basys_id	name	description	cas	state	smiles	formula	inchi	inchikey	monoisotopic_mass	chebi_id	hmdb_id	mime_id
BASm0000001	(+)-car-3-ene	(+)-alpha-Carene is found in herbs and spices. (+)-alpha-Carene is widespread plant product, found especially in turpentine oils (from Pinus species) and oil of galbanu	498-15-7		CC1=CC[C@@H]2[C@H](C1)C2(C)C	C10H16	InChI=1S/C10H16/c1-7-4-5-8-9(6-7)10(8,2)3/h4,8-9H,5-6H2,1-3H3/t8-,9+/m1/s1	BQOFWKZOCNGFEC-BDAKNGLRSA-N	136.1252005	CHEBI:7	HMDB0034697	
BASm0000002	(1R,4S)-camphene	Camphene, also known as 2,2-dimethyl-3-methylenebicyclo[2.2.1]heptane or 2,2-dimethyl-3-methylenenorbornane, is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes is known to occur mainly through the methyl-eritritol-phosphate (MEP) pathway in plastids (PMID: 7640522). Geranyl diphosphate (GPP) is a key intermediate in the biosynthesis of cyclic monoterpenes. GPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. Camphene is nearly insoluble in water but very soluble in common organic solvents. It volatilizes readily at room temperature and has a pungent smell. It exists as a flammable, white solid that has a minty, citrus, eucalyptus odor. It is produced industrially by catalytic isomerization of the more common alpha-pinene. Camphene is used in the preparation of fragrances and in food additives for flavouring. In the mid-19th century it was used as a fuel for lamps, but this was limited by its explosiveness. Camphene exists in all eukaryotes, ranging from yeast to plants to humans. Camphene can be found in a number of food items such as dill, carrots, caraway, hyssop, lemon, orange, nutmeg seed, parsley, sage, thyme, turmeric and fennel, which makes camphene a potential biomarker for the consumption of these food products. It is a minor constituent of many essential oils such as turpentine, cypress oil, camphor oil, citronella oil, neroli, ginger oil, and valerian.			CC1(C)[C@@H]2CC[C@@H](C2)C1=C	C10H16	InChI=1S/C10H16/c1-7-8-4-5-9(6-8)10(7,2)3/h8-9H,1,4-6H2,2-3H3/t8-,9+/m0/s1	CRPUJAZIXJMDBK-DTWKUNHWSA-N	136.1252005	CHEBI:20	HMDB0301815	
BASm0000003	(+)-cis-trans-nepetalactol				CC1=CO[C@@H](O)[C@H]2[C@@H]1CC[C@@H]2C	C10H16O2	InChI=1S/C10H16O2/c1-6-3-4-8-7(2)5-12-10(11)9(6)8/h5-6,8-11H,3-4H2,1-2H3	OJGPEAXUHQRLNC-UHFFFAOYSA-N	168.1150298	CHEBI:26		
BASm0000004	(R)-linalool	(R)-3,7-Dimethyl-1,6-octadien-3-ol is found in coriander. (R)-3,7-Dimethyl-1,6-octadien-3-ol is a constituent of many essential oils including Melissa officinalis (lemon balm), rose, neroli and lavender. (R)-3,7-Dimethyl-1,6-octadien-3-ol is a major component of oil of field mint (Mentha arvensis)	126-91-0		CC(C)=CCC[C@@](C)(O)C=C	C10H18O	InChI=1S/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3/t10-/m0/s1	CDOSHBSSFJOMGT-JTQLQIEISA-N	154.1357652	CHEBI:28	HMDB0036101	
BASm0000005	(1S,4R)-menthone	(+)-Menthone is found in herbs and spices. (+)-Menthone is found in some essential oils, e.g. those of Barosma pulchellum, Mentha sachalinensi	3391-87-5		[H][C@]1(C)CC[C@]([H])(C(C)C)C(=O)C1	C10H18O	InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9+/m0/s1	NFLGAXVYCFJBMK-DTWKUNHWSA-N	154.1357652	CHEBI:31	HMDB0035783	
BASm0000006	(+)-pinoresinol				[H][C@]12CO[C@H](C3=CC=C(O)C(OC)=C3)[C@@]1([H])CO[C@@H]2C1=CC(OC)=C(O)C=C1	C20H22O6	InChI=1S/C20H22O6/c1-23-17-7-11(3-5-15(17)21)19-13-9-26-20(14(13)10-25-19)12-4-6-16(22)18(8-12)24-2/h3-8,13-14,19-22H,9-10H2,1-2H3/t13-,14-,19+,20+/m0/s1	HGXBRUKMWQGOIE-AFHBHXEDSA-N	358.1416384	CHEBI:40	HMDB0341205	
BASm0000007	(S)-(-)-citronellol	L-Citronellol is found in herbs and spices, as well as bilberry. L-Citronellol is a constituent of geranium and citronella oils, and  is obtained mainly from geranium oil or synthetically. Citronellol occurs in many essential oils, usually as a partial racemate. It is used as a flavour in citrus compositions. Citronellol, or dihydrogeraniol, is a natural acyclic monoterpenoid. Both enantiomers occur in nature. L-Citronellol is found in the oils of rose (18-55%) and Pelargonium geraniums. (Wikipedia)	7540-51-4		C[C@H](CCO)CCC=C(C)C	C10H20O	InChI=1S/C10H20O/c1-9(2)5-4-6-10(3)7-8-11/h5,10-11H,4,6-8H2,1-3H3/t10-/m0/s1	QMVPMAAFGQKVCJ-JTQLQIEISA-N	156.1514153	CHEBI:88	HMDB0035094	
BASm0000008	(1S,4R)-camphene		1422353		[H][C@@]12CC[C@@]([H])(C1)C(C)(C)C2=C	C10H16	InChI=1S/C10H16/c1-7-8-4-5-9(6-8)10(7,2)3/h8-9H,1,4-6H2,2-3H3/t8-,9+/m1/s1	CRPUJAZIXJMDBK-BDAKNGLRSA-N	136.1252005	CHEBI:89		
BASm0000009	(S)-linalool	D-Linalool is found in coriander. D-Linalool is a constituent of coriander and other essential oils	126-90-9		CC(C)=CCC[C@](C)(O)C=C	C10H18O	InChI=1S/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3/t10-/m1/s1	CDOSHBSSFJOMGT-SNVBAGLBSA-N	154.1357652	CHEBI:98	HMDB0036102	
BASm0000010	(-)-maackiain	(-)-Maackiain is found in chickpea. (-)-Maackiain is widespread in the Leguminosae subfamily. (-)-Maackiain is a constituent  of Trifolium pratense (red clover).	2035-15-6		Oc1ccc2c(c1)OC[C@H]1c3cc4c(cc3O[C@@H]21)OCO4	C16H12O5	InChI=1S/C16H12O5/c17-8-1-2-9-12(3-8)18-6-11-10-4-14-15(20-7-19-14)5-13(10)21-16(9)11/h1-5,11,16-17H,6-7H2	HUKSJTUUSUGIDC-UHFFFAOYSA-N	284.0684735	CHEBI:99	HMDB0036629	
BASm0000011	(-)-medicarpin		32383-76-9		COc1ccc2c(c1)O[C@H]1c3ccc(O)cc3OC[C@@H]21	C16H14O4	InChI=1S/C16H14O4/c1-18-10-3-5-11-13-8-19-14-6-9(17)2-4-12(14)16(13)20-15(11)7-10/h2-7,13,16-17H,8H2,1H3	NSRJSISNDPOJOP-UHFFFAOYSA-N		CHEBI:100		
BASm0000012	(S)-alpha-terpineol	(S)-alpha-Terpineol is found in cinnamon. Terpineol is a naturally occurring monoterpene alcohol that has been isolated from a variety of sources such as cajuput oil, pine oil, and petitgrain oil. There are three isomers, alpha-, beta-, and gamma-terpineol, the last two differing only by the location of the double bond. Terpineol is usually a mixture of these isomers with alpha-terpineol as the major constituent (Wikipedia).	10482-56-1		CC1=CC[C@H](CC1)C(C)(C)O	C10H18O	InChI=1S/C10H18O/c1-8-4-6-9(7-5-8)10(2,3)11/h4,9,11H,5-7H2,1-3H3/t9-/m1/s1	WUOACPNHFRMFPN-SECBINFHSA-N	154.1357652	CHEBI:128	HMDB0036086	
BASm0000013	(-)-beta-phellandrene	(-)-beta-Phellandrene is found in pine nut. Phellandrene is the name for a pair of organic compounds that have a similar molecular structure and similar chemical properties. alpha-Phellandrene and beta-phellandrene are cyclic monoterpenes and are double-bond isomers. The phellandrenes are used in fragrances because of their pleasing aromas. (Wikipedia).	6153-17-9		CC(C)[C@H]1CCC(=C)C=C1	C10H16	InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,6,8,10H,3,5,7H2,1-2H3/t10-/m1/s1	LFJQCDVYDGGFCH-SNVBAGLBSA-N	136.1252005	CHEBI:129	HMDB0041633	
BASm0000014	(1R,2R,4R)-dihydrocarveol	p-Menth-8-en-2-ol is found in herbs and spices. p-Menth-8-en-2-ol occurs in Mentha species, Piper longum (long pepper), Heracleum candicans and other essential oils. Stereoisomeric mixture used as flavour ingredien	20549-47-7		C[C@@H]1CC[C@H](C[C@H]1O)C(C)=C	C10H18O	InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-11H,1,4-6H2,2-3H3/t8-,9-,10-/m1/s1	KRCZYMFUWVJCLI-OPRDCNLKSA-N	154.1357652	CHEBI:149	HMDB0035825	
BASm0000015	(1R,2R,4S)-isodihydrocarveol	Dihydrocarveol, also known as 2-methyl-5-(1-methylethenyl)cyclohexanol or 6-methyl-3-isopropenylcyclohexanol, is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Dihydrocarveol is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). Dihydrocarveol is a herbal, menthol, and minty tasting compound and can be found in a number of food items such as pepper (spice), caraway, wild celery, and dill, which makes dihydrocarveol a potential biomarker for the consumption of these food products. 			C[C@@H]1CC[C@@H](C[C@H]1O)C(C)=C	C10H18O	InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-11H,1,4-6H2,2-3H3/t8-,9+,10-/m1/s1	KRCZYMFUWVJCLI-KXUCPTDWSA-N	154.1357652	CHEBI:150		
BASm0000016	(1R,2S,4R)-neodihydrocarveol	Neodihydrocarveol, also known as (1r,2s,4r)-neo-dihydrocarveol or (1s,2r,5r)-5-isopropenyl-2-methylcyclohexanol, is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Thus, neodihydrocarveol is considered to be an isoprenoid lipid molecule. Neodihydrocarveol is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). Neodihydrocarveol can be found in caraway and spearmint, which makes neodihydrocarveol a potential biomarker for the consumption of these food products.			C[C@@H]1CC[C@H](C[C@@H]1O)C(C)=C	C10H18O	InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-11H,1,4-6H2,2-3H3/t8-,9-,10+/m1/s1	KRCZYMFUWVJCLI-BBBLOLIVSA-N	154.1357652	CHEBI:152	HMDB0302494	
BASm0000017	(1R,2S,4S)-neoisodihydrocarveol		18675-33-7		C=C(C)[C@H]1CC[C@@H](C)[C@@H](O)C1	C10H18O	InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-11H,1,4-6H2,2-3H3/t8-,9-,10+/m1/s1	KRCZYMFUWVJCLI-BBBLOLIVSA-N		CHEBI:153		
BASm0000018	(1R,4R)-dihydrocarvone	(1r,4r)-dihydrocarvone, also known as (2r,5r)-2-methyl-5-isopropenylcyclohexanone, is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Thus, (1r,4r)-dihydrocarvone is considered to be an isoprenoid lipid molecule (1r,4r)-dihydrocarvone is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). (1r,4r)-dihydrocarvone is a herbal and minty tasting compound found in spearmint, which makes (1r,4r)-dihydrocarvone a potential biomarker for the consumption of this food product.			C[C@@H]1CC[C@H](CC1=O)C(C)=C	C10H16O	InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-9H,1,4-6H2,2-3H3/t8-,9-/m1/s1	AZOCECCLWFDTAP-RKDXNWHRSA-N	152.1201151	CHEBI:154	HMDB0302236	
BASm0000019	(1R,4S)-isodihydrocarvone	Cis-dihydrocarvone, also known as (2r,5s)-2-methyl-5-isopropenylcyclohexanone or (1r,4s)-menth-8-en-2-one, is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Thus, cis-dihydrocarvone is considered to be an isoprenoid lipid molecule. Cis-dihydrocarvone is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Cis-dihydrocarvone is a herbal and warm tasting compound and can be found in a number of food items such as dill, spearmint, wild celery, and common oregano, which makes cis-dihydrocarvone a potential biomarker for the consumption of these food products.			C[C@@H]1CC[C@@H](CC1=O)C(C)=C	C10H16O	InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-9H,1,4-6H2,2-3H3/t8-,9+/m1/s1	AZOCECCLWFDTAP-BDAKNGLRSA-N	152.1201151	CHEBI:155	HMDB0303216	
BASm0000020	(1S,2R,4S)-neodihydrocarveol		18675-33-7		C=C(C)[C@H]1CC[C@H](C)[C@H](O)C1	C10H18O	InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-11H,1,4-6H2,2-3H3/t8-,9-,10+/m1/s1	KRCZYMFUWVJCLI-BBBLOLIVSA-N		CHEBI:158		
BASm0000021	(1S,4R)-fenchone				CC1(C)C(=O)[C@@]2(C)CC[C@@H]1C2	C10H16O	InChI=1S/C10H16O/c1-9(2)7-4-5-10(3,6-7)8(9)11/h7H,4-6H2,1-3H3/t7?,10-/m0/s1	LHXDLQBQYFFVNW-MHPPCMCBSA-N	152.1201151	CHEBI:165		
BASm0000022	(1S,4R)-isodihydrocarvone	Cis-dihydrocarvone, also known as (2r,5s)-2-methyl-5-isopropenylcyclohexanone or (1r,4s)-menth-8-en-2-one, is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Thus, cis-dihydrocarvone is considered to be an isoprenoid lipid molecule. Cis-dihydrocarvone is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Cis-dihydrocarvone is a herbal and warm tasting compound and can be found in a number of food items such as dill, spearmint, wild celery, and common oregano, which makes cis-dihydrocarvone a potential biomarker for the consumption of these food products. 	3792-53-8		C=C(C)[C@@H]1CC[C@H](C)C(=O)C1	C10H16O	InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-9H,1,4-6H2,2-3H3/t8-,9+/m1/s1	AZOCECCLWFDTAP-BDAKNGLRSA-N	152.1201151	CHEBI:166		
BASm0000023	(1S,4S)-dihydrocarvone	(1S,4S)-Dihydrocarvone is found in caraway. (1S,4S)-Dihydrocarvone is a constituent of caraway, dill and mint oils	6909-25-7		C[C@H]1CC[C@@H](CC1=O)C(C)=C	C10H16O	InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-9H,1,4-6H2,2-3H3/t8-,9-/m0/s1	AZOCECCLWFDTAP-IUCAKERBSA-N	152.1201151	CHEBI:168	HMDB0036080	
BASm0000024	(3S)-3-isopropenyl-6-oxoheptanoate				C=C(C)[C@@H](CCC(C)=O)CC(=O)[O-]	C10H16O3	InChI=1S/C10H16O3/c1-7(2)9(6-10(12)13)5-4-8(3)11/h9H,1,4-6H2,2-3H3,(H,12,13)/t9-/m1/s1	NJOIWWRMLFSDTM-SECBINFHSA-N	184.1099444	CHEBI:211		
BASm0000025	(4R,7R)-4-isopropenyl-7-methyloxepan-2-one			Expected Solid	C=C(C)[C@@H]1CC[C@@H](C)OC(=O)C1	C10H16O2	InChI=1S/C10H16O2/c1-7(2)9-5-4-8(3)12-10(11)6-9/h8-9H,1,4-6H2,2-3H3	DNWZWUWUDAGNJB-UHFFFAOYSA-N	168.1150298	CHEBI:228		MMDBc0055517
BASm0000026	(1S,5S)-carveol	(+)-cis-Carveol is found in caraway. (+)-cis-Carveol is a constituent of dill seed oil (Anethum graveolens)	7632-16-8		CC(=C)[C@H]1CC=C(C)[C@@H](O)C1	C10H16O	InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9-11H,1,5-6H2,2-3H3/t9-,10-/m0/s1	BAVONGHXFVOKBV-UWVGGRQHSA-N	152.1201151	CHEBI:232	HMDB0035622	
BASm0000027	(4S,7R)-4-isopropenyl-7-methyloxepan-2-one			Expected Solid	C=C(C)[C@H]1CC[C@@H](C)OC(=O)C1	C10H16O2	InChI=1S/C10H16O2/c1-7(2)9-5-4-8(3)12-10(11)6-9/h8-9H,1,4-6H2,2-3H3	DNWZWUWUDAGNJB-UHFFFAOYSA-N	168.1150298	CHEBI:233		MMDBc0055517
BASm0000028	(R)-alpha-terpineol	alpha-Terpineol (CAS: 98-55-5) is a naturally occurring monoterpene alcohol that has been isolated from a variety of sources such as cajuput oil, pine oil, and petitgrain oil. There are three isomers of terpineol, alpha-, beta-, and gamma-terpineol, with the last two differing only by the location of the double bond. Terpineol is usually a mixture of these isomers with alpha-terpineol as the major constituent. Terpineol has a pleasant odour similar to lilac and is a common ingredient in perfumes, cosmetics, and flavours. alpha-Terpineol is occasionally found as a volatile component in urine. It is a water-soluble component of Melaleuca alternifolia Cheel, the tea tree oil (TTO). alpha-Terpineol is a likely mediator of the in vitro and in vivo activity of the TTO as an agent that could control C. albicans vaginal infections. Purified alpha-terpineol can suppress pro-inflammatory mediator production by activated human monocytes. alpha-Terpineol is able to impair the growth of human M14 melanoma cells and appear to be more effective on their resistant variants, which express high levels of P-glycoprotein in the plasma membrane, overcoming resistance to caspase-dependent apoptosis exerted by P-glycoprotein-positive tumour cells (PMID:5556886, 17083732, 11131302, 15009716).	7785-53-7	Solid	CC1=CC[C@@H](CC1)C(C)(C)O	C10H18O	InChI=1S/C10H18O/c1-8-4-6-9(7-5-8)10(2,3)11/h4,9,11H,5-7H2,1-3H3/t9-/m0/s1	WUOACPNHFRMFPN-VIFPVBQESA-N	154.1357652	CHEBI:300	HMDB0004043	
BASm0000029	(S)-(-)-citronellal	Reported from oils of Backhousia citriodora and Mauritius papeda (Citrus hystrix). (S)-Citronellal is found in citrus and herbs and spices.	1478991		[H][C@](C)(CCC=C(C)C)CC=O	C10H18O	InChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,8,10H,4,6-7H2,1-3H3/t10-/m0/s1	NEHNMFOYXAPHSD-JTQLQIEISA-N	154.1357652	CHEBI:368	HMDB35842	
BASm0000030	(S)-cis-N-methylstylopine				C[N@@+]12CCc3cc4c(cc3[C@@H]1Cc1ccc3c(c1C2)OCO3)OCO4	C20H20NO4	InChI=1S/C20H20NO4/c1-21-5-4-13-7-18-19(24-10-23-18)8-14(13)16(21)6-12-2-3-17-20(15(12)9-21)25-11-22-17/h2-3,7-8,16H,4-6,9-11H2,1H3/q+1	GBUUKFRQPCPYPW-UHFFFAOYSA-N	338.1386845	CHEBI:444		
BASm0000031	1-O-[(E)-caffeoyl]-beta-D-glucose	1-O-Caffeoylglucose is found in black elderberry. 1-O-Caffeoylglucose is present in many plants, e.g. Solanum, Raphanus etc. species.	14364-08-0		OC[C@H]1O[C@@H](OC(=O)\C=C\C2=CC(O)=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	C15H18O9	InChI=1S/C15H18O9/c16-6-10-12(20)13(21)14(22)15(23-10)24-11(19)4-2-7-1-3-8(17)9(18)5-7/h1-5,10,12-18,20-22H,6H2/b4-2+/t10-,12-,13+,14-,15+/m1/s1	WQSDYZZEIBAPIN-VBQORRLJSA-N	342.0950822	CHEBI:614	HMDB0036937	
BASm0000032	1-phenylethanol	(±)-1-Phenylethanol is a flavouring agent	98-85-1	Liquid	CC(O)c1ccccc1	C8H10O	InChI=1S/C8H10O/c1-7(9)8-5-3-2-4-6-8/h2-7,9H,1H3	WAPNOHKVXSQRPX-UHFFFAOYSA-N	122.0731649	CHEBI:669	HMDB0032619	
BASm0000034	5beta-dihydrocortisol	Dihydrocortisol is the product of the enzyme steroid 5-beta-reductase (EC 1.3.1.3), which catalyzes the reduction of progesterone, androstenedione, 17-alpha-hydroxyprogesterone, testosterone, aldosterone, corticosterone, and cortisol to 5-beta-reduced metabolites. A deficiency in this enzyme is associated with a congenital defect in bile acid synthesis (OMIM: 235555). Dihydrocortisol is the substrate of the enzyme 3-alpha-hydroxysteroid dehydrogenase (EC 1.1.1.225, 1.1.1.213, 1.3.1.20, 1.1.1.50), and is an intermediate in bile acid biosynthesis, C21-steroid hormone metabolism, androgen and estrogen metabolism, and the metabolism of xenobiotics by cytochrome P450 (KEGG).	1482-50-4		[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])CC(=O)CC[C@]12C	C21H32O5	InChI=1S/C21H32O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h12,14-16,18,22,24,26H,3-11H2,1-2H3/t12-,14+,15+,16+,18-,19+,20+,21+/m1/s1	ACSFOIGNUQUIGE-AIPUTVCKSA-N	364.2249741	CHEBI:732	HMDB0003259	
BASm0000035	16alpha,17alpha-dihydroxyprogesterone				CC(=O)[C@@]1(O)[C@H](O)C[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@@]21C	C21H30O4	InChI=1S/C21H30O4/c1-12(22)21(25)18(24)11-17-15-5-4-13-10-14(23)6-8-19(13,2)16(15)7-9-20(17,21)3/h10,15-18,24-25H,4-9,11H2,1-3H3/t15-,16+,17+,18?,19+,20+,21-/m1/s1	CXDWHYOBSJTRJU-CWNZLVRBSA-N	346.2144094	CHEBI:763	HMDB0158171	
BASm0000036	16alpha-hydroxyestrone	16a-Hydroxyestrone or 16alpha-hydroxyestrone (16alpha-OH-E1 or 16a OHE1), or hydroxyestrone, is an endogenous steroidal estrogen and a major metabolite of estrone and estradiol.  16a-hydroxyestrone belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. Thus, 16a-hydroxyestrone is considered to be a steroid molecule. 16a-hydroxyestrone is found in all vertebrates. Vertebrates, especially mammals, metabolizes estrogen into two major pathways and one minor. The two major pathways lead to 2-hydroxyestrone and 16a-hydroxyestrone (2-OHE1 and 16a OHE1 respectively). The minor pathway leads to 4-hydroxyestrone (4-OHE1). 2a-hydroxyestrone is considered to be the good metabolite (PMID: 8943806) as 2-hydroxyestrone does not stimulate cell growth and it blocks the action of stronger estrogens that may be carcinogenic. 16a-Hydroxyestrone, on the other hand, has a significantly stronger estrogenic activity, and studies show that it may increase the risk of breast cancer. The binding of 16a-hydroxyestrone to the estrogen receptor is reported to be covalent and irreversible (PMID: 3186693). A low urinary ratio of 2-hydroxyestrone to 16-alpha-hydroxyestrone is a strong predictor of breast cancer risk among women (PMID: 19502596).	566-76-7		[H][C@@]12C[C@@H](O)C(=O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C=C3	C18H22O3	InChI=1S/C18H22O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-16,19-20H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,18+/m1/s1	WPOCIZJTELRQMF-QFXBJFAPSA-N	286.1568946	CHEBI:776	HMDB0000335	
BASm0000037	19-hydroxytestosterone	This compound belongs to the family of Androgens and Derivatives. These are hydroxylated C19 steroid hormones. They are known to favour the development of masculine characteristics. They also show profound effects on scalp and body hair in humans			C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34CO)[C@@H]1CC[C@@H]2O	C19H28O3	InChI=1S/C19H28O3/c1-18-8-7-16-14(15(18)4-5-17(18)22)3-2-12-10-13(21)6-9-19(12,16)11-20/h10,14-17,20,22H,2-9,11H2,1H3/t14-,15-,16-,17-,18-,19+/m0/s1	YLTCTXBDDHSLCS-KOUJMVCDSA-N	304.2038448	CHEBI:798	HMDB0060089	
BASm0000038	19-oxo-androst-4-ene-3,17-dione	19-Oxoandrost-4-ene-3,17-dione is an intermediate in Androgen and estrogen metabolism. 19-Oxoandrost-4-ene-3,17-dione is the 4th to last step in the synthesis of 2-Methoxyestrone 3-glucuronide. It is generated from 19-Hydroxyandrost-4-ene-3,17-dione and then converted to Estrone.			[H]C(=O)[C@@]12C(=C([H])C(=O)C([H])([H])C1([H])[H])C([H])([H])C([H])([H])[C@@]1([H])[C@]3([H])C([H])([H])C([H])([H])C(=O)[C@@]3(C([H])([H])[H])C([H])([H])C([H])([H])[C@]21[H]	C19H24O3	InChI=1S/C19H24O3/c1-18-8-7-16-14(15(18)4-5-17(18)22)3-2-12-10-13(21)6-9-19(12,16)11-20/h10-11,14-16H,2-9H2,1H3/t14-,15-,16-,18-,19+/m0/s1	XRCFMDPVHKVRDJ-BGJMDTOESA-N	300.1725446	CHEBI:799	HMDB0006768	
BASm0000039	2,4-dinitrotoluene				CC1=CC=C(C=C1[N+]([O-])=O)[N+]([O-])=O	C7H6N2O4	InChI=1S/C7H6N2O4/c1-5-2-3-6(8(10)11)4-7(5)9(12)13/h2-4H,1H3	RMBFBMJGBANMMK-UHFFFAOYSA-N	182.0327567	CHEBI:920	HMDB0245464	
BASm0000040	2,6-dinitrotoluene				CC1=C(C=CC=C1[N+]([O-])=O)[N+]([O-])=O	C7H6N2O4	InChI=1S/C7H6N2O4/c1-5-6(8(10)11)3-2-4-7(5)9(12)13/h2-4H,1H3	XTRDKALNCIHHNI-UHFFFAOYSA-N	182.0327567	CHEBI:957	HMDB0245521	
BASm0000041	3-(all-trans-hexaprenyl)benzene-1,2-diol	A member of the class of  catechols that is benzene-1,2-diol substituted by a (all-trans)-hexaprenyl group at position 3.				C36H54O2		LXZAKEGPNJYZBT-LSRIWWPWSA-N	518.412381	CHEBI:1107		
BASm0000042	2-methoxy-6-(all-trans-hexaprenyl)phenol	2-Hexaprenyl-6-methoxyphenol is involved in the ubiquinone biosynthesis pathway. 2-Hexaprenyl-6-methoxyphenol is created from 3-Hexaprenyl-4-hydroxy-5-methoxybenzoate. 2-Hexaprenyl-6-methoxyphenol is then converted into 2-Hexaprenyl-6-methoxy-1,4-benzoquinone by ubiquinone biosynthesis monooxygenase Coq6 [EC:1.14.13.-].		Solid	COC1=CC=CC(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C1O	C37H56O2	InChI=1S/C37H56O2/c1-29(2)15-9-16-30(3)17-10-18-31(4)19-11-20-32(5)21-12-22-33(6)23-13-24-34(7)27-28-35-25-14-26-36(39-8)37(35)38/h14-15,17,19,21,23,25-27,38H,9-13,16,18,20,22,24,28H2,1-8H3/b30-17+,31-19+,32-21+,33-23+,34-27+	WVPRAWNIVDFQBO-DUBIXASGSA-N	532.428031	CHEBI:1109	HMDB0006817	
BASm0000043	2-all-trans-hexaprenylphenol	A 2-polyprenylphenol in which the polyprenyl chain contains 8 prenyl units; major species at pH 7.3.				C36H54O		SWYAYSXDWCPYPJ-DUBIXASGSA-N	502.4174664	CHEBI:1110		
BASm0000044	2-hydroxyestrone	2-Hydroxyestrone (2-OHE1), also known as estra-1,3,5(10)-trien-2,3-diol-17-one, is an endogenous, naturally occurring catechol estrogen and a major metabolite of estrone and estradiol. 2-Hydroxyestrone belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. Thus, 2-Hydroxyestrone is considered to be a steroid molecule. It is formed irreversibly from estrone in the liver and to a lesser extent in other tissues via 2-hydroxylation mediated by cytochrome P450 enzymes, mainly the CYP3A and CYP1A subfamilies. 2-OHE1 is the most abundant catechol estrogen in the body. 2-Hydroxyestrone is found in all vertebrates. Vertebrates, especially mammals, metabolizes estrogen into two major pathways and one minor. The two major pathways lead to 2-hydroxyestrone and 16a-hydroxyestrone (2-OHE1 and 16a OHE1, respectively). The minor pathway leads to 4-hydroxyestrone (4-OHE1). 2a-hydroxyestrone is considered to be the good steroid metabolite (PMID: 8943806) as 2-hydroxyestrone does not stimulate cell growth and it blocks the action of stronger estrogens that may be carcinogenic. 2-hydroxyestrone is not significantly uterotrophic, whereas other hydroxylated estrogen metabolites including 2-hydroxyestradiol, 16a-hydroxyestrone, estriol, 4-hydroxyestradiol, and 4-hydroxyestrone all are. A low urinary ratio of 2-hydroxyestrone to 16-alpha-hydroxyestrone is a strong predictor of breast cancer risk among women (PMID: 19502596).	362-06-1		[H][C@@]12CCC(=O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C(O)=C3	C18H22O3	InChI=1S/C18H22O3/c1-18-7-6-11-12(14(18)4-5-17(18)21)3-2-10-8-15(19)16(20)9-13(10)11/h8-9,11-12,14,19-20H,2-7H2,1H3/t11-,12+,14-,18-/m0/s1	SWINWPBPEKHUOD-JPVZDGGYSA-N	286.1568946	CHEBI:1156	HMDB0000343	
BASm0000045	(2S)-2-isopropylmalate	2-Isopropylmalic acid (CAS: 3237-44-3), also known as 3-carboxy-3-hydroxyisocaproic acid, belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group. 2-Isopropylmalic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 2-Isopropylmalic acid is an alpha-hydroxy organic acid regularly occurring in the urine of healthy individuals (PMID: 2338430, 544608), and in hemofiltrates (PMID: 7251751). 2-Isopropylmalic acid is elevated during fasting and diabetic ketoacidosis (PMID: 1591279). It is also a metabolite found in Acetobacter (PMID: 6035258).	49601-06-01	Solid	CC(C)[C@@](O)(CC([O-])=O)C([O-])=O	C7H10O5	InChI=1S/C7H12O5/c1-4(2)7(12,6(10)11)3-5(8)9/h4,12H,3H2,1-2H3,(H,8,9)(H,10,11)/p-2/t7-/m0/s1	BITYXLXUCSKTJS-ZETCQYMHSA-L	174.0528234	CHEBI:1178	HMDB0000402	
BASm0000046	2-methoxyestrone	2-Methoxyestrone (or 2-ME1) belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. Thus, 2-methoxyestrone is considered to be a steroid or steroid derivative. It is a by-product of estrone and 2-hydroxyestrone metabolism and has been detected in all mammals. More specifically, 2-methoxyestrone is an endogenous, naturally occurring methoxylated catechol estrogen and a metabolite of estrone that is formed by catechol O-methyltransferase via the intermediate 2-hydroxyestrone. 2-Methoxyestrone is part of the androgen and estrogen metabolic pathway. The acid ionization constant (pKa) of 2-methoxyestrone has been determined to be 10.81 (PMID: 516114). 2-Methoxyestrone can be metabolized to a sulfated derivative (2-methoxyestrone 3-sulfate) via steroid sulfotransferase (EC 2.8.2.15). It can also be glucuronidated to 2-methoxyestrone 3-glucuronide by UDP glucuronosyltransferase (EC 2.4.1.17). Unlike estrone but similarly to 2-hydroxyestrone and 2-methoxyestradiol, 2-methoxyestrone has very low affinity for the estrogen receptor and lacks significant estrogenic activity (PMID: 10865186).	0362-08-03	Solid	[H][C@@]12CCC(=O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C(OC)=C3	C19H24O3	InChI=1S/C19H24O3/c1-19-8-7-12-13(15(19)5-6-18(19)21)4-3-11-9-16(20)17(22-2)10-14(11)12/h9-10,12-13,15,20H,3-8H2,1-2H3/t12-,13+,15-,19-/m0/s1	WHEUWNKSCXYKBU-QPWUGHHJSA-N	300.1725446	CHEBI:1189	HMDB0000010	
BASm0000047	sophorose			Expected Solid	OC[C@H]1OC(O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O	C12H22O11	InChI=1S/C12H22O11/c13-1-3-6(16)8(18)10(11(20)21-3)23-12-9(19)7(17)5(15)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11?,12+/m1/s1	HIWPGCMGAMJNRG-RTPHMHGBSA-N	342.1162115	CHEBI:1230		MMDBc0056398
BASm0000048	3-(all-trans-octaprenyl)benzene-1,2-diol	3-(all-trans-octaprenyl)benzene-1,2-diol, also known as 3-octaprenylcatechol or 2-octaprenyl-6-hydroxyphenol, is a member of the class of compounds known as polyprenylbenzene-1,2-diols. Polyprenylbenzene-1,2-diols are compounds containing a polyisoprene chain attached to a catechol group. 3-(all-trans-octaprenyl)benzene-1,2-diol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 3-(all-trans-octaprenyl)benzene-1,2-diol can be found in a number of food items such as thistle, cardoon, brussel sprouts, and capers, which makes 3-(all-trans-octaprenyl)benzene-1,2-diol a potential biomarker for the consumption of these food products. 3-(all-trans-octaprenyl)benzene-1,2-diol may be a unique E.coli metabolite.			[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=C(O)C(O)=CC=C1)=C(\C)CCC=C(C)C	C46H70O2	InChI=1S/C46H70O2/c1-36(2)18-10-19-37(3)20-11-21-38(4)22-12-23-39(5)24-13-25-40(6)26-14-27-41(7)28-15-29-42(8)30-16-31-43(9)34-35-44-32-17-33-45(47)46(44)48/h17-18,20,22,24,26,28,30,32-34,47-48H,10-16,19,21,23,25,27,29,31,35H2,1-9H3/b37-20+,38-22+,39-24+,40-26+,41-28+,42-30+,43-34+	YNPGYMZVNLIZLD-BQFKTQOQSA-N	654.5375815	CHEBI:1233	HMDB0304113	
BASm0000049	2-methoxy-6-(all-trans-octaprenyl)phenol				COC1=CC=CC(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C1O	C47H72O2	InChI=1S/C47H72O2/c1-37(2)19-11-20-38(3)21-12-22-39(4)23-13-24-40(5)25-14-26-41(6)27-15-28-42(7)29-16-30-43(8)31-17-32-44(9)35-36-45-33-18-34-46(49-10)47(45)48/h18-19,21,23,25,27,29,31,33-35,48H,11-17,20,22,24,26,28,30,32,36H2,1-10H3/b38-21+,39-23+,40-25+,41-27+,42-29+,43-31+,44-35+	MARGKPIMNMASKJ-CMAXTTDKSA-N	668.5532316	CHEBI:1235		
BASm0000051	(20R,22R)-20,22-dihydroxycholesterol	20alpha,22beta-Dihydroxycholesterol is an intermediate in C21-Steroid hormone metabolism. 20alpha,22beta-Dihydroxycholesterol is the 8th to last step in the synthesis of 3alpha,11beta,21-Trihydroxy-20-oxo-5beta-pregnan-18-al and is converted from 20alpha-Hydroxycholesterol via the enzyme cytochrome P450 (EC 1.14.15.6). It is then converted to Pregnenolone via the enzyme cytochrome P450 (EC 1.14.15.6).	15234-55-6		[H][C@@](O)(CCC(C)C)[C@](C)(O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC=C4C[C@@]([H])(O)CC[C@]4(C)[C@@]3([H])CC[C@]12C	C27H46O3	InChI=1S/C27H46O3/c1-17(2)6-11-24(29)27(5,30)23-10-9-21-20-8-7-18-16-19(28)12-14-25(18,3)22(20)13-15-26(21,23)4/h7,17,19-24,28-30H,6,8-16H2,1-5H3/t19-,20-,21-,22-,23-,24+,25-,26-,27+/m0/s1	ISBSSBGEYIBVTO-TYKWNDPBSA-N	418.3446953	CHEBI:1294	HMDB0006763	
BASm0000052	(22S)-22-hydroxycholesterol		17954-98-2		CC(C)CC[C@H](O)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H46O2	InChI=1S/C27H46O2/c1-17(2)6-11-25(29)18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-25,28-29H,6,8-16H2,1-5H3/t18-,20-,21-,22+,23-,24-,25+,26-,27+/m0/s1	RZPAXNJLEKLXNO-GFKLAVDKSA-N		CHEBI:1301		
BASm0000053	24-methylenecycloartanol	24-methylenecycloartan-3-ol belongs to cycloartanols and derivatives class of compounds. Those are steroids containing a cycloartanol moiety. 24-methylenecycloartan-3-ol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 24-methylenecycloartan-3-ol can be found in a number of food items such as oregon yampah, common persimmon, pineapple, and climbing bean, which makes 24-methylenecycloartan-3-ol a potential biomarker for the consumption of these food products.			C=C(CC[C@@H](C)[C@H]1CC[C@@]2(C)[C@@H]3CC[C@H]4C(C)(C)[C@@H](O)CC[C@@]45C[C@@]35CC[C@]12C)C(C)C	C31H52O	InChI=1S/C31H52O/c1-20(2)21(3)9-10-22(4)23-13-15-29(8)25-12-11-24-27(5,6)26(32)14-16-30(24)19-31(25,30)18-17-28(23,29)7/h20,22-26,32H,3,9-19H2,1-2,4-8H3/t22-,23-,24+,25+,26+,28-,29+,30-,31+/m1/s1	BDHQMRXFDYJGII-UEBIAWITSA-N	440.4018163	CHEBI:1307	HMDB0303481	
BASm0000054	3,4-dihydroxyphenylethyleneglycol	3,4-Dihydroxyphenylglycol, also known as DHPG or DOPEG, belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety. 3,4-Dihydroxyphenylglycol is an extremely weak basic (essentially neutral) compound. 3,4-Dihydroxyphenylglycol exists in all living organisms, ranging from bacteria to plants to humans. It is a potent antioxidant (PMID: 30007612). In mammals, 3,4-Dihydroxyphenylglycol is the primary metabolite of norepinephrine and is generated through the action of the enzyme monoamine oxidase (MAO). DHPG is then further metabolized by the enzyme Catechol-O-methyltransferase (COMT) to 3-methoxy-4-hydroxyphenylglycol (MHPG). Within humans, 3,4-dihydroxyphenylglycol participates in a number of enzymatic reactions. In particular, 3,4-dihydroxyphenylglycol can be biosynthesized from 3,4-dihydroxymandelaldehyde; which is mediated by the enzyme alcohol dehydrogenase 1A. In addition, 3,4-dihydroxyphenylglycol and guaiacol can be converted into vanylglycol and pyrocatechol through its interaction with the enzyme catechol O-methyltransferase. Outside of the human body, 3,4-dihydroxyphenylglycol is found, on average, in the highest concentration in olives. High levels of DHPG (up to 368 mg/kg of dry weight) have been found in the pulp of natural black olives. This could make 3,4-dihydroxyphenylglycol a potential biomarker for the consumption of olives and olive oil. 3,4-Dihydroxyphenylglycol has been linked to Menkes disease (PMID: 19234788). DHPG level are lower in Menkes patients (3.57 ± 0.40 nM) than healthy infants 8.91 ± 0.77 nM). Menkes disease (also called “kinky hair disease”) is an X-linked recessive neurodevelopmental disorder caused by defects in a gene that encodes a copper-transporting ATPase (ATP7A). Affected infants typically appear healthy at birth and show normal neurodevelopment for 2-3 months. Subsequently there is loss of milestones (e.g., smiling, visual tracking, head control) and death in late infancy or childhood (PMID: 19234788).	28822-73-3		OCC(O)c1ccc(O)c(O)c1	C8H10O4	InChI=1S/C8H10O4/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8-12H,4H2	MTVWFVDWRVYDOR-UHFFFAOYSA-N	170.0579088	CHEBI:1387	HMDB0000318	
BASm0000055	3,4-dihydroxystyrene	4-ethenylbenzene-1,2-diol is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid. It is generated by Hydroxycinnamate-decarboxylase enzyme via a hydroxycinnamic-acid-decarboxylation reaction. This hydroxycinnamic-acid-decarboxylation occurs in human gut microbiota.			C=Cc1ccc(O)c(O)c1	C8H8O2	InChI=1S/C8H8O2/c1-2-6-3-4-7(9)8(10)5-6/h2-5,9-10H,1H2	FBTSUTGMWBDAAC-UHFFFAOYSA-N	136.0524295	CHEBI:1390	HMDB0124942	
BASm0000056	4-hydroxy-3-all-trans-octaprenylbenzoate	3-octaprenyl-4-hydroxybenzoate belongs to the class of Tetraterpenes. These are terpene molecules containing 10 consecutively linked isoprene units. (inferred from compound structure)3-octaprenyl-4-hydroxybenzoate is catalyzed by UbiD. 3-octaprenyl-4-hydroxybenzoate decarboxylase (UbiD) is an important enzyme on the pathway and deletion of the ubiD gene in E. coli. (PMID 17033719) 4-Hydroxybenzoate is converted to 3-octaprenyl-4-hydroxybenzoate by 4-hydroxybenzoate octaprenyltransferase. (PMID 1644758)			CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1cc(C(=O)[O-])ccc1O	C47H70O3	InChI=1S/C47H70O3/c1-36(2)17-10-18-37(3)19-11-20-38(4)21-12-22-39(5)23-13-24-40(6)25-14-26-41(7)27-15-28-42(8)29-16-30-43(9)31-32-44-35-45(47(49)50)33-34-46(44)48/h17,19,21,23,25,27,29,31,33-35,48H,10-16,18,20,22,24,26,28,30,32H2,1-9H3,(H,49,50)/b37-19+,38-21+,39-23+,40-25+,41-27+,42-29+,43-31+	UTIBHEBNILDQKX-LQOKPSQISA-N	682.5324961	CHEBI:1617		
BASm0000058	3alpha-hydroxy-5beta-pregnan-20-one	3alpha-Hydroxy-5beta-pregnane-20-one is an intermediate in C21-Steroid hormone metabolism. 3alpha-Hydroxy-5beta-pregnane-20-one is converted from 5beta-Pregnane-3,20-dione via the enzyme 3-alpha-hydroxysteroid dehydrogenase (EC 1.1.1.50). It is then converted to Pregnanediol via the enzyme 3alpha(or 20beta)-hydroxysteroid dehydrogenase (EC 1.1.1.53).			CC(=O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C21H34O2	InChI=1S/C21H34O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h14-19,23H,4-12H2,1-3H3/t14-,15-,16?,17-,18?,19?,20+,21-/m1/s1	AURFZBICLPNKBZ-KCZNCWLVSA-N	318.2558803	CHEBI:1712	HMDB0006759	
BASm0000060	(-)-4'-desmethyl-deoxypodophyllotoxin				COc1cc([C@@H]2c3cc4c(cc3C[C@H]3COC(=O)[C@@H]32)OCO4)cc(OC)c1O	C21H20O7	InChI=1S/C21H20O7/c1-24-16-5-11(6-17(25-2)20(16)22)18-13-7-15-14(27-9-28-15)4-10(13)3-12-8-26-21(23)19(12)18/h4-7,12,18-19,22H,3,8-9H2,1-2H3	RFDMNXDDRXVJTM-UHFFFAOYSA-N	384.120903	CHEBI:1729		
BASm0000061	2-methyl-4-chlorophenol				Cc1cc(Cl)ccc1O	C7H7ClO	InChI=1S/C7H7ClO/c1-5-4-6(8)2-3-7(5)9/h2-4,9H,1H3	RHPUJHQBPORFGV-UHFFFAOYSA-N	142.0185425	CHEBI:1800	HMDB0246384	
BASm0000062	4-vinylphenol	4-hydroxystyrene occurs frequently in different ciders, wines, foods and berries, e.g. cloudberry. Styrene is a prohapten metabolized in the skin by aryl hydrocarbon hydroxylase (AHH, EC 1.14.14.1) to styrene epoxide acting as the true hapten. Styrene occurs in nature and as a synthetic product.(PMID: 6713846).	2628-17-3		C=Cc1ccc(O)cc1	C8H8O	InChI=1S/C8H8O/c1-2-7-3-5-8(9)6-4-7/h2-6,9H,1H2	FUGYGGDSWSUORM-UHFFFAOYSA-N	120.0575149	CHEBI:1883	HMDB0004072	
BASm0000063	4-methylbenzyl alcohol	4-Methylbenzyl alcohol is a cosmetic and flavouring ingredient [CCD].	589-18-4		CC1=CC=C(CO)C=C1	C8H10O	InChI=1S/C8H10O/c1-7-2-4-8(6-9)5-3-7/h2-5,9H,6H2,1H3	KMTDMTZBNYGUNX-UHFFFAOYSA-N	122.0731649	CHEBI:1895	HMDB0041609	
BASm0000064	4alpha-methylzymosterol	4alpha-Methylzymosterol belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Thus, 4alpha-methylzymosterol is considered to be a sterol lipid molecule. 4alpha-Methylzymosterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, 4alpha-methylzymosterol has been detected, but not quantified in, several different foods, such as redcurrants, sunflowers, robusta coffees, white mustards, and sesbania flowers. This could make 4alpha-methylzymosterol a potential biomarker for the consumption of these foods. 4alpha-Methylzymosterol is an intermediate in the biosynthesis of steroids. It is the seventh to last step in the synthesis of vitamin D2 and is converted from 3-keto-4-methylzymosterol via the enzyme 3-keto steroid reductase (EC 1.1.1.270). It is then converted into zymosterol.	7448-03-05	Solid	[H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@H](C)[C@]1([H])CC3)[C@H](C)CCC=C(C)C	C28H46O	InChI=1S/C28H46O/c1-18(2)8-7-9-19(3)22-12-13-24-21-10-11-23-20(4)26(29)15-17-28(23,6)25(21)14-16-27(22,24)5/h8,19-20,22-24,26,29H,7,9-17H2,1-6H3/t19-,20+,22-,23+,24+,26+,27-,28+/m1/s1	FOUJWBXBKVVHCJ-YIJYGBTNSA-N	398.3548661	CHEBI:1949	HMDB0001217	
BASm0000065	5'-dehydroadenosine	A member of the class of  adenosines that is 5'-dehydro derivative of adenosine.				C10H11N5O4		CWNMDMYGRVHXDR-KQYNXXCUSA-N	265.0811039	CHEBI:1958		
BASm0000066	5-amino-4-imidazolecarboxyamide	5-Aminoimidazole-4-carboxamide is an imidazole derivative which is a metabolite of the antineoplastic agents BIC and DIC. By itself, or as the ribonucleotide, it is used as a condensation agent in the preparation of nucleosides and nucleotides. Compounded with orotic acid, it is used to treat liver diseases. -- Pubchem.	360-97-4		NC(=O)C1=C(N)N=CN1	C4H6N4O	InChI=1S/C4H6N4O/c5-3-2(4(6)9)7-1-8-3/h1H,5H2,(H2,6,9)(H,7,8)	DVNYTAVYBRSTGK-UHFFFAOYSA-N	126.0541608	CHEBI:2030	HMDB0003192	
BASm0000067	5-pyridoxolactone	5-Pyridoxolactone is a normal human metabolite of vitamin B6 metabolism. (PMIDs 9211301, 14995036).	4543-56-0		CC1=NC=C2C(=O)OCC2=C1O	C8H7NO3	InChI=1S/C8H7NO3/c1-4-7(10)6-3-12-8(11)5(6)2-9-4/h2,10H,3H2,1H3	PPAXBSPBIWBREI-UHFFFAOYSA-N	165.0425931	CHEBI:2124	HMDB0004291	
BASm0000068	5beta-dihydrotestosterone	5beta-Dihydrotestosterone is an intermediate in Androgen and estrogen metabolism. 5beta-Dihydrotestosterone is generated from Testosterone via the enzyme 3-oxo-5beta-steroid 4-dehydrogenase (EC 1.3.99.6).	571-22-2		[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])CC(=O)CC[C@]12C	C19H30O2	InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-17,21H,3-11H2,1-2H3/t12-,14+,15+,16+,17+,18+,19+/m1/s1	NVKAWKQGWWIWPM-MISPCMORSA-N	290.2245802	CHEBI:2150	HMDB0006770	
BASm0000069	D-fucose	D-Fucose (CAS: 4164-09-4) is a hexose deoxy sugar. Hexoses are monosaccharides in which the sugar unit is a six-carbon containing moiety. D-Fucose is considered to be soluble (in water) and a very weak acidic compound.	6189-71-5		C[C@H]1OC(O)[C@H](O)[C@@H](O)[C@H]1O	C6H12O5	InChI=1S/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2-,3+,4+,5-,6?/m1/s1	SHZGCJCMOBCMKK-SVZMEOIVSA-N	164.0684735	CHEBI:2179	HMDB0029196	
BASm0000070	L-fucose	Fucose (CAS: 2438-80-4) is a hexose deoxy sugar with the chemical formula C6H12O5. L-Fucose (6-deoxy-L-galactose) is a monosaccharide that is a common component of many N- and O-linked glycans and glycolipids produced by mammalian cells. It is the fundamental subunit of the fucoidan polysaccharide. As a free sugar, L-fucose is normally found at very low levels in mammals. It is unique in that it is the only levorotatory sugar synthesized and utilized by mammals. Fucose polymers are synthesized by fucosyltransferases. All fucosyltransferases utilize a nucleotide-activated form of fucose, GDP-fucose, as a fucose donor in the construction of fucosylated oligosaccharides. The ABO blood group antigens are among the most well known fucosylated glycans. The alpha-1->3 linked core fucose is a suspected carbohydrate antigen for IgE-mediated allergy. Two structural features distinguish fucose from other six-carbon sugars present in mammals: the lack of a hydroxyl group on the carbon at the 6-position (C-6) and the L-configuration. In fucose-containing glycan structures, fucosylated glycans, fucose can exist as a terminal modification or serve as an attachment point for adding other sugars. Fucose is metabolized by an enzyme called alpha-fucosidase. Fucose is secreted in urine when the liver is damaged. Free L-fucose in serum and urine can be used as a marker for cancer, cirrhosis, alcoholic liver disease and gastric ulcers (PMID: 2311216, 8488966). Elevated levels of serum fucose have been reported in breast cancer, ovarian cancer, lung cancer, liver cancer, diabetes, and cardiovascular disease. It has been shown that feeding rats a diet high in L-fucose induces neuropathy similar to that seen in diabetics.	6696-41-9		[H][C@@]1(C)OC([H])(O)[C@@]([H])(O)[C@]([H])(O)[C@]1([H])O	C6H12O5	InChI=1S/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2-,3+,4+,5-,6?/m0/s1	SHZGCJCMOBCMKK-DHVFOXMCSA-N	164.0684735	CHEBI:2181	HMDB0000174	
BASm0000072	7alpha,12alpha-dihydroxy-5beta-cholestan-3-one	7alpha,12alpha-Dihydroxy-5beta-cholestan-3-one is an intermediate in bile acid biosynthesis. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135).				C27H46O3		HHVQPBXBALLUDF-QORHGLQKSA-N	418.3446953	CHEBI:2288	HMDB0006887	
BASm0000073	7alpha-hydroxy-5beta-cholestan-3-one	7alpha-Hydroxy-5beta-cholestan-3-one is an intermediate in bile acid synthesis. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135).				C27H46O2		HWOOALPDOJHOPO-YREUSXKVSA-N	402.3497807	CHEBI:2290	HMDB0006892	
BASm0000074	coelenterazine				OC1=CC=C(CC2=NC3=C(CC4=CC=CC=C4)NC(=CN3C2=O)C2=CC=C(O)C=C2)C=C1	C26H21N3O3	InChI=1S/C26H21N3O3/c30-20-10-6-18(7-11-20)15-23-26(32)29-16-24(19-8-12-21(31)13-9-19)27-22(25(29)28-23)14-17-4-2-1-3-5-17/h1-13,16,27,30-31H,14-15H2	YHIPILPTUVMWQT-UHFFFAOYSA-N	423.1582915	CHEBI:2311		
BASm0000075	acetochlor				CCOCN(C(=O)CCl)C1=C(C)C=CC=C1CC	C14H20ClNO2	InChI=1S/C14H20ClNO2/c1-4-12-8-6-7-11(3)14(12)16(10-18-5-2)13(17)9-15/h6-8H,4-5,9-10H2,1-3H3	VTNQPKFIQCLBDU-UHFFFAOYSA-N	269.1182566	CHEBI:2394	HMDB0247910	
BASm0000076	adenosylcob(III)inamide	Adenosyl cobinamide is an intermediate in vitamin B12 cofactor biosynthesis and adenosylcobalamin synthesis. It is a substrate for the enzyme Cob(I)yrinic acid a,c-diamide adenosyltransferase which is found in the mitochondria. The enzyme is responsible for the following 2 step reaction: ATP + cob(I)yrinic acid a,c-diamide = triphosphate + adenosylcob(III)yrinic acid a,c-diamide and then ATP + cobinamide = triphosphate + adenosylcobinamide.		Solid	[H][C@@]12[C@H](CC(N)=O)[C@@](C)(CCC(=O)NC[C@@H](C)O)C3=C(C)C4=[N+]5C(=CC6=[N+]7C(=C(C)C8=[N+]([C@]1(C)[C@@](C)(CC(N)=O)[C@@H]8CCC(N)=O)[Co--]57(C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC5=C1N=CN=C5N)N23)[C@@](C)(CC(N)=O)[C@@H]6CCC(N)=O)C(C)(C)[C@@H]4CCC(N)=O	C58H84CoN16O11	InChI=1S/C48H73N11O8.C10H12N5O3.Co/c1-23(60)22-55-38(67)16-17-45(6)29(18-35(52)64)43-48(9)47(8,21-37(54)66)28(12-15-34(51)63)40(59-48)25(3)42-46(7,20-36(53)65)26(10-13-32(49)61)30(56-42)19-31-44(4,5)27(11-14-33(50)62)39(57-31)24(2)41(45)58-43;1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15;/h19,23,26-29,43,60H,10-18,20-22H2,1-9H3,(H14,49,50,51,52,53,54,55,56,57,58,59,61,62,63,64,65,66,67);2-4,6-7,10,16-17H,1H2,(H2,11,12,13);/q;;+2/p-1/t23-,26-,27-,28-,29+,43-,45-,46+,47+,48+;4-,6-,7-,10-;/m11./s1	KQXSPGAEBZWHMC-QMUWONGRSA-M	1239.583748	CHEBI:2480	HMDB0006903	
BASm0000077	androst-4-ene-3,11,17-trione	Adrenosterone is a steroid hormone with weak androgenic effect. It was first isolated in 1936 from the adrenal cortex by Tadeus Reichstein at the Pharmaceutical Institute in the University of Basel. Originally, adrenosterone was called Reichstein's substance G.(Wikipedia). Andrenosterone is created from androst-4-ene-3,17-dione by the work of two enzymes, CYP11B (E1.14.15.4) and 11beta-hydroxysteroid dehydrogenase [EC:1.1.1.146].	382-45-6		[H][C@@]12CCC(=O)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C	C19H24O3	InChI=1S/C19H24O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h9,13-14,17H,3-8,10H2,1-2H3/t13-,14-,17+,18-,19-/m0/s1	RZRPTBIGEANTGU-IRIMSJTPSA-N	300.1725446	CHEBI:2495	HMDB0006772	
BASm0000078	aflatoxin B1	Aflatoxins are naturally occurring mycotoxins that are produced by many species of Aspergillus, a fungus. At least 13 different types of aflatoxin are produced in nature. Aflatoxin B1 is considered the most toxic and is produced by both Aspergillus flavus and Aspergillus parasiticus. The native habitat of Aspergillus is in soil, decaying vegetation, hay, and grains undergoing microbiological deterioration and it invades all types of organic substrates whenever conditions are favourable for its growth. Favourable conditions include high moisture content (at least 7%) and high temperature. Aflatoxins B1 (AFB1) are contaminants of improperly stored foods; they are potent genotoxic and carcinogenic compounds, exerting their effects through damage to DNA. They can also induce mutations that increase oxidative damage (PMID: 17214555). Crops which are frequently affected by Aspergillus contamination include cereals (maize, sorghum, pearl millet, rice, wheat), oilseeds (peanut, soybean, sunflower, cotton), spices (chile peppers, black pepper, coriander, turmeric, ginger), and tree nuts (almond, pistachio, walnut, coconut, brazil nut).	1162-65-8	Solid	[H][C@]12OC=C[C@@]1([H])C1=C(O2)C=C(OC)C2=C1OC(=O)C1=C2CCC1=O	C17H12O6	InChI=1S/C17H12O6/c1-20-10-6-11-14(8-4-5-21-17(8)22-11)15-13(10)7-2-3-9(18)12(7)16(19)23-15/h4-6,8,17H,2-3H2,1H3/t8-,17+/m0/s1	OQIQSTLJSLGHID-WNWIJWBNSA-N	312.0633881	CHEBI:2504	HMDB0006552	
BASm0000079	alachlor	Selective preemergent herbicide used on food crop	15972-60-8		CCc1cccc(CC)c1N(COC)C(=O)CCl	C14H20ClNO2	InChI=1S/C14H20ClNO2/c1-4-11-7-6-8-12(5-2)14(11)16(10-18-3)13(17)9-15/h6-8H,4-5,9-10H2,1-3H3	XCSGPAVHZFQHGE-UHFFFAOYSA-N	269.1182566	CHEBI:2533	HMDB0031766	
BASm0000080	an aliphatic alcohol				*O					CHEBI:2571		
BASm0000081	N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine	Anandamide, also known as arachidonoylethanolamide (AEA), is a highly potent endogenous agonist of the cannabinoid CB1 and CB2 receptors. CB1 receptors are predominantly found in the central nervous system (CNS) where they mainly mediate the psychotropic effects of tetrahydrocannabinol (THC) and endocannabinoids, whereas the expression of the CB2 receptor is thought to be restricted to cells of the immune system. It was suggested that AEA might inhibit tumour cell proliferation or induce apoptosis independently of CB1 and CB2 receptors, via interaction with the type 1 vanilloid receptor (VR1). VR1 is an ion channel expressed almost exclusively by sensory neurons, activated by pH, noxious heat (> 48-degree centigrade), and plant toxins and is thought to play an important role in nociception. Cervical cancer cells are sensitive to AEA-induced apoptosis via VR1 that is aberrantly expressed in vitro and in vivo while CB1 and CB2 receptors play a protective role. (PMID: 15047233). Novel prostaglandins (prostaglandin glycerol esters and prostaglandin ethanolamides) are COX-2 oxidative metabolites of endogenous cannabinoids (such as anandamide). Recent evidence suggests that these new types of prostaglandins are likely novel signalling mediators involved in synaptic transmission and plasticity (PMID: 16957004).	94421-68-8		CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCO	C22H37NO2	InChI=1S/C22H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)23-20-21-24/h6-7,9-10,12-13,15-16,24H,2-5,8,11,14,17-21H2,1H3,(H,23,25)/b7-6-,10-9-,13-12-,16-15-	LGEQQWMQCRIYKG-DOFZRALJSA-N	347.2824294	CHEBI:2700	HMDB0004080	
BASm0000082	androst-5-en-3beta,17beta-diol	5-Androstenediol is a direct metabolite of the most abundant steroid produced by the human adrenal cortex, dehydroepiandrosterone (DHEA). 5-Androstenediol is less androgenic than 4-androstenediol, and stimulates the immune system. When administered to rats in vivo, 5-androstenediol has approximately 1/70 the androgenicity of DHEA, 1/185 the androgenicity of androstenedione, and 1/475 the androgenicity of testosterone (Wikipedia). Because it induces production of white blood cells and platelets, 5-androstenediol is being developed as a radiation countermeasure as Neumune (HE2100). An intermediate in testosterone biosynthesis, found in the testis or the adrenal glands. 5-Androstenediol, derived from dehydroepiandrosterone by the reduction of the 17-keto group (17-hydroxysteroid dehydrogenases), is converted to testosterone by the oxidation of the 3-beta hydroxyl group to a 3-keto group (3-fydroxysteroid dehydrogenase).	521-17-5		C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](O)CC[C@@]43C)[C@@H]1CC[C@@H]2O	C19H30O2	InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h3,13-17,20-21H,4-11H2,1-2H3/t13-,14-,15-,16-,17-,18-,19-/m0/s1	QADHLRWLCPCEKT-LOVVWNRFSA-N	290.2245802	CHEBI:2710	HMDB0003818	
BASm0000083	apigenin 4',7-dimethyl ether	Apigenin 7,4'-dimethyl ether, also known as apigenin dimethylether or 4',7-dimethylapigenin, belongs to the class of organic compounds known as 7-O-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, apigenin 7,4'-dimethyl ether is considered to be a flavonoid lipid molecule. Apigenin 7,4'-dimethyl ether is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, apigenin 7,4'-dimethyl ether has been detected, but not quantified in, common sages and sweet basils. This could make apigenin 7,4'-dimethyl ether a potential biomarker for the consumption of these foods. BioTransformer predicts that apigenin 7,4'-dimethyl ether is a product of 4',5,7-trimethoxyflavone metabolism via an O-dealkylation reaction and catalyzed by CYP2C9 and CYP2C19 enzymes (PMID: 30612223).	5128-44-9		COc1ccc(-c2cc(=O)c3c(O)cc(OC)cc3o2)cc1	C17H14O5	InChI=1S/C17H14O5/c1-20-11-5-3-10(4-6-11)15-9-14(19)17-13(18)7-12(21-2)8-16(17)22-15/h3-9,18H,1-2H3	LZERJKGWTQYMBB-UHFFFAOYSA-N	298.0841236	CHEBI:2769	HMDB0132454	
BASm0000084	avenacoside A	Avenacoside A is found in cereals and cereal products. Avenacoside A is a constituent of Avena sativa (oats).	24915-65-9		C[C@@H]1O[C@@H](O[C@H]2[C@H](O[C@H]3CC[C@@]4(C)C(=CC[C@H]5[C@@H]6C[C@@H]7O[C@]8(CC[C@@](C)(CO[C@@H]9O[C@H](CO)[C@@H](O)[C@H](O)[C@H]9O)O8)[C@@H](C)[C@@H]7[C@@]6(C)CC[C@@H]54)C3)O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O	C51H82O23	InChI=1S/C51H82O23/c1-20-31-27(73-51(20)13-12-48(3,74-51)19-65-44-38(61)36(59)33(56)28(16-52)68-44)15-26-24-7-6-22-14-23(8-10-49(22,4)25(24)9-11-50(26,31)5)67-47-43(72-46-40(63)37(60)34(57)29(17-53)69-46)41(64)42(30(18-54)70-47)71-45-39(62)35(58)32(55)21(2)66-45/h6,20-21,23-47,52-64H,7-19H2,1-5H3	AAJHVVLGKCKBSH-UHFFFAOYSA-N	1062.524689	CHEBI:2937	HMDB0033815	
BASm0000085	avenacoside B	Avenacoside B is found in cereals and cereal products. Avenacoside B is a constituent of Avena sativa (oats).	35920-91-3		C[C@@H]1O[C@@H](O[C@H]2[C@H](O[C@H]3CC[C@@]4(C)C(=CC[C@H]5[C@@H]6C[C@@H]7O[C@]8(CC[C@@](C)(CO[C@@H]9O[C@H](CO)[C@@H](O)[C@H](O)[C@H]9O)O8)[C@@H](C)[C@@H]7[C@@]6(C)CC[C@@H]54)C3)O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@H]3O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O	C57H92O28	InChI=1S/C57H92O28/c1-21-33-28(84-57(21)13-12-54(3,85-57)20-74-49-42(70)39(67)35(63)29(16-58)77-49)15-27-25-7-6-23-14-24(8-10-55(23,4)26(25)9-11-56(27,33)5)76-53-48(41(69)37(65)31(18-60)79-53)83-52-45(73)47(82-51-44(72)40(68)36(64)30(17-59)78-51)46(32(19-61)80-52)81-50-43(71)38(66)34(62)22(2)75-50/h6,21-22,24-53,58-73H,7-20H2,1-5H3	FINVSZXHUNAWLI-UHFFFAOYSA-N	1224.577512	CHEBI:2938	HMDB0033802	
BASm0000086	beauvericin	Beauvericin is a mycotoxin with antibiotic and insecticidal effects. It was isolated from the fungus Beauveria bassiana, but is also produced by several other fungi, including several Fusarium  species. It may therefore occur in grain (such as corn, wheat and barley) contaminated with these fungi. Beauvericin is active against Gram-positive bacteria  and mycobacteria, and is also capable of inducing programmed cell death in mammals. (L1962)	26048-05-5	Liquid	CC(C)[C@H]1OC(=O)[C@H](Cc2ccccc2)N(C)C(=O)[C@@H](C(C)C)OC(=O)[C@H](Cc2ccccc2)N(C)C(=O)[C@@H](C(C)C)OC(=O)[C@H](Cc2ccccc2)N(C)C1=O	C45H57N3O9	InChI=1/C45H57N3O9/c1-28(2)37-40(49)46(7)35(26-32-21-15-11-16-22-32)44(53)56-39(30(5)6)42(51)48(9)36(27-33-23-17-12-18-24-33)45(54)57-38(29(3)4)41(50)47(8)34(43(52)55-37)25-31-19-13-10-14-20-31/h10-24,28-30,34-39H,25-27H2,1-9H3/t34-,35-,36-,37+,38+,39+/s2	GYSCAQFHASJXRS-FFCOJMSVSA-N	783.4094804	CHEBI:3000		
BASm0000087	brassicasterol	Brassicasterol belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, brassicasterol is considered to be a sterol lipid molecule. Brassicasterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Brassicasterol is a potential CSF biomarker for Alzheimer’s disease (PMID: 21585343).	474-67-9		CC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C28H46O	InChI=1S/C28H46O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-9,18-20,22-26,29H,10-17H2,1-6H3/b8-7+/t19-,20+,22-,23-,24+,25-,26-,27-,28+/m0/s1	OILXMJHPFNGGTO-ZAUYPBDWSA-N	398.3548661	CHEBI:3168	HMDB0011181	
BASm0000088	butachlor				CCCCOCN(C(=O)CCl)c1c(CC)cccc1CC	C17H26ClNO2	InChI=1S/C17H26ClNO2/c1-4-7-11-21-13-19(16(20)12-18)17-14(5-2)9-8-10-15(17)6-3/h8-10H,4-7,11-13H2,1-3H3	HKPHPIREJKHECO-UHFFFAOYSA-N	311.1652068	CHEBI:3230	HMDB0249451	
BASm0000089	canthaxanthin	Canthaxanthin, also known as Cantaxanthin, Cantaxanthine, or Canthaxanthine is a keto-carotenoid, a pigment widely distributed in nature. Carotenoids belong to a larger class of phytochemicals known as terpenoids. Canthaxanin is also classified as a xanthophyll. Xanthophylls are yellow pigments and form one of two major divisions of the carotenoid group; the other division is formed by the carotenes. Both are carotenoids. Xanthophylls and carotenes are similar in structure, but xanthophylls contain oxygen atoms while carotenes are purely hydrocarbons, which do not contain oxygen. Their content of oxygen causes xanthophylls to be more polar (in molecular structure) than carotenes and causes their separation from carotenes in many types of chromatography. (Carotenes are usually more orange in color than xanthophylls. Canthaxanthin is naturally found in bacteria, algae and some fungi. Canthaxanthin is associated with E number E161g and is approved for use as a food coloring agent in different countries, including the United States and the EU. Canthaxanthin is used as poultry feed additive to yield red color in skin and yolks. The European Union permits the use of canthaxanthin in feedstuff at a maximum content of 25 mg/kg of final feedstuff while the United States allows the use of this pigment in broiler chicken and salmonid fish feeds. Canthoxanthin was first isolated in edible chanterelle mushroom (Cantharellus cinnabarinus), from which it derived its name. It has also been found in green algae, bacteria, archea (a halophilic archaeon called Haloferax alexandrines), fungi and bioaccumulates in tissues and egg yolk from wild birds and at low levels in crustaceans and fish such as carp, golden grey mullet, and seabream. Canthaxanthin is not found in wild Atlantic Salmon, but is a minor carotenoid in Pacific Salmon. Canthaxanthin is used in farm-raised trout to give a red/orange color to their flesh similar to wild trout. Canthaxanthin has been used as a food additive for egg yolk, in cosmetics and as a pigmenting agent for human skin applications. It has also been used as a feed additive in fish and crustacean farms. Canthaxanthin is a potent lipid-soluble antioxidant (PMID: 2505240). Canthaxanthin increases resistance to lipid peroxidation primarily by enhancing membrane alpha-tocopherol levels and secondarily by providing weak direct antioxidant activity. Canthaxanthin biosynthesis in bacteria and algae proceeds from beta-carotene via the action of an enzyme known as a beta-carotene ketolase, that is able to add a carbonyl group to carbon 4 and 4' of the beta carotene molecule. 	514-78-3		CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C2=C(C)C(=O)CCC2(C)C)C(C)(C)CCC1=O	C40H52O2	InChI=1S/C40H52O2/c1-29(17-13-19-31(3)21-23-35-33(5)37(41)25-27-39(35,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-36-34(6)38(42)26-28-40(36,9)10/h11-24H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+	FDSDTBUPSURDBL-DKLMTRRASA-N	564.3967309	CHEBI:3362	HMDB0003154	
BASm0000090	capsaicin	Capsaicin is identified as the primary pungent principle in Capsicum fruits. Hot chili peppers that belong to the plant genus Capsicum (family Solanaceae) are among the most heavily consumed spices throughout the world. The capsaicin content of green and red peppers ranges from 0.1 to 1%. Capsaicin evokes numerous biological effects and thus has been the target of extensive., investigations since its initial identification in 1919. One of the most recognized physiological properties of capsaicin is its selective effects on the peripheral part of the sensory nervous system, particularly on the primary afferent neurons. The compound is known to deplete the neurotransmitter of painful impulses known as substance P from the sensory nerve terminals, which provides a rationale for its use as a versatile experimental tool for studying pain mechanisms and also for pharmacotherapy to treat some peripheral painful states, such as rheumatoid arthritis, post-herpetic neuralgia, post-mastectomy pain syndrome and diabetic neuropathy. Considering the frequent consumption of capsaicin as a food additive and its current therapeutic application, correct assessment of any harmful effects of this compound is important from the public health standpoint. Ingestion of large amounts of capsaicin has been reported to cause histopathological and biochemical changes, including erosion of gastric mucosa and hepatic necrosis. However, there are contradictory data on the mutagenicity of capsaicin. A recent epidemiological study conducted in Mexico revealed that consumers of chili pepper were at higher risk for gastric cancer than non-consumers. However, it remains unclear whether capsaicin present in hot chili pepper is a major causative factor in the aetiology of gastric cancer in humans. A growing number of recent studies have focused on anticarcinogenic or antimutagenic phytochemicals, particularly those included in human diet. In summary, capsaicin has dual effects on chemically induced carcinogenesis and mutagenesis. Although a minute amount of capsaicin displays few or no deleterious effects, heavy ingestion of the compound has been associated with necrosis, ulceration and even carcinogenesis. Capsaicin is considered to be metabolized by cytochrome P-450-dependent mixed-function oxidases to reactive species. (PMID: 8621114).	404-86-4	Solid	COc1cc(CNC(=O)CCCC/C=C/C(C)C)ccc1O	C18H27NO3	InChI=1S/C18H27NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h6,8,10-12,14,20H,4-5,7,9,13H2,1-3H3,(H,19,21)/b8-6+	YKPUWZUDDOIDPM-SOFGYWHQSA-N	305.1990937	CHEBI:3374	HMDB0002227	
BASm0000091	all-trans-capsanthin	Capsanthin is found in green vegetables. Capsanthin is a constituent of paprika (Capsicum annuum) and asparagus (Asparagus officinalis). Potential nutriceutical.Paprika oleoresin (also known as paprika extract) is an oil soluble extract from the fruits of Capsicum Annum Linn or Capsicum Frutescens(Indian red chillies), and is primarily used as a colouring and/or flavouring in food products. It is composed of capsaicin, the main flavouring compound giving pungency in higher concentrations, and capsanthin and capsorubin, the main colouring compounds (among other carotenoids)	465-42-9		CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C(=O)[C@]2(C)C[C@@H](O)CC2(C)C)C(C)(C)C[C@H](O)C1	C40H56O3	InChI=1S/C40H56O3/c1-29(17-13-19-31(3)21-23-36-33(5)25-34(41)26-38(36,6)7)15-11-12-16-30(2)18-14-20-32(4)22-24-37(43)40(10)28-35(42)27-39(40,8)9/h11-24,34-35,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19-,32-20-	VYIRVAXUEZSDNC-QGLVDCRNSA-N	584.4229457	CHEBI:3375	HMDB0036590	
BASm0000092	all-trans-capsorubin	Capsorubin is found in herbs and spices. Capsorubin is a constituent of paprika (Capsicum annuum). Potential nutriceutical.Capsorubin is one of the main colouring constituant of paprika oleoresin (paprika extract). (Wikipedia).	470-38-2	Solid	CC(/C=C/C=C(C)/C=C/C(=O)[C@]1(C)C[C@@H](O)CC1(C)C)=C\C=C\C=C(C)\C=C\C=C(C)\C=C\C(=O)[C@]1(C)C[C@@H](O)CC1(C)C	C40H56O4	InChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-23-35(43)39(9)27-33(41)25-37(39,5)6)15-11-12-16-30(2)18-14-20-32(4)22-24-36(44)40(10)28-34(42)26-38(40,7)8/h11-24,33-34,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t33-,34-,39-,40-/m0/s1	GVOIABOMXKDDGU-YUURSNASSA-N	600.4178603	CHEBI:3378	HMDB0036924	
BASm0000093	(-)-car-3-ene	(-)-alpha-Carene is found in cumin. (-)-alpha-Carene is isolated from root oil of Kaempferia galang	20296-50-8		CC1=CC[C@H]2[C@@H](C1)C2(C)C	C10H16	InChI=1S/C10H16/c1-7-4-5-8-9(6-7)10(8,2)3/h4,8-9H,5-6H2,1-3H3/t8-,9+/m0/s1	BQOFWKZOCNGFEC-DTWKUNHWSA-N	136.1252005	CHEBI:3381	HMDB0035087	
BASm0000094	carbaryl				CNC(=O)Oc1cccc2ccccc12	C12H11NO2	InChI=1S/C12H11NO2/c1-13-12(14)15-11-8-4-6-9-5-2-3-7-10(9)11/h2-8H,1H3,(H,13,14)	CVXBEEMKQHEXEN-UHFFFAOYSA-N	201.0789786	CHEBI:3390	HMDB0249612	
BASm0000095	carbendazim	Systemic agricultural and horticultural fungicid	10605-21-7		COC(=O)Nc1nc2ccccc2[nH]1	C9H9N3O2	InChI=1S/C9H9N3O2/c1-14-9(13)12-8-10-6-4-2-3-5-7(6)11-8/h2-5H,1H3,(H2,10,11,12,13)	TWFZGCMQGLPBSX-UHFFFAOYSA-N	191.0694765	CHEBI:3392	HMDB0031769	
BASm0000096	carvacrol	5-Isopropyl-2-methylphenol, also known as 2-hydroxy-p-cymene or 2-p-cymenol, belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes is known to occur mainly through the methyl-erythritol-phosphate (MEP) pathway in the plastids. Geranyl diphosphate (GPP) is a key intermediate in the biosynthesis of cyclic monoterpenes. GPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. 5-Isopropyl-2-methylphenol is a very hydrophobic molecule, practically insoluble in water, but fairly soluble in organic solvents. Thus, 5-Isopropyl-2-methylphenol is considered to be an isoprenoid lipid molecule. Thymol is found in the essential oil of thyme and in the essential oils of several different plants. It can be extracted from Thymus vulgaris (common thyme), Ajwain and various other kinds of plants as a white crystalline substance of a pleasant aromatic odor and strong antiseptic properties. Thymol also provides the distinctive, strong flavor of the culinary herb thyme, also produced from T. vulgaris. Thymol has also been identified as a volatile compound found in cannabis samples obtained from police seizures (PMID:26657499 ).	499-75-2	Liquid	Cc1ccc(C(C)C)cc1O	C10H14O	InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4-7,11H,1-3H3	RECUKUPTGUEGMW-UHFFFAOYSA-N	150.1044651	CHEBI:3440	HMDB0035770	MMDBc0033600
BASm0000097	cathenamine				COC(=O)C1=CO[C@@H](C)C2=CN3CCc4c([nH]c5ccccc45)[C@@H]3C[C@H]12	C21H22N2O3	InChI=1S/C21H22N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,10-12,15,19,22H,7-9H2,1-2H3	BXTHVTLKWJZGAA-UHFFFAOYSA-N	350.1630426	CHEBI:3472		
BASm0000098	D-cellotriose			Expected Solid	OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O[C@H]3[C@H](O)[C@@H](O)C(O)O[C@@H]3CO)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O	C18H32O16	InChI=1S/C18H32O16/c19-1-4-7(22)8(23)12(27)17(31-4)34-15-6(3-21)32-18(13(28)10(15)25)33-14-5(2-20)30-16(29)11(26)9(14)24/h4-29H,1-3H2/t4-,5-,6-,7-,8+,9-,10-,11-,12-,13-,14-,15-,16?,17+,18+/m1/s1	FYGDTMLNYKFZSV-ZWSAEMDYSA-N	504.169035	CHEBI:3528		MMDBc0000317
BASm0000099	chlorothalonil				N#Cc1c(Cl)c(Cl)c(Cl)c(C#N)c1Cl	C8Cl4N2	InChI=1S/C8Cl4N2/c9-5-3(1-13)6(10)8(12)7(11)4(5)2-14	CRQQGFGUEAVUIL-UHFFFAOYSA-N	263.8815588	CHEBI:3639	HMDB0250125	
BASm0000100	cholesteryl hexadecanoate	CE(16:0), also known as cholesteryl palmitic acid, is a cholesteryl ester. A cholesteryl ester is an ester of cholesterol. Fatty acid esters of cholesterol constitute about two-thirds of the cholesterol in the plasma. Cholesterol is a sterol (a combination of steroid and alcohol) and a lipid found in the cell membranes of all body tissues and transported in the blood plasma of all animals. The accumulation of cholesterol esters in the arterial intima (the innermost layer of an artery, in direct contact with the flowing blood) is a characteristic feature of atherosclerosis. Atherosclerosis is a disease affecting arterial blood vessels. It is a chronic inflammatory response in the walls of arteries, in large part to the deposition of lipoproteins (plasma proteins that carry cholesterol and triglycerides). CE(16:0) may also accumulate in hereditary hypercholesterolemia, an inborn error of metabolism. Cholesteryl palmitate is one of the four important lipids found in the tear film. Amniotic fluid cholesteryl palmitate, as measured by thin-layer chromatography, appears to be a very sensitive and specific predictor for the risk of respiratory distress syndrome (RDS) in newborns of normal pregnancies (PMID:3405552, 16922549).	601-34-3		CCCCCCCCCCCCCCCC(=O)O[C@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4CC[C@H]([C@H](C)CCCC(C)C)[C@@]4(C)CC[C@@H]32)C1	C43H76O2	InChI=1S/C43H76O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-23-41(44)45-36-28-30-42(5)35(32-36)24-25-37-39-27-26-38(34(4)22-20-21-33(2)3)43(39,6)31-29-40(37)42/h24,33-34,36-40H,7-23,25-32H2,1-6H3/t34-,36+,37+,38-,39+,40+,42+,43-/m1/s1	BBJQPKLGPMQWBU-JADYGXMDSA-N	624.5845317	CHEBI:3663	HMDB0000885	
BASm0000101	chrysophanol-9-anthrone				CC1=CC(O)=C2C(=O)C3=C(CC2=C1)C=CC=C3O	C15H12O3	InChI=1S/C15H12O3/c1-8-5-10-7-9-3-2-4-11(16)13(9)15(18)14(10)12(17)6-8/h2-6,16-17H,7H2,1H3	ZZBWSNKBZKPGAK-UHFFFAOYSA-N	240.0786442	CHEBI:3686	HMDB0250218	
BASm0000102	chrysophanol	Chrysophanol is found in dock. Chrysophanol is a constituent of Rumex, Rheum species	481-74-3		CC1=CC2=C(C(O)=C1)C(=O)C1=C(C=CC=C1O)C2=O	C15H10O4	InChI=1S/C15H10O4/c1-7-5-9-13(11(17)6-7)15(19)12-8(14(9)18)3-2-4-10(12)16/h2-6,16-17H,1H3	LQGUBLBATBMXHT-UHFFFAOYSA-N	254.0579088	CHEBI:3687	HMDB0030670	
BASm0000103	cinerin I	Cinerin I is a synthetic pyrethrin. Pyrethrins are naturally-occurring compounds with insecticidal properties that are found in pyrethrum extract from certain chrysanthemum flowers. The pyrethrins are often used in household insecticides and products to control insects on pets or livestock. (L857)	25402-06-6	Liquid		C20H28O3		FMTFEIJHMMQUJI-DFKXKMKHSA-N	316.2038448	CHEBI:3706		
BASm0000104	cinerin II	Cinerin II is a synthetic pyrethrin. Pyrethrins are naturally-occurring compounds with insecticidal properties that are found in pyrethrum extract from certain chrysanthemum flowers. The pyrethrins are often used in household insecticides and products to control insects on pets or livestock. (L857)	121-20-0	Liquid	COC(=O)C(\C)=C\[C@@H]1[C@@H](C(=O)O[C@H]2CC(=O)C(C\C=C/C)=C2C)C1(C)C	C21H28O5	InChI=1S/C21H28O5/c1-7-8-9-14-13(3)17(11-16(14)22)26-20(24)18-15(21(18,4)5)10-12(2)19(23)25-6/h7-8,10,15,17-18H,9,11H2,1-6H3/b8-7-,12-10+/t15-,17+,18+/m1/s1	SHCRDCOTRILILT-WOBDGSLYSA-N	360.193674	CHEBI:3707		
BASm0000105	cirsiliol				COC1=CC2=C(C(=O)C=C(O2)C2=CC(O)=C(O)C=C2)C(O)=C1OC	C17H14O7	InChI=1S/C17H14O7/c1-22-14-7-13-15(16(21)17(14)23-2)11(20)6-12(24-13)8-3-4-9(18)10(19)5-8/h3-7,18-19,21H,1-2H3	IMEYGBIXGJLUIS-UHFFFAOYSA-N	330.0739528	CHEBI:3719	HMDB0250275	
BASm0000106	camphene	Camphene, also known as 2,2-dimethyl-3-methylenebicyclo[2.2.1]heptane or 2,2-dimethyl-3-methylenenorbornane, is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes is known to occur mainly through the methyl-erythritol-phosphate (MEP) pathway in plastids (PMID:7640522 ). Geranyl diphosphate (GPP) is a key intermediate in the biosynthesis of cyclic monoterpenes. GPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. Camphene is nearly insoluble in water but very soluble in common organic solvents. It volatilizes readily at room temperature and has a pungent smell. It exists as a flammable, white solid that has a minty, citrus, eucalyptus odor. It is produced industrially by catalytic isomerization of the more common alpha-pinene. Camphene is used in the preparation of fragrances and in food additives for flavouring. In the mid-19th century it was used as a fuel for lamps, but this was limited by its explosiveness. Camphene exists in all eukaryotes, ranging from yeast to plants to humans. Camphene can be found in a number of food items such as dill, carrots, caraway, hyssop, lemon, orange, nutmeg seed, parsley, sage, thyme, turmeric and fennel, which makes camphene a potential biomarker for the consumption of these food products. It is a minor constituent of many essential oils such as turpentine, cypress oil, camphor oil, citronella oil, neroli, ginger oil, and valerian. Camphene is one of several monoterpenes that are found in cannabis plants (PMID:6991645 ).	79-92-5		C=C1C2CCC(C2)C1(C)C	C10H16	InChI=1S/C10H16/c1-7-8-4-5-9(6-8)10(7,2)3/h8-9H,1,4-6H2,2-3H3	CRPUJAZIXJMDBK-UHFFFAOYSA-N	136.1252005	CHEBI:3830	HMDB0059839	
BASm0000107	(+)-costunolide		553-21-9			C15H20O2		HRYLQFBHBWLLLL-AHNJNIBGSA-N	232.1463299	CHEBI:3900		
BASm0000108	cucurbitacin B	Cucurbitacin B is found in bitter gourd. Together wth other cucurbitacins, is responsible for the bitter taste and toxic properties of spoilt cucumber	6199-67-3	Solid		C32H46O8		IXQKXEUSCPEQRD-DKRGWESNSA-N	558.3192684	CHEBI:3941	HMDB0034927	
BASm0000109	curcumin	Curcumin is a natural component of the rhizome of turmeric (Curcuma longa) and one of the most powerful chemopreventive and anticancer agents. Its biological effects range from antioxidant, anti-inflammatory to inhibition of angiogenesis and is also shown to possess specific antitumoral activity. The molecular mechanism of its varied cellular effects has been studied in some details and it has been shown to have multiple targets and interacting macromolecules within the cell. Curcumin has been shown to possess anti-angiogenic properties and the angioinhibitory effects of curcumin manifest due to down regulation of proangiogenic genes such as VEGF and angiopoitin and a decrease in migration and invasion of endothelial cells. One of the important factors implicated in chemoresistance and induced chemosensitivity is NFkB and curcumin has been shown to down regulate NFkB and inhibit IKB kinase thereby suppressing proliferation and inducing apoptosis. Cell lines that are resistant to certain apoptotic inducers and radiation become susceptible to apoptosis when treated in conjunction with curcumin. Besides this it can also act as a chemopreventive agent in cancers of colon, stomach and skin by suppressing colonic aberrant crypt foci formation and DNA adduct formation. This review focuses on the various aspects of curcumin as a potential drug for cancer treatment and its implications in a variety of biological and cellular processes vis-à-vis its mechanism of action (PMID: 16712454). Turmeric (Zingiberaceae family) rhizomes, has been widely used for centuries in indigenous medicine for the treatment of a variety of inflammatory conditions and other diseases. Its medicinal properties have been attributed mainly to the curcuminoids and the main component present in the rhizome is curcumin. Curcumin has been shown to possess wide range of pharmacological activities including anti-inflammatory, anti-cancer, anti-oxidant, wound healing and anti-microbial effects. Recently, curcumin treatment has been shown to correct defects associated with cystic fibrosis in homozygous DeltaF508 cystic fibrosis transmembrane conductance regulator (CFTR) knock out mice. In vivo and in vitro studies have demonstrated curcumin's ability to inhibit carcinogenesis at three stages: tumor promotion, angiogenesis and tumor growth. Curcumin suppresses mitogen-induced proliferation of blood mononuclear cells, inhibits neutrophil activation and mixed lymphocyte reaction and also inhibits both serum-induced and platelet derived growth factor (PDGF)-dependent mitogenesis of smooth muscle cells. It has also been reported to be a partial inhibitor of protein kinase. The other salient feature of turmeric/curcumin is that despite being consumed daily for centuries in Asian countries, it has not been shown to cause any toxicity (PMID: 16413584).	458-37-7		COC1=CC(\C=C\C(=O)CC(=O)\C=C\C2=CC(OC)=C(O)C=C2)=CC=C1O	C21H20O6	InChI=1S/C21H20O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3-12,24-25H,13H2,1-2H3/b7-3+,8-4+	VFLDPWHFBUODDF-FCXRPNKRSA-N	368.1259884	CHEBI:3962	HMDB0002269	
BASm0000110	cyathin A3					C20H30O3		RGROGZCBGZBCAG-XNFNUYLZSA-N	318.2194948	CHEBI:3985		
BASm0000111	D-galactose	D-Galactose (CAS: 59-23-4) is an aldohexose that occurs naturally in the D-form in lactose, cerebrosides, gangliosides, and mucoproteins. D-Galactose is an energy-providing nutrient and also a necessary basic substrate for the biosynthesis of many macromolecules in the body. Metabolic pathways for D-galactose are important not only for the provision of these pathways but also for the prevention of D-galactose metabolite accumulation. The main source of D-galactose is lactose in the milk of mammals, but it can also be found in some fruits and vegetables. Utilization of D-galactose in all living cells is initiated by the phosphorylation of the hexose by the enzyme galactokinase (E.C. 2.7.1.6) (GALK) to form D-galactose-1-phosphate. In the presence of D-galactose-1-phosphate uridyltransferase (E.C. 2.7.7.12) (GALT) D-galactose-1-phosphate is exchanged with glucose-1-phosphate in UDP-glucose to form UDP-galactose. Glucose-1-phosphate will then enter the glycolytic pathway for energy production. Deficiency of the enzyme GALT in galactosemic patients leads to the accumulation of D-galactose-1-phosphate. Classic galactosemia, a term that denotes the presence of D-galactose in the blood, is the rare inborn error of D-galactose metabolism, diagnosed by the deficiency of the second enzyme of the D-galactose assimilation pathway, GALT, which, in turn, is caused by mutations at the GALT gene (PMID: 15256214, 11020650, 10408771). Galactose in the urine is a biomarker for the consumption of milk.	3646-73-9	Solid	[H]C1(O)O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3+,4+,5-,6?/m1/s1	WQZGKKKJIJFFOK-SVZMEOIVSA-N	180.0633881	CHEBI:4139	HMDB0000143	
BASm0000112	D-glucose	Glucose is a monosaccharide containing six carbon atoms and an aldehyde group. It is referred to as an aldohexose. The glucose molecule can exist in an open-chain (acyclic) and ring (cyclic) form, the latter being the result of an intramolecular reaction between the aldehyde C atom and the C-5 hydroxyl group to form an intramolecular hemiacetal. In aqueous solution, both forms are in equilibrium and at pH 7 the cyclic one is predominant. Glucose is a primary source of energy for all living organisms. It is a fundamental metabolite found in all organisms, ranging from bacteria to plants to humans. Most of the glucose generated on the Earth is made by plants and algae during photosynthesis from water and carbon dioxide, where it is used to make cellulose (and other polymeric forms of glucose called polysaccharides) that stabilize plant cell walls. Glucose is also found in fruits and other parts of plants in its free state. In animals, glucose can be generated from the breakdown of glycogen in a process known as glycogenolysis. Glucose can also be synthesized de novo in animals. In particular, it can be synthesized in the liver and kidneys from non-carbohydrate intermediates, such as pyruvate and glycerol (and gluconeogenic amino acids such as glycine, serine and alanine), by a process known as gluconeogenesis. Humans also consume large amounts of glucose as part of their regular diet. Ingested glucose initially binds to the receptor for sweet taste on the tongue in humans. This complex of the proteins T1R2 and T1R3 makes it possible to identify glucose-containing food sources. Glucose in the body mainly comes from food - about 300 g per day for the average adult. In humans, the breakdown of glucose-containing polysaccharides happens partly during chewing by means of the enzyme known as amylase, which is contained in saliva, as well as by other enzymes such as maltase, lactase and sucrase on the brush border of the small intestine. The blood sugar content of a healthy person in the short-time fasting state, e.g. after overnight fasting, is about 70 to 100 mg/dL of blood (4 to 5.5 mM). In blood plasma, the measured values are about 10-15% higher. Dysregulated metabolism of glucose can lead to a number of diseases including diabetes. Diabetes is a metabolic disorder where the body is unable to regulate levels of glucose in the blood either because of a lack of insulin in the body or the failure, by cells in the body, to respond properly to insulin. Each of these situations can be caused by persistently high elevations of blood glucose levels (called hyperglycemia), through pancreatic burnout and insulin resistance. Persistently elevated levels of glucose (>6 mM or >120 mg/dL) can lead to the formation of covalent adducts of glucose with plasma proteins through a non-enzymatic process known as glycation. This glycation reaction leads to advanced glycation end products or AGEs (PMID: 24634591). AGEs are thought to be the major causes of different diabetic complications. High glucose levels may induce glycation of various structural and functional proteins including plasma proteins and collagen. The non-enzymatic modification of plasma proteins such as albumin, fibrinogen, hemoglobin and globulins may produce various deleterious effects including alteration in drug binding in the plasma, platelet activation, generation of oxygen free radicals, impaired fibrinolysis and impairment in immune system regulation (PMID: 24634591). Transiently elevated glucose (up to 7.3 mM or 133 mg/dL) is often seen shortly after the consumption of a meal or a food item that is rich in carbohydrates -- even among very healthy people (PMID: 19885137).  Glucose is also elevated when an individual is fighting viral or bacterial infections or suffering from traumatic injuries (burns, wounds).  In fact, glucose can be significantly elevated (>11 mM or 200 mg/dL) when individuals are experiencing sepsis or septic shock (PMID: 16006275).  On the other hand, low blood glucose levels (hypoglycemia) where blood glucose is <3.9 mM (70 mg/dL) are common among people with type 1 diabetes and people with type 2 diabetes who take certain diabetic medicines. Certain conditions, such as liver disease, may also cause low levels of blood glucose. Hypoglycemia can lead to fatigue, sleepiness, short temper or feeling faint.	492-61-5		[H]C1(O)O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6?/m1/s1	WQZGKKKJIJFFOK-GASJEMHNSA-N	180.0633881	CHEBI:4167	HMDB0000122	
BASm0000113	D-mannose	D-Mannose (also called Mannose or D-mannopyranose) is a hexose or a six-carbon sugar. It is also classified as an aldohexose. It is fermentable monosaccharide and an isomer of glucose. Mannose commonly exists as two different-sized rings, the pyranose (six-membered) form and the furanose (five-membered) form. Formally, D-Mannose is the 2-epimer of glucose and exists primarily as sweet-tasting alpha- (67%) or as a bitter-tasting beta- (33%) anomer of the pyranose form (PMID: 24931670).  Mannose is not an essential nutrient, meaning that it can be produced in the human body from glucose or converted into glucose. Mannose is ~5x as active as glucose in non-enzyamtic glycation, which may explain why evolution did not favor it as a biological energy source (PMID: 24931670).  Mannose occurs in microbes, plants and animals. Free mannose is found in small amounts in many fruits such as oranges, apples and peaches and in mammalian plasma at 50-100 uM (PMID: 24931670).   More often, mannose occurs in homo-or hetero-polymers such as yeast mannans (alpha-mannose) where it can account for nearly 16% of dry weight or in galactomannans. Coffee beans, fenugreek and guar gums are rich sources of galactomannans. However, these plant polysaccharides are not degraded in the mammalian GI tract and, therefore, provide very little bio-available mannose for glycan synthesis. The digestion of many polysaccharides and glycoproteins also yields mannose. Once mannose is released, it is phosphorylated by hexokinase to generate mannose-6-phosphate. Mannose-6-phosphate is then converted to fructose-6-phosphate, by the enzyme phosphomannose isomerase, whereupon it enters the glycolytic pathway or is converted to glucose-6-phosphate by the gluconeogenic pathway. Mannose is a dominant monosaccharide in N-linked glycosylation, which is a post-translational modification of proteins. N-linked glycosylation is initiated by the transfer of Glc3Man9GlcNAc2 to nascent glycoproteins in the endoplasmic reticulum in a co-translational manner as the protein enters the transport system. Typically, mature human glycoproteins only contain three mannose residues buried under sequential modification by GlcNAc, galactose, and sialic acid. High-mannose-type oligosaccharides have been shown to play important roles in protein quality control. Several intracellular proteins such as lectins, chaperones, and glycan-processing enzymes, are involved in this process. These include calnexin/calreticulin, UDP-glucose:glycoprotein glucosyltransferase (UGGT), cargo receptors (such as VIP36 and ERGIC-53), mannosidase-like proteins (e.g. EDEM and Htm1p) and ubiquitin ligase (Fbs). They are thought to recognize high-mannose-type glycans with subtly different structures. Mannose-binding lectin (MBL) is an important constituent of the innate immune system. This protein binds through multiple lectin domains to the repeating sugar arrays that decorate many microbial surfaces and is then able to activate the complement system through a specific protease called MBL-associated protease-2. Mannose (D-mannose) is used as a nutritional supplement, packaged as "D-mannose", to prevent recurrent urinary tract infections (PMID: 21105658). D-mannose prevents FimH-mediated bacterial adhesion in the urinary tract through a competitive inhibition mechanism. This mechanism is based on the structural similarity between D-mannose and urothelial mannosylated receptors exposed by the epithelium of the urinary tract (PMID: 21105658). When D-mannose is administered in sufficient amounts, it is rapidly absorbed and then excreted by the urinary tract where it saturates bacterial FimH, thereby preventing bacterial binding to urothelial cells.	3458-28-4		OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5+,6?/m1/s1	WQZGKKKJIJFFOK-QTVWNMPRSA-N	180.0633881	CHEBI:4208	HMDB0000169	
BASm0000114	(6S)-6-hydroxy-3-oxo-alpha-ionone	(+)-dehydrovomifoliol, also known as (6s)-6-hydroxy-3-oxo-alpha-ionone, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Thus, (+)-dehydrovomifoliol is considered to be an isoprenoid lipid molecule (+)-dehydrovomifoliol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (+)-dehydrovomifoliol can be found in rice, which makes (+)-dehydrovomifoliol a potential biomarker for the consumption of this food product.			[H]\C(=C(\[H])[C@@]1(O)C(C)=CC(=O)CC1(C)C)C(C)=O	C13H18O3	InChI=1S/C13H18O3/c1-9-7-11(15)8-12(3,4)13(9,16)6-5-10(2)14/h5-7,16H,8H2,1-4H3/b6-5+/t13-/m1/s1	JJRYPZMXNLLZFH-URWSZGRFSA-N	222.1255944	CHEBI:4372	HMDB0302822	
BASm0000115	(-)-deoxypodophyllotoxin					C22H22O7		ZGLXUQQMLLIKAN-SVIJTADQSA-N	398.136553	CHEBI:4429	HMDB0242210	
BASm0000116	(-)-yatein					C22H24O7		GMLDZDDTZKXJLU-JKSUJKDBSA-N	400.1522031	CHEBI:4553		
BASm0000117	dihydropinosylvin		14531-52-3		OC1=CC(CCC2=CC=CC=C2)=CC(O)=C1	C14H14O2	InChI=1S/C14H14O2/c15-13-8-12(9-14(16)10-13)7-6-11-4-2-1-3-5-11/h1-5,8-10,15-16H,6-7H2	LDBYHULIXFIJAZ-UHFFFAOYSA-N	214.0993797	CHEBI:4579		
BASm0000118	dimethyl disulfide	Dimethyldisulfide is a volatile organic compound. Methyl disulfide is occasionally found as a volatile component of normal human breath and biofluids. Dimethyldisulfide is one of the representative volatile components found in oral malodor. Dimethyldisulfide concentrations in breath is a practical noninvasive way to assess recent exposure to sulfur compounds in sulfate pulp mills, and therefore it should be applicable to workplaces contaminated. (PMID: 5556886, 14691119, 11236158, 8481097).	624-92-0		CSSC	C2H6S2	InChI=1S/C2H6S2/c1-3-4-2/h1-2H3	WQOXQRCZOLPYPM-UHFFFAOYSA-N	93.99109157	CHEBI:4608	HMDB0005879	
BASm0000119	diosgenin	Diosgenin is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Diosgenin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Diosgenin can be found in a number of food items such as carrot, wild carrot, yam, and bitter gourd, which makes diosgenin a potential biomarker for the consumption of these food products. Diosgenin, a phytosteroid sapogenin, is the product of hydrolysis by acids, strong bases, or enzymes of saponins, extracted from the tubers of Dioscorea wild yam, such as the Kokoro. The sugar-free (aglycone) product of such hydrolysis, diosgenin is used for the commercial synthesis of cortisone, pregnenolone, progesterone, and other steroid products .	512-04-9		[H][C@]12C[C@@]3([H])[C@]4([H])CC=C5C[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@]3(C)[C@@]1([H])[C@H](C)[C@@]1(CC[C@@H](C)CO1)O2	C27H42O3	InChI=1S/C27H42O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h5,16-17,19-24,28H,6-15H2,1-4H3/t16-,17+,19+,20-,21+,22+,23+,24+,25+,26+,27-/m1/s1	WQLVFSAGQJTQCK-VKROHFNGSA-N	414.3133952	CHEBI:4629		
BASm0000120	hop-22(29)-ene		1615-91-4		[H][C@@]1(CC[C@@]2(C)[C@@]1([H])CC[C@]1(C)[C@]2([H])CC[C@]2([H])[C@@]3(C)CCCC(C)(C)[C@]3([H])CC[C@@]12C)C(C)=C	C30H50	InChI=1S/C30H50/c1-20(2)21-12-17-27(5)22(21)13-18-29(7)24(27)10-11-25-28(6)16-9-15-26(3,4)23(28)14-19-30(25,29)8/h21-25H,1,9-19H2,2-8H3/t21-,22+,23+,24-,25-,27+,28+,29-,30-/m1/s1	HHXYJYBYNZMZKX-PYQRSULMSA-N	410.3912516	CHEBI:4648		
BASm0000121	1alpha-hydroxyvitamin D2		54573-75-0		[H]\C(\C(\[H])=C1/CCC[C@@]2(C)[C@@]1([H])CC[C@]2([H])[C@]([H])(C)C(\[H])=C(/[H])[C@]([H])(C)C(C)C)=C1/C[C@@]([H])(O)C[C@]([H])(O)C1=C	C28H44O2	InChI=1S/C28H44O2/c1-18(2)19(3)9-10-20(4)25-13-14-26-22(8-7-15-28(25,26)6)11-12-23-16-24(29)17-27(30)21(23)5/h9-12,18-20,24-27,29-30H,5,7-8,13-17H2,1-4,6H3/b10-9+,22-11+,23-12-/t19-,20+,24+,25+,26-,27-,28+/m0/s1	HKXBNHCUPKIYDM-CGMHZMFXSA-N	412.3341307	CHEBI:4712		
BASm0000122	echinenone			Expected Solid	C\C(\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)C(=O)CCC1(C)C	C40H54O	InChI=1S/C40H54O/c1-30(18-13-20-32(3)23-25-36-34(5)22-15-28-39(36,7)8)16-11-12-17-31(2)19-14-21-33(4)24-26-37-35(6)38(41)27-29-40(37,9)10/h11-14,16-21,23-26H,15,22,27-29H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,26-24+,30-16+,31-17+,32-20+,33-21+	QXNWZXMBUKUYMD-QQGJMDNJSA-N	550.4174664	CHEBI:4746		MMDBc0014299
BASm0000123	O-methylchavicol	1-Methoxy-4-(2-propenyl)benzene, also known as methylchavicol or estragol, belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof. 1-Methoxy-4-(2-propenyl)benzene is a sweet, alcohol, and anise tasting compound. 1-Methoxy-4-(2-propenyl)benzene is found, on average, in the highest concentration within a few different foods, such as anises, fennels, and sweet basils and in a lower concentration in cumins, tarragons, and parsley. 1-Methoxy-4-(2-propenyl)benzene has also been detected, but not quantified, in several different foods, such as citrus, chinese cinnamons, caraway, fats and oils, and cloves. This could make 1-methoxy-4-(2-propenyl)benzene a potential biomarker for the consumption of these foods. 1-Methoxy-4-(2-propenyl)benzene, with regard to humans, has been linked to the inborn metabolic disorder celiac disease.	140-67-0		COC1=CC=C(CC=C)C=C1	C10H12O	InChI=1S/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3,5-8H,1,4H2,2H3	ZFMSMUAANRJZFM-UHFFFAOYSA-N	148.088815	CHEBI:4867	HMDB0034121	
BASm0000124	ethionamide	Ethionamide is only found in individuals that have used or taken this drug. It is a second-line antitubercular agent that inhibits mycolic acid synthesis. It also may be used for treatment of leprosy. (From Smith and Reynard, Textbook of Pharmacology, 1992, p868)Ethionamide may be bacteriostatic or bactericidal in action, depending on the concentration of the drug attained at the site of infection and the susceptibility of the infecting organism. Ethionamide, like prothionamide and pyrazinamide, is a nicotinic acid derivative related to isoniazid. It is thought that ethionamide undergoes intracellular modification and acts in a similar fashion to isoniazid. Isoniazid inhibits the synthesis of mycoloic acids, an essential component of the bacterial cell wall. Specifically isoniazid inhibits InhA, the enoyl reductase from <i>Mycobacterium tuberculosis</i>, by forming a covalent adduct with the NAD cofactor. It is the INH-NAD adduct that acts as a slow, tight-binding competitive inhibitor of InhA.	536-33-4		CCC1=NC=CC(=C1)C(N)=S	C8H10N2S	InChI=1S/C8H10N2S/c1-2-7-5-6(8(9)11)3-4-10-7/h3-5H,2H2,1H3,(H2,9,11)	AEOCXXJPGCBFJA-UHFFFAOYSA-N	166.056469	CHEBI:4885	HMDB0014747	
BASm0000125	ethyl 3-oxobutanoate	Ethyl acetoacetate (EAA) is found in coffee and coffee products as well as in strawberry and yellow passion fruit juice. Ethyl acetoacetate is a flavouring agent. The organic compound ethyl acetoacetate is the ethyl ester of acetoacetic acid. It is mainly used as a chemical intermediate in the production of a wide variety of compounds, such as amino acids, analgesics, antibiotics, antimalarial agents, antipyrine, aminopyrine, and vitamin B1, as well as in the manufacture of dyes, inks, lacquers, perfumes, plastics, and yellow paint pigments (Wikipedia).	141-97-9		CCOC(=O)CC(C)=O	C6H10O3	InChI=1S/C6H10O3/c1-3-9-6(8)4-5(2)7/h3-4H2,1-2H3	XYIBRDXRRQCHLP-UHFFFAOYSA-N	130.0629942	CHEBI:4893	HMDB0031216	
BASm0000126	17alpha-ethynylestradiol	Ethinyl estradiol. A semisynthetic alkylated estradiol with a 17-alpha-ethinyl substitution. It has high estrogenic potency when administered orally, and is often used as the estrogenic component in oral contraceptives. -- Pubchem; estradiol (17-beta estradiol) (also oestradiol) is a sex hormone. Labelled the "female" hormone but also present in males it represents the major estrogen in humans. Critical for sexual functioning, estradiol also supports bone growth. -- Wikipedia; One of the fascinating twists to mammalian sexual differentiation is that estradiol is one of the two active metabolites of testosterone in males (the other being dihydrotestosterone). estradiol cannot be transferred readily from the circulation into the brain. Since fetuses of both sexes are exposed to similarly high levels of maternal estradiol, it can play little role in prenatal sexual differentiation. However, testosterone enters the central nervous system more freely and significant amounts are aromatized to estradiol within the brain of most male mammals, including humans. There is now much evidence that the programming of adult male sexual behavior in "lower mammals," (such as mounting rather than lordosis behavior), is largely dependent on estradiol produced in the central nervous system during prenatal life and early infancy from testosterone. We do not yet know whether this process plays a minimal or significant part in human sexual behaviors. -- Wikipedia; A synthetic form of estradiol, called ethinyl estradiol is a major component of hormonal contraceptive devices. Combined oral contraceptives contain ethinyl estradiol and a progestin, which both contribute to the inhibition of GnRH, LH, and FSH. The inhibition of these hormones accounts for the ability of combined oral contraceptives or birth control pills to prevent ovulation and thus prevent pregnancy. Other types of hormonal birth control contain only progestins and no ethinyl estradiol. -- Wikipedia.	57-63-6		[H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C=C3	C20H24O2	InChI=1S/C20H24O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,5,7,12,16-18,21-22H,4,6,8-11H2,2H3/t16-,17-,18+,19+,20+/m1/s1	BFPYWIDHMRZLRN-SLHNCBLASA-N	296.17763	CHEBI:4903	HMDB0001926	
BASm0000127	eugenol	Eugenol or 4-allyl-2-methoxyphenol is classified as a phenylpropanoid, formally derived from guaiacol, with an allyl chain positioned para to the hydroxy group. It is soluble in water, alcohol, chloroform, ether and oils. Eugenol is a neutral compound. It is biosynthesized from tyrosine. Eugenol is widely distributed in plants. It is a clear to pale yellow oily liquid extracted from clove oil, nutmeg, cinnamon, basil and bay leaf. It has a pleasant, spicy, clove-like odor with a spicy pungent taste. Eugenol is found in highest concentrations in cloves, allspices, and carrots and in lower concentrations in walnuts, ceylon cinnamons, and wild carrots. Eugenol has also been detected in shea tree, passion fruits, winged beans, fireweeds, and gingers, making it a potential biomarker for the consumption of these foods. Eugenol is used in perfumeries, flavorings and essential oils. It was first used for the manufacture of vanillin (https://doi.org/10.1021/ed054p776), though most vanillin is now produced from petrochemicals or from by-products of paper manufacture. Eugenol is hepatotoxic, meaning it may cause damage to the liver, if consumed in high doses. Eugenol has local antiseptic and anaesthetic properties (PMID:15089054 ; PMID:935250 ) and acts as positive allosteric modulators of the GABA-A receptor. It has high antioxidant, anti-proliferative, and anti-inflammatory activities with potential roles in alleviating and preventing cancer and inflammatory reactions (PMID:27771920 ).	97-53-0		COC1=CC(CC=C)=CC=C1O	C10H12O2	InChI=1S/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3,5-7,11H,1,4H2,2H3	RRAFCDWBNXTKKO-UHFFFAOYSA-N	164.0837296	CHEBI:4917	HMDB0005809	
BASm0000128	O-methyleugenol	Methyleugenol, also known as 4-allylveratrole or eugenol methyl, belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups. FDA noted the action was despite its continuing stance that this substance does not pose a risk to public health under the conditions of its intended use. Methyleugenol is a sweet, anise, and apricot tasting compound. Methyleugenol is found, on average, in the highest concentration within a few different foods, such as allspices, tarragons, and sweet bay and in a lower concentration in sweet basils, rosemaries, and hyssops. Methyleugenol has also been detected, but not quantified, in several different foods, such as soy beans, evergreen blackberries, muskmelons, citrus, and pomes. This could make methyleugenol a potential biomarker for the consumption of these foods. As of October 2018, the US FDA withdrew authorization for the use of methyl eugenol as a synthetic flavoring substance for use in food because petitioners provided data demonstrating that these additives induce cancer in laboratory animals. Methyleugenol is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound. Methyl eugenol (allylveratrol) is a natural chemical compound classified as a phenylpropene, a type of phenylpropanoid. It is the methyl ether of eugenol and is important to insect behavior and pollination. Their ability to attract insects, particularly Bactrocera fruit flies was first noticed in 1915 by F. M. Howlett. The compound may have evolved in response to pathogens, as methyl eugenol has some antifungal activity. Methyl eugenol is found in a number of plants (over 450 species from 80 families including both angiosperm and gymnosperm families) and has a role in attracting pollinators. About 350 plant species have them as a component of floral fragrance.	93-15-2	Liquid	COC1=C(OC)C=C(CC=C)C=C1	C11H14O2	InChI=1S/C11H14O2/c1-4-5-9-6-7-10(12-2)11(8-9)13-3/h4,6-8H,1,5H2,2-3H3	ZYEMGPIYFIJGTP-UHFFFAOYSA-N	178.0993797	CHEBI:4918	HMDB0031864	
BASm0000129	eupatolide					C15H20O3		PDEJECFRCJOMEN-OURLZOILSA-N	248.1412445	CHEBI:4935		
BASm0000130	a fatty acid methyl ester				*C(=O)OC					CHEBI:4986		
BASm0000131	iron(III) dicitrate	The complex formed between iron(III) and citrate.				C12H10FeO14		VAVAILGEOMLRRK-UHFFFAOYSA-H	433.943637	CHEBI:4991		
BASm0000132	fenuron		101-42-8		CN(C)C(O)=NC1=CC=CC=C1	C9H12N2O	InChI=1S/C9H12N2O/c1-11(2)9(12)10-8-6-4-3-5-7-8/h3-7H,1-2H3,(H,10,12)	XXOYNJXVWVNOOJ-UHFFFAOYSA-N	164.094963	CHEBI:5013		
BASm0000133	fraxetin				COC1=C(O)C(O)=C2OC(=O)C=CC2=C1	C10H8O5	InChI=1S/C10H8O5/c1-14-6-4-5-2-3-7(11)15-10(5)9(13)8(6)12/h2-4,12-13H,1H3	HAVWRBANWNTOJX-UHFFFAOYSA-N	208.0371734	CHEBI:5169	HMDB0149150	
BASm0000134	friedelin					C30H50O		OFMXGFHWLZPCFL-SVRPQWSVSA-N	426.3861662	CHEBI:5171		
BASm0000135	gentisyl alcohol				OCC1=CC(O)=CC=C1O	C7H8O3	InChI=1S/C7H8O3/c8-4-5-3-6(9)1-2-7(5)10/h1-3,8-10H,4H2	PUZSUVGRVHEUQO-UHFFFAOYSA-N	140.0473441	CHEBI:5325	HMDB0169074	
BASm0000136	(2E)-geranyl acetate	Neryl acetate is found in cardamom. Neryl acetate is found in citrus, kumquat and pummelo peel oils, ginger, cardamon, clary sage, myrtle leaf and myrtle berries. Neryl acetate is a flavouring agent	105-87-3		CC(C)=CCC\C(C)=C\COC(C)=O	C12H20O2	InChI=1S/C12H20O2/c1-10(2)6-5-7-11(3)8-9-14-12(4)13/h6,8H,5,7,9H2,1-4H3/b11-8+	HIGQPQRQIQDZMP-DHZHZOJOSA-N	196.1463299	CHEBI:5331	HMDB0035157	
BASm0000137	(1E,4E)-germacrene B	Germacrene, also known as (e,e)-germacra-1(10),4,7(11)-triene, is a member of the class of compounds known as germacrane sesquiterpenoids. Germacrane sesquiterpenoids are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups. Thus, germacrene is considered to be an isoprenoid lipid molecule. Germacrene can be found in turmeric, which makes germacrene a potential biomarker for the consumption of this food product. Germacrenes are a class of volatile organic hydrocarbons, specifically, sesquiterpenes. Germacrenes are typically produced in a number of plant species for their antimicrobial and insecticidal properties, though they also play a role as insect pheromones. Two prominent molecules are germacrene A and germacrene D .			CC(C)=C1CC\C(C)=C\CC\C(C)=C\C1	C15H24	InChI=1S/C15H24/c1-12(2)15-10-8-13(3)6-5-7-14(4)9-11-15/h6,9H,5,7-8,10-11H2,1-4H3/b13-6+,14-9+	GXEGJTGWYVZSNR-SJRHNVSNSA-N	204.1878008	CHEBI:5337	HMDB0302609	
BASm0000138	glucoerucin	Glucoerucin belongs to the class of organic compounds known as alkylglucosinolates. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain. Outside of the human body, glucoerucin has been detected, but not quantified in, several different foods, such as cabbages and Brassicas. This could make glucoerucin a potential biomarker for the consumption of these foods. Glucoerucin is isolated from the seeds of salad rocket (Eruca sativa) and Brussels sprouts (Brassica oleracea var. gemmifera).	21973-56-8	Solid		C12H22NO9S3		GKUMMDFLKGFCKH-AHMUMSBHSA-M	420.0462184	CHEBI:5404	HMDB0038403	
BASm0000139	gluconapin	Gluconapin, also known as 3-butenyl glucosinolate, belongs to the class of organic compounds known as alkylglucosinolates. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain. Gluconapin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, gluconapin has been detected, but not quantified in, several different foods, such as horseradish, swedes, cabbages, and Chinese mustards. This could make gluconapin a potential biomarker for the consumption of these foods. Gluconapin is isolated from rapeseeds and many other Brassica species.	19041-09-09	Solid		C11H18NO9S2		PLYQBXHVYUJNQB-IIPHORNXSA-M	372.0428471	CHEBI:5411	HMDB0038427	
BASm0000140	glucoraphanin	Glucoraphanin belongs to the class of organic compounds known as alkylglucosinolates. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain. Outside of the human body, glucoraphanin has been detected, but not quantified in, several different foods, such as radish, common cabbages, Brassicas, Chinese cabbages, and cabbages. This could make glucoraphanin a potential biomarker for the consumption of these foods.	21414-41-5			C12H22NO10S3		GMMLNKINDDUDCF-BYNGITTOSA-M	436.041133	CHEBI:5415	HMDB0038404	
BASm0000141	heptan-2-one	2-Heptanone, also known as butylacetone or heptan-2-one, belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. Thus, 2-heptanone is considered to be an oxygenated hydrocarbon lipid molecule. 2-Heptanone is a ketone with the molecular formula C7H14O. 2-Heptanone is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 2-Heptanone exists in all living species, ranging from bacteria to humans. 2-Heptanone is a sweet, cinnamon, and coconut tasting compound. 2-Heptanone is found, on average, in the highest concentration within a few different foods, such as corns, cow milk, and peppermints. 2-Heptanone has also been detected, but not quantified in several different foods, such as tarragons, blackberries, tortilla chips, ceylon cinnamons, and evergreen blackberries. 2-Heptanone is one of the metabolites of n-heptane found in the urine of employees exposed to heptane in shoe and tire factories. 2-Heptanone, with regard to humans, has been found to be associated with several diseases such as ulcerative colitis, nonalcoholic fatty liver disease, crohn's disease, and hepatic encephalopathy; 2-heptanone has also been linked to the inborn metabolic disorder celiac disease. It is a colorless to white liquid with a banana-like, fruity odor.	110-43-0	Liquid	CCCCCC(C)=O	C7H14O	InChI=1S/C7H14O/c1-3-4-5-6-7(2)8/h3-6H2,1-2H3	CATSNJVOTSVZJV-UHFFFAOYSA-N	114.1044651	CHEBI:5672	HMDB0003671	
BASm0000142	alpha-humulene	alpha-Humulene, also known as alpha-caryophyllene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Thus, alpha-humulene is considered to be an isoprenoid lipid molecule. alpha-Humulene is found in allspice. alpha-Humulene is a constituent of many essential oils including hops (Humulus lupulus) and cloves (Syzygium aromaticum).	6753-98-6		C\C1=C/CC(C)(C)\C=C\C\C(C)=C\CC1	C15H24	InChI=1S/C15H24/c1-13-7-5-8-14(2)10-12-15(3,4)11-6-9-13/h6-7,10-11H,5,8-9,12H2,1-4H3/b11-6+,13-7+,14-10+	FAMPSKZZVDUYOS-HRGUGZIWSA-N	204.1878008	CHEBI:5768	HMDB0036467	
BASm0000143	N(alpha),N(alpha),N(alpha)-trimethyl-L-tryptophan	Lenticin or hypaphorine is a compound found in lentil extracts.  It can also be detected in blood after an individual has consumed lentils and may therefore serve as a food biomarker. Lenticin is an indole alkaloid that is essentially an N-methylated form of tryptophan.  It is known to be a sleep-inducing compound (PMID: 18571406).  In plants it is an agonist of the plant hormone indole acetic acid.	487-58-1		C[N+](C)(C)[C@@H](CC1=CNC2=CC=CC=C12)C([O-])=O	C14H18N2O2	InChI=1S/C14H18N2O2/c1-16(2,3)13(14(17)18)8-10-9-15-12-7-5-4-6-11(10)12/h4-7,9,13,15H,8H2,1-3H3/t13-/m0/s1	AOHCBEAZXHZMOR-ZDUSSCGKSA-N	246.1368278	CHEBI:5832	HMDB0061115	
BASm0000144	ipecoside					C27H35NO12		QISXROCIXKXUPS-OWVLCBNUSA-N	565.2159256	CHEBI:5952		
BASm0000145	isoproturon				CC(C)C1=CC=C(NC(=O)N(C)C)C=C1	C12H18N2O	InChI=1S/C12H18N2O/c1-9(2)10-5-7-11(8-6-10)13-12(15)14(3)4/h5-9H,1-4H3,(H,13,15)	PUIYMUZLKQOUOZ-UHFFFAOYSA-N	206.1419132	CHEBI:6049	HMDB0253682	
BASm0000146	itraconazole	Itraconazole is only found in individuals that have used or taken this drug. It is one of the triazole antifungal agents that inhibits cytochrome P-450-dependent enzymes resulting in impairment of ergosterol synthesis. It has been used against histoplasmosis, blastomycosis, cryptococcal meningitis & aspergillosis. [PubChem]Itraconazole interacts with 14-alpha demethylase, a cytochrome P-450 enzyme necessary to convert lanosterol to ergosterol. As ergosterol is an essential component of the fungal cell membrane, inhibition of its synthesis results in increased cellular permeability causing leakage of cellular contents. Itraconazole may also inhibit endogenous respiration, interact with membrane phospholipids, inhibit the transformation of yeasts to mycelial forms, inhibit purine uptake, and impair triglyceride and/or phospholipid biosynthesis.	84625-61-6	Solid	CCC(C)N1N=CN(C1=O)C1=CC=C(C=C1)N1CCN(CC1)C1=CC=C(OC[C@H]2CO[C@@](CN3C=NC=N3)(O2)C2=C(Cl)C=C(Cl)C=C2)C=C1	C35H38Cl2N8O4	InChI=1S/C35H38Cl2N8O4/c1-3-25(2)45-34(46)44(24-40-45)29-7-5-27(6-8-29)41-14-16-42(17-15-41)28-9-11-30(12-10-28)47-19-31-20-48-35(49-31,21-43-23-38-22-39-43)32-13-4-26(36)18-33(32)37/h4-13,18,22-25,31H,3,14-17,19-21H2,1-2H3/t25?,31-,35-/m0/s1	VHVPQPYKVGDNFY-ZPGVKDDISA-N	704.2393072	CHEBI:6076	HMDB0015298	
BASm0000147	L-arabinofuranose	Arabinofuranose refers to the furanose form of arabinose, which is an optical isomer of arabinose. For biosynthetic reasons, most saccharides are almost always more abundant in nature as the "D" form, or structurally analogous to D-(+)-glyceraldehyde. However, L-arabinose is in fact more common than D-arabinose in nature and is found in nature as a component of biopolymers such as hemicellulose and pectin.	13221-22-2	Solid	OC[C@@H]1OC(O)[C@H](O)[C@H]1O	C5H10O5	InChI=1S/C5H10O5/c6-1-2-3(7)4(8)5(9)10-2/h2-9H,1H2/t2-,3-,4+,5?/m0/s1	HMFHBZSHGGEWLO-HWQSCIPKSA-N	150.0528234	CHEBI:6178	HMDB0012325	
BASm0000148	(4S)-4-hydroxy-L-glutamate	A dicarboxylic acid monoanion obtained by deprotonation of the carboxy groups and protonation of the amino group of erythro-4-hydroxy-L-glutamic acid.			[H][C@](N)(C[C@@]([H])(O)C(O)=O)C([O-])=O	C5H8NO5	InChI=1S/C5H9NO5/c6-2(4(8)9)1-3(7)5(10)11/h2-3,7H,1,6H2,(H,8,9)(H,10,11)/p-1/t2-,3+/m0/s1	HBDWQSHEVMSFGY-STHAYSLISA-M	162.0407959	CHEBI:6331		
BASm0000149	longifolene	Longifolene is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Longifolene is a sweet, fir needle, and medical tasting compound found in corn, mandarin orange (clementine, tangerine), rosemary, and star anise, which makes longifolene a potential biomarker for the consumption of these food products. Longifolene is the common (or trivial) chemical name of a naturally occurring, oily Liquid hydrocarbon found primarily in the high-boiling fraction of certain pine resins. The name is derived from that of a pine species from which the compound was isolated, Pinus longifolia (obsolete name for Pinus roxburghii Sarg.) Chemically, longifolene is a tricyclic sesquiterpene. This molecule is chiral, and the enantiomer commonly found in pines and other higher plants exhibits a positive optical rotation of +42.73°. The other enantiomer (optical rotation -42.73°) is found in small amounts in certain fungi and liverworts.			C=C1C2CCC3C2C(C)(C)CCCC13C	C15H24	InChI=1S/C15H24/c1-10-11-6-7-12-13(11)14(2,3)8-5-9-15(10,12)4/h11-13H,1,5-9H2,2-4H3	PDSNLYSELAIEBU-UHFFFAOYSA-N	204.1878008	CHEBI:6530	HMDB0302687	
BASm0000150	lupeol			Expected Solid	[H][C@]12[C@@H](CC[C@]1(C)CC[C@]1(C)[C@]2([H])CC[C@]2([H])[C@@]3(C)CC[C@H](O)C(C)(C)[C@]3([H])CC[C@@]12C)C(C)=C	C30H50O	InChI=1S/C30H50O/c1-19(2)20-11-14-27(5)17-18-29(7)21(25(20)27)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h20-25,31H,1,9-18H2,2-8H3/t20-,21+,22-,23+,24-,25+,27+,28-,29+,30+/m0/s1	MQYXUWHLBZFQQO-QGTGJCAVSA-N	426.3861662	CHEBI:6570		MMDBc0053427
BASm0000151	magnoflorine				COc1ccc2c(c1O)-c1c(O)c(OC)cc3c1[C@H](C2)[N+](C)(C)CC3	C20H24NO4	InChI=1S/C20H23NO4/c1-21(2)8-7-12-10-15(25-4)20(23)18-16(12)13(21)9-11-5-6-14(24-3)19(22)17(11)18/h5-6,10,13H,7-9H2,1-4H3,(H-,22,23)/p+1	YLRXAIKMLINXQY-UHFFFAOYSA-O		CHEBI:6641		
BASm0000152	(7S)-marmesin				CC(C)(O)[C@@H]1Cc2cc3ccc(=O)oc3cc2O1	C14H14O4	InChI=1S/C14H14O4/c1-14(2,16)12-6-9-5-8-3-4-13(15)18-10(8)7-11(9)17-12/h3-5,7,12,16H,6H2,1-2H3/t12-/m1/s1	FWYSBEAFFPBAQU-GFCCVEGCSA-N		CHEBI:6695		
BASm0000153	(-)-matairesinol	Matairesinol belongs to the class of organic compounds known as dibenzylbutyrolactone lignans. These are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety. Matairesinol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, matairesinol is found, on average, in the highest concentration in a few different foods such as sesame, burdocks, and flaxseeds, and in a lower concentration in oats, asparagus, and poppies. Matairesinol has also been detected, but not quantified in, several different foods, such as silver lindens, tamarinds, cherry tomato, skunk currants, and fireweeds. This could make matairesinol a potential biomarker for the consumption of these foods. Matairesinol is composed of gamma-butyrolactone in which the 3 and 4 positions are substituted by 4-hydroxy-3-methoxybenzyl groups (the 3R,4R-diastereomer).	580-72-3	Solid	COC1=C(O)C=CC(C[C@H]2COC(=O)[C@@H]2CC2=CC(OC)=C(O)C=C2)=C1	C20H22O6	InChI=1S/C20H22O6/c1-24-18-9-12(3-5-16(18)21)7-14-11-26-20(23)15(14)8-13-4-6-17(22)19(10-13)25-2/h3-6,9-10,14-15,21-22H,7-8,11H2,1-2H3/t14-,15+/m0/s1	MATGKVZWFZHCLI-LSDHHAIUSA-N	358.1416384	CHEBI:6698	HMDB0035698	
BASm0000154	(+)-medicarpin		32383-76-9		COc1ccc2c(c1)O[C@@H]1c3ccc(O)cc3OC[C@H]21	C16H14O4	InChI=1S/C16H14O4/c1-18-10-3-5-11-13-8-19-14-6-9(17)2-4-12(14)16(13)20-15(11)7-10/h2-7,13,16-17H,8H2,1H3	NSRJSISNDPOJOP-UHFFFAOYSA-N		CHEBI:6714		
BASm0000155	menadiol				CC1=C(O)C2=CC=CC=C2C(O)=C1	C11H10O2	InChI=1S/C11H10O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6,12-13H,1H3	ZJTLZYDQJHKRMQ-UHFFFAOYSA-N	174.0680796	CHEBI:6746	HMDB0166920	
BASm0000156	(R)-menthofuran		494-90-6		Cc1coc2c1CC[C@@H](C)C2	C10H14O	InChI=1S/C10H14O/c1-7-3-4-9-8(2)6-11-10(9)5-7/h6-7H,3-5H2,1-2H3	YGWKXXYGDYYFJU-UHFFFAOYSA-N		CHEBI:6750		
BASm0000157	(E)-isomethyleugenol	Methyl isoeugenol belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying two methoxy groups. Methyl isoeugenol also belongs to the class of organic compounds known as phenyl propanoid. Methylisoeugenol is a mild, bitter, and clove tasting compound. It is the methyl ether derivative of isoeugenol, found in certain essential oils. Methyl Isoeugenol is naturally occurring and found in the essential oils of plants such as nutmegs, star anises, and gingers, ajowan caraway and allspice (PMID: 19259498). It can occur as both (E)- and (Z)-isomers. It has also been detected, but not quantified, in several different foods, such as sweet basils, carrots, ceylon cinnamons, wild carrots, and tarragons. Methylisoeugenol has also been reported to be a volatile component in cannabis samples (PMID: 26657499).	6379-72-2	1	C/C=C/c1ccc(OC)c(OC)c1	C11H14O2	InChI=1S/C11H14O2/c1-4-5-9-6-7-10(12-2)11(8-9)13-3/h4-8H,1-3H3/b5-4-	NNWHUJCUHAELCL-PLNGDYQASA-N	178.0994	CHEBI:6877		
BASm0000158	metoxuron		19937-59-8		COC1=C(Cl)C=C(C=C1)N=C(O)N(C)C	C10H13ClN2O2	InChI=1S/C10H13ClN2O2/c1-13(2)10(14)12-7-4-5-9(15-3)8(11)6-7/h4-6H,1-3H3,(H,12,14)	DSRNRYQBBJQVCW-UHFFFAOYSA-N	228.0665554	CHEBI:6907		
BASm0000159	4-acetamidobutanal	N4-Acetylaminobutanal is an intermediate of the urea cycle and metabolism of amino groups, the product of the enzyme monoamine oxidase A [EC:1.4.3.4] and the substrate of the enzyme aldehyde dehydrogenase 2 family (mitochondrial) [EC:1.2.1.3].		Solid	CC(=O)NCCCC=O	C6H11NO2	InChI=1S/C6H11NO2/c1-6(9)7-4-2-3-5-8/h5H,2-4H2,1H3,(H,7,9)	DDSLGZOYEPKPSJ-UHFFFAOYSA-N	129.0789786	CHEBI:7386	HMDB0004226	
BASm0000160	17beta-hydroxyestr-4-en-3-one	Nandrolone is a C18 steroid with androgenic and anabolic properties. It is generally prepared from alkyl ethers of estradiol to resemble testosterone, but it has one less carbon atom at the 19 position (Pubchem). Nandrolone is an anabolic steroid occurring naturally in the human body, albeit in small quantities. Nandrolone is most commonly sold commercially as its decanoate ester (Deca-Durabolin) and less commonly as a phenylpropionate ester (Durabolin). Nandrolone use is indirectly detectable in urine tests by testing for the presence of 19-norandrosterone, a metabolism product of this molecule. The International Olympic Committee has set a limit of 2 ng per ml of urine as the upper limit, beyond which an athlete is suspected of doping (Wikipedia).	434-22-0		[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]1([H])[C@@]3([H])CCC(=O)C=C3CC[C@@]21[H]	C18H26O2	InChI=1S/C18H26O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h10,13-17,20H,2-9H2,1H3/t13-,14+,15+,16-,17-,18-/m0/s1	NPAGDVCDWIYMMC-IZPLOLCNSA-N	274.1932801	CHEBI:7466	HMDB0002725	
BASm0000161	cis-trans-nepetalactone		17257-15-7		CC1=COC(=O)[C@H]2[C@@H]1CC[C@@H]2C	C10H14O2	InChI=1S/C10H14O2/c1-6-3-4-8-7(2)5-12-10(11)9(6)8/h5-6,8-9H,3-4H2,1-2H3	ZDKZHVNKFOXMND-UHFFFAOYSA-N		CHEBI:7518		
BASm0000162	nigerose	3-O-alpha-D-Mannopyranosyl-D-galactose is found in fruits. 3-O-alpha-D-Mannopyranosyl-D-galactose is isolated from enzymic hydrolysate of peach gum.	497-48-3	Solid	OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](CO)OC(O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O	C12H22O11	InChI=1S/C12H22O11/c13-1-3-5(15)7(17)8(18)12(22-3)23-10-6(16)4(2-14)21-11(20)9(10)19/h3-20H,1-2H2/t3-,4-,5-,6+,7+,8+,9-,10+,11+,12-/m1/s1	QIGJYVCQYDKYDW-TYBDYOQQSA-N	342.1162115	CHEBI:7570	HMDB0029882	
BASm0000163	(2E,6Z)-nona-2,6-dienal	Violet-leaf aldehyde is found in cereals and cereal products. Violet-leaf aldehyde is a constituent of cherry, melon, peas, cooked potato, wheat bread, other breads, milk, lean and fatty fish, black tea, oyster, clam and other foods. Primary odourant in cucumbers. Violet-leaf aldehyde is present in cucumber juice. Violet-leaf aldehyde is a flavouring agent.	557-48-2		CC\C=C/CC\C=C\C=O	C9H14O	InChI=1S/C9H14O/c1-2-3-4-5-6-7-8-9-10/h3-4,7-9H,2,5-6H2,1H3/b4-3-,8-7+	HZYHMHHBBBSGHB-ODYTWBPASA-N	138.1044651	CHEBI:7610	HMDB0033857	
BASm0000164	oleuropein	Oleuropein is found in fruits. Oleuropein is a bitter principle of olives. Nutriceutical with antioxidant properties.Oleuropein is a chemical compound found in olive leaf from the olive tree (and leaves of privet) together with other closely related compounds such as 10-hydroxyoleuropein, ligstroside, and 10-hydroxyligstroside. All these compounds are tyrosol esters of elenolic acid that are further hydroxylated and glycosylated. Oleuropein and its metabolite hydroxytyrosol have powerful antioxidant activity both in vivo and in vitro and give extra-virgin olive oil its bitter, pungent taste. Oleuropein preparations have been claimed to strengthen the immune system	32619-42-4		[H][C@]1(CC(=O)OCCC2=CC(O)=C(O)C=C2)\C(=C/C)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)OC=C1C(=O)OC	C25H32O13	InChI=1S/C25H32O13/c1-3-13-14(9-19(29)35-7-6-12-4-5-16(27)17(28)8-12)15(23(33)34-2)11-36-24(13)38-25-22(32)21(31)20(30)18(10-26)37-25/h3-5,8,11,14,18,20-22,24-28,30-32H,6-7,9-10H2,1-2H3/b13-3+/t14-,18+,20+,21-,22+,24-,25-/m0/s1	RFWGABANNQMHMZ-ZCHJGGQASA-N	540.1842911	CHEBI:7747	HMDB0035872	
BASm0000165	ononin	Ononin is found in chickpea. Ononin is widely distributed in the Leguminosae subfamily Papilionoideae, e.g. in Medicago sativa (alfalfa) and Trifolium species.	486-62-4		COc1ccc(-c2coc3cc(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)ccc3c2=O)cc1	C22H22O9	InChI=1S/C22H22O9/c1-28-12-4-2-11(3-5-12)15-10-29-16-8-13(6-7-14(16)18(15)24)30-22-21(27)20(26)19(25)17(9-23)31-22/h2-8,10,17,19-23,25-27H,9H2,1H3	MGJLSBDCWOSMHL-UHFFFAOYSA-N	430.1263823	CHEBI:7775	HMDB0033987	
BASm0000166	hexadecanoate	Palmitic acid, or hexadecanoic acid, is one of the most common saturated fatty acids found in animals, plants, and microorganisms. As its name indicates, it is a major component of the oil from the fruit of oil palms (palm oil). Excess carbohydrates in the body are converted to palmitic acid. Palmitic acid is the first fatty acid produced during fatty acid synthesis and is the precursor to longer fatty acids. As a consequence, palmitic acid is a major body component of animals. In humans, one analysis found it to make up 21–30% (molar) of human depot fat (PMID: 13756126), and it is a major, but highly variable, lipid component of human breast milk (PMID: 352132). Palmitic acid is used to produce soaps, cosmetics, and industrial mould release agents. These applications use sodium palmitate, which is commonly obtained by saponification of palm oil. To this end, palm oil, rendered from palm tree (species Elaeis guineensis), is treated with sodium hydroxide (in the form of caustic soda or lye), which causes hydrolysis of the ester groups, yielding glycerol and sodium palmitate. Aluminium salts of palmitic acid and naphthenic acid were combined during World War II to produce napalm. The word "napalm" is derived from the words naphthenic acid and palmitic acid (Wikipedia). Palmitic acid is also used in the determination of water hardness and is a surfactant of Levovist, an intravenous ultrasonic contrast agent.	1957-10-03		CCCCCCCCCCCCCCCC([O-])=O	C16H31O2	InChI=1S/C16H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h2-15H2,1H3,(H,17,18)/p-1	IPCSVZSSVZVIGE-UHFFFAOYSA-M	255.2329538	CHEBI:7896	HMDB0000220	
BASm0000167	parthenolide				C=C1C(=O)O[C@@H]2[C@H]3O[C@]3(C)CC/C=C(\C)CC[C@@H]12	C15H20O3		KTEXNACQROZXEV-ASQAGLHZSA-N	248.1412445	CHEBI:7939		
BASm0000168	patchoulol		5986-55-0		C[C@H]1CC[C@@]2(O)C(C)(C)[C@@H]3CC[C@@]2(C)[C@H]1C3	C15H26O	InChI=1S/C15H26O/c1-10-5-8-15(16)13(2,3)11-6-7-14(15,4)12(10)9-11/h10-12,16H,5-9H2,1-4H3/t10-,11?,12?,14-,15?/m0/s1	GGHMUJBZYLPWFD-DUNKBJDJSA-N		CHEBI:7940		
BASm0000169	3-phenyllactate	Phenyllactic acid a product of phenylalanine catabolism, appearing prominently in the urine in individuals with phenylketonuria. Levels of several phenylalanine metabolites, including phenylacetate (PAA), phenyllactate (PLA), and phenylpyruvate (PPA)) are elevated in Phenylketonuria (PKU) (OMIM 261600). Phenyllactic acid is likely produced from phenylpyruvate via the action of lactate dehydrogenase. The D-form of this organic acid is typically derived from bacterial sources while the L-form is almost certainly endogenous. Levels of phenyllactate are normally very low in blood or urine. High levels of PLA in the urine or blood are often indicative of phenylketonuria (PKU) and hyperphenylalaninemia (HPA). PKU is due to lack of the enzyme phenylalanine hydroxylase (PAH), so that phenylalanine is converted not to tyrosine but to phenylpyruvic acid (a precursor of phenylactate). In particular, excessive phenylalanine is typically metabolized into phenylketones through, a transaminase pathway route involving glutamate. Metabolites of this transamination reaction include phenylacetate, phenylpyruvate and phenethylamine. In persons with PKU, dietary phenylalanine either accumulates in the body or some of it is converted to phenylpyruvic acid and then to phenyllactate through the action of lactate dehydrogenase. Individuals with PKU tend to excrete large quantities of phenylpyruvate, phenylacetate and phenyllactate, along with phenylalanine, in their urine. If untreated, mental retardation effects and microcephaly are evident by the first year along with other symptoms which include: unusual irritability, epileptic seizures and skin lesions. Hyperactivity, EEG abnormalities and seizures, and severe learning disabilities are major clinical problems later in life. A "musty or mousy" odor of skin, hair, sweat and urine (due to phenylacetate accumulation); and a tendency to hypopigmentation and eczema are also observed. The neural-development effects of PKU are primarily due to the disruption of neurotransmitter synthesis. In particular, phenylalanine is a large, neutral amino acid which moves across the blood-brain barrier (BBB) via the large neutral amino acid transporter (LNAAT). Excessive phenylalanine in the blood saturates the transporter. Thus, excessive levels of phenylalanine significantly decrease the levels of other LNAAs in the brain. But since these amino acids are required for protein and neurotransmitter synthesis, phenylalanine accumulation disrupts brain development, leading to mental retardation. (PMID: 10790306; OMIM: 261600). Phenyllactic acid can be found in Acinetobacter, Bacteroides, Bifidobacterium, Clostridium, Enterococcus, Escherichia, Eubacterium, Klebsiella, Lactobacillus, Pseudomonas and Staphylococcus (PMID: 19961416).	0828-01-03	Solid	O=C([O-])C(O)Cc1ccccc1	C9H10O3	InChI=1S/C9H10O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)	VOXXWSYKYCBWHO-UHFFFAOYSA-N	166.0629942	CHEBI:8100	HMDB0000779	
BASm0000170	phlorizin	Phlorizin, also known as phlorizoside or phlorrhizen, belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. Phlorizin (also referred to as phloridzin; chemical name phloretin-2'-‚âà√≠‚Äö√¢¬ß-D-glucopyranoside) is a glucoside of phloretin, a dihydrochalcone, a family of bicyclic flavonoids, which in turn is a subgroup in the diverse phenylpropanoid synthesis pathway in plants. In humans, phlorizin is involved in lactose degradation. Phlorizin is a bitter tasting compound. phlorizin is found, on average, in the highest concentration in a few different foods, such as mexican oregano, european plums, and apples and in a lower concentration in pomegranates and apricots. phlorizin has also been detected, but not quantified, in several different foods, such as epazotes, durians, chinese broccoli, sesames, and sweet potato. This could make phlorizin a potential biomarker for the consumption of these foods. It is of sweet taste and contains four molecules of water in the crystal. Phlorizin is found primarily in unripe Malus (apple), root bark of apple, trace amounts have been found in strawberry. It is poorly soluble in ether and cold water, but soluble in ethanol and hot water. Closely related species, such as pear (Pyrus communis), cherry, and other fruit trees in the Rosaceae do not contain phloridzin. Phlorizin was studied as a potential pharmaceutical treatment for type 2 diabetes, but has since been superseded by more selective and more promising synthetic analogs, such as empagliflozin, canagliflozin and dapagliflozin. Phlorizin is a competitive inhibitor of SGLT1 and SGLT2 because it competes with D-glucose for binding to the carrier; this reduces renal glucose transport, lowering the amount of glucose in the blood. Phlorizin is not an effective drug because when orally consumed, it is nearly entirely converted into phloretin by hydrolytic enzymes in the small intestine. Above 200 °C, it decomposes.	60-81-1		OC[C@H]1O[C@@H](OC2=CC(O)=CC(O)=C2C(=O)CCC2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	C21H24O10	InChI=1S/C21H24O10/c22-9-16-18(27)19(28)20(29)21(31-16)30-15-8-12(24)7-14(26)17(15)13(25)6-3-10-1-4-11(23)5-2-10/h1-2,4-5,7-8,16,18-24,26-29H,3,6,9H2/t16-,18-,19+,20-,21-/m1/s1	IOUVKUPGCMBWBT-QNDFHXLGSA-N	436.136947	CHEBI:8113	HMDB0036634	
BASm0000171	(-)-pimara-8(14),15-diene		1686-61-9		[H][C@]12CC[C@@](C)(C=C)C=C1CC[C@@]1([H])C(C)(C)CCC[C@]21C	C20H32	InChI=1S/C20H32/c1-6-19(4)13-10-16-15(14-19)8-9-17-18(2,3)11-7-12-20(16,17)5/h6,14,16-17H,1,7-13H2,2-5H3/t16-,17-,19+,20+/m0/s1	XDSYKASBVOZOAG-RAUXBKROSA-N	272.250401	CHEBI:8210		
BASm0000172	piperonal	3,4-Methylenedioxybenzaldehyde is found in highbush blueberry. 3,4-Methylenedioxybenzaldehyde is a flavouring agent used in cherry and vanilla flavour	120-57-0		[H]C(=O)C1=CC2=C(OCO2)C=C1	C8H6O3	InChI=1S/C8H6O3/c9-4-6-1-2-7-8(3-6)11-5-10-7/h1-4H,5H2	SATCULPHIDQDRE-UHFFFAOYSA-N	150.0316941	CHEBI:8240	HMDB0032612	
BASm0000173	(R)-3-Hydroxybutyric acid	(R)-3-Hydroxybutyric acid is a chiral compound belonging to the class of hydroxy acids. Its chemical structure features a hydroxyl group (-OH) attached to the third carbon of a four-carbon butyric acid backbone, making it a key intermediate in various metabolic pathways. Biologically, (R)-3-hydroxybutyric acid (R-3HB) is involved in energy metabolism, particularly during periods of fasting or carbohydrate restriction, where it serves as an alternative energy source through ketogenesis. It is synthesized in the liver from fatty acids and is a significant metabolite that appears in the epithelium during the transition from glucose metabolism to fat utilization post-weaning (PMID:39628645). Additionally, metabolic engineering efforts have demonstrated the potential for microbial production of R-3HB, highlighting its relevance in biotechnology (PMID:39024463). R-3HB has also been identified as a potential biomarker in various studies, indicating its significance in metabolic profiling (PMID:39456421; PMID:36875836). Its applications extend across agricultural, food, and chemical industries, showcasing its versatility and importance in both natural and engineered biological systems (PMID:39024463).	625-72-3	Expected Solid	[H]O[C@H](C)CC(=O)[O-]	C4H8O3	InChI=1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m1/s5	WHBMMWSBFZVSSR-GSVOUGTGSA-N	104.0473441	CHEBI:8298		MMDBc0031973
BASm0000180	previtamin D3	Previtamin D3 is an intermediate in the production of Vitamin D.	1173-13-3		[H]O[C@]1([H])C([H])([H])C(\C([H])=C(\[H])C2=C([H])C([H])([H])C([H])([H])[C@@]3(C([H])([H])[H])[C@@]2([H])C([H])([H])C([H])([H])[C@]3([H])[C@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H])=C(C([H])([H])[H])C([H])([H])C1([H])[H]	C27H44O	InChI=1S/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h10,12-13,19,21,24-26,28H,6-9,11,14-18H2,1-5H3/b13-12-/t21-,24+,25-,26+,27-/m1/s1	YUGCAAVRZWBXEQ-WHTXLNIXSA-N	384.339216	CHEBI:8403	HMDB0006500	
BASm0000181	protodioscin	Asparasaponin I is found in fenugreek. Asparasaponin I is a bitter principle from white asparagus shoots (Asparagus officinalis) and fenugreek (Trigonella foenum-graecum	55056-80-9		C[C@H](CC[C@@]1(O)O[C@H]2C[C@H]3[C@@H]4CC=C5C[C@@H](O[C@@H]6O[C@H](CO)[C@@H](O[C@@H]7O[C@@H](C)[C@H](O)[C@@H](O)[C@H]7O)[C@H](O)[C@H]6O[C@@H]6O[C@@H](C)[C@H](O)[C@@H](O)[C@H]6O)CC[C@]5(C)[C@H]4CC[C@]3(C)[C@H]2[C@@H]1C)CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C51H84O22	InChI=1S/C51H84O22/c1-20(19-65-45-39(60)38(59)35(56)30(17-52)69-45)9-14-51(64)21(2)32-29(73-51)16-28-26-8-7-24-15-25(10-12-49(24,5)27(26)11-13-50(28,32)6)68-48-44(72-47-41(62)37(58)34(55)23(4)67-47)42(63)43(31(18-53)70-48)71-46-40(61)36(57)33(54)22(3)66-46/h7,20-23,25-48,52-64H,8-19H2,1-6H3	LVTJOONKWUXEFR-UHFFFAOYSA-N	1048.545424	CHEBI:8588	HMDB0034062	
BASm0000182	pterostilbene	4-[(e)-2-(3,5-dimethoxyphenyl)ethenyl]phenol is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 1,3-dimethoxy-5-(2-phenylethenyl)benzene. It is generated by cyp1a2, cyp2c9, and cyp2d6 enzymes via a hydroxylation-of-benzene-para-to-edg reaction. This hydroxylation-of-benzene-para-to-edg occurs in humans.			[H]\C(=C(\[H])C1=CC(OC)=CC(OC)=C1)C1=CC=C(O)C=C1	C16H16O3	InChI=1S/C16H16O3/c1-18-15-9-13(10-16(11-15)19-2)4-3-12-5-7-14(17)8-6-12/h3-11,17H,1-2H3/b4-3+	VLEUZFDZJKSGMX-ONEGZZNKSA-N	256.1099444	CHEBI:8630	HMDB0130987	
BASm0000183	rhaponticin				COC1=C(O)C=C(\C=C\C2=CC(O)=CC(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C2)C=C1	C21H24O9	InChI=1S/C21H24O9/c1-28-16-5-4-11(8-15(16)24)2-3-12-6-13(23)9-14(7-12)29-21-20(27)19(26)18(25)17(10-22)30-21/h2-9,17-27H,10H2,1H3/b3-2+/t17-,18-,19+,20-,21-/m1/s1	GKAJCVFOJGXVIA-DXKBKAGUSA-N	420.1420324	CHEBI:8824	HMDB0304731	
BASm0000184	SN-38	7-Ethyl-10-hydroxycamptothecin (SN38) is the active metabolite of irinotecan (an analog of camptothecin - a topoisomerase I inhibitor); it is 1000 times more active than irinotecan itself. In vitro cytotoxicity assays show that the potency of SN-38 relative to irinotecan varies from 2- to 2000-fold. SN38 is metabolized via glucoronidation by UGT1A1. (Wikipedia) 7-Ethyl-10-hydroxycamptothecin (SN38), the active metabolite of irinotecan, exerts a 100-fold to 1000-fold higher effect than irinotecan itself against several tumor cell lines. (PMID: 23233044) Among five chemotherapeutic agents commonly used for breast cancer treatment, only an irinotecan metabolite SN38 showed additive antitumor activity with olaparib. (PMID: 22454224) Metabolism of irinotecan to SN38 is inefficient and subject to considerable patient-to-patient variability. One approach to more controlled administration of the anticancer agent is direct administration of the active SN38. (PMID: 23299391)  			CCC1=C2C=C(O)C=CC2=NC2=C1CN1C2=CC2=C(COC(=O)[C@]2(O)CC)C1=O	C22H20N2O5	InChI=1S/C22H20N2O5/c1-3-12-13-7-11(25)5-6-17(13)23-19-14(12)9-24-18(19)8-16-15(20(24)26)10-29-21(27)22(16,28)4-2/h5-8,25,28H,3-4,9-10H2,1-2H3/t22-/m0/s1	FJHBVJOVLFPMQE-QFIPXVFZSA-N	392.1372218	CHEBI:8988	HMDB0060510	
BASm0000185	sarpagine				C/C=C1/CN2[C@H]3C[C@@H]1[C@@H](CO)[C@@H]2Cc1c3[nH]c2ccc(O)cc12	C19H22N2O2	InChI=1S/C19H22N2O2/c1-2-10-8-21-17-7-14-13-5-11(23)3-4-16(13)20-19(14)18(21)6-12(10)15(17)9-22/h2-5,12,15,17-18,20,22-23H,6-9H2,1H3	VTVQHYQGTTVKDE-UHFFFAOYSA-N	310.168128	CHEBI:9036		
BASm0000186	sclareol	Sclareol is found in alcoholic beverages. Sclareol is a constituent of Salvia sclarea (clary sage)	515-03-7		[H][C@]1(CC[C@@](C)(O)C=C)[C@](C)(O)CC[C@@]2([H])C(C)(C)CCC[C@]12C	C20H36O2	InChI=1S/C20H36O2/c1-7-18(4,21)13-9-16-19(5)12-8-11-17(2,3)15(19)10-14-20(16,6)22/h7,15-16,21-22H,1,8-14H2,2-6H3/t15-,16+,18-,19-,20+/m0/s1	XVULBTBTFGYVRC-HHUCQEJWSA-N	308.2715304	CHEBI:9053	HMDB0036827	
BASm0000187	scoparone	Scoparone is found in anise. Scoparone is found in several citrus oil	120-08-1		COC1=C(OC)C=C2C=CC(=O)OC2=C1	C11H10O4	InChI=1S/C11H10O4/c1-13-9-5-7-3-4-11(12)15-8(7)6-10(9)14-2/h3-6H,1-2H3	GUAFOGOEJLSQBT-UHFFFAOYSA-N	206.0579088	CHEBI:9055	HMDB0030818	
BASm0000188	sinigrin	Sinigrin is found in brassicas. Sinigrin is isolated from seeds of black mustard (Brassica nigra) and cabbage, as K salt. Sinigrin is present in many crucifers, major glucosinolate in Brussels sprouts (Brassica oleraceae).	534-69-0	Solid	C=CC/C(=N/OS(=O)(=O)[O-])S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C10H17NO9S2	InChI=1S/C10H17NO9S2/c1-2-3-6(11-20-22(16,17)18)21-10-9(15)8(14)7(13)5(4-12)19-10/h2,5,7-10,12-15H,1,3-4H2,(H,16,17,18)/b11-6+/t5-,7-,8+,9-,10+/m1/s1	PHZOWSSBXJXFOR-PTGZALFTSA-N	359.0344725	CHEBI:9162	HMDB0034070	
BASm0000189	skatole	3-Methylindole, or skatole, belongs to the indole family and has a methyl substituent in position 3 of the indole ring. It occurs naturally in feces, beets, and coal tar, and has a strong fecal odor. Its name is derived from skato, the Greek word for dung. It exists as a white crystalline or fine powder solid, and it browns upon aging. 3-Methylindole is produced from tryptophan in the mammalian digestive tract where tryptophan is converted to indoleacetic acid, which decarboxylates to give the methylindole. These reactions are largely driven by the microbiota in the digestive tract. 3-Methylindole is soluble in alcohol and benzene and it gives violet color in potassium ferrocyanide (K4Fe(CN)6.3H2O) mixed with sulfuric acid (H2SO4). Skatole has a double ring system which displays aromaticity that comes from the lone pair electrons on the nitrogen. It is continuous (all atoms in the ring are sp2 hybridized), planar, and follows the 4n+2 rule because it has 10 pi electrons. In a 1994 report released by five top cigarette companies, skatole was listed as one of the 599 additives to cigarettes. This is because in low concentrations skatole has a flowery smell and is found in several flowers and essential oils, including those of orange blossoms, jasmine, and Ziziphus mauritiana. As a result, skatole/3-methylindole is used as a fragrance and fixative in many perfumes and as a general aroma compound for other applications. 3-Methylindole has been found to be a bacterial metabolite of members of the Clostridium (PMID: 18223109) and Lactobacillus (PMID: 16345702) families. Skatole functions as an insect attractant and is one of many compounds that are attractive to males of various species of orchid bees, which apparently gather the chemical to synthesize pheromones; it is commonly used as bait for these bees for study (PMID: 12647866). It is also known for being an attractant for the Tasmanian grass grub beetle (Aphodius tasmaniae). Skatole has also been shown to be an attractant to gravid mosquitoes in both field and laboratory conditions (PMID: 24242053).	83-34-1		CC1=CNC2=CC=CC=C12	C9H9N	InChI=1S/C9H9N/c1-7-6-10-9-5-3-2-4-8(7)9/h2-6,10H,1H3	ZFRKQXVRDFCRJG-UHFFFAOYSA-N	131.0734993	CHEBI:9171	HMDB0000466	
BASm0000190	solavetivone	Solavetivone is found in alcoholic beverages. Solavetivone is a stress metabolite from potato tubers (Solanum tuberosum	54878-25-0		C=C(C)[C@@H]1CC[C@@]2(C1)C(C)=CC(=O)C[C@H]2C	C15H22O	InChI=1S/C15H22O/c1-10(2)13-5-6-15(9-13)11(3)7-14(16)8-12(15)4/h7,12-13H,1,5-6,8-9H2,2-4H3	FGCUSSRGQNHZRW-UHFFFAOYSA-N	218.1670653	CHEBI:9192	HMDB0035657	
BASm0000191	soyasapogenol B	Soyasapogenol B, also known as 24-hydroxysophoradiol, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Soyasapogenol B is an extremely weak basic (essentially neutral) compound (based on its pKa). Soyasapogenol B is found in alfalfa. Soyasapogenol B is a constituent of soya bean saponin, Medicago, Astragalus, and Trifolium species.	595-15-3	Solid	[H][C@]1(O)CC[C@@]2(C)[C@@]([H])(CC[C@]3(C)[C@]2([H])CC=C2[C@]4([H])CC(C)(C)C[C@@]([H])(O)[C@]4(C)CC[C@@]32C)[C@@]1(C)CO	C30H50O3	InChI=1S/C30H50O3/c1-25(2)16-20-19-8-9-22-27(4)12-11-23(32)28(5,18-31)21(27)10-13-30(22,7)29(19,6)15-14-26(20,3)24(33)17-25/h8,20-24,31-33H,9-18H2,1-7H3/t20-,21+,22+,23-,24+,26+,27-,28+,29+,30+/m0/s1	YOQAQNKGFOLRGT-UXXABWCISA-N	458.3759955	CHEBI:9209	HMDB0034648	
BASm0000192	stevioside	Stevioside belongs to the class of organic compounds known as steviol glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically linked to a steviol (a diterpenoid based on a 13-Hydroxykaur-16-en-18-oic acid) moiety. Steviol glycosides are the chemical compounds responsible for the sweet taste of the leaves of the South American plant Stevia rebaudiana (Asteraceae), which is a member of the sunflower family native to Paraguay and Brazil.  Steviol glycosides are the main ingredients (or precursors) of many sweeteners marketed under the generic name stevia and several other trade names. Stevioside is one of the major sweetening constituents of commercial stevia, accounting for between 5-10% of the dry weight of steviol glycosides found in this plant. Stevioside is up to 300 times sweeter than sucrose and is widely used as a non-nutritive replacement for common sugar (sucrose). However, a more recent evaluation suggests that stevioside is only 140 times sweeter than sucrose (PMID: 17397883). Stevia rebaudiana is extensively cultivated in Japan, and stevia is now a permitted sweetener in many countries. The two main compounds in stevia (stevioside and rebaudioside) primarily responsible for the sweet taste of stevia leaves, were first isolated by two French chemists (Bridel and Lavielle) in 1931. In 1980, Tomoya Ogawa and colleagues at the Institute of Physical and Chemical Research (now Riken) in Japan reported the total synthesis of stevioside (https://doi.org/10.1016/0040-4020(80)80136-0). Stevioside binds to the T1R2 and T1R3 (sweet) receptors as well as the T2R4 and T2R14 (bitter) receptors (PMID: 24705770). Stevioside is not an endogenously occurring human metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically stevioside is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults or impacts from environmental, dietary and occupational sources. 	57817-89-7		[H][C@@]1(O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@@]2([H])O[C@@]23C[C@]4(CC2=C)CC[C@]2([H])[C@@](C)(CCC[C@@]2(C)[C@]4([H])CC3)C(=O)O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C38H60O18	InChI=1S/C38H60O18/c1-16-11-37-9-5-20-35(2,7-4-8-36(20,3)34(50)55-32-29(49)26(46)23(43)18(13-40)52-32)21(37)6-10-38(16,15-37)56-33-30(27(47)24(44)19(14-41)53-33)54-31-28(48)25(45)22(42)17(12-39)51-31/h17-33,39-49H,1,4-15H2,2-3H3/t17-,18-,19-,20+,21+,22-,23-,24-,25+,26+,27+,28-,29-,30-,31+,32+,33+,35-,36-,37-,38+/m1/s1	UEDUENGHJMELGK-HYDKPPNVSA-N	804.3779651	CHEBI:9271	HMDB0034945	
BASm0000193	dimethyl sulfone	Dimethyl sulfone, also known as sulfonylbismethane or lignisul MSM, belongs to the class of organic compounds known as sulfones. Sulfones are compounds containing a sulfonyl group, which has the general structure RS(=O)2R' (R,R' =alkyl, aryl), attached to two carbon atoms. Dimethyl sulfone (DMSO2) is an organic sulfur compound belonging to a class of chemicals known as sulfones. It derives from dietary sources, from intestinal bacterial metabolism and from human endogenous methanethiol metabolism. DMSO2 reflects its close chemical relationship to dimethyl sulfoxide (DMSO), which differs only in the oxidation state of the sulfur atom. Dimethyl sulfone is possibly neutral. Dimethyl sulfone exists in all living organisms, ranging from bacteria to humans. DMSO2 is the primary metabolite of DMSO in humans, and it shares some of the properties of DMSO. Dimethyl sulfone is sulfurous tasting compound. dimethyl sulfone is found on average in the highest concentration in milk (cow). Dimethyl sulfone has also been detected, but not quantified in asparagus and guava. This could make dimethyl sulfone a potential biomarker for the consumption of these foods. Dimethyl sulfone can be found in Afipia. It occurs naturally in some primitive plants and is present in small amounts in many foods and beverages.  Dimethyl sulfone can be found in plasma and CSF of normal humans.	67-71-0	Solid	CS(C)(=O)=O	C2H6O2S	InChI=1S/C2H6O2S/c1-5(2,3)4/h1-2H3	HHVIBTZHLRERCL-UHFFFAOYSA-N	94.00885013	CHEBI:9349	HMDB0004983	
BASm0000194	4-O-(beta-D-glucosyl)-trans-4-sinapoyl alcohol			Expected Solid	COC1=CC(\C=C\CO)=CC(OC)=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C17H24O9	InChI=1S/C17H24O9/c1-23-10-6-9(4-3-5-18)7-11(24-2)16(10)26-17-15(22)14(21)13(20)12(8-19)25-17/h3-4,6-7,12-15,17-22H,5,8H2,1-2H3/b4-3+/t12-,13-,14+,15-,17+/m1/s1	QJVXKWHHAMZTBY-GCPOEHJPSA-N	372.1420324	CHEBI:9380		MMDBc0053722
BASm0000195	taraxerol	Taraxerol, also known as alnulin, is a naturally-occurring pentacyclic oleanane-type triterpenoid. It can be found in plants such as Taraxacum officinale (Asteraceae; dandelion), Alnus glutinosa (Betulaceae), Litsea dealbata (Lauraceae), Skimmia spp. (Rutaceae), Dorstenia spp. (Moraceae), Maytenus spp. (Celastraceae), and Alchornea latifolia (Euphobiaceae). Taraxerol is an oleanan-3-ol with an alpha-methyl substituent at position 13, a missing methyl group at position 14, and a double bond between 14 and 15. A large number of medicinal plants are known to have this compound in their leaves, roots or seed oil (PMID: 26009688). Taraxerol has shown the anti-inflammatory effects in vitro, it can disrupt the activation of the enzymes MAP3K7 (TAK1), protein kinase B (PKB or Akt), and NF-κB. By doing so, it may inhibit the expression of proinflammatory mediators in microphages (PMID: 23333629). Taraxerol also exhibits anti-carcinogenic activity. In vivo two-stage carcinogenesis tests of mouse skin tumor showed that taraxerol can inhibit the induction of Epstein-Barr virus early antigen (EBV-EA) by the tumor initiator 7,12-dimethylbenz(a)anthracene (DMBA) and the tumor promoter 12-O-tetradecanoylphorbol-13-acetate (TPA) (PMID: 10408235) (Wikipedia). Taraxerol is found in alcoholic beverages.	127-22-0	Solid	CC1(C)CC[C@]2(C)CC=C3[C@]4(C)CC[C@H]5C(C)(C)[C@@H](O)CC[C@]5(C)[C@H]4CC[C@@]3(C)[C@@H]2C1	C30H50O	InChI=1S/C30H50O/c1-25(2)17-18-27(5)13-9-21-29(7)14-10-20-26(3,4)24(31)12-16-28(20,6)22(29)11-15-30(21,8)23(27)19-25/h9,20,22-24,31H,10-19H2,1-8H3	GGGUGZHBAOMSFJ-UHFFFAOYSA-N	426.3861662	CHEBI:9402	HMDB0034920	
BASm0000196	taurochenodeoxycholate	Taurochenodesoxycholic acid is a bile acid formed in the liver by conjugation of chenodeoxycholate with taurine, usually as the sodium salt. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135). Taurochenodesoxycholic acid has been found to be a microbial metabolite.	516-35-8	Solid	C[C@H](CCC(=O)NCCS(=O)(=O)[O-])[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C26H45NO6S	InChI=1S/C26H45NO6S/c1-16(4-7-23(30)27-12-13-34(31,32)33)19-5-6-20-24-21(9-11-26(19,20)3)25(2)10-8-18(28)14-17(25)15-22(24)29/h16-22,24,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)/t16-,17+,18-,19-,20+,21+,22-,24+,25+,26-/m1/s1	BHTRKEVKTKCXOH-BJLOMENOSA-N	499.2967589	CHEBI:9407	HMDB0000951	
BASm0000197	terpinolene	Terpinolene (TPO), also known as alpha-terpinolene or isoterpinene, belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Thus, terpinolene is considered to be an isoprenoid lipid molecule. Terpinolene is a very hydrophobic monoterpenoid, practically insoluble in water, and relatively neutral. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes in plants is known to occur mainly through the methyl-erythritol-phosphate (MEP) pathway in the plastids (PMID:7640522 ). Geranyl diphosphate (GPP) is a key intermediate in the biosynthesis of cyclic monoterpenes. GPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. Terpinolene is one of the constituents of turpentine and an isomer of terpinene. It appears colourless to pale yellow liquid. Alpha-terpinolene has been identified as an abundant monoterpene in the essential oil of Cannabis sativa plants (PMID:6991645 ). There are more than 140 known terpenes in cannabis and the combination of these terepenoids produces the skunky, fruity odor characteristic of C. savita. Although common in cannabis cultivars, terpinolene is typically found in relatively low amounts. On the other hand, the concentration of terpinolene can be has high as 30% of the essential oil. It is thought that terpinolene offers a mildly sedative effect and can reduce anxiety (PMID:28826544 ). In particular, terpinolene is a central nervous system depressant that has been shown to induce drowsiness (PMID:23339024 ). Terpinolene has been demonstrated to prevent LDL oxidation and is of potential interest in the treatment of atherogenesis and coronary artery disease (PMID:28826544 ). Terpinolene exhibits antifungal and larvicidal properties (PMID:28826544 ). Terpinolene is also an effective anti-microbial agent, particularly against E coli and Staphylococcus bacteria (PMID:16402540 ). Terpinolene is also employed as a fragrence ingredient in lotions, insect repellents (similar to other terpenes), perfumes, and soaps. Terpinolene is also a constituent of many other essential oils e. g. Citrus, Mentha, Juniperus, Myristica species. Parsnip oil (Pastinaca sativa) in particular, is a major source (40-70%). Terpinolene is a sweet, citrus, and fresh tasting compound. It produces a floral, woody or herbal aroma reminiscent of pine needles. In addition to being found in various plant essential oils, terpinolene is found in a few different foods and spices, such as allspice, apples, sage, rosemary, parsnips, nutmegs, and wild carrots and in a lower concentration in sweet bay, star anises, turmerics, apricots, cumins, evergreen blackberries, red bell peppers, and caraway.	586-62-9		CC(C)=C1CCC(C)=CC1	C10H16	InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4H,5-7H2,1-3H3	MOYAFQVGZZPNRA-UHFFFAOYSA-N	136.1252005	CHEBI:9457	HMDB0036994	
BASm0000198	tetracenomycin C			Expected Solid	COC(=O)C1=C(C)C2=C(O)C3=C(C=C2C=C1OC)C(=O)[C@@]1(O)[C@H](O)C(OC)=CC(=O)[C@@]1(O)C3=O	C23H20O11	InChI=1S/C23H20O11/c1-8-14-9(6-11(32-2)15(8)21(29)34-4)5-10-16(17(14)25)20(28)22(30)13(24)7-12(33-3)19(27)23(22,31)18(10)26/h5-7,19,25,27,30-31H,1-4H3/t19-,22-,23-/m1/s1	ULHJWHCSSAEMLW-UEVCKROQSA-N	472.1005615	CHEBI:9470		MMDBc0053739
BASm0000199	tetrahymanol	Tetrahymanol is involved in the terpenoid biosynthesis pathway. Tetrahymanol is produced from squalene.	2130-17-8	Solid	[H][C@@]12CC[C@]3(C)[C@]([H])(CC[C@]4([H])[C@@]5(C)CC[C@H](O)C(C)(C)[C@]5([H])CC[C@@]34C)[C@@]1(C)CCCC2(C)C	C30H52O	InChI=1S/C30H52O/c1-25(2)15-9-16-27(5)20(25)12-18-29(7)22(27)10-11-23-28(6)17-14-24(31)26(3,4)21(28)13-19-30(23,29)8/h20-24,31H,9-19H2,1-8H3/t20-,21-,22+,23+,24-,27-,28-,29+,30+/m0/s1	BFNSRKHIVITRJP-VJBYBJRLSA-N	428.4018163	CHEBI:9493	HMDB0006836	
BASm0000200	6-thioguanine	Thioguanine is only found in individuals that have used or taken this drug. It is an antineoplastic compound which also has antimetabolite action. The drug is used in the therapy of acute leukemia. [PubChem]Thioguanine competes with hypoxanthine and guanine for the enzyme hypoxanthine-guanine phosphoribosyltransferase (HGPRTase) and is itself converted to 6-thioguanilyic acid (TGMP), which reaches high intracellular concentrations at therapeutic doses. TGMP interferes with the synthesis of guanine nucleotides by its inhibition of purine biosynthesis by pseudofeedback inhibition of glutamine-5-phosphoribosylpyrophosphate amidotransferase, the first enzyme unique to the de novo pathway of purine ribonucleotide synthesis. TGMP also inhibits the conversion of inosinic acid (IMP) to xanthylic acid (XMP) by competition for the enzyme IMP dehydrogenase. Thioguanine nucleotides are incorporated into both the DNA and the RNA by phosphodiester linkages, and some studies have shown that incorporation of such false bases contributes to the cytotoxicity of thioguanine. Its tumor inhibitory properties may be due to one or more of its effects on feedback inhibition of de novo purine synthesis; inhibition of purine nucleotide interconversions; or incorporation into the DNA and RNA. The overall result of its action is a sequential blockade of the utilization and synthesis of the purine nucleotides.	154-42-7	Solid	Nc1nc2[nH]cnc2c(=S)[nH]1	C5H5N5S	InChI=1S/C5H5N5S/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11)	WYWHKKSPHMUBEB-UHFFFAOYSA-N	167.0265659	CHEBI:9555	HMDB0014496	
BASm0000201	tigogenin	Tigogenin, also known as sarsasapogenin, (3beta,5alpha,25s)-isomer or smilagenin, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Thus, tigogenin is considered to be a sterol lipid molecule. Tigogenin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Tigogenin can be found in fenugreek, which makes tigogenin a potential biomarker for the consumption of this food product. 	77-60-1		C[C@@H]1CC[C@@]2(OC1)O[C@H]1C[C@H]3[C@@H]4CC[C@H]5C[C@@H](O)CC[C@]5(C)[C@H]4CC[C@]3(C)[C@H]1[C@@H]2C	C27H44O3	InChI=1S/C27H44O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h16-24,28H,5-15H2,1-4H3/t16-,17+,18+,19+,20-,21+,22+,23+,24+,25+,26+,27-/m1/s1	GMBQZIIUCVWOCD-MFRNJXNGSA-N	416.3290453	CHEBI:9595		
BASm0000202	torulene				CC(C)=C/C=C/C(C)=C/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C	C40H54	InChI=1S/C40H54/c1-32(2)18-13-21-35(5)24-15-26-36(6)25-14-22-33(3)19-11-12-20-34(4)23-16-27-37(7)29-30-39-38(8)28-17-31-40(39,9)10/h11-16,18-27,29-30H,17,28,31H2,1-10H3/b12-11+,21-13?,22-14+,23-16+,26-15+,30-29+,33-19+,34-20+,35-24+,36-25+,37-27+	AIBOHNYYKWYQMM-GELUXPMISA-N		CHEBI:9638		
BASm0000203	triacetin	Triacetin is found in fruits. Triacetin is a flavouring agent, adjuvant; formulation aid, humectant, solvent and vehicle. Triacetin is present in papaya (Carica papaya	102-76-1		CC(=O)OCC(COC(C)=O)OC(C)=O	C9H14O6	InChI=1S/C9H14O6/c1-6(10)13-4-9(15-8(3)12)5-14-7(2)11/h9H,4-5H2,1-3H3	URAYPUMNDPQOKB-UHFFFAOYSA-N	218.0790382	CHEBI:9661	HMDB0029592	
BASm0000204	piperyline	(E,E)-Trichostachine is found in herbs and spices. (E,E)-Trichostachine is an alkaloid from Piper nigrum (pepper	25924-78-1		O=C(/C=C/C=C/c1ccc2c(c1)OCO2)N1CCCC1	C16H17NO3	InChI=1S/C16H17NO3/c18-16(17-9-3-4-10-17)6-2-1-5-13-7-8-14-15(11-13)20-12-19-14/h1-2,5-8,11H,3-4,9-10,12H2/b5-1+,6-2+	GQIJYUMTOUBHSH-IJIVKGSJSA-N	271.1208434	CHEBI:9691	HMDB0029374	
BASm0000205	vobasine				C/C=C1/CN(C)[C@H]2Cc3c([nH]c4ccccc34)C(=O)C[C@@H]1[C@@H]2C(=O)OC	C21H24N2O3	InChI=1S/C21H24N2O3/c1-4-12-11-23(2)17-9-15-13-7-5-6-8-16(13)22-20(15)18(24)10-14(12)19(17)21(25)26-3/h4-8,14,17,19,22H,9-11H2,1-3H3	TYPMTMPLTVSOBU-UHFFFAOYSA-N	352.1786926	CHEBI:10015		
BASm0000206	voriconazole	Voriconazole (Vfend, Pfizer) is a triazole antifungal medication used to treat serious fungal infections. It is used to treat invasive fungal infections that are generally seen in patients who are immunocompromised. These include invasive candidiasis, invasive aspergillosis, and emerging fungal infections.	137234-62-9	Solid	C[C@@H](c1ncncc1F)[C@](O)(Cn1cncn1)c1ccc(F)cc1F	C16H14F3N5O	InChI=1S/C16H14F3N5O/c1-10(15-14(19)5-20-7-22-15)16(25,6-24-9-21-8-23-24)12-3-2-11(17)4-13(12)18/h2-5,7-10,25H,6H2,1H3/t10-,16+/m0/s1	BCEHBSKCWLPMDN-MGPLVRAMSA-N	349.1150447	CHEBI:10023	HMDB0014720	
BASm0000207	a wax ester				*OC(*)=O					CHEBI:10036		
BASm0000208	zearalenone	cis-Zearalenone is a metabolite of Fusarium species.	17924-92-4	Solid	C[C@H]1CCCC(=O)CCC/C=C/c2cc(O)cc(O)c2C(=O)O1	C18H22O5	InChI=1S/C18H22O5/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h3,7,10-12,20-21H,2,4-6,8-9H2,1H3/b7-3+	MBMQEIFVQACCCH-XVNBXDOJSA-N	318.1467238	CHEBI:10106	HMDB0031752	
BASm0000209	alpha-zingiberene	Zingiberene is found in anise. Zingiberene is a constituent of ginger oil. Also from wild thyme (Thymus serpyllum), long pepper (Piper longum) and kua (Curcuma zedoaria)	495-60-3		CC(C)=CCC[C@H](C)[C@@H]1C=CC(C)=CC1	C15H24	InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6,8-10,14-15H,5,7,11H2,1-4H3	KKOXKGNSUHTUBV-UHFFFAOYSA-N	204.1878008	CHEBI:10115	HMDB0036164	
BASm0000210	alpha-amyrin			Expected Solid	C[C@H]1[C@H](C)CC[C@]2(C)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@H]12	C30H50O	InChI=1S/C30H50O/c1-19-11-14-27(5)17-18-29(7)21(25(27)20(19)2)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h9,19-20,22-25,31H,10-18H2,1-8H3/t19-,20+,22+,23-,24+,25+,27-,28+,29-,30-/m1/s1	FSLPMRQHCOLESF-SFMCKYFRSA-N	426.3861662	CHEBI:10213		MMDBc0052857
BASm0000211	(-)-alpha-cedrene	alpha-Cedrene⇥alpha-Cedrene is one of the two isomers of cedrene. Cedrene is a sesquiterpene found in the essential oil of cedar. There are two isomers of cedrene, (-)-alpha-cedrene and (+)-beta-cedrene, which differ in the position of a double bond (Wikipedia)			[H][C@@]12CC[C@@H](C)[C@]11C[C@@H](C(C)=CC1)C2(C)C	C15H24	InChI=1S/C15H24/c1-10-7-8-15-9-12(10)14(3,4)13(15)6-5-11(15)2/h7,11-13H,5-6,8-9H2,1-4H3/t11-,12+,13+,15+/m1/s1	IRAQOCYXUMOFCW-OSFYFWSMSA-N	204.1878008	CHEBI:10216	HMDB0059695	
BASm0000212	alpha-copaene	alpha-Copaene, also known as aglaiene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. alpha-Copaene is possibly neutral. alpha-Copaene is a spice and woody tasting compound that can be found in several food items such as lime, mandarin orange (clementine, tangerine), safflower, and summer savoury, which makes alpha-copaene a potential biomarker for the consumption of these food products. alpha-Copaene can be found in feces and saliva.	3856-25-5		[H][C@@]12C3C(C)=CC[C@]1([H])[C@]3(C)CC[C@H]2C(C)C	C15H24	InChI=1S/C15H24/c1-9(2)11-7-8-15(4)12-6-5-10(3)14(15)13(11)12/h5,9,11-14H,6-8H2,1-4H3/t11-,12-,13-,14?,15-/m0/s1	VLXDPFLIRFYIME-XIQJJJERSA-N	204.1878008	CHEBI:10221	HMDB0061851	
BASm0000213	alpha-cryptoxanthin	Alpha-cryptoxanthin is a naturally occurring carotenoid pigment with provitamin A activity whose structure is very similar to that of beta-carotene (HMDB00561). These dietary hydroxycarotenoids have been identified in human serum, milk, and ocular tissues. Industrial production of optically active (3R,6′R)-alpha-cryptoxanthin has not yet been achieved. Little is known about the potential physiological role of alpha-cryptoxanthin.	24480-38-4	Solid	C\C(\C=C\C=C(/C)\C=C\[C@H]1C(C)=C[C@H](O)CC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)CCCC1(C)C	C40H56O	InChI=1S/C40H56O/c1-30(18-13-20-32(3)23-25-37-34(5)22-15-27-39(37,7)8)16-11-12-17-31(2)19-14-21-33(4)24-26-38-35(6)28-36(41)29-40(38,9)10/h11-14,16-21,23-26,28,36,38,41H,15,22,27,29H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,26-24+,30-16+,31-17+,32-20+,33-21+/t36-,38-/m0/s1	ORAKUVXRZWMARG-XBBNTEQGSA-N	552.4331164	CHEBI:10223	HMDB0002268	
BASm0000214	alpha-eudesmol	Alpha-eudesmol (α-eudesmol) is a member of the class of compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids are sesquiterpenoids with a structure based on the eudesmane skeleton.  Sesquitepenes are terpenes that contain 15 carbon atoms and are comprised of three isoprene units. The biosynthesis of sesquiterpenes is known to occur mainly through the mevalonic acid pathway (MVA), in the cytosol. However, recent studies have found evidence of pathway crosstalk with the methyl-eritritol-phosphate (MEP) pathway in the plastid (PMID: 19932496, 17710406). Farnesyl diphosphate (FPP) is a key intermediate in the biosynthesis of cyclic sesquiterpenes. FPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. Alpha-eudesmol is practically insoluble in water but soluble in organic solvents such as methanol, ethanol and ethyl acetate. Alpha-eudesmol can be found in orange, mint, wild celery, ginger, and Cannabis sativa (PMID: 31816756; PMID:18242187). 	473-16-5	1	CC1=CCC[C@]2(C)CC[C@H](C[C@@H]12)C(C)(C)O	C15H26O	InChI=1S/C15H26O/c1-11-6-5-8-15(4)9-7-12(10-13(11)15)14(2,3)16/h6,12-13,16H,5,7-10H2,1-4H3/t12-,13+,15-/m1/s1	FCSRUSQUAVXUKK-VNHYZAJKSA-N	222.1983655	CHEBI:10278		
BASm0000215	(3E,6E)-alpha-farnesene	alpha-Farnesene belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. (3E,6E)-alpha-Farnesene, also known as trans-alpha-Farnesene, is a sweet, bergamot, and citrus tasting flavouring ingredient. (3E,6E)-alpha-Farnesene is a constituent of the natural coating of apples and pears and other fruit. It has been identified in gingers, cottonseeds, common oregano, sweet oranges, spearmints, guava, pomes, and pears. This could make (3E,6E)-alpha-farnesene a potential biomarker for the consumption of these foods.	502-61-4		CC(C)=CCC\C(C)=C\C\C=C(/C)C=C	C15H24	InChI=1S/C15H24/c1-6-14(4)10-8-12-15(5)11-7-9-13(2)3/h6,9-10,12H,1,7-8,11H2,2-5H3/b14-10+,15-12+	CXENHBSYCFFKJS-VDQVFBMKSA-N	204.1878008	CHEBI:10280	HMDB0036065	
BASm0000216	1-naphthol	1-naphthol (1N) is a metabolite of carbaryl and naphthalene that is an intermediate in Metabolism of xenobiotics by cytochrome P450. It is generated by spontaneous reaction from (1R,2S)-Naphthalene epoxide then is it converted to 1,4-Dihydroxynaphthalene. Although 1-Naphthol is not persistent in the body, a single urine sample may adequately predict exposure over several months to chlorpyrifos, which is a broad-spectrum organophosphate insecticide. In adult men, TCPY and 1N were associated with reduced testosterone levels (PMID:16357596, 15579421).	90-15-3		OC1=C2C=CC=CC2=CC=C1	C10H8O	InChI=1S/C10H8O/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7,11H	KJCVRFUGPWSIIH-UHFFFAOYSA-N	144.0575149	CHEBI:10319	HMDB0012138	
BASm0000217	alpha-ribazole			Expected Solid	CC1=C(C)C=C2N(C=NC2=C1)[C@H]1O[C@H](CO)[C@@H](O)[C@H]1O	C14H18N2O4	InChI=1S/C14H18N2O4/c1-7-3-9-10(4-8(7)2)16(6-15-9)14-13(19)12(18)11(5-17)20-14/h3-4,6,11-14,17-19H,5H2,1-2H3/t11-,12-,13-,14+/m1/s1	HLRUKOJSWOKCPP-SYQHCUMBSA-N	278.1266571	CHEBI:10329		MMDBc0054343
BASm0000218	alpha-terpinene	Alpha-Terpinene is one of four isomers of terpinene (the other three being beta terpinene, gamma terpenine, and delta terpinine or terpimolene) that differ in the position of carbon-carbon double bonds. Alpha-Terpinene belongs to the class of organic compounds known as menthane monoterpenes. These are monoterpenes with a structure based on the o-, m-, or p-menthane backbone. p-Menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. alpha-Terpinene is a naturally occurring monoterpene found in allspice, cardamom, and marjoram. alpha-Terpinene is a constituent of many essential oils with oil from Litsea ceylanica being is a major source (20%) of it. alpha-Terpinene has been found in Citrus, Eucalyptus and Juniperus species, and cannabis plants (PMID:6991645 ). ±-Terpinene is a flavouring agent and is produced industrially by acid-catalyzed rearrangement of ±-pinene. It has perfume and flavoring properties but is mainly used to confer a pleasant odor to industrial fluids.	99-86-5		CC1=CC=C(C(C)C)CC1	C10H16	InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,6,8H,5,7H2,1-3H3	YHQGMYUVUMAZJR-UHFFFAOYSA-N	136.1252005	CHEBI:10334	HMDB0036995	
BASm0000219	beta-amyrin	Beta-amyrin, also known as amyrin or (3beta)-olean-12-en-3-ol, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Thus, beta-amyrin is considered to be an isoprenoid lipid molecule. Beta-amyrin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Beta-amyrin can be synthesized from oleanane. Beta-amyrin is also a parent compound for other transformation products, including but not limited to, erythrodiol, glycyrrhetaldehyde, and 24-hydroxy-beta-amyrin. Beta-amyrin can be found in a number of food items such as thistle, pepper (c. baccatum), wakame, and endive, which makes beta-amyrin a potential biomarker for the consumption of these food products. The amyrins are three closely related natural chemical compounds of the triterpene class. They are designated α-amyrin (ursane skeleton), β-amyrin (oleanane skeleton) and δ-amyrin. Each is a pentacyclic triterpenol with the chemical formula C30H50O. They are widely distributed in nature and have been isolated from a variety of plant sources such as epicuticular wax. In plant biosynthesis, α-amyrin is the precursor of ursolic acid and β-amyrin is the precursor of oleanolic acid. All three amyrins occur in the surface wax of tomato fruit. α-Amyrin is found in dandelion coffee .	559-70-6		CC1(C)CC[C@]2(C)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2C1	C30H50O	InChI=1S/C30H50O/c1-25(2)15-16-27(5)17-18-29(7)20(21(27)19-25)9-10-23-28(6)13-12-24(31)26(3,4)22(28)11-14-30(23,29)8/h9,21-24,31H,10-19H2,1-8H3/t21-,22-,23+,24-,27+,28-,29+,30+/m0/s1	JFSHUTJDVKUMTJ-QHPUVITPSA-N	426.3861662	CHEBI:10352		
BASm0000220	(-)-(E)-beta-caryophyllene	(?)-beta-Caryophyllene belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.	87-44-5		C=C1CC/C=C(\C)CC[C@@H]2[C@@H]1CC2(C)C	C15H24	InChI=1S/C15H24/c1-11-6-5-7-12(2)13-10-15(3,4)14(13)9-8-11/h6,13-14H,2,5,7-10H2,1,3-4H3/b11-6+/t13-,14-/m1/s1	NPNUFJAVOOONJE-GFUGXAQUSA-N	204.1878008	CHEBI:10357	HMDB0061842	
BASm0000221	beta-cryptoxanthin	beta-Cryptoxanthin has been isolated from abalone, fish eggs, and many higher plants. beta-Cryptoxanthin is a major source of vitamin A, often second only to beta-carotene, and is present in fruits such as oranges, tangerines, and papayas (PMID: 8554331). Frequent intake of tropical fruits that are rich in beta-cryptoxanthin is associated with higher plasma beta-cryptoxanthin concentrations in Costa Rican adolescents. Papaya intake was the best food predictor of plasma beta-cryptoxanthin concentrations. Subjects that frequently consumed (i.e. greater or equal to 3 times/day) tropical fruits with at least 50 micro g/100 g beta-cryptoxanthin (e.g. papaya, tangerine, orange, watermelon) had twofold the plasma beta-cryptoxanthin concentrations of those with intakes of less than 4 times/week (PMID: 12368412). A modest increase in beta-cryptoxanthin intake, equivalent to one glass of freshly squeezed orange juice per day, is associated with a reduced risk of developing inflammatory disorders such as rheumatoid arthritis (PMID: 16087992). Higher prediagnostic serum levels of total carotenoids and beta-cryptoxanthin were associated with lower smoking-related lung cancer risk in middle-aged and older men in Shanghai, China (PMID: 11440962). Consistent with inhibition of the lung cancer cell growth, beta-cryptoxanthin induced the mRNA levels of retinoic acid receptor beta (RAR-beta) in BEAS-2B cells, although this effect was less pronounced in A549 cells. Furthermore, beta-cryptoxanthin transactivated the RAR-mediated transcription activity of the retinoic acid response element. These findings suggest a mechanism of anti-proliferative action of beta-cryptoxanthin and indicate that beta-cryptoxanthin may be a promising chemopreventive agent against lung cancer (PMID: 16841329). Cryptoxanthin is a natural carotenoid pigment. It has been isolated from a variety of sources including the petals and flowers of plants in the genus Physalis, orange rind, papaya, egg yolk, butter, apples, and bovine blood serum. In a pure form, cryptoxanthin is a red crystalline solid with a metallic lustre. It is freely soluble in chloroform, benzene, pyridine, and carbon disulfide. In the human body, cryptoxanthin is converted into vitamin A (retinol) and is therefore considered a provitamin A. As with other carotenoids, cryptoxanthin is an antioxidant and may help prevent free radical damage to cells and DNA, as well as stimulate the repair of oxidative damage to DNA. Structurally, cryptoxanthin is closely related to beta-carotene, with only the addition of a hydroxyl group. It is a member of the class of carotenoids known as xanthophylls.	472-70-8		CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C2=C(C)C[C@@H](O)CC2(C)C)C(C)(C)CCC1	C40H56O	InChI=1S/C40H56O/c1-30(18-13-20-32(3)23-25-37-34(5)22-15-27-39(37,7)8)16-11-12-17-31(2)19-14-21-33(4)24-26-38-35(6)28-36(41)29-40(38,9)10/h11-14,16-21,23-26,36,41H,15,22,27-29H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,26-24+,30-16+,31-17+,32-20+,33-21+/t36-/m1/s1	DMASLKHVQRHNES-FKKUPVFPSA-N	552.4331164	CHEBI:10362	HMDB0033844	
BASm0000222	beta-cubebene	beta-Cubebene belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.	13744-15-5		C=C1CC[C@@]23[C@@H]([C@@H]12)[C@H](C(C)C)CC[C@H]3C	C15H24	InChI=1S/C15H24/c1-9(2)12-6-5-11(4)15-8-7-10(3)13(15)14(12)15/h9,11-14H,3,5-8H2,1-2,4H3/t11-,12+,13-,14-,15+/m1/s1	FSRZGYRCMPZNJF-KHMAMNHCSA-N	204.1878008	CHEBI:10363	HMDB0061853	
BASm0000223	beta-eudesmol	Beta-Eudesmol, also known as beta-selinenol belongs to the class of organic compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. These are sesquiterpenoids with a structure based on the eudesmane skeleton. Sesquiterpenoids are terpenes that contain 15 carbon atoms and are comprised of three isoprene units. The biosynthesis of sesquiterpenes is known to occur mainly through the mevalonic acid pathway (MVA), in the cytosol. However, recent studies have found evidence of pathway crosstalk with the methyl-eritritol-phosphate (MEP) pathway in the plastid (PMID: 19932496, 17710406). Farnesyl diphosphate (FPP) is a key intermediate in the biosynthesis of cyclic sesquiterpenes. FPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. Beta-eudesmol is a green and wood tasting compound that can be found in a number of food items such as common walnut, sweet basil, ginkgo nuts, burdock, and ginger (PMID: 18242187).	473-15-4		C=C1CCC[C@]2(C)CC[C@@H](C(C)(C)O)C[C@@H]12	C15H26O	InChI=1S/C15H26O/c1-11-6-5-8-15(4)9-7-12(10-13(11)15)14(2,3)16/h12-13,16H,1,5-10H2,2-4H3/t12-,13+,15-/m1/s1	BOPIMTNSYWYZOC-VNHYZAJKSA-N	222.1983655	CHEBI:10417		
BASm0000224	(E)-beta-farnesene	(E)-beta-Farnesene is found in anise. (E)-beta-Farnesene is a constituent of hop, camomile and other essential oils			C=CC(=C)CC/C=C(\C)CCC=C(C)C	C15H24	InChI=1S/C15H24/c1-6-14(4)10-8-12-15(5)11-7-9-13(2)3/h6,9,12H,1,4,7-8,10-11H2,2-3,5H3/b15-12-	JSNRRGGBADWTMC-QINSGFPZSA-N	204.1878008	CHEBI:10418	HMDB0035913	
BASm0000225	2-naphthol	2-Naphthol is a colorless crystalline solid and an isomer of 1-naphthol, differing by the location of the hydroxyl group on naphthalene. The naphthols are naphthalene homologues of phenol, with the hydroxyl group being more reactive than in the phenols. 2-Naphthol has several different uses including dyes, pigments, fats, oils, insecticides, pharmaceuticals, perfumes, antiseptics, synthesis of fungicides, and antioxidants for rubber. Detection of 2-Naphthol in urine usually results from long-term persistent exposure to pesticides such as chlorpyrifos, but also due to exposure to naphthalene in older types of mothballs, fires that produce polyaromatic hydrocarbons (PAHs), and tobacco smoke.	135-19-3		Oc1ccc2ccccc2c1	C10H8O	InChI=1S/C10H8O/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7,11H	JWAZRIHNYRIHIV-UHFFFAOYSA-N	144.0575149	CHEBI:10432	HMDB0012322	
BASm0000226	(-)-beta-santalene	Epi-beta-santalene is found in cereals and cereal products. Epi-beta-santalene is a constituent of the famine food Santalum album (sandalwood). Epi-beta-santalene is a flavouring ingredient	511-59-1		C=C1[C@@H]2CC[C@@H](C2)[C@@]1(C)CCC=C(C)C	C15H24	InChI=1S/C15H24/c1-11(2)6-5-9-15(4)12(3)13-7-8-14(15)10-13/h6,13-14H,3,5,7-10H2,1-2,4H3	PGBNIHXXFQBCPU-UHFFFAOYSA-N	204.1878008	CHEBI:10440	HMDB0036364	
BASm0000227	(+)-beta-selinene	beta-Selinene is found in alcoholic beverages. beta-Selinene is a constituent of celery oil. Also from Cyperus rotundus (nutgrass) and Humulus lupulus (hops)	17066-67-0		C=C(C)[C@@H]1CC[C@@]2(C)CCCC(=C)[C@@H]2C1	C15H24	InChI=1S/C15H24/c1-11(2)13-7-9-15(4)8-5-6-12(3)14(15)10-13/h13-14H,1,3,5-10H2,2,4H3	YOVSPTNQHMDJAG-UHFFFAOYSA-N	204.1878008	CHEBI:10443	HMDB0034997	
BASm0000228	(3R,4S,5S,6R)-pentachlorocyclohexene			Expected Solid	ClC1=C[C@@H](Cl)[C@H](Cl)[C@H](Cl)[C@H]1Cl	C6H5Cl5	InChI=1S/C6H5Cl5/c7-2-1-3(8)5(10)6(11)4(2)9/h1-2,4-6H/t2-,4+,5+,6+/m1/s1	MQYAVRUCONBHOR-JSTMLOLSSA-N	251.8833887	CHEBI:10576		MMDBc0054890
BASm0000229	gamma-terpinene	Gamma-terpinene is one of four isomeric monoterpenes (the other three being alpha terpinene, beta terpinene and delta terpinene). It is a naturally occurring terpinene and has been isolated from a variety of plant sources. It has the highest boiling point of the four known terpinene isomers. It is a major component of essential oils made from citrus fruits and has a strong antioxidant activity. It has a lemon-like or lime-like odor and is widely used in food, flavours, soaps, cosmetics, pharmaceutical, tabacco, confectionery and perfume industries (http://www.gyanflavoursexport.com). The other isomers of gamma-terpinene, such as alpha-terpinene and delta-terpinene, have been isolated from cardamom and marjoram oils while beta terpinene appears to have no natural source.	99-85-4		CC1=CCC(C(C)C)=CC1	C10H16	InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,7-8H,5-6H2,1-3H3	YKFLAYDHMOASIY-UHFFFAOYSA-N	136.1252005	CHEBI:10577	HMDB0005806	
BASm0000230	scyllo-inositol	scyllo-Inositol or scyllitol is an inositol isoform. Inositol is a derivative of cyclohexane with six hydroxyl groups, making it a polyol. It also is known as a sugar alcohol, having exactly the same molecular formula as glucose or other hexoses. Inositol exists in nine possible stereoisomers, including scyllo-inositol, myo-inositol (the most abundant), muco-inositol, D-chiro-inositol, L-chiro-inositol, neo-inositol, allo-inositol, epi-inositol, and cis-inositol. scyllo-Inositol was first isolated from the kidneys of fish in 1858 by Staedeler and Freierchs. scyllo-Inositol is a naturally occurring plant sugar alcohol found most abundantly in the coconut palm. It appears to accumulate in a number of human tissues and biofluids through dietary consumption. It has traditionally been considered to be a B vitamin although it has an uncertain status as a vitamin and a deficiency syndrome has not been identified in man. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1379). Results reported by Viola et al (PMID: 15340856) suggest that high CSF concentrations of scyllo-inositol can be induced by chronic alcoholism. scyllo-Inositol when fed to transgenic mice that exhibit a memory disease very similar to human Alzheimer's disease, can block the accumulation of soluble amyloid-beta (Aβ) plaques in the brain. scyllo-Inositol was found to reverse memory deficits in the mice, reduce the amount of Aβ plaque in the brains of the mice, and reversed other symptoms associated with the presence of Aβ in the brain (PMID: 16767098).	488-59-5	Solid	O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3+,4+,5-,6-	CDAISMWEOUEBRE-CDRYSYESSA-N	180.0633881	CHEBI:10642	HMDB0006088	
BASm0000231	(1R,2R)-1,2-dihydrobenzene-1,2-diol	Trans-1,2-Dihydrobenzene-1,2-diol is an intermediate in the metabolism of Prostaglandin and leukotriene. It is a substrate for Aldo-keto reductase family 1 member C3, Aldo-keto reductase family 1 member C4, Aldo-keto reductase family 1 member C2 and Aldo-keto reductase family 1 member C1.	103302-38-1	Solid	O[C@@H]1C=CC=C[C@H]1O	C6H8O2	InChI=1S/C6H8O2/c7-5-3-1-2-4-6(5)8/h1-8H/t5-,6-/m1/s1	YDRSQRPHLBEPTP-PHDIDXHHSA-N	112.0524295	CHEBI:10702	HMDB0001164	
BASm0000232	(4S)-perillyl alcohol			Expected Solid	C=C(C)[C@@H]1CC=C(CO)CC1	C10H16O	InChI=1S/C10H16O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,10-11H,1,4-7H2,2H3/t10-/m1/s1	NDTYTMIUWGWIMO-SNVBAGLBSA-N	152.1201151	CHEBI:10782		MMDBc0054069
BASm0000233	methylenediurea		13547-17-6		NC(=O)NCNC(N)=O	C3H8N4O2	InChI=1S/C3H8N4O2/c4-2(8)6-1-7-3(5)9/h1H2,(H3,4,6,8)(H3,5,7,9)	KQVLODRFGIKJHZ-UHFFFAOYSA-N		CHEBI:10790		
BASm0000234	(3R)-hydroxybutanoate dimer			Expected Solid	C[C@H](CC(=O)[O-])OC(=O)C[C@@H](C)O	C8H13O5	InChI=1S/C8H14O5/c1-5(9)3-8(12)13-6(2)4-7(10)11/h5-6,9H,3-4H2,1-2H3,(H,10,11)/p-1/t5-,6-/m1/s1	RILHUWWTCSDPAN-PHDIDXHHSA-M	189.0768471	CHEBI:10979		MMDBc0054907
BASm0000235	(2R)-2-hydroxy-3-(4-hydroxyphenyl)propanoate	(r+)-3-(4-hydroxyphenyl)lactate, also known as (2r)-2-hydroxy-3-(4-hydroxyphenyl)propanoate or P-hydroxyphenyllactic acid, is a member of the class of compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid (r+)-3-(4-hydroxyphenyl)lactate is soluble (in water) and a weakly acidic compound (based on its pKa). (r+)-3-(4-hydroxyphenyl)lactate can be found in a number of food items such as muskmelon, coconut, lemon grass, and kohlrabi, which makes (r+)-3-(4-hydroxyphenyl)lactate a potential biomarker for the consumption of these food products.			O=C([O-])[C@H](O)Cc1ccc(O)cc1	C9H9O4	InChI=1S/C9H10O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8,10-11H,5H2,(H,12,13)/p-1/t8-/m1/s1	JVGVDSSUAVXRDY-MRVPVSSYSA-M	181.0506324	CHEBI:10980	HMDB0303993	
BASm0000236	(R)-3-hydroxybutanoate	3-Hydroxybutyric acid (CAS: 300-85-6), also known as beta-hydroxybutanoic acid, is a typical partial-degradation product of branched-chain amino acids (primarily valine) released from muscle for hepatic and renal gluconeogenesis. This acid is metabolized by 3-hydroxybutyrate dehydrogenase (catalyzes the oxidation of 3-hydroxybutyrate to form acetoacetate, using NAD+ as an electron acceptor). The enzyme functions in nervous tissues and muscles, enabling the use of circulating hydroxybutyrate as a fuel. In the liver mitochondrial matrix, the enzyme can also catalyze the reverse reaction, a step in ketogenesis. 3-Hydroxybutyric acid is a chiral compound having two enantiomers, D-3-hydroxybutyric acid and L-3-hydroxybutyric acid, and is a ketone body. Like the other ketone bodies (acetoacetate and acetone), levels of 3-hydroxybutyrate in blood and urine are raised in ketosis. In humans, 3-hydroxybutyrate is synthesized in the liver from acetyl-CoA and can be used as an energy source by the brain when blood glucose is low. Blood levels of 3-hydroxybutyric acid levels may be monitored in diabetic patients to look for diabetic ketoacidosis. Persistent mild hyperketonemia is a common finding in newborns. Ketone bodies serve as an indispensable source of energy for extrahepatic tissues, especially the brain and lung of developing mammals. Another important function of ketone bodies is to provide acetoacetyl-CoA and acetyl-CoA for the synthesis of cholesterol, fatty acids, and complex lipids. During the early postnatal period, acetoacetate (AcAc) and beta-hydroxybutyrate are preferred over glucose as substrates for the synthesis of phospholipids and sphingolipids in accord with requirements for brain growth and myelination. Thus, during the first two weeks of postnatal development, when the accumulation of cholesterol and phospholipids accelerates, the proportion of ketone bodies incorporated into these lipids increases. On the other hand, an increased proportion of ketone bodies is utilized for cerebroside synthesis during the period of active myelination. In the lung, AcAc serves better than glucose as a precursor for the synthesis of lung phospholipids. The synthesized lipids, particularly dipalmitoylphosphatidylcholine, are incorporated into surfactant, and thus have a potential role in supplying adequate surfactant lipids to maintain lung function during the early days of life (PMID: 3884391). 3-Hydroxybutyric acid is found to be associated with fumarase deficiency and medium-chain acyl-CoA dehydrogenase deficiency, which are inborn errors of metabolism. 3-Hydroxybutyric acid is a metabolite of Alcaligenes and can be produced from plastic metabolization or incorporated into polymers, depending on the species (PMID: 7646009, 18615882).	625-72-9	Solid	C[C@@H](O)CC(=O)[O-]	C4H8O3	InChI=1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m1/s1	WHBMMWSBFZVSSR-GSVOUGTGSA-N	104.0473441	CHEBI:10983	HMDB0000011	
BASm0000237	(R)-4'-phosphopantothenate	D-4'-Phosphopantothenate is an intermediate in coenzyme A (CoA) biosynthesis pathway. Coenzyme A is a cofactor of ubiquitous occurrence in plants, bacteria, and animals. It is needed in a large number of enzymatic reactions central to intermediary metabolism, including the oxidation of fatty acids, carbohydrates, and amino acids. [Biocyc COA-PWY]		Solid	CC(C)(COP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)[O-]	C9H18NO8P	InChI=1S/C9H18NO8P/c1-9(2,5-18-19(15,16)17)7(13)8(14)10-4-3-6(11)12/h7,13H,3-5H2,1-2H3,(H,10,14)(H,11,12)(H2,15,16,17)/t7-/m0/s1	XHFVGHPGDLDEQO-ZETCQYMHSA-N	299.0770031	CHEBI:10986	HMDB0001016	MMDBc0033113
BASm0000238	(R)-3-phenyllactate			Expected Solid	[H][C@@](O)(CC1=CC=CC=C1)C([O-])=O	C9H9O3	InChI=1S/C9H10O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)/p-1/t8-/m1/s1	VOXXWSYKYCBWHO-MRVPVSSYSA-M	165.0557177	CHEBI:11009		MMDBc0055035
BASm0000239	(S)-3-hydroxybutanoate	(S)-3-Hydroxybutyric acid is a normal human metabolite that has been found elevated in geriatric patients remitting from depression (PMID: 17048218). 3-Hydroxybutyric acid is a ketone body. Like the other ketone bodies (acetoacetate and acetone), levels of 3-hydroxybutyric acid are raised in ketosis. In humans, 3-hydroxybutyric acid is synthesized in the liver from acetyl-CoA, and can be used as an energy source by the brain when blood glucose is low.	6168-83-8	Solid		C4H7O3		WHBMMWSBFZVSSR-VKHMYHEASA-M	103.0400677	CHEBI:11047	HMDB0000442	
BASm0000240	(S)-carnitine		541-14-0	Expected Solid	[H][C@](O)(CC([O-])=O)C[N+](C)(C)C	C7H15NO3	InChI=1S/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3/t6-/m0/s1	PHIQHXFUZVPYII-LURJTMIESA-N	161.1051934	CHEBI:11060		MMDBc0000281
BASm0000241	1,2-didecanoylglycerol	DG(10:0/10:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/10:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.			CCCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCCC	C23H44O5	InChI=1S/C23H44O5/c1-3-5-7-9-11-13-15-17-22(25)27-19-21(24)20-28-23(26)18-16-14-12-10-8-6-4-2/h21,24H,3-20H2,1-2H3	BPYWNJQNVNYQSQ-UHFFFAOYSA-N	400.3188745	CHEBI:11152		
BASm0000242	1,4-dihydroxy-2-naphthoate	A hydroxy monocarboxylic acid anion that is the conjugate base of 1,4-dihydroxy-2-naphthoic acid.			OC(=O)C1=C(O)C2=CC=CC=C2C([O-])=C1	C11H7O4	InChI=1S/C11H8O4/c12-9-5-8(11(14)15)10(13)7-4-2-1-3-6(7)9/h1-5,12-13H,(H,14,15)/p-1	VOJUXHHACRXLTD-UHFFFAOYSA-M	203.0349823	CHEBI:11173		
BASm0000243	heteropyrithiamine			Expected Solid	CC1=NC=C(C[N+]2=CC=CC=C2)C(=N)N1	C11H13N4	InChI=1S/C11H13N4/c1-9-13-7-10(11(12)14-9)8-15-5-3-2-4-6-15/h2-7H,8H2,1H3,(H2,12,13,14)/q+1	SPQICHFDXHERAC-UHFFFAOYSA-N	201.1134729	CHEBI:11222		MMDBc0056025
BASm0000244	10-deacetyltaxuyunnanin C				C=C1[C@@H](OC(C)=O)CC[C@@]2(C)C[C@H](O)C3=C(C)C[C@H](OC(C)=O)[C@@H]([C@@H](OC(C)=O)[C@H]12)C3(C)C	C26H38O7	InChI=1S/C26H38O7/c1-13-11-20(32-16(4)28)23-24(33-17(5)29)22-14(2)19(31-15(3)27)9-10-26(22,8)12-18(30)21(13)25(23,6)7/h18-20,22-24,30H,2,9-12H2,1,3-8H3/t18-,19-,20-,22-,23-,24-,26-/m0/s1	RAKDXBHPGCOTQG-SFPMZPPXSA-N		CHEBI:11302		
BASm0000245	10-hydroxydecanoate			Expected Solid	[H]OC([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([O-])=O	C10H19O3	InChI=1S/C10H20O3/c11-9-7-5-3-1-2-4-6-8-10(12)13/h11H,1-9H2,(H,12,13)/p-1	YJCJVMMDTBEITC-UHFFFAOYSA-M	187.1339681	CHEBI:11305		MMDBc0048939
BASm0000246	13-hydroxydocosanoate				CCCCCCCCCC(O)CCCCCCCCCCCC(=O)[O-]	C22H44O3	InChI=1S/C22H44O3/c1-2-3-4-5-9-12-15-18-21(23)19-16-13-10-7-6-8-11-14-17-20-22(24)25/h21,23H,2-20H2,1H3,(H,24,25)	BYCZEMFWXYCUSJ-UHFFFAOYSA-N	356.3290453	CHEBI:11320		
BASm0000247	(2R,3S,4S)-leucocyanidin		480-17-1	Expected Solid	O[C@H]1[C@@H](O)C2=C(O)C=C(O)C=C2O[C@@H]1C1=CC(O)=C(O)C=C1	C15H14O7	InChI=1S/C15H14O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,13-21H/t13-,14-,15+/m0/s1	SBZWTSHAFILOTE-SOUVJXGZSA-N	306.0739528	CHEBI:11412		MMDBc0033665
BASm0000248	2,3-dihydroxy-3-methylbutanoate	2,3-dihydroxyisovaleric acid (or 2,3-Dihydroxy-3-methylbutanoate) is invovled in branched chain amino acid biosynthesis. It is a substrate for Ketol-acid reductoisomerase (ilvC).  This enzyme catalyzes the reaction: (R)-2,3-dihydroxy-3-methylbutanoate + NADP+ = (S)-2-hydroxy-2-methyl-3-oxobutanoate + NADPH.	1756-18-9	Expected Solid	CC(C)(O)C(O)C(=O)[O-]	C5H10O4	InChI=1S/C5H10O4/c1-5(2,9)3(6)4(7)8/h3,6,9H,1-2H3,(H,7,8)	JTEYKUFKXGDTEU-UHFFFAOYSA-N	134.0579088	CHEBI:11424	HMDB0341247	MMDBc0031691
BASm0000249	(2E,4E)-2,4-dichloromuconate			Expected Solid	[H]\C(C([O-])=O)=C(/Cl)\C(\[H])=C(\Cl)C([O-])=O	C6H2Cl2O4	InChI=1S/C6H4Cl2O4/c7-3(2-5(9)10)1-4(8)6(11)12/h1-2H,(H,9,10)(H,11,12)/p-2/b3-2+,4-1+	FHXOPKKNGKBBKG-DXLKSGPOSA-L	207.9341111	CHEBI:11438		MMDBc0054794
BASm0000250	2,5-didehydro-D-gluconate	2,5-Diketo-D-gluconate is an intermediate in the synthesis of ascorbic acid.  It is a substrate for the enzyme 2,5-diketo-D-gluconic acid reductase B.  This enzyme catalyzes the reduction of 2,5-diketo-D-gluconic acid (25DKG) to 2-keto-L-gulonic acid (2KLG) with the following reaction: 2-dehydro-D-gluconate + NADP+ = 2,5-didehydro-D-gluconate + NADPH.	53736-12-2	Expected Solid	[H][C@@](O)(C(=O)CO)[C@]([H])(O)C(=O)C([O-])=O	C6H7O7	InChI=1S/C6H8O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h3-4,7,9-10H,1H2,(H,12,13)/p-1/t3-,4+/m1/s1	RXMWXENJQAINCC-DMTCNVIQSA-M	191.0191776	CHEBI:11449		MMDBc0029780
BASm0000251	2-dehydropantoate	2-dehydropantoate belongs to the class of Branched Fatty Acids. These are fatty acids containing a branched chain. (inferred from compound structure)2-dehydropantoate is invovled in Pantothenate and CoA biosynthesis, and Biosynthesis of secondary metabolites. (KEGG)		Expected Solid	CC(C)(CO)C(=O)C([O-])=O	C6H9O4	InChI=1S/C6H10O4/c1-6(2,3-7)4(8)5(9)10/h7H,3H2,1-2H3,(H,9,10)/p-1	PKVVTUWHANFMQC-UHFFFAOYSA-M	145.0500838	CHEBI:11561		MMDBc0029766
BASm0000252	2-hydroxyglutarate	D-2-Hydroxyglutaric acid, also known as (R)-hydroxyglutarate or (R)-2-hydroxy-pentanedioate, belongs to the class of organic compounds known as short-chain hydroxy acids and derivatives. These are hydroxy acids with an alkyl chain the contains less than 6 carbon atoms. D-2-Hydroxyglutaric acid is an extremely weak basic (essentially neutral) compound (based on its pKa). D-2-Hydroxyglutaric acid exists in all living organisms, ranging from bacteria to humans. D-2-hydroxyglutaric acid can be biosynthesized from oxoglutaric acid through the action of the enzyme D-2-hydroxyglutarate dehydrogenase, mitochondrial. In humans, D-2-hydroxyglutaric acid is involved in the metabolic disorder called the oncogenic action of d-2-hydroxyglutarate in hydroxyglutaric aciduria. Outside of the human body, D-2-Hydroxyglutaric acid has been detected, but not quantified in, milk (cow). This could make D-2-hydroxyglutaric acid a potential biomarker for the consumption of these foods. D-2-Hydroxyglutaric acid is a potentially toxic compound. D-2-Hydroxyglutaric acid, with regard to humans, has been found to be associated with several diseases such as d, l-2-hydroxyglutaric aciduria and spondyloenchondrodysplasia; D-2-hydroxyglutaric acid has also been linked to the inborn metabolic disorder d-2-hydroxyglutaric aciduria. The (R)-enantiomer of 2-hydroxyglutaric acid. D-2-Hydroxyglutaric acid is expected to be in Cannabis as all living plants are known to produce and metabolize it.	13095-47-1	1	O=C([O-])CCC(O)C(=O)[O-]	C5H8O5	InChI=1S/C5H8O5/c6-3(5(9)10)1-2-4(7)8/h3,6H,1-2H2,(H,7,8)(H,9,10)/t3-/m1/s1	HWXBTNAVRSUOJR-GSVOUGTGSA-N	148.0372	CHEBI:11596		
BASm0000253	2-oxopent-4-enoate			Expected Solid	[O-]C(=O)C(=O)CC=C	C5H5O3	InChI=1S/C5H6O3/c1-2-3-4(6)5(7)8/h2H,1,3H2,(H,7,8)/p-1	NOXRYJAWRSNUJD-UHFFFAOYSA-M	113.0244176	CHEBI:11641		MMDBc0054185
BASm0000254	3-hydroxy-2-methylpropanoate			Expected Solid	CC(CO)C(=O)[O-]	C4H7O3	InChI=1S/C4H8O3/c1-3(2-5)4(6)7/h3,5H,2H2,1H3,(H,6,7)/p-1	DBXBTMSZEOQQDU-UHFFFAOYSA-M	103.0400677	CHEBI:11805		MMDBc0054223
BASm0000255	3-hydroxy-3-methyl-2-oxobutanoate	3-hydroxy-3-methyl-2-oxobutanoic acid belongs to the class of Branched Fatty Acids. These are fatty acids containing a branched chain. (inferred from compound structure)α-Acetolactic acid (α-acetolactate) is a precursor in the biosynthesis of the branched chain amino acids valine and leucine. α-Acetolactic acid is produced from two molecules of pyruvic acid by acetolactate synthase. α-Acetolactic acid can also be decarboxylated by alpha-acetolactate decarboxylase to produce acetoin. (WikiPedia)			CC(C)(O)C(=O)C(=O)[O-]	C5H8O4	InChI=1S/C5H8O4/c1-5(2,9)3(6)4(7)8/h9H,1-2H3,(H,7,8)	DNOPJXBPONYBLB-UHFFFAOYSA-N	132.0422587	CHEBI:11812		
BASm0000256	3-methyl-2-oxobutanoate	alpha-Ketoisovaleric acid is an abnormal metabolite that arises from the incomplete breakdown of branched-chain amino acids. alpha-Ketoisovaleric acid is a neurotoxin, an acidogen, and a metabotoxin. A neurotoxin causes damage to nerve cells and nerve tissues. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of alpha-ketoisovaleric acid are associated with maple syrup urine disease. MSUD is a metabolic disorder caused by a deficiency of the branched-chain alpha-keto acid dehydrogenase complex (BCKDC), leading to a buildup of the branched-chain amino acids (leucine, isoleucine, and valine) and their toxic by-products (ketoacids) in the blood and urine. The symptoms of MSUD often show in infancy and lead to severe brain damage if untreated. MSUD may also present later depending on the severity of the disease. If left untreated in older individuals, during times of metabolic crisis, symptoms of the condition include uncharacteristically inappropriate, extreme, or erratic behaviour and moods, hallucinations, anorexia, weight loss, anemia, diarrhea, vomiting, dehydration, lethargy, oscillating hypertonia and hypotonia, ataxia, seizures, hypoglycemia, ketoacidosis, opisthotonus, pancreatitis, rapid neurological decline, and coma.  In maple syrup urine disease, the brain concentration of branched-chain ketoacids can increase 10- to 20-fold. This leads to a depletion of glutamate and a consequent reduction in the concentration of brain glutamine, aspartate, alanine, and other amino acids. The result is a compromise of energy metabolism because of a failure of the malate-aspartate shuttle and a diminished rate of protein synthesis (PMID: 15930465). alpha-Ketoisovaleric acid is a keto-acid, which is a subclass of organic acids. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart, liver, and kidney abnormalities, seizures, coma, and possibly death. These are also the characteristic symptoms of untreated MSUD. Many affected children with organic acidemias experience intellectual disability or delayed development.	0759-05-07	Solid	CC(C)C(=O)C([O-])=O	C5H7O3	InChI=1S/C5H8O3/c1-3(2)4(6)5(7)8/h3H,1-2H3,(H,7,8)/p-1	QHKABHOOEWYVLI-UHFFFAOYSA-M	115.0395191	CHEBI:11851	HMDB0000019	
BASm0000257	3-oxo-5beta-cholan-24-oate				[H][C@@](C)(CCC([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC[C@]4([H])CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C	C24H37O3	InChI=1S/C24H38O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-16,18-21H,4-14H2,1-3H3,(H,26,27)/p-1/t15-,16-,18+,19-,20+,21+,23+,24-/m1/s1	KIQFUORWRVZTHT-OPTMKGCMSA-M	373.2748186	CHEBI:11867	HMDB0240359	
BASm0000258	3-(carbamoylamino)propanoate			Expected Solid	OC(=N)NCCC([O-])=O	C4H7N2O3	InChI=1S/C4H8N2O3/c5-4(9)6-2-1-3(7)8/h1-2H2,(H,7,8)(H3,5,6,9)/p-1	JSJWCHRYRHKBBW-UHFFFAOYSA-M	131.0462157	CHEBI:11892		MMDBc0054213
BASm0000259	3alpha,12alpha-dihydroxy-7-oxo-5beta-cholanate			Expected Solid	[H][C@@](C)(CCC([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])C(=O)C[C@]4([H])C[C@]([H])(O)CC[C@]4(C)[C@@]3([H])C[C@]([H])(O)[C@]12C	C24H37O5	InChI=1S/C24H38O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-18,20,22,25,27H,4-12H2,1-3H3,(H,28,29)/p-1/t13-,14+,15-,16-,17+,18+,20+,22+,23+,24-/m1/s1	RHCPKKNRWFXMAT-RRWYKFPJSA-M	405.2646479	CHEBI:11893		MMDBc0055445
BASm0000260	3alpha,7alpha-dihydroxy-12-oxo-5beta-cholanate			Expected Solid	[H][C@@](C)(CCC([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@]([H])(O)C[C@]4([H])C[C@]([H])(O)CC[C@]4(C)[C@@]3([H])CC(=O)[C@]12C	C24H37O5	InChI=1S/C24H38O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-19,22,25-26H,4-12H2,1-3H3,(H,28,29)/p-1/t13-,14+,15-,16-,17+,18+,19-,22+,23+,24-/m1/s1	MIHNUBCEFJLAGN-DMMBONCOSA-M	405.2646479	CHEBI:11901		MMDBc0055446
BASm0000261	3beta-hydroxy-5alpha-pregnane-20-one	This compound is the byproduct of 3beta-hydroxy-5alpha-steroid dehydrogenase (EC 1.1.1.278). With regard to hypothermia, the compound interferes with the development of rapid tolerance to the anxiolytic effect of ethanol. (PMID: 16612485).	516-55-2	Solid	[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@@H](O)CC[C@]12C	C21H34O2	InChI=1S/C21H34O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h14-19,23H,4-12H2,1-3H3/t14-,15-,16-,17+,18-,19-,20-,21+/m0/s1	AURFZBICLPNKBZ-FZCSVUEKSA-N	318.2558803	CHEBI:11909	HMDB0001455	
BASm0000262	4-(beta-D-glucosyloxy)benzoate		15397-25-8		O=C([O-])c1ccc(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc1	C13H16O8	InChI=1S/C13H16O8/c14-5-8-9(15)10(16)11(17)13(21-8)20-7-3-1-6(2-4-7)12(18)19/h1-4,8-11,13-17H,5H2,(H,18,19)/t8-,9-,10+,11-,13-/m1/s1	XSSDYIMYZONMBL-BZNQNGANSA-N	300.0845175	CHEBI:11935		
BASm0000263	4-(hydroxymethyl)benzenesulfonate			Expected Solid	OCC1=CC=C(C=C1)S([O-])(=O)=O	C7H7O4S	InChI=1S/C7H8O4S/c8-5-6-1-3-7(4-2-6)12(9,10)11/h1-4,8H,5H2,(H,9,10,11)/p-1	VVQVMHASNBSOOC-UHFFFAOYSA-M	187.0070535	CHEBI:11944		MMDBc0055460
BASm0000264	4-acetamidobutanoate	4-Acetamidobutanoic acid is a GABA derivative, product of the urea cycle and metabolism of amino groups, the product of NAD-linked aldehyde dehydrogenase [EC 1.2.1.3]. [KEGG]	3025-96-5	Solid	CC(=O)NCCCC([O-])=O	C6H10NO3	InChI=1S/C6H11NO3/c1-5(8)7-4-2-3-6(9)10/h2-4H2,1H3,(H,7,8)(H,9,10)/p-1	UZTFMUBKZQVKLK-UHFFFAOYSA-M	144.0660682	CHEBI:11951		
BASm0000265	4-formylbenzenesulfonate			Expected Solid	[O-]S(=O)(=O)C1=CC=C(C=O)C=C1	C7H5O4S	InChI=1S/C7H6O4S/c8-5-6-1-3-7(4-2-6)12(9,10)11/h1-5H,(H,9,10,11)/p-1	XSAOGXMGZVFIIE-UHFFFAOYSA-M	184.9914034	CHEBI:11987		MMDBc0055480
BASm0000266	4-oxohex-2-enedioate	4-Oxohex-2-enedioate is a substrate for carboxymethylenebutenolidase.  This dienelactone hydrolase catalyzes the reaction 4-carboxymethylenebut-2-en-4-olide + H2O = 4-oxohex-2-enedioate.  Diene lactone hydrolases are frequently used by bacteria to detoxify chlorinated compounds such as 2,5-Dichloro-4-oxohex-2-enedioate and other chlorocatechols.			O=C([O-])C=CC(=O)CC(=O)[O-]	C6H6O5	InChI=1S/C6H6O5/c7-4(3-6(10)11)1-2-5(8)9/h1-2H,3H2,(H,8,9)(H,10,11)	SOXXPQLIZIPMIZ-UHFFFAOYSA-N	158.0215233	CHEBI:12040		
BASm0000267	5'-deoxy-5'-fluoroadenosine			Expected Solid	Nc1ncnc2c1ncn2[C@@H]1O[C@H](CF)[C@@H](O)[C@H]1O	C10H12FN5O3	InChI=1S/C10H12FN5O3/c11-1-4-6(17)7(18)10(19-4)16-3-15-5-8(12)13-2-14-9(5)16/h2-4,6-7,10,17-18H,1H2,(H2,12,13,14)/t4-,6-,7-,10-/m1/s1	QPVLKMICBYRPSX-KQYNXXCUSA-N	269.0924174	CHEBI:12060		MMDBc0054290
BASm0000268	5-oxohexanoate	4-Acetylbutyrate belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.	3128-06-01		CC(=O)CCCC(=O)[O-]	C6H10O3	InChI=1S/C6H10O3/c1-5(7)3-2-4-6(8)9/h2-4H2,1H3,(H,8,9)	MGTZCLMLSSAXLD-UHFFFAOYSA-N	130.0629942	CHEBI:12154	HMDB0061881	
BASm0000270	(1S,2S)-1,2-dihydrobenzene-1,2-diol				O[C@H]1C=CC=C[C@@H]1O	C6H8O2	InChI=1S/C6H8O2/c7-5-3-1-2-4-6(5)8/h1-8H/t5-,6+	YDRSQRPHLBEPTP-OLQVQODUSA-N	112.0524295	CHEBI:12855		
BASm0000271	trans-2-coumarate		614-60-8		O=C([O-])/C=C/c1ccccc1O	C9H8O3	InChI=1S/C9H8O3/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-6,10H,(H,11,12)/b6-5+	PMOWTIHVNWZYFI-AATRIKPKSA-N		CHEBI:12875		
BASm0000272	(E)-4-coumarate			Expected Solid	O=C([O-])/C=C/c1ccc(O)cc1	C9H7O3	InChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12)/p-1/b6-3+	NGSWKAQJJWESNS-ZZXKWVIFSA-M	163.0395191	CHEBI:12876		MMDBc0054083
BASm0000273	D-galactonate	Galactonic acid is a sugar acid that is a metabolic breakdown product of galactose. Galactose dehydrogenase is responsible for converting galactose to galactonolactone, which then spontaneously or enzymatically converts to galactonic acid. Once formed, galactonic acid may enter the pentose phosphate pathway. Galactonic acid is increased in red blood cells of galactosemic patients, due to a galactose-1-phosphate uridyltransferase (GALT) deficiency (PMID: 14680973, OMMBID: The Online Metabolic and Molecular Bases of Inherited Disease, Ch.72). When present in sufficiently high levels, galactonic acid can act as an acidogen and a metabotoxin. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of galactonic acid are associated with at least two inborn errors of metabolism, including galactosemia and galactosemia type II. Galactonic acid is an organic acid. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart abnormalities, liver abnormalities (jaundice), kidney abnormalities, seizures, coma, and possibly death. These are also the characteristic symptoms of untreated galactosemia. Many affected children with organic acidemias experience intellectual disability or delayed development. High levels of galactonic acid in infants are specifically associated with hepatomegaly (an enlarged liver), cirrhosis, renal failure, cataracts, vomiting, seizure, hypoglycemia, lethargy, brain damage, and ovarian failure.	13382-27-9	Solid	O=C([O-])[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)CO	C6H12O7	InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/t2-,3+,4+,5-/m1/s1	RGHNJXZEOKUKBD-MGCNEYSASA-N	196.0583027	CHEBI:12931	HMDB0000565	
BASm0000274	aldehydo-D-galacturonate			Expected Solid	O=C[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)C(=O)[O-]	C6H9O7	InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h1-5,8-11H,(H,12,13)/p-1/t2-,3+,4+,5-/m0/s1	IAJILQKETJEXLJ-RSJOWCBRSA-M	193.0353762	CHEBI:12952		MMDBc0000321
BASm0000275	keto-D-sorbose			Expected Solid	O=C(CO)[C@H](O)[C@@H](O)[C@H](O)CO	C6H12O6	InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3,5-9,11-12H,1-2H2/t3-,5+,6+/m1/s1	BJHIKXHVCXFQLS-PYWDMBMJSA-N	180.0633881	CHEBI:13022		MMDBc0054522
BASm0000276	L-gulonate	Gulonic acid, also known as gulonate, belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.It is a gulonic acid having D-configuration.	20246-53-1	Solid	O=C([O-])[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)CO	C6H12O7	InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/t2-,3+,4-,5-/m1/s1	RGHNJXZEOKUKBD-KKQCNMDGSA-N	196.0583027	CHEBI:13115	HMDB0003290	
BASm0000277	keto-L-sorbose			Expected Solid	O=C(CO)[C@@H](O)[C@H](O)[C@@H](O)CO	C6H12O6	InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3,5-9,11-12H,1-2H2/t3-,5+,6+/m0/s1	BJHIKXHVCXFQLS-OTWZMJIISA-N	180.0633881	CHEBI:13172		MMDBc0054524
BASm0000281	an anilide				[1*]C(=O)Nc1ccccc1					CHEBI:13248		
BASm0000284	acetoacetate	Acetoacetate, also known as acetoacetic acid or oxobutyrate, belongs to short-chain keto acids and derivatives class of compounds. Those are keto acids with an alkyl chain the contains less than 6 carbon atoms. Acetoacetate is soluble (in water) and a weakly acidic compound (based on its pKa). Acetoacetate can be found in a number of food items such as plains prickly pear, daikon radish, papaya, and common chokecherry, which makes acetoacetate a potential biomarker for the consumption of these food products. Acetoacetic acid (also diacetic acid) is the organic compound with the formula CH3COCH2COOH. It is the simplest beta-keto acid group, and like other members of this class, it is unstable. The methyl and ethyl esters, which are quite stable, are produced on a large scale industrially as precursors to dyes. Acetoacetic acid is a weak acid .			CC(=O)CC(=O)[O-]	C4H5O3	InChI=1S/C4H6O3/c1-3(5)2-4(6)7/h2H2,1H3,(H,6,7)/p-1	WDJHALXBUFZDSR-UHFFFAOYSA-M	101.0244176	CHEBI:13705	HMDB0304256	
BASm0000285	1-O-acetylmaltose	Acetyl-maltose is a member of the chemical class known as Dihexoses. These are disaccharides containing two hexose carbohydrates. 			CC(=O)OC1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O	C14H24O12	InChI=1S/C14H24O12/c1-4(17)23-13-11(22)9(20)12(6(3-16)25-13)26-14-10(21)8(19)7(18)5(2-15)24-14/h5-16,18-22H,2-3H2,1H3/t5-,6-,7-,8+,9-,10-,11-,12-,13+,14-/m1/s1	QBQSGZSHVKFNMZ-SASNSOKNSA-N	384.1267762	CHEBI:13714		
BASm0000286	acetylsalicylate	Aspirin is only found in individuals who have consumed this drug. Aspirin or acetylsalicylic acid (acetosal) is a drug in the family of salicylates, often used as an analgesic (against minor pains and aches), antipyretic (against fever), and anti-inflammatory. It has also an anticoagulant effect and is used in long-term low-doses to prevent heart attacks and cancer. It was isolated from meadowsweet (Filipendula ulmaria, formerly classified as Spiraea ulmaria) by German researchers in 1839. While their extract was somewhat effective, it also caused digestive problems such as irritated stomach and diarrhoea, and even death when consumed in high doses. In 1853, a French chemist named Charles Frederic Gerhardt neutralized salicylic acid by buffering it with sodium (sodium salicylate) and acetyl chloride, creating acetosalicylic anhydride. Gerhardt's product worked, but he had no desire to market it and abandoned his discovery. In 1897, researcher Arthur Eichengrun and Felix Hoffmann, a research assistant at Friedrich Bayer & Co. in Germany, derivatized one of the hydroxyl functional groups in salicylic acid with an acetyl group (forming the acetyl ester), which greatly reduced the negative effects. This was the first synthetic drug, not a copy of something that existed in nature, and the start of the pharmaceuticals industry. The name 'aspirin' is composed of a- (from the acetyl group) -spir- (from the plant genus Spiraea) and -in (a common ending for drugs at the time). It has also been stated that the name originated by another means. As referring to AcetylSalicylic and 'pir' in reference to one of the scientists who was able to isolate it in crystalline form, Raffaele Piria. Finally 'in' due to the same reasons as stated above. Salicylic acid (which is a naturally occurring substance found in many plants) can be acetylated using acetic anhydride, yielding aspirin and acetic acid as a byproduct. It is a common experiment performed in organic chemistry labs, and generally tends to produce low yields due to the relative difficulty of its extraction from an aqueous state. The trick to getting the reaction to work is to acidify with phosphoric acid and heat the reagents under reflux with a boiling water bath for between 40 minutes and an hour. Aspirin acts as an inhibitor of cyclooxygenase which results in the inhibition of the biosynthesis of prostaglandins. Aspirin also inhibits platelet aggregation and is used in the prevention of arterial and venous thrombosis. (From Martindale, The Extra Pharmacopoeia, 30th ed, p5).	50-78-2		CC(=O)Oc1ccccc1C(=O)[O-]	C9H8O4	InChI=1S/C9H8O4/c1-6(10)13-8-5-3-2-4-7(8)9(11)12/h2-5H,1H3,(H,11,12)	BSYNRYMUTXBXSQ-UHFFFAOYSA-N	180.0422587	CHEBI:13719	HMDB0001879	
BASm0000287	an alk-2-enal				*C=CC=O					CHEBI:13757		
BASm0000288	aminohydroquinone			Expected Solid	Nc1cc(O)ccc1O	C6H7NO2	InChI=1S/C6H7NO2/c7-5-3-4(8)1-2-6(5)9/h1-3,8-9H,7H2	SBXKRBZKPQBLOD-UHFFFAOYSA-N	125.0476785	CHEBI:13769		MMDBc0054345
BASm0000289	an N-acetylarylamine				*NC(C)=O					CHEBI:13790		
BASm0000291	asparagusate		118374		O=C([O-])C1CSSC1	C4H6O2S2	InChI=1S/C4H6O2S2/c5-4(6)3-1-7-8-2-3/h3H,1-2H2,(H,5,6)	AYGMEFRECNWRJC-UHFFFAOYSA-N		CHEBI:13862		
BASm0000292	carbamate	Carbamic acid is occasionally found as carbamate in workers exposed to pesticides. Carbamates, particularly carbofuran, seem to be more associated with exuberant and diversified symptomatology of pesticide exposure than organophosphates. Neurological symptoms occur among farmers occupationally exposed to acetylcholinesterase-inhibiting insecticides such as carbamates. Carbamic acid products of several amines, such as beta-N-methylamino-L-alanine (BMAA), ethylenediamine, and L-cysteine have been implicated in toxicity. Studies suggested that a significant portion of amino-compounds in biological samples (that naturally contain CO2/bicarbonate) can be present as a carbamic acid. The formation of carbamate glucuronide metabolites has been described for numerous pharmaceuticals and they have been identified in all of the species commonly used in drug metabolism studies (rat, dog, mouse, rabbit, guinea pig, and human). There has been no obvious species specificity for their formation and no preference for 1 or 2 degree amines. Many biological reactions have also been described in the literature that involve the reaction of CO2 with amino groups of biomolecules. For example, CO2 generated from cellular respiration is expired in part through the reversible formation of a carbamate between CO2 and the -amino groups of the alpha and beta-chains of hemoglobin. Glucuronidation is an important mechanism used by mammalian systems to clear and eliminate both endogenous and foreign chemicals. Many functional groups are susceptible to conjugation with glucuronic acid, including hydroxyls, phenols, carboxyls, activated carbons, thiols, amines, and selenium. Primary and secondary amines can also react with carbon dioxide (CO2) via a reversible reaction to form a carbamic acid. The carbamic acid is also a substrate for glucuronidation and results in a stable carbamate glucuronide metabolite. The detection and characterization of these products has been facilitated greatly by the advent of soft ionization mass spectrometry techniques and high field NMR instrumentation. (PMID: 16268118, 17168688, 12929145).	463-77-4	Solid	NC(=O)[O-]	CH3NO2	InChI=1S/CH3NO2/c2-1(3)4/h2H2,(H,3,4)	KXDHJXZQYSOELW-UHFFFAOYSA-N	61.01637835	CHEBI:13941	HMDB0003551	
BASm0000293	citramalate	Citramalic acid, also known as 2-Methylmalic acid, is an analog of malic acid. The structure of citramalic acid is similar to the structure of malic acid except it has an extra CH3 group on position 2. It is also classified as a 2-hydroxydicarboxylic acid. Citramalic acid exists in two isomers, L-citramalic acid and D-citramalic acid.  The L-isomer is more biologically relevant isomer. Citramalic acid is found in almost all living organisms from microbes to plants to humans although citramalate is primarily produced from bacteria. L-citramalic acid was first isolated from the peel of apples in 1954 (PMID: 13160011). It has also been isolated in wine and other ripening fruit (PMID: 13807713). Citramalic acid can inhibit the production of malic acid. Citramalic acid is also an important microbial metabolite and has been found to be a byproduct of Saccharomyces yeast species, as well as Propionibacterium acnes and Aspergillus niger (PMID: 31827810) (http://drweyrich.weyrich.com/labs/oat.html) (PMID: 7628083). Citramalic acid is a component of the C5-branched dibasic acid metabolism pathway. It can be broken down by the enzyme citramalate lyase, which converts citramalate to acetate and pyruvate. Citramalate synthase is an enzyme found in bacteria that synthesizes citramalic acid from acetyl-CoA, pyruvate and water. Citramalic acid may have a useful role in medical diagnoses. It has been found in the urine of two brothers with autistic features (PMID: 7628083). Citramalic acid can also be used as a urinary marker for gut dysbiosis (PMID: 31669633). Dysbiosis is a disorder of the bacterial flora of the human digestive tract. It is usually diagnosed clinically by direct detection of an abnormal pattern of the intestinal microbiota.	597-44-4	Solid	CC(O)(CC(=O)[O-])C(=O)[O-]	C5H8O5	InChI=1S/C5H8O5/c1-5(10,4(8)9)2-3(6)7/h10H,2H2,1H3,(H,6,7)(H,8,9)	XFTRTWQBIOMVPK-UHFFFAOYSA-N	148.0371734	CHEBI:13997	HMDB0000426	
BASm0000294	corydaline				COc1cc2c(cc1OC)[C@H]1[C@@H](C)c3ccc(OC)c(OC)c3CN1CC2	C22H27NO4	InChI=1S/C22H27NO4/c1-13-15-6-7-18(24-2)22(27-5)17(15)12-23-9-8-14-10-19(25-3)20(26-4)11-16(14)21(13)23/h6-7,10-11,13,21H,8-9,12H2,1-5H3	VRSRXLJTYQVOHC-UHFFFAOYSA-N	369.1940084	CHEBI:14027	HMDB0250473	
BASm0000295	crepenynate	A long-chain fatty acid anion and the conjugate base of crepenynic acid, arising from deprotonation of the carboxylic acid group.			CCCCCC#CC/C=C\CCCCCCCC(=O)[O-]	C18H29O2	InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-5,8,11-17H2,1H3,(H,19,20)/p-1/b10-9-	SAOSKFBYQJLQOS-KTKRTIGZSA-M		CHEBI:14030		
BASm0000297	fluoroacetaldehyde				O=CCF	C2H3FO	InChI=1S/C2H3FO/c3-1-2-4/h2H,1H2	YYDWYJJLVYDJLV-UHFFFAOYSA-N	62.01679288	CHEBI:14272	HMDB0252367	
BASm0000298	hyponitrous acid				ON=NO		InChI=1S/H2N2O2/c3-1-2-4/h(H,1,4)(H,2,3)	NFMHSPWHNQRFNR-UHFFFAOYSA-N		CHEBI:14428		
BASm0000299	beta-nicotinamide D-ribonucleotide	NMN(-) belongs to the class of chemical entities known as nicotinamide nucleotides. These are pyridine nucleotides, in which the pyridine base is nicotinamide or a derivative thereof.			NC(=O)c1ccc[n+]([C@@H]2O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]2O)c1	C11H14N2O8P	InChI=1S/C11H15N2O8P/c12-10(16)6-2-1-3-13(4-6)11-9(15)8(14)7(21-11)5-20-22(17,18)19/h1-4,7-9,11,14-15H,5H2,(H3-,12,16,17,18,19)/p-1	DAYLJWODMCOQEW-UHFFFAOYSA-M	333.0487769	CHEBI:14649		
BASm0000300	acetylacetone	2,4-Pentanedione is found in papaya. 2,4-Pentanedione is isolated from ethereal oil of Pinus sylvestris (Scotch pine	123-54-6		CC(=O)CC(C)=O	C5H8O2	InChI=1S/C5H8O2/c1-4(6)3-5(2)7/h3H2,1-2H3	YRKCREAYFQTBPV-UHFFFAOYSA-N	100.0524295	CHEBI:14750	HMDB0031648	
BASm0000301	retinal				CC1=C(C=CC(C)=CC=CC(C)=CC=O)C(C)(C)CCC1	C20H28O	InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3	NCYCYZXNIZJOKI-UHFFFAOYSA-N	284.2140155	CHEBI:15035	HMDB0244342	
BASm0000302	retinoate	all-trans-Retinoic acid is an isomer of retinoic acid, the oxidized form of vitamin A. Retinoic acid functions in determining position along embryonic anterior/posterior axis in chordates. It acts through Hox genes, which ultimately controls anterior/posterior patterning in early developmental stages (PMID:17495912). It is an important regulator of gene expression during growth and development, and in neoplasms. As a drug, all-trans-retinoic acid is known as tretinoin. Tretinoin is derived from maternal vitamin A and is essential for normal growth and embryonic development. An excess of tretinoin can be teratogenic. Tretinoin is used in the treatment of psoriasis, acne vulgaris, and several other skin diseases. It has also been approved for use in promyelocytic leukemia (leukemia, promyelocytic, acute).	302-79-4	Solid	CC1=C(C=CC(C)=CC=CC(C)=CC(=O)[O-])C(C)(C)CCC1	C20H28O2	InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8+,16-14+	SHGAZHPCJJPHSC-YCNIQYBTSA-N	300.2089301	CHEBI:15036	HMDB0001852	
BASm0000303	selenate	Selenate, also known as selenic acid or disodium selenate, is a member of the class of compounds known as non-metal selenates. Non-metal selenates are inorganic non-metallic compoundscontaining a selenate as its largest oxoanion. Selenate can be found in a number of food items such as blackcurrant, allium (onion), common walnut, and pistachio, which makes selenate a potential biomarker for the consumption of these food products. Selenate can be found primarily in urine. The element selenium exhibits several valence states. Selenate is the least reduced, followed by selenite, and elemental selenium. The valence state is an important factor to the toxicity of selenium. Selenate is the form required by organisms that need selenium as a micronutrient. These organisms have the ability to acquire, metabolize and excrete selenium. The level at which selenium becomes toxic varies from species to species and is related to other environmental factors like pH and alkalinity that influence the concentration of selenite over selenate .	14124-68-6		O=[Se](=O)([O-])[O-]	O4Se	InChI=1S/H2O4Se/c1-5(2,3)4/h(H2,1,2,3,4)/p-2	QYHFIVBSNOWOCQ-UHFFFAOYSA-L	143.8961803	CHEBI:15075		
BASm0000304	taxuyunnanin C				C=C1[C@@H](OC(C)=O)CC[C@@]2(C)C[C@H](OC(C)=O)C3=C(C)C[C@H](OC(C)=O)[C@@H]([C@@H](OC(C)=O)[C@H]12)C3(C)C	C28H40O8	InChI=1S/C28H40O8/c1-14-12-21(34-17(4)30)25-26(36-19(6)32)24-15(2)20(33-16(3)29)10-11-28(24,9)13-22(35-18(5)31)23(14)27(25,7)8/h20-22,24-26H,2,10-13H2,1,3-9H3/t20-,21-,22-,24-,25-,26-,28-/m0/s1	KFFHSFCOKCGBBW-VCPDXWRASA-N		CHEBI:15208		
BASm0000305	tetrathionate			Expected Solid	O=S(=O)([O-])SSS(=O)(=O)[O-]	O6S4	InChI=1S/H2O6S4/c1-9(2,3)7-8-10(4,5)6/h(H,1,2,3)(H,4,5,6)/p-2	HPQYKCJIWQFJMS-UHFFFAOYSA-L	223.8588696	CHEBI:15226		MMDBc0056332
BASm0000306	zeatin				CC(=CCNc1ncnc2[nH]cnc12)CO	C10H13N5O	InChI=1S/C10H13N5O/c1-7(4-16)2-3-11-9-8-10(13-5-12-8)15-6-14-9/h2,5-6,16H,3-4H2,1H3,(H2,11,12,13,14,15)	UZKQTCBAMSWPJD-UHFFFAOYSA-N	219.1120101	CHEBI:15333		
BASm0000307	acenaphthene-1,2-dione		82-86-0		O=C1C(=O)c2cccc3cccc1c23	C12H6O2	InChI=1S/C12H6O2/c13-11-8-5-1-3-7-4-2-6-9(10(7)8)12(11)14/h1-6H	AFPRJLBZLPBTPZ-UHFFFAOYSA-N		CHEBI:15342		
BASm0000308	acetaldehyde	Acetaldehyde, also known as ethanal, belongs to the class of organic compounds known as short-chain aldehydes. These are an aldehyde with a chain length containing between 2 and 5 carbon atoms. Acetaldehyde exists in all living species, ranging from bacteria to humans. Within humans, acetaldehyde participates in a number of enzymatic reactions. In particular, acetaldehyde can be biosynthesized from ethanol which is mediated by the enzyme alcohol dehydrogenase 1B. Acetaldehyde can also be converted to acetic acid by the enzyme aldehyde dehydrogenase (mitochondrial) and aldehyde dehydrogenase X (mitochondrial). The main method of production is the oxidation of ethylene by the Wacker process, which involves oxidation of ethylene using a homogeneous palladium/copper system: 2 CH2CH2 + O2 → 2 CH3CHO. In the 1970s, the world capacity of the Wacker-Hoechst direct oxidation process exceeded 2 million tonnes annually. In humans, acetaldehyde is involved in disulfiram action pathway. Acetaldehyde is an aldehydic, ethereal, and fruity tasting compound. Outside of the human body, acetaldehyde is found, on average, in the highest concentration in a few different foods, such as sweet oranges, pineapples, and mandarin orange (clementine, tangerine) and in a lower concentration in . acetaldehyde has also been detected, but not quantified in several different foods, such as malabar plums, malus (crab apple), rose hips, natal plums, and medlars. This could make acetaldehyde a potential biomarker for the consumption of these foods. In condensation reactions, acetaldehyde is prochiral. Acetaldehyde is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound. Acetaldehyde has been found to be associated with several diseases such as alcoholism, ulcerative colitis, nonalcoholic fatty liver disease, and crohn's disease; also acetaldehyde has been linked to the inborn metabolic disorders including aldehyde dehydrogenase deficiency (III) sulfate is used to reoxidize the mercury back to the mercury. Acetaldehyde was first observed by the Swedish pharmacist/chemist Carl Wilhelm Scheele (1774); it was then investigated by the French chemists Antoine François, comte de Fourcroy and Louis Nicolas Vauquelin (1800), and the German chemists Johann Wolfgang Döbereiner (1821, 1822, 1832) and Justus von Liebig (1835). At room temperature, acetaldehyde (CH3CHO) is more stable than vinyl alcohol (CH2CHOH) by 42.7 kJ/mol: Overall the keto-enol tautomerization occurs slowly but is catalyzed by acids. The level at which an average consumer could detect acetaldehyde is still considerably lower than any toxicity. Pathways of exposure include air, water, land, or groundwater, as well as drink and smoke. Acetaldehyde is also created by thermal degradation or ultraviolet photo-degradation of some thermoplastic polymers during or after manufacture. The water industry generally recognizes 20–40 ppb as the taste/odor threshold for acetaldehyde. The level at which an average consumer could detect acetaldehyde is still considerably lower than any toxicity.	75-07-0		CC=O	C2H4O	InChI=1S/C2H4O/c1-2-3/h2H,1H3	IKHGUXGNUITLKF-UHFFFAOYSA-N	44.02621475	CHEBI:15343	HMDB0000990	
BASm0000309	acetone	Acetone, or propanone, is an organic compound with the formula (CH3)2CO. It is the simplest and smallest ketone. It is a colourless, highly volatile and flammable liquid with a characteristic pungent odour. Acetone is miscible with water and serves as an important organic solvent in its own right, in industry, home, and laboratory. Acetone is produced and disposed of in the human body through normal metabolic processes. It is normally present in blood and urine. People with diabetic ketoacidosis produce it in larger amounts. Acetone is not regarded as a waste product of metabolism. However, its physiological role in biochemical machinery is not clear. A model for the role of acetone metabolism is presented that orders the events occurring in acetonemia in sequence: in diabetic ketosis or starvation, ketone body production (b-hydroxy-butyrate, acetoacetate) provides fuel for vital organs (heart, brain, among others) raising the chance of survival of the metabolic catastrophe. However, when ketone body production exceeds the degrading capacity, the accumulating acetoacetic acid presents a new challenge to the pH regulatory system. Acetone production and its further degradation to C3 fragments fulfill two purposes: the maintenance of pH buffering capacity and provision of fuel for peripheral tissues. Since ketosis develops under serious metabolic circumstances, all the mechanisms that balance or moderate the effects of ketosis enhance the chance for survival. From this point of view, the theory that transportable C3 fragments can serve as additional nutrients is a novel view of acetone metabolism which introduces a new approach to the study of acetone degradation, especially in understanding its physiological function and the interrelationship between liver and peripheral tissues. (PMID 10580530). Acetone is typically derived from acetoacetate through the action of microbial acetoacetate decarboxylases found in gut microflora. In chemistry, acetone is the simplest representative of the ketones. Acetone is a colorless, mobile, flammable liquid readily soluble in water, ethanol, ether, etc., and itself serves as an important solvent. It is an irritant and inhalation may lead to hepatotoxic effects (causing liver damage). Acetone can be found in Clostridium (PMID:685531).	67-64-1		CC(C)=O	C3H6O	InChI=1S/C3H6O/c1-3(2)4/h1-2H3	CSCPPACGZOOCGX-UHFFFAOYSA-N	58.04186481	CHEBI:15347	HMDB0001659	
BASm0000310	2-hydroxy-2-methylpropanenitrile	Acetone cyanohydrin (ACH) is an organic compound used in the production of methyl methacrylate, the monomer of the transparent plastic polymethyl methacrylate (PMMA), also known as acrylic. (Wikipedia)			CC(C)(O)C#N	C4H7NO	InChI=1S/C4H7NO/c1-4(2,6)3-5/h6H,1-2H3	MWFMGBPGAXYFAR-UHFFFAOYSA-N	85.05276385	CHEBI:15348	HMDB0060427	
BASm0000311	acetone oxime				CC(C)=NO	C3H7NO	InChI=1S/C3H7NO/c1-3(2)4-5/h5H,1-2H3	PXAJQJMDEXJWFB-UHFFFAOYSA-N	73.05276385	CHEBI:15349	HMDB0247913	
BASm0000312	choline	Choline is a basic constituent of lecithin that is found in many plants and animal organs. It is important as a precursor of acetylcholine, as a methyl donor in various metabolic processes, and in lipid metabolism. Choline is now considered to be an essential vitamin. While humans can synthesize small amounts (by converting phosphatidylethanolamine to phosphatidylcholine), it must be consumed in the diet to maintain health. Required levels are between 425 mg/day (female) and 550 mg/day (male). Milk, eggs, liver, and peanuts are especially rich in choline. Most choline is found in phospholipids, namely phosphatidylcholine or lecithin. Choline can be oxidized to form betaine, which is a methyl source for many reactions (i.e. conversion of homocysteine into methionine). Lack of sufficient amounts of choline in the diet can lead to a fatty liver condition and general liver damage. This arises from the lack of VLDL, which is necessary to transport fats away from the liver. Choline deficiency also leads to elevated serum levels of alanine amino transferase and is associated with increased incidence of liver cancer.	62-49-7		C[N+](C)(C)CCO	C5H14NO	InChI=1S/C5H14NO/c1-6(2,3)4-5-7/h7H,4-5H2,1-3H3/q+1	OEYIOHPDSNJKLS-UHFFFAOYSA-N	104.1075391	CHEBI:15354	HMDB0000097	
BASm0000313	acetylcholine	Acetylcholine (ACh) is a neurotransmitter. Acetylcholine in vertebrates is the major transmitter at neuromuscular junctions, autonomic ganglia, parasympathetic effector junctions, a subset of sympathetic effector junctions, and at many sites in the central nervous system. Its physiological and pharmacological effects, metabolism, release, and receptors have been well documented in several species. ACh has been considered an important excitatory neurotransmitter in the carotid body (CB). Various nicotinic and muscarinic ACh receptors are present in both afferent nerve endings and glomus cells. Therefore, ACh can depolarize or hyperpolarize the cell membrane depending on the available receptor type in the vicinity. Binding of ACh to its receptor can create a wide variety of cellular responses including opening cation channels (nicotinic ACh receptor activation), releasing Ca2+ from intracellular storage sites (via muscarinic ACh receptors), and modulating activities of K+ and Ca2+ channels. Interactions between ACh and other neurotransmitters (dopamine, adenosine, nitric oxide) have been known, and they may induce complicated responses. Cholinergic biology in the CB differs among species and even within the same species due to different genetic composition. Development and environment influence cholinergic biology. Pharmacological data clearly indicate that both muscarinic and nicotinic acetylcholine receptors have a role in the encoding of new memories. Localized lesions and antagonist infusions demonstrate the anatomical locus of these cholinergic effects, and computational modeling links the function of cholinergic modulation to specific cellular effects within these regions. Acetylcholine has been shown to increase the strength of afferent input relative to feedback, to contribute to theta rhythm oscillations, activate intrinsic mechanisms for persistent spiking, and increase the modification of synapses. These effects might enhance different types of encoding in different cortical structures. In particular, the effects in entorhinal and perirhinal cortex and hippocampus might be important for encoding new episodic memories. The role of ACh in attention has been repeatedly demonstrated in several tasks. Acetylcholine is linked to response accuracy in voluntary and reflexive attention and also to response speed in reflexive attention. It is well known that those with Attention-deficit/hyperactivity disorders tend to be inaccurate and slow to respond. (PMID:17284361, 17011181, 15556286). Acetylcholine has been found to be a microbial product, urinary acetylcholine is produced by Lactobacillus (PMID:24621061).	51-84-3	Solid	CC(=O)OCC[N+](C)(C)C	C7H16NO2	InChI=1S/C7H16NO2/c1-7(9)10-6-5-8(2,3)4/h5-6H2,1-4H3/q+1	OIPILFWXSMYKGL-UHFFFAOYSA-N	146.1181038	CHEBI:15355	HMDB0000895	
BASm0000314	acetylenedicarboxylate				O=C([O-])C#CC(=O)[O-]	C4H2O4	InChI=1S/C4H2O4/c5-3(6)1-2-4(7)8/h(H,5,6)(H,7,8)	YTIVTFGABIZHHX-UHFFFAOYSA-N	113.9953085	CHEBI:15357	HMDB0247933	
BASm0000315	acetylpyruvate	A dioxo monocarboxylic acid that is pentanoic acid carrying two oxo groups at positions 2 and 4.		Expected Solid	CC(=O)CC(=O)C(=O)[O-]	C5H6O4	InChI=1S/C5H6O4/c1-3(6)2-4(7)5(8)9/h2H2,1H3,(H,8,9)	UNRQTHVKJQUDDF-UHFFFAOYSA-N	130.0266087	CHEBI:15360		MMDBc0032844
BASm0000316	pyruvate	Pyruvic acid or pyruvate is a simple alpha-keto acid. It is a three-carbon molecule containing a carboxylic acid group and a ketone functional group. Pyruvate is the simplest alpha-keto acid and according to official nomenclature by IUPAC, it is called alpha-keto propanoic acid. Like other keto acids, pyruvic acid can tautomerize from its ketone form to its enol form, containing a double bond and an alcohol. Pyruvate is found in all living organisms ranging from bacteria to plants to humans. It is intermediate compound in the metabolism of carbohydrates, proteins, and fats. Pyruvate is a key intermediate in several metabolic pathways throughout the cell. In particular, pyruvic acid can be made from glucose through glycolysis, converted back to carbohydrates (such as glucose) via gluconeogenesis, or to fatty acids through a reaction with acetyl-CoA. Pyruvic acid supplies energy to cells through the citric acid cycle (TCA or Krebs cycle) when oxygen is present (aerobic respiration), and alternatively ferments to produce lactate when oxygen is lacking (lactic acid). In glycolysis, phosphoenolpyruvate (PEP) is converted to pyruvate by pyruvate kinase. This reaction is strongly exergonic and irreversible. In gluconeogenesis, it takes two enzymes, pyruvate carboxylase and PEP carboxykinase, to catalyze the reverse transformation of pyruvate to PEP. Pyruvic acid is also a metabolite of Corynebacterium (PMID: 27872963).	127-17-3	Liquid	CC(=O)C(=O)[O-]	C3H4O3	InChI=1S/C3H4O3/c1-2(4)3(5)6/h1H3,(H,5,6)	LCTONWCANYUPML-UHFFFAOYSA-N	88.01604399	CHEBI:15361	HMDB0000243	
BASm0000317	N-acetylindoxyl	A hydroxyindole that is indoxyl in which the hydrogen attached to the nitrogen is replaced by an acetyl group.			CC(=O)n1cc(O)c2ccccc21	C10H9NO2	InChI=1S/C10H9NO2/c1-7(12)11-6-10(13)8-4-2-3-5-9(8)11/h2-6,13H,1H3	NNJXIAOPPYUVAX-UHFFFAOYSA-N		CHEBI:15363		
BASm0000318	propynoate	Propynoic acid, also known as propiolic acid, is involved in propanoate metabolism and is interconverted into 2-propyn-1-al by mitochondrial aldehyde dehydrogenase. Propynoic acid is an unsaturated organic acid and it can be prepared by boiling acetylene dicarboxylic acid. It is chemically obtained by the action of alcoholic potash on dibromosuccinic acid, or its acid potassium salt with water. It forms silky crystals which melt at 6°C and boil at about 144°C with decomposition. It is soluble in water and possesses an odour resembling that of acetic acid. Exposure to sunlight converts it into trimesic acid (benzene-1,3,5-tricarboxylic acid). It undergoes bromination to give dibromoacrylic acid. With hydrogen chloride it forms chloroacrylic acid. Its ethyl ester condenses with hydrazine to form pyrazolone. Propynoic acid forms a characteristic explosive silver salt upon the addition of ammoniacal silver nitrate to its aqueous solution, and an amorphous precipitate which explodes upon warming with ammoniacal cuprous chloride. Its ethyl ester condenses with hydrazine to form pyrazolone (Wikipedia).	471-25-0	Solid		C3HO2		UORVCLMRJXCDCP-UHFFFAOYSA-M	68.99820285	CHEBI:15364	HMDB0006804	
BASm0000319	acrolein	Acrolein (systematic name: propenal) is the simplest unsaturated aldehyde. It is a colourless liquid with a piercing, disagreeable, acrid smell. The smell of burnt fat (i.e. when cooking oil is heated to its smoke point) is caused by glycerol in the burning fat breaking down into acrolein. It is produced industrially from propylene and mainly used as a biocide and a building block to other chemical compounds, such as the amino acid methionine. Acrolein is used as an etherification agent in the preparation of modified food starches. Acrolein is an herbicide and algicide used in water treatment. It is produced by microorganisms, e.g. Clostridium perfringens. Acrolein is a relatively electrophilic compound and a reactive one, hence its high toxicity. It is a good Michael acceptor, hence its useful reaction with thiols. It forms acetals readily, a prominent one being the spirocycle derived from pentaerythritol, diallylidene pentaerythritol. Acrolein participates in many Diels-Alder reactions, even with itself. Via Diels-Alder reactions, it is a precursor to some commercial fragrances, including lyral, norbornene-2-carboxaldehyde, and myrac aldehyde. Acrolein is toxic and is a strong irritant for the skin, eyes, and nasal passages. The main metabolic pathway for acrolein is the alkylation of glutathione. The WHO suggests a 'tolerable oral acrolein intake' of 7.5 µg/day per kilogram of body weight. Although acrolein occurs in French fries, the levels are only a few micrograms per kilogram. Acrolein has also been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID:22626821).	107-02-8		C=CC=O	C3H4O	InChI=1S/C3H4O/c1-2-3-4/h2-3H,1H2	HGINCPLSRVDWNT-UHFFFAOYSA-N	56.02621475	CHEBI:15368	HMDB0041822	
BASm0000320	H2O	Water is a chemical substance that is essential to all known forms of life. It appears colorless to the naked eye in small quantities, though it is actually slightly blue in color. It covers 71% of Earth's surface. Current estimates suggest that there are 1.4 billion cubic kilometers (330 million m3) of it available on Earth, and it exists in many forms. It appears mostly in the oceans (saltwater) and polar ice caps, but it is also present as clouds, rain water, rivers, freshwater aquifers, lakes, and sea ice. Water in these bodies perpetually moves through a cycle of evaporation, precipitation, and runoff to the sea. Clean water is essential to human life. In many parts of the world, it is in short supply. From a biological standpoint, water has many distinct properties that are critical for the proliferation of life that set it apart from other substances. It carries out this role by allowing organic compounds to react in ways that ultimately allow replication. All known forms of life depend on water. Water is vital both as a solvent in which many of the body's solutes dissolve and as an essential part of many metabolic processes within the body. Metabolism is the sum total of anabolism and catabolism. In anabolism, water is removed from molecules (through energy requiring enzymatic chemical reactions) in order to grow larger molecules (e.g. starches, triglycerides and proteins for storage of fuels and information). In catabolism, water is used to break bonds in order to generate smaller molecules (e.g. glucose, fatty acids and amino acids to be used for fuels for energy use or other purposes). Water is thus essential and central to these metabolic processes. Water is also central to photosynthesis and respiration. Photosynthetic cells use the sun's energy to split off water's hydrogen from oxygen. Hydrogen is combined with CO2 (absorbed from air or water) to form glucose and release oxygen. All living cells use such fuels and oxidize the hydrogen and carbon to capture the sun's energy and reform water and CO2 in the process (cellular respiration). Water is also central to acid-base neutrality and enzyme function. An acid, a hydrogen ion (H+, that is, a proton) donor, can be neutralized by a base, a proton acceptor such as hydroxide ion (OH-) to form water. Water is considered to be neutral, with a pH (the negative log of the hydrogen ion concentration) of 7. Acids have pH values less than 7 while bases have values greater than 7. Stomach acid (HCl) is useful to digestion. However, its corrosive effect on the esophagus during reflux can temporarily be neutralized by ingestion of a base such as aluminum hydroxide to produce the neutral molecules water and the salt aluminum chloride. Human biochemistry that involves enzymes usually performs optimally around a biologically neutral pH of 7.4. (Wikipedia).	7732-18-5		O	H2O	InChI=1S/H2O/h1H2	XLYOFNOQVPJJNP-UHFFFAOYSA-N	18.01056469	CHEBI:15377	HMDB0002111	
BASm0000321	H(+)	Hydrogen ion is recommended by IUPAC as a general term for all ions of hydrogen and its isotopes.  Depending on the charge of the ion, two different classes can be distinguished: positively charged ions and negatively charged ions. Under aqueous conditions found in biochemistry, hydrogen ions exist as the hydrated form hydronium, H3O+, but these are often still referred to as hydrogen ions or even protons by biochemists. [Wikipedia])		Solid	[H+]	H	InChI=1S/p+1	GPRLSGONYQIRFK-UHFFFAOYSA-N	1.007825032	CHEBI:15378	HMDB0059597	
BASm0000322	O2	Oxygen is the third most abundant element in the universe after hydrogen and helium and the most abundant element by mass in the Earth's crust. Diatomic oxygen gas constitutes 20.9% of the volume of air. All major classes of structural molecules in living organisms, such as proteins, carbohydrates, and fats, contain oxygen, as do the major inorganic compounds that comprise animal shells, teeth, and bone. Oxygen in the form of O2 is produced from water by cyanobacteria, algae and plants during photosynthesis and is used in cellular respiration for all living organisms. Green algae and cyanobacteria in marine environments provide about 70% of the free oxygen produced on earth and the rest is produced by terrestrial plants. Oxygen is used in mitochondria to help generate adenosine triphosphate (ATP) during oxidative phosphorylation. For animals, a constant supply of oxygen is indispensable for cardiac viability and function. To meet this demand, an adult human, at rest, inhales 1.8 to 2.4 grams of oxygen per minute. This amounts to more than 6 billion tonnes of oxygen inhaled by humanity per year. At a resting pulse rate, the heart consumes approximately 8-15 ml O2/min/100 g tissue. This is significantly more than that consumed by the brain (approximately 3 ml O2/min/100 g tissue) and can increase to more than 70 ml O2/min/100 g myocardial tissue during vigorous exercise. As a general rule, mammalian heart muscle cannot produce enough energy under anaerobic conditions to maintain essential cellular processes; thus, a constant supply of oxygen is indispensable to sustain cardiac function and viability. However, the role of oxygen and oxygen-associated processes in living systems is complex, and they and can be either beneficial or contribute to cardiac dysfunction and death (through reactive oxygen species). Reactive oxygen species (ROS) are a family of oxygen-derived free radicals that are produced in mammalian cells under normal and pathologic conditions. Many ROS, such as the superoxide anion (O2-)and hydrogen peroxide (H2O2), act within blood vessels, altering mechanisms mediating mechanical signal transduction and autoregulation of cerebral blood flow. Reactive oxygen species are believed to be involved in cellular signaling in blood vessels in both normal and pathologic states. The major pathway for the production of ROS is by way of the one-electron reduction of molecular oxygen to form an oxygen radical, the superoxide anion (O2-). Within the vasculature there are several enzymatic sources of O2-, including xanthine oxidase, the mitochondrial electron transport chain, and nitric oxide (NO) synthases. Studies in recent years, however, suggest that the major contributor to O2- levels in vascular cells is the membrane-bound enzyme NADPH-oxidase. Produced O2- can react with other radicals, such as NO, or spontaneously dismutate to produce hydrogen peroxide (H2O2). In cells, the latter reaction is an important pathway for normal O2- breakdown and is usually catalyzed by the enzyme superoxide dismutase (SOD). Once formed, H2O2 can undergo various reactions, both enzymatic and nonenzymatic. The antioxidant enzymes catalase and glutathione peroxidase act to limit ROS accumulation within cells by breaking down H2O2 to H2O. Metabolism of H2O2 can also produce other, more damaging ROS. For example, the endogenous enzyme myeloperoxidase uses H2O2 as a substrate to form the highly reactive compound hypochlorous acid. Alternatively, H2O2 can undergo Fenton or Haber-Weiss chemistry, reacting with Fe2+/Fe3+ ions to form toxic hydroxyl radicals (-.OH). (PMID: 17027622, 15765131).	7782-44-7		O=O	O2	InChI=1S/O2/c1-2	MYMOFIZGZYHOMD-UHFFFAOYSA-N	31.98982924	CHEBI:15379	HMDB0001377	
BASm0000323	(4R)-limonene	(+)-Limonene, also known as d-limonene, is a naturally occurring monoterpene which is the major component in orange oil. Currently, (+)-limonene is widely used as a flavour and fragrance and is listed to be generally recognized as safe in food by the Food and Drug Administration (21 CFR 182.60 in the Code of Federal Regulations, U.S.A.). Recently, however, (+)-limonene has been shown to cause a male rat-specific kidney toxicity referred to as hyaline droplet nephropathy. Furthermore, chronic exposure to (+)-limonene causes a significant incidence of renal tubular tumours exclusively in male rats. Although (+)-limonene is not carcinogenic in female rats or male and female mice given much higher dosages, the male rat-specific nephrocarcinogenicity of (+)-limonene may raise some concern regarding the safety of (+)-limonene for human consumption. A considerable body of scientific data has indicated that the renal toxicity of (+)-limonene results from the accumulation of a protein, alpha 2u-globulin, in male rat kidney proximal tubule lysosomes. This protein is synthesized exclusively by adult male rats. Other species, including humans, synthesize proteins that share significant homology with alpha 2u-globulin. However, none of these proteins, including the mouse equivalent of alpha 2u-globulin, can produce this toxicity, indicating a unique specificity for alpha 2u-globulin. With chronic exposure to (+)-limonene, the hyaline droplet nephropathy progresses and the kidney shows tubular cell necrosis, granular cast formation at the corticomedullary junction, and compensatory cell proliferation. Both (+)-limonene and cis-d-limonene-1,2-oxide (the major metabolite involved in this toxicity) are negative in vitro mutagenicity screens. Therefore, the toxicity-related renal cell proliferation is believed to be integrally involved in the carcinogenicity of (+)-limonene as persistent elevations in renal cell proliferation may increase fixation of spontaneously altered DNA or serve to promote spontaneously initiated cells. The scientific data demonstrates that the tumorigenic activity of (+)-limonene in male rats is not relevant to humans. The three major lines of evidence supporting the human safety of (+)-limonene are (1) the male rat specificity of the nephrotoxicity and carcinogenicity; (2) the pivotal role that alpha 2u-globulin plays in the toxicity, as evidenced by the complete lack of toxicity in other species despite the presence of structurally similar proteins; and (3) the lack of genotoxicity of both (+)-limonene and d-limonene-1,2-oxide, supporting the concept of a nongenotoxic mechanism, namely, sustained renal cell proliferation (PMID:2024047).	5989-27-5	Liquid	CC(=C)[C@@H]1CCC(C)=CC1	C10H16	InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3/t10-/m0/s1	XMGQYMWWDOXHJM-JTQLQIEISA-N	136.1252005	CHEBI:15382	HMDB0003375	
BASm0000324	(4S)-limonene	Limonene is a monoterpene with a clear colourless liquid at room temperature, a naturally occurring chemical which is the major component in oil of oranges. Limonene is widely used as a flavour and fragrance and is listed to be generally recognized as safe in food by the Food and Drug Administration (21 CFR 182.60 in the Code of Federal Regulations, U.S.A.). Limonene is a botanical (plant-derived) solvent of low toxicity. Mild skin irritation may occur from exposure to limonene and oxidation products of limonene may produce dermal sensitization, and may have irritative and bronchoconstrictive airway effects; however, data are scant and more studies are required. Limonene has been shown to cause a male rat-specific kidney toxicity referred to as hyaline droplet nephropathy. Furthermore, chronic exposure to limonene causes a significant incidence of renal tubular tumours exclusively in male rats. Limonene is one of the active components of dietary phytochemicals that appears to be protective against cancer (PMID:16563357, 15499193, 15325315, 2024047).	5989-54-8	Liquid	CC(=C)[C@H]1CCC(C)=CC1	C10H16	InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3/t10-/m1/s1	XMGQYMWWDOXHJM-SNVBAGLBSA-N	136.1252005	CHEBI:15383	HMDB0004321	
BASm0000325	limonene	Dipentene is found in carrot. Dipentene is a constituent of many essential oils	9003-73-0		C=C(C)C1CC=C(C)CC1	C10H16	InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3	XMGQYMWWDOXHJM-UHFFFAOYSA-N	136.1252005	CHEBI:15384	HMDB0032473	
BASm0000326	(1S,8aR)-delta-cadinene	(+)-1(10),4-Cadinadiene is found in allspice. (+)-1(10),4-Cadinadiene is a constituent of the essential oils of ylang-ylang, citronella, cubebs, and sweetflag	483-76-1		[H][C@@]12C=C(C)CCC1=C(C)CC[C@H]2C(C)C	C15H24	InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h9-10,13,15H,5-8H2,1-4H3/t13-,15-/m0/s1	FUCYIEXQVQJBKY-ZFWWWQNUSA-N	204.1878008	CHEBI:15385	HMDB0035084	
BASm0000327	(3S,4R)-3,4-dihydrophenanthrene-3,4-diol			Expected Solid	[H][C@]1(O)C=CC2=C(C3=CC=CC=C3C=C2)[C@@]1([H])O	C14H12O2	InChI=1S/C14H12O2/c15-12-8-7-10-6-5-9-3-1-2-4-11(9)13(10)14(12)16/h1-8,12,14-16H/t12-,14-/m0/s1	FOTICWSJABVKPW-JSGCOSHPSA-N	212.0837296	CHEBI:15386		MMDBc0054916
BASm0000328	(1S,3R,5S)-sabinol	(+)-cis-Sabinol belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Thus, (+)-cis-sabinol is an isoprenoid lipid molecule. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes is known to occur mainly through the methyl-eritritol-phosphate (MEP) pathway in the plastids (PMID: 23746261). Geranyl diphosphate (GPP) is a key intermediate in the biosynthesis of cyclic monoterpenes. GPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. (+)-cis-Sabinol is very hydrophobic, practically insoluble in water, and relatively neutral. Artemisia annuaand (https://doi.org/10.1007/s11418-006-0112-9) and in herbal plant Dendranthema indicum (PMID: 29510531).			CC(C)[C@@]12C[C@@H]1C(=C)[C@H](O)C2	C10H16O	InChI=1S/C10H16O/c1-6(2)10-4-8(10)7(3)9(11)5-10/h6,8-9,11H,3-5H2,1-2H3/t8-,9-,10+/m1/s1	MDFQXBNVOAKNAY-BBBLOLIVSA-N	152.1201151	CHEBI:15387	HMDB0302768	
BASm0000329	(1R,5S)-carveol	(+)-trans-Carveol is a metabolite that is a part of arachidonic acid metabolism, linoleic acid metabolism, retinol metabolism, and serotonergic synapse pathways. It is a substrate for cytochrome P450 2C9 and cytochrome P450 2C19.	18383-51-2	Solid	CC(=C)[C@H]1CC=C(C)[C@H](O)C1	C10H16O	InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9-11H,1,5-6H2,2-3H3/t9-,10+/m0/s1	BAVONGHXFVOKBV-VHSXEESVSA-N	152.1201151	CHEBI:15388	HMDB0059608	
BASm0000330	(1S,5R)-carveol	Carveol is a natural terpenoid alcohol that is a constituent of spearmint oil. It has an odor and flavor that resemble those of spearmint and caraway. Consequently, it is used as a fragrance in cosmetics and as a flavor additive in the food industry.	2102-58-1	Solid	C=C(C)[C@@H]1CC=C(C)[C@@H](O)C1	C10H16O	InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9-11H,1,5-6H2,2-3H3/t9-,10+/m1/s1	BAVONGHXFVOKBV-ZJUUUORDSA-N	152.1201151	CHEBI:15389	HMDB0003450	
BASm0000331	(2S)-bisdechlorogeodin				COC(=O)C1=CC(=O)C=C(OC)[C@@]12Oc1cc(C)cc(O)c1C2=O	C17H14O7	InChI=1S/C17H14O7/c1-8-4-11(19)14-12(5-8)24-17(15(14)20)10(16(21)23-3)6-9(18)7-13(17)22-2/h4-7,19H,1-3H3	JCMPRFCVZKOFIT-UHFFFAOYSA-N	330.0739528	CHEBI:15390		
BASm0000332	(2R)-bisdechlorogeodin				COC(=O)C1=CC(=O)C=C(OC)[C@]12Oc1cc(C)cc(O)c1C2=O	C17H14O7	InChI=1S/C17H14O7/c1-8-4-11(19)14-12(5-8)24-17(15(14)20)10(16(21)23-3)6-9(18)7-13(17)22-2/h4-7,19H,1-3H3	JCMPRFCVZKOFIT-UHFFFAOYSA-N	330.0739528	CHEBI:15391		
BASm0000333	(1R,4R)-bornane-2,5-dione			Expected Solid	CC1(C)[C@H]2CC(=O)[C@]1(C)CC2=O	C10H14O2	InChI=1S/C10H14O2/c1-9(2)6-4-8(12)10(9,3)5-7(6)11/h6H,4-5H2,1-3H3/t6-,10-/m0/s1	UDIUFGIXIGLRSM-WKEGUHRASA-N	166.0993797	CHEBI:15392		MMDBc0054771
BASm0000334	(1R,2S,4R)-borneol	(+)-Borneol is found in ginger. (+)-Borneol is a constituent of Curcuma aromatica and other plants	464-43-7	Solid	CC1(C)[C@@H]2CC[C@@]1(C)[C@@H](O)C2	C10H18O	InChI=1S/C10H18O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7-8,11H,4-6H2,1-3H3/t7-,8+,10+/m0/s1	DTGKSKDOIYIVQL-QXFUBDJGSA-N	154.1357652	CHEBI:15393	HMDB0035818	
BASm0000335	(1S,2R,4S)-borneol	(-)-Borneol is found in common thyme and in turmeric. (-)-Borneol is a constituent of <i>Blumea balsamifera</i> (sambong). Both Borneol and Isoborneol and their acetates and formates are used as flavouring agents	507-70-0	Solid	CC1(C)[C@H]2CC[C@]1(C)[C@H](O)C2	C10H18O	InChI=1S/C10H18O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7-8,11H,4-6H2,1-3H3/t7-,8+,10+/m0/s1	DTGKSKDOIYIVQL-QXFUBDJGSA-N	154.1357652	CHEBI:15394	HMDB0034976	
BASm0000336	(1R,4R)-camphor	Camphor, also known as (+)-camphor or (+)-bornan-2-one, is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other. Camphor is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Within the cell, camphor is primarily located in the membrane (predicted from logP). Camphor is a waxy, flammable, white or transparent solid with a strong aroma. It is a terpenoid with the chemical formula C10H16O. It is found in many plants, such as in the wood of the camphor laurel (Cinnamomum camphora), a large evergreen tree found in Asia (particularly in Sumatra and Borneo islands, Indonesia) and also of the unrelated Kapur tree, a tall timber tree from the same region. It also occurs in some other related trees in the laurel family, notably Ocotea usambarensis and in the oil in rosemary leaves (Rosmarinus officinalis). The mint family contains 10 to 20% camphor, while camphorweed (Heterotheca) only contains some 5%. Camphor can also be synthetically produced from oil of turpentine. It is used for its scent, as an ingredient in cooking (mainly in India), as an embalming fluid, for medicinal purposes, and in religious ceremonies. A major source of camphor in Asia is camphor basil (the parent of African blue basil) (Wikipedia).	464-49-3		CC1(C)[C@@H]2CC[C@@]1(C)C(=O)C2	C10H16O	InChI=1S/C10H16O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7H,4-6H2,1-3H3/t7-,10+/m1/s1	DSSYKIVIOFKYAU-XCBNKYQSSA-N	152.1201151	CHEBI:15396	HMDB0059838	
BASm0000337	(1S,4S)-camphor		464-48-2		CC1(C)[C@H]2CC[C@]1(C)C(=O)C2	C10H16O	InChI=1S/C10H16O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7H,4-6H2,1-3H3/t7-,10+/m0/s1	DSSYKIVIOFKYAU-OIBJUYFYSA-N	152.1201151	CHEBI:15397		
BASm0000338	(1R,4R,5R)-5-hydroxycamphor			Expected Solid	[H][C@@]1(O)C[C@@]2(C)C(=O)C[C@]1([H])C2(C)C	C10H16O2	InChI=1S/C10H16O2/c1-9(2)6-4-8(12)10(9,3)5-7(6)11/h6-7,11H,4-5H2,1-3H3/t6-,7+,10-/m0/s1	DJQYBVLXBVJHMU-PJKMHFRUSA-N	168.1150298	CHEBI:15398		MMDBc0054023
BASm0000339	(S)-carvone	Carvone, with R and S isomers, also known as carvol or limonen-6-one, belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. p-Menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m-menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Carvone is a neutral compound. Carvone is a naturally occurring organic compound found in many essential oils but is most abundant in the oils from caraway seeds (Carum carvi), spearmint (Mentha spicata), and dill (PMID:27427817). Carvone is occasionally found as a component of biological fluids in normal individuals. Both carvones (R, S) are used in the food and flavor industry (http//doi:10.1016/j.foodchem.2005.01.003). R-carvone is also used in air freshening products and in essential oils used in aromatherapy and alternative medicine. Caraway was used for medicinal purposes by the ancient Romans, but carvone was probably not isolated as a pure compound until Varrentrapp obtained it in 1841 (PMID:5556886 , 2477620 ). Carvone may help in the management of diseases (PMID:30374904) and had been considered as an adjuvant for treatment of cancer patients (PMID:30087792) and patients with epilepsy (PMID:31239862). It also has been successfully used as a biopesticide (PMID:30250476).	2244-16-8	Liquid	CC(=C)[C@H]1CC=C(C)C(=O)C1	C10H14O	InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3/t9-/m0/s1	ULDHMXUKGWMISQ-VIFPVBQESA-N	150.1044651	CHEBI:15399	HMDB0004487	
BASm0000340	(R)-carvone	(S)-2-methyl-5-(1-Methylethenyl)-2-cyclohexen-1-one belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.			CC(=C)[C@@H]1CC=C(C)C(=O)C1	C10H14O	InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3/t9-/m1/s1	ULDHMXUKGWMISQ-SECBINFHSA-N	150.1044651	CHEBI:15400	HMDB0061788	
BASm0000341	(2R,3R)-dihydrokaempferol	Aromadendrin is found in citrus. Aromadendrin is isolated from Citrus species and many other plant	480-20-6	Solid	O[C@@H]1[C@H](OC2=CC(O)=CC(O)=C2C1=O)C1=CC=C(O)C=C1	C15H12O6	InChI=1S/C15H12O6/c16-8-3-1-7(2-4-8)15-14(20)13(19)12-10(18)5-9(17)6-11(12)21-15/h1-6,14-18,20H/t14-,15+/m0/s1	PADQINQHPQKXNL-LSDHHAIUSA-N	288.0633881	CHEBI:15401	HMDB0030847	
BASm0000342	(+)-neomenthol	(+)-Neomenthol is found in cabbage. (+)-Neomenthol is a constituent of Japanese peppermint oil. (+)-Neomenthol is a flavouring ingredient	2216-52-6	Liquid	CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O	C10H20O	InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10+/m1/s1	NOOLISFMXDJSKH-UTLUCORTSA-N	156.1514153	CHEBI:15402	HMDB0035763	
BASm0000343	(1S,5S)-sabinone	(+)-sabinone is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other. Thus, (+)-sabinone is considered to be an isoprenoid lipid molecule (+)-sabinone is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). (+)-sabinone can be found in common sage, which makes (+)-sabinone a potential biomarker for the consumption of this food product.			[H][C@]12C[C@]1(CC(=O)C2=C)C(C)C	C10H14O	InChI=1S/C10H14O/c1-6(2)10-4-8(10)7(3)9(11)5-10/h6,8H,3-5H2,1-2H3/t8-,10+/m1/s1	PBLWMCQDAGOTPV-SCZZXKLOSA-N	150.1044651	CHEBI:15403	HMDB0301817	
BASm0000344	(2R,3S)-homoisocitrate			Expected Solid	[H][C@](O)(C([O-])=O)[C@]([H])(CCC([O-])=O)C([O-])=O	C7H7O7	InChI=1S/C7H10O7/c8-4(9)2-1-3(6(11)12)5(10)7(13)14/h3,5,10H,1-2H2,(H,8,9)(H,11,12)(H,13,14)/p-3/t3-,5+/m0/s1	OEJZZCGRGVFWHK-WVZVXSGGSA-K	203.0208233	CHEBI:15404		MMDBc0047867
BASm0000345	(1S,2S,4R)-endo-fenchol	Fenchol is found in fennel. Fenchol is a flavouring ingredient with a bitter, lime-like flavour [DFC] (Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.).	1632-73-1		CC1(C)[C@@H]2CC[C@@](C)(C2)[C@@H]1O	C10H18O	InChI=1S/C10H18O/c1-9(2)7-4-5-10(3,6-7)8(9)11/h7-8,11H,4-6H2,1-3H3/t7-,8-,10+/m1/s1	IAIHUHQCLTYTSF-MRTMQBJTSA-N	154.1357652	CHEBI:15405	HMDB0034932	
BASm0000346	(1S,6R)-isopiperitenol				CC(=C)[C@H]1CCC(C)=C[C@@H]1O	C10H16O	InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h6,9-11H,1,4-5H2,2-3H3/t9-,10+/m1/s1	OLAKPNFIICOONC-ZJUUUORDSA-N	152.1201151	CHEBI:15406		
BASm0000347	(6R)-isopiperitenone				C=C(C)[C@H]1CCC(C)=CC1=O	C10H14O	InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h6,9H,1,4-5H2,2-3H3	SEZLYIWMVRUIKT-UHFFFAOYSA-N		CHEBI:15408		
BASm0000348	(-)-menthol	Menthol is an alcohol produced from mint oils or prepared synthetically. Menthol is a covalent organic compound made synthetically or obtained from peppermint or other mint oils. It is a waxy, crystalline substance, clear or white in color, which is solid at room temperature and melts slightly above. The main form of menthol occurring in nature is (-)-menthol, which is assigned the (1R,2S,5R) configuration. Menthol has local anesthetic and counterirritant qualities, and it is widely used to relieve minor throat irritation.	2216-51-5		CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O	C10H20O	InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10-/m1/s1	NOOLISFMXDJSKH-KXUCPTDWSA-N	156.1514153	CHEBI:15409	HMDB0003352	
BASm0000349	(1R,4S)-menthone	(-)-Menthone, also known as (1R,4S)-menthone or L-menthone, belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. (-)-Menthone is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Thus, (-)-menthone is considered to be an isoprenoid lipid molecule.	14073-97-3	Liquid	CC(C)[C@@H]1CC[C@@H](C)CC1=O	C10H18O	InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9+/m1/s1	NFLGAXVYCFJBMK-BDAKNGLRSA-N	154.1357652	CHEBI:15410	HMDB0035162	
BASm0000350	(-)-menthyl beta-D-glucoside	Menthyl pyrrolidone carboxylate is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]")	52528-10-6		CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C16H30O6	InChI=1S/C16H30O6/c1-8(2)10-5-4-9(3)6-11(10)21-16-15(20)14(19)13(18)12(7-17)22-16/h8-20H,4-7H2,1-3H3/t9-,10+,11-,12-,13-,14+,15-,16-/m1/s1	GZSDZJZIZBGBON-NZZARTGWSA-N	318.2042387	CHEBI:15411	HMDB0032368	
BASm0000351	2',4,4',6'-tetrahydroxychalcone	Chalconaringenin is found in garden tomato. Chalconaringenin is isolated from tomato fruit cuticle	5071-40-9	Solid	OC1=CC=C(\C=C\C(=O)C2=C(O)C=C(O)C=C2O)C=C1	C15H12O5	InChI=1S/C15H12O5/c16-10-4-1-9(2-5-10)3-6-12(18)15-13(19)7-11(17)8-14(15)20/h1-8,16-17,19-20H/b6-3+	YQHMWTPYORBCMF-ZZXKWVIFSA-N	272.0684735	CHEBI:15413	HMDB0029631	
BASm0000352	ent-kaur-16-ene			Expected Solid	[H][C@@]12CC[C@@H]3C[C@]1(CC3=C)CC[C@]1([H])C(C)(C)CCC[C@@]21C	C20H32	InChI=1S/C20H32/c1-14-12-20-11-8-16-18(2,3)9-5-10-19(16,4)17(20)7-6-15(14)13-20/h15-17H,1,5-13H2,2-4H3/t15-,16-,17+,19-,20-/m1/s1	ONVABDHFQKWOSV-HPUSYDDDSA-N	272.250401	CHEBI:15415		MMDBc0054475
BASm0000353	ent-kaur-16-en-19-ol	Candol B, also known as 4beta-kaur-16-en-19-ol, belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by the cyclization of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D. Candol B is an extremely weak basic (essentially neutral) compound (based on its pKa). Candol B is found in cereals and cereal products. Candol B is a constituent of barley.	17360-30-4	Solid		C20H32O		TUJQVRFWMWRMIO-GNVSMLMZSA-N	288.2453157	CHEBI:15416	HMDB0036727	
BASm0000354	ent-kaur-16-en-19-al	ent-16-Kauren-19-al is found in fruits. ent-16-Kauren-19-al is a constituent of the root of Annona squamosa (sugar apple).	14046-84-5	Solid	C=C1C[C@@]23CC[C@H]4[C@@](C)(CCC[C@@]4(C)C=O)[C@@H]2CC[C@H]1C3	C20H30O	InChI=1S/C20H30O/c1-14-11-20-10-7-16-18(2,13-21)8-4-9-19(16,3)17(20)6-5-15(14)12-20/h13,15-17H,1,4-12H2,2-3H3/t15-,16-,17+,18+,19-,20-/m1/s1	JCAVDWHQNFTFBW-XRNRSJMDSA-N	286.2296656	CHEBI:15418	HMDB0036728	
BASm0000355	perillyl alcohol	Perillyl alcohol is a monoterpene isolated from the essential oils of lavendin, peppermint, spearmint, cherries, celery seeds, and several other plants. In animal studies it has been shown to regress pancreatic, mammary, and liver tumors, to exhibit possible application as a chemopreventative agent for colon, skin, and lung cancer, and as a chemotherapeutic agent for neuroblastoma, and prostate and colon cancer.(PMID:9855569).	536-59-4		C=C(C)C1CC=C(CO)CC1	C10H16O	InChI=1S/C10H16O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,10-11H,1,4-7H2,2H3	NDTYTMIUWGWIMO-UHFFFAOYSA-N	152.1201151	CHEBI:15420	HMDB0003634	
BASm0000356	perillyl aldehyde	Perillaldehyde, or perilla aldehyde, is a natural organic compound found most abundantly in the perennial herb perilla, but also in a wide variety of other plants and essential oils. It is a monoterpenoid containing an aldehyde functional group.	2111-75-3	Solid	C=C(C)C1CC=C(C=O)CC1	C10H14O	InChI=1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,7,10H,1,4-6H2,2H3	RUMOYJJNUMEFDD-UHFFFAOYSA-N	150.1044651	CHEBI:15421	HMDB0003647	
BASm0000357	hydroxylamine	Hydroxylamine is a reactive chemical with formula NH2OH. It can be considered a hybrid of ammonia and water due to parallels it shares with each. At room temperature pure NH2OH is ordinarily a white, unstable crystalline, hygroscopic compound; however it is almost always encountered as an aqueous solution. A colorless inorganic compound (HONH2) used in organic synthesis and as a reducing agent, due to its ability to donate nitric oxide. Hydroxylamine may explode on heating. It is an irritant to the respiratory tract, skin, eyes, and other mucous membranes. It may be absorbed through the skin, is harmful if swallowed, and is a possible mutagen. NH2OH is an intermediate in the biological nitrification. The oxidation of NH3 is mediated by HAO (hydroxylamine oxidoreductase).	7803-49-8		NO	H3NO	InChI=1S/H3NO/c1-2/h2H,1H2	AVXURJPOCDRRFD-UHFFFAOYSA-N	33.02146372	CHEBI:15429	HMDB0003338	
BASm0000358	squalene	Squalene is an unsaturated aliphatic hydrocarbon (carotenoid) with six unconjugated double bonds found in human sebum (5%), fish liver oils, yeast lipids, and many vegetable oils (e.g. palm oil, cottonseed oil, rapeseed oil). Squalene is a volatile component of the scent material from Saguinus oedipus (cotton-top tamarin monkey) and Saguinus fuscicollis (saddle-back tamarin monkey) (Hawley's Condensed Chemical Reference). Squalene is a component of adult human sebum that is principally responsible for fixing fingerprints (ChemNetBase). It is a natural organic compound originally obtained for commercial purposes primarily from shark liver oil, though there are botanical sources as well, including rice bran, wheat germ, and olives. All higher organisms produce squalene, including humans. It is a hydrocarbon and a triterpene. Squalene is a biochemical precursor to the whole family of steroids. Oxidation of one of the terminal double bonds of squalene yields 2,3-squalene oxide which undergoes enzyme-catalyzed cyclization to afford lanosterol, which is then elaborated into cholesterol and other steroids. Squalene is a low-density compound often stored in the bodies of cartilaginous fishes such as sharks, which lack a swim bladder and must therefore reduce their body density with fats and oils. Squalene, which is stored mainly in the shark's liver, is lighter than water with a specific gravity of 0.855 (Wikipedia) Squalene is used as a bactericide. It is also an intermediate in the manufacture of pharmaceuticals, rubber chemicals, and colouring materials (Physical Constants of Chemical Substances).	111-02-4		CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C=C(/C)CC\C=C(/C)CCC=C(C)C	C30H50	InChI=1S/C30H50/c1-25(2)15-11-19-29(7)23-13-21-27(5)17-9-10-18-28(6)22-14-24-30(8)20-12-16-26(3)4/h15-18,23-24H,9-14,19-22H2,1-8H3/b27-17+,28-18+,29-23+,30-24+	YYGNTYWPHWGJRM-AAJYLUCBSA-N	410.3912516	CHEBI:15440	HMDB0000256	
BASm0000359	(S)-2,3-epoxysqualene	(S)-2,3-Epoxysqualene, also known as 2,3-oxidosqualene or (S)-squalene-2,3-epoxide, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Thus, (S)-2,3-epoxysqualene is considered to be an isoprenoid lipid molecule. (S)-2,3-Epoxysqualene is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. (S)-2,3-Epoxysqualene is an intermediate in the biosynthesis of terpenoid. It is a substrate for squalene monooxygenase and lanosterol synthase.	54910-48-4		CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C=C(/C)CC\C=C(/C)CC[C@@H]1OC1(C)C	C30H50O	InChI=1S/C30H50O/c1-24(2)14-11-17-27(5)20-12-18-25(3)15-9-10-16-26(4)19-13-21-28(6)22-23-29-30(7,8)31-29/h14-16,20-21,29H,9-13,17-19,22-23H2,1-8H3/b25-15+,26-16+,27-20+,28-21+/t29-/m0/s1	QYIMSPSDBYKPPY-RSKUXYSASA-N	426.3861662	CHEBI:15441	HMDB0001188	
BASm0000360	alpha-D-Glucose	Alpha-D-Glucose is the alpha anomer of D-Glucose. An anomer is an epimer at the hemiacetal/hemiketal carbon in a cyclic saccharide (such as glucose). Formally, glucose is a monosaccharide containing six carbon atoms and an aldehyde group. Therefore, it is referred to as an aldohexose. In solutions, glucose can exist in an open-chain (acyclic) and a ring (cyclic) form, the latter being the result of an intramolecular reaction between the aldehyde C atom and the C-5 hydroxyl group to form an intramolecular hemiacetal. In aqueous solution, both forms are in equilibrium and at pH 7 the cyclic one is predominant. Typically, the proportion of the linear form is <0.02%, the proportion of the alpha anomer (alpha-D-Glucose) is 36% and the proportion of the beta anomer (beta-D-Glucose) is 64%. The key difference between alpha and beta glucose is the orientation of hydroxyl (-OH) group attached to the first carbon atom. Different glucose anomers have different physical properties, melting points and specific rotations. For instance, alpha-D-glucose has a melting point of 146 oC, while beta-D-glucose has a melting point of 150 oC. When alpha-D-glucose molecules polymerize they form starch. When beta-D-glucose molecules polymerize, they form cellulose. Regardless of its anomeric form, glucose is a primary source of energy for all living organisms. It is a fundamental metabolite found in all organisms, ranging from bacteria to plants to humans. Most of the glucose generated on the Earth is made by plants and algae during photosynthesis from water and carbon dioxide, where it is used to make cellulose (and other polymeric forms of glucose called polysaccharides) that stabilize plant cell walls. Glucose is also found in fruits and other parts of plants in its free state. In animals, glucose can be generated from the breakdown of glycogen in a process known as glycogenolysis. Glucose can also be synthesized de novo in animals. In particular, it can be synthesized in the liver and kidneys from non-carbohydrate intermediates, such as pyruvate and glycerol (and gluconeogenic amino acids such as glycine, serine and alanine), by a process known as gluconeogenesis. Humans also consume large amounts of glucose as part of their regular diet. Ingested glucose initially binds to the receptor for sweet taste on the tongue in humans. This complex of the proteins T1R2 and T1R3 makes it possible to identify glucose-containing food sources. Glucose in the body mainly comes from food - about 300 g per day for the average adult. In humans, the breakdown of glucose-containing polysaccharides happens partly during chewing by means of the enzyme known as amylase, which is contained in saliva, as well as by other enzymes such as maltase, lactase and sucrase on the brush border of the small intestine. The blood sugar content of a healthy person in the short-time fasting state, e.g. after overnight fasting, is about 70 to 100 mg/dL of blood (4 to 5.5 mM). In blood plasma, the measured values are about 10-15% higher. Dysregulated metabolism of glucose can lead to a number of diseases including diabetes. Diabetes is a metabolic disorder where the body is unable to regulate levels of glucose in the blood either because of a lack of insulin in the body or the failure, by cells in the body, to respond properly to insulin. Each of these situations can be caused by persistently high elevations of blood glucose levels (called hyperglycemia), through pancreatic burnout and insulin resistance. Persistently elevated levels of glucose (>6 mM or >120 mg/dL) can lead to the formation of covalent adducts of glucose with plasma proteins through a non-enzymatic process known as glycation. This glycation reaction leads to advanced glycation end products or AGEs (PMID: 24634591). AGEs are thought to be the major causes of different diabetic complications. High glucose levels may induce glycation of various structural and functional proteins including plasma proteins and collagen. The non-enzymatic modification of plasma proteins such as albumin, fibrinogen, hemoglobin and globulins may produce various deleterious effects including alteration in drug binding in the plasma, platelet activation, generation of oxygen free radicals, impaired fibrinolysis and impairment in immune system regulation (PMID: 24634591). Transiently elevated glucose (up to 7.3 mM or 133 mg/dL) is often seen shortly after the consumption of a meal or a food item that is rich in carbohydrates -- even among very healthy people (PMID: 19885137).  Glucose is also elevated when an individual is fighting viral or bacterial infections or suffering from traumatic injuries (burns, wounds).  In fact, glucose can be significantly elevated (>11 mM or 200 mg/dL) when individuals are experiencing sepsis or septic shock (PMID: 16006275).  On the other hand, low blood glucose levels (hypoglycemia) where blood glucose is <3.9 mM (70 mg/dL) are common among people with type 1 diabetes and people with type 2 diabetes who take certain diabetic medicines. Certain conditions, such as liver disease, may also cause low levels of blood glucose. Hypoglycemia can lead to fatigue, sleepiness, short temper or feeling faint.	492-62-6	Solid	OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6+/m1/s1	WQZGKKKJIJFFOK-DVKNGEFBSA-N	180.0633881	CHEBI:15444	HMDB0003345	
BASm0000361	alpha-D-Glucose	Alpha-D-Glucose is the alpha anomer of D-Glucose. An anomer is an epimer at the hemiacetal/hemiketal carbon in a cyclic saccharide (such as glucose). Formally, glucose is a monosaccharide containing six carbon atoms and an aldehyde group. Therefore, it is referred to as an aldohexose. In solutions, glucose can exist in an open-chain (acyclic) and a ring (cyclic) form, the latter being the result of an intramolecular reaction between the aldehyde C atom and the C-5 hydroxyl group to form an intramolecular hemiacetal. In aqueous solution, both forms are in equilibrium and at pH 7 the cyclic one is predominant. Typically, the proportion of the linear form is <0.02%, the proportion of the alpha anomer (alpha-D-Glucose) is 36% and the proportion of the beta anomer (beta-D-Glucose) is 64%. The key difference between alpha and beta glucose is the orientation of hydroxyl (-OH) group attached to the first carbon atom. Different glucose anomers have different physical properties, melting points and specific rotations. For instance, alpha-D-glucose has a melting point of 146 oC, while beta-D-glucose has a melting point of 150 oC. When alpha-D-glucose molecules polymerize they form starch. When beta-D-glucose molecules polymerize, they form cellulose. Regardless of its anomeric form, glucose is a primary source of energy for all living organisms. It is a fundamental metabolite found in all organisms, ranging from bacteria to plants to humans. Most of the glucose generated on the Earth is made by plants and algae during photosynthesis from water and carbon dioxide, where it is used to make cellulose (and other polymeric forms of glucose called polysaccharides) that stabilize plant cell walls. Glucose is also found in fruits and other parts of plants in its free state. In animals, glucose can be generated from the breakdown of glycogen in a process known as glycogenolysis. Glucose can also be synthesized de novo in animals. In particular, it can be synthesized in the liver and kidneys from non-carbohydrate intermediates, such as pyruvate and glycerol (and gluconeogenic amino acids such as glycine, serine and alanine), by a process known as gluconeogenesis. Humans also consume large amounts of glucose as part of their regular diet. Ingested glucose initially binds to the receptor for sweet taste on the tongue in humans. This complex of the proteins T1R2 and T1R3 makes it possible to identify glucose-containing food sources. Glucose in the body mainly comes from food - about 300 g per day for the average adult. In humans, the breakdown of glucose-containing polysaccharides happens partly during chewing by means of the enzyme known as amylase, which is contained in saliva, as well as by other enzymes such as maltase, lactase and sucrase on the brush border of the small intestine. The blood sugar content of a healthy person in the short-time fasting state, e.g. after overnight fasting, is about 70 to 100 mg/dL of blood (4 to 5.5 mM). In blood plasma, the measured values are about 10-15% higher. Dysregulated metabolism of glucose can lead to a number of diseases including diabetes. Diabetes is a metabolic disorder where the body is unable to regulate levels of glucose in the blood either because of a lack of insulin in the body or the failure, by cells in the body, to respond properly to insulin. Each of these situations can be caused by persistently high elevations of blood glucose levels (called hyperglycemia), through pancreatic burnout and insulin resistance. Persistently elevated levels of glucose (>6 mM or >120 mg/dL) can lead to the formation of covalent adducts of glucose with plasma proteins through a non-enzymatic process known as glycation. This glycation reaction leads to advanced glycation end products or AGEs (PMID: 24634591). AGEs are thought to be the major causes of different diabetic complications. High glucose levels may induce glycation of various structural and functional proteins including plasma proteins and collagen. The non-enzymatic modification of plasma proteins such as albumin, fibrinogen, hemoglobin and globulins may produce various deleterious effects including alteration in drug binding in the plasma, platelet activation, generation of oxygen free radicals, impaired fibrinolysis and impairment in immune system regulation (PMID: 24634591). Transiently elevated glucose (up to 7.3 mM or 133 mg/dL) is often seen shortly after the consumption of a meal or a food item that is rich in carbohydrates -- even among very healthy people (PMID: 19885137).  Glucose is also elevated when an individual is fighting viral or bacterial infections or suffering from traumatic injuries (burns, wounds).  In fact, glucose can be significantly elevated (>11 mM or 200 mg/dL) when individuals are experiencing sepsis or septic shock (PMID: 16006275).  On the other hand, low blood glucose levels (hypoglycemia) where blood glucose is <3.9 mM (70 mg/dL) are common among people with type 1 diabetes and people with type 2 diabetes who take certain diabetic medicines. Certain conditions, such as liver disease, may also cause low levels of blood glucose. Hypoglycemia can lead to fatigue, sleepiness, short temper or feeling faint.	492-62-6	Solid	OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6+/m1/s1	WQZGKKKJIJFFOK-DVKNGEFBSA-N	180.0633881	CHEBI:15444	HMDB0003345	
BASm0000362	alpha-D-Glucose	Alpha-D-Glucose is the alpha anomer of D-Glucose. An anomer is an epimer at the hemiacetal/hemiketal carbon in a cyclic saccharide (such as glucose). Formally, glucose is a monosaccharide containing six carbon atoms and an aldehyde group. Therefore, it is referred to as an aldohexose. In solutions, glucose can exist in an open-chain (acyclic) and a ring (cyclic) form, the latter being the result of an intramolecular reaction between the aldehyde C atom and the C-5 hydroxyl group to form an intramolecular hemiacetal. In aqueous solution, both forms are in equilibrium and at pH 7 the cyclic one is predominant. Typically, the proportion of the linear form is <0.02%, the proportion of the alpha anomer (alpha-D-Glucose) is 36% and the proportion of the beta anomer (beta-D-Glucose) is 64%. The key difference between alpha and beta glucose is the orientation of hydroxyl (-OH) group attached to the first carbon atom. Different glucose anomers have different physical properties, melting points and specific rotations. For instance, alpha-D-glucose has a melting point of 146 oC, while beta-D-glucose has a melting point of 150 oC. When alpha-D-glucose molecules polymerize they form starch. When beta-D-glucose molecules polymerize, they form cellulose. Regardless of its anomeric form, glucose is a primary source of energy for all living organisms. It is a fundamental metabolite found in all organisms, ranging from bacteria to plants to humans. Most of the glucose generated on the Earth is made by plants and algae during photosynthesis from water and carbon dioxide, where it is used to make cellulose (and other polymeric forms of glucose called polysaccharides) that stabilize plant cell walls. Glucose is also found in fruits and other parts of plants in its free state. In animals, glucose can be generated from the breakdown of glycogen in a process known as glycogenolysis. Glucose can also be synthesized de novo in animals. In particular, it can be synthesized in the liver and kidneys from non-carbohydrate intermediates, such as pyruvate and glycerol (and gluconeogenic amino acids such as glycine, serine and alanine), by a process known as gluconeogenesis. Humans also consume large amounts of glucose as part of their regular diet. Ingested glucose initially binds to the receptor for sweet taste on the tongue in humans. This complex of the proteins T1R2 and T1R3 makes it possible to identify glucose-containing food sources. Glucose in the body mainly comes from food - about 300 g per day for the average adult. In humans, the breakdown of glucose-containing polysaccharides happens partly during chewing by means of the enzyme known as amylase, which is contained in saliva, as well as by other enzymes such as maltase, lactase and sucrase on the brush border of the small intestine. The blood sugar content of a healthy person in the short-time fasting state, e.g. after overnight fasting, is about 70 to 100 mg/dL of blood (4 to 5.5 mM). In blood plasma, the measured values are about 10-15% higher. Dysregulated metabolism of glucose can lead to a number of diseases including diabetes. Diabetes is a metabolic disorder where the body is unable to regulate levels of glucose in the blood either because of a lack of insulin in the body or the failure, by cells in the body, to respond properly to insulin. Each of these situations can be caused by persistently high elevations of blood glucose levels (called hyperglycemia), through pancreatic burnout and insulin resistance. Persistently elevated levels of glucose (>6 mM or >120 mg/dL) can lead to the formation of covalent adducts of glucose with plasma proteins through a non-enzymatic process known as glycation. This glycation reaction leads to advanced glycation end products or AGEs (PMID: 24634591). AGEs are thought to be the major causes of different diabetic complications. High glucose levels may induce glycation of various structural and functional proteins including plasma proteins and collagen. The non-enzymatic modification of plasma proteins such as albumin, fibrinogen, hemoglobin and globulins may produce various deleterious effects including alteration in drug binding in the plasma, platelet activation, generation of oxygen free radicals, impaired fibrinolysis and impairment in immune system regulation (PMID: 24634591). Transiently elevated glucose (up to 7.3 mM or 133 mg/dL) is often seen shortly after the consumption of a meal or a food item that is rich in carbohydrates -- even among very healthy people (PMID: 19885137).  Glucose is also elevated when an individual is fighting viral or bacterial infections or suffering from traumatic injuries (burns, wounds).  In fact, glucose can be significantly elevated (>11 mM or 200 mg/dL) when individuals are experiencing sepsis or septic shock (PMID: 16006275).  On the other hand, low blood glucose levels (hypoglycemia) where blood glucose is <3.9 mM (70 mg/dL) are common among people with type 1 diabetes and people with type 2 diabetes who take certain diabetic medicines. Certain conditions, such as liver disease, may also cause low levels of blood glucose. Hypoglycemia can lead to fatigue, sleepiness, short temper or feeling faint.	492-62-6	Solid	OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6+/m1/s1	WQZGKKKJIJFFOK-DVKNGEFBSA-N	180.0633881	CHEBI:15444	HMDB0003345	
BASm0000363	alpha-D-Glucose	Alpha-D-Glucose is the alpha anomer of D-Glucose. An anomer is an epimer at the hemiacetal/hemiketal carbon in a cyclic saccharide (such as glucose). Formally, glucose is a monosaccharide containing six carbon atoms and an aldehyde group. Therefore, it is referred to as an aldohexose. In solutions, glucose can exist in an open-chain (acyclic) and a ring (cyclic) form, the latter being the result of an intramolecular reaction between the aldehyde C atom and the C-5 hydroxyl group to form an intramolecular hemiacetal. In aqueous solution, both forms are in equilibrium and at pH 7 the cyclic one is predominant. Typically, the proportion of the linear form is <0.02%, the proportion of the alpha anomer (alpha-D-Glucose) is 36% and the proportion of the beta anomer (beta-D-Glucose) is 64%. The key difference between alpha and beta glucose is the orientation of hydroxyl (-OH) group attached to the first carbon atom. Different glucose anomers have different physical properties, melting points and specific rotations. For instance, alpha-D-glucose has a melting point of 146 oC, while beta-D-glucose has a melting point of 150 oC. When alpha-D-glucose molecules polymerize they form starch. When beta-D-glucose molecules polymerize, they form cellulose. Regardless of its anomeric form, glucose is a primary source of energy for all living organisms. It is a fundamental metabolite found in all organisms, ranging from bacteria to plants to humans. Most of the glucose generated on the Earth is made by plants and algae during photosynthesis from water and carbon dioxide, where it is used to make cellulose (and other polymeric forms of glucose called polysaccharides) that stabilize plant cell walls. Glucose is also found in fruits and other parts of plants in its free state. In animals, glucose can be generated from the breakdown of glycogen in a process known as glycogenolysis. Glucose can also be synthesized de novo in animals. In particular, it can be synthesized in the liver and kidneys from non-carbohydrate intermediates, such as pyruvate and glycerol (and gluconeogenic amino acids such as glycine, serine and alanine), by a process known as gluconeogenesis. Humans also consume large amounts of glucose as part of their regular diet. Ingested glucose initially binds to the receptor for sweet taste on the tongue in humans. This complex of the proteins T1R2 and T1R3 makes it possible to identify glucose-containing food sources. Glucose in the body mainly comes from food - about 300 g per day for the average adult. In humans, the breakdown of glucose-containing polysaccharides happens partly during chewing by means of the enzyme known as amylase, which is contained in saliva, as well as by other enzymes such as maltase, lactase and sucrase on the brush border of the small intestine. The blood sugar content of a healthy person in the short-time fasting state, e.g. after overnight fasting, is about 70 to 100 mg/dL of blood (4 to 5.5 mM). In blood plasma, the measured values are about 10-15% higher. Dysregulated metabolism of glucose can lead to a number of diseases including diabetes. Diabetes is a metabolic disorder where the body is unable to regulate levels of glucose in the blood either because of a lack of insulin in the body or the failure, by cells in the body, to respond properly to insulin. Each of these situations can be caused by persistently high elevations of blood glucose levels (called hyperglycemia), through pancreatic burnout and insulin resistance. Persistently elevated levels of glucose (>6 mM or >120 mg/dL) can lead to the formation of covalent adducts of glucose with plasma proteins through a non-enzymatic process known as glycation. This glycation reaction leads to advanced glycation end products or AGEs (PMID: 24634591). AGEs are thought to be the major causes of different diabetic complications. High glucose levels may induce glycation of various structural and functional proteins including plasma proteins and collagen. The non-enzymatic modification of plasma proteins such as albumin, fibrinogen, hemoglobin and globulins may produce various deleterious effects including alteration in drug binding in the plasma, platelet activation, generation of oxygen free radicals, impaired fibrinolysis and impairment in immune system regulation (PMID: 24634591). Transiently elevated glucose (up to 7.3 mM or 133 mg/dL) is often seen shortly after the consumption of a meal or a food item that is rich in carbohydrates -- even among very healthy people (PMID: 19885137).  Glucose is also elevated when an individual is fighting viral or bacterial infections or suffering from traumatic injuries (burns, wounds).  In fact, glucose can be significantly elevated (>11 mM or 200 mg/dL) when individuals are experiencing sepsis or septic shock (PMID: 16006275).  On the other hand, low blood glucose levels (hypoglycemia) where blood glucose is <3.9 mM (70 mg/dL) are common among people with type 1 diabetes and people with type 2 diabetes who take certain diabetic medicines. Certain conditions, such as liver disease, may also cause low levels of blood glucose. Hypoglycemia can lead to fatigue, sleepiness, short temper or feeling faint.	492-62-6	Solid	OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6+/m1/s1	WQZGKKKJIJFFOK-DVKNGEFBSA-N	180.0633881	CHEBI:15444	HMDB0003345	
BASm0000364	beta-D-Xylose	UL			O[C@@H]1CO[C@@H](O)[C@H](O)[C@H]1O	C5H10O5	InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3+,4-,5-/m1/s1	SRBFZHDQGSBBOR-KKQCNMDGSA-N	150.0528234	CHEBI:15447	HMDB0062087	
BASm0000365	beta-D-Xylose	UL			O[C@@H]1CO[C@@H](O)[C@H](O)[C@H]1O	C5H10O5	InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3+,4-,5-/m1/s1	SRBFZHDQGSBBOR-KKQCNMDGSA-N	150.0528234	CHEBI:15447	HMDB0062087	
BASm0000366	D-threo-isocitrate	D-threo-Isocitric acid, also known as isocitrate or isocitrIC ACID, belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. D-threo-Isocitric acid exists in all living species, ranging from bacteria to humans. D-threo-Isocitric acid has been detected, but not quantified in several different foods, such as citrus, fruits, common beans, green beans, and yellow wax beans.	6061-97-8	Solid	O=C([O-])C[C@H](C(=O)[O-])[C@@H](O)C(=O)[O-]	C6H8O7	InChI=1S/C6H8O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2,4,9H,1H2,(H,7,8)(H,10,11)(H,12,13)/t2-,4+/m0/s1	ODBLHEXUDAPZAU-ZAFYKAAXSA-N	192.0270026	CHEBI:15562	HMDB0001874	
BASm0000367	D-erythro-isocitrate	Isocitric Acid, also known as isocitrate, belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. Isocitric acid is a structural isomer of citric acid and is mildly acidic (based on its pKa). Isocitric acid exists in all living species, ranging from bacteria to humans. It is formed from citrate with the help of the enzyme aconitase and is transformed to alpha-ketoglutarate by isocitrate dehydrogenase. Outside of the human body, isocitric acid has been detected, but not quantified in, several different foods, such as red currants, wild celeries, gooseberries, soursops, and apples. This could make isocitric acid a potential biomarker for the consumption of these foods. Salts and esters of isocitric acid are known as isocitrates. In authentic orange juice, for example, the ratio of citric acid to D-isocitric acid is usually less than 130. As a result, isocitric acid is commonly used as a marker to detect the authenticity and quality of fruit products, most often citrus juices.	30810-51-6	1	O=C([O-])C[C@H](C(=O)[O-])[C@H](O)C(=O)[O-]	C6H8O7	InChI=1S/C6H8O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2,4,9H,1H2,(H,7,8)(H,10,11)(H,12,13)/t2-,4-/m0/s1	ODBLHEXUDAPZAU-OKKQSCSOSA-N	192.027	CHEBI:15563		
BASm0000368	(1S,2R)-3-methylcyclohexa-3,5-diene-1,2-diol				CC1=CC=C[C@H](O)[C@@H]1O	C7H10O2	InChI=1S/C7H10O2/c1-5-3-2-4-6(8)7(5)9/h2-4,6-9H,1H3/t6-,7+/m0/s1	FTZZKLFGNQOODA-NKWVEPMBSA-N	126.0680796	CHEBI:15565		MMDBc0054026
BASm0000369	hydrazine	Being bifunctional, with two amines, hydrazine is a key building block for the preparation of many heterocyclic compounds via condensation with a range of difunctional electrophiles. With 2,4-pentanedione, it condenses to give the 3,5-dimethylpyrazole. In the Einhorn-Brunner reaction hydrazines react with imides to give triazoles. Hydrazine is a convenient reductant because the by-products are typically nitrogen gas and water. Thus, it is used as an antioxidant, an oxygen scavenger, and a corrosion inhibitor in water boilers and heating systems. It is also used to reduce metal salts and oxides to the pure metals in electroless nickel plating and plutonium extraction from nuclear reactor waste. Hydrazine is an inorganic chemical compound with the formula N2H4. It is a colourless liquid with an ammonia-like odor and is derived from the same industrial chemistry processes that manufacture ammonia. However, hydrazine has physical properties that are more similar to those of water. The propanone azine is an intermediate in the Atofina-PCUK synthesis. Direct alkylation of hydrazines with alkyl halides in the presence of base affords alkyl-substituted hydrazines, but the reaction is typically inefficient due to poor control on level of substitution (same as in ordinary amines). The reduction of hydrazones to hydrazines present a clean way to produce 1,1-dialkylated hydrazines.	0302-01-02	Liquid	NN	H4N2	InChI=1S/H4N2/c1-2/h1-2H2	OAKJQQAXSVQMHS-UHFFFAOYSA-N	32.03744814	CHEBI:15571	HMDB0012973	
BASm0000370	nuatigenin				[H][C@]12C[C@@]3([H])[C@]4([H])CC=C5C[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@]3(C)[C@@]1([H])[C@H](C)[C@@]1(CC[C@@](C)(CO)O1)O2	C27H42O4	InChI=1S/C27H42O4/c1-16-23-22(30-27(16)12-11-24(2,15-28)31-27)14-21-19-6-5-17-13-18(29)7-9-25(17,3)20(19)8-10-26(21,23)4/h5,16,18-23,28-29H,6-15H2,1-4H3/t16-,18-,19+,20-,21-,22-,23-,24-,25-,26-,27-/m0/s1	NELZMZLNTYWIPD-MLBSDYKWSA-N	430.3083098	CHEBI:15574		
BASm0000371	nuatigenin 3-beta-D-glucopyranoside				C[C@H]1[C@H]2[C@H](C[C@H]3[C@@H]4CC=C5C[C@@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)CC[C@]5(C)[C@H]4CC[C@]23C)O[C@]12CC[C@@](C)(CO)O2	C33H52O9	InChI=1S/C33H52O9/c1-17-25-23(41-33(17)12-11-30(2,16-35)42-33)14-22-20-6-5-18-13-19(7-9-31(18,3)21(20)8-10-32(22,25)4)39-29-28(38)27(37)26(36)24(15-34)40-29/h5,17,19-29,34-38H,6-16H2,1-4H3	QJEQHVALLZCTGC-UHFFFAOYSA-N	592.3611333	CHEBI:15575	HMDB0166565	
BASm0000372	(24R,24(1)R)-fucosterol epoxide				CC(C)[C@@]1(CC[C@@H](C)[C@H]2CC[C@H]3[C@@H]4CC=C5C[C@@H](O)CC[C@]5(C)[C@H]4CC[C@]23C)O[C@@H]1C	C29H48O2	InChI=1S/C29H48O2/c1-18(2)29(20(4)31-29)16-11-19(3)24-9-10-25-23-8-7-21-17-22(30)12-14-27(21,5)26(23)13-15-28(24,25)6/h7,18-20,22-26,30H,8-17H2,1-6H3/t19?,20?,22?,23?,24?,25?,26?,27-,28+,29?/m0/s1	XUBCLKHKJZCPFZ-HFASTDEHSA-N	428.3654308	CHEBI:15577	HMDB0183956	
BASm0000373	(25S)-5beta-spirostan-3beta-ol	Sarsasapogenin is found in asparagus. Sarsasapogenin is a constituent of Radix sarsaparilla (sarsaparilla root)	126-19-2	Solid	[H][C@]12C[C@@]3([H])[C@]4([H])CC[C@]5([H])C[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@]3(C)[C@@]1([H])[C@H](C)[C@@]1(CC[C@H](C)CO1)O2	C27H44O3	InChI=1S/C27H44O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h16-24,28H,5-15H2,1-4H3/t16-,17-,18+,19-,20+,21-,22-,23-,24-,25-,26-,27+/m0/s1	GMBQZIIUCVWOCD-WWASVFFGSA-N	416.3290453	CHEBI:15578	HMDB0030024	
BASm0000374	(25S)-5beta-spirostan-3beta-yl beta-D-glucoside	Melongoside A is found in fruits. Melongoside A is a constituent of aubergine (Solanum melongena).	14835-43-9	Solid	[H]OC[C@@]1([H])O[C@@]([H])(O[C@@]2([H])CC[C@@]3(C)[C@]([H])(CC[C@@]4([H])[C@]5([H])C[C@]6([H])O[C@]7(CC[C@]([H])(C)CO7)[C@@]([H])(C)[C@]6([H])[C@@]5(C)CC[C@]34[H])C2)[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]	C33H54O8	InChI=1S/C33H54O8/c1-17-7-12-33(38-16-17)18(2)26-24(41-33)14-23-21-6-5-19-13-20(8-10-31(19,3)22(21)9-11-32(23,26)4)39-30-29(37)28(36)27(35)25(15-34)40-30/h17-30,34-37H,5-16H2,1-4H3/t17-,18-,19+,20-,21+,22-,23-,24-,25+,26-,27+,28-,29+,30+,31-,32-,33+/m0/s1	ZNEIIZNXGCIAAL-TXUJEBAWSA-N	578.3818687	CHEBI:15579	HMDB0030046	
BASm0000375	juvenile hormone II	A member of the juvenile hormone family of compounds that is the methyl ester of  (2E,6E,10R,11S)-10,11-epoxy-3,7,11-trimethyltrideca-2,6-dienoic acid.			[H]\C(CC\C(C)=C(/[H])C(=O)OC)=C(\C)CC[C@@]1([H])O[C@@]1(C)CC	C17H28O3	InChI=1S/C17H28O3/c1-6-17(4)15(20-17)11-10-13(2)8-7-9-14(3)12-16(18)19-5/h8,12,15H,6-7,9-11H2,1-5H3/b13-8+,14-12+/t15-,17+/m1/s1	CPVQJXZBSGXTGJ-TZDLBHCHSA-N	280.2038448	CHEBI:15581		
BASm0000376	(R)-malate	D-Malic acid is found in herbs and spices. This enantiomer of rare occurrence; reported from fruits and leaves of Hibiscus sabdariffa (roselle) although there are many more isolations of malic acid with no opt. rotn. given and some may be of the R-for	636-61-3	Solid	O=C([O-])C[C@@H](O)C(=O)[O-]	C4H6O5	InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m1/s1	BJEPYKJPYRNKOW-UWTATZPHSA-N	134.0215233	CHEBI:15588	HMDB0031518	
BASm0000377	(S)-malate	Malic acid is the active ingredient in many sour or tart foods. Malic acid is found mostly in unripe fruits. Malic acid has two stereoisomeric forms (L- and D- enantiomers), though only the L- isomer exists naturally. The salts and esters of malic acid are known as malates. The malate anion is an intermediate in the citric acid cycle. Malic acid produces the green apple taste/aroma for wines.		Expected Solid	O[C@@H](CC([O-])=O)C([O-])=O	C4H4O5	InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/p-2/t2-/m0/s1	BJEPYKJPYRNKOW-REOHCLBHSA-L	132.0058732	CHEBI:15589		MMDBc0033207
BASm0000378	3-oxalomalate				O=C([O-])C(=O)C(C(=O)[O-])C(O)C(=O)[O-]	C6H6O8	InChI=1S/C6H6O8/c7-2(5(11)12)1(4(9)10)3(8)6(13)14/h1-2,7H,(H,9,10)(H,11,12)(H,13,14)	YILAUJBAPQXZGM-UHFFFAOYSA-N	206.0062672	CHEBI:15593	HMDB0245962	
BASm0000379	3-propylmalate	A dicarboxylic acid dianion resulting from the removal of a proton from both of the carboxylic acid groups of 3-propylmalic acid.			CCCC(C(=O)[O-])C(O)C(=O)[O-]	C7H10O5	InChI=1S/C7H12O5/c1-2-3-4(6(9)10)5(8)7(11)12/h4-5,8H,2-3H2,1H3,(H,9,10)(H,11,12)/p-2	LOLHYFQEDPGSHZ-UHFFFAOYSA-L		CHEBI:15594		
BASm0000380	malate	Malic acid is a tart-tasting organic dicarboxylic acid that plays a role in many sour or tart foods. In its ionised form it is malate, an intermediate of the TCA cycle along with fumarate. It can also be formed from pyruvate as one of the anaplerotic reactions.↵			O=C([O-])CC(O)C(=O)[O-]	C4H4O5	InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/p-2	BJEPYKJPYRNKOW-UHFFFAOYSA-L	132.0069704	CHEBI:15595		
BASm0000381	(2R)-O-phospho-3-sulfolactate				O=C([O-])[C@H](CS(=O)(=O)[O-])OP(=O)([O-])[O-]	C3H7O9PS	InChI=1S/C3H7O9PS/c4-3(5)2(1-14(9,10)11)12-13(6,7)8/h2H,1H2,(H,4,5)(H2,6,7,8)(H,9,10,11)/t2-/m0/s1	CABHHUMGNFUZCZ-REOHCLBHSA-N	249.95484	CHEBI:15597		
BASm0000382	2-methylcitrate	Methylcitric acid (MCA) is elevated in body fluids of patients with propionic acidaemia (PA; OMIM 232000, 232050), methylmalonic aciduria (MMA; OMIM 251000, 251120) and multiple carboxylase deficiency (OMIM 253260, 253270), which are inherited disorders. MCA is formed by condensation of accumulated propionyl- CoA and oxalacetate by the enzyme si-citrate synthase (EC 4.1.3.7). MCA molecule has two stereogenic centers so that it can occur in the form of four stereoisomers. Only two stereoisomers of MCA, (2S, 3S) and (2R, 3S), were found in human urine (PMID: 17295121).	6061-96-7	Solid	CC(C(=O)[O-])C(O)(CC(=O)[O-])C(=O)[O-]	C7H10O7	InChI=1S/C7H10O7/c1-3(5(10)11)7(14,6(12)13)2-4(8)9/h3,14H,2H2,1H3,(H,8,9)(H,10,11)(H,12,13)	YNOXCRMFGMSKIJ-UHFFFAOYSA-N	206.0426527	CHEBI:15598	HMDB0000379	
BASm0000383	(2R,3S)-catechin	Catechin, also known as cyanidanol or catechuic acid, belongs to the class of organic compounds known as catechins. Catechins are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-tiol. Catechin also belongs to the group of compounds known as flavan-3-ols (or simply flavanols), part of the chemical family of flavonoids. Catechin is one of the 4 catechin known diastereoisomers. Two of the isomers are in trans configuration and are called catechin and the other two are in cis configuration and are called epicatechin. The most common catechin isomer is the (+)-catechin. The other stereoisomer is (-)-catechin or ent-catechin. The most common epicatechin isomer is (-)-epicatechin. Catechin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Catechin is a bitter tasting compound and is associated with the bitterness in tea. Catechin is a plant secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Catechin is an antioxidant flavonoid, occurring especially in woody plants as both Catechin and (-)-Catechin (cis) forms. Outside of the human body, Catechin is found, on average, in the highest concentration in foods, such as blackcurrants (Ribes nigrum), evergreen blackberries (Rubus laciniatus), and blackberries (Rubus) and in a lower concentration in dills (Anethum graveolens), hot chocolates, and medlars (Mespilus germanica). Catechin has also been detected, but not quantified in, several different foods, such as rice (Oryza sativa), apple ciders, peanuts (Arachis hypogaea), fruit juices, and red teas. This could make catechin a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Catechin.	154-23-4		Oc1cc(O)c2c(c1)O[C@H](c1ccc(O)c(O)c1)[C@@H](O)C2	C15H14O6	InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15+/m0/s1	PFTAWBLQPZVEMU-DZGCQCFKSA-N	290.0790382	CHEBI:15600	HMDB0002780	
BASm0000384	(2S)-flavan-4-ol				OC1C[C@@H](c2ccccc2)Oc2ccccc21	C15H14O2	InChI=1S/C15H14O2/c16-13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-9,13,15-16H,10H2	YTMFRMLVZQOBDR-UHFFFAOYSA-N	226.0993797	CHEBI:15605		
BASm0000385	(2S)-flavanone				O=C1C[C@@H](c2ccccc2)Oc2ccccc21	C15H12O2	InChI=1S/C15H12O2/c16-13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-9,15H,10H2	ZONYXWQDUYMKFB-UHFFFAOYSA-N		CHEBI:15606		
BASm0000386	(4-hydroxyphenyl)acetaldehyde	4-Hydroxyphenylacetaldehyde is a byproduct of tyrosine metabolism.	7339-87-9	Solid	O=CCc1ccc(O)cc1	C8H8O2	InChI=1S/C8H8O2/c9-6-5-7-1-3-8(10)4-2-7/h1-4,6,10H,5H2	IPRPPFIAVHPVJH-UHFFFAOYSA-N	136.0524295	CHEBI:15621	HMDB0003767	
BASm0000387	(6R)-5,10-methylene-5,6,7,8-tetrahydrofolate			Expected Solid	Nc1nc2c(c(=O)[nH]1)N1CN(c3ccc(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])cc3)C[C@H]1CN2	C20H21N7O6	InChI=1S/C20H23N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,12-13H,5-9H2,(H,23,30)(H,28,29)(H,32,33)(H4,21,22,24,25,31)/p-2/t12-,13+/m1/s1	QYNUQALWYRSVHF-OLZOCXBDSA-L	455.1564286	CHEBI:15636		MMDBc0054976
BASm0000388	(4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin	Tetrahydrobiopterin (BH4) is essential for catalyzing the conversion of phenylalanine into tyrosine by phenylalanine hydroxylase. During this physiological reaction, the oxidation of BH4 creates 4a-hydroxytetrahydropterin (CAS: 70110-58-6) intermediates and hydrogen peroxide is formed. The hydrogen peroxide and the hydroxytetrahydropterin can both be derived from alternate breakdown routes of a common precursor, the corresponding 4a-hydroperoxytetrahydropterin (PMID: 8323303).	1379003-93-6	Solid	C[C@H](O)[C@H](O)[C@H]1CNC2=NC(N)=NC(=O)[C@]2(O)N1	C9H15N5O4	InChI=1S/C9H15N5O4/c1-3(15)5(16)4-2-11-6-9(18,14-4)7(17)13-8(10)12-6/h3-5,14-16,18H,2H2,1H3,(H3,10,11,12,13,17)/t3-,4+,5-,9-/m0/s1	KJKIEFUPAPPGBC-XXKOCQOQSA-N	257.112404	CHEBI:15642	HMDB0002281	
BASm0000389	(6aR,11aR)-3,9-dihydroxypterocarpan		61135-91-9		Oc1ccc2c(c1)O[C@H]1c3ccc(O)cc3OC[C@@H]21	C15H12O4	InChI=1S/C15H12O4/c16-8-2-4-11-13(5-8)18-7-12-10-3-1-9(17)6-14(10)19-15(11)12/h1-6,12,15-17H,7H2	ODMIEGVTNZNSLD-UHFFFAOYSA-N		CHEBI:15648		
BASm0000390	(6aS,11aS)-3,6a,9-trihydroxypterocarpan	Glycinol is found in gram bean. Glycinol is a constituent of soybean seedlings (Glycine max) and kudzu (Pueraria thunbergiana).	69393-95-9		Oc1ccc2c(c1)OC[C@@]1(O)c3ccc(O)cc3O[C@@H]21	C15H12O5	InChI=1S/C15H12O5/c16-8-1-3-10-12(5-8)19-7-15(18)11-4-2-9(17)6-13(11)20-14(10)15/h1-6,14,16-18H,7H2	QMXOFBXZEKTJIK-UHFFFAOYSA-N	272.0684735	CHEBI:15649	HMDB0034105	
BASm0000391	(E)-2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide				NC(=O)/C(=C/c1ccc([N+](=O)[O-])o1)c1ccco1	C11H8N2O5	InChI=1S/C11H8N2O5/c12-11(14)8(9-2-1-5-17-9)6-7-3-4-10(18-7)13(15)16/h1-6H,(H2,12,14)	LYAHJFZLDZDIOH-UHFFFAOYSA-N	248.0433214	CHEBI:15659	HMDB0252550	
BASm0000392	(Z)-2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide		3688-53-7		NC(=O)/C(=C\c1ccc([N+](=O)[O-])o1)c1ccco1	C11H8N2O5	InChI=1S/C11H8N2O5/c12-11(14)8(9-2-1-5-17-9)6-7-3-4-10(18-7)13(15)16/h1-6H,(H2,12,14)/b8-6-	LYAHJFZLDZDIOH-VURMDHGXSA-N		CHEBI:15660		
BASm0000393	(6E)-8-hydroxylinalool	2,6-dimethylocta-3,7-diene-1,6-diol, also known as (6e)-8-hydroxylinalool, is a member of the class of compounds known as acyclic monoterpenoids. Acyclic monoterpenoids are monoterpenes that do not contain a cycle. Thus, 2,6-dimethylocta-3,7-diene-1,6-diol is considered to be a fatty alcohol lipid molecule. 2,6-dimethylocta-3,7-diene-1,6-diol is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). 2,6-dimethylocta-3,7-diene-1,6-diol can be found in ginger, which makes 2,6-dimethylocta-3,7-diene-1,6-diol a potential biomarker for the consumption of this food product.			C=CC(C)(O)CC/C=C(\C)CO	C10H18O2	InChI=1S/C10H18O2/c1-4-10(3,12)7-5-6-9(2)8-11/h4,6,11-12H,1,5,7-8H2,2-3H3/b9-6+	NSMIMJYEKVSYMT-RMKNXTFCSA-N	170.1306798	CHEBI:15662	HMDB0303094	
BASm0000394	(E)-4-hydroxyphenylacetaldehyde oxime				O/N=C/Cc1ccc(O)cc1	C8H9NO2	InChI=1S/C8H9NO2/c10-8-3-1-7(2-4-8)5-6-9-11/h1-4,6,10-11H,5H2/b9-6-	TVXJJNJGTDWFLD-TWGQIWQCSA-N		CHEBI:15666		
BASm0000395	(Z)-(4-hydroxyphenyl)acetaldehyde oxime	(z)-[(4-hydroxyphenyl)acetaldehyde oxime] is a member of the class of compounds known as 1-hydroxy-2-unsubstituted benzenoids. 1-hydroxy-2-unsubstituted benzenoids are phenols that a unsubstituted at the 2-position (z)-[(4-hydroxyphenyl)acetaldehyde oxime] is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). (z)-[(4-hydroxyphenyl)acetaldehyde oxime] can be found in a number of food items such as sugar apple, chestnut, mandarin orange (clementine, tangerine), and gooseberry, which makes (z)-[(4-hydroxyphenyl)acetaldehyde oxime] a potential biomarker for the consumption of these food products.			O/N=C\Cc1ccc(O)cc1	C8H9NO2	InChI=1S/C8H9NO2/c10-8-3-1-7(2-4-8)5-6-9-11/h1-4,6,10-11H,5H2/b9-6-	TVXJJNJGTDWFLD-TWGQIWQCSA-N	151.0633285	CHEBI:15667	HMDB0304004	
BASm0000396	(E)-cinnamate	trans-Cinnamic acid, also known as (e)-cinnamic acid or phenylacrylic acid, belongs to the class of organic compounds known as cinnamic acids. These are organic aromatic compounds containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid. trans-Cinnamic acid exists in all living species, ranging from bacteria to humans. trans-Cinnamic acid is a sweet, balsam, and cinnamon tasting compound. Outside of the human body, trans-Cinnamic acid is found, on average, in the highest concentration within a few different foods, such as chinese cinnamons, olives, and lingonberries and in a lower concentration in redcurrants, red raspberries, and corianders. trans-Cinnamic acid has also been detected, but not quantified in several different foods, such as common oregano, pepper (spice), fennels, pomegranates, and european cranberries. This could make trans-cinnamic acid a potential biomarker for the consumption of these foods. Cinnamic acid has been shown to be a microbial metabolite; it can be found in Alcaligenes, Brevibacterium, Cellulomonas, and Pseudomonas (PMID:16349793). trans-Cinnamic acid is a potentially toxic compound.	0140-10-3	Solid	O=C([O-])/C=C/c1ccccc1	C9H8O2	InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+	WBYWAXJHAXSJNI-VOTSOKGWSA-N	148.0524295	CHEBI:15669	HMDB0000930	
BASm0000397	allantoin	Allantoin is a diureide of glyoxylic acid with the chemical formula C4H6N4O3. It is also called 5-ureidohydantoin or glyoxyldiureide. It is a product of the oxidation of uric acid. It is also a product of purine metabolism in most mammals except for higher apes, and it is present in their urine. In humans, uric acid is excreted instead of allantoin. The presence of allantoin in the urine can be an indication of microbial overgrowth or it can be created via non-enzymatic means through high levels of reactive oxygen species. In this regard, allantoin is sometimes used as a marker of oxidative stress. Allantoin can be isolated from cow urine or as a botanical extract of the comfrey plant. It has long been used for its healing, soothing, and anti-irritating properties. Allantoin helps to heal wounds and skin irritations and stimulates the growth of healthy tissue. Allantoin can be found in anti-acne products, sun care products, and clarifying lotions because of its ability to help heal minor wounds and promote healthy skin. Allantoin is frequently present in toothpaste, mouthwash, and other oral hygiene products as well as in shampoos, lipsticks, various cosmetic lotions and creams, and other cosmetic and pharmaceutical products. It is also a metabolite of Bacillus (PMID: 18302748) and Streptomyces (PMID: 24292080).	97-59-6		NC(=O)NC1NC(=O)NC1=O	C4H6N4O3	InChI=1S/C4H6N4O3/c5-3(10)6-1-2(9)8-4(11)7-1/h1H,(H3,5,6,10)(H2,7,8,9,11)	POJWUDADGALRAB-UHFFFAOYSA-N	158.0439901	CHEBI:15676	HMDB0000462	
BASm0000398	(R)-allantoin				NC(=O)N[C@@H]1NC(=O)NC1=O	C4H6N4O3	InChI=1S/C4H6N4O3/c5-3(10)6-1-2(9)8-4(11)7-1/h1H,(H3,5,6,10)(H2,7,8,9,11)/t1-/m1/s1	POJWUDADGALRAB-PVQJCKRUSA-N	158.0439901	CHEBI:15677		
BASm0000399	(S)-allantoin	Allantoin is a chemical compound with formula C4H6N4O3. It is also called 5-ureidohydantoin, glyoxyldiureide, and 5-ureidohydantoin. It is a product of oxidation of uric acid. It is a diureide of glyoxylic acid. (Wikipedia)  In E. coli K-12, the enzyme allantoinase (EC 3.5.2.5) catalyzes the conversion of (S)(+)-Allantoin to Allantoate (KEGG).	97-59-6	Solid	NC(=O)N[C@H]1NC(=O)NC1=O	C4H6N4O3	InChI=1S/C4H6N4O3/c5-3(10)6-1-2(9)8-4(11)7-1/h1H,(H3,5,6,10)(H2,7,8,9,11)/t1-/m0/s1	POJWUDADGALRAB-SFOWXEAESA-N	158.0439901	CHEBI:15678		MMDBc0029955
BASm0000400	(R)-10-hydroxyoctadecanoate			Expected Solid	CCCCCCCC[C@@H](O)CCCCCCCCC(=O)[O-]	C18H35O3	InChI=1S/C18H36O3/c1-2-3-4-5-8-11-14-17(19)15-12-9-6-7-10-13-16-18(20)21/h17,19H,2-16H2,1H3,(H,20,21)/p-1/t17-/m1/s1	PAZZVPKITDJCPV-QGZVFWFLSA-M	299.2591686	CHEBI:15683		MMDBc0055023
BASm0000401	(S)-2-succinylamino-6-oxoheptanedioate			Expected Solid	O=C([O-])CCC(=O)N[C@@H](CCCC(=O)C(=O)[O-])C(=O)[O-]	C11H12NO8	InChI=1S/C11H15NO8/c13-7(11(19)20)3-1-2-6(10(17)18)12-8(14)4-5-9(15)16/h6H,1-5H2,(H,12,14)(H,15,16)(H,17,18)(H,19,20)/p-3/t6-/m0/s1	SDVXSCSNVVZWDD-LURJTMIESA-K	286.0579371	CHEBI:15685		MMDBc0055062
BASm0000402	(R)-acetoin	Constituent of butter and produced by many microorganisms [DFC] Acetoin is a colorless or pale yellow to green yellow liquid with a pleasant, buttery odor. Acetoin is used as an external energy store by a number of fermentive bacteria. Acetoin, along with diacetyl, is one of the compounds giving butter its characteristic flavor. Acetoin is used as a food flavoring (in baked goods) and a fragrance. It can be found in apples, butter, yogurt, asparagus, black currants, blackberry, wheat, broccoli, brussels sprouts, cantaloupe. [Wikipedia].		Liquid	CC(=O)[C@@H](C)O	C4H8O2	InChI=1S/C4H8O2/c1-3(5)4(2)6/h3,5H,1-2H3/t3-/m1/s1	ROWKJAVDOGWPAT-GSVOUGTGSA-N	88.0524295	CHEBI:15686	HMDB0303161	
BASm0000403	(S)-acetoin			Expected Solid	CC(=O)[C@H](C)O	C4H8O2	InChI=1S/C4H8O2/c1-3(5)4(2)6/h3,5H,1-2H3/t3-/m0/s1	ROWKJAVDOGWPAT-VKHMYHEASA-N	88.0524295	CHEBI:15687		MMDBc0054108
BASm0000404	acetoin	Acetoin, also known as dimethylketol or 2,3-butanolone, belongs to the class of organic compounds known as acyloins. These are organic compounds containing an alpha hydroxy ketone. Acyloins are formally derived from reductive coupling of carboxylic acyl groups. Thus, acetoin is considered to be an oxygenated hydrocarbon lipid molecule. Acetoin is used as an external energy store by a number of fermentive bacteria. Acetoin, along with diacetyl, is one of the compounds giving butter its characteristic flavor. Acetoin is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Acetoin is used as a food flavoring (in baked goods) and a fragrance. Acetoin is a sweet, buttery, and creamy tasting compound. Outside of the human body, Acetoin has been detected, but not quantified in several different foods, such as cocoa and cocoa products, evergreen blackberries, orange bell peppers, tortilla chips, and pomes. This could make acetoin a potential biomarker for the consumption of these foods. Constituent of beer, wine, fresh or cooked apple, fresh or cooked leak, corn, honey, cocoa, butter, cheeses, roasted coffee and other foodstuffs. Acetoin, with regard to humans, has been found to be associated with several diseases such as eosinophilic esophagitis and ulcerative colitis; acetoin has also been linked to the inborn metabolic disorder celiac disease. Acetoin is a colorless or pale yellow to green yellow liquid with a pleasant, buttery odor. It can be found in apples, butter, yogurt, asparagus, black currants, blackberry, wheat, broccoli, brussels sprouts, cantaloupe.	513-86-0	Liquid	CC(=O)C(C)O	C4H8O2	InChI=1S/C4H8O2/c1-3(5)4(2)6/h3,5H,1-2H3	ROWKJAVDOGWPAT-UHFFFAOYSA-N	88.0524295	CHEBI:15688	HMDB0003243	
BASm0000405	20-hydroxy-3-oxopregn-4-en-21-al				C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2C(O)C=O		InChI=1S/C21H30O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h11-12,15-19,24H,3-10H2,1-2H3/t15-,16-,17-,18+,19?,20-,21-/m0/s1	HIXLXYQKUSOMDM-FYGMKCHKSA-N		CHEBI:15690		
BASm0000406	Glyceraldehyde	Glyceraldehyde is a triose monosaccharide with chemical formula C3H6O3. It is the simplest of all common aldoses. It is a sweet, colourless crystalline solid that is an intermediate compound in carbohydrate metabolism. The word "glyceraldehyde" comes from combining glycerine and aldehyde, as glyceraldehyde is merely glycerine with one hydroxide changed to an aldehyde. Glyceraldehyde is produced from the action of the enzyme glyceraldehyde dehydrogenase, which converts glycerol to glyceraldehyde using NADP as a cofactor. When present at sufficiently high levels, glyceraldehyde can be a cytotoxin and a mutagen. A cytotoxin is a compound that kills cells. A mutagen is a compound that causes mutations in DNA. Glyceraldehyde is a highly reactive compound that can modify and cross-link proteins. Glyceraldehyde-modified proteins appear to be cytotoxic, depress intracellular glutathione levels, and induce reactive oxygen species (ROS) production (PMID:14981296). Glyceraldehyde has been shown to cause chromosome damage to human cells in culture and is mutagenic in the Ames bacterial test.	56-82-6	Solid	O=CC(O)CO	C3H6O3	InChI=1S/C3H6O3/c4-1-3(6)2-5/h1,3,5-6H,2H2	MNQZXJOMYWMBOU-UHFFFAOYSA-N	90.03169406	CHEBI:15693	HMDB0001051	
BASm0000407	2'-deoxycytidine	Deoxycytidine, also known as dC, belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. Pyrimidine 2'-deoxyribonucleosides are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2. Deoxycytidine is also classified as a deoxyribonucleoside, a component of deoxyribonucleic acid (DNA). Deoxycytidine is similar to the ribonucleoside cytidine, but with one hydroxyl group removed from the 2' position. Deoxycytidine exists in all living species, ranging from bacteria to plants to humans. Degradation of DNA through apoptosis or cell death produces deoxycytidine. Within humans, deoxycytidine participates in a number of enzymatic reactions. In particular, deoxycytidine can be biosynthesized from dCMP through the action of the enzyme cytosolic purine 5'-nucleotidase. In addition, deoxycytidine can be converted into dCMP; which is mediated by the enzyme uridine-cytidine kinase-like 1. Deoxycytidine can be phosphorylated at the C-5 position by the enzyme deoxycytidine kinase to produce deoxycytidine monophosphate (dCMP), and to a lesser extent, deoxycytidine diphosphate (dCDP), and deoxycytidine triphosphate (dCTP). Deoxycytidine can also be phosphorylated by thymidine kinase 2 (TK2). Deoxycytidine can potentially be used for the treatment of the metabolic disorder known as thymidine kinase 2 deficiency (TK2 deficiency). TK2 deficiency has three disease subtypes: i) infantile-onset myopathy with rapid progression to early death ii) childhood-onset myopathy, which resembles spinal muscular atrophy (SMA) type III, begins between ages 1 and 12 years with progression to loss of ambulation within few years and iii) late-onset myopathy starting at age 12 year or later with moderate to severe myopathy manifesting as either isolated chronic progressive external ophthalmoplegia (CPEO) or a generalized myopathy with CPEO plus facial and limb weakness, gradual progression, and, in some cases, respiratory failure and loss of ability to walk in adulthood (PMID: 28318037). In mouse models of TK2, dC was shown to delay disease onset, prolong life span and restore mtDNA copy number as well as respiratory chain enzyme activities (PMID: 28318037).	951-77-9		Nc1ccn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)n1	C9H13N3O4	InChI=1S/C9H13N3O4/c10-7-1-2-12(9(15)11-7)8-3-5(14)6(4-13)16-8/h1-2,5-6,8,13-14H,3-4H2,(H2,10,11,15)/t5-,6+,8+/m0/s1	CKTSBUTUHBMZGZ-SHYZEUOFSA-N	227.0906059	CHEBI:15698	HMDB0000014	
BASm0000409	trans-aconitate	trans-Aconitic acid, also known as trans-aconitate or (e)-aconitic acid, belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. trans-Aconitic acid exists in all living species, ranging from bacteria to humans. trans-Aconitic acid is a dry, musty, and nut tasting compound. Outside of the human body, trans-aconitic acid has been detected, but not quantified in several different foods, such as garden tomato fruits, root vegetables, soy beans, and rices. trans-Aconitic acid is normally present in human urine, and it has been suggested that is present in larger amounts with Reye's syndrome and organic aciduria. trans-Aconitic acid in the urine is a biomarker for the consumption of soy products. trans-Aconitic acid is a substrate of enzyme trans-Aconitic acid 2-methyltransferase (EC2.1.1.144).	4023-65-8	Solid	O=C([O-])/C=C(\CC(=O)[O-])C(=O)[O-]	C6H6O6	InChI=1S/C6H6O6/c7-4(8)1-3(6(11)12)2-5(9)10/h1H,2H2,(H,7,8)(H,9,10)(H,11,12)/b3-1+	GTZCVFVGUGFEME-HNQUOIGGSA-N	174.0164379	CHEBI:15708	HMDB0000958	
BASm0000410	xanthotoxol	Xanthotoxol is found in fats and oils. Xanthotoxol is isolated from Aegle marmelos (bael fruit), Angelica archangelica (angelica) and the seeds of Pastinaca sativa (parsnip	2009-24-7	Solid	O=c1ccc2cc3ccoc3c(O)c2o1	C11H6O4	InChI=1S/C11H6O4/c12-8-2-1-6-5-7-3-4-14-10(7)9(13)11(6)15-8/h1-5,13H	JWVYQQGERKEAHW-UHFFFAOYSA-N	202.0266087	CHEBI:15709	HMDB0029457	
BASm0000411	betaine aldehyde	Betaine aldehyde, also known as BTL, belongs to the class of organic compounds known as tetraalkylammonium salts. These are organonitrogen compounds containing a quaternary ammonium substituted with four alkyl chains. Betaine aldehyde is an extremely weak basic (essentially neutral) compound (based on its pKa). In humans, betaine aldehyde is involved in betaine metabolism. Outside of the human body, betaine aldehyde has been detected, but not quantified in, several different foods, such as sourdoughs, summer savouries, loganberries, burbots, and celery stalks. This could make betaine aldehyde a potential biomarker for the consumption of these foods. Betaine aldehyde is an intermediate in the metabolism of glycine, serine, and threonine. The human aldehyde dehydrogenase (EC 1.2.1.3) facilitates the conversion of betaine aldehyde into glycine betaine. Betaine aldehyde is a substrate for choline dehydrogenase (PMID: 12467448, 7646513).	7418-61-3		C[N+](C)(C)CC=O	C5H12NO	InChI=1S/C5H12NO/c1-6(2,3)4-5-7/h5H,4H2,1-3H3/q+1	SXKNCCSPZDCRFD-UHFFFAOYSA-N	102.091889	CHEBI:15710	HMDB0001252	
BASm0000412	indole-3-acetyl-1D-myo-inositol	1H-Indol-3-ylacetyl-myo-inositol is found in cereals and cereal products. 1H-Indol-3-ylacetyl-myo-inositol is present in Oryza sativa (rice) and Zea mays (corn	73925-84-5		O=C(Cc1c[nH]c2ccccc12)O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O	C16H19NO7	InChI=1S/C16H19NO7/c18-10(5-7-6-17-9-4-2-1-3-8(7)9)24-16-14(22)12(20)11(19)13(21)15(16)23/h1-4,6,11-17,19-23H,5H2/t11-,12-,13+,14-,15-,16-/m1/s1	XUACNUJFOIKYPQ-BKQXGZDCSA-N	337.116152	CHEBI:15711	HMDB0031182	
BASm0000413	2,3-dihydrobiochanin A	5,7-dihydroxy-3-(4-methoxyphenyl)-3,4-dihydro-2h-1-benzopyran-4-one is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 5,7-dihydroxy-3-(4-methoxyphenyl)-4h-chromen-4-one. It is generated by unspecified-gutmicro enzyme via an isoflavone-reduction-to-isoflavanone reaction. This isoflavone-reduction-to-isoflavanone occurs in human gut microbiota.			COc1ccc(C2COc3cc(O)cc(O)c3C2=O)cc1	C16H14O5	InChI=1S/C16H14O5/c1-20-11-4-2-9(3-5-11)12-8-21-14-7-10(17)6-13(18)15(14)16(12)19/h2-7,12,17-18H,8H2,1H3	XPZQBSCTDLGDBP-UHFFFAOYSA-N	286.0841236	CHEBI:15712	HMDB0129957	
BASm0000414	12-hydroxydihydrochelirubine		131984-77-5		COc1cc2c(c3c1-c1cc(O)c4cc5c(cc4c1N(C)C3)OCO5)OCO2	C21H17NO6	InChI=1S/C21H17NO6/c1-22-7-13-19(17(24-2)6-18-21(13)28-9-27-18)12-3-14(23)10-4-15-16(26-8-25-15)5-11(10)20(12)22/h3-6,23H,7-9H2,1-2H3	LEHAJESKGINQOW-UHFFFAOYSA-N	379.1055873	CHEBI:15716		
BASm0000415	1,6-bis-O-galloyl-beta-D-glucose	1,6-di-o-galloylglucose, also known as 1-o,6-O-digalloyl-beta-D-glucose or dgg16 cpd, is a member of the class of compounds known as tannins. Tannins are naturally occurring polyphenols which be categorized into four main classes: hydrolyzable tannin (based on ellagic acid or gallic acid), condensed tannins (made of oligomeric or polymeric proanthocyanidins), complex tannins (made of a catechin bound to a gallotannin or elagitannin), and phlorotannins (oligomers of phloroglucinol). 1,6-di-o-galloylglucose is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 1,6-di-o-galloylglucose can be found in garden rhubarb, which makes 1,6-di-o-galloylglucose a potential biomarker for the consumption of this food product.			O=C(OC[C@H]1O[C@@H](OC(=O)c2cc(O)c(O)c(O)c2)[C@H](O)[C@@H](O)[C@@H]1O)c1cc(O)c(O)c(O)c1	C20H20O14	InChI=1S/C20H20O14/c21-8-1-6(2-9(22)13(8)25)18(30)32-5-12-15(27)16(28)17(29)20(33-12)34-19(31)7-3-10(23)14(26)11(24)4-7/h1-4,12,15-17,20-29H,5H2/t12-,15-,16+,17-,20+/m1/s1	LYGRISUQIZNHGM-IVABAYMNSA-N	484.0853053	CHEBI:15723	HMDB0302910	
BASm0000416	trimethylamine N-oxide	Trimethylamine N-oxide (TMAO) is an oxidation product of trimethylamine and a common metabolite in animals and humans. In particular, trimethylamine-N-oxide is biosynthesized endogenously from trimethylamine, which is derived from choline, which can be derived from dietary lecithin (phosphatidylcholines) or dietary carnitine. TMAO decomposes to trimethylamine (TMA), which is the main odorant that is characteristic of degrading seafood. TMAO is an osmolyte that the body will use to counteract the effects of increased concentrations of urea (due to kidney failure) and high levels can be used as a biomarker for kidney problems. It has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID:22626821). Fish odor syndrome or trimethylaminuria is a defect in the production of the enzyme flavin containing monooxygenase 3 (FMO3) causing incomplete breakdown of trimethylamine from choline-containing food into trimethylamine oxide. Trimethylamine then builds up and is released in the person's sweat, urine, and breath, giving off a strong fishy odor. The concentration of TMAO in the blood increases after consuming foods containing carnitine or lecithin (phosphatidylcholines), if the bacteria that convert those substances to TMAO are present in the gut (PMID:23614584). High concentrations of carnitine are found in red meat, some energy drinks, and certain dietary supplements; lecithin is found in eggs and is commonly used as an ingredient in processed food. High levels of TMAO are found in many seafoods. Some types of normal gut bacteria (e.g. species of Acinetobacter) in the human gut convert dietary carnitine and dietary lecithin to TMAO (PMID:21475195). TMAO alters cholesterol metabolism in the intestines, in the liver and in arterial wall. When TMAO is present, cholesterol metabolism is altered and there is an increased deposition of cholesterol within, and decreased removal of cholesterol from, peripheral cells such as those in the artery wall (PMID:23563705). Urinary TMAO is a biomarker for the consumption of fish, especially cold-water fish. Trimethylamine N-oxide is found to be associated with maple syrup urine disease and propionic acidemia, which are inborn errors of metabolism. TMAO can also be found in Bacteroidetes, Ruminococcus (PMID:26687352).	1184-78-7		C[N+](C)(C)[O-]	C3H9NO	InChI=1S/C3H9NO/c1-4(2,3)5/h1-3H3	UYPYRKYUKCHHIB-UHFFFAOYSA-N	75.06841392	CHEBI:15724	HMDB0000925	
BASm0000417	N-methylaniline				CNc1ccccc1	C7H9N	InChI=1S/C7H9N/c1-8-7-5-3-2-4-6-7/h2-6,8H,1H3	AFBPFSWMIHJQDM-UHFFFAOYSA-N	107.0734993	CHEBI:15733	HMDB0255185	
BASm0000419	S-formylmycothiol			Expected Solid	[H]C(=O)SC[C@H](NC(C)=O)C(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O	C18H30N2O13S	InChI=1S/C18H30N2O13S/c1-5(23)19-6(3-34-4-22)17(31)20-8-10(25)9(24)7(2-21)32-18(8)33-16-14(29)12(27)11(26)13(28)15(16)30/h4,6-16,18,21,24-30H,2-3H2,1H3,(H,19,23)(H,20,31)/t6-,7+,8+,9+,10+,11-,12-,13+,14+,15+,16-,18+/m0/s1	JFPVMCRFDBEEHF-QFVXKRNMSA-N	514.1468602	CHEBI:15735		MMDBc0054724
BASm0000420	formate	Formic acid is the simplest carboxylic acid. Formate is an intermediate in normal metabolism. It takes part in the metabolism of one-carbon compounds and its carbon may appear in methyl groups undergoing transmethylation. It is eventually oxidized to carbon dioxide. Formate is typically produced as a byproduct in the production of acetate. It is responsible for both metabolic acidosis and disrupting mitochondrial electron transport and energy production by inhibiting cytochrome oxidase activity, the terminal electron acceptor of the electron transport chain. Cell death from cytochrome oxidase inhibition by formate is believed to result partly from depletion of ATP, reducing energy concentrations so that essential cell functions cannot be maintained. Furthermore, inhibition of cytochrome oxidase by formate may also cause cell death by increased production of cytotoxic reactive oxygen species (ROS) secondary to the blockade of the electron transport chain. In nature, formic acid is found in the stings and bites of many insects of the order Hymenoptera, including bees and ants. The principal use of formic acid is as a preservative and antibacterial agent in livestock feed. When sprayed on fresh hay or other silage, it arrests certain decay processes and causes the feed to retain its nutritive value longer. Urinary formate is produced by Escherichia coli, Pseudomonas aeruginosa, Klebsiella pneumonia, Enterobacter, Acinetobacter, Proteus mirabilis, Citrobacter frundii, Enterococcus faecalis, Streptococcus group B, Staphylococcus saprophyticus (PMID: 22292465).	64-18-6		[O-]C=O	CHO2	InChI=1S/CH2O2/c2-1-3/h1H,(H,2,3)/p-1	BDAGIHXWWSANSR-UHFFFAOYSA-M	44.99765428	CHEBI:15740	HMDB0000142	
BASm0000421	butanal	Butanal, also known as butyral or butyl aldehyde, belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group. It is miscible with most organic solvents. Butanal exists in all living organisms, ranging from bacteria to humans. Upon prolonged exposure to air, butyraldehyde oxidizes to form butyric acid. Butanal is an apple, bready, and chocolate tasting compound. Outside of the human body, Butanal is found, on average, in the highest concentration within cow milk and carrots. Butanal has also been detected, but not quantified in several different foods, such as hard wheats, borages, ostrich ferns, skunk currants, and fennels. This could make butanal a potential biomarker for the consumption of these foods. The dominant technology involves the use of rhodium catalysts derived from the water-soluble ligand Tppts. Butyraldehyde is produced almost exclusively by the hydroformylation of propylene:CH3CHCH2 + H2 + CO → CH3CH2CH2CHO. Traditionally, hydroformylation was catalyzed by cobalt carbonyl and later rhodium complexes of triphenylphosphine. At one time, it was produced industrially by the catalytic hydrogenation of crotonaldehyde, which is derived from acetaldehyde. Butyraldehyde can be produced by the catalytic dehydrogenation of n-butanol. This compound is the aldehyde derivative of butane. An aqueous solution of the rhodium catalyst converts the propylene to the aldehyde, which forms a lighter immiscible phase. About 6 billion kilograms are produced annually by hydroformylation. It is a colourless flammable liquid with an unpleasant smell.	123-72-8		CCCC=O	C4H8O	InChI=1S/C4H8O/c1-2-3-4-5/h4H,2-3H2,1H3	ZTQSAGDEMFDKMZ-UHFFFAOYSA-N	72.05751488	CHEBI:15743	HMDB0003543	
BASm0000422	3-beta-D-galactosyl-sn-glycerol	3-beta-d-galactosyl-sn-glycerol is a member of the class of compounds known as glycosylglycerols. Glycosylglycerols are glycerolipids structurally characterized by the presence of one or more sugar residues attached to glycerol via a glycosidic linkage. 3-beta-d-galactosyl-sn-glycerol is soluble (in water) and a very weakly acidic compound (based on its pKa). 3-beta-d-galactosyl-sn-glycerol can be found in a number of food items such as skunk currant, european chestnut, oval-leaf huckleberry, and coriander, which makes 3-beta-d-galactosyl-sn-glycerol a potential biomarker for the consumption of these food products.			OC[C@@H](O)CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O	C9H18O8	InChI=1S/C9H18O8/c10-1-4(12)3-16-9-8(15)7(14)6(13)5(2-11)17-9/h4-15H,1-3H2/t4-,5-,6+,7+,8-,9-/m1/s1	NHJUPBDCSOGIKX-NTXXKDEISA-N	254.1001676	CHEBI:15754	HMDB0304157	
BASm0000423	3alpha,7alpha,12beta-trihydroxy-5beta-cholanate		81938-67-2			C24H39O5		BHQCQFFYRZLCQQ-KRHHAYMPSA-M	407.2802979	CHEBI:15755		
BASm0000424	2,3-epoxyphylloquinone	Vitamin K1 2,3-epoxide (CAS: 25486-55-9) is a vitamin K derivative. Vitamin K is needed for the posttranslational modification of certain proteins, mostly required for blood coagulation. Within the cell, vitamin K undergoes electron reduction to a reduced form of vitamin K (called vitamin K hydroquinone) by the enzyme vitamin K epoxide reductase (or VKOR). Another enzyme then oxidizes vitamin K hydroquinone to allow carboxylation of glutamate into gamma-carboxyglutamate (Gla). This enzyme is called the gamma-glutamyl carboxylase or the vitamin K-dependent carboxylase. The carboxylation reaction will only proceed if the carboxylase enzyme is able to oxidize vitamin K hydroquinone into vitamin K epoxide at the same time; the carboxylation and epoxidation reactions are said to be coupled reactions. Vitamin K epoxide is then re-converted into vitamin K by the vitamin K epoxide reductase. These two enzymes comprise the so-called vitamin K cycle. One of the reasons why vitamin K is rarely deficient in a human diet is because vitamin K is continually recycled in our cells. Vitamin K 2,3-epoxide is the substrate for vitamin K 2,3-epoxide reductase (VKOR) complex. Significantly increased level of serum vitamin K epoxide has been found in patients with familial multiple coagulation factor deficiency (PMID: 12384421). Accumulation of vitamin K1-2,3-epoxide in plasma is also a sensitive marker of the coumarin-like activity of drugs (PMID: 2401753).	85955-78-8	Solid		C31H46O3		KUTXFBIHPWIDJQ-HBDFACPTSA-N	466.3446953	CHEBI:15759	HMDB0002972	
BASm0000425	N-methylpyridinium				C[N+]1=CC=CC=C1	C6H8N	InChI=1S/C6H8N/c1-7-5-3-2-4-6-7/h2-6H,1H3/q+1	PQBAWAQIRZIWIV-UHFFFAOYSA-N	94.06512568	CHEBI:15761	HMDB0240545	
BASm0000426	dichloromethane	Dichloromethane is used as an extraction solvent in the preparation of decaffeinated coffee, hop extracts and spice oleoresins. Diluent for colour additives and inks for marking fruit and vegetables The output of these processes is a mixture of methyl chloride, dichloromethane, chloroform, and carbon tetrachloride. These compounds are separated by distillation	1975-09-02		ClCCl	CH2Cl2	InChI=1S/CH2Cl2/c2-1-3/h1H2	YMWUJEATGCHHMB-UHFFFAOYSA-N	83.95335548	CHEBI:15767	HMDB0031548	
BASm0000427	loganin		18524-94-2		[H][C@]1(O)C[C@]2([H])C(=CO[C@@]([H])(O[C@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)[C@]2([H])[C@@]1([H])C)C(=O)OC	C17H26O10	InChI=1S/C17H26O10/c1-6-9(19)3-7-8(15(23)24-2)5-25-16(11(6)7)27-17-14(22)13(21)12(20)10(4-18)26-17/h5-7,9-14,16-22H,3-4H2,1-2H3/t6-,7+,9-,10+,11+,12+,13-,14+,16-,17-/m0/s1	AMBQHHVBBHTQBF-UOUCRYGSSA-N	390.1525971	CHEBI:15771		
BASm0000428	3-oxoadipate			Expected Solid	[O-]C(=O)CCC(=O)CC([O-])=O	C6H6O5	InChI=1S/C6H8O5/c7-4(3-6(10)11)1-2-5(8)9/h1-3H2,(H,8,9)(H,10,11)/p-2	RTGHRDFWYQHVFW-UHFFFAOYSA-L	158.0226205	CHEBI:15775		MMDBc0055404
BASm0000429	4-oxocyclohexane-1-carboxylate				O=C1CCC(C(=O)[O-])CC1	C7H9O3	InChI=1S/C7H10O3/c8-6-3-1-5(2-4-6)7(9)10/h5H,1-4H2,(H,9,10)/p-1	OWLXUYGCLDGHJJ-UHFFFAOYSA-M		CHEBI:15777		
BASm0000430	hercynine			Expected Solid	C[N+](C)(C)[C@@H](Cc1c[nH]cn1)C(=O)[O-]	C9H15N3O2	InChI=1S/C9H15N3O2/c1-12(2,3)8(9(13)14)4-7-5-10-6-11-7/h5-6,8H,4H2,1-3H3,(H-,10,11,13,14)/t8-/m0/s1	GPPYTCRVKHULJH-QMMMGPOBSA-N	197.1164267	CHEBI:15781		MMDBc0056024
BASm0000431	N,N-dimethyl-1,4-phenylenediamine				CN(C)c1ccc(N)cc1	C8H12N2	InChI=1S/C8H12N2/c1-10(2)8-5-3-7(9)4-6-8/h3-6H,9H2,1-2H3	BZORFPDSXLZWJF-UHFFFAOYSA-N	136.1000484	CHEBI:15783	HMDB0247696	
BASm0000432	3,5-dichlorocatechol			Expected Solid	Oc1cc(Cl)cc(Cl)c1O	C6H4Cl2O2	InChI=1S/C6H4Cl2O2/c7-3-1-4(8)6(10)5(9)2-3/h1-2,9-10H	XSXYVLIPQMXCBV-UHFFFAOYSA-N	177.9588348	CHEBI:15788		MMDBc0054250
BASm0000433	malonate			Expected Solid	O=C([O-])CC(=O)[O-]	C3H2O4	InChI=1S/C3H4O4/c4-2(5)1-3(6)7/h1H2,(H,4,5)(H,6,7)/p-2	OFOBLEOULBTSOW-UHFFFAOYSA-L	101.9953086	CHEBI:15792		MMDBc0054554
BASm0000434	juglone	Juglone is found in black walnut. Juglone occurs in Juglans species and pecan nuts (Carya illinoensis	481-39-0	Solid	O=C1C=CC(=O)c2c(O)cccc21	C10H6O3	InChI=1S/C10H6O3/c11-7-4-5-9(13)10-6(7)2-1-3-8(10)12/h1-5,12H	KQPYUDDGWXQXHS-UHFFFAOYSA-N	174.0316941	CHEBI:15794	HMDB0030773	
BASm0000435	(R)-2-hydroxyglutarate	In humans, D-2-hydroxyglutaric acid is formed by a hydroxyacid-oxoacid transhydrogenase whereas in bacteria it is formed by a 2-hydroxyglutarate synthase. D-2-Hydroxyglutaric acid is also formed via the normal activity of hydroxyacid-oxoacid transhydrogenase during conversion of 4-hydroxybutyrate to succinate semialdehyde. The compound can be converted to alpha-ketoglutaric acid through the action of a 2-hydroxyglutarate dehydrogenase (EC 1.1.99.2). In humans, there are two such enzymes (D2HGDH and L2HGDH). Both the D and the L stereoisomers of hydroxyglutaric acid are found in body fluids. D-2-Hydroxyglutaric acid is a biochemical hallmark of the inherited neurometabolic disorder D-2-hydroxyglutaric aciduria (OMIM: 600721) and the genetic disorder glutaric aciduria II. D-2-Hydroxyglutaric aciduria (caused by loss of D2HGDH or gain of function of IDH) is rare, with symptoms including cancer, macrocephaly, cardiomyopathy, mental retardation, hypotonia, and cortical blindness. An elevated urine level of D-2-hydroxyglutaric acid has been reported in patients with spondyloenchondrodysplasia (OMIM: 271550). D-2-Hydroxyglutaric acid can be converted to alpha-ketoglutaric acid through the action of 2-hydroxyglutarate dehydrogenase (D2HGDH). Additionally, the enzyme D-3-phosphoglycerate dehydrogenase (PHGDH) can catalyze the NADH-dependent reduction of alpha-ketoglutarate (AKG) to D-2-hydroxyglutarate (D-2HG). Nyhan et al. (1995) described 3 female patients, 2 of them sibs, who were found to have excess accumulation of D-2-hydroxyglutaric acid in the urine. The phenotype was quite variable, even among the sibs, but included mental retardation, macrocephaly with cerebral atrophy, hypotonia, seizures, and involuntary movements. One of the patients developed severe intermittent vomiting and was given a pyloromyotomy. The electroencephalogram demonstrated hypsarrhythmia. There was an increased concentration of protein in cerebrospinal fluid, an unusual finding in inborn errors of metabolism. D-2-Hydroxyglutaric acid can also be produced via gain-of-function mutations in the cytosolic and mitochondrial isoforms of isocitrate dehydrogenase (IDH). IDH is part of the TCA cycle and this compound is generated in high abundance when IDH is mutated. Since D-2-hydroxyglutaric acid is sufficiently similar in structure to 2-oxoglutarate (2OG), it is able to inhibit a range of 2OG-dependent dioxygenases, including histone lysine demethylases (KDMs) and members of the ten-eleven translocation (TET) family of 5-methylcytosine (5mC) hydroxylases. This inhibitory effect leads to alterations in the hypoxia-inducible factor (HIF)-mediated hypoxic response and alterations in gene expression through global epigenetic remodeling. The net effect is that D-2-hydroxyglutaric acid causes a cascading effect that leads genetic perturbations and malignant transformation. Depending on the circumstances, D-2-hydroxyglutaric acid can act as an oncometabolite, a neurotoxin, an acidogen, and a metabotoxin. An oncometabolite is a compound that promotes tumour growth and survival. A neurotoxin is compound that is toxic to neurons or nerual tissue. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels.  As an oncometabolite, D-2-hydroxyglutaric acid is a competitive inhibitor of multiple alpha-ketoglutarate-dependent dioxygenases, including histone demethylases and the TET family of 5mC hydroxylases. As a result, high levels of 2-hydroxyglutarate lead to genome-wide histone and DNA methylation alterations, which in turn lead to mutations that ultimately cause cancer (PMID: 29038145). As a neurotoxin, D-2-hydroxyglutaric acid mediates its neurotoxicity through activation of N-methyl-D-aspartate receptors. D-2-Hydroxyglutaric acid is structurally similar to the excitatory amino acid glutamate and stimulates neurodegeneration by mechanisms similar to glutamate, NMDA, or mitochondrial toxins (PMID: 12153528). As an acidogen, D-2-hydroxyglutaric acid is classified as an alpha hydroxy acid belonging to the general class of compounds known as organic acids. Chronically high levels of D-2-hydroxyglutaric acid are a feature of the inborn error of metabolism called D-2-hydroxyglutaric aciduria. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart abnormalities, kidney abnormalities, liver damage, seizures, coma, and possibly death. These are also the characteristic symptoms of untreated D-2-hydroxyglutaric aciduria. Many affected children with organic acidemias experience intellectual disability or delayed development. In adults, acidosis or acidemia is characterized by headaches, confusion, feeling tired, tremors, sleepiness, and seizures.	13095-47-1	Solid	O=C([O-])CC[C@@H](O)C(=O)[O-]	C5H8O5	InChI=1S/C5H8O5/c6-3(5(9)10)1-2-4(7)8/h3,6H,1-2H2,(H,7,8)(H,9,10)/t3-/m1/s1	HWXBTNAVRSUOJR-GSVOUGTGSA-N	148.0371734	CHEBI:15801	HMDB0000606	
BASm0000436	quinolin-4-ol				Oc1ccnc2ccccc12	C9H7NO	InChI=1S/C9H7NO/c11-9-5-6-10-8-4-2-1-3-7(8)9/h1-6H,(H,10,11)	PMZDQRJGMBOQBF-UHFFFAOYSA-N	145.0527639	CHEBI:15815	HMDB0246466	
BASm0000437	3-methyl-2-butenal	3-Methyl-2-butenal, also known as senecialdehyde or 3,3-dimethylacrolein, belongs to the class of organic compounds known as enals. These are alpha,beta-unsaturated aldehydes of the general formula RC=C-CH=O in which the aldehydic C=O function is conjugated to a C=C triple bond at the alpha,beta position. 3-methyl-2-butenal has been detected, but not quantified, in several different foods, such as common oregano, beechnuts, oval-leaf huckleberries, tea leaf willows, and red rice. This could make 3-methyl-2-butenal a potential biomarker for the consumption of these foods. 3-Methyl-2-butenal is a derivative of acrolein that is an alpha, beta-unsaturated carbonyl metabolite. It can be formed endogenously during lipid peroxidation or after oxidative stress, and is considered to play an important role in human carcinogenesis. The endogenously formed acroleins are a constant source of DNA damage, can lead to mutation, and can also induce tumours in humans (PMID:8319634). 3-Methyl-2-butenal, which is an unsaturated aldehyde bearing substitution at the alkene terminus, is a poor inactivator of the enzymes protein tyrosine phosphatases (PTPs). The inactivation of PTPs can yield profound biological consequences arising from the disruption of cellular signalling pathways (PMID:17655273).	107-86-8		CC(C)=CC=O	C5H8O	InChI=1S/C5H8O/c1-5(2)3-4-6/h3-4H,1-2H3	SEPQTYODOKLVSB-UHFFFAOYSA-N	84.05751488	CHEBI:15825	HMDB0012157	
BASm0000438	16alpha-hydroxyprogesterone		438-07-3		CC(=O)[C@H]1[C@H](O)C[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@@]21C	C21H30O3	InChI=1S/C21H30O3/c1-12(22)19-18(24)11-17-15-5-4-13-10-14(23)6-8-20(13,2)16(15)7-9-21(17,19)3/h10,15-19,24H,4-9,11H2,1-3H3/t15-,16+,17+,18-,19+,20+,21+/m1/s1	LOVNYFVWYTXDRE-RMWFXKKMSA-N	330.2194948	CHEBI:15826		
BASm0000439	urea-1-carboxylate		625-78-5		NC(=O)NC(=O)[O-]	C2H4N2O3	InChI=1S/C2H4N2O3/c3-1(5)4-2(6)7/h(H,6,7)(H3,3,4,5)	AVWRKZWQTYIKIY-UHFFFAOYSA-N		CHEBI:15832		
BASm0000440	sulcatol	(R)-Sulcatol is found in herbs and spices. (R)-Sulcatol occurs in lemongrass oi	4630-06-02		CC(C)=CCCC(C)O	C8H16O	InChI=1S/C8H16O/c1-7(2)5-4-6-8(3)9/h5,8-9H,4,6H2,1-3H3	OHEFFKYYKJVVOX-UHFFFAOYSA-N	128.1201151	CHEBI:15833	HMDB0030030	
BASm0000441	1-O-galloyl-beta-D-glucose	Galloyl glucose, also known as 1-galloyl-beta-D-glucose or beta-glucogallin, is a member of the class of compounds known as tannins. Tannins are naturally occurring polyphenols which be categorized into four main classes: hydrolyzable tannin (based on ellagic acid or gallic acid), condensed tannins (made of oligomeric or polymeric proanthocyanidins), complex tannins (made of a catechin bound to a gallotannin or elagitannin), and phlorotannins (oligomers of phloroglucinol). Galloyl glucose is soluble (in water) and a very weakly acidic compound (based on its pKa). Galloyl glucose can be found in a number of food items such as pomegranate, strawberry, redcurrant, and rubus (blackberry, raspberry), which makes galloyl glucose a potential biomarker for the consumption of these food products. Galloyl glucose is formed by a gallate 1-beta-glucosyltransferase (UDP-glucose: gallate glucosyltransferase), an enzyme performing the esterification of two substrates, UDP-glucose and gallate to yield two products, UDP and glucogallin. This enzyme can be found in oak leaf preparations .			O=C(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)c1cc(O)c(O)c(O)c1	C13H16O10	InChI=1S/C13H16O10/c14-3-7-9(18)10(19)11(20)13(22-7)23-12(21)4-1-5(15)8(17)6(16)2-4/h1-2,7,9-11,13-20H,3H2/t7-,9-,10+,11-,13+/m1/s1	GDVRUDXLQBVIKP-HQHREHCSSA-N	332.0743467	CHEBI:15834	HMDB0301708	
BASm0000442	3-methylbutanol	Isopentanol, also known as isoamyl alcohol or 3-methylbutanol, belongs to the class of organic compounds known as primary alcohols. Primary alcohols are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl). Thus, isopentanol is considered to be a fatty alcohol lipid molecule. Isopentanol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Isopentanol exists in all eukaryotes, ranging from yeast to humans. Isopentanol is an alcoholic, banana, and burnt tasting compound. Isopentanol is found, on average, in the highest concentration within milk (cow). Isopentanol has also been detected, but not quantified, in several different foods, such as chinese cinnamons, grapefruits, walnuts, wild leeks, and spearmints. This could make isopentanol a potential biomarker for the consumption of these foods. Isopentanol is one of several isomers of amyl alcohol. Isopentanol is the major higher chain alcohol in alcoholic beverages and is present in cider, mead, beer, wine, and spirits to varying degrees, being obtained by the fermentation of starches. Isopentanol, with regard to humans, has been found to be associated with the diseases such as ulcerative colitis; isopentanol has also been linked to the inborn metabolic disorder celiac disease. Isopentanol is a metabolite found in Escherichia (PMID:18676713).	123-51-3		CC(C)CCO	C5H12O	InChI=1S/C5H12O/c1-5(2)3-4-6/h5-6H,3-4H2,1-2H3	PHTQWCKDNZKARW-UHFFFAOYSA-N	88.08881501	CHEBI:15837	HMDB0006007	
BASm0000444	aquacob(III)alamin	Aquacobalamin is one of the major forms of vitamin B(12) isolated from mammalian cells. Aquacobalamin and the thiolate forms of glutathione are the precursors of glutathionylcobalamin (GSCbl, a precursor to the formation of the two coenzyme forms of vitamin B(12), adenosylcobalamin and methylcobalamin) in mammalian cells. Under biological conditions the formation of GSCbl from aquacobalamin and glutathione is essentially irreversible; upon entering cells, any free (protein-unbound) aquacobalamin could be rapidly and irreversibly converted to GSCbl. (PMID: 15476387). Aquacobalamin is reduced to cob(II)alamin by Methionine synthase reductse (MSR) in the presence of NADPH, and this reduction leads to stimulation of the conversion of apomethionine synthase and aquacobalamin to methionine synthase holoenzyme. MSR serves as a special chaperone for human methionine synthase and as an aquacobalamin reductase, rather than acting solely in the reductive activation of methionine synthase. (PMID: 16769880).	13422-52-1		CC1=C2N3[C@@H]4[C@H](CC(N)=O)[C@@]2(C)CCC(=O)NC[C@@H](C)OP(=O)([O-])O[C@H]2[C@@H](O)[C@H](O[C@@H]2CO)n2c[n+](c5cc(C)c(C)cc52)[Co-3]325([OH2+])[N+]3=C1[C@@H](CCC(N)=O)C(C)(C)C3=CC1=[N+]2C(=C(C)C2=[N+]5[C@]4(C)[C@@](C)(CC(N)=O)[C@@H]2CCC(N)=O)[C@@](C)(CC(N)=O)[C@@H]1CCC(N)=O	C72H105CoN16O20PS	InChI=1S/C62H90N13O14P.C10H17N3O6S.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19);/q;;+3/p-2	NZRCMFDUKLMQKD-UHFFFAOYSA-L	1635.647583	CHEBI:15852	HMDB0003458	
BASm0000445	bromide	Bromine is a brown or red liquid with a characteristic odor. Bromine is mainly used in the manufacture of dyes, inks, flame retardants, pharmaceuticals and chemical warfare agents. Occupational exposure to bromine may occur during the production and the application of bromine compounds and during other industrial activities. This compound is adsorbed into the human body through the respiratory tract, skin (occupational exposure) and alimentary tract (general population). Physiologically, bromine exists as an ion in the body. Slight eye irritation occurs as a consequence of chronic exposure to bromine vapors at concentration of 1 mg/m3. Higher concentrations increase this effect and cause nasal and skin irritation. Many years' observations have shown that during occupational exposure to bromine vapors at concentrations of up to 0.7 mg/m3 (0.1 ppm), there are no observed adverse effects. From cytotoxicity and mutagenicity assays, it is known that brominated organic compounds are more toxic than chlorinated organic compounds. However, only a limited number of brominated organic compounds have been regulated. (PMID: 17316744).	7726-95-6	Liquid	[Br-]	Br	InChI=1S/BrH/h1H/p-1	CPELXLSAUQHCOX-UHFFFAOYSA-M	78.91833765	CHEBI:15858	HMDB0002500	
BASm0000446	N-methylhexanamide				CCCCCC(=O)NC		InChI=1S/C7H15NO/c1-3-4-5-6-7(9)8-2/h3-6H2,1-2H3,(H,8,9)	RSPBQSYWXAROOO-UHFFFAOYSA-N		CHEBI:15860		
BASm0000447	trichodiene			Expected Solid	C=C1CCC[C@]1(C)[C@]1(C)CC=C(C)CC1	C15H24	InChI=1S/C15H24/c1-12-7-10-14(3,11-8-12)15(4)9-5-6-13(15)2/h7H,2,5-6,8-11H2,1,3-4H3/t14-,15+/m1/s1	YFLSTROSSKYYNK-CABCVRRESA-N	204.1878008	CHEBI:15861		MMDBc0012894
BASm0000448	D-xylono-1,5-lactone	D-xylonolactone is a lactone derivative of xylonic acid. It is an intermediate in the pentose and glucuronate interconversion pathway and can be formed from either D-xylonic acid or D-xylose. D-xylose is a simple 5 carbon sugar that is found in a variety of edible plants. It is also frequently used in intestinal absorption tests to help diagnose problems that prevent the small intestine from absorbing nutrients in food. Xylose is also the first saccharide added to the serine or threonine in the proteoglycan type O-glycosylation and so it is the first saccharide in biosynthetic pathways of most anionic polysaccharides such as heparan sulfate and chondroitin sulfate. D-xylose is normally easily absorbed by the intestines where it can be converted to D-xylonolactone by intestinal D-xylose 1-dehydrogenase (EC 1.1.1.175).		Solid	O=C1OC[C@@H](O)[C@H](O)[C@H]1O	C5H8O5	InChI=1S/C5H8O5/c6-2-1-10-5(9)4(8)3(2)7/h2-4,6-8H,1H2/t2-,3+,4-/m1/s1	XXBSUZSONOQQGK-FLRLBIABSA-N	148.0371734	CHEBI:15867	HMDB0011676	
BASm0000449	betaine aldehyde hydrate	Betaine aldehyde hydrate, also known as glycine betaine aldehyde hydric acid, is a member of the class of compounds known as cholines. Cholines are organic compounds containing a N,N,N-trimethylethanolammonium cation. Betaine aldehyde hydrate is soluble (in water) and a very weakly acidic compound (based on its pKa). Betaine aldehyde hydrate can be found in a number of food items such as wax apple, winter squash, cabbage, and common oregano, which makes betaine aldehyde hydrate a potential biomarker for the consumption of these food products.			C[N+](C)(C)CC(O)O	C5H14NO2	InChI=1S/C5H14NO2/c1-6(2,3)4-5(7)8/h5,7-8H,4H2,1-3H3/q+1	HEHORKLRCFPRON-UHFFFAOYSA-N	120.1019051	CHEBI:15870	HMDB0304272	
BASm0000450	10-hydroxydihydrosanguinarine				CN1CC2=C3OCOC3=CC(O)=C2C2=CC=C3C=C4OCOC4=CC3=C12	C20H15NO5	InChI=1S/C20H15NO5/c1-21-7-13-18(14(22)6-17-20(13)26-9-25-17)11-3-2-10-4-15-16(24-8-23-15)5-12(10)19(11)21/h2-6,22H,7-9H2,1H3	UYMYPMGPARAZNU-UHFFFAOYSA-N	349.0950226	CHEBI:15878		
BASm0000451	phenol	Phenol, is a toxic, colourless crystalline solid with a sweet tarry odor that resembles a hospital smell. It is commonly used as an antiseptic and disinfectant. It is active against a wide range of micro-organisms including some fungi and viruses, but is only slowly effective against spores. It has been used to disinfect skin and to relieve itching. Phenol is also used in the preparation of cosmetics including sunscreens, hair dyes, and skin lightening preparations. It is also used in the production of drugs (it is the starting material in the industrial production of aspirin), weedkillers, and synthetic resins. Phenol can be found in areas with high levels of motor traffic, therefore, people living in crowded urban areas are frequently exposed to traffic-derived phenol vapor. The average (mean +/- SD) phenol concentration in urine among normal individuals living in urban areas is 7.4 +/- 2.2 mg/g of creatinine. Exposure of the skin to concentrated phenol solutions causes chemical burns which may be severe; in laboratories where it is used, it is usually recommended that polyethylene glycol solution is kept available for washing off splashes. Notwithstanding the effects of concentrated solutions, it is also used in cosmetic surgery as an exfoliant, to remove layers of dead skin (Wikipedia). In some bacteria phenol can be directly synthesized from tyrosine via the enzyme tyrosine phenol-lyase [EC:4.1.99.2]. It can be produced by Escherichia and Pseudomonas. Phenol has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821).	108-95-2		OC1=CC=CC=C1	C6H6O	InChI=1S/C6H6O/c7-6-4-2-1-3-5-6/h1-5,7H	ISWSIDIOOBJBQZ-UHFFFAOYSA-N	94.04186481	CHEBI:15882	HMDB0000228	
BASm0000452	a sterol				*C1CCC2C3CCC4CC(O)CCC4(C)C3CCC12C					CHEBI:15889		
BASm0000453	5,6-dimethylbenzimidazole	Dimethylbenzimidazole is an intermediate in Riboflavin metabolism. Dimethylbenzimidazole is the second to last step for the synthesis of alpha-Ribazole. It is converted from Riboflavin then it is converted to N1-(5-Phospho-alpha-D-ribosyl)-5,6-dimethylbenzimidazole via the enzyme nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase (EC 2.4.2.21).	582-60-5		CC1=CC2=C(C=C1C)N=CN2	C9H10N2	InChI=1S/C9H10N2/c1-6-3-8-9(4-7(6)2)11-5-10-8/h3-5H,1-2H3,(H,10,11)	LJUQGASMPRMWIW-UHFFFAOYSA-N	146.0843983	CHEBI:15890	HMDB0003701	
BASm0000454	1-pyrroline-5-carboxylate	1-Pyrroline-5-carboxylic acid (CAS: 2906-39-0) is an enamine or an imino acid that forms upon the spontaneous dehydration of L-glutamate gamma-semialdehyde in aqueous solutions. The stereoisomer (S)-1-pyrroline-5-carboxylate is an intermediate in glutamate metabolism, arginine degradation, and proline biosynthesis and degradation. It can also be converted into or be formed from three amino acids: L-glutamate, L-ornithine, and L-proline. In particular, it is synthesized via the oxidation of proline by pyrroline-5-carboxylate reductase 1 (PYCR1) (EC 1.5.1.2) or by proline dehydrogenase (PRODH) (EC 1.5.99.8). It is hydrolyzed into L-glutamate by delta-1-pyrroline-5-carboxylate dehydrogenase (ALDH4A1) (EC 1.5.1.12). It is also one of the few metabolites that can act as a precursor to other metabolites of both the urea cycle and the tricarboxylic acid (TCA) cycle. Under certain conditions, pyrroline-5-carboxylate can act as a neurotoxin and a metabotoxin. A neurotoxin causes damage to nerve cells and nerve tissues. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of pyrroline-5-carboxylate are associated with at least five inborn errors of metabolism, including hyperprolinemia type I, hyperprolinemia type II, iminoglycinuria, prolinemia type II, and pyruvate carboxylase deficiency. Hyperprolinemia type II results in high levels of pyrroline-5-carboxylate. People with hyperprolinemia type II have signs and symptoms that vary in severity, but they are more likely than type I to have seizures or intellectual disability. Pyrroline-5-carboxylate is highly reactive and excess quantities have been shown to cause cell death and apoptosis (PMID: 15548746).	64199-88-8	Solid	O=C([O-])C1CCC=N1	C5H7NO2	InChI=1S/C5H7NO2/c7-5(8)4-2-1-3-6-4/h3-4H,1-2H2,(H,7,8)/t4-/m0/s1	DWAKNKKXGALPNW-BYPYZUCNSA-N	113.0476785	CHEBI:15893	HMDB0001301	
BASm0000455	(2E,6E)-farnesal	This compound belongs to the family of Sesquiterpenes. These are terpenes with three consecutive isoprene units.	502-67-0		CC(C)=CCC\C(C)=C\CC\C(C)=C\C=O	C15H24O	InChI=1S/C15H24O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11-12H,5-6,8,10H2,1-4H3/b14-9+,15-11+	YHRUHBBTQZKMEX-YFVJMOTDSA-N	220.1827154	CHEBI:15894	HMDB0060356	
BASm0000456	D-galactono-1,4-lactone	Galactonolactone has been determined in human urine by reversed-phase HPLC for the specific evaluation of metabolic by-products in the urine of galactosemic patients and based on the simultaneous determination of gluconolactone, galactonolactone and galactitol. (PMID: 1797843). Patients with galactose-1-phosphate uridyltransferase (GALT) deficiency, given a load of galactose have been shown to excrete six times as much galactonate in their urine as normal subjects exposed to the same experimental conditions. The production of galactonate occurs through the activity of a soluble NAD+-dependent galactose dehydrogenase, catalyzing the conversion of galactose to D-galactonolactone (D-galactose: NAD+ oxidoreductase, EC 1.1.1.48). (OMMBID).	2426-46-2		O=C1O[C@@H]([C@H](O)CO)[C@H](O)[C@H]1O	C6H10O6	InChI=1S/C6H10O6/c7-2-1-12-6(11)5(10)4(9)3(2)8/h2-5,7-10H,1H2/t2-,3+,4+,5-/m1/s1	WTXGYGWMPUGBAL-MGCNEYSASA-N	178.0477381	CHEBI:15895	HMDB0002541	
BASm0000457	3,4-dihydroxy-9,10-secoandrosta-1,3,5(10)-triene-9,17-dione			Expected Solid	Cc1ccc(O)c(O)c1CC[C@@H]1C(=O)CC[C@]2(C)C(=O)CC[C@@H]12	C19H24O4	InChI=1S/C19H24O4/c1-11-3-7-16(21)18(23)12(11)4-5-13-14-6-8-17(22)19(14,2)10-9-15(13)20/h3,7,13-14,21,23H,4-6,8-10H2,1-2H3/t13-,14-,19-/m0/s1	YUHVBHDSVLKFNI-NJSLBKSFSA-N	316.1674593	CHEBI:15896		MMDBc0054245
BASm0000459	5,6-dihydrouracil	Dihydrouracil belongs to the class of organic compounds known as pyrimidones. Pyrimidones are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. Dihydrouracil is an intermediate breakdown product of uracil. Dihydrouracil exists in all living organisms, ranging from bacteria to plants to humans. Within humans, dihydrouracil participates in a number of enzymatic reactions. In particular, dihydrouracil can be biosynthesized from uracil; which is mediated by the enzyme dihydropyrimidine dehydrogenase [NADP(+)]. The breakdown of uracil is a multistep reaction that leads to the production of beta-alanine. The reaction process begins with the enzyme known as dihydropyrimidine dehydrogenase (DHP), which catalyzes the reduction of uracil into dihydrouracil. Then the enzyme known as dihydropyrimidinase hydrolyzes dihydrouracil into N-carbamyl-beta-alanine. Finally, beta-ureidopropionase catalyzes the conversion of N-carbamyl-beta-alanine into beta-alanine. There is at least one metabolic disorder that is associated with altered levels of dihydrouracil. In particular, dihydropyrimidinase deficiency is an inborn metabolic disorder that leads to highly increased concentrations of dihydrouracil and 5,6-dihydrothymine, and moderately increased concentrations of uracil and thymine in urine. Dihydropyrimidinase deficiency can cause neurological and gastrointestinal problems in some affected individuals (OMIM: 222748). In particular, patients with dihydropyrimidinase deficiency exhibit a number of neurological abnormalities including intellectual disability, seizures, weak muscle tone (hypotonia), an abnormally small head size (microcephaly), and autistic behaviours that affect communication and social interaction. Gastrointestinal problems that occur in dihydropyrimidinase deficiency include backflow of acidic stomach contents into the esophagus (gastroesophageal reflux) and recurrent episodes of vomiting.	504-07-4		O=C1CCNC(=O)N1	C4H6N2O2	InChI=1S/C4H6N2O2/c7-3-1-2-5-4(8)6-3/h1-2H2,(H2,5,6,7,8)	OIVLITBTBDPEFK-UHFFFAOYSA-N	114.0429274	CHEBI:15901	HMDB0000076	
BASm0000460	beta-D-glucose	Glucose is a monosaccharide containing six carbon atoms and an aldehyde group. It is referred to as an aldohexose. The glucose molecule can exist in an open-chain (acyclic) and ring (cyclic) form, the latter being the result of an intramolecular reaction between the aldehyde C atom and the C-5 hydroxyl group to form an intramolecular hemiacetal. In aqueous solution, both forms are in equilibrium and at pH 7 the cyclic one is predominant. Glucose is a primary source of energy for all living organisms. It is a fundamental metabolite found in all organisms, ranging from bacteria to plants to humans. Most of the glucose generated on the Earth is made by plants and algae during photosynthesis from water and carbon dioxide, where it is used to make cellulose (and other polymeric forms of glucose called polysaccharides) that stabilize plant cell walls. Glucose is also found in fruits and other parts of plants in its free state. In animals, glucose can be generated from the breakdown of glycogen in a process known as glycogenolysis. Glucose can also be synthesized de novo in animals. In particular, it can be synthesized in the liver and kidneys from non-carbohydrate intermediates, such as pyruvate and glycerol (and gluconeogenic amino acids such as glycine, serine and alanine), by a process known as gluconeogenesis. Humans also consume large amounts of glucose as part of their regular diet. Ingested glucose initially binds to the receptor for sweet taste on the tongue in humans. This complex of the proteins T1R2 and T1R3 makes it possible to identify glucose-containing food sources. Glucose in the body mainly comes from food - about 300 g per day for the average adult. In humans, the breakdown of glucose-containing polysaccharides happens partly during chewing by means of the enzyme known as amylase, which is contained in saliva, as well as by other enzymes such as maltase, lactase and sucrase on the brush border of the small intestine. The blood sugar content of a healthy person in the short-time fasting state, e.g. after overnight fasting, is about 70 to 100 mg/dL of blood (4 to 5.5 mM). In blood plasma, the measured values are about 10-15% higher. Dysregulated metabolism of glucose can lead to a number of diseases including diabetes. Diabetes is a metabolic disorder where the body is unable to regulate levels of glucose in the blood either because of a lack of insulin in the body or the failure, by cells in the body, to respond properly to insulin. Each of these situations can be caused by persistently high elevations of blood glucose levels (called hyperglycemia), through pancreatic burnout and insulin resistance. Persistently elevated levels of glucose (>6 mM or >120 mg/dL) can lead to the formation of covalent adducts of glucose with plasma proteins through a non-enzymatic process known as glycation. This glycation reaction leads to advanced glycation end products or AGEs (PMID: 24634591). AGEs are thought to be the major causes of different diabetic complications. High glucose levels may induce glycation of various structural and functional proteins including plasma proteins and collagen. The non-enzymatic modification of plasma proteins such as albumin, fibrinogen, hemoglobin and globulins may produce various deleterious effects including alteration in drug binding in the plasma, platelet activation, generation of oxygen free radicals, impaired fibrinolysis and impairment in immune system regulation (PMID: 24634591). Transiently elevated glucose (up to 7.3 mM or 133 mg/dL) is often seen shortly after the consumption of a meal or a food item that is rich in carbohydrates -- even among very healthy people (PMID: 19885137).  Glucose is also elevated when an individual is fighting viral or bacterial infections or suffering from traumatic injuries (burns, wounds).  In fact, glucose can be significantly elevated (>11 mM or 200 mg/dL) when individuals are experiencing sepsis or septic shock (PMID: 16006275).  On the other hand, low blood glucose levels (hypoglycemia) where blood glucose is <3.9 mM (70 mg/dL) are common among people with type 1 diabetes and people with type 2 diabetes who take certain diabetic medicines. Certain conditions, such as liver disease, may also cause low levels of blood glucose. Hypoglycemia can lead to fatigue, sleepiness, short temper or feeling faint.	492-61-5	Solid	OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6-/m1/s1	WQZGKKKJIJFFOK-VFUOTHLCSA-N	180.0633881	CHEBI:15903	HMDB0000122	
BASm0000461	columbamine		3621-36-1		COC1=C(O)C=C2C(CC[N+]3=C2C=C2C=CC(OC)=C(OC)C2=C3)=C1	C20H20NO4	InChI=1S/C20H19NO4/c1-23-18-5-4-12-8-16-14-10-17(22)19(24-2)9-13(14)6-7-21(16)11-15(12)20(18)25-3/h4-5,8-11H,6-7H2,1-3H3/p+1	YYFOFDHQVIODOQ-UHFFFAOYSA-O	338.1386845	CHEBI:15920		
BASm0000462	beta-nicotinamide D-riboside	Nicotinamide riboside is involved in nicotinate and nicotinamide metabolism. Nicotinamide riboside was originally identified as a nutrient in milk. It is a useful compound for the elevation of NAD+ levels in humans. Nicotinamide riboside has recently been discovered to be an NAD(+) precursor that is converted into nicotinamide mononucleotide by specific nicotinamide riboside kinases, Nrk1 and Nrk2. It has been shown that exogenous nicotinamide riboside promotes Sir2-dependent repression of recombination, improves gene silencing, and extends the lifespan of certain animal models without calorie restriction (PMID: 17482543). Supplementation in mammalian cells and mouse tissues increases NAD(+) levels and activates SIRT1 and SIRT3, culminating in enhanced oxidative metabolism and protection against high-fat diet-induced metabolic abnormalities (PMID: 22682224). Recent data suggest that nicotinamide riboside may be the only vitamin precursor that supports neuronal NAD+ synthesis (PMID: 18429699). Nicotinamide riboside kinase has an essential role in the phosphorylation of nicotinamide riboside and the cancer drug tiazofurin (PMID: 15137942).	1341-23-7	Solid	NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O	C11H15N2O5	InChI=1S/C11H14N2O5/c12-10(17)6-2-1-3-13(4-6)11-9(16)8(15)7(5-14)18-11/h1-4,7-9,11,14-16H,5H2,(H-,12,17)/p+1/t7-,8-,9-,11-/m1/s1	JLEBZPBDRKPWTD-TURQNECASA-O	255.0980966	CHEBI:15927	HMDB0000855	
BASm0000463	methyl (-)-jasmonate	lo	1211-29-6		CC\C=C/C[C@@H]1[C@@H](CC(=O)OC)CCC1=O	C13H20O3	InChI=1S/C13H20O3/c1-3-4-5-6-11-10(7-8-12(11)14)9-13(15)16-2/h4-5,10-11H,3,6-9H2,1-2H3/b5-4-/t10-,11-/m1/s1	GEWDNTWNSAZUDX-WQMVXFAESA-N	224.1412445	CHEBI:15929	HMDB0036583	
BASm0000464	atrazine	Atrazine is an organic compound consisting of an s-triazine-ring is a widely used herbicide. Its use is controversial due to widespread contamination in drinking water and its associations with birth defects and menstrual problems when consumed by humans at concentrations below government standards. Although it has been banned in the European Union,[2] it is still one of the most widely used herbicides in the world (Wikipedia). Atrazine is a suspected teratogen, causing demasculinization in male northern leopard frog even at low concentrations, and an estrogen disruptor. A 2010 study found that atrazine rendered 75 percent of male frogs sterile and turned one in 10 into females. A 2002 study found that exposure to atrazine caused male tadpoles to turn into hermaphrodites - frogs with both male and female sexual characteristics. But another study, requested by EPA and funded by Syngenta, was unable to reproduce these results. Atrazine was banned in the European Union (EU) in 2004 because of its persistent groundwater contamination. In the United States, however, atrazine is one of the most widely used herbicides, with 76 million pounds of it applied each year, in spite of the restriction that used to be imposed. Its endocrine disruptor effects, possible carcinogenic effect, and epidemiological connection to low sperm levels in men has led several researchers to call for banning it in the US.Rates of biodegradation are affected by atrazine's low solubility, thus surfactants may increase the degradation rate. Though the two alkyl moieties readily support growth of certain microorganisms, the atrazine ring is a poor energy source due to the oxidized state of ring carbon. In fact, the most common pathway for atrazine degradation involves the intermediate, cyanuric acid, in which carbon is fully oxidized, thus the ring is primarily a nitrogen source for aerobic microorganisms. Atrazine may be catabolized as a carbon and nitrogen source in reducing environments, and some aerobic atrazine degraders have been shown to use the compound for growth under anoxia in the presence of nitrate as an electron acceptor, a process referred to as a denitrification. When atrazine is used as a nitrogen source for bacterial growth, degradation may be regulated by the presence of alternative sources of nitrogen. In pure cultures of atrazine-degrading bacteria, as well as active soil communitites, atrazine ring nitrogen, but not carbon are assimilated into microbial biomass. Low concentrations of glucose can decrease the bioavailability, whereas higher concentrations promote the catabolism of atrazine. Tyrone Hayes, Department of Integrative Biology, University of California, notes that all of the studies that failed to conclude that atrazine caused hermaphroditism were plagued by poor experimental controls and were funded by Syngenta, one of the companies that produce the chemical. The U.S. Environmental Protection Agency (EPA) and its independent Scientific Advisory Panel (SAP) examined all available studies on this topic including Hayes' work and concluded that there are 'currently insufficient data' to determine if atrazine affects amphibian development. Hayes, formerly part of the SAP panel, resigned in 2000 to continue studies independently. The EPA and its SAP made recommendations concerning proper study design needed for further investigation into this issue. As required by the EPA, Syngenta conducted two experiments under Good Laboratory Practices (GLP) and inspection by the EPA and German regulatory authorities. The paper concluded 'These studies demonstrate that long-term exposure of larval X. laevis to atrazine at concentrations ranging from 0.01 to 100 microg/l does not affect growth, larval development, or sexual differentiation.' Another independent study in 2008 determined that 'the failure of recent studies to find that atrazine feminizes X. laevis calls into question the herbicide's role in that decline.' A report written in Environmental Science and Technology (May 15, 2008) cites the independent work of researchers in Japan, who were unable to replicate Hayes' work. 'The scientists found no hermaphrodite frogs; no increase in aromatase as measured by aromatase mRNA induction; and no increase in vitellogenin, another marker of feminization.'	1912-24-9		CCN=C1NC(NC(Cl)=N1)=NC(C)C	C8H14ClN5	InChI=1S/C8H14ClN5/c1-4-10-7-12-6(9)13-8(14-7)11-5(2)3/h5H,4H2,1-3H3,(H2,10,11,12,13,14)	MXWJVTOOROXGIU-UHFFFAOYSA-N	215.0937732	CHEBI:15930	HMDB0041830	
BASm0000465	5-amino-6-(D-ribitylamino)uracil	5-Amino-6-ribitylamino uracil is an intermediate in riboflavin metabolism. It is converted from 5-amino-6-(5'-phosphoribitylamino)uracil via dephosphorylation by the enzyme phosphohistidine phosphatase 1 (EC 3.1.3.-). It is considered to be the second product of the riboflavin synthase reaction (PMID: 14245407). Humans do not have all the enzymes needed to synthesize or metabolize riboflavin. However, gut microflora do have the necessary enzymatic machinery to produce and metabolize this vitamin. Riboflavin (or vitamin B2) is an easily absorbed micronutrient with a key role in maintaining health in humans and animals. It is the central component of the cofactors FAD and FMN, and is therefore required by all flavoproteins. Riboflavin is yellow or yellow-orange in colour and in addition to being used as a food colouring it is also used to fortify some foods including baby foods, breakfast cereals, pastas, sauces, processed cheese, fruit drinks, vitamin-enriched milk products, some energy drinks, and vitamin supplements.	17014-74-3	Solid	NC1=C(NC[C@H](O)[C@H](O)[C@H](O)CO)NC(=O)NC1=O	C9H16N4O6	InChI=1S/C9H16N4O6/c10-5-7(12-9(19)13-8(5)18)11-1-3(15)6(17)4(16)2-14/h3-4,6,14-17H,1-2,10H2,(H3,11,12,13,18,19)/t3-,4+,6-/m0/s1	XKQZIXVJVUPORE-RPDRRWSUSA-N	276.1069843	CHEBI:15934	HMDB0011106	
BASm0000466	pregnan-21-ol				C[C@]12CC[C@H]3[C@@H](CCC4CCCC[C@@]43C)[C@@H]1CC[C@@H]2CCO		InChI=1S/C21H36O/c1-20-12-4-3-5-15(20)6-8-17-18-9-7-16(11-14-22)21(18,2)13-10-19(17)20/h15-19,22H,3-14H2,1-2H3/t15?,16-,17+,18+,19+,20+,21-/m1/s1	DBMUNIJZUYVPCQ-XFNFOBRPSA-N		CHEBI:15938		
BASm0000467	2-aminobenzenesulfonate			Expected Solid	NC1=CC=CC=C1S([O-])(=O)=O	C6H6NO3S	InChI=1S/C6H7NO3S/c7-5-3-1-2-4-6(5)11(8,9)10/h1-4H,7H2,(H,8,9,10)/p-1	ZMCHBSMFKQYNKA-UHFFFAOYSA-M	172.0073878	CHEBI:15942		MMDBc0055210
BASm0000468	D-galactono-1,5-lactone			Expected Solid	[H][C@]1(O)C(=O)O[C@]([H])(CO)[C@]([H])(O)[C@]1([H])O	C6H10O6	InChI=1S/C6H10O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-5,7-10H,1H2/t2-,3+,4+,5-/m1/s1	PHOQVHQSTUBQQK-MGCNEYSASA-N	178.0477381	CHEBI:15945		MMDBc0054430
BASm0000469	N-acetyl-beta-D-glucosaminylamine	N-Acetyl-b-glucosaminylamine is the product of a reaction catalyzed vy the enzyme N(4)-(beta-N-acetylglucosaminyl)-L-asparaginase [EC 3.5.1.26, Aspartylglucosaminidase, AGA]. AGA is a key enzyme in the catabolism of N-linked oligosaccharides of glycoproteins. It cleaves the asparagine from the residual N-acetylglucosamines as one of the final steps in the lysosomal breakdown of glycoproteins. Aspartylglucosaminuria (AGU) is a lysosomal disease caused by deficiency of N-aspartyl-beta-glucosaminidase. AGU is the only known lysosomal storage disease caused by an amidase deficiency. (OMIM208400).		Solid	CC(=O)N[C@H]1[C@H](N)O[C@H](CO)[C@@H](O)[C@@H]1O	C8H16N2O5	InChI=1S/C8H16N2O5/c1-3(12)10-5-7(14)6(13)4(2-11)15-8(5)9/h4-8,11,13-14H,2,9H2,1H3,(H,10,12)/t4-,5-,6-,7-,8-/m1/s1	MCGXOCXFFNKASF-FMDGEEDCSA-N	220.1059216	CHEBI:15947	HMDB0001104	
BASm0000470	all-trans-lycopene	Lycopene (molecular formula: C40H56) is a bright red carotenoid pigment. It is a phytochemical found in tomatoes and other red fruits. Lycopene is the most common carotenoid in the human body and is one of the most potent carotenoid antioxidants. Its name is derived from the tomato's species classification, Solanum lycopersicum. Lycopene is a terpene assembled from 8 isoprene units. Lycopene is the most powerful carotenoid quencher of singlet oxygen. Singlet oxygen from ultraviolet light is a primary cause of skin aging (Wikipedia).	502-65-8		CC(C)=CCC\C(C)=C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C=C(/C)CCC=C(C)C	C40H56	InChI=1S/C40H56/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15-22,25-32H,13-14,23-24H2,1-10H3/b12-11+,25-15+,26-16+,31-17+,32-18+,35-21+,36-22+,37-27+,38-28+,39-29+,40-30+	OAIJSZIZWZSQBC-GYZMGTAESA-N	536.4382018	CHEBI:15948	HMDB0003000	
BASm0000471	phlorisovalerophenone	3-Methyl-1-(2,4,6-trihydroxyphenyl)-1-butanone is found in alcoholic beverages. 3-Methyl-1-(2,4,6-trihydroxyphenyl)-1-butanone is a constituent of Humulus lupulus (hops).	26103-97-9	Solid	CC(C)CC(=O)C1=C(O)C=C(O)C=C1O	C11H14O4	InChI=1S/C11H14O4/c1-6(2)3-8(13)11-9(14)4-7(12)5-10(11)15/h4-6,12,14-15H,3H2,1-2H3	VSDWHZGJGWMIRN-UHFFFAOYSA-N	210.0892089	CHEBI:15951	HMDB0033798	
BASm0000472	ribitol	Ribitol is a pentose alcohol formed by the reduction of ribose. It occurs naturally in plants as well as in the cell walls of some Gram-positive bacteria. Ribitol forms part of the chemical structure of riboflavin and flavin mononucleotide (FMN). It is also a metabolic end product formed by the reduction of ribose in human fibroblasts and erythrocytes. In this regard ribitol is found in all organisms from bacteria to plants to humans. Ribitol is a normal constituent of human urine (PMID: 2736321). Elevated levels of ribitol in the serum or urine can be found in patients with transaldolase deficiency (PMID: 11283793). Transaldolase is an important enzyme in the pentose phosphate pathway (PPP).  Elevated levels of ribitol in the serum or urine can be found in patients with Ribose-5-phosphate isomerase deficiency (PMID: 14988808).  Ribose-5-phosphate isomerase is an important enzyme in the pentose phosphate pathway (PPP). Export of ribitol across the cell membrane indicates that can be cleared from the body without metabolic conversion (PMID 15234337). Ribitol is normally absent in Breast milk (PMID 16456418).	488-81-3		OC[C@H](O)[C@H](O)[C@H](O)CO	C5H12O5	InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5-	HEBKCHPVOIAQTA-ZXFHETKHSA-N	152.0684735	CHEBI:15963	HMDB0000508	
BASm0000473	1D-5-O-methyl-myo-inositol	Sequoyitol is found in ginkgo nuts. Sequoyitol occurs in all gymnosperms and two families of dicotyledons. Also isolated from ferns Nephrolepis auriculata and Nephrolepis biserrat	523-92-2		CO[C@@H]1[C@@H](O)[C@H](O)[C@H](O)[C@H](O)[C@H]1O	C7H14O6	InChI=1S/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3/t2-,3+,4-,5-,6+,7+	DSCFFEYYQKSRSV-GWJPIIGYSA-N	194.0790382	CHEBI:15975	HMDB0031449	
BASm0000474	3-indoleglycolaldehyde	Indole-3-glycol aldehyde, also known as 2-hydroxy-2-(1h-indol-3-yl)acetaldehyde, is a member of the class of compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. Indole-3-glycol aldehyde is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Indole-3-glycol aldehyde can be found in a number of food items such as tree fern, jostaberry, pitanga, and pine nut, which makes indole-3-glycol aldehyde a potential biomarker for the consumption of these food products.			O=CC(O)c1c[nH]c2ccccc12	C10H9NO2	InChI=1S/C10H9NO2/c12-6-10(13)8-5-11-9-4-2-1-3-7(8)9/h1-6,10-11,13H	XKZDNWMDLGQXML-UHFFFAOYSA-N	175.0633285	CHEBI:15976	HMDB0304393	
BASm0000475	cyclohex-2-enone				O=C1C=CCCC1	C6H8O	InChI=1S/C6H8O/c7-6-4-2-1-3-5-6/h2,4H,1,3,5H2	FWFSEYBSWVRWGL-UHFFFAOYSA-N	96.05751488	CHEBI:15977	HMDB0245089	
BASm0000476	(R)-pantoate		470-29-1	solid	CC(C)(CO)[C@@H](O)C(=O)[O-]	C6H11O4	InChI=1S/C6H12O4/c1-6(2,3-7)4(8)5(9)10/h4,7-8H,3H2,1-2H3,(H,9,10)/p-1/t4-/m0/s1	OTOIIPJYVQJATP-BYPYZUCNSA-M	147.0657338	CHEBI:15980		
BASm0000477	4-nitrophenyl-3-ketovalidamine				O=C1[C@@H](O)[C@@H](Nc2ccc([N+](=O)[O-])cc2)C[C@H](CO)[C@H]1O	C13H16N2O6	InChI=1S/C13H16N2O6/c16-6-7-5-10(12(18)13(19)11(7)17)14-8-1-3-9(4-2-8)15(20)21/h1-4,7,10-12,14,16-18H,5-6H2/t7-,10+,11-,12+/m1/s1	JYWZXKMMEIJNKK-IGCXTIMSSA-N		CHEBI:15984		
BASm0000478	trithionate				O=S(=O)([O-])SS(=O)(=O)[O-]	O6S3	InChI=1S/H2O6S3/c1-8(2,3)7-9(4,5)6/h(H,1,2,3)(H,4,5,6)/p-2	KRURGYOKPVLRHQ-UHFFFAOYSA-L	191.8867984	CHEBI:15987		
BASm0000480	1-hydroxy-2-naphthoate				O=C([O-])c1ccc2ccccc2c1O	C11H8O3	InChI=1S/C11H8O3/c12-10-8-4-2-1-3-7(8)5-6-9(10)11(13)14/h1-6,12H,(H,13,14)	SJJCQDRGABAVBB-UHFFFAOYSA-N	188.0473441	CHEBI:15992	HMDB0243892	
BASm0000481	5alpha-androstan-3,17-dione	Androstanedione belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. Thus, androstanedione is considered to be a steroid lipid molecule. Androstanedione is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.	846-46-8		C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12	C19H28O2	InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-16H,3-11H2,1-2H3/t12-,14-,15-,16-,18-,19-/m0/s1	RAJWOBJTTGJROA-WZNAKSSCSA-N	288.2089301	CHEBI:15994	HMDB0000899	
BASm0000482	(R)-lactate	Lactic acid is an organic acid. It is a chiral molecule, consisting of two optical isomers, L-lactic acid and D-lactic acid, with the L-isomer being the most common in living organisms. Lactic acid plays a role in several biochemical processes and is produced in the muscles during intense activity. D-Lactic acid is the end product of the enzyme glyoxalase II (or hydroxyacyl-glutathione hydrolase) (EC 3.1.2.6), which converts the intermediate substrate S-lactoyl-glutathione to reduced glutathione and D-lactate (OMIM: 138790). Lactic acid is a microbial metabolite found in Aerococcus, Bacillus, Carnobacterium, Corynebacterium, Enterococcus, Escherichia, Lactobacillus, Lactococcus, Leuconostoc, Oenococcus, Pediococcus, Rhizopus, Saccharomyces, Streptococcus, Tetragenococcus, Vagococcus and Weissella (PMID:26287368; PMID:26360870).	10326-41-7	Solid	C[C@@H](O)C(=O)[O-]	C3H6O3	InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m1/s1	JVTAAEKCZFNVCJ-UWTATZPHSA-N	90.03169406	CHEBI:16004	HMDB0001311	
BASm0000483	methanethiol	Methanethiol (also known as methyl mercaptan) is a colorless gas that smells like rotten cabbage. It is a natural substance found in the blood, brain, and other tissues of people and animals. It is released from animal feces. It occurs naturally in certain foods, such as some nuts and cheese. It is also one of the main chemicals responsible for bad breath and flatulence. At very high concentrations methanethiol is highly toxic and affects the central nervous system. The chemical formula for methanethiol is CH3SH; it is classified as a thiol. Methanethiol is also considered to be a weak acid, with a pKa of ~10.4. This acidic property makes it reactive with dissolved metals in aqueous solutions. The environmental chemistry of these interactions in seawater or fresh water environments such as lakes has yet to be fully investigated. -- Wikipedia.	74-93-1	Liquid	CS	CH4S	InChI=1S/CH4S/c1-2/h2H,1H3	LSDPWZHWYPCBBB-UHFFFAOYSA-N	48.00337082	CHEBI:16007	HMDB0003227	
BASm0000484	salicylaldehyde	2-Hydroxybenzaldehyde, also known as salicylal or O-formylphenol, belongs to the class of organic compounds known as hydroxybenzaldehydes. These are organic aromatic compounds containing a benzene ring carrying an aldehyde group and a hydroxyl group. 2-Hydroxybenzaldehyde is a cinnamon, cooling, and medical tasting compound. 2-Hydroxybenzaldehyde is found, on average, in the highest concentration within peppermints. 2-Hydroxybenzaldehyde has also been detected, but not quantified, in several different foods, such as common buckwheats, garden tomato (var.), herbs and spices, and tea. This could make 2-hydroxybenzaldehyde a potential biomarker for the consumption of these foods. 2-Hydroxybenzaldehyde is a potentially toxic compound. 	1990-02-08		O=Cc1ccccc1O	C7H6O2	InChI=1S/C7H6O2/c8-5-6-3-1-2-4-7(6)9/h1-5,9H	SMQUZDBALVYZAC-UHFFFAOYSA-N	122.0367794	CHEBI:16008	HMDB0034170	
BASm0000485	2-ethylhexan-1-ol	2-Ethyl-1-hexanol, also known as 2-ethylhexyl alcohol, is a member of the class of compounds known as fatty alcohols. Fatty alcohols are aliphatic alcohols consisting of a chain of a least six carbon atoms. Thus, 2-ethyl-1-hexanol is considered to be a fatty alcohol lipid molecule. 2-ethyl-1-hexanol is practically insoluble in water. 2-Ethyl-1-hexanol can be found in a number of food items such as tea, cereals and cereal products, fats and oils, and alcoholic beverages. 2-Ethyl-1-hexanol exists in all eukaryotes, ranging from yeast to humans and in mammals it can be found primarily in feces and saliva. 			CCCCC(CC)CO	C8H18O	InChI=1S/C8H18O/c1-3-5-6-8(4-2)7-9/h8-9H,3-7H2,1-2H3	YIWUKEYIRIRTPP-UHFFFAOYSA-N	130.1357652	CHEBI:16011	HMDB0031231	
BASm0000486	5-(3,4-diacetoxybut-1-ynyl)-2,2'-bithiophene				CC(=O)OCC(C#Cc1ccc(-c2cccs2)s1)OC(C)=O	C16H14O4S2	InChI=1S/C16H14O4S2/c1-11(17)19-10-13(20-12(2)18)5-6-14-7-8-16(22-14)15-4-3-9-21-15/h3-4,7-9,13H,10H2,1-2H3	RGIIXLVKXLFDLP-UHFFFAOYSA-N	334.0333513	CHEBI:16013		
BASm0000487	dihydroxyacetone	Dihydroxyacetone (also known as DHA) is a ketotriose compound. Its addition to blood preservation solutions results in better maintenance of 2,3-diphosphoglycerate levels during storage. It is readily phosphorylated to dihydroxyacetone phosphate by triokinase in erythrocytes. In combination with naphthoquinones, it acts as a sunscreening agent. Dihydroxyacetone is the simplest of all ketoses and, having no chiral centre, is the only one that has no optical activity. Dihydroxyacetone is a simple non-toxic sugar. It is often derived from plant sources such as sugar beets and sugar cane, by the fermentation of glycerin. Dihydroxyacetone is a white crystalline powder which is water soluble.	96-26-4		O=C(CO)CO	C3H6O3	InChI=1S/C3H6O3/c4-1-3(6)2-5/h4-5H,1-2H2	RXKJFZQQPQGTFL-UHFFFAOYSA-N	90.03169406	CHEBI:16016	HMDB0001882	
BASm0000488	benzyl thiocyanate	Benzyl thiocyanate is found in brassicas. Benzyl thiocyanate is isolated from Lepidium sativum (garden cress) as a benzyl glucosinolate (see Benzyl glucosinolate <ht>LBB34-N</ht>) degradation produce	3012-37-1	Solid	N#CSCc1ccccc1	C8H7NS	InChI=1S/C8H7NS/c9-7-10-6-8-4-2-1-3-5-8/h1-5H,6H2	ABNDFSOIUFLJAH-UHFFFAOYSA-N	149.0299199	CHEBI:16017	HMDB0034273	
BASm0000489	prenol	Prenol is found in blackcurrant. Prenol is a constituent of ylang-ylang and hop oils. Prenol is found in orange peel oil and various fruits e.g. orange, lemon, lime, grape, pineapple, purple passion fruit, loganberry etc. Prenol is a flavouring ingredient	556-82-1	Liquid	CC(C)=CCO	C5H10O	InChI=1S/C5H10O/c1-5(2)3-4-6/h3,6H,4H2,1-2H3	ASUAYTHWZCLXAN-UHFFFAOYSA-N	86.07316494	CHEBI:16019	HMDB0030124	
BASm0000490	1-methyladenosine	1-Methyladenosine, also known as M1A, belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. Precise m6A mapping by m6A-CLIP/IP (briefly m6A-CLIP) revealed that a majority of m6A locates in the last exon of mRNAs in multiple tissues/cultured cells of mouse and human, and the m6A enrichment around stop codons is a coincidence that many stop codons locate round the start of last exons where m6A is truly enriched. The methylation of adenosine is directed by a large m6A methyltransferase complex containing METTL3 as the SAM-binding sub-unit. Insulin-like growth factor-2 mRNA-binding proteins 1, 2, and 3 (IGF2BP1-3) are reported as a novel class of m6A readers.	15763-06-1		Cn1cnc2c(ncn2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c1=N	C11H15N5O4	InChI=1S/C11H15N5O4/c1-15-3-14-10-6(9(15)12)13-4-16(10)11-8(19)7(18)5(2-17)20-11/h3-5,7-8,11-12,17-19H,2H2,1H3/t5-,7-,8-,11-/m1/s1	GFYLSDSUCHVORB-IOSLPCCCSA-N	281.112404	CHEBI:16020	HMDB0003331	
BASm0000491	D-erythrulose			Expected Solid	O=C(CO)[C@H](O)CO	C4H8O4	InChI=1S/C4H8O4/c5-1-3(7)4(8)2-6/h3,5-7H,1-2H2/t3-/m1/s1	UQPHVQVXLPRNCX-GSVOUGTGSA-N	120.0422587	CHEBI:16023		MMDBc0054425
BASm0000493	indole-3-acetamide	Indole-3-acetamide, also known as 2-(3-indolyl)acetamide or IAM, belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. Indole-3-acetamide has been detected, but not quantified, in several different foods, such as Alaska wild rhubarbs, lingonberries, butternut squash, pineapples, and agaves. Indole-3-acetamide is also found in the common pea and has been isolated from the etiolated seedlings of the black gram (Phaseolus mungo).	879-37-8		NC(=O)Cc1c[nH]c2ccccc12	C10H10N2O	InChI=1S/C10H10N2O/c11-10(13)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H2,11,13)	ZOAMBXDOGPRZLP-UHFFFAOYSA-N	174.079313	CHEBI:16031	HMDB0029739	
BASm0000494	androsterone	Androsterone is an inactive breakdown metabolite of testosterone, the product of a reaction mediated by the enzyme oxidative 17beta-hydroxysteroid dehydrogenase (EC 1.1.1.51, 17beta-HSD). Androsterone can also be metabolized from other adrenal androgens such as dehydroepiandrosterone, dihydrotestosterone, or androstenedione, and is considered an inactive end product. However, it can be a physiological effector in its own right. Androsterone might be converted back to dihydrotestosterone. Humans (and other primates) are unique among mammals in having high levels of circulating androsterone glucuronide, a process that is the major role of uridine-diphospho-glucuronosyltransferase enzymes (EC 2.4.1.17, UGT) for glucuronidation of steroid metabolism in humans. Conjugation of androsterone is a pathway found in all vertebrates and it is widely recognized that the liver is a major site of glucuronidation. However, it is now clear that extrahepatic tissues are also involved in the conjugation of compounds to which these tissues are exposed. High levels of androsterone glucuronide found in the human prostate, breast cyst fluid, and ovary follicular fluid suggest that glucuronidation of 5alpha-reduced C19 steroids occurs in these tissues as well. In doping control, the ratio of androsterone/etiocholanolone provides valuable information that allows the assignment of a urine specimen to a particular person or the identification of urine samples with identical steroid profiles; this is particularly important to detect attempts of urine manipulation including urine alteration and substitution (PMID: 9188497, 17017935, 14643063, 12943709, 9699884, 17260133).	53-41-8		[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12C	C19H30O2	InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-16,20H,3-11H2,1-2H3/t12-,13+,14-,15-,16-,18-,19-/m0/s1	QGXBDMJGAMFCBF-HLUDHZFRSA-N	290.2245802	CHEBI:16032	HMDB0000031	
BASm0000495	2'-hydroxy-2,3-dihydrodaidzein	(±)-2'-Hydroxydihydrodaidzein is found in pulses. (±)-2'-Hydroxydihydrodaidzein is isolated from pods of Phaseolus vulgaris (kidney bean) and also from Phaseolus coccineus (scarlet runner bean).				C15H12O5		WBOWBLGZAXVREM-UHFFFAOYNA-N	272.0684735	CHEBI:16035	HMDB0033928	
BASm0000496	ethyl (S)-3-hydroxyhexanoate	Ethyl (±)-3-hydroxyhexanoate is found in alcoholic beverages. Ethyl (±)-3-hydroxyhexanoate is a food flavourant. Ethyl (±)-3-hydroxyhexanoate is present in cognac, Scotch whisky, orange juice and peel, grapefruit, pineapple, purple passion fruit and other fruit	2305-25-1	Expected Solid	CCC[C@H](O)CC(=O)OCC	C8H16O3	InChI=1S/C8H16O3/c1-3-5-7(9)6-8(10)11-4-2/h7,9H,3-6H2,1-2H3	LYRIITRHDCNUHV-UHFFFAOYSA-N	160.1099444	CHEBI:16036	HMDB0031509	MMDBc0033404
BASm0000497	cytosine	Cytosine, also known as C, belongs to the class of organic compounds known as pyrimidones. Pyrimidones are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. Cytosine is also classified as a pyrimidine derivative, with a heterocyclic aromatic ring and two substituents attached (an amine group at position 4 and a keto group at position 2). Cytosine is one of the four main bases found in DNA and RNA, along with adenine, guanine, and thymine (uracil in RNA). The nucleoside of cytosine is cytidine. In Watson-Crick base pairing, cytosine forms three hydrogen bonds with guanine. Cytosine was discovered and named by Albrecht Kossel and Albert Neumann in 1894 when it was hydrolyzed from calf thymus tissues. Cytosine exists in all living species, ranging from bacteria to plants to humans. Within cells, cytosine can undergo several enzymatic reactions. It can be methylated into 5-methylcytosine by an enzyme called DNA methyltransferase (DNMT) or be methylated and hydroxylated to make 5-hydroxymethylcytosine. The DNA methyltransferase (DNMT) family of enzymes transfer a methyl group from S-adenosyl-l-methionine (SAM) to the 5’ carbon of cytosine in a molecule of DNA. High levels of cytosine can be found in the urine of individuals with severe combined immunodeficiency syndrome (SCID). Cytosine concentrations as high as (23-160 mmol/mol creatinine) were detected in SCID patients compared to normal levels of <2 mmol/mol creatinine (PMID: 262183).	71-30-7		Nc1cc[nH]c(=O)n1	C4H5N3O	InChI=1S/C4H5N3O/c5-3-1-2-6-4(8)7-3/h1-2H,(H3,5,6,7,8)	OPTASPLRGRRNAP-UHFFFAOYSA-N	111.0432618	CHEBI:16040	HMDB0000630	
BASm0000498	a halide anion				[*-]					CHEBI:16042		
BASm0000500	N-acetylisatin				CC(=O)N1C(=O)C(=O)c2ccccc21	C10H7NO3	InChI=1S/C10H7NO3/c1-6(12)11-8-5-3-2-4-7(8)9(13)10(11)14/h2-5H,1H3	LPGDEHBASRKTDG-UHFFFAOYSA-N	189.0425931	CHEBI:16050		
BASm0000501	propene				C=CC	C3H6	InChI=1S/C3H6/c1-3-2/h3H,1H2,2H3	QQONPFPTGQHPMA-UHFFFAOYSA-N	42.04695019	CHEBI:16052	HMDB0256839	
BASm0000502	1,4-menthane-3,8-diol				C[C@@H]1CC[C@@H](C(C)(C)O)[C@H](O)C1	C10H20O2		LMXFTMYMHGYJEI-IWSPIJDZSA-N	172.1463299	CHEBI:16053		
BASm0000503	L-rhamnose	Rhamnose (Rham) is a naturally occurring deoxy sugar. It can be classified as either a methyl-pentose or a 6-deoxy-hexose. Rhamnose occurs in nature in its L-form as L-rhamnose (6-deoxy-L-mannose). This is unusual, since most of the naturally occurring sugars are in D-form.  Rhamnose is commonly bound to other sugars in nature. It is a common glycone component of glycosides from many plants. Rhamnose is also a component of the outer cell membrane of certain bacteria. L-rhamnose is metabolized to L-Lactaldehyde, which is a branching point in the metabolic pathway of L-fucose and L-rhamnose utilization. It exists in two anomeric forms, alpha-L-rhamnose and beta-L-rhamnose.	3615-41-6	Solid	C[C@H](O)[C@H](O)[C@@H](O)[C@@H](O)C=O	C6H12O5	InChI=1S/C6H12O5/c1-3(8)5(10)6(11)4(9)2-7/h2-6,8-11H,1H3/t3-,4-,5-,6-/m0/s1	PNNNRSAQSRJVSB-BXKVDMCESA-N	164.0684735	CHEBI:16055	HMDB00849	MMDBc0031145
BASm0000504	2D-5-O-methyl-2,3,5/4,6-pentahydroxycyclohexanone				CO[C@H]1[C@H](O)[C@@H](O)[C@@H](O)C(=O)[C@@H]1O		InChI=1S/C7H12O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-3,5-9,11-12H,1H3/t2-,3+,5-,6+,7+/m1/s1	VKPFEZAOAAZDPP-QCNSFQOVSA-N		CHEBI:16058		
BASm0000505	10-deoxysarpagine				C/C=C1/CN2[C@@H]3Cc4c([nH]c5ccccc45)[C@@H]2C[C@@H]1[C@H]3CO	C19H22N2O	InChI=1S/C19H22N2O/c1-2-11-9-21-17-8-14-12-5-3-4-6-16(12)20-19(14)18(21)7-13(11)15(17)10-22/h2-6,13,15,17-18,20,22H,7-10H2,1H3	VXTDUGOBAOLMED-UHFFFAOYNA-N	294.1732133	CHEBI:16060		
BASm0000506	an N-acyl-D-mannosamine				*C(=O)N[C@@H](C=O)[C@H](O)[C@@H](O)[C@@H](O)CO					CHEBI:16062		
BASm0000507	scopolin				COc1cc2ccc(=O)oc2cc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C16H18O9	InChI=1S/C16H18O9/c1-22-9-4-7-2-3-12(18)23-8(7)5-10(9)24-16-15(21)14(20)13(19)11(6-17)25-16/h2-5,11,13-17,19-21H,6H2,1H3/t11-,13-,14+,15-,16-/m1/s1	SGTCGCCQZOUMJJ-YMILTQATSA-N	354.0950822	CHEBI:16065		
BASm0000508	11-cis-retinal	11-cis-retinal is a retinal having 2E,4Z,6E,8E-double bond geometry. It has a role as a chromophore, a human metabolite and a mouse metabolite. It is a diterpene derived from the carotenoid vitamin A which functions as the active component of the visual cycle. It is the prosthetic group of rhodopsin. When stimulated by visible light, rhodopsin transforms this cis-isomer of retinal to the trans-isomer (11-trans-retinal). This transformation straightens-out the bend of the retinal molecule and causes a change in the shape of rhodopsin triggering the visual process. A series of energy-requiring enzyme-catalyzed reactions convert the 11-trans-retinal back to the cis-isomer. 11-cis-retinal functions in the retina in the transduction of light into the neural signals necessary for vision. 11-cis-retinal, while attached to opsin in rhodopsin is isomerized to all-trans-retinal by light. This is the event that triggers the nerve impulse to the brain which allows for the perception of light. All-trans-retinal is then released from opsin and reduced to all-trans-retinol. All-trans-retinol is isomerized to 11-cis-retinol in the dark, and then oxidized to 11-cis-retinal. 11-cis-retinal recombines with opsin to re-form rhodopsin. Night blindness or defective vision at low illumination results from a failure to resynthesize 11-cis retinal rapidly.	564-87-4		CC1=C(/C=C/C(C)=C/C=C\C(C)=C\C=O)C(C)(C)CCC1	C20H28O	InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3/b9-6-,12-11+,16-8+,17-13+	NCYCYZXNIZJOKI-IOUUIBBYSA-N	284.2140155	CHEBI:16066	HMDB0002152	
BASm0000509	1H-imidazole	Imidazole is an organic compound with the formula C3N2H4. It is a white or colourless solid that is soluble in water, producing a mildly alkaline solution. In chemistry, it is an aromatic heterocycle, classified as a diazole, and has non-adjacent nitrogen atoms. Imidazole is a heterocyclic aromatic organic compound. It is classified as an alkaloid. The ring system of the molecule is present in important biological building blocks such as histidine and histamine. Imidazole can act as a base and as a weak acid. Imidazole exists in two tautomeric forms with the hydrogen atom moving between the two nitrogens. Many drugs contain an imidazole ring, such as antifungal drugs and nitroimidazole. Imidazole is a 5 membered planar ring which is soluble in water and polar solvents. Imidazole is a base and an excellent nucleophile. It reacts at the NH nitrogen, attacking alkylating and acylating compounds. It is not particularly susceptible to electrophilic attacks at the carbon atoms, and most of these reactions are substitutions that keep the aromaticity intact. One can see from the resonance structure that the carbon-2 is the carbon most likely to have a nucleophile attack it, but in general nucleophilic substitutions are difficult with imidazole. Imidazole is incorporated into many important biological molecules. The most obvious is the amino acid histidine, which has an imidazole side chain. histidine is present in many proteins and enzymes and plays a vital part in the structure and binding functions of hemoglobin.	288-32-4		c1c[nH]cn1	C3H4N2	InChI=1S/C3H4N2/c1-2-5-3-4-1/h1-3H,(H,4,5)	RAXXELZNTBOGNW-UHFFFAOYSA-N	68.03744814	CHEBI:16069	HMDB0001525	
BASm0000510	1,5-anhydro-D-glucitol	1, 5-Anhydrosorbitol or 1,5-anhydroglucitol (1,5-AG) is a validated marker of short-term glycemic control. This substance is derived mainly from food, is well absorbed in the intestine, and is distributed to all organs and tissues. It is metabolically stable, being excreted in the urine when its level exceeds the renal threshold. It is reabsorbed in the renal tubules and is competitively inhibited by glucosuria, which leads to a reduction in its level in serum. The correlation between this reduction and the amount of glucose present in urine is so close that 1,5 AG can be used as a sensitive, day-to-day, real-time marker of glycemic control. It provides useful information on current glycemic control and is superior to both hemoglobin A1C and fructosamine in detecting near-normoglycemia. 1,5-AG in human plasma has been proposed for several years as a short-term, retrospective marker of glycemic control and seems to be the most suitable parameter for monitoring glucose excursions. The decrease in serum 1,5-AG is very sensitive to urinary glucose excretion. It is a metabolically inert polyol that competes with glucose for reabsorption in the kidneys. Otherwise stable levels of 1,5-AG are rapidly depleted as blood glucose levels exceed the renal threshold for glucosuria. 1,5-AG is also more tightly associated with glucose fluctuations and postprandial glucose (PMID:18088226, 12166605, 7783360, 8940824).	154-58-5		OC[C@H]1OC[C@H](O)[C@@H](O)[C@@H]1O	C6H12O5	InChI=1S/C6H12O5/c7-1-4-6(10)5(9)3(8)2-11-4/h3-10H,1-2H2/t3-,4+,5+,6+/m0/s1	MPCAJMNYNOGXPB-SLPGGIOYSA-N	164.0684735	CHEBI:16070	HMDB0002712	
BASm0000511	maleimide				O=C1C=CC(=O)N1	C4H3NO2	InChI=1S/C4H3NO2/c6-3-1-2-4(7)5-3/h1-2H,(H,5,6,7)	PEEHTFAAVSWFBL-UHFFFAOYSA-N	97.01637834	CHEBI:16072	HMDB0254312	
BASm0000512	5beta-cholestan-3-one	5-beta-cholestan-3-one is part of the Primary bile acid biosynthesis, and Steroid hormone biosynthesis pathways. It is a substrate for: 3-oxo-5-beta-steroid 4-dehydrogenase.			CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H46O	InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-20,22-25H,6-17H2,1-5H3/t19-,20?,22+,23-,24+,25+,26+,27-/m1/s1	PESKGJQREUXSRR-ZTPZMMAUSA-N	386.3548661	CHEBI:16074	HMDB0059604	
BASm0000513	11alpha-hydroxyprogesterone	Progesterone is a C-21 steroid hormone involved in the female menstrual cycle, pregnancy (supports gestation) and embryogenesis of humans and other species. Progesterone belongs to a class of hormones called progestagens, and is the major naturally occurring human progestagen. Progesterone's reproductive function serves to convert the endometrium to its secretory stage to prepare the uterus for implantation. If pregnancy does not occur, progesterone levels will decrease leading to menstruation in the human. Normal menstrual bleeding is a progesterone withdrawal bleeding. During implantation and gestation, progesterone appears to decrease the maternal immune response to allow for the acceptance of the pregnancy. Progesterone decreases contractility of the uterine musculature. The fetus metabolizes placental progesterone in the production of adrenal mineralo- and glucosteroids. A drop in progesterone levels is possibly one step that facilitates the onset of labor. In addition, progesterone inhibits lactation during pregnancy. The fall in progesterone levels following delivery is one of the triggers for milk production. Progesterone has an effect upon vaginal epithelium and cervical mucus.	312-90-3		CC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@H](O)C[C@]12C	C21H30O3	InChI=1S/C21H30O3/c1-12(22)16-6-7-17-15-5-4-13-10-14(23)8-9-20(13,2)19(15)18(24)11-21(16,17)3/h10,15-19,24H,4-9,11H2,1-3H3/t15-,16?,17-,18+,19+,20-,21+/m0/s1	BFZHCUBIASXHPK-ODYOLWGQSA-N	330.2194948	CHEBI:16076	HMDB0000920	
BASm0000514	benzyl 2-methyl-3-oxobutanoate	A benzyl ester obtained by the formal condensation of the carboxy group of 2-methylacetoacetic acid with the hydroxy group of  benzyl alcohol.			CC(=O)C(C)C(=O)OCc1ccccc1		InChI=1S/C12H14O3/c1-9(10(2)13)12(14)15-8-11-6-4-3-5-7-11/h3-7,9H,8H2,1-2H3	OKNHVWOSKITDKX-UHFFFAOYSA-N		CHEBI:16079		
BASm0000515	mycothione			Expected Solid	CC(=O)N[C@@H](CSSC[C@H](NC(C)=O)C(=O)N[C@H]1[C@@H](O[C@@H]2[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O)C(=O)N[C@H]1[C@@H](O[C@@H]2[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O	C34H58N4O24S2	InChI=1S/C34H58N4O24S2/c1-7(41)35-9(31(57)37-13-17(45)15(43)11(3-39)59-33(13)61-29-25(53)21(49)19(47)22(50)26(29)54)5-63-64-6-10(36-8(2)42)32(58)38-14-18(46)16(44)12(4-40)60-34(14)62-30-27(55)23(51)20(48)24(52)28(30)56/h9-30,33-34,39-40,43-56H,3-6H2,1-2H3,(H,35,41)(H,36,42)(H,37,57)(H,38,58)/t9-,10-,11+,12+,13+,14+,15+,16+,17+,18+,19-,20-,21-,22+,23-,24+,25+,26+,27+,28+,29-,30-,33+,34+/m0/s1	YKSIHFDRGQQOCJ-LHHMOHDTSA-N	970.2882411	CHEBI:16086		MMDBc0056099
BASm0000516	6-deoxyerythronolide B			Expected Solid	CC[C@H]1OC(=O)[C@H](C)[C@@H](O)[C@H](C)[C@@H](O)[C@@H](C)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@H]1C	C21H38O6	InChI=1S/C21H38O6/c1-8-16-12(4)19(24)13(5)17(22)10(2)9-11(3)18(23)14(6)20(25)15(7)21(26)27-16/h10-16,18-20,23-25H,8-9H2,1-7H3/t10-,11+,12+,13+,14-,15-,16-,18+,19+,20+/m1/s1	HQZOLNNEQAKEHT-IBBGRPSASA-N	386.2668389	CHEBI:16089		MMDBc0004729
BASm0000517	Neomycin		1404-04-2		CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C\CCC(C)CCO	(C5H8)nC20H36O	InChI=1S/C25H44O/c1-21(2)11-7-12-22(3)13-8-14-23(4)15-9-16-24(5)17-10-18-25(6)19-20-26/h11,13,15,17,25-26H,7-10,12,14,16,18-20H2,1-6H3/b22-13+,23-15+,24-17-	KLGBTYNAYAZPFD-QOLULZROSA-N		CHEBI:16091		
BASm0000518	isoquinoline	Isoquinoline is a flavouring agent Being an analog of pyridine, isoquinoline is a weak base, with a pKb of 8.6. It protonates to form salts upon treatment with strong acids, such as HCl. It forms adducts with Lewis acids, such as BF3. Isoquinoline is a colorless hygroscopic liquid at room temperature with a penetrating, unpleasant odor. Impure samples can appear brownish, as is typical for nitrogen heterocycles. It crystallizes platelets that have a low solubility in water but dissolve well in ethanol, acetone, diethyl ether, carbon disulfide, and other common organic solvents. It is also soluble in dilute acids as the protonated derivative. Isoquinoline is a heterocyclic aromatic organic compound. It is a structural isomer of quinoline. Isoquinoline and quinoline are benzopyridines, which are composed of a benzene ring fused to a pyridine ring. In a broader sense, the term isoquinoline is used to make reference to isoquinoline derivatives. 1-Benzylisoquinoline is the structural backbone in naturally occurring alkaloids including papaverine and morphine. The isoquinoline ring in these natural compound derives from the aromatic amino acid tyrosine	119-65-3		c1ccc2cnccc2c1	C9H7N	InChI=1S/C9H7N/c1-2-4-9-7-10-6-5-8(9)3-1/h1-7H	AWJUIBRHMBBTKR-UHFFFAOYSA-N	129.0578492	CHEBI:16092	HMDB0034244	
BASm0000519	sepiapterin					C9H11N5O3		VPVOXUSPXFPWBN-UHFFFAOYNA-N	237.0861892	CHEBI:16095	HMDB0158320	
BASm0000520	palmatine				COC1=CC=C2C=C3C4=CC(OC)=C(OC)C=C4CC[N+]3=CC2=C1OC	C21H22NO4	InChI=1S/C21H22NO4/c1-23-18-6-5-13-9-17-15-11-20(25-3)19(24-2)10-14(15)7-8-22(17)12-16(13)21(18)26-4/h5-6,9-12H,7-8H2,1-4H3/q+1	QUCQEUCGKKTEBI-UHFFFAOYSA-N	352.1543346	CHEBI:16096		
BASm0000521	ethylbenzene	Ethylbenzene belongs to the family of Substituted Benzenes. These are aromatic compounds containing a benzene substituted at one or more positions.	100-41-4		CCC1=CC=CC=C1	C8H10	InChI=1S/C8H10/c1-2-8-6-4-3-5-7-8/h3-7H,2H2,1H3	YNQLUTRBYVCPMQ-UHFFFAOYSA-N	106.0782503	CHEBI:16101	HMDB0059905	
BASm0000522	propane-1,3-diol	UL			OCCCO	C3H8O2	InChI=1S/C3H8O2/c4-2-1-3-5/h4-5H,1-3H2	YPFDHNVEDLHUCE-UHFFFAOYSA-N	76.0524295	CHEBI:16109	HMDB0061973	
BASm0000523	nonane-4,6-dione				CCCC(=O)CC(=O)CCC	C9H16O2	InChI=1S/C9H16O2/c1-3-5-8(10)7-9(11)6-4-2/h3-7H2,1-2H3	ZDYWPVCQPUPOJV-UHFFFAOYSA-N	156.1150298	CHEBI:16111		MMDBc0056223
BASm0000524	cholesterol	Cholesterol is a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues and transported in the blood plasma of all animals. The name originates from the Greek chole- (bile) and stereos (solid), and the chemical suffix -ol for an alcohol. This is because researchers first identified cholesterol in solid form in gallstones in 1784. In the body, cholesterol can exist in either the free form or as an ester with a single fatty acid (of 10-20 carbons in length) covalently attached to the hydroxyl group at position 3 of the cholesterol ring. Due to the mechanism of synthesis, plasma cholesterol esters tend to contain relatively high proportions of polyunsaturated fatty acids. Most of the cholesterol consumed as a dietary lipid exists as cholesterol esters. Cholesterol esters have a lower solubility in water than cholesterol and are more hydrophobic. They are hydrolyzed by the pancreatic enzyme cholesterol esterase to produce cholesterol and free fatty acids. Cholesterol has vital structural roles in membranes and in lipid metabolism in general. It is a biosynthetic precursor of bile acids, vitamin D, and steroid hormones (glucocorticoids, estrogens, progesterones, androgens and aldosterone). In addition, it contributes to the development and functioning of the central nervous system, and it has major functions in signal transduction and sperm development. Cholesterol is a ubiquitous component of all animal tissues where much of it is located in the membranes, although it is not evenly distributed. The highest proportion of unesterified cholesterol is in the plasma membrane (roughly 30-50% of the lipid in the membrane or 60-80% of the cholesterol in the cell), while mitochondria and the endoplasmic reticulum have very low cholesterol contents. Cholesterol is also enriched in early and recycling endosomes, but not in late endosomes. The brain contains more cholesterol than any other organ where it comprises roughly a quarter of the total free cholesterol in the human body. Of all the organic constituents of blood, only glucose is present in a higher molar concentration than cholesterol. Cholesterol esters appear to be the preferred form for transport in plasma and as a biologically inert storage (de-toxified) form. They do not contribute to membranes but are packed into intracellular lipid particles. Cholesterol molecules (i.e. cholesterol esters) are transported throughout the body via lipoprotein particles. The largest lipoproteins, which primarily transport fats from the intestinal mucosa to the liver, are called chylomicrons. They carry mostly triglyceride fats and cholesterol that are from food, especially internal cholesterol secreted by the liver into the bile. In the liver, chylomicron particles give up triglycerides and some cholesterol. They are then converted into low-density lipoprotein (LDL) particles, which carry triglycerides and cholesterol on to other body cells. In healthy individuals, the LDL particles are large and relatively few in number. In contrast, large numbers of small LDL particles are strongly associated with promoting atheromatous disease within the arteries. (Lack of information on LDL particle number and size is one of the major problems of conventional lipid tests.). In conditions with elevated concentrations of oxidized LDL particles, especially small LDL particles, cholesterol promotes atheroma plaque deposits in the walls of arteries, a condition known as atherosclerosis, which is a major contributor to coronary heart disease and other forms of cardiovascular disease. There is a worldwide trend to believe that lower total cholesterol levels tend to correlate with lower atherosclerosis event rates (though some studies refute this idea). As a result, cholesterol has become a very large focus for the scientific community trying to determine the proper amount of cholesterol needed in a healthy diet. However, the primary association of atherosclerosis with cholesterol has always been specifically with cholesterol transport patterns, not total cholesterol per se. For example, total cholesterol can be low, yet made up primarily of small LDL and small HDL particles and atheroma growth rates are high. In contrast, however, if LDL particle number is low (mostly large particles) and a large percentage of the HDL particles are large (HDL is actively reverse transporting cholesterol), then atheroma growth rates are usually low, even negative, for any given total cholesterol concentration. These effects are further complicated by the relative concentration of asymmetric dimethylarginine (ADMA) in the endothelium since ADMA down-regulates production of nitric oxide, a relaxant of the endothelium. Thus, high levels of ADMA, associated with highly oxidized levels of LDL, pose a heightened risk factor for vascular disease. Chronically high levels of cholesterol are associated with at least five inborn errors of metabolism, including cerebrotendinous xanthomatosis, cholesteryl ester storage disease, congenital lipoid adrenal hyperplasia, hypercholesterolemia, and Zellweger syndrome. In chronically high levels, cholesterol can function as an atherogen (causes atherosclerosis and cardiovascular disease). Specifically, chronically high levels (from diet or from genetic predisposition or from diseases such as hyperlipidemia) of cholesterol and cholesterol esters lead to an excess of low-density lipoprotein (LDL) particles. In healthy individuals, the LDL particles are large and relatively few in number. In contrast, large numbers of small LDL particles are strongly associated with promoting atheromatous disease within the arteries. In conditions with elevated concentrations of oxidized LDL particles, especially small LDL particles, cholesterol promotes atheroma plaque deposits in the walls of arteries, a condition known as atherosclerosis, which is a major contributor to coronary heart disease and other forms of cardiovascular disease. Resistin, a protein secreted by fat tissue, has been shown to increase the production of LDL in human liver cells and also degrades LDL receptors in the liver. As a result, the liver is less able to clear cholesterol from the bloodstream. Resistin accelerates the accumulation of LDL in arteries, increasing the risk of heart disease. Cholesterol is considered to be practically insoluble (in water) and basic.	57-88-5		[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C	C27H46O	InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1	HVYWMOMLDIMFJA-DPAQBDIFSA-N	386.3548661	CHEBI:16113	HMDB0000067	
BASm0000525	medicarpin				COc1ccc2c(c1)OC1c3ccc(O)cc3OCC21	C16H14O4	InChI=1S/C16H14O4/c1-18-10-3-5-11-13-8-19-14-6-9(17)2-4-12(14)16(13)20-15(11)7-10/h2-7,13,16-17H,8H2,1H3	NSRJSISNDPOJOP-UHFFFAOYSA-N	270.0892089	CHEBI:16114	HMDB0254403	
BASm0000526	berberine	Berberine is a quaternary ammonium salt that belongs to the protoberberine group of benzylisoquinoline alkaloids. Chemically, berberine is classified as an isoquinoline alkaloid. More specifically, berberine is a plant alkaloid derived from tyrosine through a complex 8 step biosynthetic process. Berberine is found in plants such as Berberis vulgaris (barberry), Berberis aristata (tree turmeric), Mahonia aquifolium (Oregon grape) and Hydrastis canadensis (goldenseal). Two other known berberine-containing plants are Phellodendron chinense and Phellodendron amurense. Berberine is usually found in the roots, rhizomes, stems, and bark of Berberis plants. Due to berberine's intense yellow color, plants that contain berberine were traditionally used to dye wool, leather, and wood. Under ultraviolet light, berberine shows a strong yellow fluorescence, making it useful in histology for staining heparin in mast cells. Berberine is a bioactive plant compound that has been frequently used in traditional medicine. Among the known physiological effects or bioactivities are: 1) Antimicrobial action against bacteria, fungi, protozoa, viruses, helminthes, and Chlamydia; 2) Antagonism against the effects of cholera and E coli heat-stable enterotoxin; 3) Inhibition of intestinal ion secretion and of smooth muscle contraction; 4) Reduction of inflammation and 5) Stimulation of bile secretion and bilirubin discharge (PMID:32335802). Berberine can inhibit bacterial growth in the gut, including Helicobacter pylori, protect the intestinal epithelial barrier from injury, and ameliorate liver injury. Currently, berberine is sold as an Over-the-Counter (OTC) drug for treating gastrointestinal infections in China (PMID:18442638). Berberine also inhibits the proliferation of various types of cancer cells and impedes invasion and metastasis (PMID:32335802). Recent evidence has also confirmed that berberine improves the efficacy and safety of both chemo and radiotherapies for cancer treatment (PMID:32335802). Berberine has also been shown to regulate glucose and lipid metabolism in vitro and in vivo (PMID:18442638). In fact, berberine is the main active component of an ancient Chinese herb Coptis chinensis French, which has been used to treat diabetes for thousands of years.  As an anti-diabetic, berberine increases glucose uptake by muscle fibers independent of insulin levels. It triggers AMPK activation and increases glycolysis, leading to decreased insulin resistance and decreased oxygen respiration. The same mechanism leads to a reduction in gluconeogenesis in the liver. AMPK activation by berberine also leads to an antiatherosclerotic effect in mice. Berberine's AMPK activation may also underlie berberines' anti-obesity effects and favorable influence on weight loss (PMID:18442638). While its use as a medication is widely touted, it is important to remember that berberine inhibits CYP2D6 and CYP3A4 enzymes, both of which are involved in the metabolism of many endogenous substances and xenobiotics, including a number of prescription drugs.	2086-83-1		COC1=CC=C2C=C3C4=CC5=C(OCO5)C=C4CC[N+]3=CC2=C1OC	C20H18NO4	InChI=1S/C20H18NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,7-10H,5-6,11H2,1-2H3/q+1	YBHILYKTIRIUTE-UHFFFAOYSA-N	336.1235831	CHEBI:16118	HMDB0003409	
BASm0000527	5-oxopentanoate			Expected Solid	[O-]C(=O)CCCC=O	C5H7O3	InChI=1S/C5H8O3/c6-4-2-1-3-5(7)8/h4H,1-3H2,(H,7,8)/p-1	VBKPPDYGFUZOAJ-UHFFFAOYSA-M	115.0400677	CHEBI:16120		MMDBc0055582
BASm0000528	6-oxocineole				CC1(C)O[C@]2(C)CC[C@H]1CC2=O		InChI=1S/C10H16O2/c1-9(2)7-4-5-10(3,12-9)8(11)6-7/h7H,4-6H2,1-3H3/t7-,10+/m0/s1	CCBAAZXPXFYPBE-OIBJUYFYSA-N		CHEBI:16123		
BASm0000529	hexadecan-1-ol	Cetyl alcohol, also known as 1-hexadecanol and palmityl alcohol, is a solid organic compound and a member of the alcohol class of compounds. Its chemical formula is CH3(CH2)15OH. At room temperature, cetyl alcohol takes the form of a waxy white solid or flakes. It belongs to the group of fatty alcohols. With the demise of commercial whaling, cetyl alcohol is no longer primarily produced from whale oil, but instead either as an end-product of the petroleum industry, or produced from vegetable oils such as palm oil and coconut oil. Production of cetyl alcohol from palm oil gives rise to one of its alternative names, palmityl alcohol.	36653-82-4		CCCCCCCCCCCCCCCCO	C16H34O	InChI=1S/C16H34O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h17H,2-16H2,1H3	BXWNKGSJHAJOGX-UHFFFAOYSA-N	242.2609657	CHEBI:16125	HMDB0003424	
BASm0000530	1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane	Insecticide. Clofenotane is a major component of commercial DDT (other names *Gespan*, *Gesarol*, *Geverol*, *Chlorophenotane*). Use banned or discouraged in many countrie	50-29-3		ClC1=CC=C(C=C1)C(C1=CC=C(Cl)C=C1)C(Cl)(Cl)Cl	C14H9Cl5	InChI=1S/C14H9Cl5/c15-11-5-1-9(2-6-11)13(14(17,18)19)10-3-7-12(16)8-4-10/h1-8,13H	YVGGHNCTFXOJCH-UHFFFAOYSA-N	351.9146888	CHEBI:16130	HMDB0032127	
BASm0000531	cyclopentanol	Cyclopentanol, also known as cyclopentyl alcohol or hydroxycyclopentane, is a member of the class of compounds known as cyclopentanols. Cyclopentanols are compounds containing a cyclopentane ring that carries an alcohol group. Cyclopentanol is soluble (in water) and an extremely weak acidic compound (based on its pKa). Cyclopentanol can be found in a number of food items such as walnut, cashew nut, cauliflower, and linden, which makes cyclopentanol a potential biomarker for the consumption of these food products.		Liquid	OC1CCCC1	C5H10O	InChI=1S/C5H10O/c6-5-3-1-2-4-5/h5-6H,1-4H2	XCIXKGXIYUWCLL-UHFFFAOYSA-N	86.07316494	CHEBI:16133	HMDB0302463	
BASm0000532	selenophosphate	Selenophosphate is the universal selenium donor that is required for the formation of selenium dependent enzymes and selenium tRNAs (i.e.: selenocysteyl-tRNA). Selenophosphate is also the selenium donor used to synthesize selenocysteine, which is co-translationally incorporated into selenoproteins at in-frame UGA codons. Selenophosphate synthetase (EC 2.7.9.3, human SPS1, product of the selD gene) produces monoselenophosphate from selenide and ATP. The SPS1-encoded enzyme depends on a selenium salvage system that recycles L-selenocysteine. Selenophosphate synthetase genes play a role in cancer cell's response to ionizing radiation and its reaction product, selenophosphate, might be involved in cancer prevention in a p53-dependent manner and could be applied to development of a novel cancer therapy. (PMID: 8986768, 10609888, 16786570) [HMDB]	289702-60-9	Solid	[O-]P([O-])([O-])=[Se]	H2O3PSe	InChI=1S/H3O3PSe/c1-4(2,3)5/h(H3,1,2,3,5)/p-1	JRPHGDYSKGJTKZ-UHFFFAOYSA-M	160.8906773	CHEBI:16144	HMDB06407	
BASm0000533	maleamate				OC(=O)\C=C/C([O-])=N	C4H4NO3	InChI=1S/C4H5NO3/c5-3(6)1-2-4(7)8/h1-2H,(H2,5,6)(H,7,8)/p-1/b2-1-	FSQQTNAZHBEJLS-UPHRSURJSA-M	114.0196666	CHEBI:16146	HMDB0240339	
BASm0000534	heptadecane	Heptadecane, also known as CH3-[CH2]15-CH3, belongs to the class of organic compounds known as alkanes. These are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Heptadecane is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Thus, heptadecane is considered to be a hydrocarbon lipid molecule. Heptadecane is an organic compound, an alkane hydrocarbon with the chemical formula C17H36. The most compact and branched isomer would be tetra-tert-butylmethane, but its existence is believed to be impossible due to steric hindrance. The name may refer to any of 24894 theoretically possible structural isomers, or to a mixture thereof. Heptadecane is an alkane tasting compound. heptadecane has been detected, but not quantified, in several different foods, such as lemon balms, coconuts, orange bell peppers, allspices, and pepper (c. annuum). This could make heptadecane a potential biomarker for the consumption of these foods. In the IUPAC nomenclature, the name of this compound is simply heptadecane, since the other isomers are viewed and named as alkyl-substituted versions of smaller alkanes. The unbranched isomer is normal or n-heptadecane, CH3(CH2)15CH3. Indeed, it is believed to be the smallest "impossible" alkane.			CCCCCCCCCCCCCCCCC	C17H36	InChI=1S/C17H36/c1-3-5-7-9-11-13-15-17-16-14-12-10-8-6-4-2/h3-17H2,1-2H3	NDJKXXJCMXVBJW-UHFFFAOYSA-N	240.2817012	CHEBI:16148	HMDB0059830	
BASm0000535	benzoate	Benzoic acid, C6H5COOH, is a colourless crystalline solid and the simplest aromatic carboxylic acid. Benzoic acid occurs naturally free and bound as benzoic acid esters in many plant and animal species. Appreciable amounts have been found in most berries (around 0.05%). Cranberries contain as much as 300-1300 mg free benzoic acid per kg fruit. Benzoic acid is a fungistatic compound that is widely used as a food preservative. It often is conjugated to glycine in the liver and excreted as hippuric acid. Benzoic acid is a byproduct of phenylalanine metabolism in bacteria. It is also produced when gut bacteria process polyphenols (from ingested fruits or beverages). It can be found in Serratia (PMID:23061754).	65-85-0		[O-]C(=O)C1=CC=CC=C1	C7H5O2	InChI=1S/C7H6O2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H,8,9)/p-1	WPYMKLBDIGXBTP-UHFFFAOYSA-M	121.029503	CHEBI:16150	HMDB0001870	
BASm0000536	3,4-dihydrocoumarin	3,4-Dihydro-2H-1-benzopyran-2-one, also known as 3,4-dihydrocoumarin or 1,2-benzodihydropyrone, belongs to the class of organic compounds known as 3,4-dihydrocoumarins. These are 3,4-dihydrogenated coumarins. Coumarin is a bicyclic compound that are 1-benzopyran carrying an oxo group at the 2-position. 3,4-Dihydro-2H-1-benzopyran-2-one exists in all living organisms, ranging from bacteria to humans. 3,4-Dihydro-2H-1-benzopyran-2-one is a sweet, almond, and cinnamon tasting compound. 3,4-Dihydro-2H-1-benzopyran-2-one has been detected, but not quantified, in several different foods, such as green vegetables, pulses, sour cherries, and tarragons. A chromanone that is the 3,4-dihydro derivative of coumarin.	119-84-6		O=C1CCC2=CC=CC=C2O1	C9H8O2	InChI=1S/C9H8O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-4H,5-6H2	VMUXSMXIQBNMGZ-UHFFFAOYSA-N	148.0524295	CHEBI:16151	HMDB0036626	
BASm0000537	N-acetyl-beta-lactosamine	N-Acetyllactosamine, also known as galb1-4glcnacb or lacnac, belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group. N-Acetyllactosamine exists in all living organisms, ranging from bacteria to humans.	32181-59-2	Solid	CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@@H]1O	C14H25NO11	InChI=1S/C14H25NO11/c1-4(18)15-7-9(20)12(6(3-17)24-13(7)23)26-14-11(22)10(21)8(19)5(2-16)25-14/h5-14,16-17,19-23H,2-3H2,1H3,(H,15,18)/t5-,6-,7-,8+,9-,10+,11-,12-,13-,14+/m1/s1	KFEUJDWYNGMDBV-LODBTCKLSA-N	383.1427606	CHEBI:16153	HMDB0001542	
BASm0000538	D-arabinonate			Expected Solid	[H][C@@](O)(CO)[C@@]([H])(O)[C@]([H])(O)C([O-])=O	C5H9O6	InChI=1S/C5H10O6/c6-1-2(7)3(8)4(9)5(10)11/h2-4,6-9H,1H2,(H,10,11)/p-1/t2-,3-,4+/m1/s1	QXKAIJAYHKCRRA-JJYYJPOSSA-M	165.0404616	CHEBI:16157		MMDBc0055851
BASm0000539	orsellinate			Expected Solid	CC1=CC([O-])=CC(O)=C1C(O)=O	C8H7O4	InChI=1S/C8H8O4/c1-4-2-5(9)3-6(10)7(4)8(11)12/h2-3,9-10H,1H3,(H,11,12)/p-1	AMKYESDOVDKZKV-UHFFFAOYSA-M	167.0349823	CHEBI:16162		MMDBc0056237
BASm0000540	1,2,3-trihydroxybenzene	1,2,3-Trihydroxybenzene, or pyrogallol is a benzenetriol. It is a white crystalline powder and a powerful reducing agent. It was first prepared by Scheele 1786 by heating gallic acid. An alternate preparation is heating para-chlorophenoldisulphonic acid with potassium hydroxide. 1,2,3-Trihydroxybenzene has been found to be a metabolite of Aspergillus (https://www.tandfonline.com/doi/pdf/10.1080/00021369.1982.10865473).	87-66-1		OC1=CC=CC(O)=C1O	C6H6O3	InChI=1S/C6H6O3/c7-4-2-1-3-5(8)6(4)9/h1-3,7-9H	WQGWDDDVZFFDIG-UHFFFAOYSA-N	126.0316941	CHEBI:16164	HMDB0013674	
BASm0000541	homogentisate	Homogentisic acid, also known as melanic acid, is an intermediate in the breakdown or catabolism of tyrosine and phenylalanine. It is generated from the compound p-hydroxyphenylpyruvate through the enzyme p-hydroxyphenylpyruvate dehydrogenase. The resulting homogentisic acid is then broken down into 4-maleylacetoacetate via the enzyme homogentisate 1,2-dioxygenase. Homogentisic acid is also found in other organisms. For instance, it can found in Arbutus unedo (strawberry-tree) honey, in the bacterial plant pathogen Xanthomonas campestris as well as in the yeast Yarrowia lipolytica where it is associated with the production of brown pigments. Homogentisic acid can be oxidatively dimerized to form hipposudoric acid, one of the main constituents of the 'blood sweat' of hippopotamuses. When present in sufficiently high levels, homogentisic acid can function as an osteotoxin and a renal toxin. An osteotoxin is a substance that causes damage to bones and/or joints. A renal toxin causes damage to the kidneys. Chronically high levels of homogentisic acid are associated with alkaptonuria (OMIM: 203500), an inborn error of metabolism. Alkaptonuria is a rare inherited genetic disorder in which the body cannot process the amino acids phenylalanine and tyrosine. It is caused by a mutation in the enzyme homogentisate 1,2-dioxygenase (EC 1.13.11.5), which leads to an accumulation of homogentisic acid in the blood and tissues. Homogentisic acid and its oxidized form benzoquinone acetic acid are excreted in the urine, giving it an unusually dark color. The accumulating homogentisic acid (and benzoquinone acetic acid) causes damage to cartilage (ochronosis, leading to osteoarthritis) and heart valves as well as precipitating as kidney stones and stones in other organs. More specifically, homogentisic acid can be converted to benzoquinone acetic acid (BQA), and the resulting BQA can be readily converted to polymers that resemble the dark skin pigment melanin. These polymers are deposited in the collagen, a connective tissue protein, of particular tissues such as cartilage. This process is called ochronosis (as the tissue looks ochre); ochronotic tissue is stiffened and unusually brittle, impairing its normal function and causing damage. Homogentisic acid is the primary precursor of melanin synthesis in Vibrio cholerae.	451-13-8	Solid	OC1=CC(CC([O-])=O)=C(O)C=C1	C8H7O4	InChI=1S/C8H8O4/c9-6-1-2-7(10)5(3-6)4-8(11)12/h1-3,9-10H,4H2,(H,11,12)/p-1	IGMNYECMUMZDDF-UHFFFAOYSA-M	167.0349823	CHEBI:16169	HMDB0000130	
BASm0000542	Hg			Liquid	[Hg]	Hg	InChI=1S/Hg	QSHDDOUJBYECFT-UHFFFAOYSA-N	201.9706256	CHEBI:16170	HMDB0003625	MMDBc0054508
BASm0000543	cholest-4-en-3-one	Cholestenone belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Thus, cholestenone is considered to be a sterol lipid molecule. Cholestenone is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.	601-57-0		CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H44O	InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h17-19,22-25H,6-16H2,1-5H3/t19-,22+,23-,24+,25+,26+,27-/m1/s1	NYOXRYYXRWJDKP-GYKMGIIDSA-N	384.339216	CHEBI:16175	HMDB0000921	
BASm0000544	vicianose		534-98-5		OC1O[C@H](CO[C@@H]2OC[C@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O	C11H20O10	InChI=1S/C11H20O10/c12-3-1-19-11(9(17)5(3)13)20-2-4-6(14)7(15)8(16)10(18)21-4/h3-18H,1-2H2	QYNRIDLOTGRNML-UHFFFAOYSA-N		CHEBI:16177		
BASm0000545	2-methylbutanal	(±)-2-Methylbutanal, also known as 2-methylbutyraldehyde, belongs to the class of organic compounds known as short-chain aldehydes. These are an aldehyde with a chain length containing between 2 and 5 carbon atoms. (±)-2-Methylbutanal exists in all eukaryotes, ranging from yeast to humans. (±)-2-Methylbutanal is an almond, cocoa, and coffee tasting compound. (±)-2-Methylbutanal is found, on average, in the highest concentration within kohlrabis and milk (cow). (±)-2-Methylbutanal has also been detected, but not quantified, in several different foods, such as sugar apples, horned melons, hyacinth beans, persian limes, and root vegetables. (±)-2-Methylbutanal, with regard to humans, has been found to be associated with several diseases such as ulcerative colitis and nonalcoholic fatty liver disease; (±)-2-methylbutanal has also been linked to the inborn metabolic disorder celiac disease.	57456-98-1		CCC(C)C=O	C5H10O	InChI=1S/C5H10O/c1-3-5(2)4-6/h4-5H,3H2,1-2H3	BYGQBDHUGHBGMD-UHFFFAOYSA-N	86.07316494	CHEBI:16182	HMDB0031526	
BASm0000546	methane	Methane (CH4), is a gas produced by a group of colonic anaerobes, absorbed from the colon and excreted in expired air. As a result, breath CH4 excretion can be used as an indicator of the in situ activity of the methanogenic flora. All CH4 produced in human beings is a metabolic product of intestinal bacteria, and about 50% of CH4 produced in the gut is absorbed and excreted in expired air. Because there appears to be no catabolism of this gas by other colonic organisms or host cells, breath CH4 measurements provide a rapid, simple means of semi quantitatively assessing the ongoing in situ metabolism of the methanogenic flora. It could seem likely that the intracolonic activity of a variety of bacteria similarly might be assessed quantitatively via analysis of expired air. However, the application of this methodology has been confounded by the rapid catabolism of many volatile bacterial products by other bacteria or human tissue. A striking aspect of the studies of breath CH4 measurements is the enormous individual variations in the excretion of this gas. Virtually all children under 5 years of age and 66% of the adult population do not exhale appreciable quantities of CH4. The remaining 34% of the adult population has appreciable breath methane concentrations of up to 80 ppm (mean, 15.2 ppm; median, 11.8 ppm). On this basis the population can be divided into CH4 producers or nonproducers, although a more accurate term would be to define subjects as being low or high CH4 producers. The primary methanogen present in the human colon, Methanobrevibacter smithii, produces methane via a reaction that relies entirely on H2 produced by other organisms to reduce CO2 to CH4. Thus, breath CH4 concentrations might be expected to mirror breath H2 concentrations; however, the high levels of CH4 observed in the fasting state may result from H2 derived from endogenous rather than dietary substrates. A diverse assortment of conditions has been associated with a high prevalence of methane producers including diverticulosis, cystic fibrosis, high fasting serum cholesterol levels, encopresis in children, and aorto-iliac vascular disease, whereas obesity (measured as skin-fold thickness) was related inversely to methane production. The challenge that remains is to determine to what extent methanogens actively influence body physiology vs. simply serve as passive indicators of colonic function. (PMID: 16469670, Clinical Gastroenterology and Hepatology Volume 4, Issue 2, February 2006, Pages 123-129). Methane can be found in Desulfovibrio, Methanobacterium, Methanobrevibacter, Methanococcus, Methanocorpusculum, Methanoculleus, Methanoflorens, Methanofollis, Methanogenium, Methanomicrobium, Methanopyrus, Methanoregula, Methanosaeta, Methanosarcina, Methanosphaera, Methanospirillium, Methanothermobacter (Wikipedia).	74-82-8		C	CH4	InChI=1S/CH4/h1H4	VNWKTOKETHGBQD-UHFFFAOYSA-N	16.03130013	CHEBI:16183	HMDB0002714	
BASm0000547	octan-1-ol	1-Octanol, also known as octan-1-ol, is the organic compound with the molecular formula CH3(CH2)7OH. It is a fatty alcohol. Many other isomers are also known generically as octanols. Octanol is mainly produced industrially by the oligomerization of ethylene using triethylaluminium followed by oxidation of the alkylaluminium products. This route is known as the Ziegler alcohol synthesis. Octanol also occurs naturally in the form of esters in some essential oils. Octanol and water are immiscible. The distribution of a compound between water and octanol is used to calculate the partition coefficient (logP) of that molecule. Water/octanol partitioning is a good approximation of the partitioning between the cytosol and lipid membranes of living systems. Octanol is a colorless, slightly viscous liquid used as a defoaming or wetting agent. It is also used as a solvent for protective coatings, waxes, and oils, and as a raw material for plasticizers. It is also one of many compounds derived from tobacco and tobacco smoke and shown to increase the permeability of the membranes of human lung fibroblasts (PMID 7466833).	111-87-5	Liquid	CCCCCCCCO	C8H18O	InChI=1S/C8H18O/c1-2-3-4-5-6-7-8-9/h9H,2-8H2,1H3	KBPLFHHGFOOTCA-UHFFFAOYSA-N	130.1357652	CHEBI:16188	HMDB0001183	
BASm0000548	sulfate	The sulfate ion is a polyatomic anion with the empirical formula SO42- and a molecular mass of 96.06 daltons; it consists of one central sulfur atom surrounded by four equivalent oxygen atoms in a tetrahedral arrangement. The sulfate ion carries a negative two charge and is the conjugate base of the hydrogen sulfate ion, HSO4-, which is the conjugate base of H2SO4, sulfuric acid. In inorganic chemistry, a sulfate (IUPAC-recommended spelling; also sulphate in British English) is a salt of sulfuric acid. Sulfate aerosols can act as cloud condensation nuclei and this leads to greater numbers of smaller droplets of water. Lots of smaller droplets can diffuse light more efficiently than just a few larger droplets.	14808-79-8		O=S(=O)([O-])[O-]	H2O4S	InChI=1S/H2O4S/c1-5(2,3)4/h(H2,1,2,3,4)	QAOWNCQODCNURD-UHFFFAOYSA-N	97.96737924	CHEBI:16189	HMDB0001448	
BASm0000549	cis-1,2-dihydrobenzene-1,2-diol			Expected Solid	O[C@@H]1C=CC=C[C@@H]1O	C6H8O2	InChI=1S/C6H8O2/c7-5-3-1-2-4-6(5)8/h1-8H/t5-,6+	YDRSQRPHLBEPTP-OLQVQODUSA-N	112.0524295	CHEBI:16190		MMDBc0054393
BASm0000550	3-hydroxybenzoate	3-Hydroxybenzoic acid, also known as 3-hydroxybenzoate or 3-carboxyphenol, belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups. 3-Hydroxybenzoic acid exists in all living organisms, ranging from bacteria to humans. Outside of the human body, 3-hydroxybenzoic acid is found, on average, in the highest concentration in american cranberries and beers. 3-hydroxybenzoic acid has also been detected, but not quantified in a few different foods, such as bilberries, citrus, and corns. As well, 3-Hydroxybenzoic Acid can be found in the pineapple fruit. It can also be formed by a Pseudomonas species from 3-Chlorobenzoic acid. 3-Hydroxybenzoic acid is a monohydroxybenzoic acid. 3-Hydroxybenzoic acid can be obtained by the alkali fusion of 3-sulfobenzoic acid between 210-220 °C. 3-Hydroxybenzoic acid is a component of castoreum, the exudate from the castor sacs of the mature North American beaver (Castor canadensis) and the European beaver (Castor fiber), used in perfumery.	1999-06-09	Solid	O=C([O-])c1cccc(O)c1	C7H6O3	InChI=1S/C7H6O3/c8-6-3-1-2-5(4-6)7(9)10/h1-4,8H,(H,9,10)	IJFXRHURBJZNAO-UHFFFAOYSA-N	138.0316941	CHEBI:16193	HMDB0002466	
BASm0000551	urea	Urea is a highly soluble organic compound formed in the liver from ammonia produced by the deamination of amino acids. It is the principal end product of protein catabolism and constitutes about one half of the total urinary solids. Urea is formed in a cyclic pathway known simply as the urea cycle. In this cycle, amino groups donated by ammonia and L-aspartate are converted to urea. Urea is essentially a waste product; it has no physiological function. It is dissolved in blood (in humans in a concentration of 2.5 - 7.5 mmol/liter) and excreted by the kidney in the urine. In addition, a small amount of urea is excreted (along with sodium chloride and water) in human sweat. Urea is found to be associated with primary hypomagnesemia, which is an inborn error of metabolism.	57-13-6		NC(N)=O	CH4N2O	InChI=1S/CH4N2O/c2-1(3)4/h(H4,2,3,4)	XSQUKJJJFZCRTK-UHFFFAOYSA-N	60.03236276	CHEBI:16199	HMDB0000294	
BASm0000552	1,3,5-trihydroxybenzene	Phloroglucinol is a benzenetriol. It is an organic compound that is used in the synthesis of pharmaceuticals and explosives. This molecule exists in two forms, or tautomers, 1,3,5-trihydroxybenzene, which has phenol-like, and 1,3,5-cyclohexanetrione (phloroglucin), which has ketone-like character. These two tautomers are in equilibrium. Phloroglucinol is a useful intermediate because it is polyfunctional. 1,3,5-Trihydroxybenzene has been found to be a metabolite in Pseudomonas (PMID: 15826166).	108-73-6		Oc1cc(O)cc(O)c1	C6H6O3	InChI=1S/C6H6O3/c7-4-1-5(8)3-6(9)2-4/h1-3,7-9H	QCDYQQDYXPDABM-UHFFFAOYSA-N	126.0316941	CHEBI:16204	HMDB0013675	
BASm0000553	biphenyl-2,3-diol			Expected Solid	Oc1cccc(-c2ccccc2)c1O	C12H10O2	InChI=1S/C12H10O2/c13-11-8-4-7-10(12(11)14)9-5-2-1-3-6-9/h1-8,13-14H	YKOQAAJBYBTSBS-UHFFFAOYSA-N	186.0680796	CHEBI:16205		MMDBc0054370
BASm0000554	3-hydroxybenzaldehyde				O=Cc1cccc(O)c1	C7H6O2	InChI=1S/C7H6O2/c8-5-6-2-1-3-7(9)4-6/h1-5,9H	IAVREABSGIHHMO-UHFFFAOYSA-N	122.0367794	CHEBI:16207	HMDB0186744	
BASm0000555	phosphonate	The phosphite ion (PO3) is a polyatomic ion with a phosphorus central atom. Its geometry is tetrahedral. Many phosphite salts, such as ammonium phosphite, are highly water solubleand is) also organophosphorus compounds with the formula P(OR)3.; The conjugate acid of the phosphite anion is phosphorous acid (H3PO3). Other names for this acid are orthophosphorous acid and dihydroxyphosphine oxide. H3PO3 is also sometimes referred to as phosphorus trihydroxide and trihydroxyphosphine, though these names are misleading. Phosphorous acid is a diprotic acid, since the hydrogen bonded directly to the central phosphorus atom is not ionizable. Thus, a more logical chemical formula for phosphorous acid is HPO(OH)2, since three hydroxy groups are not actually present on the acid. The acid can be synthesized hy treatment of a carboxylic acid, alcohol, or most practically water, with phosphorus tribromide or more commonly phosphorus trichloride. [HMDB]	14901-63-4	Solid	O=[PH]([O-])[O-]	HO3P	InChI=1S/H3O3P/c1-4(2)3/h4H,(H2,1,2,3)/p-2	ABLZXFCXXLZCGV-UHFFFAOYSA-L	79.96633041	CHEBI:16215	HMDB01443	
BASm0000556	D-glucono-1,5-lactone	Gluconolactone, also known as glucono-delta-lactone or GDL (gluconate), belongs to the class of organic compounds known as gluconolactones. These are polyhydroxy acids (PHAs) containing a gluconolactone molecule, which is characterized by a tetrahydropyran substituted by three hydroxyl groups, one ketone group, and one hydroxymethyl group. Gluconolactone is a lactone of D-gluconic acid. Gluconolactone can be produced by enzymatic oxidation of D-glucose via the enzyme glucose oxidase. It is a fundamental metabolite found in all organisms ranging from bacteria to plants to animals. Gluconolactone has metal chelating, moisturizing and antioxidant activities. Its ability in free radicals scavenging accounts for its antioxidant properties. Gluconolactone, is also used as a food additive with the E-number E575. In foods it is used as a sequestrant, an acidifier or a curing, pickling, or leavening agent. Gluconolactone is also used as a coagulant in tofu processing. Gluconolactone is widely used as a skin exfoliant in cosmetic products, where it is noted for its mild exfoliating and hydrating properties. Pure gluconolactone is a white odorless crystalline powder. It is pH-neutral, but hydrolyses in water to gluconic acid which is acidic, adding a tangy taste to foods. Gluconic acid has roughly a third of the sourness of citric acid. One gram of gluconolactone yields roughly the same amount of metabolic energy as one gram of sugar.	90-80-2		O=C1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C6H10O6	InChI=1S/C6H10O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-5,7-10H,1H2/t2-,3-,4+,5-/m1/s1	PHOQVHQSTUBQQK-SQOUGZDYSA-N	178.0477381	CHEBI:16217	HMDB0000150	
BASm0000557	4-O-(beta-D-glucosyl)-(E)-coniferol	Coniferin (CAS: 531-29-3), also known as abietin or coniferoside, belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-fructose, and L-rhamnose. Coniferin is an extremely weak basic (essentially neutral) compound (based on its pKa). Coniferin is a  monosaccharide derivative consisting of coniferol attached to a beta-D-glucopyranosyl residue at position 1 via a glycosidic linkage. Coniferin is found in asparagus and has been isolated from Scorzonera hispanica (black salsify).	124151-33-3		COc1cc(/C=C/CO)ccc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C16H22O8	InChI=1S/C16H22O8/c1-22-11-7-9(3-2-6-17)4-5-10(11)23-16-15(21)14(20)13(19)12(8-18)24-16/h2-5,7,12-21H,6,8H2,1H3/b3-2+/t12-,13-,14+,15-,16-/m1/s1	SFLMUHDGSQZDOW-FAOXUISGSA-N	342.1314677	CHEBI:16220	HMDB0013682	
BASm0000558	D-galacto-hexodialdose			Expected Solid	O=C[C@@H](O)[C@H](O)[C@H](O)[C@@H](O)C=O	C6H10O6	InChI=1S/C6H10O6/c7-1-3(9)5(11)6(12)4(10)2-8/h1-6,9-12H/t3-,4+,5+,6-	VYPPEYAOCURAAE-GUCUJZIJSA-N	178.047738	CHEBI:16222		MMDBc0055862
BASm0000559	dimethylarsinate	Dimethylarsinic acid is classified as a member of the Pentaorganoarsanes. Pentaorganoarsanes are organoarsenic compounds containing an arsenic compound that is pentasubstituted by only organic groups. Dimethylarsinic acid is considered to be soluble (in water) and acidic. Dimethylarsinic acid is formally rated as possibly a carcinogenic (IARC 2B) potentially toxic compound.	15132-04-04		C[As](C)(=O)[O-]	C2H6AsO2	InChI=1S/C2H7AsO2/c1-3(2,4)5/h1-2H3,(H,4,5)/p-1	OGGXGZAMXPVRFZ-UHFFFAOYSA-M	136.9583759	CHEBI:16223	HMDB0094715	
BASm0000560	limonin	Linonin, also known as 7,16-dioxo-7,16-dideoxylimondiol or evodin, is a member of the class of compounds known as limonoids. Limonoids are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17. Linonin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Linonin can be found in lemon, which makes linonin a potential biomarker for the consumption of this food product.			CC1(C)O[C@H]2CC(=O)OC[C@]23[C@H]2CC[C@@]4(C)[C@H](c5ccoc5)OC(=O)[C@H]5O[C@]54[C@]2(C)C(=O)C[C@@H]13	C26H30O8	InChI=1S/C26H30O8/c1-22(2)15-9-16(27)24(4)14(25(15)12-31-18(28)10-17(25)33-22)5-7-23(3)19(13-6-8-30-11-13)32-21(29)20-26(23,24)34-20/h6,8,11,14-15,17,19-20H,5,7,9-10,12H2,1-4H3/t14-,15-,17-,19-,20+,23-,24-,25+,26+/m0/s1	KBDSLGBFQAGHBE-MSGMIQHVSA-N	470.1940679	CHEBI:16226	HMDB0302538	
BASm0000561	pyridine	Pyridine is a clear liquid with an odor that is sour, putrid, and fish-like. It is a relatively simple heterocyclic aromatic organic compound that is structurally related to benzene, with one CH group in the six-membered ring replaced by a nitrogen atom. Pyridine is obtained from crude coal tar or is synthesized from acetaldehyde, formaldehyde and ammonia. Pyridine is often used as a denaturant for antifreeze mixtures, for ethyl alcohol, for fungicides, and as a dyeing aid for textiles. It is a harmful substance if inhaled, ingested or absorbed through the skin. In particular, it is known to reduce male fertility and is considered carcinogenic. Common symptoms of acute exposure to pyridine include: headache, coughing, asthmatic breathing, laryngitis, nausea and vomiting. -- Wikipedia.	110-86-1		c1ccncc1	C5H5N	InChI=1S/C5H5N/c1-2-4-6-5-3-1/h1-5H	JUJWROOIHBZHMG-UHFFFAOYSA-N	79.04219917	CHEBI:16227	HMDB0000926	
BASm0000562	3beta-hydroxy-5beta-pregnane-20-one	Epipregnanolone, also known as 3beta-hydroxy-5beta-pregnan-20-one, belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogens, and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety. Thus, epipregnanolone is considered to be a steroid lipid molecule. Epipregnanolone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Epipregnanolone is a pregnane found in the urine of pregnant women and sows. It has anesthetic, hypnotic, and sedative properties. It is a substrate of the enzyme 3beta-hydroxy-5beta-steroid dehydrogenase (EC 1.1.1.277).	128-21-2		CC(=O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C21H34O2	InChI=1S/C21H34O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h14-19,23H,4-12H2,1-3H3/t14-,15+,16+,17-,18+,19+,20+,21-/m1/s1	AURFZBICLPNKBZ-GRWISUQFSA-N	318.2558803	CHEBI:16229	HMDB0001471	
BASm0000563	5-hydroxypentanoate	5-Hydroxypentanoic acid belongs to the class of organic compounds known as straight chain fatty acids. These are fatty acids with a straight aliphatic chain. 5-Hydroxypentanoic acid has been found to be a microbial metabolite (PMID: 20615997).	13392-69-3		O=C([O-])CCCCO	C5H10O3	InChI=1S/C5H10O3/c6-4-2-1-3-5(7)8/h6H,1-4H2,(H,7,8)	PHOJOSOUIAQEDH-UHFFFAOYSA-N	118.0629942	CHEBI:16230	HMDB0061927	
BASm0000564	(S)-cheilanthifoline				COc1cc2c(cc1O)[C@@H]1Cc3ccc4c(c3CN1CC2)OCO4	C19H19NO4	InChI=1S/C19H19NO4/c1-22-18-7-12-4-5-20-9-14-11(2-3-17-19(14)24-10-23-17)6-15(20)13(12)8-16(18)21/h2-3,7-8,15,21H,4-6,9-10H2,1H3	FVXCQULKSPVRPK-UHFFFAOYSA-N	325.1314081	CHEBI:16233		
BASm0000565	guanine	Guanine is one of the five main nucleobases found in the nucleic acids DNA and RNA. Guanine is a derivative of purine, consisting of a fused pyrimidine-imidazole ring system with conjugated double bonds. Being unsaturated, the bicyclic molecule is planar. The guanine nucleoside is called guanosine. The first isolation of guanine was reported in 1844 from the excreta of sea birds, known as guano, which was used as a source of fertilizer. High affinity binding of guanine nucleotides and the ability to hydrolyze bound GTP to GDP are characteristics of an extended family of intracellular proteins. Guanine nucleotide-binding regulatory proteins may be involved in the activation of phospholipases C and A2 by hormones and other ligands. The binding of hormones to receptors that activate phospholipase C is decreased by guanine nucleotides and these hormones also stimulate a high-affinity GTPase activity in cell membranes. Effects of hormones on phospholipase C activity in cell-free preparations are dependent on the presence of guanine nucleotides. Hypoxanthine-guanine phosphoribosyltransferase (HPRT, EC 2.4.2.8) is a purine salvage enzyme that catalyses the conversion of hypoxanthine and guanine to their respective mononucleotides. Partial deficiency of this enzyme can result in the overproduction of uric acid leading to a severe form of gout, whilst a virtual absence of HPRT activity causes the Lesch-Nyhan syndrome, an inborn error of metabolism, which is characterised by hyperuricaemia, mental retardation, choreoathetosis and compulsive self-mutilation. Peroxynitrite induces DNA base damage predominantly at guanine (G) and 8-oxoguanine (8-oxoG) nucleobases via oxidation reactions. G and 8-oxoG are the most reactive bases toward Peroxynitrite and possibly the major contributors to peroxynitrite-derived genotoxic and mutagenic lesions. The neutral G radical, reacts with NO2 to yield 8-nitroguanine and 5-nitro-4-guanidinohydantoin (PMID: 16352449, 2435586, 2838362, 1487231).	73-40-5		Nc1nc2[nH]cnc2c(=O)[nH]1	C5H5N5O	InChI=1S/C5H5N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11)	UYTPUPDQBNUYGX-UHFFFAOYSA-N	151.0494098	CHEBI:16235	HMDB0000132	
BASm0000566	ethanol	Ethanol is a clear, colorless liquid rapidly absorbed from the gastrointestinal tract and distributed throughout the body. It has bactericidal activity and is used often as a topical disinfectant. It is widely used as a solvent and preservative in pharmaceutical preparations as well as serving as the primary ingredient in alcoholic beverages. Indeed, ethanol has widespread use as a solvent of substances intended for human contact or consumption, including scents, flavorings, colorings, and medicines. Ethanol has a depressive effect on the central nervous system and because of its psychoactive effects, it is considered a drug. Ethanol has a complex mode of action and affects multiple systems in the brain, most notably it acts as an agonist to the GABA receptors. Death from ethanol consumption is possible when blood alcohol level reaches 0.4%. A blood level of 0.5% or more is commonly fatal. Levels of even less than 0.1% can cause intoxication, with unconsciousness often occurring at 0.3-0.4 %. Ethanol is metabolized by the body as an energy-providing carbohydrate nutrient, as it metabolizes into acetyl CoA, an intermediate common with glucose metabolism, that can be used for energy in the citric acid cycle or for biosynthesis. Ethanol within the human body is converted into acetaldehyde by alcohol dehydrogenase and then into acetic acid by acetaldehyde dehydrogenase. The product of the first step of this breakdown, acetaldehyde, is more toxic than ethanol. Acetaldehyde is linked to most of the clinical effects of alcohol. It has been shown to increase the risk of developing cirrhosis of the liver,[77] multiple forms of cancer, and alcoholism. Industrially, ethanol is produced both as a petrochemical, through the hydration of ethylene, and biologically, by fermenting sugars with yeast. Small amounts of ethanol are endogenously produced by gut microflora through anaerobic fermentation. However most ethanol detected in biofluids and tissues likely comes from consumption of alcoholic beverages. Absolute ethanol or anhydrous alcohol generally refers to purified ethanol, containing no more than one percent water. Absolute alcohol is not intended for human consumption. It often contains trace amounts of toxic benzene (used to remove water by azeotropic distillation). Consumption of this form of ethanol can be fatal over a short time period. Generally absolute or pure ethanol is used as a solvent for lab and industrial settings where water will disrupt a desired reaction. Pure ethanol is classed as 200 proof in the USA and Canada, equivalent to 175 degrees proof in the UK system. Ethanol is a general biomarker for the consumption of alcohol. Ethanol is also a metabolite of Hansenula and Saccharomyces (PMID: 14613880) (https://ac.els-cdn.com/S0079635206800470/1-s2.0-S0079635206800470-main.pdf?_tid=4d340044-3230-4141-88dd-deec4d2e35bd&acdnat=1550288012_0c4a20fe963843426147979d376cf624).	64-17-5		CCO	C2H6O	InChI=1S/C2H6O/c1-2-3/h3H,2H2,1H3	LFQSCWFLJHTTHZ-UHFFFAOYSA-N	46.04186481	CHEBI:16236	HMDB0000108	
BASm0000567	4-chlorophenylacetate			Expected Solid	O=C([O-])Cc1ccc(Cl)cc1	C8H6ClO2	InChI=1S/C8H7ClO2/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4H,5H2,(H,10,11)/p-1	CDPKJZJVTHSESZ-UHFFFAOYSA-M	169.0061807	CHEBI:16237		MMDBc0055474
BASm0000568	benzyl (2R,3S)-2-methyl-3-hydroxybutanoate	The  (2R,3S)-stereoisomer of  benzyl 2-methyl-3-hydroxybutanoate.			C[C@H](O)[C@@H](C)C(=O)OCc1ccccc1		InChI=1S/C12H16O3/c1-9(10(2)13)12(14)15-8-11-6-4-3-5-7-11/h3-7,9-10,13H,8H2,1-2H3/t9-,10+/m1/s1	VDARBCCMTDKLBW-ZJUUUORDSA-N		CHEBI:16239		
BASm0000569	H2O2	Hydrogen peroxide (H2O2) is a very pale blue liquid that appears colourless in a dilute solution. H2O2 is slightly more viscous than water and is a weak acid. H2O2 is unstable and slowly decomposes in the presence of light. It has strong oxidizing properties and is, therefore, a powerful bleaching agent that is mostly used for bleaching paper. H2O2 has also found use as a disinfectant and as an oxidizer. H2O2 in the form of carbamide peroxide is widely used for tooth whitening (bleaching), both in professionally- and in self-administered products. H2O2 is a well-documented component of living cells and is a normal metabolite of oxygen in the aerobic metabolism of cells and tissues. A total of 31 human cellular H2O2 generating enzymes has been identified so far (PMID: 25843657). H2O2 plays important roles in host defence and oxidative biosynthetic reactions. At high levels (>100 nM) H2O2 is toxic to most cells due to its ability to non-specifically oxidize proteins, membranes and DNA, leading to general cellular damage and dysfunction. However, at low levels (<10 nM), H2O2 functions as a signalling agent, particularly in higher organisms. In plants, H2O2 plays a role in signalling to cause cell shape changes such as stomatal closure and root growth. As a messenger molecule in vertebrates, H2O2 diffuses through cells and tissues to initiate cell shape changes, to drive vascular remodelling, and to activate cell proliferation and recruitment of immune cells. H2O2 also plays a role in redox sensing, signalling, and redox regulation (PMID: 28110218). This is normally done through molecular redox “switches” such as thiol-containing proteins. The production and decomposition of H2O2 are tightly regulated (PMID: 17434122). In humans, H2O2 can be generated in response to various stimuli, including cytokines and growth factors. H2O2 is degraded by several enzymes including catalase and superoxide dismutase (SOD), both of which play important roles in keeping the amount of H2O2 in the body below toxic levels. H2O2 also appears to play a role in vitiligo. Vitiligo is a skin pigment disorder leading to patchy skin colour, especially among dark-skinned individuals. Patients with vitiligo have low catalase levels in their skin, leading to higher levels of H2O2. High levels of H2O2 damage the epidermal melanocytes, leading to a loss of pigment (PMID: 10393521). Accumulating evidence suggests that hydrogen peroxide H2O2 plays an important role in cancer development. Experimental data have shown that cancer cells produce high amounts of H2O2. An increase in the cellular levels of H2O2 has been linked to several key alterations in cancer, including DNA changes, cell proliferation, apoptosis resistance, metastasis, angiogenesis and hypoxia-inducible factor 1 (HIF-1) activation (PMID: 17150302, 17335854, 16677071, 16607324, 16514169). H2O2 is found in most cells, tissues, and biofluids. H2O2 levels in the urine can be significantly increased with the consumption of coffee and other polyphenolic-containing beverages (wine, tea) (PMID: 12419961). In particular, roasted coffee has high levels of 1,2,4-benzenetriol which can, on its own, lead to the production of H2O2. Normal levels of urinary H2O2 in non-coffee drinkers or fasted subjects are between 0.5-3 uM/mM creatinine whereas, for those who drink coffee, the levels are between 3-10 uM/mM creatinine (PMID: 12419961). It is thought that H2O2 in urine could act as an antibacterial agent and that H2O2 is involved in the regulation of glomerular function (PMID: 10766414).	7722-84-1		OO	H2O2	InChI=1S/H2O2/c1-2/h1-2H	MHAJPDPJQMAIIY-UHFFFAOYSA-N	34.00547931	CHEBI:16240	HMDB0003125	
BASm0000570	4-(trimethylamino)butanoate	3-Dehydroxycarnitine is an acylcarnitine. Numerous disorders have been described that lead to disturbances in energy production and in intermediary metabolism in the organism which are characterized by the production and excretion of unusual acylcarnitines. A mutation in the gene coding for carnitine-acylcarnitine translocase or the OCTN2 transporter aetiologically causes a carnitine deficiency that results in poor intestinal absorption of dietary L-carnitine, its impaired reabsorption by the kidney and, consequently, in increased urinary loss of L-carnitine. Determination of the qualitative pattern of acylcarnitines can be of diagnostic and therapeutic importance. The betaine structure of carnitine requires special analytical procedures for recording. The ionic nature of L-carnitine causes a high water solubility which decreases with increasing chain length of the ester group in the acylcarnitines. Therefore, the distribution of L-carnitine and acylcarnitines in various organs is defined by their function and their physico-chemical properties as well. High performance liquid chromatography (HPLC) permits screening for free and total carnitine, as well as complete quantitative acylcarnitine determination, including the long-chain acylcarnitine profile. (PMID: 17508264, Monatshefte fuer Chemie (2005), 136(8), 1279-1291., Int J Mass Spectrom. 1999;188:39-52.).			C[N+](C)(C)CCCC(=O)[O-]	C7H15NO2	InChI=1S/C7H15NO2/c1-8(2,3)6-4-5-7(9)10/h4-6H2,1-3H3	JHPNVNIEXXLNTR-UHFFFAOYSA-N	145.1102787	CHEBI:16244	HMDB0006831	
BASm0000571	6-methoxymellein	6-Methoxymellein is found in carrot. 6-Methoxymellein is isolated from Aspergillus caespitosus, Aspergillus variecolor and Sporormia bipartis. Reaches fungitoxic levels in stored infected carrot. Shows broad antimicrobial action.	13410-15-6	Solid	COc1cc(O)c2c(c1)CC(C)OC2=O	C11H12O4	InChI=1S/C11H12O4/c1-6-3-7-4-8(14-2)5-9(12)10(7)11(13)15-6/h4-6,12H,3H2,1-2H3	AIFNAMVERSBWPS-UHFFFAOYSA-N	208.0735589	CHEBI:16252	HMDB0038510	
BASm0000572	11-cis-retinyl hexadecanoate	This compound belongs to the family of Waxes. These are mixtures of long-chain apolar lipids	51249-33-3		CCCCCCCCCCCCCCCC(=O)OC/C=C(C)/C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C	C36H60O2	InChI=1S/C36H60O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-25-35(37)38-30-28-32(3)23-20-22-31(2)26-27-34-33(4)24-21-29-36(34,5)6/h20,22-23,26-28H,7-19,21,24-25,29-30H2,1-6H3/b23-20-,27-26+,31-22+,32-28+	VYGQUTWHTHXGQB-SXFSSFKVSA-N	524.4593312	CHEBI:16254	HMDB0060338	
BASm0000573	taxiphyllin	Dhurrin is found in borage. Cyanogenic glucoside isolated from Sorghum vulgare (sorghum) Dhurrin is a cyanogenic glycoside occurring in plants. Its biosynthesis has been elucidated. Dhurrin is hydrolyzed in the stomach of an insect into a carbohydrate and aglycone. The aglycone is unstable and releases hydrogen cyanide	21401-21-8	Solid	N#C[C@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)c1ccc(O)cc1	C14H17NO7	InChI=1S/C14H17NO7/c15-5-9(7-1-3-8(17)4-2-7)21-14-13(20)12(19)11(18)10(6-16)22-14/h1-4,9-14,16-20H,6H2	NVLTYOJHPBMILU-UHFFFAOYSA-N	311.1005019	CHEBI:16267	HMDB0030704	
BASm0000574	nitroethane				CC[N+](=O)[O-]	C2H5NO2	InChI=1S/C2H5NO2/c1-2-3(4)5/h2H2,1H3	MCSAJNNLRCFZED-UHFFFAOYSA-N	75.03202841	CHEBI:16268	HMDB0255646	
BASm0000575	N,N-dimethylaniline	N,N-Dimethylaniline, also known as dimethylaminobenzene or dimethylphenylamine, belongs to the class of organic compounds known as dialkylarylamines. These are aliphatic aromatic amines in which the amino group is linked to two aliphatic chains and one aromatic group. N,N-dimethylaniline is a tertiary amine that is aniline in which the amino hydrogens are replaced by two methyl groups. It is a tertiary amine and a dimethylaniline. N,N-dimethylaniline appears as a yellow to brown colored oily liquid with a fishlike odor. It is less dense than water and insoluble in water. Its flash point is 150 °F, and is toxic by ingestion, inhalation, and skin absorption. N,N-Dimethylaniline was used to make dyes and as a solvent. Outside of the human body, N,N-Dimethylaniline has been detected, but not quantified in several different foods, such as common mushrooms, strawberries, feijoa, limes, and black-eyed pea. 	121-69-7		CN(C)c1ccccc1	C8H11N	InChI=1S/C8H11N/c1-9(2)8-6-4-3-5-7-8/h3-7H,1-2H3	JLTDJTHDQAWBAV-UHFFFAOYSA-N	121.0891494	CHEBI:16269	HMDB0001020	
BASm0000576	2-exo-hydroxy-1,8-cineole	2-exo-hydroxy-1,8-cineole is part of the Steroid hormone biosynthesis, Linoleic acid metabolism, Retinol metabolism, and Bile secretion pathways. It is a substrate for: Cytochrome P450 3A4.		Solid	CC1(C)O[C@]2(C)CC[C@H]1C[C@@H]2O	C10H18O2	InChI=1S/C10H18O2/c1-9(2)7-4-5-10(3,12-9)8(11)6-7/h7-8,11H,4-6H2,1-3H3/t7-,8-,10+/m0/s1	YVCUGZBVCHODNB-OYNCUSHFSA-N	170.1306798	CHEBI:16271	HMDB0059610	
BASm0000577	1-O-(trans-cinnamoyl)-beta-D-glucose	Trans-cinnamoyl-beta-d-glucoside, also known as 1-O-trans-cinnamoyl-beta-D-glucopyranose, is a member of the class of compounds known as O-cinnamoyl glycosides. O-cinnamoyl glycosides are o-glycoside derivatives of cinnamic acid. Cinnamic acid is an aromatic compound containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid. Trans-cinnamoyl-beta-d-glucoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Trans-cinnamoyl-beta-d-glucoside can be found in a number of food items such as angelica, cherry tomato, garden cress, and yam, which makes trans-cinnamoyl-beta-d-glucoside a potential biomarker for the consumption of these food products.			O=C(/C=C/c1ccccc1)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C15H18O7	InChI=1S/C15H18O7/c16-8-10-12(18)13(19)14(20)15(21-10)22-11(17)7-6-9-4-2-1-3-5-9/h1-7,10,12-16,18-20H,8H2/b7-6+/t10-,12-,13+,14-,15+/m1/s1	CJGRGYBLAHPYOM-HOLMNUNMSA-N	310.1052529	CHEBI:16279	HMDB0304505	
BASm0000578	3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carbaldehyde	3-beta-hydroxy-4-beta-methyl-5-alpha-cholest-7-ene-4-alpha-carbaldehyde is part of the Steroid biosynthesis pathway. It is a substrate for: Methylsterol monooxygenase 1, and Methylsterol monooxygenase 1.			CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2C3=CC[C@H]4[C@](C)(C=O)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C29H48O2	InChI=1S/C29H48O2/c1-19(2)8-7-9-20(3)22-11-12-23-21-10-13-25-28(5,24(21)14-16-27(22,23)4)17-15-26(31)29(25,6)18-30/h10,18-20,22-26,31H,7-9,11-17H2,1-6H3/t20-,22-,23+,24+,25?,26?,27-,28-,29?/m1/s1	HCOOTBJPHHNRCV-NGHOBUOVSA-N	428.3654308	CHEBI:16286	HMDB0059643	
BASm0000579	5alpha-cholesta-7,24-dien-3beta-ol	5alpha-Cholesta-7,24-dien-3beta-ol belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Thus, 5alpha-cholesta-7,24-dien-3beta-ol is considered to be a sterol lipid molecule. 5alpha-Cholesta-7,24-dien-3beta-ol is involved in the biosynthesis of steroids. 5alpha-Cholesta-7,24-dien-3beta-ol is reversibly converted into 5alpha-cholest-7-en-3beta-ol by delta24-sterol reductase (EC 1.3.1.72). 5alpha-Cholesta-7,24-dien-3beta-ol is also converted into zymosterol by cholestenol delta-isomerase (EC 5.3.3.5). 5alpha-Cholesta-7,24-dien-3beta-ol is also converted into 7-Dehydrodesmosterol. 5alpha-Cholesta-7,24-dien-3beta-ol is a substrate for 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase.	651-54-7	Solid	CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=CC[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H44O	InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,10,19-21,23-25,28H,6,8-9,11-17H2,1-5H3/t19-,20+,21+,23-,24+,25+,26+,27-/m1/s1	PKEPPDGGTSZLBL-SKCNUYALSA-N	384.339216	CHEBI:16290	HMDB0006842	
BASm0000581	D-arabinono-1,4-lactone	D-arabinono-1,4-lactone, also known as D-arabinonic acid, gamma-lactone, is a member of the class of compounds known as pentoses. Pentoses are monosaccharides in which the carbohydrate moiety contains five carbon atoms. D-arabinono-1,4-lactone is soluble (in water) and a very weakly acidic compound (based on its pKa). D-arabinono-1,4-lactone can be found in rice, which makes D-arabinono-1,4-lactone a potential biomarker for the consumption of this food product. D-arabinono-1,4-lactone may be a unique S.cerevisiae (yeast) metabolite.			O=C1O[C@H](CO)[C@@H](O)[C@@H]1O	C5H8O5	InChI=1S/C5H8O5/c6-1-2-3(7)4(8)5(9)10-2/h2-4,6-8H,1H2/t2-,3-,4+/m1/s1	CUOKHACJLGPRHD-JJYYJPOSSA-N	148.0371734	CHEBI:16292	HMDB0302833	
BASm0000583	nitrite	Nitrite is a nitrite compound is either a salt or an ester of nitrous acid. Sodium nitrite is used for the curing of meat because it prevents bacterial growth and, in a reaction with the meat's myoglobin, gives the product a desirable dark red color. Nitrite can be reduced to nitric oxide or ammonia by many species of bacteria. Under hypoxic conditions, nitrite may release nitric oxide, which causes potent vasodilation. Several mechanisms for nitrite conversion to NO have been described including enzymatic reduction by xanthine oxidoreductase, the mitochondria, and NO synthase (NOS), as well as nonenzymatic acidic disproportionation. -- Wikipedia.	14797-65-0	Solid	O=N[O-]	HNO2	InChI=1S/HNO2/c2-1-3/h(H,2,3)	IOVCWXUNBOPUCH-UHFFFAOYSA-N	47.00072828	CHEBI:16301	HMDB0002786	
BASm0000584	11-cis-retinol	Cis-11-retinol is produce from vitamin A cycle driven by interphotoreceptor retinoid binding protein(IRBP). cis-11-retinol is released from retinal pigment epithelium(RPE) membranes. (PMID: 10655150). Retinoid metabolism of RPE cells freshly isolated by trypsinization showed no 11- cis -retinal and little 11- cis -retinol formation. Nondamaged cells cultured on thermally responsive surfaces detached in sheets upon temperature change. They showed metabolism similar to that of cells freshly isolated by nonenzymatic means. After trypsinization, confluent cultures dissociated into individual cells, but these cells showed poor retinoid metabolism, including no detectable retinyl esters or 11- cis -retinoid isomers. (PMID: 10375454).	22737-96-8	Solid	CC1=C(/C=C/C(C)=C/C=C\C(C)=C\CO)C(C)(C)CCC1	C20H30O	InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6-,12-11+,16-8+,17-13+	FPIPGXGPPPQFEQ-IOUUIBBYSA-N	286.2296656	CHEBI:16302	HMDB0006216	
BASm0000585	cob(II)alamin	Cob(II)alamin is the product of the reduction catalyzed by microsomal cob(III)alamin reductase (PMID: 8507652). It binds to human methionine synthase (PMID: 1744096).	14463-33-3	Solid	CC1=C2N3[C@@H]4[C@H](CC(N)=O)[C@@]2(C)CCC(=O)NC[C@@H](C)OP(=O)([O-])O[C@H]2[C@@H](O)[C@H](O[C@@H]2CO)n2c[n+](c5cc(C)c(C)cc52)[Co-3]325[N+]3=C1[C@@H](CCC(N)=O)C(C)(C)C3=CC1=[N+]2C(=C(C)C2=[N+]5[C@]4(C)[C@@](C)(CC(N)=O)[C@@H]2CCC(N)=O)[C@@](C)(CC(N)=O)[C@@H]1CCC(N)=O	C62H89CoN13O14P	InChI=1S/C62H90N13O14P.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);/q;+3/p-1/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;/m1./s1	NSLAUEAQDBERRV-DSRCUDDDSA-M	1329.571053	CHEBI:16304	HMDB0006316	
BASm0000587	sulcatone	Sulcatone, also known as methylheptenone or fema 2707, belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. Sulcatone is a very hydrophobic methylketone, practically insoluble in water, and relatively neutral. It exists as a clear, colorless liquid. Sulcatone can be found in all eukaryotes, ranging from yeast to plants to humans. Sulcatone has a musty, apple green-bean, and pear-like taste. and a citrus-like lemongrass odor. It is a volatile oil component of citronella oil, lemon-grass oil and palmarosa oil. Sulcatone is naturally found in bay leaf, blackberry fruit, sour cherries, cloves, ginger and lavender. In insects and animals, it has a role as an alarm or attractant pheromone. In fact, sulcatone is one of a number of mosquito attractants, especially for those species such as Aedes aegypti with the odor receptor gene Or4 (PMID:25391959 ). Sulcatone is secreted by humans in their sweat and is a compound frequently found in human body odors (but in few other mammals). Sulcoatone is used as a pheromone by ferrets, european badgers, red foxes, treefrogs, bedbugs, wasps and butterflies. Sulcatone is one of several ketones found in Cannabis sativa (PMID:6991645 ).	110-93-0		CC(C)=CCCC(C)=O	C8H14O	InChI=1S/C8H14O/c1-7(2)5-4-6-8(3)9/h5H,4,6H2,1-3H3	UHEPJGULSIKKTP-UHFFFAOYSA-N	126.1044651	CHEBI:16310	HMDB0035915	
BASm0000588	rifamycin O				CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C)c(O)c4c(c3C2=O)C2(C=C(NC(=O)/C(C)=C\C=C\[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C)C4=O)OCC(=O)O2		InChI=1S/C39H47NO14/c1-17-11-10-12-18(2)37(48)40-24-15-39(51-16-26(42)53-39)29-27(33(24)46)32(45)22(6)35-28(29)36(47)38(8,54-35)50-14-13-25(49-9)19(3)34(52-23(7)41)21(5)31(44)20(4)30(17)43/h10-15,17,19-21,25,30-31,34,43-45H,16H2,1-9H3,(H,40,48)/b11-10+,14-13+,18-12-/t17-,19+,20+,21+,25-,30-,31+,34+,38-,39?/m0/s1	RAFHKEAPVIWLJC-KQOHHTLASA-N		CHEBI:16324		
BASm0000589	17beta-hydroxy-5alpha-androstan-3-one	Dihydrotestosterone is a potent androgenic metabolite of testosterone. Dihydrotestosterone (DHT) is generated by a 5-alpha reduction of testosterone. Unlike testosterone, DHT cannot be aromatized to estradiol therefore DHT is considered a pure androgenic steroid. -- Pubchem; Dihydrotestosterone (DHT) (INN: androstanolone) is a biologically active metabolite of the hormone testosterone, formed primarily in the prostate gland, testes, hair follicles, and adrenal glands by the enzyme 5-alpha-reductase by means of reducing the alpha 4,5 double-bond. Dihydrotestosterone belongs to the class of compounds called androgens, also commonly called androgenic hormones or testoids. DHT is thought to be approximately 30 times more potent than testosterone because of increased affinity to the androgen receptor.	521-18-6		[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)CC[C@]12C	C19H30O2	InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-17,21H,3-11H2,1-2H3/t12-,14-,15-,16-,17-,18-,19-/m0/s1	NVKAWKQGWWIWPM-ABEVXSGRSA-N	290.2245802	CHEBI:16330	HMDB0002961	
BASm0000590	phloretate			Expected Solid	OC(=O)CCC1=CC=C([O-])C=C1	C9H9O3	InChI=1S/C9H10O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-2,4-5,10H,3,6H2,(H,11,12)/p-1	NMHMNPHRMNGLLB-UHFFFAOYSA-M	165.0557177	CHEBI:16331		MMDBc0056253
BASm0000591	adenosine	Adenosine is a nucleoside that is composed of adenine and D-ribose. Adenosine or adenosine derivatives play many important biological roles in addition to being components of DNA and RNA. For instance, adenosine plays an important role in energy transfer as adenosine triphosphate (ATP) and adenosine diphosphate (ADP). It also plays a role in signal transduction as cyclic adenosine monophosphate (cAMP). Adenosine itself is both a neurotransmitter and potent vasodilator. When administered intravenously adenosine causes transient heart block in the AV node. Due to the effects of adenosine on AV node-dependent supraventricular tachycardia, adenosine is considered a class V antiarrhythmic agent. Overdoses of adenosine intake (as a drug) can lead to several side effects including chest pain, feeling faint, shortness of breath, and tingling of the senses. Serious side effects include a worsening dysrhythmia and low blood pressure. When present in sufficiently high levels, adenosine can act as an immunotoxin and a metabotoxin. An immunotoxin disrupts, limits the function, or destroys immune cells. A metabotoxin is an endogenous metabolite that causes adverse health effects at chronically high levels. Chronically high levels of adenosine are associated with adenosine deaminase deficiency. Adenosine is a precursor to deoxyadenosine, which is a precursor to dATP. A buildup of dATP in cells inhibits ribonucleotide reductase and prevents DNA synthesis, so cells are unable to divide. Since developing T cells and B cells are some of the most mitotically active cells, they are unable to divide and propagate to respond to immune challenges. High levels of deoxyadenosine also lead to an increase in S-adenosylhomocysteine, which is toxic to immature lymphocytes.	58-61-7		Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O	C10H13N5O4	InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1	OIRDTQYFTABQOQ-KQYNXXCUSA-N	267.0967539	CHEBI:16335	HMDB0000050	
BASm0000592	(S)-1-phenylethanol			Expected Solid	C[C@H](O)c1ccccc1	C8H10O	InChI=1S/C8H10O/c1-7(9)8-5-3-2-4-6-8/h2-7,9H,1H3/t7-/m0/s1	WAPNOHKVXSQRPX-ZETCQYMHSA-N	122.0731649	CHEBI:16346		MMDBc0054098
BASm0000593	(R)-carnitine	Carnitine is a non-essential amino acid and a quaternary ammonium compound. Carnitine is also classified as an alcohol (specifically, a trimethylated carboxy-alcohol). Carnitine exists as one of two stereoisomers (the two enantiomers D-carnitine and L-carnitine. Both are biologically active, but only L-carnitine naturally occurs in animals, and D-carnitine is toxic as it inhibits the activity of the L-form. Carnitine is involved in the metabolism in most mammals, plants, and some bacteria.  Carnitine plays a key role in lipid metabolism and beta-oxidation. It is used to transport long-chain fatty acids into the mitochondria to be oxidized for energy production. This is done by forming a long chain acetylcarnitine esters which are then transported by carnitine palmitoyltransferase I and carnitine palmitoyltransferase II. Carnitine also participates in removing products of metabolism from cells. Given its key metabolic roles, carnitine is concentrated in skeletal and cardiac muscle as well as other tissues that metabolize fatty acids as an energy source. A normal 70 kilogram person typically produces 11-34 mg of carnitine per day. Adults eating mixed diets of red meat and other animal products ingest 60-180 mg of carnitine per day, while vegans consume about 10-12 mg per day. Most carnitine obtained from the diet is absorbed in the small intestine before entering the blood.[3] The total body content of carnitine is about 20 grams in a person weighing 70 kilograms, with nearly all of it contained within skeletal muscle cells. Carnitine is so important in providing energy to muscles (including the heart) that some researchers are now recommending carnitine supplements in the diet, particularly for people who do not consume much red meat (the main food source for carnitine). Carnitine has been described as a vitamin, an amino acid, or a metabimin (i.e. an essential metabolite). Like the B vitamins, carnitine contains nitrogen and is very soluble in water. However, most animals, including humans, make their own carnitine; thus, carnitine cannot be considered to be a vitamin. In certain circumstances, such as methionine deficiency, lysine deficiency, vitamin C deficiency or kidney dialysis, carnitine shortages can develop. Under these conditions, carnitine must be absorbed from food, and for this reason, it is sometimes referred to as a "metabimin" or a conditionally essential metabolite. In humans, about 25% of carnitine is synthesized in the liver, kidney, and brain from lysine and methionine. Most of the carnitine in the body comes from dietary sources such as red meat and dairy products. Inborn errors of carnitine metabolism such as Reye’s syndrome can lead to brain deterioration gradually worsening muscle weakness, Duchenne-like muscular dystrophy, and extreme muscle weakness with fat accumulation in muscles. Carnitine is an essential nutrient for pre-term babies and individuals who are unable to eat a normal diet (e.g. non-ketotic hypoglycemics, kidney dialysis patients) (PMID: 115309). In conditions such as kwashiorkor, cirrhosis, and heart muscle disease (cardiomyopathy) as well as in inborn errors of metabolism such as type IV hyperlipidemia and propionic aciduria, carnitine is essential to life and carnitine supplements are critically important. Carnitine therapy may also be useful in a wide variety of clinical conditions. Carnitine supplementation has improved some patients who have angina secondary to coronary artery disease. Carnitine supplements may also be useful in many forms of metabolic liver diseases and heart muscle disease. Hearts undergoing severe arrhythmia quickly deplete their stores of carnitine. Athletes, particularly in Europe, have used carnitine supplements for improved endurance. Carnitine may improve muscle building by improving fat utilization and may even be useful in treating obesity. Carnitine may be of value in treating pregnant women, hypothyroid individuals, and male infertility due to the low motility of sperm. Carnitine deficiency is noted in abnormal liver function, renal dialysis patients, and severe to moderate muscular weakness with associated anorexia. Carnitine is a biomarker for the consumption of meat. In fact, carnitine was first extracted from meat extracts in 1905, leading to its name from Latin, "caro/carnis" or flesh.	541-15-1		C[N+](C)(C)C[C@H](O)CC(=O)[O-]	C7H15NO3	InChI=1S/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3/t6-/m1/s1	PHIQHXFUZVPYII-ZCFIWIBFSA-N	161.1051934	CHEBI:16347	HMDB0000062	
BASm0000594	O-sinapoylcholine	Sinapine (CAS: 18696-26-9), also known as sinapoylcholine, belongs to the class of organic compounds known as morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic. Sinapine is an extremely weak basic (essentially neutral) compound (based on its pKa). Sinapine has been detected, but not quantified, in garden cress and horseradish. Sinapine is found in brassicas. It is a storage protein isolated from the seeds of Brassica napus (rape). This could make sinapine a potential biomarker for the consumption of these foods.	84123-22-8		COc1cc(/C=C/C(=O)OCC[N+](C)(C)C)cc(OC)c1O	C16H24NO5	InChI=1S/C16H23NO5/c1-17(2,3)8-9-22-15(18)7-6-12-10-13(20-4)16(19)14(11-12)21-5/h6-7,10-11H,8-9H2,1-5H3/p+1	HUJXHFRXWWGYQH-UHFFFAOYSA-O	310.1654479	CHEBI:16353	HMDB0029379	
BASm0000595	N-methylhydantoin	N-methylhydantoin is a imidazolidine-2,4-dione that is the N-methyl-derivative of hydantoin. It has a role as a bacterial metabolite. It derives from a hydantoin. N-Methylhydantoin is a small molecular weight polar substance, the product of degradation of creatinine by bacteria (hydrolyzed by creatinine iminohydrolase, EC 3.5.4.21 to ammonia and N-methylhydantoin). In mammals, the metabolism of 1-methylhydantoin occurs via 5-hydroxy-1-methylhydantoin. In a reported human case, 1-Methylhydantoin was found as an unexpected metabolite of the intelligence-affecting substance dupracetam (PMID:15533691, 8287520, 3196760, 7294979).	616-04-6		CN1CC(=O)NC1=O	C4H6N2O2	InChI=1S/C4H6N2O2/c1-6-2-3(7)5-4(6)8/h2H2,1H3,(H,5,7,8)	RHYBFKMFHLPQPH-UHFFFAOYSA-N	114.0429274	CHEBI:16354	HMDB0003646	
BASm0000596	1-iodo-2-methoxybenzene	An organoiodine compound that is iodobenzene substituted by methoxy group at psotion 2.			COc1ccccc1I		InChI=1S/C7H7IO/c1-9-7-5-3-2-4-6(7)8/h2-5H,1H3	DVQWNQBEUKXONL-UHFFFAOYSA-N		CHEBI:16355		
BASm0000597	(R)-vicianin				N#C[C@H](O[C@@H]1O[C@H](CO[C@H]2OC[C@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)c1ccccc1		InChI=1S/C19H25NO10/c20-6-11(9-4-2-1-3-5-9)29-19-17(26)15(24)14(23)12(30-19)8-28-18-16(25)13(22)10(21)7-27-18/h1-5,10-19,21-26H,7-8H2/t10-,11-,12+,13-,14+,15-,16+,17+,18+,19+/m0/s1	YYYCJNDALLBNEG-HTSYZHAISA-N		CHEBI:16358		
BASm0000598	alpha-santonin		481-06-1		CC1=C2[C@H]3OC(=O)[C@@H](C)[C@@H]3CC[C@@]2(C)C=CC1=O	C15H18O3	InChI=1S/C15H18O3/c1-8-10-4-6-15(3)7-5-11(16)9(2)12(15)13(10)18-14(8)17/h5,7-8,10,13H,4,6H2,1-3H3/t8-,10-,13-,15-/m0/s1	XJHDMGJURBVLLE-BOCCBSBMSA-N		CHEBI:16363		
BASm0000599	2,5-dihydroxypyridine			Expected Solid	Oc1ccc(O)nc1	C5H5NO2	InChI=1S/C5H5NO2/c7-4-1-2-5(8)6-3-4/h1-3,7H,(H,6,8)	CHGPEDOMXOLANF-UHFFFAOYSA-N	111.0320284	CHEBI:16364		MMDBc0054205
BASm0000600	quinolin-2-ol				Oc1ccc2ccccc2n1	C9H7NO	InChI=1S/C9H7NO/c11-9-6-5-7-3-1-2-4-8(7)10-9/h1-6H,(H,10,11)	LISFMEBWQUVKPJ-UHFFFAOYSA-N	145.0527639	CHEBI:16365	HMDB0240308	
BASm0000602	6-hydroxymellein			Expected Solid	C[C@@H]1Cc2cc(O)cc(O)c2C(=O)O1	C10H10O4	InChI=1S/C10H10O4/c1-5-2-6-3-7(11)4-8(12)9(6)10(13)14-5/h3-5,11-12H,2H2,1H3/t5-/m1/s1	DHLPMLVSBRRUGA-RXMQYKEDSA-N	194.0579088	CHEBI:16368		MMDBc0028223
BASm0000603	2-methyl-3-prenyl-1,4-naphthoquinone				CC(C)=CCC1=C(C)C(=O)C2=CC=CC=C2C1=O	C16H16O2	InChI=1S/C16H16O2/c1-10(2)8-9-12-11(3)15(17)13-6-4-5-7-14(13)16(12)18/h4-8H,9H2,1-3H3	ABSPRNADVQNDOU-UHFFFAOYSA-N	240.1150298	CHEBI:16374		
BASm0000604	sabinene hydrate	4-thujanol, also known as sabinenehydrate, is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other. 4-thujanol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 4-thujanol is an eucalyptus, green, and minty tasting compound and can be found in a number of food items such as spearmint, cornmint, winter savory, and mandarin orange (clementine, tangerine), which makes 4-thujanol a potential biomarker for the consumption of these food products.				C10H18O		KXSDPILWMGFJMM-UHFFFAOYNA-N	154.1357652	CHEBI:16377	HMDB0303503	
BASm0000605	Co-methyl-Co-5-hydroxybenzimidazolylcob(III)amide					C61H87CoN13O15P		VPKSATWUTVJDMY-CXCINMATSA-L	1331.551415	CHEBI:16379		
BASm0000606	iodide	Iodide can function as an antioxidant as it is a reducing species that can detoxify reactive oxygen species such as hydrogen peroxide. Over three billion years ago, blue-green algae were the most primitive oxygenic photosynthetic organisms and are the ancestors of multicellular eukaryotic algae (1). Algae that contain the highest amount of iodine (1-3 % of dry weight) and peroxidase enzymes, were the first living cells to produce poisonous oxygen in the atmosphere. Therefore algal cells required a protective antioxidant action of their molecular components, in which iodides, through peroxidase enzymes, seem to have had this specific role. In fact, iodides are greatly present and available in the sea, where algal phytoplankton, the basis of marine food-chain, acts as a biological accumulator of iodides, selenium, (and n-3 fatty acids) :; Antioxidant biochemical mechanism of iodides, probably one of the most ancient mechanisms of defense from poisonous reactive oxygen species:; An iodide ion is an iodine atom with a -1 charge. Compounds with iodine in formal oxidation state -1 are called iodides. This can include ionic compounds such as caesium iodide or covalent compounds such as phosphorus triiodide. This is the same naming scheme as is seen with chlorides and bromides. The chemical test for an iodide compound is to acidify the aqueous compound by adding some drops of acid, to dispel any carbonate ions present, then adding lead(II) nitrate, yielding a bright yellow precipitate of lead iodide. Most ionic iodides are soluble, with the exception of yellow silver iodide and yellow lead iodide. Aqueous solutions of iodide dissolve iodine better than pure water due to the formation of complex ions:.	20461-54-5	Solid	[I-]	I	InChI=1S/HI/h1H/p-1	XMBWDFGMSWQBCA-UHFFFAOYSA-M	126.9044684	CHEBI:16382	HMDB0012238	
BASm0000607	cis-aconitate	cis-Aconitic acid is an intermediate in the tricarboxylic acid cycle produced by the dehydration of citric acid. The enzyme aconitase (aconitate hydratase; EC 4.2.1.3) catalyses the stereo-specific isomerization of citrate to isocitrate via cis-aconitate in the tricarboxylic acid cycle.	585-84-2	Solid	[O-]C(=O)C\C(=C\C([O-])=O)C([O-])=O	C6H3O6	InChI=1S/C6H6O6/c7-4(8)1-3(6(11)12)2-5(9)10/h1H,2H2,(H,7,8)(H,9,10)(H,11,12)/p-3/b3-1-	GTZCVFVGUGFEME-IWQZZHSRSA-K	170.9929628	CHEBI:16383	HMDB0000072	
BASm0000608	Ubiquinone-1	Ubiquinone-1 is a member of the chemical class known as Polyprenylbenzoquinones. These are compounds containing a polyisoprene chain attached to a quinone at the second ring position. Ubiquione-1 has just 1 isoprene unit. Normally in humans it has 10. Ubiquinone-1 is an intermediate in the synthesis of Ubiquionone 10, which is also called Coenzyme Q (CoQ). CoQ is found in the membranes of endoplasmic reticulum, peroxisomes, lysosomes, vesicles and notably the inner membrane of the mitochondrion where it is an important part of the electron transport chain; there it passes reducing equivalents to acceptors such as Coenzyme Q : cytochrome c - oxidoreductase. CoQ is also essential in the formation of the apoptosome along with other adapter proteins. The loss of trophic factors activates pro-apoptotic enzymes, causing the breakdown of mitochondria. Because of its ability to transfer electrons and therefore act as an antioxidant, Coenzyme Q has become a valued dietary supplement. CoQ10 has been widely used for the treatment of heart disease (especially heart failure), gum diseases, and also breast cancer. The benzoquinone portion of Coenzyme Q10 is synthesized from amino acids, while the isoprene sidechain is synthesized from acetyl CoA through the mevalonate pathway. The mevalonate pathway is used for the first steps of cholesterol biosynthesis.	727-81-1	Solid	COC1=C(OC)C(=O)C(CC=C(C)C)=C(C)C1=O	C14H18O4	InChI=1S/C14H18O4/c1-8(2)6-7-10-9(3)11(15)13(17-4)14(18-5)12(10)16/h6H,7H2,1-5H3	SOECUQMRSRVZQQ-UHFFFAOYSA-N	250.1205091	CHEBI:16389	HMDB0002012	
BASm0000609	D-xylono-1,4-lactone			Expected Solid	O=C1O[C@H](CO)[C@H](O)[C@H]1O	C5H8O5	InChI=1S/C5H8O5/c6-1-2-3(7)4(8)5(9)10-2/h2-4,6-8H,1H2/t2-,3+,4-/m1/s1	CUOKHACJLGPRHD-FLRLBIABSA-N	148.0371734	CHEBI:16392		MMDBc0055878
BASm0000610	N-acetoxy-4-aminobiphenyl	An N-acetoxyarylamine having 1,1'-biphenyl-4-amine as the arylamine component.			CC(=O)ONc1ccc(-c2ccccc2)cc1		InChI=1S/C14H13NO2/c1-11(16)17-15-14-9-7-13(8-10-14)12-5-3-2-4-6-12/h2-10,15H,1H3	NRUZSSFWZUVQMS-UHFFFAOYSA-N		CHEBI:16395		
BASm0000611	formamide	Formamide, also known as methanamide or ameisensaeureamid, belongs to the class of organic compounds known as carboximidic acids. These are organic acids with the general formula RC(=N)-OH (R=H, organic group). Formamide, in its pure state, has been used as an alternative solvent for the electrostatic self-assembly of polymer nanofilms. Formamide exists in all living organisms, ranging from bacteria to humans. Formamide has been detected, but not quantified in several different foods, such as hyssops, rose hips, asian pears, brassicas, and green bell peppers. It has been used as a softener for paper and fiber. Inhalation of large amounts of formamide vapor may require medical attention. In the past, formamide was produced by treating formic acid with ammonia, which produces ammonium formate, which in turn yields formamide upon heating:HCOOH + NH3 → HCOO−NH+4HCOO−NH+4 → HCONH2 + H2O. Formamide is also generated by aminolysis of ethyl formate: HCOOCH2CH3 + NH3 → HCONH2 + CH3CH2OH. The current industrial process for the manufacture of formamide involves either the carbonylation of ammonia: CO + NH3 → HCONH2. An alternative two-stage process involves the ammonolysis of methyl formate, which is formed from carbon monoxide and methanol: CO + CH3OH → HCOOCH3HCO2CH3 + NH3 → HCONH2 + CH3OH. Formamide is used in the industrial production of hydrogen cyanide. Formamide has been shown to exhibit hematoxicity in animals and is considered hazardous by prolonged exposure through inhalation, oral intake and dermal absorption.	1975-12-07		NC=O	CH3NO	InChI=1S/CH3NO/c2-1-3/h1H,(H2,2,3)	ZHNUHDYFZUAESO-UHFFFAOYSA-N	45.02146372	CHEBI:16397	HMDB0001536	
BASm0000613	vomilenine		6880-50-8		C/C=C1/[C@@H](O)N2[C@H]3C[C@@H]1C1[C@@H](OC(C)=O)[C@@]4(C[C@@H]12)C3=Nc1ccccc14	C21H22N2O3	InChI=1S/C21H22N2O3/c1-3-11-12-8-15-18-21(13-6-4-5-7-14(13)22-18)9-16(23(15)20(11)25)17(12)19(21)26-10(2)24/h3-7,12,15-17,19-20,25H,8-9H2,1-2H3/b11-3+/t12-,15-,16-,17?,19+,20+,21+/m0/s1	BERYBAUEDCRDKM-FDHUPVAHSA-N	350.1630426	CHEBI:16408		
BASm0000614	2-butyne-1,4-diol				OCC#CCO	C4H6O2	InChI=1S/C4H6O2/c5-3-1-2-4-6/h5-6H,3-4H2	DLDJFQGPPSQZKI-UHFFFAOYSA-N	86.03677943	CHEBI:16413	HMDB0245045	
BASm0000615	protopine	Protopine is a benzylisoquinoline alkaloid occurring in opium poppies and other plants of the family papaveraceae. It has been found to inhibit histamine H1 receptors and platelet aggregation, and acts as an opioid analgesic.	130-86-9	Solid	CN1CCc2cc3c(cc2C(=O)Cc2ccc4c(c2C1)OCO4)OCO3	C20H19NO5	InChI=1S/C20H19NO5/c1-21-5-4-13-7-18-19(25-10-24-18)8-14(13)16(22)6-12-2-3-17-20(15(12)9-21)26-11-23-17/h2-3,7-8H,4-6,9-11H2,1H3	GPTFURBXHJWNHR-UHFFFAOYSA-N	353.1263227	CHEBI:16415	HMDB0003920	
BASm0000616	(17R,20S)-17,20-dihydroxypregn-4-en-3-one	17 alpha,20alpha-Dihydroxypregn-4-en-3-one, also known as 17,20 alpha-OHP or 20alpha-dihydroxyprogesterone, is a steroid hormone that is elevated in late pregnancy. In particular, the concentration of plasma 17,20 alpha-OHP is significantly increased during the third trimester of pregnancy, and the increment continues to increase through labour and delivery (PMID:6874891). 17,20 alpha-OHP is known to be a substrate for the enzyme 20alpha-hydroxysteroid dehydrogenase or 20alpha-HSD (EC 1.1.1.149). This enzyme catalyzes the following chemical reaction: 17alpha,20alpha-dihydroxypregn-4-en-3-one + NAD(P)+ = 17alpha-hydroxyprogesterone + NAD(P)H + H+. This enzyme is actively involved in the control of progesterone homeostasis in the pregnancy of mammals. While 20alpha-HSD expression and activity is downregulated in the corpus luteum of pregnancy, 24 hours prior to parturition, ovarian 20alpha-HSD activity is acutely stimulated. 17,20 alpha-OHP is a biologically weaker progestin. Progestin facilitates estrogen induction of the preovulatory luteinizing hormone (LH) surge. It is known that 17,20 alpha-OHP is increased at midcycle but its importance in regulating LH has not been studied. However, periovulatory levels of 17,20 alpha-OHP do not play a role in modulating the estrogen-induced bioactive LH surge (PMID:2245841).	652-69-7	Solid	C[C@H](O)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@@]21C	C21H32O3	InChI=1S/C21H32O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12-13,16-18,22,24H,4-11H2,1-3H3/t13-,16+,17-,18-,19-,20-,21-/m0/s1	MASCESDECGBIBB-HNXXTFFGSA-N	332.2351449	CHEBI:16418	HMDB0011653	
BASm0000617	androst-4-ene-3,17-dione	Androstenedione is a delta-4 19-carbon steroid that is produced not only in the testis, but also in the ovary and the adrenal cortex. Depending on the tissue type, androstenedione can serve as a precursor to testosterone as well as estrone and estradiol. It is the common precursor of male and female sex hormones. Some androstenedione is also secreted into the plasma and may be converted in peripheral tissues to testosterone and estrogens. Androstenedione originates either from the conversion of dehydroepiandrosterone or from 17-hydroxyprogesterone. It is further converted to either testosterone or estrone. The production of adrenal androstenedione is governed by ACTH, while the production of gonadal androstenedione is under control by gonadotropins.	1963-05-08		C[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12	C19H26O2	InChI=1S/C19H26O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-16H,3-10H2,1-2H3/t14-,15-,16-,18-,19-/m0/s1	AEMFNILZOJDQLW-QAGGRKNESA-N	286.1932801	CHEBI:16422	HMDB0000053	
BASm0000618	2-phenylacetaldehyde	Phenylacetaldehyde is one important oxidation-related aldehyde. Exposure to styrene gives phenylacetaldehyde as a secondary metabolite. Styrene has been implicated as reproductive toxicant, neurotoxicant, or carcinogen in vivo or in vitro. Phenylacetaldehyde could be formed by diverse thermal reactions during the cooking process together with C8 compounds is identified as a major aroma- active compound in cooked pine mushroom. Phenylacetaldehyde is readily oxidized to phenylacetic acid. Therefore will eventually be hydrolyzed and oxidized to yield phenylacetic acid that will be excreted primarily in the urine in conjugated form. (PMID: 16910727, 7818768, 15606130).	122-78-1		O=CCc1ccccc1	C8H8O	InChI=1S/C8H8O/c9-7-6-8-4-2-1-3-5-8/h1-5,7H,6H2	DTUQWGWMVIHBKE-UHFFFAOYSA-N	120.0575149	CHEBI:16424	HMDB0006236	
BASm0000619	16-epivellosimine	16-epivellosimine is a member of the class of compounds known as macroline alkaloids. Macroline alkaloids are alkaloids with a structure that is based on the tetracyclic macroline skeleton. The macroline skeleton arises by scission of the C-21 to N-4 bond of the akuammilan skeleton, and mostly occurs in bisindole alkaloids. 16-epivellosimine is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 16-epivellosimine can be found in a number of food items such as bitter gourd, red raspberry, orange bell pepper, and star anise, which makes 16-epivellosimine a potential biomarker for the consumption of these food products.			C/C=C1/CN2[C@H]3C[C@@H]1[C@H](C=O)[C@@H]2Cc1c3[nH]c2ccccc12	C19H20N2O	InChI=1S/C19H20N2O/c1-2-11-9-21-17-8-14-12-5-3-4-6-16(12)20-19(14)18(21)7-13(11)15(17)10-22/h2-6,10,13,15,17-18,20H,7-9H2,1H3/b11-2-/t13-,15-,17-,18-/m0/s1	MHASSCPGKAMILD-MIOJWWSHSA-N	292.1575633	CHEBI:16425	HMDB0304026	
BASm0000620	limonene 1,2-epoxide	1,2-Epoxy-p-menth-8-ene is found in citrus. 1,2-Epoxy-p-menth-8-ene is isolated from oil of Cymbopogon species, orange (Citrus sinensis), Japanese pepper tree (Zanthoxylum piperitum) and other	1195-92-2		C=C(C)C1CCC2(C)OC2C1	C10H16O	InChI=1S/C10H16O/c1-7(2)8-4-5-10(3)9(6-8)11-10/h8-9H,1,4-6H2,2-3H3	CCEFMUBVSUDRLG-UHFFFAOYSA-N	152.1201151	CHEBI:16431	HMDB0035158	
BASm0000621	N-hydroxy-4-acetylaminobiphenyl	A hydroxamic acid that is biphenyl-4-amine bearing N-hydroxy and N-acetyl substituents.				C14H13NO2		UNHSJQXRZCIATF-UHFFFAOYSA-N	227.0946287	CHEBI:16434		
BASm0000622	linamarin	Linamarin is found in coffee and coffee products. Linamarin occurs in manioc (Manihot utilissimus), flax (Linum usitatissimum), Phaseolus lunatus (butter bean), Trifolium repens (white clover) and other plants. First isloated in 1830.	554-35-8	Solid	[H][C@]1(O)[C@]([H])(O)[C@@]([H])(CO)O[C@@]([H])(OC(C)(C)C#N)[C@]1([H])O	C10H17NO6	InChI=1S/C10H17NO6/c1-10(2,4-11)17-9-8(15)7(14)6(13)5(3-12)16-9/h5-9,12-15H,3H2,1-2H3/t5-,6-,7+,8-,9+/m1/s1	QLTCHMYAEJEXBT-ZEBDFXRSSA-N	247.1055873	CHEBI:16441	HMDB0033699	
BASm0000623	2'-deoxyuridine	Deoxyuridine, also known as dU, belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. Pyrimidine 2'-deoxyribonucleosides are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2. It is similar in chemical structure to uridine, but without the 2'-hydroxyl group. Deoxyuridine exists in all living organisms, ranging from bacteria to humans. Within humans, deoxyuridine participates in a number of enzymatic reactions. In particular, deoxyuridine can be biosynthesized from deoxycytidine through its interaction with the enzyme cytidine deaminase. In addition, deoxyuridine can be converted into uracil and deoxyribose 1-phosphate through its interaction with the enzyme thymidine phosphorylase. Deoxyuridine is considered to be an antimetabolite that is converted into deoxyuridine triphosphate during DNA synthesis. Laboratory suppression of deoxyuridine is used to diagnose megaloblastic anemia due to vitamin B12 and folate deficiencies. In humans, deoxyuridine is involved in the metabolic disorder called UMP synthase deficiency (orotic aciduria). Outside of the human body, deoxyuridine has been detected, but not quantified in, several different foods, such as lichee, highbush blueberries, agaves, macadamia nut (M. tetraphylla), and red bell peppers. This could make deoxyuridine a potential biomarker for the consumption of these foods.	951-78-0		OC[C@H]1O[C@H](C[C@@H]1O)N1C=CC(=O)NC1=O	C9H12N2O5	InChI=1S/C9H12N2O5/c12-4-6-5(13)3-8(16-6)11-2-1-7(14)10-9(11)15/h1-2,5-6,8,12-13H,3-4H2,(H,10,14,15)/t5-,6+,8+/m0/s1	MXHRCPNRJAMMIM-SHYZEUOFSA-N	228.0746215	CHEBI:16450	HMDB0000012	
BASm0000624	oxaloacetate	Oxalacetic acid, also known as oxaloacetic acid, keto-oxaloacetate or 2-oxobutanedioate, belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms. Oxalacetic acid is a metabolic intermediate in many processes that occur in animals and plants. It takes part in gluconeogenesis, the urea cycle, the glyoxylate cycle, amino acid synthesis, fatty acid synthesis and the citric acid cycle. Oxalacetic acid exists in all living species, ranging from bacteria to plants to humans. Within humans, oxalacetic acid participates in a number of enzymatic reactions. In particular, oxalacetic acid is an intermediate of the citric acid cycle, where it reacts with acetyl-CoA to form citrate, catalyzed by citrate synthase. It is also involved in gluconeogenesis and the urea cycle. In gluconeogenesis oxaloacetate is decarboxylated and phosphorylated by phosphoenolpyruvate carboxykinase and becomes 2-phosphoenolpyruvate using guanosine triphosphate (GTP) as phosphate source. In the urea cycle, malate is acted on by malate dehydrogenase to become oxaloacetate, producing a molecule of NADH. After that, oxaloacetate can be recycled to aspartate, as this recycling maintains the flow of nitrogen into the cell. In mice, injections of oxalacetic acid have been shown to promote brain mitochondrial biogenesis, activate the insulin signaling pathway, reduce neuroinflammation and activate hippocampal neurogenesis (PMID: 25027327). Oxalacetic acid has also been reported to reduce hyperglycemia in type II diabetes and to extend longevity in C. elegans (PMID: 25027327). Outside of the human body, oxalacetic acid has been detected, but not quantified in, several different foods, such as Persian limes, lemon balms, wild rice, canola, and peanuts. This could make oxalacetic acid a potential biomarker for the consumption of these foods.	328-42-7	Solid	[O-]C(=O)CC(=O)C([O-])=O	C4H2O5	InChI=1S/C4H4O5/c5-2(4(8)9)1-3(6)7/h1H2,(H,6,7)(H,8,9)/p-2	KHPXUQMNIQBQEV-UHFFFAOYSA-L	129.9902232	CHEBI:16452	HMDB0000223	
BASm0000625	4,4-dimethyl-5alpha-cholest-7-en-3beta-ol	4,4-dimethyl-5alpha-cholest-7-en-3beta-ol belongs to cholesterols and derivatives class of compounds. Those are compounds containing a 3-hydroxylated cholestane core. Thus, 4,4-dimethyl-5alpha-cholest-7-en-3beta-ol is considered to be a sterol lipid molecule. 4,4-dimethyl-5alpha-cholest-7-en-3beta-ol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 4,4-dimethyl-5alpha-cholest-7-en-3beta-ol can be found in a number of food items such as sesame, annual wild rice, cucumber, and malabar spinach, which makes 4,4-dimethyl-5alpha-cholest-7-en-3beta-ol a potential biomarker for the consumption of these food products. 4,4-dimethyl-5alpha-cholest-7-en-3beta-ol may be a unique S.cerevisiae (yeast) metabolite.			[H][C@@](C)(CCCC(C)C)[C@@]1([H])CC[C@@]2([H])C3=CC[C@@]4([H])C(C)(C)[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C	C29H50O	InChI=1S/C29H50O/c1-19(2)9-8-10-20(3)22-12-13-23-21-11-14-25-27(4,5)26(30)16-18-29(25,7)24(21)15-17-28(22,23)6/h11,19-20,22-26,30H,8-10,12-18H2,1-7H3/t20-,22-,23+,24+,25+,26+,28-,29-/m1/s1	UVNXFLZMQCAWCP-RCTKLBHESA-N	414.3861662	CHEBI:16455	HMDB0304161	
BASm0000627	S,S-dimethyl-beta-propiothetin				C[S+](C)CCC([O-])=O	C5H10O2S	InChI=1S/C5H10O2S/c1-8(2)4-3-5(6)7/h3-4H2,1-2H3	DFPOZTRSOAQFIK-UHFFFAOYSA-N	134.0401507	CHEBI:16457	HMDB0251405	
BASm0000628	triacetate lactone	(4S,6S)-3,4,5,6-Tetrahydro-4-hydroxy-6-methyl-2H-pyran-2-one is found in root vegetables. (4S,6S)-3,4,5,6-Tetrahydro-4-hydroxy-6-methyl-2H-pyran-2-one is a constituent of Osmunda japonica (zenmai).	33275-54-6	Solid	CC1=CC(O)=CC(=O)O1	C6H6O3	InChI=1S/C6H6O3/c1-4-2-5(7)3-6(8)9-4/h2-3,7H,1H3	NSYSSMYQPLSPOD-UHFFFAOYSA-N	126.0316941	CHEBI:16458	HMDB0033302	
BASm0000629	pentanamide				CCCCC(O)=N	C5H11NO	InChI=1S/C5H11NO/c1-2-3-4-5(6)7/h2-4H2,1H3,(H2,6,7)	IPWFJLQDVFKJDU-UHFFFAOYSA-N	101.084064	CHEBI:16459	HMDB0256275	
BASm0000630	salicyl alcohol	2-Hydroxybenzyl alcohol (CAS Number 90-01-7) is a stable light brown crystalline powder.	1990-01-07	Solid	OCC1=C(O)C=CC=C1	C7H8O2	InChI=1S/C7H8O2/c8-5-6-3-1-2-4-7(6)9/h1-4,8-9H,5H2	CQRYARSYNCAZFO-UHFFFAOYSA-N	124.0524295	CHEBI:16464	HMDB0059709	
BASm0000631	maleylacetate	4-Oxohex-2-enedioate is a substrate for carboxymethylenebutenolidase.  This dienelactone hydrolase catalyzes the reaction 4-carboxymethylenebut-2-en-4-olide + H2O = 4-oxohex-2-enedioate.  Diene lactone hydrolases are frequently used by bacteria to detoxify chlorinated compounds such as 2,5-Dichloro-4-oxohex-2-enedioate and other chlorocatechols.			O=C([O-])/C=C\C(=O)CC(=O)[O-]	C6H6O5	InChI=1S/C6H6O5/c7-4(3-6(10)11)1-2-5(8)9/h1-2H,3H2,(H,8,9)(H,10,11)	SOXXPQLIZIPMIZ-UHFFFAOYSA-N	158.0215233	CHEBI:16468		
BASm0000632	17beta-estradiol	Estradiol is the most potent form of mammalian estrogenic steroids. Estradiol is produced in the ovaries. The ovary requires both luteinizing hormone (LH) and follicle-stimulating hormone (FSH) to produce sex steroids. LH stimulates the cells surrounding the follicle to produce progesterone and androgens. The androgens diffuse across the basement membrane to the granulosa cell layer, where, under the action of FSH, they are aromatized to estrogens, mainly estradiol. The ovary shows cyclical activity, unlike the testis that is maintained in a more or less constant state of activity. Hormone secretions vary according to the phase of the menstrual cycle. In the developing follicle LH receptors (LH-R) are only located on the thecal cells and FSH receptors (FSHR) on the granulosa cells. The dominant pre-ovulatory follicle develops LH-Rs on the granulosa cells prior to the LH surge. Thecal cells of the preovulatory follicle also develop the capacity to synthesize estradiol and this persists when the thecal cells become incorporated into the corpus luteum. After ovulation, the empty follicle is remodelled and plays an important role in the second half or luteal phase of the menstrual cycle. This phase is dominated by progesterone and, to a lesser extent, estradiol secretion by the corpus luteum. estradiol is also synthesized locally from cholesterol through testosterone in the hippocampus and acts rapidly to modulate neuronal synaptic plasticity. Localization of estrogen receptor alpha (ERalpha) in spines in addition to nuclei of principal neurons implies that synaptic ERalpha is responsible for rapid modulation of synaptic plasticity by endogenous estradiol. estradiol is a potent endogenous antioxidant which suppresses hepatic fibrosis in animal models, and attenuates induction of redox sensitive transcription factors, hepatocyte apoptosis and hepatic stellate cells activation by inhibiting a generation of reactive oxygen species in primary cultures. This suggests that the greater progression of hepatic fibrosis and hepatocellular carcinoma in men and postmenopausal women may be due, at least in part, to lower production of estradiol and a reduced response to the action of estradiol. estradiol has been reported to induce the production of interferon (INF)-gamma in lymphocytes, and augments an antigen-specific primary antibody response in human peripheral blood mononuclear cells. IFN-gamma is a potent cytokine with immunomodulatory and antiproliferative properties. Therefore, female subjects, particularly before menopause, may produce antibodies against hepatitis B virus e antigen and hepatitis B virus surface antigen at a higher frequency than males with chronic hepatitis B virus infection. The estradiol-Dihydrotestosterone model of prostate cancer (PC) proposes that the first step in the development of most PC and breast cancer (BC) occurs when aromatase converts testosterone to estradiol. (PMID: 17708600, 17678531, 17644764).	50-28-2		[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C=C3	C18H24O2	InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17+,18+/m1/s1	VOXZDWNPVJITMN-ZBRFXRBCSA-N	272.17763	CHEBI:16469	HMDB0000151	
BASm0000633	glyceollin I				[H][C@@]12OC3=C(C=CC(O)=C3)[C@]1(O)COC1=C2C=CC2=C1C=CC(C)(C)O2	C20H18O5	InChI=1S/C20H18O5/c1-19(2)8-7-12-15(25-19)6-4-13-17(12)23-10-20(22)14-5-3-11(21)9-16(14)24-18(13)20/h3-9,18,21-22H,10H2,1-2H3/t18-,20+/m0/s1	YIFYYPKWOQSCRI-AZUAARDMSA-N	338.1154237	CHEBI:16470		
BASm0000634	dimethylsulfonioacetate				C[S+](C)CC([O-])=O	C4H8O2S	InChI=1S/C4H8O2S/c1-7(2)3-4(5)6/h3H2,1-2H3	PSBDWGZCVUAZQS-UHFFFAOYSA-N	120.0245007	CHEBI:16471	HMDB0258591	
BASm0000635	pentan-2-one	2-Pentanone, also known as ethyl acetone or fema 2842, belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol.  2-Pentanone is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Thus, 2-pentanone is considered to be an oxygenated hydrocarbon lipid molecule. 2-Pentanone is a sweet, alcohol, and banana tasting compound. 2-Pentanone is found, on average, in the highest concentration within milk (cow). 2-Pentanone has also been detected, but not quantified, in several different foods, such as fats and oils, corns, apples, evergreen blackberries, and fruits. This could make 2-pentanone a potential biomarker for the consumption of these foods. 2-Pentanone, with regard to humans, has been found to be associated with several diseases such as ulcerative colitis, nonalcoholic fatty liver disease, and crohn's disease; 2-pentanone has also been linked to the inborn metabolic disorder celiac disease. 	107-87-9		CCCC(C)=O	C5H10O	InChI=1S/C5H10O/c1-3-4-5(2)6/h3-4H2,1-2H3	XNLICIUVMPYHGG-UHFFFAOYSA-N	86.07316494	CHEBI:16472	HMDB0034235	
BASm0000636	nitric oxide	The biologically active molecule nitric oxide (NO) is a simple, membrane-permeable gas with unique chemistry. It is formed by the conversion of L-arginine to L-citrulline, with the release of NO. The enzymatic oxidation of L-arginine to L-citrulline takes place in the presence of oxygen and NADPH using flavin adenine dinucleotide (FAD), flavin mononucleotide (FMN), heme, thiol, and tetrahydrobiopterin as cofactors. The enzyme responsible for the generation of NO is nitric oxide synthase (E.C. 1.7.99.7; NOS). Three NOS isoforms have been described and shown to be encoded on three distinct genes: neuronal NOS (nNOS, NOS type I), inducible NOS (NOS type II), and endothelial NOS (eNOS, NOS type III). Two of them are constitutively expressed and dependent on the presence of calcium ions and calmodulin to function (nNOS and eNOS), while iNOS is considered non-constitutive and calcium-independent. However, experience has shown that constitutive expression of nNOS and eNOS is not as rigid as previously thought (i.e. either present or absent), but can be dynamically controlled during development and in response to injury. Functionally, NO may act as a hormone, neurotransmitter, paracrine messenger, mediator, cytoprotective molecule, and cytotoxic molecule. NO has multiple cellular molecular targets. It influences the activity of transcription factors, modulates upstream signaling cascades, mRNA stability and translation, and processes the primary gene products. In the brain, many processes are linked to NO. NO activates its receptor, soluble guanylate cyclase by binding to it. The stimulation of this enzyme leads to increased synthesis of the second messenger, cGMP, which in turn activates cGMP-dependent kinases in target cells. NO exerts a strong influence on glutamatergic neurotransmission by directly interacting with the N-methyl-D-aspartate (NMDA) receptor. Neuronal NOS is connected to NMDA receptors (see below) and sharply increases NO production following activation of this receptor. Thus, the level of endogenously produced NO around NMDA synapses reflects the activity of glutamate-mediated neurotransmission. However, there is recent evidence showing that non-NMDA glutamate receptors (i.e. AMPA and type I metabotropic receptors) also contribute to NO generation. Besides its influence on glutamate, NO is known to have effects on the storage, uptake and/or release of most other neurotransmitters in the CNS (acetylcholine, dopamine, noradrenaline, GABA, taurine, and glycine) as well as of certain neuropeptides. Finally, since NO is a highly diffusible molecule, it may reach extrasynaptic receptors at target cell membranes that are some distance away from the place of NO synthesis. NO is thus capable of mediating both synaptic and nonsynaptic communication processes. NO is a potent vasodilator (a major endogenous regulator of vascular tone), and an important endothelium-dependent relaxing factor. NO is synthesized by NO synthases (NOS) and NOS are inhibited by asymmetrical dimethylarginine (ADMA). ADMA is metabolized by dimethylarginine dimethylaminohydrolase (DDAH) and excreted in the kidneys. Lower ADMA levels in pregnant women compared to non-pregnant controls suggest that ADMA has a role in vascular dilatation and blood pressure changes. Several studies show an increase in ADMA levels in pregnancies complicated with preeclampsia. Elevated ADMA levels in preeclampsia are seen before clinical symptoms have developed; these findings suggest that ADMA has a role in the pathogenesis of preeclampsia. In some pulmonary hypertensive states such as ARDS, the production of endogenous NO may be impaired. Nitric oxide inhalation selectively dilates the pulmonary circulation. Significant systemic vasodilation does not occur because NO is inactivated by rapidly binding to hemoglobin. In an injured lung with pulmonary hypertension, inhaled NO produces local vasodilation of well-ventilated lung units and may "steal" blood flow away from unventilated regions. This reduces intrapulmonary shunting and may improve systemic arterial oxygenation. Nitric oxide is a chemical mediator fundamental in the maintenance of adequate tissue perfusion and effective cardiovascular function. The use of nitrates is well established as pharmacological agents but it is only recently that it has been recognized that they act as a source of nitric oxide (PMID: 16966108, 8752507, 17181668, 16005189). Nitric oxide is used as a food additive (EAFUS: Everything Added to Food in the United States).	10102-43-9	Liquid	[N]=O	NO	InChI=1S/NO/c1-2	MWUXSHHQAYIFBG-UHFFFAOYSA-N	29.99798863	CHEBI:16480	HMDB0003378	
BASm0000637	N-(hydroxymethyl)urea		1000-82-4		OCNC(O)=N	C2H6N2O2	InChI=1S/C2H6N2O2/c3-2(6)4-1-5/h5H,1H2,(H3,3,4,6)	VGGLHLAESQEWCR-UHFFFAOYSA-N	90.04292744	CHEBI:16481		
BASm0000638	naphthalene	Naphthalene, also known as naftaleno or albocarbon, belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. Naphthalene is possibly neutral. Naphthalene is a dry, pungent, and tar tasting compound. Naphthalene is found, on average, in the highest concentration within a few different foods, such as black walnuts, corns, and cloves. Naphthalene has also been detected, but not quantified, in several different foods, such as green bell peppers, orange bell peppers, rices, yellow bell peppers, and red bell peppers. This could make naphthalene a potential biomarker for the consumption of these foods. Naphthalene was once the primary ingredient in mothballs, though its use has largely been replaced in favor of alternatives such as 1,4-dichlorobenzene. Naphthalene is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound. Inhalation of naphthalene vapor has been associated with headaches, nausea, vomiting and dizziness. Naphthalene is the most abundant single component of coal tar so most of it is now industrially derived from coal tar. Aside from coal tar, trace amounts of naphthalene are produced by magnolias and some species of deer, as well as the Formosan subterranean termite, possibly produced by the termite as a repellant against "ants, poisonous fungi and nematode worms."[23] Some strains of the endophytic fungus Muscodor albus produce naphthalene among a range of volatile organic compounds, while Muscodor vitigenus produces naphthalene almost exclusively (PMID:12427963).	91-20-3		C1=CC2=CC=CC=C2C=C1	C10H8	InChI=1S/C10H8/c1-2-6-10-8-4-3-7-9(10)5-1/h1-8H	UFWIBTONFRDIAS-UHFFFAOYSA-N	128.0626003	CHEBI:16482	HMDB0029751	
BASm0000639	18-hydroxycorticosterone	18-Hydroxycorticosterone is a corticosteroid and a derivative of corticosterone. If it is present in sufficiently high concentrations, it can lead to serious electrolyte imbalances (an electrolyte toxin). 18-Hydroxycorticosterone serves as an intermediate in the synthesis of aldosterone by the enzyme aldosterone synthase in the zona glomerulosa. Chronically high levels of 18-hydroxycorticosterone are associated with at least three inborn errors of metabolism including adrenal hyperplasia type V, corticosterone methyl oxidase I deficiency, and corticosterone methyl oxidase II deficiency. Each of these conditions is characterized by excessive amounts of sodium being released in the urine (salt wasting), along with insufficient release of potassium in the urine, usually beginning in the first few weeks of life. This imbalance leads to low levels of sodium and high levels of potassium in the blood (hyponatremia and hyperkalemia, respectively). Individuals with corticosterone methyloxidase deficiency can also have high levels of acid in the blood (metabolic acidosis). Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). The hyponatremia, hyperkalemia, and metabolic acidosis associated with corticosterone methyloxidase deficiency can cause nausea, vomiting, dehydration, low blood pressure, extreme tiredness (fatigue), and muscle weakness.	561-65-9		[H][C@@]12CC[C@H](C(=O)CO)[C@@]1(CO)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C	C21H30O5	InChI=1S/C21H30O5/c1-20-7-6-13(24)8-12(20)2-3-14-15-4-5-16(18(26)10-22)21(15,11-23)9-17(25)19(14)20/h8,14-17,19,22-23,25H,2-7,9-11H2,1H3/t14-,15-,16+,17-,19+,20-,21+/m0/s1	HFSXHZZDNDGLQN-ZVIOFETBSA-N	362.2093241	CHEBI:16485	HMDB0000319	
BASm0000640	cyclopentanone	Cyclopentanone belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. Cyclopentanone is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Thus, cyclopentanone is considered to be an oxygenated hydrocarbon lipid molecule. Cyclopentanone is a cyclic ketone, structurally similar to cyclopentane, consisting of a five-membered ring containing a ketone functional group. Cyclopentanone is a colorless liquid organic compound with a peppermint-like odor. Cyclopentanone is found in various foods, including potato and tomato, and cooked foods, e.g. butter, meats, coffee, roasted peanut. Cyclopentanone is also used as a flavouring ingredient. 	120-92-3		O=C1CCCC1	C5H8O	InChI=1S/C5H8O/c6-5-3-1-2-4-5/h1-4H2	BGTOWKSIORTVQH-UHFFFAOYSA-N	84.05751488	CHEBI:16486	HMDB0031407	
BASm0000641	2,4-dihydroxypteridine				O=C1NC(=O)C2=NC=CNC2=N1	C6H4N4O2	InChI=1S/C6H4N4O2/c11-5-3-4(8-2-1-7-3)9-6(12)10-5/h1-2H,(H2,8,9,10,11,12)	UYEUUXMDVNYCAM-UHFFFAOYSA-N	164.0334254	CHEBI:16489	HMDB0254198	
BASm0000642	S-adenosyl-4-methylsulfanyl-2-oxobutanoate			Expected Solid	C[S+](CCC(=O)C([O-])=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N	C15H19N5O6S	InChI=1S/C15H19N5O6S/c1-27(3-2-7(21)15(24)25)4-8-10(22)11(23)14(26-8)20-6-19-9-12(16)17-5-18-13(9)20/h5-6,8,10-11,14,22-23H,2-4H2,1H3,(H2-,16,17,18,24,25)/t8-,10-,11-,14-,27?/m1/s1	UOKVQQMBGVMXPU-CJPDYEHRSA-N	397.1056041	CHEBI:16490		MMDBc0054658
BASm0000643	4alpha-methyl-5alpha-cholest-7-en-3-one	4-alpha-Methyl-5-alpha-cholest-7-en-3-one is involved in the steroid biosynthesis pathway. In this pathway, 4-alpha-methyl-5-alpha-cholest-7-en-3-one is enzymatically converted from 4-alpha-methyl-5-alpha-cholest-7-en-3-beta-ol via the enzyme 3-keto-steroid reductase (EC: 1.1.1.270) and the cofactor NADP(+). This enzyme is responsible for the reduction of the keto group on the C-3 of sterols. (Pathway Commons). Steroid biosynthesis is an anabolic metabolic pathway that produces steroids from simple precursors. This pathway is carried out in different ways in animals than in many other organisms, making the pathway a common target for antibiotics and other anti-infective drugs. In addition, steroid metabolism in humans is the target of cholesterol-lowering drugs such as statins. (Wikipedia).	2789-43-7		[H][C@@]1(CC[C@@]2([H])C3=CC[C@@]4([H])[C@H](C)C(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C	C28H46O	InChI=1S/C28H46O/c1-18(2)8-7-9-19(3)22-12-13-24-21-10-11-23-20(4)26(29)15-17-28(23,6)25(21)14-16-27(22,24)5/h10,18-20,22-25H,7-9,11-17H2,1-6H3/t19-,20+,22-,23+,24+,25+,27-,28+/m1/s1	OWKGVPXWOHLTSL-LIUJFMQASA-N	398.3548661	CHEBI:16495	HMDB0011606	
BASm0000644	5beta-cholestane-3alpha,7alpha,12alpha-triol	5beta-Cholestane-3alpha,7alpha,12alpha-triol is an intermediate in bile acid biosynthesis. 5beta-Cholestane-3alpha,7alpha,12alpha-triol is the second to last step in the synthesis of 5beta-cyprinolsulfate. It is converted from 7alpha,12alpha-dihydroxy-5beta-cholestan-3-one via enzymatic reaction, and then it is converted into 3alpha,7alpha,12alpha,26-tetrahydroxy-5beta-cholestane via the enzyme cytochrome P450 (EC 1.14.13.15). This compound inhibits la-hydroxylation (PMID: 7937829). It is the byproduct of cholestanetetraol 26-dehydrogenase (EC 1.1.1.161) and the reaction that catalyzes it is classified as a small molecule reaction (BioCyc).	547-96-6	Solid	[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCCC(C)C	C27H48O3	InChI=1S/C27H48O3/c1-16(2)7-6-8-17(3)20-9-10-21-25-22(15-24(30)27(20,21)5)26(4)12-11-19(28)13-18(26)14-23(25)29/h16-25,28-30H,6-15H2,1-5H3/t17-,18+,19-,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1	RIVQQZVHIVNQFH-XJZYBRFWSA-N	420.3603454	CHEBI:16496	HMDB0001457	
BASm0000645	L-arabinonate			Expected Solid	O=C([O-])[C@H](O)[C@@H](O)[C@@H](O)CO	C5H9O6	InChI=1S/C5H10O6/c6-1-2(7)3(8)4(9)5(10)11/h2-4,6-9H,1H2,(H,10,11)/p-1/t2-,3-,4+/m0/s1	QXKAIJAYHKCRRA-YVZJFKFKSA-M	165.0404616	CHEBI:16501		MMDBc0056059
BASm0000646	1,4-benzoquinone	Quinone is also called 1,4-benzoquinone or cyclohexadienedione. Quinones are oxidized derivatives of aromatic compounds and are often readily made from reactive aromatic compounds with electron-donating substituents such as phenols and catechols, which increase the nucleophilicity of the ring and contributes to the large redox potential needed to break aromaticity. Derivatives of quinones are common constituents of biologically relevant molecules. Some serve as electron acceptors in electron transport chains such as those in photosynthesis (plastoquinone, phylloquinone), and aerobic respiration (ubiquinone). Quinone is a common constituent of biologically relevant molecules (e.g. Vitamin K1 is phylloquinone). A natural example of quinones as oxidizing agents is the spray of bombardier beetles. Hydroquinone is reacted with hydrogen peroxide to produce a fiery blast of steam, a strong deterent in the animal world.	106-51-4		O=C1C=CC(=O)C=C1	C6H4O2	InChI=1S/C6H4O2/c7-5-1-2-6(8)4-3-5/h1-4H	AZQWKYJCGOJGHM-UHFFFAOYSA-N	108.0211294	CHEBI:16509	HMDB0003364	
BASm0000647	3-hydroxypropanoate			Expected Solid	O=C([O-])CCO	C3H5O3	InChI=1S/C3H6O3/c4-2-1-3(5)6/h4H,1-2H2,(H,5,6)/p-1	ALRHLSYJTWAHJZ-UHFFFAOYSA-M	89.0244176	CHEBI:16510		MMDBc0055384
BASm0000648	R'C(R)SH				*C(*)S					CHEBI:16520		
BASm0000649	lanosterol	Lanosterol, also known as lanosterin, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Thus, lanosterol is considered to be a sterol lipid molecule. Lanosterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Lanosterol is biochemically synthesized starting from acetyl-CoA by the HMG-CoA reductase pathway. The critical step is the enzymatic conversion of the acyclic terpene squalene to the polycylic lanosterol via 2,3-squalene oxide.	79-63-0		CC(C)=CCC[C@@H](C)[C@H]1CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3	C30H50O	InChI=1S/C30H50O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h10,21-22,25-26,31H,9,11-19H2,1-8H3/t21-,22-,25+,26+,28-,29-,30+/m1/s1	CAHGCLMLTWQZNJ-BQNIITSRSA-N	426.3861662	CHEBI:16521	HMDB0001251	
BASm0000650	trans-zeatin	Zeatin belongs to the class of organic compounds known as 6-alkylaminopurines. 6-Alkylaminopurines are compounds that contain an alkylamine group attached at the 6-position of a purine. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring. Zeatin is a cytokinin (plant growth hormone) derived from the purine adenine, which occurs in the form of a cis- and a trans-isomer and conjugates. Zeatin was first discovered in immature corn kernels from the genus Zea. Zeatin has also been detected, but not quantified in several different foods, such as figs, rowanberries, red raspberries, garlic, and tree ferns. Zeatin has also been shown to promote the resistance of tobacco against the bacterial pathogen Pseudomonas syringae, in which trans-zeatin has a more prominent effect than cis-zeatin. Zeatin has several anti-ageing effects on human skin fibroblasts. It promotes the growth of lateral buds and, when sprayed on meristems, stimulates cell division to produce bushier plants. Zeatin and its derivatives occur in many plant extracts and are the active ingredient in coconut milk, which causes plant growth.	1637-39-4	Solid	C/C(=C\CNc1ncnc2[nH]cnc12)CO	C10H13N5O	InChI=1S/C10H13N5O/c1-7(4-16)2-3-11-9-8-10(13-5-12-8)15-6-14-9/h2,5-6,16H,3-4H2,1H3,(H2,11,12,13,14,15)/b7-2+	UZKQTCBAMSWPJD-FARCUNLSSA-N	219.1120101	CHEBI:16522	HMDB0012204	
BASm0000651	testosterone acetate	Testosterone Acetate, also known as 17b-Hydroxyandrost-4-en-3-one acetic acid or 17beta-Acetoxy-4-androsten-3-one, is classified as a member of the Steroid esters. Steroid esters are compounds containing a steroid moiety which bears a carboxylic acid ester group. Testosterone Acetate is considered to be practically insoluble (in water) and basic.  Testosterone Acetate is a steroid lipid molecule	1045-69-8		CC(=O)O[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C21H30O3	InChI=1S/C21H30O3/c1-13(22)24-19-7-6-17-16-5-4-14-12-15(23)8-10-20(14,2)18(16)9-11-21(17,19)3/h12,16-19H,4-11H2,1-3H3/t16-,17-,18-,19-,20-,21-/m0/s1	DJPZSBANTAQNFN-PXQJOHHUSA-N	330.2194948	CHEBI:16524	HMDB0062780	
BASm0000652	CO2	Carbon dioxide is a colorless, odorless gas that can be formed by the body and is necessary for the respiration cycle of plants and animals. Carbon dioxide is produced during respiration by all animals, fungi and microorganisms that depend on living and decaying plants for food, either directly or indirectly. It is, therefore, a major component of the carbon cycle. Additionally, carbon dioxide is used by plants during photosynthesis to make sugars which may either be consumed again in respiration or used as the raw material to produce polysaccharides such as starch and cellulose, proteins and the wide variety of other organic compounds required for plant growth and development. When inhaled at concentrations much higher than usual atmospheric levels, it can produce a sour taste in the mouth and a stinging sensation in the nose and throat. These effects result from the gas dissolving in the mucous membranes and saliva, forming a weak solution of carbonic acid. Carbon dioxide is used by the food industry, the oil industry, and the chemical industry. Carbon dioxide is used to produce carbonated soft drinks and soda water. Traditionally, the carbonation in beer and sparkling wine comes about through natural fermentation, but some manufacturers carbonate these drinks artificially.	124-38-9		O=C=O	CO2	InChI=1S/CO2/c2-1-3	CURLTUGMZLYLDI-UHFFFAOYSA-N	43.98982924	CHEBI:16526	HMDB0001967	
BASm0000653	coelenterazine h	In E. coli, alpha-D-Aldose 1-phosphate is involved in several reactions. ADP-sugar pyrophosphatase catalyzes the reaction an ADP-sugar + H2O ‚Üí AMP + an alpha-D-aldose 1-phosphate; UDP-sugar pyrophosphorylase catalyzes the reaction an alpha-D-aldose 1-phosphate + a nucleoside diphosphate + H+ = a nucleotide diphosphate-aldose + phosphate; The reaction a UDP-sugar[periplasmic space] + H2O[periplasmic space] ‚Üí UMP[periplasmic space] + an alpha-D-aldose 1-phosphate[periplasmic space] + 2 H+[periplasmic space] is catalyzed by UDP-sugar hydrolase (BioCyc compound class: Alpha-D-aldose-1-phosphates).		Expected Solid	O=c1c(Cc2ccccc2)nc2c(Cc3ccccc3)[nH]c(-c3ccc(O)cc3)cn1-2	C26H21N3O2	InChI=1S/C26H21N3O2/c30-21-13-11-20(12-14-21)24-17-29-25(22(27-24)15-18-7-3-1-4-8-18)28-23(26(29)31)16-19-9-5-2-6-10-19/h1-14,17,27,30H,15-16H2	KAEGGIFPLJZUOZ-UHFFFAOYSA-N	407.1633769	CHEBI:16531		MMDBc0031940
BASm0000654	2,5-dioxopiperazine				O=C1CNC(=O)CN1	C4H6N2O2	InChI=1S/C4H6N2O2/c7-3-1-5-4(8)2-6-3/h1-2H2,(H,5,8)(H,6,7)	BXRNXXXXHLBUKK-UHFFFAOYSA-N	114.0429274	CHEBI:16535	HMDB0341300	
BASm0000655	orcinol				Cc1cc(O)cc(O)c1	C7H8O2	InChI=1S/C7H8O2/c1-5-2-6(8)4-7(9)3-5/h2-4,8-9H,1H3	OIPPWFOQEKKFEE-UHFFFAOYSA-N	124.0524295	CHEBI:16536		
BASm0000656	galactarate	Galactaric acid, also known as mucic acid or galactarate, belongs to the class of organic compounds known as glucuronic acid derivatives. Glucuronic acid derivatives are compounds containing a glucuronic acid moiety (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid. Technically, galactaric acid is an aldaric acid obtained by oxidation of galactose. Galactaric acid exists as a white crystalline powder, which melts at 210 - 230 oC. It is insoluble in alcohol, and nearly insoluble in cold water (1 g/300 mL) but more soluble in hot water (1 g/60 mL).. Galactaric acid exists in all living organisms, ranging from bacteria to plants to humans. In plants, galactaric acid is commonly produced or utilized as an osmorgulator (PMID: 31505987). Galactaric acid has been detected, but not quantified in, several different foods, such as fruits, vegetables and bovine milk. A recent large-scale dietary study found that galactaric acid can serve as a biomarker for long-term dairy intake and for the consumption of carotenoid-rich vegetables (PMID: 33566801). In food production, galactaric acid can be used to replace tartaric acid in self-rising flour or fizzies.	526-99-8	Solid	O=C([O-])[C@@H](O)[C@H](O)[C@H](O)[C@@H](O)C(=O)[O-]	C6H10O8	InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/t1-,2+,3+,4-	DSLZVSRJTYRBFB-DUHBMQHGSA-N	210.0375673	CHEBI:16537	HMDB0000639	
BASm0000657	2-hydroxypyridine	This colourless crystalline solid is used in peptide synthesis. It is well known to form hydrogen bonded structures somewhat related to the base-pairing mechanism found in RNA and DNA. It is also a classic case of a molecule that exists as tautomers. Some publications only focus one of the two possible patterns, and neglect the influence of the other. For example, to calculation of the energy difference of the two tautomers in a non-polar solution will lead to a wrong result if a large quantity of the substance is on the side of the dimer in an equilibrium. The direct tautomerisation is not energetically favoured, but a dimerisation followed by a double proton transfer and dissociation of the dimer is a self catalytic path from one tautomer to the other. Protic solvents also mediate the proton transfer during the tautomerisation.	142-08-5		Oc1ccccn1	C5H5NO	InChI=1S/C5H5NO/c7-5-3-1-2-4-6-5/h1-4H,(H,6,7)	UBQKCCHYAOITMY-UHFFFAOYSA-N	95.03711379	CHEBI:16540	HMDB0013751	
BASm0000658	5-valerolactone				O=C1CCCCO1	C5H8O2	InChI=1S/C5H8O2/c6-5-3-1-2-4-7-5/h1-4H2	OZJPLYNZGCXSJM-UHFFFAOYSA-N	100.0524295	CHEBI:16545	HMDB0250981	
BASm0000659	1-O-(trans-sinapoyl)-beta-D-glucose	1-o-sinapoyl-beta-d-glucose is a member of the class of compounds known as hydroxycinnamic acid glycosides. Hydroxycinnamic acid glycosides are glycosylated hydoxycinnamic acids derivatives. 1-o-sinapoyl-beta-d-glucose is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 1-o-sinapoyl-beta-d-glucose can be found in a number of food items such as white cabbage, corn, common pea, and cabbage, which makes 1-o-sinapoyl-beta-d-glucose a potential biomarker for the consumption of these food products.			COc1cc(/C=C/C(=O)O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc(OC)c1O	C17H22O10	InChI=1S/C17H22O10/c1-24-9-5-8(6-10(25-2)13(9)20)3-4-12(19)27-17-16(23)15(22)14(21)11(7-18)26-17/h3-6,11,14-18,20-23H,7H2,1-2H3/b4-3+/t11-,14-,15+,16-,17+/m1/s1	XRKBRPFTFKKHEF-DGDBGZAXSA-N	386.1212969	CHEBI:16546	HMDB0302379	
BASm0000660	(E)-coniferaldehyde	Coniferaldehyde (CAS: 458-36-6), also known as 4-hydroxy-3-methoxycinnamaldehyde or ferulaldehyde, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Coniferaldehyde is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, coniferaldehyde is found, on average, in the highest concentration within sherries. Coniferaldehyde has also been detected, but not quantified in, several different foods, such as highbush blueberries, lima beans, Chinese cabbages, loquats, and greenthread tea. This could make coniferaldehyde a potential biomarker for the consumption of these foods. BioTransformer predicts that coniferaldehyde is a product of caffeic aldehyde metabolism via a catechol-O-methylation-pattern2 reaction catalyzed by the enzyme catechol O-methyltransferase (PMID: 30612223).	20649-42-7		COc1cc(/C=C/C=O)ccc1O	C10H10O3	InChI=1S/C10H10O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-7,12H,1H3/b3-2+	DKZBBWMURDFHNE-NSCUHMNNSA-N	178.0629942	CHEBI:16547	HMDB0141782	
BASm0000661	chlordecone	Chlordecone is part of the Primary bile acid biosynthesis, and Steroid hormone biosynthesis pathways. It is a substrate for: Aldo-keto reductase family 1 member C4.			O=C1C2(Cl)C3(Cl)C4(Cl)C(Cl)(Cl)C5(Cl)C3(Cl)C1(Cl)C5(Cl)C24Cl	C10Cl10O	InChI=1S/C10Cl10O/c11-2-1(21)3(12)6(15)4(2,13)8(17)5(2,14)7(3,16)9(6,18)10(8,19)20	LHHGDZSESBACKH-UHFFFAOYSA-N	485.6834417	CHEBI:16548	HMDB0059603	
BASm0000662	alpha,alpha-trehalose	Trehalose, also known as mycose, is a 1-alpha (disaccharide) sugar found extensively but not abundantly in nature. It is thought to be implicated in anhydrobiosis - the ability of plants and animals to withstand prolonged periods of desiccation. The sugar is thought to form a gel phase as cells dehydrate, which prevents disruption of internal cell organelles by effectively splinting them in position. Rehydration then allows normal cellular activity to be resumed without the major, generally lethal damage that would normally follow a dehydration/reyhdration cycle. Trehalose is a non-reducing sugar formed from two glucose units joined by a 1-1 alpha bond giving it the name of alpha-D-glucopyranoglucopyranosyl-1,1-alpha-D-glucopyranoside. The bonding makes trehalose very resistant to acid hydrolysis, and therefore stable in solution at high temperatures even under acidic conditions. The bonding also keeps non-reducing sugars in closed-ring form, such that the aldehyde or ketone end-groups do not bind to the lysine or arginine residues of proteins (a process called glycation). The enzyme trehalase, present but not abundant in most people, breaks it into two glucose molecules, which can then be readily absorbed in the gut. Trehalose is an important components of insects circulating fluid. It acts as a storage form of insect circulating fluid and it is important in respiration. Trehalose has also been found to be a metabolite of Burkholderia, Escherichia and Propionibacterium (PMID:12105274; PMID:25479689) (krishikosh.egranth.ac.in/bitstream/1/84382/1/88571%20P-1257.pdf).	99-20-7		OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O	C12H22O11	InChI=1S/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1	HDTRYLNUVZCQOY-LIZSDCNHSA-N	342.1162115	CHEBI:16551	HMDB0000975	
BASm0000663	2-phenylacetamide	2-Phenylacetamide is an intermediate in phenylalanine metabolism and styrene degradation(KEGG ID C02505). It is the third to last step in the synthesis of phenylacetylglutamine and is converted from phenylalanine via the enzyme phenylalanine 2-monooxygenase [EC:1.13.12.9]. It is then converted to phenylacetate via the enzyme amidase [EC:3.5.1.4].	103-81-1		NC(=O)Cc1ccccc1	C8H9NO	InChI=1S/C8H9NO/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H2,9,10)	LSBDFXRDZJMBSC-UHFFFAOYSA-N	135.0684139	CHEBI:16562	HMDB0010715	
BASm0000664	(S)-tetrahydropalmatine	Tetrahydropalmatine is under investigation in clinical trial NCT211861 (Treatment of Schizophrenia With L-tetrahydropalmatine (l-THP): a Novel Dopamine Antagonist With Anti-inflammatory and Antiprotozoal Activity).	483-14-7		COc1cc2c(cc1OC)[C@@H]1Cc3ccc(OC)c(OC)c3CN1CC2	C21H25NO4	InChI=1S/C21H25NO4/c1-23-18-6-5-13-9-17-15-11-20(25-3)19(24-2)10-14(15)7-8-22(17)12-16(13)21(18)26-4/h5-6,10-11,17H,7-9,12H2,1-4H3/t17-/m0/s1	AEQDJSLRWYMAQI-KRWDZBQOSA-N	355.1783583	CHEBI:16563		
BASm0000665	anthranilate	2-Aminobenzoic acid, also known as anthranilic acid or O-aminobenzoate, belongs to the class of organic compounds known as aminobenzoic acids. These are benzoic acids containing an amine group attached to the benzene moiety. Within humans, 2-aminobenzoic acid participates in a number of enzymatic reactions. In particular, 2-aminobenzoic acid and formic acid can be biosynthesized from formylanthranilic acid through its interaction with the enzyme kynurenine formamidase. In addition, 2-aminobenzoic acid and L-alanine can be biosynthesized from L-kynurenine through its interaction with the enzyme kynureninase. It is a substrate of enzyme 2-Aminobenzoic acid hydroxylase in benzoate degradation via hydroxylation pathway (KEGG). In humans, 2-aminobenzoic acid is involved in tryptophan metabolism. Outside of the human body, 2-Aminobenzoic acid has been detected, but not quantified in several different foods, such as mamey sapotes, prairie turnips, rowals, natal plums, and hyacinth beans. This could make 2-aminobenzoic acid a potential biomarker for the consumption of these foods. 2-Aminobenzoic acid is a is a tryptophan-derived uremic toxin with multidirectional properties that can affect the hemostatic system. Uremic syndrome may affect any part of the body and can cause nausea, vomiting, loss of appetite, and weight loss. Chronic exposure of uremic toxins can lead to a number of conditions including renal damage, chronic kidney disease and cardiovascular disease. It can also cause changes in mental status, such as confusion, reduced awareness, agitation, psychosis, seizures, and coma.	118-92-3		Nc1ccccc1C(=O)[O-]	C7H7NO2	InChI=1S/C7H7NO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H,9,10)	RWZYAGGXGHYGMB-UHFFFAOYSA-N	137.0476785	CHEBI:16567	HMDB0001123	
BASm0000666	3-hydroxy-1H-quinolin-4-one			Expected Solid	O=c1c(O)c[nH]c2ccccc12	C9H7NO2	InChI=1S/C9H7NO2/c11-8-5-10-7-4-2-1-3-6(7)9(8)12/h1-5,11H,(H,10,12)	BHTNYVRPYQQOMJ-UHFFFAOYSA-N	161.0476785	CHEBI:16569		MMDBc0055368
BASm0000667	Acetaldehyde	Acetaldehyde, also known as ethanal, belongs to the class of organic compounds known as short-chain aldehydes. These are an aldehyde with a chain length containing between 2 and 5 carbon atoms. Acetaldehyde exists in all living species, ranging from bacteria to humans. Within humans, acetaldehyde participates in a number of enzymatic reactions. In particular, acetaldehyde can be biosynthesized from ethanol which is mediated by the enzyme alcohol dehydrogenase 1B. Acetaldehyde can also be converted to acetic acid by the enzyme aldehyde dehydrogenase (mitochondrial) and aldehyde dehydrogenase X (mitochondrial). The main method of production is the oxidation of ethylene by the Wacker process, which involves oxidation of ethylene using a homogeneous palladium/copper system: 2 CH2CH2 + O2 → 2 CH3CHO. In the 1970s, the world capacity of the Wacker-Hoechst direct oxidation process exceeded 2 million tonnes annually. In humans, acetaldehyde is involved in disulfiram action pathway. Acetaldehyde is an aldehydic, ethereal, and fruity tasting compound. Outside of the human body, acetaldehyde is found, on average, in the highest concentration in a few different foods, such as sweet oranges, pineapples, and mandarin orange (clementine, tangerine) and in a lower concentration in . acetaldehyde has also been detected, but not quantified in several different foods, such as malabar plums, malus (crab apple), rose hips, natal plums, and medlars. This could make acetaldehyde a potential biomarker for the consumption of these foods. In condensation reactions, acetaldehyde is prochiral. Acetaldehyde is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound. Acetaldehyde has been found to be associated with several diseases such as alcoholism, ulcerative colitis, nonalcoholic fatty liver disease, and crohn's disease; also acetaldehyde has been linked to the inborn metabolic disorders including aldehyde dehydrogenase deficiency (III) sulfate is used to reoxidize the mercury back to the mercury. Acetaldehyde was first observed by the Swedish pharmacist/chemist Carl Wilhelm Scheele (1774); it was then investigated by the French chemists Antoine François, comte de Fourcroy and Louis Nicolas Vauquelin (1800), and the German chemists Johann Wolfgang Döbereiner (1821, 1822, 1832) and Justus von Liebig (1835). At room temperature, acetaldehyde (CH3CHO) is more stable than vinyl alcohol (CH2CHOH) by 42.7 kJ/mol: Overall the keto-enol tautomerization occurs slowly but is catalyzed by acids. The level at which an average consumer could detect acetaldehyde is still considerably lower than any toxicity. Pathways of exposure include air, water, land, or groundwater, as well as drink and smoke. Acetaldehyde is also created by thermal degradation or ultraviolet photo-degradation of some thermoplastic polymers during or after manufacture. The water industry generally recognizes 20–40 ppb as the taste/odor threshold for acetaldehyde. The level at which an average consumer could detect acetaldehyde is still considerably lower than any toxicity.	75-07-0	Liquid	[H]CC([H])=O	C2H4O	InChI=1S/C2H4O/c1-2-3/h2H,1H3	IKHGUXGNUITLKF-UHFFFAOYSA-N	44.02621475	CHEBI:16571	HMDB0000990	
BASm0000668	3-ethylcatechol	3-Ethyl-1,2-benzenediol is found in coffee and coffee products. Pyrolysis produced of coffee.	933-99-3		CCc1cccc(O)c1O	C8H10O2	InChI=1S/C8H10O2/c1-2-6-4-3-5-7(9)8(6)10/h3-5,9-10H,2H2,1H3	UUCQGNWZASKXNN-UHFFFAOYSA-N	138.0680796	CHEBI:16572	HMDB0040177	
BASm0000669	carbonyl sulfide				O=C=S	COS	InChI=1S/COS/c2-1-3	JJWKPURADFRFRB-UHFFFAOYSA-N	59.96698579	CHEBI:16573	HMDB0249641	
BASm0000670	anisole	Anisole is a flavouring agent Anisole is a precursor to perfumes, insect pheromones, and pharmaceuticals. For example, synthetic anethole is prepared from anisole. Anisole undergoes electrophilic aromatic substitution reaction more quickly than does benzene, which in turn reacts more quickly than nitrobenzene. The methoxy group is an ortho/para directing group, which means that electrophilic substitution preferentially occurs at these three sites. The enhanced nucleophilicity of anisole vs benzene reflects the influence of the methoxy group, which renders the ring more electron-rich. The methoxy group strongly affects the pi cloud of the ring, moreso than the inductive effect of the electronegative oxygen.	100-66-3		COc1ccccc1	C7H8O	InChI=1S/C7H8O/c1-8-7-5-3-2-4-6-7/h2-6H,1H3	RDOXTESZEPMUJZ-UHFFFAOYSA-N	108.0575149	CHEBI:16579	HMDB0033895	
BASm0000671	pregnenolone	Pregnenolone is a derivative of cholesterol, the product of cytochrome P450 side-chain cleavage (EC 1.14.15.6, CYP11A1. This reaction consists of three consecutive monooxygenations, a 22-hydroxylation, a 20-hydroxylation, and the cleavage of the C20-C22 bond, yielding pregnenolone. Pregnenolone is the precursor to gonadal steroid hormones and the adrenal corticosteroids. This reaction occurs in steroid hormone-producing tissues such as the adrenal cortex, corpus luteum, and placenta. The most notable difference between the placenta and other steroidogenic tissues is that electron supply to CYP11A1 limits the rate at which cholesterol is converted into pregnenolone in the placenta. The limiting component for electron delivery to CYP11A1 is the concentration of adrenodoxin reductase in the mitochondrial matrix which is insufficient to maintain the adrenodoxin pool in a fully reduced state. Pregnenolone is also a neurosteroid, and is produced in the spinal cord; CYP11A1 is the key enzyme catalyzing the conversion of cholesterol into pregnenolone, the rate-limiting step in the biosynthesis of all classes of steroids, and has been localized in sensory networks of the spinal cord dorsal horn. In the adrenal glomerulosa cell, angiotensin II, one of the major physiological regulators of mineralocorticoid synthesis, appears to affect most of the cholesterol transfer to the mitochondrial outer membrane and many steps in the transport to the inner membrane. Thus, it exerts a powerful control over the use of cholesterol for aldosterone production (PMID: 17222962, 15823613, 16632873, 15134809).	145-13-1		CC(=O)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C21H32O2	InChI=1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h4,15-19,23H,5-12H2,1-3H3/t15-,16-,17+,18-,19-,20-,21+/m0/s1	ORNBQBCIOKFOEO-QGVNFLHTSA-N	316.2402303	CHEBI:16581	HMDB0000253	
BASm0000672	diacetyl	Diacetyl, also known as 2,3-butadione or dimethylglyoxal, belongs to the class of organic compounds known as alpha-diketones. These are organic compounds containing two ketone groups on two adjacent carbon atoms. Thus, diacetyl is considered to be an oxygenated hydrocarbon lipid molecule. Diacetyl is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Diacetyl exists in all living species, ranging from bacteria to humans. Diacetyl is a strong, sweet, and butter tasting compound. Outside of the human body, diacetyl is found, on average, in the highest concentration in kohlrabis. diacetyl has also been detected, but not quantified in several different foods, such as nances, tartary buckwheats, tamarinds, pineapples, and celeriacs. This could make diacetyl a potential biomarker for the consumption of these foods. Diacetyl is a potentially toxic compound. Diacetyl has been found to be associated with several diseases such as crohn's disease, ulcerative colitis, and nonalcoholic fatty liver disease; also diacetyl has been linked to the inborn metabolic disorders including celiac disease.	431-03-8		CC(=O)C(C)=O	C4H6O2	InChI=1S/C4H6O2/c1-3(5)4(2)6/h1-2H3	QSJXEFYPDANLFS-UHFFFAOYSA-N	86.03677944	CHEBI:16583	HMDB0003407	
BASm0000673	20-hydroxyecdysone	Crustecdysone is found in crustaceans. Crustecdysone is isolated from the marine crayfish Jasus lalandei in low yield (2 mg/ton	5289-74-7		CC(C)(O)CC[C@@H](O)[C@](C)(O)[C@H]1CC[C@@]2(O)C3=CC(=O)[C@@H]4C[C@@H](O)[C@@H](O)C[C@]4(C)[C@H]3CC[C@]12C	C27H44O7	InChI=1S/C27H44O7/c1-23(2,32)9-8-22(31)26(5,33)21-7-11-27(34)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-22,29-34H,6-11,13-14H2,1-5H3/t15-,17-,19+,20-,21-,22+,24+,25+,26+,27+/m0/s1	NKDFYOWSKOHCCO-YPVLXUMRSA-N	480.3087038	CHEBI:16587	HMDB0030180	
BASm0000674	all-trans-undecaprenol				CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CO	C55H90O	InChI=1S/C55H90O/c1-45(2)23-13-24-46(3)25-14-26-47(4)27-15-28-48(5)29-16-30-49(6)31-17-32-50(7)33-18-34-51(8)35-19-36-52(9)37-20-38-53(10)39-21-40-54(11)41-22-42-55(12)43-44-56/h23,25,27,29,31,33,35,37,39,41,43,56H,13-22,24,26,28,30,32,34,36,38,40,42,44H2,1-12H3/b46-25+,47-27+,48-29-,49-31-,50-33-,51-35-,52-37-,53-39-,54-41-,55-43-	TXKJNHBRVLCYFX-NTDVEAECSA-N	766.6991675	CHEBI:16591		
BASm0000675	(S)-canadine		522-97-4		COc1ccc2c(c1OC)CN1CCc3cc4c(cc3[C@@H]1C2)OCO4	C20H21NO4	InChI=1S/C20H21NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,8-9,16H,5-7,10-11H2,1-2H3	VZTUIEROBZXUFA-UHFFFAOYSA-N		CHEBI:16592		
BASm0000676	1,1-dichloro-2,2-bis(4-chlorophenyl)ethylene				ClC(Cl)=C(c1ccc(Cl)cc1)c1ccc(Cl)cc1	C14H8Cl4	InChI=1S/C14H8Cl4/c15-11-5-1-9(2-6-11)13(14(17)18)10-3-7-12(16)8-4-10/h1-8H	UCNVFOCBFJOQAL-UHFFFAOYSA-N	315.9380111	CHEBI:16598	HMDB0304759	
BASm0000677	trichloroethene	Trichloroethylene is a solvent and extractive in the manufacture of foods. One recent review of the epidemiology of kidney cancer rated cigarette smoking and obesity as more important risk factors for kidney cancer than exposure to solvents such as trichloroethylene. In contrast, the most recent overall assessment of human health risks associated with trichloroethylene states, "[t]here is concordance between animal and human studies, which supports the conclusion that trichloroethylene is a potential kidney carcinogen". The evidence appears to be less certain at this time regarding the relationship between humans and liver cancer observed in mice, with the NAS suggesting that low-level exposure might not represent a significant liver cancer risk in the general population. The chemical compound trichloroethylene is a chlorinated hydrocarbon commonly used as an industrial solvent. It is a clear non-flammable liquid with a sweet smell. The first known report of TCE in groundwater was given in 1949 by two English public chemists who described two separate instances of well contamination by industrial releases of TCE. Based on available federal and state surveys, between 9% to 34% of the drinking water supply sources tested in the U.S. may have some TCE contamination, though EPA has reported that most water supplies are in compliance with the Maximum Contaminant Level (MCL) of 5 ppb. In addition, a growing concern in recent years at sites with TCE contamination in soil or groundwater has been vapor intrusion in buildings, which has resulted in indoor air exposures, such is in a recent case in the McCook Field Neighborhood of Dayton, Ohio. Trichloroethylene has been detected in 852 Superfund sites across the United States, according to the Agency for Toxic Substances and Disease Registry (ATSDR). Under the Safe Drinking Water Act of 1974, and as amended annual water quality testing is required for all public drinking water distributors. The EPA'S current guidelines for TCE can be found here. It should be noted that the EPA's table of "TCE Releases to Ground" is dated 1987 to 1993, thereby omitting one of the largest Superfund Cleanup sites in the nation, the NIBW in Scottsdale, Arizona. The TCE "released" here occurred prior to its appearance in the municipal drinking wells in 1982. This reaction can be catalyzed by a variety of substances. The most commonly used catalyst is a mixture of potassium chloride and aluminum chloride. However, various forms of porous carbon can also be used. This reaction produces tetrachloroethylene as a byproduct, and depending on the amount of chlorine fed to the reaction, tetrachloroethylene can even be the major product. Typically, trichloroethylene and tetrachloroethylene are collected together and then separated by distillation.Trichloroethylene: Parkinsonism and complex 1 mitochondrial neurotoxicity). Trichloroethylene is an effective solvent for a variety of organic materials	1979-01-06		ClC=C(Cl)Cl	C2HCl3	InChI=1S/C2HCl3/c3-1-2(4)5/h1H	XSTXAVWGXDQKEL-UHFFFAOYSA-N	129.9143832	CHEBI:16602	HMDB0029593	
BASm0000678	allyl alcohol	Allyl alcohol is found in onion-family vegetables. Allyl alcohol is present in garlic (Allium sativum).Allyl alcohol is an organic compound with the structural formula CH2=CHCH2OH. Like many alcohols, it is a water soluble, colourless liquid, but it is more toxic than typical small alcohols. Allyl alcohol is used as a raw material for the production of glycerol, but is used as a precursor to many specialized compounds. Allyl alcohol is the smallest representative of the allylic alcohols. (Wikipedia	107-18-6		C=CCO	C3H6O	InChI=1S/C3H6O/c1-2-3-4/h2,4H,1,3H2	XXROGKLTLUQVRX-UHFFFAOYSA-N	58.04186481	CHEBI:16605	HMDB0031652	
BASm0000679	4-aminoimidazole	Because of its ability to mimic a low energy status of the cell, the cell-permeable nucleoside 5-aminoimidazole-4-carboxamide (AICA) riboside was proposed as an antineoplastic agent switching off major energy-consuming processes associated with the malignant phenotype (lipid production, DNA synthesis, cell proliferation, cell migration, etc.). Key to the antineoplastic action of AICA riboside is its conversion to ZMP, an AMP mimetic that at high concentrations activates the AMP-activated protein kinase (AMPK). (PMID: 16985054).	4919-03-03		Nc1c[nH]cn1	C3H5N3	InChI=1S/C3H5N3/c4-3-1-5-2-6-3/h1-2H,4H2,(H,5,6)	QRZMXADUXZADTF-UHFFFAOYSA-N	83.04834718	CHEBI:16607	HMDB0003929	
BASm0000680	5alpha-cholest-8-en-3beta-ol	5alpha-Cholest-8-en-3beta-ol, also known as zymostenol, is a normal human metabolite and an intermediate of cholesterol synthesis. The concentrations of zymostenol are higher, both in the serum and bile of patients with cerebrotendinous xanthomatosis, compared to controls or in patients with cerebrotendinous xanthomatosis treated with chenodeoxycholic acid. Kidney transplant recipients had lower serum zymostenol when compared to controls. During consumption of plant stanol ester spread by hypercholesterolemic children, plant sterols in the plasma decreased and cholesterol precursor sterols such as zymostenol increased (PMID: 15736111, 16709621, 16477216, 12756385).	566-97-2		CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C[C@@H]1CC3	C27H46O	InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-21,23-24,28H,6-17H2,1-5H3/t19-,20+,21+,23-,24+,26+,27-/m1/s1	QETLKNDKQOXZRP-XTGBIJOFSA-N	386.3548661	CHEBI:16608	HMDB0006841	
BASm0000681	2-dehydro-D-glucose			Expected Solid	O=C1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O	C6H10O6	InChI=1S/C6H10O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-4,6-9,11H,1H2/t2-,3-,4+,6-/m1/s1	FYWIDDXZIOQEQU-KAQMDTKVSA-N	178.0477381	CHEBI:16609		MMDBc0054163
BASm0000682	biotin amide	The enzyme biotinidase (EC-Number 3.5.1.12 ) is involved in the recycling of the vitamin biotin, cleaving D-biotinylamides and esters, in a reaction including biotin amide and water. (PMID 1719240, 171927). Late-onset multiple carboxylase deficiency (MCD) with biotinidase deficiency is caused by mutation in the biotinidase gene. MCD is an autosomal recessive metabolic disorder characterized primarily by cutaneous and neurologic abnormalities. Symptoms result from the patient's inability to reutilize biotin, a necessary nutrient. (OMIM 253260).	6929-42-6		NC(=O)CCCC[C@@H]1SC[C@@H]2NC(=O)N[C@@H]21	C10H17N3O2S	InChI=1S/C10H17N3O2S/c11-8(14)4-2-1-3-7-9-6(5-16-7)12-10(15)13-9/h6-7,9H,1-5H2,(H2,11,14)(H2,12,13,15)/t6-,7-,9-/m1/s1	XFLVBMBRLSCJAI-ZXFLCMHBSA-N	243.1041475	CHEBI:16615	HMDB0001458	
BASm0000683	2-methylpropanal O-methyloxime	An oxime O-ether that is 2-methylpropan-1-imine substituted by a methoxy group at the nitrogen atom.			CON=CC(C)C		InChI=1S/C5H11NO/c1-5(2)4-6-7-3/h4-5H,1-3H3	BWDHKWDASNPZLC-UHFFFAOYSA-N		CHEBI:16616		
BASm0000684	(2E,6E)-farnesol	Farnesol is a signaling molecule that is derived from farnesyl diphosphate, an intermediate in the isoprenoid/cholesterol biosynthetic pathway. Farnesol is a 15 carbon isoprenoid alcohol is the corresponding dephosphorylated form of the isoprenoid farnesyl diphosphate. Farnesol has a potential role in controlling the degradation of 3-hydroxy-3-methylglutaryl coenzyme A (HMGCoA) reductase (EC 1.1.1.34, NADPH-hydroxymethylglutaryl-CoA reductase). The enzyme is stabilized under conditions of cellular sterol depletion (e.g. statin-treated cells) and rapidly degraded in sterol-loaded cells. In mammalian cells, this enhanced degradation is dependent on the presence of both a sterol and a non-sterol derived from the isoprenoid pathway; farnesol, the dephosphorylated form of farnesyl diphosphate, can function as the non-sterol component. Farnesol has been shown to activate the farnesoid receptor (FXR), a nuclear receptor that forms a functional heterodimer with RXR. Thus, dephosphorylation of farnesyl diphosphate, an intermediate in the cholesterol synthetic pathway, might produce an active ligand for the FXR:RXR heterodimer. The physiological ligand for FXR remains to be identified; farnesol, may simply mimic the unidentified natural ligand(s). In addition, exogenous farnesol have an effect on several other physiological processes, including inhibition of phosphatidylcholine biosynthesis, induction of apoptosis, inhibition of cell cycle progression and actin cytoskeletal disorganization. Farnesol cellular availability is an important determinant of vascular tone in animals and humans, and provides a basis for exploring farnesyl metabolism in humans with compromised vascular function as well as for using farnesyl analogues as regulators of arterial tone in vivo. A possible metabolic fate for farnesol is its conversion to farnesoic acid, and then to farnesol-derived dicarboxylic acids (FDDCAs) which would then be excreted in the urine. Farnesol can also be oxidized to a prenyl aldehyde, presumably by an alcohol dehydrogenase (ADH), and that this activity resides in the mitochondrial and peroxisomal. Liver Endoplasmic reticulum and peroxisomal fractions are able to phosphorylate farnesol to Farnesyl diphosphate in a Cytosine triphosphate dependent fashion. (PMID: 9812197, 8636420, 9083051, 9015362). Prenol is polymerized by dehydration reactions; when there are at least four isoprene units (n in the above formula is greater than or equal to four), the polymer is called a polyprenol. Polyprenols can contain up to 100 isoprene units (n=100) linked end to end with the hydroxyl group (-OH) remaining at the end. These isoprenoid alcohols are also called terpenols These isoprenoid alcohols are important in the acylation of proteins, carotenoids, and fat-soluble vitamins A, E and K. They are also building blocks for plant oils such as farnesol and geraniol. Prenol is also a building block of cholesterol (built from six isoprene units), and thus of all steroids. Prenol has sedative properities, it is probably GABA receptor allosteric modulator.When the isoprene unit attached to the alcohol is saturated, the compound is referred to as a dolichol. Dolichols are important as glycosyl carriers in the synthesis of polysaccharides.(Wikipedia).	4602-84-0		CC(C)=CCC/C(C)=C/CC/C(C)=C/CO	C15H26O	InChI=1S/C15H26O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11,16H,5-6,8,10,12H2,1-4H3/b14-9+,15-11+	CRDAMVZIKSXKFV-YFVJMOTDSA-N	222.1983655	CHEBI:16619	HMDB0004305	
BASm0000685	3-dehydroshikimate	A monocarboxylic acid anion that is the conjugate base of 3-dehydroshikimic acid, arising from deprotonation of the carboxy group.			O=C([O-])C1=CC(=O)[C@@H](O)[C@H](O)C1	C7H7O5	InChI=1S/C7H8O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,5-6,9-10H,2H2,(H,11,12)/p-1/t5-,6-/m1/s1	SLWWJZMPHJJOPH-PHDIDXHHSA-M		CHEBI:16630		
BASm0000686	vanillate			Expected Solid	COc1cc(C(=O)[O-])ccc1O	C8H7O4	InChI=1S/C8H8O4/c1-12-7-4-5(8(10)11)2-3-6(7)9/h2-4,9H,1H3,(H,10,11)/p-1	WKOLLVMJNQIZCI-UHFFFAOYSA-M	167.0344337	CHEBI:16632		MMDBc0054270
BASm0000687	raffinose	Raffinose is a complex carbohydrate. It is a trisaccharide composed of galactose, fructose, and glucose. It can be found in beans, cabbage, brussels sprouts, broccoli, asparagus, other vegetables, and whole grains. Raffinose is hydrolyzed to D-galactose and sucrose by D-galactosidase (D-GAL). D-GAL also hydrolyzes other D-galactosides such as stachyose, verbascose, and galactinol [1-O-(D-galactosyl)-myoinositol], if present. The enzyme does not cleave linked galactose, as in lactose. Raffinose is also known as melitose and may be thought of as galactose and sucrose connected via an alpha(1->6) glycosidic linkage. Thus, raffinose can be broken down into galactose and sucrose via the enzyme alpha-galactosidase. Human intestines do not contain this enzyme. Raffinose is a trisaccharide occurring in Australian manna (from Eucalyptus spp, Myrtaceae) and in cottonseed meal.	512-69-6		OC[C@H]1O[C@@](CO)(O[C@H]2O[C@H](CO[C@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O	C18H32O16	InChI=1S/C18H32O16/c19-1-5-8(22)11(25)13(27)16(31-5)30-3-7-9(23)12(26)14(28)17(32-7)34-18(4-21)15(29)10(24)6(2-20)33-18/h5-17,19-29H,1-4H2/t5-,6-,7-,8+,9-,10-,11+,12+,13-,14-,15+,16+,17-,18+/m1/s1	MUPFEKGTMRGPLJ-ZQSKZDJDSA-N	504.169035	CHEBI:16634	HMDB0003213	
BASm0000688	3-methylbutanal	Iso-Valeraldehyde, also known as isoamyl aldehyde or 3-methyl-butanal, belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group. Iso-Valeraldehyde exists in all eukaryotes, ranging from yeast to humans. Iso-Valeraldehyde is an aldehydic, chocolate, and ethereal tasting compound. Iso-Valeraldehyde is found, on average, in the highest concentration within a few different foods, such as milk (cow), beers, and taco and in a lower concentration in kohlrabis, corns, and tortilla. Iso-Valeraldehyde has also been detected, but not quantified, in several different foods, such as muskmelons, highbush blueberries, fenugreeks, hazelnuts, and dills. This could make iso-valeraldehyde a potential biomarker for the consumption of these foods. A methylbutanal that is butanal substituted by a methyl group at position 3. Iso-Valeraldehyde, with regard to humans, has been found to be associated with several diseases such as ulcerative colitis, crohn's disease, perillyl alcohol administration for cancer treatment, and hepatic encephalopathy; iso-valeraldehyde has also been linked to the inborn metabolic disorder celiac disease.	590-86-3		CC(C)CC=O	C5H10O	InChI=1S/C5H10O/c1-5(2)3-4-6/h4-5H,3H2,1-2H3	YGHRJJRRZDOVPD-UHFFFAOYSA-N	86.07316494	CHEBI:16638	HMDB0006478	
BASm0000689	4-methoxybenzoate			Expected Solid	COC1=CC=C(C=C1)C([O-])=O	C8H7O3	InChI=1S/C8H8O3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3,(H,9,10)/p-1	ZEYHEAKUIGZSGI-UHFFFAOYSA-M	151.0400677	CHEBI:16639		MMDBc0054274
BASm0000690	ethyl (R)-3-hydroxyhexanoate	Ethyl (±)-3-hydroxyhexanoate is found in alcoholic beverages. Ethyl (±)-3-hydroxyhexanoate is a food flavourant. Ethyl (±)-3-hydroxyhexanoate is present in cognac, Scotch whisky, orange juice and peel, grapefruit, pineapple, purple passion fruit and other fruit	2305-25-1	Expected Solid	CCC[C@@H](O)CC(=O)OCC	C8H16O3	InChI=1S/C8H16O3/c1-3-5-7(9)6-8(10)11-4-2/h7,9H,3-6H2,1-2H3	LYRIITRHDCNUHV-UHFFFAOYSA-N	160.1099444	CHEBI:16641	HMDB0031509	MMDBc0033404
BASm0000691	(S)-lactate	L-Lactate is also known as (+)-Lactate or L(+)-Lactic acid.  L-Lactate is considered to be soluble (in water) and acidic			C[C@H](O)C([O-])=O	C3H5O3	InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/p-1/t2-/m0/s1	JVTAAEKCZFNVCJ-REOHCLBHSA-M	89.02386903	CHEBI:16651	HMDB0062492	
BASm0000692	cycloeucalenol			Expected Solid	[H][C@@]1(CC[C@@]2(C)[C@]3([H])CC[C@@]4([H])[C@H](C)[C@@H](O)CC[C@@]44C[C@@]34CC[C@]12C)[C@H](C)CCC(=C)C(C)C	C30H50O	InChI=1S/C30H50O/c1-19(2)20(3)8-9-21(4)23-12-14-28(7)26-11-10-24-22(5)25(31)13-15-29(24)18-30(26,29)17-16-27(23,28)6/h19,21-26,31H,3,8-18H2,1-2,4-7H3/t21-,22+,23-,24+,25+,26+,27-,28+,29-,30+/m1/s1	HUNLTIZKNQDZEI-PGFZVWMDSA-N	426.3861662	CHEBI:16653		MMDBc0052979
BASm0000694	(R)-glycerate	Glyceric acid is a colourless syrupy acid, obtained from oxidation of glycerol. It is a compound that is secreted excessively in the urine by patients suffering from D-glyceric aciduria, an inborn error of metabolism, and D-glycerate anemia. Deficiency of human glycerate kinase leads to D-glycerate acidemia/D-glyceric aciduria. Symptoms of the disease include progressive neurological impairment, hypotonia, seizures, failure to thrive, and metabolic acidosis. At sufficiently high levels, glyceric acid can act as an acidogen and a metabotoxin. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Glyceric acid is an organic acid. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart abnormalities, seizures, coma, and possibly death. These are also the characteristic symptoms of untreated glyceric aciduria. Many affected children with organic acidemias experience intellectual disability or delayed development. In adults, acidosis or acidemia is characterized by headaches, confusion, feeling tired, tremors, sleepiness, and seizures. Elevated values may also be due to microbial sources such as yeast (Aspergillus, Penicillium, probably Candida) or due to dietary sources containing glycerol (glycerine). Glyceric acid is isolated from various plants (e.g. brassicas, pulses, and Vicia faba).	473-81-4		O=C([O-])[C@H](O)CO	C3H6O4	InChI=1S/C3H6O4/c4-1-2(5)3(6)7/h2,4-5H,1H2,(H,6,7)/t2-/m1/s1	RBNPOMFGQQGHHO-UWTATZPHSA-N	106.0266087	CHEBI:16659	HMDB0000139	
BASm0000695	(S)-4-hydroxymandelonitrile	This compound belongs to the family of Benzyl Cyanides. These are organic compounds containing an acetonitrile with one hydrogen replaced by a phenyl group	71807-09-05		O[C@H](C#N)C1=CC=C(O)C=C1	C8H7NO2	InChI=1S/C8H7NO2/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,8,10-11H/t8-/m1/s1	HOOOPXDSCKBLFG-MRVPVSSYSA-N	149.0476785	CHEBI:16660	HMDB0060318	
BASm0000696	albendazole	Albendazole is only found in individuals that have used or taken this drug. It is a benzimidazole broad-spectrum anthelmintic structurally related to mebendazole that is effective against many diseases. (From Martindale, The Extra Pharmacopoeia, 30th ed, p38)Albendazole causes degenerative alterations in the tegument and intestinal cells of the worm by binding to the colchicine-sensitive site of tubulin, thus inhibiting its polymerization or assembly into microtubules. The loss of the cytoplasmic microtubules leads to impaired uptake of glucose by the larval and adult stages of the susceptible parasites, and depletes their glycogen stores. Degenerative changes in the endoplasmic reticulum, the mitochondria of the germinal layer, and the subsequent release of lysosomes result in decreased production of adenosine triphosphate (ATP), which is the energy required for the survival of the helminth. Due to diminished energy production, the parasite is immobilized and eventually dies.	54965-21-8		CCCSC1=CC2=C(C=C1)N=C(NC(=O)OC)N2	C12H15N3O2S	InChI=1S/C12H15N3O2S/c1-3-6-18-8-4-5-9-10(7-8)14-11(13-9)15-12(16)17-2/h4-5,7H,3,6H2,1-2H3,(H2,13,14,15,16)	HXHWSAZORRCQMX-UHFFFAOYSA-N	265.0884974	CHEBI:16664	HMDB0014659	
BASm0000697	4-hydroxyphenylacetonitrile	4-Hydroxybenzeneacetonitrile is found in herbs and spices. 4-Hydroxybenzeneacetonitrile is isolated from white mustard (Brassica alba) as a decomposition product of 4-Hydroxybenzyl glucosinolate <ht>KZZ54-K</ht>	14191-95-8		OC1=CC=C(CC#N)C=C1	C8H7NO	InChI=1S/C8H7NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5H2	AYKYOOPFBCOXSL-UHFFFAOYSA-N	133.0527639	CHEBI:16667	HMDB0029757	
BASm0000698	5-dehydro-2-deoxy-D-gluconate			Expected Solid	[H][C@@](O)(CC([O-])=O)[C@]([H])(O)C(=O)CO	C6H9O6	InChI=1S/C6H10O6/c7-2-4(9)6(12)3(8)1-5(10)11/h3,6-8,12H,1-2H2,(H,10,11)/p-1/t3-,6+/m1/s1	UCYNJPYWOSFBAT-CVYQJGLWSA-M	177.0404616	CHEBI:16669		MMDBc0055554
BASm0000699	2,3,6-trihydroxypyridine			Expected Solid	OC1=NC(O)=C(O)C=C1	C5H5NO3	InChI=1S/C5H5NO3/c7-3-1-2-4(8)6-5(3)9/h1-2,7H,(H2,6,8,9)	YXJHZIOEJRCYHK-UHFFFAOYSA-N	127.026943	CHEBI:16683		MMDBc0055293
BASm0000700	ecdysone			Expected Solid	[H][C@]12CC[C@]3(C)[C@H](CC[C@@]3(O)C1=CC(=O)[C@]1([H])C[C@@H](O)[C@@H](O)C[C@]21C)[C@H](C)[C@H](O)CCC(C)(C)O	C27H44O6	InChI=1S/C27H44O6/c1-15(20(28)8-9-24(2,3)32)16-7-11-27(33)18-12-21(29)19-13-22(30)23(31)14-25(19,4)17(18)6-10-26(16,27)5/h12,15-17,19-20,22-23,28,30-33H,6-11,13-14H2,1-5H3/t15-,16+,17-,19-,20+,22+,23-,25+,26+,27+/m0/s1	UPEZCKBFRMILAV-JMZLNJERSA-N	464.3137891	CHEBI:16688		MMDBc0053210
BASm0000701	aldehydo-D-apiose				OCC(O)(CO)[C@@H](O)C=O	C5H10O5	InChI=1S/C5H10O5/c6-1-4(9)5(10,2-7)3-8/h1,4,7-10H,2-3H2/t4-/m0/s1	AVGPOAXYRRIZMM-BYPYZUCNSA-N	150.0528234	CHEBI:16689		MMDBc0057106
BASm0000703	5D-(5/6)-5-C-(hydroxymethyl)-2,6-dihydroxycyclohex-2-en-1-one	A cyclic ketone comprising cyclohexen-2-one having hydroxy groups at the 2- and 6-positions and a hydroxymethyl group at the 5-position.			O=C1C(O)=CC[C@@H](CO)[C@@H]1O		InChI=1S/C7H10O4/c8-3-4-1-2-5(9)7(11)6(4)10/h2,4,6,8-10H,1,3H2/t4-,6-/m0/s1	JJEJEUFVVGEVHG-NJGYIYPDSA-N		CHEBI:16694		
BASm0000704	cyanamide				NC#N	CH2N2	InChI=1S/CH2N2/c2-1-3/h2H2	XZMCDFZZKTWFGF-UHFFFAOYSA-N	42.02179807	CHEBI:16698	HMDB0250603	
BASm0000705	2-dehydro-3-deoxy-D-arabinonate			Expected Solid	O=C([O-])C(=O)C[C@H](O)CO	C5H7O5	InChI=1S/C5H8O5/c6-2-3(7)1-4(8)5(9)10/h3,6-7H,1-2H2,(H,9,10)/p-1/t3-/m1/s1	UQIGQRSJIKIPKZ-GSVOUGTGSA-M	147.0298969	CHEBI:16699		MMDBc0055215
BASm0000706	indican	Indican is a colourless, water-soluble organic compound consisting of an indole ring conjugated to glucose. It is an indole glycoside. Its hydrolysis yields β-D-glucose and indoxyl.  Indoles are compounds which consist of a pyrrole ring fused to benzene to form 2,3-benzopyrrole.  The oxidation of indican by a mild oxidizing agent, e.g. atmospheric oxygen or CYP450 enzymes, yields indigo dye which is blue in colour. Indican is a substance occurring naturally in the urine of humans and mammals and also in blood plasma as a normal metabolite of tryptophan. Tryptophan is first converted to indole by gut bacteria. Following absorption from the gut, indole is converted to 3-hydroxyindole (indoxyl or indican) in the liver, where it is again then conjugated with sulfuric acid or glucoronic acid through normal xenobiotic metabolism pathways. It is then transported to the kidneys for excretion. In individuals affected by the blue diaper syndrome (a rare, autosomal recessive metabolic disorder characterized in infants by bluish urine-stained diapers), the patients exhibit a defect in tryptophan metabolism, leading to an increase in indican synthesis. Indican is then excreted into the urine and from there into the diaper where, upon exposure to air, it is converted to indigo blue dye due to oxidation by atmospheric oxygen. An increased urinary excretion of indican is seen in Hartnup disease from the bacterial degradation of unabsorbed tryptophan (PMID: 19967017). Hartnup disease is an autosomal recessive metabolic disorder affecting the absorption of nonpolar amino acids (particularly tryptophan), which leads to excessive bacterial fermentation of tryptophan (to indole) in the gut. Indican has also been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821). Its excretion is decreased by the presence of Lactobacillus bacteria in the gut (PMID: 6785555 ).	487-60-5		OC[C@H]1O[C@@H](OC2=CNC3=C2C=CC=C3)[C@H](O)[C@@H](O)[C@@H]1O	C14H17NO6	InChI=1S/C14H17NO6/c16-6-10-11(17)12(18)13(19)14(21-10)20-9-5-15-8-4-2-1-3-7(8)9/h1-5,10-19H,6H2/t10-,11-,12+,13-,14-/m1/s1	XVARCVCWNFACQC-RKQHYHRCSA-N	295.1055873	CHEBI:16700	HMDB0061755	
BASm0000707	uridine	Uridine, also known as beta-uridine or 1-beta-D-ribofuranosylpyrimidine-2,4(1H,3H)-dione, is a member of the class of compounds known as pyrimidine nucleosides. Pyrimidine nucleosides are compounds comprising a pyrimidine base attached to a ribosyl or deoxyribosyl moiety. More specifically, uridine is a nucleoside consisting of uracil and D-ribose and a component of RNA. Uridine is soluble (in water) and a very weakly acidic compound (based on its pKa). Uridine can be synthesized from uracil. It is one of the five standard nucleosides which make up nucleic acids, the others being adenosine, thymidine, cytidine and guanosine. The five nucleosides are commonly abbreviated to their one-letter codes U, A, T, C and G respectively. Uridine is also a parent compound for other transformation products, including but not limited to, nikkomycin Z, 3'-(enolpyruvyl)uridine 5'-monophosphate, and 5-aminomethyl-2-thiouridine. Uridine can be found in most biofluids, including urine, breast milk, cerebrospinal fluid (CSF), and blood. Within the cell, uridine is primarily located in the mitochondria, in the nucleus and the lysosome. It can also be found in the extracellular space. As an essential nucleoside, uridine exists in all living species, ranging from bacteria to humans. In humans, uridine is involved in several metabolic disorders, some of which include dhydropyrimidinase deficiency,  MNGIE (mitochondrial neurogastrointestinal encephalopathy), and beta-ureidopropionase deficiency. Moreover, uridine is found to be associated with Lesch-Nyhan syndrome, which is an inborn error of metabolism. Uridine is a nucleoside consisting of uracil and D-ribose and a component of RNA. Uridine plays a role in the glycolysis pathway of galactose. In humans there is no catabolic process to metabolize galactose. Therefore, galactose is converted to glucose and metabolized via the normal glucose metabolism pathways. More specifically, consumed galactose is converted into galactose 1-phosphate (Gal-1-P). This molecule is a substrate for the enzyme galactose-1-phosphate uridyl transferase which transfers a UDP molecule to the galactose molecule. The end result is UDP-galactose and glucose-1-phosphate. This process is continued to allow the proper glycolysis of galactose. Uridine is found in many foods (anything containing RNA) but is destroyed in the liver and gastrointestinal tract, and so no food, when consumed, has ever been reliably shown to elevate blood uridine levels. On the other hand, consumption of RNA-rich foods may lead to high levels of purines (adenine and guanosine) in blood. High levels of purines are known to increase uric acid production and may aggravate or lead to conditions such as gout.	58-96-8		OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(=O)NC1=O	C9H12N2O6	InChI=1S/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)/t4-,6-,7-,8-/m1/s1	DRTQHJPVMGBUCF-XVFCMESISA-N	244.0695361	CHEBI:16704	HMDB0000296	
BASm0000708	2-iodophenol				OC1=CC=CC=C1I	C6H5IO	InChI=1S/C6H5IO/c7-5-3-1-2-4-6(5)8/h1-4,8H	KQDJTBPASNJQFQ-UHFFFAOYSA-N	219.93851	CHEBI:16706		
BASm0000709	adenine	Adenine is a purine base. Adenine is found in both DNA and RNA. Adenine is a fundamental component of adenine nucleotides. Adenine forms adenosine, a nucleoside, when attached to ribose, and deoxyadenosine when attached to deoxyribose; it forms adenosine triphosphate (ATP), a nucleotide, when three phosphate groups are added to adenosine. Adenosine triphosphate is used in cellular metabolism as one of the basic methods of transferring chemical energy between chemical reactions. Purine inborn errors of metabolism (IEM) are serious hereditary disorders, which should be suspected in any case of neonatal fitting, failure to thrive, recurrent infections, neurological deficit, renal disease, self-mutilation and other manifestations. Investigation usually starts with uric acid (UA) determination in urine and plasma. (OMIM 300322, 229600, 603027, 232400, 232600, 232800, 201450, 220150, 232200, 162000, 164050, 278300). (PMID: 17052198, 17520339).	73-24-5		NC1=C2NC=NC2=NC=N1	C5H5N5	InChI=1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10)	GFFGJBXGBJISGV-UHFFFAOYSA-N	135.0544952	CHEBI:16708	HMDB0000034	
BASm0000710	pyridoxine	Pyridoxine, also known vitamin B6, is commonly found in food and is used as a dietary supplement. Pyridoxine is an essential nutrient, meaning the body cannot synthesize it, and it must be obtained from the diet. Sources in the diet include fruit, vegetables, and grain. Although pyridoxine and vitamin B6 are still frequently used as synonyms, especially by medical researchers, this practice is sometimes misleading (PMID: 2192605). Technically, pyridoxine is one of the compounds that can be called vitamin B6 or it is a member of the family of B6 vitamins. Healthy human blood levels of pyridoxine are 2.1 - 21.7 ng/mL. Pyridoxine is readily converted to pyridoxal phosphate which is a coenzyme for synthesis of amino acids, neurotransmitters (serotonin, norepinephrine), sphingolipids and aminolevulinic acid. Pyridoxine assists in the balancing of sodium and potassium as well as promoting red blood cell production. Therefore pyridoxine is required by the body to make amino acids, carbohydrates, and lipids. It is linked to cancer immunity and helps fight the formation of homocysteine. It has been suggested that pyridoxine might help children with learning difficulties, and may also prevent dandruff, eczema, and psoriasis. In addition, pyridoxine can help balance hormonal changes in women and aid in immune system. Lack of pyridoxine may cause anemia, nerve damage, seizures, skin problems, and sores in the mouth (Wikipedia). Deficiency of pyridoxine, though rare because of widespread distribution in foods, leads to the development of peripheral neuritis in adults and affects the central nervous system in children (DOSE - 3rd edition). As a supplement pyridoxine is used to treat and prevent pyridoxine deficiency, sideroblastic anaemia, pyridoxine-dependent epilepsy, certain metabolic disorders, problems from isoniazid, and certain types of mushroom poisoning. Pyridoxine in combination with doxylamine is used as a treatment for morning sickness in pregnant women.	65-23-6		CC1=C(O)C(CO)=C(CO)C=N1	C8H11NO3	InChI=1S/C8H11NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,10-12H,3-4H2,1H3	LXNHXLLTXMVWPM-UHFFFAOYSA-N	169.0738932	CHEBI:16709	HMDB0000239	
BASm0000711	4-hydroxy-2-butynal				O=CC#CCO		InChI=1S/C4H4O2/c5-3-1-2-4-6/h3,6H,4H2	QAPQYLWHUDXNHY-UHFFFAOYSA-N		CHEBI:16711		
BASm0000712	2-amino-4,7-dihydroxypteridine	Isoxanthopterin is a pteridine normally present in plasma, urine, and other bodily fluids also vary from normal concentrations in some disease states and also have diagnostic value. Pteridines' urinary concentrations seem to vary independently from each other and from normal values to yield a pattern of excreted pteridines that is diagnostic for different species, tissues, and tumor types. Intravenous or intramuscular administration of isoxanthopterin inhibits the growth rates of animal tumor models. Pteridin derivatives are a family of organic compound with very similar chemical structures which play an important biochemistry role. Pteridines metabolism and its regulation in normal and pathological conditions have not been extensively investigated due to the difficulty of their quantification. A significant decrease of isoxanthopterin has been determined in cancer patients. (PMID 15837549, 9800651). Xanthine dehydrogenase (XDH) is the enzymes responsible for the conversion of xanthine to uric acid. It requires the presence of the molybdenum cofactor for its proper functioning. XDH is reported to have additional functions, i.e., the conversion of pterin to isoxanthopterin, one of the steps the degradation pathway of 5,6,7,8-tetrahydrobiopterin (BH4). Isoxanthopterin is very low in some cases of hereditary xanthinuria (OMIM 278300) and molybdenum cofactor deficiency (OMIM 252150). (PMID: 8812740).	529-69-1	Solid	NC1=NC(=O)C2=C(N1)NC(=O)C=N2	C6H5N5O2	InChI=1S/C6H5N5O2/c7-6-10-4-3(5(13)11-6)8-1-2(12)9-4/h1H,(H4,7,9,10,11,12,13)	GLKCOBIIZKYKFN-UHFFFAOYSA-N	179.0443244	CHEBI:16713	HMDB0000704	
BASm0000713	1,5-anhydro-D-fructose			Expected Solid	[H][C@@]1(O)C(=O)CO[C@]([H])(CO)[C@@]1([H])O	C6H10O5	InChI=1S/C6H10O5/c7-1-4-6(10)5(9)3(8)2-11-4/h4-7,9-10H,1-2H2/t4-,5-,6-/m1/s1	OCLOLUFOLJIQDC-HSUXUTPPSA-N	162.0528234	CHEBI:16715		MMDBc0054145
BASm0000714	benzene	Benzene is an organic chemical compound with the molecular formula C6H6. The benzene molecule is composed of six carbon atoms joined in a planar ring with one hydrogen atom attached to each. Because it contains only carbon and hydrogen atoms, benzene is classed as a hydrocarbon. Benzene, also known as benzol or [6]annulene, belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. Benzene is a natural constituent of crude oil and is one of the elementary petrochemicals. Due to the cyclic continuous pi bonds between the carbon atoms, benzene is classed as an aromatic hydrocarbon. It is sometimes abbreviated PhH. Benzene is a colorless and highly flammable liquid with a sweet smell, and is partially responsible for the aroma around petrol (gasoline) stations. It is used primarily as a precursor to the manufacture of chemicals with more complex structure, such as ethylbenzene and cumene, of which billions of kilograms are produced annually. Although a major industrial chemical, benzene finds limited use in consumer items because of its toxicity. Benzene is formally rated as a carcinogen (by IARC 1) and is also a potentially toxic compound. Benzene has been found to be associated with several diseases such as autism and pervasive developmental disorder not otherwise specified.	71-43-2		C1=CC=CC=C1	C6H6	InChI=1S/C6H6/c1-2-4-6-5-3-1/h1-6H	UHOVQNZJYSORNB-UHFFFAOYSA-N	78.04695019	CHEBI:16716	HMDB0001505	
BASm0000715	(R)-pantolactone	Pantolactone belongs to the class of organic compounds known as gamma-butyrolactones. gamma-Butyrolactones are compounds containing a gamma-butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.	599-04-2		CC1(C)COC(=O)[C@@H]1O	C6H10O3	InChI=1S/C6H10O3/c1-6(2)3-9-5(8)4(6)7/h4,7H,3H2,1-2H3/t4-/m0/s1	SERHXTVXHNVDKA-BYPYZUCNSA-N	130.0629942	CHEBI:16719	HMDB0059876	
BASm0000716	4-methylsulfanyl-2-oxobutanoate			Expected Solid	CSCCC(=O)C([O-])=O	C5H7O3S	InChI=1S/C5H8O3S/c1-9-3-2-4(6)5(7)8/h2-3H2,1H3,(H,7,8)/p-1	SXFSQZDSUWACKX-UHFFFAOYSA-M	147.0121388	CHEBI:16723		MMDBc0055524
BASm0000717	4-hydroxybutanoate	Gamma Hydroxybutyric Acid, commonly abbreviated GHB, is a therapeutic drug which is illegal in multiple countries. It is currently regulated in the US and sold by Jazz Pharmaceuticals under the name Xyrem. However, it is important to note that GHB is a designated Orphan drug (in 1985). Today Xyrem is a Schedule III drug. However, GHB remains a Schedule I drug and the illicit use of Xyrem falls under penalties of Schedule I. GHB is a naturally occurring substance found in the central nervous system, wine, beef, small citrus fruits and almost all other living creatures in small amounts. It is used illegally under the street names Juice, Liquid Ecstasy or simply G, either as an intoxicant, or as a date rape drug. Xyrem is a central nervous system depressant that reduces excessive daytime sleepiness and cataplexy in patients with narcolepsy.	591-81-1	Solid	OCCCC([O-])=O	C4H7O3	InChI=1S/C4H8O3/c5-3-1-2-4(6)7/h5H,1-3H2,(H,6,7)/p-1	SJZRECIVHVDYJC-UHFFFAOYSA-M	103.0395191	CHEBI:16724	HMDB0015507	
BASm0000718	3-maleylpyruvate			Expected Solid	[H]\C(=C(/[H])C(=O)CC(=O)C([O-])=O)C([O-])=O	C7H4O6	InChI=1S/C7H6O6/c8-4(1-2-6(10)11)3-5(9)7(12)13/h1-2H,3H2,(H,10,11)(H,12,13)/p-2/b2-1-	AZCFLHZUFANAOR-UPHRSURJSA-L	184.001885	CHEBI:16727		MMDBc0055388
BASm0000719	chloramphenicol 3-acetate			Expected Solid	[H][C@@](O)(C1=CC=C(C=C1)N(=O)=O)[C@@]([H])(COC(C)=O)N=C(O)C(Cl)Cl	C13H14Cl2N2O6	InChI=1S/C13H14Cl2N2O6/c1-7(18)23-6-10(16-13(20)12(14)15)11(19)8-2-4-9(5-3-8)17(21)22/h2-5,10-12,19H,6H2,1H3,(H,16,20)/t10-,11-/m1/s1	VVOIFRARHIZCJD-GHMZBOCLSA-N	364.0228916	CHEBI:16730		MMDBc0055796
BASm0000720	(E)-cinnamaldehyde	Cinnamaldehyde is the aldehyde that gives cinnamon its flavor and odor. Cinnamaldehyde occurs naturally in the bark of cinnamon trees and other species of the genus Cinnamomum like camphor and cassia. These trees are the natural source of cinnamon, and the essential oil of cinnamon bark is about 90% cinnamaldehyde. Cinnamaldehyde is also used as a fungicide. Proven effective on over 40 different crops, cinnamaldehyde is typically applied to the root systems of plants. Its low toxicity and well-known properties make it ideal for agriculture. To a lesser extent, cinnamaldehyde is an effective insecticide, and its scent is also known to repel animals like cats and dogs. Cinnamaldehyde is also known as a corrosion inhibitor for steel and other ferrous alloys in corrosive fluids. It can be used in combination with additional components such as dispersing agents, solvents and other surfactants. Concentrated cinnamaldehyde is a skin irritant, and the chemical is toxic in large doses, but no agencies suspect the compound is a carcinogen or poses a long-term health hazard. Most cinnamaldehyde is excreted in urine as cinnamic acid, an oxidized form of cinnamaldehyde.	104-55-2		O=C\C=C\C1=CC=CC=C1	C9H8O	InChI=1S/C9H8O/c10-8-4-7-9-5-2-1-3-6-9/h1-8H/b7-4+	KJPRLNWUNMBNBZ-QPJJXVBHSA-N	132.0575149	CHEBI:16731	HMDB0003441	
BASm0000721	creatinine	Creatinine or creatine anhydride is a member of the class of compounds known as imidazolidinones. Imidazolidinones are a class of 5-membered ring heterocycles structurally related to imidazole. Creatinine can also be classified as an amino acid derivative.  Creatinine arises from the production of creatine. Creatine is synthesized primarily in the liver from the methylation of guanidino acetate by S-Adenosyl methionine (SAM). Guandino acetate is synthesized in the kidney from the amino acids arginine and glycine. Creatine is then phosphorylated to become the high-energy compound known as phosphocreatine. Creatine conversion to phosphocreatine is catalyzed by the enzyme creatine kinase.  Creatinine is spontaneously formed during this reaction. In particular, the loss of a water molecule from creatine results in the formation of creatinine. Creatinine is transferred to the kidneys by blood plasma, whereupon it is eliminated from the body by glomerular filtration and partial tubular excretion. Creatinine is usually produced at a fairly constant rate by the body, which is roughly proportional to muscle mass and body size. Men are larger and generally have greater muscle mass than women, so men generally produce more creatinine than women. The typical reference range for creatinine in blood (plasma or serum) for women is about 45-90 µmol/L; for men 60-110 µmol/L. Creatinine levels in urine roughly correspond to the levels in serum with men generally producing more creatinine in their urine (7-16 mmol/L in men vs. 5-12 µmol/L in women).  Creatinine is considered a waste product and is normally eliminated in large quantities by the kidneys through urinary excretion. Inefficient kidney/glomerular filtration will lead to elevated levels of creatinine in the serum. Measuring serum creatinine is a simple test and it is the most commonly used indicator of renal function. A rise in blood creatinine levels is observed only with marked damage to functioning nephrons in the kidney. Therefore, the serum creatinine test is not ideal for detecting early kidney disease. Levels of creatinine >120 µmol/L are suggestive of kidney injury or kidney failure, which may arise during sepsis, serious kidney infections or certain viral infections (COVID-19).  Loss of kidney function can lead to the release of many pro-inflammatory compounds and uremic toxins into the blood stream, leading to further complications for those who are already ill. Other measures of kidney function involve the measurement of creatinine over sustained periods of time to determine the glomerular filtration rate (GFR) and the creatinine clearance.  Creatine and creatinine are metabolized in the kidneys, muscle, liver, and pancreas. Recent studies have suggested that creatinine can be effective at killing bacteria of many species in both the Gram positive and Gram negative as well as diverse antibiotic resistant bacterial strains (PMID: 22293916). The mechanism by which creatinine kills bacteria is not presently known although it may serve to prevent urinary tract infections. A recent report also suggests that creatinine may have immunosuppressive properties (PMID: 21575742).	60-27-5		CN1CC(=O)NC1=N	C4H7N3O	InChI=1S/C4H7N3O/c1-7-2-3(8)6-4(7)5/h2H2,1H3,(H2,5,6,8)	DDRJAANPRJIHGJ-UHFFFAOYSA-N	113.0589119	CHEBI:16737	HMDB0000562	
BASm0000722	2,4-dichlorophenol	2,4-Dichlorophenol is a chlorinated organic chemical due to environmental exposure, that can be detected in breast milk. The free species of phenols and chlorinated organic appear to be most prevalent in milk. (PMID 16377264 ).	120-83-2		OC1=CC=C(Cl)C=C1Cl	C6H4Cl2O	InChI=1S/C6H4Cl2O/c7-4-1-2-6(9)5(8)3-4/h1-3,9H	HFZWRUODUSTPEG-UHFFFAOYSA-N	161.9639202	CHEBI:16738	HMDB0004811	
BASm0000723	2-furoate	Furoic acid is a metabolite that appears in the urine of workers occupationally exposed to furfural and is a marker of exposure to this compound. Furfural is a heterocyclic aldehyde that is commonly used as a solvent in industry. It is readily absorbed into the body via the lungs and has significant skin absorption. Furfural is an irritant of the eyes, mucous membranes, and skin and is a central nervous system depressant. Furfural as a confirmed animal carcinogen with unknown relevance to humans (It has been suggested that is a substance that produces hepatic cirrhosis). Once in the body, furfural is metabolized rapidly via oxidation to the metabolite furoic acid, which is then conjugated with glycine and excreted in the urine in both free and conjugated forms. (PMID: 3751566, 4630229, 12587683). 2-Furoic acid is a biomarker for the consumption of beer	88-14-2	Solid	[O-]C(=O)C1=CC=CO1	C5H3O3	InChI=1S/C5H4O3/c6-5(7)4-2-1-3-8-4/h1-3H,(H,6,7)/p-1	SMNDYUVBFMFKNZ-UHFFFAOYSA-M	111.0087675	CHEBI:16739	HMDB0000617	
BASm0000724	pregna-4,9(11)-diene-3,20-dione				CC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)C3=CC[C@]12C		InChI=1S/C21H28O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h9,12,16-18H,4-8,10-11H2,1-3H3/t16-,17+,18-,20-,21+/m0/s1	LCXMRSLFWMMCAS-WRJHFWDFSA-N		CHEBI:16744		
BASm0000725	1,2,3,5-tetrahydroxybenzene	Benzene-1,2,3,5-tetrol is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3-phenyl-1-(2,3,4,6-tetrahydroxyphenyl)prop-2-en-1-one. It is generated by unspecified-gutmicro enzyme via a keto-hydrolysis-pattern5 reaction. This keto-hydrolysis-pattern5 occurs in human gut microbiota.			OC1=CC(O)=C(O)C(O)=C1	C6H6O4	InChI=1S/C6H6O4/c7-3-1-4(8)6(10)5(9)2-3/h1-2,7-10H	RDJUHLUBPADHNP-UHFFFAOYSA-N	142.0266087	CHEBI:16746	HMDB0125218	
BASm0000726	guanosine	Guanosine (G), also known as 2-amino-inosine, belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl sugar moiety. Guanosine consists of a guanine base attached to a ribose (ribofuranose) ring via a beta-N9-glycosidic bond. Guanosine is a white, crystalline powder with no odor and mild saline taste. It is very soluble in acetic acid, and slightly soluble in water, but insoluble in ethanol, diethyl ether, benzene, and chloroform. Guanosine exists in all living species, ranging from bacteria to plants to humans. High levels of guanosine can be found in clovers, coffee plants, and the pollen of pines. It has been detected, but not quantified in, several different foods, such as leeks, garlic, chicory roots, green bell peppers, and black-eyed peas. Guanosine plays an important role in various biochemical processes including the synthesis of nucleic acids such as RNA and intracellular signal transduction (cGMP). The antiviral drug acyclovir, often used in herpes treatment, and the anti-HIV drug abacavir, are both structurally similar to guanosine. Guanosine can be phosphorylated to become guanosine monophosphate (GMP), cyclic guanosine monophosphate (cGMP), guanosine diphosphate (GDP), and guanosine triphosphate (GTP). In humans, guanosine is involved in intracellular signalling through the adenosine receptors A1R and A2AR (PMID: 31847113). Evidence from rodent and cell models has shown a number of important neurotrophic and neuroprotective effects of guanosine. In particular, it is effective in preventing deleterious consequences of seizures, spinal cord injury, pain, mood disorders and aging-related diseases, such as ischemia, Parkinson’s and Alzheimer’s diseases (PMID: 27699087). Studies with rodent models of Parkinson’s disease have shown that guanosine decreases neuronal apoptotic cell death and increases dopaminergic neurons at substantia nigra pars compacta, accompanied by an improvement of motor symptoms in Parkinson’s disease (i.e. a reduction of bradykinesia). Guanosine promotes neurite arborization, outgrowth, proliferation and differentiation. Systemic administration of guanosine for eight weeks (8 mg/kg) has been shown to stimulate neuroprogenitors proliferation in the subventricular zone (SVZ) in a mouse model of Parkinsonism (PMID: 27699087). The effect of guanosine treatment is accompanied by an increased number of fibroblast growth factor (FGF-2)-positive cells which is an important regulator of neuroprogenitor/stem cell proliferation, survival and differentiation (PMID: 27699087). Guanosine prevents reactive oxygen species (ROS) generation and cell death in hippocampal slices subjected to the oxygen/glucose deprivation (PMID: 31847113).	118-00-3		NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N1	C10H13N5O5	InChI=1S/C10H13N5O5/c11-10-13-7-4(8(19)14-10)12-2-15(7)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)/t3-,5-,6-,9-/m1/s1	NYHBQMYGNKIUIF-UUOKFMHZSA-N	283.0916686	CHEBI:16750	HMDB0000133	
BASm0000727	inulobiose				OC[C@H]1OC(O)(CO[C@]2(CO)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@@H](O)[C@@H]1O	C12H22O11	InChI=1S/C12H22O11/c13-1-5-7(16)9(18)11(20,22-5)4-21-12(3-15)10(19)8(17)6(2-14)23-12/h5-10,13-20H,1-4H2/t5-,6-,7-,8-,9+,10+,11?,12-/m1/s1	WOHYVFWWTVNXTP-QPEGTHMASA-N	342.1162115	CHEBI:16751		
BASm0000728	(R)-pantetheine	Pantetheine is the mercaptoethyl conjugated amide analogue of pantothenic acid (Vitamin B5). The dimer of this compound, pantethine is more commonly known, and is considered to be a more potent form of vitamin B5 than pantothenic acid. Pantetheine is an intermediate in the production of Coenzyme A by the body. An intermediate in the pathway of coenzyme A formation in mammalian liver and some microorganisms.	496-65-1		CC(C)(CO)[C@@H](O)C(=O)NCCC(=O)NCCS	C11H22N2O4S	InChI=1S/C11H22N2O4S/c1-11(2,7-14)9(16)10(17)13-4-3-8(15)12-5-6-18/h9,14,16,18H,3-7H2,1-2H3,(H,12,15)(H,13,17)/t9-/m0/s1	ZNXZGRMVNNHPCA-VIFPVBQESA-N	278.1300279	CHEBI:16753	HMDB0003426	
BASm0000729	phenanthrene-3,4-diol				OC1=C(O)C2=C(C=C1)C=CC1=C2C=CC=C1	C14H10O2	InChI=1S/C14H10O2/c15-12-8-7-10-6-5-9-3-1-2-4-11(9)13(10)14(12)16/h1-8,15-16H	RLZZZVKAURTHCP-UHFFFAOYSA-N	210.0680796	CHEBI:16760	HMDB0254894	
BASm0000730	2-oxobutanoate	2-Ketobutyric acid, also known as alpha-ketobutyrate or 2-oxobutyrate, belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms. 2-Ketobutyric acid is a substance that is involved in the metabolism of many amino acids (glycine, methionine, valine, leucine, serine, threonine, isoleucine) as well as propanoate metabolism and C-5 branched dibasic acid metabolism. It is also one of the degradation products of threonine. It can be converted into propionyl-CoA (and subsequently methylmalonyl CoA, which can be converted into succinyl CoA, a citric acid cycle intermediate), and thus enter the citric acid cycle. More specifically, 2-ketobutyric acid is a product of the lysis of cystathionine.	600-18-0		CCC(=O)C([O-])=O	C4H5O3	InChI=1S/C4H6O3/c1-2-3(5)4(6)7/h2H2,1H3,(H,6,7)/p-1	TYEYBOSBBBHJIV-UHFFFAOYSA-M	101.023869	CHEBI:16763	HMDB0000005	
BASm0000731	3,4-dichloroaniline				NC1=CC(Cl)=C(Cl)C=C1	C6H5Cl2N	InChI=1S/C6H5Cl2N/c7-5-2-1-4(9)3-6(5)8/h1-3H,9H2	SDYWXFYBZPNOFX-UHFFFAOYSA-N	160.9799046	CHEBI:16767	HMDB0246025	
BASm0000732	mycothiol				CC(=O)N[C@@H](CS)C(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O	C17H30N2O12S	InChI=1S/C17H30N2O12S/c1-4(21)18-5(3-32)16(29)19-7-9(23)8(22)6(2-20)30-17(7)31-15-13(27)11(25)10(24)12(26)14(15)28/h5-15,17,20,22-28,32H,2-3H2,1H3,(H,18,21)(H,19,29)/t5-,6+,7+,8+,9+,10-,11-,12+,13+,14+,15-,17+/m0/s1	MQBCDKMPXVYCGO-FQBKTPCVSA-N	486.1519456	CHEBI:16768		
BASm0000733	2-oxoglutaramate	deaminated metabolite of glutamine in csf of patients with hepatic coma; intermediate in the detoxification of ammonia in brain; structure.	18465-19-5	Solid	NC(=O)CCC(=O)C(=O)[O-]	C5H7NO4	InChI=1S/C5H7NO4/c6-4(8)2-1-3(7)5(9)10/h1-2H2,(H2,6,8)(H,9,10)	COJBGNAUUSNXHX-UHFFFAOYSA-N	145.0375077	CHEBI:16769	HMDB0001552	
BASm0000734	(2Z,6E)-farnesol	(Z)-Farnesol belongs to the family of Sesquiterpenes. These are terpenes with three consecutive isoprene units			CC(C)=CCC\C(C)=C\CC\C(C)=C/CO	C15H26O	InChI=1S/C15H26O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11,16H,5-6,8,10,12H2,1-4H3/b14-9+,15-11-	CRDAMVZIKSXKFV-PVMFERMNSA-N	222.1983655	CHEBI:16774	HMDB0059849	
BASm0000735	(S)-2-hydroxyglutarate	L-2-Hydroxyglutaric acid is a metabolite that accumulates in L-2-hydroxyglutaric aciduria, which is a neurometabolic disorder (OMIM: 236792), and has been reported in multiple patients who have a clinical phenotype of progressive neurodegeneration with extrapyramidal and cerebellar signs, seizures, and spongiform changes in the white matter (OMIM: 600721). In humans, 2-hydroxyglutarate is formed by a hydroxyacid-oxoacid transhydrogenase whereas in bacteria it is formed by a 2-hydroxyglutarate synthase. L-2-Hydroxyglutaric acid can be converted to alpha-ketoglutaric acid through the action of 2-hydroxyglutarate dehydrogenase (EC 1.1.99.2). In humans, there are two such enzymes (D2HGDH and L2HGDH). Both the D and L stereoisomers of hydroxyglutaric acid are found in body fluids. L-2-Hydroxyglutaric acid can also be produced via gain-of-function mutations in the cytosolic and mitochondrial isoforms of isocitrate dehydrogenase (IDH). IDH is part of the TCA cycle and this compound is generated in high abundance when IDH is mutated. Since L-2-hydroxyglutaric acid is sufficiently similar in structure to 2-oxoglutarate (2OG), it is able to inhibit a range of 2OG-dependent dioxygenases, including histone lysine demethylases (KDMs) and members of the ten-eleven translocation (TET) family of 5-methylcytosine (5mC) hydroxylases. This inhibitory effect leads to alterations in the hypoxia-inducible factor (HIF)-mediated hypoxic response and alterations in gene expression through global epigenetic remodeling. The net effect is that L-2-hydroxyglutaric acid causes a cascading effect that leads genetic perturbations and malignant transformation. Depending on the circumstances, L-2-hydroxyglutaric acid can function as an oncometabolite, a neurotoxin, an acidogen, and a metabotoxin. An oncometabolite is a compound that promotes tumour growth and survival. A neurotoxin is compound that is toxic to neurons or neural tissue. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels.  As an oncometabolite, L-2-hydroxyglutaric acid is a competitive inhibitor of multiple alpha-ketoglutarate-dependent dioxygenases, including histone demethylases and the TET family of 5mC hydroxylases. As a result, high levels of 2-hydroxyglutarate lead to genome-wide histone and DNA methylation alterations, which in turn lead to mutations that ultimately cause cancer (PMID: 29038145). As a neurotoxin, L-2-hydroxyglutaric acid mediates its neurotoxicity through activation of N-methyl-D-aspartate receptors. L-2-Hydroxyglutaric acid is structurally similar to the excitatory amino acid glutamate and stimulates neurodegeneration by mechanisms similar to glutamate, NMDA, or mitochondrial toxins (PMID: 12153528). As an acidogen, L-2-hydroxyglutaric acid is classified as an alpha hydroxy acid belonging to the general class of compounds known as organic acids. Chronically high levels of L-2-hydroxyglutaric acid are characteristic of the inborn error of metabolism called L-2-hydroxyglutaric aciduria. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart abnormalities, kidney abnormalities, liver damage, seizures, coma, and possibly death. These are the symptoms typical of untreated L-2-hydroxyglutaric aciduria. Many affected children with organic acidemias experience intellectual disability or delayed development. In adults, acidosis or acidemia is characterized by headaches, confusion, feeling tired, tremors, sleepiness, and seizures.	13095-48-2	Solid	O=C([O-])CC[C@H](O)C(=O)[O-]	C5H8O5	InChI=1S/C5H8O5/c6-3(5(9)10)1-2-4(7)8/h3,6H,1-2H2,(H,7,8)(H,9,10)/t3-/m0/s1	HWXBTNAVRSUOJR-VKHMYHEASA-N	148.0371734	CHEBI:16782	HMDB0000694	
BASm0000736	6beta-hydroxyestradiol-17beta				C[C@]12CC[C@@H]3c4ccc(O)cc4[C@H](O)C[C@H]3[C@@H]1CC[C@@H]2O	C18H24O3	InChI=1S/C18H24O3/c1-18-7-6-12-11-3-2-10(19)8-14(11)16(20)9-13(12)15(18)4-5-17(18)21/h2-3,8,12-13,15-17,19-21H,4-7,9H2,1H3/t12-,13-,15+,16?,17?,18+/m1/s1	QZZRQURPSRWTLG-UCFOWDISSA-N	288.1725446	CHEBI:16784	HMDB0155475	
BASm0000737	(3R)-vestitone	Vestitone is found in green vegetables. Vestitone is isolated from Trifolium repens (white clover	57462-46-1		[H][C@]1(COC2=C(C=CC(O)=C2)C1=O)C1=C(O)C=C(OC)C=C1	C16H14O5	InChI=1S/C16H14O5/c1-20-10-3-5-11(14(18)7-10)13-8-21-15-6-9(17)2-4-12(15)16(13)19/h2-7,13,17-18H,8H2,1H3/t13-/m0/s1	WQCJOKYOIJVEFN-ZDUSSCGKSA-N	286.0841236	CHEBI:16786	HMDB0031620	
BASm0000738	D-lyxose		1114-34-7	Expected Solid	[H][C@@](O)(CO)[C@]([H])(O)[C@]([H])(O)C=O	C5H10O5	InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h1,3-5,7-10H,2H2/t3-,4-,5-/m1/s1	PYMYPHUHKUWMLA-UOWFLXDJSA-N	150.0528234	CHEBI:16789		MMDBc0000285
BASm0000739	vinorine				C/C=C1/CN2[C@H]3C[C@@H]1C1[C@@H](OC(C)=O)[C@@]4(C[C@@H]12)C3=Nc1ccccc14		InChI=1S/C21H22N2O2/c1-3-12-10-23-16-8-13(12)18-17(23)9-21(20(18)25-11(2)24)14-6-4-5-7-15(14)22-19(16)21/h3-7,13,16-18,20H,8-10H2,1-2H3/b12-3-/t13-,16-,17-,18?,20+,21+/m0/s1	CLDVMRAEPFQOSD-WEOXKLFPSA-N		CHEBI:16791		
BASm0000740	firefly oxyluciferin			solid	O=C1CSC(c2nc3ccc(O)cc3s2)=N1	C10H6N2O2S2	InChI=1S/C10H6N2O2S2/c13-5-1-2-6-7(3-5)16-10(11-6)9-12-8(14)4-15-9/h1-3,13H,4H2	JJVOROULKOMTKG-UHFFFAOYSA-N	249.9870688	CHEBI:16792		
BASm0000741	Hg(2+)	Mercury is a metal that is a liquid at room temperature. Mercury has a long and interesting history deriving from its use in medicine and industry, with the resultant toxicity produced. In high enough doses, all forms of mercury can produce toxicity. The most devastating tragedies related to mercury toxicity in recent history include Minamata Bay and Niagata, Japan in the 1950s, and Iraq in the 1970s. More recent mercury toxicity issues include the extreme toxicity of the dimethylmercury compound noted in 1998, the possible toxicity related to dental amalgams, and the disproved relationship between vaccines and autism related to the presence of the mercury-containing preservative, thimerosal. Hair has been used in many studies as a bioindicator of mercury exposure for human populations. At the time of hair formation, mercury from the blood capillaries penetrates into the hair follicles. As hair grows approximately 1 cm each month, mercury exposure over time is recapitulated in hair strands. Mercury levels in hair closest to the scalp reflect the most recent exposure, while those farthest from the scalp are representative of previous blood concentrations. Sequential analyses of hair mercury have been useful for identifying seasonal variations over time in hair mercury content, which may be the result of seasonal differences in bioavailability of fish and differential consumption of piscivorous and herbivorous fish species. Knowledge of the relation between fish-eating practices and hair mercury levels is particularly important for adequate mitigation strategies. Physiologically, it exists as an ion in the body. Methyl mercury is well absorbed, and because the biological half-life is long, the body burden in humans may reach high levels. People who frequently eat contaminated seafood can acquire mercury concentrations that are potentially dangerous to the fetus in pregnant women. The dose-response relationships have been extensively studied, and the safe levels of exposure have tended to decline. Individual methyl mercury exposure is usually determined by analysis of mercury in blood and hair. Whilst the clinical features of acute mercury poisoning have been well described, chronic low dose exposure to mercury remains poorly characterised and its potential role in various chronic disease states remains controversial. Low molecular weight thiols, i.e. sulfhydryl containing molecules such as cysteine, are emerging as important factors in the transport and distribution of mercury throughout the body due to the phenomenon of "Molecular Mimicry" and its role in the molecular transport of mercury. Chelation agents such as the dithiols sodium 2,3-dimercaptopropanesulfate (DMPS) and meso-2,3-dimercaptosuccinic acid (DMSA) are the treatments of choice for mercury toxicity. Alpha-lipoic acid (ALA), a disulfide, and its metabolite dihydrolipoic acid (DHLA), a dithiol, have also been shown to have chelation properties when used in an appropriate manner. Whilst N-acetyl-cysteine (NAC) and glutathione (GSH) have been recommended in the treatment of mercury toxicity in the past, an examination of available evidence suggests these agents may in fact be counterproductive. Zinc and selenium have also been shown to exert protective effects against mercury toxicity, most likely mediated by induction of the metal binding proteins metallothionein and selenoprotein-P. Evidence suggests however that the co-administration of selenium and dithiol chelation agents during treatment may also be counter-productive. Finally, the issue of diagnostic testing for chronic, historical or low dose mercury poisoning is considered including an analysis of the influence of ligand interactions and nutritional factors upon the accuracy of "chelation challenge" tests. (PMID: 17448359, 17408840, 17193738).	7439-97-6	Liquid	[Hg+2]	Hg	InChI=1S/Hg/q+2	BQPIGGFYSBELGY-UHFFFAOYSA-N	201.9706256	CHEBI:16793	HMDB0003625	
BASm0000742	scopolamine	Scopolamine, also known as hyoscine, is a tropane alkaloid drug obtained from plants of the family Solanaceae (nightshades), such as henbane or jimson weed (Datura species). It is part of the secondary metabolites of plants. Scopolamine is used criminally as a date rape drug and as an aid to robbery, the most common act being the clandestine drugging of a victim's drink. It is preferred because it induces retrograde amnesia, or an inability to recall events prior to its administration. Victims of this crime are often admitted to a hospital in police custody, under the assumption that the patient is experiencing a psychotic episode. A telltale sign is a fever accompanied by a lack of sweat. An alkaloid from Solanaceae, especially Datura metel L. and Scopola carniolica. Scopolamine and its quaternary derivatives act as antimuscarinics like atropine, but may have more central nervous system effects. Among the many uses are as an anesthetic premedication, in urinary incontinence, in motion sickness, as an antispasmodic, and as a mydriatic and cycloplegic.	51-34-3		CN1[C@@H]2C[C@@H](OC(=O)[C@H](CO)c3ccccc3)C[C@H]1[C@@H]1O[C@@H]12	C17H21NO4	InChI=1S/C17H21NO4/c1-18-13-7-11(8-14(18)16-15(13)22-16)21-17(20)12(9-19)10-5-3-2-4-6-10/h2-6,11-16,19H,7-9H2,1H3/t11-,12-,13-,14+,15-,16+/m1/s1	STECJAGHUSJQJN-FWXGHANASA-N	303.1470582	CHEBI:16794	HMDB0003573	
BASm0000743	melatonin	Melatonin is a biogenic amine that is found in animals, plants and microbes. Aaron B. Lerner of Yale University is credited for naming the hormone and for defining its chemical structure in 1958. In mammals, melatonin is produced by the pineal gland. The pineal gland is small endocrine gland, about the size of a rice grain and shaped like a pine cone (hence the name), that is located in the center of the brain (rostro-dorsal to the superior colliculus) but outside the blood-brain barrier. The secretion of melatonin increases in darkness and decreases during exposure to light, thereby regulating the circadian rhythms of several biological functions, including the sleep-wake cycle. In particular, melatonin regulates the sleep-wake cycle by chemically causing drowsiness and. lowering the body temperature. Melatonin is also implicated in the regulation of mood,learning and memory, immune activity, dreaming, fertility and reproduction. Melatonin is also an effective antioxidant. Most of the actions of melatonin are mediated through the binding and activation of melatonin receptors. Individuals with autism spectrum disorders(ASD) may have lower than normal levels of melatonin. A 2008 study found that unaffected parents of individuals with ASD also have lower melatonin levels, and that the deficits. were associated with low activity of the ASMT gene, which encodes the last enzyme of melatonin synthesis. Reduced melatonin production has also been proposed as a likely factor in the significantly higher cancer rates in night workers.	73-31-4		COc1ccc2[nH]cc(CCNC(C)=O)c2c1	C13H16N2O2	InChI=1S/C13H16N2O2/c1-9(16)14-6-5-10-8-15-13-4-3-11(17-2)7-12(10)13/h3-4,7-8,15H,5-6H2,1-2H3,(H,14,16)	DRLFMBDRBRZALE-UHFFFAOYSA-N	232.1211778	CHEBI:16796	HMDB0001389	
BASm0000744	1-methylnicotinamide	1-Methylnicotinamide is a metabolite of nicotinamide and is produced primarily in the liver. It has anti-inflammatory properties (PMID 16197374). It is a product of nicotinamide N-methyltransferase [EC 2.1.1.1] in the pathway of nicotinate and nicotinamide metabolism (KEGG). 1-Methylnicotinamide may be an endogenous activator of prostacyclin production and thus may regulate thrombotic as well as inflammatory processes in the cardiovascular system (PMID: 17641676).	3106-60-3		C[n+]1cccc(C(N)=O)c1	C7H9N2O	InChI=1S/C7H8N2O/c1-9-4-2-3-6(5-9)7(8)10/h2-5H,1H3,(H-,8,10)/p+1	LDHMAVIPBRSVRG-UHFFFAOYSA-O	137.0714879	CHEBI:16797	HMDB0000699	
BASm0000746	sedoheptulose	1,3,4,5,6,7-Hexahydroxyheptan-2-one, D-manno-2-Heptulose or mannoheptulose belongs to the class of organic compounds known as heptoses. Heptoses are monosaccharides with seven carbon atoms in their structure. D-manno-2-heptulose is one of the few naturally occurring heptoses found primarily in alfalfa, avocados, and primrose (PMID: 31293606). D-manno-2-heptulose is also found in cannabis plants (PMID: 6991645). Though the carbohydrate is thought to be produced during photosynthesis, the precise biological pathway for the synthesis of mannoheptulose is still unknown. Like other sugars, it is transported in the plant through the phloem. Because it inhibits glycolysis in vitro, it has been investigated as a novel nutraceutical for weight management in dogs. However, while it is suggested that mannoheptulose affects the energy balance of adult dogs, research is still inconclusive regarding the significance of the alteration of energy expenditure in dogs (PMID: 26479244, PMID: 26656105, PMID: 28444793).		1	O=C(CO)[C@@H](O)[C@H](O)[C@H](O)[C@H](O)CO	C7H14O7	InChI=1S/C7H14O7/c8-1-3(10)5(12)7(14)6(13)4(11)2-9/h3,5-10,12-14H,1-2H2/t3-,5+,6-,7+/m0/s1	HSNZZMHEPUFJNZ-HTPUFBNKSA-N	210.074	CHEBI:16802		
BASm0000747	N-acetylanthranilate	Methyl n-acetylanthranilate is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]")	2719-08-06		CC(=O)Nc1ccccc1C(=O)[O-]	C10H11NO3	InChI=1S/C10H11NO3/c1-7(12)11-9-6-4-3-5-8(9)10(13)14-2/h3-6H,1-2H3,(H,11,12)	UYQKZKVNYKOXHG-UHFFFAOYSA-N	193.0738932	CHEBI:16803	HMDB0032388	
BASm0000748	xanthine-8-carboxylate				O=C([O-])c1nc2[nH]c(=O)[nH]c(=O)c2[nH]1	C6H3N4O4	InChI=1S/C6H4N4O4/c11-4-1-2(9-6(14)10-4)8-3(7-1)5(12)13/h(H,12,13)(H3,7,8,9,10,11,14)/p-1	VRZJGNXBSRQZGM-UHFFFAOYSA-M		CHEBI:16806		
BASm0000749	2-dehydro-D-gluconate	2-Keto-L-gluconate is a derivative of gluconic acid, which occurs naturally in fruit, honey and wine and is used as a food additive, an acidity regulator. It is also used in cleaning products where it helps cleaning up mineral deposits. It is a strong chelating agent, especially in alkaline solution. It chelates the anions of calcium, iron, aluminium, copper, and other heavy metals.	91548-32-2	Solid	O=C([O-])C(=O)[C@@H](O)[C@H](O)[C@H](O)CO	C6H10O7	InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-4,7-10H,1H2,(H,12,13)	VBUYCZFBVCCYFD-UHFFFAOYSA-N	194.0426527	CHEBI:16808	HMDB0011732	
BASm0000750	2-oxoglutarate	2-oxoglutarate(2-), also known as alpha-Ketoglutaric acid or 2-Oxoglutaric acid, is classified as a gamma-keto acid or a Gamma-keto acid derivative. Gamma-keto acids are organic compounds containing an aldehyde substituted with a keto group on the C4 carbon atom. 2-oxoglutarate(2-) is considered to be soluble (in water) and acidic.  2-oxoglutarate(2-) may be a unique E.coli metabolite 2-Oxoglutarate(2-) is found to be associated with fumarase deficiency, which is an inborn error of metabolism.	64-15-3		O=C([O-])CCC(=O)C(=O)[O-]	C5H4O5	InChI=1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10)/p-2	KPGXRSRHYNQIFN-UHFFFAOYSA-L	144.0058732	CHEBI:16810	HMDB0062781	
BASm0000751	(S,S)-butane-2,3-diol			Expected Solid	C[C@H](O)[C@H](C)O	C4H10O2	InChI=1S/C4H10O2/c1-3(5)4(2)6/h3-6H,1-2H3/t3-,4-/m0/s1	OWBTYPJTUOEWEK-IMJSIDKUSA-N	90.06807956	CHEBI:16812		MMDBc0000314
BASm0000752	galactitol	Galactitol or dulcitol is a sugar alcohol that is a metabolic breakdown product of galactose. Galactose is derived from lactose in food (such as dairy products). When lactose is broken down by the enzyme lactase it produces glucose and galactose. Galactitol has a slightly sweet taste. It is produced from galactose in a reaction catalyzed by aldose reductase. When present in sufficiently high levels, galactitol can act as a metabotoxin, a neurotoxin, and a hepatotoxin. A neurotoxin is a compound that disrupts or attacks neural cells and neural tissue. A hepatotoxin as a compound that disrupts or attacks liver tissue or liver cells. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of galactitol are associated with at least two inborn errors of metabolism, including galactosemia and galactosemia type II. Galactosemia is a rare genetic metabolic disorder that affects an individual's ability to metabolize the sugar galactose properly. Excess lactose consumption in individuals with galactose intolerance or galactosemia activates aldose reductase to produce galactitol, thus depleting NADPH and leading to lowered glutathione reductase activity. As a result, hydrogen peroxide or other free radicals accumulate causing serious oxidative damage to various cells and tissues. In individuals with galactosemia, the enzymes needed for the further metabolism of galactose (galactose-1-phosphate uridyltransferase) are severely diminished or missing entirely, leading to toxic levels of galactose 1-phosphate, galactitol, and galactonate. High levels of galactitol in infants are specifically associated with hepatomegaly (an enlarged liver), cirrhosis, renal failure, cataracts, vomiting, seizure, hypoglycemia, lethargy, brain damage, and ovarian failure.	608-66-2		OC[C@@H](O)[C@H](O)[C@H](O)[C@@H](O)CO	C6H14O6	InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5+,6-	FBPFZTCFMRRESA-GUCUJZIJSA-N	182.0790382	CHEBI:16813	HMDB0000107	
BASm0000753	enol-phenylpyruvate				O=C([O-])C(O)=Cc1ccccc1	C9H8O3	InChI=1S/C9H8O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-6,10H,(H,11,12)	DEDGUGJNLNLJSR-UHFFFAOYSA-N	164.0473441	CHEBI:16815		
BASm0000755	choline sulfate				C[N+](C)(C)CCOS(=O)(=O)[O-]	C5H13NO4S	InChI=1S/C5H13NO4S/c1-6(2,3)4-5-10-11(7,8)9/h4-5H2,1-3H3	WXCQAWGXWVRCGP-UHFFFAOYSA-N	183.0565291	CHEBI:16822	HMDB0250194	
BASm0000756	(R)-2-methylimino-1-phenylpropan-1-ol				CN=C(C)[C@H](O)c1ccccc1		InChI=1S/C10H13NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-7,10,12H,1-2H3/t10-/m0/s1	WJOBFSVTSCWIDG-JTQLQIEISA-N		CHEBI:16825		
BASm0000757	corticosterone	Corticosterone, also known as 17-deoxycortisol, belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone. Thus, corticosterone is considered to be a steroid lipid molecule. Corticosterone is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. In many species, including amphibians, reptiles, rodents and birds, corticosterone is a main glucocorticoid,[3] involved in regulation of energy, immune reactions, and stress responses. Corticosterone is the precursor molecule to the mineralocorticoid aldosterone, one of the major homeostatic modulators of sodium and potassium levels in vivo.	50-22-6		C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2C(=O)CO	C21H30O4	InChI=1S/C21H30O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h9,14-17,19,22,24H,3-8,10-11H2,1-2H3/t14-,15-,16+,17-,19+,20-,21-/m0/s1	OMFXVFTZEKFJBZ-HJTSIMOOSA-N	346.2144094	CHEBI:16827	HMDB0001547	
BASm0000758	polyneuridine aldehyde			Expected Solid	C/C=C1/CN2[C@H]3Cc4c([nH]c5ccccc45)[C@@H]2C[C@H]1[C@@]3(C=O)C(=O)OC	C21H22N2O3	InChI=1S/C21H22N2O3/c1-3-12-10-23-17-9-15(12)21(11-24,20(25)26-2)18(23)8-14-13-6-4-5-7-16(13)22-19(14)17/h3-7,11,15,17-18,22H,8-10H2,1-2H3/b12-3-/t15-,17-,18-,21+/m0/s1	BRJNQOSDCDNITN-QZQCDTMFSA-N	350.1630426	CHEBI:16829		MMDBc0053673
BASm0000759	kievitone	Kievitone is found in adzuki bean. Kievitone is isolated from Dolichos biflorus (papadi), Lablab niger (hyacinth bean), Phaseolus aureus (mung bean), Phaseolus calcaratus (rice bean), Phaseolus lunatus (butter bean), Phaseolus vulgaris (kidney bean) and Vigna unguiculata (all Leguminosae, Papilionoideae).	40105-60-0		CC(C)=CCc1c(O)cc(O)c2c1OCC(c1ccc(O)cc1O)C2=O	C20H20O6	InChI=1S/C20H20O6/c1-10(2)3-5-13-16(23)8-17(24)18-19(25)14(9-26-20(13)18)12-6-4-11(21)7-15(12)22/h3-4,6-8,14,21-24H,5,9H2,1-2H3	MERHMOCEIBOOMA-UHFFFAOYSA-N	356.1259884	CHEBI:16832	HMDB0034213	
BASm0000760	all-trans-neurosporene	Neurosporene is a triterpenoid carotenoid identified in human plasma, (PMID: 1416048), serum (PMID: 1416048), milk (PMID: 9164160), and tissues of the human eye (PMID: 11180970).	502-64-7		CC(C)=CCC\C(C)=C\CC\C(C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C=C(/C)CCC=C(C)C	C40H58	InChI=1S/C40H58/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15-17,19-22,25-31H,13-14,18,23-24,32H2,1-10H3/b12-11+,25-15+,26-16+,31-17+,35-21+,36-22+,37-27+,38-28+,39-29+,40-30+	ATCICVFRSJQYDV-XILUKMICSA-N	538.4538519	CHEBI:16833	HMDB0003114	
BASm0000764	formaldehyde	Formaldehyde is a highly reactive aldehyde gas formed by oxidation or incomplete combustion of hydrocarbons. In solution, it has a wide range of uses: in the manufacture of resins and textiles, as a disinfectant, and as a laboratory fixative or preservative. Formaldehyde solution (formalin) is considered a hazardous compound, and its vapor toxic. (From Reynolds, Martindale The Extra Pharmacopoeia, 30th ed, p717) -- Pubchem; The chemical compound formaldehyde (also known as methanal), is a gas with a pungent smell. It is the simplest aldehyde. Its chemical formula is H2CO. Formaldehyde was first synthesized by the Russian chemist Aleksandr Butlerov in 1859 but was conclusively identified by August Wilhelm van Hofmann in 1867. Although formaldehyde is a gas at room temperature, it is readily soluble in water, and it is most commonly sold as a 37% solution in water called by trade names such as formalin or formol. In water, formaldehyde polymerizes, and formalin actually contains very little formaldehyde in the form of H2CO monomer. Usually, these solutions contain a few percent methanol to limit the extent of polymerization. Formaldehyde exhibits most of the general chemical properties of the aldehydes, except that is generally more reactive than other aldehydes. Formaldehyde is a potent electrophile. It can participate in electrophilic aromatic substitution reactions with aromatic compounds and can undergo electrophilic addition reactions with alkenes. In the presence of basic catalysts, formaldehyde undergoes a Cannizaro reaction to produce formic acid and methanol. Because formaldehyde resins are used in many construction materials, including plywood, carpet, and spray-on insulating foams, and because these resins slowly give off formaldehyde over time, formaldehyde is one of the more common indoor air pollutants. At concentrations above 0.1 mg/kg in air, inhaled formaldehyde can irritate the eyes and mucous membranes, resulting in watery eyes, headache, a burning sensation in the throat, and difficulty breathing. -- Wikipedia.	50-00-0		C=O	CH2O	InChI=1S/CH2O/c1-2/h1H2	WSFSSNUMVMOOMR-UHFFFAOYSA-N	30.01056469	CHEBI:16842	HMDB0001426	
BASm0000765	cis-1,2-dihydro-3-ethylcatechol		66008-19-3		CCC1=CC=C[C@H](O)[C@@H]1O	C8H12O2	InChI=1S/C8H12O2/c1-2-6-4-3-5-7(9)8(6)10/h3-5,7-10H,2H2,1H3/t7-,8+/m0/s1	BACDCBUEYBFLFV-JGVFFNPUSA-N	140.0837296	CHEBI:16843		
BASm0000766	(S)-2,3,4,5-tetrahydrodipicolinate	Tetrahydrodipicolinate is expected to be in Cannabis as all living plants are known to produce and metabolize it.	4226-22-6	1	O=C([O-])C1=N[C@H](C(=O)[O-])CCC1	C7H9NO4	InChI=1S/C7H9NO4/c9-6(10)4-2-1-3-5(8-4)7(11)12/h4H,1-3H2,(H,9,10)(H,11,12)/t4-/m0/s1	CXMBCXQHOXUCEO-BYPYZUCNSA-N	171.0532	CHEBI:16845		
BASm0000767	1,2-dihydro-alpha-santonin				CC1=C2[C@H]3OC(=O)[C@@H](C)[C@@H]3CC[C@@]2(C)CCC1=O	C15H20O3	InChI=1S/C15H20O3/c1-8-10-4-6-15(3)7-5-11(16)9(2)12(15)13(10)18-14(8)17/h8,10,13H,4-7H2,1-3H3	TYHGCPJCCQBRMP-UHFFFAOYSA-N	248.1412445	CHEBI:16850		
BASm0000768	3-fumarylpyruvate	This compound belongs to the family of Medium-chain Keto Acids and Derivatives. These are keto acids with a 6 to 12  carbon atoms long side chain 			O=C([O-])/C=C/C(=O)CC(=O)C(=O)[O-]	C7H6O6	InChI=1S/C7H6O6/c8-4(1-2-6(10)11)3-5(9)7(12)13/h1-2H,3H2,(H,10,11)(H,12,13)/b2-1+	AZCFLHZUFANAOR-OWOJBTEDSA-N	186.0164379	CHEBI:16854	HMDB0060371	
BASm0000769	alizarin				OC1=C(O)C2=C(C=C1)C(=O)C1=CC=CC=C1C2=O	C14H8O4	InChI=1S/C14H8O4/c15-10-6-5-9-11(14(10)18)13(17)8-4-2-1-3-7(8)12(9)16/h1-6,15,18H	RGCKGOZRHPZPFP-UHFFFAOYSA-N	240.0422587	CHEBI:16866	HMDB0248144	
BASm0000770	sn-glycerol 3-phosphocholine	Glycerophosphorylcholine (GPC) is a choline derivative and one of the two major forms of choline storage (along with phosphocholine) in the cytosol. Glycerophosphorylcholine is also one of the four major organic osmolytes in renal medullary cells, changing their intracellular osmolyte concentration in parallel with extracellular tonicity during cellular osmoadaptation. As an osmolyte, Glycerophosphorylcholine counteracts the effects of urea on enzymes and other macromolecules. Kidneys (especially medullar cells), which are exposed under normal physiological conditions to widely fluctuating extracellular solute concentrations, respond to hypertonic stress by accumulating the organic osmolytes glycerophosphorylcholine (GPC), betaine, myo-inositol, sorbitol and free amino acids. Increased intracellular contents of these osmolytes are achieved by a combination of increased uptake (myo-inositol and betaine) and synthesis (sorbitol, GPC), decreased degradation (GPC) and reduced osmolyte release. GPC is formed in the breakdown of phosphatidylcholine (PtC). This pathway is active in many body tissues, including mammary tissue.	28319-77-9		C[N+](C)(C)CCOP([O-])(=O)OC[C@H](O)CO	C8H20NO6P	InChI=1S/C8H20NO6P/c1-9(2,3)4-5-14-16(12,13)15-7-8(11)6-10/h8,10-11H,4-7H2,1-3H3/t8-/m1/s1	SUHOQUVVVLNYQR-MRVPVSSYSA-N	257.1028244	CHEBI:16870	HMDB0000086	
BASm0000771	4-pyridoxolactone	4-Pyridoxolactone is a bacterial oxidation metabolite of vitamin B6 (KEGG).	4753-19-9	Solid	CC1=NC=C2COC(=O)C2=C1O	C8H7NO3	InChI=1S/C8H7NO3/c1-4-7(10)6-5(2-9-4)3-12-8(6)11/h2,10H,3H2,1H3	HHPDVQLBYQFYFA-UHFFFAOYSA-N	165.0425931	CHEBI:16871	HMDB0003454	
BASm0000772	N-malonylanthranilate	2-(Malonylamino)benzoic acid is found in nuts. 2-(Malonylamino)benzoic acid is isolated from the leaves of the peanut (Arachis hypogaea).	53947-84-5	Solid	O=C([O-])CC(=O)Nc1ccccc1C(=O)[O-]	C10H9NO5	InChI=1S/C10H9NO5/c12-8(5-9(13)14)11-7-4-2-1-3-6(7)10(15)16/h1-4H,5H2,(H,11,12)(H,13,14)(H,15,16)	ZDSSCYCDBASEJQ-UHFFFAOYSA-N	223.0480724	CHEBI:16872	HMDB0039495	
BASm0000773	5,6-dihydroxyindole-2-carboxylate	5,6-Dihydroxyindole-2-carboxylic acid is an intermediate in the metabolism of Tyrosine. It is a substrate for Dopachrome tautomerase.	4790-08-03	Solid	O=C([O-])c1cc2cc(O)c(O)cc2[nH]1	C9H7NO4	InChI=1S/C9H7NO4/c11-7-2-4-1-6(9(13)14)10-5(4)3-8(7)12/h1-3,10-12H,(H,13,14)	YFTGOBNOJKXZJC-UHFFFAOYSA-N	193.0375077	CHEBI:16875	HMDB0001253	
BASm0000774	diethyl 2-methyl-3-oxosuccinate	Diethyl oxalpropionate, also known as methyloxalacetic acid diethyl ester or diethyl methyloxalacetate, is a member of the class of compounds known as beta-keto acids and derivatives. These compounds are organic compounds containing an aldehyde substituted with a keto group on the C3 carbon atom. Diethyl oxalpropionate is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Within the cell, diethyl oxalpropionate is primarily located in the cytoplasm.	759-65-9		CCOC(=O)C(=O)C(C)C(=O)OCC	C9H14O5	InChI=1S/C9H14O5/c1-4-13-8(11)6(3)7(10)9(12)14-5-2/h6H,4-5H2,1-3H3	OQOCQBJWOCRPQY-UHFFFAOYSA-N	202.0841236	CHEBI:16879	HMDB0032306	
BASm0000775	L-ribulose		551-84-8	solid	OC[C@H](O)[C@H](O)C(=O)CO	C5H10O5	InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h3,5-8,10H,1-2H2/t3-,5-/m0/s1	ZAQJHHRNXZUBTE-UCORVYFPSA-N	150.0528234	CHEBI:16880		
BASm0000776	indole	Indole is an aromatic heterocyclic organic compound. It has a bicyclic structure, consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. The participation of the nitrogen lone electron pair in the aromatic ring means that indole is not a base, and it does not behave like a simple amine. Indole is a microbial metabolite and it can be produced by bacteria as a degradation product of the amino acid tryptophan. It occurs naturally in human feces and has an intense fecal smell. At very low concentrations, however, indole has a flowery smell and is a constituent of many flower scents (such as orange blossoms) and perfumes. As a volatile organic compound, indole has been identified as a fecal biomarker of Clostridium difficile infection (PMID: 30986230). Natural jasmine oil, used in the perfume industry, contains around 2.5% of indole. Indole also occurs in coal tar. Indole has been found to be produced in a number of bacterial genera including Alcaligenes, Aspergillus, Escherichia, and Pseudomonas (PMID: 23194589, 2310183, 9680309). Indole plays a role in bacterial biofilm formation, bacterial motility, bacterial virulence, plasmid stability, and antibiotic resistance. It also functions as an intercellular signalling molecule (PMID: 26115989). Recently, it was determined that the bacterial membrane-bound histidine sensor kinase (HK) known as CpxA acts as a bacterial indole sensor to facilitate signalling (PMID: 31164470). It has been found that decreased indole concentrations in the gut promote bacterial pathogenesis, while increased levels of indole in the gut decrease bacterial virulence gene expression (PMID: 31164470). As a result, enteric pathogens sense a gradient of indole concentrations in the gut to migrate to different niches and successfully establish an infection.	120-72-9	Solid	N1C=CC2=C1C=CC=C2	C8H7N	InChI=1S/C8H7N/c1-2-4-8-7(3-1)5-6-9-8/h1-6,9H	SIKJAQJRHWYJAI-UHFFFAOYSA-N	117.0578492	CHEBI:16881	HMDB0000738	
BASm0000777	1(F)-beta-D-fructosylsucrose	1-Kestose is a fructooligosaccharide. An oligosaccharide is a saccharide polymer containing a small number (typically three to six) of component sugars, also known as simple sugars. They are generally found either O- or N-linked to compatible amino acid side chains in proteins or to lipid moieties.	470-69-9		OC[C@H]1O[C@@](CO)(OC[C@@]2(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@@H](O)[C@@H]1O	C18H32O16	InChI=1S/C18H32O16/c19-1-6-9(23)12(26)13(27)16(31-6)34-18(15(29)11(25)8(3-21)33-18)5-30-17(4-22)14(28)10(24)7(2-20)32-17/h6-16,19-29H,1-5H2/t6-,7-,8-,9-,10-,11-,12+,13-,14+,15+,16-,17-,18+/m1/s1	VAWYEUIPHLMNNF-OESPXIITSA-N	504.169035	CHEBI:16885	HMDB0011729	
BASm0000778	5-(4-hydroxy-but-1-ynyl)-2,2'-bithiophene	4-[2,2'-Bithiophen-5-yl]-3-butyn-1-ol is found in herbs and spices. 4-[2,2'-Bithiophen-5-yl]-3-butyn-1-ol is a constituent of the roots of Tagetes minuta (Mexican marigold), Tagetes species	1137-87-7	Solid	OCCC#CC1=CC=C(S1)C1=CC=CS1	C12H10OS2	InChI=1S/C12H10OS2/c13-8-2-1-4-10-6-7-12(15-10)11-5-3-9-14-11/h3,5-7,9,13H,2,8H2	ASKPCVROMAYWEF-UHFFFAOYSA-N	234.0173063	CHEBI:16887	HMDB0034453	
BASm0000779	4-amino-5-hydroxymethyl-2-methylpyrimidine				CC1=NC=C(CO)C(N)=N1	C6H9N3O	InChI=1S/C6H9N3O/c1-4-8-2-5(3-10)6(7)9-4/h2,10H,3H2,1H3,(H2,7,8,9)	VUTBELPREDJDDH-UHFFFAOYSA-N	139.0745619	CHEBI:16892	HMDB0247327	
BASm0000780	D-erythrose 4-phosphate	D-Erythrose 4-phosphate is a phosphorylated derivative of erythrose that serves as an important intermediate in the pentose phosphate pathway. It is also used in phenylalanine, tyrosine and tryptophan biosynthesis, and it plays a role in vitamin B6 metabolism (KEGG).	585-18-2	Solid	O[C@H](COP([O-])([O-])=O)[C@@H](O)C=O	C4H7O7P	InChI=1S/C4H9O7P/c5-1-3(6)4(7)2-11-12(8,9)10/h1,3-4,6-7H,2H2,(H2,8,9,10)/p-2/t3-,4+/m0/s1	NGHMDNPXVRFFGS-IUYQGCFVSA-L	197.9929391	CHEBI:16897	HMDB0001321	
BASm0000781	D-mannitol	Mannitol, or hexan-1,2,3,4,5,6-hexol (C6H8(OH)6), is an alcohol and a sugar (sugar alcohol), or a polyol, it is a stereoisomer of sorbitol and is similar to the C5 xylitol. The structure of mannitol is made of a straight chain of six carbon atoms, each of which is substituted with a hydroxyl group. Mannitol is one of the most abundant energy and carbon storage molecules in nature, it is produced by a wide range of organisms such as bacteria, fungi and plants (PMID: 19578847). In medicine, mannitol is used as a diuretic and renal diagnostic aid. Mannitol has little significant energy value as it is largely eliminated from the body before any metabolism can take place. It can be used to treat oliguria associated with kidney failure or other manifestations of inadequate renal function and has been used for determination of glomerular filtration rate. Mannitol is also commonly used as a research tool in cell biological studies, usually to control osmolarity. Mannitol has a tendency to lose a hydrogen ion in aqueous solutions, which causes the solution to become acidic. For this, it is not uncommon to add a weak base, such as sodium bicarbonate, to the solution to adjust its pH. Mannitol is a non-permeating molecule i.e., it cannot cross biological membranes. Mannitol is an osmotic diuretic agent and a weak renal vasodilator. Mannitol is found to be associated with cytochrome c oxidase deficiency and ribose-5-phosphate isomerase deficiency, which are inborn errors of metabolism. Mannitol is also a microbial metabolite found in Aspergillus, Candida, Clostridium, Gluconobacter, Lactobacillus, Lactococcus, Leuconostoc, Pseudomonas, Rhodobacteraceae, Saccharomyces, Streptococcus, Torulaspora and Zymomonas (PMID: 15240312; PMID: 29480337).	69-65-8		OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO	C6H14O6	InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4-,5-,6-/m1/s1	FBPFZTCFMRRESA-KVTDHHQDSA-N	182.0790382	CHEBI:16899	HMDB0000765	
BASm0000782	9H-fluoren-9-ol	This compound belongs to the family of Fluorenes. These are compounds containing a fluorene moiety, which consists of two benzene rings connected through either a cyclopentane, cyclopentene, or cyclopenta-1,3-diene.			OC1C2=CC=CC=C2C2=CC=CC=C12	C13H10O	InChI=1S/C13H10O/c14-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)13/h1-8,13-14H	AFMVESZOYKHDBJ-UHFFFAOYSA-N	182.0731649	CHEBI:16904	HMDB0059803	
BASm0000783	4-nitroquinoline N-oxide				O=N(=O)C1=CC=N(=O)C2=CC=CC=C12	C9H6N2O3	InChI=1S/C9H6N2O3/c12-10-6-5-9(11(13)14)7-3-1-2-4-8(7)10/h1-6H	YHQDZJICGQWFHK-UHFFFAOYSA-N	190.0378421	CHEBI:16907	HMDB0246549	
BASm0000784	mandelonitrile	(±)-2-Hydroxy-2-phenylacetonitrile, also known as mandelonitrile, alpha-hydroxybenzeneacetonitrile or benzal dehyde cyanohydrin, belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. Mandelonitrile is a chemical compound of the cyanohydrin class.  Hydroxy-2-phenylacetonitrile is a potentially toxic compound. The primary mechanism of toxicity for organic nitriles is their production of toxic cyanide ions or hydrogen cyanide. Cyanide is also known produce some of its toxic effects by binding to catalase, glutathione peroxidase, methemoglobin, hydroxocobalamin, phosphatase, tyrosinase, ascorbic acid oxidase, xanthine oxidase, succinic dehydrogenase, and Cu/Zn superoxide dismutase. (±)-2-Hydroxy-2-phenylacetonitrile has been detected, but not quantified, in fruits. This could make (±)-2-hydroxy-2-phenylacetonitrile a potential biomarker for the consumption of these foods.  (±)-2- Oxygen therapy can also be administered.	613-88-7			C8H7NO		NNICRUQPODTGRU-UHFFFAOYNA-N	133.0527638	CHEBI:16910	HMDB0034666	
BASm0000785	3,4,5-trihydroxybenzoate	Gallic acid is an organic acid, also known as 3,4,5-trihydroxybenzoic acid, found in gallnuts, sumac, witch hazel, tea leaves, oak bark, and other plants. The chemical formula is C6H2(OH)3CO2H. Gallic acid is widely distributed in plants and is found both free and as part of tannins. It is commonly used in the pharmaceutical industry. Gallic acid can also be used to synthesize the hallucinogenic alkaloid mescaline, also known as 3,4,5-trimethoxyphenethylamine. Salts and esters of gallic acid are termed gallates. Gallic acid has been found to be s metabolite of Aspergillus (PMID:24031294).	149-91-7	Solid	OC(=O)C1=CC(O)=C([O-])C(O)=C1	C7H5O5	InChI=1S/C7H6O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1-2,8-10H,(H,11,12)/p-1	LNTHITQWFMADLM-UHFFFAOYSA-M	169.0142468	CHEBI:16918	HMDB0005807	
BASm0000786	N-formyl-L-aspartate				O=CN[C@@H](CC(=O)[O-])C(=O)[O-]	C5H7NO5	InChI=1S/C5H7NO5/c7-2-6-3(5(10)11)1-4(8)9/h2-3H,1H2,(H,6,7)(H,8,9)(H,10,11)	MQUUQXIFCBBFDP-UHFFFAOYSA-N	161.0324223	CHEBI:16923		
BASm0000787	trans-cyclohexane-1,2-diol				O[C@@H]1CCCC[C@H]1O	C6H12O2	InChI=1S/C6H12O2/c7-5-3-1-2-4-6(5)8/h5-8H,1-4H2/t5-,6+	PFURGBBHAOXLIO-OLQVQODUSA-N	116.0837296	CHEBI:16931		
BASm0000788	ergosterol	Ergosterol, also known as provitamin D2, belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, ergosterol is considered to be a sterol lipid molecule. Ergosterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Ergosterol is the biological precursor to vitamin D2. It is turned into viosterol by ultraviolet light, and is then converted into ergocalciferol, which is a form of vitamin D. Ergosterol is a component of fungal cell membranes, serving the same function that cholesterol serves in animal cells. Ergosterol is not found in mammalian cell membranes.	57-87-4	Solid	[H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)\C=C\[C@H](C)C(C)C	C28H44O	InChI=1S/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,18-20,22,24-26,29H,11-17H2,1-6H3/b8-7+/t19-,20+,22-,24+,25-,26-,27-,28+/m0/s1	DNVPQKQSNYMLRS-APGDWVJJSA-N	396.339216	CHEBI:16933	HMDB0000878	
BASm0000789	L-rhamnofuranose	L-rhamnofuranose is a member of the class of compounds known as pentoses. Pentoses are monosaccharides in which the carbohydrate moiety contains five carbon atoms. L-rhamnofuranose is soluble (in water) and a very weakly acidic compound (based on its pKa). L-rhamnofuranose can be found in a number of food items such as guava, babassu palm, wild celery, and red beetroot, which makes L-rhamnofuranose a potential biomarker for the consumption of these food products.			[H][C@]1(OC(O)[C@H](O)[C@@H]1O)[C@H](C)O	C6H12O5	InChI=1S/C6H12O5/c1-2(7)5-3(8)4(9)6(10)11-5/h2-10H,1H3/t2-,3-,4+,5-,6?/m0/s1	AFNUZVCFKQUDBJ-ZZWDRFIYSA-N	164.0684735	CHEBI:16935	HMDB0304405	
BASm0000790	5,6-dihydroxy-3-methyl-2-oxo-1,2-dihydroquinoline				Cc1cc2c(O)c(O)ccc2[nH]c1=O		InChI=1S/C10H9NO3/c1-5-4-6-7(11-10(5)14)2-3-8(12)9(6)13/h2-4,12-13H,1H3,(H,11,14)	IYHQVDIUZANYNW-UHFFFAOYSA-N		CHEBI:16937		
BASm0000791	cis-1,2-dihydroxy-1,2-dihydrodibenzothiophene			Expected Solid	[H][C@]1(O)C=CC2=C(C3=CC=CC=C3S2)[C@@]1([H])O	C12H10O2S	InChI=1S/C12H10O2S/c13-8-5-6-10-11(12(8)14)7-3-1-2-4-9(7)15-10/h1-6,8,12-14H/t8-,12-/m0/s1	OOOXLVUNFHBSNL-UFBFGSQYSA-N	218.0401507	CHEBI:16941		MMDBc0055804
BASm0000792	scytalone				O=C1CC(O)Cc2cc(O)cc(O)c21	C10H10O4	InChI=1S/C10H10O4/c11-6-1-5-2-7(12)4-9(14)10(5)8(13)3-6/h1,3,7,11-13H,2,4H2	RTWVXIIKUFSDJB-UHFFFAOYSA-N	194.0579088	CHEBI:16945		
BASm0000793	citrate	Citric acid (citrate) is a tricarboxylic acid, an organic acid with three carboxylate groups.  Citrate is an intermediate in the TCA cycle (also known as the Tricarboxylic Acid cycle, the Citric Acid cycle or Krebs cycle). The TCA cycle is a central metabolic pathway for all animals, plants, and bacteria. As a result, citrate is found in all living organisms, from bacteria to plants to animals. In the TCA cycle, the enzyme citrate synthase catalyzes the condensation of oxaloacetate with acetyl CoA to form citrate. Citrate then acts as the substrate for the enzyme known as aconitase and is then converted into aconitic acid. The TCA cycle ends with regeneration of oxaloacetate. This series of chemical reactions in the TCA cycle is the source of two-thirds of the food-derived energy in higher organisms. Citrate can be transported out of the mitochondria and into the cytoplasm, then broken down into acetyl-CoA for fatty acid synthesis, and into oxaloacetate. Citrate is a positive modulator of this conversion, and allosterically regulates the enzyme acetyl-CoA carboxylase, which is the regulating enzyme in the conversion of acetyl-CoA into malonyl-CoA (the commitment step in fatty acid synthesis). In short, citrate is transported into the cytoplasm, converted into acetyl CoA, which is then converted into malonyl CoA by acetyl CoA carboxylase, which is allosterically modulated by citrate. In mammals and other vertebrates, Citrate is a vital component of bone, helping to regulate the size of apatite crystals (PMID: 21127269). Citric acid is found in citrus fruits, most concentrated in lemons and limes, where it can comprise as much as 8% of the dry weight of the fruit. Citric acid is a natural preservative and is also used to add an acidic (sour) taste to foods and carbonated drinks. Because it is one of the stronger edible acids, the dominant use of citric acid is as a flavoring and preservative in food and beverages, especially soft drinks and candies. Citric acid is an excellent chelating agent, binding metals by making them soluble. It is used to remove and discourage the buildup of limescale from boilers and evaporators. It can be used to treat water, which makes it useful in improving the effectiveness of soaps and laundry detergents. The salts of citric acid (citrates) can be used as anticoagulants due to their calcium chelating ability. Intolerance to citric acid in the diet is known to exist. Little information is available as the condition appears to be rare, but like other types of food intolerance it is often described as a "pseudo-allergic" reaction.	77-92-9	Solid	OC(CC([O-])=O)(CC([O-])=O)C([O-])=O	C6H5O7	InChI=1S/C6H8O7/c7-3(8)1-6(13,5(11)12)2-4(9)10/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/p-3	KRKNYBCHXYNGOX-UHFFFAOYSA-K	189.0035275	CHEBI:16947	HMDB0000094	
BASm0000794	N-acetyl-L-aspartate	N-Acetyl-L-Aspartic acid (NAA) or N-Acetylaspartic acid, belongs to the class of organic compounds known as N-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. N-alpha-Acetyl-L-aspartic acid can also be classified as an alpha amino acid or a derivatized alpha amino acid. Technically, N-Acetyl-L-aspartic acid is a biologically available N-terminal capped form of the proteinogenic alpha amino acid L-aspartic acid. N-acetyl amino acids can be produced either via direct synthesis of specific N-acetyltransferases or via the proteolytic degradation of N-acetylated proteins by specific hydrolases. N-terminal acetylation of proteins is a widespread and highly conserved process in eukaryotes that is involved in protection and stability of proteins (PMID: 16465618).  About 85% of all human proteins and 68% of all yeast proteins are acetylated at their N-terminus (PMID: 21750686). Several proteins from prokaryotes and archaea are also modified by N-terminal acetylation. The majority of eukaryotic N-terminal-acetylation reactions occur through N-acetyltransferase enzymes or NAT’s (PMID: 30054468).  These enzymes consist of three main oligomeric complexes NatA, NatB, and NatC, which are composed of at least a unique catalytic subunit and one unique ribosomal anchor. The substrate specificities of different NAT enzymes are mainly determined by the identities of the first two N-terminal residues of the target protein. The human NatA complex co-translationally acetylates N-termini that bear a small amino acid (A, S, T, C, and occasionally V and G) (PMID: 30054468). NatA also exists in a monomeric state and can post-translationally acetylate acidic N-termini residues (D-, E-). NatB and NatC acetylate N-terminal methionine with further specificity determined by the identity of the second amino acid.  N-acetylated amino acids, such as N-acetylaspartate can be released by an N-acylpeptide hydrolase from peptides generated by proteolytic degradation (PMID: 16465618). In addition to the NAT enzymes and protein-based acetylation, N-acetylation of free aspartic acid can also occur. In particular, N-Acetyl-L-aspartic acid can be synthesized in neurons from the amino acid aspartate and acetyl coenzyme A (acetyl CoA). Specifically, the enzyme known as aspartate N-acetyltransferase (EC 2.3.1.17) catalyzes the transfer of the acetyl group of acetyl CoA to the amino group of aspartate. N-Acetyl-L-aspartic acid is the second most concentrated molecule in the brain after the amino acid glutamate. The various functions served by N-acetylaspartic acid are still under investigation, but the primary proposed functions include (1) acting as a neuronal osmolyte that is involved in fluid balance in the brain, (2) serving as a source of acetate for lipid and myelin synthesis in oligodendrocytes (the glial cells that myelinate neuronal axons), (3) serving as a precursor for the synthesis of the important dipeptide neurotransmitter N-acetylaspartylglutamate (NAAG), and (4) playing a potential role in energy production from the amino acid glutamate in neuronal mitochondria. High neurotransmitter (i.e. N-acetylaspartic acid) levels can lead to abnormal neural signaling, delayed or arrested intellectual development, and difficulties with general motor skills. When present in sufficiently high levels, N-acetylaspartic acid can be a neurotoxin, an acidogen, and a metabotoxin. A neurotoxin is a compound that disrupts or attacks neural tissue. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of N-acetylaspartic acid are associated with Canavan disease. Because N-acetylaspartic acid functions as an organic acid and high levels of organic acids can lead to a condition known as acidosis. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. Infants with acidosis have symptoms that include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart abnormalities, seizures, coma, and possibly death. Many affected children with organic acidemias experience intellectual disability or delayed development. In adults, acidosis or acidemia is characterized by headaches, confusion, feeling tired, tremors, sleepiness, and flapping tremors.  Many N-acetylamino acids, including N-acetylaspartic acid, are classified as uremic toxins if present in high abundance in the serum or plasma (PMID: 26317986; PMID: 20613759). Uremic toxins are a diverse group of endogenously produced molecules that, if not properly cleared or eliminated by the kidneys, can cause kidney damage, cardiovascular disease and neurological deficits (PMID: 18287557).	997-55-7	Solid	CC(=O)N[C@@H](CC(=O)[O-])C(=O)[O-]	C6H9NO5	InChI=1S/C6H9NO5/c1-3(8)7-4(6(11)12)2-5(9)10/h4H,2H2,1H3,(H,7,8)(H,9,10)(H,11,12)/t4-/m0/s1	OTCCIMWXFLJLIA-BYPYZUCNSA-N	175.0480724	CHEBI:16953	HMDB0000812	
BASm0000795	albendazole S-oxide	Albendazole sulfoxide is a metabolite of albendazole. Albendazole, marketed as Albenza, Eskazole, Zentel, Andazol and Alworm, is a member of the benzimidazole compounds used as a drug indicated for the treatment of a variety of worm infestations. Although this use is widespread in the United States, the U.S. Food and Drug Administration (FDA) has not approved albendazole for this indication. It is marketed by Amedra Pharmaceuticals. Albendazole was first discovered at the SmithKline Animal Health Laboratories in 1972. (Wikipedia)			CCCS(=O)c1ccc2[nH]c(NC(=O)OC)nc2c1	C12H15N3O3S	InChI=1S/C12H15N3O3S/c1-3-6-19(17)8-4-5-9-10(7-8)14-11(13-9)15-12(16)18-2/h4-5,7H,3,6H2,1-2H3,(H2,13,14,15,16)	VXTGHWHFYNYFFV-UHFFFAOYSA-N	281.0834121	CHEBI:16959	HMDB0060560	
BASm0000796	cortisone	Cortisone is a naturally occurring glucocorticoid. It has been used in replacement therapy for adrenal insufficiency and as an anti-inflammatory agent. Cortisone itself is inactive. It is converted in the liver into the active metabolite cortisol. Cortisone is a corticosteroid hormone released by the adrenal gland in response to stress. One of cortisone's effects on the body, and a potentially harmful side effect when administered clinically, is the suppression of the immune system. This is an explanation for the apparent correlation between high stress and sickness.	1953-06-05		[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C	C21H28O5	InChI=1S/C21H28O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,14-15,18,22,26H,3-8,10-11H2,1-2H3/t14-,15-,18+,19-,20-,21-/m0/s1	MFYSYFVPBJMHGN-ZPOLXVRWSA-N	360.193674	CHEBI:16962	HMDB0002802	
BASm0000797	5-hydroxymethyluracil	5-Hydroxymethyluracil (5hmU), also known as alpha-hydroxythymine, belongs to the class of organic compounds known as pyrimidones. Pyrimidones are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. 5hmU has been identified as a thymine base modification found in the genomes of a diverse range of organisms (PMID: 28137275). 5-hydroxymethyluracil has been detected in bacteriophages, dinoflagellates, leishmania, and in eukaryotic genomes where its level appears to be cell type-specific. 5-Hydroxymethyluracil  arises from the oxidation of thymine.  5-Hydroxymethyluracil is produced by the enzyme thymine dioxygenase (EC 1.14.11.6) which catalyzes the chemical reaction thymine + 2-oxoglutarate + O2 <->  5-hydroxymethyluracil + succinate + CO2. The 3 substrates of this enzyme are thymine, 2-oxoglutarate, and O2, whereas its 3 products are 5-hydroxymethyluracil, succinate, and CO2. The 5hmU base can also be generated by oxidation/hydroxylation of thymine by the Ten-Eleven-Translocation (TET) proteins or result from deamination of 5hmC (PMID: 29184924). DNA containing 5hmU has been reported to be more flexible and hydrophilic (PMID: 29184924).	4433-40-3		OCC1=CNC(=O)NC1=O	C5H6N2O3	InChI=1S/C5H6N2O3/c8-2-3-1-6-5(10)7-4(3)9/h1,8H,2H2,(H2,6,7,9,10)	JDBGXEHEIRGOBU-UHFFFAOYSA-N	142.0378421	CHEBI:16964	HMDB0000469	
BASm0000798	(2R,3R)-2,3-dihydrogossypetin				O=C1c2c(O)cc(O)c(O)c2O[C@H](c2ccc(O)c(O)c2)[C@H]1O	C15H12O8	InChI=1S/C15H12O8/c16-6-2-1-5(3-7(6)17)14-13(22)12(21)10-8(18)4-9(19)11(20)15(10)23-14/h1-4,13-14,16-20,22H	ZHPLPRUARZZBET-UHFFFAOYSA-N	320.0532173	CHEBI:16965	HMDB0152479	
BASm0000799	(Z)-5-oxohex-2-enedioate				O=C([O-])/C=C\CC(=O)C(=O)[O-]	C6H6O5	InChI=1S/C6H6O5/c7-4(6(10)11)2-1-3-5(8)9/h1,3H,2H2,(H,8,9)(H,10,11)/b3-1-	OOEDHTCVMHDXRH-IWQZZHSRSA-N	158.0215233	CHEBI:16967		
BASm0000800	1,8-diazacyclotetradecane-2,9-dione			Expected Solid	OC1=NCCCCCC(O)=NCCCCC1	C12H22N2O2	InChI=1S/C12H22N2O2/c15-11-7-3-1-5-9-13-12(16)8-4-2-6-10-14-11/h1-10H2,(H,13,16)(H,14,15)	HERSSAVMHCMYSQ-UHFFFAOYSA-N	226.168128	CHEBI:16968		MMDBc0055140
BASm0000801	benzene-1,2,4-triol	Benzene-1,2,4-triol is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of benzene-1,3-diol. It is generated by cyp2e1 enzyme via a hydroxylation-of-benzene-ortho-to-strongly-edg reaction. This hydroxylation-of-benzene-ortho-to-strongly-edg occurs in humans.			OC1=CC(O)=C(O)C=C1	C6H6O3	InChI=1S/C6H6O3/c7-4-1-2-5(8)6(9)3-4/h1-3,7-9H	GGNQRNBDZQJCCN-UHFFFAOYSA-N	126.0316941	CHEBI:16971	HMDB0124831	
BASm0000802	21-hydroxyprogesterone	11-Deoxycorticosterone (also called desoxycortone, 21-hydroxyprogesterone, DOC, or simply deoxycorticosterone) is a steroid hormone produced by the adrenal gland that possesses mineralocorticoid activity and acts as a precursor to aldosterone. It is classified as a member of the 21-hydroxysteroids. 21-hydroxysteroids are steroids carrying a hydroxyl group at the 21-position of the steroid backbone. Deoxycorticosterone is very hydrophobic, practically insoluble (in water), and relatively neutral. Deoxycorticosterone can be synthesized from progesterone by 21-beta-hydroxylase and is then converted to corticosterone by 11-beta-hydroxylase. Corticosterone is then converted to aldosterone by aldosterone synthase. Deoxycorticosterone stimulates the collecting tubules in the kidney to continue to excrete potassium in much the same way that aldosterone does. Deoxycorticosterone has about 1/20 of the sodium retaining power of aldosterone and about 1/5 the potassium excreting power of aldosterone (Wikipedia). Deoxycorticosterone can be found throughout all human tissues and has been detected in amniotic fluid and blood. When present in sufficiently high levels, deoxycorticosterone can act as a hypertensive agent and a metabotoxin. A hypertensive agent increases blood pressure and causes the production of more urine. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels.  Chronically high levels of deoxycorticosterone are associated with congenital adrenal hyperplasia (CAH) and with adrenal tumors producing deoxycorticosterone (PMID: 20671982). High levels of this mineralocorticoid are associated with resistant hypertension, which can result in polyuria, polydipsia, increased blood volume, edema, and cardiac enlargement. Deoxycorticosterone can be used to treat adrenal insufficiency. In particular, desoxycorticosterone acetate (DOCA) is used as replacement therapy in Addison's disease.	64-85-7	Solid	[H][C@@]12CC[C@H](C(=O)CO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C	C21H30O3	InChI=1S/C21H30O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h11,15-18,22H,3-10,12H2,1-2H3/t15-,16-,17-,18+,20-,21-/m0/s1	ZESRJSPZRDMNHY-YFWFAHHUSA-N	330.2194948	CHEBI:16973	HMDB0000016	
BASm0000803	(2E)-geranial	Geranial, also known as 3,7-dimethyl-2,6-octadienal, citral or lemonal, belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Thus, citral is considered to be an isoprenoid lipid. Two different isomers of 3,7-dimethyl-2,6-octadienal exist. The E-isomer or trans-isomer is known as geranial or citral A. The Z-isomer or cis-isomer is known as neral or citral B. 3,7-dimethyl-2,6-octadienal is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Citral is present in the oils of several plants, including lemon myrtle (90-98%), Litsea citrata (90%), Litsea cubeba, lemongrass (65-80%), lemon tea-tree (70-80%), Ocimum gratissimum, Lindera citriodora, Calypranthes parriculata, petitgrain, lemon verbena, lemon ironbark, lemon balm, lime, lemon and orange. Citral has also been reported to be found in Cannabis sativa (PMID:6991645 , 26657499 ). Citral has a strong lemon (citrus) odor. Neral's lemon odor is less intense, but sweeter. Citral is therefore an aroma compound used in perfumery for its citrus effect. Citral is also used as a flavor and for fortifying lemon oil. It has strong antimicrobial qualities (PMID:28974979 ) and pheromonal effects in nematodes and insects (PMID:26973536 ). Citral is used in the synthesis of vitamin A, lycopene, ionone, and methylionone (a compound used to mask the smell of smoke).	141-27-5		CC(C)=CCC\C(C)=C\C=O	C10H16O	InChI=1S/C10H16O/c1-9(2)5-4-6-10(3)7-8-11/h5,7-8H,4,6H2,1-3H3/b10-7+	WTEVQBCEXWBHNA-JXMROGBWSA-N	152.1201151	CHEBI:16980	HMDB0035078	
BASm0000804	(R,R)-butane-2,3-diol	(2R,3R)-2,3-Butanediol is found in cocoa and cocoa products. (2R,3R)-2,3-Butanediol is isolated from cocoa butter and roots of Ruta graveolens (rue).2,3-Butanediol is one of the constitutional isomers of butanediol. The 2R,3R stereoisomer of 2,3-butanediol is produced by a variety of microorganisms, in a process known as butanediol fermentation. It is found in cocoa butter and in the roots of Ruta graveolens. (Wikipedia).	24347-58-8	Liquid	C[C@@H](O)[C@@H](C)O	C4H10O2	InChI=1S/C4H10O2/c1-3(5)4(2)6/h3-6H,1-2H3/t3-,4-/m1/s1	OWBTYPJTUOEWEK-QWWZWVQMSA-N	90.06807956	CHEBI:16982	HMDB0033007	
BASm0000805	N-acetylimidazole				CC(=O)N1C=CN=C1	C5H6N2O	InChI=1S/C5H6N2O/c1-5(8)7-3-2-6-4-7/h2-4H,1H3	VIHYIVKEECZGOU-UHFFFAOYSA-N	110.0480128	CHEBI:16984	HMDB0243814	
BASm0000806	5beta-androstane-3,17-dione	Etiocholanedione is a 5-beta metabolite product of the catabolism of androgens. Etiocholanedione has been identified as a ketosteroid and isolated from the urine of healthy and diseased persons. Etiocholanedione has been identified as a metabolite of an altered androgen metabolism that eventually leads hepatocellular carcinoma to impaired hormone responsiveness in human. Etiocholanedione has been identified as a metabolite of 17alpha-hydroxyprogesterone in some patients affected by congenital adrenal hyperplasia, although it doesn't appear to account for the masculinization observed in congenital hyperplasia. Etiocholanedione can be the product of microbial contamination of urine since a few organisms are able to synthesize it using endogenous steroids as substrates. Human axillary bacteria are able to produce small amounts of etiocholanedione from testosterone. (PMID: 12161001, 13795320, 11161304, 2026727). Etiocholanedione has been found to be a metabolite of Corynebacterium (PMID: 11161304).	1229-12-5		[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])CC(=O)CC[C@]12C	C19H28O2	InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-16H,3-11H2,1-2H3/t12-,14+,15+,16+,18+,19+/m1/s1	RAJWOBJTTGJROA-QJISAEMRSA-N	288.2089301	CHEBI:16985	HMDB0003769	
BASm0000808	propane-1,2-diol	Propylene glycol (CAS: 57-55-6), also known as 1,2-propanediol, is an organic compound (a diol alcohol), usually a tasteless, odourless, and colourless clear oily liquid that is hygroscopic and miscible with water, acetone, and chloroform. It is manufactured by the hydration of propylene oxide. Propylene glycol is used as a solvent for intravenous, oral, and topical pharmaceutical preparations It is generally considered safe. However, in large doses, it can be toxic, especially if given over a short period of time. Intravenous lorazepam contains the largest amount of propylene glycol of commonly used drugs. In adults with normal liver and kidney function, the terminal half-life of propylene glycol ranges from 1.4 to 3.3 hours. Propylene glycol is metabolized by the liver to form lactate, acetate, and pyruvate. The nonmetabolized drug is excreted in the urine mainly as the glucuronide conjugate, approximately 12 to 45 percent is excreted unchanged in urine. Renal clearance decreases as the dose administered increases (390 ml/minute/173 m2 at a dose of 5 g/day but only 144 ml/minute/173 m2 at a dose of 21 g/day). These data suggest that renal clearance declines at higher propylene glycol doses because of the saturation of proximal tubular secretion of the drug. As an acceptable level of propylene glycol has not been defined, the clinical implication of a propylene glycol level is unclear. The World Health Organization (WHO) recommends a maximum consumption of 25 mg/kg/day (1.8 g/day for a 75 kg male) of propylene glycol when used as a food additive, but this limit does not address its use as a drug solvent. No maximum dose is recommended in the literature for intravenous therapy with propylene glycol. Intoxication occurs at much higher doses than the WHO dose limit and is exclusive to pharmacologic exposure. Propylene glycol toxicity includes the development of serum hyperosmolality, lactic acidosis, and kidney failure. It has been suggested that proximal tubular necrosis is the cause of acute kidney injury from propylene glycol. Along these lines, proximal tubular cell injury occurs in cultured human cells exposed to propylene glycol. Acute tubular necrosis was described with propylene glycol toxicity in a case of concomitant administration of intravenous lorazepam and trimethoprim sulfamethoxazole. Propylene glycol induced intoxication can also mimic sepsis or systemic inflammatory response syndrome (SIRS). Patients suspected of having sepsis with negative cultures should be evaluated for propylene glycol toxicity if they have been exposed to high dose lorazepam or other medications containing this solvent (PMID:17555487).	4254-14-2			C3H8O2		DNIAPMSPPWPWGF-UHFFFAOYNA-N	76.0524295	CHEBI:16997	HMDB0001881	
BASm0000809	tropate					C9H9O3		JACRWUWPXAESPB-UHFFFAOYNA-M	165.0557177	CHEBI:17000		
BASm0000810	7,8-dihydroneopterin	7,8-Dihydroneopterin, also known as dihydroneopterin, belongs to the class of organic compounds known as biopterins and derivatives. These are coenzymes containing a 2-amino-pteridine-4-one derivative. They are synthesized in several parts of the body, including the pineal gland. 7,8-Dihydroneopterin is a strong basic compound (based on its pKa). Within humans, 7,8-dihydroneopterin participates in a number of enzymatic reactions. In particular, 7,8-dihydroneopterin can be biosynthesized from sepiapterin; which is catalyzed by the enzyme sepiapterin reductase or carbonyl reductase [NADPH] 1. In humans, 7,8-dihydroneopterin is involved in the metabolic disorder called hyperphenylalaninemia due to 6-pyruvoyltetrahydropterin synthase (PTPS) deficiency. 7,8-Dihydroneopterin is produced by human monocyte-derived macrophages upon stimulation with interferon-gamma. Increased amounts of 7,8-dihydroneopterin in human body fluids are found in many disorders, including viral infections and autoimmune diseases (PMID: 12804528).	1218-98-0		NC1=NC(=O)C2=C(NCC(=N2)[C@H](O)[C@H](O)CO)N1	C9H13N5O4	InChI=1S/C9H13N5O4/c10-9-13-7-5(8(18)14-9)12-3(1-11-7)6(17)4(16)2-15/h4,6,15-17H,1-2H2,(H4,10,11,13,14,18)/t4-,6+/m1/s1	YQIFAMYNGGOTFB-XINAWCOVSA-N	255.0967539	CHEBI:17001	HMDB0002275	
BASm0000811	a cholesterol ester				*C(=O)O[C@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4CC[C@H]([C@H](C)CCCC(C)C)[C@@]4(C)CC[C@@H]32)C1					CHEBI:17002		
BASm0000813	5-dehydro-D-fructose			Expected Solid	OCC(=O)[C@@H](O)[C@H](O)C(=O)CO	C6H10O6	InChI=1S/C6H10O6/c7-1-3(9)5(11)6(12)4(10)2-8/h5-8,11-12H,1-2H2/t5-,6-/m1/s1	AWQIYVPBMVSGCL-PHDIDXHHSA-N	178.047738	CHEBI:17011		MMDBc0002134
BASm0000814	(R)-amygdalin	Amygdalin is found in almond. Bitter glycoside of the Rosaceae, found especially in kernels of cherries, peaches and apricots. Amygdalin is present in cold pressed bitter almond oil from the above sources prior to enzymic hydolysis and steam distillation for food use Amygdalin , C20H27NO11, is a glycoside initially isolated from the seeds of the tree Prunus dulcis, also known as bitter almonds, by Pierre-Jean Robiquet and A. F. Boutron-Charlard in 1803, and subsequently investigated by Liebig and Wohler in 1830, and others. Several other related species in the genus of Prunus, including apricot (Prunus armeniaca) and black cherry (Prunus serotina), also contain amygdalin. It was promoted as a cancer cure by Ernst T. Krebs under the name "Vitamin B17", but studies have found it to be ineffective. Amygdalin is sometimes confounded with laevomandelonitrile, also called laetrile for short; however, amygdalin and laetrile are different chemical compounds	29883-15-6			C20H27NO11		XUCIJNAGGSZNQT-JHSLDZJXSA-N	457.1584107	CHEBI:17019	HMDB0035030	
BASm0000815	progesterone	The major progestational steroid that is secreted primarily by the corpus luteum and the placenta. Progesterone acts on the uterus, the mammary glands and the brain. It is required in embryo implantation, pregnancy maintenance, and the development of mammary tissue for milk production. Progesterone, converted from pregnenolone, also serves as an intermediate in the biosynthesis of gonadal steroid hormones and adrenal corticosteroids. Progesterone is a C-21 steroid hormone involved in the female menstrual cycle, pregnancy (supports gestation) and embryogenesis of humans and other species. Progesterone belongs to a class of hormones called progestagens, and is the major naturally occurring human progestagen. During implantation and gestation, progesterone appears to decrease the maternal immune response to allow for the acceptance of the pregnancy. Progesterone decreases contractility of the uterine smooth muscle. The fetus metabolizes placental progesterone in the production of adrenal mineralo- and glucosteroids. A drop in progesterone levels is possibly one step that facilitates the onset of labor. In addition progesterone inhibits lactation during pregnancy. The fall in progesterone levels following delivery is one of the triggers for milk production. Progesterone is found to be associated with pregnene hydroxylation deficiency, which is an inborn error of metabolism.	57-83-0		[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C	C21H30O2	InChI=1S/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12,16-19H,4-11H2,1-3H3/t16-,17+,18-,19-,20-,21+/m0/s1	RJKFOVLPORLFTN-LEKSSAKUSA-N	314.2245802	CHEBI:17026	HMDB0001830	
BASm0000816	beta-N-Acetylglucosamine	beta-N-Acetylglucosamine is an acylaminosugar, which is an organic compound containing a sugar linked to a chain through an N-acyl group.  This compound is water-soluble.  Glycosylation with beta-N-acetylglucosamine is one of the most common post-translational modifications.  All animals and plants dynamically attach and remove beta-N-acetylglucosamine at serine and threonine residues on myriad nuclear and cytoplasmic proteins.  beta-N-Acetylglucosamine cycling, which is tightly regulated by the concerted actions of two highly-conserved enzymes, serves as a nutrient and stress sensor.  Proteins glycosylated with beta-N-acetylglucosamine can be found in almost every intracellular compartment and almost every functional class (PMID: 17460662).	14131-68-1	Solid	CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O	C8H15NO6	InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6-,7-,8-/m1/s1	OVRNDRQMDRJTHS-FMDGEEDCSA-N	221.0899372	CHEBI:17029	HMDB0000803	
BASm0000817	beta-N-Acetylglucosamine	beta-N-Acetylglucosamine is an acylaminosugar, which is an organic compound containing a sugar linked to a chain through an N-acyl group.  This compound is water-soluble.  Glycosylation with beta-N-acetylglucosamine is one of the most common post-translational modifications.  All animals and plants dynamically attach and remove beta-N-acetylglucosamine at serine and threonine residues on myriad nuclear and cytoplasmic proteins.  beta-N-Acetylglucosamine cycling, which is tightly regulated by the concerted actions of two highly-conserved enzymes, serves as a nutrient and stress sensor.  Proteins glycosylated with beta-N-acetylglucosamine can be found in almost every intracellular compartment and almost every functional class (PMID: 17460662).	14131-68-1	Solid	CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O	C8H15NO6	InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6-,7-,8-/m1/s1	OVRNDRQMDRJTHS-FMDGEEDCSA-N	221.0899372	CHEBI:17029	HMDB0000803	
BASm0000818	beta-N-Acetylglucosamine	beta-N-Acetylglucosamine is an acylaminosugar, which is an organic compound containing a sugar linked to a chain through an N-acyl group.  This compound is water-soluble.  Glycosylation with beta-N-acetylglucosamine is one of the most common post-translational modifications.  All animals and plants dynamically attach and remove beta-N-acetylglucosamine at serine and threonine residues on myriad nuclear and cytoplasmic proteins.  beta-N-Acetylglucosamine cycling, which is tightly regulated by the concerted actions of two highly-conserved enzymes, serves as a nutrient and stress sensor.  Proteins glycosylated with beta-N-acetylglucosamine can be found in almost every intracellular compartment and almost every functional class (PMID: 17460662).	14131-68-1	Solid	CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O	C8H15NO6	InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6-,7-,8-/m1/s1	OVRNDRQMDRJTHS-FMDGEEDCSA-N	221.0899372	CHEBI:17029	HMDB0000803	
BASm0000819	cycloartenol	Cycloartenol is found in alcoholic beverages. Cycloartenol is a constituent of Artocarpus integrifolia fruits and Solanum tuberosum (potato) Cycloartenol is a sterol precursor in photosynthetic organisms and plants. The biosynthesis of cycloartenol starts from the triterpenoid squalene. Its structure is also related to triterpenoid lanosterol	469-38-5		[H][C@@]1(CC[C@@]2(C)[C@]3([H])CC[C@]4([H])[C@]5(C[C@@]35CC[C@]12C)CC[C@H](O)C4(C)C)[C@H](C)CCC=C(C)C	C30H50O	InChI=1S/C30H50O/c1-20(2)9-8-10-21(3)22-13-15-28(7)24-12-11-23-26(4,5)25(31)14-16-29(23)19-30(24,29)18-17-27(22,28)6/h9,21-25,31H,8,10-19H2,1-7H3/t21-,22-,23+,24+,25+,27-,28+,29-,30+/m1/s1	ONQRKEUAIJMULO-YBXTVTTCSA-N	426.3861662	CHEBI:17030	HMDB0036591	
BASm0000820	chelirubine				COC1=C2C(C=[N+](C)C3=C2C=CC2=CC4=C(OCO4)C=C32)=C2OCOC2=C1	C21H16NO5	InChI=1S/C21H16NO5/c1-22-8-14-19(17(23-2)7-18-21(14)27-10-26-18)12-4-3-11-5-15-16(25-9-24-15)6-13(11)20(12)22/h3-8H,9-10H2,1-2H3/q+1	RNSBFHHWMMKJAM-UHFFFAOYSA-N	362.102299	CHEBI:17031		
BASm0000821	octadecanal	Stearaldehyde or octadecanal is a normal long chain fatty aldehyde that can be found in total lipid extracts of muscle tissue. Stearaldehyde can also be found in the plasma of patients with Sjogren-Larsson syndrome. Sjogren-Larsson syndrome (SLS) is an autosomal recessively inherited neurocutaneous disorder caused by a deficiency of the microsomal enzyme fatty aldehyde dehydrogenase (FALDH). (PMID 14564703, 11408337). Octadecanal is often used as the substrate of choice to test FALDH activity in patients suspected of having Sjogren-Larsson syndrome.	638-66-4	Solid	CCCCCCCCCCCCCCCCCC=O	C18H36O	InChI=1S/C18H36O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h18H,2-17H2,1H3	FWWQKRXKHIRPJY-UHFFFAOYSA-N	268.2766158	CHEBI:17034	HMDB0002384	
BASm0000822	dibenzo[1,4]dioxin-2,3-dione					C12H6O4		OEZWQQMRIGCJRU-UHFFFAOYSA-N	214.0266087	CHEBI:17036		
BASm0000823	(19E)-geissoschizine					C21H24N2O3		WKWHYFHGTWZCLM-KGZWXYIYSA-N	352.1786926	CHEBI:17037		
BASm0000824	fecosterol	Fecosterol, also known as 24-methylene-5alpha-cholest-8-en-3beta-ol or delta-8(24),28-ergostadienol, belongs to ergosterols and derivatives class of compounds. Those are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, fecosterol is considered to be a sterol lipid molecule. Fecosterol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Fecosterol can be synthesized from 5alpha-ergostane. Fecosterol can also be synthesized into fecosterol ester. Fecosterol can be found in a number of food items such as jew's ear, lima bean, persimmon, and european plum, which makes fecosterol a potential biomarker for the consumption of these food products. Fecosterol may be a unique S.cerevisiae (yeast) metabolite. Fecosterol is a sterol made by certain fungi and lichens .			[H][C@@](C)(CCC(=C)C(C)C)[C@@]1([H])CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C[C@]1([H])CC3	C28H46O	InChI=1S/C28H46O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h18,20-22,24-25,29H,3,7-17H2,1-2,4-6H3/t20-,21+,22+,24-,25+,27+,28-/m1/s1	SLQKYSPHBZMASJ-QKPORZECSA-N	398.3548661	CHEBI:17038	HMDB0304351	
BASm0000825	D-glucurono-6,2-lactone					C6H8O6		JBQGSJDKHSBLDG-MBMOQRBOSA-N	176.032088	CHEBI:17039		
BASm0000826	biphenyl-2-ol	2-Biphenylol is found in lemon. It is an antifungal agent and preservative. 2-Biphenylol is used for post-harvest control of storage disease in apples, citrus fruit, stone fruit, tomatoes, cucumber and peppers through the use of impregnated wrapping materials or by direct application in a wax. 2-Biphenylol is used in food seasonings. Inhibitory to a wider range of moulds than Biphenyl <ht>HMJ12-A</ht>. The practical way of treatment is to immerse citrus fruit in an alkaline aqueous solution of the parent compound or its Na salt	90-43-7		OC1=CC=CC=C1C1=CC=CC=C1	C12H10O	InChI=1S/C12H10O/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10/h1-9,13H	LLEMOWNGBBNAJR-UHFFFAOYSA-N	170.0731649	CHEBI:17043	HMDB0032582	
BASm0000827	nitrous oxide	Aerosol propellant for foods. Nitrous oxide is a flavouring ingredien	10024-97-2	Liquid	[O-][N+]#N	N2O	InChI=1S/N2O/c1-2-3	GQPLMRYTRLFLPF-UHFFFAOYSA-N	44.00106263	CHEBI:17045	HMDB0035807	
BASm0000828	fluoride	Fluorine (Latin: fluere, meaning "to flow"), is the chemical element with the symbol F and atomic number 9. It is a nonmetallic, diatomic gas that is a trace element and member of the halogen family. Pure fluorine (F2) is a corrosive, poisonous, pale yellowish brown gas that is a powerful oxidizing agent. It is the most reactive and electronegative of all the elements (4.0), and readily forms compounds with most other elements. Fluorine even combines with the noble gases, krypton, xenon, and radon. Even in dark, cool conditions, fluorine reacts explosively with hydrogen. It is so reactive that glass, metals, and even water, as well as other substances, burn with a bright flame in a jet of fluorine gas. It is far too reactive to be found in elemental form and has such an affinity for most elements, including silicon, that it can neither be prepared nor be kept in ordinary glass vessels. Instead, it must be kept in specialized quartz tubes lined with a very thin layer of fluorocarbons. In moist air it reacts with water to form also-dangerous hydrofluoric acid. Elemental fluorine is a powerful oxidizer which can cause organic material, combustibles, or other flammable materials to ignite. Both elemental fluorine and fluoride ions are highly toxic and must be handled with great care and any contact with skin and eyes should be strictly avoided. Physiologically, fluorine. exists as an ion in the body. When it is a free element, fluorine has a characteristic pungent odor that is detectable in concentrations as low as 20 nL/L. Fluorine is used in dentistry as flouride (Fluorides) to prevent dental caries. Sodium and stannous salts of fluorine are commonly used in dentifrices. Contact of exposed skin with HF (hydrofluoric acid) solutions posses one of the most extreme and insidious industrial threats-- one which is exacerbated by the fact that HF damages nerves in such a way as to make such burns initially painless. The HF molecule is capable of rapidly migrating through lipid layers of cells which would ordinarily stop an ionized acid, and the burns are typically deep. HF may react with calcium, permanently damaging the bone. More seriously, reaction with the body's calcium can cause cardiac arrhythmias, followed by cardiac arrest brought on by sudden chemical changes within the body. These cannot always be prevented with local or intravenous injection of calcium salts. HF spills over just 2.5% of the body's surface area, despite copious immediate washing, have been fatal If the patient survives, HF burns typically produce open wounds of an especially slow-healing nature. Fluorine in the form of fluorspar (also called fluorite) (calcium fluoride) was described in 1530 by Georgius Agricola for its use as a flux , which is a substance that is used to promote the fusion of metals or minerals. In 1670 Schwanhard found that glass was etched when it was exposed to fluorspar that was treated with acid. Karl Scheele and many later researchers, including Humphry Davy, Gay-Lussac, Antoine Lavoisier, and Louis Thenard all would experiment with hydrofluoric acid, easily obtained by treating calcium fluoride (fluorspar) with concentrated sulfuric acid.	7782-41-4	Liquid	[F-]	F	InChI=1S/FH/h1H/p-1	KRHYYFGTRYWZRS-UHFFFAOYSA-M	18.99840321	CHEBI:17051	HMDB0000662	
BASm0000829	D-cellobiose	Cellobiose, also known as GLCB1-4GLCB or cellose, is a disaccharide. It is also classified as a reducing sugar. In terms of its chemical structure, it is derived from the condensation of a pair beta-glucose molecules creating a beta (1‚Üí4) bond. It belongs to the class of organic compounds known as O-glycosyl compounds. These are glycosides in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Cellobiose can be obtained by enzymatic hydrolysis of cellulose and cellulose-rich materials such as cotton, jute, or paper. Cellobiose is a plant metabolite found in flowering plants, conifers and other gymnosperms. Cellobiose can also be found in vertebrates that have consumed plant foods. It has been detected, but not quantified in, several different foods, such as okra, common chokecherries, cherry tomatoes, and welsh onions. Cellobiose can be used as an indicator carbohydrate for Crohn's disease and malabsorption syndrome. Intestinal permeability to detect Crohn's disease and malabsorption syndrome can be measured by the sugar absorption test. This test is based on determining the ratio of the urinary excretion of a large (a disaccharide such as cellobiose) and a small carbohydrate (a monosaccharide such as lactulose or rhamnose) after oral administration. Patients with Crohn's disease or with ulcerative colitis have increased permeability indices in comparison to healthy controls (PMID: 15546811).	528-50-7	Solid	OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O	C12H22O11	InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8-,9-,10-,11?,12+/m1/s1	GUBGYTABKSRVRQ-CUHNMECISA-N	342.1162115	CHEBI:17057	HMDB0000055	
BASm0000830	3-dehydroecdysone			Expected Solid		C27H42O6		GDSSFVCRVUQMRG-OSCDMYCUSA-N	462.2981391	CHEBI:17058		MMDBc0051558
BASm0000831	2-methylcholine					C6H16NO		JPKKMFOXWKNEEN-UHFFFAOYNA-N	118.1226406	CHEBI:17059		
BASm0000832	4-nitroaniline				NC1=CC=C(C=C1)N(=O)=O	C6H6N2O2	InChI=1S/C6H6N2O2/c7-5-1-3-6(4-2-5)8(9)10/h1-4H,7H2	TYMLOMAKGOJONV-UHFFFAOYSA-N	138.0429274	CHEBI:17064	HMDB0246529	
BASm0000833	3-hydroxybenzyl alcohol	3-Hydroxybenzyl alcohol (CAS Number 620-24-6) is a hydroxybenzyl alcohol that is phenol substituted at position C-3 by a hydroxymethyl group. It is a pink or beige to brown crystalline powder, soluble in water.	620-24-6	Solid	OCC1=CC=CC(O)=C1	C7H8O2	InChI=1S/C7H8O2/c8-5-6-2-1-3-7(9)4-6/h1-4,8-9H,5H2	OKVJCVWFVRATSG-UHFFFAOYSA-N	124.0524295	CHEBI:17069	HMDB0059712	
BASm0000834	glycolaldehyde	Glycolaldehyde (HOCH2-CH=O, IUPAC name 2-hydroxyethanal) is a type of diose (2-carbon monosaccharide). Glycolaldehyde is readily converted to acetyl coenzyme A. It has an aldehyde and a hydroxyl group. However, it is not actually a sugar, because there is only one hydroxyl group. Glycolaldehyde is formed from many sources, including the amino acid glycine and from purone catabolism. It can form by action of ketolase on fructose 1,6-bisphosphate in an alternate glycolysis pathway. This compound is transferred by thiamin pyrophosphate during the pentose phosphate shunt.	141-46-8		OCC=O	C2H4O2	InChI=1S/C2H4O2/c3-1-2-4/h1,4H,2H2	WGCNASOHLSPBMP-UHFFFAOYSA-N	60.02112937	CHEBI:17071	HMDB0003344	
BASm0000835	cycasin	Cycasin is an alkaloid from seeds of the false sago Cycas circinalis and sago cycas Cycas revoluta (Cycadaceae). Carcinogen of significance in human nutrition; but in practice the toxin is present in the seeds of the plant and the pith is used as a food source.	14901-08-07	Solid	C/[N+]([O-])=N\CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C8H16N2O7	InChI=1S/C8H16N2O7/c1-10(15)9-3-16-8-7(14)6(13)5(12)4(2-11)17-8/h4-8,11-14H,2-3H2,1H3/b10-9-	YHLRMABUJXBLCK-KTKRTIGZSA-N	252.0957509	CHEBI:17074	HMDB0038850	
BASm0000836	6-hydroxyhexan-6-olide				O=C1CCCCC(O)O1		InChI=1S/C6H10O3/c7-5-3-1-2-4-6(8)9-5/h5,7H,1-4H2	FXIBGWAZMBWMLW-UHFFFAOYSA-N		CHEBI:17075		
BASm0000837	dimethylmaleate			Expected Solid	C\C(=C(/C)C([O-])=O)C([O-])=O	C6H6O4	InChI=1S/C6H8O4/c1-3(5(7)8)4(2)6(9)10/h1-2H3,(H,7,8)(H,9,10)/p-2/b4-3-	CGBYBGVMDAPUIH-ARJAWSKDSA-L	142.0277058	CHEBI:17081		MMDBc0055935
BASm0000838	a ketone				[1*]C([2*])=O					CHEBI:17087		
BASm0000839	biphenyl	Biphenyl is found in alcoholic beverages. Fungistat, especially for citrus fruits. Biphenyl is used as food preservative and flavouring agent. Biphenyl is detected in bilberry, wine grape, carrot, peas, rum, potato, bell pepper, tomato, butter, milk, smoked fatty fish, cocoa, coffee, roast peanuts, olive, buckwheat and tamarind. Generally, the fruit packaging is impregnated with biphenyl, which evaporates into the air space surrounding the fruit. Some biphenyl is absorbed by the fruit skin	92-52-4		C1=CC=C(C=C1)C1=CC=CC=C1	C12H10	InChI=1S/C12H10/c1-3-7-11(8-4-1)12-9-5-2-6-10-12/h1-10H	ZUOUZKKEUPVFJK-UHFFFAOYSA-N	154.0782503	CHEBI:17097	HMDB0034437	
BASm0000840	3,4-dimethoxybenzaldehyde	3,4-Dimethoxybenzaldehyde is found in fruits. 3,4-Dimethoxybenzaldehyde is isolated from peppermint, raspberry, ginger and Bourbon vanilla. 3,4-Dimethoxybenzaldehyde is used in vanilla flavour	120-14-9		COC1=C(OC)C=C(C=O)C=C1	C9H10O3	InChI=1S/C9H10O3/c1-11-8-4-3-7(6-10)5-9(8)12-2/h3-6H,1-2H3	WJUFSDZVCOTFON-UHFFFAOYSA-N	166.0629942	CHEBI:17098	HMDB0032138	
BASm0000841	L-arabinono-1,4-lactone			Expected Solid	OC[C@@H]1OC(=O)[C@H](O)[C@H]1O	C5H8O5	InChI=1S/C5H8O5/c6-1-2-3(7)4(8)5(9)10-2/h2-4,6-8H,1H2/t2-,3-,4+/m0/s1	CUOKHACJLGPRHD-YVZJFKFKSA-N	148.0371734	CHEBI:17100		MMDBc0054534
BASm0000842	macarpine				COC1=CC2=C(OCO2)C2=C[N+](C)=C3C4=CC5=C(OCO5)C=C4C(OC)=CC3=C12	C22H18NO6	InChI=1S/C22H18NO6/c1-23-8-14-20(18(25-3)7-19-22(14)29-10-28-19)13-6-15(24-2)11-4-16-17(27-9-26-16)5-12(11)21(13)23/h4-8H,9-10H2,1-3H3/q+1	SBVRPBAVNZNLKX-UHFFFAOYSA-N	392.1128637	CHEBI:17101		
BASm0000844	6-hydroxyprotopine				CN1Cc2c(ccc3c2OCO3)CC(=O)c2cc3c(cc2CC1O)OCO3	C20H19NO6	InChI=1S/C20H19NO6/c1-21-8-14-11(2-3-16-20(14)27-10-24-16)4-15(22)13-7-18-17(25-9-26-18)5-12(13)6-19(21)23/h2-3,5,7,19,23H,4,6,8-10H2,1H3	QRZCXUNTBXMAPR-UHFFFAOYSA-N	369.1212373	CHEBI:17104		
BASm0000845	4-maleylacetoacetate	Maleylacetoacetic acid, also known as 4-maleylacetoacetate, is an intermediate in the metabolism of tyrosine. Homogentisate 1,2-dioxygenase (HGD) is the enzyme which catalyzes the conversion of homogentisate into 4-maleylacetoacetate. HGD is involved in the catabolism of aromatic rings, more specifically in the breakdown of the amino acids tyrosine and phenylalanine.	5698-52-2	Solid	O=C([O-])/C=C\C(=O)CC(=O)CC(=O)[O-]	C8H8O6	InChI=1S/C8H8O6/c9-5(1-2-7(11)12)3-6(10)4-8(13)14/h1-2H,3-4H2,(H,11,12)(H,13,14)/b2-1-	GACSIVHAIFQKTC-UPHRSURJSA-N	200.032088	CHEBI:17105	HMDB0002052	
BASm0000846	erythritol	Erythritol is a sugar alcohol (or polyol), used as a food additive and sugar substitute. It is naturally occurring and is made from corn using enzymes and fermentation. Its formula is C4H10O4, or HO(CH2)(CHOH)2(CH2)OH; specifically, one particular stereoisomer with that formula. Erythritol is 60–70% as sweet as sucrose (table sugar), yet it is almost noncaloric and does not affect blood sugar or cause tooth decay. Erythritol occurs widely in nature and has been found to occur naturally in several foods including wine, sake, beer, watermelon, pear, grape, and soy sauce. Evidence indicates that erythritol also exists endogenously in the tissues and body fluids of humans and animals. Erythritol is absorbed from the proximal intestine by passive diffusion in a manner similar to that of many low molecular weight organic molecules which do not have associated active transport systems. The rate of absorption is related to their molecular size. It passes through the intestinal membranes at a faster rate than larger molecules such as mannitol or glucose. In diabetics, erythritol has also been shown to be rapidly absorbed and excreted unchanged in the urine. Following absorption, ingested erythritol is rapidly distributed throughout the body and has been reported to occur in hepatocytes, pancreatic cells, and vascular smooth muscle cells. Erythritol also has been reported to cross the human placenta and to pass slowly from the plasma into the brain and cerebrospinal fluid (PMID:9862657). Erythritol is found to be associated with ribose-5-phosphate isomerase deficiency, which is an inborn error of metabolism.	149-32-6		OC[C@H](O)[C@H](O)CO	C4H10O4	InChI=1S/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2/t3-,4+	UNXHWFMMPAWVPI-ZXZARUISSA-N	122.0579088	CHEBI:17113	HMDB0002994	
BASm0000847	5-dehydro-4-deoxy-D-glucuronate	5-dehydro-4-deoxy-D-glucuronate is a member of the chemical class known as Medium-chain Keto Acids and Derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain.			O=C[C@H](O)[C@@H](O)CC(=O)C(=O)[O-]	C6H8O6	InChI=1S/C6H8O6/c7-2-5(10)3(8)1-4(9)6(11)12/h2-3,5,8,10H,1H2,(H,11,12)/t3-,5-/m0/s1	IMUGYKFHMJLTOU-UCORVYFPSA-N	176.032088	CHEBI:17117		
BASm0000848	hexanoate	Hexanoate (n-c6:0) belongs to the class of Carboxylic Acid Salts. These are ionic derivatives of carboxylic acid. (inferred from compound structure)Hexanoic acid (caproic acid), is the carboxylic acid derived from hexane with the general formula C5H11COOH		Expected Solid	CCCCCC([O-])=O	C6H11O2	InChI=1S/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8)/p-1	FUZZWVXGSFPDMH-UHFFFAOYSA-M	115.0759046	CHEBI:17120		MMDBc0032874
BASm0000849	oxomalonate	Mesoxalic acid is found in cereals and cereal products. Mesoxalic acid occurs in Medicago sativa (alfalfa). Tentatively identified in rhizosphere of sterile white mustard plants (Sinapis alba	473-90-5		O=C([O-])C(=O)C(=O)[O-]	C3H2O5	InChI=1S/C3H2O5/c4-1(2(5)6)3(7)8/h(H,5,6)(H,7,8)	XEEVLJKYYUVTRC-UHFFFAOYSA-N	117.9902232	CHEBI:17121	HMDB0031522	
BASm0000850	aldehydo-N-acetyl-D-mannosamine	Aldehydo-N-acetyl-D-mannosamine is also known as 2-acetamido-2-Deoxy-D-mannose or D-ManNAc.  Aldehydo-N-acetyl-D-mannosamine is considered to be soluble (in water) and relatively neutral	3615-17-6		CC(=O)N[C@H](C=O)[C@@H](O)[C@H](O)[C@H](O)CO	C8H15NO6	InChI=1S/C8H15NO6/c1-4(12)9-5(2-10)7(14)8(15)6(13)3-11/h2,5-8,11,13-15H,3H2,1H3,(H,9,12)/t5-,6-,7-,8-/m1/s1	MBLBDJOUHNCFQT-WCTZXXKLSA-N	221.0899372	CHEBI:17122	HMDB0062724	
BASm0000851	carnitine	Malonyl-Carnitin, also known as D,L-Carnitine or CARNITINE chloride, is classified as a member of the Carnitines. Carnitines are organic compounds containing the quaternary ammonium compound carnitine. Malonyl-Carnitin is considered to be slightly soluble (in water) and acidic.  Malonyl-Carnitin can be synthesized from butyrate. It is also a parent compound for other transformation products, including but not limited to, O-sebacoylcarnitine, O-(4,8-dimethylnonanoyl)carnitine, and O-(11-carboxyundecanoyl)carnitine.  Malonyl-Carnitin can be found in Avocado	0461-06-03		C[N+](C)(C)CC(O)CC(=O)[O-]	C7H15NO3	InChI=1S/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3	PHIQHXFUZVPYII-UHFFFAOYSA-N	161.1051934	CHEBI:17126	HMDB0062496	
BASm0000852	hexanedioate	Adipic acid is an important inudstrial dicarboxylic acid with about 2.5 billion kilograms produced per year. It is used mainly in the production of nylon. It occurs relatively rarely in nature. It has a tart taste and is also used as an additive and gelling agent in jello or gelatins. It is also used in some calcium carbonate antacids to make them tart. Adipic acid has also been incorporated into controlled-release formulation matrix tablets to obtain pH-independent release for both weakly basic and weakly acidic drugs. Adipic acid in the urine and in the blood is typically exogenous in origin and is a good biomarker of jello consumption. In fact, a condition known as adipic aciduria is actually an artifact of jello consumption (PMID: 1779643). However, certain disorders (such as diabetes and glutaric aciduria type I.) can lead to elevated levels of adipic acid snd other dicarboxcylic acids (such as suberic acid) in urine (PMID: 17520433; PMID: 6778884). Moreover, adipic acid is also found to be associated with 3-hydroxy-3-methylglutaryl-CoA lyase deficiency, carnitine-acylcarnitine translocase deficiency, malonyl-Coa decarboxylase deficiency, and medium Chain acyl-CoA dehydrogenase deficiency, which are inborn errors of metabolism. Adipic acid is also microbial metabolite found in Escherichia.	0124-04-09	Solid	O=C([O-])CCCCC(=O)[O-]	C6H10O4	InChI=1S/C6H10O4/c7-5(8)3-1-2-4-6(9)10/h1-4H2,(H,7,8)(H,9,10)	WNLRTRBMVRJNCN-UHFFFAOYSA-N	146.0579088	CHEBI:17128	HMDB0000448	
BASm0000853	(S)-scoulerine	(s)-scoulerine, also known as discretamine or aequaline, belongs to protoberberine alkaloids and derivatives class of compounds. Those are alkaloids with a structure based on a protoberberine moiety, which consists of a 5,6-dihydrodibenzene moiety fused to a quinolizinium and forming 5,6-Dihydrodibenzo(a,g)quinolizinium skeleton (s)-scoulerine is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (s)-scoulerine can be found in a number of food items such as rice, lemon grass, chinese bayberry, and sea-buckthornberry, which makes (s)-scoulerine a potential biomarker for the consumption of these food products.			COc1cc2c(cc1O)[C@@H]1Cc3ccc(OC)c(O)c3CN1CC2	C19H21NO4	InChI=1S/C19H21NO4/c1-23-17-4-3-11-7-15-13-9-16(21)18(24-2)8-12(13)5-6-20(15)10-14(11)19(17)22/h3-4,8-9,15,21-22H,5-7,10H2,1-2H3/t15-/m0/s1	KNWVMRVOBAFFMH-HNNXBMFYSA-N	327.1470582	CHEBI:17129	HMDB0304001	
BASm0000854	diethyl (2R,3R)-2-methyl-3-hydroxysuccinate				CCOC(=O)[C@H](C)[C@@H](O)C(=O)OCC		InChI=1S/C9H16O5/c1-4-13-8(11)6(3)7(10)9(12)14-5-2/h6-7,10H,4-5H2,1-3H3/t6-,7-/m1/s1	UNVUFOXAXGOVFT-RNFRBKRXSA-N		CHEBI:17132		
BASm0000856	D-xylulose	D-Xylulose (CAS: 551-84-8) is a monosaccharide containing five carbon atoms. D-Xylulose is converted from xylitol by the enzyme NAD+-linked xylitol dehydrogenase (EC 1.1.1.9) in the glucuronate pathway, the most important xylitol-handling metabolic pathway in mammals. This activity has been described in human erythrocytes. Most likely, D-xylulose (as well as D-arabinose or D-ribulose) is a precursor of the pentiol D-arabitol, since pentitols are derived from their corresponding pentose phosphate precursors via pentoses. This pathway can play a role in inherited metabolic disorders underlying the accumulation of pentitols (e.g. ribose 5-phosphate isomerase deficiency and transaldolase deficiency). Although pentitols are present in all living organisms, knowledge concerning their metabolism is limited (PMID:15234337, Mol Genet Metab. 2004 Jul;82(3):231-7.).	20750-28-1		O=C(CO)[C@@H](O)[C@H](O)CO	C5H10O5	InChI=1S/C5H10O5/c6-2-5(9)4(8)3(7)1-10-5/h3-4,6-9H,1-2H2/t3-,4+,5-/m1/s1	LQXVFWRQNMEDEE-MROZADKFSA-N	150.0528234	CHEBI:17140	HMDB0001644	
BASm0000857	5,6-dihydroxy-3-methyl-5,6-dihydroquinolin-2(1H)-one				Cc1cc2c([nH]c1=O)C=CC(O)C2O		InChI=1S/C10H11NO3/c1-5-4-6-7(11-10(5)14)2-3-8(12)9(6)13/h2-4,8-9,12-13H,1H3,(H,11,14)	SQVOTYNRTIAIBT-UHFFFAOYSA-N		CHEBI:17143		
BASm0000858	5-amino-4-chloro-2-(2,3-dihydroxyphenyl)pyridazin-3(2H)-one				Nc1cnn(-c2cccc(O)c2O)c(=O)c1Cl		InChI=1S/C10H8ClN3O3/c11-8-5(12)4-13-14(10(8)17)6-2-1-3-7(15)9(6)16/h1-4,15-16H,12H2	NGWWIKMKDDRAOU-UHFFFAOYSA-N		CHEBI:17147		
BASm0000859	xylitol	Xylitol is a five-carbon sugar alcohol that is obtained through the diet. It is not endogenously produced by humans. Xylitol is used as a diabetic sweetener which is roughly as sweet as sucrose with 33% fewer calories. Xylitol is naturally found in many fruits (strawberries, plums, raspberries) and vegetables (e.g. cauliflower). Because of fruit and vegetable consumption the human body naturally processes 15 grams of xylitol per day. Xylitol can be produced industrially starting from primary matters rich in xylan which is hydrolyzed to obtain xylose. It is extracted from hemicelluloses present in the corn raids, the almond hulls or the barks of birch (or of the by-products of wood: shavings hard, paper pulp). Of all polyols, it is the one that has the sweetest flavor (it borders that of saccharose). It gives a strong refreshing impression, making xylitol an ingredient of choice for the sugarless chewing gum industry. In addition to his use in confectionery, it is used in the pharmaceutical industry for certain mouthwashes and toothpastes and in cosmetics (creams, soaps, etc.). Xylitol is produced starting from xylose, the isomaltose, by enzymatic transposition of the saccharose (sugar). Xylitol is not metabolized by cariogenic (cavity-causing) bacteria and gum chewing stimulates the flow of saliva; as a result, chewing xylitol gum may prevent dental caries. Chewing xylitol gum for 4 to 14 days reduces the amount of dental plaque. The reduction in the amount of plaque following xylitol gum chewing within 2 weeks may be a transient phenomenon. Chewing xylitol gum for 6 months reduced mutans streptococci levels in saliva and plaque in adults (PMID:17426399, 15964535). Studies have also shown xylitol chewing gum can help prevent acute otitis media (ear aches and infections) as the act of chewing and swallowing assists with the disposal of earwax and clearing the middle ear, while the presence of xylitol prevents the growth of bacteria in the eustachian tubes. Xylitol is well established as a life-threatening toxin to dogs. The number of reported cases of xylitol toxicosis in dogs has significantly increased since the first reports in 2002. Dogs that have ingested foods containing xylitol (greater than 100 milligrams of xylitol consumed per kilogram of bodyweight) have presented with low blood sugar (hypoglycemia), which can be life-threatening. Xylitol is found to be associated with ribose-5-phosphate isomerase deficiency, which is an inborn error of metabolism.	87-99-0		OC[C@@H](O)[C@H](O)[C@@H](O)CO	C5H12O5	InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5+	HEBKCHPVOIAQTA-SCDXWVJYSA-N	152.0684735	CHEBI:17151	HMDB0002917	
BASm0000860	propanal	Propanal, also known as N-propionaldehyde or C2H5CHO, belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group. Propanal exists in all living species, ranging from bacteria to humans. Propanal is an alcohol, cocoa, and earthy tasting compound. Outside of the human body, Propanal is found, on average, in the highest concentration within wild celeries and carrots. Propanal has also been detected, but not quantified in several different foods, such as purple lavers, black salsifies, strawberry guava, grapefruit/pummelo hybrids, and alaska wild rhubarbs. It is an aldehyde that consists of ethane bearing a formyl substituent.	123-38-6		CCC=O	C3H6O	InChI=1S/C3H6O/c1-2-3-4/h3H,2H2,1H3	NBBJYMSMWIIQGU-UHFFFAOYSA-N	58.04186481	CHEBI:17153	HMDB0003366	
BASm0000861	nicotinamide	Niacinamide, also known as nicotinamide (NAM), is a form of vitamin B3 found in food and used as a dietary supplement and medication. Niacinamide belongs to the class of organic compounds known as nicotinamides. These are heterocyclic aromatic compounds containing a pyridine ring substituted at position 3 by a carboxamide group. Its primary significance is in the prevention and/or cure of blacktongue and pellagra. The structure of nicotinamide consists of a pyridine ring to which a primary amide group is attached in the meta position. It is an amide of nicotinic acid. As an aromatic compound, it undergoes electrophilic substitution reactions and transformations of its two functional groups. Niacinamide and phosphoribosyl pyrophosphate can be converted into nicotinic acid mononucleotide and phosphate by the enzyme nicotinamide phosphoribosyltransferase. In humans, niacinamide is involved in the metabolic disorder called the nad+ signalling pathway (cancer). Niacinamide is an odorless tasting compound. Outside of the human body, niacinamide is found, on average, in the highest concentration within a few different foods, such as common sages, cow milk, and cocoa beans and in a lower concentration in common pea. Niacinamide has also been detected, but not quantified in several different foods, such as yardlong beans, roselles, apples, oyster mushrooms, and swiss chards. Niacinamide occurs in trace amounts mainly in meat, fish, nuts, and mushrooms, as well as to a lesser extent in some vegetables. It is commonly added to cereals and other foods. Many multivitamins contain 20–30 mg of vitamin B3 and it is also available in higher doses. Most animals cannot manufacture this compound in amounts sufficient to prevent nutritional deficiency and it therefore must be supplemented through dietary intake.	98-92-0		NC(=O)c1cccnc1	C6H6N2O	InChI=1S/C6H6N2O/c7-6(9)5-2-1-3-8-4-5/h1-4H,(H2,7,9)	DFPAKSUCGFBDDF-UHFFFAOYSA-N	122.0480128	CHEBI:17154	HMDB0001406	
BASm0000862	methylglyoxal	Pyruvaldehyde is an organic compound used often as a reagent in organic synthesis, as a flavoring agent, and in tanning. It has been demonstrated as an intermediate in the metabolism of acetone and its derivatives in isolated cell preparations, in various culture media, and in vivo in certain animals.	78-98-8	Solid	CC(=O)C=O	C3H4O2	InChI=1S/C3H4O2/c1-3(5)2-4/h2H,1H3	AIJULSRZWUXGPQ-UHFFFAOYSA-N	72.02112937	CHEBI:17158	HMDB0001167	
BASm0000863	(R)-carnitinamide				C[N+](C)(C)C[C@H](O)CC(N)=O		InChI=1S/C7H16N2O2/c1-9(2,3)5-6(10)4-7(8)11/h6,10H,4-5H2,1-3H3,(H-,8,11)/p+1/t6-/m1/s1	KWIXGIMKELMNGH-ZCFIWIBFSA-O		CHEBI:17159		
BASm0000864	17alpha-estradiol	17alpha-Estradiol (also known as 17alpha-E2, 17-epiestradiol) belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. Thus, epiestriol is considered to be a steroid molecule. 17alpha-Estradiol is also classified as an estradiol. Specifically, estradiols are characterized by an estra-1,3,5(10)-triene substituted by hydroxy groups at positions 3 and 17. 17alpha-Estradiol is considered as a 17alpha-hydroxy steroid and a 3-hydroxy steroid. 17alpha-Estradiol is a weak endogenous steroidal estrogen that is related to 17beta-estradiol.  17beta-estradiol is better known simply as estradiol or E2 (PMID: 16728493). Therefore, 17alpha-Estradiol is the C17 alpha epimer of 17beta-estradiol (PMID: 16728493).  17alpha-Estradiol is found in all vertebrates. It has approximately 100-fold lower estrogenic potency than 17beta-estradiol. 17alpha-estradiol is a non-feminizing estrogen with significantly reduced binding affinity for the classic estrogen receptors ERalpha and ERbeta. Although 17alpha-estradiol is far weaker than 17beta-estradiol as an agonist of the nuclear estrogen receptors, it has been found to bind to and activate the brain-expressed ER-X with a greater potency than that of 17beta-estradiol.  17alpha-Estradiol is a potent 5-alpha reductase inhibitor that has been shown to improve metabolic function, enhance insulin sensitivity, and reduce fat and inflammation in older lab animals without causing feminization (PMID: 26809497). It has also been shown that 17alpha-Estradiol also increases AMPK levels and reduced mTOR activity in visceral adipose tissue (PMID: 26809497).	57-91-0		C[C@]12CC[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1CC[C@H]2O	C18H24O2	InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17-,18+/m1/s1	VOXZDWNPVJITMN-SFFUCWETSA-N	272.17763	CHEBI:17160	HMDB0000429	
BASm0000865	2-oxooctadecanoate			Expected Solid	CCCCCCCCCCCCCCCCC(=O)C(=O)[O-]	C18H33O3	InChI=1S/C18H34O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(19)18(20)21/h2-16H2,1H3,(H,20,21)/p-1	JUCAMRNDACLKGY-UHFFFAOYSA-M	297.2435185	CHEBI:17162		MMDBc0055274
BASm0000866	(2R)-S-methyl-1-thioglycerate				CSC(=O)[C@H](O)CO		InChI=1S/C4H8O3S/c1-8-4(7)3(6)2-5/h3,5-6H,2H2,1H3/t3-/m1/s1	OKHCZJYTWZIFMC-GSVOUGTGSA-N		CHEBI:17163		
BASm0000867	stachyose	Stachyose is a tetrasaccharide consisting of two D-galactose units, one D-glucose unit, and one D-fructose unit sequentially linked. Stachyose is a normal human metabolite present in human milk and is naturally found in many vegetables (e.g. green beans, soybeans and other beans) and plants. The glycosylation of serum transferrin from galactosemic patients with a deficiency of galactose-1-phosphate uridyl transferase (EC 2. 7.7 12) is abnormal but becomes normal after treatment with a galactose-free diet. Adhering to a galactose-free diet by strictly avoiding dairy products and known hidden sources of galactose does not completely normalize galactose-1-phosphate (gal-1-P) in erythrocytes from patients with galactosemia, since galactose released from stachyose may be absorbed and contribute to elevated gal-1-P values in erythrocytes of galactosemic patients (PMID:7671975, 9499382).	470-55-3		OC[C@H]1O[C@H](OC[C@H]2O[C@H](OC[C@H]3O[C@H](O[C@]4(CO)O[C@H](CO)[C@@H](O)[C@@H]4O)[C@H](O)[C@@H](O)[C@@H]3O)[C@H](O)[C@@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@H]1O	C24H42O21	InChI=1S/C24H42O21/c25-1-6-10(28)14(32)17(35)21(41-6)39-3-8-11(29)15(33)18(36)22(42-8)40-4-9-12(30)16(34)19(37)23(43-9)45-24(5-27)20(38)13(31)7(2-26)44-24/h6-23,25-38H,1-5H2/t6-,7-,8-,9-,10+,11+,12-,13-,14+,15+,16+,17-,18-,19-,20+,21+,22+,23-,24+/m1/s1	UQZIYBXSHAGNOE-XNSRJBNMSA-N	666.2218584	CHEBI:17164	HMDB0003553	
BASm0000868	(R)-lactaldehyde	D- and L-lactaldehyde are also good substrates for aldose reductase. The aldose reductase-catalyzed reduction of methylglyoxal produces 95% acetol, 5% D-lactaldehyde. (PMID: 1537826). D-lactaldehyde is an intermediate in the pyruvate metabolic pathway. Pyruvaldehyde is irreversibly produced from D-lactaldehyde via the enzyme glyoxylate reductase (NADP+, Swiss-Prot: Q5T945).	3946-09-06	Solid	C[C@@H](O)C=O	C3H6O2	InChI=1S/C3H6O2/c1-3(5)2-4/h2-3,5H,1H3/t3-/m1/s1	BSABBBMNWQWLLU-GSVOUGTGSA-N	74.03677944	CHEBI:17167	HMDB0006458	
BASm0000869	lathosterol	Lathosterol is a a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues, and transported in the blood plasma of all animals. It is used as an indicator of whole-body cholesterol synthesis (PMID 14511438). Plasma lathosterol levels are significantly elevated in patients with bile acid malabsorption (PMID:8777839). Lathosterol oxidase (EC 1.14.21.6) is an enzyme that catalyzes the chemical reaction 5alpha-cholest-7-en-3beta-ol + NAD(P)H + H+ + O2 cholesta-5,7-dien-3beta-ol + NAD(P)+ + 2 H2O.	80-99-9		CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2C3=CC[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H46O	InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h10,18-21,23-25,28H,6-9,11-17H2,1-5H3/t19-,20+,21+,23-,24+,25+,26+,27-/m1/s1	IZVFFXVYBHFIHY-SKCNUYALSA-N	386.3548661	CHEBI:17168	HMDB0001170	
BASm0000870	benzaldehyde	Benzaldehyde is occasionally found as a volatile component of urine. Benzaldehyde is an aromatic aldehyde used in cosmetics as a denaturant, a flavoring agent, and as a fragrance. Currently used in only seven cosmetic products, its highest reported concentration of use was 0.5% in perfumes. Benzaldehyde is a generally regarded as safe (GRAS) food additive in the United States and is accepted as a flavoring substance in the European Union. Because Benzaldehyde rapidly metabolizes to Benzoic Acid in the skin, the available dermal irritation and sensitization data demonstrating no adverse reactions to Benzoic Acid were considered supportive of the safety of Benzaldehyde. Benzaldehyde is absorbed through skin and by the lungs, distributes to all well-perfused organs, but does not accumulate in any specific tissue type. After being metabolized to benzoic acid, conjugates are formed with glycine or glucuronic acid, and excreted in the urine. Several studies have suggested that Benzaldehyde can have carcinostatic or antitumor properties. Overall, at the concentrations used in cosmetics, Benzaldehyde was not considered a carcinogenic risk to humans. Although there are limited irritation and sensitization data available for Benzaldehyde, the available dermal irritation and sensitization data and ultraviolet (UV) absorption and phototoxicity data demonstrating no adverse reactions to Benzoic Acid support the safety of Benzaldehyde as currently used in cosmetic products. (PMID:16835129, Int J Toxicol. 2006;25 Suppl 1:11-27.).	100-52-7		O=Cc1ccccc1	C7H6O	InChI=1S/C7H6O/c8-6-7-4-2-1-3-5-7/h1-6H	HUMNYLRZRPPJDN-UHFFFAOYSA-N	106.0418648	CHEBI:17169	HMDB0006115	
BASm0000871	2'-deoxyguanosine	Deoxyguanosine, also known as dG, belongs to the class of organic compounds known as purine 2'-deoxyribonucleosides. Purine 2'-deoxyribonucleosides are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 2’. Deoxyguanosine is a nucleoside consisting of the base guanine and the sugar deoxyribose. Deoxyguanosine is one of the four deoxyribonucleosides that make up DNA. Deoxyguanosine exists in all living species, ranging from bacteria to plants to humans. Deoxyguanosine participates in a number of enzymatic reactions. In particular, deoxyguanosine can be biosynthesized from 2'-deoxyguanosine 5'-monophosphate through the enzyme known as cytosolic purine 5'-nucleotidase. In addition, deoxyguanosine can be converted into 2'-deoxyguanosine 5'-monophosphate (dGMP); which is mediated by the enzyme deoxyguanosine kinase. Deoxyguanosine is involved in the rare, inherited metabolic disorder called the purine nucleoside phosphorylase deficiency (PNP deficiency). In particular PNP deficiency is characterized by elevated levels of dGTP (deoxyguanosine triphosphate). PNP accounts for approximately 4% of patients with severe combined immunodeficiency (PMID: 1931007). PNP-deficient patients suffer from recurrent infections, usually beginning in the first year of life. Two thirds of patients have evidence of neurologic disorders with spasticity, developmental delay and mental retardation. Deoxyguanosine can be converted to 8-hydroxy-deoxyguanosine (8-OHdG) due to hydroxyl radical attack at the C8 of guanine. 8-hydroxy-deoxyguanosine is a sensitive marker of the DNA damage This damage, if left unrepaired, has been proposed to contribute to mutagenicity and cancer promotion.	961-07-9		Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1	C10H13N5O4	InChI=1S/C10H13N5O4/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6/h3-6,16-17H,1-2H2,(H3,11,13,14,18)/t4-,5+,6+/m0/s1	YKBGVTZYEHREMT-KVQBGUIXSA-N	267.0967539	CHEBI:17172	HMDB0000085	
BASm0000872	D-ribulose	D-Ribulose (CAS: 488-84-6) is a ketopentose - a monosaccharide containing five carbon atoms, including a ketone functional group. D-Ribulose is an intermediate in the fungal pathway for D-arabitol production. As the 1,5-bisphosphate, it combines with CO2 at the start of the photosynthetic process in green plants (carbon dioxide trap). D-Ribulose is the epimer of D-xylulose (Wikipedia). Ribulose is also a microbial metabolite found in Acetobacter and Gluconobacter (PMID: 16232643, 11272814).	131064-70-5		O=C(CO)[C@H](O)[C@H](O)CO	C5H10O5	InChI=1S/C5H10O5/c6-2-5(9)4(8)3(7)1-10-5/h3-4,6-9H,1-2H2/t3-,4-,5-/m1/s1	LQXVFWRQNMEDEE-UOWFLXDJSA-N	150.0528234	CHEBI:17173	HMDB0000621	
BASm0000874	cinnamyl alcohol	Cinnamyl alcohol is found in anise. Cinnamyl alcohol is a flavouring ingredien	104-54-1		OCC=Cc1ccccc1	C9H10O	InChI=1S/C9H10O/c10-8-4-7-9-5-2-1-3-6-9/h1-7,10H,8H2	OOCCDEMITAIZTP-UHFFFAOYSA-N	134.0731649	CHEBI:17177	HMDB0029697	
BASm0000875	taurolithocholate	Lithocholyltaurine is a bile salt formed in the liver from lithocholic acid conjugation with taurine, usually as the sodium salt. It solubilizes fats for absorption and is itself absorbed. Lithocholic acid, a hydrophobic secondary bile acid, is well known to cause intrahepatic cholestasis. There have been extensive studies on the mechanisms of lithocholate-induced cholestasis in animals. Lithocholate diminishes both the bile acid-dependent and independent bile flow. In humans, elevated levels of lithocholic acid are found in patients with chronic cholestatic liver disease. Lithocholyltaurine impairs both the bile canalicular contractions and the canalicular bile secretion, possibly by acting directly on the canalicular membranes in lithocholyltaurine-induced cholestasis. Lithocholyltaurine induce acute cholestasis-associated with retrieval of the bile salt export pump. The bile salt export pump (BSEP) of hepatocyte secretes conjugated bile salts across the canalicular membrane in an ATP-dependent manner. Hepatic retention of bile acids may lead to liver injury by hepatocyte apoptosis and eventually deterioration of cholestatic liver diseases. One mechanism of induced apoptosis by lithocholyltaurine is the induction of transcriptional activity of AP-1 (activation protein-1). (PMID: 16981261, 15763547, 16332456, 18164257).	516-90-5	Solid	C[C@H](CCC(=O)NCCS(=O)(=O)[O-])[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C26H45NO5S	InChI=1S/C26H45NO5S/c1-17(4-9-24(29)27-14-15-33(30,31)32)21-7-8-22-20-6-5-18-16-19(28)10-12-25(18,2)23(20)11-13-26(21,22)3/h17-23,28H,4-16H2,1-3H3,(H,27,29)(H,30,31,32)/t17-,18-,19-,20+,21-,22+,23+,25+,26-/m1/s1	QBYUNVOYXHFVKC-GBURMNQMSA-N	483.3018447	CHEBI:17179	HMDB0000722	
BASm0000876	3-hydroxypyruvate			Expected Solid	OCC(=O)C([O-])=O	C3H3O4	InChI=1S/C3H4O4/c4-1-2(5)3(6)7/h4H,1H2,(H,6,7)/p-1	HHDDCCUIIUWNGJ-UHFFFAOYSA-M	103.0036822	CHEBI:17180		MMDBc0055385
BASm0000877	5-(4-acetoxybut-1-ynyl)-2,2'-bithiophene	5-(4-Acetoxy-1-butynyl)-2,2'-bithiophene is found in herbs and spices. 5-(4-Acetoxy-1-butynyl)-2,2'-bithiophene is isolated from Tagetes specie	1219-28-9		CC(=O)OCCC#CC1=CC=C(S1)C1=CC=CS1	C14H12O2S2	InChI=1S/C14H12O2S2/c1-11(15)16-9-3-2-5-12-7-8-14(18-12)13-6-4-10-17-13/h4,6-8,10H,3,9H2,1H3	KHPAKGUGOFYJNA-UHFFFAOYSA-N	276.027871	CHEBI:17181	HMDB0034454	
BASm0000878	sanguinarine	Sanguinarine is found in opium poppy. Consumption of Sanguinarine, present in poppy seeds and in the oil of <i>Argemone mexicana</i> which has been used as an adulterant for mustard oil in India, has been linked to development of glaucoma. Sanguinarine is banned by FDA. Sanguinarine is a quaternary ammonium salt from the group of benzylisoquinoline alkaloids. It is extracted from some plants, including bloodroot (Sanguinaria canadensis), Mexican prickly poppy Argemone mexicana, Chelidonium majus and Macleaya cordata. It is also found in the root, stem and leaves of the opium poppy but not in the capsule.[citation needed]; Sanguinarine is a toxin that kills animal cells through its action on the Na+-K+-ATPase transmembrane protein. Epidemic dropsy is a disease that results from ingesting sanguinarine	2447-54-3	Solid	C[N+]1=C2C3=CC4=C(OCO4)C=C3C=CC2=C2C=CC3=C(OCO3)C2=C1	C20H14NO4	InChI=1S/C20H14NO4/c1-21-8-15-12(4-5-16-20(15)25-10-22-16)13-3-2-11-6-17-18(24-9-23-17)7-14(11)19(13)21/h2-8H,9-10H2,1H3/q+1	INVGWHRKADIJHF-UHFFFAOYSA-N	332.0922829	CHEBI:17183	HMDB0029367	
BASm0000879	chlordecone alcohol	Chlordecone alcohol is the major metabolite of Chlordecone [ an organochlorine pesticide, CAS# 143-50-0] in humans via bioreduction in the liver by Chlordecone reductase [EC: 1.1.1.225 ,CAS # 102484-73-1]. (PMID 2420999). Chlordecone treatment actively suppresses induction of 2B1 and 2B2 mRNAs in adult human hepatocytes; anti-estrogens such as Tamoxifen fail to reverse 2B1/2 mRNA induction following Chlordecone treatment of hepatocytes. (PMID 7513451). Both Chlordecone and Chlordecone alcohol alter the permeability of isolated ovine erythrocytes. (PMID 2455063).	1034-41-9	Solid		C10H2Cl10O		MBEIHNKADVMCJM-UHFFFAOYNA-N	487.6990917	CHEBI:17184	HMDB0001219	
BASm0000880	2,3,5-trihydroxytoluene				CC1=CC(O)=CC(O)=C1O	C7H8O3	InChI=1S/C7H8O3/c1-4-2-5(8)3-6(9)7(4)10/h2-3,8-10H,1H3	GIGNQZIJYUEWTI-UHFFFAOYSA-N	140.0473441	CHEBI:17185		
BASm0000881	bromochloromethane				ClCBr	CH2BrCl	InChI=1S/CH2BrCl/c2-1-3/h1H2	JPOXNPPZZKNXOV-UHFFFAOYSA-N	127.902841	CHEBI:17194		
BASm0000882	9,11alpha-epoxypregn-4-ene-3,20-dione	An epoxy steroid that is pregn-4-ene-3,20-dione which has an epoxy group whose oxygen is attached to the 9alpha and 11alpha-positions.			CC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@]34O[C@@H]4C[C@]12C		InChI=1S/C21H28O3/c1-12(22)15-6-7-16-17-5-4-13-10-14(23)8-9-20(13,3)21(17)18(24-21)11-19(15,16)2/h10,15-18H,4-9,11H2,1-3H3/t15-,16+,17+,18-,19-,20+,21+/m1/s1	FFMULFMLARAIRH-OUZKAEIWSA-N		CHEBI:17206		
BASm0000883	dihydrosanguinarine	Norsanguinarine is found in opium poppy. Norsanguinarine is an alkaloid from Papaver rhoeas (corn poppy	522-30-5	Solid	CN1Cc2c(ccc3c2OCO3)-c2ccc3cc4c(cc3c21)OCO4	C19H11NO4	InChI=1S/C19H11NO4/c1-2-12-11-3-4-15-19(24-9-21-15)14(11)7-20-18(12)13-6-17-16(5-10(1)13)22-8-23-17/h1-7H,8-9H2	CNXVDVMAYXLWPD-UHFFFAOYSA-N	317.0688078	CHEBI:17209	HMDB0030176	
BASm0000884	(S)-4-hydroxymandelate	p-Hydroxymandelic acid is an acidic metabolite of p-octopamine and p-synephrine (p-phenylephrine). It is also a naturally occurring metabolite of tyramine. A specific enantiomer of p-hydroxymandelic aicd ((R)-(-)-p-hydroxymandelic -- also called pisolithin B) has been shown to exhibit antifungal properties.	1198-84-1	Solid	O=C([O-])[C@@H](O)c1ccc(O)cc1	C8H8O4	InChI=1S/C8H8O4/c9-6-3-1-5(2-4-6)7(10)8(11)12/h1-4,7,9-10H,(H,11,12)	YHXHKYRQLYQUIH-UHFFFAOYSA-N	168.0422587	CHEBI:17210	HMDB0000822	
BASm0000885	1,2-dihydroxydibenzothiophene			Expected Solid	Oc1ccc2sc3ccccc3c2c1O	C12H8O2S	InChI=1S/C12H8O2S/c13-8-5-6-10-11(12(8)14)7-3-1-2-4-9(7)15-10/h1-6,13-14H	VKHFOUIAKVUCEF-UHFFFAOYSA-N	216.0245007	CHEBI:17212		MMDBc0055129
BASm0000886	(2S)-2-isopropyl-3-oxosuccinate	2-Isopropyl-3-oxosuccinate belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain that contains less than 6 carbon atoms. 2-Isopropyl-3-oxosuccinate is an extremely weak basic (essentially neutral) compound (based on its pKa). 2-Isopropyl-3-oxosuccinate exists in all living species, ranging from bacteria to humans. 2-Isopropyl-3-oxosuccinate has been detected, but not quantified in, several different foods, such as garden onion (var.), German camomiles, limes, cloud ear fungus, and citrus. This could make 2-isopropyl-3-oxosuccinate a potential biomarker for the consumption of these foods. 2-Isopropyl-3-oxosuccinate is an intermediate in leucine biosynthesis and can be generated from (2R,3S)-3-isopropylmalate. It is the third step in leucine biosynthesis after the fork from valine synthesis. It is an oxidative decarboxylation. Leucine biosynthesis involves a five-step conversion process starting with the valine precursor 2-keto-isovalerate. The final step in this pathway is catalyzed by two transaminases of broad specificity: branched-chain amino acid transferase (IlvE) and tyrosine aminotransferase (TyrB). In this pathway, 2-isopropyl-3-oxosuccinate is converted into 4-methyl-2-oxopentanoate via a spontaneous reaction (BioCyc).	1245945-28-1	Solid	CC(C)[C@H](C(=O)[O-])C(=O)C(=O)[O-]	C7H10O5	InChI=1S/C7H10O5/c1-3(2)4(6(9)10)5(8)7(11)12/h3-4H,1-2H3,(H,9,10)(H,11,12)/t4-/m0/s1	HIIZAGQWABAMRR-BYPYZUCNSA-N	174.0528234	CHEBI:17214	HMDB0012149	
BASm0000887	L-tyrosine methyl ester	Tyrosine methylester, also known as Tyrosine methyl ester hydrochloride, (L)-isomer or Tyr-ome, is classified as a tyrosine or a Tyrosine derivative. Tyrosines are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Tyrosine methylester is considered to be a slightly soluble (in water) and a very weak acidic compound. Tyrosine methylester can be found in humans.	1080-06-4		COC(=O)[C@@H](N)Cc1ccc(O)cc1	C10H13NO3	InChI=1S/C10H13NO3/c1-14-10(13)9(11)6-7-2-4-8(12)5-3-7/h2-5,9,12H,6,11H2,1H3/t9-/m0/s1	MWZPENIJLUWBSY-VIFPVBQESA-N	195.0895433	CHEBI:17215	HMDB0029217	
BASm0000888	limonene-1,2-diol				C=C(C)C1CCC(C)(O)C(O)C1	C10H18O2	InChI=1S/C10H18O2/c1-7(2)8-4-5-10(3,12)9(11)6-8/h8-9,11-12H,1,4-6H2,2-3H3	WKZWTZTZWGWEGE-UHFFFAOYSA-N	170.1306798	CHEBI:17219	HMDB0256048	
BASm0000889	beta-myrcene	7-Methyl-3-methylene-1,6-octadiene, also known as beta-Myrcene or myrcene is an acyclic monoterpene. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes is known to occur mainly through the methyl-erythritol-phosphate (MEP) pathway in the plastids. beta-Myrcene is a significant component of the essential oil of several plants, including allspice, bay, cannabis, hops, houttuynia, lemon grass, mango, myrcia, verbena, west indian bay tree, and cardamom. It is also the main component of wild thyme, the leaves of which contain up to 40% by weight of myrcene. Industrially, it is produced mainly semi-synthetically from myrcia, from which it gets its name. Myrcene has been detected as a volatile component in cannabis plant samples (PMID:26657499 ) and its essential oils (PMID:6991645 ). beta-Myrcene is the most abundant monoterpene in Cannabis and it has analgesic, anti-inflammatory, antibiotic, and antimutagenic activities. beta-Myrcene is a flavouring agent and it is used in the perfumery industry. It has a pleasant odor but is rarely used directly. It is a key intermediate in the production of several fragrances such as menthol, citral, citronellol, citronellal, geraniol, nerol, and linalool.	123-35-3		C=CC(=C)CCC=C(C)C	C10H16	InChI=1S/C10H16/c1-5-10(4)8-6-7-9(2)3/h5,7H,1,4,6,8H2,2-3H3	UAHWPYUMFXYFJY-UHFFFAOYSA-N	136.1252005	CHEBI:17221	HMDB0038169	
BASm0000890	4-methylumbelliferone	4-methylumbelliferone is a substrate for: Liver carboxylesterase 1, Cocaine esterase, and S-formylglutathione hydrolase.			Cc1cc(=O)oc2cc(O)ccc12	C10H8O3	InChI=1S/C10H8O3/c1-6-4-10(12)13-9-5-7(11)2-3-8(6)9/h2-5,11H,1H3	HSHNITRMYYLLCV-UHFFFAOYSA-N	176.0473441	CHEBI:17224	HMDB0059622	
BASm0000891	5-(3-hydroxy-4-acetoxybut-1-ynyl)-2,2'-bithiophene				CC(=O)OCC(O)C#Cc1ccc(-c2cccs2)s1	C14H12O3S2	InChI=1S/C14H12O3S2/c1-10(15)17-9-11(16)4-5-12-6-7-14(19-12)13-3-2-8-18-13/h2-3,6-8,11,16H,9H2,1H3	PNRXZPUOVXRYEX-UHFFFAOYSA-N	292.0227866	CHEBI:17229		
BASm0000892	3-methylphenol	m-Cresol is an isomer of p-cresol and o-cresol. Cresols are organic compounds which are methylphenols. They are a widely occurring natural and manufactured group of aromatic organic compounds which are categorized as phenols (sometimes called phenolics). Depending on the temperature, cresols can be solid or liquid because they have melting points not far from room temperature. Like other types of phenols, they are slowly oxidized by long exposure to air and the impurities often give cresols a yellowish to brownish red tint. Cresols have an odor characteristic to that of other simple phenols, reminiscent to some of a "medicine" smell. Cresol solutions are used as household cleaners and disinfectants, perhaps most famously under the trade name Lysol. In the past, cresol solutions have been used as antiseptics in surgery, but they have been largely displaced in this role by less toxic compounds. Lysol was also advertised as a disinfecting vaginal douche in mid-twentieth century America. Cresols are found in many foods and in wood and tobacco smoke, crude oil, coal tar, and in brown mixtures such as creosote and cresylic acids, which are wood preservatives. Small organisms in soil and water produce cresols when they break down materials in the environment. Most exposures to cresols are at very low levels that are not harmful. When cresols are breathed, ingested, or applied to the skin at very high levels, they can be very harmful. Effects observed in people include irritation and burning of skin, eyes, mouth, and throat; abdominal pain and vomiting; heart damage; anemia; liver and kidney damage; facial paralysis; coma; and death. Breathing high levels of cresols for a short time results in irritation of the nose and throat. Aside from these effects, very little is known about the effects of breathing cresols, for example, at lower levels over longer times. Ingesting high levels results in kidney problems, mouth and throat burns, abdominal pain, vomiting, and effects on the blood and nervous system. Skin contact with high levels of cresols can burn the skin and damage the kidneys, liver, blood, brain, and lungs. m-Cresol is a microbial metabolite that can be found in Lysinibacillus.	108-39-4		Cc1cccc(O)c1	C7H8O	InChI=1S/C7H8O/c1-6-3-2-4-7(8)5-6/h2-5,8H,1H3	RLSSMJSEOOYNOY-UHFFFAOYSA-N	108.0575149	CHEBI:17231	HMDB0002048	
BASm0000893	crotonobetaine	Crotonobetaine is a member of the chemical class known as Quaternary Ammonium Salts. These are compounds containing positively charged polyatomic ion of the structure NR4+, R being an alkyl group or an aryl groupCrotonobetaine is invovled in Carnitine metabolism, and ABC transporters. Crotonobetaine is involved in carnitine metabolism. Carnitine dehydratase from Escherichia coli O44 K74 is an inducible enzyme detectable in cells grown anaerobically in the presence of L-(-)-carnitine or crotonobetaine. (PMID 8188598).	927-89-9	Expected Solid	C[N+](C)(C)C/C=C/C(=O)[O-]	C7H13NO2	InChI=1S/C7H13NO2/c1-8(2,3)6-4-5-7(9)10/h4-5H,6H2,1-3H3/b5-4+	GUYHPGUANSLONG-SNAWJCMRSA-N	143.0946287	CHEBI:17237		MMDBc0031651
BASm0000894	itaconate	Itaconic acid is a dicarboxylic acid that is methacrylic acid in which one of the methyl hydrogens is substituted by a carboxylic acid group. It has a role as a fungal metabolite and a human metabolite. It is a dicarboxylic acid and an olefinic compound. It derives from a succinic acid. It is a conjugate acid of an itaconate(2-). This dicarboxylic acid is a white solid that is soluble in water, ethanol, and acetone. Historically, itaconic acid was obtained by the distillation of citric acid, but currently it is produced by fermentation. The name itaconic acid was devised as an anagram of aconitic acid, another derivative of citric acid. Itaconic acid, also known as itaconate, belongs to the class of organic compounds known as branched fatty acids. These are fatty acids containing a branched chain. Itaconic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Since the 1960s, it is produced industrially by the fermentation of carbohydrates such as glucose or molasses using fungi such as Aspergillus itaconicus or Aspergillus terreus. For A. terreus the itaconate pathway is mostly elucidated. The generally accepted route for itaconate is via glycolysis, tricarboxylic acid cycle, and a decarboxylation of cis-aconitate to itaconate via cis-aconitate-decarboxylase. The smut fungus Ustilago maydis uses an alternative route. Cis-aconitate is converted to the thermodynamically favoured trans-aconitate via aconitate-Δ-isomerase (Adi1). trans-Aconitate is further decarboxylated to itaconate by trans-aconitate-decarboxylase (Tad1). Itaconic acid is also produced in cells of macrophage lineage. It was shown that itaconate is a covalent inhibitor of the enzyme isocitrate lyase in vitro. As such, itaconate may possess antibacterial activities against bacteria expressing isocitrate lyase (such as Salmonella enterica and Mycobacterium tuberculosis). It is also sythesized in the laboratory, where dry distillation of citric acid affords itaconic anhydride, which undergoes hydrolysis to itaconic acid.	97-65-4	Solid	C=C(CC(=O)[O-])C(=O)[O-]	C5H6O4	InChI=1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h1-2H2,(H,6,7)(H,8,9)	LVHBHZANLOWSRM-UHFFFAOYSA-N	130.0266087	CHEBI:17240	HMDB0002092	
BASm0000895	pyrazole				c1cn[nH]c1	C3H4N2	InChI=1S/C3H4N2/c1-2-4-5-3-1/h1-3H,(H,4,5)	WTKZEGDFNFYCGP-UHFFFAOYSA-N	68.03744814	CHEBI:17241	HMDB0256947	
BASm0000896	5,6-dihydroquinoline-2,5,6-triol				Oc1ccc2c(n1)C=CC(O)C2O		InChI=1S/C9H9NO3/c11-7-3-2-6-5(9(7)13)1-4-8(12)10-6/h1-4,7,9,11,13H,(H,10,12)	HPQLNKXDNOVXAK-UHFFFAOYSA-N		CHEBI:17244		
BASm0000897	CO	Carbon monoxide, with the chemical formula CO, is a colorless, odorless, and tasteless gas. It is the product of the incomplete combustion of carbon-containing compounds, notably in internal-combustion engines. It consists of one carbon atom covalently bonded to one oxygen atom. It is a gas at room temperature. Carbon monoxide is a significantly toxic gas and is the most common type of fatal poisoning in many countries. Exposures can lead to significant toxicity of the central nervous system and heart. Carbon monoxide has a higher diffusion coefficient compared to oxygen and the only enzyme in the human body that produces carbon monoxide is heme oxygenase which is located in all cells and breaks down heme. Because it has a higher diffusion coefficient than oxygen the body easily gets rid of any CO made. When CO is not ventilated it binds to hemoglobin, which is the principal oxygen-carrying compound in blood; this produces a compound known as carboxyhemoglobin. The traditional belief is that carbon monoxide toxicity arises from the formation of carboxyhemoglobin, which decreases the oxygen-carrying capacity of the blood and inhibits the transport, delivery, and utilization of oxygen by the body. The affinity between hemoglobin and carbon monoxide is approximately 230 times stronger than the affinity between hemoglobin and oxygen so hemoglobin binds to carbon monoxide in preference to oxygen. Following poisoning, long-term sequelae often occur. Carbon monoxide can also have severe effects on the fetus of a pregnant woman. Despite its serious toxicity, CO is extremely useful and underpins much modern technology, being a precursor to a myriad of useful - even life-saving - products. Carbon monoxide, though thought of as a pollutant today, has always been present in the atmosphere, chiefly as a product of volcanic activity. It occurs dissolved in molten volcanic rock at high pressures in the earth's mantle. Carbon monoxide contents of volcanic gases vary from less than 0.01% to as much as 2% depending on the volcano. It also occurs naturally in bushfires. Because natural sources of carbon monoxide are so variable from year to year, it is extremely difficult to accurately measure natural emissions of the gas. (wikipedia).	630-08-0		[C-]#[O+]	CO	InChI=1S/CO/c1-2	UGFAIRIUMAVXCW-UHFFFAOYSA-N	27.99491462	CHEBI:17245	HMDB0001361	
BASm0000899	N-isopropylammelide			Expected Solid	CC(C)Nc1nc(O)nc(O)n1	C6H10N4O2	InChI=1S/C6H10N4O2/c1-3(2)7-4-8-5(11)10-6(12)9-4/h3H,1-2H3,(H3,7,8,9,10,11,12)	DBFMBHXVWIURSV-UHFFFAOYSA-N	170.0803756	CHEBI:17247		MMDBc0054587
BASm0000900	pentalenene			Expected Solid	CC1=C[C@@H]2CC(C)(C)C[C@@]23[C@H](C)CC[C@@H]13	C15H24	InChI=1S/C15H24/c1-10-7-12-8-14(3,4)9-15(12)11(2)5-6-13(10)15/h7,11-13H,5-6,8-9H2,1-4H3/t11-,12-,13+,15-/m1/s1	YGIVIHRLDOVJLL-GUIRCDHDSA-N	204.1878008	CHEBI:17251		MMDBc0002390
BASm0000901	17alpha-hydroxyprogesterone	17-Hydroxyprogesterone also known as 17-OH progesterone (17-OHP), or hydroxyprogesterone (OHP), is an endogenous progestogen steroid hormone related to progesterone. Formally it is a 17alpha-hydroxy steroid that is the 17alpha-hydroxy derivative of progesterone. 17-Hydroxyprogesterone is found in all vertebrates. It is a chemical intermediate in the biosynthesis of many endogenous steroids, including androgens, estrogens, glucocorticoids, mineralocorticoids and neurosteroids. In particular, 17-Hydroxyprogesterone serves as an intermediate in the biosynthesis of hydrocortisone and gonadal steroid hormones. It is derived from progesterone via the enzyme known as 17-hydroxylase, a cytochrome P450 enzyme also known as CYP17A1. It can also be biosynthesized from 17-hydroxypregnenolone via the enzyme 3beta-hydroxysteroid dehydrogenase/delta5-4 isomerase (PMID: 1955079). 17-OHP is an agonist of the progesterone receptor (PR). It is also an antagonist of the mineralocorticoid receptor (MR) as well as a partial agonist of the glucocorticoid receptor (GR). 17-Hydroxyprogesterone is a natural progestin and in pregnancy it increases in the third trimester primarily due to fetal adrenal production. 17-Hydroxyprogesterone is primarily produced in the adrenal glands and to some degree in the gonads, specifically the corpus luteum of the ovary. Normal levels are 3-90 ng/dl in children, and in women, 15-70 ng/dl prior to ovulation, and 35-290 ng/dl during the luteal phase. Measurements of levels of 17-hydroxyprogesterone are useful in the evaluation of patients with suspected congenital adrenal hyperplasia as the typical enzymes that are defective, namely 21-hydroxylase, lead to a build-up of 17-OHP. 17-OHP levels can also be used to measure contribution of progestational activity of the corpus luteum during pregnancy as progesterone but not 17-OHP is also contributed by the placenta.	68-96-2		CC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@@]21C	C21H30O3	InChI=1S/C21H30O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12,16-18,24H,4-11H2,1-3H3/t16-,17+,18+,19+,20+,21+/m1/s1	DBPWSSGDRRHUNT-CEGNMAFCSA-N	330.2194948	CHEBI:17252	HMDB0000374	
BASm0000902	1,2-benzoquinone	1,2-Benzoquinone is a reactive electrophile that is an intermediate in benzene metabolism. It is substrate for the enzyme Catechol oxidase (EC 1.10.3.1) and can be generated from the oxidation of catechol. 1,2-Benzoquinone is capable of reacting with blood proteins to produce adducts.	583-63-1	Solid	O=C1C=CC=CC1=O	C6H4O2	InChI=1S/C6H4O2/c7-5-3-1-2-4-6(5)8/h1-4H	WOAHJDHKFWSLKE-UHFFFAOYSA-N	108.0211294	CHEBI:17253	HMDB0012133	
BASm0000903	4-methylcatechol	4-Methylcatechol, also known as homocatechol or toluene-3,4-diol, belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety. Outside of the human body, 4-Methylcatechol is found, on average, in the highest concentration within a few different foods such as coffee and cocoa powders and in a lower concentration in beers. 4-Methylcatechol has also been detected, but not quantified in eggplants. This could make 4-methylcatechol a potential biomarker for the consumption of these foods. Recent studies have suggested that a lack of brain-derived neurotrophic factor (BDNF) in the limbic system may cause neuropathic pain (PMID:22198556). It is both a substrate and a suicide inhibitor of catechol 2,3-dioxygenase (PMID:15006807). 4-Methylcatechol is a metabolite of homoprotocatechuic acid (PMID:4974346). 4-Methylcatechol is known to induce the production of BDNF.	452-86-8		Cc1ccc(O)c(O)c1	C7H8O2	InChI=1S/C7H8O2/c1-5-2-3-6(8)7(9)4-5/h2-4,8-9H,1H3	ZBCATMYQYDCTIZ-UHFFFAOYSA-N	124.0524295	CHEBI:17254	HMDB0000873	
BASm0000904	2'-deoxyadenosine	Deoxyadenosine is a derivative of the nucleoside adenosine. It is composed of adenine attached to a deoxyribose moiety via a N9-glycosidic bond. Deoxyribose differs from ribose by the absence of oxygen in the 3' position of its ribose ring. Deoxyadenosine is a critical component of DNA. When present in sufficiently high levels, deoxyadensoine can act as an immunotoxin and a metabotoxin. An immunotoxin disrupts, limits the function, or destroys immune cells. A metabotoxin is an endogenous metabolite that causes adverse health effects at chronically high levels. Chronically high levels of deoxyadenosine are associated with adenosine deaminase (ADA) deficiency, an inborn error of metabolism. ADA deficiency damages the immune system and causes severe combined immunodeficiency (SCID). People with SCID lack virtually all immune protection from bacteria, viruses, and fungi. They are prone to repeated and persistent infections that can be very serious or life-threatening. These infections are often caused by "opportunistic" organisms that ordinarily do not cause illness in people with a normal immune system. The main symptoms of ADA deficiency are pneumonia, chronic diarrhea, and widespread skin rashes. The mechanism by which dATP functions as an immunotoxin is as follows: because deoxyadenosine is a precursor to dATP, a buildup of dATP in cells inhibits ribonucleotide reductase and prevents DNA synthesis, so cells are unable to divide. Since developing T cells and B cells are some of the most mitotically active cells, they are unable to divide and propagate to respond to immune challenges. High levels of deoxyadenosine also lead to an increase in S-adenosylhomocysteine, which is toxic to immature lymphocytes.	958-09-8		Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](CO)O1	C10H13N5O3	InChI=1S/C10H13N5O3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(17)6(2-16)18-7/h3-7,16-17H,1-2H2,(H2,11,12,13)/t5-,6+,7+/m0/s1	OLXZPDWKRNYJJZ-RRKCRQDMSA-N	251.1018393	CHEBI:17256	HMDB0000101	
BASm0000905	estrone	Estrone is a major mammalian estrogen. The conversion of the natural C19 steroids, testosterone and androstenedione into estrone is dependent on a complex key reaction catalyzed by the cytochrome P450 aromatase (EC 1.14.14.1, unspecific monooxygenase), which is expressed in many tissues of the adult human (e.g. ovary, fat tissue), but not in the liver. The ovaries after menopause continue to produce androstenedione and testosterone in significant amounts and these androgens are converted in fat, muscle, and skin into estrone. When women between the ages of 45 and 64 years have prophylactic oophorectomy (when hysterectomy is performed for benign disease to prevent the development of ovarian cancer), evidence suggests that oophorectomy increases the subsequent risk of coronary heart disease (CHD) and osteoporosis. Whereas 14,000 women die of ovarian cancer every year nearly 490,000 women die of heart disease and 48,000 women die within 1 year after hip fracture. Therefore, the decision to perform prophylactic oophorectomy should be approached with great caution for the majority of women who are at low risk of developing ovarian cancer. Steroid sulfatase (EC 3.1.6.2, STS) hydrolyzes steroid sulfates, such as estrone sulfate to estrone which can be converted to steroids with potent estrogenic properties, that is, estradiol; STS activity is much higher in breast tumors and high levels of STS mRNA expression in tumors are associated with a poor prognosis. The biological roles of estrogens in tumorigenesis are certainly different between the endometrium and breast, although both are considered "estrogen-dependent tissues". 17beta-hydroxysteroid dehydrogenases (EC 1.1.1.62, 17-HSDs) are enzymes involved in the formation of active sex steroids. estrone is interconverted by two enzymes 17-HSD types. Type 1 converts estrone to estradiol and Type 2 catalyzes the reverse reaction. (PMID: 17653961, 17513923, 17470679, 17464097).	53-16-7		C[C@]12CC[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1CCC2=O	C18H22O2	InChI=1S/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-16,19H,2,4,6-9H2,1H3/t14-,15-,16+,18+/m1/s1	DNXHEGUUPJUMQT-CBZIJGRNSA-N	270.1619799	CHEBI:17263	HMDB0000145	
BASm0000906	myo-inositol	myo-Inositol is an inositol isoform. Inositol is a derivative of cyclohexane with six hydroxyl groups, making it a polyol. It also is known as a sugar alcohol, having exactly the same molecular formula as glucose or other hexoses. Inositol exists in nine possible stereoisomers, of which cis-1,2,3,5-trans-4,6-cyclohexanehexol, or myo-inositol is the most widely occurring form in nature. The other known inositols include scyllo-inositol, muco-inositol, D-chiro-inositol, L-chiro-inositol, neo-inositol, allo-inositol, epi-inositol and cis-inositol. myo-Inositol is found naturally in many foods (particularly in cereals with high bran content) and can be used as a sweetner as it has half the sweetness of sucrose (table sugar). myo-Inositol was once considered a member of the vitamin B complex and given the name: vitamin B8. However, because it is produced by the human body from glucose, it is not an essential nutrient, and therefore cannot be called a vitamin. myo-Inositol is a precursor molecule for a number of secondary messengers including various inositol phosphates. In addition, inositol/myo-inositol is an important component of the lipids known as phosphatidylinositol (PI) phosphatidylinositol phosphate (PIP). myo-Inositol is synthesized from glucose, via glucose-6-phosphate (G-6-P) in two steps. First, G-6-P is isomerised by an inositol-3-phosphate synthase enzyme to myo-inositol 1-phosphate, which is then dephosphorylated by an inositol monophosphatase enzyme to give free myo-inositol. In humans, myo-inositol is primarily synthesized in the kidneys at a rate of a few grams per day. myo-Inositol can be used in the management of preterm babies who have or are at a risk of infant respiratory distress syndrome. It is also used as a treatment for polycystic ovary syndrome (PCOS). It works by increasing insulin sensitivity, which helps to improve ovarian function and reduce hyperandrogenism. Reduced levels of myo-inositol have been found in the spinal fluid of depressed patients and levels are significantly reduced in brain samples of suicide victims.	87-89-8		O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3-,4+,5-,6-	CDAISMWEOUEBRE-GPIVLXJGSA-N	180.0633881	CHEBI:17268	HMDB0000211	
BASm0000907	Latia luciferin				CC1=C(CC/C(C)=C/OC=O)C(C)(C)CCC1	C15H24O2	InChI=1S/C15H24O2/c1-12(10-17-11-16)7-8-14-13(2)6-5-9-15(14,3)4/h10-11H,5-9H2,1-4H3	MJURCEOLOMHLAX-UHFFFAOYSA-N	236.17763	CHEBI:17269		
BASm0000908	propanoate			Expected Solid	CCC([O-])=O	C3H5O2	InChI=1S/C3H6O2/c1-2-3(4)5/h2H2,1H3,(H,4,5)/p-1	XBDQKXXYIPTUBI-UHFFFAOYSA-M	73.02950298	CHEBI:17272		MMDBc0054645
BASm0000910	phloretin	Phloretin is the aglucone of phlorizin, a plant-derived dihydrochalcone phytochemical reported to promote potent antioxidative activities in peroxynitrite scavenging and the inhibition of lipid peroxidation. Phloretin, which is present in apples, pears and tomatoes, has been found to inhibit the growth of several cancer cells and induce apoptosis of B16 melanoma and HL60 human leukemia cells. Phloretin also inhibits HT-29 cell growth by inducing apoptosis, which may be mediated through changes in mitochondrial membrane permeability and activation of the caspase pathways. Phloretin is a well-known inhibitor of eukaryotic urea transporters, blocks VacA-mediated urea and ion transport (PMID:18158826, 11560962, 18063724, 15671209, 12083758). Phloretin is a biomarker for the consumption of apples. Phloretin has been found to be a metabolite of Escherichia (PMID:23542617).	60-82-2		OC1=CC=C(CCC(=O)C2=C(O)C=C(O)C=C2O)C=C1	C15H14O5	InChI=1S/C15H14O5/c16-10-4-1-9(2-5-10)3-6-12(18)15-13(19)7-11(17)8-14(15)20/h1-2,4-5,7-8,16-17,19-20H,3,6H2	VGEREEWJJVICBM-UHFFFAOYSA-N	274.0841236	CHEBI:17276	HMDB0003306	
BASm0000911	2-deoxy-D-ribono-1,4-lactone		38996-14-4		O=C1C[C@H](O)[C@@H](CO)O1	C5H8O4	InChI=1S/C5H8O4/c6-2-4-3(7)1-5(8)9-4/h3-4,6-7H,1-2H2	YIXDEYPPAGPYDP-UHFFFAOYSA-N		CHEBI:17281		
BASm0000912	3-(indol-3-yl)lactate			Expected Solid	O=C([O-])C(O)Cc1c[nH]c2ccccc12	C11H10NO3	InChI=1S/C11H11NO3/c13-10(11(14)15)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,10,12-13H,5H2,(H,14,15)/p-1	XGILAAMKEQUXLS-UHFFFAOYSA-M	204.0666168	CHEBI:17282		MMDBc0055330
BASm0000914	2-aminophenoxazin-3-one	Questiomycin A, also known as 2-aminophenoxazin-3-one (APO), is found in mushrooms such as Calocybe gambosa (St George's mushroom). 2-Aminophenoxazin-3-one is a benzoxazinoid metabolite. It was found excreted in the feces of rats that were fed a rye bread-based diet which makes this compound a potential fecal biomarker of whole grain intake (PMID: 23113707).	1916-59-2		Nc1cc2nc3ccccc3oc-2cc1=O	C12H8N2O2	InChI=1S/C12H8N2O2/c13-7-5-9-12(6-10(7)15)16-11-4-2-1-3-8(11)14-9/h1-6H,13H2	RDJXPXHQENRCNG-UHFFFAOYSA-N	212.0585775	CHEBI:17293	HMDB0030483	
BASm0000915	4,21-dehydrogeissoschizine		73385-56-5		C/C=C1/C=[N+]2CCc3c([nH]c4ccccc34)[C@@H]2C[C@@H]1/C(=C/O)C(=O)OC	C21H23N2O3	InChI=1S/C21H22N2O3/c1-3-13-11-23-9-8-15-14-6-4-5-7-18(14)22-20(15)19(23)10-16(13)17(12-24)21(25)26-2/h3-7,11-12,16,19,22H,8-10H2,1-2H3/p+1	CUHFIPBCFIPFJM-UHFFFAOYSA-O	351.170319	CHEBI:17294		
BASm0000916	aniline	Aniline is an organic chemical compound, specifically a primary aromatic amine. It consists of a benzene ring attached to an amino group. Aniline is oily and, although colorless, it can be slowly oxidized and resinified in air to form impurities which can give it a red-brown tint. Its boiling point is 184 degree centigrade and its melting point is -6 degree centegrade. It is a liquid at room temperature. Like most volatile amines, it possesses a somewhat unpleasant odour of rotten fish, and also has a burning aromatic taste; it is a highly acrid poison. It ignites readily, burning with a large smoky flame. Aniline reacts with strong acids to form salts containing the anilinium (or phenylammonium) ion (C6H5-NH3+), and reacts with acyl halides (such as acetyl chloride (ethanoyl chloride), CH3COCl) to form amides. The amides formed from aniline are sometimes called anilides, for example CH3-CO-NH-C6H5 is acetanilide, for which the modern name is N-phenyl ethanamide. Like phenols, aniline derivatives are highly reactive in electrophilic substitution reactions. For example, sulfonation of aniline produces sulfanilic acid, which can be converted to sulfanilamide. Sulfanilamide is one of the sulfa drugs which were widely used as antibacterial in the early 20th century. Aniline was first isolated from the destructive distillation of indigo in 1826 by Otto Unverdorben. In 1834, Friedrich Runge isolated from coal tar a substance which produced a beautiful blue color on treatment with chloride of lime; this he named kyanol or cyanol. In 1841, C. J. Fritzsche showed that by treating indigo with caustic potash it yielded an oil, which he named aniline, from the specific name of one of the indigo-yielding plants, Indigofera anil, anil being derived from the Sanskrit, dark-blue.	62-53-3		Nc1ccccc1	C6H7N	InChI=1S/C6H7N/c7-6-4-2-1-3-5-6/h1-5H,7H2	PAYRUJLWNCNPSJ-UHFFFAOYSA-N	93.05784923	CHEBI:17296	HMDB0003012	
BASm0000917	tetrachloroethene	Animal studies and a study of 99 twins by Dr. Samuel Goldman and researchers at the Parkinson's Institute in Sunnyvale, California determined there is a 'lot of circumstantial evidence' that exposure to tetrachloroethene increases the risk of developing Parkinson's disease ninefold. Larger population studies are planned. Tetrachloroethene is a common soil contaminant. With a specific gravity greater than 1, tetrachloroethylene will be present as a dense nonaqueous phase liquid if sufficient quantities of liquid are spilled in the environment. Because of its mobility in groundwater, its toxicity at low levels, and its density (which causes it to sink below the water table), cleanup activities are more difficult than for oil spills. Recent research has focused on the in place remediation of soil and ground water pollution by tetrachloroethylene. Instead of excavation or extraction for above-ground treatment or disposal, tetrachloroethylene contamination has been successfully remediated by chemical treatment or bioremediation. Bioremediation has been successful under anaerobic conditions by reductive dechlorination by Dehalococcoides sp. and under aerobic conditions by cometabolism by Pseudomonas sp. Partial degradation daughter products include trichloroethylene, cis-1,2-dichloroethene and vinyl chloride; full degradation converts tetrachloroethylene to ethene and hydrogen chloride dissolved in water. Tetrachloroethylene is an excellent solvent for organic materials. Otherwise it is volatile, highly stable, and nonflammable. For these reasons, it is widely used in dry cleaning. Usually as a mixture with other chlorocarbons, it is also used to degrease metal parts in the automotive and other metalworking industries. It appears in a few consumer products including paint strippers and spot removers. Tetrachloroethylene, also known under the systematic name tetrachloroethene, or perchloroethylene ('perc'), and many other names, is a chlorocarbon with the formula Cl2C=CCl2. It is a colorless liquid widely used for dry cleaning of fabrics, hence it is sometimes called 'dry-cleaning fluid.' It has a sweet odor detectable by most people at a concentration of 1 part per million (1 ppm). Worldwide production was about one million metric tons in 1985. The International Agency for Research on Cancer has classified tetrachloroethene as a Group 2A carcinogen, which means that it is probably carcinogenic to humans. Like many chlorinated hydrocarbons, tetrachloroethene is a central nervous system depressant and can enter the body through respiratory or dermal exposure. Tetrachloroethene dissolves fats from the skin, potentially resulting in skin irritation. This reaction can be catalyzed by a mixture of potassium chloride and aluminium chloride or by activated carbon. Trichloroethylene is a major byproduct, which is separated by distillation.	127-18-4		ClC(Cl)=C(Cl)Cl	C2Cl4	InChI=1S/C2Cl4/c3-1(4)2(5)6	CYTYCFOTNPOANT-UHFFFAOYSA-N	163.8754108	CHEBI:17300	HMDB0041980	
BASm0000918	pentadecanal	Pentadecanal is found in citrus. Pentadecanal is isolated from essential oil of Cinnamomum micranthum and from lemon oil (Citrus limon	2765-11-09		CCCCCCCCCCCCCCC=O	C15H30O	InChI=1S/C15H30O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16/h15H,2-14H2,1H3	XGQJZNCFDLXSIJ-UHFFFAOYSA-N	226.2296656	CHEBI:17302	HMDB0031078	
BASm0000919	piperitenone	Piperitenone is found in citrus. Piperitenone is a flavouring agent. Piperitenone is present in grapefruit juice lemon juice, orange juice, spearmint oil and peppermint oi	0491-09-08		CC1=CC(=O)C(=C(C)C)CC1	C10H14O	InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h6H,4-5H2,1-3H3	HKZQJZIFODOLFR-UHFFFAOYSA-N	150.1044651	CHEBI:17304	HMDB0036999	
BASm0000920	D-maltose	D-Maltose, also known as maltose, maltobiose or malt sugar, is a disaccharide formed from two units of glucose joined with an alpha (1‚Üí4) bond. Its name comes from malt, combined with the suffix '-ose' which is used in names of sugars. Maltose is a key structural motif of starch. When alpha-amylase breaks down starch, it removes two glucose units at a time, producing maltose. Maltose can be further broken down to glucose by the maltase enzyme, which catalyses the hydrolysis of the glycosidic bond. D-maltose exists in all living species, ranging from bacteria to plants to humans. Within humans, D-maltose participates in a number of enzymatic reactions. In particular, maltose can be converted into glucose; which is mediated by the enzyme maltase-glucoamylase. In addition, maltose can be converted into glucose through its interaction with the enzyme glycogen debranching enzyme. Maltose is found in high concentrations in oriental wheats and in a lower concentrations in sweet potato, grape wines, yellow pond-lilies, sunflowers, and spinach. Maltose is a component of malt, a substance which is obtained in the process of allowing grain to soften in water and germinate. It is also present in highly variable quantities in partially hydrolysed starch products like maltodextrin, corn syrup and acid-thinned starch. Maltose has a sweet taste but is only about 30-60% as sweet as sucrose, depending on the concentration.	69-79-4	Solid	OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O	C12H22O11	InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8+,9-,10-,11+,12-/m1/s1	GUBGYTABKSRVRQ-DKBJLJRDSA-N	342.1162115	CHEBI:17306	HMDB0000163	
BASm0000921	pyridoxal	Pyridoxal is a pyridinecarbaldehyde that is pyridine-4-carbaldehyde bearing methyl, hydroxy and hydroxymethyl substituents at positions 2, 3 and 5 respectively. Pyridoxal, also known as pyridoxaldehyde, belongs to the class of organic compounds known as pyridoxals and derivatives. Pyridoxals and derivatives are compounds containing a pyridoxal moiety, which consists of a pyridine ring substituted at positions 2, 3, 4, and 5 by a methyl group, a hydroxyl group, a carbaldehyde group, and a hydroxymethyl group, respectively. Pyridoxal is one form of vitamin B6. Pyridoxal exists in all living species, ranging from bacteria to humans. In humans, pyridoxal is involved in glycine and serine metabolism. Pyridoxal has been detected, but not quantified in several different foods, such as sourdoughs, lichee, arctic blackberries, watercress, and cottonseeds. Some medically relevant bacteria, such as those in the genera Granulicatella and Abiotrophia, require pyridoxal for growth. This nutritional requirement can lead to the culture phenomenon of satellite growth. In in vitro culture, these pyridoxal-dependent bacteria may only grow in areas surrounding colonies of bacteria from other genera ("satellitism") that are capable of producing pyridoxal. Pridoxal has a role as a cofactor, a human metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a mouse metabolite.	66-72-8		Cc1ncc(CO)c(C=O)c1O	C8H9NO3	InChI=1S/C8H9NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,4,10,12H,3H2,1H3	RADKZDMFGJYCBB-UHFFFAOYSA-N	167.0582432	CHEBI:17310	HMDB0001545	
BASm0000922	7,8-dihydroxycoumarin	7,8-dihydroxy-2h-chromen-2-one is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 7-hydroxy-2h-chromen-2-one. It is generated by cyp1a2, cyp2b6, cyp2c8, and cyp2c9 enzymes via an aromatic-hydroxylation-of-fused-benzene-ring-pattern2 reaction. This aromatic-hydroxylation-of-fused-benzene-ring-pattern2 occurs in humans.			O=c1ccc2ccc(O)c(O)c2o1	C9H6O4	InChI=1S/C9H6O4/c10-6-3-1-5-2-4-7(11)13-9(5)8(6)12/h1-4,10,12H	ATEFPOUAMCWAQS-UHFFFAOYSA-N	178.0266087	CHEBI:17313	HMDB0130547	
BASm0000923	N-(3,4-dichlorophenyl)malonamate	A monocarboxylic acid anion that is the conjugate base of N-(3,4-dichlorophenyl)malonamic acid arising from deprotonation of the carboxy group.			O=C([O-])CC(=O)Nc1ccc(Cl)c(Cl)c1	C9H6Cl2NO3	InChI=1S/C9H7Cl2NO3/c10-6-2-1-5(3-7(6)11)12-8(13)4-9(14)15/h1-3H,4H2,(H,12,13)(H,14,15)/p-1	JEFJREKVJYACNK-UHFFFAOYSA-M		CHEBI:17318		
BASm0000924	5'-deoxyadenosine	5'-Deoxyadenosine is an oxidized nucleoside found in the urine of normal subjects. Oxidized nucleosides represent excellent biomarkers for determining the extent of damage in genetic material, which has long been of interest in understanding the mechanism of aging, neurodegenerative diseases, and carcinogenesis. (PMID 15116424). The normal form of deoxyadenosine used in DNA synthesis and repair is 2'-deoxyadenosine where the hydroxyl group (-OH) is at the 2' position of its ribose sugar moiety. 5'-deoxyadenosine has its hydroxyl group at the 5' position of the ribose sugar.	4754-39-6		C[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O	C10H13N5O3	InChI=1S/C10H13N5O3/c1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15/h2-4,6-7,10,16-17H,1H3,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1	XGYIMTFOTBMPFP-KQYNXXCUSA-N	251.1018393	CHEBI:17319	HMDB0001983	
BASm0000925	(E)-pinosylvin		22139-77-1		Oc1cc(O)cc(/C=C/c2ccccc2)c1	C14H12O2	InChI=1S/C14H12O2/c15-13-8-12(9-14(16)10-13)7-6-11-4-2-1-3-5-11/h1-10,15-16H/b7-6+	YCVPRTHEGLPYPB-VOTSOKGWSA-N	212.0837296	CHEBI:17323		
BASm0000926	3-hydroxy-3-methylglutarate	3-Hydroxymethylglutaric acid is an "off-product" intermediate in the leucine degradation process. It is produced by defective or inefficient versions of 3-hydroxy-3-methylglutaryl-CoA lyase, an enzyme that normally catalyzes the conversion of 3-hydroxy-3-methylglutaryl-CoA to acetyl-CoA and acetoacetate. If this enzyme is defective, 3-hydroxy-3-methylglutaryl-CoA will accumulate in the mitochondria. Increased concentrations of 3-hydroxy-3-methylglutaryl-CoA can lead to a disruption of the esterified CoA:free CoA ratio and ultimately to mitochondrial toxicity. Detoxification of these CoA end products occurs via the transfer of the 3-hydroxymethylglutaryl moiety to carnitine, forming 3-hydroxymethylglutaric-carnitine, which is then transferred across the inner mitochondrial membrane where 3-hydroxymethylglutaric acid is released as the free acid. 3-Hydroxymethylglutaric acid has been found to accumulate in the urine of patients affected by 3-Hydroxy-3-methylglutaric aciduria, a rare inborn error of metabolism (OMIM: 246450). 3-Hydroxy-3-methylglutaric aciduria is caused by significantly reduced enzyme activity of the intramitochondrial 3-hydroxy-3-methylglutaryl-CoA lyase (EC 4.1.3.4), the enzyme that catalyzes the final step of leucine degradation.  This enzyme also plays a key role in ketone body formation. The profile of urinary organic acids for individuals with 3-hydroxy-3-methylglutaric aciduria is different from that of the other identified defects of leucine degradation, such as maple syrup urine disease (OMIM: 248600), isovaleric acidemia (OMIM: 243500), and methylcrotonylglycinemia (OMIM: 210200). The urinary organic acid profile of 3-hydroxy-3-methylglutaric aciduria includes elevated concentrations of 3-hydroxy-3-isovaleric, 3-hydroxy-3-methylglutaric, 3-methylglutaconic, and 3-methylglutaric acids (PMID: 10916782, 9658458, 3063529). Clinical manifestations of 3-hydroxy-3-methylglutaric aciduria include hepatomegaly, lethargy, coma, and apnea. Biochemically, there is a characteristic absence of ketosis with hypoglycemia, acidosis, hypertransaminasemia, and variable hyperammonemia. Therefore, when present in sufficiently high concentrations, 3-hydroxymethylglutaric acid can act as an acidogen and a metabotoxin. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. As noted above, chronically high levels of 3-hydroxymethylglutaric acid are associated with the inborn error of metabolism 3-hydroxy-3-methylglutaryl-CoA lyase deficiency. 3-Hydroxymethylglutaric acid is an organic acid. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart, liver, and kidney abnormalities, seizures, coma, and possibly death. These are also the characteristic symptoms of the untreated IEMs mentioned above. Many affected children with organic acidemias experience intellectual disability or delayed development. In adults, acidosis or acidemia is characterized by headaches, confusion, feeling tired, tremors, sleepiness, and seizures.	503-49-1	Solid	CC(O)(CC(=O)[O-])CC(=O)[O-]	C6H10O5	InChI=1S/C6H10O5/c1-6(11,2-4(7)8)3-5(9)10/h11H,2-3H2,1H3,(H,7,8)(H,9,10)	NPOAOTPXWNWTSH-UHFFFAOYSA-N	162.0528234	CHEBI:17325	HMDB0000355	
BASm0000927	phytol	Phytol is a natural linear diterpene alcohol which is used in the preparation of vitamins E and K1. It is also a decomposition product of chlorophyll. It is an oily liquid that is nearly insoluble in water, but soluble in most organic solvents. -- Wikipedia.	150-86-7		C/C(=C\CO)CCC[C@H](C)CCC[C@H](C)CCCC(C)C	C20H40O	InChI=1S/C20H40O/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-21/h15,17-19,21H,6-14,16H2,1-5H3/b20-15+/t18-,19-/m1/s1	BOTWFXYSPFMFNR-PYDDKJGSSA-N	296.3079159	CHEBI:17327	HMDB0002019	
BASm0000928	N-benzoylanthranilate	N-Benzoylanthranilic acid is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]")	579-93-1		O=C(Nc1ccccc1C(=O)[O-])c1ccccc1	C14H11NO3	InChI=1S/C14H11NO3/c16-13(10-6-2-1-3-7-10)15-12-9-5-4-8-11(12)14(17)18/h1-9H,(H,15,16)(H,17,18)	WXVLIIDDWFGYCV-UHFFFAOYSA-N	241.0738932	CHEBI:17331	HMDB0032175	
BASm0000929	6(F)-alpha-D-galactosylsucrose	Planteose, also known as 6f-alpha-D-galactosylsucrose, is a member of the class of compounds known as oligosaccharides. Oligosaccharides are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds. Planteose is soluble (in water) and a very weakly acidic compound (based on its pKa). Planteose can be found in a number of food items such as sweet marjoram, sweet basil, sesame, and cocoa bean, which makes planteose a potential biomarker for the consumption of these food products.			OC[C@H]1O[C@H](OC[C@H]2O[C@@](CO)(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@H]1O	C18H32O16	InChI=1S/C18H32O16/c19-1-5-8(22)11(25)13(27)16(31-5)30-3-7-10(24)15(29)18(4-21,33-7)34-17-14(28)12(26)9(23)6(2-20)32-17/h5-17,19-29H,1-4H2/t5-,6-,7-,8+,9-,10-,11+,12+,13-,14-,15+,16+,17-,18+/m1/s1	NIBVDXPSJBYJFT-ZQSKZDJDSA-N	504.169035	CHEBI:17332	HMDB0302793	
BASm0000930	all-trans-retinol	Vitamin A (retinol) is a yellow fat-soluble, antioxidant vitamin important in vision and bone growth. It belongs to the family of chemical compounds known as retinoids. Retinol is ingested in a precursor form; animal sources (milk and eggs) contain retinyl esters, whereas plants (carrots, spinach) contain pro-vitamin A carotenoids. Hydrolysis of retinyl esters results in retinol while pro-vitamin A carotenoids can be cleaved to produce retinal. Retinal, also known as retinaldehyde, can be reversibly reduced to produce retinol or it can be irreversibly oxidized to produce retinoic acid. Retinol and derivatives of retinol that play an essential role in metabolic functioning of the retina, the growth of and differentiation of epithelial tissue, the growth of bone, reproduction, and the immune response. Dietary vitamin A is derived from a variety of carotenoids found in plants. It is enriched in the liver, egg yolks, and the fat component of dairy products.	68-26-8		CC1=C(/C=C/C(C)=C/C=C/C(C)=C/CO)C(C)(C)CCC1	C20H30O	InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6+,12-11+,16-8+,17-13+	FPIPGXGPPPQFEQ-OVSJKPMPSA-N	286.2296656	CHEBI:17336	HMDB0000305	
BASm0000931	(2R,3S,4S)-3,4-leucopelargonidin	Leucopelargonidin (CAS: 520-17-2) is a colourless chemical compound belonging to the family of leucoanthocyanidins. Leucoanthocyanidins are flavonoids consisting of a flavan (3,4-dihydro-2-phenyl-2H-1-benzopyran) moiety that carries two hydroxy groups at the C3- and C4-positions. Leucopelargonidin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Leucopelargonidin can be found in a number of food items such as narrowleaf cattail, pepper (C. pubescens), macadamia nut (M. tetraphylla), and abiyuch, which makes leucopelargonidin a potential biomarker for the consumption of these food products (FooDB). Leucopelargonidin can also be found in Albizia lebbeck (East Indian walnut), in the fruit of Anacardium occidentale (cashew), in the fruit of Areca catechu (Areca nut), in the fruit of Hydnocarpus wightiana (Hindi Chaulmoogra), in the rhizome of Rumex hymenosepalus (Arizona dock), in Zea Mays (corn), and in Ziziphus jujuba (Chinese date) (Wikipedia).	98919-66-5		Oc1ccc([C@H]2Oc3cc(O)cc(O)c3[C@H](O)[C@@H]2O)cc1	C15H14O6	InChI=1S/C15H14O6/c16-8-3-1-7(2-4-8)15-14(20)13(19)12-10(18)5-9(17)6-11(12)21-15/h1-6,13-20H/t13-,14-,15+/m0/s1	FSVMLWOLZHGCQX-SOUVJXGZSA-N	290.0790382	CHEBI:17343	HMDB0032322	
BASm0000932	4-chlorophenylacetonitrile			Expected Solid	N#CCc1ccc(Cl)cc1	C8H6ClN	InChI=1S/C8H6ClN/c9-8-3-1-7(2-4-8)5-6-10/h1-4H,5H2	IVYMIRMKXZAHRV-UHFFFAOYSA-N	151.0188769	CHEBI:17346		MMDBc0054267
BASm0000933	testosterone	Testosterone is the primary male sex hormone and anabolic steroid from the androstane class of steroids. It is the most important androgen in potency and quantity for vertebrates. In humans, testosterone plays a key role in the development of male reproductive tissues such as testes and prostate, as well as promoting secondary sexual characteristics such as increased muscle and bone mass, and the growth of body hair. In addition, testosterone is involved in health and well-being, and the prevention of osteoporosis. Testosterone exerts its action through binding to and activation of the androgen receptor. In mammals, testosterone is metabolized mainly in the liver. Approximately 50% of testosterone is metabolized via conjugation into testosterone glucuronide and to a lesser extent testosterone sulfate by glucuronosyltransferases and sulfotransferases. An additional 40% of testosterone is metabolized in equal proportions into the 17-ketosteroids androsterone and etiocholanolone via the combined actions of 5alpha- and 5beta-reductases, 3alpha-hydroxysteroid dehydrogenase, and 17beta-HSD. Like other steroid hormones, testosterone is derived from cholesterol. The first step in the biosynthesis of testosterone involves the oxidative cleavage of the side-chain of cholesterol by the cholesterol side-chain cleavage enzyme (P450scc, CYP11A1) to give pregnenolone. In the next step, two additional carbon atoms are removed by the CYP17A1 (17alpha-hydroxylase/17,20-lyase) enzyme to yield a variety of C19 steroids. In addition, the 3beta-hydroxyl group is oxidized by 3beta-hydroxysteroid dehydrogenase to produce androstenedione. In the final and rate limiting step, the C17 keto group androstenedione is reduced by 17beta-hydroxysteroid hydrogenase to yield testosterone. Testosterone is synthesized and released by the Leydig cells in the testes that lie between the tubules and comprise less than 5% of the total testicular volume. Testosterone diffuses into the seminiferous tubules where it is essential for maintaining spermatogenesis. Some testosterone binds to an androgen-binding protein (ABP) that is produced by the Sertoli cells and is homologous to the sex-hormone binding globulin that transports testosterone in the general circulation. The ABP carries testosterone in the testicular fluid where it maintains the activity of the accessory sex glands and may also help to retain testosterone within the tubule and bind excess free hormone. Some testosterone is converted to estradiol by Sertoli cell-derived aromatase enzyme. Leydig cell steroidogenesis is controlled primarily by luteinizing hormone with negative feedback of testosterone on the hypothalamic-pituitary axis. The requirement of spermatogenesis for high local concentrations of testosterone means that loss of androgen production is likely to be accompanied by loss of spermatogenesis. Indeed, if testicular androgen production is inhibited by the administration of exogenous androgens then spermatogenesis ceases. This is the basis of using exogenous testosterone as a male contraceptive. The largest amounts of testosterone (>95%) are produced by the testes in men, while the adrenal glands account for most of the remainder. Testosterone is also synthesized in far smaller total quantities in women by the adrenal glands, thecal cells of the ovaries, and, during pregnancy, by the placenta. Testosterone levels fall by about 1% each year in men. Therefore, with increasing longevity and the aging of the population, the number of older men with testosterone deficiency will increase substantially over the next several decades. Serum testosterone levels decrease progressively in aging men, but the rate and magnitude of decrease vary considerably. Approximately 1% of healthy young men have total serum testosterone levels below normal; in contrast, approximately 20% of healthy men over age 60 years have serum testosterone levels below normal. (PMID: 17904450, 17875487).	58-22-0		C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2O	C19H28O2	InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-17,21H,3-10H2,1-2H3/t14-,15-,16-,17-,18-,19-/m0/s1	MUMGGOZAMZWBJJ-DYKIIFRCSA-N	288.2089301	CHEBI:17347	HMDB0000234	
BASm0000934	(R)-mandelamide			Expected Solid	NC(=O)[C@H](O)c1ccccc1	C8H9NO2	InChI=1S/C8H9NO2/c9-8(11)7(10)6-4-2-1-3-5-6/h1-5,7,10H,(H2,9,11)/t7-/m1/s1	MAGPZHKLEZXLNU-SSDOTTSWSA-N	151.0633285	CHEBI:17352		MMDBc0054095
BASm0000936	2-acetamidofluorene				CC(=O)Nc1ccc2c(c1)Cc1ccccc1-2	C15H13NO	InChI=1S/C15H13NO/c1-10(17)16-13-6-7-15-12(9-13)8-11-4-2-3-5-14(11)15/h2-7,9H,8H2,1H3,(H,16,17)	CZIHNRWJTSTCEX-UHFFFAOYSA-N	223.099714	CHEBI:17356	HMDB0244967	
BASm0000937	sulfite	Endogenous sulfite is generated as a consequence of the body's normal processing of sulfur-containing amino acids. Sulfites occur as a consequence of fermentation and also occur naturally in a number of foods and beverages. As food additives, sulfiting agents were first used in 1664 and approved in the United States as long ago as the 1800s. Sulfite sensitivity occurs most often in asthmatic adults--predominantly women; it is uncommonly reported in preschool children. Adverse reactions to sulfites in nonasthmatics are extremely rare. Asthmatics who are steroid-dependent or who have a higher degree of airway hyperreactivity may be at greater risk of experiencing a reaction to sulfite-containing foods. Sulfite sensitivity reactions vary widely, ranging from no reaction to severe. The majority of reactions are mild. These manifestations may include dermatologic, respiratory, or gastrointestinal signs and symptoms. The precise mechanisms of the sensitivity responses have not been completely elucidated. Inhalation of sulfur dioxide (SO2) generated in the stomach following ingestion of sulfite-containing foods or beverages, a deficiency in a mitochondrial enzyme, and an IgE-mediated immune response have all been implicated. Exogenously supplied sulfite is detoxified by the enzyme sulfite oxidase. Sulfite oxidase (EC 1.8.3.1) is 1 of 3 enzymes in humans that requires molybdenum as a cofactor. Sulfite oxidase deficiency is a rare autosomal inherited disease with severe neurological symptoms such as untreatable seizures, attenuated growth of the brain and mental retardation. It results from defects in the enzyme sulfite oxidase, which is responsible for the oxidation of sulfite to sulfate. This reaction is the final step in the degradation of sulfur containing metabolites including the amino acids cysteine and methionine. is a neurometabolic disease that results in severe developmental delay and premature death. The term isolated sulfite oxidase deficiency is used to define the deficiency caused by mutations in the sulfite oxidase gene. This differentiates it from another version of sulfite oxidase deficiency that is due to defects in the Moco biosynthetic pathway. Isolated sulfite oxidase deficiency is a rare but devastating neurologic disease that usually presents in early infancy with seizures and alterations in muscle tone. (PMID: 16234925, 16140720, 8586770) [HMDB]. Sulfite is found in many foods, some of which are sunflower, grapefruit/pummelo hybrid, passion fruit, and kelp.	14265-45-3	Solid	[O-]S([O-])=O	O3S	InChI=1S/H2O3S/c1-4(2)3/h(H2,1,2,3)/p-2	LSNNMFCWUKXFEE-UHFFFAOYSA-L	79.95681456	CHEBI:17359	HMDB00240	
BASm0000938	D-altronate	D-altronate is a member of the chemical class known as Sugar Acids and Derivatives. These are compounds containing a saccharide unit which bears a carboxylic acid group. 				C6H11O7		RGHNJXZEOKUKBD-AIHAYLRMSA-M	195.0510263	CHEBI:17360		
BASm0000939	quinoline	Quinoline is an alkaloid from various plant species including Mentha species. Also present in cocoa, black tea and scotch whiskey.  Quinoline is a flavouring ingredient Quinoline is a heterocyclic aromatic organic compound. It has the formula C9H7N and is a colourless hygroscopic liquid with a strong odour. Aged samples, if exposed to light, become yellow and later brown. Quinoline is only slightly soluble in cold water but dissolves readily in hot water and most organic solvents. Quinoline is found in alcoholic beverages.  Quinoline is mainly used as a building block to other specialty chemicals. Approximately 4 tonnes are produced annually according to a report published in 2005.[citation needed] Its principal use is as a precursor to 8-hydroxyquinoline, which is a versatile chelating agent and precursor to pesticides. Its 2- and 4-methyl derivatives are precursors to cyanine dyes. Oxidation of quinoline affords quinolinic acid (pyridine-2,3-dicarboxylic acid), a precursor to the herbicide sold under the name "Assert"	91-22-5		C1=CC=C2N=CC=CC2=C1	C9H7N	InChI=1S/C9H7N/c1-2-6-9-8(4-1)5-3-7-10-9/h1-7H	SMWDFEZZVXVKRB-UHFFFAOYSA-N	129.0578492	CHEBI:17362	HMDB0033731	
BASm0000940	hypoxanthine	Hypoxanthine, also known as purine-6-ol or Hyp, belongs to the class of organic compounds known as purines. Purines are a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring. Hypoxanthine is also classified as an oxopurine, Hypoxanthine is a naturally occurring purine derivative and a reaction intermediate in the metabolism of adenosine and in the formation of nucleic acids by the nucleotide salvage pathway. Hypoxanthine exists in all living species, ranging from bacteria to plants to humans. Hypoxanthine has been detected, but not quantified in, several different foods, such as radish (var.), mountain yams, welsh onions, greenthread tea, and common beets. Hypoxanthine is occasionally found as a constituent of nucleic acids, where it is present in the anticodon of tRNA in the form of its nucleoside inosine. Biologically, hypoxanthine can be formed a number of ways. For instance, it is one of the products of the action of xanthine oxidase on xanthine. However, more frequently xanthine is formed from oxidation of hypoxanthine by xanthine oxidoreductase. The enzyme hypoxanthine-guanine phosphoribosyltransferase converts hypoxanthine into IMP in the nucleotide salvage pathway. Hypoxanthine is also a spontaneous deamination product of adenine. Under normal circumstances hypoxanthine is readily converted to uric acid. In this process, hypoxanthine is first oxidized to xanthine, which is further oxidized to uric acid by xanthine oxidase. Molecular oxygen, the oxidant in both reactions, is reduced to H2O2 and other reactive oxygen species. In humans, uric acid is the final product of purine degradation and is excreted in the urine. Within humans, hypoxanthine participates in a number of other enzymatic reactions. In particular, hypoxanthine and ribose 1-phosphate can be biosynthesized from inosine through its interaction with the enzyme purine nucleoside phosphorylase. Hypoxanthine is also involved in the metabolic disorder called the purine nucleoside phosphorylase deficiency. Purine nucleoside phosphorylase (PNP) deficiency is a disorder of the immune system (primary immunodeficiency) characterized by recurrent infections, neurologic symptoms, and autoimmune disorders. PNP deficiency causes a shortage of white blood cells, called T-cells, that help fight infection. Affected individuals develop neurologic symptoms, such as stiff or rigid muscles (spasticity), uncoordinated movements (ataxia), developmental delay, and intellectual disability. PNP deficiency is associated with an increased risk to develop autoimmune disorders, such as autoimmune hemolytic anemia, idiopathic thrombocytopenic purpura (ITP), autoimmune neutropenia, thyroiditis, and lupus.	68-94-0		OC1=NC=NC2=C1NC=N2	C5H4N4O	InChI=1S/C5H4N4O/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10)	FDGQSTZJBFJUBT-UHFFFAOYSA-N	136.0385108	CHEBI:17368	HMDB0000157	
BASm0000941	(2R)-1,2-dihydrovomilenine					C21H24N2O3		DRMGJVPVCAJMDJ-OEJJZAABSA-N	352.1786926	CHEBI:17372		
BASm0000942	D-glyceraldehyde	Glyceraldehyde is a triose monosaccharide with chemical formula C3H6O3. It is the simplest of all common aldoses. It is a sweet, colourless crystalline solid that is an intermediate compound in carbohydrate metabolism. The word "glyceraldehyde" comes from combining glycerine and aldehyde, as glyceraldehyde is merely glycerine with one hydroxide changed to an aldehyde. Glyceraldehyde is produced from the action of the enzyme glyceraldehyde dehydrogenase, which converts glycerol to glyceraldehyde using NADP as a cofactor. When present at sufficiently high levels, glyceraldehyde can be a cytotoxin and a mutagen. A cytotoxin is a compound that kills cells. A mutagen is a compound that causes mutations in DNA. Glyceraldehyde is a highly reactive compound that can modify and cross-link proteins. Glyceraldehyde-modified proteins appear to be cytotoxic, depress intracellular glutathione levels, and induce reactive oxygen species (ROS) production (PMID:14981296). Glyceraldehyde has been shown to cause chromosome damage to human cells in culture and is mutagenic in the Ames bacterial test.	56-82-6	Solid	OC[C@@H](O)C=O	C3H6O3	InChI=1S/C3H6O3/c4-1-3(6)2-5/h1,3,5-6H,2H2/t3-/m0/s1	MNQZXJOMYWMBOU-VKHMYHEASA-N	90.03169406	CHEBI:17378	HMDB0001051	
BASm0000943	5'-O-beta-D-glucosylpyridoxine					C14H21NO8		MDLTWTOQCHCLSZ-RGCYKPLRSA-N	331.1267166	CHEBI:17382	HMDB0246884	
BASm0000944	(S)-1-pyrroline-5-carboxylate	1-Pyrroline-5-carboxylic acid (CAS: 2906-39-0) is an enamine or an imino acid that forms upon the spontaneous dehydration of L-glutamate gamma-semialdehyde in aqueous solutions. The stereoisomer (S)-1-pyrroline-5-carboxylate is an intermediate in glutamate metabolism, arginine degradation, and proline biosynthesis and degradation. It can also be converted into or be formed from three amino acids: L-glutamate, L-ornithine, and L-proline. In particular, it is synthesized via the oxidation of proline by pyrroline-5-carboxylate reductase 1 (PYCR1) (EC 1.5.1.2) or by proline dehydrogenase (PRODH) (EC 1.5.99.8). It is hydrolyzed into L-glutamate by delta-1-pyrroline-5-carboxylate dehydrogenase (ALDH4A1) (EC 1.5.1.12). It is also one of the few metabolites that can act as a precursor to other metabolites of both the urea cycle and the tricarboxylic acid (TCA) cycle. Under certain conditions, pyrroline-5-carboxylate can act as a neurotoxin and a metabotoxin. A neurotoxin causes damage to nerve cells and nerve tissues. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of pyrroline-5-carboxylate are associated with at least five inborn errors of metabolism, including hyperprolinemia type I, hyperprolinemia type II, iminoglycinuria, prolinemia type II, and pyruvate carboxylase deficiency. Hyperprolinemia type II results in high levels of pyrroline-5-carboxylate. People with hyperprolinemia type II have signs and symptoms that vary in severity, but they are more likely than type I to have seizures or intellectual disability. Pyrroline-5-carboxylate is highly reactive and excess quantities have been shown to cause cell death and apoptosis (PMID: 15548746).	64199-88-8			C5H6NO2		DWAKNKKXGALPNW-BYPYZUCNSA-M	112.040402	CHEBI:17388	HMDB0001301	
BASm0000946	allocryptopine	Alpha-allocryptopine, also known as alpha-fagarine or beta-homochelidonine, is a member of the class of compounds known as protopine alkaloids. Protopine alkaloids are alkaloids with a structure based on a tricyclic protopine formed by oxidative ring fission of protoberberine N-metho salts. Alpha-allocryptopine is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Alpha-allocryptopine can be found in barley, which makes alpha-allocryptopine a potential biomarker for the consumption of this food product.			COC1=C(OC)C2=C(CC(=O)C3=C(CCN(C)C2)C=C2OCOC2=C3)C=C1	C21H23NO5	InChI=1S/C21H23NO5/c1-22-7-6-14-9-19-20(27-12-26-19)10-15(14)17(23)8-13-4-5-18(24-2)21(25-3)16(13)11-22/h4-5,9-10H,6-8,11-12H2,1-3H3	HYBRYAPKQCZIAE-UHFFFAOYSA-N	369.1576229	CHEBI:17390	HMDB0302683	
BASm0000947	5-O-(indol-3-ylacetyl)-myo-inositol D-galactoside					C22H29NO12		VHFRZSJSHFOBOM-AJQUYQQFSA-N	499.1689754	CHEBI:17391		
BASm0000948	(R)-prunasin	Prunasin is found in almond. Prunasin is isolated from kernels of Prunus species, immature fruits of Passiflora species and leaves of perilla (Perilla frutescens var. acuta	99-18-3	Solid	OC[C@H]1O[C@@H](O[C@@H](C#N)C2=CC=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O	C14H17NO6	InChI=1S/C14H17NO6/c15-6-9(8-4-2-1-3-5-8)20-14-13(19)12(18)11(17)10(7-16)21-14/h1-5,9-14,16-19H,7H2/t9-,10+,11+,12-,13+,14+/m0/s1	ZKSZEJFBGODIJW-GMDXDWKASA-N	295.1055873	CHEBI:17396	HMDB0034934	
BASm0000949	3-methyloxindole				CC1C(=O)Nc2ccccc21	C9H9NO	InChI=1S/C9H9NO/c1-6-7-4-2-3-5-8(7)10-9(6)11/h2-6H,1H3,(H,10,11)	BBZCPUCZKLTAJQ-UHFFFAOYSA-N	147.0684139	CHEBI:17397	HMDB0304943	
BASm0000950	L-xylulose	L-Threo-2-pentulose, also called L-xylulose, is a ketopentose - a monosaccharide containing five carbon atoms, and including a ketone functional group. It has chemical formula C5H10O5. In nature it occurs in the L- and D- isomers. (Wikipedia)	527-50-4	Solid	OC[C@H](O)[C@@H](O)C(=O)CO	C5H10O5	InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h3,5-8,10H,1-2H2/t3-,5+/m0/s1	ZAQJHHRNXZUBTE-WVZVXSGGSA-N	150.0528234	CHEBI:17399	HMDB00751	MMDBc0029509
BASm0000951	raucaffricine				C/C=C1/[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)N2[C@H]3C[C@@H]1C1[C@@H](OC(C)=O)[C@@]4(C[C@@H]12)C3=Nc1ccccc14	C27H32N2O8	InChI=1S/C27H32N2O8/c1-3-12-13-8-16-23-27(14-6-4-5-7-15(14)28-23)9-17(19(13)24(27)35-11(2)31)29(16)25(12)37-26-22(34)21(33)20(32)18(10-30)36-26/h3-7,13,16-22,24-26,30,32-34H,8-10H2,1-2H3	OSJPGOJPRNTSHP-UHFFFAOYSA-N	512.215866	CHEBI:17400		
BASm0000952	indan-1-one	Indanone is part of the Steroid hormone biosynthesis, and Arachidonic acid metabolism pathways. It is a substrate for: Aldo-keto reductase family 1 member C1, and Aldo-keto reductase family 1 member C3.			O=C1CCC2=CC=CC=C12	C9H8O	InChI=1S/C9H8O/c10-9-6-5-7-3-1-2-4-8(7)9/h1-4H,5-6H2	QNXSIUBBGPHDDE-UHFFFAOYSA-N	132.0575149	CHEBI:17404	HMDB0059602	
BASm0000954	pteridine-2,4,6,7-tetrol				Oc1nc(O)c2nc(O)c(O)nc2n1		InChI=1S/C6H4N4O4/c11-3-1-2(9-6(14)10-3)8-5(13)4(12)7-1/h(H,7,12)(H3,8,9,10,11,13,14)	MVKRISPIRVEPFM-UHFFFAOYSA-N		CHEBI:17410		
BASm0000955	R'C(R)S-S(R)CR'				*C(*)SSC(*)*					CHEBI:17412		
BASm0000957	3-dehydro-alpha-D-glucosyl beta-D-fructofuranoside	A glycosyl glycoside which is an intermediate in the breakdown of sucrose. The structure is that of sucrose in which the glucosyl 3-hydroxy group has been reduced to a keto group.			O=C1[C@@H](O)[C@@H](O[C@]2(CO)O[C@H](CO)[C@@H](O)[C@@H]2O)O[C@H](CO)[C@H]1O	C12H20O11	InChI=1S/C12H20O11/c13-1-4-6(16)8(18)9(19)11(21-4)23-12(3-15)10(20)7(17)5(2-14)22-12/h4-7,9-11,13-17,19-20H,1-3H2/t4-,5-,6-,7-,9-,10+,11-,12+/m1/s1	CUKZGOBWGGOLIQ-QRDRGOPVSA-N		CHEBI:17429		
BASm0000958	queuine	Queuine is a highly modified derivative of guanine found in the first position of the anticodon of the transfer RNAs for asp, asn, his and tyr. The original transcripts of these tRNAs contain guanine in this position. All organisms with the exception of yeast and mycoplasma contain queuine. Bacteria synthesize queuine but it cannot be synthesized by higher mammals. Significant amounts of free queuine are present in common plant and animal food products. (PMID 9016755).	72496-59-4	Solid	Nc1nc2[nH]cc(CN[C@H]3C=C[C@H](O)[C@@H]3O)c2c(=O)[nH]1	C12H15N5O3	InChI=1S/C12H15N5O3/c13-12-16-10-8(11(20)17-12)5(4-15-10)3-14-6-1-2-7(18)9(6)19/h1-2,4,6-7,9,14,18-19H,3H2,(H4,13,15,16,17,20)/t6-,7-,9+/m1/s1	WYROLENTHWJFLR-BHNWBGBOSA-N	277.1174894	CHEBI:17433	HMDB0001495	
BASm0000959	trimethylsulfonium	Trimethylsulfonium, a compound present in the midgut gland of the sea hare Aplysia brasiliana, negatively modulates vagal response, indicating a probable ability to inhibit cholinergic responses.			C[S+](C)C	C3H9S	InChI=1S/C3H9S/c1-4(2)3/h1-3H3/q+1	NRZWQKGABZFFKE-UHFFFAOYSA-N	77.04249598	CHEBI:17434	HMDB0012295	
BASm0000960	naphthalene-1,2-diol	This compound belongs to the family of Naphthols and Derivatives. These are hydroxylated naphthalenes.			Oc1ccc2ccccc2c1O	C10H8O2	InChI=1S/C10H8O2/c11-9-6-5-7-3-1-2-4-8(7)10(9)12/h1-6,11-12H	NXPPAOGUKPJVDI-UHFFFAOYSA-N	160.0524295	CHEBI:17435	HMDB0060497	
BASm0000961	dimethyl sulfide	Dimethylsulfide is the predominant volatile sulfur compound (VSC) in breadth malodor, a metabolite of suplatast tosilate (a dimethylsulphonium compound for the treatment of asthma) in patients that regularly take that medication. (PMID 14628896). Dimethylsulfide is a sulfur containing organic chemical compound with a disagreeable odor. In vapor form it is produced by cooking of certain vegetables, notably corn and cabbage, and seafood. It is also an indication of bacterial infection in malt production and brewing. It is a breakdown product of dimethylsulfoniopropionate, and is also produced by the bacterial metabolism of methanethiol. Dimethylsulfide in concentrated liquid form is insoluble and a flammable. This is a microbial metabolite that can be found in Bradyrhizobium, Cyanothece, Escherichia, Pseudomonas and Rhizobiaceae (PMID:25807229).	75-18-3		CSC	C2H6S	InChI=1S/C2H6S/c1-3-2/h1-2H3	QMMFVYPAHWMCMS-UHFFFAOYSA-N	62.01902088	CHEBI:17437	HMDB0002303	
BASm0000962	O-beta-D-xylosylzeatin				C/C(=C/CNc1ncnc2[nH]cnc12)CO[C@@H]1OC[C@@H](O)[C@H](O)[C@H]1O		InChI=1S/C15H21N5O5/c1-8(4-24-15-12(23)11(22)9(21)5-25-15)2-3-16-13-10-14(18-6-17-10)20-7-19-13/h2,6-7,9,11-12,15,21-23H,3-5H2,1H3,(H2,16,17,18,19,20)/b8-2-/t9-,11+,12-,15-/m1/s1	BTXBYCHDVZGXMF-IEDJDMPFSA-N		CHEBI:17438		
BASm0000963	cyanocob(III)alamin	Cyanocobalamin (commonly known as Vitamin B12) is the most chemically complex of all the vitamins. Cyanocobalamin's structure is based on a corrin ring, which, although similar to the porphyrin ring found in heme, chlorophyll, and cytochrome, has two of the pyrrole rings directly bonded. The central metal ion is Co (cobalt). Cyanocobalamin cannot be made by plants or by animals, as the only type of organisms that have the enzymes required for the synthesis of cyanocobalamin are bacteria and archaea. Higher plants do not concentrate cyanocobalamin from the soil and so are a poor source of the substance as compared with animal tissues. Cyanocobalamin is naturally found in foods including meat (especially liver and shellfish), eggs, and milk products.	68-19-9	Solid	CC1=C2N3[C@@H]4[C@H](CC(N)=O)[C@@]2(C)CCC(=O)NC[C@@H](C)OP(=O)([O-])O[C@H]2[C@@H](O)[C@H](O[C@@H]2CO)n2c[n+](c5cc(C)c(C)cc52)[Co-3]325(C#N)[N+]3=C1[C@@H](CCC(N)=O)C(C)(C)C3=CC1=[N+]2C(=C(C)C2=[N+]5[C@]4(C)[C@@](C)(CC(N)=O)[C@@H]2CCC(N)=O)[C@@](C)(CC(N)=O)[C@@H]1CCC(N)=O	C63H89CoN14O14P	InChI=1S/C62H90N13O14P.CN.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;1-2;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);;/q;;+1/p-1/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;;/m1../s1	SEKGMJVHSBBHRD-WZHZPDAFSA-M	1355.57523	CHEBI:17439	HMDB0000607	
BASm0000964	chlorite	The chlorite ion is ClO2-. A chlorite (compound) is a compound that contains this group, with chlorine in oxidation state +3. Chlorites are also known as salts of chlorous acid.	14998-27-7	Liquid	[O-][Cl+][O-]	ClH2O2	InChI=1S/ClH2O2/c2-1-3/h2-3H/q+1	GOROLYBFNQBLDF-UHFFFAOYSA-N	68.9737834	CHEBI:17441	HMDB0002077	
BASm0000965	(2E)-geraniol	beta-Geraniol, also known as (E)-nerol, the isomer of nerol (or geranyl alcohol, is a monoterpenoid alcohol. It belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes is known to occur mainly through the methyl-erythritol-phosphate (MEP) pathway in the plastids (PMID:7640522 ). Geranyl diphosphate (GPP) is a key intermediate in the biosynthesis of cyclic monoterpenes. GPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. beta-Geraniol is an isoprenoid lipid molecule that is very hydrophobic, practically insoluble in water, and relatively neutral. beta-Geraniol has a sweet, citrus, and floral taste. beta-Geraniol is found in highest concentrations in common grapes, black walnuts, and common thymes and in lower concentrations in cardamoms, common oregano, and gingers. beta-Geraniol has also been detected in lemon verbena, oval-leaf huckleberries, common pea, sweet cherries, and nopals. This could make beta-geraniol a potential biomarker for the consumption of these foods. It is found in as an alcohol and as its ester in many essential oils including geranium oil. It is the primary part of rose oil, palmarosa oil, and citronella oil (Java type) and occurs in small quantities in geranium, lemon, and many other essential oils. Geraniol is a monoterpenoid and an alcohol found in cannabis plants (PMID:6991645 ). Because it has a rose-like odor, it is commonly used in perfumes. It is used to create flavors such as peach, raspberry, grapefruit, red apple, plum, lime, orange, lemon, watermelon, pineapple, and blueberry. Geraniol is produced by the scent glands of honeybees to mark nectar-bearing flowers and locate the entrances to their hives (http//doi:10.1051/apido:19900403).	106-24-1	Liquid	CC(C)=CCC/C(C)=C/CO	C10H18O	InChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7+	GLZPCOQZEFWAFX-JXMROGBWSA-N	154.1357652	CHEBI:17447	HMDB0035155	
BASm0000966	methylmalonate	Methylmalonic acid is a malonic acid derivative, which is a vital intermediate in the metabolism of fat and protein. In particular, the coenzyme A-linked form of methylmalonic acid, methylmalonyl-CoA, is converted into succinyl-CoA by methylmalonyl-CoA mutase in a reaction that requires vitamin B12 as a cofactor. In this way, methylmalonic acid enters the Krebs cycle and is thus part of one of the anaplerotic reactions. Abnormalities in methylmalonic acid metabolism lead to methylmalonic aciduria. This inborn error of metabolism is attributed to a block in the enzymatic conversion of methylmalonyl CoA to succinyl CoA. Methylmalonic acid is also found to be associated with other inborn errors of metabolism, including cobalamin deficiency, cobalamin malabsorption, malonyl-CoA decarboxylase deficiency, and transcobalamin II deficiency. When present in sufficiently high levels, methylmalonic acid can act as an acidogen and a metabotoxin. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of methylmalonic acid are associated with at least 5 inborn errors of metabolism, including Malonyl CoA decarboxylase deficiency, Malonic Aciduria, Methylmalonate Semialdehyde Dehydrogenase Deficiency, Methylmalonic Aciduria and Methylmalonic Aciduria Due to Cobalamin-Related Disorders. Methylmalonic acid is an organic acid and abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart abnormalities, kidney abnormalities, liver damage, seizures, coma, and possibly death. These are also the characteristic symptoms of the untreated IEMs mentioned above. Many affected children with organic acidemias experience intellectual disability or delayed development. In adults, acidosis or acidemia is characterized by headaches, confusion, feeling tired, tremors, sleepiness, and seizures.	0516-05-02	Solid	CC(C(=O)[O-])C(=O)[O-]	C4H6O4	InChI=1S/C4H6O4/c1-2(3(5)6)4(7)8/h2H,1H3,(H,5,6)(H,7,8)	ZIYVHBGGAOATLY-UHFFFAOYSA-N	118.0266087	CHEBI:17453	HMDB0000202	
BASm0000967	dithioerythritol	A compound that, along with its isomer, Cleland's reagent (dithiothreitol), is used for the protection of sulfhydryl groups against oxidation to disulfides and for the reduction of disulfides to sulfhydryl groups. [PubChem]	6892-68-8	solid	O[C@H](CS)[C@@H](O)CS	C4H10O2S2	InChI=1S/C4H10O2S2/c5-3(1-7)4(6)2-8/h3-8H,1-2H2/t3-,4+	VHJLVAABSRFDPM-ZXZARUISSA-N	154.0122209	CHEBI:17456		
BASm0000968	14'-apo-beta-carotenal				CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=O)C(C)(C)CCC1		InChI=1S/C22H30O/c1-18(10-6-7-17-23)11-8-12-19(2)14-15-21-20(3)13-9-16-22(21,4)5/h6-8,10-12,14-15,17H,9,13,16H2,1-5H3/b7-6+,11-8+,15-14+,18-10+,19-12+	NGISIFNAHMKVQR-SSRYJDFZSA-N		CHEBI:17457		
BASm0000969	D-iditol		6706-59-8		OC[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)CO	C6H14O6	InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5-,6-/m0/s1	FBPFZTCFMRRESA-FSIIMWSLSA-N		CHEBI:17459		
BASm0000970	L-galactono-1,4-lactone	L-galactono-1,4-lactone, also known as L-galactonate-&gamma;-lactone, is a member of the class of compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. L-galactono-1,4-lactone is soluble (in water) and a very weakly acidic compound (based on its pKa). L-galactono-1,4-lactone can be found in a number of food items such as abalone, pear, black-eyed pea, and borage, which makes L-galactono-1,4-lactone a potential biomarker for the consumption of these food products. L-galactono-1,4-lactone may be a unique S.cerevisiae (yeast) metabolite.			O=C1O[C@H]([C@@H](O)CO)[C@@H](O)[C@@H]1O	C6H10O6	InChI=1S/C6H10O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2-5,7-10H,1H2/t2-,3-,4-,5+/m0/s1	SXZYCXMUPBBULW-NEEWWZBLSA-N	178.0477381	CHEBI:17464	HMDB0304401	
BASm0000971	phaseollidin hydrate	Phaseol is found in pulses. Phaseol is isolated from Phaseolus aureus (mung bean).	88478-02-08		CC(C)(O)CCc1c(O)ccc2c1O[C@H]1c3ccc(O)cc3OC[C@@H]21	C20H16O5	InChI=1S/C20H16O5/c1-10(2)3-5-12-15(22)8-7-14-18(12)25-20(23)17-13-6-4-11(21)9-16(13)24-19(14)17/h3-4,6-9,21-22H,5H2,1-2H3	FRXPSBUCIWPZMH-UHFFFAOYSA-N	336.0997736	CHEBI:17465	HMDB0037922	
BASm0000972	4-(dimethylamino)phenylazoxybenzene				CN(C)c1ccc(/N=[N+](\[O-])c2ccccc2)cc1		InChI=1S/C14H15N3O/c1-16(2)13-10-8-12(9-11-13)15-17(18)14-6-4-3-5-7-14/h3-11H,1-2H3/b17-15-	AVLLFBZLCFQWSX-ICFOKQHNSA-N		CHEBI:17467		
BASm0000973	3-((4-bromophenyl)sulfanyl)-2-oxopropanoate	A 2-oxo monocarboxylic acid anion that is the conjugate base of (4-bromophenylsulfanyl)pyruvic acid, arising from deprotonation of the carboxy group.			O=C([O-])C(=O)CSc1ccc(Br)cc1	C9H6BrO3S	InChI=1S/C9H7BrO3S/c10-6-1-3-7(4-2-6)14-5-8(11)9(12)13/h1-4H,5H2,(H,12,13)/p-1	QJDFZNIKGFGPCR-UHFFFAOYSA-M		CHEBI:17468		
BASm0000975	an aldehyde				*C=O					CHEBI:17478		
BASm0000976	enol-oxaloacetate			Expected Solid	O=C([O-])/C=C(\O)C(=O)[O-]	C4H2O5	InChI=1S/C4H4O5/c5-2(4(8)9)1-3(6)7/h1,5H,(H,6,7)(H,8,9)/p-2/b2-1-	UWYVPFMHMJIBHE-UPHRSURJSA-L	129.9913203	CHEBI:17479		MMDBc0055965
BASm0000977	benzyl isothiocyanate	Benzyl isothiocyanate is found in brassicas. Benzyl isothiocyanate is isolated from Tropaeolum majus (garden nasturtium) and Lepidium sativum (garden cress), also in other plants especially in the Cruciferae. Potential nutriceutical.	622-78-6	Solid	S=C=NCc1ccccc1	C8H7NS	InChI=1S/C8H7NS/c10-7-9-6-8-4-2-1-3-5-8/h1-5H,6H2	MDKCFLQDBWCQCV-UHFFFAOYSA-N	149.0299199	CHEBI:17484	HMDB0033969	
BASm0000978	scopoletin	Scopoletin is found in anise. Scopoletin is isolated from Angelica acutiloba (Dong Dang Gui	92-61-5	Solid	COc1cc2ccc(=O)oc2cc1O	C10H8O4	InChI=1S/C10H8O4/c1-13-9-4-6-2-3-10(12)14-8(6)5-7(9)11/h2-5,11H,1H3	RODXRVNMMDRFIK-UHFFFAOYSA-N	192.0422587	CHEBI:17488	HMDB0034344	
BASm0000979	O-hexadecanoyl-(R)-carnitine	L-Palmitoylcarnitine or hexadecanoylcarnitine is an acylcarnitine. It is technically a long-chain acyl fatty acid derivative ester of carnitine which facilitates the transfer of long-chain fatty acids from cytoplasm into mitochondria during the oxidation of fatty acids. The general role of acylcarnitines is to transport acyl-groups, organic acids and fatty acids, from the cytoplasm into the mitochondria so that they can be broken down to produce energy. As part of this process, palmitic acid is first transported into the cell via the long-chain fatty acid transport protein 1 (FATP1). Once inside the cell it undergoes a reaction to form an acyl-CoA derivative called palmitoyl-CoA. This reaction is facilitated by the Long-chain fatty-acid CoA ligase 1 protein, which adds a CoA moiety to appropriate acyl groups. Many acyl-CoA groups will then further react with other zwitterionic compounds such as carnitine (to form acylcarnitines) and amino acids (to form acyl amides). The carnitine needed to form acylcarnitines inside the cell is transported into the cell by the organic cation/carnitine transporter 2.  In forming an acylcarnitine derivative, palmitoyl-CoA reacts with L-carnitine to form palmitoylcarnitine. This reaction is catalyzed by carnitine O-palmitoyltransferase. This enzyme resides in the mitochondrial outer membrane. While this reaction takes place, the palmitoylcarnitine is moved into the mitochondrial intermembrane space. Following the reaction, the newly synthesized acylcarnitine is transported into the mitochondrial matrix by a mitochondrial carnitine/acylcarnitine carrier protein found in the mitochondrial inner membrane. Once in the matrix, palmitoylcarnitine can react with the carnitine O-palmitoyltransferase 2 enzyme found in the mitochondrial inner membrane to once again form palmitoyl-CoA and L-carnitine. Palmitoyl-CoA then enters into the mitochondrial beta-oxidation pathway to form aceytl-CoA. Acetyl-CoA can go on to enter the TCA cycle, or it can react with L-carnitine to form L-acetylcarnitine in a reaction catalyzed by Carnitine O-acetyltransferase. This reaction can occur in both directions, and L-acetylcarnitine and CoA can react to form acetyl-CoA and L-carnitine in certain circumstances. Finally, acetyl-CoA in the cytosol can be catalyzed by acetyl-CoA carboxylase 1 to form malonyl-CoA, which inhibits the action of carnitine O-palmitoyltransferase 1, thereby preventing palmitoylcarnitine from forming and thereby preventing it from being transported into the mitochondria.  L-Palmitoylcarnitine has been also reported to change the activity of certain proteins and to stimulate the activity of caspases 3, 7, and 8. Interestingly, the level of this long-chain acylcarnitine has been shown to increase during apoptosis. Palmitoylcarnitine has also been reported to diminish the binding of phorbol esters (protein kinase C activators) and the autophosphorylation of the enzyme. Some of the physicochemical properties of palmitoylcarnitine may help to explain the need for coenzyme A-carnitine-coenzyme A acyl exchange during mitochondrial fatty acid import. The amphiphilic character of palmitoylcarnitine may also explain its proposed involvement in the pathogenesis of myocardial ischemia. L-Palmitoylcarnitine accumulates in ischemic myocardium and potentially contributes to myocardial damage through alterations in membrane molecular dynamics. This is a mechanism through which could play an important role in ischemic injury (PMID: 2540838, 15363641, 8706815). Palmitoylcarnitine is characteristically elevated in late-onset carnitine palmitoyltransferase II deficiency (OMIM: 255110). 	2364-67-2		CCCCCCCCCCCCCCCC(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C	C23H46NO4	InChI=1S/C23H45NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(27)28-21(19-22(25)26)20-24(2,3)4/h21H,5-20H2,1-4H3/p+1/t21-/m1/s1	XOMRRQXKHMYMOC-OAQYLSRUSA-O	400.3421354	CHEBI:17490	HMDB0000222	
BASm0000980	cholesteryl 3-beta-D-glucoside				CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)CC[C@]4(C)[C@H]3CC[C@]12C	C33H56O6	InChI=1S/C33H56O6/c1-19(2)7-6-8-20(3)24-11-12-25-23-10-9-21-17-22(13-15-32(21,4)26(23)14-16-33(24,25)5)38-31-30(37)29(36)28(35)27(18-34)39-31/h9,19-20,22-31,34-37H,6-8,10-18H2,1-5H3	FSMCJUNYLQOAIM-UHFFFAOYSA-N		CHEBI:17495		
BASm0000981	AH2				[H]*[H]					CHEBI:17499		
BASm0000982	7alpha-hydroxycholesterol	7alpha-Hydroxycholesterol is an oxysterol and can serve as a biomarker for lipid peroxidation (PMID: 17386651). Products of cholesterol oxidation accumulate within atherosclerotic plaque and have been proposed to contribute to inflammatory signalling in the diseased artery (PMID: 17364953). 7alpha-Hydroxycholesterol is a cholesterol oxide that has been described as a biomarker of oxidative stress in subjects with impaired glucose tolerance and diabetes (PMID: 16634125). 7alpha-Hydroxycholesterol has been identified in the human placenta (PMID: 32033212).	566-26-7		CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H46O2	InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,24-,25+,26+,27-/m1/s1	OYXZMSRRJOYLLO-RVOWOUOISA-N	402.3497807	CHEBI:17500	HMDB0001496	
BASm0000983	1,2-bis(4-hydroxy-3-methoxyphenyl)ethylene	1,2-bis(4-hydroxy-3-methoxyphenyl)ethylene is found in fats and oils. 1,2-bis(4-hydroxy-3-methoxyphenyl)ethylene is a constituent of the leaves of Ginkgo biloba (ginkgo).	7329-69-3	Solid	COC1=CC(C=CC2=CC=C(O)C(OC)=C2)=CC=C1O	C16H16O4	InChI=1S/C16H16O4/c1-19-15-9-11(5-7-13(15)17)3-4-12-6-8-14(18)16(10-12)20-2/h3-10,17-18H,1-2H3	KQPXJFAYGYIGRU-UHFFFAOYSA-N	272.104859	CHEBI:17501	HMDB0032847	
BASm0000984	2-methylpropanal oxime				CC(C)C=NO	C4H9NO	InChI=1S/C4H9NO/c1-4(2)3-5-6/h3-4,6H,1-2H3	SYJPAKDNFZLSMV-UHFFFAOYSA-N	87.06841391	CHEBI:17502		
BASm0000986	alpha-D-galactosyl-(1->3)-1D-myo-inositol	Galactinol belongs to the class of organic compounds known as O-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via an O-glycosidic bond. Galactinol is an extremely weak basic (essentially neutral) compound (based on its pKa). Galactinol is an intermediate in galactose metabolism. Galactinol is the fourth-to-last step in the synthesis of D-galactose and the third-to-last step in the synthesis of D-glucose and D-fructose. Galactinol is converted from UDP-galactose via the enzyme inositol 3-alpha-galactosyltransferase (EC 2.4.1.123). It is then converted into raffinose via the enzyme raffinose synthase (EC 2.4.1.82).	3687-64-7		[H][C@]1(O[C@H]2[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H]2O)O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O	C12H22O11	InChI=1S/C12H22O11/c13-1-2-3(14)4(15)10(21)12(22-2)23-11-8(19)6(17)5(16)7(18)9(11)20/h2-21H,1H2/t2-,3+,4+,5-,6-,7+,8+,9+,10-,11-,12-/m1/s1	VCWMRQDBPZKXKG-DXNLKLAMSA-N	342.1162115	CHEBI:17505	HMDB0005826	
BASm0000987	S-methyl-5'-thioadenosine	5'-Methylthioadenosine, also known as MTA or thiomethyladenosine, belongs to the class of organic compounds known as 5'-deoxy-5'-thionucleosides. These are 5'-deoxyribonucleosides in which the ribose is thio-substituted at the 5'position by a S-alkyl group. 5'-Methylthioadenosine is metabolized solely by MTA-phosphorylase, to yield 5-methylthioribose-1-phosphate and adenine, a crucial step in the methionine and purine salvage pathways, respectively. 5'-Methylthioadenosine exists in all living species, ranging from bacteria to humans. 5'-Methylthioadenosine (MTA) is a naturally occurring sulfur-containing nucleoside present in all mammalian tissues. Within humans, 5'-methylthioadenosine participates in a number of enzymatic reactions. In particular, 5'-methylthioadenosine and spermidine can be biosynthesized from S-adenosylmethioninamine and putrescine through the action of the enzyme spermidine synthase. In addition, 5'-methylthioadenosine can be converted into 5-methylthioribose 1-phosphate and L-methionine; which is catalyzed by the enzyme S-methyl-5'-thioadenosine phosphorylase. It is produced from S-adenosylmethionine mainly through the polyamine biosynthetic pathway, where it behaves as a powerful inhibitory product. For instance, 5'-Methylthioadenosine has been shown to influence the regulation of gene expression, proliferation, differentiation, and apoptosis (PMID:15313459). In humans, 5'-methylthioadenosine is involved in the metabolic disorder called hypermethioninemia. Outside of the human body, 5'-Methylthioadenosine has been detected, but not quantified in several different foods, such as soursops, allspices, summer grapes, alaska wild rhubarbs, and breadfruits. Elevated excretion appears in children with severe combined immunodeficiency syndrome (SCID) (PMID:3987052). Evidence suggests that 5'-Methylthioadenosine can affect cellular processes in many ways. 5'-Methylthioadenosine can be found in human urine.	2457-80-9		CSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N	C11H15N5O3S	InChI=1S/C11H15N5O3S/c1-20-2-5-7(17)8(18)11(19-5)16-4-15-6-9(12)13-3-14-10(6)16/h3-5,7-8,11,17-18H,2H2,1H3,(H2,12,13,14)/t5-,7-,8-,11-/m1/s1	WUUGFSXJNOTRMR-IOSLPCCCSA-N	297.0895601	CHEBI:17509	HMDB0001173	
BASm0000988	methyl-2-alpha-L-fucopyranosyl-beta-D-galactoside					C13H24O10		ZUPSABSQBFCIOU-IBVRSMRASA-N	340.136947	CHEBI:17512		
BASm0000989	Glycerol	Glycerol or glycerin is a colourless, odourless, viscous liquid that is sweet-tasting and mostly non-toxic. It is widely used in the food industry as a sweetener and humectant and in pharmaceutical formulations. Glycerol is an important component of triglycerides (i.e. fats and oils) and of phospholipids. Glycerol is a three-carbon substance that forms the backbone of fatty acids in fats. When the body uses stored fat as a source of energy, glycerol and fatty acids are released into the bloodstream. The glycerol component can be converted into glucose by the liver and provides energy for cellular metabolism. Normally, glycerol shows very little acute toxicity and very high oral doses or acute exposures can be tolerated. On the other hand, chronically high levels of glycerol in the blood are associated with glycerol kinase deficiency (GKD). GKD causes the condition known as hyperglycerolemia, an accumulation of glycerol in the blood and urine. There are three clinically distinct forms of GKD: infantile, juvenile, and adult. The infantile form is the most severe and is associated with vomiting, lethargy, severe developmental delay, and adrenal insufficiency. The mechanisms of glycerol toxicity in infants are not known, but it appears to shift metabolism towards chronic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart, liver, and kidney abnormalities, seizures, coma, and possibly death. These are also the characteristic symptoms of untreated GKD. Many affected children with organic acidemias experience intellectual disability or delayed development. Patients with the adult form of GKD generally have no symptoms and are often detected fortuitously.	56-81-5	Liquid	OCC(O)CO	C3H8O3	InChI=1S/C3H8O3/c4-1-3(6)2-5/h3-6H,1-2H2	PEDCQBHIVMGVHV-UHFFFAOYSA-N	92.04734412	CHEBI:17522	HMDB0000131	MMDBc0000036
BASm0000991	1,2,3,6-tetrakis-O-galloyl-beta-D-glucose	1,2,3,6-Tetragalloyl-beta-D-glucopyranose is found in beverages. 1,2,3,6-Tetragalloyl-beta-D-glucopyranose is isolated from Ceratonia siliqua (carob).	79886-50-3	Solid	O=C(OC[C@H]1O[C@@H](OC(=O)c2cc(O)c(O)c(O)c2)[C@H](OC(=O)c2cc(O)c(O)c(O)c2)[C@@H](OC(=O)c2cc(O)c(O)c(O)c2)[C@@H]1O)c1cc(O)c(O)c(O)c1	C34H28O22	InChI=1S/C34H28O22/c35-14-1-10(2-15(36)23(14)43)30(48)52-9-22-27(47)28(54-31(49)11-3-16(37)24(44)17(38)4-11)29(55-32(50)12-5-18(39)25(45)19(40)6-12)34(53-22)56-33(51)13-7-20(41)26(46)21(42)8-13/h1-8,22,27-29,34-47H,9H2	RATQVALKDAUZBW-UHFFFAOYSA-N	788.1072226	CHEBI:17527	HMDB0039188	
BASm0000992	kievitone hydrate	Kievitone hydrate is found in gram bean. Kievitone hydrate is isolated from Phaseolus mungo (mung bean).	62682-11-5		CC(C)(O)CCc1c(O)cc(O)c2c1OCC(c1ccc(O)cc1O)C2=O	C20H22O7	InChI=1S/C20H22O7/c1-20(2,26)6-5-12-15(23)8-16(24)17-18(25)13(9-27-19(12)17)11-4-3-10(21)7-14(11)22/h3-4,7-8,13,21-24,26H,5-6,9H2,1-2H3	QISUKJAAXYVLMA-UHFFFAOYSA-N	374.1365531	CHEBI:17529	HMDB0038111	
BASm0000993	L-arabinose	Arabinose is a five-carbon sugar (aldopentose). L-Arabinose is in fact more common than D-arabinose in nature and is found as a component of biopolymers such as hemicellulose and pectin.	5328-37-0	Solid	OC1OC[C@H](O)[C@H](O)[C@H]1O	C5H10O5	InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3-,4+,5?/m0/s1	SRBFZHDQGSBBOR-HWQSCIPKSA-N	150.0528234	CHEBI:17535		
BASm0000994	allantoate	Allantoic acid is the end product of Allantoicase [EC:3.5.3.4], an enzyme involved in uric acid degradation (Purine metabolism). Although it is commonly accepted that allantoicase is lost in mammals, it has been identified in mice and humans. (PMID 11852104). A crystalline, transparent, colorless substance found in the allantoic liquid of the fetal calf. It was formerly called allantoic acid and amniotic acid.	99-16-1	Solid	NC(=O)NC(NC(N)=O)C(=O)[O-]	C4H8N4O4	InChI=1S/C4H8N4O4/c5-3(11)7-1(2(9)10)8-4(6)12/h1H,(H,9,10)(H3,5,7,11)(H3,6,8,12)	NUCLJNSWZCHRKL-UHFFFAOYSA-N	176.0545548	CHEBI:17536	HMDB0001209	
BASm0000995	(9Z,11E)-octadecadienoate	Bovinic acid is a conjugated linoleic acid, present in human adipose tissue; the amount of bovinic acid in humans is significantly related to milk fat intake. Conjugated linoleic acids (CLAs) are a group of naturally occurring fatty acids present mainly in fats from ruminants. Milk contains over 20 isomers of CLA but the predominant one is cis-9,trans-11-CLA (bovinic acid). Biomedical studies with animal models have shown that this isomer has anticarcinogenic and anti-atherogenic activities. Bovinic acid is produced as an intermediate in the rumen biohydrogenation of linoleic acid but not of linolenic acid. However, it is only a transient intermediate, and the major source of milk fat CLA is from endogenous synthesis (PMID: 10393134, 15736916).	2540-56-9	Solid	CCCCCC/C=C/C=C\CCCCCCCC(=O)[O-]	C18H32O2	InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-10H,2-6,11-17H2,1H3,(H,19,20)/b8-7+,10-9-	JBYXPOFIGCOSSB-GOJKSUSPSA-N	280.2402303	CHEBI:17539	HMDB0003797	
BASm0000996	methyl beta-D-galactoside	Methyl-beta-D-galactoside is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose.  Methyl galactoside is involved in the metabolism of 2-deoxygalactose. By using appropriate mutants it was shown that 2-deoxygalactose is a much better substrate for the galactose-transport system than for the methyl galactoside-transport system. (PMID 23115)		Expected Solid	CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O	C7H14O6	InChI=1S/C7H14O6/c1-12-7-6(11)5(10)4(9)3(2-8)13-7/h3-11H,2H2,1H3/t3-,4+,5+,6-,7-/m1/s1	HOVAGTYPODGVJG-VOQCIKJUSA-N	194.0790382	CHEBI:17540		MMDBc0031683
BASm0000997	hydrogencarbonate	Bicarbonate, or hydrogen carbonate, is a simple single carbon molecule that plays surprisingly important roles in diverse biological processes. Among these are photosynthesis, the Krebs cycle, whole-body and cellular pH regulation, and volume regulation. Since bicarbonate is charged it is not permeable to lipid bilayers. Mammalian membranes thus contain bicarbonate transport proteins to facilitate the specific transmembrane movement of HCO3(-). Bicarbonate ion is an anion that consists of one central carbon atom surrounded by three oxygen atoms in a trigonal planar arrangement, with a hydrogen atom attached to one of the oxygens. The bicarbonate ion carries a negative one formal charge and is the conjugate base of carbonic acid, H2CO3. The carbonate radical is an elusive and strong one-electron oxidant. Bicarbonate in equilibrium with carbon dioxide constitutes the main physiological buffer. The bicarbonate-carbon dioxide pair stimulates the oxidation, peroxidation and nitration of several biological targets. The demonstration that the carbonate radical existed as an independent species in aqueous solutions at physiological pH and temperature renewed the interest in the pathophysiological roles of this radical and related species. The carbonate radical has been proposed to be a key mediator of the oxidative damage resulting from peroxynitrite production, xanthine oxidase turnover and superoxide dismutase1 peroxidase activity. The carbonate radical has also been proposed to be responsible for the stimulatory effects of the bicarbonate-carbon dioxide pair on oxidations mediated by hydrogen peroxide/transition metal ions. The ultimate precursor of the carbonate radical anion being bicarbonate, carbon dioxide, peroxymonocarbonate or complexes of transition metal ions with bicarbonate-derived species remains a matter of debate. The carbonate radical mediates some of the pathogenic effects of peroxynitrite. The carbonate radical as the oxidant produced from superoxide dismutase (EC 1.15.1.1, SOD1) peroxidase activity. Peroxymonocarbonate is a biological oxidant, whose existence is in equilibrium with hydrogen peroxide and bicarbonate (PMID: 17505962, 17215880). Hydrogen carbonate is found to be associated with hawkinsinuria, which is an inborn error of metabolism.	71-52-3		O=C([O-])O	CH2O3	InChI=1S/CH2O3/c2-1(3)4/h(H2,2,3,4)	BVKZGUZCCUSVTD-UHFFFAOYSA-N	62.00039393	CHEBI:17544	HMDB0000595	
BASm0000998	(E)-(indol-3-yl)acetaldehyde oxime	(e)-indol-3-ylacetaldoxime is a member of the class of compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position (e)-indol-3-ylacetaldoxime is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (e)-indol-3-ylacetaldoxime can be found in a number of food items such as cherimoya, cornmint, blackcurrant, and common grape, which makes (e)-indol-3-ylacetaldoxime a potential biomarker for the consumption of these food products. 			O/N=C/Cc1c[nH]c2ccccc12	C10H10N2O	InChI=1S/C10H10N2O/c13-12-6-5-8-7-11-10-4-2-1-3-9(8)10/h1-4,6-7,11,13H,5H2	ZLIGRGHTISHYNH-UHFFFAOYSA-N	174.079313	CHEBI:17545	HMDB0303989	
BASm0000999	(Z)-2-methyl-5-isopropylhexa-2,5-dienal		112164-19-9		C=C(C/C=C(/C)C=O)C(C)C	C10H16O	InChI=1S/C10H16O/c1-8(2)10(4)6-5-9(3)7-11/h5,7-8H,4,6H2,1-3H3/b9-5-	KDMDLRXLBMMBSU-UITAMQMPSA-N	152.1201151	CHEBI:17546		
BASm0001000	ecdysone hexadecanoate				CCCCCCCCCCCCCCCC(=O)O[C@@H]1C[C@H]2C(=O)C=C3C(CC[C@]4(C)[C@@H]([C@H](C)[C@H](O)CCC(C)(C)O)CC[C@@]34O)[C@@]2(C)C[C@@H]1O		InChI=1S/C43H74O7/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-39(47)50-38-28-34-36(45)27-33-32(41(34,5)29-37(38)46)21-25-42(6)31(22-26-43(33,42)49)30(2)35(44)23-24-40(3,4)48/h27,30-32,34-35,37-38,44,46,48-49H,7-26,28-29H2,1-6H3/t30-,31+,32?,34-,35+,37-,38+,41+,42+,43+/m0/s1	GLFFUXFTPFZULM-AQHFZAGCSA-N		CHEBI:17551		
BASm0001001	phaseollidin	Phaseollidin is found in common bean. Phaseollidin is isolated from kidney bean Phaseolus vulgaris, mung bean Phaseolus aureus, rice bean Phaseolus calcaratus, papadi Dolichos biflorus, and hyacinth bean Lablab niger.	37831-70-2		CC(C)=CCc1c(O)ccc2c1O[C@H]1c3ccc(O)cc3OC[C@@H]21	C20H20O4	InChI=1S/C20H20O4/c1-11(2)3-5-14-17(22)8-7-13-16-10-23-18-9-12(21)4-6-15(18)20(16)24-19(13)14/h3-4,6-9,16,20-22H,5,10H2,1-2H3	OFWYIUYVHYPQNX-UHFFFAOYSA-N	324.1361591	CHEBI:17556	HMDB0033669	
BASm0001002	cytidine	Cytidine is a nucleoside that is composed of the base cytosine linked to the five-carbon sugar D-ribose. Cytidine is a pyrimidine that besides being incorporated into nucleic acids, can serve as a substrate for the salvage pathway of pyrimidine nucleotide synthesis. It is a precursor of cytidine triphosphate (CTP) needed in the phosphatidylcholine (PC) and phosphatidylethanolamine (PE) biosynthetic pathways. These variations probably reflect the species differences in cytidine deaminase, the enzyme that converts cytidine to uridine in the body. The transport of cytidine into the brain's extracellular fluid, and then into neurons and glia, are essential prerequisites for cytidine to be utilized in the brain. An efficient mechanism mediating the brain uptake of circulating cytidine has not yet been demonstrated. The biosynthesis of PC, the most abundant phosphatide in the brain, via the Kennedy pathway requires phosphocholine and cytidine triphosphate (CTP), a cytidine nucleotide involved in the rate-limiting step. The enzyme that converts CTP to endogenous CDP-choline (CTP:phosphocholine cytidylyltransferase) is unsaturated at physiological brain CTP levels. APOBEC is a family of enzymes that has been discovered with the ability to deaminate cytidines on RNA or DNA. The human apolipoprotein B mRNA-editing enzyme, catalytic polypeptide-like 3G protein (APOBEC3G, or hA3G), provides cells with an intracellular antiretroviral activity that is associated with the hypermutation of viral DNA through cytidine deamination. Indeed, hA3G belongs to a family of vertebrate proteins that contains one or two copies of a signature sequence motif unique to cytidine deaminases (CTDAs) (PMID: 16769123, 15780864, 16720547).	65-46-3		Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)n1	C9H13N3O5	InChI=1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7-,8-/m1/s1	UHDGCWIWMRVCDJ-XVFCMESISA-N	243.0855205	CHEBI:17562	HMDB0000089	
BASm0001003	phthalate			Expected Solid	O=C([O-])c1ccccc1C(=O)[O-]	C8H4O4	InChI=1S/C8H6O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4H,(H,9,10)(H,11,12)/p-2	XNGIFLGASWRNHJ-UHFFFAOYSA-L	164.0120558	CHEBI:17563		MMDBc0054638
BASm0001004	(indol-3-yl)acetonitrile	3-Indoleacetonitrile is a phytoalexin. Phytoalexins are antibiotics produced by plants that are under attack. Phytoalexins tend to fall into several classes including terpenoids, glycosteroids, and alkaloids; however, researchers often find it convenient to extend the definition to include all phytochemicals that are part of the plant's defensive arsenal. Phytoalexins produced in plants act as toxins to the attacking organism. They may puncture the cell wall, delay maturation, disrupt metabolism, or prevent the reproduction of the pathogen in question. However, phytoalexins are often targeted to specific predators; a plant that has anti-insect phytoalexins may not have the ability to repel a fungal attack. 3-Indoleacetonitrile is common in cruciferous vegetables such as cabbage, cauliflower, broccoli, and Brussels sprouts. Dietary indoles in cruciferous vegetables induce cytochrome P450 enzymes and have prevented tumours in various animal models. Consumption of Brassica vegetables is associated with a reduced risk of cancer of the alimentary tract in animal models and human populations (PMID:15612779, 15884814, 2342128, 3014947, 3880668, 6334634, 6419397, 6426808, 6584878, 6725517, 6838646, 7123561).	771-51-7		N#CCc1c[nH]c2ccccc12	C10H8N2	InChI=1S/C10H8N2/c11-6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5H2	DMCPFOBLJMLSNX-UHFFFAOYSA-N	156.0687483	CHEBI:17566	HMDB0006524	
BASm0001005	O-alkylglycerone				*OCC(=O)CO					CHEBI:17567		
BASm0001006	uracil	Uracil, also known as U, belongs to the class of organic compounds known as pyrimidones. Pyrimidones are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. Uracil is a common naturally occurring pyrimidine found in RNA. It base pairs with adenine and is replaced by thymine in DNA. Uracil is one of the four nucleobases in RNA that are represented by the letters A, G, C and U. Methylation of uracil produces thymine. The name "uracil" was coined in 1885 by the German chemist Robert Behrend, who was attempting to synthesize derivatives of uric acid. Originally discovered in 1900, uracil was isolated by hydrolysis of yeast nuclein that was found in bovine thymus and spleen, herring sperm, and wheat germ. Uracil exists in all living species, ranging from bacteria to plants to humans. Uracil's use in the body is to help carry out the synthesis of many enzymes necessary for cell function through bonding with riboses and phosphates. Uracil serves as an allosteric regulator and a coenzyme for many important biochemical reactions. Uracil (via the nucleoside uridine) can be phosphorylated by various kinases to produce UMP, UDP and UTP. UDP and UTP regulate carbamoyl phosphate synthetase II (CPSase II) activity in animals. Uracil is also involved in the biosynthesis of polysaccharides and in the transport of sugars containing aldehydes. Within humans, uracil participates in a number of enzymatic reactions. In particular, uracil and ribose 1-phosphate can be biosynthesized from uridine; which is mediated by the enzyme uridine phosphorylase 2. In addition, uracil can be converted into dihydrouracil through the action of the enzyme dihydropyrimidine dehydrogenase [NADP(+)].  Uracil is rarely found in DNA, and this may have been an evolutionary change to increase genetic stability. This is because cytosine can deaminate spontaneously to produce uracil through hydrolytic deamination. Therefore, if there were an organism that used uracil in its DNA, the deamination of cytosine (which undergoes base pairing with guanine) would lead to formation of uracil (which would base pair with adenine) during DNA synthesis. Uracil can be used for drug delivery and as a pharmaceutical. When elemental fluorine reacts with uracil, it produces 5-fluorouracil. 5-Fluorouracil is an anticancer drug (antimetabolite) that mimics uracil during the nucleic acid (i.e. RNA) synthesis and transcription process. Because 5-fluorouracil is similar in shape to, but does not undergo the same chemistry as, uracil, the drug inhibits RNA replication enzymes, thereby blocking RNA synthesis and stopping the growth of cancerous cells.	66-22-8		O=c1cc[nH]c(=O)[nH]1	C4H4N2O2	InChI=1S/C4H4N2O2/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8)	ISAKRJDGNUQOIC-UHFFFAOYSA-N	112.0272774	CHEBI:17568	HMDB0000300	
BASm0001007	glycyrrhetinate	Glycyrrhetinic acid is a pentacyclic triterpenoid derivative of the beta-amyrin type obtained from the hydrolysis of glycyrrhizic acid, which was first obtained from the herb liquorice. It is used in flavouring and it masks the bitter taste of drugs like aloe and quinine. It is effective in the treatment of peptic ulcer and also has expectorant (antitussive) properties (PMID:32106571). In glycyrrhetinic acid the functional group (R) is a hydroxyl group. Research in 2005 demonstrated that with a proper functional group a very effective glycyrrhetinic artificial sweetener can be obtained. When R is an anionic NHCO(CH2)CO2K side chain, the sweetening effect is found to 1200 times that of sugar (human sensory panel data). A shorter or longer spacer reduces the sweetening effect. One explanation is that the taste bud cell receptor has 1.3 nanometers (13 angstroms) available for docking with the sweetener molecule. In addition the sweetener molecule requires three proton donor positions of which two reside at the extremities to be able to interact efficiently with the receptor cavity.	471-53-4	Solid	CC1(C)[C@@H](O)CC[C@]2(C)[C@H]3C(=O)C=C4[C@@H]5C[C@@](C)(C(=O)[O-])CC[C@]5(C)CC[C@@]4(C)[C@]3(C)CC[C@@H]12	C30H46O4	InChI=1S/C30H46O4/c1-25(2)21-8-11-30(7)23(28(21,5)10-9-22(25)32)20(31)16-18-19-17-27(4,24(33)34)13-12-26(19,3)14-15-29(18,30)6/h16,19,21-23,32H,8-15,17H2,1-7H3,(H,33,34)/t19?,21?,22-,23?,26+,27-,28-,29+,30+/m0/s1	MPDGHEJMBKOTSU-WFJWTYAKSA-N	470.33961	CHEBI:17573	HMDB0011628	
BASm0001008	toluene	UL			Cc1ccccc1	C7H14	InChI=1S/C7H14/c1-7-5-3-2-4-6-7/h7H,2-6H2,1H3	UAEPNZWRGJTJPN-UHFFFAOYSA-N	98.10955045	CHEBI:17578	HMDB0062136	
BASm0001009	all-trans-beta-carotene	Beta-Carotene belongs to the class of organic compounds known as carotenes. These are a type of polyunsaturated hydrocarbon molecules containing eight consecutive isoprene units. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Beta-carotene is therefore considered to be an isoprenoid lipid molecule. Beta-carotene is a strongly coloured red-orange pigment abundant in fungi, plants, and fruits. It is synthesized biochemically from eight isoprene units and therefore has 40 carbons. Among the carotenes, beta-carotene is distinguished by having beta-rings at both ends of the molecule. Beta-Carotene is biosynthesized from geranylgeranyl pyrophosphate. It is the most common form of carotene in plants. In nature, Beta-carotene is a precursor (inactive form) to vitamin A. Vitamin A is produed via the action of beta-carotene 15,15'-monooxygenase on carotenes. In mammals, carotenoid absorption is restricted to the duodenum of the small intestine and dependent on a class B scavenger receptor (SR-B1) membrane protein, which is also responsible for the absorption of vitamin E. One molecule of beta-carotene can be cleaved by the intestinal enzyme Beta-Beta-carotene 15,15'-monooxygenase into two molecules of vitamin A. Beta-Carotene contributes to the orange color of many different fruits and vegetables. Vietnamese gac and crude palm oil are particularly rich sources, as are yellow and orange fruits, such as cantaloupe, mangoes, pumpkin, and papayas, and orange root vegetables such as carrots and sweet potatoes. Excess beta-carotene is predominantly stored in the fat tissues of the body. The most common side effect of excessive beta-carotene consumption is carotenodermia, a physically harmless condition that presents as a conspicuous orange skin tint arising from deposition of the carotenoid in the outermost layer of the epidermis.	7235-40-7		CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C2=C(C)CCCC2(C)C)C(C)(C)CCC1	C40H56	InChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-22,25-28H,15-16,23-24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+	OENHQHLEOONYIE-JLTXGRSLSA-N	536.4382018	CHEBI:17579	HMDB0000561	
BASm0001010	linalool	3,7-Dimethyl-1,6-octadien-3-ol, also known simply as linalool is a naturally occurring terpene alcohol. It belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Linalool has a role as a plant metabolite, a volatile oil component, an antimicrobial agent and a fragrance. There are two stereoisomers of Linalool – (S)-linalool and (R)-linalool. Linalool is used as a scent in 60% to 80% of perfumed hygiene products and cleaning agents including soaps, detergents, shampoos, and lotions. Linalool is also used by pest professionals as a flea, fruit fly, and cockroach insecticide. Linalool is found in more than 200 different species of plants, including many flowers and spice plants. (S)-linalool is found, for example, as a major constituent of the essential oils of coriander (Coriandrum sativum L.), cymbopogon (Cymbopogon martini var. martinii), and sweet orange (Citrus sinensis) flowers. (R)-linalool is present in lavender (Lavandula officinalis), bay laurel (Laurus nobilis), and sweet basil (Ocimum basilicum), among others. Linalool is also found in plants from the Lamiaceae family (mint and other herbs), Lauraceae (laurels, cinnamon, rosewood), Cinnamomum tamala, Solidago Meyen, Artemisia vulgaris (mugwort), Humulus lupulus. Linalool is also one of several monoterpenes that are found in cannabis plants (PMID:6991645 ). There are more than 140 known terpenes in cannabis and the combination of these terepenoids produces the skunky, fruity odor characteristic of C. savita. Like the majority of monoterpenes, linalool starts with the condensation of dimethylallyl diphosphate (DMAPP) and isopentenyl diphosphate (IPP) to form geranyl pyrophosphate (GPP) (PMID:7640522 ). Linalool is then synthesized with the aid of linalool synthase (LIS) (PMID:12572612 ). Linalool has a citrus, floral, rose, woody aroma and a citrus, orange, waxy taste. Linalool is found in a few different foods and spices, such as spearmints, corianders, common thymes, limes, grapes, lemons, grapefruit, oranges, pineapples, blackcurrants, basil, and common oregano. This could make, Linalool a potential biomarker for the consumption of these foods. Linalool is also synthesized, de novo, by yeast (C. cerevisiae) and may contribute to the floral tones found in some wines (PMID:15668008 ).	78-70-6		C=CC(C)(O)CCC=C(C)C	C10H18O	InChI=1S/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3	CDOSHBSSFJOMGT-UHFFFAOYSA-N	154.1357652	CHEBI:17580	HMDB0036100	
BASm0001012	(2E)-hexadecenal	Among the 19 human ALDHs, ALDH3A2 is the only known ALDH that catalyzes the oxidation of long-chain fatty aldehydes including C16 aldehydes (hexadecanal and trans-2-hexadecenal) generated through sphingolipid metabolism. (PMID: 23721920) We recently identified that two products within the sphingolipid pathway, sphingosine-1-PO4 and hexadecenal, directly regulate BAK and BAX activation, respectively. (PMID: 23750296) Sphingosine-1-phosphate lyase (SPL) is the only known enzyme that irreversibly cleaves sphingosine-1-phosphate (S1P) into phosphoethanolamine and (2E)-hexadecenal during the final step of sphingolipid catabolism. (PMID: 22444536) Sphingosine 1-phosphate, a bioactive signaling molecule with diverse cellular functions, is irreversibly degraded by the endoplasmic reticulum enzyme sphingosine 1-phosphate lyase, generating trans-2-hexadecenal and phosphoethanolamine. We recently demonstrated that trans-2-hexadecenal causes cytoskeletal reorganization, detachment, and apoptosis in multiple cell types via a JNK-dependent pathway. (PMID: 22727907)			CCCCCCCCCCCCC\C=C\C=O	C16H30O	InChI=1S/C16H30O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h14-16H,2-13H2,1H3/b15-14+	KLJFYXOVGVXZKT-CCEZHUSRSA-N	238.2296656	CHEBI:17585	HMDB0060482	
BASm0001013	L-gulono-1,4-lactone	L-Gulonolactone (also known as reduced ascorbic acid, RAA) is the substrate of the enzyme L-gulono-1,4-lactone oxidoreductase (EC 1.1.3.8), which catalyzes the last step of the biosynthesis of L-ascorbic acid (vitamin C) in plants and animals. The enzyme L-Gulono-1,4-lactone oxidase is missing in scurvy-prone, vitamin C-deficient animals, such as humans. L-Gulonolactone is present in human blood and has been used as one of the markers to compare changes in exercise-induced oxidative stress. (PMID:16956367, 16494601).	1128-23-0		[H][C@@]1(OC(=O)[C@@H](O)[C@H]1O)[C@@H](O)CO	C6H10O6	InChI=1S/C6H10O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2-5,7-10H,1H2/t2-,3+,4-,5+/m0/s1	SXZYCXMUPBBULW-SKNVOMKLSA-N	178.0477381	CHEBI:17587	HMDB0003466	
BASm0001014	3-chloro-cis,cis-muconate		22752-96-1		O=C([O-])/C=C\C(Cl)=C/C(=O)[O-]	C6H5ClO4	InChI=1S/C6H5ClO4/c7-4(3-6(10)11)1-2-5(8)9/h1-3H,(H,8,9)(H,10,11)/b2-1-,4-3+	ICMVYBXQDUXEEE-BXTBVDPRSA-N	175.9876363	CHEBI:17589		
BASm0001015	octane	Octane, also known as N-oktanis a hydrocarbon and an alkane with the chemical formula C8H18, and the condensed structural formula CH3(CH2)6CH3. Octane has many structural isomers that differ by the amount and location of branching in the carbon chain. One of these isomers, 2,2,4-trimethylpentane (commonly called iso-octane) is used as one of the standard values in the octane rating scale. Octane belongs to the class of organic compounds known as alkanes. These are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2, and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Thus, octane is considered to be a hydrocarbon lipid molecule. Octane is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Octane is an alkane and gasoline tasting compound. Outside of the human body, octane has been detected, but not quantified in several different foods, such as pepper (Capsicum annuum), celery stalks, cauliflowers, alcoholic beverages, and corns. One of the isomers, 2,2,4-trimethylpentane or isooctane, is of major importance, as it has been selected as the 100 point on the octane rating scale, with n-heptane as the zero point. Octane is an alkane with the chemical formula C8H18. Octane is a potentially toxic compound. Treatment is mainly symptomatic and supportive. It has 18 isomers. Octane ratings are ratings used to represent the anti-knock performance of petroleum-based fuels (octane is less likely to prematurely combust under pressure than heptane), given as the percentage of 2,2,4-trimethylpentane in an 2,2,4-trimethylpentane / n-heptane mixture that would have the same performance.	111-65-9		CCCCCCCC	C8H18	InChI=1S/C8H18/c1-3-5-7-8-6-4-2/h3-8H2,1-2H3	TVMXDCGIABBOFY-UHFFFAOYSA-N	114.1408506	CHEBI:17590	HMDB0001485	
BASm0001016	hydroquinone	Hydroquinone, also known as benzene-1,4-diol, is an aromatic organic compound which is a type of phenol, having the chemical formula C6H4(OH)2. Its chemical structure has two hydroxyl groups bonded to a benzene ring in a para position. Hydroquinone is commonly used as a biomarker for benzene exposure. The presence of hydroquinone in normal individuals stems mainly from direct dietary ingestion, catabolism of tyrosine and other substrates by gut bacteria, ingestion of arbutin-containing foods, cigarette smoking, and the use of some over-the-counter medicines. Hydroquinone is a white granular solid at room temperature and pressure. The hydroxyl groups of hydroquinone are quite weakly acidic. Hydroquinone can lose an H+ from one of the hydroxyls to form a monophenolate ion or lose an H+ from both to form a diphenolate ion. Hydroquinone has a variety of uses principally associated with its action as a reducing agent which is soluble in water. It is a major component of most photographic developers where, with the compound Metol, it reduces silver halides to elemental silver.	123-31-9		Oc1ccc(O)cc1	C6H6O2	InChI=1S/C6H6O2/c7-5-1-2-6(8)4-3-5/h1-4,7-8H	QIGBRXMKCJKVMJ-UHFFFAOYSA-N	110.0367794	CHEBI:17594	HMDB0002434	
BASm0001017	inosine	Inosine, also known as hypoxanthosine or inotin, belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. Inosine is formed when hypoxanthine is attached to a ribose ring a beta-N9-glycosidic bond. Inosine is an intermediate in the degradation of purines and purine nucleosides to uric acid. Inosine is also an intermediate in the purine salvage pathway. Inosine occurs in the anticodon of certain transfer RNA molecules and is essential for proper translation of the genetic code in wobble base pairs. Inosine exists in all living species, ranging from bacteria to plants to humans. Inosine participates in a number of enzymatic reactions. In particular, inosine can be biosynthesized from inosinic acid through its interaction with the enzyme known as cytosolic purine 5'-nucleotidase. In addition, inosine can be converted into hypoxanthine and ribose 1-phosphate through its interaction with the enzyme known as purine nucleoside phosphorylase. Altered levels of inosine have also been associated with purine nucleoside phosphorylase deficiency and xanthinuria type I, both of which are inborn errors of metabolism. Animal studies have suggested that inosine has neuroprotective properties. It has been proposed as a potential treatment for spinal cord injury (PMID: 16317421) and for administration after stroke, as inosine appears to induce axonal rewiring (PMID: 12084941). After ingestion, inosine is metabolized into uric acid, which has been found to be a natural antioxidant and peroxynitrite scavenger. As such, inosine may have potential benefits to patients with multiple sclerosis and Parkinson’s disease (PMID: 19425822). Inosine can also be produced by gut bacteria and appears to have a number of beneficial effects.  Inosine, has been shown to activate peroxisome proliferator-activated receptor (PPAR)-gamma signaling in human colon epithelial cells. Furthermore, exogenous treatment of inosine has been found to protect against DSS-induced colitis in rodents by improving adenosine 2A receptor (A2AR)/PPAR-gamma-dependent mucosal barrier functions (PMID: 33820558). Microbiome-derived inosine has also been shown to modulate the response to checkpoint inhibitor immunotherapy in cancer models. In particular, decreased gut barrier function induced by immunotherapy increases systemic translocation of bacterially derived inosine and activates antitumor T cells. The effect of inosine is dependent on T cell expression of the adenosine A2A receptor and requires co-stimulation. Inosine appears to have other roles in non-mammalian system. For instance, it has been found to be an important feed stimulant by itself or in combination with certain amino acids in some species of farmed fish. For example, inosine and inosine-5-monophosphate have been reported as specific feeding stimulants for turbot fry, (Scophthalmus maximus) and Japanese amberjack.	58-63-9		OC[C@H]1O[C@@H](n2cnc3c(O)ncnc32)[C@H](O)[C@@H]1O	C10H12N4O5	InChI=1S/C10H12N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h2-4,6-7,10,15-17H,1H2,(H,11,12,18)/t4-,6-,7-,10-/m1/s1	UGQMRVRMYYASKQ-KQYNXXCUSA-N	268.0807695	CHEBI:17596	HMDB0000195	
BASm0001018	4-hydroxybenzaldehyde	4-Hydroxybenzaldehyde, also known as 4-formylphenol or 4-hydroxybenzenecarbonal, belongs to the class of organic compounds known as hydroxybenzaldehydes. These are organic aromatic compounds containing a benzene ring carrying an aldehyde group and a hydroxyl group. A hydroxybenzaldehyde that is benzaldehyde substituted with a hydroxy group at position C-4. 4-Hydroxybenzaldehyde exists in all living organisms, ranging from bacteria to humans. 4-Hydroxybenzaldehyde is a sweet, almond, and balsam tasting compound. 4-Hydroxybenzaldehyde is found, on average, in the highest concentration within vinegars and oats. 4-Hydroxybenzaldehyde has also been detected, but not quantified, in several different foods, such as cardoons, colorado pinyons, oyster mushrooms, common chokecherries, and potato. This could make 4-hydroxybenzaldehyde a potential biomarker for the consumption of these foods.	123-08-0		O=Cc1ccc(O)cc1	C7H6O2	InChI=1S/C7H6O2/c8-5-6-1-3-7(9)4-2-6/h1-5,9H	RGHHSNMVTDWUBI-UHFFFAOYSA-N	122.0367794	CHEBI:17597	HMDB0011718	
BASm0001019	phorbol 12,13-dibutanoate				CCCC(=O)O[C@@H]1[C@@H](C)[C@@]2(O)[C@@H](C=C(CO)C[C@]3(O)C(=O)C(C)=C[C@@H]23)[C@@H]2C(C)(C)[C@]12OC(=O)CCC	C28H40O8	InChI=1S/C28H40O8/c1-7-9-20(30)35-24-16(4)27(34)18(22-25(5,6)28(22,24)36-21(31)10-8-2)12-17(14-29)13-26(33)19(27)11-15(3)23(26)32/h11-12,16,18-19,22,24,29,33-34H,7-10,13-14H2,1-6H3	BQJRUJTZSGYBEZ-UHFFFAOYSA-N	504.2723182	CHEBI:17598	HMDB0246702	
BASm0001020	hexadecanal	Palmitaldehyde is an intermediate in the metabolism of Glycosphingolipid. It is a substrate for Sphingosine-1-phosphate lyase 1.	629-80-1	Solid	CCCCCCCCCCCCCCCC=O	C16H32O	InChI=1S/C16H32O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h16H,2-15H2,1H3	NIOYUNMRJMEDGI-UHFFFAOYSA-N	240.2453156	CHEBI:17600	HMDB0001551	
BASm0001021	4-aminophenol	4-aminophenol is considered a minor nephrotoxic metabolite of phenacetin and acetaminophen (paracetamol) in man. 4-Aminophenol can undergo autoxidations and metal-catalyzed and enzymatic oxidations in man to produce reactive oxygen species. (PMID 1713494).	123-30-8		Nc1ccc(O)cc1	C6H7NO	InChI=1S/C6H7NO/c7-5-1-3-6(8)4-2-5/h1-4,8H,7H2	PLIKAWJENQZMHA-UHFFFAOYSA-N	109.0527639	CHEBI:17602	HMDB0001169	
BASm0001022	diiodine	Iodine is an essential trace element. Chemically, iodine is the least reactive of the halogens, and the most electropositive halogen after astatine. However, iodine does not occur in the free state in nature. As with all other halogens , when freed from its compounds iodine forms diatomic molecules (I2). Iodine and its compounds are primarily used in medicine, photography, and dyes. Iodine is required for the production of thyroid hormones, which are essential for normal brain development, and the fetus, newborn, and young child are particularly vulnerable to iodine deficiency. Physiologically, iodine exists as an ion in the body. The iodine requirement increases during pregnancy and recommended intakes are in the range of 220-250 microg/day. Monitoring iodine status during pregnancy is a challenge. New recommendations from World Health Organization suggest that a median urinary iodine concentration >250 microg/L and <500 microg/L indicates adequate iodine intake in pregnancy. Based on this range, it appears that many pregnant women in have inadequate intakes. Thyroid-stimulating hormone concentration in the newborn is a sensitive indicator of mild iodine deficiency in late pregnancy. The potential adverse effects of mild iodine deficiency during pregnancy are uncertain. Controlled trials of iodine supplementation in mildly iodine-deficient pregnant women suggest beneficial effects on maternal and newborn serum thyroglobulin and thyroid volume, but no effects on maternal and newborn total or free thyroid hormone concentrations. There are no long-term data on the effect of iodine supplementation on birth outcomes or infant development. New data from well-controlled studies indicate that iodine repletion in moderately iodine-deficient school-age children has clear benefits: it improves cognitive and motor function; it also increases concentrations of insulin-like growth factor 1 and insulin-like growth factor-binding protein 3, and improves somatic growth. (PMID: 17956157).	7553-56-2	Solid	II	I2	InChI=1S/I2/c1-2	PNDPGZBMCMUPRI-UHFFFAOYSA-N	253.8089368	CHEBI:17606	HMDB0000675	
BASm0001023	reduced riboflavin	Riboflavin reduced is an intermediate in the metabolism of Porphyrin and chlorophyll. It is a substrate for Flavin reductase.	101652-10-2	Solid	Cc1cc2c(cc1C)N(C[C@H](O)[C@H](O)[C@H](O)CO)c1[nH]c(=O)[nH]c(=O)c1N2	C15H16N4O6	InChI=1S/C15H16N4O6/c20-6-10(22)12(23)9(21)5-19-8-4-2-1-3-7(8)16-11-13(19)17-15(25)18-14(11)24/h1-4,9-10,12,20-23H,5-6H2,(H,18,24,25)/t9-,10-,12-/m1/s1	ATANIONNQLTUND-CKYFFXLPSA-N	348.1069843	CHEBI:17607	HMDB0001557	
BASm0001024	cortisol 21-acetate		18325		CC(=O)OCC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C	C23H32O6	InChI=1S/C23H32O6/c1-13(24)29-12-19(27)23(28)9-7-17-16-5-4-14-10-15(25)6-8-21(14,2)20(16)18(26)11-22(17,23)3/h10,16-18,20,26,28H,4-9,11-12H2,1-3H3/t16-,17-,18-,20+,21-,22-,23-/m0/s1	ALEXXDVDDISNDU-JZYPGELDSA-N		CHEBI:17609		
BASm0001025	3-hydroxycyclohexanone				O=C1CCCC(O)C1		InChI=1S/C6H10O2/c7-5-2-1-3-6(8)4-5/h5,7H,1-4H2	TWEVQGUWCLBRMJ-UHFFFAOYSA-N		CHEBI:17611		
BASm0001026	3,4-dihydroxyphenylacetate	3,4-Dihydroxyphenylacetic acid (DOPAC) is a phenolic acid. DOPAC is a neuronal metabolite of dopamine (DA). DA undergoes monoamine oxidase-catalyzed oxidative deamination to 3,4-dihydroxyphenylacetaldehyde (DOPAL), which is metabolized primarily into DOPAC via aldehyde dehydrogenase (ALDH2). The biotransformation of DOPAL is critical as previous studies have demonstrated this DA-derived aldehyde to be a reactive electrophile and toxic to dopaminergic cells. Known inhibitors of mitochondrial ALDH2, such as 4-hydroxy-2-nonenal (4HNE) inhibit ALDH2-mediated oxidation of the endogenous neurotoxin DOPAL. 4HNE is one of the resulting products of oxidative stress, thus linking oxidative stress to the uncontrolled production of an endogenous neurotoxin relevant to Parkinson's disease. In early-onset Parkinson disease, there is markedly reduced activities of both monoamine oxidase (MAO) A and B. The amount of DOPAC, which is produced during dopamine oxidation by MAO, is greatly reduced as a result of increased parkin overexpression. Administration of methamphetamine to animals causes loss of DA terminals in the brain and significant decreases in dopamine and dihydroxyphenylacetic acid (DOPAC) in the striatum. Renal dopamine produced in the residual tubular units may be enhanced during a sodium challenge, thus behaving appropriately as a compensatory natriuretic hormone; however, the renal dopaminergic system in patients afflicted with renal parenchymal disorders should address parameters other than free urinary dopamine, namely the urinary excretion of L-DOPA and metabolites. DOPAC is one of the major phenolic acids formed during human microbial fermentation of tea, citrus, and soy flavonoid supplements. DOPAC exhibits a considerable antiproliferative effect in LNCaP prostate cancer and HCT116 colon cancer cells. The antiproliferative activity of DOPAC may be due to its catechol structure. A similar association of the catechol moiety in the B-ring with antiproliferative activity was demonstrated for flavanones (PMID:16956664, 16455660, 8561959, 11369822, 10443478, 16365058). DOPAC can be found in Gram-positive bacteria (PMID:24752840).	102-32-9	Solid	O=C([O-])Cc1ccc(O)c(O)c1	C8H8O4	InChI=1S/C8H8O4/c9-6-2-1-5(3-7(6)10)4-8(11)12/h1-3,9-10H,4H2,(H,11,12)	CFFZDZCDUFSOFZ-UHFFFAOYSA-N	168.0422587	CHEBI:17612	HMDB0001336	
BASm0001028	all-trans-retinyl hexadecanoate	Retinyl palmitate, or vitamin A palmitate, is a common vitamin supplement, with formula C36H60O2. It is available in both oral and injectable forms for treatment of vitamin A deficiency, under the brand names Aquasol and Palmitate. Retinyl palmitate is an alternate for retinyl acetate in vitamin A supplements, and is available in oily or dry forms. It is a pre-formed version of vitamin A, and can thus be realistically over-dosed, unlike beta-carotene.	79-81-2		CCCCCCCCCCCCCCCC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C	C36H60O2	InChI=1S/C36H60O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-25-35(37)38-30-28-32(3)23-20-22-31(2)26-27-34-33(4)24-21-29-36(34,5)6/h20,22-23,26-28H,7-19,21,24-25,29-30H2,1-6H3/b23-20+,27-26+,31-22+,32-28+	VYGQUTWHTHXGQB-FFHKNEKCSA-N	524.4593312	CHEBI:17616	HMDB0003648	
BASm0001029	L-fuculose	This compound belongs to the family of Hexoses. These are monosaccharides in which the sugar unit is a hexose.			C[C@H](O)[C@@H](O)[C@@H](O)C(=O)CO	C6H12O5	InChI=1S/C6H12O5/c1-3(8)5(10)6(11)4(9)2-7/h3,5-8,10-11H,2H2,1H3/t3-,5+,6-/m0/s1	QZNPNKJXABGCRC-LFRDXLMFSA-N	164.0684735	CHEBI:17617	HMDB0060267	
BASm0001030	bis-D-fructose 2',1:2,1'-dianhydride				OC[C@H]1O[C@@]2(CO[C@]3(CO2)O[C@H](CO)[C@@H](O)[C@@H]3O)[C@@H](O)[C@@H]1O	C12H20O10	InChI=1S/C12H20O10/c13-1-5-7(15)9(17)11(21-5)3-20-12(4-19-11)10(18)8(16)6(2-14)22-12/h5-10,13-18H,1-4H2	DKOQIDXJOZQKIG-UHFFFAOYSA-N	324.1056468	CHEBI:17618		
BASm0001032	alpha-D-Man-(1->3)-alpha-D-Man-(1->2)-alpha-D-Man-(1->2)-D-Man				OC[C@H]1O[C@H](O[C@@H]2[C@H](O)[C@@H](O[C@@H]3[C@@H](O[C@@H]4C(O)O[C@H](CO)[C@@H](O)[C@@H]4O)O[C@H](CO)[C@@H](O)[C@@H]3O)O[C@H](CO)[C@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	C24H42O21	InChI=1S/C24H42O21/c25-1-5-10(30)14(34)19(21(38)39-5)44-24-20(15(35)11(31)7(3-27)42-24)45-23-17(37)18(12(32)8(4-28)41-23)43-22-16(36)13(33)9(29)6(2-26)40-22/h5-38H,1-4H2	NXPDEZAEUSDDQF-UHFFFAOYSA-N	666.2218584	CHEBI:17631		
BASm0001033	nitrate	In inorganic chemistry, a nitrate is a salt of nitric acid. In organic chemistry the esters of nitric acid and various alcohols are called nitrates. The nitrate ion is a polyatomic anion with the empirical formula NO3- and a molecular mass of 62.01 daltons; it consists of one central nitrogen atom surrounded by three identical oxygen atoms in a trigonal planar arrangement. The nitrate ion carries a negative one formal charge. Nitrates should not be confused with nitrites, the salts of nitrous acid. Organic compounds containing the nitro functional group (which has the same formula and structure as the nitrate ion save that one of the O2 atoms is replaced by the R group) are known as nitro compounds. Nitrate ions can be toxic. In particular, nitrate toxicosis in humans occurs through enterohepatic metabolism of nitrates to ammonia, with nitrite being an intermediate. Nitrites oxidize the iron atoms in hemoglobin from Ferrous Iron (2+) to Ferric Iron (3+), rendering it unable to carry oxygen. This condition is called methemoglobinemia and can lead to a lack of oxygen in tissues. Methemoglobinemia can be treated with methylene blue. -- Wikipedia.	14797-55-8	Solid	O=[N+]([O-])[O-]	NO3	InChI=1S/NO3/c2-1(3)4/q-1	NHNBFGGVMKEFGY-UHFFFAOYSA-N	61.98781787	CHEBI:17632	HMDB0002878	
BASm0001035	indole-3-pyruvate	Indolepyruvate is a member of the chemical class known as Indolyl Carboxylic Acids and Derivatives. These are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring.  Indolepyruvate is invovled in Tryptophan metabolism. (KEGG)	35656-49-6	Expected Solid	O=C([O-])C(=O)Cc1c[nH]c2ccccc12	C11H8NO3	InChI=1S/C11H9NO3/c13-10(11(14)15)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H,14,15)/p-1	RSTKLPZEZYGQPY-UHFFFAOYSA-M	202.0504181	CHEBI:17640		MMDBc0031706
BASm0001036	hydroxymalonate	2-hydroxymalonate is a member of the chemical class known as Sugar Acids and Derivatives. These are compounds containing a saccharide unit which bears a carboxylic acid group.  2-hydroxymalonate is involved in d-glycerate biosynthesis. Further evidence for identification as tartronate semialdehyde reductase is the observation that the coding region for this protein is directly preceded by genes coding for hydroxypyruvate isomerase and glyoxylate carboligase, two enzymes that synthesize tartronate semialdehyde, producing an operon clearly designed for d-glycerate biosynthesis from tartronate semialdehyde. (PMID 10978349)	80-69-3	Solid	O=C([O-])C(O)C(=O)[O-]	C3H2O5	InChI=1S/C3H4O5/c4-1(2(5)6)3(7)8/h1,4H,(H,5,6)(H,7,8)/p-2	ROBFUDYVXSDBQM-UHFFFAOYSA-L	117.9902232	CHEBI:17649		MMDBc0030120
BASm0001037	cortisol	Hydrocortisone is only found in individuals that have used or taken this drug. It is the main glucocorticoid secreted by the adrenal cortex. Its synthetic counterpart is used, either as an injection or topically, in the treatment of inflammation, allergy, collagen diseases, asthma, adrenocortical deficiency, shock, and some neoplastic conditions. [PubChem]Hydrocortisone binds to the cytosolic glucocorticoid receptor. After binding the receptor the newly formed receptor-ligand complex translocates itself into the cell nucleus, where it binds to many glucocorticoid response elements (GRE) in the promoter region of the target genes. The DNA bound receptor then interacts with basic transcription factors, causing the increase in expression of specific target genes. The anti-inflammatory actions of corticosteroids are thought to involve lipocortins, phospholipase A2 inhibitory proteins which, through inhibition arachidonic acid, control the biosynthesis of prostaglandins and leukotrienes. Specifically glucocorticoids induce lipocortin-1 (annexin-1) synthesis, which then binds to cell membranes preventing the phospholipase A2 from coming into contact with its substrate arachidonic acid. This leads to diminished eicosanoid production. The cyclooxygenase (both COX-1 and COX-2) expression is also suppressed, potentiating the effect. In other words, the two main products in inflammation Prostaglandins and Leukotrienes are inhibited by the action of Glucocorticoids. Glucocorticoids also stimulate the lipocortin-1 escaping to the extracellular space, where it binds to the leukocyte membrane receptors and inhibits various inflammatory events: epithelial adhesion, emigration, chemotaxis, phagocytosis, respiratory burst and the release of various inflammatory mediators (lysosomal enzymes, cytokines, tissue plasminogen activator, chemokines etc.) from neutrophils, macrophages and mastocytes. Additionally the immune system is suppressed by corticosteroids due to a decrease in the function of the lymphatic system, a reduction in immunoglobulin and complement concentrations, the precipitation of lymphocytopenia, and interference with antigen-antibody binding.	50-23-7	Solid	C[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=O)CO	C21H30O5	InChI=1S/C21H30O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,14-16,18,22,24,26H,3-8,10-11H2,1-2H3/t14-,15-,16-,18+,19-,20-,21-/m0/s1	JYGXADMDTFJGBT-VWUMJDOOSA-N	362.2093241	CHEBI:17650	HMDB0014879	
BASm0001038	N(6)-dimethylallyladenine				CC(C)=CCNc1ncnc2[nH]cnc12	C10H13N5	InChI=1S/C10H13N5/c1-7(2)3-4-11-9-8-10(13-5-12-8)15-6-14-9/h3,5-6H,4H2,1-2H3,(H2,11,12,13,14,15)	HYVABZIGRDEKCD-UHFFFAOYSA-N	203.1170954	CHEBI:17660	HMDB0245646	
BASm0001039	an alkylamine				*[NH3+]					CHEBI:17664		
BASm0001041	2,6-dihydroxypyridine			Expected Solid	OC1=CC=CC(O)=N1	C5H5NO2	InChI=1S/C5H5NO2/c7-4-2-1-3-5(8)6-4/h1-3H,(H2,6,7,8)	WLFXSECCHULRRO-UHFFFAOYSA-N	111.0320284	CHEBI:17681		MMDBc0054209
BASm0001042	benzoin	(±)-Benzoin is a flavouring ingredient.Benzoin is an organic compound with the formula PhCH(OH)C(O)Ph. It is a hydroxy ketone attached to two phenyl groups. It appears as off-white crystals, with a light camphor-like odor. Benzoin is synthesized from benzaldehyde in the benzoin condensation. It is chiral and it exists as a pair of enantiomers: (R)-benzoin and (S)-benzoin. (Wikipedia	119-53-9			C14H12O2		ISAOCJYIOMOJEB-UHFFFAOYNA-N	212.0837296	CHEBI:17682	HMDB0032039	
BASm0001043	N-formyl-L-glutamate	N-Formyl-L-glutamate is an intermediate in the histidine metabolism, in a reaction mediated by the enzyme formiminotransferase cyclodeaminase [EC:2.1.2.5 4.3.1.4], a bifunctional enzyme that channels 1-carbon units from formiminoglutamate to the folate pool.(KEGG).	1681-96-5	Solid		C6H7NO5		ADZLWSMFHHHOBV-BYPYZUCNSA-L	173.0335195	CHEBI:17684	HMDB0003470	
BASm0001044	casbene	A diterpene comprising bicyclo[12.1.0]pentadeca-2,6,10-triene having three methyl substituents located at the 3-, 7- and 11-positions as well as gem-dimethyl groups at the 15-position.				C20H32		ZJMVJDFTNPZVMB-QOCMWZQCNA-N	272.250401	CHEBI:17695		
BASm0001045	N-acetylserotonin	N-Acetylserotonin (NAS), also known as normelatonin, is a naturally occurring chemical precursor and intermediate in the endogenous production of melatonin from serotonin. It also has biological activity in its own right, including acting as a melatonin receptor agonist, an agonist of the TrkB, and having antioxidant effects. N-Acetylserotonin is an intermediate in the metabolic pathway of melatonin and indoleamine in the pineal gland of mammalians. Serotonin-N-acetyltransferase (SNAT), which regulates the rate of melatonin biosynthesis in the pineal gland, catalyzes the acetylation of 5HT to N-acetylserotonin (NAS). A methyl group from S-adenosylmethionine is transferred to NAS by hydroxyindole-O-methyltransferase (HIOMT), and finally NAS is converted to 5-methoxy-N-acetyltryptamine, or melatonin. In most mammalian species the content of NAS (and melatonin) in the pineal gland shows clear circadian changes with the highest level occurring during the dark period. This elevation of the contents of NAS (and melatonin) in the dark period is due to the increase of SNAT activity and the elevation of SNAT gene expression. Experimental studies show that N-acetylserotonin possess free radical scavenging activity. Acute administration of irreversible and reversible selective MAO-A inhibitors and high doses (or chronic administration of low doses) of relatively selective MAO-B inhibitors (but not of highly selective MAO-B inhibitors) suppressed MAO-A activity and stimulated N-acetylation of pineal serotonin into N-acetylserotonin, the immediate precursor of melatonin. N-acetylserotonin increase after MAO-A inhibitors might mediate their antidepressive and antihypertensive effects. N-Acetylserotonin is the product of the O-demethylation of melatonin mediated by cytochrome P-450 isoforms: Cytochrome p450, subfamily IIc, polypeptide 19 (CYP2C19, a clinically important enzyme that metabolizes a wide variety of drugs), with a minor contribution from Cytochrome p450, subfamily I, polypeptide (2CYP1A2, involved in O-deethylation of phenacetin). (PMID 15616152, 11103901, 10721079, 10591054). N-Acetylserotonin acts as a potent antioxidant, NAS effectiveness as an anti-oxidant has been found to be different depending on the experimental model used, it has been described as being between 5 and 20 times more effect than melatonin at protecting against oxidant damage. NAS has been shown to protect against lipid peroxidation in microsomes and mitochondria. NAS has also been reported to lower resting levels of ROS in peripheral blood lymphocytes and to exhibit anti-oxidant effects against t-butylated hydroperoxide- and diamide-induced ROS.	1210-83-9		CC(=O)NCCC1=CNC2=C1C=C(O)C=C2	C12H14N2O2	InChI=1S/C12H14N2O2/c1-8(15)13-5-4-9-7-14-12-3-2-10(16)6-11(9)12/h2-3,6-7,14,16H,4-5H2,1H3,(H,13,15)	MVAWJSIDNICKHF-UHFFFAOYSA-N	218.1055277	CHEBI:17697	HMDB0001238	
BASm0001046	chloramphenicol	An antibiotic first isolated from cultures of <i>Streptomyces venequelae</i> in 1947 but now produced synthetically. It has a relatively simple structure and was the first broad-spectrum antibiotic to be discovered. It acts by interfering with bacterial protein synthesis and is mainly bacteriostatic. (From Martindale, The Extra Pharmacopoeia, 29th ed, p106)	56-75-7		OC[C@@H](NC(=O)C(Cl)Cl)[C@H](O)C1=CC=C(C=C1)[N+]([O-])=O	C11H12Cl2N2O5	InChI=1S/C11H12Cl2N2O5/c12-10(13)11(18)14-8(5-16)9(17)6-1-3-7(4-2-6)15(19)20/h1-4,8-10,16-17H,5H2,(H,14,18)/t8-,9-/m1/s1	WIIZWVCIJKGZOK-RKDXNWHRSA-N	322.0123269	CHEBI:17698	HMDB0014589	
BASm0001047	2-undecanone	2-Undecanone is found in cloves. 2-Undecanone is found in palm kernel oil and soya bean oil. 2-Undecanone is an important constituent of rue oil (Ruta graveolens) and found in many other essential oils. Also found in black currant buds, raspberry, black berry peach and other fruits. 2-Undecanone is used in flavourings 2-Undecanone is a ketone, also known as methyl nonyl ketone (MNK). It is soluble in ethanol, benzene, chloroform, and acetone, but its large carbon chain renders it insoluble in water. Like most methyl ketones, 2-undecanone undergoes a haloform reaction when in the presence of a base. For example, the reaction between 2-undecanone and sodium hypochlorite yields sodium decanoate, chloroform, and sodium hydroxide. 2-Undecanone, also known as methyl nonyl ketone and IBI-246, is an oily organic liquid manufactured synthetically, but which can also be extracted from oil of rue. It is found naturally in bananas, cloves, ginger, guava, strawberries, and wild-grown tomatoes. 2-Undecanone is used in the perfumery and flavoring industries, but because of its strong odor it is primarily used as an insect repellent or animal repellent. Typically, 1 2% concentrations of 2-undecanone are found in dog and cat repellents in the form of a liquid, aerosol spray, or gel.	112-12-9		CCCCCCCCCC(C)=O	C11H22O	InChI=1S/C11H22O/c1-3-4-5-6-7-8-9-10-11(2)12/h3-10H2,1-2H3	KYWIYKKSMDLRDC-UHFFFAOYSA-N	170.1670653	CHEBI:17700	HMDB0033713	
BASm0001048	D-apiitol				OC[C@H](O)C(O)(CO)CO	C5H12O5	InChI=1S/C5H12O5/c6-1-4(9)5(10,2-7)3-8/h4,6-10H,1-3H2/t4-/m0/s1	SDXWEZQDLHNYFR-BYPYZUCNSA-N		CHEBI:17702		
BASm0001049	26-hydroxycholesterol	26-hydroxycholesterol, also known as Cholest-5-ene-3beta,27-diol or (3 beta,25R)-Cholest-5-ene-3,26-diol, is classified as a dihydroxy bile acids, alcohol or a Dihydroxy bile acids, alcohol derivative. Dihydroxy bile acids, alcohols are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid groups. 26-hydroxycholesterol is considered to be practically insoluble (in water) and relatively neutral.  26-hydroxycholesterol can be synthesized from cholesterol. 26-hydroxycholesterol can be synthesized into 26-hydroxycholesterol 3-sulfate.  26-hydroxycholesterol is a sterol lipid molecule	13095-61-9		CC(CO)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H46O2	InChI=1S/C27H46O2/c1-18(17-28)6-5-7-19(2)23-10-11-24-22-9-8-20-16-21(29)12-14-26(20,3)25(22)13-15-27(23,24)4/h8,18-19,21-25,28-29H,5-7,9-17H2,1-4H3/t18?,19-,21+,22+,23-,24+,25+,26+,27-/m1/s1	FYHRJWMENCALJY-CCDZVGGQSA-N	402.3497807	CHEBI:17703	HMDB0062328	
BASm0001050	xanthine	Xanthine, also known as 2,6-dioxopurine, belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety. Xanthine is also classified as an oxopurine. An oxopurine in which the purine ring is substituted by oxo groups at positions 2 and 6 and N-9 is protonated. Xanthine exists in all living species, ranging from bacteria to plants to humans. In plants, several stimulants can be derived from xanthine, including caffeine, theophylline, and theobromine. Derivatives of xanthine (known collectively as xanthines) are a group of alkaloids commonly used for their effects as mild stimulants and as bronchodilators, notably in the treatment of asthma or influenza symptoms. Within humans, xanthine participates in a number of enzymatic reactions. In particular, xanthine can be biosynthesized from guanine; which is mediated by the enzyme guanine deaminase. In addition, xanthine and ribose 1-phosphate can be biosynthesized from xanthosine through the action of the enzyme purine nucleoside phosphorylase. In humans and other primates, xanthine can be converted to uric acid by the action of the xanthine oxidase enzyme. People with rare genetic disorders, specifically xanthinuria and Lesch-Nyhan syndrome, lack sufficient xanthine oxidase and cannot convert xanthine to uric acid. Individuals with xanthinuria have unusually high concentrations of xanthine in their blood and urine, which can lead to health problems such as renal failure and xanthine kidney stones. Individuals with Lesch-Nyhan syndrome have a deficiency of the enzyme hypoxanthine-guanine phosphoribosyltransferase (HGPRT). The HGPRT deficiency causes a build-up of uric acid in all body fluids. This results in both high levels of uric acid in the blood and urine, associated with severe gout and kidney problems. Neurological signs include poor muscle control and moderate intellectual disability. 	69-89-6		O=c1[nH]c(=O)c2nc[nH]c2[nH]1	C5H4N4O2	InChI=1S/C5H4N4O2/c10-4-2-3(7-1-6-2)8-5(11)9-4/h1H,(H3,6,7,8,9,10,11)	LRFVTYWOQMYALW-UHFFFAOYSA-N	152.0334254	CHEBI:17712	HMDB0000292	
BASm0001051	quinoline-2,8-diol				Oc1ccc2cccc(O)c2n1	C9H7NO2	InChI=1S/C9H7NO2/c11-7-3-1-2-6-4-5-8(12)10-9(6)7/h1-5,11H,(H,10,12)	ZXZKYYHTWHJHFT-UHFFFAOYSA-N	161.0476785	CHEBI:17715		
BASm0001052	lactose	alpha-Lactose is the major sugar present in milk and the main source of energy supplied to the newborn mammalian in its mother's milk. Lactose is also an important osmotic regulator of lactation. It is digested by the intestinal lactase (EC 3.2.1.108), an enzyme expressed in newborns. Its activity declines following weaning. As a result, adult mammals are normally lactose-intolerant and more than 75% of the human adult population suffers from lactase deficiency. Lactase deficiency is present in up to 80 percent of blacks and Latinos, and up to 100 percent of American Indians and Asians. Persons with lactose intolerance are unable to digest significant amounts of lactose. Common symptoms include abdominal pain and bloating, excessive flatus, and watery stool following the ingestion of foods containing lactose. A sizable number of adults believe they are lactose intolerant but do not actually have impaired lactose digestion, and some persons with lactase deficiency can tolerate moderate amounts of ingested lactose. A diagnosis of lactose intolerance can usually be made with a careful history supported by dietary manipulation. If necessary, diagnosis can be confirmed by using a breath hydrogen or lactose tolerance test. These mostly uncomfortable symptoms of lactose maldigestion are blamed for a variably dairy consumption. There is, however, emerging evidence that certain lactic acid-producing bacteria, which selectively consume prebiotics, may be beneficial against some lower intestinal diseases. Lactose maldigestion and lactose should perhaps be re-evaluated as a potential provider of such a prebiotic. Treatment consists primarily of avoiding lactose-containing foods. Lactase enzyme supplements may be helpful. The degree of lactose malabsorption varies greatly among patients with lactose intolerance, but most of them can ingest up to 350 mL of milk daily without symptoms. Lactose-intolerant patients must ensure adequate calcium intake. (PMID: 13130292, 12216958, 12197838, 12018807). Lactose in the urine is a biomarker for the consumption of milk.	63-42-3	Solid	OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O	C12H22O11	InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5+,6+,7-,8-,9-,10-,11+,12+/m1/s1	GUBGYTABKSRVRQ-XLOQQCSPSA-N	342.1162115	CHEBI:17716	HMDB0000186	
BASm0001053	phorbol 13-butanoate				CCCC(=O)O[C@@]12[C@H](O)[C@@H](C)[C@@]3(O)[C@@H](C=C(CO)C[C@]4(O)C(=O)C(C)=C[C@@H]34)[C@@H]1C2(C)C		InChI=1S/C24H34O7/c1-6-7-17(26)31-24-18(21(24,4)5)15-9-14(11-25)10-22(29)16(8-12(2)19(22)27)23(15,30)13(3)20(24)28/h8-9,13,15-16,18,20,25,28-30H,6-7,10-11H2,1-5H3/t13-,15+,16-,18-,20-,22-,23-,24-/m1/s1	FZXHDWWEDNRATG-JUDMOCROSA-N		CHEBI:17727		
BASm0001054	N,N-dimethylaniline N-oxide	Dimethylaniline-N-oxide is a substrate for Dimethylaniline monooxygenase 4, Dimethylaniline monooxygenase 3, Dimethylaniline monooxygenase 1, Dimethylaniline monooxygenase 5, Putative dimethylaniline monooxygenase 6 and Dimethylaniline monooxygenase 2.	874-52-2		C[N+](C)([O-])c1ccccc1	C8H11NO	InChI=1S/C8H11NO/c1-9(2,10)8-6-4-3-5-7-8/h3-7H,1-2H3	LKQUDAOAMBKKQW-UHFFFAOYSA-N	137.084064	CHEBI:17735	HMDB0001466	
BASm0001055	desmosterol	Desmosterol is an intermediate in the synthesis of cholesterol. Desmosterolosis is a rare autosomal recessive inborn errors of cholesterol synthesis that is caused by defective activity of desmosterol reductase which results in an accumulation of demosterol (DHCR24, EC 1.3.1.72), combines a severe osteosclerotic skeletal dysplasia and includes 2-3 toe syndactyly with Smith-Lemli-Opitz syndrome (SLOS; the biochemical block in SLOS results in decreased cholesterol levels and increased 7-dehydrocholesterol levels). Desmosterolosis is caused by mutation of the 24-dehydrocholesterol reductase gene (DHCR24). Many of the malformations in SLOS and desmosterolosis are consistent with impaired hedgehog function. The hedgehog proteins include Sonic hedgehog (SHH), which plays a major role in midline patterning and limb development. Desmosterolosis, caused by defective activity of desmosterol reductase, combines a severe osteosclerotic skeletal dysplasia. 7-dehydrocholesterol reductase (DHCR7, EC 1.3.1.21) reduces the C7-C8 double bond in the sterol B ring to form cholesterol or desmosterol depending upon the precursor. Desmosterol can be converted to cholesterol by DHCR24. Therefore, SLOS and Desmosterolosis patients invariably have elevated levels of cholesterol precursor's 7-dehydrocholesterol (and its spontaneous isomer 8-dehydrocholesterol) and absent desmosterol. (PMID: 14631207, 16207203).	313-04-2		CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H44O	InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,9,19,21-25,28H,6,8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1	AVSXSVCZWQODGV-DPAQBDIFSA-N	384.339216	CHEBI:17737	HMDB0002719	
BASm0001056	N-methyl-2-oxoglutaramate				CNC(=O)CCC(=O)C(=O)[O-]	C6H8NO4	InChI=1S/C6H9NO4/c1-7-5(9)3-2-4(8)6(10)11/h2-3H2,1H3,(H,7,9)(H,10,11)/p-1	MOIJYNHJLPUMNX-UHFFFAOYSA-M		CHEBI:17738		
BASm0001057	N,N-dimethylformamide	N,N-Dimethylformamide (DMF) is a clear liquid that has been widely used in industries as a solvent, an additive, or an intermediate because of its extensive miscibility with water and most common organic solvents. Its health effects include hepatotoxicity and male reproductoxicity, possibly linked with mitochondrial DNA (mtDNA) alterations including mtDNA common deletion (delta-mtDNA4977) and mtDNA copy number; during the biotransformation of DMF in the body, free radicals are formed, including hydroxyl radicals. The world-wide consumption of DMF in 2001 was approximately 285,000 metric tonnes and most of that was used as an industrial solvent. Overexposure to DMF could result in hepatotoxicity, alcohol intolerance, possible embryotoxicity and teratogenicity in humans and animals, and decline of human sperm motility. Based on its wide application and a wide range of toxic effects, DMF has been selected as one of the four priority compounds for human field studies by the National Toxicology Program (NTP) of the US National Institute of Environmental Health Sciences (NIEHS). The current permissible exposure limit for DMF in the working environment is 10 ppm in both USA and Taiwan. The concentrations of two major DMF metabolites in urine, N-methylformamide (U-NMF) of 15 mg/L and N-acetyl-S-(N-methylcarbamoyl) cysteine (U-AMCC) of 40 mg/L, were recommended as the biological exposure indices (BEIs) by the American Conference of Governmental Industrial Hygienists for DMF exposure in workplace. (PMID: 17254560).	1968-12-02		CN(C)C=O	C3H7NO	InChI=1S/C3H7NO/c1-4(2)3-5/h3H,1-2H3	ZMXDDKWLCZADIW-UHFFFAOYSA-N	73.05276385	CHEBI:17741	HMDB0001888	
BASm0001058	4-hydroxy-2-oxoglutarate	4-Hydroxy-2-ketoglutaric acid is a substrate for Fructose-bisphosphate aldolase A.	1187-99-1	Solid	O=C([O-])C(=O)CC(O)C(=O)[O-]	C5H6O6	InChI=1S/C5H6O6/c6-2(4(8)9)1-3(7)5(10)11/h2,6H,1H2,(H,8,9)(H,10,11)	WXSKVKPSMAHCSG-UHFFFAOYSA-N	162.0164379	CHEBI:17742	HMDB0002070	
BASm0001059	(E)-coniferol	Coniferyl alcohol (CAS: 458-35-5), also known as coniferol, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Coniferyl alcohol is an organic compound. When copolymerized with related aromatic compounds, coniferyl alcohol forms lignin or lignans. Coniferyl alcohol is an intermediate in the biosynthesis of eugenol, stilbenoids, and coumarin. Outside of the human body, coniferyl alcohol has been detected, but not quantified in, several different foods, such as common sages, chestnuts, cereals and cereal products, gingers, and cashew nuts. This could make coniferyl alcohol a potential biomarker for the consumption of these foods. Gum benzoin contains a significant amount of coniferyl alcohol and its esters. Coniferyl alcohol is an organic compound. This colourless crystalline solid is a phytochemical, one of the monolignols. It is synthesized via the phenylpropanoid biochemical pathway.	32811-40-8		COc1cc(/C=C/CO)ccc1O	C10H12O3	InChI=1S/C10H12O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-5,7,11-12H,6H2,1H3/b3-2+	JMFRWRFFLBVWSI-NSCUHMNNSA-N	180.0786443	CHEBI:17745	HMDB0012915	
BASm0001060	D-xylonate				O=C([O-])[C@H](O)[C@@H](O)[C@H](O)CO	C5H9O6	InChI=1S/C5H10O6/c6-1-2(7)3(8)4(9)5(10)11/h2-4,6-9H,1H2,(H,10,11)/p-1/t2-,3+,4-/m1/s1	QXKAIJAYHKCRRA-FLRLBIABSA-M	165.0404616	CHEBI:17746	HMDB0242170	
BASm0001061	bis(2-ethylhexyl)phthalate				CCCCC(CC)COC(=O)c1ccccc1C(=O)OCC(CC)CCCC	C24H38O4	InChI=1S/C24H38O4/c1-5-9-13-19(7-3)17-27-23(25)21-15-11-12-16-22(21)24(26)28-18-20(8-4)14-10-6-2/h11-12,15-16,19-20H,5-10,13-14,17-18H2,1-4H3	BJQHLKABXJIVAM-UHFFFAOYSA-N	390.2770097	CHEBI:17747	HMDB0249243	
BASm0001062	thymidine	Thymidine, also known as deoxythymidine or deoxyribosylthymine or thymine deoxyriboside, is a pyrimidine deoxynucleoside. It consists of the nucleobase thymine attached to deoxyribose through a beta N- glycosidic bond. Thymidine also belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. Pyrimidine 2'-deoxyribonucleosides are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2. Deoxythymidine (or thymidine) is the DNA nucleoside T, which pairs with deoxyadenosine (A) in double-stranded DNA. Therefore, thymidine is essential to all life. Indeed, thymidine exists in all living species, ranging from bacteria to plants to humans. Within humans, thymidine participates in a number of enzymatic reactions. In particular, thymidine can be biosynthesized from 5-thymidylic acid through its interaction with the enzyme cytosolic purine 5'-nucleotidase. In addition, thymidine can be converted into 5-thymidylic acid; which is catalyzed by the enzyme thymidine kinase. Deoxythymidine can be phosphorylated with one, two or three phosphoric acid groups, creating dTMP (deoxythymidine monophosphate), dTDP, or dTTP (for the di- and tri- phosphates, respectively). dTMP can be incorporated into DNA via DNA polymerases. In cell biology, thymidine can be used to synchronize the cells in S phase. Derivatives of thymidine are used in a number of drugs, including Azidothymidine (AZT), which is used in the treatment of HIV infection. AZT inhibits the process of reverse transcription in the human immunodeficiency virus.	50-89-5		Cc1cn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]c1=O	C10H14N2O5	InChI=1S/C10H14N2O5/c1-5-3-12(10(16)11-9(5)15)8-2-6(14)7(4-13)17-8/h3,6-8,13-14H,2,4H2,1H3,(H,11,15,16)/t6-,7+,8+/m0/s1	IQFYYKKMVGJFEH-XLPZGREQSA-N	242.0902716	CHEBI:17748	HMDB0000273	
BASm0001063	glycine betaine	Betaine (CAS: 107-43-7), also known as N,N,N-trimethylglycine, was named after its discovery in sugar beet (Beta vulgaris) in the 19th century. It is a small N-trimethylated amino acid, existing in zwitterionic form at neutral pH. It is now often called glycine betaine to distinguish it from other betaines that are widely distributed in microorganisms, plants, and animals. Many naturally occurring betaines serve as organic osmolytes, substances synthesized or taken up from the environment by cells for protection against osmotic stress, drought, high salinity, or high temperature. Intracellular accumulation of betaines permits water retention in cells, thus protecting from the effects of dehydration (Wikipedia). Betaine functions as a methyl donor in that it carries and donates methyl functional groups to facilitate necessary chemical processes. In particular, it methylates homocysteine to methionine, also producing N,N-dimethylglycine. The donation of methyl groups is important to proper liver function, cellular replication, and detoxification reactions. Betaine also plays a role in the manufacture of carnitine and serves to protect the kidneys from damage. Betaine comes from either the diet or by the oxidation of choline. Betaine insufficiency is associated with metabolic syndrome, lipid disorders, and diabetes, and may have a role in vascular and other diseases (PMID: 20346934). Betaine is important in development, from the pre-implantation embryo to infancy. Betaine is also widely regarded as an anti-oxidant. Betaine has been shown to have an inhibitory effect on NO release in activated microglial cells and may be an effective therapeutic component to control neurological disorders (PMID: 22801281). As a drug, betaine hydrochloride has been used as a source of hydrochloric acid in the treatment of hypochlorhydria. Betaine has also been used in the treatment of liver disorders, for hyperkalemia, for homocystinuria, and for gastrointestinal disturbances (Martindale, The Extra Pharmacopoeia, 30th Ed, p1341).	6915-17-9		C[N+](C)(C)CC(=O)[O-]	C5H12NO2	InChI=1S/C5H11NO2/c1-6(2,3)4-5(7)8/h4H2,1-3H3/p+1	KWIUHFFTVRNATP-UHFFFAOYSA-O	118.0868036	CHEBI:17750	HMDB0000043	
BASm0001064	glycerol	Glycerol or glycerin is a colourless, odourless, viscous liquid that is sweet-tasting and mostly non-toxic. It is widely used in the food industry as a sweetener and humectant and in pharmaceutical formulations. Glycerol is an important component of triglycerides (i.e. fats and oils) and of phospholipids. Glycerol is a three-carbon substance that forms the backbone of fatty acids in fats. When the body uses stored fat as a source of energy, glycerol and fatty acids are released into the bloodstream. The glycerol component can be converted into glucose by the liver and provides energy for cellular metabolism. Normally, glycerol shows very little acute toxicity and very high oral doses or acute exposures can be tolerated. On the other hand, chronically high levels of glycerol in the blood are associated with glycerol kinase deficiency (GKD). GKD causes the condition known as hyperglycerolemia, an accumulation of glycerol in the blood and urine. There are three clinically distinct forms of GKD: infantile, juvenile, and adult. The infantile form is the most severe and is associated with vomiting, lethargy, severe developmental delay, and adrenal insufficiency. The mechanisms of glycerol toxicity in infants are not known, but it appears to shift metabolism towards chronic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart, liver, and kidney abnormalities, seizures, coma, and possibly death. These are also the characteristic symptoms of untreated GKD. Many affected children with organic acidemias experience intellectual disability or delayed development. Patients with the adult form of GKD generally have no symptoms and are often detected fortuitously.	56-81-5		OCC(O)CO	C3H8O3	InChI=1S/C3H8O3/c4-1-3(6)2-5/h3-6H,1-2H2	PEDCQBHIVMGVHV-UHFFFAOYSA-N	92.04734412	CHEBI:17754	HMDB0000131	
BASm0001065	(S)-mandelate			Expected Solid	O=C([O-])[C@@H](O)c1ccccc1	C8H7O3	InChI=1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)/p-1/t7-/m0/s1	IWYDHOAUDWTVEP-ZETCQYMHSA-M	151.0400677	CHEBI:17756		MMDBc0055072
BASm0001067	7-dehydrocholesterol	7-Dehydrocholesterol (7-DHC), also known as provitamin D3 or 5,7-cholestadien-3-b-ol, belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Thus, 7-dehydrocholesterol is also classified as a sterol. 7-Dehydrocholesterol is known as a zoosterol, meaning that it is a sterol isolated from animals (to distinguish those sterols isolated from plants which are called phytosterols). 7-DHC functions in the serum as a cholesterol precursor and is photochemically converted to vitamin D3 in the skin. Therefore 7-DHC functions as provitamin-D3. The presence of 7-DHC in human skin enables humans and other mammals to manufacture vitamin D3 (cholecalciferol) from ultraviolet rays in the sun light, via an intermediate isomer pre-vitamin D3. 7-DHC absorbs UV light most effectively at wavelengths between 290 and 320 nm and, thus, the production of vitamin D3 will occur primarily at those wavelengths (PMID: 9625080).  The two most important factors that govern the generation of pre-vitamin D3 are the quantity (intensity) and quality (appropriate wavelength) of the UVB irradiation reaching the 7-dehydrocholesterol deep in the stratum basale and stratum spinosum (PMID: 9625080). 7-DHC is also found in the milk of several mammalian species, including cows (PMID: 10999630; PMID: 225459). It was discovered by Nobel-laureate organic chemist Adolf Windaus. 7-DHC can be produced by animals and plants via different pathways (PMID: 23717318). It is not produced by fungi in significant amounts. 7-DHC is made by some algae and can also be produced by some bacteria.	434-16-2	Solid	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H44O	InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9-10,18-19,21,23-25,28H,6-8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1	UCTLRSWJYQTBFZ-DDPQNLDTSA-N	384.339216	CHEBI:17759	HMDB0000032	
BASm0001068	a ceramide				[1*]C[C@H](NC([3*])=O)[C@@H]([2*])O					CHEBI:17761		
BASm0001069	5alpha-cholestan-3-one	5alpha-Cholestanone, also known as 5α-cholestanone, belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Thus, 5alpha-cholestanone is considered to be a sterol lipid molecule. 5alpha-Cholestanone is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.	566-88-1		CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H46O	InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-20,22-25H,6-17H2,1-5H3/t19-,20+,22+,23-,24+,25+,26+,27-/m1/s1	PESKGJQREUXSRR-UXIWKSIVSA-N	386.3548661	CHEBI:17762	HMDB0000871	
BASm0001070	4-methylumbelliferyl acetate	4-Methylumbelliferyl acetate is found in fenugreek. 4-Methylumbelliferyl acetate is isolated from fenugreek (Trigonella foenum-graecum).	2747-05-09		CC(=O)Oc1ccc2c(C)cc(=O)oc2c1	C12H10O4	InChI=1S/C12H10O4/c1-7-5-12(14)16-11-6-9(15-8(2)13)3-4-10(7)11/h3-6H,1-2H3	HXVZGASCDAGAPS-UHFFFAOYSA-N	218.0579088	CHEBI:17763	HMDB0032989	
BASm0001071	cyclohexane-1,3-dione				O=C1CCCC(=O)C1	C6H8O2	InChI=1S/C6H8O2/c7-5-2-1-3-6(8)4-5/h1-4H2	HJSLFCCWAKVHIW-UHFFFAOYSA-N	112.0524295	CHEBI:17766	HMDB0244161	
BASm0001072	D-mannonate	D-altronate is a member of the chemical class known as Sugar Acids and Derivatives. These are compounds containing a saccharide unit which bears a carboxylic acid group. 			O=C([O-])[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO	C6H12O7	InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/t2-,3-,4-,5+/m1/s1	RGHNJXZEOKUKBD-AIHAYLRMSA-N	196.0583027	CHEBI:17767		
BASm0001073	1-hydroxy-2-(beta-D-glucosyloxy)-9,10-anthraquinone					C20H18O9		LPUCQUKLBVSNAF-UJXPUUNTSA-N	402.0950822	CHEBI:17770		
BASm0001074	trans-urocanate	A urocanate obtained by deprotonation of the carboxy group of trans-urocanic acid; major species at pH 7.3.			[H]\C(=C(\[H])C1=CN=CN1)C([O-])=O	C6H5N2O2	InChI=1S/C6H6N2O2/c9-6(10)2-1-5-3-7-4-8-5/h1-4H,(H,7,8)(H,9,10)/p-1/b2-1+	LOIYMIARKYCTBW-OWOJBTEDSA-M	137.035651	CHEBI:17771		
BASm0001075	(S)-tetrahydrocolumbamine				COc1cc2c(cc1O)[C@@H]1Cc3ccc(OC)c(OC)c3CN1CC2	C20H23NO4	InChI=1S/C20H23NO4/c1-23-18-5-4-12-8-16-14-10-17(22)19(24-2)9-13(14)6-7-21(16)11-15(12)20(18)25-3/h4-5,9-10,16,22H,6-8,11H2,1-3H3	KDFKJOFJHSVROC-UHFFFAOYSA-N	341.1627082	CHEBI:17772	HMDB0243515	
BASm0001076	D-ribonate	Ribonic acid (CAS: 17812-24-7) is a product of the enzyme ribose 1-dehydrogenase (NADP+) [EC 1.1.1.115] (KEGG).	642-98-8	Solid	O=C([O-])[C@H](O)[C@H](O)[C@H](O)CO	C5H10O6	InChI=1S/C5H10O6/c6-1-2(7)3(8)4(9)5(10)11/h2-4,6-9H,1H2,(H,10,11)/t2-,3-,4-/m1/s1	QXKAIJAYHKCRRA-BXXZVTAOSA-N	166.0477381	CHEBI:17773	HMDB0000867	
BASm0001077	urate	Uric acid is a heterocyclic purine derivative that is the final oxidation product of purine metabolism. It is a weak acid distributed throughout the extracellular fluid as sodium urate. Uric acid is produced by the enzyme xanthine oxidase, which oxidizes oxypurines such as xanthine into uric acid. In most mammals, except humans and higher primates, the enzyme uricase further oxidizes uric acid to allantoin. Interestingly, during the Miocene epoch (~15-20 million years ago), two distinct mutations in the primate genome occurred that led to a nonfunctioning uricase gene. Consequently, humans, apes, and certain New World monkeys have much higher uric acid levels (>120 μM) compared with other mammals (<<120 uM). The loss of uricase in higher primates parallels the similar loss of the ability to synthesize ascorbic acid vitamin C. This may be because in higher primates uric acid partially replaces ascorbic acid. Like ascorbic acid, uric acid is an antioxidant. In fact, in primates, uric acid is the major antioxidant in serum and is thought to be a major factor in lengthening life-span and decreasing age-specific cancer rates in humans and other primates (PMID: 6947260). Uric acid is also the end product of nitrogen metabolism in birds and reptiles. In these animal species, it is excreted in feces as a dry mass. In humans and other mammals, the amount of urate in the blood depends on the dietary intake of purines, the level of endogenous urate biosynthesis, and the rate of urate excretion. Several kidney urate transporters are involved in the regulation of plasma urate levels. These include the urate transporter 1 (URAT1), which controls the reabsorption of urate as well as a number of organic ion transporters (OAT), such as OAT1 and OAT3, and the ATP-dependent urate export transporter MRP4. URAT1 is believed to be most critical in the regulation of plasma urate levels. (PMID: 17890445) High levels of plasma uric acid lead to a condition called hyperuricemia while low levels are associated with a condition called hypouricemia. Hyperuricemia has been defined as a uric acid concentration greater than 380 μM, while hypouricemia is generally defined as a urate concentration of less than 120 μM. Hyperuricemia can arise from a number of factors, including both acute and chronic causes. Acute causes of hyperuricemia include the intake of large amounts of alcohol, tumor lysis syndrome and a diet that is rich in purines or proteins. Chronic hyperuricemia can arise from a reduction in the kidney’s glomerular filtration rate, a decrease in the excretion of urate or an increase in overall tubular absorption in the kidneys. Hyperuricemia has been linked to a number of diseases and conditions, including gout, hypertension, cardiovascular disease, myocardial infarction, stroke, and renal disease. Uric acid has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821). Many of the causes of hyperuricemia are correctable either with lifestyle changes or drugs. Lifestyle changes include reducing weight and reducing the consumption of protein, purines, and alcohol. There are two kinds of drugs that can be used to treat chronic hyperuricemia. Xanthine oxidase inhibitors, such as allopurinol, inhibit the production of urate by blocking urate synthesis. Alternately, uricosuric drugs, such as probenecid, sulfinpyrazone, and benzpromarone, are used to reduce the serum urate concentration through the inhibition of the URAT1 transporter. (PMID: 17890445). Uric acid (especially crystalline uric acid) is also thought to be an essential initiator and amplifier of allergic inflammation for asthma and peanut allergies (PMID: 21474346). 	69-93-2		O=c1[nH]c(=O)c2[nH]c(=O)[nH]c2[nH]1	C5H4N4O3	InChI=1S/C5H4N4O3/c10-3-1-2(7-4(11)6-1)8-5(12)9-3/h(H4,6,7,8,9,10,11,12)	LEHOTFFKMJEONL-UHFFFAOYSA-N	168.02834	CHEBI:17775	HMDB0000289	
BASm0001078	lumichrome				Cc1cc2nc3[nH]c(=O)[nH]c(=O)c3nc2cc1C	C12H10N4O2	InChI=1S/C12H10N4O2/c1-5-3-7-8(4-6(5)2)14-10-9(13-7)11(17)16-12(18)15-10/h3-4H,1-2H3,(H2,14,15,16,17,18)	ZJTJUVIJVLLGSP-UHFFFAOYSA-N	242.0803756	CHEBI:17781	HMDB0254199	
BASm0001079	dihydrochelirubine				COc1cc2c(c3c1-c1ccc4cc5c(cc4c1N(C)C3)OCO5)OCO2	C21H17NO5	InChI=1S/C21H17NO5/c1-22-8-14-19(17(23-2)7-18-21(14)27-10-26-18)12-4-3-11-5-15-16(25-9-24-15)6-13(11)20(12)22/h3-7H,8-10H2,1-2H3	JPXUJRDPZQUCNV-UHFFFAOYSA-N	363.1106727	CHEBI:17789		
BASm0001080	methanol	Methanol, also known as columbian spirit or CH3OH, belongs to the class of organic compounds known as primary alcohols. Primary alcohols are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl). The target of methanol in the eye is the retina, specifically the optic disk and optic nerve. Toxicity is due to the metabolic products of alcohol dehydrogenase (ADH) and aldehyde dehydrogenase. Methanol exists in all living organisms, ranging from bacteria to humans. Methanol is an alcoholic tasting compound. Outside of the human body, Methanol is found, on average, in the highest concentration within cow milk and sweet oranges. Methanol has also been detected, but not quantified in several different foods, such as prairie turnips, mountain yams, mentha (mint), watermelons, and pasta. Methanol is responsible for accidental, suicidal, and epidemic poisonings, resulting in death or permanent sequelae. Methanol is a potentially toxic compound. Visual disturbances develop between 18h to 48h after ingestion and range from mild photophobia and blurred vision to markedly reduced visual acuity and complete blindness. Methanol is metabolized to formaldehyde by alcohol dehydrogenase, then from that to formate by formaldehyde dehydrogenase, and then to carbon dioxide by limited H4 folate. It is the simplest alcohol, and is a light, volatile, colourless, flammable, poisonous liquid with a distinctive odor that is somewhat milder and sweeter than ethanol.	67-56-1		CO	CH4O	InChI=1S/CH4O/c1-2/h2H,1H3	OKKJLVBELUTLKV-UHFFFAOYSA-N	32.02621475	CHEBI:17790	HMDB0001875	
BASm0001081	obtusifoliol	Obtusifoliol belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, obtusifoliol is considered to be a sterol lipid molecule. Obtusifoliol is found, on average, in the highest concentration within evening primroses. Obtusifoliol has also been detected, but not quantified in, several different foods, such as common chokecherries, jicama, pepper (C. frutescens), avocado, and pecan nuts. This could make obtusifoliol a potential biomarker for the consumption of these foods. Obtusifoliol is an intermediate in the biosynthesis of cholesterol: in a reaction catalyzed by the enzyme CYP51A1 (EC 1.14.13.70, sterol 14-demethylase) (PMID: 9559662). CYP51A1 is a housekeeping enzyme essential for the viability of mammals, an essential step in cholesterol biosynthesis. Sterol 14-demethylation occurs in all organisms exhibiting de novo sterol biosynthesis and CYP51A1 has been conserved throughout evolution (PMID: 8797093).	16910-32-0		C=C(CC[C@@H](C)[C@H]1CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@H](C)[C@@H]1CC3)C(C)C	C30H50O	InChI=1S/C30H50O/c1-19(2)20(3)9-10-21(4)23-13-17-30(8)26-12-11-24-22(5)27(31)15-16-28(24,6)25(26)14-18-29(23,30)7/h19,21-24,27,31H,3,9-18H2,1-2,4-8H3/t21-,22+,23-,24+,27+,28+,29-,30+/m1/s1	MMNYKQIDRZNIKT-VSADUBDNSA-N	426.3861662	CHEBI:17791	HMDB0001242	
BASm0001083	dihydroxyfumarate	Dihydroxyfumaric acid is a known generator of superoxide anions and by hydroxyl free radicals. Dihydroxyfumarate exposure can cause insulin inhibitory effects. It can spontaneously convert to hydroxypyruvate or to oxaloglycolate.	133-38-0	Solid	O=C([O-])/C(O)=C(\O)C(=O)[O-]	C4H4O6	InChI=1S/C4H4O6/c5-1(3(7)8)2(6)4(9)10/h5,7-8H,(H,9,10)	KAPRQAPANAEVOD-UHFFFAOYSA-N	148.0007879	CHEBI:17795	HMDB0002050	
BASm0001084	L-idonate	D-altronate is a member of the chemical class known as Sugar Acids and Derivatives. These are compounds containing a saccharide unit which bears a carboxylic acid group. 			O=C([O-])[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)CO	C6H12O7	InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/t2-,3-,4-,5+/m1/s1	RGHNJXZEOKUKBD-AIHAYLRMSA-N	196.0583027	CHEBI:17796		
BASm0001085	pseudouridine	Pseudouridine, also known as psi-uridine or 5-ribosyluracil, belongs to the class of organic compounds known as nucleoside and nucleotide analogues. These are analogues of nucleosides and nucleotides, such as phosphonated nucleosides, C-glycosylated nucleoside bases, analogues where the sugar unit is a pyranose, and carbocyclic nucleosides.  Pseudouridine specifically has its uracil attached via a carbon-carbon instead of a nitrogen-carbon glycosidic bond to the ribofuranose.  It is the most prevalent of the over one hundred different modified nucleosides found in RNA (PMID: 17113994).  Pseudouridine is a solid that is soluble in water.  Pseudouridine exists in all living species, ranging from bacteria to humans, and is in all classes of RNA except mRNA.  It is formed by enzymes called pseudouridine synthases, which post-transcriptionally isomerize specific uridine residues in RNA.	1445-07-4		O=c1[nH]cc([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1	C9H12N2O6	InChI=1S/C9H12N2O6/c12-2-4-5(13)6(14)7(17-4)3-1-10-9(16)11-8(3)15/h1,4-7,12-14H,2H2,(H2,10,11,15,16)/t4-,5-,6-,7+/m1/s1	PTJWIQPHWPFNBW-GBNDHIKLSA-N	244.0695361	CHEBI:17802	HMDB0000767	
BASm0001086	scyllo-inosose			Expected Solid	O=C1[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O	C6H10O6	InChI=1S/C6H10O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-5,7-11H/t1-,2-,3+,4+,5-	VYEGBDHSGHXOGT-HYFGLKJPSA-N	178.0477381	CHEBI:17811		MMDBc0053703
BASm0001087	4,4-dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol	4,4-Dimethylcholesta-8,14,24-trienol is a product of the enzyme delta14-sterol reductase [EC 1.3.1.70] (KEGG). It is involved in the biosynthesis of steroids and is involved in the conversion of lanosterol to zymosterol. In particular, lanosterol 14-alpha-demethylase, catalyzes the C-14 demethylation of lanosterol to form 4,4-Dimethylcholesta-8,14,24-trienol in the ergosterol biosynthesis pathway. It is thought to be a meiosis activating sterol.	64284-64-6	Solid	CC(C)=CCC[C@@H](C)[C@H]1CC=C2C3=C(CC[C@@]21C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3	C29H46O	InChI=1S/C29H46O/c1-19(2)9-8-10-20(3)22-12-13-23-21-11-14-25-27(4,5)26(30)16-18-29(25,7)24(21)15-17-28(22,23)6/h9,13,20,22,25-26,30H,8,10-12,14-18H2,1-7H3/t20-,22-,25+,26+,28-,29-/m1/s1	LFQXEZVYNCBVDO-PBJLWWPKSA-N	410.3548661	CHEBI:17813	HMDB0001023	
BASm0001088	salicin	Salicin, also known as salicoside or delta-salicin, is an aryl beta-D-glucoside that is salicyl alcohol in which the phenolic hydrogen has been replaced by a beta-D-glucosyl residue. It has a role as a prodrug, an antipyretic, a non-narcotic analgesic, a non-steroidal anti-inflammatory drug, an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor and a metabolite. It is an aryl beta-D-glucoside, an aromatic primary alcohol and a member of benzyl alcohols. It derives from a salicyl alcohol.  Salicin belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Salicin exists in all living organisms, ranging from bacteria to humans. Salicin is a bitter tasting compound.	138-52-3	Solid	OCc1ccccc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C13H18O7	InChI=1S/C13H18O7/c14-5-7-3-1-2-4-8(7)19-13-12(18)11(17)10(16)9(6-15)20-13/h1-4,9-18H,5-6H2/t9-,10-,11+,12-,13-/m1/s1	NGFMICBWJRZIBI-UJPOAAIJSA-N	286.1052529	CHEBI:17814	HMDB0003546	
BASm0001090	N-[(E)-feruloyl]tyramine	N-trans-feruloyltyramine (NFT), also known as Moupinamide or Alfrutamide or N-feruloyltyramine or trans-N-Feruloyltyramine, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. It is also classified as a phenylpropanoid amide. Phenylpropanoids consist of a six-carbon, aromatic phenyl group and a three-carbon propene tail of coumaric acid, which is the central intermediate in phenylpropanoid biosynthesis. A phenylpropanoid amide has an amide group incorporated into its propanoid chain. There are two known isomers of N-Feruloyltyramine, N-trans-Feruloyltyramine and N-cis-Feruloyltyramine. N-trans-feruloyltyramine (Moupinamide) is a largely neutral molecule, that is somewhat insoluble in water. It exists as a white crystalline solid. Moupinamide or N-trans-Feruloyltyramine is one of the major phenylpropanoid amides that have been identified in the cannabis plant (PMID:6991645 ). It is also found in black and white peppers, the leaves of the Chinese pepper tree as well as eggplant (PMID: 34335243). This could make moupinamide a potential biomarker for the consumption of these plants/foods. Moupinamide is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases, they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. N-trans-feruloyltyramine or NFT has a number of potential therapeutic or beneficial effects in humans.  It is an inhibitor of COX 1 and COX 2 and has potential antioxidant properties (PMID: 19807156). More recently, trans-N-Caffeoyltyramine has been identified to by a potent HNF4α agonist (PMID: 35087037). HNF4A or HNF4α is also known as Hepatocyte nuclear factor 4 alpha. It is also known as NR2A1 (nuclear receptor subfamily 2, group A, member 1 and) is a nuclear receptor that in humans is encoded by the HNF4A gene. Moupinamide (NFT) has been found to promote weight loss by inducing an increase in mitochondrial mass and function, including fatty acid oxidation. It also promotes the reversal of hepatic steatosis through a mechanism involving the stimulation of lipophagy by dihydroceramides (PMID: 34117215). This has made Moupinamide or NFT a strong candidate as a NAFLD (non-alcoholic fatty liver disease) therapeutic.	66648-43-9	Solid	COc1cc(/C=C/C(=O)NCCc2ccc(O)cc2)ccc1O	C18H19NO4	InChI=1S/C18H19NO4/c1-23-17-12-14(4-8-16(17)21)5-9-18(22)19-11-10-13-2-6-15(20)7-3-13/h2-9,12,20-21H,10-11H2,1H3,(H,19,22)/b9-5+	NPNNKDMSXVRADT-WEVVVXLNSA-N	313.1314081	CHEBI:17818	HMDB0029365	
BASm0001091	thymine	Thymine, also known as 5-methyluracil, belongs to the class of organic compounds known as hydroxypyrimidines. These are organic compounds containing a hydroxyl group attached to a pyrimidine ring. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. Thymine was first isolated in 1893 by Albrecht Kossel and Albert Neumann from calves' thymus glands, hence its name. Thymine is one of the 4 nuelcoebases found in DNA and is essential to all life. Thymine exists in all living species, ranging from bacteria to plants to humans. Thymine combined with deoxyribose creates the nucleoside deoxythymidine (also called thymidine) which when phosphorylated to dTDP can be incorporated into DNA via DNA polymerases. Thymidine can be phosphorylated with up to three phosphoric acid groups, producing dTMP (deoxythymidine monophosphate) dTDP and/or dTTP. In RNA thymine is replaced with uracil in most cases. In DNA, thymine binds to adenine via two hydrogen bonds to assist in stabilizing the nucleic acid structures. Within humans, thymine participates in a number of enzymatic reactions. In particular, thymine and deoxyribose 1-phosphate can be biosynthesized from thymidine through its interaction with the enzyme thymidine phosphorylase. In addition, thymine can be converted into dihydrothymine; which is mediated by the enzyme dihydropyrimidine dehydrogenase [NADP(+)].	65-71-4	Solid	Cc1c[nH]c(=O)[nH]c1=O	C5H6N2O2	InChI=1S/C5H6N2O2/c1-3-2-6-5(9)7-4(3)8/h2H,1H3,(H2,6,7,8,9)	RWQNBRDOKXIBIV-UHFFFAOYSA-N	126.0429274	CHEBI:17821	HMDB0000262	
BASm0001092	calcitriol	The physiologically active form of vitamin D. It is formed primarily in the kidney by enzymatic hydroxylation of 25-hydroxycholecalciferol (calcifediol). Its production is stimulated by low blood calcium levels and parathyroid hormone. Calcitriol increases intestinal absorption of calcium and phosphorus, and in concert with parathyroid hormone increases bone resorption.--PubChem.	32222-06-03	Solid	C=C1/C(=C\C=C2/CCC[C@]3(C)[C@@H]([C@H](C)CCCC(C)(C)O)CC[C@@H]23)C[C@@H](O)C[C@@H]1O	C27H44O3	InChI=1S/C27H44O3/c1-18(8-6-14-26(3,4)30)23-12-13-24-20(9-7-15-27(23,24)5)10-11-21-16-22(28)17-25(29)19(21)2/h10-11,18,22-25,28-30H,2,6-9,12-17H2,1,3-5H3/b20-10+,21-11-/t18-,22-,23-,24+,25+,27-/m1/s1	GMRQFYUYWCNGIN-NKMMMXOESA-N	416.3290453	CHEBI:17823	HMDB0001903	
BASm0001093	propan-2-ol	Isopropyl alcohol, also known as isopropanol or 1-methylethanol, belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl). It is used in the manufacture of acetone and its derivatives and as a solvent. Isopropyl alcohol exists in all living species, ranging from bacteria to humans. Isopropyl alcohol is an alcohol, bitter, and musty tasting compound. Isopropyl alcohol has also been detected, but not quantified in several different foods, such as papaya, roselles, apples, sweet cherries, and allium (onion). Isopropyl alcohol is an isomer of 1-propanol and is considered as a potentially toxic compound. Topically, it is used as an antiseptic. It is a colorless liquid having disinfectant properties.	67-63-0		CC(C)O	C3H8O	InChI=1S/C3H8O/c1-3(2)4/h3-4H,1-2H3	KFZMGEQAYNKOFK-UHFFFAOYSA-N	60.05751488	CHEBI:17824	HMDB0000863	
BASm0001094	methylarsonous acid	Methylarsonite is found in the arsenate detoxification I pathway. Two molecules of glutathione reacts with methylarsonate to produce glutathione disulfide and methylarsonite. Methylarsonate reductase catalyzes this reaction. Methylarsonite reacts with S-adenosyl-L-methionine to produce S-adenosyl-L-homocysteine and dimethylarsinate. Methylarsonite methyltransferase catalyzes this reaction.	25400-23-1		C[As](O)O	CH5AsO2	InChI=1S/CH5AsO2/c1-2(3)4/h3-4H,1H3	OXBIRPQQKCQWGV-UHFFFAOYSA-N	123.9505508	CHEBI:17826	HMDB0012259	
BASm0001095	2,3-dihydroxyindole				OC1=C(O)C2=CC=CC=C2N1	C8H7NO2	InChI=1S/C8H7NO2/c10-7-5-3-1-2-4-6(5)9-8(7)11/h1-4,9-11H	PGNRLPTYNKQQDY-UHFFFAOYSA-N	149.0476785	CHEBI:17828		
BASm0001096	4-aminobenzoate	4-aminobenzoate, also known as para-aminobenzoic acid or paba, is a member of the class of compounds known as aminobenzoic acids. Aminobenzoic acids are benzoic acids containing an amine group attached to the benzene moiety. 4-aminobenzoate is soluble (in water) and a weakly acidic compound (based on its pKa). 4-aminobenzoate can be found in a number of food items such as babassu palm, nectarine, java plum, and black cabbage, which makes 4-aminobenzoate a potential biomarker for the consumption of these food products. Aminobenzoic acid (a benzoic acid with an amino group) can refer to: 4-Aminobenzoic acid (p-aminobenzoic acid or para-aminobenzoic acid) 3-Aminobenzoic acid (m-aminobenzoic acid or meta-aminobenzoic acid) 2-aminobenzoic acid (o-aminobenzoic acid or ortho-aminobenzoic acid, Anthranilic acid) .			Nc1ccc(C(=O)[O-])cc1	C7H6NO2	InChI=1S/C7H7NO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,8H2,(H,9,10)/p-1	ALYNCZNDIQEVRV-UHFFFAOYSA-M	136.0398534	CHEBI:17836	HMDB0304171	
BASm0001097	7,8-dihydropteroate	In the mammalian host, dihydrofolate biosynthesis occurs via the reduction of folic acid, whereas in plasmodia (e.g. Plasmodium berghei, a malaria parasite) the biosynthesis of 7,8-dihydropteroate, an intermediate product in dihydrofolate synthesis, occurs via the enzymic catalysis of the reaction of 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine pyrophosphate with p-aminobenzoate. Malaria parasites synthesize their folate cofactors de novo and the antimalarial action of sulfonamides is due to their inhibiting the plasmodial dihydropteroate synthesis. The enzymes 6-hydroxymethylpterin pyrophosphokinase (EC 2.7.6.3, HPPK) and dihydropteroate synthase (EC 2.5.1.15, DHPS) catalyze sequential steps in folate biosynthesis. They are present in microorganisms but absent in mammals and therefore are especially suitable targets for antimicrobials. Sulfa drugs (sulfonamides and sulfones) currently are used as antimicrobials targeting DHPS, although resistance to these drugs is increasing. An NADPH-coupled microplate photometric assay could be used for rapid screening of chemical libraries for novel inhibitors of folate biosynthesis as the first step in developing new antimicrobial drugs targeting the folate biosynthetic pathway; in the microplate, the product of the DHPS reaction, 7,8-dihydropteroic acid, is reduced to tetrahydropteroate by excess dihydrofolate reductase (DHFR) using the cofactor NADPH (PMID: 17134675, 4354403, 3546688).	2134-76-1	Solid	Nc1nc2c(c(=O)[nH]1)N=C(CNc1ccc(C(=O)[O-])cc1)CN2	C14H14N6O3	InChI=1S/C14H14N6O3/c15-14-19-11-10(12(21)20-14)18-9(6-17-11)5-16-8-3-1-7(2-4-8)13(22)23/h1-4,16H,5-6H2,(H,22,23)(H4,15,17,19,20,21)	WBFYVDCHGVNRBH-UHFFFAOYSA-N	314.1127383	CHEBI:17839	HMDB0001412	
BASm0001098	indoxyl	Indoxyl, also known as 1H-indol-3-ol, belongs to the class of organic compounds known as hydroxyindoles. These are organic compounds containing an indole moiety that carries a hydroxyl group. Indoxyl is isomeric with oxindol and is obtained as an oily liquid. Indoxyl exists in all living organisms, ranging from bacteria to humans. Indoxyl is obtained from indican, which is a glycoside. Obermayer's reagent is a dilute solution FeCl3 in hydrochloric acid. The hydrolysis of indican yields β-D-glucose and indoxyl. Indigo dye is a product of the reaction of indoxyl by a mild oxidizing agent such as atmospheric oxygen. In chemistry, indoxyl is a nitrogenous substance with the chemical formula: C8H7NO. Indoxyl can be found in urine and is titrated with Obermayer's reagent.	480-93-3	Solid	Oc1c[nH]c2ccccc12	C8H7NO	InChI=1S/C8H7NO/c10-8-5-9-7-4-2-1-3-6(7)8/h1-5,9-10H	PCKPVGOLPKLUHR-UHFFFAOYSA-N	133.0527639	CHEBI:17840	HMDB0004094	
BASm0001099	(2S)-naringenin	Naringenin is a flavorless, colorless flavanone, a type of flavonoid. It is the predominant flavanone in grapefruit, and is found in a variety of fruits and herbs. Naringenin has the skeleton structure of a flavanone with three hydroxy groups at the 4', 5, and 7 carbons. It may be found both in the aglycol form, naringenin, or in its glycosidic form, naringin, which has the addition of the disaccharide neohesperidose attached via a glycosidic linkage at carbon 7. Naringenin (not to be confused with naringin) is a flavanone that is considered to have a bioactive effect on human health as antioxidant, free radical scavenger, antiinflammatory, carbohydrate metabolism promoter, immunity system modulater. This substance has also been shown to repair DNA. Scientists exposed cells to 80 micomoles of naringenin per liter, for 24 hours, and found that the amount of hydroxyl damage to the DNA was reduced by 24 percent in that very short period of time. Unfortunately, this bioflavonoid is difficult to absorb on oral ingestion. Only 15% of ingested naringenin will get absorbed, in the human gastrointestinal tract, in the best case scenario. A full glass of orange juice will supply about enough naringenin to achieve a concentration of about 0.5 micromoles per liter. Naringenin is a biomarker for the consumption of citrus fruits.	480-41-1		O=C1C[C@@H](c2ccc(O)cc2)Oc2cc(O)cc(O)c21	C15H12O5	InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2/t13-/m0/s1	FTVWIRXFELQLPI-ZDUSSCGKSA-N	272.0684735	CHEBI:17846	HMDB0002670	
BASm0001100	4-methylphenol	para-Cresol, also 4-methylphenol, is an organic compound with the formula CH3C6H4(OH). P-cresol is a cresol that consists of toluene substituted by a hydroxy group at position 4. It is a metabolite of aromatic amino acid metabolism produced by intestinal microflora in humans and animals. It has a role as a uremic toxin, a human metabolite and an Escherichia coli metabolite. It is a colourless solid that is widely used intermediate in the production of other chemicals. It is a derivative of phenol and is an isomer of o-cresol and m-cresol. It is a partially lipophilic moiety which strongly binds to plasma protein (close to 100%) under normal conditions. p-Cresol is metabolized through conjugation, mainly sulphation and glucuronization, but removal of the unconjugated p-cresol is, at least in part, via the urine. Therefore it is not surprising that this compound, together with several other phenoles, is retained when the kidneys fail. P-Cresol is an end-product of protein breakdown, and an increase of the nutritional protein load in healthy individuals results in enhanced generation and urinary excretion. The serum p-cresol concentration in uremic patients can be decreased by changing to a low-protein diet. p-Cresol is one of the metabolites of the amino acid tyrosine, and to a certain extent also of phenylalanine, which are converted to 4-hydroxyphenylacetic acid by intestinal bacteria, before being decarboxylated to p-cresol (putrefaction). The main contributing bacteria are aerobes (mainly enterobacteria), but to a certain extent also anaerobes play a role (mainly Clostridium perfringens). In uremia, modifications in the intestinal flora result in the specific overgrowth of bacteria that are specific p-cresol producers. The administration of antibiotics reduces urinary excretion of p-cresol, as a result of the liquidation of the producing bacteria. Environmental factors might also contribute. The liver cytochrome P450 metabolizes toluene to benzyl alcohol, but also to o-cresol and p-cresol. Toluene is not only used industrially, but it is also the most widely abusively inhaled solvent. Furthermore, p-cresol is a metabolite of menthofuran, one of the metabolites of R-(+)-pulegone, which is found in extracts from the plants Mentha pulegium and Hedeoma pulegioides, commonly known as pennyroyal oil and pennyroyal tea. These extracts are popular as unconventional herbal therapeutic agents and are applied as abortiva, diaphoretics, emmenagogues, and psychedelic drugs. Pennyroyal oil is extensively used for its pleasant mint-like smell in the flavoring industry. The toxicity of pennyroyal oil and menthofuran is well known. Another compound used in traditional medicine, especially in Japan, which is a precursor of p-cresol is wood tar creosote. p-Cresol has been reported to affect several biochemical, biological and physiological functions: (i) it diminishes the oxygen uptake of rat cerebral cortex slices; (ii) it increases the free active drug concentration of warfarin and diazepam; (iii) it has been related to growth retardation in the weanling pig; (iv) it alters cell membrane permeability, at least in bacteria; (v) it induces LDH leakage from rat liver slices; (vi) it induces susceptibility to auditive epileptic crises; and (vii) it blocks cell K+ channels. (PMID:10570076). p-Cresol is a uremic toxin that is at least partially removed by peritoneal dialysis in haemodialysis patients, and has been involved in the progression of renal failure (PMID:11169029). At concentrations encountered during uremia, p-cresol inhibits phagocyte function and decreases leukocyte adhesion to cytokine-stimulated endothelial cells. (PMID:14681860). p-Cresol can be found in Bacteroides, Bifidobacterium, Clostridium, Enterobacter and Lactobacillus (PMID:2394806; PMID:30208103). As a volatile organic compound, it has been identified as a fecal biomarker of Clostridium difficile infection (PMID:30986230).	106-44-5		Cc1ccc(O)cc1	C7H8O	InChI=1S/C7H8O/c1-6-2-4-7(8)5-3-6/h2-5,8H,1H3	IWDCLRJOBJJRNH-UHFFFAOYSA-N	108.0575149	CHEBI:17847	HMDB0001858	
BASm0001101	cyclohexanone	Cyclohexanone is a colorless oily liquid with an odor resembling acetone and peppermint. Cyclohexanone is occasionally found as a volatile component of human urine. Biological fluids such as blood and urine have been shown to contain a large number of components, some of them volatiles (low boiling point) apparently present in all individuals, while others such are much more variable. In some cases differences up to an order of magnitude are observed. Although some of these changes may have dietary origins, others seem to be characteristic of the individual. Cyclohexanone is obtained through oxidation of cyclohexane or dehydrogenation of phenol. Approx. 95% of its manufacturing is used for the production of nylon. Information on toxicity to human beings is fragmentary. Acute exposure is characterized by irritation of the eyes, nose, and throat. In two persons, drowsiness and renal impairment were found; however, these workers were also exposed to other compounds. Hepatic disorders were found in a group of workers exposed for over five years. In animals, cyclohexanone is characterized by relatively low acute toxicity (DL50 by intragastric administration is approximately 2 g/kg body wt.). Effects on the central nervous system (CNS) were found (narcosis), as well as irritation of the eyes and skin. Following multiple administration, effects were found in the CNS, liver, and kidneys as well as irritation of the conjunctiva. Mutagenic and genotoxic effects were found, but no teratogenic effects were detected; however, there were embryotoxic effects and influence on reproduction Cyclohexanone is well absorbed through the skin, respiratory tract, and alimentary tract. The main metabolic pathway leads to cyclohexanol, which is excreted in urine coupled with glucuronic acid. A high correlation was found between the concentration of cyclohexanone in the working environment and its concentration in urine. Cyclohexanone is formed from the hydrocarbons cyclohexane and 1-, 2-, and 3-hexanol. A patient's case report documents the development of anosmia (an olfactory disorder) and rhinitis caused by occupational exposure to organic solvents, including cyclohexanone (PMID:10476412, 16925936, 16477465).	108-94-1		O=C1CCCCC1	C6H10O	InChI=1S/C6H10O/c7-6-4-2-1-3-5-6/h1-5H2	JHIVVAPYMSGYDF-UHFFFAOYSA-N	98.07316494	CHEBI:17854	HMDB0003315	
BASm0001102	a triacylglycerol				[1*]C(=O)OCC(COC([3*])=O)OC([2*])=O					CHEBI:17855		
BASm0001103	4-chlorobenzoate			Expected Solid	[O-]C(=O)C1=CC=C(Cl)C=C1	C7H4ClO2	InChI=1S/C7H5ClO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,(H,9,10)/p-1	XRHGYUZYPHTUJZ-UHFFFAOYSA-M	154.9905306	CHEBI:17861		MMDBc0055472
BASm0001104	D-cellobiono-1,5-lactone			Expected Solid	OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(=O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O	C12H20O11	InChI=1S/C12H20O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-10,12-19H,1-2H2/t3-,4-,5-,6+,7-,8-,9-,10-,12+/m1/s1	FSICMNGKCHFHGP-ZNLUKOTNSA-N	340.1005615	CHEBI:17863		MMDBc0054423
BASm0001105	4-methyl-2-oxopentanoate	Ketoleucine is an abnormal metabolite that arises from the incomplete breakdown of branched-chain amino acids. Ketoleucine is both a neurotoxin and a metabotoxin. A neurotoxin causes damage to nerve cells and nerve tissues. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of ketoleucine are associated with maple syrup urine disease (MSUD). MSUD is a metabolic disorder caused by a deficiency of the branched-chain alpha-keto acid dehydrogenase complex (BCKDC), leading to a buildup of the branched-chain amino acids (leucine, isoleucine, and valine) and their toxic by-products (ketoacids) in the blood and urine. The symptoms of MSUD often show in infancy and lead to severe brain damage if untreated. MSUD may also present later depending on the severity of the disease. If left untreated in older individuals, during times of metabolic crisis, symptoms of the condition include uncharacteristically inappropriate, extreme, or erratic behaviour and moods, hallucinations, anorexia, weight loss, anemia, diarrhea, vomiting, dehydration, lethargy, oscillating hypertonia and hypotonia, ataxia, seizures, hypoglycemia, ketoacidosis, opisthotonus, pancreatitis, rapid neurological decline, and coma.  In maple syrup urine disease, the brain concentration of branched-chain ketoacids can increase 10- to 20-fold. This leads to a depletion of glutamate and a consequent reduction in the concentration of brain glutamine, aspartate, alanine, and other amino acids. The result is a compromise of energy metabolism because of a failure of the malate-aspartate shuttle and a diminished rate of protein synthesis (PMID: 15930465).	816-66-0	Liquid	CC(C)CC(=O)C([O-])=O	C6H9O3	InChI=1S/C6H10O3/c1-4(2)3-5(7)6(8)9/h4H,3H2,1-2H3,(H,8,9)/p-1	BKAJNAXTPSGJCU-UHFFFAOYSA-M	129.0551692	CHEBI:17865	HMDB0000695	
BASm0001106	digallate			Expected Solid	OC(=O)C1=CC(O)=C(O)C(OC(=O)C2=CC(O)=C([O-])C(O)=C2)=C1	C14H9O9	InChI=1S/C14H10O9/c15-7-2-6(3-8(16)11(7)18)14(22)23-10-4-5(13(20)21)1-9(17)12(10)19/h1-4,15-19H,(H,20,21)/p-1	COVFEVWNJUOYRL-UHFFFAOYSA-M	321.0252055	CHEBI:17866		MMDBc0054454
BASm0001107	3-hydroxypropanal	3-Hydroxypropanal is a broad-spectrum antimicrobial substance termed reuterin produced by Lactobacillus reuteri. L. reuteri resides in the gastrointestinal tract of healthy humans and animals, and is believed to. function as a symbiont in the enteric ecosystem. Synthesis of such an antimicrobial substance by an enteric resident raises a number of interesting questions and possibilities as to the role these residents may play in the health of the host. (PMID 3245697). In vivo, glycerol is converted in one enzymatic step into 3-Hydroxypropanal. The 3-Hydroxypropanal -producing Lactobacillus reuteri is used as a probiotic in the health care of humans and animals. 3-Hydroxypropanal forms, together with Hydroxypropanal-hydrate and Hydroxypropanal-dimer, a dynamic, multi-component system (Hydroxypropanal system) used in food preservation, as a precursor for many modern chemicals such as acrolein, acrylic acid, and 1,3-propanediol (1,3-PDO), and for polymer production. 3-Hydroxypropanal can be obtained both through traditional chemistry and bacterial fermentation. To date, 3-HPA has been produced from petrochemical resources as an intermediate in 1,3-PDO production. The biotechnological production of 3-Hydroxypropanal from renewable resources is desirable both for use of 3-Hydroxypropanal in foods and for the production of bulk chemicals. The main challenge will be the efficient production and recovery of pure 3-Hydroxypropanal. (PMID 14669058).	2134-29-4	Solid	OCCC=O	C3H6O2	InChI=1S/C3H6O2/c4-2-1-3-5/h2,5H,1,3H2	AKXKFZDCRYJKTF-UHFFFAOYSA-N	74.03677944	CHEBI:17871	HMDB0003453	
BASm0001108	dihydrozeatin	Dihydrozeatin (CAS: 23599-75-9) belongs to the class of organic compounds known as 6-alkylaminopurines. 6-Alkylaminopurines are compounds that contain an alkylamine group attached at the 6-position of a purine. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring. Dihydrozeatin is an intermediate in zeatin biosynthesis. It is converted from dihydrozeatin riboside and is then converted into dihydrozeatin-O-glucoside via glycosyltransferases (EC 2.4.1.- ). Dihydrozeatin is a very strong basic compound (based on its pKa).	37789-32-5		C[C@@H](CO)CCNc1ncnc2nc[nH]c12	C10H15N5O	InChI=1S/C10H15N5O/c1-7(4-16)2-3-11-9-8-10(13-5-12-8)15-6-14-9/h5-7,16H,2-4H2,1H3,(H2,11,12,13,14,15)/t7-/m1/s1	XXFACTAYGKKOQB-SSDOTTSWSA-N	221.1276601	CHEBI:17874	HMDB0012215	
BASm0001109	2-hydroxycyclohexan-1-one	An organic phosphate that is phosphoric acid in which one of the hydrogens is replaced by an organyl group		Expected Solid	O=C1CCCCC1O	C6H10O2	InChI=1S/C6H10O2/c7-5-3-1-2-4-6(5)8/h5,7H,1-4H2	ODZTXUXIYGJLMC-UHFFFAOYSA-N	114.0680796	CHEBI:17878		MMDBc0031942
BASm0001110	4-hydroxybenzoate	4-hydroxybenzoate, also known as 4-hydroxybenzoic acid, dilithium salt or para-hydroxybenzoic acid, is a member of the class of compounds known as benzoic acids. Benzoic acids are organic Compounds containing a benzene ring which bears at least one carboxyl group. 4-hydroxybenzoate is soluble (in water) and a weakly acidic compound (based on its pKa). 4-hydroxybenzoate can be found in a number of food items such as fennel, silver linden, cucurbita (gourd), and chinese cabbage, which makes 4-hydroxybenzoate a potential biomarker for the consumption of these food products.			O=C([O-])c1ccc(O)cc1	C7H5O3	InChI=1S/C7H6O3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H,(H,9,10)/p-1	FJKROLUGYXJWQN-UHFFFAOYSA-M	137.023869	CHEBI:17879	HMDB0304180	
BASm0001111	keto-D-tagaturonate			Expected Solid	O=C([O-])[C@@H](O)[C@H](O)[C@H](O)C(=O)CO	C6H9O7	InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h3-5,7,9-11H,1H2,(H,12,13)/p-1/t3-,4-,5+/m1/s1	IZSRJDGCGRAUAR-WDCZJNDASA-M	193.0353762	CHEBI:17886		MMDBc0000316
BASm0001112	isopyridoxal	Isopyridoxal is an active vitamer of the B6 complex in humans. (PMID 2208740). Vitamin B(6) is an essential component in human diet. (PMID 12686115). Vitamin B6 status (together with other vitamins from the B complex) is also related to Hyperhomocysteinemia, which has been linked to an increased risk for cardiovascular (CV) disease. (PMID 16407736).			Cc1ncc(C=O)c(CO)c1O	C8H9NO3	InChI=1S/C8H9NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2-3,11-12H,4H2,1H3	GNKXHPULSPWUAK-UHFFFAOYSA-N	167.0582432	CHEBI:17889	HMDB0004290	
BASm0001113	indole-3-ethanol	Tryptophol, also known as indole-3-ethanol, is an indolyl alcohol that is ethanol substituted by a 1H-indol-3-yl group at position 2. It has a role as a Saccharomyces cerevisiae metabolite, an auxin and a plant metabolite. Tryptophol is a catabolite of tryptophan converted by the gut microbiota. After absorption through the intestinal epithelium, tryptophan catabolites enter the bloodstream and are later excreted in the urine (PMID:30120222). Tryptophol production was negatively associated with interferon-gamma production (IFNγ) which suggests that tryptophol has anti-inflammatory properties (PMID:27814509). Tryptophol has also been identified as the hypnotic agent in trypanosomal sleeping sickness, and because it is formed in vivo after ethanol or disulfiram treatment, it is also associated with the study of alcoholism (PMID:7241135).	526-55-6		OCCc1c[nH]c2ccccc12	C10H11NO	InChI=1S/C10H11NO/c12-6-5-8-7-11-10-4-2-1-3-9(8)10/h1-4,7,11-12H,5-6H2	MBBOMCVGYCRMEA-UHFFFAOYSA-N	161.084064	CHEBI:17890	HMDB0003447	
BASm0001114	L-rhamnulose	L-Rhamnulose (CAS: 14807-05-7), also known as 6-deoxy-L-fructose, is a breakdown product of L-rhamnose, which is ubiquitous and particularly abundant in some plants, such as buckthorn. Rhamnose is also one of the sugars regularly used to conduct the dual sugar permeability test. Rhamnose is fermented by some colonic bacteria into L-rhamnulose. Three bacterial (gut microflora) enzymes are involved in rhamnose degradation including rhaB (rhamnulose kinase), rhaA (rhamnose isomerase), and rhaD (rhamnulose-1-phosphate aldolase). L-Rhamnulose kinase catalyzes the transfer of the gamma-phosphate group from ATP to the 1-hydroxyl group of L-rhamnulose. L-Rhamnulose has been found in Escherichia (PMID: 4975916).	470-21-3		C[C@H](O)[C@H](O)[C@@H](O)C(=O)CO	C6H12O5	InChI=1S/C6H12O5/c1-3-4(8)5(9)6(10,2-7)11-3/h3-5,7-10H,2H2,1H3/t3-,4-,5+,6-/m1/s1	CJJCPDZKQKUXSS-ARQDHWQXSA-N	164.0684735	CHEBI:17897	HMDB0010207	
BASm0001115	all-trans-retinal	Retinal is a carotenoid constituent of visual pigments. It is the oxidized form of retinol which functions as the active component of the visual cycle. It is bound to the protein opsin forming the complex rhodopsin. When stimulated by visible light, the retinal component of the rhodopsin complex undergoes isomerization at the 11-position of the double bond to the cis-form; this is reversed in "dark" reactions to return to the native trans-configuration.	116-31-4		CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=O)C(C)(C)CCC1	C20H28O	InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3/b9-6+,12-11+,16-8+,17-13+	NCYCYZXNIZJOKI-OVSJKPMPSA-N	284.2140155	CHEBI:17898	HMDB0001358	
BASm0001116	7alpha-hydroxycholest-4-en-3-one	7a-Hydroxy-cholestene-3-one is a metabolite in bile acid synthesis. It is derived from 7a-hydroxy-cholesterol and can be further metabolized to 7a,12a,-dihydroxy-cholest-4-en-3-one. Analysis of 7a-Hydroxycholestene-3-one (HCO) in serum may serve as a novel, simple, and sensitive method for the detection of bile acid malabsorption in patients with chronic diarrhea of unknown origin (PMID 9952217).	3862-25-7	Solid	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)CC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H44O2	InChI=1S/C27H44O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h15,17-18,21-25,29H,6-14,16H2,1-5H3/t18-,21-,22+,23+,24-,25+,26+,27-/m1/s1	IOIZWEJGGCZDOL-RQDYSCIWSA-N	400.3341307	CHEBI:17899	HMDB0001993	
BASm0001117	6-acetyl-D-glucose	6-Acetyl-D-glucose is an acetylated form of glucose.  It is a substrate of 6-acetylglucose deacetylase (EC 3.1.1.33)  and Maltose O-acetyltransferase (EC 2.3.1.79)			CC(=O)OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O	C8H14O7	InChI=1S/C8H14O7/c1-3(9)14-2-4-5(10)6(11)7(12)8(13)15-4/h4-8,10-13H,2H2,1H3/t4-,5-,6+,7-,8-/m1/s1	ILLOJQCWUBEHBA-JAJWTYFOSA-N	222.0739528	CHEBI:17901		
BASm0001118	4-(dimethylamino)azobenzene			Expected Solid	CN(C)c1ccc(N=Nc2ccccc2)cc1	C14H15N3	InChI=1S/C14H15N3/c1-17(2)14-10-8-13(9-11-14)16-15-12-6-4-3-5-7-12/h3-11H,1-2H3	JCYPECIVGRXBMO-UHFFFAOYSA-N	225.1265975	CHEBI:17903		MMDBc0055456
BASm0001119	styrene oxide	Styrene Oxide, also known as Epoxystyrene or Phenyloxirane, is classified as a benzene or a Benzene derivative. Benzenes are aromatic compounds containing one monocyclic ring system consisting of benzene. Styrene Oxide is considered to be slightly soluble (in water) and basic	1996-09-03		c1ccc(C2CO2)cc1	C8H8O	InChI=1S/C8H8O/c1-2-4-7(5-3-1)8-6-9-8/h1-5,8H,6H2	AWMVMTVKBNGEAK-UHFFFAOYSA-N	120.0575149	CHEBI:17907	HMDB0062765	
BASm0001121	hexano-6-lactone	ε-Caprolactone, also known simply as caprolactone, is a compound belonging to the family of compounds known as lactones. Lactones are cyclic esters of hydroxyl carboxylic acids, wherein the functional group has become part of a ring structure with carbon atoms. Caprolactone consists of a seven membered ring derived from the cyclization of caproic acid. As a monomer it used in the production of highly specialized plastics and polymers. Caprolactone is produced by the Baeyer-Villiger oxidation of cyclohexanone with peracetic acid, and was used previously (until economically inviable) as a precursor in the production of caprolactam. Several other caprolactone isomers are known. These isomers include α-, β-, γ-, and δ-caprolactones. All are chiral. (R)-γ-caprolactone is a component of floral scents and of the aromas of some fruits and vegetables (Journal of Agricultural and Food Chemistry. 37: 413–418), while δ-caprolactone is found in heated milk fat (Journal of Dairy Science. 48 (5): 615–616).			O=C1CCCCCO1	C6H10O2	InChI=1S/C6H10O2/c7-6-4-2-1-3-5-8-6/h1-5H2	PAPBSGBWRJIAAV-UHFFFAOYSA-N	114.0680796	CHEBI:17915	HMDB0060476	
BASm0001122	3-methyleneoxindole				C=C1C(=O)Nc2ccccc21		InChI=1S/C9H7NO/c1-6-7-4-2-3-5-8(7)10-9(6)11/h2-5H,1H2,(H,10,11)	IGXUUWYVUGBMFT-UHFFFAOYSA-N		CHEBI:17920		
BASm0001123	9H-fluoren-9-one			Expected Solid	O=C1c2ccccc2-c2ccccc21	C13H8O	InChI=1S/C13H8O/c14-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)13/h1-8H	YLQWCDOCJODRMT-UHFFFAOYSA-N	180.0575149	CHEBI:17922		MMDBc0054316
BASm0001124	D-sorbitol	Sorbitol is a polyhydric alcohol with about half the sweetness of sucrose. Sorbitol occurs naturally and is also produced synthetically from glucose. It was formerly used as a diuretic and may still be used as a laxative and in irrigating solutions for some surgical procedures. It is also used in many manufacturing processes, as a pharmaceutical aid, and in several research applications. Ascorbic acid fermentation; in solution form for moisture-conditioning of cosmetic creams and lotions, toothpaste, tobacco, gelatin; bodying agent for paper, textiles, and liquid pharmaceuticals; softener for candy; sugar crystallization inhibitor; surfactants; urethane resins and rigid foams; plasticizer, stabilizer for vinyl resins; food additive (sweetener, humectant, emulsifier, thickener, anticaking agent); dietary supplement. (Hawley's Condensed Chemical Dictionary) Biological Source: Occurs widely in plants ranging from algae to the higher orders. Fruits of the plant family Rosaceae, which include apples, pears, cherries, apricots, contain appreciable amounts. Rich sources are the fruits of the Sorbus and Crataegus species Use/Importance: Used for manufacturing of sorbose, propylene glycol, ascorbic acid, resins, plasticizers and as antifreeze mixtures with glycerol or glycol. Tablet diluent, sweetening agent and humectant, other food uses. Sorbitol is used in photometric determination of Ru(VI) and Ru(VIII); in acid-base titration of borate (Dictionary of Organic Compounds).	50-70-4		OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)CO	C6H14O6	InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5-,6-/m1/s1	FBPFZTCFMRRESA-JGWLITMVSA-N	182.0790382	CHEBI:17924	HMDB0000247	
BASm0001125	alpha-D-glucose	Alpha-D-Glucose is the alpha anomer of D-Glucose. An anomer is an epimer at the hemiacetal/hemiketal carbon in a cyclic saccharide (such as glucose). Formally, glucose is a monosaccharide containing six carbon atoms and an aldehyde group. Therefore, it is referred to as an aldohexose. In solutions, glucose can exist in an open-chain (acyclic) and a ring (cyclic) form, the latter being the result of an intramolecular reaction between the aldehyde C atom and the C-5 hydroxyl group to form an intramolecular hemiacetal. In aqueous solution, both forms are in equilibrium and at pH 7 the cyclic one is predominant. Typically, the proportion of the linear form is <0.02%, the proportion of the alpha anomer (alpha-D-Glucose) is 36% and the proportion of the beta anomer (beta-D-Glucose) is 64%. The key difference between alpha and beta glucose is the orientation of hydroxyl (-OH) group attached to the first carbon atom. Different glucose anomers have different physical properties, melting points and specific rotations. For instance, alpha-D-glucose has a melting point of 146 oC, while beta-D-glucose has a melting point of 150 oC. When alpha-D-glucose molecules polymerize they form starch. When beta-D-glucose molecules polymerize, they form cellulose. Regardless of its anomeric form, glucose is a primary source of energy for all living organisms. It is a fundamental metabolite found in all organisms, ranging from bacteria to plants to humans. Most of the glucose generated on the Earth is made by plants and algae during photosynthesis from water and carbon dioxide, where it is used to make cellulose (and other polymeric forms of glucose called polysaccharides) that stabilize plant cell walls. Glucose is also found in fruits and other parts of plants in its free state. In animals, glucose can be generated from the breakdown of glycogen in a process known as glycogenolysis. Glucose can also be synthesized de novo in animals. In particular, it can be synthesized in the liver and kidneys from non-carbohydrate intermediates, such as pyruvate and glycerol (and gluconeogenic amino acids such as glycine, serine and alanine), by a process known as gluconeogenesis. Humans also consume large amounts of glucose as part of their regular diet. Ingested glucose initially binds to the receptor for sweet taste on the tongue in humans. This complex of the proteins T1R2 and T1R3 makes it possible to identify glucose-containing food sources. Glucose in the body mainly comes from food - about 300 g per day for the average adult. In humans, the breakdown of glucose-containing polysaccharides happens partly during chewing by means of the enzyme known as amylase, which is contained in saliva, as well as by other enzymes such as maltase, lactase and sucrase on the brush border of the small intestine. The blood sugar content of a healthy person in the short-time fasting state, e.g. after overnight fasting, is about 70 to 100 mg/dL of blood (4 to 5.5 mM). In blood plasma, the measured values are about 10-15% higher. Dysregulated metabolism of glucose can lead to a number of diseases including diabetes. Diabetes is a metabolic disorder where the body is unable to regulate levels of glucose in the blood either because of a lack of insulin in the body or the failure, by cells in the body, to respond properly to insulin. Each of these situations can be caused by persistently high elevations of blood glucose levels (called hyperglycemia), through pancreatic burnout and insulin resistance. Persistently elevated levels of glucose (>6 mM or >120 mg/dL) can lead to the formation of covalent adducts of glucose with plasma proteins through a non-enzymatic process known as glycation. This glycation reaction leads to advanced glycation end products or AGEs (PMID: 24634591). AGEs are thought to be the major causes of different diabetic complications. High glucose levels may induce glycation of various structural and functional proteins including plasma proteins and collagen. The non-enzymatic modification of plasma proteins such as albumin, fibrinogen, hemoglobin and globulins may produce various deleterious effects including alteration in drug binding in the plasma, platelet activation, generation of oxygen free radicals, impaired fibrinolysis and impairment in immune system regulation (PMID: 24634591). Transiently elevated glucose (up to 7.3 mM or 133 mg/dL) is often seen shortly after the consumption of a meal or a food item that is rich in carbohydrates -- even among very healthy people (PMID: 19885137).  Glucose is also elevated when an individual is fighting viral or bacterial infections or suffering from traumatic injuries (burns, wounds).  In fact, glucose can be significantly elevated (>11 mM or 200 mg/dL) when individuals are experiencing sepsis or septic shock (PMID: 16006275).  On the other hand, low blood glucose levels (hypoglycemia) where blood glucose is <3.9 mM (70 mg/dL) are common among people with type 1 diabetes and people with type 2 diabetes who take certain diabetic medicines. Certain conditions, such as liver disease, may also cause low levels of blood glucose. Hypoglycemia can lead to fatigue, sleepiness, short temper or feeling faint.	492-62-6	Solid	OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6+/m1/s1	WQZGKKKJIJFFOK-DVKNGEFBSA-N	180.0633881	CHEBI:17925	HMDB0003345	
BASm0001126	N-hydroxy-2-acetamidofluorene				CC(=O)N(O)c1ccc2c(c1)Cc1ccccc1-2	C15H13NO2	InChI=1S/C15H13NO2/c1-10(17)16(18)13-6-7-15-12(9-13)8-11-4-2-3-5-14(11)15/h2-7,9,18H,8H2,1H3	SOKUIEGXJHVFDV-UHFFFAOYSA-N	239.0946287	CHEBI:17931	HMDB0255151	
BASm0001127	calcidiol	The major circulating metabolite of vitamin D3 (calciferon). It is produced in the liver and is the best indicator of the body's vitamin D stores. It is effective in the treatment of rickets and osteomalacia, both in azotemic and non-azotemic patients. Calcifediol also has mineralizing properties.	19356-17-3	Solid	C=C1CC[C@H](O)C/C1=C/C=C1\CCC[C@]2(C)[C@@H]([C@H](C)CCCC(C)(C)O)CC[C@@H]12	C27H44O2	InChI=1S/C27H44O2/c1-19-10-13-23(28)18-22(19)12-11-21-9-7-17-27(5)24(14-15-25(21)27)20(2)8-6-16-26(3,4)29/h11-12,20,23-25,28-29H,1,6-10,13-18H2,2-5H3/b21-11+,22-12-/t20-,23+,24-,25+,27-/m1/s1	JWUBBDSIWDLEOM-DTOXIADCSA-N	400.3341307	CHEBI:17933	HMDB0003550	
BASm0001128	pregnan-21-al				C[C@]12CC[C@H]3[C@@H](CCC4CCCC[C@@]43C)[C@@H]1CC[C@@H]2CC=O	C21H34O	InChI=1S/C21H34O/c1-20-12-4-3-5-15(20)6-8-17-18-9-7-16(11-14-22)21(18,2)13-10-19(17)20/h14-19H,3-13H2,1-2H3/t15-,16+,17-,18-,19-,20-,21+/m0/s1	UJWPMRYSXHLYMB-GCOKGBOCSA-N	302.2609657	CHEBI:17934		
BASm0001129	octanal	Octanal, also known as 1-caprylaldehyde or aldehyde C-8, belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms. Thus, octanal is considered to be a fatty aldehyde lipid molecule. A saturated fatty aldehyde formally arising from reduction of the carboxy group of caprylic acid (octanoic acid). Octanal is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Octanal exists in all eukaryotes, ranging from yeast to humans. Octanal is an aldehydic, citrus, and fat tasting compound. Octanal is commonly found in high concentrations in limes, caraway, and mandarin orange (clementine, tangerine) and in lower concentrations in wild carrots and carrots. Octanal has also been detected, but not quantified in several different foods, such as cherry tomato, brussel sprouts, alaska wild rhubarbs, sweet marjorams, and sunflowers. 	124-13-0		CCCCCCCC=O	C8H16O	InChI=1S/C8H16O/c1-2-3-4-5-6-7-8-9/h8H,2-7H2,1H3	NUJGJRNETVAIRJ-UHFFFAOYSA-N	128.1201151	CHEBI:17935	HMDB0001140	
BASm0001130	L-rhamnono-1,4-lactone			Expected Solid	[H][C@]1(OC(=O)[C@H](O)[C@@H]1O)[C@H](C)O	C6H10O5	InChI=1S/C6H10O5/c1-2(7)5-3(8)4(9)6(10)11-5/h2-5,7-9H,1H3/t2-,3-,4+,5-/m0/s1	VASLEPDZAKCNJX-KLVWXMOXSA-N	162.0528234	CHEBI:17937		MMDBc0054545
BASm0001131	5alpha-ergosta-7,22-diene-3beta,5-diol					C28H46O2		KKCUYJKFHVZXJO-AWKCEKCTSA-N	414.3497807	CHEBI:17938		
BASm0001132	diisopropyl fluorophosphate	An irreversible cholinesterase inhibitor with actions similar to those of echothiophate. It is a powerful miotic used mainly in the treatment of glaucoma. Its vapor is highly toxic and it is recommended that only solutions in arachis oil be used therapeutically. (From Martindale, The Extra Pharmacopoeia, 29th ed, p1330)	55-91-4	Liquid	CC(C)OP(F)(=O)OC(C)C	C6H14FO3P	InChI=1S/C6H14FO3P/c1-5(2)9-11(7,8)10-6(3)4/h5-6H,1-4H3	MUCZHBLJLSDCSD-UHFFFAOYSA-N	184.066459	CHEBI:17941	HMDB0014815	
BASm0001133	N-cyclohexylformamide				O=CNC1CCCCC1	C7H13NO	InChI=1S/C7H13NO/c9-6-8-7-4-2-1-3-5-7/h6-7H,1-5H2,(H,8,9)	SWGXDLRCJNEEGZ-UHFFFAOYSA-N	127.099714	CHEBI:17945	HMDB0255105	
BASm0001134	(2R,3R)-dihydroquercetin	Taxifolin, also known as dihydroquercetin or (+)-taxifolin, is a member of the class of compounds known as flavanonols. Flavanonols are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a hydroxyl group and a ketone at the carbon C2 and C3, respectively. Taxifolin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Taxifolin can be found in a number of food items such as sweet rowanberry, arrowroot, evening primrose, and walnut, which makes taxifolin a potential biomarker for the consumption of these food products. Taxifolin is a flavanonol, a type of flavonoid .			O[C@@H]1[C@H](OC2=CC(O)=CC(O)=C2C1=O)C1=CC(O)=C(O)C=C1	C15H12O7	InChI=1S/C15H12O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,14-19,21H/t14-,15+/m0/s1	CXQWRCVTCMQVQX-LSDHHAIUSA-N	304.0583027	CHEBI:17948	HMDB0303943	
BASm0001137	xanthopterin-B2					C9H10N4O4		PINNBMAOEJRIQL-UHFFFAOYNA-N	238.0702048	CHEBI:17953		
BASm0001138	5-(2-hydroxyethyl)-4-methylthiazole	5-(2-Hydroxyethyl)-4-methylthiazole, also known as 4-methyl-5-(2'-hydroxyethyl)-thiazole or 4-methyl-5-thiazolethanol, belongs to the class of organic compounds known as 4,5-disubstituted thiazoles. 4,5-disubstituted thiazoles are compounds containing a thiazole ring substituted at positions 4 and 5 only. 5-(2-Hydroxyethyl)-4-methylthiazole exists in all living species, ranging from bacteria to humans. 5-(2-Hydroxyethyl)-4-methylthiazole is a sulfur tasting compound. 5-(2-Hydroxyethyl)-4-methylthiazole has been detected, but not quantified, in several different foods, such as kohlrabis, red bell peppers, citrus, avocado, and black-eyed pea. This could make 5-(2-hydroxyethyl)-4-methylthiazole a potential biomarker for the consumption of these foods. A 1,3-thiazole that is thiazole substituted by a methyl group at position 4 and a 2-hydroxyethyl group at position 5.	137-00-8		CC1=C(CCO)SC=N1	C6H9NOS	InChI=1S/C6H9NOS/c1-5-6(2-3-8)9-4-7-5/h4,8H,2-3H2,1H3	BKAWJIRCKVUVED-UHFFFAOYSA-N	143.0404846	CHEBI:17957	HMDB0032985	
BASm0001139	an alkyl cinnamate				*OC(=O)C=Cc1ccccc1					CHEBI:17958		
BASm0001140	cyclohexyl isocyanide				[C-]#[N+]C1CCCCC1	C7H11N	InChI=1S/C7H11N/c1-8-7-5-3-2-4-6-7/h7H,2-6H2	XYZMOVWWVXBHDP-UHFFFAOYSA-N	109.0891494	CHEBI:17966		MMDBc0054415
BASm0001141	urethane	Ethyl carbamate, also known as aethylurethan or uretan, belongs to the class of organic compounds known as carboximidic acids and derivatives. Carboximidic acids and derivatives are compounds containing a carboximidic group, with the general formula R-C(=NR1)OR2. Ethyl carbamate has been detected, but not quantified, in alcoholic beverages. This could make ethyl carbamate a potential biomarker for the consumption of these foods. Ethyl carbamate is formally rated as a probable carcinogen (by IARC 2A) and is also a potentially toxic compound. It is readily absorbed from the gastrointestinal tract and the skin. It also tends to induce specific mutations in the Kras oncogene in codon 61 of exon 2 including A:T transversions and A-->G transitions in the second base and A-->T transversions in the third base. Urethane, formerly marketed as an inactive ingredient in Profenil injection, was determined to be carcinogenic and was removed from the Canadian, US, and UK markets in 1963. If necessary, the person should shower and change contaminated clothing and shoes, and then must seek medical attention. In case of contact with eyes, irrigate opened eyes for several minutes under running water. Metabolism is mediated by cytochrome P450 2E1. 	51-79-6		CCOC(N)=O	C3H7NO2	InChI=1S/C3H7NO2/c1-2-6-3(4)5/h2H2,1H3,(H2,4,5)	JOYRKODLDBILNP-UHFFFAOYSA-N	89.04767847	CHEBI:17967	HMDB0031219	
BASm0001142	butanoate			Expected Solid	CCCC([O-])=O	C4H7O2	InChI=1S/C4H8O2/c1-2-3-4(5)6/h2-3H2,1H3,(H,5,6)/p-1	FERIUCNNQQJTOY-UHFFFAOYSA-M	87.04515305	CHEBI:17968		MMDBc0054375
BASm0001144	QH(2)	Qh(2) is part of the Oxidative phosphorylation, Cardiac muscle contraction, Alzheimer's disease, Parkinson's disease, and Huntington's disease pathways. It is a substrate for: Cytochrome b-c1 complex subunit Rieske, mitochondrial.		Solid	COC1=C(O)C(C)=C(CC=C(C)C)C(O)=C1OC	C14H20O4	InChI=1S/C14H20O4/c1-8(2)6-7-10-9(3)11(15)13(17-4)14(18-5)12(10)16/h6,15-16H,7H2,1-5H3	TVLSKGDBUQMDPR-UHFFFAOYSA-N	252.1361591	CHEBI:17976	HMDB0059661	
BASm0001145	benzosemiquinone				O[C]1C=CC(=O)C=C1	C6H5O2	InChI=1S/C6H5O2/c7-5-1-2-6(8)4-3-5/h1-4,7H	XLHUBROMZOAQMV-UHFFFAOYSA-N	109.0289544	CHEBI:17977	HMDB0256033	
BASm0001146	L-xylose		141492-12-8	Expected Solid	[H][C@](O)(CO)[C@@]([H])(O)[C@]([H])(O)C=O	C5H10O5	InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h1,3-5,7-10H,2H2/t3-,4+,5+/m1/s1	PYMYPHUHKUWMLA-WISUUJSJSA-N	150.0528234	CHEBI:17979		MMDBc0033144
BASm0001147	6-acetamido-3-oxohexanoate				CC(=O)NCCCC(=O)CC(=O)[O-]	C8H12NO4	InChI=1S/C8H13NO4/c1-6(10)9-4-2-3-7(11)5-8(12)13/h2-5H2,1H3,(H,9,10)(H,12,13)/p-1	GICCYAKQXAHHKY-UHFFFAOYSA-M		CHEBI:17982		
BASm0001148	benzyl alcohol	Benzyl alcohol is a colorless liquid with a sharp burning taste and slight odor. It is used as a local anesthetic and to reduce pain associated with Lidocaine injection. Also, it is used in the manufacture of other benzyl compounds, as a pharmaceutical aid, and in perfumery and flavoring. Benzyl Alcohol is an aromatic alcohol used in a wide variety of cosmetic formulations as a fragrance component, preservative, solvent, and viscosity-decreasing agent. Benzyl alcohol is metabolized to Benzoic Acid, which reacts with glycine and excreted as hippuric acid in the human body. Acceptable daily intakes were established by the World Health Organization at 5 mg/kg for Benzyl alcohol. No adverse effects of benzyl alcohol have been seen in chronic exposure animal studies using rats and mice. Effects of Benzyl Alcohol in chronic exposure animal studies are limited to reduced feed intake and reduced growth. Some differences have been noted in one reproductive toxicity study using mice, but these were limited to lower maternal body weights and decreased mean litter weights. Another study also noted that fetal weight was decreased compared to controls, but a third study showed no differences between control and benzyl alcohol-treated groups. Benzyl alcohol has been associated with an increased number of resorptions and malformations in hamsters, but there have been no reproductive or developmental toxicity findings in studies using mice and rats. Genotoxicity tests for benzyl alcohol are mostly negative, but there were some assays that were positive. Carcinogenicity studies, however, were negative. Clinical data indicates that benzyl alcohol can produce nonimmunologic contact urticaria and nonimmunologic immediate contact reactions, characterized by the appearance of wheals, erythema, and pruritis. 5% benzyl alcohol can elicit a reaction. Benzyl alcohol is not a sensitizer at 10%. Benzyl alcohol could be used safely at concentrations up to 5%, but that manufacturers should consider the nonimmunologic phenomena when using benzyl alcohol in cosmetic formulations designed for infants and children. Additionally, Benzyl alcohol is considered safe up to 10% for use in hair dyes. The limited body exposure, the duration of use, and the frequency of use are considered in concluding that the nonimmunologic reactions would not be a concern. Because of the wide variety of product types in which benzyl alcohol may be used, it is likely that inhalation may be a route of exposure. The available safety tests are not considered sufficient to support the safety of benzyl alcohol in formulations where inhalation is a route of exposure. Inhalation toxicity data are needed to complete the safety assessment of benzyl alcohol where inhalation can occur. (PMID:11766131).	100-51-6		OCC1=CC=CC=C1	C7H8O	InChI=1S/C7H8O/c8-6-7-4-2-1-3-5-7/h1-5,8H,6H2	WVDDGKGOMKODPV-UHFFFAOYSA-N	108.0575149	CHEBI:17987	HMDB0003119	
BASm0001149	daphnin				OC[C@H]1O[C@@H](OC2=C(O)C3=C(C=CC(=O)O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	C15H16O9	InChI=1S/C15H16O9/c16-5-8-10(18)12(20)13(21)15(23-8)22-7-3-1-6-2-4-9(17)24-14(6)11(7)19/h1-4,8,10,12-13,15-16,18-21H,5H2/t8-,10-,12+,13-,15-/m1/s1	HOIXTKAYCMNVMY-PVOAASPHSA-N	340.0794321	CHEBI:17989		
BASm0001150	1-O-(indol-3-ylacetyl)-beta-D-glucose	4-o-(indole-3-acetyl)-d-glucopyranose, also known as indole-3-acetyl-beta-1-D-glucose or B-D-glucopyranose, 1-(1h-indole-3-acetic acid), belongs to indole-3-acetic acid derivatives class of compounds. Those are compounds containing an acetic acid (or a derivative) linked to the C3 carbon atom of an indole. 4-o-(indole-3-acetyl)-d-glucopyranose is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 4-o-(indole-3-acetyl)-d-glucopyranose can be found in corn, which makes 4-o-(indole-3-acetyl)-d-glucopyranose a potential biomarker for the consumption of this food product.	52703-89-6		OC[C@H]1O[C@@H](OC(=O)CC2=CNC3=CC=CC=C23)[C@H](O)[C@@H](O)[C@@H]1O	C16H19NO7	InChI=1S/C16H19NO7/c18-7-11-13(20)14(21)15(22)16(23-11)24-12(19)5-8-6-17-10-4-2-1-3-9(8)10/h1-4,6,11,13-18,20-22H,5,7H2/t11-,13-,14+,15-,16+/m1/s1	HHDMMUWDSFASNB-JZYAIQKZSA-N	337.116152	CHEBI:17990	HMDB0301785	
BASm0001151	sucrose	Sucrose is a nonreducing disaccharide composed of glucose and fructose linked via their anomeric carbons. It is obtained commercially from sugarcane (Saccharum officinarum), sugar beet (Beta vulgaris), and other plants and used extensively as a food and a sweetener. Sucrose is derived by crushing and extracting sugarcane with water or by extracting sugar beet with water, evaporating, and purifying with lime, carbon, and various liquids. Sucrose is also obtainable from sorghum. Sucrose occurs in low percentages in honey and maple syrup. Sucrose is used as a sweetener in foods and soft drinks, in the manufacture of syrups, in invert sugar, confectionery, preserves and jams, demulcent, pharmaceutical products, and caramel. Sucrose is also a chemical intermediate for detergents, emulsifying agents, and other sucrose derivatives. Sucrose is widespread in the seeds, leaves, fruits, flowers, and roots of plants, where it functions as an energy store for metabolism and as a carbon source for biosynthesis. The annual world production of sucrose is in excess of 90 million tons mainly from the juice of sugar cane (20%) and sugar beet (17%). In addition to its use as a sweetener, sucrose is used in food products as a preservative, antioxidant, moisture control agent, stabilizer, and thickening agent. BioTransformer predicts that sucrose is a product of 6-O-sinapoyl sucrose metabolism via a hydrolysis-of-carboxylic-acid-ester-pattern1 reaction occurring in human gut microbiota and catalyzed by the liver carboxylesterase 1 (P23141) enzyme (PMID: 30612223).	57-50-1		OC[C@H]1O[C@@](CO)(O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O	C12H22O11	InChI=1S/C12H22O11/c13-1-4-6(16)8(18)9(19)11(21-4)23-12(3-15)10(20)7(17)5(2-14)22-12/h4-11,13-20H,1-3H2/t4-,5-,6-,7-,8+,9-,10+,11-,12+/m1/s1	CZMRCDWAGMRECN-UGDNZRGBSA-N	342.1162115	CHEBI:17992	HMDB0000258	
BASm0001152	chloride	Under standard conditions, chlorine exists as a diatomic molecule. Chlorine is a highly toxic, pale yellow-green gas that has a specific strong smell. In nature, chlorine is most abundant as a chloride ion. Physiologically, it exists as an ion in the body. The chloride ion is an essential anion that the body needs for many critical functions. It also helps keep the body's acid-base balance. The amount of chloride in the blood is carefully controlled by the kidneys. Chloride ions have important physiological roles. For instance, in the central nervous system, the inhibitory action of glycine and some of the action of GABA relies on the entry of Cl- into specific neurons. Also, the chloride-bicarbonate exchanger biological transport protein relies on the chloride ion to increase the blood's capacity of carbon dioxide, in the form of the bicarbonate ion. Chloride-transporting proteins (CLC) play fundamental roles in many tissues in the plasma membrane as well as in intracellular membranes. CLC proteins form a gene family that comprises nine members in mammals, at least four of which are involved in human genetic diseases. GABA(A) receptors are pentameric complexes that function as ligand-gated chloride ion channels. WNK kinases are a family of serine-threonine kinases that have been shown to play an essential role in the regulation of electrolyte homeostasis, and they are found in diverse epithelia throughout the body that are involved in chloride ion flux. Cystic fibrosis (CF) is caused by alterations in the CF transmembrane conductance regulator (CFTCR) gene that result in deranged sodium and chloride ion transport channels. (PMID: 17539703, 17729441, 17562499, 15300163) (For a complete review see Evans, Richard B. Chlorine: state of the art. Lung (2005), 183(3), 151-167. PMID: 16078037).	16887-00-6		[Cl-]	Cl	InChI=1S/ClH/h1H/p-1	VEXZGXHMUGYJMC-UHFFFAOYSA-M	34.96885271	CHEBI:17996	HMDB0000492	
BASm0001153	N2	Elemental nitrogen is a colorless, odorless, tasteless and mostly inert diatomic gas at standard conditions, constituting 78% by volume of Earth's atmosphere. Nitrogen occurs in all living organisms. It is a constituent element of amino acids and therefore of proteins and nucleic acids (DNA and RNA). Nitrogen is found in the chemical structure of almost all neurotransmitters and is a key component of alkaloids. Specific bacteria (e.g. Rhizobium trifolium) possess nitrogenase enzymes which can fix atmospheric nitrogen into a form (ammonium ion) which is chemically useful to higher organisms. Animals use nitrogen-containing amino acids from plant sources, as starting materials for all nitrogen-compound animal biochemistry, including the manufacture of proteins and nucleic acids. Animal metabolism of NO (nitric oxide) results in production of nitrite. Animal metabolism of nitrogen in proteins generally results in excretion of urea, while animal metabolism of nucleic acids results in excretion of urea and uric acid. The characteristic odor of animal flesh decay is caused by nitrogen-containing long-chain amines, such as putrescine and cadaverine. Decay of organisms and their waste products may produce small amounts of nitrate, but most decay eventually returns nitrogen content to the atmosphere, as molecular nitrogen. The circulation of nitrogen from the atmosphere through organics and then back to the atmosphere is commonly referred to as the nitrogen cycle. Nitrogen can be measured in urine with the Kjeldahl method or by spectrophotometric methods (enzymic tests). Total urinary nitrogen is calculated based on urea urinary nitrogen quantified with these methods.	7727-37-9		N#N	N2	InChI=1S/N2/c1-2	IJGRMHOSHXDMSA-UHFFFAOYSA-N	28.00614801	CHEBI:17997	HMDB0001371	
BASm0001154	4-methylpentanal	4-Methylpentanal is an intermediate in the metabolism of C21-Steroid hormone. It is a substrate for Cytochrome P450 11A1 (mitochondrial).	1119-16-0	Solid	CC(C)CCC=O	C6H12O	InChI=1S/C6H12O/c1-6(2)4-3-5-7/h5-6H,3-4H2,1-2H3	JGEGJYXHCFUMJF-UHFFFAOYSA-N	100.088815	CHEBI:17998	HMDB0001318	
BASm0001155	secologanin	Secologanin is a member of the class of compounds known as terpene glycosides. Terpene glycosides are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. Thus, secologanin is considered to be an isoprenoid lipid molecule. Secologanin is soluble (in water) and a very weakly acidic compound (based on its pKa). Secologanin can be found in a number of food items such as oyster mushroom, flaxseed, nectarine, and cereals and cereal products, which makes secologanin a potential biomarker for the consumption of these food products. Secologanin is a secoiridoid monoterpene synthesized from geranyl pyrophosphate in the mevalonate pathway. Secologanin then proceeds with dopamine or tryptamine to form ipecac and terpene indole alkaloids, respectively .			COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](C=C)[C@@H]1CC=O	C17H24O10	InChI=1S/C17H24O10/c1-3-8-9(4-5-18)10(15(23)24-2)7-25-16(8)27-17-14(22)13(21)12(20)11(6-19)26-17/h3,5,7-9,11-14,16-17,19-22H,1,4,6H2,2H3/t8-,9+,11-,12-,13+,14-,16+,17+/m1/s1	CSKKDSFETGLMSB-NRZPKYKESA-N	388.136947	CHEBI:18002	HMDB0304482	
BASm0001156	D-hamamelose				O=C[C@@](O)(CO)[C@H](O)[C@H](O)CO	C6H12O6	InChI=1S/C6H12O6/c7-1-4(10)5(11)6(12,2-8)3-9/h2,4-5,7,9-12H,1,3H2	ZGVNGXVNRCEBDS-UHFFFAOYSA-N	180.0633881	CHEBI:18004		
BASm0001157	3-phenylpyruvate	2-oxo-3-phenylpropanoate, also known as 3-phenylpyruvate or 3-(4-hydroxyphenyl)pyruvate, belongs to phenylpyruvic acid derivatives class of compounds. Those are compounds containing a phenylpyruvic acid moiety, which consists of a phenyl group substituted at the second position by an pyruvic acid. 2-oxo-3-phenylpropanoate is slightly soluble (in water) and a weakly acidic compound (based on its pKa). 2-oxo-3-phenylpropanoate can be found in a number of food items such as saskatoon berry, deerberry, green zucchini, and breadnut tree seed, which makes 2-oxo-3-phenylpropanoate a potential biomarker for the consumption of these food products.			[O-]C(=O)C(=O)CC1=CC=CC=C1	C9H7O3	InChI=1S/C9H8O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,11,12)/p-1	BTNMPGBKDVTSJY-UHFFFAOYSA-M	163.0395191	CHEBI:18005	HMDB0304081	
BASm0001158	androstan-3alpha,17beta-diol		5856-10-0		[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2C[C@H](O)CC[C@]12C	C19H32O2	InChI=1S/C19H32O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-17,20-21H,3-11H2,1-2H3/t12?,13-,14+,15+,16+,17+,18+,19+/m1/s1	CBMYJHIOYJEBSB-JBDJBKRMSA-N	292.2402303	CHEBI:18011		
BASm0001159	oxidized Latia luciferin	4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-butanone is found in fruits. 4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-butanone is a component of peach aroma.	17283-81-7		CC(=O)CCC1=C(C)CCCC1(C)C	C13H22O	InChI=1S/C13H22O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h5-9H2,1-4H3	QJJDNZGPQDGNDX-UHFFFAOYSA-N	194.1670653	CHEBI:18015	HMDB0032913	
BASm0001160	3',4',5-trihydroxy-3,6,7-trimethoxyflavone	2-(3,4-dihydroxyphenyl)-5-hydroxy-3,6,7-trimethoxy-4h-chromen-4-one is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6,7-trimethoxy-4h-chromen-4-one. It is generated by cyp1a2, cyp2c9, cyp2c19, cyp2d6, cyp2e1, and cyp3a4 enzymes via an o-dealkylation reaction. This o-dealkylation occurs in humans.			COC1=C(OC)C(O)=C2C(=O)C(OC)=C(OC2=C1)C1=CC(O)=C(O)C=C1	C18H16O8	InChI=1S/C18H16O8/c1-23-12-7-11-13(14(21)17(12)24-2)15(22)18(25-3)16(26-11)8-4-5-9(19)10(20)6-8/h4-7,19-21H,1-3H3	BYWLLSQTJBXAPV-UHFFFAOYSA-N	360.0845175	CHEBI:18016	HMDB0130258	
BASm0001161	4-(trimethylamino)butanal	4-Trimethylammoniobutanal is a substrate for Serine hydroxymethyltransferase (cytosolic), Serine hydroxymethyltransferase (mitochondrial), Aldehyde dehydrogenase (mitochondrial), Fatty aldehyde dehydrogenase, 4-trimethylaminobutyraldehyde dehydrogenase, Aldehyde dehydrogenase (dimeric NADP-preferring), Aldehyde dehydrogenase family 7 member A1, Aldehyde dehydrogenase 1A3 and Aldehyde dehydrogenase X (mitochondrial).	64595-66-0	Solid	C[N+](C)(C)CCCC=O	C7H16NO	InChI=1S/C7H16NO/c1-8(2,3)6-4-5-7-9/h7H,4-6H2,1-3H3/q+1	OITBLCDWXSXNCN-UHFFFAOYSA-N	130.1231891	CHEBI:18020	HMDB0001345	
BASm0001162	thiocyanate	Thiocyanate is analogous to the cyanate ion, [OCN]-, wherein oxygen is replaced by sulfur. [SCN]- is one of the pseudohalogens, due to the similarity of its reactions to that of halide ions. Thiocyanate was formerly known as rhodanide (from a Greek word for rose) because of the red color of its complexes with iron. Thiocyanates are typically colorless. Cyanide ions can react with cystine to yield thicocyanate. This reaction occurs to a slight extent even in neutral solution, but is more pronounced in alkaline solutions of cystine. In addition to this non-enzymatic route, cyanide produced in vivo can be converted in part to thiocyanate by sulfur transferase systems. The thiocyanate ion can be oxidized at acid pH by hydrogen peroxide to generate sulfate and cyanide. The reaction is catalyzed by hemoglobin acting as a peroxidase. Thiocyanate is analogous to the cyanate ion, [OCN]-, wherein oxygen is replaced by sulfur. [SCN]- is one of the pseudohalogens, due to the similarity of its reactions to that of halide ions. Thiocyanate was formerly known as rhodanide (from a Greek word for rose) because of the red color of its complexes with iron. Thiocyanates are typically colorless. Cyanide ions can react with cystine to yield thicocyanate. This reaction occurs to a slight extent even in neutral solution, but is more pronounced in alkaline solutions of cystine. In addition to this non-enzymatic route, cyanide produced in vivo can be converted in part to thiocyanate by sulfur transferase systems. The thiocyanate ion can be oxidized at acid pH by hydrogen peroxide to generate sulfate and cyanide. The reaction is catalyzed by hemoglobin acting as a peroxidase. A study shows that thiocyanate has a protective effect in lung in cystic fibrosis, and an anti-inflammatory effect in arterial endothelial cells, a neuronal cell line, and a pancreatic beta cell line (PMID: 19918082). Thiocyanate has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821).	0302-04-05	Solid	[S-]C#N	CNS	InChI=1S/CHNS/c2-1-3/h3H/p-1	ZMZDMBWJUHKJPS-UHFFFAOYSA-M	57.9751447	CHEBI:18022	HMDB0001453	
BASm0001163	dihydromacarpine		77785-12-7		COC1=CC2=C(N(C)CC3=C4OCOC4=CC(OC)=C23)C2=CC3=C(OCO3)C=C12	C22H19NO6	InChI=1S/C22H19NO6/c1-23-8-14-20(18(25-3)7-19-22(14)29-10-28-19)13-6-15(24-2)11-4-16-17(27-9-26-16)5-12(11)21(13)23/h4-7H,8-10H2,1-3H3	RTVFIUBAXAZKSU-UHFFFAOYSA-N	393.1212373	CHEBI:18029		
BASm0001164	2-formamidobenzaldehyde				O=CNc1ccccc1C=O		InChI=1S/C8H7NO2/c10-5-7-3-1-2-4-8(7)9-6-11/h1-6H,(H,9,11)	PVIMSPYDDGDCTG-UHFFFAOYSA-N		CHEBI:18033		
BASm0001165	4-fumarylacetoacetate	4-Fumarylacetoacetic acid is an intermediate in the metabolism of tyrosine. Fumarylacetoacetate hydrolase (FAH) is an enzyme which catalyzes the hydrolysis of 4-fumarylacetoacetate into fumarate and acetoacetate. FAH is the last enzyme in the tyrosine catabolism pathway. FAH deficiency is associated with Type 1 hereditary tyrosinemia.	28613-33-4	Solid	O=C([O-])/C=C/C(=O)CC(=O)CC(=O)[O-]	C8H8O6	InChI=1S/C8H8O6/c9-5(1-2-7(11)12)3-6(10)4-8(13)14/h1-2H,3-4H2,(H,11,12)(H,13,14)/b2-1+	GACSIVHAIFQKTC-OWOJBTEDSA-N	200.032088	CHEBI:18034	HMDB0001268	
BASm0001166	a diacylglycerol				*OCC(CO*)O*					CHEBI:18035		
BASm0001167	triphosphate	A triphosphate is a salt or ester containing three phosphate groups. It is the ionic form of triphosphoric acid, a condensed form of phosphoric acid.  Triphosphate is an intermediate in the biosynthesis of Folate, the metabolism of purine, the metabolism of Porphyrin, the metabolism of Pyrimidine and the metabolism of Thiamine. The cleavage of the high energy triphosphate bonds in ATP (to ADP or AMP) is the central route of generating energy in cells.	14127-68-5	Solid	O=P([O-])([O-])OP(=O)([O-])OP(=O)([O-])[O-]	O10P3	InChI=1S/H5O10P3/c1-11(2,3)9-13(7,8)10-12(4,5)6/h(H,7,8)(H2,1,2,3)(H2,4,5,6)/p-5	UNXRWKVEANCORM-UHFFFAOYSA-I	252.8704308	CHEBI:18036	HMDB03379	MMDBc0029710
BASm0001168	(S)-lactaldehyde	L-lactaldehyde is an intermediate metabolite in the pyruvate metabolism pathway. L-lactaldehyde is irreversibly produced from pyruvaldehyde via the enzyme aldehyde reductase (EC:1.1.1.21) which is then irreversibly converted to propylene glycol via aldehyde reductase (EC:1.1.1.21).	598-35-6	Solid	C[C@H](O)C=O	C3H6O2	InChI=1S/C3H6O2/c1-3(5)2-4/h2-3,5H,1H3/t3-/m0/s1	BSABBBMNWQWLLU-VKHMYHEASA-N	74.03677944	CHEBI:18041	HMDB0003052	
BASm0001169	ricinine	Ricinine belongs to the family of Alkyl Aryl Ethers. These are organic compounds containing the alkyl aryl ether functional group with formula R-O-R' , where R is an alkyl group and R' is an aryl group.	524-40-3	Solid	COc1ccn(C)c(=O)c1C#N	C8H8N2O2	InChI=1S/C8H8N2O2/c1-10-4-3-7(12-2)6(5-9)8(10)11/h3-4H,1-2H3	PETSAYFQSGAEQY-UHFFFAOYSA-N	164.0585775	CHEBI:18043	HMDB0042006	
BASm0001170	dialkyl ketone				*C(*)=O					CHEBI:18044		
BASm0001171	DIMBOA	2,4-Dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one is found in cereals and cereal products. 2,4-Dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one is isolated from wheat, in which it is present mainly as glucoside. Appears to be a natural aphicide, insecticide and fungicide. Involved in the in vivo detoxification of herbicides , e.g. Simazin	15893-52-4		COc1ccc2c(c1)OC(O)C(=O)N2O	C9H9NO5	InChI=1S/C9H9NO5/c1-14-5-2-3-6-7(4-5)15-9(12)8(11)10(6)13/h2-4,9,12-13H,1H3	GDNZNIJPBQATCZ-UHFFFAOYSA-N	211.0480724	CHEBI:18048	HMDB0034864	
BASm0001172	loganate	Loganate is also known as loganic acid. Loganate is soluble (in water) and a weakly acidic compound (based on its pKa). Loganate can be found in a number of food items such as hedge mustard, cinnamon, common sage, and welsh onion, which makes loganate a potential biomarker for the consumption of these food products. Loganic acid is an iridoid. Loganic acid is synthesized from 7-deoxyloganic acid by the enzyme 7-deoxyloganic acid hydroxylase (7-DLH). It is a substrate for the enzyme loganate O-methyltransferase for the production of loganin .			C[C@@H]1[C@H]2[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)OC=C(C(=O)[O-])[C@H]2C[C@@H]1O	C16H23O10	InChI=1S/C16H24O10/c1-5-8(18)2-6-7(14(22)23)4-24-15(10(5)6)26-16-13(21)12(20)11(19)9(3-17)25-16/h4-6,8-13,15-21H,2-3H2,1H3,(H,22,23)/p-1	JNNGEAWILNVFFD-UHFFFAOYSA-M	375.1296705	CHEBI:18052		
BASm0001174	vellosimine				C/C=C1/CN2[C@H]3C[C@@H]1[C@@H](C=O)[C@@H]2Cc1c3[nH]c2ccccc12	C19H20N2O	InChI=1S/C19H20N2O/c1-2-11-9-21-17-8-14-12-5-3-4-6-16(12)20-19(14)18(21)7-13(11)15(17)10-22/h2-6,10,13,15,17-18,20H,7-9H2,1H3/b11-2-/t13-,15-,17-,18-/m0/s1	MHASSCPGKAMILD-MIOJWWSHSA-N		CHEBI:18057		
BASm0001175	1-haloalkane				*C*					CHEBI:18060		
BASm0001177	phylloquinone	Vitamin K1, also known as phylloquinone or phytonadione, is a polycyclic aromatic ketone, based on 1,4-naphthoquinone, with 2-methyl and 3-phytyl substituents. Vitamin K is a family of phylloquinones that contain a ring of 2-methyl-1,4-naphthoquinone and an isoprenoid side chain. Several forms of vitamin K have been identified: vitamin K1 derived from plants, vitamin K2 (menaquinone) from bacteria and synthetic naphthoquinone provitamins, and vitamin K3 (menadione). Vitamin K1 has only one double bond on the proximal isoprene unit. Vitamin K1 possesses the same type and degree of activity as does naturally-occurring vitamin K, which is necessary for the production via the liver of active prothrombin (factor II), proconvertin (factor VII), plasma thromboplastin component (factor IX), and Stuart factor (factor X). Rich sources of vitamin K1 include green plants, algae, and photosynthetic bacteria. Vitamin K1 has antihemorrhagic and prothrombogenic activity. Vitamin K1 is a fat-soluble vitamin that is stable to air and moisture but decomposes in sunlight. Vitamin K1 is an antidote for coumatetralyl.	84-80-0		CC1=C(C/C=C(\C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C(=O)c2ccccc2C1=O	C31H46O2	InChI=1S/C31H46O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(27)33/h7-8,18-20,22-24H,9-17,21H2,1-6H3/b25-20+/t23-,24-/m1/s1	MBWXNTAXLNYFJB-NKFFZRIASA-N	450.3497807	CHEBI:18067	HMDB0003555	
BASm0001178	(methylsulfanyl)acetate			solid	CSCC(=O)[O-]	C3H5O2S	InChI=1S/C3H6O2S/c1-6-2-3(4)5/h2H2,1H3,(H,4,5)/p-1	HGTBAIVLETUVCG-UHFFFAOYSA-M	105.0010251	CHEBI:18071		
BASm0001179	5-hydroxyisourate	5-Hydroxyisourate is involved in purine degradation. It is a substrate of the enzyme hydroxyisourate hydrolase which catalyzes the reaction 5-hydroxyisourate + H2O <=> 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H-imidazole-5-carboxylate. In most organisms, including some bacteria (such as E. coli), plants, and certain animals, urate is metabolized via a common pathway, producing the stereospecific form S-allantoin as the final product. In the first step of the pathway factor-independent urate hydroxylase catalyzes the conversion of urate to 5-hydroxyisourate.		Expected Solid	O=C1N=C2NC(=O)NC2(O)C(=O)N1	C5H4N4O4	InChI=1S/C5H4N4O4/c10-2-5(13)1(6-3(11)8-2)7-4(12)9-5/h13H,(H3,6,7,8,9,10,11,12)	LTQYPAVLAYVKTK-UHFFFAOYSA-N	184.0232546	CHEBI:18072	HMDB30097	MMDBc0031761
BASm0001180	1-methyladenine	1-Methyladenine is the product of reaction between 1-methyladenosine and water which is catalyzed by 1-methyladenosine nucleosidase (EC:3.2.2.13). 1-Methyladenine is a product of alkylation damage in DNA which can be repaired by damage reversal by oxidative demethylation, a reaction requiring ferrous iron and 2-oxoglutarate as cofactor and co-substrate, respectively (PMID:15576352). 1-Methyladenine is found to be associated with adenosine deaminase (ADA) deficiency, which is an inborn error of metabolism.	5142-22-3		Cn1cnc2ncnc-2c1N	C6H7N5	InChI=1S/C6H7N5/c1-11-3-10-6-4(5(11)7)8-2-9-6/h2-3H,7H2,1H3	HPZMWTNATZPBIH-UHFFFAOYSA-N	149.0701452	CHEBI:18083	HMDB0011599	
BASm0001181	testololactone				C[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2CC[C@]2(C)OC(=O)CC[C@@H]12	C19H26O3	InChI=1S/C19H26O3/c1-18-9-7-13(20)11-12(18)3-4-14-15(18)8-10-19(2)16(14)5-6-17(21)22-19/h11,14-16H,3-10H2,1-2H3	CNIXJDVUMXTEKX-UHFFFAOYSA-N	302.1881947	CHEBI:18084	HMDB0258855	
BASm0001182	indole-3-acetaldehyde	Indoleacetaldehyde, also known as tryptaldehyde, belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. Indoleacetaldehyde is an extremely weak basic (essentially neutral) compound (based on its pKa). Indoleacetaldehyde exists in all living species, ranging from bacteria to humans. Within humans, indoleacetaldehyde participates in a number of enzymatic reactions. In particular, indoleacetaldehyde can be biosynthesized from tryptamine; which is mediated by the enzyme kynurenine 3-monooxygenase. In addition, indoleacetaldehyde can be converted into indoleacetic acid; which is catalyzed by the enzyme aldehyde dehydrogenase, mitochondrial. In humans, indoleacetaldehyde is involved in tryptophan metabolism. Outside of the human body, indoleacetaldehyde has been detected, but not quantified in, several different foods, such as nuts, turmerics, Alaska blueberries, summer savouries, and black raspberries. This could make indoleacetaldehyde a potential biomarker for the consumption of these foods. Indoleacetaldehyde is also a substrate for amine oxidase and 4-trimethylaminobutyraldehyde dehydrogenase.	2591-98-2		O=CCc1c[nH]c2ccccc12	C10H9NO	InChI=1S/C10H9NO/c12-6-5-8-7-11-10-4-2-1-3-9(8)10/h1-4,6-7,11H,5H2	WHOOUMGHGSPMGR-UHFFFAOYSA-N	159.0684139	CHEBI:18086	HMDB0001190	
BASm0001183	8'-apo-beta-carotenol		6541-41-9		CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(\C)CO)C(C)(C)CCC1	C30H42O	InChI=1S/C30H42O/c1-24(13-8-9-14-25(2)16-11-18-27(4)23-31)15-10-17-26(3)20-21-29-28(5)19-12-22-30(29,6)7/h8-11,13-18,20-21,31H,12,19,22-23H2,1-7H3/b9-8+,15-10+,16-11+,21-20+,24-13+,25-14+,26-17-,27-18+	YKSARTKNUYWHKA-IPIGPKAOSA-N		CHEBI:18092		
BASm0001184	4,5beta-dihydrocortisone	17alpha,21-Dihydroxy-5beta-pregnane-3,11,20-trione is an intermediate in C21-Steroid hormone metabolism. 17alpha,21-Dihydroxy-5beta-pregnane-3,11,20-trione is the second to last step in the synthesis of Cortolone and is converted. from Cortisone via the enzyme Delta4-3-oxosteroid 5beta-reductase (EC 1.3.1.3). It is then converted to Urocortisone via the enzyme 3-alpha-hydroxysteroid dehydrogenase (EC 1.1.1.50).	68-54-2	Solid	C[C@]12CCC(=O)C[C@H]1CC[C@@H]1[C@@H]2C(=O)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=O)CO	C21H30O5	InChI=1S/C21H30O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h12,14-15,18,22,26H,3-11H2,1-2H3/t12-,14+,15+,18-,19+,20+,21+/m1/s1	YCLWEYIBFOLMEM-FNLRALKVSA-N	362.2093241	CHEBI:18093	HMDB0006758	
BASm0001186	cyclohexanol				OC1CCCCC1	C6H12O	InChI=1S/C6H12O/c7-6-4-2-1-3-5-6/h6-7H,1-5H2	HPXRVTGHNJAIIH-UHFFFAOYSA-N	100.088815	CHEBI:18099	HMDB0174748	
BASm0001187	O-octanoyl-(R)-carnitine	L-Octanoylcarnitine is the physiologically active form of octanoylcarnitine (PMID: 11274033). Octanoylcarnitine is detected in medium-chain acyl-CoA dehydrogenase (MCAD) deficiency. MCAD is characterized by an intolerance to prolonged fasting, recurrent episodes of hypoglycemic coma with medium-chain dicarboxylic aciduria, impaired ketogenesis, and low plasma and tissue carnitine levels (OMIM: 201450). L-Octanoylcarnitine is also found to be associated with celiac disease and glutaric aciduria II, which are inborn errors of metabolism.	25243-95-2		CCCCCCCC(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C	C15H29NO4	InChI=1S/C15H29NO4/c1-5-6-7-8-9-10-15(19)20-13(11-14(17)18)12-16(2,3)4/h13H,5-12H2,1-4H3/t13-/m1/s1	CXTATJFJDMJMIY-CYBMUJFWSA-N	287.2096584	CHEBI:18102	HMDB0000791	
BASm0001188	xanthosine	Xanthosine, also known as xanthine riboside, belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. Xanthosine is a nucleoside derived from xanthine and ribose. Xanthosine exists in all living species, ranging from bacteria to plants to humans. In plants xanthosine is the biosynthetic precursor to 7-methylxanthosine which is produced by the action of the enzyme known as 7-methylxanthosine synthase. 7-Methylxanthosine in turn is the precursor to theobromine (the active alkaloid in chocolate), which in turn is the precursor to caffeine, the active alkaloid in coffee and tea. Within humans, xanthosine participates in a number of enzymatic reactions. In particular, xanthosine can be biosynthesized from xanthylic acid; which is catalyzed by the enzyme cytosolic purine 5'-nucleotidase. In addition, xanthosine can be converted into xanthine and ribose 1-phosphate; which is mediated by the enzyme purine nucleoside phosphorylase. Xanthosine monophosphate (XMP) is an intermediate in purine metabolism, formed from IMP (inosine monophosphate). 	146-80-5		OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=C(O)N=C2O	C10H12N4O6	InChI=1S/C10H12N4O6/c15-1-3-5(16)6(17)9(20-3)14-2-11-4-7(14)12-10(19)13-8(4)18/h2-3,5-6,9,15-17H,1H2,(H2,12,13,18,19)/t3-,5-,6-,9-/m1/s1	UBORTCNDUKBEOP-UUOKFMHZSA-N	284.0756841	CHEBI:18107	HMDB0000299	
BASm0001189	3-phosphooxypyruvate	3-phosphonatooxypyruvate(3-), also known as phosphohydroxypyruvic acid or 3-P-oh-pyr, is a member of the class of compounds known as glycerone phosphates. Glycerone phosphates are organic compounds containing a glycerone moiety that carries a phosphate group at the O-1 or O-2 position. 3-phosphonatooxypyruvate(3-) is soluble (in water) and a moderately acidic compound (based on its pKa). 3-phosphonatooxypyruvate(3-) can be found in a number of food items such as buffalo currant, sour cherry, black mulberry, and rowanberry, which makes 3-phosphonatooxypyruvate(3-) a potential biomarker for the consumption of these food products. 3-phosphonatooxypyruvate(3-) may be a unique S.cerevisiae (yeast) metabolite.			[O-]C(=O)C(=O)COP([O-])([O-])=O	C3H2O7P	InChI=1S/C3H5O7P/c4-2(3(5)6)1-10-11(7,8)9/h1H2,(H,5,6)(H2,7,8,9)/p-3	LFLUCDOSQPJJBE-UHFFFAOYSA-K	180.9538139	CHEBI:18110	HMDB0304153	
BASm0001190	2-aminophenol				NC1=CC=CC=C1O	C6H7NO	InChI=1S/C6H7NO/c7-5-3-1-2-4-6(5)8/h1-4,8H,7H2	CDAWCLOXVUBKRW-UHFFFAOYSA-N	109.0527639	CHEBI:18112	HMDB0240309	
BASm0001191	4-hydroxymandelonitrile				N#CC(O)c1ccc(O)cc1	C8H7NO2	InChI=1S/C8H7NO2/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,8,10-11H	HOOOPXDSCKBLFG-UHFFFAOYSA-N	149.0476785	CHEBI:18115	HMDB0178041	
BASm0001192	L-xylono-1,4-lactone			Expected Solid	O=C1O[C@@H](CO)[C@@H](O)[C@@H]1O	C5H8O5	InChI=1S/C5H8O5/c6-1-2-3(7)4(8)5(9)10-2/h2-4,6-8H,1H2/t2-,3+,4-/m0/s1	CUOKHACJLGPRHD-NUNKFHFFSA-N	148.0371734	CHEBI:18118		MMDBc0033165
BASm0001193	ethyl 3-oxohexanoate	Ethyl 3-oxohexanoate is a flavouring agent	3249-68-1		CCCC(=O)CC(=O)OCC	C8H14O3	InChI=1S/C8H14O3/c1-3-5-7(9)6-8(10)11-4-2/h3-6H2,1-2H3	KQWWVLVLVYYYDT-UHFFFAOYSA-N	158.0942943	CHEBI:18119	HMDB0031307	
BASm0001194	N-methylnicotinate	Trigonelline, also known as caffearin or gynesine, belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus. It is also found in coffee, where it may help to prevent dental caries by preventing the bacteria Streptococcus mutans from adhering to teeth. Trigonelline is an alkaloid with chemical formula C7H7NO2 and CAS number 535-83-1. Trigonelline is a product of the metabolism of niacin (vitamin B3) which is excreted in the urine. High amounts of trigonelline have been found in arabica coffee, fenugreeks, and common peas. Another foods such as yellow bell peppers, orange bellpeppers and muskmelons also contain trigonelline but in lower concentrations. Trigonelline has also been detected but not quantified in several different foods, such as rices, triticales, alfalfa, cereals and cereal products, and ryes. Trigonelline in the urine is a biomarker for the consumption of coffee, legumes and soy products.   	535-83-1		C[n+]1cccc(C(=O)[O-])c1	C7H7NO2	InChI=1S/C7H7NO2/c1-8-4-2-3-6(5-8)7(9)10/h2-5H,1H3	WWNNZCOKKKDOPX-UHFFFAOYSA-N	137.0476785	CHEBI:18123	HMDB0000875	
BASm0001195	(1R,4R)-5-oxo-1,2-campholide			Expected Solid	CC1(C)[C@H]2CC(=O)O[C@]1(C)CC2=O	C10H14O3	InChI=1S/C10H14O3/c1-9(2)6-4-8(12)13-10(9,3)5-7(6)11/h6H,4-5H2,1-3H3/t6-,10+/m0/s1	UDJVKSCOEHSXBZ-QUBYGPBYSA-N	182.0942943	CHEBI:18130		MMDBc0054770
BASm0001196	catechol	Pyrocatechol, often known as catechol or benzene-1,2-diol, is a benzenediol, with formula C6H4(OH)2. It was first prepared in 1839 by H. Reinsch by distilling catechin (the juice of Mimosa catechu). This colourless compound occurs naturally, but about 20000 tons are manufactured each year, mainly as precursors to pesticides, flavors, and fragrances. Its sulfonic acid is often present in the urine of many mammals. Small amounts of catechol occur naturally in fruits and vegetables, along with the enzyme polyphenol oxidase. Upon mixing the enzyme with the substrate and exposure to oxygen (as when a potato or apple is cut), the colorless catechol oxidizes to reddish-brown benzoquinone derivatives. The enzyme is inactivated by adding an acid, such as lemon juice, or by refrigeration. Excluding oxygen also prevents the browning reaction. Catechol melts at 28 °C and boils at 250 °C. It is employed in medicine as an expectorant. The dimethyl ether or veratrol is also used in medicine. Many other pyrocatechin derivatives have been suggested for therapeutic application. Pyrocatechol has also been found to be a microbial metabolite in Escherichia, Mycobacterium and Pseudomonas (PMID:19300498; PMID:25281236).	120-80-9		Oc1ccccc1O	C6H6O2	InChI=1S/C6H6O2/c7-5-3-1-2-4-6(5)8/h1-4,7-8H	YCIMNLLNPGFGHC-UHFFFAOYSA-N	110.0367794	CHEBI:18135	HMDB0000957	
BASm0001197	biuret				NC(=O)NC(N)=O	C2H5N3O2	InChI=1S/C2H5N3O2/c3-1(6)5-2(4)7/h(H5,3,4,5,6,7)	OHJMTUPIZMNBFR-UHFFFAOYSA-N	103.0381764	CHEBI:18138	HMDB0249282	
BASm0001198	(+)-alpha-tocopherol	alpha-Tocopherol is traditionally recognized as the most active form of vitamin E in humans and is a powerful biological antioxidant. The measurement of "vitamin E" activity in international units (IU) was based on fertility enhancement by the prevention of spontaneous abortions in pregnant rats relative to alpha-Tocopherol. Natural vitamin E exists in eight different forms or isomers: four tocopherols and four tocotrienols. In foods, the most abundant sources of vitamin E are vegetable oils such as palm oil, sunflower, corn, soybean, and olive oil. Nuts, sunflower seeds, and wheat germ are also good sources.	1959-02-09		Cc1c(C)c2c(c(C)c1O)CC[C@@](C)(CCC[C@H](C)CCC[C@H](C)CCCC(C)C)O2	C29H50O2	InChI=1S/C29H50O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h20-22,30H,9-19H2,1-8H3/t21-,22-,29-/m1/s1	GVJHHUAWPYXKBD-IEOSBIPESA-N	430.3810808	CHEBI:18145	HMDB0001893	
BASm0001199	(R)-canadine		522-97-4		COc1ccc2c(c1OC)CN1CCc3cc4c(cc3[C@H]1C2)OCO4	C20H21NO4	InChI=1S/C20H21NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,8-9,16H,5-7,10-11H2,1-2H3	VZTUIEROBZXUFA-UHFFFAOYSA-N		CHEBI:18146		
BASm0001200	beta-maltose				OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O	C12H22O11	InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8-,9-,10-,11-,12-/m1/s1	GUBGYTABKSRVRQ-QUYVBRFLSA-N	342.1162115	CHEBI:18147		MMDBc0056391
BASm0001202	ethene	Polyethylene (m w 2,000-21,000) is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]")	74-85-1	Liquid	C=C	C2H4	InChI=1S/C2H4/c1-2/h1-2H2	VGGSQFUCUMXWEO-UHFFFAOYSA-N	28.03130013	CHEBI:18153	HMDB0029594	
BASm0001203	1,2-didecanoyl-sn-glycerol	DG(10:0/10:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/10:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	CCCCCCCCCC(=O)OC[C@H](CO)OC(=O)CCCCCCCCC	C23H44O5	InChI=1S/C23H44O5/c1-3-5-7-9-11-13-15-17-22(25)27-20-21(19-24)28-23(26)18-16-14-12-10-8-6-4-2/h21,24H,3-20H2,1-2H3/t21-/m0/s1	GNSDEDOVXZDMKM-NRFANRHFSA-N	400.3188745	CHEBI:18155	HMDB0092961	
BASm0001204	alpha-maltose	D-Maltose, also known as maltose, maltobiose or malt sugar, is a disaccharide formed from two units of glucose joined with an alpha (1‚Üí4) bond. Its name comes from malt, combined with the suffix '-ose' which is used in names of sugars. Maltose is a key structural motif of starch. When alpha-amylase breaks down starch, it removes two glucose units at a time, producing maltose. Maltose can be further broken down to glucose by the maltase enzyme, which catalyses the hydrolysis of the glycosidic bond. D-maltose exists in all living species, ranging from bacteria to plants to humans. Within humans, D-maltose participates in a number of enzymatic reactions. In particular, maltose can be converted into glucose; which is mediated by the enzyme maltase-glucoamylase. In addition, maltose can be converted into glucose through its interaction with the enzyme glycogen debranching enzyme. Maltose is found in high concentrations in oriental wheats and in a lower concentrations in sweet potato, grape wines, yellow pond-lilies, sunflowers, and spinach. Maltose is a component of malt, a substance which is obtained in the process of allowing grain to soften in water and germinate. It is also present in highly variable quantities in partially hydrolysed starch products like maltodextrin, corn syrup and acid-thinned starch. Maltose has a sweet taste but is only about 30-60% as sweet as sucrose, depending on the concentration.	69-79-4		OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O	C12H22O11	InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8+,9-,10-,11+,12-/m1/s1	GUBGYTABKSRVRQ-DKBJLJRDSA-N	342.1162115	CHEBI:18167	HMDB0000163	
BASm0001205	8-O-methylsterigmatocystin	O-Methylsterigmatocystin is a mycotoxin of Aspergillus flavu	17878-69-2	Solid	COc1cccc2oc3c4c(cc(OC)c3c(=O)c12)O[C@H]1OC=C[C@@H]41	C19H14O6	InChI=1S/C19H14O6/c1-21-10-4-3-5-11-15(10)17(20)16-12(22-2)8-13-14(18(16)24-11)9-6-7-23-19(9)25-13/h3-9,19H,1-2H3	JKUJKKGMOZDDJV-UHFFFAOYSA-N	338.0790382	CHEBI:18171	HMDB0030589	
BASm0001206	fluoroacetate	Fluoroacetate is highly toxic to mammals and insects and it is used as a pesticide. The more common fluorinated acetic acid, trifluoroacetic acid and its sodium salt are far less toxic. (L1713)	144-49-0	Solid	O=C([O-])CF	C2H3FO2	InChI=1S/C2H3FO2/c3-1-2(4)5/h1H2,(H,4,5)	QEWYKACRFQMRMB-UHFFFAOYSA-N		CHEBI:18172		
BASm0001207	N-(2-phenylethyl)acetamide				CC(=O)NCCc1ccccc1	C10H13NO	InChI=1S/C10H13NO/c1-9(12)11-8-7-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3,(H,11,12)	MODKMHXGCGKTLE-UHFFFAOYSA-N	163.099714	CHEBI:18177	HMDB0255222	
BASm0001208	gamma-tocopherol	gamma-Tocopherol, also known as 7,8-dimethyltocol, belongs to the class of organic compounds known as tocopherols. These are vitamin E derivatives containing a saturated trimethyltridecyl chain attached to the carbon C6 atom of a benzopyran ring system. They differ from tocotrienols which contain an unsaturated trimethyltrideca-3,7,11-trien-1-yl chain. It is estimated that 50% of gamma-tocopherol is metabolized into gamma-CEHC and excreted into the urine. gamma-Tocopherol is the predominant form of vitamin E in plant seeds and derived products (e.g. nuts and vegetable oils). Unlike alpha-tocopherol, gamma-tocopherol inhibits cyclooxygenase activity and, therefore, exhibit anti-inflammatory properties (PMID: 11722951).	54-28-4		Cc1c(O)cc2c(c1C)O[C@](C)(CCC[C@H](C)CCC[C@H](C)CCCC(C)C)CC2	C28H48O2	InChI=1S/C28H48O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-19-26(29)23(5)24(6)27(25)30-28/h19-22,29H,8-18H2,1-7H3/t21-,22-,28-/m1/s1	QUEDXNHFTDJVIY-DQCZWYHMSA-N	416.3654308	CHEBI:18185	HMDB0001492	
BASm0001209	10-deacetylbaccatin III	10-Deacetylbaccatin III (10-DAB-III)is a diterpenoid taxol found in many species of Taxus.  10-DAB-III has been found to be a useful precursor of the taxoi-analogue taxotere and is reported to be present in T. baccata at higher concentrations than taxol, making it have incredible anti-cancer properties  (A3249).	32981-86-5	Solid	CC(=O)O[C@@]12CO[C@@H]1C[C@H](O)[C@@]1(C)C(=O)[C@H](O)C3=C(C)[C@@H](O)C[C@@](O)([C@@H](OC(=O)c4ccccc4)[C@H]21)C3(C)C	C29H36O10	InChI=1S/C29H36O10/c1-14-17(31)12-29(36)24(38-25(35)16-9-7-6-8-10-16)22-27(5,23(34)21(33)20(14)26(29,3)4)18(32)11-19-28(22,13-37-19)39-15(2)30/h6-10,17-19,21-22,24,31-33,36H,11-13H2,1-5H3/t17-,18-,19+,21+,22-,24-,27+,28-,29+/m0/s1	YWLXLRUDGLRYDR-ZHPRIASZSA-N	544.2308474	CHEBI:18193		
BASm0001210	alpha,alpha'-trehalose 6,6'-bismycolate			Expected Solid	CCCCCC/C=C/CCCCCCCC(O)C(CCCCCCCCCCCCCC)C(=O)OC[C@H]1O[C@H](O[C@H]2O[C@H](COC(=O)C(CCCCCCCCCCCCCC)C(O)CCCCCCC/C=C/CCCCCC)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O	C76H142O15	InChI=1S/C76H142O15/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-63(77)61(55-51-47-43-39-35-31-27-23-19-15-11-7-3)73(85)87-59-65-67(79)69(81)71(83)75(89-65)91-76-72(84)70(82)68(80)66(90-76)60-88-74(86)62(56-52-48-44-40-36-32-28-24-20-16-12-8-4)64(78)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25-26,29-30,61-72,75-84H,5-24,27-28,31-60H2,1-4H3/b29-25+,30-26+/t61?,62?,63?,64?,65-,66-,67-,68-,69+,70+,71-,72-,75-,76-/m1/s1	VTTNQXWXPJHFRB-DJPNOUAQSA-N	1295.034874	CHEBI:18195		MMDBc0055721
BASm0001211	L-iditol	L-Iditol, also known as L-idit or D-dulcitol, belongs to the class of organic compounds known as sugar alcohols. These are hydrogenated forms of carbohydrate in which the carbonyl group (aldehyde or ketone, reducing sugar) has been reduced to a primary or secondary hydroxyl group. L-Iditol exists in all living species, ranging from bacteria to humans. L-Iditol has been detected, but not quantified, in several different foods, such as saffrons, adzuki beans, custard apples, pepper (c. frutescens), and boysenberries. This could make L-iditol a potential biomarker for the consumption of these foods.	488-45-9		OC[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)CO	C6H14O6	InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4-,5+,6+/m0/s1	FBPFZTCFMRRESA-UNTFVMJOSA-N	182.0790382	CHEBI:18202	HMDB0011632	
BASm0001212	16,17-didehydroprogesterone	16-Dehydroprogesterone, also known as delta.16-progesterone, belongs to the class of organic compounds known as 20-oxosteroids. These are steroid derivatives carrying a C=O group at the 20-position of the steroid skeleton. Thus, 16-dehydroprogesterone is considered to be a steroid lipid molecule. 16-Dehydroprogesterone is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.	1096-38-4	Solid	CC(=O)C1=CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C21H28O2	InChI=1S/C21H28O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h6,12,16,18-19H,4-5,7-11H2,1-3H3/t16-,18-,19-,20-,21+/m0/s1	VRRHHTISESGZFN-RKFFNLMFSA-N	312.2089301	CHEBI:18204	HMDB0000995	
BASm0001213	selenite	The selenite anion is a selenium oxoanion with the chemical formula SeO32&#8722;. A selenite (compound) is a compound that contains this ion. In slightly acid conditions, the hydrogenselenite ion, HSeO3&#8722;, is formed; in more acidic conditions selenous acid, H2SeO3, exists. Most selenite salts can be formed by heating the relevant metal oxide with selenium dioxide, e.g.:Na2O + SeO2 &#8594; Na2SeO3. Selenite is an inorganic form of selenium which may also be useful in cancer chemotherapy. [HMDB]. Selenite is found in many foods, some of which are celeriac, common oregano, kelp, and sour cherry.	14124-67-5	Solid	O=[Se]([O-])[O-]	O3Se	InChI=1S/H2O3Se/c1-4(2)3/h(H2,1,2,3)/p-2	MCAHWIHFGHIESP-UHFFFAOYSA-L	127.9012657	CHEBI:18212	HMDB11119	
BASm0001214	2'-hydroxybiphenyl-2-sulfinate			Expected Solid	O=S([O-])c1ccccc1-c1ccccc1O	C12H9O3S	InChI=1S/C12H10O3S/c13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)16(14)15/h1-8,13H,(H,14,15)/p-1	HPKSNFTYZHYEKV-UHFFFAOYSA-M	233.0277889	CHEBI:18218		MMDBc0055311
BASm0001215	sterigmatocystin			Expected Solid	COc1cc2c(c3oc4cccc(O)c4c(=O)c13)[C@@H]1C=CO[C@@H]1O2	C18H12O6	InChI=1S/C18H12O6/c1-21-11-7-12-13(8-5-6-22-18(8)24-12)17-15(11)16(20)14-9(19)3-2-4-10(14)23-17/h2-8,18-19H,1H3/t8-,18+/m0/s1	UTSVPXMQSFGQTM-DCXZOGHSSA-N	324.0633881	CHEBI:18227		MMDBc0006553
BASm0001216	alpha,alpha'-trehalose 6-mycolate			Expected Solid	CCCCCC/C=C/CCCCCCCC(O)C(CCCCCCCCCCCCCC)C(=O)OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O	C44H82O13	InChI=1S/C44H82O13/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(46)32(28-26-24-22-20-18-16-14-12-10-8-6-4-2)42(53)54-31-35-37(48)39(50)41(52)44(56-35)57-43-40(51)38(49)36(47)34(30-45)55-43/h13,15,32-41,43-52H,3-12,14,16-31H2,1-2H3/b15-13+/t32?,33?,34-,35-,36-,37-,38+,39+,40-,41-,43-,44-/m1/s1	DIYJLQPZULMTGY-HNBCZZSGSA-N	818.5755427	CHEBI:18234		MMDBc0055720
BASm0001217	6-demethylsterigmatocystin			Expected Solid	[H][C@]12OC=C[C@@]1([H])C1=C(O2)C=C(O)C2=C1OC1=CC=CC(O)=C1C2=O	C17H10O6	InChI=1S/C17H10O6/c18-8-2-1-3-10-13(8)15(20)14-9(19)6-11-12(16(14)22-10)7-4-5-21-17(7)23-11/h1-7,17-19H/t7-,17+/m0/s1	RQQOEIJLJPCYJR-BWKAKNAASA-N	310.047738	CHEBI:18236		MMDBc0055598
BASm0001221	ergosta-5,7,22,24(28)-tetraen-3beta-ol			Expected Solid	CC(C)C(=C)\C=C\[C@@H](C)[C@@]1([H])CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C	C28H42O	InChI=1S/C28H42O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,18,20,22,24-26,29H,3,11-17H2,1-2,4-6H3/b8-7+/t20-,22+,24-,25+,26+,27+,28-/m1/s1	SQFQJKZSFOZDJY-CVGLIYDESA-N	394.323566	CHEBI:18249		MMDBc0033049
BASm0001222	zymosterol	Zymosterol is the precursor of cholesterol and is found in the plasma membrane. zymosterol circulates within the cells. The structural features of zymosterol provided optimal substrate acceptability. In human fibroblasts, zymosterol is converted to cholesterol solely in the rough ER. Little or no zymosterol or cholesterol accumulates in the rough ER in vivo. Newly synthesized zymosterol moves to the plasma membrane without a detectable lag and with a half-time of 9 min, about twice as fast as cholesterol. The pool of radiolabeled zymosterol in the plasma membrane turns over rapidly, faster than does intracellular cholesterol. Thus, plasma membrane zymosterol is not stagnant. [3H]Zymosterol pulsed into intact cells is initially found in the plasma membrane. (PMID: 1939176).	128-33-6	Solid	[H][C@@](C)(CCC=C(C)C)[C@@]1([H])CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C[C@]1([H])CC3	C27H44O	InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,19-21,23-24,28H,6,8-17H2,1-5H3/t19-,20+,21+,23-,24+,26+,27-/m1/s1	CGSJXLIKVBJVRY-XTGBIJOFSA-N	384.339216	CHEBI:18252	HMDB0006271	
BASm0001223	a ribonucleoside				*[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O					CHEBI:18254		
BASm0001225	dodecanoate	Dodecanoate (n-c12:0) belongs to the class of Carboxylic Acid Salts. These are ionic derivatives of carboxylic acid. (inferred from compound structure)  Dodecanoic acid, also known as lauric acid is a saturated fatty acid with a 12-carbon atom chain, thus falling into the medium chain fatty acids. It is a white, powdery solid with a faint odor of bay oil or soap. (Wikipedia)  In plants and bacteria like E. coli, dodecanoate is a by-product in one palmitate biosynthesis pathway. (EcoCyc)		Expected Solid	CCCCCCCCCCCC(=O)[O-]	C12H23O2	InChI=1S/C12H24O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h2-11H2,1H3,(H,13,14)/p-1	POULHZVOKOAJMA-UHFFFAOYSA-M	199.169805	CHEBI:18262		MMDBc0030314
BASm0001226	2-amino-4-hydroxypteridine	Pterin is a chemical compound composed of a pyrazine ring and a pyrimidine ring; the pyrimidine ring has a carbonyl oxygen and an amino group. Several tautomers of pterin exist and are shown below. Pterin belongs to the pteridine family of heterocycles. -- Wikipedia.	2236-60-4	Solid	Nc1nc(O)c2nccnc2n1	C6H5N5O	InChI=1S/C6H5N5O/c7-6-10-4-3(5(12)11-6)8-1-2-9-4/h1-2H,(H3,7,9,10,11,12)	HNXQXTQTPAJEJL-UHFFFAOYSA-N	163.0494098	CHEBI:18265	HMDB0000802	
BASm0001227	1D-4-O-methyl-myo-inositol	D-4-O-Methyl-myo-inositol is found in common pea. D-4-O-Methyl-myo-inositol is isolated from Vigna catjang and Medicago sativa (alfalfa	6090-97-7		CO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O	C7H14O6	InChI=1S/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3/t2-,3-,4-,5+,6-,7-/m1/s1	DSCFFEYYQKSRSV-HYBKHIPXSA-N	194.0790382	CHEBI:18266	HMDB0029915	
BASm0001228	D-glucurono-3,6-lactone	D-Glucurono-6,3-lactone belongs to the class of organic compounds known as isosorbides. These are organic polycyclic compounds containing an isosorbide(1,4-Dianhydrosorbitol) moiety, which consists of two -oxolan-3-ol rings. D-Glucurono-6,3-lactone is a very mild and mentholic tasting compound. Glucuronolactone is a naturally occurring substance that is an important structural component of nearly all connective tissues. It is frequently used in energy drinks to increase energy levels and improve alertness, and can also be used to reduce "brain fog" caused by various medical conditions. Glucuronolactone is also found in many plant gums. Glucuronolactone is a white solid odorless compound, soluble in hot and cold water. Its melting point ranges from 176 to 178 °C. The compound can exist in a monocyclic aldehyde form or in a bicyclic hemiacetal (lactol) form. Glucuronolactone is a popular ingredient in energy drinks because it has been shown to be effective at increasing energy levels and improving alertness. Glucuronolactone supplementation also significantly reduces "brain fog" cause by various medical conditions. Although levels of glucuronolactone in energy drinks can far exceed those found in the rest of the diet, glucuronolactone is extremely safe and well tolerated. The European Food Safety Authority (EFSA) has concluded that exposure to glucuronolactone from regular consumption of energy drinks is not a safety concern.[2] The no-observed-adverse-effect level of glucuronolactone is 1000 mg/kg/day. Additionally, according to The Merck Index, glucuronolactone is used as a detoxicant. The liver uses glucose to create glucuronolactone, which inhibits the enzyme B-glucuronidase (metabolizes glucuronides), which should cause blood-glucuronide levels to rise. Glucuronides combines with toxic substances, such as morphine and depot medroxyprogesterone acetate, by converting them to water-soluble glucuronide-conjugates which are excreted in the urine. Higher blood-glucuronides help remove toxins from the body, leading to the claim that energy drinks are detoxifying. Free glucuronic acid (or its self-ester glucuronolactone) has less effect on detoxification than glucose, because the body synthesizes UDP-glucuronic acid from glucose. Therefore, sufficient carbohydrate intake provides enough UDP-glucuronic acid for detoxication, and foods rich in glucose are usually abundant in developed nations. Glucuronolactone is also metabolized to glucaric acid, xylitol, and L-xylulose, and humans may also be able to use glucuronolactone as a precursor for ascorbic acid synthesis.	32449-92-6	Solid	O=C[C@H](O)[C@H]1OC(=O)[C@@H](O)[C@H]1O	C6H8O6	InChI=1S/C6H8O6/c7-1-3-4(12-5(1)9)2(8)6(10)11-3/h1-5,7-9H/t1-,2-,3-,4-,5-/m1/s1	OGLCQHRZUSEXNB-WHDMSYDLSA-N	176.032088	CHEBI:18268	HMDB0006355	
BASm0001229	alpha-D-Glucose	Alpha-D-Glucose is the alpha anomer of D-Glucose. An anomer is an epimer at the hemiacetal/hemiketal carbon in a cyclic saccharide (such as glucose). Formally, glucose is a monosaccharide containing six carbon atoms and an aldehyde group. Therefore, it is referred to as an aldohexose. In solutions, glucose can exist in an open-chain (acyclic) and a ring (cyclic) form, the latter being the result of an intramolecular reaction between the aldehyde C atom and the C-5 hydroxyl group to form an intramolecular hemiacetal. In aqueous solution, both forms are in equilibrium and at pH 7 the cyclic one is predominant. Typically, the proportion of the linear form is <0.02%, the proportion of the alpha anomer (alpha-D-Glucose) is 36% and the proportion of the beta anomer (beta-D-Glucose) is 64%. The key difference between alpha and beta glucose is the orientation of hydroxyl (-OH) group attached to the first carbon atom. Different glucose anomers have different physical properties, melting points and specific rotations. For instance, alpha-D-glucose has a melting point of 146 oC, while beta-D-glucose has a melting point of 150 oC. When alpha-D-glucose molecules polymerize they form starch. When beta-D-glucose molecules polymerize, they form cellulose. Regardless of its anomeric form, glucose is a primary source of energy for all living organisms. It is a fundamental metabolite found in all organisms, ranging from bacteria to plants to humans. Most of the glucose generated on the Earth is made by plants and algae during photosynthesis from water and carbon dioxide, where it is used to make cellulose (and other polymeric forms of glucose called polysaccharides) that stabilize plant cell walls. Glucose is also found in fruits and other parts of plants in its free state. In animals, glucose can be generated from the breakdown of glycogen in a process known as glycogenolysis. Glucose can also be synthesized de novo in animals. In particular, it can be synthesized in the liver and kidneys from non-carbohydrate intermediates, such as pyruvate and glycerol (and gluconeogenic amino acids such as glycine, serine and alanine), by a process known as gluconeogenesis. Humans also consume large amounts of glucose as part of their regular diet. Ingested glucose initially binds to the receptor for sweet taste on the tongue in humans. This complex of the proteins T1R2 and T1R3 makes it possible to identify glucose-containing food sources. Glucose in the body mainly comes from food - about 300 g per day for the average adult. In humans, the breakdown of glucose-containing polysaccharides happens partly during chewing by means of the enzyme known as amylase, which is contained in saliva, as well as by other enzymes such as maltase, lactase and sucrase on the brush border of the small intestine. The blood sugar content of a healthy person in the short-time fasting state, e.g. after overnight fasting, is about 70 to 100 mg/dL of blood (4 to 5.5 mM). In blood plasma, the measured values are about 10-15% higher. Dysregulated metabolism of glucose can lead to a number of diseases including diabetes. Diabetes is a metabolic disorder where the body is unable to regulate levels of glucose in the blood either because of a lack of insulin in the body or the failure, by cells in the body, to respond properly to insulin. Each of these situations can be caused by persistently high elevations of blood glucose levels (called hyperglycemia), through pancreatic burnout and insulin resistance. Persistently elevated levels of glucose (>6 mM or >120 mg/dL) can lead to the formation of covalent adducts of glucose with plasma proteins through a non-enzymatic process known as glycation. This glycation reaction leads to advanced glycation end products or AGEs (PMID: 24634591). AGEs are thought to be the major causes of different diabetic complications. High glucose levels may induce glycation of various structural and functional proteins including plasma proteins and collagen. The non-enzymatic modification of plasma proteins such as albumin, fibrinogen, hemoglobin and globulins may produce various deleterious effects including alteration in drug binding in the plasma, platelet activation, generation of oxygen free radicals, impaired fibrinolysis and impairment in immune system regulation (PMID: 24634591). Transiently elevated glucose (up to 7.3 mM or 133 mg/dL) is often seen shortly after the consumption of a meal or a food item that is rich in carbohydrates -- even among very healthy people (PMID: 19885137).  Glucose is also elevated when an individual is fighting viral or bacterial infections or suffering from traumatic injuries (burns, wounds).  In fact, glucose can be significantly elevated (>11 mM or 200 mg/dL) when individuals are experiencing sepsis or septic shock (PMID: 16006275).  On the other hand, low blood glucose levels (hypoglycemia) where blood glucose is <3.9 mM (70 mg/dL) are common among people with type 1 diabetes and people with type 2 diabetes who take certain diabetic medicines. Certain conditions, such as liver disease, may also cause low levels of blood glucose. Hypoglycemia can lead to fatigue, sleepiness, short temper or feeling faint.	492-62-6	Solid	[H]O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6+/m1/s1	WQZGKKKJIJFFOK-DVKNGEFBSA-N	180.0633881	CHEBI:18269	HMDB0003345	
BASm0001230	alpha-D-Glucose	Alpha-D-Glucose is the alpha anomer of D-Glucose. An anomer is an epimer at the hemiacetal/hemiketal carbon in a cyclic saccharide (such as glucose). Formally, glucose is a monosaccharide containing six carbon atoms and an aldehyde group. Therefore, it is referred to as an aldohexose. In solutions, glucose can exist in an open-chain (acyclic) and a ring (cyclic) form, the latter being the result of an intramolecular reaction between the aldehyde C atom and the C-5 hydroxyl group to form an intramolecular hemiacetal. In aqueous solution, both forms are in equilibrium and at pH 7 the cyclic one is predominant. Typically, the proportion of the linear form is <0.02%, the proportion of the alpha anomer (alpha-D-Glucose) is 36% and the proportion of the beta anomer (beta-D-Glucose) is 64%. The key difference between alpha and beta glucose is the orientation of hydroxyl (-OH) group attached to the first carbon atom. Different glucose anomers have different physical properties, melting points and specific rotations. For instance, alpha-D-glucose has a melting point of 146 oC, while beta-D-glucose has a melting point of 150 oC. When alpha-D-glucose molecules polymerize they form starch. When beta-D-glucose molecules polymerize, they form cellulose. Regardless of its anomeric form, glucose is a primary source of energy for all living organisms. It is a fundamental metabolite found in all organisms, ranging from bacteria to plants to humans. Most of the glucose generated on the Earth is made by plants and algae during photosynthesis from water and carbon dioxide, where it is used to make cellulose (and other polymeric forms of glucose called polysaccharides) that stabilize plant cell walls. Glucose is also found in fruits and other parts of plants in its free state. In animals, glucose can be generated from the breakdown of glycogen in a process known as glycogenolysis. Glucose can also be synthesized de novo in animals. In particular, it can be synthesized in the liver and kidneys from non-carbohydrate intermediates, such as pyruvate and glycerol (and gluconeogenic amino acids such as glycine, serine and alanine), by a process known as gluconeogenesis. Humans also consume large amounts of glucose as part of their regular diet. Ingested glucose initially binds to the receptor for sweet taste on the tongue in humans. This complex of the proteins T1R2 and T1R3 makes it possible to identify glucose-containing food sources. Glucose in the body mainly comes from food - about 300 g per day for the average adult. In humans, the breakdown of glucose-containing polysaccharides happens partly during chewing by means of the enzyme known as amylase, which is contained in saliva, as well as by other enzymes such as maltase, lactase and sucrase on the brush border of the small intestine. The blood sugar content of a healthy person in the short-time fasting state, e.g. after overnight fasting, is about 70 to 100 mg/dL of blood (4 to 5.5 mM). In blood plasma, the measured values are about 10-15% higher. Dysregulated metabolism of glucose can lead to a number of diseases including diabetes. Diabetes is a metabolic disorder where the body is unable to regulate levels of glucose in the blood either because of a lack of insulin in the body or the failure, by cells in the body, to respond properly to insulin. Each of these situations can be caused by persistently high elevations of blood glucose levels (called hyperglycemia), through pancreatic burnout and insulin resistance. Persistently elevated levels of glucose (>6 mM or >120 mg/dL) can lead to the formation of covalent adducts of glucose with plasma proteins through a non-enzymatic process known as glycation. This glycation reaction leads to advanced glycation end products or AGEs (PMID: 24634591). AGEs are thought to be the major causes of different diabetic complications. High glucose levels may induce glycation of various structural and functional proteins including plasma proteins and collagen. The non-enzymatic modification of plasma proteins such as albumin, fibrinogen, hemoglobin and globulins may produce various deleterious effects including alteration in drug binding in the plasma, platelet activation, generation of oxygen free radicals, impaired fibrinolysis and impairment in immune system regulation (PMID: 24634591). Transiently elevated glucose (up to 7.3 mM or 133 mg/dL) is often seen shortly after the consumption of a meal or a food item that is rich in carbohydrates -- even among very healthy people (PMID: 19885137).  Glucose is also elevated when an individual is fighting viral or bacterial infections or suffering from traumatic injuries (burns, wounds).  In fact, glucose can be significantly elevated (>11 mM or 200 mg/dL) when individuals are experiencing sepsis or septic shock (PMID: 16006275).  On the other hand, low blood glucose levels (hypoglycemia) where blood glucose is <3.9 mM (70 mg/dL) are common among people with type 1 diabetes and people with type 2 diabetes who take certain diabetic medicines. Certain conditions, such as liver disease, may also cause low levels of blood glucose. Hypoglycemia can lead to fatigue, sleepiness, short temper or feeling faint.	492-62-6	Solid	[H]O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6+/m1/s1	WQZGKKKJIJFFOK-DVKNGEFBSA-N	180.0633881	CHEBI:18269	HMDB0003345	
BASm0001232	H2	Hydrogen is a colorless, odorless, nonmetallic, tasteless, highly flammable diatomic gas with the molecular formula H2. With an atomic weight of 1.00794, hydrogen is the lightest element. Besides the common H1 isotope, hydrogen exists as the stable isotope Deuterium and the unstable, radioactive isotope Tritium. Hydrogen is the most abundant of the chemical elements, constituting roughly 75% of the universe's elemental mass. Hydrogen can form compounds with most elements and is present in water and most organic compounds. It plays a particularly important role in acid-base chemistry, in which many reactions involve the exchange of protons between soluble molecules. Oxidation of hydrogen, in the sense of removing its electron, formally gives H+, containing no electrons and a nucleus which is usually composed of one proton. That is why H+ is often called a proton. This species is central to discussion of acids. Under the Bronsted-Lowry theory, acids are proton donors, while bases are proton acceptors. A bare proton H+ cannot exist in solution because of its strong tendency to attach itself to atoms or molecules with electrons. However, the term 'proton' is used loosely to refer to positively charged or cationic hydrogen, denoted H+. H2 is a product of some types of anaerobic metabolism and is produced by several microorganisms, usually via reactions catalyzed by iron- or nickel-containing enzymes called hydrogenases. These enzymes catalyze the reversible redox reaction between H2 and its component two protons and two electrons. Creation of hydrogen gas occurs in the transfer of reducing equivalents produced during pyruvate fermentation to water. Hydrogen has been found to be a metabolite of Citrobacter, Cyanobacteria, Enterobacter, Halobacterium and Rhodobacteraceae (PMID: 28042989; PMID: 16371161) (https://www.insa.nic.in/writereaddata/UpLoadedFiles/PINSA/Vol51B_1985_2_Art16.pdf) (https://www.researchgate.net/publication/222428793_High_Hydrogen_Yield_from_a_Two-step_Process_of_Dark-_and_Photo-fermentation_of_Sucrose) (Tao, Y; Chen, Y; Wu, Y; He, Y; Zhou, Z (2007). "High hydrogen yield from a two-step process of dark- and photo-fermentation of sucrose". International Journal of Hydrogen Energy. 32 (2): 200-206).	1333-74-0		[H][H]	H2	InChI=1S/H2/h1H	UFHFLCQGNIYNRP-UHFFFAOYSA-N	2.015650064	CHEBI:18276	HMDB0001362	
BASm0001233	N-(5-phospho-beta-D-ribosyl)anthranilate	N-(5'-Phosphoribosyl)-anthranilate is an intermediate in tryptophan biosynthesis pathway. [Biocyc TRPSYN-PWY]			O=C([O-])c1ccccc1N[C@@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C12H13NO9P	InChI=1S/C12H16NO9P/c14-9-8(5-21-23(18,19)20)22-11(10(9)15)13-7-4-2-1-3-6(7)12(16)17/h1-4,8-11,13-15H,5H2,(H,16,17)(H2,18,19,20)/p-3	PMFMJXPRNJUYMB-UHFFFAOYSA-K	346.0327925	CHEBI:18277		
BASm0001234	(S)-stylopine				c1cc2c(c3c1C[C@H]1c4cc5c(cc4CCN1C3)OCO5)OCO2	C19H17NO4	InChI=1S/C19H17NO4/c1-2-16-19(24-10-21-16)14-8-20-4-3-12-6-17-18(23-9-22-17)7-13(12)15(20)5-11(1)14/h1-2,6-7,15H,3-5,8-10H2	UXYJCYXWJGAKQY-UHFFFAOYSA-N	323.115758	CHEBI:18285	HMDB0258897	
BASm0001235	quinolin-2(1H)-one		59-31-4	solid	O=c1ccc2ccccc2[nH]1	C9H7NO	InChI=1S/C9H7NO/c11-9-6-5-7-3-1-2-4-8(7)10-9/h1-6H,(H,10,11)	LISFMEBWQUVKPJ-UHFFFAOYSA-N	145.0527639	CHEBI:18289		
BASm0001236	bergapten	Bergapten, also known as O-methylbergaptol or heraclin, belongs to the class of organic compounds known as 5-methoxypsoralens. These are psoralens containing a methoxy group attached at the C5 position of the psoralen group. Bergapten is found, on average, in the highest concentration within a few different foods, such as anises, figs, and parsnips and in a lower concentration in carrots, fennels, and celery stalks. Bergapten has also been detected, but not quantified, in several different foods, such as coconuts, pepper (c. frutescens), corianders, sesbania flowers, and cardamoms. This could make bergapten a potential biomarker for the consumption of these foods. It is also found in rose hip, sweet marjoram, greenthread tea, and tartary buckwheat. Bergapten is a potentially toxic compound. Bergapten is a major constituent of bergamot oil (Citrus bergamia). Present in celery, especially the outer leaves, and other common grocery vegetables. Implicated in photodermatitis among grocery workers. Bergapten was under investigation in clinical trial NCT00533195 "Comparison of UVA1 Phototherapy Versus Photochemotherapy for Patients With Severe Generalized Atopic Dermatitis".	484-20-8		COc1c2ccoc2cc2oc(=O)ccc12	C12H8O4	InChI=1S/C12H8O4/c1-14-12-7-2-3-11(13)16-10(7)6-9-8(12)4-5-15-9/h2-6H,1H3	BGEBZHIAGXMEMV-UHFFFAOYSA-N	216.0422587	CHEBI:18293	HMDB0030637	
BASm0001237	3-hydroxy-2-methyl-3-phytyl-2,3-dihydro-1,4-naphthoquinone			Expected Solid	C/C(=C\CC1(O)C(=O)c2ccccc2C(=O)C1C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C	C31H48O3	InChI=1S/C31H48O3/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-31(34)26(6)29(32)27-18-7-8-19-28(27)30(31)33/h7-8,18-20,22-24,26,34H,9-17,21H2,1-6H3/b25-20+/t23-,24-,26?,31?/m1/s1	OOJSROHRRKVBFW-MNBFGQJISA-N	468.3603454	CHEBI:18298		MMDBc0055369
BASm0001238	hydroquinone O-beta-D-glucopyranoside	Arbutin is found in apple. Glucoside in pear leaves (Pyrus communis	497-76-7		OC[C@H]1O[C@@H](Oc2ccc(O)cc2)[C@H](O)[C@@H](O)[C@@H]1O	C12H16O7	InChI=1S/C12H16O7/c13-5-8-9(15)10(16)11(17)12(19-8)18-7-3-1-6(14)2-4-7/h1-4,8-17H,5H2/t8-,9-,10+,11-,12-/m1/s1	BJRNKVDFDLYUGJ-RMPHRYRLSA-N	272.0896029	CHEBI:18305	HMDB0029943	
BASm0001239	an alkane				*C					CHEBI:18310		
BASm0001241	hydroxyatrazine	4-ethylamino-6-isopropylamino-1,3,5-triazin-2-ol, also known as 2-Hydroxyatrazine, is classified as a member of the 1,3,5-triazines. 1,3,5-triazines are compounds containing a triazine ring, which is a heterocyclic ring, similar to the six-member benzene ring but with three carbons replaced by nitrogen atoms, at ring positions 1, 3, and 5. 4-ethylamino-6-isopropylamino-1,3,5-triazin-2-ol is considered to be practically insoluble (in water) and relatively neutral	2163-68-0		CCNC1=NC(O)=NC(NC(C)C)=N1	C8H15N5O	InChI=1S/C8H15N5O/c1-4-9-6-11-7(10-5(2)3)13-8(14)12-6/h5H,4H2,1-3H3,(H3,9,10,11,12,13,14)	NFMIMWNQWAWNDW-UHFFFAOYSA-N	197.1276601	CHEBI:18316	HMDB0062766	
BASm0001242	1,4-dithiothreitol					C4H10O2S2		VHJLVAABSRFDPM-UHFFFAOYNA-N	154.0122219	CHEBI:18320	HMDB0251493	
BASm0001243	6-oxohexanoate			Expected Solid	[O-]C(=O)CCCCC=O	C6H9O3	InChI=1S/C6H10O3/c7-5-3-1-2-4-6(8)9/h5H,1-4H2,(H,8,9)/p-1	PNPPVRALIYXJBW-UHFFFAOYSA-M	129.0557177	CHEBI:18322		MMDBc0055609
BASm0001244	2-succinylbenzoate	2-succinylbenzoate is a member of the chemical class known as Benzoic Acid and Derivatives. These are organic compounds containing a carboxylic acid substituent attached to a benzene ring.  2-Succinylbenzoate is invovled in the biosynthesis of menaquinone. o-Succinylbenzoate synthase (OSBS) from Escherichia coli, a member of the enolase superfamily, catalyzes an exergonic dehydration reaction in the menaquinone biosynthetic pathway in which 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate (SHCHC) is converted to 4-(2'-carboxyphenyl)-4-oxobutyrate (o-succinylbenzoate or OSB).  The first aromatic intermediate in the menaquinone biosynthetic pathway is o-succinylbenzoate (OSB); it is formed from chorismate/isochorismate and 2-ketoglutarate. (PMID 3902015) The first aromatic intermediate in the menaquinone biosynthetic pathway is o-succinylbenzoate (OSB); it is formed from chorismate/isochorismate and 2-ketoglutarate.  The first aromatic intermediate in the menaquinone biosynthetic pathway is o-succinylbenzoate (OSB); it is formed from chorismate/isochorismate and 2-ketoglutarate.  The first aromatic intermediate in the menaquinone biosynthetic pathway is o-succinylbenzoate (OSB); it is formed from chorismate/isochorismate and 2-ketoglutarate.  coli strains synthesize an intermediate, "X", which is converted to OSB by extracts of menC+ cells. It was demonstrated that chorismate is the branch point compound leading to menaquinone, and that 2-succinylbenzoic acid and 1,4-dihydroxy-2-naphthoic acid can serve as menaquinoone precursors in E. coli. (PMID 1091286) The committed step in menaquinone biosynthesis is the formation of o-succinylbenzoate (OSB).  (PMID 3516220) The suggestion is made that the spirodilactone is the product of an aberrant reaction involving a compound that is normally an intermediate in the conversion of 2-succinylbenzoate to 1,4-dihydroxy-2-naphthoate. (PMID 99177) The presence of shikimic acid in the growth medium restores the ability of an aroD mutant to synthesize cmo5U, while O-succinylbenzoate, which is an early intermediate in the synthesis of menaquinone, does not.  (PMID 2104604)	27415-09-04	Expected Solid	[O-]C(=O)CCC(=O)C1=CC=CC=C1C([O-])=O	C11H8O5	InChI=1S/C11H10O5/c12-9(5-6-10(13)14)7-3-1-2-4-8(7)11(15)16/h1-4H,5-6H2,(H,13,14)(H,15,16)/p-2	YIVWQNVQRXFZJB-UHFFFAOYSA-L	220.0382705	CHEBI:18325		MMDBc0029982
BASm0001245	5alpha-androstane-3beta,17beta-diol	Androstane-3,17-diol is a metabolite of dihydrotestosterone. It doesn't bind androgen receptors, but efficiently binds the estrogen receptor beta and inhibits prostate cancer cell migration through the activation of estrogen receptor beta (PMID: 15958594).	571-20-0		[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@@H](O)CC[C@]12C	C19H32O2	InChI=1S/C19H32O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-17,20-21H,3-11H2,1-2H3/t12-,13-,14-,15-,16-,17-,18-,19-/m0/s1	CBMYJHIOYJEBSB-YSZCXEEOSA-N	292.2402303	CHEBI:18329	HMDB0000493	
BASm0001246	D-arabinitol	D-Arabitol is a polyol. Polyols are sugar alcohols linked to the pentose phosphate pathway (PPP). They are classified on the basis of the number of carbon atoms. Polyols occur in body fluids. A patient with leukoencephalopathy and peripheral neuropathy has been identified as suffering from ribose-5-phosphate isomerase (RPI) deficiency, a defect in the PPP. In this disorder, highly elevated concentrations of the C5 polyols such as D-arabitol are found in body fluids. In addition, transaldolase deficiency, another defect in the PPP, has been diagnosed in a patient with mainly liver problems among others. This patient had increased concentrations of polyols, mainly D-arabitol. So far, the pathophysiological role of polyols is relatively unknown. It is thought that D-arabitol is a metabolic end-product in humans. The strong brain-CSF-plasma gradient of polyols in the patient with RPI deficiency suggested a primary metabolic disorder. The mechanisms of brain and neuronal damage in RPI deficiency remain to be elucidated. A neurotoxic effect due to the accumulation of the polyols may play a role. D-Arabitol is a product of the enzyme D-arabinitol 4-dehydrogenase (EC 1.1.1.11) in the pentose and glucuronate interconversion pathway (PMID: 16435225, J Inherit Metab Dis. 2005;28(6):1181-3). D-Arabitol has also been found to be a fungal metabolite, urinary D-Arabinitol is a marker for invasive candidiasis or infection by Candida fungal species (PMID: 15183861; PMID: 10647119). It can also a metabolite in Debaryomyces, Pichia and Zygosaccharomyces (PMID: 25809659).	488-82-4		OC[C@@H](O)C(O)[C@H](O)CO	C5H12O5	InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4-/m1/s1	HEBKCHPVOIAQTA-QWWZWVQMSA-N	152.0684735	CHEBI:18333	HMDB0000568	
BASm0001247	vanillin	Vanillin, also known as vanillaldehyde or lioxin, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. It is used by the food industry as well as ethylvanillin. Vanillin exists in all living species, ranging from bacteria to humans. Vanillin is a sweet, chocolate, and creamy tasting compound. Vanillin is found, on average, in the highest concentration within a few different foods, such as corns, ryes, and sherries and in a lower concentration in beers, rums, and oats. Vanillin has also been detected, but not quantified, in several different foods, such as gooseberries, other bread, brazil nuts, shea tree, and ohelo berries. This could make vanillin a potential biomarker for the consumption of these foods. Vanillin is a potentially toxic compound. Synthetic vanillin, instead of natural Vanillin extract, is sometimes used as a flavouring agent in foods, beverages, and pharmaceuticals. Vanillin is the primary component of the extract of the Vanillin bean. Because of the scarcity and expense of natural Vanillin extract, there has long been interest in the synthetic preparation of its predominant component. Artificial Vanillin flavoring is a solution of pure vanillin, usually of synthetic origin. Today, artificial vanillin is made from either guaiacol or from lignin, a constituent of wood which is a byproduct of the paper industry. The first commercial synthesis of vanillin began with the more readily available natural compound eugenol.	121-33-5		COC1=CC(C=O)=CC=C1O	C8H8O3	InChI=1S/C8H8O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-5,10H,1H3	MWOOGOJBHIARFG-UHFFFAOYSA-N	152.0473441	CHEBI:18346	HMDB0012308	
BASm0001248	isoquinolin-1(2H)-one				O=C1NC=CC2=CC=CC=C12	C9H7NO	InChI=1S/C9H7NO/c11-9-8-4-2-1-3-7(8)5-6-10-9/h1-6H,(H,10,11)	VDBNYAPERZTOOF-UHFFFAOYSA-N	145.0527638	CHEBI:18350	HMDB0243900	
BASm0001249	4-hydroxyhexan-3-one	4-Hydroxyhexan-3-one is a substrate for the propioin synthase enzyme [EC 4.1.2.35]. 4-Hydroxyhexan-3-one is converted to 2-propanal, which can be used in the sphingolipid metabolism pathway. [Biocyc PROPIOIN-SYNTHASE-RXN and SPHINGOLIPID-SYN-PWY]	4984-85-4	Solid		C6H12O2		SKCYVGUCBRYGTE-UHFFFAOYNA-N	116.0837296	CHEBI:18351		
BASm0001250	4-hydroxy-3-methoxy-benzenemethanol	4-Hydroxy-3-methoxybenzenemethanol, also known as 4-hydroxy-3-methoxybenzyl alcohol or 3-methoxy-4-hydroxybenzyl alcohol, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. 4-Hydroxy-3-methoxybenzenemethanol is a drug. 4-Hydroxy-3-methoxybenzenemethanol is a sweet, anise, and balsam tasting compound. 4-hydroxy-3-methoxybenzenemethanol has been detected, but not quantified, in fruits and herbs and spices. This could make 4-hydroxy-3-methoxybenzenemethanol a potential biomarker for the consumption of these foods.	498-00-0		COC1=CC(CO)=CC=C1O	C8H10O3	InChI=1S/C8H10O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-4,9-10H,5H2,1H3	ZENOXNGFMSCLLL-UHFFFAOYSA-N	154.0629942	CHEBI:18353	HMDB0032012	
BASm0001251	xanthotoxin	Methoxsalen, also known as oxsoralen or 8-methoxypsoralen, belongs to the class of organic compounds known as 8-methoxypsoralens. These are psoralens containing a methoxy group attached at the C8 position of the psoralen group. Methoxsalen is a drug which is used for the treatment of psoriasis and vitiligo. Methoxsalen is a bitter tasting compound. Methoxsalen is found, on average, in the highest concentration within a few different foods, such as parsnips, parsley, and celery stalks and in a lower concentration in wild carrots, carrots, and fennels. Methoxsalen has also been detected, but not quantified, in several different foods, such as figs, green vegetables, corianders, dills, and fruits. Methoxsalen is a potentially toxic compound.	298-81-7		COC1=C2OC(=O)C=CC2=CC2=C1OC=C2	C12H8O4	InChI=1S/C12H8O4/c1-14-12-10-8(4-5-15-10)6-7-2-3-9(13)16-11(7)12/h2-6H,1H3	QXKHYNVANLEOEG-UHFFFAOYSA-N	216.0422587	CHEBI:18358	HMDB0014693	
BASm0001252	1,2-dehydroreticuline				COC1=CC=C(CC2=[N+](C)CCC3=CC(OC)=C(O)C=C23)C=C1O	C19H22NO4	InChI=1S/C19H21NO4/c1-20-7-6-13-10-19(24-3)17(22)11-14(13)15(20)8-12-4-5-18(23-2)16(21)9-12/h4-5,9-11H,6-8H2,1-3H3,(H-,21,22)/p+1	ZALYXKJOOUDZCC-UHFFFAOYSA-O	328.1543346	CHEBI:18363		
BASm0001253	4,4-dimethyl-5alpha-cholesta-8,24-dien-3beta-ol		59865-13-3	Solid	C[C@H](CCC=C(C)C)[C@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3	C29H48O	InChI=1S/C29H48O/c1-19(2)9-8-10-20(3)22-12-13-23-21-11-14-25-27(4,5)26(30)16-18-29(25,7)24(21)15-17-28(22,23)6/h9,20,22-23,25-26,30H,8,10-18H2,1-7H3/t20-,22-,23+,25+,26+,28-,29-/m1/s1	CHGIKSSZNBCNDW-QGBOJXOESA-N	412.3705162	CHEBI:18364		MMDBc0033047
BASm0001254	naphthalene-1,3,6,8-tetrol			Expected Solid	OC1=CC2=CC(O)=CC(O)=C2C(O)=C1	C10H8O4	InChI=1S/C10H8O4/c11-6-1-5-2-7(12)4-9(14)10(5)8(13)3-6/h1-4,11-14H	BCMKHWMDTMUUSI-UHFFFAOYSA-N	192.0422587	CHEBI:18365		MMDBc0054603
BASm0001255	7-deoxyloganin					C17H26O9		KMHXLGLJTQHEIM-OUEWTLASSA-N	374.1576824	CHEBI:18370	HMDB0251007	
BASm0001256	4alpha-methyl-5alpha-cholest-7-en-3beta-ol	4-alpha-Methyl-5-alpha-cholest-7-en-3-beta-ol is involved in the steroid biosynthesis pathway. In this pathway, 4-alpha-methyl-5-alpha-cholest-7-en-3-beta-ol is enzymatically converted to 4-alpha-methyl-5-alpha-cholest-7-en-3-one via the enzyme 3-keto-steroid reductase (EC: 1.1.1.270) and the cofactor NADP(+). This enzyme is responsible for the reduction of the keto group on the C-3 of sterols. (Pathway Commons). Steroid biosynthesis is an anabolic metabolic pathway that produces steroids from simple precursors. This pathway is carried out in different ways in animals than in many other organisms, making the pathway a common target for antibiotics and other anti-infective drugs. In addition, steroid metabolism in humans is the target of cholesterol-lowering drugs such as statins. (Wikipedia).	481-25-4	Solid	[H][C@@](C)(CCCC(C)C)[C@@]1([H])CC[C@@]2([H])C3=CC[C@@]4([H])[C@]([H])(C)[C@@]([H])(O)CC[C@]4(C)[C@@]3([H])CC[C@]12C	C28H48O	InChI=1S/C28H48O/c1-18(2)8-7-9-19(3)22-12-13-24-21-10-11-23-20(4)26(29)15-17-28(23,6)25(21)14-16-27(22,24)5/h10,18-20,22-26,29H,7-9,11-17H2,1-6H3/t19-,20+,22-,23+,24+,25+,26+,27-,28+/m1/s1	LMYZQUNLYGJIHI-SPONXPENSA-N	400.3705162	CHEBI:18378	HMDB0011605	
BASm0001257	a nitrile				*C#N					CHEBI:18379		
BASm0001258	thiamine	Thiamine, also known as aneurin or vitamin B1, belongs to the class of organic compounds known as thiamines. Thiamines are compounds containing a thiamine moiety, which is structurally characterized by a 3-[(4-Amino-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-thiazol-5-yl backbone. Thiamine exists in all living species, ranging from bacteria to plants to humans.  Thiamine biosynthesis occurs in bacteria, some protozoans, plants, and fungi. Thiamine is a vitamin and an essential nutrient meaning the body cannot synthesize it, and it must be obtained from the diet. It is soluble in water and insoluble in alcohol. Thiamine decomposes if heated. Thiamine was first discovered in 1897 by Umetaro Suzuki in Japan when researching how rice bran cured patients of Beriberi. Thiamine was the first B vitamin to be isolated in 1926 and was first made in 1936. Thiamine plays a key role in intracellular glucose metabolism and it is thought that thiamine inhibits the effect of glucose and insulin on arterial smooth muscle cell proliferation. Thiamine plays an important role in helping the body convert carbohydrates and fat into energy. It is essential for normal growth and development and helps to maintain proper functioning of the heart and the nervous and digestive systems. Thiamine cannot be stored in the body; however, once absorbed, the vitamin is concentrated in muscle tissue. Thiamine has antioxidant, erythropoietic, cognition-and mood-modulatory, antiatherosclerotic, putative ergogenic, and detoxification activities. Natural derivatives of thiamine, such as thiamine monophosphate (ThMP), thiamine diphosphate (ThDP), also sometimes called thiamine pyrophosphate (TPP), thiamine triphosphate (ThTP), and adenosine thiamine triphosphate (AThTP), act as coenzymes in addition to performing unique biological functions. Thiamine deficiency can lead to beriberi, Wernicke-Korsakoff syndrome, optic neuropathy, Leigh's disease, African seasonal ataxia (or Nigerian seasonal ataxia), and central pontine myelinolysis. In Western countries, thiamine deficiency is seen mainly in chronic alcoholism. Thiamine supplements or thiamine therapy can be used for the treatment of a number of disorders including thiamine and niacin deficiency states, Korsakov's alcoholic psychosis, Wernicke-Korsakov syndrome, delirium, and peripheral neuritis. In humans, thiamine is involved in the metabolic disorder called 2-methyl-3-hydroxybutyryl-CoA dehydrogenase deficiency. Outside of the human body, Thiamine is found in high quantities in whole grains, legumes, pork, fruits, and yeast and fish. Grain processing removes much of the thiamine content in grains, so in many countries cereals and flours are enriched with thiamine.	70-16-6		CC1=C(CCO)SC=[N+]1CC1=CN=C(C)N=C1N	C12H17N4OS	InChI=1S/C12H17N4OS/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15)/q+1	JZRWCGZRTZMZEH-UHFFFAOYSA-N	265.1123069	CHEBI:18385	HMDB0000235	
BASm0001260	D-gluconate	Gluconic acid, also known as D-gluconic acid, D-gluconate or (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanoic acid (also named dextronic acid), is the C1-oxidized form of D-glucose where the aldehyde group has become oxidized to the corresponding carboxylic acid.  Gluconic acid belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group. In aqueous solution, gluconic acid exists in equilibrium with the cyclic ester glucono delta-lactone. Gluconic acid occurs naturally in fruit, honey, kombucha tea and wine. The salts of gluconic acid are known as "gluconates". Gluconic acid, gluconate salts, and gluconate esters occur widely in nature because such species arise from the oxidation of glucose. Gluconic acid exists in all living species, ranging from bacteria to plants to humans. The metabolism of gluconate is well characterized in prokaryotes where it is known to be degraded following phosphorylation by gluconokinase. Glucokinase activity has also been detected in mammals, including humans (PMID: 24896608). Gluconic acid is produced in the gluconate shunt pathway. In the gluconate shunt, glucose is oxidized by glucose dehydrogenase (also called glucose oxidase) to furnish gluconate, the form in which D-gluconic acid is present at physiological pH. Subsequently, gluconate is phosphorylated by the action of gluconate kinase to produce 6-phosphogluconate, which is the second intermediate of the pentose phosphate pathway. This gluconate shunt is mainly found in plants, algae, cyanobacteria and some bacteria, which all use the Entner-Doudoroff pathway to degrade glucose or gluconate; this generates 2-keto-3-deoxygluconate-6-phosphate, which is then cleaved to generate pyruvate and glyceraldehyde 3-phosphate. Glucose dehydrogenase and gluconate kinase activities are also present in mammals, fission yeast, and flies. Gluconic acid has many industrial uses. It is used as a drug as part of electrolyte supplementation in total parenteral nutrition. It is also used in cleaning products where it helps cleaning up mineral deposits. Gluconic acid or Gluconic acid is used to maintain the cation-anion balance on electrolyte solutions. In humans, gluconic acid is involved in the metabolic disorder called the transaldolase deficiency. Gluconic acid has been found to be a metabolite in Aspergillus (Hugo Vanden Bossche, D.W.R. Mackenzie and G. Cauwenbergh. Aspergillus and Aspergillosis, 1987). 	526-95-4		OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O	C6H11O7	InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/p-1/t2-,3-,4+,5-/m1/s1	RGHNJXZEOKUKBD-SQOUGZDYSA-M	195.0504777	CHEBI:18391	HMDB0000625	
BASm0001261	1,3,8-trihydroxynaphthalene			Expected Solid	OC1=CC2=C(C(O)=CC=C2)C(O)=C1	C10H8O3	InChI=1S/C10H8O3/c11-7-4-6-2-1-3-8(12)10(6)9(13)5-7/h1-5,11-13H	USWUTUCXLQBQCG-UHFFFAOYSA-N	176.0473441	CHEBI:18393		MMDBc0054143
BASm0001262	6-O-alpha-D-glucopyranosyl-D-fructose				OC[C@H]1O[C@H](OC[C@H]2OC(O)(CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O	C12H22O11	InChI=1S/C12H22O11/c13-1-4-6(15)8(17)9(18)11(22-4)21-2-5-7(16)10(19)12(20,3-14)23-5/h4-11,13-20H,1-3H2/t4-,5-,6-,7-,8+,9-,10+,11+,12?/m1/s1	PVXPPJIGRGXGCY-TZLCEDOOSA-N	342.1162115	CHEBI:18394	HMDB0341167	
BASm0001263	2-dehydropantolactone	2-Dehydropantolactone is converted to (R)-pantolactone in the phosphopantothenate biosynthesis pathway. The product of this pathway, D-4'-phosphopantothenate, is the universal precursor for the synthesis of the 4'-phosphopantetheine moiety of coenzyme A and acyl carrier protein. Only plants and microorganisms can synthesize pantothenate de novo. [Biocyc PWY-3961]	13031-04-04		CC1(C)COC(=O)C1=O	C6H8O3	InChI=1S/C6H8O3/c1-6(2)3-9-5(8)4(6)7/h3H2,1-2H3	HRTOQFBQOFIFEE-UHFFFAOYSA-N	128.0473441	CHEBI:18395		MMDBc0033163
BASm0001264	alpha-D-Glucose	Alpha-D-Glucose is the alpha anomer of D-Glucose. An anomer is an epimer at the hemiacetal/hemiketal carbon in a cyclic saccharide (such as glucose). Formally, glucose is a monosaccharide containing six carbon atoms and an aldehyde group. Therefore, it is referred to as an aldohexose. In solutions, glucose can exist in an open-chain (acyclic) and a ring (cyclic) form, the latter being the result of an intramolecular reaction between the aldehyde C atom and the C-5 hydroxyl group to form an intramolecular hemiacetal. In aqueous solution, both forms are in equilibrium and at pH 7 the cyclic one is predominant. Typically, the proportion of the linear form is <0.02%, the proportion of the alpha anomer (alpha-D-Glucose) is 36% and the proportion of the beta anomer (beta-D-Glucose) is 64%. The key difference between alpha and beta glucose is the orientation of hydroxyl (-OH) group attached to the first carbon atom. Different glucose anomers have different physical properties, melting points and specific rotations. For instance, alpha-D-glucose has a melting point of 146 oC, while beta-D-glucose has a melting point of 150 oC. When alpha-D-glucose molecules polymerize they form starch. When beta-D-glucose molecules polymerize, they form cellulose. Regardless of its anomeric form, glucose is a primary source of energy for all living organisms. It is a fundamental metabolite found in all organisms, ranging from bacteria to plants to humans. Most of the glucose generated on the Earth is made by plants and algae during photosynthesis from water and carbon dioxide, where it is used to make cellulose (and other polymeric forms of glucose called polysaccharides) that stabilize plant cell walls. Glucose is also found in fruits and other parts of plants in its free state. In animals, glucose can be generated from the breakdown of glycogen in a process known as glycogenolysis. Glucose can also be synthesized de novo in animals. In particular, it can be synthesized in the liver and kidneys from non-carbohydrate intermediates, such as pyruvate and glycerol (and gluconeogenic amino acids such as glycine, serine and alanine), by a process known as gluconeogenesis. Humans also consume large amounts of glucose as part of their regular diet. Ingested glucose initially binds to the receptor for sweet taste on the tongue in humans. This complex of the proteins T1R2 and T1R3 makes it possible to identify glucose-containing food sources. Glucose in the body mainly comes from food - about 300 g per day for the average adult. In humans, the breakdown of glucose-containing polysaccharides happens partly during chewing by means of the enzyme known as amylase, which is contained in saliva, as well as by other enzymes such as maltase, lactase and sucrase on the brush border of the small intestine. The blood sugar content of a healthy person in the short-time fasting state, e.g. after overnight fasting, is about 70 to 100 mg/dL of blood (4 to 5.5 mM). In blood plasma, the measured values are about 10-15% higher. Dysregulated metabolism of glucose can lead to a number of diseases including diabetes. Diabetes is a metabolic disorder where the body is unable to regulate levels of glucose in the blood either because of a lack of insulin in the body or the failure, by cells in the body, to respond properly to insulin. Each of these situations can be caused by persistently high elevations of blood glucose levels (called hyperglycemia), through pancreatic burnout and insulin resistance. Persistently elevated levels of glucose (>6 mM or >120 mg/dL) can lead to the formation of covalent adducts of glucose with plasma proteins through a non-enzymatic process known as glycation. This glycation reaction leads to advanced glycation end products or AGEs (PMID: 24634591). AGEs are thought to be the major causes of different diabetic complications. High glucose levels may induce glycation of various structural and functional proteins including plasma proteins and collagen. The non-enzymatic modification of plasma proteins such as albumin, fibrinogen, hemoglobin and globulins may produce various deleterious effects including alteration in drug binding in the plasma, platelet activation, generation of oxygen free radicals, impaired fibrinolysis and impairment in immune system regulation (PMID: 24634591). Transiently elevated glucose (up to 7.3 mM or 133 mg/dL) is often seen shortly after the consumption of a meal or a food item that is rich in carbohydrates -- even among very healthy people (PMID: 19885137).  Glucose is also elevated when an individual is fighting viral or bacterial infections or suffering from traumatic injuries (burns, wounds).  In fact, glucose can be significantly elevated (>11 mM or 200 mg/dL) when individuals are experiencing sepsis or septic shock (PMID: 16006275).  On the other hand, low blood glucose levels (hypoglycemia) where blood glucose is <3.9 mM (70 mg/dL) are common among people with type 1 diabetes and people with type 2 diabetes who take certain diabetic medicines. Certain conditions, such as liver disease, may also cause low levels of blood glucose. Hypoglycemia can lead to fatigue, sleepiness, short temper or feeling faint.	492-62-6	Solid	OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6+/m1/s1	WQZGKKKJIJFFOK-DVKNGEFBSA-N	180.0633881	CHEBI:18398	HMDB0003345	
BASm0001265	2-phenylacetate				[O-]C(=O)CC1=CC=CC=C1	C8H7O2	InChI=1S/C8H8O2/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)/p-1	WLJVXDMOQOGPHL-UHFFFAOYSA-M	135.045153	CHEBI:18401	HMDB0183895	
BASm0001266	L-arabinitol	L-Arabitol, also known as L-arabinitol or L-lyxitol, is a member of the class of compounds known as sugar alcohols. Sugar alcohols are hydrogenated forms of carbohydrate in which the carbonyl group (aldehyde or ketone reducing sugar) has been reduced to a primary or secondary hydroxyl group. L-Arabitol is soluble in water. L-Arabitol can be found in a number of food items such as sweet potato, deerberry, moth bean, and European chestnut, which makes L-arabitol a potential biomarker for the consumption of these food products. L-Arabitol can be found in most biofluids, including urine, cerebrospinal fluid (CSF), saliva, and blood. L-Arabitol exists in all living species, ranging from bacteria to humans. Moreover, L-arabitol is found to be associated with Alzheimer's disease and ribose-5-phosphate isomerase deficiency, which is an inborn error of metabolism. L-Arabitol can be formed by the reduction of either arabinose or lyxose. L-Arabitol has been reported in pentosuric acidemia (PMID:13525419). L-Arabinosinuia has been described in a patient, presented at the age of 16 months with delayed motor development and facial dysmorphism (PMID:12359133) Congenital liver cirrhosis has been recently described in a patient with highly elevated plasma and urine levels of arabitol due to transaldolase deficiency (Inherit Metab Dis 23(Suppl. 1):172, 2000).	7643-75-6		OC[C@H](O)C(O)[C@@H](O)CO	C5H12O5	InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4-/m0/s1	HEBKCHPVOIAQTA-IMJSIDKUSA-N	152.0684735	CHEBI:18403	HMDB0001851	
BASm0001267	3-methylcatechol	3-methylcatechol, also known as 2,3-dihydroxytoluene or 2,3-toluenediol, is a member of the class of compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety. 3-methylcatechol is soluble (in water) and a very weakly acidic compound (based on its pKa). 3-methylcatechol can be found in arabica coffee, beer, cocoa powder, and coffee, which makes 3-methylcatechol a potential biomarker for the consumption of these food products. 3-methylcatechol is a chemical compound .	488-17-5		CC1=C(O)C(O)=CC=C1	C7H8O2	InChI=1S/C7H8O2/c1-5-3-2-4-6(8)7(5)9/h2-4,8-9H,1H3	PGSWEKYNAOWQDF-UHFFFAOYSA-N	124.0524295	CHEBI:18404	HMDB0301753	
BASm0001268	hydrogen cyanide	Hydrogen cyanide (with the historical common name of Prussic acid) is a chemical compound with chemical formula HCN. It is a colorless, extremely poisonous liquid that boils slightly above room temperature at 26 °C (79 °F). Hydrogen cyanide is a linear molecule, with a triple bond between carbon and nitrogen. A minor tautomer of HCN is HNC, hydrogen isocyanide. Hydrogen cyanide is weakly acidic with a pKa of 9.2. It partly ionizes in water solution to give the cyanide anion, CN. (Wikipedia)	74-90-8		C#N	CHN	InChI=1S/CHN/c1-2/h1H	LELOWRISYMNNSU-UHFFFAOYSA-N	27.01089904	CHEBI:18407	HMDB0060292	
BASm0001269	adenosylcob(III)alamin	Adenosylcobalamin is one of two metabolically active forms synthesized upon ingestion of vitamin B12 and is the predominant form in the liver; it acts as a coenzyme in the reaction catalyzed by methylmalonyl-CoA mutase. A cobalamin (cbl) derivative in which the substituent is deoxyadenosyl. It is one of two metabolically active forms synthesized upon ingestion of vitamin B12 and is the predominant form in the liver; it acts as a coenzyme in the reaction catalyzed by methylmalonyl-CoA mutase (MCM; E.C. 5.4.99.2). Inborn errors of vitamin B12 metabolism are autosomal recessive disorders and have been classified into nine distinct complementation classes. Disorders affecting adenosylcobalamin cause methylmalonic acidemia and metabolic acidosis. Methylmalonyl-CoA mutase catalyzes the conversion of L-methylmalonyl-CoA to succinyl-CoA and uses adenosylcobalamin (AdoCbl) as a cofactor. Cbl must be transported into mitochondria, reduced and adenosylated before it can be utilized by MCM. (PMID: 17011224).	13870-90-1		CC1=C2N3[C@@H]4[C@H](CC(N)=O)[C@@]2(C)CCC(=O)NC[C@@H](C)OP(=O)([O-])O[C@H]2[C@@H](O)[C@H](O[C@@H]2CO)n2c[n+](c5cc(C)c(C)cc52)[Co-3]325(C[C@H]3O[C@@H](n6cnc7c(N)ncnc76)[C@H](O)[C@@H]3O)[N+]3=C1[C@@H](CCC(N)=O)C(C)(C)C3=CC1=[N+]2C(=C(C)C2=[N+]5[C@]4(C)[C@@](C)(CC(N)=O)[C@@H]2CCC(N)=O)[C@@](C)(CC(N)=O)[C@@H]1CCC(N)=O	C72H100CoN18O17P	InChI=1S/C62H90N13O14P.C10H12N5O3.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);2-4,6-7,10,16-17H,1H2,(H2,11,12,13);/q;;+2/p-2/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;4-,6-,7-,10-;/m11./s1	ZIHHMGTYZOSFRC-OUCXYWSSSA-L	1578.658346	CHEBI:18408	HMDB0002086	
BASm0001270	N-formylanthranilate			Expected Solid	O=CNc1ccccc1C(=O)[O-]	C8H6NO3	InChI=1S/C8H7NO3/c10-5-9-7-4-2-1-3-6(7)8(11)12/h1-5H,(H,9,10)(H,11,12)/p-1	LLLPDUXGHXIXIW-UHFFFAOYSA-M	164.0353166	CHEBI:18410		MMDBc0056147
BASm0001271	beta-D-glucosyl-(1->3)-D-glucose				OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](CO)OC(O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O	C12H22O11	InChI=1S/C12H22O11/c13-1-3-5(15)7(17)8(18)12(22-3)23-10-6(16)4(2-14)21-11(20)9(10)19/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8-,9-,10+,11-,12+/m1/s1	QIGJYVCQYDKYDW-CSOAUFAESA-N	342.1162115	CHEBI:18411		
BASm0001272	Mg(2+)	Magnesium salts are essential in nutrition, being required for the activity of many enzymes, especially those concerned with oxidative phosphorylation. Physiologically, it exists as an ion in the body. It is a component of both intra- and extracellular fluids and is excreted in the urine and feces. Deficiency causes irritability of the nervous system with tetany, vasodilatation, convulsions, tremors, depression, and psychotic behavior. Magnesium ion in large amounts is an ionic laxative, and magnesium sulfate (Epsom salts) is sometimes used for this purpose. So-called "milk of magnesia" is a water suspension of one of the few insoluble magnesium compounds, magnesium hydroxide; the undissolved particles give rise to its appearance and name. Milk of magnesia is a mild base, and is commonly used as an antacid. Moreover, magnesium is found to be associated with primary hypomagnesemia, which is an inborn error of metabolism.	7439-95-4	Solid	[Mg+2]	Mg	InChI=1S/Mg/q+2	JLVVSXFLKOJNIY-UHFFFAOYSA-N	23.9850419	CHEBI:18420	HMDB0000547	
BASm0001273	superoxide	Superoxide is the anionic form O2. It is important as the product of the one-electron reduction of dioxygen (oxygen gas), which occurs widely in nature. With one unpaired electron, the superoxide ion is a free radical. It is also paramagnetic. The biological toxicity of superoxide is due to its capacity to inactivate iron-sulfur cluster containing enzymes (which are critical in a wide variety of metabolic pathways), thereby liberating free iron in the cell, which can undergo fenton-chemistry and generate the highly reactive hydroxyl radical. In its HO2 form, superoxide can also initiate lipid peroxidation of polyunsaturated fatty acids. It also reacts with carbonyl compounds and halogenated carbons to create toxic peroxy radicals. As such, superoxide is a main cause of oxidative stress. Highly reactive compounds produced when oxygen is reduced by a single electron. In biological systems, they may be generated during the normal catalytic function of a number of enzymes and during the oxidation of hemoglobin to Methemoglobin. Because superoxide is toxic, nearly all organisms living in the presence of oxygen contain isoforms of the superoxide scavenging enzyme, superoxide dismutase, or SOD. SOD is an extremely efficient enzyme; it catalyzes the neutralization of superoxide nearly as fast as the two can diffuse together spontaneously in solution. Genetic inactivation ("knockout") of SOD produces deleterious phenotypes in organisms ranging from bacteria to mice. The latter species dies around 21 days after birth if the mitochondrial variant of SOD (Mn-SOD) is inactivated, and suffers from multiple pathologies, including reduced lifespan, liver cancer, muscle atrophy, cataracts and female infertility when the cytoplasmic (Cu, Zn -SOD) variant is inactivated. With one unpaired electron, the superoxide ion is a free radical and therefore paramagnetic. In living organisms, superoxide dismutase protects the cell from the deleterious effects of superoxides.	11062-77-4		[O][O-]	O2	InChI=1S/HO2/c1-2/h1H/p-1	OUUQCZGPVNCOIJ-UHFFFAOYSA-M	31.98982924	CHEBI:18421	HMDB0002168	
BASm0001274	1D-1-O-methyl-myo-inositol	(-)-Bornesitol is found in borage. (-)-Bornesitol occurs in several families of Dicotyledons (CCD).Bornesitol is a cyclitol. It can be found in the gentianaceae and menyanthaceae plant families. Chemically, it is a methyl ether of D-myo-inositol. (Wikipedia	484-71-9		CO[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O	C7H14O6	InChI=1S/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3/t2-,3-,4+,5-,6-,7-/m1/s1	DSCFFEYYQKSRSV-AGZHHQKVSA-N	194.0790382	CHEBI:18427	HMDB0031437	
BASm0001275	(R)-mandelonitrile	Mandelonitrile is a chemical compound of the cyanohydrin class. Small amounts of mandelonitrile occur in the pits of some fruits. (Wikipedia)			N#C[C@H](O)c1ccccc1	C8H7NO	InChI=1S/C8H7NO/c9-6-8(10)7-4-2-1-3-5-7/h1-5,8,10H/t8-/m0/s1	NNICRUQPODTGRU-QMMMGPOBSA-N	133.0527639	CHEBI:18450	HMDB0060486	
BASm0001276	(1S,2S,4R)-limonene-1,2-diol				C=C(C)[C@@H]1CC[C@](C)(O)[C@@H](O)C1	C10H18O2	InChI=1S/C10H18O2/c1-7(2)8-4-5-10(3,12)9(11)6-8/h8-9,11-12H,1,4-6H2,2-3H3/t8-,9+,10+/m1/s1	WKZWTZTZWGWEGE-UTLUCORTSA-N	170.1306798	CHEBI:18515		
BASm0001277	5alpha-campestan-3-one	5alpha-Campestan-3-one, also known as 3-dehydro-campestanol or methylcholestanone, belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, 5alpha-campestan-3-one is considered to be a sterol lipid molecule. 5alpha-Campestan-3-one is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 5alpha-Campestan-3-one is involved in the brassinosteroid biosynthesis pathway. 5alpha-Campestan-3-one is produced from campest-4-en-3-one by the action of DET2 (EC 1.3.99.-), a probable steroid reductase. 5alpha-Campestan-3-one is then converted into campestanol or 22alpha-hydroxy-5alpha-campestan-3-one. The conversion to 22alpha-hydroxy-5alpha-campestan-3-one is catalyzed by DWF4, a steroid 22-alpha-hydroxylase (EC 1.14.13.-).	27212-88-0		CC(C)[C@H](C)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C28H48O	InChI=1S/C28H48O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h18-21,23-26H,7-17H2,1-6H3/t19-,20-,21+,23+,24-,25+,26+,27+,28-/m1/s1	DDJMOMHMVFXEQF-JBQSTXLYSA-N	400.3705162	CHEBI:18533	HMDB0012116	
BASm0001278	campest-4-en-3-one	Campest-4-en-3-one is an intermediate in Brassinolide Biosynthesis pathway.The conversion of the membrane Sterol Campesterol to BL occurs via a series of reductions, hydroxylations, epimerizations and oxidations that have been extensively studied in several species. The conversion of Campesterol to Campestanol is not a single step, but composed of the biosynthetic sequence of Campesterol 4-en-3Beta-ol ---> 4-en-3-one ---> 3-one ---> Campestanol in Arabidopsis. In the first step, Campesterol is converted to Campest-4-en-3Beta-ol in presence of enzyme Delta-5-3-Ketosteroid Isomerase. Enzymes that catalyze the conversion from 3-Beta-Hydroxy-Delta,5-6-Steroid to 3-oxo-Delta-4-5 Isomerase have been reported in Bacteria and Mammals. Campest-4-en-3 Beta-ol is converted to Campest-4-en-3-one in presence of enzyme 3-Beta-Hydroxysteroid Dehydrogenase. In the next step, Campest-4-en-3-one is converted to Campestanol via 5-Alpha-Campestan-3-one. 3-Oxo-5Alpha-Steroid 4-Dehydrogenase family members (encoded by Det2 in Arabidopsis) catalyze the formation of 5-Alpha-Campestan-3-one.	22260-46-4	Solid	CC(C)[C@H](C)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C28H46O	InChI=1S/C28H46O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h17-20,23-26H,7-16H2,1-6H3/t19-,20-,23+,24-,25+,26+,27+,28-/m1/s1	QQIOPZFVTIHASB-IMUDCKKOSA-N	398.3548661	CHEBI:18534	HMDB0012196	
BASm0001279	(6S)-5-methyl-5,6,7,8-tetrahydrofolate			Expected Solid	CN1c2c(nc(N)[nH]c2=O)NC[C@@H]1CNc1ccc(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])cc1	C20H23N7O6	InChI=1S/C20H25N7O6/c1-27-12(9-23-16-15(27)18(31)26-20(21)25-16)8-22-11-4-2-10(3-5-11)17(30)24-13(19(32)33)6-7-14(28)29/h2-5,12-13,22H,6-9H2,1H3,(H,24,30)(H,28,29)(H,32,33)(H4,21,23,25,26,31)/p-2/t12-,13-/m0/s1	ZNOVTXRBGFNYRX-STQMWFEESA-L	457.1709815	CHEBI:18608		MMDBc0054074
BASm0001280	(R)-epichlorohydrin		26658-42-4		ClC[C@H]1CO1	C3H5ClO	InChI=1S/C3H5ClO/c4-1-3-2-5-3/h3H,1-2H2/t3-/m1/s1	BRLQWZUYTZBJKN-GSVOUGTGSA-N		CHEBI:18662		
BASm0001281	(R)-3-chloro-1,2-propanediol		96-24-2		OC[C@@H](O)CCl	C3H7ClO2	InChI=1S/C3H7ClO2/c4-1-3(6)2-5/h3,5-6H,1-2H2	SSZWWUDQMAHNAQ-UHFFFAOYSA-N		CHEBI:18663		
BASm0001282	1,2-dinitroglycerol				O=[N+]([O-])OCC(CO)O[N+](=O)[O-]	C3H6N2O7	InChI=1S/C3H6N2O7/c6-1-3(12-5(9)10)2-11-4(7)8/h3,6H,1-2H2	GFVHBTOOPNJKLV-UHFFFAOYSA-N	182.0175005	CHEBI:18898	HMDB0244085	
BASm0001283	(3R,6R)-1,3,4,6-tetrachlorocyclohexa-1,4-diene			Expected Solid	ClC1=C[C@@H](Cl)C(Cl)=C[C@H]1Cl	C6H4Cl4	InChI=1S/C6H4Cl4/c7-3-1-4(8)6(10)2-5(3)9/h1-3,6H/t3-,6-/m1/s1	HKAJKOBDBFGGIU-AWFVSMACSA-N	215.9067109	CHEBI:18904		MMDBc0054064
BASm0001284	1,3-dinitroglycerol				O=[N+]([O-])OCC(O)CO[N+](=O)[O-]	C3H6N2O7	InChI=1S/C3H6N2O7/c6-3(1-11-4(7)8)2-12-5(9)10/h3,6H,1-2H2	ASIGVDLTBLZXNC-UHFFFAOYSA-N	182.0175005	CHEBI:18921	HMDB0244171	
BASm0001285	1-nitroglycerol				O=[N+]([O-])OCC(O)CO	C3H7NO5	InChI=1S/C3H7NO5/c5-1-3(6)2-9-4(7)8/h3,5-6H,1-2H2	HXWLJBVVXXBZCM-UHFFFAOYSA-N	137.0324223	CHEBI:19070	HMDB0243950	
BASm0001287	1H-pyrrole	Pyrrole is found in corn. Pyrrole is a flavouring ingredient Pyrrole has very low basicity compared to conventional amines and some other aromatic compounds like pyridine. This decreased basicity is attributed to the delocalization of the lone pair of electrons of the nitrogen atom in the aromatic ring. Pyrrole is a very weak base with a pKaH of about 4. Protonation results in loss of aromaticity, and is, therefore, unfavorable. Pyrrole is a heterocyclic aromatic organic compound, a five-membered ring with the formula C4H4NH. Substituted derivatives are also called pyrroles. For example, C4H4NCH3 is N-methylpyrrole. Porphobilinogen is a trisubstituted pyrrole, which is the biosynthetic precursor to many natural products. The starting materials in the Piloty-Robinson pyrrole synthesis are 2 equivalents of an aldehyde and hydrazine. The product is a pyrrole with specific substituents in the 3 and 4 positions. The aldehyde reacts with the diamine to an intermediate di-imine (R C=N N=C R), which, with added hydrochloric acid, gives ring-closure and loss of ammonia to the pyrrole	109-97-7	Liquid	c1cc[nH]c1	C4H5N	InChI=1S/C4H5N/c1-2-4-5-3-1/h1-5H	KAESVJOAVNADME-UHFFFAOYSA-N	67.04219917	CHEBI:19203	HMDB0035924	
BASm0001288	(2Z,4E)-2,3,5-trichloromuconate			Expected Solid	O=C([O-])/C(Cl)=C(Cl)\C=C(\Cl)C(=O)[O-]	C6HCl3O4	InChI=1S/C6H3Cl3O4/c7-2(4(9)6(12)13)1-3(8)5(10)11/h1H,(H,10,11)(H,12,13)/p-2/b3-1+,4-2-	AHDWVTPNJCBFTN-TZFCGSKZSA-L	241.8951388	CHEBI:19298		MMDBc0054870
BASm0001289	2-hydroxy-6-(2-hydroxyphenoxy)-6-oxo-cis,cis-hexa-2,4-dienoate				O=C(/C=C\C=C(\O)C(=O)[O-])Oc1ccccc1O	C12H10O6	InChI=1S/C12H10O6/c13-8-4-1-2-6-10(8)18-11(15)7-3-5-9(14)12(16)17/h1-7,13-14H,(H,16,17)/b7-3-,9-5+	CULGWEQEASHZHP-NINQLNBYSA-N	250.047738	CHEBI:19327		
BASm0001290	2,4,6-trichloroanisole	1,3,5-Trichloro-2-methoxybenzene is found in alcoholic beverages. Off-odour component found in foods etc. Responsible for 'cork taint' in wine	87-40-1	Solid	COc1c(Cl)cc(Cl)cc1Cl	C7H5Cl3O	InChI=1S/C7H5Cl3O/c1-11-7-5(9)2-4(8)3-6(7)10/h2-3H,1H3	WCVOGSZTONGSQY-UHFFFAOYSA-N	209.9405979	CHEBI:19333	HMDB0029643	
BASm0001291	(2,4-dichlorophenoxy)acetate			Expected Solid	O=C([O-])COc1ccc(Cl)cc1Cl	C8H5Cl2O3	InChI=1S/C8H6Cl2O3/c9-5-1-2-7(6(10)3-5)13-4-8(11)12/h1-3H,4H2,(H,11,12)/p-1	OVSKIKFHRZPJSS-UHFFFAOYSA-M	218.962123	CHEBI:19351		MMDBc0054030
BASm0001292	2,4-dihydroxylamino-6-nitrotoluene	A member of the class of nitrotoluenes that is ortho-nitrotoluene bearing two additional hydroxylamino substituents located at the two positions meta to the nitro group.			Cc1c(NO)cc(NO)cc1[N+](=O)[O-]	C7H9N3O4	InChI=1S/C7H9N3O4/c1-4-6(9-12)2-5(8-11)3-7(4)10(13)14/h2-3,8-9,11-12H,1H3	CJOXQEXJXBLWDP-UHFFFAOYSA-N		CHEBI:19357		
BASm0001293	(2E,4E)-2,5-dichloromuconate	2,5-dichloro-cis,cis-muconate, also known as (2e,4e)-2,5-dichloromuconate, is a member of the class of compounds known as medium-chain fatty acids. Medium-chain fatty acids are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. 2,5-dichloro-cis,cis-muconate is practically insoluble (in water) and a moderately acidic compound (based on its pKa). 2,5-dichloro-cis,cis-muconate can be found in a number of food items such as garlic, swede, komatsuna, and bitter gourd, which makes 2,5-dichloro-cis,cis-muconate a potential biomarker for the consumption of these food products.			O=C([O-])/C(Cl)=C\C=C(\Cl)C(=O)[O-]	C6H2Cl2O4	InChI=1S/C6H4Cl2O4/c7-3(5(9)10)1-2-4(8)6(11)12/h1-2H,(H,9,10)(H,11,12)/p-2/b3-1+,4-2+	HECLTTZJJYETPR-ZPUQHVIOSA-L	207.9341111	CHEBI:19375	HMDB0304045	
BASm0001294	2-(acetamidomethylene)-3-(hydroxymethyl)succinate	A dicarboxylic acid dianion obtained by removal of a proton from both of the carboxylic acid groups of 3-(acetamidomethylidene)-2-(hydroxymethyl)succinic acid.			CC(=O)NC=C(C(=O)[O-])C(CO)C(=O)[O-]	C8H9NO6	InChI=1S/C8H11NO6/c1-4(11)9-2-5(7(12)13)6(3-10)8(14)15/h2,6,10H,3H2,1H3,(H,9,11)(H,12,13)(H,14,15)/p-2	BHXUWJPOOLFBAP-UHFFFAOYSA-L		CHEBI:19418		
BASm0001295	2-amino-4,6-dinitrotoluene				Cc1c(N)cc([N+](=O)[O-])cc1[N+](=O)[O-]	C7H7N3O4	InChI=1S/C7H7N3O4/c1-4-6(8)2-5(9(11)12)3-7(4)10(13)14/h2-3H,8H2,1H3	IEEJAAUSLQCGJH-UHFFFAOYSA-N	197.0436557	CHEBI:19452	HMDB0245219	
BASm0001296	(2E,4Z)-2-chloromuconate			Expected Solid	[H]\C(=C(/[H])C([O-])=O)\C(\[H])=C(\Cl)C([O-])=O	C6H3ClO4	InChI=1S/C6H5ClO4/c7-4(6(10)11)2-1-3-5(8)9/h1-3H,(H,8,9)(H,10,11)/p-2/b3-1-,4-2+	OZNNVVBQWHRHHH-HSFFGMMNSA-L	173.9730834	CHEBI:19504		MMDBc0054798
BASm0001297	2-deoxyecdysone			Expected Solid	[H][C@]12CC[C@]3(C)[C@H](CC[C@@]3(O)C1=CC(=O)[C@]1([H])C[C@@H](O)CC[C@]21C)[C@H](C)[C@H](O)CCC(C)(C)O	C27H44O5	InChI=1S/C27H44O5/c1-16(22(29)9-10-24(2,3)31)18-8-13-27(32)20-15-23(30)21-14-17(28)6-11-25(21,4)19(20)7-12-26(18,27)5/h15-19,21-22,28-29,31-32H,6-14H2,1-5H3/t16-,17-,18+,19-,21-,22+,25+,26+,27+/m0/s1	CRAPXAGGASWTPU-VQOIUDCISA-N	448.3188745	CHEBI:19566		MMDBc0051349
BASm0001298	2-hydroxy-2-methylpropanoate				CC(C)(O)C([O-])=O	C4H7O3	InChI=1S/C4H8O3/c1-4(2,7)3(5)6/h7H,1-2H3,(H,5,6)/p-1	BWLBGMIXKSTLSX-UHFFFAOYSA-M	103.0400677	CHEBI:19641	HMDB0242161	
BASm0001299	2-hydroxylamino-4,6-dinitrotoluene	2-hydroxylamino-4,6-dinitrotoluene, also known as 2-hadnt or 4,6-dinitro-2-hydroxylaminotoluene, is a member of the class of compounds known as dinitrotoluenes. Dinitrotoluenes are organic aromatic compounds containing a benzene that carries a single methyl group and exactly two nitro groups. 2-hydroxylamino-4,6-dinitrotoluene is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 2-hydroxylamino-4,6-dinitrotoluene can be found in a number of food items such as rye, jujube, komatsuna, and allspice, which makes 2-hydroxylamino-4,6-dinitrotoluene a potential biomarker for the consumption of these food products.			CC1=C(C=C(C=C1NO)[N+]([O-])=O)[N+]([O-])=O	C7H7N3O5	InChI=1S/C7H7N3O5/c1-4-6(8-11)2-5(9(12)13)3-7(4)10(14)15/h2-3,8,11H,1H3	KONVLHWTMAMGAA-UHFFFAOYSA-N	213.0385703	CHEBI:19644	HMDB0304072	
BASm0001300	2-nitroglycerol	A mononitroglycerol that is glycerol in which the hydrogen atom of the hydroxy group at position 2 is replaced by a nitro group.			O=[N+]([O-])OC(CO)CO	C3H7NO5	InChI=1S/C3H7NO5/c5-1-3(2-6)9-4(7)8/h3,5-6H,1-2H2	QYZBMMOLPVKAPU-UHFFFAOYSA-N		CHEBI:19720		
BASm0001301	quinaldate	Quinaldic acid, also known as quinaldate, 2-carboxyquinoline, or quinoline-2-carboxylic acid, belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions. The quinoline ring system is a double-ring structure composed of a benzene and a pyridine ring fused at two adjacent carbon atoms. Quinaldic acid is a quinoline having a carboxy group at the 2-position. It is a solid that is moderately soluble in water with a melting point of 156°C.  Quinaldic acid is a metabolite of tryptophan degradation that is formed via the kynurenine pathway; it is formed through the dehydroxylation of the intermediate kynurenic acid (PMID: 13385219). It is excreted in urine, and its urine concentration is decreased in individuals suffering from chronic alcoholism (PMID: 25754126).  Quinaldic acid has been shown to inhibit proinsulin synthesis in pancreatic islet cells (PMID: 373355).  Quinaldic acid has been shown to have anti-proliferative or anti-tumour effects and has been found to alter the expression of the p53 tumour suppressor gene as well as the phosphorylation of the p53 protein in in vitro studies (PMID: 30780127).	1993-10-07	Solid	O=C([O-])c1ccc2ccccc2n1	C10H7NO2	InChI=1S/C10H7NO2/c12-10(13)9-6-5-7-3-1-2-4-8(7)11-9/h1-6H,(H,12,13)	LOAUVZALPPNFOQ-UHFFFAOYSA-N	173.0476785	CHEBI:19775	HMDB0000842	
BASm0001302	2-thiocytidine				Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=S)n1	C9H13N3O4S	InChI=1S/C9H13N3O4S/c10-5-1-2-12(9(17)11-5)8-7(15)6(14)4(3-13)16-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,17)	RHFUOMFWUGWKKO-UHFFFAOYSA-N	259.0626771	CHEBI:19780	HMDB0248564	
BASm0001303	24-methylenecholesterol	24-Methylenecholesterol, also known as chalinasterol or ostreasterol, belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, 24-methylenecholesterol is considered to be a sterol lipid molecule. 24-Methylenecholesterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 24-Methylenecholesterol is involved in the biosynthesis of steroids. 24-Methylenecholesterol is converted from 5-dehydroepisterol by 7-dehydrocholesterol reductase (EC 1.3.1.21). 24-Methylenecholesterol is converted into campesterol by delta24-sterol reductase (EC 1.3.1.72).	474-63-5	Solid	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=C)C(C)C	C28H46O	InChI=1S/C28H46O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h9,18,20,22-26,29H,3,7-8,10-17H2,1-2,4-6H3/t20-,22+,23+,24-,25+,26+,27+,28-/m1/s1	INDVLXYUCBVVKW-PXBBAZSNSA-N	398.3548661	CHEBI:19812	HMDB0006849	
BASm0001304	3-O-methylgallate			Expected Solid	COC1=CC(=CC(O)=C1[O-])C(O)=O	C8H7O5	InChI=1S/C8H8O5/c1-13-6-3-4(8(11)12)2-5(9)7(6)10/h2-3,9-10H,1H3,(H,11,12)/p-1	KWCCUYSXAYTNKA-UHFFFAOYSA-M	183.0298969	CHEBI:19950		MMDBc0054234
BASm0001305	(1R,2R)-3-chlorocyclohexa-3,5-diene-1,2-diol				O[C@@H]1C=CC=C(Cl)[C@@H]1O	C6H7ClO2	InChI=1S/C6H7ClO2/c7-4-2-1-3-5(8)6(4)9/h1-3,5-6,8-9H/t5-,6+/m1/s1	CEKJBAXHIQWXBY-RITPCOANSA-N	146.0134572	CHEBI:19981		MMDBc0054021
BASm0001306	3-dehydroteasterone	3-Dehydroteasterone is found in cereals and cereal products. 3-Dehydroteasterone is a constituent of wheat grains Triticum aestivum.	124853-28-7	Solid	CC(C)[C@H](C)[C@@H](O)[C@H](O)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC(=O)[C@H]4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C28H46O4	InChI=1S/C28H46O4/c1-15(2)16(3)25(31)26(32)17(4)20-7-8-21-19-14-24(30)23-13-18(29)9-11-28(23,6)22(19)10-12-27(20,21)5/h15-17,19-23,25-26,31-32H,7-14H2,1-6H3	SVBMASFUJDIDJC-UHFFFAOYSA-N	446.33961	CHEBI:20000	HMDB0041527	
BASm0001307	3-methylquinolin-2(1H)-one				Cc1cc2ccccc2[nH]c1=O	C10H9NO	InChI=1S/C10H9NO/c1-7-6-8-4-2-3-5-9(8)11-10(7)12/h2-6H,1H3,(H,11,12)	POYSUXIHCXBJPN-UHFFFAOYSA-N		CHEBI:20114		
BASm0001308	3-methylquinoline				Cc1cnc2ccccc2c1	C10H9N	InChI=1S/C10H9N/c1-8-6-9-4-2-3-5-10(9)11-7-8/h2-7H,1H3	DTBDAFLSBDGPEA-UHFFFAOYSA-N	143.0734993	CHEBI:20140		
BASm0001310	3-oxopentanoate				CCC(=O)CC(=O)[O-]	C5H8O3	InChI=1S/C5H8O3/c1-2-4(6)3-5(7)8/h2-3H2,1H3,(H,7,8)	FHSUFDYFOHSYHI-UHFFFAOYSA-N	116.0473441	CHEBI:20177	HMDB0245963	
BASm0001311	4-amino-2-hydroxylamino-6-nitrotoluene	A member of the class of amino-nitrotoluenes that is 4-amino-6-nitrotoluene bearing an additional hydroxylamino group at position 2.			Cc1c(NO)cc(N)cc1[N+](=O)[O-]	C7H9N3O3	InChI=1S/C7H9N3O3/c1-4-6(9-11)2-5(8)3-7(4)10(12)13/h2-3,9,11H,8H2,1H3	VQMWRUKXHJGSIE-UHFFFAOYSA-N		CHEBI:20307		
BASm0001312	4-hydroxylamino-2,6-dinitrotoluene	4-hydroxylamino-2,6-dinitrotoluene, also known as 4-hadnt, is a member of the class of compounds known as dinitrotoluenes. Dinitrotoluenes are organic aromatic compounds containing a benzene that carries a single methyl group and exactly two nitro groups. 4-hydroxylamino-2,6-dinitrotoluene is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 4-hydroxylamino-2,6-dinitrotoluene can be found in a number of food items such as elderberry, pigeon pea, tea leaf willow, and tree fern, which makes 4-hydroxylamino-2,6-dinitrotoluene a potential biomarker for the consumption of these food products.			Cc1c([N+](=O)[O-])cc(NO)cc1[N+](=O)[O-]	C7H7N3O5	InChI=1S/C7H7N3O5/c1-4-6(9(12)13)2-5(8-11)3-7(4)10(14)15/h2-3,8,11H,1H3	HTTDEAQRSCMCQS-UHFFFAOYSA-N	213.0385703	CHEBI:20408	HMDB0304181	
BASm0001313	4-sulfobenzoate			Expected Solid	O=C([O-])c1ccc(S(=O)(=O)[O-])cc1	C7H4O5S	InChI=1S/C7H6O5S/c8-7(9)5-1-3-6(4-2-5)13(10,11)12/h1-4H,(H,8,9)(H,10,11,12)/p-2	HWAQOZGATRIYQG-UHFFFAOYSA-L	199.9790416	CHEBI:20476		MMDBc0055540
BASm0001314	4-sulfomuconolactone			Expected Solid	O=C([O-])CC1(S(=O)(=O)[O-])C=CC(=O)O1	C6H4O7S	InChI=1S/C6H6O7S/c7-4(8)3-6(14(10,11)12)2-1-5(9)13-6/h1-2H,3H2,(H,7,8)(H,10,11,12)/p-2	WEEOYKXHMIPYQX-UHFFFAOYSA-L	219.9688708	CHEBI:20479		MMDBc0055541
BASm0001315	4-thiouridine				O=c1[nH]c(=S)ccn1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O	C9H12N2O5S	InChI=1S/C9H12N2O5S/c12-3-4-6(13)7(14)8(16-4)11-2-1-5(17)10-9(11)15/h1-2,4,6-8,12-14H,3H2,(H,10,15,17)	ZLOIGESWDJYCTF-UHFFFAOYSA-N	260.0466927	CHEBI:20480	HMDB0246588	
BASm0001316	5-amino-2-hydroxybenzoate		89-57-6		Nc1ccc(O)c(C(=O)[O-])c1	C7H7NO3	InChI=1S/C7H7NO3/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,9H,8H2,(H,10,11)	KBOPZPXVLCULAV-UHFFFAOYSA-N		CHEBI:20551		
BASm0001317	3-dehydro-6-deoxoteasterone				CC(C)[C@H](C)[C@@H](O)[C@H](O)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C28H48O3	InChI=1S/C28H48O3/c1-16(2)17(3)25(30)26(31)18(4)22-9-10-23-21-8-7-19-15-20(29)11-13-27(19,5)24(21)12-14-28(22,23)6/h16-19,21-26,30-31H,7-15H2,1-6H3/t17-,18-,19-,21-,22+,23-,24-,25+,26+,27-,28+/m0/s1	URNVSZVQLKHKDE-WAFXAADMSA-N	432.3603454	CHEBI:20710		
BASm0001318	6-deoxocastasterone	6-Deoxocastasterone belongs to the class of organic compounds known as tetrahydroxy bile acids, alcohols, and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears four hydroxyl groups. Thus, 6-deoxocastasterone is considered to be a sterol lipid molecule. 6-Deoxocastasterone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 6-Deoxocastasterone is found in common bean and has been isolated from Phaseolus vulgaris (kidney bean).	87833-54-3		CC(C)[C@H](C)[C@@H](O)[C@H](O)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)[C@H](O)C[C@]4(C)[C@H]3CC[C@]12C	C28H50O4	InChI=1S/C28H50O4/c1-15(2)16(3)25(31)26(32)17(4)20-9-10-21-19-8-7-18-13-23(29)24(30)14-28(18,6)22(19)11-12-27(20,21)5/h15-26,29-32H,7-14H2,1-6H3/t16-,17-,18-,19-,20+,21-,22-,23-,24+,25+,26+,27+,28-/m0/s1	VXBLCLVRWCLEOX-BFYSZXNBSA-N	450.3709101	CHEBI:20712	HMDB0033984	
BASm0001319	6-deoxycathasterone				CC(C)[C@H](C)C[C@H](O)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C28H50O2	InChI=1S/C28H50O2/c1-17(2)18(3)15-26(30)19(4)23-9-10-24-22-8-7-20-16-21(29)11-13-27(20,5)25(22)12-14-28(23,24)6/h17-26,29-30H,7-16H2,1-6H3/t18-,19+,20+,21+,22+,23-,24+,25+,26+,27+,28-/m1/s1	ZHZKWZJLUNXOSN-YUZBOUAZSA-N	418.3810809	CHEBI:20714		
BASm0001320	6-deoxoteasterone				CC(C)[C@H](C)[C@@H](O)[C@H](O)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C28H50O3	InChI=1S/C28H50O3/c1-16(2)17(3)25(30)26(31)18(4)22-9-10-23-21-8-7-19-15-20(29)11-13-27(19,5)24(21)12-14-28(22,23)6/h16-26,29-31H,7-15H2,1-6H3/t17-,18-,19-,20-,21-,22+,23-,24-,25+,26+,27-,28+/m0/s1	WPHVOXMMNSLJSF-GUOPQYDVSA-N	434.3759955	CHEBI:20716		
BASm0001321	6-deoxotyphasterol				CC(C)[C@H](C)[C@@H](O)[C@H](O)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C28H50O3	InChI=1S/C28H50O3/c1-16(2)17(3)25(30)26(31)18(4)22-9-10-23-21-8-7-19-15-20(29)11-13-27(19,5)24(21)12-14-28(22,23)6/h16-26,29-31H,7-15H2,1-6H3/t17-,18-,19-,20+,21-,22+,23-,24-,25+,26+,27-,28+/m0/s1	WPHVOXMMNSLJSF-DAWJDVIISA-N	434.3759955	CHEBI:20717		
BASm0001322	6-oxocampestanol				CC(C)[C@H](C)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC(=O)[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C28H48O2	InChI=1S/C28H48O2/c1-17(2)18(3)7-8-19(4)22-9-10-23-21-16-26(30)25-15-20(29)11-13-28(25,6)24(21)12-14-27(22,23)5/h17-25,29H,7-16H2,1-6H3/t18-,19-,20+,21+,22-,23+,24+,25-,27-,28-/m1/s1	NBJZGNFIZZWBOJ-JSHJXQBASA-N	416.3654308	CHEBI:20747		
BASm0001323	6-phospho-2-dehydro-D-gluconate	Gluconate 6-phosphate belongs to the class of Medium-chain Keto Acids and Derivatives. These are keto acids with a 6 to 12  carbon atoms long side chain. (inferred from compound structure)			O=C([O-])C(=O)[C@@H](O)[C@H](O)[C@H](O)COP(=O)([O-])[O-]	C6H11O10P	InChI=1S/C6H11O10P/c7-2(1-16-17(13,14)15)3(8)4(9)5(10)6(11)12/h2-4,7-9H,1H2,(H,11,12)(H2,13,14,15)/t2-,3-,4+/m1/s1	ZKUSPPOKDDRMIU-JJYYJPOSSA-N	274.0089831	CHEBI:20750		
BASm0001324	6alpha-hydroxycastasterone				CC(C)[C@H](C)[C@@H](O)[C@H](O)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3C[C@H](O)[C@H]4C[C@H](O)[C@H](O)C[C@]4(C)[C@H]3CC[C@]12C	C28H50O5	InChI=1S/C28H50O5/c1-14(2)15(3)25(32)26(33)16(4)18-7-8-19-17-11-22(29)21-12-23(30)24(31)13-28(21,6)20(17)9-10-27(18,19)5/h14-26,29-33H,7-13H2,1-6H3/t15-,16-,17-,18+,19-,20-,21+,22-,23-,24+,25+,26+,27+,28+/m0/s1	CVXIEYXJQSRIAC-KLUYZAHOSA-N	466.3658247	CHEBI:20760		
BASm0001325	N(7)-methylguanosine	7-methylguanosine is an endogenous methylated nucleoside found in human fluids; methylated purine bases are present in higher amounts in tumor-bearing patients compared to healthy controls.DNA hypermethylation is a common finding in malignant cells and has been explored as a therapeutic target for hypomethylating agents. When chemical bonds to DNA, the DNA becomes damaged and proper and complete replication cannot occur to make the normal intended cell. A DNA adduct is an abnormal piece of DNA covalently-bonded to a cancer-causing chemical. This has shown to be the start of a cancerous cell, or carcinogenesis. DNA adducts in scientific experiments are used as bio-markers and as such are themselves measured to reflect quantitatively, for comparison, the amount of cancer in the subject. 7-Methylguanosine is a substrate for purine-nucleoside phosphorylase and Eukaryotic translation initiation factor 4E. (PMID:3506820, 17044778, 17264127, 16799933).	20244-86-4		C[n+]1cn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c2nc(N)[nH]c(=O)c21	C11H16N5O5	InChI=1S/C11H15N5O5/c1-15-3-16(8-5(15)9(20)14-11(12)13-8)10-7(19)6(18)4(2-17)21-10/h3-4,6-7,10,17-19H,2H2,1H3,(H2-,12,13,14,20)/p+1/t4-,6-,7-,10-/m1/s1	OGHAROSJZRTIOK-KQYNXXCUSA-O	298.1151436	CHEBI:20794	HMDB0001107	
BASm0001326	phenanthrene-9,10-diol				Oc1c(O)c2ccccc2c2ccccc12	C14H10O2	InChI=1S/C14H10O2/c15-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)14(13)16/h1-8,15-16H	ODUSUXJNDWKJKH-UHFFFAOYSA-N		CHEBI:20814		
BASm0001327	L-fuconate			Expected Solid	C[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)C(=O)[O-]	C6H11O6	InChI=1S/C6H12O6/c1-2(7)3(8)4(9)5(10)6(11)12/h2-5,7-10H,1H3,(H,11,12)/p-1/t2-,3+,4+,5-/m1/s1	NBFWIISVIFCMDK-MGCNEYSASA-M	179.0561117	CHEBI:21291		MMDBc0055861
BASm0001328	L-idarate	Glucaric acid, also known as glucarate or D-saccharic acid, belongs to the class of organic compounds known as glucuronic acid derivatives. Glucuronic acid derivatives are compounds containing a glucuronic acid moiety (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid. Glucaric acid is a sugar acid derived from D-glucose in which both the aldehydic carbon atom and the carbon atom bearing the primary hydroxyl group are oxidized to carboxylic acid groups. D-glucaric acid is found in fruits, vegetables, and mammals. The highest concentrations of glucaric acid are found in grapefruits, apples, oranges, and cruciferous vegetables (PMID: 18772850). Glucaric acid is produced through the oxidation of glucose. Cytochrome P450 is thought to be responsible for the production of D-glucaric acid in vivo (PMID: 3779687). In mammals, D-glucaric acid and D-glucaro-l,4-lactone are also known end-products of the D-glucuronic acid pathway (PMID: 18772850). Glucaric is available as a dietary supplement in the form of calcium D-glucarate and has been studied for therapeutic purposes including cholesterol reduction and cancer chemotherapy (PMID: 9101079). D-Glucaric acid has a potential use as a building block for a number of polymers, including new nylons and hyperbranched polyesters. D-glucaric acid produced from D-glucose has been successfully utilized to produce a hydroxylated nylon.		Expected Solid	O=C([O-])[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(=O)[O-]	C6H10O8	InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/t1-,2-,3-,4+/m0/s1	DSLZVSRJTYRBFB-LLEIAEIESA-N	210.0375673	CHEBI:21332	HMDB0000663	MMDBc0054431
BASm0001330	N-acetyl-D-hexosamine			Expected Solid	[H]C1(O)O[C@]([H])(CO)C([H])(O)C([H])(O)C1([H])N=C(C)O	C8H15NO6	InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5?,6?,7?,8?/m1/s1	OVRNDRQMDRJTHS-BKJPEWSUSA-N	221.0899372	CHEBI:21601		MMDBc0056137
BASm0001331	O-butanoyl-(R)-carnitine	Butyrylcarnitine, also known as (3R)-3-(butyryloxy)-4-(trimethylammonio)butanoate or L-carnitine butyryl ester, is classified as a member of the acylcarnitines. Acylcarnitines are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond. Butyrylcarnitine is considered to be practically insoluble (in water) and acidic. Butyrylcarnitine is elevated in patients with short-chain acyl-CoA dehydrogenase (SCAD) deficiency, in infants with acute acidosis and generalized muscle weakness, and in middle-aged patients with chronic myopathy localized in muscle (OMIM: 201470).	25576-40-3		CCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C	C11H21NO4	InChI=1S/C11H21NO4/c1-5-6-11(15)16-9(7-10(13)14)8-12(2,3)4/h9H,5-8H2,1-4H3/t9-/m1/s1	QWYFHHGCZUCMBN-SECBINFHSA-N	231.1470582	CHEBI:21949	HMDB0002013	
BASm0001332	beta-D-glucopyranosyl cis-(+)-abscisate			Expected Solid	C\C(\C=C\[C@@]1(O)C(C)=CC(=O)CC1(C)C)=C\C(=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C21H30O9	InChI=1S/C21H30O9/c1-11(5-6-21(28)12(2)8-13(23)9-20(21,3)4)7-15(24)30-19-18(27)17(26)16(25)14(10-22)29-19/h5-8,14,16-19,22,25-28H,9-10H2,1-4H3/b6-5+,11-7-/t14-,16-,17+,18-,19+,21-/m1/s1	HLVPIMVSSMJFPS-VTEUUMMASA-N	426.1889825	CHEBI:22151		MMDBc0052837
BASm0001333	acetyl phosphate	Acetylphosphate, also known as acetyl-p, belongs to the class of organic compounds known as acyl monophosphates. These are organic compounds containing a monophosphate linked to an acyl group. They have the general structure R-CO-P(O)(O)OH, R=H or organyl. Since acetylphosphate synthesis is known to depend on cholinesterase activity, pseudocholinesterase was assumed to participate to a small extent in acetylphosphate synthesis by cancerous serum. It is also an intermediate in pyruvate metabolism. Acetylphosphate is a drug. Acetylphosphate exists in all living organisms, ranging from bacteria to humans. Acetylphosphate can be converted into acetic acid; which is mediated by the enzyme acylphosphatase-1. It is generated from pyruvate and the formation is catalyzed by pyruvate oxidase (EC:1.2.3.3). In humans, acetylphosphate is involved in the metabolic disorder called the pyruvate dehydrogenase complex deficiency pathway. It is generated from sulfoacetaldehyde, converted to acetyl-CoA and acetate via phosphate acetyltransferase (EC:2.3.1.8) and acetate kinase (EC:2.7.2.1) respectively. Acetylphosphate or actyl phosphate is a compound involved in taurine and hypotaurine metabolism as well as pyruvate metabolism. Cancerous serum produced 37% less acetylphosphate than normal serum.	590-54-5	Solid	CC(=O)OP(=O)([O-])[O-]	C2H5O5P	InChI=1S/C2H5O5P/c1-2(3)7-8(4,5)6/h1H3,(H2,4,5,6)	LIPOUNRJVLNBCD-UHFFFAOYSA-N	139.9874598	CHEBI:22191	HMDB0001494	
BASm0001335	3-oxo-3-phenylpropanoate			Expected Solid	O=C([O-])CC(=O)c1ccccc1	C9H7O3	InChI=1S/C9H8O3/c10-8(6-9(11)12)7-4-2-1-3-5-7/h1-5H,6H2,(H,11,12)/p-1	HXUIDZOMTRMIOE-UHFFFAOYSA-M	163.0400677	CHEBI:22731		MMDBc0055400
BASm0001337	camalexin	Camalexin is found in fats and oils. Camalexin is an alkaloid from the leaves of Camelina sativa (false flax) infected by the fungus Alternaria brassica	135531-86-1	Solid	c1ccc2c(-c3nccs3)c[nH]c2c1	C11H8N2S	InChI=1S/C11H8N2S/c1-2-4-10-8(3-1)9(7-13-10)11-12-5-6-14-11/h1-7,13H	IYODIJVWGPRBGQ-UHFFFAOYSA-N	200.040819	CHEBI:22990	HMDB0038631	
BASm0001338	carbon disulfide	Carbon disulfide is found in kohlrabi. Obsolete fumigant against insects in stored grain and potatoes.	75-15-0	Liquid	S=C=S	CS2	InChI=1S/CS2/c2-1-3	QGJOPFRUJISHPQ-UHFFFAOYSA-N	75.94414138	CHEBI:23012	HMDB0036574	
BASm0001339	castasterone				CC(C)[C@H](C)[C@@H](O)[C@H](O)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC(=O)[C@H]4C[C@H](O)[C@H](O)C[C@]4(C)[C@H]3CC[C@]12C	C28H48O5	InChI=1S/C28H48O5/c1-14(2)15(3)25(32)26(33)16(4)18-7-8-19-17-11-22(29)21-12-23(30)24(31)13-28(21,6)20(17)9-10-27(18,19)5/h14-21,23-26,30-33H,7-13H2,1-6H3/t15-,16-,17-,18+,19-,20-,21+,23-,24+,25+,26+,27+,28+/m0/s1	VYUIKSFYFRVQLF-YLNAYWRASA-N	464.3501746	CHEBI:23051		
BASm0001340	cathasterone				CC(C)[C@H](C)C[C@H](O)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC(=O)[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C28H48O3	InChI=1S/C28H48O3/c1-16(2)17(3)13-25(30)18(4)21-7-8-22-20-15-26(31)24-14-19(29)9-11-28(24,6)23(20)10-12-27(21,22)5/h16-25,29-30H,7-15H2,1-6H3/t17-,18+,19+,20+,21-,22+,23+,24-,25+,27-,28-/m1/s1	JSVPGVHCEQDJCZ-VGEHDTSWSA-N	432.3603454	CHEBI:23057		
BASm0001341	chloroacetate			Expected Solid	O=C([O-])CCl	C2H2ClO2	InChI=1S/C2H3ClO2/c3-1-2(4)5/h1H2,(H,4,5)/p-1	FOCAUTSVDIKZOP-UHFFFAOYSA-M	92.9748806	CHEBI:23123		MMDBc0055797
BASm0001342	citral				CC(C)=CCCC(C)=CC=O	C10H16O	InChI=1S/C10H16O/c1-9(2)5-4-6-10(3)7-8-11/h5,7-8H,4,6H2,1-3H3	WTEVQBCEXWBHNA-UHFFFAOYSA-N	152.1201151	CHEBI:23316	HMDB0250303	
BASm0001343	deoxycholate	Deoxycholic acid is a secondary bile acid produced in the liver and is usually conjugated with glycine or taurine. It facilitates fat absorption and cholesterol excretion. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, and depends only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine, and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH, and consequently require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135). When present in sufficiently high levels, deoxycholic acid can act as a hepatotoxin, a metabotoxin, and an oncometabolite. A hepatotoxin causes damage to the liver or liver cells. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. An oncometabolite is a compound, when present at chronically high levels, that promotes tumour growth and survival. Among the primary bile acids, cholic acid is considered to be the least hepatotoxic while deoxycholic acid is the most hepatoxic (PMID: 1641875). The liver toxicity of bile acids appears to be due to their ability to peroxidate lipids and to lyse liver cells. High bile acid levels lead to the generation of reactive oxygen species and reactive nitrogen species, disruption of the cell membrane and mitochondria, induction of DNA damage, mutation and apoptosis, and the development of reduced apoptosis capability upon chronic exposure (PMID: 24884764). Chronically high levels of deoxycholic acid are associated with familial hypercholanemia. In hypercholanemia, bile acids, including deoxycholic acid, are elevated in the blood. This disease causes liver damage, extensive itching, poor fat absorption, and can lead to rickets due to lack of calcium in bones. The deficiency of normal bile acids in the intestines results in a deficiency of vitamin K, which also adversely affects clotting of the blood. The bile acid ursodiol (ursodeoxycholic acid) can improve symptoms associated with familial hypercholanemia. Chronically high levels of deoxycholic acid are also associated with several forms of cancer including colon cancer, pancreatic cancer, esophageal cancer, and many other GI cancers.	83-44-3	Solid	C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C24H40O4	InChI=1S/C24H40O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16-,17+,18-,19+,20+,21+,23+,24-/m1/s1	KXGVEGMKQFWNSR-LLQZFEROSA-N	392.2926598	CHEBI:23614	HMDB0000626	
BASm0001344	dibenzothiophene				c1ccc2c(c1)sc1ccccc12	C12H8S	InChI=1S/C12H8S/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1-8H	IYYZUPMFVPLQIF-UHFFFAOYSA-N	184.0346714	CHEBI:23681	HMDB0251165	
BASm0001345	dibenzothiophene 5-oxide			Expected Solid	O=S1c2ccccc2-c2ccccc21	C12H8OS	InChI=1S/C12H8OS/c13-14-11-7-3-1-5-9(11)10-6-2-4-8-12(10)14/h1-8H	NGDPCAMPVQYGCW-UHFFFAOYSA-N	200.0295861	CHEBI:23683		MMDBc0055914
BASm0001346	dihydrocarvone	Dihydrocarvone, also known as menth-8-en-2-one, belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. p-Menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m-menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes in plants is known to occur mainly through the methyl-erythritol-phosphate (MEP) pathway in the plastids (PMID:7640522 ). Dihydrocarvone is an essentially neutral compound. It has a warm herbal, minty taste with a spicy minty woody camphoreous flavour ( Ref:DOI ). Dihydrocarvone is found in highest concentrations in spearmints, caraway, and wild celeries and was detected celery stalks, dills, pepper (spice), and peppermints. This could make dihydrocarvone a potential biomarker for the consumption of these foods. Dihydrocarvone is also found in cannabis plants (PMID:6991645 ).	7764-50-3		C=C(C)C1CCC(C)C(=O)C1	C10H16O	InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-9H,1,4-6H2,2-3H3	AZOCECCLWFDTAP-UHFFFAOYSA-N	152.1201151	CHEBI:23733	HMDB0036079	
BASm0001347	dimethylarsinous acid	Dimethylarsinous acid is a reactive organic intermediate of dimethylarsinic acid involved in toxicity. Dimethylarsinous acid is detected in the urine of individuals who ingest arsenic-polluted drinking water. The cytogenetic study in V79 cells using iododimethylarsine, which is easily hydrolyzed to dimethylarsinous acid in water, revealed that dimethylarsinous acid was very cytotoxic (50% growth inhibition concentration; 1.1 (+-) 0.14 uM), and either induced aneuploids or a high rate of tetraploids (73% at 2.5 &#956;M). Dimethylarsinous acid caused mitotic arrest, since the mitotic index at toxic dose (5 &#956;M) was 13.9%, significantly higher than the control (2.7%). Dimethylarsinous acid significantly increased sister chromatid exchange (SCE) and chromosomal aberrations, most of which were chromatid gaps and chromatid breaks. The cytotoxicity and the activity of dimethylarsinous acid in inducing chromosomal aberration or SCE was as effective as arsenite, but the activity was much lower than that of mitomycin C, which was used as a positive control. The most potent effects of dimethylarsinous acid on the cells were induction of aneuploids, tetraploids and c-mitosis. The toxicity of dimethylarsinous acid is strongly related to the disturbance of the normal cell cycle.(PMID: 15276414).	55094-22-9	Solid	C[As](C)O	C2H7AsO	InChI=1S/C2H7AsO/c1-3(2)4/h4H,1-2H3	VDEGQTCMQUFPFH-UHFFFAOYSA-N	121.9712863	CHEBI:23808	HMDB0012216	
BASm0001348	docosanoate	Behenate, also known as docosanoate or behenic acid, is a member of the class of compounds known as very long-chain fatty acids. Very long-chain fatty acids are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Behenate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Behenate can be found in a number of food items such as winter savory, chinese broccoli, radish, and globe artichoke, which makes behenate a potential biomarker for the consumption of these food products. Behenic acid (also docosanoic acid) is a carboxylic acid, the saturated fatty acid with formula C21H43COOH. In appearance, it consists of white to cream color crystals or powder with a melting point of 80 °C and boiling point of 306 °C .			CCCCCCCCCCCCCCCCCCCCCC(=O)[O-]	C22H43O2	InChI=1S/C22H44O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h2-21H2,1H3,(H,23,24)/p-1	UKMSUNONTOPOIO-UHFFFAOYSA-M	339.3268542	CHEBI:23858	HMDB0304269	
BASm0001349	dodecyl sulfate				CCCCCCCCCCCCOS(=O)(=O)[O-]	C12H25O4S	InChI=1S/C12H26O4S/c1-2-3-4-5-6-7-8-9-10-11-12-16-17(13,14)15/h2-12H2,1H3,(H,13,14,15)/p-1	MOTZDAYCYVMXPC-UHFFFAOYSA-M		CHEBI:23872		
BASm0001350	(+)-5-epi-aristolochene				C=C(C)[C@@H]1CC=C2CCC[C@@H](C)[C@@]2(C)C1	C15H24	InChI=1S/C15H24/c1-11(2)13-8-9-14-7-5-6-12(3)15(14,4)10-13/h9,12-13H,1,5-8,10H2,2-4H3/t12-,13-,15+/m0/s1	YONHOSLUBQJXPR-KCQAQPDRSA-N	204.1878008	CHEBI:23925		
BASm0001351	episterol	Episterol belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, episterol is considered to be a sterol lipid molecule. Episterol is involved in the biosynthesis of steroids. Episterol is converted from 24-methylenelophenol. Episterol is converted into 5-dehydroepisterol by lathosterol oxidase (EC 1.14.21.6).	474-68-0	Solid	C=C(CC[C@@H](C)[C@H]1CC[C@H]2C3=CC[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C	C28H46O	InChI=1S/C28H46O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h10,18,20-22,24-26,29H,3,7-9,11-17H2,1-2,4-6H3/t20-,21+,22+,24-,25+,26+,27+,28-/m1/s1	BTCAEOLDEYPGGE-JVAZTMFWSA-N	398.3548661	CHEBI:23929	HMDB0006847	
BASm0001352	farnesal				CC(C)=CCCC(C)=CCCC(C)=CC=O	C15H24O	InChI=1S/C15H24O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11-12H,5-6,8,10H2,1-4H3	YHRUHBBTQZKMEX-UHFFFAOYSA-N	220.1827154	CHEBI:24012		
BASm0001353	a flavone				*c1c(*)c(*)c(-c2oc3c(*)c(*)c(*)c(*)c3c(=O)c2*)c(*)c1*					CHEBI:24043		
BASm0001354	formyl phosphate				O=COP(=O)([O-])[O-]	CHO5P	InChI=1S/CH3O5P/c2-1-6-7(3,4)5/h1H,(H2,3,4,5)/p-2	TVISEJUYYBUVNV-UHFFFAOYSA-L		CHEBI:24090		
BASm0001355	geranylhydroquinone					C16H22O2		ZSCRTFONTNMQBL-NTUHNPAUSA-N	246.1619799	CHEBI:24233		
BASm0001356	a quinol				[1*]c1c([2*])c(O)c([3*])c([4*])c1O					CHEBI:24646		
BASm0001357	hypochlorous acid	The hypochlorite ion is ClO-. A hypochlorite compound is a chemical compound containing this group. Hypochlorite is a strong oxidant. About 28% of oxygen consumed by phagocytes upon activation participates in its generation. Hypochlorite reacts with H2O2 producing singlet oxygen (1O2) - a strong initiator of Lipid peroxidation. O-sub 2, along with H2O2 can serve as the substrate for myeloperoxidase. When this takes place, Hypochlorite is formed. Hypochlorite is able to modify antioxidants incorporated into lipoproteins such as Alpha-tocopherol, Beta-carotene, lycopene, and ubiquinol-10. It is also able to modify a number of proteins which possess antioxidant functions such as ceruloplasmin, transferrin, superoxide dismutase, and catalase. Active myeloperoxidase is found at sites of atherosclerotic damage to the arterial vessel wall in humans. Lipid peroxidation is known to contribute to the development of pathological processes, among them atherosclerosis. The present hypothesis is that blood lipoproteins modified by Lipid peroxidation play a key role in the pathogenesis of this disease. One of the possible reasons for the appearance of oxidized blood lipoproteins in blood is the interaction of native blood lipoproteins with the reactive oxygen species generated by stimulated neutrophils, monocytes and other cells. The main reaction of Hypochlorite with unsaturated lipid is probably the generation of chlorohydrins. However, this reaction is not accompanied by generation of free radicals and Lipid peroxidation. This reaction is accompanied by the production of free radicals (but not singlet oxygen), probably alkoxyl radicals, which may play a role in the initiation of Hypochlorite-induced Lipid peroxidation. (PMID: 9260000, Biofactors. 1997;6(2):181-90.).	14380-61-1	Solid	OCl	ClHO	InChI=1S/ClHO/c1-2/h2H	QWPPOHNGKGFGJK-UHFFFAOYSA-N	51.97159236	CHEBI:24757	HMDB0001050	
BASm0001358	lactate			Expected Solid	CC(O)C(=O)[O-]	C3H5O3	InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/p-1	JVTAAEKCZFNVCJ-UHFFFAOYSA-M	89.0244176	CHEBI:24996		MMDBc0056071
BASm0001359	mandelate				O=C([O-])C(O)c1ccccc1	C8H7O3	InChI=1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)/p-1	IWYDHOAUDWTVEP-UHFFFAOYSA-M	151.0400677	CHEBI:25147	HMDB0183904	
BASm0001360	methanesulfonate	Mesylate esters are a group of organic compounds that share a common functional group with the general structure CH3SO2O-R, abbreviated MsO-R, where R is an organic substituent. Mesylate is considered an excellent leaving group in nucleophilic substitution reactions.	59721-29-8	Expected Solid	CS([O-])(=O)=O	CH3O3S	InChI=1S/CH4O3S/c1-5(2,3)4/h1H3,(H,2,3,4)/p-1	AFVFQIVMOAPDHO-UHFFFAOYSA-M	94.98083871	CHEBI:25224		MMDBc0031666
BASm0001361	nitrilotriacetate	A derivative of acetic acid, N(CH2COOH)3. It is a complexing (sequestering) agent that forms stable complexes with Zn2+.	139-13-9	Solid		C6H6NO6		MGFYIUFZLHCRTH-UHFFFAOYSA-K	188.0211577	CHEBI:25548		
BASm0001362	octadecanoate	Octadecanoate (n-c18:0) belongs to the class of Straight Chain Fatty Acids. These are fatty acids with a straight aliphatic chain. (inferred from compound structure)Stearic acid (STAIR-ik or STEER-ik) is the saturated fatty acid with an 18 carbon chain and has the IUPAC name octadecanoic acid. It is a waxy solid, and its chemical formula is CH3(CH2)16CO2H. Its name comes from the Greek word στέαρ stéar, which means tallow. The salts and esters of stearic acid are called stearates. Stearic acid is one of the most common saturated fatty acids found in nature following palmitic acid. (WikiPedia)		Expected Solid	CCCCCCCCCCCCCCCCCC([O-])=O	C18H35O2	InChI=1S/C18H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-17H2,1H3,(H,19,20)/p-1	QIQXTHQIDYTFRH-UHFFFAOYSA-M	283.2637054	CHEBI:25629		MMDBc0031668
BASm0001363	octanoate	Caprylic acid, or octanoic acid, with the structural formula CH3(CH2)6CO2H, is an eight-carbon straight-chain fatty acid and a carboxylic acid. It is an oily Liquid with a slightly unpleasant rancid taste and odor. It is minimally soluble in water. Caprylic acid can be found in numerous foods such as Prunus (Cherry, Plum), pineapple sages, black raspberries, shallots, coconuts and breast milk. Caprylic acid is taken as a dietary supplement. Caprylic acid is used commercially in the production of esters used in perfumery and in the manufacture of dyes. Caprylic acid is an antimicrobial pesticide used as a food contact surface sanitizer on dairy equipment, food processing equipment, breweries, wineries, and beverage processing plants. It is also used as disinfectant in health care facilities, schools/colleges, industrial facilities, recreational facilities, retail and wholesale establishments, livestock premises, restaurants, and hotels/motels. In addition, caprylic acid is used as an algicide, bactericide, fungicide, and herbicide in greenhouses and garden centers. Caprylic acid, and other fatty acids, affect the hunger hormone ghrelin. Ghrelin must be acylated, where it acquires an -OH group, before it can stimulate the hunger receptors in the hypothalamus. Caprylic acid becomes linked post-translationally to serine at the 3-position by the enzyme ghrelin O-acyltransferase (GOAT), located on the cell membrane of ghrelin cells in the stomach and pancreas (PMID 19896496). Caprylic acid affects those with medium-chain acyl-CoA dehydrogenase deficiency (MCAD), which is an inborn error of metabolism, marked by mutations of the gene ACADM. Those affected with MCAD have difficulties converting fatty acids to energy, especially during fasting. As a result, fatty acids build up and cause damage to liver and brain (PMID: 27536022).			CCCCCCCC([O-])=O	C8H15O2	InChI=1S/C8H16O2/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3,(H,9,10)/p-1	WWZKQHOCKIZLMA-UHFFFAOYSA-M	143.1072047	CHEBI:25646	HMDB0304443	
BASm0001364	p-cumate			Expected Solid	CC(C)C1=CC=C(C=C1)C([O-])=O	C10H11O2	InChI=1S/C10H12O2/c1-7(2)8-3-5-9(6-4-8)10(11)12/h3-7H,1-2H3,(H,11,12)/p-1	CKMXAIVXVKGGFM-UHFFFAOYSA-M	163.0764532	CHEBI:25822		MMDBc0054619
BASm0001365	hexadecanoate ester				*OC(=O)CCCCCCCCCCCCCCC	C32H64O2	InChI=1S/C32H64O2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-34-32(33)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h3-31H2,1-2H3	PXDJXZJSCPSGGI-UHFFFAOYSA-N	480.4906313	CHEBI:25835	HMDB0249838	
BASm0001366	1,7-dimethylxanthine	Paraxanthine, also known as p-xanthine, belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety. Paraxanthine exists in all living organisms, ranging from bacteria to humans. Within humans, paraxanthine participates in a number of enzymatic reactions. In particular, paraxanthine and formaldehyde can be biosynthesized from caffeine; which is catalyzed by the enzyme cytochrome P450 1A2. In addition, paraxanthine and acetyl-CoA can be converted into 5-acetylamino-6-formylamino-3-methyluracil through its interaction with the enzyme arylamine N-acetyltransferase 2. In humans, paraxanthine is involved in caffeine metabolism.	611-59-6		CN1C=NC2=C1C(=O)N(C)C(=O)N2	C7H8N4O2	InChI=1S/C7H8N4O2/c1-10-3-8-5-4(10)6(12)11(2)7(13)9-5/h3H,1-2H3,(H,9,13)	QUNWUDVFRNGTCO-UHFFFAOYSA-N	180.0647255	CHEBI:25858	HMDB0001860	
BASm0001367	pentaerythritol dinitrate				OCC(CO)(CO[N+]([O-])=O)CO[N+]([O-])=O	C5H10N2O8	InChI=1S/C5H10N2O8/c8-1-5(2-9,3-14-6(10)11)4-15-7(12)13/h8-9H,1-4H2	LHSHCLPXMPQXCS-UHFFFAOYSA-N	226.0437153	CHEBI:25877	HMDB0256251	
BASm0001368	pentaerythritol tetranitrate				[O-][N+](=O)OCC(CO[N+]([O-])=O)(CO[N+]([O-])=O)CO[N+]([O-])=O	C5H8N4O12	InChI=1S/C5H8N4O12/c10-6(11)18-1-5(2-19-7(12)13,3-20-8(14)15)4-21-9(16)17/h1-4H2	TZRXHJWUDPFEEY-UHFFFAOYSA-N	316.0138717	CHEBI:25879	HMDB0256253	
BASm0001369	peroxynitrite	Peroxynitrite is a potent oxidant synthesized by the cell during its normal metabolism. The peroxynitrite anion (ONOO-) is a reactive species produced in the reaction between the superoxide anion (O2*-) and nitric oxide (*NO). Peroxynitrite (ONOO-) is a strong oxidation and nitration agent, which damages DNA, proteins and other cellular structures. ONOO- is involved in several pathological conditions such as inflammation, arteriosclerosis, and neurodegenerative and cardiovascular disorders. ONOO- inhibits different steps of blood platelet activation and causes the depletion of platelet thiols. (PMID 15647782).	19059-14-4	Expected Solid	[O-]ON=O	NO3	InChI=1S/HNO3/c2-1-4-3/h3H/p-1	CMFNMSMUKZHDEY-UHFFFAOYSA-M	61.98781787	CHEBI:25941	HMDB0002179	MMDBc0049845
BASm0001370	phenylacetonitrile	Benzeneacetonitrile is found in garden cress. Benzeneacetonitrile is isolated from oil of garden cress (Lepidium sativum) and other plant oils.	140-29-4	Liquid	N#CCC1=CC=CC=C1	C8H7N	InChI=1S/C8H7N/c9-7-6-8-4-2-1-3-5-8/h1-5H,6H2	SUSQOBVLVYHIEX-UHFFFAOYSA-N	117.0578492	CHEBI:25979	HMDB0034171	
BASm0001373	sulfur	A sulfide or sulphide (UK) is an anion of sulfur in its lowest oxidation state of 2-. Sulfide is also a slightly archaic term for thioethers, a common type oforganosulfur compound that are well known for their bad odors. Sulfides are moderately strong reducing agents. They react with oxygen in the air in elevated temperatures to form higher-valence sulfur salts, such as sulfates and sulfur dioxide. (Wikipedia). Sulfur (Greek is theion) is the chemical element in the periodic table that has the symbol S and atomic number 16. It is an abundant, tasteless, odorless, multivalent non-metal. Sulfur, in its native form, is a yellow crystalline solid. In nature, it can be found as the pure element or as sulfide and sulfate minerals. It is an essential element for life, and is widely used in biochemical processes. Sulfur is an important part of many enzymes and also in antioxidant molecules like glutathione and thioredoxin. The amino acids cysteine and methionine contain sulfur, as do all polypeptides, proteins, and enzymes which contain these amino acids. This makes sulfur a necessary component of all living cells. Disulfide bonds between polypeptides are very important in protein assembly and structure. They are largely responsible for the mechanical strength and insolubility of the protein keratin, found in outer skin, hair, and feathers, and the element contributes to their pungent odor when burned. (Wikipedia). Homocysteine and taurine are also sulfur containing amino acids but are not coded for by DNA nor are they part of the primary structure of proteins. Some forms of bacteria use hydrogen sulfide (H2S) in the place of water as the electron donor in a primitive photosynthesis-like process. Sulfur is absorbed by plants via the roots from soil as the sulfate ion and reduced to sulfide before it is incorporated into cysteine and other organic sulfur compounds (sulfur assimilation). Inorganic sulfur forms a part of iron-sulfur clusters, and sulfur is the bridging ligand in the CuA site of cytochrome c oxidase. Sulfur is an important component of coenzyme A. At room temperature, sulfur is a soft bright yellow solid. Although sulfur is blamed for the smell of rotten eggs elemental sulfur has only the faintest odor (the odor associated with rotten eggs is actually due to hydrogen sulfide and organic sulfur compounds). It burns with a blue flame that emits sulfur dioxide, notable for its peculiar suffocating odor. Sulfur is insoluble in water but soluble in carbon disulfide and to a lesser extent in other organic solvents such as benzene. Through its major derivative, sulfuric acid (H2SO4), sulfur ranks as one of the more important industrial raw materials. It is of prime importance to every sector of the world's economies. The Latin name of the element is sulfur with an F. Since it is an original Latin name and not a Classical Greek loan, the fricative phoneme is indeed denoted with f rather than ph. Its commercial uses are primarily in fertilizers, but it is also widely used in gunpowder, matches, insecticides and fungicides; A flammable, poisonous gas with a characteristic odor of rotten eggs. It is used in the manufacture of chemicals, in metallurgy, and as an analytical reagent. (From Merck Index, 11th ed.) The burning of coal and petroleum by industry and power plants liberates huge amounts of sulfur dioxide (SO2) which reacts with atmospheric water and oxygen to produce sulfuric acid. This sulfuric acid is a component of acid rain, which lowers the pH of soil and freshwater bodies, resulting in substantial damage to the natural environment and chemical weathering of statues and architecture.	18496-25-8	Solid	[S]	S	InChI=1S/S	NINIDFKCEFEMDL-UHFFFAOYSA-N	31.97207069	CHEBI:26833	HMDB0000598	
BASm0001374	teasterone				CC(C)[C@H](C)[C@@H](O)[C@H](O)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC(=O)[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C28H48O4	InChI=1S/C28H48O4/c1-15(2)16(3)25(31)26(32)17(4)20-7-8-21-19-14-24(30)23-13-18(29)9-11-28(23,6)22(19)10-12-27(20,21)5/h15-23,25-26,29,31-32H,7-14H2,1-6H3/t16-,17-,18-,19-,20+,21-,22-,23+,25+,26+,27+,28+/m0/s1	SBSXXCCMIWEPEE-GZKYLSGOSA-N	448.35526	CHEBI:26863		
BASm0001375	toluene-4-sulfonate			Expected Solid	CC1=CC=C(C=C1)S([O-])(=O)=O	C7H7O3S	InChI=1S/C7H8O3S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3,(H,8,9,10)/p-1	JOXIMZWYDAKGHI-UHFFFAOYSA-M	171.0121388	CHEBI:27023		MMDBc0054677
BASm0001376	trimethylarsine	Trimethylarsine is an organic derivative of arsine, as well as the byproduct of microbial action on naturally occuring inorganic forms of arsenic. It is often used in the production of other organoarsenic compounds. Arsenic is a chemical element that has the symbol As and atomic number 33. It is a poisonous metalloid that has many allotropic forms: yellow (molecular non-metallic) and several black and grey forms (metalloids) are a few that are seen. Three metalloidal forms of arsenic with different crystal structures are found free in nature (the minerals arsenopyrite and the much rarer arsenolamprite and pararsenolamprite), but it is more commonly found as a compound with other elements. (T3, L388)	593-88-4	Liquid	C[As](C)C	C3H9As	InChI=1S/C3H9As/c1-4(2)3/h1-3H3	HTDIUWINAKAPER-UHFFFAOYSA-N	119.9920217	CHEBI:27130		
BASm0001377	typhasterol	2-Deoxycastasterone, also known as typhasterol, belongs to the class of organic compounds known as trihydroxy bile acids, alcohols, and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups. Thus, 2-deoxycastasterone is considered to be a sterol lipid molecule. 2-Deoxycastasterone is found in cereals and cereal products. 2-Deoxycastasterone is a constituent of green tea (Thea sinensis) and wheat grains (Triticum aestivum).	87734-68-7		[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC(=O)[C@@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)[C@@H](O)[C@H](O)[C@@H](C)C(C)C	C28H48O4	InChI=1S/C28H48O4/c1-15(2)16(3)25(31)26(32)17(4)20-7-8-21-19-14-24(30)23-13-18(29)9-11-28(23,6)22(19)10-12-27(20,21)5/h15-23,25-26,29,31-32H,7-14H2,1-6H3/t16-,17-,18+,19-,20+,21-,22-,23+,25+,26+,27+,28+/m0/s1	SBSXXCCMIWEPEE-SELDZKRUSA-N	448.35526	CHEBI:27173	HMDB0034423	
BASm0001378	urocanate	Urocanic acid (CAS: 104-98-3) is a breakdown (deamination) product of histidine. In the liver, urocanic acid is an intermediate in the conversion of histidine to glutamic acid, whereas, in the epidermis, it accumulates and may be both a UV protectant and an immunoregulator. Urocanic acid (UA) exists as a trans isomer (t-UA, approximately 30 mg/cm2) in the uppermost layer of the skin (stratum corneum). t-UA is formed as the cells of the second layer of the skin become metabolically inactive. During this process, proteins and membranes degrade, histidine is released, and histidase (histidine ammonia lyase) catalyzes the deamination of histidine to form t-UA. t-UA accumulates in the epidermis until removal by either the monthly skin renewal cycle or sweat. Upon absorption of UV light, the naturally occurring t-UA isomerizes to its cis form, c-UA. Because DNA lesions (e.g., pyrimidine dimers) in the lower epidermis can result from UV-B absorption, initial research proposed that t-UA acted as a natural sunscreen absorbing UV-B in the stratum corneum before the damaging rays could penetrate into lower epidermal zones. Researchers have found that c-UA also suppresses contact hypersensitivity and delayed hypersensitivity, reduces the Langerhans cell count in the epidermis, prolongs skin-graft survival time, and affects natural killer cell activity. (E)-Urocanic acid is found in mushrooms. It has been isolated from Coprinus atramentarius (common ink cap) and Phallus impudicus (common stinkhorn).	3465-72-3	Solid	O=C([O-])C=Cc1c[nH]cn1	C6H6N2O2	InChI=1S/C6H6N2O2/c9-6(10)2-1-5-3-7-4-8-5/h1-4H,(H,7,8)(H,9,10)/b2-1+	LOIYMIARKYCTBW-OWOJBTEDSA-N	138.0429274	CHEBI:27247	HMDB0000301	
BASm0001379	1D-chiro-inositol	D-chiro-Inositol (also known as 1D-chiro-inositol, abbreviated DCI) is an inositol isoform. Inositol is a derivative of cyclohexane with six hydroxyl groups, making it a polyol. It also is known as a sugar alcohol, having exactly the same molecular formula as glucose or other hexoses. Inositol exists in nine possible stereoisomers, including scyllo-inositol, myo-inositol (the most abundant), muco-inositol, D-chiro-inositol, L-chiro-inositol, neo-inositol, allo-inositol, epi-inositol, and cis-inositol. myo-Inositol is converted into DCI by an insulin dependent NAD/NADH epimerase enzyme. It is known to be an important secondary messenger in insulin signal transduction. DCI accelerates the dephosphorylation of glycogen synthase and pyruvate dehydrogenase, rate limiting enzymes of non-oxidative and oxidative glucose disposal. DCI may act to bypass defective normal epimerization of myo-inositol to DCI associated with insulin resistance and at least partially restore insulin sensitivity and glucose disposal.	643-12-9		[H][C@]1(O)[C@@]([H])(O)[C@]([H])(O)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O	C6H12O6	InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3-,4-,5+,6+/m0/s1	CDAISMWEOUEBRE-LKPKBOIGSA-N	180.0633881	CHEBI:27372	HMDB0240209	
BASm0001381	imidazole-4-acetaldehyde	Imidazole-4-acetaldehyde is a naturally occurring aldehyde metabolite of histamine formed by the action of histaminase (E.C. 1.4.3.6), and can be synthesized by oxidation of histidine. Aldehyde dehydrogenase (EC 1.2.1.3) is the only enzyme in the human liver capable of catalyzing dehydrogenation of aldehydes arising via monoamine, diamine, and plasma amine oxidases. NAD-linked dehydrogenation of short chain aliphatic aldehydes has been found in virtually every organ of the mammalian body. Imidazole-4-acetaldehyde is a good substrate for all aldehyde dehydrogenase isozymes. Experimentally, the prebiotic formation of histidine has been accomplished by the reaction of erythrose with formamidine followed by a Strecker synthesis. Imidazole-4-acetaldehyde could have been converted to histidine on the primitive earth by a Strecker synthesis, and several prebiotic reactions could convert imidazole-4-glycol and imidazole-4-ethanol to imidazole-4-acetaldehyde. (PMID: 2071588, 2957640, 11536478).	645-14-7	Solid	O=CCC1=CN=CN1	C5H6N2O	InChI=1S/C5H6N2O/c8-2-1-5-3-6-4-7-5/h2-4H,1H2,(H,6,7)	MQSRGWNVEZRLDK-UHFFFAOYSA-N	110.0480128	CHEBI:27398	HMDB0003905	
BASm0001382	5,6-dihydroxyindole	5,6-Dihydroxyindole is a substrate for Tyrosinase.	3131-52-0	Solid	OC1=C(O)C=C2C=CNC2=C1	C8H7NO2	InChI=1S/C8H7NO2/c10-7-3-5-1-2-9-6(5)4-8(7)11/h1-4,9-11H	SGNZYJXNUURYCH-UHFFFAOYSA-N	149.0476785	CHEBI:27404	HMDB0004058	
BASm0001383	indole-5,6-quinone	Indole-5,6-quinone is involved in the tyrosine metabolism pathway. More specifically, indole-5,6-quinone is an intermediate in the production of melanin. Indole-5,6-quinone is produced from 5,6-dihydroxyindole by tyrosinase [EC:1.14.18.1].	582-59-2	Solid	O=C1C=C2NC=CC2=CC1=O	C8H5NO2	InChI=1S/C8H5NO2/c10-7-3-5-1-2-9-6(5)4-8(7)11/h1-4,9H	IGGVVGHJSQSLFO-UHFFFAOYSA-N	147.0320284	CHEBI:27406	HMDB0006779	
BASm0001384	p-xylene	p-Xylene is an aromatic hydrocarbon based on benzene with two methyl substituents with the chemical formula C8H10 or C6H4(CH3)2. The “p” stands for para, identifying the location of the methyl groups as across from one another. (Wikipedia)			CC1=CC=C(C)C=C1	C8H10	InChI=1S/C8H10/c1-7-3-5-8(2)6-4-7/h3-6H,1-2H3	URLKBWYHVLBVBO-UHFFFAOYSA-N	106.0782503	CHEBI:27417	HMDB0059924	
BASm0001386	5'-dehydroinosine				O[C@@H]1[C@H](O[C@H]([C@@H]1O)N1C=NC2=C1N=CNC2=O)C=O	C10H10N4O5	InChI=1S/C10H10N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h1-4,6-7,10,16-17H,(H,11,12,18)/t4-,6-,7-,10-/m1/s1	UXDAQDIRNNXQHZ-KQYNXXCUSA-N	266.0651194	CHEBI:27427		
BASm0001387	2-methylbenzaldehyde	2-Methylbenzaldehyde is found in alcoholic beverages. 2-Methylbenzaldehyde is a component of FEMA 3068. 2-Methylbenzaldehyde is a flavouring ingredient (see further under 4-Methylbenzaldehyde <ht>BHW21-S</ht>	529-20-4		CC1=CC=CC=C1C=O	C8H8O	InChI=1S/C8H8O/c1-7-4-2-3-5-8(7)6-9/h2-6H,1H3	BTFQKIATRPGRBS-UHFFFAOYSA-N	120.0575149	CHEBI:27434	HMDB0029636	
BASm0001388	but-3-yn-1-ol				OCCC#C	C4H6O	InChI=1S/C4H6O/c1-2-3-4-5/h1,5H,3-4H2	OTJZCIYGRUNXTP-UHFFFAOYSA-N	70.04186481	CHEBI:27444		
BASm0001389	styrene	Styrene, also known as vinylbenzene or phenylethylene, belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety. The metabolites of styrene are excreted mainly in the urine. Styrene is possibly neutral. Styrene is a sweet, balsamic, and floral tasting compound. Styrene has been detected, but not quantified, in several different foods, such as coffee and coffee products, fruits, cocoa and cocoa products, alcoholic beverages, and chinese cinnamons. This could make styrene a potential biomarker for the consumption of these foods. A minor pathway of styrene metabolism involves the formation of phenylacetaldehyde from styrene 7,8-oxide or cytochrome P450 conversion of styrene to pheylethanol and subsequent metabolism to phenylacetic acid. Styrene is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound. Styrene oxide is predominantly metabolized by epoxide hydrolase to form styrene glycol; the styrene glycol is subsequently converted to mandelic acid, phenylglyoxylic acid, and hippuric acid. Styrene, with regard to humans, has been found to be associated with several diseases such as nonalcoholic fatty liver disease and ulcerative colitis; styrene has also been linked to the inborn metabolic disorder celiac disease. Styrene may be absorbed following ingestion, inhalation, or dermal exposure. Breathing high levels of styrene may cause nervous system effects such as changes in color vision, tiredness, feeling drunk, slowed reaction time, concentration problems, or balance problems. Chest burning, wheezing, and dyspnea may also occur. Styrene causes nervous system depression and may be carcinogenic.	100-42-5		C=CC1=CC=CC=C1	C8H8	InChI=1S/C8H8/c1-2-8-6-4-3-5-7-8/h2-7H,1H2	PPBRXRYQALVLMV-UHFFFAOYSA-N	104.0626003	CHEBI:27452	HMDB0034240	
BASm0001390	3-keto-beta-D-galactose	3-Keto-b-D-galactose is an intermediate in Galactose metabolism, N-Glycan degradation, Glycosaminoglycan degradation, glycerolipid metabolism, Sphingolipid metabolism, Glycosphingolipid biosynthesis - ganglioseries and Glycan structures - degradation through the enzyme galactosidase, beta 1 [EC:3.2.1.23], and an intermediate of Fructose and mannose metabolism, Galactose metabolism, Ascorbate and aldarate metabolism, Bile acid biosynthesis, Glycine, serine and threonine metabolism, Lysine degradation, Bisphenol A degradation, Nucleotide sugars metabolism, Linoleic acid metabolism, Tetrachloroethene degradation, and Butanoate metabolism through th enzyme retinol dehydrogenase 13 (all-trans/9-cis) [EC:1.1.1.-] (KEGG).		Solid	OC[C@H]1O[C@@H](O)[C@H](O)C(=O)[C@H]1O	C6H10O6	InChI=1S/C6H10O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-3,5-8,10-11H,1H2/t2-,3+,5-,6-/m1/s1	APIQNBNBIICCON-FKMSRSAHSA-N	178.0477381	CHEBI:27453	HMDB0001385	
BASm0001391	5,6-dihydrothymine	Dihydrothymine, also known as 5,6-dihydro-5-methyluracil or 5,6-dihydrothymine, (S)-isomer, is a member of the class of compounds known as hydropyrimidines. Hydropyrimidines are compounds containing a hydrogenated pyrimidine ring (i.e. containing less than the maximum number of double bonds.). Dihydrothymine is soluble (in water) and a very weakly acidic compound (based on its pKa). Dihydrothymine can be found in a number of food items such as hyssop, arrowroot, nopal, and red rice, which makes dihydrothymine a potential biomarker for the consumption of these food products. Dihydrothymine can be found primarily in blood, cerebrospinal fluid (CSF), saliva, and urine, as well as in human prostate tissue. Dihydrothymine exists in all living organisms, ranging from bacteria to humans. In humans, dihydrothymine is involved in the pyrimidine metabolism. Dihydrothymine is also involved in few metabolic disorders, which include beta ureidopropionase deficiency, dihydropyrimidinase deficiency, MNGIE (mitochondrial neurogastrointestinal encephalopathy), and UMP synthase deficiency (orotic aciduria). Moreover, dihydrothymine is found to be associated with beta-ureidopropionase deficiency and dihydropyrimidinase deficiency. Dihydrothymine is a non-carcinogenic (not listed by IARC) potentially toxic compound. Dihydrothymine is an intermediate in the metabolism of thymine . Dihydropyrimidine dehydrogenase catalyzes the reduction of thymine to 5, 6-dihydrothymine then dihydropyrimidinase hydrolyzes 5, 6-dihydrothymine to N-carbamyl-b-alanine. Finally, beta-ureidopropionase catalyzes the conversion of N-carbamyl-b-alanine to beta-alanine. Accumulation of dihydrothymine in the body has been shown to be toxic (T3DB).			CC1CNC(=O)NC1=O	C5H8N2O2	InChI=1S/C5H8N2O2/c1-3-2-6-5(9)7-4(3)8/h3H,2H2,1H3,(H2,6,7,8,9)	NBAKTGXDIBVZOO-UHFFFAOYSA-N	128.0585775	CHEBI:27468	HMDB0304210	
BASm0001392	pyrethrin II				[H]\C(CC1=C(C)[C@]([H])(CC1=O)OC(=O)[C@]1([H])[C@@]([H])(C(\[H])=C(/C)C(=O)OC)C1(C)C)=C(/[H])C=C	C22H28O5	InChI=1S/C22H28O5/c1-7-8-9-10-15-14(3)18(12-17(15)23)27-21(25)19-16(22(19,4)5)11-13(2)20(24)26-6/h7-9,11,16,18-19H,1,10,12H2,2-6H3/b9-8-,13-11+/t16-,18+,19+/m1/s1	VJFUPGQZSXIULQ-XIGJTORUSA-N	372.193674	CHEBI:27474		
BASm0001393	beta-D-ribopyranose	beta-D-Ribopyranose is the pyranose form of beta-D-Ribose. D-Ribose, commonly referred to as simply ribose, is a five-carbon sugar found in all living cells. Ribose is not an essential nutrient because it can be synthesized by almost every tissue in the body from other substances, such as glucose. It is vital for life as a component of DNA, RNA, ATP, ADP, and AMP.	7296-60-8	Solid	O[C@@H]1CO[C@@H](O)[C@H](O)[C@@H]1O	C5H10O5	InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3-,4-,5-/m1/s1	SRBFZHDQGSBBOR-TXICZTDVSA-N	150.0528234	CHEBI:27476	HMDB0012194	
BASm0001394	16,17-didehydropregnenolone	3beta-hydroxypregna-5,16-dien-20-one, also known as 16-dehydropregnenolone or 5,16-pregnadien-3beta-ol-20-one, is a member of the class of compounds known as 20-oxosteroids. 20-oxosteroids are steroid derivatives carrying a C=O group at the 20-position of the steroid skeleton. Thus, 3beta-hydroxypregna-5,16-dien-20-one is considered to be a steroid lipid molecule. 3beta-hydroxypregna-5,16-dien-20-one is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 3beta-hydroxypregna-5,16-dien-20-one can be found in fenugreek, which makes 3beta-hydroxypregna-5,16-dien-20-one a potential biomarker for the consumption of this food product.			[H][C@@]12CC=C(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@]([H])(O)CC[C@]12C	C21H30O2	InChI=1S/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h4,6,15-16,18-19,23H,5,7-12H2,1-3H3/t15-,16-,18-,19-,20-,21+/m0/s1	YLFRRPUBVUAHSR-RRPFGEQOSA-N	314.2245802	CHEBI:27486	HMDB0303027	
BASm0001395	juvenile hormone III			Expected Solid	COC(=O)\C=C(/C)CC\C=C(/C)CC[C@H]1OC1(C)C	C16H26O3	InChI=1S/C16H26O3/c1-12(9-10-14-16(3,4)19-14)7-6-8-13(2)11-15(17)18-5/h7,11,14H,6,8-10H2,1-5H3/b12-7+,13-11+/t14-/m1/s1	QVJMXSGZTCGLHZ-HONBPKQLSA-N	266.1881947	CHEBI:27493		MMDBc0053391
BASm0001396	umbelliferone	Umbelliferone is found in anise. Umbelliferone occurs widely in plants including Angelica species Phytoalexin of infected sweet potat	93-35-6	Solid	OC1=CC2=C(C=C1)C=CC(=O)O2	C9H6O3	InChI=1S/C9H6O3/c10-7-3-1-6-2-4-9(11)12-8(6)5-7/h1-5,10H	ORHBXUUXSCNDEV-UHFFFAOYSA-N	162.0316941	CHEBI:27510	HMDB0029865	
BASm0001401	acetylene				C#C	C2H2	InChI=1S/C2H2/c1-2/h1-2H	HSFWRNGVRCDJHI-UHFFFAOYSA-N	26.01565006	CHEBI:27518	HMDB0252089	
BASm0001402	rutinose	Rutinose, also known as 6-O-(6-deoxy-alpha-L-mannopyranosyl)-D-glucose or (&alpha;-rhamnopyranosyl-&beta;-glucopyranose, is a member of the class of compounds known as O-glycosyl compounds. O-glycosyl compounds are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Rutinose is soluble (in water) and a very weakly acidic compound (based on its pKa). Rutinose can be found in capers, which makes rutinose a potential biomarker for the consumption of this food product.			C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O	C12H22O10	InChI=1S/C12H22O10/c1-3-5(13)7(15)10(18)12(21-3)20-2-4-6(14)8(16)9(17)11(19)22-4/h3-19H,2H2,1H3/t3-,4+,5-,6+,7+,8-,9+,10+,11+,12+/m0/s1	OVVGHDNPYGTYIT-BNXXONSGSA-N	326.1212969	CHEBI:27522	HMDB0302439	
BASm0001403	beta-zeacarotene			Expected Solid	CC(C)=CCC\C(C)=C\CC\C(C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C	C40H58	InChI=1S/C40H58/c1-32(2)18-13-21-35(5)24-15-26-36(6)25-14-22-33(3)19-11-12-20-34(4)23-16-27-37(7)29-30-39-38(8)28-17-31-40(39,9)10/h11-12,14,16,18-20,22-25,27,29-30H,13,15,17,21,26,28,31H2,1-10H3/b12-11+,22-14+,23-16+,30-29+,33-19+,34-20+,35-24+,36-25+,37-27+	MICBIPJWKDDGNL-FILYMEKXSA-N	538.4538519	CHEBI:27533		MMDBc0054368
BASm0001404	alpha-D-mannose derivative				*O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O					CHEBI:27535		
BASm0001405	isatin	Isatin (also called tribulin or 2,3-dioxoindole) is an oxidized indole derivative. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole. More specifically, Isatin is an indoledione, meaning that is is the 2,3-diketo derivative of indole. Isatin exists as a bright orange/red powder and has been used in the production of dyes.  In particular, the isatin core is responsible for the color of “Maya blue” and “Maya yellow” dyes. In humans and other mammals, isatin is a naturally occurring by-product of tryptophan catabolism. It is a microbial co-metabolite arising from the gut microbial metabolism of tryptophan to indole, followed by the oxidation of the indole (via indoxyl) by liver cytochrome P450 enzymes to produce various oxidation products including indoxyl, indoxyl sulfate and isatin (PMID: 19707325; PMID: 11076521). Isatin can be found in human urine and blood as well as brain, liver and kidney tissues. The isatin concentration in blood can exceed 1 μM. The highest concentrations of isatin in the brain are in hippocampus, cerebellum and striatum (1–1.3 μM), whereas in peripheral organs the highest concentrations are in seminal vesicles and vas deferens: 47.4–79 μM. In the heart the maximal basal concentration approaches to 3 μM (PMID: 19707325).  Stress can cause a 2–3 fold increase of isatin content in the brain and heart. Isatin is an endogenous monoamine oxidase (A and B) inhibitor and benzodiazepine receptor binding inhibitory factor (PMID: 3392550). It has been shown to have significant anxiogenic activity (PMID: 22282556). Isatin is also known to inhibit the receptor-binding of atrial natriuretic peptides and ANP-stimulated guanylate cyclase (GC) (PMID: 10578664). Isatin is also a plant metabolite. Isatin’s name comes from the plant genus, Isatis, from which it was first isolated.  Isatis is a genus of flowering plants in the family Brassicaceae, native to the Mediterranean region east to central Asia. Isatin has been employed as a precursor for the synthesis of a wide variety of biologically active compounds including antitumorals, antivirals, anti-HIVs, and antituberculars (PMID: 33296925).			O=C1NC2=CC=CC=C2C1=O	C8H5NO2	InChI=1S/C8H5NO2/c10-7-5-3-1-2-4-6(5)9-8(7)11/h1-4H,(H,9,10,11)	JXDYKVIHCLTXOP-UHFFFAOYSA-N	147.0320284	CHEBI:27539	HMDB0240740	
BASm0001406	9H-carbazole				N1C2=CC=CC=C2C2=CC=CC=C12	C12H9N	InChI=1S/C12H9N/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1-8,13H	UJOBWOGCFQCDNV-UHFFFAOYSA-N	167.0734993	CHEBI:27543	HMDB0249614	
BASm0001407	2,5-dichlorohydroquinone			Expected Solid	Oc1cc(Cl)c(O)cc1Cl	C6H4Cl2O2	InChI=1S/C6H4Cl2O2/c7-3-1-5(9)4(8)2-6(3)10/h1-2,9-10H	AYNPIRVEWMUJDE-UHFFFAOYSA-N	177.9588348	CHEBI:27545		MMDBc0054203
BASm0001408	all-trans-zeaxanthin	Zeaxanthin is a carotenoid xanthophyll and is one of the most common carotenoid found in nature. It is the pigment that gives corn, saffron, and many other plants their characteristic color. Zeaxanthin breaks down to form picrocrocin and safranal, which are responsible for the taste and aroma of saffron Carotenoids are among the most common pigments in nature and are natural lipid soluble antioxidants. Zeaxanthin is one of the two carotenoids (the other is lutein) that accumulate in the eye lens and macular region of the retina with concentrations in the macula greater than those found in plasma and other tissues. Lutein and zeaxanthin have identical chemical formulas and are isomers, but they are not stereoisomers. The main difference between them is in the location of a double bond in one of the end rings. This difference gives lutein three chiral centers whereas zeaxanthin has two. A relationship between macular pigment optical density, a marker of lutein and zeaxanthin concentration in the macula, and lens optical density, an antecedent of cataractous changes, has been suggested. The xanthophylls may act to protect the eye from ultraviolet phototoxicity via quenching reactive oxygen species and/or other mechanisms. Some observational studies have shown that generous intakes of lutein and zeaxanthin, particularly from certain xanthophyll-rich foods like spinach, broccoli and eggs, are associated with a significant reduction in the risk for cataract (up to 20%) and for age-related macular degeneration (up to 40%). While the pathophysiology of cataract and age-related macular degeneration is complex and contains both environmental and genetic components, research studies suggest dietary factors including antioxidant vitamins and xanthophylls may contribute to a reduction in the risk of these degenerative eye diseases. Further research is necessary to confirm these observations. (PMID: 11023002). Zeaxanthin has been found to be a microbial metabolite, it can be produced by Algibacter, Aquibacter, Escherichia, Flavobacterium, Formosa, Gramella, Hyunsoonleella, Kordia, Mesoflavibacter, Muricauda, Nubsella, Paracoccus, Siansivirga, Sphingomonas, Zeaxanthinibacter and yeast (https://reader.elsevier.com/reader/sd/pii/S0924224417302571?token=DE6BC6CC7DCDEA6150497AA3E375097A00F8E0C12AE03A8E420D85D1AC8855E62103143B5AE0B57E9C5828671F226801). It is a marker for the activity of Bacillus subtilis and/or Pseudomonas aeruginosa in the intestine. Higher levels are associated with higher levels of Bacillus or Pseudomonas. (PMID: 17555270; PMID: 12147474)	144-68-3	Solid	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C2=C(C)C[C@@H](O)CC2(C)C)C(C)(C)C[C@H](O)C1	C40H56O2	InChI=1S/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-24,35-36,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-,36-/m1/s1	JKQXZKUSFCKOGQ-QAYBQHTQSA-N	568.428031	CHEBI:27547	HMDB0002789	
BASm0001409	5-methylcytosine	5-Methylcytosine is a methylated nucleotide base found in eukaryotic DNA. In animals, the DNA methylation of cytosine to form 5-methylcytosine is found primarily in the palindromic sequence CpG. In plants, the methylated sequence is CpNpGp, where N can be any base. -- Pubchem; 5-Methylcytosine is a methylated form of cytosine in which a methyl group is attached to carbon 5, altering its structure without altering its base-pairing properties. -- Wikipedia; 5-Methylcytosine is an epigenetic modification formed by the action of DNA methyltransferases. In bacteria, 5-methylcytosine can be found at a variety of sites, and is often used as a marker to protect DNA from being cut by native methylation-sensitive restriction enzymes. In plants, 5-methylcytosine occurs at both CpG and CpNpG sequences. In fungi and animals, 5-methylcytosine predominately occurs at CpG dinucleotides. Although most eukaryotes methylate only a small percentage of these sites, in vertebrates 70-80% of CpG cytosines are methylated. -- Wikipedia.	0554-01-08	Solid	Cc1c[nH]c(=O)nc1N	C5H7N3O	InChI=1S/C5H7N3O/c1-3-2-7-5(9)8-4(3)6/h2H,1H3,(H3,6,7,8,9)	LRSASMSXMSNRBT-UHFFFAOYSA-N	125.0589119	CHEBI:27551	HMDB0002894	
BASm0001410	(2S)-naringenin 4'-methyl ether		480-43-3		COc1ccc([C@@H]2CC(=O)c3c(O)cc(O)cc3O2)cc1	C16H14O5	InChI=1S/C16H14O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-7,14,17-18H,8H2,1H3/t14-/m0/s1	HMUJXQRRKBLVOO-AWEZNQCLSA-N	286.0841236	CHEBI:27552		
BASm0001411	3'-ketolactose	3-Ketolactose is a metabolite in galactose metabolism (KEGG).	15990-62-2		O=C1[C@@H](O)[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)O[C@H](CO)[C@@H]1O	C12H20O11	InChI=1S/C12H20O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-5,7-15,17-20H,1-2H2/t3-,4-,5+,7-,8-,9-,10-,11?,12+/m1/s1	HKKHTABTHSUDBP-ILXILVFVSA-N	340.1005615	CHEBI:27571	HMDB0001030	
BASm0001412	19-hydroxyandrost-4-ene-3,17-dione	19-Hydroxyandrost-4-ene-3,17-dione is a substrate for Corticotropin-lipotropin and Cytochrome P450 19A1.	510-64-5	Solid	C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43CO)[C@@H]1CCC2=O	C19H26O3	InChI=1S/C19H26O3/c1-18-8-7-16-14(15(18)4-5-17(18)22)3-2-12-10-13(21)6-9-19(12,16)11-20/h10,14-16,20H,2-9,11H2,1H3/t14-,15-,16-,18-,19+/m0/s1	XGUHPTGEXRHMQQ-BGJMDTOESA-N	302.1881947	CHEBI:27576	HMDB0003955	
BASm0001413	16alpha-hydroxyandrost-4-ene-3,17-dione	16alpha-Hydroxyandrost-4-ene-3,17-dione is involved in androgen and estrogen metabolism. 16alpha-Hydroxyandrost-4-ene-3,17-dione is produced from dehydroepiandrosterone through the work of 2 enzymes, [E1.14.99.-] and 3beta-hydroxy-delta5-steroid dehydrogenase [EC:1.1.1.145].	1963-02-05	Solid	C[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)[C@H](O)C[C@@H]12	C19H26O3	InChI=1S/C19H26O3/c1-18-7-5-12(20)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(21)17(19)22/h9,13-16,21H,3-8,10H2,1-2H3/t13-,14+,15+,16-,18+,19+/m1/s1	SSBCZTXGVMMZOT-NBBHSKLNSA-N	302.1881947	CHEBI:27582	HMDB0006774	
BASm0001414	aldosterone	Aldosterone is a steroid hormone produced by the adrenal cortex in the adrenal gland to regulate sodium and potassium balance in the blood. Specifically, it regulates electrolyte and water balance by increasing the renal retention of sodium and the excretion of potassium. It is synthesized from cholesterol by aldosterone synthase, which is absent in other sections of the adrenal gland. It is the sole endogenous member of the class of mineralocorticoids. Aldosterone increases the permeability of the apical (luminal) membrane of the kidney's collecting ducts to potassium and sodium and activates their basolateral Na+/K+ pumps, stimulating ATP hydrolysis, reabsorbing sodium (Na+) ions and water into the blood, and excreting potassium (K+) ions into the urine.	52-39-1		C[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2[C@@H](O)C[C@]2(C=O)[C@@H](C(=O)CO)CC[C@@H]12	C21H28O5	InChI=1S/C21H28O5/c1-20-7-6-13(24)8-12(20)2-3-14-15-4-5-16(18(26)10-22)21(15,11-23)9-17(25)19(14)20/h8,11,14-17,19,22,25H,2-7,9-10H2,1H3/t14-,15-,16+,17-,19+,20-,21+/m0/s1	PQSUYGKTWSAVDQ-ZVIOFETBSA-N	360.193674	CHEBI:27584	HMDB0000037	
BASm0001415	beta-L-rhamnose	beta-L-Rhamnose is an anomer of alpha-L-rhamnose.  It is a substrate of the E. coli enzyme L-rhamnose mutarotase.  An anomer is a special type of epimer. It is one of two stereoisomers of a cyclic saccharide that differs only in its configuration at the hemiacetal or hemiketal carbon, also called the anomeric carbon.			C[C@@H]1O[C@H](O)[C@H](O)[C@H](O)[C@H]1O	C6H12O5	InChI=1S/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2-,3-,4+,5+,6-/m0/s1	SHZGCJCMOBCMKK-YJRYQGEOSA-N	164.0684735	CHEBI:27586		MMDBc0031746
BASm0001416	flavanone 7-O-beta-D-glucoside	A flavanone 7-O-beta-D-glucoside that consists of 7-hydroxyflavanone attached to a  beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage.			O=C1CC(c2ccccc2)Oc2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)ccc21		InChI=1S/C21H22O8/c22-10-17-18(24)19(25)20(26)21(29-17)27-12-6-7-13-14(23)9-15(28-16(13)8-12)11-4-2-1-3-5-11/h1-8,15,17-22,24-26H,9-10H2/t15?,17-,18-,19+,20-,21-/m1/s1	HPMCYOSTTZQBAP-UZQFATADSA-N		CHEBI:27590		
BASm0001417	1(F)-alpha-D-galactosylraffinose	A tetrasaccharide consisting of raffinose, to the furanose O-1 position of which is linked an alpha-D-galactosyl group.			OC[C@H]1O[C@H](OC[C@H]2O[C@H](O[C@]3(CO[C@H]4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O)O[C@H](CO)[C@@H](O)[C@@H]3O)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@H]1O	C24H42O21	InChI=1S/C24H42O21/c25-1-6-10(28)14(32)17(35)21(41-6)39-4-9-12(30)16(34)19(37)23(43-9)45-24(20(38)13(31)8(3-27)44-24)5-40-22-18(36)15(33)11(29)7(2-26)42-22/h6-23,25-38H,1-5H2/t6-,7-,8-,9-,10+,11+,12-,13-,14+,15+,16+,17-,18-,19-,20+,21+,22+,23-,24+/m1/s1	BNOGJEJAYILSFT-XNSRJBNMSA-N		CHEBI:27603		
BASm0001418	D-allulose		551-68-8	Expected Solid	O=C(CO)[C@H](O)[C@H](O)[C@H](O)CO	C6H12O6	InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3,5-9,11-12H,1-2H2/t3-,5-,6+/m1/s1	BJHIKXHVCXFQLS-PUFIMZNGSA-N	180.0633881	CHEBI:27605		MMDBc0000290
BASm0001419	thymol	Thymol is a phenol obtained from thyme oil or other volatile oils. It is used as a stabilizer in pharmaceutic preparations. It has been used for its antiseptic, antibacterial, and antifungal actions, and was formerly used as a vermifuge. Thymol is a monoterpene phenol derivative of cymene, C10H13OH, isomeric with carvacrol, found in oil of thyme, and extracted as a white crystalline substance of a pleasant aromatic odor and strong antiseptic properties. It is also called "hydroxy cymene". In a 1994 report released by five top cigarette companies, thymol is one of the 599 additives to cigarettes. Its use or purpose, however, is unknown, like most cigarette additives.	89-83-8	Solid	Cc1ccc(C(C)C)c(O)c1	C10H14O	InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3	MGSRCZKZVOBKFT-UHFFFAOYSA-N	150.1044651	CHEBI:27607	HMDB0001878	
BASm0001420	psoralen	Psoralen, also known as psoralene, ficusin or manaderm, belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one. Psoralen is the parent compound in a family of naturally occurring organic compounds known as the linear furanocoumarins. Psoralen is structurally related to coumarin by the addition of a fused furan ring and is considered as a derivative of umbelliferone. Biosynthetically, psoralen originates from coumarins in the shikimate pathway. Psoralen is produced exclusively by plants but can be found in animals that consume these plants. Psoralen can be found in several plant sources with Ficus carica (the common fig) being probably the most abundant source of psoralens. They are also found in small quantities in Ammi visnaga (bisnaga), Pastinaca sativa (parsnip), Petroselinum crispum (parsley), Levisticum officinale (lovage), Foeniculum vulgare (fruit, i.e., Fennel seeds), Daucus carota (carrot), Psoralea corylifolia (babchi), Apium graveolens (celery), and bergamot oil (bergapten, bergamottin). Psoralen is found in all citrus fruits. Psoralen is a well-known mutagen and is used for this purpose in molecular biology research. Psoralen intercalates into DNA and on exposure to ultraviolet (UVA) radiation can form monoadducts and covalent inter-strand cross-links (ICL) with thymines in the DNA molecule. Psoralen also functions as a drug. An important use of psoralen is in the treatment for skin problems such as psoriasis and, to a lesser extent, eczema and vitiligo. This treatment takes advantage of the high UV absorbance of psoralen. In treating these skin conditions psoralen is applied first to sensitise the skin, then UVA light is applied to clean up the skin problem. Psoralen has also been recommended for treating alopecia.	66-97-7	Solid	O=c1ccc2cc3ccoc3cc2o1	C11H6O3	InChI=1S/C11H6O3/c12-11-2-1-7-5-8-3-4-13-9(8)6-10(7)14-11/h1-6H	ZCCUUQDIBDJBTK-UHFFFAOYSA-N	186.0316941	CHEBI:27616	HMDB0034272	
BASm0001421	4-isopropylbenzyl alcohol	Cuminol or Cuminyl alcohol, also known as p-cumin-7-ol or 4-Isopropylbenzyl alcohol, belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes is known to occur mainly through the methyl-erythritol-phosphate (MEP) pathway in the plastids (PMID:7640522 ). Geranyl diphosphate (GPP) is a key intermediate in the biosynthesis of cyclic monoterpenes. GPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. Cuminol is an extremely weak basic (essentially neutral) compound (based on its pKa). Cuminol is an alcohol derivative of p-Cymene. It exists as a clear, colorless liquid that is poorly soluble in water. Cuminol can be used as a food additive or as a cosmetic fragrance. It has a cumin, caraway or spicy, herbal aroma and a similar spicy, herbal or peppery taste. Cuminol is found naturally in a number of plants, spices and foods including cumin seed and cumin oils, caraway eucalyptus oils, thyme, sunflowers, tuermeric, guava fruit and other spices and essential oils. Cumin, a widely used spice, is known to have anti-diabetic properties and two of its phytochemicals: cuminol and cuminaldehyde appear to be among the most active components. Cuminol is a potent insulinotrophic molecule that can enhance insulin secretion by up to 4-fold (in rat islet cells) (PMID:23507295 ). It also exhibits strong beta-cell protective action (PMID:23507295 ). 	536-60-7		CC(C)c1ccc(CO)cc1	C10H14O	InChI=1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3-6,8,11H,7H2,1-2H3	OIGWAXDAPKFNCQ-UHFFFAOYSA-N	150.1044651	CHEBI:27628	HMDB0031817	
BASm0001422	acetophenone	Acetophenone is the organic compound with the formula C6H5C(O)CH3. It is the simplest aromatic ketone. This colourless, viscous liquid is a precursor to useful resins and fragrances. Acetophenone is found in chicory. Acetophenone is a flavouring ingredient used in fruit flavours. Acetophenone is a raw material for the synthesis of some pharmaceuticals and is also listed as an approved excipient by the U.S. FDA. In a 1994 report released by five top cigarette companies in the U.S., acetophenone was listed as one of the 599 additives to cigarettes. 	98-86-2		CC(=O)c1ccccc1	C8H8O	InChI=1S/C8H8O/c1-7(9)8-5-3-2-4-6-8/h2-6H,1H3	KWOLFJPFCHCOCG-UHFFFAOYSA-N	120.0575149	CHEBI:27632	HMDB0033910	
BASm0001423	an L-glycol				[1*][C@@H](O)CO					CHEBI:27636		
BASm0001424	cycloheximide		66-81-9		C[C@@H]1C[C@@H]([C@H](O)CC2CC(=O)NC(=O)C2)C(=O)[C@@H](C)C1	C15H23NO4	InChI=1S/C15H23NO4/c1-8-3-9(2)15(20)11(4-8)12(17)5-10-6-13(18)16-14(19)7-10/h8-12,17H,3-7H2,1-2H3,(H,16,18,19)/t8-,9-,11-,12+/m0/s1	YPHMISFOHDHNIV-FSZOTQKASA-N		CHEBI:27641		
BASm0001425	2-oxoaldehyde				*C(=O)C=O					CHEBI:27659		
BASm0001426	pyrrole-2-carboxylate	Pyrrole-2-carboxylic acid was synthesized over a century ago, but its history as a compound of biological origin is rather recent. It was first identified as a degradation product of sialic acids, then as a derivative of the oxidation of the D-hydroxyproline isomers by mammalian D-amino acid oxidase. The latter relationship results from the lability of the direct oxidation product, A'-pyrroline-4-hydroxy-2-carboxylic acid, which loses water spontaneously to form the pyrrole. A similar reaction is catalyzed by the more specific allohydroxy-D-proline oxidase of Pseudomonas. In whole animal observations, pyrrole-2-carboxylate (PCA) ' was identified in rat or human urine after administration of the D-isomers of hydroxyproline, a finding ascribable to the action of D-amino acid oxidase. (PMID:4430715). Urinary excretion of N-(pyrrole-2-carboxyl) glycine has been reported in a 5-year-old affected with type II hyperprolinemia; The child has mild developmental delay, recurrent seizures of the grand mal type and EEG alterations. The urinary excretion of the conjugate is stressed, since it appears that only one previous report in the literature described this compound in the urine of two patients affected by this disturbance (PMID 2383933).	634-97-9	Solid	O=C([O-])c1ccc[nH]1	C5H5NO2	InChI=1S/C5H5NO2/c7-5(8)4-2-1-3-6-4/h1-3,6H,(H,7,8)	WRHZVMBBRYBTKZ-UHFFFAOYSA-N	111.0320284	CHEBI:27660	HMDB0004230	
BASm0001427	beta-D-galactose	Galactose is an optical isomer of glucose. An aldohexose that occurs naturally in the D-form in lactose, cerebrosides, gangliosides, and mucoproteins. Deficiency of galactosyl-1-phosphate uridyltransferase (Galactose-1-phosphate uridyl-transferase deficiency disease) causes an error in galactose metabolism called galactosemia, resulting in elevations of galactose in the blood. Galactose (Gal) (also called brain sugar) is a type of sugar found in dairy products, in sugar beets and other gums and mucilages. It is also synthesized by the body, where it forms part of glycolipids and glycoproteins in several tissues. It is considered a nutritive sweetener because it has food energy. Galactose is less sweet than glucose and not very water-soluble. Galactose is a monosaccharide constituent, together with glucose, of the disaccharide lactose. The hydrolysis of lactose to glucose and galactose is catalyzed by the enzyme beta-galactosidase, a lactase. In the human body, glucose is changed into galactose in order to enable the mammary glands to secrete lactose. Galactan is a polymer of the sugar galactose. It is found in hemicellulose and can be converted to galactose by hydrolysis.	7296-64-2		[H][C@@]1(O)O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3+,4+,5-,6-/m1/s1	WQZGKKKJIJFFOK-FPRJBGLDSA-N	180.0633881	CHEBI:27667	HMDB0003449	
BASm0001428	chlorohydroquinone			Expected Solid	OC1=CC(Cl)=C(O)C=C1	C6H5ClO2	InChI=1S/C6H5ClO2/c7-5-3-4(8)1-2-6(5)9/h1-3,8-9H	AJPXTSMULZANCB-UHFFFAOYSA-N	143.9978071	CHEBI:27675		MMDBc0054390
BASm0001429	decanoate	Decanoate (n-c10:0) belongs to the class of Carboxylic Acid Salts. These are ionic derivatives of carboxylic acid. (inferred from compound structure)Decanoate (n-c10:0) is invovled in Fatty acid biosynthesis. (KEGG)Decanoic acid, or capric acid, is a saturated fatty acid. Its formula is CH3(CH2)8COOH. Salts and esters of decanoic acid are called decanoates. The term capric acid arises from the Latin capric which pertains to goats due to their olfactory similarities. Capric acid occurs naturally in coconut oil and palm kernel oil, as well as in the milk of various mammals and to a lesser extent in other animal fats. It is used in organic synthesis and industrially in the manufacture of perfumes, lubricants, greases, rubber, dyes, plastics, food additives and pharmaceuticals. Two other acids are named after goats: caproic (C6) and caprylic (C8). Along with decanoic acid, these total 15% in goat milk fat. (WikiPedia)		Expected Solid	CCCCCCCCCC([O-])=O	C10H19O2	InChI=1S/C10H20O2/c1-2-3-4-5-6-7-8-9-10(11)12/h2-9H2,1H3,(H,11,12)/p-1	GHVNFZFCNZKVNT-UHFFFAOYSA-M	171.1385049	CHEBI:27689		MMDBc0031606
BASm0001430	sitosterol	beta-Sitosterol, a main dietary phytosterol found in plants, may have the potential for prevention and therapy for human cancer. Phytosterols are plant sterols found in foods such as oils, nuts, and vegetables. Phytosterols, in the same way as cholesterol, contain a double bond and are susceptible to oxidation, and are characterized by anti-carcinogenic and anti-atherogenic properties (PMID:13129445, 11432711). beta-Sitosterol is a phytopharmacological extract containing a mixture of phytosterols, with smaller amounts of other sterols, bonded with glucosides. These phytosterols are commonly derived from the South African star grass, Hypoxis rooperi, or from species of Pinus and Picea. The purported active constituent is termed beta-sitosterol. Additionally, the quantity of beta-sitosterol-beta-D-glucoside is often reported. Although the exact mechanism of action of beta-sitosterols is unknown, it may be related to cholesterol metabolism or anti-inflammatory effects (via interference with prostaglandin metabolism). Compared with placebo, beta-sitosterol improved urinary symptom scores and flow measures (PMID:10368239). A plant food-based diet modifies the serum beta-sitosterol concentration in hyperandrogenic postmenopausal women. This finding indicates that beta-sitosterol can be used as a biomarker of exposure in observational studies or as a compliance indicator in dietary intervention studies of cancer prevention (PMID:14652381). beta-Sitosterol induces apoptosis and activates key caspases in MDA-MB-231 human breast cancer cells (PMID:12579296).	83-46-5	Solid	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CC[C@@H](CC)C(C)C	C29H50O	InChI=1S/C29H50O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h10,19-21,23-27,30H,7-9,11-18H2,1-6H3/t20-,21-,23+,24+,25-,26+,27+,28+,29-/m1/s1	KZJWDPNRJALLNS-VJSFXXLFSA-N	414.3861662	CHEBI:27693	HMDB0000852	
BASm0001431	delta-carotene	delta-Carotene (CAS: 472-92-4), also known as epsilon,psi-carotene, belongs to the class of organic compounds known as carotenes. These are a type of unsaturated hydrocarbons containing eight consecutive isoprene units. They are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Thus, delta-carotene is considered to be an isoprenoid lipid molecule. delta-Carotene is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.	31063-33-9	Solid		C40H56		WGIYGODPCLMGQH-BXOLYSJBNA-N	536.4382018	CHEBI:27705	HMDB0036925	
BASm0001432	beta-D-galactosyl-(1->3)-N-acetyl-D-glucosamine			Expected Solid	[H]C1(O)O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@@]1([H])N=C(C)O	C14H25NO11	InChI=1S/C14H25NO11/c1-4(18)15-7-12(9(20)6(3-17)24-13(7)23)26-14-11(22)10(21)8(19)5(2-16)25-14/h5-14,16-17,19-23H,2-3H2,1H3,(H,15,18)/t5-,6-,7-,8+,9-,10+,11-,12-,13?,14+/m1/s1	HMQPEDMEOBLSQB-RPHKZZMBSA-N	383.1427606	CHEBI:27707		MMDBc0055752
BASm0001433	2-amino-6-acetyl-3,7,8,9-tetrahydro-3H-pyrimido[4,5-b][1,4]diazepin-4-one			Expected Solid	CC(=O)C1=NC2=C(NCC1)N=C(N)NC2=O	C9H11N5O2	InChI=1S/C9H11N5O2/c1-4(15)5-2-3-11-7-6(12-5)8(16)14-9(10)13-7/h2-3H2,1H3,(H4,10,11,13,14,16)	XEAAIJWYCBLWNK-UHFFFAOYSA-N	221.0912746	CHEBI:27714		MMDBc0053685
BASm0001434	3-chlorocatechol			Expected Solid	OC1=CC=CC(Cl)=C1O	C6H5ClO2	InChI=1S/C6H5ClO2/c7-4-2-1-3-5(8)6(4)9/h1-3,8-9H	GQKDZDYQXPOXEM-UHFFFAOYSA-N	143.9978071	CHEBI:27715		MMDBc0054219
BASm0001435	beta-cadinene	beta-Cadinene is found in common oregano. beta-Cadinene is a constituent of Pinus caribaea. Mixed cadinene isomers, with b-cadinene usually predominating, occur in several essential oils, especially ylang-ylang, citronella and cade oil from Juniper species Cadinene isomers are used as a flavouring agent and/or flavour modifier.	523-47-7		[H][C@@]12CC(C)=CC[C@@]1([H])C(C)=CC[C@H]2C(C)C	C15H24	InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h5-6,10,13-15H,7-9H2,1-4H3/t13-,14-,15-/m0/s1	USDOQCCMRDNVAH-KKUMJFAQSA-N	204.1878008	CHEBI:27723	HMDB0041576	
BASm0001436	2-methylbenzyl alcohol	2-Methylbenzyl alcohol acetate is found in parsley. 2-Methylbenzyl alcohol acetate is a flavouring ingredient. 2-Methylbenzyl alcohol acetate is a component of FEMA 2684.	17373-93-2		CC1=CC=CC=C1CO	C8H10O	InChI=1S/C8H10O/c1-7-4-2-3-5-8(7)6-9/h2-5,9H,6H2,1H3	XPNGNIFUDRPBFJ-UHFFFAOYSA-N	122.0731649	CHEBI:27724	HMDB0041472	
BASm0001438	caffeine	Caffeine is a methyl xanthine alkaloid that is also classified as a purine.  Formally, caffeine belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety. Caffeine is chemically related to the adenine and guanine bases of deoxyribonucleic acid (DNA) and ribonucleic acid (RNA). It is found in the seeds, nuts, or leaves of a number of plants native to Africa, East Asia and South America and helps to protect them against predator insects and to prevent germination of nearby seeds. The most well-known source of caffeine is the coffee bean. Caffeine is the most widely consumed psychostimulant drug in the world. 85% of American adults consumed some form of caffeine daily, consuming 164 mg on average. Caffeine is mostly is consumed in the form of coffee. Caffeine is a central nervous system stimulant that reduces fatigue and drowsiness. At normal doses, caffeine has variable effects on learning and memory, but it generally improves reaction time, wakefulness, concentration, and motor coordination. Caffeine is a proven ergogenic aid in humans.  Caffeine improves athletic performance in aerobic (especially endurance sports) and anaerobic conditions. Moderate doses of caffeine (around 5 mg/kg) can improve sprint performance, cycling and running time trial performance, endurance and cycling power output (PMID: 32551869). At intake levels associated with coffee consumption, caffeine appears to exert most of its biological effects through the antagonism of the A1 and A2A subtypes of the adenosine receptor. Adenosine is an endogenous neuromodulator with mostly inhibitory effects, and adenosine antagonism by caffeine results in effects that are generally stimulatory. Some physiological effects associated with caffeine administration include central nervous system stimulation, acute elevation of blood pressure, increased metabolic rate, and diuresis. A number of in vitro and in vivo studies have demonstrated that caffeine modulates both innate and adaptive immune responses. For instance, studies indicate that caffeine and its major metabolite paraxanthine suppress neutrophil and monocyte chemotaxis, and also suppress production of the pro-inflammatory cytokine tumor necrosis factor (TNF) alpha from human blood. Caffeine has also been reported to suppress human lymphocyte function as indicated by reduced T-cell proliferation and impaired production of Th1 (interleukin [IL]-2 and interferon [IFN]-gamma), Th2 (IL-4, IL-5) and Th3 (IL-10) cytokines. Studies also indicate that caffeine suppresses antibody production. The evidence suggests that at least some of the immunomodulatory actions of caffeine are mediated via inhibition of cyclic adenosine monophosphate (cAMP)-phosphodiesterase (PDE), and consequential increase in intracellular cAMP concentrations. Overall, these studies indicate that caffeine, like other members of the methylxanthine family, is largely anti-inflammatory in nature, and based on the pharmacokinetics of caffeine, many of its immunomodulatory effects occur at concentrations that are relevant to normal human consumption. (PMID: 16540173). Caffeine is rapidly and almost completely absorbed in the stomach and small intestine and distributed to all tissues, including the brain. Caffeine metabolism occurs primarily in the liver, where the activity of the cytochrome P450 isoform CYP1A2 accounts for almost 95% of the primary metabolism of caffeine. CYP1A2-catalyzed 3-demethylation of caffeine results in the formation of 1,7-dimethylxanthine (paraxanthine). Paraxanthine may be demethylated by CYP1A2 to form 1-methylxanthine, which may be oxidized to 1-methyluric acid by xanthine oxidase. Paraxanthine may also be hydroxylated by CYP2A6 to form 1,7-dimethyluric acid, or acetylated by N-acetyltransferase 2 (NAT2) to form 5-acetylamino-6-formylamino-3-methyluracil, an unstable compound that may be deformylated nonenzymatically to form 5-acetylamino-6-amino-3-methyluracil. Caffeine concentrations in coffee beverages can be quite variable. A standard cup of coffee is often assumed to provide 100 mg of caffeine, but a recent analysis of 14 different specialty coffees purchased at coffee shops in the US found that the amount of caffeine in 8 oz (=240 ml) of brewed coffee ranged from 72 to 130 mg. Caffeine in espresso coffees ranged from 58 to 76 mg in a single shot. (PMID: 16507475). 	1958-08-02		CN1C=NC2=C1C(=O)N(C)C(=O)N2C	C8H10N4O2	InChI=1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3	RYYVLZVUVIJVGH-UHFFFAOYSA-N	194.0803756	CHEBI:27732	HMDB0001847	
BASm0001439	gamma-carotene	gamma-Carotene is a cyclic carotene obtained by the cyclization of lycopene. It is found in human serum and breast milk (PMID: 9164160). Carotenoids are isoprenoid molecules that are widespread in nature and are typically seen as pigments in fruits, flowers, birds, and crustacea. Animals are unable to synthesize carotenoids de novo and rely upon the diet as a source of these compounds. Over recent years there has been considerable interest in dietary carotenoids with respect to their potential in alleviating age-related diseases in humans. This attention has been mirrored by significant advances in cloning most of the carotenoid genes and in the genetic manipulation of crop plants with the intention of increasing levels in the diet. Studies have shown an inverse relationship between the consumption of certain fruits and vegetables and the risk of epithelial cancer. Since carotenoids are among the micronutrients found in cancer-preventive foods, detailed qualitative and quantitative determination of these compounds, particularly in fruits and vegetables and in human plasma, have recently become increasingly important (PMID: 1416048, 15003396).	472-93-5		CC(C)=CCC\C(C)=C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C	C40H56	InChI=1S/C40H56/c1-32(2)18-13-21-35(5)24-15-26-36(6)25-14-22-33(3)19-11-12-20-34(4)23-16-27-37(7)29-30-39-38(8)28-17-31-40(39,9)10/h11-12,14-16,18-20,22-27,29-30H,13,17,21,28,31H2,1-10H3/b12-11+,22-14+,23-16+,26-15+,30-29+,33-19+,34-20+,35-24+,36-25+,37-27+	HRQKOYFGHJYEFS-BXOLYSJBSA-N	536.4382018	CHEBI:27740	HMDB0112262	
BASm0001441	ethyl acetate	Ethyl acetate, also known as 1-acetoxyethane or acetic ester, belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). Ethyl acetate exists in all eukaryotes, ranging from yeast to humans. Ethyl acetate is a sweet, anise, and balsam tasting compound. Ethyl acetate is found, on average, in the highest concentration within a few different foods, such as milk (cow), pineapples, and sweet oranges and in a lower concentration in safflowers. Ethyl acetate has also been detected, but not quantified, in several different foods, such as alcoholic beverages, oxheart cabbages, agaves, chervils, ryes, and peach. It is used in artificial fruit essences. In the field of entomology, ethyl acetate is an effective asphyxiant for use in insect collecting and study. Because it is not hygroscopic, ethyl acetate also keeps the insect soft enough to allow proper mounting suitable for a collection. In a killing jar charged with ethyl acetate, the vapors will kill the collected (usually adult) insect quickly without destroying it. In organic and in natural products chemistry ethyl acetate is often used as a solvent for reactions or extractions. Ethyl acetate is a potentially toxic compound. Ethyl acetate, with regard to humans, has been found to be associated with several diseases such as perillyl alcohol administration for cancer treatment, crohn's disease, nonalcoholic fatty liver disease, and pervasive developmental disorder not otherwise specified; ethyl acetate has also been linked to the inborn metabolic disorder celiac disease. 	141-78-6		CCOC(C)=O	C4H8O2	InChI=1S/C4H8O2/c1-3-6-4(2)5/h3H2,1-2H3	XEKOWRVHYACXOJ-UHFFFAOYSA-N	88.0524295	CHEBI:27750	HMDB0031217	
BASm0001442	3beta,16alpha-dihydroxy-androst-5-en-17-one	16a-Hydroxydehydroisoandrosterone is a metabolite present during pregnancy with increased concentrations as it progresses (PMID 6461703). A reduced level of 16a-Hydroxydehydroisoandrosterone is observed in cases of Placental sulfatase deficiency (PSD), a rare disorder with low estrogen production due to placental enzymatic deficiency. (PMID 2150812).	1232-73-1	Solid	[H][C@@]12C[C@@H](O)C(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C	C19H28O3	InChI=1S/C19H28O3/c1-18-7-5-12(20)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(21)17(19)22/h3,12-16,20-21H,4-10H2,1-2H3/t12-,13+,14-,15-,16+,18-,19-/m0/s1	QQIVKFZWLZJXJT-DNKQKWOHSA-N	304.2038448	CHEBI:27771	HMDB0000352	
BASm0001443	4-chlorocatechol	4-chlorocatechol belongs to the family of Catechols. These are compounds containing a 1,2-benzenediol moeity.	2138-22-9		OC1=C(O)C=C(Cl)C=C1	C6H5ClO2	InChI=1S/C6H5ClO2/c7-4-1-2-5(8)6(9)3-4/h1-3,8-9H	WWOBYPKUYODHDG-UHFFFAOYSA-N	143.9978071	CHEBI:27772	HMDB0041810	
BASm0001444	griseofulvin	Griseofulvin is only found in individuals that have used or taken this drug. It is an antifungal antibiotic. Griseofulvin may be given by mouth in the treatment of tinea infections. [PubChem]Griseofulvin is fungistatic, however the exact mechanism by which it inhibits the growth of dermatophytes is not clear. It is thought to inhibit fungal cell mitosis and nuclear acid synthesis. It also binds to and interferes with the function of spindle and cytoplasmic microtubules by binding to alpha and beta tubulin. It binds to keratin in human cells, then once it reaches the fungal site of action, it binds to fungal microtubes thus altering the fungal process of mitosis.	0126-07-08	Solid	COC1=CC(OC)=C(Cl)C2=C1C(=O)[C@]1(O2)[C@H](C)CC(=O)C=C1OC	C17H17ClO6	InChI=1S/C17H17ClO6/c1-8-5-9(19)6-12(23-4)17(8)16(20)13-10(21-2)7-11(22-3)14(18)15(13)24-17/h6-8H,5H2,1-4H3/t8-,17+/m1/s1	DDUHZTYCFQRHIY-RBHXEPJQSA-N	352.071366	CHEBI:27779	HMDB0014544	
BASm0001445	15-cis-phytoene	15-cis-Phytoene is found in cauliflower. 15-cis-Phytoene is isolated from tomato (Lycopersicon esculentum var. `Tangella'). 7,7',8,8',11,11',12,12'-Octahydrocarotene, is a carotenoid found in human fluids. Carotenoids are isoprenoid molecules that are widespread in nature and are typically seen as pigments in fruits, flowers, birds, and crustacea. Animals are unable to synthesize carotenoids de novo, and rely upon the diet as a source of these compounds. Over recent years there has been considerable interest in dietary carotenoids with respect to their potential in alleviating age-related diseases in humans. This attention has been mirrored by significant advances in cloning most of the carotenoid genes and in the genetic manipulation of crop plants with the intention of increasing levels in the diet. Studies have shown an inverse relationship between the consumption of certain fruits and vegetables and the risk of epithelial cancer. Since carotenoids are among the micronutrients found in cancer-preventive foods, detailed qualitative and quantitative determination of these compounds, particularly in fruits and vegetables and in human plasma, have recently become increasingly important (PMID: 1416048, 15003396).	13920-14-4		CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\C=C/C=C(\C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C	C40H64	InChI=1S/C40H64/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,19-22,27-30H,13-18,23-26,31-32H2,1-10H3/b12-11-,35-21+,36-22+,37-27+,38-28+,39-29+,40-30+	YVLPJIGOMTXXLP-BHLJUDRVSA-N	544.5008021	CHEBI:27787	HMDB0039093	
BASm0001446	1,2-dichloroethane	1,2-Dichloroethane is a solvent used in food processing.The chemical compound 1,2-dichloroethane, commonly known by its old name of ethylene dichloride (EDC), is a chlorinated hydrocarbon, mainly used to produce vinyl chloride monomer (VCM, chloroethene), the major precursor for PVC production. It is a colourless liquid with a chloroform-like odour. 1,2-Dichloroethane is also used generally as an intermediate for other organic chemical compounds, and as a solvent	107-06-2		ClCCCl	C2H4Cl2	InChI=1S/C2H4Cl2/c3-1-2-4/h1-2H2	WSLDOOZREJYCGB-UHFFFAOYSA-N	97.96900554	CHEBI:27789	HMDB0029571	
BASm0001447	nitrobenzene	Approximately 95% of nitrobenzene is consumed in the production of aniline, which is a precursor to rubber chemicals, pesticides, dyes, explosives, and pharmaceuticals. Nitrobenzene is an organic compound with the chemical formula C6H5NO2. It is a water-insoluble pale yellow oil with an almond-like odor. It freezes to give greenish-yellow crystals. It is produced on a large scale from benzene as a precursor to aniline. In the laboratory, it is occasionally used as a solvent, especially for electrophilic reagents. Nitrobenzene is prepared by nitration of benzene with a mixture of concentrated sulfuric acid, water, and nitric acid. This mixture is sometimes called 'mixed acid.' The production of nitrobenzene is one of the most dangerous processes conducted in the chemical industry because of the exothermicity of the reaction ( delta H = 117 kJ/mol).	98-95-3		O=N(=O)C1=CC=CC=C1	C6H5NO2	InChI=1S/C6H5NO2/c8-7(9)6-4-2-1-3-5-6/h1-5H	LQNUZADURLCDLV-UHFFFAOYSA-N	123.0320284	CHEBI:27798	HMDB0041950	
BASm0001448	cyclohexane-1-carboxylate	Cyclohexanecarboxylic acid is a flavouring ingredien	98-89-5	Solid		C7H11O2		NZNMSOFKMUBTKW-UHFFFAOYSA-M	127.0764532	CHEBI:27804	HMDB0031342	
BASm0001449	resorcinol	1,3-Benzenediol, also known as resorcin or m-hydroquinone, belongs to the class of organic compounds known as resorcinols. Resorcinols are compounds containing a resorcinol moiety, which is a benzene ring bearing two hydroxyl groups at positions 1 and 3. 1,3-Benzenediol exists in all living organisms, ranging from bacteria to humans. 1,3-Benzenediol is a creamy, hawthorn, and musty tasting compound. 1,3-Benzenediol has been detected, but not quantified, in several different foods, such as alcoholic beverages, cereals and cereal products, coffee and coffee products, eggplants, and java plums. This could make 1,3-benzenediol a potential biomarker for the consumption of these foods. 1,3-Benzenediol is a potentially toxic compound. In addition, exogenous ochronosis is associated with prolonged exposure to resorcinol . Data regarding the specific mechanisms of action of resorcinol does not appear to be readily accessible in the literature. Nevertheless, the role played by iodide ions in the irreversible inactivation of the enzymes is not yet fully elucidated . Resorcinol works by helping to remove hard, scaly, or roughened skin. In particular, it appears that resorcinol indicated for treating acne, dermatitis, or eczema in various skin care topical applications and peels revolves around the compound's ability to precipitate cutaneous proteins from the treated skin . In LPO and TPO, the resulting π-cation radical of the porphyrin can isomerize to a radical cation with the radical in an aromatic side chain of the enzyme . In vitro and in vivo studies have demonstrated that resorcinol can inhibit peroxidases in the thyroid and subsequently block the synthesis of thyroid hormones and cause goiter .	108-46-3		OC1=CC(O)=CC=C1	C6H6O2	InChI=1S/C6H6O2/c7-5-2-1-3-6(8)4-5/h1-4,7-8H	GHMLBKRAJCXXBS-UHFFFAOYSA-N	110.0367794	CHEBI:27810	HMDB0032037	
BASm0001450	pyrethrin I				[H]\C(CC1=C(C)[C@]([H])(CC1=O)OC(=O)[C@]1([H])[C@@]([H])(C=C(C)C)C1(C)C)=C(/[H])C=C	C21H28O3	InChI=1S/C21H28O3/c1-7-8-9-10-15-14(4)18(12-17(15)22)24-20(23)19-16(11-13(2)3)21(19,5)6/h7-9,11,16,18-19H,1,10,12H2,2-6H3/b9-8-/t16-,18+,19+/m1/s1	ROVGZAWFACYCSP-VUMXUWRFSA-N	328.2038448	CHEBI:27815		
BASm0001451	2-aminobenzimidazole				N=C1NC2=CC=CC=C2N1	C7H7N3	InChI=1S/C7H7N3/c8-7-9-5-3-1-2-4-6(5)10-7/h1-4H,(H3,8,9,10)	JWYUFVNJZUSCSM-UHFFFAOYSA-N	133.0639972	CHEBI:27822	HMDB0245008	
BASm0001452	dhurrin	Dhurrin is a cyanogenic glycoside occurring in plants. Its biosynthesis has been elucidated. Dhurrin is hydrolyzed in the stomach of an insect into a carbohydrate and aglycone. The aglycone is unstable and releases hydrogen cyanide. (Wikipedia) In biosynthesis of the cyanogenic glucoside dhurrin in Sorghum bicolor, the UDP-glucosyltransferase UGT85B1 catalyzes the conversion of p-hydroxymandelonitrile into dhurrin. (PMID: 16169969) In Sorghum, the cyanogenic glucoside dhurrin is derived from l-tyrosine in a pathway involving the two cytochromes P450 (CYPs) CYP79A1 and CYP71E1, a glucosyltransferase (UGT85B1), and the redox partner NADPH-dependent cytochrome P450 reductase (CPR). (PMID: 21620426) Synthesis of the tyrosine derived cyanogenic glucoside dhurrin in Sorghum bicolor is catalyzed by two multifunctional, membrane bound cytochromes P450, CYP79A1 and CYP71E1, and a soluble UDPG-glucosyltransferase, UGT85B1. In the presence of CYP79A1 and CYP71E1, the localization of UGT85B1 shifted towards the surface of the ER membrane in the periphery of biosynthetic active cells, demonstrating in planta dhurrin metabolon formation. (PMID: 17706731)	499-20-7		OC[C@H]1O[C@@H](O[C@H](C#N)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	C14H17NO7	InChI=1S/C14H17NO7/c15-5-9(7-1-3-8(17)4-2-7)21-14-13(20)12(19)11(18)10(6-16)22-14/h1-4,9-14,16-20H,6H2/t9-,10-,11-,12+,13-,14-/m1/s1	NVLTYOJHPBMILU-YOVYLDAJSA-N	311.1005019	CHEBI:27826	HMDB0060471	
BASm0001453	paraoxon	Paraoxon is an acetylcholinesterase inhibitor. It is an organophosphate oxon, and the active metabolite of the insecticide parathion. It is also used as an opthamological drug against glaucoma. Paraoxon is one of the most potent acetylcholinesterase-inhibiting insecticides available, around 70% as potent as the nerve agent sarin, and so is now rarely used as an insecticide due to the risk of poisoning to humans and other animals. It is easily absorbed through skin, and was used as an assassination weapon by the apartheid-era South African chemical weapons program Project Coast.	311-45-5	Solid	CCOP(=O)(OCC)OC1=CC=C(C=C1)[N+]([O-])=O	C10H14NO6P	InChI=1S/C10H14NO6P/c1-3-15-18(14,16-4-2)17-10-7-5-9(6-8-10)11(12)13/h5-8H,3-4H2,1-2H3	WYMSBXTXOHUIGT-UHFFFAOYSA-N	275.0558737	CHEBI:27827	HMDB0013035	
BASm0001454	dodecanal	Lauric aldehyde is found in citrus. Lauric aldehyde occurs in peel oil from Citrus species and kumquat. Also present in ginger, coriander, chervil and scallop. Lauric aldehyde is a flavouring agent.	112-54-9		CCCCCCCCCCCC=O	C12H24O	InChI=1S/C12H24O/c1-2-3-4-5-6-7-8-9-10-11-12-13/h12H,2-11H2,1H3	HFJRKMMYBMWEAD-UHFFFAOYSA-N	184.1827154	CHEBI:27836	HMDB0033933	
BASm0001455	3,4-dihydroxymandelaldehyde	3,4-Dihydroxymandelaldehyde is the monoamine oxidase (MAO) aldehyde metabolite of both norepinephrine and epinephrine. 3,4- dihydroxymandelaldehyde generates a free radical and activates mitochondrial permeability transition, a mechanism implicated in neuron death. There is an increasing body of evidence suggesting that these compounds are neurotoxic, and it has been recently hypothesized that neurodegenerative disorders may be associated with increased levels of this biogenic aldehyde. It is possible to speculate that reduced detoxification of 3,4- dihydroxymandelaldehyde from impaired or deficient aldehyde dehydrogenase function may be a contributing factor in the suggested neurotoxicity of these compounds. Aldehyde dehydrogenases are a group of NAD(P)+ -dependent enzymes that catalyze the oxidation of aldehydes, such as those derived from catecholamines, to their corresponding carboxylic acids. To date, 19 aldehyde dehydrogenase genes have been identified in the human genome. Mutations in these genes and subsequent inborn errors in aldehyde metabolism are the molecular basis of several diseases. Several pharmaceutical agents and environmental toxins are also known to disrupt or inhibit aldehyde dehydrogenase function. (PMID: 17379813, 14697885, 11164826).	13023-73-9			C8H8O4		YUGMCLJIWGEKCK-UHFFFAOYNA-N	168.0422587	CHEBI:27852	HMDB0006242	
BASm0001456	acetamide	Acetamide is found in red beetroot. Acetamide (or acetic acid amide or ethanamide), CH3CONH2, the amide of acetic acid, is a white crystalline solid in pure form. It is produced by dehydrating ammonium acetate	60-35-5	Solid	CC(N)=O	C2H5NO	InChI=1S/C2H5NO/c1-2(3)4/h1H3,(H2,3,4)	DLFVBJFMPXGRIB-UHFFFAOYSA-N	59.03711379	CHEBI:27856	HMDB0031645	
BASm0001457	beta-D-mannose			Expected Solid	[H][C@@]1(O)O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]1([H])O	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5+,6-/m1/s1	WQZGKKKJIJFFOK-RWOPYEJCSA-N	180.0633881	CHEBI:27857		MMDBc0054364
BASm0001458	beta-D-mannose			Expected Solid	[H][C@@]1(O)O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]1([H])O	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5+,6-/m1/s1	WQZGKKKJIJFFOK-RWOPYEJCSA-N	180.0633881	CHEBI:27857		MMDBc0054364
BASm0001459	all-trans-antheraxanthin	Antheraxanthin A is found in herbs and spices. Antheraxanthin A is a constituent of Capsicum fruit; potential nutriceutical	25494-44-4		C\C(\C=C\C=C(/C)\C=C\C1=C(C)C[C@@H](O)CC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C	C40H56O3	InChI=1S/C40H56O3/c1-29(17-13-19-31(3)21-22-36-33(5)25-34(41)26-37(36,6)7)15-11-12-16-30(2)18-14-20-32(4)23-24-40-38(8,9)27-35(42)28-39(40,10)43-40/h11-24,34-35,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,22-21+,24-23+,29-15+,30-16+,31-19+,32-20+/t34-,35+,39-,40+/m1/s1	OFNSUWBAQRCHAV-OYQUVCAXSA-N	584.4229457	CHEBI:27867	HMDB0035831	
BASm0001460	chloroacetaldehyde	Being bifunctional, chloroacetaldehyde is a versatile precursor to many heterocyclic compounds. It condenses with thiourea derivatives to give aminothiazoles. This reaction was once important as a precursor to sulfathiazole, one of the first sulfa drugs. Chloroacetaldehyde is the organic compound with the formula ClCH2CHO. Like some related compounds, it is highly electrophilic reagent and a potentially dangerous alkylating agent. The compound is not normally encountered in the anhydrous form, but rather as the hydrate (acetal), ClCH2CH(OH)2. Chloroacetaldehyde is a useful intermediate in the synthesis, e.g. of 2-aminothiazole or many pharmaceutical compounds. Another use is to facilitate bark removal from tree trunks.	107-20-0	Liquid	[H]C(=O)CCl	C2H3ClO	InChI=1S/C2H3ClO/c3-1-2-4/h2H,1H2	QSKPIOLLBIHNAC-UHFFFAOYSA-N	77.98724243	CHEBI:27871	HMDB0013860	
BASm0001461	D-erythrose	Erythrose is a tetrose saccharide with the chemical formula C4H8O4. It has one aldehyde group, and is thus part of the aldose family. The natural isomer is D-erythrose. It is a member of the class of compounds known as pentoses. Pentoses are monosaccharides in which the carbohydrate moiety contains five carbon atoms. Erythrose is very soluble (in water). Erythrose can be found in blood, as well as in human cartilage tissue. Within the cell, erythrose is primarily located in the cytoplasm (predicted from logP). Erythrose exists in all living organisms, ranging from bacteria to humans. Erythrose is found to be associated with schizophrenia. Erythrose was first isolated in 1849 from rhubarb by the French pharmacist Louis Feux Joseph Garot (1798-1869) and was named as such because of its red hue in the presence of alkali metals.	1758-51-6		[H][C@@](O)(CO)[C@@]([H])(O)C=O	C4H8O4	InChI=1S/C4H8O4/c5-1-3(7)4(8)2-6/h1,3-4,6-8H,2H2/t3-,4+/m0/s1	YTBSYETUWUMLBZ-IUYQGCFVSA-N	120.0422587	CHEBI:27904	HMDB0002649	
BASm0001462	ubiquinone-0	Ubiquinone-1 is a member of the chemical class known as Benzoquinones. Normally in E. coli the active form of Ubiquinone has 8 isoprene units (Ubiquinone-8) and in humans it normally has 10. Ubiquinone-10 is a naked version of Ubiquinone 8 that arises from conjugation by a shortened prenyl tail via 4-hydroxybenzoate polyprenyltransferase. Ubiquionone is involved in cellular respiration. It is fat-soluble and is therefore mobile in cellular membranes; it plays a unique role in the electron transport chain (ETC). In the inner bacterial membrane, electrons from NADH and succinate pass through the ETC to the oxygen, which is then reduced to water. The transfer of electrons through ETC results in the pumping of H+ across the membrane creating a proton gradient across the membrane, which is used by ATP synthase (located on the membrane) to generate ATP.	605-94-7		COC1=C(OC)C(=O)C(C)=CC1=O	C9H10O4	InChI=1S/C9H10O4/c1-5-4-6(10)8(12-2)9(13-3)7(5)11/h4H,1-3H3	UIXPTCZPFCVOQF-UHFFFAOYSA-N	182.0579088	CHEBI:27906		MMDBc0030161
BASm0001463	alpha-L-rhamnose	Rhamnose is a methylpentose whose L- isomer is found naturally in many plant glycosides and some gram-negative bacterial lipopolysaccharides.	3615-41-6	Solid	[H][C@@]1(C)O[C@@]([H])(O)[C@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C6H12O5	InChI=1S/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2-,3-,4+,5+,6+/m0/s1	SHZGCJCMOBCMKK-HGVZOGFYSA-N	164.0684735	CHEBI:27907	HMDB00849	MMDBc0029511
BASm0001464	7-dehydrodesmosterol	7-Dehydrodesmosterol is a sterol intermediate in the biosynthesis of steroids. 7-Dehydrodesmosterol is a substrate of the enzyme 24-dehydrocholesterol reductase (EC:1.3.1.72), an important enzyme in the biosynthesis of Cholesterol. Cholesterol is synthesized from either Lathosterol, 7-Dehydrocholesterol, Desmosterol or Cholestenol by the enzyme 3beta-hydroxysterol delta7 reductase (EC 1.3.1.21, Dhcr7). The Smith-Lemli-Opitz syndrome (SLOS, OMIM 270400) is caused by a genetic defect in cholesterol biosynthesis; mutations in the enzyme 3beta-hydroxysterol delta7 reductase lead to a failure of cholesterol synthesis, with an accumulation of precursor sterols, such as 7-Dehydrodesmosterol. SLOS results in craniofacial, limb as well as major organ defects, including the brain. In individuals with this syndrome, mental retardation, as well as other CNS dysfunction, is almost 100% prevalent. (PMID: 15862627, 17197219).	1715-86-2	Solid	[H][C@@](C)(CCC=C(C)C)[C@@]1([H])CC[C@@]2([H])C3=CC=C4C[C@@]([H])(O)CC[C@]4(C)[C@@]3([H])CC[C@]12C	C27H42O	InChI=1S/C27H42O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,9-10,19,21,23-25,28H,6,8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1	RUSSPKPUXDSHNC-DDPQNLDTSA-N	382.323566	CHEBI:27910	HMDB0003896	
BASm0001465	L-erythrulose	L-Erythrulose is an extremely reactive ketose, which rapidly glycates and crosslinks proteins, and therefore may mediate the(L-ascorbate) AsA-dependent modification of protein (ascorbylation) seen in vitro, and also proposed to occur in vivo in human lens during diabetic and age-onset cataract formation.(PMID: 10727845).	533-50-6	Solid	OC[C@H](O)C(=O)CO	C4H8O4	InChI=1S/C4H8O4/c5-1-3(7)4(8)2-6/h3,5-7H,1-2H2/t3-/m0/s1	UQPHVQVXLPRNCX-VKHMYHEASA-N	120.0422587	CHEBI:27913	HMDB0006293	
BASm0001466	alpha-maltotriose			solid	[H][C@]1(O)O[C@]([H])(CO)[C@@]([H])(O[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O[C@@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)[C@]([H])(O)[C@@]2([H])O)[C@]([H])(O)[C@@]1([H])O	C18H32O16	InChI=1S/C18H32O16/c19-1-4-7(22)8(23)12(27)17(31-4)34-15-6(3-21)32-18(13(28)10(15)25)33-14-5(2-20)30-16(29)11(26)9(14)24/h4-29H,1-3H2/t4-,5-,6-,7-,8+,9-,10-,11-,12-,13-,14-,15-,16+,17-,18-/m1/s1	FYGDTMLNYKFZSV-PXXRMHSHSA-N	504.169035	CHEBI:27931		
BASm0001468	(E)-sinapaldehyde			Expected Solid	COC1=CC(\C=C\C=O)=CC(OC)=C1O	C11H12O4	InChI=1S/C11H12O4/c1-14-9-6-8(4-3-5-12)7-10(15-2)11(9)13/h3-7,13H,1-2H3/b4-3+	CDICDSOGTRCHMG-ONEGZZNKSA-N	208.0735589	CHEBI:27949		MMDBc0053706
BASm0001469	hydroxyacetone	Hydroxyacetone, also known as acetol or acetone alcohol, belongs to the class of organic compounds known as alpha-hydroxy ketones. These are organic compounds containing a carboxylic acid, and an amine group attached to the alpha carbon atom, relative to the C=O group. Hydroxyacetone exists in all living organisms, ranging from bacteria to humans. Hydroxyacetone is a sweet, caramel, and ethereal tasting compound. hydroxyacetone has been detected, but not quantified in several different foods, such as bog bilberries, cardoons, amaranths, black salsifies, and komatsuna. This could make hydroxyacetone a potential biomarker for the consumption of these foods. Hydroxyacetone is an intermediate in glycine, serine, and threonine metabolism.	116-09-6		CC(=O)CO	C3H6O2	InChI=1S/C3H6O2/c1-3(5)2-4/h4H,2H2,1H3	XLSMFKSTNGKWQX-UHFFFAOYSA-N	74.03677944	CHEBI:27957	HMDB0006961	
BASm0001470	1,8-cineole	Eucalyptol is an organic compound that is a colourless liquid. It is a cyclic ether and a monoterpene. Eucalyptol is a natural constituent of a number of aromatic plants and their essential oil fraction. Eucalyptol was given GRAS (Generally Recognized As Safe) status by the Flavor and Extract Manufacturer's Association FEMA, 1965 and is approved by the Food and Drug Administration for food use. 1,8-Dihydroxy-10-carboxy-p-menthane, 2-hydroxy-cineole, and 3-hydroxy-cineole are the main metabolites of eucalyptol. Toxicological data available on eucalyptol are rather limited. Following accidental exposure, death was reported in two cases after ingestion of 3.5-5 mL of essential eucalyptus oil, but a number of recoveries have also been described for much higher amounts of oil. In a 1994 report released by five top cigarette companies, eucalyptol was listed as one of the 599 additives to cigarettes. It is usually added to improve the flavour (PMID:12048025).	470-82-6	Liquid	CC1(C)O[C@]2(C)CC[C@H]1CC2	C10H18O	InChI=1S/C10H18O/c1-9(2)8-4-6-10(3,11-9)7-5-8/h8H,4-7H2,1-3H3/t8-,10+	WEEGYLXZBRQIMU-WAAGHKOSSA-N	154.1357652	CHEBI:27961	HMDB0004472	
BASm0001471	11beta-hydroxyandrost-4-ene-3,17-dione	11beta-Hydroxyandrost-4-ene-3,17-dione is an intermediate in adrenosterone production. 11beta-Hydroxyandrost-4-ene-3,17-dione is produced from androst-4-ene-3,17-dione, a reaction catalyzed by the enzyme cytochrome P450 B [EC:1.14.15.4]. 11beta-Hydroxyandrost-4-ene-3,17-dione is then converted into adrenosterone by the enzyme 11beta-hydroxysteroid dehydrogenase [EC:1.1.1.146].	382-44-5	Solid	[H][C@@]12CCC(=O)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C	C19H26O3	InChI=1S/C19H26O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h9,13-15,17,21H,3-8,10H2,1-2H3/t13-,14-,15-,17+,18-,19-/m0/s1	WSCUHXPGYUMQEX-KCZNZURUSA-N	302.1881947	CHEBI:27967	HMDB0006773	
BASm0001472	16alpha,17beta-estriol	Estriol is a metabolite of estrone metabolized via 16alpha-hydroxyestrone through the enzyme 16alpha-hydroxysteroid dehydrogenase (EC 1.1.1.147) or to 2- or 4-hydroxyestrone (catechol estrogens) by the action of catecho-O-methyltransferase (EC 2.1.1.6). The latter metabolites can be formed in the brain and may compete with receptors for catecholamines. Metabolites are conjugated with sulfate or glucuronide before excretion by the kidney. During pregnancy, estriol constitutes 60-70% of the total estrogens, increasing to 300-500-fold in relation to non-pregnant women. The late term human fetus produces relatively large amounts of 16 alphahydroxy DHEA, which serves the mother as a precursor of estriol. It has been shown that 90% of the precursors for the formation of estriol are of fetal origin. If abnormal maternal serum screening results, specifically low levels of unconjugated estriol in the second trimester are detected, a diagnosis of Smith-Lemli-Opitz syndrome (SLOS),or RSH is suspected. SLOS is an autosomal recessive disorder caused by mutations of the gene encoding 7-dehydrocholesterol reductase (EC 1.3.1.21, DHCR7). (PMID: 16202579, 16112271, 16097001).	50-27-1		[H][C@@]12C[C@@H](O)[C@H](O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C=C3	C18H24O3	InChI=1S/C18H24O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,17+,18+/m1/s1	PROQIPRRNZUXQM-ZXXIGWHRSA-N	288.1725446	CHEBI:27974	HMDB0000153	
BASm0001473	L-glyceraldehyde	Glyceraldehyde is a triose monosaccharide with chemical formula C3H6O3. It is the simplest of all common aldoses. It is a sweet colorless crystalline solid that is an intermediate compound in carbohydrate metabolism. The word comes from combining glycerine and aldehyde, as glyceraldehyde is merely glycerine with one hydroxide changed to an aldehyde.	0497-09-06	Solid	[H][C@](O)(CO)C=O	C3H6O3	InChI=1S/C3H6O3/c4-1-3(6)2-5/h1,3,5-6H,2H2/t3-/m1/s1	MNQZXJOMYWMBOU-GSVOUGTGSA-N	90.03169406	CHEBI:27975		MMDBc0030202
BASm0001474	prop-2-ynal	2-Propyn-1-al is involved in the propanoate metabolism system. It is created from 2-Propyn-1-ol through the action of alcohol dehydrogenase [EC:1.1.99.8]. 2-Propyn-1-al is converted to propynoate by aldehyde dehydrogenase [EC:1.2.1.3].		Solid	O=CC#C	C3H2O	InChI=1S/C3H2O/c1-2-3-4/h1,3H	IJNJLGFTSIAHEA-UHFFFAOYSA-N	54.01056469	CHEBI:27976	HMDB0006803	
BASm0001475	erythronolide B			Expected Solid	CC[C@H]1OC(=O)[C@H](C)[C@@H](O)[C@H](C)[C@@H](O)[C@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@H]1C	C21H38O7	InChI=1S/C21H38O7/c1-8-15-11(3)17(23)12(4)16(22)10(2)9-21(7,27)19(25)13(5)18(24)14(6)20(26)28-15/h10-15,17-19,23-25,27H,8-9H2,1-7H3/t10-,11+,12+,13+,14-,15-,17+,18+,19-,21-/m1/s1	ZFBRGCCVTUPRFQ-HWRKYNCUSA-N	402.2617536	CHEBI:27977		MMDBc0055971
BASm0001476	3,4-dihydroxyphenylacetaldehyde	3,4-Dihydroxyphenylacetaldehyde (DOPAL) is a metabolite of the monoamine oxidase-catalyzed oxidative deamination of dopamine. Aldehydes are highly reactive molecules formed during the biotransformation of numerous endogenous and exogenous compounds, including biogenic amines. DOPAL generates a free radical and activates mitochondrial permeability transition, a mechanism implicated in neuron death. There is an increasing body of evidence suggesting that these compounds are neurotoxic, and it has been recently hypothesized that neurodegenerative disorders may be associated with increased levels of this biogenic aldehyde. It is possible to speculate that reduced detoxification of 3,4- dihydroxymandelaldehyde from impaired or deficient aldehyde dehydrogenase function may be a contributing factor in the suggested neurotoxicity of these compounds. Aldehyde dehydrogenases are a group of NAD(P)+ -dependent enzymes that catalyze the oxidation of aldehydes, such as those derived from catecholamines, to their corresponding carboxylic acids. To date, 19 aldehyde dehydrogenase genes have been identified in the human genome. Mutations in these genes and subsequent inborn errors in aldehyde metabolism are the molecular basis of several diseases. Several pharmaceutical agents and environmental toxins (i.e.: 4-hydroxy-2-nonenal) are also known to disrupt or inhibit aldehyde dehydrogenase function. (PMID: 17379813, 14697885, 11164826, 16956664.	5707-55-1		O=CCc1ccc(O)c(O)c1	C8H8O3	InChI=1S/C8H8O3/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,4-5,10-11H,3H2	IADQVXRMSNIUEL-UHFFFAOYSA-N	152.0473441	CHEBI:27978	HMDB0003791	
BASm0001477	nitrosobenzene				O=Nc1ccccc1	C6H5NO	InChI=1S/C6H5NO/c8-7-6-4-2-1-3-5-6/h1-5H	NLRKCXQQSUWLCH-UHFFFAOYSA-N	107.0371138	CHEBI:27986	HMDB0255658	
BASm0001478	1,2-di-O-sinapoyl beta-D-glucose				COc1cc(/C=C/C(=O)O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2OC(=O)/C=C/c2cc(OC)c(O)c(OC)c2)cc(OC)c1O	C28H32O14	InChI=1S/C28H32O14/c1-36-16-9-14(10-17(37-2)23(16)32)5-7-21(30)41-27-26(35)25(34)20(13-29)40-28(27)42-22(31)8-6-15-11-18(38-3)24(33)19(12-15)39-4/h5-12,20,25-29,32-35H,13H2,1-4H3	KQDOTXAUJBODDM-UHFFFAOYSA-N	592.1792057	CHEBI:27993		
BASm0001479	3-methylbenzyl alcohol	(3-methylphenyl)methyl acetate is a component of FEMA 2684. (3-methylphenyl)methyl acetate is a flavouring ingredient.	17369-57-2	Solid	Cc1cccc(CO)c1	C10H12O2	InChI=1S/C10H12O2/c1-8-4-3-5-10(6-8)7-12-9(2)11/h3-6H,7H2,1-2H3	QPTQLFCBVFKFLY-UHFFFAOYSA-N	164.0837296	CHEBI:27995	HMDB0041473	
BASm0001480	2-dehydro-D-galactonate	2-Dehydro-D-gluconate is a substrate for the enzyme dehydrogluconokinase [EC 2.7.1.13].		Solid	O=C([O-])C(=O)[C@@H](O)[C@@H](O)[C@H](O)CO	C6H9O7	InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-4,7-10H,1H2,(H,12,13)/p-1/t2-,3-,4+/m1/s1	VBUYCZFBVCCYFD-JJYYJPOSSA-M	193.0348276	CHEBI:28023		
BASm0001481	plastoquinol-9			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1cc(O)c(C)c(C)c1O	C53H82O2	InChI=1S/C53H82O2/c1-40(2)21-13-22-41(3)23-14-24-42(4)25-15-26-43(5)27-16-28-44(6)29-17-30-45(7)31-18-32-46(8)33-19-34-47(9)35-20-36-48(10)37-38-51-39-52(54)49(11)50(12)53(51)55/h21,23,25,27,29,31,33,35,37,39,54-55H,13-20,22,24,26,28,30,32,34,36,38H2,1-12H3/b41-23+,42-25+,43-27+,44-29+,45-31+,46-33+,47-35+,48-37+	IJBLJLREWPLEPB-IQSNHBBHSA-N	750.6314819	CHEBI:28026		MMDBc0053672
BASm0001482	4'-hydroxyacetophenone				CC(=O)C1=CC=C(O)C=C1	C8H8O2	InChI=1S/C8H8O2/c1-6(9)7-2-4-8(10)5-3-7/h2-5,10H,1H3	TXFPEBPIARQUIG-UHFFFAOYSA-N	136.0524295	CHEBI:28032	HMDB0167830	
BASm0001484	N-acetyl-D-galactosamine	N-Acetylgalactosamine, also known as GalNAc, belongs to the class of organic compounds known as N-acyl-alpha-hexosamines. These are carbohydrate derivatives containing a hexose moiety in which the oxygen atom is replaced by an N-acyl group. N-Acetylgalactosamine is also classified as an amino sugar derivative of galactose. In humans GalNAc functions as the terminal carbohydrate forming the antigen of blood group A. GalNAc is typically the first monosaccharide that connects serine or threonine during protein O-glycosylation and the formation of glycoproteins. This is often referred to as mucin-type O-glycosylation, as the mucins (a class of a family of high molecular weight, heavily glycosylated proteins produced by epithelial tissues in most animals which have an ability to form gels) are heavily O-GalNAc modified. Interestingly, mammals have genes encoding for approximately 20 different polypeptide-N-acetylgalactosaminyltransferases (ppGalNAcTs), all of which transfer GalNAc from UDP-GalNAc to a hydroxyl-containing amino acids such as serine or threonine. N- O-GalNAc-containing glycoproteins appear to play a variety of essential roles. Among these is the ability of the mucins to hydrate and protect tissues by trapping bacteria. These O-glycans can also significantly alter the conformation of the protein and on the heavily modified proteins may protect the polypeptide from proteolytic digestion. O-GalNAc structures also appear to play an essential role in sperm-egg interactions. From a pathophysiological perspective, O-GalNAc modification appears to play a critical role in the immune system, cell-cell interactions, and cancer.  N-Acetylgalactosamine is an important constituent of brain heteropolysaccharides (glycoproteins). The concentration of the N-acetylgalactosamine-containing glycoproteins in the 3-year-old cerebral gray matter from human brain is 7-15 times greater than in 8-year old tissue and 15-30 times greater than in 72-year-old tissue. Outside of the human body, N-Acetylgalactosamine has been detected, but not quantified in, several different foods, such as prickly pears, italian sweet red peppers, wheats, silver lindens, and sour cherries. This could make N-acetylgalactosamine a potential biomarker for the consumption of these foods.	1811-31-0	Solid		C8H15NO6		OVRNDRQMDRJTHS-KEWYIRBNSA-N	221.0899372	CHEBI:28037	HMDB0000212	
BASm0001485	5beta-cholestane-3alpha,7alpha-diol	3alpha,7alpha-Dihydroxy-5beta-cholestane is an intermediate in bile acid synthesis. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135).	3862-26-8	Solid	[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C	C27H48O2	InChI=1S/C27H48O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h17-25,28-29H,6-16H2,1-5H3/t18-,19+,20-,21-,22+,23+,24-,25+,26+,27-/m1/s1	APYVEUGLZHAHDJ-TVRYRFOISA-N	404.3654308	CHEBI:28047	HMDB0006893	
BASm0001486	melibiose	Melibiose (CAS: 585-99-9) is a disaccharide consisting of one galactose and one glucose moiety in an alpha (1-6) glycosidic linkage. This sugar is produced and metabolized only by enteric and lactic acid bacteria and other microbes, such as Dickeya dadantii, Escherichia, Leuconostoc, and Saccharomyces (PMID: 19734309, 28453942). It is not an endogenous metabolite but may be obtained from the consumption of partially fermented molasses, brown sugar, or honey. Antibodies to melibiose will appear in individuals affected by Chagas' disease (Trypanosoma cruzi infection). Melibiose is not metabolized by humans but can be broken down by gut microflora, such as E. coli. In fact, E. coli is able to utilize melibiose as a sole source of carbon. Melibiose is first imported by the melibiose permease, MelB and then converted into β-D-glucose and β-D-galactose by the α-galactosidase encoded by melA. Because of its poor digestibility, melibiose (along with rhamnose) can be used together for noninvasive intestinal mucosa barrier testing. This test can be used to assess malabsorption or impairment of intestinal permeability. Recent studies with dietary melibiose have shown that it can strongly affect the Th cell responses to an ingested antigen. It has been suggested that melibiose could be used to enhance the induction of oral tolerance (PMID: 17986780).	13299-20-2		OC[C@H]1O[C@H](OC[C@H]2OC(O)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@H]1O	C12H22O11	InChI=1S/C12H22O11/c13-1-3-5(14)8(17)10(19)12(23-3)21-2-4-6(15)7(16)9(18)11(20)22-4/h3-20H,1-2H2/t3-,4-,5+,6-,7+,8+,9-,10-,11?,12+/m1/s1	DLRVVLDZNNYCBX-ABXHMFFYSA-N	342.1162115	CHEBI:28053	HMDB0000048	
BASm0001487	2-hydroxytoluene	o-Cresol is a minor urinary metabolite of toluene, O-cresol is a cresol that is phenol substituted by a methyl group at position 2. It is a minor urinary metabolite of toluene. It has a role as a human xenobiotic metabolite. It is widely used chemical with neurotoxicological properties (PMID:15687000). o-Cresol is used commercially as a disinfectant. Exposure may occur by inhalation, by cutaneous adsorption or by oral ingestion. o-Cresol denature and precipitate cellular proteins and thus may rapidly cause poisoning. o-Cresol is metabolized by conjugation and oxidation. Ingestion of o-Cresol cause intense burning of mouth and throat, followed by marked abdominal pain and distress. The minimum lethal dose of cresol by mouth is about 2 g (PMID 15040915). o-Cresol is a microbial metabolite that can be found in Pseudomonas. Besides, o-Cresol is one of the chemical compounds found in castoreum. This compound is gathered from the beaver's castor glands and found in the white cedar consumed by the beavers. Together with many other compounds, o-cresol is traditionally extracted from coal tar, the volatile materials obtained in the production of coke from coal. A similar source material is petroleum residues. These residue contains a few percent by weight of phenol and isomeric cresols. In addition to the materials derived from these natural sources, about two thirds of the Western world's supply is produced by methylation of phenol using methanol.	95-48-7		CC1=CC=CC=C1O	C7H8O	InChI=1S/C7H8O/c1-6-4-2-3-5-7(6)8/h2-5,8H,1H3	QWVGKYWNOKOFNN-UHFFFAOYSA-N	108.0575149	CHEBI:28054	HMDB0002055	
BASm0001488	cis-1,2-dithiane-4,5-diol	Oxidized dithiothreitol is part of the Ubiquinone and other terpenoid-quinone biosynthesis pathway. It is a substrate for: Vitamin K epoxide reductase complex subunit 1.		Solid	O[C@@H]1CSSC[C@@H]1O	C4H8O2S2	InChI=1S/C4H8O2S2/c5-3-1-7-8-2-4(3)6/h3-6H,1-2H2/t3-,4-/m0/s1	YPGMOWHXEQDBBV-IMJSIDKUSA-N	151.9965709	CHEBI:28059	HMDB0059664	
BASm0001489	alpha-D-galactose	D-Galactose (CAS: 59-23-4) is an aldohexose that occurs naturally in the D-form in lactose, cerebrosides, gangliosides, and mucoproteins. D-Galactose is an energy-providing nutrient and also a necessary basic substrate for the biosynthesis of many macromolecules in the body. Metabolic pathways for D-galactose are important not only for the provision of these pathways but also for the prevention of D-galactose metabolite accumulation. The main source of D-galactose is lactose in the milk of mammals, but it can also be found in some fruits and vegetables. Utilization of D-galactose in all living cells is initiated by the phosphorylation of the hexose by the enzyme galactokinase (E.C. 2.7.1.6) (GALK) to form D-galactose-1-phosphate. In the presence of D-galactose-1-phosphate uridyltransferase (E.C. 2.7.7.12) (GALT) D-galactose-1-phosphate is exchanged with glucose-1-phosphate in UDP-glucose to form UDP-galactose. Glucose-1-phosphate will then enter the glycolytic pathway for energy production. Deficiency of the enzyme GALT in galactosemic patients leads to the accumulation of D-galactose-1-phosphate. Classic galactosemia, a term that denotes the presence of D-galactose in the blood, is the rare inborn error of D-galactose metabolism, diagnosed by the deficiency of the second enzyme of the D-galactose assimilation pathway, GALT, which, in turn, is caused by mutations at the GALT gene (PMID: 15256214, 11020650, 10408771). Galactose in the urine is a biomarker for the consumption of milk.	3646-73-9	Solid	OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3+,4+,5-,6+/m1/s1	WQZGKKKJIJFFOK-PHYPRBDBSA-N	180.0633881	CHEBI:28061	HMDB0000143	
BASm0001490	all-trans-zeta-carotene	zeta-Carotene is a carotenoid found in human serum and breast milk (PMID: 9164160). Carotenoids are isoprenoid molecules that are widespread in nature and are typically seen as pigments in fruits, flowers, birds and crustacea. Animals are unable to synthesise carotenoids de novo, and rely upon the diet as a source of these compounds. Over recent years there has been considerable interest in dietary carotenoids with respect to their potential in alleviating age-related diseases in humans. This attention has been mirrored by significant advances in cloning most of the carotenoid genes and in the genetic manipulation of crop plants with the intention of increasing levels in the diet. Studies have shown an inverse relationship between the consumption of certain fruits and vegetables and the risk of epithelial cancer. Since carotenoids are among the micronutrients found in cancer preventive foods, detailed qualitative and quantitative determination of these compounds, particularly in fruits and vegetables and in human plasma, have recently become increasingly important. (PMID: 1416048, 15003396)			CC(C)=CCC\C(C)=C\CC\C(C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)CC\C=C(/C)CCC=C(C)C	C40H60	InChI=1S/C40H60/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15-16,19-22,25-30H,13-14,17-18,23-24,31-32H2,1-10H3/b12-11+,25-15+,26-16+,35-21+,36-22+,37-27+,38-28+,39-29+,40-30+	BIWLELKAFXRPDE-WTXAYMOSSA-N	540.4695019	CHEBI:28068	HMDB0112263	
BASm0001491	(indol-3-yl)acetyl-myo-inositol 3-L-arabinoside				O=C(Cc1c[nH]c2ccccc12)O[C@H]1[C@@H](O)[C@@H](O)[C@H](O[C@H]2OC[C@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O		InChI=1S/C21H27NO11/c23-11-7-31-21(18(30)13(11)25)33-20-16(28)14(26)19(15(27)17(20)29)32-12(24)5-8-6-22-10-4-2-1-3-9(8)10/h1-4,6,11,13-23,25-30H,5,7H2/t11-,13-,14-,15-,16-,17+,18+,19+,20+,21+/m0/s1	RBVNENAKUTUHCM-JLJUYRCPSA-N		CHEBI:28071		
BASm0001492	(2Z,4E)-2-hydroxyhexa-2,4-dienedioate			Expected Solid	[H]\C(=C(\[H])C([O-])=O)\C(\[H])=C(/[O-])C(O)=O	C6H4O5	InChI=1S/C6H6O5/c7-4(6(10)11)2-1-3-5(8)9/h1-3,7H,(H,8,9)(H,10,11)/p-2/b3-1+,4-2-	JBEBGTMCZIGUTK-TZFCGSKZSA-L	156.0069704	CHEBI:28080		MMDBc0054869
BASm0001493	5alpha-cholestane-3beta,5,6beta-triol	3b,5a,6b-Cholestanetriol is a product of cholesterol oxidation found in human plasma.	1253-84-5	Solid	[H][C@@]12CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C[C@@H](O)[C@@]2(O)C[C@@H](O)CC[C@]12C	C27H48O3	InChI=1S/C27H48O3/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24(29)27(30)16-19(28)11-14-26(27,5)23(20)12-13-25(21,22)4/h17-24,28-30H,6-16H2,1-5H3/t18-,19+,20+,21-,22+,23+,24-,25-,26-,27+/m1/s1	YMMFNKXZULYSOQ-RUXQDQFYSA-N	420.3603454	CHEBI:28082	HMDB0003990	MMDBc0054292
BASm0001494	borneol				CC1(C)C2CCC1(C)C(O)C2	C10H18O	InChI=1S/C10H18O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7-8,11H,4-6H2,1-3H3	DTGKSKDOIYIVQL-UHFFFAOYSA-N	154.1357652	CHEBI:28093	HMDB0253604	
BASm0001495	chlorobenzene	Chlorobenzene is an aromatic organic compound with the chemical formula C6H5Cl. This colorless, flammable liquid is a common solvent and a widely used intermediate in the manufacture of other chemicals. Rhodococcus phenolicus is a bacterium species able to degrade chlorobenzene as sole carbon sources.	108-90-7		Clc1ccccc1	C6H5Cl	InChI=1S/C6H5Cl/c7-6-4-2-1-3-5-6/h1-5H	MVPPADPHJFYWMZ-UHFFFAOYSA-N	112.0079779	CHEBI:28097	HMDB0041855	
BASm0001496	alpha-D-Glucose	Alpha-D-Glucose is the alpha anomer of D-Glucose. An anomer is an epimer at the hemiacetal/hemiketal carbon in a cyclic saccharide (such as glucose). Formally, glucose is a monosaccharide containing six carbon atoms and an aldehyde group. Therefore, it is referred to as an aldohexose. In solutions, glucose can exist in an open-chain (acyclic) and a ring (cyclic) form, the latter being the result of an intramolecular reaction between the aldehyde C atom and the C-5 hydroxyl group to form an intramolecular hemiacetal. In aqueous solution, both forms are in equilibrium and at pH 7 the cyclic one is predominant. Typically, the proportion of the linear form is <0.02%, the proportion of the alpha anomer (alpha-D-Glucose) is 36% and the proportion of the beta anomer (beta-D-Glucose) is 64%. The key difference between alpha and beta glucose is the orientation of hydroxyl (-OH) group attached to the first carbon atom. Different glucose anomers have different physical properties, melting points and specific rotations. For instance, alpha-D-glucose has a melting point of 146 oC, while beta-D-glucose has a melting point of 150 oC. When alpha-D-glucose molecules polymerize they form starch. When beta-D-glucose molecules polymerize, they form cellulose. Regardless of its anomeric form, glucose is a primary source of energy for all living organisms. It is a fundamental metabolite found in all organisms, ranging from bacteria to plants to humans. Most of the glucose generated on the Earth is made by plants and algae during photosynthesis from water and carbon dioxide, where it is used to make cellulose (and other polymeric forms of glucose called polysaccharides) that stabilize plant cell walls. Glucose is also found in fruits and other parts of plants in its free state. In animals, glucose can be generated from the breakdown of glycogen in a process known as glycogenolysis. Glucose can also be synthesized de novo in animals. In particular, it can be synthesized in the liver and kidneys from non-carbohydrate intermediates, such as pyruvate and glycerol (and gluconeogenic amino acids such as glycine, serine and alanine), by a process known as gluconeogenesis. Humans also consume large amounts of glucose as part of their regular diet. Ingested glucose initially binds to the receptor for sweet taste on the tongue in humans. This complex of the proteins T1R2 and T1R3 makes it possible to identify glucose-containing food sources. Glucose in the body mainly comes from food - about 300 g per day for the average adult. In humans, the breakdown of glucose-containing polysaccharides happens partly during chewing by means of the enzyme known as amylase, which is contained in saliva, as well as by other enzymes such as maltase, lactase and sucrase on the brush border of the small intestine. The blood sugar content of a healthy person in the short-time fasting state, e.g. after overnight fasting, is about 70 to 100 mg/dL of blood (4 to 5.5 mM). In blood plasma, the measured values are about 10-15% higher. Dysregulated metabolism of glucose can lead to a number of diseases including diabetes. Diabetes is a metabolic disorder where the body is unable to regulate levels of glucose in the blood either because of a lack of insulin in the body or the failure, by cells in the body, to respond properly to insulin. Each of these situations can be caused by persistently high elevations of blood glucose levels (called hyperglycemia), through pancreatic burnout and insulin resistance. Persistently elevated levels of glucose (>6 mM or >120 mg/dL) can lead to the formation of covalent adducts of glucose with plasma proteins through a non-enzymatic process known as glycation. This glycation reaction leads to advanced glycation end products or AGEs (PMID: 24634591). AGEs are thought to be the major causes of different diabetic complications. High glucose levels may induce glycation of various structural and functional proteins including plasma proteins and collagen. The non-enzymatic modification of plasma proteins such as albumin, fibrinogen, hemoglobin and globulins may produce various deleterious effects including alteration in drug binding in the plasma, platelet activation, generation of oxygen free radicals, impaired fibrinolysis and impairment in immune system regulation (PMID: 24634591). Transiently elevated glucose (up to 7.3 mM or 133 mg/dL) is often seen shortly after the consumption of a meal or a food item that is rich in carbohydrates -- even among very healthy people (PMID: 19885137).  Glucose is also elevated when an individual is fighting viral or bacterial infections or suffering from traumatic injuries (burns, wounds).  In fact, glucose can be significantly elevated (>11 mM or 200 mg/dL) when individuals are experiencing sepsis or septic shock (PMID: 16006275).  On the other hand, low blood glucose levels (hypoglycemia) where blood glucose is <3.9 mM (70 mg/dL) are common among people with type 1 diabetes and people with type 2 diabetes who take certain diabetic medicines. Certain conditions, such as liver disease, may also cause low levels of blood glucose. Hypoglycemia can lead to fatigue, sleepiness, short temper or feeling faint.	492-62-6	Solid	[H]O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6+/m1/s1	WQZGKKKJIJFFOK-DVKNGEFBSA-N	180.0633881	CHEBI:28100	HMDB0003345	
BASm0001497	alpha-D-Glucose	Alpha-D-Glucose is the alpha anomer of D-Glucose. An anomer is an epimer at the hemiacetal/hemiketal carbon in a cyclic saccharide (such as glucose). Formally, glucose is a monosaccharide containing six carbon atoms and an aldehyde group. Therefore, it is referred to as an aldohexose. In solutions, glucose can exist in an open-chain (acyclic) and a ring (cyclic) form, the latter being the result of an intramolecular reaction between the aldehyde C atom and the C-5 hydroxyl group to form an intramolecular hemiacetal. In aqueous solution, both forms are in equilibrium and at pH 7 the cyclic one is predominant. Typically, the proportion of the linear form is <0.02%, the proportion of the alpha anomer (alpha-D-Glucose) is 36% and the proportion of the beta anomer (beta-D-Glucose) is 64%. The key difference between alpha and beta glucose is the orientation of hydroxyl (-OH) group attached to the first carbon atom. Different glucose anomers have different physical properties, melting points and specific rotations. For instance, alpha-D-glucose has a melting point of 146 oC, while beta-D-glucose has a melting point of 150 oC. When alpha-D-glucose molecules polymerize they form starch. When beta-D-glucose molecules polymerize, they form cellulose. Regardless of its anomeric form, glucose is a primary source of energy for all living organisms. It is a fundamental metabolite found in all organisms, ranging from bacteria to plants to humans. Most of the glucose generated on the Earth is made by plants and algae during photosynthesis from water and carbon dioxide, where it is used to make cellulose (and other polymeric forms of glucose called polysaccharides) that stabilize plant cell walls. Glucose is also found in fruits and other parts of plants in its free state. In animals, glucose can be generated from the breakdown of glycogen in a process known as glycogenolysis. Glucose can also be synthesized de novo in animals. In particular, it can be synthesized in the liver and kidneys from non-carbohydrate intermediates, such as pyruvate and glycerol (and gluconeogenic amino acids such as glycine, serine and alanine), by a process known as gluconeogenesis. Humans also consume large amounts of glucose as part of their regular diet. Ingested glucose initially binds to the receptor for sweet taste on the tongue in humans. This complex of the proteins T1R2 and T1R3 makes it possible to identify glucose-containing food sources. Glucose in the body mainly comes from food - about 300 g per day for the average adult. In humans, the breakdown of glucose-containing polysaccharides happens partly during chewing by means of the enzyme known as amylase, which is contained in saliva, as well as by other enzymes such as maltase, lactase and sucrase on the brush border of the small intestine. The blood sugar content of a healthy person in the short-time fasting state, e.g. after overnight fasting, is about 70 to 100 mg/dL of blood (4 to 5.5 mM). In blood plasma, the measured values are about 10-15% higher. Dysregulated metabolism of glucose can lead to a number of diseases including diabetes. Diabetes is a metabolic disorder where the body is unable to regulate levels of glucose in the blood either because of a lack of insulin in the body or the failure, by cells in the body, to respond properly to insulin. Each of these situations can be caused by persistently high elevations of blood glucose levels (called hyperglycemia), through pancreatic burnout and insulin resistance. Persistently elevated levels of glucose (>6 mM or >120 mg/dL) can lead to the formation of covalent adducts of glucose with plasma proteins through a non-enzymatic process known as glycation. This glycation reaction leads to advanced glycation end products or AGEs (PMID: 24634591). AGEs are thought to be the major causes of different diabetic complications. High glucose levels may induce glycation of various structural and functional proteins including plasma proteins and collagen. The non-enzymatic modification of plasma proteins such as albumin, fibrinogen, hemoglobin and globulins may produce various deleterious effects including alteration in drug binding in the plasma, platelet activation, generation of oxygen free radicals, impaired fibrinolysis and impairment in immune system regulation (PMID: 24634591). Transiently elevated glucose (up to 7.3 mM or 133 mg/dL) is often seen shortly after the consumption of a meal or a food item that is rich in carbohydrates -- even among very healthy people (PMID: 19885137).  Glucose is also elevated when an individual is fighting viral or bacterial infections or suffering from traumatic injuries (burns, wounds).  In fact, glucose can be significantly elevated (>11 mM or 200 mg/dL) when individuals are experiencing sepsis or septic shock (PMID: 16006275).  On the other hand, low blood glucose levels (hypoglycemia) where blood glucose is <3.9 mM (70 mg/dL) are common among people with type 1 diabetes and people with type 2 diabetes who take certain diabetic medicines. Certain conditions, such as liver disease, may also cause low levels of blood glucose. Hypoglycemia can lead to fatigue, sleepiness, short temper or feeling faint.	492-62-6	Solid	[H]O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6+/m1/s1	WQZGKKKJIJFFOK-DVKNGEFBSA-N	180.0633881	CHEBI:28100	HMDB0003345	
BASm0001498	alpha-D-Glucose	Alpha-D-Glucose is the alpha anomer of D-Glucose. An anomer is an epimer at the hemiacetal/hemiketal carbon in a cyclic saccharide (such as glucose). Formally, glucose is a monosaccharide containing six carbon atoms and an aldehyde group. Therefore, it is referred to as an aldohexose. In solutions, glucose can exist in an open-chain (acyclic) and a ring (cyclic) form, the latter being the result of an intramolecular reaction between the aldehyde C atom and the C-5 hydroxyl group to form an intramolecular hemiacetal. In aqueous solution, both forms are in equilibrium and at pH 7 the cyclic one is predominant. Typically, the proportion of the linear form is <0.02%, the proportion of the alpha anomer (alpha-D-Glucose) is 36% and the proportion of the beta anomer (beta-D-Glucose) is 64%. The key difference between alpha and beta glucose is the orientation of hydroxyl (-OH) group attached to the first carbon atom. Different glucose anomers have different physical properties, melting points and specific rotations. For instance, alpha-D-glucose has a melting point of 146 oC, while beta-D-glucose has a melting point of 150 oC. When alpha-D-glucose molecules polymerize they form starch. When beta-D-glucose molecules polymerize, they form cellulose. Regardless of its anomeric form, glucose is a primary source of energy for all living organisms. It is a fundamental metabolite found in all organisms, ranging from bacteria to plants to humans. Most of the glucose generated on the Earth is made by plants and algae during photosynthesis from water and carbon dioxide, where it is used to make cellulose (and other polymeric forms of glucose called polysaccharides) that stabilize plant cell walls. Glucose is also found in fruits and other parts of plants in its free state. In animals, glucose can be generated from the breakdown of glycogen in a process known as glycogenolysis. Glucose can also be synthesized de novo in animals. In particular, it can be synthesized in the liver and kidneys from non-carbohydrate intermediates, such as pyruvate and glycerol (and gluconeogenic amino acids such as glycine, serine and alanine), by a process known as gluconeogenesis. Humans also consume large amounts of glucose as part of their regular diet. Ingested glucose initially binds to the receptor for sweet taste on the tongue in humans. This complex of the proteins T1R2 and T1R3 makes it possible to identify glucose-containing food sources. Glucose in the body mainly comes from food - about 300 g per day for the average adult. In humans, the breakdown of glucose-containing polysaccharides happens partly during chewing by means of the enzyme known as amylase, which is contained in saliva, as well as by other enzymes such as maltase, lactase and sucrase on the brush border of the small intestine. The blood sugar content of a healthy person in the short-time fasting state, e.g. after overnight fasting, is about 70 to 100 mg/dL of blood (4 to 5.5 mM). In blood plasma, the measured values are about 10-15% higher. Dysregulated metabolism of glucose can lead to a number of diseases including diabetes. Diabetes is a metabolic disorder where the body is unable to regulate levels of glucose in the blood either because of a lack of insulin in the body or the failure, by cells in the body, to respond properly to insulin. Each of these situations can be caused by persistently high elevations of blood glucose levels (called hyperglycemia), through pancreatic burnout and insulin resistance. Persistently elevated levels of glucose (>6 mM or >120 mg/dL) can lead to the formation of covalent adducts of glucose with plasma proteins through a non-enzymatic process known as glycation. This glycation reaction leads to advanced glycation end products or AGEs (PMID: 24634591). AGEs are thought to be the major causes of different diabetic complications. High glucose levels may induce glycation of various structural and functional proteins including plasma proteins and collagen. The non-enzymatic modification of plasma proteins such as albumin, fibrinogen, hemoglobin and globulins may produce various deleterious effects including alteration in drug binding in the plasma, platelet activation, generation of oxygen free radicals, impaired fibrinolysis and impairment in immune system regulation (PMID: 24634591). Transiently elevated glucose (up to 7.3 mM or 133 mg/dL) is often seen shortly after the consumption of a meal or a food item that is rich in carbohydrates -- even among very healthy people (PMID: 19885137).  Glucose is also elevated when an individual is fighting viral or bacterial infections or suffering from traumatic injuries (burns, wounds).  In fact, glucose can be significantly elevated (>11 mM or 200 mg/dL) when individuals are experiencing sepsis or septic shock (PMID: 16006275).  On the other hand, low blood glucose levels (hypoglycemia) where blood glucose is <3.9 mM (70 mg/dL) are common among people with type 1 diabetes and people with type 2 diabetes who take certain diabetic medicines. Certain conditions, such as liver disease, may also cause low levels of blood glucose. Hypoglycemia can lead to fatigue, sleepiness, short temper or feeling faint.	492-62-6	Solid	[H]O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6+/m1/s1	WQZGKKKJIJFFOK-DVKNGEFBSA-N	180.0633881	CHEBI:28100	HMDB0003345	
BASm0001499	1-methylimidazole-4-acetaldehyde	Methyimidazole acetaldehyde is a metabolite of histamine. The metabolites of ethanol and acetaldehyde can successfully compete with methylimidazole acetaldehyde, since the alcohol and histamine metabolic pathways in the body have two enzymes in common, aldehyde dehydrogenase and aldehyde oxidase. (PMID: 10344773).	19639-03-03	Solid	Cn1cnc(CC=O)c1	C6H8N2O	InChI=1S/C6H8N2O/c1-8-4-6(2-3-9)7-5-8/h3-5H,2H2,1H3	GCQHUBANENYTLB-UHFFFAOYSA-N	124.0636629	CHEBI:28104	HMDB0004181	
BASm0001500	24,25-dihydrolanosterol	24,25-Dihydrolanosterol is involved in the biosynthesis of steriods. 24,25-Dihydrolanosterol is reversibly converted to lanosterol by delta24-sterol reductase [EC:1.3.1.72].	79-62-9		CC(C)CCC[C@@H](C)[C@H]1CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3	C30H52O	InChI=1S/C30H52O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h20-22,25-26,31H,9-19H2,1-8H3/t21-,22-,25+,26+,28-,29-,30+/m1/s1	MBZYKEVPFYHDOH-BQNIITSRSA-N	428.4018163	CHEBI:28113	HMDB0006839	
BASm0001501	methylcob(III)alamin	The name vitamin B12 is used in two different ways. In a broad sense it refers to a group of cobalt-containing compounds known as cobalamins - cyanocobalamin (an artifact formed as a result of the use of cyanide in the purification procedures), hydroxocobalamin and the two coenzyme forms of B12, methylcobalamin (MeB12) and 5-deoxyadenosylcobalamin (adenosylcobalamin - AdoB12). In a more specific way, the term B12 is used to refer to only one of these forms, cyanocobalamin, which is the principal B12 form used for foods and in nutritional supplements. B12 cannot be made by plants or by animals, as the only type of organisms that have the enzymes required for the synthesis of B12 are bacteria and archaea. The total synthesis of B12 was reported in 1973 by Robert Burns Woodward, and remains one of the classic feats of total synthesis. Cyanocobalamin is a vitamin commonly known as vitamin B12 (or B12 for short).	13422-55-4	Solid	CC1=C2N3[C@@H]4[C@H](CC(N)=O)[C@@]2(C)CCC(=O)NC[C@@H](C)OP(=O)([O-])O[C@H]2[C@@H](O)[C@H](O[C@@H]2CO)n2c[n+](c5cc(C)c(C)cc52)[Co-3]325(C)[N+]3=C1[C@@H](CCC(N)=O)C(C)(C)C3=CC1=[N+]2C(=C(C)C2=[N+]5[C@]4(C)[C@@](C)(CC(N)=O)[C@@H]2CCC(N)=O)[C@@](C)(CC(N)=O)[C@@H]1CCC(N)=O	C63H91CoN13O14P	InChI=1S/C62H90N13O14P.CH3.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);1H3;/q;;+2/p-2/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;;/m1../s1	JEWJRMKHSMTXPP-WZHZPDAFSA-L	1343.587806	CHEBI:28115	HMDB0002274	
BASm0001502	all-trans-phytofluene	all-trans-Phytofluene is a carotenoid found in human fluids. Carotenoids are isoprenoid molecules that are widespread in nature and are typically seen as pigments in fruits, flowers, birds, and crustacea. Animals are unable to synthesize carotenoids de novo, and rely upon the diet as a source of these compounds. Over recent years there has been considerable interest in dietary carotenoids with respect to their potential in alleviating age-related diseases in humans. This attention has been mirrored by significant advances in cloning most of the carotenoid genes and in the genetic manipulation of crop plants with the intention of increasing levels in the diet. Studies have shown an inverse relationship between the consumption of certain fruits and vegetables and the risk of epithelial cancer. Since carotenoids are among the micronutrients found in cancer preventive foods, detailed qualitative and quantitative determination of these compounds, particularly in fruits and vegetables and in human plasma, have recently become increasingly important. (PMID: 1416048, 15003396).	540-05-6		CC(C)=CCC/C(C)=C/CC/C(C)=C/C=C/C(C)=C/C=C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C	C40H62	InChI=1S/C40H62/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15,19-22,25,27-30H,13-14,16-18,23-24,26,31-32H2,1-10H3/b12-11+,25-15+,35-21+,36-22+,37-27+,38-28+,39-29+,40-30+	OVSVTCFNLSGAMM-OUOOUFEBSA-N	542.485152	CHEBI:28129	HMDB0002272	
BASm0001503	ammelide				Nc1nc(O)nc(O)n1	C3H4N4O2	InChI=1S/C3H4N4O2/c4-1-5-2(8)7-3(9)6-1/h(H4,4,5,6,7,8,9)	YSKUZVBSHIWEFK-UHFFFAOYSA-N	128.0334254	CHEBI:28134	HMDB0248340	
BASm0001504	dibenzofuran				c1ccc2c(c1)oc1ccccc12	C12H8O	InChI=1S/C12H8O/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1-8H	TXCDCPKCNAJMEE-UHFFFAOYSA-N	168.0575149	CHEBI:28145	HMDB0251164	
BASm0001505	L-xylonate				O=C([O-])[C@@H](O)[C@H](O)[C@@H](O)CO	C5H9O6	InChI=1S/C5H10O6/c6-1-2(7)3(8)4(9)5(10)11/h2-4,6-9H,1H2,(H,10,11)/p-1/t2-,3+,4-/m0/s1	QXKAIJAYHKCRRA-NUNKFHFFSA-M	165.0404616	CHEBI:28146	HMDB0242183	
BASm0001506	(S)-pinocembrin	Pinocembrin is found in mexican oregano and is isolated from many plants including food plants. Pinocembrin belongs to the family of flavanones. These are compounds containing a flavan-3-one moiety, which structure is characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3.	480-39-7		O=C1C[C@@H](c2ccccc2)Oc2cc(O)cc(O)c21	C15H12O4	InChI=1S/C15H12O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-7,13,16-17H,8H2/t13-/m0/s1	URFCJEUYXNAHFI-ZDUSSCGKSA-N	256.0735589	CHEBI:28157	HMDB0030808	
BASm0001507	beta-D-xylose	UL			O[C@@H]1[C@@H](O)[C@H](O)OC[C@H]1O	C5H10O5	InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3+,4-,5-/m1/s1	SRBFZHDQGSBBOR-KKQCNMDGSA-N	150.0528234	CHEBI:28161	HMDB0062087	
BASm0001508	5,6beta-epoxy-5beta-cholestan-3beta-ol				CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3C[C@H]4O[C@]45C[C@@H](O)CC[C@]5(C)[C@H]3CC[C@]12C	C27H46O2	InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24-27(29-24)16-19(28)11-14-26(27,5)23(20)12-13-25(21,22)4/h17-24,28H,6-16H2,1-5H3	PRYIJAGAEJZDBO-UHFFFAOYSA-N	402.3497807	CHEBI:28164	HMDB0244483	
BASm0001509	theophylline	Theophylline, also known as quibron TSR or uniphyl, belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety. Theophylline also binds to the adenosine A2B receptor and blocks adenosine mediated bronchoconstriction. Theophylline is a drug which is used for the treatment of the symptoms and reversible airflow obstruction associated with chronic asthma and other chronic lung diseases, such as emphysema and chronic bronchitis. Theophylline is marketed under several brand names such as Theophylline and Theochron, and it is indicated mainly for asthma, bronchospasm, and COPD. Within humans, theophylline participates in a number of enzymatic reactions. In particular, theophylline and formaldehyde can be biosynthesized from caffeine; which is mediated by the enzymes cytochrome P450 1A2, cytochrome P450 3A4, cytochrome P450 2C8, cytochrome P450 2C9, and cytochrome P450 2E1. In addition, theophylline can be converted into 1-methylxanthine and formaldehyde; which is mediated by the enzyme cytochrome P450 1A2. In humans, theophylline is involved in caffeine metabolism. Theophylline is a bitter tasting compound. Outside of the human body, Theophylline is found, on average, in the highest concentration within cocoa beans and tea. Theophylline has also been detected, but not quantified in a few different foods, such as arabica coffee, lemons, and pummelo. This could make theophylline a potential biomarker for the consumption of these foods. Theophylline is a potentially toxic compound.	58-55-9		Cn1c(=O)c2[nH]cnc2n(C)c1=O	C7H8N4O2	InChI=1S/C7H8N4O2/c1-10-5-4(8-3-9-5)6(12)11(2)7(10)13/h3H,1-2H3,(H,8,9)	ZFXYFBGIUFBOJW-UHFFFAOYSA-N	180.0647255	CHEBI:28177	HMDB0001889	
BASm0001510	but-3-ynal	3-Butyn-1-al is an intermediate in Butanoate metabolism (KEGG ID C06145). It is the third to last step in the synthesis and degradation of ketone bodies and is converted from 3-Butyn-1-ol via the enzyme alcohol dehydrogenase (acceptor) [EC:1.1.99.8]. It is then converted to 3-Butynoate via the enzyme aldehyde dehydrogenase (NAD+) [EC:1.2.1.3].	52844-23-2	Solid	C#CCC=O	C4H4O	InChI=1S/C4H4O/c1-2-3-4-5/h1,4H,3H2	OGQNOIVDVXRWRE-UHFFFAOYSA-N	68.02621475	CHEBI:28180	HMDB0006853	
BASm0001511	isomaltose	Isomaltose is a disaccharide similar to maltose, but with a α-(1-6)-linkage instead of the α-(1-4)-linkage. Both of the sugars are glucose, which is a pyranose sugar. Isomaltose is a reducing sugar. Isomaltose is produced when high maltose syrup is treated with the enzyme transglucosidase (TG) and is one of the major components in the mixture isomaltooligosaccharide. It is a product of the caramelization of glucose. It is a naturally occurring disaccharide. A deficiency of sucrase-isomaltase, an integral protein of the small intestine brush-border membrane responsible for catalyzing the hydrolysis of dietary sucrose and some of the products of starch digestion, results in osmotic diarrhea when the disaccharide is ingested because absorption cannot occur until after hydrolysis produces the component monosaccharides (OMIM: 222800). It is particularly suitable as a non-cariogenic sucrose replacement and is favourable in products for diabetics and prediabetic dispositions.	37169-69-0		OC[C@H]1O[C@H](OC[C@H]2OC(O)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O	C12H22O11	InChI=1S/C12H22O11/c13-1-3-5(14)8(17)10(19)12(23-3)21-2-4-6(15)7(16)9(18)11(20)22-4/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12+/m1/s1	DLRVVLDZNNYCBX-BTLHAWITSA-N	342.1162115	CHEBI:28189	HMDB0002923	
BASm0001512	2-(3-Methyl-2-butenyl)-1,4-naphthoquinone				[H]C/C(C)=C/CC1=CC(=O)c2ccccc2C1=O	C15H14O2	InChI=1S/C15H14O2/c1-10(2)7-8-11-9-14(16)12-5-3-4-6-13(12)15(11)17/h3-7,9H,8H2,1-2H3	OSDFYZPKJKRCRR-UHFFFAOYSA-N	226.0993797	CHEBI:28192		
BASm0001513	3alpha-hydroxy-5beta-androstan-17-one	Etiocholanolone is the 5-beta-reduced isomer of androsterone. Etiocholanolone is a major metabolite of testosterone and androstenedione in many mammalian species including humans. It is excreted in the urine and is androgenically inactive. Classified a ketosteroid, it causes fever (it is a pyrogen), immunostimulation and leukocytosis. The pyrogenic effect of Etiocholanolone has been shown to be due to the release of interleukin-1 (IL-1) from the leukocytes that are mobilized in response to its production or injection. Etiocholanolone has anticonvulsant activity and may be an endogenous modulator of seizure susceptibility. Significantly increased values of etiocholanolone (along with testoterone and androsterone) an be detected in the urine of men with androgenic alopecia (male pattern baldness).	53-42-9		C[C@]12CC[C@@H](O)C[C@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12	C19H30O2	InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-16,20H,3-11H2,1-2H3/t12-,13-,14+,15+,16+,18+,19+/m1/s1	QGXBDMJGAMFCBF-BNSUEQOYSA-N	290.2245802	CHEBI:28195	HMDB0000490	
BASm0001514	Fe(III)-enterobactin			Expected Solid	O=C1N[C@H]2COC(=O)[C@@H]3COC(=O)[C@H](COC2=O)NC(=O)c2cccc4c2O[Fe-3]25(Oc6cccc1c6O2)(Oc1cccc(c1O5)C(=O)N3)O4	C30H21FeN3O15	InChI=1S/C30H27N3O15.Fe/c34-19-7-1-4-13(22(19)37)25(40)31-16-10-46-29(44)18(33-27(42)15-6-3-9-21(36)24(15)39)12-48-30(45)17(11-47-28(16)43)32-26(41)14-5-2-8-20(35)23(14)38;/h1-9,16-18,34-39H,10-12H2,(H,31,40)(H,32,41)(H,33,42);/q;+3/p-6/t16-,17-,18-;/m0./s1	NGILTSZTOFYVBF-UVJOBNTFSA-H	719.0322092	CHEBI:28199		MMDBc0054713
BASm0001515	2-chloroethanol				OCCCl	C2H5ClO	InChI=1S/C2H5ClO/c3-1-2-4/h4H,1-2H2	SZIFAVKTNFCBPC-UHFFFAOYSA-N	80.0028925	CHEBI:28200	HMDB0245068	
BASm0001517	1,2,4-trichlorobenzene				Clc1ccc(Cl)c(Cl)c1	C6H3Cl3	InChI=1S/C6H3Cl3/c7-4-1-2-5(8)6(9)3-4/h1-3H	PBKONEOXTCPAFI-UHFFFAOYSA-N	179.9300332	CHEBI:28222	HMDB0244142	
BASm0001518	(2S)-hesperetin	Hesperetin, also known as prestwick_908 or YSO2, belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone. Thus, hesperetin is considered to be a flavonoid lipid molecule. Hesperetin also seems to upregulate the LDL receptor. Hesperetin, in the form of its glycoside , is the predominant flavonoid in lemons and oranges. Hesperetin is a drug which is used for lowering cholesterol and, possibly, otherwise favorably affecting lipids. In vitro research also suggests the possibility that hesperetin might have some anticancer effects and that it might have some anti-aromatase activity. Hesperetin is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Hesperetin is a bitter tasting compound. Hesperetin is found, on average, in the highest concentration within a few different foods, such as limes, persian limes, and sweet oranges and in a lower concentration in pummelo, welsh onions, and lemons. Hesperetin has also been detected, but not quantified, in several different foods, such as yellow bell peppers, carrots, rapinis, hazelnuts, and beers. Hesperetin is a biomarker for the consumption of citrus fruits. Hesperetin reduces or inhibits the activity of acyl-coenzyme A:cholesterol acyltransferase genes (ACAT1 and ACAT2) and it reduces microsomal triglyceride transfer protein (MTP) activity. 	520-33-2		COc1ccc([C@@H]2CC(=O)c3c(O)cc(O)cc3O2)cc1O	C16H14O6	InChI=1S/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1	AIONOLUJZLIMTK-AWEZNQCLSA-N	302.0790382	CHEBI:28230	HMDB0005782	
BASm0001519	4-methoxybenzaldehyde	4-Methoxybenzaldehyde, also known as 4-anisaldehyde or p-formylanisole, belongs to the class of organic compounds known as benzoyl derivatives, with the chemical formula CH3OC6H4CHO. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-). Anisaldehyde is prepared commercially by oxidation of 4-methoxytoluene (p-cresyl methyl ether) using manganese dioxide to convert a methyl group to the aldehyde group. 4-Methoxybenzaldehyde is a sweet, almond, and anise tasting compound. 4-Methoxybenzaldehyde can be found, on average, in the highest concentration within a few different foods, such as cumins, star anises, and fennels. 4-Methoxybenzaldehyde has also been detected, but not quantified, in several different foods, such as cornmints, anises, herbs and spices, tarragons, and tea. The related ortho isomer has a scent of licorice. It is a colorless liquid with a strong aroma. A solution of para-anisaldehyde in acid and ethanol is a useful stain in thin layer chromatography. Different chemical compounds on the plate can give different colors, allowing easy distinction. It is used as an intermediate in the synthesis of other compounds important in pharmaceuticals and perfumery.	123-11-5		COc1ccc(C=O)cc1	C8H8O2	InChI=1S/C8H8O2/c1-10-8-4-2-7(6-9)3-5-8/h2-6H,1H3	ZRSNZINYAWTAHE-UHFFFAOYSA-N	136.0524295	CHEBI:28235	HMDB0029686	
BASm0001520	indole-3-carbaldehyde	Indole-3-carboxaldehyde (IAld or I3A), also known as 3-formylindole or 3-indolealdehyde, belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of a pyrrole ring fused to benzene to form 2,3-benzopyrrole. In humans, I3A is a biologically active metabolite which acts as a receptor agonist at the aryl hydrocarbon receptor in intestinal immune cells. It stimulates the production of interleukin-22 which facilitates mucosal reactivity (PMID:27102537). I3A is a microbially derived tryptophan metabolite produced by Clostridium and Lactobacillus (PMID:30120222, 27102537). I3A has also been found in the urine of patients with untreated phenylketonuria (PMID:5073866). I3A has been detected, but not quantified, in several different foods, such as beans, Brussels sprouts, cucumbers, cereals and cereal products, and white cabbages. This could make I3A a potential biomarker for the consumption of these foods.	487-89-8		O=CC1=CNC2=C1C=CC=C2	C9H7NO	InChI=1S/C9H7NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-6,10H	OLNJUISKUQQNIM-UHFFFAOYSA-N	145.0527639	CHEBI:28238	HMDB0029737	
BASm0001523	(1R,5R)-alpha-pinene	alpha-Pinene (CAS: 80-56-8) is an organic compound of the terpene class and is one of two isomers of pinene. It is found in the oils of many species of many coniferous trees, notably the pine. It is also found in the essential oil of rosemary (Rosmarinus officinalis). Both enantiomers are known in nature. 1S,5S- or (-)-alpha-pinene is more common in European pines, whereas the 1R,5R- or (+)-alpha-isomer is more common in North America. The racemic mixture is present in some oils such as eucalyptus oil (Wikipedia).	7785-70-8		CC1=CC[C@@H]2C[C@H]1C2(C)C	C10H16	InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h4,8-9H,5-6H2,1-3H3/t8-,9-/m1/s1	GRWFGVWFFZKLTI-RKDXNWHRSA-N	136.1252005	CHEBI:28261	HMDB0006525	
BASm0001524	dimethyl sulfoxide	Dimethyl sulfoxide (DMSO) is a key dipolar aprotic solvent. It is less toxic than other members of this class: dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, HMPA. Dimethyl sulfoxide is the chemical compound (CH3)2SO. This colorless liquid is an important "dipolar aprotic solvent." It is readily miscible in a wide range of organic solvents as well as water. It has a distinctive property of penetrating the skin very readily, allowing the handler to taste it. Some describe it as an "oyster-like" taste, others claim it tastes like garlic. DMSO is also employed as a rinsing agent in the electronics industry and, in its deuterated form (DMSO-d6), is a useful solvent in NMR due to its ability to dissolve a wide range of chemical compounds and its minimal interference with the sample signals. In cryobiology DMSO has been used as a cryoprotectant and is still an important constituent of cryoprotectant vitrification mixtures used to preserve organs, tissues, and cell suspensions. It is particularly important in the freezing and long-term storage of embryonic stem cells and hematopoietic stem cell, which are often frozen in a mixture of 10% DMSO and 90% fetal calf serum. As part of an autologous bone marrow transplant the DMSO is re-infused along with the patient's own hematopoietic stem cell. Dimethyl sulfoxide is a by-product of wood pulping. One of the leading suppliers of DMSO is the Gaylord company in the USA. DMSO is frequently used as solvent in a number of chemical reactions. In particular it is an excellent reaction solvent for SN2 alkylations: it is possible to alkylate indoles with very high yields using potassium hydroxide as the base and a similar reaction also occurs with phenols. DMSO can be reacted with methyl iodide to form a sulfoxonium ion which can be reacted with sodium hydride to form a sulfur ylide. The methyl groups of DMSO are somewhat acidic in character (pKa=35) due to the stabilization of the resultant anions by the sulfoxide group.	67-68-5		CS(C)=O	C2H6OS	InChI=1S/C2H6OS/c1-4(2)3/h1-2H3	IAZDPXIOMUYVGZ-UHFFFAOYSA-N	78.0139355	CHEBI:28262	HMDB0002151	
BASm0001525	beta-L-arabinofuranose	Beta-arabinose is classified as a member of the pentoses. Pentoses are monosaccharides in which the carbohydrate moiety contains five carbon atoms. Beta-arabinose is considered to be a very soluble (in water) and a very weak acidic compound. Beta-arabinose can be found in feces.			OC[C@@H]1O[C@H](O)[C@H](O)[C@H]1O	C5H10O5	InChI=1S/C5H10O5/c6-1-2-3(7)4(8)5(9)10-2/h2-9H,1H2/t2-,3-,4+,5-/m0/s1	HMFHBZSHGGEWLO-KLVWXMOXSA-N	150.0528234	CHEBI:28272	HMDB0094694	
BASm0001526	brassinolide				[H][C@](C)(C(C)C)[C@@]([H])(O)[C@]([H])(O)[C@@]([H])(C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])COC(=O)[C@@]4([H])C[C@]([H])(O)[C@]([H])(O)C[C@]4(C)[C@@]3([H])CC[C@]12C	C28H48O6	InChI=1S/C28H48O6/c1-14(2)15(3)24(31)25(32)16(4)18-7-8-19-17-13-34-26(33)21-11-22(29)23(30)12-28(21,6)20(17)9-10-27(18,19)5/h14-25,29-32H,7-13H2,1-6H3/t15-,16-,17-,18+,19-,20-,21+,22-,23+,24+,25+,27+,28+/m0/s1	IXVMHGVQKLDRKH-KNBKMWSGSA-N	480.3450893	CHEBI:28277		
BASm0001527	6-methylthiopurine	6-Methylmercaptopurine is a metabolite of mercaptopurine. Mercaptopurine (also called 6-mercaptopurine, 6-MP or its brand name Purinethol) is an immunosuppressive drug. It is a thiopurine. (Wikipedia)			CSC1=NC=NC2=C1N=CN2	C6H6N4S	InChI=1S/C6H6N4S/c1-11-6-4-5(8-2-7-4)9-3-10-6/h2-3H,1H3,(H,7,8,9,10)	UIJIQXGRFSPYQW-UHFFFAOYSA-N	166.0313169	CHEBI:28279	HMDB0060412	
BASm0001528	capsidiol	Capsidiol is a phytoalexin, a natural fungicide present in pepper. (PMID: 10335386). Capsidiol shows bacteriostatic properties in vitro against Helicobacter pylori with a minimum inhibitory concentration (MIC) of 200 microg/mL. (PMID: 17002415). Capsidiol is a bicyclic, dihydroxylated sesquiterpene produced by several solanaceous species in response to a variety of environmental stimuli. It is the primary antimicrobial compound produced by Nicotiana tabacum in response to fungal elicitation, and it is formed via the isoprenoid pathway from 5-epi-aristolochene. (PMID: 11556809).	37208-05-2		C[C@@H]1[C@H](O)C[C@@H](O)C2=CC[C@H](C[C@]12C)C(C)=C	C15H24O2	InChI=1S/C15H24O2/c1-9(2)11-5-6-12-14(17)7-13(16)10(3)15(12,4)8-11/h6,10-11,13-14,16-17H,1,5,7-8H2,2-4H3/t10-,11-,13-,14-,15-/m1/s1	BXXSHQYDJWZXPB-OKNSCYNVSA-N	236.17763	CHEBI:28283	HMDB0002352	
BASm0001529	2-chlorobenzoate		118-91-2		O=C([O-])c1ccccc1Cl	C7H5ClO2	InChI=1S/C7H5ClO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,(H,9,10)	IKCLCGXPQILATA-UHFFFAOYSA-N		CHEBI:28303		
BASm0001530	D-xylobiose	4-O-beta-D-Xylopyranosyl-L-arabinose is found in fruits. 4-O-beta-D-Xylopyranosyl-L-arabinose is isolated from acid hydrolysate of peach gum.	6860-47-5		O[C@@H]1CO[C@@H](O[C@@H]2COC(O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O	C10H18O9	InChI=1S/C10H18O9/c11-3-1-18-10(8(15)5(3)12)19-4-2-17-9(16)7(14)6(4)13/h3-16H,1-2H2/t3-,4-,5+,6+,7-,8-,9?,10+/m1/s1	LGQKSQQRKHFMLI-WSNPFVOISA-N	282.0950822	CHEBI:28309	HMDB0029894	
BASm0001531	1D-3-O-methyl-myo-inositol	D-Bornesitol or bornesitol is the methyl ether dervative of myo-Inositol. Myo-Inositol is a cyclitol and an inositol isoform. Inositol is a derivative of cyclohexane with six hydroxyl groups, making it a polyol. It is also known as a sugar alcohol, having exactly the same molecular formula as glucose or other hexoses. Inositol exists in nine possible stereoisomers, including scyllo-inositol, myo-inositol (the most abundant), muco-inositol, D-chiro-inositol, L-chiro-inositol, neo-inositol, allo-inositol, epi-inositol and cis-inositol. In humans, most inositol is synthesized in the kidneys, typically in amounts of a few grams per day. Levoinositol is found in dandelion and is widely distributed in higher plants predominantly as its monomethyl ether. Inositol is a cyclic polyalcohol that plays an important role as a second messenger in the cells, in the form of inositol phosphates. It is found in many foods, particularly in cereals with high bran content. It is an isomer of glucose that has traditionally been considered to be a B vitamin although it has an uncertain status as a vitamin and a deficiency syndrome has not been identified in humans. Inositol phospholipids are important in signal transduction. Inositol is one of the sugar alcohols and cyclitols identified in Cannabis sativa plants (PMID: 6991645).	484-71-9	1	CO[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@@H]1O	C7H14O6	InChI=1S/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3/t2-,3-,4+,5-,6-,7-/m1/s1	DSCFFEYYQKSRSV-AGZHHQKVSA-N	194.079	CHEBI:28310		
BASm0001532	(E)-caffeyl aldehyde	(2e)-3-(3,4-dihydroxyphenyl)prop-2-enal is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of (2e)-3-(4-hydroxyphenyl)prop-2-enal. It is generated by cyp2a6 and cyp2e1 enzymes via a hydroxylation-of-benzene-ortho-to-strongly-edg reaction. This hydroxylation-of-benzene-ortho-to-strongly-edg occurs in humans.			[H]\C(C=O)=C(\[H])C1=CC(O)=C(O)C=C1	C9H8O3	InChI=1S/C9H8O3/c10-5-1-2-7-3-4-8(11)9(12)6-7/h1-6,11-12H/b2-1+	AXMVYSVVTMKQSL-OWOJBTEDSA-N	164.0473441	CHEBI:28323	HMDB0141767	
BASm0001533	11-deoxycortisol	Cortexolone, also known as cortodoxone or 11-deoxycortisol, belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone. Thus, cortexolone is considered to be a steroid molecule. Cortexolone is an endogenous glucocorticoid steroid hormone, and a metabolic intermediate in the synthesis of cortisol. It was first described by Tadeusz Reichstein in 1938 and named as Substance S. It has also been referred to as Reichstein's Substance S or Compound S. Cortexolone acts as a glucocorticoid, though it is less potent than cortisol. Cortexolone is synthesized from 17alpha-hydroxyprogesterone by 21-hydroxylase and is converted to cortisol by 11beta-hydroxylase. As a result, the level of cortexolone is often measured in patients to diagnose impaired cortisol synthesis, to identify any enzyme deficiency that may be causing impairment along the pathway to cortisol, and to differentiate adrenal disorders. Cortexolone in mammals has limited biological activity and mainly acts as metabolic intermediate within the glucocorticoid pathway, leading to cortisol. On the other hand, in sea lampreys, cortexolone is the major glucocorticoid, with mineralocorticoid activity. Cortexolone in sea lampreys binds to specific corticosteroid receptors and is involved in intestinal osmoregulation and in sea lamprey at metamorphosis, a process in which they develop seawater tolerance before downstream migration.	152-58-9		[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C	C21H30O4	InChI=1S/C21H30O4/c1-19-8-5-14(23)11-13(19)3-4-15-16(19)6-9-20(2)17(15)7-10-21(20,25)18(24)12-22/h11,15-17,22,25H,3-10,12H2,1-2H3/t15-,16+,17+,19+,20+,21+/m1/s1	WHBHBVVOGNECLV-OBQKJFGGSA-N	346.2144094	CHEBI:28324	HMDB0000015	
BASm0001534	(2S)-naringenin 7-O-beta-D-glucoside				OC[C@H]1O[C@@H](OC2=CC(O)=C3C(=O)C[C@H](OC3=C2)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	C21H22O10	InChI=1S/C21H22O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-6,14,16,18-24,26-28H,7-8H2/t14-,16+,18+,19-,20+,21+/m0/s1	DLIKSSGEMUFQOK-SFTVRKLSSA-N	434.1212969	CHEBI:28327		
BASm0001535	2-hydroxyacetophenone				OCC(=O)C1=CC=CC=C1	C8H8O2	InChI=1S/C8H8O2/c9-6-8(10)7-4-2-1-3-5-7/h1-5,9H,6H2	ZWVHTXAYIKBMEE-UHFFFAOYSA-N	136.0524295	CHEBI:28341	HMDB0245150	
BASm0001536	3-O-alpha-L-mycarosylerythronolide B				CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(O)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O)[C@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@H]1C	C28H50O10		WWWXDCNRNMZGEN-UPOWUTDQSA-N	546.3403978	CHEBI:28343		
BASm0001537	pyridine-3-carbaldehyde				O=CC1=CC=CN=C1	C6H5NO	InChI=1S/C6H5NO/c8-5-6-2-1-3-7-4-6/h1-5H	QJZUKDFHGGYHMC-UHFFFAOYSA-N	107.0371138	CHEBI:28345	HMDB0245978	
BASm0001538	an alpha-L-fucoside				[1*]O[C@@H]1O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]1O					CHEBI:28349		
BASm0001539	(E)-4-coumaraldehyde	p-Coumaraldehyde (CAS: 2538-87-6), also known as 4-hydroxycinnamaldehyde or 3-(4-hydroxyphenyl)-2-propenal, belongs to the class of organic compounds known as cinnamaldehydes. These are organic aromatic compounds containing a cinnamlaldehyde moiety, consisting of a benzene and an aldehyde group to form 3-phenylprop-2-enal. p-Coumaraldehyde is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, p-coumaraldehyde has been detected, but not quantified in, several different foods, such as red rice, lindens, peaches, white lupines, and evergreen huckleberries. This could make p-coumaraldehyde a potential biomarker for the consumption of these foods. p-Coumaraldehyde is also a constituent of Alpinia galanga (greater galangal) rhizomes and Cucurbita maxima.	20711-53-9		OC1=CC=C(\C=C\C=O)C=C1	C9H8O2	InChI=1S/C9H8O2/c10-7-1-2-8-3-5-9(11)6-4-8/h1-7,11H/b2-1+	CJXMVKYNVIGQBS-OWOJBTEDSA-N	148.0524295	CHEBI:28353	HMDB0040986	
BASm0001540	1-deoxy-D-xylulose				CC(=O)[C@@H](O)[C@H](O)CO	C5H10O4	InChI=1S/C5H10O4/c1-3(7)5(9)4(8)2-6/h4-6,8-9H,2H2,1H3	IGUZJYCAXLYZEE-UHFFFAOYSA-N	134.0579088	CHEBI:28354		
BASm0001541	(1S,5S)-beta-pinene	(-)-beta-Pinene is found in almond. (-)-beta-Pinene is a flavouring ingredient.	18172-67-3		CC1(C)[C@@H]2C[C@H]1C(=C)CC2	C10H16	InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h8-9H,1,4-6H2,2-3H3/t8-,9-/m0/s1	WTARULDDTDQWMU-IUCAKERBSA-N	136.1252005	CHEBI:28359	HMDB0036559	
BASm0001542	plastoquinone-9	Plastoquinone 9 is found in anise. Plastoquinone 9 is a constituent of alfalfa and other plants	4299-57-4	Solid	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=CC(=O)C(C)=C(C)C1=O	C53H80O2	InChI=1S/C53H80O2/c1-40(2)21-13-22-41(3)23-14-24-42(4)25-15-26-43(5)27-16-28-44(6)29-17-30-45(7)31-18-32-46(8)33-19-34-47(9)35-20-36-48(10)37-38-51-39-52(54)49(11)50(12)53(51)55/h21,23,25,27,29,31,33,35,37,39H,13-20,22,24,26,28,30,32,34,36,38H2,1-12H3/b41-23+,42-25+,43-27+,44-29+,45-31+,46-33+,47-35+,48-37+	FKUYMLZIRPABFK-IQSNHBBHSA-N	748.6158318	CHEBI:28377	HMDB0030130	
BASm0001543	(+-)-trans-acenaphthene-1,2-diol				O[C@@H]1c2cccc3cccc(c23)[C@H]1O		InChI=1S/C12H10O2/c13-11-8-5-1-3-7-4-2-6-9(10(7)8)12(11)14/h1-6,11-14H/t11-,12-/m1/s1	ARGFAPRYULRPAN-VXGBXAGGSA-N		CHEBI:28395		
BASm0001545	butan-2-one	Butanone occurs as a natural product. It is made by some trees and found in some fruits and vegetables in small amounts. It is also released to the air from car and truck exhausts. The known health effects to people from exposure to butanone are irritation of the nose, throat, skin, and eyes. (wikipedia).	78-93-3		CCC(C)=O	C4H8O	InChI=1S/C4H8O/c1-3-4(2)5/h3H2,1-2H3	ZWEHNKRNPOVVGH-UHFFFAOYSA-N	72.05751488	CHEBI:28398	HMDB0000474	
BASm0001546	(S)-eriodictyol	Eriodictyol, also known as 3',4',5,7-tetrahydroxyflavanone or 2,3-dihydroluteolin, belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3. Thus, eriodictyol is considered to be a flavonoid lipid molecule. Outside of the human body, eriodictyol has been detected, but not quantified in, several different foods, such as common oregano, common thymes, parsley, sweet basils, and tarragons. This could make eriodictyol a potential biomarker for the consumption of these foods. Eriodictyol is a compound isolated from Eriodictyon californicum and can be used in medicine as an expectorant. BioTransformer predicts that eriodictiol is a product of luteolin metabolism via a flavonoid-c-ring-reduction reaction catalyzed by an unspecified-gut microbiota enzyme (PMID: 30612223).	552-58-9	Solid	OC1=CC(O)=C2C(=O)C[C@H](OC2=C1)C1=CC=C(O)C(O)=C1	C15H12O6	InChI=1S/C15H12O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-5,13,16-19H,6H2/t13-/m0/s1	SBHXYTNGIZCORC-ZDUSSCGKSA-N	288.0633881	CHEBI:28412	HMDB0005810	
BASm0001547	6-methoxy-2-all-trans-octaprenyl-1,4-benzoquinone	2-octaprenyl-6-methoxy-1,4-benzoquinone belongs to the class of Tetraterpenes. These are terpene molecules containing 10 consecutively linked isoprene units. (inferred from compound structure)<br/><br/>2-octaprenyl-6-methoxy-1,4-benzoquinone is invovled in Ubiquinone and other terpenoid-quinone biosynthesis, and Biosynthesis of secondary metabolites. (KEGG)			[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=CC(=O)C=C(OC)C1=O)=C(\C)CCC=C(C)C	C47H70O3	InChI=1S/C47H70O3/c1-36(2)18-11-19-37(3)20-12-21-38(4)22-13-23-39(5)24-14-25-40(6)26-15-27-41(7)28-16-29-42(8)30-17-31-43(9)32-33-44-34-45(48)35-46(50-10)47(44)49/h18,20,22,24,26,28,30,32,34-35H,11-17,19,21,23,25,27,29,31,33H2,1-10H3/b37-20+,38-22+,39-24+,40-26+,41-28+,42-30+,43-32+	AFTBILPWMUSGIN-MYCGWMCTSA-N	682.5324961	CHEBI:28423		
BASm0001548	alpha-carotene	alpha-Carotene belongs to the class of organic compounds known as carotenes. These are a type of unsaturated hydrocarbons containing eight consecutive isoprene units. They are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. alpha-Carotene is considered to be an isoprenoid lipid molecule. alpha-Carotene is one of the primary isomers of carotene. Plasma levels of alpha-carotene are positively associated with the detection rate of AFB1-DNA adducts in a dose-dependent manner, whereas plasma lycopene level was inversely related to the presence of the adducts in urine (PMID: 9214602).	7488-99-5		CC1=CCCC(C)(C)C1/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C	C40H56	InChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-23,25-28,37H,15-16,24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+/t37-/m0/s1	ANVAOWXLWRTKGA-NTXLUARGSA-N	536.4382018	CHEBI:28425	HMDB0003993	
BASm0001549	(2R,3R)-dihydromyricetin		27200-12-0		O=C1c2c(O)cc(O)cc2O[C@H](c2cc(O)c(O)c(O)c2)[C@H]1O	C15H12O8	InChI=1S/C15H12O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,14-20,22H/t14-,15+/m0/s1	KJXSIXMJHKAJOD-LSDHHAIUSA-N	320.0532174	CHEBI:28429		
BASm0001550	phylloquinol	This compound belongs to the family of Diterpenes. These are terpene compounds formed by four isoprene units.	572-96-3		C/C(=C\Cc1c(C)c(O)c2ccccc2c1O)CCC[C@H](C)CCC[C@H](C)CCCC(C)C	C31H48O2	InChI=1S/C31H48O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(27)33/h7-8,18-20,22-24,32-33H,9-17,21H2,1-6H3/b25-20+/t23-,24-/m1/s1	BUFJIHPUGZHTHL-NKFFZRIASA-N	452.3654308	CHEBI:28433	HMDB0060502	
BASm0001551	3D-3,5/4-trihydroxycyclohexane-1,2-dione			Expected Solid	O=C1C[C@@H](O)[C@H](O)[C@@H](O)C1=O	C6H8O5	InChI=1S/C6H8O5/c7-2-1-3(8)5(10)6(11)4(2)9/h2,4,6-7,9,11H,1H2/t2-,4+,6-/m1/s1	SHFQRUVRUBHHRE-CJPQEGFPSA-N	160.0371734	CHEBI:28446		MMDBc0054255
BASm0001552	(20S)-hydroxypregn-4-en-3-one	20alpha-Dihydroprogesterone is a biologically active 20-alpha-reduced metabolite of progesterone. It is converted from progesterone to 20-alpha-hydroxypregn-4-en-3-one by the 20-alpha-hydroxysteroid dehydrogenase in the corpus luteum and the placenta. Progesterone is a C-21 steroid hormone involved in the female menstrual cycle, pregnancy (supports gestation), and embryogenesis of humans and other species. Progesterone belongs to a class of hormones called progestagens, and is the major naturally occurring human progestagen (Wikipedia). During implantation and gestation, progesterone appears to decrease the maternal immune response to allow for the acceptance of the pregnancy. Progesterone decreases contractility of the uterine smooth muscle. The fetus metabolizes placental progesterone in the production of adrenal mineralo- and glucosteroids. A drop in progesterone levels is possibly one step that facilitates the onset of labour. In addition, progesterone inhibits lactation during pregnancy. The fall in progesterone levels following delivery is one of the triggers for milk production (Wikipedia).	145-14-2	Solid	C[C@H](O)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C21H32O2	InChI=1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12-13,16-19,22H,4-11H2,1-3H3/t13-,16-,17+,18-,19-,20-,21+/m0/s1	RWBRUCCWZPSBFC-RXRZZTMXSA-N	316.2402303	CHEBI:28453	HMDB0003069	
BASm0001553	4-hydroxy-6-methylpretetramide			Expected Solid	Cc1c2cccc(O)c2c(O)c2c(O)c3c(O)c(C(N)=O)c(O)c(O)c3cc12	C20H15NO7	InChI=1S/C20H15NO7/c1-6-7-3-2-4-10(22)11(7)16(24)12-8(6)5-9-13(17(12)25)18(26)14(20(21)28)19(27)15(9)23/h2-5,22-27H,1H3,(H2,21,28)	WSYJHDYOVBGOSR-UHFFFAOYSA-N	381.0848518	CHEBI:28464		MMDBc0051945
BASm0001554	4-(hydroxyamino)quinoline N-oxide				[O-][n+]1ccc(NO)c2ccccc21		InChI=1S/C9H8N2O2/c12-10-8-5-6-11(13)9-4-2-1-3-7(8)9/h1-6,10,12H	XGXCMUKDRZHNCO-UHFFFAOYSA-N		CHEBI:28469		
BASm0001555	imidazol-4-one	Imidazolone is one of the major advanced glycation end (AGE) products that accumulate in neurons in different areas of human brain tissue localized especially in human pyramidal CA4 neurons in the hippocampus in an age-dependent manner (PMID: 12406185).	1968-28-1	Solid	O=C1CN=CN1	C3H4N2O	InChI=1S/C3H4N2O/c6-3-1-4-2-5-3/h2H,1H2,(H,4,5,6)	CAAMSDWKXXPUJR-UHFFFAOYSA-N	84.03236276	CHEBI:28470	HMDB0004363	
BASm0001557	3-methylbenzaldehyde	3-Methylbenzaldehyde, also known as 3-tolylaldehyde, belongs to the class of organic compounds known as benzoyl derivatives. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-). 3-Methylbenzaldehyde exists in all living organisms, ranging from bacteria to humans. 3-Methylbenzaldehyde is a sweet, benzaldehyde, and cherry tasting compound. 3-Methylbenzaldehyde has been detected, but not quantified, in several different foods, such as sweet cherries, alcoholic beverages, garden tomato, coffee and coffee products, and tea. This could make 3-methylbenzaldehyde a potential biomarker for the consumption of these foods. A tolualdehyde compound with the methyl substituent at the 3-position.	620-23-5		Cc1cccc(C=O)c1	C8H8O	InChI=1S/C8H8O/c1-7-3-2-4-8(5-7)6-9/h2-6H,1H3	OVWYEQOVUDKZNU-UHFFFAOYSA-N	120.0575149	CHEBI:28476	HMDB0029637	
BASm0001558	7alpha,12alpha-dihydroxycholest-4-en-3-one			Expected Solid	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)CC4=CC(=O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C27H44O3	InChI=1S/C27H44O3/c1-16(2)7-6-8-17(3)20-9-10-21-25-22(15-24(30)27(20,21)5)26(4)12-11-19(28)13-18(26)14-23(25)29/h13,16-17,20-25,29-30H,6-12,14-15H2,1-5H3/t17-,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1	UQPYXHJTHPHOMM-NIBOIBLTSA-N	416.3290453	CHEBI:28477	HMDB0002197	MMDBc0048553
BASm0001559	m-xylene	m-Xylene, also known as 1,3-xylene or m-dimethylbenzene, belongs to the class of organic compounds known as m-xylenes. These are aromatic compounds that contain a m-xylene moiety, which is a monocyclic benzene carrying exactly two methyl groups at the 1- and 3-positions. The conversion m-xylene to isophthalic acid entails catalytic oxidation. m-Xylene (meta-xylene) is an aromatic hydrocarbon. m-Xylene is possibly neutral. m-Xylene is a plastic tasting compound. m-xylene is found, on average, in the highest concentration in safflowers. m-xylene has also been detected, but not quantified, in black walnuts and parsley. This could make m-xylene a potential biomarker for the consumption of these foods. Xylenes are not acutely toxic, for example the LD50 (rat, oral) is 4300 mg/kg. m-Xylene is a potentially toxic compound. Concerns with xylenes focus on narcotic effects. The m- stands for meta-, indicating that the two methyl groups in m-xylene occupy positions 1 and 3 on a benzene ring. All xylene isomers are colorless and highly flammable. Petroleum contains about 1 weight percent xylenes.			Cc1cccc(C)c1	C8H10	InChI=1S/C8H10/c1-7-4-3-5-8(2)6-7/h3-6H,1-2H3	IVSZLXZYQVIEFR-UHFFFAOYSA-N	106.0782503	CHEBI:28488	HMDB0059810	
BASm0001560	N-acetyl-beta-D-galactosamine	N-Acetyl-b-D-galactosamine is an oligosaccharide residue found in the lining and glandular epithelium, the stroma and the vessels (capillary and large vessels of the human postmenopausal endometrium. (PMID: 8930627). It is suspected that N-Acetyl-b-D-galactosamine is a molecule that binds to IgA in the glomerular mesangium in Henoch-Schoenlein purpura associated nephropathy (the most common vasculitis of childhood). (PMID: 10732728).	14131-60-3		CC(=O)N[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O	C8H15NO6	InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6+,7-,8-/m1/s1	OVRNDRQMDRJTHS-JAJWTYFOSA-N	221.0899372	CHEBI:28497	HMDB0000853	
BASm0001561	chloroethene				C=CCl	C2H3Cl	InChI=1S/C2H3Cl/c1-2-3/h2H,1H2	BZHJMEDXRYGGRV-UHFFFAOYSA-N	61.9923278	CHEBI:28509	HMDB0259823	
BASm0001562	biphenyl-2,2',3-triol		91368-55-7		Oc1ccccc1-c1cccc(O)c1O	C12H10O3	InChI=1S/C12H10O3/c13-10-6-2-1-4-8(10)9-5-3-7-11(14)12(9)15/h1-7,13-15H	USBNIYMZDQVDSO-UHFFFAOYSA-N		CHEBI:28517		
BASm0001563	alpha-D-xylose	UL			O[C@@H]1[C@@H](O)[C@@H](O)OC[C@H]1O	C5H10O5	InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3+,4-,5+/m1/s1	SRBFZHDQGSBBOR-LECHCGJUSA-N	150.0528234	CHEBI:28518	HMDB0062082	
BASm0001564	3-hydroxyindolin-2-one	3-Hydroxy-2-oxoindole is an oxidized indole derivative. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole. 3-hydroxy-2-oxoindole is a naturally occurring indole metabolite found in human urine (PMID: 11722560). It is a reduced form of the more abundant naturally occurring indole metabolite known as isatin (which is derived from the gut microbial metabolism of tryptophan).  3-hydroxy-2-oxoindole is generated via the activity of the enzyme known as isatin reductase, which is found in the liver and kidney (PMID: 11722560). It exhibits modest monoamine oxidase A and B inhibitory activity.			O=C1Nc2ccccc2C1O	C8H7NO2	InChI=1S/C8H7NO2/c10-7-5-3-1-2-4-6(5)9-8(7)11/h1-4,7,10H,(H,9,11)	SGZFJWQQBHYNNF-UHFFFAOYSA-N	149.0476785	CHEBI:28536	HMDB0240741	
BASm0001565	all-trans-3,4-didehydroretinal	Vitamin A2 aldehyde is found in fishes. Vitamin A2 aldehyde is a constituent fish of liver oils	472-87-7	Solid	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=O)C(C)(C)CC=C1	C20H26O	InChI=1S/C20H26O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6-13,15H,14H2,1-5H3/b9-6+,12-11+,16-8+,17-13+	QHNVWXUULMZJKD-OVSJKPMPSA-N	282.1983655	CHEBI:28537	HMDB0035695	
BASm0001566	5D-5-O-methyl-chiro-inositol	D-Pinitol is found in carob. D-Pinitol is widely distributed in plants.Pinitol is a cyclitol, a cyclic polyol. It is a known anti-diabetic agent isolated from Sutherlandia frutescens leaves. (Wikipedia). D-Pinitol is a biomarker for the consumption of soy beans and other soy products.	10284-63-6		CO[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)[C@@H]1O	C7H14O6	InChI=1S/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3/t2-,3-,4-,5-,6+,7+/m0/s1	DSCFFEYYQKSRSV-KLJZZCKASA-N	194.0790382	CHEBI:28548	HMDB0034219	
BASm0001567	beta-D-mannose			Expected Solid	OC[C@H]1O[C@@H](O)[C@@H](O)[C@@H](O)[C@@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5+,6-/m1/s1	WQZGKKKJIJFFOK-RWOPYEJCSA-N	180.0633881	CHEBI:28563		MMDBc0054364
BASm0001568	D-threose			Expected Solid	O=C[C@@H](O)[C@H](O)CO	C4H8O4	InChI=1S/C4H8O4/c5-1-3(7)4(8)2-6/h1,3-4,6-8H,2H2/t3-,4-/m1/s1	YTBSYETUWUMLBZ-QWWZWVQMSA-N	120.0422587	CHEBI:28587		MMDBc0054442
BASm0001569	guaiacol	Guaiacol is a phenolic compound with a methoxy group and is the monomethyl ether of catechol. Guaiacol is readily oxidized by the heme iron of peroxidases including the peroxidase of cyclooxygenase (COX) enzymes. It therefore serves as a reducing co-substrate for COX reactions. Guaiacol is a phenolic natural product first isolated from Guaiac resin and the oxidation of lignin. It is a yellowish aromatic oil that is now commonly derived from guaiacum or wood creosote. It is used medicinally as an expectorant, antiseptic, and local anesthetic. Guaiacol is used in traditional dental pulp sedation, and has the property of inducing cell proliferation; guaiacol is a potent scavenger of reactive oxygen radicals and its radical scavenging activity may be associated with its effect on cell proliferation. Guaiacol is also used in the preparation of synthetic vanillin. Guaiacol is also present in wood smoke, as a product of pyrolysis of lignin. Guaiacol has been found in the urine of patients with neuroblastoma and pheochromocytoma. (PMID 4344880, 16152729).	1990-05-01		COc1ccccc1O	C7H8O2	InChI=1S/C7H8O2/c1-9-7-5-3-2-4-6(7)8/h2-5,8H,1H3	LHGVFZTZFXWLCP-UHFFFAOYSA-N	124.0524295	CHEBI:28591	HMDB0001398	
BASm0001570	farnesol				CC(C)=CCCC(C)=CCCC(C)=CCO	C15H26O	InChI=1S/C15H26O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11,16H,5-6,8,10,12H2,1-4H3	CRDAMVZIKSXKFV-UHFFFAOYSA-N	222.1983655	CHEBI:28600	HMDB0243636	
BASm0001571	1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine	LysoPC(18:1(9Z)) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(18:19Z)), in particular, consists of one chain of oleic acid at the C-1 position. The oleic acid moiety, an omega-9 fatty acid, is derived from various animal and vegetable sources such as olive oil, acai and grapeseed oil. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor family of integral membrane proteins. LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4.  binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood.  Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910).  LPCs have a number of protective or anti-inflammatory effects.  Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910).  Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.	19420-56-5		CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OCC[N+](C)(C)C	C26H52NO7P	InChI=1S/C26H52NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)32-23-25(28)24-34-35(30,31)33-22-21-27(2,3)4/h12-13,25,28H,5-11,14-24H2,1-4H3/b13-12-/t25-/m1/s1	YAMUFBLWGFFICM-PTGWMXDISA-N	521.3481395	CHEBI:28610	HMDB0002815	
BASm0001572	4-methylbenzaldehyde	4-Methylbenzaldehyde, also known as p-toluylaldehyde or p-formyltoluene, belongs to the class of organic compounds known as benzoyl derivatives.  A tolualdehyde compound with the methyl substituent at the 4-position. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-). 4-Methylbenzaldehyde is a cherry and fruity tasting compound. 4-Methylbenzaldehyde has been detected, but not quantified, in several different foods, such as caraway, sweet cherries, tea, nuts, and coffee and coffee products. 	104-87-0		Cc1ccc(C=O)cc1	C8H8O	InChI=1S/C8H8O/c1-7-2-4-8(6-9)5-3-7/h2-6H,1H3	FXLOVSHXALFLKQ-UHFFFAOYSA-N	120.0575149	CHEBI:28617	HMDB0029638	
BASm0001573	acrylamide	Acrylamide (or acrylic amide) is an organic compound with the chemical formula CH2=CHC(O)NH2. It is a white odorless solid, soluble in water and several organic solvents. It is produced industrially as a precursor to polyacrylamides, which find many uses as water-soluble thickeners and flocculation agents. It is highly toxic, likely to be carcinogenic,and partly for that reason it is mainly handled as an aqueous solution. It is a chemical used in many industries around the world and more recently was found to form naturally in foods cooked at high temperatures. Acrylamide is a neurotoxicant, reproductive toxicant, and carcinogen in animal species. Only the neurotoxic effects have been observed in humans and only at high levels of exposure in occupational settings. The mechanism underlying neurotoxic effects of ACR may be basic to the other toxic effects seen in animals. This mechanism involves interference with the kinesin-related motor proteins in nerve cells or with fusion proteins in the formation of vesicles at the nerve terminus and eventual cell death. Neurotoxicity and resulting behavioral changes can affect reproductive performance of ACR-exposed laboratory animals with resulting decreased reproductive performance. Further, the kinesin motor proteins are important in sperm motility, which could alter reproduction parameters. Effects on kinesin proteins could also explain some of the genotoxic effects on ACR. These proteins form the spindle fibers in the nucleus that function in the separation of chromosomes during cell division. This could explain the clastogenic effects of the chemical noted in a number of tests for genotoxicity and assays for germ cell damage. Other mechanisms underlying ACR-induced carcinogenesis or nerve toxicity are likely related to an affinity for sulfhydryl groups on proteins. Binding of the sulfhydryl groups could inactive proteins/enzymes involved in DNA repair and other critical cell functions. Direct interaction with DNA may or may not be a major mechanism for cancer induction in animals. The DNA adducts that form do not correlate with tumor sites and ACR is mostly negative in gene mutation assays except at high doses that may not be achievable in the diet. All epidemiologic studies fail to show any increased risk of cancer from either high-level occupational exposure or the low levels found in the diet. In fact, two of the epidemiologic studies show a decrease in cancer of the large bowel. A number of risk assessment studies were performed to estimate increased cancer risk. The results of these studies are highly variable depending on the model. There is universal consensus among international food safety groups in all countries that examined the issue of ACR in the diet that not enough information is available at this time to make informed decisions on which to base any regulatory action. Too little is known about levels of this chemical in different foods and the potential risk from dietary exposure. Avoidance of foods containing ACR would result in worse health issues from an unbalanced diet or pathogens from under cooked foods. There is some consensus that low levels of ACR in the diet are not a concern for neurotoxicity or reproductive toxicity in humans, although further research is need to study the long-term, low-level cumulative effects on the nervous system. Any relationship to cancer risk from dietary exposure is hypothetical at this point and awaits more definitive studies. (PMID:17492525).	1979-06-01		NC(=O)C=C	C3H5NO	InChI=1S/C3H5NO/c1-2-3(4)5/h2H,1H2,(H2,4,5)	HRPVXLWXLXDGHG-UHFFFAOYSA-N	71.03711379	CHEBI:28619	HMDB0004296	
BASm0001574	campesterol	Campesterol is a phytosterol, meaning it is a steroid derived from plants. As a food additive, phytosterols have cholesterol-lowering properties (reducing cholesterol absorption in intestines), and may act in cancer prevention. Phytosterols naturally occur in small amount in vegetable oils, especially soybean oil. One such phytosterol complex, isolated from vegetable oil, is cholestatin, composed of campesterol, stigmasterol, and brassicasterol, and is marketed as a dietary supplement. Sterols can reduce cholesterol in human subjects by up to 15%. The mechanism behind phytosterols and the lowering of cholesterol occurs as follows : the incorporation of cholesterol into micelles in the gastrointestinal tract is inhibited, decreasing the overall amount of cholesterol absorbed. This may in turn help to control body total cholesterol levels, as well as modify HDL, LDL and TAG levels. Many margarines, butters, breakfast cereals and spreads are now enriched with phytosterols and marketed towards people with high cholesterol and a wish to lower it. -- Wikipedia.	474-62-4	Solid	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CC[C@@H](C)C(C)C	C28H48O	InChI=1S/C28H48O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h9,18-20,22-26,29H,7-8,10-17H2,1-6H3/t19-,20-,22+,23+,24-,25+,26+,27+,28-/m1/s1	SGNBVLSWZMBQTH-PODYLUTMSA-N	400.3705162	CHEBI:28623	HMDB0002869	
BASm0001575	3-hydroxy-4H-pyrid-4-one				OC1=CNC=CC1=O	C5H5NO2	InChI=1S/C5H5NO2/c7-4-1-2-6-3-5(4)8/h1-3,8H,(H,6,7)	ZCUUVWCJGRQCMZ-UHFFFAOYSA-N	111.0320284	CHEBI:28630	HMDB0256965	
BASm0001576	2-methoxy-5-methyl-6-all-trans-octaprenyl-1,4-benzoquinone	2-octaprenyl-3-methyl-6-methoxy-1,4-benzoquinone belongs to the class of Polyterpenes. These are terpene consisting of more than eight isoprene units. (inferred from compound structure)<br/><br/>2-octaprenyl-3-methyl-6-methoxy-1,4-benzoquinone is invovled in Ubiquinone and other terpenoid-quinone biosynthesis, and Biosynthesis of secondary metabolites. (KEGG)			[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=C(C)C(=O)C=C(OC)C1=O)=C(\C)CCC=C(C)C	C48H72O3	InChI=1S/C48H72O3/c1-36(2)19-12-20-37(3)21-13-22-38(4)23-14-24-39(5)25-15-26-40(6)27-16-28-41(7)29-17-30-42(8)31-18-32-43(9)33-34-45-44(10)46(49)35-47(51-11)48(45)50/h19,21,23,25,27,29,31,33,35H,12-18,20,22,24,26,28,30,32,34H2,1-11H3/b37-21+,38-23+,39-25+,40-27+,41-29+,42-31+,43-33+	FLYBTLROCQBHMR-KFSSTAEESA-N	696.5481462	CHEBI:28636		
BASm0001577	2-methylpropanenitrile	Isobutyronitrile is an aliphatic nitrile that is acetonitrile in which two of the hydrogens have been replaced by methyl groups. It has a role as a polar aprotic solvent. It is an aliphatic nitrile and a volatile organic compound.			CC(C)C#N	C4H7N	InChI=1S/C4H7N/c1-4(2)3-5/h4H,1-2H3	LRDFRRGEGBBSRN-UHFFFAOYSA-N	69.05784923	CHEBI:28638	HMDB0341484	
BASm0001578	2-oxopentanoate			Expected Solid	CCCC(=O)C([O-])=O	C5H7O3	InChI=1S/C5H8O3/c1-2-3-4(6)5(7)8/h2-3H2,1H3,(H,7,8)/p-1	KDVFRMMRZOCFLS-UHFFFAOYSA-M	115.0400677	CHEBI:28644		MMDBc0055276
BASm0001579	beta-D-fructose	Fructose, or levulose, is a levorotatory monosaccharide and an isomer of glucose (C6H12O6). Pure fructose has a sweet taste similar to cane sugar, but with a "fruity" aroma. Pure, dry fructose is a sweet, white, odorless, crystalline solid, and is the most water-soluble of all the sugars. Although fructose is a hexose (6-carbon sugar), it generally exists as a 5-member hemiketal ring (a furanose). This structure is responsible for the long metabolic pathway and high reactivity compared to glucose. Fructose is a reducing sugar, as are all monosaccharides. Fructose is found in many foods including honey, tree fruits, berries, melons, and some root vegetables, such as beets, sweet potatoes, parsnips, and onions. Commercially, fructose is derived from sugar cane, sugar beets, and maize. Fructose is also derived from the digestion of sucrose, a disaccharide consisting of glucose and fructose that is broken down by enzymes during digestion. Fructose is the sweetest naturally occurring sugar, estimated to be twice as sweet as sucrose. It is used as a preservative and an intravenous infusion in parenteral feeding. Excessive consumption of fructose (especially from sugar-sweetened beverages) may contribute to insulin resistance, obesity, elevated LDL cholesterol and triglycerides, leading to metabolic syndrome (PMID: 26429086). Fructose exists in foods either as a monosaccharide (free fructose) or as a unit of a disaccharide (sucrose). Free fructose is absorbed directly by the intestine. When fructose is consumed in the form of sucrose, it is digested (broken down) and then absorbed as free fructose. As sucrose comes into contact with the membrane of the small intestine, the enzyme sucrase catalyzes the cleavage of sucrose to yield one glucose unit and one fructose unit, which are then each absorbed. After absorption, it enters the hepatic portal vein and is directed toward the liver. fructose absorption occurs on the mucosal membrane via facilitated transport involving GLUT5 transport proteins. Since the concentration of fructose is higher in the lumen, fructose is able to flow down a concentration gradient into the enterocytes, assisted by transport proteins. Fructose may be transported out of the enterocyte across the basolateral membrane by either GLUT2 or GLUT5, although the GLUT2 transporter has a greater capacity for transporting fructose, and, therefore, the majority of fructose is transported out of the enterocyte through GLUT2. The catabolism of fructose is sometimes referred to as fructolysis. In fructolysis, the enzyme fructokinase produces fructose 1-phosphate, which is split by aldolase B to produce the trioses dihydroxyacetone phosphate (DHAP) and glyceraldehyde.  Unlike glycolysis, in fructolysis the triose glyceraldehyde lacks a phosphate group. A third enzyme, triokinase, is therefore required to phosphorylate glyceraldehyde, producing glyceraldehyde 3-phosphate. The resulting trioses can enter the gluconeogenic pathway for glucose or glycogen synthesis, or be further catabolized through the lower glycolytic pathway to pyruvate. Fructose metabolism leads to significant increases of plasma uric acid levels (PMID: 28420204). In fructolysis, fructose 1-phosphate accumulates, and intracellular phosphate decreases. This decrease stimulates AMP deaminase (AMPD), which catalyzes the degradation of AMP to inosine monophosphate, increasing the rate of purine degradation (PMID: 28420204). The purine degradation produces uric acid and generates mitochondrial oxidants. Mitochondrial oxidative stress then induces aconitase inhibition in the Krebs cycle, with accumulation of citrate and stimulation of ATP citrate lyase and fatty acid synthase (PMID: 28420204). The result is de novo lipogenesis and hepatic fat accumulation. Physiologically, the increase in intracellular uric acid is followed by an acute rise in circulating levels of uric acid, which is likely due to its release from the liver. Fructose also stimulates uric acid synthesis from amino acid precursors such as glycine. Moreover, long-term fructose administration suppresses renal excretion of uric acid, resulting in elevated serum uric acid levels.	53188-23-1	Solid	OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-1-3-4(9)5(10)6(11,2-8)12-3/h3-5,7-11H,1-2H2/t3-,4-,5+,6-/m1/s1	RFSUNEUAIZKAJO-ARQDHWQXSA-N	180.0633881	CHEBI:28645	HMDB0000660	
BASm0001580	ammeline			Expected Solid	OC1=NC(=N)NC(=N)N1	C3H5N5O	InChI=1S/C3H5N5O/c4-1-6-2(5)8-3(9)7-1/h(H5,4,5,6,7,8,9)	MASBWURJQFFLOO-UHFFFAOYSA-N	127.0494098	CHEBI:28646		MMDBc0054348
BASm0001581	N-acetyl-D-galactosaminate			Expected Solid	[H][C@@](O)(CO)[C@]([H])(O)[C@]([H])(O)[C@@]([H])(N=C(C)[O-])C(O)=O	C8H14NO7	InChI=1S/C8H15NO7/c1-3(11)9-5(8(15)16)7(14)6(13)4(12)2-10/h4-7,10,12-14H,2H2,1H3,(H,9,11)(H,15,16)/p-1/t4-,5-,6+,7-/m1/s1	LZKNVSNNPRQZJB-MVIOUDGNSA-M	236.0775754	CHEBI:28655		MMDBc0056131
BASm0001582	(1S,5S)-alpha-pinene	alpha-Pinene (CAS: 80-56-8) is an organic compound of the terpene class and is one of two isomers of pinene. It is found in the oils of many species of many coniferous trees, notably the pine. It is also found in the essential oil of rosemary (Rosmarinus officinalis). Both enantiomers are known in nature. 1S,5S- or (-)-alpha-pinene is more common in European pines, whereas the 1R,5R- or (+)-alpha-isomer is more common in North America. The racemic mixture is present in some oils such as eucalyptus oil (Wikipedia). (-)-alpha-Pinene is found in almond.	7785-26-4	Liquid	CC1=CC[C@H]2C[C@@H]1C2(C)C	C10H16	InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h4,8-9H,5-6H2,1-3H3/t8-,9-/m0/s1	GRWFGVWFFZKLTI-IUCAKERBSA-N	136.1252005	CHEBI:28660	HMDB0035658	
BASm0001583	N,N'-diacetylchitobiose	N,N'-diacetylchitobiose, also known as (GlcNAc)2, is classified as a member of the Acylaminosugars. Acylaminosugars are organic compounds containing a sugar linked to a chain through N-acyl group. N,N'-diacetylchitobiose is considered to be soluble (in water) and acidic.  N,N'-diacetylchitobiose may be a unique E.coli metabolite	35061-50-8		CC(=O)N[C@H]1C(O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@@H]1O	C16H28N2O11	InChI=1S/C16H28N2O11/c1-5(21)17-9-13(25)14(8(4-20)27-15(9)26)29-16-10(18-6(2)22)12(24)11(23)7(3-19)28-16/h7-16,19-20,23-26H,3-4H2,1-2H3,(H,17,21)(H,18,22)/t7-,8-,9-,10-,11-,12-,13-,14-,15?,16+/m1/s1	CDOJPCSDOXYJJF-CBTAGEKQSA-N	424.1693097	CHEBI:28681	HMDB0062702	
BASm0001584	3beta-hydroxyandrost-5-en-17-one	Dehydroepiandrosterone (DHEA) is a natural steroid hormone produced from cholesterol by the adrenal glands. DHEA is also produced in the gonads, adipose tissue, and the brain. DHEA is structurally similar to and is a precursor of, androstenedione, testosterone, estradiol, estrone, and estrogen. It is the most abundant hormone in the human body. Most of DHEA is sulfated (dehydroepiandrosterone sulfate or DHEA-S) before secretion. DHEA-S is the sulfated version of DHEA; this conversion is reversibly catalyzed by sulfotransferase (SULT2A1) primarily in the adrenals, the liver, and small intestines. In blood, most DHEA is found as DHEA-S with levels that are about 300 times higher than free DHEA. Blood measurements of DHEA-S/DHEA are useful to detect excess adrenal activity as seen in adrenal cancer or hyperplasia, including certain forms of congenital adrenal hyperplasia. Women with polycystic ovary syndrome tend to have normal or mildly elevated levels of DHEA-S.	53-43-0		[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C	C19H28O2	InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h3,13-16,20H,4-11H2,1-2H3/t13-,14-,15-,16-,18-,19-/m0/s1	FMGSKLZLMKYGDP-USOAJAOKSA-N	288.2089301	CHEBI:28689	HMDB0000077	
BASm0001586	ethyl (R)-3-hydroxybutanoate			Expected Solid	[H][C@](C)(O)CC(=O)OCC	C6H12O3	InChI=1S/C6H12O3/c1-3-9-6(8)4-5(2)7/h5,7H,3-4H2,1-2H3/t5-/m1/s1	OMSUIQOIVADKIM-RXMQYKEDSA-N	132.0786442	CHEBI:28707		MMDBc0055972
BASm0001587	3-isopropylcatechol	A member of the class of catechols that is catechol in which one of the hydrogens that is ortho to a hydroxy group has been replaced by an isopropyl group.			CC(C)C1=CC=CC(O)=C1O	C9H12O2	InChI=1S/C9H12O2/c1-6(2)7-4-3-5-8(10)9(7)11/h3-6,10-11H,1-2H3	XLZHGKDRKSKCAU-UHFFFAOYSA-N	152.0837296	CHEBI:28708		
BASm0001588	O-decanoyl-(R)-carnitine	O-Decanoyl-L-carnitine is an acylcarnitine. More specifically, it is an decanoic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy.  This process is known as beta-oxidation. According to a recent review (PMID: 35710135), acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. O-Decanoyl-L-carnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine O-decanoyl-L-carnitine is somewhat less abundant than short-chain acylcarnitines. These are formed either through esterification with L-carnitine or through the peroxisomal metabolism of longer chain acylcarnitines (PMID: 30540494). Many medium-chain acylcarnitines can serve as useful markers for inherited disorders of fatty acid metabolism. In particular O-decanoyl-L-carnitine is elevated in the blood or plasma of individuals with glutaric aciduria II (PMID: 24453145), ulcerative colitis (PMID: 27609529), Crohn's disease (PMID: 27609529), obesity (PMID: 20111019), medium-chain acyl-CoA dehydrogenase deficiency disorders (PMID: 21239873), overweight (PMID: 25781947), multiple acyl coenzyme A dehydrogenase deficiency (PMID: 8496747, PMID: 30510944), type 2 diabetes Mellitus (PMID: 19369366), age-related increase in alanine aminotransferase (PMID: 24874467), prostate cancer (PMID: 31842810), Yin-deficiency-heat syndrome (PMID: 31909891), CVD in type 2 diabetes Mellitus (PMID: 32431666), cardioembolic stroke, Its recurrence (PMID: 30026276), and diastolic heart failure (PMID: 26010610). It is also decreased in the blood or plasma of individuals with Celiac disease (PMID: 16425363), colorectal cancer (PMID: 23675754), esophageal squamous cell carcinoma (PMID: 23397110), inflammatory bowel disease (PMID: 21912810), phenylketonuria (PMID: 18946205), intracerebral hemorrhage (PMID: 29265114), and pregnancy (PMID: 24704061 - in serum of pregnant women with fetus with CHD). O-Decanoyl-L-carnitine is elevated in the urine of individuals with overweight (PMID: 21890434) and renal cell carcinoma (PMID: 29658093). Carnitine octanoyltransferase (CrOT, EC:2.3.1.137) is responsible for the synthesis of all medium-chain (MCAC, C5-C12) and medium-length branched-chain acylcarnitines in peroxisomes (PMID: 10486279). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available (PMID: 35710135).			CCCCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C	C17H33NO4	InChI=1S/C17H33NO4/c1-5-6-7-8-9-10-11-12-17(21)22-15(13-16(19)20)14-18(2,3)4/h15H,5-14H2,1-4H3/t15-/m1/s1	LZOSYCMHQXPBFU-OAHLLOKOSA-N	315.2409585	CHEBI:28717	HMDB0062631	
BASm0001589	alpha-D-mannopyranose	D-Mannose (also called Mannose or D-mannopyranose) is a hexose or a six-carbon sugar. It is also classified as an aldohexose. It is fermentable monosaccharide and an isomer of glucose. Mannose commonly exists as two different-sized rings, the pyranose (six-membered) form and the furanose (five-membered) form. Formally, D-Mannose is the 2-epimer of glucose and exists primarily as sweet-tasting alpha- (67%) or as a bitter-tasting beta- (33%) anomer of the pyranose form (PMID: 24931670).  Mannose is not an essential nutrient, meaning that it can be produced in the human body from glucose or converted into glucose. Mannose is ~5x as active as glucose in non-enzyamtic glycation, which may explain why evolution did not favor it as a biological energy source (PMID: 24931670).  Mannose occurs in microbes, plants and animals. Free mannose is found in small amounts in many fruits such as oranges, apples and peaches and in mammalian plasma at 50-100 uM (PMID: 24931670).   More often, mannose occurs in homo-or hetero-polymers such as yeast mannans (alpha-mannose) where it can account for nearly 16% of dry weight or in galactomannans. Coffee beans, fenugreek and guar gums are rich sources of galactomannans. However, these plant polysaccharides are not degraded in the mammalian GI tract and, therefore, provide very little bio-available mannose for glycan synthesis. The digestion of many polysaccharides and glycoproteins also yields mannose. Once mannose is released, it is phosphorylated by hexokinase to generate mannose-6-phosphate. Mannose-6-phosphate is then converted to fructose-6-phosphate, by the enzyme phosphomannose isomerase, whereupon it enters the glycolytic pathway or is converted to glucose-6-phosphate by the gluconeogenic pathway. Mannose is a dominant monosaccharide in N-linked glycosylation, which is a post-translational modification of proteins. N-linked glycosylation is initiated by the transfer of Glc3Man9GlcNAc2 to nascent glycoproteins in the endoplasmic reticulum in a co-translational manner as the protein enters the transport system. Typically, mature human glycoproteins only contain three mannose residues buried under sequential modification by GlcNAc, galactose, and sialic acid. High-mannose-type oligosaccharides have been shown to play important roles in protein quality control. Several intracellular proteins such as lectins, chaperones, and glycan-processing enzymes, are involved in this process. These include calnexin/calreticulin, UDP-glucose:glycoprotein glucosyltransferase (UGGT), cargo receptors (such as VIP36 and ERGIC-53), mannosidase-like proteins (e.g. EDEM and Htm1p) and ubiquitin ligase (Fbs). They are thought to recognize high-mannose-type glycans with subtly different structures. Mannose-binding lectin (MBL) is an important constituent of the innate immune system. This protein binds through multiple lectin domains to the repeating sugar arrays that decorate many microbial surfaces and is then able to activate the complement system through a specific protease called MBL-associated protease-2. Mannose (D-mannose) is used as a nutritional supplement, packaged as "D-mannose", to prevent recurrent urinary tract infections (PMID: 21105658). D-mannose prevents FimH-mediated bacterial adhesion in the urinary tract through a competitive inhibition mechanism. This mechanism is based on the structural similarity between D-mannose and urothelial mannosylated receptors exposed by the epithelium of the urinary tract (PMID: 21105658). When D-mannose is administered in sufficient amounts, it is rapidly absorbed and then excreted by the urinary tract where it saturates bacterial FimH, thereby preventing bacterial binding to urothelial cells.	3458-28-4	Solid	OC[C@H]1O[C@H](O)[C@@H](O)[C@@H](O)[C@@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5+,6+/m1/s1	WQZGKKKJIJFFOK-PQMKYFCFSA-N	180.0633881	CHEBI:28729	HMDB0000169	
BASm0001590	1-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine	LysoPC(18:2(9Z,12Z)) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(18:2(9Z,12Z)), in particular, consists of one chain of linoleic acid at the C-1 position. The linoleic acid moiety is derived from seed oils. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4.  binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood.  Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910).  LPCs have a number of protective or anti-inflammatory effects.  Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910).  Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.	22252-07-9		[H][C@@](O)(COC(=O)CCCCCCC\C=C/C\C=C/CCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C26H50NO7P	InChI=1S/C26H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)32-23-25(28)24-34-35(30,31)33-22-21-27(2,3)4/h9-10,12-13,25,28H,5-8,11,14-24H2,1-4H3/b10-9-,13-12-/t25-/m1/s1	SPJFYYJXNPEZDW-FTJOPAKQSA-N	519.3324895	CHEBI:28733	HMDB0010386	
BASm0001591	alpha-L-fucosyl-(1->2)- beta-D-galactosyl-(1->3)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine				*C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]4O)[C@H]3NC(C)=O)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)/C=C/CCCCCCCCCCCCC					CHEBI:28743		
BASm0001592	2-hydroxy-17beta-estradiol	2-Hydroxyestradiol (2-OHE2), also known as estra-1,3,5(10)-triene-2,3,17beta-triol, is an endogenous steroid, catechol estrogen. 2-Hydroxyestradiol belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. Thus, 2-hydroxyestradiol is considered to be a steroid molecule. It is a metabolite of estradiol, as well as a positional isomer of estriol. Transformation of estradiol to 2-hydroxyestradiol is a major metabolic pathway of estradiol in the liver. 2-Hydroxyestradiol is generated from estradiol via several cytochrome P450 enzymes. Specifically, CYP1A2 and CYP3A4 are the major enzymes catalyzing the 2-hydroxylation of estradiol. Conversion of estradiol into 2-hydroxyestradiol has been detected in the liver, uterus, breast, kidney, brain, and pituitary gland, as well as the placenta. 2-Hydroxyestradiol binds, with a low affinity, to estrogen receptors. 2-Hydroxyestradiol has approximately 7% and 11% of the affinity of estradiol at the estrogen receptors (ERs) ERalpha and ERbeta, respectively (PMID: 9048584). 2-Hydroxyestradiol is a catechol estrogen and in this regard bears some structural resemblance to the catecholamines dopamine, norepinephrine (noradrenaline), and epinephrine (adrenaline) (PMID: 447670).  In accordance, 2-hydroxyestradiol has been found to interact with catecholamine systems. The steroid is known to compete with catecholamines for binding to catechol O-methyltransferase and tyrosine hydroxylase and to competitively inhibit these enzymes (PMID: 447670). Inactivity of COMT blocks inactivation of catechol hormones and catecholamine neurotransmitters. 2-Hydroxyestradiol is also reported to inhibit angiongensis and tumor cell growth (PMID: 9472688).	362-05-0	Solid	[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C(O)=C3	C18H24O3	InChI=1S/C18H24O3/c1-18-7-6-11-12(14(18)4-5-17(18)21)3-2-10-8-15(19)16(20)9-13(10)11/h8-9,11-12,14,17,19-21H,2-7H2,1H3/t11-,12+,14-,17-,18-/m0/s1	DILDHNKDVHLEQB-XSSYPUMDSA-N	288.1725446	CHEBI:28744	HMDB0000338	
BASm0001593	L-xylo-hex-3-ulonolactone			Expected Solid	[H][C@@]1(OC(=O)[C@@H](O)C1=O)[C@@H](O)CO	C6H8O6	InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,4-5,7-8,10H,1H2/t2-,4-,5+/m0/s1	PJBQWWHYTVYMLO-MDZRLIFHSA-N	176.032088	CHEBI:28745		MMDBc0033134
BASm0001594	17alpha-hydroxypregnenolone	17a-Hydroxypregnenolone is a 21-carbon steroid that is converted from pregnenolone by cytochrome P450 17alpha hydroxylase/C17,20 lyase (CYP17, EC 1.14.99.9). 17a-Hydroxypregnenolone is an intermediate in the delta-5 pathway of biosynthesis of gonadal steroid hormones and the adrenal corticosteroids. The first, rate-limiting and hormonally regulated step in the biosynthesis of all steroid hormones is the conversion of cholesterol to pregnenolone. The conversion of cholesterol to pregnenolone is accomplished by the cleavage of the cholesterol side chain, catalyzed by a mitochondrial cytochrome P450 enzyme termed P450scc where scc designates Side Chain Cleavage. All steroid hormones are made from the pregnenolone produced by P450scc; thus, the presence or absence of each of the activities of CYP17 directs this pregnenolone towards its final metabolic pathway. While all cytochrome P450 enzymes can catalyze multiple reactions on a single active site, CYP17 is the only one described to date in which these multiple activities are differentially regulated by a physiologic process. 17a-Hydroxypregnenolone is converted to dehydroepiandrosterone by the 17,20 lyase activity of CYP17. The ratio of the 17,20 lyase to 17 alpha-hydroxylase activity of CYP17 determines the ratio of C21 to C19 steroids produced. This ratio is regulated post-translationally by at least three factors: the abundance of the electron-donating protein P450 oxidoreductase, the presence of cytochrome b5, and the serine phosphorylation of CYP17. (PMID: 12573809).	387-79-1		[H][C@@]12CC[C@](O)(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C	C21H32O3	InChI=1S/C21H32O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h4,15-18,23-24H,5-12H2,1-3H3/t15-,16+,17-,18-,19-,20-,21-/m0/s1	JERGUCIJOXJXHF-TVWVXWENSA-N	332.2351449	CHEBI:28750	HMDB0000363	
BASm0001595	p-cymene	Cymene, or p-cymene also known as p-cymol or isopropyltoluene, is a naturally occurring aromatic organic compound. It is classified as a hydrocarbon related to a monoterpene. Its structure consists of a benzene ring para-substituted with a methyl group and an isopropyl group. It is insoluble in water, but miscible with ethanol and ether. Cymene is a constituent of a number of essential oils, most commonly the oil of cumin and thyme. There are two less common geometric isomers. o-Cymene, in which the alkyl groups are ortho-substituted, and m-cymene, in which they are meta-substituted. p-Cymene is the only natural isomer. Cymene is a common ligand for ruthenium. 	99-87-6		CC(C)C1=CC=C(C)C=C1	C10H14	InChI=1S/C10H14/c1-8(2)10-6-4-9(3)5-7-10/h4-8H,1-3H3	HFPZCAJZSCWRBC-UHFFFAOYSA-N	134.1095505	CHEBI:28768	HMDB0005805	
BASm0001596	(2S)-hesperidin	Hesperidin is an abundant and inexpensive by-product of Citrus cultivation and is the major flavonoid in sweet orange and lemon. In young immature oranges it can account for up to 14% of the fresh weight of the fruit. Hesperidin is an abundant and inexpensive by-product of Citrus cultivation and is the major flavonoid in sweet orange and lemon. In young immature oranges it can account for up to 14% of the fresh weight of the fruit due to vitamin C deficiency such as bruising due to capillary fragility were found in early studies to be relieved by crude vitamin C extract but not by purified vitamin C. The bioflavonoids, formerly called "vitamin P", were found to be the essential components in correcting this bruising tendency and improving the permeability and integrity of the capillary lining. These bioflavonoids include hesperidin, citrin, rutin, flavones, flavonols, catechin and quercetin. Of historical importance is the observation that "citrin", a mixture of two flavonoids, eriodictyol and hesperidin, was considered to possess a vitamin-like activity, as early as in 1949. Hesperidin deficiency has since been linked with abnormal capillary leakiness as well as pain in the extremities causing aches, weakness and night leg cramps. Supplemental hesperidin also helps in reducing oedema or excess swelling in the legs due to fluid accumulation. As with other bioflavonoids, hesperidin works best when administered concomitantly with vitamin C. No signs of toxicity have been observed with normal intake of hesperidin. Hesperidin was first discovered in 1827, by Lebreton, but not in a pure state and has been under continuous investigation since then (PMID:11746857).	520-26-3		[H][C@@]1(C)O[C@@]([H])(OC[C@@]2([H])O[C@@]([H])(OC3=CC(O)=C4C(=O)C[C@]([H])(OC4=C3)C3=CC(O)=C(OC)C=C3)[C@]([H])(O)[C@@]([H])(O)[C@]2([H])O)[C@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C28H34O15	InChI=1S/C28H34O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-7,10,17,19,21-30,32-37H,8-9H2,1-2H3/t10-,17-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1	QUQPHWDTPGMPEX-QJBIFVCTSA-N	610.1897704	CHEBI:28775	HMDB0003265	
BASm0001597	(2S)-liquiritigenin	Liquiritigenin is found in alfalfa. Liquiritigenin is isolated from Glycyrrhiza, Medicago, Myroxylon, Cicer, and all Leguminosae species. Several glycosides, particularly rutinoside and neohesperidoside, are important in influencing citrus fruit flavour.	578-86-9		[H][C@]1(CC(=O)C2=C(O1)C=C(O)C=C2)C1=CC=C(O)C=C1	C15H12O4	InChI=1S/C15H12O4/c16-10-3-1-9(2-4-10)14-8-13(18)12-6-5-11(17)7-15(12)19-14/h1-7,14,16-17H,8H2/t14-/m0/s1	FURUXTVZLHCCNA-AWEZNQCLSA-N	256.0735589	CHEBI:28777	HMDB0029519	
BASm0001598	nitroglycerin	Nitroglycerin is only found in individuals that have used or taken this drug. It is a volatile vasodilator which relieves angina pectoris by stimulating guanylate cyclase and lowering cytosolic calcium. [PubChem]Similar to other nitrites and organic nitrates, nitroglycerin is converted to nitric oxide (NO), an active intermediate compound which activates the enzyme guanylate cyclase. This stimulates the synthesis of cyclic guanosine 3',5'-monophosphate (cGMP) which then activates a series of protein kinase-dependent phosphorylations in the smooth muscle cells, eventually resulting in the dephosphorylation of the myosin light chain of the smooth muscle fiber. The subsequent release of calcium ions results in the relaxation of the smooth muscle cells and vasodilation.	55-63-0	Liquid	[O-][N+](=O)OCC(CO[N+]([O-])=O)O[N+]([O-])=O	C3H5N3O9	InChI=1S/C3H5N3O9/c7-4(8)13-1-3(15-6(11)12)2-14-5(9)10/h3H,1-2H2	SNIOPGDIGTZGOP-UHFFFAOYSA-N	227.0025788	CHEBI:28787	HMDB0014865	
BASm0001599	quinoline-3,4-diol			Expected Solid	OC1=CNC2=CC=CC=C2C1=O	C9H7NO2	InChI=1S/C9H7NO2/c11-8-5-10-7-4-2-1-3-6(7)9(8)12/h1-5,11H,(H,10,12)	BHTNYVRPYQQOMJ-UHFFFAOYSA-N	161.0476785	CHEBI:28788		MMDBc0055368
BASm0001600	L-glucitol		6706-59-8	Expected Solid	[H][C@](O)(CO)[C@]([H])(O)[C@@]([H])(O)[C@]([H])(O)CO	C6H14O6	InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5-,6-/m0/s1	FBPFZTCFMRRESA-FSIIMWSLSA-N	182.0790382	CHEBI:28789		MMDBc0000291
BASm0001601	3-methylbenzoate	3-Methyl-benzoic acid or 3-Methylbenzoic acid or m-Toluic acid, also known as m-Toluate or beta-Bethylbenzoate is a methylated derivative of benzoic acid in which the methyl substituent positioning at C-3 of the benzene ring. 3-Methyl-benzoic acid belongs to the class of organic compounds known as benzoic acids. These are organic compounds containing a benzene ring which bears at least one carboxyl group. 3-Methyl-benzoic acid is one of three isomers of methylbenzoic acid wherein the methyl group is substituted at C-2, C-3 and C-4 of the benzene ring. 3-Methylbenzoic acid exists as a yellowish or beige-yellow powder that is poorly water soluble.  It has a floral, honey odour. Industrially, 3-Methylbenzoic acid serves as a precursor to DEET (N,N-diethyl-m-toluamide), the well-known insect repellent. 3-Methyl-benzoic acid is a constituent of marijuana (cannabis) smoke and is formed during the combustion of cannabis (https://doi.org/10.1007/978-1-59259-947-9_2).	1999-04-07		Cc1cccc(C(=O)[O-])c1	C8H8O2	InChI=1S/C8H8O2/c1-6-3-2-4-7(5-6)8(9)10/h2-5H,1H3,(H,9,10)	GPSDUZXPYCFOSQ-UHFFFAOYSA-N	136.0524	CHEBI:28795		
BASm0001602	a flavonol				*c1c(*)c(*)c(-c2oc3c(*)c(*)c(*)c(*)c3c(=O)c2O)c(*)c1*					CHEBI:28802		
BASm0001603	(Z)-1,2-dichloroethene			Expected Solid	Cl\C=C/Cl	C2H2Cl2	InChI=1S/C2H2Cl2/c3-1-2-4/h1-2H/b2-1-	KFUSEUYYWQURPO-UPHRSURJSA-N	95.95335548	CHEBI:28805		MMDBc0054109
BASm0001604	(1S,2S)-1,2-dihydronaphthalene-1,2-diol	This compound belongs to the family of Naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.			O[C@H]1C=Cc2ccccc2[C@@H]1O	C10H10O2	InChI=1S/C10H10O2/c11-9-6-5-7-3-1-2-4-8(7)10(9)12/h1-6,9-12H	QPUHWUSUBHNZCG-UHFFFAOYSA-N	162.0680796	CHEBI:28809	HMDB0060335	
BASm0001605	piceatannol	3,3',4'5-Tetrahydroxystilbene (or Piceatannol) is a phenolic stilbenoid. It is a metabolite of resveratrol found in red wine. A viral protein-tyrosine kinase (LMP2A) implicated in leukemia, non-Hodgkin's lymphoma and other diseases associated with Epstein-Barr virus, was recently found to be blocked by picetannol in vitro (PMID 2590224). Therefore there is research interest in piceatannol as an anti-cancer and anti-EBV drug. Piceatannol can also act as an agonist for estrogen receptor alpha in human breast cancer cells (PMID: 16216908).	10083-24-6		OC1=CC(\C=C\C2=CC(O)=C(O)C=C2)=CC(O)=C1	C14H12O4	InChI=1S/C14H12O4/c15-11-5-10(6-12(16)8-11)2-1-9-3-4-13(17)14(18)7-9/h1-8,15-18H/b2-1+	CDRPUGZCRXZLFL-OWOJBTEDSA-N	244.0735589	CHEBI:28814	HMDB0004215	
BASm0001606	dodecane	N-Dodecane is found in black walnut. Dodecane is a liquid alkane hydrocarbon with the chemical formula CH3(CH2)10CH3. It is an oily liquid of the paraffin series and has 355 isomers. (Wikipedia). Dodecane is a volatile organic compound found in feces of patients with Clostridium difficile infection, and considered as a potential fecal biomarker of Clostridium difficile infection (PMID: 30986230).	112-40-3		CCCCCCCCCCCC	C12H26	InChI=1S/C12H26/c1-3-5-7-9-11-12-10-8-6-4-2/h3-12H2,1-2H3	SNRUBQQJIBEYMU-UHFFFAOYSA-N	170.2034508	CHEBI:28817	HMDB0031444	
BASm0001607	secalciferol	24R,25-Dihydroxyvitamin D3, also known as 24(R),25(OH)2D3, is a vitamin D metabolite; a dihydroxylated form of the seco-steroid. With the identification of a target cell, the growth plate resting zone (RC) chondrocyte, studies indicate that there are specific membrane-associated signal transduction pathways that mediate both rapid, nongenomic, and genomic responses of RC cells to 24(R),25(OH)2D3. These studies indicate that 24(R),25(OH)2D3 plays an important role in endochondral ossification by regulating less mature chondrocytes and promoting their maturation in the endochondral lineage. 24(R),25(OH)2D3 binds RC chondrocyte membranes with high specificity, increasing protein kinase C (PKC) activity. The effect is stereospecific; 24R,25(OH)2D3, but not 24S,25(OH)2D3, causes the increase, indicating a receptor-mediated response. Phospholipase D-2 (PLD2) activity is increased, resulting in increased production of diacylglycerol (DAG), which in turn activates PKC. 24(R),25(OH)2D3 does not cause translocation of PKC to the plasma membrane but activates existing PKCα. There is a rapid decrease in Ca2+ efflux, and the influx is stimulated. 24(R),25(OH)2D3 also reduces arachidonic acid release by decreasing phospholipase A2 (PLA2) activity, thereby decreasing the available substrate for prostaglandin production via the action of cyclooxygenase-1. PGE2 that is produced acts on the EP1 and EP2 receptors expressed by RC cells to downregulate PKC via protein kinase A, but the reduction in PGE2 decreases this negative feedback mechanism. Both pathways converge on MAP kinase, leading to new gene expression. One consequence of this is the production of new matrix vesicles containing PKCα and PKCγ, and an increase in PKC activity. The chondrocytes also produce 24(R),25(OH)2D3, and the secreted metabolite acts directly on the matrix vesicle membrane. Only PKCγ is directly affected by 24(R),25(OH)2D3 in the matrix vesicles, and activity of this isoform is inhibited. This effect may be involved in the control of matrix maturation and turnover. 24(R),25(OH)2D3 causes RC cells to mature along the endochondral developmental pathway, where they become responsive to 1α,25(OH)2D3 and lose responsiveness to 24(R),25(OH)2D3, a characteristic of more mature growth zone (GC) chondrocytes. 1α,25(OH)2D3 elicits its effects on GC through different signal transduction pathways than those used by 24(R),25(OH)2D3 (PMID: 11179745).	55721-11-4	Solid	[H][C@@]1(CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)CCC1=C)[C@H](C)CC[C@@H](O)C(C)(C)O	C27H44O3	InChI=1S/C27H44O3/c1-18-8-12-22(28)17-21(18)11-10-20-7-6-16-27(5)23(13-14-24(20)27)19(2)9-15-25(29)26(3,4)30/h10-11,19,22-25,28-30H,1,6-9,12-17H2,2-5H3/b20-10+,21-11-/t19-,22+,23-,24+,25-,27-/m1/s1	FCKJYANJHNLEEP-XRWYNYHCSA-N	416.3290453	CHEBI:28818	HMDB0006226	
BASm0001608	piperine	Piperine, also known as fema 2909, belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus. Piperine is a pepper tasting compound. Piperine is found in the highest concentration within pepper (Piper nigrum) and many other Piper species. Piperine has also been detected, but not quantified, in dills and herbs and spices.  Piperine is responsible for the hot taste of pepper. Piperine has been used in trials studying the treatment of Multiple Myeloma and Deglutition Disorders. It is used to impart pungent taste to brandy.	94-62-2		O=C(\C=C\C=C\C1=CC2=C(OCO2)C=C1)N1CCCCC1	C17H19NO3	InChI=1S/C17H19NO3/c19-17(18-10-4-1-5-11-18)7-3-2-6-14-8-9-15-16(12-14)21-13-20-15/h2-3,6-9,12H,1,4-5,10-11,13H2/b6-2+,7-3+	MXXWOMGUGJBKIW-YPCIICBESA-N	285.1364935	CHEBI:28821	HMDB0029377	
BASm0001609	stigmasterol	Stigmasterol is a phytosterol, meaning it is steroid derived from plants. As a food additive, phytosterols have cholesterol-lowering properties (reducing cholesterol absorption in intestines), and may act in cancer prevention. Phytosterols naturally occur in small amount in vegetable oils, especially soybean oil. One such phytosterol complex, isolated from vegetable oil, is cholestatin, composed of campesterol, stigmasterol, and brassicasterol, and is marketed as a dietary supplement. Sterols can reduce cholesterol in human subjects by up to 15%. The mechanism behind phytosterols and the lowering of cholesterol occurs as follows : the incorporation of cholesterol into micelles in the gastrointestinal tract is inhibited, decreasing the overall amount of cholesterol absorbed. This may in turn help to control body total cholesterol levels, as well as modify HDL, LDL and TAG levels. Many margarines, butters, breakfast cereals and spreads are now enriched with phytosterols and marketed towards people with high cholesterol and a wish to lower it. Stigmasterol is found to be associated with phytosterolemia, which is an inborn error of metabolism.	83-48-7		[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)\C=C\[C@@H](CC)C(C)C	C29H48O	InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h8-10,19-21,23-27,30H,7,11-18H2,1-6H3/b9-8+/t20-,21-,23+,24+,25-,26+,27+,28+,29-/m1/s1	HCXVJBMSMIARIN-PHZDYDNGSA-N	412.3705162	CHEBI:28824	HMDB0000937	
BASm0001610	1-propanol	Propyl alcohol, also known as 1-propanol, n-propanol, or simply propanol, belongs to the class of organic compounds known as primary alcohols. Primary alcohols are compounds in which a hydroxy group is bonded to a primary carbon, with the general structure RCOH (R=alkyl, aryl). Propyl alcohol is a colourless, volatile liquid that is fully miscible with water. It has a sweet odour and an alcoholic, fermented, fusel taste. Propyl alcohol exists in all living species, ranging from bacteria to plants to humans. Propanol can be produced through fermentation of sugars by bacteria and yeast and small amounts are produced by gut microflora. Propanol has been identified as a fecal biomarker of Clostridium difficile infection (PMID: 30986230). When ingested, 1-propanol is metabolized by alcohol dehydrogenase to propionic acid leading to metabolic acidosis and an elevated anion gap (PMID: 18375643). It can be found in small amounts in alcoholic beverages such as wine. Industrially, the major use of 1-propanol is as a solvent as well as an intermediate in forming other industrially important compounds.  It is used as a carrier and extraction solvent for natural products, such as flavourings, vegetable oils, resins, waxes, and gums, and as a solvent for synthetic polymers, such as polyvinyl butyral, cellulose esters, lacquers, and PVC adhesives.  Other solvent applications include the use of 1-propanol in the polymerization and spinning of acrylonitrile, in flexographic printing inks, and in the dyeing of wool.  1-Propanol is used for both its solvent and antiseptic properties in drugs and cosmetics, such as lotions, soaps, and nail polishes (IPCS INCHEM, EHC 102). Both 1-propanol and 2-propanol are often used in hand disinfectants as they have excellent bactericidal activity.  1-Propanol is used less in industry than 2-propanol as it is more expensive and it is a toxicant that has a similar taste to ethanol, so 2-propanol is used as its unpleasant smell discourages abuse.	71-23-8		CCCO	C3H8O	InChI=1S/C3H8O/c1-2-3-4/h4H,2-3H2,1H3	BDERNNFJNOPAEC-UHFFFAOYSA-N	60.05751488	CHEBI:28831	HMDB0000820	
BASm0001611	lutein	Lutein is a common carotenoid xanthophyll found in nature. Carotenoids are among the most common pigments in nature and are natural lipid-soluble antioxidants. Lutein is one of the two carotenoids (the other is zeaxanthin) that accumulate in the eye lens and macular region of the retina with concentrations in the macula greater than those found in plasma and other tissues. Lutein and zeaxanthin have identical chemical formulas and are isomers, but they are not stereoisomers. The main difference between them is in the location of a double bond in one of the end rings. This difference gives lutein three chiral centers whereas zeaxanthin has two. A relationship between macular pigment optical density, a marker of lutein and zeaxanthin concentration in the macula, and lens optical density, an antecedent of cataractous changes, has been suggested. The xanthophylls may act to protect the eye from ultraviolet phototoxicity via quenching reactive oxygen species and/or other mechanisms. Some observational studies have shown that generous intakes of lutein and zeaxanthin, particularly from certain xanthophyll-rich foods like spinach, broccoli, and eggs, are associated with a significant reduction in the risk for cataracts (up to 20%) and age-related macular degeneration (up to 40%). While the pathophysiology of cataract and age-related macular degeneration is complex and contains both environmental and genetic components, research studies suggest dietary factors including antioxidant vitamins and xanthophylls may contribute to a reduction in the risk of these degenerative eye diseases. Further research is necessary to confirm these observations (PMID: 11023002).	127-40-2		C\C(\C=C\C=C(/C)\C=C\[C@H]1C(C)=C[C@H](O)CC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)C[C@@H](O)CC1(C)C	C40H56O2	InChI=1S/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-25,35-37,41-42H,26-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-,36+,37-/m0/s1	KBPHJBAIARWVSC-RGZFRNHPSA-N	568.428031	CHEBI:28838	HMDB0003233	
BASm0001612	isopimpinellin	Isopimpinellin is found in angelica. Isopimpinellin is present in the seeds of Pastinaca sativa (parsnip	482-27-9	Solid	COC1=C2OC=CC2=C(OC)C2=C1OC(=O)C=C2	C13H10O5	InChI=1S/C13H10O5/c1-15-10-7-3-4-9(14)18-12(7)13(16-2)11-8(10)5-6-17-11/h3-6H,1-2H3	DFMAXQKDIGCMTL-UHFFFAOYSA-N	246.0528234	CHEBI:28853	HMDB0034312	
BASm0001613	4-methylbenzoate		99-94-5		Cc1ccc(C(=O)[O-])cc1	C8H8O2	InChI=1S/C8H8O2/c1-6-2-4-7(5-3-6)8(9)10/h2-5H,1H3,(H,9,10)	LPNBBFKOUUSUDB-UHFFFAOYSA-N		CHEBI:28856		
BASm0001614	(3Z)-hex-3-en-1-ol	3-Hexen-1-ol, also known as 1-hydroxy-3-hexene, is a colourless oily liquid with an intense grassy-green odour of freshly cut green grass and leaves. It is produced in small amounts by most plants and it acts as an attractant to many predatory insects. 3-Hexen-1-ol is a very important aroma compound that is used in fruit and vegetable flavours and in perfumes. The yearly production is about 30 tonnes. 3-Hexen-1-ol is found in black elderberry.	928-96-1		CC\C=C/CCO	C6H12O	InChI=1S/C6H12O/c1-2-3-4-5-6-7/h3-4,7H,2,5-6H2,1H3/b4-3-	UFLHIIWVXFIJGU-ARJAWSKDSA-N	100.088815	CHEBI:28857	HMDB0030003	
BASm0001615	a flavanone				*c1c(*)c(*)c(C2Oc3c(*)c(*)c(*)c(*)c3C(=O)C2*)c(*)c1*					CHEBI:28863		
BASm0001616	a fatty acid				*C(=O)[O-]					CHEBI:28868		
BASm0001617	menadione	Menadione is a synthetic naphthoquinone without the isoprenoid side chain and biological activity, but can be converted to active vitamin K2, menaquinone, after alkylation in vivo. -- Pubchem; Despite the fact that it can serve as a precursor to various types of vitamin K, menadione is generally not used as a nutritional supplement. Large doses of menadione have been reported to cause adverse outcomes including hemolytic anemia due to G6PD deficiency, neonatal brain or liver damage, or neonatal death in some cases. Moreover, menadione supplements have been banned by the FDA because of their high toxicity. It is sometimes called vitamin K3, although derivatives of naphthoquinone without the sidechain in the 3-position cannot exert all the functions of the K vitamins. Menadione is a vitamin precursor of K2 which utilizes alkylation in the liver to yield menaquinones (MK-n, n=1-13; K2 vitamers), and hence, is better classified as a provitamin. -- Wikipedia.	58-27-5		CC1=CC(=O)C2=CC=CC=C2C1=O	C11H8O2	InChI=1S/C11H8O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,1H3	MJVAVZPDRWSRRC-UHFFFAOYSA-N	172.0524295	CHEBI:28869	HMDB0001892	
BASm0001618	dodecan-1-ol	Dodecanol, also known by its IUPAC name 1-dodecanol or dodecan-1-ol, and by its trivial name dodecyl alcohol and lauryl alcohol, is a fatty alcohol. Dodecanol is a colourless, water insoluble solid with a melting point of 24 °C and boiling point of 259 °C. It has a floral odor. Dodecanol can be obtained from palm kernel or coconut oil fatty acids and methyl esters by reduction.	112-53-8		CCCCCCCCCCCCO	C12H26O	InChI=1S/C12H26O/c1-2-3-4-5-6-7-8-9-10-11-12-13/h13H,2-12H2,1H3	LQZZUXJYWNFBMV-UHFFFAOYSA-N	186.1983655	CHEBI:28878	HMDB0011626	
BASm0001619	N-acetyl-D-muramate	2-Acetamido-3-O-[(1R)-1-carboxylatoethyl]-2-deoxy-D-glucopyranose, also known as N-acetyl-D-muramate or N-acetylmuramic acid, belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group. 2-Acetamido-3-O-[(1R)-1-carboxylatoethyl]-2-deoxy-D-glucopyranose is soluble (in water) and a weakly acidic compound (based on its pKa).			C[C@@H](O[C@H]1[C@H](O)[C@@H](CO)OC(O)[C@@H]1NC(C)=O)C([O-])=O	C11H18NO8	InChI=1S/C11H19NO8/c1-4(10(16)17)19-9-7(12-5(2)14)11(18)20-6(3-13)8(9)15/h4,6-9,11,13,15,18H,3H2,1-2H3,(H,12,14)(H,16,17)/p-1/t4-,6-,7-,8-,9-,11?/m1/s1	MNLRQHMNZILYPY-MKFCKLDKSA-M	292.1037901	CHEBI:28881		
BASm0001620	butan-1-ol	1-Butanol, which is also known as n-butanol or 1-butanol or butyl alcohol (sometimes also called biobutanol when produced biologically), is an alcohol with a 4 carbon structure and the molecular formula of C4H10O. It is primarily used as a solvent, as an intermediate in chemical synthesis, and as a fuel. There are four isomeric structures for butanol. The straight chain isomer with the alcohol at an internal carbon is sec-butanol or 2-butanol. The branched isomer with the alcohol at a terminal carbon is isobutanol, and the branched isomer with the alcohol at the internal carbon is tert-butanol. 1-Butanol is produced in small amounts by gut microbial fermenetation through the butanoate metabolic pathway. It has been found in Bacillus, Clostridium, Escherichia, Lactobacillus, Pseudomonas, Saccharomyces, Synechococcus and Thermoanaerobacterium.	71-36-3		CCCCO	C4H10O	InChI=1S/C4H10O/c1-2-3-4-5/h5H,2-4H2,1H3	LRHPLDYGYMQRHN-UHFFFAOYSA-N	74.07316494	CHEBI:28885	HMDB0004327	
BASm0001621	5,6,7,8-tetrahydropteridine	Tetrahydrobiopterin serves well-characterized cofactor functions for hydroxylating aromatic amino acids and ether lipids and for formation of nitric oxide (NO) from L-arginine. Formation of NO involves two cycles of oxidation of Tetrahydrobiopterin to its radical with subsequent rehydroxylation into Tetrahydrobiopterin, one for reduction of the heme-bound arginine-Fe(II)O2 complex of NO synthase (NOS), the other for reduction of the N-hydroxy-L-arginine-Fe(II)O2 complex. Tetrahydrobiopterin-dependent glyceryl ether monooxygenase (EC 1.14.16.5) is found not only in liver and the gastrointestinal tract but also in brain and other organs (this enzyme plays an essential role in conjugation with the cleavage enzyme in the regulation of cellular levels of -alkyl moieties in glycerolipids). Tetrahydrobiopterin is essential for the enzymatic reaction of tyrosine 3-monooxygenase (EC 1.14.16.2) for the first step in the biosynthesis of catecholamines such as norepinephrine, epinephrine and dopamine. Limited Tetrahydrobiopterin availability not only decreases formation of NO but also causes NOS-derived superoxide/hydrogen peroxide production leading to formation of peroxynitrite as well as S-nitrosoglutathione. As a consequence of its oxygen-activating potential, Tetrahydrobiopterin is also subject to autoxidation in a free radical chain reaction in leading to formation of superoxide and finally to hydrogen peroxide. On the other hand, Tetrahydrobiopterin, like other H4-pterins, can scavenge reactive oxygen species and peroxynitrite. Thus, Tetrahydrobiopterin may have opposing effects in various biological systems depending on whether its cofactor roles outweigh its chemical reactivity or vice versa. Sepiapterin reductase (EC 1.1.1.153) catalyzes the reduction of tetrahydro-sepiapterin to tetrahydrobiopterin -the terminal step in this biosynthetic pathway for tetrahydrobiopterin. This reaction is N-acetyl-serotonin-sensitive and can completely inhibit tetrahydrobiopterin synthesis. (PMID: 3881214, 17303893, 3756924, 15223071).	10593-78-9	Solid	C1CNC2=C(N1)C=NC=N2	C6H8N4	InChI=1S/C6H8N4/c1-2-9-6-5(8-1)3-7-4-10-6/h3-4,8H,1-2H2,(H,7,9,10)	IDAICLIJTRXNER-UHFFFAOYSA-N	136.0748963	CHEBI:28889	HMDB0001216	
BASm0001622	dibenzo-p-dioxin				O1C2=CC=CC=C2OC2=C1C=CC=C2	C12H8O2	InChI=1S/C12H8O2/c1-2-6-10-9(5-1)13-11-7-3-4-8-12(11)14-10/h1-8H	NFBOHOGPQUYFRF-UHFFFAOYSA-N	184.0524295	CHEBI:28891		
BASm0001624	pentadecane	Pentadecane belongs to the family of Acyclic Alkanes. These are acyclic hydrocarbons consisting only of n carbon atoms and m hydrogen atoms where m=2*n + 2			CCCCCCCCCCCCCCC	C15H32	InChI=1S/C15H32/c1-3-5-7-9-11-13-15-14-12-10-8-6-4-2/h3-15H2,1-2H3	YCOZIPAWZNQLMR-UHFFFAOYSA-N	212.250401	CHEBI:28897	HMDB0059886	
BASm0001625	N-phenylhydroxylamine				ONC1=CC=CC=C1	C6H7NO	InChI=1S/C6H7NO/c8-7-6-4-2-1-3-5-6/h1-5,7-8H	CKRZKMFTZCFYGB-UHFFFAOYSA-N	109.0527639	CHEBI:28902	HMDB0186195	
BASm0001626	decan-1-ol	1-Decanol, or decyl alcohol, is a straight chain fatty alcohol with ten carbon atoms and the molecular formula CH3(CH2)9OH. It is a colorless viscous liquid that is insoluble in water. 1-Decanol has a strong odour. Decanol is used in the manufacture of plasticizers, lubricants, surfactants and solvents. Decanol causes a high irritability to skin and eyes, when splashed into the eyes it can cause permanent damage. Also inhalation and ingestion can be harmful, it can also function as a narcotic. It is also harmful to the environment.	112-30-1		CCCCCCCCCCO	C10H22O	InChI=1S/C10H22O/c1-2-3-4-5-6-7-8-9-10-11/h11H,2-10H2,1H3	MWKFXSUHUHTGQN-UHFFFAOYSA-N	158.1670653	CHEBI:28903	HMDB0011624	
BASm0001627	prop-2-yn-1-ol				OCC#C	C3H4O	InChI=1S/C3H4O/c1-2-3-4/h1,4H,3H2	TVDSBUOJIPERQY-UHFFFAOYSA-N	56.02621475	CHEBI:28905	HMDB0180697	
BASm0001628	cob(III)alamin	Cobalamin participates in two enzymatic processes in mammalian cells. In the methionine synthase (EC 2.1.1.13) reaction, homocysteine (HCys) is converted to methionine allowing for the "recycling" of 5-methyl-tetrahydrofolate (THF) to N5,10 methylene-THF which is needed for the de novo synthesis of thymidylic acid and ultimately, for DNA formation. Since conversion of N5,10-methylene-THF to N5-methyl-THF is irreversible, cobalamin deficiency "traps" folic acid as N5-methyl-THF. Concurrently, HCys accumulates while methionine decreases, leading to a decrease in S-adenosylmethionine which further limits N5,10-methylene-THF formation by decreasing the synthesis of formyl-THF ("formate starvation"). Decreased methionine and S-adenosylmethionine may limit many methylation reactions including those involving DNA and myelin basic protein. In the methylmalonyl CoA mutase (EC 5.1.99.1) reaction, methylmalonyl CoA, derived from propionic acid synthesized by intestinal bacteria, is converted to succinyl CoA, a precursor for fatty acid and heme synthesis Thus, cobalamin deficiency results in methylmalonic acid (MMA) accumulation. Cobalamin deficiency causes megaloblastic anemia and neurocognitive abnormalities but effects on immune function and bone formation have also been described. Low serum cobalamin levels increase the risk of osteoporosis. Tests for cobalamin deficiency include measurements of 1) total cobalamin; 2) MMA and HCys, as indices of functional cobalamin deficiency; and 3) holotranscobalamin as a measure of the metabolically active fraction of circulating cobalamin. Each approach has significant limitations. Moreover, since the pathogenesis of neurologic dysfunction in cobalamin deficiency remains unclear, these tests may not be reliable markers of neurocognitive impairment. Subtle cobalamin deficiency, defined as elevated metabolite levels usually in asymptomatic patients with low or normal serum cobalamin values, is prevalent in the elderly and has been associated with food cobalamin malabsorption, a disorder characterized by the inability to release vitamin B12 from food or from its binding proteins. Malabsorption is often unrecognized or not investigated. However, because of the potential seriousness of the complications, particularly neuropsychiatric and hematological investigation of all patients who present with vitamin or nutritional deficiency is required. Classic disorders, such as pernicious anemia, are the cause of cobalamin deficiency in only a limited proportion of elderly patients. Epidemiological studies have shown a prevalence of cobalamin deficiency of around 20% in the elderly population of industrialized countries (between 50% and 60%, depending on the definition of cobalamin deficiency used in the study). New routes of cobalamin administration (oral and nasal) are currently being developed, especially the use of oral cobalamin therapy to treat food-cobalamin malabsorption. (PMID: 16814909, 17822656).	13408-78-1	Solid	[H][C@]12[C@H](CC(N)=O)[C@@]3(C)CCC(=O)NC[C@@H](C)OP([O-])(=O)O[C@H]4[C@@H](O)[C@H](O[C@@H]4CO)N4C=[N+](C5=CC(C)=C(C)C=C45)[Co--]456N1C3=C(C)C1=[N+]4C(=CC3=[N+]5C(=C(C)C4=[N+]6[C@]2(C)[C@@](C)(CC(N)=O)[C@@H]4CCC(N)=O)[C@@](C)(CC(N)=O)[C@@H]3CCC(N)=O)C(C)(C)[C@@H]1CCC(N)=O	C62H88CoN13O14P	InChI=1S/C62H90N13O14P.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);/q;+3/p-2/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;/m1./s1	NSLAUEAQDBERRV-DSRCUDDDSA-L	1328.563777	CHEBI:28911	HMDB0002174	
BASm0001629	(E)-hex-2-enal				CCC\C=C\C=O	C6H10O	InChI=1S/C6H10O/c1-2-3-4-5-6-7/h4-6H,2-3H2,1H3/b5-4+	MBDOYVRWFFCFHM-SNAWJCMRSA-N	98.07316494	CHEBI:28913	HMDB0176892	
BASm0001630	(2S)-sakuranetin	Sakuranetin is found in black walnut. Sakuranetin is a flavanone, a type of flavonoid. It can be found in Polymnia fruticosa and rice, where it acts as a phytoalexin against spore germination of Pyricularia oryzae	2957-21-3		[H][C@]1(CC(=O)C2=C(O1)C=C(OC)C=C2O)C1=CC=C(O)C=C1	C16H14O5	InChI=1S/C16H14O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-7,14,17-18H,8H2,1H3/t14-/m0/s1	DJOJDHGQRNZXQQ-AWEZNQCLSA-N	286.0841236	CHEBI:28927	HMDB0030090	
BASm0001631	angelicin	Angelicin is found in coriander. Angelicin is a constituent of roots and leaves of angelica (Angelica archangelica). Angelicin is found in roots and on surface of parsnips and diseased celery.Angelicin is a furanocoumarin. It can be found in Bituminaria bituminosa. It is present in the list of IARC Group 3 carcinogens (Angelicin plus ultraviolet A radiation). (Wikipedia).	523-50-2	Solid	[H]C1=C([H])C2=C(O1)C([H])=C([H])C1=C2OC(=O)C([H])=C1[H]	C11H6O3	InChI=1S/C11H6O3/c12-10-4-2-7-1-3-9-8(5-6-13-9)11(7)14-10/h1-6H	XDROKJSWHURZGO-UHFFFAOYSA-N	186.0316941	CHEBI:28928	HMDB0033930	
BASm0001632	vitamin D2	Ergocalciferol is a form of Vitamin D, also called vitamin D2. It is created from viosterol, which in turn is created when ultraviolet light activates ergosterol. Ergocalciferol is used in the treatment of hypcalcemia and in dialysis-dependent renal failure. Ergoalcifediol is a fat soluble steroid hormone precursor of vitamin D that contributes to the maintenance of normal levels of calcium and phosphorus in the bloodstream. Vitamin D2 is the form of vitamin D most commonly added to foods and nutritional supplements. Vitamin D2 must be transformed (hydroxylated) into one of two active forms via the liver or kidney. Once transformed, it binds to the vitamin D receptor that then leads to a variety of regulatory roles.	50-14-6		[H][C@@]1(CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)CCC1=C)[C@H](C)\C=C\[C@H](C)C(C)C	C28H44O	InChI=1S/C28H44O/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-28(26,27)6)12-13-24-18-25(29)14-11-21(24)4/h9-10,12-13,19-20,22,25-27,29H,4,7-8,11,14-18H2,1-3,5-6H3/b10-9+,23-12+,24-13-/t20-,22+,25-,26+,27-,28+/m0/s1	MECHNRXZTMCUDQ-RKHKHRCZSA-N	396.339216	CHEBI:28934	HMDB0000900	
BASm0001633	NH4(+)	Ammonium is an important source of nitrogen for many plant species, especially those growing on hypoxic soils. However, it is also toxic to most crop species and is rarely applied as a sole nitrogen source. The ammonium (more obscurely: aminium) cation is a positively charged polyatomic cation with the chemical formula NH4+. It is formed by the protonation of ammonia (NH3). Ammonium is also a general name for positively charged or protonated substituted amines and quaternary ammonium cations (NR4+), where one or more hydrogen atoms are replaced by organic radical groups (indicated by R). Ammonium is found to be associated with N-acetylglutamate synthetase deficiency, which is an inborn error of metabolism.	14798-03-09		[NH4+]	H4N	InChI=1S/H3N/h1H3/p+1	QGZKDVFQNNGYKY-UHFFFAOYSA-O	18.03437413	CHEBI:28938	HMDB0041827	
BASm0001634	calciol	Vitamin D3, also called cholecalciferol, is one of the forms of vitamin D. Vitamin D3 is a steroid hormone that has long been known for its important role in regulating body levels of calcium and phosphorus, in mineralization of bone, and for the assimilation of Vitamin A. It is structurally similar to steroids such as testosterone, cholesterol, and cortisol (although vitamin D3, itself, is a secosteroid). Vitamin D3 is a derivative of 7-dehydroxycholesterol formed by ultraviolet rays breaking the C9-C10 bond. It differs from ergocalciferol in having a single bond between C22 and C23 and lacking a methyl group at C24. Vitamin D3 can also come from dietary sources, such as beef liver, cheese, egg yolks, and fatty fish (PubChem). The first step involved in the activation of vitamin D3 is a 25-hydroxylation catalyzed by 25-hydroxylase in the liver and then by other enzymes. The mitochondrial sterol 27-hydroxylase catalyzes the first reaction in the oxidation of the side chain of sterol intermediates. The active form of vitamin D3 (calcitriol) binds to intracellular receptors that then function as transcription factors to modulate gene expression. Like the receptors for other steroid hormones and thyroid hormones, the vitamin D receptor has hormone-binding and DNA-binding domains. The vitamin D receptor forms a complex with another intracellular receptor, the retinoid-X receptor, and that heterodimer is what binds to DNA. In most cases studied, the effect is to activate transcription, but situations are also known in which vitamin D suppresses transcription. Calcitriol increases the serum calcium concentrations by (1) increasing GI absorption of phosphorus and calcium, (2) increasing osteoclastic resorption, and (3) increasing distal renal tubular reabsorption of calcium. Calcitriol appears to promote intestinal absorption of calcium through binding to the vitamin D receptor in the mucosal cytoplasm of the intestine. Subsequently, calcium is absorbed through the formation of a calcium-binding protein.	67-97-0		[H][C@@]1(CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)CCC1=C)[C@H](C)CCCC(C)C	C27H44O	InChI=1S/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h12-13,19,21,24-26,28H,3,6-11,14-18H2,1-2,4-5H3/b22-12+,23-13-/t21-,24+,25-,26+,27-/m1/s1	QYSXJUFSXHHAJI-YRZJJWOYSA-N	384.339216	CHEBI:28940	HMDB0000876	
BASm0001635	N-acetyl-7-O-acetylneuraminate	N-Acetyl-7-O-acetylneuraminic acid is a component of glycoprotein- and glycolipid-bound sialic acids present in the human erythrocyte membrane (RBC). (PMID: 12527384). N-Acetyl-7-O-acetylneuraminic acid has been detected in basaliomas and normal human skin. (PMID: 11180001). Determination of N-Acetyl-7-O-acetylneuraminic acid in human serum has been obtained by fluorometric high-performance liquid chromatography. (PMID: 2757191).	18529-63-0	Solid	CC(=O)N[C@@H]1[C@@H](O)C[C@@](O)(C(=O)[O-])O[C@H]1C(OC(C)=O)C(O)CO	C13H21NO10	InChI=1S/C13H21NO10/c1-5(16)14-9-7(18)3-13(22,12(20)21)24-11(9)10(8(19)4-15)23-6(2)17/h7-11,15,18-19,22H,3-4H2,1-2H3,(H,14,16)(H,20,21)/t7-,8+,9+,10+,11+,13-/m0/s1	DUOKWMWKFGDUDQ-GRRZBWEESA-N	351.1165459	CHEBI:28944	HMDB0000785	
BASm0001636	theobromine	Theobromine, or 3,7-Dimethylxanthine, is the principle alkaloid in Theobroma cacao (the cacao bean) and other plants. A xanthine alkaloid that is used as a bronchodilator and as a vasodilator. It has a weaker diuretic activity than theophylline and is also a less powerful stimulant of smooth muscle. It has practically no stimulant effect on the central nervous system. It was formerly used as a diuretic and in the treatment of angina pectoris and hypertension. Theobromine is a bitter alkaloid of the methylxanthine family, which also includes the similar compounds theophylline and caffeine. Despite its name, the compound contains no bromine. Theobromine is derived from Theobroma, the genus of the cacao tree, which is composed of the Greek roots theo ("God") and broma ("food"), meaning "food of the gods". It is the primary alkaloid found in cocoa and chocolate, and is one of the causes for chocolate's mood-elevating effects. The amount found in chocolate is small enough that chocolate can be safely consumed by humans in large quantities, but animals that metabolize theobromine more slowly, such as cats and dogs, can easily consume enough chocolate to cause chocolate poisoning. Theobromine is a stimulant frequently confused with caffeine. Theobromine has very different effects on the human body from caffeine; it is a mild, lasting stimulant with a mood improving effect, whereas caffeine has a strong, immediate effect and increases stress. In medicine, it is used as a diuretic, vasodilator, and myocardial stimulant. There is a possible association between prostate cancer and theobromine. Theobromine is a contributing factor in acid reflux because it relaxes the esophageal sphincter muscle, allowing stomach acid access to the esophagus.	83-67-0		CN1C=NC2=C1C(O)=NC(=O)N2C	C7H8N4O2	InChI=1S/C7H8N4O2/c1-10-3-8-5-4(10)6(12)9-7(13)11(5)2/h3H,1-2H3,(H,9,12,13)	YAPQBXQYLJRXSA-UHFFFAOYSA-N	180.0647255	CHEBI:28946	HMDB0002825	
BASm0001637	5alpha-pregnane-3,20-dione	5a-Pregnane-3,20-dione is a biologically active 5-alpha-reduced metabolite of plasma progesterone. It is the immediate precursor of 5-alpha-pregnan-3-alpha-ol-20-one (allopregnanolone), a neuroactive steroid that binds with GABA(A) receptor.	566-65-4		[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)CC[C@]12C	C21H32O2	InChI=1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h14,16-19H,4-12H2,1-3H3/t14-,16-,17+,18-,19-,20-,21+/m0/s1	XMRPGKVKISIQBV-BJMCWZGWSA-N	316.2402303	CHEBI:28952	HMDB0003759	
BASm0001638	2-methoxy-17beta-estradiol	2-Methoxyestradiol (2ME2) is a drug that prevents the formation of new blood vessels that tumours need in order to grow (angiogenesis). It is derived from estrogen, although it binds poorly to known estrogen receptors, and belongs to the family of drugs called angiogenesis inhibitors. It has undergone phase 1 clinical trials against breast cancers. Preclinical models also suggest that 2ME2 could also be effective against inflammatory diseases such as rheumatoid arthritis. 2ME2 also acts as a vasodilator.	0362-07-02	Solid	[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C(OC)=C3	C19H26O3	InChI=1S/C19H26O3/c1-19-8-7-12-13(15(19)5-6-18(19)21)4-3-11-9-16(20)17(22-2)10-14(11)12/h9-10,12-13,15,18,20-21H,3-8H2,1-2H3/t12-,13+,15-,18-,19-/m0/s1	CQOQDQWUFQDJMK-SSTWWWIQSA-N	302.1881947	CHEBI:28955	HMDB0000405	
BASm0001639	Cobinamide	Cobinamide is an intermediate in porphyrin and chlorophyll metabolism. It is converted to adenosyl cobinamide via the enzyme cob(I)alamin adenosyltransferase [EC:2.5.1.17]. Adenosyl cobinamide is the third to last step in the synthesis of vitamin B12 coenzyme.	13497-85-3	Solid	CC1=C2N3[C@H]([C@H](CC(N)=O)[C@@]2(C)CCC(=O)NC[C@@H](C)O)[C@]2(C)[N+]4=C(C(C)=C5[N+]6=C(C=C7[N+](=C1[C@@H](CCC(N)=O)C7(C)C)[Co-3]364)[C@@H](CCC(N)=O)[C@]5(C)CC(N)=O)[C@@H](CCC(N)=O)[C@]2(C)CC(N)=O	C48H72CoN11O8	InChI=1S/C48H73N11O8.Co/c1-23(60)22-55-38(67)16-17-45(6)29(18-35(52)64)43-48(9)47(8,21-37(54)66)28(12-15-34(51)63)40(59-48)25(3)42-46(7,20-36(53)65)26(10-13-32(49)61)30(56-42)19-31-44(4,5)27(11-14-33(50)62)39(57-31)24(2)41(45)58-43;/h19,23,26-29,43,60H,10-18,20-22H2,1-9H3,(H14,49,50,51,52,53,54,55,56,57,58,59,61,62,63,64,65,66,67);/q;+3/p-1/t23-,26-,27-,28-,29+,43-,45-,46+,47+,48+;/m1./s1	FEESAGIUMZGLMF-JFYQDRLCSA-M	989.4897335	CHEBI:28956	HMDB0006902	MMDBc0029848
BASm0001640	a dicarboxylate				O=C([O-])*C(=O)[O-]					CHEBI:28965		
BASm0001641	biphenyl-2,2'-diol				OC1=CC=CC=C1C1=CC=CC=C1O	C12H10O2	InChI=1S/C12H10O2/c13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)14/h1-8,13-14H	IMHDGJOMLMDPJN-UHFFFAOYSA-N	186.0680796	CHEBI:28970		
BASm0001642	(R)-propane-1,2-diol	Propylene glycol (CAS: 57-55-6), also known as 1,2-propanediol, is an organic compound (a diol alcohol), usually a tasteless, odourless, and colourless clear oily liquid that is hygroscopic and miscible with water, acetone, and chloroform. It is manufactured by the hydration of propylene oxide. Propylene glycol is used as a solvent for intravenous, oral, and topical pharmaceutical preparations It is generally considered safe. However, in large doses, it can be toxic, especially if given over a short period of time. Intravenous lorazepam contains the largest amount of propylene glycol of commonly used drugs. In adults with normal liver and kidney function, the terminal half-life of propylene glycol ranges from 1.4 to 3.3 hours. Propylene glycol is metabolized by the liver to form lactate, acetate, and pyruvate. The nonmetabolized drug is excreted in the urine mainly as the glucuronide conjugate, approximately 12 to 45 percent is excreted unchanged in urine. Renal clearance decreases as the dose administered increases (390 ml/minute/173 m2 at a dose of 5 g/day but only 144 ml/minute/173 m2 at a dose of 21 g/day). These data suggest that renal clearance declines at higher propylene glycol doses because of the saturation of proximal tubular secretion of the drug. As an acceptable level of propylene glycol has not been defined, the clinical implication of a propylene glycol level is unclear. The World Health Organization (WHO) recommends a maximum consumption of 25 mg/kg/day (1.8 g/day for a 75 kg male) of propylene glycol when used as a food additive, but this limit does not address its use as a drug solvent. No maximum dose is recommended in the literature for intravenous therapy with propylene glycol. Intoxication occurs at much higher doses than the WHO dose limit and is exclusive to pharmacologic exposure. Propylene glycol toxicity includes the development of serum hyperosmolality, lactic acidosis, and kidney failure. It has been suggested that proximal tubular necrosis is the cause of acute kidney injury from propylene glycol. Along these lines, proximal tubular cell injury occurs in cultured human cells exposed to propylene glycol. Acute tubular necrosis was described with propylene glycol toxicity in a case of concomitant administration of intravenous lorazepam and trimethoprim sulfamethoxazole. Propylene glycol induced intoxication can also mimic sepsis or systemic inflammatory response syndrome (SIRS). Patients suspected of having sepsis with negative cultures should be evaluated for propylene glycol toxicity if they have been exposed to high dose lorazepam or other medications containing this solvent (PMID:17555487).	4254-14-2	Liquid	C[C@@H](O)CO	C3H8O2	InChI=1S/C3H8O2/c1-3(5)2-4/h3-5H,2H2,1H3/t3-/m1/s1	DNIAPMSPPWPWGF-GSVOUGTGSA-N	76.0524295	CHEBI:28972	HMDB0001881	
BASm0001643	2,5-dichlorocyclohexa-2,5-dien-1,4-diol				OC1C=C(Cl)C(O)C=C1Cl	C6H6Cl2O2	InChI=1S/C6H6Cl2O2/c7-3-1-5(9)4(8)2-6(3)10/h1-2,5-6,9-10H	CPXFTNFOQXXRBF-UHFFFAOYSA-N	179.9744848	CHEBI:28975		MMDBc0054202
BASm0001644	3-carboxy-2-hydroxy-7-methyl-6-oxo-(2Z,4Z)-octadienoate				CC(C)C(=O)/C=C\C(C(=O)[O-])=C(\O)C(=O)[O-]	C10H12O6	InChI=1S/C10H12O6/c1-5(2)7(11)4-3-6(9(13)14)8(12)10(15)16/h3-5,12H,1-2H3,(H,13,14)(H,15,16)/b4-3-,8-6-	QIADQBIXDULDTJ-XYMCEGRYSA-N	228.0633881	CHEBI:28977		
BASm0001645	(S)-1,2-epoxypropane			Expected Solid	[H][C@]1(C)CO1	C3H6O	InChI=1S/C3H6O/c1-3-2-4-3/h3H,2H2,1H3/t3-/m0/s1	GOOHAUXETOMSMM-VKHMYHEASA-N	58.04186481	CHEBI:28982		MMDBc0055054
BASm0001646	(R)-1,2-epoxypropane			Expected Solid	[H][C@@]1(C)CO1	C3H6O	InChI=1S/C3H6O/c1-3-2-4-3/h3H,2H2,1H3/t3-/m1/s1	GOOHAUXETOMSMM-GSVOUGTGSA-N	58.04186481	CHEBI:28985		MMDBc0055022
BASm0001647	2,4,5-trichlorocyclohexa-2,5-dien-1-ol				OC1C=C(Cl)C(Cl)C=C1Cl	C6H5Cl3O	InChI=1S/C6H5Cl3O/c7-3-1-5(9)6(10)2-4(3)8/h1-3,6,10H	KRQUJBMPSDPYMT-UHFFFAOYSA-N	197.9405979	CHEBI:28989		
BASm0001649	2'-deoxyinosine	Deoxyinosine is a nucleoside that is formed when hypoxanthine is attached to a deoxyribose ring (also known as a ribofuranose) via a beta-N9-glycosidic bond. Deoxyinosine is found in DNA while inosine is found in RNA. Inosine is a nucleic acid important for RNA editing. Adenosine deaminase (ADA) catalyzes the conversion of adenosine and deoxyadenosine to inosine and deoxyinosine, respectively. ADA-deficient individuals suffer from severe combined immunodeficiency (SCID) and are unable to produce significant numbers of mature T or B lymphocytes. This occurs as a consequence of the accumulation of ADA substrates or their metabolites. Inosine is also an intermediate in a chain of purine nucleotides reactions required for muscle movements. Moreover, deoxyinosine is found to be associated with purine nucleoside phosphorylase (PNP) deficiency, which is an inborn error of metabolism.	890-38-0		OC[C@H]1O[C@H](C[C@@H]1O)N1C=NC2=C1N=CNC2=O	C10H12N4O4	InChI=1S/C10H12N4O4/c15-2-6-5(16)1-7(18-6)14-4-13-8-9(14)11-3-12-10(8)17/h3-7,15-16H,1-2H2,(H,11,12,17)/t5-,6+,7+/m0/s1	VGONTNSXDCQUGY-RRKCRQDMSA-N	252.0858549	CHEBI:28997	HMDB0000071	
BASm0001650	N-acetyl-9-O-acetylneuraminate			Expected Solid	[H][C@@](O)(COC(C)=O)[C@@]([H])(O)[C@]1([H])O[C@@](O)(C[C@]([H])(O)[C@@]1([H])N=C(C)[O-])C(O)=O	C13H20NO10	InChI=1S/C13H21NO10/c1-5(15)14-9-7(17)3-13(22,12(20)21)24-11(9)10(19)8(18)4-23-6(2)16/h7-11,17-19,22H,3-4H2,1-2H3,(H,14,15)(H,20,21)/p-1/t7-,8+,9+,10+,11+,13-/m0/s1	NYWZBRWKDRMPAS-GRRZBWEESA-M	350.1092694	CHEBI:28999		MMDBc0056118
BASm0001651	(3R)-3-isopropenyl-6-oxoheptanoate				C=C(C)[C@H](CCC(C)=O)CC(=O)[O-]	C10H16O3	InChI=1S/C10H16O3/c1-7(2)9(6-10(12)13)5-4-8(3)11/h9H,1,4-6H2,2-3H3,(H,12,13)/t9-/m1/s1	NJOIWWRMLFSDTM-SECBINFHSA-N	184.1099444	CHEBI:29001		
BASm0001652	(S)-propane-1,2-diol	(S)-Propane-1,2-diol, also known as (S)-1,2-propanediol or (S)-propylene glycol, belongs to the class of organic compounds known as 1,2-diols. These are polyols containing an alcohol group at two adjacent positions. (S)-Propane-1,2-diol is an extremely weak basic (essentially neutral) compound (based on its pKa). (S)-Propane-1,2-diol has been detected, but not quantified in, several different foods, such as common buckwheats, mustard spinach, sugar apples, black crowberries, and bayberries. This could make (S)-propane-1,2-diol a potential biomarker for the consumption of these foods. (S)-Propane-1,2-diol is a clear, colourless, viscous organic solvent and diluent used in pharmaceutical preparations.	4254-15-3	Solid	C[C@H](O)CO	C3H8O2	InChI=1S/C3H8O2/c1-3(5)2-4/h3-5H,2H2,1H3/t3-/m0/s1	DNIAPMSPPWPWGF-VKHMYHEASA-N	76.0524295	CHEBI:29002	HMDB0006213	
BASm0001653	N-acetyl-4-O-acetylneuraminate			Expected Solid	[H][C@@](O)(CO)[C@@]([H])(O)[C@]1([H])O[C@@](O)(C[C@]([H])(OC(C)=O)[C@@]1([H])N=C(C)[O-])C(O)=O	C13H20NO10	InChI=1S/C13H21NO10/c1-5(16)14-9-8(23-6(2)17)3-13(22,12(20)21)24-11(9)10(19)7(18)4-15/h7-11,15,18-19,22H,3-4H2,1-2H3,(H,14,16)(H,20,21)/p-1/t7-,8+,9-,10-,11-,13+/m1/s1	LVBIMVQYUKOENY-XAGGSGLKSA-M	350.1092694	CHEBI:29006		MMDBc0056117
BASm0001654	2'-aminobiphenyl-2,3-diol			Expected Solid	NC1=CC=CC=C1C1=C(O)C(O)=CC=C1	C12H11NO2	InChI=1S/C12H11NO2/c13-10-6-2-1-4-8(10)9-5-3-7-11(14)12(9)15/h1-7,14-15H,13H2	WPDDFIBFWKUENN-UHFFFAOYSA-N	201.0789786	CHEBI:29010		MMDBc0055307
BASm0001655	cordycepin			Expected Solid	[H][C@@]1(CO)C[C@@]([H])(O)[C@@]([H])(O1)N1C=NC2=C(N)N=CN=C12	C10H13N5O3	InChI=1S/C10H13N5O3/c11-8-7-9(13-3-12-8)15(4-14-7)10-6(17)1-5(2-16)18-10/h3-6,10,16-17H,1-2H2,(H2,11,12,13)/t5-,6+,10+/m0/s1	OFEZSBMBBKLLBJ-BAJZRUMYSA-N	251.1018393	CHEBI:29014		MMDBc0015661
BASm0001656	neral	cis-Citral, also known as neural or citral B, is the Z-isomer of the terpenoid citral. Citral is found in carrot.	106-26-3		CC(C)=CCC\C(C)=C/C=O	C10H16O	InChI=1S/C10H16O/c1-9(2)5-4-6-10(3)7-8-11/h5,7-8H,4,6H2,1-3H3/b10-7-	WTEVQBCEXWBHNA-YFHOEESVSA-N	152.1201151	CHEBI:29020	HMDB0035092	
BASm0001657	(R)-pantothenate	Pantothenic acid, also called vitamin B5, is a water-soluble vitamin required to sustain life. Pantothenic acid is needed to form coenzyme-A (CoA), and is thus critical in the metabolism and synthesis of carbohydrates, proteins, and fats. Its name is derived from the Greek pantothen meaning "from everywhere" and small quantities of pantothenic acid are found in nearly every food, with high amounts in whole grain cereals, legumes, eggs, meat, and royal jelly. Pantothenic acid is classified as a member of the secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl). Pantothenic acid is considered to be soluble (in water) and acidic.	79-83-4	Solid	CC(C)(CO)[C@@H](O)C(=O)NCCC([O-])=O	C9H16NO5	InChI=1S/C9H17NO5/c1-9(2,5-11)7(14)8(15)10-4-3-6(12)13/h7,11,14H,3-5H2,1-2H3,(H,10,15)(H,12,13)/p-1/t7-/m0/s1	GHOKWGTUZJEAQD-ZETCQYMHSA-M	218.1028476	CHEBI:29032	HMDB0000210	
BASm0001658	Fe(2+)	Iron is a chemical element with the symbol Fe and atomic number 26. Iron makes up 5% of the Earth's crust and is second in abundance to aluminium among the metals and fourth in abundance among the elements. Physiologically, it. exists as an ion in the body. Iron (as Fe2+, ferrous ion) is a necessary trace element used by all known living organisms. Iron-containing enzymes, usually containing heme prosthetic groups, participate in catalysis of oxidation reactions in biology, and in transport of a number of soluble gases. Iron is an essential constituent of hemoglobin, cytochrome, and other components of respiratory enzyme systems. Its chief functions are in the transport of oxygen to tissue (hemoglobin) and in cellular oxidation mechanisms. Inorganic iron involved in redox reactions is also found in the iron-sulfur clusters of many enzymes, such as nitrogenase (involved in the synthesis of ammonia from nitrogen and hydrogen) and hydrogenase. A class of non-heme iron proteins is responsible for a wide range of functions such as ribonucleotide reductase (reduces ribose to deoxyribose; DNA biosynthesis) and purple acid phosphatase (hydrolysis of phosphate esters). When the body is fighting a bacterial infection, the body sequesters iron inside of cells (mostly stored in the storage molecule ferritin) so that it cannot be used by bacteria. Depletion of iron stores may result in iron-deficiency anemia. Iron is used to build up the blood in anemia. Humans experience iron toxicity above 20 milligrams of iron for every kilogram of weight, and 60 milligrams per kilogram is a lethal dose. Over-consumption of iron, often the result of children eating large quantities of ferrous sulfate tablets intended for adult consumption, is the most common toxicological cause of death in children under six. The DRI lists the Tolerable Upper Intake Level (UL) for adults as 45 mg/day. For children under fourteen years old the UL is 40 mg/day. Iron is a metal extracted from iron ore, and is almost never found in the free elemental state.	15438-31-0	Solid	[Fe++]	Fe	InChI=1S/Fe/q+2	CWYNVVGOOAEACU-UHFFFAOYSA-N	55.93494213	CHEBI:29033	HMDB0000692	
BASm0001659	Fe(3+)	The major activity of supplemental iron is in the prevention and treatment of iron deficiency anemia. Iron has putative immune-enhancing, anticarcinogenic and cognition-enhancing activities.	7439-89-6	Solid	[Fe+3]	Fe	InChI=1S/Fe/q+3	VTLYFUHAOXGGBS-UHFFFAOYSA-N	55.93494213	CHEBI:29034	HMDB0012943	
BASm0001660	Mn(2+)	Manganese is an essential trace nutrient in all forms of life. Physiologically, it. exists as an ion in the body. It is concentrated in cell mitochondria, mostly in the pituitary gland, liver, pancreas, kidney, and bone, influences the synthesis of mucopolysaccharides, stimulates hepatic synthesis of cholesterol and fatty acids, and is a cofactor in many enzymes, including arginase and alkaline phosphatase in the liver.	7439-96-5	Solid	[Mn++]	Mn	InChI=1S/Mn/q+2	WAEMQWOKJMHJLA-UHFFFAOYSA-N	54.93804964	CHEBI:29035	HMDB0001333	
BASm0001661	Cu(2+)	Copper is an essential nutrient to all higher plants and animals. Physiologically, it exists as an ion in the body. In animals, it is found primarily in the bloodstream, as a cofactor in various enzymes, and in copper-based pigments. In the body, copper shifts between the cuprous (Cu1+) and cupric (Cu2+) forms, though the majority of the body's copper is in the Cu2+ form. The ability of copper to easily accept and donate electrons explains its important role in oxidation-reduction (redox) reactions and in scavenging free radicals. Copper is a critical functional component of a number of essential enzymes known as cuproenzymes. For instance, the copper-dependent enzyme, cytochrome c oxidase, plays a critical role in cellular energy production. By catalyzing the reduction of molecular oxygen (O2) to water (H2O), cytochrome c oxidase generates an electrical gradient used by the mitochondria to create the vital energy-storing molecule, ATP. Another cuproenzyme, lysyl oxidase, is required for the cross-linking of collagen and elastin, which are essential for the formation of strong and flexible connective tissue. Another cuproeznyme, Monoamine oxidase (MAO), plays a role in the metabolism of the neurotransmitters norepinephrine, epinephrine, and dopamine. MAO also functions in the degradation of the neurotransmitter serotonin, which is the basis for the use of MAO inhibitors as antidepressants. One of the most important cuproenzymes is Superoxide dismutase (SOD). SOD functions as an antioxidant by catalyzing the conversion of superoxide radicals (free radicals or ROS) to hydrogen peroxide, which can subsequently be reduced to water by other antioxidant enzymes. Two forms of SOD contain copper: 1) copper/zinc SOD is found within most cells of the body, including red blood cells, and 2) extracellular SOD is a copper-containing enzyme found at high levels in the lungs and low levels in blood plasma. In sufficient amounts, copper can be poisonous or even fatal to organisms. Copper is normally bound to cuproenzymes (such as SOD, MOA) and is thus only toxic when unsequestered and unmediated. It is believed that zinc and copper compete for absorption in the digestive tract so that a diet that is excessive in one of these minerals may result in a deficiency in the other. An imbalance of zinc and copper status might be involved in human hypertension. Furthermore, copper is found to be associated with hyperzincaemia and hypercalprotectinaemia and Wilson's disease, which are inborn errors of metabolism.	7440-50-8	Solid	[Cu++]	Cu	InChI=1S/Cu/q+2	JPVYNHNXODAKFH-UHFFFAOYSA-N	62.92960108	CHEBI:29036	HMDB0000657	MMDBc0000133
BASm0001662	Mn(3+)				[Mn+3]	Mn	InChI=1S/Mn/q+3	MMIPFLVOWGHZQD-UHFFFAOYSA-N	54.93804964	CHEBI:29041		MMDBc0054564
BASm0001663	O-beta-D-glucosyl-cis-zeatin	cis-Zeatin O-glucoside, also known as O-beta-D-glucosylzeatin, belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol, a phosphorylated alcohol (phosphoprenol), or a hydroxy fatty acid, or to one carboxyl group of a fatty acid (ester linkage) or an amino alcohol. cis-Zeatin O-glucoside is a very strong basic compound (based on its pKa). cis-Zeatin O-glucoside is an intermediate in zeatin biosynthesis. It is generated from cis-zeatin via the enzyme cis-zeatin O-beta-D-glucosyltransferase (EC 2.4.1.215).	71866-93-8	Solid	C\C(CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)=C\CNC1=C2N=CN=C2N=CN1	C16H23N5O6	InChI=1S/C16H23N5O6/c1-8(2-3-17-14-10-15(19-6-18-10)21-7-20-14)5-26-16-13(25)12(24)11(23)9(4-22)27-16/h2,6-7,9,11-13,16,22-25H,3-5H2,1H3,(H2,17,18,19,20,21)/b8-2-/t9-,11-,12+,13-,16-/m1/s1	UUPDCCPAOMDMPT-MTQUCLQASA-N	381.1648335	CHEBI:29043	HMDB0012203	
BASm0001664	3,4-dihydroxypyridine				OC1=CNC=CC1=O	C5H5NO2	InChI=1S/C5H5NO2/c7-4-1-2-6-3-5(4)8/h1-3,8H,(H,6,7)	ZCUUVWCJGRQCMZ-UHFFFAOYSA-N	111.0320284	CHEBI:29053		
BASm0001665	3-(3,4-dihydroxyphenyl)pyruvate	3,4-dihydroxyphenylpyruvate, also known as 3-(3,4-dihydroxyphenyl)-2-oxopropanoate, belongs to phenylpyruvic acid derivatives class of compounds. Those are compounds containing a phenylpyruvic acid moiety, which consists of a phenyl group substituted at the second position by an pyruvic acid. 3,4-dihydroxyphenylpyruvate is slightly soluble (in water) and a moderately acidic compound (based on its pKa). 3,4-dihydroxyphenylpyruvate can be found in a number of food items such as potato, skunk currant, dock, and towel gourd, which makes 3,4-dihydroxyphenylpyruvate a potential biomarker for the consumption of these food products.			OC1=C(O)C=C(CC(=O)C([O-])=O)C=C1	C9H7O5	InChI=1S/C9H8O5/c10-6-2-1-5(3-7(6)11)4-8(12)9(13)14/h1-3,10-11H,4H2,(H,13,14)/p-1	LQQFFJFGLSKYIR-UHFFFAOYSA-M	195.0298969	CHEBI:29055	HMDB0304103	
BASm0001666	alpha-pinene oxide	Alpha-pinene oxide is cheap monoterpene, which is important compound for the fragnance industry. Biocatalytic method is used to convert monoterpenes into terpenoids. The biotransformation of alpha-pinene oxide using resting cells of Pseudomonas fluorescens NCIMB 11671 produces isonovalal (cis-2-methyl-5-isopropylhexa-2,5-dienal), which is a fragrance. However, this biotransformation has technical problems including the following: alpha-pinene oxide undergoes autoxidation in water and light; it is hydrophobic and relatively toxic to the biocatalyst; and it suffers from product inhibition. the influence of other terpene byproducts on the flux of alpha-pinene oxide was investigated and found to decrease the flux into the organic phase by up to 10%. (PMID: 16321051).	1686-14-2		CC1(C)C2CC3OC3(C)C1C2	C10H16O	InChI=1S/C10H16O/c1-9(2)6-4-7(9)10(3)8(5-6)11-10/h6-8H,4-5H2,1-3H3	NQFUSWIGRKFAHK-UHFFFAOYSA-N	152.1201151	CHEBI:29060	HMDB0003667	
BASm0001667	1,6,6-trimethyl-2,7-dioxabicyclo[3.2.2]nonan-3-one				CC12CCC(CC(=O)O1)C(C)(C)O2		InChI=1S/C10H16O3/c1-9(2)7-4-5-10(3,13-9)12-8(11)6-7/h7H,4-6H2,1-3H3	KAUZXNDCPVMFCH-UHFFFAOYSA-N		CHEBI:29064		
BASm0001668	a carboxylate				[1*]C(=O)[O-]					CHEBI:29067		
BASm0001669	3-deoxy-D-glycero-2,5-hexodiulosonate	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate (2,5-Diketo-3-deoxy-D-gluconate or 3-Deoxy-D-glycero-2,5-hexodiulosonate) is involved in pentose and glucuronate interconversions.  It is a substrate for 2-dehydro-3-deoxy-D-gluconate 5-dehydrogenase.  This enzyme catalyzes the reduction of 2,5-diketo-3-deoxygluconate (DKII or 4,6-dihydroxy-2,5-dioxohexanoate) into 2-keto-3-deoxygluconate (KDG or 2-dehydro-3-deoxygluconate) with a concomitant oxidation of NADH.  It is also a substrate for 4-deoxy-L-threo-5-hexosulose-uronate ketol-isomerase.  This enzyme catalyzes the isomerization of 5-dehydro-4-deoxy-D-glucuronate to 3-deoxy-D-glycero-2,5-hexodiulosonate.			O=C([O-])C(=O)C[C@H](O)C(=O)CO	C6H8O6	InChI=1S/C6H8O6/c7-2-5(10)3(8)1-4(9)6(11)12/h3,7-8H,1-2H2,(H,11,12)/t3-/m0/s1	IBGYNIRCYXIAON-VKHMYHEASA-N	176.032088	CHEBI:29071		
BASm0001671	N-methyl-L-glutamate	N-methyl-L-glutamic Acid, also known as N-Methylglutamate or (2S)-2-(methylamino)Pentanedioic acid, is classified as a glutamic acid or a Glutamic acid derivative. Glutamic acids are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. N-methyl-L-glutamic Acid is considered to be soluble (in water) and acidic	35989-16-3		C[NH2+][C@@H](CCC(=O)[O-])C(=O)[O-]	C6H11NO4	InChI=1S/C6H11NO4/c1-7-4(6(10)11)2-3-5(8)9/h4,7H,2-3H2,1H3,(H,8,9)(H,10,11)/t4-/m0/s1	XLBVNMSMFQMKEY-BYPYZUCNSA-N	161.0688078	CHEBI:29083	HMDB0062660	
BASm0001672	D-Fructose	Fructose, or levulose, is a levorotatory monosaccharide and an isomer of glucose (C6H12O6). Pure fructose has a sweet taste similar to cane sugar, but with a "fruity" aroma. Pure, dry fructose is a sweet, white, odorless, crystalline solid, and is the most water-soluble of all the sugars. Although fructose is a hexose (6-carbon sugar), it generally exists as a 5-member hemiketal ring (a furanose). This structure is responsible for the long metabolic pathway and high reactivity compared to glucose. Fructose is a reducing sugar, as are all monosaccharides. Fructose is found in many foods including honey, tree fruits, berries, melons, and some root vegetables, such as beets, sweet potatoes, parsnips, and onions. Commercially, fructose is derived from sugar cane, sugar beets, and maize. Fructose is also derived from the digestion of sucrose, a disaccharide consisting of glucose and fructose that is broken down by enzymes during digestion. Fructose is the sweetest naturally occurring sugar, estimated to be twice as sweet as sucrose. It is used as a preservative and an intravenous infusion in parenteral feeding. Excessive consumption of fructose (especially from sugar-sweetened beverages) may contribute to insulin resistance, obesity, elevated LDL cholesterol and triglycerides, leading to metabolic syndrome (PMID: 26429086). Fructose exists in foods either as a monosaccharide (free fructose) or as a unit of a disaccharide (sucrose). Free fructose is absorbed directly by the intestine. When fructose is consumed in the form of sucrose, it is digested (broken down) and then absorbed as free fructose. As sucrose comes into contact with the membrane of the small intestine, the enzyme sucrase catalyzes the cleavage of sucrose to yield one glucose unit and one fructose unit, which are then each absorbed. After absorption, it enters the hepatic portal vein and is directed toward the liver. fructose absorption occurs on the mucosal membrane via facilitated transport involving GLUT5 transport proteins. Since the concentration of fructose is higher in the lumen, fructose is able to flow down a concentration gradient into the enterocytes, assisted by transport proteins. Fructose may be transported out of the enterocyte across the basolateral membrane by either GLUT2 or GLUT5, although the GLUT2 transporter has a greater capacity for transporting fructose, and, therefore, the majority of fructose is transported out of the enterocyte through GLUT2. The catabolism of fructose is sometimes referred to as fructolysis. In fructolysis, the enzyme fructokinase produces fructose 1-phosphate, which is split by aldolase B to produce the trioses dihydroxyacetone phosphate (DHAP) and glyceraldehyde.  Unlike glycolysis, in fructolysis the triose glyceraldehyde lacks a phosphate group. A third enzyme, triokinase, is therefore required to phosphorylate glyceraldehyde, producing glyceraldehyde 3-phosphate. The resulting trioses can enter the gluconeogenic pathway for glucose or glycogen synthesis, or be further catabolized through the lower glycolytic pathway to pyruvate. Fructose metabolism leads to significant increases of plasma uric acid levels (PMID: 28420204). In fructolysis, fructose 1-phosphate accumulates, and intracellular phosphate decreases. This decrease stimulates AMP deaminase (AMPD), which catalyzes the degradation of AMP to inosine monophosphate, increasing the rate of purine degradation (PMID: 28420204). The purine degradation produces uric acid and generates mitochondrial oxidants. Mitochondrial oxidative stress then induces aconitase inhibition in the Krebs cycle, with accumulation of citrate and stimulation of ATP citrate lyase and fatty acid synthase (PMID: 28420204). The result is de novo lipogenesis and hepatic fat accumulation. Physiologically, the increase in intracellular uric acid is followed by an acute rise in circulating levels of uric acid, which is likely due to its release from the liver. Fructose also stimulates uric acid synthesis from amino acid precursors such as glycine. Moreover, long-term fructose administration suppresses renal excretion of uric acid, resulting in elevated serum uric acid levels.	53188-23-1	Solid	OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-1-3-4(9)5(10)6(11,2-8)12-3/h3-5,7-11H,1-2H2/t3-,4-,5+,6-/m1/s1	RFSUNEUAIZKAJO-ARQDHWQXSA-N	180.0633881	CHEBI:29084	HMDB0000660	
BASm0001673	D-Fructose	Fructose, or levulose, is a levorotatory monosaccharide and an isomer of glucose (C6H12O6). Pure fructose has a sweet taste similar to cane sugar, but with a "fruity" aroma. Pure, dry fructose is a sweet, white, odorless, crystalline solid, and is the most water-soluble of all the sugars. Although fructose is a hexose (6-carbon sugar), it generally exists as a 5-member hemiketal ring (a furanose). This structure is responsible for the long metabolic pathway and high reactivity compared to glucose. Fructose is a reducing sugar, as are all monosaccharides. Fructose is found in many foods including honey, tree fruits, berries, melons, and some root vegetables, such as beets, sweet potatoes, parsnips, and onions. Commercially, fructose is derived from sugar cane, sugar beets, and maize. Fructose is also derived from the digestion of sucrose, a disaccharide consisting of glucose and fructose that is broken down by enzymes during digestion. Fructose is the sweetest naturally occurring sugar, estimated to be twice as sweet as sucrose. It is used as a preservative and an intravenous infusion in parenteral feeding. Excessive consumption of fructose (especially from sugar-sweetened beverages) may contribute to insulin resistance, obesity, elevated LDL cholesterol and triglycerides, leading to metabolic syndrome (PMID: 26429086). Fructose exists in foods either as a monosaccharide (free fructose) or as a unit of a disaccharide (sucrose). Free fructose is absorbed directly by the intestine. When fructose is consumed in the form of sucrose, it is digested (broken down) and then absorbed as free fructose. As sucrose comes into contact with the membrane of the small intestine, the enzyme sucrase catalyzes the cleavage of sucrose to yield one glucose unit and one fructose unit, which are then each absorbed. After absorption, it enters the hepatic portal vein and is directed toward the liver. fructose absorption occurs on the mucosal membrane via facilitated transport involving GLUT5 transport proteins. Since the concentration of fructose is higher in the lumen, fructose is able to flow down a concentration gradient into the enterocytes, assisted by transport proteins. Fructose may be transported out of the enterocyte across the basolateral membrane by either GLUT2 or GLUT5, although the GLUT2 transporter has a greater capacity for transporting fructose, and, therefore, the majority of fructose is transported out of the enterocyte through GLUT2. The catabolism of fructose is sometimes referred to as fructolysis. In fructolysis, the enzyme fructokinase produces fructose 1-phosphate, which is split by aldolase B to produce the trioses dihydroxyacetone phosphate (DHAP) and glyceraldehyde.  Unlike glycolysis, in fructolysis the triose glyceraldehyde lacks a phosphate group. A third enzyme, triokinase, is therefore required to phosphorylate glyceraldehyde, producing glyceraldehyde 3-phosphate. The resulting trioses can enter the gluconeogenic pathway for glucose or glycogen synthesis, or be further catabolized through the lower glycolytic pathway to pyruvate. Fructose metabolism leads to significant increases of plasma uric acid levels (PMID: 28420204). In fructolysis, fructose 1-phosphate accumulates, and intracellular phosphate decreases. This decrease stimulates AMP deaminase (AMPD), which catalyzes the degradation of AMP to inosine monophosphate, increasing the rate of purine degradation (PMID: 28420204). The purine degradation produces uric acid and generates mitochondrial oxidants. Mitochondrial oxidative stress then induces aconitase inhibition in the Krebs cycle, with accumulation of citrate and stimulation of ATP citrate lyase and fatty acid synthase (PMID: 28420204). The result is de novo lipogenesis and hepatic fat accumulation. Physiologically, the increase in intracellular uric acid is followed by an acute rise in circulating levels of uric acid, which is likely due to its release from the liver. Fructose also stimulates uric acid synthesis from amino acid precursors such as glycine. Moreover, long-term fructose administration suppresses renal excretion of uric acid, resulting in elevated serum uric acid levels.	53188-23-1	Solid	OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-1-3-4(9)5(10)6(11,2-8)12-3/h3-5,7-11H,1-2H2/t3-,4-,5+,6-/m1/s1	RFSUNEUAIZKAJO-ARQDHWQXSA-N	180.0633881	CHEBI:29084	HMDB0000660	
BASm0001674	Na(+)	Sodium ions are necessary for regulation of blood and body fluids, transmission of nerve impulses, heart activity, and certain metabolic functions. Physiologically, it exists as an ion in the body. Sodium is needed by animals, which maintain high concentrations in their blood and extracellular fluids, but the ion is not needed by plants. The human requirement for sodium in the diet is less than 500 mg per day, which is typically less than a tenth as much as many diets "seasoned to taste." Most people consume far more sodium than is physiologically needed. For certain people with salt-sensitive blood pressure, this extra intake may cause a negative effect on health.	7440-23-5	Solid	[Na+]	Na	InChI=1S/Na/q+1	FKNQFGJONOIPTF-UHFFFAOYSA-N	22.98976968	CHEBI:29101	HMDB0000588	
BASm0001675	K(+)	Potassium is an essential electrolyte. Potassium balance is crucial for regulating the excitability of nerves and muscles and so critical for regulating contractility of cardiac muscle. Although the most important changes seen in the presence of deranged potassium are cardiac, smooth muscle is also affected with increasing muscle weakness, a feature of both hyperkalaemia and hypokalaemia. Physiologically, it exists as an ion in the body. Potassium (K+) is a positively charged electrolyte, cation, which is present throughout the body in both intracellular and extracellular fluids. The majority of body potassium, >90%, are intracellular. It moves freely from intracellular fluid (ICF) to extracellular fluid (ECF) and vice versa when adenosine triphosphate increases the permeability of the cell membrane. It is mainly replaced inside or outside the cells by another cation, sodium (Na+). The movement of potassium into or out of the cells is linked to certain body hormones and also to certain physiological states. Standard laboratory tests measure ECF potassium. Potassium enters the body rapidly during food ingestion. Insulin is produced when a meal is eaten; this causes the temporary movement of potassium from ECF to ICF. Over the ensuing hours, the kidneys excrete the ingested potassium and homeostasis is returned. In the critically ill patient, suffering from hyperkalaemia, this mechanism can be manipulated beneficially by administering high concentration (50%) intravenous glucose. Insulin can be added to the glucose, but glucose alone will stimulate insulin production and cause movement of potassium from ECF to ICF. The stimulation of alpha receptors causes increased movement of potassium from ICF to ECF. A noradrenaline infusion can elevate serum potassium levels. An adrenaline infusion, or elevated adrenaline levels, can lower serum potassium levels. Metabolic acidosis causes a rise in extracellular potassium levels. In this situation, excess of hydrogen ions (H+) are exchanged for intracellular potassium ions, probably as a result of the cellular response to a falling blood pH. Metabolic alkalosis causes the opposite effect, with potassium moving into the cells. (PMID: 17883675).	7440-09-07	Solid	[K+]	K	InChI=1S/K/q+1	NPYPAHLBTDXSSS-UHFFFAOYSA-N	38.96370686	CHEBI:29103	HMDB0000586	
BASm0001676	Zn(2+)	Zinc is an essential element, necessary for sustaining all life. It is a trace element in the diet, forming an essential part of many enzymes, and playing an important role in protein synthesis and in cell division. Physiologically, it exists as an ion in the body. It is estimated that 3000 of the hundreds of thousands of proteins in the human body contain zinc prosthetic groups. In addition, there are over a dozen cell types in the human body that secrete zinc ions, and the roles of these secreted zinc signals in medicine and health are now being actively studied. Intriguingly, brain cells in the mammalian forebrain are one type of cell that secretes zinc, along with its other neuronal messenger substances. Cells in the salivary gland, prostate, immune system, and intestine are other types that secrete zinc. Obtaining a sufficient zinc intake during pregnancy and in young children is a problem, especially among those who cannot afford a good and varied diet. Zinc deficiency is associated with anemia, short stature, hypogonadism, impaired wound healing, and geophagia. Brain development is stunted by zinc deficiency in utero and in youth. Zinc is an activator of certain enzymes, such as carbonic anhydrase. Carbonic anhydrase is important in the transport of carbon dioxide in vertebrate blood. Even though zinc is an essential requirement for a healthy body, too much zinc can be harmful. Excessive absorption of zinc can also suppress copper and iron absorption. The free zinc ion in solution is highly toxic to plants, invertebrates, and even vertebrate fish. The Free Ion Activity Model (FIAM) is well-established in the literature and shows that just micromolar amounts of the free ion kill some organisms.	7440-66-6	Solid	[Zn++]	Zn	InChI=1S/Zn/q+2	PTFCDOFLOPIGGS-UHFFFAOYSA-N	63.92914658	CHEBI:29105	HMDB0015532	
BASm0001677	24-methylidenelophenol	24-Methylenelophenol is involved in the biosynthesis of steroids. 24-Methylenelophenol is converted from 4alpha-methylfecosterol by cholestenol delta-isomerase (EC: 5.3.3.5). 24-Methylenelophenol is converted into 24-ethylidenelophenol by 24-methylenesterol C-methyltransferase (EC 2.1.1.143). 24-Methylenelophenol can also be converted into episterol.	1176-52-9	Solid	[H][C@@]1(CC[C@@]2([H])C3=CC[C@@]4([H])[C@H](C)[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=C)C(C)C	C29H48O	InChI=1S/C29H48O/c1-18(2)19(3)8-9-20(4)23-12-13-25-22-10-11-24-21(5)27(30)15-17-29(24,7)26(22)14-16-28(23,25)6/h10,18,20-21,23-27,30H,3,8-9,11-17H2,1-2,4-7H3/t20-,21+,23-,24+,25+,26+,27+,28-,29+/m1/s1	RSMKYRDCCSNYFM-AAGDOFLISA-N	412.3705162	CHEBI:29107	HMDB0006846	
BASm0001678	Ca(2+)	Calcium is essential for the normal growth and maintenance of bones and teeth, and calcium requirements must be met throughout life. Requirements are greatest during periods of growth, such as childhood, during pregnancy and when breast-feeding. Long-term calcium deficiency can lead to osteoporosis, in which the bone deteriorates and there is an increased risk of fractures. Adults need between 1,000 and 1,300 mg of calcium in their daily diet. Calcium is essential for living organisms, particularly in cell physiology, and is the most common metal in many animals. Physiologically, it exists as an ion in the body. Calcium combines with phosphorus to form calcium phosphate in the bones and teeth. It is essential for the normal functioning of nerves and muscles and plays a role in blood coagulation (as factor IV) and in many enzymatic processes. Calcium is an important component of a healthy diet. A deficit can affect bone and tooth formation, while overretention can cause kidney stones. Vitamin D is needed to absorb calcium. Dairy products, such as milk and cheese, are a well-known source of calcium. However, some individuals are allergic to dairy products and even more people, particularly those of non-European descent, are lactose-intolerant, leaving them unable to consume dairy products. Fortunately, many other good sources of calcium exist. These include: seaweeds such as kelp, wakame and hijiki; nuts and seeds (like almonds and sesame); beans; amaranth; collard greens; okra; rutabaga; broccoli; kale; and fortified products such as orange juice and soy milk. Calcium has also been found to assist in the production of lymphatic fluids. Furthermore, calcium is found to be associated with primary hypomagnesemia, which is an inborn error of metabolism.	7440-70-2	Solid	[Ca++]	Ca	InChI=1S/Ca/q+2	BHPQYMZQTOCNFJ-UHFFFAOYSA-N	39.96259116	CHEBI:29108	HMDB0000464	
BASm0001679	alpha-D-Man-(1->3)-[alpha-D-GlcNAc-(1->2)]-alpha-D-Man-(1->2)-alpha-D-Man-(1->2)-D-Man	A branched amino pentasaccharide consisting of a linear chain of four alpha-linked D-mannose residues, with an N-acetyl glucosamine residue joined to residue 3, also via an alpha-linkage.			CC(=O)N[C@H]1[C@@H](O[C@@H]2[C@@H](O[C@@H]3[C@@H](O[C@@H]4C(O)O[C@H](CO)[C@@H](O)[C@@H]4O)O[C@H](CO)[C@@H](O)[C@@H]3O)O[C@H](CO)[C@@H](O)[C@@H]2O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O		InChI=1S/C32H55NO26/c1-7(39)33-13-19(45)14(40)9(3-35)52-29(13)59-27-24(56-30-23(49)20(46)15(41)10(4-36)53-30)18(44)12(6-38)55-32(27)58-26-22(48)17(43)11(5-37)54-31(26)57-25-21(47)16(42)8(2-34)51-28(25)50/h8-32,34-38,40-50H,2-6H2,1H3,(H,33,39)/t8-,9-,10-,11-,12-,13-,14-,15-,16-,17-,18-,19-,20+,21+,22+,23+,24+,25+,26+,27+,28?,29-,30-,31-,32-/m1/s1	JMTBNWRTXSLTIC-IHGLRESESA-N		CHEBI:29111		
BASm0001680	methanophenazine			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CCC(C)CCOc1ccc2nc3ccccc3nc2c1	C37H50N2O	InChI=1S/C37H50N2O/c1-28(2)13-9-14-29(3)15-10-16-30(4)17-11-18-31(5)19-12-20-32(6)25-26-40-33-23-24-36-37(27-33)39-35-22-8-7-21-34(35)38-36/h7-8,13,15,17,19,21-24,27,32H,9-12,14,16,18,20,25-26H2,1-6H3/b29-15+,30-17+,31-19+	VRHMBACMYZITGD-QAAQOENVSA-N	538.3923142	CHEBI:29118		MMDBc0054558
BASm0001681	N-acetyl-L-glutamate 5-semialdehyde	N-Acetyl-L-glutamate 5-semialdehyde, also known as 2-acetamido-5-oxovaleric acid or N-acetyl-5-oxo-L-norvaline, belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom. N-Acetyl-L-glutamate 5-semialdehyde is an extremely weak basic (essentially neutral) compound (based on its pKa). N-Acetyl-L-glutamate 5-semialdehyde exists in all living species, ranging from bacteria to humans. Outside of the human body, N-Acetyl-L-glutamate 5-semialdehyde has been detected, but not quantified in, several different foods, such as french plantains, limes, roselles, teffs, and other cereal products. This could make N-acetyl-L-glutamate 5-semialdehyde a potential biomarker for the consumption of these foods. A glutamic semialdehyde that is L-glutamate 5-semialdehyde in which one of the hydrogens of the amino group has been replaced by an acetyl group. N-Acetyl-L-glutamate 5-semialdehyde is expected to be in Cannabis as all living plants are known to produce and metabolize it.	13074-21-0	1	CC(=O)N[C@@H](CCC=O)C(=O)[O-]	C7H11NO4	InChI=1S/C7H11NO4/c1-5(10)8-6(7(11)12)3-2-4-9/h4,6H,2-3H2,1H3,(H,8,10)(H,11,12)/t6-/m0/s1	BCPSFKBPHHBDAI-LURJTMIESA-N	173.0688	CHEBI:29123		
BASm0001682	pyridine N-oxide				O=N1=CC=CC=C1	C5H5NO	InChI=1S/C5H5NO/c7-6-4-2-1-3-5-6/h1-5H	ILVXOBCQQYKLDS-UHFFFAOYSA-N	95.03711379	CHEBI:29136	HMDB0256967	
BASm0001683	cyanate	The cyanate ion is an anion consisting of one oxygen atom, one carbon atom, and one nitrogen atom, [OCN], in that order. The cyanate ion possesses 1 unit of negative charge, borne mainly by the nitrogen atom. In organic compounds the cyanate group is a functional group. The cyanate ion is an ambident nucleophile in nucleophilic substitution because it can react to form an alkyl cyanate R-OCN (exception) or an alkyl isocyanate R-NCO (rule). Aryl cyanates (C6H5OCN) can be formed by a reaction of phenol with cyanogen chloride (ClCN) in the presence of a base. The cyanate ion is relatively non-toxic in comparison with cyanides. Use of this fact is made in cyanide decontamination processes where a permanganate oxidation converts toxic cyanide to safer cyanate. Cyanate can be decomposed by the enzyme cyanate lyase (or cyanase), which is found in bacteria and plants. In particular cyanate can be decomposed to carbamate (ammonia) and carbon dioxide. Alternately the same enzyme can be used to synthesize cyanate using carbamate and carbon dioxide.	71000-82-3		[O-]C#N	CNO	InChI=1S/CHNO/c2-1-3/h3H/p-1	XLJMAIOERFSOGZ-UHFFFAOYSA-M	41.99798863	CHEBI:29195	HMDB0002078	
BASm0001684	phosphinate	The phosphite ion (PO3) is a polyatomic ion with a phosphorus central atom. Its geometry is tetrahedral. Many phosphite salts, such as ammonium phosphite, are highly water soluble. Also organophosphorus compounds with the formula P(OR)3. The conjugate acid of the phosphite anion is phosphorous acid (H3PO3). Other names for this acid are orthophosphorous acid and dihydroxyphosphine oxide. H3PO3 is also sometimes referred to as phosphorus trihydroxide and trihydroxyphosphine, though these names are misleading. Phosphorous acid is a diprotic acid, since the hydrogen bonded directly to the central phosphorus atom is not ionizable. Thus, a more logical chemical formula for phosphorous acid is HPO(OH)2, since three hydroxy groups are not actually present on the acid. The acid can be synthesized hy treatment of a carboxylic acid, alcohol, or most practically water, with phosphorus tribromide or more commonly phosphorus trichloride.	14901-63-4	Solid	O=[PH2][O-]	H3O3P	InChI=1S/H3O3P/c1-4(2)3/h1-3H	OJMIONKXNSYLSR-UHFFFAOYSA-N	81.98198096	CHEBI:29198	HMDB0001443	
BASm0001685	isocyanate				N=C=O	CHNO	InChI=1S/CHNO/c2-1-3/h2H	OWIKHYCFFJSOEH-UHFFFAOYSA-N	43.00581366	CHEBI:29202	HMDB0253627	
BASm0001686	3-hydroxy-2-methyl-1H-quinolin-4-one			Expected Solid	CC1=C(O)C(=O)C2=CC=CC=C2N1	C10H9NO2	InChI=1S/C10H9NO2/c1-6-9(12)10(13)7-4-2-3-5-8(7)11-6/h2-5,12H,1H3,(H,11,13)	FSCXZVPPDJYLDD-UHFFFAOYSA-N	175.0633285	CHEBI:29216		MMDBc0054222
BASm0001687	hypoiodite	A monovalent inorganic anion obtained by deprotonation of hypoiodous acid.			[O-]I	IO	InChI=1S/IO/c1-2/q-1	AAUNBWYUJICUKP-UHFFFAOYSA-N		CHEBI:29232		
BASm0001688	arsenite	An arsenite ion resulting from the removal of a proton from one of the hydroxy groups of arsenous acid.			[O-][As](O)O	AsH2O3	InChI=1S/AsH2O3/c2-1(3)4/h2-3H/q-1	AQLMHYSWFMLWBS-UHFFFAOYSA-N		CHEBI:29242		
BASm0001689	hypobromite	A monovalent inorganic anion obtained by deprotonation of hypobromous acid.			[O-]Br	BrO	InChI=1S/BrO/c1-2/q-1	JGJLWPGRMCADHB-UHFFFAOYSA-N		CHEBI:29250		
BASm0001691	hydrogenselenide				[SeH-]	HSe	InChI=1S/H2Se/h1H2/p-1	SPVXKVOXSXTJOY-UHFFFAOYSA-M	80.924896	CHEBI:29317		MMDBc0054511
BASm0001692	methylazoxymethanol				C/[N+]([O-])=N/CO	C2H6N2O2	InChI=1S/C2H6N2O2/c1-4(6)3-2-5/h5H,2H2,1H3	BJNBRIBHKLJMAG-UHFFFAOYSA-N	90.04292744	CHEBI:29323	HMDB0254623	
BASm0001693	selenocyanate				[Se-]C#N	CNSe	InChI=1S/CHNSe/c2-1-3/h3H/p-1	CRDYSYOERSZTHZ-UHFFFAOYSA-M	105.9195958	CHEBI:29445		
BASm0001694	nerol	Geraniol, also known as beta-Geraniol, (E)-nerol (the isomer of nerol) or geranyl alcohol, is a monoterpenoid alcohol. It belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. In plants, the biosynthesis of monoterpenes is known to occur mainly through the methyl-erythritol-phosphate (MEP) pathway in the plastids (PMID:7640522 ). Geranyl diphosphate (GPP) is a key intermediate in the biosynthesis of cyclic monoterpenes. GPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. beta-Geraniol is an isoprenoid lipid molecule that is very hydrophobic, practically insoluble in water, and relatively neutral. beta-Geraniol has a sweet, citrus, and floral taste. beta-Geraniol is found in highest concentrations in common grapes, black walnuts, and common thymes and in lower concentrations in cardamoms, common oregano, and gingers. beta-Geraniol has also been detected in lemon verbena, oval-leaf huckleberries, common pea, sweet cherries, and nopals. It is found as an alcohol and as its ester in many essential oils including geranium oil. It is the primary part of rose oil, palmarosa oil, and citronella oil (Java type) and occurs in small quantities in geranium, lemon, and many other essential oils. Because it has a rose-like odor, it is commonly used in perfumes. It is used to create flavors such as peach, raspberry, grapefruit, red apple, plum, lime, orange, lemon, watermelon, pineapple, and blueberry. An alternate application has been found in the use of insect repellents or deterrants. Though it may repel mosquitoes, flies, lice, cockroaches, ants, and ticks, it is also produced by the scent glands of honey bees to help them mark nectar-bearing flowers and locate the entrances to their hives (http//doi:10.1051/apido:19900403). Extensive testing by Dr. Jerry Butler at the University of Florida has shown geraniol to be one of nature's most effective insect repellents (PMID:20836800).	106-25-2	Liquid	CC(C)=CCC\C(C)=C/CO	C10H18O	InChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7-	GLZPCOQZEFWAFX-YFHOEESVSA-N	154.1357652	CHEBI:29452	HMDB0005812	
BASm0001695	10-deoxymethynolide			solid	CC[C@H]1OC(=O)[C@H](C)[C@@H](O)[C@@H](C)C[C@@H](C)C(=O)/C=C/[C@H]1C	C17H28O4	InChI=1S/C17H28O4/c1-6-15-10(2)7-8-14(18)11(3)9-12(4)16(19)13(5)17(20)21-15/h7-8,10-13,15-16,19H,6,9H2,1-5H3/b8-7+/t10-,11-,12+,13-,15-,16+/m1/s1	NZUJVBSYQXETNF-PQWITYJESA-N	296.1987594	CHEBI:29461		
BASm0001696	2-heptyl-3-hydroxy-4(1H)-quinolone			Expected Solid	CCCCCCCC1=C(O)C(O)=C2C=CC=CC2=N1	C16H21NO2	InChI=1S/C16H21NO2/c1-2-3-4-5-6-11-14-16(19)15(18)12-9-7-8-10-13(12)17-14/h7-10,19H,2-6,11H2,1H3,(H,17,18)	CEIUIHOQDSVZJQ-UHFFFAOYSA-N	259.1572289	CHEBI:29472		MMDBc0019699
BASm0001697	(S)-4,5-dihydroxypentane-2,3-dione	(4S)-4,5-dihydroxypentan-2,3-dione is a member of the chemical class known as Beta Ketoaldehydes. These are organic compounds containing an aldehyde substituted with a keto group on the second carbon atom.			CC(=O)C(=O)[C@@H](O)CO	C5H8O4	InChI=1S/C5H8O4/c1-3(7)5(9)4(8)2-6/h4,6,8H,2H2,1H3/t4-/m0/s1	UYTRITJAZOPLCZ-BYPYZUCNSA-N	132.0422587	CHEBI:29484		MMDBc0031720
BASm0001698	abieta-7,13-dien-18-al	Abietinal is a constituent of Pinus sylvestris (Scotch pine)	6704-50-3	Solid	[H][C@]12CCC(=CC1=CC[C@@]1([H])[C@@](C)(CCC[C@]21C)C=O)C(C)C	C20H30O	InChI=1S/C20H30O/c1-14(2)15-6-8-17-16(12-15)7-9-18-19(3,13-21)10-5-11-20(17,18)4/h7,12-14,17-18H,5-6,8-11H2,1-4H3/t17-,18-,19-,20+/m0/s1	HOFSYSONRIGEAC-LWYYNNOASA-N	286.2296656	CHEBI:29509	HMDB0034735	
BASm0001699	abieta-7,13-dien-18-ol	Abietinol is isolated from Pinus sylvestris (Scotch pine	666-84-2	Solid	[H][C@]12CCC(=CC1=CC[C@@]1([H])[C@](C)(CO)CCC[C@]21C)C(C)C	C20H32O	InChI=1S/C20H32O/c1-14(2)15-6-8-17-16(12-15)7-9-18-19(3,13-21)10-5-11-20(17,18)4/h7,12,14,17-18,21H,5-6,8-11,13H2,1-4H3/t17-,18-,19-,20+/m0/s1	GQRUHVMVWNKUFW-LWYYNNOASA-N	288.2453157	CHEBI:29510	HMDB0034736	
BASm0001700	aphidicolan-16beta-ol			Expected Solid	[H][C@]12C[C@]3([H])C[C@]1(CC[C@@]3(C)O)[C@@]1(C)CCCC(C)(C)[C@]1([H])CC2	C20H34O	InChI=1S/C20H34O/c1-17(2)8-5-9-18(3)16(17)7-6-14-12-15-13-20(14,18)11-10-19(15,4)21/h14-16,21H,5-13H2,1-4H3/t14-,15+,16-,18-,19+,20-/m0/s1	ODCPNBCPLWJVQI-AEVHBADWSA-N	290.2609657	CHEBI:29519		MMDBc0055725
BASm0001701	epothilone D			Expected Solid	[H]\C(=C(\C)[C@]1([H])C\C([H])=C(C)/CCC[C@]([H])(C)[C@]([H])(O)[C@@]([H])(C)C(=O)C(C)(C)[C@@]([H])(O)CC(=O)O1)C1=CSC(C)=N1	C27H41NO5S	InChI=1S/C27H41NO5S/c1-16-9-8-10-17(2)25(31)19(4)26(32)27(6,7)23(29)14-24(30)33-22(12-11-16)18(3)13-21-15-34-20(5)28-21/h11,13,15,17,19,22-23,25,29,31H,8-10,12,14H2,1-7H3/b16-11-,18-13+/t17-,19+,22-,23-,25-/m0/s1	XOZIUKBZLSUILX-GIQCAXHBSA-N	491.2705441	CHEBI:29579		MMDBc0014909
BASm0001702	L-oleandrosyl-oleandolide			Expected Solid	CO[C@H]1C[C@H](O[C@H]2[C@H](C)[C@@H](O)[C@@H](C)C[C@@]3(CO3)C(=O)[C@H](C)[C@@H](O)[C@@H](C)[C@@H](C)OC(=O)[C@@H]2C)O[C@@H](C)[C@@H]1O	C27H46O10	InChI=1S/C27H46O10/c1-12-10-27(11-34-27)25(31)15(4)22(29)13(2)17(6)36-26(32)16(5)24(14(3)21(12)28)37-20-9-19(33-8)23(30)18(7)35-20/h12-24,28-30H,9-11H2,1-8H3/t12-,13-,14+,15+,16+,17+,18-,19-,20-,21-,22-,23-,24-,27+/m0/s1	WBLQSDZLJBWRPL-WQMXQYMNSA-N	530.3090977	CHEBI:29613		MMDBc0056065
BASm0001703	L-olivosyl-oleandolide			Expected Solid	[H][C@]1(O)C[C@]([H])(O[C@]2([H])[C@@]([H])(C)C(=O)O[C@]([H])(C)[C@]([H])(C)[C@]([H])(O)[C@@]([H])(C)C(=O)[C@]3(CO3)C[C@]([H])(C)[C@]([H])(O)[C@@]2([H])C)O[C@@]([H])(C)[C@]1([H])O	C26H44O10	InChI=1S/C26H44O10/c1-11-9-26(10-33-26)24(31)14(4)21(29)12(2)16(6)35-25(32)15(5)23(13(3)20(11)28)36-19-8-18(27)22(30)17(7)34-19/h11-23,27-30H,8-10H2,1-7H3/t11-,12-,13+,14+,15+,16+,17-,18-,19-,20-,21-,22-,23-,26+/m0/s1	SBBLTTCUMKGRJI-GYHYDPCPSA-N	516.2934476	CHEBI:29614		MMDBc0056066
BASm0001704	abieta-8(14),12-diene		122712-77-0		CC(C)C1=CC[C@H]2C(=C1)CC[C@H]1C(C)(C)CCC[C@]21C	C20H32	InChI=1S/C20H32/c1-14(2)15-7-9-17-16(13-15)8-10-18-19(3,4)11-6-12-20(17,18)5/h7,13-14,17-18H,6,8-12H2,1-5H3	ASPVQUYRFYUDSC-UHFFFAOYSA-N	272.250401	CHEBI:29616		
BASm0001705	narbonolide			Expected Solid	CC[C@H]1OC(=O)[C@H](C)C(=O)[C@H](C)[C@@H](O)[C@@H](C)C[C@@H](C)C(=O)/C=C/[C@H]1C	C20H32O5	InChI=1S/C20H32O5/c1-7-17-11(2)8-9-16(21)12(3)10-13(4)18(22)14(5)19(23)15(6)20(24)25-17/h8-9,11-15,17-18,22H,7,10H2,1-6H3/b9-8+/t11-,12-,13+,14-,15-,17-,18+/m1/s1	YFFOFFWSBYZSOI-HQWJGCFGSA-N	352.2249741	CHEBI:29650		MMDBc0056209
BASm0001706	neoabietadiene		57119-12-7		CC(C)=C1C=C2CC[C@H]3C(C)(C)CCC[C@]3(C)[C@H]2CC1	C20H32	InChI=1S/C20H32/c1-14(2)15-7-9-17-16(13-15)8-10-18-19(3,4)11-6-12-20(17,18)5/h13,17-18H,6-12H2,1-5H3	MRRHSEMHYVQUFK-UHFFFAOYSA-N	272.250401	CHEBI:29651		
BASm0001707	tylactone			Expected Solid	CC[C@H]1C[C@@H](C)C(=O)/C=C/C(C)=C/[C@H](C)[C@@H](CC)OC(=O)C[C@@H](O)[C@H](C)[C@H]1O	C23H38O5	InChI=1S/C23H38O5/c1-7-18-12-15(4)19(24)10-9-14(3)11-16(5)21(8-2)28-22(26)13-20(25)17(6)23(18)27/h9-11,15-18,20-21,23,25,27H,7-8,12-13H2,1-6H3/b10-9+,14-11+/t15-,16+,17+,18+,20-,21-,23-/m1/s1	YJSXTLYNFBFHAT-HJOMEYPASA-N	394.2719243	CHEBI:29700		MMDBc0056344
BASm0001708	3-oxododecanoate	In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. 3-Oxo-Dodecanoic acid is an intermediate in fatty acid biosynthesis. Specifically, 3-Oxo-Dodecanoic acid is converted form Malonic acid via three enzymes; 3-oxoacyl-[acyl-carrier-protein] synthase, fatty-acid Synthase and beta-ketoacyl -acyl-carrier-protein synthase II. (EC:2.3.1.41, E.C: 2.3.1.85, 2.3.1.179).		Solid	CCCCCCCCCC(=O)CC(=O)[O-]	C12H22O3	InChI=1S/C12H22O3/c1-2-3-4-5-6-7-8-9-11(13)10-12(14)15/h2-10H2,1H3,(H,14,15)	DZHSPYMHDVROSM-UHFFFAOYSA-N	214.1568946	CHEBI:29743	HMDB0010727	
BASm0001709	lithocholate	Lithocholic acid, also known as 3alpha-hydroxy-5beta-cholan-24-oic acid or LCA, is a secondary bile acid. It is formed from chenodeoxycholate by bacterial action and is usually conjugated with glycine or taurine. It acts as a detergent to solubilize fats for absorption and is itself absorbed. It is used as cholagogue and choleretic. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute and depends only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine, and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH, and consequently require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135). When present in sufficiently high levels, lithocholic acid can act as an oncometabolite. An oncometabolite is a compound that when present at chronically high levels promotes tumour growth and survival. Chronically high levels of lithocholic acid are associated with several forms of cancer including colon cancer, pancreatic cancer, esophageal cancer, and many other GI cancers. High bile acid levels lead to the generation of reactive oxygen species and reactive nitrogen species, disruption of the cell membrane and mitochondria, induction of DNA damage, mutation and apoptosis, and the development of reduced apoptosis capability upon chronic exposure (PMID: 24884764). Dietary fibre can bind to lithocholic acid and aid in its excretion in stool. As such, fibre can protect against colon cancer.	434-13-9	Solid	C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C24H40O3	InChI=1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16-,17-,18+,19-,20+,21+,23+,24-/m1/s1	SMEROWZSTRWXGI-HVATVPOCSA-N	376.2977451	CHEBI:29744	HMDB0000761	
BASm0001710	glycocholate	Glycocholic acid is an acyl glycine and a bile acid-glycine conjugate. It is a secondary bile acid produced by the action of enzymes existing in the microbial flora of the colonic environment.  Bacteroides, Bifidobacterium, Clostridium and Lactobacillus are involved in bile acid metabolism and produce glycocholic acid (PMID: 6265737; 10629797). In hepatocytes, both primary and secondary bile acids undergo amino acid conjugation at the C-24 carboxylic acid on the side chain, and almost all bile acids in the bile duct therefore exist in a glycine conjugated form (PMID: 16949895). More specifically, glycocholic acid or cholylglycine, is a crystalline bile acid involved in the emulsification of fats. It occurs as a sodium salt in the bile of mammals. Its anion is called glycocholate. As the glycine conjugate of cholic acid, this compound acts as a detergent to solubilize fats for absorption and is itself absorbed (PubChem). Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g., membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135). Glycocholic acid is found to be associated with alpha-1-antitrypsin deficiency, which is an inborn error of metabolism.	475-31-0	Solid	C[C@H](CCC(=O)NCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C26H43NO6	InChI=1S/C26H43NO6/c1-14(4-7-22(31)27-13-23(32)33)17-5-6-18-24-19(12-21(30)26(17,18)3)25(2)9-8-16(28)10-15(25)11-20(24)29/h14-21,24,28-30H,4-13H2,1-3H3,(H,27,31)(H,32,33)/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-/m1/s1	RFDAIACWWDREDC-FRVQLJSFSA-N	465.3090381	CHEBI:29746	HMDB0000138	
BASm0001711	cholate	Cholic acid is a major primary bile acid produced in the liver and is usually conjugated with glycine or taurine. It facilitates fat absorption and cholesterol excretion. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, and depends only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine, and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH, and consequently require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135). When present in sufficiently high levels, cholic acid can act as a hepatotoxin and a metabotoxin. A hepatotoxin causes damage to the liver or liver cells. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Among the primary bile acids, cholic acid is considered to be the least hepatotoxic while deoxycholic acid is the most hepatoxic (PMID: 1641875). The liver toxicity of bile acids appears to be due to their ability to peroxidate lipids and to lyse liver cells. Chronically high levels of cholic acid are associated with familial hypercholanemia. In hypercholanemia, bile acids, including cholic acid, are elevated in the blood. This disease causes liver damage, extensive itching, poor fat absorption, and can lead to rickets due to lack of calcium in bones. The deficiency of normal bile acids in the intestines results in a deficiency of vitamin K, which also adversely affects clotting of the blood. The bile acid ursodiol (ursodeoxycholic acid) can improve symptoms associated with familial hypercholanemia.	81-25-4	Solid	C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C24H40O5	InChI=1S/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1	BHQCQFFYRZLCQQ-OELDTZBJSA-N	408.2875744	CHEBI:29747	HMDB0000619	
BASm0001712	chorismate	Chorismate is an important intermediate that leads to the biosynthesis of several essential metabolites, including the aromatic amino acids L-phenylalanine, L-tyrosine and L-tryptophan, vitamins E and K, ubiquinone and certain siderophore. [Biocyc ARO-PWY]			C=C(O[C@@H]1C=C(C(=O)[O-])C=C[C@H]1O)C(=O)[O-]	C10H8O6	InChI=1S/C10H10O6/c1-5(9(12)13)16-8-4-6(10(14)15)2-3-7(8)11/h2-4,7-8,11H,1H2,(H,12,13)(H,14,15)/p-2	WTFXTQVDAKGDEY-UHFFFAOYSA-L	224.032088	CHEBI:29748		
BASm0001713	(E)-ferulate	trans-Ferulic acid is a highly abundant phenolic phytochemical which is present in plant cell walls. Ferulic acid is a phenolic acid that can be absorbed by the small intestine and excreted through the urine. It is one of the most abundant phenolic acids in plants, varying from 5 g/kg in wheat bran to 9 g/kg in sugar-beet pulp and 50 g/kg in corn kernel. It occurs primarily in seeds and leaves both in its free form (albeit rarely) and covalently linked to lignin and other biopolymers. It is usually found as ester cross-links with polysaccharides in the cell wall, such as arabinoxylans in grasses, pectin in spinach and sugar beet, and xyloglucans in bamboo. It also can cross-link with proteins. Due to its phenolic nucleus and an extended side chain conjugation (carbohydrates and proteins), it readily forms a resonance-stabilized phenoxy radical which accounts for its potent antioxidant potential. Food supplementation with curcumin and ferulic acid is considered a nutritional approach to reducing oxidative damage and amyloid pathology in Alzheimer disease (PMID:17127365, 1398220, 15453708, 9878519). Ferulic acid can be found in Pseudomonas and Saccharomyces (PMID:8395165).	537-98-4	Solid	COc1cc(/C=C/C(=O)[O-])ccc1O	C10H10O4	InChI=1S/C10H10O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+	KSEBMYQBYZTDHS-HWKANZROSA-N	194.0579088	CHEBI:29749	HMDB0000954	
BASm0001714	L-quinate	Quinic acid, also known as quinate, belongs to the class of organic compounds known as quinic acids and derivatives. Quinic acids and derivatives are compounds containing a quinic acid moiety (or a derivative thereof), which is a cyclitol made up of a cyclohexane ring that bears four hydroxyl groups at positions 1,3, 4, and 5, as well as a carboxylic acid at position 1. Quinic acid is a sugar acid. It is also a cyclitol, or cyclic polyol. More specifically, quinic acid is a crystalline acid obtained from cinchona bark, coffee beans, tobacco leaves, carrot leaves, apples, peaches, pears, plums, vegetables, etc. Quinic acid can also be made synthetically by hydrolysis of chlorogenic acid. Quinic acid is implicated in the perceived acidity of coffee.	77-95-2	Solid	O=C([O-])[C@]1(O)C[C@@H](O)[C@@H](O)[C@H](O)C1	C7H12O6	InChI=1S/C7H12O6/c8-3-1-7(13,6(11)12)2-4(9)5(3)10/h3-5,8-10,13H,1-2H2,(H,11,12)/t3-,4-,5-,7+/m1/s1	AAWZDTNXLSGCEK-WYWMIBKRSA-N	192.0633881	CHEBI:29751	HMDB0003072	
BASm0001715	isochorismate		22642-82-6	solid	C=C(O[C@H]1C=CC=C(C(=O)[O-])[C@@H]1O)C(=O)[O-]	C10H8O6	InChI=1S/C10H10O6/c1-5(9(12)13)16-7-4-2-3-6(8(7)11)10(14)15/h2-4,7-8,11H,1H2,(H,12,13)(H,14,15)/p-2/t7-,8-/m0/s1	NTGWPRCCOQCMGE-YUMQZZPRSA-L	224.0331851	CHEBI:29780		
BASm0001716	glycolate				O=C([O-])CO	C2H3O3	InChI=1S/C2H4O3/c3-1-2(4)5/h3H,1H2,(H,4,5)/p-1	AEMRFAOFKBGASW-UHFFFAOYSA-M	75.00876754	CHEBI:29805	HMDB0159745	
BASm0001717	fumarate			Expected Solid	O=C([O-])/C=C/C(=O)[O-]	C4H2O4	InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/p-2/b2-1+	VZCYOOQTPOCHFL-OWOJBTEDSA-L	113.9953086	CHEBI:29806		MMDBc0054486
BASm0001718	glycyrrhizin	Licoricesaponin H2 is found in herbs and spices. Licoricesaponin H2 is a constituent of Glycyrrhiza uralensis (Chinese licorice).	1405-86-3	Solid	CC1(C)[C@@H](O[C@H]2O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]2O[C@@H]2O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]2O)CC[C@]2(C)[C@H]3C(=O)C=C4[C@@H]5C[C@@](C)(C(=O)[O-])CC[C@]5(C)CC[C@@]4(C)[C@]3(C)CC[C@@H]12	C42H62O16	InChI=1S/C42H62O16/c1-37(2)21-8-11-42(7)31(20(43)16-18-19-17-39(4,36(53)54)13-12-38(19,3)14-15-41(18,42)6)40(21,5)10-9-22(37)55-35-30(26(47)25(46)29(57-35)33(51)52)58-34-27(48)23(44)24(45)28(56-34)32(49)50/h16,19,21-31,34-35,44-48H,8-15,17H2,1-7H3,(H,49,50)(H,51,52)(H,53,54)	LPLVUJXQOOQHMX-UHFFFAOYSA-N	822.4037859	CHEBI:29807	HMDB0029843	
BASm0001720	hydrogen sulfide	Hydrogen sulfide is a highly toxic and flammable gas. Because it is heavier than air it tends to accumulate at the bottom of poorly ventilated spaces. Although very pungent at first, it quickly deadens the sense of smell, so potential victims may be unaware of its presence until it is too late. H2S arises from virtually anywhere where elemental sulfur comes into contact with organic material, especially at high temperatures. Hydrogen sulfide is a covalent hydride chemically related to water (H2O) since oxygen and sulfur occur in the same periodic table group. It often results when bacteria break down organic matter in the absence of oxygen, such as in swamps, and sewers (alongside the process of anaerobic digestion). It also occurs in volcanic gases, natural gas and some well waters. It is also important to note that Hydrogen sulfide is a central participant in the sulfur cycle, the biogeochemical cycle of sulfur on Earth. As mentioned above, sulfur-reducing and sulfate-reducing bacteria derive energy from oxidizing hydrogen or organic molecules in the absence of oxygen by reducing sulfur or sulfate to hydrogen sulfide. Other bacteria liberate hydrogen sulfide from sulfur-containing amino acids. Several groups of bacteria can use hydrogen sulfide as fuel, oxidizing it to elemental sulfur or to sulfate by using oxygen or nitrate as oxidant. The purple sulfur bacteria and the green sulfur bacteria use hydrogen sulfide as electron donor in photosynthesis, thereby producing elemental sulfur. (In fact, this mode of photosynthesis is older than the mode of cyanobacteria, algae and plants which uses water as electron donor and liberates oxygen). Hydrogen sulfide can be found in Alcaligenes, Chromobacteriumn, Klebsiella, Proteus and Pseudomonas (PMID: 13061742).	7783-06-04	Liquid	[SH-]	H2S	InChI=1S/H2S/h1H2	RWSOTUBLDIXVET-UHFFFAOYSA-N	33.98772075	CHEBI:29919	HMDB0003276	
BASm0001721	phosphoramidate				NP(=O)([O-])[O-]	H4NO3P	InChI=1S/H4NO3P/c1-5(2,3)4/h(H4,1,2,3,4)	PTMHPRAIXMAOOB-UHFFFAOYSA-N	96.99287999	CHEBI:29920	HMDB0256489	
BASm0001722	prephenate	Prephenate is an intermediate in the biosynthesis of the aromatic amino acids phenylalanine and tyrosine.			O=C([O-])C(=O)C[C@]1(C(=O)[O-])C=C[C@@H](O)C=C1	C10H8O6	InChI=1S/C10H10O6/c11-6-1-3-10(4-2-6,9(15)16)5-7(12)8(13)14/h1-4,6,11H,5H2,(H,13,14)(H,15,16)/p-2	FPWMCUPFBRFMLH-UHFFFAOYSA-L	224.032088	CHEBI:29934		
BASm0001726	quinolinate	Quinolinic acid, also known as quinolinate, belongs to the class of organic compounds known as pyridinecarboxylic acids. Pyridinecarboxylic acids are compounds containing a pyridine ring bearing a carboxylic acid group. It is also classified as a pyridine-2,3-dicarboxylic acid, which is a dicarboxylic acid with a pyridine backbone. Quinolinic acid is a colorless solid. In plants, it is the biosynthetic precursor to nicotine. Quinolinic acid is found in all organisms, from microbes to plants to animals. Quinolinic acid can be biosynthesized via aspartic acid in plants. Oxidation of aspartate by the enzyme aspartate oxidase gives iminosuccinate, containing the two carboxylic acid groups that are found in quinolinic acid. Condensation of iminosuccinate with glyceraldehyde-3-phosphate, mediated by quinolinate synthase, affords quinolinic acid Quinolinic acid is also a downstream product of the kynurenine pathway, which metabolizes the amino acid tryptophan ((PMID: 22678511). The kynurenine/tryptophan degradation pathway is important for its production of the coenzyme nicotinamide adenine dinucleotide (NAD+) and produces several neuroactive intermediates including quinolinic acid, kynurenine (KYN), kynurenic acid (KYNA), 3-hydroxykynurenine (3-HK), and 3-hydroxyanthranilic acid (3-HANA). In animals quinolinic acid acts as an NMDA receptor agonist and has a possible role in neurodegenerative disorders (PMID: 22678511). It also acts as a neurotoxin, gliotoxin, proinflammatory mediator, and pro-oxidant molecule (PMID: 22248144). Quinolinic acid can act as an endogenous brain excitotoxin when released by activated macrophages (PMID: 15013955). Within the brain, quinolinic acid is only produced by activated microglia and macrophages. Quinolinic acid is unable to pass through the blood-brain barrier (BBB) and must be produced within the brain by microglial cells or macrophages that have passed the BBB (PMID: 22248144). While quinolinic acid cannot pass through the BBB, kynurenic acid, tryptophan and 3-hydroxykynurenine can and can subsequently act as precursors to the production of quinolinic acid in the brain (PMID: 22248144). Quinolinic acid has potent neurotoxic effects. Studies have demonstrated that quinolinic acid may be involved in many psychiatric disorders and neurodegenerative diseases in the brain including ALS, Alzheimer’s disease, brain ischemia, Parkinson’s disease, Huntington’s disease and AIDS-dementia.  Elevated CSF levels of quinolinic acid are correlated with the severity of neuropsychological deficits in patients who have AIDS. Indeed, levels of quinolinic acid in the CSF of AIDS patients suffering from AIDS-dementia can be up to twenty times higher than normal (PMID: 10936623). Quinolinic acid levels are increased in the brains of children infected with a range of bacterial infections of the central nervous system (CNS), of poliovirus patients, and of Lyme disease with CNS involvement patients. In addition, raised quinolinic acid levels have been found in traumatic CNS injury patients, patients suffering from cognitive decline with ageing, hyperammonaemia patients, hypoglycaemia patients, and systemic lupus erythematosus patients. Quinolinic acid has also been detected, but not quantified in, several different foods, such as Ceylon cinnamons, pitanga, Oregon yampahs, red bell peppers, and durians. This could make quinolinic acid a potential biomarker for the consumption of these foods.	89-00-9	Solid	O=C([O-])c1cccnc1C(=O)[O-]	C7H5NO4	InChI=1S/C7H5NO4/c9-6(10)4-2-1-3-8-5(4)7(11)12/h1-3H,(H,9,10)(H,11,12)	GJAWHXHKYYXBSV-UHFFFAOYSA-N	167.0218577	CHEBI:29959	HMDB0000232	
BASm0001733	L-glutamate	Glutamic acid (Glu), also known as L-glutamic acid or as glutamate, the name of its anion, is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).  Amino acids are organic compounds that contain amino (-NH2) and carboxyl (-COOH) functional groups, along with a side chain (R group) specific to each amino acid. L-glutamic acid is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Glutamic acid is found in all organisms ranging from bacteria to plants to animals.  It is classified as an acidic, charged (at physiological pH), aliphatic amino acid. In humans it is a non-essential amino acid and can be synthesized via alanine or aspartic acid via alpha-ketoglutarate and the action of various transaminases. Glutamate also plays an important role in the body's disposal of excess or waste nitrogen. Glutamate undergoes deamination, an oxidative reaction catalysed by glutamate dehydrogenase leading to alpha-ketoglutarate. In many respects glutamate is a key molecule in cellular metabolism. Glutamate is the most abundant fast excitatory neurotransmitter in the mammalian nervous system. At chemical synapses, glutamate is stored in vesicles. Nerve impulses trigger release of glutamate from the pre-synaptic cell. In the opposing post-synaptic cell, glutamate receptors, such as the NMDA receptor, bind glutamate and are activated. Because of its role in synaptic plasticity, it is believed that glutamic acid is involved in cognitive functions like learning and memory in the brain. Glutamate transporters are found in neuronal and glial membranes. They rapidly remove glutamate from the extracellular space. In brain injury or disease, they can work in reverse and excess glutamate can accumulate outside cells. This process causes calcium ions to enter cells via NMDA receptor channels, leading to neuronal damage and eventual cell death, and is called excitotoxicity. The mechanisms of cell death include: Damage to mitochondria from excessively high intracellular Ca2+. Glu/Ca2+-mediated promotion of transcription factors for pro-apoptotic genes, or downregulation of transcription factors for anti-apoptotic genes. Excitotoxicity due to glutamate occurs as part of the ischemic cascade and is associated with stroke and diseases like amyotrophic lateral sclerosis, lathyrism, and Alzheimer's disease. Glutamic acid has been implicated in epileptic seizures. Microinjection of glutamic acid into neurons produces spontaneous depolarization around one second apart, and this firing pattern is similar to what is known as paroxysmal depolarizing shift in epileptic attacks. This change in the resting membrane potential at seizure foci could cause spontaneous opening of voltage activated calcium channels, leading to glutamic acid release and further depolarization (http://en.wikipedia.org/wiki/Glutamic_acid). Glutamate was discovered in 1866 when it was extracted from wheat gluten (from where it got its name. Glutamate has an important role as a food additive and food flavoring agent. In 1908, Japanese researcher Kikunae Ikeda identified brown crystals left behind after the evaporation of a large amount of kombu broth (a Japanese soup) as glutamic acid. These crystals, when tasted, reproduced a salty, savory flavor detected in many foods, most especially in seaweed. Professor Ikeda termed this flavor umami. He then patented a method of mass-producing a crystalline salt of glutamic acid, monosodium glutamate.	56-86-0	Solid	[NH3+][C@@H](CCC(=O)[O-])C(=O)[O-]	C5H9NO4	InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m0/s1	WHUUTDBJXJRKMK-VKHMYHEASA-N	147.0531578	CHEBI:29985	HMDB0000148	
BASm0001734	D-glutamate	There are two forms of glutamic acid found in nature: L-glutamic acid and D-glutamic acid. D-glutamic acid, is not endogenously produced in higher mammals. It is found naturally primarily in the cell walls of certain bacteria. D-glutamate is also present in certain foods e.g., soybeans and also arises from the turnover of the intestinal tract microflora, whose cell walls contain significant D-glutamate. Unlike other D-amino acids, D-glutamate is not oxidized by the D-amino acid oxidases, and therefore this detoxification pathway is not available for handling D-glutamate. Likewise, D-glutamic acid, when ingested, largely escapes most deamination reactions (unlike the L-counterpart). Free D-glutamate is found in mammalian tissue at surprisingly high levels, with D-glutamate accounting for 9% of the total glutamate present in liver. D-glutamate is the most potent natural inhibitor of glutathione synthesis identified to date and this may account for its localization to the liver, since circulating D-glutamate may alter redox stabiity (PMID 11158923). Certain eels are known to use D-glutamic acid as a phermone for chemical communication. D-Glutamic acid has been found to be a metabolite of Lactobacillus (PMID: 22754309).	6893-26-1	Solid	[NH3+][C@H](CCC(=O)[O-])C(=O)[O-]	C5H9NO4	InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m1/s1	WHUUTDBJXJRKMK-GSVOUGTGSA-N	147.0531578	CHEBI:29986	HMDB0003339	
BASm0001735	D-aspartate	D-Aspartic acid is the D-isomer of aspartic acid. Since its discovery in invertebrates, free D-aspartate (D-Asp) has been identified in a variety of organisms, including microorganisms, plants, and lower animals, mammals and humans. D-Asp in mammalian tissues is present in specific cells, indicating the existence of specific molecular components that regulate D-Asp levels and localization in tissues. In the rat adrenal medulla, D-Asp is closely associated with adrenaline-cells (A-cells), which account for approximately 80% of the total number of chromaffin cells in the tissue, and which make and store adrenaline. D-Asp appears to be absent from noradrenaline-cells (NA-cells), which comprise approximately 20% of the total number of chromaffin cells in the adrenal medulla, and which make and store noradrenaline. D-aspartate oxidase (EC 1.4.3.1, D-AspO), which catalyzes oxidative deamination of D-Asp, appears to be present only in NA-cells, suggesting that the lack of D-Asp in these cells is due to D-Asp oxidase-mediated metabolism of D-Asp. In the rat adrenal cortex, the distribution of D-Asp changes during development. It has been suggested that developmental changes in the localization of D-Asp reflects the participation of D-Asp in the development and maturation of steroidogenesis in rat adrenal cortical cells. D-Asp is involved in steroid hormone synthesis and secretion in mammals as well. D-Asp is synthesized intracellularly, most likely by Asp racemase (EC 5.1.1.13). Endogenous D-Asp apparently has two different intracellular localization patterns: cytoplasmic and vesicular. D-Asp release can occur through three distinct pathways: 1) spontaneous, continuous release of cytoplasmic D-Asp, which is not associated with a specific stimulus; 2) release of cytoplasmic D-Asp via a volume-sensitive organic anion channel that connects the cytoplasm and extracellular space; 3) exocytotic discharge of vesicular D-Asp. D-Asp can be released via a mechanism that involves the L-Glu transporter. D-Asp is thus apparently in dynamic flux at the cellular level to carry out its physiological function(s) in mammals (PMID:16755369).	1783-96-6	Solid	N[C@H](CC(O)=O)C([O-])=O	C4H6NO4	InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/p-1/t2-/m1/s1	CKLJMWTZIZZHCS-UWTATZPHSA-M	132.0296827	CHEBI:29990	HMDB0006483	
BASm0001736	L-aspartate	Aspartic acid (Asp), also known as L-aspartic acid or as aspartate, the name of its anion, is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).  Amino acids are organic compounds that contain amino (-NH2) and carboxyl (-COOH) functional groups, along with a side chain (R group) specific to each amino acid. L-aspartic acid is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Aspartic acid is found in all organisms ranging from bacteria to plants to animals.  It is classified as an acidic, charged (at physiological pH), aliphatic amino acid. In humans, aspartic acid is a nonessential amino acid derived from glutamic acid by enzymes using vitamin B6. However, in the human body, aspartate is most frequently synthesized through the transamination of oxaloacetate. A non-essential amino acid is an amino acid that can be synthesized from central metabolic pathway intermediates in humans and is not required in the diet.  As its name indicates, aspartic acid is the carboxylic acid analog of asparagine. The D-isomer of aspartic acid (D-aspartic acid) is one of two D-amino acids commonly found in mammals. Aspartic acid was first discovered in 1827 by Auguste-Arthur Plisson and Étienne Ossian Henry by hydrolysis of asparagine, which had been isolated from asparagus juice in 1806. Aspartate has many biochemical roles. It is a neurotransmitter, a metabolite in the urea cycle and it participates in gluconeogenesis. It carries reducing equivalents in the malate-aspartate shuttle, which utilizes the ready interconversion of aspartate and oxaloacetate, which is the oxidized (dehydrogenated) derivative of malic acid. Aspartate donates one nitrogen atom in the biosynthesis of inosine, the precursor to the purine bases which are key to DNA biosynthesis. In addition, aspartic acid acts as a hydrogen acceptor in a chain of ATP synthase. Aspartic acid is a major excitatory neurotransmitter, which is sometimes found to be increased in epileptic and stroke patients. It is decreased in depressed patients and in patients with brain atrophy. As a neurotransmitter, aspartic acid may provide resistance to fatigue and thus lead to endurance, although the evidence to support this idea is not strong (Wikipedia). Aspartic acid supplements are being evaluated. Five grams can raise blood levels. Magnesium and zinc may be natural inhibitors of some of the actions of aspartic acid. Aspartic acid, when chemically coupled with the amino acid D-phenylalanine, is a part of a natural sweetener, aspartame. This sweetener is an advance in artificial sweeteners, and is probably safe in normal doses to all except phenylketonurics. Aspartic acid may be a significant immunostimulant of the thymus and can protect against some of the damaging effects of radiation. Aspartic acid is found in higher abundance in: oysters, luncheon meats, sausage meat, wild game, sprouting seeds, oat flakes, avocado, asparagus, young sugarcane, and molasses from sugar beets.	56-84-8	Solid	[NH3+][C@@H](CC([O-])=O)C([O-])=O	C4H6NO4	InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/p-1/t2-/m0/s1	CKLJMWTZIZZHCS-REOHCLBHSA-M	132.0296827	CHEBI:29991	HMDB0000191	
BASm0001743	(E)-sinapate		7361-90-2			C11H11O5		PCMORTLOPMLEFB-ONEGZZNKSA-M	223.061197	CHEBI:30023		
BASm0001744	succinate	Succinic acid (succinate) is a dicarboxylic acid. It is an important component of the citric acid or TCA cycle and is capable of donating electrons to the electron transfer chain. Succinate is found in all living organisms ranging from bacteria to plants to mammals. In eukaryotes, succinate is generated in the mitochondria via the tricarboxylic acid cycle (TCA). Succinate can readily be imported into the mitochondrial matrix by the n-butylmalonate- (or phenylsuccinate-) sensitive dicarboxylate carrier in exchange with inorganic phosphate or another organic acid, e. g. malate (PMID 16143825). Succinate can exit the mitochondrial matrix and function in the cytoplasm as well as the extracellular space. Succinate has multiple biological roles including roles as a metabolic intermediate and roles as a cell signalling molecule. Succinate can alter gene expression patterns, thereby modulating the epigenetic landscape or it can exhibit hormone-like signaling functions (PMID: 26971832). As such, succinate links cellular metabolism, especially ATP formation, to the regulation of cellular function. Succinate can be broken down or metabolized into fumarate by the enzyme succinate dehydrogenase (SDH), which is part of the electron transport chain involved in making ATP. Dysregulation of succinate synthesis, and therefore ATP synthesis, can happen in a number of genetic mitochondrial diseases, such as Leigh syndrome, and Melas syndrome. Succinate has been found to be associated with D-2-hydroxyglutaric aciduria, which is an inborn error of metabolism. Succinic acid has recently been identified as an oncometabolite or an endogenous, cancer causing metabolite. High levels of this organic acid can be found in tumors or biofluids surrounding tumors. Its oncogenic action appears to due to its ability to inhibit prolyl hydroxylase-containing enzymes. In many tumours, oxygen availability becomes limited (hypoxia) very quickly due to rapid cell proliferation and limited blood vessel growth. The major regulator of the response to hypoxia is the HIF transcription factor (HIF-alpha). Under normal oxygen levels, protein levels of HIF-alpha are very low due to constant degradation, mediated by a series of post-translational modification events catalyzed by the prolyl hydroxylase domain-containing enzymes PHD1, 2 and 3, (also known as EglN2, 1 and 3) that hydroxylate HIF-alpha and lead to its degradation. All three of the PHD enzymes are inhibited by succinate. In humans, urinary succinic acid is produced by Escherichia coli, Pseudomonas aeruginosa, Klebsiella pneumonia, Enterobacter, Acinetobacter, Proteus mirabilis, Citrobacter frundii, Enterococcus faecalis (PMID: 22292465). Succinic acid is also found in Actinobacillus, Anaerobiospirillum, Mannheimia, Corynebacterium and Basfia (PMID: 22292465; PMID: 18191255; PMID: 26360870).	110-15-6	Solid	[O-]C(=O)CCC([O-])=O	C4H4O4	InChI=1S/C4H6O4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)(H,7,8)/p-2	KDYFGRWQOYBRFD-UHFFFAOYSA-L	116.0109586	CHEBI:30031	HMDB0000254	
BASm0001745	taxa-4,11-diene					C20H32		FRJSECSOXKQMOD-HQRMLTQVSA-N	272.250401	CHEBI:30037		
BASm0001746	taxa-4(20),11-dien-5alpha-ol					C20H32O		QHDGSWAXTYWVOP-ZNWBIBPKSA-N	288.2453157	CHEBI:30038		
BASm0001747	taxa-4(20),11-dien-5alpha,13alpha-diol	A taxane diterpenoid that is taxane which contains double bounds at the 4-20 and 11-12 positions and which is substituted by hydroxy groups at the 5alpha and 13alpha positions.				C20H32O2		VTDWDDILICLAEK-RDGCENLJSA-N	304.2402303	CHEBI:30041		
BASm0001748	taxa-4(20),11-dien-5alpha-yl acetate					C22H34O2		APIZAZFFQBVSJA-ZJDLJICXSA-N	330.2558803	CHEBI:30042		
BASm0001749	terephthalate			Expected Solid	[O-]C(=O)C1=CC=C(C=C1)C([O-])=O	C8H4O4	InChI=1S/C8H6O4/c9-7(10)5-1-2-6(4-3-5)8(11)12/h1-4H,(H,9,10)(H,11,12)/p-2	KKEYFWRCBNTPAC-UHFFFAOYSA-L	164.0120558	CHEBI:30043		MMDBc0054671
BASm0001750	VO(2+)				O=[V+2]	OV	InChI=1S/O.V/q;+2	MHHDXUNFNAZUGB-UHFFFAOYSA-N		CHEBI:30046		
BASm0001751	thioglycolate				[O-]C(=O)CS	C2H3O2S	InChI=1S/C2H4O2S/c3-2(4)1-5/h5H,1H2,(H,3,4)/p-1	CWERGRDVMFNCDR-UHFFFAOYSA-M	90.98592409	CHEBI:30066		
BASm0001752	guanidine	Guanidine is a polyamine that can function as a strong organic base existing primarily as guanidium ions at physiological pH. With a pKa of 12.5, guanidine is protonated, with a charge of +1 in physiological conditions. It is found in the urine as a normal product of protein metabolism. It has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821). Guanidine is also used in laboratory research as a protein denaturant. (From Martindale, the Extra Pharmacopoeia, 30th ed and Merck Index, 12th ed). Guanidine is a crystalline compound of strong alkalinity formed by the oxidation of guanine. It is used in the manufacture of plastics and explosives. -- Wikipedia.	1950-01-01	Solid	NC(N)=N	CH5N3	InChI=1S/CH5N3/c2-1(3)4/h(H5,2,3,4)	ZRALSGWEFCBTJO-UHFFFAOYSA-N	59.04834718	CHEBI:30087	HMDB0001842	MMDBc0054501
BASm0001753	acetate				CC([O-])=O	C2H3O2	InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4)/p-1	QTBSBXVTEAMEQO-UHFFFAOYSA-M	59.01330434	CHEBI:30089	HMDB0159743	
BASm0001754	4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol	delta8,14-Sterol, also known as 4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol, belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, delta8,14-sterol is considered to be a sterol lipid molecule. delta8,14-Sterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. delta8,14-Sterol is an intermediate in the biosynthesis of steroids and is converted from O-butusifoliol via the enzyme cytochrome P450, family 51, subfamily A (sterol 14-demethylase) (EC 1.14.13.70). It is then converted into 4-alpha-methylfecosterol via the enzyme delta14-sterol reductase (EC 1.3.1.70).	74635-33-9		[H][C@@](C)(CCC(=C)C(C)C)[C@@]1([H])CC=C2C3=C(CC[C@]12C)[C@@]1(C)CC[C@]([H])(O)[C@@]([H])(C)[C@]1([H])CC3	C29H46O	InChI=1S/C29H46O/c1-18(2)19(3)8-9-20(4)23-12-13-25-22-10-11-24-21(5)27(30)15-17-29(24,7)26(22)14-16-28(23,25)6/h13,18,20-21,23-24,27,30H,3,8-12,14-17H2,1-2,4-7H3/t20-,21+,23-,24+,27+,28-,29+/m1/s1	HLAWVOWADPNAGN-BAHZUFOISA-N	410.3548661	CHEBI:30109	HMDB0006928	
BASm0001755	5beta-pregnan-3,20-dione	(5beta)-pregnane-3,20-dione, also known as 3,20-pregnanedione or 5beta-dihydroprogesterone, belongs to gluco/mineralocorticoids, progestogins and derivatives class of compounds. Those are steroids with a structure based on a hydroxylated prostane moiety. Thus, (5beta)-pregnane-3,20-dione is considered to be a steroid lipid molecule (5beta)-pregnane-3,20-dione is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). (5beta)-pregnane-3,20-dione can be found in a number of food items such as opium poppy, walnut, rowal, and italian sweet red pepper, which makes (5beta)-pregnane-3,20-dione a potential biomarker for the consumption of these food products.			CC(=O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C21H32O2	InChI=1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h14,16-19H,4-12H2,1-3H3/t14-,16+,17-,18+,19+,20+,21-/m1/s1	XMRPGKVKISIQBV-XWOJZHJZSA-N	316.2402303	CHEBI:30154	HMDB0304221	
BASm0001756	6,7-dihydropteridine	Dihydropteridine is a generic compound; the product of the reduction of 5,6,7,8-Tetrahydropteridine, which is catalyzed by 6,7-dihydropteridine reductase (EC 1.5.1.34). (KEGG) This compound is recognised as a cause of tetrahydrobiopterin (BH(4)) deficiency, leading to hyperphenylalaninemia (HPA) and impaired biogenic amine deficiency. (PMID: 14705166).		Solid	c1ncc2c(n1)=NCCN=2	C6H6N4	InChI=1S/C6H6N4/c1-2-9-6-5(8-1)3-7-4-10-6/h3-4H,1-2H2	KVDQMARGGBLIJM-UHFFFAOYSA-N	134.0592462	CHEBI:30156	HMDB0001441	
BASm0001757	abieta-7,13-diene				CC(C)C1=CC2=CC[C@H]3C(C)(C)CCC[C@]3(C)[C@H]2CC1	C20H32	InChI=1S/C20H32/c1-14(2)15-7-9-17-16(13-15)8-10-18-19(3,4)11-6-12-20(17,18)5/h8,13-14,17-18H,6-7,9-12H2,1-5H3/t17-,18-,20+/m0/s1	BBPXZLJCPUPNGH-CMKODMSKSA-N	272.250401	CHEBI:30232		
BASm0001758	(9Z,12Z)-octadecadienoate			Expected Solid	CCCCC/C=C\C/C=C\CCCCCCCC(=O)[O-]	C18H31O2	InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/p-1/b7-6-,10-9-	OYHQOLUKZRVURQ-HZJYTTRNSA-M	279.2329538	CHEBI:30245		MMDBc0054999
BASm0001759	beta-D-Gal-(1->3)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-D-Glc	Present in the free state in human milk↵↵Lacto-N-tetraose (LNT) is a neutral oligosaccharide present in human colostrum and milk. LNT is converted from lacto-N-triose II by the human enzyme beta-1,3-N-acetylglucosaminyltransferase 2 (beta3GnT2). Human milk is a unique reservoir of oligosaccharides. The presence of many of these oligosaccharides is determined genetically and is related to the Lewis blood group and secretor antigen status of each donor. Oligosaccharides in human milk represent a group of bioactive molecules that have evolved to be an abundant and diverse component of human milk, even though they have no direct nutritive value to the infant. A recent hypothesis proposes that they could be substrates for the development of the intestinal microflora and the mucosal immune system. (PMID: 15629115, 11787695, 14530096, 17002410, 16277601, 11787692)	14116-68-8	Solid	CC(=O)N[C@H]1[C@H](O[C@H]2[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]3[C@H](O)[C@@H](O)C(O)O[C@@H]3CO)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O	C26H45NO21	InChI=1S/C26H45NO21/c1-6(32)27-11-14(35)20(46-25-18(39)15(36)12(33)7(2-28)43-25)10(5-31)45-24(11)48-22-13(34)8(3-29)44-26(19(22)40)47-21-9(4-30)42-23(41)17(38)16(21)37/h7-26,28-31,33-41H,2-5H2,1H3,(H,27,32)	IEQCXFNWPAHHQR-UHFFFAOYSA-N	707.2484075	CHEBI:30248	HMDB06566	
BASm0001760	1,3-dihydroxy-N-methylacridone	1,3-dihydroxy-n-methylacridone is a member of the class of compounds known as acridones. Acridones are acridines containing a ketone group attached to the C9 carbon atom of the acridine moiety. 1,3-dihydroxy-n-methylacridone is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 1,3-dihydroxy-n-methylacridone can be found in a number of food items such as canada blueberry, italian oregano, cashew nut, and pepper (c. annuum), which makes 1,3-dihydroxy-n-methylacridone a potential biomarker for the consumption of these food products.			Cn1c2ccccc2c(=O)c2c(O)cc(O)cc21	C14H11NO3	InChI=1S/C14H11NO3/c1-15-10-5-3-2-4-9(10)14(18)13-11(15)6-8(16)7-12(13)17/h2-7,16-17H,1H3	GDALETGZDYOOGB-UHFFFAOYSA-N	241.0738932	CHEBI:30306	HMDB0304008	
BASm0001761	thioacetate	Ethanethioic acid is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]")	0507-09-05	Liquid	CC(=O)[S-]	C2H4OS	InChI=1S/C2H4OS/c1-2(3)4/h1H3,(H,3,4)	DUYAAUVXQSMXQP-UHFFFAOYSA-N	75.99828544	CHEBI:30320	HMDB0031188	
BASm0001762	3-acetamidopropanal	Acetamidopropanal is associated with urea cycle and metabolism of arginine, proline, glutamate, aspartate and asparagine. Induction of SSAT typically gives rise to growth inhibition or apoptosis, depending upon the cell type and the extent of enzyme overexpression. In such experiments, growth inhibition has been closely linked to depletion of intracellular polyamine pools ( 12) and disturbances in polyamine metabolism ( 13), whereas apoptosis has been associated with downstream events emanating from polyamine oxidase-mediated oxidation of acetylated polyamines and the associated release of oxidatively reactive by-products such as hydrogen peroxide and the aldehyde, 3-acetamidopropanal.		Solid	CC(=O)NCCC=O	C5H9NO2	InChI=1S/C5H9NO2/c1-5(8)6-3-2-4-7/h4H,2-3H2,1H3,(H,6,8)	ARJPPNFIEQKVBB-UHFFFAOYSA-N	115.0633285	CHEBI:30322	HMDB0012880	
BASm0001763	tellurite			Expected Solid	O=[Te]([O-])[O-]	O3Te	InChI=1S/H2O3Te/c1-4(2)3/h(H2,1,2,3)/p-2	SITVSCPRJNYAGV-UHFFFAOYSA-L	177.8920638	CHEBI:30477		MMDBc0056326
BASm0001764	D-glucarate	Glucaric acid, also known as glucarate or D-saccharic acid, belongs to the class of organic compounds known as glucuronic acid derivatives. Glucuronic acid derivatives are compounds containing a glucuronic acid moiety (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid. Glucaric acid is a sugar acid derived from D-glucose in which both the aldehydic carbon atom and the carbon atom bearing the primary hydroxyl group are oxidized to carboxylic acid groups. D-glucaric acid is found in fruits, vegetables, and mammals. The highest concentrations of glucaric acid are found in grapefruits, apples, oranges, and cruciferous vegetables (PMID: 18772850). Glucaric acid is produced through the oxidation of glucose. Cytochrome P450 is thought to be responsible for the production of D-glucaric acid in vivo (PMID: 3779687). In mammals, D-glucaric acid and D-glucaro-l,4-lactone are also known end-products of the D-glucuronic acid pathway (PMID: 18772850). Glucaric is available as a dietary supplement in the form of calcium D-glucarate and has been studied for therapeutic purposes including cholesterol reduction and cancer chemotherapy (PMID: 9101079). D-Glucaric acid has a potential use as a building block for a number of polymers, including new nylons and hyperbranched polyesters. D-glucaric acid produced from D-glucose has been successfully utilized to produce a hydroxylated nylon.	87-73-0	Solid	O=C([O-])[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(=O)[O-]	C6H10O8	InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/t1-,2-,3-,4+/m0/s1	DSLZVSRJTYRBFB-LLEIAEIESA-N	210.0375673	CHEBI:30612	HMDB0000663	
BASm0001765	ATP	Adenosine triphosphate (ATP) is a nucleotide consisting of a purine base (adenine) attached to the first carbon atom of ribose (a pentose sugar). Three phosphate groups are esterified at the fifth carbon atom of the ribose. ATP is incorporated into nucleic acids by polymerases in the processes of DNA replication and transcription. ATP contributes to cellular energy charge and participates in overall energy balance, maintaining cellular homeostasis. ATP can act as an extracellular signaling molecule via interactions with specific purinergic receptors to mediate a wide variety of processes as diverse as neurotransmission, inflammation, apoptosis, and bone remodelling. Extracellular ATP and its metabolite adenosine have also been shown to exert a variety of effects on nearly every cell type in human skin, and ATP seems to play a direct role in triggering skin inflammatory, regenerative, and fibrotic responses to mechanical injury, an indirect role in melanocyte proliferation and apoptosis, and a complex role in Langerhans cell-directed adaptive immunity. During exercise, intracellular homeostasis depends on the matching of adenosine triphosphate (ATP) supply and ATP demand. Metabolites play a useful role in communicating the extent of ATP demand to the metabolic supply pathways. Effects as different as proliferation or differentiation, chemotaxis, release of cytokines or lysosomal constituents, and generation of reactive oxygen or nitrogen species are elicited upon stimulation of blood cells with extracellular ATP. The increased concentration of adenosine triphosphate (ATP) in erythrocytes from patients with chronic renal failure (CRF) has been observed in many studies but the mechanism leading to these abnormalities still is controversial. (PMID: 15490415, 15129319, 14707763, 14696970, 11157473).	56-65-5	Solid	Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C10H16N5O13P3	InChI=1S/C10H16N5O13P3/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(26-10)1-25-30(21,22)28-31(23,24)27-29(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1	ZKHQWZAMYRWXGA-KQYNXXCUSA-N	506.9957452	CHEBI:30616	HMDB0000538	
BASm0001766	(S)-2,3-dihydrodipicolinate	(s)-2,3-dihydrodipicolinate, also known as (S)-2,3-dihydropyridine-2,6-dicarboxylate or 2,3-di-H-dipicolinic acid, belongs to alpha amino acids and derivatives class of compounds. Those are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof (s)-2,3-dihydrodipicolinate is slightly soluble (in water) and a weakly acidic compound (based on its pKa). (s)-2,3-dihydrodipicolinate can be found in a number of food items such as american cranberry, moth bean, parsnip, and giant butterbur, which makes (s)-2,3-dihydrodipicolinate a potential biomarker for the consumption of these food products.			O=C([O-])C1=N[C@H](C(=O)[O-])CC=C1	C7H5NO4	InChI=1S/C7H7NO4/c9-6(10)4-2-1-3-5(8-4)7(11)12/h1-2,5H,3H2,(H,9,10)(H,11,12)/p-2/t5-/m0/s1	UWOCFOFVIBZJGH-YFKPBYRVSA-L	167.0229548	CHEBI:30620	HMDB0303995	
BASm0001767	oxalate			Expected Solid	[O-]C(=O)C([O-])=O	C2O4	InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6)/p-2	MUBZPKHOEPUJKR-UHFFFAOYSA-L	87.97965849	CHEBI:30623		MMDBc0054618
BASm0001768	D-mannuronate		3402-98-0			C6H9O7		IAJILQKETJEXLJ-MBMOQRBOSA-M	193.0353762	CHEBI:30624		
BASm0001769	2-methylmaleate	Citraconic acid, also known as 2-methylmaleate or methylmaleic acid, belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present. Citraconic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Citraconic acid is expected to be in Cannabis as all living plants are known to produce and metabolize it.	498-23-7	1	C/C(=C/C(=O)[O-])C(=O)[O-]	C5H6O4	InChI=1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h2H,1H3,(H,6,7)(H,8,9)/b3-2-	HNEGQIOMVPPMNR-IHWYPQMZSA-N	130.0266	CHEBI:30719		
BASm0001770	ethylene glycol	L-Menthyl 1,2-propylene glycol carbonate is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]")	107-21-1		OCCO	C2H6O2	InChI=1S/C2H6O2/c3-1-2-4/h3-4H,1-2H2	LYCAIKOWRPUZTN-UHFFFAOYSA-N	62.03677944	CHEBI:30742	HMDB0032262	
BASm0001771	salicylate	Salicylates, also known as 2-hydroxybenzoic acid or sal, is a member of the class of compounds known as salicylic acids. Salicylic acids are ortho-hydroxylated benzoic acids. Salicylates is soluble (in water) and a moderately acidic compound (based on its pKa). Salicylates can be found in a number of food items such as arabica coffee, apple, common thyme, and rosemary, which makes salicylates a potential biomarker for the consumption of these food products. Salicylic acid (from Latin salix, willow tree) is a lipophilic monohydroxybenzoic acid, a type of phenolic acid, and a beta hydroxy acid (BHA). It has the formula C7H6O3. This colorless crystalline organic acid is widely used in organic synthesis and functions as a plant hormone. It is derived from the metabolism of salicin. In addition to serving as an important active metabolite of aspirin (acetylsalicylic acid), which acts in part as a prodrug to salicylic acid, it is probably best known for its use as a key ingredient in topical anti-acne products. The salts and esters of salicylic acid are known as salicylates .			OC(=O)C1=CC=CC=C1[O-]	C7H5O3	InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10)/p-1	YGSDEFSMJLZEOE-UHFFFAOYSA-M	137.0244176	CHEBI:30762	HMDB0302214	
BASm0001772	maleate			Expected Solid	[H]\C(=C(/[H])C([O-])=O)C([O-])=O	C4H2O4	InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/p-2/b2-1-	VZCYOOQTPOCHFL-UPHRSURJSA-L	113.9964057	CHEBI:30780		MMDBc0056076
BASm0001773	isophthalate		121-91-5		O=C([O-])c1cccc(C(=O)[O-])c1	C8H6O4	InChI=1S/C8H6O4/c9-7(10)5-2-1-3-6(4-5)8(11)12/h1-4H,(H,9,10)(H,11,12)	QQVIHTHCMHWDBS-UHFFFAOYSA-N		CHEBI:30803		
BASm0001774	tetradecanoate	Tetradecanoate (n-c14:0) belongs to the class of Straight Chain Fatty Acids. These are fatty acids with a straight aliphatic chain. (inferred from compound structure)		Expected Solid	CCCCCCCCCCCCCC(=O)[O-]	C14H27O2	InChI=1S/C14H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h2-13H2,1H3,(H,15,16)/p-1	TUNFSRHWOTWDNC-UHFFFAOYSA-M	227.2011051	CHEBI:30807		MMDBc0031674
BASm0001775	(9Z)-octadecenoate			Expected Solid	CCCCCCCC/C=C\CCCCCCCC(=O)[O-]	C18H33O2	InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/p-1/b10-9-	ZQPPMHVWECSIRJ-KTKRTIGZSA-M	281.2480553	CHEBI:30823		MMDBc0054081
BASm0001776	(9E)-octadecenoate	Octadecenoate is the salt or easter of octadecenoic acid (oleic acid).		Expected Solid	CCCCCCCC/C=C/CCCCCCCC(=O)[O-]	C18H33O2	InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/p-1/b10-9+	ZQPPMHVWECSIRJ-MDZDMXLPSA-M	281.2480553	CHEBI:30825		MMDBc0031669
BASm0001777	(11Z)-octadecenoate				CCCCCC/C=C\CCCCCCCCCC(=O)[O-]	C18H33O2	0	UWHZIFQPPBDJPM-FPLPWBNLSA-M	281.2486039	CHEBI:30827		MMDBc0057287
BASm0001778	aldosterone hemiacetal				C[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2[C@@H]2C[C@]3(C(O)O2)[C@@H](C(=O)CO)CC[C@@H]13	C21H28O5	InChI=1S/C21H28O5/c1-20-7-6-12(23)8-11(20)2-3-13-14-4-5-15(16(24)10-22)21(14)9-17(18(13)20)26-19(21)25/h8,13-15,17-19,22,25H,2-7,9-10H2,1H3	QUQBHBRVKLEOEI-UHFFFAOYSA-N	360.193674	CHEBI:30834		
BASm0001779	orotate			Expected Solid	O=C([O-])c1cc(=O)[nH]c(=O)[nH]1	C5H3N2O4	InChI=1S/C5H4N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h1H,(H,9,10)(H2,6,7,8,11)/p-1	PXQPEWDEAKTCGB-UHFFFAOYSA-M	155.0098302	CHEBI:30839		MMDBc0054616
BASm0001780	(indol-3-yl)acetate	Auxins are a class of plant growth substances and morphogens (often called phytohormone or plant hormone). Auxins have an essential role in coordination of many growth and behavioral processes in the plant's life cycle. IAA (indole-3-acetic acid) is the most abundant and the basic native auxin in plants. Auxin is found in soft-necked garlic.			O=C([O-])Cc1c[nH]c2ccccc12	C10H8NO2	InChI=1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13)/p-1	SEOVTRFCIGRIMH-UHFFFAOYSA-M	174.0560521	CHEBI:30854	HMDB0302181	
BASm0001781	(S)-dihydroorotate	L-Dihydroorotic acid, also known as (S)-4,5-dihydroorotate or dihydro-L-orotate, belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. 4,5-Dihydroorotic acid is a derivative of orotic acid which serves as an intermediate in pyrimidine biosynthesis. L-Dihydroorotic acid is a drug. L-Dihydroorotic acid exists in all living species, ranging from bacteria to humans. Within humans, L-dihydroorotic acid participates in a number of enzymatic reactions. In particular, L-dihydroorotic acid can be biosynthesized from ureidosuccinic acid; which is catalyzed by the enzyme cad protein. In addition, L-dihydroorotic acid and quinone can be converted into orotic acid through the action of the enzyme dihydroorotate dehydrogenase (quinone), mitochondrial. In humans, L-dihydroorotic acid is involved in the metabolic disorder called the beta-ureidopropionase deficiency pathway. Outside of the human body, L-dihydroorotic acid has been detected, but not quantified in several different foods, such as black chokeberries, vanilla, sweet basils, soy beans, and broad beans.	5988-19-2	Solid	O=C1C[C@@H](C(=O)[O-])NC(=O)N1	C5H6N2O4	InChI=1S/C5H6N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h2H,1H2,(H,9,10)(H2,6,7,8,11)/t2-/m0/s1	UFIVEPVSAGBUSI-REOHCLBHSA-N	158.0327567	CHEBI:30864	HMDB0003349	
BASm0001782	an alcohol				*O					CHEBI:30879		
BASm0001784	glutarate	Glutaric acid is a simple five-carbon linear dicarboxylic acid. Glutaric acid is naturally produced in the body during the metabolism of some amino acids, including lysine and tryptophan. Glutaric acid may cause irritation to the skin and eyes. When present in sufficiently high levels, glutaric acid can act as an acidogen and a metabotoxin. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of glutaric acid are associated with at least three inborn errors of metabolism, including glutaric aciduria type I, malonyl-CoA decarboxylase deficiency, and glutaric aciduria type III. Glutaric aciduria type I (glutaric acidemia type I, glutaryl-CoA dehydrogenase deficiency, GA1, or GAT1) is an inherited disorder in which the body is unable to completely break down the amino acids lysine, hydroxylysine, and tryptophan due to a deficiency of mitochondrial glutaryl-CoA dehydrogenase (EC 1.3.99.7, GCDH). Excessive levels of their intermediate breakdown products (e.g. glutaric acid, glutaryl-CoA, 3-hydroxyglutaric acid, glutaconic acid) can accumulate and cause damage to the brain (and also other organs). Babies with glutaric acidemia type I are often born with unusually large heads (macrocephaly). Macrocephaly is amongst the earliest signs of GA1. GA1 also causes secondary carnitine deficiency because glutaric acid, like other organic acids, is detoxified by carnitine. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart, liver, and kidney abnormalities, seizures, coma, and possibly death. These are also the characteristic symptoms of untreated glutaric aciduria. Many affected children with organic acidemias experience intellectual disability or delayed development. In adults, acidosis or acidemia is characterized by headaches, confusion, feeling tired, tremors, sleepiness, and seizures. Treatment of glutaric aciduria is mainly based on the restriction of lysine intake, supplementation of carnitine, and an intensification of therapy during intercurrent illnesses. The major principle of dietary treatment is to reduce the production of glutaric acid and 3-hydroxyglutaric acid by restriction of natural protein, in general, and of lysine, in particular (PMID: 17465389, 15505398). Glutaric acid has also been found in Escherichia (PMID: 30143200).	110-94-1	Solid	O=C([O-])CCCC(=O)[O-]	C5H8O4	InChI=1S/C5H8O4/c6-4(7)2-1-3-5(8)9/h1-3H2,(H,6,7)(H,8,9)	JFCQEDHGNNZCLN-UHFFFAOYSA-N	132.0422587	CHEBI:30921	HMDB0000661	
BASm0001785	(2R,3R)-tartrate	Tartaric acid is a white crystalline organic acid. It occurs naturally in many plants, particularly grapes and tamarinds, and is one of the main acids found in wine. It is added to other foods to give a sour taste, and is used as an antioxidant. Salts of tartaric acid are known as tartrates. It is a dihydroxy derivative of dicarboxylic acid. Tartaric acid is a muscle toxin, which works by inhibiting the production of malic acid, and in high doses causes paralysis and death. The minimum recorded fatal dose for a human is about 12 grams. In spite of that, it is included in many foods, especially sour-tasting sweets. As a food additive, tartaric acid is used as an antioxidant with E number E334, tartrates are other additives serving as antioxidants or emulsifiers. Naturally-occurring tartaric acid is chiral, meaning that it has molecules that are non-superimposable on their mirror-images. It is a useful raw material in organic chemistry for the synthesis of other chiral molecules. The naturally occurring form of the acid is L-(+)-tartaric acid or dextrotartaric acid. The mirror-image (enantiomeric) form, levotartaric acid or D-(-)-tartaric acid, and the achiral form, mesotartaric acid, can be made artificially. Tartarate is believed to play a role in inhibiting kidney stone formation. Most tartarate that is consumed by humans is metabolized by bacteria in the gastrointestinal tract -- primarily in the large instestine. Only about 15-20% of consumed tartaric acid is secreted in the urine unchanged. Tartaric acid is a biomarker for the consumption of wine and grapes (PMID: 24507823). Tartaric acid is also a fungal metabolite, elevated levels in the urine (especially in children) may be due to the presence of yeast (in the gut or bladder). It can be produced by Agrobacterium, Nocardia, Rhizobium, Saccharomyces as well (PMID: 7628083) (https://link.springer.com/article/10.1023/A:1005592104426). High levels of tartaric acid have been found in autistic children. In adults, tartaric acid may be due to the consumption of wine (https://www.greatplainslaboratory.com/articles-1/2015/11/13/candida-and-overgrowth-the-problem-bacteria-by-products) (PMID: 15738524; PMID: 24507823; PMID: 7628083).	87-69-4	Expected Solid	O=C([O-])[C@H](O)[C@@H](O)C(=O)[O-]	C4H6O6	InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/t1-,2-/m1/s1	FEWJPZIEWOKRBE-JCYAYHJZSA-N	150.0164379	CHEBI:30924	HMDB0000956	MMDBc0000175
BASm0001786	(S,S)-tartrate			Expected Solid	O=C([O-])[C@@H](O)[C@H](O)C(=O)[O-]	C4H4O6	InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/p-2/t1-,2-/m0/s1	FEWJPZIEWOKRBE-LWMBPPNESA-L	148.001885	CHEBI:30927		MMDBc0055051
BASm0001787	(2R,3S)-tartrate			Expected Solid	O=C([O-])[C@@H](O)[C@@H](O)C(=O)[O-]	C4H4O6	InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/p-2/t1-,2+	FEWJPZIEWOKRBE-XIXRPRMCSA-L	148.001885	CHEBI:30928		MMDBc0054814
BASm0001788	tartrate			Expected Solid	O=C([O-])C(O)C(O)C(=O)[O-]	C4H4O6	InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)/p-2	FEWJPZIEWOKRBE-UHFFFAOYSA-L	148.001885	CHEBI:30929		MMDBc0056324
BASm0001789	(3R)-citramalate			Expected Solid	C[C@@](O)(CC(=O)[O-])C(=O)[O-]	C5H6O5	InChI=1S/C5H8O5/c1-5(10,4(8)9)2-3(6)7/h10H,2H2,1H3,(H,6,7)(H,8,9)/p-2/t5-/m1/s1	XFTRTWQBIOMVPK-RXMQYKEDSA-L	146.0226205	CHEBI:30934		MMDBc0054906
BASm0001790	(3S)-citramalate			Expected Solid	C[C@](O)(CC(=O)[O-])C(=O)[O-]	C5H6O5	InChI=1S/C5H8O5/c1-5(10,4(8)9)2-3(6)7/h10H,2H2,1H3,(H,6,7)(H,8,9)/p-2/t5-/m1/s1	XFTRTWQBIOMVPK-RXMQYKEDSA-L	146.0226205	CHEBI:30936		MMDBc0054906
BASm0001791	4-pyridoxate	4-Pyridoxic acid is a member of the class of compounds known as methylpyridines. More specifically it is a 2-methylpyridine derivative substituted by a hydroxy group at C-3, a carboxy group at C-4, and a hydroxymethyl group at C-5. 4-Pyridoxic acid is the catabolic product of vitamin B6 (also known as pyridoxine, pyridoxal and pyradoxamine) and is excreted in the urine. Urinary levels of 4-pyridoxic acid are lower in females than in males and will be reduced even further in persons with a riboflavin deficiency. 4-Pyridoxic acid is formed by the action of aldehyde oxidase I (an endogenous enzyme) and by microbial enzymes (pyridoxal 4-dehydrogenase), an NAD-dependent aldehyde dehydrogenase. 4-pyridoxic acid can be further broken down by the gut microflora via the enzyme known as 4-pyridoxic acid dehydrogenase. This enzyme catalyzes the four-electron oxidation of 4-pyridoxic acid to 3-hydroxy-2-methylpyridine-4,5-dicarboxylate, using nicotinamide adenine dinucleotide (NAD) as a cofactor.	82-82-6	Solid	Cc1ncc(CO)c(C(=O)[O-])c1O	C8H9NO4	InChI=1S/C8H9NO4/c1-4-7(11)6(8(12)13)5(3-10)2-9-4/h2,10-11H,3H2,1H3,(H,12,13)	HXACOUQIXZGNBF-UHFFFAOYSA-N	183.0531578	CHEBI:30959	HMDB0000017	
BASm0001792	5-pyridoxate	A pyridoxate that is the conjugate base of 5-pyridoxic acid, obtained by deprotonation of the carboxy group.			Cc1ncc(C(=O)[O-])c(CO)c1O	C8H8NO4	InChI=1S/C8H9NO4/c1-4-7(11)6(3-10)5(2-9-4)8(12)13/h2,10-11H,3H2,1H3,(H,12,13)/p-1	VJZTVPVXKYQRJZ-UHFFFAOYSA-M		CHEBI:30960		
BASm0001793	levoglucosan	Levoglucosan is an anhydrohexose that is the 1,6-anhydro-derivative of beta-D-glucopyranose. It is formed from the pyrolysis of carbohydrates, such as starch and cellulose. As a result, levoglucosan is often used as a chemical tracer for biomass burning in atmospheric chemistry studies, particularly with respect to airborne particulate matter. Levoglucosan in urine has been shown to be highly correlated with regional fires and as a biomarker for wood smoke exposure (PMID: 19165390). This is because the gas emitted by the pyrolysis of wood (biomass) contains significant amounts of levoglucosan. The hydrolysis of levoglucosan generates the fermentable sugar glucose, and therefore lignocellulosic material exhibits great potential as a renewable feedstock for the production of bioethanol. Levoglucosan can also be utilized in the synthesis of chiral polymers such as unhydrolysable glucose polymers. Levoglucosan is also produced via caramelization of sugar. Consumption of caramel or caramel-containing sweets can lead to a short-term 5X increase in urinary levels of levoglucosan (from 20 uM/mM creatinine to 100 uM/mM creatinine) (PMID: 19707249). Urinary levoglucosan levels increase within 2 h of caramel consumption and return to pre-exposure levels within 24 h. These data suggest that diet is a major factor in determining urinary levoglucosan levels and that recent dietary history needs to be taken into account to use levoglucosan as a marker for wood smoke exposure. Excretory levels of levoglucosan vary widely from zero up to 5.3 mmol/L (PMID: 3757263, 16448658, 16317539).	498-07-7		O[C@@H]1[C@@H](O)[C@@H]2OC[C@@H](O2)[C@H]1O	C6H10O5	InChI=1S/C6H10O5/c7-3-2-1-10-6(11-2)5(9)4(3)8/h2-9H,1H2/t2-,3-,4+,5-,6-/m1/s1	TWNIBLMWSKIRAT-VFUOTHLCSA-N	162.0528234	CHEBI:30997	HMDB0000640	
BASm0001794	triacontanoate	Melissic acid A is found in fats and oils. Melissic acid A is found in some plant waxes, e.g. cottonMelissic acid A belongs to the family of Straight Chain Fatty Acids. These are fatty acids with a straight aliphatic chain.	506-50-3	Solid	CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)[O-]	C30H60O2	InChI=1S/C30H60O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30(31)32/h2-29H2,1H3,(H,31,32)	VHOCUJPBKOZGJD-UHFFFAOYSA-N		CHEBI:31004	HMDB30925	
BASm0001795	pentanoate			Expected Solid	CCCCC(=O)[O-]	C5H9O2	InChI=1S/C5H10O2/c1-2-3-4-5(6)7/h2-4H2,1H3,(H,6,7)/p-1	NQPDZGIKBAWPEJ-UHFFFAOYSA-M	101.0608031	CHEBI:31011		MMDBc0054628
BASm0001796	hexacosanoate		506-46-7	Expected Solid	CCCCCCCCCCCCCCCCCCCCCCCCCC([O-])=O	C26H51O2	InChI=1S/C26H52O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26(27)28/h2-25H2,1H3,(H,27,28)/p-1	XMHIUKTWLZUKEX-UHFFFAOYSA-M	395.3889059	CHEBI:31013	HMDB0002356	MMDBc0048184
BASm0001797	tetracosanoate			Expected Solid	CCCCCCCCCCCCCCCCCCCCCCCC([O-])=O	C24H47O2	InChI=1S/C24H48O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24(25)26/h2-23H2,1H3,(H,25,26)/p-1	QZZGJDVWLFXDLK-UHFFFAOYSA-M	367.3576057	CHEBI:31014		MMDBc0054672
BASm0001798	1,3,5-trimethoxybenzene	1,3,5-Trimethoxybenzene has been found to be a potential biomarker of flavonoid intake in human. Flavonoids are phytochemicals that are widespread in the human diet. Despite limitations in their bioavailability, experimental and epidemiological data suggest health benefits of flavonoid consumption. Valid biomarkers of flavonoid intake may be useful for estimating exposure in a range of settings. However, to date, few useful flavonoid biomarkers have been identified. A recent urine analysis suggested that urinary 4-ethylphenol, benzoic acid, and 4-ethylbenzoic acid may be potential biomarkers of quercetin intake and 1,3,5-trimethoxybenzene, 4-O-methylgallic acid, 3-O-methylgallic acid, and gallic acid may be potential markers of epigallocatechin gallate intake. Potential biomarkers of (-)-epicatechin were not identified. These urinary biomarkers may provide an accurate indication of flavonoid exposure (PMID: 19812218).	621-23-8		COC1=CC(OC)=CC(OC)=C1	C9H12O3	InChI=1S/C9H12O3/c1-10-7-4-8(11-2)6-9(5-7)12-3/h4-6H,1-3H3	LKUDPHPHKOZXCD-UHFFFAOYSA-N	168.0786443	CHEBI:31038	HMDB0059963	
BASm0001799	2-hydroxy-2,3-dihydrogenistein	2-hydroxyisoflavanone naringenin, also known as 2,5,7,4'-tetrahydroxyisoflavanol or 2-hydroxy-2,3-dihydrogenistein, is a member of the class of compounds known as isoflavanols. Isoflavanols are polycyclic compounds containing a hydroxylated isoflavan skeleton. 2-hydroxyisoflavanone naringenin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 2-hydroxyisoflavanone naringenin can be found in a number of food items such as wild carrot, chicory, cloves, and sweet cherry, which makes 2-hydroxyisoflavanone naringenin a potential biomarker for the consumption of these food products.				C15H12O6		UQOJAGBSKPHQOG-UHFFFAOYNA-N	288.0633881	CHEBI:31080	HMDB0304071	
BASm0001800	demethylphylloquinone	Demethylphylloquinone is a form of vitamin K that occurs in nature as part of a series of compounds with a common 2-methyl-1,4 naphthoquinone nucleus and differing isoprenoid side chains at the 3 position. Vitamin K forms comprise a single major plant form, phylloquinone with a phytyl side chain and a family of bacterially synthesized menaquinones (MKs) with multiprenyl side chains. Bacterially produced menaquinones are biologically active forms of vitamin K that are present in high concentrations in the human lower bowel. Both phylloquinone and menaquinones are bioactive in hepatic gamma-carboxylation but long-chain MKs are less well absorbed. Liver stores of vitamin K are relatively small. The hepatic reserves of phylloquinone (approximately 10% of the total) are labile and turn over at a faster rate than menaquinones. Vitamin K is recognised as a factor required for normal blood coagulation, and in relation to its role in bone metabolism. Vitamin K is a substrate for a liver microsomal enzyme that catalyzes the conversion of specific glutamyl residues to gamma-carboxyglutamyl residues in a limited number of proteins. These include the vitamin K-dependent clotting factors: prothrombin (factor II), factor VII, factor IX, and factor X. In the absence of vitamin K, nonfunctional clotting factors are synthesized and hemorrhage can result. Vitamin K is a coenzyme for glutamate carboxylase, which mediates the conversion of glutamate to gamma-carboxyglutamate (Gla). There are at least three Gla proteins associated with bone tissue, of which osteocalcin is the most abundant and best known. Trabecular and cortical bone appear to contain substantial concentrations of both phylloquinone and menaquinones. (PMID: 8642453, 8527227, 15018483, 1573141).	34625-86-0	Solid	CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CC1=CC(=O)C2=CC=CC=C2C1=O	C30H44O2	InChI=1S/C30H44O2/c1-22(2)11-8-12-23(3)13-9-14-24(4)15-10-16-25(5)19-20-26-21-29(31)27-17-6-7-18-28(27)30(26)32/h6-7,17-19,21-24H,8-16,20H2,1-5H3/b25-19+/t23-,24-/m1/s1	UDYIPZFWVJJQJF-KQPZCCJBSA-N	436.3341307	CHEBI:31087	HMDB0004649	
BASm0001801	4-acetoxyphenol	This compound belongs to the family of Phenol Esters. These are aromatic compounds containing a benzene ring substituted by an hydroxyl group and an ester group.			CC(=O)Oc1ccc(O)cc1	C8H8O3	InChI=1S/C8H8O3/c1-6(9)11-8-4-2-7(10)3-5-8/h2-5,10H,1H3	HBMCQTHGYMTCOF-UHFFFAOYSA-N	152.0473441	CHEBI:31128	HMDB0060390	
BASm0001802	8-demethyltetracenomycin C			Expected Solid	COC(=O)c1c(O)cc2cc3c(c(O)c2c1C)C(=O)[C@]1(O)C(=O)C=C(OC)[C@@H](O)[C@]1(O)C3=O	C22H18O11	InChI=1S/C22H18O11/c1-7-13-8(5-10(23)14(7)20(29)33-3)4-9-15(16(13)25)19(28)21(30)12(24)6-11(32-2)18(27)22(21,31)17(9)26/h4-6,18,23,25,27,30-31H,1-3H3/t18-,21-,22-/m1/s1	DFURSAVCHZIKSU-STZQEDGTSA-N	458.0849114	CHEBI:31144		MMDBc0052643
BASm0001803	2-cis-(+)-abscisic aldehyde	(+)-cis-abscisic aldehyde is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Thus, (+)-cis-abscisic aldehyde is considered to be an isoprenoid lipid molecule (+)-cis-abscisic aldehyde is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (+)-cis-abscisic aldehyde can be found in a number of food items such as american cranberry, wild leek, lotus, and yautia, which makes (+)-cis-abscisic aldehyde a potential biomarker for the consumption of these food products.			CC1=CC(=O)CC(C)(C)[C@@]1(O)/C=C/C(C)=C\C=O	C15H20O3	InChI=1S/C15H20O3/c1-11(6-8-16)5-7-15(18)12(2)9-13(17)10-14(15,3)4/h5-9,18H,10H2,1-4H3/b7-5+,11-6-/t15-/m1/s1	RIKWDZWVHUIUAM-KICRZJJPSA-N	248.1412445	CHEBI:31157	HMDB0303940	
BASm0001804	aklavinone			Expected Solid	CC[C@@]1(O)C[C@H](O)c2c(cc3c(c2O)C(=O)c2c(O)cccc2C3=O)[C@H]1C(=O)OC	C22H20O8	InChI=1S/C22H20O8/c1-3-22(29)8-13(24)15-10(17(22)21(28)30-2)7-11-16(20(15)27)19(26)14-9(18(11)25)5-4-6-12(14)23/h4-7,13,17,23-24,27,29H,3,8H2,1-2H3/t13-,17-,22+/m0/s1	RACGRCLGVYXIAO-YOKWENHESA-N	412.1158176	CHEBI:31181		MMDBc0054323
BASm0001805	alfacalcidol	Alfacalcidol is an active metabolite of Vitamin D, which performs important functions in regulation of the calcium balance and the bone metabolism. Alfacalcidol is Vitamin D-hormone analog which is activated by the enzyme 25-hydroxylase in the liver for systemic and in osteoblasts for local D-hormone actions. It possesses a unique pattern of pleiotropic effects on, e.g. gut, bone, pararthyroids, muscle and brain. Alfacalcidol is superior to plain vitamin D (cholecalciferol) because the final kidney activation of the latter is regulated by a negative feedback mechanism. (PMID:17438884,17668216). 	41294-56-8		C=C1/C(=C\C=C2/CCC[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@@H]23)C[C@@H](O)C[C@@H]1O	C27H44O2	InChI=1S/C27H44O2/c1-18(2)8-6-9-19(3)24-13-14-25-21(10-7-15-27(24,25)5)11-12-22-16-23(28)17-26(29)20(22)4/h11-12,18-19,23-26,28-29H,4,6-10,13-17H2,1-3,5H3/b21-11+,22-12-/t19-,23-,24-,25+,26+,27-/m1/s1	OFHCOWSQAMBJIW-AVJTYSNKSA-N	400.3341307	CHEBI:31186	HMDB0015504	
BASm0001806	butyl acetate	n-Butyl acetate is a flavouring ingredient used in apple flavours. n-Butyl acetate, also known as butyl ethanoate, is an organic compound commonly used as a solvent in the production of lacquers and other products. It is also used as a synthetic fruit flavoring in foods such as candy, ice cream, cheeses, and baked goods. Butyl acetate is found in many types of fruit, where along with other chemicals it imparts characteristic flavors. Apples, especially of the Red Delicious variety, are flavored in part by this chemical. It is a colourless flammable liquid with a sweet smell of banana.	123-86-4	Liquid	CCCCOC(C)=O	C6H12O2	InChI=1S/C6H12O2/c1-3-4-5-8-6(2)7/h3-5H2,1-2H3	DKPFZGUDAPQIHT-UHFFFAOYSA-N	116.0837296	CHEBI:31328	HMDB0031325	
BASm0001807	(E)-caffeyl alcohol	4-[(1e)-3-hydroxyprop-1-en-1-yl]benzene-1,2-diol is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 4-(3-hydroxyprop-1-en-1-yl)phenol. It is generated by cyp2e1 enzyme via a hydroxylation-of-benzene-ortho-to-strongly-edg reaction. This hydroxylation-of-benzene-ortho-to-strongly-edg occurs in humans.			OC/C=C/c1ccc(O)c(O)c1	C9H10O3	InChI=1S/C9H10O3/c10-5-1-2-7-3-4-8(11)9(12)6-7/h1-4,6,10-12H,5H2/b2-1+	ZCKDCRKBURQZPT-OWOJBTEDSA-N	166.0629942	CHEBI:31334	HMDB0141765	
BASm0001808	corynebactin			Expected Solid	C[C@H]1OC(=O)[C@@H](NC(=O)CNC(=O)c2cccc(O)c2O)[C@@H](C)OC(=O)[C@@H](NC(=O)CNC(=O)c2cccc(O)c2O)[C@@H](C)OC(=O)[C@H]1NC(=O)CNC(=O)c1cccc(O)c1O	C39H42N6O18	InChI=1S/C39H42N6O18/c1-16-28(43-25(49)13-40-34(55)19-7-4-10-22(46)31(19)52)37(58)62-18(3)30(45-27(51)15-42-36(57)21-9-6-12-24(48)33(21)54)39(60)63-17(2)29(38(59)61-16)44-26(50)14-41-35(56)20-8-5-11-23(47)32(20)53/h4-12,16-18,28-30,46-48,52-54H,13-15H2,1-3H3,(H,40,55)(H,41,56)(H,42,57)(H,43,49)(H,44,50)(H,45,51)/t16-,17-,18-,28+,29+,30+/m1/s1	RCQTVEFBFUNTGM-BDVHUIKKSA-N	882.2555585	CHEBI:31432		MMDBc0020160
BASm0001809	decanal	Decanal, also known as 1-decyl aldehyde or capraldehyde, belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms. Thus, decanal is considered to be a fatty aldehyde lipid molecule. Decanal is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Decanal exists in all eukaryotes, ranging from yeast to humans. Decanal is a sweet, aldehydic, and citrus tasting compound. Decanal is found, on average, in the highest concentration within a few different foods, such as corianders, dills, and gingers and in a lower concentration in limes, sweet oranges, and safflowers. Decanal has also been detected, but not quantified, in several different foods, such as fishes, cauliflowers, citrus, fats and oils, and lemon grass. This could make decanal a potential biomarker for the consumption of these foods. Decanal is a potentially toxic compound. Decanal, with regard to humans, has been found to be associated with several diseases such as uremia, asthma, and perillyl alcohol administration for cancer treatment; decanal has also been linked to the inborn metabolic disorder celiac disease. Decanal occurs naturally and is used in fragrances and flavoring. Chronic exposure of uremic toxins can lead to a number of conditions including renal damage, chronic kidney disease and cardiovascular disease. Uremic toxins tend to accumulate in the blood either through dietary excess or through poor filtration by the kidneys.	112-31-2		CCCCCCCCCC=O	C10H20O	InChI=1S/C10H20O/c1-2-3-4-5-6-7-8-9-10-11/h10H,2-9H2,1H3	KSMVZQYAVGTKIV-UHFFFAOYSA-N	156.1514153	CHEBI:31457	HMDB0011623	
BASm0001811	epothilone A			Expected Solid	C/C(=C\c1csc(C)n1)[C@@H]1C[C@@H]2O[C@@H]2CCC[C@H](C)[C@H](O)[C@@H](C)C(=O)C(C)(C)[C@@H](O)CC(=O)O1	C26H39NO6S	InChI=1S/C26H39NO6S/c1-14-8-7-9-19-21(32-19)11-20(15(2)10-18-13-34-17(4)27-18)33-23(29)12-22(28)26(5,6)25(31)16(3)24(14)30/h10,13-14,16,19-22,24,28,30H,7-9,11-12H2,1-6H3/b15-10+/t14-,16+,19+,20-,21-,22-,24-/m0/s1	HESCAJZNRMSMJG-KKQRBIROSA-N	493.2498087	CHEBI:31549		MMDBc0010232
BASm0001812	epothilone B			Expected Solid	C/C(=C\c1csc(C)n1)[C@@H]1C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@H](O)[C@@H](C)C(=O)C(C)(C)[C@@H](O)CC(=O)O1	C27H41NO6S	InChI=1S/C27H41NO6S/c1-15-9-8-10-27(7)22(34-27)12-20(16(2)11-19-14-35-18(4)28-19)33-23(30)13-21(29)26(5,6)25(32)17(3)24(15)31/h11,14-15,17,20-22,24,29,31H,8-10,12-13H2,1-7H3/b16-11+/t15-,17+,20-,21-,22-,24-,27+/m0/s1	QXRSDHAAWVKZLJ-PVYNADRNSA-N	507.2654587	CHEBI:31550		MMDBc0006710
BASm0001813	indolin-2-one	Oxindole (2-indolone) is a modified indoline with a substituted carbonyl at the second position of the 5-member indoline ring. Oxindole belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole. Oxindole is a tryptophan derivative that is formed by the action of gut bacteria ("normal flora"). It is normally metabolized and detoxified from the body by the liver. In excess, it can cause sedation, muscle weakness, hypotension, and coma. Patients with hepatic encephalopathy have been recorded to have elevated serum oxindole levels (PMID 20125128). Oxindole is a known neurodepressant tryptophan metabolite and it may play a significant role in the neurological symptoms associated with acute liver impairment (PMID: 9572285). Oxindole has also been found in the urine of patients with untreated phenylketonuria (PMID: 5073866).			O=C1Cc2ccccc2N1	C8H7NO	InChI=1S/C8H7NO/c10-8-5-6-3-1-2-4-7(6)9-8/h1-4H,5H2,(H,9,10)	JYGFTBXVXVMTGB-UHFFFAOYSA-N	133.0527639	CHEBI:31697	HMDB0240739	
BASm0001814	3-methylbutyl acetate	Isopentyl acetate, also known as isoamyl acetate or amylacetic ester, belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). Isopentyl acetate is an ester formed from isoamyl alcohol and acetic acid. It is a colorless liquid that is only slightly soluble in water, but very soluble in most organic solvents. Isopentyl acetate has a sweet, fruity banana odor and similar sweet, fruity banana taste. Isopentyl acetate is used to confer banana flavor in foods. Isopentyl acetate is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Outside of the human body, Isopentyl acetate is found, on average, in the highest concentration within a few different foods, such as red wines, white wines, and beers. Isopentyl acetate has also been detected, but not quantified in, several different foods, such as blackberries (Rubus), figs (Ficus carica), red teas, bananas (Musa acuminata), and black elderberries (Sambucus nigra). This could make isopentyl acetate a potential biomarker for the consumption of these foods. Isopentyl acetate occurs naturally in the banana plant and it is also produced synthetically. Based on a literature review a significant number of articles have been published on Isopentyl acetate. Pure isopentyl acetate, or mixtures of isopentyl acetate, amyl acetate, and other flavors may be referred to as banana oil. Because of its intense, pleasant odor and its low toxicity, isopentyl acetate is used to test the effectiveness of respirators or gas masks. Isopentyl acetate is released by a honey bee's sting where it serves as a pheromone beacon to attract other bees and provoke them to sting.	123-92-2	Liquid	CC(=O)OCCC(C)C	C7H14O2	InChI=1S/C7H14O2/c1-6(2)4-5-9-7(3)8/h6H,4-5H2,1-3H3	MLFHJEHSLIIPHL-UHFFFAOYSA-N	130.0993797	CHEBI:31725	HMDB0031528	
BASm0001815	methyl salicylate	Methyl 2-hydroxybenzoate, also known as methyl salicylate, 2-(methoxycarbonyl)phenol or 2-carbomethoxyphenol, belongs to the class of organic compounds known as o-hydroxybenzoic acid esters. These are benzoic acid esters where the benzene ring is ortho-substituted with a hydroxy group. Methyl 2-hydroxybenzoate is a mint, peppermint, and wintergreen tasting compound. Methyl 2-hydroxybenzoate is found, on average, in the highest concentration within hyssops and bilberries. Methyl 2-hydroxybenzoate has also been detected, but not quantified, in several different foods, such as chinese cinnamons, tamarinds, tea, mushrooms, and roselles. Minor metabolism may occur in various tissues but hepatic metabolism constitutes the majority of metabolic processes of absorbed methyl salicylate. Methyl 2-hydroxybenzoate is a potentially toxic compound. Present in white wine, tea, porcini mushroom Boletus edulis, Bourbon vanilla, clary sage, red sage and fruits including cherry, apple, raspberry, papaya and plum. For acute joint and muscular pain, Methyl 2-hydroxybenzoate is used as a rubefacient and analgesic in deep heating liniments. This is thought to mask the underlying musculoskeletal pain and discomfort. Severe toxicity can result in acute lung injury, lethargy, coma, seizures, cerebral edema, and death. Counter-irritation is believed to cause a soothing sensation of warmth. Methyl salicylate plays a role as a signaling molecule in plants.	119-36-8	Liquid	COC(=O)c1ccccc1O	C8H8O3	InChI=1S/C8H8O3/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5,9H,1H3	OSWPMRLSEDHDFF-UHFFFAOYSA-N	152.0473441	CHEBI:31832	HMDB0034172	
BASm0001816	N-(9Z-octadecanoyl)-dopamine				CCCCCCCC/C=C\CCCCCCCC(=O)NCCc1ccc(O)c(O)c1	C26H43NO3	InChI=1S/C26H43NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-26(30)27-21-20-23-18-19-24(28)25(29)22-23/h9-10,18-19,22,28-29H,2-8,11-17,20-21H2,1H3,(H,27,30)/b10-9-	QQBPLXNESPTPNU-KTKRTIGZSA-N	417.3242942	CHEBI:31883		
BASm0001817	phenethyl acetate	2-Phenylethyl acetate, also known as 2-phenethyl acetic acid or benzylcarbinyl acetate, belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. 2-Phenylethyl acetate is a sweet, floral, and fruity tasting compound. 2-Phenylethyl acetate is found, on average, in the highest concentration within ceylon cinnamons and cloves. 2-Phenylethyl acetate has also been detected, but not quantified, in several different foods, such as butternuts, eggplants, turmerics, radish (var.), and pili nuts. This could make 2-phenylethyl acetate a potential biomarker for the consumption of these foods. The acetate ester of 2-phenylethanol.	103-45-7		CC(=O)OCCc1ccccc1	C10H12O2	InChI=1S/C10H12O2/c1-9(11)12-8-7-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3	MDHYEMXUFSJLGV-UHFFFAOYSA-N	164.0837296	CHEBI:31988	HMDB0033945	
BASm0001819	plaunotol				CC(C)=CCC/C(C)=C/CC/C(=C/CC/C(C)=C/CO)CO	C20H34O2	InChI=1S/C20H34O2/c1-17(2)8-5-9-18(3)10-6-12-20(16-22)13-7-11-19(4)14-15-21/h8,10,13-14,21-22H,5-7,9,11-12,15-16H2,1-4H3/b18-10+,19-14+,20-13-	SUWYPNNPLSRNPS-UNTSEYQFSA-N	306.2558803	CHEBI:32023	HMDB0174152	
BASm0001820	pyrrolnitrin			Expected Solid	O=[N+]([O-])c1c(Cl)cccc1-c1c[nH]cc1Cl	C10H6Cl2N2O2	InChI=1S/C10H6Cl2N2O2/c11-8-3-1-2-6(10(8)14(15)16)7-4-13-5-9(7)12/h1-5,13H	QJBZDBLBQWFTPZ-UHFFFAOYSA-N	255.9806328	CHEBI:32079		MMDBc0018838
BASm0001821	octadecan-1-ol	Octadenol is a fatty alcohol present in human and is normally incorporated into plasmalogen lipids. Patients with the autosomal recessive form of rhizomelic chondrodysplasia punctata (AR-RCDP) have elevated octadenol levels, but tended to be normal in other generalized peroxisomal disorders such as neonatal adrenoleukodystrophy and Zellweger syndrome (peroxisomal disorders are deficient in the incorporation of fatty alcohol into plasmalogen lipids). (PMID:8373640). Sjogren-Larsson syndrome is defined by the triad of ichthyosis, mental retardation, and spasticity, and patients accumulate fatty alcohols such as Octadenol in the plasma and cultured fibroblasts. (PMID:2241202). Sjogren-Larsson syndrome (SLS) is an autosomal recessive disorder associated with reduced activity of the fatty alcohol: NAD+ oxidoreductase complex (FAO). SLS patients are specifically deficient in the fatty aldehyde dehydrogenase (FALDH) component of FAO. Measurement of FAO and FALDH detection for SLS, FAO and FALDH activities in cultured skin fibroblasts using the 18-carbon substrate Octadenol is useful for SLS carrier detection. (PMID:1583866). Patients with Sjogren-Larsson syndrome accumulate long-chain fatty alcohol in plasma, with a greater relative accumulation of Octadenol. (PMID:2666627).	112-92-5		CCCCCCCCCCCCCCCCCCO	C18H38O	InChI=1S/C18H38O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h19H,2-18H2,1H3	GLDOVTGHNKAZLK-UHFFFAOYSA-N	270.2922658	CHEBI:32154	HMDB0002350	
BASm0001822	tetracenomycin A2			Expected Solid	COC(=O)C1=C(OC)C=C2C=C3C(=O)C4=CC(OC)=CC(O)=C4C(=O)C3=C(O)C2=C1C	C23H18O8	InChI=1S/C23H18O8/c1-9-16-10(6-15(30-3)17(9)23(28)31-4)5-12-19(21(16)26)22(27)18-13(20(12)25)7-11(29-2)8-14(18)24/h5-8,24,26H,1-4H3	BXLGPMDGOMEFBX-UHFFFAOYSA-N	422.1001675	CHEBI:32197		MMDBc0053737
BASm0001823	tetracenomycin B2			Expected Solid	COC(=O)C1=C(C)C2=C(O)C3=C(C=C2C=C1O)C(=O)C1=CC(OC)=CC(O)=C1C3=O	C22H16O8	InChI=1S/C22H16O8/c1-8-15-9(5-13(23)16(8)22(28)30-3)4-11-18(20(15)26)21(27)17-12(19(11)25)6-10(29-2)7-14(17)24/h4-7,23-24,26H,1-3H3	IPQJRJBZGLDTMW-UHFFFAOYSA-N	408.0845175	CHEBI:32199		MMDBc0053738
BASm0001824	2-cis,4-trans-xanthoxin	2-cis,4-trans-xanthoxin, also known as xanthoxin, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. 2-cis,4-trans-xanthoxin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 2-cis,4-trans-xanthoxin can be found in a number of food items such as broad bean, canola, mustard spinach, and hickory nut, which makes 2-cis,4-trans-xanthoxin a potential biomarker for the consumption of these food products.			[H]\C(C=O)=C(/C)\C(\[H])=C(/[H])[C@@]12O[C@]1(C)C[C@@]([H])(O)CC2(C)C	C15H22O3	InChI=1S/C15H22O3/c1-11(6-8-16)5-7-15-13(2,3)9-12(17)10-14(15,4)18-15/h5-8,12,17H,9-10H2,1-4H3/b7-5+,11-6-/t12-,14+,15-/m0/s1	ZTALKMXOHWQNIA-TVBSHJCBSA-N	250.1568946	CHEBI:32304	HMDB0304066	
BASm0001825	beta-ionone	beta-Ionone, also known as (e)-b-ionone or trans-beta-ionone, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.	79-77-6		CC(=O)\C=C\C1=C(C)CCCC1(C)C	C13H20O	InChI=1S/C13H20O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h7-8H,5-6,9H2,1-4H3/b8-7+	PSQYTAPXSHCGMF-BQYQJAHWSA-N	192.1514153	CHEBI:32325	HMDB0036565	
BASm0001826	eicosanoate	Arachidic acid, also known as icosanoic acid, is a saturated fatty acid with a 20-carbon chain. It is a minor constituent of butter, perilla oil, peanut oil, corn oil, and cocoa butter. It also constitutes 7.08% of the fats from the fruit of the durian species Durio graveolens. The salts and esters of arachidic acid are known as arachidates. Its name derives from the Latin arachis that means peanut. It can be formed by the hydrogenation of arachidonic acid. The reduction of arachidic acid yields arachidyl alcohol. Arachidic acid is used for the production of detergents, photographic materials and lubricants. Arachidic acid belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Arachidic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.	506-30-9	Solid	CCCCCCCCCCCCCCCCCCCC(=O)[O-]	C20H40O2	InChI=1S/C20H40O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h2-19H2,1H3,(H,21,22)	VKOBVWXKNCXXDE-UHFFFAOYSA-N	312.3028305	CHEBI:32360	HMDB0002212	
BASm0001827	nonanoate			Expected Solid	CCCCCCCCC([O-])=O	C9H17O2	InChI=1S/C9H18O2/c1-2-3-4-5-6-7-8-9(10)11/h2-8H2,1H3,(H,10,11)/p-1	FBUKVWPVBMHYJY-UHFFFAOYSA-M	157.1234034	CHEBI:32361		MMDBc0054610
BASm0001828	heptanoate	Heptanoic acid or heptanoate, also known as enanthylic acid, or enanthic acid, is an organic compound composed of a seven-carbon chain terminating in a carboxylic acid. It belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. Heptanoate is a very weakly acidic compound, is slightly soluble in water, but very soluble in ethanol and ether. It is an oily Liquid with an unpleasant, rancid odor that contributes to the odor of some rancid oils. Present in essential oils, such as violet leaf oil, palm oil, it is also found in apple, feijoa fruit, clove bud, ginger, black tea, morello cherry, grapes, rice bran, scallops, leek and other foodstuffs such as strawberry jam, soups and sauces. Heptanoic acid is used in the preparation of esters, such as ethyl heptanoate, which are used in fragrances and as artificial flavors. It is one of many additives in cigarettes. Heptanoic acid is used to esterify steroids in the preparation of drugs such as testosterone enanthate, trenbolone enanthate, drostanolone enanthate, and methenolone enanthate (Primobolan). It is used as one of the components in washing solutions and used to assist lye peeling (by immersion into a lye solution) of fruit and vegetables.			CCCCCCC([O-])=O	C7H13O2	InChI=1S/C7H14O2/c1-2-3-4-5-6-7(8)9/h2-6H2,1H3,(H,8,9)/p-1	MNWFXJYAOYHMED-UHFFFAOYSA-M	129.0921032	CHEBI:32362	HMDB0304376	
BASm0001829	3-dehydroquinate					C7H9O6		WVMWZWGZRAXUBK-SYTVJDICSA-M	189.0404616	CHEBI:32364	HMDB0186481	
BASm0001830	heptadecanoate	Heptadecanoic acid is a fatty acid of exogenous (primarily ruminant) origin. Many "odd" length long chain amino acids are derived from the consumption of dairy fats (milk and meat). Heptadecanoic acid constitutes 0.61% of milk fat and 0.83% of ruminant meat fat. The content of heptadecanoic acid in the subcutaneous adipose tissue of humans appears to be a good biological marker of long-term milk fat intake in free-living individuals in populations with high consumption of dairy products. (PMID 9701185).	0506-12-7	Solid	CCCCCCCCCCCCCCCCC(=O)[O-]	C17H34O2	InChI=1S/C17H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(18)19/h2-16H2,1H3,(H,18,19)	KEMQGTRYUADPNZ-UHFFFAOYSA-N	270.2558803	CHEBI:32366	HMDB0002259	
BASm0001831	undecanoate	Undecanoic acid, also known as N-undecylic acid or N-undecanoate, belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. Undecanoic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Undecanoic acid is a potentially toxic compound.	112-37-8	Solid	CCCCCCCCCCC(=O)[O-]	C11H22O2	InChI=1S/C11H22O2/c1-2-3-4-5-6-7-8-9-10-11(12)13/h2-10H2,1H3,(H,12,13)	ZDPHROOEEOARMN-UHFFFAOYSA-N	186.1619799	CHEBI:32369	HMDB0000947	
BASm0001832	(9Z)-tetradecenoate	Myristoleic acid, also known as 9-tetradecenoate or myristoleate, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Myristoleic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Myristoleic acid exists in all eukaryotes, ranging from yeast to humans. Outside of the human body, myristoleic acid is found in the highest concentration within a few different foods, such as milk (cow), butter, and margarine-like spreads, and in a lower concentration in creams, meat bouillons, and chocolates. Myristoleic acid has also been detected, but not quantified in, several different foods, such as anchovies, loganberries, sunflowers, yellow zucchinis, and dates. This could make myristoleic acid a potential biomarker for the consumption of these foods. Myristoleic acid is a monounsaturated fatty acid that represents approximately 0.3-0.7% of the total fatty acid composition of adipose tissue triacylglycerol in humans (PMID: 10393134). It has been suggested that its effective cytotoxic (i.e. cell death inducer) activity could be used for the treatment of prostate cancer (PMID: 11304730).	544-64-9	Liquid	CCCC/C=C\CCCCCCCC(=O)[O-]	C14H26O2	InChI=1S/C14H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h5-6H,2-4,7-13H2,1H3,(H,15,16)/b6-5-	YWWVWXASSLXJHU-WAYWQWQTSA-N	226.1932801	CHEBI:32370	HMDB0002000	
BASm0001833	(9Z)-hexadecenoate			Expected Solid	CCCCCC/C=C\CCCCCCCC(=O)[O-]	C16H29O2	InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h7-8H,2-6,9-15H2,1H3,(H,17,18)/p-1/b8-7-	SECPZKHBENQXJG-FPLPWBNLSA-M	253.2167552	CHEBI:32372		MMDBc0054080
BASm0001834	(6Z)-octadecenoate	Petroselinic acid, also known as (6z)-petroselinate or (Z)-6-octadecenoate, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Petroselinic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Petroselinic acid can be found in a number of food items such as jicama, common salsify, orange bell pepper, and cardoon, which makes petroselinic acid a potential biomarker for the consumption of these food products. Petroselinic acid can be found primarily in blood. Petroselinic acid is a fatty acid that occurs naturally in several animal and vegetable fats and oils. It is a white powder and is commercially available. In chemical terms, petroselinic acid is classified as a monounsaturated omega-12 fatty acid, abbreviated with a lipid number of 18:1 cis-6. It has the formula CH3(CH2)10CH=CH(CH2)4COOH. The term "petroselinic" means related to, or derived from, oil of Petroselinum, parsley. Petroselinic acid is an positional isomer of oleic acid.			CCCCCCCCCCC/C=C\CCCCC(=O)[O-]	C18H33O2	InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h12-13H,2-11,14-17H2,1H3,(H,19,20)/p-1/b13-12-	CNVZJPUDSLNTQU-SEYXRHQNSA-M	281.2480553	CHEBI:32375	HMDB0304458	
BASm0001835	cis,cis-muconate	cis-cis-Muconic acid is a presumptive metabolite of benzene. Muconic acid was first isolated from the urine of rabbits and dogs in 1909 (M. Jaffe, Z Physiol Chem 62:58-67). It was originally thought that if muconic acid was formed by the opening of the benzene ring in vivo then the cis-cis isomer should be the initial (and primary) product. However subsequent studies conducted in the 1950s proved that trans-trans-muconic acid is a true metabolite of benzene in mammals (Parke DV, Williams RT. Biochem J 51:339-348 (1952)). Furthermore, dosing rabbits with phenol or catechol also resulted in the urinary excretion of trans-trans-muconic acid. The oxidative ring opening of benzene first gives rise to cis-cis-muconaldehyde, which then isomerizes to cis-trans- and trans-trans-muconaldehyde; the latter is oxidized in vivo to trans-trans-muconic acid. Isomerization of the trans-trans form may take place in vivo to yield small amounts if the cis-cis and cis-trans form of muconic acid. cis-cis-Muconic acid may also be generated from microbial fermentation of benzoic acid. Certain strains of arthobacter are particularly efficient at this process. cis-cis-Muconic acid can also be found in Pseudomonas and Escherichia coli (https://link.springer.com/article/10.1007/BF00250491) (PMID:26360870).	1119-72-8	Solid	O=C([O-])/C=C\C=C/C(=O)[O-]	C6H6O4	InChI=1S/C6H6O4/c7-5(8)3-1-2-4-6(9)10/h1-4H,(H,7,8)(H,9,10)/b3-1-,4-2-	TXXHDPDFNKHHGW-CCAGOZQPSA-N	142.0266087	CHEBI:32379	HMDB0006331	
BASm0001836	(R)-mandelate			Expected Solid	O=C([O-])[C@H](O)c1ccccc1	C8H7O3	InChI=1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)/p-1/t7-/m1/s1	IWYDHOAUDWTVEP-SSDOTTSWSA-M	151.0400677	CHEBI:32382		MMDBc0055046
BASm0001837	6-hydroxyhexanoate	6-Hydroxyhexanoate was identified as the immediate product of hexanoate w-hydroxylation by whole cells and was further oxidized into adipic acid and an unexpected metabolite identified as 2-tetrahydrofuranacetic acid. This same metabolite, together with adipic acid, was also detected when similarly induced cells were incubated with hexanoate or 1,6-hexanediol, but not with 6-oxohexanoate (adipic semialdehyde).Cells grown on hexanoate and incubated with 6-hydroxyhexanoate were also found to accumulate 2-tetrahydrofuranacetic acid, which was not further degraded. Utilization of 6-hydroxyhexanoate for growth was restricted to those organisms also able to utilize adipate. Similar observations were made with 1,6-hexanediol serving as the carbon source and cells obtained from one organism,Pseudomonas aeruginosa PAO, grown either on 1,6-hexanediol or 6-hydroxyhexanoate,were found to be well induced for both 6-oxohexanoate and adipate oxidation. The results indicate that 6-hydroxyhexanoate and 1,6-hexanediol are susceptible to both 1B- and w-oxidative attack; however, the former pathway appears to be of no physiological significance since it generates 2-tetrahydrofuranacetic acid as a nonmetabolizable intermediate, making w-oxidation via adipate the exclusive pathway for degradation.	1191-25-9	Solid	O=C([O-])CCCCCO	C6H12O3	InChI=1S/C6H12O3/c7-5-3-1-2-4-6(8)9/h7H,1-5H2,(H,8,9)	IWHLYPDWHHPVAA-UHFFFAOYSA-N	132.0786443	CHEBI:32383	HMDB0012843	
BASm0001838	(9Z,12Z,15Z)-octadecatrienoate	alpha-Linolenic acid (ALA) is a polyunsaturated fatty acid (PUFA). It is a member of the group of essential fatty acids called omega-3 fatty acids. alpha-Linolenic acid, in particular, is not synthesized by mammals and therefore is an essential dietary requirement for all mammals. Certain nuts (English walnuts) and vegetable oils (canola, soybean, flaxseed/linseed, olive) are particularly rich in alpha-linolenic acid. Omega-3 fatty acids get their name based on the location of one of their first double bond. In all omega-3 fatty acids, the first double bond is located between the third and fourth carbon atom counting from the methyl end of the fatty acid (n-3). Although humans and other mammals can synthesize saturated and some monounsaturated fatty acids from carbon groups in carbohydrates and proteins, they lack the enzymes necessary to insert a cis double bond at the n-6 or the n-3 position of a fatty acid. Omega-3 fatty acids like alpha-linolenic acid are important structural components of cell membranes. When incorporated into phospholipids, they affect cell membrane properties such as fluidity, flexibility, permeability, and the activity of membrane-bound enzymes. Omega-3 fatty acids can modulate the expression of a number of genes, including those involved with fatty acid metabolism and inflammation. alpha-Linolenic acid and other omega-3 fatty acids may regulate gene expression by interacting with specific transcription factors, including peroxisome proliferator-activated receptors (PPARs) and liver X receptors (LXRs). alpha-Linolenic acid is found to be associated with isovaleric acidemia, which is an inborn error of metabolism.	463-40-1	Liquid	CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)[O-]	C18H30O2	InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10H,2,5,8,11-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9-	DTOSIQBPPRVQHS-PDBXOOCHSA-N	278.2245802	CHEBI:32387	HMDB0001388	
BASm0001839	(6Z,9Z,12Z)-octadecatrienoate	gamma-Linolenic acid, also known as 18:3n6 or GLA, belongs to the class of organic compounds known as linoleic acids and derivatives. These are derivatives of linoleic acid. Linoleic acid is a polyunsaturated omega-6 18-carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. gamma-Linolenic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. gamma-Linolenic acid is an omega-6 fatty acid produced in the body as the delta 6-desaturase metabolite of linoleic acid. It is converted into dihomo-gamma-linolenic acid, a biosynthetic precursor of monoenoic prostaglandins such as PGE1 (PubChem).	506-26-3	Liquid	CCCCC/C=C\C/C=C\C/C=C\CCCCC(=O)[O-]	C18H30O2	InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10,12-13H,2-5,8,11,14-17H2,1H3,(H,19,20)/b7-6-,10-9-,13-12-	VZCCETWTMQHEPK-QNEBEIHSSA-N	278.2245802	CHEBI:32391	HMDB0003073	
BASm0001840	(15Z)-tetracosenoate	(15z)-tetracosenoate, also known as nervonate or (Z)-15-tetracosenoic acid, is a member of the class of compounds known as very long-chain fatty acids. Very long-chain fatty acids are fatty acids with an aliphatic tail that contains at least 22 carbon atoms (15z)-tetracosenoate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). (15z)-tetracosenoate can be found in a number of food items such as flaxseed, star fruit, sweet basil, and breadnut tree seed, which makes (15z)-tetracosenoate a potential biomarker for the consumption of these food products.			CCCCCCCC/C=C\CCCCCCCCCCCCCC(=O)[O-]	C24H45O2	InChI=1S/C24H46O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24(25)26/h9-10H,2-8,11-23H2,1H3,(H,25,26)/p-1/b10-9-	GWHCXVQVJPWHRF-KTKRTIGZSA-M	365.3425043	CHEBI:32392	HMDB0303950	
BASm0001841	(13Z)-docosenoate	Erucic acid is a 22-carbon, monounsaturated omega-9 fatty acid found mainly in the Brassica family of plants such as canola, rapeseed, wallflower seed, mustard seed as well as Brussels spouts and broccoli. Some Brassica cultivars can have up to 40 to 50 percent of their oil recovered as erucic acid. Erucic acid is also known as cis-13-docosenoic acid. The trans isomer is known as brassidic acid. Erucic acid occurs in nature only along with bitter-tasting compounds. Erucic acid has many of the same uses as mineral oils but with the advantage that it is more readily bio-degradable. Its high tolerance to temperature makes it suitable for transmission oil. Erucic acid’s ability to polymerize and dry means it can be - and is - used as a binder for oil paints. Increased levels of eicosenoic acid (20:Ln9) and erucic acid (22:1N9) have been found in the red blood cell membranes of autistic subjects with developmental regression (PMID: 16581239 ). Erucic acid is broken down long-chain acyl-coenzyme A (CoA) dehydrogenase, which is produced in the liver. This enzyme breaks this long chain fatty acid into shorter-chain fatty acids. Human infants have relatively low amounts of this enzyme and because of this, babies should not be given foods high in erucic acid. Food-grade rapeseed oil (also known as canola oil) is regulated to a maximum of 2% erucic acid by weight in the US and 5% in the EU, with special regulations for infant food. Canola was bred from rapeseed cultivars of B. napus and B. rapa at the University of Manitoba, Canada. Canola oil is derived from a variety of rapeseed that is low in erucic acid.	112-86-7	Expected Solid	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)[O-]	C22H41O2	InChI=1S/C22H42O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h9-10H,2-8,11-21H2,1H3,(H,23,24)/p-1/b10-9-	DPUOLQHDNGRHBS-KTKRTIGZSA-M	337.3112041	CHEBI:32393	HMDB0002068	MMDBc0048107
BASm0001842	(5Z,8Z,11Z,14Z)-eicosatetraenoate			Expected Solid	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H31O2	InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/p-1/b7-6-,10-9-,13-12-,16-15-	YZXBAPSDXZZRGB-DOFZRALJSA-M	303.2329538	CHEBI:32395		MMDBc0054973
BASm0001843	(11Z)-eicosenoate	Eicosenoic acid C20:1, a monounsaturated fatty acid that exists in three different forms: 9-eicosenoic acid (gadoleic acid), an omega-11 fatty acid common in fish oils, 11-eicosenoic acid (gondoic acid), an omega-9 fatty acid characteristic of jojoba oil, and 13-eicosenoic acid (paullinic acid), an omega-7 fatty acid. Also, eicosenoic acid C20:1 is one of the fatty acids that have been identified in hemp (cannabis) seed oil (PMID: 28448475). 11Z-Eicosenoic acid is expected to be in Cannabis as all living plants are known to produce and metabolize it.	5561-99-9	1	CCCCCCCC/C=C\CCCCCCCCCC(=O)[O-]	C20H38O2	InChI=1S/C20H38O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h9-10H,2-8,11-19H2,1H3,(H,21,22)/b10-9-	BITHHVVYSMSWAG-KTKRTIGZSA-N	310.2872	CHEBI:32426		
BASm0001844	all-trans-neoxanthin	Neoxanthin belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Xanthophylls arise by oxygenation of the carotene backbone. Neoxanthin is an intermediate in the synthesis of abscisic acid from violaxanthin. Neoxanthin has been detected, but not quantified in, several different foods, such as apples, paprikas, Valencia oranges, kiwis, globe artichokes, sparkleberries, hard wheat, and cinnamon. This could make neoxanthin a potential biomarker for the consumption of these foods. Neoxanthin has been shown to exhibit apoptotic and anti-proliferative functions (PMID: 15333710, 15333710).	14660-91-4		C/C(C=C=C1C(C)(C)C[C@H](O)C[C@@]1(C)O)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(C)\C=C\[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C	C40H56O4	InChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-22-35-36(5,6)25-33(41)27-38(35,9)43)15-11-12-16-30(2)18-14-20-32(4)23-24-40-37(7,8)26-34(42)28-39(40,10)44-40/h11-21,23-24,33-34,41-43H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,24-23+,29-15+,30-16+,31-19+,32-20-/t22-,33-,34-,38+,39+,40-/m0/s1	PGYAYSRVSAJXTE-OQASCVKESA-N	600.4178603	CHEBI:32446	HMDB0003020	
BASm0001845	nicotinate			Expected Solid	O=C([O-])c1cccnc1	C6H4NO2	InChI=1S/C6H5NO2/c8-6(9)5-2-1-3-7-4-5/h1-4H,(H,8,9)/p-1	PVNIIMVLHYAWGP-UHFFFAOYSA-M	122.0242034	CHEBI:32544		MMDBc0054606
BASm0001846	epsilon-carotene	Epsilon-carotene is a member of the class of compounds known as carotenes. Carotenes are a type of unsaturated hydrocarbons containing eight consecutive isoprene units. They are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Epsilon-carotene can be found in a number of food items such as winged bean, enokitake, broad bean, and kiwi, which makes epsilon-carotene a potential biomarker for the consumption of these food products. Epsilon-carotene is a carotene .			CC1=CCCC(C)(C)C1/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1C(C)=CCCC1(C)C	C40H56	InChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-28,37-38H,15-16,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+	QABFXOMOOYWZLZ-JLTXGRSLSA-N	536.4382018	CHEBI:32549	HMDB0302464	
BASm0001847	L-lysine	L-lysinium(1+), also known as L-Lysine or (2S)-2,6-Diammoniohexanoate, is classified as a member of the L-alpha-amino acids. L-alpha-amino acids are alpha amino acids which have the L-configuration of the alpha-carbon atom. L-lysinium(1+) is considered to be soluble (in water) and acidic			[NH3+]CCCC[C@H]([NH3+])C(=O)[O-]	C6H15N2O2	InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/p+1/t5-/m0/s1	KDXKERNSBIXSRK-YFKPBYRVSA-O	147.1133527	CHEBI:32551	HMDB0062809	
BASm0001848	D-lysine	D-Lysine is an essential amino acid. It is often added to animal feed.	923-27-3	Expected Solid	[NH3+]CCCC[C@@H]([NH3+])C(=O)[O-]	C6H14N2O2	InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/t5-/m1/s1	KDXKERNSBIXSRK-RXMQYKEDSA-N	146.1055277	CHEBI:32557	HMDB0003405	MMDBc0000240
BASm0001849	L-arginine	L-argininium(1+), also known as L-Arginine or DL Arginine acetate, monohydrate, is classified as a member of the L-alpha-amino acids. L-alpha-amino acids are alpha amino acids which have the L-configuration of the alpha-carbon atom. L-argininium(1+) is considered to be soluble (in water) and acidic			NC(=[NH2+])NCCC[C@H]([NH3+])C(=O)[O-]	C6H15N4O2	InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p+1/t4-/m0/s1	ODKSFYDXXFIFQN-BYPYZUCNSA-O	175.1195007	CHEBI:32682	HMDB0062762	
BASm0001850	D-arginine	D-Arginine, also known as D-2-amino-5-guanidinovaleric acid or (2R)-2-amino-5-guanidinopentanoate, is a member of the class of compounds known as D-alpha-amino acids. D-alpha-Amino acids are alpha amino acids which have the D-configuration of the alpha-carbon atom. D-Arginine is slightly soluble (in water). D-Arginine can be found in human epidermis and platelet tissues. Within the cell, D-arginine is primarily located in the peroxisome. In humans, D-arginine is involved in D-arginine and D-ornithine metabolism. Arginine (abbreviated as Arg or R) is an alpha-amino acid that is used in the biosynthesis of proteins. It is encoded by the codons CGU, CGC, CGA, CGG, AGA, and AGG. It contains an alpha-amino group, an alpha-carboxylic acid group, and a side chain consisting of a 3-carbon aliphatic straight chain ending in a guanidino group. At physiological pH, the carboxylic acid is deprotonated, the amino group is protonated, and the guanidino group is also protonated to give the guanidinium form (-C-(NH2)2+), making arginine a charged, aliphatic amino acid. It is the precursor for the biosynthesis of nitric oxide. D-Arginine is an essential amino acid that is physiologically active in the L-form.	0157-06-02	Expected Solid	NC(=[NH2+])NCCC[C@@H]([NH3+])C(=O)[O-]	C6H15N4O2	InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p+1/t4-/m1/s1	ODKSFYDXXFIFQN-SCSAIBSYSA-O	175.1195007	CHEBI:32689	HMDB0003416	MMDBc0048340
BASm0001852	2-hydroxy-2-(4-hydroxyphenyl)acetate			Expected Solid	O=C([O-])C(O)c1ccc(O)cc1	C8H7O4	InChI=1S/C8H8O4/c9-6-3-1-5(2-4-6)7(10)8(11)12/h1-4,7,9-10H,(H,11,12)/p-1	YHXHKYRQLYQUIH-UHFFFAOYSA-M	167.0349823	CHEBI:32804		MMDBc0055232
BASm0001853	3-hydroxy-L-glutamate			Expected Solid	[NH3+][C@H](C(=O)[O-])C(O)CC(=O)[O-]	C5H8NO5	InChI=1S/C5H9NO5/c6-4(5(10)11)2(7)1-3(8)9/h2,4,7H,1,6H2,(H,8,9)(H,10,11)/p-1/t2-,4+/m1/s1	LKZIEAUIOCGXBY-FONMRSAGSA-M	162.0407959	CHEBI:32810		MMDBc0054897
BASm0001854	4-hydroxy-L-glutamate	4-Hydroxy-L-glutamic acid is an intermediate in the metabolism of gamma-hydroxyglutamic acid. Specifically, 4-hydroxy-L-glutamic acid combines with 2-oxoglutarate to produce 4-hydroxy-2-oxoglutarate and glutamate. The reaction can be described as: 4-hydroxy-L-glutamate + 2-oxoglutarate <=> 4-hydroxy-2-oxoglutarate + L-glutamate. This reaction is catalyzed by 4-hydroxyglutamate aminotransferase (PMID: 13948827).	2485-33-8	Solid	[NH3+][C@@H](CC(O)C(=O)[O-])C(=O)[O-]	C5H9NO5	InChI=1S/C5H9NO5/c6-2(4(8)9)1-3(7)5(10)11/h2-3,7H,1,6H2,(H,8,9)(H,10,11)/t2-,3+/m0/s1	HBDWQSHEVMSFGY-STHAYSLISA-N	163.0480724	CHEBI:32812	HMDB0002273	
BASm0001855	N-carbamoyl-L-aspartate	Ureidosuccinic acid, also known as L-ureidosuccinate or carbamyl-L-aspartate, belongs to the class of organic compounds known as aspartic acids and derivatives. Aspartic acids and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Ureidosuccinic acid is also classified as a carbamate derivative. It is a solid that is soluble in water.  Ureidosuccinic acid exists in all living species, ranging from bacteria to plants to humans. Ureidosuccinic acid can be biosynthesized from carbamoyl phosphate and L-aspartic acid through the action of the enzyme known as aspartate carbamoyltransferase (ACTase) and serves as an intermediate in pyrimidine biosynthesis. In humans, a drop in the level of urinary ureidosuccinic acid is associated with bladder cancer (PMID: 25562196). It is also involved in the metabolic disorder called Canavan disease.  	13184-27-5		NC(=O)N[C@@H](CC(=O)[O-])C(=O)[O-]	C5H8N2O5	InChI=1S/C5H8N2O5/c6-5(12)7-2(4(10)11)1-3(8)9/h2H,1H2,(H,8,9)(H,10,11)(H3,6,7,12)/t2-/m0/s1	HLKXYZVTANABHZ-REOHCLBHSA-N	176.0433214	CHEBI:32814	HMDB0000828	
BASm0001857	propane	Propane, also known as CH3-CH2-CH3 or E944, belongs to the class of organic compounds known as alkanes. These are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Propane is produced as a by-product of two other processes, natural gas processing and petroleum refining. Isotopic evidence suggests that some amounts of propane can be produced by microbial communities in the deep ocean floor (PMID:16990430).	74-98-6	Liquid	CCC	C3H8	InChI=1S/C3H8/c1-3-2/h3H2,1-2H3	ATUOYWHBWRKTHZ-UHFFFAOYSA-N	44.06260026	CHEBI:32879	HMDB0031630	
BASm0001858	gamma-hexachlorocyclohexane	An organochlorine insecticide that has been used as a pediculicide and a scabicide. Lindane has been banned in California, United Kingdom, Australia, and many western countries due to concerns about neurotoxicity and adverse effects on the environment. In Canada, Lindane is not recommmended as a first-line therapy due to reports of resistance, neurotoxicity, and bone marrow suppression, but has been approved by the FDA as a second-line therapy for topical treatment of pediculosis capitis (head lice), pediculosis pubis (pubic lice), or scabies in patients greater than two years of age who cannot tolerate or have failed first-line treatment. 	58-89-9		[H][C@]1(Cl)[C@]([H])(Cl)[C@@]([H])(Cl)[C@@]([H])(Cl)[C@]([H])(Cl)[C@@]1([H])Cl	C6H6Cl6	InChI=1S/C6H6Cl6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-6H/t1-,2-,3-,4+,5+,6+	JLYXXMFPNIAWKQ-GNIYUCBRSA-N	287.8600664	CHEBI:32888	HMDB0014575	
BASm0001859	10-deacetyl-2-debenzoylbaccatin III				[H][C@@]12C[C@]([H])(O)[C@@]3(C)C(=O)[C@]([H])(O)C4=C(C)[C@@]([H])(O)C[C@@](O)([C@@]([H])(O)[C@]3([H])[C@@]1(CO2)OC(C)=O)C4(C)C	C22H32O9	InChI=1S/C22H32O9/c1-9-11(24)7-22(29)18(28)16-20(5,17(27)15(26)14(9)19(22,3)4)12(25)6-13-21(16,8-30-13)31-10(2)23/h11-13,15-16,18,24-26,28-29H,6-8H2,1-5H3/t11-,12-,13+,15+,16-,18-,20+,21-,22+/m0/s1	LHXBWTCSJBQSGI-QOBCYHTASA-N	440.2046326	CHEBI:32897		
BASm0001860	baccatin III					C31H38O11		OVMSOCFBDVBLFW-VHLOTGQHSA-N	586.241412	CHEBI:32898	HMDB0248838	
BASm0001861	(2R,3S)-3-phenylcyclohexa-3,5-diene-1,2-diol			Expected Solid	O[C@@H]1C(c2ccccc2)=CC=C[C@@H]1O	C12H12O2	InChI=1S/C12H12O2/c13-11-8-4-7-10(12(11)14)9-5-2-1-3-6-9/h1-8,11-14H/t11-,12+/m0/s1	UMAHGMFKBJHGME-NWDGAFQWSA-N	188.0837296	CHEBI:32922		MMDBc0054041
BASm0001862	an epoxide				[1*]C1([2*])OC1([3*])[4*]					CHEBI:32955		
BASm0001863	beta-D-fructose 1,6-bisphosphate	Fructose 1,6-bisphosphate, also known as fosfructose or SR-FDP, belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups. Fructose 1,6-bisphosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Fructose 1,6-bisphosphate exists in all living organisms, ranging from bacteria to humans. Within humans, fructose 1,6-bisphosphate participates in a number of enzymatic reactions. In particular, fructose 1,6-bisphosphate can be converted into fructose 6-phosphate through the action of the enzyme fructose-1,6-bisphosphatase 1. In addition, fructose 1,6-bisphosphate can be converted into dihydroxyacetone phosphate and D-glyceraldehyde 3-phosphate; which is catalyzed by the enzyme fructose-bisphosphate aldolase a. In humans, fructose 1,6-bisphosphate is involved in the metabolic disorder called the glycogen storage disease type 1A (gsd1a) or von gierke disease pathway. Outside of the human body, Fructose 1,6-bisphosphate has been detected, but not quantified in, several different foods, such as rices, peach (var.), other soy products, celery leaves, and white lupines. This could make fructose 1,6-bisphosphate a potential biomarker for the consumption of these foods. A D-fructofuranose 1,6-bisphosphate with a beta-configuration at the anomeric position. Fructose 1,6-bisphosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.	34693-15-7	1	O=P([O-])([O-])OC[C@H]1O[C@](O)(COP(=O)([O-])[O-])[C@@H](O)[C@@H]1O	C6H14O12P2	InChI=1S/C6H14O12P2/c7-4-3(1-16-19(10,11)12)18-6(9,5(4)8)2-17-20(13,14)15/h3-5,7-9H,1-2H2,(H2,10,11,12)(H2,13,14,15)/t3-,4-,5+,6-/m1/s1	RNBGYGVWRKECFJ-ARQDHWQXSA-N	339.996	CHEBI:32966		
BASm0001864	Cr(6+)				[Cr+6]	Cr	InChI=1S/Cr/q+6	JOPOVCBBYLSVDA-UHFFFAOYSA-N	51.9405119	CHEBI:33007		MMDBc0054404
BASm0001865	diphosphate			Expected Solid	O=P([O-])([O-])OP(=O)([O-])O	HO7P2	InChI=1S/H4O7P2/c1-8(2,3)7-9(4,5)6/h(H2,1,2,3)(H2,4,5,6)/p-3	XPPKVPWEQAFLFU-UHFFFAOYSA-K	174.9213971	CHEBI:33019		MMDBc0055937
BASm0001866	2-nitrotoluene				Cc1ccccc1[N+](=O)[O-]	C7H7NO2	InChI=1S/C7H7NO2/c1-6-4-2-3-5-7(6)8(9)10/h2-5H,1H3	PLAZTCDQAHEYBI-UHFFFAOYSA-N	137.0476785	CHEBI:33098	HMDB0245268	
BASm0001867	9-decenoate			Expected Solid	C=CCCCCCCCC(=O)[O-]	C10H17O2	InChI=1S/C10H18O2/c1-2-3-4-5-6-7-8-9-10(11)12/h2H,1,3-9H2,(H,11,12)/p-1	KHAVLLBUVKBTBG-UHFFFAOYSA-M	169.1234034	CHEBI:33163		MMDBc0055662
BASm0001868	3-oxopropanoate	Malonic semialdehyde is formed in the alternative pathway of propionate metabolism and in the catabolism of beta-alanine. Studies done on these pathways in cultured cells from a patient with mitochondrial malonyl-CoA decarboxylase deficiency show that malonic semialdehyde is directly converted into acetyl-CoA in man. (PMID: 6418146).	926-61-4	Solid	O=CCC(=O)[O-]	C3H4O3	InChI=1S/C3H4O3/c4-2-1-3(5)6/h2H,1H2,(H,5,6)	OAKURXIZZOAYBC-UHFFFAOYSA-N	88.01604399	CHEBI:33190	HMDB0011111	
BASm0001869	(Z)-24-ethylidenelophenol	(3beta,4beta,5alpha)-4-Methylergosta-7,24(28)-dien-3-ol is isolated from marigold (Calendula officinalis) flowers.	474-40-8	Solid	C/C=C(/CC[C@@H](C)[C@H]1CC[C@H]2C3=CC[C@H]4[C@H](C)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C	C30H50O	InChI=1S/C30H50O/c1-8-22(19(2)3)10-9-20(4)24-13-14-26-23-11-12-25-21(5)28(31)16-18-30(25,7)27(23)15-17-29(24,26)6/h8,11,19-21,24-28,31H,9-10,12-18H2,1-7H3/b22-8-/t20-,21+,24-,25+,26+,27+,28+,29-,30+/m1/s1	LPZCCMIISIBREI-JXMPMKKESA-N	426.3861662	CHEBI:33203	HMDB0033495	
BASm0001870	bisphenol A	Bisphenol A, commonly abbreviated as BPA, is an organic compound with two phenol functional groups. It is a difunctional building block of several important plastics and plastic additives. With an annual production of 2–3 million metric tonnes, it is an important monomer in the production of polycarbonate. It is a potential food contaminant arising from its use in reusable polycarbonate food containers such as water carboys, baby bottles and kitchen utensils	1980-05-07		CC(C)(c1ccc(O)cc1)c1ccc(O)cc1	C15H16O2	InChI=1S/C15H16O2/c1-15(2,11-3-7-13(16)8-4-11)12-5-9-14(17)10-6-12/h3-10,16-17H,1-2H3	IISBACLAFKSPIT-UHFFFAOYSA-N	228.1150298	CHEBI:33216	HMDB0032133	
BASm0001871	(E)-cinnamyl alcohol	trans-Cinnamyl alcohol is found in bilberry. trans-Cinnamyl alcohol is a constituent of storax and Peruvian balsam, mainly as ester of Cinnamic acid. trans-Cinnamyl alcohol is a flavouring. trans-Cinnamyl alcohol is a stabiliser	4407-36-7		OC/C=C/c1ccccc1	C9H10O	InChI=1S/C9H10O/c10-8-4-7-9-5-2-1-3-6-9/h1-7,10H,8H2/b7-4+	OOCCDEMITAIZTP-QPJJXVBHSA-N	134.0731649	CHEBI:33227	HMDB0029698	
BASm0001872	alpha-tocotrienol	alpha-Tocotrienol (CAS: 1721-51-3), also known as 5,7,8-trimethyltocotrienol, belongs to the class of organic compounds known as tocotrienols. These are vitamin E derivatives containing an unsaturated trimethyltrideca-3,7,11-trien-1-yl chain attached to the carbon C6 atom of a benzopyran ring system. They differ from tocopherols that contain a saturated trimethyltridecyl chain. Thus, alpha-tocotrienol is considered to be a quinone lipid molecule. alpha-Tocotrienol is found in the blood plasma and all lipoprotein subfractions. Compared to tocopherols, alpha-tocotrienols are poorly studied. Its presence in the blood plasma at nanomolar concentrations is thought to help to prevent stroke-related neurodegeneration (PMID: 16771695). alpha-Tocotrienol has been found to have vitamin E activity.	58864-81-6		CC(C)=CCC/C(C)=C/CC/C(C)=C/CC[C@]1(C)CCc2c(C)c(O)c(C)c(C)c2O1	C29H44O2	InChI=1S/C29H44O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h12,14,16,30H,9-11,13,15,17-19H2,1-8H3/b21-14+,22-16+/t29-/m1/s1	RZFHLOLGZPDCHJ-XZXLULOTSA-N	424.3341307	CHEBI:33270	HMDB0006327	
BASm0001873	beta-tocotrienol	epsilon-Tocopherol is found in american cranberry. epsilon-Tocopherol is isolated from wheat bran oi	490-23-3		CC(C)=CCC\C(C)=C\CC\C(C)=C\CC[C@]1(C)CCC2=C(C)C(O)=CC(C)=C2O1	C28H42O2	InChI=1S/C28H42O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-24(6)26(29)19-23(5)27(25)30-28/h11,13,15,19,29H,8-10,12,14,16-18H2,1-7H3/b21-13+,22-15+/t28-/m1/s1	FGYKUFVNYVMTAM-WAZJVIJMSA-N	410.3184806	CHEBI:33275	HMDB0030554	
BASm0001874	delta-tocotrienol	delta-Tocotrienol, also known as 8-methyltocotrienol, belongs to the class of organic compounds known as tocotrienols. These are vitamin E derivatives containing an unsaturated trimethyltrideca-3,7,11-trien-1-yl chain attached to the carbon C6 atom of a benzopyran ring system. They differ from tocopherols that contain a saturated trimethyltridecyl chain. Thus, delta-tocotrienol is considered to be a quinone lipid molecule. delta-Tocotrienol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. delta-Tocotrienol is found in American cranberry and palm oil. It is a nutriceutical with anticancer properties and a positive influence on the blood lipid profile.	25612-59-3		CC(C)=CCC\C(C)=C\CC\C(C)=C\CC[C@]1(C)CCC2=CC(O)=CC(C)=C2O1	C27H40O2	InChI=1S/C27H40O2/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-16-27(6)17-15-24-19-25(28)18-23(5)26(24)29-27/h10,12,14,18-19,28H,7-9,11,13,15-17H2,1-6H3/b21-12+,22-14+/t27-/m1/s1	ODADKLYLWWCHNB-LDYBVBFYSA-N	396.3028305	CHEBI:33276	HMDB0030008	
BASm0001875	gamma-tocotrienol	gamma-Tocotrienol, also known as 7,8-dimethyltocotrienol, belongs to the class of organic compounds known as tocotrienols. These are vitamin E derivatives containing an unsaturated trimethyltrideca-3,7,11-trien-1-yl chain attached to the C6 atom of a benzopyran ring system. They differ from tocopherols that contain a saturated trimethyltridecyl chain. Thus, gamma-tocotrienol is considered to be a quinone lipid molecule. gamma-Tocotrienol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. gamma-Tocotrienol targets cancer cells by inhibiting Id1, a key cancer-promoting protein. gamma-Tocotrienol was shown to trigger cell apoptosis and well as anti-proliferation of cancer cells. This mechanism was also observed in separate prostate cancer and melanoma cell line studies.	14101-61-2		CC(C)=CCC\C(C)=C\CC\C(C)=C\CC[C@]1(C)CCC2=CC(O)=C(C)C(C)=C2O1	C28H42O2	InChI=1S/C28H42O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-19-26(29)23(5)24(6)27(25)30-28/h11,13,15,19,29H,8-10,12,14,16-18H2,1-7H3/b21-13+,22-15+/t28-/m1/s1	OTXNTMVVOOBZCV-WAZJVIJMSA-N	410.3184806	CHEBI:33277	HMDB0012958	
BASm0001876	a carboxylic ester				[1*]C(=O)O[2*]					CHEBI:33308		
BASm0001877	L-serine	Serine (Ser) or L-serine is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).  Amino acids are organic compounds that contain amino (-NH2) and carboxyl (-COOH) functional groups, along with a side chain (R group) specific to each amino acid. L-serine is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Serine is found in all organisms ranging from bacteria to plants to animals.  It is classified as a polar, uncharged (at physiological pH), aliphatic amino acid. In humans, serine is a nonessential amino acid that can be easily derived from glycine. A non-essential amino acid is an amino acid that can be synthesized from central metabolic pathway intermediates in humans and is not required in the diet. Like all the amino acid building blocks of protein and peptides, serine can become essential under certain conditions, and is thus important in maintaining health and preventing disease. L-Serine may be derived from four possible sources: dietary intake; biosynthesis from the glycolytic intermediate 3-phosphoglycerate; from glycine; and by protein and phospholipid degradation. Little data is available on the relative contributions of each of these four sources of l-serine to serine homoeostasis. It is very likely that the predominant source of l-serine will be very different in different tissues and during different stages of human development. In the biosynthetic pathway, the glycolytic intermediate 3-phosphoglycerate is converted into phosphohydroxypyruvate, in a reaction catalyzed by 3-phosphoglycerate dehydrogenase (3- PGDH; EC 1.1.1.95). Phosphohydroxypyruvate is metabolized to phosphoserine by phosphohydroxypyruvate aminotransferase (EC 2.6.1.52) and, finally, phosphoserine is converted into l-serine by phosphoserine phosphatase (PSP; EC 3.1.3.3). In liver tissue, the serine biosynthetic pathway is regulated in response to dietary and hormonal changes. Of the three synthetic enzymes, the properties of 3-PGDH and PSP are the best documented. Hormonal factors such as glucagon and corticosteroids also influence 3-PGDH and PSP activities in interactions dependent upon the diet. L-serine is the predominant source of one-carbon groups for the de novo synthesis of purine nucleotides and deoxythymidine monophosphate. It has long been recognized that, in cell cultures, L-serine is a conditional essential amino acid, because it cannot be synthesized in sufficient quantities to meet the cellular demands for its utilization. In recent years, L-serine and the products of its metabolism have been recognized not only to be essential for cell proliferation, but also to be necessary for specific functions in the central nervous system. The findings of altered levels of serine and glycine in patients with psychiatric disorders and the severe neurological abnormalities in patients with defects of L-serine synthesis underscore the importance of L-serine in brain development and function. (PMID 12534373).	56-45-1	Solid	N[C@@H](CO)C(O)=O	C3H7NO3	InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m0/s1	MTCFGRXMJLQNBG-REOHCLBHSA-N	105.0425931	CHEBI:33384	HMDB0000187	
BASm0001878	methylarsonate		7779-23-9		C[As](=O)([O-])O	CH5AsO3	InChI=1S/CH5AsO3/c1-2(3,4)5/h1H3,(H2,3,4,5)	QYPPRTNMGCREIM-UHFFFAOYSA-N		CHEBI:33409		
BASm0001879	thiosulfate	Thiosulfate occurs naturally in hot springs and geysers, and is produced by certain biochemical processes. In the body, thiosulfate converts small amounts of cyanide ion into harmless products and plays a role in the biosynthesis of cysteine, a sulfur-containing amino acid that locks proteins into their correct three-dimensional shapes. Thiosulfate is not found in large quantities in nature. Solutions of thiosulfate break down into sulfur, sulfites, and sulfates when exposed to acids, light, metal ions, and bacteria. Thiosulfate is sometimes used as an antidote for cyanide poisoning. It reacts with cyanide to produce sulfite and thiocyanate ions: CN- + S2O32- SCN- + SO32- This reaction is catalyzed by an enzyme produced by cell mitochondria to neutralize small quantities of ingested cyanide (which occurs naturally in cassava root, lima beans, and almonds!). Thiosulfate is an intermediate in several biochemical pathways, including the synthesis of L-cysteine. Thiosulfate is manufactured by some cells by oxidation of elemental sulfur and by degradation of L-cysteine. Use: Photography (fixing agent to dissolve unchanged silver salts from exposed negatives), chrome tanning, removing chlorine in bleaching and papermaking, extraction of silver from its ores, dechlorination of water, mordant, reagent, bleaching, reducing agent in chrome dyeing, sequestrant in salt (up to 0.1%), antidote for cyanide poisoning. (Hawley's Condensed Chemical Dictionary) Source/Synthesis: Synthesis by dehydration of the pentahydrate at 105 degree. Alternatively formed by reaction of S2Cl2 with Na2O2 or by reduction of Na2S2O4 with sodium amalgam Use/Importance: Commercially available Biological Use/Importance: Cyanide antidote often administered with other antidotes, antifungal agent (ChemNetBase) Sodium thiosulfate is a common analytical reagent used in iodometric titration to analyze chlorine, bromine, and sulfide. Other uses are in bleaching paper pulp, bleaching straw, ivory, and bones, for removing chlorine from solutions, silver extraction from its ores, a mordant in dyeing and printing textiles, and as an antidote to cyanide poisoning. Another major application is in photography, where it is used as a fixer to dissolve unchanged silver salts from exposed negatives. (Handbook of Inorganic Chemicals).	14383-50-7	Solid	O=S(=O)([O-])S	H2O3S2	InChI=1S/H2O3S2/c1-5(2,3)4/h(H2,1,2,3,4)	DHCDFWKWKRSZHF-UHFFFAOYSA-N	113.9445353	CHEBI:33542	HMDB0000257	
BASm0001880	2,3-dihydroxybenzenesulfonate			Expected Solid	O=S(=O)([O-])c1cccc(O)c1O	C6H5O5S	InChI=1S/C6H6O5S/c7-4-2-1-3-5(6(4)8)12(9,10)11/h1-3,7-8H,(H,9,10,11)/p-1	VZYDKJOUEPFKMW-UHFFFAOYSA-M	188.986318	CHEBI:33565		MMDBc0055286
BASm0001882	2,2-bis(4-hydroxyphenyl)-1-propanol		142648-65-5		CC(CO)(c1ccc(O)cc1)c1ccc(O)cc1	C15H16O3	InChI=1S/C15H16O3/c1-15(10-16,11-2-6-13(17)7-3-11)12-4-8-14(18)9-5-12/h2-9,16-18H,10H2,1H3	HHOUSCIEKLBSGQ-UHFFFAOYSA-N	244.1099444	CHEBI:33613		
BASm0001884	Tetra-mu3-sulfido-tetrairon(2+)				[SH]12[Fe]3[SH]4[Fe]1[SH]1[Fe+]2[SH]3[Fe+]41	Fe4S4	InChI=1S/4Fe.4S/q;;2*+1;;;;	YEAYMLBNRJYVPB-UHFFFAOYSA-N	351.626932	CHEBI:33722		MMDBc0057108
BASm0001885	Tetra-mu3-sulfido-tetrairon(1+)				[SH]12[Fe]3[SH]4[Fe]1[SH]1[Fe]2[SH]3[Fe+]41	Fe4S4	InChI=1S/4Fe.4S/q;;;+1;;;;	ISVAEKDKOPJTJN-UHFFFAOYSA-N	351.62748	CHEBI:33723		MMDBc0057109
BASm0001888	tri-mu-sulfido-mu3-sulfido-triiron(1+)				S1[Fe]2S[Fe+]3S[Fe]1[SH]23	Fe3S4	InChI=1S/3Fe.4S/q;;+1;;;;	RPARODLSPIFIOT-UHFFFAOYSA-N		CHEBI:33751		
BASm0001889	a nucleoside				*[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1*					CHEBI:33838		
BASm0001890	a phenol				*c1c(*)c(*)c(O)c(*)c1*					CHEBI:33853		
BASm0001891	an aromatic aldehyde				*C=O					CHEBI:33855		
BASm0001892	an aromatic primary alcohol				*CO					CHEBI:33857		
BASm0001893	1,1-dichloroethene				C=C(Cl)Cl	C2H2Cl2	InChI=1S/C2H2Cl2/c1-2(3)4/h1H2	LGXVIGDEPROXKC-UHFFFAOYSA-N	95.95335548	CHEBI:34031	HMDB0259827	
BASm0001894	1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycerol	MG(20:4(5Z,8Z,11Z,14Z)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.	124511-15-5	Solid	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OC[C@@H](O)CO	C23H38O4	InChI=1S/C23H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)27-21-22(25)20-24/h6-7,9-10,12-13,15-16,22,24-25H,2-5,8,11,14,17-21H2,1H3/b7-6-,10-9-,13-12-,16-15-/t22-/m0/s1	DCPCOKIYJYGMDN-HUDVFFLJSA-N	378.2770097	CHEBI:34071	HMDB0011578	
BASm0001895	1-O-hexadecyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholine	PC(O-16:0/16:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-16:0/16:1(9Z)), in particular, consists of one chain of Palmityl alcohol at the C-1 position and one chain of palmitoleic acid at the C-2 position. The Palmityl alcohol moiety is derived from animal fats and vegetable oils, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COCCCCCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C	C40H80NO7P	InChI=1S/C40H80NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-35-45-37-39(38-47-49(43,44)46-36-34-41(3,4)5)48-40(42)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h17,19,39H,6-16,18,20-38H2,1-5H3/b19-17-/t39-/m1/s1	HJVQHTGUAIETCQ-VEAYGOGPSA-N	717.5672404	CHEBI:34112	HMDB0013404	
BASm0001896	1-O-hexadecyl-sn-glycerol				CCCCCCCCCCCCCCCCOC[C@@H](O)CO	C19H40O3	InChI=1S/C19H40O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-22-18-19(21)17-20/h19-21H,2-18H2,1H3	OOWQBDFWEXAXPB-UHFFFAOYSA-N	316.2977451	CHEBI:34115		
BASm0001897	1-O-(9Z-octadecenyl)-glycerol				CCCCCCCC/C=C\CCCCCCCCOCC(O)CO	C21H42O3	InChI=1S/C21H42O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24-20-21(23)19-22/h9-10,21-23H,2-8,11-20H2,1H3	NRWMBHYHFFGEEC-UHFFFAOYSA-N	342.3133952	CHEBI:34116	HMDB0258210	
BASm0001898	17beta-hydroxyandrost-4-ene-3,11-dione				C[C@]12CC(=O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2O	C19H26O3	InChI=1S/C19H26O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h9,13-14,16-17,22H,3-8,10H2,1-2H3	WTPMRQZHJLJSBO-UHFFFAOYSA-N	302.1881947	CHEBI:34133	HMDB0244364	
BASm0001899	16alpha,17beta-dihydroxyandrost-4-en-3-one				C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1C[C@@H](O)[C@@H]2O	C19H28O3	InChI=1S/C19H28O3/c1-18-7-5-12(20)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(21)17(19)22/h9,13-17,21-22H,3-8,10H2,1-2H3/t13-,14+,15+,16?,17?,18+,19+/m1/s1	YMCWOAZGWMZGQT-PZDNWOKDSA-N	304.2038448	CHEBI:34172	HMDB0155962	
BASm0001900	archaeol			solid	CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@@H](C)CCOC[C@@H](CO)OCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C	C43H88O3	InChI=1S/C43H88O3/c1-35(2)17-11-19-37(5)21-13-23-39(7)25-15-27-41(9)29-31-45-34-43(33-44)46-32-30-42(10)28-16-26-40(8)24-14-22-38(6)20-12-18-36(3)4/h35-44H,11-34H2,1-10H3/t37-,38-,39-,40-,41-,42-,43-/m1/s1	ISDBCJSGCHUHFI-UMZPFTBHSA-N	652.6733467	CHEBI:34227		
BASm0001901	2,4-dibromophenol	2,4-Dibromophenol is found in crustaceans. Commonly found in molluscs and crustacean	615-58-7		Oc1ccc(Br)cc1Br	C6H4Br2O	InChI=1S/C6H4Br2O/c7-4-1-2-6(9)5(8)3-4/h1-3,9H	FAXWFCTVSHEODL-UHFFFAOYSA-N	249.86289	CHEBI:34238	HMDB0032079	
BASm0001902	1-chloro-2-nitrobenzene				O=[N+]([O-])c1ccccc1Cl	C6H4ClNO2	InChI=1S/C6H4ClNO2/c7-5-3-1-2-4-6(5)8(9)10/h1-4H	BFCFYVKQTRLZHA-UHFFFAOYSA-N	156.9930561	CHEBI:34270	HMDB0245074	
BASm0001903	(24S)-hydroxycholesterol	24-Hydroxycholesterol (24OHC) is almost exclusively formed in the brain. The enzymatic conversion of CNS cholesterol to 24OHC, which readily crosses the blood-brain barrier, is the major pathway for brain cholesterol elimination and brain cholesterol homeostasis maintenance. The enzyme mediating this conversion has been characterized at the molecular level as cholesterol 24-hydroxylase (EC 1.14.13.98, CYP46) and is mainly located in neurons. Like other oxysterols, 24OHC is efficiently converted into normal bile acids or excreted in bile in its sulfated and glucuronidated form. Levels of 24OHC in the circulation decrease with age in infants and children. In adults, however, the levels appear to be stable. There is accumulating evidence pointing toward a potentially important link between cholesterol, beta-amyloid, and Alzheimer's disease. Patients with active demyelinating diseases had increased levels of 24OHC in cerebrospinal fluid (CSF). Patients with Alzheimer's disease have slightly increased levels of 24OHC in CSF. Patients with multiple sclerosis have a tendency to have higher levels of 24OHC during active periods. (PMID: 15061359, 14574622). 24-Hydroxycholesterol has been found to accumulate in hereditary hypercholesterolemia, an inborn error of metabolism.	474-73-7		CC(C)[C@@H](O)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H46O2	InChI=1S/C27H46O2/c1-17(2)25(29)11-6-18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-25,28-29H,6,8-16H2,1-5H3/t18-,20+,21+,22-,23+,24+,25+,26+,27-/m1/s1	IOWMKBFJCNLRTC-XWXSNNQWSA-N	402.3497807	CHEBI:34310	HMDB0001419	
BASm0001904	6beta,17beta-dihydroxyandrost-4-en-3-one	Testosterone is reported to have an acute vasodilating action in vitro, an effect that may impart a favourable haemodynamic response in patients with chronic heart failure.	62-99-7		C[C@]12CC[C@H]3[C@@H](C[C@@H](O)C4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2O	C19H28O3	InChI=1S/C19H28O3/c1-18-7-5-11(20)9-15(18)16(21)10-12-13-3-4-17(22)19(13,2)8-6-14(12)18/h9,12-14,16-17,21-22H,3-8,10H2,1-2H3/t12-,13-,14-,16+,17-,18+,19-/m0/s1	XSEGWEUVSZRCBC-ZVBLRVHNSA-N	304.2038448	CHEBI:34477	HMDB0006259	
BASm0001905	17beta-hydroxyandrosta-1,4-dien-3-one	Boldenone is an anabolic steroid developed for veterinary use, mostly for treatment of horses. It is not indicated for use in humans in the US and is only available through veterinary clinics.	846-48-0	solid	[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@]12C	C19H26O2	InChI=1S/C19H26O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h7,9,11,14-17,21H,3-6,8,10H2,1-2H3/t14-,15-,16-,17-,18-,19-/m0/s1	RSIHSRDYCUFFLA-DYKIIFRCSA-N	286.1932801	CHEBI:34584		
BASm0001906	(3S,5R,6R)-3,5-dihydroxy-6,7-didehydro-5,6-dihydro-12'-apo-beta-caroten-12'-al	(3s,5r,6r)-3,5-dihydroxy-6,7-didehydro-5,6-dihydro-12'-apo-beta-caroten-12'-al is a member of the class of compounds known as diterpenoids. Diterpenoids are terpene compounds formed by four isoprene units. Thus, (3s,5r,6r)-3,5-dihydroxy-6,7-didehydro-5,6-dihydro-12'-apo-beta-caroten-12'-al is considered to be an isoprenoid lipid molecule (3s,5r,6r)-3,5-dihydroxy-6,7-didehydro-5,6-dihydro-12'-apo-beta-caroten-12'-al is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (3s,5r,6r)-3,5-dihydroxy-6,7-didehydro-5,6-dihydro-12'-apo-beta-caroten-12'-al can be found in a number of food items such as yellow wax bean, green bean, chia, and pepper (c. pubescens), which makes (3s,5r,6r)-3,5-dihydroxy-6,7-didehydro-5,6-dihydro-12'-apo-beta-caroten-12'-al a potential biomarker for the consumption of these food products.			[H]/C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)C([H])=C=C1C(C)(C)C[C@]([H])(O)C[C@@]1(C)O)/C(/[H])=C(\C)C=O	C25H34O3	InChI=1S/C25H34O3/c1-19(10-7-8-11-21(3)18-26)12-9-13-20(2)14-15-23-24(4,5)16-22(27)17-25(23,6)28/h7-14,18,22,27-28H,16-17H2,1-6H3/b8-7+,12-9+,19-10+,20-13+,21-11+/t15?,22-,25+/m0/s1	MFDUGTOOXGORRX-ZROAIIAPSA-N	382.250795	CHEBI:34596	HMDB0303973	
BASm0001907	(3S,5R,6S)-5,6-epoxy-3-hydroxy-5,6-dihydro-12'-apo-beta-caroten-12'-al	(3s,5r,6s)-5,6-epoxy-3-hydroxy-5,6-dihydro-12'-apo-beta-caroten-12'-al is a member of the class of compounds known as diterpenoids. Diterpenoids are terpene compounds formed by four isoprene units. Thus, (3s,5r,6s)-5,6-epoxy-3-hydroxy-5,6-dihydro-12'-apo-beta-caroten-12'-al is considered to be an isoprenoid lipid molecule (3s,5r,6s)-5,6-epoxy-3-hydroxy-5,6-dihydro-12'-apo-beta-caroten-12'-al is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). (3s,5r,6s)-5,6-epoxy-3-hydroxy-5,6-dihydro-12'-apo-beta-caroten-12'-al can be found in a number of food items such as sweet cherry, jute, sunburst squash (pattypan squash), and atlantic herring, which makes (3s,5r,6s)-5,6-epoxy-3-hydroxy-5,6-dihydro-12'-apo-beta-caroten-12'-al a potential biomarker for the consumption of these food products.			[H]/C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])[C@@]12O[C@]1(C)C[C@@]([H])(O)CC2(C)C)/C(/[H])=C(\C)C=O	C25H34O3	InChI=1S/C25H34O3/c1-19(10-7-8-11-21(3)18-26)12-9-13-20(2)14-15-25-23(4,5)16-22(27)17-24(25,6)28-25/h7-15,18,22,27H,16-17H2,1-6H3/b8-7+,12-9+,15-14+,19-10+,20-13+,21-11+/t22-,24+,25-/m0/s1	CAXVJDRXJFKYQP-LKODNMENSA-N	382.250795	CHEBI:34597	HMDB0303974	
BASm0001908	carbofuran	Systemic agricultural insecticide, acaricide and nematocid	1563-66-2	Solid	CN=C(O)OC1=CC=CC2=C1OC(C)(C)C2	C12H15NO3	InChI=1S/C12H15NO3/c1-12(2)7-8-5-4-6-9(10(8)16-12)15-11(14)13-3/h4-6H,7H2,1-3H3,(H,13,14)	DUEPRVBVGDRKAG-UHFFFAOYSA-N	221.1051934	CHEBI:34611	HMDB0031770	
BASm0001909	compactin diol lactone	A carbobicyclic compound that is ML-236C substituted by a hydroxy group at position 8S. It is a fungal metabolite isolated from Penicillium citrinum and exhibits anticholesteremic activity.			C[C@H]1C=CC2=CCC[C@H](O)[C@@H]2[C@H]1CC[C@@H]1C[C@@H](O)CC(=O)O1	C18H26O4	InChI=1S/C18H26O4/c1-11-5-6-12-3-2-4-16(20)18(12)15(11)8-7-14-9-13(19)10-17(21)22-14/h3,5-6,11,13-16,18-20H,2,4,7-10H2,1H3/t11-,13+,14+,15-,16-,18-/m0/s1	WWSNTLOVYSRDEL-DZSDEGEFSA-N		CHEBI:34652		
BASm0001910	1-chloro-2,4-dinitrobenzene				O=[N+]([O-])c1ccc(Cl)c([N+](=O)[O-])c1	C6H3ClN2O4	InChI=1S/C6H3ClN2O4/c7-5-2-1-4(8(10)11)3-6(5)9(12)13/h1-3H	VYZAHLCBVHPDDF-UHFFFAOYSA-N	201.9781343	CHEBI:34718	HMDB0243844	
BASm0001911	dodecanamide				CCCCCCCCCCCC(N)=O	C12H25NO	InChI=1S/C12H25NO/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h2-11H2,1H3,(H2,13,14)	ILRSCQWREDREME-UHFFFAOYSA-N	199.1936144	CHEBI:34726	HMDB0251566	
BASm0001912	furfural	2-Furancarboxaldehyde, also known as 2-furaldehyde or a-furole, belongs to the class of organic compounds known as aryl-aldehydes. Aryl-aldehydes are compounds containing an aldehyde group directly attached to an aromatic ring. 2-Furancarboxaldehyde is found in allspice and it is also a flavour ingredient. 2-Furancarboxaldehyde is present in coffee, calamus, matsutake mushroom (Tricholoma matsutake), pumpkin, malt, peated malt, Bourbon vanilla, Lamb's lettuce, pimento leaf and various fruits, e.g. apple, apricot, sweet cherry, morello cherry, orange, grapefruit, Chinese quince and a common constituent of essential oils. Furfural is an organic compound derived from a variety of agricultural byproducts, including corncobs, oat, wheat bran, and sawdust.	1998-01-01	Liquid	O=CC1=CC=CO1	C5H4O2	InChI=1S/C5H4O2/c6-4-5-2-1-3-7-5/h1-4H	HYBBIBNJHNGZAN-UHFFFAOYSA-N	96.02112937	CHEBI:34768	HMDB0032914	
BASm0001913	glyoxal	Glyoxal, also known as 1,2-ethanedione or oxalaldehyde, is a member of the class of compounds known as short-chain aldehydes. Short-chain aldehydes are an aldehyde with a chain length containing between 2 and 5 carbon atoms. Glyoxal is soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Glyoxal can be found in garden tomato (variety), ginger, and sesame, which makes glyoxal a potential biomarker for the consumption of these food products. Glyoxal is an organic compound with the chemical formula OCHCHO. It is a yellow-colored Liquid that evaporates to give a green-colored gas. Glyoxal is the smallest dialdehyde (two aldehyde groups). Its structure is more complicated than typically represented because the molecule hydrates and oligomerizes. It is produced industrially as a precursor to many products .		Liquid	O=CC=O	C2H2O2	InChI=1S/C2H2O2/c3-1-2-4/h1-2H	LEQAOMBKQFMDFZ-UHFFFAOYSA-N	58.00547931	CHEBI:34779	HMDB0303107	
BASm0001914	heptanal	Heptanal, also known as enanthal or N-heptaldehyde, belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms. Thus, heptanal is considered to be a fatty aldehyde lipid molecule. It is a colourless liquid with a strong fruity odor, which is used as precursor to components in perfumes and lubricants. Heptanal is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Heptanal exists in all eukaryotes, ranging from yeast to humans. Heptanal is an aldehydic, citrus, and fat tasting compound. heptanal is found, on average, in the highest concentration in a few different foods, such as corns, tea, and sweet oranges and in a lower concentration in lemons, wild carrots, and carrots. heptanal has also been detected, but not quantified, in several different foods, such as horned melons, common beets, dills, red bell peppers, and malus (crab apple). This could make heptanal a potential biomarker for the consumption of these foods. The formation of heptanal in the fractional distillation of castor oil was already described in 1878. The large-scale production is based on the pyrolytic cleavage of ricinoleic acid ester (Arkema method) and on the hydroformylation of 1-hexene with rhodium 2-ethylhexanoate as a catalyst upon addition of some 2-ethylhexanoic acid (Oxea method):Heptanal naturally occurs in the essential oils of ylang-ylang (Cananga odorata), clary sage (Salvia sclarea), lemon (Citrus x limon), bitter orange (Citrus x aurantium), rose (Rosa) and hyacinth (Hyacinthus). Heptanal is a potentially toxic compound. Heptanal has been found to be associated with several diseases such as ulcerative colitis, crohn's disease, uremia, and nonalcoholic fatty liver disease; also heptanal has been linked to the inborn metabolic disorders including celiac disease. The compound has a flash point of 39.5 °C. The explosion range is between 1.1% by volume as the lower explosion limit (LEL) and 5.2% by volume as the upper explosion limit. Heptanal or heptanaldehyde is an alkyl aldehyde. Full hydrogenation provides the branched primary alcohol 2-pentylnonan-1-ol, also accessible from the Guerbet reaction from heptanol. A by-product of the given reaction is the unpleasant rancid smelling (Z)-2-pentyl-2-nonenal. Heptanal forms flammable vapor-air mixtures. Heptanal is a flammable, slightly volatile colorless liquid of pervasive fruity to oily-greasy odor, which is miscible with alcohols and practically insoluble in water. Heptanal reacts with benzaldehyde in a Knoevenagel reaction under basic catalysis with high yield and selectivity (> 90%) to alpha-pentylcinnamaldehyde (also called jasmine aldehyde because of the typical jasmine odor), which is mostly used in many fragrances as a cis/trans isomer mixture.	111-71-7		CCCCCCC=O	C7H14O	InChI=1S/C7H14O/c1-2-3-4-5-6-7-8/h7H,2-6H2,1H3	FXHGMKSSBGDXIY-UHFFFAOYSA-N	114.1044651	CHEBI:34787	HMDB0031475	
BASm0001915	mevastatin	Mevastatin or compactin is a cholesterol-lowering agent isolated from <i>Penicillium citinium</i>. It was the first discovered agent belonging to the class of cholesterol-lowering medications known as statins. During a search for antibiotic compounds produced by fungi in 1971, Akira Endo at Sankyo Co. (Japan) discovered a class of compounds that appeared to lower plasma cholesterol levels. Two years later, the research group isolated a compound structurally similar to hydroxymethylglutarate (HMG) that inhibited the incorporation of acetate. The compound was proposed to bind to the reductase enzyme and was named compactin. Mevastatin is a competitive inhibitor of HMG-Coenzyme A (HMG-CoA) reductase with a binding affinity 1, times greater than the HMG-CoA substrate itself. Mevastatin is a pro-drug that is activated by <i>in vivo</i> hydrolysis of the lactone ring. It has served as one of the lead compounds for the development of the synthetic compounds used today.	73573-88-3	solid	[H][C@]12[C@H](CCC=C1C=C[C@H](C)[C@@H]2CC[C@@H]1C[C@@H](O)CC(=O)O1)OC(=O)[C@@H](C)CC	C23H34O5	InChI=1S/C23H34O5/c1-4-14(2)23(26)28-20-7-5-6-16-9-8-15(3)19(22(16)20)11-10-18-12-17(24)13-21(25)27-18/h6,8-9,14-15,17-20,22,24H,4-5,7,10-13H2,1-3H3/t14-,15-,17+,18+,19-,20-,22-/m0/s1	AJLFOPYRIVGYMJ-INTXDZFKSA-N	390.2406242	CHEBI:34848		
BASm0001916	N-[30-(9Z,12Z-octadecadienoyloxy)-triacontanoyl]-sphing-4-enine	An N-acylsphingosine in which the ceramide N-acyl group is specified as 30-[(9Z,12Z)-octadeca-9,12-dienoyloxy]triacontanoyl.				C66H125NO5		CJKGLEVYDCRGBX-FQYIUYQHSA-N	1011.955776	CHEBI:34862		
BASm0001917	octadecanamide	Release agent migrating from food packaging.	124-26-5		CCCCCCCCCCCCCCCCCC(N)=O	C18H37NO	InChI=1S/C18H37NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-17H2,1H3,(H2,19,20)	LYRFLYHAGKPMFH-UHFFFAOYSA-N	283.2875148	CHEBI:34900	HMDB0034146	
BASm0001918	1,2,3-tributanoylglycerol	Glycerol tributanoate is a flavouring agent	1960-01-05		CCCC(=O)OCC(COC(=O)CCC)OC(=O)CCC	C15H26O6	InChI=1S/C15H26O6/c1-4-7-13(16)19-10-12(21-15(18)9-6-3)11-20-14(17)8-5-2/h12H,4-11H2,1-3H3	UYXTWWCETRIEDR-UHFFFAOYSA-N	302.1729386	CHEBI:35020	HMDB0031094	
BASm0001919	Sr(2+)	Strontium presents a health problem since it substitutes for calcium in bone, preventing expulsion from the body. Physiologically, it exists as an ion in the body.	7440-24-6	Solid	[Sr+2]	Sr	InChI=1S/Sr/q+2	PWYYWQHXAPXYMF-UHFFFAOYSA-N	87.90561434	CHEBI:35104	HMDB0003642	
BASm0001920	(2R,3S)-3-isopropylmalate	3-Isopropylmalic acid (CAS: 16048-89-8) is an intermediate in valine, leucine, and isoleucine biosynthesis. It is a substrate for 3-isopropylmalate dehydrogenase (TT_C0867) and can be generated from the reduction of 2-isopropyl-3-oxosuccinate. Leucine biosynthesis involves a five-step conversion process starting with the valine precursor 2-keto-isovalerate. The final step in this pathway is catalyzed by two transaminases of broad specificity: branched-chain amino acid transferase (IlvE) and tyrosine aminotransferase (TyrB). This pathway is part of the super pathway of leucine, valine, and isoleucine biosynthesis that generates not only isoleucine and valine but also leucine.	126576-14-5	Solid	CC(C)[C@H](C(=O)[O-])[C@@H](O)C(=O)[O-]	C7H12O5	InChI=1S/C7H12O5/c1-3(2)4(6(9)10)5(8)7(11)12/h3-5,8H,1-2H3,(H,9,10)(H,11,12)/t4-,5+/m0/s1	RNQHMTFBUSSBJQ-CRCLSJGQSA-N	176.0684735	CHEBI:35121	HMDB0012156	
BASm0001921	(S)-3-methyl-2-oxopentanoate	3-Methyl-2-oxovaleric acid is a metabolite of isoleucine in man, animals and bacteria. It is the alpha-keto acid analogue of isoleucine. 3-Methyl-2-oxovaleric acid is produced from isoleucine by cytosolic branched chain aminotransferase 1 (EC:2.6.1.42), whereupon it is further degraded by branched chain keto acid dehydrogenase E1 to 2-Methyl-1-hydroxybutyl-ThPP.	1460-34-0	Solid	CC[C@H](C)C(=O)C(=O)[O-]	C6H9O3	InChI=1S/C6H10O3/c1-3-4(2)5(7)6(8)9/h4H,3H2,1-2H3,(H,8,9)/p-1/t4-/m0/s1	JVQYSWDUAOAHFM-BYPYZUCNSA-M	129.0551692	CHEBI:35146	HMDB00491	MMDBc0029788
BASm0001922	2,4'-dihydroxyacetophenone	Potential component of FEMA 3662. 2,4'-Dihydroxyacetophenone is a flavouring ingredien	5706-85-4		O=C(CO)c1ccc(O)cc1	C8H8O3	InChI=1S/C8H8O3/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,9-10H,5H2	KLAKIAVEMQMVBT-UHFFFAOYSA-N	152.0473441	CHEBI:35164	HMDB0029657	
BASm0001923	2-dehydro-3-deoxy-L-arabinonate			Expected Solid	O=C([O-])C(=O)C[C@@H](O)CO	C5H7O5	InChI=1S/C5H8O5/c6-2-3(7)1-4(8)5(9)10/h3,6-7H,1-2H2,(H,9,10)/p-1/t3-/m1/s1	UQIGQRSJIKIPKZ-GSVOUGTGSA-M	147.0298969	CHEBI:35173		MMDBc0055215
BASm0001924	2-oxohexanoate	2-Ketohexanoic acid is a potent insulin secretagogue (PMID 7045091). 2-Ketohexanoic acid directly inhibits the ATP-sensitive K+ channel (KATP channel) in pancreatic beta-cells (stimulated in isolated mouse islets), but it is unknown whether direct KATP channel inhibition contributes to insulin release by 2-ketohexanoic acid and related alpha-keto acid anions, which are generally believed to act via beta-cell metabolism (PMID 16014804).	2492-75-3	Solid	CCCCC(=O)C(=O)[O-]	C6H10O3	InChI=1S/C6H10O3/c1-2-3-4-5(7)6(8)9/h2-4H2,1H3,(H,8,9)	XNIHZNNZJHYHLC-UHFFFAOYSA-N	130.0629942	CHEBI:35177	HMDB0001864	
BASm0001926	isoprene				C=CC(=C)C	C5H8	InChI=1S/C5H8/c1-4-5(2)3/h4H,1-2H2,3H3	RRHGJUQNOFWUDK-UHFFFAOYSA-N	68.06260026	CHEBI:35194	HMDB0253673	
BASm0001927	4-nitrotoluene				Cc1ccc([N+](=O)[O-])cc1	C7H7NO2	InChI=1S/C7H7NO2/c1-6-2-4-7(5-3-6)8(9)10/h2-5H,1H3	ZPTVNYMJQHSSEA-UHFFFAOYSA-N	137.0476785	CHEBI:35227	HMDB0246551	
BASm0001928	L-cysteine	Cysteine (Cys), also known as L-cysteine is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).  Amino acids are organic compounds that contain amino (-NH2) and carboxyl (-COOH) functional groups, along with a side chain (R group) specific to each amino acid. L-alanine is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Cysteine is found in all organisms ranging from bacteria to plants to animals.  It is classified as an aliphatic, non-polar, sulfur-containing amino acid. Cysteine is an important source of sulfur in human metabolism, and although it is classified as a non-essential amino acid, cysteine may be essential for infants, the elderly, and individuals with certain metabolic disease or who suffer from malabsorption syndromes. Cysteine can occasionally be considered as an essential or conditionally essential amino acid. Cysteine is unique amongst the twenty natural amino acids as it contains a thiol group. Thiol groups can undergo oxidation/reduction (redox) reactions; when cysteine is oxidized it can form cystine, which is two cysteine residues joined by a disulfide bond. This reaction is reversible since the reduction of this disulphide bond regenerates two cysteine molecules. The disulphide bonds of cystine are crucial to defining the structures of many proteins. Cysteine is often involved in electron-transfer reactions, and help the enzyme catalyze its reaction. Cysteine is also part of the antioxidant glutathione. N-Acetyl-L-cysteine (NAC) is a form of cysteine where an acetyl group is attached to cysteine's nitrogen atom and is sold as a dietary supplement. Cysteine is named after cystine, which comes from the Greek word kustis meaning bladder (cystine was first isolated from kidney stones). Oxidation of cysteine can produce a disulfide bond with another thiol and further oxidation can produce sulphfinic or sulfonic acids. The cysteine thiol group is also a nucleophile and can undergo addition and substitution reactions. Thiol groups become much more reactive when they are ionized, and cysteine residues in proteins have pKa values close to neutrality, so they are often in their reactive thiolate form in the cell. The thiol group also has a high affinity for heavy metals and proteins containing cysteine will bind metals such as mercury, lead, and cadmium tightly. Due to this ability to undergo redox reactions, cysteine has antioxidant properties. Cysteine is important in energy metabolism. As cystine, it is a structural component of many tissues and hormones. Cysteine has clinical uses ranging from treating baldness to psoriasis to preventing smoker's hack. In some cases, oral cysteine therapy has proved excellent for treatment of asthmatics, enabling them to stop theophylline and other medications. Cysteine also enhances the effect of topically applied silver, tin, and zinc salts in preventing dental cavities. In the future, cysteine may play a role in the treatment of cobalt toxicity, diabetes, psychosis, cancer, and seizures (http://www.dcnutrition.com/AminoAcids/). Cysteine has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821).	52-90-4	Solid	[NH3+][C@@H](CS)C(=O)[O-]	C3H7NO2S	InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m0/s1	XUJNEKJLAYXESH-REOHCLBHSA-N	121.0197492	CHEBI:35235	HMDB0000574	
BASm0001929	D-cysteine	D-cysteine is an optically active form of cysteine having D-configuration. It is a cysteine and a D-alpha-amino acid. It is a conjugate base of a D-cysteinium. It is a conjugate acid of a D-cysteinate(1-). It is an enantiomer of a L-cysteine. It is a tautomer of a D-cysteine zwitterion. D-Cysteine, also known as D-cystein or DCY, belongs to the class of organic compounds known as cysteine and derivatives. Cysteine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. It is a non-proteogenic sulfur-containing amino acid. D-Cysteine is known to be toxic to bacteria and several bacteria (and plants) have developed and enzyme called D-cysteine desulfhydrase (EC4.1.99.4). D-cysteine can be generated from D-Cysteine via cysteine racemase. D-Cysteine is a naturally occurring enantiomer of L-Cysteine. Cysteine is named after cystine, which comes from the Greek word kustis meaning bladder -cystine was first isolated from kidney stones. D-Cysteine exists in all living species, ranging from bacteria to humans. Outside of the human body, D-Cysteine has been detected, but not quantified in several different foods, such as chervils, fruits, lichee, nuts, and cherimoya.	0921-01-07	Solid	[NH3+][C@H](CS)C(=O)[O-]	C3H7NO2S	InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m1/s1	XUJNEKJLAYXESH-UWTATZPHSA-N	121.0197496	CHEBI:35236	HMDB0003417	
BASm0001930	D-serine	D-serine is a stereo-isomer of the common amino acid, L-serine. D-serine was only thought to exist in bacteria until relatively recently. D-serine was the second D amino acid discovered to naturally exist in humans. The first one was D-aspartate. D-serine is synthesized from L-serine by serine racemase (SRR), and it is degraded by D-amino acid oxidase (DAO). It is found in high abundance in the brain. D-serine acts on the glycine binding site of the N-methyl-D-aspartate receptor (NMDAR) and modulates glutamate-mediated receptor activation. For the receptor to open, glutamate and either glycine or D-serine must bind to it. In fact, D-serine is a more potent agonist at the glycine site on the NMDAR than glycine itself. The importance of D-serine in mammalian brain function is apparent from extensive investigations reported and reviewed over the past decade, including roles in synaptic plasticity and memory. D-serine is also implicated in the pathophysiology and therapy of several psychiatric and neurological conditions including schizophrenia and glioma. In schizophrenia, there is evidence that D-serine levels are decreased, a deficiency that may contribute to the proposed NMDAR hypofunction of the disorder and that has led to D-serine replenishment as a novel therapeutic strategy.	312-84-5	Solid	[NH3+][C@H](CO)C(=O)[O-]	C3H7NO3	InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m1/s1	MTCFGRXMJLQNBG-UWTATZPHSA-N	105.0425931	CHEBI:35247	HMDB0003406	
BASm0001932	L-proline betaine	Proline betaine is an osmoprotective compound found in urine. It is thought to serve an osmoprotective role for the kidney. Proline betaine is a glycine betaine analogue found in many citrus foods. Elevated levels of proline betaine in human urine are found after the consumption of citrus fruits and juices (PMID: 18060588). Proline betaine is a biomarker for the consumption of citrus fruits.	471-87-4		C[N+]1(C)CCC[C@H]1C(=O)[O-]	C7H13NO2	InChI=1S/C7H13NO2/c1-8(2)5-3-4-6(8)7(9)10/h6H,3-5H2,1-2H3/t6-/m0/s1	CMUNUTVVOOHQPW-LURJTMIESA-N	143.0946287	CHEBI:35280	HMDB0004827	
BASm0001933	an acylcholine				*C(=O)OCC[N+](C)(C)C					CHEBI:35287		
BASm0001934	all-trans-violaxanthin	Violaxanthin belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Xanthophylls arise by oxygenation of the carotene backbone. Thus, violaxanthin is considered to be an isoprenoid lipid molecule. Violaxanthin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Violaxanthin is an orange-coloured pigment that is found in brown algae and various plants (e.g. pansies). It is biosynthesized from the epoxidation of zeaxanthin. Violaxanthin is a food additive that is only approved for use in Australia and New Zealand (INS: 161e) (PMID: 29890662).	126-29-4		CC(/C=C/C=C(C)/C=C/[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C)=C\C=C\C=C(C)\C=C\C=C(C)\C=C\[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C	C40H56O4	InChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-23-39-35(5,6)25-33(41)27-37(39,9)43-39)15-11-12-16-30(2)18-14-20-32(4)22-24-40-36(7,8)26-34(42)28-38(40,10)44-40/h11-24,33-34,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t33-,34-,37+,38+,39-,40-/m0/s1	SZCBXWMUOPQSOX-WVJDLNGLSA-N	600.4178603	CHEBI:35288	HMDB0003101	
BASm0001935	all-trans-retinoate	all-trans-Retinoic acid is an isomer of retinoic acid, the oxidized form of vitamin A. Retinoic acid functions in determining position along embryonic anterior/posterior axis in chordates. It acts through Hox genes, which ultimately controls anterior/posterior patterning in early developmental stages (PMID:17495912). It is an important regulator of gene expression during growth and development, and in neoplasms. As a drug, all-trans-retinoic acid is known as tretinoin. Tretinoin is derived from maternal vitamin A and is essential for normal growth and embryonic development. An excess of tretinoin can be teratogenic. Tretinoin is used in the treatment of psoriasis, acne vulgaris, and several other skin diseases. It has also been approved for use in promyelocytic leukemia (leukemia, promyelocytic, acute).	302-79-4	Solid	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)[O-])C(C)(C)CCC1	C20H28O2	InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8+,16-14+	SHGAZHPCJJPHSC-YCNIQYBTSA-N	300.2089301	CHEBI:35291	HMDB0001852	
BASm0001936	9-cis-violaxanthin	Violaxanthin belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Xanthophylls arise by oxygenation of the carotene backbone. Thus, violaxanthin is considered to be an isoprenoid lipid molecule. Violaxanthin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Violaxanthin is an orange-coloured pigment that is found in brown algae and various plants (e.g. pansies). It is biosynthesized from the epoxidation of zeaxanthin. Violaxanthin is a food additive that is only approved for use in Australia and New Zealand (INS: 161e) (PMID: 29890662).	126-29-4	Solid	C/C(/C=C/C=C(/C)\C=C\[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C	C40H56O4	InChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-23-39-35(5,6)25-33(41)27-37(39,9)43-39)15-11-12-16-30(2)18-14-20-32(4)22-24-40-36(7,8)26-34(42)28-38(40,10)44-40/h11-24,33-34,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19-,32-20+/t33-,34-,37+,38+,39-,40-/m0/s1	SZCBXWMUOPQSOX-NLNQYMAJSA-N	600.4178603	CHEBI:35305	HMDB0003101	
BASm0001937	9'-cis-neoxanthin	Cis-neoxanthin is a member of the class of compounds known as xanthophylls. Xanthophylls are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone. Cis-neoxanthin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Cis-neoxanthin can be found in ginkgo nuts and potato, which makes cis-neoxanthin a potential biomarker for the consumption of these food products.			[H]C(=C=C1C(C)(C)C[C@]([H])(O)C[C@@]1(C)O)C(\C)=C(/[H])\C(\[H])=C(/[H])\C(\C)=C(/[H])\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(\C)/C(/[H])=C(\[H])[C@@]12O[C@]1(C)C[C@@]([H])(O)CC2(C)C	C40H56O4	InChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-22-35-36(5,6)25-33(41)27-38(35,9)43)15-11-12-16-30(2)18-14-20-32(4)23-24-40-37(7,8)26-34(42)28-39(40,10)44-40/h11-21,23-24,33-34,41-43H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,24-23+,29-15+,30-16+,31-19+,32-20-/t22?,33-,34-,38+,39+,40-/m0/s1	PGYAYSRVSAJXTE-FTLOKQSXSA-N	600.4178603	CHEBI:35306	HMDB0302969	
BASm0001938	spirilloxanthin			Expected Solid	COC(C)(C)C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C=C(/C)\C=C\CC(C)(C)OC	C42H60O2	InChI=1S/C42H60O2/c1-35(23-15-25-37(3)27-17-29-39(5)31-19-33-41(7,8)43-11)21-13-14-22-36(2)24-16-26-38(4)28-18-30-40(6)32-20-34-42(9,10)44-12/h13-32H,33-34H2,1-12H3/b14-13+,23-15+,24-16+,27-17+,28-18+,31-19+,32-20+,35-21+,36-22+,37-25+,38-26+,39-29+,40-30+	VAZQBTJCYODOSV-HZUCFJANSA-N	596.4593312	CHEBI:35328		MMDBc0054667
BASm0001939	spheroidene			Expected Solid	COC(C)(C)C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)CC\C=C(/C)CCC=C(C)C	C41H60O	InChI=1S/C41H60O/c1-34(2)20-14-23-37(5)26-17-29-38(6)27-15-24-35(3)21-12-13-22-36(4)25-16-28-39(7)30-18-31-40(8)32-19-33-41(9,10)42-11/h12-13,15-16,18-22,24-28,30-32H,14,17,23,29,33H2,1-11H3/b13-12+,24-15+,25-16+,30-18+,32-19+,35-21+,36-22+,37-26+,38-27+,39-28+,40-31+	FJOCMTHZSURUFA-AXYGSFPTSA-N	568.4644166	CHEBI:35330		MMDBc0054666
BASm0001940	rhodopin	1-hydroxylycopene, also known as 1-hydroxy-1,2-dihydrolycopene or 1,2-dihydro-1-hydroxy-psi,psi-carotene, is a member of the class of compounds known as xanthophylls. Xanthophylls are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone. Thus, 1-hydroxylycopene is considered to be an isoprenoid lipid molecule. 1-hydroxylycopene is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 1-hydroxylycopene can be found in a number of food items such as summer grape, red bell pepper, loganberry, and lima bean, which makes 1-hydroxylycopene a potential biomarker for the consumption of these food products.			CC(C)=CCC\C(C)=C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C=C(/C)CCCC(C)(C)O	C40H58O	InChI=1S/C40H58O/c1-33(2)19-13-22-36(5)25-16-28-37(6)26-14-23-34(3)20-11-12-21-35(4)24-15-27-38(7)29-17-30-39(8)31-18-32-40(9,10)41/h11-12,14-17,19-21,23-30,41H,13,18,22,31-32H2,1-10H3/b12-11+,23-14+,24-15+,28-16+,29-17+,34-20+,35-21+,36-25+,37-26+,38-27+,39-30+	CNYVJTJLUKKCGM-RGGGOQHISA-N	554.4487665	CHEBI:35331	HMDB0304015	
BASm0001941	a steroid				*C1CCC2C3CCC4CCCCC4(C)C3CCC12C					CHEBI:35341		
BASm0001945	D-fuconate			Expected Solid	[H][C@](C)(O)[C@]([H])(O)[C@]([H])(O)[C@@]([H])(O)C([O-])=O	C6H11O6	InChI=1S/C6H12O6/c1-2(7)3(8)4(9)5(10)6(11)12/h2-5,7-10H,1H3,(H,11,12)/p-1/t2-,3+,4+,5-/m1/s1	NBFWIISVIFCMDK-MGCNEYSASA-M	179.0561117	CHEBI:35372		MMDBc0055861
BASm0001946	chromate	A chromium oxoanion resulting from the removal of two protons from chromic acid.				CrO4		ZCDOYSPFYFSLEW-UHFFFAOYSA-N	115.921262	CHEBI:35404		
BASm0001947	N-acetylneuraminate	N-Acetylneuraminic acid (NeuAc) (CAS: 131-48-6), also known as sialic acid, is an acetyl derivative of the amino sugar neuraminic acid. It occurs in many glycoproteins, glycolipids, and polysaccharides in both mammals and bacteria. The most abundant sialic acid, NeuAc, is synthesized in vivo from N-acetylated D-mannosamine (ManNAc) or D-glucosamine (GlcNAc). NeuAc and its activated form, CMP-NeuAc, are biosynthesized in five consecutive reactions that form the intermediates UDP-N-acetylglucosamine (UDP-GlcNAc), N-acetylmannosamine (ManNAc), ManNAc 6-phosphate, NeuAc 9-phosphate, and CMP-NeuAc. CMP-NeuAc is transported into the Golgi apparatus and, with the aid of specific sialyltransferases, added onto nonreducing positions on oligosaccharide chains of glycoproteins and glycolipids. NeuAc is widely distributed throughout human tissues and found in several fluids, including serum, cerebrospinal fluid, saliva, urine, amniotic fluid, and breast milk. It is found in high levels in the brain, adrenal glands, and the heart. Serum and urine levels of the free acid are elevated in individuals suffering from renal failure. Serum and saliva Neu5Ac levels are also elevated in alcoholics. A genetic disorder known as Salla disease or infantile NeuAc storage disease is also characterized by high serum and urine levels of this compound. The negative charge is responsible for the slippery feel of saliva and mucins coating the body's organs. This particular sialic acid is known to act as a "decoy"" for invading pathogens. Along with involvement in preventing infections (mucus associated with mucous membranes — mouth, nose, GI, respiratory tract), Neu5Ac acts as a receptor for influenza viruses, allowing attachment to mucous cells via hemagglutinin (an early step in acquiring influenzavirus infection). NeuAc is also becoming known as an agent necessary for mediating ganglioside distribution and structures in the brain. Sialic acid (SA) is an N-acetylated derivative of neuraminic acid that is an abundant terminal monosaccharide of glycoconjugates. Normal human serum SA is largely bound to glycoproteins or glycolipids (total sialic acid (TSA): 1.5-2.5 mmol/L), with small amounts of free SA (1-3 umol/L). Negatively charged SA units stabilize glycoprotein conformation in cell surface receptors to increase cell rigidity. This enables signal recognition and adhesion to ligands, antibodies, enzymes, and microbes. SA residues are antigenic determinant residues in carbohydrate chains of glycolipids and glycoproteins, chemical messengers in tissue and body fluids, and may regulate glomeruli basement membrane permeability. Sialic acids are structurally unique nine-carbon keto sugars occupying the interface between the host and commensal or pathogenic microorganisms. An important function of host sialic acid is to regulate innate immunity. Sialic acid is the moiety most actively recycled for metabolic purposes in the salvage pathways in glycosphingolipid metabolism. Sialic acid is indispensable for the neuritogenic activities of ganglioside constituents which are unique in that a sialic acid directly binds to the glucose of the cerebroside, they are mutually connected in tandem, and some are located in the internal parts of the sugar chain. Sialylation (sialic acid linked to galactose, N-acetylgalactosamine, or another sialic acid) represents one of the most frequently occurring terminations of the oligosaccharide chains of glycoproteins and glycolipids. The biosynthesis of the various linkages is mediated by the different members of the sialyltransferase family (PMID: 11425186, 11287396, 12770781, 16624269, 12510390, 15007099).	19342-33-7	Solid		C11H18NO9		SQVRNKJHWKZAKO-LUWBGTNYSA-M	308.0987047	CHEBI:35418	HMDB0000230	
BASm0001948	a D-glucoside				*OC1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O					CHEBI:35436		
BASm0001950	L-cystine	Cystine is an oxidized dimeric form of cysteine. It is formed by linking two cysteine residues via a disulfide bond (Cys-S-S-Cys) between the -SH groups. Cystine is found in high concentrations in digestive enzymes and in the cells of the immune system, skeletal and connective tissues, skin, and hair. Hair and skin are 10-14% cystine. Cystine is the preferred form of cysteine for the synthesis of glutathione in cells involved in the immune system (e.g. macrophages and astrocytes). Lymphocytes and neurons prefer cysteine for glutathione production. Optimizing glutathione levels in macrophages and astrocytes with cystine allows these cells to provide cysteine to lymphocytes and neurons directly upon demand (Wikipedia).	56-89-3	Solid	N[C@@H](CSSC[C@H](N)C(O)=O)C(O)=O	C6H12N2O4S2	InChI=1S/C6H12N2O4S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/t3-,4-/m0/s1	LEVWYRKDKASIDU-IMJSIDKUSA-N	240.0238483	CHEBI:35491	HMDB0000192	
BASm0001951	(R)-pulegone	Pulegone is a naturally occurring organic compound obtained from the essential oils of a variety of plants such as Nepeta cataria (catnip), Mentha piperita, and pennyroyal. It is classified as a monoterpene.	89-82-7		C[C@@H]1CCC(=C(C)C)C(=O)C1	C10H16O	InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8H,4-6H2,1-3H3/t8-/m1/s1	NZGWDASTMWDZIW-MRVPVSSYSA-N	152.1201151	CHEBI:35596	HMDB0061794	
BASm0001952	(E)-anethole	cis-Anethole is found in anise. Only a low level is permitted in flavours	4180-23-8		C/C=C/c1ccc(OC)cc1	C10H12O	InChI=1S/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3-8H,1-2H3/b4-3-	RUVINXPYWBROJD-ARJAWSKDSA-N	148.088815	CHEBI:35616	HMDB0030837	
BASm0001953	a beta-lactam				*C1C(=O)N(*)C1*					CHEBI:35627		
BASm0001954	6-azauridine				O=c1cnn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1	C8H11N3O6	InChI=1S/C8H11N3O6/c12-2-3-5(14)6(15)7(17-3)11-8(16)10-4(13)1-9-11/h1,3,5-7,12,14-15H,2H2,(H,10,13,16)	WYXSYVWAUAUWLD-UHFFFAOYSA-N	245.0647851	CHEBI:35668	HMDB0247037	
BASm0001955	abieta-7,13-dien-18-oate		2246493		CC(C)C1=CC2=CC[C@@H]3[C@](C)(CCC[C@@]3(C)C(=O)[O-])[C@H]2CC1	C20H30O2	InChI=1S/C20H30O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h7,12-13,16-17H,5-6,8-11H2,1-4H3,(H,21,22)/t16-,17+,19+,20+/m0/s1	RSWGJHLUYNHPMX-ONCXSQPRSA-N		CHEBI:35680		
BASm0001956	a secondary alcohol				*C(*)O					CHEBI:35681		
BASm0001957	butan-2-ol	2-Butanol, or sec-butanol, is a chemical compound with formula C4H10O. This secondary alcohol is a flammable, colorless liquid that is soluble in 12 parts water and completely miscible with polar organic solvent such as ethers and other alcohols.	78-92-2		CCC(C)O	C4H10O	InChI=1S/C4H10O/c1-3-4(2)5/h4-5H,3H2,1-2H3	BTANRVKWQNVYAZ-UHFFFAOYSA-N	74.07316494	CHEBI:35687	HMDB0011469	
BASm0001958	a fatty aldehyde				*C=O					CHEBI:35746		
BASm0001959	a fatty acid ester				*OC(*)=O					CHEBI:35748		
BASm0001962	2-endo-hydroxy-1,8-cineole			Expected Solid	[H][C@@]1(O)C[C@]2([H])CC[C@@]1(C)OC2(C)C	C10H18O2	InChI=1S/C10H18O2/c1-9(2)7-4-5-10(3,12-9)8(11)6-7/h7-8,11H,4-6H2,1-3H3/t7-,8+,10+/m0/s1	YVCUGZBVCHODNB-QXFUBDJGSA-N	170.1306798	CHEBI:35811		MMDBc0055220
BASm0001963	fenbendazole S-oxide	Anthelmintic, used in cattle, sheep and horse	53716-50-0	Solid	COC(=O)Nc1nc2cc(S(=O)c3ccccc3)ccc2[nH]1	C15H13N3O3S	InChI=1S/C15H13N3O3S/c1-21-15(19)18-14-16-12-8-7-11(9-13(12)17-14)22(20)10-5-3-2-4-6-10/h2-9H,1H3,(H2,16,17,18,19)	BEZZFPOZAYTVHN-UHFFFAOYSA-N	315.067762	CHEBI:35812	HMDB0031812	
BASm0001964	(2E)-2-butenoate	But-2-enoic acid, also known as (2E)-2-butenoate or alpha-crotonic acid, belongs to the class of organic compounds known as straight chain organic acids. These are organic acids with a straight aliphatic chain. But-2-enoic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.	3724-65-0	Solid	C/C=C/C(=O)[O-]	C4H6O2	InChI=1S/C4H6O2/c1-2-3-4(5)6/h2-3H,1H3,(H,5,6)/b3-2+	LDHQCZJRKDOVOX-NSCUHMNNSA-N	86.03677944	CHEBI:35899	HMDB0010720	
BASm0001966	a hydroperoxide				*OO					CHEBI:35924		
BASm0001968	nonan-1-ol	1-Nonanol is found in citrus. 1-Nonanol is widespread in nature. 1-Nonanol occurs in oils of orange, citronella and lemon. Also found in cheese, prickly pears and bread. 1-Nonanol is a straight chain fatty alcohol with nine carbon atoms and the molecular formula CH3(CH2)8OH. It is a colorless to slightly yellow liquid with a citrus odor similar to citronella oil	143-08-8		CCCCCCCCCO	C9H20O	InChI=1S/C9H20O/c1-2-3-4-5-6-7-8-9-10/h10H,2-9H2,1H3	ZWRUINPWMLAQRD-UHFFFAOYSA-N	144.1514153	CHEBI:35986	HMDB0031265	
BASm0001969	tridecane	Tridecane is an alkane hydrocarbon with the chemical formula CH3(CH2)11CH3. Tridecane is found in allspice and it is also isolated from lime oil. It is a light, combustible colourless liquid that is used in the manufacture of paraffin products, the paper processing industry, in jet fuel research and in the rubber industry; furthermore, tridecane is used as a solvent and distillation chaser. n-tridecane is also one of the major chemicals secreted by some insects as a defense against predators. Tridecane has 802 constitutional isomers	629-50-5		CCCCCCCCCCCCC	C13H28	InChI=1S/C13H28/c1-3-5-7-9-11-13-12-10-8-6-4-2/h3-13H2,1-2H3	IIYFAKIEWZDVMP-UHFFFAOYSA-N	184.2191009	CHEBI:35998	HMDB0034284	
BASm0001970	chloromethane				CCl	CH3Cl	InChI=1S/CH3Cl/c1-2/h1H3	NEHMKBQYUWJMIP-UHFFFAOYSA-N	49.9923278	CHEBI:36014	HMDB0250118	
BASm0001971	heptanedioate			Expected Solid	O=C([O-])CCCCCC(=O)[O-]	C7H10O4	InChI=1S/C7H12O4/c8-6(9)4-2-1-3-5-7(10)11/h1-5H2,(H,8,9)(H,10,11)/p-2	WLJVNTCWHIRURA-UHFFFAOYSA-L	158.059006	CHEBI:36165		MMDBc0054503
BASm0001972	dipicolinate	2,6-Pyridinedicarboxylic acid is used in sterilising solns. to control the growth of microorganisms in food products.	499-83-2	Solid	O=C([O-])c1cccc(C(=O)[O-])n1	C7H5NO4	InChI=1S/C7H5NO4/c9-6(10)4-2-1-3-5(8-4)7(11)12/h1-3H,(H,9,10)(H,11,12)	WJJMNDUMQPNECX-UHFFFAOYSA-N	167.0218577	CHEBI:36167	HMDB0033161	
BASm0001973	12-hydroxydodecanoate	ω-hydroxylaurate, also known as &omega;-hydroxylauric acid or 12-hydroxydodecanoic acid, belongs to medium-chain hydroxy acids and derivatives class of compounds. Those are hydroxy acids with a 6 to 12 carbon atoms long side chain. ω-hydroxylaurate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). ω-hydroxylaurate can be found in a number of food items such as hedge mustard, lichee, pecan nut, and java plum, which makes ω-hydroxylaurate a potential biomarker for the consumption of these food products.			O=C([O-])CCCCCCCCCCCO	C12H23O3	InChI=1S/C12H24O3/c13-11-9-7-5-3-1-2-4-6-8-10-12(14)15/h13H,1-11H2,(H,14,15)/p-1	ZDHCZVWCTKTBRY-UHFFFAOYSA-M	215.1652682	CHEBI:36204	HMDB0304547	
BASm0001974	shikimate	Shikimic acid, more commonly known as its anionic form shikimate, is a cyclohexene, a cyclitol and a cyclohexanecarboxylic acid. It is an important biochemical intermediate in plants and microorganisms. Its name comes from the Japanese flower shikimi (the Japanese star anise, Illicium anisatum), from which it was first isolated. Shikimic acid is a precursor for: the aromatic amino acids phenylalanine and tyrosine; indole, indole derivatives and tryptophan; many alkaloids and other aromatic metabolites; tannins; and lignin. In pharmaceutical industry, shikimic acid from chinese star anise is used as a base material for production of Tamiflu (oseltamivir). Although shikimic acid is present in most autotrophic organisms, it is a biosynthetic intermediate and generally found in very low concentrations.	138-59-0	Solid	O=C([O-])C1=C[C@@H](O)[C@@H](O)[C@H](O)C1	C7H10O5	InChI=1S/C7H10O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,4-6,8-10H,2H2,(H,11,12)/t4-,5-,6-/m1/s1	JXOHGGNKMLTUBP-HSUXUTPPSA-N	174.0528234	CHEBI:36208	HMDB0003070	
BASm0001975	beta-lactose	Beta-Lactose is the beta-pyranose form of the compound lactose [CCD].	5965-66-2		OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O	C12H22O11	InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5+,6+,7-,8-,9-,10-,11-,12+/m1/s1	GUBGYTABKSRVRQ-DCSYEGIMSA-N	342.1162115	CHEBI:36218	HMDB0041627	
BASm0001976	chenodeoxycholate	Chenodeoxycholic acid is a bile acid. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135). Usually conjugated with either glycine or taurine. It acts as a detergent to solubilize fats for intestinal absorption and is reabsorbed by the small intestine. It is used as cholagogue, a choleretic laxative, and to prevent or dissolve gallstones.	474-25-9	Solid		C24H39O4		RUDATBOHQWOJDD-BSWAIDMHSA-M	391.2853833	CHEBI:36234	HMDB0000518	
BASm0001977	3,4-dihydroxybenzoate			Expected Solid	OC1=CC=C(C=C1O)C([O-])=O	C7H5O4	InChI=1S/C7H6O4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H,(H,10,11)/p-1	YQUVCSBJEUQKSH-UHFFFAOYSA-M	153.0193322	CHEBI:36241		MMDBc0054247
BASm0001978	3-(4-hydroxyphenyl)pyruvate			Expected Solid	OC1=CC=C(CC(=O)C([O-])=O)C=C1	C9H7O4	InChI=1S/C9H8O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,10H,5H2,(H,12,13)/p-1	KKADPXVIOXHVKN-UHFFFAOYSA-M	179.0344337	CHEBI:36242		MMDBc0054212
BASm0001980	glycochenodeoxycholate	Chenodeoxycholic acid glycine conjugate is an acyl glycine and a bile acid-glycine conugate. It is a secondary bile acid produced by the action of enzymes existing in the microbial flora of the colonic environment. In hepatocytes, both primary and secondary bile acids undergo amino acid conjugation at the C-24 carboxylic acid on the side chain, and almost all bile acids in the bile duct therefore exist in a glycine conjugated form (PMID: 16949895). This compound usually exists as the sodium salt and acts as a detergent to solubilize fats for absorption and is itself absorbed. It is a cholagogue and choleretic.	640-79-9	Solid		C26H42NO5		GHCZAUBVMUEKKP-GYPHWSFCSA-M	448.306847	CHEBI:36252	HMDB0000637	
BASm0001981	taurocholate	Taurocholic acid is a bile acid and is the product of the conjugation of cholic acid with taurine. Its sodium salt is the chief ingredient of the bile of carnivorous animals. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine, and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH, and consequently require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135). Taurocholic acid, as with all bile acids, acts as a detergent to solubilize fats for absorption and is itself absorbed. It is used as a cholagogue and choleretic (a bile purging agent). Hydrolysis of taurocholic acid yields taurine, a nonessential amino acid. Taurocholic acid is one of the main components of urinary nonsulfated bile acids in biliary atresia. Raised levels of taurocholate in fetal serum in obstetric cholestasis may result in the development of a fetal dysrhythmia and sudden intra-uterine death (PMID: 3944741, 11256973).	81-24-3	Solid	C[C@H](CCC(=O)NCCS(=O)(=O)[O-])[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C26H45NO7S	InChI=1S/C26H45NO7S/c1-15(4-7-23(31)27-10-11-35(32,33)34)18-5-6-19-24-20(14-22(30)26(18,19)3)25(2)9-8-17(28)12-16(25)13-21(24)29/h15-22,24,28-30H,4-14H2,1-3H3,(H,27,31)(H,32,33,34)/t15-,16+,17-,18-,19+,20+,21-,22+,24+,25+,26-/m1/s1	WBWWGRHZICKQGZ-HZAMXZRMSA-N	515.2916735	CHEBI:36257	HMDB0000036	
BASm0001982	taurodeoxycholate				C[C@H](CCC(=O)NCCS(=O)(=O)[O-])[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C26H45NO6S	InChI=1S/C26H45NO6S/c1-16(4-9-24(30)27-12-13-34(31,32)33)20-7-8-21-19-6-5-17-14-18(28)10-11-25(17,2)22(19)15-23(29)26(20,21)3/h16-23,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)/t16-,17-,18-,19?,20-,21+,22+,23+,25+,26-/m1/s1	AWDRATDZQPNJFN-JCAYPLLTSA-N	499.2967593	CHEBI:36261		
BASm0001983	molybdate	A divalent inorganic anion obtained by removal of both protons from molybdic acid			O=[Mo](=O)([O-])[O-]	MoO4	InChI=1S/Mo.4O/q;;;2*-1	MEFBJEMVZONFCJ-UHFFFAOYSA-N		CHEBI:36264		
BASm0001984	1-naphthoate	1-naphthoate, also known as 1-naphthoic acid, is a member of the class of compounds known as naphthalenecarboxylic acids. Naphthalenecarboxylic acids are compounds containing a naphthalene moiety, which bears a carboxylic acid group one or more positions. Naphthalene is a bicyclic compound that is made up of two fused benzene ring. 1-naphthoate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 1-naphthoate can be found in a number of food items such as coconut, mountain yam, broad bean, and kombu, which makes 1-naphthoate a potential biomarker for the consumption of these food products.			O=C([O-])c1cccc2ccccc12	C11H7O2	InChI=1S/C11H8O2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7H,(H,12,13)/p-1	LNETULKMXZVUST-UHFFFAOYSA-M	171.045153	CHEBI:36298	HMDB0304016	
BASm0001985	phosphite	The phosphite ion (PO3) is a polyatomic ion with a phosphorus central atom. Its geometry is tetrahedral. Many phosphite salts, such as ammonium phosphite, are highly water soluble. Also organophosphorus compounds with the formula P(OR)3. The conjugate acid of the phosphite anion is phosphorous acid (H3PO3). Other names for this acid are orthophosphorous acid and dihydroxyphosphine oxide. H3PO3 is also sometimes referred to as phosphorus trihydroxide and trihydroxyphosphine, though these names are misleading. Phosphorous acid is a diprotic acid, since the hydrogen bonded directly to the central phosphorus atom is not ionizable. Thus, a more logical chemical formula for phosphorous acid is HPO(OH)2, since three hydroxy groups are not actually present on the acid. The acid can be synthesized hy treatment of a carboxylic acid, alcohol, or most practically water, with phosphorus tribromide or more commonly phosphorus trichloride.	14901-63-4	Solid	OP(O)O	H3O3P	InChI=1S/H3O3P/c1-4(2)3/h1-3H	OJMIONKXNSYLSR-UHFFFAOYSA-N	81.98198096	CHEBI:36361	HMDB0001443	
BASm0001986	(9Z,13S,15Z)-12,13-epoxyoctadeca-9,11,15-trienoate				CC/C=C\C[C@@H]1OC1=C/C=C\CCCCCCCC(=O)[O-]	C18H28O3	InChI=1S/C18H28O3/c1-2-3-10-13-16-17(21-16)14-11-8-6-4-5-7-9-12-15-18(19)20/h3,8,10-11,14,16H,2,4-7,9,12-13,15H2,1H3,(H,19,20)/b10-3-,11-8-,17-14+/t16-/m1/s1	YZBZORUZOSCZRN-AAAVIFOBSA-N		CHEBI:36438		
BASm0001987	trans-glutaconate			Expected Solid	O=C([O-])/C=C/CC(=O)[O-]	C5H4O4	InChI=1S/C5H6O4/c6-4(7)2-1-3-5(8)9/h1-2H,3H2,(H,6,7)(H,8,9)/p-2/b2-1+	XVOUMQNXTGKGMA-OWOJBTEDSA-L	128.0120558	CHEBI:36460		MMDBc0048166
BASm0001988	(R)-mevalonate			Expected Solid	C[C@@](O)(CCO)CC(=O)[O-]	C6H11O4	InChI=1S/C6H12O4/c1-6(10,2-3-7)4-5(8)9/h7,10H,2-4H2,1H3,(H,8,9)/p-1/t6-/m1/s1	KJTLQQUUPVSXIM-ZCFIWIBFSA-M	147.0657338	CHEBI:36464		MMDBc0054096
BASm0001989	hopan-22-ol			Expected Solid	CC(C)(O)[C@H]1CC[C@]2(C)[C@H]3CC[C@@H]4[C@@]5(C)CCCC(C)(C)[C@@H]5CC[C@@]4(C)[C@]3(C)CC[C@@H]12	C30H52O	InChI=1S/C30H52O/c1-25(2)15-9-16-28(6)22(25)14-19-30(8)24(28)11-10-23-27(5)17-12-20(26(3,4)31)21(27)13-18-29(23,30)7/h20-24,31H,9-19H2,1-8H3/t20-,21-,22-,23+,24+,27-,28-,29+,30+/m0/s1	PNJBOAVCVAVRGR-UDCAXGDQSA-N	428.4018163	CHEBI:36484		MMDBc0054510
BASm0001990	13-(beta-D-glucosyloxy)docosanoate	A monocarboxylic acid anion that is the conjugate base of 13-(beta-D-glucosyloxy)docosanoic acid, arising from deprotonation of the carboxy group.			CCCCCCCCCC(CCCCCCCCCCCC(=O)[O-])O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C28H53O8	InChI=1S/C28H54O8/c1-2-3-4-5-9-12-15-18-22(35-28-27(34)26(33)25(32)23(21-29)36-28)19-16-13-10-7-6-8-11-14-17-20-24(30)31/h22-23,25-29,32-34H,2-21H2,1H3,(H,30,31)/p-1/t22?,23-,25-,26+,27-,28-/m1/s1	MVSYTBQOJXSHFZ-SFOFOFCKSA-M		CHEBI:36487		
BASm0001991	(2R,5R)-isomenthone	(-)-Menthone, also known as (1R,4S)-menthone or L-menthone, belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Thus, (-)-menthone is considered to be an isoprenoid lipid molecule (-)-Menthone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. (-)-Menthone is expected to be in Cannabis as all living plants are known to produce and metabolize it.	21060-23-1		CC(C)[C@H]1CC[C@@H](C)CC1=O	C10H18O	InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9+/m1/s1	NFLGAXVYCFJBMK-BDAKNGLRSA-N	154.1358	CHEBI:36492		
BASm0001992	a D-galactosylceramide				[1*]C(=O)N[C@@H](COC1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)[C@@H]([2*])O					CHEBI:36498		
BASm0001993	menthone	Isomenthone belongs to the family of Monocyclic Monoterpenes. These are monoterpenes containing 1 ring in the isoprene chain			CC1CCC(C(C)C)C(=O)C1	C10H18O	InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3	NFLGAXVYCFJBMK-UHFFFAOYSA-N	154.1357652	CHEBI:36503	HMDB0059864	
BASm0001994	germacrene A	UL			C=C(C)C1C/C=C(\C)CC/C=C(\C)CC1	C15H24	InChI=1S/C15H24/c1-12(2)15-10-8-13(3)6-5-7-14(4)9-11-15/h6,9,15H,1,5,7-8,10-11H2,2-4H3/b13-6+,14-9-	XMRKUJJDDKYUHV-JEKCHIPQSA-N	204.1878008	CHEBI:36517	HMDB0062078	
BASm0001995	N-methylanthranilate		119-68-6		CNc1ccccc1C(=O)[O-]	C8H9NO2	InChI=1S/C8H9NO2/c1-9-7-5-3-2-4-6(7)8(10)11/h2-5,9H,1H3,(H,10,11)	WVMBPWMAQDVZCM-UHFFFAOYSA-N		CHEBI:36557		
BASm0001996	3-hydroxy-4-methylanthranilate			Expected Solid	Cc1ccc(C(=O)[O-])c(N)c1O	C8H8NO3	InChI=1S/C8H9NO3/c1-4-2-3-5(8(11)12)6(9)7(4)10/h2-3,10H,9H2,1H3,(H,11,12)/p-1	OYZONAXDAWHDMN-UHFFFAOYSA-M	166.0509667	CHEBI:36558		MMDBc0055373
BASm0001997	3-hydroxyanthranilate	3-Hydroxyanthranilic acid, also known as 2-amino-3-hydroxy-benzoate or 3-ohaa, belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups. 3-Hydroxyanthranilic acid is a drug. 3-Hydroxyanthranilic acid exists in all living species, ranging from bacteria to humans. Within humans, 3-hydroxyanthranilic acid participates in a number of enzymatic reactions. In particular, 3-hydroxyanthranilic acid and L-alanine can be biosynthesized from L-3-hydroxykynurenine through the action of the enzyme kynureninase. In addition, 3-hydroxyanthranilic acid can be converted into cinnavalininate through the action of the enzyme catalase. 3-Hydroxyanthranilic acid is an intermediate in the metabolism of tryptophan. In humans, 3-hydroxyanthranilic acid is involved in tryptophan metabolism. Outside of the human body, 3-hydroxyanthranilic acid has been detected, but not quantified in brassicas. This could make 3-hydroxyanthranilic acid a potential biomarker for the consumption of these foods. It is new antioxidant isolated from methanol extract of tempeh. It is effective in preventing autoxidation of soybean oil and powder, while antioxidant 6,7,4'-trihydroxyisoflavone is not.	548-93-6	Solid	Nc1c(O)cccc1C(=O)[O-]	C7H7NO3	InChI=1S/C7H7NO3/c8-6-4(7(10)11)2-1-3-5(6)9/h1-3,9H,8H2,(H,10,11)	WJXSWCUQABXPFS-UHFFFAOYSA-N	153.0425931	CHEBI:36559	HMDB0001476	
BASm0001998	N-benzoyl-4-methoxyanthranilate				COc1ccc(C(=O)[O-])c(NC(=O)c2ccccc2)c1	C15H13NO4	InChI=1S/C15H13NO4/c1-20-11-7-8-12(15(18)19)13(9-11)16-14(17)10-5-3-2-4-6-10/h2-9H,1H3,(H,16,17)(H,18,19)	NZSBJWOTLHVBNU-UHFFFAOYSA-N	271.0844579	CHEBI:36564		
BASm0001999	2-dehydro-L-idonate	2-Keto-L-gluconate is a derivative of gluconic acid, which occurs naturally in fruit, honey and wine and is used as a food additive, an acidity regulator. It is also used in cleaning products where it helps cleaning up mineral deposits. It is a strong chelating agent, especially in alkaline solution. It chelates the anions of calcium, iron, aluminium, copper, and other heavy metals.	91548-32-2	Solid	O=C([O-])C(=O)[C@@H](O)[C@H](O)[C@@H](O)CO	C6H10O7	InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-4,7-10H,1H2,(H,12,13)	VBUYCZFBVCCYFD-UHFFFAOYSA-N	194.0426527	CHEBI:36602	HMDB0011732	
BASm0002000	2,3-dihydroxy-p-cumate			Expected Solid	CC(C)c1ccc(C(=O)[O-])c(O)c1O	C10H11O4	InChI=1S/C10H12O4/c1-5(2)6-3-4-7(10(13)14)9(12)8(6)11/h3-5,11-12H,1-2H3,(H,13,14)/p-1	ZHDLAGPONFNQMZ-UHFFFAOYSA-M	195.0662824	CHEBI:36647		MMDBc0055285
BASm0002001	2,3-dihydroxybenzoate	2-Pyrocatechuic acid is a normal human benzoic acid metabolite found in plasma (PMID 16351159), and is normally found with increased levels after consumption of many nutrients and drugs, i.e.: cranberry juice (PMID 14733499), aspirin ingestion. (PMID 3342084) It has been found associated with idiopathic oro-facial pain due to stress (oxidative stress might enhance the production of free radicals); it has been suggested that OH radicals are responsible for the production of many systemic and local tissue injury diseases which may initially manifest as pain syndrome, and 2-Pyrocatechuic acid is a biological marker for the detection and quantification of OH radicals, and patients had significantly increased circulating levels of 2-Pyrocatechuic acid after aspirin ingestion than control subjects. (PMID 7748148).	303-38-8	Solid	O=C([O-])c1cccc(O)c1O	C7H6O4	InChI=1S/C7H6O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,8-9H,(H,10,11)	GLDQAMYCGOIJDV-UHFFFAOYSA-N	154.0266087	CHEBI:36654	HMDB0000397	
BASm0002002	glyoxylate			Expected Solid	O=CC(=O)[O-]	C2HO3	InChI=1S/C2H2O3/c3-1-2(4)5/h1H,(H,4,5)/p-1	HHLFWLYXYJOTON-UHFFFAOYSA-M	72.9925689	CHEBI:36655		MMDBc0054498
BASm0002003	phenylglyoxylate	Phenylglyoxylic acid is one of the major urinary metabolites of toluene, o-, m- and p-xylenes, styrene and ethylbenzene. (PMID 3782394). For the biological monitoring of workers exposure to solvent used in industry, its concentration is measured in human urine samples. (PMID 2739101).	611-73-4	Solid	O=C([O-])C(=O)c1ccccc1	C8H6O3	InChI=1S/C8H6O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5H,(H,10,11)	FAQJJMHZNSSFSM-UHFFFAOYSA-N	150.0316941	CHEBI:36656	HMDB0001587	
BASm0002004	6-methylsalicylate			Expected Solid	CC1=C(C(O)=O)C([O-])=CC=C1	C8H7O3	InChI=1S/C8H8O3/c1-5-3-2-4-6(9)7(5)8(10)11/h2-4,9H,1H3,(H,10,11)/p-1	HCJMNOSIAGSZBM-UHFFFAOYSA-M	151.0400677	CHEBI:36658		MMDBc0055605
BASm0002005	phenazine				C1=CC2=NC3=CC=CC=C3N=C2C=C1	C12H8N2	InChI=1S/C12H8N2/c1-2-6-10-9(5-1)13-11-7-3-4-8-12(11)14-10/h1-8H	PCNDJXKNXGMECE-UHFFFAOYSA-N	180.0687483	CHEBI:36674	HMDB0256395	
BASm0002007	2,3,5,6-tetrachloro-1,4-benzoquinone				ClC1=C(Cl)C(=O)C(Cl)=C(Cl)C1=O	C6Cl4O2	InChI=1S/C6Cl4O2/c7-1-2(8)6(12)4(10)3(9)5(1)11	UGNWTBMOAKPKBL-UHFFFAOYSA-N	243.86524	CHEBI:36703	HMDB0250089	
BASm0002009	5alpha-androstane-3alpha,17beta-diol	Androstanediol is a metabolite of dihydrotestosterone, itself a metabolite of testosterone. Androstanediol is implicated in the regulation of gonadotropin secretion. As a metabolite of dihydroxytestosterone formed in the peripheral tissues, androstanediol and androstnediol-glucuronide can be used to estimate peripheral androgen activity. Androstanediol is a potential GABA (A) receptor-modulating neurosteroid with anticonvulsant properties and hence could act as a key neuromodulator in the central nervous system. It is considered that androstanediol has hedonic effects; therefore it is anticipated that androgens that are readily metabolized to androstanediol may have higher abuse potential than androgens that are not as easily metabolized to androstanediol. These results add to the growing literature indicating that athletes and non-athletes may be at considerable risk when they abuse androgens. (PMID: 11500254, 16040068, 11744084).	25126-76-5		C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O)CC[C@@H]12	C19H32O2	InChI=1S/C19H32O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-17,20-21H,3-11H2,1-2H3/t12-,13+,14-,15-,16-,17?,18-,19-/m0/s1	CBMYJHIOYJEBSB-UNPXRYTGSA-N	292.2402303	CHEBI:36713	HMDB0000495	
BASm0002010	5beta-androstane-3alpha,17beta-diol	Etiocholanediol is one of the compounds tested to allow for the unequivocal identification of the presence of urinary anabolic steroids and metabolites banned for use in sport by athletes. In urine samples collected for anti-doping purposes with moderately elevated testosterone and epitestosterone ratio, or when a suspicion of manipulation of the sample occurs, Etiocholanediol is tested for further clarification. It is worth mentioning that the concentration parameters vary enormously according to the gender of the subjects, ethnic origin, the urine collection period (before or after effort, period of the day) and the hydration state of the athlete. Urinary steroid data using several methodologies are not appropriate for identification purposes and to an extent not unique to individuals. (PMID: 16337352, 16338181, 16337352, 17260133).	1851-23-6	Solid	C[C@]12CC[C@@H](O)C[C@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O)CC[C@@H]12	C19H32O2	InChI=1S/C19H32O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-17,20-21H,3-11H2,1-2H3/t12-,13-,14+,15+,16+,17+,18+,19+/m1/s1	CBMYJHIOYJEBSB-GCXXXECGSA-N	292.2402303	CHEBI:36714	HMDB0000551	
BASm0002011	5beta-androstane-3beta,17beta-diol		5856-10-0		C[C@]12CC[C@H](O)C[C@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O)CC[C@@H]12	C19H32O2	InChI=1S/C19H32O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-17,20-21H,3-11H2,1-2H3/t12?,13-,14?,15?,16?,17-,18+,19+/m1/s1	CBMYJHIOYJEBSB-CRQQDORFSA-N		CHEBI:36715		
BASm0002012	1-O-alkyl-2,3-diacylglycerol				*OCC(COC(*)=O)OC(*)=O					CHEBI:36727		
BASm0002013	(20R)-20-hydroxypregn-4-en-3-one			Expected Solid	[H][C@@]12CC[C@H]([C@@H](C)O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C	C21H32O2	InChI=1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12-13,16-19,22H,4-11H2,1-3H3/t13-,16+,17-,18+,19+,20+,21-/m1/s1	RWBRUCCWZPSBFC-SJOKZOANSA-N	316.2402303	CHEBI:36729		MMDBc0054031
BASm0002014	alpha-pinene	Pinene (is a bicyclic monoterpene chemical compound. There are two structural isomers of pinene found in nature: alpha-pinene and beta-pinene. As the name suggests, both forms are important constituents of pine resin; they are also found in the resins of many other conifers, as well as in non-coniferous plants. Both isomers are used by many insects in their chemical communication system.			CC1=CCC2CC1C2(C)C	C10H16	InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h4,8-9H,5-6H2,1-3H3	GRWFGVWFFZKLTI-UHFFFAOYSA-N	136.1252005	CHEBI:36740	HMDB0302508	
BASm0002015	camphor	(+)-camphor, also known as formosa camphor or 2-bornanone, is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other. Thus, (+)-camphor is considered to be an isoprenoid lipid molecule (+)-camphor is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). (+)-camphor is a bitter, camphor, and herbal tasting compound and can be found in a number of food items such as sugar apple, sunflower, fennel, and cardamom, which makes (+)-camphor a potential biomarker for the consumption of these food products.				C10H16O		DSSYKIVIOFKYAU-UHFFFAOYNA-N	152.1201151	CHEBI:36773	HMDB0303206	
BASm0002016	(1S,4S)-bornane-2,5-dione			Expected Solid	CC1(C)[C@@H]2CC(=O)[C@@]1(C)CC2=O	C10H14O2	InChI=1S/C10H14O2/c1-9(2)6-4-8(12)10(9,3)5-7(6)11/h6H,4-5H2,1-3H3/t6-,10-/m1/s1	UDIUFGIXIGLRSM-LHLIQPBNSA-N	166.0993797	CHEBI:36776		MMDBc0054782
BASm0002017	1-pyrroline		5724-81-2		C1=[NH+]CCC1	C4H7N	InChI=1S/C4H7N/c1-2-4-5-3-1/h3H,1-2,4H2	ZVJHJDDKYZXRJI-UHFFFAOYSA-N		CHEBI:36781		
BASm0002018	campestanol	Campestanol is plant stanol. It can decrease the circulating LDL-cholesterol level by reducing intestinal cholesterol absorption. (PMID 8143759).	474-60-2	Solid	CC(C)[C@H](C)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C28H50O	InChI=1S/C28H50O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h18-26,29H,7-17H2,1-6H3/t19-,20-,21?,22?,23+,24-,25+,26+,27+,28-/m1/s1	ARYTXMNEANMLMU-XKPVSPJHSA-N	402.3861662	CHEBI:36799	HMDB0000534	
BASm0002021	(S)-mandelonitrile		28549-12-4	solid	N#C[C@@H](O)c1ccccc1	C8H7NO	InChI=1S/C8H7NO/c9-6-8(10)7-4-2-1-3-5-7/h1-5,8,10H/t8-/m1/s1	NNICRUQPODTGRU-MRVPVSSYSA-N	133.0527639	CHEBI:36941		
BASm0002022	triuret				NC(=O)NC(=O)NC(N)=O	C3H6N4O3	InChI=1S/C3H6N4O3/c4-1(8)6-3(10)7-2(5)9/h(H6,4,5,6,7,8,9,10)	WNVQBUHCOYRLPA-UHFFFAOYSA-N		CHEBI:36955		
BASm0002023	mesaconate	Mesaconic acid, also known as 2-methylfumarate or citronic acid, belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present. Mesaconic acid is a dicarboxylic butenoic acid, with a methyl group in position 2 and the double bound between carbons 2 and 3. Mesaconic acid was first studied for its physical properties in 1874 by Jacobus van ‘t Hoff (https://web.archive.org/web/20051117102410/http://dbhs.wvusd.k12.ca.us/webdocs/Chem-History/Van%27t-Hoff-1874.html). It is now known to be involved in the biosynthesis of vitamin B12 and it is also a competitor inhibitor of the reduction of fumarate.	498-24-8	Solid	C/C(=C\C(=O)[O-])C(=O)[O-]	C5H6O4	InChI=1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h2H,1H3,(H,6,7)(H,8,9)/b3-2+	HNEGQIOMVPPMNR-NSCUHMNNSA-N	130.0266087	CHEBI:36986	HMDB0000749	
BASm0002024	(2R,5R)-isopulegone	(-)-trans-Isopulegone or p-Menth-8-en-3-one, also known as isopulegone, belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.  Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes is known to occur mainly through the methyl-eritritol-phosphate (MEP) pathway in the plastids (PMID: 23746261). Geranyl diphosphate (GPP) is a key intermediate in the biosynthesis of cyclic monoterpenes. GPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. (-)-trans-Isopulegone is neutral compound.  (-)-trans-Isopulegone has been detected in fats and oils making it a potential biomarker for the consumption of these foods. It is found in cannabis plants (PMID:6991645).	29606-79-9	1		C10H16O		RMIANEGNSBUGDJ-RKDXNWHRSA-N	152.1201151	CHEBI:37047		
BASm0002025	3-hydroxybutanoate	3-Hydroxybutyric acid (or beta-hydroxybutyrate) is a ketone body. Like the other ketone bodies (acetoacetate and acetone), levels of 3-hydroxybutyrate in blood and urine are raised in ketosis. In humans, 3-hydroxybutyrate is synthesized in the liver from acetyl-CoA and can be used as an energy source by the brain when blood glucose is low. Blood levels of 3-hydroxybutyric acid levels may be monitored in diabetic patients to look for diabetic ketoacidosis. Persistent mild hyperketonemia is a common finding in newborns. Ketone bodies serve as an indispensable source of energy for extrahepatic tissues, especially the brain and lung of developing mammals. Another important function of ketone bodies is to provide acetoacetyl-CoA and acetyl-CoA for the synthesis of cholesterol, fatty acids, and complex lipids. During the early postnatal period, acetoacetate (AcAc) and beta-hydroxybutyrate are preferred over glucose as substrates for the synthesis of phospholipids and sphingolipids in accord with requirements for brain growth and myelination. Thus, during the first 2 weeks of postnatal development, when the accumulation of cholesterol and phospholipids accelerates, the proportion of ketone bodies incorporated into these lipids increases. On the other hand, an increased proportion of ketone bodies is utilized for cerebroside synthesis during the period of active myelination. In the lung, AcAc serves better than glucose as a precursor for the synthesis of lung phospholipids. The synthesized lipids, particularly dipalmitoylphosphatidylcholine, are incorporated into surfactant, and thus have a potential role in supplying adequate surfactant lipids to maintain lung function during the early days of life (PMID: 3884391). 3-Hydroxybutyric acid is found to be associated with fumarase deficiency and medium-chain acyl-CoA dehydrogenase deficiency, which are inborn errors of metabolism. 3-Hydroxybutyric acid has been found to be a metabolite of Alcaligenes and can be produced from plastic metabolization or incorporated into polymers, depending on the species (PMID: 7646009, 18615882).	300-85-6	Solid		C4H7O3		WHBMMWSBFZVSSR-UHFFFAOYNA-M	103.0400677	CHEBI:37054	HMDB0000357	
BASm0002026	acrylate		10344-93-1	Expected Solid	[O-]C(=O)C=C	C3H3O2	InChI=1S/C3H4O2/c1-2-3(4)5/h2H,1H2,(H,4,5)/p-1	NIXOWILDQLNWCW-UHFFFAOYSA-M	71.01385292	CHEBI:37080	HMDB0031647	MMDBc0048213
BASm0002027	(S)-epichlorohydrin		26658-42-4		[H][C@@]1(CCl)CO1	C3H5ClO	InChI=1S/C3H5ClO/c4-1-3-2-5-3/h3H,1-2H2/t3-/m1/s1	BRLQWZUYTZBJKN-GSVOUGTGSA-N	92.0028925	CHEBI:37145		
BASm0002028	3,7,11,15-tetramethylhexadecanoate			Expected Solid	CC(C)CCCC(C)CCCC(C)CCCC(C)CC(=O)[O-]	C20H39O2	InChI=1S/C20H40O2/c1-16(2)9-6-10-17(3)11-7-12-18(4)13-8-14-19(5)15-20(21)22/h16-19H,6-15H2,1-5H3,(H,21,22)/p-1	RLCKHJSFHOZMDR-UHFFFAOYSA-M	311.2955541	CHEBI:37257		MMDBc0055435
BASm0002030	2-dehydro-3-deoxy-L-fuconate			Expected Solid	C[C@H](O)[C@@H](O)CC(=O)C(=O)[O-]	C6H9O5	InChI=1S/C6H10O5/c1-3(7)4(8)2-5(9)6(10)11/h3-4,7-8H,2H2,1H3,(H,10,11)/p-1/t3-,4-/m0/s1	FRIWJYNKZPJVRL-IMJSIDKUSA-M	161.045547	CHEBI:37448		MMDBc0055216
BASm0002032	9,10-phenanthroquinone				O=C1C(=O)c2ccccc2-c2ccccc21	C14H8O2	InChI=1S/C14H8O2/c15-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)14(13)16/h1-8H	YYVYAPXYZVYDHN-UHFFFAOYSA-N	208.0524295	CHEBI:37454	HMDB0256391	
BASm0002033	L-altrarate			Expected Solid	O=C([O-])[C@H](O)[C@H](O)[C@H](O)[C@@H](O)C(=O)[O-]	C6H8O8	InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/p-2/t1-,2+,3-,4-/m1/s1	DSLZVSRJTYRBFB-GJPGBQJBSA-L	208.0230144	CHEBI:37547		MMDBc0056057
BASm0002034	CTP	Cytidine triphosphate (CTP), also known as 5'-CTP, is pyrimidine nucleoside triphosphate. Formally, CTP is an ester of cytidine and triphosphoric acid. It belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. CTP, much like ATP, consists of a base (cytosine), a ribose sugar, and three phosphate groups. CTP is a high-energy molecule similar to ATP, but its role as an energy coupler is limited to a much smaller subset of metabolic reactions. CTP exists in all living species, ranging from bacteria to plants to humans and is used in the synthesis of RNA via RNA polymerase. Another enzyme known as cytidine triphosphate synthetase (CTPS) mediates the conversion of uridine triphosphate (UTP) into cytidine triphosphate (CTP) which is the rate-limiting step of de novo CTP biosynthesis. CTPS catalyzes a complex set of reactions that include the ATP-dependent transfer of the amide nitrogen from glutamine (i.e., glutaminase reaction) to the C-4 position of UTP to generate CTP. GTP stimulates the glutaminase reaction by accelerating the formation of a covalent glutaminyl enzyme intermediate. CTPS activity regulates the intracellular rates of RNA synthesis, DNA synthesis, and phospholipid synthesis. CTPS is an established target for a number of antiviral, antineoplastic, and antiparasitic drugs. CTP also acts as an inhibitor of the enzyme known as aspartate carbamoyltransferase, which is used in pyrimidine biosynthesis. CTP also reacts with nitrogen-containing alcohols to form coenzymes that participate in the formation of phospholipids. In particular, CTP is the direct precursor of the activated, phospholipid pathway intermediates CDP-diacylglycerol, CDP-choline, and CDP-ethanolamine ((PMID: 18439916). CDP-diacylglycerol is the source of the phosphatidyl moiety for phosphatidylserine, phosphatidylethanolamine, and phosphatidylcholine (synthesized by way of the CDP-diacylglycerol pathway) as well as phosphatidylglycerol, cardiolipin, and phosphatidylinositol (PMID: 18439916).	65-47-4	Solid	Nc1ccn([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])[C@@H](O)[C@H]2O)c(=O)n1	C9H16N3O14P3	InChI=1S/C9H16N3O14P3/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1	PCDQPRRSZKQHHS-XVFCMESISA-N	482.9845118	CHEBI:37563	HMDB0000082	
BASm0002035	GTP	Guanosine-5'-triphosphate (GTP) is a purine nucleoside triphosphate. It is one of the building blocks needed for the synthesis of RNA during the transcription process. Its structure is similar to that of the guanosine nucleoside, the only difference being that nucleotides like GTP have phosphates on their ribose sugar. GTP has the guanine nucleobase attached to the 1' carbon of the ribose and it has the triphosphate moiety attached to ribose's 5' carbon. GTP is essential to signal transduction, in particular with G-proteins, in second-messenger mechanisms where it is converted to guanosine diphosphate (GDP) through the action of GTPases. Guanosine triphosphate, also known as 5'-GTP or H4GTP, belongs to the class of organic compounds known as purine ribonucleoside triphosphates. These are purine ribonucleotides with a triphosphate group linked to the ribose moiety. Thus, a GTP-bound tubulin serves as a cap at the tip of microtubule to protect from depolymerization; and, once the GTP is hydrolyzed, the microtubule begins to depolymerize and shrink rapidly. Guanosine triphosphate exists in all living species, ranging from bacteria to humans. In humans, guanosine triphosphate is involved in intracellular signalling through adenosine receptor A2B and adenosine. Guanosine-5'-triphosphate (GTP) is a purine nucleoside triphosphate. Outside of the human body, guanosine triphosphate has been detected, but not quantified in several different foods, such as mandarin orange (clementine, tangerine), coconuts, new zealand spinachs, sweet marjorams, and pepper (capsicum). Cyclic guanosine triphosphate (cGTP) helps cyclic adenosine monophosphate (cAMP) activate cyclic nucleotide-gated ion channels in the olfactory system. It also has the role of a source of energy or an activator of substrates in metabolic reactions, like that of ATP, but more specific. It is used as a source of energy for protein synthesis and gluconeogenesis. For instance, a GTP molecule is generated by one of the enzymes in the citric acid cycle. GTP is also used as an energy source for the translocation of the ribosome towards the 3' end of the mRNA. During microtubule polymerization, each heterodimer formed by an alpha and a beta tubulin molecule carries two GTP molecules, and the GTP is hydrolyzed to GDP when the tubulin dimers are added to the plus end of the growing microtubule. The importing of these proteins plays an important role in several pathways regulated within the mitochondria organelle, such as converting oxaloacetate to phosphoenolpyruvate (PEP) in gluconeogenesis. GTP is involved in energy transfer within the cell.	1986-01-01	Solid	Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])[C@@H](O)[C@H]2O)c(=O)[nH]1	C10H16N5O14P3	InChI=1S/C10H16N5O14P3/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(27-9)1-26-31(22,23)29-32(24,25)28-30(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H,24,25)(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1	XKMLYUALXHKNFT-UUOKFMHZSA-N	522.9906598	CHEBI:37565	HMDB0001273	
BASm0002036	dTTP	Deoxythymidine triphosphate (dTTP) is one of the four nucleoside triphosphates that are used in the in vivo synthesis of DNA. Unlike the other deoxyribonucleoside triphosphates, thymidine triphosphate does not always contain the "deoxy" prefix in its name. The corresponding ribonucleoside triphosphate is called uridine triphosphate. Thymidine 5'-triphosphate, also known as TTP or DTHD5'ppp, belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleoside triphosphates. These are pyrimidine nucleotides with a triphosphate group linked to the ribose moiety lacking a hydroxyl group at position 2. Thymidine 5'-triphosphate exists in all living species, ranging from bacteria to humans. Outside of the human body, Thymidine 5'-triphosphate has been detected, but not quantified in several different foods, such as elliott's blueberries, mamey sapotes, sesames, alliums, and sweet oranges.	0365-08-02	Solid	Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])O2)c(=O)[nH]c1=O	C10H17N2O14P3	InChI=1S/C10H17N2O14P3/c1-5-3-12(10(15)11-9(5)14)8-2-6(13)7(24-8)4-23-28(19,20)26-29(21,22)25-27(16,17)18/h3,6-8,13H,2,4H2,1H3,(H,19,20)(H,21,22)(H,11,14,15)(H2,16,17,18)/t6-,7+,8+/m0/s1	NHVNXKFIZYSCEB-XLPZGREQSA-N	481.9892628	CHEBI:37568	HMDB0001342	
BASm0002037	2-cis-(+)-abscisate	(S)-Abscisic acid, also known as (S)-abscisate or ABA, belongs to the class of organic compounds known as abscisic acids and derivatives. These are terpene compounds containing the abscisic acid moiety, which is characterized by a 3-methylpenta-2,4-dienoic acid attached to the C1 carbon of a 4-oxocyclohex-2-ene moiety (S)-Abscisic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. (S)-Abscisic acid is expected to be in Cannabis as all living plants are known to produce and metabolize it.	21293-29-8	1	CC1=CC(=O)CC(C)(C)[C@@]1(O)/C=C/C(C)=C\C(=O)[O-]	C15H20O4	InChI=1S/C15H20O4/c1-10(7-13(17)18)5-6-15(19)11(2)8-12(16)9-14(15,3)4/h5-8,19H,9H2,1-4H3,(H,17,18)/b6-5+,10-7+/t15-/m1/s1	JLIDBLDQVAYHNE-IBPUIESWSA-N	264.1362	CHEBI:37569		
BASm0002038	DIMBOA beta-D-glucoside	Dimboa glucoside is a member of the class of compounds known as O-glycosyl compounds. O-glycosyl compounds are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Dimboa glucoside is soluble (in water) and a very weakly acidic compound (based on its pKa). Dimboa glucoside can be found in common wheat and corn, which makes dimboa glucoside a potential biomarker for the consumption of these food products.			COc1ccc2c(c1)O[C@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(=O)N2O	C15H19NO10	InChI=1S/C15H19NO10/c1-23-6-2-3-7-8(4-6)24-15(13(21)16(7)22)26-14-12(20)11(19)10(18)9(5-17)25-14/h2-4,9-12,14-15,17-20,22H,5H2,1H3/t9-,10-,11+,12-,14+,15-/m1/s1	WTGXAWKVZMQEDA-XFWGRBSCSA-N	373.1008958	CHEBI:37573	HMDB0301843	
BASm0002039	thiamine phosphate	Thiamine monophosphate, also known as thiamin phosphoric acid or TMP, belongs to the class of organic compounds known as thiamine phosphates. These are thiamine derivatives in which the hydroxyl group of the ethanol moiety is substituted by a phosphate group. Thiamine monophosphate is a very strong basic compound (based on its pKa). Thiamine monophosphate is one of the five known natural thiamine phosphate derivatives. Thiamine (vitamin B1) is the transport form of the vitamin while the phosphorylated derivatives are the active forms.	495-23-8	Solid	Cc1ncc(C[n+]2csc(CCOP(=O)([O-])[O-])c2C)c(N)n1	C12H18N4O4PS	InChI=1S/C12H17N4O4PS/c1-8-11(3-4-20-21(17,18)19)22-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7H,3-4,6H2,1-2H3,(H3-,13,14,15,17,18,19)/p+1	HZSAJDVWZRBGIF-UHFFFAOYSA-O	345.0786373	CHEBI:37575	HMDB0002666	
BASm0002041	L-galactose			Expected Solid	OC[C@@H]1OC(O)[C@@H](O)[C@H](O)[C@@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3+,4+,5-,6?/m0/s1	WQZGKKKJIJFFOK-DHVFOXMCSA-N	180.0633881	CHEBI:37619		MMDBc0054715
BASm0002042	7alpha,25-dihydroxycholesterol	7 alpha-hydroxylation is not directly involved, positively or negatively, in the action of 25- or 27-hydroxycholesterol as suppressors of HMG-CoA reductase activity. Human diploid fibroblasts (HDF) and the human melanoma cell line SK-MEL-2 converted 25-hydroxycholesterol into 7 alpha,25-dihydroxycholesterol and 7 alpha,25-dihydroxy-4-cholesten-3-one while the virus-transformed fibroblast line 90VA-VI, the colon carcinoma cell line WiDr and the breast cancer cell line MDA-231 did not express 7 alpha-hydroxylase activity. The 7 alpha-hydroxylation of 25-hydroxycholesterol in HDF could be stimulated by dexamethasone and cortisol and inhibited by metyrapone. An unidentified, possibly 4-hydroxylated, metabolite was formed by 90VA-VI cells and a polar, probably conjugated, metabolite was formed by WiDr cells. The 7 alpha-hydroxylated metabolites of 25-hydroxycholesterol suppressed the activity of HMG-CoA reductase to a similar extent as 25-hydroxycholesterol in HDF but not in 90VA-VI cells, while the 7 alpha-hydroxylated metabolites of 27-hydroxycholesterol suppressed the activity of HMG-CoA reductase also in 90VA-VI cells. (PMID: 9059514).	64907-22-8	Solid	C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H46O3	InChI=1S/C27H46O3/c1-17(7-6-12-25(2,3)30)20-8-9-21-24-22(11-14-27(20,21)5)26(4)13-10-19(28)15-18(26)16-23(24)29/h16-17,19-24,28-30H,6-15H2,1-5H3/t17-,19+,20-,21+,22+,23-,24+,26+,27-/m1/s1	BQMSKLCEWBSPPY-IKVTXIKFSA-N	418.3446953	CHEBI:37623	HMDB0006280	
BASm0002043	(24S)-7alpha-dihydroxycholesterol	This compound belongs to the family of Trihydroxy Bile Acids, Alcohols and Derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups.			CC(C)[C@@H](O)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H46O3	InChI=1S/C27H46O3/c1-16(2)23(29)9-6-17(3)20-7-8-21-25-22(11-13-27(20,21)5)26(4)12-10-19(28)14-18(26)15-24(25)30/h15-17,19-25,28-30H,6-14H2,1-5H3/t17-,19+,20-,21+,22+,23+,24-,25+,26+,27-/m1/s1	ZNCHPOYZMVVJCK-LIZWOPGQSA-N	418.3446953	CHEBI:37640	HMDB0060136	
BASm0002047	aldehydo-D-mannose	Glycoprotein-phospho-D-mannose, also known as (2S,3S,4R,5R)-2,3,4,5,6-Pentahydroxyhexanal or Mannose homopolymer, is classified as a member of the Hexoses. Hexoses are monosaccharides in which the sugar unit is a is a six-carbon containing moeity. Glycoprotein-phospho-D-mannose is considered to be soluble (in water) and acidic			O=C[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO	C6H12O6	InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h1,3-6,8-12H,2H2/t3-,4-,5-,6-/m1/s1	GZCGUPFRVQAUEE-KVTDHHQDSA-N	180.0633881	CHEBI:37675	HMDB0062473	
BASm0002048	L-mannopyranose	The L-enantiomer of mannopyranose.			OC[C@@H]1OC(O)[C@H](O)[C@H](O)[C@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5+,6?/m0/s1	WQZGKKKJIJFFOK-JFNONXLTSA-N		CHEBI:37677		
BASm0002049	D-fructopyranose		7660-25-5		OCC1(O)OC[C@@H](O)[C@@H](O)[C@@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-2-6(11)5(10)4(9)3(8)1-12-6/h3-5,7-11H,1-2H2/t3-,4-,5+,6-/m1/s1	LKDRXBCSQODPBY-VRPWFDPXSA-N	180.0633881	CHEBI:37714		
BASm0002050	alpha-D-fructose	D-Fructose, also known as levulosa or beta-levulose, belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond. D-Fructose is an extremely weak basic (essentially neutral) compound (based on its pKa). D-Fructose exists in all living organisms, ranging from bacteria to humans. Within humans, D-fructose participates in a number of enzymatic reactions. In particular, D-fructose can be biosynthesized from sorbitol through the action of the enzyme sorbitol dehydrogenase. In addition, D-fructose can be biosynthesized from β-D-fructose 2-phosphate; which is mediated by the enzyme 14 kda phosphohistidine phosphatase. The UK’s Scientific Advisory Committee on Nutrition in 2015 disputed the claims of fructose causing metabolic disorders, stating that "there is insufficient evidence to demonstrate that fructose intake, at levels consumed in the normal UK diet, leads to adverse health outcomes independent of any effects related to its presence as a component of total and free sugars."The word "fructose" was coined in 1857 from the Latin for fructus (fruit) and the generic chemical suffix for sugars, -ose. In humans, D-fructose is involved in fructose intolerance, hereditary. Outside of the human body, D-Fructose has been detected, but not quantified in, several different foods, such as lentils, prairie turnips, purple lavers, elliott's blueberries, and mentha. This could make D-fructose a potential biomarker for the consumption of these foods. D-Fructose is a potentially toxic compound. D-Fructose is expected to be in Cannabis as all living plants are known to produce and metabolize it.	53188-23-1	1	OC[C@H]1O[C@@](O)(CO)[C@@H](O)[C@@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-1-3-4(9)5(10)6(11,2-8)12-3/h3-5,7-11H,1-2H2/t3-,4-,5+,6-/m1/s1	RFSUNEUAIZKAJO-ARQDHWQXSA-N	180.0634	CHEBI:37720		
BASm0002051	D-fructose		57-48-7	Solid	OC[C@H]1OC(O)(CO)[C@@H](O)[C@@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-1-3-4(9)5(10)6(11,2-8)12-3/h3-5,7-11H,1-2H2/t3-,4-,5+,6?/m1/s1	RFSUNEUAIZKAJO-VRPWFDPXSA-N	180.0633881	CHEBI:37721	HMDB0000660	MMDBc0000293
BASm0002052	keto-L-fructose			Expected Solid	O=C(CO)[C@H](O)[C@@H](O)[C@@H](O)CO	C6H12O6	InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3,5-9,11-12H,1-2H2/t3-,5-,6-/m0/s1	BJHIKXHVCXFQLS-FUTKDDECSA-N	180.0633881	CHEBI:37724		MMDBc0056051
BASm0002053	butane		2348-55-2		CCCC	C4H10	InChI=1S/C4H10/c1-3-4-2/h3-4H2,1-2H3	IJDNQMDRQITEOD-UHFFFAOYSA-N	58.07825032	CHEBI:37808		
BASm0002054	(2R)-octan-2-ol			Expected Solid	[H][C@](C)(O)CCCCCC	C8H18O	InChI=1S/C8H18O/c1-3-4-5-6-7-8(2)9/h8-9H,3-7H2,1-2H3/t8-/m1/s1	SJWFXCIHNDVPSH-MRVPVSSYSA-N	130.1357652	CHEBI:37871		MMDBc0054836
BASm0002055	cyanurate	Because of their trifunctionality, CYA is a precursor to crosslinking agents, especially for polyurethane resins. Cyanuric acid or 1,3,5-triazine-2,4,6-triol is a chemical compound with the formula (CNOH)3. Like many industrially useful chemicals, this triazine has many synonyms. This white, odorless solid finds use as a precursor or a component of bleaches, disinfectants, and herbicides. In 1997, worldwide production was 160 million kilograms.	108-80-5		OC1=NC(O)=NC(O)=N1	C3H3N3O3	InChI=1S/C3H3N3O3/c7-1-4-2(8)6-3(9)5-1/h(H3,4,5,6,7,8,9)	ZFSLODLOARCGLH-UHFFFAOYSA-N	129.017441	CHEBI:38028	HMDB0041861	
BASm0002056	(1R,2R)-1,2-dihydronaphthalene-1,2-diol	This compound belongs to the family of Naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.				C10H10O2		QPUHWUSUBHNZCG-NXEZZACHSA-N	162.0680796	CHEBI:38140	HMDB0060335	
BASm0002057	physcion				COc1cc(O)c2c(c1)C(=O)c1cc(C)cc(O)c1C2=O	C16H12O5	InChI=1S/C16H12O5/c1-7-3-9-13(11(17)4-7)16(20)14-10(15(9)19)5-8(21-2)6-12(14)18/h3-6,17-18H,1-2H3	FFWOKTFYGVYKIR-UHFFFAOYSA-N	284.0684735	CHEBI:38167	HMDB0180733	
BASm0002058	picolinate	Picolinic acid is a metabolite of the tryptophan catabolism. Picolinic acid is produced under inflammatory conditions and a costimulus with interferon-gamma (IFNgamma) of macrophage (Mphi) effector functions, is a selective inducer of the Mphi inflammatory protein-1alpha (MIP-1alpha) and -1beta (MIPs), two chemokines/cytokines involved in the elicitation of the inflammatory reactions and in the development of the Th1 responses. IFNgamma and picolinic acid have reciprocal effects on the production of MIPs chemokines and the expression of their receptor. The concerted action of IFNgamma and picolinic acid on MIP-1alpha/beta chemokine/receptor system is likely to be of pathophysiological significance and to represent an important regulatory mechanism for leukocyte recruitment and distribution into damaged tissues during inflammatory responses. Picolinic acid has an effect on the production of L-arginine-derived reactive nitrogen intermediates in macrophages, by augmenting IFN-gamma-induced NO2- production, and acts synergistically with IFN-gamma in activating macrophages. Children with acrodermatitis enteropathica (AE) are treated with oral zinc dipicolinate (zinc-PA). The concentration of picolinic acid in the plasma of asymptomatic children with AE was significantly less than that of normal children. However, oral treatment with PA alone is ineffective. The results support the hypothesis that the genetic defect in AE is in the tryptophan pathway, although the role of PA in zinc metabolism remains to be defined. (PMID:15206716, 8473748, 1701787, 6694049).	98-98-6	Solid	O=C([O-])c1ccccn1	C6H5NO2	InChI=1S/C6H5NO2/c8-6(9)5-3-1-2-4-7-5/h1-4H,(H,8,9)	SIOXPEMLGUPBBT-UHFFFAOYSA-N	123.0320284	CHEBI:38184	HMDB0002243	
BASm0002059	5-fluorocytidine				Nc1nc(=O)n([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)cc1F		InChI=1S/C9H12FN3O5/c10-3-1-13(9(17)12-7(3)11)8-6(16)5(15)4(2-14)18-8/h1,4-6,8,14-16H,2H2,(H2,11,12,17)/t4-,5-,6-,8-/m1/s1	STRZQWQNZQMHQR-UAKXSSHOSA-N		CHEBI:38190		
BASm0002060	monuron				CN(C)C(=O)Nc1ccc(Cl)cc1	C9H11ClN2O	InChI=1S/C9H11ClN2O/c1-12(2)9(13)11-8-5-3-7(10)4-6-8/h3-6H,1-2H3,(H,11,13)	BMLIZLVNXIYGCK-UHFFFAOYSA-N	198.0559907	CHEBI:38214	HMDB0254876	
BASm0002061	(-)-solanapyrone A			Expected Solid	COc1cc([C@H]2[C@@H]3CCCC[C@@H]3C=C[C@@H]2C)oc(=O)c1C=O	C18H22O4	InChI=1S/C18H22O4/c1-11-7-8-12-5-3-4-6-13(12)17(11)16-9-15(21-2)14(10-19)18(20)22-16/h7-13,17H,3-6H2,1-2H3/t11-,12+,13+,17+/m0/s1	AWQLNKJBXASXDU-SFDCBXKLSA-N	302.1518092	CHEBI:38229		MMDBc0019754
BASm0002062	prosolanapyrone II			Expected Solid	C/C=C/C=C/CCCC/C=C/c1cc(OC)c(CO)c(=O)o1	C18H24O4	InChI=1S/C18H24O4/c1-3-4-5-6-7-8-9-10-11-12-15-13-17(21-2)16(14-19)18(20)22-15/h3-6,11-13,19H,7-10,14H2,1-2H3/b4-3+,6-5+,12-11+	FAKIZFXTXMMNRM-JHHIBIJLSA-N	304.1674593	CHEBI:38238		MMDBc0056270
BASm0002063	solanapyrone D			Expected Solid	COc1cc([C@H]2[C@@H]3CCCC[C@H]3C=C[C@H]2C)oc(=O)c1C=O	C18H22O4	InChI=1S/C18H22O4/c1-11-7-8-12-5-3-4-6-13(12)17(11)16-9-15(21-2)14(10-19)18(20)22-16/h7-13,17H,3-6H2,1-2H3/t11-,12+,13-,17-/m1/s1	AWQLNKJBXASXDU-IPJQOSJUSA-N	302.1518092	CHEBI:38240		MMDBc0019938
BASm0002064	(1S,4R)-1-hydroxylimonen-2-one			Expected Solid	C=C(C)[C@@H]1CC[C@](C)(O)C(=O)C1	C10H16O2	InChI=1S/C10H16O2/c1-7(2)8-4-5-10(3,12)9(11)6-8/h8,12H,1,4-6H2,2-3H3/t8-,10+/m1/s1	JEQLRDRDFLXSHY-SCZZXKLOSA-N	168.1150298	CHEBI:38249		MMDBc0054779
BASm0002065	O-beta-D-glucosyl-trans-zeatin	6-(4-o-beta-d-glucosyl-3-methyl-trans-but-2-enyl-amino)-purine, also known as trans-zeatin-O-glucoside or O-beta-D-glucosylzeatin, is a member of the class of compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. 6-(4-o-beta-d-glucosyl-3-methyl-trans-but-2-enyl-amino)-purine is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 6-(4-o-beta-d-glucosyl-3-methyl-trans-but-2-enyl-amino)-purine can be found in a number of food items such as yellow wax bean, common verbena, black elderberry, and sacred lotus, which makes 6-(4-o-beta-d-glucosyl-3-methyl-trans-but-2-enyl-amino)-purine a potential biomarker for the consumption of these food products.			C\C(CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)=C/CNC1=C2N=CN=C2N=CN1	C16H23N5O6	InChI=1S/C16H23N5O6/c1-8(2-3-17-14-10-15(19-6-18-10)21-7-20-14)5-26-16-13(25)12(24)11(23)9(4-22)27-16/h2,6-7,9,11-13,16,22-25H,3-5H2,1H3,(H2,17,18,19,20,21)/b8-2+/t9-,11-,12+,13-,16-/m1/s1	UUPDCCPAOMDMPT-HNVSNYHQSA-N	381.1648335	CHEBI:38266	HMDB0302640	
BASm0002066	L-ascorbate	Ascorbic acid is found naturally in citrus fruits and many vegetables and is an essential nutrient in human diets. It is necessary to maintain connective tissue and bone. The biologically active form of ascorbic acid is vitamin C. Vitamin C is a water soluble vitamin. Primates (including humans) and a few other species in all divisions of the animal kingdom, notably the guinea pig, have lost the ability to synthesize ascorbic acid and must obtain it in their food. Vitamin C functions as a reducing agent and coenzyme in several metabolic pathways. Vitamin C is considered an antioxidant (PubChem). Ascorbic acid is an electron donor for enzymes involved in collagen hydroxylation, biosynthesis of carnitine and norepinephrine, tyrosine metabolism, and amidation of peptide hormones. Ascrobic acid (vitamin C) deficiency causes scurvy. The amount of vitamin C necessary to prevent scurvy may not be adequate to maintain optimal health. The ability of vitamin C to donate electrons also makes it a potent water-soluble antioxidant that readily scavenges free radicals such as molecular oxygen, superoxide, hydroxyl radical, and hypochlorous acid. In this setting, several mechanisms could account for a link between vitamin C and heart disease. One is the relation between LDL oxidation and vitamins C and E. Vitamin C in vitro can recycle vitamin E, which can donate electrons to prevent LDL oxidation in vitro. As the lipid-phase vitamin E is oxidized, it can be regenerated by aqueous vitamin C. Other possibilities are that vitamin C could decrease cholesterol by mechanisms not well characterized, or could improve vasodilatation and vascular reactivity, perhaps by decreasing the interactions of nitric oxide with oxidants (PMID: 10799361). Moreover, ascorbic acid is found to be associated with hyperoxalemia, which is an inborn error of metabolism. Ascorbic acid is also a microbial metabolite produced by Ketogulonicigenium (PMID: 15785002).	50-81-7	Solid	[H][C@@]1(OC(=O)C(O)=C1[O-])[C@@H](O)CO	C6H7O6	InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/p-1/t2-,5+/m0/s1	CIWBSHSKHKDKBQ-JLAZNSOCSA-M	175.024263	CHEBI:38290	HMDB0000044	
BASm0002067	N-acetyl-D-glucosaminate			Expected Solid	[H][C@@](O)(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]([H])(N=C(C)[O-])C(O)=O	C8H14NO7	InChI=1S/C8H15NO7/c1-3(11)9-5(8(15)16)7(14)6(13)4(12)2-10/h4-7,10,12-14H,2H2,1H3,(H,9,11)(H,15,16)/p-1/t4-,5-,6-,7-/m1/s1	LZKNVSNNPRQZJB-DBRKOABJSA-M	236.0775754	CHEBI:38439		MMDBc0056133
BASm0002068	2,2-dimethyl-2,3-dihydro-1-benzofuran-7-ol				CC1(C)CC2=C(O1)C(O)=CC=C2	C10H12O2	InChI=1S/C10H12O2/c1-10(2)6-7-4-3-5-8(11)9(7)12-10/h3-5,11H,6H2,1-2H3	WJGPNUBJBMCRQH-UHFFFAOYSA-N	164.0837296	CHEBI:38474	HMDB0244708	
BASm0002069	2-isopropylphenol	2-Isopropylphenol, also known as O-cumenol or O-hydroxycumene, belongs to the class of organic compounds known as cumenes. These are aromatic compounds containing a prop-2-ylbenzene moiety. 2-Isopropylphenol is a creosote, medicinal, and phenolic tasting compound. It has been detected in some species of the plant genus Haplopappus (PMID:10725607).	88-69-7		CC(C)C1=CC=CC=C1O	C9H12O	InChI=1S/C9H12O/c1-7(2)8-5-3-4-6-9(8)10/h3-7,10H,1-2H3	CRBJBYGJVIBWIY-UHFFFAOYSA-N	136.088815	CHEBI:38506	HMDB0032029	
BASm0002070	1,2-epoxypropane	Methyloxirane, also known as 2,3-epoxypropane or propylene oxide, belongs to the class of organic compounds known as epoxides. Epoxides are compounds containing a cyclic ether with three ring atoms(one oxygen and two carbon atoms). Methyloxirane is a sweet and ethereal tasting compound. Methyloxirane is a potentially toxic compound.	75-56-9			C3H6O		GOOHAUXETOMSMM-UHFFFAOYNA-N	58.04186481	CHEBI:38685	HMDB0031558	
BASm0002071	taxifolin				O=C1c2c(O)cc(O)cc2OC(c2ccc(O)c(O)c2)C1O	C15H12O7	InChI=1S/C15H12O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,14-19,21H	CXQWRCVTCMQVQX-UHFFFAOYSA-N	304.0583027	CHEBI:38747	HMDB0258748	
BASm0002072	decanamide				CCCCCCCCCC(N)=O	C10H21NO	InChI=1S/C10H21NO/c1-2-3-4-5-6-7-8-9-10(11)12/h2-9H2,1H3,(H2,11,12)	TUTWLYPCGCUWQI-UHFFFAOYSA-N	171.1623143	CHEBI:38833		
BASm0002073	(Z,S)-pyrethrolone				C=C/C=C\CC1=C(C)[C@@H](O)CC1=O	C11H14O2	InChI=1S/C11H14O2/c1-3-4-5-6-9-8(2)10(12)7-11(9)13/h3-5,10,12H,1,6-7H2,2H3	IVGYSSJKFLEVIX-UHFFFAOYSA-N	178.0993797	CHEBI:39111		
BASm0002074	jasmolin I	Jasmolin I is an ester of chrysanthemic acid from the pyrethrin family. Pyrethrins are naturally-occurring compounds with insecticidal properties that are found in pyrethrum extract from certain chrysanthemum flowers. The pyrethrins are often used in household insecticides and products to control insects on pets or livestock. (L857)	4466-14-2	Solid	CC/C=C\CC1=C(C)[C@@H](OC(=O)[C@@H]2[C@@H](C=C(C)C)C2(C)C)CC1=O	C21H30O3	InChI=1S/C21H30O3/c1-7-8-9-10-15-14(4)18(12-17(15)22)24-20(23)19-16(11-13(2)3)21(19,5)6/h8-9,11,16,18-19H,7,10,12H2,1-6H3/b9-8+	NZKIRHFOLVYKFT-CMDGGOBGSA-N		CHEBI:39113		
BASm0002075	jasmolin II	Jasmolin II is an ester of chrysanthemic acid from the pyrethrin family. Pyrethrins are naturally-occurring compounds with insecticidal properties that are found in pyrethrum extract from certain chrysanthemum flowers. The pyrethrins are often used in household insecticides and products to control insects on pets or livestock. (L857)	1172-63-0	Solid	CC/C=C\CC1=C(C)[C@@H](OC(=O)[C@@H]2[C@@H](/C=C(\C)C(=O)OC)C2(C)C)CC1=O	C22H30O5	InChI=1S/C22H30O5/c1-7-8-9-10-15-14(3)18(12-17(15)23)27-21(25)19-16(22(19,4)5)11-13(2)20(24)26-6/h8-9,11,16,18-19H,7,10,12H2,1-6H3/b9-8-,13-11+/t16-,18+,19+/m1/s1	WKNSDDMJXANVMK-XIGJTORUSA-N	374.2093241	CHEBI:39114		
BASm0002076	4-oxopentanoate	Levulinic acid is a crystalline keto acid prepared from levulose, inulin, starch, etc., by boiling them with dilute hydrochloric or sulfuric acids.	123-76-2	Solid	CC(=O)CCC(=O)[O-]	C5H8O3	InChI=1S/C5H8O3/c1-4(6)2-3-5(7)8/h2-3H2,1H3,(H,7,8)	JOOXCMJARBKPKM-UHFFFAOYSA-N	116.0473441	CHEBI:39150	HMDB0000720	
BASm0002077	(Z)-beta-farnesene	(E)-beta-Farnesene is found in anise. (E)-beta-Farnesene is a constituent of hop, camomile and other essential oils			C=CC(=C)CC/C=C(/C)CCC=C(C)C	C15H24	InChI=1S/C15H24/c1-6-14(4)10-8-12-15(5)11-7-9-13(2)3/h6,9,12H,1,4,7-8,10-11H2,2-3,5H3/b15-12-	JSNRRGGBADWTMC-QINSGFPZSA-N	204.1878008	CHEBI:39242	HMDB0035913	
BASm0002078	bromomethane	Principally used as an insecticidal and nemacidal fumigant, especially for soil and agricultural produce. Also used as a solvent for extraction of plant oils The chemical compound bromomethane, commonly known as methyl bromide, is an organobromine compound with formula CH3Br. This colorless, odorless, nonflammable gas is produced both industrially and particularly biologically. It is a recognized ozone-depleting chemical. It was used extensively as a pesticide until being phased out by most countries in the early 2000s	74-83-9		CBr	CH3Br	InChI=1S/CH3Br/c1-2/h1H3	GZUXJHMPEANEGY-UHFFFAOYSA-N	93.94181274	CHEBI:39275	HMDB0031524	
BASm0002079	iodomethane				CI	CH3I	InChI=1S/CH3I/c1-2/h1H3	INQOMBQAUSQDDS-UHFFFAOYSA-N	141.9279435	CHEBI:39282	HMDB0253530	
BASm0002080	1-pyrroline-2-carboxylate	1-Pyrroline-2-carboxylic acid is a terminal product of D-proline metabolism. Specifically D-proline is converted to 1-Pyrroline-2-carboxylic acid via D-amino acid oxidase. This spontaneously breaks down to 2-oxo-5-amino-valerate.	2139-03-09	Solid	O=C([O-])C1=[NH+]CCC1	C5H7NO2	InChI=1S/C5H7NO2/c7-5(8)4-2-1-3-6-4/h1-3H2,(H,7,8)	RHTAIKJZSXNELN-UHFFFAOYSA-N	113.0476785	CHEBI:39785	HMDB0006875	
BASm0002081	3-nitrotoluene				Cc1cccc([N+](=O)[O-])c1	C7H7NO2	InChI=1S/C7H7NO2/c1-6-3-2-4-7(5-6)8(9)10/h2-5H,1H3	QZYHIOPPLUPUJF-UHFFFAOYSA-N	137.0476785	CHEBI:39931	HMDB0245952	
BASm0002082	3-phenylpropanal	3-Phenylpropanal, also known as benzenepropanal or benzylacetaldehyde, belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. 3-Phenylpropanal is a balsam, chocolate, and cinnamon tasting compound. 3-Phenylpropanal is found, on average, in the highest concentration within ceylon cinnamons. 3-Phenylpropanal has also been detected, but not quantified, in several different foods, such as chinese cinnamons, garden tomato (var.), cherry tomato, herbs and spices, and garden tomato.	104-53-0		O=CCCc1ccccc1	C9H10O	InChI=1S/C9H10O/c10-8-4-7-9-5-2-1-3-6-9/h1-3,5-6,8H,4,7H2	YGCZTXZTJXYWCO-UHFFFAOYSA-N	134.0731649	CHEBI:39940	HMDB0033716	
BASm0002083	3-methylcytosine	3-methylcytosine is cytotoxic and mutagenic methylated base in DNA which can be generated by endogenous and environmental alkylation agents. The toxic lesions 3-methylcytosine is corrected by oxidative DNA demethylation catalyzed by DNA dioxygenases. These enzymes release the methyl moiety as formaldehyde, directly reversing the base damage. (PMID: 17112791).	4776-08-03		Cn1c(N)ccnc1=O	C5H7N3O	InChI=1S/C5H7N3O/c1-8-4(6)2-3-7-5(8)9/h2-3H,6H2,1H3	KOLPWZCZXAMXKS-UHFFFAOYSA-N	125.0589119	CHEBI:39992	HMDB0011601	
BASm0002084	propyl acetate	Propyl acetate, also known as 1-acetoxypropane or propyl ethanoate, belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). It is formed by the esterification of acetic acid and 1-propanol (known as a condensation reaction), often via Fischer–Speier esterification, with sulfuric acid as a catalyst and water produced as a byproduct. This clear, colorless liquid is known by its characteristic odor of pears. Propyl acetate is a drug. Propyl acetate is a bitter, celery, and fruity tasting compound. It has been detected, but not quantified, in several different foods, such as muskmelons, figs, apples, pineapples, and cocoa beans. Due to this fact, it is commonly used in fragrances and as a flavor additive. Propyl acetate has been found to be associated with the diseases such as nonalcoholic fatty liver disease; also propyl acetate has been linked to the inborn metabolic disorders including celiac disease.	109-60-4		CCCOC(C)=O	C5H10O2	InChI=1S/C5H10O2/c1-3-4-7-5(2)6/h3-4H2,1-2H3	YKYONYBAUNKHLG-UHFFFAOYSA-N	102.0680796	CHEBI:40116	HMDB0034237	
BASm0002085	5-fluorouridine	5-Fluorouridine is a metabolite of fluorouracil. Fluorouracil (5-FU or f5U) (sold under the brand names Adrucil, Carac, Efudix, Efudex and Fluoroplex) is a drug that is a pyrimidine analog which is used in the treatment of cancer. It is a suicide inhibitor and works through irreversible inhibition of thymidylate synthase. It belongs to the family of drugs called antimetabolites. It is typically administered with leucovorin. (Wikipedia)			O=c1[nH]c(=O)n([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)cc1F	C9H11FN2O6	InChI=1S/C9H11FN2O6/c10-3-1-12(9(17)11-7(3)16)8-6(15)5(14)4(2-13)18-8/h1,4-6,8,13-15H,2H2,(H,11,16,17)/t4-,5-,6-,8-/m1/s1	FHIDNBAQOFJWCA-UAKXSSHOSA-N	262.0601143	CHEBI:40154	HMDB0060396	
BASm0002086	lovastatin	Lovastatin is a cholesterol-lowering agent that belongs to the class of medications called statins. It was the second agent of this class discovered. It was discovered by Alfred Alberts and his team at Merck in 1978 after screening only 18 compounds over 2 weeks. The agent, also known as mevinolin, was isolated from the fungi <i>Aspergillus terreus</i>. Research on this compound was suddenly shut down in 1980 and the drug was not approved until 1987. Interesting, Akira Endo at Sankyo Co. (Japan) patented lovastatin isolated from <i>Monascus ruber</i> four months before Merck. Lovastatin was found to be 2 times more potent than its predecessor, mevastatin, the first discovered statin. Like mevastatin, lovastatin is structurally similar to hydroxymethylglutarate (HMG), a substituent of HMG-Coenzyme A (HMG-CoA), a substrate of the cholesterol biosynthesis pathway via the mevalonic acid pathway. Lovastatin is a competitive inhibitor of HMG-CoA reductase with a binding affinity 20,000 times greater than HMG-CoA. Lovastatin differs structurally from mevastatin by a single methyl group at the 6 position. Lovastatin is a prodrug that is activated by <i>in vivo</i> hydrolysis of the lactone ring. It, along with mevastatin, has served as one of the lead compounds for the development of the synthetic compounds used today.	75330-75-5		CC[C@H](C)C(=O)O[C@H]1C[C@@H](C)C=C2C=C[C@H](C)[C@H](CC[C@@H]3C[C@@H](O)CC(=O)O3)[C@H]21	C24H36O5	InChI=1S/C24H36O5/c1-5-15(3)24(27)29-21-11-14(2)10-17-7-6-16(4)20(23(17)21)9-8-19-12-18(25)13-22(26)28-19/h6-7,10,14-16,18-21,23,25H,5,8-9,11-13H2,1-4H3/t14-,15-,16-,18+,19+,20-,21-,23-/m0/s1	PCZOHLXUXFIOCF-BXMDZJJMSA-N	404.2562743	CHEBI:40303	HMDB0014372	
BASm0002087	N-acetyl-alpha-D-galactosamine	N-Acetylgalactosamine, also known as GalNAc, belongs to the class of organic compounds known as N-acyl-alpha-hexosamines. These are carbohydrate derivatives containing a hexose moiety in which the oxygen atom is replaced by an N-acyl group. N-Acetylgalactosamine is also classified as an amino sugar derivative of galactose. In humans GalNAc functions as the terminal carbohydrate forming the antigen of blood group A. GalNAc is typically the first monosaccharide that connects serine or threonine during protein O-glycosylation and the formation of glycoproteins. This is often referred to as mucin-type O-glycosylation, as the mucins (a class of a family of high molecular weight, heavily glycosylated proteins produced by epithelial tissues in most animals which have an ability to form gels) are heavily O-GalNAc modified. Interestingly, mammals have genes encoding for approximately 20 different polypeptide-N-acetylgalactosaminyltransferases (ppGalNAcTs), all of which transfer GalNAc from UDP-GalNAc to a hydroxyl-containing amino acids such as serine or threonine. N- O-GalNAc-containing glycoproteins appear to play a variety of essential roles. Among these is the ability of the mucins to hydrate and protect tissues by trapping bacteria. These O-glycans can also significantly alter the conformation of the protein and on the heavily modified proteins may protect the polypeptide from proteolytic digestion. O-GalNAc structures also appear to play an essential role in sperm-egg interactions. From a pathophysiological perspective, O-GalNAc modification appears to play a critical role in the immune system, cell-cell interactions, and cancer.  N-Acetylgalactosamine is an important constituent of brain heteropolysaccharides (glycoproteins). The concentration of the N-acetylgalactosamine-containing glycoproteins in the 3-year-old cerebral gray matter from human brain is 7-15 times greater than in 8-year old tissue and 15-30 times greater than in 72-year-old tissue. Outside of the human body, N-Acetylgalactosamine has been detected, but not quantified in, several different foods, such as prickly pears, italian sweet red peppers, wheats, silver lindens, and sour cherries. This could make N-acetylgalactosamine a potential biomarker for the consumption of these foods.	1811-31-0	Solid	CC(=O)N[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1O	C8H15NO6	InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6+,7-,8+/m1/s1	OVRNDRQMDRJTHS-CBQIKETKSA-N	221.0899372	CHEBI:40356	HMDB0000212	
BASm0002088	2-all-trans-octaprenylphenol	2-[(2e,6e,10e,14e,18e,22e,26e)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaenyl]phenol, also known as 2-all-trans-octaprenylphenol, is a member of the class of compounds known as polyprenylphenols. Polyprenylphenols are compounds containing a polyisoprene chain attached to a phenol group. 2-[(2e,6e,10e,14e,18e,22e,26e)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaenyl]phenol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 2-[(2e,6e,10e,14e,18e,22e,26e)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaenyl]phenol can be found in a number of food items such as lettuce, pak choy, common verbena, and tree fern, which makes 2-[(2e,6e,10e,14e,18e,22e,26e)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaenyl]phenol a potential biomarker for the consumption of these food products. 2-[(2e,6e,10e,14e,18e,22e,26e)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaenyl]phenol may be a unique E.coli metabolite.			CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1ccccc1O	C46H70O	InChI=1S/C46H70O/c1-37(2)19-12-20-38(3)21-13-22-39(4)23-14-24-40(5)25-15-26-41(6)27-16-28-42(7)29-17-30-43(8)31-18-32-44(9)35-36-45-33-10-11-34-46(45)47/h10-11,19,21,23,25,27,29,31,33-35,47H,12-18,20,22,24,26,28,30,32,36H2,1-9H3/b38-21+,39-23+,40-25+,41-27+,42-29+,43-31+,44-35+	VUNQJPPPTJIREN-CMAXTTDKSA-N	638.5426669	CHEBI:40407	HMDB0304080	
BASm0002089	beta-D-allopyranose			Expected Solid	OC[C@H]1O[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4-,5-,6-/m1/s1	WQZGKKKJIJFFOK-QZABAPFNSA-N	180.0633881	CHEBI:40656		MMDBc0054361
BASm0002090	androsta-1,4-diene-3,17-dione	Boldione is a direct precursor (prohormone) to the anabolic steroid boldenone (1,4-androstadiene-17beta-ol-3-one). It is advertised as a highly anabolic/androgenic compound promoting muscularity, enhancing strength and overall physical performance, and is available on the Internet and in health stores. Conflicting findings regarding the boldenone content of bovine faeces suggest it may be synthesized de novo in emitted faeces. Boldione is the oxidized form of boldenone, an this anabolic steroid is forbidden in EU countries in calves and bulls bred for meat production, and is illegally used as growth promoters, as they improve the growth and feed conversion in food producing animals. (PMID: 16449054, 16308875, 16244993).	0897-06-03	Solid	C[C@]12C=CC(=O)C=C1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12	C19H24O2	InChI=1S/C19H24O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h7,9,11,14-16H,3-6,8,10H2,1-2H3/t14-,15-,16-,18-,19-/m0/s1	LUJVUUWNAPIQQI-QAGGRKNESA-N	284.17763	CHEBI:40799	HMDB0003422	
BASm0002091	D-allose	Allose is an aldohexose sugar. Allose is a C-3 epimer of glucose. D-allose is a rare sugar found in nature and, because of its very limited amount and of the high cost associated with its synthesis, its physiological functions remain virtually unknown (PMID 16080505). It is believed to have inhibitory effect on cancer cell proliferation (PMID 16142305), protective effects against ischemia reperfusion injury (PMID 14605979, 16716947), immunosuppressant on allogenic orthotopic liver transplantation (PMID 11120048), neuroprotective effects against retinal ischemia (PMID 16565406), suppress development of salt-induced hypertension (PMID 16148613) and an inhibitory effect on human ovarian carcinoma cells (PMID 16080505). It is a rare monosaccharide that has been isolated from the leaves of the African shrub Protea rubropilosa. It is soluble in water and practically insoluble in methanol.	6038-51-3	Solid	O=C[C@H](O)[C@H](O)[C@H](O)[C@H](O)CO	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4-,5-,6?/m0/s1	WQZGKKKJIJFFOK-HOWGCPQDSA-N	180.0633881	CHEBI:40822	HMDB0001151	
BASm0002092	beta-L-arabinopyranose	UL			O[C@@H]1[C@@H](O)[C@@H](O)OC[C@@H]1O	C5H10O5	InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3-,4+,5-/m0/s1	SRBFZHDQGSBBOR-KLVWXMOXSA-N	150.0528234	CHEBI:40886	HMDB0062088	
BASm0002093	all-trans-(3S,3'S)-astaxanthin	Astaxanthin is the main carotenoid pigment found in aquatic animals. It is also found in some birds, such as flamingoes, quails, and other species. This carotenoid is included in many well-known seafoods such as salmon, trout, red seabream, shrimp, lobster, and fish eggs. Astaxanthin, similar to other carotenoids, cannot be synthesized by animals and must be provided in the diet. Mammals, including humans, lack the ability to synthesize astaxanthin or to convert dietary astaxanthin into vitamin A. Astaxanthin belongs to the xanthophyll class of carotenoids. It is closely related to beta-carotene, lutein, and zeaxanthin, sharing with them many of the general metabolic and physiological functions attributed to carotenoids. In addition, astaxanthin has unique chemical properties based on its molecular structure. The presence of the hydroxyl (OH) and keto (CdO) moieties on each ionone ring explains some of its unique features, namely, the ability to be esterified and a higher antioxidant activity and a more polar nature than other carotenoids. In its free form, astaxanthin is considerably unstable and particularly susceptible to oxidation. Hence it is found in nature either conjugated with proteins (e.g. salmon muscle or lobster exoskeleton) or esterified with one or two fatty acids (monoester and diester forms) which stabilize the molecule. Various astaxanthin isomers have been characterized on the basis of the configuration of the two hydroxyl groups on the molecule. The geometrical and optical isomers of astaxanthin are distributed selectively in different tissues and levels of free astaxanthin in the liver are greater than the corresponding concentration in the plasma, suggesting concentrative uptake by the liver. Astaxanthin, similar to other carotenoids, is a very lipophilic compound and has a low oral bioavailability. This criterion has limited the ability to test this compound in well-defined rodent models of human disease (PMID: 16562856). Astaxanthin is a carotenoid widely used in salmonid and crustacean aquaculture to provide the pink colour characteristic of that species. This application has been well documented for over two decades and is currently the major market driver for the pigment. Additionally, astaxanthin also plays a key role as an intermediary in reproductive processes. Synthetic astaxanthin dominates the world market but recent interest in natural sources of the pigment has increased substantially. Common sources of natural astaxanthin are the green algae Haematococcus pluvialis (the red yeast), Phaffia rhodozyma, as well as crustacean byproducts. Astaxanthin possesses an unusual antioxidant activity which has caused a surge in the nutraceutical market for the encapsulated product. Also, health benefits such as cardiovascular disease prevention, immune system boosting, bioactivity against Helicobacter pylori, and cataract prevention, have been associated with astaxanthin consumption. Research on the health benefits of astaxanthin is very recent and has mostly been performed in vitro or at the pre-clinical level with humans (PMID: 16431409). Astaxanthin is used in fish farming to induce trout flesh colouring.	472-61-7		CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C2=C(C)C(=O)[C@@H](O)CC2(C)C)C(C)(C)C[C@H](O)C1=O	C40H52O4	InChI=1S/C40H52O4/c1-27(17-13-19-29(3)21-23-33-31(5)37(43)35(41)25-39(33,7)8)15-11-12-16-28(2)18-14-20-30(4)22-24-34-32(6)38(44)36(42)26-40(34,9)10/h11-24,35-36,41-42H,25-26H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,27-15+,28-16+,29-19+,30-20+/t35-,36-/m0/s1	MQZIGYBFDRPAKN-UWFIBFSHSA-N	596.3865602	CHEBI:40968	HMDB0002204	
BASm0002094	N-benzylformamide	N-benzylformamide, also known as N-(phenylmethyl)formamide, belongs to benzene and substituted derivatives class of compounds. Those are aromatic compounds containing one monocyclic ring system consisting of benzene. N-benzylformamide is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). N-benzylformamide can be synthesized from formamide. N-benzylformamide can also be synthesized into benzylaminocarbonyl group. N-benzylformamide can be found in a number of food items such as enokitake, wax apple, mexican oregano, and adzuki bean, which makes N-benzylformamide a potential biomarker for the consumption of these food products.			O=CNCc1ccccc1	C8H9NO	InChI=1S/C8H9NO/c10-7-9-6-8-4-2-1-3-5-8/h1-5,7H,6H2,(H,9,10)	IIBOGKHTXBPGEI-UHFFFAOYSA-N	135.0684139	CHEBI:41117	HMDB0304423	
BASm0002095	octyl beta-D-glucose		29836-26-8		CCCCCCCCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C14H28O6	InChI=1S/C14H28O6/c1-2-3-4-5-6-7-8-19-14-13(18)12(17)11(16)10(9-15)20-14/h10-18H,2-9H2,1H3/t10-,11-,12+,13-,14-/m1/s1	HEGSGKPQLMEBJL-RKQHYHRCSA-N		CHEBI:41128		
BASm0002096	tetrahydroxoborate				O[B-](O)(O)O	BH4O4	InChI=1S/BH4O4/c2-1(3,4)5/h2-5H/q-1	KCFLOKKYWBPKFN-UHFFFAOYSA-N		CHEBI:41132		
BASm0002097	4-nitrobenzyl alcohol				OCC1=CC=C(C=C1)N(=O)=O	C7H7NO3	InChI=1S/C7H7NO3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4,9H,5H2	JKTYGPATCNUWKN-UHFFFAOYSA-N	153.0425931	CHEBI:41214	HMDB0246534	
BASm0002098	benzyl benzoate	Benzyl benzoate, also known as benylate or benylic acid, belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Benzyl benzoate is an extremely weak basic (essentially neutral) compound (based on its pKa). Benzyl benzoate is a faint, sweet, and almond tasting compound. Outside of the human body, benzyl benzoate is found, on average, in the highest concentration within Ceylon cinnamon. Benzyl benzoate has also been detected, but not quantified in, several different foods, such as fennels, garden tomato, annual wild rice, amaranths, and horseradish tree. This could make benzyl benzoate a potential biomarker for the consumption of these foods. Benzyl benzoate is one of the older preparations used to treat scabies. Scabies is a skin infection caused by the mite Sarcoptes scabiei. It is characterized by severe itching (particularly at night), red spots, and may lead to a secondary infection. Benzyl benzoate is lethal to this mite and is therefore useful in the treatment of scabies. It is also used to treat lice infestations of the head and body.	120-51-4		O=C(OCC1=CC=CC=C1)C1=CC=CC=C1	C14H12O2	InChI=1S/C14H12O2/c15-14(13-9-5-2-6-10-13)16-11-12-7-3-1-4-8-12/h1-10H,11H2	SESFRYSPDFLNCH-UHFFFAOYSA-N	212.0837296	CHEBI:41237	HMDB0014814	
BASm0002099	tetradecane	Tetradecane, also known as CH3-[CH2]12-CH3, belongs to the class of organic compounds known as alkanes. These are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Tetradecane is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Thus, tetradecane is considered to be a hydrocarbon lipid molecule. Tetradecane is a mild, alkane, and waxy tasting compound. Tetradecane is found, on average, in the highest concentration within black walnuts. Tetradecane has also been detected, but not quantified, in several different foods, such as lemon balms, common buckwheats, cucumbers, allspices, and green bell peppers. This could make tetradecane a potential biomarker for the consumption of these foods. Tetradecane, with regard to humans, has been found to be associated with several diseases such as crohn's disease, ulcerative colitis, nonalcoholic fatty liver disease, and asthma; tetradecane has also been linked to the inborn metabolic disorder celiac disease. These are acyclic hydrocarbons consisting only of n carbon atoms and m hydrogen atoms where m=2*n + 2.			CCCCCCCCCCCCCC	C14H30	InChI=1S/C14H30/c1-3-5-7-9-11-13-14-12-10-8-6-4-2/h3-14H2,1-2H3	BGHCVCJVXZWKCC-UHFFFAOYSA-N	198.234751	CHEBI:41253	HMDB0059907	
BASm0002100	4-hydroxybutan-2-one				CC(=O)CCO	C4H8O2	InChI=1S/C4H8O2/c1-4(6)2-3-5/h5H,2-3H2,1H3	LVSQXDHWDCMMRJ-UHFFFAOYSA-N	88.0524295	CHEBI:41268	HMDB0159319	
BASm0002101	benzophenone	Benzophenone is the organic compound with the formula (C6H5)2CO, generally abbreviated Ph2CO. It is a widely used building block in organic chemistry, being the parent diarylketone. Benzophenone is found in fruits. Benzophenone is present in grapes and it is also used as a flavouring agent. Benzophenone is a common photosensitizer in photochemistry. It crosses from the S1 state into the triplet state with nearly 100% yield. The resulting diradical will abstract a hydrogen atom from a suitable hydrogen donor to form a ketyl radical. 	119-61-9		O=C(C1=CC=CC=C1)C1=CC=CC=C1	C13H10O	InChI=1S/C13H10O/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H	RWCCWEUUXYIKHB-UHFFFAOYSA-N	182.0731649	CHEBI:41308	HMDB0032049	
BASm0002102	coelenteramide			solid	OC1=CC=C(CC(=O)NC2=NC=C(N=C2CC2=CC=CC=C2)C2=CC=C(O)C=C2)C=C1	C25H21N3O3	InChI=1S/C25H21N3O3/c29-20-10-6-18(7-11-20)15-24(31)28-25-22(14-17-4-2-1-3-5-17)27-23(16-26-25)19-8-12-21(30)13-9-19/h1-13,16,29-30H,14-15H2,(H,26,28,31)	CJIIERPDFZUYPI-UHFFFAOYSA-N	411.1582916	CHEBI:41487		
BASm0002103	cholesteryl (9Z,12Z)-octadecadienoate		604-33-1	Expected Solid	[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CCCCCCCC(=O)O[C@@]1([H])CC[C@@]2(C)C(C1)=CC[C@@]1([H])[C@]3([H])CC[C@]([H])([C@]([H])(C)CCCC(C)C)[C@@]3(C)CC[C@]21[H]	C45H76O2	InChI=1S/C45H76O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25-43(46)47-38-30-32-44(5)37(34-38)26-27-39-41-29-28-40(36(4)24-22-23-35(2)3)45(41,6)33-31-42(39)44/h11-12,14-15,26,35-36,38-42H,7-10,13,16-25,27-34H2,1-6H3/b12-11-,15-14-/t36-,38+,39+,40-,41+,42+,44+,45-/m1/s1	NAACPBBQTFFYQB-LJAITQKLSA-N	648.5845317	CHEBI:41509	HMDB0000610	MMDBc0048095
BASm0002104	(+)-(R)-germacrene A	UL			C=C(C)[C@H]1C/C=C(\C)CC/C=C(\C)CC1	C15H24	InChI=1S/C15H24/c1-12(2)15-10-8-13(3)6-5-7-14(4)9-11-15/h6,9,15H,1,5,7-8,10-11H2,2-4H3/b13-6+,14-9-	XMRKUJJDDKYUHV-JEKCHIPQSA-N	204.1878008	CHEBI:41595	HMDB0062078	
BASm0002105	(2E)-but-2-enal	2-Butenal (CAS: 4170-30-3), also known as crotonaldehyde, belongs to the class of organic compounds known as enals. These are alpha,beta-unsaturated aldehydes of the general formula RC=C-CH=O in which the aldehydic C=O function is conjugated to a C=C triple bond at the alpha,beta position. The (E)-form of 2-butenal predominates (>95%). 2-Butenal can undergo polycondensation with phenols to synthesize phenolic resins. It is an eye, skin, and mucous membrane irritant. (E)-2-Butenal is found in fruits and vegetables (e.g. tomato juice, strawberry aroma).	123-73-9	Liquid	C\C=C\C=O	C4H6O	InChI=1S/C4H6O/c1-2-3-4-5/h2-4H,1H3/b3-2+	MLUCVPSAIODCQM-NSCUHMNNSA-N	70.04186481	CHEBI:41607	HMDB0034233	
BASm0002106	(24S)-25-epoxycholesterol				[H][C@@](C)(CC[C@]1([H])OC1(C)C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC=C4C[C@@]([H])(O)CC[C@]4(C)[C@@]3([H])CC[C@]12C	C27H44O2	InChI=1S/C27H44O2/c1-17(6-11-24-25(2,3)29-24)21-9-10-22-20-8-7-18-16-19(28)12-14-26(18,4)23(20)13-15-27(21,22)5/h7,17,19-24,28H,6,8-16H2,1-5H3/t17-,19+,20+,21-,22+,23+,24+,26+,27-/m1/s1	OSENKJZWYQXHBN-XVYZBDJZSA-N	400.3341307	CHEBI:41633	HMDB0245667	
BASm0002107	cyclohexan-1,2-dione	1,2-Cyclohexanedione is a flavour material for foo	765-87-7		O=C1CCCCC1=O	C6H8O2	InChI=1S/C6H8O2/c7-5-3-1-2-4-6(5)8/h1-4H2	OILAIQUEIWYQPH-UHFFFAOYSA-N	112.0524295	CHEBI:41674	HMDB0031344	
BASm0002108	decane	N-Decane, also known as CH3-[CH2]8-CH3, belongs to the class of organic compounds known as alkanes. These are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms.  N-Decane is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Thus, N-decane is considered to be a hydrocarbon lipid molecule. A straight-chain alkane with 10 carbon atoms. N-Decane is an alkane tasting compound. N-Decane is found, on average, in the highest concentration within common oregano and safflowers. N-Decane has also been detected, but not quantified, in a few different foods, such as corns, sweet bay, and sweet cherries. 	124-18-5		CCCCCCCCCC	C10H22	InChI=1S/C10H22/c1-3-5-7-9-10-8-6-4-2/h3-10H2,1-2H3	DIOQZVSQGTUSAI-UHFFFAOYSA-N	142.1721507	CHEBI:41808	HMDB0031450	
BASm0002109	oxidized dithiothreitol			solid	[H][C@@]1(O)CSSC[C@@]1([H])O	C4H8O2S2	InChI=1S/C4H8O2S2/c5-3-1-7-8-2-4(3)6/h3-6H,1-2H2/t3-,4-/m1/s1	YPGMOWHXEQDBBV-QWWZWVQMSA-N	151.9965709	CHEBI:41837		
BASm0002110	1,2-dioctadecanoyl-sn-glycerol	DG(18:0/18:0/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:0/18:0/0:0), in particular, consists of two chains of stearic acid at the C-1 and C-2 positions. The stearic acid moieties are derived from animal fats, coco butter and sesame oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C39H76O5	InChI=1S/C39H76O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h37,40H,3-36H2,1-2H3/t37-/m0/s1	UHUSDOQQWJGJQS-QNGWXLTQSA-N	624.5692755	CHEBI:41847	HMDB0007158	
BASm0002111	(2S)-7-hydroxyflavanone		2545-13-3	solid	OC1=CC=C2C(=O)C[C@H](OC2=C1)C1=CC=CC=C1	C15H12O3	InChI=1S/C15H12O3/c16-11-6-7-12-13(17)9-14(18-15(12)8-11)10-4-2-1-3-5-10/h1-8,14,16H,9H2/t14-/m0/s1	SWAJPHCXKPCPQZ-AWEZNQCLSA-N	240.0786443	CHEBI:41888		
BASm0002112	1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine	PC(18:2(9Z,12Z)/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:2(9Z,12Z)/18:2(9Z,12Z)), in particular, consists of two chains of linoleic acid at the C-1 and C-2 positions. The linoleic acid moieties are derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	998-06-1		CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC	C44H80NO8P	InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14-17,20-23,42H,6-13,18-19,24-41H2,1-5H3/b16-14-,17-15-,22-20-,23-21-/t42-/m1/s1	FVXDQWZBHIXIEJ-LNDKUQBDSA-N	781.5621551	CHEBI:42027	HMDB0008138	
BASm0002113	L-threitol			Solid	OC[C@H](O)[C@@H](O)CO	C4H10O4	InChI=1S/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2/t3-,4-/m0/s1	UNXHWFMMPAWVPI-IMJSIDKUSA-N	122.0579088	CHEBI:42090	HMDB0002994	MMDBc0054546
BASm0002114	16alpha,17alpha-estriol	17-Epiestriol, also known as 17alpha-estriol, belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. Thus, 17-epiestriol is considered to be a steroid lipid molecule. 17-Epiestriol is a hydroxylated metabolite of estradiol or estrone that has a hydroxyl group at the C3-beta, 16-alpha, and 17-beta positions. Estriol is a major urinary estrogen. During pregnancy, a large amount of estriol is produced by the placenta. Isomers with inversion of the hydroxyl group or groups are called epiestriol.	1228-72-4		C[C@]12CC[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1C[C@@H](O)[C@H]2O	C18H24O3	InChI=1S/C18H24O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,17-,18+/m1/s1	PROQIPRRNZUXQM-PNVOZDDCSA-N	288.1725446	CHEBI:42156	HMDB0000356	
BASm0002115	daidzein 7-O-beta-D-glucoside	Daidzin is found in miso. Daidzin is isolated from soya bean (Glycine max) and soya bean meal, kudzu root (Pueraria lobata), alfalfa (Medicago sativa) and other Leguminosae.Daidzin is a cancer preventive and an alcohol dependency treatment (antidipsotropic) in animal models. Daidzin is a natural organic compound in the class of phytochemicals known as isoflavones. Daidzin can be found in Japanese plant Kudzu (Pueraria lobata, Fabaceae) and from soybean leaves	552-66-9		O=c1c(-c2ccc(O)cc2)coc2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)ccc12	C21H20O9	InChI=1S/C21H20O9/c22-8-16-18(25)19(26)20(27)21(30-16)29-12-5-6-13-15(7-12)28-9-14(17(13)24)10-1-3-11(23)4-2-10/h1-7,9,16,18-23,25-27H,8H2/t16-,18-,19+,20-,21-/m1/s1	KYQZWONCHDNPDP-QNDFHXLGSA-N	416.1107322	CHEBI:42202	HMDB0033991	
BASm0002116	2-methoxy-4-vinylphenol	2-Methoxy-4-vinylphenol is an aromatic substance used as a flavoring agent. It is one of the compounds responsible for the natural aroma of buckwheat.	7786-61-0		C=Cc1ccc(O)c(OC)c1	C9H10O2	InChI=1S/C9H10O2/c1-3-7-4-5-8(10)9(6-7)11-2/h3-6,10H,1H2,2H3	YOMSJEATGXXYPX-UHFFFAOYSA-N	150.0680796	CHEBI:42438	HMDB0013744	
BASm0002117	peracetic acid	Bleaching agent for food starch. Peracetic acid is a component of antimicrobial washes for poultry carcasses and fruit.Peracetic acid (also known as peroxyacetic acid, or PAA), is a organic compound with the formula CH3CO3H. This organic peroxide is a colorless liquid with a characteristic acrid odor reminiscent of acetic acid. It can be highly corrosive. Peracetic acid can be used as a bleaching agent especially for Kraft pulp. It is used at weakly acidic pH and relatively low temperature. It is a relative efficient and selective bleaching agent, and it is often used as an alternative to chlorine dioxide and elemental chlorine in totally chlorine free bleaching sequences (TCF). It is however relatively expensive, and is difficult to store due to its high reactivity. This has limited its use. Peracetic acid is a much weaker acid than the parent acetic acid, with a pKa of 8.2. Peracetic acid is an ideal antimicrobial agent due to its high oxidizing potential. It is broadly effective against microorganisms and is not deactivated by catalase and peroxidase, the enzymes that break down hydrogen peroxide. It also breaks down in food to safe and environmentally friendly residues (acetic acid and hydrogen peroxide), and therefore can be used in non-rinse applications. It can be used over a wide temperature range (0-40 °C), wide pH range (3.0-7.5), in clean-in-place (CIP) processes, in hard water conditions, and is not affected by protein residues	79-21-0		CC(=O)OO	C2H4O3	InChI=1S/C2H4O3/c1-2(3)5-4/h4H,1H3	KFSLWBXXFJQRDL-UHFFFAOYSA-N	76.01604399	CHEBI:42530	HMDB0031608	
BASm0002118	epitestosterone	Epitestosterone, or isotestosterone, also known as 17alpha-testosterone or as androst-4-en-17alpha-ol-3-one belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. Epitestosterone is an endogenous steroid and a C-17 epimer of the androgen sex hormone testosterone. It is a weak competitive antagonist of the androgen receptor (AR) and a potent 5alpha-reductase inhibitor. Structurally, epitestosterone differs from testosterone only in the configuration at the hydroxy-bearing carbon, C17. Epitestosterone is believed to form in a similar way to testosterone with 50% of epitestosterone production in human males taking place in the testis. Epitestosterone levels are typically highest in young males; however, by adulthood, most healthy males exhibit a testosterone to epitestosterone ratio (T/E ratio) of about 1:1 (PMID: 11901061). A study of Australian athletes found that the mean T/E ratio in the study was 1.15:1. Another study found that the max T/E ratio for the 95th percentile of athletes was 3.71:1, and the max T/E ratio for the 99th percentile was 5.25:1. Epitestosterone has not been shown to enhance athletic performance, although administration of epistestosterone can be used to mask a high level of testosterone if the standard T/E ratio test is used. As such, epitestosterone is banned by many sporting authorities as a masking agent for testosterone. Interestingly, small amounts of ethanol can elevate T/E values, with women being more susceptible (PMID: 28671321).	481-30-1		C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@H]2O	C19H28O2	InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-17,21H,3-10H2,1-2H3/t14-,15-,16-,17+,18-,19-/m0/s1	MUMGGOZAMZWBJJ-KZYORJDKSA-N	288.2089301	CHEBI:42534	HMDB0000628	
BASm0002119	alpha-L-fucose	Fucose (CAS: 2438-80-4) is a hexose deoxy sugar with the chemical formula C6H12O5. L-Fucose (6-deoxy-L-galactose) is a monosaccharide that is a common component of many N- and O-linked glycans and glycolipids produced by mammalian cells. It is the fundamental subunit of the fucoidan polysaccharide. As a free sugar, L-fucose is normally found at very low levels in mammals. It is unique in that it is the only levorotatory sugar synthesized and utilized by mammals. Fucose polymers are synthesized by fucosyltransferases. All fucosyltransferases utilize a nucleotide-activated form of fucose, GDP-fucose, as a fucose donor in the construction of fucosylated oligosaccharides. The ABO blood group antigens are among the most well known fucosylated glycans. The alpha-1->3 linked core fucose is a suspected carbohydrate antigen for IgE-mediated allergy. Two structural features distinguish fucose from other six-carbon sugars present in mammals: the lack of a hydroxyl group on the carbon at the 6-position (C-6) and the L-configuration. In fucose-containing glycan structures, fucosylated glycans, fucose can exist as a terminal modification or serve as an attachment point for adding other sugars. Fucose is metabolized by an enzyme called alpha-fucosidase. Fucose is secreted in urine when the liver is damaged. Free L-fucose in serum and urine can be used as a marker for cancer, cirrhosis, alcoholic liver disease and gastric ulcers (PMID: 2311216, 8488966). Elevated levels of serum fucose have been reported in breast cancer, ovarian cancer, lung cancer, liver cancer, diabetes, and cardiovascular disease. It has been shown that feeding rats a diet high in L-fucose induces neuropathy similar to that seen in diabetics.	6696-41-9	Solid	C[C@@H]1O[C@@H](O)[C@@H](O)[C@H](O)[C@@H]1O	C6H12O5	InChI=1S/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2-,3+,4+,5-,6+/m0/s1	SHZGCJCMOBCMKK-SXUWKVJYSA-N	164.0684735	CHEBI:42548	HMDB0000174	
BASm0002120	beta-L-fucose	beta-L-Fucose, also known as 6-deoxy-beta-L-galactose, is a hexose deoxy sugar. beta-L-Fucose is a substrate for fucose mutarotase.	13224-93-6	Solid	C[C@@H]1O[C@H](O)[C@@H](O)[C@H](O)[C@@H]1O	C6H12O5	InChI=1S/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2-,3+,4+,5-,6-/m0/s1	SHZGCJCMOBCMKK-KGJVWPDLSA-N	164.0684735	CHEBI:42589	HMDB0059625	
BASm0002121	glycyl-5'-AMP	A zwitterion resulting from the transfer of a proton from the phosphate to the glycyl amino group of glycyl-AMP; major species at pH 7.3.			Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OC(=O)C[NH3+])[C@@H](O)[C@H]1O	C12H17N6O8P	InChI=1S/C12H17N6O8P/c13-1-6(19)26-27(22,23)24-2-5-8(20)9(21)12(25-5)18-4-17-7-10(14)15-3-16-11(7)18/h3-5,8-9,12,20-21H,1-2,13H2,(H,22,23)(H2,14,15,16)/t5-,8-,9-,12-/m1/s1	HROXHMRQKGGIFT-JJNLEZRASA-N		CHEBI:42626		
BASm0002122	(R)-1-aminopropan-2-ol		42504-46-1		C[C@@H](O)C[NH3+]	C3H9NO	InChI=1S/C3H9NO/c1-3(5)2-4/h3,5H,2,4H2,1H3/t3-/m1/s1	HXKKHQJGJAFBHI-GSVOUGTGSA-N		CHEBI:42677		
BASm0002123	aldehydo-D-glucose	Glucose is a simple sugar (monosaccharide) generated during phosynthesis involving water, carbon and sunlight in plants. It is produced in humans via hepatic gluconeogenesis and breakdown of polymeric glucose forms (glycogenolysis). It circulates in human circulation as blood glucose and acts as an essential energy source for many organisms through aerobic or anaerobic respiration and fermentation.[A19399] It is primarily stored as starch in plants and glycogen in animals to be used in various metabolic processes in the cellular level. Its aldohexose stereoisomer, dextrose or D-glucose, is the most commonly occurring isomer of glucose in nature. L-glucose is a synthesized enantiomer that is used as a low-calorie sweetener and laxative.[T28] The unspecified form of glucose is commonly supplied as an injection for nutritional supplementation or metabolic disorders where glucose levels are improperly regulated.[L786] Glucose is listed on the World Health Organization's List of Essential Medicines, the most important medications needed in a basic health system.	50-99-7	solid	O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO	C6H12O6	InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h1,3-6,8-12H,2H2/t3-,4+,5+,6+/m0/s1	GZCGUPFRVQAUEE-SLPGGIOYSA-N	180.0633881	CHEBI:42758		
BASm0002124	5-dehydro-4-deoxy-D-glucarate			Expected Solid	O=C([O-])C(=O)C[C@H](O)[C@@H](O)C(=O)[O-]	C6H6O7	InChI=1S/C6H8O7/c7-2(4(9)6(12)13)1-3(8)5(10)11/h2,4,7,9H,1H2,(H,10,11)(H,12,13)/p-2/t2-,4+/m0/s1	QUURPCHWPQNNGL-ZAFYKAAXSA-L	190.0113525	CHEBI:42819		MMDBc0032119
BASm0002125	N-acetyl-D-glucosamino-1,5-lactone			Expected Solid	CC(=O)N[C@H]1C(=O)O[C@H](CO)[C@@H](O)[C@@H]1O	C8H13NO6	InChI=1S/C8H13NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-7,10,12-13H,2H2,1H3,(H,9,11)/t4-,5-,6-,7-/m1/s1	NELQYZRSPDCGRQ-DBRKOABJSA-N	219.0742872	CHEBI:42870		MMDBc0054718
BASm0002126	cyclohexylamine	Cyclohexylammonium is classified as a member of the Cyclohexylamines. Cyclohexylamines are organic compounds containing a cyclohexylamine moiety, which consist of a cyclohexane ring attached to an amine group. Cyclohexylammonium is considered to be practically insoluble (in water) and basic			[NH3+]C1CCCCC1	C6H14N	InChI=1S/C6H13N/c7-6-4-2-1-3-5-6/h6H,1-5,7H2/p+1	PAFZNILMFXTMIY-UHFFFAOYSA-O	100.1126245	CHEBI:42939	HMDB0062716	
BASm0002127	25-hydroxycholesterol		2140-46-7		C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H46O2	InChI=1S/C27H46O2/c1-18(7-6-14-25(2,3)29)22-10-11-23-21-9-8-19-17-20(28)12-15-26(19,4)24(21)13-16-27(22,23)5/h8,18,20-24,28-29H,6-7,9-17H2,1-5H3/t18-,20+,21+,22-,23+,24+,26+,27-/m1/s1	INBGSXNNRGWLJU-ZHHJOTBYSA-N	402.3497807	CHEBI:42977		MMDBc0048548
BASm0002128	7beta-hydroxycholesterol	7beta-Hydroxycholesterol belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Thus, 7beta-hydroxycholesterol is considered to be a sterol lipid molecule. 7beta-Hydroxycholesterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 7beta-Hydroxycholesterol has been identified in atheromatous plaques and in plasma of atherosclerotic patients (PMID: 16604541). 7beta-Hydroxycholesterol induces apoptosis in Caco-2 cells and alters lysosomal membrane integrity. It exhibits a specific enhancement of oxidative stress and of endonuclease G expression (PMID: 17136497).	566-27-8	Solid	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H46O2	InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,24+,25+,26+,27-/m1/s1	OYXZMSRRJOYLLO-KGZHIOMZSA-N	402.3497807	CHEBI:42989	HMDB0006119	
BASm0002129	heptan-1-ol	1-Heptanol is found in alcoholic beverages. 1-Heptanol is found in a few essential oils, e.g. Rosa rugosa. Also present in roasted peanut, roasted filbert, plum brandy, rice bran, cooked rice, peated malt, Bourbon vanilla, banana, morello cherry, orange, guava fruit, pineapple and plum. 1-Heptanol is a flavouring ingredient.1-Heptanol is an alcohol with a seven carbon chain and the structural formula of CH3(CH2)6OH. It is a clear colorless liquid that is very slightly soluble in water, but miscible with ether and ethanol	111-70-6		CCCCCCCO	C7H16O	InChI=1S/C7H16O/c1-2-3-4-5-6-7-8/h8H,2-7H2,1H3	BBMCTIGTTCKYKF-UHFFFAOYSA-N	116.1201151	CHEBI:43003	HMDB0031479	
BASm0002130	L-erythro-7,8-dihydrobiopterin	Dihydrobiopterin, also known as BH2, 7,8-dihydrobiopterin, L-erythro-7,8-dihydrobiopterin, quinonoid dihydrobiopterin or q-BH2, belongs to the class of organic compounds known as biopterins and derivatives. These are coenzymes containing a 2-amino-pteridine-4-one derivative. Dihydrobiopterin is also classified as a pteridine. Pteridines are aromatic compounds composed of fused pyrimidine and pyrazine rings. Dihydrobiopterin is produced during the synthesis of neurotransmitters L-DOPA, dopamine, norepinephrine and epinephrine. It is restored to the required cofactor tetrahydrobiopterin via the NADPH-dependant reduction of dihydrobiopterin reductase. Dihydrobiopterin can also be converted to tetrahydrobiopterin by nitric oxide synthase (NOS) which is catalyzed by the flavoprotein "diaphorase" activity of NOS. This activity is located on the reductase (C-terminal) domain of NOS, whereas the high affinity tetrahydrobiopterin site involved in NOS activation is located on the oxygenase (N-terminal) domain (PMID: 8626754). Sepiapterin reductase (SPR) is another enzyme that plays a role in the production of dihydrobiopterin. SPR catalyzes the reduction of sepiapterin to dihydrobiopterin (BH2), the precursor for tetrahydrobiopterin (BH4). BH4 is a cofactor critical for nitric oxide biosynthesis and alkylglycerol and aromatic amino acid metabolism (PMID: 25550200). Dihydrobiopterin is known to be synthesized in several parts of the body, including the pineal gland. Dihydrobiopterin exists in all eukaryotes, ranging from yeast to humans. In humans, dihydrobiopterin is involved in several metabolic disorders including dihydropteridine reductase (DHPR) deficiency. DHPR deficiency is a severe form of hyperphenylalaninemia (HPA) due to impaired regeneration of tetrahydrobiopterin (BH4) leading to decreased levels of neurotransmitters (dopamine, serotonin) and folate in cerebrospinal fluid, and causing neurological symptoms such as psychomotor delay, hypotonia, seizures, abnormal movements, hypersalivation, and swallowing difficulties. Dihydrobiopterin is also associated with another metabolic disorder known as sepiapterin reductase deficiency (SRD). Sepiapterin reductase catalyzes the (NADP-dependent) reduction of carbonyl derivatives, including pteridines, and plays an important role in tetrahydrobiopterin biosynthesis. Low dihydrofolate reductase activity in the brain leads to the accumulation of dihydrobiopterin, which in turn, inhibits tyrosine and tryptophan hydroxylases. This uncouples neuronal nitric oxide synthase, leading to neurotransmitter deficiencies and neuronal cell death. SRD is characterized by low cerebrospinal fluid neurotransmitter levels and the presence of elevated cerebrospinal fluid dihydrobiopterin. SRD is characterized by motor delay, axial hypotonia, language delay, diurnal fluctuation of symptoms, dystonia, weakness, oculogyric crises, dysarthria, parkinsonian signs and hyperreflexia.	6779-87-9	Solid	C[C@H](O)[C@H](O)C1=Nc2c([nH]c(N)nc2=O)NC1	C9H13N5O3	InChI=1S/C9H13N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3,6,15-16H,2H2,1H3,(H4,10,11,13,14,17)/t3-,6-/m0/s1	FEMXZDUTFRTWPE-DZSWIPIPSA-N	239.1018393	CHEBI:43029	HMDB0000038	
BASm0002131	(3S)-hydroxy-3-methylglutaryl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@@](C)(O)CC(=O)[O-]	C27H39N7O20P3S	InChI=1S/C27H44N7O20P3S/c1-26(2,21(40)24(41)30-5-4-15(35)29-6-7-58-17(38)9-27(3,42)8-16(36)37)11-51-57(48,49)54-56(46,47)50-10-14-20(53-55(43,44)45)19(39)25(52-14)34-13-33-18-22(28)31-12-32-23(18)34/h12-14,19-21,25,39-40,42H,4-11H2,1-3H3,(H,29,35)(H,30,41)(H,36,37)(H,46,47)(H,48,49)(H2,28,31,32)(H2,43,44,45)/p-5/t14-,19-,20-,21+,25-,27+/m1/s1	CABVTRNMFUVUDM-VRHQGPGLSA-I	906.1183419	CHEBI:43074		MMDBc0054068
BASm0002132	heptane	N-Heptane, also known as heptan or CH3-[CH2]5-CH3, belongs to the class of organic compounds known as alkanes. These are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Thus, N-heptane is considered to be a hydrocarbon lipid molecule. N-Heptane is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. N-Heptane is a sweet, alkane, and ethereal tasting compound. N-heptane has been detected, but not quantified, in cardamoms and gingers. This could make N-heptane a potential biomarker for the consumption of these foods. This is done by shaking the stained paper in a heptane solution for about half a minute. N-Heptane is a potentially toxic compound. It was originally chosen as the zero point of the scale because of the availability of very high purity n-heptane, unmixed with other isomers of heptane or other alkanes, distilled from the resin of Jeffrey pine and from the fruit of Pittosporum resiniferum. As a liquid, it is ideal for transport and storage. The 2,2-dimethylpentane isomer can be prepared by reacting tert-butyl chloride with n-propyl magnesium bromide. The linear n-heptane can be obtained from Jeffrey pine oil. In water, both bromine and iodine appear brown. n-Heptane is the straight-chain alkane with the chemical formula H3C(CH2)5CH3 or C7H16.	142-82-5		CCCCCCC	C7H16	InChI=1S/C7H16/c1-3-5-7-6-4-2/h3-7H2,1-2H3	IMNFDUFMRHMDMM-UHFFFAOYSA-N	100.1252005	CHEBI:43098	HMDB0031447	
BASm0002133	(6R)-L-erythro-6,7-dihydrobiopterin	Carbinolamine 4a-hydroxytetrahydrobiopterin is formed as a consequence of the hydroxylation of phenylalanine to tyrosine. During the physiological reaction tetrahydrobiopterin (the naturally occurring cofactor for phenylalanine hydroxylase), and the two substrates phenylalanine and molecular oxygen combine with phenylalanine hydroxylase to form a quarternary complex. An enzyme, 4a-carbinolamine dehydratase, catalyzes the reaction. (PMID: 2722790).	79647-29-3		[H][C@@]1(CN=C2NC(N)=NC(=O)C2=N1)[C@@H](O)[C@H](C)O	C9H13N5O3	InChI=1S/C9H13N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,6,15-16H,2H2,1H3,(H3,10,11,13,14,17)/t3-,4+,6-/m0/s1	ZHQJVZLJDXWFFX-RPDRRWSUSA-N	239.1018393	CHEBI:43120	HMDB0002215	
BASm0002134	(+)-6a-hydroxymaackiain	A member of the class of pterocarpans that is (6aS,11aS)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene which is substituted by a hydroxy group at position 3, a second hydroxy group at position 6a (resulting in the CIP stereochemical designation changing to R,R), and a methylenedioxy group at positions 8-9. It is a metabolite of the pea phytoalexin (+)-pisatin, produced by the pea-pathogenic Fusarium oxysporum forma specialis pisi, and a number of other fungi, including Fusarium anruioides, Fusarium avenaceum, Mycosphaerella pinodes, and Stemphylium botryosum.			Oc1ccc2c(c1)OC[C@]1(O)c3cc4c(cc3O[C@H]21)OCO4	C16H12O6	InChI=1S/C16H12O6/c17-8-1-2-9-11(3-8)19-6-16(18)10-4-13-14(21-7-20-13)5-12(10)22-15(9)16/h1-5,15,17-18H,6-7H2/t15-,16+/m1/s1	GLMPLZUBQDAZEN-CVEARBPZSA-N		CHEBI:43129		
BASm0002136	(+)-aristolochene			Expected Solid	C=C(C)[C@H]1CC=C2CCC[C@H](C)[C@@]2(C)C1	C15H24	InChI=1S/C15H24/c1-11(2)13-8-9-14-7-5-6-12(3)15(14,4)10-13/h9,12-13H,1,5-8,10H2,2-4H3/t12-,13-,15+/m0/s1	YONHOSLUBQJXPR-KCQAQPDRSA-N	204.1878008	CHEBI:43445		MMDBc0002588
BASm0002137	phosphate	Phosphate is a salt of phosphoric acid and is an essential component of life. Organic phosphates are important in biochemistry, biogeochemistry, and ecology. In biological systems, phosphorus is found as a free phosphate ion in solution and is called inorganic phosphate, to distinguish it from phosphates bound in various phosphate esters. Inorganic phosphate is generally denoted Pi and at physiological (neutral) pH primarily consists of a mixture of HPO2-4 and H2PO-4 ions. Phosphates are most commonly found in the form of adenosine phosphates (AMP, ADP, and ATP) and in DNA and RNA, and can be released by the hydrolysis of ATP or ADP. Similar reactions exist for the other nucleoside diphosphates and triphosphates. Phosphoanhydride bonds in ADP and ATP, or other nucleoside diphosphates and triphosphates, contain high amounts of energy which give them their vital role in all living organisms. Phosphate must be actively transported into cells against its electrochemical gradient. In vertebrates, two unrelated families of Na+-dependent Pi transporters carry out this task. Remarkably, the two families transport different Pi species: whereas type II Na+/Pi cotransporters (SCL34) prefer divalent HPO4(2), type III Na+/Pi cotransporters (SLC20) transport monovalent H2PO4. The SCL34 family comprises both electrogenic and electroneutral members that are expressed in various epithelia and other polarized cells. Through regulated activity in apical membranes of the gut and kidney, they maintain body Pi homeostasis, and in salivary and mammary glands, liver, and testes they play a role in modulating the Pi content of luminal fluids. Phosphate levels in the blood play an important role in hormone signalling and in bone homeostasis. In classical endocrine regulation, low serum phosphate induces the renal production of the secosteroid hormone 1,25-dihydroxyvitamin D3 (1,25(OH)2D3). This active metabolite of vitamin D acts to restore circulating mineral (i.e. phosphate and calcium) levels by increasing absorption in the intestine, reabsorption in the kidney, and mobilization of calcium and phosphate from bone. Thus, chronic renal failure is associated with hyperparathyroidism, which in turn contributes to osteomalacia (softening of the bones). Another complication of chronic renal failure is hyperphosphatemia (low levels of phosphate in the blood). Hyperphosphatemia (excess levels of phosphate in the blood) is a prevalent condition in kidney dialysis patients and is associated with increased risk of mortality. Hypophosphatemia (hungry bone syndrome) has been associated with postoperative electrolyte aberrations and after parathyroidectomy (PMID: 17581921, 11169009, 11039261, 9159312, 17625581). Fibroblast growth factor 23 (FGF-23) has recently been recognized as a key mediator of phosphate homeostasis and its most notable effect is the promotion of phosphate excretion. FGF-23 was discovered to be involved in diseases such as autosomal dominant hypophosphatemic rickets, X-linked hypophosphatemia, and tumour-induced osteomalacia in which phosphate wasting was coupled to inappropriately low levels of 1,25(OH)2D3. FGF-23 is regulated by dietary phosphate in humans. In particular, it was found that phosphate restriction decreased FGF-23, and phosphate loading increased FGF-23. In agriculture, phosphate refers to one of the three primary plant nutrients, and it is a component of fertilizers. In ecological terms, because of its important role in biological systems, phosphate is a highly sought after resource. Consequently, it is often a limiting reagent in environments, and its availability may govern the rate of growth of organisms. Addition of high levels of phosphate to environments and to micro-environments in which it is typically rare can have significant ecological consequences. In the context of pollution, phosphates are a principal component of total dissolved solids, a major indicator of water quality. Dihydrogen phosphate is an inorganic salt used in numerous analytical methods, and in buffer solutions (PMID: 15369738). It is one of several forms of the phosphate ion that can exist physiologically. It readily forms salts with sodium or potassium cations.	14265-44-2	Solid	O=P([O-])([O-])O	H3O4P	InChI=1S/H3O4P/c1-5(2,3)4/h(H3,1,2,3,4)	NBIIXXVUZAFLBC-UHFFFAOYSA-N	97.9768951	CHEBI:43474	HMDB0001429	
BASm0002138	(R)-dihydrolipoamide			solid	NC(=O)CCCC[C@@H](S)CCS	C8H17NOS2	InChI=1S/C8H17NOS2/c9-8(10)4-2-1-3-7(12)5-6-11/h7,11-12H,1-6H2,(H2,9,10)/t7-/m1/s1	VLYUGYAKYZETRF-SSDOTTSWSA-N	207.0751556	CHEBI:43711		
BASm0002140	menaquinone-8	Menaquinone 8, also known as vitamin MK 8 or MK-8, belongs to the class of organic compounds known as vitamin k compounds. These are quinone lipids containing a methylated naphthoquinone ring structure, and vary in the aliphatic side chain attached at the 3-position. Menaquinone 8 is considered to be a practically insoluble (in water) and relatively neutral molecule.			CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC1=C(C)C(=O)c2ccccc2C1=O	C51H72O2	InChI=1S/C51H72O2/c1-38(2)20-13-21-39(3)22-14-23-40(4)24-15-25-41(5)26-16-27-42(6)28-17-29-43(7)30-18-31-44(8)32-19-33-45(9)36-37-47-46(10)50(52)48-34-11-12-35-49(48)51(47)53/h11-12,20,22,24,26,28,30,32,34-36H,13-19,21,23,25,27,29,31,33,37H2,1-10H3/b39-22+,40-24+,41-26+,42-28+,43-30+,44-32+,45-36+	LXKDFTDVRVLXFY-WQWYCSGDSA-N	716.5532315	CHEBI:44027		
BASm0002142	menaquinone-9			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC1=C(C)C(=O)c2ccccc2C1=O	C56H80O2	InChI=1S/C56H80O2/c1-42(2)22-14-23-43(3)24-15-25-44(4)26-16-27-45(5)28-17-29-46(6)30-18-31-47(7)32-19-33-48(8)34-20-35-49(9)36-21-37-50(10)40-41-52-51(11)55(57)53-38-12-13-39-54(53)56(52)58/h12-13,22,24,26,28,30,32,34,36,38-40H,14-21,23,25,27,29,31,33,35,37,41H2,1-11H3/b43-24+,44-26+,45-28+,46-30+,47-32+,48-34+,49-36+,50-40+	WCRXHNIUHQUASO-UVZVDVBNSA-N	784.6158318	CHEBI:44147		MMDBc0048233
BASm0002143	menaquinone-7			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC1=C(C)C(=O)c2ccccc2C1=O	C46H64O2	InChI=1S/C46H64O2/c1-34(2)18-12-19-35(3)20-13-21-36(4)22-14-23-37(5)24-15-25-38(6)26-16-27-39(7)28-17-29-40(8)32-33-42-41(9)45(47)43-30-10-11-31-44(43)46(42)48/h10-11,18,20,22,24,26,28,30-32H,12-17,19,21,23,25,27,29,33H2,1-9H3/b35-20+,36-22+,37-24+,38-26+,39-28+,40-32+	RAKQPZMEYJZGPI-LJWNYQGCSA-N	648.4906313	CHEBI:44245		MMDBc0001025
BASm0002144	N-acetyl-alpha-D-glucosamine	N-Acetylgalactosamine, also known as GalNAc, belongs to the class of organic compounds known as N-acyl-alpha-hexosamines. These are carbohydrate derivatives containing a hexose moiety in which the oxygen atom is replaced by an N-acyl group. N-Acetylgalactosamine is also classified as an amino sugar derivative of galactose. In humans GalNAc functions as the terminal carbohydrate forming the antigen of blood group A. GalNAc is typically the first monosaccharide that connects serine or threonine during protein O-glycosylation and the formation of glycoproteins. This is often referred to as mucin-type O-glycosylation, as the mucins (a class of a family of high molecular weight, heavily glycosylated proteins produced by epithelial tissues in most animals which have an ability to form gels) are heavily O-GalNAc modified. Interestingly, mammals have genes encoding for approximately 20 different polypeptide-N-acetylgalactosaminyltransferases (ppGalNAcTs), all of which transfer GalNAc from UDP-GalNAc to a hydroxyl-containing amino acids such as serine or threonine. N- O-GalNAc-containing glycoproteins appear to play a variety of essential roles. Among these is the ability of the mucins to hydrate and protect tissues by trapping bacteria. These O-glycans can also significantly alter the conformation of the protein and on the heavily modified proteins may protect the polypeptide from proteolytic digestion. O-GalNAc structures also appear to play an essential role in sperm-egg interactions. From a pathophysiological perspective, O-GalNAc modification appears to play a critical role in the immune system, cell-cell interactions, and cancer.  N-Acetylgalactosamine is an important constituent of brain heteropolysaccharides (glycoproteins). The concentration of the N-acetylgalactosamine-containing glycoproteins in the 3-year-old cerebral gray matter from human brain is 7-15 times greater than in 8-year old tissue and 15-30 times greater than in 72-year-old tissue. Outside of the human body, N-Acetylgalactosamine has been detected, but not quantified in, several different foods, such as prickly pears, italian sweet red peppers, wheats, silver lindens, and sour cherries. This could make N-acetylgalactosamine a potential biomarker for the consumption of these foods.	1811-31-0	Solid	CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O	C8H15NO6	InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6+,7-,8+/m1/s1	OVRNDRQMDRJTHS-CBQIKETKSA-N	221.0899372	CHEBI:44278	HMDB0000212	
BASm0002145	N-acetyl-L-glutamate	N-Acetyl-L-glutamic acid or N-Acetylglutamate, belongs to the class of organic compounds known as N-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. N-Acetyl-L-glutamate can also be classified as an alpha amino acid or a derivatized alpha amino acid. Technically, N-Acetyl-L-glutamate is a biologically available N-terminal capped form of the proteinogenic alpha amino acid L-glutamic acid. N-Acetyl-L-glutamic acid is found in all organisms ranging from bacteria to plants to animals. N-acetyl amino acids can be produced either via direct synthesis of specific N-acetyltransferases or via the proteolytic degradation of N-acetylated proteins by specific hydrolases. N-terminal acetylation of proteins is a widespread and highly conserved process in eukaryotes that is involved in protection and stability of proteins (PMID: 16465618).  About 85% of all human proteins and 68% of all yeast proteins are acetylated at their N-terminus (PMID: 21750686). Several proteins from prokaryotes and archaea are also modified by N-terminal acetylation. The majority of eukaryotic N-terminal-acetylation reactions occur through N-acetyltransferase enzymes or NAT’s (PMID: 30054468).  These enzymes consist of three main oligomeric complexes NatA, NatB, and NatC, which are composed of at least a unique catalytic subunit and one unique ribosomal anchor. The substrate specificities of different NAT enzymes are mainly determined by the identities of the first two N-terminal residues of the target protein. The human NatA complex co-translationally acetylates N-termini that bear a small amino acid (A, S, T, C, and occasionally V and G) (PMID: 30054468). NatA also exists in a monomeric state and can post-translationally acetylate acidic N-termini residues (D-, E-). NatB and NatC acetylate N-terminal methionine with further specificity determined by the identity of the second amino acid.  N-acetylated amino acids, such as N-acetylglutamate can be released by an N-acylpeptide hydrolase from peptides generated by proteolytic degradation (PMID: 16465618). In addition to the NAT enzymes and protein-based acetylation, N-acetylation of free glutamic acid can also occur. In particular, N-Acetyl-L-glutamic acid can be biosynthesized from glutamate and acetylornithine by ornithine acetyltransferase, and from glutamic acid and acetyl-CoA by the enzyme known as N-acetylglutamate synthase. N-Acetyl-L-glutamic acid is the first intermediate involved in the biosynthesis of arginine in prokaryotes and simple eukaryotes and a regulator of the urea cycle in vertebrates. In vertebrates, N-acetylglutamic acid is the allosteric activator molecule to mitochondrial carbamyl phosphate synthetase I (CPSI) which is the first enzyme in the urea cycle. It triggers the production of the first urea cycle intermediate, a compound known as carbamyl phosphate. Notably the CPSI enzyme is inactive when N-acetylglutamic acid is not present. A deficiency in N-acetyl glutamate synthase or a genetic mutation in the gene coding for the enzyme will lead to urea cycle failure in which ammonia is not converted to urea, but rather accumulated in the blood leading to the condition called Type I hyperammonemia. Excessive amounts N-acetyl amino acids can be detected in the urine with individuals with aminoacylase I deficiency, a genetic disorder (PMID: 16465618). These include N-acetylalanine (as well as N-acetylserine, N-acetylglutamine, N-acetylglutamate, N-acetylglycine, N-acetylmethionine and smaller amounts of N-acetylthreonine, N-acetylleucine, N-acetylvaline and N-acetylisoleucine. Aminoacylase I is a soluble homodimeric zinc binding enzyme that catalyzes the formation of free aliphatic amino acids from N-acetylated precursors. In humans, Aminoacylase I is encoded by the aminoacylase 1 gene (ACY1) on chromosome 3p21 that consists of 15 exons (OMIM 609924). Individuals with aminoacylase I deficiency will experience convulsions, hearing loss and difficulty feeding (PMID: 16465618). ACY1 can also catalyze the reverse reaction, the synthesis of acetylated amino acids. Many N-acetylamino acids are classified as uremic toxins if present in high abundance in the serum or plasma (PMID: 26317986; PMID: 20613759). Uremic toxins are a diverse group of endogenously produced molecules that, if not properly cleared or eliminated by the kidneys, can cause kidney damage, cardiovascular disease and neurological deficits (PMID: 18287557).	1188-37-0		CC(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-]	C7H11NO5	InChI=1S/C7H11NO5/c1-4(9)8-5(7(12)13)2-3-6(10)11/h5H,2-3H2,1H3,(H,8,9)(H,10,11)(H,12,13)/t5-/m0/s1	RFMMMVDNIPUKGG-YFKPBYRVSA-N	189.0637225	CHEBI:44337	HMDB0001138	
BASm0002146	(1R,2S)-1,2-dihydronaphthalene-1,2-diol			Expected Solid	O[C@@H]1c2ccccc2C=C[C@@H]1O	C10H10O2	InChI=1S/C10H10O2/c11-9-6-5-7-3-1-2-4-8(7)10(9)12/h1-6,9-12H/t9-,10+/m0/s1	QPUHWUSUBHNZCG-VHSXEESVSA-N	162.0680796	CHEBI:44343		MMDBc0054022
BASm0002147	N-ethylsuccinimide	N-ethylsuccinimide is a member of the chemical class known as Pyrrolidones. These are compounds containing a pyrrolidine ring which bears a ketone. It is a product of the reduction of of N-ethylmaleimide (NEM) by N-ethylmaleimide reductase.	2314-78-5		CCN1C(=O)CCC1=O	C6H9NO2	InChI=1S/C6H9NO2/c1-2-7-5(8)3-4-6(7)9/h2-4H2,1H3	GHAZCVNUKKZTLG-UHFFFAOYSA-N	127.0633285	CHEBI:44348		MMDBc0030166
BASm0002148	2-iminopropanoate				CC(=[NH2+])C(=O)[O-]	C3H5NO2	InChI=1S/C3H5NO2/c1-2(4)3(5)6/h4H,1H3,(H,5,6)	DUAWRLXHCUAWMK-UHFFFAOYSA-N	87.03202841	CHEBI:44400	HMDB0245175	
BASm0002149	hydroxyurea	Hydroxyurea is only found in individuals that have used or taken this drug. It is an antineoplastic agent that inhibits DNA synthesis through the inhibition of ribonucleoside diphosphate reductase. [PubChem]Hydroxyurea is converted to a free radical nitroxide (NO) in vivo, and transported by diffusion into cells where it quenches the tyrosyl free radical at the active site of the M2 protein subunit of ribonucleotide reductase, inactivating the enzyme. The entire replicase complex, including ribonucleotide reductase, is inactivated and DNA synthesis is selectively inhibited, producing cell death in S phase and synchronization of the fraction of cells that survive. Repair of DNA damaged by chemicals or irradiation is also inhibited by hydroxyurea, offering potential synergy between hydroxyurea and radiation or alkylating agents. Hydroxyurea also increases the level of fetal hemoglobin, leading to a reduction in the incidence of vasoocclusive crises in sickle cell anemia. Levels of fetal hemoglobin increase in response to activation of soluble guanylyl cyclase (sGC) by hydroxyurea-derived NO.	127-07-1		NC(=O)NO	CH4N2O2	InChI=1S/CH4N2O2/c2-1(4)3-5/h5H,(H3,2,3,4)	VSNHCAURESNICA-UHFFFAOYSA-N	76.02727738	CHEBI:44423	HMDB0015140	
BASm0002150	N-ethylmaleimide				CCN1C(=O)C=CC1=O	C6H7NO2	InChI=1S/C6H7NO2/c1-2-7-5(8)3-4-6(7)9/h3-4H,2H2,1H3	HDFGOPSGAURCEO-UHFFFAOYSA-N	125.0476785	CHEBI:44485	HMDB0255137	
BASm0002151	all-trans-4-oxoretinol	4-oxo-retinol, a metabolite of retinol synthesized in mouse embryonal carcinoma F9 cells,is active in inducing differentiation of these cells. It also functions as a ligand of retinoic acid receptors and a transcriptional activator of reporter. genes.[PMID: 9110564]. 4-Oxoretinol is a metabolite of retinol in the human promyelocytic leukemia cell line NB4 which induces cell growth arrest and granulocytic differentiation.[PMID: 9581846].	62702-55-0		C\C(=C/CO)\C=C\C=C(/C)\C=C\C1=C(C)C(=O)CCC1(C)C	C20H28O2	InChI=1S/C20H28O2/c1-15(7-6-8-16(2)12-14-21)9-10-18-17(3)19(22)11-13-20(18,4)5/h6-10,12,21H,11,13-14H2,1-5H3/b8-6+,10-9+,15-7+,16-12+	PLIUCYCUYQIBDZ-RMWYGNQTSA-N	300.2089301	CHEBI:44597	HMDB0012329	
BASm0002152	(2R,4S)-2-methyltetrahydrofuran-2,3,3,4-tetrol			solid	[H][C@]1(O)CO[C@@](C)(O)C1(O)O	C5H10O5	InChI=1S/C5H10O5/c1-4(7)5(8,9)3(6)2-10-4/h3,6-9H,2H2,1H3/t3-,4+/m0/s1	BVIYGXUQVXBHQS-IUYQGCFVSA-N	150.0528234	CHEBI:44800		
BASm0002153	1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine	Platelet-activating factor, also known as PAF and PC(O-16:0/2:0), is a ubiquitous, potent phospholipid activator and mediator of inflammation that has an important role in the pathogenesis of inflammatory disorders and cardiovascular disease. PAF is able to cause platelet aggregation and anaphylaxis. PAF is synthesized continuously in low quantities in many different types of cells, but especially those involved in host defence, such as macrophages, monocytes, granulocytes, neutrophils, platelets, and endothelial cells. Platelet-activating factor receptor (PAFR) is a G-protein coupled receptor (GPCR) located on the cell membranes of a variety of cells. Once bound to its receptor, PAF mobilizes calcium and activates a wide range of signalling pathways (e.g. phospholipase C-mediated signalling (PMID: 26616844).	74389-68-7		CCCCCCCCCCCCCCCCOC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(C)=O	C26H54NO7P	InChI=1S/C26H54NO7P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-21-31-23-26(34-25(2)28)24-33-35(29,30)32-22-20-27(3,4)5/h26H,6-24H2,1-5H3/t26-/m1/s1	HVAUUPRFYPCOCA-AREMUKBSSA-N	523.3637896	CHEBI:44811	HMDB0062195	
BASm0002154	6-hydroxymethyl-7,8-dihydropterin	2-amino-6-(hydroxymethyl)-7,8-dihydropteridin-4-ol, also known as hmdp cpd, belongs to pterins and derivatives class of compounds. Those are polycyclic aromatic compounds containing a pterin moiety, which consist of a pteridine ring bearing a ketone and an amine group to form 2-aminopteridin-4(3H)-one. 2-amino-6-(hydroxymethyl)-7,8-dihydropteridin-4-ol is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 2-amino-6-(hydroxymethyl)-7,8-dihydropteridin-4-ol can be found in a number of food items such as cardoon, sunburst squash (pattypan squash), climbing bean, and fenugreek, which makes 2-amino-6-(hydroxymethyl)-7,8-dihydropteridin-4-ol a potential biomarker for the consumption of these food products. 2-amino-6-(hydroxymethyl)-7,8-dihydropteridin-4-ol exists in E.coli (prokaryote) and yeast (eukaryote).			Nc1nc2c(c(=O)[nH]1)N=C(CO)CN2	C7H9N5O2	InChI=1S/C7H9N5O2/c8-7-11-5-4(6(14)12-7)10-3(2-13)1-9-5/h13H,1-2H2,(H4,8,9,11,12,14)	CQQNNQTXUGLUEV-UHFFFAOYSA-N	195.0756246	CHEBI:44841	HMDB0304227	
BASm0002155	3-hexadecanoyl-sn-glycero-1-phospho-(1'-sn-glycerol)			solid	CCCCCCCCCCCCCCCC(=O)OC[C@H](O)COP(=O)([O-])OC[C@@H](O)CO	C22H44O9P	InChI=1S/C22H45O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-22(26)29-17-21(25)19-31-32(27,28)30-18-20(24)16-23/h20-21,23-25H,2-19H2,1H3,(H,27,28)/p-1/t20-,21-/m0/s1	BVJSKAUUFXBDOB-SFTDATJTSA-M	483.2722945	CHEBI:44859		
BASm0002156	dioxidophosphate			Expected Solid	O=P[O-]	O2P	InChI=1S/HO2P/c1-3-2/h(H,1,2)/p-1	GQZXNSPRSGFJLY-UHFFFAOYSA-M	62.96359076	CHEBI:44951		MMDBc0054720
BASm0002157	7-cyano-7-deazaguanine	7-cyano-7-carbaguanine is a member of the chemical class known as Pyrrolopyrimidines. These are compounds containing a pyrrolopyrimidine moiety, which consists of a pyrrole ring fused to a pyrimidine. This compound is involved in queuosine biosynthesis.		Expected Solid	N#Cc1c[nH]c2nc(N)[nH]c(=O)c12	C7H5N5O	InChI=1S/C7H5N5O/c8-1-3-2-10-5-4(3)6(13)12-7(9)11-5/h2H,(H4,9,10,11,12,13)	FMKSMYDYKXQYRV-UHFFFAOYSA-N	175.0494098	CHEBI:45075		MMDBc0030136
BASm0002158	pyridine 3-methanol				OCc1cccnc1	C6H7NO	InChI=1S/C6H7NO/c8-5-6-2-1-3-7-4-6/h1-4,8H,5H2	MVQVNTPHUGQQHK-UHFFFAOYSA-N	109.0527639	CHEBI:45213	HMDB0245980	
BASm0002159	1,2-ditetradecanoyl-sn-glycero-3-phosphocholine	PC(14:0/14:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/14:0), in particular, consists of two chains of myristic acid at the C-1 and C-2 positions. The myristic acid moieties are derived from nutmeg and butter. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	18194-24-6		CCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC	C36H72NO8P	InChI=1S/C36H72NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37(3,4)5)45-36(39)29-27-25-23-21-19-17-15-13-11-9-7-2/h34H,6-33H2,1-5H3/t34-/m1/s1	CITHEXJVPOWHKC-UUWRZZSWSA-N	677.4995548	CHEBI:45240	HMDB0007866	
BASm0002160	pyrazinamide	Pyrazinamide is only found in individuals that have used or taken this drug. It is a pyrazine that is used therapeutically as an antitubercular agent.Pyrazinamide is an important sterilizing prodrug that shortens tuberculosis (TB) therapy. However, the mechanism of action of pyrazinamide is poorly understood because of its unusual properties. In literature it has been written that the pyrazinoic acid (POA), the active moiety of pyrazinamide, disrupted membrane energetics and inhibited membrane transport function at acid pH in <i>Mycobacterium tuberculosis</i>. The antimycobacterial activity appears to partly depend on conversion of the drug to POA. Susceptible strains of <i>M. tuberculosis</i> produce pyrazinamidase, an enzyme that deaminates pyrazinamide to POA, and the vitro susceptibility of a given strain of the organism appears to correspond to its pyrazinamidase activity. Experimental evidence suggests that pyrazinamide diffuses into <i>M. tuberculosis</i> in a passive manner, is converted into POA by pyrazinamidase, and because of an inefficient efflux system, accumulates in huge amounts in the bacterial cytoplasm. The accumulation of POA lowers the intracellular pH to a suboptimal level that is likely to inactivate a vital target enzyme such as fatty acid synthase. Recent studies (2007) demonstrated that pyrazinamide and its analogs inhibit the activity of purified FAS I.	98-96-4		NC(=O)c1cnccn1	C5H5N3O	InChI=1S/C5H5N3O/c6-5(9)4-3-7-1-2-8-4/h1-3H,(H2,6,9)	IPEHBUMCGVEMRF-UHFFFAOYSA-N	123.0432618	CHEBI:45285	HMDB0014483	
BASm0002161	hexadecane	Hexadecane, also known as cetan or CH3-[CH2]14-CH3, belongs to the class of organic compounds known as alkanes. These are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Thus, hexadecane is considered to be a hydrocarbon lipid molecule. A straight-chain alkane with 16 carbon atoms. Hexadecane is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Hexadecane is an alkane tasting compound. Hexadecane is found, on average, in the highest concentration within black walnuts. Hexadecane has also been detected, but not quantified, in several different foods, such as allspices, cucumbers, tea, orange bell peppers, and herbs and spices. This could make hexadecane a potential biomarker for the consumption of these foods. Hexadecane, with regard to humans, has been linked to the inborn metabolic disorder celiac disease.	544-76-3		CCCCCCCCCCCCCCCC	C16H34	InChI=1S/C16H34/c1-3-5-7-9-11-13-15-16-14-12-10-8-6-4-2/h3-16H2,1-2H3	DCAYPVUWAIABOU-UHFFFAOYSA-N	226.2660511	CHEBI:45296	HMDB0033792	
BASm0002162	(R)-styrene oxide		20780-53-4	solid	C1O[C@@H]1C1=CC=CC=C1	C8H8O	InChI=1S/C8H8O/c1-2-4-7(5-3-1)8-6-9-8/h1-5,8H,6H2/t8-/m0/s1	AWMVMTVKBNGEAK-QMMMGPOBSA-N	120.0575149	CHEBI:45389		
BASm0002163	propanamide	UL			CCC(O)=N	C3H7NO	InChI=1S/C3H7NO/c1-2-3(4)5/h2H2,1H3,(H2,4,5)	QLNJFJADRCOGBJ-UHFFFAOYSA-N	73.05276385	CHEBI:45422	HMDB0062149	
BASm0002164	13-cis-retinol	13-cis Retinol is a retinoid inapplicable to the visual processes, and therefore it could be an important catabolic metabolite and its biosynthesis could be part of a process involved in regulating 11-cis-retinol concentrations within the retinal pigment epithelium of 11-cis-retinol dehydrogenase. 13-cis Retinol accumulates as a consequence of reduced 11-cis-retinol oxidation capacity. Reduced 11-cis-retinol oxidation occurs in 11-cis-Retinol dehydrogenase deficiency. Mutations in the 11-cis-retinol dehydrogenase gene in humans have been associated with fundus albipunctatus (delayed dark adaptation and punctata are typical symptoms of this human hereditary ocular disease). (PMID: 10825191).	2052-63-3	Solid	C\C(=C\CO)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C	C20H30O	InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6+,12-11+,16-8+,17-13-	FPIPGXGPPPQFEQ-HWCYFHEPSA-N	286.2296656	CHEBI:45479	HMDB0006221	
BASm0002165	13-cis-retinal	13-cis-Retinal is a naturally occurring retinoid. Retinoids are vitamin A analogs that have profound biological activities. Several retinoids have been reported to have antiinflammatory activity in certain animal models of arthritis, such as adjuvant-induced and streptococcal cell wall-induced arthritis in rats. Some retinoids also have been shown to possess antiinftammatory activity in man by their ability to modulate inflammatory diseases of the skin. It has been reported, for example, that retinoid treatment can inhibit neutrophil accumulation in cutaneous disorders such as psoriasis. (PMID:2123476).	472-86-6	Solid	C\C(\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C)=C\C=O	C20H28O	InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3/b9-6+,12-11+,16-8+,17-13-	NCYCYZXNIZJOKI-HWCYFHEPSA-N	284.2140155	CHEBI:45487	HMDB0006220	
BASm0002166	(R)-1-phenylethanol			Expected Solid	C[C@@H](O)c1ccccc1	C8H10O	InChI=1S/C8H10O/c1-7(9)8-5-3-2-4-6-8/h2-7,9H,1H3/t7-/m1/s1	WAPNOHKVXSQRPX-SSDOTTSWSA-N	122.0731649	CHEBI:45616		MMDBc0054088
BASm0002167	trans-resveratrol	Resveratrol is a polyphenolic phytoalexin. It is also classified as a stilbenoid, a derivate of stilbene, and is produced in plants with the help of the enzyme stilbene synthase. The levels of resveratrol found in food vary greatly. Red wine contains between 0.2 and 5.8 mg/L depending on the grape variety, while white wine has much less. The reason for this difference is that red wine is fermented with grape skins, allowing the wine to absorb the resveratrol, whereas white wine is fermented after the skin has been removed. Resveratrol is also sold as a nutritional supplement. A number of beneficial health effects, such as anti-cancer, antiviral, neuroprotective, anti-aging, anti-inflammatory, and life-prolonging effects have been reported for resveratrol. The fact that resveratrol is found in the skin of red grapes and as a constituent of red wine may explain the "French paradox". This paradox is based on the observation that the incidence of coronary heart disease is relatively low in southern France despite high dietary intake of saturated fats. Resveratrol is thought to achieve these cardioprotective effects by a number of different routes: (1) inhibition of vascular cell adhesion molecule expression; (2) inhibition of vascular smooth muscle cell proliferation; (3) stimulation of endothelial nitric oxide synthase (eNOS) activity; (4) inhibition of platelet aggregation; and (5) inhibition of LDL peroxidation (PMID: 17875315, 14676260, 9678525). Resveratrol is a biomarker for the consumption of grapes and raisins.	501-36-0		Oc1ccc(/C=C/c2cc(O)cc(O)c2)cc1	C14H12O3	InChI=1S/C14H12O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h1-9,15-17H/b2-1+	LUKBXSAWLPMMSZ-OWOJBTEDSA-N	228.0786442	CHEBI:45713	HMDB0003747	
BASm0002168	spermine	Spermine, also known as gerontine or musculamine, belongs to the class of organic compounds known as dialkylamines. These are organic compounds containing a dialkylamine group, characterized by two alkyl groups bonded to the amino nitrogen. The resultin N-carbamoylputrescine is acted on by a hydrolase to split off urea group, leaving putrescine. The precursor for synthesis of spermine is the amino acid ornithine. The intermediate is spermidine. Spermine is a drug. Spermine exists in all living species, ranging from bacteria to humans. 5'-methylthioadenosine and spermine can be biosynthesized from S-adenosylmethioninamine and spermidine through its interaction with the enzyme spermine synthase. Another pathway in plants starts with decarboxylation of L-arginine to produce agmatine. In humans, spermine is involved in spermidine and spermine biosynthesis. Outside of the human body, spermine is found, on average, in the highest concentration in oats. Spermine has also been detected, but not quantified in several different foods, such as sapodilla, mexican groundcherries, cloves, sourdocks, and sunflowers. This could make spermine a potential biomarker for the consumption of these foods. This decarboxylation gives putrescine. The name spermin was first used by the German chemists Ladenburg and Abel in 1888, and the correct structure of spermine was not finally established until 1926, simultaneously in England (by Dudley, Rosenheim, and Starling) and Germany (by Wrede et al.). In one pathway L-glutamine is the precursor to L-ornithine, after which the synthesis of spermine from L-ornithine follows the same pathway as in animals. Spermine is a potentially toxic compound.	71-44-3	Solid	[NH3+]CCC[NH2+]CCCC[NH2+]CCC[NH3+]	C10H26N4	InChI=1S/C10H26N4/c11-5-3-9-13-7-1-2-8-14-10-4-6-12/h13-14H,1-12H2	PFNFFQXMRSDOHW-UHFFFAOYSA-N	202.2157469	CHEBI:45725	HMDB0001256	
BASm0002170	N-octanoylsphing-4-enine				CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCCCC	C26H51NO3	InChI=1S/C26H51NO3/c1-3-5-7-9-10-11-12-13-14-15-16-18-19-21-25(29)24(23-28)27-26(30)22-20-17-8-6-4-2/h19,21,24-25,28-29H,3-18,20,22-23H2,1-2H3,(H,27,30)	APDLCSPGWPLYEQ-UHFFFAOYSA-N	425.3868945	CHEBI:45815	HMDB0249519	
BASm0002171	paclitaxel	A cyclodecane isolated from the bark of the Pacific yew tree, TAXUS brevifolia. It stabilizes microtubules in their polymerized form leading to cell death. [PubChem] ABI-007 (Abraxane) is the latest attempt to improve upon paclitaxel, one of the leading chemotherapy treatments. Both drugs contain the same active agent, but Abraxane is delivered by a nanoparticle technology that binds to albumin, a natural protein, rather than the toxic solvent known as Cremophor. It is thought that delivering paclitaxel with this technology will cause fewer hypersensitivity reactions and possibly lead to greater drug uptake in tumors.	33069-62-4	Solid	CC(=O)O[C@H]1C(=O)[C@@]2(C)[C@H]([C@H](OC(=O)c3ccccc3)[C@]3(O)C[C@H](OC(=O)[C@H](O)[C@@H](NC(=O)c4ccccc4)c4ccccc4)C(C)=C1C3(C)C)[C@]1(OC(C)=O)CO[C@@H]1C[C@@H]2O	C47H51NO14	InChI=1S/C47H51NO14/c1-25-31(60-43(56)36(52)35(28-16-10-7-11-17-28)48-41(54)29-18-12-8-13-19-29)23-47(57)40(61-42(55)30-20-14-9-15-21-30)38-45(6,32(51)22-33-46(38,24-58-33)62-27(3)50)39(53)37(59-26(2)49)34(25)44(47,4)5/h7-21,31-33,35-38,40,51-52,57H,22-24H2,1-6H3,(H,48,54)/t31-,32-,33+,35-,36+,37+,38-,40-,45+,46-,47+/m0/s1	RCINICONZNJXQF-MZXODVADSA-N	853.3309553	CHEBI:45863	HMDB0015360	
BASm0002172	tert-butanol	2-Methylpropan-2-ol is found in ginger. tert-Butanol, or 2-methyl-2-propanol (colourless liquid or white solid, depending on the ambient temperature), is the simplest tertiary alcohol. It is one of the four isomers of butanol. tert-Butanol is a clear liquid with a camphor-like odor. It is very soluble in water and miscible with ethanol and diethyl ether. It is unique among the isomers of butanol because it tends to be a solid at room temperature, with a melting point slightly above 25C. (Wikipedia	75-65-0		CC(C)(C)O	C4H10O	InChI=1S/C4H10O/c1-4(2,3)5/h5H,1-3H3	DKGAVHZHDRPRBM-UHFFFAOYSA-N	74.07316494	CHEBI:45895	HMDB0031456	
BASm0002173	D-threonate			Expected Solid	O=C([O-])[C@@H](O)[C@H](O)CO	C4H7O5	InChI=1S/C4H8O5/c5-1-2(6)3(7)4(8)9/h2-3,5-7H,1H2,(H,8,9)/p-1/t2-,3+/m1/s1	JPIJQSOTBSSVTP-GBXIJSLDSA-M	135.0293483	CHEBI:45912		MMDBc0054441
BASm0002174	trioctadecanoylglycerol	TG(18:0/18:0/18:0) is a tristearic acid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid tri-esters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(18:0/18:0/18:0), in particular, consists of one chain of stearic acid at the C-1 position, one chain of stearic acid at the C-2 position and one chain of stearic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.			[H]C(COC(=O)CCCCCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C57H110O6	InChI=1S/C57H110O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-55(58)61-52-54(63-57(60)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)53-62-56(59)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h54H,4-53H2,1-3H3	DCXXMTOCNZCJGO-UHFFFAOYSA-N	890.8302413	CHEBI:45956	HMDB0005393	
BASm0002175	tetramethylammonium		51-92-3	solid	C[N+](C)(C)C	C4H12N	InChI=1S/C4H12N/c1-5(2,3)4/h1-4H3/q+1	QEMXHQIAXOOASZ-UHFFFAOYSA-N	74.09697439	CHEBI:46020		
BASm0002176	2,4,6-trinitrotoluene				CC1=C(C=C(C=C1[N+]([O-])=O)[N+]([O-])=O)[N+]([O-])=O	C7H5N3O6	InChI=1S/C7H5N3O6/c1-4-6(9(13)14)2-5(8(11)12)3-7(4)10(15)16/h2-3H,1H3	SPSSULHKWOKEEL-UHFFFAOYSA-N	227.0178349	CHEBI:46053	HMDB0245483	
BASm0002177	fluconazole	Fluconazole is only found in individuals that have used or taken this drug. It is a triazole antifungal agent that is used to treat oropharyngeal candidiasis and cryptococcal meningitis in AIDS. [PubChem]Fluconazole interacts with 14-&alpha; demethylase, a cytochrome P-450 enzyme necessary to convert lanosterol to ergosterol. As ergosterol is an essential component of the fungal cell membrane, inhibition of its synthesis results in increased cellular permeability causing leakage of cellular contents. Fluconazole may also inhibit endogenous respiration, interact with membrane phospholipids, inhibit the transformation of yeasts to mycelial forms, inhibit purine uptake, and impair triglyceride and/or phospholipid biosynthesis.	86386-73-4		OC(CN1C=NC=N1)(CN1C=NC=N1)C1=C(F)C=C(F)C=C1	C13H12F2N6O	InChI=1S/C13H12F2N6O/c14-10-1-2-11(12(15)3-10)13(22,4-20-8-16-6-18-20)5-21-9-17-7-19-21/h1-3,6-9,22H,4-5H2	RFHAOTPXVQNOHP-UHFFFAOYSA-N	306.1040654	CHEBI:46081	HMDB0014342	
BASm0002178	undecanal	Undecanal, also known as undecyl aldehyde, belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms. Thus, undecanal is considered to be a fatty aldehyde lipid molecule. Undecanal is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Undecanal is a sweet, aldehydic, and citrus tasting compound. Undecanal is found, on average, in the highest concentration within corianders. Undecanal has also been detected, but not quantified, in several different foods, such as lemons, sweet basils, rocket salad (ssp.), corns, and citrus. This could make undecanal a potential biomarker for the consumption of these foods. Found in many essential oils, e.g. Citrus subspecies and oval kumquat Fortunella marginata.	112-44-7		CCCCCCCCCCC=O	C11H22O	InChI=1S/C11H22O/c1-2-3-4-5-6-7-8-9-10-11-12/h11H,2-10H2,1H3	KMPQYAYAQWNLME-UHFFFAOYSA-N	170.1670653	CHEBI:46202	HMDB0030941	
BASm0002179	ubiquinone-10	Coenzyme Q10 (ubiquinone) is a naturally occurring compound widely distributed in animal organisms and in humans. The primary compounds involved in the biosynthesis of ubiquinone are 4-hydroxybenzoate and the polyprenyl chain. An essential role of coenzyme Q10 is as an electron carrier in the mitochondrial respiratory chain. Moreover, coenzyme Q10 is one of the most important lipophilic antioxidants, preventing the generation of free radicals as well as oxidative modifications of proteins, lipids, and DNA, it and can also regenerate the other powerful lipophilic antioxidant, alpha-tocopherol. Antioxidant action is a property of the reduced form of coenzyme Q10, ubiquinol (CoQ10H2), and the ubisemiquinone radical (CoQ10H*). Paradoxically, independently of the known antioxidant properties of coenzyme Q10, the ubisemiquinone radical anion (CoQ10-) possesses prooxidative properties. Decreased levels of coenzyme Q10 in humans are observed in many pathologies (e.g. cardiac disorders, neurodegenerative diseases, AIDS, cancer) associated with intensive generation of free radicals and their action on cells and tissues. In these cases, treatment involves pharmaceutical supplementation or increased consumption of coenzyme Q10 with meals as well as treatment with suitable chemical compounds (i.e. folic acid or B-group vitamins) which significantly increase ubiquinone biosynthesis in the organism. Estimation of coenzyme Q10 deficiency and efficiency of its supplementation requires a determination of ubiquinone levels in the organism. Therefore, highly selective and sensitive methods must be applied, such as HPLC with UV or coulometric detection. For a number of years, coenzyme Q (CoQ10 in humans) was known for its key role in mitochondrial bioenergetics; later studies demonstrated its presence in other subcellular fractions and in plasma, and extensively investigated its antioxidant role. These two functions constitute the basis on which research supporting the clinical use of CoQ10 is founded. Also at the inner mitochondrial membrane level, coenzyme Q is recognized as an obligatory co-factor for the function of uncoupling proteins and a modulator of the transition pore. Furthermore, recent data reveal that CoQ10 affects expression of genes involved in human cell signalling, metabolism, and transport and some of the effects of exogenously administered CoQ10 may be due to this property. Coenzyme Q is the only lipid soluble antioxidant synthesized endogenously. In its reduced form, CoQH2, ubiquinol, inhibits protein and DNA oxidation but it is the effect on lipid peroxidation that has been most deeply studied. Ubiquinol inhibits the peroxidation of cell membrane lipids and also that of lipoprotein lipids present in the circulation. Dietary supplementation with CoQ10 results in increased levels of ubiquinol-10 within circulating lipoproteins and increased resistance of human low-density lipoproteins to the initiation of lipid peroxidation. Moreover, CoQ10 has a direct anti-atherogenic effect, which has been demonstrated in apolipoprotein E-deficient mice fed with a high-fat diet. (PMID: 15928598, 17914161).	303-98-0		COC1=C(OC)C(=O)C(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)=C(C)C1=O	C59H90O4	InChI=1S/C59H90O4/c1-44(2)24-15-25-45(3)26-16-27-46(4)28-17-29-47(5)30-18-31-48(6)32-19-33-49(7)34-20-35-50(8)36-21-37-51(9)38-22-39-52(10)40-23-41-53(11)42-43-55-54(12)56(60)58(62-13)59(63-14)57(55)61/h24,26,28,30,32,34,36,38,40,42H,15-23,25,27,29,31,33,35,37,39,41,43H2,1-14H3/b45-26+,46-28+,47-30+,48-32+,49-34+,50-36+,51-38+,52-40+,53-42+	ACTIUHUUMQJHFO-UPTCCGCDSA-N	862.6839114	CHEBI:46245	HMDB0001072	
BASm0002180	5,6-diaminouracil			Expected Solid	Nc1[nH]c(=O)[nH]c(=O)c1N	C4H6N4O2	InChI=1S/C4H6N4O2/c5-1-2(6)7-4(10)8-3(1)9/h5H2,(H4,6,7,8,9,10)	BBTNLADSUVOPPN-UHFFFAOYSA-N	142.0490755	CHEBI:46252		MMDBc0054286
BASm0002181	UTP	Uridine triphosphate, also known as 5'-UTP or UTP, belongs to the class of organic compounds known as pyrimidine ribonucleoside triphosphates. These are pyrimidine ribobucleotides with triphosphate group linked to the ribose moiety. More specifically, UTP is a pyrimidine nucleoside triphosphate, consisting of the organic base uracil linked to the 1′ carbon of the ribose sugar, and esterified with tri-phosphoric acid at the 5′ position. Uridine triphosphate exists in all living species, ranging from bacteria to plants to humans. The main role of UTP is as substrate for the synthesis of RNA during transcription. UTP is the precursor for the production of CTP via the enzyme known as CTP Synthetase. UTP can be biosynthesized from UDP by the enzyme known as nucleoside diphosphate kinase by using phosphate group from ATP. UTP also has the role of a source of energy or an activator of substrates in a variety of metabolic reactions. For instance UTP can be used to activate Glucose-1-phosphate, leading to the formation of UDP-glucose and inorganic phosphate. The resulting UDP-glucose can be used in the synthesis of glycogen. UTP is also used in the metabolism of galactose, where the activated form of galactose, called UDP-galactose can be converted to UDP-glucose. UDP-glucuronate, another product of UTP reacting with glucuronic acid, is a sugar used in the creation of polysaccharides and is an intermediate in the biosynthesis of ascorbic acid (except in primates and guinea pigs).	63-39-8	Solid	O=c1ccn([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])[C@@H](O)[C@H]2O)c(=O)[nH]1	C9H15N2O15P3	InChI=1S/C9H15N2O15P3/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1	PGAVKCOVUIYSFO-XVFCMESISA-N	483.9685274	CHEBI:46398	HMDB0000285	
BASm0002182	tungstate			Expected Solid	O=[W](=O)([O-])[O-]	O4W	InChI=1S/4O.W/q;;2*-1;	PBYZMCDFOULPGH-UHFFFAOYSA-N	247.931687	CHEBI:46502		MMDBc0056392
BASm0002183	ethanethiol				CCS	C2H6S	InChI=1S/C2H6S/c1-2-3/h3H,2H2,1H3	DNJIEGIFACGWOD-UHFFFAOYSA-N	62.01902088	CHEBI:46511	HMDB0252004	
BASm0002184	cis-zeatin	Zeatin belongs to the class of organic compounds known as 6-alkylaminopurines. 6-Alkylaminopurines are compounds that contain an alkylamine group attached at the 6-position of a purine. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring. Zeatin is a cytokinin (plant growth hormone) derived from the purine adenine, which occurs in the form of a cis- and a trans-isomer and conjugates. Zeatin was first discovered in immature corn kernels from the genus Zea. Zeatin has also been detected, but not quantified in several different foods, such as figs, rowanberries, red raspberries, garlic, and tree ferns. Zeatin has also been shown to promote the resistance of tobacco against the bacterial pathogen Pseudomonas syringae, in which trans-zeatin has a more prominent effect than cis-zeatin. Zeatin has several anti-ageing effects on human skin fibroblasts. It promotes the growth of lateral buds and, when sprayed on meristems, stimulates cell division to produce bushier plants. Zeatin and its derivatives occur in many plant extracts and are the active ingredient in coconut milk, which causes plant growth. 	1637-39-4		C\C(CO)=C\CNC1=C2N=CN=C2N=CN1	C10H13N5O	InChI=1S/C10H13N5O/c1-7(4-16)2-3-11-9-8-10(13-5-12-8)15-6-14-9/h2,5-6,16H,3-4H2,1H3,(H2,11,12,13,14,15)/b7-2-	UZKQTCBAMSWPJD-UQCOIBPSSA-N	219.1120101	CHEBI:46570	HMDB0012204	
BASm0002185	isobutanol	Isobutanol is an aliphatic alcohol. Isobutanol is a colorless, flammable, organic compound with a characteristic smell. Isobutanol is widely used in industry, as a solvent in chemical reactions, as well as being a useful starting material for organic synthesis. Isobutanol is a flammable liquid that should be stored and used in well-ventilated areas. It is moderately irritating to the skin and greatly irritating to the eyes, mucous membranes and respiratory tract. Exposure to high concentrations of its vapour can cause temporary narcosis. Isobutanol is occasionally found as a volatile component of urine and arises from gut microbial metabolism. Isobutanol is used as one of the markers to measure occupational exposure to a mixture of solvents. Aliphatic alcohols levels increase in both diabetes mellitus and insulin-dependent diabetes patients. (PMID:5556886, 2477620, 9143482, 7627316, 2288731). Isobutanol is a microbial metabolite found in Clostridium, Cupriavidus, Escherichia, Geobacillus, Saccharomyces and Synechococcus (PMID:19946322).	78-83-1		CC(C)CO	C4H10O	InChI=1S/C4H10O/c1-4(2)3-5/h4-5H,3H2,1-2H3	ZXEKIIBDNHEJCQ-UHFFFAOYSA-N	74.07316494	CHEBI:46645	HMDB0006006	
BASm0002186	(-)-geosmin	Geosmin is a contributor to cork taint or objectionable aromas in wine. It responsible for earthy or beetroot-like aromas.	19700-21-1	Solid	C[C@H]1CCC[C@@]2(C)CCCC[C@]12O	C12H22O	InChI=1S/C12H22O/c1-10-6-5-8-11(2)7-3-4-9-12(10,11)13/h10,13H,3-9H2,1-2H3/t10-,11+,12-/m0/s1	JLPUXFOGCDVKGO-TUAOUCFPSA-N	182.1670653	CHEBI:46702		
BASm0002187	(1E,4S,5E,7R)-germacra-1(10),5-dien-11-ol			Expected Solid	C/C1=C\CC[C@H](C)/C=C/[C@H](C(C)(C)O)CC1	C15H26O	InChI=1S/C15H26O/c1-12-6-5-7-13(2)9-11-14(10-8-12)15(3,4)16/h6,9,11,13-14,16H,5,7-8,10H2,1-4H3/b11-9+,12-6+/t13-,14+/m0/s1	ZVZPKUXZGROCDB-IFRRKGDKSA-N	222.1983655	CHEBI:46734		MMDBc0054767
BASm0002188	(2E,6E,10E)-geranylgeraniol			Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CO	C20H34O	InChI=1S/C20H34O/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-21/h9,11,13,15,21H,6-8,10,12,14,16H2,1-5H3/b18-11+,19-13+,20-15+	OJISWRZIEWCUBN-QIRCYJPOSA-N	290.2609657	CHEBI:46762	HMDB0174135	
BASm0002190	cholesteryl (9Z-octadecenoate)	CE(18:1(9Z)), also known as cholesteryl oleate, is an ester of cholesterol. Fatty acid esters of cholesterol constitute about two-thirds of the cholesterol in the plasma. Cholesterol is a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues, and transported in the blood plasma of all animals. The accumulation of cholesterol esters in the arterial intima (the innermost layer of an artery, in direct contact with the flowing blood) is a characteristic feature of atherosclerosis. Atherosclerosis is a disease affecting arterial blood vessels. It is a chronic inflammatory response in the walls of arteries, in large part to the deposition of lipoproteins (plasma proteins that carry cholesterol and triglycerides). Cholesteryl esters, formed by the esterification of cholesterol with long-chain fatty acids, on one hand, are the means by which cholesterol is transported through the blood by lipoproteins, on the other, the way cholesterol itself can be accumulated in the cells. (PMID: 15939411 ).	303-43-5	Expected Solid	CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4CC[C@H]([C@H](C)CCCC(C)C)[C@@]4(C)CC[C@@H]32)C1	C45H78O2	InChI=1S/C45H78O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25-43(46)47-38-30-32-44(5)37(34-38)26-27-39-41-29-28-40(36(4)24-22-23-35(2)3)45(41,6)33-31-42(39)44/h14-15,26,35-36,38-42H,7-13,16-25,27-34H2,1-6H3/b15-14-/t36-,38+,39+,40-,41+,42+,44+,45-/m1/s1	RJECHNNFRHZQKU-RMUVNZEASA-N	650.6001817	CHEBI:46898	HMDB0000918	MMDBc0048100
BASm0002191	L-ornithine	Ornithine or L-ornithine, also known as (S)-2,5-diaminopentanoic acid is a member of the class of compounds known as L-alpha-amino acids. L-alpha-amino acids are alpha amino acids which have the L-configuration of the alpha-carbon atom. L-ornithine is soluble (in water) and a moderately basic compound. Ornithine is a non-proteinogenic amino acid that plays a role in the urea cycle. It is considered to be a non-essential amino acid. A non-essential amino acid is an amino acid that can be synthesized from central metabolic pathway intermediates in humans and is not required in the diet. L-Ornithine is one of the products of the action of the enzyme arginase on L-arginine, creating urea. Therefore, ornithine is a central part of the urea cycle, which allows for the disposal of excess nitrogen. Outside the human body, L-ornithine is abundant in a number of food items such as wild rice, brazil nuts, common oregano, and common grapes. L-ornithine can be found throughout most human tissues; and in most biofluids, some of which include blood, urine, cerebrospinal fluid (CSF), sweat, saliva, and feces. L-ornithine exists in all living species, from bacteria to plants to humans. L-Ornithine is also a precursor of citrulline and arginine. In order for ornithine that is produced in the cytosol to be converted to citrulline, it must first cross the inner mitochondrial membrane into the mitochondrial matrix where it is carbamylated by the enzyme known as ornithine transcarbamylase. This transfer is mediated by the mitochondrial ornithine transporter (SLC25A15; AF112968; ORNT1). Mutations in the mitochondrial ornithine transporter result in hyperammonemia, hyperornithinemia, homocitrullinuria (HHH) syndrome, a disorder of the urea cycle (PMID: 16256388). The pathophysiology of the disease may involve diminished ornithine transport into mitochondria, resulting in ornithine accumulation in the cytoplasm and reduced ability to clear carbamoyl phosphate and ammonia loads (OMIM 838970). In humans, L-ornithine is involved in a number of other metabolic disorders, some of which include, ornithine transcarbamylase deficiency (OTC deficiency), argininemia, and guanidinoacetate methyltransferase deficiency (GAMT deficiency). Ornithine is abnormally accumulated in the body in ornithine transcarbamylase deficiency. Moreover, Ornithine is found to be associated with cystinuria, hyperdibasic aminoaciduria I, and lysinuric protein intolerance, which are inborn errors of metabolism. It has been claimed that ornithine improves athletic performance, has anabolic effects, has wound-healing effects, and is immuno-enhancing.	3184-13-2	Solid	[NH3+]CCC[C@H]([NH3+])C(=O)[O-]	C5H12N2O2	InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/t4-/m0/s1	AHLPHDHHMVZTML-BYPYZUCNSA-N	132.0898776	CHEBI:46911	HMDB0000214	
BASm0002192	3-(2,3-dihydroxyphenyl)propanoate	3-(2,3-dihydroxyphenyl)propionate is a member of the chemical class known as Catechols. These are compounds containing a 1,2-benzenediol moeity.  3-(2,3-dihydroxyphenyl)propionate is invovled in Phenylalanine metabolism, Microbial metabolism in diverse environments, and Phenylpropionic acid degradation. The compound 3-(2,3-dihydroxyphenyl)propionate (DHPP) is a common intermediate of both pathways which must be cleaved by the MhpB dioxygenase before entering into the primary cell metabolism. (PMID 19520845)		Expected Solid	O=C([O-])CCc1cccc(O)c1O	C9H9O4	InChI=1S/C9H10O4/c10-7-3-1-2-6(9(7)13)4-5-8(11)12/h1-3,10,13H,4-5H2,(H,11,12)/p-1	QZDSXQJWBGMRLU-UHFFFAOYSA-M	181.0500838	CHEBI:46951		MMDBc0029779
BASm0002193	3-(2-hydroxyphenyl)propanoate	3-(2-Hydroxyphenyl)propanoic acid is found in bilberry. 3-(2-Hydroxyphenyl)propanoic acid is found in Melilotus alba (whilte melilot).	495-78-3	Solid	O=C([O-])CCc1ccccc1O	C9H10O3	InChI=1S/C9H10O3/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-4,10H,5-6H2,(H,11,12)	CJBDUOMQLFKVQC-UHFFFAOYSA-N	166.0629942	CHEBI:46957	HMDB0033752	
BASm0002194	(-)-vetispiradiene					C15H24		WEZDOYDDKIHCLM-RBSFLKMASA-N	204.1878008	CHEBI:46971		
BASm0002195	N-(acetyl)-sphing-4-enine			Expected Solid	CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](CO)NC(C)=O	C20H39NO3	InChI=1S/C20H39NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(24)19(17-22)21-18(2)23/h15-16,19-20,22,24H,3-14,17H2,1-2H3,(H,21,23)/b16-15+/t19-,20+/m0/s1	BLTCBVOJNNKFKC-QUDYQQOWSA-N	341.2929941	CHEBI:46979		MMDBc0000792
BASm0002196	alpha-L-arabinopyanose				O[C@H]1CO[C@@H](O)[C@H](O)[C@H]1O	C5H10O5	InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3-,4+,5+/m0/s1	SRBFZHDQGSBBOR-QMKXCQHVSA-N	150.0528234	CHEBI:46987		
BASm0002197	D-arabinose			Expected Solid	[H]OC1([H])OC([H])([H])[C@@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]	C5H10O5	InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3-,4+,5?/m1/s1	SRBFZHDQGSBBOR-ZRMNMSDTSA-N	150.0528234	CHEBI:46994		MMDBc0000319
BASm0002198	beta-D-ribofuranose	Beta-D-ribofuranose is the cyclic form of D-ribose. Ribose, primarily occurring as D-ribose, is an organic compound that occurs widely in nature. It is an aldopentose, a monosaccharide containing five carbon atoms that in its acyclic form has an aldehyde functional group at one end. Typically, ribose exists in the cyclic form. It comprises the backbone of RNA, a biopolymer that is the basis of genetic transcription. It is related to deoxyribose, as found in DNA, by the removal of one hydroxy group. Once phosphorylated, ribose can become a subunit of ATP, NADH, and several other compounds that are critical to metabolism.	50-69-1		OC[C@H]1O[C@@H](O)[C@H](O)[C@@H]1O	C5H10O5	InChI=1S/C5H10O5/c6-1-2-3(7)4(8)5(9)10-2/h2-9H,1H2/t2-,3-,4-,5-/m1/s1	HMFHBZSHGGEWLO-TXICZTDVSA-N	150.0528234	CHEBI:47002		MMDBc0030146
BASm0002199	D-ribose	D-Ribose, commonly referred to as simply ribose, is a five-carbon sugar found in all living cells. Ribose is not an essential nutrient because it can be synthesized by almost every tissue in the body from other substances, such as glucose. It is vital for life as a component of DNA, RNA, ATP, ADP, and AMP. In nature, small amounts of ribose can be found in ripe fruits and vegetables. Brewer's yeast, which has a high concentration of RNA, is another rich source of ribose. D-ribose is also a component of many so-called energy drinks and anti-ageing products available on the market today. Ribose is a structural component of ATP, which is the primary energy source for exercising muscle. The adenosine component is an adenine base attached to the five-carbon sugar ribose. ATP provides energy to working muscles by releasing a phosphate group, hence becoming ADP, which in turn may release a phosphate group, then becoming AMP. During intense muscular activity, the total amount of ATP available is quickly depleted. In an effort to correct this imbalance, AMP is broken down in the muscle and secreted from the cell. Once the breakdown products of AMP are released from the cell, the energy potential (TAN pool) of the muscle is reduced and ATP must then be reformed using ribose. Ribose helps restore the level of adenine nucleotides by bypassing the rate-limiting step in the de novo (oxidative pentose phosphate) pathway, which regenerates phosphoribosyl pyrophosphate (PRPP), the essential precursor for ATP. If ribose is not readily available to a cell, glucose may be converted to ribose. Ribose supplementation has been shown to increase the rate of ATP resynthesis following intense exercise. The use of ribose in men with severe coronary artery disease resulted in improved exercise tolerance. Hence, there is interest in the potential of ribose supplements to boost muscular performance in athletic activities (PMID: 17618002, Curr Sports Med Rep. 2007 Jul;6(4):254-7.).	613-83-2	Solid	OC[C@H]1OC(O)[C@H](O)[C@@H]1O	C5H10O5	InChI=1S/C5H10O5/c6-1-2-3(7)4(8)5(9)10-2/h2-9H,1H2/t2-,3-,4-,5?/m1/s1	HMFHBZSHGGEWLO-SOOFDHNKSA-N	150.0528234	CHEBI:47013	HMDB0000283	
BASm0002200	aldehydo-D-ribose	A constituent of nucleic acids, several coenzymes and bacterial polysaccharides from Salmonellaand is also occurs in plant glycosides and free in plants. Food additive listed in the EAFUS Food Additive Database (Jan 2001). D-Ribose is found in many foods, some of which are garden tomato, garden onion, tarragon, and mung bean.	613-83-2	Solid	O=C[C@H](O)[C@H](O)[C@H](O)CO	C5H10O5	InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h1,3-5,7-10H,2H2/t3-,4+,5-/m0/s1	PYMYPHUHKUWMLA-LMVFSUKVSA-N	150.0528234	CHEBI:47014	HMDB00283	
BASm0002201	5'-chloro-5'-deoxyadenosine			Expected Solid	Nc1ncnc2c1ncn2[C@@H]1O[C@H](CCl)[C@@H](O)[C@H]1O	C10H12ClN5O3	InChI=1S/C10H12ClN5O3/c11-1-4-6(17)7(18)10(19-4)16-3-15-5-8(12)13-2-14-9(5)16/h2-4,6-7,10,17-18H,1H2,(H2,12,13,14)/t4-,6-,7-,10-/m1/s1	IYSNPOMTKFZDHZ-KQYNXXCUSA-N	285.062867	CHEBI:47133		MMDBc0054289
BASm0002202	(23S)-23,25-dihydroxycalciol		77733-16-5		C=C1CC[C@H](O)C/C1=C/C=C1\CCC[C@]2(C)[C@@H]([C@H](C)C[C@H](O)CC(C)(C)O)CC[C@@H]12	C27H44O3	InChI=1S/C27H44O3/c1-18-8-11-22(28)16-21(18)10-9-20-7-6-14-27(5)24(12-13-25(20)27)19(2)15-23(29)17-26(3,4)30/h9-10,19,22-25,28-30H,1,6-8,11-17H2,2-5H3/b20-9-,21-10-/t19-,22-,23?,24-,25?,27-/m1/s1	JVBPQHSRTHJMLM-NGASBVTNSA-N		CHEBI:47214		
BASm0002203	3-chloro-D-alanine			solid	[NH3+][C@H](CCl)C(=O)[O-]	C3H6ClNO2	InChI=1S/C3H6ClNO2/c4-1-2(5)3(6)7/h2H,1,5H2,(H,6,7)/t2-/m1/s1	ASBJGPTTYPEMLP-UWTATZPHSA-N	123.0087061	CHEBI:47291		
BASm0002204	alpha-N-dichloroacetyl-p-aminophenylserinol			Expected Solid	Nc1ccc([C@@H](O)[C@@H](CO)NC(=O)C(Cl)Cl)cc1	C11H14Cl2N2O3	InChI=1S/C11H14Cl2N2O3/c12-10(13)11(18)15-8(5-16)9(17)6-1-3-7(14)4-2-6/h1-4,8-10,16-17H,5,14H2,(H,15,18)/t8-,9-/m1/s1	BFLNGKUCFYKCFZ-RKDXNWHRSA-N	292.0381477	CHEBI:47325		MMDBc0054342
BASm0002205	tri-mu-sulfido-mu3-sulfido-triiron(0)				S1[Fe]2S[Fe]3S[Fe]1[SH]23	Fe3S4	InChI=1S/3Fe.4S	FCXHZBQOKRZXKS-UHFFFAOYSA-N		CHEBI:47402		
BASm0002206	(2S,4R)-ketoconazole	Ketoconazole is only found in individuals that have used or taken this drug. It is a broad spectrum antifungal agent used for long periods at high doses, especially in immunosuppressed patients. [PubChem]Ketoconazole interacts with 14-&alpha; demethylase, a cytochrome P-450 enzyme necessary for the conversion of lanosterol to ergosterol. This results in inhibition of ergosterol synthesis and increased fungal cellular permeability. Other mechanisms may involve the inhibition of endogenous respiration, interaction with membrane phospholipids, inhibition of yeast transformation to mycelial forms, inhibition of purine uptake, and impairment of triglyceride and/or phospholipid biosynthesis. Ketoconazole can also inhibit the synthesis of thromboxane and sterols such as aldosterone, cortisol, and testosterone.	65277-42-1	Solid	CC(=O)N1CCN(c2ccc(OC[C@@H]3CO[C@@](Cn4ccnc4)(c4ccc(Cl)cc4Cl)O3)cc2)CC1	C26H28Cl2N4O4	InChI=1S/C26H28Cl2N4O4/c1-19(33)31-10-12-32(13-11-31)21-3-5-22(6-4-21)34-15-23-16-35-26(36-23,17-30-9-8-29-18-30)24-7-2-20(27)14-25(24)28/h2-9,14,18,23H,10-13,15-17H2,1H3/t23-,26-/m1/s1	XMAYWYJOQHXEEK-ZEQKJWHPSA-N	530.1487608	CHEBI:47518	HMDB0012242	
BASm0002207	an acetyl ester				*OC(C)=O					CHEBI:47622		
BASm0002208	keto-D-tagatose	Tagatose is a functional sweetener. It is a naturally occurring monosaccharide, specifically a hexose. It is commonly found in dairy with a similar texture and sweetened capacity to sucrose but with only a third of the calories. It is approved as a food additive as a low calorie sweetener. Additionally, it is under investigation by Spherix for the treatment of obesity and type II diabetes.	87-81-0	solid	O=C(CO)[C@@H](O)[C@@H](O)[C@H](O)CO	C6H12O6	InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3,5-9,11-12H,1-2H2/t3-,5+,6-/m1/s1	BJHIKXHVCXFQLS-PQLUHFTBSA-N	180.0633881	CHEBI:47693		
BASm0002209	beta-tocopherol	beta-Tocopherol is an antioxidant which is synthesized by photosynthetic organisms and plays an important role in human and animal nutrition. beta-Tocopherols can be oxidized in dry CH2Cl2 or CH3CN by one electron to form cation radicals that deprotonate to form the neutral phenoxyl radicals, which are then immediately further oxidized by one electron to the phenoxonium cations (an ECE electrochemical mechanism, where E signifies an electron transfer and C represents a chemical step, with the electrochemical mechanism having been determined by in situ spectroscopic analysis). The phenoxonium cation of beta-tocopherol is stable for several minutes (PMID: 16771430). beta-Tocopherol has been identified in the human placenta (PMID: 32033212).	148-03-8		Cc1cc(O)c(C)c2c1O[C@](C)(CCC[C@H](C)CCC[C@H](C)CCCC(C)C)CC2	C28H48O2	InChI=1S/C28H48O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-24(6)26(29)19-23(5)27(25)30-28/h19-22,29H,8-18H2,1-7H3/t21-,22-,28-/m1/s1	WGVKWNUPNGFDFJ-DQCZWYHMSA-N	416.3654308	CHEBI:47771	HMDB0006335	
BASm0002210	delta-tocopherol	Tocopherol, or Vitamin E, is a fat-soluble vitamin in eight forms that is an important antioxidant. Vitamin E is often used in skin creams and lotions because it is believed to play a role in encouraging skin healing and reducing scarring after injuries such as burns. -- Wikipedia; Natural vitamin E exists in eight different forms or isomers, four tocopherols and four tocotrienols. All isomers have a chromanol ring, with a hydroxyl group which can donate a hydrogen atom to reduce free radicals and a hydrophobic side chain which allows for penetration into biological membranes. There is an alpha, beta, gamma and delta form of both the tocopherols and tocotrienols, determined by the number of methyl groups on the chromanol ring. Each form has its own biological activity, the measure of potency or functional use in the body. -- Wikipedia; Alpha-tocopherol is traditionally recognized as the most active form of vitamin E in humans, and is a powerful biological antioxidant. The measurement of "vitamin E" activity in international units (IU) was based on fertility enhancement by the prevention of spontaneous abortions in pregnant rats relative to alpha tocopherol. It increases naturally to about 150% of normal in the maternal circulation during human pregnancies. 1 IU of vitamin E is defined as the biological equivalent of 0.667 milligrams of d-alpha-tocopherol, or of 1 milligram of dl-alpha-tocopherol acetate. The other isomers are slowly being recognized as research begins to elucidate their additional roles in the human body. Many naturopathic and orthomolecular medicine advocates suggest that vitamin E supplements contain at least 20% by weight of the other natural vitamin E isomers. Commercially available blends of natural vitamin E include "mixed tocopherols" and "high gamma tocopherol" formulas. Also selenium, Coenzyme Q10, and ample vitamin C have been shown to be essential cofactors of natural tocopherols. -- Wikipedia; Synthetic vitamin E, usually marked as d,l-tocopherol or d,l tocopheryl acetate, with 50% d-alpha tocopherol moiety and 50% l-alpha-tocopherol moiety, as synthesized by an earlier process is now actually manufactured as all-racemic alpha tocopherol, with only about one alpha tocopherol molecule in 8 molecules as actual d-alpha tocpherol. The synthetic form is not as active as the natural alpha tocopherol form. The 1950's thalidomide disaster with numerous severe birth defects is a common example of d- vs l- epimer forms type problem with synthesized racemic mixtures. Information on any side effects of the synthetic vitamin E epimers is not readily available. Naturopathic and orthomolecular medicine advocates have long considered the synthetic vitamin E forms to be with little or no merit for cancer, circulatory and heart diseases. -- Wikipedia; Abetalipoproteinemia is a rare inherited disorder of fat metabolism that results in poor absorption of dietary fat and vitamin E. The vitamin E deficiency associated with this disease causes problems such as poor transmission of nerve impulses, muscle weakness, and degeneration of the retina that can cause blindness. Individuals with abetalipoproteinemia may be prescribed special vitamin E supplements by a physician to treat this disorder. -- Wikipedia; Recent studies also show that vitamin E acts as an effective free radical scavenger and can lower the incidence of lung cancer in smokers. The effects are opposite to that of the clinical trials based on administering carotenoid to male smokers, that resulted in increased risk of lung cancer. Hence vitamin E is an effective antagonist to the oxidative stress that is imposed by high carotenoids in certain patients. -- Wikipedia; A cataract is a condition of clouding of the tissue of the lens of the eye. They increase the risk of disability and blindness in aging adults. Antioxidants are being studied to determine whether they can help prevent or delay cataract growth. Observational studies have found that lens clarity, which is used to diagnose cataracts, was better in regular users of vitamin E supplements and in persons with higher blood levels of vitamin E. A study of middle aged male smokers, however, did not demonstrate any effect from vitamin E supplements on the incidence of cataract formation. The effects of smoking, a major risk factor for developing cataracts, may have overridden any potential benefit from the vitamin E, but the conflicting results also indicate a need for further studies before researchers can confidently recommend extra vitamin E for the prevention of cataracts. It is important to note that the term "cataract" may be used in common parlance for an opacity involving any tissue of the eye, for example a corneal scar. Thus a character in theater or on television who is blind from cataracts might have white instead of clear corneas, covering over the iris and pupil. Since the lens is behind the pupil, real cataracts are difficult to see without special instrumentation, so people with cataracts have rather normally appearing eyes. -- Wikipedia; Alzheimer's disease is a wasting disease of the brain. An observational trial conducted by The Johns Hopkins University Bloomberg School of Public Health found that when vitamin E is taken daily in large doses (400-1000IU) in combination with vitamin C (500-1000mg) the onset of Alzheimer's was reduced between 64 and 78%. External Link - Johns Hopkins press release -- Wikipedia.	119-13-1		Cc1cc(O)cc2c1O[C@](C)(CCC[C@H](C)CCC[C@H](C)CCCC(C)C)CC2	C27H46O2	InChI=1S/C27H46O2/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-16-27(6)17-15-24-19-25(28)18-23(5)26(24)29-27/h18-22,28H,7-17H2,1-6H3/t21-,22-,27-/m1/s1	GZIFEOYASATJEH-VHFRWLAGSA-N	402.3497807	CHEBI:47772	HMDB0002902	
BASm0002216	(E)-phenylacetaldehyde oxime			Expected Solid	O/N=C/Cc1ccccc1	C8H9NO	InChI=1S/C8H9NO/c10-9-7-6-8-4-2-1-3-5-8/h1-5,7,10H,6H2/b9-7+	CXISHLWVCSLKOJ-VQHVLOKHSA-N	135.0684139	CHEBI:47793		MMDBc0050849
BASm0002217	calcitetrol	24-Hydroxycalcitriol stimulates intestinal calcium transport but not bone calcium mobilization or phosphate transport reactions. (PMID: 163578). Vitamin D-24-hydroxylase (24-OHase) is a cytochrome P-450 enzyme that catalyzes the conversion of 1alpha,25-dihydroxyvitamin D3 [1,25-(OH)2D3] to 24-Hydroxycalcitriol (1,24,25-trihydroxyvitamin D3). (PMID: 9165006). The administration of 24-Hydroxycalcitriol at doses of 0.2 and 0.3 microg/kg/day produced strong anabolic effects, especially on vertebral cancellous bone that can prevent estrogen depletion-induced bone loss in ovariectomized (OVX) rats. (PMID: 9115161).	56142-94-0	Solid	C=C1/C(=C\C=C2/CCC[C@]3(C)[C@@H]([C@H](C)CC[C@@H](O)C(C)(C)O)CC[C@@H]23)C[C@@H](O)C[C@@H]1O	C27H44O4	InChI=1S/C27H44O4/c1-17(8-13-25(30)26(3,4)31)22-11-12-23-19(7-6-14-27(22,23)5)9-10-20-15-21(28)16-24(29)18(20)2/h9-10,17,21-25,28-31H,2,6-8,11-16H2,1,3-5H3/b19-9+,20-10-/t17-,21-,22-,23+,24+,25-,27-/m1/s1	WFZKUWGUJVKMHC-UKBUZQLGSA-N	432.3239599	CHEBI:47799	HMDB0006228	
BASm0002218	25-hydroxy-24-oxocalciol				C=C1CC[C@H](O)C/C1=C/C=C1\CCC[C@]2(C)[C@@H]([C@H](C)CCC(=O)C(C)(C)O)CC[C@@H]12	C27H42O3	InChI=1S/C27H42O3/c1-18-8-12-22(28)17-21(18)11-10-20-7-6-16-27(5)23(13-14-24(20)27)19(2)9-15-25(29)26(3,4)30/h10-11,19,22-24,28,30H,1,6-9,12-17H2,2-5H3	DDZHNKIBJQESJA-UHFFFAOYSA-N	414.3133952	CHEBI:47805	HMDB0245686	
BASm0002219	sulforaphane	Sulforaphane (SFN) is the most characterized isothiocyanate. SFN has received a great deal of attention because of its ability to simultaneously modulate multiple cellular targets involved in cancer development, including: (i) DNA protection by modulating carcinogen-metabolizing enzymes and blocking the action of mutagens; (ii) inhibition of cell proliferation and induction of apoptosis, thereby retarding or eliminating clonal expansion of initiated, transformed, and/or neoplastic cells; (iii) inhibition of neoangiogenesis, progression of benign tumors to malignant tumors, and metastasis formation. SFN is therefore able to prevent, delay, or reverse preneoplastic lesions, as well as to act on cancer cells as a therapeutic agent. Taking into account this evidence and its favorable toxicological profile, SFN can be viewed as a conceptually promising agent in cancer prevention and/or therapy. SFN is the hydrolysis product of glucoraphanin, particularly high in the young sprouts of broccoli and cauliflower. SFN can also be obtained by eating cruciferous vegetables such as brussel sprouts, broccoli, cauliflower, bok choy, kale, collards, arugula, broccoli sprouts, chinese broccoli, broccoli raab, kohlrabi, mustard, turnip, radish, watercress and cabbage (PMID:17134937).	4478-93-7		CS(=O)CCCCN=C=S	C6H11NOS2	InChI=1S/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3	SUVMJBTUFCVSAD-UHFFFAOYSA-N	177.0282054	CHEBI:47807	HMDB0005792	
BASm0002220	(1S)-1,25-dihydroxy-24-oxocalciol			Expected Solid	[H]\C(\C(\[H])=C1/CCC[C@@]2(C)[C@@]1([H])CC[C@]2([H])[C@]([H])(C)CCC(=O)C(C)(C)O)=C1/C[C@@]([H])(O)C[C@]([H])(O)C1=C	C27H42O4	InChI=1S/C27H42O4/c1-17(8-13-25(30)26(3,4)31)22-11-12-23-19(7-6-14-27(22,23)5)9-10-20-15-21(28)16-24(29)18(20)2/h9-10,17,21-24,28-29,31H,2,6-8,11-16H2,1,3-5H3/b19-9+,20-10-/t17-,21-,22-,23+,24+,27-/m1/s1	BWFQMABKLLTETH-YGQRWWDYSA-N	430.3083098	CHEBI:47812		MMDBc0048560
BASm0002221	(1S)-1,23,25-trihydroxy-24-oxocalciol			Expected Solid	[H]OC([H])(C(=O)C(O[H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])[C@@]([H])(C([H])([H])[H])[C@@]1([H])C([H])([H])C([H])([H])[C@@]2([H])\C(=C(/[H])\C(\[H])=C3/C(=C([H])[H])[C@@]([H])(O[H])C([H])([H])[C@]([H])(O[H])C3([H])[H])C([H])([H])C([H])([H])C([H])([H])[C@]12C([H])([H])[H]	C27H42O5	InChI=1S/C27H42O5/c1-16(13-24(30)25(31)26(3,4)32)21-10-11-22-18(7-6-12-27(21,22)5)8-9-19-14-20(28)15-23(29)17(19)2/h8-9,16,20-24,28-30,32H,2,6-7,10-15H2,1,3-5H3/b18-8+,19-9-/t16-,20-,21-,22+,23+,24?,27-/m1/s1	ARRIBDAUGOLZSJ-QEEPAQDXSA-N	446.3032245	CHEBI:47813		MMDBc0049125
BASm0002222	(1S)-1,23-dihydroxy-24,25,26,27-tetranorcalciol					C23H36O3		QKSLGXKBRJBRQD-NKLFQLIUSA-N	360.266445	CHEBI:47818		
BASm0002223	(1S)-1-hydroxy-23-oxo-24,25,26,27-tetranorcalciol			Expected Solid		C23H34O3		AOVGFTJYESGAEA-NKLFQLIUSA-N	358.250795	CHEBI:47820		MMDBc0048866
BASm0002224	4'-O-beta-D-glucosyl-cis-4-coumarate		117405-49-9			C15H17O8		LJFYQZQUAULRDF-LSSWKVNRSA-M	325.0928911	CHEBI:47892		
BASm0002225	(E)-coniferyl acetate				COc1cc(/C=C/COC(C)=O)ccc1O	C12H14O4	InChI=1S/C12H14O4/c1-9(13)16-7-3-4-10-5-6-11(14)12(8-10)15-2/h3-6,8,14H,7H2,1-2H3	XLZFUNZRKIQHOL-UHFFFAOYSA-N		CHEBI:47905		
BASm0002227	an alkyl thiol				*S					CHEBI:47908		
BASm0002229	cis-2-coumarate		495-79-4	Expected Solid	[H]\C(=C(/[H])C1=CC=CC=C1[O-])C(O)=O	C9H7O3	InChI=1S/C9H8O3/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-6,10H,(H,11,12)/p-1/b6-5-	PMOWTIHVNWZYFI-WAYWQWQTSA-M	163.0400677	CHEBI:47921	HMDB0041592	MMDBc0049657
BASm0002230	(2E)-3-(3-hydroxyphenyl)prop-2-enoate	m-Coumaric acid, also known as 3-coumarate, belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated. m-Coumaric acid exists in all living organisms, ranging from bacteria to humans. m-Coumaric acid (CAS: 588-30-7) is a polyphenol metabolite from caffeic acid, formed by the gut microflora. Outside of the human body, m-Coumaric acid is found, on average, in the highest concentration within a few different foods, such as olives, corns, and beers. m-Coumaric acid has also been detected, but not quantified in several different foods, such as carrots, strawberries, grape wines, garden tomato, and bilberries. MCT-mediated absorption of phenolic compounds per se and their colonic metabolites would exert a significant impact on human health (PMID:16870009, 15479001, 15479001). m-Coumaric acid is transported by the monocarboxylic acid transporter (MCT). The amount of this compound in human biofluids is diet-dependant. m-Coumaric acid is detected after the consumption of whole grain.	14755-02-03	Solid	[H]\C(=C(\[H])C1=CC([O-])=CC=C1)C(O)=O	C9H7O3	InChI=1S/C9H8O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-6,10H,(H,11,12)/p-1/b5-4+	KKSDGJDHHZEWEP-SNAWJCMRSA-M	163.0400677	CHEBI:47928	HMDB0001713	
BASm0002231	beta-D-glucosyl-(1->4)-D-mannopyranose			Expected Solid	[H]C1(O)O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@]([H])(O)[C@]1([H])O	C12H22O11	InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8+,9-,10-,11?,12+/m1/s1	GUBGYTABKSRVRQ-LNCRCTFVSA-N	342.1162115	CHEBI:47931		MMDBc0055764
BASm0002232	(2E,4Z)-5-hydroxypenta-2,4-diene-1,2,5-tricarboxylate			Expected Solid	[H]\C(\C(\[H])=C(/CC([O-])=O)C([O-])=O)=C(\[O-])C(O)=O	C8H5O7	InChI=1S/C8H8O7/c9-5(8(14)15)2-1-4(7(12)13)3-6(10)11/h1-2,9H,3H2,(H,10,11)(H,12,13)(H,14,15)/p-3/b4-1+,5-2-	HJIBROWPWNLWHX-IKENXXAYSA-K	213.0051732	CHEBI:47961		MMDBc0054800
BASm0002234	(2S)-dihydrotricetin				OC1=CC2=C(C(=O)C[C@H](O2)C2=CC(O)=C(O)C(O)=C2)C(O)=C1	C15H12O7	InChI=1S/C15H12O7/c16-7-3-8(17)14-9(18)5-12(22-13(14)4-7)6-1-10(19)15(21)11(20)2-6/h1-4,12,16-17,19-21H,5H2/t12-/m0/s1	USQXPEWRYWRRJD-LBPRGKRZSA-N	304.0583027	CHEBI:48026		
BASm0002235	but-3-en-2-one	3-Buten-2-one, also called methyl vinyl ketone, is the organic compound with the formula CH3CCH=CH2. It is a reactive compound classified as an enone, in fact the simplest example thereof. It is a colorless, flammable, highly toxic liquid with a pungent odor. It is soluble in water and polar organic solvents. It is a useful intermediate in the synthesis of other compounds.	78-94-4		CC(=O)C=C	C4H6O	InChI=1S/C4H6O/c1-3-4(2)5/h3H,1H2,2H3	FUSUHKVFWTUUBE-UHFFFAOYSA-N	70.04186481	CHEBI:48058	HMDB0061873	
BASm0002236	keto-D-fructose	Fructose-1P, also known as D-(-)-Fructose or D-(-)-Levulose, is classified as a member of the Monosaccharides. Monosaccharides are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn. Fructose-1P is considered to be soluble (in water) and acidic	57-48-7		[H][C@@](O)(CO)[C@@]([H])(O)[C@]([H])(O)C(=O)CO	C6H12O6	InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3,5-9,11-12H,1-2H2/t3-,5-,6-/m1/s1	BJHIKXHVCXFQLS-UYFOZJQFSA-N	180.0633881	CHEBI:48095	HMDB0062538	
BASm0002237	aflatoxin B2	Aflatoxin B2 is a metabolite of Aspergillus flavus and Aspergillus parasiticus (Hugo Vanden Bossche, D.W.R. Mackenzie and G. Cauwenbergh. Aspergillus and Aspergillosis, 1987).	7220-81-7	Solid	COc1cc2c(c3oc(=O)c4c(c13)CCC4=O)[C@@H]1CCO[C@@H]1O2	C17H14O6	InChI=1S/C17H14O6/c1-20-10-6-11-14(8-4-5-21-17(8)22-11)15-13(10)7-2-3-9(18)12(7)16(19)23-15/h6,8,17H,2-5H2,1H3	WWSYXEZEXMQWHT-UHFFFAOYSA-N	314.0790382	CHEBI:48209	HMDB0035208	
BASm0002238	D-threitol	D-Threitol can be regarded as the main end product of D-xylose metabolism in hummans. Threitol is a C4-polyol (tetritol); the total C4-polyol concentration of threitol decreases with age. Several inborn errors of metabolism with abnormal polyol concentrations in body fluids are known to date (such as pentosuria and galactosemia). Most of these defects can be diagnosed by the assessment of urinary concentrations of polyols. Several studies have revealed that urinary levels of some polyols may vary in diseases associated with carbohydrate metabolism derangements such as diabetes mellitus and uremia. The abnormal occurrence of various polyols in diseases with a specific enzyme deficiency such as pentosuria and galactosemia has also been reported (PMID:908147, 16435188, 14988808). Moreover, D-Threitol is found to be associated with ribose-5-phosphate isomerase deficiency, which is also an inborn error of metabolism. Threitol in the urine is a biomarker for the consumption of apples and other fruits.	2418-52-2		OC[C@@H](O)[C@H](O)CO	C4H10O4	InChI=1S/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2/t3-,4-/m1/s1	UNXHWFMMPAWVPI-QWWZWVQMSA-N	122.0579088	CHEBI:48300	HMDB0004136	
BASm0002239	2-aminobut-2-enoate				CC=C([NH3+])C(=O)[O-]	C4H7NO2	InChI=1S/C4H7NO2/c1-2-3(5)4(6)7/h2H,5H2,1H3,(H,6,7)	PAWSVPVNIXFKOS-UHFFFAOYSA-N	101.0476785	CHEBI:48306		
BASm0002240	(2R,4S)-ketoconazole			Expected Solid	CC(=O)N1CCN(c2ccc(OC[C@H]3CO[C@](Cn4ccnc4)(c4ccc(Cl)cc4Cl)O3)cc2)CC1	C26H28Cl2N4O4	InChI=1S/C26H28Cl2N4O4/c1-19(33)31-10-12-32(13-11-31)21-3-5-22(6-4-21)34-15-23-16-35-26(36-23,17-30-9-8-29-18-30)24-7-2-20(27)14-25(24)28/h2-9,14,18,23H,10-13,15-17H2,1H3/t23-,26-/m0/s1	XMAYWYJOQHXEEK-OZXSUGGESA-N	530.1487608	CHEBI:48336		MMDBc0054043
BASm0002241	2-demethylmenaquinone-8	2-demethylmenaquinone 8 belongs to the class of Tetraterpenes. These are terpene molecules containing 10 consecutively linked isoprene units. (inferred from compound structure)		Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC1=CC(=O)c2ccccc2C1=O	C50H70O2	InChI=1S/C50H70O2/c1-38(2)19-12-20-39(3)21-13-22-40(4)23-14-24-41(5)25-15-26-42(6)27-16-28-43(7)29-17-30-44(8)31-18-32-45(9)35-36-46-37-49(51)47-33-10-11-34-48(47)50(46)52/h10-11,19,21,23,25,27,29,31,33-35,37H,12-18,20,22,24,26,28,30,32,36H2,1-9H3/b39-21+,40-23+,41-25+,42-27+,43-29+,44-31+,45-35+	GDUBPWSFXUAETN-AENDIINCSA-N	702.5375815	CHEBI:48455		MMDBc0031570
BASm0002243	S-methyl-5'-thioinosine			Expected Solid	CSC[C@H]1O[C@@H](n2cnc3c(O)ncnc32)[C@H](O)[C@@H]1O	C11H14N4O4S	InChI=1S/C11H14N4O4S/c1-20-2-5-7(16)8(17)11(19-5)15-4-14-6-9(15)12-3-13-10(6)18/h3-5,7-8,11,16-17H,2H2,1H3,(H,12,13,18)/t5-,7-,8-,11-/m1/s1	GXYLOXCSJFJFKA-IOSLPCCCSA-N	298.0735761	CHEBI:48595		MMDBc0056304
BASm0002244	arsenate	The arsenate ion is AsO43−. An arsenate (compound) is any compound that contains this ion. Arsenates are salts or esters of arsenic acid.	15584-04-0		O=[As]([O-])([O-])O	AsO4	InChI=1S/AsH3O4/c2-1(3,4)5/h(H3,2,3,4,5)/p-3	DJHGAFSJWGLOIV-UHFFFAOYSA-K	138.9012549	CHEBI:48597		
BASm0002245	L-sorbopyranose	The L-stereoisomer of sorbopyranose.			OCC1(O)OC[C@H](O)[C@@H](O)[C@@H]1O		InChI=1S/C6H12O6/c7-2-6(11)5(10)4(9)3(8)1-12-6/h3-5,7-11H,1-2H2/t3-,4+,5-,6?/m0/s1	LKDRXBCSQODPBY-AMVSKUEXSA-N		CHEBI:48649		
BASm0002246	1-dehydro-L-sorbose			Expected Solid	O=CC(=O)[C@@H](O)[C@H](O)[C@@H](O)CO	C6H10O6	InChI=1S/C6H10O6/c7-1-3(9)5(11)6(12)4(10)2-8/h1,4-6,8,10-12H,2H2/t4-,5+,6+/m0/s1	DCNMIDLYWOTSGK-KVQBGUIXSA-N	178.047738	CHEBI:48657		MMDBc0055100
BASm0002247	D-sorbopyranose				OCC1(O)OC[C@@H](O)[C@H](O)[C@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-2-6(11)5(10)4(9)3(8)1-12-6/h3-5,7-11H,1-2H2/t3-,4+,5-,6?/m1/s1	LKDRXBCSQODPBY-IANNHFEVSA-N	180.0633881	CHEBI:48674		
BASm0002248	9,9'-di-cis-zeta-carotene	(9-cis,9'-cis)-7,7',8,8'-Tetrahydro-psi,psi-carotene is a carotenoid found in human fluids. Carotenoids are isoprenoid molecules that are widespread in nature and are typically seen as pigments in fruits, flowers, birds, and crustacea. Animals are unable to synthesize carotenoids de novo, and rely upon the diet as a source of these compounds. Over recent years there has been considerable interest in dietary carotenoids with respect to their potential in alleviating age-related diseases in humans. This attention has been mirrored by significant advances in cloning most of the carotenoid genes and in the genetic manipulation of crop plants with the intention of increasing levels in the diet. Studies have shown an inverse relationship between the consumption of certain fruits and vegetables and the risk of epithelial cancer. Since carotenoids are among the micronutrients found in cancer-preventive foods, detailed qualitative and quantitative determination of these compounds, particularly in fruits and vegetables and in human plasma, have recently become increasingly important (PMID: 1416048, 15003396).	72746-33-9	Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(\C)CC/C=C(\C)CCC=C(C)C	C40H60	InChI=1S/C40H60/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15-16,19-22,25-30H,13-14,17-18,23-24,31-32H2,1-10H3/b12-11+,25-15+,26-16+,35-21+,36-22+,37-27+,38-28+,39-29-,40-30-	BIWLELKAFXRPDE-ZURBLSRNSA-N	540.4695019	CHEBI:48716	HMDB0003063	
BASm0002249	9,9',15-tri-cis-zeta-carotene			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C\C=C\C(C)=C\C=C/C=C(C)/C=C/C=C(/C)CC/C=C(\C)CCC=C(C)C	C40H60	InChI=1S/C40H60/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15-16,19-22,25-30H,13-14,17-18,23-24,31-32H2,1-10H3/b12-11-,25-15+,26-16+,35-21+,36-22+,37-27+,38-28+,39-29-,40-30-	BIWLELKAFXRPDE-LMARSQGMSA-N	540.4695019	CHEBI:48717		MMDBc0054312
BASm0002250	beta-phellandrene	beta-Phellandrene is found in allspice. beta-Phellandrene is widely distributed in essential oils (Angelica, Eucalyptus, Lavandula, Mentha, Pinus species). beta-Phellandrene is a flavour ingredient.Phellandrene is the name for a pair of organic compounds that have a similar molecular structure and similar chemical properties. alpha-Phellandrene and beta-phellandrene are cyclic monoterpenes and are double-bond isomers. The phellandrenes are used in fragrances because of their pleasing aromas. (Wikipedia	555-10-2		C=C1C=CC(C(C)C)CC1	C10H16	InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,6,8,10H,3,5,7H2,1-2H3	LFJQCDVYDGGFCH-UHFFFAOYSA-N	136.1252005	CHEBI:48741	HMDB0036081	
BASm0002251	Cd(2+)	Cadmium (group IIB of the periodic table of elements) is a heavy metal. It is not a naturally occurring metal in biological systems. Cadmium poses severe risks to human health. Physiologically, it exists as an ion in the body. Up to this day, it has not been shown that cadmium has any physiological function within the human body. Interest has therefore risen in its biohazardous potential. As first described by Friedrich Stromeyer (Gottingen, Germany) in 1817, cadmium intoxication can lead to kidney, bone, and pulmonary damage. Cadmium is widely used in industrial processes, e.g as an anticorrosive agent, as a stabilizer in PVC products, as a colour pigment, a neutron absorber in nuclear power plants, and in the fabrication of nickel cadmium batteries. Phosphate fertilizers also show a big cadmium load. Although some cadmium containing products can be recycled, a large share of the general cadmium pollution is caused by dumping and incinerating cadmium polluted waste. In Scandinavia for example, cadmium concentration in agricultural soil increases by 0.2 percent per year. Total global emission of cadmium amounts to 7000 t/year. The maximum permissible value for workers according to German law is 15 ug/l. For comparison: Non-smokers show an average cadmium blood concentration of 0.5 ug/l. Basically there are three possible ways of cadmium resorption: Gastrointestinal, pulmonary and dermal. The uptake through the human gastrointestinal is approximately 5 percent of an ingested amount of cadmium, depending on the exact dose and nutritional composition. The major source of inhalative cadmium intoxication is cigarette smoke. The human lung resorbes 40 to 60 percent of the cadmium in tobacco smoke. Little research has been done on dermal absorption of cadmium. Two mechanisms facilitate cadmium absorption by the skin: binding of a free cadmium ion to sulfhydryl radicals of cysteine in epidermal keratins, or an induction and complexing with metallothionein. Once taken up by the blood, the majority of cadmium is transported bound to proteins, such as Albumin and Metallothionein. The first organ reached after cadmium uptake into the GI-blood is the liver. Here cadmium induces the production of Metallothionein. After consecutive hepatocyte necrosis and apoptosis, Cd-Metallothionein complexes are washed into sinusoidal blood. From here, parts of the absorbed cadmium enter the entero-hepatical cycle via secretion into the biliary tract in form of Cadmium-glutathione conjugates. Enzymatically degraded to cadmium-cysteine complexes in the biliary tree, cadmium reenters the small intestines. The main organ for long-term cadmium accumulation is the kidney. Here the half life period for cadmium is approximately 10 years. A life long intake can therefore lead to a cadmium accumulation in the kidney, consequently resulting in tubulus cell necrosis. The blood concentration of cadmium serves as a reliable indicator for a recent exposition, while the urinary concentration reflects past exposure, body burden and renal accumulation. Excretion of Cadmium takes place via faeces and urine. (PMID: 16961932).	7440-43-9	Solid	[Cd+2]	Cd	InChI=1S/Cd/q+2	WLZRMCYVCSSEQC-UHFFFAOYSA-N	113.9033581	CHEBI:48775	HMDB0003638	
BASm0002252	Co(2+)	Cobalt has a molecular weight of 58.9 and an atomic number of 27. In the Periodic Table, close to other transition metals, it is situated in group 8, together with rhodium and iridium and it can occur in four oxidation states (0, +2, +3 and +4). The +2 and the ground state are the most common. Cobalt occurs in the minerals cobaltite (Co, Fe) AsS, smaltite (CoAs2), and erythrite Co3(AsO4)2.8H2O, and is often associated with nickel, silver, lead, copper, and iron ores, from which it is most frequently obtained as a by-product. Depending on the considered species, cobalt has multiple industrial applications including the production of alloys and hard metal, diamond polishing, drying agents, pigments and catalysts. Hard metal or cemented carbide is a powder metallurgical product consisting of hard, wear-resistant carbide particles bound together (cemented) with a ductile metal binder (i.e. metallic Co) by liquid phase sintering. Tungsten carbide (WC) is produced by mixing tungsten powder with pure carbon powder at high temperature; hereafter WC is mixed with Co powder to which paraffin is added as a binder. Depending on specific requirements related to their use, hard metals might additionally contain small quantities of chromium, niobium, molybdenum, titanium, tantalum or vanadium carbides. Inhalation and skin contact are the main occupational exposure routes. Occupational exposure to cobalt may result in adverse health effects in different organs or tissues, including the respiratory tract, the skin, the hemapoietic tissues, the myocardium or the thyroid gland. In addition, teratogenic and carcinogenic effects have been observed in experimental systems and/or in humans. For the general population, the diet constitutes the main route of exposure to cobalt, since it is an essential component of Vitamin B12 (hydroxycolalamin). Cobalt functions as a co-factor in enzyme catalysed reactions and is involved in the production of erythropoietin, a hormone that stimulates the formation of erythrocytes. This last property of cobalt was applied in the past as a therapy for anaemia. The carcinogenic potential of cobalt and its compounds was evaluated in 1991 by the International Agency for Research on Cancer (IARC), which concluded that there was inadequate evidence for carcinogenicity in humans (lung cancer) but sufficient evidence in experimental animal studies. In most experimental studies considered, the routes of exposure were, however, of questionable relevance for cancer risk assessment in humans for example, local sarcomas after intra-muscular injection. The general conclusion was that cobalt and its compounds are possibly carcinogenic to humans (group 2B). Since this evaluation, additional data have been accumulated which generally indicate that, depending on the considered cobalt species, different outcomes regarding toxicity, mutagenicity and carcinogenicity can be observed. Physiologically, it exists as an ion in the body. Co(II) ions are genotoxic in vitro and in vivo, and carcinogenic in rodents. Co metal is genotoxic in vitro. Hard metal dust, of which occupational exposure is linked to an increased lung cancer risk, is proven to be genotoxic in vitro and in vivo. Possibly, production of active oxygen species and/or DNA repair inhibition are mechanisms involved. Given the recently provided proof for in vitro and in vivo genotoxic potential of hard metal dust, the mechanistic evidence of elevated production of active oxygen species and the epidemiological data on increased cancer risk, it may be advisable to consider the possibility of a new evaluation by IARC.(PMID: 14643417).	7440-48-4	Solid	[Co+2]	Co	InChI=1S/Co/q+2	XLJKHNWPARRRJB-UHFFFAOYSA-N	58.93320019	CHEBI:48828	HMDB0000608	
BASm0002253	(25R)-5beta-cholestane-3alpha,7alpha,12alpha,26-tetrol				C[C@@H](CO)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C27H48O4	InChI=1S/C27H48O4/c1-16(15-28)6-5-7-17(2)20-8-9-21-25-22(14-24(31)27(20,21)4)26(3)11-10-19(29)12-18(26)13-23(25)30/h16-25,28-31H,5-15H2,1-4H3	XJZGNVBLVFOSKJ-UHFFFAOYSA-N		CHEBI:48939		
BASm0002254	(25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-al			Expected Solid	C[C@H](CCC[C@@H](C)C=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C27H46O4	InChI=1S/C27H46O4/c1-16(15-28)6-5-7-17(2)20-8-9-21-25-22(14-24(31)27(20,21)4)26(3)11-10-19(29)12-18(26)13-23(25)30/h15-25,29-31H,5-14H2,1-4H3/t16?,17-,18?,19+,20-,21?,22?,23+,24-,25?,26?,27-/m1/s1	USFJGINJGUIFSY-VQKUADTHSA-N	434.33961	CHEBI:48940	HMDB0003533	MMDBc0048857
BASm0002255	3-methylbutanoate				CC(C)CC(=O)[O-]	C5H9O2	InChI=1S/C5H10O2/c1-4(2)3-5(6)7/h4H,3H2,1-2H3,(H,6,7)/p-1	GWYFCOCPABKNJV-UHFFFAOYSA-M	101.0608031	CHEBI:48942	HMDB0161203	
BASm0002256	2-methylpropanal	2-Methylpropanal, also known as isobutylaldehyde or isobutyral, belongs to the class of organic compounds known as short-chain aldehydes. These are aldehydes with a chain length between 2 and 5 carbon atoms. 2-Methylpropanal exists in all eukaryotes, ranging from yeast to humans. 2-Methylpropanal is an aldehydic, floral, and fresh tasting compound. 2-Methylpropanal is found, on average, in the highest concentration within milk (cow). 2-Methylpropanal has also been detected, but not quantified, in several different foods, such as greenthread tea, wheats, common grapes, other cereal products, and oxheart cabbages. 	78-84-2		CC(C)C=O	C4H8O	InChI=1S/C4H8O/c1-4(2)3-5/h3-4H,1-2H3	AMIMRNSIRUDHCM-UHFFFAOYSA-N	72.05751488	CHEBI:48943	HMDB0031243	
BASm0002257	2-methylpropanoate	Isobutyric acid is a carboxylic or short chain fatty acid with characteristic sweat-like smell. Small amount of isobutyrate is generated via microbial (gut) metabolism. Small amounts may also be found in certain foods or fermented beverages. There is anosmia (genetic inability to smell) for the odor of isobutyric acid with a frequency of about 2.5%. (OMIM 207000). Isobutyric acid is slightly soluble in water but much more soluble in ethanol, ether and organic solvents. Isobutyric acid can affect people if breathed in and may be absorbed through the skin. Contact can irritate and burn the skin and eyes. Breathing Isobutyric acid can irritate the nose, throat and lungs causing coughing, wheezing and/or shortness of breath.	79-31-2	Liquid	CC(C)C(=O)[O-]	C4H8O2	InChI=1S/C4H8O2/c1-3(2)4(5)6/h3H,1-2H3,(H,5,6)	KQNPFQTWMSNSAP-UHFFFAOYSA-N	88.0524295	CHEBI:48944	HMDB0001873	
BASm0002258	2-methylbutan-1-ol	(S)-2-Methyl-1-butanol, also known as sec-butylcarbinol or 2-methyl butanol-1, belongs to the class of organic compounds known as primary alcohols. Primary alcohols are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl). (S)-2-Methyl-1-butanol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Thus, (S)-2-methyl-1-butanol is considered to be a fatty alcohol lipid molecule. (S)-2-Methyl-1-butanol exists in all eukaryotes, ranging from yeast to humans. (S)-2-Methyl-1-butanol is a malt tasting compound. (S)-2-Methyl-1-butanol is found, on average, in the highest concentration within milk (cow) and it has also been detected, but not quantified, in several different foods, such as red raspberries, nectarines, carobs, wild leeks, and black-eyed pea. This could make (S)-2-methyl-1-butanol a potential biomarker for the consumption of these foods. 	1565-80-6		CCC(C)CO	C5H12O	InChI=1S/C5H12O/c1-3-5(2)4-6/h5-6H,3-4H2,1-2H3	QPRQEDXDYOZYLA-UHFFFAOYSA-N	88.08881501	CHEBI:48945	HMDB0031527	
BASm0002259	2-methylbutanoate	Ethylmethylacetic acid, also known as alpha-methyl butyric acid or a-methyl butyrate, belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present. Ethylmethylacetic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.	116-53-0	Solid	CCC(C)C(=O)[O-]	C5H10O2	InChI=1S/C5H10O2/c1-3-4(2)5(6)7/h4H,3H2,1-2H3,(H,6,7)	WLAMNBDJUVNPJU-UHFFFAOYSA-N	102.0680796	CHEBI:48946	HMDB0002176	
BASm0002260	quinolin-7-ol				Oc1ccc2cccnc2c1	C9H7NO	InChI=1S/C9H7NO/c11-8-4-3-7-2-1-5-10-9(7)6-8/h1-6,11H	XCRPPAPDRUBKRJ-UHFFFAOYSA-N	145.0527638	CHEBI:48980	HMDB0165770	
BASm0002261	quinolin-8-ol				Oc1cccc2cccnc12	C9H7NO	InChI=1S/C9H7NO/c11-8-5-1-3-7-4-2-6-10-9(7)8/h1-6,11H	MCJGNVYPOGVAJF-UHFFFAOYSA-N	145.0527639	CHEBI:48981	HMDB0165772	
BASm0002262	4-methylquinoline	Lepidine belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group. Lepidine is a weakly acidic compound (based on its pKa). Lepidine is found in Brassicas. Lepidine is an alkaloid from the seeds of Lepidium sativum (garden cress).	100108-65-4	Liquid	Cc1ccnc2ccccc12	C21H20N4O2	InChI=1S/C21H20N4O2/c1-26-18-7-3-5-16(14-20-24-10-11-25-20)21(18)27-17-6-2-4-15(12-17)13-19-22-8-9-23-19/h2-12H,13-14H2,1H3,(H,22,23)(H,24,25)	YDQJXVYGARVLRT-UHFFFAOYSA-N	360.1586259	CHEBI:48983	HMDB0033437	
BASm0002263	8-methylquinoline				CC1=C2N=CC=CC2=CC=C1	C10H9N	InChI=1S/C10H9N/c1-8-4-2-5-9-6-3-7-11-10(8)9/h2-7H,1H3	JRLTTZUODKEYDH-UHFFFAOYSA-N	143.0734993	CHEBI:48984	HMDB0247450	
BASm0002264	8-chloroquinoline					C9H6ClN		RUSMDMDNFUYZTM-UHFFFAOYSA-N	163.0188769	CHEBI:48985		
BASm0002265	4-methylquinolin-2(1H)-one	4-Methyl-2-quinolinone also known as 4-Methyl carbostyril is a methylated derivative of 2-quinolone. It belongs to the class of organic compounds known as quinolones and derivatives. Quinolones and derivatives are compounds containing a quinoline moiety which bears a ketone group. 4-Methyl-2-quinolone is a quinolone that is quinolin-2(1H)-one substituted by a methyl group at position 4. 4-Methyl-2-quinolone is one of several structural isomers of methylquinolone wherein the methyl group is substituted at different positions of quinolone. 2-Quinolone is used as an isostere for peptides and other pharmaceutically inspired targets (PMID: 26112444). 4-Methyl-2-quinolone is formed during the combustion of cannabis and is therefore a constituent of cannabis smoke (https://doi.org/10.1007/978-1-59259-947-9_2).	607-66-9		CC1=CC(O)=NC2=CC=CC=C12	C10H9NO	InChI=1S/C10H9NO/c1-7-6-10(12)11-9-5-3-2-4-8(7)9/h2-6H,1H3,(H,11,12)	APLVPBUBDFWWAD-UHFFFAOYSA-N	159.0684139	CHEBI:48986		
BASm0002266	7-hydroxyquinolin-2(1H)-one				O=c1ccc2ccc(O)cc2[nH]1	C9H7NO2	InChI=1S/C9H7NO2/c11-7-3-1-6-2-4-9(12)10-8(6)5-7/h1-5,11H,(H,10,12)	DBSPUDKBNOZFMX-UHFFFAOYSA-N		CHEBI:48987		
BASm0002267	8-hydroxyquinolin-2(1H)-one	2,8-Quinolinediol, also known as quinoline-2,8-diol or 8-hydroxycarbostyril, belongs to the class of organic compounds known as quinolones and derivatives. Quinolones and derivatives are compounds containing a quinoline moiety that bears a ketone group. 2,8-Quinolinediol has been identified in urine (PMID: 30089834).	15450-76-7		O=c1ccc2cccc(O)c2[nH]1	C9H7NO2	InChI=1S/C9H7NO2/c11-7-3-1-2-6-4-5-8(12)10-9(6)7/h1-5,11H,(H,10,12)	ZXZKYYHTWHJHFT-UHFFFAOYSA-N	161.0476785	CHEBI:48988	HMDB0240311	
BASm0002268	8-methylquinolin-2(1H)-one				Cc1cccc2ccc(=O)[nH]c12	C10H9NO	InChI=1S/C10H9NO/c1-7-3-2-4-8-5-6-9(12)11-10(7)8/h2-6H,1H3,(H,11,12)	XXPVCQMOIBCSDT-UHFFFAOYSA-N		CHEBI:48989		
BASm0002269	8-chloroquinolin-2(1H)-one				O=c1ccc2cccc(Cl)c2[nH]1	C9H6ClNO	InChI=1S/C9H6ClNO/c10-7-3-1-2-6-4-5-8(12)11-9(6)7/h1-5H,(H,11,12)	JNXUGJMCFLONJN-UHFFFAOYSA-N		CHEBI:48990		
BASm0002270	7-methylxanthine	7-Methylxanthine is a methyl derivative of xanthine, found occasionally in human urine. 7-Methylxanthine is one of the purine components in urinary calculi. Methylated purines originate from the metabolism of methylxanthines (caffeine, theophylline and theobromine). Caffeine is metabolized via successive pathways mainly catalyzed by CYP1A2, xanthine oxidase or N-acetyltransferase-2 to give 14 different metabolites, including 7-methylxanthine. CYP1A2 activity shows an inter-individual variability among the population. CYP1A2, an isoform of the CYP1A cytochrome P450 super-family, is involved in the metabolism of many drugs and plays a potentially important role in the induction of chemical carcinogenesis. Purine derivatives in urinary calculi could be considered markers of abnormal purine metabolism. The content of a purine derivative in stone depends on its average urinary excretion in the general population, similarity to the chemical structure of uric acid, and content of the latter in stone. This suggests that purines in stones represent a solid solution with uric acid as solvent. It is also plausible that methylxanthines, ubiquitous components of the diet and drugs, are involved in the pathogenesis of urolithiasis. (PMID:11712316, 15833286, 3506820, 15013152).	552-62-5		Cn1cnc2[nH]c(=O)[nH]c(=O)c21	C6H6N4O2	InChI=1S/C6H6N4O2/c1-10-2-7-4-3(10)5(11)9-6(12)8-4/h2H,1H3,(H2,8,9,11,12)	PFWLFWPASULGAN-UHFFFAOYSA-N	166.0490755	CHEBI:48991	HMDB0001991	
BASm0002271	quinolin-5-ol				Oc1cccc2ncccc12	C9H7NO	InChI=1S/C9H7NO/c11-9-5-1-4-8-7(9)3-2-6-10-8/h1-6,11H	GYESAYHWISMZOK-UHFFFAOYSA-N	145.0527638	CHEBI:48993	HMDB0165773	
BASm0002272	quinolin-6-ol				Oc1ccc2ncccc2c1	C9H7NO	InChI=1S/C9H7NO/c11-8-3-4-9-7(6-8)2-1-5-10-9/h1-6,11H	OVYWMEWYEJLIER-UHFFFAOYSA-N	145.0527638	CHEBI:48994	HMDB0165771	
BASm0002273	5-hydroxyquinolin-2(1H)-one				O=c1ccc2c(O)cccc2[nH]1	C9H7NO2	InChI=1S/C9H7NO2/c11-8-3-1-2-7-6(8)4-5-9(12)10-7/h1-5,11H,(H,10,12)	XOXGLLQTNQBDKL-UHFFFAOYSA-N		CHEBI:48995		
BASm0002274	6-hydroxyquinolin-2(1H)-one				O=c1ccc2cc(O)ccc2[nH]1	C9H7NO2	InChI=1S/C9H7NO2/c11-7-2-3-8-6(5-7)1-4-9(12)10-8/h1-5,11H,(H,10,12)	AQLYZDRHNHZHIS-UHFFFAOYSA-N		CHEBI:48996		
BASm0002275	4-hydroxyphenylacetate				O=C([O-])Cc1ccc(O)cc1	C8H7O3	InChI=1S/C8H8O3/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11)/p-1	XQXPVVBIMDBYFF-UHFFFAOYSA-M	151.0400677	CHEBI:48999	HMDB0183905	
BASm0002276	2-phenylethanol	2-Phenylethanol, also known as benzeneethanol or benzyl carbinol, belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. 2-Phenylethanol exists in all living species, ranging from bacteria to humans. 2-Phenylethanol is a bitter, floral, and honey tasting compound. 2-Phenylethanol is found, on average, in the highest concentration within a few different foods, such as red wines, black walnuts, and white wines and in a lower concentration in grape wines, sweet basils, and peppermints. 2-Phenylethanol has also been detected, but not quantified, in several different foods, such as asparagus, allspices, fruits, horned melons, and lemons. 2-Phenylethanol, with regard to humans, has been found to be associated with several diseases such as ulcerative colitis, pervasive developmental disorder not otherwise specified, and autism. 2-phenylethanol has also been linked to the inborn metabolic disorder celiac disease. A primary alcohol that is ethanol substituted by a phenyl group at position 2.	1960-12-08		OCCc1ccccc1	C8H10O	InChI=1S/C8H10O/c9-7-6-8-4-2-1-3-5-8/h1-5,9H,6-7H2	WRMNZCZEMHIOCP-UHFFFAOYSA-N	122.0731649	CHEBI:49000	HMDB0033944	
BASm0002277	3-(methylsulfanyl)propanoate	3-methylthiopropionate is one of the metabolites of methionine (especially of D-methionine) and pharmacokinetics of 3-MTP in urine seems to contribute to the clinicopathological investigation of the liver cirrhosis. (PMID 3997054).	646-01-5		CSCCC(=O)[O-]	C4H8O2S	InChI=1S/C4H8O2S/c1-7-3-2-4(5)6/h2-3H2,1H3,(H,5,6)	CAOMCZAIALVUPA-UHFFFAOYSA-N	120.0245002	CHEBI:49016	HMDB0001527	
BASm0002278	3-methylsulfanylpropanal	3-(Methylthio)propanal, also known as 3-methylsulfanylpropanal or 4-thiapentanal, belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group. 3-(Methylthio)propanal is a beef, cooked potato, and creamy tasting compound. 3-(Methylthio)propanal has been detected, but not quantified, in several different foods, such as anises, sparkleberries, oats, passion fruits, and hard wheats.	3268-49-3		CSCCC=O	C4H8OS	InChI=1S/C4H8OS/c1-6-4-2-3-5/h3H,2,4H2,1H3	CLUWOWRTHNNBBU-UHFFFAOYSA-N	104.0295856	CHEBI:49017	HMDB0031857	
BASm0002279	(-)-germacrene D	Germacrene d, also known as germacrene d, (s-(e,e))-isomer, is a member of the class of compounds known as germacrane sesquiterpenoids. Germacrane sesquiterpenoids are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups. Germacrene d can be found in a number of food items such as peppermint, roman camomile, hyssop, and common walnut, which makes germacrene d a potential biomarker for the consumption of these food products.			CC(C)[C@@H]1CC\C(C)=C\CCC(=C)\C=C\1	C15H24	InChI=1S/C15H24/c1-12(2)15-10-8-13(3)6-5-7-14(4)9-11-15/h7-8,10,12,15H,3,5-6,9,11H2,1-2,4H3/b10-8+,14-7+/t15-/m0/s1	GAIBLDCXCZKKJE-RXJOXMPGSA-N	204.1878008	CHEBI:49044	HMDB0302240	
BASm0002280	germacrene D				C=C1/C=C/C(C(C)C)CC/C(C)=C/CC1	C15H24	InChI=1S/C15H24/c1-12(2)15-10-8-13(3)6-5-7-14(4)9-11-15/h7-8,10,12,15H,3,5-6,9,11H2,1-2,4H3/b10-8+,14-7+	GAIBLDCXCZKKJE-YZJXYJLZSA-N	204.1878008	CHEBI:49045		
BASm0002281	(+)-germacrene D		23986-74-5		C=C1/C=C/[C@@H](C(C)C)CC/C(C)=C/CC1	C15H24	InChI=1S/C15H24/c1-12(2)15-10-8-13(3)6-5-7-14(4)9-11-15/h7-8,10,12,15H,3,5-6,9,11H2,1-2,4H3/b10-8-,14-7-	GAIBLDCXCZKKJE-BZXLUOIMSA-N		CHEBI:49046		
BASm0002282	(2R)-2,3-dihydroxy-3-methylbutanoate			Solid	CC(C)(O)[C@@H](O)C(=O)[O-]	C5H9O4	InChI=1S/C5H10O4/c1-5(2,9)3(6)4(7)8/h3,6,9H,1-2H3,(H,7,8)/p-1/t3-/m0/s1	JTEYKUFKXGDTEU-VKHMYHEASA-M	133.0500838	CHEBI:49072		MMDBc0033208
BASm0002283	N-(beta-D-glucosyl)nicotinate				O=C([O-])c1ccc[n+]([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c1	C12H15NO7	InChI=1S/C12H15NO7/c14-5-7-8(15)9(16)10(17)11(20-7)13-3-1-2-6(4-13)12(18)19/h1-4,7-11,14-17H,5H2/t7-,8-,9+,10-,11-/m1/s1	CRXJVFIHZPTDKA-KAMPLNKDSA-N		CHEBI:49125		
BASm0002284	(6S,9R)-vomifoliol		23526-45-6		CC1=CC(=O)CC(C)(C)[C@@]1(O)/C=C/[C@@H](C)O	C13H20O3	InChI=1S/C13H20O3/c1-9-7-11(15)8-12(3,4)13(9,16)6-5-10(2)14/h5-7,10,14,16H,8H2,1-4H3/b6-5+/t10-,13-/m1/s1	KPQMCAKZRXOZLB-KOIHBYQTSA-N	224.1412445	CHEBI:49164		
BASm0002286	2,3-didecanoyl-sn-glycerol	DG(10:0/10:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/10:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.			CCCCCCCCCC(=O)OC[C@@H](CO)OC(=O)CCCCCCCCC	C23H44O5	InChI=1S/C23H44O5/c1-3-5-7-9-11-13-15-17-22(25)27-20-21(19-24)28-23(26)18-16-14-12-10-8-6-4-2/h21,24H,3-20H2,1-2H3/t21-/m1/s1	GNSDEDOVXZDMKM-OAQYLSRUSA-N	400.3188745	CHEBI:49181		
BASm0002287	1,5-anhydro-D-mannitol			Expected Solid	OC[C@H]1OC[C@@H](O)[C@@H](O)[C@@H]1O	C6H12O5	InChI=1S/C6H12O5/c7-1-4-6(10)5(9)3(8)2-11-4/h3-10H,1-2H2/t3-,4-,5-,6-/m1/s1	MPCAJMNYNOGXPB-KVTDHHQDSA-N	164.0684735	CHEBI:49182		MMDBc0055137
BASm0002289	2,6,10,14-tetramethylpentadecanal	Intermediate in the metabolism of phytanic acid and pristanic acid.	105373-75-9	Solid	CC(C)CCCC(C)CCCC(C)CCCC(C)C=O	C19H38O	InChI=1S/C19H38O/c1-16(2)9-6-10-17(3)11-7-12-18(4)13-8-14-19(5)15-20/h15-19H,6-14H2,1-5H3	IZJRIIWUSIGEAJ-UHFFFAOYSA-N	282.2922658	CHEBI:49189	HMDB0001958	
BASm0002290	2-methylpentadecanal	A 2-methyl-branched fatty aldehyde that is pentadecanal in which a hydrogen at position 2 has been replaced by a methyl group.			CCCCCCCCCCCCCC(C)C=O	C16H32O	InChI=1S/C16H32O/c1-3-4-5-6-7-8-9-10-11-12-13-14-16(2)15-17/h15-16H,3-14H2,1-2H3	AULXFJFWCQVVTN-UHFFFAOYSA-N		CHEBI:49190		
BASm0002291	momilactone A	Momilactone A is found in cereals and cereal products. Momilactone A is a constituent of Oryza sativa (rice).	51415-07-07	Solid	C=C[C@]1(C)CC[C@@H]2C(=C[C@H]3OC(=O)[C@@]4(C)C(=O)CC[C@@]2(C)[C@@H]34)C1	C20H26O3	InChI=1S/C20H26O3/c1-5-18(2)8-6-13-12(11-18)10-14-16-19(13,3)9-7-15(21)20(16,4)17(22)23-14/h5,10,13-14,16H,1,6-9,11H2,2-4H3	MPHXYQVSOFGNEN-UHFFFAOYSA-N	314.1881947	CHEBI:49191	HMDB0036748	
BASm0002292	3beta-hydroxy-9beta-pimara-7,15-dien-19,6beta-olide				C=C[C@]1(C)CC[C@@H]2C(=C[C@H]3OC(=O)[C@]4(C)[C@H]3[C@]2(C)CC[C@@H]4O)C1	C20H28O3	InChI=1S/C20H28O3/c1-5-18(2)8-6-13-12(11-18)10-14-16-19(13,3)9-7-15(21)20(16,4)17(22)23-14/h5,10,13-16,21H,1,6-9,11H2,2-4H3	SPZLJXUKZRAIQP-UHFFFAOYSA-N	316.2038448	CHEBI:49195		
BASm0002293	(+)-guaia-6,9-diene				CC1=CCC(C(C)C)=C[C@H]2[C@@H](C)CC[C@@H]12	C15H24	InChI=1S/C15H24/c1-10(2)13-7-5-11(3)14-8-6-12(4)15(14)9-13/h5,9-10,12,14-15H,6-8H2,1-4H3	RCMUGHFHXFHKNW-UHFFFAOYSA-N	204.1878008	CHEBI:49204		
BASm0002294	beta-himachalene	Beta-himachalene is a member of the class of compounds known as himachalane and lippifoliane sesquiterpenoids. Himachalane and lippifoliane sesquiterpenoids are diterpenoids with a structure based on either the himachalane or the lippifoliane skeleton. Thus, beta-himachalene is considered to be an isoprenoid lipid molecule. Beta-himachalene can be found in anise and ginger, which makes beta-himachalene a potential biomarker for the consumption of these food products.			CC1=CC2C(=C(C)CCCC2(C)C)CC1	C15H24	InChI=1S/C15H24/c1-11-7-8-13-12(2)6-5-9-15(3,4)14(13)10-11/h10,14H,5-9H2,1-4H3	LCOSCMLXPAQCLQ-UHFFFAOYSA-N	204.1878008	CHEBI:49210	HMDB0302863	
BASm0002295	alpha-himachalene	Alpha-himachalene is a member of the class of compounds known as himachalane and lippifoliane sesquiterpenoids. Himachalane and lippifoliane sesquiterpenoids are diterpenoids with a structure based on either the himachalane or the lippifoliane skeleton. Alpha-himachalene can be found in anise and common oregano, which makes alpha-himachalene a potential biomarker for the consumption of these food products.			C=C1CCCC(C)(C)C2C=C(C)CCC12	C15H24	InChI=1S/C15H24/c1-11-7-8-13-12(2)6-5-9-15(3,4)14(13)10-11/h10,13-14H,2,5-9H2,1,3-4H3	ZJSIKVDEOWWVEH-UHFFFAOYSA-N	204.1878008	CHEBI:49214	HMDB0302862	
BASm0002296	gamma-himachalene	gamma-Himachalene is found in anise. gamma-Himachalene is a constituent of the essential oil of anise (aniseed).	53111-25-4		CC1=CC2C(CC1)C(C)=CCCC2(C)C	C15H24	InChI=1S/C15H24/c1-11-7-8-13-12(2)6-5-9-15(3,4)14(13)10-11/h6,10,13-14H,5,7-9H2,1-4H3	PUWNTRHCKNHSAT-UHFFFAOYSA-N	204.1878008	CHEBI:49224	HMDB0038168	
BASm0002297	sibirene				C=C1CCCC2(C)CCC(C(C)C)=CC12	C15H24	InChI=1S/C15H24/c1-11(2)13-7-9-15(4)8-5-6-12(3)14(15)10-13/h10-11,14H,3,5-9H2,1-2,4H3	ALUIZDJKPCNAGJ-UHFFFAOYSA-N	204.1878008	CHEBI:49231		
BASm0002298	(Z)-gamma-bisabolene			Expected Solid	CC(C)=CCC/C(C)=C1\CC=C(C)CC1	C15H24	InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6,8H,5,7,9-11H2,1-4H3/b15-14+	XBGUIVFBMBVUEG-CCEZHUSRSA-N	204.1878008	CHEBI:49238		MMDBc0053656
BASm0002299	(E)-gamma-bisabolene	2,6,10-Bisabolatriene is found in anise. 2,6,10-Bisabolatriene is a flavouring ingredient used singly or as mixed isomers. 2,6,10-Bisabolatriene is a component of FEMA 3331. See also 2,7,10-Bisabolatriene <ht>JHG85-W</ht	13062-00-5		CC(C)=CCC/C(C)=C1/CC=C(C)CC1	C15H24	InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6,8H,5,7,9-11H2,1-4H3/b15-14-	XBGUIVFBMBVUEG-PFONDFGASA-N	204.1878008	CHEBI:49239	HMDB0036154	
BASm0002300	(Z)-alpha-bisabolene	(S,Z)-2,7,10-Bisabolatriene is found in herbs and spices. (S,Z)-2,7,10-Bisabolatriene is a constituent of oil of Opoponax	17627-44-0		CC(C)=CC/C=C(/C)C1CC=C(C)CC1	C15H24	InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6-8,15H,5,9-11H2,1-4H3/b14-7-	YHBUQBJHSRGZNF-AUWJEWJLSA-N	204.1878008	CHEBI:49241	HMDB0035161	
BASm0002301	(E)-alpha-bisabolene	2,7,10-Bisabolatriene, also known as cis-alpha-bisabolene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Sesquiterpenes are terpenes that contain 15 carbon atoms and are comprised of three isoprene units. The biosynthesis of sesquiterpenes is known to occur mainly through the mevalonic acid pathway (MVA), in the cytosol. However, recent studies have found evidence of pathway crosstalk with the methyl-erythritol-phosphate (MEP) pathway in the cytosol. Farnesyl diphosphate (FPP) is a key intermediate in the biosynthesis of cyclic sesquiterpenes. FPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. 2,7,10-Bisabolatriene is also classified as a bisabolene. Bisabolenes are a group of closely related natural chemical compounds found in the essential oils of bisabol, and of many other plants including cubeb, lemon, and oregano. Three isomers of bisabolene are known, α-, β-and γ-bisabolene, which differ by the positions of the double bonds. Bisabolenes are used as intermediates in the biosynthesis of many other natural chemical compounds, including hernandulcin, a natural sweetener. 2,7,10-Bisabolatriene is a neutral, hydrophobic molecule that is practically insoluble in water. Some bisabolene derivatives also act as pheromones in different insects, such as stink bugs and fruit flies (PMID: 11673844). Bisabolenes are also produced by several fungi, though their biological role in that group of organisms remains unclear (PMID: 25957494). Bisabolenes are found in cannabis smoke. Cis-alpha-Bisabolene is formed during the combustion of cannabis (https://doi.org/10.1007/978-1-59259-947-9_2). 	17627-44-0		CC(C)=CC/C=C(\C)C1CC=C(C)CC1	C15H24	InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6-8,15H,5,9-11H2,1-4H3/b14-7-	YHBUQBJHSRGZNF-AUWJEWJLSA-N	204.1878	CHEBI:49242		
BASm0002302	(E,R)-alpha-bisabolene	2,7,10-Bisabolatriene, also known as cis-alpha-bisabolene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Sesquiterpenes are terpenes that contain 15 carbon atoms and are comprised of three isoprene units. The biosynthesis of sesquiterpenes is known to occur mainly through the mevalonic acid pathway (MVA), in the cytosol. However, recent studies have found evidence of pathway crosstalk with the methyl-erythritol-phosphate (MEP) pathway in the cytosol. Farnesyl diphosphate (FPP) is a key intermediate in the biosynthesis of cyclic sesquiterpenes. FPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. 2,7,10-Bisabolatriene is also classified as a bisabolene. Bisabolenes are a group of closely related natural chemical compounds found in the essential oils of bisabol, and of many other plants including cubeb, lemon, and oregano. Three isomers of bisabolene are known, α-, β-and γ-bisabolene, which differ by the positions of the double bonds. Bisabolenes are used as intermediates in the biosynthesis of many other natural chemical compounds, including hernandulcin, a natural sweetener. 2,7,10-Bisabolatriene is a neutral, hydrophobic molecule that is practically insoluble in water. Some bisabolene derivatives also act as pheromones in different insects, such as stink bugs and fruit flies (PMID: 11673844). Bisabolenes are also produced by several fungi, though their biological role in that group of organisms remains unclear (PMID: 25957494). Bisabolenes are found in cannabis smoke. Cis-alpha-Bisabolene is formed during the combustion of cannabis (https://doi.org/10.1007/978-1-59259-947-9_2). 	17627-44-0		CC(C)=CC/C=C(\C)[C@H]1CC=C(C)CC1	C15H24	InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6-8,15H,5,9-11H2,1-4H3/b14-7-	YHBUQBJHSRGZNF-AUWJEWJLSA-N	204.1878	CHEBI:49243		
BASm0002303	beta-bisabolene	S-beta-Bisabolene is found in anise. S-beta-Bisabolene is a constituent of the essential oils of bergamot, lemon and wild carrot			C=C(CCC=C(C)C)C1CC=C(C)CC1	C15H24	InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6,8,15H,4-5,7,9-11H2,1-3H3	XZRVRYFILCSYSP-UHFFFAOYSA-N	204.1878008	CHEBI:49249	HMDB0035992	
BASm0002304	1,2-dihydroxy-5-(methylsulfanyl)pent-1-en-3-one	At physiological pH, this molecule, 1,2-dihydroxy-3-keto-5-methylthiopentene, is a monoanion, 1,2-dihydroxy-3-keto-5-methylthiopentene anion. 1,2-dihydroxy-3-keto-5-methylthiopentene anion, an aci-reductone, is believed to be an unstable intermediate in the methionine salvage pathway in Klebsiella pneumoniae. (MetaCyc).	746507-19-7	Solid	CSCCC(=O)/C(O)=C/O	C6H10O3S	InChI=1S/C6H10O3S/c1-10-3-2-5(8)6(9)4-7/h4,7,9H,2-3H2,1H3/b6-4-	CILXJJLQPTUUSS-XQRVVYSFSA-N	162.0350649	CHEBI:49252	HMDB0012134	
BASm0002305	(S)-2-ethyl-2-hydroxy-3-oxobutanoate			Expected Solid	CC[C@](O)(C(C)=O)C(=O)[O-]	C6H9O4	InChI=1S/C6H10O4/c1-3-6(10,4(2)7)5(8)9/h10H,3H2,1-2H3,(H,8,9)/p-1/t6-/m0/s1	VUQLHQFKACOHNZ-LURJTMIESA-M	145.0506324	CHEBI:49256		MMDBc0055058
BASm0002306	(R)-3-hydroxy-3-methyl-2-oxopentanoate					C6H9O4		YJVOWRAWFXRESP-ZCFIWIBFSA-M	145.0506324	CHEBI:49257	HMDB0159477	
BASm0002307	(2R,3R)-2,3-dihydroxy-3-methylpentanoate			Solid	CC[C@@](C)(O)[C@@H](O)C([O-])=O	C6H11O4	InChI=1S/C6H12O4/c1-3-6(2,10)4(7)5(8)9/h4,7,10H,3H2,1-2H3,(H,8,9)/p-1/t4-,6+/m0/s1	PDGXJDXVGMHUIR-UJURSFKZSA-M	147.0657338	CHEBI:49258		MMDBc0033209
BASm0002308	(S)-beta-bisabolene	beta-Bisabolene is biochemically a sesquiterpenoid, comprised of three isoprene units. Sesquiterpenoids are terpenes that contain 15 carbon atoms. beta-Bisabolene is an isoprenoid lipid molecule which is very hydrophobic, practically insoluble in water, and relatively neutral. Bisabolene has three isomers (α-, β-, and γ-bisabolene) which differ by the positions of the double bonds. beta-Bisabolene has a balsamic odor. Bisabolenes are naturally occurring sesquiterpenoid found in the essential oils of bisabol from the shrub Commiphora guidottii, and in a wide variety of other plants including cubeb, lemon, oregano and in trace amounts in cannabis plants (PMID: 6991645). beta-Bisabolene is also found in cannabis smoke and is volatilized during the combustion of cannabis (https://doi.org/10.1007/978-1-59259-947-9_2). Bisabolenes are also produced by different insects such as stink bugs, fruit flies (PMID:11673844) and by several fungi (PMID: 25957494). Bisabolenes are intermediates in the biosynthesis of many other natural chemical compounds, including hernandulcin, a natural sweetener (PMID: 22867794) which is approved as a food additive in Europe. beta-Bisabolene has some medicinal properties. It had synergistic antibacterial activity with ampicillin against Staphylococcus aureus (PMID: 17235483) and was cytotoxic to breast cancer cell lines (PMID: 26666387).	495-61-4	1	[H][C@@]1(CCC(C)=CC1)C(=C)CCC=C(C)C	C15H24	InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6,8,15H,4-5,7,9-11H2,1-3H3/t15-/m1/s1	XZRVRYFILCSYSP-OAHLLOKOSA-N	204.1878008	CHEBI:49263		
BASm0002309	delta-selinene	Delta-selinene, also known as delta-selinen, is a member of the class of compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids are sesquiterpenoids with a structure based on the eudesmane skeleton. Delta-selinene can be found in allspice, lovage, and wild celery, which makes delta-selinene a potential biomarker for the consumption of these food products.			CC1=C2C=C(C(C)C)CCC2(C)CCC1	C15H24	InChI=1S/C15H24/c1-11(2)13-7-9-15(4)8-5-6-12(3)14(15)10-13/h10-11H,5-9H2,1-4H3	VEGYMPQCXPVQJY-UHFFFAOYSA-N	204.1878008	CHEBI:49278	HMDB0302260	
BASm0002310	(+)-delta-selinene				CC1=C2C=C(C(C)C)CC[C@@]2(C)CCC1	C15H24	InChI=1S/C15H24/c1-11(2)13-7-9-15(4)8-5-6-12(3)14(15)10-13/h10-11H,5-9H2,1-4H3	VEGYMPQCXPVQJY-UHFFFAOYSA-N		CHEBI:49279		
BASm0002311	gamma-humulene		26259-79-0		C=C1C=CC(C)(C)CCCC(C)=CCC1	C15H24	InChI=1S/C15H24/c1-13-7-5-8-14(2)10-12-15(3,4)11-6-9-13/h7,10,12H,2,5-6,8-9,11H2,1,3-4H3	FNXUOGPQAOCFKU-UHFFFAOYSA-N	204.1878008	CHEBI:49290		
BASm0002313	5,6alpha-epoxy-5alpha-cholestan-3beta-ol				CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3C[C@@H]4O[C@@]45C[C@@H](O)CC[C@]5(C)[C@H]3CC[C@]12C	C27H46O2	InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24-27(29-24)16-19(28)11-14-26(27,5)23(20)12-13-25(21,22)4/h17-24,28H,6-16H2,1-5H3	PRYIJAGAEJZDBO-UHFFFAOYSA-N	402.3497807	CHEBI:49305	HMDB0244483	
BASm0002314	7-methylxanthosine	7-methylxanthosine is a member of the class of compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. 7-methylxanthosine is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 7-methylxanthosine can be found in arabica coffee, which makes 7-methylxanthosine a potential biomarker for the consumption of this food product.			C[n+]1cn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c2[nH]c(=O)[nH]c(=O)c21	C11H15N4O6	InChI=1S/C11H14N4O6/c1-14-3-15(8-5(14)9(19)13-11(20)12-8)10-7(18)6(17)4(2-16)21-10/h3-4,6-7,10,16-18H,2H2,1H3,(H-,12,13,19,20)/p+1/t4-,6-,7-,10-/m1/s1	SYPRQIWERSQQNL-KQYNXXCUSA-O	299.0991592	CHEBI:49310	HMDB0301918	
BASm0002315	bacterioruberin	A C50 carotenoid that is a red-coloured pigment found in several Halobacterium and Haloarcula species.			CC(/C=C/C=C(C)/C=C/C=C(C)/C=C/[C@H](CCC(C)(C)O)C(C)(C)O)=C\C=C\C=C(C)\C=C\C=C(C)\C=C\C=C(C)\C=C\[C@H](CCC(C)(C)O)C(C)(C)O	C50H76O4	InChI=1S/C50H76O4/c1-39(23-17-25-41(3)27-19-29-43(5)31-33-45(49(11,12)53)35-37-47(7,8)51)21-15-16-22-40(2)24-18-26-42(4)28-20-30-44(6)32-34-46(50(13,14)54)36-38-48(9,10)52/h15-34,45-46,51-54H,35-38H2,1-14H3/b16-15+,23-17+,24-18+,27-19+,28-20+,33-31+,34-32+,39-21+,40-22+,41-25+,42-26+,43-29+,44-30+/t45-,46-/m1/s1	UVCQMCCIAHQDAF-RNTVPSGKSA-N		CHEBI:49388		
BASm0002316	Ag(+)	Silver is widely distributed in the earth's crust and is found in soil, fresh and sea water, and the air. It is readily absorbed into the human body with food and drink and through inhalation, but the low levels of silver commonly present in the bloodstream (< 2.3 b.mu g/L) and in key tissues like liver and kidney have not been associated with any disease or disability. Silver is not an acknowledged trace element in the human body and fulfills no physiological or biochemical role in any tissue even though it interacts with several essential elements including zinc and calcium. Physiologically, it exists as an ion in the body. Silver has a long history in the treatment of human diseases, including epilepsy, neonatal eye disease, venereal diseases, and wound infections. It has been employed in water purification and is currently used to safeguard hospital hot water systems against Legionella infections. Principle routes of human exposure to silver nowadays are through its widespread use as an antimicrobial agent in wound care products and medical devices, including in-dwelling catheters, bone cements, cardiac valves and prostheses, orthopedic pins, and dental devices. In each case, the antimicrobial properties of silver are dependent upon release of biologically active silver ion (Ag*) from metallic silver (including nanocrystalline forms), silver nitrate, silver sulfadiazine, and other silver compounds incorporated in the various devices, and its lethal effect on pathogenic organisms. Experience has shown that a large proportion of the silver ion released from medical devices not required for antimicrobial action is disseminated into tissue fluids and exudates, where it combines with albumins and macroglobulins. These silver-protein complexes are absorbed into the systemic circulation to be deposited in key soft tissues, including the skin, liver, kidney, spleen, lungs, and brain. As a xenobiotic material, silver must be presumed to present a health risk to exposed persons under some circumstances. Unlike the well-documented neurotoxic metals including lead and mercury, silver does not appear to be a cumulative poison and is eliminated from the body through the urine and feces. Excretion of silver by these routes may be a measure of mean daily intake, but since this view is based largely on the clinical use of silver nitrate and silver sulfadiazine used in burn wound therapy, its true relevance in the metabolism of silver used in the wider context of medical devices is questionable. Argyria is the most widely publicized clinical condition associated with silver accumulation in blood and soft tissues. It commonly occurs in individuals exposed to high levels of silver occupationally (metallurgy, photography, and mining industries), or consuming or inhaling silver hygiene products (including colloidal silver products) for long periods. Silver is absorbed into the body and deposited in the perivascular regions of the skin and other soft tissues as black granules of silver sulfide or silver selenide. The resulting slate grey discoloration of the skin occasionally associated with melanogenic changes, is semipermanent and cosmetically undesirable but is not known to be life-threatening. (PMID: 17453933).	7440-22-4	Solid	[Ag+]	Ag	InChI=1S/Ag/q+1	FOIXSVOLVBLSDH-UHFFFAOYSA-N	106.905093	CHEBI:49468	HMDB0002659	
BASm0002317	Cr(3+)	Chromium is a naturally occurring heavy metal found in the environment commonly in trivalent, Cr(III), and hexavalent, Cr(VI), forms. The reduction of Cr(VI) to Cr(III) results in the formation of reactive intermediates that contribute to the cytotoxicity, genotoxicity and carcinogenicity of Cr(VI)-containing compounds. The major non-occupational source of chromium for humans is food such as vegetables, meat, urban air, hip or knee prostheses and cigarettes. Cr(VI) is a widely used in industrial chemicals, extensively used in paints, metal finishes, steel including stainless steel manufacturing, alloy cast irons, chrome and wood treatment. On the contrary, Cr(III) salts such as chromium polynicotinate, chromium chloride and chromium picolinate (CrP) are used as micronutrients and nutritional supplements and have been demonstrated to exhibit a significant number of health benefits in animals and humans. Physiologically, it exists as an ion in the body. Chromium enters the body through the lungs, gastro-intestinal tract and to a lesser extent through skin. Inhalation is the most important route for occupational exposure, whereas non-occupational exposure occurs via ingestion of chromium-containing food and water. Regardless of route of exposure Cr(III) is poorly absorbed whereas Cr(VI) is more readily absorbed. Further, absorption of Cr(VI) is poorer by oral route, it is thus not very toxic when introduced by the oral route. But chromium is very toxic by dermal and inhalation routes and causes lung cancer, nasal irritation, nasal ulcer, hypersensitivity reactions and contact dermatitis. All the ingested Cr(VI) is reduced to Cr(III) before entering in the blood stream. The main routes for the excretion of chromium are via kidney/urine and the bile/feces. Cr(III) is unable to enter into the cells but Cr(VI) enters through membrane anionic transporters. Intracellular Cr(VI) is metabolically reduced to Cr(III). Cr(VI) does not react with macromolecules such as DNA, RNA, proteins and lipids. However, both Cr(III) and the reductional intermediate Cr(V) are capable of co-ordinate, covalent interactions with macromolecules. Chromium is an essential nutrient required by the human body to promote the action of insulin for the utilization of sugars, proteins and fats. CrP has been used as nutritional supplement; it controls blood sugar in diabetes and may reduce cholesterol and blood pressure levels. Chromium increases insulin binding to cells, insulin receptor number and activates insulin receptor kinase leading to increased insulin sensitivity. But high doses of chromium and long term exposure of it can give rise to various, cytotoxic and genotoxic reactions that affect the immune system of the body. However, the mechanism of the Cr(VI)-induced cytotoxicity is not entirely understood. A series of in vitro and in vivo studies have demonstrated that Cr(VI) induces oxidative stress through enhanced production of reactive oxygen species (ROS) leading to genomic DNA damage and oxidative deterioration of lipids and proteins. A cascade of cellular events occur following Cr(VI)-induced oxidative stress including enhanced production of superoxide anion and hydroxyl radicals, increased lipid peroxidation and genomic DNA fragmentation, modulation of intracellular oxidized states, activation of protein kinase C, apoptotic cell death and altered gene expression. Some of the factors in determining the biological outcome of chromium exposure include the bioavailability, solubility of chromium compounds and chemical speciation, intracellular reduction and interaction with DNA. The chromium genotoxicity manifests as several types of DNA lesions, gene mutations and inhibition of macromolecular synthesis. Further, chromium exposure may lead to apoptosis, premature terminal growth arrest or neoplastic transformation. Chromium-induced tumor suppressor gene p53 and oxidative processes are some of the major factors that may determine the cellular outcome. Studies have utilized these approaches to understand the interrelationship between chromium-induced genotoxicity, apoptosis and effects on immune response. (PMID: 12208600).	7440-47-3		[Cr+3]	Cr	InChI=1S/Cr/q+3	BFGKITSFLPAWGI-UHFFFAOYSA-N	51.9405119	CHEBI:49544	HMDB0000599	
BASm0002318	Cs(+)	Cs+ belongs to the class of Homogeneous Alkali Metal Compounds. These are inorganic compounds containing only metal atoms,with the largest atom being a alkali metal atom. (inferred from compound structure)<br/><br/>Caesium or cesium[note 1] (play /ˈsiːziəm/ SEE-zee-əm) is a chemical element with symbol Cs and atomic number 55. It is a soft, silvery-gold alkali metal with a melting point of 28 °C (82 °F), which makes it one of only five elemental metals that are liquid at (or near) room temperature.[note 2] Caesium is an alkali metal and has physical and chemical properties similar to those of rubidium and potassium. The metal is extremely reactive and pyrophoric, reacting with water even at −116 °C (−177 °F). It is the least electronegative element having a stable isotope, caesium-133. Caesium is mined mostly from pollucite, while the radioisotopes, especially caesium-137, a fission product, are extracted from waste produced by nuclear reactors. (WikiPedia) <br/> Kup is a separate K+ uptake system with relatively little discrimination in the transport of the cations K+, Rb+, and Cs+. (PMID 2649491)  Monovalent cations (Na+, K+, Rb+, and Cs+) inhibit dihydrofolate reductase; at a given ionic strength the degree of inhibition is a function of the ionic radius of the cation. (PMID 46) The TrkD system has a relatively modest rate of transport, is dependent solely on the product of the trkD gene, and is the sole saturable system for Cs+ uptake in this species (D. (PMID 1987159)	18459-37-5		[Cs+]	Cs	InChI=1S/Cs/q+1	NCMHKCKGHRPLCM-UHFFFAOYSA-N	132.9054469	CHEBI:49547	HMDB13669	
BASm0002319	Cu(+)	The copper (I) ion is typically found in Zn-Cu superoxide dismutase.  In the SOD-catalysed dismutation of superoxide the oxidation state of copper oscillates between 1 and 2.  Most soluble copper ions are Cu2+ and most Cu+ ions will disproportionate to Cu2+ ions. The disproportionation reaction only occurs with simple copper(I) ions in solution.	7440-50-8		[Cu+]	Cu	InChI=1S/Cu/q+1	VMQMZMRVKUZKQL-UHFFFAOYSA-N	62.92960108	CHEBI:49552		MMDBc0031139
BASm0002320	4-ethylphenol	4-Ethylphenol belongs to the class of organic compounds known as 1-hydroxy-4-alkyl benzenoids. These are phenols that are substituted by an alkyl group at the para-position. 4-Ethylphenol exists in all living species, ranging from bacteria to humans. 4-Ethylphenol is an alcohol tasting compound. 4-Ethylphenol has been detected, but not quantified, in several different foods, such as arabica coffee, beers, corns, milk (cow), and red raspberries. 4-Ethylphenol is a potentially toxic compound, capable of producing respiratory distress, cardiovascular collapse, shock, ventricular tachycardia, and coma in an adult. Liver, lung, central nervous system and renal injury may also occur. In case of exposure to eyes, irrigate exposed eyes with copious amounts of room temperature water for at least 15 minutes. Monitor for respiratory distress in case of inhalation exposure. Systemic manifestations of toxicity may include nausea, vomiting, diarrhea, dyspnea, tachypnea, pallor, and profuse sweating.	123-07-9		CCc1ccc(O)cc1	C8H10O	InChI=1S/C8H10O/c1-2-7-3-5-8(9)6-4-7/h3-6,9H,2H2,1H3	HXDOZKJGKXYMEW-UHFFFAOYSA-N	122.0731649	CHEBI:49584	HMDB0029306	
BASm0002321	chlorate	The chlorate anion has the formula ClO3&#8722. In this case, the chlorine atom is in the +5 oxidation state. "Chlorate" can also refer to chemical compounds containing this anion; chlorates are the salts of chloric acid. "Chlorate", when followed by a roman numeral in parenthesis, e.g. chlorate(VII), refers to a particular oxyanion of chlorine. As predicted by VSEPR, chlorate anions have trigonal pyrimidal structures. Chlorates are powerful oxidizers and should be kept away from organics or easily oxidized materials. Chlorates were once widely used in pyrotechnics, though their use has fallen due to their instability. Most pyrotechnic applications which used chlorates in the past now use perchlorates instead (Wikipedia). Chlorates are inorganic salts of chloric acid that contain the ClO3- ion. Chlorate is a selective inhibitor of the synthesis of the high energy donor of sulfate 3'-phosphoadenosine 5'-phosphosulfate (PAPS). High endothelial venules (HEVs) are specialized post-capillary venules found in lymphoid tissues, that support high levels of lymphocyte extravasation from the blood; sulfation is key to the uniqueness of the HEV ligands and PAPS synthesis is required for sulfation. (PMID: 9498065). Chlorate is a sulfate analogue that has been found to be a potent and nontoxic inhibitor of sulfation. Tyrosine sulfation is a widespread posttranslational modification that occurs in the trans Golgi in a reaction catalyzed by tyrosylprotein sulfotransferase. Tyrosine sulfation has been found to be irreversible, resulting in a life-long alteration in the phenotype of the secretory proteins. The intracellular transport kinetics of a secretory protein and the biological activity of certain neuropeptides have been found to be affected by this modification. (PMID: 3288098). Na chlorate intoxication can occur mainly through poisoning by herbicides containing chlorate salts. (PMID: 10831921, 2239069).	14866-68-3	Solid	[O-][Cl+2]([O-])[O-]	ClH3O3	InChI=1S/ClH3O3/c2-1(3)4/h2-4H/q+2	UFWVEDMWKRGJKF-UHFFFAOYSA-N	85.9759745	CHEBI:49709	HMDB0002036	
BASm0002322	Li(+)	Lithium (Li) is an alkali metal. First described as a mood stabilizer in 1949, it remains an efficacious treatment for bipolar disorders. Recent emerging evidence of its neuroprotective and neurogenic effects alludes to lithium's potential therapeutic use in stroke and neurodegenerative diseases. One intriguing clinical application is in the treatment of Alzheimer's disease. Ongoing clinical trials are evaluating lithium's abilities to lower tau and beta-amyloid levels in cerebrospinal fluid in Alzheimer's patients. Lithium reduces brain inositol levels by inhibiting the enzyme inositol monophosphatase. This suggests that inositol monophosphatase inhibition is a key mechanism of Li's therapeutic action and that design of new inositol monophosphatase inhibitors may be a practical strategy to create new compounds with Li-like therapeutic effects. Lithium reduces the severity of some behavioral complications of Alzheimer's disease (AD). And there are growing indications that Li may be of benefit to the underlying pathology of AD, as well as an array of other common CNS disorders, including stroke, Parkinson's disease, and Huntington's disease. Physiologically, it exists as an ion in the body. Despite these demonstrated and prospective therapeutic benefits, Li's mechanism of action remains elusive, and opinions differ regarding the most relevant molecular targets. Lithium inhibits several enzymes; significant among these are inositol monophosphatase (IMPase), glycogen synthase kinase-3 (GSK-3), and the proteasome. Lithium has a narrow therapeutic range, and several well characterised adverse effects limit the potential usefulness of higher doses. Acute ingestion in Li-naive patients is generally associated with only short-lived exposure to high concentrations, due to extensive distribution of Li throughout the total body water compartment. Conversely, chronic toxicity and acute-on-therapeutic ingestion are associated with prolonged exposure to higher tissue concentrations and, therefore, greater toxicity. Lithium toxicity may be life threatening, or result in persistent cognitive and neurological impairment. Therefore, enhanced Li clearance has been explored as a means of minimizing exposure to high tissue concentrations. Although haemodialysis is highly effective in removing circulating Li, serum concentrations often rebound so repeated or prolonged treatment may be required. Continuous arteriovenous haemodiafiltration and continuous venovenous haemodiafiltration increase Li clearance, albeit to a lesser extent than haemodialysis, and are more widely accessible. Lithium reduces brain inositol levels by inhibiting IMPase, suggesting that IMPase's inhibition is a key mechanism of Li's therapeutic action and that design of new IMPase inhibitors may be a practical strategy to create new compounds with Li-like therapeutic effects. (PMID: 17688381, 17316163, 8110911, 17288494).	7439-93-2	Solid	[Li+]	Li	InChI=1S/Li/q+1	HBBGRARXTFLTSG-UHFFFAOYSA-N	7.016004049	CHEBI:49713	HMDB0005949	
BASm0002323	Ni(2+)	Nickel is a solid, silver-white, hard, malleable transition metal with an atomic number of 28. It resists corrosion even at high temperatures. It is present in many alloys in widespread use, including stainless steels. It may also be present as an impurity in any alloy. Nickel is used in the production of coins, jewellery, and nickel-cadmium batteries, and as a catalyst for the hydrogenation of liquid oils to solid fats such as oleomargarine and vegetable shortening. Nickel-containing dental alloys continue to be used successfully in the provision of various forms of dental care. Many of these alloys have applications in the construction of restorations designed to remain in clinical service for many years, including crowns, fixed bridgework, and removable partial dentures. Furthermore, nickel containing alloys find extensive application in orthodontics, including metallic brackets, arch wires, bands, springs and ligature wires. Many instruments and devises, for example, endodontic instruments also contain nickel. Allergic responses are mediated through the immune system. In a sensitized individual, allergic responses can be initiated by relatively small amounts of the allergen; for example, if nickel ions are released from a nickel plated material following direct and prolonged contact with the skin. Individuals are first sensitized to the allergen. Subsequent exposures, if sufficiently high, may then result in an allergic reaction. A number of allergens are used in the clinical practice of dentistry, notably eugenol, mercury, nickel, chromium, cobalt, components of resin-based materials and a host of other chemical agents. The majority of dental allergies, including allergic responses to nickel-containing dental alloys, comprise Type IV hypersensitivity reactions, cell-mediated by T-lymphocytes. Physiologically, it exists as an ion in the body.(PMID: 17243350, 16405986).	7440-02-0	Solid	[Ni+2]	Ni	InChI=1S/Ni/q+2	VEQPNABPJHWNSG-UHFFFAOYSA-N	57.93534792	CHEBI:49786	HMDB0002457	
BASm0002324	Pb(2+)	Lead is one of the oldest known and most widely studied occupational and environmental toxins. Despite intensive study, there is still vigorous debate about the toxic effects of lead, both from low level exposure in the general population owing to environmental pollution and historic use of lead in paint and plumbing and from exposure in the occupational setting. The majority of industries historically associated with high lead exposure have made dramatic advances in their control of occupational exposure. However, cases of unacceptably high exposure and even of frank lead poisoning are still seen, predominantly in the demolition and tank cleaning industries. Nevertheless, in most industries blood lead levels have declined below levels at which signs or symptoms are seen and the current focus of attention is on the subclinical effects of exposure. The significance of some of these effects for the overt health of the workers is often the subject of debate. Inevitably there is pressure to reduce lead exposure in the general population and in working environments, but any legislation must be based on a genuine scientific evaluation of the available evidence. Physiologically, it exists as an ion in the body. Inorganic lead is undoubtedly one of the oldest occupational toxins and evidence of lead poisoning can be found dating back to Roman times. As industrial lead production started at least 5000 years ago, it is likely that outbreaks of lead poisoning occurred from this time. These episodes of poisoning were not limited to lead workers. The general population could be significantly exposed owing to poorly glazed ceramic ware, the use of lead solder in the food canning industry, high levels of lead in drinking water, the use of lead compounds in paint and cosmetics and by deposition on crops and dust from industrial and motor vehicle sources. It was an important cause of morbidity and mortality during the Industrial Revolution and effective formal control of lead workers did not occur until the pioneering occupational health work of Ronald Lane in 1949. At very high blood lead levels, lead is a powerful abortifacient. At lower levels, it has been associated with miscarriages and low birth weights of infants. Predominantly to protect the developing fetus, legislation for lead workers often includes lower exposure criteria for women of reproductive capacity. Studies have shown a slowing of sensory motor reaction time in male lead workers and some disturbance of cognitive function in workers with blood lead levels >40 ig/100 ml. Peripheral motor neuropathy is seen as a result of chronic high-level lead exposure, but there is conflicting, although on the whole convincing, evidence of a reduction in peripheral nerve conduction velocity at lower blood lead levels. The threshold has been suggested to be as low as 30 ug/100 ml, although other studies have not seen effects below a blood lead level of 70 ug/100 ml. Several large epidemiological studies of lead workers have found inconclusive evidence of an association between lead exposure and the incidence of cancer. However, based on closer analysis the increase did not appear to be related to lead exposure. There was also a small but significant increase in the incidence of lung cancer, but this could have been the result of confounding from cigarette smoking or concurrent arsenic exposure. There is some evidence in humans that there is an association between low level lead exposure and blood pressure, but the results are inconsistent. Lead appears to reduce the resistance and increase the mortality of experimental animals. It apparently impairs antibody production and decreases immunoglobulin plaque forming cells. There is some evidence for suggesting that workers with blood lead levels between 20 and 85 ug/100 ml may have an increased susceptibility to colds, but a study of lead workers with blood lead levels less than 50 ug/100 ml showed no significant immunological changes. Although it is widely accepted that personal hygiene is the most important determinant of an individual's blood lead level, recent interesting information has shown that genetic polymorphism may also have an impact. The use of most of these chemicals is declining with the gradual demise of the use of lead in petrol, but lead naphthenates and stearates are still used in stabilizers for plastics and as lead 'soaps'. In fact, the only compound now produced for petrol usage is tetraethyl lead. Exposure is only seen during the production, transportation and blending of this substance into petrol and in workers involved in cleaning storage tanks that have contained leaded petrol. It is in this final group, the tank cleaners, where the highest potential morbidity and mortality may be seen. (PMID: 15020724).	7439-92-1		[Pb+2]	Pb	InChI=1S/Pb/q+2	RVPVRDXYQKGNMQ-UHFFFAOYSA-N	207.9766359	CHEBI:49807	HMDB0004628	
BASm0002325	Rb(+)	Rubidium is a soft, silvery-white metallic element of the alkali metal group, present in traces amounts in human tissues and fluids. Rb-87, a naturally occurring isotope, is (slightly) radioactive. Rubidium is very soft and highly reactive, with properties similar to other elements in group 1, like rapid oxidation in air. Rubidium, particularly 87Rb, in the form of vapor, is one of the most commonly-used atomic species employed for laser cooling and Bose-Einstein condensation. Its desirable features for this application include the ready availability of inexpensive diode laser light at the relevant wavelength, and the moderate temperatures required to obtain substantial vapor pressures. Physiologically, it exists as an ion in the body. It has been found slightly increased in neoplastic human breast tissues obtained from patients at the time of mastectomy, compared to normal tissue. (PMID: 6488192, 15820728, 7324778, 9630429, 577330).	7440-17-7	Solid	[Rb+]	Rb	InChI=1S/Rb/q+1	NCCSSGKUIKYAJD-UHFFFAOYSA-N	84.91178934	CHEBI:49847	HMDB0001327	
BASm0002326	cis-stilbene oxide	Cis-stilbene oxide is part of the Bile secretion pathway. It is a substrate for: Epoxide hydrolase 1.		Solid	c1ccc([C@H]2O[C@H]2c2ccccc2)cc1	C14H12O	InChI=1S/C14H12O/c1-3-7-11(8-4-1)13-14(15-13)12-9-5-2-6-10-12/h1-10,13-14H/t13-,14+	ARCJQKUWGAZPFX-OKILXGFUSA-N	196.088815	CHEBI:50004	HMDB0059631	
BASm0002327	(1R,2R)-hydrobenzoin	(+)-(1R,2R)-1,2-Diphenylethane-1,2-diol is converted from cis-stilbene oxide via the enzyme microsomal epoxide hydrolase (EC 3.3.2.9). This is a key hepatic enzyme that is involved in the metabolism of numerous xenobiotics, such as 1,3-butadiene oxide, styrene oxide and the polycyclic aromatic hydrocarbon benzo[a]pyrene 4,5-oxide.	52340-78-0	Solid	O[C@H](c1ccccc1)[C@H](O)c1ccccc1	C14H14O2	InChI=1S/C14H14O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13-16H/t13-,14-/m1/s1	IHPDTPWNFBQHEB-ZIAGYGMSSA-N	214.0993797	CHEBI:50014	HMDB0012111	
BASm0002328	beta-pinene	beta-Pinene is found in allspice. beta-Pinene is widely distributed in plants, usually associated with a-Pinene <ht>JPV84-W</ht> but in smaller amounts. beta-Pinene is found in lime peel oil, ginger, nutmeg, mace, bitter fennel, rosemary and sage. beta-Pinene is a flavour ingredient.	18172-67-3		C=C1CCC2CC1C2(C)C	C10H16	InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h8-9H,1,4-6H2,2-3H3/t8-,9-/m0/s1	WTARULDDTDQWMU-IUCAKERBSA-N	136.1252005	CHEBI:50025	HMDB0036560	
BASm0002329	(1R,5R)-beta-pinene	β-Pinene belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes is known to occur mainly through the methyl-eritritol-phosphate (MEP) pathway in the plastids. Geranyl diphosphate (GPP) is a key intermediate in the biosynthesis of cyclic monoterpenes. GPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. β-Pinene is a component of essential oils from many plants, including cannabis plants (PMID: 6991645, 26657499). β-Pinene is an isomer of pinene. There are two known isomers of pinene found in nature: α-pinene and β-pinene. As the name suggests, both forms are important constituents of pine resin; they are also found in the resins of many other conifers, as well as in non-coniferous plants such as camphorweed (Heterotheca) and big sagebrush (Artemisia tridentata). Both isomers are used by many insects in their chemical communication system. The two isomers of pinene constitute the major component of turpentine.	19902-08-0	1	C=C1CC[C@@H]2C[C@H]1C2(C)C	C10H16	InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h8-9H,1,4-6H2,2-3H3/t8-,9-/m1/s1	WTARULDDTDQWMU-RKDXNWHRSA-N	136.1252	CHEBI:50026		
BASm0002330	sabinene	UL			C=C1CCC2(C(C)C)CC12	C10H16	InChI=1S/C10H16/c1-7(2)10-5-4-8(3)9(10)6-10/h7,9H,3-6H2,1-2H3	NDVASEGYNIMXJL-UHFFFAOYSA-N	136.1252005	CHEBI:50027	HMDB0062156	
BASm0002331	(1S,5S)-sabinene	Sabinene (CAS: 3387-41-5) belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Thus, sabinene is considered to be an isoprenoid lipid molecule. Sabinene is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. (-)-Sabinene is found in herbs and spices and is a constituent of Laurus nobilis (bay laurel).	10408-16-9		CC(C)[C@]12C[C@H]1C(=C)CC2	C10H16	InChI=1S/C10H16/c1-7(2)10-5-4-8(3)9(10)6-10/h7,9H,3-6H2,1-2H3/t9-,10-/m0/s1	NDVASEGYNIMXJL-UWVGGRQHSA-N	136.1252005	CHEBI:50028	HMDB0034928	
BASm0002332	(1R,5R)-sabinene	Sabinene (CAS: 3387-41-5) belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Thus, sabinene is considered to be an isoprenoid lipid molecule. Sabinene is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. (+)-Sabinene, also known as (+)-4(10)-thujene, is found in common sage and Myristica fragrans (nutmeg).	2009-00-9		CC(C)[C@@]12C[C@@H]1C(=C)CC2	C10H16	InChI=1S/C10H16/c1-7(2)10-5-4-8(3)9(10)6-10/h7,9H,3-6H2,1-2H3/t9-,10-/m1/s1	NDVASEGYNIMXJL-NXEZZACHSA-N	136.1252005	CHEBI:50029	HMDB0036076	
BASm0002333	alpha-thujene	xi-3-Thujene is found in herbs and spices. xi-3-Thujene is isolated from Indian olibanum tree (Boswellia serrata), Eucalyptus species, dill, juniper, coriander and many other plant oils. (Opt. rotn. frequently not reported).	3917-48-4			C10H16		KQAZVFVOEIRWHN-UHFFFAOYNA-N	136.1252005	CHEBI:50031	HMDB0036116	
BASm0002334	(6aS,11aS)-4-dimethylallyl-3,6a,9-trihydroxypterocarpan		77979-21-6			C20H20O5		NLHMQOCIFRDSNU-VQTJNVASSA-N	340.1310737	CHEBI:50036		
BASm0002335	(+)-thujan-3-one					C10H16O		USMNOWBWPHYOEA-OYNCUSHFSA-N	152.1201151	CHEBI:50043		
BASm0002337	ent-cassa-12,15-diene	Ent-cassa-12,15-diene is a member of the class of compounds known as isocopalane and spongiane diterpenoids. Isocopalane and spongiane diterpenoids are diterpenoids with a structure based on the isocopalane (Tetradecahydro-1,1,4a,7,8,8a-hexamethylphenanthrene) or the 15,16-epoxyisocopalane skeleton. Thus, ent-cassa-12,15-diene is considered to be an isoprenoid lipid molecule. Ent-cassa-12,15-diene can be found in rice, which makes ent-cassa-12,15-diene a potential biomarker for the consumption of this food product.			C=CC1=CC[C@@H]2[C@H](CC[C@@H]3C(C)(C)CCC[C@@]23C)[C@@H]1C	C20H32	InChI=1S/C20H32/c1-6-15-8-10-17-16(14(15)2)9-11-18-19(3,4)12-7-13-20(17,18)5/h6,8,14,16-18H,1,7,9-13H2,2-5H3/t14-,16-,17-,18-,20+/m1/s1	JQPDOKGAOXSRJD-SVEODPQUSA-N	272.250401	CHEBI:50060	HMDB0302095	
BASm0002338	ent-sandaracopimara-8(14),15-diene			Expected Solid		C20H32		XDSYKASBVOZOAG-LFGUQSLTSA-N	272.250401	CHEBI:50061		MMDBc0003447
BASm0002339	ent-pimara-8(14),15-diene			Expected Solid		C20H32		XDSYKASBVOZOAG-JYBIWHBTSA-N	272.250401	CHEBI:50063		MMDBc0003447
BASm0002340	ent-pimara-9(11),15-diene			Expected Solid	[H][C@@]12CC[C@]3([H])C(C)(C)CCC[C@@]3(C)C1=CC[C@@](C)(C2)C=C	C20H32	InChI=1S/C20H32/c1-6-19(4)13-10-16-15(14-19)8-9-17-18(2,3)11-7-12-20(16,17)5/h6,10,15,17H,1,7-9,11-14H2,2-5H3/t15-,17+,19-,20-/m0/s1	NIRMOOCHGJGPKG-RKOGWWSCSA-N	272.250401	CHEBI:50064		MMDBc0055968
BASm0002341	9beta-pimara-7,15-diene		68556-53-6			C20H32		VCOVNILQQQZROK-PIKOESSRSA-N	272.250401	CHEBI:50067		
BASm0002342	stemod-13(17)-ene				C=C1CC[C@@]23C[C@@H]1C[C@@H]2CC[C@H]1C(C)(C)CCC[C@@]13C	C20H32	InChI=1S/C20H32/c1-14-8-11-20-13-15(14)12-16(20)6-7-17-18(2,3)9-5-10-19(17,20)4/h15-17H,1,5-13H2,2-4H3	GNNRCBBKCVNPSC-UHFFFAOYSA-N	272.250401	CHEBI:50068		
BASm0002343	stemar-13-ene	Stemar-13-ene is a member of the class of compounds known as stemarane diterpenoids. Stemarane diterpenoids are diterpenoids with a structure characterized by a stemarane skeleton. Some characteristics include the bicyclic system C/D that is constituted by a bicyclo[3.2.1]octane fused to the bicyclic A/B system in a different fashion with respect to other tetracyclic diterpenes possessing the bicyclo[3.2.1]octane system. Moreover, the two contiguous quaternary carbon atoms, C(9) and C(10), are present, the former being a spirocyclic atom. Oxygenation can happen at positions C(2), C(7), C(13), C(17), C(18), and C(19). Thus, stemar-13-ene is considered to be an isoprenoid lipid molecule. Stemar-13-ene can be found in rice, which makes stemar-13-ene a potential biomarker for the consumption of this food product.			CC1=C[C@@H]2CC[C@H]3C(C)(C)CCC[C@]3(C)[C@@]23CC[C@@H]1C3	C20H32	InChI=1S/C20H32/c1-14-12-16-6-7-17-18(2,3)9-5-10-19(17,4)20(16)11-8-15(14)13-20/h12,15-17H,5-11,13H2,1-4H3/t15-,16+,17+,19+,20-/m1/s1	MCRAOCBPZAIHJQ-QBYKVAOYSA-N	272.250401	CHEBI:50069	HMDB0301828	
BASm0002344	ascopyrone M	A 3-pyranone with a 4,5-double bond carrying a hydroxy group at position 4 and a hydroxymethyl group at position 6.			O=C1CO[C@H](CO)C=C1O	C6H8O4	InChI=1S/C6H8O4/c7-2-4-1-5(8)6(9)3-10-4/h1,4,7-8H,2-3H2/t4-/m0/s1	XUKJGZOHRVCEJL-BYPYZUCNSA-N		CHEBI:50070		
BASm0002345	ascopyrone P	A 4-pyranone with a 2,3-double bond carrying a hydroxy group at position 3 and a hydroxymethyl group at position 6.			O=C1C[C@@H](CO)OC=C1O	C6H8O4	InChI=1S/C6H8O4/c7-2-4-1-5(8)6(9)3-10-4/h3-4,7,9H,1-2H2/t4-/m0/s1	ZXCYXCIWKAILMP-BYPYZUCNSA-N		CHEBI:50071		
BASm0002346	5beta-scymnol				C[C@H](CC[C@@H](O)C(CO)CO)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C27H48O6	InChI=1S/C27H48O6/c1-15(4-7-22(31)16(13-28)14-29)19-5-6-20-25-21(12-24(33)27(19,20)3)26(2)9-8-18(30)10-17(26)11-23(25)32/h15-25,28-33H,4-14H2,1-3H3	DIPHJTHZUWDJIK-UHFFFAOYSA-N	468.3450893	CHEBI:50106	HMDB0258186	
BASm0002347	5alpha-cholane-3alpha,7alpha,12alpha,24-tetrol				C[C@H](CCCO)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C24H42O4	InChI=1S/C24H42O4/c1-14(5-4-10-25)17-6-7-18-22-19(13-21(28)24(17,18)3)23(2)9-8-16(26)11-15(23)12-20(22)27/h14-22,25-28H,4-13H2,1-3H3	BMSROUVLRAQRBY-UHFFFAOYSA-N	394.3083098	CHEBI:50108		
BASm0002348	isopiperitenone	Isopiperitenone, also known as 3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-one or 6-isopropenyl-3-methyl-2-cyclohexen-1-one, is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Isopiperitenone is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). Isopiperitenone can be found in dill and spearmint, which makes isopiperitenone a potential biomarker for the consumption of these food products.			C=C(C)C1CCC(C)=CC1=O	C10H14O	InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h6,9H,1,4-5H2,2-3H3	SEZLYIWMVRUIKT-UHFFFAOYSA-N	150.1044651	CHEBI:50110	HMDB0302241	
BASm0002349	(6aS,11aS)-2-dimethylallyl-3,6a,9-trihydroxypterocarpan				CC(C)=CCc1cc2c(cc1O)OC[C@@]1(O)c3ccc(O)cc3O[C@@H]21	C20H20O5	InChI=1S/C20H20O5/c1-11(2)3-4-12-7-14-17(9-16(12)22)24-10-20(23)15-6-5-13(21)8-18(15)25-19(14)20/h3,5-9,19,21-23H,4,10H2,1-2H3	TUXXPRXOVFCNPC-UHFFFAOYSA-N		CHEBI:50118		
BASm0002350	(5-hydroxyindol-3-yl)acetaldehyde	5-Hydroxyindoleacetaldehyde, also known as 5-HIAL, belongs to the class of organic compounds known as hydroxyindoles. These are organic compounds containing an indole moiety that carries a hydroxyl group. Within humans, 5-hydroxyindoleacetaldehyde participates in a number of enzymatic reactions. In particular, 5-hydroxyindoleacetaldehyde can be biosynthesized from serotonin through its interaction with the enzyme kynurenine 3-monooxygenase. In humans, 5-hydroxyindoleacetaldehyde is involved in tryptophan metabolism. Outside of the human body, 5-hydroxyindoleacetaldehyde has been detected, but not quantified in, several different foods, such as garden rhubarbs, black radish, oriental wheat, garden tomato, and wild leeks. This could make 5-hydroxyindoleacetaldehyde a potential biomarker for the consumption of these foods. 5-Hydroxyindoleacetaldehyde is a biogenic aldehyde of serotonin derived from the action of monoamine oxidase (MAO) (PMID: 11306106, 2470392).	1892-21-3	Solid	O=CCc1c[nH]c2ccc(O)cc12	C10H9NO2	InChI=1S/C10H9NO2/c12-4-3-7-6-11-10-2-1-8(13)5-9(7)10/h1-2,4-6,11,13H,3H2	OBFAPCIUSYHFIE-UHFFFAOYSA-N	175.0633285	CHEBI:50157	HMDB0004073	
BASm0002351	chavicol	Chavicol is found in allspice. Chavicol is found in many essential oils, e.g. anise and Gardenia. Chavicol is used in perfumery and flavours.	501-92-8	Liquid	C=CCc1ccc(O)cc1	C9H10O	InChI=1S/C9H10O/c1-2-3-8-4-6-9(10)7-5-8/h2,4-7,10H,1,3H2	RGIBXDHONMXTLI-UHFFFAOYSA-N	134.0731649	CHEBI:50158	HMDB0034107	
BASm0002352	3alpha-hydroxy-5alpha-pregnan-20-one	Allopregnanolone is a neuroactive metabolite of progesterone and a barbiturate-like modulator of central gamma-aminobutyric acid receptors that modify a range of behaviors, including the stress response. is a steroid created in the body when progesterone, the female sex hormone, is metabolized. Typically, THP (allopregnanolone) is released in the brain in response to stress, and quiets the neural system within 30 minutes of escalation. This steroid hormone has recently been found to be responsible for the extreme mood swings found in teenagers. In adults and pre-pubescent chlidren THP normally helps soothe the activity of brain cells by binding to GABA receptors that inhibit accelerating electrical activity. However, in pubescent teenagers THP actually becomes a GABA receptor antagonist. GABA (gamma-aminobutyric acid) is the primary inhibitory neurotransmitter in the brain with most sedatives (tranquilizers, anesthetics and alcohol) acting on the GABA receptor.	516-54-1		CC(=O)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C21H34O2	InChI=1S/C21H34O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h14-19,23H,4-12H2,1-3H3/t14-,15+,16-,17+,18-,19-,20-,21+/m0/s1	AURFZBICLPNKBZ-SYBPFIFISA-N	318.2558803	CHEBI:50169	HMDB0001449	
BASm0002353	3,5-dihydroxybenzaldehyde				O=Cc1cc(O)cc(O)c1	C7H6O3	InChI=1S/C7H6O3/c8-4-5-1-6(9)3-7(10)2-5/h1-4,9-10H	HAQLHRYUDBKTJG-UHFFFAOYSA-N		CHEBI:50204		
BASm0002354	3,4-dihydroxybenzaldehyde	3,4-Dihydroxybenzaldehyde, also known as protocatechuic aldehyde, is a phenolic aldehyde, a compound released from cork stoppers into wine. This molecule can be used as a precursor in vanillin synthesis via biotransformation by cell cultures of Capsicum frutescens, a type of chili pepper. It is also found in the mushroom Phellinus linteus (Wikipedia).	139-85-5		O=Cc1ccc(O)c(O)c1	C7H6O3	InChI=1S/C7H6O3/c8-4-5-1-2-6(9)7(10)3-5/h1-4,9-10H	IBGBGRVKPALMCQ-UHFFFAOYSA-N	138.0316941	CHEBI:50205	HMDB0059965	
BASm0002355	sophoraflavanone B				CC(C)=CCc1c(O)cc(O)c2c1O[C@H](c1ccc(O)cc1)CC2=O	C20H20O5	InChI=1S/C20H20O5/c1-11(2)3-8-14-15(22)9-16(23)19-17(24)10-18(25-20(14)19)12-4-6-13(21)7-5-12/h3-7,9,18,21-23H,8,10H2,1-2H3/t18-/m0/s1	LPEPZZAVFJPLNZ-SFHVURJKSA-N	340.1310737	CHEBI:50207		
BASm0002356	leachianone G				CC(C)=CCc1c(O)cc(O)c2c1O[C@H](c1ccc(O)cc1O)CC2=O	C20H20O6	InChI=1S/C20H20O6/c1-10(2)3-5-13-15(23)8-16(24)19-17(25)9-18(26-20(13)19)12-6-4-11(21)7-14(12)22/h3-4,6-8,18,21-24H,5,9H2,1-2H3	VBOYLFNGTSLAAZ-UHFFFAOYSA-N	356.1259884	CHEBI:50208		
BASm0002357	sophoraflavanone G				C=C(C)[C@H](CC=C(C)C)Cc1c(O)cc(O)c2c1O[C@H](c1ccc(O)cc1O)CC2=O	C25H28O6	InChI=1S/C25H28O6/c1-13(2)5-6-15(14(3)4)9-18-20(28)11-21(29)24-22(30)12-23(31-25(18)24)17-8-7-16(26)10-19(17)27/h5,7-8,10-11,15,23,26-29H,3,6,9,12H2,1-2,4H3	XRYVAQQLDYTHCL-UHFFFAOYSA-N	424.1885886	CHEBI:50209	HMDB0258381	
BASm0002358	retinol				CC1=C(C=CC(C)=CC=CC(C)=CCO)C(C)(C)CCC1	C20H30O	InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3	FPIPGXGPPPQFEQ-UHFFFAOYSA-N	286.2296656	CHEBI:50211	HMDB0247586	
BASm0002359	dihydrocarveol	Dihydrocarveol, also known as 2-methyl-5-(1-methylethenyl)cyclohexanol or 6-methyl-3-isopropenylcyclohexanol, is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Dihydrocarveol is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). Dihydrocarveol is a herbal, menthol, and minty tasting compound and can be found in a number of food items such as dill, pot marjoram, pepper (spice), and caraway, which makes dihydrocarveol a potential biomarker for the consumption of these food products.			C=C(C)C1CCC(C)C(O)C1	C10H18O	InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-11H,1,4-6H2,2-3H3	KRCZYMFUWVJCLI-UHFFFAOYSA-N	154.1357652	CHEBI:50215	HMDB0302231	
BASm0002360	(1S,2R,4R)-neoisodihydrocarveol	Neoisodihydrocarveol, also known as (1s,2r,4r)-neoiso-dihydrocarveol or (1r,2s,5r)-5-isopropenyl-2-methylcyclohexanol, is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Thus, neoisodihydrocarveol is considered to be an isoprenoid lipid molecule. Neoisodihydrocarveol is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). Neoisodihydrocarveol can be found in caraway and wild celery, which makes neoisodihydrocarveol a potential biomarker for the consumption of these food products.			C=C(C)[C@@H]1CC[C@H](C)[C@H](O)C1	C10H18O	InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-11H,1,4-6H2,2-3H3/t8-,9+,10+/m0/s1	KRCZYMFUWVJCLI-IVZWLZJFSA-N	154.1357652	CHEBI:50232	HMDB0302495	
BASm0002361	(1S,2S,4R)-isodihydrocarveol		18675-33-7		C=C(C)[C@@H]1CC[C@H](C)[C@@H](O)C1	C10H18O	InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-11H,1,4-6H2,2-3H3/t8-,9-,10+/m1/s1	KRCZYMFUWVJCLI-BBBLOLIVSA-N		CHEBI:50233		
BASm0002362	(1S,2S,4S)-dihydrocarveol	(+)-dihydrocarveol, also known as (1s,2s,5s)-5-isopropenyl-2-methylcyclohexanol or (1s,2s,4s)-menth-8-en-2-ol, is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Thus, (+)-dihydrocarveol is considered to be an isoprenoid lipid molecule (+)-dihydrocarveol is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). (+)-dihydrocarveol can be found in caraway, which makes (+)-dihydrocarveol a potential biomarker for the consumption of this food product.			C=C(C)[C@H]1CC[C@H](C)[C@@H](O)C1	C10H18O	InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-11H,1,4-6H2,2-3H3/t8-,9-,10-/m0/s1	KRCZYMFUWVJCLI-GUBZILKMSA-N	154.1357652	CHEBI:50235	HMDB0303825	
BASm0002363	4-isopropenyl-7-methyloxepan-2-one			Expected Solid	C=C(C)C1CCC(C)OC(=O)C1	C10H16O2	InChI=1S/C10H16O2/c1-7(2)9-5-4-8(3)12-10(11)6-9/h8-9H,1,4-6H2,2-3H3	DNWZWUWUDAGNJB-UHFFFAOYSA-N	168.1150298	CHEBI:50238		MMDBc0055517
BASm0002364	7-isopropyl-4-methyloxepan-2-one	Menthone lactone is a flavouring ingredient with maple syrup-brown sugar odour. It is isolated from Mentha piperita (peppermint) rhizomes.	499-54-7		CC1CCC(C(C)C)OC(=O)C1	C10H18O2	InChI=1S/C10H18O2/c1-7(2)9-5-4-8(3)6-10(11)12-9/h7-9H,4-6H2,1-3H3	GGAXPLCKKANQED-UHFFFAOYSA-N	170.1306798	CHEBI:50243	HMDB0040330	
BASm0002365	(1R,2R,4S)-limonene-1,2-diol				C=C(C)[C@H]1CC[C@@](C)(O)[C@H](O)C1	C10H18O2	InChI=1S/C10H18O2/c1-7(2)8-4-5-10(3,12)9(11)6-8/h8-9,11-12H,1,4-6H2,2-3H3/t8-,9+,10+/m0/s1	WKZWTZTZWGWEGE-IVZWLZJFSA-N	170.1306798	CHEBI:50244		
BASm0002366	(1R,4S)-1-hydroxylimonen-2-one			Expected Solid	[H][C@@]1(CC[C@@](C)(O)C(=O)C1)C(C)=C	C10H16O2	InChI=1S/C10H16O2/c1-7(2)8-4-5-10(3,12)9(11)6-8/h8,12H,1,4-6H2,2-3H3/t8-,10+/m0/s1	JEQLRDRDFLXSHY-WCBMZHEXSA-N	168.1150298	CHEBI:50245		MMDBc0054772
BASm0002367	1-hydroxylimonen-2-one			Expected Solid		C10H16O2		JEQLRDRDFLXSHY-UHFFFAOYNA-N	168.1150298	CHEBI:50246		MMDBc0055115
BASm0002368	(4R,7S)-7-isopropyl-4-methyloxepan-2-one	Menthone lactone is a flavouring ingredient with maple syrup-brown sugar odour. It is isolated from Mentha piperita (peppermint) rhizomes.	499-54-7		[H][C@@]1(C)CC[C@]([H])(OC(=O)C1)C(C)C	C10H18O2	InChI=1S/C10H18O2/c1-7(2)9-5-4-8(3)6-10(11)12-9/h7-9H,4-6H2,1-3H3/t8-,9+/m1/s1	GGAXPLCKKANQED-BDAKNGLRSA-N	170.1306798	CHEBI:50250	HMDB0040330	
BASm0002369	beta-D-allofuranose	beta-D-Allofuranose is produced from beta-D-allopyranose by D-ribose pyranase.  A furanose is a collective term for carbohydrates that have a chemical structure that includes a five-membered ring system consisting of four carbon atoms and one oxygen atom. The name derives from its similarity to the oxygen heterocycle furan, but the furanose ring does not have double bonds.		Expected Solid	[H][C@@](O)(CO)[C@@]1([H])O[C@@]([H])(O)[C@]([H])(O)[C@]1([H])O	C6H12O6	InChI=1S/C6H12O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2-11H,1H2/t2-,3+,4-,5-,6-/m1/s1	AVVWPBAENSWJCB-AIECOIEWSA-N	180.0633881	CHEBI:50256		MMDBc0031744
BASm0002370	(R)-lavandulol	(R)-Lavandulol is found in peppermint. (R)-Lavandulol is a constituent of French lavender oil	498-16-8			C10H18O		CZVXBFUKBZRMKR-JTQLQIEISA-N	154.1357652	CHEBI:50283	HMDB0036041	
BASm0002371	terpentetriene			Expected Solid	C=CC(=C)CC[C@]1(C)[C@H](C)CC[C@]2(C)C(C)=CCC[C@@H]12	C20H32	InChI=1S/C20H32/c1-7-15(2)11-13-19(5)17(4)12-14-20(6)16(3)9-8-10-18(19)20/h7,9,17-18H,1-2,8,10-14H2,3-6H3/t17-,18+,19-,20-/m1/s1	DTIVNEHSCKVQIB-IYWMVGAKSA-N	272.250401	CHEBI:50302		MMDBc0056328
BASm0002375	dihydromethanophenazine			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CCC(C)CCOc1ccc2c(c1)Nc1ccccc1N2	C37H52N2O	InChI=1S/C37H52N2O/c1-28(2)13-9-14-29(3)15-10-16-30(4)17-11-18-31(5)19-12-20-32(6)25-26-40-33-23-24-36-37(27-33)39-35-22-8-7-21-34(35)38-36/h7-8,13,15,17,19,21-24,27,32,38-39H,9-12,14,16,18,20,25-26H2,1-6H3/b29-15+,30-17+,31-19+	LNCNNIYZOUNGMU-QAAQOENVSA-N	540.4079643	CHEBI:50375		MMDBc0054460
BASm0002376	tuberculosinol			Expected Solid	C/C(=C\CO)CC[C@@]1(C)[C@@H]2CCCC(C)(C)C2=CC[C@@H]1C	C20H34O	InChI=1S/C20H34O/c1-15(11-14-21)10-13-20(5)16(2)8-9-17-18(20)7-6-12-19(17,3)4/h9,11,16,18,21H,6-8,10,12-14H2,1-5H3/b15-11+/t16-,18+,20+/m0/s1	VHFDWNJLUATPID-AHKHSGQUSA-N	290.2609657	CHEBI:50387		MMDBc0003116
BASm0002377	putrebactin				O=C1CCC(=O)N(O)CCCCNC(=O)CCC(=O)N(O)CCCCN1	C16H28N4O6	InChI=1S/C16H28N4O6/c21-13-5-7-16(24)20(26)12-4-2-10-18-14(22)6-8-15(23)19(25)11-3-1-9-17-13/h25-26H,1-12H2,(H,17,21)(H,18,22)	ONQBBCUWASUJGE-UHFFFAOYSA-N		CHEBI:50432		
BASm0002378	10beta-hydroxytaxa-4(20),11-dien-5alpha-yl acetate				C=C1[C@@H](OC(C)=O)CC[C@@]2(C)C[C@H](O)C3=C(C)CC[C@@H](C[C@H]12)C3(C)C		InChI=1S/C22H34O3/c1-13-7-8-16-11-17-14(2)19(25-15(3)23)9-10-22(17,6)12-18(24)20(13)21(16,4)5/h16-19,24H,2,7-12H2,1,3-6H3/t16-,17+,18-,19-,22-/m0/s1	BMPKIAPYMZISRD-PQTWGXLHSA-N		CHEBI:50436		
BASm0002379	3-hydroxyaminophenol			Expected Solid	ONc1cccc(O)c1	C6H7NO2	InChI=1S/C6H7NO2/c8-6-3-1-2-5(4-6)7-9/h1-4,7-9H	NAKOPKHXTPVJIZ-UHFFFAOYSA-N	125.0476785	CHEBI:50446		MMDBc0055379
BASm0002380	an arylamine				*N					CHEBI:50471		
BASm0002382	(24R)-hydroxycholesterol	(24R)-Cholest-5-ene-3-beta,24-diol or 24(R)-Hydroxycholesterol is a hydroxysterol. It is a substrate for Cytochrome P450 39A1 (EC 1.14.13.99), which is primarily a liver-specific enzyme. It is involved in the following reaction: (24R)-cholest-5-ene-3-beta,24-diol + NADPH + O(2) = (24R)-cholest-5-ene-3-beta,7-alpha,24-triol + NADP(+) + H(2)O. 24(R)-Hydroxycholesterol is an intermediate in bile acid metabolism. The majority of circulating 24-hydroxycholesterol in humans is made in the brain and is increased in serum of Alzheimer patients. 24(S)-Hydroxycholesterol is generally more abundant in human tissues than 24(R)-Hydroxycholesterol. It has also been shown that 24(R) and 24(S)-Hydroxycholesterols are substrates for hepatic cholesterol 7-a hydroxylase (CYP7A), leading to the production of 7-alpha hydroxylated bile acids.			CC(C)[C@H](O)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H46O2	InChI=1S/C27H46O2/c1-17(2)25(29)11-6-18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-25,28-29H,6,8-16H2,1-5H3/t18-,20+,21+,22?,23+,24+,25-,26+,27-/m1/s1	IOWMKBFJCNLRTC-BPWUYGJYSA-N	402.3497807	CHEBI:50516	HMDB0011643	
BASm0002383	(24R)-7alpha-dihydroxycholesterol				CC(C)[C@H](O)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H46O3	InChI=1S/C27H46O3/c1-16(2)23(29)9-6-17(3)20-7-8-21-25-22(11-13-27(20,21)5)26(4)12-10-19(28)14-18(26)15-24(25)30/h15-17,19-25,28-30H,6-14H2,1-5H3/t17-,19+,20?,21+,22+,23-,24-,25+,26+,27-/m1/s1	ZNCHPOYZMVVJCK-DPFMVWRKSA-N		CHEBI:50518		
BASm0002384	(S)-cis-N-methylcanadine				COc1ccc2c(c1OC)C[N@+]1(C)CCc3cc4c(cc3[C@@H]1C2)OCO4	C21H24NO4	InChI=1S/C21H24NO4/c1-22-7-6-14-9-19-20(26-12-25-19)10-15(14)17(22)8-13-4-5-18(23-2)21(24-3)16(13)11-22/h4-5,9-10,17H,6-8,11-12H2,1-3H3/q+1	IPABSWBNWMXCHM-UHFFFAOYSA-N	354.1699847	CHEBI:50540		
BASm0002385	(E)-isoeugenol	Isoeugenol is an isomer of eugenol, wherein the double bond on the alkyl chain is shifted by one carbon. It also known as propenylgualacol, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Isoeugenol is also classified as a phenylpropene, a propenyl-substituted guaiacol. Isoeugenol may occur as either the cis (Z) or trans (E) isomer. Trans (E) isoeugenol is crystalline while cis (Z) isoeugenol is a pale, yellow liquid. Isoeugenol is very slightly soluble in water and soluble in organic solvents. It has a spicy, sweet, carnation-like odour and tastes of sweet spice and clove. Isoeugenol is a widely used food flavoring agent and a perfuming agent. As a food flavoring agent, it is responsible for the flavor of nutmeg (in pumpkin pies), As a fragrance, it is extensively used as a scent agent in consumer products such as soaps, shampoos, perfumes, detergents and bath tissues (often labeled as ‚ÄúFragrance‚Äù rather than isoeugenol). However, some individuals can develop allergies to isoeugenol as it appears to be a strong contact allergen (PMID:10554062 ). Isoeugenol can be prepared from eugenol by heating. In addition to its industrial production via eugenol, isoeugenol can also be extracted from certain essential oils especially from clove oil and cinnamon. It is found naturally in a wide number of foods, spices and plants including allspice, basil, blueberries, cinnamon, cloves, coffee, dill, ginber, nutmeg, thyme and turmeric. Isoeugenol is also a component of wood smoke and liquid smoke. It is one of several phenolic compounds responsible for the mold-inhibiting effect of smoke on meats and cheeses. Isoeugenol (specifically the acetate ester) has also been used in the production of vanillin. Isoeugenol is one of several non-cannabinoid phenols found in cannabis plants (PMID:6991645 ).	5932-68-3		C/C=C/c1ccc(O)c(OC)c1	C10H12O2	InChI=1S/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3-7,11H,1-2H3/b4-3+	BJIOGJUNALELMI-ONEGZZNKSA-N	164.0837296	CHEBI:50545	HMDB0005802	
BASm0002386	urate D-ribonucleoside		2124-54-1		O=c1[nH]c2c(=O)[nH]c(=O)n([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c2[nH]1	C10H12N4O7	InChI=1S/C10H12N4O7/c15-1-2-4(16)5(17)8(21-2)14-6-3(11-9(19)12-6)7(18)13-10(14)20/h2,4-5,8,15-17H,1H2,(H2,11,12,19)(H,13,18,20)	MFGPUMDDJCTHOI-UHFFFAOYSA-N		CHEBI:50547		
BASm0002387	2-methylbutyl acetate	2-Methylbutyl acetate, also known as active amyl acetate or fema 3644, belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). 2-Methylbutyl acetate is a sweet, banana, and fruit tasting compound. 2-methylbutyl acetate is found, on average, in the highest concentration in allspices. 2-methylbutyl acetate has also been detected, but not quantified, in figs and pomes. This could make 2-methylbutyl acetate a potential biomarker for the consumption of these foods. The acetate ester of 2-methylbutan-1-ol.	624-41-9		CCC(C)COC(C)=O	C7H14O2	InChI=1S/C7H14O2/c1-4-6(2)5-9-7(3)8/h6H,4-5H2,1-3H3	XHIUFYZDQBSEMF-UHFFFAOYSA-N	130.0993797	CHEBI:50585	HMDB0034166	
BASm0002388	3-dehydro-4-methylzymosterol			Solid	CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)C(C)[C@@H]1CC3	C28H44O	InChI=1S/C28H44O/c1-18(2)8-7-9-19(3)22-12-13-24-21-10-11-23-20(4)26(29)15-17-28(23,6)25(21)14-16-27(22,24)5/h8,19-20,22-24H,7,9-17H2,1-6H3/t19-,20?,22-,23+,24+,27-,28+/m1/s1	DBPZYKHQDWKORQ-MWEYQPRESA-N	396.339216	CHEBI:50593		MMDBc0033052
BASm0002389	loliose				OC[C@H]1O[C@H](O[C@@H]2[C@@H](O)[C@@H](O[C@]3(CO)O[C@H](CO)[C@@H](O)[C@@H]3O)O[C@H](CO)[C@H]2O)[C@H](O)[C@@H](O)[C@H]1O	C18H32O16	InChI=1S/C18H32O16/c19-1-5-8(23)11(26)12(27)16(30-5)32-14-9(24)6(2-20)31-17(13(14)28)34-18(4-22)15(29)10(25)7(3-21)33-18/h5-17,19-29H,1-4H2/t5-,6-,7-,8+,9-,10-,11+,12-,13-,14+,15+,16-,17-,18+/m1/s1	AEVXMUQAEMWBMR-ZRQHEJPJSA-N		CHEBI:50661		
BASm0002390	mercaptopurine	Mercaptopurine is only found in individuals that have used or taken this drug. It is an antimetabolite antineoplastic agent with immunosuppressant properties. It interferes with nucleic acid synthesis by inhibiting purine metabolism and is used, usually in combination with other drugs, in the treatment of or in remission maintenance programs for leukemia. [PubChem]Mercaptopurine competes with hypoxanthine and guanine for the enzyme hypoxanthine-guanine phosphoribosyltransferase (HGPRTase) and is itself converted to thioinosinic acid (TIMP). This intracellular nucleotide inhibits several reactions involving inosinic acid (IMP), including the conversion of IMP to xanthylic acid (XMP) and the conversion of IMP to adenylic acid (AMP) via adenylosuccinate (SAMP). In addition, 6-methylthioinosinate (MTIMP) is formed by the methylation of TIMP. Both TIMP and MTIMP have been reported to inhibit glutamine-5-phosphoribosylpyrophosphate amidotransferase, the first enzyme unique to the de novo pathway for purine ribonucleotide synthesis. Experiments indicate that radiolabeled mercaptopurine may be recovered from the DNA in the form of deoxythioguanosine. Some mercaptopurine is converted to nucleotide derivatives of 6-thioguanine (6-TG) by the sequential actions of inosinate (IMP) dehydrogenase and xanthylate (XMP) aminase, converting TIMP to thioguanylic acid (TGMP).	50-44-2	Solid	S=c1[nH]cnc2nc[nH]c12	C5H4N4S	InChI=1S/C5H4N4S/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10)	GLVAUDGFNGKCSF-UHFFFAOYSA-N	152.0156668	CHEBI:50667	HMDB0015167	
BASm0002391	methotrexate		60388-53-6		CN(Cc1cnc2nc(N)nc(N)c2n1)c1ccc(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])cc1	C20H22N8O5	InChI=1S/C20H22N8O5/c1-28(9-11-8-23-17-15(24-11)16(21)26-20(22)27-17)12-4-2-10(3-5-12)18(31)25-13(19(32)33)6-7-14(29)30/h2-5,8,13H,6-7,9H2,1H3,(H,25,31)(H,29,30)(H,32,33)(H4,21,22,23,26,27)	FBOZXECLQNJBKD-UHFFFAOYSA-N		CHEBI:50681		
BASm0002392	(Z)-phenylacetaldehyde oxime			Expected Solid	O/N=C\Cc1ccccc1	C8H9NO	InChI=1S/C8H9NO/c10-9-7-6-8-4-2-1-3-5-8/h1-5,7,10H,6H2/b9-7-	CXISHLWVCSLKOJ-CLFYSBASSA-N	135.0684139	CHEBI:50723		MMDBc0050848
BASm0002393	2-methoxy-6-(all-trans-decaprenyl)phenol	This compound belongs to the family of Polyprenylphenols. These are compounds containing a polyisoprene chain attached to a phenol group.			COc1cccc(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)c1O	C57H88O2	InChI=1S/C57H88O2/c1-45(2)23-13-24-46(3)25-14-26-47(4)27-15-28-48(5)29-16-30-49(6)31-17-32-50(7)33-18-34-51(8)35-19-36-52(9)37-20-38-53(10)39-21-40-54(11)43-44-55-41-22-42-56(59-12)57(55)58/h22-23,25,27,29,31,33,35,37,39,41-43,58H,13-21,24,26,28,30,32,34,36,38,40,44H2,1-12H3/b46-25+,47-27+,48-29+,49-31+,50-33+,51-35+,52-37+,53-39+,54-43+	FYLLWSGFAAQKHU-GBBROCKZSA-N	804.6784321	CHEBI:50774	HMDB0060250	
BASm0002394	ent-isokaurene				CC1=C[C@@]23CC[C@@H]4C(C)(C)CCC[C@@]4(C)[C@@H]2CC[C@@H]1C3	C20H32	InChI=1S/C20H32/c1-14-12-20-11-8-16-18(2,3)9-5-10-19(16,4)17(20)7-6-15(14)13-20/h12,15-17H,5-11,13H2,1-4H3	DQUHDYWUEKWRLN-UHFFFAOYSA-N	272.250401	CHEBI:50783		
BASm0002395	pentanoate ester				*OC(=O)CCCC					CHEBI:50871		
BASm0002396	scyllo-inosine			Expected Solid	O[C@H]1[C@H](O)[C@@H](O)C(=O)[C@H](O)[C@@H]1O	C6H10O6	InChI=1S/C6H10O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-5,7-11H/t1-,2-,3+,4-,5-/m1/s1	VYEGBDHSGHXOGT-QFYCRYKCSA-N	178.047738	CHEBI:50920		MMDBc0054725
BASm0002398	(S)-styrene oxide			Expected Solid	[H][C@@]1(CO1)C1=CC=CC=C1	C8H8O	InChI=1S/C8H8O/c1-2-4-7(5-3-1)8-6-9-8/h1-5,8H,6H2/t8-/m1/s1	AWMVMTVKBNGEAK-MRVPVSSYSA-N	120.0575149	CHEBI:51014		MMDBc0054857
BASm0002399	1,3-dihydro-2H-imidazol-2-one			Expected Solid	O=c1[nH]cc[nH]1	C3H4N2O	InChI=1S/C3H4N2O/c6-3-4-1-2-5-3/h1-2H,(H2,4,5,6)	AICIYIDUYNFPRY-UHFFFAOYSA-N	84.03236276	CHEBI:51022		MMDBc0054141
BASm0002400	3-phenylpropanoate	Hydrocinnamic acid, also known as 3-phenylpropanoic acid or dihydrocinnamic acid, belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid (C6-C3). Phenylpropanoic acid can be prepared from cinnamic acid by hydrogenation. Hydrocinnamic acid is a sweet, balsamic, and cinnamon tasting compound. This compound is used frequently in cosmetic products such as perfumes, bath gels, detergent powders, liquid detergents, fabric softeners, and soaps as it gives off a floral scent. A characteristic reaction of phenylpropanoic acid is its cyclization to indanones. Phenylpropanoic acid is used in the food industry to preserve and maintain the original aroma quality of frozen foods. Phenylpropanoic acid is also added to food for technological purposes in a wide variety including manufacturing, processing, preparation, treatment, packaging, transportation or storage, and food additives. This compound is used as a sweetener as well to sweeten food and can be found in tabletop sweeteners.	501-52-0		O=C([O-])CCc1ccccc1	C9H10O2	InChI=1S/C9H10O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,10,11)	XMIIGOLPHOKFCH-UHFFFAOYSA-N	150.0680796	CHEBI:51057	HMDB0000764	
BASm0002401	penicillin G	Hexyl 2-methylpropanoate is a flavouring ingredient.	2349-07-07		CC1(C)S[C@@H]2[C@H](NC(=O)Cc3ccccc3)C(=O)N2[C@H]1C(=O)[O-]	C10H20O2	InChI=1S/C10H20O2/c1-4-5-6-7-8-12-10(11)9(2)3/h9H,4-8H2,1-3H3	CYHBDKTZDLSRMY-UHFFFAOYSA-N	172.1463299	CHEBI:51354	HMDB0037849	
BASm0002402	a penicillin				*C(=O)N[C@@H]1C(=O)N2[C@@H]1SC(C)(C)[C@@H]2C(=O)[O-]					CHEBI:51356		
BASm0002403	1,3-dinitrobenzene				O=[N+]([O-])c1cccc([N+](=O)[O-])c1	C6H4N2O4	InChI=1S/C6H4N2O4/c9-7(10)5-2-1-3-6(4-5)8(11)12/h1-4H	WDCYWAQPCXBPJA-UHFFFAOYSA-N	168.0171066	CHEBI:51397	HMDB0244170	
BASm0002404	1,4-dinitrobenzene		100-25-4		O=[N+]([O-])c1ccc([N+](=O)[O-])cc1	C6H4N2O4	InChI=1S/C6H4N2O4/c9-7(10)5-1-2-6(4-3-5)8(11)12/h1-4H	FYFDQJRXFWGIBS-UHFFFAOYSA-N		CHEBI:51398		
BASm0002405	(+)-epi-isozizaene			Expected Solid	CC1=C2CC[C@H](C)[C@]23CC[C@@H](C3)C1(C)C	C15H24	InChI=1S/C15H24/c1-10-5-6-13-11(2)14(3,4)12-7-8-15(10,13)9-12/h10,12H,5-9H2,1-4H3/t10-,12-,15+/m0/s1	CYLSPJUZBPWJGC-ITDIGPHOSA-N	204.1878008	CHEBI:51458		MMDBc0000985
BASm0002406	albaflavenone			Expected Solid	CC1=C2C(=O)C[C@H](C)[C@]23CC[C@@H](C3)C1(C)C	C15H22O	InChI=1S/C15H22O/c1-9-7-12(16)13-10(2)14(3,4)11-5-6-15(9,13)8-11/h9,11H,5-8H2,1-4H3/t9-,11-,15+/m0/s1	SHUZZAXJEJPUGA-CCUNJIBTSA-N	218.1670653	CHEBI:51460		MMDBc0017385
BASm0002407	(5R)-albaflavenol				CC1=C2[C@H](O)C[C@H](C)[C@]23CC[C@@H](C3)C1(C)C	C15H24O	InChI=1S/C15H24O/c1-9-7-12(16)13-10(2)14(3,4)11-5-6-15(9,13)8-11/h9,11-12,16H,5-8H2,1-4H3	ZRRTYQUKAJCICD-UHFFFAOYSA-N	220.1827154	CHEBI:51479		
BASm0002408	(5S)-albaflavenol				CC1=C2[C@@H](O)C[C@H](C)[C@]23CC[C@@H](C3)C1(C)C	C15H24O	InChI=1S/C15H24O/c1-9-7-12(16)13-10(2)14(3,4)11-5-6-15(9,13)8-11/h9,11-12,16H,5-8H2,1-4H3	ZRRTYQUKAJCICD-UHFFFAOYSA-N	220.1827154	CHEBI:51480		
BASm0002409	benzil				O=C(C(=O)c1ccccc1)c1ccccc1	C14H10O2	InChI=1S/C14H10O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10H	WURBFLDFSFBTLW-UHFFFAOYSA-N	210.0680796	CHEBI:51507	HMDB0248990	
BASm0002410	(R)-benzoin	(±)-Benzoin is a flavouring ingredient.Benzoin is an organic compound with the formula PhCH(OH)C(O)Ph. It is a hydroxy ketone attached to two phenyl groups. It appears as off-white crystals, with a light camphor-like odor. Benzoin is synthesized from benzaldehyde in the benzoin condensation. It is chiral and it exists as a pair of enantiomers: (R)-benzoin and (S)-benzoin. (Wikipedia	119-53-9	Solid	O=C(c1ccccc1)[C@H](O)c1ccccc1	C14H12O2	InChI=1S/C14H12O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13,15H	ISAOCJYIOMOJEB-UHFFFAOYSA-N	212.0837296	CHEBI:51509	HMDB0032039	MMDBc0032964
BASm0002411	(S)-benzoin			Expected Solid	[H][C@@](O)(C(=O)C1=CC=CC=C1)C1=CC=CC=C1	C14H12O2	InChI=1S/C14H12O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13,15H/t13-/m0/s1	ISAOCJYIOMOJEB-ZDUSSCGKSA-N	212.0837296	CHEBI:51510		MMDBc0055068
BASm0002412	beta-D-fructofuranosyl alpha-D-mannopyranoside				OC[C@H]1O[C@@](CO)(O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H]1O	C12H22O11	InChI=1S/C12H22O11/c13-1-4-6(16)8(18)9(19)11(21-4)23-12(3-15)10(20)7(17)5(2-14)22-12/h4-11,13-20H,1-3H2/t4-,5-,6-,7-,8+,9+,10+,11-,12+/m1/s1	CZMRCDWAGMRECN-VJRJJCRKSA-N	342.1162115	CHEBI:51833		MMDBc0054362
BASm0002413	microthecin			Expected Solid	O=C1C=CCOC1(O)CO	C6H8O4	InChI=1S/C6H8O4/c7-4-6(9)5(8)2-1-3-10-6/h1-2,7,9H,3-4H2	FUJVJJBVXLPRQJ-UHFFFAOYSA-N	144.0422587	CHEBI:51835		MMDBc0054563
BASm0002414	an alpha-ketoester				*OC(=O)C(*)=O					CHEBI:51848		
BASm0002415	benzoyl cyanide				N#CC(=O)c1ccccc1	C8H5NO	InChI=1S/C8H5NO/c9-6-8(10)7-4-2-1-3-5-7/h1-5H	GJQBHOAJJGIPRH-UHFFFAOYSA-N	131.0371138	CHEBI:51853		
BASm0002416	(3E,5E)-7-hydroxy-6-methylhepta-3,5-dienal				C/C(=C\C=C\CC=O)CO	C8H12O2	InChI=1S/C8H12O2/c1-8(7-10)5-3-2-4-6-9/h2-3,5-6,10H,4,7H2,1H3/b3-2+,8-5+	ARBHCEGTLUXZRX-YNRRLODASA-N		CHEBI:51922		
BASm0002419	6-decylubiquinone				CCCCCCCCCCC1=C(C)C(=O)C(OC)=C(OC)C1=O	C19H30O4	InChI=1S/C19H30O4/c1-5-6-7-8-9-10-11-12-13-15-14(2)16(20)18(22-3)19(23-4)17(15)21/h5-13H2,1-4H3	VMEGFMNVSYVVOM-UHFFFAOYSA-N	322.2144094	CHEBI:52020	HMDB0250928	
BASm0002420	6-decylubiquinol			Expected Solid	CCCCCCCCCCc1c(C)c(O)c(OC)c(OC)c1O	C19H32O4	InChI=1S/C19H32O4/c1-5-6-7-8-9-10-11-12-13-15-14(2)16(20)18(22-3)19(23-4)17(15)21/h20-21H,5-13H2,1-4H3	FZPHMACGWIAGFA-UHFFFAOYSA-N	324.2300595	CHEBI:52021		MMDBc0054293
BASm0002421	an 8-hydroxyfurocoumarin				[1*]c1oc2c(O)c3oc(=O)c([5*])c([4*])c3c([3*])c2c1[2*]					CHEBI:52025		
BASm0002422	(+)-amorpha-4,11-diene				C=C(C)[C@@H]1CC[C@@H](C)[C@@H]2CCC(C)=C[C@@H]21	C15H24	InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h9,12-15H,1,5-8H2,2-4H3	HMTAHNDPLDKYJT-UHFFFAOYSA-N	204.1878008	CHEBI:52026		
BASm0002424	benzyl acetate	Benzyl acetate, also known as benzyl ethanoate or fema 2135, belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group. Benzyl acetate is a sweet, apple, and apricot tasting compound. Benzyl acetate is found, on average, in the highest concentration within sweet basils. Benzyl acetate has also been detected, but not quantified, in several different foods, such as figs, fruits, pomes, tea, and alcoholic beverages. On high concnetrations benzyl acetate is a potentially toxic compound. If the compound has entered the eyes, they should be washed with large quantities of isotonic saline or water.	0140-11-4	Liquid	CC(=O)OCc1ccccc1	C9H10O2	InChI=1S/C9H10O2/c1-8(10)11-7-9-5-3-2-4-6-9/h2-6H,7H2,1H3	QUKGYYKBILRGFE-UHFFFAOYSA-N	150.0680796	CHEBI:52051	HMDB0031310	
BASm0002425	phenylacetone	UL			CC(=O)Cc1ccccc1	C9H10O	InChI=1S/C9H10O/c1-8(10)7-9-5-3-2-4-6-9/h2-6H,7H2,1H3	QCCDLTOVEPVEJK-UHFFFAOYSA-N	134.0731649	CHEBI:52052	HMDB0061970	
BASm0002428	biphenyl-3,5-diol				Oc1cc(O)cc(-c2ccccc2)c1	C12H10O2	InChI=1S/C12H10O2/c13-11-6-10(7-12(14)8-11)9-4-2-1-3-5-9/h1-8,13-14H	UAVUNEWOYVVSEF-UHFFFAOYSA-N		CHEBI:52069		
BASm0002429	senecionine N-oxide				C/C=C1/C[C@@H](C)[C@@](C)(O)C(=O)OCC2=CC[N+]3([O-])CC[C@@H](OC1=O)[C@@H]23	C18H25NO6	InChI=1S/C18H25NO6/c1-4-12-9-11(2)18(3,22)17(21)24-10-13-5-7-19(23)8-6-14(15(13)19)25-16(12)20/h4-5,11,14-15,22H,6-10H2,1-3H3	PLGBHVNNYDZWGZ-UHFFFAOYSA-N	351.1681875	CHEBI:52070	HMDB0258230	
BASm0002430	all-trans-13,14-dihydroretinol	All-trans-13,14-dihydroretinol is involved in the retinol metabolism pathway. In this pathway, all-trans-13,14-dihydroretinol and an acceptor molecule is reversibly converted to retinol (vitamin A) plus reduced acceptor via the enzyme all-trans-retinol 13,14-reductase (EC 1.3.99.23). (KEGG).	115797-14-3	Solid	CC1=C(/C=C/C(C)=C/C=C/C(C)CCO)C(C)(C)CCC1	C20H32O	InChI=1S/C20H32O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-12,17,21H,7,10,13-15H2,1-5H3/b9-6+,12-11+,16-8+	OVBOQVAIYMSUDT-HRYGCDPOSA-N	288.2453156	CHEBI:52075	HMDB0011618	
BASm0002431	glyceollin III		61080-23-7		C=C(C)[C@@H]1Cc2cc3c(cc2O1)OC[C@@]1(O)c2ccc(O)cc2O[C@@H]31	C20H18O5	InChI=1S/C20H18O5/c1-10(2)15-6-11-5-13-17(8-16(11)24-15)23-9-20(22)14-4-3-12(21)7-18(14)25-19(13)20/h3-5,7-8,15,19,21-22H,1,6,9H2,2H3	MIYTVBARXCVVHZ-UHFFFAOYSA-N		CHEBI:52086		
BASm0002432	glyceollin II		67314-98-1		CC1(C)C=Cc2cc3c(cc2O1)OC[C@@]1(O)c2ccc(O)cc2O[C@@H]31	C20H18O5	InChI=1S/C20H18O5/c1-19(2)6-5-11-7-13-16(9-15(11)25-19)23-10-20(22)14-4-3-12(21)8-17(14)24-18(13)20/h3-9,18,21-22H,10H2,1-2H3	DDJVLBCETGUEBO-UHFFFAOYSA-N		CHEBI:52127		
BASm0002436	pyrrolidine				C1CC[NH2+]C1	C4H10N	InChI=1S/C4H9N/c1-2-4-5-3-1/h5H,1-4H2/p+1	RWRDLPDLKQPQOW-UHFFFAOYSA-O	72.08077575	CHEBI:52145		
BASm0002438	epi-cedrol		68603-22-5			C15H26O		SVURIXNDRWRAFU-MIBAYGRRSA-N	222.1983655	CHEBI:52226		
BASm0002439	(3R)-all-trans-3-hydroxyretinal	Apo-15-zeaxanthinal, also known as (-)-(R)-all-trans-3-hydroxyretinal, is a member of the class of compounds known as retinoids. Retinoids are oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof. Thus, apo-15-zeaxanthinal is considered to be an isoprenoid lipid molecule. Apo-15-zeaxanthinal is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Apo-15-zeaxanthinal can be found in a number of food items such as red bell pepper, pepper (c. annuum), green bell pepper, and italian sweet red pepper, which makes apo-15-zeaxanthinal a potential biomarker for the consumption of these food products.			C\C(\C=C\C=C(/C)\C=C\C1=C(C)C[C@@H](O)CC1(C)C)=C/C=O	C20H28O2	InChI=1S/C20H28O2/c1-15(7-6-8-16(2)11-12-21)9-10-19-17(3)13-18(22)14-20(19,4)5/h6-12,18,22H,13-14H2,1-5H3/b8-6+,10-9+,15-7+,16-11+/t18-/m1/s1	QPRQNCDEPWLQRO-ZCEAMUHZSA-N	300.2089301	CHEBI:52228	HMDB0302025	
BASm0002442	isopimara-7,15-diene		68556-53-6		C=C[C@@]1(C)CC[C@H]2C(=CC[C@H]3C(C)(C)CCC[C@]23C)C1	C20H32	InChI=1S/C20H32/c1-6-19(4)13-10-16-15(14-19)8-9-17-18(2,3)11-7-12-20(16,17)5/h6,8,16-17H,1,7,9-14H2,2-5H3/t16-,17-,19+,20-/m1/s1	VCOVNILQQQZROK-IZBJGVDFSA-N		CHEBI:52280		
BASm0002443	thalianol			Expected Solid	CC(C)=CCC/C(C)=C/CC[C@@H](C)[C@@]1(C)CCC2=C1CC[C@H]1C(C)(C)[C@@H](O)CC[C@]21C	C30H50O	InChI=1S/C30H50O/c1-21(2)11-9-12-22(3)13-10-14-23(4)29(7)19-17-25-24(29)15-16-26-28(5,6)27(31)18-20-30(25,26)8/h11,13,23,26-27,31H,9-10,12,14-20H2,1-8H3/b22-13+/t23-,26-,27-,29+,30+/m0/s1	DGAGPZOBTQYNRE-NQCQTZSJSA-N	426.3861662	CHEBI:52317		MMDBc0053803
BASm0002444	ergosteryl ester				[1*]C(=O)O[C@H]1CC[C@@]2(C)C(=CC=C3[C@@H]4CC[C@H]([C@H](C)/C=C/[C@H](C)C(C)C)[C@@]4(C)CC[C@@H]32)C1					CHEBI:52320		
BASm0002445	zymosterol ester				[1*]C(=O)O[C@H]1CC[C@]2(C)C3=C(CC[C@H]2C1)[C@@H]1CC[C@H]([C@H](C)CCC=C(C)C)[C@@]1(C)CC3					CHEBI:52322		
BASm0002446	1,2-di-(9Z-octadecenoyl)-glycerol	1,2-Dioleoylglycerol is a diacylglycerol (DG).It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis. Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol. Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase.Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	2442-61-7	Expected Solid	CCCCCCCC/C=C\CCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCC/C=C\CCCCCCCC	C39H72O5	InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,37,40H,3-16,21-36H2,1-2H3/b19-17-,20-18-	AFSHUZFNMVJNKX-CLFAGFIQSA-N	620.5379754	CHEBI:52323		MMDBc0033066
BASm0002447	1,2-di-(9Z-octadecenoyl)-sn-glycerol	DG(18:1(9Z)/18:1(9Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:1(9Z)/18:1(9Z)/0:0), in particular, consists of two chains of oleic acid at the C-1 and C-2 positions. The oleic acid moieties are derived from vegetable oils, especially olive and canola oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C39H72O5	InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,37,40H,3-16,21-36H2,1-2H3/b19-17-,20-18-/t37-/m0/s1	AFSHUZFNMVJNKX-LLWMBOQKSA-N	620.5379754	CHEBI:52333	HMDB0007218	
BASm0002448	ethyl formate	Ethyl formate, also known as areginal or ethyl methanoate, belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). Ethyl formate is an alcohol, bitter, and cognac tasting compound. Ethyl formate has been detected, but not quantified, in several different foods, such as citrus, pineapples, apples, fruits, and pomes. This could make ethyl formate a potential biomarker for the consumption of these foods. It occurs naturally in the body of ants and in the stingers of bees. Ethyl formate has the characteristic smell of rum and is also partially responsible for the flavor of raspberries. The U.S. National Institute for Occupational Safety and Health (NIOSH) also considers a time-weighted average of 100 ppm over an eight-hour period as the recommended exposure limit. Ethyl formate is an ester formed when ethanol (an alcohol) reacts with formic acid (a carboxylic acid). According to the U.S Occupational Safety and Health Administration (OSHA), ethyl formate can irritate eyes, skin, mucous membranes, and the respiratory system of humans and other animals; it is also a central nervous system depressant. Ethyl formate has been identified in dust clouds in an area of the Milky Way galaxy called Sagittarius B2 and it is among 50 molecular species identified using the 30 metre IRAM radiotelescope. In industry, it is used as a solvent for cellulose nitrate, cellulose acetate, oils, and greases.	109-94-4		CCOC=O	C3H6O2	InChI=1S/C3H6O2/c1-2-5-3-4/h3H,2H2,1H3	WBJINCZRORDGAQ-UHFFFAOYSA-N	74.03677944	CHEBI:52342	HMDB0031229	
BASm0002449	1-naphthaldehyde	This compound belongs to the family of Naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.			O=CC1=CC=CC2=CC=CC=C12	C11H8O	InChI=1S/C11H8O/c12-8-10-6-3-5-9-4-1-2-7-11(9)10/h1-8H	SQAINHDHICKHLX-UHFFFAOYSA-N	156.0575149	CHEBI:52367	HMDB0060325	
BASm0002450	N-(2-hydroxytetracosanoyl)-sphinganine	A dihydroceramide in which the ceramide N-acyl group is specified as 2-hydroxytetracosanoyl.			CCCCCCCCCCCCCCCCCCCCCCC(O)C(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC	C42H85NO4	InChI=1S/C42H85NO4/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-41(46)42(47)43-39(38-44)40(45)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2/h39-41,44-46H,3-38H2,1-2H3,(H,43,47)/t39-,40+,41?/m0/s1	DGORBCXEWSENPF-MOKHYRRWSA-N		CHEBI:52371		
BASm0002451	N-(2-hydroxyhexacosanoyl)-sphinganine				CCCCCCCCCCCCCCCCCCCCCCCCC(O)C(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC	C44H89NO4	InChI=1S/C44H89NO4/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-43(48)44(49)45-41(40-46)42(47)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h41-43,46-48H,3-40H2,1-2H3,(H,45,49)/t41-,42+,43?/m0/s1	BAZWIFLKHLJIPY-WJYGDXIFSA-N		CHEBI:52372		
BASm0002452	N-(2-hydroxytetracosanoyl)-(4R)-hydroxysphinganine			Expected Solid	CCCCCCCCCCCCCCCCCCCCCCC(O)C(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC	C42H85NO5	InChI=1S/C42H85NO5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-40(46)42(48)43-38(37-44)41(47)39(45)35-33-31-29-27-25-16-14-12-10-8-6-4-2/h38-41,44-47H,3-37H2,1-2H3,(H,43,48)/t38-,39+,40+,41-/m0/s1	ZFUXWVVVWGWGPQ-QLLOZFISSA-N	683.6427748	CHEBI:52373		MMDBc0017416
BASm0002453	N-(2-hydroxyhexacosanyl)-(4R)-hydroxysphinganine				CCCCCCCCCCCCCCCCCCCCCCCCC(O)C(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC	C44H89NO5	InChI=1S/C44H89NO5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-42(48)44(50)45-40(39-46)43(49)41(47)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h40-43,46-49H,3-39H2,1-2H3,(H,45,50)/t40-,41+,42?,43-/m0/s1	XNLFLZXNXQVPII-YIWOKQJZSA-N	711.674075	CHEBI:52374		MMDBc0056397
BASm0002454	zymosterone	5alpha-cholesta-8,24-dien-3-one, also known as zymosterone, belongs to cholesterols and derivatives class of compounds. Those are compounds containing a 3-hydroxylated cholestane core. Thus, 5alpha-cholesta-8,24-dien-3-one is considered to be a sterol lipid molecule. 5alpha-cholesta-8,24-dien-3-one is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 5alpha-cholesta-8,24-dien-3-one can be found in a number of food items such as cloudberry, welsh onion, oil-seed camellia, and loquat, which makes 5alpha-cholesta-8,24-dien-3-one a potential biomarker for the consumption of these food products. 5alpha-cholesta-8,24-dien-3-one may be a unique S.cerevisiae (yeast) metabolite.			[H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)C[C@]1([H])CC3)[C@H](C)CCC=C(C)C	C27H42O	InChI=1S/C27H42O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,19-20,23-24H,6,8-17H2,1-5H3/t19-,20+,23-,24+,26+,27-/m1/s1	AUNLIRXIJAVBNM-ZSBATXSLSA-N	382.323566	CHEBI:52386	HMDB0304222	
BASm0002455	2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerol	MG(0:0/20:4(5Z,8Z,11Z,14Z)/0:0), also known as 2-arachidonoylglycerol (2-AG), is a unique molecular species of monoacylglycerol isolated in 1995 from rat brain and canine gut as an endogenous ligand for the cannabinoid receptors. 2-AG is rapidly formed from arachidonic acid-containing phospholipids through increased phospholipid metabolism, such as enhanced inositol phospholipid turnover, in various tissues and cells upon stimulation. 2-AG binds to the cannabinoid receptors CB1 and CB2 and exhibits a variety of cannabimimetic activities in vitro and in vivo. 2-AG is an endogenous cannabinoid (endocannabinoid). Endocannabinoids are a class of fatty acid derivatives defined by their ability to interact with the specific cannabinoid receptors that were originally identified as the targets of delta9-tetrahydocannabinol (delta9-THC), the psychoactive component of cannabis. Endocannabinoids have been implicated in a growing number of important physiological and behavioral events. Endocannabinoids are amides, esters, and ethers of long-chain polyunsaturated fatty acids, which act as new lipidic mediators. 2-AG is one of the main endogenous agonists of cannabinoid receptors, able to mimic several pharmacological effects of delta9-THC, the active principle of Cannabis sativa preparations like hashish and marijuana. The activity of AEA and 2-AG at their receptors is limited by cellular uptake through an anandamide membrane transporter (AMT), followed by intracellular degradation. A fatty acid amide hydrolase (FAAH) is the main AEA hydrolase, whereas a monoacylglycerol lipase (MAGL) is critical in degrading 2-AG (PMID: 16515464, 16278487, 16678907).	53847-30-6		[H]C(CO)(CO)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C23H38O4	InChI=1S/C23H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)27-22(20-24)21-25/h6-7,9-10,12-13,15-16,22,24-25H,2-5,8,11,14,17-21H2,1H3/b7-6-,10-9-,13-12-,16-15-	RCRCTBLIHCHWDZ-DOFZRALJSA-N	378.2770097	CHEBI:52392	HMDB0004666	
BASm0002456	an episterol ester				[1*]C(=O)O[C@H]1CC[C@]2(C)C3CC[C@]4(C)[C@@H]([C@H](C)CCC(=C)C(C)C)CC[C@H]4C3=CC[C@H]2C1					CHEBI:52393		
BASm0002457	lanosteryl ester				[1*]C(=O)O[C@H]1CC[C@]2(C)C3=C(CC[C@H]2C1(C)C)[C@]1(C)CC[C@H]([C@H](C)CCC=C(C)C)[C@@]1(C)CC3					CHEBI:52394		
BASm0002458	1D-myo-inositol 2-acetamido-2-deoxy-alpha-D-glucopyranoside			Expected Solid	[H][C@]1(CO)O[C@]([H])(O[C@@]2([H])[C@]([H])(O)[C@@]([H])(O)[C@]([H])(O)[C@@]([H])(O)[C@@]2([H])O)[C@]([H])(N=C(C)O)[C@@]([H])(O)[C@]1([H])O	C14H25NO11	InChI=1S/C14H25NO11/c1-3(17)15-5-7(19)6(18)4(2-16)25-14(5)26-13-11(23)9(21)8(20)10(22)12(13)24/h4-14,16,18-24H,2H2,1H3,(H,15,17)/t4-,5-,6-,7-,8-,9-,10+,11-,12-,13-,14-/m1/s1	MRKTUVZZZRUSQR-JPUVNKLSSA-N	383.1427606	CHEBI:52442		MMDBc0055191
BASm0002459	1-O-octadecyl-2-acetyl-sn-glycero-3-phosphocholine				CCCCCCCCCCCCCCCCCCOC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(C)=O	C28H58NO7P	InChI=1S/C28H58NO7P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23-33-25-28(36-27(2)30)26-35-37(31,32)34-24-22-29(3,4)5/h28H,6-26H2,1-5H3	ZXCIEWBDUAPBJF-UHFFFAOYSA-N	551.3950902	CHEBI:52450	HMDB0242460	
BASm0002460	elisabethatriene				C=C1C=C2[C@H](CC1)[C@@H](C)CC[C@@H]2[C@@H](C)CCC=C(C)C	C20H32	InChI=1S/C20H32/c1-14(2)7-6-8-16(4)19-12-10-17(5)18-11-9-15(3)13-20(18)19/h7,13,16-19H,3,6,8-12H2,1-2,4-5H3	DTMNMDQQDKQKIE-UHFFFAOYSA-N	272.250401	CHEBI:52461		
BASm0002461	fusicocca-2,10(14)-diene			Expected Solid	CC1=C2C[C@@]3(C)CCC(C(C)C)=C3CC[C@H](C)[C@@H]2CC1	C20H32	InChI=1S/C20H32/c1-13(2)16-10-11-20(5)12-18-15(4)6-8-17(18)14(3)7-9-19(16)20/h13-14,17H,6-12H2,1-5H3/t14-,17-,20+/m0/s1	PZSFDLBSQBBRAM-GZRFBZBPSA-N	272.250401	CHEBI:52463		MMDBc0055996
BASm0002462	levopimaradienol				CC(C)C1=CC[C@H]2C(=C1)CC[C@H]1[C@](C)(CO)CCC[C@]21C	C20H32O	InChI=1S/C20H32O/c1-14(2)15-6-8-17-16(12-15)7-9-18-19(3,13-21)10-5-11-20(17,18)4/h6,12,14,17-18,21H,5,7-11,13H2,1-4H3/t17-,18-,19-,20+/m0/s1	CYOURYOZWLIJFB-LWYYNNOASA-N		CHEBI:52482		
BASm0002463	levopimaradienal				CC(C)C1=CC[C@H]2C(=C1)CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C=O	C20H30O	InChI=1S/C20H30O/c1-14(2)15-6-8-17-16(12-15)7-9-18-19(3,13-21)10-5-11-20(17,18)4/h6,12-14,17-18H,5,7-11H2,1-4H3/t17-,18-,19-,20+/m0/s1	QAOPEXQKBQUUSQ-LWYYNNOASA-N		CHEBI:52483		
BASm0002464	isopimara-7,15-dienol		1686-64-2		C=C[C@@]1(C)CC[C@H]2C(=CC[C@H]3[C@](C)(CO)CCC[C@]23C)C1	C20H32O	InChI=1S/C20H32O/c1-5-18(2)12-9-16-15(13-18)7-8-17-19(3,14-21)10-6-11-20(16,17)4/h5,7,16-17,21H,1,6,8-14H2,2-4H3/t16-,17-,18-,19-,20+/m0/s1	DUEINKIQNGZKPL-VYJAJWGXSA-N	288.2453157	CHEBI:52484		
BASm0002465	isopimara-7,15-dienal		1686-63-1		C=C[C@@]1(C)CC[C@H]2C(=CC[C@@H]3[C@]2(C)CCC[C@@]3(C)C=O)C1	C20H30O	InChI=1S/C20H30O/c1-5-18(2)12-9-16-15(13-18)7-8-17-19(3,14-21)10-6-11-20(16,17)4/h5,7,14,16-17H,1,6,8-13H2,2-4H3/t16-,17-,18-,19-,20+/m0/s1	NLLZQKHFTCHPED-VYJAJWGXSA-N	286.2296656	CHEBI:52485		
BASm0002466	dehydroabietadienol		3772-55-2		CC(C)c1ccc2c(c1)CC[C@H]1[C@](C)(CO)CCC[C@]21C	C20H30O	InChI=1S/C20H30O/c1-14(2)15-6-8-17-16(12-15)7-9-18-19(3,13-21)10-5-11-20(17,18)4/h6,8,12,14,18,21H,5,7,9-11,13H2,1-4H3/t18-,19-,20+/m0/s1	WSKGRAGZAQRSED-SLFFLAALSA-N	286.2296656	CHEBI:52486		
BASm0002467	dehydroabietadienal		13601-88-2		CC(C)c1ccc2c(c1)CC[C@H]1[C@](C)(C=O)CCC[C@]21C	C20H28O	InChI=1S/C20H28O/c1-14(2)15-6-8-17-16(12-15)7-9-18-19(3,13-21)10-5-11-20(17,18)4/h6,8,12-14,18H,5,7,9-11H2,1-4H3/t18-,19-,20+/m0/s1	YCLCHPWRGSDZKL-SLFFLAALSA-N	284.2140155	CHEBI:52487		
BASm0002470	1-O-alkyl-2-acyl-sn-glycerol				*C(=O)O[C@@H](CO)CO[1*]					CHEBI:52595		
BASm0002471	8-oxoguanine	Formation of 8-hydroxyguanine (8-OHG), a mutagenic base which is a marker for OH-mediated DNA damage, requires peroxidase and halides and occurs in the presence of transition metal chelators (DTPA +/- desferrioxamine), and is inhibited by catalase, superoxide dismutase (SOD), and scavengers of hypohalous acids. (PMID 10820020). 8-Hydroxyguanine is an oxidative stress marker for diagnosis of Alzheimer's disease (AD). (PMID 15977989).	5614-64-2	Solid	Nc1nc2[nH]c(=O)[nH]c2c(=O)[nH]1	C5H5N5O2	InChI=1S/C5H5N5O2/c6-4-8-2-1(3(11)10-4)7-5(12)9-2/h(H5,6,7,8,9,10,11,12)	CLGFIVUFZRGQRP-UHFFFAOYSA-N	167.0443244	CHEBI:52617	HMDB0002032	
BASm0002476	3-methoxyphenol	3-methoxyphenol is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 1-[2,4-dihydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-2-(2-hydroxy-4-methoxyphenyl)ethane-1,2-dione. It is generated by EC.3.7.1. enzyme via a keto-hydrolysis-pattern5 reaction. This keto-hydrolysis-pattern5 occurs in humans.			COc1cccc(O)c1	C7H8O2	InChI=1S/C7H8O2/c1-9-7-4-2-3-6(8)5-7/h2-5,8H,1H3	ASHGTJPOSUFTGB-UHFFFAOYSA-N	124.0524295	CHEBI:52678	HMDB0135619	
BASm0002477	(8Z,11Z)-5-(pentadeca-8,11,14-trien-1-yl)resorcinol		79473-24-8		C=CC/C=C\C/C=C\CCCCCCCc1cc(O)cc(O)c1	C21H30O2	InChI=1S/C21H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-16-20(22)18-21(23)17-19/h2,4-5,7-8,16-18,22-23H,1,3,6,9-15H2/b5-4+,8-7+	OOXBEOHCOCMKAC-AOSYACOCSA-N		CHEBI:52680		
BASm0002478	(8Z,11Z)-5-(pentadeca- 8,11,14-trien-1-yl)resorcinol-3-methyl ether	A phenol compound having a methoxy substituent at the 3-position and a 8-cis,11-cis-pentadeca-8,11,14-trien-1-yl substituent at the 5-position.			C=CC/C=C\C/C=C\CCCCCCCc1cc(O)cc(OC)c1	C22H32O2	InChI=1S/C22H32O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20-17-21(23)19-22(18-20)24-2/h3,5-6,8-9,17-19,23H,1,4,7,10-16H2,2H3/b6-5-,9-8-	GKGSHNPKQBMHTD-AFJQJTPPSA-N		CHEBI:52681		
BASm0002479	N-tetracosanoylsphinganine	Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides.		Solid	CCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC	C42H85NO3	InChI=1S/C42H85NO3/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-42(46)43-40(39-44)41(45)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h40-41,44-45H,3-39H2,1-2H3,(H,43,46)/t40-,41+/m0/s1	BPLYVSYSBPLDOA-WVILEFPPSA-N	651.6529456	CHEBI:52961	HMDB0011768	
BASm0002480	N-hexacosanoylsphinganine	Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides.		Solid	CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC	C44H89NO3	InChI=1S/C44H89NO3/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-44(48)45-42(41-46)43(47)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2/h42-43,46-47H,3-41H2,1-2H3,(H,45,48)/t42-,43+/m0/s1	NWERZHCPHDHUMO-WZYYJWNZSA-N	679.6842457	CHEBI:52962	HMDB0011771	
BASm0002481	ubiquinol-6	UbUbiquinone(Q) is an essential, lipid soluble, redox component of the mitochondrial respiratory chain. Much evidence suggests that ubiquinol (QH2) functions as an effective antioxidant in a number of membrane and biological systems by preventing peroxidative damage to lipids. It has been proposed that superoxide dismutase (SOD) may protect QH2 from autoxidation by acting either directly as a superoxide&#8722;semiquinone oxidoreductase or indirectly by scavenging superoxide. (Biochemistry, 1996, 35 (21), pp 6595 - 6603).	5677-58-7	Solid	COC1=C(O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C(O)=C1OC	C39H60O4	InChI=1S/C39H60O4/c1-28(2)16-11-17-29(3)18-12-19-30(4)20-13-21-31(5)22-14-23-32(6)24-15-25-33(7)26-27-35-34(8)36(40)38(42-9)39(43-10)37(35)41/h16,18,20,22,24,26,40-41H,11-15,17,19,21,23,25,27H2,1-10H3/b29-18+,30-20+,31-22+,32-24+,33-26+	DYOSCPIQEYRQEO-LPHQIWJTSA-N	592.4491604	CHEBI:52970	HMDB0012299	
BASm0002482	5-dehydroepisterol	5-Dehydroepisterol belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, 5-dehydroepisterol is considered to be a sterol lipid molecule. 5-Dehydroepisterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 5-Dehydroepisterol is an intermediate in the biosynthesis of steroids and is converted from episterol via the enzyme lathosterol oxidase (EC 1.14.21.6). It is then converted into 24-methylenecholesterol via the enzyme 7-dehydrocholesterol reductase (EC 1.3.1.21).	23582-83-4	Solid	[H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=C)C(C)C	C28H44O	InChI=1S/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h9-10,18,20,22,24-26,29H,3,7-8,11-17H2,1-2,4-6H3/t20-,22+,24-,25+,26+,27+,28-/m1/s1	ZEPNVCGPJXYABB-LOIOQLKMSA-N	396.339216	CHEBI:52972	HMDB0006848	
BASm0002483	ergosteryl 3-beta-D-glucoside			Expected Solid	OC[C@H]1O[C@@H](O[C@H]2CC[C@@]3(C)C(=CC=C4[C@]5([H])CC[C@]([H])([C@H](C)\C=C\[C@H](C)C(C)C)[C@@]5(C)CC[C@]34[H])C2)[C@H](O)[C@@H](O)[C@@H]1O	C34H54O6	InChI=1S/C34H54O6/c1-19(2)20(3)7-8-21(4)25-11-12-26-24-10-9-22-17-23(13-15-33(22,5)27(24)14-16-34(25,26)6)39-32-31(38)30(37)29(36)28(18-35)40-32/h7-10,19-21,23,25-32,35-38H,11-18H2,1-6H3/b8-7+/t20-,21+,23-,25+,26-,27-,28+,29+,30-,31+,32+,33-,34+/m0/s1	MKZPNGBJJJZJMI-GBLVNJONSA-N	558.3920395	CHEBI:52973		MMDBc0033123
BASm0002484	N-tetracosanoyl-(4R)-hydroxysphinganine				CCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC	C42H85NO4	InChI=1S/C42H85NO4/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-41(46)43-39(38-44)42(47)40(45)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h39-40,42,44-45,47H,3-38H2,1-2H3,(H,43,46)/t39-,40+,42-/m0/s1	ZESJDNWGTANZCC-LFVSMIGWSA-N	667.6478602	CHEBI:52979		MMDBc0033190
BASm0002485	N-hexacosanoyl-(4R)-hydroxysphinganine				CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC	C44H89NO4	InChI=1S/C44H89NO4/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-43(48)45-41(40-46)44(49)42(47)38-36-34-32-30-28-16-14-12-10-8-6-4-2/h41-42,44,46-47,49H,3-40H2,1-2H3,(H,45,48)/t41-,42+,44-/m0/s1	GKRXVCWVXYHWOD-KZRDWULCSA-N	695.6791603	CHEBI:52980		MMDBc0033191
BASm0002486	alpha-D-glucosyl-(1->3)-D-mannopyranose				OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](CO)OC(O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O	C12H22O11	InChI=1S/C12H22O11/c13-1-3-5(15)7(17)8(18)12(22-3)23-10-6(16)4(2-14)21-11(20)9(10)19/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8-,9-,10+,11-,12+/m1/s1	QIGJYVCQYDKYDW-CSOAUFAESA-N	342.1162115	CHEBI:52996		
BASm0002487	L-galactonate	L-galactonate is a member of the chemical class known as Sugar Acids and Derivatives. These are compounds containing a saccharide unit which bears a carboxylic acid group.  A galactonate that is the conjugate base of L-galactonic acid.		Expected Solid	O=C([O-])[C@@H](O)[C@H](O)[C@H](O)[C@@H](O)CO	C6H11O7	InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/p-1/t2-,3+,4+,5-/m0/s1	RGHNJXZEOKUKBD-RSJOWCBRSA-M	195.0504777	CHEBI:53071		MMDBc0031681
BASm0002488	prostamide F2alpha				CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C/C=C\CCCC(=O)NCCO)[C@@H](O)C[C@H]1O	C22H39NO5	InChI=1S/C22H39NO5/c1-2-3-6-9-17(25)12-13-19-18(20(26)16-21(19)27)10-7-4-5-8-11-22(28)23-14-15-24/h4,7,12-13,17-21,24-27H,2-3,5-6,8-11,14-16H2,1H3,(H,23,28)/b7-4+,13-12+/t17-,18+,19+,20-,21+/m0/s1	XCVCLIRZZCGEMU-FPLRWIMGSA-N		CHEBI:53081		
BASm0002489	prostamide H2	An N-acylethanolamine compound formed by a condensation of prostaglandin H2 and ethanolamine.			CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C/C=C\CCCC(=O)NCCO)[C@@H]2C[C@H]1OO2	C22H37NO5	InChI=1S/C22H37NO5/c1-2-3-6-9-17(25)12-13-19-18(20-16-21(19)28-27-20)10-7-4-5-8-11-22(26)23-14-15-24/h4,7,12-13,17-21,24-25H,2-3,5-6,8-11,14-16H2,1H3,(H,23,26)/b7-4-,13-12+/t17-,18+,19+,20-,21+/m0/s1	GOUQZQORWGWEFM-WLOFLUCMSA-N		CHEBI:53082		
BASm0002490	all-trans-10'-apo-beta-carotenal	10'-Apo-beta-carotenal belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units. 10'-Apo-beta-carotenal is a constituent of oranges and other citrus fruits. 10'-Apo-beta-carotenal is a substrate for beta,beta-carotene 9',10'-oxygenase.	640-49-3	Solid	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=O)C(C)(C)CCC1	C27H36O	InChI=1S/C27H36O/c1-22(12-7-8-13-23(2)16-11-21-28)14-9-15-24(3)18-19-26-25(4)17-10-20-27(26,5)6/h7-9,11-16,18-19,21H,10,17,20H2,1-6H3/b8-7+,14-9+,16-11+,19-18+,22-12+,23-13+,24-15+	PJEHRCCPERVGEC-FLHUAPOTSA-N	376.2766158	CHEBI:53153	HMDB0059605	
BASm0002491	all-trans-8'-apo-beta-carotenal			Expected Solid	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(\C)C=O)C(C)(C)CCC1	C30H40O	InChI=1S/C30H40O/c1-24(13-8-9-14-25(2)16-11-18-27(4)23-31)15-10-17-26(3)20-21-29-28(5)19-12-22-30(29,6)7/h8-11,13-18,20-21,23H,12,19,22H2,1-7H3/b9-8+,15-10+,16-11+,21-20+,24-13+,25-14+,26-17+,27-18+	DFMMVLFMMAQXHZ-DOKBYWHISA-N	416.3079159	CHEBI:53154		MMDBc0054331
BASm0002492	(2E,4E,6E)-2,6-dimethylocta-2,4,6-trienedial			Expected Solid	C/C(C=O)=C\C=C\C(C)=C\C=O	C10H12O2	InChI=1S/C10H12O2/c1-9(6-7-11)4-3-5-10(2)8-12/h3-8H,1-2H3/b4-3+,9-6+,10-5+	PPJGVKZRXCHMCC-LNFQZQFXSA-N	164.0837296	CHEBI:53155		MMDBc0054032
BASm0002493	4'-apo-beta-carotenal			Expected Solid	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C=C(\C)C=O)C(C)(C)CCC1	C35H46O	InChI=1S/C35H46O/c1-28(17-11-19-30(3)20-13-22-32(5)27-36)15-9-10-16-29(2)18-12-21-31(4)24-25-34-33(6)23-14-26-35(34,7)8/h9-13,15-22,24-25,27H,14,23,26H2,1-8H3/b10-9+,17-11+,18-12+,20-13+,25-24+,28-15+,29-16+,30-19+,31-21+,32-22+	FTQSFEZUHZHOAT-BRZOAGJPSA-N	482.3548661	CHEBI:53157		MMDBc0055546
BASm0002494	(3R)-3-hydroxy-8'-apo-beta-carotenal	beta-Citraurin is found in citrus. beta-Citraurin is a constituent of orange peel	650-69-1		CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(\C)C=O)C(C)(C)C[C@H](O)C1	C30H40O2	InChI=1S/C30H40O2/c1-23(12-8-9-13-24(2)15-11-17-26(4)22-31)14-10-16-25(3)18-19-29-27(5)20-28(32)21-30(29,6)7/h8-19,22,28,32H,20-21H2,1-7H3/b9-8+,14-10+,15-11+,19-18+,23-12+,24-13+,25-16-,26-17+	AVPAEFHIEZLSLZ-STNACPSUSA-N	432.3028305	CHEBI:53159	HMDB0035091	
BASm0002495	crocetin dialdehyde				C/C(C=O)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(/C)C=O	C20H24O2	InChI=1S/C20H24O2/c1-17(11-7-13-19(3)15-21)9-5-6-10-18(2)12-8-14-20(4)16-22/h5-16H,1-4H3/b6-5+,11-7+,12-8+,17-9+,18-10+,19-13+,20-14?	YHCIKUXPWFLCFN-MTGLMCJBSA-N	296.17763	CHEBI:53166		
BASm0002496	3beta-hydroxy-beta-cyclocitral	(3s)-3-hydroxycyclocitral, also known as 3beta-hydroxy-beta-cyclocitral, is a member of the class of compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl) (3s)-3-hydroxycyclocitral is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). (3s)-3-hydroxycyclocitral can be found in a number of food items such as garden tomato (variety), malabar plum, lime, and pot marjoram, which makes (3s)-3-hydroxycyclocitral a potential biomarker for the consumption of these food products.			CC1=C(C=O)C(C)(C)C[C@H](O)C1	C10H16O2	InChI=1S/C10H16O2/c1-7-4-8(12)5-10(2,3)9(7)6-11/h6,8,12H,4-5H2,1-3H3/t8-/m1/s1	SWPMTVXRLXPNDP-MRVPVSSYSA-N	168.1150298	CHEBI:53167	HMDB0303972	
BASm0002497	4,9-dimethyldodeca-2,4,6,8,10-pentaenedial	A 1,12-dialdehyde compound having double bonds in the 2-, 4-, 6-, 8-, and 10-positions and methyl substituents in the 4- and 9-positions.			CC(/C=C/C=O)=C\C=C\C=C(C)\C=C\C=O	C14H16O2	InChI=1S/C14H16O2/c1-13(9-5-11-15)7-3-4-8-14(2)10-6-12-16/h3-12H,1-2H3/b4-3+,9-5+,10-6+,13-7+,14-8+	QXJSYJRWEUENRT-PSAUJTBTSA-N		CHEBI:53171		
BASm0002498	(3R)-hydroxy-beta-ionone	3-Hydroxy-beta-ionone (CAS: 116296-75-4), also known as apo-9-zeaxanthinone (CAS: 50281-38-4), belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 3-Hydroxy-beta-ionone has been detected, but not quantified in, several different foods, such as green bell peppers, red bell peppers, pepper (C. annuum), Italian sweet red peppers, and orange bell peppers. This could make 3-hydroxy-beta-ionone a potential biomarker for the consumption of these foods. 3-Hydroxy-beta-ionone is found in pulses. 3-Hydroxy-beta-ionone is isolated from Phaseolus vulgaris (kidney bean).	50281-38-4		CC(=O)/C=C/C1=C(C)C[C@@H](O)CC1(C)C	C13H20O2	InChI=1S/C13H20O2/c1-9-7-11(15)8-13(3,4)12(9)6-5-10(2)14/h5-6,11,15H,7-8H2,1-4H3/b6-5+/t11-/m1/s1	HFRZSVYKDDZRQY-MVIFTORASA-N	208.1463299	CHEBI:53173	HMDB0036821	
BASm0002499	13-apo-beta-carotenone			Expected Solid	CC(=O)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C	C18H26O	InChI=1S/C18H26O/c1-14(8-6-10-16(3)19)11-12-17-15(2)9-7-13-18(17,4)5/h6,8,10-12H,7,9,13H2,1-5H3/b10-6+,12-11+,14-8+	UBTNVRPIHJRBCI-LUXGDSJYSA-N	258.1983655	CHEBI:53175		MMDBc0055168
BASm0002500	(2E,4E,6E)-4-methylocta-2,4,6-trienedial	A 1,8-dialdehyde compound having double bonds in the 2-, 4- and 6-positions and a methyl substituent at the 4-position.			CC(/C=C/C=O)=C\C=C\C=O	C9H10O2	InChI=1S/C9H10O2/c1-9(6-4-8-11)5-2-3-7-10/h2-8H,1H3/b3-2+,6-4+,9-5+	HLZZDTVXNYNFKH-BNFXUGDESA-N		CHEBI:53176		
BASm0002501	O-propanoyl-(R)-carnitine	Propionylcarnitine is an acylcarnitine. More specifically, it is an propanoic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy.  This process is known as beta-oxidation. According to a recent review (PMID: 35710135), acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. Propionylcarnitine is therefore classified as a short chain AC. As a short-chain acylcarnitine propionylcarnitine is a member of the most abundant group of carnitines in the body, comprising more than 50% of all acylcarnitines quantified in tissues and biofluids (PMID: 31920980). Some short-chain carnitines have been studied as supplements or treatments for a number of diseases, including neurological disorders and inborn errors of metabolism. In particular propionylcarnitine is elevated in the blood or plasma of individuals with methylmalonic academia/methylmalonyl-CoA mutase deficiency (PMID: 26454439, PMID: 25750861, PMID: 31622506, PMID: 30712249), propionic academia/mitochondrial propionyl-CoA carboxylase deficiency (PMID: 31715057, PMID: 28915261), obesity and Type 2 Diabetes Mellitus (PMID: 30186675), cobalamin C deficiency (PMID: 25367534), chronic heart failure (PMID: 22622056), diastolic heart failure (PMID: 26010610), and systolic heart failure (PMID: 26010610). It is also decreased in the blood or plasma of individuals with familial Mediterranean fever (PMID: 29900937) and type 2 diabetes Mellitus (PMID: 19369366). It is also decreased in the urine of individuals with obesity (PMID: 26910390). Propionylcarnitine is also found to be associated with propionic acidemia, which is an inborn error of metabolism. Carnitine acetyltransferase (CrAT, EC:2.3.1.7) is responsible for the synthesis of all short-chain and short branched-chain acylcarnitines (PMID: 23485643). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available (PMID: 35710135).	20064-19-1		CCC(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C	C10H19NO4	InChI=1S/C10H19NO4/c1-5-10(14)15-8(6-9(12)13)7-11(2,3)4/h8H,5-7H2,1-4H3/t8-/m1/s1	UFAHZIUFPNSHSL-MRVPVSSYSA-N	217.1314081	CHEBI:53210	HMDB0000824	
BASm0002502	2-Methyl-2-butene	2-Methyl-2-butene is a hydrocarbon and one of the isomers of pentene. Pentenes are components of gasoline and are often produced as by-products of catalytic of thermal cracking of petroleum. (L1287)	513-35-9	Liquid	[H]C/C=C(/C)C[H]	C5H10	InChI=1S/C5H10/c1-4-5(2)3/h4H,1-3H3	BKOOMYPCSUNDGP-UHFFFAOYSA-N	70.07825032	CHEBI:53406		
BASm0002503	2-Methyl-2-butene	2-Methyl-2-butene is a hydrocarbon and one of the isomers of pentene. Pentenes are components of gasoline and are often produced as by-products of catalytic of thermal cracking of petroleum. (L1287)	513-35-9	Liquid	[H]C/C=C(/C)C[H]	C5H10	InChI=1S/C5H10/c1-4-5(2)3/h4H,1-3H3	BKOOMYPCSUNDGP-UHFFFAOYSA-N	70.07825032	CHEBI:53406		
BASm0002504	D-xylose	Xylose or wood sugar is an aldopentose - a monosaccharide containing five carbon atoms and an aldehyde functional group. It has chemical formula C5H10O5 and is 40% as sweet as sucrose. Xylose is found in the embryos of most edible plants. The polysaccharide xylan, which is closely associated with cellulose, consists practically entirely of d-xylose. Corncobs, cottonseed hulls, pecan shells, and straw contain considerable amounts of this sugar. Xylose is also found in mucopolysaccharides of connective tissue and sometimes in the urine. Xylose is the first sugar added to serine or threonine residues during proteoglycan type O-glycosylation. Therefore xylose is involved in the biosythetic pathways of most anionic polysaccharides such as heparan sulphate and chondroitin sulphate. In medicine, xylose is used to test for malabsorption by administering a xylose solution to the patient after fasting. If xylose is detected in the blood and/or urine within the next few hours, it has been absorbed by the intestines. Xylose is said to be one of eight sugars which are essential for human nutrition, the others being galactose, glucose, mannose, N-acetylglucosamine, N-acetylgalactosamine, fucose, and sialic acid. (Wikipedia). Xylose in the urine is a biomarker for the consumption of apples and other fruits.	58-86-6		OC1OC[C@@H](O)[C@H](O)[C@H]1O	C5H10O5	InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3+,4-,5?/m1/s1	SRBFZHDQGSBBOR-IOVATXLUSA-N	150.0528234	CHEBI:53455	HMDB0000098	
BASm0002506	phyllocladan-16alpha-ol				CC1(C)CCC[C@@]2(C)[C@H]1CC[C@]13C[C@H](CC[C@@H]12)[C@](C)(O)C3	C20H34O	InChI=1S/C20H34O/c1-17(2)9-5-10-18(3)15(17)8-11-20-12-14(6-7-16(18)20)19(4,21)13-20/h14-16,21H,5-13H2,1-4H3/t14-,15-,16+,18-,19-,20+/m1/s1	FZSRMADKTOBCNT-HFJXXIIPSA-N		CHEBI:53643		
BASm0002507	1-(4-hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol			Expected Solid	COc1cc(C(O)C(CO)Oc2ccccc2OC)ccc1O	C17H20O6	InChI=1S/C17H20O6/c1-21-13-5-3-4-6-14(13)23-16(10-18)17(20)11-7-8-12(19)15(9-11)22-2/h3-9,16-20H,10H2,1-2H3	PPZSOILKWHVNNS-UHFFFAOYSA-N	320.1259884	CHEBI:53650		MMDBc0055097
BASm0002508	1,2,3-tri-(9Z-octadecenoyl)-glycerol	TG(18:1(9Z)/18:1(9Z)/18:1(9Z)) or Triolein is a monoacid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides. TGs are fatty acid triesters of glycerol and may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) (with the help of lipases and bile secretions), which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org). TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.	122-32-7		CCCCCCCC/C=C\CCCCCCCC(=O)OCC(COC(=O)CCCCCCC/C=C\CCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC	C57H104O6	InChI=1S/C57H104O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-55(58)61-52-54(63-57(60)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)53-62-56(59)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h25-30,54H,4-24,31-53H2,1-3H3/b28-25-,29-26-,30-27-	PHYFQTYBJUILEZ-IUPFWZBJSA-N	884.7832911	CHEBI:53753	HMDB0005453	
BASm0002509	4-hydroxy-2-oxohexanoate			Expected Solid	CCC(O)CC(=O)C(=O)[O-]	C6H9O4	InChI=1S/C6H10O4/c1-2-4(7)3-5(8)6(9)10/h4,7H,2-3H2,1H3,(H,9,10)/p-1/t4-/m0/s1	ALFQPWXBAWHVDP-BYPYZUCNSA-M	145.0506324	CHEBI:53800		MMDBc0055065
BASm0002510	16-hydroxyhexadecanoate			Expected Solid	OCCCCCCCCCCCCCCCC([O-])=O	C16H31O3	InChI=1S/C16H32O3/c17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16(18)19/h17H,1-15H2,(H,18,19)/p-1	UGAGPNKCDRTDHP-UHFFFAOYSA-M	271.2273199	CHEBI:55329	HMDB0006294	MMDBc0048936
BASm0002511	16-feruloyloxyhexadecanoate					C26H39O6		DCZDUZNVOVFUCD-HTXNQAPBSA-M	447.2752126	CHEBI:55331		
BASm0002512	beta-D-galactosyl-(1->4)-L-rhamnose			Expected Solid	[H][C@@]1(C)OC([H])(O)[C@]([H])(O)[C@]([H])(O)[C@@]1([H])O[C@]1([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C12H22O10	InChI=1S/C12H22O10/c1-3-10(7(16)8(17)11(19)20-3)22-12-9(18)6(15)5(14)4(2-13)21-12/h3-19H,2H2,1H3/t3-,4+,5-,6-,7-,8+,9+,10-,11?,12-/m0/s1	VFLUXFSSKVKHEL-OAAPHKSHSA-N	326.1212969	CHEBI:55332		MMDBc0055753
BASm0002513	Fe(III)-heme b			Expected Solid	C=CC1=C(C)C2=Cc3c(C=C)c(C)c4n3[Fe-]35n6c(c(C)c(CCC(=O)[O-])c6=CC6=[N+]3C(=C4)C(C)=C6CCC(=O)[O-])=CC1=[N+]25	C34H30FeN4O4	InChI=1S/C34H34N4O4.Fe/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25;/h7-8,13-16H,1-2,9-12H2,3-6H3,(H4,35,36,37,38,39,40,41,42);/q;+3/p-4/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-;	GGIDWJQWCUJYRY-RGGAHWMASA-J	614.16219	CHEBI:55376		MMDBc0055986
BASm0002514	beta-hematin	A dimer of hematin in which an iron-oxygen bond links the central iron of one hematin to the oxygen of one of the carboxylates of the adjacent hematin.			C=CC1=C(C)C2=Cc3c(C=C)c(C)c4n3[Fe-2]356OC(=O)CCc7c(C)c8n9c7=CC7=[N+]%10C(=Cc%11c(C)c(C=C)c%12n%11[Fe-2]9%10(OC(=O)CCC9=C(C)C(=C4)[N+]3=C9C=c3c(CCC(=O)[O-])c(C)c(n35)=CC1=[N+]26)[N+]1=C(C=8)C(C=C)=C(C)C1=C%12)C(C)=C7CCC(=O)[O-]	C68H60Fe2N8O8	InChI=1S/2C34H34N4O4.2Fe/c2*1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25;;/h2*7-8,13-16H,1-2,9-12H2,3-6H3,(H4,35,36,37,38,39,40,41,42);;/q;;2*+3/p-8/b2*25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-;;	HXEIDFYYVJVSGW-UHFFFAOYSA-F		CHEBI:55377		
BASm0002515	3-dehydro-D-glucose				O=C1[C@@H](O)C(O)O[C@H](CO)[C@H]1O	C6H10O6	InChI=1S/C6H10O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-3,5-8,10-11H,1H2/t2-,3+,5-,6-/m1/s1	APIQNBNBIICCON-FKMSRSAHSA-N		CHEBI:55402		
BASm0002516	beta-D-apiofuranosyl-(1->6)-D-glucopyranose				OC[C@@]1(O)CO[C@@H](OC[C@H]2OC(O)[C@H](O)[C@@H](O)[C@@H]2O)[C@@H]1O	C11H20O10	InChI=1S/C11H20O10/c12-2-11(18)3-20-10(8(11)16)19-1-4-5(13)6(14)7(15)9(17)21-4/h4-10,12-18H,1-3H2	MRAAUGYJHQVNBA-UHFFFAOYSA-N	312.1056468	CHEBI:55406		
BASm0002517	1-O-hexadecyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine				CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COCCCCCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C	C44H82NO7P	InChI=1S/C44H82NO7P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-44(46)52-43(42-51-53(47,48)50-40-38-45(3,4)5)41-49-39-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h14,16,20,22,24-25,29,31,43H,6-13,15,17-19,21,23,26-28,30,32-42H2,1-5H3/b16-14-,22-20-,25-24-,31-29-/t43-/m1/s1	DUUSFCFZBREELS-WWBBCYQPSA-N	767.582891	CHEBI:55430	HMDB0304650	
BASm0002519	1-(beta-D-ribofuranosyl)-1,4-dihydronicotinamide	1-(beta-D-Ribofuranosyl)-1,4-dihydronicotinamide is the reduced form of nicotinamide riboside. Nicotinamide riboside or NR is a natural product found in milk. It can exist in both the oxidized and reduced form. Nicotinamide riboside is a newly discovered precursor to NAD ( nicotinamide adenine dinucleotide). Nicotinamide riboside kinases (Nrks) are essential for this NAD synthesis pathway. Nrks actually constitute a distinct pathway of NAD biosynthesis and it appears that nicotinamide riboside may be the only vitamin precursor that supports neuronal NAD synthesis (PMID: 18429699). NAD homeostasis is related to the free radical-mediated production of reactive oxygen species responsible for irreversible cellular damage in infectious disease, diabetes, inflammatory syndromes, neurodegeneration and cancer. (PMID: 18508649). Baseline requirements for NAD synthesis can be met either with dietary tryptophan or with less than 20 mg of daily niacin, which consists of nicotinic acid and/or nicotinamide. Reduced nicotinamide riboside is also known to be a substrate for ribosyldihydronicotinamide dehydrogenase (EC 1.10.99.2). It is also a substrate for purine-nucleoside phosphorylase (PNP) - (PMID: 9030766).		Solid	NC(=O)C1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=CC1	C11H16N2O5	InChI=1S/C11H16N2O5/c12-10(17)6-2-1-3-13(4-6)11-9(16)8(15)7(5-14)18-11/h1,3-4,7-9,11,14-16H,2,5H2,(H2,12,17)/t7-,8-,9-,11-/m1/s1	MAKBMGXNXXXBFE-TURQNECASA-N	256.1059216	CHEBI:55458	HMDB0011648	
BASm0002521	dalpatein beta-D-apiofuranosyl-(1->6)-beta-D-glucopyranoside				COc1cc2c(=O)c(-c3cc4c(cc3OC)OCO4)coc2cc1O[C@@H]1O[C@H](CO[C@@H]2OC[C@](O)(CO)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O	C29H32O16	InChI=1S/C29H32O16/c1-37-15-5-19-18(42-11-43-19)3-12(15)14-7-39-16-6-20(17(38-2)4-13(16)22(14)31)44-27-25(34)24(33)23(32)21(45-27)8-40-28-26(35)29(36,9-30)10-41-28/h3-7,21,23-28,30,32-36H,8-11H2,1-2H3	KAZTVTFKDLJVBH-UHFFFAOYSA-N	636.169035	CHEBI:55467		
BASm0002524	3-dehydro-alpha,alpha-trehalose	A keto-disaccharide consisting of alpha,alpha-trehalose with the keto group at the 3-position.			O=C1[C@@H](O)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)O[C@H](CO)[C@H]1O	C12H20O11	InChI=1S/C12H20O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-7,9-17,19-20H,1-2H2/t3-,4-,5-,6-,7+,9-,10-,11-,12-/m1/s1	RWDAEQLSLJPBCR-RMHOUTLUSA-N		CHEBI:55511		
BASm0002525	N-acetyltryptamine				CC(=O)NCCc1c[nH]c2ccccc12	C12H14N2O	InChI=1S/C12H14N2O/c1-9(15)13-7-6-10-8-14-12-5-3-2-4-11(10)12/h2-5,8,14H,6-7H2,1H3,(H,13,15)	NVUGEQAEQJTCIX-UHFFFAOYSA-N	202.1106131	CHEBI:55515	HMDB0255077	
BASm0002526	(R)-3-(indol-3-yl)lactate	Indolelactic acid, also known as indolelactate, belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring. Indolelactic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Tryptophan is metabolized by two major pathways in humans, either through kynurenine or via a series of indoles, and some of its metabolites are known to be biologically active. Indolelactic acid (CAS: 1821-52-9) is a tryptophan metabolite found in human plasma, serum, and urine. Indolelactic acid is also a microbial metabolite; urinary indole-3-lactate is produced by Clostridium sporogenes (PMID: 29168502). Indolelactic acid is present in various amounts, significantly higher in umbilical fetal plasma than in maternal plasma in the protein-bound form (PMID 2361979, 1400722, 3597614, 11060358, 1400722). Indolelactic acid is expected to be in Cannabis as all living plants are known to produce and metabolize it.	7417-65-4	1	O=C([O-])[C@H](O)Cc1c[nH]c2ccccc12	C11H11NO3	InChI=1S/C11H11NO3/c13-10(11(14)15)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,10,12-13H,5H2,(H,14,15)/t10-/m0/s1	XGILAAMKEQUXLS-JTQLQIEISA-N	205.0739	CHEBI:55529		
BASm0002527	(R)-2-hydroxy-4-methylpentanoate				CC(C)C[C@@H](O)C(=O)[O-]	C6H11O3	0	LVRFTAZAXQPQHI-RXMQYKEDSA-M	131.0713678	CHEBI:55535		MMDBc0060381
BASm0002528	dalnigrein beta-D-apiofuranosyl-(1->6)-beta-D-glucopyranoside				COc1cc(OC)c(-c2coc3cc(O[C@@H]4O[C@H](CO[C@@H]5OC[C@](O)(CO)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)c(OC)cc3c2=O)cc1OC	C30H36O16	InChI=1S/C30H36O16/c1-38-16-7-20(41-4)18(39-2)5-13(16)15-9-42-17-8-21(19(40-3)6-14(17)23(15)32)45-28-26(35)25(34)24(33)22(46-28)10-43-29-27(36)30(37,11-31)12-44-29/h5-9,22,24-29,31,33-37H,10-12H2,1-4H3	OBZQFWQGMXWKEI-UHFFFAOYSA-N	652.2003351	CHEBI:55550		
BASm0002529	(3S)-3-hydroxy-L-aspartate			Expected Solid	[NH3+][C@H](C(=O)[O-])[C@H](O)C(=O)[O-]	C4H6NO5	InChI=1S/C4H7NO5/c5-1(3(7)8)2(6)4(9)10/h1-2,6H,5H2,(H,7,8)(H,9,10)/p-1/t1-,2-/m1/s1	YYLQUHNPNCGKJQ-JCYAYHJZSA-M	148.0251459	CHEBI:57251		MMDBc0054896
BASm0002530	(E)-cinnamoyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C/c1ccccc1	C30H42N7O17P3S	InChI=1S/C30H42N7O17P3S/c1-30(2,25(41)28(42)33-11-10-20(38)32-12-13-58-21(39)9-8-18-6-4-3-5-7-18)15-51-57(48,49)54-56(46,47)50-14-19-24(53-55(43,44)45)23(40)29(52-19)37-17-36-22-26(31)34-16-35-27(22)37/h3-9,16-17,19,23-25,29,40-41H,10-15H2,1-2H3,(H,32,38)(H,33,42)(H,46,47)(H,48,49)(H2,31,34,35)(H2,43,44,45)/t19-,23-,24-,25+,29-/m1/s1	JVNVHNHITFVWIX-FUEUKBNZSA-N	897.1570751	CHEBI:57252		MMDBc0052950
BASm0002531	(R)-2-benzylsuccinyl-CoA	(R)-Benzylsuccinyl-CoA is an aromatic compounds that is an intermediate in Benzoate degradation via CoA ligation. Biodegradation of aromatic compounds is a common process in anoxic environments. The many natural and synthetic aromatic compounds found in the environment are usually degraded by anaerobic microorganisms into only few central intermediates, prior to ring cleavage. Benzoyl-CoA is the most important of these intermediates since a large number of compounds, including chloro-, nitro-, and aminobenzoates, aromatic hydrocarbons, and phenolic compounds, are initially converted to benzoyl-CoA prior to ring reduction and cleavage. (R)-Benzylsuccinyl-CoA is generated from (R)-2-Benzylsuccinate via the enzyme benzylsuccinate CoA-transferase BbsE subunit (EC 2.8.3.15). It is then converted to E-Phenylitaconyl-CoA via the enzyme (R)-benzylsuccinyl-CoA dehydro genase (EC 1.3.99.21).		Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)[C@@H](CC(=O)[O-])Cc1ccccc1	C32H46N7O19P3S	InChI=1S/C32H46N7O19P3S/c1-32(2,26(43)29(44)35-9-8-21(40)34-10-11-62-22(41)13-19(31(45)46)12-18-6-4-3-5-7-18)15-55-61(52,53)58-60(50,51)54-14-20-25(57-59(47,48)49)24(42)30(56-20)39-17-38-23-27(33)36-16-37-28(23)39/h3-7,16-17,19-20,24-26,30,42-43H,8-15H2,1-2H3,(H,34,40)(H,35,44)(H,45,46)(H,50,51)(H,52,53)(H2,33,36,37)(H2,47,48,49)/t19-,20-,24-,25-,26?,30-/m1/s1	NDCMKVRQVICKLW-DULMRFQQSA-N	957.1782026	CHEBI:57253	HMDB0012129	
BASm0002532	(R)-3-phenyllactoyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)[C@H](O)Cc1ccccc1	C30H40N7O18P3S	InChI=1S/C30H44N7O18P3S/c1-30(2,24(41)27(42)33-9-8-20(39)32-10-11-59-29(43)18(38)12-17-6-4-3-5-7-17)14-52-58(49,50)55-57(47,48)51-13-19-23(54-56(44,45)46)22(40)28(53-19)37-16-36-21-25(31)34-15-35-26(21)37/h3-7,15-16,18-19,22-24,28,38,40-41H,8-14H2,1-2H3,(H,32,39)(H,33,42)(H,47,48)(H,49,50)(H2,31,34,35)(H2,44,45,46)/p-4/t18-,19-,22-,23-,24+,28-/m1/s1	FKMUDVUPQINOSF-NHZRKUKBSA-J	911.138534	CHEBI:57254		MMDBc0055036
BASm0002533	1D-myo-inositol 1,2,3,4,6-pentakisphosphate	Decaanion of 1L-myo-inositol 1,2,3,4,6-pentakisphosphate.			O=P([O-])([O-])O[C@H]1[C@@H](OP(=O)([O-])[O-])[C@H](OP(=O)([O-])[O-])[C@@H](O)[C@H](OP(=O)([O-])[O-])[C@H]1OP(=O)([O-])[O-]	C6H7O21P5	InChI=1S/C6H17O21P5/c7-1-2(23-28(8,9)10)4(25-30(14,15)16)6(27-32(20,21)22)5(26-31(17,18)19)3(1)24-29(11,12)13/h1-7H,(H2,8,9,10)(H2,11,12,13)(H2,14,15,16)(H2,17,18,19)(H2,20,21,22)/p-10/t1-,2-,3+,4+,5-,6+	CTPQAXVNYGZUAJ-QWBQGLJISA-D		CHEBI:57257		
BASm0002534	2-amino-5-formylamino-6-(5-phospho-D-ribosylamino)pyrimidin-4(3H)-one				Nc1nc(N[C@@H]2O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]2O)c(NC=O)c(=O)[nH]1	C10H16N5O9P	InChI=1S/C10H16N5O9P/c11-10-14-7(4(12-2-16)8(19)15-10)13-9-6(18)5(17)3(24-9)1-23-25(20,21)22/h2-3,5-6,9,17-18H,1H2,(H,12,16)(H2,20,21,22)(H4,11,13,14,15,19)/t3-,5-,6-,9-/m1/s1	VKMYTDDVUBGBDH-UUOKFMHZSA-N	381.0685641	CHEBI:57258		
BASm0002535	2-deoxy-alpha-D-ribose 1-phosphate	Deoxyribose 1-phosphate is an intermediate in the metabolism of Pyrimidine. It is a substrate for Purine nucleoside phosphorylase and Thymidine phosphorylase.	17210-42-3	Solid	O=P([O-])([O-])O[C@@H]1C[C@H](O)[C@@H](CO)O1	C5H11O7P	InChI=1S/C5H11O7P/c6-2-4-3(7)1-5(11-4)12-13(8,9)10/h3-7H,1-2H2,(H2,8,9,10)/t3-,4+,5?/m0/s1	KBDKAJNTYKVSEK-PYHARJCCSA-N	214.0242392	CHEBI:57259	HMDB0001351	
BASm0002536	3,3',5'-triiodo-L-thyronine		5817-39-0		[NH3+][C@@H](Cc1ccc(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(=O)[O-]	C15H12I3NO4	InChI=1S/C15H12I3NO4/c16-9-3-7(4-12(19)15(21)22)1-2-13(9)23-8-5-10(17)14(20)11(18)6-8/h1-3,5-6,12,20H,4,19H2,(H,21,22)/t12-/m0/s1	HZCBWYNLGPIQRK-LBPRGKRZSA-N		CHEBI:57261		
BASm0002538	2-(5-oxo-2,5-dihydrofuran-2-ylidene)acetate			Expected Solid	O=C([O-])C=C1C=CC(=O)O1	C6H3O4	InChI=1S/C6H4O4/c7-5(8)3-4-1-2-6(9)10-4/h1-3H,(H,7,8)/p-1	AYFXPGXAZMFWNH-UHFFFAOYSA-M	139.0036822	CHEBI:57263		MMDBc0055198
BASm0002539	4-fluoro-L-threonine			Expected Solid	[NH3+][C@H](C(=O)[O-])[C@H](O)CF	C4H8FNO3	InChI=1S/C4H8FNO3/c5-1-2(7)3(6)4(8)9/h2-3,7H,1,6H2,(H,8,9)/t2-,3+/m1/s1	GTFWIYJIEXNAOL-GBXIJSLDSA-N	137.0488213	CHEBI:57264		MMDBc0020093
BASm0002541	(S)-usnate				CC(=O)C1=C([O-])C=C2Oc3c(C(C)=O)c(O)c(C)c([O-])c3[C@]2(C)C1=O	C18H16O7	InChI=1S/C18H16O7/c1-6-14(22)12(8(3)20)16-13(15(6)23)18(4)10(25-16)5-9(21)11(7(2)19)17(18)24/h5,21-23H,1-4H3	WEYVVCKOOFYHRW-UHFFFAOYSA-N	344.0896029	CHEBI:57266		
BASm0002542	beta-D-fructose 2-phosphate	beta-D-Fructose 2-phosphate is involved in the fructose eand mannose system. beta-D-Fructose 2-phosphate is produced from beta-D-Fructose 2,6-bisphosphate by the enzyme fructose-2,6-bisphosphate 6-phosphatase [EC 3.1.3.54].		Solid	O=P([O-])([O-])O[C@]1(CO)O[C@H](CO)[C@@H](O)[C@@H]1O	C6H13O9P	InChI=1S/C6H13O9P/c7-1-3-4(9)5(10)6(2-8,14-3)15-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/t3-,4-,5+,6+/m1/s1	PMTUDJVZIGZBIX-ZXXMMSQZSA-N	260.0297185	CHEBI:57267	HMDB0006800	
BASm0002543	beta-L-fucose 1-phosphate	Fucose 1-phosphate (CAS: 16562-58-6) belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphate group linked to the carbohydrate unit. Fucose 1-phosphate is an intermediate in the reversible synthesis of GDP-L-fucose catalyzed by the enzyme guanosine triphosphate fucose pyrophosphorylase (GFPP, EC 2.7.7.30). The reversible reaction is magnesium-dependent, although the enzyme is partially active when cobalt or manganese is substituted. The reaction is unusual in that, of the four canonical nucleoside triphosphates, only guanosine can be utilized efficiently to form a nucleotide-sugar. Free cytosolic fucose is phosphorylated by L-fucokinase (EC 2.7.1.52) to form fucose-1-phosphate in the salvage pathway of GDP-L-fucose (PMID: 16185085, 14686921).	16562-59-7	Solid	C[C@@H]1O[C@H](OP(=O)([O-])[O-])[C@@H](O)[C@H](O)[C@@H]1O	C6H13O8P	InChI=1S/C6H13O8P/c1-2-3(7)4(8)5(9)6(13-2)14-15(10,11)12/h2-9H,1H3,(H2,10,11,12)/t2-,3+,4+,5-,6+/m0/s1	PTVXQARCLQPGIR-SXUWKVJYSA-N	244.0348044	CHEBI:57268	HMDB0001265	
BASm0002544	N,N-Diacetylchitobiosyldiphosphodolichol, Human Uterine Homolog			Expected Solid	CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OCCC(C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@@H]1O	C41H70N2O17P2	InChI=1S/C41H72N2O17P2/c1-25(2)13-9-14-26(3)15-10-16-27(4)17-11-18-28(5)19-12-20-29(6)21-22-55-61(51,52)60-62(53,54)59-41-35(43-31(8)47)38(50)39(33(24-45)57-41)58-40-34(42-30(7)46)37(49)36(48)32(23-44)56-40/h13,15,17,19,29,32-41,44-45,48-50H,9-12,14,16,18,20-24H2,1-8H3,(H,42,46)(H,43,47)(H,51,52)(H,53,54)/p-2/b26-15+,27-17+,28-19-/t29?,32-,33-,34-,35-,36-,37-,38-,39-,40+,41-/m1/s1	QBRZRKKUHJLMCY-HRUJLXCPSA-L	924.41607	CHEBI:57269		MMDBc0048916
BASm0002545	N,N-dihydroxy-L-tyrosine			Expected Solid	O=C([O-])[C@H](Cc1ccc(O)cc1)N(O)O	C9H10NO5	InChI=1S/C9H11NO5/c11-7-3-1-6(2-4-7)5-8(9(12)13)10(14)15/h1-4,8,11,14-15H,5H2,(H,12,13)/p-1/t8-/m0/s1	QPHSFUGCBGILSS-QMMMGPOBSA-M	212.056446	CHEBI:57270		MMDBc0053488
BASm0002546	(indol-3-yl)acetyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)Cc1c[nH]c2ccccc12	C31H39N8O17P3S	InChI=1S/C31H43N8O17P3S/c1-31(2,26(43)29(44)34-8-7-21(40)33-9-10-60-22(41)11-17-12-35-19-6-4-3-5-18(17)19)14-53-59(50,51)56-58(48,49)52-13-20-25(55-57(45,46)47)24(42)30(54-20)39-16-38-23-27(32)36-15-37-28(23)39/h3-6,12,15-16,20,24-26,30,35,42-43H,7-11,13-14H2,1-2H3,(H,33,40)(H,34,44)(H,48,49)(H,50,51)(H2,32,36,37)(H2,45,46,47)/p-4/t20-,24-,25-,26+,30-/m1/s1	WXOGUAPLOCTRFO-HSJNEKGZSA-J	920.1388683	CHEBI:57271		MMDBc0055018
BASm0002547	GDP-beta-L-fucose	GDP-L-fucose is a sugar nucleotide and a readily available source of fucose. Fucose is a deoxyhexose that is found in nearly all plant and animal species. The monosaccharide plays several important metabolic roles in complex carbohydrates and in glycoproteins. Fucosylated oligosaccharides are involved in cell-cell recognition, selectin-mediated leukocyte-endothelial adhesion, and mouse embryogenesis. They form the basis of the Lewis-type blood group antigens, are involved in the formation of atherosclerosis, and mediate host-bacterial interactions. A decrease in the availability of fucose is associated with leukocyte adhesion deficiency type-II disorder, and fucosylated glycoproteins have been implicated in memory processes. Fucose is made available during the synthesis of fucosylated glycolipids, oligosaccharides, and glycoproteins via a sugar nucleotide intermediate, specifically GDP-L-fucose. GTP-L-fucose pyrophosphorylase (GFPP, E. C. 2.7.7.30) catalyzes the reversible condensation of guanosine triphosphate and beta-L-fucose-1-phosphate to form the nucleotide-sugar GDP-L-fucose. The enzyme functions primarily in the mammalian liver and kidney to salvage free L-fucose during the breakdown of glycolipids and glycoproteins. (PMID: 16086588).	15839-70-0	Solid	C[C@@H]1O[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(=O)[nH]c(N)nc43)[C@H](O)[C@@H]2O)[C@@H](O)[C@H](O)[C@@H]1O	C16H25N5O15P2	InChI=1S/C16H25N5O15P2/c1-4-7(22)9(24)11(26)15(33-4)35-38(30,31)36-37(28,29)32-2-5-8(23)10(25)14(34-5)21-3-18-6-12(21)19-16(17)20-13(6)27/h3-5,7-11,14-15,22-26H,2H2,1H3,(H,28,29)(H,30,31)(H3,17,19,20,27)/t4-,5+,7+,8+,9+,10+,11-,14+,15?/m0/s1	LQEBEXMHBLQMDB-QIXZNPMTSA-N	589.0822382	CHEBI:57273	HMDB0001095	
BASm0002548	3,5-dibromo-4-hydroxybenzoate		3337-62-0			C7H2Br2O3		PHWAJJWKNLWZGJ-UHFFFAOYSA-L	291.838167	CHEBI:57274		
BASm0002549	dTDP-D-galactose	dTDP-D-galactose is an intermediate involved in nucleotide sugar metabolism. It can be generated by dTDP-D-glucose through the action of the enzyme UDP-glucose 4-epimerase.	5817-97-0	Solid		C16H24N2O16P2		YSYKRGRSMLTJNL-VXZFDXESSA-L	562.0612039	CHEBI:57275	HMDB0006876	
BASm0002550	3-(3-hydroxyphenyl)propanoate	3-(3-Hydroxyphenyl)propanoic (hMPP) acid is one of the major metabolites of ingested caffeic acid (PMID: 15479001) and of the phenolic degradation products of proanthocyanidins (the most abundant polyphenol present in chocolate) by the microflora in the colon (PMID: 12663291). mHPP is suspected to have antioxidants properties and is actively absorbed by the monocarboxylic acid transporter (MCT) in intestinal Caco-2 cell monolayers (PMID: 15479001, 12663291). hMPP has been found to be a metabolite of Clostridium, Escherichia, and Eubacterium (PMID: 28393285, 19520845). 3-(3-Hydroxyphenyl)propanoic acid is a flavonoid metabolite. 3-(3-Hydroxyphenyl)propanoic acid is a phenolic acid metabolite formed by the gut microflora detected after the consumption of whole grain.	621-54-5		OC(=O)CCC1=CC([O-])=CC=C1	C9H9O3	InChI=1S/C9H10O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-3,6,10H,4-5H2,(H,11,12)/p-1	QVWAEZJXDYOKEH-UHFFFAOYSA-M	165.0551692	CHEBI:57277	HMDB0000375	
BASm0002552	3-amino-2-oxopropyl phosphate	2-Amino-3-phosphonopropionic acid (AP-3 or 2-AP3), also known as 3-phosphonoalanine, is a non-proteinogenc alpha-amino acid that is alanine in which one of the hydrogens of the terminal methyl group has been replaced by a dihydroxy(oxido)-lambda(5)-phosphanyl group. It is found in many organisms ranging from microbes to invertebrates to animals. In humans AP-3 is found in diverse tissues, such as liver, intestine and spleen. (PMID: 2627760). 2-Amino-3-phosphonopropionic acid is a ubiquitous naturally occurring phosphonate used as a source of phosphorus by many prokaryotic organisms (PMID: 30119975). The natural occurrence of 2-amino-3-phosphonopropionic acid. the phosphonate analogue of aspartic acid, was first reported by Kittredge & Hughes (PMID: 14214094) in the sea anemone Zoanthus sociatus and the protozoon Tetrahymena pyriformis. It has since been established to be one of the most widely distributed of the biogenic C-P compounds, particularly among the lower marine invertebrates (PMID: 19191873). AP-3 has been determined to be a metabotropic glutamate receptor agonist (PMID: 8836635). It has been shown to block the amyloid precursor protein (APP) release evoked by glutamate receptor stimulation in neurons of the cortex and hippocampus. APP accumulation is believed to produce the damage in Alzheimer’s disease (PMID: 7644542).	5652-28-8	Solid	[NH3+]CC(=O)COP(=O)([O-])[O-]	C3H8NO5P	InChI=1S/C3H8NO5P/c4-2(3(5)6)1-10(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)	LBTABPSJONFLPO-UHFFFAOYSA-N	169.0140089	CHEBI:57279	HMDB0000370	
BASm0002553	N(alpha)-methyl-L-tryptophan				CN[C@@H](CC1=CNC2=CC=CC=C12)C(O)=O	C12H14N2O2	InChI=1S/C12H14N2O2/c1-13-11(12(15)16)6-8-7-14-10-5-3-2-4-9(8)10/h2-5,7,11,13-14H,6H2,1H3,(H,15,16)/t11-/m0/s1	CZCIKBSVHDNIDH-NSHDSACASA-N	218.1055277	CHEBI:57283	HMDB0240319	
BASm0002554	acacetin		480-44-4		COc1ccc(-c2cc(=O)c3c(O)cc([O-])cc3o2)cc1	C16H12O5	InChI=1S/C16H12O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-8,17-18H,1H3	DANYIYRPLHHOCZ-UHFFFAOYSA-N		CHEBI:57284		
BASm0002555	acetoacetyl-CoA	Acetoacetyl-CoA belongs to the class of organic compounds known as aminopiperidines. Aminopiperidines are compounds containing a piperidine that carries an amino group. Acetoacetyl-CoA is a strong basic compound (based on its pKa). In humans, acetoacetyl-CoA is involved in the metabolic disorder called the short-chain 3-hydroxyacyl-CoA dehydrogenase deficiency (HADH) pathway. Acetoacetyl-CoA is an intermediate in the metabolism of butanoate. It is a substrate for succinyl-CoA:3-ketoacid-coenzyme A transferase, hydroxymethylglutaryl-CoA synthase, short-chain 3-hydroxyacyl-CoA dehydrogenase, peroxisomal bifunctional enzyme, acetyl-CoA acetyltransferase, and 3-ketoacyl-CoA thiolase.	1420-36-6	Solid	CC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C25H40N7O18P3S	InChI=1S/C25H40N7O18P3S/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32/h11-12,14,18-20,24,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t14-,18-,19-,20+,24-/m1/s1	OJFDKHTZOUZBOS-CITAKDKDSA-N	851.1363377	CHEBI:57286	HMDB0001484	
BASm0002556	CoA	Coenzyme A (CoA, CoASH, or HSCoA) is a coenzyme notable for its role in the synthesis and oxidization of fatty acids and the oxidation of pyruvate in the citric acid cycle. It is adapted from beta-mercaptoethylamine, panthothenate, and adenosine triphosphate. It is also a parent compound for other transformation products, including but not limited to, phenylglyoxylyl-CoA, tetracosanoyl-CoA, and 6-hydroxyhex-3-enoyl-CoA. Coenzyme A is synthesized in a five-step process from pantothenate and cysteine. In the first step pantothenate (vitamin B5) is phosphorylated to 4'-phosphopantothenate by the enzyme pantothenate kinase (PanK, CoaA, CoaX). In the second step, a cysteine is added to 4'-phosphopantothenate by the enzyme phosphopantothenoylcysteine synthetase (PPC-DC, CoaB) to form 4'-phospho-N-pantothenoylcysteine (PPC). In the third step, PPC is decarboxylated to 4'-phosphopantetheine by phosphopantothenoylcysteine decarboxylase (CoaC). In the fourth step, 4'-phosphopantetheine is adenylylated to form dephospho-CoA by the enzyme phosphopantetheine adenylyl transferase (CoaD). Finally, dephospho-CoA is phosphorylated using ATP to coenzyme A by the enzyme dephosphocoenzyme A kinase (CoaE). Since coenzyme A is, in chemical terms, a thiol, it can react with carboxylic acids to form thioesters, thus functioning as an acyl group carrier. CoA assists in transferring fatty acids from the cytoplasm to the mitochondria. A molecule of coenzyme A carrying an acetyl group is also referred to as acetyl-CoA. When it is not attached to an acyl group, it is usually referred to as 'CoASH' or 'HSCoA'. Coenzyme A is also the source of the phosphopantetheine group that is added as a prosthetic group to proteins such as acyl carrier proteins and formyltetrahydrofolate dehydrogenase. Acetyl-CoA is an important molecule itself. It is the precursor to HMG CoA which is a vital component in cholesterol and ketone synthesis. Furthermore, it contributes an acetyl group to choline to produce acetylcholine in a reaction catalysed by choline acetyltransferase. Its main task is conveying the carbon atoms within the acetyl group to the citric acid cycle to be oxidized for energy production (Wikipedia).	85-61-0	Solid		C21H32N7O16P3S		RGJOEKWQDUBAIZ-IBOSZNHHSA-J	763.0861045	CHEBI:57287	HMDB0001423	
BASm0002557	acetyl-CoA	The main function of coenzyme A is to carry acyl groups (such as the acetyl group) or thioesters. Acetyl-CoA is an important molecule itself. It is the precursor to HMG CoA, which is a vital component in cholesterol and ketone synthesis. (wikipedia). acetyl CoA participates in the biosynthesis of fatty acids and sterols, in the oxidation of fatty acids and in the metabolism of many amino acids. It also acts as a biological acetylating agent.	72-89-9	Solid	CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C23H38N7O17P3S	InChI=1S/C23H38N7O17P3S/c1-12(31)51-7-6-25-14(32)4-5-26-21(35)18(34)23(2,3)9-44-50(41,42)47-49(39,40)43-8-13-17(46-48(36,37)38)16(33)22(45-13)30-11-29-15-19(24)27-10-28-20(15)30/h10-11,13,16-18,22,33-34H,4-9H2,1-3H3,(H,25,32)(H,26,35)(H,39,40)(H,41,42)(H2,24,27,28)(H2,36,37,38)/t13-,16-,17-,18+,22-/m1/s1	ZSLZBFCDCINBPY-ZSJPKINUSA-N	809.1257731	CHEBI:57288	HMDB0001206	
BASm0002558	blasticidin S	A  guanidinium ion that is the conjugate acid of blasticidin S.			CN(CC[C@H]([NH3+])CC(=O)N[C@H]1C=C[C@H](n2ccc(N)nc2=O)O[C@@H]1C(=O)[O-])C(N)=[NH2+]	C17H27N8O5	InChI=1S/C17H26N8O5/c1-24(16(20)21)6-4-9(18)8-12(26)22-10-2-3-13(30-14(10)15(27)28)25-7-5-11(19)23-17(25)29/h2-3,5,7,9-10,13-14H,4,6,8,18H2,1H3,(H3,20,21)(H,22,26)(H,27,28)(H2,19,23,29)/p+1/t9-,10-,13+,14-/m0/s1	CXNPLSGKWMLZPZ-ZNIXKSQXSA-O		CHEBI:57289		
BASm0002559	hydroxyacetone phosphate	Dianion of hydroxyacetone phosphate.			CC(=O)COP(=O)([O-])[O-]	C3H5O5P	InChI=1S/C3H7O5P/c1-3(4)2-8-9(5,6)7/h2H2,1H3,(H2,5,6,7)/p-2	YUDNQQJOVFPCTF-UHFFFAOYSA-L		CHEBI:57290		
BASm0002560	3-oxopristanoyl-CoA			Expected Solid	CC(C)CCCC(C)CCCC(C)CCC(=O)C(C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C40H66N7O18P3S	InChI=1S/C40H70N7O18P3S/c1-24(2)10-8-11-25(3)12-9-13-26(4)14-15-28(48)27(5)39(53)69-19-18-42-30(49)16-17-43-37(52)34(51)40(6,7)21-62-68(59,60)65-67(57,58)61-20-29-33(64-66(54,55)56)32(50)38(63-29)47-23-46-31-35(41)44-22-45-36(31)47/h22-27,29,32-34,38,50-51H,8-21H2,1-7H3,(H,42,49)(H,43,52)(H,57,58)(H,59,60)(H2,41,44,45)(H2,54,55,56)/p-4/t25?,26?,27?,29-,32-,33-,34+,38-/m1/s1	NQFYRDGBRBDQQG-SVFBWJQPSA-J	1057.341985	CHEBI:57291	HMDB0002057	MMDBc0048766
BASm0002561	succinyl-CoA	Succinyl-CoA, also known as CoA S-succinate or suc-CO-a, belongs to the class of organic compounds known as acyl coas. These are organic compounds containing a coenzyme A substructure linked to an acyl chain. Succinyl-CoA is a strong basic compound (based on its pKa). Succinyl-CoA is a potentially toxic compound. Succinyl-CoA is expected to be in Cannabis as all living plants are known to produce and metabolize it.	604-98-8		CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCC(=O)[O-]	C25H40N7O19P3S	InChI=1S/C25H40N7O19P3S/c1-25(2,20(38)23(39)28-6-5-14(33)27-7-8-55-16(36)4-3-15(34)35)10-48-54(45,46)51-53(43,44)47-9-13-19(50-52(40,41)42)18(37)24(49-13)32-12-31-17-21(26)29-11-30-22(17)32/h11-13,18-20,24,37-38H,3-10H2,1-2H3,(H,27,33)(H,28,39)(H,34,35)(H,43,44)(H,45,46)(H2,26,29,30)(H2,40,41,42)/t13-,18-,19-,20?,24-/m1/s1	VNOYUJKHFWYWIR-FZEDXVDRSA-N	867.1313	CHEBI:57292		
BASm0002562	(2S,4R)-bornyl diphosphate		64822-87-3		CC1(C)C2CCC1(C)[C@@H](OP(=O)([O-])OP(=O)([O-])[O-])C2	C10H20O7P2	InChI=1S/C10H20O7P2/c1-9(2)7-4-5-10(9,3)8(6-7)16-19(14,15)17-18(11,12)13/h7-8H,4-6H2,1-3H3,(H,14,15)(H2,11,12,13)/t7-,8+,10-/m1/s1	VZPAJODTZAAANV-KHQFGBGNSA-N		CHEBI:57293		
BASm0002563	(1R,2S)-ephedrine				C[NH2+][C@@H](C)[C@H](O)c1ccccc1	C10H15NO		KWGRBVOPPLSCSI-HNHGDDPOSA-N	165.1153641	CHEBI:57295		
BASm0002564	(S)-ureidoglycolate	S-(-)-ureidoglycolate, also known as (S)-ureidoglycolic acid or (2s)-(carbamoylamino)(hydroxy)acetate, is a member of the class of compounds known as N-carbamoyl-alpha amino acids. N-carbamoyl-alpha amino acids are compounds containing an alpha amino acid which bears an carbamoyl group at its terminal nitrogen atom. S-(-)-ureidoglycolate is slightly soluble (in water) and a moderately acidic compound (based on its pKa). S-(-)-ureidoglycolate can be found in a number of food items such as summer grape, saffron, garden cress, and pasta, which makes S-(-)-ureidoglycolate a potential biomarker for the consumption of these food products.			NC(=O)N[C@@H](O)C(=O)[O-]	C3H5N2O4	InChI=1S/C3H6N2O4/c4-3(9)5-1(6)2(7)8/h1,6H,(H,7,8)(H3,4,5,9)/p-1/t1-/m0/s1	NWZYYCVIOKVTII-SFOWXEAESA-M	133.0254802	CHEBI:57296	HMDB0304474	
BASm0002565	ent-kaur-16-en-19-oate			Expected Solid	C=C1C[C@@]23CC[C@H]4[C@@](C)(CCC[C@@]4(C)C(=O)[O-])[C@@H]2CC[C@@H]1C3	C20H29O2	InChI=1S/C20H30O2/c1-13-11-20-10-7-15-18(2,16(20)6-5-14(13)12-20)8-4-9-19(15,3)17(21)22/h14-16H,1,4-12H2,2-3H3,(H,21,22)/p-1/t14-,15+,16+,18-,19-,20-/m1/s1	NIKHGUQULKYIGE-OTCXFQBHSA-M	301.2173038	CHEBI:57297		MMDBc0054474
BASm0002566	ent-7alpha-hydroxykaur-16-en-19-oate			Expected Solid	C=C1C[C@]23C[C@H]1CC[C@H]2[C@]1(C)CCC[C@@](C)(C(=O)[O-])[C@H]1C[C@@H]3O	C20H29O3	InChI=1S/C20H30O3/c1-12-10-20-11-13(12)5-6-14(20)18(2)7-4-8-19(3,17(22)23)15(18)9-16(20)21/h13-16,21H,1,4-11H2,2-3H3,(H,22,23)/p-1/t13-,14+,15+,16+,18+,19-,20+/m1/s1	KMLXVEXJZSTMBV-YDIYEOSVSA-M	317.2122184	CHEBI:57298		MMDBc0053220
BASm0002567	clavaminate			Expected Solid	[NH3+]C/C=C1\O[C@H]2CC(=O)N2[C@@H]1C(=O)[O-]	C8H10N2O4	InChI=1S/C8H10N2O4/c9-2-1-4-7(8(12)13)10-5(11)3-6(10)14-4/h1,6-7H,2-3,9H2,(H,12,13)/b4-1-/t6-,7-/m0/s1	GQHALSXZONOXGJ-WHJCQOFKSA-N	198.0640568	CHEBI:57300		MMDBc0054397
BASm0002568	dihydroclavaminate			Expected Solid	[NH3+]CC[C@H]1O[C@H]2CC(=O)N2[C@@H]1C(=O)[O-]	C8H12N2O4	InChI=1S/C8H12N2O4/c9-2-1-4-7(8(12)13)10-5(11)3-6(10)14-4/h4,6-7H,1-3,9H2,(H,12,13)/t4-,6+,7+/m1/s1	BONQGFBLZGPXMG-PIYBLCFFSA-N	200.0797069	CHEBI:57301		MMDBc0053083
BASm0002569	proclavaminate			Expected Solid	[NH3+]CC[C@@H](O)[C@@H](C(=O)[O-])N1CCC1=O	C8H14N2O4	InChI=1S/C8H14N2O4/c9-3-1-5(11)7(8(13)14)10-4-2-6(10)12/h5,7,11H,1-4,9H2,(H,13,14)/t5-,7+/m1/s1	NMCINKPVAOXDJH-VDTYLAMSSA-N	202.0953569	CHEBI:57302		MMDBc0053679
BASm0002570	deoxyamidinoproclavaminate			Expected Solid	NC(=[NH2+])NCCC[C@@H](C(=O)[O-])N1CCC1=O	C9H16N4O3	InChI=1S/C9H16N4O3/c10-9(11)12-4-1-2-6(8(15)16)13-5-3-7(13)14/h6H,1-5H2,(H,15,16)(H4,10,11,12)/t6-/m0/s1	UYADDEKIZFRINK-LURJTMIESA-N	228.1222404	CHEBI:57303		MMDBc0053058
BASm0002571	N(2)-(2-carboxyethyl)-L-arginine			Expected Solid	NC(=[NH2+])NCCC[C@H]([NH2+]CCC(=O)[O-])C(=O)[O-]	C9H18N4O4	InChI=1S/C9H18N4O4/c10-9(11)13-4-1-2-6(8(16)17)12-5-3-7(14)15/h6,12H,1-5H2,(H,14,15)(H,16,17)(H4,10,11,13)/t6-/m0/s1	OHWCFZJEIHZWMN-LURJTMIESA-N	246.1328051	CHEBI:57304		MMDBc0053402
BASm0002572	glycine	Glycine (Gly), is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).  Amino acids are organic compounds that contain amino (-NH2) and carboxyl (-COOH) functional groups, along with a side chain (R group) specific to each amino acid. Glycine is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Glycine is found in all organisms ranging from bacteria to plants to animals.  It is classified as an aliphatic, non-polar amino acid and is the simplest of all amino acids. In humans, glycine is a nonessential amino acid, although experimental animals show reduced growth on low-glycine diets. The average adult human ingests 3 to 5 grams of glycine daily. Glycine is a colorless, sweet-tasting crystalline solid. It is the only achiral proteinogenic amino acid. Glycine was discovered in 1820 by the French chemist Henri Braconnot when he hydrolyzed gelatin by boiling it with sulfuric acid. The name comes from the Greek word glucus or "sweet tasting". Glycine is biosynthesized in the body from the amino acid serine, which is in turn derived from 3-phosphoglycerate. In the liver of vertebrates, glycine synthesis is catalyzed by glycine synthase (also called glycine cleavage enzyme). In addition to being synthesized from serine, glycine can also be derived from threonine, choline or hydroxyproline via inter-organ metabolism of the liver and kidneys. Glycine is degraded via three pathways. The predominant pathway in animals and plants is the reverse of the glycine synthase pathway. In this context, the enzyme system involved glycine metabolism is called the glycine cleavage system. The glycine cleavage system catalyzes the oxidative conversion of glycine into carbon dioxide and ammonia, with the remaining one-carbon unit transferred to folate as methylenetetrahydrofolate. It is the main catabolic pathway for glycine and it also contributes to one-carbon metabolism. Patients with a deficiency of this enzyme system have increased glycine in plasma, urine, and cerebrospinal fluid (CSF) with an increased CSF:plasma glycine ratio (PMID: 16151895). Glycine levels are effectively measured in plasma in both normal patients and those with inborn errors of glycine metabolism (http://www.dcnutrition.com/AminoAcids/). Glycine is elevated by a factor of two or more in the urine of patients with diet-controlled PKU or phenylketonuria (PMID: 37446577). Nonketotic hyperglycinaemia (OMIM: 606899) is an autosomal recessive condition caused by deficient enzyme activity of the glycine cleavage enzyme system (EC 2.1.1.10). The glycine cleavage enzyme system comprises four proteins: P-, T-, H- and L-proteins (EC 1.4.4.2, EC 2.1.2.10, and EC 1.8.1.4 for P-, T-, and L-proteins). Mutations have been described in the GLDC (OMIM: 238300), AMT (OMIM: 238310), and GCSH (OMIM: 238330) genes encoding the P-, T-, and H-proteins respectively. Glycine is involved in the body's production of DNA, hemoglobin, and collagen, and in the release of energy. The principal function of glycine is as a precursor to proteins. Most proteins incorporate only small quantities of glycine, a notable exception being collagen, which contains about 35% glycine. In higher eukaryotes, delta-aminolevulinic acid, the key precursor to porphyrins (needed for hemoglobin and cytochromes), is biosynthesized from glycine and succinyl-CoA by the enzyme ALA synthase. Glycine provides the central C2N subunit of all purines, which are key constituents of DNA and RNA. Glycine is an inhibitory neurotransmitter in the central nervous system, especially in the spinal cord, brainstem, and retina. When glycine receptors are activated, chloride enters the neuron via ionotropic receptors, causing an inhibitory postsynaptic potential (IPSP).	56-40-6	Solid	[NH3+]CC(=O)[O-]	C2H5NO2	InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5)	DHMQDGOQFOQNFH-UHFFFAOYSA-N	75.03202841	CHEBI:57305	HMDB0000123	
BASm0002573	protoporphyrin IX	Protoporphyrins are tetrapyrroles containing 4 methyl, 2 propionic, and 2 vinyl side chains. Protoporphyrin is produced by oxidation of the methylene bridge of protoporphyrinogen. Protoporphyrin IX is the only naturally occurring isomer; it is an intermediate in heme biosynthesis, combining with ferrous iron to form protoheme IX, the heme prosthetic group of hemoglobin. Protoporphyrin IX is created by the enzyme protoporphyrinogen oxidase. The enzyme ferrochelatase converts it into heme. Protoporphyrin IX naturally occurs in small amounts in feces. Protoporphyrin IX is also responsible for the brown pigment (ooporphyrin) of birds' eggs. Protoporphyrin IX is used as a branch point in the biosynthetic pathway leading to heme (by insertion of iron) and chlorophylls (by insertion of Mg and further side-chain transformation). Protoporphyrin IX can be used to treat liver disorders, mainly as the sodium salt. Under certain conditions, protoporphyrin IX can act as a neurotoxin, a phototoxin, and a metabotoxin. A neurotoxin causes damage to nerve cells and nerve tissues. A phototoxin causes cell damage upon exposure to light. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of porphyrins are associated with porphyrias such as porphyria variegate, acute intermittent porphyria, and hereditary coproporphyria (HCP). In particular, it is accumulated and excreted excessively in the feces in acute intermittent porphyria, protoporphyria, and variegate porphyria. There are several types of porphyrias (most are inherited). Hepatic porphyrias are characterized by acute neurological attacks (seizures, psychosis, extreme back and abdominal pain, and an acute polyneuropathy), while the erythropoietic forms present with skin problems (usually a light-sensitive blistering rash and increased hair growth). The neurotoxicity of porphyrins may be due to their selective interactions with tubulin, which disrupt microtubule formation and cause neural malformations (PMID: 3441503).	0553-12-8	Solid	C=CC1=C(C)c2cc3[nH]c(cc4nc(cc5[nH]c(cc1n2)c(C)c5CCC(=O)[O-])C(CCC(=O)[O-])=C4C)c(C)c3C=C	C34H34N4O4	InChI=1S/C34H34N4O4/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25/h7-8,13-16,35,38H,1-2,9-12H2,3-6H3,(H,39,40)(H,41,42)/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-	KSFOVUSSGSKXFI-UJJXFSCMSA-N	562.2580056	CHEBI:57306	HMDB0000241	
BASm0002574	protoporphyrinogen IX	Protoporphyrinogen IX is an intermediate in heme biosynthesis. It is a porphyrinogen in which two pyrrole rings each have one methyl and one propionate side chain, and the other two pyrrole rings each have one methyl and one vinyl side chain. Fifteen isomers are possible but only one, type IX, occurs naturally. Protoporphyrinogen is produced by oxidative decarboxylation of coproporphyrinogen. Under certain conditions, protoporphyrinogen IX can act as a phototoxin, a neurotoxin, and a metabotoxin. A phototoxin leads to cell damage upon exposure to light. A neurotoxin causes damage to nerve cells and nerve tissues. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of porphyrins are associated with porphyrias such as porphyria variegate, acute intermittent porphyria, and hereditary coproporphyria (HCP). In particular, protoporphyrinogen IX is accumulated and excreted excessively in the feces in acute intermittent porphyria, protoporphyria, and variegate porphyria. There are several types of porphyrias (most are inherited). Hepatic porphyrias are characterized by acute neurological attacks (seizures, psychosis, extreme back and abdominal pain, and an acute polyneuropathy), while the erythropoietic forms present with skin problems (usually a light-sensitive blistering rash and increased hair growth). The neurotoxicity of porphyrins may be due to their selective interactions with tubulin, which disrupt microtubule formation and cause neural malformations (PMID: 3441503).	7412-77-3	Solid	C=Cc1c2[nH]c(c1C)Cc1[nH]c(c(CCC(=O)[O-])c1C)Cc1[nH]c(c(C)c1CCC(=O)[O-])Cc1[nH]c(c(C)c1C=C)C2	C34H40N4O4	InChI=1S/C34H40N4O4/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25/h7-8,35-38H,1-2,9-16H2,3-6H3,(H,39,40)(H,41,42)	UHSGPDMIQQYNAX-UHFFFAOYSA-N	568.3049558	CHEBI:57307	HMDB0001097	
BASm0002575	uroporphyrinogen III	Uroporphyrinogens are porphyrinogen variants in which each pyrrole ring has one acetate side chain and one propionate side chain; it is formed by condensation 4 four molecules of porphobilinogen. 4 isomers are possible but only 2 commoly are found, types I and III. Uroporphyrinogen III is a functional intermediate in heme biosynthesis while Uroporphyrinogen I is produced in an abortive side reaction.	1976-85-8	Solid	O=C([O-])CCc1c2[nH]c(c1CC(=O)[O-])Cc1[nH]c(c(CC(=O)[O-])c1CCC(=O)[O-])Cc1[nH]c(c(CC(=O)[O-])c1CCC(=O)[O-])Cc1[nH]c(c(CCC(=O)[O-])c1CC(=O)[O-])C2	C40H44N4O16	InChI=1S/C40H44N4O16/c45-33(46)5-1-17-21(9-37(53)54)29-14-27-19(3-7-35(49)50)22(10-38(55)56)30(43-27)15-28-20(4-8-36(51)52)24(12-40(59)60)32(44-28)16-31-23(11-39(57)58)18(2-6-34(47)48)26(42-31)13-25(17)41-29/h41-44H,1-16H2,(H,45,46)(H,47,48)(H,49,50)(H,51,52)(H,53,54)(H,55,56)(H,57,58)(H,59,60)	HUHWZXWWOFSFKF-UHFFFAOYSA-N	836.2752314	CHEBI:57308	HMDB0001086	
BASm0002576	coproporphyrinogen III	Coproporphyrinogen III is a porphyrin metabolite arising from heme synthesis. Porphyrins are pigments found in both animal and plant life. Coproporphyrinogen III is a tetrapyrrole dead-end product resulting from the spontaneous oxidation of the methylene bridges of coproporphyrinogen arising from heme synthesis. It is secreted in feces and urine. Coproporphyrinogen III is biosynthesized from the tetrapyrrole hydroxymethylbilane, which is converted by the action of uroporphyrinogen III synthase to uroporphyrinogen III. Uroporphyrinogen III is subsequently converted into coproporphyrinogen III through a series of four decarboxylations. Increased levels of coproporphyrinogens can indicate congenital erythropoietic porphyria or sideroblastic anemia, which are inherited disorders. Porphyria is a pathological state characterized by abnormalities of porphyrin metabolism and results in the excretion of large quantities of porphyrins in the urine and in extreme sensitivity to light. A large number of factors are capable of increasing porphyrin excretion, owing to different and multiple causes and etiologies: (1) the main site of the chronic hepatic porphyria disease process concentrates on the liver, (2) a functional and morphologic liver injury is almost regularly associated with this chronic porphyria, and (3) the toxic form due to occupational and environmental exposure takes mainly a subclinical course. Hepatic factors include disturbance in coproporphyrinogen metabolism, which results from inhibition of coproporphyrinogen oxidase as well as from the rapid loss and diminished utilization of coproporphyrinogen in the hepatocytes. This may also explain why coproporphyrin, its autoxidation product, predominates physiologically in the urine. Decreased biliary excretion of coproporphyrin leading to a compensatory urinary excretion. Therefore, the coproporphyrin ring isomer ratio (1:III) becomes a sensitive index for impaired liver function, intrahepatic cholestasis, and disturbed activity of hepatic uroporphyrinogen decarboxylase. In itself, secondary coproporphyrinuria is not associated with porphyria symptoms of a hepatologic-gastroenterologic, neurologic, or dermatologic order, even though coproporphyrinuria can occur with such symptoms (PMID: 3327428). Under certain conditions, coproporphyrinogen III can act as a phototoxin, a neurotoxin, and a metabotoxin. A phototoxin leads to cell damage upon exposure to light. A neurotoxin causes damage to nerve cells and nerve tissues. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of porphyrins are associated with porphyrias such as porphyria variegate, acute intermittent porphyria, hereditary coproporphyria (HCP), congenital erythropoietic porphyria, and sideroblastic anemia. In particular, coproporphyrinogen III is accumulated and excreted excessively in the feces in acute intermittent porphyria, protoporphyria, and variegate porphyria. There are several types of porphyrias (most are inherited). Hepatic porphyrias are characterized by acute neurological attacks (seizures, psychosis, extreme back and abdominal pain, and an acute polyneuropathy), while the erythropoietic forms present with skin problems (usually a light-sensitive blistering rash and increased hair growth). The neurotoxicity of porphyrins may be due to their selective interactions with tubulin, which disrupt microtubule formation and cause neural malformations (PMID: 3441503).	2624-63-7	Solid	Cc1c2[nH]c(c1CCC(=O)[O-])Cc1[nH]c(c(CCC(=O)[O-])c1C)Cc1[nH]c(c(CCC(=O)[O-])c1C)Cc1[nH]c(c(C)c1CCC(=O)[O-])C2	C36H44N4O8	InChI=1S/C36H44N4O8/c1-17-21(5-9-33(41)42)29-14-27-19(3)22(6-10-34(43)44)30(39-27)15-28-20(4)24(8-12-36(47)48)32(40-28)16-31-23(7-11-35(45)46)18(2)26(38-31)13-25(17)37-29/h37-40H,5-16H2,1-4H3,(H,41,42)(H,43,44)(H,45,46)(H,47,48)	NIUVHXTXUXOFEB-UHFFFAOYSA-N	660.3159144	CHEBI:57309	HMDB0001261	
BASm0002577	presqualene diphosphate	Presqualene diphosphate is an intermediate in the biosynthesis of Terpenoid. It is a substrate for Farnesyl-diphosphate farnesyltransferase.	29849-75-0	Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H]1[C@H](COP(=O)([O-])OP(=O)([O-])[O-])[C@@]1(C)CC/C=C(\C)CCC=C(C)C	C30H52O7P2	InChI=1S/C30H52O7P2/c1-23(2)13-9-15-25(5)17-11-18-27(7)21-28-29(22-36-39(34,35)37-38(31,32)33)30(28,8)20-12-19-26(6)16-10-14-24(3)4/h13-14,17,19,21,28-29H,9-12,15-16,18,20,22H2,1-8H3,(H,34,35)(H2,31,32,33)/b25-17+,26-19+,27-21+/t28-,29-,30-/m0/s1	ATZKAUGGNMSCCY-VYCBRMPGSA-N	586.318827	CHEBI:57310	HMDB0001278	
BASm0002578	(1-hydroxycyclohexan-1-yl)acetyl-CoA	Tetraanion of (1-hydroxycyclohexyl)acetyl-CoA arising from deprotonation of the phosphate and diphosphate OH groups.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC1(O)CCCCC1	C29H44N7O18P3S	InChI=1S/C29H48N7O18P3S/c1-28(2,23(40)26(41)32-9-6-18(37)31-10-11-58-19(38)12-29(42)7-4-3-5-8-29)14-51-57(48,49)54-56(46,47)50-13-17-22(53-55(43,44)45)21(39)27(52-17)36-16-35-20-24(30)33-15-34-25(20)36/h15-17,21-23,27,39-40,42H,3-14H2,1-2H3,(H,31,37)(H,32,41)(H,46,47)(H,48,49)(H2,30,33,34)(H2,43,44,45)/p-4/t17-,21-,22-,23+,27-/m1/s1	PWNCFVRYBIYOCK-SVHODSNWSA-J		CHEBI:57311		
BASm0002579	(2S,3S)-3-hydroxy-2-methylbutanoyl-CoA	2-Methyl-3-hydroxybutyryl-CoA (CAS: 6701-38-8) belongs to the class of organic compounds known as (S)-3-hydroxyacyl-CoAs. These are organic compounds containing an (S)-3-hydroxyl acylated coenzyme A derivative. Thus, 2-methyl-3-hydroxybutyryl-CoA is considered to be a fatty ester lipid molecule. 2-Methyl-3-hydroxybutyryl-CoA is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 2-Methyl-3-hydroxybutyryl-CoA is a substrate for 3-hydroxyacyl-CoA dehydrogenase type II, enoyl-CoA hydratase, trifunctional enzyme alpha subunit, short-chain 3-hydroxyacyl-CoA dehydrogenase, and peroxisomal bifunctional enzyme.	1169932-06-2	Solid	[H][C@@](C)(O)[C@]([H])(C)C(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C26H40N7O18P3S	InChI=1S/C26H44N7O18P3S/c1-13(14(2)34)25(39)55-8-7-28-16(35)5-6-29-23(38)20(37)26(3,4)10-48-54(45,46)51-53(43,44)47-9-15-19(50-52(40,41)42)18(36)24(49-15)33-12-32-17-21(27)30-11-31-22(17)33/h11-15,18-20,24,34,36-37H,5-10H2,1-4H3,(H,28,35)(H,29,38)(H,43,44)(H,45,46)(H2,27,30,31)(H2,40,41,42)/p-4/t13-,14-,15+,18+,19+,20-,24+/m0/s1	PEKYNTFSOBAABV-LQUDNSJZSA-J	863.1363377	CHEBI:57312	HMDB0001356	
BASm0002582	(3R)-3-hydroxybutanoyl-CoA	3-Hydroxybutyryl-CoA is a substrate for Enoyl-CoA hydratase (mitochondrial), Trifunctional enzyme alpha subunit (mitochondrial) and Peroxisomal bifunctional enzyme.	21804-29-5	Solid	C[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C25H42N7O18P3S	InChI=1S/C25H42N7O18P3S/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32/h11-14,18-20,24,33,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t13-,14-,18-,19-,20+,24-/m1/s1	QHHKKMYHDBRONY-WZZMXTMRSA-N	853.1519897	CHEBI:57315	HMDB0001166	
BASm0002583	(3S)-3-hydroxybutanoyl-CoA	(S)-3-Hydroxybutyryl-CoA is classified as a member of the (S)-3-hydroxyacyl CoAs. (S)-3-hydroxyacyl CoAs are organic compounds containing a (S)-3-hydroxyl acylated coenzyme A derivative. (S)-3-Hydroxybutyryl-CoA is considered to be slightly soluble (in water) and acidic			C[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C25H42N7O18P3S	InChI=1S/C25H42N7O18P3S/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32/h11-14,18-20,24,33,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t13-,14+,18+,19+,20?,24+/m0/s1	QHHKKMYHDBRONY-BEVJUKKNSA-N	853.1519897	CHEBI:57316	HMDB0062259	
BASm0002584	(S)-malyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@H](O)C(=O)[O-]	C25H35N7O20P3S	InChI=1S/C25H40N7O20P3S/c1-25(2,19(37)22(38)28-4-3-14(34)27-5-6-56-15(35)7-12(33)24(39)40)9-49-55(46,47)52-54(44,45)48-8-13-18(51-53(41,42)43)17(36)23(50-13)32-11-31-16-20(26)29-10-30-21(16)32/h10-13,17-19,23,33,36-37H,3-9H2,1-2H3,(H,27,34)(H,28,38)(H,39,40)(H,44,45)(H,46,47)(H2,26,29,30)(H2,41,42,43)/p-5/t12-,13+,17+,18+,19-,23+/m0/s1	HJQWLHMLMCDAEL-ZTGLTYRUSA-I	878.0897866	CHEBI:57317		MMDBc0055071
BASm0002587	(3S)-citryl-CoA	(3S)-Citryl-CoA is an (S)-3-hydroxyacyl-CoA having (3S)-citryl as the S-acyl group.  It is a substrate for the enzyme citryl-CoA lyase (EC 4.1.3.34), an enzyme that catalyzes the chemical reaction (3S)-citryl-CoA <=> acetyl-CoA + oxaloacetate 			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@@](O)(CC(=O)[O-])C(=O)[O-]	C27H42N7O22P3S	InChI=1S/C27H42N7O22P3S/c1-26(2,20(40)23(41)30-4-3-14(35)29-5-6-60-16(38)8-27(44,25(42)43)7-15(36)37)10-53-59(50,51)56-58(48,49)52-9-13-19(55-57(45,46)47)18(39)24(54-13)34-12-33-17-21(28)31-11-32-22(17)34/h11-13,18-20,24,39-40,44H,3-10H2,1-2H3,(H,29,35)(H,30,41)(H,36,37)(H,42,43)(H,48,49)(H,50,51)(H2,28,31,32)(H2,45,46,47)/t13-,18-,19-,20?,24-,27?/m1/s1	IHVFHZGGMJDGGZ-CLSGQFMISA-N	941.1316463	CHEBI:57321		
BASm0002588	(E,E)-piperoyl-CoA	An acyl-CoA(4-) species arising from deprotonation of the phosphate and diphosphate OH groups of (E,E)-piperonyl-CoA; major species at pH 7.3.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C/C=C/c1ccc2c(c1)OCO2	C33H40N7O19P3S	InChI=1S/C33H44N7O19P3S/c1-33(2,28(44)31(45)36-10-9-23(41)35-11-12-63-24(42)6-4-3-5-19-7-8-20-21(13-19)54-18-53-20)15-56-62(51,52)59-61(49,50)55-14-22-27(58-60(46,47)48)26(43)32(57-22)40-17-39-25-29(34)37-16-38-30(25)40/h3-8,13,16-17,22,26-28,32,43-44H,9-12,14-15,18H2,1-2H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48)/p-4/b5-3+,6-4+/t22-,26-,27-,28+,32-/m1/s1	GEVZCNXLEOONCV-TZKXQVKESA-J		CHEBI:57325		
BASm0002589	(R)-methylmalonyl-CoA	Methylmalonyl-CoA is an intermediate in the metabolism of Propanoate. It is a substrate for Malonyl-CoA decarboxylase (mitochondrial), Methylmalonyl-CoA mutase (mitochondrial) and Methylmalonyl-CoA epimerase (mitochondrial).	104809-02-1	Solid	C[C@H](C(=O)[O-])C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C25H40N7O19P3S	InChI=1S/C25H40N7O19P3S/c1-12(23(37)38)24(39)55-7-6-27-14(33)4-5-28-21(36)18(35)25(2,3)9-48-54(45,46)51-53(43,44)47-8-13-17(50-52(40,41)42)16(34)22(49-13)32-11-31-15-19(26)29-10-30-20(15)32/h10-13,16-18,22,34-35H,4-9H2,1-3H3,(H,27,33)(H,28,36)(H,37,38)(H,43,44)(H,45,46)(H2,26,29,30)(H2,40,41,42)/t12-,13+,16+,17+,18?,22+/m0/s1	MZFOKIKEPGUZEN-PNEPRAIJSA-N	867.1312524	CHEBI:57326	HMDB0001269	
BASm0002590	(S)-methylmalonyl-CoA	Methylmalonyl-CoA is an intermediate in the metabolism of Propanoate. It is a substrate for Malonyl-CoA decarboxylase (mitochondrial), Methylmalonyl-CoA mutase (mitochondrial) and Methylmalonyl-CoA epimerase (mitochondrial).	73173-91-8	Solid	C[C@@H](C(=O)[O-])C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C25H40N7O19P3S	InChI=1S/C25H40N7O19P3S/c1-12(23(37)38)24(39)55-7-6-27-14(33)4-5-28-21(36)18(35)25(2,3)9-48-54(45,46)51-53(43,44)47-8-13-17(50-52(40,41)42)16(34)22(49-13)32-11-31-15-19(26)29-10-30-20(15)32/h10-13,16-18,22,34-35H,4-9H2,1-3H3,(H,27,33)(H,28,36)(H,37,38)(H,43,44)(H,45,46)(H2,26,29,30)(H2,40,41,42)/t12-,13?,16+,17+,18-,22?/m0/s1	MZFOKIKEPGUZEN-JDVCRUKVSA-N	867.1312524	CHEBI:57327	HMDB0002310	
BASm0002591	3'-dephospho-CoA		3633-59-8		CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O)[C@@H](O)C(=O)NCCC(=O)NCCS	C21H35N7O13P2S	InChI=1S/C21H35N7O13P2S/c1-21(2,16(32)19(33)24-4-3-12(29)23-5-6-44)8-39-43(36,37)41-42(34,35)38-7-11-14(30)15(31)20(40-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-32,44H,3-8H2,1-2H3,(H,23,29)(H,24,33)(H,34,35)(H,36,37)(H2,22,25,26)/t11-,14-,15-,16?,20-/m1/s1	KDTSHFARGAKYJN-DRCCLKDXSA-N		CHEBI:57328		
BASm0002592	2,4-dichlorobenzoyl-CoA	An acyl-CoA(4-) that is the tetraanion of 2,4-dichlorobenzoyl-CoA, arising from deprotonation of phosphate and diphosphate functions.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1ccc(Cl)cc1Cl	C28H34Cl2N7O17P3S	InChI=1S/C28H38Cl2N7O17P3S/c1-28(2,22(40)25(41)33-6-5-18(38)32-7-8-58-27(42)15-4-3-14(29)9-16(15)30)11-51-57(48,49)54-56(46,47)50-10-17-21(53-55(43,44)45)20(39)26(52-17)37-13-36-19-23(31)34-12-35-24(19)37/h3-4,9,12-13,17,20-22,26,39-40H,5-8,10-11H2,1-2H3,(H,32,38)(H,33,41)(H,46,47)(H,48,49)(H2,31,34,35)(H2,43,44,45)/p-4/t17-,20-,21-,22+,26-/m1/s1	MBVYUVNTXZVQRL-TYHXJLICSA-J		CHEBI:57329		
BASm0002593	(2E)-dodecenoyl-CoA	(2E)-Dodecenoyl-CoA is an intermediate in fatty acid metabolism, the substrate of the enzyme acyl-CoA oxidase [EC-1.3.3.6], and enzymes acyl-CoA dehydrogenase, long-chain-acyl-CoA dehydrogenase [EC 1.3.99.3-1.3.99.13]. It is also an intermediate in fatty acid elongation, being the substrate of the enzyme enoyl-CoA hydratase and [EC 4.2.1.17]. (KEGG)	1066-12-2	Solid	CCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C33H52N7O17P3S	InChI=1S/C33H56N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-24(42)61-17-16-35-23(41)14-15-36-31(45)28(44)33(2,3)19-54-60(51,52)57-59(49,50)53-18-22-27(56-58(46,47)48)26(43)32(55-22)40-21-39-25-29(34)37-20-38-30(25)40/h12-13,20-22,26-28,32,43-44H,4-11,14-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48)/p-4/b13-12+/t22-,26-,27-,28+,32-/m1/s1	IRFYVBULXZMEDE-DEEZISNZSA-J	943.2353235	CHEBI:57330	HMDB0003712	MMDBc0029729
BASm0002594	anthraniloyl-CoA				CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1ccccc1N	C28H41N8O17P3S	InChI=1S/C28H41N8O17P3S/c1-28(2,22(39)25(40)32-8-7-18(37)31-9-10-57-27(41)15-5-3-4-6-16(15)29)12-50-56(47,48)53-55(45,46)49-11-17-21(52-54(42,43)44)20(38)26(51-17)36-14-35-19-23(30)33-13-34-24(19)36/h3-6,13-14,17,20-22,26,38-39H,7-12,29H2,1-2H3,(H,31,37)(H,32,40)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)/t17-,20-,21-,22+,26-/m1/s1	XLURBJBQJZCJHJ-TYHXJLICSA-N	886.1523222	CHEBI:57331		
BASm0002595	(2E)-butenoyl-CoA		102680-35-3		C/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C25H40N7O17P3S	InChI=1S/C25H40N7O17P3S/c1-4-5-16(34)53-9-8-27-15(33)6-7-28-23(37)20(36)25(2,3)11-46-52(43,44)49-51(41,42)45-10-14-19(48-50(38,39)40)18(35)24(47-14)32-13-31-17-21(26)29-12-30-22(17)32/h4-5,12-14,18-20,24,35-36H,6-11H2,1-3H3,(H,27,33)(H,28,37)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/b5-4+/t14-,18-,19-,20?,24-/m1/s1	KFWWCMJSYSSPSK-BOGFJHSMSA-N		CHEBI:57332		
BASm0002596	2-furoyl-CoA				CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1ccco1	C26H38N7O18P3S	InChI=1S/C26H38N7O18P3S/c1-26(2,20(36)23(37)29-6-5-16(34)28-7-9-55-25(38)14-4-3-8-46-14)11-48-54(44,45)51-53(42,43)47-10-15-19(50-52(39,40)41)18(35)24(49-15)33-13-32-17-21(27)30-12-31-22(17)33/h3-4,8,12-13,15,18-20,24,35-36H,5-7,9-11H2,1-2H3,(H,28,34)(H,29,37)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/t15-,18-,19-,20+,24-/m1/s1	IIKOXWXMCPEVLL-DJVIHCHSSA-N	861.1206896	CHEBI:57333		
BASm0002597	2-hydroxyphytanoyl-CoA			Expected Solid	CC(C)CCCC(C)CCCC(C)CCCC(C)C(O)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H70N7O18P3S	InChI=1S/C41H74N7O18P3S/c1-25(2)11-8-12-26(3)13-9-14-27(4)15-10-16-28(5)32(50)40(54)70-20-19-43-30(49)17-18-44-38(53)35(52)41(6,7)22-63-69(60,61)66-68(58,59)62-21-29-34(65-67(55,56)57)33(51)39(64-29)48-24-47-31-36(42)45-23-46-37(31)48/h23-29,32-35,39,50-52H,8-22H2,1-7H3,(H,43,49)(H,44,53)(H,58,59)(H,60,61)(H2,42,45,46)(H2,55,56,57)/p-4/t26?,27?,28?,29-,32?,33-,34-,35+,39-/m1/s1	WNVFJMYPVBOLKV-YLNUKALLSA-J	1073.373285	CHEBI:57334		MMDBc0049252
BASm0002598	2-methyl-3-oxobutanoyl-CoA	2-Methylacetoacetyl-CoA, also known as S-(2-methyl-3-oxobutanoate, belongs to the class of organic compounds known as 3-oxo-acyl coas. These are organic compounds containing a 3-oxo acylated coenzyme A derivative. 2-Methylacetoacetyl-CoA is a strong basic compound (based on its pKa). 2-Methylacetoacetyl-CoA is a potentially toxic compound. 2-Methylacetoacetyl-CoA is expected to be in Cannabis as all living plants are known to produce and metabolize it.	6712-01-02	1	CC(=O)C(C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C26H42N7O18P3S	InChI=1S/C26H42N7O18P3S/c1-13(14(2)34)25(39)55-8-7-28-16(35)5-6-29-23(38)20(37)26(3,4)10-48-54(45,46)51-53(43,44)47-9-15-19(50-52(40,41)42)18(36)24(49-15)33-12-32-17-21(27)30-11-31-22(17)33/h11-13,15,18-20,24,36-37H,5-10H2,1-4H3,(H,28,35)(H,29,38)(H,43,44)(H,45,46)(H2,27,30,31)(H2,40,41,42)	NHNODHRSCRALBF-UHFFFAOYSA-N	865.152	CHEBI:57335		
BASm0002599	2-methylbutanoyl-CoA	2-Methylbutyryl-CoA (CAS: 6712-02-3), also known as alpha-methylbutyryl-coenzyme A, belongs to the class of organic compounds known as acyl-CoAs. These are organic compounds containing a coenzyme A substructure linked to an acyl chain. 2-Methylbutyryl-CoA is a strong basic compound (based on its pKa). 2-Methylbutyryl-CoA is a product of isoleucine catabolism. It is converted into tiglyl-CoA by short/branched-chain acyl-CoA dehydrogenase. 2-Methylbutyryl-CoA dehydrogenase deficiency, also known as 2-methyl-3-hydroxybutyryl-CoA dehydrogenase deficiency or MBHD, is an inherited disorder in which the body is unable to process the amino acid isoleucine properly. It is caused by a mutation in the HADH2 gene. Untreated MBHD can lead to progressive loss of motor skills, mental retardation, and epilepsy.	87069-91-8	Solid	CCC(C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C26H44N7O17P3S	InChI=1S/C26H44N7O17P3S/c1-5-14(2)25(38)54-9-8-28-16(34)6-7-29-23(37)20(36)26(3,4)11-47-53(44,45)50-52(42,43)46-10-15-19(49-51(39,40)41)18(35)24(48-15)33-13-32-17-21(27)30-12-31-22(17)33/h12-15,18-20,24,35-36H,5-11H2,1-4H3,(H,28,34)(H,29,37)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/t14-,15+,18+,19+,20-,24+/m0/s1	LYNVNYDEQMMNMZ-JRQZLUQRSA-N	851.1727232	CHEBI:57336	HMDB0001041	
BASm0002600	(2E)-2-methylbut-2-enoyl-CoA	(e)-2-methylcrotonoyl-coa, also known as trans-2-methylbut-2-enoyl-coa or tigloyl-coa, is a member of the class of compounds known as acyl coas. Acyl coas are organic compounds containing a coenzyme A substructure linked to an acyl chain (e)-2-methylcrotonoyl-coa is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa). (e)-2-methylcrotonoyl-coa can be found in a number of food items such as alaska blueberry, loquat, kai-lan, and lentils, which makes (e)-2-methylcrotonoyl-coa a potential biomarker for the consumption of these food products.			C/C=C(\C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C26H38N7O17P3S	InChI=1S/C26H42N7O17P3S/c1-5-14(2)25(38)54-9-8-28-16(34)6-7-29-23(37)20(36)26(3,4)11-47-53(44,45)50-52(42,43)46-10-15-19(49-51(39,40)41)18(35)24(48-15)33-13-32-17-21(27)30-12-31-22(17)33/h5,12-13,15,18-20,24,35-36H,6-11H2,1-4H3,(H,28,34)(H,29,37)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/p-4/b14-5+/t15-,18-,19-,20+,24-/m1/s1	PMWATMXOQQZNBX-DKBZLLMOSA-J	845.1279693	CHEBI:57337	HMDB0303987	
BASm0002601	2-methylpropanoyl-CoA	Isobutyryl-CoA is a substrate for Acyl-CoA dehydrogenase (short-chain specific, mitochondrial), Acyl-CoA dehydrogenase (medium-chain specific, mitochondrial) and Acyl-CoA dehydrogenase (long-chain specific, mitochondrial).	15621-60-0	Solid	CC(C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C25H42N7O17P3S	InChI=1S/C25H42N7O17P3S/c1-13(2)24(37)53-8-7-27-15(33)5-6-28-22(36)19(35)25(3,4)10-46-52(43,44)49-51(41,42)45-9-14-18(48-50(38,39)40)17(34)23(47-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-14,17-19,23,34-35H,5-10H2,1-4H3,(H,27,33)(H,28,36)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/t14-,17-,18-,19+,23-/m1/s1	AEWHYWSPVRZHCT-NDZSKPAWSA-N	837.1570732	CHEBI:57338	HMDB0001243	
BASm0002602	3-(4-methylpent-3-en-1-yl)pent-2-enedioyl-CoA	Any heteroatomic molecular entity that is a chemical compound of halogen with other chemical elements			CC(C)=CCC/C(=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])CC(=O)[O-]	C32H50N7O19P3S	InChI=1S/C32H50N7O19P3S/c1-18(2)6-5-7-19(12-22(41)42)13-23(43)62-11-10-34-21(40)8-9-35-30(46)27(45)32(3,4)15-55-61(52,53)58-60(50,51)54-14-20-26(57-59(47,48)49)25(44)31(56-20)39-17-38-24-28(33)36-16-37-29(24)39/h6,13,16-17,20,25-27,31,44-45H,5,7-12,14-15H2,1-4H3,(H,34,40)(H,35,46)(H,41,42)(H,50,51)(H,52,53)(H2,33,36,37)(H2,47,48,49)/b19-13+/t20-,25-,26-,27+,31-/m1/s1	BVEJAKPMABGOEE-JQQGIELXSA-N	961.2095046	CHEBI:57339		
BASm0002603	3-hydroxy-2-methylpropanoyl-CoA			Expected Solid	CC(CO)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C25H38N7O18P3S	InChI=1S/C25H42N7O18P3S/c1-13(8-33)24(38)54-7-6-27-15(34)4-5-28-22(37)19(36)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-18(49-51(39,40)41)17(35)23(48-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-14,17-19,23,33,35-36H,4-10H2,1-3H3,(H,27,34)(H,28,37)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/p-4/t13?,14-,17-,18-,19+,23-/m1/s1	WWEOGFZEFHPUAM-MIZDRFBCSA-J	849.1228839	CHEBI:57340		MMDBc0055370
BASm0002604	3-hydroxy-3-(4-methylpent-3-en-1-yl)glutaryl-CoA	This compound belongs to the family of Acyl CoAs. These are organic compounds contaning a coenzyme A substructure linked to another moeity through an ester bond.			CC(C)=CCCC(O)(CC(=O)[O-])CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C32H52N7O20P3S	InChI=1S/C32H52N7O20P3S/c1-18(2)6-5-8-32(47,12-21(41)42)13-22(43)63-11-10-34-20(40)7-9-35-29(46)26(45)31(3,4)15-56-62(53,54)59-61(51,52)55-14-19-25(58-60(48,49)50)24(44)30(57-19)39-17-38-23-27(33)36-16-37-28(23)39/h6,16-17,19,24-26,30,44-45,47H,5,7-15H2,1-4H3,(H,34,40)(H,35,46)(H,41,42)(H,51,52)(H,53,54)(H2,33,36,37)(H2,48,49,50)/t19-,24-,25-,26+,30-,32?/m1/s1	ATTJZXQHBIJXLV-AWVQIHIZSA-N	979.2200674	CHEBI:57341	HMDB0060372	
BASm0002605	3-hydroxybenzoyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1cccc(O)c1	C28H36N7O18P3S	InChI=1S/C28H40N7O18P3S/c1-28(2,22(39)25(40)31-7-6-18(37)30-8-9-57-27(41)15-4-3-5-16(36)10-15)12-50-56(47,48)53-55(45,46)49-11-17-21(52-54(42,43)44)20(38)26(51-17)35-14-34-19-23(29)32-13-33-24(19)35/h3-5,10,13-14,17,20-22,26,36,38-39H,6-9,11-12H2,1-2H3,(H,30,37)(H,31,40)(H,45,46)(H,47,48)(H2,29,32,33)(H2,42,43,44)/p-4/t17-,20-,21-,22+,26-/m1/s1	JTBCMZVWWNFUFR-TYHXJLICSA-J	883.1072338	CHEBI:57342		MMDBc0055380
BASm0002606	3-hydroxy-6-carboxyhexanoyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(O)CCCC(=O)[O-]	C28H41N7O20P3S	InChI=1S/C28H46N7O20P3S/c1-28(2,23(42)26(43)31-7-6-17(37)30-8-9-59-19(40)10-15(36)4-3-5-18(38)39)12-52-58(49,50)55-57(47,48)51-11-16-22(54-56(44,45)46)21(41)27(53-16)35-14-34-20-24(29)32-13-33-25(20)35/h13-16,21-23,27,36,41-42H,3-12H2,1-2H3,(H,30,37)(H,31,43)(H,38,39)(H,47,48)(H,49,50)(H2,29,32,33)(H2,44,45,46)/p-5/t15?,16-,21-,22-,23+,27-/m1/s1	VGEBXBQECGWCRH-JXUSAFQPSA-I	920.1367368	CHEBI:57343		MMDBc0055376
BASm0002607	3-methyl-(2E)-butenoyl-CoA			Expected Solid	CC(C)=CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C26H38N7O17P3S	InChI=1S/C26H42N7O17P3S/c1-14(2)9-17(35)54-8-7-28-16(34)5-6-29-24(38)21(37)26(3,4)11-47-53(44,45)50-52(42,43)46-10-15-20(49-51(39,40)41)19(36)25(48-15)33-13-32-18-22(27)30-12-31-23(18)33/h9,12-13,15,19-21,25,36-37H,5-8,10-11H2,1-4H3,(H,28,34)(H,29,38)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/p-4/t15-,19-,20-,21+,25-/m1/s1	BXIPALATIYNHJN-ZMHDXICWSA-J	845.1279693	CHEBI:57344		MMDBc0055391
BASm0002608	3-methylbutanoyl-CoA	Isovaleryl-CoA is an intermediate metabolite in the catabolic pathway of leucine. The accumulation of derivatives of isovaleryl-CoA occurs in patients affected with isovaleric acidemia (IVA, OMIM: 243500), an autosomal recessive inborn error of leucine metabolism caused by a deficiency of the mitochondrial enzyme isovaleryl-CoA dehydrogenase (IVD, EC 1.3.99.10), a flavoenzyme that catalyzes the conversion of isovaleryl-CoA into 3-methylcrotonyl-CoA. IVA was the first organic acidemia recognized in humans and can cause significant morbidity and mortality. Early diagnosis and treatment with a protein-restricted diet and supplementation with carnitine and glycine are effective in promoting normal development in severely affected individuals. Both intra- and interfamilial variability have been recognized. Initially, two phenotypes with either an acute neonatal or a chronic intermittent presentation were described. More recently, a third group of individuals with mild biochemical abnormalities who can be asymptomatic have been identified through newborn screening of blood spots by tandem mass spectrometry. The majority of patients with IVA today are diagnosed pre-symptomatically through newborn screening by use of MS/MS which reveals elevations of the marker metabolite C5 acylcarnitine in dried blood spots. C5 Acylcarnitine represents a mixture of isomers (isovalerylcarnitine, 2-methylbutyrylcarnitine, and pivaloylcarnitine) (PMID: 16602101).	6244-91-3	Solid	CC(C)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C26H44N7O17P3S	InChI=1S/C26H44N7O17P3S/c1-14(2)9-17(35)54-8-7-28-16(34)5-6-29-24(38)21(37)26(3,4)11-47-53(44,45)50-52(42,43)46-10-15-20(49-51(39,40)41)19(36)25(48-15)33-13-32-18-22(27)30-12-31-23(18)33/h12-15,19-21,25,36-37H,5-11H2,1-4H3,(H,28,34)(H,29,38)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/t15-,19-,20-,21+,25-/m1/s1	UYVZIWWBJMYRCD-ZMHDXICWSA-N	851.1727232	CHEBI:57345	HMDB0001113	
BASm0002609	3-methyl-(2E)-glutaconyl-CoA			Expected Solid	C/C(=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])CC(=O)[O-]	C27H37N7O19P3S	InChI=1S/C27H42N7O19P3S/c1-14(8-17(36)37)9-18(38)57-7-6-29-16(35)4-5-30-25(41)22(40)27(2,3)11-50-56(47,48)53-55(45,46)49-10-15-21(52-54(42,43)44)20(39)26(51-15)34-13-33-19-23(28)31-12-32-24(19)34/h9,12-13,15,20-22,26,39-40H,4-8,10-11H2,1-3H3,(H,29,35)(H,30,41)(H,36,37)(H,45,46)(H,47,48)(H2,28,31,32)(H2,42,43,44)/p-5/b14-9+/t15-,20-,21-,22+,26-/m1/s1	GXKSHRDAHFLWPN-RKYLSHMCSA-I	888.1105221	CHEBI:57346		MMDBc0055392
BASm0002611	3-oxoadipyl-CoA	3-oxoadipyl-CoA is a member of the chemical class known as Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. 			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCC(=O)[O-]	C28H44N7O19P3S	InChI=1S/C28H44N7O19P3S/c1-28(2,24(42)27(43)31-6-5-18(37)30-7-8-58-20(40)10-16(36)3-4-19(38)39)12-52-57(49,50)54-56(47,48)51-11-15-9-17(22(41)23(15)53-55(44,45)46)35-14-34-21-25(29)32-13-33-26(21)35/h13-15,17,22-24,41-42H,3-12H2,1-2H3,(H,30,37)(H,31,43)(H,38,39)(H,47,48)(H,49,50)(H2,29,32,33)(H2,44,45,46)	WQQGFCRVKOMCQC-UHFFFAOYSA-N	907.1625544	CHEBI:57348		
BASm0002612	3-oxohexadecanoyl-CoA	3-Oxohexadecanoyl-CoA is an intermediate in the synthesis and oxidation of fatty acid. Fatty acids must be activated with CoA before any chemical modification can be applied. Also fatty acid metabolic intermediates will also exists as CoA derivatives until the CoA is enzymatically cleaved. The fatty acid group is linked to the terminal thoil moiety of CoA.		Solid	CCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C37H64N7O18P3S	InChI=1S/C37H64N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-25(45)20-28(47)66-19-18-39-27(46)16-17-40-35(50)32(49)37(2,3)22-59-65(56,57)62-64(54,55)58-21-26-31(61-63(51,52)53)30(48)36(60-26)44-24-43-29-33(38)41-23-42-34(29)44/h23-24,26,30-32,36,48-49H,4-22H2,1-3H3,(H,39,46)(H,40,50)(H,54,55)(H,56,57)(H2,38,41,42)(H2,51,52,53)/t26-,30-,31-,32+,36-/m1/s1	NQMPLXPCRJOSHL-BBECNAHFSA-N	1019.324139	CHEBI:57349		MMDBc0033000
BASm0002613	3-oxo-6-carboxyhexanoyl-CoA				CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCC(=O)[O-]	C28H44N7O20P3S	InChI=1S/C28H44N7O20P3S/c1-28(2,23(42)26(43)31-7-6-17(37)30-8-9-59-19(40)10-15(36)4-3-5-18(38)39)12-52-58(49,50)55-57(47,48)51-11-16-22(54-56(44,45)46)21(41)27(53-16)35-14-34-20-24(29)32-13-33-25(20)35/h13-14,16,21-23,27,41-42H,3-12H2,1-2H3,(H,30,37)(H,31,43)(H,38,39)(H,47,48)(H,49,50)(H2,29,32,33)(H2,44,45,46)/t16-,21-,22-,23?,27-/m1/s1	KJXFOFKTZDJLMQ-AMIBDLERSA-N		CHEBI:57350		
BASm0002614	4,8,12-trimethyltridecanoyl-CoA			Expected Solid	CC(C)CCCC(C)CCCC(C)CCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C37H62N7O17P3S	InChI=1S/C37H66N7O17P3S/c1-23(2)9-7-10-24(3)11-8-12-25(4)13-14-28(46)65-18-17-39-27(45)15-16-40-35(49)32(48)37(5,6)20-58-64(55,56)61-63(53,54)57-19-26-31(60-62(50,51)52)30(47)36(59-26)44-22-43-29-33(38)41-21-42-34(29)44/h21-26,30-32,36,47-48H,7-20H2,1-6H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)/p-4/t24?,25?,26-,30-,31-,32+,36-/m1/s1	ZYUOZFCHODHLHG-LEJRVOBCSA-J	1001.31577	CHEBI:57351	HMDB0060167	MMDBc0048697
BASm0002615	4-aminobutanoyl-CoA	A triply-charged acyl-CoA arising from deprotonation of phosphate and diphosphate functions as well as protonation of the amino group of 4-aminobutanoyl-CoA.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCC[NH3+]	C25H40N8O17P3S	InChI=1S/C25H43N8O17P3S/c1-25(2,20(37)23(38)29-7-5-15(34)28-8-9-54-16(35)4-3-6-26)11-47-53(44,45)50-52(42,43)46-10-14-19(49-51(39,40)41)18(36)24(48-14)33-13-32-17-21(27)30-12-31-22(17)33/h12-14,18-20,24,36-37H,3-11,26H2,1-2H3,(H,28,34)(H,29,38)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/p-3/t14-,18-,19-,20+,24-/m1/s1	HHFBTTVZSVBPFP-CITAKDKDSA-K		CHEBI:57352		
BASm0002616	(2E)-glutaconyl-CoA	Glutaconyl-CoA (CAS: 6712-05-6), also known as 4-carboxybut-2-enoyl-CoA, belongs to the class of organic compounds known as 2-enoyl CoAs. These are organic compounds containing a coenzyme A substructure linked to a 2-enoyl chain. Thus, glutaconyl-CoA is considered to be a fatty ester lipid molecule. Glutaconyl-CoA is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Glutaconyl-CoA is a substrate for glutaryl-CoA dehydrogenase.	167357-83-7	Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C/CC(=O)[O-]	C26H40N7O19P3S	InChI=1S/C26H40N7O19P3S/c1-26(2,21(39)24(40)29-7-6-15(34)28-8-9-56-17(37)5-3-4-16(35)36)11-49-55(46,47)52-54(44,45)48-10-14-20(51-53(41,42)43)19(38)25(50-14)33-13-32-18-22(27)30-12-31-23(18)33/h3,5,12-14,19-21,25,38-39H,4,6-11H2,1-2H3,(H,28,34)(H,29,40)(H,35,36)(H,44,45)(H,46,47)(H2,27,30,31)(H2,41,42,43)/b5-3+/t14-,19-,20-,21+,25-/m1/s1	URTLOTISFJPPOU-DEGQQWIJSA-N	879.1312543	CHEBI:57353	HMDB0001290	
BASm0002617	4-chlorobenzoyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1ccc(Cl)cc1	C28H35ClN7O17P3S	InChI=1S/C28H39ClN7O17P3S/c1-28(2,22(39)25(40)32-8-7-18(37)31-9-10-57-27(41)15-3-5-16(29)6-4-15)12-50-56(47,48)53-55(45,46)49-11-17-21(52-54(42,43)44)20(38)26(51-17)36-14-35-19-23(30)33-13-34-24(19)36/h3-6,13-14,17,20-22,26,38-39H,7-12H2,1-2H3,(H,31,37)(H,32,40)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)/p-4/t17-,20-,21-,22+,26-/m1/s1	DEPSOKCZMQPCBI-TYHXJLICSA-J	901.0733469	CHEBI:57354		MMDBc0055473
BASm0002618	4-coumaroyl-CoA		30802-00-7		CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C=Cc1ccc(O)cc1	C30H42N7O18P3S	InChI=1S/C30H42N7O18P3S/c1-30(2,25(42)28(43)33-10-9-20(39)32-11-12-59-21(40)8-5-17-3-6-18(38)7-4-17)14-52-58(49,50)55-57(47,48)51-13-19-24(54-56(44,45)46)23(41)29(53-19)37-16-36-22-26(31)34-15-35-27(22)37/h3-8,15-16,19,23-25,29,38,41-42H,9-14H2,1-2H3,(H,32,39)(H,33,43)(H,47,48)(H,49,50)(H2,31,34,35)(H2,44,45,46)/b8-5+/t19-,23-,24-,25?,29-/m1/s1	DMZOKBALNZWDKI-AZKRPDILSA-N		CHEBI:57355		
BASm0002619	4-hydroxybenzoyl-CoA					C28H36N7O18P3S		LTVXPVBFJBTNIJ-TYHXJLICSA-J	883.1072338	CHEBI:57356		
BASm0002620	5-hydroxy-pentanoyl-CoA	5-hydroxypentanoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a 5-hydroxypentanoic acid thioester of coenzyme A. 5-hydroxypentanoyl-coa is an acyl-CoA with 5 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. 5-hydroxypentanoyl-coa is therefore classified as a medium chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. 5-hydroxypentanoyl-coa, being a medium chain acyl-CoA is a substrate for medium chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, 5-hydroxypentanoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of 5-hydroxypentanoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts 5-hydroxypentanoyl-CoA into 5-hydroxypentanoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, 5-hydroxypentanoylcarnitine is converted back to 5-hydroxypentanoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of 5-hydroxypentanoyl-CoA occurs in four steps. First, since 5-hydroxypentanoyl-CoA is a medium chain acyl-CoA it is the substrate for a medium chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of 5-hydroxypentanoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until 5-hydroxypentanoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.				C26H40N7O18P3S		AMSWDUXCNHIVFP-ZMHDXICWSA-J	863.138534	CHEBI:57357	HMDB0301416	
BASm0002621	5-hydroxythiophene-2-carbonyl-CoA	Pentaanion of 5-hydroxythiophene-2-carbonyl-CoA arising from deprotonation of phosphate and diphosphate functions as well as the hydroxythiophene moiety.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1ccc([O-])s1	C26H33N7O18P3S2	InChI=1S/C26H38N7O18P3S2/c1-26(2,20(37)23(38)29-6-5-15(34)28-7-8-55-25(39)14-3-4-16(35)56-14)10-48-54(45,46)51-53(43,44)47-9-13-19(50-52(40,41)42)18(36)24(49-13)33-12-32-17-21(27)30-11-31-22(17)33/h3-4,11-13,18-20,24,35-37H,5-10H2,1-2H3,(H,28,34)(H,29,38)(H,43,44)(H,45,46)(H2,27,30,31)(H2,40,41,42)/p-5/t13-,18-,19-,20+,24-/m1/s1	NVBINDTXSDBAEW-ITIYDSSPSA-I		CHEBI:57358		
BASm0002622	6-carboxyhex-2-enoyl-CoA				CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C=CCCCC(=O)[O-]	C28H44N7O19P3S	InChI=1S/C28H44N7O19P3S/c1-28(2,23(41)26(42)31-9-8-17(36)30-10-11-58-19(39)7-5-3-4-6-18(37)38)13-51-57(48,49)54-56(46,47)50-12-16-22(53-55(43,44)45)21(40)27(52-16)35-15-34-20-24(29)32-14-33-25(20)35/h5,7,14-16,21-23,27,40-41H,3-4,6,8-13H2,1-2H3,(H,30,36)(H,31,42)(H,37,38)(H,46,47)(H,48,49)(H2,29,32,33)(H2,43,44,45)/b7-5+/t16-,21-,22-,23+,27-/m1/s1	JLSPXYVUFSDGNY-RGWPIYMPSA-N	907.1625544	CHEBI:57359		
BASm0002623	6-carboxyhexanoyl-CoA				CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCC(=O)[O-]	C28H46N7O19P3S	InChI=1S/C28H46N7O19P3S/c1-28(2,23(41)26(42)31-9-8-17(36)30-10-11-58-19(39)7-5-3-4-6-18(37)38)13-51-57(48,49)54-56(46,47)50-12-16-22(53-55(43,44)45)21(40)27(52-16)35-15-34-20-24(29)32-14-33-25(20)35/h14-16,21-23,27,40-41H,3-13H2,1-2H3,(H,30,36)(H,31,42)(H,37,38)(H,46,47)(H,48,49)(H2,29,32,33)(H2,43,44,45)/t16-,21-,22-,23?,27-/m1/s1	LYCRXMTYUZDUGA-AMIBDLERSA-N	909.1782026	CHEBI:57360		
BASm0002624	6-hydroxycyclohex-1-ene-1-carbonyl-CoA				CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C1=CCCCC1O	C28H44N7O18P3S	InChI=1S/C28H44N7O18P3S/c1-28(2,22(39)25(40)31-8-7-18(37)30-9-10-57-27(41)15-5-3-4-6-16(15)36)12-50-56(47,48)53-55(45,46)49-11-17-21(52-54(42,43)44)20(38)26(51-17)35-14-34-19-23(29)32-13-33-24(19)35/h5,13-14,16-17,20-22,26,36,38-39H,3-4,6-12H2,1-2H3,(H,30,37)(H,31,40)(H,45,46)(H,47,48)(H2,29,32,33)(H2,42,43,44)/t16?,17-,20-,21-,22?,26-/m1/s1	WBCJUEJWJADAGR-BEMBNQBDSA-N		CHEBI:57361		
BASm0002625	beta-alanyl-CoA	beta-Alanyl-CoA is involved in the beta-alanine and propanoate metabolism systems. beta-Alanyl-CoA is reversibly produced from acrylyl-CoA by enzyme &#946;-alanyl-CoA ammonia-lyase [4.3.1.6].		Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC[NH3+]	C24H41N8O17P3S	InChI=1S/C24H41N8O17P3S/c1-24(2,19(36)22(37)28-6-4-14(33)27-7-8-53-15(34)3-5-25)10-46-52(43,44)49-51(41,42)45-9-13-18(48-50(38,39)40)17(35)23(47-13)32-12-31-16-20(26)29-11-30-21(16)32/h11-13,17-19,23,35-36H,3-10,25H2,1-2H3,(H,27,33)(H,28,37)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/t13-,17-,18-,19?,23-/m1/s1	RUWSXZUPLIXLGD-UXYNFSPESA-N	838.1523222	CHEBI:57362	HMDB0006805	
BASm0002626	(6Z,9Z,12Z)-octadecatrienoyl-CoA			Expected Solid	[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C(N=C([H])N=C23)N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C39H60N7O17P3S	InChI=1S/C39H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h8-9,11-12,14-15,26-28,32-34,38,49-50H,4-7,10,13,16-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/p-4/b9-8-,12-11-,15-14-/t28-,32-,33-,34+,38-/m1/s1	XZQYPTBYQYZGRU-FHDVEODPSA-J	1023.30012	CHEBI:57363	HMDB0006368	MMDBc0048685
BASm0002627	2-succinylbenzoyl-CoA	4-(2-Carboxyphenyl)-4-oxobutanoyl-CoA is an intermediate in vitamin K biosynthesis. It is a substrate for the enzyme 1,4-dihydroxy-2-naphthoyl-CoA synthase which catalyzes the reaction 4-(2-carboxyphenyl)-4-oxobutanoyl-CoA = 1,4-dihydroxy-2-naphthoyl-CoA + H(2)O			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCC(=O)c1ccccc1C(=O)[O-]	C32H40N7O20P3S	InChI=1S/C32H44N7O20P3S/c1-32(2,26(44)29(45)35-10-9-21(41)34-11-12-63-22(42)8-7-19(40)17-5-3-4-6-18(17)31(46)47)14-56-62(53,54)59-61(51,52)55-13-20-25(58-60(48,49)50)24(43)30(57-20)39-16-38-23-27(33)36-15-37-28(23)39/h3-6,15-16,20,24-26,30,43-44H,7-14H2,1-2H3,(H,34,41)(H,35,45)(H,46,47)(H,51,52)(H,53,54)(H2,33,36,37)(H2,48,49,50)/p-4/t20-,24-,25-,26+,30-/m1/s1	KVAQAPQXOXTRAE-HSJNEKGZSA-J	967.126167	CHEBI:57364		
BASm0002628	5-hydroxy-2-furoyl-CoA				CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1ccc([O-])o1	C26H38N7O19P3S	InChI=1S/C26H38N7O19P3S/c1-26(2,20(37)23(38)29-6-5-15(34)28-7-8-56-25(39)13-3-4-16(35)49-13)10-48-55(45,46)52-54(43,44)47-9-14-19(51-53(40,41)42)18(36)24(50-14)33-12-32-17-21(27)30-11-31-22(17)33/h3-4,11-12,14,18-20,24,35-37H,5-10H2,1-2H3,(H,28,34)(H,29,38)(H,43,44)(H,45,46)(H2,27,30,31)(H2,40,41,42)/t14-,18-,19-,20+,24-/m1/s1	IDJHMFITFRNMIE-CITAKDKDSA-N	877.1156042	CHEBI:57365		
BASm0002629	(3S)-3-aminobutanoyl-CoA			Expected Solid	C[C@H]([NH3+])CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C25H40N8O17P3S	InChI=1S/C25H43N8O17P3S/c1-13(26)8-16(35)54-7-6-28-15(34)4-5-29-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)33-12-32-17-21(27)30-11-31-22(17)33/h11-14,18-20,24,36-37H,4-10,26H2,1-3H3,(H,28,34)(H,29,38)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/p-3/t13-,14+,18+,19+,20-,24+/m0/s1	CCSDHAPTHIKZLY-VKBDFPRVSA-K	849.1461448	CHEBI:57366		MMDBc0054922
BASm0002630	acryloyl-CoA	Acrylyl-CoA is involved in alternative pathways of propionate metabolism.	5776-58-9	Solid	C=CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C24H38N7O17P3S	InChI=1S/C24H38N7O17P3S/c1-4-15(33)52-8-7-26-14(32)5-6-27-22(36)19(35)24(2,3)10-45-51(42,43)48-50(40,41)44-9-13-18(47-49(37,38)39)17(34)23(46-13)31-12-30-16-20(25)28-11-29-21(16)31/h4,11-13,17-19,23,34-35H,1,5-10H2,2-3H3,(H,26,32)(H,27,36)(H,40,41)(H,42,43)(H2,25,28,29)(H2,37,38,39)/t13-,17-,18-,19+,23-/m1/s1	POODSGUMUCVRTR-IEXPHMLFSA-N	821.125775	CHEBI:57367	HMDB0002307	
BASm0002631	(5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA		17046-56-9	Expected Solid	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H62N7O17P3S	InChI=1S/C41H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h8-9,11-12,14-15,17-18,28-30,34-36,40,51-52H,4-7,10,13,16,19-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/p-4/b9-8-,12-11-,15-14-,18-17-/t30-,34-,35-,36+,40-/m1/s1	JDEPVTUUCBFJIW-YQVDHACTSA-J	1049.31577	CHEBI:57368	HMDB0006523	MMDBc0048693
BASm0002632	benzoyl-CoA	Benzoyl-CoA is an intermediate in phenylalanine (as well as benzoate and salicylate) metabolism. In bacteria and gut microflora, benzoyl-CoA is a compound that is formed as a central intermediate in the degradation of a large number of aromatic growth substrates. Benzoyl CoA can be synthesized from hippuric acid and vice versa. Benzoyl-CoA is a microbial metabolite that can be found in Streptomyces (PMID: 12511484).	6756-74-7	Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1ccccc1	C28H40N7O17P3S	InChI=1S/C28H40N7O17P3S/c1-28(2,22(38)25(39)31-9-8-18(36)30-10-11-56-27(40)16-6-4-3-5-7-16)13-49-55(46,47)52-54(44,45)48-12-17-21(51-53(41,42)43)20(37)26(50-17)35-15-34-19-23(29)32-14-33-24(19)35/h3-7,14-15,17,20-22,26,37-38H,8-13H2,1-2H3,(H,30,36)(H,31,39)(H,44,45)(H,46,47)(H2,29,32,33)(H2,41,42,43)/t17-,20-,21-,22+,26-/m1/s1	VEVJTUNLALKRNO-TYHXJLICSA-N	871.1414231	CHEBI:57369	HMDB0002252	
BASm0002633	biotinyl-CoA	Tetraanion of biotinyl-CoA arising from deprotonation of phosphate and diphosphate functions.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCC[C@H]1SC[C@H]2NC(=O)N[C@H]21	C31H46N9O18P3S2	InChI=1S/C31H50N9O18P3S2/c1-31(2,25(44)28(45)34-8-7-19(41)33-9-10-62-20(42)6-4-3-5-18-21-16(12-63-18)38-30(46)39-21)13-55-61(52,53)58-60(50,51)54-11-17-24(57-59(47,48)49)23(43)29(56-17)40-15-37-22-26(32)35-14-36-27(22)40/h14-18,21,23-25,29,43-44H,3-13H2,1-2H3,(H,33,41)(H,34,45)(H,50,51)(H,52,53)(H2,32,35,36)(H2,38,39,46)(H2,47,48,49)/p-4/t16-,17-,18-,21-,23-,24-,25+,29-/m1/s1	WNMONPKUDXWVKE-OLABLILRSA-J		CHEBI:57370		
BASm0002634	butanoyl-CoA	Butyryl-CoA is an intermediate in the metabolism of Butanoate. It is a substrate for Acyl-coenzyme A oxidase 3 (peroxisomal), 3-ketoacyl-CoA thiolase (mitochondrial), 3-ketoacyl-CoA thiolase (peroxisomal), Acyl-coenzyme A oxidase 1 (peroxisomal), Acyl-CoA dehydrogenase (medium-chain specific, mitochondrial), Acyl-CoA dehydrogenase (long-chain specific, mitochondrial), Acyl-coenzyme A oxidase 2 (peroxisomal), Acetyl-CoA acetyltransferase (mitochondrial), Acetyl-CoA acetyltransferase (cytosolic), Acyl-CoA dehydrogenase (short-chain specific, mitochondrial) and Trifunctional enzyme beta subunit (mitochondrial).	2140-48-9	Solid	CCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C25H42N7O17P3S	InChI=1S/C25H42N7O17P3S/c1-4-5-16(34)53-9-8-27-15(33)6-7-28-23(37)20(36)25(2,3)11-46-52(43,44)49-51(41,42)45-10-14-19(48-50(38,39)40)18(35)24(47-14)32-13-31-17-21(26)29-12-30-22(17)32/h12-14,18-20,24,35-36H,4-11H2,1-3H3,(H,27,33)(H,28,37)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)	CRFNGMNYKDXRTN-UHFFFAOYSA-N	837.1570732	CHEBI:57371	HMDB0001088	
BASm0002635	choloyl-CoA	Choloyl-CoA is an intermediate metabolite in the Bile acid biosynthesis (KEGG). The conjugation of bile acids to glycine and taurine for excretion into bile occurs via a reaction catalyzed by the enzyme Bile acid-CoA:amino acid N-acyltransferase (BACAT) catalyzes.		Solid	C[C@H](CCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C45H74N7O20P3S	InChI=1S/C45H74N7O20P3S/c1-23(26-7-8-27-34-28(18-31(55)45(26,27)5)44(4)12-10-25(53)16-24(44)17-29(34)54)6-9-33(57)76-15-14-47-32(56)11-13-48-41(60)38(59)43(2,3)20-69-75(66,67)72-74(64,65)68-19-30-37(71-73(61,62)63)36(58)42(70-30)52-22-51-35-39(46)49-21-50-40(35)52/h21-31,34,36-38,42,53-55,58-59H,6-20H2,1-5H3,(H,47,56)(H,48,60)(H,64,65)(H,66,67)(H2,46,49,50)(H2,61,62,63)/t23?,24?,25-,26?,27+,28+,29-,30-,31+,34?,36-,37-,38?,42-,44?,45?/m1/s1	ZKWNOTQHFKYUNU-TVKZAFKCSA-N	1157.392218	CHEBI:57373	HMDB0001374	
BASm0002636	cyclohexa-1,5-diene-1-carbonyl-CoA	Cyclohex-1,5-diene-1-carboxyl-CoA is an intermediate in Benzoate degradation via CoA ligation. Biodegradation of aromatic compounds is a common process in anoxic environments. The many natural and synthetic aromatic compounds found in the environment are usually degraded by anaerobic microorganisms into only few central intermediates, prior to ring cleavage. Benzoyl-CoA is the most important of these intermediates since a large number of compounds, including chloro-, nitro-, and aminobenzoates, aromatic hydrocarbons, and phenolic compounds, are initially converted to benzoyl-CoA prior to ring reduction and cleavage. In this pathway, cyclohex-1,5-diene-1-carboxyl-CoA is generated from benzoyl-CoA via the enzyme benzoyl-CoA reductase subunit (EC 1.3.99.15) and is then converted to Cyclohex-1,4-diene-1-carboxyl-CoA.	148471-94-7	Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C1=CCCC=C1	C28H42N7O17P3S	InChI=1S/C28H42N7O17P3S/c1-28(2,22(38)25(39)31-9-8-18(36)30-10-11-56-27(40)16-6-4-3-5-7-16)13-49-55(46,47)52-54(44,45)48-12-17-21(51-53(41,42)43)20(37)26(50-17)35-15-34-19-23(29)32-14-33-24(19)35/h4,6-7,14-15,17,20-22,26,37-38H,3,5,8-13H2,1-2H3,(H,30,36)(H,31,39)(H,44,45)(H,46,47)(H2,29,32,33)(H2,41,42,43)/t17-,20-,21-,22?,26-/m1/s1	IHXBZDHPKCDGKN-VBDPZXIHSA-N	873.1570732	CHEBI:57374	HMDB0012207	
BASm0002637	dodecanoyl-CoA	Lauroyl-CoA is a substrate for Protein FAM34A.	6244-92-4	Solid	CCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C33H58N7O17P3S	InChI=1S/C33H58N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-24(42)61-17-16-35-23(41)14-15-36-31(45)28(44)33(2,3)19-54-60(51,52)57-59(49,50)53-18-22-27(56-58(46,47)48)26(43)32(55-22)40-21-39-25-29(34)37-20-38-30(25)40/h20-22,26-28,32,43-44H,4-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48)/t22-,26-,27-,28+,32-/m1/s1	YMCXGHLSVALICC-GMHMEAMDSA-N	949.2822737	CHEBI:57375	HMDB0003571	
BASm0002638	formyl-CoA		13131-49-2		CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC=O	C22H36N7O17P3S	InChI=1S/C22H36N7O17P3S/c1-22(2,17(33)20(34)25-4-3-13(31)24-5-6-50-11-30)8-43-49(40,41)46-48(38,39)42-7-12-16(45-47(35,36)37)15(32)21(44-12)29-10-28-14-18(23)26-9-27-19(14)29/h9-12,15-17,21,32-33H,3-8H2,1-2H3,(H,24,31)(H,25,34)(H,38,39)(H,40,41)(H2,23,26,27)(H2,35,36,37)/t12-,15-,16-,17?,21-/m1/s1	SXMOKYXNAPLNCW-BWGWEBPHSA-N		CHEBI:57376		
BASm0002639	geranoyl-CoA	 Tetraanion of geranoyl-CoA arising from deprotonation of phosphate and diphosphate functions.			CC(C)=CCC/C(C)=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C31H46N7O17P3S	InChI=1S/C31H50N7O17P3S/c1-18(2)7-6-8-19(3)13-22(40)59-12-11-33-21(39)9-10-34-29(43)26(42)31(4,5)15-52-58(49,50)55-57(47,48)51-14-20-25(54-56(44,45)46)24(41)30(53-20)38-17-37-23-27(32)35-16-36-28(23)38/h7,13,16-17,20,24-26,30,41-42H,6,8-12,14-15H2,1-5H3,(H,33,39)(H,34,43)(H,47,48)(H,49,50)(H2,32,35,36)(H2,44,45,46)/p-4/b19-13+/t20-,24-,25-,26+,30-/m1/s1	FWLPCGPDGSQPGT-WJGFBNMQSA-J	913.1905695	CHEBI:57377		
BASm0002640	glutaryl-CoA	Glutaryl-CoA is a substrate for 2-oxoglutarate dehydrogenase E1 component (mitochondrial), Dihydrolipoyllysine-residue succinyltransferase component of 2- oxoglutarate dehydrogenase complex (mitochondrial) and Glutaryl-CoA dehydrogenase (mitochondrial).	3131-84-8	Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCC(=O)[O-]	C26H42N7O19P3S	InChI=1S/C26H42N7O19P3S/c1-26(2,21(39)24(40)29-7-6-15(34)28-8-9-56-17(37)5-3-4-16(35)36)11-49-55(46,47)52-54(44,45)48-10-14-20(51-53(41,42)43)19(38)25(50-14)33-13-32-18-22(27)30-12-31-23(18)33/h12-14,19-21,25,38-39H,3-11H2,1-2H3,(H,28,34)(H,29,40)(H,35,36)(H,44,45)(H,46,47)(H2,27,30,31)(H2,41,42,43)/t14-,19-,20-,21+,25-/m1/s1	SYKWLIJQEHRDNH-CKRMAKSASA-N	881.1469024	CHEBI:57378	HMDB0001339	
BASm0002641	hexadecanoyl-CoA	hexadecanoyl-CoA belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity. Thus, hexadecanoyl-CoA is considered to be a fatty ester lipid molecule. hexadecanoyl-CoA is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, hexadecanoyl-CoA has been detected, but not quantified in, several different foods, such as hedge mustards, swedes, nances, pak choy, and sacred lotus. This could make hexadecanoyl-CoA a potential biomarker for the consumption of these foods. Palmityl-CoA is expected to be in Cannabis as all living plants are known to produce and metabolize it.		1	CCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C37H66N7O17P3S	InChI=1S/C37H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(46)65-21-20-39-27(45)18-19-40-35(49)32(48)37(2,3)23-58-64(55,56)61-63(53,54)57-22-26-31(60-62(50,51)52)30(47)36(59-26)44-25-43-29-33(38)41-24-42-34(29)44/h24-26,30-32,36,47-48H,4-23H2,1-3H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)/t26-,30-,31-,32+,36-/m1/s1	MNBKLUUYKPBKDU-BBECNAHFSA-N	1005.3449	CHEBI:57379		
BASm0002642	eicosanoyl-CoA	Eicosanoyl-CoA is an intermediate metabolite in the synthesis of phosphatidic acid, a substrate of lysophosphatidic acid acyltransferase with high specificity as an acyl donor. Cells and membranes of mammalian cells synthesize their glycerophospholipids and triglycerides to maintain the cellular integrity and to provide energy for cellular functions. The phospholipids are synthesized de novo in cells through an evolutionary conserved process involving serial acylations of glycerol-3-phosphate. Several isoforms of the enzyme 1-acylglycerol-3-phosphate-O-acyltransferase (EC 2.3.1.51, AGPAT) acylate lysophosphatidic acid at the sn-2 position to produce phosphatidic acid. Bile acid-CoA:amino acid N-acyltransferase (EC 2.3.1.65, BACAT) catalyzes the conjugation of bile acids to glycine and taurine for excretion into bile and can utilize Eicosanoyl-CoA as an acyl donor as well; this may play important roles in protection against toxicity by accumulation of unconjugated bile acids and non-esterified very long-chain fatty acids. (PMID: 17535882, 12810727).	15895-27-9	Solid	CCCCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H74N7O17P3S	InChI=1S/C41H74N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h28-30,34-36,40,51-52H,4-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/t30-,34-,35-,36+,40-/m1/s1	JYLSVNBJLYCSSW-IBYUJNRCSA-N	1061.407476	CHEBI:57380	HMDB0004258	
BASm0002643	itaconyl-CoA	Itaconyl-CoA is an intermediate metabolite in the degradation pathway of itaconic acid, an unsaturated dicarbonic organic acid. Citramalyl coenzyme A (CoA) is found to be the intermediate in the conversion of itaconyl-Co-A to acetyl-CoA and pyruvate, catalyzed by methylglutaconase. Methylglutaconase catalyzes the interconversion of itaconyl-, mesaconyl-, and citramalyl-CoA. In liver mitochondria, methylglutaconase converts itaconate to pyruvate and acetyl coenzyme A. In this metabolic process, itaconate is first activated to itaconyl-CoA by a succinate activating enzyme, and a CoA derivative is cleaved to acetyl-CoA and pyruvate. (PMID: 13783048, 11548996).	6008-93-1	Solid	C=C(CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])C(=O)[O-]	C26H40N7O19P3S	InChI=1S/C26H40N7O19P3S/c1-13(25(39)40)8-16(35)56-7-6-28-15(34)4-5-29-23(38)20(37)26(2,3)10-49-55(46,47)52-54(44,45)48-9-14-19(51-53(41,42)43)18(36)24(50-14)33-12-32-17-21(27)30-11-31-22(17)33/h11-12,14,18-20,24,36-37H,1,4-10H2,2-3H3,(H,28,34)(H,29,38)(H,39,40)(H,44,45)(H,46,47)(H2,27,30,31)(H2,41,42,43)/t14-,18-,19-,20+,24-/m1/s1	NFVGYLGSSJPRKW-CITAKDKDSA-N	879.1312524	CHEBI:57381	HMDB0003377	MMDBc0033097
BASm0002644	(9Z,12Z)-octadecadienoyl-CoA	Linoleoyl-CoA is the acyl-CoA of linoleic acid found in the human body. It binds to and results in decreased activity of glutathione S-transferase1. It has been proposed that inhibition of mitochondrial adenine nucleotide translocator by long-chain acyl-CoA underlies the mechanism associating obesity and type 2 diabetes. Unsaturated fatty acids play an important role in the prevention of human diseases such as diabetes, obesity, cancer, and neurodegeneration. Their oxidation in vivo by acyl-CoA dehydrogenases (ACADs) catalyze the first step of each cycle of mitochondrial fatty acid beta-oxidation. ACAD-9 had maximal activity with long-chain unsaturated acyl-CoAs as substrates (PMID: 17184976, 16020546).	6709-57-5	Expected Solid	CCCCC/C=C\C/C=C\CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C39H62N7O17P3S	InChI=1S/C39H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h8-9,11-12,26-28,32-34,38,49-50H,4-7,10,13-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/p-4/b9-8-,12-11-/t28-,32-,33-,34+,38-/m1/s1	YECLLIMZHNYFCK-RRNJGNTNSA-J	1025.31577	CHEBI:57383	HMDB0001064	MMDBc0048666
BASm0002645	malonyl-CoA	Malonyl-CoA belongs to the class of organic compounds known as acyl-CoAs. These are organic compounds containing a coenzyme A substructure linked to an acyl chain. Thus, malonyl-CoA is considered to be a fatty ester lipid molecule. Malonyl-CoA is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Within humans, malonyl-CoA participates in a number of enzymatic reactions. In particular, malonyl-CoA can be biosynthesized from acetyl-CoA; which is mediated by the enzyme acetyl-CoA carboxylase 1. In addition, malonyl-CoA can be converted into malonic acid and coenzyme A; which is catalyzed by the enzyme fatty acid synthase. Outside of the human body, malonyl-CoA has been detected, but not quantified in, several different foods, such as rapes, mamey sapotes, jew's ears, pepper (C. chinense), and Alaska wild rhubarbs. This could make malonyl-CoA a potential biomarker for the consumption of these foods. Malonyl-CoA is a coenzyme A derivative that plays a key role in fatty acid synthesis in the cytoplasmic and microsomal systems.	524-14-1	Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)[O-]	C24H38N7O19P3S	InChI=1S/C24H38N7O19P3S/c1-24(2,19(37)22(38)27-4-3-13(32)26-5-6-54-15(35)7-14(33)34)9-47-53(44,45)50-52(42,43)46-8-12-18(49-51(39,40)41)17(36)23(48-12)31-11-30-16-20(25)28-10-29-21(16)31/h10-12,17-19,23,36-37H,3-9H2,1-2H3,(H,26,32)(H,27,38)(H,33,34)(H,42,43)(H,44,45)(H2,25,28,29)(H2,39,40,41)/t12-,17-,18-,19+,23-/m1/s1	LTYOQGRJFJAKNA-DVVLENMVSA-N	853.1156023	CHEBI:57384	HMDB0001175	
BASm0002646	tetradecanoyl-CoA	An acyl-CoA oxoanion that is the tetraanion of myristoyl-CoA, arising from deprotonation of phosphate and diphosphate functions.			CCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C35H58N7O17P3S	InChI=1S/C35H62N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h22-24,28-30,34,45-46H,4-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/p-4/t24-,28-,29-,30+,34-/m1/s1	DUAFKXOFBZQTQE-QSGBVPJFSA-J		CHEBI:57385		
BASm0002647	octanoyl-CoA	Octanoyl-CoA is a substrate for Trifunctional enzyme beta subunit (mitochondrial), Acyl-coenzyme A oxidase 1 (peroxisomal), 3-ketoacyl-CoA thiolase (mitochondrial), 3-ketoacyl-CoA thiolase (peroxisomal), Nuclear receptor-binding factor 1, Acyl-CoA dehydrogenase (long-chain specific, mitochondrial), Acyl-coenzyme A oxidase 3 (peroxisomal), HPDHase, Acyl-CoA dehydrogenase (medium-chain specific, mitochondrial), Acyl-coenzyme A oxidase 2 (peroxisomal) and Peroxisomal carnitine O-octanoyltransferase.	1264-52-4	Solid	CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C29H50N7O17P3S	InChI=1S/C29H50N7O17P3S/c1-4-5-6-7-8-9-20(38)57-13-12-31-19(37)10-11-32-27(41)24(40)29(2,3)15-50-56(47,48)53-55(45,46)49-14-18-23(52-54(42,43)44)22(39)28(51-18)36-17-35-21-25(30)33-16-34-26(21)36/h16-18,22-24,28,39-40H,4-15H2,1-3H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)	KQMZYOXOBSXMII-UHFFFAOYSA-N	893.2196734	CHEBI:57386	HMDB0001070	
BASm0002648	(9Z)-octadecenoyl-CoA	Oloeyl-CoA (cis), also known as 18:1 cis-9 or 18:1(N-9), belongs to the class of organic compounds known as long-chain fatty acyl coas. These are acyl CoAs where the group acylated to the coenzyme A moiety is a long aliphatic chain of 13 to 21 carbon atoms. Oloeyl-CoA (cis) is considered to be a practically insoluble (in water) and relatively neutral molecule.			CCCCCCCC/C=C\CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C39H64N7O17P3S	InChI=1S/C39H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h11-12,26-28,32-34,38,49-50H,4-10,13-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/p-4/b12-11-/t28-,32-,33-,34+,38-/m1/s1	XDUHQPOXLUAVEE-BPMMELMSSA-J	1027.33142	CHEBI:57387		
BASm0002649	oxalyl-CoA	Oxalyl-CoA is a member of the chemical class known as Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine.  Oxalyl CoA is invovled in the catabolism of toxic compound oxalate. Oxalyl coenzyme A (CoA) decarboxylase (Oxc) is a key enzyme in the catabolism of the highly toxic compound oxalate, catalyzing the decarboxylation of oxalyl-CoA to formyl-CoA. (PMID 15345383) Oxalyl-coenzyme A decarboxylase is a thiamin diphosphate dependent enzyme active in the catabolism of the highly toxic compound oxalate. (PMID 16198641)			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C(=O)[O-]	C23H36N7O19P3S	InChI=1S/C23H36N7O19P3S/c1-23(2,16(33)19(34)26-4-3-12(31)25-5-6-53-22(37)21(35)36)8-46-52(43,44)49-51(41,42)45-7-11-15(48-50(38,39)40)14(32)20(47-11)30-10-29-13-17(24)27-9-28-18(13)30/h9-11,14-16,20,32-33H,3-8H2,1-2H3,(H,25,31)(H,26,34)(H,35,36)(H,41,42)(H,43,44)(H2,24,27,28)(H2,38,39,40)/t11-,14-,15-,16+,20-/m1/s1	QVXMZFTWJVBUHP-IBOSZNHHSA-N	839.0999522	CHEBI:57388		
BASm0002650	pentanoyl-CoA			Expected Solid	[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C(N=C([H])N=C23)N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C26H40N7O17P3S	InChI=1S/C26H44N7O17P3S/c1-4-5-6-17(35)54-10-9-28-16(34)7-8-29-24(38)21(37)26(2,3)12-47-53(44,45)50-52(42,43)46-11-15-20(49-51(39,40)41)19(36)25(48-15)33-14-32-18-22(27)30-13-31-23(18)33/h13-15,19-21,25,36-37H,4-12H2,1-3H3,(H,28,34)(H,29,38)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/p-4/t15-,19-,20-,21+,25-/m1/s1	RXUATCUKICAIOA-ZMHDXICWSA-J	847.1436193	CHEBI:57389		MMDBc0048640
BASm0002651	phenylacetyl-CoA		7532-39-0			C29H38N7O17P3S		ZIGIFDRJFZYEEQ-CECATXLMSA-J	881.1279693	CHEBI:57390		
BASm0002652	phytanoyl-CoA			Expected Solid	[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C(N=C([H])N=C23)N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C41H70N7O17P3S	InChI=1S/C41H74N7O17P3S/c1-26(2)11-8-12-27(3)13-9-14-28(4)15-10-16-29(5)21-32(50)69-20-19-43-31(49)17-18-44-39(53)36(52)41(6,7)23-62-68(59,60)65-67(57,58)61-22-30-35(64-66(54,55)56)34(51)40(63-30)48-25-47-33-37(42)45-24-46-38(33)48/h24-30,34-36,40,51-52H,8-23H2,1-7H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/p-4/t27?,28?,29?,30-,34-,35-,36+,40-/m1/s1	NRJQGHHZMSOUEN-ZJGVPSKGSA-J	1057.37837	CHEBI:57391		MMDBc0048705
BASm0002653	propanoyl-CoA	Propionyl-CoA is an intermediate in the metabolism of propanoate. Propionic aciduria is caused by an autosomal recessive disorder of propionyl coenzyme A (CoA) carboxylase deficiency (EC 6.4.1.3). In propionic aciduria, propionyl CoA accumulates within the mitochondria in massive quantities; free carnitine is then esterified, creating propionyl carnitine, which is then excreted in the urine. Because the supply of carnitine in the diet and from synthesis is limited, such patients readily develop carnitine deficiency as a result of the increased loss of acylcarnitine derivatives. This condition demands supplementation of free carnitine above the normal dietary intake to continue to remove (detoxify) the accumulating organic acids. Propionyl-CoA is a substrate for Acyl-CoA dehydrogenase (medium-chain specific, mitochondrial), Acetyl-coenzyme A synthetase 2-like (mitochondrial), Propionyl-CoA carboxylase alpha chain (mitochondrial), Methylmalonate-semialdehyde dehydrogenase (mitochondrial), Trifunctional enzyme beta subunit (mitochondrial), 3-ketoacyl-CoA thiolase (peroxisomal), Acyl-CoA dehydrogenase (long-chain specific, mitochondrial), Malonyl-CoA decarboxylase (mitochondrial), Acetyl-coenzyme A synthetase (cytoplasmic), 3-ketoacyl-CoA thiolase (mitochondrial) and Propionyl-CoA carboxylase beta chain (mitochondrial). (PMID: 10650319).	317-66-8	Solid	CCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C24H40N7O17P3S	InChI=1S/C24H40N7O17P3S/c1-4-15(33)52-8-7-26-14(32)5-6-27-22(36)19(35)24(2,3)10-45-51(42,43)48-50(40,41)44-9-13-18(47-49(37,38)39)17(34)23(46-13)31-12-30-16-20(25)28-11-29-21(16)31/h11-13,17-19,23,34-35H,4-10H2,1-3H3,(H,26,32)(H,27,36)(H,40,41)(H,42,43)(H2,25,28,29)(H2,37,38,39)/t13-,17-,18-,19+,23-/m1/s1	QAQREVBBADEHPA-IEXPHMLFSA-N	823.1414231	CHEBI:57392	HMDB0001275	
BASm0002654	(E)-sinapoyl-CoA		54429-80-0		COc1cc(/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2OP(=O)([O-])[O-])cc(OC)c1O	C32H46N7O20P3S	InChI=1S/C32H46N7O20P3S/c1-32(2,27(44)30(45)35-8-7-21(40)34-9-10-63-22(41)6-5-17-11-18(53-3)24(42)19(12-17)54-4)14-56-62(51,52)59-61(49,50)55-13-20-26(58-60(46,47)48)25(43)31(57-20)39-16-38-23-28(33)36-15-37-29(23)39/h5-6,11-12,15-16,20,25-27,31,42-44H,7-10,13-14H2,1-4H3,(H,34,40)(H,35,45)(H,49,50)(H,51,52)(H2,33,36,37)(H2,46,47,48)/b6-5+/t20-,25-,26-,27+,31-/m1/s1	RBFUWESMWRUGFY-GSNIOFLCSA-N	973.1731191	CHEBI:57393		
BASm0002655	octadecanoyl-CoA			Expected Solid	[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C2N=C([H])N=C3N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C39H66N7O17P3S	InChI=1S/C39H70N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h26-28,32-34,38,49-50H,4-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/p-4/t28-,32-,33-,34+,38-/m1/s1	SIARJEKBADXQJG-LFZQUHGESA-J	1029.34707	CHEBI:57394		MMDBc0048647
BASm0002656	thiophene-2-carbonyl-CoA	An acyl-CoA(4-) that is the tetraanion of thiophene-2-carbonyl-CoA, arising from deprotonation of phosphate and diphosphate functions.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1cccs1	C26H34N7O17P3S2	InChI=1S/C26H38N7O17P3S2/c1-26(2,20(36)23(37)29-6-5-16(34)28-7-9-55-25(38)15-4-3-8-54-15)11-47-53(44,45)50-52(42,43)46-10-14-19(49-51(39,40)41)18(35)24(48-14)33-13-32-17-21(27)30-12-31-22(17)33/h3-4,8,12-14,18-20,24,35-36H,5-7,9-11H2,1-2H3,(H,28,34)(H,29,37)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/p-4/t14-,18-,19-,20+,24-/m1/s1	APTYNAZODMUFPO-CITAKDKDSA-J		CHEBI:57395		
BASm0002657	vinylacetyl-CoA				C=CCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C25H40N7O17P3S	InChI=1S/C25H40N7O17P3S/c1-4-5-16(34)53-9-8-27-15(33)6-7-28-23(37)20(36)25(2,3)11-46-52(43,44)49-51(41,42)45-10-14-19(48-50(38,39)40)18(35)24(47-14)32-13-31-17-21(26)29-12-30-22(17)32/h4,12-14,18-20,24,35-36H,1,5-11H2,2-3H3,(H,27,33)(H,28,37)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/t14-,18-,19-,20+,24-/m1/s1	UATIGEHITDTAGF-CITAKDKDSA-N	835.141425	CHEBI:57396		
BASm0002658	prostaglandin E1		745-65-3	Expected Solid	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)[O-]	C20H33O5	InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,15-17,19,21,23H,2-11,14H2,1H3,(H,24,25)/p-1/b13-12+/t15-,16+,17+,19+/m0/s1	GMVPRGQOIOIIMI-DWKJAMRDSA-M	353.2333477	CHEBI:57397	HMDB0001442	MMDBc0048488
BASm0002659	prostaglandin A1		14152-28-4	Expected Solid	CCCCC[C@H](O)/C=C/[C@H]1C=CC(=O)[C@@H]1CCCCCCC(=O)[O-]	C20H31O4	InChI=1S/C20H32O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h12-18,21H,2-11H2,1H3,(H,23,24)/p-1/b14-12+/t16-,17-,18+/m0/s1	BGKHCLZFGPIKKU-LDDQNKHRSA-M	335.2227831	CHEBI:57398	HMDB0002656	MMDBc0048492
BASm0002660	prostaglandin C1			Expected Solid	CCCCC[C@H](O)/C=C/C1=CCC(=O)[C@@H]1CCCCCCC(=O)[O-]	C20H31O4	InChI=1S/C20H32O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h12-14,17-18,21H,2-11,15H2,1H3,(H,23,24)/p-1/b14-12+/t17-,18+/m0/s1	PUIBPGHAXSCVRF-QHFGJBOXSA-M	335.2227831	CHEBI:57399	HMDB0060104	MMDBc0048517
BASm0002661	15-oxoprostaglandin E2	(5z)-(15s)-11-alpha-hydroxy-9,15-dioxoprosta-13-enoate, also known as 15-dehydro-prostaglandin e2 anion, is a member of the class of compounds known as prostaglandins and related compounds. Prostaglandins and related compounds are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid (5z)-(15s)-11-alpha-hydroxy-9,15-dioxoprosta-13-enoate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). (5z)-(15s)-11-alpha-hydroxy-9,15-dioxoprosta-13-enoate can be found in a number of food items such as maitake, green zucchini, yellow pond-lily, and canada blueberry, which makes (5z)-(15s)-11-alpha-hydroxy-9,15-dioxoprosta-13-enoate a potential biomarker for the consumption of these food products.			CCCCCC(=O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)[O-]	C20H29O5	InChI=1S/C20H30O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,16-17,19,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/p-1/b7-4-,13-12+/t16-,17-,19-/m1/s1	YRTJDWROBKPZNV-KMXMBPPJSA-M	349.2020476	CHEBI:57400	HMDB0303977	
BASm0002662	15-oxoprostaglandin E1		22973-19-9	Expected Solid	CCCCCC(=O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)[O-]	C20H31O5	InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,16-17,19,23H,2-11,14H2,1H3,(H,24,25)/p-1/b13-12+/t16-,17-,19-/m1/s1	VXPBDCBTMSKCKZ-XQHNHVHJSA-M	351.2176977	CHEBI:57401	HMDB0001320	MMDBc0048547
BASm0002663	13,14-dihydro-15-oxo-prostaglandin E2				CCCCCC(=O)CC[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)[O-]	C20H32O5	InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,16-17,19,23H,2-3,5-6,8-14H2,1H3,(H,24,25)/b7-4-	CUJMXIQZWPZMNQ-DAXSKMNVSA-N	352.2249741	CHEBI:57402	HMDB0183411	
BASm0002664	prostaglandin I2		35121-78-9	Expected Solid	CCCCC[C@H](O)/C=C/[C@@H]1[C@H]2C/C(=C/CCCC(=O)[O-])O[C@H]2C[C@H]1O	C20H31O5	InChI=1S/C20H32O5/c1-2-3-4-7-14(21)10-11-16-17-12-15(8-5-6-9-20(23)24)25-19(17)13-18(16)22/h8,10-11,14,16-19,21-22H,2-7,9,12-13H2,1H3,(H,23,24)/p-1/b11-10+,15-8-/t14-,16+,17+,18+,19-/m0/s1	KAQKFAOMNZTLHT-OZUDYXHBSA-M	351.2176977	CHEBI:57403	HMDB0001335	MMDBc0048486
BASm0002665	prostaglandin F2alpha		0551-11-1	Expected Solid	CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C/C=C\CCCC(=O)[O-])[C@@H](O)C[C@H]1O	C20H33O5	InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/p-1/b7-4-,13-12+/t15-,16+,17+,18-,19+/m0/s1	PXGPLTODNUVGFL-YNNPMVKQSA-M	353.2333477	CHEBI:57404	HMDB0001139	MMDBc0048484
BASm0002666	prostaglandin H2		42935-17-1	Expected Solid	CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C/C=C\CCCC(=O)[O-])[C@@H]2C[C@H]1OO2	C20H31O5	InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18-14-19(17)25-24-18)10-7-4-5-8-11-20(22)23/h4,7,12-13,15-19,21H,2-3,5-6,8-11,14H2,1H3,(H,22,23)/p-1/b7-4-,13-12+/t15-,16+,17+,18-,19+/m0/s1	YIBNHAJFJUQSRA-YNNPMVKQSA-M	351.2176977	CHEBI:57405	HMDB0001381	MMDBc0048490
BASm0002667	prostaglandin D2		41598-07-06	Expected Solid	CCCCC[C@H](O)/C=C/[C@H]1C(=O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)[O-]	C20H31O5	InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-18,21-22H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/p-1/b7-4-,13-12+/t15-,16+,17+,18-/m0/s1	BHMBVRSPMRCCGG-OUTUXVNYSA-M	351.2176977	CHEBI:57406	HMDB0001403	MMDBc0048494
BASm0002668	15-dehydro-prostaglandin I2	Conjugate base of 15-dehydro-prostaglandin I2.			CCCCCC(=O)/C=C/[C@@H]1[C@H]2C/C(=C/CCCC(=O)[O-])O[C@H]2C[C@H]1O	C20H29O5	InChI=1S/C20H30O5/c1-2-3-4-7-14(21)10-11-16-17-12-15(8-5-6-9-20(23)24)25-19(17)13-18(16)22/h8,10-11,16-19,22H,2-7,9,12-13H2,1H3,(H,23,24)/p-1/b11-10+,15-8-/t16-,17-,18-,19+/m1/s1	YCLHGWBUIYKBPM-ABXKVQRYSA-M		CHEBI:57407		
BASm0002669	15-oxoprostaglandin D2	9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid is also known as 15-Deoxy-15-oxo-prostaglandin D2.  9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid is considered to be practically insoluble (in water) and acidic.  9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid is an eicosanoid lipid molecule			CCCCCC(=O)/C=C/[C@H]1C(=O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)[O-]	C20H30O5	InChI=1S/C20H30O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,16-18,22H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t16-,17-,18+/m1/s1	XEQAHADLFLAPQL-RBIQQSKKSA-N	350.2093241	CHEBI:57408	HMDB0062297	
BASm0002670	(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate			Expected Solid	CCCCC[C@H](O)/C=C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H31O3	InChI=1S/C20H32O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h4-5,8-11,14,17,19,21H,2-3,6-7,12-13,15-16,18H2,1H3,(H,22,23)/p-1/t19-/m0/s1	JSFATNQSLKRBCI-IBGZPJMESA-M	319.2278684	CHEBI:57409		MMDBc0048465
BASm0002671	15-oxo-(5Z,8Z,11Z,13E)-eicosatetraenoate	A polyunsaturated oxo fatty acid anion that is the conjugate base of 15-oxo-ETE.			CCCCCC(=O)/C=C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H29O3	InChI=1S/C20H30O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h4-5,8-11,14,17H,2-3,6-7,12-13,15-16,18H2,1H3,(H,22,23)/p-1/b5-4-,10-8-,11-9-,17-14+	YGJTUEISKATQSM-USWFWKISSA-M		CHEBI:57410		
BASm0002672	(9S,13S,15Z)-12-oxophyto-10-15-dienoate				CC/C=C\C[C@@H]1C(=O)C=C[C@@H]1CCCCCCCC(=O)[O-]	C18H28O3	InChI=1S/C18H28O3/c1-2-3-7-11-16-15(13-14-17(16)19)10-8-5-4-6-9-12-18(20)21/h3,7,13-16H,2,4-6,8-12H2,1H3,(H,20,21)/b7-3-	PMTMAFAPLCGXGK-CLTKARDFSA-N		CHEBI:57411		
BASm0002673	(3S,4R)-3,4-dihydroxycyclohexa-1,5-diene-1,4-dicarboxylate			Expected Solid	O=C([O-])C1=C[C@H](O)[C@@](O)(C(=O)[O-])C=C1	C8H6O6	InChI=1S/C8H8O6/c9-5-3-4(6(10)11)1-2-8(5,14)7(12)13/h1-3,5,9,14H,(H,10,11)(H,12,13)/p-2/t5-,8+/m0/s1	UKFMEOHAOCKDOL-YLWLKBPMSA-L	198.0175351	CHEBI:57412		MMDBc0054917
BASm0002674	(1S,3R,4S)-3,4-dihydroxycyclohexane-1-carboxylate	Conjugate base of (1S,3R,4S)-3,4-dihydroxycyclohexane-1-carboxylic acid.			O=C([O-])[C@H]1CC[C@H](O)[C@H](O)C1	C7H11O4	InChI=1S/C7H12O4/c8-5-2-1-4(7(10)11)3-6(5)9/h4-6,8-9H,1-3H2,(H,10,11)/p-1/t4-,5-,6+/m0/s1	PTPROPUVXIZJPL-HCWXCVPCSA-M		CHEBI:57413		
BASm0002675	(1S,4S)-4-hydroxy-3-oxocyclohexane-1-carboxylate	Conjugate base of (1S,4S)-4-hydroxy-3-oxocyclohexane-1-carboxylic acid.			O=C([O-])[C@H]1CC[C@H](O)C(=O)C1	C7H9O4	InChI=1S/C7H10O4/c8-5-2-1-4(7(10)11)3-6(5)9/h4-5,8H,1-3H2,(H,10,11)/p-1/t4-,5-/m0/s1	BYPXGAVDTZXOLE-WHFBIAKZSA-M		CHEBI:57414		
BASm0002676	N-(carboxyaminomethyl)urea	Conjugate base of N-(carboxyaminomethyl)urea.			NC(=O)NCNC(=O)[O-]	C3H6N3O3	InChI=1S/C3H7N3O3/c4-2(7)5-1-6-3(8)9/h6H,1H2,(H,8,9)(H3,4,5,7)/p-1	HEQOQFYJHRGZCD-UHFFFAOYSA-M		CHEBI:57415		
BASm0002677	D-alanine	Alanine is a nonessential amino acid made in the body from the conversion of the carbohydrate pyruvate or the breakdown of DNA and the dipeptides carnosine and anserine. It is highly concentrated in muscle and is one of the most important amino acids released by muscle, functioning as a major energy source. Plasma alanine is often decreased when the BCAA (Branched Chain Amino Acids) are deficient. This finding may relate to muscle metabolism. Alanine is highly concentrated in meat products and other high-protein foods like wheat germ and cottage cheese. Alanine is an important participant as well as regulator in glucose metabolism. Alanine levels parallel blood sugar levels in both diabetes and hypoglycemia, and alanine reduces both severe hypoglycemia and the ketosis of diabetes. It is an important amino acid for lymphocyte reproduction and immunity. Alanine therapy has helped dissolve kidney stones in experimental animals. Normal alanine metabolism, like that of other amino acids, is highly dependent upon enzymes that contain vitamin B6. Alanine, like GABA, taurine and glycine, is an inhibitory neurotransmitter in the brain. Alanine can be found in some Gram-positive bacteria (PMID:24752840).	338-69-2	Solid	C[C@@H]([NH3+])C(=O)[O-]	C3H7NO2	InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m1/s1	QNAYBMKLOCPYGJ-UWTATZPHSA-N	89.04767847	CHEBI:57416	HMDB0001310	
BASm0002678	2,3-dihydroxybenzoyl-5'-AMP			Expected Solid	[H][C@]1(COP(O)(=O)OC(=O)C2=C(O)C([O-])=CC=C2)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O	C17H17N5O10P	InChI=1S/C17H18N5O10P/c18-14-10-15(20-5-19-14)22(6-21-10)16-13(26)12(25)9(31-16)4-30-33(28,29)32-17(27)7-2-1-3-8(23)11(7)24/h1-3,5-6,9,12-13,16,23-26H,4H2,(H,28,29)(H2,18,19,20)/p-1/t9-,12-,13-,16-/m1/s1	ULPVJDOMCRTJSN-RVXWVPLUSA-M	482.0718523	CHEBI:57417		MMDBc0055287
BASm0002679	(2-aminoethyl)phosphonate	Ciliatine is an organophosphorus compound isolated from human and animal tissues.	2041-14-7	Solid	NCCP(O)(O)=O	C2H8NO3P	InChI=1S/C2H8NO3P/c3-1-2-7(4,5)6/h1-3H2,(H2,4,5,6)	QQVDJLLNRSOCEL-UHFFFAOYSA-N	125.0241796	CHEBI:57418	HMDB0011747	
BASm0002680	juvenile hormone II carboxylate	Conjugate base of (2E,6E,10R,11S)-10,11-epoxy-3,7,11-trimethyltrideca-2,6-dienoic acid.			CC[C@]1(C)O[C@@H]1CC/C(C)=C/CC/C(C)=C/C(=O)[O-]	C16H25O3	InChI=1S/C16H26O3/c1-5-16(4)14(19-16)10-9-12(2)7-6-8-13(3)11-15(17)18/h7,11,14H,5-6,8-10H2,1-4H3,(H,17,18)/p-1/b12-7+,13-11+/t14-,16+/m1/s1	CZRJNVJQSPMQTQ-XKLQKUTNSA-M		CHEBI:57421		
BASm0002681	(2R,3S)-2,3-dimethylmalate			Expected Solid	C[C@H](C(=O)[O-])[C@@](C)(O)C(=O)[O-]	C6H8O5	InChI=1S/C6H10O5/c1-3(4(7)8)6(2,11)5(9)10/h3,11H,1-2H3,(H,7,8)(H,9,10)/p-2/t3-,6-/m1/s1	WTIIULQJLZEHGZ-AWFVSMACSA-L	160.0382705	CHEBI:57422		MMDBc0054810
BASm0002682	(R)-2-ethylmalate	2-ethylmalate is a member of the chemical class known as Dicarboxylic Acids and Derivatives. These are organic compounds containing exactly two carboxylic acid groups. 2-ethylmalate appears to be inovled in pyruvate metabolism.			CC[C@@](O)(CC(=O)[O-])C(=O)[O-]	C6H10O5	InChI=1S/C6H10O5/c1-2-6(11,5(9)10)3-4(7)8/h11H,2-3H2,1H3,(H,7,8)(H,9,10)	YVYGHRNLPUMVBU-UHFFFAOYSA-N	162.0528234	CHEBI:57423		
BASm0002683	(R)-3,3-dimethylmalate	Dicarboxylate anion of (R)-3,3-dimethylmalic acid.			CC(C)(C(=O)[O-])[C@@H](O)C(=O)[O-]	C6H8O5	InChI=1S/C6H10O5/c1-6(2,5(10)11)3(7)4(8)9/h3,7H,1-2H3,(H,8,9)(H,10,11)/p-2/t3-/m0/s1	KSAIICDEQGEQBK-VKHMYHEASA-L		CHEBI:57424		
BASm0002684	3-ethylmalate				CCC(C(=O)[O-])C(O)C(=O)[O-]	C6H10O5	InChI=1S/C6H10O5/c1-2-3(5(8)9)4(7)6(10)11/h3-4,7H,2H2,1H3,(H,8,9)(H,10,11)	JUCRENBZZQKFGK-UHFFFAOYSA-N	162.0528234	CHEBI:57425		
BASm0002685	sinapoyl (S)-malate				COc1cc(/C=C/C(=O)[O-])cc(OC)c1OC(=O)[C@@H](O)CC(=O)[O-]	C15H14O9	InChI=1S/C15H16O9/c1-22-10-5-8(3-4-12(17)18)6-11(23-2)14(10)24-15(21)9(16)7-13(19)20/h3-6,9,16H,7H2,1-2H3,(H,17,18)(H,19,20)/p-2	SVOZVFTXNDIEBH-UHFFFAOYSA-L		CHEBI:57426		
BASm0002686	L-leucine	Leucine (Leu) or L-leucine is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).  Amino acids are organic compounds that contain amino (-NH2) and carboxyl (-COOH) functional groups, along with a side chain (R group) specific to each amino acid. L-leucine is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Leucine is found in all organisms ranging from bacteria to plants to animals. It is classified as a non-polar, uncharged (at physiological pH) aliphatic amino acid. Leucine is essential in humans, meaning the body cannot synthesize it, and it must be obtained from the diet. Human dietary sources are foods that contain protein, such as meats, dairy products, soy products, beans and legumes. L-Leucine is a branched chain amino acid (BCAA).  The BCAAs consist of leucine, valine and isoleucine (and occasionally threonine). BCAAs are essential amino acids whose carbon structure is marked by a branch point at the beta-carbon position. BCAAs are critical to human life and are particularly involved in stress, energy and muscle metabolism. BCAA supplementation as therapy, both oral and intravenous, in human health and disease holds great promise. BCAAs have different metabolic routes, with valine going solely to carbohydrates (glucogenic), leucine solely to fats (ketogenic) and isoleucine being both a glucogenic and a ketogenic amino acid. The different metabolism accounts for different requirements for these essential amino acids in humans: 12 mg/kg, 14 mg/kg and 16 mg/kg of valine, leucine and isoleucine respectively. The primary metabolic end products of leucine metabolism are acetyl-CoA and acetoacetate; consequently, it is one of the two exclusively ketogenic amino acids, with lysine being the other. Leucine is the most important ketogenic amino acid in humans. The vast majority of l-leucine metabolism is initially catalyzed by the branched-chain amino acid aminotransferase enzyme, producing alpha-ketoisocaproate (alpha-KIC). alpha-KIC is metabolized by the mitochondrial enzyme branched-chain alpha-ketoacid dehydrogenase, which converts it to isovaleryl-CoA. Isovaleryl-CoA is subsequently metabolized by the enzyme isovaleryl-CoA dehydrogenase and converted to beta-methylcrotonyl-CoA (MC-CoA), which is used in the synthesis of acetyl-CoA and other compounds. During biotin deficiency, HMB can be synthesized from MC-CoA via enoyl-CoA hydratase and an unknown thioesterase enzyme, which convert MC-CoA into HMB-CoA and HMB-CoA into HMB respectively.  Leucine has the capacity to directly stimulate myofibrillar muscle protein synthesis (PMID 15051860). This effect of leucine arises results from its role as an activator of the mechanistic target of rapamycin (mTOR) (PMID 23551944) a serine-threonine protein kinase that regulates protein biosynthesis and cell growth. The activation of mTOR by leucine is mediated through Rag GTPases.  Leucine, like other BCAAs, is associated with insulin resistance. In particular, higher levels of leucine are observed in the blood of diabetic mice, rats, and humans (PMID 25287287). BCAAs such as leucine have different deficiency symptoms. Valine deficiency is marked by neurological defects in the brain, while isoleucine deficiency is marked by muscle tremors. Persistently low leucine levels can result in decreased appetite, poor feeding, lethargy, poor growth, weight loss, skin rashes, hair loss, and desquamation. Many types of inborn errors of BCAA metabolism exist and these are marked by various abnormalities. The most common form is maple syrup urine disease, marked by a characteristic urinary odor. Other abnormalities are associated with a wide range of symptoms, such as mental retardation, ataxia, hypoglycemia, spinal muscle atrophy, rash, vomiting and excessive muscle movement. Most forms of BCAA metabolism errors are corrected by dietary restriction of BCAAs and at least one form is correctable by supplementation with 10 mg of biotin daily. - BCAAs are useful because they are metabolized primarily by muscle. Stress states - e.g surgery, trauma, cirrhosis, infections, fever and starvation--require proportionately more BCAAs than other amino acids and probably proportionately more leucine than either valine or isoleucine. BCAAs and other amino acids are frequently fed intravenously (TPN) to malnourished surgical patients and in some cases of severe trauma. BCAAs, particularly leucine, stimulate protein synthesis, increase reutilization of amino acids in many organs and reduce protein breakdown. Furthermore, leucine can be an important source of calories, and is superior as fuel to the ubiquitous intravenous glucose (dextrose). - Leucine also stimulates insulin release, which in turn stimulates protein synthesis and inhibits protein breakdown. These effects are particularly useful in athletic training. Huntington's chorea and anorexic disorders both are characterized by low serum BCAAs. These diseases, as well as forms of Parkinson's, may respond to BCAA therapy.	61-90-5	Solid	CC(C)C[C@H]([NH3+])C(=O)[O-]	C6H13NO2	InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m0/s1	ROHFNLRQFUQHCH-YFKPBYRVSA-N	131.0946287	CHEBI:57427	HMDB0000687	
BASm0002687	(3R)-beta-leucine				CC(C)[C@H]([NH3+])CC(=O)[O-]	C6H13NO2	InChI=1S/C6H13NO2/c1-4(2)5(7)3-6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m1/s1	GLUJNGJDHCTUJY-RXMQYKEDSA-N	131.0946287	CHEBI:57428		
BASm0002688	(2S,3R)-3-hydroxybutane-1,2,3-tricarboxylate	(2r,3s)-2-methylisocitrate, also known as methylisocitric acid or (2s,3r)-3-hydroxybutane-1,2,3-tricarboxylate, belongs to tricarboxylic acids and derivatives class of compounds. Those are carboxylic acids containing exactly three carboxyl groups (2r,3s)-2-methylisocitrate is soluble (in water) and a weakly acidic compound (based on its pKa). (2r,3s)-2-methylisocitrate can be found in a number of food items such as green zucchini, cinnamon, fig, and nanking cherry, which makes (2r,3s)-2-methylisocitrate a potential biomarker for the consumption of these food products.			C[C@](O)(C(=O)[O-])[C@H](CC(=O)[O-])C(=O)[O-]	C7H7O7	InChI=1S/C7H10O7/c1-7(14,6(12)13)3(5(10)11)2-4(8)9/h3,14H,2H2,1H3,(H,8,9)(H,10,11)(H,12,13)/p-3/t3-,7-/m1/s1	HHKPKXCSHMJWCF-WVBDSBKLSA-K	203.0208233	CHEBI:57429	HMDB0303970	
BASm0002689	(2S,3S)-2-hydroxytridecane-1,2,3-tricarboxylate	Tridecane is an alkane hydrocarbon with the chemical formula CH3(CH2)11CH3. Tridecane is found in allspice and it is also isolated from lime oil. It is a light, combustible colourless liquid that is used in the manufacture of paraffin products, the paper processing industry, in jet fuel research and in the rubber industry; furthermore, tridecane is used as a solvent and distillation chaser. n-tridecane is also one of the major chemicals secreted by some insects as a defense against predators. Tridecane has 802 constitutional isomers	629-50-5	Liquid	CCCCCCCCCC[C@H](C(=O)[O-])[C@@](O)(CC(=O)[O-])C(=O)[O-]	C13H28	InChI=1S/C13H28/c1-3-5-7-9-11-13-12-10-8-6-4-2/h3-13H2,1-2H3	IIYFAKIEWZDVMP-UHFFFAOYSA-N	184.2191009	CHEBI:57430	HMDB0034284	
BASm0002690	N-(aminomethyl)urea	Conjugate acid of N-(aminomethyl)urea.			NC(=O)NC[NH3+]	C2H8N3O	InChI=1S/C2H7N3O/c3-1-5-2(4)6/h1,3H2,(H3,4,5,6)/p+1	CKLDBLDTILPFHV-UHFFFAOYSA-O		CHEBI:57431		
BASm0002691	gibberellin A12 aldehyde	Gibberellin a12-aldehyde is a member of the class of compounds known as c20-gibberellins. C20-gibberellins are gibberellins with carboxy groups in positions 7 and 18 and some also in 20, while others have an aldehyde group in the latter position. Gibberellin a12-aldehyde is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Gibberellin a12-aldehyde can be found in a number of food items such as custard apple, yellow bell pepper, giant butterbur, and java plum, which makes gibberellin a12-aldehyde a potential biomarker for the consumption of these food products.			C=C1C[C@]23C[C@H]1CC[C@H]2[C@]1(C)CCC[C@@](C)(C(=O)[O-])[C@H]1[C@@H]3C=O	C20H27O3	InChI=1S/C20H28O3/c1-12-9-20-10-13(12)5-6-15(20)18(2)7-4-8-19(3,17(22)23)16(18)14(20)11-21/h11,13-16H,1,4-10H2,2-3H3,(H,22,23)/p-1/t13-,14+,15+,16+,18+,19-,20-/m1/s1	ZCTUNYRXJKLWPY-LLCOKINKSA-M	315.1965683	CHEBI:57432	HMDB0304358	
BASm0002692	sarcosine	Sarcosine is the N-methyl derivative of glycine. Sarcosine is metabolized to glycine by the enzyme sarcosine dehydrogenase, while glycine-N-methyl transferase generates sarcosine from glycine. Sarcosine is a natural amino acid found in muscles and other body tissues. In the laboratory it may be synthesized from chloroacetic acid and methylamine. Sarcosine is naturally found in the metabolism of choline to glycine. Sarcosine is sweet to the taste and dissolves in water. It is used in manufacturing biodegradable surfactants and toothpastes as well as in other applications. Sarcosine is ubiquitous in biological materials and is present in such foods as egg yolks, turkey, ham, vegetables, legumes, etc. Sarcosine is formed from dietary intake of choline and from the metabolism of methionine, and is rapidly degraded to glycine. Sarcosine has no known toxicity, as evidenced by the lack of phenotypic manifestations of sarcosinemia, an inborn error of sarcosine metabolism. Sarcosinemia can result from severe folate deficiency because of the folate requirement for the conversion of sarcosine to glycine (Wikipedia). Sarcosine has recently been identified as a biomarker for invasive prostate cancer. It was found to be greatly increased during prostate cancer progression to metastasis and could be detected in urine. Sarcosine levels were also increased in invasive prostate cancer cell lines relative to benign prostate epithelial cells (PMID: 19212411).	107-97-1	Solid	C[NH2+]CC(=O)[O-]	C3H7NO2	InChI=1S/C3H7NO2/c1-4-2-3(5)6/h4H,2H2,1H3,(H,5,6)	FSYKKLYZXJSNPZ-UHFFFAOYSA-N	89.04767847	CHEBI:57433	HMDB0000271	
BASm0002693	(3S)-3,6-diaminohexanoate	(r)-beta-lysine belongs to the class of Beta Amino Acids and Derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom. (inferred from compound structure)<br/><br/>β-Lysine (3,6-diaminohexanoic acid) is an amino acid produced by platelets during coagulation and is directly antibacterial by causing lysis of many Gram positive bacteria by acting as a cationic detergent. (WikiPedia)			[NH3+]CCC[C@H]([NH3+])CC(=O)[O-]	C6H14N2O2	InChI=1S/C6H14N2O2/c7-3-1-2-5(8)4-6(9)10/h5H,1-4,7-8H2,(H,9,10)/t5-/m1/s1	QKEWQOJCHPFEAF-RXMQYKEDSA-N	146.1055277	CHEBI:57434		
BASm0002694	(3S,4S)-3-hydroxytetradecane-1,3,4-tricarboxylate	Tricarboxylate anion of (3S,4S)-3-hydroxytetradecane-1,3,4-tricarboxylic acid.			CCCCCCCCCC[C@H](C(=O)[O-])[C@@](O)(CCC(=O)[O-])C(=O)[O-]	C17H27O7	InChI=1S/C17H30O7/c1-2-3-4-5-6-7-8-9-10-13(15(20)21)17(24,16(22)23)12-11-14(18)19/h13,24H,2-12H2,1H3,(H,18,19)(H,20,21)(H,22,23)/p-3/t13-,17+/m1/s1	QFOFNCNFUGQWTO-DYVFJYSZSA-K		CHEBI:57435		
BASm0002695	(3S,5S)-3,5-diaminohexanoate				C[C@H]([NH3+])C[C@H]([NH3+])CC(=O)[O-]	C6H14N2O2	InChI=1S/C6H14N2O2/c1-4(7)2-5(8)3-6(9)10/h4-5H,2-3,7-8H2,1H3,(H,9,10)	NGDLSXMSQYUVSJ-UHFFFAOYNA-N	146.1055277	CHEBI:57436		
BASm0002696	(2R,3Z)-phycocyanobilin			Expected Solid	C/C=C1C(=C\C2=N/C(=C\c3[nH]c(/C=C4\NC(=O)C(CC)=C4C)c(C)c3CCC(=O)[O-])C(CCC(=O)[O-])=C2C)\NC(=O)[C@@H]\1C	C33H36N4O6	InChI=1S/C33H38N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7,13-15,19,34H,8-12H2,1-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/p-2/b20-7-,26-13-,27-14-,29-15-/t19-/m1/s1	XAVVMXGLKJSJDU-NSNBCYBJSA-L	584.2645821	CHEBI:57437		MMDBc0054815
BASm0002697	(3Z)-phycoerythrobilin			Expected Solid	C=CC1=C(C)C(Cc2[nH]c(/C=C3\N=C(/C=C4\NC(=O)C(C)\C4=C\C)C(C)=C3CCC(=O)[O-])c(CCC(=O)[O-])c2C)NC1=O	C33H36N4O6	InChI=1S/C33H38N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,14-15,19,26,34H,2,9-13H2,1,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/p-2/b20-7-,27-14-,29-15-	CNEWLWMGPFUJPG-SEJZCTRTSA-L	584.2645821	CHEBI:57438		MMDBc0054942
BASm0002698	(3Z)-phytochromobilin			Expected Solid	C=CC1=C(C)/C(=C/C2=N/C(=C\c3[nH]c(/C=C4\NC(=O)[C@H](C)\C4=C\C)c(C)c3CCC(=O)[O-])C(CCC(=O)[O-])=C2C)NC1=O	C33H36N4O6	InChI=1S/C33H36N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,13-15,19,35H,2,9-12H2,1,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b20-7-,26-13-,27-14-,28-15-/t19-/m1/s1	DKMLMZVDTGOEGU-AIKFXVFZSA-N	584.2634849	CHEBI:57439		MMDBc0050370
BASm0002699	N-ethylglycine	N-Ethylglycine, also known as EG, belongs to the family of compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). N-ethylglyicne is a known metabolite of the anesthesia drug lidocaine (PMID: 25932687). N-ethylglyicne is also an endogenously produced metabolite and appears in normal subjects’ urine in small amounts, but its presence is significantly higher in patients with metastatic bone disease (PMID: 16962088). Research has shown that it is lidocaine’s metabolites, n-ethylglycine and monoethylglycinexylidide inhibit GlyT1-mediated uptake of glycine. N-ethylglycine acts as a substrate for the glycine transporter GlyT1 (PMID: 22133759, 25932687).	627-01-0		CC[NH2+]CC(=O)[O-]	C4H9NO2	InChI=1S/C4H9NO2/c1-2-5-3-4(6)7/h5H,2-3H2,1H3,(H,6,7)	YPIGGYHFMKJNKV-UHFFFAOYSA-N	103.0633285	CHEBI:57440	HMDB0041945	
BASm0002700	2,3-dioxo-L-gulonate	2,3-Diketo-L-gulonate is an intermediate in Ascorbate and aldarate metabolism.  2,3-Diketo-L-gulonate is produced from Dehydroascorbate and then converted to L-Xylonate via the enzyme Lyases (EC 4.1.1.-). 		Solid	O=C([O-])C(=O)C(=O)[C@H](O)[C@@H](O)CO	C6H8O7	InChI=1S/C6H8O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-3,7-9H,1H2,(H,12,13)/t2-,3?/m0/s1	GJQWCDSAOUMKSE-SCQFTWEKSA-N	192.0270026	CHEBI:57441	HMDB06511	
BASm0002701	(4S,5S)-4,5-dihydroxy-2,6-dioxohexanoate	5-dehydro-4-deoxy-D-glucuronate is a member of the chemical class known as Medium-chain Keto Acids and Derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain.			O=C[C@@H](O)[C@@H](O)CC(=O)C(=O)[O-]	C6H8O6	InChI=1S/C6H8O6/c7-2-5(10)3(8)1-4(9)6(11)12/h2-3,5,8,10H,1H2,(H,11,12)/t3-,5-/m0/s1	IMUGYKFHMJLTOU-UCORVYFPSA-N	176.032088	CHEBI:57442		
BASm0002702	S-adenosyl 3-(methylsulfanyl)propylamine	Decarboxy-sam, also known as S-adenosyl 3-(methylthio)propylamine or dcsam, is a member of the class of compounds known as 5'-deoxy-5'-thionucleosides. 5'-deoxy-5'-thionucleosides are 5'-deoxyribonucleosides in which the ribose is thio-substituted at the 5'position by a S-alkyl group. Decarboxy-sam is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Decarboxy-sam can be found in a number of food items such as caraway, celeriac, prunus (cherry, plum), and sparkleberry, which makes decarboxy-sam a potential biomarker for the consumption of these food products. Decarboxy-sam may be a unique E.coli metabolite.			C[S+](CCC[NH3+])C[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O	C14H24N6O3S	InChI=1S/C14H23N6O3S/c1-24(4-2-3-15)5-8-10(21)11(22)14(23-8)20-7-19-9-12(16)17-6-18-13(9)20/h6-8,10-11,14,21-22H,2-5,15H2,1H3,(H2,16,17,18)/q+1/p+1/t8-,10-,11-,14-,24?/m1/s1	ZUNBITIXDCPNSD-LSRJEVITSA-O	356.1630594	CHEBI:57443	HMDB0304476	
BASm0002703	(12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate		126873-49-2			C20H31O4		ZIOZYRSDNLNNNJ-LQWMCKPYSA-M	335.2227831	CHEBI:57444		
BASm0002704	thromboxane A2	Thromboxane is a member of the family of lipids known as eicosanoids. It is produced in platelets by thromboxane synthetase, which is produced from the endoperoxides by the cyclooxygenase (COX) enzyme from arachidonic acid. -- Wikipedia; Thromboxane is a vasoconstrictor, potent hypertensive agent, and facilitates the clumping of platelets. It is in homeostatic balance in the circulatory system with prostacyclin, a related compound. The widely-used drug aspirin acts by inhibiting the ability of the COX enzyme to synthesize the precursors of thromboxane within platelets. -- WikipediaThromboxanes are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.	66719-58-2	Solid		C20H31O5		DSNBHJFQCNUKMA-SCKDECHMSA-M	351.2176977	CHEBI:57445	HMDB0003208	
BASm0002705	(15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate			Expected Solid	[H]\C(CCCC([O-])=O)=C(/[H])C\C([H])=C(\[H])C\C([H])=C(\[H])/C(/[H])=C(\[H])[C@]([H])(CCCCC)OO	C20H31O4	InChI=1S/C20H32O4/c1-2-3-13-16-19(24-23)17-14-11-9-7-5-4-6-8-10-12-15-18-20(21)22/h4-5,8-11,14,17,19,23H,2-3,6-7,12-13,15-16,18H2,1H3,(H,21,22)/p-1/b5-4-,10-8-,11-9-,17-14+/t19-/m0/s1	BFWYTORDSFIVKP-VAEKSGALSA-M	335.2227831	CHEBI:57446		MMDBc0054762
BASm0002706	(8R)-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoate				CCCCC/C=C\C/C=C\C=C\[C@@H](C/C=C\CCCC(=O)[O-])OO	C20H32O4	InChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-10-13-16-19(24-23)17-14-11-12-15-18-20(21)22/h6-7,9-11,13-14,16,19,23H,2-5,8,12,15,17-18H2,1H3,(H,21,22)/b7-6+,10-9+,14-11+,16-13+/t19-/m1/s1	QQUFCXFFOZDXLA-BSLZMDHBSA-N		CHEBI:57447		
BASm0002707	(5Z,9E,14Z)-(8xi,11xi,12S)-8,11,12-trihydroxyicosa-5,9,14-trienoate			Expected Solid	CCCCC/C=C\C[C@@H](O)C(O)/C=C/C(O)C/C=C\CCCC(=O)[O-]	C20H33O5	InChI=1S/C20H34O5/c1-2-3-4-5-6-10-13-18(22)19(23)16-15-17(21)12-9-7-8-11-14-20(24)25/h6-7,9-10,15-19,21-23H,2-5,8,11-14H2,1H3,(H,24,25)/p-1/b9-7-,10-6-,16-15+/t17?,18-,19?/m1/s1	WPLPEZUSILBTGP-LTNYKQEOSA-M	353.2333477	CHEBI:57448		MMDBc0049115
BASm0002708	(5Z,9E,14Z)-(8xi,11R,12S)-11,12-epoxy-8-hydroxyicosa-5,9,14-trienoate			Expected Solid	CCCCC/C=C\C[C@@H]1O[C@@H]1/C=C/C(O)C/C=C\CCCC(=O)[O-]	C20H31O4	InChI=1S/C20H32O4/c1-2-3-4-5-6-10-13-18-19(24-18)16-15-17(21)12-9-7-8-11-14-20(22)23/h6-7,9-10,15-19,21H,2-5,8,11-14H2,1H3,(H,22,23)/p-1/b9-7-,10-6-,16-15+/t17?,18-,19+/m0/s1	SGTUOBURCVMACZ-CIQDQOFUSA-M	335.2227831	CHEBI:57449	HMDB0062619	MMDBc0049089
BASm0002709	(5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate	Arachidonic acid 5-hydroperoxide (5-hydroperoxyeicosatetraenoic acid, 5-HPETE) is an intermediate in the production of leukotriene A4 from arachidonic acid.	74581-83-2		CCCCC/C=C\C/C=C\C/C=C\C=C\[C@H](CCCC(=O)[O-])OO	C20H32O4	InChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(24-23)17-15-18-20(21)22/h6-7,9-10,12-14,16,19,23H,2-5,8,11,15,17-18H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-14+	JNUUNUQHXIOFDA-XTDASVJISA-N	336.2300595	CHEBI:57450	HMDB0011135	
BASm0002710	7,8-dihydrofolate			Expected Solid	Nc1nc2c(c(=O)[nH]1)N=C(CNc1ccc(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])cc1)CN2	C19H19N7O6	InChI=1S/C19H21N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,12,21H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/p-2/t12-/m0/s1	OZRNSSUDZOLUSN-LBPRGKRZSA-L	441.1407785	CHEBI:57451		MMDBc0047851
BASm0002711	10-formyldihydrofolate		28459-40-7		Nc1nc2c(c(=O)[nH]1)N=C(CN(C=O)c1ccc(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])cc1)CN2	C20H21N7O7	InChI=1S/C20H21N7O7/c21-20-25-16-15(18(32)26-20)23-11(7-22-16)8-27(9-28)12-3-1-10(2-4-12)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,13H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,22,25,26,32)/t13-/m0/s1	UXFQDXABPXWSTK-ZDUSSCGKSA-N		CHEBI:57452		
BASm0002712	(6S)-5,6,7,8-tetrahydrofolate	(6S)-5,6,7,8-tetrahydrofolate(2-) is considered to be practically insoluble (in water) and acidic			Nc1nc2c(c(=O)[nH]1)N[C@@H](CNc1ccc(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])cc1)CN2	C19H23N7O6	InChI=1S/C19H23N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,11-12,21,23H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)	MSTNYGQPCMXVAQ-UHFFFAOYSA-N	445.1709815	CHEBI:57453	HMDB0062806	
BASm0002713	(6R)-5,10-methenyltetrahydrofolate	(6R)-5,10-methenyltetrahydrofolate is also known as Anhydroleucovorin.  (6R)-5,10-methenyltetrahydrofolate is considered to be practically insoluble (in water) and acidic			Nc1nc2c(c(=O)[nH]1)[N+]1=CN(c3ccc(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])cc3)C[C@H]1CN2	C20H20N7O6	InChI=1S/C20H21N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,9,12-13H,5-8H2,(H6-,21,22,23,24,25,28,29,30,31,32,33)/p-1/t12-,13+/m1/s1	MEANFMOQMXYMCT-OLZOCXBDSA-M	454.148055	CHEBI:57455	HMDB0062623	
BASm0002714	5-formimidoyltetrahydrofolate	5-Formiminotetrahydrofolic acid is a substrate for Formimidoyltransferase-cyclodeaminase.	2311-81-1	Solid	N=CN1c2c(nc(N)[nH]c2=O)NC[C@@H]1CNc1ccc(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])cc1	C20H24N8O6	InChI=1S/C20H24N8O6/c21-9-28-12(8-24-16-15(28)18(32)27-20(22)26-16)7-23-11-3-1-10(2-4-11)17(31)25-13(19(33)34)5-6-14(29)30/h1-4,9,12-13,21,23H,5-8H2,(H,25,31)(H,29,30)(H,33,34)(H4,22,24,26,27,32)	YCWUVLPMLLBDCU-UHFFFAOYSA-N	472.1818805	CHEBI:57456	HMDB0001534	
BASm0002715	(6S)-5-formyl-5,6,7,8-tetrahydrofolate			Expected Solid	Nc1nc2c(c(=O)[nH]1)N(C=O)[C@@H](CNc1ccc(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])cc1)CN2	C20H21N7O7	InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,12-13,22H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,23,25,26,32)/p-2/t12-,13-/m0/s1	VVIAGPKUTFNRDU-STQMWFEESA-L	471.1513432	CHEBI:57457		MMDBc0054073
BASm0002716	(6S)-6-hydroxyhyoscyamine				C[NH+]1[C@H]2C[C@H](OC(=O)C(CO)c3ccccc3)C[C@@H]1[C@@H](O)C2	C17H23NO4		WTQYWNWRJNXDEG-FIZKIRAISA-N	305.1627082	CHEBI:57459		
BASm0002717	20-hydroxy-leukotriene B4	20-hydroxy- Leukotriene B4 (20-OH-LTB4) is an omega-hydroxylated metabolite of leukotriene B4 in human neutrophils. Elevated urinary concentrations of 20-OH-LTB4 and LTB4 are found in patients with Sjogren-Larsson syndrome (SLS, OMIM 270220), an autosomal recessively inherited neurocutaneous disorder caused by a deficiency of the microsomal enzyme fatty aldehyde dehydrogenase (FALDH), which as an essential role in LTB4 metabolism. Preterm birth seems to be one of the features of the syndrome. The reason for the preterm birth is unclear. It is hypothesized that it relates to the defective LTB4 degradation in SLS. The pathological urinary excretion of LTB4 and 20-OH-LTB4 is a biochemical marker for SLS. Surprisingly, 20-OH-LTB4 concentrations are normal in CSF. Leukotriene B4 is the major metabolite in neutrophil polymorphonuclear leukocytes. Leukotrienes are metabolites of arachidonic acid derived from the action of 5-LO (5-lipoxygenase). The immediate product of 5-LO is LTA4 (leukotriene A4), which is enzymatically converted into either LTB4 (leukotriene B4) by LTA4 hydrolase or LTC4 (leukotriene C4) by LTC4 synthase. The regulation of leukotriene production occurs at various levels, including expression of 5-LO, translocation of 5-LO to the perinuclear region and phosphorylation to either enhance or inhibit the activity of 5-LO. Biologically active LTB4 is metabolized by w-oxidation carried out by specific cytochrome P450s (CYP4F) followed by beta-oxidation from the w-carboxy position and after CoA ester formation. Other specific pathways of leukotriene metabolism include the 12-hydroxydehydrogenase/ 15-oxo-prostaglandin-13-reductase that form a series of conjugated diene metabolites that have been observed to be excreted into human urine. Metabolism of LTC4 occurs by sequential peptide cleavage reactions involving a gamma-glutamyl transpeptidase that forms LTD4 (leukotriene D4) and a membrane-bound dipeptidase that converts LTD4 into LTE4 (leukotriene E4) before w-oxidation. These metabolic transformations of the primary leukotrienes are critical for termination of their biological activity, and defects in expression of participating enzymes may be involved in specific genetic disease. (PMID: 12709426, 9799565, 11408337, 17623009). Leukotrienes are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.	79516-82-8	Liquid	O=C([O-])CCC[C@H](O)/C=C\C=C\C=C\[C@H](O)C/C=C\CCCCCO	C20H32O5	InChI=1S/C20H32O5/c21-17-10-6-2-1-3-7-12-18(22)13-8-4-5-9-14-19(23)15-11-16-20(24)25/h3-5,7-9,13-14,18-19,21-23H,1-2,6,10-12,15-17H2,(H,24,25)/b5-4+,7-3-,13-8+,14-9-/t18-,19-/m1/s1	PTJFJXLGRSTECQ-PSPARDEHSA-N	352.2249741	CHEBI:57460	HMDB0001509	
BASm0002718	leukotriene B4	Leukotriene B4 is the major metabolite in neutrophil polymorphonuclear leukocytes. Leukotrienes are metabolites of arachidonic acid derived from the action of 5-LO (5-lipoxygenase). The immediate product of 5-LO is LTA4 (leukotriene A4), which is enzymatically converted into either LTB4 (leukotriene B4) by LTA4 hydrolase or LTC4 (leukotriene C4) by LTC4 synthase. The regulation of leukotriene production occurs at various levels, including expression of 5-LO, translocation of 5-LO to the perinuclear region, and phosphorylation to either enhance or inhibit the activity of 5-LO. Biologically active LTB4 is metabolized by omega-oxidation carried out by specific cytochrome P450s (CYP4F) followed by beta-oxidation from the omega-carboxy position and after CoA ester formation. Other specific pathways of leukotriene metabolism include the 12-hydroxydehydrogenase/15-oxo-prostaglandin-13-reductase that form a series of conjugated diene metabolites that have been observed to be excreted in human urine. Metabolism of LTC4 occurs by sequential peptide cleavage reactions involving a gamma-glutamyl transpeptidase that forms LTD4 (leukotriene D4) and a membrane-bound dipeptidase that converts LTD4 into LTE4 (leukotriene E4) before omega-oxidation. These metabolic transformations of the primary leukotrienes are critical for termination of their biological activity, and defects in expression of participating enzymes may be involved in specific genetic disease. The term leukotriene was coined to indicate the presence of three conjugated double bonds within the 20-carbon structure of arachidonic acid as well as the fact that these compounds were derived from leucocytes such as PMNNs or transformed mast cells. Interestingly, most of the cells known to express 5-LO are of myeloid origin, which includes neutrophils, eosinophils, mast cells, macrophages, basophils, and monocytes. Leukotriene biosynthesis begins with the specific oxidation of arachidonic acid by a free radical mechanism as a consequence of interaction with 5-LO. The first enzymatic step involves the abstraction of a hydrogen atom from C-7 of arachidonate followed by the addition of molecular oxygen to form 5-HpETE (5-hydroperoxyeicosatetraenoic acid). A second enzymatic step is also catalyzed by 5-LO and involves removal of a hydrogen atom from C-10, resulting in the formation of the conjugated triene epoxide LTA4. LTA4 must then be released by 5-LO and encounter either LTA4-H (LTA4 hydrolase) or LTC4-S [LTC4 (leukotriene C4) synthase]. LTA4-H can stereospecifically add water to C-12 while retaining a specific double-bond geometry, leading to LTB4 [leukotriene B4, 5(S),12(R)-dihydroxy-6,8,10,14-(Z,E,E,Z)-eicosatetraenoic acid]. If LTA4 encounters LTC4-S, then the reactive epoxide is opened at C-6 by the thiol anion of glutathione to form the product LTC4 [5(S)-hydroxy-6(R)-S-glutathyionyl-7,9,11,14- (E,E,Z,Z)-eicosatetraenoic acid], essentially a glutathionyl adduct of oxidized arachidonic acid. Both of these terminal leukotrienes are biologically active in that specific GPCRs recognize these chemical structures and receptor recognition initiates complex intracellular signalling cascades. In order for these molecules to serve as lipid mediators, however, they must be released from the biosynthetic cell into the extracellular milieu so that they can encounter the corresponding GPCRs. Surprising features of this cascade include the recognition of the assembly of critical enzymes at the perinuclear region of the cell and even localization of 5-LO within the nucleus of some cells. Under some situations, the budding phagosome has been found to assemble these proteins. Non-enzymatic proteins such as FLAP are now known as critical partners of this protein-machine assembly. An unexpected pathway of leukotriene biosynthesis involves the transfer of the chemically reactive intermediate, LTA4, from the biosynthetic cell followed by conversion into LTB4 or LTC4 by other cells that do not express 5-LO (PMID: 17623009). Leukotrienes are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.	71160-24-2	Solid	CCCCC/C=C\C[C@@H](O)/C=C/C=C/C=C\[C@@H](O)CCCC(=O)[O-]	C20H32O4	InChI=1S/C20H32O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,18-19,21-22H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7+,9-6-,14-10+,15-11-/t18-,19-/m1/s1	VNYSSYRCGWBHLG-AMOLWHMGSA-N	336.2300595	CHEBI:57461	HMDB0001085	
BASm0002719	leukotriene E4	leukotriene-e4 is considered to be practically insoluble (in water) and acidic			CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H]([NH3+])C(=O)[O-])[C@@H](O)CCCC(=O)[O-]	C23H36NO5S	InChI=1S/C23H37NO5S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-21(30-18-19(24)23(28)29)20(25)15-14-17-22(26)27/h6-7,9-13,16,19-21,25H,2-5,8,14-15,17-18,24H2,1H3,(H,26,27)(H,28,29)/p-1/b7-6-,10-9-,12-11+,16-13+/t19-,20-,21+/m0/s1	OTZRAYGBFWZKMX-FRFVZSDQSA-M	438.231968	CHEBI:57462	HMDB0062487	
BASm0002720	leukotriene A4		72059-45-1		CCCCC/C=C\C/C=C\C=C\C=C\[C@@H]1O[C@H]1CCCC(=O)[O-]	C20H30O3	InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18-19(23-18)16-14-17-20(21)22/h6-7,9-13,15,18-19H,2-5,8,14,16-17H2,1H3,(H,21,22)/b7-6+,10-9+,12-11+,15-13+/t18-,19-/m0/s1	UFPQIRYSPUYQHK-OKHMVKDVSA-N		CHEBI:57463		
BASm0002721	XMP	Xanthylic acid is an important metabolic intermediate in the Purine Metabolism, and is a product or substrate of the enzymes Inosine monophosphate dehydrogenase (EC 1.1.1.205), Hypoxanthine phosphoribosyltransferase (EC 2.4.2.8), Xanthine phosphoribosyltransferase (EC 2.4.2.22), 5'-Ribonucleotide phosphohydrolase (EC 3.1.3.5), Ap4A hydrolase (EC 3.6.1.17), Nucleoside-triphosphate diphosphatase (EC 3.6.1.19), Phosphoribosylamine-glycine ligase (EC 6.3.4.1), and glutamine amidotransferase (EC 6.3.5.2). (KEGG) Xanthylic acid can also be used in quantitative measurements of the Inosine monophosphate dehydrogenase enzyme activities in purine metabolism. This measurement is important for optimal thiopurine therapy for children with acute lymphoblastic leukaemia (ALL). (PMID: 16725387).	523-98-8	Solid	O=c1[nH]c(=O)c2ncn([C@@H]3O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]3O)c2[nH]1	C10H13N4O9P	InChI=1S/C10H13N4O9P/c15-5-3(1-22-24(19,20)21)23-9(6(5)16)14-2-11-4-7(14)12-10(18)13-8(4)17/h2-3,5-6,9,15-16H,1H2,(H2,19,20,21)(H2,12,13,17,18)/t3-,5-,6-,9-/m1/s1	DCTLYFZHFGENCW-UUOKFMHZSA-N	364.0420145	CHEBI:57464	HMDB0001554	
BASm0002722	(13S)-hydroperoxy-(9Z,11E)-octadecadienoate			Expected Solid	CCCCC[C@@H](/C=C/C=C\CCCCCCCC(=O)[O-])OO	C18H31O4	InChI=1S/C18H32O4/c1-2-3-11-14-17(22-21)15-12-9-7-5-4-6-8-10-13-16-18(19)20/h7,9,12,15,17,21H,2-6,8,10-11,13-14,16H2,1H3,(H,19,20)/p-1/b9-7-,15-12+/t17-/m0/s1	JDSRHVWSAMTSSN-IRQZEAMPSA-M	311.2227831	CHEBI:57466		MMDBc0055172
BASm0002723	(11S)-hydroperoxy-(9Z,12Z)-octadecadienoate			Expected Solid	CCCCC/C=C\[C@@H](/C=C\CCCCCCCC(=O)[O-])OO	C18H31O4	InChI=1S/C18H32O4/c1-2-3-4-8-11-14-17(22-21)15-12-9-6-5-7-10-13-16-18(19)20/h11-12,14-15,17,21H,2-10,13,16H2,1H3,(H,19,20)/p-1/b14-11-,15-12-/t17-/m0/s1	PLWDMWAXENHPLY-PDBSFCERSA-M	311.2227831	CHEBI:57467		MMDBc0049810
BASm0002724	(7S,8S,9Z,12Z)-7,8-dihydroxyoctadeca-9,12-dienoate			Expected Solid	CCCCC/C=C\C/C=C\[C@H](O)[C@@H](O)CCCCCC(=O)[O-]	C18H31O4	InChI=1S/C18H32O4/c1-2-3-4-5-6-7-8-10-13-16(19)17(20)14-11-9-12-15-18(21)22/h6-7,10,13,16-17,19-20H,2-5,8-9,11-12,14-15H2,1H3,(H,21,22)/p-1/b7-6-,13-10-/t16-,17-/m0/s1	NMONGVDUESEHOK-MPOZZNMKSA-M	311.2227831	CHEBI:57468		MMDBc0054986
BASm0002725	(E)-2-(methoxycarbonylmethyl)but-2-enedioate			Expected Solid	COC(=O)C/C(=C\C(=O)[O-])C(=O)[O-]	C7H6O6	InChI=1S/C7H8O6/c1-13-6(10)3-4(7(11)12)2-5(8)9/h2H,3H2,1H3,(H,8,9)(H,11,12)/p-2/b4-2+	MRNZYUAGJLJQAM-DUXPYHPUSA-L	186.0175351	CHEBI:57469		MMDBc0055008
BASm0002726	(E)-3-(methoxycarbonyl)pent-2-enedioate	E-3-carboxy-2-pentenedioate 6-methyl ester is catalyzed by trans-aconitate methyltransferase. The trans-aconitate methyltransferase from the bacterium Escherichia coli catalyzes the monomethyl esterification of trans-aconitate and related compounds. Using two-dimensional (1)H/(13)C nuclear magnetic resonance spectroscopy, we show that the methylation is specific to one of the three carboxyl groups and further demonstrate that the product is the 6-methyl ester of trans-aconitate (E-3-carboxy-2-pentenedioate 6-methyl ester). (PMID 11329290)		Expected Solid	COC(=O)/C(=C/C(=O)[O-])CC(=O)[O-]	C7H6O6	InChI=1S/C7H8O6/c1-13-7(12)4(2-5(8)9)3-6(10)11/h2H,3H2,1H3,(H,8,9)(H,10,11)/p-2/b4-2+	BRYKYSQCLNCYQW-DUXPYHPUSA-L	186.0164379	CHEBI:57470		MMDBc0031609
BASm0002727	(1E)-4-oxobut-1-ene-1,2,4-tricarboxylate			Expected Solid	O=C([O-])/C=C(\CC(=O)C(=O)[O-])C(=O)[O-]	C7H3O7	InChI=1S/C7H6O7/c8-4(7(13)14)1-3(6(11)12)2-5(9)10/h2H,1H2,(H,9,10)(H,11,12)(H,13,14)/p-3/b3-2+	ODTDYYZJDQGKQT-NSCUHMNNSA-K	198.9895232	CHEBI:57471		MMDBc0054768
BASm0002728	2-(N(omega)-L-arginino)succinate	Arginosuccinic acid is a basic amino acid. Some cells synthesize it from citrulline, aspartic acid and use it as a precursor for arginine in the urea cycle or Citrulline-NO cycle. The enzyme that catalyzes the reaction is argininosuccinate synthetase. Argininosuccinic acid is a precursor to fumarate in the citric acid cycle via argininosuccinate lyase. Defects in the argininosuccinate lyase enzyme can lead to argininosuccinate lyase deficiency, which is an inborn error of metabolism. Argininosuccinate (ASA) lyase deficiency results in defective cleavage of ASA. This leads to an accumulation of ASA in cells and an excessive excretion of ASA in urine (argininosuccinic aciduria). In virtually all respects, this disorder shares the characteristics of other urea cycle defects. The most important characteristic of ASA lyase deficiency is its propensity to cause hyperammonemia in affected individuals. ASA in affected individuals is excreted by the kidney at a rate practically equivalent to the glomerular filtration rate (GFR). Whether ASA itself causes a degree of toxicity due to hepatocellular accumulation is unknown; such an effect could help explain hyperammonemia development in affected individuals. Regardless, the name of the disease is derived from the rapid clearance of ASA in urine, although elevated levels of ASA can be found in plasma. ASA lyase deficiency is associated with high mortality and morbidity rates. Symptoms of ASA lyase deficiency include anorexia, irritability rapid breathing, lethargy and vomiting. Extreme symptoms include coma and cerebral edema.	2387-71-5	Solid	[NH2+]=C(NCCC[C@H]([NH3+])C(=O)[O-])NC(CC(=O)[O-])C(=O)[O-]	C10H18N4O6	InChI=1S/C10H18N4O6/c11-5(8(17)18)2-1-3-13-10(12)14-6(9(19)20)4-7(15)16/h5-6H,1-4,11H2,(H,15,16)(H,17,18)(H,19,20)(H3,12,13,14)/t5-,6-/m0/s1	KDZOASGQNOPSCU-WDSKDSINSA-N	290.1226343	CHEBI:57472	HMDB0000052	
BASm0002729	3'-demethylstaurosporine				C[NH2+][C@@H]1C[C@H]2O[C@@](C)([C@@H]1O)n1c3ccccc3c3c4c(c5c6ccccc6n2c5c31)C(=O)NC4	C27H24N4O3	InChI=1S/C27H24N4O3/c1-27-25(32)16(28-2)11-19(34-27)30-17-9-5-3-7-13(17)21-22-15(12-29-26(22)33)20-14-8-4-6-10-18(14)31(27)24(20)23(21)30/h3-10,16,19,25,28,32H,11-12H2,1-2H3,(H,29,33)	YFYYWLWHOINTHH-UHFFFAOYSA-N	452.1848406	CHEBI:57473		
BASm0002730	(R)-S-lactoylglutathione	S-Lactoylglutathione is a substrate of lactoylglutathione lyase [EC 4.4.1.5] in pyruvate metabolism (KEGG). Another enzyme, glyoxalase I, synthesizes this compound by converting methylglyoxal and reduced glutathione to S-lactoylglutathione. S-D-lactoylglutathione can be hydrolysed by thiolesterases to reduced glutathione and D-lactate but also converted to N-D-lactoylcysteinylglycine and N-D-lactoylcysteine by gamma-glutamyl transferase and dipeptidase (PMID: 8632674). S-lactoylglutathione has also been shown to modulate microtubule assembly (PMID: 690442).	25138-66-3	Solid	[H][C@](C)(O)C(=O)SC[C@]([H])(N=C([O-])CC[C@]([H])(N)C(O)=O)C(O)=NCC(O)=O	C13H20N3O8S	InChI=1S/C13H21N3O8S/c1-6(17)13(24)25-5-8(11(21)15-4-10(19)20)16-9(18)3-2-7(14)12(22)23/h6-8,17H,2-5,14H2,1H3,(H,15,21)(H,16,18)(H,19,20)(H,22,23)/p-1/t6-,7+,8+/m1/s1	VDYDCVUWILIYQF-CSMHCCOUSA-M	378.0976594	CHEBI:57474	HMDB0001066	
BASm0002731	D-4-hydroxyphenylglycine		22818-40-2	solid	[H][C@](N)(C(O)=O)C1=CC=C(O)C=C1	C8H9NO3	InChI=1S/C8H9NO3/c9-7(8(11)12)5-1-3-6(10)4-2-5/h1-4,7,10H,9H2,(H,11,12)/t7-/m1/s1	LJCWONGJFPCTTL-SSDOTTSWSA-N	167.0582432	CHEBI:57475		
BASm0002732	L-homoserine	Homoserine is a more reactive variant of the amino acid serine. In this variant, the hydroxyl side chain contains an additional CH2 group which brings the hydroxyl group closer to its own carboxyl group, allowing it to chemically react to form a five-membered ring. This occurs at the point that amino acids normally join to their neighbours in a peptide bond. Homoserine is therefore unsuitable for forming proteins and has been eliminated from the repertoire of amino acids used by living things. Homoserine is the final product on the C-terminal end of the N-terminal fragment following a cyanogen bromide cleavage. (wikipedia). Homoserine is also a microbial metabolite.	672-15-1	Solid	N[C@@H](CCO)C(O)=O	C4H9NO3	InChI=1S/C4H9NO3/c5-3(1-2-6)4(7)8/h3,6H,1-2,5H2,(H,7,8)/t3-/m0/s1	UKAUYVFTDYCKQA-VKHMYHEASA-N	119.0582432	CHEBI:57476	HMDB0000719	
BASm0002733	dTDP-alpha-D-glucose	Tdp-glucose, also known as dtdp-glucose dianion or dtdp-A-D-glucose, is a member of the class of compounds known as pyrimidine nucleotide sugars. Pyrimidine nucleotide sugars are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. Tdp-glucose is soluble (in water) and a moderately acidic compound (based on its pKa). Tdp-glucose can be found in a number of food items such as bog bilberry, red rice, grass pea, and highbush blueberry, which makes tdp-glucose a potential biomarker for the consumption of these food products. Tdp-glucose exists in all living organisms, ranging from bacteria to humans.			[H][C@]1(O)C[C@@]([H])(O[C@]1([H])COP([O-])(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O)N1C=C(C)C([O-])=NC1=O	C16H24N2O16P2	InChI=1S/C16H26N2O16P2/c1-6-3-18(16(25)17-14(6)24)10-2-7(20)9(31-10)5-30-35(26,27)34-36(28,29)33-15-13(23)12(22)11(21)8(4-19)32-15/h3,7-13,15,19-23H,2,4-5H2,1H3,(H,26,27)(H,28,29)(H,17,24,25)/p-2/t7-,8+,9+,10+,11+,12-,13+,15+/m0/s1	YSYKRGRSMLTJNL-URARBOGNSA-L	562.0601058	CHEBI:57477	HMDB0304344	
BASm0002734	alpha-maltose 6'-phosphate	Maltose 6'-phosphate is a member of the chemical class known as Dihexoses. These are disaccharides containing two hexose carbohydrates.  				C12H21O14P		ITPHOIFCAFNCLL-ASMJPISFSA-L	420.0679895	CHEBI:57478		
BASm0002735	2,6-dioxo-6-phenylhexanoate	Conjugate acid of 2,6-dioxo-6-phenylhexanoate.				C12H11O4		WHAWELFEJQCZFJ-UHFFFAOYSA-M	219.0662824	CHEBI:57479		
BASm0002736	streptomycin 3''-phosphate			Expected Solid	[H][C@@]1(C)O[C@@]([H])(O[C@@]2([H])[C@]([H])(O)[C@@]([H])(O)[C@]([H])(NC(N)=[NH2+])[C@@]([H])(O)[C@]2([H])NC(N)=N)[C@]([H])(O[C@]2([H])O[C@@]([H])(CO)[C@]([H])(O)[C@@]([H])(OP(O)(O)=O)[C@]2([H])NC)[C@@]1(O)C=O	C21H41N7O15P	InChI=1S/C21H40N7O15P/c1-5-21(35,4-30)16(42-17-9(26-2)15(43-44(36,37)38)10(31)6(3-29)40-17)18(39-5)41-14-8(28-20(24)25)11(32)7(27-19(22)23)12(33)13(14)34/h4-18,26,29,31-35H,3H2,1-2H3,(H4,22,23,27)(H4,24,25,28)(H2,36,37,38)/p+1/t5-,6-,7+,8-,9-,10-,11+,12-,13+,14+,15-,16-,17-,18-,21+/m0/s1	BFUAJTIVTIKBSB-GOUKQLAUSA-O	662.2392771	CHEBI:57482		MMDBc0056318
BASm0002737	D-sedoheptulose 7-phosphate	D-Sedoheptulose 7-phosphate (CAS: 2646-35-7) is an intermediate of the pentose phosphate pathway (PPP) that has two functions: (1) the generation of NADPH for reductive syntheses and oxidative stress responses within cells, and (2) the formation of ribose residues for nucleotide and nucleic acid biosynthesis (PMID: 16055050). It is formed by transketolase and acted upon (degraded) by transaldolase. Sedoheptulose 7-phosphate can be increased in the blood of patients affected with a transaldolase deficiency, a genetic disorder (PMID: 12881455). Sedoheptulose is a ketoheptose, a monosaccharide with seven carbon atoms and a ketone functional group. It is one of the few heptoses found in nature (Wikipedia).	89927-08-02	Solid	[H][C@@](O)(COP([O-])([O-])=O)[C@@]([H])(O)[C@@]([H])(O)[C@]([H])(O)C(=O)CO	C7H13O10P	InChI=1S/C7H15O10P/c8-1-3(9)5(11)7(13)6(12)4(10)2-17-18(14,15)16/h4-8,10-13H,1-2H2,(H2,14,15,16)/p-2/t4-,5-,6-,7+/m1/s1	JDTUMPKOJBQPKX-GBNDHIKLSA-L	288.0257308	CHEBI:57483	HMDB0001068	
BASm0002738	propane-1,3-diamine	1,3-Diaminopropane, also known as DAP or trimethylenediamine, belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing a primary aliphatic amine group. 1,3-Diaminopropane is a stable, flammable, and highly hygroscopic fluid. It is a polyamine that is normally quite toxic if swallowed, inhaled, or absorbed through the skin. It is a catabolic byproduct of spermidine. It is also a precursor in the enzymatic synthesis of beta-alanine. 1,3-Diaminopropane is involved in the arginine/proline metabolic pathways and the beta-alanine metabolic pathway. 1,3-Diaminopropane has been detected, but not quantified in, several different foods, such as cassava, shiitakes, oyster mushrooms, muscadine grapes, and cinnamons. This could make 1,3-diaminopropane a potential biomarker for the consumption of these foods.	109-76-2	Liquid	[NH3+]CCC[NH3+]	C3H10N2	InChI=1S/C3H10N2/c4-2-1-3-5/h1-5H2	XFNJVJPLKCPIBV-UHFFFAOYSA-N	74.08439833	CHEBI:57484	HMDB0000002	
BASm0002739	carnosine	Carnosine, which is also known as beta-alanyl-L-histidine) is a dipeptide consisting of the amino acids beta-alanine and histidine. It is found exclusively in animal tissues and is naturally produced in the body by the liver. Carnosine has a pKa value of 6.83, making it a good buffer for the pH range of animal muscles.  Since beta-alanine is a non-proteogenic amino acid and is not incorporated into proteins, carnosine can be stored at relatively high concentrations (millimolar) in muscles, with concentrations as high as 17-25 mmol/kg (dry muscle). Carnosine is also highly concentrated in brain tissues. Carnosine has been shown to scavenge reactive oxygen species (ROS) as well as alpha-beta unsaturated aldehydes formed from peroxidation of fatty acids during oxidative stress. The antioxidant mechanism of carnosine is attributed to its chelating effect against divalent metal ions, superoxide dismutase (SOD)-like activity, as well as its ROS and free radicals scavenging ability (PMID: 16406688). Carnosine also buffers muscle cells, and acts as a neurotransmitter in the brain. Carnosine has the potential to suppress many of the biochemical changes that accompany ageing (e.g. protein oxidation, glycation, AGE formation, and cross-linking) and associated pathologies (PMID: 16804013). Some autistic patients take carnosine as a dietary supplement and attribute an improvement in their condition to it. Supplemental carnosine may increase corticosterone levels. This may explain the "hyperactivity" seen in autistic subjects at higher doses. A positive association between muscle tissue carnosine concentration and exercise performance has been found. beta-Alanine supplementation is thought increase exercise performance by promoting carnosine production in muscle. Exercise has conversely been found to increase muscle carnosine concentrations, and muscle carnosine content is higher in athletes engaging in anaerobic exercise. Carnosine is also a biomarker for the consumption of meat. Elevated levels of urinary and plasma carnosine are associated with carnosinuria (also known as carnosinemia), which is an inborn error of metabolism. caused by a deficiency of the enzyme carnosinase. Carnosinas cleaves carnosine into its constituent amino acids: beta-Alanine and histidine. Carnonsinemia results in an excess of carnosine in the urine, cerebrospinal fluid, blood, and nervous tissue. A variety of neurological symptoms have been associated with carnosinemia. They include: hypotonia, developmental delay, mental retardation, degeneration of axons, sensory neuropathy, tremors, demyelinization, gray matter anomalies, myoclonic seizures, and loss of purkinje fibers.	305-84-0	Solid	[NH3+]CCC(=O)N[C@@H](Cc1c[nH]cn1)C(=O)[O-]	C9H14N4O3	InChI=1S/C9H14N4O3/c10-2-1-8(14)13-7(9(15)16)3-6-4-11-5-12-6/h4-5,7H,1-3,10H2,(H,11,12)(H,13,14)(H,15,16)/t7-/m0/s1	CQOVPNPJLQNMDC-ZETCQYMHSA-N	226.1065903	CHEBI:57485	HMDB0000033	
BASm0002740	4-guanidinobutanoate	4-Guanidinobutanoic acid, also known as gamma-guanidinobutyrate or 4-(carbamimidamido)butanoate, belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom. 4-Guanidinobutanoic acid is a normal metabolite present in low concentrations. 4-Guanidinobutanoic acid exists in all eukaryotes, ranging from yeast to humans. Outside of the human body, 4-Guanidinobutanoic acid has been detected, but not quantified in a few different foods, such as apples, french plantains, and loquats. This could make 4-guanidinobutanoic acid a potential biomarker for the consumption of these foods. Patients with hyperargininemia have an arginase deficiency which leads to blockade of the urea cycle in the last step with several clinical symptoms. Owing to the arginase deficiency this patients accumulate arginine which leads eventually to epileptogenic guanidino compounds (PMID 7752905).	463-00-3	Solid	NC(=[NH2+])NCCCC(=O)[O-]	C5H11N3O2	InChI=1S/C5H11N3O2/c6-5(7)8-3-1-2-4(9)10/h1-3H2,(H,9,10)(H4,6,7,8)	TUHVEAJXIMEOSA-UHFFFAOYSA-N	145.0851266	CHEBI:57486	HMDB0003464	
BASm0002741	2-(hydroxyimino)propanoate	Synthetic dimer was found to react rapidly with pyruvate to form the expected oxime. 1H NMR spectrum of the purified oxime is superimposable with that arising when the dimer and pyruvate are mixed and the spectrum taken immediately thereafter. Then the mass spectrum of the reaction product of cycloserine dimer and methylpyruvate is totally consistent with the formation of a stable oxime derivative. Furthermore, when cycloserine is incubated with pyruvate the oxime derived from the dimer is found.(PMID: 2495795).	2211-14-5	Solid	CC(=NO)C(=O)[O-]	C3H5NO3	InChI=1S/C3H5NO3/c1-2(4-7)3(5)6/h7H,1H3,(H,5,6)/b4-2+	MVGBKLTYYAYYGY-DUXPYHPUSA-N	103.026943	CHEBI:57487	HMDB0002455	
BASm0002742	phosphonoacetate	Phosphonoacetate, also known as fosfonet or phosphonacetic acid, belongs to the class of organic compounds known as organic phosphonic acids. These are organic compounds containing phosphonic acid. Phosphonoacetate exists in all living organisms, ranging from bacteria to humans.	4408-78-0	Solid	O=C([O-])CP(=O)([O-])O	C2H5O5P	InChI=1S/C2H5O5P/c3-2(4)1-8(5,6)7/h1H2,(H,3,4)(H2,5,6,7)	XUYJLQHKOGNDPB-UHFFFAOYSA-N	139.9874598	CHEBI:57488	HMDB0004110	
BASm0002743	N-carbamoylsarcosine				CN(CC(=O)[O-])C(N)=O	C4H8N2O3	InChI=1S/C4H8N2O3/c1-6(4(5)9)2-3(7)8/h2H2,1H3,(H2,5,9)(H,7,8)	SREKYKXYSQMOIB-UHFFFAOYSA-N		CHEBI:57490		
BASm0002744	staurosporine			Expected Solid	C[NH2+][C@@H]1C[C@H]2O[C@@](C)([C@@H]1OC)n1c3ccccc3c3c4c(c5c6ccccc6n2c5c31)C(=O)NC4	C28H26N4O3	InChI=1S/C28H26N4O3/c1-28-26(34-3)17(29-2)12-20(35-28)31-18-10-6-4-8-14(18)22-23-16(13-30-27(23)33)21-15-9-5-7-11-19(15)32(28)25(21)24(22)31/h4-11,17,20,26,29H,12-13H2,1-3H3,(H,30,33)/t17-,20-,26-,28+/m1/s1	HKSZLNNOFSGOKW-FYTWVXJKSA-N	466.2004907	CHEBI:57491		MMDBc0014848
BASm0002745	isopropylamine		75-31-0		CC(C)[NH3+]	C3H9N	InChI=1S/C3H9N/c1-3(2)4/h3H,4H2,1-2H3	JJWLVOIRVHMVIS-UHFFFAOYSA-N		CHEBI:57492		
BASm0002746	pseudotropine				C[NH+]1[C@@H]2CC[C@H]1C[C@H](O)C2	C8H15NO		CYHOMWAPJJPNMW-JIGDXULJNA-N	141.1153641	CHEBI:57493		
BASm0002747	3-carboxy-cis,cis-muconate			Expected Solid	O=C([O-])/C=C\C(=C/C(=O)[O-])C(=O)[O-]	C7H3O6	InChI=1S/C7H6O6/c8-5(9)2-1-4(7(12)13)3-6(10)11/h1-3H,(H,8,9)(H,10,11)(H,12,13)/p-3/b2-1-,4-3+	KJOVGYUGXHIVAY-BXTBVDPRSA-K	182.9946086	CHEBI:57496		MMDBc0055352
BASm0002748	Dolichol Diphosphate, Human Uterine Homolog			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C\CCC(C)CCOP(=O)([O-])OP(=O)([O-])[O-]	C25H43O7P2	InChI=1S/C25H46O7P2/c1-21(2)11-7-12-22(3)13-8-14-23(4)15-9-16-24(5)17-10-18-25(6)19-20-31-34(29,30)32-33(26,27)28/h11,13,15,17,25H,7-10,12,14,16,18-20H2,1-6H3,(H,29,30)(H2,26,27,28)/p-3/b22-13+,23-15+,24-17-	MXGLYEVGJRXBTP-QOLULZROSA-K	517.2500485	CHEBI:57497		MMDBc0048234
BASm0002749	ADP-alpha-D-glucose			Expected Solid	Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H]1O	C16H23N5O15P2	InChI=1S/C16H25N5O15P2/c17-13-7-14(19-3-18-13)21(4-20-7)15-11(26)9(24)6(33-15)2-32-37(28,29)36-38(30,31)35-16-12(27)10(25)8(23)5(1-22)34-16/h3-6,8-12,15-16,22-27H,1-2H2,(H,28,29)(H,30,31)(H2,17,18,19)/p-2/t5-,6-,8-,9-,10+,11-,12-,15-,16-/m1/s1	WFPZSXYXPSUOPY-ROYWQJLOSA-L	587.0676862	CHEBI:57498		MMDBc0054321
BASm0002750	2-oxoadipate	2-Oxoadipic acid is produced from lysine in the cytosol of cells via the saccharopine and the pipecolic acid pathways. Catabolites of hydroxylysine and tryptophan enter these pathways as 2-aminoadipic- -semialdehyde and 2-oxoadipate, respectively. In the matrix of mitochondria, 2-oxoadipate is decarboxylated to glutaryl-CoA by the 2-oxoadipate dehydrogenase complex and then converted to acetyl-CoA. 2-Oxoadipic aciduria is an in-born error of metabolism of lysine, tryptophan, and hydroxylysine, in which abnormal quantities of 2-aminoadipic acid are found in body fluids along with 2-oxoadipic acid. Patients with 2-Oxoadipic acidemias are mentally retarded with hypotonia or seizures. 2-Oxoadipic aciduria can occur in patients with Kearns-Sayre Syndrome, a progressive disorder with onset prior to 20 years of age in which multiple organ systems are affected, including progressive external ophthalmoplegia, retinopathy, and the age of onset, and these are associated classically with abnormalities in cardiac conduction, cerebellar signs, and elevated cerebrospinal fluid protein (PMID: 10655159, 16183823, 11083877). Oxoadipic acid is found to be associated with alpha-aminoadipic aciduria, which is an inborn error of metabolism.	3184-35-8	Solid	O=C([O-])CCCC(=O)C(=O)[O-]	C6H8O5	InChI=1S/C6H8O5/c7-4(6(10)11)2-1-3-5(8)9/h1-3H2,(H,8,9)(H,10,11)	FGSBNBBHOZHUBO-UHFFFAOYSA-N	160.0371734	CHEBI:57499	HMDB0000225	
BASm0002751	(S)-4-amino-5-oxopentanoate	(s)-4-amino-5-oxopentanoate is a member of the chemical class known as Gamma Amino Acids and Derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom.		Expected Solid	[NH3+][C@H](C=O)CCC(=O)[O-]	C5H9NO3	InChI=1S/C5H9NO3/c6-4(3-7)1-2-5(8)9/h3-4H,1-2,6H2,(H,8,9)/t4-/m0/s1	MPUUQNGXJSEWTF-BYPYZUCNSA-N	131.0582432	CHEBI:57501		MMDBc0029954
BASm0002752	nicotinate beta-D-ribonucleotide	Dianion of nicotinic acid D-ribonucleotide arising from deprotonation of carboxylic acid and phosphate functions.			O=C([O-])c1ccc[n+]([C@@H]2O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]2O)c1	C11H12NO9P	InChI=1S/C11H14NO9P/c13-8-7(5-20-22(17,18)19)21-10(9(8)14)12-3-1-2-6(4-12)11(15)16/h1-4,7-10,13-14H,5H2,(H2-,15,16,17,18,19)/p-2/t7-,8-,9-,10-/m1/s1	JOUIQRNQJGXQDC-ZYUZMQFOSA-L		CHEBI:57502		
BASm0002754	L-dopa	L-DOPA, also known as levodopa or 3,4-dihydroxyphenylalanine is an alpha amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).  L-DOPA is found naturally in both animals and plants. It is made via biosynthesis from the amino acid L-tyrosine by the enzyme tyrosine hydroxylase.. L-DOPA is the precursor to the neurotransmitters dopamine, norepinephrine (noradrenaline), and epinephrine (adrenaline), which are collectively known as catecholamines. The Swedish scientist Arvid Carlsson first showed in the 1950s that administering L-DOPA to animals with drug-induced (reserpine) Parkinsonian symptoms caused a reduction in the intensity of the animals' symptoms. Unlike dopamine itself, L-DOPA can be taken orally and crosses the blood-brain barrier. It is rapidly taken up by dopaminergic neurons and converted to dopamine. In particular, it is metabolized to dopamine by aromatic L-amino acid decarboxylase. Pyridoxal phosphate (vitamin B6) is a required cofactor for this decarboxylation, and may be administered along with levodopa, usually as pyridoxine. As a result, L-DOPA is a drug that is now used for the treatment of Parkinsonian disorders and DOPA-Responsive Dystonia. It is usually given with agents that inhibit its conversion to dopamine outside of the central nervous system. It is standard clinical practice in treating Parkinsonism to co-administer a peripheral DOPA decarboxylase inhibitor - carbidopa or benserazide - and often a catechol-O-methyl transferase (COMT) inhibitor, to prevent synthesis of dopamine in peripheral tissue. Side effects of L-DOPA treatment may include: hypertension, arrhythmias, nausea, gastrointestinal bleeding, disturbed respiration, hair loss, disorientation and confusion. L-DOPA can act as an L-tyrosine mimetic and be incorporated into proteins by mammalian cells in place of L-tyrosine, generating protease-resistant and aggregate-prone proteins in vitro and may contribute to neurotoxicity with chronic L-DOPA administration. L-phenylalanine, L-tyrosine, and L-DOPA are all precursors to the biological pigment melanin. The enzyme tyrosinase catalyzes the oxidation of L-DOPA to the reactive intermediate dopaquinone, which reacts further, eventually leading to melanin oligomers.	59-92-7	Solid	[NH3+][C@@H](Cc1ccc(O)c(O)c1)C(=O)[O-]	C9H11NO4	InChI=1S/C9H11NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6,11-12H,3,10H2,(H,13,14)/t6-/m0/s1	WTDRDQBEARUVNC-LURJTMIESA-N	197.0688078	CHEBI:57504	HMDB0000181	
BASm0002755	N(2)-benzoyl-D-arginine-4-nitroanilide				NC(=[NH2+])NCCC[C@@H](NC(=O)c1ccccc1)C(=O)Nc1ccc([N+](=O)[O-])cc1	C19H22N6O4	InChI=1S/C19H22N6O4/c20-19(21)22-12-4-7-16(24-17(26)13-5-2-1-3-6-13)18(27)23-14-8-10-15(11-9-14)25(28)29/h1-3,5-6,8-11,16H,4,7,12H2,(H,23,27)(H,24,26)(H4,20,21,22)	RKDYKIHMFYAPMZ-UHFFFAOYSA-N	398.1702532	CHEBI:57505	HMDB0249046	
BASm0002756	3,5-diiodo-L-tyrosine	3,5-diiodo-L-tyrosinate(1-) is also known as Acid, iodogorgoic or Iodogorgoic acid.  3,5-diiodo-L-tyrosinate(1-) is considered to be practically insoluble (in water) and acidic			[NH3+][C@@H](Cc1cc(I)c([O-])c(I)c1)C(=O)[O-]	C9H9I2NO3	InChI=1S/C9H9I2NO3/c10-5-1-4(2-6(11)8(5)13)3-7(12)9(14)15/h1-2,7,13H,3,12H2,(H,14,15)	NYPYHUZRZVSYKL-UHFFFAOYSA-N	432.86718	CHEBI:57506	HMDB0062622	
BASm0002757	D-erythritol 4-phosphate			Expected Solid	O=P([O-])([O-])OC[C@@H](O)[C@@H](O)CO	C4H9O7P	InChI=1S/C4H11O7P/c5-1-3(6)4(7)2-11-12(8,9)10/h3-7H,1-2H2,(H2,8,9,10)/p-2/t3-,4+/m1/s1	QRDCEYBRRFPBMZ-DMTCNVIQSA-L	200.0096868	CHEBI:57508		MMDBc0055857
BASm0002758	L-dopachrome	Dopachrome is a cyclization product of L-DOPA and is an intermediate in the biosynthesis of melanin. Dopaquinone has an ortho-quinone ring, which is known to be neurotoxic and highly reactive with many other compounds (PMID: 413870). Dopachrome spontaneously gives rise to 5,6-dihydroxyindole (DHI) or it can be enzymatically metabolized by dopachrome tautomerase to give 5,6-dihydroxyindole-2-carboxylic acid (DHICA). DHI and its oxidation products are also toxic to cells. Many Parkinson's patients are treated with L-DOPA. However, long-term treatment with L-DOPA may actually worsen symptoms or may result in neurotic and psychotic symptoms. These may be due to dopachrome and dopaquinone accumulating in the brain of L-DOPA treated patients (PMID: 19131041, PMID: 12373519).	89762-39-0	Solid	O=C1C=C2C[C@@H](C(=O)[O-])NC2=CC1=O	C9H7NO4	InChI=1S/C9H7NO4/c11-7-2-4-1-6(9(13)14)10-5(4)3-8(7)12/h2-3,6,10H,1H2,(H,13,14)/t6-/m0/s1	VJNCICVKUHKIIV-LURJTMIESA-N	193.0375077	CHEBI:57509	HMDB0001430	
BASm0002759	dTDP-beta-L-rhamnose	Deoxythymidine diphosphate-L-rhamnose (dTDP-L-rhamnose) is the precursor of L-rhamnose, a saccharide required for the virulence of some pathogenic bacteria. In gram-negative bacteria such as Salmonella enterica, Vibrio cholerae, or Escherichia coli 075:K5, L-rhamnose is an important residue in the O-antigen of lipopolysaccharides, which are essential for resistance to serum killing and colonization. In gram-positive bacteria such as streptococci, the capsule is a recognized virulence factor. For example, L-rhamnose is known to be present in the capsule of Streptococcus suis, a causative agent of meningitis in humans. In Streptococcus mutans, L-rhamnose containing polysaccharides have been implicated in tooth surface colonization and adherence to kidney, muscle, and heart tissues. In mycobacteria, L-rhamnose is fundamental to the structural integrity of the cell wall since it connects the inner peptidoglycan layer to the arabinogalactan polysaccharides. dTDP-L-rhamnose is synthesized from glucose-1-phosphate and deoxythymidine triphosphate (dTTP) via a pathway involving four distinct enzymes. Whereas common sugars such as glucose, fructose, and mannose are all D-configured, bacteria commonly utilize the L-configured carbohydrates in pharmacologically active compounds and their cell-wall structures. The bacterial cell wall is unique to bacteria; neither the cell wall nor the enzymes and chemical intermediates in its formation have analogues in humans. The enzymes involved in dTDP-L-rhamnose synthesis are potential targets for the design of new therapeutic agents (PMID: 10802738, 12773151).		Expected Solid		C16H24N2O15P2		ZOSQFDVXNQFKBY-CGAXJHMRSA-L	546.0662892	CHEBI:57510	HMDB0006354	MMDBc0054471
BASm0002760	cephalosporin C	Cephalosporin C is an antibiotic of the cephalosporin class. It was isolated from fungi of the genus Acremonium and first characterized in 1961. Although not a very active antibiotic itself, synthetic analogs of cephalosporin C, such as cefalotin, became some of the first marketed cephalosporin antibiotic drugs. (Wikipedia)			CC(=O)OCC1=C(C(=O)[O-])N2C(=O)[C@@H](NC(=O)CCC[C@@H]([NH3+])C(=O)[O-])[C@H]2SC1	C16H21N3O8S	InChI=1S/C16H21N3O8S/c1-7(20)27-5-8-6-28-14-11(13(22)19(14)12(8)16(25)26)18-10(21)4-2-3-9(17)15(23)24/h9,11,14H,2-6,17H2,1H3,(H,18,21)(H,23,24)(H,25,26)/t9-,11-,14-/m1/s1	HOKIDJSKDBPKTQ-GLXFQSAKSA-N	415.1049354	CHEBI:57511	HMDB0060450	
BASm0002762	N-acetyl-D-glucosamine 6-phosphate	N-Acetyl-D-Glucosamine 6-Phosphate is an intermediate in the metabolism of Aminosugars. It is a substrate for Glucosamine 6-phosphate N-acetyltransferase.	18191-20-3	Solid	CC(=O)N[C@H]1C(O)O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@@H]1O	C8H16NO9P	InChI=1S/C8H16NO9P/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H2,14,15,16)/t4-,5-,6-,7-,8?/m1/s1	BRGMHAYQAZFZDJ-RTRLPJTCSA-N	301.0562676	CHEBI:57513	HMDB0001062	
BASm0002763	deoxylimononate D-ring-lactone	Dianion of deoxylimonoic acid D-ring-lactone arising from deprotonation of both carboxy groups.			CC1=C2CC(=O)O[C@@H](c3ccoc3)[C@]2(C)CC[C@@H]1[C@@]1(CO)[C@H](CC(=O)[O-])OC(C)(C)[C@@H]1CC(=O)[O-]	C26H32O9	InChI=1S/C26H34O9/c1-14-16(5-7-25(4)17(14)9-22(32)34-23(25)15-6-8-33-12-15)26(13-27)18(10-20(28)29)24(2,3)35-19(26)11-21(30)31/h6,8,12,16,18-19,23,27H,5,7,9-11,13H2,1-4H3,(H,28,29)(H,30,31)/p-2/t16-,18-,19-,23-,25+,26+/m0/s1	BQKCYOXFBVKBDA-DYNITIQCSA-L		CHEBI:57516		
BASm0002764	1-hexadecanoyl-sn-glycero-3-phosphate	1-Palmitoyl-sn-glycerol 3-phosphate, also known as 1-palmitoyl-gpa or gpa(16:0), belongs to the class of organic compounds known as 1-acylglycerol-3-phosphates. These are lysophosphatidic acids where the glycerol is esterified with a fatty acid at O-1 position. 1-Palmitoyl-sn-glycerol 3-phosphate is considered to be a practically insoluble (in water) and relatively neutral molecule.			CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])[O-]	C19H37O7P	InChI=1S/C19H39O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(21)25-16-18(20)17-26-27(22,23)24/h18,20H,2-17H2,1H3,(H2,22,23,24)/p-2/t18-/m1/s1	YNDYKPRNFWPPFU-GOSISDBHSA-L	408.2287877	CHEBI:57518		
BASm0002765	D-octopine			Expected Solid	C[C@@H]([NH2+][C@@H](CCCNC(N)=[NH2+])C(=O)[O-])C(=O)[O-]	C9H18N4O4	InChI=1S/C9H18N4O4/c1-5(7(14)15)13-6(8(16)17)3-2-4-12-9(10)11/h5-6,13H,2-4H2,1H3,(H,14,15)(H,16,17)(H4,10,11,12)/t5-,6+/m1/s1	IMXSCCDUAFEIOE-RITPCOANSA-N	246.1328051	CHEBI:57520		MMDBc0055871
BASm0002766	beta-L-arabinose 1-phosphate	Dianion of beta-L-arabinose 1-phosphate arising from deprotonation of both OH groups of the phosphate.			O=P([O-])([O-])O[C@H]1OC[C@H](O)[C@H](O)[C@H]1O	C5H9O8P	InChI=1S/C5H11O8P/c6-2-1-12-5(4(8)3(2)7)13-14(9,10)11/h2-8H,1H2,(H2,9,10,11)/p-2/t2-,3-,4+,5+/m0/s1	ILXHFXFPPZGENN-QMKXCQHVSA-L		CHEBI:57521		
BASm0002767	5a,11a-dehydrotetracycline			Expected Solid	C[NH+](C)[C@@H]1C([O-])=C(C(N)=O)C(=O)[C@@]2(O)C(=O)C3=C(C[C@@H]12)[C@](C)(O)c1cccc(O)c1C3=O	C22H22N2O8	InChI=1S/C22H22N2O8/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28/h4-6,10,15,25,27,31-32H,7H2,1-3H3,(H2,23,30)/t10-,15-,21+,22-/m0/s1	DUAVZCXHIINBQU-ILGMQVKHSA-N	442.1376157	CHEBI:57522		MMDBc0052299
BASm0002768	O-phospho-L-serine	DL-O-Phosphoserine, also known as DL-O-phosphorylserine or DL-O-serine phosphate, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Serine proteases are a common type of protease. DL-O-Phosphoserine exists in all living species, ranging from bacteria to humans. Serine is one of three amino acid residues that are commonly phosphorylated by kinases during cell signalling in eukaryotes.	17885-08-04	Solid	[NH3+][C@@H](COP(=O)([O-])[O-])C(=O)[O-]	C3H8NO6P	InChI=1S/C3H8NO6P/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)	BZQFBWGGLXLEPQ-UHFFFAOYSA-N	185.0089235	CHEBI:57524	HMDB0001721	
BASm0002769	Dolichyl phosphate D-mannose				CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C\CCC(C)CCOP(=O)([O-])O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	(C5H8)nC26H47O9P	InChI=1S/C31H55O9P/c1-22(2)11-7-12-23(3)13-8-14-24(4)15-9-16-25(5)17-10-18-26(6)19-20-38-41(36,37)40-31-30(35)29(34)28(33)27(21-32)39-31/h11,13,15,17,26-35H,7-10,12,14,16,18-21H2,1-6H3,(H,36,37)/b23-13+,24-15+,25-17-/t26?,27-,28-,29+,30+,31+/m1/s1	AGLXCEGQRIYVRV-DCNFWXCGSA-N		CHEBI:57525		
BASm0002770	N(6)-(dimethylallyl)adenosine 5'-phosphate				CC(C)=CCNc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C15H22N5O7P	InChI=1S/C15H22N5O7P/c1-8(2)3-4-16-13-10-14(18-6-17-13)20(7-19-10)15-12(22)11(21)9(27-15)5-26-28(23,24)25/h3,6-7,9,11-12,15,21-22H,4-5H2,1-2H3,(H,16,17,18)(H2,23,24,25)/t9-,11-,12-,15-/m1/s1	DUISZFLWBAPRBR-SDBHATRESA-N		CHEBI:57526		
BASm0002771	GDP-alpha-D-mannose	GDP-alpha-D-mannose(2-) is also known as GDP-a-D-Mannose.  GDP-alpha-D-mannose(2-) is considered to be slightly soluble (in water) and acidic			Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1	C16H25N5O16P2	InChI=1S/C16H25N5O16P2/c17-16-19-12-6(13(28)20-16)18-3-21(12)14-10(26)8(24)5(34-14)2-33-38(29,30)37-39(31,32)36-15-11(27)9(25)7(23)4(1-22)35-15/h3-5,7-11,14-15,22-27H,1-2H2,(H,29,30)(H,31,32)(H3,17,19,20,28)	MVMSCBBUIHUTGJ-UHFFFAOYSA-N	605.0771528	CHEBI:57527	HMDB0062759	
BASm0002772	3-hydroxy-2-methylpyridine-5-carboxylate			Expected Solid	Cc1ncc(C(=O)[O-])cc1O	C7H6NO3	InChI=1S/C7H7NO3/c1-4-6(9)2-5(3-8-4)7(10)11/h2-3,9H,1H3,(H,10,11)/p-1	NYEFWJFPBFRRKU-UHFFFAOYSA-M	152.0353166	CHEBI:57528		MMDBc0055371
BASm0002773	17alpha-estradiol 3-O-(beta-D-glucuronate)				C[C@]12CC[C@@H]3c4ccc(O[C@@H]5O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]5O)cc4CC[C@H]3[C@@H]1CC[C@H]2O	C24H32O8	InChI=1S/C24H32O8/c1-24-9-8-14-13-5-3-12(10-11(13)2-4-15(14)16(24)6-7-17(24)25)31-23-20(28)18(26)19(27)21(32-23)22(29)30/h3,5,10,14-21,23,25-28H,2,4,6-9H2,1H3,(H,29,30)/t14-,15-,16+,17+,18+,19+,20-,21+,23?,24+/m1/s1	MUOHJTRCBBDUOW-BFXFFQJBSA-N		CHEBI:57529		
BASm0002774	L-serine O-sulfate	Conjugate base of L-serine O-sulfate having the carboxylic acid and sulfate functions in anionic form and a protonated nitrogen.			[NH3+][C@@H](COS(=O)(=O)[O-])C(=O)[O-]	C3H6NO6S	InChI=1S/C3H7NO6S/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H,7,8,9)/p-1/t2-/m0/s1	LFZGUGJDVUUGLK-REOHCLBHSA-M		CHEBI:57531		
BASm0002775	geranylgeranyl diphosphate	Trianion of geranylgeranyl diphosphate arising from deprotonation of the three acidic OH groups of the diphosphate.			CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)([O-])OP(=O)([O-])[O-]	C20H33O7P2	InChI=1S/C20H36O7P2/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-26-29(24,25)27-28(21,22)23/h9,11,13,15H,6-8,10,12,14,16H2,1-5H3,(H,24,25)(H2,21,22,23)/p-3	OINNEUNVOZHBOX-UHFFFAOYSA-K		CHEBI:57533		
BASm0002777	4-phospho-L-aspartate	L-Aspartyl-4-phosphate belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from a reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. L-Aspartyl-4-phosphate is a very strong basic compound (based on its pKa). L-Aspartyl-4-phosphate is involved in both the lysine biosynthesis I and homoserine biosynthesis pathways. L-Aspartyl-4-phosphate is produced from a reaction between L-aspartate and ATP, with ADP as a byproduct. The reaction is catalyzed by aspartate kinase. L-Aspartyl-4-phosphate reacts with NADPH to produce phosphate, L-aspartate-semialdehyde, and NADP+. Aspartate-semialdehyde dehydrogenase catalyzes this reaction.	22138-53-0	Solid	[NH3+][C@@H](CC(=O)OP(=O)([O-])[O-])C(=O)[O-]	C4H8NO7P	InChI=1S/C4H8NO7P/c5-2(4(7)8)1-3(6)12-13(9,10)11/h2H,1,5H2,(H,7,8)(H2,9,10,11)/t2-/m0/s1	IXZNKTPIYKDIGG-REOHCLBHSA-N	213.0038381	CHEBI:57535	HMDB0012250	
BASm0002778	(7R)-7-(5-carboxy-5-oxopentanamido)deacetylcephalosporanate	This compound belongs to the family of N-acyl-alpha Amino Acids and Derivatives. These are compounds containing an alpha amino acid which bears an acyl group at his terminal nitrogen atom.			CC(=O)OCC1=C(C(=O)[O-])N2C(=O)[C@@H](NC(=O)CCCC(=O)C(=O)[O-])[C@H]2SC1	C16H18N2O9S	InChI=1S/C16H18N2O9S/c1-7(19)27-5-8-6-28-14-11(13(22)18(14)12(8)16(25)26)17-10(21)4-2-3-9(20)15(23)24/h11,14H,2-6H2,1H3,(H,17,21)(H,23,24)(H,25,26)/t11-,14-/m1/s1	UKRMDFPJXIVYCZ-BXUZGUMPSA-N	414.0733009	CHEBI:57536	HMDB0060316	
BASm0002780	orotidine 5'-phosphate	Orotidylic acid (OMP), is a pyrimidine nucleotide which is the last intermediate in the biosynthesis of uridine monophosphate. Decarboxylation by Orotidylate decarboxylase affords Uridine 5'-phosphate which is the route to Uridine and its derivatives de novo and consequently one of the most important processes in nucleic acid synthesis  (Dictionary of Organic Compounds). In E. coli, the enzyme UMP synthase converts OMP into uridine 5'- monophosphate. If UMP synthase is defective, orotic aciduria can result. (Wikipedia)	2149-82-8	Solid		C10H10N2O11P		KYOBSHFOBAOFBF-XVFCMESISA-K	365.0038669	CHEBI:57538	HMDB0000218	MMDBc0029482
BASm0002781	1D-myo-inositol 3,4,5,6-tetrakisphosphate		112791-61-4	Expected Solid	[H]O[C@@]1([H])[C@@]([H])(O[H])[C@]([H])(OP([O-])([O-])=O)[C@@]([H])(OP([O-])([O-])=O)[C@]([H])(OP([O-])([O-])=O)[C@@]1([H])OP([O-])([O-])=O	C6H8O18P4	InChI=1S/C6H16O18P4/c7-1-2(8)4(22-26(12,13)14)6(24-28(18,19)20)5(23-27(15,16)17)3(1)21-25(9,10)11/h1-8H,(H2,9,10,11)(H2,12,13,14)(H2,15,16,17)(H2,18,19,20)/p-8/t1-,2+,3-,4-,5+,6+/m0/s1	MRVYFOANPDTYBY-UZAAGFTCSA-F	491.8705	CHEBI:57539	HMDB0003848	MMDBc0048833
BASm0002782	NAD(+)	NAD+, also known as codehydrogenase I or coenzyme I, belongs to the class of organic compounds known as (5'->5')-dinucleotides. These are dinucleotides where the two bases are connected via a (5'->5')-phosphodiester linkage. NAD+ is a very strong basic compound (based on its pKa). In humans, NAD+ is involved in citric acid cycle. Outside of the human body, NAD+ has been detected, but not quantified in, several different foods, such as garden tomato, devilfish, saffrons, cloud ear fungus, and bog bilberries. This could make NAD+ a potential biomarker for the consumption of these foods. NAD is expected to be in Cannabis as all living plants are known to produce and metabolize it.	53-84-9	1		C21H26N7O14P2		BAWFJGJZGIEFAR-NNYOXOHSSA-M	662.1018461	CHEBI:57540		
BASm0002783	(2R)-2-O-(alpha-D-mannosyl)-glycerate			Expected Solid	O=C([O-])[C@@H](CO)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O	C9H15O9	InChI=1S/C9H16O9/c10-1-3-5(12)6(13)7(14)9(17-3)18-4(2-11)8(15)16/h3-7,9-14H,1-2H2,(H,15,16)/p-1/t3-,4-,5-,6+,7+,9-/m1/s1	DDXCFDOPXBPUJC-SAYMMRJXSA-M	267.0721556	CHEBI:57541		MMDBc0054822
BASm0002784	2-aryl-2-methylmalonate				[1*]C(C)(C(=O)[O-])C(=O)[O-]					CHEBI:57542		
BASm0002785	3-(uracil-1-yl)-L-alanine	Willardiine is a compound isolated from seeds of _Acacia willariana_.	21416-43-3	solid	[NH3+][C@@H](Cn1ccc(=O)[nH]c1=O)C(=O)[O-]	C7H9N3O4	InChI=1S/C7H9N3O4/c8-14-6(12)2-4-10-3-1-5(11)9-7(10)13/h1,3H,2,4,8H2,(H,9,11,13)	KCGPSMHZJWSWPT-UHFFFAOYSA-N	199.0593058	CHEBI:57543		
BASm0002786	luteolin	Luteolin is a naturally occurring flavonoid. (PMID:17168665). The flavonoids are polyphenolic compounds found as integral components of the human diet. They are universally present as constituents of flowering plants, particularly of food plants. The flavonoids are phenyl substituted chromones (benzopyran derivatives) consisting of a 15-carbon basic skeleton (C6-C3-C6), composed of a chroman (C6-C3) nucleus (the benzo ring A and the heterocyclic ring C), also shared by the tocopherols, with a phenyl (the aromatic ring B) substitution usually at the 2-position. Different substitutions can typically occur in the rings, A and B. Several plants and spices containing flavonoid derivatives have found application as disease preventive and therapeutic agents in traditional medicine in Asia for thousands of years. The selection of a particular food plant, plant tissue or herb for its potential health benefits appears to mirror its flavonoid composition. The much lower risk of colon, prostate and breast cancers in Asians, who consume more vegetables, fruits and tea than populations in the Western hemisphere do, raises the question of whether flavonoid components mediate the protective effects of diets rich in these foodstuffs by acting as natural chemopreventive and anticancer agents. An impressive body of information exists on the antitumoral action of plant flavonoids. In vitro work has concentrated on the direct and indirect actions of flavonoids on tumor cells, and has found a variety of anticancer effects such as cell growth and kinase activity inhibition, apoptosis induction, suppression of the secretion of matrix metalloproteinases and of tumor invasive behavior. Furthermore, some studies have reported the impairment of in vivo angiogenesis by dietary flavonoids. Experimental animal studies indicate that certain dietary flavonoids possess antitumoral activity. The hydroxylation pattern of the B ring of the flavones and flavonols, such as luteolin seems to critically influence their activities, especially the inhibition of protein kinase activity and antiproliferation. The different mechanisms underlying the potential anticancer action of plant flavonoids await further elucidation. Certain dietary flavonols and flavones targeting cell surface signal transduction enzymes, such as protein tyrosine and focal adhesion kinases, and the processes of angiogenesis appear to be promising candidates as anticancer agents. Further in vivo studies of these bioactive constituents is deemed necessary in order to develop flavonoid-based anticancer strategies. In view of the increasing interest in the association between dietary flavonoids and cancer initiation and progression, this important field is likely to witness expanded effort and to attract and stimulate further vigorous investigations (PMID:16097445).	491-70-3	Solid	O=c1cc(-c2ccc(O)c(O)c2)oc2cc([O-])cc(O)c12	C15H10O6	InChI=1S/C15H10O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-6,16-19H	IQPNAANSBPBGFQ-UHFFFAOYSA-N	286.0477381	CHEBI:57545	HMDB0005800	
BASm0002787	CDP-N-methylethanolamine			Expected Solid	C[NH2+]CCOP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2ccc(N)nc2=O)[C@H](O)[C@@H]1O	C12H22N4O11P2	InChI=1S/C12H22N4O11P2/c1-14-3-5-24-28(20,21)27-29(22,23)25-6-7-9(17)10(18)11(26-7)16-4-2-8(13)15-12(16)19/h2,4,7,9-11,14,17-18H,3,5-6H2,1H3,(H,20,21)(H,22,23)(H2,13,15,19)/t7-,9-,10-,11-/m1/s1	RSPRLQAZJOAGFP-QCNRFFRDSA-N	460.0760315	CHEBI:57547		MMDBc0052936
BASm0002788	o-orsellinate depside			Expected Solid	Cc1cc(OC(=O)c2c(C)cc(O)cc2O)cc(O)c1C(=O)[O-]	C16H14O7	InChI=1S/C16H14O7/c1-7-3-9(17)5-11(18)14(7)16(22)23-10-4-8(2)13(15(20)21)12(19)6-10/h3-6,17-19H,1-2H3,(H,20,21)	HEMSJKZDHNSSEW-UHFFFAOYSA-N	318.0739528	CHEBI:57548		MMDBc0021163
BASm0002789	N(2)-malonyl-D-tryptophan		29399-11-9		O=C([O-])CC(=O)N[C@H](Cc1c[nH]c2ccccc12)C(=O)[O-]	C14H14N2O5	InChI=1S/C14H14N2O5/c17-12(6-13(18)19)16-11(14(20)21)5-8-7-15-10-4-2-1-3-9(8)10/h1-4,7,11,15H,5-6H2,(H,16,17)(H,18,19)(H,20,21)	OVEAWSPZRGBTSS-UHFFFAOYSA-N		CHEBI:57549		
BASm0002790	(2R)-S-methyl-3-phospho-1-thioglycerate			Expected Solid	CSC(=O)[C@H](O)COP(=O)([O-])[O-]	C4H9O6PS	InChI=1S/C4H9O6PS/c1-12-4(6)3(5)2-10-11(7,8)9/h3,5H,2H2,1H3,(H2,7,8,9)/t3-/m1/s1	VSSDMJHMYISZJU-GSVOUGTGSA-N	215.9857452	CHEBI:57551		MMDBc0033128
BASm0002791	2-oxopropyl-coenzyme M			Expected Solid	CC(=O)CSCCS([O-])(=O)=O	C5H9O4S2	InChI=1S/C5H10O4S2/c1-5(6)4-10-2-3-11(7,8)9/h2-4H2,1H3,(H,7,8,9)/p-1	CRNXHFXAXBWIRH-UHFFFAOYSA-M	196.9947747	CHEBI:57552		MMDBc0055277
BASm0002792	P(1),P(4)-bis(5'-guanosyl) tetraphosphate		4130-19-2		Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](n4cnc5c(=O)[nH]c(N)nc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1	C20H28N10O21P4	InChI=1S/C20H28N10O21P4/c21-19-25-13-7(15(35)27-19)23-3-29(13)17-11(33)9(31)5(47-17)1-45-52(37,38)49-54(41,42)51-55(43,44)50-53(39,40)46-2-6-10(32)12(34)18(48-6)30-4-24-8-14(30)26-20(22)28-16(8)36/h3-6,9-12,17-18,31-34H,1-2H2,(H,37,38)(H,39,40)(H,41,42)(H,43,44)(H3,21,25,27,35)(H3,22,26,28,36)/t5-,6-,9-,10-,11-,12-,17-,18-/m1/s1	OLGWXCQXRSSQPO-MHARETSRSA-N		CHEBI:57553		
BASm0002793	tropine				C[NH+]1[C@@H]2CC[C@H]1C[C@@H](O)C2	C8H15NO		CYHOMWAPJJPNMW-JIGDXULJNA-N	141.1153641	CHEBI:57554		
BASm0002794	L-2-amino-4-chloropent-4-enoate			Expected Solid	C=C(Cl)C[C@H]([NH3+])C(=O)[O-]	C5H8ClNO2	InChI=1S/C5H8ClNO2/c1-3(6)2-4(7)5(8)9/h4H,1-2,7H2,(H,8,9)/t4-/m0/s1	WLZNZXQYFWOBGU-BYPYZUCNSA-N	149.0243562	CHEBI:57555		MMDBc0019329
BASm0002795	S-succinylglutathione	Dianion of S-succinylglutathione having anionic carboxy groups and a protonated primary amino group.			[NH3+][C@@H](CCC(=O)N[C@@H](CSC(=O)CCC(=O)[O-])C(=O)NCC(=O)[O-])C(=O)[O-]	C14H19N3O9S	InChI=1S/C14H21N3O9S/c15-7(14(25)26)1-2-9(18)17-8(13(24)16-5-11(21)22)6-27-12(23)4-3-10(19)20/h7-8H,1-6,15H2,(H,16,24)(H,17,18)(H,19,20)(H,21,22)(H,25,26)/p-2/t7-,8-/m0/s1	CEWPGJBJGGBRQM-YUMQZZPRSA-L		CHEBI:57556		
BASm0002796	(R)-5-diphosphomevalonate	(R)-Mevalonic acid-5-pyrophosphate, also known as 5-diphosphomevalonic acid or pyrophosphomevalonate, belongs to the class of organic compounds known as organic pyrophosphates. These are organic compounds containing the pyrophosphate oxoanion, with the structure OP([O-])(=O)OP(O)([O-])=O (R)-Mevalonic acid-5-pyrophosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Within humans, (R)-mevalonic acid-5-pyrophosphate participates in a number of enzymatic reactions. In particular, (R)-mevalonic acid-5-pyrophosphate can be biosynthesized from mevalonic acid-5P; which is mediated by the enzyme phosphomevalonate kinase. In addition, (R)-mevalonic acid-5-pyrophosphate can be converted into isopentenyl pyrophosphate through the action of the enzyme diphosphomevalonate decarboxylase. In humans, (R)-mevalonic acid-5-pyrophosphate is involved in mevalonate pathway. (R)-Mevalonic acid-5-pyrophosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.	1492-08-6	1	C[C@@](O)(CCOP(=O)([O-])OP(=O)([O-])[O-])CC(=O)[O-]	C6H14O10P2	InChI=1S/C6H14O10P2/c1-6(9,4-5(7)8)2-3-15-18(13,14)16-17(10,11)12/h9H,2-4H2,1H3,(H,7,8)(H,13,14)(H2,10,11,12)/t6-/m0/s1	SIGQQUBJQXSAMW-LURJTMIESA-N	308.0062	CHEBI:57557		
BASm0002797	trans-2,3-epoxysuccinate	Dicarboxylate anion of trans-2,3-epoxysuccinic acid.			O=C([O-])[C@@H]1O[C@H]1C(=O)[O-]	C4H2O5	InChI=1S/C4H4O5/c5-3(6)1-2(9-1)4(7)8/h1-2H,(H,5,6)(H,7,8)/p-2/t1-,2-/m1/s1	DCEMCPAKSGRHCN-JCYAYHJZSA-L		CHEBI:57558		
BASm0002798	alpha-D-xylose 1-phosphate	Dianion of alpha-D-xylose 1-phosphate arising from deprotonation of both OH groups of the phosphate.			O=P([O-])([O-])O[C@H]1OC[C@@H](O)[C@H](O)[C@H]1O	C5H9O8P	InChI=1S/C5H11O8P/c6-2-1-12-5(4(8)3(2)7)13-14(9,10)11/h2-8H,1H2,(H2,9,10,11)/p-2/t2-,3+,4-,5-/m1/s1	ILXHFXFPPZGENN-KKQCNMDGSA-L		CHEBI:57559		
BASm0002800	L-threonate	L-threonic Acid, also known as L-Threonate or Magnesium threonate, is classified as a sugar acid or a Sugar acid derivative. Sugar acids are compounds containing a saccharide unit which bears a carboxylic acid group. L-threonic Acid is considered to be soluble (in water) and acidic.  L-threonic Acid can be found throughout numerous foods such as Capers, Muscadine grapes, Black huckleberries, and Pecan nuts	7306-96-9		O=C([O-])[C@H](O)[C@@H](O)CO	C4H8O5	InChI=1S/C4H8O5/c5-1-2(6)3(7)4(8)9/h2-3,5-7H,1H2,(H,8,9)/t2-,3+/m0/s1	JPIJQSOTBSSVTP-STHAYSLISA-N	136.0371734	CHEBI:57561	HMDB0062620	
BASm0002801	(R)-2-hydroxyoctadecanoate	2-Hydroxystearic acid (CAS: 629-22-1), also known as 2-hydroxystearate or 2-hydroxyoctadecanoic acid, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. The chain of 2-hydroxystearic acid bears a hydroxyl group. 2-Hydroxystearic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 2-Hydroxystearic acid can be found in feces. 2-Hydroxystearic acid can be synthesized from octadecanoic acid, and can be synthesized into 2-hydroxystearoyl-CoA and N-2-hydroxystearoylsphingosine.	26531-80-6		CCCCCCCCCCCCCCCC[C@@H](O)C(=O)[O-]	C18H36O3	InChI=1S/C18H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(19)18(20)21/h17,19H,2-16H2,1H3,(H,20,21)/t17-/m0/s1	KIHBGTRZFAVZRV-KRWDZBQOSA-N	300.266445	CHEBI:57562	HMDB0062549	
BASm0002802	dCMP	Deoxycytidine monophosphate (dCMP), also known as deoxycytidylic acid or deoxycytidylate in its conjugate acid and conjugate base forms, respectively, is a deoxynucleotide, and one of the four monomers that make up DNA. In a DNA double helix, it will base pair with deoxyguanosine monophosphate. dCMP belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleoside monophosphates. These are pyrimidine nucleotides with a monophosphate group linked to the ribose moiety lacking a hydroxyl group at position 2. Deficiency of the enzyme deoxycytidine kinase (EC2.7.1.74) is associated with resistance to antiviral and anticancer chemotherapeutic agents, whereas increased enzyme activity is associated with increased activation of these compounds to cytotoxic nucleoside triphosphate derivatives. dCMP exists in all living species, ranging from bacteria to humans. Within humans, dCMP participates in a number of enzymatic reactions. In particular, dCMP can be converted to dCDP by the enzyme UMP-CMP kinase 2. In addition, dCMP can be converted into deoxycytidine, which is catalyzed by the enzyme cytosolic purine 5'-nucleotidase. In humans, dCMP is involved in the metabolic disorder called ump synthase deficiency (orotic aciduria). Outside of the human body, dCMP has been detected, but not quantified in several different foods, such as turnips, garlics, agaves, garden onions, and italian sweet red peppers. dCMP is a deoxycytosine nucleotide containing one phosphate group esterified to the deoxyribose moiety in the 2'-,3'- or 5- positions.	1032-65-1	Solid	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])[O-])O2)c(=O)n1	C9H14N3O7P	InChI=1S/C9H14N3O7P/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(19-8)4-18-20(15,16)17/h1-2,5-6,8,13H,3-4H2,(H2,10,11,14)(H2,15,16,17)/t5-,6+,8+/m0/s1	NCMVOABPESMRCP-SHYZEUOFSA-N	307.0569363	CHEBI:57566	HMDB0001202	
BASm0002803	N(6)-(1,2-dicarboxyethyl)-AMP	Adenylsuccinic acid, also known as adenylosuccinate, succinyladenosine or aspartyl adenylate, belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. Adenylsuccinic acid is found in all living organisms, ranging from bacteria to plants to animals. Adenylsuccinic acid is an important intermediate in the de novo purine biosynthesis pathway.  Specifically, adenylsuccinic acid is an intermediate in the interconversion of purine nucleotides inosine monophosphate (IMP) and adenosine monophosphate (AMP). The enzyme adenylosuccinate synthase carries out the reaction by the addition of aspartate to IMP. This reaction requires the input of energy from a phosphoanhydride bond in the form of guanosine triphosphate (GTP). Adenylsuccinic acid is a substrate least one other important metabolic reaction in purine biosynthesis. In particular, adenylsuccinic acid can be converted into fumaric acid through its interaction with the enzyme known as adenylosuccinate lyase (or adenylosuccinase). Adenylosuccinate lyase deficiency, is a rare autosomal recessive metabolic disorder characterized by the appearance of succinylaminoimidazolecarboxamide riboside (SAICA riboside) and adenylsuccinic acid in cerebrospinal fluid and urine (PMID: 8412002). Adenylosuccinate lyase deficiency presents with varying degrees of psychomotor retardation, autism, muscle wasting, and epilepsy. The exact cause of the symptoms is unknown, but possibilities include not enough purine nucleotide synthesis for cell replication, malfunctioning of the purine nucleotide cycle, and a buildup of substrates to toxic levels.	19046-78-7	Solid	O=C([O-])CC(Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]1O)C(=O)[O-]	C14H18N5O11P	InChI=1S/C14H18N5O11P/c20-7(21)1-5(14(24)25)18-11-8-12(16-3-15-11)19(4-17-8)13-10(23)9(22)6(30-13)2-29-31(26,27)28/h3-6,9-10,13,22-23H,1-2H2,(H,20,21)(H,24,25)(H,15,16,18)(H2,26,27,28)/t5-,6+,9+,10+,13+/m0/s1	OFBHPPMPBOJXRT-VWJPMABRSA-N	463.074043	CHEBI:57567	HMDB0000536	
BASm0002804	2-dehydro-3-deoxy-6-phospho-D-gluconate	2-Keto-3-deoxy-6-phosphogluconic acid is a substrate for Fructose-bisphosphate aldolase A. It can be found in Achromobacter, Alcaligenes, Clostridium and Rhodobacteraceae (PMID: 5383859; PMID: 5304016) (M. Szymona and M. Doudoroff.  Carbohydrate Metabolism in Rhodopseudomonas spheroides. J. Gen. Microbiol (1960). 22: 167-183).	27244-54-8	Solid	O=C([O-])C(=O)C[C@H](O)[C@H](O)COP(=O)([O-])[O-]	C6H11O9P	InChI=1S/C6H11O9P/c7-3(1-4(8)6(10)11)5(9)2-15-16(12,13)14/h3,5,7,9H,1-2H2,(H,10,11)(H2,12,13,14)/t3-,5+/m0/s1	OVPRPPOVAXRCED-WVZVXSGGSA-N	258.0140685	CHEBI:57569	HMDB0001376	
BASm0002806	trans-5-O-(4-coumaroyl)-D-quinate	3-O-p-Coumaroylquinic acid is found in apple. 3-O-p-Coumaroylquinic acid is found in cider apples, tea, cacao etc		Solid	O=C(/C=C/c1ccc(O)cc1)O[C@@H]1C[C@](O)(C(=O)[O-])C[C@@H](O)[C@H]1O	C16H18O8	InChI=1S/C16H18O8/c17-10-4-1-9(2-5-10)3-6-13(19)24-12-8-16(23,15(21)22)7-11(18)14(12)20/h1-6,11-12,14,17-18,20,23H,7-8H2,(H,21,22)/b6-3+/t11-,12-,14+,16-/m1/s1	BMRSEYFENKXDIS-QHAYPTCMSA-N	338.1001676	CHEBI:57575	HMDB0029681	
BASm0002807	6-O-methylnorlaudanosoline				COc1cc2c(cc1O)C(Cc1ccc(O)c(O)c1)[NH2+]CC2	C17H19NO4	InChI=1S/C17H19NO4/c1-22-17-8-11-4-5-18-13(12(11)9-16(17)21)6-10-2-3-14(19)15(20)7-10/h2-3,7-9,13,18-21H,4-6H2,1H3	RHMGJTZOFARRHB-UHFFFAOYSA-N	301.1314081	CHEBI:57578		
BASm0002808	keto-D-fructose 6-phosphate	Fructose 6-phosphate, also known as neuberg ester or D-fructose-6-p, belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups. The open chain form of D-fructose 6-phosphate. Fructose 6-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Fructose 6-phosphate exists in all living species, ranging from bacteria to humans. fructose 6-phosphate and L-glutamine can be converted into glucosamine 6-phosphate and L-glutamic acid through the action of the enzyme glutamine--fructose-6-phosphate aminotransferase. In humans, fructose 6-phosphate is involved in homocarnosinosis. Outside of the human body, Fructose 6-phosphate has been detected, but not quantified in, carrots and milk (cow). This could make fructose 6-phosphate a potential biomarker for the consumption of these foods. Fructose 6-phosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.	643-13-0	1	O=C(CO)[C@@H](O)[C@H](O)[C@H](O)COP(=O)([O-])[O-]	C6H13O9P	InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h4-7,9-11H,1-2H2,(H2,12,13,14)/t4-,5-,6-/m1/s1	GSXOAOHZAIYLCY-HSUXUTPPSA-N	260.0297	CHEBI:57579		
BASm0002809	(S)-coclaurine		2196-60-3		COc1cc2c(cc1O)[C@H](Cc1ccc(O)cc1)[NH2+]CC2	C17H19NO3	InChI=1S/C17H19NO3/c1-21-17-9-12-6-7-18-15(14(12)10-16(17)20)8-11-2-4-13(19)5-3-11/h2-5,9-10,15,18-20H,6-8H2,1H3	LVVKXRQZSRUVPY-UHFFFAOYSA-N		CHEBI:57581		
BASm0002810	dTDP-4-amino-4,6-dideoxy-D-glucose			Expected Solid	Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])OC3O[C@H](C)[C@@H]([NH3+])[C@H](O)[C@H]3O)O2)c(=O)[nH]c1=O	C16H26N3O14P2	InChI=1S/C16H27N3O14P2/c1-6-4-19(16(24)18-14(6)23)10-3-8(20)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)12(21)11(17)7(2)30-15/h4,7-13,15,20-22H,3,5,17H2,1-2H3,(H,25,26)(H,27,28)(H,18,23,24)/p-1/t7-,8+,9-,10-,11-,12+,13-,15?/m1/s1	UIVJXHWSIFBBCY-OZZQZGJZSA-M	546.0895501	CHEBI:57582		MMDBc0055947
BASm0002811	6-imino-5-oxocyclohexa-1,3-dienecarboxylate	Conjugate base of 6-imino-5-oxocyclohexa-1,3-dienecarboxylic acid.			N=C1C(=O)C=CC=C1C(=O)[O-]	C7H4NO3	InChI=1S/C7H5NO3/c8-6-4(7(10)11)2-1-3-5(6)9/h1-3,8H,(H,10,11)/p-1	BQEPLNUEGNSUTM-UHFFFAOYSA-M		CHEBI:57583		
BASm0002812	aldehydo-D-glucose 6-phosphate			Expected Solid	O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)COP(=O)([O-])[O-]	C6H13O9P	InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h1,3-6,8-11H,2H2,(H2,12,13,14)/t3-,4+,5+,6-/m0/s1	VFRROHXSMXFLSN-KCDKBNATSA-N	260.0297185	CHEBI:57584		MMDBc0054325
BASm0002813	discadenine				CC(C)=CCNc1ncn(CC[C@H]([NH3+])C(=O)[O-])c2ncnc1-2	C14H20N6O2	InChI=1S/C14H20N6O2/c1-9(2)3-5-16-12-11-13(18-7-17-11)20(8-19-12)6-4-10(15)14(21)22/h3,7-8,10,16H,4-6,15H2,1-2H3,(H,21,22)	KGVAAXZLUAKZEO-UHFFFAOYSA-N	304.1647739	CHEBI:57585		
BASm0002814	biotin	Biotin is an enzyme co-factor present in minute amounts in every living cell. Biotin is also known as coenzyme R and vitamin H or B7. It occurs mainly bound to proteins or polypeptides and is abundant in liver, kidney, pancreas, yeast, and milk. Biotin has been recognized as an essential nutrient. Humans fulfill their biotin requirement through their diet through endogenous reutilization of biotin and perhaps through the capture of biotin generated in the intestinal flora. The utilization of biotin for covalent attachment to carboxylases and its reutilization through the release of carboxylase biotin after proteolytic degradation constitutes the 'biotin cycle'. Biotin deficiency is associated with neurological manifestations, skin rash, hair loss, and metabolic disturbances that are thought to relate to the various carboxylase deficiencies (metabolic ketoacidosis with lactic acidosis). It has also been suggested that biotin deficiency is associated with protein malnutrition, and that marginal biotin deficiency in pregnant women may be teratogenic. Biotin acts as a carboxyl carrier in carboxylation reactions. There are four biotin-dependent carboxylases in mammals: those of propionyl-CoA (PCC), 3-methylcrotonyl-CoA (MCC), pyruvate (PC), and acetyl-CoA carboxylases (isoforms ACC-1 and ACC-2). All but ACC-2 are mitochondrial enzymes. The biotin moiety is covalently bound to the epsilon amino group of a lysine residue in each of these carboxylases in a domain 60-80 amino acids long. The domain is structurally similar among carboxylases from bacteria to mammals. Evidence is emerging that biotin participates in processes other than classical carboxylation reactions. Specifically, novel roles for biotin in cell signalling, gene expression, and chromatin structure have been identified in recent years. Human cells accumulate biotin by using both the sodium-dependent multivitamin transporter and monocarboxylate transporter 1. These transporters and other biotin-binding proteins partition biotin to compartments involved in biotin signalling: cytoplasm, mitochondria, and nuclei. The activity of cell signals such as biotinyl-AMP, Sp1 and Sp3, nuclear factor (NF)-kappaB, and receptor tyrosine kinases depends on biotin supply. Consistent with a role for biotin and its catabolites in modulating these cell signals, greater than 2000 biotin-dependent genes have been identified in various human tissues. Many biotin-dependent gene products play roles in signal transduction and localize to the cell nucleus, consistent with a role for biotin in cell signalling. Posttranscriptional events related to ribosomal activity and protein folding may further contribute to the effects of biotin on gene expression. Finally, research has shown that biotinidase and holocarboxylase synthetase mediate covalent binding of biotin to histones (DNA-binding proteins), affecting chromatin structure; at least seven biotinylation sites have been identified in human histones. Biotinylation of histones appears to play a role in cell proliferation, gene silencing, and the cellular response to DNA repair. Roles for biotin in cell signalling and chromatin structure are consistent with the notion that biotin has a unique significance in cell biology (PMID: 15992684, 16011464).	58-85-5	Solid		C10H15N2O3S		YBJHBAHKTGYVGT-ZKWXMUAHSA-M	243.0808871	CHEBI:57586	HMDB0000030	
BASm0002815	O-acetyl-(R)-carnitine	L-Acetylcarnitine (Acetylcarnitine or ALC or LAC) is an acetic acid ester of carnitine that facilitates the movement of acetyl-CoA into the matrices of mammalian mitochondria during the oxidation of fatty acids. Acetylcarnitine is an endogenous compound widely distributed in many tissues, including brain. Chemically, acetylcarnitine is the acetylated derivative of the amino acid L-carnitine whose function is generally correlated with regulation of energy metabolism within mitochondria. The synthesis of acetylcarnitine is catalyzed by the enzyme carnitine acetyltransferase (CAT), which is located on the inner mitochondrial membrane as well as in endoplasmic reticulum and peroxisome. CAT promotes the transfer of an acetyl group from acetyl-Coenzyme A (acetyl-CoA) to carnitine, thereby producing acetylcarnitine and free CoA (PMID: 29267192 ). After being synthetized, acetylcarnitine is transported outside mitochondria into the cytosol by the enzyme carnitine/acetylcarnitine translocase (CACT). This is a crucial metabolic reaction for beta-oxidation of fatty acids whereby acetylcarnitine facilitates the transport of acetyl-CoA across mitochondrial membranes (PMID: 29267192 ). In addition to his metabolic role, L-acetylcarnitine possesses unique neuroprotective, neuromodulatory, and neurotrophic properties. acetylcarnitine is mobile throughout the plasma membranes and can rapidly cross blood-brain barrier. Indeed, acetylcarnitine can be transported by the high-affinity sodium-dependent organic cation/transporter (OCTN2), which is functionally expressed in cells forming the blood-brain barrier (PMID: 29267192 ). A wide range of mechanisms have been proposed to explain the multiplicity of acetylcarnitine activities within nervous tissues. In particular, it has been demonstrated that acetylcarnitine modulates the activity of nerve growth factor (NGF) and enhances the expression of NGF receptors in striatum/hippocampus during development (PMID: 29267192 ). Moreover, acetylcarnitine modulates different neurotransmitter systems, including the GABAergic, dopaminergic, and cholinergic system by increasing acetyl-CoA content and choline acetyltransferase (ChAT) activity. This may play an important role in counteracting various neurodegenerative disease processes (PMID: 15363640 ).  In rodent models, L-acetylcarnitine has been found to be critical for hippocampal function and to induce rapid and lasting antidepressant-like effects via epigenetic mechanisms of histone acetylation (PMID: 30061399). More recently, levels of acetylcarnitine have been found to be reduced in people with major depressive disorder (MDD) (PMID: 30061399). In contrast to the positive neurotrophic effects for L-acetylcarnitine, it has been found that high blood levels of acetylcarnitine (>12 µmol/L) can be associated with inflammation or infection. Increases in acylcarnitine levels, especially for short-chain acylcarnitines such as acetylcarnitine appear to arise from the release of these compounds from the liver during infection or periods of stress/trauma. This is done to support increased levels of fatty acid beta-oxidation, which is needed for the production and synthesis of B and T-cells (macrophages, neutrophils) to fight infections or traumatic injuries. Interestingly, those suffering from sepsis or septicemia can have very high L-acetylcarnitine levels. It has been found that those with L-acetylcarnitine levels >20 µmol/L have up to 5X greater risk of dying (PMID: 30379669). This likely reflects a severe dysregulation of acylcarnitine production from a dysregulated immune system or damage to the liver. Overall, levels of L-acetylcarnitine correlate with the severity of organ dysfunction, inflammation and infection in sepsis and can serve as a prognostic biomarker for mortality prediction.	3040-38-8		CC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C	C9H17NO4	InChI=1S/C9H17NO4/c1-7(11)14-8(5-9(12)13)6-10(2,3)4/h8H,5-6H2,1-4H3/t8-/m1/s1	RDHQFKQIGNGIED-MRVPVSSYSA-N	203.115758	CHEBI:57589	HMDB0000201	
BASm0002816	O-phospho-L-homoserine	O-phosphohomoserine is a naturally occurring analogue of phosphonate amino acids. O-phosphohomoserine has been found in trace amounts in shotgun-metabolomics analysis in mouse tissue extracts, and is the substrate of a threonine analog enzyme in murine species. O-phosphohomoserine, an analogue of the excitatory amino acid antagonist 2-amino-phosphonovalerate is an N-methyl-D-aspartate (NMDA) antagonist. (PMID: 3528930, 17034760, 17665876).	4210-66-6	Solid	[H][C@](N)(CCOP(O)([O-])=O)C([O-])=O	C4H8NO6P	InChI=1S/C4H10NO6P/c5-3(4(6)7)1-2-11-12(8,9)10/h3H,1-2,5H2,(H,6,7)(H2,8,9,10)/p-2/t3-/m0/s1	FXDNYOANAXWZHG-VKHMYHEASA-L	197.0100211	CHEBI:57590	HMDB0003484	
BASm0002817	cyclohexylsulfamate	Cyclamic acid is an artificial sweetening agent, usually employed as Na or Ca salt (cyclamate). Use suspended in some countries, including USA, because of possible weak carcinogenic activity (disputed). Cyclamic acid is a permitted in EU at levels of 250-1600 ppm in food products.Cyclamic acid is a compound with formula C6H11NHSO2OH	100-88-9	Solid		C6H12NO3S		HCAJEUSONLESMK-UHFFFAOYSA-M	178.054338	CHEBI:57592	HMDB0031340	
BASm0002818	3-guanidinopropanoate	Beta-Guanidinopropionic acid is analog of creatine and is reported to decrease phosphocreatine and ATP content in animal tissues in vivo.		Solid	NC(=N)NCCC(O)=O	C4H9N3O2	InChI=1S/C4H9N3O2/c5-4(6)7-2-1-3(8)9/h1-2H2,(H,8,9)(H4,5,6,7)	KMXXSJLYVJEBHI-UHFFFAOYSA-N	131.0694765	CHEBI:57593	HMDB0013222	
BASm0002819	O-carbamoyl-L-serine					C4H8N2O4		MYFVWSDZEBSNKM-REOHCLBHSA-N	148.0484067	CHEBI:57594		
BASm0002820	L-histidine	Histidine (His), also known as L-histidine, is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).  Amino acids are organic compounds that contain amino (-NH2) and carboxyl (-COOH) functional groups, along with a side chain (R group) specific to each amino acid. Histidine is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Histidine is found in all organisms ranging from bacteria to plants to animals.  It is classified as an aliphatic, positively charged or basic amino acid. Histidine is a unique amino acid with an imidazole functional group. The acid-base properties of the imidazole side chain are relevant to the catalytic mechanism of many enzymes such as proteases. In catalytic triads, the basic nitrogen of histidine abstracts a proton from serine, threonine, or cysteine to activate it as a nucleophile. In a histidine proton shuttle, histidine is used to quickly shuttle protons. It can do this by abstracting a proton with its basic nitrogen to make a positively charged intermediate and then use another molecule to extract the proton from its acidic nitrogen. Histidine forms complexes with many metal ions. The imidazole sidechain of the histidine residue commonly serves as a ligand in metalloproteins. Histidine was first isolated by German physician Albrecht Kossel in 1896. Histidine is an essential amino acid in humans and other mammals. It was initially thought that it was only essential for infants, but longer-term studies established that it is also essential for adults. Infants four to six months old require 33 mg/kg of histidine. It is not clear how adults make small amounts of histidine, and dietary sources probably account for most of the histidine in the body. Histidine is a precursor for histamine and carnosine biosynthesis. Inborn errors of histidine metabolism, including histidinemia, maple syrup urine disease, propionic acidemia, and tyrosinemia I, exist and are marked by increased histidine levels in the blood. Elevated blood histidine is accompanied by a wide range of symptoms, from mental and physical retardation to poor intellectual functioning, emotional instability, tremor, ataxia and psychosis. Histidine and other imidazole compounds have anti-oxidant, anti-inflammatory and anti-secretory properties (PMID: 9605177). The efficacy of L-histidine in protecting inflamed tissue is attributed to the capacity of the imidazole ring to scavenge reactive oxygen species (ROS) generated by cells during acute inflammatory response (PMID: 9605177). Histidine, when administered in therapeutic quantities is able to inhibit cytokines and growth factors involved in cell and tissue damage (US patent 6150392). Histidine in medical therapies has its most promising trials in rheumatoid arthritis where up to 4.5 g daily have been used effectively in severely affected patients. Arthritis patients have been found to have low serum histidine levels, apparently because of very rapid removal of histidine from their blood (PMID: 1079527). Other patients besides arthritis patients that have been found to be low in serum histidine are those with chronic renal failure. Urinary levels of histidine are reduced in pediatric patients with pneumonia (PMID: 2084459). Asthma patients exhibit increased serum levels of histidine over normal controls (PMID: 23517038). Serum histidine levels are lower and are negatively associated with inflammation and oxidative stress in obese women (PMID: 23361591). Histidine supplementation has been shown to reduce insulin resistance, reduce BMI and fat mass and suppress inflammation and oxidative stress in obese women with metabolic syndrome. Histidine appears to suppress pro-inflammatory cytokine expression, possibly via the NF-κB pathway, in adipocytes (PMID: 23361591). Low plasma concentrations of histidine are associated with protein-energy wasting, inflammation, oxidative stress, and greater mortality in chronic kidney disease patients (PMID: 18541578). Histidine may have many other possible functions because it is the precursor of the ubiquitous neurohormone-neurotransmitter histamine. Histidine increases histamine in the blood and probably in the brain. Low blood histamine with low serum histidine occurs in rheumatoid arthritis patients. Low blood histamine also occurs in some manic, schizophrenic, high copper and hyperactive groups of psychiatric patients. Histidine is a useful therapy in all patients with low histamine levels (http://www.dcnutrition.com).	71-00-1	Solid	N[C@@H](CC1=CNC=N1)C(O)=O	C6H9N3O2	InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/t5-/m0/s1	HNDVDQJCIGZPNO-YFKPBYRVSA-N	155.0694765	CHEBI:57595	HMDB0000177	
BASm0002821	sn-glycerol 3-phosphate	Glycerol 3-phosphate is a chemical intermediate in the glycolysis metabolic pathway. It is commonly confused with the similarly named glycerate 3-phosphate or glyceraldehyde 3-phosphate. Glycerol 3-phosphate is produced from glycerol, the triose sugar backbone of triglycerides and glycerophospholipids, by the enzyme glycerol kinase. Glycerol 3-phospate may then be converted by dehydrogenation to dihydroxyacetone phosphate (DHAP) by the enzyme glycerol-3-phosphate dehydrogenase. DHAP can then be rearranged into glyceraldehyde 3-phosphate (GA3P) by triose phosphate isomerase (TIM), and feed into glycolysis. The glycerol 3-phosphate shuttle is used to rapidly regenerate NAD+ in the brain and skeletal muscle cells of mammals (wikipedia).	1957-03-04	Solid	O=P([O-])([O-])OC[C@H](O)CO	C3H9O6P	InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/t3-/m1/s1	AWUCVROLDVIAJX-GSVOUGTGSA-N	172.0136745	CHEBI:57597	HMDB0000126	
BASm0002822	N-methyl-(RS)-1-benzyl-1,2,3,4-tetrahydroisoquinoline	Conjugate acid of 1-benzyl-2-methyl-1,2,3,4-tetrahydroisoquinoline arising from protonation of the tertiary amino group.			C[NH+]1CCc2ccccc2C1Cc1ccccc1	C17H20N	InChI=1S/C17H19N/c1-18-12-11-15-9-5-6-10-16(15)17(18)13-14-7-3-2-4-8-14/h2-10,17H,11-13H2,1H3/p+1	VKRKVLLLTIHDEF-UHFFFAOYSA-O		CHEBI:57598		
BASm0002824	2-methylpropan-1-amine	2-Methyl-1-propylamine is found in black elderberry. 2-Methyl-1-propylamine is found in various foodstuffs.	78-81-9	Liquid	CC(C)C[NH3+]	C4H11N	InChI=1S/C4H11N/c1-4(2)3-5/h4H,3,5H2,1-2H3	KDSNLYIMUZNERS-UHFFFAOYSA-N	73.08914936	CHEBI:57601	HMDB0034198	
BASm0002825	ethanolamine	Ethanolaminium(1+), also known as 2-Hydroxyethan-1-aminium or Ethanolamine, is classified as a member of the 1,2-aminoalcohols. 1,2-aminoalcohols are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom. Ethanolaminium(1+) is considered to be soluble (in water) and relatively neutral			[NH3+]CCO	C2H8NO	InChI=1S/C2H7NO/c3-1-2-4/h4H,1-3H2/p+1	HZAXFHJVJLSVMW-UHFFFAOYSA-O	62.0600403	CHEBI:57603	HMDB0062693	
BASm0002826	(2R)-3-phospho-glyceroyl phosphate			Expected Solid	O=C(OP(=O)([O-])[O-])[C@H](O)COP(=O)([O-])[O-]	C3H4O10P2	InChI=1S/C3H8O10P2/c4-2(1-12-14(6,7)8)3(5)13-15(9,10)11/h2,4H,1H2,(H2,6,7,8)(H2,9,10,11)/p-4/t2-/m1/s1	LJQLQCAXBUHEAZ-UWTATZPHSA-J	261.9301646	CHEBI:57604		MMDBc0054048
BASm0002827	9-riburonosyladenine	The conjugate base of 9-riburonosyladenine arising from deprotonation of the carboxylic acid function.			Nc1ncnc2c1ncn2[C@@H]1O[C@H](C(=O)[O-])[C@@H](O)[C@H]1O	C10H10N5O5	InChI=1S/C10H11N5O5/c11-7-3-8(13-1-12-7)15(2-14-3)9-5(17)4(16)6(20-9)10(18)19/h1-2,4-6,9,16-17H,(H,18,19)(H2,11,12,13)/p-1/t4-,5+,6-,9+/m0/s1	IBYWUFHJUDTSOC-SOVPELCUSA-M		CHEBI:57605		
BASm0002828	oleandomycin 2'-O-phosphate	The conjugate base of oleandomycin 2'-O-phosphate having an anionic phosphate group and a protonated tertiary amino group.			CO[C@H]1C[C@H](O[C@H]2[C@H](C)[C@@H](O[C@@H]3O[C@H](C)C[C@H]([NH+](C)C)[C@H]3OP(=O)([O-])[O-])[C@@H](C)C[C@@]3(CO3)C(=O)[C@H](C)[C@@H](O)[C@@H](C)[C@@H](C)OC(=O)[C@@H]2C)O[C@@H](C)[C@@H]1O	C35H61NO15P	InChI=1S/C35H62NO15P/c1-16-14-35(15-45-35)32(39)19(4)27(37)18(3)22(7)48-33(40)21(6)30(49-26-13-25(44-11)28(38)23(8)47-26)20(5)29(16)50-34-31(51-52(41,42)43)24(36(9)10)12-17(2)46-34/h16-31,34,37-38H,12-15H2,1-11H3,(H2,41,42,43)/p-1/t16-,17+,18-,19+,20+,21+,22+,23-,24-,25-,26-,27-,28-,29-,30-,31+,34-,35+/m0/s1	XGECXLDCKVMKRN-KPBLUZLMSA-M		CHEBI:57607		
BASm0002829	CDP-L-ribitol				Nc1ccn([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@@H](O)[C@@H](O)[C@@H](O)CO)[C@@H](O)[C@H]2O)c(=O)n1	C14H25N3O15P2	InChI=1S/C14H25N3O15P2/c15-9-1-2-17(14(24)16-9)13-12(23)11(22)8(31-13)5-30-34(27,28)32-33(25,26)29-4-7(20)10(21)6(19)3-18/h1-2,6-8,10-13,18-23H,3-5H2,(H,25,26)(H,27,28)(H2,15,16,24)/t6-,7+,8+,10-,11+,12+,13+/m0/s1	DPJKHFICSGCNIR-HRENORGGSA-N	537.0760902	CHEBI:57608		
BASm0002830	(2S,6S)-2,6-diaminoheptanedioate	Diaminopimelic acid or DAPA is a lysine-like amino acid derivative that is a key component of the bacterial cell wall. DAPA is incorporated or integrated into peptidoglycan of gram negative bacteria and is the attachment point for Braun's lipoprotein (BLP or Murein Lipoprotein). BLP is found in gram-negative cell walls and is one of the most abundant membrane proteins. BLP is bound at its C-terminal end (a lysine) by a covalent bond to the peptidoglycan layer (specifically to diaminopimelic acid molecules) and is embedded in the outer membrane by its hydrophobic head (a cysteine with lipids attached). BLP tightly links the two layers and provides structural integrity to the bacterial outer membrane. Diaminopimelic acid can be found in human urine or feces due to the lysis or enzymatic breakdown of gram negative gut microbes.	583-93-7	Solid	[NH3+][C@@H](CCC[C@H]([NH3+])C(=O)[O-])C(=O)[O-]	C7H14N2O4	InChI=1S/C7H14N2O4/c8-4(6(10)11)2-1-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5-/m0/s1	GMKMEZVLHJARHF-WHFBIAKZSA-N	190.0953569	CHEBI:57609	HMDB0001370	
BASm0002831	N(alpha),N(alpha)-dimethyl-L-histidine	An amino acid zwitterion of N(alpha),N(alpha)-dimethyl-L-histidine having an anionic carboxy group and a protonated amino group.			C[NH+](C)[C@@H](Cc1c[nH]cn1)C(=O)[O-]	C8H13N3O2	InChI=1S/C8H13N3O2/c1-11(2)7(8(12)13)3-6-4-9-5-10-6/h4-5,7H,3H2,1-2H3,(H,9,10)(H,12,13)/t7-/m0/s1	IMOBSLOLPCWZKQ-ZETCQYMHSA-N		CHEBI:57610		
BASm0002832	phosphoguanidinoacetate	Phosphoguanidinoacetate is formed due to phosphorylation of urinary guanidinoacetic acid in the presence of ATP by guanidinoacetate kinase. (PMID: 1667626).	5115-19-5	Solid	[NH2+]=C(NCC(=O)[O-])NP(=O)([O-])[O-]	C3H8N3O5P	InChI=1S/C3H8N3O5P/c4-3(5-1-2(7)8)6-12(9,10)11/h1H2,(H,7,8)(H5,4,5,6,9,10,11)	UUZLOPBEONRDRY-UHFFFAOYSA-N	197.0201569	CHEBI:57612	HMDB0003705	
BASm0002833	FMNH2	FMNH2 is the reduced form of flavin mononucleotide.  It is a substrate of the enzyme FMN reductase (EC 1.5.1.29), an enzyme that catalyzes the chemical reaction  FMNH2 + NAD(P)+ <=> FMN + NAD(P)H + H+.  Flavin mononucleotide (FMN), or riboflavin-5′-phosphate, is a biomolecule produced from riboflavin (vitamin B2) by the enzyme riboflavin kinase and functions as prosthetic group of various oxidoreductases including NADH dehydrogenase. During a catalytic cycle, the reversible interconversion of oxidized (FMN), semiquinone (FMNH•) and reduced (FMNH2) forms occurs in the various oxidoreductases. FMN is a stronger oxidizing agent than NAD and is particularly useful because it can take part in both one- and two-electron transfers.	5666-16-0	Solid	Cc1cc2c(cc1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(=O)([O-])[O-])c1[nH]c(=O)[nH]c(=O)c1N2	C17H21N4O9P	InChI=1S/C17H23N4O9P/c1-7-3-9-10(4-8(7)2)21(15-13(18-9)16(25)20-17(26)19-15)5-11(22)14(24)12(23)6-30-31(27,28)29/h3-4,11-12,14,18,22-24H,5-6H2,1-2H3,(H2,27,28,29)(H2,19,20,25,26)/p-2/t11-,12+,14-/m0/s1	YTNIXZGTHTVJBW-SCRDCRAPSA-L	456.1046148	CHEBI:57618	HMDB01142	MMDBc0031153
BASm0002834	2-benzylsuccinate			Expected Solid	O=C([O-])CC(Cc1ccccc1)C(=O)[O-]	C11H10O4	InChI=1S/C11H12O4/c12-10(13)7-9(11(14)15)6-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,12,13)(H,14,15)/p-2	GTOFKXZQQDSVFH-UHFFFAOYSA-L	206.059006	CHEBI:57621		MMDBc0055211
BASm0002835	dimethylallyl diphosphate	Dimethylallylpyrophosphate, also known as 2-isopentenyl diphosphate or delta-prenyl diphosphoric acid, belongs to the class of organic compounds known as isoprenoid phosphates. These are prenol lipids containing a phosphate group linked to an isoprene (2-methylbuta-1,3-diene) unit. Dimethylallylpyrophosphate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.	358-72-5	Solid	CC(C)=CCOP(=O)([O-])OP(=O)([O-])[O-]	C5H12O7P2	InChI=1S/C5H12O7P2/c1-5(2)3-4-11-14(9,10)12-13(6,7)8/h3H,4H2,1-2H3,(H,9,10)(H2,6,7,8)	CBIDRCWHNCKSTO-UHFFFAOYSA-N	246.0058258	CHEBI:57623	HMDB0001120	
BASm0002836	limonin 17-beta-D-glucoside				CC1(C)O[C@H]2CC(=O)OC[C@]23[C@H]2CC[C@@](C)([C@@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)c4ccoc4)[C@@]4(O[C@@H]4C(=O)[O-])[C@]2(C)C(=O)C[C@@H]13	C32H42O14	InChI=1S/C32H42O14/c1-28(2)17-9-18(34)30(4)16(31(17)13-42-20(35)10-19(31)45-28)5-7-29(3,32(30)25(46-32)26(39)40)24(14-6-8-41-12-14)44-27-23(38)22(37)21(36)15(11-33)43-27/h6,8,12,15-17,19,21-25,27,33,36-38H,5,7,9-11,13H2,1-4H3,(H,39,40)	FYIKIBQJAJRKQM-UHFFFAOYSA-N	650.257456	CHEBI:57626		
BASm0002837	1D-myo-inositol 1,4,5,6-tetrakisphosphate			Expected Solid	O=P([O-])([O-])O[C@@H]1[C@@H](OP(=O)([O-])[O-])[C@H](OP(=O)([O-])[O-])[C@@H](O)[C@@H](O)[C@H]1OP(=O)([O-])[O-]	C6H8O18P4	InChI=1S/C6H16O18P4/c7-1-2(8)4(22-26(12,13)14)6(24-28(18,19)20)5(23-27(15,16)17)3(1)21-25(9,10)11/h1-8H,(H2,9,10,11)(H2,12,13,14)(H2,15,16,17)(H2,18,19,20)/p-8/t1-,2-,3-,4+,5-,6-/m0/s1	MRVYFOANPDTYBY-CNWJWELYSA-F	491.8705	CHEBI:57627		MMDBc0055193
BASm0002838	2-(3,4-dihydroxybenzoyloxy)-4,6-dihydroxybenzoate	2-(3,4-dihydroxybenzoyloxy)-4,6-dihydroxybenzoate is an intermediate in the degradation of quercetin by E. coli.  Quercetin is a flavonoid widely distributed in many plants and fruits including red grapes, citrus fruit, tomato, broccoli and other leafy green vegetables, and a number of berries, including raspberries and cranberries.  In E. coli it is metabolized by Quercetin 2,3-dioxygenase.  This enzyme catalyzes the reaction Quercetin + O2 = 2-(3,4-dihydroxybenzoyloxy)-4,6-dihydroxybenzoate + CO + H+. Quercetin is not a normal growth substrate for E. coli but it is found in high levels in the human gut.  This enzyme may have evolved to break down quercitin to  prevent its inhibition of key E. coli proteins, such as DNA gyrase.			O=C(Oc1cc(O)cc(O)c1C(=O)[O-])c1ccc(O)c(O)c1	C14H10O8	InChI=1S/C14H10O8/c15-7-4-10(18)12(13(19)20)11(5-7)22-14(21)6-1-2-8(16)9(17)3-6/h1-5,15-18H,(H,19,20)	GRXIELRCPYIEQI-UHFFFAOYSA-N	306.0375673	CHEBI:57628		
BASm0002839	D-glucopyranose 1-phosphate	Glucose 1-phosphate (also called cori ester) is a glucose molecule with a phosphate group on the 1'-carbon. It can exist in either the α- or β-anomeric form. Glucose 1-phosphate belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. Glucose 1-phosphate is the direct product of the reaction in which glycogen phosphorylase cleaves off a molecule of glucose from a greater glycogen structure. It cannot travel down many metabolic pathways and must be interconverted by the enzyme phosphoglucomutase in order to become glucose 6-phosphate. Free glucose 1-phosphate can also react with UTP to form UDP-glucose. It can then return to the greater glycogen structure via glycogen synthase.	59-56-3	Solid	O=P([O-])([O-])OC1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C6H13O9P	InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5-,6-/m1/s1	HXXFSFRBOHSIMQ-VFUOTHLCSA-N	260.0297185	CHEBI:57629	HMDB0001586	
BASm0002840	4-amino-3-hydroxybutanoate	4-Amino-3-hydroxybutyrate belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group.			[NH3+]CC(O)CC(=O)[O-]	C4H9NO3	InChI=1S/C4H9NO3/c5-2-3(6)1-4(7)8/h3,6H,1-2,5H2,(H,7,8)	YQGDEPYYFWUPGO-UHFFFAOYSA-N	119.0582432	CHEBI:57630	HMDB0061877	
BASm0002841	dTDP-L-dihydrostreptose			Expected Solid		C16H24N2O15P2		LOULRGSWJAXPFN-RJJWCKLQSA-L	546.0662892	CHEBI:57631		MMDBc0053209
BASm0002842	UDP-alpha-D-xylose	Uridine diphosphate xylose is important intermediate in the Nucleotide sugars metabolism and chondroitin sulfate biosynthesis (KEGG). The decarboxylation product of UDPglucuronic acid, which is used for formation of the xylosides of seryl hydroxyl groups in mucoprotein synthesis.		Expected Solid	[H][C@]1(COP([O-])(=O)OP(O)(=O)O[C@@]2([H])OC[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)O[C@@]([H])(N2C=CC([O-])=NC2=O)[C@]([H])(O)[C@]1([H])O	C14H20N2O16P2	InChI=1S/C14H22N2O16P2/c17-5-3-28-13(11(22)8(5)19)31-34(26,27)32-33(24,25)29-4-6-9(20)10(21)12(30-6)16-2-1-7(18)15-14(16)23/h1-2,5-6,8-13,17,19-22H,3-4H2,(H,24,25)(H,26,27)(H,15,18,23)/p-2/t5-,6-,8+,9-,10-,11-,12-,13-/m1/s1	DQQDLYVHOTZLOR-OCIMBMBZSA-L	534.0288056	CHEBI:57632	HMDB0001018	MMDBc0048830
BASm0002843	beta-D-fructose 6-phosphate	Beta-D-Fructose 6 phosphate (b-F6P) is the beta-anomer of fructose-6-phosphate. There are two anomers of fructose 6 phosphate, the alpha anomer and the beta anomer. Specifically, beta-D-fructose 6-phosphate is fructose sugar phosphorylated on carbon 6. Beta-D-Fructose 6-phosphate is a substrate for Fructose-1,6-bisphosphatase, Pyruvate kinase (isozymes R/L), Hexokinase (type I), Fructose-bisphosphate aldolase A, L-lactate dehydrogenase B chain, Glyceraldehyde-3-phosphate dehydrogenase (liver) and Transaldolase.		Solid	O=P([O-])([O-])OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O	C6H13O9P	InChI=1S/C6H13O9P/c7-2-6(10)5(9)4(8)3(15-6)1-14-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/t3-,4-,5+,6-/m1/s1	BGWGXPAPYGQALX-ARQDHWQXSA-N	260.0297185	CHEBI:57634	HMDB0003971	
BASm0002844	UDP-alpha-D-galacturonate			Expected Solid	[H][C@]1(COP([O-])(=O)OP(O)(=O)O[C@@]2([H])O[C@]([H])(C([O-])=O)[C@]([H])(O)[C@]([H])(O)[C@@]2([H])O)O[C@@]([H])(N2C=CC([O-])=NC2=O)[C@]([H])(O)[C@]1([H])O	C15H19N2O18P2	InChI=1S/C15H22N2O18P2/c18-5-1-2-17(15(26)16-5)12-9(22)6(19)4(32-12)3-31-36(27,28)35-37(29,30)34-14-10(23)7(20)8(21)11(33-14)13(24)25/h1-2,4,6-12,14,19-23H,3H2,(H,24,25)(H,27,28)(H,29,30)(H,16,18,26)/p-3/t4-,6-,7+,8-,9-,10-,11+,12-,14-/m1/s1	HDYANYHVCAPMJV-GXNRKQDOSA-K	577.0124565	CHEBI:57635		MMDBc0056354
BASm0002845	2-methylene-3-methylsuccinate			Expected Solid	C=C(C(=O)[O-])C(C)C(=O)[O-]	C6H6O4	InChI=1S/C6H8O4/c1-3(5(7)8)4(2)6(9)10/h4H,1H2,2H3,(H,7,8)(H,9,10)/p-2	IZFHMLDRUVYBGK-UHFFFAOYSA-L	142.0277058	CHEBI:57637		MMDBc0055254
BASm0002846	GDP-6-deoxy-alpha-D-talose			Expected Solid	C[C@H]1O[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(=O)[nH]c(N)nc43)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@H]1O	C16H23N5O15P2	InChI=1S/C16H25N5O15P2/c1-4-7(22)9(24)11(26)15(33-4)35-38(30,31)36-37(28,29)32-2-5-8(23)10(25)14(34-5)21-3-18-6-12(21)19-16(17)20-13(6)27/h3-5,7-11,14-15,22-26H,2H2,1H3,(H,28,29)(H,30,31)(H3,17,19,20,27)/p-2/t4-,5-,7+,8-,9+,10-,11+,14-,15-/m1/s1	LQEBEXMHBLQMDB-UUZHTGJLSA-L	587.0676862	CHEBI:57638		MMDBc0056006
BASm0002847	4-(L-alanin-3-yl)-2-hydroxy-cis,cis-muconate 6-semialdehyde				[NH3+][C@@H](CC(=C/C=O)/C=C(/O)C(=O)[O-])C(=O)[O-]	C9H11NO6	InChI=1S/C9H11NO6/c10-6(8(13)14)3-5(1-2-11)4-7(12)9(15)16/h1-2,4,6,12H,3,10H2,(H,13,14)(H,15,16)/b5-1-,7-4+/t6-/m0/s1	FNEGJFDTWWXQES-QTWONPPNSA-N	229.0586371	CHEBI:57639		
BASm0002848	1,6-dihydroxy-2-methylcyclohexa-2,4-dienecarboxylate				CC1=CC=CC(O)C1(O)C(=O)[O-]	C8H10O4	InChI=1S/C8H10O4/c1-5-3-2-4-6(9)8(5,12)7(10)11/h2-4,6,9,12H,1H3,(H,10,11)	LHEBXDITPBTHSR-UHFFFAOYSA-N	170.0579088	CHEBI:57640		
BASm0002849	2-(2,4-dichloro-5-oxo-2,5-dihydrofuryl)acetate	The conjugate base of 2,4-dichloro-5-oxo-2,5-dihydro-2-furylacetic acid; major species at pH 7.3.			O=C([O-])CC1(Cl)C=C(Cl)C(=O)O1	C6H3Cl2O4	InChI=1S/C6H4Cl2O4/c7-3-1-6(8,2-4(9)10)12-5(3)11/h1H,2H2,(H,9,10)/p-1	RNYNGUYSDYOCLB-UHFFFAOYSA-M		CHEBI:57641		
BASm0002850	dihydroxyacetone phosphate	Dihydroxyacetone phosphate is an important intermediate in lipid biosynthesis and in glycolysis. Dihydroxyacetone phosphate is found to be associated with transaldolase deficiency, which is an inborn error of metabolism. Dihydroxyacetone phosphate has been identified in the human placenta (PMID: 32033212).	1957-04-05	Solid	O=C(CO)COP(=O)([O-])[O-]	C3H7O6P	InChI=1S/C3H7O6P/c4-1-3(5)2-9-10(6,7)8/h4H,1-2H2,(H2,6,7,8)	GNGACRATGGDKBX-UHFFFAOYSA-N	169.9980245	CHEBI:57642	HMDB0001473	
BASm0002852	chlorogenate	Chlorogenic acid is an ester of caffeic acid and quinic acid. Chlorogenic acid is the major polyphenolic compound in coffee, isolated from the leaves and fruits of dicotyledonous plants. This compound, long known as an antioxidant, also slows the release of glucose into the bloodstream after a meal. Coffee is a complex mixture of chemicals that provides significant amounts of chlorogenic acid. The chlorogenic acid content of a 200 ml (7-oz) cup of coffee has been reported to range from 70-350 mg, which would provide about 35-175 mg of caffeic acid. The results of epidemiological research suggest that coffee consumption may help prevent several chronic diseases, including type 2 diabetes mellitus, Parkinson's disease and liver disease (cirrhosis and hepatocellular carcinoma). Most prospective cohort studies have not found coffee consumption to be associated with significantly increased cardiovascular disease risk. However, coffee consumption is associated with increases in several cardiovascular disease risk factors, including blood pressure and plasma homocysteine. At present, there is little evidence that coffee consumption increases the risk of cancer. (PMID:16507475, 17368041).	202650-88-2	Solid	O=C(/C=C/c1ccc(O)c(O)c1)O[C@@H]1C[C@](O)(C(=O)[O-])C[C@@H](O)[C@H]1O	C16H18O9	InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14-,16+/m1/s1	CWVRJTMFETXNAD-JUHZACGLSA-N	354.0950822	CHEBI:57644	HMDB0003164	
BASm0002854	3-(3,5-diiodo-4-hydroxyphenyl)lactate	3-(3,5-diiodo-4-hydroxyphenyl)lactate is part of the Citrate cycle (TCA cycle), Pyruvate metabolism, Glyoxylate and dicarboxylate metabolism, and Proximal tubule bicarbonate reclamation pathways. It is a substrate for: Malate dehydrogenase, cytoplasmic.		Solid	O=C([O-])C(O)Cc1cc(I)c([O-])c(I)c1	C9H8I2O4	InChI=1S/C9H8I2O4/c10-5-1-4(2-6(11)8(5)13)3-7(12)9(14)15/h1-2,7,12-13H,3H2,(H,14,15)	ZPJHINFPRQWKIH-UHFFFAOYSA-N	433.8511956	CHEBI:57647	HMDB0059636	
BASm0002855	dTDP-4-dehydro-6-deoxy-alpha-D-glucose				Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@H]3O[C@H](C)C(=O)[C@H](O)[C@H]3O)O2)c(=O)[nH]c1=O	C16H24N2O15P2	InChI=1S/C16H24N2O15P2/c1-6-4-18(16(24)17-14(6)23)10-3-8(19)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)12(21)11(20)7(2)30-15/h4,7-10,12-13,15,19,21-22H,3,5H2,1-2H3,(H,25,26)(H,27,28)(H,17,23,24)/t7-,8-,9+,10+,12+,13+,15+/m0/s1	PSXWNITXWWECNY-LPVGZGSHSA-N		CHEBI:57649		
BASm0002856	6-({2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid				[H]O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O[C@@H]2O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]2O)[C@H]1NC(C)=O	C14H23NO12	InChI=1S/C14H23NO12/c1-3(17)15-5-10(6(18)4(2-16)25-13(5)24)26-14-9(21)7(19)8(20)11(27-14)12(22)23/h4-11,13-14,16,18-21,24H,2H2,1H3,(H,15,17)(H,22,23)	LJORHONFMDUUHP-UHFFFAOYSA-N	397.1220252	CHEBI:57652	HMDB0155826	
BASm0002857	2-deoxy-D-gluconate	2-deoxygluconate is a hexose.  It is a substrate for 2-deoxygluconate dehydrogenase (kduD or EC 1.1.1.125) and participates in the following reaction: 2-deoxy-D-gluconate + NAD+ = 3-dehydro-2-deoxy-D-gluconate + NADH + H+ 	3442-69-1		O=C([O-])C[C@@H](O)[C@H](O)[C@H](O)CO	C6H11O6	InChI=1S/C6H12O6/c7-2-4(9)6(12)3(8)1-5(10)11/h3-4,6-9,12H,1-2H2,(H,10,11)/p-1	PALQXFMLVVWXFD-UHFFFAOYSA-M	179.0555631	CHEBI:57653		
BASm0002858	all-trans-undecaprenyl phosphate			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)([O-])[O-]	C55H89O4P	InChI=1S/C55H91O4P/c1-45(2)23-13-24-46(3)25-14-26-47(4)27-15-28-48(5)29-16-30-49(6)31-17-32-50(7)33-18-34-51(8)35-19-36-52(9)37-20-38-53(10)39-21-40-54(11)41-22-42-55(12)43-44-59-60(56,57)58/h23,25,27,29,31,33,35,37,39,41,43H,13-22,24,26,28,30,32,34,36,38,40,42,44H2,1-12H3,(H2,56,57,58)/p-2/b46-25+,47-27+,48-29-,49-31-,50-33-,51-35-,52-37-,53-39-,54-41-,55-43-	UFPHFKCTOZIAFY-NTDVEAECSA-L	844.6509455	CHEBI:57654		MMDBc0055911
BASm0002859	3-dehydro-L-gulonate				O=C([O-])[C@@H](O)C(=O)[C@H](O)[C@@H](O)CO	C6H10O7	InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-3,5,7-9,11H,1H2,(H,12,13)/t2-,3+,5-/m0/s1	WTAHRPBPWHCMHW-LWKDLAHASA-N		CHEBI:57655		
BASm0002860	1-guanidino-1-deoxy-scyllo-inositol 4-phosphate			Expected Solid	NC(=[NH2+])N[C@H]1[C@H](O)[C@@H](O)[C@H](OP(=O)([O-])[O-])[C@@H](O)[C@@H]1O	C7H15N3O8P	InChI=1S/C7H16N3O8P/c8-7(9)10-1-2(11)4(13)6(5(14)3(1)12)18-19(15,16)17/h1-6,11-14H,(H4,8,9,10)(H2,15,16,17)/p-1/t1-,2-,3+,4+,5-,6-	LQSANMIGNWXLNF-CDRYSYESSA-M	300.060225	CHEBI:57656		MMDBc0055105
BASm0002861	4-O-deacetyl-16-O-demethylvindoline	The conjugate acid of 11-O-demethyl-17-O-deacetylvindoline arising from protonation of the tertiary amino group; major species at pH 7.3.			CC[C@]12C=CC[NH+]3CC[C@@]4(c5ccc(O)cc5N(C)[C@H]4[C@@](O)(C(=O)OC)[C@@H]1O)[C@@H]32	C22H29N2O5	InChI=1S/C22H28N2O5/c1-4-20-8-5-10-24-11-9-21(16(20)24)14-7-6-13(25)12-15(14)23(2)17(21)22(28,18(20)26)19(27)29-3/h5-8,12,16-18,25-26,28H,4,9-11H2,1-3H3/p+1/t16-,17+,18+,20+,21+,22-/m0/s1	MNCVVTFLNVITRD-RLFCDOPRSA-O		CHEBI:57657		
BASm0002863	1D-myo-inositol 1,3,4,6-tetrakisphosphate	D-myo-Inositol 1,3,4,6-tetrakisphosphate, also known as Ins(1,3,4,6)P4, belongs to the class of organic compounds known as inositol phosphates. Inositol phosphates are compounds containing a phosphate group attached to an inositol (or cyclohexanehexol) moiety. D-myo-Inositol 1,3,4,6-tetrakisphosphate is an extremely strong acidic compound (based on its pKa). D-myo-Inositol 1,3,4,6-tetrakisphosphate participates in a number of enzymatic reactions. In particular, D-myo-inositol 1,3,4,6-tetrakisphosphate can be converted into D-myo-inositol 1,3,4,5,6-pentakisphosphate through the action of the enzyme inositol polyphosphate multikinase. In addition, D-myo-inositol 1,3,4,6-tetrakisphosphate can be biosynthesized from inositol 1,3,4-trisphosphate; which is mediated by the enzyme inositol-tetrakisphosphate 1-kinase. In humans, D-myo-inositol 1,3,4,6-tetrakisphosphate is involved in inositol phosphate metabolism and is a substrate for the tyrosine-protein kinase BTK.	110298-84-5	Solid	O=P([O-])([O-])O[C@@H]1[C@@H](O)[C@H](OP(=O)([O-])[O-])[C@@H](OP(=O)([O-])[O-])[C@@H](O)[C@H]1OP(=O)([O-])[O-]	C6H16O18P4	InChI=1S/C6H16O18P4/c7-1-3(21-25(9,10)11)5(23-27(15,16)17)2(8)6(24-28(18,19)20)4(1)22-26(12,13)14/h1-8H,(H2,9,10,11)(H2,12,13,14)(H2,15,16,17)(H2,18,19,20)/t1-,2+,3-,4+,5-,6+	ZAWIXNGTTZTBKV-JMVOWJSSSA-N	499.9287098	CHEBI:57660	HMDB0001187	
BASm0002864	O-succinyl-L-homoserine					C8H12NO6		GNISQJGXJIDKDJ-YFKPBYRVSA-M	218.0670107	CHEBI:57661	HMDB0255868	
BASm0002865	S-carboxymethyl-L-cysteine	S-carboxymethyl-D-cysteine is a member of the chemical class known as Alpha Amino Acids and Derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). S-carboxymethyl-D-cysteine is a product of the reaction of D-cysteine desulfhydraase with chloro-D-alanine, which is part of the chloro-alanine degradation process. D-Cysteine desulfhydrase also catalyzes the beta-replacement reaction of the chlorine of 3-chloro-D-alanine with thioglycolic acid to yield S-carboxymethyl-D-cysteine [PMID:3908101]				C5H8NO4S		GBFLZEXEOZUWRN-VKHMYHEASA-M	178.0179525	CHEBI:57662		
BASm0002866	6-hydroxynicotinate	6-Hydroxynicotinic acid (6-OHNA) is exploited in the use of NMR spectroscopy or gas chromatography--mass spectrometry for the diagnosis of Pseudomonas aeruginosa in urinary tract infection. Among the common bacteria causing urinary infection, only P. aeruginosa produces 6-hydroxynicotinic acid from nicotinic acid. Pseudomonas aeruginosa infection has been reported to be the third leading cause of urinary infection, accounting for 11% of such infections, the first and second being Escherichia coli and Klebsiella pneumonia, respectively. Analyses of the NMR spectra of the bacterial media with variable cell count of P. aeruginosa, shows that the intensity of the signals of the 6-hydroxynicotinic acid increases with increasing number of bacterial cells (PMID:3926801, 15759292). 6-hydroxynicotinic acid can also be found in Achromobacter and Serratia.	5006-66-6	Solid	O=C([O-])c1ccc(O)nc1	C6H5NO3	InChI=1S/C6H5NO3/c8-5-2-1-4(3-7-5)6(9)10/h1-3H,(H,7,8)(H,9,10)	BLHCMGRVFXRYRN-UHFFFAOYSA-N	139.026943	CHEBI:57664	HMDB0002658	
BASm0002867	neryl diphosphate			Expected Solid	CC(C)=CCC/C(C)=C\COP(=O)([O-])OP(=O)([O-])[O-]	C10H17O7P2	InChI=1S/C10H20O7P2/c1-9(2)5-4-6-10(3)7-8-16-19(14,15)17-18(11,12)13/h5,7H,4,6,8H2,1-3H3,(H,14,15)(H2,11,12,13)/p-3/b10-7-	GVVPGTZRZFNKDS-YFHOEESVSA-K	311.0465976	CHEBI:57665		MMDBc0056214
BASm0002869	dADP	Deoxyadenosine diphosphate has been identified in the mononuclear cells of a patient affected with in inherited adenosine deaminase deficiency (OMIM 102700) (PMID 6980023), and in in mononuclear cells of hemodialyzed patients. (PMID 11461945).	2793-06-08	Solid	Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])[O-])O1	C10H15N5O9P2	InChI=1S/C10H15N5O9P2/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(23-7)2-22-26(20,21)24-25(17,18)19/h3-7,16H,1-2H2,(H,20,21)(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1	DAEAPNUQQAICNR-RRKCRQDMSA-N	411.0345001	CHEBI:57667	HMDB0001508	
BASm0002870	D-ornithine	L-Ornithine monochlorohydrate/ornithine is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]")	3184-13-2		[NH3+]CCC[C@@H]([NH3+])C(=O)[O-]	C5H12N2O2	InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)	AHLPHDHHMVZTML-UHFFFAOYSA-N	132.0898776	CHEBI:57668	HMDB0032455	
BASm0002872	1-amino-1-deoxy-scyllo-inositol			Expected Solid	[NH3+][C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O	C6H14NO5	InChI=1S/C6H13NO5/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-6,8-12H,7H2/p+1/t1-,2-,3+,4+,5-,6-	JXAOTICXQLILTC-CDRYSYESSA-O	180.086649	CHEBI:57671		MMDBc0056386
BASm0002873	(7S)-O-acetylsalutaridinol				COC1=C[C@]23CC[NH+](C)[C@H](Cc4ccc(OC)c(O)c42)C3=C[C@@H]1OC(C)=O	C21H25NO5	InChI=1S/C21H25NO5/c1-12(23)27-17-10-14-15-9-13-5-6-16(25-3)20(24)19(13)21(14,7-8-22(15)2)11-18(17)26-4/h5-6,10-11,15,17,24H,7-9H2,1-4H3	DNOMLUPMYHAJIY-UHFFFAOYSA-N	371.1732729	CHEBI:57672		
BASm0002874	dGMP	2'-Deoxyguanosine 5'-monophosphate, also known as deoxyguanylic acid or 2'-deoxy-GMP, belongs to the class of organic compounds known as purine 2'-deoxyribonucleoside monophosphates. These are purine nucleotides with monophosphate group linked to the ribose moiety lacking a hydroxyl group at position 2. 2'-Deoxyguanosine 5'-monophosphate is a purine 2'-deoxyribonucleoside 5'-monophosphate having guanine as the nucleobase. It exists in all living species, ranging from bacteria to humans. Within humans, 2'-deoxyguanosine 5'-monophosphate participates in a number of enzymatic reactions. In particular, 2'-deoxyguanosine 5'-monophosphate can be converted into dGDP which is mediated by the enzyme guanylate kinase. In addition, 2'-deoxyguanosine 5'-monophosphate can be converted into deoxyguanosine through its interaction with the enzyme cytosolic purine 5'-nucleotidase. In humans, 2'-deoxyguanosine 5'-monophosphate is involved in the metabolic disorder called the gout or kelley-seegmiller syndrome pathway.	0902-04-05	Solid	Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](COP(=O)([O-])[O-])O2)c(=O)[nH]1	C10H14N5O7P	InChI=1S/C10H14N5O7P/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(22-6)2-21-23(18,19)20/h3-6,16H,1-2H2,(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m0/s1	LTFMZDNNPPEQNG-KVQBGUIXSA-N	347.0630843	CHEBI:57673	HMDB0001044	
BASm0002876	questin			Expected Solid	COc1cc([O-])cc2c1C(=O)c1c(O)cc(C)cc1C2=O	C16H12O5	InChI=1S/C16H12O5/c1-7-3-9-13(11(18)4-7)16(20)14-10(15(9)19)5-8(17)6-12(14)21-2/h3-6,17-18H,1-2H3	UUNPIWCQMVNINR-UHFFFAOYSA-N	284.0684735	CHEBI:57676		MMDBc0005307
BASm0002877	sn-3-O-(geranylgeranyl)glycerol 1-phosphate				CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COC[C@H](O)COP(=O)([O-])[O-]	C23H41O6P	InChI=1S/C23H41O6P/c1-19(2)9-6-10-20(3)11-7-12-21(4)13-8-14-22(5)15-16-28-17-23(24)18-29-30(25,26)27/h9,11,13,15,23-24H,6-8,10,12,14,16-18H2,1-5H3,(H2,25,26,27)/b20-11+,21-13+,22-15+/t23-/m0/s1	BJLPWUCPFAJINB-UAQSTNRTSA-N	444.264076	CHEBI:57677		
BASm0002878	2-oxo-3-sulfanylpropanoate			Expected Solid	O=C([O-])C(=O)CS	C3H3O3S	InChI=1S/C3H4O3S/c4-2(1-7)3(5)6/h7H,1H2,(H,5,6)/p-1	OJOLFAIGOXZBCI-UHFFFAOYSA-M	118.9808387	CHEBI:57678		MMDBc0054183
BASm0002879	hypotaurocyamine	Zwitterionic form of hypotaurocyamine having an anionic sulfinate group and a protonated guanidino group; major species at pH 7.3.			NC(=[NH2+])NCCS(=O)[O-]	C3H9N3O2S	InChI=1S/C3H9N3O2S/c4-3(5)6-1-2-9(7)8/h1-2H2,(H,7,8)(H4,4,5,6)	KYRKWKDNGQIWHP-UHFFFAOYSA-N		CHEBI:57679		
BASm0002880	(E)-sinapoyltartronate	Dicarboxylate anion of sinapoyltartronic acid.			COc1cc(/C=C/C(=O)OC(C(=O)[O-])C(=O)[O-])cc(OC)c1O	C14H12O9	InChI=1S/C14H14O9/c1-21-8-5-7(6-9(22-2)11(8)16)3-4-10(15)23-12(13(17)18)14(19)20/h3-6,12,16H,1-2H3,(H,17,18)(H,19,20)/p-2/b4-3+	BILXTXFCLYPNMR-ONEGZZNKSA-L		CHEBI:57680		
BASm0002881	cis-2-chloro-4-carboxymethylenebut-2-en-1,4-olide				O=C([O-])/C=C1\C=C(Cl)C(=O)O1	C6H2ClO4	InChI=1S/C6H3ClO4/c7-4-1-3(2-5(8)9)11-6(4)10/h1-2H,(H,8,9)/p-1/b3-2-	ADSGHWJRPOXXTD-IHWYPQMZSA-M		CHEBI:57681		
BASm0002882	coformycin	The conjugate acid of coformycin arising from protonation of the imine nitrogen.			OC[C@H]1O[C@@H](n2cnc3c2[NH+]=CNC[C@H]3O)[C@H](O)[C@@H]1O	C11H17N4O5	InChI=1S/C11H16N4O5/c16-2-6-8(18)9(19)11(20-6)15-4-14-7-5(17)1-12-3-13-10(7)15/h3-6,8-9,11,16-19H,1-2H2,(H,12,13)/p+1/t5-,6-,8-,9-,11-/m1/s1	YOOVTUPUBVHMPG-LODYRLCVSA-O		CHEBI:57682		
BASm0002883	Dolichyl phosphate				CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C\CCC(C)CCOP(=O)([O-])[O-]	(C5H8)nC20H37O4P	InChI=1S/C25H45O4P/c1-21(2)11-7-12-22(3)13-8-14-23(4)15-9-16-24(5)17-10-18-25(6)19-20-29-30(26,27)28/h11,13,15,17,25H,7-10,12,14,16,18-20H2,1-6H3,(H2,26,27,28)/b22-13+,23-15+,24-17-	GYBNOAFGEKAZTA-QOLULZROSA-N		CHEBI:57683		
BASm0002884	beta-D-glucose 1-phosphate				O=P([O-])([O-])O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C6H13O9P	InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5-,6+/m1/s1	HXXFSFRBOHSIMQ-DVKNGEFBSA-N		CHEBI:57684		
BASm0002885	sn-glycerol 1-phosphate	A glycerol 1-phosphate(2-) that is the dianion of sn-glycerol 1-phosphate arising from deprotonation of both phosphate OH groups.			O=P([O-])([O-])OC[C@@H](O)CO	C3H7O6P	InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/p-2/t3-/m0/s1	AWUCVROLDVIAJX-VKHMYHEASA-L		CHEBI:57685		
BASm0002886	S-formylglutathione	S-Formylglutathione, also known as L-gamma-glutamyl-S-formyl-L-cysteinylglycine, belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of three to ten alpha-amino acids joined by peptide bonds. S-Formylglutathione is a very strong basic compound (based on its pKa). S-Formylglutathione exists in all living species, ranging from bacteria to humans. Outside of the human body, S-formylglutathione has been detected, but not quantified in, several different foods, such as sweet marjorams, muscadine grapes, amaranths, lemon verbena, and garden tomato. This could make S-formylglutathione a potential biomarker for the consumption of these foods. S-Formylglutathione is formed from the oxidation of S-hydroxymethylglutathione by the enzyme formaldehyde dehydrogenase (FDH; EC 1.2.1.1) in the presence of NAD (PMID: 2806555).	50409-81-9	Solid	[NH3+][C@@H](CCC(=O)N[C@@H](CSC=O)C(=O)NCC(=O)[O-])C(=O)[O-]	C11H17N3O7S	InChI=1S/C11H17N3O7S/c12-6(11(20)21)1-2-8(16)14-7(4-22-5-15)10(19)13-3-9(17)18/h5-7H,1-4,12H2,(H,13,19)(H,14,16)(H,17,18)(H,20,21)/t6-,7-/m0/s1	FHXAGOICBFGEBF-BQBZGAKWSA-N	335.0787206	CHEBI:57688	HMDB0001550	
BASm0002887	2,2-dialkylglycine				[1*]C([2*])([NH3+])C(=O)[O-]					CHEBI:57689		
BASm0002888	cis-4-hydroxy-D-proline	cis-4-Hydroxy-D-proline belongs to the class of organic compounds known as proline and derivatives. Proline and derivatives are compounds containing proline or a derivative thereof resulting from a reaction of proline at the amino group or the carboxyl group, or from the replacement of any hydrogen of glycine by a heteroatom.	2584-71-6		O=C([O-])[C@H]1C[C@@H](O)C[NH2+]1	C5H9NO3	InChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4-/m1/s1	PMMYEEVYMWASQN-QWWZWVQMSA-N	131.0582432	CHEBI:57690	HMDB0060460	
BASm0002890	FAD	Flavin adenine dinucleotide (FAD) is a redox-active coenzyme associated with various proteins, which is involved with several enzymatic reactions in metabolism. FAD, also known as adeflavin or flamitajin b, belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions. FAD is a drug which is used to treat eye diseases caused by vitamin b2 deficiency, such as keratitis and blepharitis. FAD exists in all living species, ranging from bacteria to humans. In humans, FAD is involved in the metabolic disorder called the medium chain acyl-coa dehydrogenase deficiency (mcad) pathway. Outside of the human body, FAD has been detected, but not quantified in several different foods, such as other bread, passion fruits, asparagus, kelps, and green bell peppers. It is a flavoprotein in which the substituent at position 10 of the flavin nucleus is a 5'-adenosyldiphosphoribityl group.	146-14-5	Solid	Cc1cc2nc3c(=O)[n-]c(=O)nc-3n(C[C@H](O)[C@H](O)[C@H](O)COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)c2cc1C	C27H33N9O15P2	InChI=1S/C27H33N9O15P2/c1-10-3-12-13(4-11(10)2)35(24-18(32-12)25(42)34-27(43)33-24)5-14(37)19(39)15(38)6-48-52(44,45)51-53(46,47)49-7-16-20(40)21(41)26(50-16)36-9-31-17-22(28)29-8-30-23(17)36/h3-4,8-9,14-16,19-21,26,37-41H,5-7H2,1-2H3,(H,44,45)(H,46,47)(H2,28,29,30)(H,34,42,43)/t14-,15+,16+,19-,20+,21+,26+/m0/s1	VWWQXMAJTJZDQX-UYBVJOGSSA-N	785.1571345	CHEBI:57692	HMDB0001248	
BASm0002891	D-arabinose 5-phosphate	D-Arabinose 5-phosphate is an intermediate in biosynthesis of lipopolysaccharide. It is reversibly converted to D-ribulose 5-phosphate by arabinose-5-phosphate isomerase (EC 5.3.1.13).	13137-52-5	Solid		C5H9O8P		PPQRONHOSHZGFQ-WDCZJNDASA-L	228.0046014	CHEBI:57693	HMDB0011734	
BASm0002892	quercetin	Quercetin, also known as sophoretin or xanthaurine, belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Quercetin is an antioxidant, like many other phenolic heterocyclic compounds. Quercetin is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Quercetin is one of 23 flavonoids found in cannabis plants (PMID: 6991645). Quercetin is a widely distributed flavonoid found in many other plants and fruits including red grapes, citrus fruit, tomatoes, broccoli, red onions, kale, various leafy green vegetables, and a number of berries, including raspberries and cranberries.  In plants quercetin functions as a naturally occurring polar auxin transport inhibitor (PMID: 12237347). Quercetin has a bitter flavor and is used as an ingredient in dietary supplements, beverages, and foods. Quercetin itself (the aglycone), as opposed to quercetin glycosides, is not a normal dietary component. Quercitin glycosides are converted to phenolic acids as they pass through the gastrointestinal tract. In the human body quercetin functions as a non-specific protein kinase enzyme inhibitor (PMID: 15019969). It also acts as a phytoestrogen and has been reported to have estrogenic activities by activating both estrogen receptor alpha (ER alpha) and estrogen beta (ER beta) (PMID: 17724002). In human breast cancer cell lines, quercetin has been found to act as an agonist of the G protein-coupled estrogen receptor (GPER) (PMID: 15090535).  Despite these many known interactions with human proteins, quercetin has not been confirmed scientifically as a specific therapeutic for any condition nor been approved by any regulatory agency. In particular, the U.S. Food and Drug Administration has not approved any health claims for quercetin. Nevertheless, there is a clear inverse correlation between dietary consumption of flavonols and flavones and reduced incidence and mortality from cardiovascular disease and cancer. In recent years, a large amount of experimental and some clinical data have accumulated regarding the effects of flavonoids on the endothelium under physiological and pathological conditions. The meta-analysis of seven prospective cohort studies concluded that the individuals in the top third of dietary flavonol intake are associated with a reduced risk of mortality from coronary heart disease as compared with those in the bottom third, after adjustment for known risk factors and other dietary components. A limited number of intervention studies with flavonoids and flavonoid containing foods and extracts has been performed in several pathological conditions. (PMID: 17015250).	73123-10-1	1		C15H9O7		REFJWTPEDVJJIY-UHFFFAOYSA-M	301.0353762	CHEBI:57694		
BASm0002893	D-ribitol 5-phosphate					C5H11O8P		VJDOAZKNBQCAGE-LMVFSUKVSA-L	230.0202515	CHEBI:57695		
BASm0002894	deaminohydroxyblasticidin S			Expected Solid	[H]C([NH3+])(CCN(C)C(N)=N)CC(O)=N[C@@]1([H])C=C[C@@]([H])(O[C@]1([H])C(O)=O)N1C=CC(O)=NC1=O	C17H26N7O6	InChI=1S/C17H25N7O6/c1-23(16(19)20)6-4-9(18)8-12(26)21-10-2-3-13(30-14(10)15(27)28)24-7-5-11(25)22-17(24)29/h2-3,5,7,9-10,13-14H,4,6,8,18H2,1H3,(H3,19,20)(H,21,26)(H,27,28)(H,22,25,29)/p+1/t9?,10-,13+,14-/m0/s1	REIIQZAQCCFGIJ-LBLJTAPMSA-O	424.193908	CHEBI:57697		MMDBc0055887
BASm0002895	2-(acetamidomethylene)succinate			Expected Solid	[H]\C(N=C(C)[O-])=C(/CC([O-])=O)C(O)=O	C7H7NO5	InChI=1S/C7H9NO5/c1-4(9)8-3-5(7(12)13)2-6(10)11/h3H,2H2,1H3,(H,8,9)(H,10,11)(H,12,13)/p-2/b5-3-	CPBSBMPDIRRVGP-HYXAFXHYSA-L	185.0335195	CHEBI:57698		MMDBc0055199
BASm0002896	L-histidinol			solid	[H][C@@]([NH3+])(CO)CC1=CN=CN1	C6H12N3O	InChI=1S/C6H11N3O/c7-5(3-10)1-6-2-8-4-9-6/h2,4-5,10H,1,3,7H2,(H,8,9)/p+1/t5-/m0/s1	ZQISRDCJNBUVMM-YFKPBYRVSA-O	142.0974884	CHEBI:57699		
BASm0002897	2-methyl-3-oxopropanoate	(s)-methylmalonate-semialdehyde is a member of the class of compounds known as 1,3-dicarbonyl compounds. 1,3-dicarbonyl compounds are carbonyl compounds with the generic formula O=C(R)C(H)C(R')=O, where R and R' can be any group (s)-methylmalonate-semialdehyde is soluble (in water) and a weakly acidic compound (based on its pKa). (s)-methylmalonate-semialdehyde can be found in a number of food items such as oil-seed camellia, jostaberry, yellow pond-lily, and pasta, which makes (s)-methylmalonate-semialdehyde a potential biomarker for the consumption of these food products.			CC(C=O)C(=O)[O-]	C4H5O3	InChI=1S/C4H6O3/c1-3(2-5)4(6)7/h2-3H,1H3,(H,6,7)/p-1	VOKUMXABRRXHAR-UHFFFAOYSA-M	101.0244176	CHEBI:57700	HMDB0304000	
BASm0002898	5-O-(1-carboxyvinyl)-3-phosphoshikimate	5-O-(1-Carboxylatovinyl)-3-phosphonatoshikimate, also known as 5-enolpyruvyl shikimic acid-3-phosphoric acid or epsp(4-), belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. 5-O-(1-Carboxylatovinyl)-3-phosphonatoshikimate is soluble (in water) and a moderately acidic compound (based on its pKa).			O[C@H]1[C@@H](CC(=C[C@H]1OP([O-])([O-])=O)C([O-])=O)OC(=C)C([O-])=O	C10H9O10P	InChI=1S/C10H13O10P/c1-4(9(12)13)19-6-2-5(10(14)15)3-7(8(6)11)20-21(16,17)18/h3,6-8,11H,1-2H2,(H,12,13)(H,14,15)(H2,16,17,18)/p-4/t6-,7-,8+/m1/s1	QUTYKIXIUDQOLK-PRJMDXOYSA-J	319.9955278	CHEBI:57701		
BASm0002899	N-acetyl-L-phenylalanine	N-Acetyl-L-phenylalanine or N-Acetylphenylalanine, belongs to the class of organic compounds known as N-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. N-Acetyl-L-phenylalanine can also be classified as an alpha amino acid or a derivatized alpha amino acid. Technically, N-Acetyl-L-phenylalanine is a biologically available N-terminal capped form of the proteinogenic alpha amino acid L-phenylalanine. N-acetyl amino acids can be produced either via direct synthesis of specific N-acetyltransferases or via the proteolytic degradation of N-acetylated proteins by specific hydrolases. N-terminal acetylation of proteins is a widespread and highly conserved process in eukaryotes that is involved in protection and stability of proteins (PMID: 16465618).  About 85% of all human proteins and 68% of all yeast proteins are acetylated at their N-terminus (PMID: 21750686). Several proteins from prokaryotes and archaea are also modified by N-terminal acetylation. The majority of eukaryotic N-terminal-acetylation reactions occur through N-acetyltransferase enzymes or NAT’s (PMID: 30054468).  These enzymes consist of three main oligomeric complexes NatA, NatB, and NatC, which are composed of at least a unique catalytic subunit and one unique ribosomal anchor. The substrate specificities of different NAT enzymes are mainly determined by the identities of the first two N-terminal residues of the target protein. The human NatA complex co-translationally acetylates N-termini that bear a small amino acid (A, S, T, C, and occasionally V and G) (PMID: 30054468). NatA also exists in a monomeric state and can post-translationally acetylate acidic N-termini residues (D-, E-). NatB and NatC acetylate N-terminal methionine with further specificity determined by the identity of the second amino acid.  N-acetylated amino acids, such as N-acetylphenylalanine can be released by an N-acylpeptide hydrolase from peptides generated by proteolytic degradation (PMID: 16465618). In addition to the NAT enzymes and protein-based acetylation, N-acetylation of free phenylalanine can also occur. In particular, N-Acetyl-L-phenylalanine can be biosynthesized from L-phenylalanine and acetyl-CoA by the enzyme phenylalanine N-acetyltransferase (EC 2.3.1.53). N-Acetyl-L-phenylalanine is a potential uremic toxin and is considered as a hazardous amphipathic metabolite of phenylalanine (PMID: 4038506). Many N-acetylamino acids, including N-acetylphenylalanine, are classified as uremic toxins (PMID: 26317986; PMID: 20613759). Uremic toxins are a diverse group of endogenously produced molecules that, if not properly cleared or eliminated by the kidneys, can cause kidney damage, cardiovascular disease and neurological deficits (PMID: 18287557). N-Acetyl-L-phenylalanine appears in large amount in urine of patients with phenylketonuria (PKU), which is a human genetic disorder due to the lack of phenylalanine hydroxylase, the enzyme necessary to metabolize phenylalanine to tyrosine (PMID: 3473611). N-Acetyl-L-phenylalanine is a product of enzyme phenylalanine N-acetyltransferase [EC 2.3.1.53] which is found in the phenylalanine metabolism pathway. N-Acetyl-L-phenylalanine is produced for medical, feed, and nutritional applications such as in the preparation of aspartame. Afalanine (N-Acetyl-DL-phenylalanine) is also approved for use as an antidepressant.	2018-61-3	Solid	CC(=O)N[C@@H](Cc1ccccc1)C(=O)[O-]	C11H13NO3	InChI=1S/C11H13NO3/c1-8(13)12-10(11(14)15)7-9-5-3-2-4-6-9/h2-6,10H,7H2,1H3,(H,12,13)(H,14,15)/t10-/m0/s1	CBQJSKKFNMDLON-JTQLQIEISA-N	207.0895433	CHEBI:57702	HMDB0000512	
BASm0002900	2-nitrophenol	2-Nitrophenol is a phenolic compound that is used mainly to make dyes, paint coloring, rubber chemicals, and substances that kill molds. (L1661)	88-75-5	Solid	O=[N+]([O-])c1ccccc1[O-]	C6H5NO3	InChI=1S/C6H5NO3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H	IQUPABOKLQSFBK-UHFFFAOYSA-N		CHEBI:57703		
BASm0002902	UDP-N-acetyl-alpha-D-glucosamine	UDP-N-acetyl-alpha-D-glucosamine(2-) is also known as UDP-N-Acetyl-a-D-glucosamine.  UDP-N-acetyl-alpha-D-glucosamine(2-) is considered to be soluble (in water) and acidic			[H][C@]1(COP(O)(=O)OP(O)(=O)O[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])N=C(C)[O-])O[C@@]([H])(N2C=CC([O-])=NC2=O)[C@]([H])(O)[C@]1([H])O	C17H25N3O17P2	InChI=1S/C17H27N3O17P2/c1-6(22)18-10-13(26)11(24)7(4-21)35-16(10)36-39(31,32)37-38(29,30)33-5-8-12(25)14(27)15(34-8)20-3-2-9(23)19-17(20)28/h2-3,7-8,10-16,21,24-27H,4-5H2,1H3,(H,18,22)(H,29,30)(H,31,32)(H,19,23,28)/p-2/t7-,8-,10-,11-,12-,13-,14-,15-,16-/m1/s1	LFTYTUAZOPRMMI-CFRASDGPSA-L	605.0670175	CHEBI:57705	HMDB0062760	
BASm0002903	succinate semialdehyde	Succinic acid semialdehyde (or succinate semialdehyde) is an intermediate in the catabolism of gamma-aminobutyrate or GABA (PMID:16435183). It is formed from GABA by the action of GABA transaminase, which leads to the production of succinate semialdehyde and alanine. The resulting succinate semialdehyde is further oxidized by succinate semialdehyde dehydrogenase to become succinic acid, which also yields NADPH. Under certain situations, high levels of succinate semialdehyde can function as a neurotoxin and a metabotoxin. A neurotoxin is a compound that causes damage to the brain and nerve tissues. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Elevated serum levels of succinate semialdehyde are found in succinic semialdehyde dehydrogenase (SSADH) deficiency (gamma-hydroxybutyric aciduria), a rare neurometabolic disorder of gamma-aminobutyric acid (GABA) degradation. Symptoms include motor delay, hypotonia, speech delay, autistic features, seizures, and ataxia. Patients also exhibit behavioural problems such as attention deficit, hyperactivity, anxiety, or aggression (PMID:18622364). Succinate semialdehyde is considered a reactive carbonyl and may lead to increased oxidative stress. This stress is believed to contribute to the formation of free radicals in the brain tissue of animal models induced with SSADH deficiency, which further leads to secondary cell damage and death. Additionally, oxidative stress may be responsible for the loss of striatal dopamine, which may contribute to the neuropathology of SSADH deficiency.	692-29-5	Solid	O=CCCC(=O)[O-]	C4H6O3	InChI=1S/C4H6O3/c5-3-1-2-4(6)7/h3H,1-2H2,(H,6,7)	UIUJIQZEACWQSV-UHFFFAOYSA-N	102.0316941	CHEBI:57706	HMDB0001259	
BASm0002904	N(4)-benzoylagmatine	The conjugate acid of benzoylagmatine arising from protonation of the guanidino group; major species at pH 7.3.			NC(=[NH2+])NCCCCNC(=O)c1ccccc1	C12H19N4O	InChI=1S/C12H18N4O/c13-12(14)16-9-5-4-8-15-11(17)10-6-2-1-3-7-10/h1-3,6-7H,4-5,8-9H2,(H,15,17)(H4,13,14,16)/p+1	ZRBMNUPECIGKKJ-UHFFFAOYSA-O		CHEBI:57708		
BASm0002905	5,12-dihydroxanthommatin				[NH3+]C(CC(=O)c1cccc2c1Nc1c(cc(O)c3nc(C(=O)[O-])cc(O)c13)O2)C(=O)[O-]	C20H15N3O8	InChI=1S/C20H15N3O8/c21-8(19(27)28)4-10(24)7-2-1-3-13-16(7)23-18-14(31-13)6-12(26)17-15(18)11(25)5-9(22-17)20(29)30/h1-3,5-6,8,23,26H,4,21H2,(H,22,25)(H,27,28)(H,29,30)	WSRZQBTZCCBWOL-UHFFFAOYSA-N	425.0859145	CHEBI:57710		
BASm0002906	all-trans-octaprenyl diphosphate	Farnesylfarnesylgeranyl-PP is a member of the chemical class known as Tetraterpenes. These are terpene molecules containing 8 consecutively linked isoprene units. It is an intermediate in ubiquinone biosysnthesis in the reaction farnesylfarnesylgeranyl-PP + p-hydroxybenzoate = 3-octaprenyl-4-hydroxybenzoate + pyrophosphate		Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)([O-])OP(=O)([O-])[O-]	C40H65O7P2	InChI=1S/C40H68O7P2/c1-33(2)17-10-18-34(3)19-11-20-35(4)21-12-22-36(5)23-13-24-37(6)25-14-26-38(7)27-15-28-39(8)29-16-30-40(9)31-32-46-49(44,45)47-48(41,42)43/h17,19,21,23,25,27,29,31H,10-16,18,20,22,24,26,28,30,32H2,1-9H3,(H,44,45)(H2,41,42,43)/p-3/b34-19+,35-21+,36-23+,37-25+,38-27+,39-29+,40-31+	IKKLDISSULFFQO-DJMILUHSSA-K	719.4205525	CHEBI:57711		MMDBc0031701
BASm0002907	2-hydroxy-3-oxoadipate			Expected Solid	O=C([O-])CCC(=O)C(O)C(=O)[O-]	C6H6O6	InChI=1S/C6H8O6/c7-3(1-2-4(8)9)5(10)6(11)12/h5,10H,1-2H2,(H,8,9)(H,11,12)/p-2	DVIFFQAOYQDXGL-UHFFFAOYSA-L	174.0175351	CHEBI:57712		MMDBc0055234
BASm0002908	3-(2-carboxyethenyl)-cis,cis-muconate	Tricarboxylate anion of 3-(2-carboxyethenyl)-cis,cis-muconic acid; major species at pH 7.3.			O=C([O-])C=C(/C=C\C(=O)[O-])/C=C\C(=O)[O-]	C9H5O6	InChI=1S/C9H8O6/c10-7(11)3-1-6(5-9(14)15)2-4-8(12)13/h1-5H,(H,10,11)(H,12,13)(H,14,15)/p-3/b3-1-,4-2-	WKDXBDTUVVLFQV-CCAGOZQPSA-K		CHEBI:57713		
BASm0002909	O-acetyl-L-homoserine		7540-67-2	Expected Solid	CC(=O)OCC[C@H]([NH3+])C(=O)[O-]	C6H11NO4	InChI=1S/C6H11NO4/c1-4(8)11-3-2-5(7)6(9)10/h5H,2-3,7H2,1H3,(H,9,10)/t5-/m0/s1	FCXZBWSIAGGPCB-YFKPBYRVSA-N	161.0688078	CHEBI:57716		MMDBc0032931
BASm0002910	D-tryptophan	Tryptophan (Trp or W) (sold for medical use as Tryptan) is one of the 20 standard amino acids. Its distinguishing structural characteristic is its indole functional group. The D-stereoisomer is occasionally found in naturally produced peptides (e.g. contryphan, the marine venom peptide).	153-94-6	Solid	[NH3+][C@H](Cc1c[nH]c2ccccc12)C(=O)[O-]	C11H12N2O2	InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m1/s1	QIVBCDIJIAJPQS-SECBINFHSA-N	204.0898776	CHEBI:57719	HMDB0013609	
BASm0002911	alpha-D-ribose 1-phosphate	Ribose 1-phosphate is an intermediate in the metabolism of Pyrimidine and the metabolism of Nicotinate and nicotinamide. It is a substrate for Uridine phosphorylase 2, Phosphoglucomutase, Purine nucleoside phosphorylase and Uridine phosphorylase 1. Ribose 1-phosphate can be formed from guanosine through the action of purine nucleoside phosphorylase. Ribose 1-phosphate can also act as a ribose donor in the synthesis of xanthosine as catalyzed by the same enzyme (purine nucleoside phosphorylase). The presence of guanase, which irreversibly converts guanine to xanthine, affects the overall process of guanosine transformation. As a result of this purine pathway, guanosine is converted into xanthosine, thus overcoming the lack of guanosine deaminase in mammals. The activated ribose moiety in Ribose 1-phosphate which stems from the catabolism of purine nucleosides can be transferred to uracil and, in the presence of ATP, used for the synthesis of pyrimidine nucleotides; therefore, purine nucleosides can act as ribose donors for the salvage of pyrimidine bases. (PMID: 9133638).	14075-00-4	Solid	O=P([O-])([O-])O[C@H]1O[C@H](CO)[C@@H](O)[C@H]1O	C5H11O8P	InChI=1S/C5H11O8P/c6-1-2-3(7)4(8)5(12-2)13-14(9,10)11/h2-8H,1H2,(H2,9,10,11)/t2-,3-,4-,5-/m1/s1	YXJDFQJKERBOBM-TXICZTDVSA-N	230.0191538	CHEBI:57720	HMDB0001489	
BASm0002912	(S)-2,3-diaminopropanoate	2,3-Diaminopropionic acid, also known as L-2,3-diaminopropanoate or Dpr, belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. 2,3-Diaminopropionic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 2,3-Diaminopropionic acid (2,3-diaminopropionate) is a non-proteinogenic amino acid found in certain secondary metabolites, including zwittermicin A and tuberactinomycin.2,3-Diaminopropionate is formed by the pyridoxal phosphate (PLP) mediated amination of serine. 2,3-Diaminopropionic acid exists in all living organisms, ranging from bacteria to humans.	4033-39-0	Solid	N[C@@H](C[NH3+])C(=O)[O-]	C3H8N2O2	InChI=1S/C3H8N2O2/c4-1-2(5)3(6)7/h2H,1,4-5H2,(H,6,7)/t2-/m0/s1	PECYZEOJVXMISF-REOHCLBHSA-N	104.0585775	CHEBI:57721	HMDB0002006	
BASm0002913	N(2),N(5)-dibenzoyl-L-ornithine				O=C(NCCC[C@H](NC(=O)c1ccccc1)C(=O)[O-])c1ccccc1	C19H20N2O4	InChI=1S/C19H20N2O4/c22-17(14-8-3-1-4-9-14)20-13-7-12-16(19(24)25)21-18(23)15-10-5-2-6-11-15/h1-6,8-11,16H,7,12-13H2,(H,20,22)(H,21,23)(H,24,25)	NTRBNFOLBJWRAO-UHFFFAOYSA-N	340.1423071	CHEBI:57722		
BASm0002914	sucrose 6(F)-phosphate				O=P([O-])([O-])OC[C@H]1O[C@@](CO)(O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O	C12H23O14P	InChI=1S/C12H23O14P/c13-1-4-6(15)8(17)9(18)11(24-4)26-12(3-14)10(19)7(16)5(25-12)2-23-27(20,21)22/h4-11,13-19H,1-3H2,(H2,20,21,22)/t4-,5-,6-,7-,8+,9-,10+,11-,12+/m1/s1	PJTTXANTBQDXME-UGDNZRGBSA-N	422.082542	CHEBI:57723		
BASm0002915	D-proline	D-proline is an isomer of the naturally occurring amino acid, L-Proline. D-amino acids have been found in relatively high abundance in human plasma and saliva (PMID: 16480744). These amino acids may be of bacterial origin, but there is also evidence that they are endogenously produced through amino acid racemase activity (PMID: 1426150).	344-25-2	Solid	OC(=O)[C@H]1CCCN1	C5H9NO2	InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m1/s1	ONIBWKKTOPOVIA-SCSAIBSYSA-N	115.0633285	CHEBI:57726	HMDB0003411	
BASm0002916	N-formylmethanofuran			Expected Solid	[H][C@@](CCC([O-])=NCCC1=CC=C(OCC2=COC(CN=C[O-])=C2)C=C1)(N=C([O-])CC[C@]([H])(N=C([O-])CC[C@]([H])(C(O)=O)[C@@]([H])(CCC([O-])=O)C(O)=O)C(O)=O)C(O)=O	C35H39N4O16	InChI=1S/C35H44N4O16/c40-19-36-16-23-15-21(18-55-23)17-54-22-3-1-20(2-4-22)13-14-37-28(41)10-7-26(34(50)51)39-30(43)11-8-27(35(52)53)38-29(42)9-5-24(32(46)47)25(33(48)49)6-12-31(44)45/h1-4,15,18-19,24-27H,5-14,16-17H2,(H,36,40)(H,37,41)(H,38,42)(H,39,43)(H,44,45)(H,46,47)(H,48,49)(H,50,51)(H,52,53)/p-5/t24-,25+,26-,27-/m0/s1	RGBIJPWAWLXPOC-XUJYPJAKSA-I	771.2388491	CHEBI:57727		MMDBc0056149
BASm0002917	morphinone	The conjugate acid of morphinone arising from protonation of the tertiary amino group; major species at pH 7.3.			C[NH+]1CC[C@]23c4c5ccc(O)c4O[C@H]2C(=O)C=C[C@H]3[C@H]1C5	C17H18NO3	InChI=1S/C17H17NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-5,10-11,16,19H,6-8H2,1H3/p+1/t10-,11+,16-,17-/m0/s1	PFBSOANQDDTNGJ-YNHQPCIGSA-O		CHEBI:57728		
BASm0002918	3alpha-hydroxyglycyrrhetinate		10379-72-3		CC1(C)[C@H](O)CC[C@]2(C)[C@H]3C(=O)C=C4[C@@H]5C[C@@](C)(C(=O)[O-])CC[C@]5(C)CC[C@@]4(C)[C@]3(C)CC[C@@H]12	C30H46O4	InChI=1S/C30H46O4/c1-25(2)21-8-11-30(7)23(28(21,5)10-9-22(25)32)20(31)16-18-19-17-27(4,24(33)34)13-12-26(19,3)14-15-29(18,30)6/h16,19,21-23,32H,8-15,17H2,1-7H3,(H,33,34)/t19-,21-,22-,23+,26+,27+,28-,29+,30+/m0/s1	MPDGHEJMBKOTSU-IDZWEYSVSA-N		CHEBI:57729		
BASm0002919	4-nitrocatechol	2-hydroxy-4-nitrophenolate is also known as 4-Nitrocatechol or 2-Hydroxy-4-nitrobenzen-1-olic acid.  2-hydroxy-4-nitrophenolate is considered to be soluble (in water) and acidic			O=[N+]([O-])c1ccc([O-])c(O)c1	C6H5NO4	InChI=1S/C6H5NO4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H	XJNPNXSISMKQEX-UHFFFAOYSA-N	155.0218577	CHEBI:57730	HMDB0062694	
BASm0002920	(R)-3-amino-2-methylpropanoate	(R)-beta-Aminoisobutyric acid is the product of the catabolism of the pyrimidine bases uracil and thymine by the enzyme dihydropyrimidine dehydrogenase (DPD), in what constitutes the first step of the pyrimidine degradation pathway. The other product of the reaction is beta-alanine (PMID: 14705962).	2140-95-6	Solid	C[C@H](C[NH3+])C(=O)[O-]	C4H9NO2	InChI=1S/C4H9NO2/c1-3(2-5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m1/s1	QCHPKSFMDHPSNR-GSVOUGTGSA-N	103.0633285	CHEBI:57731	HMDB0002299	
BASm0002921	1D-myo-inositol 1,3,4,5,6-pentakisphosphate	myo-Inositol 1,3,4,5,6-pentakisphosphate, also known as Ins(1,3,4,5,6)P5 or inositol pentaphosphate, is an inositol polyphosphate of emerging significance in cellular signalling. Both Ins(1,3,4,5,6)P5 and its C-2 epimer scyllo-inositol pentakisphosphate (scyllo-InsP(5)) were synthesized from the same myo-inositol-based precursor (PMID: 16755629). InsP6, Ins(1,3,4,5,6)P5, and their close metabolic relatives are amongst the more abundant intracellular inositol polyphosphates. They are involved in chromatin organization, DNA maintenance, gene transcription, nuclear mRNA transport, membrane trafficking, and control of cell proliferation (PMID: 14992690).	20298-95-7	Solid	O=P([O-])([O-])O[C@@H]1[C@@H](OP(=O)([O-])[O-])[C@H](OP(=O)([O-])[O-])[C@H](O)[C@H](OP(=O)([O-])[O-])[C@H]1OP(=O)([O-])[O-]	C6H17O21P5	InChI=1S/C6H17O21P5/c7-1-2(23-28(8,9)10)4(25-30(14,15)16)6(27-32(20,21)22)5(26-31(17,18)19)3(1)24-29(11,12)13/h1-7H,(H2,8,9,10)(H2,11,12,13)(H2,14,15,16)(H2,17,18,19)(H2,20,21,22)/t1-,2+,3-,4-,5+,6+	CTPQAXVNYGZUAJ-KXXVROSKSA-N	579.8950402	CHEBI:57733	HMDB0003529	
BASm0002922	alpha-D-hexose 1-phosphate				O=P([O-])([O-])O[C@H]1O[C@H](CO)C(O)C(O)C1O	C6H13O9P	InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5-,6+/m1/s1	HXXFSFRBOHSIMQ-DVKNGEFBSA-N		CHEBI:57734		
BASm0002923	2-oxosuccinamate	This compound belongs to the family of Short-chain Keto Acids and Derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms			NC(=O)CC(=O)C(=O)[O-]	C4H5NO4	InChI=1S/C4H5NO4/c5-3(7)1-2(6)4(8)9/h1H2,(H2,5,7)(H,8,9)	ONGPAWNLFDCRJE-UHFFFAOYSA-N	131.0218577	CHEBI:57735	HMDB0060350	
BASm0002924	D-xylulose 5-phosphate	Xylulose 5-phosphate (Xu-5-P) is a metabolite of the hexose monophosphate pathway that activates protein phosphatase 2A to mediate the acute effects of carbohydrate feeding on the glycolytic pathway, as well as the coordinate long-term control of the enzymes required for fatty acid and triglyceride synthesis. Xu-5-P is the signal for the coordinated control of lipogenesis. Feeding carbohydrate causes levels of liver glucose, Glucose-6-phosphate (Glc-6-P), and Fructose-6-phosphate (Fru-6-P) to rise. Elevation of Fru-6-P leads to elevation of Xu-5-P in reactions catalyzed by the near-equilibrium isomerases of the nonoxidative portion of the hexose monophosphate pathway (ribulose 5-phosphate (Ru5P) epimerase [EC 5.1.3.1], ribose 5-phosphate (Rib5P) isomerase [EC 5.3.1.6], transaldolase [EC 2.2.1.2], and transketolase [EC 2.2.1.1]). The elevation of Xu-5-P is the coordinating signal that both acutely activates phosphofructokinase [PFK; EC 2.7.1.11] in glycolysis and promotes the action of the transcription factor carbohydrate responsive element binding protein (ChREBP) to increase transcription of the genes for the enzymes of lipogenesis, the hexose monophosphate shunt, and glycolysis, all of which are required for the de novo synthesis of fat. (PMID 12721358).	4212-65-1	Solid	O=C(CO)[C@@H](O)[C@H](O)COP(=O)([O-])[O-]	C5H11O8P	InChI=1S/C5H11O8P/c6-1-3(7)5(9)4(8)2-13-14(10,11)12/h4-6,8-9H,1-2H2,(H2,10,11,12)/t4-,5-/m1/s1	FNZLKVNUWIIPSJ-RFZPGFLSSA-N	230.0191538	CHEBI:57737	HMDB0000868	
BASm0002925	2-arylpropionate				[1*]C(C)C(=O)[O-]					CHEBI:57738		
BASm0002926	L-5-carboxymethylhydantoin	The conjugate base of L-5-carboxymethylhydantoin; major species at pH 7.3.			O=C([O-])C[C@@H]1NC(=O)NC1=O	C5H5N2O4	InChI=1S/C5H6N2O4/c8-3(9)1-2-4(10)7-5(11)6-2/h2H,1H2,(H,8,9)(H2,6,7,10,11)/p-1/t2-/m0/s1	DQQLZADYSWBCOX-REOHCLBHSA-M		CHEBI:57740		
BASm0002927	phenylethanolamine	Phenylethanolaminium is also known as 2-ammonio-1-Phenylethanol or 2-Hydroxy-2-phenylethan-1-aminium.  Phenylethanolaminium is considered to be slightly soluble (in water) and relatively neutral			[NH3+]CC(O)c1ccccc1	C8H12NO	InChI=1S/C8H11NO/c9-6-8(10)7-4-2-1-3-5-7/h1-5,8,10H,6,9H2/p+1	ULSIYEODSMZIPX-UHFFFAOYSA-O	138.0913404	CHEBI:57741	HMDB0062626	
BASm0002928	guanidinoacetate	Guanidoacetic acid (GAA), also known as guanidinoacetate or glycocyamine, belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. Guanidinoacetic acid was first prepared in 1861 by Adolph Strecker by reaction of cyanamide with glycine in aqueous solution. Manufactured guanidinoacetic acid is primarily used a feed additive approved by EFSA in poultry farming (for fattening), and pigs for fattening. Guanidoacetic acid exists naturally in all vertebrates. It is formed primarily in the kidneys by transferring the guanidine group of L-arginine to the amino acid glycine via the enzyme known as L-Arg:Gly-amidinotransferase (AGAT). In a further step, guanidinoacetate is methylated to generate creatine using S-adenosyl methionine (as the methyl donor) via the enzyme known as guanidinoacetate N-methyltransferase (GAMT). The resulting creatine is released into the bloodstream. Elevated levels of guanidoacetic acid are a characteristic of an inborn metabolic disorder known as Guanidinoacetate Methyltransferase (GAMT) Deficiency. GAMT converts guanidinoacetate to creatine and deficiency of this enzyme results in creatine depletion and accumulation of guanidinoacetate The disorder is transmitted in an autosomal recessive fashion and is localized to mutations on chromosome 19p13.3. GAMT deficiency is characterized by developmental arrest, medication-resistant epilepsy (myoclonic, generalized tonic-clonic, partial complex, atonic), severe speech impairment, progressive dystonia, dyskinesias, hypotonia, ataxia, and autistic-like behavior.	352-97-6	Solid	NC(=[NH2+])NCC(=O)[O-]	C3H7N3O2	InChI=1S/C3H7N3O2/c4-3(5)6-1-2(7)8/h1H2,(H,7,8)(H4,4,5,6)	BPMFZUMJYQTVII-UHFFFAOYSA-N	117.0538265	CHEBI:57742	HMDB0000128	MMDBc0000496
BASm0002929	L-citrulline	Citrulline, also known as Cit or δ-ureidonorvaline, belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. Citrulline has the formula H2NC(O)NH(CH2)3CH(NH2)CO2H. Citrulline exists in all living species, ranging from bacteria to humans. Within humans, citrulline participates in a number of enzymatic reactions. In particular, citrulline can be biosynthesized from carbamoyl phosphate and ornithine which is catalyzed by the enzyme ornithine carbamoyltransferase. In addition, citrulline and L-aspartic acid can be converted into argininosuccinic acid through the action of the enzyme argininosuccinate synthase. In humans, citrulline is involved in the metabolic disorder called argininemia. Citrulline has also been found to be associated with several diseases such as ulcerative colitis, rheumatoid arthritis, and citrullinemia type II. Citrulline has also been linked to several inborn metabolic disorders including argininosuccinic aciduria and fumarase deficiency. Outside of the human body, citrulline is found, on average, in the highest concentration in a few different foods such as wheats, oats, and cucumbers and in a lower concentration in swiss chards, yellow wax beans, and potato. Citrulline has also been detected, but not quantified in several different foods, such as epazotes, lotus, common buckwheats, strawberry guava, and italian sweet red peppers. Citrulline is a potentially toxic compound.  Proteins that normally contain citrulline residues include myelin basic protein (MBP), filaggrin, and several histone proteins, whereas other proteins, such as fibrin and vimentin are susceptible to citrullination during cell death and tissue inflammation.  Citrulline is also produced as a byproduct of the enzymatic production of nitric oxide from the amino acid arginine, catalyzed by nitric oxide synthase. It is also produced from arginine as a byproduct of the reaction catalyzed by NOS family (NOS; EC1.14.13.39).	372-75-8	Solid	NC(=O)NCCC[C@H]([NH3+])C(=O)[O-]	C6H13N3O3	InChI=1S/C6H13N3O3/c7-4(5(10)11)2-1-3-9-6(8)12/h4H,1-3,7H2,(H,10,11)(H3,8,9,12)/t4-/m0/s1	RHGKLRLOHDJJDR-BYPYZUCNSA-N	175.0956913	CHEBI:57743	HMDB0000904	
BASm0002930	2-O-(alpha-D-mannosyl)-3-phosphoglycerate			Expected Solid	O=C([O-])C(COP(=O)([O-])[O-])O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O	C9H14O12P	InChI=1S/C9H17O12P/c10-1-3-5(11)6(12)7(13)9(20-3)21-4(8(14)15)2-19-22(16,17)18/h3-7,9-13H,1-2H2,(H,14,15)(H2,16,17,18)/p-3/t3-,4?,5-,6+,7+,9-/m1/s1	RJDBNSZFZDWPFL-WEDYNZIRSA-K	345.0239336	CHEBI:57744		MMDBc0055262
BASm0002931	4-hydroxy-1-pyrroline-2-carboxylate	Much or all of the pyrrole-2-carboxylate (PCA) in human urine may be formed in urine from a labile precursor, presumably delta(1)-pyrroline-4-hydroxy-2-carboxylate. Normal human values for endogenous urinary PCA in 16 individuals averaged 0.51 mumol/day, with a range of 0.20-1.3 mumol and a SD of 0.31 mumol. The probable source of human PCA is free hydroxy-L-proline, as inferred from the high value for PCA in the urine of a subject with hereditary hydroxyprolinemia, and from the threeto eightfold elevation in PCA excretion by two normal subjects after a large oral load of hydroxyl-L-proline. (PMID: 4430715).	9054-77-7	Solid	O=C([O-])C1=NCC(O)C1	C5H7NO3	InChI=1S/C5H7NO3/c7-3-1-4(5(8)9)6-2-3/h3,7H,1-2H2,(H,8,9)	AOMLMYXPXUTBQH-UHFFFAOYSA-N	129.0425931	CHEBI:57745	HMDB0002234	
BASm0002932	3',5'-cyclic GMP	The conjugate base of guanosine 3',5'-cyclic phosphate arising from deprotonation of the free phosphate OH group; major species at pH 7.3.			Nc1nc2c(ncn2[C@@H]2O[C@@H]3COP(=O)([O-])O[C@H]3[C@H]2O)c(=O)[nH]1	C10H11N5O7P	InChI=1S/C10H12N5O7P/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,16H,1H2,(H,18,19)(H3,11,13,14,17)/p-1/t3-,5-,6-,9-/m1/s1	ZOOGRGPOEVQQDX-UUOKFMHZSA-M		CHEBI:57746		
BASm0002933	3-(pyrazol-1-yl)-L-alanine		2734-48-7		[NH3+][C@@H](Cn1cccn1)C(=O)[O-]	C6H9N3O2	InChI=1S/C6H9N3O2/c7-5(6(10)11)4-9-3-1-2-8-9/h1-3,5H,4,7H2,(H,10,11)	PIGOPELHGLPKLL-UHFFFAOYSA-N		CHEBI:57747		
BASm0002934	(S)-3-(imidazol-5-yl)lactate				O=C([O-])[C@@H](O)Cc1cnc[nH]1	C6H8N2O3	InChI=1S/C6H8N2O3/c9-5(6(10)11)1-4-2-7-3-8-4/h2-3,5,9H,1H2,(H,7,8)(H,10,11)	ACZFBYCNAVEFLC-UHFFFAOYSA-N	156.0534921	CHEBI:57752		
BASm0002935	vindoline	Vindoline is a chemical precursor to vinblastine.		Solid	CC[C@]12C=CC[NH+]3CC[C@@]4(c5ccc(OC)cc5N(C)[C@H]4[C@@](O)(C(=O)OC)[C@@H]1OC(C)=O)[C@@H]32	C25H32N2O6	InChI=1S/C25H32N2O6/c1-6-23-10-7-12-27-13-11-24(19(23)27)17-9-8-16(31-4)14-18(17)26(3)20(24)25(30,22(29)32-5)21(23)33-15(2)28/h7-10,14,19-21,30H,6,11-13H2,1-5H3/t19-,20+,21+,23+,24+,25-/m0/s1	CXBGOBGJHGGWIE-ACSXSLCXSA-N		CHEBI:57753		
BASm0002936	5-O-[(E)-caffeoyl]-D-quinate	A hydroxy monocarboxylic acid anion that is the conjugate base of trans-5-O-caffeoyl-D-quinic acid; major species at pH 7.3.			O=C(/C=C/c1ccc(O)c(O)c1)O[C@@H]1C[C@@](O)(C(=O)[O-])C[C@@H](O)[C@@H]1O	C16H17O9	InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/p-1/b4-2+/t11-,12-,14+,16-/m1/s1	CWVRJTMFETXNAD-NXLLHMKUSA-M		CHEBI:57754		
BASm0002937	(R)-N-methylcoclaurine	This compound belongs to the family of Benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached.			COc1cc2c(cc1O)[C@@H](Cc1ccc(O)cc1)[NH+](C)CC2	C18H21NO3	InChI=1S/C18H21NO3/c1-19-8-7-13-10-18(22-2)17(21)11-15(13)16(19)9-12-3-5-14(20)6-4-12/h3-6,10-11,16,20-21H,7-9H2,1-2H3/t16-/m0/s1	BOKVLBSSPUTWLV-INIZCTEOSA-N	299.1521435	CHEBI:57755	HMDB0060319	
BASm0002938	sphing-4-enine	Sphingosine(1+) is also known as Sphing-4-enine.  Sphingosine(1+) is considered to be practically insoluble (in water) and relatively neutral			CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H]([NH3+])CO	C18H38NO2	InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/p+1/b15-14+/t17-,18+/m0/s1	WWUZIQQURGPMPG-KRWOKUGFSA-O	300.2897059	CHEBI:57756	HMDB0062807	
BASm0002939	D-threonine	Threonine (abbreviated as Thr or T) is an alpha-amino acid. The L-isomer is one of the 22 proteinogenic amino acids, i.e., the building blocks of proteins. D-isomers are used as carbon, nitrogen, and energy source. In plants and microorganisms, threonine is synthesized from aspartic acid via a-aspartyl-semialdehyde and homoserine.	632-20-2	Solid	C[C@H](O)[C@@H]([NH3+])C(=O)[O-]	C4H9NO3	InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m0/s1	AYFVYJQAPQTCCC-STHAYSLISA-N	119.0582432	CHEBI:57757		
BASm0002940	N(3)-oxalyl-L-2,3-diaminopropanoate		5302-45-4		[NH3+][C@@H](CNC(=O)C(=O)[O-])C(=O)[O-]	C5H7N2O5	InChI=1S/C5H8N2O5/c6-2(4(9)10)1-7-3(8)5(11)12/h2H,1,6H2,(H,7,8)(H,9,10)(H,11,12)/p-1	NEEQFPMRODQIKX-UHFFFAOYSA-M	175.0360449	CHEBI:57758		
BASm0002941	3-oxoglycyrrhetinate					C30H43O4		QGWDYPREORDRIT-LPXJIFNVSA-M	467.3166834	CHEBI:57760		
BASm0002942	pyridoxamine	Pyridoxaminium(1+) is also known as Pyridoxamine or Pyridoxaminium cation.  Pyridoxaminium(1+) is considered to be soluble (in water) and acidic			CC1=C(O)C(C[NH3+])=C(CO)C=N1	C8H13N2O2	InChI=1S/C8H12N2O2/c1-5-8(12)7(2-9)6(4-11)3-10-5/h3,11-12H,2,4,9H2,1H3/p+1	NHZMQXZHNVQTQA-UHFFFAOYSA-O	169.0971541	CHEBI:57761	HMDB0062696	
BASm0002943	L-valine	Valine (Val) or L-valine is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).  Amino acids are organic compounds that contain amino (-NH2) and carboxyl (-COOH) functional groups, along with a side chain (R group) specific to each amino acid. L-valine is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Valine is found in all organisms ranging from bacteria to plants to animals. It is classified as a non-polar, uncharged (at physiological pH) aliphatic amino acid. Valine was first isolated from casein in 1901 by Hermann Emil Fischer. The name valine comes from valeric acid, which in turn is named after the plant valerian due to the presence of valine in the roots of the plant. Valine is essential in humans, meaning the body cannot synthesize it, and it must be obtained from the diet. Human dietary sources are foods that contain protein, such as meats, dairy products, soy products, beans and legumes. L-valine is a branched chain amino acid (BCAA).  The BCAAs consist of leucine, valine and isoleucine (and occasionally threonine). BCAAs are essential amino acids whose carbon structure is marked by a branch point at the beta-carbon position. BCAAs are critical to human life and are particularly involved in stress, energy and muscle metabolism. BCAA supplementation as therapy, both oral and intravenous, in human health and disease holds great promise. BCAAs have different metabolic routes, with valine going solely to carbohydrates (glucogenic), leucine solely to fats (ketogenic) and isoleucine being both a glucogenic and a ketogenic amino acid. The different metabolism accounts for different requirements for these essential amino acids in humans: 12 mg/kg, 14 mg/kg and 16 mg/kg of valine, leucine and isoleucine respectively. Like other branched-chain amino acids, the catabolism of valine starts with the removal of the amino group by transamination, giving alpha-ketoisovalerate, an alpha-keto acid, which is converted to isobutyryl-CoA through oxidative decarboxylation by the branched-chain alpha-ketoacid dehydrogenase complex. This is further oxidised and rearranged to succinyl-CoA, which can enter the citric acid cycle. Furthermore, these amino acids have different deficiency symptoms. Valine deficiency is marked by neurological defects in the brain, while isoleucine deficiency is marked by muscle tremors. Many types of inborn errors of BCAA metabolism exist, and are marked by various abnormalities. The most common form is the maple syrup urine disease, marked by a characteristic urinary odor. Other abnormalities are associated with a wide range of symptoms, such as mental retardation, ataxia, hypoglycemia, spinal muscle atrophy, rash, vomiting and excessive muscle movement. Most forms of BCAA metabolism errors are corrected by dietary restriction of BCAA and at least one form is correctable by supplementation with 10 mg of biotin daily. BCAA are decreased in patients with liver disease, such as hepatitis, hepatic coma, cirrhosis, extrahepatic biliary atresia or portacaval shunt. Valine in particular, has been established as a useful supplemental therapy to the ailing liver. Valine, like other branched-chain amino acids, is associated with insulin resistance: higher levels of valine are observed in the blood of diabetic mice, rats, and humans (PMID: 25287287). Mice fed a valine deprivation diet for one day have improved insulin sensitivity and feeding of a valine deprivation diet for one week significantly decreases blood glucose levels (PMID: 24684822). In diet-induced obese and insulin resistant mice, a diet with decreased levels of valine and the other branched-chain amino acids results in reduced adiposity and improved insulin sensitivity (PMID: 29266268). In sickle-cell disease, valine substitutes for the hydrophilic amino acid glutamic acid in hemoglobin. Because valine is hydrophobic, the hemoglobin does not fold correctly. Hypervalinemia is another example of an inborn error of metabolism involving valine.	72-18-4	Solid	CC(C)[C@H](N)C(O)=O	C5H11NO2	InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/t4-/m0/s1	KZSNJWFQEVHDMF-BYPYZUCNSA-N	117.0789786	CHEBI:57762	HMDB0000883	
BASm0002944	limonoate	The dicarboxylate anion of limonoic acid; major species at pH 7.3.			CC1(C)O[C@@H](CC(=O)[O-])[C@]2(CO)[C@H]3CC[C@@](C)([C@@H](O)c4ccoc4)[C@@]4(O[C@@H]4C(=O)[O-])[C@]3(C)C(=O)C[C@@H]12	C26H32O10	InChI=1S/C26H34O10/c1-22(2)15-9-16(28)24(4)14(25(15,12-27)17(35-22)10-18(29)30)5-7-23(3,19(31)13-6-8-34-11-13)26(24)20(36-26)21(32)33/h6,8,11,14-15,17,19-20,27,31H,5,7,9-10,12H2,1-4H3,(H,29,30)(H,32,33)/p-2/t14-,15-,17-,19-,20+,23-,24-,25+,26+/m0/s1	WOJQWDNWUNSRTA-MSGMIQHVSA-L		CHEBI:57763		
BASm0002945	1-deoxy-D-altro-heptulose 7-phosphate				CC(=O)[C@@H](O)[C@H](O)[C@H](O)[C@H](O)COP(=O)([O-])[O-]	C7H15O9P	InChI=1S/C7H15O9P/c1-3(8)5(10)7(12)6(11)4(9)2-16-17(13,14)15/h4-7,9-12H,2H2,1H3,(H2,13,14,15)	QIIZYFWCULOBMW-UHFFFAOYSA-N	274.0453691	CHEBI:57764		
BASm0002946	3-(imidazol-4-yl)-2-oxopropyl phosphate	Imidazole acetol-phosphate is involved in the histidine biosynthesis I pathway. Imidazole acetol-phosphate is created by the breakdown of D-erythro-imidazole-glycerol-phosphate into imidazole acetol-phosphate and H2O. Imidazoleglycerol-phosphate dehydratase catalyzes this reaction. Imidazole acetol-phosphate reacts with L-glutamate to produce L-histidinol-phosphate and 2-ketoglutarate. Histidinol-phosphate aminotransferase catalyzes this reaction.	99979-59-6	Solid	O=C(COP(=O)([O-])[O-])Cc1c[nH]cn1	C6H9N2O5P	InChI=1S/C6H9N2O5P/c9-6(3-13-14(10,11)12)1-5-2-7-4-8-5/h2,4H,1,3H2,(H,7,8)(H2,10,11,12)	YCFFMSOLUMRAMD-UHFFFAOYSA-N	220.0249079	CHEBI:57766	HMDB0012236	
BASm0002947	(4E,15E)-bilirubin IXalpha C8-beta-D-glucuronoside			Expected Solid	C=CC1=C(C)/C(=C\c2[nH]c(Cc3[nH]c(/C=C4/NC(=O)C(C)=C4C=C)c(C)c3CCC(=O)O[C@@H]3O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]3O)c(CCC(=O)[O-])c2C)NC1=O	C39H44N4O12	InChI=1S/C39H44N4O12/c1-7-20-19(6)36(50)43-27(20)14-25-18(5)23(10-12-31(46)54-39-34(49)32(47)33(48)35(55-39)38(52)53)29(41-25)15-28-22(9-11-30(44)45)17(4)24(40-28)13-26-16(3)21(8-2)37(51)42-26/h7-8,13-14,32-35,39-41,47-49H,1-2,9-12,15H2,3-6H3,(H,42,51)(H,43,50)(H,44,45)(H,52,53)/b26-13+,27-14-/t32-,33-,34+,35-,39+/m0/s1	ARBDURHEPGRPSR-JTCNQIQHSA-N	760.2955729	CHEBI:57767		MMDBc0049595
BASm0002948	trans-4-coumaroylshikimate	The conjugate base of 4-coumaroylshikimic acid; major species at pH 7.3.			O=C(/C=C/c1ccc(O)cc1)O[C@@H]1CC(C(=O)[O-])=C[C@@H](O)[C@H]1O	C16H15O7	InChI=1S/C16H16O7/c17-11-4-1-9(2-5-11)3-6-14(19)23-13-8-10(16(21)22)7-12(18)15(13)20/h1-7,12-13,15,17-18,20H,8H2,(H,21,22)/p-1/b6-3+/t12-,13-,15-/m1/s1	GVECSFFLZYNEBO-PDXJTRCTSA-M		CHEBI:57768		
BASm0002949	precorrin-4				CC(=O)C12N/C(=C\C3=NC(=C(CCC(=O)[O-])[C@]3(C)CC(=O)[O-])Cc3[nH]c(c(CCC(=O)[O-])c3CC(=O)[O-])CC3=NC1=C(CC(=O)[O-])[C@@]3(C)CCC(=O)[O-])[C@@H](CCC(=O)[O-])[C@]2(C)CC(=O)[O-]	C44H52N4O17	InChI=1S/C44H52N4O17/c1-20(49)44-40-25(14-37(60)61)41(2,12-11-35(56)57)30(47-40)16-27-21(5-8-32(50)51)22(13-36(58)59)26(45-27)15-28-23(6-9-33(52)53)42(3,18-38(62)63)31(46-28)17-29(48-44)24(7-10-34(54)55)43(44,4)19-39(64)65/h17,24,45,48H,5-16,18-19H2,1-4H3,(H,50,51)(H,52,53)(H,54,55)(H,56,57)(H,58,59)(H,60,61)(H,62,63)(H,64,65)/b29-17-/t24-,41-,42+,43+,44?/m1/s1	IOBDBIPWYQGVMM-VLMJWMIZSA-N	908.3327462	CHEBI:57769		
BASm0002950	(E)-caffeate			Expected Solid	O=C([O-])/C=C/c1ccc(O)c(O)c1	C9H7O4	InChI=1S/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5,10-11H,(H,12,13)/p-1/b4-2+	QAIPRVGONGVQAS-DUXPYHPUSA-M	179.0349823	CHEBI:57770		MMDBc0055015
BASm0002951	N(alpha)-acetyl-L-histidine		218084		CC(=O)N[C@@H](Cc1cnc[nH]1)C(=O)[O-]	C8H11N3O3	InChI=1S/C8H11N3O3/c1-5(12)11-7(8(13)14)2-6-3-9-4-10-6/h3-4,7H,2H2,1H3,(H,9,10)(H,11,12)(H,13,14)	KBOJOGQFRVVWBH-UHFFFAOYSA-N		CHEBI:57772		
BASm0002952	N-(carboxymethyl)-D-alanine				C[C@@H]([NH2+]CC(=O)[O-])C(=O)[O-]	C5H9NO4	InChI=1S/C5H9NO4/c1-3(5(9)10)6-2-4(7)8/h3,6H,2H2,1H3,(H,7,8)(H,9,10)	XYUPSBLFPTWJLC-UHFFFAOYSA-N	147.0531578	CHEBI:57773		
BASm0002953	2-acetolactate	2-Acetolactate is involved in the butanoate metabolism and pantothenate and CoA biosynthesis pathways.		Solid	CC(=O)C(C)(O)C(=O)[O-]	C5H8O4	InChI=1S/C5H8O4/c1-3(6)5(2,9)4(7)8/h9H,1-2H3,(H,7,8)	NMDWGEGFJUBKLB-UHFFFAOYSA-N	132.0422587	CHEBI:57774	HMDB06833	MMDBc0029753
BASm0002954	stipitatonate				O=C1OC(=O)c2c([O-])cc(=O)c(O)cc21	C9H4O6	InChI=1S/C9H4O6/c10-4-1-3-7(6(12)2-5(4)11)9(14)15-8(3)13/h1-2,12H,(H,10,11)	IECSWTFJOUGQFO-UHFFFAOYSA-N	208.0007878	CHEBI:57775		
BASm0002955	N-acetyl-alpha-D-glucosamine 1-phosphate	N-Acetyl-glucosamine 1-phosphate is an intermediate in aminosugar metabolism. It is a substrate for the enzymes phosphoglucomutase 3 [EC:5.4.2.2 and EC:5.4.2.3] and UDP-N-acteylglucosamine pyrophosphorylase 1 [EC:2.7.7.23] (KEGG). It is involved in UDP-N-acetyl-D-glucosamine biosynthesis and UDP-N-acetylgalactosamine biosynthesis (BioCyc).	6866-69-9	Solid	CC(=O)N[C@H]1[C@@H](OP(=O)([O-])[O-])O[C@H](CO)[C@@H](O)[C@@H]1O	C8H16NO9P	InChI=1S/C8H16NO9P/c1-3(11)9-5-7(13)6(12)4(2-10)17-8(5)18-19(14,15)16/h4-8,10,12-13H,2H2,1H3,(H,9,11)(H2,14,15,16)/t4-,5-,6-,7-,8?/m1/s1	FZLJPEPAYPUMMR-RTRLPJTCSA-N	301.0562676	CHEBI:57776	HMDB0001367	
BASm0002956	1,4,5,6-tetrahydro-6-oxonicotinate				O=C1CCC(C(=O)[O-])=CN1	C6H7NO3	InChI=1S/C6H7NO3/c8-5-2-1-4(3-7-5)6(9)10/h3H,1-2H2,(H,7,8)(H,9,10)	SDKCWSUZEUBWLP-UHFFFAOYSA-N	141.0425931	CHEBI:57777		
BASm0002957	tauropine				C[C@@H]([NH2+]CCS(=O)(=O)[O-])C(=O)[O-]	C5H11NO5S	InChI=1S/C5H11NO5S/c1-4(5(7)8)6-2-3-12(9,10)11/h4,6H,2-3H2,1H3,(H,7,8)(H,9,10,11)/t4-/m1/s1	VHYQDLYSULDZSO-SCSAIBSYSA-N	197.0357936	CHEBI:57779		
BASm0002958	N-methylethanolamine phosphate			Expected Solid	C[NH2+]CCOP(=O)([O-])[O-]	C3H9NO4P	InChI=1S/C3H10NO4P/c1-4-2-3-8-9(5,6)7/h4H,2-3H2,1H3,(H2,5,6,7)/p-1	HZDCAHRLLXEQFY-UHFFFAOYSA-M	154.0274684	CHEBI:57781		MMDBc0048175
BASm0002959	cortisol 21-sulfate				C[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=O)COS(=O)(=O)[O-]	C21H30O8S	InChI=1S/C21H30O8S/c1-19-7-5-13(22)9-12(19)3-4-14-15-6-8-21(25,17(24)11-29-30(26,27)28)20(15,2)10-16(23)18(14)19/h9,14-16,18,23,25H,3-8,10-11H2,1-2H3,(H,26,27,28)/t14-,15-,16-,18+,19-,20-,21-/m0/s1	JOVLCJDINAUYJW-VWUMJDOOSA-N	442.1661391	CHEBI:57782		
BASm0002960	NADPH	NADPH is the reduced form of NADP+, and NADP+ is the oxidized form of NADPH. Nicotinamide adenine dinucleotide phosphate (NADP) is a coenzyme composed of ribosylnicotinamide 5'-phosphate (NMN) coupled with a pyrophosphate linkage to 5'-phosphate adenosine 2',5'-bisphosphate. NADP serves as an electron carrier in a number of reactions, being alternately oxidized (NADP+) and reduced (NADPH). NADP is formed through the addition of a phosphate group to the 2' position of the adenosyl nucleotide through an ester linkage (Dorland, 27th ed). This extra phosphate is added by the enzyme NAD+ kinase and removed via NADP+ phosphatase. NADP is also known as TPN (triphosphopyridine nucleotide) and it is an important cofactor used in anabolic reactions in all forms of cellular life. Examples include the Calvin cycle, cholesterol synthesis, fatty acid elongation, and nucleic acid synthesis (Wikipedia).	53-57-6	Solid	NC(=O)C1=CN([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](OP(=O)([O-])[O-])[C@@H]3O)[C@@H](O)[C@H]2O)C=CC1	C21H30N7O17P3	InChI=1S/C21H30N7O17P3/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32/h1,3-4,7-8,10-11,13-16,20-21,29-31H,2,5-6H2,(H2,23,32)(H,36,37)(H,38,39)(H2,22,24,25)(H2,33,34,35)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1	ACFIXJIJDZMPPO-NNYOXOHSSA-N	745.0911021	CHEBI:57783	HMDB0000221	
BASm0002961	streptomycin 6-phosphate				C[NH2+][C@@H]1[C@H](O[C@H]2[C@H](O[C@H]3[C@H](O)[C@@H](OP(=O)([O-])[O-])[C@H](NC(N)=[NH2+])[C@@H](O)[C@@H]3NC(N)=[NH2+])O[C@@H](C)[C@]2(O)C=O)O[C@@H](CO)[C@H](O)[C@H]1O	C21H40N7O15P	InChI=1S/C21H40N7O15P/c1-5-21(35,4-30)16(42-17-9(26-2)12(33)10(31)6(3-29)40-17)18(39-5)41-14-7(27-19(22)23)11(32)8(28-20(24)25)15(13(14)34)43-44(36,37)38/h4-18,26,29,31-35H,3H2,1-2H3,(H4,22,23,27)(H4,24,25,28)(H2,36,37,38)/t5-,6-,7-,8+,9-,10-,11-,12-,13-,14+,15-,16-,17-,18-,21+/m0/s1	BWVNOTYEDMJNDA-TWBNDLJKSA-N	661.2320006	CHEBI:57787		
BASm0002962	benzyl cetraxate	The conjugate acid of benzyl cetraxate; major species at pH 7.3.			[NH3+]C[C@H]1CC[C@H](C(=O)Oc2ccc(CCC(=O)OCc3ccccc3)cc2)CC1	C24H30NO4	InChI=1S/C24H29NO4/c25-16-19-6-11-21(12-7-19)24(27)29-22-13-8-18(9-14-22)10-15-23(26)28-17-20-4-2-1-3-5-20/h1-5,8-9,13-14,19,21H,6-7,10-12,15-17,25H2/p+1/t19-,21-	LPWHBGUXJFSETQ-XUTJKUGGSA-O		CHEBI:57790		
BASm0002963	meso-2,6-diaminoheptanedioate	Meso-2,6-diaminoheptanedioate is a member of the chemical class known as Alpha Amino Acids and Derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).  This particular compound is at a branch point in lysine biosynthesis where it is either the penultimate step in lysine biosynthesis in E. coli (via diaminopimelate decarboxylase, LysA) or it can be directed towards the synthesis of peptidoglycan (via murE).	922-54-3	Expected Solid	[NH3+][C@H](CCC[C@H]([NH3+])C(=O)[O-])C(=O)[O-]	C7H14N2O4	InChI=1S/C7H14N2O4/c8-4(6(10)11)2-1-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5+	GMKMEZVLHJARHF-SYDPRGILSA-N	190.0953569	CHEBI:57791		MMDBc0031728
BASm0002964	1-deoxy-D-xylulose 5-phosphate	1-Deoxy-D-xylulose 5-phosphate is a substrate for 2,4-dienoyl-CoA reductase (mitochondrial). It has been found to be a metabolite of Escherichia and Streptomyces (PMID: 10648511; PMID: 9371765).	190079-18-6	Solid	CC(=O)[C@@H](O)[C@H](O)COP(=O)([O-])[O-]	C5H11O7P	InChI=1S/C5H11O7P/c1-3(6)5(8)4(7)2-12-13(9,10)11/h4-5,7-8H,2H2,1H3,(H2,9,10,11)/t4-,5-/m1/s1	AJPADPZSRRUGHI-RFZPGFLSSA-N	214.0242392	CHEBI:57792	HMDB0001213	
BASm0002966	dihydrostreptomycin 6-phosphate	Conjugate acid of dihydrostreptomycin 6-phosphate arising from deprotonation of the phosphate OH groups and protonation of the secondary amino and both guanidino groups; major species at pH 7.3.			C[NH2+][C@@H]1[C@H](O[C@H]2[C@H](O[C@H]3[C@H](O)[C@@H](OP(=O)([O-])[O-])[C@H](NC(N)=[NH2+])[C@@H](O)[C@@H]3NC(N)=[NH2+])O[C@@H](C)[C@]2(O)CO)O[C@@H](CO)[C@H](O)[C@H]1O	C21H43N7O15P	InChI=1S/C21H42N7O15P/c1-5-21(35,4-30)16(42-17-9(26-2)12(33)10(31)6(3-29)40-17)18(39-5)41-14-7(27-19(22)23)11(32)8(28-20(24)25)15(13(14)34)43-44(36,37)38/h5-18,26,29-35H,3-4H2,1-2H3,(H4,22,23,27)(H4,24,25,28)(H2,36,37,38)/p+1/t5-,6-,7-,8+,9-,10-,11-,12-,13-,14+,15-,16-,17-,18-,21+/m0/s1	DCRWHJGCOKPJBN-TWBNDLJKSA-O		CHEBI:57797		
BASm0002967	1D-myo-inositol 1,2,4,5,6-pentakisphosphate	Decaanion of 1D-myo-inositol 1,2,4,5,6-pentakisphosphate arising from global deprotonation of the phosphate OH groups; major species at pH 7.3.			O=P([O-])([O-])O[C@@H]1[C@@H](OP(=O)([O-])[O-])[C@H](OP(=O)([O-])[O-])[C@@H](O)[C@@H](OP(=O)([O-])[O-])[C@H]1OP(=O)([O-])[O-]	C6H7O21P5	InChI=1S/C6H17O21P5/c7-1-2(23-28(8,9)10)4(25-30(14,15)16)6(27-32(20,21)22)5(26-31(17,18)19)3(1)24-29(11,12)13/h1-7H,(H2,8,9,10)(H2,11,12,13)(H2,14,15,16)(H2,17,18,19)(H2,20,21,22)/p-10/t1-,2-,3-,4+,5-,6-/m1/s1	CTPQAXVNYGZUAJ-XCMZKKERSA-D		CHEBI:57798		
BASm0002968	chrysoeriol	Chrysoeriol, also known as 3'-O-methylluteolin, belongs to the class of organic compounds known as 3'-O-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3' atom of the flavonoid backbone. Thus, chrysoeriol is considered to be a flavonoid lipid molecule. Chrysoeriol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Chrysoeriol is a bitter-tasting compound. Outside of the human body, chrysoeriol has been detected, but not quantified in, several different foods, such as wild celeries, ryes, hard wheat, alfalfa, and triticales. This could make chrysoeriol a potential biomarker for the consumption of these foods.	491-71-4	Solid	COc1cc(-c2cc(=O)c3c(O)cc([O-])cc3o2)ccc1O	C16H12O6	InChI=1S/C16H12O6/c1-21-14-4-8(2-3-10(14)18)13-7-12(20)16-11(19)5-9(17)6-15(16)22-13/h2-7,17-19H,1H3	SCZVLDHREVKTSH-UHFFFAOYSA-N	300.0633881	CHEBI:57799	HMDB0030667	
BASm0002969	3-ADP-glycerate	Trianion of 3-ADP-glyceric acid arising from deprotonation of phosphate and carboxy groups; major species at pH 7.3.				C13H16N5O13P2		APVQTUURIRQYIT-NRJACJQQSA-K	512.0236303	CHEBI:57800		
BASm0002970	trimetaphosphate	Trimetaphosphoric acid is a polyphosphates, linear polymers in which orthophosphate residues are linked with energy-rich phosphoanhydride bonds. They are found in plants, animals, and microorganisms. (http://www.reference.md/files/C009/mC009293.html)				O9P3		AZSFNUJOCKMOGB-UHFFFAOYSA-K	236.8771633	CHEBI:57801	HMDB0059921	
BASm0002971	L-tryptophanamide	Tryptophanamide is a substrate for tryptophan aminopeptidase (EC: 3.5.1.57)and is converted to L-Tryptophan via enzymatic hydrolysis.	20696-57-5	Solid	NC(=O)[C@@H]([NH3+])Cc1c[nH]c2ccccc12	C11H13N3O	InChI=1S/C11H13N3O/c12-9(11(13)15)5-7-6-14-10-4-2-1-3-8(7)10/h1-4,6,9,14H,5,12H2,(H2,13,15)	JLSKPBDKNIXMBS-UHFFFAOYSA-N	203.1058621	CHEBI:57803	HMDB0013318	
BASm0002972	L-serine-phosphoethanolamine	L-2-Aminoethyl seryl phosphate is found in animal foods. L-2-Aminoethyl seryl phosphate is isolated from numerous animals including chicken, fish and reptile	1186-34-1	Solid	[NH3+]CCOP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-]	C5H13N2O6P	InChI=1S/C5H13N2O6P/c6-1-2-12-14(10,11)13-3-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)(H,10,11)	UQDJGEHQDNVPGU-UHFFFAOYSA-N	228.0511227	CHEBI:57804	HMDB0031950	
BASm0002973	N(2)-acetyl-L-ornithine	N2-Acetylornithine, also known as N(alpha)-acetylornithine, belongs to the class of organic compounds known as N-acyl-L-alpha-amino acids. These are N-acylated alpha-amino acids which have the L-configuration of the alpha-carbon atom. N-Acetylornithine is a minor component of the deproteinized blood plasma of human blood. Human blood plasma contains a variable amount of acetylornithine, averaging 1.1 +/- 0.4 umol/L (range 0.8-0.2 umol/L). Urine contains a very small amount of acetylornithine, approximately 1 nmol/mg creatinine (1 umol/day) (PMID:508804).	6205-08-09	Solid	CC(=O)N[C@@H](CCC[NH3+])C(=O)[O-]	C7H14N2O3	InChI=1S/C7H14N2O3/c1-5(10)9-6(7(11)12)3-2-4-8/h6H,2-4,8H2,1H3,(H,9,10)(H,11,12)/t6-/m0/s1	JRLGPAXAGHMNOL-LURJTMIESA-N	174.1004423	CHEBI:57805	HMDB0003357	
BASm0002974	xanthommatin	Conjugate base of xanthommatin having both carboxy groups deprotonated and the amino group protonated; major species at pH 7.3.			[NH3+]C(CC(=O)c1cccc2oc3cc(=O)c4nc(C(=O)[O-])cc(O)c4c-3nc12)C(=O)[O-]	C20H12N3O8	InChI=1S/C20H13N3O8/c21-8(19(27)28)4-10(24)7-2-1-3-13-16(7)23-18-14(31-13)6-12(26)17-15(18)11(25)5-9(22-17)20(29)30/h1-3,5-6,8H,4,21H2,(H,22,25)(H,27,28)(H,29,30)/p-1	QLAHWTNCEYYDRR-UHFFFAOYSA-M		CHEBI:57808		
BASm0002975	N-formyl-L-methionine	N-formyl-L-methionine is a L-methionine derivative in which one of the hydrogens attached to the nitrogen is replaced by a formyl group. It has a role as a metabolite. It is a proteinogenic amino acid, a N-formyl amino acid and a L-methionine derivative. It is a conjugate acid of a N-formyl-L-methioninate. N-Formyl-L-methionine belongs to the class of organic compounds known as methionine and derivatives. Methionine and derivatives are compounds containing methionine or a derivative thereof resulting from reaction of methionine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. N-Formyl-L-methionine is effective in the initiation of protein synthesis. The initiating methionine residue enters the ribosome as N-formylmethionyl-tRNA. This process occurs in Escherichia coli and other bacteria as well as in the mitochondria of eukaryotic cells.	4289-98-9	Solid	CSCC[C@H](NC=O)C(=O)[O-]	C6H11NO3S	InChI=1S/C6H11NO3S/c1-11-3-2-5(6(9)10)7-4-8/h4-5H,2-3H2,1H3,(H,7,8)(H,9,10)/t5-/m0/s1	PYUSHNKNPOHWEZ-YFKPBYRVSA-N	177.0459639	CHEBI:57809	HMDB0001015	
BASm0002976	sym-homospermidine	4,4'-Diaminodibutylamine is found in cereals and cereal products. 4,4'-Diaminodibutylamine is a constituent of the famine food Santalum album (sandalwood). 4,4'-Diaminodibutylamine is a flavouring	4427-76-3		[NH3+]CCCC[NH2+]CCCC[NH3+]	C8H21N3	InChI=1S/C8H21N3/c9-5-1-3-7-11-8-4-2-6-10/h11H,1-10H2	UODZHRGDSPLRMD-UHFFFAOYSA-N	159.1735477	CHEBI:57811	HMDB0031506	
BASm0002977	CMP-N-acetyl-beta-neuraminate			Expected Solid	CC(=O)N[C@H]1[C@H]([C@H](O)[C@H](O)CO)O[C@](OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(N)nc3=O)[C@H](O)[C@@H]2O)(C(=O)[O-])C[C@@H]1O	C20H29N4O16P	InChI=1S/C20H31N4O16P/c1-7(26)22-12-8(27)4-20(18(32)33,39-16(12)13(29)9(28)5-25)40-41(35,36)37-6-10-14(30)15(31)17(38-10)24-3-2-11(21)23-19(24)34/h2-3,8-10,12-17,25,27-31H,4-6H2,1H3,(H,22,26)(H,32,33)(H,35,36)(H2,21,23,34)/p-2/t8-,9+,10+,12+,13+,14+,15+,16+,17+,20+/m0/s1	TXCIAUNLDRJGJZ-BILDWYJOSA-L	612.132715	CHEBI:57812		MMDBc0054399
BASm0002978	3,5-dioxohexanoate				CC(=O)CC(=O)CC(=O)[O-]	C6H8O4	InChI=1S/C6H8O4/c1-4(7)2-5(8)3-6(9)10/h2-3H2,1H3,(H,9,10)	ILJSQTXMGCGYMG-UHFFFAOYSA-N	144.0422587	CHEBI:57814	HMDB0259137	
BASm0002979	sphinganine	Sphinganine belongs to the class of organic compounds known as 1,2-aminoalcohols. These are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom. Thus, sphinganine is considered to be a sphingoid base lipid molecule. Sphinganine is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Sphinganine exists in all living species, ranging from bacteria to humans. Within humans, sphinganine participates in a number of enzymatic reactions. In particular, sphinganine can be converted into 3-dehydrosphinganine through its interaction with the enzyme 3-ketodihydrosphingosine reductase. In addition, sphinganine can be converted into sphinganine 1-phosphate; which is catalyzed by the enzyme sphingosine kinase 2. Outside of the human body, sphinganine has been detected, but not quantified in, several different foods, such as Mexican oregano, jostaberries, winter squash, angelica, and epazotes. This could make sphinganine a potential biomarker for the consumption of these foods. Sphinganine blocks postlysosomal cholesterol transport by inhibiting low-density lipoprotein-induced esterification of cholesterol and causing unesterified cholesterol to accumulate in perinuclear vesicles. It has been suggested that endogenous sphinganine may inhibit cholesterol transport in Niemann-Pick Type C (NPC) disease (PMID: 1817037).	764-22-7	Solid	CCCCCCCCCCCCCCC[C@@H](O)[C@@H]([NH3+])CO	C18H39NO2	InChI=1S/C18H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h17-18,20-21H,2-16,19H2,1H3/t17-,18+/m0/s1	OTKJDMGTUTTYMP-ZWKOTPCHSA-N	301.2980795	CHEBI:57817	HMDB0000269	
BASm0002980	5,10-methylenetetrahydromethanopterin	This compound belongs to the family of Alkyl Glycosides. These are lipids containing a glycosyl moiety (one or several units) linked to the hydroxyl group of a fatty alcohol.			C[C@@H]1Nc2nc(N)[nH]c(=O)c2N2CN(c3ccc(C[C@H](O)[C@H](O)[C@H](O)CO[C@H]4O[C@H](COP(=O)([O-])O[C@@H](CCC(=O)[O-])C(=O)[O-])[C@@H](O)[C@H]4O)cc3)[C@H](C)[C@@H]12	C31H45N6O16P	InChI=1S/C31H45N6O16P/c1-13-22-14(2)36(12-37(22)23-27(33-13)34-31(32)35-28(23)45)16-5-3-15(4-6-16)9-17(38)24(42)18(39)10-50-30-26(44)25(43)20(52-30)11-51-54(48,49)53-19(29(46)47)7-8-21(40)41/h3-6,13-14,17-20,22,24-26,30,38-39,42-44H,7-12H2,1-2H3,(H,40,41)(H,46,47)(H,48,49)(H4,32,33,34,35,45)/t13-,14+,17-,18+,19-,20+,22+,24-,25+,26+,30-/m0/s1	GBMIGEWJAPFSQI-CAFBYHECSA-N	788.2629659	CHEBI:57818	HMDB0060401	
BASm0002981	N(6)-hydroxy-L-lysine			Expected Solid	[NH3+][C@@H](CCCCNO)C(=O)[O-]	C6H14N2O3	InChI=1S/C6H14N2O3/c7-5(6(9)10)3-1-2-4-8-11/h5,8,11H,1-4,7H2,(H,9,10)/t5-/m0/s1	FZQOIMPLZAYIKU-YFKPBYRVSA-N	162.1004423	CHEBI:57820		MMDBc0054600
BASm0002982	D-alanyl-D-alanine	The ATP-dependent carboxylate-amine/thiol ligase superfamily is known to contain enzymes catalyzing the formation of various types of peptide, one of which is d-alanyl-d-alanine.(PMID: 16030213). The glycopeptide antibiotic vancomycin acts by binding to the D-alanyl-D-alanine terminus of the cell wall precursor lipid II in the cytoplasmic membrane.(PMID: 17418637). D-alanine-D-alanine ligase from Thermotoga maritima ATCC 43589 (TmDdl) was a useful biocatalyst for synthesizing D-amino acid dipeptides.D-Alanine-D-alanine ligase (Ddl) catalyzes the biosynthesis of an essential bacterial peptidoglycan precursor D-alanyl-D-alanine and it represents an important target for development of new antibacterial drugs. (PMID: 17267218). D-Alanyl-D-alanine is a microbial metabolite.	923-16-0	Solid	C[C@@H]([NH3+])C(=O)N[C@H](C)C(=O)[O-]	C6H12N2O3	InChI=1S/C6H12N2O3/c1-3(7)5(9)8-4(2)6(10)11/h3-4H,7H2,1-2H3,(H,8,9)(H,10,11)/t3-,4-/m1/s1	DEFJQIDDEAULHB-QWWZWVQMSA-N	160.0847923	CHEBI:57822	HMDB0003459	
BASm0002983	4-CDP-2-C-methyl-D-erythritol	4-(cytidine 5'-diphospho)-2-c-methyl-D-erythritol is a member of the chemical class known as Pyrimidine Ribonucleoside Diphosphates. These are pyrimidine ribobucleotides with diphosphate group  linked to the ribose moiety.   CDP-ME is an intermediate in the mevalonate-independent pathway for isoprenoid biosynthesis in a number of prokaryotic organisms, algae, the plant plastids and the malaria parasite. (PMID 11427897) In the MEP pathway, 4-diphosphocytidyl-2-C-methyl-D-erythritol is formed from 2-C-methyl-D-erythritol 4-phosphate (MEP) and CTP in a reaction catalyzed by a 4-diphosphocytidyl-2-C-methyl-D-erythritol synthase (IspD). (PMID 17921290) Diphosphocytidyl-methylerythritol (DPCME) synthetase is involved in the mevalonate-independent pathway of isoprenoid biosynthesis, where it catalyses the formation of 4-diphosphocytidyl-2-C-methyl-D-erythritol from 2-C-methyl-D-erythritol 4-phosphate and CTP. (PMID 11468415)		Expected Solid	C[C@](O)(CO)[C@H](O)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2ccc(N)nc2=O)[C@H](O)[C@@H]1O	C14H23N3O14P2	InChI=1S/C14H25N3O14P2/c1-14(23,6-18)8(19)5-29-33(26,27)31-32(24,25)28-4-7-10(20)11(21)12(30-7)17-3-2-9(15)16-13(17)22/h2-3,7-8,10-12,18-21,23H,4-6H2,1H3,(H,24,25)(H,26,27)(H2,15,16,22)/p-2/t7-,8-,10-,11-,12-,14+/m1/s1	YFAUKWZNPVBCFF-XHIBXCGHSA-L	519.0666236	CHEBI:57823		MMDBc0030011
BASm0002984	N-carbamoyl-2-oxoglycine			Expected Solid	NC(=O)NC(=O)C(=O)[O-]	C3H3N2O4	InChI=1S/C3H4N2O4/c4-3(9)5-1(6)2(7)8/h(H,7,8)(H3,4,5,6,9)/p-1	UWBHMRBRLOJJAA-UHFFFAOYSA-M	131.0098302	CHEBI:57824		MMDBc0056143
BASm0002985	L-lombricine				NC(=[NH2+])NCCOP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-]	C6H15N4O6P	InChI=1S/C6H15N4O6P/c7-4(5(11)12)3-16-17(13,14)15-2-1-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H,13,14)(H4,8,9,10)/t4-/m1/s1	GSDBGCKBBJVPNC-SCSAIBSYSA-N	270.0729212	CHEBI:57825		
BASm0002986	6-aminohexanoate	Aminocaproic acid (marketed as Amicar) is a drug used to treat bleeding disorders. It is an antifibrinolytic agent that acts by inhibiting plasminogen activators which have fibrinolytic properties. It is a derivative of the amino acid lysine. It binds reversibly to the kringle domain of plasminogen and blocks the binding of plasminogen to fibrin and its activation to plasmin.	60-32-2	Solid	[NH3+]CCCCCC(=O)[O-]	C6H13NO2	InChI=1S/C6H13NO2/c7-5-3-1-2-4-6(8)9/h1-5,7H2,(H,8,9)	SLXKOJJOQWFEFD-UHFFFAOYSA-N	131.0946287	CHEBI:57826	HMDB0001901	
BASm0002987	D-hamamelose 2'-phosphate	Dianion of D-hamamelose 2(1)-phosphate arising from deprotonation of the phosphate OH groups; major species at pH 7.3.			O=C[C@@](O)(COP(=O)([O-])[O-])[C@H](O)[C@H](O)CO	C6H11O9P	InChI=1S/C6H13O9P/c7-1-4(9)5(10)6(11,2-8)3-15-16(12,13)14/h2,4-5,7,9-11H,1,3H2,(H2,12,13,14)/p-2/t4-,5-,6-/m1/s1	RIOZVCDMYGAYCJ-HSUXUTPPSA-L		CHEBI:57828		
BASm0002988	L-xylulose 5-phosphate	L-Ribulose 5-phosphate is a member of the chemical class known as Pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms. In Escherichia coli, RpiA catalyzes the interconversion of ribose-5-phosphate and ribulose-5-phosphate and is a key enzyme in the pentose phosphate pathway. (PMID 12182339) Interconversion of D-ribose-5-phosphate (R5P) and D-ribulose-5-phosphate is an important step in the pentose phosphate pathway. (PMID 18640127) A key player in LPS synthesis is the enzyme D-arabinose-5-phosphate isomerase (API), which catalyzes the reversible isomerization of D-ribulose-5-phosphate to D-arabinose-5-phosphate, a precursor of 3-deoxy-D-manno-octulosonate that is an essential residue of the LPS inner core. (PMID 20954237) Dihydroxybutanone phosphate synthase (DS) catalyzes a commitment step in riboflavin biosynthesis where ribulose 5-phosphate is converted to dihydroxybutanone phosphate and formate. (PMID 11053863) Ribose-5-phosphate isomerase A (RpiA) plays an important role in interconverting between ribose-5-phosphate (R5P) and ribulose-5-phosphate in the pentose phosphate pathway and the Calvin cycle. (PMID 19214439)			O=C(CO)[C@H](O)[C@@H](O)COP(=O)([O-])[O-]	C5H9O8P	InChI=1S/C5H11O8P/c6-1-3(7)5(9)4(8)2-13-14(10,11)12/h4-6,8-9H,1-2H2,(H2,10,11,12)/p-2/t4-,5+/m0/s1	FNZLKVNUWIIPSJ-CRCLSJGQSA-L	228.0046014	CHEBI:57829		
BASm0002989	cyanidin 3-O-rutinoside 5-O-beta-D-glucoside				C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3cc4c(O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)cc([O-])cc4[o+]c3-c3ccc(O)c(O)c3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O	C33H41O20	InChI=1S/C33H40O20/c1-10-21(38)24(41)27(44)31(48-10)47-9-20-23(40)26(43)29(46)33(53-20)51-18-7-13-16(49-30(18)11-2-3-14(36)15(37)4-11)5-12(35)6-17(13)50-32-28(45)25(42)22(39)19(8-34)52-32/h2-7,10,19-29,31-34,38-46H,8-9H2,1H3,(H2-,35,36,37)/p+1	DFJZNAHUOVEDQB-UHFFFAOYSA-O	757.2185701	CHEBI:57830		
BASm0002990	glycerol 1,2-cyclic phosphate	Conjugate base of glycerol 1,2-cyclic phosphate; major species at pH 7.3.			O=P1([O-])OCC(CO)O1	C3H6O5P	InChI=1S/C3H7O5P/c4-1-3-2-7-9(5,6)8-3/h3-4H,1-2H2,(H,5,6)/p-1	PXLGNXWMKNZOAA-UHFFFAOYSA-M		CHEBI:57831		
BASm0002992	N-benzoyl-4-hydroxyanthranilate				O=C(Nc1cc(O)ccc1C(=O)[O-])c1ccccc1	C14H11NO4	InChI=1S/C14H11NO4/c16-10-6-7-11(14(18)19)12(8-10)15-13(17)9-4-2-1-3-5-9/h1-8,16H,(H,15,17)(H,18,19)	OZOUTQJDMGSCPN-UHFFFAOYSA-N	257.0688078	CHEBI:57833		
BASm0002993	spermidine	Spermidine, also known as SPD, belongs to the class of organic compounds known as dialkylamines. These are organic compounds containing a dialkylamine group, characterized by two alkyl groups bonded to the amino nitrogen. Abnormal bleeding, such as bleeding spontaneously or profusely from a very minor injury can also occur. Spermidine exists in all living species, ranging from bacteria to humans. Within humans, spermidine participates in a number of enzymatic reactions. In particular, 5'-methylthioadenosine and spermidine can be biosynthesized from S-adenosylmethioninamine and putrescine by the enzyme spermidine synthase. In addition, S-adenosylmethioninamine and spermidine can be converted into 5'-methylthioadenosine and spermine through the action of the enzyme spermine synthase. In humans, spermidine is involved in spermidine and spermine biosynthesis. Outside of the human body, spermidine is found, on average, in the highest concentration within cow milk and oats. Spermidine has also been detected, but not quantified in several different foods, such as common chokecherries, watercress, agars, strawberry guava, and bog bilberries. This could make spermidine a potential biomarker for the consumption of these foods. Spermidine is consideres as an uremic toxine. Increased levels of uremic toxins can stimulate the production of reactive oxygen species. Chronic exposure to uremic toxins can lead to a number of conditions including renal damage, chronic kidney disease and cardiovascular disease. As a uremic toxin, this compound can cause uremic syndrome. Uremic toxins such as spermidine are actively transported into the kidneys via organic ion transporters (especially OAT3).	124-20-9	Solid	[NH3+]CCCC[NH2+]CCC[NH3+]	C7H19N3	InChI=1S/C7H19N3/c8-4-1-2-6-10-7-3-5-9/h10H,1-9H2	ATHGHQPFGPMSJY-UHFFFAOYSA-N	145.1578976	CHEBI:57834	HMDB0001257	
BASm0002994	glutathionylspermidine	Glutathionylspermidine is a member of the chemical class known as Alpha Amino Acids and Derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Glutathionylspermidine (Gsp) is a metabolite common to Escherichia coli and protozoal parasites of the Trypanosoma family. (PMID 9398217) Glutathionylspermidine is an intermediate formed in the biosynthesis of trypanothione, an essential metabolite in defence against chemical and oxidative stress in the Kinetoplastida. (PMID 18959765) Glutathionylspermidine is formed as end product and the enzyme lacks TryS activity. (PMID 12049631)	33932-35-3	Expected Solid		C17H36N6O5S		NEDQLXHBVHSKNV-STQMWFEESA-P	436.2456923	CHEBI:57835		MMDBc0030065
BASm0002996	N-phosphotaurocyamine	Dianion of N-phosphotaurocyamine arising from deprotonation of phosphoramidate and sulfonate OH groups and protonation of the guanidino group; major species at pH 7.3.			[NH2+]=C(NCCS(=O)(=O)[O-])NP(=O)([O-])[O-]	C3H8N3O6PS	InChI=1S/C3H10N3O6PS/c4-3(6-13(7,8)9)5-1-2-14(10,11)12/h1-2H2,(H,10,11,12)(H5,4,5,6,7,8,9)/p-2	JOYGYOHHMWVUFM-UHFFFAOYSA-L		CHEBI:57838		
BASm0002997	3-dehydro-2-deoxy-D-gluconate	3-Dehydro-2-deoxy-D-gluconate is an intermediate in pectin degradation and is involved in carbohydrate metabolism as well as pentose and glucuronate interconversions.  It is a substrate for the enzyme 2-dehydro-3-deoxy-D-gluconate 5-dehydrogenase.  This enzyme catalyzes the reduction of 2,5-diketo-3-deoxygluconate (DKII or 4,6-dihydroxy-2,5-dioxohexanoate) into 2-keto-3-deoxygluconate (KDG or 2-dehydro-3-deoxygluconate) with a concomitant oxidation of NADH			O=C([O-])CC(=O)[C@H](O)[C@H](O)CO	C6H10O6	InChI=1S/C6H10O6/c7-2-4(9)6(12)3(8)1-5(10)11/h4,6-7,9,12H,1-2H2,(H,10,11)	CNLFCQPCBQQMHK-UHFFFAOYSA-N	178.0477381	CHEBI:57839		
BASm0002998	methylguanidine	Methylguanidine (MG) is a guanidine in which one of the amino hydrogens of guanidine itself is substituted by a methyl group.  Methylguanidine is a guanidine compound deriving from protein catabolism. It is also a product of putrefaction. Methylguanidine has a role as a metabolite, an EC 1.14.13.39 (nitric oxide synthase) inhibitor and as a uremic toxin. It has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID:22626821). It accumulates in renal failure, however it also exhibits anti-inflammatory effects. Methylguanidine is synthesized from creatinine concomitant with the synthesis of hydrogen peroxide from endogenous substrates in peroxisomes. Recent evidence suggests that methylguanidine significantly inhibits iNOS activity and TNF- release. This means that methylguandine can attenuate the degree of inflammation and tissue damage associated with endotoxic shock.	471-29-4	Solid	CNC(N)=N	C2H7N3	InChI=1S/C2H7N3/c1-5-2(3)4/h1H3,(H4,3,4,5)	CHJJGSNFBQVOTG-UHFFFAOYSA-N	73.06399724	CHEBI:57840	HMDB0001522	
BASm0002999	4-amino-2-methyl-5-(diphosphooxymethyl)pyrimidine	2-methyl-4-amino-5-hydroxymethylpyrimidine diphosphate, also known as hmp-pp or 4-amino-5-hydroxymethyl-2-methylpyrimidine-pp, is a member of the class of compounds known as organic pyrophosphates. Organic pyrophosphates are organic compounds containing the pyrophosphate oxoanion, with the structure OP([O-])(=O)OP(O)([O-])=O. 2-methyl-4-amino-5-hydroxymethylpyrimidine diphosphate is soluble (in water) and a moderately acidic compound (based on its pKa). 2-methyl-4-amino-5-hydroxymethylpyrimidine diphosphate can be found in a number of food items such as purple laver, japanese pumpkin, parsnip, and cloves, which makes 2-methyl-4-amino-5-hydroxymethylpyrimidine diphosphate a potential biomarker for the consumption of these food products. 2-methyl-4-amino-5-hydroxymethylpyrimidine diphosphate may be a unique E.coli metabolite.			Cc1ncc(COP(=O)([O-])OP(=O)([O-])[O-])c(N)n1	C6H8N3O7P2	InChI=1S/C6H11N3O7P2/c1-4-8-2-5(6(7)9-4)3-15-18(13,14)16-17(10,11)12/h2H,3H2,1H3,(H,13,14)(H2,7,8,9)(H2,10,11,12)/p-3	AGQJQCFEPUVXNK-UHFFFAOYSA-K	295.9853943	CHEBI:57841	HMDB0304168	
BASm0003000	vitexin 2''-O-beta-D-glucoside	2"-O-Glucopyranosylvitexin, belongs to the class of organic compounds known as flavonoid 8-O-glycosides. Flavonoid 8-O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to 8-position of a 2-phenylchromen-4-one flavonoid backbone. 2"-O-Glucopyranosylvitexin is a glucopyranose derivative of the flavonoid known as vitexin. Vitexin is an apigenin flavone glucoside which is found in the passion flower, chaste tree or chasteberry, bamboo leaves, pearl millet and in Hawthorn.  2"-O-Glucopyranosylvitexin was first isolated and identified as a cannabis constituent in 1976 and the structure was described as 2"-O-Glucopyranosylvitexin in 1978 (https://doi.org/10.1111/j.1095-8339.1979.tb01517.x). Vitexin and its derivatives exhibit anti-inflammatory, anti-histamic, anti-cancer and antibradykinin activities among a broad range of other biological activities including antioxidant properties (PMID: 29407975).		1	O=c1cc(-c2ccc(O)cc2)oc2c([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c([O-])cc(O)c12	C27H30O15	InChI=1S/C27H30O15/c28-7-15-20(35)22(37)26(42-27-23(38)21(36)19(34)16(8-29)41-27)25(40-15)18-12(32)5-11(31)17-13(33)6-14(39-24(17)18)9-1-3-10(30)4-2-9/h1-6,15-16,19-23,25-32,34-38H,7-8H2/t15-,16+,19+,20+,21-,22-,23+,25+,26-,27+/m0/s1	FYTOTHFWELWOCG-FIPOCJBLSA-N	594.1585	CHEBI:57842		
BASm0003001	L-selenocysteine	Selenocysteine is an amino acid that is present in several enzymes (for example glutathione peroxidases, tetraiodothyronine 5' deiodinases, thioredoxin reductases, formate dehydrogenases, glycine reductases and some hydrogenases). Selenocysteine has a structure similar to cysteine, but with an atom of selenium taking the place of the usual sulfur. Proteins that include a selenocysteine residue are called selenoproteins (Wikipedia). Selenocysteine is a naturally occurring amino acid in both eukaryotic and prokaryotic organisms. It is found in tRNAs and in the catalytic site of some enzymes. The genes for glutathione peroxidase and formate dehydrogenase contain the TGA codon, which codes for this amino acid (Pubchem).	3614-08-02	Solid	[NH3+][C@@H](C[SeH])C(=O)[O-]	C3H7NO2Se	InChI=1S/C3H7NO2Se/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m0/s1	ZKZBPNGNEQAJSX-REOHCLBHSA-N	168.9642003	CHEBI:57843	HMDB0003288	
BASm0003002	L-methionine	Methionine (Met), also known as L-methionine, is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).  Amino acids are organic compounds that contain amino (-NH2) and carboxyl (-COOH) functional groups, along with a side chain (R group) specific to each amino acid. Methionine is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Methionine is found in all organisms ranging from bacteria to plants to animals.  It is classified as an aliphatic, non-polar amino acid. Methionine is an essential amino acid (there are 9 essential amino acids), meaning the body cannot synthesize it, and it must be obtained from the diet. It is required for normal growth and development of humans, other mammals, and avian species. In addition to being a substrate for protein synthesis, methionine is an intermediate in transmethylation reactions, serving as the major methyl group donor in vivo, including the methyl groups for DNA and RNA intermediates. Methionine is a methyl acceptor for 5-methyltetrahydrofolate-homocysteine methyltransferase (methionine synthase), the only reaction that allows for the recycling of this form of folate, and is also a methyl acceptor for the catabolism of betaine. Methionine is the metabolic precursor for cysteine. Only the sulfur atom from methionine is transferred to cysteine; the carbon skeleton of cysteine is donated by serine (PMID: 16702340). There is a general consensus concerning normal sulfur amino acid (SAA) requirements. WHO recommendations amount to 13 mg/kg per 24 h in healthy adults. This amount is roughly doubled in artificial nutrition regimens. In disease or after trauma, requirements may be altered for methionine, cysteine, and taurine. Although in specific cases of congenital enzyme deficiency, prematurity, or diminished liver function, hypermethioninemia or hyperhomocysteinemia may occur, SAA supplementation can be considered safe in amounts exceeding 2-3 times the minimum recommended daily intake. Apart from some very specific indications (e.g. acetaminophen poisoning) the usefulness of SAA supplementation is not yet established (PMID: 16702341). Methionine is known to exacerbate psychopathological symptoms in schizophrenic patients, but there is no evidence of similar effects in healthy subjects. The role of methionine as a precursor of homocysteine is the most notable cause for concern. Acute doses of methionine can lead to acute increases in plasma homocysteine, which can be used as an index of the susceptibility to cardiovascular disease. Sufficiently high doses of methionine can actually result in death. Longer-term studies in adults have indicated no adverse consequences of moderate fluctuations in dietary methionine intake, but intakes higher than 5 times the normal amount resulted in elevated homocysteine levels. These effects of methionine on homocysteine and vascular function are moderated by supplements of vitamins B-6, B-12, C, and folic acid (PMID: 16702346). When present in sufficiently high levels, methionine can act as an atherogen and a metabotoxin. An atherogen is a compound that when present at chronically high levels causes atherosclerosis and cardiovascular disease. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of methionine are associated with at least ten inborn errors of metabolism, including cystathionine beta-synthase deficiency, glycine N-methyltransferase deficiency, homocystinuria, tyrosinemia, galactosemia, homocystinuria-megaloblastic anemia due to defects in cobalamin metabolism, methionine adenosyltransferase deficiency, methylenetetrahydrofolate reductase deficiency, and S-adenosylhomocysteine (SAH) hydrolase deficiency. Chronically elevated levels of methionine in infants can lead to intellectual disability and other neurological problems, delays in motor skills, sluggishness, muscle weakness, and liver problems. Many individuals with these metabolic disorders tend to develop cardiovascular disease later in life. Studies on feeding rodents high levels of methionine have shown that methionine promotes atherosclerotic plaques independently of homocysteine levels (PMID: 26647293). A similar study in Finnish men showed the same effect (PMID: 16487911).	63-68-3	Solid	CSCC[C@H]([NH3+])C(=O)[O-]	C5H11NO2S	InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1	FFEARJCKVFRZRR-BYPYZUCNSA-N	149.0510493	CHEBI:57844	HMDB0000696	
BASm0003003	hydroxymethylbilane	Hydroxymethylbilane is a molecule involved in the metabolism of porphyrin. In the third step, it is generated by the enzyme porphobilinogen deaminase , and in the next step the enzyme uroporphyrinogen III synthase converts it into uroporphyrinogen III. -- Wikipedia.	71861-60-4	Solid	O=C([O-])CCc1c[nH]c(Cc2[nH]c(Cc3[nH]c(Cc4[nH]c(CO)c(CC(=O)[O-])c4CCC(=O)[O-])c(CC(=O)[O-])c3CCC(=O)[O-])c(CC(=O)[O-])c2CCC(=O)[O-])c1CC(=O)[O-]	C40H46N4O17	InChI=1S/C40H46N4O17/c45-17-32-25(12-40(60)61)21(4-8-36(52)53)29(44-32)15-31-24(11-39(58)59)20(3-7-35(50)51)28(43-31)14-30-23(10-38(56)57)19(2-6-34(48)49)27(42-30)13-26-22(9-37(54)55)18(16-41-26)1-5-33(46)47/h16,41-45H,1-15,17H2,(H,46,47)(H,48,49)(H,50,51)(H,52,53)(H,54,55)(H,56,57)(H,58,59)(H,60,61)	WDFJYRZCZIUBPR-UHFFFAOYSA-N	854.2857961	CHEBI:57845	HMDB0001137	
BASm0003004	L-fuculose 1-phosphate	L-fuculose 1-phosphate is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose.  Collectively, the data suggest that L-fuculose-1-phosphate plays a role in the regulation of ribose usage as a carbon source by E.  Collectively, the data suggest that L-fuculose-1-phosphate plays a role in the regulation of ribose usage as a carbon source by E.  Collectively, the data suggest that L-fuculose-1-phosphate plays a role in the regulation of ribose usage as a carbon source by E. (PMID 17709419)	92418-41-2		C[C@H](O)[C@@H](O)[C@@H](O)C(=O)COP(=O)([O-])[O-]	C6H11O8P	InChI=1S/C6H13O8P/c1-3(7)5(9)6(10)4(8)2-14-15(11,12)13/h3,5-7,9-10H,2H2,1H3,(H2,11,12,13)/p-2	KNYGWWDTPGSEPD-UHFFFAOYSA-L	242.0202515	CHEBI:57846		
BASm0003005	1,4-diguanidinobutane				NC(=[NH2+])NCCCCNC(N)=[NH2+]	C6H16N6	InChI=1S/C6H16N6/c7-5(8)11-3-1-2-4-12-6(9)10/h1-4H2,(H4,7,8,11)(H4,9,10,12)	HGMDNMBBCKDWTQ-UHFFFAOYSA-N	172.1436445	CHEBI:57848		
BASm0003006	(R)-4-dehydropantoate	Conjugate base of (R)-4-dehydropantoic acid; major species at pH 7.3.			CC(C)(C=O)[C@@H](O)C(=O)[O-]	C6H9O4	InChI=1S/C6H10O4/c1-6(2,3-7)4(8)5(9)10/h3-4,8H,1-2H3,(H,9,10)/p-1/t4-/m0/s1	HVMPYIKTQSOMHA-BYPYZUCNSA-M		CHEBI:57849		
BASm0003007	4-deoxy-beta-D-gluc-4-enuronosyl-(1->3)-N-acetyl-D-galactosamine		9007-27-6		CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O[C@@H]1OC(C(=O)[O-])=C[C@H](O)[C@H]1O	C14H21NO11	InChI=1S/C14H21NO11/c1-4(17)15-8-11(10(20)7(3-16)24-13(8)23)26-14-9(19)5(18)2-6(25-14)12(21)22/h2,5,7-11,13-14,16,18-20,23H,3H2,1H3,(H,15,17)(H,21,22)/t5-,7-,8+,9-,10+,11-,13-,14?/m1/s1	DLGJWSVWTWEWBJ-HGGSSLSASA-N		CHEBI:57850		
BASm0003008	tropinone				C[NH+]1[C@@H]2CC[C@H]1CC(=O)C2	C8H13NO		QQXLDOJGLXJCSE-KNVOCYPGNA-N	139.099714	CHEBI:57851		
BASm0003009	hypotaurine	Hypotaurine belongs to the class of organic compounds known as sulfinic acids. Sulfinic acids are compounds containing a sulfinic acid functional group, with the general structure RS(=O)OH (R = organyl, not H). Hypotaurine exists in all living species, ranging from bacteria to humans. Within humans, hypotaurine participates in a number of enzymatic reactions. In particular, hypotaurine can be biosynthesized from cysteamine; which is catalyzed by the enzyme 2-aminoethanethiol dioxygenase. In addition, hypotaurine can be biosynthesized from 3-sulfinoalanine through its interaction with the enzyme cysteine sulfinic acid decarboxylase. In humans, hypotaurine is involved in taurine and hypotaurine metabolism.	300-84-5	Solid	[NH3+]CCS(=O)[O-]	C2H7NO2S	InChI=1S/C2H7NO2S/c3-1-2-6(4)5/h1-3H2,(H,4,5)	VVIUBCNYACGLLV-UHFFFAOYSA-N	109.0197492	CHEBI:57853	HMDB0000965	
BASm0003010	4-guanidinobutanal				NC(=[NH2+])NCCCC=O	C5H11N3O	InChI=1S/C5H11N3O/c6-5(7)8-3-1-2-4-9/h4H,1-3H2,(H4,6,7,8)	VCOFTLCIPLEZKE-UHFFFAOYSA-N	129.090212	CHEBI:57854		
BASm0003011	S-adenosyl-L-homocysteine	S-Adenosyl-L-homocysteine (SAH) is formed by the demethylation of S-adenosyl-L-methionine. S-Adenosylhomocysteine (AdoHcy or SAH) is also the immediate precursor of all of the homocysteine produced in the body. The reaction is catalyzed by S-adenosylhomocysteine hydrolase and is reversible with the equilibrium favoring formation of SAH. In vivo, the reaction is driven in the direction of homocysteine formation by the action of the enzyme adenosine deaminase which converts the second product of the S-adenosylhomocysteine hydrolase reaction, adenosine, to inosine. Except for methyl transfer from betaine and from methylcobalamin in the methionine synthase reaction, SAH is the product of all methylation reactions that involve S-adenosylmethionine (SAM) as the methyl donor. Methylation is significant in epigenetic regulation of protein expression via DNA and histone methylation. The inhibition of these SAM-mediated processes by SAH is a proven mechanism for metabolic alteration. Because the conversion of SAH to homocysteine is reversible, with the equilibrium favoring the formation of SAH, increases in plasma homocysteine are accompanied by an elevation of SAH in most cases. Disturbances in the transmethylation pathway indicated by abnormal SAH, SAM, or their ratio have been reported in many neurodegenerative diseases, such as dementia, depression, and Parkinson's disease (PMID:18065573, 17892439). Therefore, when present in sufficiently high levels, S-adenosylhomocysteine can act as an immunotoxin and a metabotoxin. An immunotoxin disrupts, limits the function, or destroys immune cells. A metabotoxin is an endogenous metabolite that causes adverse health effects at chronically high levels. Chronically high levels of S-adenosylhomocysteine are associated with S-adenosylhomocysteine (SAH) hydrolase deficiency and adenosine deaminase deficiency. S-Adenosylhomocysteine forms when there are elevated levels of homocysteine and adenosine. S-Adenosyl-L-homocysteine is a potent inhibitor of S-adenosyl-L-methionine-dependent methylation reactions. It is toxic to immature lymphocytes and can lead to immunosuppression (PMID:221926).	979-92-0	Solid	N[C@@H](CCSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N)C(O)=O	C14H20N6O5S	InChI=1S/C14H20N6O5S/c15-6(14(23)24)1-2-26-3-7-9(21)10(22)13(25-7)20-5-19-8-11(16)17-4-18-12(8)20/h4-7,9-10,13,21-22H,1-3,15H2,(H,23,24)(H2,16,17,18)/t6-,7+,9+,10+,13+/m0/s1	ZJUKTBDSGOFHSH-WFMPWKQPSA-N	384.1215885	CHEBI:57856	HMDB0000939	
BASm0003012	N-acetyl-beta-alanine	N-Acetyl-beta-alanine, also known as 3-(acetylamino)propanoate, belongs to the class of organic compounds known as carboxylic acids. Carboxylic acids are compounds containing a carboxylic acid group with the formula -C(=O)OH. N-Acetyl-beta-alanine is the N-acetyl derivative of beta-alanine. It is therefore also classified as an N-acetyl-amino acid and a beta-alanine derivative. It is a substrate for the enzyme called N-acetyl-beta-alanine deacetylase, which converts N-acetyl-beta-alanine into acetate and beta alanine (https://doi.org/10.1016/0005-2744(68)90220-9). N-Acetyl-beta-alanine has also been found in coffee (PMID: 31582163). It appears that N-Acetyl-beta-alanine exists in all living organisms, ranging from bacteria to plants to humans.	3025-95-4		CC(=O)NCCC(=O)[O-]	C5H9NO3	InChI=1S/C5H9NO3/c1-4(7)6-3-2-5(8)9/h2-3H2,1H3,(H,6,7)(H,8,9)	LJLLAWRMBZNPMO-UHFFFAOYSA-N	131.0582432	CHEBI:57857	HMDB0061880	
BASm0003013	atropine			Expected Solid	C[NH+]1[C@@H]2CC[C@H]1C[C@@H](OC(=O)C(CO)c1ccccc1)C2	C17H24NO3	InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/p+1/t13-,14+,15+,16?	RKUNBYITZUJHSG-SPUOUPEWSA-O	290.1750701	CHEBI:57858		MMDBc0055739
BASm0003014	5-(3-carboxy-3-oxoprop-1-en-1-yl)-4,6-dihydroxypyridine-2-carboxylate				O=C([O-])C(=O)C=Cc1c(O)cc(C(=O)[O-])nc1O	C10H7NO7	InChI=1S/C10H7NO7/c12-6(10(17)18)2-1-4-7(13)3-5(9(15)16)11-8(4)14/h1-3H,(H,15,16)(H,17,18)(H2,11,13,14)/b2-1-	ATWKTZAAIUROID-UPHRSURJSA-N	253.0222516	CHEBI:57859		
BASm0003015	UMP	Uridine 5'-monophosphate (UMP), also known as uridylic acid or uridylate, belongs to the class of organic compounds known as pyrimidine ribonucleoside monophosphates. These are pyrimidine ribobucleotides with monophosphate group linked to the ribose moiety. UMP consists of a phosphate group, a pentose sugar ribose, and the nucleobase uracil; hence, it is a ribonucleotide monophosphate. Uridine 5'-monophosphate exists in all living species, ranging from bacteria to plants to humans. UMP is a nucleotide that is primarily used as a monomer in RNA biosynthesis. Uridine monophosphate is formed from Orotidine 5'-monophosphate (orotidylic acid) in a decarboxylation reaction catalyzed by the enzyme orotidylate decarboxylase. Within humans, uridine 5'-monophosphate participates in a number of enzymatic reactions. In particular, uridine 5'-monophosphate can be converted into uridine 5'-diphosphate through the action of the enzyme UMP-CMP kinase. In addition, uridine 5'-monophosphate can be biosynthesized from uridine 5'-diphosphate through its interaction with the enzyme soluble calcium-activated nucleotidase 1. In brain research studies, uridine monophosphate has been used as a convenient delivery compound for uridine.  Uridine is present in many foods, mainly in the form of RNA. Non-phosphorylated uridine is not bioavailable beyond first-pass metabolism. In a study, gerbils fed a combination of uridine monophosphate, choline, and docosahexaenoic acid (DHA) were found to have significantly improved performance in running mazes over those not fed the supplements, implying an increase in cognitive function (PMID: 18606862).	58-97-9	Solid	O=c1ccn([C@@H]2O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]2O)c(=O)[nH]1	C9H13N2O9P	InChI=1S/C9H13N2O9P/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1	DJJCXFVJDGTHFX-XVFCMESISA-N	324.0358665	CHEBI:57865	HMDB0000288	
BASm0003016	3-(methylsulfanyl)propanamine		4104-45-4		CSCCC[NH3+]	C4H11NS	InChI=1S/C4H11NS/c1-6-4-2-3-5/h2-5H2,1H3	KKYSBGWCYXYOHA-UHFFFAOYSA-N		CHEBI:57866		
BASm0003018	N-sulfo-D-glucosamine	N-Sulfo-D-glucosamine is a structurally altered form of N-acetyl-D-glucosamine (a polysaccharide found in animal tissues) by heparan sulfate N-deacetylase /N-sulfotransferase enzymes.	909257-48-3	Solid	O=S(=O)([O-])N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O	C6H13NO8S	InChI=1S/C6H13NO8S/c8-1-2-4(9)5(10)3(6(11)15-2)7-16(12,13)14/h2-11H,1H2,(H,12,13,14)/t2-,3-,4-,5-,6-/m1/s1	PRDZVHCOEWJPOB-QZABAPFNSA-N	259.0361871	CHEBI:57868	HMDB0001481	
BASm0003019	6-aminopenicillanate	6-Aminopenicillanic acid is a metabolite of penicillin v; penicillin g.			CC1(C)S[C@@H]2[C@H]([NH3+])C(=O)N2[C@H]1C(=O)[O-]	C8H12N2O3S	InChI=1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1	NGHVIOIJCVXTGV-ALEPSDHESA-N	216.056863	CHEBI:57869	HMDB0060618	
BASm0003020	D-ribulose 1,5-bisphosphate				O=C(COP(=O)([O-])[O-])[C@H](O)[C@H](O)COP(=O)([O-])[O-]	C5H12O11P2	InChI=1S/C5H12O11P2/c6-3(1-15-17(9,10)11)5(8)4(7)2-16-18(12,13)14/h3,5-6,8H,1-2H2,(H2,9,10,11)(H2,12,13,14)/t3-,5-/m1/s1	YAHZABJORDUQGO-NQXXGFSBSA-N		CHEBI:57870		
BASm0003021	codeine	In the United States, codeine is regulated by the Controlled Substances Act. It is a Schedule II controlled substance for pain-relief products containing codeine alone. In combination with aspirin or acetaminophen (paracetamol/tylenol) it is listed as Schedule III. Codeine is also available outside the United States as an over-the-counter drug (Schedule V) in liquid cough-relief formulations. Internationally, codeine is a Schedule II drug under the Single Convention on Narcotic Drugs. In the United Kingdom, codeine is regulated by the Misuse of Drugs Act 1971; it is a Class B Drug, except for concentrations of less than 8mg when combined with paracetamol - or 12.5mg when combined with ibuprofen - which are available in many over the counter preparations. it is a Class B Drug, except for concentrations of less than 8mg when combined with paracetamol - or 12.5mg when combined with ibuprofen - which are available in many over the counter preparations. An opioid analgesic related to morphine but with less potent analgesic properties and mild sedative effects. It also acts centrally to suppress cough. Codeine or methylmorphine is an opiate used for its analgesic, antitussive and antidiarrheal properties. It is marketed as the salts codeine sulfate and codeine phosphate. Codeine hydrochloride is more commonly marketed in contintental Europe and other regions. Codeine is an alkaloid found in opium in concentrations ranging from 0.3 to 3.0 percent. While codeine can be extracted from opium, most codeine is synthesized from morphine through the process of O-methylation. In the United Kingdom, codeine is regulated by the Misuse of Drugs Act 1971; Codeine or methylmorphine is an opiate used for its analgesic, antitussive and antidiarrheal properties. It is marketed as the salts codeine sulfate and codeine phosphate. Codeine hydrochloride is more commonly marketed in contintental Europe and other regions. Codeine is an alkaloid found in opium in concentrations ranging from 0.3 to 3.0 percent. While codeine can be extracted from opium, most codeine is synthesized from morphine through the process of O-methylation. Theoretically, a dose of approximately 200 mg (oral) of codeine must be administered to give equivalent analgesia to 30 mg (oral) of morphine (Rossi, 2004). It is not used, however, in single doses of greater than 60mg (and no more than 240 mg in 24 hours) since there is a ceiling effect. [PubChem]Opiate receptors are coupled with G-protein receptors and function as both positive and negative regulators of synaptic transmission via G-proteins that activate effector proteins. Binding of the opiate stimulates the exchange of GTP for GDP on the G-protein complex. As the effector system is adenylate cyclase and cAMP located at the inner surface of the plasma membrane, opioids decrease intracellular cAMP by inhibiting adenylate cyclase. Subsequently, the release of nociceptive neurotransmitters such as substance P, GABA, dopamine, acetylcholine and noradrenaline is inhibited. Opioids also inhibit the release of vasopressin, somatostatin, insulin and glucagon. Codeine's analgesic activity is, most likely, due to its conversion to morphine. Opioids close N-type voltage-operated calcium channels (OP2-receptor agonist) and open calcium-dependent inwardly rectifying potassium channels (OP3 and OP1 receptor agonist). This results in hyperpolarization and reduced neuronal excitability.	76-57-3	Solid	COc1ccc2c3c1O[C@H]1[C@@H](O)C=C[C@H]4[C@@H](C2)[NH+](C)CC[C@@]341	C18H21NO3	InChI=1S/C18H21NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3-6,11-13,17,20H,7-9H2,1-2H3/t11-,12+,13-,17-,18-/m0/s1	OROGSEYTTFOCAN-DNJOTXNNSA-N	299.1521435	CHEBI:57871	HMDB0004995	
BASm0003022	2-methyl-cis-aconitate			Expected Solid	C/C(C(=O)[O-])=C(\CC(=O)[O-])C(=O)[O-]	C7H5O6	InChI=1S/C7H8O6/c1-3(6(10)11)4(7(12)13)2-5(8)9/h2H2,1H3,(H,8,9)(H,10,11)(H,12,13)/p-3/b4-3-	NUZLRKBHOBPTQV-ARJAWSKDSA-K	185.0102586	CHEBI:57872		MMDBc0055251
BASm0003023	(S)-reticuline		485-19-8		COc1ccc(C[C@H]2c3cc(O)c(OC)cc3CC[NH+]2C)cc1O	C19H23NO4	InChI=1S/C19H23NO4/c1-20-7-6-13-10-19(24-3)17(22)11-14(13)15(20)8-12-4-5-18(23-2)16(21)9-12/h4-5,9-11,15,21-22H,6-8H2,1-3H3/t15-/m0/s1	BHLYRWXGMIUIHG-HNNXBMFYSA-N		CHEBI:57873		
BASm0003025	CDP-ethanolamine	CDP-ethanolamine, also known as cytidine 5’-diphosphoethanolamine, belongs to the class of organic compounds known as CDP-ethanolamines. These are phosphoethanolamines that consist of an ethanolamine having a cytidine 5'-diphosphate moiety attached to the oxygen. CDP-ethanolamine is a very strong basic compound (based on its pKa). In humans, CDP-ethanolamine is involved in phosphatidylethanolamine biosynthesis. Outside of the human body, CDP-ethanolamine has been detected, but not quantified in, several different foods, such as Chinese water chestnuts, buffalo currants, red huckleberries, eggplants, and brazil nuts. This could make CDP-ethanolamine a potential biomarker for the consumption of these foods.	3036-18-8	Solid	Nc1ccn([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OCC[NH3+])[C@@H](O)[C@H]2O)c(=O)n1	C11H20N4O11P2	InChI=1S/C11H20N4O11P2/c12-2-4-23-27(19,20)26-28(21,22)24-5-6-8(16)9(17)10(25-6)15-3-1-7(13)14-11(15)18/h1,3,6,8-10,16-17H,2,4-5,12H2,(H,19,20)(H,21,22)(H2,13,14,18)/t6-,8-,9-,10-/m1/s1	WVIMUEUQJFPNDK-PEBGCTIMSA-N	446.0603805	CHEBI:57876	HMDB0001564	
BASm0003026	N-acetyl-D-tryptophan			Expected Solid	CC(=O)N[C@H](Cc1c[nH]c2ccccc12)C(=O)[O-]	C13H14N2O3	InChI=1S/C13H14N2O3/c1-8(16)15-12(13(17)18)6-9-7-14-11-5-3-2-4-10(9)11/h2-5,7,12,14H,6H2,1H3,(H,15,16)(H,17,18)/t12-/m1/s1	DZTHIGRZJZPRDV-GFCCVEGCSA-N	246.1004423	CHEBI:57877		MMDBc0054578
BASm0003027	4-deoxy-beta-D-gluc-4-enuronosyl-(1->3)-N-acetyl-D-galactosamine 6-sulfate			Expected Solid	CC(=O)N[C@H]1C(O)O[C@H](COS(=O)(=O)[O-])[C@H](O)[C@@H]1O[C@@H]1OC(C(=O)[O-])=C[C@H](O)[C@H]1O	C14H19NO14S	InChI=1S/C14H21NO14S/c1-4(16)15-8-11(10(19)7(27-13(8)22)3-26-30(23,24)25)29-14-9(18)5(17)2-6(28-14)12(20)21/h2,5,7-11,13-14,17-19,22H,3H2,1H3,(H,15,16)(H,20,21)(H,23,24,25)/p-2/t5-,7+,8+,9+,10-,11+,13+,14-/m0/s1	BUJZTFINDCQRGP-MUODBDBBSA-L	457.0537226	CHEBI:57878		MMDBc0055744
BASm0003028	4-methylene-L-glutamine	Zwitterionic form of 4-methylene-L-glutamine having an anionic carboxy group and a cationic amino group; major species at pH 7.3.			C=C(C[C@H]([NH3+])C(=O)[O-])C(N)=O	C6H10N2O3	InChI=1S/C6H10N2O3/c1-3(5(8)9)2-4(7)6(10)11/h4H,1-2,7H2,(H2,8,9)(H,10,11)/t4-/m0/s1	CEVQXWMPODOBRM-BYPYZUCNSA-N		CHEBI:57879		
BASm0003030	(5R)-5-phosphooxy-L-lysine	5-phosphonooxy-l-lysine is a substrate for: Hydroxylysine kinase, and 5-phosphohydroxy-L-lysine phospho-lyase.		Solid	[NH3+]C[C@@H](CC[C@H]([NH3+])C(=O)[O-])OP(=O)([O-])[O-]	C6H15N2O6P	InChI=1S/C6H15N2O6P/c7-3-4(14-15(11,12)13)1-2-5(8)6(9)10/h4-5H,1-3,7-8H2,(H,9,10)(H2,11,12,13)/t4-,5+/m1/s1	WLPXLNNUXMDSPG-UHNVWZDZSA-N	242.0667727	CHEBI:57882	HMDB0059600	
BASm0003031	3-methylmuconolactone				CC1=CC(=O)OC1CC(=O)[O-]	C7H8O4	InChI=1S/C7H8O4/c1-4-2-7(10)11-5(4)3-6(8)9/h2,5H,3H2,1H3,(H,8,9)	GXEVIPDDAUJTCF-UHFFFAOYSA-N	156.0422587	CHEBI:57883		
BASm0003032	3-dehydrocarnitine	3-Dehydrocarnitine is a member of the carnitine family that is an intermediate in carnitine degradation. It can be formed from either D-carnitine or L-carnitine and the enzyme responsible for this oxidation reaction is (S)-carnitine 3-dehydrogenase (EC 1.1.1.254) or carnitine 3-dehydrogenase (EC 1.1.1.108), respectively. Carnitine is a quaternary ammonium compound biosynthesized from the amino acids lysine and methionine. In living cells, it is required for the transport of fatty acids from the cytosol into the mitochondria during the breakdown of lipids (or fats) for the generation of metabolic energy.	10457-99-5		C[N+](C)(C)CC(=O)CC(=O)[O-]	C7H13NO3	InChI=1S/C7H13NO3/c1-8(2,3)5-6(9)4-7(10)11/h4-5H2,1-3H3	YNOWULSFLVIUDH-UHFFFAOYSA-N	159.0895433	CHEBI:57885	HMDB0012154	
BASm0003033	5-methyldeoxycytidine 5'-phosphate	Dianion of 2'-deoxy-5-methyl-5'-cytidylic acid arising from deprotonation of the phosphate OH groups; major species at pH 7.3.			Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])[O-])O2)c(=O)nc1N	C10H14N3O7P	InChI=1S/C10H16N3O7P/c1-5-3-13(10(15)12-9(5)11)8-2-6(14)7(20-8)4-19-21(16,17)18/h3,6-8,14H,2,4H2,1H3,(H2,11,12,15)(H2,16,17,18)/p-2/t6-,7+,8+/m0/s1	RGDVNLHBCKWZDA-XLPZGREQSA-L		CHEBI:57886		
BASm0003034	tryptamine	Tryptamine, also known as TrpN, is a catabolite of tryptophan converted by the gut microbiota. After absorption through the intestinal epithelium, tryptophan catabolites enter the bloodstream and are later excreted in the urine. Both Clostridium sp. and Ruminococcus sp. have been found to convert tryptophan into tryptamine (PMID: 30120222). Tryptamine is a monoamine compound that is a common precursor molecule to many hormones and neurotransmitters. Biosynthesis generally proceeds from the amino acid tryptophan, with tryptamine acting as a precursor for other compounds. Substitutions to the tryptamine molecule give rise to a group of compounds collectively known as tryptamines. The most well-known tryptamines are serotonin, an important neurotransmitter, and melatonin, a hormone involved in regulating the sleep-wake cycle. Tryptamine has been detected, but not quantified in, several different foods, such as onion-family vegetables, acerola, Japanese walnuts, custard apples, and green zucchinis. This could make tryptamine a potential biomarker for the consumption of these foods.	61-54-1	Solid	[NH3+]CCc1c[nH]c2ccccc12	C10H12N2	InChI=1S/C10H12N2/c11-6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6,11H2	APJYDQYYACXCRM-UHFFFAOYSA-N	160.1000484	CHEBI:57887	HMDB0000303	
BASm0003035	4-methylmuconolactone	The conjugate base of 4-carboxymethyl-4-methylbut-2-en-1,4-olide; major species at pH 7.3.			CC1(CC(=O)[O-])C=CC(=O)O1	C7H7O4	InChI=1S/C7H8O4/c1-7(4-5(8)9)3-2-6(10)11-7/h2-3H,4H2,1H3,(H,8,9)/p-1	FIKLRROSHXQNFN-UHFFFAOYSA-M		CHEBI:57888		
BASm0003036	N(5)-[1(S)-1-carboxyethyl]-L-ornithine			Expected Solid	C[C@H]([NH2+]CCC[C@H]([NH3+])C(=O)[O-])C(=O)[O-]	C8H16N2O4	InChI=1S/C8H16N2O4/c1-5(7(11)12)10-4-2-3-6(9)8(13)14/h5-6,10H,2-4,9H2,1H3,(H,11,12)(H,13,14)/t5-,6-/m0/s1	DEGCDQUOHKYOQM-WDSKDSINSA-N	204.111007	CHEBI:57889		MMDBc0056187
BASm0003037	adenosine 5'-phosphoramidate			Expected Solid	Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(N)(=O)[O-])[C@@H](O)[C@H]1O	C10H14N6O6P	InChI=1S/C10H15N6O6P/c11-8-5-9(14-2-13-8)16(3-15-5)10-7(18)6(17)4(22-10)1-21-23(12,19)20/h2-4,6-7,10,17-18H,1H2,(H2,11,13,14)(H3,12,19,20)/p-1/t4-,6-,7-,10-/m1/s1	LDEMREUBLBGZBO-KQYNXXCUSA-M	345.0717928	CHEBI:57890		MMDBc0055682
BASm0003038	trans-2-chloro-4-carboxymethylenebut-2-en-1,4-olide	2-chloro-trans-dienelactone, also known as cis-2-chloro-4-carboxymethylenebut-2-en-1,4-olide, is a member of the class of compounds known as butenolides. Butenolides are dihydrofurans with a carbonyl group at the C2 carbon atom. 2-chloro-trans-dienelactone is slightly soluble (in water) and a moderately acidic compound (based on its pKa). 2-chloro-trans-dienelactone can be found in a number of food items such as giant butterbur, soy bean, common persimmon, and salmonberry, which makes 2-chloro-trans-dienelactone a potential biomarker for the consumption of these food products.			[H]\C(C([O-])=O)=C1\OC(=O)C(Cl)=C1	C6H2ClO4	InChI=1S/C6H3ClO4/c7-4-1-3(2-5(8)9)11-6(4)10/h1-2H,(H,8,9)/p-1/b3-2-	ADSGHWJRPOXXTD-IHWYPQMZSA-M	172.9647098	CHEBI:57891	HMDB0304065	
BASm0003039	(-)-tabersonine					C21H25N2O2		FNGGIPWAZSFKCN-ACRUOGEOSA-O	337.1910545	CHEBI:57893		
BASm0003040	berbamunine				COc1cc2c(cc1O)[C@@H](Cc1ccc(O)c(Oc3ccc(C[C@H]4c5cc(O)c(OC)cc5CC[NH+]4C)cc3)c1)[NH+](C)CC2	C36H40N2O6	InChI=1S/C36H40N2O6/c1-37-13-11-24-18-34(42-3)32(40)20-27(24)29(37)15-22-5-8-26(9-6-22)44-36-17-23(7-10-31(36)39)16-30-28-21-33(41)35(43-4)19-25(28)12-14-38(30)2/h5-10,17-21,29-30,39-41H,11-16H2,1-4H3	FDABVSXGAMFQQH-UHFFFAOYNA-N	596.288637	CHEBI:57894		
BASm0003041	1D-myo-inositol 1,3,4,5-tetrakisphosphate	myo-Inositol 1,3,4,5-tetrakisphosphate (CAS: 102850-29-3), also known as IP4, is a second messenger responsible for mediating Ca2+ entry through the plasma membrane and mobilizing intracellular Ca2+ by acting synergistically with inositol 1,4,5-trisphosphate (IP3). Inositol 1,4,5-trisphosphate 3-kinase (IP3K, EC 2.7.1.127) phosphorylates IP3 into IP4. Evidence shows that IP4 can activate a protein with ras- and rap-GAP activity and finally inactivate the G protein. This indicates that IP4 regulates Ca2+ influx in a GTP-dependent way, which potentially links the IP3 signalling pathway to GTP-regulated signalling mechanisms. IP4 is demonstrated to be a common regulator in Ca2+ homeostasis. IP4 can bind with a high affinity to several intracellular proteins: synaptotagmin (I and II), Gap1, Btk, and centaurin-alpha and may interact with synaptotagmin to inhibit synaptic transmission. IP4 also acts as a mediator in neuronal death in the ischemic hippocampus. IP4 production is not always associated with a modification in calcium concentration, and control of calcium mobilization is not the sole function proposed for IP4. IP4 defines an essential signalling pathway for T cell precursor responsiveness and development. In the thymus, IP4 is essential during the positive and negative selection of double-positive thymocytes, and in the control of thymocyte reactivity to antigens. IP4 is also a substrate for type I inositol-1,4,5-trisphosphate 5-phosphatase, phosphatidylinositol 4,5-bisphosphate 5-phosphatase A, and skeletal muscle and kidney enriched inositol phosphatase (PMID: 15740635, 14517551).	99610-76-1	Solid	O=P([O-])([O-])O[C@H]1[C@H](O)[C@@H](OP(=O)([O-])[O-])[C@H](OP(=O)([O-])[O-])[C@@H](OP(=O)([O-])[O-])[C@H]1O	C6H16O18P4	InChI=1S/C6H16O18P4/c7-1-3(21-25(9,10)11)2(8)5(23-27(15,16)17)6(24-28(18,19)20)4(1)22-26(12,13)14/h1-8H,(H2,9,10,11)(H2,12,13,14)(H2,15,16,17)(H2,18,19,20)/t1-,2-,3-,4+,5-,6-/m0/s1	CIPFCGZLFXVXBG-CNWJWELYSA-N	499.9287098	CHEBI:57895	HMDB0001059	
BASm0003042	diisopropyl phosphate			Expected Solid	CC(C)OP(=O)([O-])OC(C)C	C6H14O4P	InChI=1S/C6H15O4P/c1-5(2)9-11(7,8)10-6(3)4/h5-6H,1-4H3,(H,7,8)/p-1	WZPMZMCZAGFKOC-UHFFFAOYSA-M	181.0635195	CHEBI:57896		MMDBc0055933
BASm0003043	1-phospho-alpha-D-glucuronate		13168-11-1		O=C([O-])[C@H]1O[C@H](OP(=O)([O-])[O-])[C@H](O)[C@@H](O)[C@@H]1O	C6H11O10P	InChI=1S/C6H11O10P/c7-1-2(8)4(5(10)11)15-6(3(1)9)16-17(12,13)14/h1-4,6-9H,(H,10,11)(H2,12,13,14)/t1-,2-,3+,4-,6?/m0/s1	AIQDYKMWENWVQJ-AQKNRBDQSA-N		CHEBI:57897		
BASm0003044	15,16-dihydrobiliverdin			Expected Solid	C=CC1=C(C)[C@@H](CC2=N/C(=C\c3[nH]c(/C=C4\NC(=O)C(C)=C4C=C)c(C)c3CCC(=O)[O-])C(CCC(=O)[O-])=C2C)NC1=O	C33H34N4O6	InChI=1S/C33H36N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,14-15,26,35H,1-2,9-13H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/p-2/b27-14-,28-15-/t26-/m1/s1	ZQHDSLZHMAUUQK-ZTYGKHTCSA-L	582.248932	CHEBI:57899		MMDBc0055177
BASm0003045	L-threo-3-phenylserine	Incorporated into the benzoyl moiety of urinary hippuric acid.	6254-48-4	Solid	[NH3+][C@H](C(=O)[O-])[C@@H](O)c1ccccc1	C9H11NO3	InChI=1S/C9H11NO3/c10-7(9(12)13)8(11)6-4-2-1-3-5-6/h1-5,7-8,11H,10H2,(H,12,13)/t7-,8?/m0/s1	VHVGNTVUSQUXPS-JAMMHHFISA-N	181.0738932	CHEBI:57901	HMDB0002184	
BASm0003046	(RS)-1-benzyl-1,2,3,4-tetrahydroisoquinoline	1-benzyl-1,2,3,4-tetrahydroisoquinoline (1BnTIQ) as a possible PD-eliciting neurotoxin and evaluated its characteristics relevant to Parkinson disease (PD). 1BnTIQ exist in mammals and is proposed as possible PD-eliciting neurotoxin. PD is believed to be induced by the interaction of genetic predisposition and environmental factors, and a type of neurotoxin is proposed to be one of the environmental factors. 1BnTIQ inhibits [3H] dopamine uptake in HEK293 cells which stably express dopamine transporter. 1BnTIQ also inhibits NADH-ubiquinone oxidoreductase (complex I) in the mitochondrial respiratory chain. 1BnTIQ decreases the dopamine content in the mesencephalon in both dose- and time-dependent manners and it irreversibly reduced the dopamine content. Furthermore, it causes morphological changes in tyrosine hydroxylase-positive cells in the mesencephalon and reduced the number of cells. (PMID 12440154).	19716-56-4	Solid	c1ccc(CC2[NH2+]CCc3ccccc32)cc1	C16H17N	InChI=1S/C16H17N/c1-2-6-13(7-3-1)12-16-15-9-5-4-8-14(15)10-11-17-16/h1-9,16-17H,10-12H2	YRYCIFUZSUMAAY-UHFFFAOYSA-N	223.1360995	CHEBI:57902	HMDB0004087	
BASm0003047	1-(5-phosphoribosyl)imidazole-4-acetate	Imidazoleacetic acid ribotide (IAA-RP) is an endogenous ligand that stimulates imidazol(in)e receptors. Experimental data suggest that IAA-RP may participate in transsynaptic signaling in brain, because it exists in brainstem neurons, exhibits depolarization-induced Ca2+-dependent release from P2 synaptosomal elements, has relatively high affinity for membrane-bound I-R sites, and produces physiological effects on exogenous application. IAA-RP is rapidly metabolized by phosphatases and ecto-5'-nucleotidases. (PMID: 15365189).	2888-19-9	Solid	O=C([O-])Cc1cn(C2O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]2O)cn1	C10H15N2O9P	InChI=1S/C10H15N2O9P/c13-7(14)1-5-2-12(4-11-5)10-9(16)8(15)6(21-10)3-20-22(17,18)19/h2,4,6,8-10,15-16H,1,3H2,(H,13,14)(H2,17,18,19)/t6-,8-,9-,10?/m1/s1	RDQUQBHPMYFYMX-XIWVQZPPSA-N	338.0515166	CHEBI:57903	HMDB0006032	
BASm0003048	dehydroepiandrosterone 3-sulfate				C[C@]12CC[C@H](OS(=O)(=O)[O-])CC1=CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12	C19H28O5S	InChI=1S/C19H28O5S/c1-18-9-7-13(24-25(21,22)23)11-12(18)3-4-14-15-5-6-17(20)19(15,2)10-8-16(14)18/h3,13-16H,4-11H2,1-2H3,(H,21,22,23)	CZWCKYRVOZZJNM-UHFFFAOYSA-N	368.1657452	CHEBI:57905	HMDB0247812	
BASm0003049	trans-4-hydroxycyclohexane-1-carboxylate		17419-81-7		O=C([O-])[C@H]1CC[C@H](O)CC1	C7H12O3	InChI=1S/C7H12O3/c8-6-3-1-5(2-4-6)7(9)10/h5-6,8H,1-4H2,(H,9,10)	HCFRWBBJISAZNK-UHFFFAOYSA-N		CHEBI:57906		
BASm0003050	(2E,6E,10E,14E)-geranylfarnesyl diphosphate				CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)([O-])OP(=O)([O-])[O-]	C25H44O7P2	InChI=1S/C25H44O7P2/c1-21(2)11-7-12-22(3)13-8-14-23(4)15-9-16-24(5)17-10-18-25(6)19-20-31-34(29,30)32-33(26,27)28/h11,13,15,17,19H,7-10,12,14,16,18,20H2,1-6H3,(H,29,30)(H2,26,27,28)/b22-13+,23-15+,24-17+,25-19+	JMVSBFJBMXQNJW-GIXZANJISA-N		CHEBI:57907		
BASm0003051	N(2)-benzoyl-D-arginine				NC(=[NH2+])NCCC[C@@H](NC(=O)c1ccccc1)C(=O)[O-]	C13H18N4O3	InChI=1S/C13H18N4O3/c14-13(15)16-8-4-7-10(12(19)20)17-11(18)9-5-2-1-3-6-9/h1-3,5-6,10H,4,7-8H2,(H,17,18)(H,19,20)(H4,14,15,16)	RSYYQCDERUOEFI-UHFFFAOYSA-N	278.1378905	CHEBI:57908	HMDB0244698	
BASm0003052	kanamycin 3'-phosphate			Expected Solid	[NH3+]C[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H]([NH3+])[C@H]3O)[C@H]([NH3+])C[C@@H]2[NH3+])[C@H](O)[C@@H](OP(=O)([O-])[O-])[C@@H]1O	C18H39N4O14P	InChI=1S/C18H37N4O14P/c19-2-6-10(25)16(36-37(29,30)31)13(28)18(32-6)35-15-5(21)1-4(20)14(12(15)27)34-17-11(26)8(22)9(24)7(3-23)33-17/h4-18,23-28H,1-3,19-22H2,(H2,29,30,31)/p+2/t4-,5+,6-,7-,8+,9-,10-,11-,12-,13-,14+,15-,16+,17-,18-/m1/s1	BYGWYFIZOSNIDM-CAFUKSGOSA-P	566.2189418	CHEBI:57909		MMDBc0056048
BASm0003053	L-tryptophan	Tryptophan (Trp) or L-tryptophan is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Amino acids are organic compounds that contain amino (-NH2) and carboxyl (-COOH) functional groups, along with a side chain (R group) specific to each amino acid. L-tryptophan is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Tryptophan is found in all organisms ranging from bacteria to plants to animals. It is classified as a non-polar, uncharged (at physiological pH) aromatic amino acid. Tryptophan is an essential amino acid, meaning the body cannot synthesize it, and it must be obtained from the diet. The requirement for tryptophan and protein decreases with age. The minimum daily requirement for adults is 3 mg/kg/day or about 200 mg a day. There is 400 mg of tryptophan in a cup of wheat germ. A cup of low-fat cottage cheese contains 300 mg of tryptophan and chicken and turkey contain up to 600 mg of tryptophan per pound (http://www.dcnutrition.com). Tryptophan is particularly plentiful in chocolate, oats, dried dates, milk, yogurt, cottage cheese, red meat, eggs, fish, poultry, sesame, chickpeas, almonds, sunflower seeds, pumpkin seeds, buckwheat, spirulina, and peanuts. Tryptophan is the precursor of both serotonin and melatonin. Melatonin is a hormone that is produced by the pineal gland in animals, which regulates sleep and wakefulness. Serotonin is a brain neurotransmitter, platelet clotting factor, and neurohormone found in organs throughout the body. Metabolism of tryptophan into serotonin requires nutrients such as vitamin B6, niacin, and glutathione. Niacin (also known as vitamin B3) is an important metabolite of tryptophan. It is synthesized via kynurenine and quinolinic acids, which are products of tryptophan degradation. There are a number of conditions or diseases that are characterized by tryptophan deficiencies. For instance, fructose malabsorption causes improper absorption of tryptophan in the intestine, which reduces levels of tryptophan in the blood and leads to depression. High corn diets or other tryptophan-deficient diets can cause pellagra, which is a niacin-tryptophan deficiency disease with symptoms of dermatitis, diarrhea, and dementia. Hartnup's disease is a disorder in which tryptophan and other amino acids are not absorbed properly. Symptoms of Hartnup's disease include skin rashes, difficulty coordinating movements (cerebellar ataxia), and psychiatric symptoms such as depression or psychosis. Tryptophan supplements may be useful for treating Hartnup's disease. Assessment of tryptophan deficiency is done through studying excretion of tryptophan metabolites in the urine or blood. Blood may be the most sensitive test because the amino acid tryptophan is transported in a unique way. Increased urination of tryptophan breakdown products (such as kynurenine) correlates with increased tryptophan degradation, which occurs with oral contraception, depression, mental retardation, hypertension, and anxiety states. Tryptophan plays a role in "feast-induced" drowsiness. Ingestion of a meal rich in carbohydrates triggers the release of insulin. Insulin, in turn, stimulates the uptake of large neutral branched-chain amino acids (BCAAs) into muscle, increasing the ratio of tryptophan to BCAA in the bloodstream. The increased tryptophan ratio reduces competition at the large neutral amino acid transporter (which transports both BCAAs and tryptophan), resulting in greater uptake of tryptophan across the blood-brain barrier into the cerebrospinal fluid (CSF). Once in the CSF, tryptophan is converted into serotonin and the resulting serotonin is further metabolized into melatonin by the pineal gland, which promotes sleep. Because tryptophan is converted into 5-hydroxytryptophan (5-HTP) which is then converted into the neurotransmitter serotonin, it has been proposed that consumption of tryptophan or 5-HTP may improve depression symptoms by increasing the level of serotonin in the brain. Tryptophan is sold over the counter in the United States (after being banned to varying extents between 1989 and 2005) and the United Kingdom as a dietary supplement for use as an antidepressant, anxiolytic, and sleep aid. It is also marketed as a prescription drug in some European countries for the treatment of major depression. There is evidence that blood tryptophan levels are unlikely to be altered by changing the diet, but consuming purified tryptophan increases the serotonin level in the brain, whereas eating foods containing tryptophan does not. This is because the transport system that brings tryptophan across the blood-brain barrier also transports other amino acids which are contained in protein food sources. Under certain situations, tryptophan can be a neurotoxin and a metabotoxin. A neurotoxin is a compound that causes damage to the brain and nerve tissues. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of tryptophan can be found in glutaric aciduria type I (glutaric acidemia type I or GA1). GA1 is an inherited disorder in which the body is unable to completely break down the amino acids lysine, hydroxylysine, and tryptophan due to a deficiency of mitochondrial glutaryl-CoA dehydrogenase (EC 1.3.99.7, GCDH). Excessive levels of their intermediate breakdown products (e.g. glutaric acid, glutaryl-CoA, 3-hydroxyglutaric acid, glutaconic acid) can accumulate and cause damage to the brain (and also other organs), but particularly the basal ganglia. Babies with glutaric acidemia type I are often born with unusually large heads (macrocephaly). Other symptoms include spasticity (increased muscle tone/stiffness) and dystonia (involuntary muscle contractions resulting in abnormal movement or posture), but many affected individuals are asymptomatic. High levels of tryptophan have also been implicated in eosinophilia-myalgia syndrome (EMS), an incurable and sometimes fatal flu-like neurological condition linked to the ingestion of large amounts of L-tryptophan. The risk of developing EMS increases with larger doses of tryptophan and increasing age. Some research suggests that certain genetic polymorphisms may be related to the development of EMS. The presence of eosinophilia is a core feature of EMS, along with unusually severe myalgia (muscle pain). It is thought that both tryptophan and certain unidentified tryptophan contaminants may contribute to EMS (PMID: 1763543 ). It has also been suggested that excessive tryptophan or elevation of its metabolites could play a role in amplifying some of the pathological features of EMS (PMID: 10721094 ). This pathological damage is further augmented by metabolites of the kynurenine pathway (a tryptophan degradation pathway). Reduced levels of tryptophan in the blood are typically seen when individuals are fighting chronic infections, suffering from traumatic injuries (burns or wounds) or experiencing sepsis (PMID: 26309411). Tryptophan is mainly catabolized through the enzymatic activity of two enzymes: indoleamine-2,3-dioxygenase (IDO) 1 and IDO2, both of which are expressed widely in human tissues, and both of which are induced by interferon gamma (IFN-gamma or IFNG). IDO1 and IDO2 generate tryptophan catabolites such as kynurenine and kynurenic acid.  These tryptophan catabolites activate the aryl hydrocarbon receptor (AhR), which plays a key role immune regulation. The role of IDO1 and IDO2 is to effectively deplete tryptophan levels to starve infectious organisms (bacteria and parasites), thereby killing them or slowing their growth.  On the other hand, the AhR activation leads to a state of immunosuppression and is intended to serve as a brake on the immune (overexpression of IFNG and IL-1B) response to the infectious organisms.  Unfortunately, tryptophan starvation is often not effective against viruses or even all infectious microbes. As a result, this AhR activation by tryptophan catabolites can lead to a situation where viruses (or certain pathogens) continue to survive and multiply even while the immune system is effectively turning off. As a result, high levels of kynurenine and low levels of tryptophan (a high kynurenine to tryptophan ratio) can lead to or even be symptomatic of chronic viral or pathogenic infections or, at worse, sepsis and septic shock (PMID: 33338598; PMID: 21731667).	73-22-3	Solid	[NH3+][C@@H](Cc1c[nH]c2ccccc12)C(=O)[O-]	C11H12N2O2	InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m0/s1	QIVBCDIJIAJPQS-VIFPVBQESA-N	204.0898776	CHEBI:57912	HMDB0000929	
BASm0003054	gamma-L-glutamyl-D-alanine				C[C@@H](NC(=O)CC[C@H]([NH3+])C(=O)[O-])C(=O)[O-]	C8H14N2O5	InChI=1S/C8H14N2O5/c1-4(7(12)13)10-6(11)3-2-5(9)8(14)15/h4-5H,2-3,9H2,1H3,(H,10,11)(H,12,13)(H,14,15)	WQXXXVRAFAKQJM-UHFFFAOYSA-N		CHEBI:57915		
BASm0003055	3-methoxy-4-hydroxy-5-all-trans-hexaprenylbenzoate	3-methoxy-4-hydroxy-5-all-trans-hexaprenylbenzoate, also known as 3-hexaprenyl-4-hydroxy-5-methoxybenzoate anion, is a member of the class of compounds known as sesterterpenoids. Sesterterpenoids are terpenes composed of five consecutive isoprene units. 3-methoxy-4-hydroxy-5-all-trans-hexaprenylbenzoate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 3-methoxy-4-hydroxy-5-all-trans-hexaprenylbenzoate can be found in a number of food items such as borage, apricot, red rice, and buffalo currant, which makes 3-methoxy-4-hydroxy-5-all-trans-hexaprenylbenzoate a potential biomarker for the consumption of these food products.			COc1cc(C(=O)[O-])cc(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)c1O	C38H55O4	InChI=1S/C38H56O4/c1-28(2)14-9-15-29(3)16-10-17-30(4)18-11-19-31(5)20-12-21-32(6)22-13-23-33(7)24-25-34-26-35(38(40)41)27-36(42-8)37(34)39/h14,16,18,20,22,24,26-27,39H,9-13,15,17,19,21,23,25H2,1-8H3,(H,40,41)/p-1/b29-16+,30-18+,31-20+,32-22+,33-24+	YSZSVGFMAJXGMQ-FRICUITQSA-M	575.4105838	CHEBI:57916	HMDB0304136	
BASm0003056	4-nitrophenol	4-Nitrophenol (also called p-nitrophenol or 4-hydroxynitrobenzene) is a phenolic compound that has a nitro group at the opposite position of the hydroxyl group on the benzene ring. It belongs to the class of organic compounds known as nitrophenols. Nitrophenols are compounds containing a nitrophenol moiety, which consists of a benzene ring bearing both a hydroxyl group and a nitro group on two different ring carbon atoms. 4-Nitrophenol shows two polymorphs in the crystalline state. The alpha-form is colorless pillars, unstable at room temperature, and stable toward sunlight. The beta-form is yellow pillars, stable at room temperature, and gradually turns red upon irradiation of sunlight. Usually 4-nitrophenol exists as a mixture of these two forms. 4-Nitrophenol can be used as a pH indicator and as an intermediate in the synthesis of paracetamol. Itis also used as the precursor for the preparation of phenetidine and acetophenetidine, indicators, and raw materials for fungicides. Bioaccumulation of this compound rarely occurs. In peptide synthesis, carboxylate ester derivatives of 4-nitrophenol may serve as activated components for construction of amide moieties. 4-Nitrophenol is a potentially toxic compound: it can cause eyes, skin, and respiratory tract irritations. It may also cause inflammation of those parts. It has a delayed interaction with blood and forms methaemoglobin which is responsible for methemoglobinemia -which is characterized by tissue hypoxia, as methemoglobin cannot bind oxygen-, potentially causing cyanosis, confusion, and unconsciousness. When ingested, it causes abdominal pain and vomiting. Prolonged contact with skin may cause allergic response. Genotoxicity and carcinogenicity of 4-nitrophenol are not known. The LD50 in mice is 282 mg/kg and in rats is 202 mg/kg. Outside of the human body, 4-Nitrophenol has been detected, but not quantified in cow milk. Conjugates are more polar than the parent compounds and therefore are easier to excrete in the urine.	0100-02-07	Solid	O=[N+]([O-])c1ccc([O-])cc1	C6H5NO3	InChI=1S/C6H5NO3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H	BTJIUGUIPKRLHP-UHFFFAOYSA-N	139.026943	CHEBI:57917	HMDB0001232	
BASm0003057	alpha-ribazole 5'-phosphate	Dianion of alpha-ribazole 5'-phosphate arising from deprotonation of the phosphate OH groups; major species at pH 7.3.			Cc1cc2ncn([C@H]3O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]3O)c2cc1C	C14H17N2O7P	InChI=1S/C14H19N2O7P/c1-7-3-9-10(4-8(7)2)16(6-15-9)14-13(18)12(17)11(23-14)5-22-24(19,20)21/h3-4,6,11-14,17-18H,5H2,1-2H3,(H2,19,20,21)/p-2/t11-,12-,13-,14+/m1/s1	ZMRGXEJKZPRBPJ-SYQHCUMBSA-L		CHEBI:57918		
BASm0003058	4-CDP-2-C-methyl-D-erythritol 2-phosphate	2-phospho-4-(cytidine 5'-diphospho)-2-c-methyl-D-erythritol is a member of the chemical class known as Pyrimidine Ribonucleoside Diphosphates. These are pyrimidine ribobucleotides with diphosphate group  linked to the ribose moiety.		Expected Solid	C[C@@](CO)(OP(=O)([O-])[O-])[C@H](O)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2ccc(N)nc2=O)[C@H](O)[C@@H]1O	C14H22N3O17P3	InChI=1S/C14H26N3O17P3/c1-14(6-18,33-35(23,24)25)8(19)5-31-37(28,29)34-36(26,27)30-4-7-10(20)11(21)12(32-7)17-3-2-9(15)16-13(17)22/h2-3,7-8,10-12,18-21H,4-6H2,1H3,(H,26,27)(H,28,29)(H2,15,16,22)(H2,23,24,25)/p-4/t7-,8-,10-,11-,12-,14+/m1/s1	HTJXTKBIUVFUAR-XHIBXCGHSA-J	597.0184016	CHEBI:57919		MMDBc0029980
BASm0003059	norspermidine		56-18-8		[NH3+]CCC[NH2+]CCC[NH3+]	C6H17N3	InChI=1S/C6H17N3/c7-3-1-5-9-6-2-4-8/h9H,1-8H2	OTBHHUPVCYLGQO-UHFFFAOYSA-N		CHEBI:57920		
BASm0003061	oxidized coenzyme F420-2			Expected Solid	[H][C@@](O)(COP(O)(=O)O[C@@]([H])(C)C([O-])=N[C@@]([H])(CCC(=O)[N-][C@@]([H])(CCC([O-])=O)C([O-])=O)C(O)=O)[C@@]([H])(O)[C@@]([H])(O)CN1C2=CC(=O)C=CC2=CC2=C1N=C(O)N=C2[O-]	C29H31N5O18P	InChI=1S/C29H36N5O18P/c1-12(25(42)31-17(28(46)47)4-6-21(38)30-16(27(44)45)5-7-22(39)40)52-53(49,50)51-11-20(37)23(41)19(36)10-34-18-9-14(35)3-2-13(18)8-15-24(34)32-29(48)33-26(15)43/h2-3,8-9,12,16-17,19-20,23,36-37,41H,4-7,10-11H2,1H3,(H8,30,31,32,33,35,38,39,40,42,43,44,45,46,47,48,49,50)/p-5/t12-,16-,17-,19-,20+,23-/m0/s1	BEUZRXRCQLIWPE-NALJQGANSA-I	768.1429141	CHEBI:57922		MMDBc0056242
BASm0003063	L-dopaquinone	Dopaquinone, also known as o-dopaquinone or L-dopaquinone, is a member of the class of compounds known as L-alpha-amino acids. L-alpha-amino acids are alpha-amino acids which have the L-configuration of the alpha-carbon atom. Dopaquinone is slightly soluble (in water) and a moderately acidic compound (based on its pKa). L-Dopaquinone is a metabolite of L-DOPA and a precursor of melanin. Melanin is synthesized from tyrosine by hydroxylation to dihydroxyphenylalanine (DOPA) and subsequent oxidation to dopaquinone. Both reactions are catalyzed by the enzyme tyrosinase, which is the rate-limiting step. Dopaquinone has an ortho-quinone ring, which is known to be neurotoxic and highly reactive with many other compounds (PMID: 413870). Dopaquinone typically combines with cysteine to form pheomelanin (a pigment-polymer). Alternatively, dopaquinone can be converted to leucodopachrome and eventually to eumelanin (also a pigment-polymer). Dopaquinone can be found in skin and feces. Within the cell, dopaquinone is primarily located in the cytoplasm. Dopaquinone is involved in several metabolic disorders, some of which include transient tyrosinemia, hawkinsinuria, tyrosinemia type I, and alkaptonuria. Chronically high levels of dopaquinone are associated with Parkinson's disease (PD). Many Parkinson's patients are treated with L-DOPA. However, long-term treatment with L-DOPA may actually worsen symptoms or result in neurotic and psychotic symptoms. These may be due to dopachrome and dopaquinone accumulating in the brain of L-DOPA treated patients (PMID: 19131041, PMID: 12373519).	4430-97-1	Solid	N[C@@H](CC1=CC(=O)C(=O)C=C1)C(O)=O	C9H9NO4	InChI=1S/C9H9NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6H,3,10H2,(H,13,14)/t6-/m0/s1	AHMIDUVKSGCHAU-LURJTMIESA-N	195.0531578	CHEBI:57924	HMDB0001229	
BASm0003064	glutathione	Glutathione is a compound synthesized from cysteine, perhaps the most important member of the body's toxic waste disposal team. Like cysteine, glutathione contains the crucial thiol (-SH) group that makes it an effective antioxidant. There are virtually no living organisms on this planet-animal or plant whose cells don't contain some glutathione. Scientists have speculated that glutathione was essential to the very development of life on earth. glutathione has many roles; in none does it act alone. It is a coenzyme in various enzymatic reactions. The most important of these are redox reactions, in which the thiol grouping on the cysteine portion of cell membranes protects against peroxidation; and conjugation reactions, in which glutathione (especially in the liver) binds with toxic chemicals in order to detoxify them. glutathione is also important in red and white blood cell formation and throughout the immune system. glutathione's clinical uses include the prevention of oxygen toxicity in hyperbaric oxygen therapy, treatment of lead and other heavy metal poisoning, lowering of the toxicity of chemotherapy and radiation in cancer treatments, and reversal of cataracts. (http://www.dcnutrition.com/AminoAcids/) glutathione participates in leukotriene synthesis and is a cofactor for the enzyme glutathione peroxidase. It is also important as a hydrophilic molecule that is added to lipophilic toxins and waste in the liver during biotransformation before they can become part of the bile. glutathione is also needed for the detoxification of methylglyoxal, a toxin produced as a by-product of metabolism. This detoxification reaction is carried out by the glyoxalase system. Glyoxalase I (EC 4.4.1.5) catalyzes the conversion of methylglyoxal and reduced glutathione to S-D-Lactoyl-glutathione. Glyoxalase II (EC 3.1.2.6) catalyzes the hydrolysis of S-D-Lactoyl-glutathione to glutathione and D-lactate. GSH is known as a substrate in both conjugation reactions and reduction reactions, catalyzed by glutathione S-transferase enzymes in cytosol, microsomes, and mitochondria. However, it is also capable of participating in non-enzymatic conjugation with some chemicals, as in the case of n-acetyl-p-benzoquinone imine (NAPQI), the reactive cytochrome P450-reactive metabolite formed by acetaminophen, that becomes toxic when GSH is depleted by an overdose (of acetaminophen). glutathione in this capacity binds to NAPQI as a suicide substrate and in the process detoxifies it, taking the place of cellular protein thiol groups which would otherwise be covalently modified; when all GSH has been spent, NAPQI begins to react with the cellular proteins, killing the cells in the process. The preferred treatment for an overdose of this painkiller is the administration (usually in atomized form) of N-acetylcysteine, which is used by cells to replace spent GSSG and renew the usable GSH pool. (http://en.wikipedia.org/wiki/glutathione).	70-18-8	Solid	[H][C@](N)(CCC([O-])=N[C@@]([H])(CS)C(O)=NCC(O)=O)C(O)=O	C10H16N3O6S	InChI=1S/C10H17N3O6S/c11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/p-1/t5-,6-/m0/s1	RWSXRVCMGQZWBV-WDSKDSINSA-M	306.07653	CHEBI:57925	HMDB0000125	
BASm0003065	L-threonine	Threonine (Thr) or L-threonine is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).  Amino acids are organic compounds that contain amino (-NH2) and carboxyl (-COOH) functional groups, along with a side chain (R group) specific to each amino acid. L-threonine is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Threonine is found in all organisms ranging from bacteria to plants to animals. It is classified as a polar, uncharged (at physiological pH), aliphatic amino acid. Threonine is sometimes considered as a branched chain amino acid. Threonine was actually the last of the 20 amino acids to be discovered (in 1938). It was named threonine because it was similar in structure to threonic acid, a four-carbon monosaccharide. Threonine is an essential amino acid in humans, meaning the body cannot synthesize it and that it must be obtained from the diet. Foods high in threonine include cottage cheese, poultry, fish, meat, lentils, black turtle bean and sesame seeds. Adult humans require about 20 mg/kg body weight/day. In plants and microorganisms, threonine is synthesized from aspartic acid via alpha-aspartyl-semialdehyde and homoserine. In proteins, the threonine residue is susceptible to numerous posttranslational modifications. The hydroxyl side-chain can undergo O-linked glycosylation and phosphorylation through the action of a threonine kinase. Threonine is abundant in human plasma, particularly in newborns. Severe deficiency of threonine causes neurological dysfunction and lameness in experimental animals. Threonine is an immunostimulant which promotes the growth of thymus gland. It also can probably promote cell immune defense function. The threonine content of most of the infant formulas currently on the market is approximately 20% higher than the threonine concentration in human milk. Due to this high threonine content the plasma threonine concentrations are up to twice as high in premature infants fed these formulas than in infants fed human milk. The whey proteins which are used for infant formulas are sweet whey proteins. Sweet whey results from cheese production. Increasing the threonine plasma concentrations leads to accumulation of threonine and glycine in the brain. Such accumulation affects the neurotransmitter balance which may have consequences for the brain development during early postnatal life. Thus, excessive threonine intake during infant feeding should be avoided. (PMID 9853925). Threonine is metabolized in at least two ways. In many animals it is converted to pyruvate via threonine dehydrogenase. An intermediate in this pathway can undergo thiolysis with CoA to produce acetyl-CoA and glycine. In humans the gene for threonine dehydrogenase is an inactive pseudogene, so threonine is converted to alpha-ketobutyrate.	72-19-5	Solid	C[C@@H](O)[C@H]([NH3+])C(=O)[O-]	C4H9NO3	InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m1/s1	AYFVYJQAPQTCCC-GBXIJSLDSA-N	119.0582432	CHEBI:57926	HMDB0000167	
BASm0003066	oxaloacetate 4-methyl ester	Conjugate base of oxaloacetic acid 4-methyl ester; major species at pH 7.3.			COC(=O)CC(=O)C(=O)[O-]	C5H5O5	InChI=1S/C5H6O5/c1-10-4(7)2-3(6)5(8)9/h2H2,1H3,(H,8,9)/p-1	MAIRDOOJJIGWBJ-UHFFFAOYSA-M		CHEBI:57927		
BASm0003067	3',4',5,7-tetrahydroxy-3-methoxyflavone				COc1c(-c2ccc(O)c(O)c2)oc2cc([O-])cc(O)c2c1=O	C16H12O7	InChI=1S/C16H12O7/c1-22-16-14(21)13-11(20)5-8(17)6-12(13)23-15(16)7-2-3-9(18)10(19)4-7/h2-6,17-20H,1H3	WEPBGSIAWZTEJR-UHFFFAOYSA-N		CHEBI:57928		
BASm0003068	7''-O-phosphohygromycin B			Expected Solid	C[NH2+][C@H]1C[C@@H]([NH3+])[C@H](O)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@@H]3O[C@]4(O[C@H]23)O[C@H](C([NH3+])COP(=O)([O-])[O-])[C@H](O)[C@H](O)[C@H]4O)[C@@H]1O	C20H39N3O16P	InChI=1S/C20H38N3O16P/c1-23-7-2-5(21)9(25)15(10(7)26)36-19-17-16(11(27)8(3-24)35-19)38-20(39-17)18(30)13(29)12(28)14(37-20)6(22)4-34-40(31,32)33/h5-19,23-30H,2-4,21-22H2,1H3,(H2,31,32,33)/p+1/t5-,6?,7+,8-,9+,10-,11+,12-,13+,14-,15-,16+,17+,18-,19+,20-/m1/s1	DDJWTKQJOKVHBW-NZSRVPFOSA-O	608.2062456	CHEBI:57929		MMDBc0055633
BASm0003070	D-methionine		348-67-4	Expected Solid	CSCC[C@@H]([NH3+])C(=O)[O-]	C5H11NO2S	InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m1/s1	FFEARJCKVFRZRR-SCSAIBSYSA-N	149.0510493	CHEBI:57932		MMDBc0000286
BASm0003071	oleandomycin	The conjugate acid of oleandomycin arising from protonation of the tertiary amino group; major species at pH 7.3.			CO[C@H]1C[C@H](O[C@H]2[C@H](C)[C@@H](O[C@@H]3O[C@H](C)C[C@H]([NH+](C)C)[C@H]3O)[C@@H](C)C[C@@]3(CO3)C(=O)[C@H](C)[C@@H](O)[C@@H](C)[C@@H](C)OC(=O)[C@@H]2C)O[C@@H](C)[C@@H]1O	C35H62NO12	InChI=1S/C35H61NO12/c1-16-14-35(15-43-35)32(40)19(4)27(37)18(3)22(7)46-33(41)21(6)31(47-26-13-25(42-11)28(38)23(8)45-26)20(5)30(16)48-34-29(39)24(36(9)10)12-17(2)44-34/h16-31,34,37-39H,12-15H2,1-11H3/p+1/t16-,17+,18-,19+,20+,21+,22+,23-,24-,25-,26-,27-,28-,29+,30-,31-,34-,35+/m0/s1	RZPAKFUAFGMUPI-QESOVKLGSA-O		CHEBI:57933		
BASm0003072	beta-D-galactosyl-(1<->1)-sphing-4-enine		2238-90-6	Expected Solid	CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H]([NH3+])CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O	C24H48NO7	InChI=1S/C24H47NO7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)18(25)17-31-24-23(30)22(29)21(28)20(16-26)32-24/h14-15,18-24,26-30H,2-13,16-17,25H2,1H3/p+1/b15-14+/t18-,19+,20+,21-,22-,23+,24+/m0/s1	HHJTWTPUPVQKNA-PIIMIWFASA-O	462.3425293	CHEBI:57934	HMDB0000648	MMDBc0048920
BASm0003073	oxidized Watasenia luciferin				O=C(Cc1ccc(OS(=O)(=O)[O-])cc1)Nc1ncc(-c2ccc(OS(=O)(=O)[O-])cc2)nc1Cc1ccccc1	C25H21N3O9S2	InChI=1S/C25H21N3O9S2/c29-24(15-18-6-10-20(11-7-18)36-38(30,31)32)28-25-22(14-17-4-2-1-3-5-17)27-23(16-26-25)19-8-12-21(13-9-19)37-39(33,34)35/h1-13,16H,14-15H2,(H,26,28,29)(H,30,31,32)(H,33,34,35)	OIGFBCOUXJVZJQ-UHFFFAOYSA-N	571.0719216	CHEBI:57935		
BASm0003074	N-acetyl-L-glutamyl 5-phosphate	N-Acetyl-5-glutamyl phosphate is an intermediate in arginine biosynthesis.  It is a substrate for the enzyme N-acetyl-gamma-glutamyl-phosphate reductase which catalyzes the reaction N-acetyl-L-glutamate 5-semialdehyde + NADP+ + phosphate = N-acetyl-5-glutamyl phosphate + NADPH	15383-57-0	Solid	CC(=O)N[C@@H](CCC(=O)OP(=O)([O-])[O-])C(=O)[O-]	C7H12NO8P	InChI=1S/C7H12NO8P/c1-4(9)8-5(7(11)12)2-3-6(10)16-17(13,14)15/h5H,2-3H2,1H3,(H,8,9)(H,11,12)(H2,13,14,15)	FCVIHFVSXHOPSW-UHFFFAOYSA-N	269.0300529	CHEBI:57936	HMDB06456	
BASm0003075	trans-3-hydroxy-L-proline	Trans-3-hydroxy-l-proline is a substrate for: Trans-L-3-hydroxyproline dehydratase.		Solid	O=C([O-])[C@H]1[NH2+]CC[C@@H]1O	C5H9NO3	InChI=1S/C5H9NO3/c7-3-1-2-6-4(3)5(8)9/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4-/m0/s1	BJBUEDPLEOHJGE-IMJSIDKUSA-N	131.0582432	CHEBI:57938	HMDB0059659	
BASm0003076	sphinganine 1-phosphate	Sphinganine 1-phosphate is an intermediate in the metabolism of Glycosphingolipids and sphingolipids. It is a substrate for Sphingosine kinase 1, Lipid phosphate phosphohydrolase 2, Sphingosine kinase 2, Sphingosine-1-phosphate lyase 1, Lipid phosphate phosphohydrolase 1 and Lipid phosphate phosphohydrolase 3.	19794-97-9	Solid		C18H39NO5P		YHEDRJPUIRMZMP-ZWKOTPCHSA-M	380.2571339	CHEBI:57939	HMDB0001383	
BASm0003077	3-sulfopyruvate	3-Sulfopyruvic acid is the product of the transamination of cysteinesulfonate in a reaction catalyzed by aspartate aminotransferase. 3-sulfopyruvic acid is stable and is reduced by malate dehydrogenase to beta-sulfolactate, which is excreted in the urine. Cysteinesulfonate, 3-sulfopyruvic acid, and beta-sulfolactate are reversibly interconverted in vivo. (PMID: 3346220).	98022-26-5	Solid		C3H2O6S		BUTHMSUEBYPMKJ-UHFFFAOYSA-L	165.9583061	CHEBI:57940	HMDB0004045	
BASm0003078	NADH	Nicotinamide adenine dinucleotide (NAD) is a coenzyme central to metabolism. Found in all living cells, NAD is called a dinucleotide because it consists of two nucleotides joined through their phosphate groups. One nucleotide contains an adenine nucleobase and the other nicotinamide. NAD exists in two forms: an oxidized and reduced form, abbreviated as NAD+ and NADH (H for hydrogen) respectively. NADH is the reduced form of NAD+, and NAD+ is the oxidized form of NADH. NAD (or nicotinamide adenine dinucleotide) is used extensively in glycolysis and the citric acid cycle of cellular respiration. The reducing potential stored in NADH can be either converted into ATP through the electron transport chain or used for anabolic metabolism. ATP "energy" is necessary for an organism to live. Green plants obtain ATP through photosynthesis, while other organisms obtain it via cellular respiration. NAD is a coenzyme composed of ribosylnicotinamide 5'-diphosphate coupled to adenosine 5'-phosphate by a pyrophosphate linkage. It is found widely in nature and is involved in numerous enzymatic reactions in which it serves as an electron carrier by being alternately oxidized (NAD+) and reduced (NADH). NADP is formed through the addition of a phosphate group to the 2' position of the adenosyl nucleotide through an ester linkage.	58-68-4	Solid	NC(=O)C1=CN([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)C=CC1	C21H29N7O14P2	InChI=1S/C21H29N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1,3-4,7-8,10-11,13-16,20-21,29-32H,2,5-6H2,(H2,23,33)(H,34,35)(H,36,37)(H2,22,24,25)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1	BOPGDPNILDQYTO-NNYOXOHSSA-N	665.1247717	CHEBI:57945	HMDB0001487	
BASm0003079	N-methylphenylethanolamine	N-methylphenylethanolaminium is also known as (2-Hydroxy-2-phenylethyl)(methyl)azanium.  N-methylphenylethanolaminium is considered to be practically insoluble (in water) and relatively neutral			C[NH2+]CC(O)c1ccccc1	C9H14NO	InChI=1S/C9H13NO/c1-10-7-9(11)8-5-3-2-4-6-8/h2-6,9-11H,7H2,1H3/p+1	ZCTYHONEGJTYQV-UHFFFAOYSA-O	152.1069905	CHEBI:57946	HMDB0062808	
BASm0003080	creatine	Creatine, is a naturally occurring non-protein compound. It belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. Creatine is found in all vertebrates where it facilitates recycling of adenosine triphosphate (ATP). Its primary metabolic role is to combine with a phosphoryl group, via the enzyme creatine kinase, to generate phosphocreatine, which is used to regenerate ATP. Most of the human body's total creatine and phosphocreatine stores are found in skeletal muscle (95%), while the remainder is distributed in the blood, brain, testes, and other tissues. Creatine is not an essential nutrient as it is naturally produced in the human body from the amino acids glycine and arginine, with an additional requirement for methionine to catalyze the transformation of guanidinoacetate to creatine. In the first step of its biosynthesis glycine and arginine are combined by the enzyme arginine:glycine amidinotransferase (AGAT) to form guanidinoacetate, which is then methylated by guanidinoacetate N-methyltransferase (GAMT), using S-adenosyl methionine as the methyl donor. Creatine can also be obtained through the diet at a rate of about 1 gram per day from an omnivorous diet. A cyclic form of creatine, called creatinine, exists in equilibrium with its tautomer and with creatine. Clinically, there are three distinct disorders of creatine metabolism. Deficiencies in the two synthesis enzymes (AGAT and GAMT) can cause L-arginine:glycine amidinotransferase deficiency (caused by variants in AGAT) and guanidinoacetate methyltransferase deficiency (caused by variants in GAMT). Both disorders are inherited in an autosomal recessive manner. A third defect, creatine transporter defect, is caused by mutations in SLC6A8 and inherited in a X-linked manner. Creatine is widely used as a supplement by athletes. Its use can increase maximum power and performance in high-intensity anaerobic repetitive work (periods of work and rest) by 5 to 15% (PMID: 24688272). Creatine has no significant effect on aerobic endurance, although it will increase power during short sessions of high-intensity aerobic exercise (PMID: 9662683).	57-00-1	Solid	CN(CC(O)=O)C(N)=N	C4H9N3O2	InChI=1S/C4H9N3O2/c1-7(4(5)6)2-3(8)9/h2H2,1H3,(H3,5,6)(H,8,9)	CVSVTCORWBXHQV-UHFFFAOYSA-N	131.0694765	CHEBI:57947	HMDB0000064	
BASm0003081	5-oxo-D-proline	2-Pyrrolidone-5-carboxylic acid (PCA) is a cyclic derivative of glutamic acid, physiologically present in mammalian tissues. It has been shown that PCA releases GABA from the cerebral cortex and displays anti-anxiety effects in a simple approach-avoidance conflict situation in the rat. In clinical pharmacology experiments, PCA significantly shortens the plasma half-life of ethanol during acute intoxication.	4042-36-8	Solid	O=C1CC[C@H](C(=O)[O-])N1	C5H7NO3	InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)	ODHCTXKNWHHXJC-UHFFFAOYSA-N	129.0425931	CHEBI:57948	HMDB0000805	
BASm0003082	6-phospho-5-dehydro-2-deoxy-D-gluconate					C6H8O9P		OLUPOJQIFXQXIT-CVYQJGLWSA-K	254.9922396	CHEBI:57949		
BASm0003083	L-saccharopine	Saccharopine is an intermediate in the degradation of lysine, formed by the condensation of lysine and alpha-ketoglutarate. The saccharopine pathway is the main route for lysine degradation in mammals, and its first two reactions are catalyzed by enzymatic activities known as lysine-oxoglutarate reductase (LOR) and saccharopine dehydrogenase (SDH), which reside on a single bifunctional polypeptide (LOR/SDH) (EC 1.5.1.8). The reactions involved with saccharopine dehydrogenases have very strict substrate specificity for L-lysine, 2-oxoglutarate, and NADPH. LOR/SDH has been detected in a number of mammalian tissues, mainly in the liver and kidney, contributing not only to the general nitrogen balance in the organism but also to the controlled conversion of lysine into ketone bodies. A tetrameric form has also been observed in human liver and placenta. LOR activity has also been detected in brain mitochondria during embryonic development, and this opens up the question of whether or not lysine degradation has any functional significance during brain development. As a result, there is now a new focus on the nutritional requirements for lysine in gestation and infancy. Finally, LOR and/or SDH deficiencies seem to be involved in a human autosomal genetic disorder known as familial hyperlysinemia, which is characterized by serious defects in the functioning of the nervous system and characterized by a deficiency in lysine-ketoglutarate reductase, saccharopine dehydrogenase, and saccharopine oxidoreductase activities. Saccharopinuria (high amounts of saccharopine in the urine) and saccharopinemia (an excess of saccharopine in the blood) are conditions present in some inherited disorders of lysine degradation (PMID: 463877, 10567240, 10772957, 4809305). If present in sufficiently high levels, saccharopine can act as an acidogen and a metabotoxin. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Saccharopine is an organic acid. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). Many affected children with organic acidemias experience intellectual disability or delayed development.	997-68-2	Solid	[H][C@](N)(CCCCN[C@@]([H])(CCC([O-])=O)C(O)=O)C(O)=O	C11H19N2O6	InChI=1S/C11H20N2O6/c12-7(10(16)17)3-1-2-6-13-8(11(18)19)4-5-9(14)15/h7-8,13H,1-6,12H2,(H,14,15)(H,16,17)(H,18,19)/p-1/t7-,8-/m0/s1	ZDGJAHTZVHVLOT-YUMQZZPRSA-M	275.1248599	CHEBI:57951	HMDB0000279	
BASm0003084	6-phospho-D-glucono-1,5-lactone	6-phosphoglucono-delta-lactone (d-6PGL) is the immediate product of the Glucose-6-phosphate dehydrogenase (G-6-PD), the first enzyme of the hexose monophosphate pathway. (PMID 3711719). The pentose-phosphate pathway provides reductive power and nucleotide precursors to the cell through oxidative and nonoxidative branches. 6-Phosphogluconolactonase is the second enzyme of the oxidative branch and catalyzes the hydrolysis of 6-phosphogluconolactones, the products of glucose 6-phosphate oxidation by glucose-6-phosphate dehydrogenase. By efficiently catalyzing the hydrolysis of d-6PGL, 6-phosphogluconolactonase prevents the reaction between d-6PGL and intracellular nucleophiles; such a reaction would interrupt the functioning of the pentose-phosphate pathway. (PMID 11457850).	2641-81-8	Solid	[H][C@]1(O)C(=O)O[C@]([H])(COP([O-])([O-])=O)[C@@]([H])(O)[C@]1([H])O	C6H9O9P	InChI=1S/C6H11O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-5,7-9H,1H2,(H2,11,12,13)/p-2/t2-,3-,4+,5-/m1/s1	IJOJIVNDFQSGAB-SQOUGZDYSA-L	255.999516	CHEBI:57955	HMDB0001127	
BASm0003085	3-amino-3-(4-hydroxyphenyl)propanoate	The use of tyrosine kinase receptor inhibitors is increasingly becoming a valuable therapeutic alternative in tumors carrying activated tyrosine kinase receptors. GMR beta tyrosine residues are not necessary for activation of the JAK/STAT pathway, or for proliferation, viability, or adhesion signaling in Ba/F3 cells, although tyrosine residues significantly affect the magnitude of the response. (PMID:10372132).		Solid	[NH3+]C(CC(=O)[O-])c1ccc(O)cc1	C9H11NO3	InChI=1S/C9H11NO3/c10-8(5-9(12)13)6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)	JYPHNHPXFNEZBR-UHFFFAOYSA-N	181.0738932	CHEBI:57956	HMDB0003831	
BASm0003086	2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosaminyl 1-phosphate			Expected Solid	CCCCCCCCCCC[C@@H](O)CC(=O)O[C@H]1[C@H](O)[C@@H](CO)O[C@H](OP(O)([O-])=O)[C@@H]1N=C([O-])C[C@H](O)CCCCCCCCCCC	C34H64NO12P	InChI=1S/C34H66NO12P/c1-3-5-7-9-11-13-15-17-19-21-26(37)23-29(39)35-31-33(32(41)28(25-36)45-34(31)47-48(42,43)44)46-30(40)24-27(38)22-20-18-16-14-12-10-8-6-4-2/h26-28,31-34,36-38,41H,3-25H2,1-2H3,(H,35,39)(H2,42,43,44)/p-2/t26-,27-,28-,31-,32-,33-,34-/m1/s1	HEHQDWUWJVPREQ-XQJZMFRCSA-L	709.416613	CHEBI:57957		MMDBc0054181
BASm0003087	3-dehydro-D-erythronate			Expected Solid	[H][C@](O)(C([O-])=O)C(=O)CO	C4H5O5	InChI=1S/C4H6O5/c5-1-2(6)3(7)4(8)9/h3,5,7H,1H2,(H,8,9)/p-1/t3-/m1/s1	SCSGVVIUUUPOOJ-GSVOUGTGSA-M	133.0142468	CHEBI:57958		MMDBc0055357
BASm0003088	L-kynurenine	L-Kynurenine, which is also known as Kynurenine or 3-Anthraniloylalanine, belongs to the class of compounds known as alkyl-phenylketones. Alkyl-phenylketones are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.  Kynurenine is a metabolite of the amino acid L-tryptophan and is used in the production of niacin. Specifically, kynurenine is synthesized by the enzyme tryptophan dioxygenase, which is made primarily but not exclusively in the liver. Kynurenine is also synthesized by indoleamine 2,3-dioxygenase (IDO), which is found in many tissues and is often overexpressed in response to immune activation. Kynurenine and its other tryptophan breakdown products (Trp catabolites) carry out a wide range of biological functions, including dilating blood vessels during inflammation (PMID: 20190767) and regulating the immune response (PMID: 21041655). Kynurenine is the precursor to the neuroprotective agent known as kynurenic acid. Kynurenine is also the precursor to the neurotoxic agent quinolinic acid. Dysregulation in the balance between these two kynurenine derivatives can be observable in many disorders such as stroke, epilepsy, multiple sclerosis, and amyotrophic lateral sclerosis. Blood levels of kynurenine are reduced in people with bipolar disorder (PMID: 33077852) and schizophrenia (PMID: 21727251). On the other hand, kynurenine production is increased in Alzheimer's disease (PMID: 16008823). and cardiovascular disease (PMID: 12814390), where its metabolites are associated with cognitive deficits (PMID: 20639188) and depressive symptoms. Kynurenine and its precursor (tryptophan) also play important roles in regulating inflammation and the immune responses to infectious organisms. Reduced levels of tryptophan in the blood are typically seen when individuals are fighting chronic infections, suffering from traumatic injuries (burns or wounds) or experiencing sepsis (PMID: 26309411). Tryptophan is mainly catabolized to kynurenine by the enzyme known as indoleamine-2,3-dioxygenase (IDO) which is induced by interferon gamma (IFN-gamma or IFNG). Kynurenine activates the aryl hydrocarbon receptor (AhR), which plays a key role immune suppression. The role of IDO is to effectively deplete tryptophan levels to starve infectious organisms (bacteria and parasites), thereby killing them or slowing their growth.  On the other hand, the AhR activation by kynurenine leads to a state of immunosuppression and is intended to serve as a brake on the immune response to the infectious organisms (overexpression of IFNG and IL-1B).  Unfortunately, tryptophan starvation is often not effective against viruses or even all infectious microbes. As a result, this AhR activation by kynurenine can lead to a situation where viruses (or certain pathogens) continue to survive and multiply even while the immune system is effectively turning off. As a result, high levels of kynurenine and low levels of tryptophan (a high kynurenine to tryptophan or KT ratio) can lead to or even be symptomatic of chronic viral or pathogenic infections or, at worse, sepsis and septic shock (PMID: 33338598; PMID: 21731667). Kynurenine and its metabolites are also known as uremic toxins (PMID: 12092667). Chronically high levels of uremic toxins are known to cause damage to kidneys, liver, heart and the brain. Serum albumin binds to most uremic toxins quite strongly and can act as a first line of defense against transient rises in these compounds.	2922-83-0	Solid	N[C@@H](CC(=O)C1=CC=CC=C1N)C(O)=O	C10H12N2O3	InChI=1S/C10H12N2O3/c11-7-4-2-1-3-6(7)9(13)5-8(12)10(14)15/h1-4,8H,5,11-12H2,(H,14,15)/t8-/m0/s1	YGPSJZOEDVAXAB-QMMMGPOBSA-N	208.0847923	CHEBI:57959	HMDB0000684	
BASm0003089	5-hydroxymethyl-dCMP			Expected Solid	[H][C@]1(O)C[C@@]([H])(O[C@]1([H])COP(O)([O-])=O)N1C=C(CO)C(=N)N=C1[O-]	C10H14N3O8P	InChI=1S/C10H16N3O8P/c11-9-5(3-14)2-13(10(16)12-9)8-1-6(15)7(21-8)4-20-22(17,18)19/h2,6-8,14-15H,1,3-4H2,(H2,11,12,16)(H2,17,18,19)/p-2/t6-,7+,8+/m0/s1	BTIWPBKNTZFNRI-XLPZGREQSA-L	335.0529486	CHEBI:57962		MMDBc0055570
BASm0003090	vitexin		3681-93-4		O=c1cc(-c2ccc(O)cc2)oc2c([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c([O-])cc(O)c12	C21H20O10	InChI=1S/C21H20O10/c22-7-14-17(27)18(28)19(29)21(31-14)16-11(25)5-10(24)15-12(26)6-13(30-20(15)16)8-1-3-9(23)4-2-8/h1-6,14,17-19,21-25,27-29H,7H2	SGEWCQFRYRRZDC-UHFFFAOYSA-N		CHEBI:57963		
BASm0003091	GDP-4-dehydro-alpha-D-rhamnose	GDP-4-dehydro-6-deoxy-alpha-D-mannose is an intermediate in GDP-L-fucose biosynthesis I (from GDP-D-mannose) in E.coli. It is a substrate for the enzyme GDP-fucose synthase which catalyzes the reaction GDP-4-dehydro-6-deoxy-alpha-D-mannose + NADPH + H+ -> GDP-beta-L-fucose + NADP+. It is also a product for enzyme GDP-mannose 4,6-dehydratase which catalyzes reaction GDP-alpha-D-mannose -> GDP-4-dehydro-6-deoxy-alpha-D-mannose + H2O (BioCYc compound: GDP-4-DEHYDRO-6-DEOXY-D-MANNOSE).		Expected Solid	[H][C@]1(COP([O-])(=O)OP(O)(=O)O[C@@]2([H])O[C@]([H])(C)C(=O)[C@]([H])(O)[C@]2([H])O)O[C@@]([H])(N2C=NC3=C2NC(=N)N=C3[O-])[C@]([H])(O)[C@]1([H])O	C16H21N5O15P2	InChI=1S/C16H23N5O15P2/c1-4-7(22)9(24)11(26)15(33-4)35-38(30,31)36-37(28,29)32-2-5-8(23)10(25)14(34-5)21-3-18-6-12(21)19-16(17)20-13(6)27/h3-5,8-11,14-15,23-26H,2H2,1H3,(H,28,29)(H,30,31)(H3,17,19,20,27)/p-2/t4-,5-,8-,9+,10-,11+,14-,15-/m1/s1	PNHLMHWWFOPQLK-BKUUWRAGSA-L	585.0520362	CHEBI:57964		MMDBc0032162
BASm0003092	deacetoxyvindoline				CC[C@]12C=CC[NH+]3CC[C@@]4(c5ccc(OC)cc5N(C)[C@H]4[C@@](O)(C(=O)OC)C1)[C@@H]32	C23H30N2O4	InChI=1S/C23H30N2O4/c1-5-21-9-6-11-25-12-10-22(18(21)25)16-8-7-15(28-3)13-17(16)24(2)19(22)23(27,14-21)20(26)29-4/h6-9,13,18-19,27H,5,10-12,14H2,1-4H3	WNKDGPXNFMMOEJ-UHFFFAOYSA-N		CHEBI:57965		
BASm0003093	beta-alanine	beta-Alanine is the only naturally occurring beta-amino acid - an amino acid in which the amino group is at the beta-position from the carboxylate group. It is formed in vivo by the degradation of dihydrouracil and carnosine. It is a component of the naturally occurring peptides carnosine and anserine and also of pantothenic acid (vitamin B-5), which itself is a component of coenzyme A. Under normal conditions, beta-alanine is metabolized into acetic acid. beta-Alanine can undergo a transanimation reaction with pyruvate to form malonate-semialdehyde and L-alanine. The malonate semialdehyde can then be converted into malonate via malonate-semialdehyde dehydrogenase. Malonate is then converted into malonyl-CoA and enter fatty acid biosynthesis. Since neuronal uptake and neuronal receptor sensitivity to beta-alanine have been demonstrated, beta-alanine may act as a false transmitter replacing gamma-aminobutyric acid. When present in sufficiently high levels, beta-alanine can act as a neurotoxin, a mitochondrial toxin, and a metabotoxin. A neurotoxin is a compound that damages the brain or nerve tissue. A mitochondrial toxin is a compound that damages mitochondria and reduces cellular respiration as well as oxidative phosphorylation. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of beta-alanine are associated with at least three inborn errors of metabolism, including GABA-transaminase deficiency, hyper-beta-alaninemia, and methylmalonate semialdehyde dehydrogenase deficiency. beta-Alanine is a central nervous system (CNS) depressant and is an inhibitor of GABA transaminase. The associated inhibition of GABA transaminase and displacement of GABA from CNS binding sites can also lead to GABAuria (high levels of GABA in the urine) and convulsions. In addition to its neurotoxicity, beta-alanine reduces cellular levels of taurine, which are required for normal respiratory chain function. Cellular taurine depletion is known to reduce respiratory function and elevate mitochondrial superoxide generation, which damages mitochondria and increases oxidative stress (PMID: 27023909). Individuals suffering from mitochondrial defects or mitochondrial toxicity typically develop neurotoxicity, hypotonia, respiratory distress, and cardiac failure. beta-Alanine is a biomarker for the consumption of meat, especially red meat.	107-95-9	Solid	NCCC(O)=O	C3H7NO2	InChI=1S/C3H7NO2/c4-2-1-3(5)6/h1-2,4H2,(H,5,6)	UCMIRNVEIXFBKS-UHFFFAOYSA-N	89.04767847	CHEBI:57966	HMDB0000056	
BASm0003094	ADP-D-ribose	Adenosine diphosphate ribose is a molecule formed into poly(ADP-ribose) or PAR chains by the enzyme poly ADP ribose polymerase or PARP. PARP is found in every cell nucleus. Its main role is to detect and signal single-strand DNA breaks (SSB) to the enzymatic machinery involved in the SSB repair. PARP activation is an immediate cellular response to metabolic, chemical, or radiation-induced DNA SSB damage. Once PARP detects a SSB, it binds to the DNA, and, after a structural change, begins the synthesis of a poly (ADP-ribose) chain (PAR) as a signal for the other DNA-repairing enzymes such as DNA ligase III (LigIII), DNA polymerase beta, and scaffolding proteins such as X-ray cross-complementing gene 1 (XRCC1). After repairing, the PAR chains are degraded via PAR glycohydrolase (PARG). ADP-ribose binds to and activates the TRPM2 ion channel. Adenosine diphosphate ribose is an intermediate in NAD metabolism. The enzyme NAD(P)+ nucleosidase [EC:3.2.2.6] catalyzes the production of this metabolite from nicotinamide adenine dinucleotide phosphate. This reaction is irreversible and occurs in the cytosol.	20762-30-5	Solid	Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2OC(O)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	C15H23N5O14P2	InChI=1S/C15H23N5O14P2/c16-12-7-13(18-3-17-12)20(4-19-7)14-10(23)8(21)5(32-14)1-30-35(26,27)34-36(28,29)31-2-6-9(22)11(24)15(25)33-6/h3-6,8-11,14-15,21-25H,1-2H2,(H,26,27)(H,28,29)(H2,16,17,18)	SRNWOUGRCWSEMX-UHFFFAOYSA-N	559.0716735	CHEBI:57967	HMDB0001178	
BASm0003095	imidazole-4-acetate	Imidazol-4-ylacetic acid is a monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by an imidazol-4-yl group. It has a role as a mouse metabolite. It is a monocarboxylic acid and a member of imidazoles. It derives from an acetic acid. It is a conjugate acid of an imidazol-4-ylacetate. It is a tautomer of an imidazol-5-ylacetic acid and a 2H-imidazol-4-ylacetic acid. Imidazoleacetic acid, also known as 4(5)-imidazoleacetate or IAA, belongs to the class of organic compounds known as imidazolyl carboxylic acids and derivatives. These are organic compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an imidazole ring. Imidazoleacetic acid exists in all living organisms, ranging from bacteria to humans. imidazoleacetic acid can be biosynthesized from imidazole-4-acetaldehyde through its interaction with the enzyme aldehyde dehydrogenase, mitochondrial. In humans, imidazoleacetic acid is involved in histidine metabolism. Outside of the human body, Imidazoleacetic acid has been detected, but not quantified in several different foods, such as chinese cinnamons, jostaberries, vanilla, butternut squash, and red rices. Imidazoleacetic acid is a potentially toxic compound. Imidazoleacetic acid is a metabolite product of Histamine metabolism.	645-65-8	Solid	O=C([O-])Cc1c[nH]cn1	C5H6N2O2	InChI=1S/C5H6N2O2/c8-5(9)1-4-2-6-3-7-4/h2-3H,1H2,(H,6,7)(H,8,9)	PRJKNHOMHKJCEJ-UHFFFAOYSA-N	126.0429274	CHEBI:57969	HMDB0002024	
BASm0003097	hygromycin B	Hygromycin B is a fda approved antibiotic food additive for swine and poultry Hygromycin B is an antibiotic produced by the bacterium Streptomyces hygroscopicus. It is an aminoglycoside that kills bacteria, fungi and higher eukaryotic cells by inhibiting protein synthesis. In the laboratory it is used for the selection and maintenance of prokaryotic and eukaryotic cells that contain the hygromycin resistance gene. The resistance gene is a kinase that inactivates hygromycin B through phosphorylation. Since the discovery of hygromycin-resistance genes, hygromycin B has become a standard selection antibiotic in gene transfer experiments in many prokaryotic and eukaryotic cells	31282-04-09	Solid	C[NH2+][C@H]1C[C@@H]([NH3+])[C@H](O)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@@H]3O[C@]4(O[C@H]23)O[C@H](C([NH3+])CO)[C@H](O)[C@H](O)[C@H]4O)[C@@H]1O	C20H37N3O13	InChI=1S/C20H37N3O13/c1-23-7-2-5(21)9(26)15(10(7)27)33-19-17-16(11(28)8(4-25)32-19)35-20(36-17)18(31)13(30)12(29)14(34-20)6(22)3-24/h5-19,23-31H,2-4,21-22H2,1H3	GRRNUXAQVGOGFE-UHFFFAOYSA-N	527.2326383	CHEBI:57971	HMDB0034229	
BASm0003098	L-alanine				C[C@H](N)C(O)=O	C3H7NO2	InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m0/s1	QNAYBMKLOCPYGJ-REOHCLBHSA-N	89.04767847	CHEBI:57972	HMDB0061370	
BASm0003099	leukotriene C4	Leukotriene C4 (LTC4) is a cysteinyl leukotriene (CysLT), a family of potent inflammatory mediators. Eosinophils, one of the principal cell types recruited to and activated at sites of allergic inflammation, is capable of elaborating lipid mediators, including leukotrienes derived from the oxidative metabolism of arachidonic acid (AA). Potentially activated eosinophils may elaborate greater quantities of LTC4, than normal eosinophils. These activated eosinophils thus are primed for enhanced LTC4 generation in response to subsequent stimuli. Some recognized priming stimuli are chemoattractants (e.g. eotaxin, PAF) that may participate in the recruitment of eosinophils to sites of allergic inflammation. The mechanisms by which chemoattractants and other activating cytokines (e.g. interleukin (IL)-5) or extracellular matrix components (e.g. fibronectin) enhance eosinophil eicosanoid formation are pertinent to the functions of these eicosanoids as paracrine mediators of allergic inflammation. Some eosinophil-derived eicosanoids may be active in down-regulating inflammation. It is increasingly likely that eicosanoids synthesized within cells, including eosinophils, may have intracellular (e.g. intracrine) roles in regulating cell functions, in addition to the more recognized activities of eicosanoids as paracrine mediators of inflammation. Acting extracellularly, the cysteinyl leukotrienes (CysLTs) LTC4 and its extracellular derivatives, LTD4 and LTE4 are key paracrine mediators pertinent to asthma and allergic diseases. Based on their receptor-mediated capabilities, they can elicit bronchoconstriction, mucus hypersecretion, bronchial hyperresponsiveness, increased microvascular permeability, and additional eosinophil infiltration. Eosinophils are a major source of CysLTs and have been identified as the principal LTC4 synthase expressing cells in bronchial mucosal biopsies of asthmatic subjects (PMID: 12895596). Leukotrienes are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.	72025-60-6	Solid	CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](NC(=O)CC[C@H]([NH3+])C(=O)[O-])C(=O)NCC(=O)[O-])[C@@H](O)CCCC(=O)[O-]	C30H47N3O9S	InChI=1S/C30H47N3O9S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-25(24(34)15-14-17-27(36)37)43-21-23(29(40)32-20-28(38)39)33-26(35)19-18-22(31)30(41)42/h6-7,9-13,16,22-25,34H,2-5,8,14-15,17-21,31H2,1H3,(H,32,40)(H,33,35)(H,36,37)(H,38,39)(H,41,42)/b7-6-,10-9-,12-11+,16-13+/t22-,23-,24-,25+/m0/s1	GWNVDXQDILPJIG-NXOLIXFESA-N	625.3033008	CHEBI:57973	HMDB0001198	
BASm0003100	1-(4-hydroxy-2-methylpyrimid-5-ylmethyl)-3-(2-hydroxyethyl)-2-methylpyridinium	A pyridinium ion having methyl and 2-hydroxyethyl groups at positions 2 and 3 respectively as well as a 4-hydroxy-2-methylpyrimid-5-ylmethyl attached to the nitrogen.			Cc1ncc(C[n+]2cccc(CCO)c2C)c(O)n1	C14H18N3O2	InChI=1S/C14H17N3O2/c1-10-12(5-7-18)4-3-6-17(10)9-13-8-15-11(2)16-14(13)19/h3-4,6,8,18H,5,7,9H2,1-2H3/p+1	PINBHFPAOLBYDE-UHFFFAOYSA-O		CHEBI:57975		
BASm0003101	3-carboxy-2,5-dihydro-5-oxofuran-2-acetate			Expected Solid	[O-]C(=O)CC1=C([CH-]C(=O)O1)C([O-])=O	C7H3O6	InChI=1S/C7H5O6/c8-5(9)2-4-3(7(11)12)1-6(10)13-4/h1H,2H2,(H,8,9)(H,11,12)/q-1/p-2	YTGSUEIQIFKYDP-UHFFFAOYSA-L	182.9946086	CHEBI:57976		MMDBc0055351
BASm0003102	(4Z,15Z)-bilirubin IXalpha	(4E,15E)-Bilirubin is an isomer of bilirubin and is less lipophilic and more polar than the naturally occurring Z-Z isomer (PMID: 426785). Bilirubin is a bile pigment that is a degradation product of heme. In particular, bilirubin is a yellow breakdown product of normal heme catabolism. Its levels are elevated in certain diseases and it is responsible for the yellow colour of bruises. Bilirubin is an excretion product and the body does not control its levels. Bilirubin levels reflect the balance between production and excretion. Thus, there is no "normal" level of bilirubin. Bilirubin consists of an open chain of four pyrroles (tetrapyrrole). In contrast, the heme molecule is a closed ring of four pyrroles, called porphyrin (Wikipedia).	69853-44-7		C=CC1=C(C)/C(=C/c2[nH]c(Cc3[nH]c(/C=C4\NC(=O)C(C)=C4C=C)c(C)c3CCC(=O)[O-])c(CCC(=O)[O-])c2C)NC1=O	C33H36N4O6	InChI=1S/C33H36N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,13-14,34-35H,1-2,9-12,15H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b26-13+,27-14+	BPYKTIZUTYGOLE-BMNRKXRESA-N	584.2634849	CHEBI:57977	HMDB0240584	
BASm0003103	2-hydroxy-3-oxopropanoate	Tartronate semialdehyde is an intermediate in ascorbate and aldarate as well as glyoxylate and dicarboxylate metabolism. It is generated from 2-dehydro-3-deoxy-D-glucarate and 5-dehydro-4-deoxy-D-glucarate via the enzyme 2-dehydro-3-deoxyglucarate aldolase [EC:4.1.2.20].		Solid	O=CC(O)C(=O)[O-]	C3H4O4	InChI=1S/C3H4O4/c4-1-2(5)3(6)7/h1-2,5H,(H,6,7)	QWBAFPFNGRFSFB-UHFFFAOYSA-N	104.0109586	CHEBI:57978	HMDB0006938	
BASm0003104	2-(carboxymethyl)-5-oxo-2,5-dihydro-2-furoate			Expected Solid	O=C([O-])CC1(C(=O)[O-])C=CC(=O)O1	C7H4O6	InChI=1S/C7H6O6/c8-4(9)3-7(6(11)12)2-1-5(10)13-7/h1-2H,3H2,(H,8,9)(H,11,12)/p-2	DHCUIDTZCMREHG-UHFFFAOYSA-L	184.001885	CHEBI:57979		MMDBc0055200
BASm0003105	L-histidinol phosphate		25679-93-0		[NH3+][C@H](COP(=O)([O-])[O-])Cc1c[nH]cn1	C6H11N3O4P	InChI=1S/C6H12N3O4P/c7-5(3-13-14(10,11)12)1-6-2-8-4-9-6/h2,4-5H,1,3,7H2,(H,8,9)(H2,10,11,12)/p-1	CWNDERHTHMWBSI-UHFFFAOYSA-M	220.0492664	CHEBI:57980		
BASm0003106	D-phenylalanine			Expected Solid	[NH3+][C@H](Cc1ccccc1)C(=O)[O-]	C9H11NO2	InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m1/s1	COLNVLDHVKWLRT-MRVPVSSYSA-N	165.0789786	CHEBI:57981		MMDBc0000315
BASm0003107	S-inosyl-L-homocysteine			Expected Solid	[NH3+][C@@H](CCSC[C@H]1O[C@@H](n2cnc3c(O)ncnc32)[C@H](O)[C@@H]1O)C(=O)[O-]	C14H19N5O6S	InChI=1S/C14H19N5O6S/c15-6(14(23)24)1-2-26-3-7-9(20)10(21)13(25-7)19-5-18-8-11(19)16-4-17-12(8)22/h4-7,9-10,13,20-21H,1-3,15H2,(H,23,24)(H,16,17,22)/t6-,7+,9+,10+,13+/m0/s1	VNPWVMVYUSNFAW-WFMPWKQPSA-N	385.1056041	CHEBI:57985		MMDBc0054661
BASm0003108	riboflavin	Flavin mononucleotide (FMN), or riboflavin-5′-phosphate, is a biomolecule produced from riboflavin (vitamin B2) by the enzyme riboflavin kinase and functions as the prosthetic group of various oxidoreductases, including NADH dehydrogenase, as well as cofactor in biological blue-light photo receptors. During the catalytic cycle, a reversible interconversion of the oxidized (FMN), semiquinone (FMNH), and reduced (FMNH2) forms occurs in the various oxidoreductases. FMN is a stronger oxidizing agent than NAD and is particularly useful because it can take part in both one- and two-electron transfers. In its role as blue-light photo receptor, (oxidized) FMN stands out from the 'conventional' photo receptors as the signaling state and not an E/Z isomerization. It is the principal form in which riboflavin is found in cells and tissues. It requires more energy to produce, but is more soluble than riboflavin. Flavin mononucleotide belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions. Flavin mononucleotide exists in all living species, ranging from bacteria to humans. Within humans, flavin mononucleotide participates in a number of enzymatic reactions. In particular, formic acid and flavin mononucleotide can be biosynthesized from FMNH2; which is catalyzed by the enzyme lanosterol 14-alpha demethylase. In addition, formic acid and flavin mononucleotide can be biosynthesized from FMNH2 through the action of the enzyme lanosterol 14-alpha demethylase. In humans, flavin mononucleotide is involved in bloch pathway (cholesterol biosynthesis). Outside of the human body, flavin mononucleotide has been detected, but not quantified in several different foods, such as mandarin orange (clementine, tangerine), horseradish tree, black elderberries, angelica, and ostrich ferns.	146-17-8	Solid	Cc1cc2nc3c(=O)[n-]c(=O)nc-3n(C[C@H](O)[C@H](O)[C@H](O)CO)c2cc1C	C17H21N4O9P	InChI=1S/C17H21N4O9P/c1-7-3-9-10(4-8(7)2)21(15-13(18-9)16(25)20-17(26)19-15)5-11(22)14(24)12(23)6-30-31(27,28)29/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H,20,25,26)(H2,27,28,29)/t11-,12+,14-/m0/s1	FVTCRASFADXXNN-SCRDCRAPSA-N	456.1046148	CHEBI:57986	HMDB0001520	
BASm0003109	2-hydroxyadipate			Expected Solid	O=C([O-])CCCC(O)C(=O)[O-]	C6H8O5	InChI=1S/C6H10O5/c7-4(6(10)11)2-1-3-5(8)9/h4,7H,1-3H2,(H,8,9)(H,10,11)/p-2	OTTXIFWBPRRYOG-UHFFFAOYSA-L	160.0382705	CHEBI:57987		MMDBc0049078
BASm0003110	2-dehydro-3-deoxy-D-galactonate			Expected Solid	O=C([O-])C(=O)C[C@@H](O)[C@H](O)CO	C6H10O6	InChI=1S/C6H10O6/c7-2-5(10)3(8)1-4(9)6(11)12/h3,5,7-8,10H,1-2H2,(H,11,12)/t3-,5+/m0/s1	WPAMZTWLKIDIOP-WVZVXSGGSA-N	178.0477381	CHEBI:57989		MMDBc0049977
BASm0003111	2-dehydro-3-deoxy-D-gluconate	2-Keto-3-deoxy-D-gluconic acid is a substrate for Fructose-bisphosphate aldolase A.	17510-99-5	Solid		C6H9O6		WPAMZTWLKIDIOP-WVZVXSGGSA-M	177.0404616	CHEBI:57990	HMDB0001353	
BASm0003112	biliverdin IXalpha			Expected Solid	[H]\C(C1=C(C)C(CCC([O-])=O)=C(N1)C(\[H])=C1/N=C(/C(/[H])=C2\N=C(O)C(C=C)=C2C)C(C)=C1CCC([O-])=O)=C1\N=C(O)C(C)=C1C=C	C33H32N4O6	InChI=1S/C33H34N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,13-15,35H,1-2,9-12H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/p-2/b26-13-,27-14-,28-15-	QBUVFDKTZJNUPP-BBROENKCSA-L	580.2332819	CHEBI:57991		MMDBc0055782
BASm0003113	carboxymethoxysuccinate	Tricarboxylate anion of (carboxymethoxy)succinic acid; major species at pH 7.3.			O=C([O-])COC(CC(=O)[O-])C(=O)[O-]	C6H5O7	InChI=1S/C6H8O7/c7-4(8)1-3(6(11)12)13-2-5(9)10/h3H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/p-3	CIOXZGOUEYHNBF-UHFFFAOYSA-K		CHEBI:57992		
BASm0003114	(S)-N-methylcoclaurine	This compound belongs to the family of Benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached.			COc1cc2c(cc1O)[C@H](Cc1ccc(O)cc1)[NH+](C)CC2	C18H21NO3	InChI=1S/C18H21NO3/c1-19-8-7-13-10-18(22-2)17(21)11-15(13)16(19)9-12-3-5-14(20)6-4-12/h3-6,10-11,16,20-21H,7-9H2,1-2H3/t16-/m0/s1	BOKVLBSSPUTWLV-INIZCTEOSA-N	299.1521435	CHEBI:57993	HMDB0060319	
BASm0003115	2,3,5,6-tetrachlorohydroquinone		79044-57-8		[O-]c1c(Cl)c(Cl)c([O-])c(Cl)c1Cl	C6H2Cl4O2	InChI=1S/C6H2Cl4O2/c7-1-2(8)6(12)4(10)3(9)5(1)11/h11-12H	STOSPPMGXZPHKP-UHFFFAOYSA-N		CHEBI:57994		
BASm0003116	all-trans-undecaprenyl diphosphate			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)([O-])OP(=O)([O-])[O-]	C55H89O7P2	InChI=1S/C55H92O7P2/c1-45(2)23-13-24-46(3)25-14-26-47(4)27-15-28-48(5)29-16-30-49(6)31-17-32-50(7)33-18-34-51(8)35-19-36-52(9)37-20-38-53(10)39-21-40-54(11)41-22-42-55(12)43-44-61-64(59,60)62-63(56,57)58/h23,25,27,29,31,33,35,37,39,41,43H,13-22,24,26,28,30,32,34,36,38,40,42,44H2,1-12H3,(H,59,60)(H2,56,57,58)/p-3/b46-25+,47-27+,48-29-,49-31-,50-33-,51-35-,52-37-,53-39-,54-41-,55-43-	NTXGVHCCXVHYCL-NTDVEAECSA-K	923.6099999	CHEBI:57995		MMDBc0055910
BASm0003117	nororientaline				COc1cc(CC2[NH2+]CCc3cc(OC)c(O)cc32)ccc1O	C18H21NO4	InChI=1S/C18H21NO4/c1-22-17-8-11(3-4-15(17)20)7-14-13-10-16(21)18(23-2)9-12(13)5-6-19-14/h3-4,8-10,14,19-21H,5-7H2,1-2H3	WQTCGADWPORGNB-UHFFFAOYSA-N	315.1470582	CHEBI:57996		
BASm0003119	1-carboxyvinyl carboxyphosphonate			Expected Solid	C=C(OP(=O)([O-])C(=O)[O-])C(=O)[O-]	C4H5O7P	InChI=1S/C4H5O7P/c1-2(3(5)6)11-12(9,10)4(7)8/h1H2,(H,5,6)(H,7,8)(H,9,10)	LPUFGTSGSICQBX-UHFFFAOYSA-N	195.9772895	CHEBI:57999		MMDBc0054114
BASm0003120	D-glutamine	D-Glutamine, also known as DGN or D glutamine, belongs to the class of organic compounds known as d-alpha-amino acids. These are alpha amino acids which have the D-configuration of the alpha-carbon atom. Supplementation does not appear to be useful in adults or children with Crohn's disease or inflammatory bowel disease, but clinical studies as of 2016 were underpowered. D-Glutamine is a drug. D-Glutamine exists in all living species, ranging from bacteria to humans. D-Glutamine is a potentially toxic compound. Adverse effects of glutamine have been described for people receiving home parenteral nutrition and those with liver-function abnormalities. Glutamine is the most abundant naturally occurring, nonessential amino acid in the human body, and one of the few amino acids that can directly cross the blood-brain barrier. Glutamine can exist in either of two enantiomeric forms, L-glutamine and D-glutamine.	5959-95-5	Solid	N[C@H](CCC(N)=O)C(O)=O	C5H10N2O3	InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m1/s1	ZDXPYRJPNDTMRX-GSVOUGTGSA-N	146.0691422	CHEBI:58000	HMDB0003423	
BASm0003121	an aliphatic amine				[1*]C[NH3+]					CHEBI:58001		
BASm0003122	L-erythrulose 1-phosphate			Expected Solid	[H][C@](O)(CO)C(=O)COP([O-])([O-])=O	C4H7O7P	InChI=1S/C4H9O7P/c5-1-3(6)4(7)2-11-12(8,9)10/h3,5-6H,1-2H2,(H2,8,9,10)/p-2/t3-/m0/s1	TZCZUVPSFJZERP-VKHMYHEASA-L	197.9940367	CHEBI:58002		MMDBc0056062
BASm0003123	3',5'-cyclic CMP					C9H11N3O7P		WCPTXJJVVDAEMW-XVFCMESISA-M	304.0340103	CHEBI:58003		MMDBc0057149
BASm0003124	3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propanoyl-CoA				COc1cc(C(O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2OP(=O)([O-])[O-])ccc1O	C31H46N7O20P3S	InChI=1S/C31H46N7O20P3S/c1-31(2,26(44)29(45)34-7-6-21(41)33-8-9-62-22(42)11-18(40)16-4-5-17(39)19(10-16)53-3)13-55-61(51,52)58-60(49,50)54-12-20-25(57-59(46,47)48)24(43)30(56-20)38-15-37-23-27(32)35-14-36-28(23)38/h4-5,10,14-15,18,20,24-26,30,39-40,43-44H,6-9,11-13H2,1-3H3,(H,33,41)(H,34,45)(H,49,50)(H,51,52)(H2,32,35,36)(H2,46,47,48)/t18?,20-,24-,25-,26+,30-/m1/s1	SDNPOBCYTJKZSD-XWQDBIPASA-N	961.1731191	CHEBI:58004		
BASm0003125	N-amidino-L-aspartate	Guanidinosuccinic acid (GSA) has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID:22626821). It is one of the earliest uremic toxins isolated and its toxicity identified. Its metabolic origins show that it arose from the oxidation of argininosuccinic acid (ASA) by free radicals. The stimulus for this oxidation, occurring optimally in the presence of the failed kidney, is the rising level of urea which, through enzyme inhibition, results in a decline in hepatic levels of the semi-essential amino acid, arginine. It is further noted that concentrations of GSA in both serum and urine decline sharply in animals and humans exposed to the essential amino acid, methionine. Uremic patients suffer from a defective ability to generate methyl groups due to anorexia, dietary restrictions and renal protein leakage. This leads to the accumulation of homocysteine, a substance known to produce vascular damage. Even in healthy subjects intake of choline together with methionine is insufficient to satisfy total metabolic requirements for methyl groups. In end-stage renal disease, therefore, protein restriction contributes to the build-up of toxins in uremia. Replacement using specific amino acid mixtures should be directed toward identified deficiencies and adequacy monitored by following serum levels of the related toxins, in this case GSA and homocysteine. (PMID 12701806).	6133-30-8	Solid	NC(=[NH2+])N[C@@H](CC(=O)[O-])C(=O)[O-]	C5H9N3O4	InChI=1S/C5H9N3O4/c6-5(7)8-2(4(11)12)1-3(9)10/h2H,1H2,(H,9,10)(H,11,12)(H4,6,7,8)/t2-/m0/s1	VVHOUVWJCQOYGG-REOHCLBHSA-N	175.0593058	CHEBI:58005	HMDB0003157	
BASm0003126	Cypridina luciferin				CC[C@H](C)c1nc2c(CCCNC(N)=[NH2+])[nH]c(-c3c[nH]c4ccccc34)cn-2c1=O	C22H27N7O	InChI=1S/C22H27N7O/c1-3-13(2)19-21(30)29-12-18(15-11-26-16-8-5-4-7-14(15)16)27-17(20(29)28-19)9-6-10-25-22(23)24/h4-5,7-8,11-13,26-27H,3,6,9-10H2,1-2H3,(H4,23,24,25)	ZWPWSXGBDMGKKS-UHFFFAOYSA-N	405.2277085	CHEBI:58006		
BASm0003127	streptomycin		57-92-1		C[NH2+][C@@H]1[C@H](O[C@H]2[C@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](NC(N)=[NH2+])[C@@H](O)[C@@H]3NC(N)=[NH2+])O[C@@H](C)[C@]2(O)C=O)O[C@@H](CO)[C@H](O)[C@H]1O	C21H39N7O12	InChI=1S/C21H39N7O12/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35/h4-18,26,29,31-36H,3H2,1-2H3,(H4,22,23,27)(H4,24,25,28)/t5-,6-,7+,8-,9-,10-,11+,12-,13-,14+,15+,16-,17-,18-,21+/m0/s1	UCSJYZPVAKXKNQ-HZYVHMACSA-N		CHEBI:58007		
BASm0003128	2-carboxy-D-arabinitol				O=C([O-])[C@@](O)(CO)[C@H](O)[C@H](O)CO	C6H12O7	InChI=1S/C6H12O7/c7-1-3(9)4(10)6(13,2-8)5(11)12/h3-4,7-10,13H,1-2H2,(H,11,12)	XONDRGRALZTVKD-UHFFFAOYSA-N		CHEBI:58008		
BASm0003129	gamma-L-glutamyl-L-cysteinyl-beta-alanine	The conjugate base of L-gamma-glutamyl-L-cysteinyl-beta-alanine having an anionic carboxy terminus and a zwitterionic gamma-glutamyl residue; major species at pH 7.3.			[NH3+][C@@H](CCC(=O)N[C@@H](CS)C(=O)NCCC(=O)[O-])C(=O)[O-]	C11H18N3O6S	InChI=1S/C11H19N3O6S/c12-6(11(19)20)1-2-8(15)14-7(5-21)10(18)13-4-3-9(16)17/h6-7,21H,1-5,12H2,(H,13,18)(H,14,15)(H,16,17)(H,19,20)/p-1/t6-,7-/m0/s1	HKBNQXMLSMKLJV-BQBZGAKWSA-M		CHEBI:58009		
BASm0003130	(S)-3'-hydroxy-N-methylcoclaurine				COc1cc2c(cc1O)[C@H](Cc1ccc(O)c(O)c1)[NH+](C)CC2	C18H21NO4	InChI=1S/C18H21NO4/c1-19-6-5-12-9-18(23-2)17(22)10-13(12)14(19)7-11-3-4-15(20)16(21)8-11/h3-4,8-10,14,20-22H,5-7H2,1-2H3/t14-/m0/s1	DAUPWJBRVZCBQB-AWEZNQCLSA-N		CHEBI:58010		
BASm0003131	(1R,2R,3R)-prephytoene diphosphate				CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])[O-])[C@]1(C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C	C40H68O7P2	InChI=1S/C40H68O7P2/c1-31(2)17-11-19-33(5)21-13-23-35(7)25-15-26-37(9)29-38-39(30-46-49(44,45)47-48(41,42)43)40(38,10)28-16-27-36(8)24-14-22-34(6)20-12-18-32(3)4/h17-18,21-22,25,27,29,38-39H,11-16,19-20,23-24,26,28,30H2,1-10H3,(H,44,45)(H2,41,42,43)/b33-21+,34-22+,35-25+,36-27+,37-29+/t38-,39-,40-/m1/s1	RVCNKTPCHZNAAO-UZDKSQMHSA-N		CHEBI:58011		
BASm0003132	strictosidine aglycone		85925-13-9		C=C[C@H]1[C@H](O)OC=C(C(=O)OC)[C@H]1C[C@@H]1[NH2+]CCc2c1[nH]c1ccccc21	C21H24N2O4	InChI=1S/C21H24N2O4/c1-3-12-15(16(20(24)26-2)11-27-21(12)25)10-18-19-14(8-9-22-18)13-6-4-5-7-17(13)23-19/h3-7,11-12,15,18,21-23,25H,1,8-10H2,2H3	HXLWDALZXJIPSY-UHFFFAOYSA-N	368.1736073	CHEBI:58012		
BASm0003133	aspulvinone H	3-Phenylpropyl 2-methylpropanoate is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]")	103-58-2		CC(C)=CCc1cc(/C=C2\OC(=O)C(c3ccc(O)c(CC=C(C)C)c3)=C2[O-])ccc1O	C13H18O2	InChI=1S/C13H18O2/c1-11(2)13(14)15-10-6-9-12-7-4-3-5-8-12/h3-5,7-8,11H,6,9-10H2,1-2H3	VBTAKMZSMFMLGT-UHFFFAOYSA-N	206.1306798	CHEBI:58013	HMDB0034472	
BASm0003135	7,8-dihydro-7,8-dihydroxykynurenate				O=C([O-])c1cc(O)c2c(n1)C(O)C(O)C=C2	C10H9NO5	InChI=1S/C10H9NO5/c12-6-2-1-4-7(13)3-5(10(15)16)11-8(4)9(6)14/h1-3,6,9,12,14H,(H,11,13)(H,15,16)	LLAWHKBFIBTIBH-UHFFFAOYSA-N	223.0480724	CHEBI:58015		
BASm0003136	1-guanidino-1-deoxy-scyllo-inositol	Conjugate acid of 1-guanidino-1-deoxy-scyllo-inositol arising from protonation of the guanidino groups; major species at pH 7.3.			NC(=[NH2+])N[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O	C7H16N3O5	InChI=1S/C7H15N3O5/c8-7(9)10-1-2(11)4(13)6(15)5(14)3(1)12/h1-6,11-15H,(H4,8,9,10)/p+1/t1-,2-,3+,4+,5-,6-	LXQDZCCPYLOHOJ-CDRYSYESSA-O		CHEBI:58016		
BASm0003137	5-phospho-alpha-D-ribose 1-diphosphate	Phosphoribosyl pyrophosphate, also known as PRPP or PRib-PP, belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. Phosphoribosyl pyrophosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Phosphoribosyl pyrophosphate exists in all living species, ranging from bacteria to humans. Within humans, phosphoribosyl pyrophosphate participates in a number of enzymatic reactions. In particular, guanine and phosphoribosyl pyrophosphate can be biosynthesized from guanosine monophosphate through its interaction with the enzyme adenine phosphoribosyltransferase. In addition, guanine and phosphoribosyl pyrophosphate can be biosynthesized from guanosine monophosphate; which is catalyzed by the enzyme hypoxanthine-guanine phosphoribosyltransferase. In humans, phosphoribosyl pyrophosphate is involved in adenosine deaminase deficiency. Phosphoribosyl pyrophosphate is a pentosephosphate and it is the key substance in the biosynthesis of histidine, tryptophan, and purine and pyrimidine nucleotides. It is formed from ribose 5-phosphate by the enzyme ribose-phosphate diphosphokinase. It plays a role in transferring phosphate groups in several reactions.	7540-64-9	Solid	O=P([O-])([O-])OC[C@H]1O[C@H](OP(=O)([O-])OP(=O)([O-])[O-])[C@H](O)[C@@H]1O	C5H13O14P3	InChI=1S/C5H13O14P3/c6-3-2(1-16-20(8,9)10)17-5(4(3)7)18-22(14,15)19-21(11,12)13/h2-7H,1H2,(H,14,15)(H2,8,9,10)(H2,11,12,13)/t2-,3-,4-,5-/m1/s1	PQGCEDQWHSBAJP-TXICZTDVSA-N	389.9518147	CHEBI:58017	HMDB0000280	
BASm0003138	N(5)-formyl-5,6,7,8-tetrahydromethanopterin			Expected Solid	C[C@@H]1Nc2nc(N)[nH]c(=O)c2N(C=O)C1[C@@H](C)Nc1ccc(C[C@H](O)[C@H](O)[C@H](O)CO[C@H]2O[C@H](COP(=O)([O-])O[C@@H](CCC(=O)[O-])C(=O)[O-])[C@@H](O)[C@H]2O)cc1	C31H42N6O17P	InChI=1S/C31H45N6O17P/c1-13(22-14(2)34-27-23(37(22)12-38)28(46)36-31(32)35-27)33-16-5-3-15(4-6-16)9-17(39)24(43)18(40)10-51-30-26(45)25(44)20(53-30)11-52-55(49,50)54-19(29(47)48)7-8-21(41)42/h3-6,12-14,17-20,22,24-26,30,33,39-40,43-45H,7-11H2,1-2H3,(H,41,42)(H,47,48)(H,49,50)(H4,32,34,35,36,46)/p-3/t13-,14+,17+,18-,19+,20-,22?,24+,25-,26-,30+/m1/s1	RMPHWTMYCVTPKB-QZQIFXBMSA-K	801.2360517	CHEBI:58018		MMDBc0048042
BASm0003139	(Z)-glucotropeolin	Glucotropeolin belongs to the class of organic compounds known as alkylglucosinolates. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain. Outside of the human body, glucotropaeolin has been detected, but not quantified in, several different foods, such as white mustards, garden cress, horseradish, cabbages, and Brassicas. This could make glucotropaeolin a potential biomarker for the consumption of these foods. Glucotropaeolin is isolated from seeds of Tropaeolum majus (garden nasturtium), Lepidium sativum (garden cress), and other crucifers.	499-26-3		O=S(=O)([O-])O/N=C(/Cc1ccccc1)S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C14H19NO9S2	InChI=1S/C14H19NO9S2/c16-7-9-11(17)12(18)13(19)14(23-9)25-10(15-24-26(20,21)22)6-8-4-2-1-3-5-8/h1-5,9,11-14,16-19H,6-7H2,(H,20,21,22)/b15-10+/t9-,11-,12+,13-,14+/m1/s1	QQGLQYQXUKHWPX-BXLHIMNRSA-N	409.0501235	CHEBI:58021	HMDB0038419	
BASm0003140	10-oxodecanoate	The conjugate base of 10-oxocapric acid.			O=CCCCCCCCCC(=O)[O-]	C10H17O3	InChI=1S/C10H18O3/c11-9-7-5-3-1-2-4-6-8-10(12)13/h9H,1-8H2,(H,12,13)/p-1	FYURGFQVSMALOD-UHFFFAOYSA-M		CHEBI:58022		
BASm0003141	3-(3,5-diiodo-4-hydroxyphenyl)pyruvate	3-(3,5-diiodo-4-hydroxyphenyl)pyruvate is part of the Citrate cycle (TCA cycle), Pyruvate metabolism, Glyoxylate and dicarboxylate metabolism, and Proximal tubule bicarbonate reclamation pathways. It is a substrate for: Malate dehydrogenase, cytoplasmic.		Solid	O=C([O-])C(=O)Cc1cc(I)c([O-])c(I)c1	C9H6I2O4	InChI=1S/C9H6I2O4/c10-5-1-4(2-6(11)8(5)13)3-7(12)9(14)15/h1-2,13H,3H2,(H,14,15)	TZPLBTUUWSVGCY-UHFFFAOYSA-N	431.8355455	CHEBI:58023	HMDB0059637	
BASm0003142	deoxylimonoate				CC1=C2CC(=O)O[C@@H](c3ccoc3)[C@]2(C)CC[C@@H]1[C@@]12COC(=O)C[C@@H]1OC(C)(C)[C@@H]2CC(=O)[O-]	C26H32O8	InChI=1S/C26H32O8/c1-14-16(5-7-25(4)17(14)9-22(30)33-23(25)15-6-8-31-12-15)26-13-32-21(29)11-19(26)34-24(2,3)18(26)10-20(27)28/h6,8,12,16,18-19,23H,5,7,9-11,13H2,1-4H3,(H,27,28)	NLNLACOJSWLNHE-UHFFFAOYSA-N	472.209718	CHEBI:58024		
BASm0003143	octopamine	p-Octopamine is an amine in traces quantities in plasma and cerebrospinal fluid in humans with septic encephalopathy (PMID 15932098).	104-14-3	Solid	[NH3+]CC(O)c1ccc(O)cc1	C8H11NO2	InChI=1S/C8H11NO2/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,8,10-11H,5,9H2/t8-/m0/s1	QHGUCRYDKWKLMG-QMMMGPOBSA-N	153.0789786	CHEBI:58025	HMDB0004825	
BASm0003144	3,5-dihydroxy-1,4-naphthoquinone				O=C1C=C([O-])C(=O)c2c(O)cccc21	C10H6O4	InChI=1S/C10H6O4/c11-6-3-1-2-5-7(12)4-8(13)10(14)9(5)6/h1-4,11,13H	VYGYXAIGQZWAQC-UHFFFAOYSA-N	190.0266087	CHEBI:58026		
BASm0003146	cysteamine	Cysteamine is a product of the constitutive degradation of coenzyme A, a process that occurs in all tissues, although some tissues such as brain and heart may have exceptionally high coenzyme A turnover rates. Cysteamine has only one known function, and that is as a precursor for the formation of hypotaurine, which is subsequently oxidized to taurine. The rate of cysteamine production as a result of coenzyme A breakdown is not well understood but it is clear that cysteamine levels are not as dramatically affected by dietary habits as are cysteine levels. Cysteamine is generated from hypotaurine by cysteamine dioxygenase (EC:1.13.11.19), an enzyme that was recently identified in mammals (PMID:17581819). Cysteamine is the simplest stable aminothiol found in the body. It is used in the treatment of disorders of cystine excretion. Cysteamine cleaves the disulfide bond with cysteine to produce molecules that can escape the metabolic defect in cystinosis and cystinuria. Cyst(e)amine may also serve as an endogenous regulator of immune system activity as well as a potential therapeutic agent for the treatment of Huntington disease. Cysteamine is also used as a radiation-protective agent that oxidizes in air to form cystamine. It can be given intravenously or orally to treat radiation sickness.	60-23-1	Solid		C2H8NS		UFULAYFCSOUIOV-UHFFFAOYSA-O	78.03719686	CHEBI:58029	HMDB0002991	
BASm0003147	2-hydroxy-5-carboxymethylmuconate semialdehyde			Expected Solid	[H]\C(\C(\[H])=C(\CC([O-])=O)C=O)=C(\[O-])C(O)=O	C8H6O6	InChI=1S/C8H8O6/c9-4-5(3-7(11)12)1-2-6(10)8(13)14/h1-2,4,10H,3H2,(H,11,12)(H,13,14)/p-2/b5-1-,6-2-	NLXIEJRQAIHYPN-IOBHVTPZSA-L	198.0175351	CHEBI:58030		MMDBc0055236
BASm0003148	anhydrotetracycline			Expected Solid	[H][C@@]12CC3=C(C(O)=C4C(O)=CC=CC4=C3C)C(=O)[C@]1(O)C(=O)C(C(O)=N)=C(O)[C@@]2([H])N(C)C	C22H22N2O7	InChI=1S/C22H22N2O7/c1-8-9-5-4-6-12(25)13(9)17(26)14-10(8)7-11-16(24(2)3)18(27)15(21(23)30)20(29)22(11,31)19(14)28/h4-6,11,16,25-27,31H,7H2,1-3H3,(H2,23,30)/t11-,16-,22-/m0/s1	CXCVEERYMJZMMM-DOCRCCHOSA-N	426.1427011	CHEBI:58032		MMDBc0052871
BASm0003149	2-phosphoglycolate	Phosphoglycolic acid is a substrate for triose-phosphate isomerase. This compound belongs to the family of Organophosphate Esters. These are organic compounds containing phosphoric acid ester functional group.	13147-57-4	Solid		C2H2O6P		ASCFNMCAHFUBCO-UHFFFAOYSA-K	152.9605455	CHEBI:58033	HMDB0000816	
BASm0003151	1D-1-guanidino-3-amino-1,3-dideoxy-scyllo-inositol	Dication of 1D-3-amino-1-guanidino-1,3-dideoxy-scyllo-inositol arising from protonation of the amino and guanidino groups; major species at pH 7.3.				C7H18N4O4		FXXWDCNDGPHMNA-FUHDGFEASA-P	222.1317079	CHEBI:58035		
BASm0003152	O-demethylpuromycin			Expected Solid	[H][C@]([NH3+])(CC1=CC=C(O)C=C1)C(O)=N[C@]1([H])[C@@]([H])(CO)O[C@@]([H])(N2C=NC3=C(N=CN=C23)N(C)C)[C@]1([H])O	C21H28N7O5	InChI=1S/C21H27N7O5/c1-27(2)18-16-19(24-9-23-18)28(10-25-16)21-17(31)15(14(8-29)33-21)26-20(32)13(22)7-11-3-5-12(30)6-4-11/h3-6,9-10,13-15,17,21,29-31H,7-8,22H2,1-2H3,(H,26,32)/p+1/t13-,14+,15+,17+,21+/m0/s1	NVZJDPXVSWFFJJ-YXDKPKCJSA-O	458.2146435	CHEBI:58037		MMDBc0056230
BASm0003153	firefly D-luciferin				O=C([O-])[C@H]1CSC(c2nc3ccc(O)cc3s2)=N1	C11H8N2O3S2	InChI=1S/C11H8N2O3S2/c14-5-1-2-6-8(3-5)18-10(12-6)9-13-7(4-17-9)11(15)16/h1-3,7,14H,4H2,(H,15,16)	BJGNCJDXODQBOB-UHFFFAOYSA-N	279.9976345	CHEBI:58038		
BASm0003154	N-methylputrescine	N-Methylputrescine belongs to the class of organic compounds known as dialkylamines. These are organic compounds containing a dialkylamine group, characterized by two alkyl groups bonded to the amino nitrogen. N-Methylputrescine is a very strong basic compound (based on its pKa). An N-monosubstituted putrescine where the N-substituent is methyl. N-Methylputrescine exists in all living organisms, ranging from bacteria to humans. N-Methylputrescine is expected to be in Cannabis as all living plants are known to produce and metabolize it.	14475-60-6	1	C[NH2+]CCCC[NH3+]	C5H14N2	InChI=1S/C5H14N2/c1-7-5-3-2-4-6/h7H,2-6H2,1H3	RMIVMBYMDISYFZ-UHFFFAOYSA-N	102.1157	CHEBI:58039		
BASm0003155	dimethylamine	Dimethylamine (DMA) is an organic secondary amine. It is a colorless, liquefied and flammable gas with an ammonia and fish-like odor. Dimethylamine is abundantly present in human urine. Main sources of urinary DMA have been reported to include trimethylamine N-oxide, a common food component, and asymmetric dimethylarginine (ADMA), an endogenous inhibitor of nitric oxide (NO) synthesis. ADMA is excreted in the urine in part unmetabolized and in part after hydrolysis to DMA by dimethylarginine dimethylaminohydrolase (DDAH). Statistically significant increases in urinary DMA have been found in individuals after the consumption of fish and seafoods. The highest values were obtained for individuals that consumed coley, squid and whiting with cod, haddock, sardine, skate and swordfish (PMID: 18282650). It has also been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821). As a pure chemical substance Dimethylamine is used as dehairing agent in tanning, in dyes, in rubber accelerators, in soaps and cleaning compounds and as an agricultural fungicide. In the body, DMA also undergoes nitrosation under weak acid conditions to give dimethlynitrosamine. Study has shown that DMA is a metabolite of Arthrobacter and Micrococcus (PMID: 11422368 ; PMID: 7191).	124-40-3	Liquid	C[NH2+]C	C2H7N	InChI=1S/C2H7N/c1-3-2/h3H,1-2H3	ROSDSFDQCJNGOL-UHFFFAOYSA-N	45.05784923	CHEBI:58040	HMDB0000087	
BASm0003157	guanidinoethyl methyl phosphate				COP(=O)([O-])OCCNC(N)=[NH2+]	C4H12N3O4P	InChI=1S/C4H12N3O4P/c1-10-12(8,9)11-3-2-7-4(5)6/h2-3H2,1H3,(H,8,9)(H4,5,6,7)	PTALSLHNZQRENZ-UHFFFAOYSA-N	197.0565429	CHEBI:58042		
BASm0003159	2,5-dihydroxybenzoate			Expected Solid	O=C([O-])c1cc(O)ccc1O	C7H5O4	InChI=1S/C7H6O4/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,8-9H,(H,10,11)/p-1	WXTMDXOMEHJXQO-UHFFFAOYSA-M	153.0193322	CHEBI:58044		MMDBc0054204
BASm0003160	L-isoleucine	Isoleucine (Ile) or L-isoleucine is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).  Amino acids are organic compounds that contain amino (-NH2) and carboxyl (-COOH) functional groups, along with a side chain (R group) specific to each amino acid. L-isolecuine is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Isoleucine is found in all organisms ranging from bacteria to plants to animals. It is classified as a non-polar, uncharged (at physiological pH) aliphatic amino acid. Isoleucine is an essential amino acid in humans, meaning the body cannot synthesize it and that it must be obtained from the diet. In plants and microorganisms, isoleucine is synthesized starting from pyruvate and alpha-ketobutyrate. Isoleucine is classified as a branched chain amino acid (BCAA). BCAAs include three amino acids: isoleucine, leucine and valine. They are alpha amino acids whose carbon structure is marked by a beta branch point. Despite their structural similarities, BCAAs have different metabolic routes, with valine going solely to carbohydrates (glucogenic), leucine solely to fats (ketogenic) and isoleucine being both a glucogenic and a ketogenic amino acid. Isoleucine is catabolized via with alpha-ketoglutarate where upon it is oxidized and split into propionyl-CoA and acetyl-CoA. Propionyl-CoA is converted into succinyl-CoA, a TCA cycle intermediate which can be converted into oxaloacetate for gluconeogenesis (hence glucogenic). The acetyl-CoA can be fed into the TCA cycle by condensing with oxaloacetate to form citrate or used in the synthesis of ketone bodies or fatty acids. The different metabolism of BCAAs accounts for different requirements for these essential amino acids in humans: 12 mg/kg, 14 mg/kg and 16 mg/kg of valine, leucine and isoleucine are required respectively. Furthermore, these amino acids have different deficiency symptoms. Valine deficiency is marked by neurological defects in the brain, while isoleucine deficiency is marked by muscle tremors. BCAAs are decreased in patients with liver disease, such as hepatitis, hepatic coma, cirrhosis, extrahepatic biliary atresia. An inability to break down isoleucine, along with other amino acids, is associated with maple syrup urine disease (MSUD) (PMID: 34125801). Isoleucine, like other BCAAs, is associated with insulin resistance. In particular, higher levels of isoleucine are observed in the blood of diabetic mice, rats, and humans (PMID 25287287). Mice fed an isoleucine deprivation diet for one day have improved insulin sensitivity, and feeding of an isoleucine deprivation diet for one week significantly decreases blood glucose levels (PMID: 24684822).	73-32-5	Solid	CC[C@H](C)[C@H]([NH3+])C(=O)[O-]	C6H13NO2	InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t4-,5-/m0/s1	AGPKZVBTJJNPAG-WHFBIAKZSA-N	131.0946287	CHEBI:58045	HMDB0000172	
BASm0003161	3,5-dibromo-4-hydroxybenzonitrile	Bromoxynil is a chemical compound of cyanide that is used as a herbicide. It is not permitted for homeowner use and is used for mainly for post-emergent control of annual broadleaf weeds. It is especially effective in the control of weeds in cereal, corn, sorghum, onions, flax, mint, turf, and on non-cropland. It works by inhibiting photosynthesis. (L594)	1689-84-5	Solid	N#Cc1cc(Br)c([O-])c(Br)c1	C7H3Br2NO	InChI=1S/C7H3Br2NO/c8-5-1-4(3-10)2-6(9)7(5)11/h1-2,11H	UPMXNNIRAGDFEH-UHFFFAOYSA-N		CHEBI:58046		
BASm0003162	L-asparagine	Asparagine (Asn) or L-asparagine is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).  Amino acids are organic compounds that contain amino (-NH2) and carboxyl (-COOH) functional groups, along with a side chain (R group) specific to each amino acid. L-asparagine is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Asparagine is found in all organisms ranging from bacteria to plants to animals. In humans, asparagine is not an essential amino acid, which means that it can be synthesized from central metabolic pathway intermediates in humans and is not required in the diet. The precursor to asparagine is oxaloacetate. Oxaloacetate is converted to aspartate using a transaminase enzyme. This enzyme transfers the amino group from glutamate to oxaloacetate producing alpha-ketoglutarate and aspartate. The enzyme asparagine synthetase produces asparagine, AMP, glutamate, and pyrophosphate from aspartate, glutamine, and ATP. In the asparagine synthetase reaction, ATP is used to activate aspartate, forming beta-aspartyl-AMP. Glutamine donates an ammonium group which reacts with beta-aspartyl-AMP to form asparagine and free AMP. Since the asparagine side chain can make efficient hydrogen bond interactions with the peptide backbone, asparagines are often found near the beginning and end of alpha-helices, and in turn motifs in beta sheets. Its role can be thought as "capping" the hydrogen bond interactions which would otherwise need to be satisfied by the polypeptide backbone. Asparagine also provides key sites for N-linked glycosylation, a modification of the protein chain that is characterized by the addition of carbohydrate chains. A reaction between asparagine and reducing sugars or reactive carbonyls produces acrylamide (acrylic amide) in food when heated to sufficient temperature (i.e. baking). These occur primarily in baked goods such as French fries, potato chips, and roasted coffee. Asparagine was first isolated in 1806 from asparagus juice --hence its name. Asparagine was the first amino acid to be isolated. The smell observed in the urine of some individuals after the consumption of asparagus is attributed to a byproduct of the metabolic breakdown of asparagine, asparagine-amino-succinic-acid monoamide. However, some scientists disagree and implicate other substances in the smell, especially methanethiol.	70-47-3	Solid	NC(=O)C[C@H]([NH3+])C(=O)[O-]	C4H8N2O3	InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m0/s1	DCXYFEDJOCDNAF-REOHCLBHSA-N	132.0534921	CHEBI:58048	HMDB0000168	
BASm0003164	4,5-dihydroxyphthalate			Expected Solid	O=C([O-])c1cc(O)c(O)cc1C(=O)[O-]	C8H4O6	InChI=1S/C8H6O6/c9-5-1-3(7(11)12)4(8(13)14)2-6(5)10/h1-2,9-10H,(H,11,12)(H,13,14)/p-2	YZBCICVNBHNLTK-UHFFFAOYSA-L	196.001885	CHEBI:58051		MMDBc0055544
BASm0003165	UDP-alpha-D-glucuronate	Uridine diphosphate glucuronic acid is a nucleoside diphosphate sugar which serves as a source of glucuronic acid for polysaccharide biosynthesis. It may also be epimerized to UDP Iduronic acid, which donates Iduronic acid to polysaccharides. In animals, UDP glucuronic acid is used for formation of many glucosiduronides with various aglycones. The transfer of glucuronic acid from UDP-alpha-D-glucuronic acid onto a terminal galactose residue is done by beta1,3-glucuronosyltransferases, responsible for the completion of the protein-glycosaminoglycan linkage region of proteoglycans and of the HNK1 epitope of glycoproteins and glycolipids. In humans the enzyme galactose-beta-1,3-glucuronosyltransferase I completes the synthesis of the common linker region of glycosaminoglycans (GAGs) by transferring glucuronic acid (GlcA) onto the terminal galactose of the glycopeptide primer of proteoglycans. The GAG chains of proteoglycans regulate major biological processes such as cell proliferation and recognition, extracellular matrix deposition, and morphogenesis. (PMID:16815917).	2616-64-0	Solid	O=C([O-])[C@H]1O[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O	C15H22N2O18P2	InChI=1S/C15H22N2O18P2/c18-5-1-2-17(15(26)16-5)12-9(22)6(19)4(32-12)3-31-36(27,28)35-37(29,30)34-14-10(23)7(20)8(21)11(33-14)13(24)25/h1-2,4,6-12,14,19-23H,3H2,(H,24,25)(H,27,28)(H,29,30)(H,16,18,26)/t4-,6-,7+,8+,9-,10-,11+,12-,14-/m1/s1	HDYANYHVCAPMJV-LXQIFKJMSA-N	580.0342849	CHEBI:58052	HMDB0000935	
BASm0003166	IMP	Inosinic acid, also known as inosine monophosphate, IMP, 5'-inosinate or 5'-IMP, belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. IMP is also classified as a nucleotide (a nucleoside monophosphate). Inosinic acid exists in all living species, ranging from bacteria to plants to humans. IMP is widely used as a flavor enhancer. In the food industry it is known as E number reference E630.  Inosinic acid can be converted into various salts including disodium inosinate (E631), dipotassium inosinate (E632), and calcium inosinate (E633). These three inosinate compounds are used as flavor enhancers for the basic taste umami. These inosinate salts are mostly used in soups, sauces, and seasonings for the intensification and balance of the flavor of meat. Inosinic acid is typically obtained from chicken byproducts or other meat industry waste. Inosinic acid or IMP is important in metabolism. It is the ribonucleotide of hypoxanthine and the first nucleotide formed during the synthesis of purine nucleotides. It can also be formed by the deamination of adenosine monophosphate by AMP deaminase.  GMP is formed by the inosinate oxidation to xanthylate (XMP). Within humans, inosinic acid participates in a number of enzymatic reactions. In particular, inosinic acid can be converted into phosphoribosyl formamidocarboxamide; which is catalyzed by the bifunctional purine biosynthesis protein. In addition, inosinic acid can be converted into xanthylic acid; which is catalyzed by the enzyme inosine-5'-monophosphate dehydrogenase 1.	131-99-7	Solid	O=c1[nH]cnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C10H13N4O8P	InChI=1S/C10H13N4O8P/c15-6-4(1-21-23(18,19)20)22-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17/h2-4,6-7,10,15-16H,1H2,(H,11,12,17)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1	GRSZFWQUAKGDAV-KQYNXXCUSA-N	348.0470999	CHEBI:58053	HMDB0000175	
BASm0003167	4,5-dioxopentanoate				O=CC(=O)CCC(=O)[O-]	C5H6O4	InChI=1S/C5H6O4/c6-3-4(7)1-2-5(8)9/h3H,1-2H2,(H,8,9)	YHUFRVYVNKGICT-UHFFFAOYSA-N		CHEBI:58055		
BASm0003168	2-methyleneglutarate			Expected Solid	C=C(CCC(=O)[O-])C(=O)[O-]	C6H6O4	InChI=1S/C6H8O4/c1-4(6(9)10)2-3-5(7)8/h1-3H2,(H,7,8)(H,9,10)/p-2	CWNNYYIZGGDCHS-UHFFFAOYSA-L	142.0277058	CHEBI:58056		MMDBc0055255
BASm0003169	(2E)-geranyl diphosphate	Geranyl-PP, also known as neryl diphosphate, belongs to the class of organic compounds known as isoprenoid phosphates. These are prenol lipids containing a phosphate group linked to an isoprene (2-methylbuta-1,3-diene) unit. Thus, geranyl-PP is considered to be an isoprenoid lipid molecule. Geranyl-PP is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Geranyl-PP is expected to be in Cannabis as all living plants are known to produce and metabolize it.	763-10-0	1	CC(C)=CCC/C(C)=C/COP(=O)([O-])OP(=O)([O-])[O-]	C10H20O7P2	InChI=1S/C10H20O7P2/c1-9(2)5-4-6-10(3)7-8-16-19(14,15)17-18(11,12)13/h5,7H,4,6,8H2,1-3H3,(H,14,15)(H2,11,12,13)/b10-7+	GVVPGTZRZFNKDS-JXMROGBWSA-N	314.0684	CHEBI:58057		
BASm0003170	D-lysopine			Expected Solid	C[C@@H]([NH2+][C@@H](CCCC[NH3+])C(=O)[O-])C(=O)[O-]	C9H18N2O4	InChI=1S/C9H18N2O4/c1-6(8(12)13)11-7(9(14)15)4-2-3-5-10/h6-7,11H,2-5,10H2,1H3,(H,12,13)(H,14,15)/t6-,7+/m1/s1	ZZYYVZYAZCMNPG-RQJHMYQMSA-N	218.1266571	CHEBI:58058		MMDBc0055868
BASm0003171	oxidized Cypridina luciferin	The conjugate acid of oxidized Cypridina luciferin arising from selective protonation of the guanidino group; major species at pH 7.3.			CC[C@H](C)C(=O)Nc1ncc(-c2c[nH]c3ccccc23)nc1CCCNC(N)=[NH2+]	C21H28N7O	InChI=1S/C21H27N7O/c1-3-13(2)20(29)28-19-17(9-6-10-24-21(22)23)27-18(12-26-19)15-11-25-16-8-5-4-7-14(15)16/h4-5,7-8,11-13,25H,3,6,9-10H2,1-2H3,(H4,22,23,24)(H,26,28,29)/p+1/t13-/m0/s1	PSYJEEMZZIZTSR-ZDUSSCGKSA-O		CHEBI:58059		
BASm0003172	salutaridine				COC1=C[C@]23CC[NH+](C)[C@H](Cc4ccc(OC)c(O)c42)C3=CC1=O	C19H21NO4	InChI=1S/C19H21NO4/c1-20-7-6-19-10-16(24-3)14(21)9-12(19)13(20)8-11-4-5-15(23-2)18(22)17(11)19/h4-5,9-10,13,22H,6-8H2,1-3H3	GVTRUVGBZQJVTF-UHFFFAOYSA-N	327.1470582	CHEBI:58061		
BASm0003173	taurocyamine	Taurocyamine is a guanidino-taurine analogue derived from taurine. It is an intermediate of taurine and hypotaurine metabolism. The concentration of taurocyamine present in the human urine and serum could be as low as 8-78 pmol/ml. (PMID: 6520173) Plasma levels of taurocyamine are significantly increased in patients with chronic renal failure with or without hemodialysis. (PMID: 10516995). Taurocyamine is an endogenous alkaline "shifter". It effectively reduces the extent of brain intracellular lactic acidosis brought about by anoxic insult. A pH alkaline shift may protect the brain against the deleterious effects of lactic acidosis. (PMID: 8241459). Taurocyamine is an inhibitor of taurine transport and a glycine receptor antagonist in the brain (PMID: 12411417).	543-18-0	Solid	NC(=[NH2+])NCCS(=O)(=O)[O-]	C3H9N3O3S	InChI=1S/C3H9N3O3S/c4-3(5)6-1-2-10(7,8)9/h1-2H2,(H4,4,5,6)(H,7,8,9)	JKLRIMRKZBSSED-UHFFFAOYSA-N	167.0364619	CHEBI:58064	HMDB0003584	
BASm0003174	L-glutamate 5-semialdehyde	Glutamic gamma-semialdehyde is the metabolic precursor for proline biosynthesis. The conversion from L-Glutamate, an ATP- and NADPH-dependent reaction, is catalyzed by the enzyme Delta-1-pyrroline-5-carboxylate synthetase (P5CS) (OMIM 138250). L-Glutamic-gamma-semialdehyde can also be converted to or be formed from the amino acids L-ornithine (EC 2.6.1.13) and L-proline (EC 1.5.99.8 and EC 1.5.1.2). It is also one of the few metabolites that can be a precursor to other metabolites of both the urea cycle and the citric acid cycle (BioCyc).	496-92-4	Solid	[NH3+][C@@H](CCC=O)C(=O)[O-]	C5H9NO3	InChI=1S/C5H9NO3/c6-4(5(8)9)2-1-3-7/h3-4H,1-2,6H2,(H,8,9)/t4-/m0/s1	KABXUUFDPUOJMW-BYPYZUCNSA-N	131.0582432	CHEBI:58066	HMDB0002104	
BASm0003175	beta-cyclopiazonate			Expected Solid	[H][C@@]1(CC2=CNC3=CC=CC(CC=C(C)C)=C23)N=C(O)\C(=C(\C)[O-])C1=O	C20H21N2O3	InChI=1S/C20H22N2O3/c1-11(2)7-8-13-5-4-6-15-18(13)14(10-21-15)9-16-19(24)17(12(3)23)20(25)22-16/h4-7,10,16,21,23H,8-9H2,1-3H3,(H,22,25)/p-1/b17-12-/t16-/m0/s1	HLDTVPRYVAHRIQ-BQGMYUGNSA-M	337.1557661	CHEBI:58067		MMDBc0055743
BASm0003176	CDP	Cytidine diphosphate, abbreviated CDP, and also known as 5'-CDP, belongs to the class of organic compounds known as pyrimidine ribonucleoside diphosphates. These are pyrimidine ribonucleotides with diphosphate group linked to the ribose moiety. It is a cytosine nucleotide containing two phosphate groups esterified to the sugar moiety. CDP exists in all living species, ranging from bacteria to humans. In humans, CDP is involved in cardiolipin biosynthesis. Outside of the human body, CDP has been detected, but not quantified in several different foods, such as carobs, mexican oregano, evergreen huckleberries, green vegetables, and pepper (Capsicum baccatum).	63-38-7	Solid		C9H12N3O11P2		ZWIADYZPOWUWEW-XVFCMESISA-K	399.996353	CHEBI:58069	HMDB0001546	
BASm0003177	2-ethylhexyl phthalate	Monoethylhexyl phthalic acid (MEHP) is an active metabolite of Bis(2-ethylhexyl)phthalate (DEHP). DEHP measured from the blood of pregnant women have been significantly associated with the decreased penis width, shorter anogenital distance, and the incomplete descent of testes of their newborn sons, replicating effects identified in animals. DEHP hydrolyzes to MEHP via the enzyme Bis(2-ethylhexyl)phthalate acylhydrolase(3.1.1.6)and subsequently to phthalate salts. The released alcohol is susceptible to oxidation to the aldehyde and carboxylic acid.	4376-20-9	Solid		C16H21O4		DJDSLBVSSOQSLW-UHFFFAOYNA-M	277.1445327	CHEBI:58071	HMDB13248	
BASm0003178	D-nopaline		22350-70-5			C11H19N4O6		LMKYZBGVKHTLTN-NKWVEPMBSA-M	303.1310079	CHEBI:58074		
BASm0003179	2-hydroxy-4-oxobutane-1,2,4-tricarboxylate			Expected Solid	O=C([O-])CC(O)(CC(=O)C(=O)[O-])C(=O)[O-]	C7H5O8	InChI=1S/C7H8O8/c8-3(5(11)12)1-7(15,6(13)14)2-4(9)10/h15H,1-2H2,(H,9,10)(H,11,12)(H,13,14)/p-3	RQMCNDRMPZBEOD-UHFFFAOYSA-K	217.0000879	CHEBI:58075		MMDBc0055235
BASm0003180	bis-gamma-glutamylcystine	N,N'-Bis(gamma-glutamyl)cystine is found in mushrooms. N,N'-Bis(gamma-glutamyl)cystine is isolated from chives (Allium schoenoprasum) and from shiitake mushrooms (Lentinus edodes).	23052-19-9		[NH3+]C(CCC(=O)NC(CSSCC(NC(=O)CCC([NH3+])C(=O)[O-])C(=O)[O-])C(=O)[O-])C(=O)[O-]	C16H26N4O10S2	InChI=1S/C16H26N4O10S2/c17-7(13(23)24)1-3-11(21)19-9(15(27)28)5-31-32-6-10(16(29)30)20-12(22)4-2-8(18)14(25)26/h7-10H,1-6,17-18H2,(H,19,21)(H,20,22)(H,23,24)(H,25,26)(H,27,28)(H,29,30)	GOZJYXJJQVGDOJ-UHFFFAOYSA-N	498.1090345	CHEBI:58077	HMDB0038458	
BASm0003181	butanoyl phosphate				CCCC(=O)OP(=O)([O-])[O-]	C4H9O5P	InChI=1S/C4H9O5P/c1-2-3-4(5)9-10(6,7)8/h2-3H2,1H3,(H2,6,7,8)	JSHMCUNOMIZJDJ-UHFFFAOYSA-N	168.0187604	CHEBI:58079		
BASm0003182	N(4)-(beta-N-acetyl-D-glucosaminyl)-L-asparagine	Aspartylglycosamine, also known as n4-(beta-N-acetyl-D-glucosaminyl)-L-asparagine or 1-beta-aspartyl-N-acetyl-D-glucosaminylamine, is a member of the class of compounds known as glycosylamines. Glycosylamines are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether). Aspartylglycosamine is soluble (in water) and a moderately acidic compound (based on its pKa). Aspartylglycosamine can be found primarily in urine, as well as in human spleen tissue. Within the cell, aspartylglycosamine is primarily located in the cytoplasm. Moreover, aspartylglycosamine is found to be associated with aspartylglucosaminuria, which is an inborn error of metabolism. Large amount of aspartylglycosamine appears in patients with aspartylglycosaminuria corresponding to decreased activity of aspartylglycosamine amido hydrolase.	2776-93-4	Solid	CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1NC(=O)C[C@H](N)C(O)=O	C12H21N3O8	InChI=1S/C12H21N3O8/c1-4(17)14-8-10(20)9(19)6(3-16)23-11(8)15-7(18)2-5(13)12(21)22/h5-6,8-11,16,19-20H,2-3,13H2,1H3,(H,14,17)(H,15,18)(H,21,22)/t5-,6+,8+,9+,10+,11+/m0/s1	YTTRPBWEMMPYSW-HRRFRDKFSA-N	335.1328647	CHEBI:58080	HMDB0000489	
BASm0003183	dTDP-D-galacturonate	A nucleotide-sugar oxoanion that is a trianion of dTDP-D-galacturonic acid arising from deprotonation of carboxy and diphosphate OH groups; major species at pH 7.3.			Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])OC3O[C@H](C(=O)[O-])[C@H](O)[C@H](O)[C@H]3O)O2)c(=O)[nH]c1=O	C16H21N2O17P2	InChI=1S/C16H24N2O17P2/c1-5-3-18(16(26)17-13(5)23)8-2-6(19)7(32-8)4-31-36(27,28)35-37(29,30)34-15-11(22)9(20)10(21)12(33-15)14(24)25/h3,6-12,15,19-22H,2,4H2,1H3,(H,24,25)(H,27,28)(H,29,30)(H,17,23,26)/p-3/t6-,7+,8+,9-,10+,11+,12-,15?/m0/s1	WNUWWHMCMPDGLG-PCKFEYPISA-K		CHEBI:58081		
BASm0003184	O-(1->4)-alpha-L-dihydrostreptosyl-streptidine 6-phosphate			Expected Solid	C[C@@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](OP(=O)([O-])[O-])[C@H](NC(N)=[NH2+])[C@@H](O)[C@@H]2NC(N)=[NH2+])[C@H](O)[C@@]1(O)CO	C14H29N6O11P	InChI=1S/C14H29N6O11P/c1-3-14(25,2-21)10(24)11(29-3)30-8-4(19-12(15)16)6(22)5(20-13(17)18)9(7(8)23)31-32(26,27)28/h3-11,21-25H,2H2,1H3,(H4,15,16,19)(H4,17,18,20)(H2,26,27,28)/t3-,4-,5+,6-,7-,8+,9-,10-,11-,14+/m0/s1	RUBKAAVMXLSLAZ-UVTYLADFSA-N	488.1631928	CHEBI:58082		MMDBc0053603
BASm0003185	glycerol 2-phosphate		17181-54-3		O=P([O-])([O-])OC(CO)CO	C3H9O6P	InChI=1S/C3H9O6P/c4-1-3(2-5)9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)	DHCLVCXQIBBOPH-UHFFFAOYSA-N		CHEBI:58083		
BASm0003186	2-isopropylmaleate	2-Isopropylmaleic acid belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually they are saturated and contain one or more methyl groups. However, branches other than methyl groups may be present. 2-Isopropylmaleic acid is a moderately acidic compound (based on its pKa). Isopropylmaleic acid is found in the leucine biosynthesis pathway. It is synthesized from oxoisovalerate by 2-isopropylmalate synthase and converted into isopropyl-3-oxosuccinate by 3-isopropylmalate dehydrogenase. The 2- and 3-isopropyl derivatives of isopropylmaleic acid are interconverted by the enzyme isopropylmalate dehydratase.	44976-69-4	Solid	CC(C)/C(=C/C(=O)[O-])C(=O)[O-]	C7H10O4	InChI=1S/C7H10O4/c1-4(2)5(7(10)11)3-6(8)9/h3-4H,1-2H3,(H,8,9)(H,10,11)/b5-3-	NJMGRJLQRLFQQX-HYXAFXHYSA-N	158.0579088	CHEBI:58085	HMDB0012241	
BASm0003187	N-succinyl-(2S,6S)-2,6-diaminoheptanedioate			Expected Solid	[NH3+][C@@H](CCC[C@H](NC(=O)CCC(=O)[O-])C(=O)[O-])C(=O)[O-]	C11H16N2O7	InChI=1S/C11H18N2O7/c12-6(10(17)18)2-1-3-7(11(19)20)13-8(14)4-5-9(15)16/h6-7H,1-5,12H2,(H,13,14)(H,15,16)(H,17,18)(H,19,20)/p-2/t6-,7-/m0/s1	GLXUWZBUPATPBR-BQBZGAKWSA-L	288.096848	CHEBI:58087		MMDBc0056156
BASm0003189	L-cysteate	Cysteic acid is a crystalline amino acid formed in the oxidation of cysteine; it is a precursor of taurine.	498-40-8	Solid	[NH3+][C@@H](CS(=O)(=O)[O-])C(=O)[O-]	C3H7NO5S	InChI=1S/C3H7NO5S/c4-2(3(5)6)1-10(7,8)9/h2H,1,4H2,(H,5,6)(H,7,8,9)	XVOYSCVBGLVSOL-UHFFFAOYSA-N	169.004493	CHEBI:58090	HMDB0002757	
BASm0003190	N-deacetylisoipecoside				C=C[C@H]1[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)OC=C(C(=O)OC)[C@H]1C[C@@H]1[NH2+]CCc2cc(O)c(O)cc21	C25H33NO11	InChI=1S/C25H33NO11/c1-3-12-14(7-16-13-8-18(29)17(28)6-11(13)4-5-26-16)15(23(33)34-2)10-35-24(12)37-25-22(32)21(31)20(30)19(9-27)36-25/h3,6,8,10,12,14,16,19-22,24-32H,1,4-5,7,9H2,2H3	MTAVTRZTGFLKSC-UHFFFAOYSA-N	523.2053609	CHEBI:58091		
BASm0003191	N-phosphocreatine	Phosphocreatine, also known as creatine phosphate (CP) or PCr (Pcr), is a phosphorylated creatine molecule that serves as a rapidly mobilizable reserve of high-energy phosphates in skeletal muscle, myocardium and the brain to recycle adenosine triphosphate, the energy currency of the cell. Phosphocreatine undergoes irreversible cyclization and dehydration to form creatinine at a fractional rate of 0.026 per day, thus forming approximately 2 g creatinine/day in an adult male. This is the amount of creatine that must be provided either from dietary sources or by endogenous synthesis to maintain the body pool of (creatine and) phosphocreatine. Creatine is an amino acid that plays a vital role as phosphocreatine in regenerating adenosine triphosphate in skeletal muscle to energize muscle contraction. Creatine is phosphorylated to phosphocreatine in muscle in a reaction that is catalyzed by the enzyme creatine kinase. This enzyme is in highest concentration in muscle and nerve. Oral administration increases muscle stores. During the past decade, creatine has assumed prominence as an ergogenic (and legal) aid for professional and elite athletes. Most (~ 95%) of the total body creatine-phosphocreatine pool is in muscle (more in skeletal muscle than in smooth muscle) and amounts to 120 g (or 925 mmol) in a 70 kg adult male. Approximately 60-67% of the content in resting muscle is in the phosphorylated form. This generates enough ATP at the myofibrillar apparatus to power about 4 seconds of muscle contraction in exercise. Phosphocreatine reacts with ADP to yield ATP and creatine; the reversible reaction is catalyzed by creatine kinase. phosphocreatine is the chief store of high-energy phosphates in muscle. Thus, this reaction, which permits the rephosphorylation of ADP to ATP, is the immediate source of energy in muscle contraction. During rest, metabolic processes regenerate phosphocreatine stores. In normal muscle, ATP that is broken down to ADP is immediately rephosphorylated to ATP. Thus, phosphocreatine serves as a reservoir of ATP-synthesizing potential. phosphocreatine is the only fuel available to precipitously regenerate ATP during episodes of rapid fluctuations in demand. The availability of phosphocreatine likely limits muscle performance during brief, high-power exercise, i.e., maximal exercise of short duration. With near maximal isometric contraction, the rate of utilization of phosphocreatine declines after 1-2 seconds of contraction, prior to the glycolysis peak at approximately 3 seconds (PMID:10079702).	1967-07-02	Solid	CN(CC(=O)[O-])C(=[NH2+])NP(=O)([O-])[O-]	C4H10N3O5P	InChI=1S/C4H10N3O5P/c1-7(2-3(8)9)4(5)6-13(10,11)12/h2H2,1H3,(H,8,9)(H4,5,6,10,11,12)	DRBBFCLWYRJSJZ-UHFFFAOYSA-N	211.035807	CHEBI:58092	HMDB0001511	
BASm0003192	homoserine lactone	The conjugate acid of homoserine lactone; major species at pH 7.3.			[NH3+]C1CCOC1=O	C4H8NO2	InChI=1S/C4H7NO2/c5-3-1-2-7-4(3)6/h3H,1-2,5H2/p+1	QJPWUUJVYOJNMH-UHFFFAOYSA-O		CHEBI:58093		
BASm0003193	L-phenylalanine	Phenylalanine (Phe), also known as L-phenylalanine is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Amino acids are organic compounds that contain amino (-NH2) and carboxyl (-COOH) functional groups, along with a side chain (R group) specific to each amino acid. L-phenylalanine is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Phenylalanine is found in all organisms ranging from bacteria to plants to animals. It is classified as an aromatic, non-polar amino acid. In humans, phenylalanine is an essential amino acid and the precursor of the amino acid tyrosine. Like tyrosine, phenylalanine is also a precursor for catecholamines including tyramine, dopamine, epinephrine, and norepinephrine. Catecholamines are neurotransmitters that act as adrenalin-like substances. Interestingly, several psychotropic drugs (mescaline, morphine, codeine, and papaverine) also have phenylalanine as a constituent. Phenylalanine is highly concentrated in the human brain and plasma. Normal metabolism of phenylalanine requires biopterin, iron, niacin, vitamin B6, copper, and vitamin C. An average adult ingests 5 g of phenylalanine per day and may optimally need up to 8 g daily. Phenylalanine is highly concentrated in a number of high protein foods, such as meat, cottage cheese, and wheat germ. An additional dietary source of phenylalanine is artificial sweeteners containing aspartame (a methyl ester of the aspartic acid/phenylalanine dipeptide). As a general rule, aspartame should be avoided by phenylketonurics and pregnant women. When present in sufficiently high levels (>500 uM), phenylalanine can act as a neurotoxin and a metabotoxin. A neurotoxin is a compound that disrupts or attacks neural cells and neural tissue. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of phenylalanine are associated with at least five inborn errors of metabolism, including Hartnup disorder, hyperphenylalaninemia due to guanosine triphosphate cyclohydrolase deficiency, phenylketonuria (PKU), tyrosinemia type 2 (or Richner-Hanhart syndrome), and tyrosinemia type III (TYRO3). Phenylketonurics have elevated serum plasma levels of phenylalanine up to 400 times normal. High plasma concentrations of phenylalanine influence the blood-brain barrier transport of large neutral amino acids. The high plasma phenylalanine concentrations increase phenylalanine entry into the brain and restrict the entry of other large neutral amino acids (PMID: 19191004 ). Phenylalanine has been found to interfere with different cerebral enzyme systems. Untreated phenylketonuria (PKU) can lead to intellectual disability, seizures, behavioural problems, and mental disorders. It may also result in a musty smell and lighter skin. Classic PKU dramatically affects myelination and white matter tracts in untreated infants; this may be one major cause of neurological disorders associated with phenylketonuria. Mild phenylketonuria can act as an unsuspected cause of hyperactivity, learning problems, and other developmental problems in children. It has been recently suggested that PKU may resemble amyloid diseases, such as Alzheimer's disease and Parkinson's disease, due to the formation of toxic amyloid-like assemblies of phenylalanine (PMID: 22706200 ). Higher serum/plasma levels (>75 µmol/L) of phenylalanine are commonly seen in people suffering from heart failure, chronic inflammation or infections, as well those suffering from sepsis or septic shock (PMID: 31170548; PMID: 32618142).  Normally most amino acid levels drop during inflammation or infection, so a rise in phenylalanine levels is considered unusual. While normal levels of phenylalanine are between 40-75 µmol/L, those in intensive care units with phenylalanine levels >110 µmol/L are at much greater risk of dying (PMID: 32618142).  These moderately high levels of phenylalanine are not necessarily toxic, they are simply secondary indicators of something else that is seriously wrong. The metabolism of phenylalanine and its level in blood directly relates to the activity of the enzyme phenylalanine hydroxylase, which is functionally attenuated by high levels of inflammation. The attenuation of phenylalanine hydroxylase appears to be associated with insufficient tetrahydrobiopterin (BH4), the co‐factor for phenylalanine hydroxylase. In particular, inflammation‐induced production of reactive oxygen species (ROS) may consume a significant portion of BH4, thereby leaving phenylalanine unmetabolized. Pro‐inflammatory cytokine‐mediated inflammation also increases the production of neopterin at the expense of the production of BH4. Insufficient bioavailability of BH4 also leads to dysfunction in multiple systems, including nitric oxide synthase, tryptophan/kynurenine metabolism, the catecholamine pathway, the neural system, and thyroid hormone production (PMID: 32618142). High phenylalanine concentrations in septic patients may also reflect the breakdown of muscle tissues (leading to amino acid release) and the body’s differential metabolic capacity for different amino acids. Muscle tissue is easily able to oxidize branched chain amino acids to support its own energy requirements. Muscle tissue is also able to metabolize alanine, glycine, proline, aspartate, glutamate, histidine, glutamine and serine for gluconeogenesis, but aromatic amino acids such as phenylalanine and tyrosine as well as many cysteine-containing amino acids are not as easily metabolized. This may also account for the increase in the levels of phenylalanine and tyrosine seen during sepsis (PMID: 99098). Phenylalanine also has some potential benefits. Phenylalanine can act as an effective pain reliever. Its use in premenstrual syndrome and Parkinson's may enhance the effects of acupuncture and electric transcutaneous nerve stimulation (TENS). Phenylalanine and tyrosine, like L-DOPA, produce a catecholamine-like effect. Phenylalanine is better absorbed than tyrosine and may cause fewer headaches. Low phenylalanine diets have been prescribed for certain cancers with mixed results. For instance, some tumours use more phenylalanine than others (particularly melatonin-producing tumours called melanomas).Phenylalanine is elevated by a factor of two or more in the urine of patients with diet-controlled PKU or phenylketonuria (PMID: 37446577).	63-91-2	Solid	[NH3+][C@@H](Cc1ccccc1)C(=O)[O-]	C9H11NO2	InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m0/s1	COLNVLDHVKWLRT-QMMMGPOBSA-N	165.0789786	CHEBI:58095	HMDB0000159	
BASm0003195	morphine	Morphine is only found in individuals that have used or taken this drug. It is the principal alkaloid in opium and the prototype opiate analgesic and narcotic. Morphine has widespread effects in the central nervous system and on smooth muscle. The precise mechanism of the analgesic action of morphine is unknown. However, specific CNS opiate receptors have been identified and likely play a role in the expression of analgesic effects. Morphine first acts on the mu-opioid receptors. The mechanism of respiratory depression involves a reduction in the responsiveness of the brain stem respiratory centers to increases in carbon dioxide tension and to electrical stimulation.It has been shown that morphine binds to and inhibits GABA inhibitory interneurons. These interneurons normally inhibit the descending pain inhibition pathway. So, without the inhibitory signals, pain modulation can proceed downstream.	57-27-2	Solid	C[NH+]1CC[C@]23c4c5ccc(O)c4O[C@H]2[C@@H](O)C=C[C@H]3[C@H]1C5	C17H19NO3	InChI=1S/C17H19NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-5,10-11,13,16,19-20H,6-8H2,1H3/t10-,11+,13-,16-,17-/m0/s1	BQJCRHHNABKAKU-KBQPJGBKSA-N		CHEBI:58097	HMDB14440	
BASm0003196	2-dehydro-3-deoxy-D-glucarate			Expected Solid	O=C([O-])C(=O)C[C@H](O)[C@H](O)C(=O)[O-]	C6H6O7	InChI=1S/C6H8O7/c7-2(4(9)6(12)13)1-3(8)5(10)11/h2,4,7,9H,1H2,(H,10,11)(H,12,13)/p-2/t2-,4+/m1/s1	QUURPCHWPQNNGL-FONMRSAGSA-L	190.0124497	CHEBI:58098		MMDBc0054840
BASm0003197	N(6),N(6),N(6)-trimethyl-L-lysine			Expected Solid	C[N+](C)(C)CCCC[C@H]([NH3+])C(=O)[O-]	C9H21N2O2	InChI=1S/C9H20N2O2/c1-11(2,3)7-5-4-6-8(10)9(12)13/h8H,4-7,10H2,1-3H3/p+1/t8-/m0/s1	MXNRLFUSFKVQSK-QMMMGPOBSA-O	189.1603029	CHEBI:58100		MMDBc0054601
BASm0003198	N(1)-acetylspermine	N(1)-acetylsperminium(3+) is also known as N(1)-Acetylsperminium trication.  N(1)-acetylsperminium(3+) is considered to be practically insoluble (in water) and relatively neutral			CC(=O)NCCC[NH2+]CCCC[NH2+]CCC[NH3+]	C12H31N4O	InChI=1S/C12H28N4O/c1-12(17)16-11-5-10-15-8-3-2-7-14-9-4-6-13/h14-15H,2-11,13H2,1H3,(H,16,17)/p+3	GUNURVWAJRRUAV-UHFFFAOYSA-Q	247.2481409	CHEBI:58101	HMDB0062644	
BASm0003199	N(2),6-disulfo-D-glucosamine	Dianion of 2-N,6-O-disulfo-D-glucosamine arising from deprotonation of both sulfate OH groups; major species at pH 7.3.			O=C[C@H](NS(=O)(=O)[O-])[C@@H](O)[C@H](O)[C@H](O)COS(=O)(=O)[O-]	C6H11NO11S2	InChI=1S/C6H13NO11S2/c8-1-3(7-19(12,13)14)5(10)6(11)4(9)2-18-20(15,16)17/h1,3-7,9-11H,2H2,(H,12,13,14)(H,15,16,17)/p-2/t3-,4+,5+,6+/m0/s1	BQSMUQUKNCGJCT-SLPGGIOYSA-L		CHEBI:58102		
BASm0003200	5,6,7,8-tetrahydromethanopterin	This compound belongs to the family of Alkyl Glycosides. These are lipids containing a glycosyl moiety (one or several units) linked to the hydroxyl group of a fatty alcohol.			C[C@@H]1Nc2nc(N)[nH]c(=O)c2N[C@H]1[C@@H](C)Nc1ccc(C[C@H](O)[C@H](O)[C@H](O)CO[C@H]2O[C@H](COP(=O)([O-])O[C@@H](CCC(=O)[O-])C(=O)[O-])[C@@H](O)[C@H]2O)cc1	C30H45N6O16P	InChI=1S/C30H45N6O16P/c1-12(21-13(2)33-26-22(34-21)27(44)36-30(31)35-26)32-15-5-3-14(4-6-15)9-16(37)23(41)17(38)10-49-29-25(43)24(42)19(51-29)11-50-53(47,48)52-18(28(45)46)7-8-20(39)40/h3-6,12-13,16-19,21,23-25,29,32,34,37-38,41-43H,7-11H2,1-2H3,(H,39,40)(H,45,46)(H,47,48)(H4,31,33,35,36,44)/t12-,13+,16+,17-,18+,19-,21+,23+,24-,25-,29+/m1/s1	SCBIBGUJSMHIAI-LHIIQLEZSA-N	776.2629659	CHEBI:58103	HMDB0060403	MMDBc0049856
BASm0003201	N(6)-[(indole-3-yl)acetyl]-L-lysine			Expected Solid	[NH3+][C@@H](CCCCNC(=O)Cc1c[nH]c2ccccc12)C(=O)[O-]	C16H21N3O3	InChI=1S/C16H21N3O3/c17-13(16(21)22)6-3-4-8-18-15(20)9-11-10-19-14-7-2-1-5-12(11)14/h1-2,5,7,10,13,19H,3-4,6,8-9,17H2,(H,18,20)(H,21,22)/t13-/m0/s1	FKIGOUKDKBOZID-ZDUSSCGKSA-N	303.1582915	CHEBI:58105		MMDBc0056199
BASm0003203	cetraxate	Zwitterionic form of cetraxate arising from transfer of a proton from the carboxy to the amino group; major species at pH 7.3.			[NH3+]C[C@H]1CC[C@H](C(=O)Oc2ccc(CCC(=O)[O-])cc2)CC1	C17H23NO4	InChI=1S/C17H23NO4/c18-11-13-1-6-14(7-2-13)17(21)22-15-8-3-12(4-9-15)5-10-16(19)20/h3-4,8-9,13-14H,1-2,5-7,10-11,18H2,(H,19,20)/t13-,14-	FHRSHSOEWXUORL-HDJSIYSDSA-N		CHEBI:58112		
BASm0003204	L-2-aminohexano-6-lactam			Expected Solid	[NH3+][C@H]1CCCCNC1=O	C6H13N2O	InChI=1S/C6H12N2O/c7-5-3-1-2-4-8-6(5)9/h5H,1-4,7H2,(H,8,9)/p+1/t5-/m0/s1	BOWUOGIPSRVRSJ-YFKPBYRVSA-O	129.1022395	CHEBI:58113		MMDBc0056054
BASm0003205	2-carboxy-cis,cis-muconate	2-carboxymuconate belongs to the class of Dicarboxylic Acids and Derivatives. These are organic compounds containing exactly two carboxylic acid groups. (inferred from compound structure)			O=C([O-])/C=C\C=C(C(=O)[O-])C(=O)[O-]	C7H3O6	InChI=1S/C7H6O6/c8-5(9)3-1-2-4(6(10)11)7(12)13/h1-3H,(H,8,9)(H,10,11)(H,12,13)/p-3	SLUDRBHRUDRZJZ-UHFFFAOYSA-K	182.9929628	CHEBI:58114		
BASm0003206	GMP	Guanosine monophosphate (GMP), also known as 5′-guanidylic acid or guanylic acid (conjugate base guanylate), is a nucleotide that is used as a monomer in RNA. It is an ester of phosphoric acid with the nucleoside guanosine. GMP consists of the phosphate group, the pentose sugar ribose, and the nucleobase guanine; hence it is a ribonucleoside monophosphate. Guanosine monophosphate is commercially produced by microbial fermentation. Guanosine monophosphate, also known as guanylic acid or 5'-GMP, belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. A guanine nucleotide containing one phosphate group esterified to the sugar moiety and found widely in nature. Guanosine monophosphate exists in all living species, ranging from bacteria to humans. Within humans, guanosine monophosphate participates in a number of enzymatic reactions. In particular, guanosine triphosphate and guanosine monophosphate can be biosynthesized from diguanosine tetraphosphate through its interaction with the enzyme bis(5'-nucleosyl)-tetraphosphatase [asymmetrical]. In addition, guanosine monophosphate can be biosynthesized from guanosine diphosphate; which is mediated by the enzyme ectonucleoside triphosphate diphosphohydrolase 5. In humans, guanosine monophosphate is involved in the metabolic disorder called the lesch-nyhan syndrome (lns) pathway. Outside of the human body, guanosine monophosphate has been detected, but not quantified in several different foods, such as common cabbages, tea, winter squash, spearmints, and sugar apples.	85-32-5	Solid	Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]2O)c(=O)[nH]1	C10H14N5O8P	InChI=1S/C10H14N5O8P/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,16-17H,1H2,(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1	RQFCJASXJCIDSX-UUOKFMHZSA-N	363.057999	CHEBI:58115	HMDB0001397	
BASm0003207	5-methyl-5,6,7,8-tetrahydromethanopterin			Expected Solid	C[C@@H]1Nc2nc(N)[nH]c(=O)c2N(C)[C@H]1[C@@H](C)Nc1ccc(C[C@H](O)[C@H](O)[C@H](O)CO[C@H]2O[C@H](COP(=O)([O-])O[C@@H](CCC(=O)[O-])C(=O)[O-])[C@@H](O)[C@H]2O)cc1	C31H44N6O16P	InChI=1S/C31H47N6O16P/c1-13(22-14(2)34-27-23(37(22)3)28(45)36-31(32)35-27)33-16-6-4-15(5-7-16)10-17(38)24(42)18(39)11-50-30-26(44)25(43)20(52-30)12-51-54(48,49)53-19(29(46)47)8-9-21(40)41/h4-7,13-14,17-20,22,24-26,30,33,38-39,42-44H,8-12H2,1-3H3,(H,40,41)(H,46,47)(H,48,49)(H4,32,34,35,36,45)/p-3/t13-,14+,17+,18-,19+,20-,22+,24+,25-,26-,30+/m1/s1	SWBKYDXMQNCIAW-ZQPYBXQSSA-K	787.2567871	CHEBI:58116		MMDBc0048047
BASm0003208	L-2-acetamido-6-oxoheptanedioate			Expected Solid	CC(=O)N[C@@H](CCCC(=O)C([O-])=O)C([O-])=O	C9H11NO6	InChI=1S/C9H13NO6/c1-5(11)10-6(8(13)14)3-2-4-7(12)9(15)16/h6H,2-4H2,1H3,(H,10,11)(H,13,14)(H,15,16)/p-2/t6-/m0/s1	RVHKMLVNOXVQRH-LURJTMIESA-L	229.0597342	CHEBI:58117		MMDBc0049869
BASm0003209	L-rhamnonate			Expected Solid		C6H11O6		NBFWIISVIFCMDK-QMKXCQHVSA-M	179.0561117	CHEBI:58118		MMDBc0055861
BASm0003210	N(4)-phosphoagmatine	Conjugate base of N(4)-phosphoagmatine arising from deprotonation of the N-phospho group and protonation of the guanidino group; major species at pH 7.3.				C5H14N4O3P		UYYDRBKHPQBWOH-UHFFFAOYSA-M	209.0809009	CHEBI:58119		
BASm0003211	D-ribulose 5-phosphate	D-Ribulose 5-phosphate is a metabolite in the following pathways: pentose phosphate pathway, pentose and glucuronate interconversions, and riboflavin metabolism (KEGG).	4151-19-3	Solid		C5H9O8P		FNZLKVNUWIIPSJ-UHNVWZDZSA-L	228.0046014	CHEBI:58121	HMDB0000618	
BASm0003212	N(6)-acetyl-N(6)-hydroxy-L-lysine			Expected Solid	CC(=O)N(O)CCCC[C@H](N)C(O)=O	C8H16N2O4	InChI=1S/C8H16N2O4/c1-6(11)10(14)5-3-2-4-7(9)8(12)13/h7,14H,2-5,9H2,1H3,(H,12,13)/t7-/m0/s1	YXKGOSZASIKYPU-ZETCQYMHSA-N	204.111007	CHEBI:58122		MMDBc0054599
BASm0003214	isovitexin 2''-O-beta-D-glucoside				O=c1cc(-c2ccc(O)cc2)oc2cc([O-])c([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3OC3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(O)c12	C27H30O15	InChI=1S/C27H30O15/c28-7-15-20(34)23(37)26(42-27-24(38)22(36)19(33)16(8-29)41-27)25(40-15)18-12(32)6-14-17(21(18)35)11(31)5-13(39-14)9-1-3-10(30)4-2-9/h1-6,15-16,19-20,22-30,32-38H,7-8H2/t15-,16-,19-,20-,22+,23+,24-,25+,26-,27+/m1/s1	RQTTXGQDIROLTQ-FASGCTRLSA-N		CHEBI:58124		
BASm0003215	3-hydroxy-L-kynurenine	L-3-Hydroxykynurenine (L-3-HK) is a metabolite in the kynurenine pathway, the major route of tryptophan degradation in mammals. Kynurenine 3-monooxygenase, an NADPH-dependent flavin monooxygenase, catalyses the hydroxylation of L-kynurenine to L-3-hydroxykynurenine. 3-hydroxykynurenine can be converted to 3-hydroxyanthranilate by the enzyme 3-hydroxykinureninase. It may also be converted to 4-(2-amino-3-hydroxphenyl)-2,4-dioxobutanoate by the enzyme kynurenine-oxoglutarate transaminase. L-3-Hydroxykynurenine (L-3-HK) is a known generator of highly reactive free radicals. An elevation of L-3-HK levels has been shown to constitute a significant hazard in situations of excitotoxic injury. In particular, L-3-HK may contribute to the neuronal deficits underlying HIV-associated dementia (PMID: 7830088). Pharmacological interventions aimed at decreasing L-3-HK formation may therefore be particularly useful for the treatment of neurological diseases which are associated with an abnormally enhanced flux through the kynurenine pathway (PMID: 10583474).	606-14-4	Solid	Nc1c(O)cccc1C(=O)C[C@H]([NH3+])C(=O)[O-]	C10H12N2O4	InChI=1S/C10H12N2O4/c11-6(10(15)16)4-8(14)5-2-1-3-7(13)9(5)12/h1-3,6,13H,4,11-12H2,(H,15,16)/t6-/m0/s1	VCKPUUFAIGNJHC-LURJTMIESA-N	224.0797069	CHEBI:58125	HMDB0011631	
BASm0003216	porphobilinogen	Porphobilinogen (PBG) is a pyrrole-containing intermediate in the biosynthesis of porphyrins. It is generated from aminolevulinate (ALA) by the enzyme ALA dehydratase. Porphobilinogen is then converted into hydroxymethylbilane by the enzyme porphobilinogen deaminase (also known as hydroxymethylbilane synthase). Under certain conditions, porphobilinogen can act as a phototoxin, a neurotoxin, and a metabotoxin. A phototoxin leads to cell damage upon exposure to light. A neurotoxin causes damage to nerve cells and nerve tissues. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of porphyrins are associated with porphyrias such as porphyria variegate, acute intermittent porphyria, and hereditary coproporphyria (HCP). There are several types of porphyrias (most are inherited). Hepatic porphyrias are characterized by acute neurological attacks (seizures, psychosis, extreme back and abdominal pain, and an acute polyneuropathy), while the erythropoietic forms present with skin problems (usually a light-sensitive blistering rash and increased hair growth). The neurotoxicity of porphyrins may be due to their selective interactions with tubulin, which disrupt microtubule formation and cause neural malformations (PMID: 3441503).	487-90-1	Solid	[NH3+]Cc1[nH]cc(CCC(=O)[O-])c1CC(=O)[O-]	C10H14N2O4	InChI=1S/C10H14N2O4/c11-4-8-7(3-10(15)16)6(5-12-8)1-2-9(13)14/h5,12H,1-4,11H2,(H,13,14)(H,15,16)	QSHWIQZFGQKFMA-UHFFFAOYSA-N	226.0953569	CHEBI:58126	HMDB0000245	
BASm0003217	GDP-D-glucose			Expected Solid	Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1	C16H23N5O16P2	InChI=1S/C16H25N5O16P2/c17-16-19-12-6(13(28)20-16)18-3-21(12)14-10(26)8(24)5(34-14)2-33-38(29,30)37-39(31,32)36-15-11(27)9(25)7(23)4(1-22)35-15/h3-5,7-11,14-15,22-27H,1-2H2,(H,29,30)(H,31,32)(H3,17,19,20,28)/p-2/t4-,5-,7-,8-,9+,10-,11-,14-,15?/m1/s1	MVMSCBBUIHUTGJ-ZQVROCHNSA-L	603.0626008	CHEBI:58127		MMDBc0056010
BASm0003218	N(5)-ethyl-L-glutamine	N(5)-ethyl-L-glutamine, also known as L-Theanine or Theanine, (L)-isomer, is classified as a glutamine or a Glutamine derivative. Glutamines are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. N(5)-ethyl-L-glutamine is considered to be slightly soluble (in water) and acidic	3081-61-6		CCNC(=O)CC[C@H]([NH3+])C(=O)[O-]	C7H14N2O3	InChI=1S/C7H14N2O3/c1-2-9-6(10)4-3-5(8)7(11)12/h5H,2-4,8H2,1H3,(H,9,10)(H,11,12)/t5-/m0/s1	DATAGRPVKZEWHA-YFKPBYRVSA-N	174.1004423	CHEBI:58128	HMDB0062764	
BASm0003219	1D-myo-inositol hexakisphosphate	myo-Inositol hexakisphosphate is an intermediate in inositol phosphate metabolism. It can be generated from D-myo-inositol 1,3,4,5,6-pentakisphosphate via the enzyme inositol-pentakisphosphate 2-kinase (EC 2.7.1.158). myo-Inositol hexakisphosphate is also known as phytic acid. It can be used clinically as a complexing agent for the removal of traces of heavy metal ions. It acts also as a hypocalcemic agent. Phytic acid is a strong chelator of important minerals such as calcium, magnesium, iron, and zinc and can, therefore, contribute to mineral deficiencies in developing countries. For people with a particularly low intake of essential minerals, especially young children and those in developing countries, this effect can be undesirable. However, dietary mineral chelators help prevent over-mineralization of joints, blood vessels, and other parts of the body, which is most common in older persons. Phytic acid is a plant antioxidant (PMID: 3040709).	83-86-3	Solid	O=P([O-])([O-])O[C@H]1[C@H](OP(=O)([O-])[O-])[C@@H](OP(=O)([O-])[O-])[C@H](OP(=O)([O-])[O-])[C@@H](OP(=O)([O-])[O-])[C@H]1OP(=O)([O-])[O-]	C6H18O24P6	InChI=1S/C6H18O24P6/c7-31(8,9)25-1-2(26-32(10,11)12)4(28-34(16,17)18)6(30-36(22,23)24)5(29-35(19,20)21)3(1)27-33(13,14)15/h1-6H,(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/t1-,2-,3-,4+,5-,6-	IMQLKJBTEOYOSI-GPIVLXJGSA-N	659.8613706	CHEBI:58130	HMDB0003502	
BASm0003220	2-methylpropanoyl phosphate	Dianion of 2-methylpropanoyl phosphate arising from deprotonation of the phosphate OH groups; major species at pH 7.3.			CC(C)C(=O)OP(=O)([O-])[O-]	C4H7O5P	InChI=1S/C4H9O5P/c1-3(2)4(5)9-10(6,7)8/h3H,1-2H3,(H2,6,7,8)/p-2	NFNSOHPYYIZPLS-UHFFFAOYSA-L		CHEBI:58131		
BASm0003221	3-chloro-L-alanine			Expected Solid	[NH3+][C@@H](CCl)C(=O)[O-]	C3H6ClNO2	InChI=1S/C3H6ClNO2/c4-1-2(5)3(6)7/h2H,1,5H2,(H,6,7)/t2-/m0/s1	ASBJGPTTYPEMLP-REOHCLBHSA-N	123.0087061	CHEBI:58132		MMDBc0054218
BASm0003222	3-(imidazol-5-yl)pyruvate			Expected Solid	O=C([O-])C(=O)Cc1cnc[nH]1	C6H5N2O3	InChI=1S/C6H6N2O3/c9-5(6(10)11)1-4-2-7-3-8-4/h2-3H,1H2,(H,7,8)(H,10,11)/p-1	JEJNWEREQWMOHB-UHFFFAOYSA-M	153.0305656	CHEBI:58133		MMDBc0055329
BASm0003223	2-(hydroxymethyl)-4-oxobutanoate	The conjugate base of 2-(hydroxymethyl)-4-oxobutanoic acid; major species at pH 7.3.			O=CCC(CO)C(=O)[O-]	C5H7O4	InChI=1S/C5H8O4/c6-2-1-4(3-7)5(8)9/h2,4,7H,1,3H2,(H,8,9)/p-1	QZXWGGGNYORFOK-UHFFFAOYSA-M		CHEBI:58135		
BASm0003224	2,5-dioxopentanoate	This compound belongs to the family of Short-chain Keto Acids and Derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms			O=CCCC(=O)C(=O)[O-]	C5H6O4	InChI=1S/C5H6O4/c6-3-1-2-4(7)5(8)9/h3H,1-2H2,(H,8,9)	VHKNBDIQDAXGBL-UHFFFAOYSA-N	130.0266087	CHEBI:58136	HMDB0060365	
BASm0003225	3,4-dihydroxyphthalate	Dicarboxylate anion of 3,4-dihydroxyphthalic acid; major species at pH 7.3.			O=C([O-])c1ccc(O)c(O)c1C(=O)[O-]	C8H4O6	InChI=1S/C8H6O6/c9-4-2-1-3(7(11)12)5(6(4)10)8(13)14/h1-2,9-10H,(H,11,12)(H,13,14)/p-2	QXGJCWSBOZXWOV-UHFFFAOYSA-L		CHEBI:58137		
BASm0003226	N-caffeoylputrescine	Paucine is found in avocado. Paucine is an alkaloid from the famine food Pentaclethra macrophylla and from Persea gratissima (avocado	29554-26-5		[NH3+]CCCCNC(=O)/C=C/c1ccc(O)c(O)c1	C13H18N2O3	InChI=1S/C13H18N2O3/c14-7-1-2-8-15-13(18)6-4-10-3-5-11(16)12(17)9-10/h3-6,9,16-17H,1-2,7-8,14H2,(H,15,18)/b6-4-	KTZNZCYTXQYEHT-XQRVVYSFSA-N	250.1317425	CHEBI:58138	HMDB0029876	
BASm0003227	3-hydroxy-cis,cis-muconate				O=C([O-])/C=C\C(O)=C/C(=O)[O-]	C6H6O5	InChI=1S/C6H6O5/c7-4(3-6(10)11)1-2-5(8)9/h1-3,7H,(H,8,9)(H,10,11)/b2-1-,4-3+	DLKZGMNZEDNHKO-BXTBVDPRSA-N	158.0215233	CHEBI:58139		
BASm0003228	tetrahydropteroyltri-L-glutamate				Nc1nc2c(c(=O)[nH]1)N[C@@H](CNc1ccc(C(=O)N[C@@H](CCC(=O)N[C@@H](CCC(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C(=O)[O-])C(=O)[O-])cc1)CN2	C29H33N9O12	InChI=1S/C29H37N9O12/c30-29-37-23-22(25(44)38-29)33-15(12-32-23)11-31-14-3-1-13(2-4-14)24(43)36-18(28(49)50)6-9-20(40)34-16(26(45)46)5-8-19(39)35-17(27(47)48)7-10-21(41)42/h1-4,15-18,31,33H,5-12H2,(H,34,40)(H,35,39)(H,36,43)(H,41,42)(H,45,46)(H,47,48)(H,49,50)(H4,30,32,37,38,44)/p-4	RXWVHRYZTWZATH-UHFFFAOYSA-J		CHEBI:58140		
BASm0003229	P(1),P(4)-bis(5'-adenosyl) tetraphosphate	P1,P4-Bis(5'-adenosyl) tetraphosphate is an intermediate in purine metabolism. P1,P4-Bis(5'-adenosyl) tetraphosphate is the first to last step in the synthesis of adenosine 5'-triphosphate (ATP) and is converted from adenosine 5'-phosphosulfate via the enzyme ATP adenylyltransferase (EC 2.7.7.53). [HMDB]	5542-28-9	Solid	Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	C20H24N10O19P4	InChI=1S/C20H28N10O19P4/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(45-19)1-43-50(35,36)47-52(39,40)49-53(41,42)48-51(37,38)44-2-8-12(32)14(34)20(46-8)30-6-28-10-16(22)24-4-26-18(10)30/h3-8,11-14,19-20,31-34H,1-2H2,(H,35,36)(H,37,38)(H,39,40)(H,41,42)(H2,21,23,25)(H2,22,24,26)/p-4	YOAHKNVSNCMZGQ-UHFFFAOYSA-J	832.0169647	CHEBI:58141	HMDB06502	
BASm0003230	4-carboxy-2-hydroxy-cis,cis-muconate				O=C([O-])/C=C(\C=C(\O)C(=O)[O-])C(=O)[O-]	C7H6O7	InChI=1S/C7H6O7/c8-4(7(13)14)1-3(6(11)12)2-5(9)10/h1-2,8H,(H,9,10)(H,11,12)(H,13,14)/b3-2+,4-1+	QWLUKZXOQAQUFQ-DXLKSGPOSA-N	202.0113525	CHEBI:58142		
BASm0003231	5-dehydro-D-gluconate			Expected Solid	O=C(CO)[C@@H](O)[C@H](O)[C@@H](O)C(=O)[O-]	C6H9O7	InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h3-5,7,9-11H,1H2,(H,12,13)/p-1/t3-,4+,5-/m1/s1	IZSRJDGCGRAUAR-MROZADKFSA-M	193.0353762	CHEBI:58143		MMDBc0055555
BASm0003232	(R)-reticuline		485-19-8		COc1ccc(C[C@@H]2c3cc(O)c(OC)cc3CC[NH+]2C)cc1O	C19H23NO4	InChI=1S/C19H23NO4/c1-20-7-6-13-10-19(24-3)17(22)11-14(13)15(20)8-12-4-5-18(23-2)16(21)9-12/h4-5,9-11,15,21-22H,6-8H2,1-3H3/t15-/m0/s1	BHLYRWXGMIUIHG-HNNXBMFYSA-N		CHEBI:58144		
BASm0003233	agmatine	Agmatine ((4-aminobutyl)guanidine, NH2-CH2-CH2-CH2-CH2-NH-C(-NH2)(=NH)) is the decarboxylation product of the amino acid arginine and is an intermediate in polyamine biosynthesis. It is a putative neurotransmitter. It is synthesized in the brain, stored in synaptic vesicles, accumulated by uptake, released by membrane depolarization, and inactivated by agmatinase. Agmatine binds to 2-adrenergic receptor and imidazoline binding sites, and blocks NMDA receptors and other cation ligand-gated channels. Agmatine inhibits nitric oxide synthase (NOS), and induces the release of some peptide hormones. Treatment with exogenous agmatine exerts neuroprotective effects in animal models of neurotrauma.	306-60-5	Solid	NC(=[NH2+])NCCCC[NH3+]	C5H14N4	InChI=1S/C5H14N4/c6-3-1-2-4-9-5(7)8/h1-4,6H2,(H4,7,8,9)	QYPPJABKJHAVHS-UHFFFAOYSA-N	130.1218465	CHEBI:58145	HMDB0001432	
BASm0003234	(R)-5-phosphomevalonate	Mevalonic acid-5P (CAS: 1189-94-2), also known as 5-phosphomevalonic acid, belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain. Within humans, mevalonic acid-5P participates in many enzymatic reactions. In particular, mevalonic acid-5P can be biosynthesized from mevalonate; which is mediated by the enzyme mevalonate kinase. In addition, mevalonic acid-5P can be converted into mevalonic acid-5-pyrophosphate through its interaction with the enzyme phosphomevalonate kinase. In humans, mevalonic acid-5P is involved in the mevalonate pathway. Outside of the human body, mevalonic acid-5P has been detected, but not quantified in, several different foods, such as oriental wheat, devilfish, pepper (spice), redcurrants, and star fruits. This could make mevalonic acid-5P a potential biomarker for the consumption of these foods.	73566-35-5	Solid	C[C@@](O)(CCOP(=O)([O-])[O-])CC(=O)[O-]	C6H13O7P	InChI=1S/C6H13O7P/c1-6(9,4-5(7)8)2-3-13-14(10,11)12/h9H,2-4H2,1H3,(H,7,8)(H2,10,11,12)/t6-/m1/s1	OKZYCXHTTZZYSK-ZCFIWIBFSA-N	228.0398893	CHEBI:58146	HMDB0001343	
BASm0003235	4-(2-aminophenyl)-2,4-dioxobutanoate	4-(2-Aminophenyl)-2,4-dioxobutanoic acid is a substrate for Kynurenine/alpha-aminoadipate aminotransferase mitochondrial.	90924-76-8	Solid	Nc1ccccc1C(=O)CC(=O)C(=O)[O-]	C10H9NO4	InChI=1S/C10H9NO4/c11-7-4-2-1-3-6(7)8(12)5-9(13)10(14)15/h1-4H,5,11H2,(H,14,15)	CAOVWYZQMPNAFJ-UHFFFAOYSA-N	207.0531578	CHEBI:58147	HMDB0000978	
BASm0003236	L-homocitrulline	Homocitrulline is a metabolite that can be detected in larger amounts in the urine of individuals with urea cycle disorders (OMIM 238970). The accumulation of carbamylphosphate due to depleted supply of ornithine for the urea cycle may be responsible for the enhanced synthesis of homocitrulline and homoarginine in some cases (PMID 2474087). Homocitrulline has been identified in the human placenta (PMID: 32033212).	1190-49-4	Solid	NC(=O)NCCCC[C@H]([NH3+])C(=O)[O-]	C7H15N3O3	InChI=1S/C7H15N3O3/c8-5(6(11)12)3-1-2-4-10-7(9)13/h5H,1-4,8H2,(H,11,12)(H3,9,10,13)/t5-/m0/s1	XIGSAGMEBXLVJJ-YFKPBYRVSA-N	189.1113414	CHEBI:58148	HMDB0000679	
BASm0003237	3-hydroxyphenylacetate	3-Hydroxyphenylacetic acid is a rutin metabolite and an antioxidant. It has a protective biological activity in human. It is a substrate of enzyme 4-hydroxyphenylacetate 3-monooxygenase [EC 1.14.13.3] in the pathway tyrosine metabolism (KEGG, PMID 155437). 3-Hydroxyphenylacetic acid is found to be associated with phenylketonuria, which is an inborn error of metabolism. It is also a marker of gut Clostridium species. Higher levels are associated with higher levels of Clostridia (PMID: 27123458). 3-Hydroxyphenylacetic acid can also be found in Klebsiella (PMID: 1851804).	621-37-4			C8H7O3		FVMDYYGIDFPZAX-UHFFFAOYSA-M	151.0400677	CHEBI:58149	HMDB0000440	
BASm0003238	3-D-glucuronosyl-N(2),6-disulfo-beta-D-glucosamine	An organosulfate oxoanion that is a trianion arising from deprotonation of the O-sulfo, N-sulfo and carboxy groups of 3-D-glucuronosyl-N(2),6-disulfo-beta-D-glucosamine; major species at pH 7.3.				C12H18NO17S2		CRPMVGCTWVCEFA-STDISIGGSA-K	512.0032612	CHEBI:58150		
BASm0003239	methanofuran		89873-36-9			C34H40N4O15		CKRUWFDORAQSRC-QYOOZWMWSA-J	744.2512109	CHEBI:58151		
BASm0003240	cis-4-coumarate				O=C([O-])/C=C\c1ccc(O)cc1	C9H8O3	InChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12)	NGSWKAQJJWESNS-UHFFFAOYSA-N	164.0473441	CHEBI:58152		
BASm0003241	N-(2,3-dihydroxybenzoyl)-L-serine	2,3-dihydroxybenzoylserine is a member of the chemical class known as Catechols. These are compounds containing a 1,2-benzenediol moeity.  2,3-dihydroxybenzoylserine is invovled in Enterobactin degradation. It is a product of the enzyme 2,3-dihydroxybenzoate-serine ligase (EC 6.3.2.14) is an enzyme that catalyzes the chemical reaction  ATP + 2,3-dihydroxybenzoate + L-serine ↵ightleftharpoons products of ATP breakdown + N-(2,3-dihydroxybenzoyl)-L-serine.  (PMID 4966114).	127658-43-9		O=C(N[C@@H](CO)C(=O)[O-])c1cccc(O)c1O	C10H11NO6	InChI=1S/C10H11NO6/c12-4-6(10(16)17)11-9(15)5-2-1-3-7(13)8(5)14/h1-3,6,12-14H,4H2,(H,11,15)(H,16,17)/t6-/m0/s1	VDTYHTVHFIIEIL-LURJTMIESA-N	241.0586371	CHEBI:58154		
BASm0003242	N-methyltyramine				C[NH2+]CCc1ccc(O)cc1	C9H14NO	InChI=1S/C9H13NO/c1-10-7-6-8-2-4-9(11)5-3-8/h2-5,10-11H,6-7H2,1H3/p+1	AXVZFRBSCNEKPQ-UHFFFAOYSA-O	152.1069905	CHEBI:58155		
BASm0003243	2-O-caffeoylglucarate	A dicarboxylic acid dianion resulting from the removal of a proton from both of the carboxy groups of 2-O-caffeoylglucaric acid; major species at pH 7.3.			O=C(/C=C/c1ccc(O)c(O)c1)O[C@@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H](O)C(=O)[O-]	C15H14O11	InChI=1S/C15H16O11/c16-7-3-1-6(5-8(7)17)2-4-9(18)26-13(15(24)25)11(20)10(19)12(21)14(22)23/h1-5,10-13,16-17,19-21H,(H,22,23)(H,24,25)/p-2/b4-2+/t10-,11-,12-,13+/m0/s1	OMIXKOJEIRRAJW-CDEBNWADSA-L		CHEBI:58157		
BASm0003244	aminomalonate	Aminomalonic acid (Ama) is an amino dicarboxylic acid that is an analog of malonic acid in which one of the methylene hydrogens has been replaced by an amino group. It is a strongly acidic compound that is very water soluble. Aminomalonic acid is a natural occurring, largely non-proteogenic amino acid that was first detected in alkaline hydrolysates of proteins in 1984. In particular, aminomalonic acid was isolated from proteins isolated from Escherichia coli cultures and from human atherosclerotic plaques (PMID: 6366787). Aminomalonic acid is a relatively unstable, minor amino acid in complex structures such as bacteria or tissues. The presence of aminomalonic acid has important biological implications because the malonic acid moiety potentially imparts calcium binding properties to proteins. Possible origins of aminomalonic acid in proteins include its introduction via errors in protein synthesis and oxidative damage to amino acid residues in proteins. (PMID: 1621954 , 6366787 ). Aminomalonic acid can be generated naturally via the activity of mammalian and bacterial enzymes on various precursors such as 2-aminomalonamide, diethylaminomalonate and ketomalonic acid (PMID: 35346). Free aminomalonic acid appears to be an oxidation product arising from perturbed serine or threonine metabolism. Aminomalonic acid is produced in animals that have been exposed to Cadmium (a strong pro-oxidant) for extended periods of time and it has been proposed to be a potential biomarker of Cadmium toxicity (PMID: 32193438). Aminomalonic acid has also been found to be elevated in the urine of individuals with anxiety and major depressive disorders (PMID: 30232320).  Aminomalonic acid has been reported to be a potential biomarker for hepatocellular carcinoma (PMID: 18767022) and it exhibits strong inhibitory effects on L-asparagine synthase (PMID: 35346). Several metabolomics studies have also found that altered aminomalonic acid levels in serum are associated with neuropsychiatric disorders, melanoma, ketamine overdose and aortic aneurysm, indicating that aminomalonic acid is an important serum indicator for diseases and toxicities (PMID: 32193438).	1068-84-4	Solid	[NH3+]C(C(=O)[O-])C(=O)[O-]	C3H5NO4	InChI=1S/C3H5NO4/c4-1(2(5)6)3(7)8/h1H,4H2,(H,5,6)(H,7,8)	JINBYESILADKFW-UHFFFAOYSA-N	119.0218577	CHEBI:58158	HMDB0001147	
BASm0003245	uracil 5-carboxylate				O=C([O-])c1c[nH]c(=O)[nH]c1=O	C5H4N2O4	InChI=1S/C5H4N2O4/c8-3-2(4(9)10)1-6-5(11)7-3/h1H,(H,9,10)(H2,6,7,8,11)	ZXYAAVBXHKCJJB-UHFFFAOYSA-N	156.0171066	CHEBI:58159	HMDB0159302	
BASm0003246	L,L-cystathionine	Cystathionine is a dipeptide formed by serine and homocysteine. Cystathioninuria is a prominent manifestation of vitamin-B6 deficiency. The transsulfuration of methionine yields homocysteine, which combines with serine to form cystathionine, the proximate precursor of cysteine through the enzymatic activity of cystathionase. In conditions in which cystathionine gamma-synthase or cystathionase is deficient, for example, there is cystathioninuria. Although cystathionine has not been detected in normal human serum or plasma by most conventional methods, gas chromatographic/mass spectrometric methodology detected a mean concentration of cystathionine in normal human serum of 140 nM, with a range of 65 to 301 nM. Cystathionine concentrations in CSF have been 10, 1, and 0.5 uM, and "not detected". Only traces (i.e., <1 uM) of cystathionine are present in normal CSF.587. Gamma-cystathionase deficiency (also known as Cystathioninuria), which is an autosomal recessive disorder (NIH: 2428), provided the first instance in which, in a human, the major biochemical abnormality due to a defined enzyme defect was clearly shown to be alleviated by administration of large doses of pyridoxine. The response in gamma-cystathionase-deficient patients is not attributable to correction of a preexisting deficiency of this vitamin (OMMBID, Chap. 88).	56-88-2	Solid	[NH3+][C@@H](CCSC[C@H]([NH3+])C(=O)[O-])C(=O)[O-]	C7H14N2O4S	InChI=1S/C7H14N2O4S/c8-4(6(10)11)1-2-14-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5-/m0/s1	ILRYLPWNYFXEMH-WHFBIAKZSA-N	222.0674276	CHEBI:58161	HMDB0000099	
BASm0003247	L-hyoscyamine	Hyoscyamine is a chemical compound, a tropane alkaloid it is the levo-isomer to atropine. It is a secondary metabolite of some plants, particularly henbane (Hyoscamus niger.). Hyoscyamine is used to provide symptomatic relief to various gastrointestinal disorders including spasms, peptic ulcers, irritable bowel syndrome, pancreatitis, colic and cystitis. It has also been used to relieve some heart problems, control some of the symptoms of Parkinson's disease, as well as for control of respiratory secretions in end of life care.	101-31-5	Solid	C[NH+]1[C@@H]2CC[C@H]1C[C@@H](OC(=O)[C@H](CO)c1ccccc1)C2	C17H23NO3	InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/t13-,14+,15+,16-/m1/s1	RKUNBYITZUJHSG-FXUDXRNXSA-N	289.1677936	CHEBI:58164	HMDB0014568	
BASm0003248	3',5'-cyclic AMP	An organophosphate oxoanion that is the conjugate base of 3',5'-cyclic AMP arising from deprotonation of the free phosphate OH group; major species at pH 7.3.			Nc1ncnc2c1ncn2[C@@H]1O[C@@H]2COP(=O)([O-])O[C@H]2[C@H]1O	C10H11N5O6P	InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/p-1/t4-,6-,7-,10-/m1/s1	IVOMOUWHDPKRLL-KQYNXXCUSA-M		CHEBI:58165		
BASm0003249	CDP-4-dehydro-6-deoxy-D-glucose				C[C@H]1OC(OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(N)nc3=O)[C@H](O)[C@@H]2O)[C@H](O)[C@@H](O)C1=O	C15H23N3O15P2	InChI=1S/C15H23N3O15P2/c1-5-8(19)10(21)12(23)14(30-5)32-35(27,28)33-34(25,26)29-4-6-9(20)11(22)13(31-6)18-3-2-7(16)17-15(18)24/h2-3,5-6,9-14,20-23H,4H2,1H3,(H,25,26)(H,27,28)(H2,16,17,24)/t5-,6-,9-,10+,11-,12-,13-,14-/m1/s1	PUBYMNIINUUJLL-JPHISPRKSA-N	547.060441	CHEBI:58166		
BASm0003251	2-(alpha-D-galactosyl)-sn-glycerol 3-phosphate			Expected Solid	O=P([O-])([O-])OC[C@@H](CO)O[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O	C9H17O11P	InChI=1S/C9H19O11P/c10-1-4(3-18-21(15,16)17)19-9-8(14)7(13)6(12)5(2-11)20-9/h4-14H,1-3H2,(H2,15,16,17)/p-2/t4-,5-,6-,7+,8-,9+/m1/s1	PLJAVYDLNJODGD-NZJLWHDDSA-L	332.0519455	CHEBI:58169		MMDBc0055260
BASm0003252	6-O-sulfo-beta-D-galactosyl-(1<->1)-sphing-4-enine			Expected Solid	CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H]([NH3+])CO[C@@H]1O[C@H](COS(=O)(=O)[O-])[C@H](O)[C@H](O)[C@H]1O	C24H47NO10S	InChI=1S/C24H47NO10S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(26)18(25)16-33-24-23(29)22(28)21(27)20(35-24)17-34-36(30,31)32/h14-15,18-24,26-29H,2-13,16-17,25H2,1H3,(H,30,31,32)/b15-14+/t18-,19+,20+,21-,22-,23+,24+/m0/s1	UIEYIJKBVSNMMH-PIIMIWFASA-N	541.2920679	CHEBI:58170	HMDB0013046	MMDBc0048509
BASm0003253	7,8-dihydroxykynurenate	The conjugate base of 7,8-dihydroxykynurenic acid; major species at pH 7.3.			O=C([O-])c1cc(O)c2ccc(O)c(O)c2n1	C10H6NO5	InChI=1S/C10H7NO5/c12-6-2-1-4-7(13)3-5(10(15)16)11-8(4)9(6)14/h1-3,12,14H,(H,11,13)(H,15,16)/p-1	TYPRWJJYCBNAQC-UHFFFAOYSA-M		CHEBI:58171		
BASm0003254	gamma-L-glutamyl-L-cysteine	gamma-Glutamylcysteine is a dipeptide composed of gamma-glutamate and cysteine, and is a proteolytic breakdown product of larger proteins. It belongs to the family of N-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. gamma-Glutamylcysteine is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. gamma-Glutamylcysteine is a product of enzyme glutamate-cysteine ligase [EC 6.3.2.2] and a substrate of enzyme glutathione synthase [EC 6.3.2.3] in the glutamate metabolism pathway (KEGG).	636-58-8	Solid	[NH3+][C@@H](CCC(=O)N[C@@H](CS)C(=O)[O-])C(=O)[O-]	C8H14N2O5S	InChI=1S/C8H14N2O5S/c9-4(7(12)13)1-2-6(11)10-5(3-16)8(14)15/h4-5,16H,1-3,9H2,(H,10,11)(H,12,13)(H,14,15)/t4-,5-/m0/s1	RITKHVBHSGLULN-WHFBIAKZSA-N	250.0623423	CHEBI:58173	HMDB0001049	
BASm0003255	cis-homoaconitate			Expected Solid	O=C([O-])/C=C(/CCC(=O)[O-])C(=O)[O-]	C7H5O6	InChI=1S/C7H8O6/c8-5(9)2-1-4(7(12)13)3-6(10)11/h3H,1-2H2,(H,8,9)(H,10,11)(H,12,13)/p-3/b4-3-	BJYPZFUWWJSAKC-ARJAWSKDSA-K	185.0102586	CHEBI:58174		MMDBc0047866
BASm0003256	N-methyl-L-alanine	N-Methylalanine, also known as (S)-2-methylaminopropanoate or N-methyl-L-alanine, is classified as an alanine or an alanine derivative. Alanines are compounds containing alanine or a derivative thereof resulting from reaction of alanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. N-Methylalanine is considered to be soluble (in water) and acidic. (ChemoSummarizer)			C[NH2+][C@@H](C)C(=O)[O-]	C4H9NO2	InChI=1S/C4H9NO2/c1-3(5-2)4(6)7/h3,5H,1-2H3,(H,6,7)/t3-/m0/s1	GDFAOVXKHJXLEI-VKHMYHEASA-N	103.0633285	CHEBI:58175	HMDB0094692	
BASm0003257	(Z)-2-phenyl-1-thioacetohydroximate	Conjugate base of phenylthioacetohydroximic acid arising from deprotonation of the acidic SH group; major species at pH 7.3.			O/N=C(\[S-])Cc1ccccc1	C8H8NOS	InChI=1S/C8H9NOS/c10-9-8(11)6-7-4-2-1-3-5-7/h1-5,10H,6H2,(H,9,11)/p-1	IHTJGIKQNHDTSX-UHFFFAOYSA-M		CHEBI:58176		
BASm0003258	testolate	The conjugate base of testolic acid; major species at pH 7.3.			C[C@]1(O)CC[C@H]2[C@@H](CCC3=CC(=O)CC[C@@]32C)[C@@H]1CCC(=O)[O-]	C19H27O4	InChI=1S/C19H28O4/c1-18-9-7-13(20)11-12(18)3-4-14-15(18)8-10-19(2,23)16(14)5-6-17(21)22/h11,14-16,23H,3-10H2,1-2H3,(H,21,22)/p-1/t14-,15+,16+,18+,19+/m1/s1	KMUJXIPRPXRPTP-DZBHQSCQSA-M		CHEBI:58177		
BASm0003260	all-trans-hexaprenyl diphosphate	All-trans-hexaprenyl diphosphate belongs to the class of organic compounds known as bactoprenol diphosphates. These are polyprenyl compounds consisting of a diphosphate group substituted by a bactoprenyl moiety. All-trans-hexaprenyl diphosphate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. all-trans-Hexaprenyl diphosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.	207513-95-9	1		C30H49O7P2		NGFSMHKFTZROKJ-MMSZMYIBSA-K	583.2969987	CHEBI:58179		
BASm0003261	L-arogenate				[NH3+][C@@H](CC1(C(=O)[O-])C=CC(O)C=C1)C(=O)[O-]	C10H13NO5	InChI=1S/C10H13NO5/c11-7(8(13)14)5-10(9(15)16)3-1-6(12)2-4-10/h1-4,6-7,12H,5,11H2,(H,13,14)(H,15,16)/t6?,7-,10?/m0/s1	MIEILDYWGANZNH-DSQUFTABSA-N	227.0793725	CHEBI:58180		
BASm0003262	trans-beta-D-glucosyl-2-hydroxycinnamate		618-67-7			C15H17O8		GVRIYIMNJGULCZ-ZMKUSUEASA-M	325.0928911	CHEBI:58181		
BASm0003263	(S)-6-hydroxynicotine			Expected Solid		C10H15N2O		ATRCOGLZUCICIV-VIFPVBQESA-O	179.1178895	CHEBI:58182		MMDBc0054092
BASm0003264	6-amino-2-oxohexanoate	2-Keto-6-aminocaproate is an intermediate in lysine degradation and can be formed from L-lysine. L-Lysine is an essential amino-acid that is a necessary building block for all protein in the body. L-Lysine plays a major role in calcium absorption; building muscle protein; recovering from surgery or sports injuries; and the body's production of hormones, enzymes, and antibodies. L-Lysine can be converted to 2-keto-6-aminocaproate via the enzyme L-lysine alpha-oxidase. 2-Keto-6-aminocaproate can spontaneously decarboxylate to 5-aminovalerate in the presence of the reaction product, hydrogen peroxide. It can also be spontaneously converted in solution to its cyclic form delta-piperideine-2-carboxylate. This has been demonstrated in vitro in the presence of catalase, which splits hydrogen peroxide.		Solid	NCCCCC(=O)C(O)=O	C6H11NO3	InChI=1S/C6H11NO3/c7-4-2-1-3-5(8)6(9)10/h1-4,7H2,(H,9,10)	GWENQMVPLJAMAE-UHFFFAOYSA-N	145.0738932	CHEBI:58183	HMDB0012151	
BASm0003265	L-tyrosyl-L-arginine	Kyotorphin (L-tyrosyl-L-arginine) is a neuroactive dipeptide which plays a role in pain regulation in the brain. It was first isolated from bovine brain by Japanese scientists in 1979. Kyotorphin was named for the site of its discovery, Kyoto, Japan and because of its morphine- (or endorphin-) like analgesic activity. Kyotorphin has an analgesic effect, but it does not interact with the opioid receptors. Instead, it acts by releasing an Met-enkephalin and stabilizing it from degradation. It may also possess properties of neuromediator/neuromodulator. It has been shown that kyotorphin is present in the human cerebrospinal fluid and that it is lower in patients with persistent pain.	70904-56-2	Solid	NC(=[NH2+])NCCC[C@H](NC(=O)[C@@H]([NH3+])Cc1ccc(O)cc1)C(=O)[O-]	C15H23N5O4	InChI=1S/C15H23N5O4/c16-11(8-9-3-5-10(21)6-4-9)13(22)20-12(14(23)24)2-1-7-19-15(17)18/h3-6,11-12,21H,1-2,7-8,16H2,(H,20,22)(H,23,24)(H4,17,18,19)/t11-,12-/m0/s1	JXNRXNCCROJZFB-RYUDHWBXSA-N	337.1750042	CHEBI:58184	HMDB0005768	
BASm0003266	2-carboxy-D-arabinitol 1-phosphate		106777-19-9		O=C([O-])[C@@](O)(COP(=O)([O-])[O-])[C@H](O)[C@H](O)CO	C6H13O10P	InChI=1S/C6H13O10P/c7-1-3(8)4(9)6(12,5(10)11)2-16-17(13,14)15/h3-4,7-9,12H,1-2H2,(H,10,11)(H2,13,14,15)/t3-,4-,6-/m1/s1	UJTMIRNFEXKGMS-ZMIZWQJLSA-N		CHEBI:58185		
BASm0003267	1-phospho-alpha-D-galacturonate		13168-11-1		O=C([O-])[C@H]1O[C@H](OP(=O)([O-])[O-])[C@H](O)[C@@H](O)[C@H]1O	C6H11O10P	InChI=1S/C6H11O10P/c7-1-2(8)4(5(10)11)15-6(3(1)9)16-17(12,13)14/h1-4,6-9H,(H,10,11)(H2,12,13,14)/t1-,2-,3+,4-,6?/m0/s1	AIQDYKMWENWVQJ-AQKNRBDQSA-N		CHEBI:58186		
BASm0003270	GDP	Guanosine diphosphate, also known as 5'-GDP or 5'-diphosphate, guanosine, belongs to the class of organic compounds known as purine ribonucleoside diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety. Guanosine diphosphate exists in all living species, ranging from bacteria to humans. In humans, guanosine diphosphate is involved in intracellular signalling through adenosine receptor A2B and adenosine. Outside of the human body, Guanosine diphosphate has been detected, but not quantified in several different foods, such as devilfish, java plums, green beans, almonds, and orange mints. Guanosine diphosphate is a purine ribonucleoside 5'-diphosphate resulting from the formal condensation of the hydroxy group at the 5' position of guanosine with pyrophosphoric acid.	146-91-8	Solid	Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])[O-])[C@@H](O)[C@H]2O)c(=O)[nH]1	C10H15N5O11P2	InChI=1S/C10H15N5O11P2/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(25-9)1-24-28(22,23)26-27(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1	QGWNDRXFNXRZMB-UUOKFMHZSA-N	443.0243294	CHEBI:58189	HMDB0001201	
BASm0003271	phosphoethanolamine	O-Phosphoethanolamine, also known as PEA, phosphorylethanolamine, colamine phosphoric acid or ethanolamine O-phosphate, belongs to the class of organic compounds known as phosphoethanolamines. Phosphoethanolamines are compounds containing a phosphate linked to the second carbon of an ethanolamine. O-Phosphoethanolamine is used in the biosynthesis of two different types of phospholipids: glycerophospholipids and sphingolipids. O-Phosphoethanolamine exists in all living species, ranging from bacteria to plants to humans. Within humans, O-phosphoethanolamine participates in a number of enzymatic reactions. In particular, cytidine triphosphate and O-phosphoethanolamine can be converted into CDP-ethanolamine; which is mediated by the enzyme ethanolamine-phosphate cytidylyltransferase. In addition, O-phosphoethanolamine can be biosynthesized from ethanolamine; which is catalyzed by the enzyme choline/ethanolamine kinase. In humans, O-phosphoethanolamine is involved in phosphatidylcholine biosynthesis. O-phosphoethanolamine is also a product of the metabolism of sphingolipids. In particular, sphinglipids are metabolized in vivo to phosphorylethanolamine and a fatty aldehyde, generally palmitaldehyde. Both metabolites are ultimately converted to glycerophospholipids. The lipids are first phosphorylated by a kinase and then cleaved by the pyridoxal-dependent sphinganine-1-phosphate aldolase. Elevated urine levels of O-Phosphoethanolamine or PEA can be used to help in the diagnosis of Hypophosphatasia (HPP). Reference ranges for urinary PEA vary according to age and somewhat by diet, and follow a circadian rhythm. Outside of the human body, O-phosphoethanolamine has been detected, but not quantified in, several different foods, such as oxheart cabbages, anises, shiitakes, abalones, and teffs.	1071-23-4	Solid	[NH3+]CCOP(=O)([O-])[O-]	C2H8NO4P	InChI=1S/C2H8NO4P/c3-1-2-7-8(4,5)6/h1-3H2,(H2,4,5,6)	SUHOOTKUPISOBE-UHFFFAOYSA-N	141.0190943	CHEBI:58190	HMDB0000224	
BASm0003273	quercitrin	Quercitrin, also known as quercimelin or quercitronic acid, belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. A quercetin O-glycoside that is quercetin substituted by a alpha-L-rhamnosyl moiety at position 3 via a glycosidic linkage. Quercitrin is an extremely weak basic (essentially neutral) compound (based on its pKa). Quercitrin exists in all living organisms, ranging from bacteria to humans. Outside of the human body, Quercitrin is found, on average, in the highest concentration within a few different foods, such as lingonberries, american cranberries, and olives and in a lower concentration in common beans, tea, and welsh onions. Quercitrin has also been detected, but not quantified in, several different foods, such as guava, bilberries, common pea, apricots, and spearmints. This could make quercitrin a potential biomarker for the consumption of these foods. Quercitrin is expected to be in Cannabis as all living plants are known to produce and metabolize it.	522-12-3	1	C[C@@H]1O[C@@H](Oc2c(-c3ccc(O)c(O)c3)oc3cc([O-])cc(O)c3c2=O)[C@H](O)[C@H](O)[C@H]1O	C21H20O11	InChI=1S/C21H20O11/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8/h2-7,15,17-18,21-26,28-29H,1H3/t7-,15-,17+,18+,21-/m0/s1	OXGUCUVFOIWWQJ-HQBVPOQASA-N	448.1006	CHEBI:58192		
BASm0003274	3alpha(S)-strictosidine			Expected Solid	C=C[C@H]1[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)OC=C(C(=O)OC)[C@H]1C[C@@H]1[NH2+]CCc2c1[nH]c1ccccc21	C27H34N2O9	InChI=1S/C27H34N2O9/c1-3-13-16(10-19-21-15(8-9-28-19)14-6-4-5-7-18(14)29-21)17(25(34)35-2)12-36-26(13)38-27-24(33)23(32)22(31)20(11-30)37-27/h3-7,12-13,16,19-20,22-24,26-33H,1,8-11H2,2H3/t13-,16+,19+,20-,22-,23+,24-,26+,27+/m1/s1	XBAMJZTXGWPTRM-NTXHKPOFSA-N	530.2264307	CHEBI:58193		MMDBc0051548
BASm0003275	biochanin A	The phytoestrogen biochanin A is an isoflavone derivative isolated from red clover Trifolium pratense with anticarcinogenic properties. Treating MCF-7 human breast carcinoma cells with biochanin A alone caused the accumulation of CYP1A1 mRNA and an increase in CYP1A1-specific 7-ethoxyresorufin O-deethylase (EROD) activity in a dose dependent manner. Biochanin A may be a natural ligand to bind on aryl hydrocarbon receptor acting as an antagonist/agonist of the pathway. (PMID: 16903077). Biochanin A suppress nuclear factor-kappaB-driven interleukin-6 (IL6) expression. In addition to its physiologic immune function as an acute stress cytokine, sustained elevated expression levels of IL6 promote chronic inflammatory disorders, aging frailty, and tumorigenesis. (PMID: 16651441). Biochanin A induces a decrease in invasive activity of U87MG cells in a dose-related manner. (PMID: 16598420). Biochanin A activates peroxisome proliferator-activated receptors (PPAR) PPARalpha, PPARgamma, and adipocyte differentiation in vitro of 3T3-L1 preadipocytes, suggesting potential value of isoflavones, especially biochanin A and their parent botanicals, as antidiabetic agents and for use in regulating lipid metabolism. (PMID: 16549448).	491-80-5	Solid	COc1ccc(-c2coc3cc([O-])cc(O)c3c2=O)cc1	C16H12O5	InChI=1S/C16H12O5/c1-20-11-4-2-9(3-5-11)12-8-21-14-7-10(17)6-13(18)15(14)16(12)19/h2-8,17-18H,1H3	WUADCCWRTIWANL-UHFFFAOYSA-N	284.0684735	CHEBI:58194	HMDB0002338	
BASm0003276	S-(5-deoxy-D-ribos-5-yl)-L-homocysteine	S-ribosyl-L-homocysteine is a member of the chemical class known as Alpha Amino Acids and Derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). AI-2 is spontaneously derived from 4,5-dihydroxy-2,3-pentanedione that, along with homocysteine, is produced by cleavage of S-adenosylhomocysteine (SAH) and S-ribosylhomocysteine by the Pfs and LuxS enzymes. (PMID 16885435)	15912-98-8	Expected Solid	[NH3+][C@@H](CCSC[C@H]1OC(O)[C@H](O)[C@@H]1O)C(=O)[O-]	C9H17NO6S	InChI=1S/C9H17NO6S/c10-4(8(13)14)1-2-17-3-5-6(11)7(12)9(15)16-5/h4-7,9,11-12,15H,1-3,10H2,(H,13,14)/t4-,5+,6+,7+,9?/m0/s1	IQFWYNFDWRYSRA-BLELIYKESA-N	267.077658	CHEBI:58195		MMDBc0030093
BASm0003277	(3R)-3-hydroxy-L-aspartate			Expected Solid	[NH3+][C@H](C(=O)[O-])[C@@H](O)C(=O)[O-]	C4H6NO5	InChI=1S/C4H7NO5/c5-1(3(7)8)2(6)4(9)10/h1-2,6H,5H2,(H,7,8)(H,9,10)/p-1/t1-,2-/m1/s1	YYLQUHNPNCGKJQ-JCYAYHJZSA-M	148.0251459	CHEBI:58196		MMDBc0054896
BASm0003278	L-homocysteine	Homocysteine (CAS: 454-29-5) is a sulfur-containing amino acid that arises during methionine metabolism. Although its concentration in plasma is only about 10 micromolar (uM), even moderate hyperhomocysteinemia is associated with an increased incidence of cardiovascular disease and Alzheimer's disease. Elevations in plasma homocysteine are commonly found as a result of vitamin deficiencies, polymorphisms of enzymes of methionine metabolism, and renal disease. It has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821). Pyridoxal, folic acid, riboflavin, and vitamin B(12) are all required for methionine metabolism, and deficiency of each of these vitamins result in elevated plasma homocysteine. A polymorphism of methylenetetrahydrofolate reductase (C677T), which is quite common in most populations with a homozygosity rate of 10-15 %, is associated with moderate hyperhomocysteinemia, especially in the context of marginal folate intake. Plasma homocysteine is inversely related to plasma creatinine in patients with renal disease. This is due to an impairment in homocysteine removal in renal disease. The role of these factors, and of modifiable lifestyle factors, in affecting methionine metabolism and in determining plasma homocysteine levels is discussed. Homocysteine is an independent cardiovascular disease (CVD) risk factor modifiable by nutrition and possibly exercise. Homocysteine was first identified as an important biological compound in 1932 and linked with human disease in 1962 when elevated urinary homocysteine levels were found in children with mental retardation. This condition, called homocystinuria, was later associated with premature occlusive CVD, even in children. These observations led to research investigating the relationship of elevated homocysteine levels and CVD in a wide variety of populations including middle age and elderly men and women with and without traditional risk factors for CVD (PMID: 17136938 , 15630149). Moreover, homocysteine is found to be associated with cystathionine beta-synthase deficiency, cystathioninuria, methylenetetrahydrofolate reductase deficiency, and sulfite oxidase deficiency, which are inborn errors of metabolism.	6027-13-0	Solid	[NH3+][C@@H](CCS)C(=O)[O-]	C4H9NO2S	InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)/t3-/m0/s1	FFFHZYDWPBMWHY-VKHMYHEASA-N	135.0353992	CHEBI:58199	HMDB0000742	
BASm0003279	N(5)-methyl-L-glutamine			Expected Solid	CNC(=O)CC[C@H]([NH3+])C(=O)[O-]	C6H12N2O3	InChI=1S/C6H12N2O3/c1-8-5(9)3-2-4(7)6(10)11/h4H,2-3,7H2,1H3,(H,8,9)(H,10,11)/t4-/m0/s1	ONXPDKGXOOORHB-BYPYZUCNSA-N	160.0847923	CHEBI:58200		MMDBc0054598
BASm0003280	6,7-dimethyl-8-(1-D-ribityl)lumazine	6,7-Dimethyl-8-(1-D-ribityl)lumazine belongs to the class of organic compounds known as pteridines and derivatives. These are polycyclic aromatic compounds containing a pteridine moiety, which consists of a pyrimidine fused to a pyrazine ring to form pyrimido(4,5-b)pyrazine. 6,7-Dimethyl-8-(1-D-ribityl)lumazine is an extremely weak basic (essentially neutral) compound (based on its pKa). 6,7-Dimethyl-8-(1-D-ribityl)lumazine exists in all living organisms, ranging from bacteria to humans. In humans, 6,7-dimethyl-8-(1-D-ribityl)lumazine is involved in riboflavin metabolism. Outside of the human body, 6,7-dimethyl-8-(1-D-ribityl)lumazine has been detected, but not quantified in, several different foods, such as quinoa, arrowhead, conchs, watermelons, and Elliott's blueberries. This could make 6,7-dimethyl-8-(1-D-ribityl)lumazine a potential biomarker for the consumption of these foods. 6,7-Dimethyl-8-(1-D-ribityl)lumazine is an intermediate in riboflavin metabolism. 6,7-Dimethyl-8-(1-D-ribityl)lumazine is the second to last step in the synthesis of ribitol and is converted from 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine via the enzyme riboflavin synthase beta chain. It is then converted into riboflavin via the enzyme riboflavin synthase alpha chain (EC 2.5.1.9).	2535-20-8	Solid	Cc1nc2c(=O)[n-]c(=O)nc-2n(C[C@H](O)[C@H](O)[C@H](O)CO)c1C	C13H18N4O6	InChI=1S/C13H18N4O6/c1-5-6(2)17(3-7(19)10(21)8(20)4-18)11-9(14-5)12(22)16-13(23)15-11/h7-8,10,18-21H,3-4H2,1-2H3,(H,16,22,23)/t7-,8+,10-/m0/s1	SXDXRJZUAJBNFL-XKSSXDPKSA-N	326.1226343	CHEBI:58201	HMDB0003826	
BASm0003281	N(6)-methyl-L-lysine				C[NH2+]CCCC[C@H]([NH3+])C(=O)[O-]	C7H17N2O2	0	PQNASZJZHFPQLE-LURJTMIESA-O	161.1284542	CHEBI:58202		MMDBc0057157
BASm0003282	2-formylbenzoate			Expected Solid	O=Cc1ccccc1C(=O)[O-]	C8H5O3	InChI=1S/C8H6O3/c9-5-6-3-1-2-4-7(6)8(10)11/h1-5H,(H,10,11)/p-1	DYNFCHNNOHNJFG-UHFFFAOYSA-M	149.0244176	CHEBI:58203		MMDBc0055226
BASm0003283	3-nitroacrylate	A monocarboxylic acid anion that is the conjugate base 3-nitroacrylic acid, formed by deprotonation of the carboxy group; major species at pH 7.3.			O=C([O-])/C=C/[N+](=O)[O-]	C3H2NO4	InChI=1S/C3H3NO4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)/p-1/b2-1+	MBNRADMGBBUWJK-OWOJBTEDSA-M		CHEBI:58205		
BASm0003284	all-trans-heptaprenyl diphosphate	All-trans-heptaprenyl diphosphate is the final product of heptaprenyl diphosphate biosynthesis pathway.In this pathway multiple units of isopentenyl diphosphate  (IPP) undergo a series of polymerizations to form a polyisoprenoid chain.		Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)([O-])OP(=O)([O-])[O-]	C35H60O7P2	InChI=1S/C35H60O7P2/c1-29(2)15-9-16-30(3)17-10-18-31(4)19-11-20-32(5)21-12-22-33(6)23-13-24-34(7)25-14-26-35(8)27-28-41-44(39,40)42-43(36,37)38/h15,17,19,21,23,25,27H,9-14,16,18,20,22,24,26,28H2,1-8H3,(H,39,40)(H2,36,37,38)	LSJLEXWXRKTZAJ-UHFFFAOYSA-N	654.3814283	CHEBI:58206		
BASm0003285	5-methyltetrahydropteroyltri-L-glutamate	N5-methyl--tetrahydropteroyl tri-L-glutamate is an intermediate in pathways L-methionine biosynthesis I and S-adenosyl-L-methionine cycle I in E.coli. It is a substrate for enzyme cobalamin-independent homocysteine transmethylase in both pathways and a substrate for enzyme cobalamin-dependent methionine synthase in pathway L-methionine biosynthesis I (BioCyc compound: CPD-1302).		Expected Solid	CN1c2c(nc(N)[nH]c2=O)NC[C@@H]1CNc1ccc(C(=O)N[C@@H](CCC(=O)N[C@@H](CCC(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C(=O)[O-])C(=O)[O-])cc1	C30H35N9O12	InChI=1S/C30H39N9O12/c1-39-16(13-33-24-23(39)26(45)38-30(31)37-24)12-32-15-4-2-14(3-5-15)25(44)36-19(29(50)51)7-10-21(41)34-17(27(46)47)6-9-20(40)35-18(28(48)49)8-11-22(42)43/h2-5,16-19,32H,6-13H2,1H3,(H,34,41)(H,35,40)(H,36,44)(H,42,43)(H,46,47)(H,48,49)(H,50,51)(H4,31,33,37,38,45)/p-4/t16-,17-,18-,19-/m0/s1	HVRNKDVLFAVCJF-VJANTYMQSA-J	713.2427119	CHEBI:58207		MMDBc0032122
BASm0003286	4-(3-methylbut-2-enyl)-L-tryptophan			Expected Solid	CC(C)=CCc1cccc2[nH]cc(C[C@H]([NH3+])C(=O)[O-])c12	C16H20N2O2	InChI=1S/C16H20N2O2/c1-10(2)6-7-11-4-3-5-14-15(11)12(9-18-14)8-13(17)16(19)20/h3-6,9,13,18H,7-8,17H2,1-2H3,(H,19,20)/t13-/m0/s1	MZSPRSJAOSKAAT-ZDUSSCGKSA-N	272.1524779	CHEBI:58209		MMDBc0055452
BASm0003287	FMN	Flavin mononucleotide (FMN), or riboflavin-5′-phosphate, is a biomolecule produced from riboflavin (vitamin B2) by the enzyme riboflavin kinase and functions as the prosthetic group of various oxidoreductases, including NADH dehydrogenase, as well as cofactor in biological blue-light photo receptors. During the catalytic cycle, a reversible interconversion of the oxidized (FMN), semiquinone (FMNH), and reduced (FMNH2) forms occurs in the various oxidoreductases. FMN is a stronger oxidizing agent than NAD and is particularly useful because it can take part in both one- and two-electron transfers. In its role as blue-light photo receptor, (oxidized) FMN stands out from the 'conventional' photo receptors as the signaling state and not an E/Z isomerization. It is the principal form in which riboflavin is found in cells and tissues. It requires more energy to produce, but is more soluble than riboflavin. Flavin mononucleotide belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions. Flavin mononucleotide exists in all living species, ranging from bacteria to humans. Within humans, flavin mononucleotide participates in a number of enzymatic reactions. In particular, formic acid and flavin mononucleotide can be biosynthesized from FMNH2; which is catalyzed by the enzyme lanosterol 14-alpha demethylase. In addition, formic acid and flavin mononucleotide can be biosynthesized from FMNH2 through the action of the enzyme lanosterol 14-alpha demethylase. In humans, flavin mononucleotide is involved in bloch pathway (cholesterol biosynthesis). Outside of the human body, flavin mononucleotide has been detected, but not quantified in several different foods, such as mandarin orange (clementine, tangerine), horseradish tree, black elderberries, angelica, and ostrich ferns.	146-17-8	Solid	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP([O-])([O-])=O)C1=NC(=O)[N-]C(=O)C1=N2	C17H18N4O9P	InChI=1S/C17H21N4O9P/c1-7-3-9-10(4-8(7)2)21(15-13(18-9)16(25)20-17(26)19-15)5-11(22)14(24)12(23)6-30-31(27,28)29/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H3,20,25,26,27,28,29)/p-3/t11-,12+,14-/m0/s1	ANKZYBDXHMZBDK-SCRDCRAPSA-K	453.0827859	CHEBI:58210	HMDB0001520	
BASm0003288	Dolichyl phosphate D-mannose				CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C\CCC(C)CCOP(=O)([O-])O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O	(C5H8)nC26H47O9P	InChI=1S/C31H55O9P/c1-22(2)11-7-12-23(3)13-8-14-24(4)15-9-16-25(5)17-10-18-26(6)19-20-38-41(36,37)40-31-30(35)29(34)28(33)27(21-32)39-31/h11,13,15,17,26-35H,7-10,12,14,16,18-21H2,1-6H3,(H,36,37)/b23-13+,24-15+,25-17-/t26?,27-,28-,29+,30+,31+/m1/s1	AGLXCEGQRIYVRV-DCNFWXCGSA-N		CHEBI:58211		
BASm0003289	aminoacetaldehyde	Aminoacetaldehyde is a member of the chemical class known as Alkylamines. These are organic compounds containing an alkylamine group. 	645-36-3	Liquid	[NH3+]CC=O	C2H5NO	InChI=1S/C2H5NO/c3-1-2-4/h2H,1,3H2	LYIIBVSRGJSHAV-UHFFFAOYSA-N	59.03711379	CHEBI:58213		
BASm0003290	kanamycin A				[NH3+]C[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H]([NH3+])[C@H]3O)[C@H]([NH3+])C[C@@H]2[NH3+])[C@H](O)[C@@H](O)[C@@H]1O	C18H36N4O11	InChI=1S/C18H36N4O11/c19-2-6-10(25)12(27)13(28)18(30-6)33-16-5(21)1-4(20)15(14(16)29)32-17-11(26)8(22)9(24)7(3-23)31-17/h4-18,23-29H,1-3,19-22H2/t4-,5+,6-,7+,8-,9+,10-,11+,12+,13-,14-,15+,16-,17+,18-/m1/s1	SBUJHOSQTJFQJX-BHEICIAYSA-N	484.238058	CHEBI:58214		
BASm0003291	pentachlorophenol	Pentachlorophenol (PCP) is an organochlorine compound used as a pesticide and a disinfectant. First produced in the 1930s, it is marketed under many trade names. It can be found in two forms: PCP itself or as the sodium salt of PCP, which dissolves easily in water.	87-86-5	Solid	[O-]c1c(Cl)c(Cl)c(Cl)c(Cl)c1Cl	C6HCl5O	InChI=1S/C6HCl5O/c7-1-2(8)4(10)6(12)5(11)3(1)9/h12H	IZUPBVBPLAPZRR-UHFFFAOYSA-N	263.8470032	CHEBI:58217	HMDB0041974	
BASm0003292	9-riburonosylhypoxanthine	A hydroxy monocarboxylic acid anion that is the conjugate base of 9-riburonosylhypoxanthine; major species at pH 7.3.			O=C([O-])[C@H]1O[C@@H](n2cnc3c(=O)[nH]cnc32)[C@H](O)[C@@H]1O	C10H9N4O6	InChI=1S/C10H10N4O6/c15-4-5(16)9(20-6(4)10(18)19)14-2-13-3-7(14)11-1-12-8(3)17/h1-2,4-6,9,15-16H,(H,18,19)(H,11,12,17)/p-1/t4-,5+,6-,9+/m0/s1	YALKLGGFZOUJBN-SOVPELCUSA-M		CHEBI:58218		
BASm0003293	UDP	Uridine 5'-diphosphate, also known as 5'-UDP, UDP or uridine diphosphoric acid, belongs to the class of organic compounds known as pyrimidine ribonucleoside diphosphates. These are pyrimidine ribonucleotides with diphosphate group linked to the ribose moiety. UDP is also classified as a nucleotide diphosphate. It is an ester of pyrophosphoric acid with the nucleoside uridine. UDP consists of a pyrophosphate group, a pentose sugar ribose, and the nucleobase uracil. UDP exists in all living species, ranging from bacteria to plants to humans. In mammals UDP is an important factor in glycogenesis or the formation of glycogen in the liver. Before glucose can be stored as glycogen in the liver and muscles, the enzyme UDP-glucose pyrophosphorylase forms a UDP-glucose unit by combining glucose 1-phosphate with uridine triphosphate, cleaving a pyrophosphate ion in the process. Then, the enzyme glycogen synthase combines UDP-glucose units to form a glycogen chain. UDP is also an important extracellular pyrimidine signaling molecule that mediates diverse biological effects via P1 and P2 purinergic receptors, such as the uptake of thymidine and proliferation of gliomas. UDP plays a key role in the function of Uridine 5'-diphospho-glucuronosyltransferases (UDP-glucuronosyltransferases, UGTs) which catalyze the transfer of the glucuronic acid component of UDP-glucuronic acid to a small hydrophobic molecule. UDP-Glucuronosyltransferases are responsible for the process of glucuronidation, a major part of phase II metabolism. The reaction catalyzed by UGT enzymes involves the addition of a glucuronic acid moiety to xenobiotics and is the most important pathway for the human body's elimination of the most frequently prescribed drugs. It is also the major pathway for foreign chemical (dietary, environmental, pharmaceutical) removal for most drugs, dietary substances, toxins and endogenous substances. UGT is present in humans, other animals, plants, and bacteria. Famously, UGT enzymes are not present in the genus Felis (PMID: 10862526) and this accounts for a number of unusual toxicities in the cat family.	58-98-0	Solid	O=c1ccn([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])[O-])[C@@H](O)[C@H]2O)c(=O)[nH]1	C9H14N2O12P2	InChI=1S/C9H14N2O12P2/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(22-8)3-21-25(19,20)23-24(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1	XCCTYIAWTASOJW-XVFCMESISA-N	404.0021969	CHEBI:58223	HMDB0000295	
BASm0003294	GDP-alpha-D-rhamnose			Expected Solid	C[C@H]1O[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(=O)[nH]c(N)nc43)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	C16H23N5O15P2	InChI=1S/C16H25N5O15P2/c1-4-7(22)9(24)11(26)15(33-4)35-38(30,31)36-37(28,29)32-2-5-8(23)10(25)14(34-5)21-3-18-6-12(21)19-16(17)20-13(6)27/h3-5,7-11,14-15,22-26H,2H2,1H3,(H,28,29)(H,30,31)(H3,17,19,20,27)/p-2/t4-,5-,7-,8-,9+,10-,11+,14-,15-/m1/s1	LQEBEXMHBLQMDB-GDJBGNAASA-L	587.0676862	CHEBI:58224		MMDBc0056008
BASm0003295	alpha-D-glucose 6-phosphate	Glucose 6-phosphate (G6P, sometimes called the Robison ester) is a glucose sugar phosphorylated at the hydroxy group on carbon 6. Glucose 6-phosphate (G6P) has two anomers: the alpha anomer and the beta anomer. Glucose 6-phosphate is an ester of glucose with phosphoric acid, made in the course of glucose metabolism by mammalian and other cells. It is a normal constituent of resting muscle and probably is in constant equilibrium with fructose 6-phosphate (Stedman, 26th ed). When glucose enters a cell, it is immediately phosphorylated to G6P. This is catalyzed with hexokinase enzymes, thus consuming one ATP. A major reason for immediate phosphorylation of the glucose is so that it cannot diffuse out of the cell. The phosphorylation adds a charged group so the G6P cannot easily cross cell membranes. G6P can travel down two metabolic pathways: glycolysis and the pentose phosphate pathway. In addition to the metabolic pathways, G6P can also be stored as glycogen in the liver if blood glucose levels are high. If the body needs energy or carbon skeletons for syntheses, G6P can be isomerized to fructose 6-phosphate and then phosphorylated to fructose 1,6-bisphosphate. Note, the molecule now has 2 phosphoryl groups attached. The addition of the 2nd phosphoryl group is an irreversible step, so once this happens G6P will enter glycolysis and be turned into pyruvate (ATP production occurs). If blood glucose levels are high, the body needs a way to store the excess glucose. After being converted to G6P, phosphoglucose mutase (an isomerase) can turn the molecule into glucose 1-phosphate. Glucose 1-phosphate can then be combined with uridine triphosphate (UTP) to form UDP-glucose. This reaction is driven by the hydrolysis of pyrophosphate that is released in the reaction. Now, the activated UDP-glucose can add to a growing glycogen molecule with the help of glycogen synthase. This is a very efficient storage mechanism for glucose since it costs the body only 1 ATP to store the 1 glucose molecule and virtually no energy to remove it from storage. It is important to note that glucose 6-phosphate is an allosteric activator of glycogen synthase, which makes sense because when the level of glucose is high the body should store the excess glucose as glycogen. On the other hand, glycogen synthase is inhibited when it is phosphorylated by protein kinase during times of high stress or low blood glucose levels.	56-73-5	Liquid	O=P([O-])([O-])OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O	C6H13O9P	InChI=1S/C6H13O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5-,6?/m1/s1	NBSCHQHZLSJFNQ-GASJEMHNSA-N	260.0297185	CHEBI:58225	HMDB0001401	
BASm0003296	L-ribulose 5-phosphate	L-Ribulose 5-phosphate is a member of the chemical class known as Pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms. In Escherichia coli, RpiA catalyzes the interconversion of ribose-5-phosphate and ribulose-5-phosphate and is a key enzyme in the pentose phosphate pathway. (PMID 12182339) Interconversion of D-ribose-5-phosphate (R5P) and D-ribulose-5-phosphate is an important step in the pentose phosphate pathway. (PMID 18640127) A key player in LPS synthesis is the enzyme D-arabinose-5-phosphate isomerase (API), which catalyzes the reversible isomerization of D-ribulose-5-phosphate to D-arabinose-5-phosphate, a precursor of 3-deoxy-D-manno-octulosonate that is an essential residue of the LPS inner core. (PMID 20954237) Dihydroxybutanone phosphate synthase (DS) catalyzes a commitment step in riboflavin biosynthesis where ribulose 5-phosphate is converted to dihydroxybutanone phosphate and formate. (PMID 11053863) Ribose-5-phosphate isomerase A (RpiA) plays an important role in interconverting between ribose-5-phosphate (R5P) and ribulose-5-phosphate in the pentose phosphate pathway and the Calvin cycle. (PMID 19214439)		Expected Solid	O=C(CO)[C@@H](O)[C@@H](O)COP(=O)([O-])[O-]	C5H9O8P	InChI=1S/C5H11O8P/c6-1-3(7)5(9)4(8)2-13-14(10,11)12/h4-6,8-9H,1-2H2,(H2,10,11,12)/p-2/t4-,5+/m0/s1	FNZLKVNUWIIPSJ-CRCLSJGQSA-L	228.0046014	CHEBI:58226		MMDBc0032117
BASm0003297	5-(L-alanin-3-yl)-2-hydroxy-cis,cis-muconate 6-semialdehyde	An alpha-amino-acid anion that is the conjugate base of 5-(L-alanin-3-yl)-2-hydroxy-cis,cis-muconate 6-semialdehyde, having anionic carboxy gropus and a cationic amino group; major species at pH 7.3.			[NH3+][C@@H](C/C(C=O)=C/C=C(/O)C(=O)[O-])C(=O)[O-]	C9H10NO6	InChI=1S/C9H11NO6/c10-6(8(13)14)3-5(4-11)1-2-7(12)9(15)16/h1-2,4,6,12H,3,10H2,(H,13,14)(H,15,16)/p-1/b5-1-,7-2+/t6-/m0/s1	OAPFPZKGGMKELA-WEBQFGJISA-M		CHEBI:58227		
BASm0003298	carbamoyl phosphate		590-55-6		NC(=O)OP(=O)([O-])[O-]	CH2NO5P	InChI=1S/CH4NO5P/c2-1(3)7-8(4,5)6/h(H2,2,3)(H2,4,5,6)/p-2	FFQKYPRQEYGKAF-UHFFFAOYSA-L	138.9681563	CHEBI:58228		
BASm0003299	Watasenia luciferin	A doubly-charged organosulfate oxoanion arising from deprotonation of both sulfo groups of Watasenia luciferin; major species at pH 7.3.			O=c1c(Cc2ccc(OS(=O)(=O)[O-])cc2)nc2c(Cc3ccccc3)[nH]c(-c3ccc(OS(=O)(=O)[O-])cc3)cn1-2	C26H19N3O9S2	InChI=1S/C26H21N3O9S2/c30-26-23(15-18-6-10-20(11-7-18)37-39(31,32)33)28-25-22(14-17-4-2-1-3-5-17)27-24(16-29(25)26)19-8-12-21(13-9-19)38-40(34,35)36/h1-13,16,27H,14-15H2,(H,31,32,33)(H,34,35,36)/p-2	PTGHKNQEZNRQKY-UHFFFAOYSA-L		CHEBI:58229		
BASm0003300	2-(beta-D-glucuronosyl)-D-glucuronate	A carbohydrate acid anion arising from deprotonation of both carboxy groups of 2-(beta-D-glucopyranosyluronic acid)-D-glucuronic acid; major species at pH 7.3.			O=C([O-])[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](C(=O)[O-])O[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O	C12H16O13	InChI=1S/C12H18O13/c13-1-2(14)7(10(20)21)24-12(5(1)17)25-8-4(16)3(15)6(9(18)19)23-11(8)22/h1-8,11-17,22H,(H,18,19)(H,20,21)/p-2/t1-,2-,3-,4-,5+,6-,7-,8+,11+,12-/m0/s1	IMNADAQGVSDVMI-CCLDAEICSA-L		CHEBI:58230		
BASm0003301	D-glucose 1,6-bisphosphate	A quadruply-charged organophosphate oxoanion obtained via deprotonation of the phosphate OH groups of D-glucose 1,6-bisphosphate; major species at pH 7.3.			O=C[C@H](OP(=O)([O-])[O-])[C@@H](O)[C@H](O)[C@H](O)COP(=O)([O-])[O-]	C6H10O12P2	InChI=1S/C6H14O12P2/c7-1-4(18-20(14,15)16)6(10)5(9)3(8)2-17-19(11,12)13/h1,3-6,8-10H,2H2,(H2,11,12,13)(H2,14,15,16)/p-4/t3-,4+,5-,6-/m1/s1	ZJHWKVNJCGZAFV-JGWLITMVSA-J		CHEBI:58232		
BASm0003302	3-hydroxyquinine				C=C[C@@]1(O)C[N@@H+]2CC[C@H]1C[C@H]2[C@H](O)c1ccnc2ccc(OC)cc12	C20H24N2O3		BSRUJCFCZKMFMB-JEHIKHPJSA-N	340.1786926	CHEBI:58234		
BASm0003303	N-feruloylglycine				COc1cc(/C=C/C(=O)NCC(=O)[O-])ccc1O	C12H12NO5	InChI=1S/C12H13NO5/c1-18-10-6-8(2-4-9(10)14)3-5-11(15)13-7-12(16)17/h2-6,14H,7H2,1H3,(H,13,15)(H,16,17)/p-1/b5-3+	CLGNQAIRBLDHIN-HWKANZROSA-M	250.0715475	CHEBI:58236		
BASm0003304	cis-4,5-dihydroxycyclohexa-2,6-diene-1,2-dicarboxylate			Expected Solid	O=C([O-])C1=C[C@@H](O)[C@@H](O)C=C1C(=O)[O-]	C8H6O6	InChI=1S/C8H8O6/c9-5-1-3(7(11)12)4(8(13)14)2-6(5)10/h1-2,5-6,9-10H,(H,11,12)(H,13,14)/p-2/t5-,6+	MFSRJRFDIILHFC-OLQVQODUSA-L	198.0175351	CHEBI:58237		MMDBc0055807
BASm0003305	4-methoxy-1-methyl-2-oxo-1,2-dihydropyridine-3-carboxylate	A monocarboxylic acid anion resulting from the removal of a proton from the carboxy group of 4-methoxy-1-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid; major species at pH 7.3.			COc1ccn(C)c(=O)c1C(=O)[O-]	C8H8NO4	InChI=1S/C8H9NO4/c1-9-4-3-5(13-2)6(7(9)10)8(11)12/h3-4H,1-2H3,(H,11,12)/p-1	RYHGOZKWYMCMKG-UHFFFAOYSA-M		CHEBI:58238		
BASm0003306	16-hydroxytabersonine				CC[C@]12C=CC[NH+]3CC[C@]4(C(=C(C(=O)OC)C1)Nc1cc(O)ccc14)[C@@H]32	C21H24N2O3	InChI=1S/C21H24N2O3/c1-3-20-7-4-9-23-10-8-21(19(20)23)15-6-5-13(24)11-16(15)22-17(21)14(12-20)18(25)26-2/h4-7,11,19,22,24H,3,8-10,12H2,1-2H3	FXUFRJQCBVSCRZ-UHFFFAOYSA-N	352.1786926	CHEBI:58239		
BASm0003307	aspulvinone E			Expected Solid	O=C1O/C(=C\c2ccc(O)cc2)C([O-])=C1c1ccc(O)cc1	C17H12O5	InChI=1S/C17H12O5/c18-12-5-1-10(2-6-12)9-14-16(20)15(17(21)22-14)11-3-7-13(19)8-4-11/h1-9,18-20H/b14-9+	BNNVVTQUWNGKPH-NTEUORMPSA-N	296.0684735	CHEBI:58240		MMDBc0001782
BASm0003308	N(2)-succinyl-L-arginine	N2-Succinyl-L-arginine belongs to the class of Amino Fatty Acids. These are fatty acids contaning an amine group. (inferred from compound structure)		Expected Solid	NC(=[NH2+])NCCC[C@H](NC(=O)CCC([O-])=O)C([O-])=O	C10H17N4O5	InChI=1S/C10H18N4O5/c11-10(12)13-5-1-2-6(9(18)19)14-7(15)3-4-8(16)17/h6H,1-5H2,(H,14,15)(H,16,17)(H,18,19)(H4,11,12,13)/p-1/t6-/m0/s1	UMOXFSXIFQOWTD-LURJTMIESA-M	273.1204432	CHEBI:58241		MMDBc0032113
BASm0003309	luciferyl sulfate	An organosulfate oxoanion that is the conjugate base of Renilla luciferyl sulfate; major species at pH 7.3.				C26H20N3O5S		FWTNBXHOBWPZGV-UHFFFAOYSA-M	486.1129155	CHEBI:58242		
BASm0003310	adenosine 5'-phosphosulfate	An organic dianion arising from deprotonation of the phosphate and sufate groups of 5'-adenylyl sulfate; major species at pH 7.3.				C10H12N5O10PS		IRLPACMLTUPBCL-KQYNXXCUSA-L	425.0053469	CHEBI:58243		
BASm0003311	dAMP	Deoxyadenosine monophosphate (dAMP), also known as deoxyadenylic acid or deoxyadenylate in its conjugate acid and conjugate base forms, respectively, is a derivative of the common nucleic acid AMP, or adenosine monophosphate, in which the -OH (hydroxyl) group on the 2' carbon on the nucleotide's pentose has been reduced to just a hydrogen atom (hence the "deoxy-" part of the name). Additionally, the monophosphate of the name indicates that two of the phosphoryl groups of GTP have been removed, most likely by hydrolysis. It is a monomer used in DNA.	653-63-4	Solid		C10H12N5O6P		KHWCHTKSEGGWEX-RRKCRQDMSA-L	329.0536173	CHEBI:58245	HMDB0000905	
BASm0003312	sulfoacetaldehyde		32797-12-9		O=CCS(=O)(=O)[O-]	C2H4O4S	InChI=1S/C2H4O4S/c3-1-2-7(4,5)6/h1H,2H2,(H,4,5,6)	JTJIXCMSHWPJJE-UHFFFAOYSA-N	123.9830298	CHEBI:58246		
BASm0003313	beta-D-glucose 6-phosphate	beta-D-Glucose 6 phosphate (b-G6P) is the beta-anomer of glucose-6-phosphate. There are two anomers of glucose 6 phosphate: the alpha anomer and the beta anomer. Specifically, beta-D-Glucose 6-phosphate is glucose sugar phosphorylated on carbon 6. It is a very common metabolite in cells as the vast majority of glucose entering a cell will become phosphorylated in this way. The primary reason for the immediate phosphorylation of glucose is to prevent diffusion out of the cell. The phosphorylation adds a charged phosphate group so the glucose 6-phosphate cannot easily cross the cell membrane. b-G6P is involved in glycolysis, gluconeogenesis, pentose phosphate, and glycogen and sucrose metabolic pathways. beta-D-Glucose 6 phosphate can be generated through beta-D-fructose phosphate or alpha-D-glucose 6 phosphate (via glucose-6-phosphate isomerase) or beta-D glucose (via hexokinase). It can then be sent off to the pentose phosphate pathway which generates the useful cofactor NADPH as well as ribulose 5-phosphate, a carbon source for the synthesis of other molecules. Alternately, if the cell needs energy or carbon skeletons for synthesis then glucose 6-phosphate is targeted for glycolysis. A third route is to have glucose 6 phosphate stored or converted into glycogen, especially if blood glucose levels are high.	15209-12-8	Solid	O=P([O-])([O-])OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O	C6H13O9P	InChI=1S/C6H13O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5-,6-/m1/s1	NBSCHQHZLSJFNQ-VFUOTHLCSA-N	260.0297185	CHEBI:58247	HMDB0003498	
BASm0003314	(2R)-2,3-bisphosphoglycerate			Expected Solid	[H][C@](COP([O-])([O-])=O)(OP([O-])([O-])=O)C([O-])=O	C3H3O10P2	InChI=1S/C3H8O10P2/c4-3(5)2(13-15(9,10)11)1-12-14(6,7)8/h2H,1H2,(H,4,5)(H2,6,7,8)(H2,9,10,11)/p-5/t2-/m1/s1	XOHUEYCVLUUEJJ-UWTATZPHSA-I	260.9228882	CHEBI:58248		MMDBc0054827
BASm0003315	nicotianamine	Nicotianamine is a member of the class of compounds known as L-alpha-amino acids. L-alpha-amino acids are alpha amino acids which have the L-configuration of the alpha-carbon atom. Nicotianamine is soluble (in water) and a moderately acidic compound (based on its pKa). Nicotianamine can be found in a number of food items such as common beet, oat, sweet cherry, and italian sweet red pepper, which makes nicotianamine a potential biomarker for the consumption of these food products. Nicotianamine is a metal-chelating molecule ubiquitous in higher plants. Biochemically, it is synthesized by the enzyme nicotianamine synthase, which uses three molecules of S-adenosylmethionine .	34441-14-0		N[C@@H](CCN[C@@H](CCN1CC[C@H]1C(O)=O)C(O)=O)C(O)=O	C12H21N3O6	InChI=1S/C12H21N3O6/c13-7(10(16)17)1-4-14-8(11(18)19)2-5-15-6-3-9(15)12(20)21/h7-9,14H,1-6,13H2,(H,16,17)(H,18,19)(H,20,21)/t7-,8-,9-/m0/s1	KRGPXXHMOXVMMM-CIUDSAMLSA-N	303.1430354	CHEBI:58249		
BASm0003316	N,N-dimethylglycine	Dimethylglycine (DMG) is an amino acid derivative found in the cells of all plants and animals and can be obtained in the diet in small amounts from grains and meat. The human body produces DMG when metabolizing choline into glycine. Dimethylglycine that is not metabolized in the liver is transported by the circulatory system to body tissue. Dimethylglycine was popular with Russian athletes and cosmonauts owing to its reputed ability to increase endurance and reduce fatigue. DMG is also a byproduct of homocysteine metabolism. Homocysteine and betaine are converted to methionine and N,N-dimethylglycine by betaine-homocysteine methyltransferase. DMG in the urine is a biomarker for the consumption of legumes. It is also a microbial metabolite (PMID: 25901889).	1118-68-9	Solid	CN(C)CC(O)=O	C4H9NO2	InChI=1S/C4H9NO2/c1-5(2)3-4(6)7/h3H2,1-2H3,(H,6,7)	FFDGPVCHZBVARC-UHFFFAOYSA-N	103.0633285	CHEBI:58251	HMDB0000092	
BASm0003317	S-methyl-L-methionine	S-Methylmethionine is a derivative of methionine. This cation is an intermediate in many biosynthetic pathways owing to the sulfonium functional group. The natural derivative S-methylmethionine is biosynthesized from L-methionine which is first converted to S-adenosylmethionine. The subsequent conversion, involving replacement of the adenosyl group by a methyl group is catalyzed by the enzyme methionine S-methyltransferase. S-Methylmethionine is particularly abundant in plants, being more abundant than methionine. [Wikipedia]	4727-40-6	Solid	C[S+](C)CC[C@H](N)C(O)=O	C6H14NO2S	InChI=1S/C6H13NO2S/c1-10(2)4-3-5(7)6(8)9/h5H,3-4,7H2,1-2H3/p+1/t5-/m0/s1	YDBYJHTYSHBBAU-YFKPBYRVSA-O	164.0745244	CHEBI:58252		MMDBc0032967
BASm0003318	(S)-norcoclaurine		106032-53-5			C16H18NO3		WZRCQWQRFZITDX-AWEZNQCLSA-O	272.1281199	CHEBI:58253		
BASm0003319	quercetin 3-sulfate				O=c1c(OS(=O)(=O)[O-])c(-c2ccc(O)c(O)c2)oc2cc([O-])cc(O)c12	C15H9O10S	InChI=1S/C15H10O10S/c16-7-4-10(19)12-11(5-7)24-14(6-1-2-8(17)9(18)3-6)15(13(12)20)25-26(21,22)23/h1-5,16-19H,(H,21,22,23)/p-1	DNAYVNOVGHZZLH-UHFFFAOYSA-M	380.9921912	CHEBI:58254		
BASm0003320	aldehydo-D-galactose 6-phosphate			Expected Solid	O=C[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)COP(=O)([O-])[O-]	C6H13O9P	InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h1,3-6,8-11H,2H2,(H2,12,13,14)/t3-,4+,5+,6-/m0/s1	VFRROHXSMXFLSN-KCDKBNATSA-N	260.0297185	CHEBI:58255		MMDBc0054325
BASm0003321	alpha-cyclopiazonate			Expected Solid	[H][C@@]12CC3=C4C(NC=C4[C@]1([H])[C@]1([H])N(C(=O)\C(=C(\C)[O-])C1=O)C2(C)C)=CC=C3	C20H19N2O3	InChI=1S/C20H20N2O3/c1-9(23)14-18(24)17-16-11-8-21-13-6-4-5-10(15(11)13)7-12(16)20(2,3)22(17)19(14)25/h4-6,8,12,16-17,21,23H,7H2,1-3H3/p-1/b14-9-/t12-,16+,17+/m1/s1	CNZIQHGDUXRUJS-PTNHGACKSA-M	335.1401161	CHEBI:58256		MMDBc0055700
BASm0003322	S-(4-bromophenyl)-L-cysteine	An amino acid zwitterion obtained via transfer of a proton from the carboxy to the amino group of S-(4-bromophenyl)-L-cysteine; major species at pH 7.3.			[NH3+][C@@H](CSc1ccc(Br)cc1)C(=O)[O-]	C9H10BrNO2S	InChI=1S/C9H10BrNO2S/c10-6-1-3-7(4-2-6)14-5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)/t8-/m0/s1	JULKRQGCYVMHSB-QMMMGPOBSA-N		CHEBI:58257		
BASm0003323	dihydrostreptomycin 3'alpha,6-bisphosphate				C[NH2+][C@@H]1[C@H](O[C@H]2[C@H](O[C@H]3[C@H](O)[C@@H](OP(=O)([O-])[O-])[C@H](NC(N)=[NH2+])[C@@H](O)[C@@H]3NC(N)=[NH2+])O[C@@H](C)[C@]2(O)COP(=O)([O-])[O-])O[C@@H](CO)[C@H](O)[C@H]1O	C21H43N7O18P2	InChI=1S/C21H43N7O18P2/c1-5-21(34,4-41-47(35,36)37)16(45-17-9(26-2)12(32)10(30)6(3-29)43-17)18(42-5)44-14-7(27-19(22)23)11(31)8(28-20(24)25)15(13(14)33)46-48(38,39)40/h5-18,26,29-34H,3-4H2,1-2H3,(H4,22,23,27)(H4,24,25,28)(H2,35,36,37)(H2,38,39,40)/t5-,6-,7-,8+,9-,10-,11-,12-,13-,14+,15-,16-,17-,18-,21+/m0/s1	ZDDYYKRGKUKSLN-TWBNDLJKSA-N	743.2139816	CHEBI:58259		
BASm0003324	N(6)-acetyl-L-lysine	N-epsilon-Acetyl-L-lysine also known as Nepsilon-Acetyllysine or N6-Acetyllysine, belongs to the class of organic compounds known as N-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at one of its nitrogen atoms. N-epsilon-Acetyl-L-lysine can also be classified as an alpha amino acid or a derivatized alpha amino acid. Technically, N-epsilon-Acetyl-L-lysine is a biologically available sidechain, N-capped form of the proteinogenic alpha amino acid L-lysine. Unlike L-lysine, acetylated lysine derivatives such as N-epsilon-Acetyl-L-lysine are zwitterionic compounds. These are molecules that contains an equal number of positively- and negatively-charged functional groups. N-epsilon-Acetyl-L-lysine is found naturally in eukaryotes ranging from yeast to plants to humans.  N-acetyl amino acids can be produced either via direct synthesis of specific N-acetyltransferases or via the proteolytic degradation of N-acetylated proteins (often histones) by specific hydrolases. N-epsilon-Acetyl-L-lysine can be biosynthesized from L-lysine and acetyl-CoA via the enzyme known as Lysine N-acetyltransferase. Post-translational lysine-acetylation is one of two major modifications of lysine residues in various proteins - either N-terminal or N-alpha acetylation or N6 (sidechain) acetylation. Side-chain acetylation of specific lysine residues in the N-terminal domains of core histones is a biochemical marker of active genes. Acetylation is now known to play a major role in eukaryotic transcription. Specifically, acetyltransferase enzymes that act on particular lysine side chains of histones and other proteins are intimately involved in transcriptional activation. By modifying chromatin proteins and transcription-related factors, these acetylases are believed to regulate the transcription of many genes. The best-characterized mechanism is acetylation, catalyzed by histone acetyltransferase (HAT) enzymes. HATs function enzymatically by transferring an acetyl group from acetyl-coenzyme A (acetyl-CoA) to the amino group of certain lysine side chains within a histone's basic N-terminal tail region. Within a histone octamer, these regions extend out from the associated globular domains, and in the context of a nucleosome, they are believed to bind the DNA through charge interactions (positively charged histone tails associated with negatively charged DNA) or mediate interactions between nucleosomes. Lysine acetylation, which neutralizes part of a tail region's positive charge, is postulated to weaken histone-DNA or nucleosome-nucleosome interactions and/or signal a conformational change, thereby destabilizing nucleosome structure or arrangement and giving other nuclear factors, such as the transcription complex, more access to a genetic locus. In agreement with this is the fact that acetylated chromatin has long been associated with states of transcriptional activation. Specific recognition of N6-acetyl-L-lysine is a conserved function of all bromodomains found in different proteins, recognized as an emerging intracellular signalling mechanism that plays critical roles in regulating gene transcription, cell-cycle progression, apoptosis, DNA repair, and cytoskeletal organization (PMID: 9169194 , 10827952 , 17340003 , 16247734 , 9478947 , 10839822). N-acetylated amino acids, such as N-epsilon-Acetyl-L-lysine can be released by an N-acylpeptide hydrolase from histones going through proteolytic degradation (PMID: 16465618). Many N-acetylamino acids are classified as uremic toxins if present in high abundance in the serum or plasma (PMID: 26317986; PMID: 20613759). Uremic toxins are a diverse group of endogenously produced molecules that, if not properly cleared or eliminated by the kidneys, can cause kidney damage, cardiovascular disease and neurological deficits (PMID: 18287557).	0692-04-06	Solid	CC(=O)NCCCC[C@H](N)C(O)=O	C8H16N2O3	InChI=1S/C8H16N2O3/c1-6(11)10-5-3-2-4-7(9)8(12)13/h7H,2-5,9H2,1H3,(H,10,11)(H,12,13)/t7-/m0/s1	DTERQYGMUDWYAZ-ZETCQYMHSA-N	188.1160924	CHEBI:58260	HMDB0000206	
BASm0003325	monomethyl sulfate	Methyl bisulfate is a chemical compound with the molecular formula CH3OSO3H. This compound is the mono-methyl ester of sulfuric acid. The significance of methyl bisulfate is that it is an intermediate in the hydrolysis of the important reagent dimethyl sulfate, (CH3)2SO4. Methyl bisulfate is an acid.	75-93-4	Solid	COS(=O)(=O)[O-]	CH4O4S	InChI=1S/CH4O4S/c1-5-6(2,3)4/h1H3,(H,2,3,4)	JZMJDSHXVKJFKW-UHFFFAOYSA-N	111.9830293	CHEBI:58261		
BASm0003326	2-C-methyl-D-erythritol 4-phosphate	2-c-methyl-D-erythritol-4-phosphate is a member of the chemical class known as Tetroses. These are tetrasaccharides whose saccharide units are all hexoses.  2-C-methyl-D-erythritol-4-phosphate is involved in isoprenoid biosynthesis. Using genetically engineered Escherichia coli cells able to utilize exogenously provided mevalonate for isoprenoid biosynthesis by the mevalonate pathway we demonstrate that the lytB gene is involved in the trunk line of the MEP pathway. (PMID 11418107) The first step of the 2-C-methyl-D-erythritol 4-phosphate (MEP) pathway for isoprenoid biosynthesis in plant plastids and most eubacteria is catalyzed by 1-deoxy-D-xylulose 5-phosphate synthase (DXS), a recently described transketolase-like enzyme. (PMID 11708793) In the MEP pathway, 4-diphosphocytidyl-2-C-methyl-D-erythritol is formed from 2-C-methyl-D-erythritol 4-phosphate (MEP) and CTP in a reaction catalyzed by a 4-diphosphocytidyl-2-C-methyl-D-erythritol synthase (IspD). (PMID 17921290) (E)-4-Hydroxy-3-methylbut-2-enyl diphosphate synthase (GcpE), which catalyzes the conversion of 2-C-methyl-D-erythritol cyclodiphosphate (MEcPP) into (E)-4-hydroxy-3-methylbut-2-enyl diphosphate (HMBPP), is an essential enzyme of the non-mevalonate (2-C-methyl-D-erythritol-4-phosphate (MEP)) pathway for isoprenoid biosynthesis.  (E)-4-Hydroxy-3-methylbut-2-enyl diphosphate synthase (GcpE), which catalyzes the conversion of 2-C-methyl-D-erythritol cyclodiphosphate (MEcPP) into (E)-4-hydroxy-3-methylbut-2-enyl diphosphate (HMBPP), is an essential enzyme of the non-mevalonate (2-C-methyl-D-erythritol-4-phosphate (MEP)) pathway for isoprenoid biosynthesis. (PMID 15792953) Escherichia coli AmtB is a member of the MEP/Amt family of ammonia transporters found in archaea, eubacteria, fungi, plants and animals. (PMID 12753193)			C[C@](O)(CO)[C@H](O)COP(=O)([O-])[O-]	C5H11O7P	InChI=1S/C5H13O7P/c1-5(8,3-6)4(7)2-12-13(9,10)11/h4,6-8H,2-3H2,1H3,(H2,9,10,11)/p-2	XMWHRVNVKDKBRG-UHFFFAOYSA-L	214.0242392	CHEBI:58262		
BASm0003327	N-acetylputrescine		18233-70-0		CC(=O)NCCCC[NH3+]	C6H14N2O	InChI=1S/C6H14N2O/c1-6(9)8-5-3-2-4-7/h2-5,7H2,1H3,(H,8,9)	KLZGKIDSEJWEDW-UHFFFAOYSA-N		CHEBI:58263		
BASm0003328	4-aminobutanal	4-Aminobutyraldehyde is a metabolite of putrescine. It is a substrate of human liver aldehyde dehydrogenase (EC 1.2.1.3) cytoplasmic (E1) and mitochondrial (E2) isozymes (PMID 3324802).	4390-05-0	Solid	[NH3+]CCCC=O	C4H9NO	InChI=1S/C4H9NO/c5-3-1-2-4-6/h4H,1-3,5H2	DZQLQEYLEYWJIB-UHFFFAOYSA-N	87.06841392	CHEBI:58264	HMDB0001080	
BASm0003329	2-hydroxy-3-oxosuccinate	2-hydroxy-3-oxosuccinate is a member of the chemical class known as Dicarboxylic Acids and Derivatives. These are organic compounds containing exactly two carboxylic acid groups.  2-hydroxy-3-oxosuccinate is invovled in Glyoxylate and dicarboxylate metabolism. (KEGG)			O=C([O-])C(=O)C(O)C(=O)[O-]	C4H4O6	InChI=1S/C4H4O6/c5-1(3(7)8)2(6)4(9)10/h1,5H,(H,7,8)(H,9,10)	RMHHUKGVZFVHED-UHFFFAOYSA-N	148.0007879	CHEBI:58265		
BASm0003330	5-hydroxy-L-tryptophan	5-Hydroxytryptophan (5-HTP), also known as oxitriptan (INN), is a naturally occurring amino acid and chemical precursor as well as a metabolic intermediate in the biosynthesis of the neurotransmitters serotonin and melatonin from tryptophan. 5-HTP is sold over-the-counter in the United Kingdom, United States and Canada as a dietary supplement for use as an antidepressant, appetite suppressant, and sleep aid, and is also marketed in many European countries for the indication of major depression under trade names like Cincofarm, Levothym, Levotonine, Oxyfan, Telesol, Tript-OH, and Triptum. Several double-blind placebo-controlled clinical trials have demonstrated the effectiveness of 5-HTP in the treatment of depression, though a lack of high quality studies has been noted. More and larger studies are needed to determine if 5-HTP is truly effective in treating depression.	4350-09-08	Solid	[NH3+][C@@H](Cc1c[nH]c2ccc(O)cc12)C(=O)[O-]	C11H12N2O3	InChI=1S/C11H12N2O3/c12-9(11(15)16)3-6-5-13-10-2-1-7(14)4-8(6)10/h1-2,4-5,9,13-14H,3,12H2,(H,15,16)/t9-/m0/s1	LDCYZAJDBXYCGN-VIFPVBQESA-N	220.0847923	CHEBI:58266	HMDB0015571	
BASm0003331	2-amino-2-deoxy-D-gluconate				[NH3+][C@@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H](O)CO	C6H13NO6	InChI=1S/C6H13NO6/c7-3(6(12)13)5(11)4(10)2(9)1-8/h2-5,8-11H,1,7H2,(H,12,13)/t2-,3-,4-,5-/m1/s1	UFYKDFXCZBTLOO-TXICZTDVSA-N	195.0742872	CHEBI:58269	HMDB0341308	
BASm0003332	N-acetyl-L-leucine	N-Acetyl-L-leucine or N-Acetylleucine, belongs to the class of organic compounds known as N-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. N-Acetylleucine can also be classified as an alpha amino acid or a derivatized alpha amino acid. Technically, N-Acetylleucine is a biologically available N-terminal capped form of the proteinogenic alpha amino acid L-lecuine. N-acetyl amino acids can be produced either via direct synthesis of specific N-acetyltransferases or via the proteolytic degradation of N-acetylated proteins by specific hydrolases. N-terminal acetylation of proteins is a widespread and highly conserved process in eukaryotes that is involved in protection and stability of proteins (PMID: 16465618).  About 85% of all human proteins and 68% of all yeast proteins are acetylated at their N-terminus (PMID: 21750686). Several proteins from prokaryotes and archaea are also modified by N-terminal acetylation. The majority of eukaryotic N-terminal-acetylation reactions occur through N-acetyltransferase enzymes or NAT’s (PMID: 30054468).  These enzymes consist of three main oligomeric complexes NatA, NatB, and NatC, which are composed of at least a unique catalytic subunit and one unique ribosomal anchor. The substrate specificities of different NAT enzymes are mainly determined by the identities of the first two N-terminal residues of the target protein. The human NatA complex co-translationally acetylates N-termini that bear a small amino acid (A, S, T, C, and occasionally V and G) (PMID: 30054468). NatA also exists in a monomeric state and can post-translationally acetylate acidic N-termini residues (D-, E-). NatB and NatC acetylate N-terminal methionine with further specificity determined by the identity of the second amino acid.  N-acetylated amino acids, such as N-acetylleucine can be released by an N-acylpeptide hydrolase from peptides generated by proteolytic degradation (PMID: 16465618). In addition to the NAT enzymes and protein-based acetylation, N-acetylation of free leucine can also occur. In particular, N-Acetylleucine can be biosynthesized from L-leucine and acetyl-CoA by the enzyme leucine N-acetyltransferase (EC 2.3.1.66). Excessive amounts N-acetyl amino acids including N-acetylleucine (as well as N-acetylglycine, N-acetylserine, N-acetylglutamine, N-acetylglutamate, N-acetylalanine, N-acetylmethionine and smaller amounts of N-acetylthreonine, N-acetylisoleucine, and N-acetylvaline) can be detected in the urine with individuals with acylase I deficiency, a genetic disorder (PMID: 16465618). Aminoacylase I is a soluble homodimeric zinc binding enzyme that catalyzes the formation of free aliphatic amino acids from N-acetylated precursors. In humans, Aminoacylase I is encoded by the aminoacylase 1 gene (ACY1) on chromosome 3p21 that consists of 15 exons (OMIM 609924). Individuals with aminoacylase I deficiency will experience convulsions, hearing loss and difficulty feeding (PMID: 16465618). ACY1 can also catalyze the reverse reaction, the synthesis of acetylated amino acids. Many N-acetylamino acids, including N-acetylleucine are classified as uremic toxins if present in high abundance in the serum or plasma (PMID: 26317986; PMID: 20613759). Uremic toxins are a diverse group of endogenously produced molecules that, if not properly cleared or eliminated by the kidneys, can cause kidney damage, cardiovascular disease and neurological deficits (PMID: 18287557).	1188-21-2	Solid	CC(=O)N[C@@H](CC(C)C)C(=O)[O-]	C8H15NO3	InChI=1S/C8H15NO3/c1-5(2)4-7(8(11)12)9-6(3)10/h5,7H,4H2,1-3H3,(H,9,10)(H,11,12)/t7-/m0/s1	WXNXCEHXYPACJF-ZETCQYMHSA-N	173.1051934	CHEBI:58270	HMDB0011756	
BASm0003333	(2R)-3-phosphoglycerate			Expected Solid	O=C([O-])[C@H](O)COP(=O)([O-])[O-]	C3H4O7P	InChI=1S/C3H7O7P/c4-2(3(5)6)1-10-11(7,8)9/h2,4H,1H2,(H,5,6)(H2,7,8,9)/p-3/t2-/m1/s1	OSJPPGNTCRNQQC-UWTATZPHSA-K	182.9711102	CHEBI:58272		MMDBc0054830
BASm0003334	aldehydo-D-ribose 5-phosphate			Expected Solid	O=C[C@H](O)[C@H](O)[C@H](O)COP(=O)([O-])[O-]	C5H11O8P	InChI=1S/C5H11O8P/c6-1-3(7)5(9)4(8)2-13-14(10,11)12/h1,3-5,7-9H,2H2,(H2,10,11,12)/t3-,4+,5-/m0/s1	PPQRONHOSHZGFQ-LMVFSUKVSA-N	230.0191538	CHEBI:58273		MMDBc0054326
BASm0003335	L-glutamyl 5-phosphate	gamma-L-Glutamyl 5-phosphate is an intermediate in L-proline biosynthesis I pathway in E.coli. It is a product for the enzyme gamma-glutamyl kinase which catalyzes the reaction L-glutamate + ATP -> gamma-L-glutamyl 5-phosphate + ADP. It is also the substrate for the enzyme glutamate-5-semialdehyde dehydrogenase which catalyzes the reaction gamma-L-glutamyl 5-phosphate + NADPH + H+ -> L-glutamate-5-semialdehyde + NADP+ + phosphate (BioCyc compound: L-GLUTAMATE-5-P).		Expected Solid	[NH3+][C@@H](CCC(=O)OP(=O)([O-])[O-])C(=O)[O-]	C5H8NO7P	InChI=1S/C5H10NO7P/c6-3(5(8)9)1-2-4(7)13-14(10,11)12/h3H,1-2,6H2,(H,8,9)(H2,10,11,12)/p-2/t3-/m0/s1	PJRXVIJAERNUIP-VKHMYHEASA-L	225.0049358	CHEBI:58274		MMDBc0032118
BASm0003336	2-methylserine				CC([NH3+])(CO)C(=O)[O-]	C4H9NO3	InChI=1S/C4H9NO3/c1-4(5,2-6)3(7)8/h6H,2,5H2,1H3,(H,7,8)	CDUUKBXTEOFITR-UHFFFAOYSA-N	119.0582432	CHEBI:58275	HMDB0240310	
BASm0003337	4-hydroxy-4-methyl-2-oxoglutarate			Expected Solid	CC(O)(CC(=O)C(=O)[O-])C(=O)[O-]	C6H6O6	InChI=1S/C6H8O6/c1-6(12,5(10)11)2-3(7)4(8)9/h12H,2H2,1H3,(H,8,9)(H,10,11)/p-2	YRWAMSXHYBBHFL-UHFFFAOYSA-L	174.0175351	CHEBI:58276		MMDBc0055487
BASm0003338	dehydro-D-arabinono-1,4-lactone			Expected Solid	O=C1O[C@H](CO)C([O-])=C1O	C5H5O5	InChI=1S/C5H6O5/c6-1-2-3(7)4(8)5(9)10-2/h2,6-8H,1H2/p-1/t2-/m0/s1	ZZZCUOFIHGPKAK-REOHCLBHSA-M	145.0142468	CHEBI:58277		MMDBc0055891
BASm0003339	D-erythro-1-(imidazol-4-yl)glycerol 3-phosphate	D-Erythro-imidazole-glycerol-phosphate belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain. D-Erythro-imidazole-glycerol-phosphate is a very strong basic compound (based on its pKa). Outside of the human body, D-erythro-imidazole-glycerol-phosphate has been detected, but not quantified in, several different foods, such as mammee apples, scarlet beans, grass pea, olives, and bog bilberries. This could make D-erythro-imidazole-glycerol-phosphate a potential biomarker for the consumption of these foods. D-Erythro-imidazole-glycerol-phosphate is an intermediate in histidine metabolism. It is a substrate for imidazoleglycerol-phosphate dehydratase (hisB) and can be generated from phosphoribulosylformimino-AICAR-P.	36244-87-8	Solid	O=P([O-])([O-])OC[C@@H](O)[C@@H](O)c1c[nH]cn1	C6H11N2O6P	InChI=1S/C6H11N2O6P/c9-5(2-14-15(11,12)13)6(10)4-1-7-3-8-4/h1,3,5-6,9-10H,2H2,(H,7,8)(H2,11,12,13)/t5-,6+/m1/s1	HFYBTHCYPKEDQQ-RITPCOANSA-N	238.0354726	CHEBI:58278	HMDB0012208	
BASm0003340	IDP	IDP is an inosine nucleotide containing a pyrophosphate group esterified to C5 of the sugar moiety.	1986-04-04	Solid	O=c1[nH]cnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C10H14N4O11P2	InChI=1S/C10H14N4O11P2/c15-6-4(1-23-27(21,22)25-26(18,19)20)24-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17/h2-4,6-7,10,15-16H,1H2,(H,21,22)(H,11,12,17)(H2,18,19,20)/t4-,6-,7-,10?/m1/s1	JPXZQMKKFWMMGK-VTHZCTBJSA-N	428.0134303	CHEBI:58280	HMDB0003335	
BASm0003341	1D-myo-inositol 1,4-bisphosphate	D-myo-Inositol 1,4-bisphosphate belongs to the class of organic compounds known as inositol phosphates. Inositol phosphates are compounds containing a phosphate group attached to an inositol (or cyclohexanehexol) moiety. D-myo-Inositol 1,4-bisphosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). D-myo-Inositol 1,4-bisphosphate is a substrate for several proteins including inositol polyphosphate 1-phosphatase, phosphatidylinositol 4,5-bisphosphate 5-phosphatase A, skeletal muscle and kidney enriched inositol phosphatase, and type I inositol-1,4,5-trisphosphate 5-phosphatase.	74465-19-3	Solid	O=P([O-])([O-])O[C@H]1[C@H](O)[C@@H](O)[C@H](OP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C6H14O12P2	InChI=1S/C6H14O12P2/c7-1-2(8)6(18-20(14,15)16)4(10)3(9)5(1)17-19(11,12)13/h1-10H,(H2,11,12,13)(H2,14,15,16)/t1-,2-,3-,4+,5+,6+/m1/s1	PELZSPZCXGTUMR-RTPHHQFDSA-N	339.9960489	CHEBI:58282	HMDB0000968	
BASm0003342	2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate				O=C([O-])C(O)=CC=CC(=O)c1ccccc1	C12H10O4	InChI=1S/C12H10O4/c13-10(9-5-2-1-3-6-9)7-4-8-11(14)12(15)16/h1-8,14H,(H,15,16)/b7-4-,11-8+	RDRDHXDYMGUCKE-AFDHTILLSA-N	218.0579088	CHEBI:58284		
BASm0003343	N(7)-methyl-GMP	An organophosphate oxoanion arising from deprotonation of the phosphate OH groups of 7-methylguanosine 5'-phosphate; major species at pH 7.3.			C[n+]1cn([C@@H]2O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]2O)c2nc(N)[nH]c(=O)c21	C11H15N5O8P	InChI=1S/C11H16N5O8P/c1-15-3-16(8-5(15)9(19)14-11(12)13-8)10-7(18)6(17)4(24-10)2-23-25(20,21)22/h3-4,6-7,10,17-18H,2H2,1H3,(H4-,12,13,14,19,20,21,22)/p-1/t4-,6-,7-,10-/m1/s1	AOKQNZVJJXPUQA-KQYNXXCUSA-M		CHEBI:58285		
BASm0003344	methyl-coenzyme M				CSCCS(=O)(=O)[O-]	C3H8O3S2	InChI=1S/C3H8O3S2/c1-7-2-3-8(4,5)6/h2-3H2,1H3,(H,4,5,6)	FGMRHOCVEPGURB-UHFFFAOYSA-N	155.9914865	CHEBI:58286		
BASm0003346	(2R)-2-phosphoglycerate			Expected Solid	O=C([O-])[C@@H](CO)OP(=O)([O-])[O-]	C3H4O7P	InChI=1S/C3H7O7P/c4-1-2(3(5)6)10-11(7,8)9/h2,4H,1H2,(H,5,6)(H2,7,8,9)/p-3/t2-/m1/s1	GXIURPTVHJPJLF-UWTATZPHSA-K	182.9711102	CHEBI:58289		MMDBc0054047
BASm0003347	trypanothione	An organic cation that is the conjugate acid of trypanothione, arising from deprotonation of the carboxy groups and protonation of the primary and secondary amino groups; major species at pH 7.3.			[NH3+][C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(=O)NCCCC[NH2+]CCCNC(=O)CNC(=O)[C@H](CS)NC(=O)CC[C@H]([NH3+])C(=O)[O-])C(=O)[O-]	C27H50N9O10S2	InChI=1S/C27H49N9O10S2/c28-16(26(43)44)4-6-20(37)35-18(14-47)24(41)33-12-22(39)31-10-2-1-8-30-9-3-11-32-23(40)13-34-25(42)19(15-48)36-21(38)7-5-17(29)27(45)46/h16-19,30,47-48H,1-15,28-29H2,(H,31,39)(H,32,40)(H,33,41)(H,34,42)(H,35,37)(H,36,38)(H,43,44)(H,45,46)/p+1/t16-,17-,18-,19-/m0/s1	PHDOXVGRXXAYEB-VJANTYMQSA-O		CHEBI:58290		
BASm0003348	1D-1-guanidino-1-deoxy-3-dehydro-scyllo-inositol	A guanidinium ion that is the conjugate acid of 1D-1-guanidino-1-deoxy-3-dehydro-scyllo-inositol; major species at pH 7.3.			NC(=[NH2+])N[C@H]1[C@H](O)[C@@H](O)[C@H](O)C(=O)[C@@H]1O	C7H14N3O5	InChI=1S/C7H13N3O5/c8-7(9)10-1-2(11)4(13)6(15)5(14)3(1)12/h1-4,6,11-13,15H,(H4,8,9,10)/p+1/t1-,2-,3+,4+,6-/m0/s1	MMPAYJAQJWVMJV-URDJKYRMSA-O		CHEBI:58291		
BASm0003350	S-acetylcysteamine	The organic cation that is the conjugate acid of S-acetylcysteamine; major species at pH 7.3.			CC(=O)SCC[NH3+]	C4H10NOS	InChI=1S/C4H9NOS/c1-4(6)7-3-2-5/h2-3,5H2,1H3/p+1	YBWLIIDAKFNRBL-UHFFFAOYSA-O		CHEBI:58295		
BASm0003351	4-methyl-5-(2-phosphooxyethyl)-thiazole			Expected Solid	Cc1ncsc1CCOP(=O)([O-])[O-]	C6H8NO4PS	InChI=1S/C6H10NO4PS/c1-5-6(13-4-7-5)2-3-11-12(8,9)10/h4H,2-3H2,1H3,(H2,8,9,10)/p-2	OCYMERZCMYJQQO-UHFFFAOYSA-L	220.9922631	CHEBI:58296		MMDBc0054275
BASm0003352	glutathione disulfide	Oxidized glutathione, also known as glutathione disulfide or GSSG, belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by the formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. In humans, oxidized glutathione is involved in the metabolic disorder called leukotriene C4 synthesis deficiency pathway. Outside of the human body, oxidized glutathione has been detected, but not quantified in several different foods, such as leeks, star anises, mamey sapotes, climbing beans, and common persimmons. Oxidized glutathione is a glutathione dimer formed by a disulfide bond between the cysteine sulfhydryl side chains during the course of being oxidized. Glutathione participates in leukotriene synthesis and is a cofactor for the enzyme glutathione peroxidase. It is also important as a hydrophilic molecule that is added to lipophilic toxins and waste in the liver during biotransformation before they can become part of the bile. Glutathione is also needed for the detoxification of methylglyoxal, a toxin produced as a by-product of metabolism. This detoxification reaction is carried out by the glyoxalase system. Glyoxalase I (EC 4.4.1.5) catalyzes the conversion of methylglyoxal and reduced glutathione into S-D-lactoyl-glutathione. Glyoxalase II (EC 3.1.2.6) catalyzes the hydrolysis of S-D-lactoyl-glutathione into glutathione and D-lactate.	27025-41-8	Solid	[NH3+][C@@H](CCC(=O)N[C@@H](CSSC[C@H](NC(=O)CC[C@H]([NH3+])C(=O)[O-])C(=O)NCC(=O)[O-])C(=O)NCC(=O)[O-])C(=O)[O-]	C20H32N6O12S2	InChI=1S/C20H32N6O12S2/c21-9(19(35)36)1-3-13(27)25-11(17(33)23-5-15(29)30)7-39-40-8-12(18(34)24-6-16(31)32)26-14(28)4-2-10(22)20(37)38/h9-12H,1-8,21-22H2,(H,23,33)(H,24,34)(H,25,27)(H,26,28)(H,29,30)(H,31,32)(H,35,36)(H,37,38)/t9-,10-,11-,12-/m0/s1	YPZRWBKMTBYPTK-BJDJZHNGSA-N	612.1519619	CHEBI:58297	HMDB0003337	
BASm0003353	2-dehydro-3-deoxy-6-phospho-D-galactonate	2-Dehydro-3-deoxy-D-galactonate-6-phosphate is an intermediate in D-galactonate degradation.  It is a substrate for the enzyme 2-dehydro-3-deoxygalactonokinase.  This enzyme catalyzes the following reaction: ATP + 2-dehydro-3-deoxy-D-galactonate = ADP + 2-dehydro-3-deoxy-D-galactonate 6-phosphate.	32120-43-7	Expected Solid	O=C([O-])C(=O)C[C@@H](O)[C@H](O)COP(=O)([O-])[O-]	C6H8O9P	InChI=1S/C6H11O9P/c7-3(1-4(8)6(10)11)5(9)2-15-16(12,13)14/h3,5,7,9H,1-2H2,(H,10,11)(H2,12,13,14)/p-3/t3-,5-/m1/s1	OVPRPPOVAXRCED-NQXXGFSBSA-K	254.9905934	CHEBI:58298		MMDBc0029767
BASm0003354	3-oxosphinganine	3-dehydrosphinganinium(1+) is also known as 3-Oxosphinganine.  3-dehydrosphinganinium(1+) is considered to be practically insoluble (in water) and relatively neutral			CCCCCCCCCCCCCCCC(=O)[C@@H]([NH3+])CO	C18H38NO2	InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h17,20H,2-16,19H2,1H3/p+1/t17-/m0/s1	KBUNOSOGGAARKZ-KRWDZBQOSA-O	300.2897059	CHEBI:58299	HMDB0062571	
BASm0003355	taurolithocholate 3-sulfate	Taurolithocholic acid 3-sulfate is a sulfated bile acid. Under normal circumstances, bile acid sulfation is a minor pathway. However in the presence of cholestasis, the fraction of the bile acid pool which is sulfated increases. Sulfation of bile acids increases the aqueous solubility of the amphipathic compounds and results in more efficient renal clearance as well as in decreased reabsorption from the intestinal lumen. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135).	15324-65-9	Solid	C[C@H](CCC(=O)NCCS(=O)(=O)[O-])[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)[O-])CC[C@]4(C)[C@H]3CC[C@]12C	C26H45NO8S2	InChI=1S/C26H45NO8S2/c1-17(4-9-24(28)27-14-15-36(29,30)31)21-7-8-22-20-6-5-18-16-19(35-37(32,33)34)10-12-25(18,2)23(20)11-13-26(21,22)3/h17-23H,4-16H2,1-3H3,(H,27,28)(H,29,30,31)(H,32,33,34)/t17-,18-,19-,20+,21-,22+,23+,25+,26-/m1/s1	HSNPMXROZIQAQD-GBURMNQMSA-N	563.2586588	CHEBI:58301	HMDB0002580	
BASm0003356	1-hexadecanoylglycerone 3-phosphate				CCCCCCCCCCCCCCCC(=O)OCC(=O)COP(=O)([O-])[O-]	C19H35O7P	InChI=1S/C19H37O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(21)25-16-18(20)17-26-27(22,23)24/h2-17H2,1H3,(H2,22,23,24)/p-2	MLWXSIMRTQAWHY-UHFFFAOYSA-L	406.2131376	CHEBI:58303	HMDB0155884	
BASm0003357	2-oxo-2H-pyran-4,6-dicarboxylate			Expected Solid	O=C([O-])c1cc(C(=O)[O-])oc(=O)c1	C7H2O6	InChI=1S/C7H4O6/c8-5-2-3(6(9)10)1-4(13-5)7(11)12/h1-2H,(H,9,10)(H,11,12)/p-2	VRMXCPVFSJVVCA-UHFFFAOYSA-L	181.9862349	CHEBI:58304		MMDBc0055270
BASm0003358	quercetin 3,3'-bissulfate				O=c1c(OS(=O)(=O)[O-])c(-c2ccc(O)c(OS(=O)(=O)[O-])c2)oc2cc([O-])cc(O)c12	C15H10O13S2	InChI=1S/C15H10O13S2/c16-7-4-9(18)12-11(5-7)26-14(15(13(12)19)28-30(23,24)25)6-1-2-8(17)10(3-6)27-29(20,21)22/h1-5,16-18H,(H,20,21,22)(H,23,24,25)	CVENNDDRCHLONB-UHFFFAOYSA-N	461.9562827	CHEBI:58305		
BASm0003359	rifamycin B	A hydroxy monocarboxylic acid anion arising from deprotonation of the carboxy and 5-carboxy groups of rifamycin B; major species at pH 7.3.			CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C)c([O-])c4c(O)c(cc(OCC(=O)[O-])c4c3C2=O)NC(=O)/C(C)=C\C=C\[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C	C39H47NO14	InChI=1S/C39H49NO14/c1-17-11-10-12-18(2)38(49)40-24-15-26(51-16-27(42)43)28-29(34(24)47)33(46)22(6)36-30(28)37(48)39(8,54-36)52-14-13-25(50-9)19(3)35(53-23(7)41)21(5)32(45)20(4)31(17)44/h10-15,17,19-21,25,31-32,35,44-47H,16H2,1-9H3,(H,40,49)(H,42,43)/p-2/b11-10+,14-13+,18-12-/t17-,19+,20+,21+,25-,31-,32+,35+,39-/m0/s1	SQTCRTQCPJICLD-KTQDUKAHSA-L		CHEBI:58306		
BASm0003360	FADH2	FADH is the reduced form of flavin adenine dinucleotide (FAD). FAD is synthesized from riboflavin and two molecules of ATP. Riboflavin is phosphorylated by ATP to give riboflavin 5-phosphate (FMN). FAD is then formed from FMN by the transfer of an AMP moiety from a second molecule of ATP. FADH is generated in each round of fatty acid oxidation, and the fatty acyl chain is shortened by two carbon atoms as a result of these reactions; because oxidation is on the beta carbon, this series of reactions is called the beta-oxidation pathway. In the citric acid cycle, FADH is involved in the harvesting of high-energy electrons from carbon fuels; the citric acid cycle itself neither generates a large amount of ATP nor includes oxygen as a reactant. Instead, the citric acid cycle removes electrons from acetyl CoA and uses these electrons to form FADH.	1910-41-4	Solid	Cc1cc2c(cc1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]1O)c1[nH]c(=O)[nH]c(=O)c1N2	C27H35N9O15P2	InChI=1S/C27H35N9O15P2/c1-10-3-12-13(4-11(10)2)35(24-18(32-12)25(42)34-27(43)33-24)5-14(37)19(39)15(38)6-48-52(44,45)51-53(46,47)49-7-16-20(40)21(41)26(50-16)36-9-31-17-22(28)29-8-30-23(17)36/h3-4,8-9,14-16,19-21,26,32,37-41H,5-7H2,1-2H3,(H,44,45)(H,46,47)(H2,28,29,30)(H2,33,34,42,43)/t14-,15+,16+,19-,20+,21+,26+/m0/s1	YPZRHBJKEMOYQH-UYBVJOGSSA-N	787.1727845	CHEBI:58307	HMDB0001197	
BASm0003361	5-amino-4-chloro-2-(2-hydroxymuconoyl)pyridazin-3(2H)-one	A monocarboxylic acid anion arising from deprotonation of the carboxy and enol groups of 5-amino-4-chloro-2-(2-hydroxymuconoyl)pyridazin-3(2H)-one; major species at pH 7.3.			Nc1cnn(C(=O)/C([O-])=C/C=C/C(=O)[O-])c(=O)c1Cl	C10H6ClN3O5	InChI=1S/C10H8ClN3O5/c11-8-5(12)4-13-14(10(8)19)9(18)6(15)2-1-3-7(16)17/h1-4,15H,12H2,(H,16,17)/p-2/b3-1+,6-2-	RXGRVLKXOCEHND-HTNNJDHISA-L		CHEBI:58308		
BASm0003362	N(2)-phenylacetyl-L-glutamine	An N-acyl-L-alpha-amino acid anion that is the conjugate base of N(2)-phenylacetyl-L-glutamine; major species at pH 7.3.			NC(=O)CC[C@H](NC(=O)Cc1ccccc1)C(=O)[O-]	C13H15N2O4	InChI=1S/C13H16N2O4/c14-11(16)7-6-10(13(18)19)15-12(17)8-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H2,14,16)(H,15,17)(H,18,19)/p-1/t10-/m0/s1	JFLIEFSWGNOPJJ-JTQLQIEISA-M		CHEBI:58310		
BASm0003363	CDP-glycerol	An organophosphate oxoanion arising from deprotonation of the diphosphate OH groups of CDP-glycerol; major species at pH 7.3.			Nc1ccn([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H](O)CO)[C@@H](O)[C@H]2O)c(=O)n1	C12H19N3O13P2	InChI=1S/C12H21N3O13P2/c13-8-1-2-15(12(20)14-8)11-10(19)9(18)7(27-11)5-26-30(23,24)28-29(21,22)25-4-6(17)3-16/h1-2,6-7,9-11,16-19H,3-5H2,(H,21,22)(H,23,24)(H2,13,14,20)/p-2/t6-,7-,9-,10-,11-/m1/s1	HHPOUCCVONEPRK-JBSYKWBFSA-L		CHEBI:58311		
BASm0003364	6-phospho-beta-D-glucosyl-(1->4)-D-glucose			Expected Solid	O=P([O-])([O-])OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O	C12H21O14P	InChI=1S/C12H23O14P/c13-1-3-10(7(16)8(17)11(19)24-3)26-12-9(18)6(15)5(14)4(25-12)2-23-27(20,21)22/h3-19H,1-2H2,(H2,20,21,22)/p-2/t3-,4-,5-,6+,7-,8-,9-,10-,11?,12+/m1/s1	ITPHOIFCAFNCLL-CUHNMECISA-L	420.0679895	CHEBI:58312		MMDBc0055610
BASm0003365	L-rhamnulose 1-phosphate	L-fuculose 1-phosphate is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose.  Collectively, the data suggest that L-fuculose-1-phosphate plays a role in the regulation of ribose usage as a carbon source by E.  Collectively, the data suggest that L-fuculose-1-phosphate plays a role in the regulation of ribose usage as a carbon source by E.  Collectively, the data suggest that L-fuculose-1-phosphate plays a role in the regulation of ribose usage as a carbon source by E. (PMID 17709419)	92418-41-2		C[C@H](O)[C@H](O)[C@@H](O)C(=O)COP(=O)([O-])[O-]	C6H11O8P	InChI=1S/C6H13O8P/c1-3(7)5(9)6(10)4(8)2-14-15(11,12)13/h3,5-7,9-10H,2H2,1H3,(H2,11,12,13)/p-2	KNYGWWDTPGSEPD-UHFFFAOYSA-L	242.0202515	CHEBI:58313		
BASm0003367	L-tyrosine	Tyrosine (Tyr) or L-tyrosine is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Amino acids are organic compounds that contain amino (-NH2) and carboxyl (-COOH) functional groups, along with a side chain (R group) specific to each amino acid. L-tyrosine is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Tyrosine is found in all organisms ranging from bacteria to plants to animals. It is classified as a non-polar, uncharged (at physiological pH) aromatic amino acid. Tyrosine is a non-essential amino acid, meaning the body can synthesize it - usually from phenylalanine. The conversion of phenylalanine to tyrosine is catalyzed by the enzyme phenylalanine hydroxylase, a monooxygenase. This enzyme catalyzes the reaction causing the addition of a hydroxyl group to the end of the 6-carbon aromatic ring of phenylalanine, such that it becomes tyrosine. Tyrosine is found in many high-protein food products such as chicken, turkey, fish, milk, yogurt, cottage cheese, cheese, peanuts, almonds, pumpkin seeds, sesame seeds, soy products, lima beans, avocados and bananas. Tyrosine is one of the few amino acids that readily passes the blood-brain barrier. Once in the brain, it is a precursor for the neurotransmitters dopamine, norepinephrine and epinephrine, better known as adrenalin. These neurotransmitters are an important part of the body's sympathetic nervous system, and their concentrations in the body and brain are directly dependent upon dietary tyrosine. Tyrosine is not found in large concentrations throughout the body, probably because it is rapidly metabolized. Folic acid, copper and vitamin C are cofactor nutrients of these reactions. Tyrosine is also the precursor for hormones, including thyroid hormones (diiodotyrosine), catecholestrogens and the major human pigment, melanin. Tyrosine is an important amino acid in many proteins, peptides and even enkephalins, the body's natural pain reliever. Valine and other branched amino acids, and possibly tryptophan and phenylalanine may reduce tyrosine absorption. A number of genetic errors of tyrosine metabolism have been identified, such as hawkinsinuria and tyrosinemia I. The most common feature of these diseases is the increased amount of tyrosine in the blood, which is marked by decreased motor activity, lethargy and poor feeding. Infection and intellectual deficits may occur. Vitamin C supplements can help reverse these disease symptoms. High tyrosine concentrations have also been detected in septic patients (PMID: 99098; PMID: 27501420). This may reflect the breakdown of muscle tissues (leading to amino acid release) and the body’s differential metabolic capacity for different amino acids. Muscle tissue is easily able to oxidize branched chain amino acids to support its own energy requirements. Muscles are also able to metabolize alanine, glycine, proline, aspartate, glutamate, histidine, glutamine and serine for gluconeogenesis, but aromatic amino acids such as phenylalanine and tyrosine as well as many cysteine-containing amino acids are not as easily metabolized. This may account for the increase in the levels of tyrosine seen during sepsis (PMID: 99098). Independent of the occurrence of infection or injury, some adults can develop elevated tyrosine levels in their blood. This typically indicates a need for more vitamin C. More tyrosine is needed under stress, and tyrosine supplements prevent the stress-induced depletion of norepinephrine and can help alleviate biochemical depression. However, tyrosine may not be good for treating psychosis. Many antipsychotic medications apparently function by inhibiting tyrosine metabolism. L-Dopa, which is directly used in Parkinson's, is made from tyrosine. Tyrosine, the nutrient, can be used as an adjunct in the treatment of Parkinson's. Peripheral metabolism of tyrosine necessitates large doses of tyrosine, however, compared to L-Dopa (http://www.dcnutrition.com). In addition to its role as a precursor for neurotransmitters, tyrosine plays an important role for the function of many proteins. Within many proteins or enzymes, certain tyrosine residues can be tagged (at the hydroxyl group) with a phosphate group (phosphorylated) by specialized protein kinases. In its phosphorylated form, tyrosine is called phosphotyrosine. Tyrosine phosphorylation is considered to be one of the key steps in signal transduction and regulation of enzymatic activity. Tyrosine (or its precursor phenylalanine) is also needed to synthesize the benzoquinone structure which forms part of coenzyme Q10.	60-18-4	Solid	N[C@@H](CC1=CC=C(O)C=C1)C(O)=O	C9H11NO3	InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m0/s1	OUYCCCASQSFEME-QMMMGPOBSA-N	181.0738932	CHEBI:58315	HMDB0000158	
BASm0003368	N-carbamoylputrescine	N-Carbamoylputrescine is found in cereals and cereal products. N-Carbamoylputrescine is an alkaloid from Hordeum vulgare (barley) and Sesamum indicum (sesame).	6851-51-0			C5H14N3O		YANFYYGANIYHGI-UHFFFAOYSA-O	132.1131385	CHEBI:58318	HMDB0033458	
BASm0003369	coenzyme M	Mesna is a chemoprotectant. Chemoprotectants have been developed as a means of ameliorating the toxicity associated with cytotoxic agents by providing site-specific protection for normal tissues, without compromising antitumour efficacy. Mesna eliminates the risk of therapy-limiting urotoxic side effects of oxazaphosphorines. Mesna is widely used for the prevention of cyclophosphamide-related hemorrhagic cystitis. It has been associated with hypersensitivity-like cutaneous and systemic reactions in adult patients. Mesna offers significant uroprotection in patients receiving high dose cyclophosphamide, and is widely used in paediatric oncology practice It is, therefore, important to recognize that it may be associated with a rare but significant systemic adverse reaction. A hypersensitivity-like reaction to mesna was first reported in a young adult receiving treatment for Hodgkin disease over 20 years ago. Oral administration of mesna can facilitate outpatient ifosfamide therapy. Blood and urinary mesna concentrations are more steady and prolonged after oral delivery compared with after intravenous delivery. (PMID: 16333822, 10193684, 1485175).	3375-50-6	Solid	O=S(=O)([O-])CCS	C2H6O3S2	InChI=1S/C2H6O3S2/c3-7(4,5)2-1-6/h6H,1-2H2,(H,3,4,5)	ZNEWHQLOPFWXOF-UHFFFAOYSA-N	141.9758354	CHEBI:58319	HMDB0003745	
BASm0003370	aminoacetone		298-08-8		CC(=O)C[NH3+]	C3H7NO	InChI=1S/C3H7NO/c1-3(5)2-4/h2,4H2,1H3	BCDGQXUMWHRQCB-UHFFFAOYSA-N		CHEBI:58320		
BASm0003371	(S)-2-amino-6-oxohexanoate	(s)-2-amino-6-oxohexanoate is part of the Amino-acid degradation, Lysine degradation, Amine and polyamine biosynthesis, Glycolysis / Gluconeogenesis, Ascorbate and aldarate metabolism, Fatty acid metabolism, Glycine, serine and threonine metabolism, Valine, leucine and isoleucine degradation, Lysine biosynthesis, Arginine and proline metabolism, Histidine metabolism, Tryptophan metabolism, beta-Alanine metabolism, Glycerolipid metabolism, Pyruvate metabolism, and Propanoate metabolism pathways. It is a substrate for: Alpha-aminoadipic semialdehyde synthase, mitochondrial, Alpha-aminoadipic semialdehyde dehydrogenase, and 5-phosphohydroxy-L-lysine phospho-lyase.		Solid	[NH3+][C@@H](CCCC=O)C(=O)[O-]	C6H11NO3	InChI=1S/C6H11NO3/c7-5(6(9)10)3-1-2-4-8/h4-5H,1-3,7H2,(H,9,10)/t5-/m0/s1	GFXYTQPNNXGICT-YFKPBYRVSA-N	145.0738932	CHEBI:58321	HMDB0059595	
BASm0003372	3-sulfanyl-2-(sulfanylmethyl)propanoate		7634-96-0		O=C([O-])C(CS)CS	C4H8O2S2	InChI=1S/C4H8O2S2/c5-4(6)3(1-7)2-8/h3,7-8H,1-2H2,(H,5,6)	KRHAHEQEKNJCSD-UHFFFAOYSA-N		CHEBI:58322		
BASm0003373	N(1)-acetylspermidine	N1-Acetylspermidine is a polyamine. In many organisms, polyamines originate from L-ornithine and methionine. Ornithine decarboxylase (EC 4.1.1.17), a key enzyme in polyamine metabolism, decarboxylates L-ornithine to yield putrescine which is then converted to higher polyamines spermidine and spermine by successive addition of aminopropyl groups derived from decarboxylated S-adenosylmethionine. Aliphatic polyamines occur ubiquitously in organisms and have important functions in the stabilization of cell membranes, biosynthesis of informing molecules, cell growth and differentiation, as well as adaptation to osmotic, ionic, pH and thermal stress. These cationic substances are implicated in multiple functions, therefore it is not surprising that intracellular levels of polyamines are regulated by different mechanisms. The inhibition of polyamine metabolism has important pharmacological and therapeutic implications for the control of physiological processes, reproduction, cancer and parasitic diseases. Recent reports have suggested the idea that parasites with an high turnover of Ornithine Decarboxilase (ODC) are resistant to Difluoromethyl ornithine (DFMO, the irreversible inhibitor of ornithine decarboxylase) because they always contain a fraction of newly synthesized and active enzyme, therefore not DFMO inhibited, sufficient to produce small amounts of putrescine rapidly converted into spermidine, which can support protozoan proliferation. DFMO has proved to be curative in trypanosomiasis, coccidiosis, and certain other protozoan infections. (PMID: 15490259).	14278-49-0	Solid	CC(=O)NCCC[NH2+]CCCC[NH3+]	C9H21N3O	InChI=1S/C9H21N3O/c1-9(13)12-8-4-7-11-6-3-2-5-10/h11H,2-8,10H2,1H3,(H,12,13)	MQTAVJHICJWXBR-UHFFFAOYSA-N	187.1684623	CHEBI:58324	HMDB0001276	
BASm0003374	1-amino-1-deoxy-scyllo-inositol 4-phosphate			Expected Solid	[NH3+][C@@H]1[C@@H](O)[C@H](O)[C@@H](OP(=O)([O-])[O-])[C@H](O)[C@H]1O	C6H13NO8P	InChI=1S/C6H14NO8P/c7-1-2(8)4(10)6(5(11)3(1)9)15-16(12,13)14/h1-6,8-11H,7H2,(H2,12,13,14)/p-1/t1-,2-,3+,4+,5-,6-	AYESCHMRXGYEFV-CDRYSYESSA-M	258.038427	CHEBI:58325		MMDBc0056387
BASm0003375	N(omega),N(omega)-dimethyl-L-arginine	Asymmetric dimethylarginine (ADMA) is a naturally occurring chemical found in blood plasma. It is a metabolic by-product of continual protein modification processes in the cytoplasm of all human cells. It is closely related to L-arginine, a conditionally-essential amino acid. ADMA interferes with L-arginine in the production of nitric oxide, a key chemical to endothelial and hence cardiovascular health. Asymmetric dimethylarginine is created in protein methylation, a common mechanism of post-translational protein modification. This reaction is catalyzed by an enzyme set called S-adenosylmethionine protein N-methyltransferases (protein methylases I and II). The methyl groups transferred to create ADMA are derived from the methyl group donor S-adenosylmethionine, an intermediate in the metabolism of homocysteine. (Homocysteine is an important blood chemical, because it is also a marker of cardiovascular disease). After synthesis, ADMA migrates into the extracellular space and thence into blood plasma. Asymmetric dimethylarginine is measured using high performance liquid chromatography. ADMA has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821).	30315-93-6	Solid	CN(C)C(=[NH2+])NCCC[C@H]([NH3+])C(=O)[O-]	C8H18N4O2	InChI=1S/C8H18N4O2/c1-12(2)8(10)11-5-3-4-6(9)7(13)14/h6H,3-5,9H2,1-2H3,(H2,10,11)(H,13,14)/t6-/m0/s1	YDGMGEXADBMOMJ-LURJTMIESA-N	202.1429758	CHEBI:58326	HMDB0001539	
BASm0003376	D-allose 6-phosphate			Expected Solid	O=C[C@H](O)[C@H](O)[C@H](O)[C@H](O)COP(=O)([O-])[O-]	C6H13O9P	InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h1,3-6,8-11H,2H2,(H2,12,13,14)/t3-,4+,5+,6-/m0/s1	VFRROHXSMXFLSN-KCDKBNATSA-N	260.0297185	CHEBI:58328		MMDBc0054325
BASm0003377	1-O-alpha-D-galactosyl-sn-glycerol 3-phosphate	An organophosphate oxoanion arising from deprotonation of the phosphate OH groups of 1-alpha-D-galactosyl-sn-glycerol 3-phosphate; major species at pH 7.3.			O=P([O-])([O-])OC[C@H](O)CO[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O	C9H17O11P	InChI=1S/C9H19O11P/c10-1-5-6(12)7(13)8(14)9(20-5)18-2-4(11)3-19-21(15,16)17/h4-14H,1-3H2,(H2,15,16,17)/p-2/t4-,5-,6+,7+,8-,9+/m1/s1	VFHNNRXYOUPLDR-XIBIAKPJSA-L		CHEBI:58330		
BASm0003379	isoorientin		4261-42-1		O=c1cc(-c2ccc(O)c(O)c2)oc2cc([O-])c([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(O)c12	C21H20O11	InChI=1S/C21H20O11/c22-6-14-17(27)19(29)20(30)21(32-14)16-11(26)5-13-15(18(16)28)10(25)4-12(31-13)7-1-2-8(23)9(24)3-7/h1-5,14,17,19-24,26-30H,6H2	ODBRNZZJSYPIDI-UHFFFAOYSA-N		CHEBI:58333		
BASm0003380	D-sedoheptulose 1,7-bisphosphate	Sedoheptulose 1,7-bisphosphate belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. Sedoheptulose 1,7-bisphosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). These are monosaccharides comprising a phosphated group linked tot he carbohydrate unit. Sedoheptulose 1,7-bisphosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.	815-91-8		O=C(COP(=O)([O-])[O-])[C@@H](O)[C@H](O)[C@H](O)[C@H](O)COP(=O)([O-])[O-]	C7H16O13P2	InChI=1S/C7H16O13P2/c8-3(1-19-21(13,14)15)5(10)7(12)6(11)4(9)2-20-22(16,17)18/h3,5-8,10-12H,1-2H2,(H2,13,14,15)(H2,16,17,18)/t3-,5-,6-,7-/m1/s1	OKHXOUGRECCASI-SHUUEZRQSA-N	370.0066	CHEBI:58335		
BASm0003381	alpha-D-galactose 1-phosphate	Galactose 1-phosphate, also known as D-Galactose-1-phosphate or alpha-D-gal-1-P, belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphate group linked to the carbohydrate unit. Galactose-1-phosphate is an intermediate in the interconversion of glucose and uridine diphosphate galactose. Galactose 1-phosphate exists in all living species, ranging from bacteria to plants to humans. Within humans, galactose 1-phosphate participates in a number of enzymatic reactions. In particular, uridine diphosphate glucose and galactose 1-phosphate can be biosynthesized from uridine diphosphategalactose and glucose 1-phosphate; which is mediated by the enzyme galactose-1-phosphate uridylyltransferase (GALT). In addition, galactose 1-phosphate can be biosynthesized from D-galactose through the action of the enzyme galactokinase. The improper metabolism of galactose-1-phosphate is a characteristic of a condition known as galactosemia (PMID: 7671964). Type I galactosemia is a genetic disorder that is caused by the impairment of galactose-1-phosphate uridylyltransferase (EC 2.7.7.12). Evidence suggests that misfolding of the galactose 1-phosphate uridylyltransferase enzyme is the underlying cause of type I galactosemia (PMID: 23583749). Outside of the human body, galactose 1-phosphate has been detected, but not quantified in, several different foods, such as gooseberries, anises, turmerics, caraway, and cumins.	2255-14-3	Solid	O=P([O-])([O-])O[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O	C6H13O9P	InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3+,4+,5-,6-/m1/s1	HXXFSFRBOHSIMQ-FPRJBGLDSA-N	260.0297185	CHEBI:58336	HMDB0000645	
BASm0003382	5,10-methenyl-5,6,7,8-tetrahydromethanopterin				C[C@@H]1Nc2nc(N)[nH]c(=O)c2[N+]2=CN(c3ccc(C[C@H](O)[C@H](O)[C@H](O)CO[C@H]4O[C@H](COP(=O)([O-])O[C@@H](CCC(=O)[O-])C(=O)[O-])[C@@H](O)[C@H]4O)cc3)[C@H](C)[C@@H]12	C31H44N6O16P	InChI=1S/C31H43N6O16P/c1-13-22-14(2)36(12-37(22)23-27(33-13)34-31(32)35-28(23)45)16-5-3-15(4-6-16)9-17(38)24(42)18(39)10-50-30-26(44)25(43)20(52-30)11-51-54(48,49)53-19(29(46)47)7-8-21(40)41/h3-6,12-14,17-20,22,24-26,30,38-39,42-44H,7-11H2,1-2H3,(H6-,32,33,34,35,40,41,45,46,47,48,49)/p+1/t13-,14+,17-,18+,19-,20+,22+,24-,25+,26+,30-/m0/s1	RANKJVUGLXUXOL-CAFBYHECSA-O	787.2551409	CHEBI:58337		
BASm0003383	3'-phosphoadenylyl sulfate	Phosphoadenosine-5'-phosphosulfate, also known as paps or 3'-phosphonato-5'-adenylyl sulfate, is a member of the class of compounds known as purine ribonucleoside 3',5'-bisphosphates. Purine ribonucleoside 3',5'-bisphosphates are purine ribobucleotides with one phosphate group attached to 3' and 5' hydroxyl groups of the ribose moiety. Phosphoadenosine-5'-phosphosulfate is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa). Phosphoadenosine-5'-phosphosulfate can be found in a number of food items such as cloves, abiyuch, cocoa bean, and jute, which makes phosphoadenosine-5'-phosphosulfate a potential biomarker for the consumption of these food products.			Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OS(=O)(=O)[O-])[C@@H](OP(=O)([O-])[O-])[C@H]1O	C10H11N5O13P2S	InChI=1S/C10H15N5O13P2S/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(27-29(17,18)19)4(26-10)1-25-30(20,21)28-31(22,23)24/h2-4,6-7,10,16H,1H2,(H,20,21)(H2,11,12,13)(H2,17,18,19)(H,22,23,24)/p-4/t4-,6-,7-,10-/m1/s1	GACDQMDRPRGCTN-KQYNXXCUSA-J	502.9571249	CHEBI:58339	HMDB0304464	
BASm0003384	O-acetyl-L-serine	O-Acetylserine is an α-amino acid with the chemical formula HO2CCH(NH2)CH2OC(O)CH3. It is an intermediate in the biosynthesis of the common amino acid cysteine in bacteria and plants. O-Acetylserine is biosynthesized by acetylation of the serine by the enzyme serine transacetylase. The enzyme O-acetylserine (thiol)-lyase, using sulfide sources, converts this ester into cysteine, releasing acetate. O-Acetylserine belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. O-Acetylserine (OASS) is an acylated amino acid derivative. O-Acetylserine exists in all living species, ranging from bacteria to humans. Outside of the human body, O-Acetylserine has been detected, but not quantified in several different foods, such as okra, vaccinium (blueberry, cranberry, huckleberry), rapes, sparkleberries, and lingonberries. This could make O-acetylserine a potential biomarker for the consumption of these foods.	5147-00-2	Solid	CC(=O)OC[C@H]([NH3+])C(=O)[O-]	C5H9NO4	InChI=1S/C5H9NO4/c1-3(7)10-2-4(6)5(8)9/h4H,2,6H2,1H3,(H,8,9)/t4-/m0/s1	VZXPDPZARILFQX-BYPYZUCNSA-N	147.0531578	CHEBI:58340	HMDB0003011	
BASm0003385	an acyl-CoA				[1*]C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]					CHEBI:58342		
BASm0003386	adenosine 3',5'-bisphosphate	Adenosine 3', 5'-diphosphate or PAP is a nucleotide that is closely related to ADP. It has two phosphate groups attached to the 5' and 3' positions of the pentose sugar ribose (instead of pyrophosphoric acid at the 5' position, as found in ADP), and the nucleobase adenine. PAP is converted to PAPS by Sulfotransferase and then back to PAP after the sulfotransferase reaction. Sulfotransferase (STs) catalyze the transfer reaction of the sulfate group from the ubiquitous donor 3'-phosphoadenosine 5'-phosphosulfate (PAPS) to an acceptor group of numerous substrates. This reaction, often referred to as sulfuryl transfer, sulfation, or sulfonation, is widely observed from bacteria to humans and plays a key role in various biological processes such as cell communication, growth and development, and defense. PAP also appears to a role in bipolar depression. Phosphatases converting 3'-phosphoadenosine 5'-phosphate (PAP) into adenosine 5'-phosphate are of fundamental importance in living cells as the accumulation of PAP is toxic to several cellular systems. These enzymes are lithium-sensitive and we have characterized a human PAP phosphatase as a potential target of lithium therapy.	1053-73-2	Solid	Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](OP(=O)([O-])[O-])[C@H]1O	C10H15N5O10P2	InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(25-27(20,21)22)4(24-10)1-23-26(17,18)19/h2-4,6-7,10,16H,1H2,(H2,11,12,13)(H2,17,18,19)(H2,20,21,22)/t4-,6-,7-,10-/m1/s1	WHTCPDAXWFLDIH-KQYNXXCUSA-N	427.0294147	CHEBI:58343	HMDB0000061	
BASm0003387	2-hydroxy-3-(3-oxoprop-1-enyl)but-2-enedioate				O=C/C=C/C(C(=O)[O-])=C(/O)C(=O)[O-]	C7H6O6	InChI=1S/C7H6O6/c8-3-1-2-4(6(10)11)5(9)7(12)13/h1-3,9H,(H,10,11)(H,12,13)/b2-1-,5-4-	QTJJMXJJLLAWNP-OIFXTYEKSA-N	186.0164379	CHEBI:58346		
BASm0003388	3-(hydrohydroxyphosphoryl)pyruvate			Expected Solid	[O-]C(=O)C(=O)CP([O-])=O	C3H3O5P	InChI=1S/C3H5O5P/c4-2(3(5)6)1-9(7)8/h9H,1H2,(H,5,6)(H,7,8)/p-2	VHAFWRWGHGSZDL-UHFFFAOYSA-L	149.9729074	CHEBI:58348		MMDBc0055328
BASm0003389	NADP(+)			Expected Solid	[H][C@]1(COP([O-])(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])([N+]3=CC=CC(=C3)C([O-])=N)[C@]([H])(O)[C@]2([H])O)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(OP([O-])([O-])=O)[C@]1([H])O	C21H25N7O17P3	InChI=1S/C21H28N7O17P3/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32/h1-4,7-8,10-11,13-16,20-21,29-31H,5-6H2,(H7-,22,23,24,25,32,33,34,35,36,37,38,39)/p-3/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1	XJLXINKUBYWONI-NNYOXOHSSA-K	740.0536241	CHEBI:58349		MMDBc0056208
BASm0003390	sirohydrochlorin	Sirohydrochlorin is a member of the chemical class known as Precorrins. These are intermediates formed by methylation at one or more of the four rings prior to the formation of the macrocyclic corrin ring.  typhimurium, precorrin-2 is a precursor of both siroheme and B12. (PMID 8955319)	65207-12-7			C42H38N4O16		KWIZRXMMFRBUML-AHGFGAHVSA-F	854.2326698	CHEBI:58351		
BASm0003391	propane-1,2-diol 1-phosphate	An organophosphate oxoanion arising from deprotonation of the phosphate OH groups of 2-hydroxypropyl dihydrogen phosphate; major species at pH 7.3.			CC(O)COP(=O)([O-])[O-]	C3H7O5P	InChI=1S/C3H9O5P/c1-3(4)2-8-9(5,6)7/h3-4H,2H2,1H3,(H2,5,6,7)/p-2	PDKDLYHHQBVFJL-UHFFFAOYSA-L		CHEBI:58352		
BASm0003392	quercetin 3,4'-bissulfate				O=c1c(OS(=O)(=O)[O-])c(-c2ccc(OS(=O)(=O)[O-])c(O)c2)oc2cc([O-])cc(O)c12	C15H10O13S2	InChI=1S/C15H10O13S2/c16-7-4-9(18)12-11(5-7)26-14(15(13(12)19)28-30(23,24)25)6-1-2-10(8(17)3-6)27-29(20,21)22/h1-5,16-18H,(H,20,21,22)(H,23,24,25)	MUUFJLJGMRBUTO-UHFFFAOYSA-N	461.9562827	CHEBI:58353		
BASm0003393	4-amino-2-methyl-5-(phosphooxymethyl)pyrimidine	4-amino-2-methyl-5-phosphomethylpyrimidine, also known as hmp-P, belongs to aminopyrimidines and derivatives class of compounds. Those are organic compounds containing an amino group attached to a pyrimidine ring. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. 4-amino-2-methyl-5-phosphomethylpyrimidine is slightly soluble (in water) and a moderately acidic compound (based on its pKa). 4-amino-2-methyl-5-phosphomethylpyrimidine can be found in a number of food items such as chives, chestnut, common hazelnut, and lupine, which makes 4-amino-2-methyl-5-phosphomethylpyrimidine a potential biomarker for the consumption of these food products.			Cc1ncc(COP(=O)([O-])[O-])c(N)n1	C6H8N3O4P	InChI=1S/C6H10N3O4P/c1-4-8-2-5(6(7)9-4)3-13-14(10,11)12/h2H,3H2,1H3,(H2,7,8,9)(H2,10,11,12)/p-2	PKYFHKIYHBRTPI-UHFFFAOYSA-L	217.0263399	CHEBI:58354	HMDB0304169	
BASm0003394	N-phospho-L-lombricine	An alpha-amino-acid anion obtained via deprotonation of the carboxy and phoisphate groups as well as protonation of the amino and guanidino groups of N-phospho-L-lombricine; major species at pH 7.3.			[NH2+]=C(NCCOP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-])NP(=O)([O-])[O-]	C6H14N4O9P2	InChI=1S/C6H16N4O9P2/c7-4(5(11)12)3-19-21(16,17)18-2-1-9-6(8)10-20(13,14)15/h4H,1-3,7H2,(H,11,12)(H,16,17)(H5,8,9,10,13,14,15)/p-2/t4-/m0/s1	QOYUHKALUMVCHB-BYPYZUCNSA-L		CHEBI:58356		
BASm0003395	(5R)-5-hydroxy-L-lysine	Erythro-5-hydroxy-L-lysinium(1+) is also known as (2S,5R)-2,6-Diazaniumyl-5-hydroxyhexanoate or (2S,5R)-5-Hydroxy-L-lysine.  Erythro-5-hydroxy-L-lysinium(1+) is considered to be slightly soluble (in water) and acidic			[NH3+]C[C@H](O)CC[C@H]([NH3+])C(=O)[O-]	C6H15N2O3	InChI=1S/C6H14N2O3/c7-3-4(9)1-2-5(8)6(10)11/h4-5,9H,1-3,7-8H2,(H,10,11)/p+1/t4-,5+/m1/s1	YSMODUONRAFBET-UHNVWZDZSA-O	163.1077188	CHEBI:58357	HMDB0062570	
BASm0003396	4-carboxy-2-hydroxy-cis,cis-muconate 6-semialdehyde			Expected Solid	O=C/C=C(\C=C(\O)C(=O)[O-])C(=O)[O-]	C7H4O6	InChI=1S/C7H6O6/c8-2-1-4(6(10)11)3-5(9)7(12)13/h1-3,9H,(H,10,11)(H,12,13)/p-2/b4-1+,5-3+	YOMOLPRSDGXHCY-CLLRDSTBSA-L	184.001885	CHEBI:58358		MMDBc0056388
BASm0003397	L-glutamine	Glutamine (Gln), also known as L-glutamine is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).  Amino acids are organic compounds that contain amino (-NH2) and carboxyl (-COOH) functional groups, along with a side chain (R group) specific to each amino acid. Structurally, glutamine is similar to the amino acid glutamic acid. However, instead of having a terminal carboxylic acid, it has an amide. Glutamine is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Glutamine is found in all organisms ranging from bacteria to plants to animals.  It is classified as an aliphatic, polar amino acid.  In humans glutamine is considered a non-essential amino acid. Enzymatically, glutamine is formed by replacing a side-chain hydroxyl of glutamic acid with an amine functional group. More specifically, glutamine is synthesized by the enzyme glutamine synthetase from glutamate and ammonia. The most relevant glutamine-producing tissue are skeletal muscles, accounting for about 90% of all glutamine synthesized. Glutamine is also released, in small amounts, by the lungs and brain. In human blood, glutamine is the most abundant free amino acid. Dietary sources of glutamine include protein-rich foods such as beef, chicken, fish, dairy products, eggs, beans, beets, cabbage, spinach, carrots, parsley, vegetable juices, wheat, papaya, Brussels sprouts, celery and kale. Glutamine is one of the few amino acids that can directly cross the blood-brain barrier. Glutamine is often used as a supplement in weightlifting, bodybuilding, endurance and other sports, as well as by those who suffer from muscular cramps or pain, particularly elderly people. In 2017, the U.S. Food and Drug Administration (FDA) approved L-glutamine oral powder, marketed as Endari, to reduce severe complications of sickle cell disease in people aged five years and older with the disorder. Subjects who were treated with L-glutamine oral powder experienced fewer hospital visits for pain treated with a parenterally administered narcotic or ketorolac. The main use of glutamine within the diet of either group is as a means of replenishing the body's stores of amino acids that have been used during exercise or everyday activities. Studies which have looked into problems with excessive consumption of glutamine thus far have proved inconclusive. However, normal supplementation is healthy mainly because glutamine is supposed to be supplemented after prolonged periods of exercise (for example, a workout or exercise in which amino acids are required for use) and replenishes amino acid stores. This is one of the main reasons glutamine is recommended during fasting or for people who suffer from physical trauma, immune deficiencies, or cancer. There is a significant body of evidence that links glutamine-enriched diets with positive intestinal effects. These include maintenance of gut barrier function, aiding intestinal cell proliferation and differentiation, as well as generally reducing septic morbidity and the symptoms of Irritable Bowel Syndrome (IBS). The reason for such "cleansing" properties is thought to stem from the fact that the intestinal extraction rate of glutamine is higher than that for other amino acids, and is therefore thought to be the most viable option when attempting to alleviate conditions relating to the gastrointestinal tract. These conditions were discovered after comparing plasma concentration within the gut between glutamine-enriched and non glutamine-enriched diets. However, even though glutamine is thought to have "cleansing" properties and effects, it is unknown to what extent glutamine has clinical benefits, due to the varied concentrations of glutamine in varieties of food. It is also known that glutamine has positive effects in reducing healing time after operations. Hospital waiting times after abdominal surgery are reduced by providing parenteral nutrition regimens containing amounts of glutamine to patients. Clinical trials have revealed that patients on supplementation regimes containing glutamine have improved nitrogen balances, generation of cysteinyl-leukotrienes from polymorphonuclear neutrophil granulocytes and improved lymphocyte recovery and intestinal permeability (in postoperative patients) - in comparison to those who had no glutamine within their dietary regime; all without any side-effects.	56-85-9	Solid	NC(=O)CC[C@H]([NH3+])C(=O)[O-]	C5H10N2O3	InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m0/s1	ZDXPYRJPNDTMRX-VKHMYHEASA-N	146.0691422	CHEBI:58359	HMDB0000641	
BASm0003398	1-aminocyclopropane-1-carboxylate	1-Aminocyclopropanecarboxylic acid is found in fruits. 1-Aminocyclopropanecarboxylic acid is isolated from apple and pear juice and cranberries.	22059-21-8	Solid	[NH3+]C1(C(=O)[O-])CC1	C4H7NO2	InChI=1S/C4H7NO2/c5-4(1-2-4)3(6)7/h1-2,5H2,(H,6,7)	PAJPWUMXBYXFCZ-UHFFFAOYSA-N	101.0476785	CHEBI:58360	HMDB0036458	
BASm0003399	oxamate		471-47-6		NC(=O)C(=O)[O-]	C2H3NO3	InChI=1S/C2H3NO3/c3-1(4)2(5)6/h(H2,3,4)(H,5,6)	SOWBFZRMHSNYGE-UHFFFAOYSA-N		CHEBI:58363		
BASm0003400	4-guanidinobutanamide				NC(=[NH2+])NCCCC(N)=O	C5H12N4O	InChI=1S/C5H12N4O/c6-4(10)2-1-3-9-5(7)8/h1-3H2,(H2,6,10)(H4,7,8,9)	YHVFECVVGNXFKO-UHFFFAOYSA-N	144.101111	CHEBI:58365		
BASm0003401	deacetylcephalosporin C		1476-46-6		[NH3+][C@H](CCCC(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(CO)CS[C@H]12)C(=O)[O-]	C14H19N3O7S	InChI=1S/C14H19N3O7S/c15-7(13(21)22)2-1-3-8(19)16-9-11(20)17-10(14(23)24)6(4-18)5-25-12(9)17/h7,9,12,18H,1-5,15H2,(H,16,19)(H,21,22)(H,23,24)/t7-,9-,12-/m1/s1	XWCFYHBHOFBVIV-JWKOBGCHSA-N	373.0943711	CHEBI:58366		
BASm0003402	dTDP	Is an intermediate in the Thymidylate kinase (EC 2.7.4.9; ATP:dTMP phosphotransferase) catalyzes the phosphorylation of dTMP (to form dTDP) in the dTTP synthesis pathway for DNA synthesis. (OMIM 188345 )	491-97-4	Solid	Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])[O-])O2)c(=O)[nH]c1=O	C10H16N2O11P2	InChI=1S/C10H16N2O11P2/c1-5-3-12(10(15)11-9(5)14)8-2-6(13)7(22-8)4-21-25(19,20)23-24(16,17)18/h3,6-8,13H,2,4H2,1H3,(H,19,20)(H,11,14,15)(H2,16,17,18)/t6-,7+,8+/m0/s1	UJLXYODCHAELLY-XLPZGREQSA-N	402.0229324	CHEBI:58369	HMDB0001274	
BASm0003403	2-dehydro-3-deoxy-L-rhamnonate	2-keto-3-deoxy-l-rhamnonate, also known as kdr or 2-dehydro-3,6-dideoxy-L-mannonate, belongs to medium-chain keto acids and derivatives class of compounds. Those are keto acids with a 6 to 12 carbon atoms long side chain. 2-keto-3-deoxy-l-rhamnonate is soluble (in water) and a weakly acidic compound (based on its pKa). 2-keto-3-deoxy-l-rhamnonate can be found in a number of food items such as red beetroot, evergreen huckleberry, winter squash, and pepper (c. pubescens), which makes 2-keto-3-deoxy-l-rhamnonate a potential biomarker for the consumption of these food products.			C[C@H](O)[C@H](O)CC(=O)C(=O)[O-]	C6H9O5	InChI=1S/C6H10O5/c1-3(7)4(8)2-5(9)6(10)11/h3-4,7-8H,2H2,1H3,(H,10,11)/p-1/t3-,4+/m0/s1	FRIWJYNKZPJVRL-IUYQGCFVSA-M	161.045547	CHEBI:58371	HMDB0304074	
BASm0003404	3,4-dihydroxy-5-all-trans-hexaprenylbenzoate	3,4-dihydroxy-5-all-trans-hexaprenylbenzoate, also known as 3-hexaprenyl-4,5-dihydroxybenzoate anion, is a member of the class of compounds known as sesterterpenoids. Sesterterpenoids are terpenes composed of five consecutive isoprene units. 3,4-dihydroxy-5-all-trans-hexaprenylbenzoate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 3,4-dihydroxy-5-all-trans-hexaprenylbenzoate can be found in a number of food items such as american cranberry, wheat, yellow wax bean, and chicory roots, which makes 3,4-dihydroxy-5-all-trans-hexaprenylbenzoate a potential biomarker for the consumption of these food products.			CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1cc(C(=O)[O-])cc(O)c1O	C37H53O4	InChI=1S/C37H54O4/c1-27(2)13-8-14-28(3)15-9-16-29(4)17-10-18-30(5)19-11-20-31(6)21-12-22-32(7)23-24-33-25-34(37(40)41)26-35(38)36(33)39/h13,15,17,19,21,23,25-26,38-39H,8-12,14,16,18,20,22,24H2,1-7H3,(H,40,41)/p-1/b28-15+,29-17+,30-19+,31-21+,32-23+	VEPICJBQCOUQPI-IRVXXIIISA-M	561.3949338	CHEBI:58373	HMDB0304100	
BASm0003405	3-aminopropanal	3-amino-propanal is also known as 3-Ammoniopropanal(1+).  3-amino-propanal is considered to be soluble (in water) and relatively neutral			[NH3+]CCC=O	C3H8NO	InChI=1S/C3H7NO/c4-2-1-3-5/h3H,1-2,4H2/p+1	PCXDJQZLDDHMGX-UHFFFAOYSA-O	74.0600403	CHEBI:58374	HMDB0062210	
BASm0003406	trans-4-hydroxy-L-proline	4-Hydroxyproline (hydroxyproline or Hyp) is a major component of the protein collagen. Hydroxyproline is produced by hydroxylation of the amino acid proline and is, therefore, a post-translationally modified, non-essential amino acid. Hydroxyproline and proline play key roles in collagen stability. In particular, they permit the sharp twisting of the collagen helix. Hydroxyproline is found in few proteins other than collagen. The only other mammalian protein which includes hydroxyproline is elastin. For this reason, hydroxyproline content has been used as an indicator to determine collagen and/or gelatin amount in tissue or biological samples. Increased serum and urine levels of hydroxyproline have been found in Paget's disease (PMID: 436278). Hydroxyproline (Hyp) content in biological fluids is used as a parameter of collagen catabolism, especially bone resorption or tissue degradation. Bedridden and elderly individuals show significantly elevated serum levels of hydroxyproline in comparison to normal, active individuals (PMID: 10706420). Elevated levels of urinary hydroxyproline are also indicative of muscle damage (PMID: 21988268). Increased reactive oxygen species (ROS) are also known to accelerate collagen degradation. Hydroxyproline levels increase in cases of depression and stress (PMID: 21483218). 4-Hydroxyproline is found to be associated with Alzheimer's disease, and also hydroxyprolinemia and iminoglycinuria which are both inborn errors of metabolism. 4-Hydroxyproline is also involved in metabolic disorders such as hyperprolinemia type I, hyperornithinemia with gyrate atrophy (HOGA), L-arginine:glycine amidinotransferase deficiency, creatine deficiency, and guanidinoacetate methyltransferase deficiency. A deficiency in ascorbic acid can result in impaired hydroxyproline formation (PubChem). trans-4-Hydroxy-L-proline is a biomarker for the consumption of processed meat.	51-35-4	Solid	O=C([O-])[C@@H]1C[C@@H](O)C[NH2+]1	C5H9NO3	InChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4+/m1/s1	PMMYEEVYMWASQN-DMTCNVIQSA-N	131.0582432	CHEBI:58375	HMDB0000725	
BASm0003407	CMP-N-glycoloyl-beta-neuraminate		98300-80-2	Expected Solid	Nc1ccn([C@@H]2O[C@H](COP(=O)([O-])O[C@@]3(C(=O)[O-])C[C@H](O)[C@@H](NC(=O)CO)[C@H]([C@H](O)[C@H](O)CO)O3)[C@@H](O)[C@H]2O)c(=O)n1	C20H29N4O17P	InChI=1S/C20H31N4O17P/c21-10-1-2-24(19(35)22-10)17-15(32)14(31)9(39-17)6-38-42(36,37)41-20(18(33)34)3-7(27)12(23-11(29)5-26)16(40-20)13(30)8(28)4-25/h1-2,7-9,12-17,25-28,30-32H,3-6H2,(H,23,29)(H,33,34)(H,36,37)(H2,21,22,35)/p-2/t7-,8+,9+,12+,13+,14+,15+,16+,17+,20+/m0/s1	HOEWKBQADMRCLO-UIUGZIMDSA-L	628.1276296	CHEBI:58376	HMDB0012206	MMDBc0049000
BASm0003408	L-tyrosine methyl ester 4-sulfate				COC(=O)[C@@H](N)Cc1ccc(OS(=O)(=O)[O-])cc1	C10H13NO6S	InChI=1S/C10H13NO6S/c1-16-10(12)9(11)6-7-2-4-8(5-3-7)17-18(13,14)15/h2-5,9H,6,11H2,1H3,(H,13,14,15)	VBDFIILFQPTRLI-UHFFFAOYSA-N	275.0463583	CHEBI:58377	HMDB0341436	
BASm0003409	2-dehydro-3-deoxy-D-fuconate			Expected Solid	C[C@@H](O)[C@H](O)CC(=O)C(=O)[O-]	C6H9O5	InChI=1S/C6H10O5/c1-3(7)4(8)2-5(9)6(10)11/h3-4,7-8H,2H2,1H3,(H,10,11)/p-1/t3-,4-/m1/s1	FRIWJYNKZPJVRL-QWWZWVQMSA-M	161.045547	CHEBI:58378		MMDBc0055214
BASm0003410	N-deacetylipecoside				C=C[C@H]1[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)OC=C(C(=O)OC)[C@H]1C[C@H]1[NH2+]CCc2cc(O)c(O)cc21	C25H33NO11	InChI=1S/C25H33NO11/c1-3-12-14(7-16-13-8-18(29)17(28)6-11(13)4-5-26-16)15(23(33)34-2)10-35-24(12)37-25-22(32)21(31)20(30)19(9-27)36-25/h3,6,8,10,12,14,16,19-22,24-32H,1,4-5,7,9H2,2H3	MTAVTRZTGFLKSC-UHFFFAOYSA-N	523.2053609	CHEBI:58379		
BASm0003411	psi-UMP		1157-60-4		O=c1[nH]cc([C@@H]2O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]2O)c(=O)[nH]1	C9H13N2O9P	InChI=1S/C9H13N2O9P/c12-5-4(2-19-21(16,17)18)20-7(6(5)13)3-1-10-9(15)11-8(3)14/h1,4-7,12-13H,2H2,(H2,16,17,18)(H2,10,11,14,15)/t4-,5-,6-,7+/m1/s1	MOBMOJGXNHLLIR-GBNDHIKLSA-N		CHEBI:58380		
BASm0003412	3-ADP-2-phosphoglycerate	An organophosphate oxoanion arising from deprotonation of the phosphate OH and carboxy groups of 3-ADP-2-phosphoglyceric acid; major species at pH 7.3.			Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OCC(OP(=O)([O-])[O-])C(=O)[O-])[C@@H](O)[C@H]1O	C13H15N5O16P3	InChI=1S/C13H20N5O16P3/c14-10-7-11(16-3-15-10)18(4-17-7)12-9(20)8(19)5(32-12)1-30-36(26,27)34-37(28,29)31-2-6(13(21)22)33-35(23,24)25/h3-6,8-9,12,19-20H,1-2H2,(H,21,22)(H,26,27)(H,28,29)(H2,14,15,16)(H2,23,24,25)/p-5/t5-,6?,8-,9-,12-/m1/s1	FNEVPPRBJBZTAF-MDSCUQPFSA-I		CHEBI:58381		
BASm0003413	5-aminopentanamide		13023-70-6		NC(=O)CCCC[NH3+]	C5H12N2O	InChI=1S/C5H12N2O/c6-4-2-1-3-5(7)8/h1-4,6H2,(H2,7,8)	OTIAVLWNTIXJDO-UHFFFAOYSA-N		CHEBI:58382		
BASm0003414	phosphonoacetaldehyde				O=CCP(=O)([O-])O	C2H5O4P	InChI=1S/C2H5O4P/c3-1-2-7(4,5)6/h1H,2H2,(H2,4,5,6)	YEMKIGUKNDOZEG-UHFFFAOYSA-N	123.9925452	CHEBI:58383	HMDB0256485	
BASm0003415	cadaverine	Cadaverine is a foul-smelling diamine formed by bacterial decarboxylation of lysine that occurs during protein hydrolysis during putrefaction of animal tissue. However, this diamine is not purely associated with putrefaction. It is also produced in small quantities by mammals. In particular, it is partially responsible for the distinctive smell of urine and semen. Elevated levels of cadaverine have been found in the urine of some patients with defects in lysine metabolism.  Cadaverine is toxic in large doses. In rats it had a low acute oral toxicity of more than 2000 mg/kg body weight .; Cadaverine is a foul-smelling molecule produced by protein hydrolysis during putrefaction of animal tissue. Cadaverine is a toxic diamine with the formula NH2(CH2)5NH2, which is similar to putrescine. Cadaverine is also known by the names 1,5-pentanediamine and pentamethylenediamine.	462-94-2	Liquid	[NH3+]CCCCC[NH3+]	C5H16N2	InChI=1S/C5H14N2/c6-4-2-1-3-5-7/h1-7H2/p+2	VHRGRCVQAFMJIZ-UHFFFAOYSA-P	104.1313485	CHEBI:58384	HMDB02322	
BASm0003416	(S)-2-hydroxyoctadecanoate	2-Hydroxystearic acid (CAS: 629-22-1), also known as 2-hydroxystearate or 2-hydroxyoctadecanoic acid, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. The chain of 2-hydroxystearic acid bears a hydroxyl group. 2-Hydroxystearic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 2-Hydroxystearic acid can be found in feces. 2-Hydroxystearic acid can be synthesized from octadecanoic acid, and can be synthesized into 2-hydroxystearoyl-CoA and N-2-hydroxystearoylsphingosine.	26531-80-6		CCCCCCCCCCCCCCCC[C@H](O)C(=O)[O-]	C18H36O3	InChI=1S/C18H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(19)18(20)21/h17,19H,2-16H2,1H3,(H,20,21)/t17-/m0/s1	KIHBGTRZFAVZRV-KRWDZBQOSA-N	300.266445	CHEBI:58386	HMDB0062549	
BASm0003417	4alpha-carboxy-4beta-methyl-5alpha-cholest-7-ene-3beta-ol			Expected Solid	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2C3=CC[C@@H]4[C@](C)(CC[C@H](O)[C@@]4(C)C(=O)[O-])[C@H]3CC[C@]12C	C29H47O3	InChI=1S/C29H48O3/c1-18(2)8-7-9-19(3)21-11-12-22-20-10-13-24-28(5,23(20)14-16-27(21,22)4)17-15-25(30)29(24,6)26(31)32/h10,18-19,21-25,30H,7-9,11-17H2,1-6H3,(H,31,32)/p-1/t19-,21-,22+,23+,24-,25+,27-,28-,29+/m1/s1	UQFZKTIHSICSPG-DSHYQQBWSA-M	443.353069	CHEBI:58387		MMDBc0055548
BASm0003419	trimethylamine	Trimethylamine, also known as NMe3, N(CH3)3, and TMA, is a colorless, hygroscopic, and flammable simple amine with a typical fishy odor in low concentrations and an ammonia like odor in higher concentrations. Trimethylamine has a boiling point of 2.9 degree centigrade and is a gas at room temperature. Trimethylamine usually comes in pressurized gas cylinders or as a 40% solution in water. Trimethylamine is a nitrogenous base and its positively charged cation is called trimethylammonium cation. A common salt of trimethylamine is trimethylammonium chloride, a hygroscopic colorless solid. Trimethylamine is a product of decomposition of plants and animals. It is the substance mainly responsible for the fishy odor often associated with fouling fish, bacterial vagina infections, and bad breath. It is also associated with taking large doses of choline. Trimethylaminuria is a genetic disorder in which the body is unable to metabolize trimethylamine from food sources. Patients develop a characteristic fish odour of their sweat, urine, and breath after the consumption of choline-rich foods. Trimethylaminuria is an autosomal recessive disorder involving a trimethylamine oxidase deficiency. Trimethylaminuria has also been observed in a certain breed of Rhode Island Red chicken that produces eggs with a fishy smell. Trimethylamine in the urine is a biomarker for the consumption of legumes. It has also been found to be a product of various types of bacteria, such as Achromobacter, Acinetobacter, Actinobacteria, Aeromonas, Alcaligenes, Alteromonas, Anaerococcus, Bacillus, Bacteroides, Bacteroidetes, Burkholderia, Campylobacter, Citrobacter, Clostridium, Desulfitobacterium, Desulfovibrio, Desulfuromonas, Edwardsiella, Enterobacter, Enterococcus, Escherichia, Eubacterium, Firmicutes, Flavobacterium, Gammaproteobacteria, Haloanaerobacter, Klebsiella, Micrococcus, Mobiluncus, Olsenella, Photobacterium, Proteobacteria, Proteus, Providencia, Pseudomonas, Rhodopseudomonas, Ruminococcus, Salmonella, Sarcina, Serratia, Shewanella, Shigella, Sinorhizobium, Sporomusa, Staphylococcus, Stigmatella, Streptococcus, Vibrio and Yokenella (PMID:26687352; PMID:25108210; PMID:24909875; PMID:28506279; PMID:27190056). Trimethylamine is a marker for urinary tract infection brought on by E. coli. (PMID:25108210; PMID:24909875). It has also been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID:22626821).	75-50-3	Liquid	CN(C)C	C3H9N	InChI=1S/C3H9N/c1-4(2)3/h1-3H3	GETQZCLCWQTVFV-UHFFFAOYSA-N	59.07349929	CHEBI:58389	HMDB0000906	MMDBc0000168
BASm0003420	N(6')-acetylkanamycin B			Expected Solid	CC(=O)NC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H]([NH3+])[C@H]3O)[C@H]([NH3+])C[C@@H]2[NH3+])[C@H]([NH3+])[C@@H](O)[C@@H]1O	C20H43N5O11	InChI=1S/C20H39N5O11/c1-5(27)25-3-8-13(29)14(30)11(24)19(33-8)35-17-6(21)2-7(22)18(16(17)32)36-20-15(31)10(23)12(28)9(4-26)34-20/h6-20,26,28-32H,2-4,21-24H2,1H3,(H,25,27)/p+4/t6-,7+,8+,9+,10-,11+,12+,13+,14+,15+,16-,17+,18-,19+,20+/m0/s1	JVNRAWAXQAGKBK-HLIGCJFYSA-R	529.2937129	CHEBI:58390		MMDBc0056190
BASm0003421	all-trans-nonaprenyl diphosphate	Solanesyl-PP is involved in steroids biosynthesis pathway. It is a product of solanesyl-diphosphate synthase (KEGG).	146340-00-3	Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)([O-])OP(=O)([O-])[O-]	C45H76O7P2	InChI=1S/C45H76O7P2/c1-37(2)19-11-20-38(3)21-12-22-39(4)23-13-24-40(5)25-14-26-41(6)27-15-28-42(7)29-16-30-43(8)31-17-32-44(9)33-18-34-45(10)35-36-51-54(49,50)52-53(46,47)48/h19,21,23,25,27,29,31,33,35H,11-18,20,22,24,26,28,30,32,34,36H2,1-10H3,(H,49,50)(H2,46,47,48)/b38-21+,39-23+,40-25-,41-27-,42-29-,43-31-,44-33-,45-35-	IVLBHBFTRNVIAP-HUIBRQQWSA-N	790.5066278	CHEBI:58391	HMDB0002367	
BASm0003422	alpha-D-glucose 1,6-bisphosphate	Glucose 1,6-diphosphate (G-1,6-P2) is considered to be a major regulator of carbohydrate metabolism. It has been demonstrated that G-1,6-P2 is a potent activator (deinhibitor) of skeletal muscle phosphofructokinase (PFK) and phosphoglucomutase, while being an inhibitor of hexokinase (see Ref. 2). In addition, G-1,6-P2 has been shown to inhibit 6-phosphogluconate dehydrogenase in various rat tissues and fructose 1,6-bisphosphatase in bovine liver. Various factors and conditions affect the tissue content of G-1,6-P2. Specifically, anoxia induces a rapid fall in the content of G-l,6-P2 in the brain. Glucose 1,6-diphosphate has been recognized as a regulatory signal implicated in the control of metabolism, oxygen affinity of red cells, and other cellular functions. The levels of G 1,6-P2 are reduced in the liver and in the muscle of rats with experimentally induced diabetes. In muscle of genetically dystrophic mice, a decrease in the levels of G 1,6-P2 has been found, probably resulting from enhancement of glucose 1,6-P2 phosphatase activity. G 1,6-P2 is an inhibitor of hexokinase and its level is increased significantly after 5 min of exercise (~25%) and then decreased continuously. G 1,6-P2 is a potent allosteric activator of phosphofructokinase, and is markedly decreased in muscles of patients with glycogenosis type VII (muscle phosphofructokinase deficiency) and type V (muscle phosphorylase deficiency). Chronic alcohol intake produces an increase in the concentration of G 1,6-P2 in human muscle before the first sign of myopathy appears. When myopathy is present the level decreases to be similar to healthy humans. These changes could contribute to the decline in skeletal muscle performance (PMID:1449560, 2018547, 2003594, 3407759).	10139-18-1	Solid	O=P([O-])([O-])OC[C@H]1O[C@H](OP(=O)([O-])[O-])[C@H](O)[C@@H](O)[C@@H]1O	C6H14O12P2	InChI=1S/C6H14O12P2/c7-3-2(1-16-19(10,11)12)17-6(5(9)4(3)8)18-20(13,14)15/h2-9H,1H2,(H2,10,11,12)(H2,13,14,15)/t2-,3-,4+,5-,6-/m1/s1	RWHOZGRAXYWRNX-VFUOTHLCSA-N	339.9960489	CHEBI:58392	HMDB0003514	
BASm0003423	7-phospho-2-dehydro-3-deoxy-D-arabino-heptonate	3-Deoxy-D-arabino-heptulosonate-7-phosphate is a member of the chemical class known as Medium-chain Keto Acids and Derivatives. These are keto acids with a 6 to 12  carbon atoms long side chain.  DAHPS is involved in the biosynthesis of aromatic amino acids. Maritima DAHP synthase is a metalloenzyme.  This report is the first description of a thermophilic eubacterial DAHP synthase. (PMID 12743122) DAHPS(Phe) is a metal-catalyzed oxidation system wherein bound substrate protects active-site residues from oxidative attack catalyzed by bound redox metal cofactor. (PMID 10049398) The first regulatory step in the synthesis of aromatic amino acids is catalyzed by 3-deoxy-D-arabino-heptulosonate 7-phosphate synthase (DAHPS). (PMID 15378531) While several similarities exist between the two enzymatic reactions, classic studies on the Escherichia coli enzymes have established that DAHPS is a metalloenzyme, whereas KDO8PS has no metal requirement. aeolicus KDO8PS is a metalloenzyme in vivo and point to a previously unrecognized relationship between the KDO8PS and DAHPS families. (PMID 10811802)		Expected Solid	O=C([O-])C(=O)C[C@@H](O)[C@H](O)[C@H](O)COP(=O)([O-])[O-]	C7H10O10P	InChI=1S/C7H13O10P/c8-3(1-4(9)7(12)13)6(11)5(10)2-17-18(14,15)16/h3,5-6,8,10-11H,1-2H2,(H,12,13)(H2,14,15,16)/p-3/t3-,5-,6+/m1/s1	PJWIPEXIFFQAQZ-PUFIMZNGSA-K	285.0028043	CHEBI:58394		MMDBc0032107
BASm0003424	myricetin	Myricetin, also known as cannabiscetin or myricetol, belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, myricetin is considered to be a flavonoid lipid molecule. A hexahydroxyflavone that is flavone substituted by hydroxy groups at positions 3, 3', 4', 5, 5' and 7. Myricetin is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Myricetin is found, on average, in the highest concentration within a few different foods, such as common walnuts, carobs, and fennels and in a lower concentration in welsh onions, yellow bell peppers, and jutes. Myricetin has also been detected, but not quantified in several different foods, such as napa cabbages, sesames, mixed nuts, lichee, and garden cress.	529-44-2	Solid	O=c1c([O-])c(-c2cc(O)c(O)c(O)c2)oc2cc(O)cc(O)c12	C15H10O8	InChI=1S/C15H10O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,16-20,22H	IKMDFBPHZNJCSN-UHFFFAOYSA-N	318.0375673	CHEBI:58395	HMDB0002755	
BASm0003425	aerobactin		26198-65-2		CC(=O)N(O)CCCC[C@H](NC(=O)CC(O)(CC(=O)N[C@@H](CCCCN(O)C(C)=O)C(=O)[O-])C(=O)[O-])C(=O)[O-]	C22H36N4O13	InChI=1S/C22H36N4O13/c1-13(27)25(38)9-5-3-7-15(19(31)32)23-17(29)11-22(37,21(35)36)12-18(30)24-16(20(33)34)8-4-6-10-26(39)14(2)28/h15-16,37-39H,3-12H2,1-2H3,(H,23,29)(H,24,30)(H,31,32)(H,33,34)(H,35,36)/t15-,16-/m0/s1	KDHHWXGBNUCREU-HOTGVXAUSA-N		CHEBI:58396		
BASm0003426	(2S)-2-hydroxyphytanate	A methylated long-chain hyroxy fatty acid formed during alpha-oxidation of phytanic acid by liver mitochondria and peroxisomes, but it is detected in tissues only in patients with peroxisomal disorders.			CC(C)CCCC(C)CCCC(C)CCCC(C)[C@H](O)C(=O)[O-]	C20H40O3	InChI=1S/C20H40O3/c1-15(2)9-6-10-16(3)11-7-12-17(4)13-8-14-18(5)19(21)20(22)23/h15-19,21H,6-14H2,1-5H3,(H,22,23)	CGKMKXBKVBXUGK-UHFFFAOYSA-N	328.2977451	CHEBI:58398	HMDB0061666	
BASm0003427	isopenicillin N		525-94-0		CC1(C)S[C@@H]2[C@H](NC(=O)CCC[C@H]([NH3+])C(=O)[O-])C(=O)N2[C@H]1C(=O)[O-]	C14H21N3O6S	InChI=1S/C14H21N3O6S/c1-14(2)9(13(22)23)17-10(19)8(11(17)24-14)16-7(18)5-3-4-6(15)12(20)21/h6,8-9,11H,3-5,15H2,1-2H3,(H,16,18)(H,20,21)(H,22,23)/t6-,8-,9+,11-/m1/s1	MIFYHUACUWQUKT-GPUHXXMPSA-N	359.1151066	CHEBI:58399		
BASm0003428	2-oxophytanate	Conjugate base of 2-oxophytanic acid.			CC(C)CCCC(C)CCCC(C)CCCC(C)C(=O)C(=O)[O-]	C20H37O3	InChI=1S/C20H38O3/c1-15(2)9-6-10-16(3)11-7-12-17(4)13-8-14-18(5)19(21)20(22)23/h15-18H,6-14H2,1-5H3,(H,22,23)/p-1	CQJGVSCAFSXDSB-UHFFFAOYSA-M		CHEBI:58400		
BASm0003429	1D-myo-inositol 3-phosphate			solid	O=P([O-])([O-])O[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@@H]1O	C6H11O9P	InChI=1S/C6H13O9P/c7-1-2(8)4(10)6(5(11)3(1)9)15-16(12,13)14/h1-11H,(H2,12,13,14)/p-2/t1-,2-,3+,4-,5-,6-/m0/s1	INAPMGSXUVUWAF-PTQMNWPWSA-L	258.0140685	CHEBI:58401		
BASm0003430	5-oxo-L-proline	Pyroglutamic acid (5-oxoproline) is a cyclized derivative of L-glutamic acid. It is an uncommon amino acid derivative in which the free amino group of glutamic acid cyclizes to form a lactam. It is formed nonenzymatically from glutamate, glutamine, and gamma-glutamylated peptides, but it can also be produced by the action of gamma-glutamylcyclotransferase on an L-amino acid. Elevated blood levels may be associated with problems of glutamine or glutathione metabolism. This compound is found in substantial amounts in brain tissue and other tissues in bound form, especially skin. It is also present in plant tissues. It is sold, over the counter, as a "smart drug" for improving blood circulation in the brain. Pyroglutamate in the urine is a biomarker for the consumption of cheese. When present in sufficiently high levels, pyroglutamic acid can act as an acidogen and a metabotoxin. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of pyroglutamic acid are associated with at least five inborn errors of metabolism including 5-oxoprolinuria, 5-oxoprolinase deficiency, glutathione synthetase deficiency, hawkinsinuria, and propionic acidemia. Pyroglutamic acid is an organic acid. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart, liver, and kidney abnormalities, seizures, coma, and possibly death. These are also the characteristic symptoms of the untreated IEMs mentioned above. Many affected children with organic acidemias experience intellectual disability or delayed development. In adults, acidosis or acidemia is characterized by headaches, confusion, feeling tired, tremors, sleepiness, and seizures. It has been shown that pyroglutamic acid releases GABA from the cerebral cortex and displays anti-anxiety effects in a simple approach-avoidance conflict situation in the rat. In clinical pharmacology experiments, pyroglutamic acid significantly shortens the plasma half-life of ethanol during acute intoxication.	98-79-3	Solid	O=C1CC[C@@H](C(=O)[O-])N1	C5H7NO3	InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/t3-/m0/s1	ODHCTXKNWHHXJC-VKHMYHEASA-N	129.0425931	CHEBI:58402	HMDB0000267	
BASm0003431	3,5,3'-triiodothyropyruvate	Conjugate base of 3,5,3'-triiodothyropyruvic acid.			O=C([O-])C(=O)Cc1cc(I)c(Oc2ccc(O)c(I)c2)c(I)c1	C15H8I3O5	InChI=1S/C15H9I3O5/c16-9-6-8(1-2-12(9)19)23-14-10(17)3-7(4-11(14)18)5-13(20)15(21)22/h1-4,6,19H,5H2,(H,21,22)/p-1	UZLGNJCPGBOQIB-UHFFFAOYSA-M		CHEBI:58403		
BASm0003432	di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP([O-])(=O)OP([O-])([O-])=O)=C(\C)CCC=C(C)C	C55H89O7P2	InChI=1S/C55H92O7P2/c1-45(2)23-13-24-46(3)25-14-26-47(4)27-15-28-48(5)29-16-30-49(6)31-17-32-50(7)33-18-34-51(8)35-19-36-52(9)37-20-38-53(10)39-21-40-54(11)41-22-42-55(12)43-44-61-64(59,60)62-63(56,57)58/h23,25,27,29,31,33,35,37,39,41,43H,13-22,24,26,28,30,32,34,36,38,40,42,44H2,1-12H3,(H,59,60)(H2,56,57,58)/p-3/b46-25+,47-27+,48-29-,49-31-,50-33-,51-35-,52-37-,53-39-,54-41-,55-43-	NTXGVHCCXVHYCL-NTDVEAECSA-K	923.6099999	CHEBI:58405		MMDBc0055910
BASm0003433	4-amino-4-deoxychorismate	4-amino-4-deoxychorismate (or ADC) can be classified as a member of the Dicarboxylic Acids and Derivatives. These are organic compounds containing exactly two carboxylic acid groups.  ADC is involved in antibiotic biosynthesis. In some antibiotic producers, p-aminobenzoic acid (PABA) or its immediate precursor, 4-amino-4-deoxychorismate (ADC), is involved in primary metabolism and antibiotic biosynthesis. (PMID 19389784) In Escherichia coli, the production of PABA is catalyzed by the PabC protein, a beta-lyase that converts 4-amino-4-deoxychorismate (ADC)--the reaction product of the PabA and PabB enzymes--to PABA and pyruvate. (PMID 15500462) 4-Amino-4-deoxychorismate lyase (ADCL) is a member of the fold-type IV of PLP dependent enzymes that converts 4-amino-4-deoxychorismate (ADC) to p-aminobenzoate and pyruvate. (PMID 10876155)	133442-18-9	Expected Solid	[H][C@@]1(N)C=CC(=C[C@@]1([H])OC(=C)C([O-])=O)C(O)=O	C10H10NO5	InChI=1S/C10H11NO5/c1-5(9(12)13)16-8-4-6(10(14)15)2-3-7(8)11/h2-4,7-8H,1,11H2,(H,12,13)(H,14,15)/p-1/t7-,8-/m1/s1	OIUJHGOLFKDBSU-HTQZYQBOSA-M	224.056446	CHEBI:58406		MMDBc0030013
BASm0003434	isoscoparin				COc1cc(-c2cc(=O)c3c(O)c([C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)c([O-])cc3o2)ccc1O	C22H26O9	InChI=1S/C22H26O9/c1-26-14-5-11(6-15(27-2)18(14)23)20-13-9-30-21(22(13,25)10-31-20)12-7-16(28-3)19(24)17(8-12)29-4/h5-8,13,20-21,23-25H,9-10H2,1-4H3/t13-,20?,21?,22+/m0/s1	NUUIAGCSVIKGMC-JUBHSMMDSA-N	434.1576824	CHEBI:58407		
BASm0003435	penicillin N		525-94-0		CC1(C)S[C@@H]2[C@H](NC(=O)CCC[C@@H]([NH3+])C(=O)[O-])C(=O)N2[C@H]1C(=O)[O-]	C14H21N3O6S	InChI=1S/C14H21N3O6S/c1-14(2)9(13(22)23)17-10(19)8(11(17)24-14)16-7(18)5-3-4-6(15)12(20)21/h6,8-9,11H,3-5,15H2,1-2H3,(H,16,18)(H,20,21)(H,22,23)/t6-,8-,9+,11-/m1/s1	MIFYHUACUWQUKT-GPUHXXMPSA-N	359.1151066	CHEBI:58408		
BASm0003436	alpha-D-mannose 1-phosphate	D-Mannose 1-phosphate (CAS: 27251-84-9) is a normal metabolite intermediate in fructose and mannose metabolism. It is a substrate of phosphomannomutase 1 (PMM, EC 5.4.2.8), an enzyme necessary for the synthesis of GDP-mannose (a substrate for dolichol-linked oligosaccharide synthesis). PMM converts mannose 6-phosphate into mannose-1-phosphate. A deficiency of phosphomannomutase in carbohydrate-deficient glycoprotein syndrome (CDGS) type I is associated with a decreased synthesis of mannose 1-phosphate. CDGS is a group of autosomal recessively transmitted disorders in which abnormally glycosylated proteins are formed (PMID: 9451026, 8549746, 12729595).	15978-07-01	Solid	O=P([O-])([O-])O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O	C6H13O9P	InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5+,6-/m1/s1	HXXFSFRBOHSIMQ-RWOPYEJCSA-N	260.0297185	CHEBI:58409	HMDB0006330	
BASm0003437	2-amino-5-oxocyclohex-1-enecarbonyl-CoA				CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C1=C(N)CCC(=O)C1	C28H43N8O18P3S	InChI=1S/C28H43N8O18P3S/c1-28(2,22(40)25(41)32-6-5-18(38)31-7-8-58-27(42)15-9-14(37)3-4-16(15)29)11-51-57(48,49)54-56(46,47)50-10-17-21(53-55(43,44)45)20(39)26(52-17)36-13-35-19-23(30)33-12-34-24(19)36/h12-13,17,20-22,26,39-40H,3-11,29H2,1-2H3,(H,31,38)(H,32,41)(H,46,47)(H,48,49)(H2,30,33,34)(H2,43,44,45)/t17-,20-,21-,22+,26-/m1/s1	CNGNJOBQFRZLRY-TYHXJLICSA-N	904.1628887	CHEBI:58410		
BASm0003438	coenzyme M-coenzyme B heterodisulfide			Expected Solid	C[C@@H](OP(=O)([O-])[O-])[C@H](NC(=O)CCCCCCSSCCS(=O)(=O)[O-])C(=O)[O-]	C13H22NO10PS3	InChI=1S/C13H26NO10PS3/c1-10(24-25(18,19)20)12(13(16)17)14-11(15)6-4-2-3-5-7-26-27-8-9-28(21,22)23/h10,12H,2-9H2,1H3,(H,14,15)(H,16,17)(H2,18,19,20)(H,21,22,23)/p-4/t10-,12+/m1/s1	OBGQLHXSMIBYLN-PWSUYJOCSA-J	479.0165408	CHEBI:58411		MMDBc0055827
BASm0003439	syringetin				COc1cc(-c2oc3cc(O)cc(O)c3c(=O)c2[O-])cc(OC)c1O	C28H32O15	InChI=1S/C28H32O15/c1-10-21(33)23(35)25(37)27(39-10)43-26-24(36)22(34)19(9-29)42-28(26)40-12-6-14(31)20-15(32)8-16(41-18(20)7-12)11-3-4-13(30)17(5-11)38-2/h3-8,10,19,21-31,33-37H,9H2,1-2H3/t10-,19+,21-,22+,23+,24-,25+,26+,27-,28+/m0/s1	LGOQXEQWOCSLEC-CYZBKYQRSA-N	608.1741203	CHEBI:58412		
BASm0003440	(R)-6-hydroxynicotine			Expected Solid	C[NH+]1CCC[C@@H]1c1ccc(O)nc1	C10H14N2O	InChI=1S/C10H14N2O/c1-12-6-2-3-9(12)8-4-5-10(13)11-7-8/h4-5,7,9H,2-3,6H2,1H3,(H,11,13)/t9-/m1/s1	ATRCOGLZUCICIV-SECBINFHSA-N	178.1106131	CHEBI:58413		MMDBc0054092
BASm0003441	1D-myo-inositol 1,3,4-trisphosphate	D-myo-inositol (1,3,4)-trisphosphate, also known as ins(1,3,4)p3 or inositol 1,3,4-trisphosphoric acid, is a member of the class of compounds known as inositol phosphates. Inositol phosphates are compounds containing a phosphate group attached to an inositol (or cyclohexanehexol) moiety. D-myo-inositol (1,3,4)-trisphosphate is soluble (in water) and an extremely strong acidic compound (based on its pKa). D-myo-inositol (1,3,4)-trisphosphate can be found in a number of food items such as vanilla, hyacinth bean, japanese pumpkin, and green bean, which makes D-myo-inositol (1,3,4)-trisphosphate a potential biomarker for the consumption of these food products.			[H][C@@]1(O)[C@@]([H])(O)[C@]([H])(OP([O-])([O-])=O)[C@@]([H])(OP([O-])([O-])=O)[C@@]([H])(O)[C@@]1([H])OP([O-])([O-])=O	C6H9O15P3	InChI=1S/C6H15O15P3/c7-1-2(8)5(20-23(13,14)15)6(21-24(16,17)18)3(9)4(1)19-22(10,11)12/h1-9H,(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)/p-6/t1-,2-,3+,4+,5+,6+/m1/s1	MMWCIQZXVOZEGG-MLQGYMEPSA-H	413.9187221	CHEBI:58414	HMDB0304318	
BASm0003442	deacetoxycephalosporin C			Expected Solid	CC1=C(C(=O)[O-])N2C(=O)[C@@H](NC(=O)CCC[C@@H]([NH3+])C(=O)[O-])[C@H]2SC1	C14H19N3O6S	InChI=1S/C14H19N3O6S/c1-6-5-24-12-9(11(19)17(12)10(6)14(22)23)16-8(18)4-2-3-7(15)13(20)21/h7,9,12H,2-5,15H2,1H3,(H,16,18)(H,20,21)(H,22,23)/t7-,9-,12-/m1/s1	NNQIJOYQWYKBOW-JWKOBGCHSA-N	357.099456	CHEBI:58415		MMDBc0052983
BASm0003443	chlorophyll a	A cyclic tetrapyrrole anion arising from deprotonation at the 21-position of chlorophyll a.			C=Cc1c(C)c2n3c1C=C1C(C)=C(CC)C4=[N+]1[Mg-2]31n3c(c(C)c5c3=C(C3=[N+]1C(=C2)[C@@H](C)[C@@H]3CCC(=O)OC/C=C(\C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)[C-](C(=O)OC)C5=O)=C4	C55H71MgN4O5	InChI=1S/C55H72N4O5.Mg/c1-13-39-35(8)42-28-44-37(10)41(24-25-48(60)64-27-26-34(7)23-17-22-33(6)21-16-20-32(5)19-15-18-31(3)4)52(58-44)50-51(55(62)63-12)54(61)49-38(11)45(59-53(49)50)30-47-40(14-2)36(9)43(57-47)29-46(39)56-42;/h13,26,28-33,37,41H,1,14-25,27H2,2-12H3,(H-,56,57,58,59,61);/q-2;+2/p-1/b34-26+;/t32-,33-,37+,41+;/m1./s1	VSRAJQZEEBBURZ-ONWAGYJKSA-M		CHEBI:58416		
BASm0003444	4-hydroxy-L-proline	4-Hydroxy-L-proline is a hydroxylated form of the imino acid proline. A deficiency in ascorbic acid can result in impaired hydroxyproline formation. (PubChem CID:69248).	30724-02-08	Solid	O=C([O-])[C@@H]1CC(O)C[NH2+]1	C5H9NO3	InChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3?,4-/m0/s1	PMMYEEVYMWASQN-BKLSDQPFSA-N	131.0582432	CHEBI:58419	HMDB0006055	
BASm0003445	(2R,3S)-2,3-dihydroxy-2,3-dihydro-p-cumate			Expected Solid	CC(C)C1=CC=C(C(=O)[O-])[C@@H](O)[C@H]1O	C10H13O4	InChI=1S/C10H14O4/c1-5(2)6-3-4-7(10(13)14)9(12)8(6)11/h3-5,8-9,11-12H,1-2H3,(H,13,14)/p-1/t8-,9+/m0/s1	BUZNWVREDOAOGD-DTWKUNHWSA-M	197.0819325	CHEBI:58420		MMDBc0054809
BASm0003446	5-amino-6-(5-phospho-D-ribitylamino)uracil	5-Amino-6-(5'-phosphoribitylamino)uracil belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. 5-O-Phosphono-D-ribitol in which the hydroxy group at position 1 is substituted by the 6-amino group of 5,6-diaminopyrimidine-2,4(1H,3H)-dione. 5-Amino-6-(5'-phosphoribitylamino)uracil is an extremely weak basic (essentially neutral) compound (based on its pKa). 5-Amino-6-(5'-phosphoribitylamino)uracil exists in all living species, ranging from bacteria to humans. Outside of the human body, 5-Amino-6-(5'-phosphoribitylamino)uracil has been detected, but not quantified in, several different foods, such as chinese mustards, black-eyed pea, eggplants, limes, and kai-lans. This could make 5-amino-6-(5'-phosphoribitylamino)uracil a potential biomarker for the consumption of these foods. 5-Amino-6-(5'-phosphoribitylamino)uracil is expected to be in Cannabis as all living plants are known to produce and metabolize it.	71491-01-5	1	Nc1c(NC[C@H](O)[C@H](O)[C@H](O)COP(=O)([O-])[O-])[nH]c(=O)[nH]c1=O	C9H17N4O9P	InChI=1S/C9H17N4O9P/c10-5-7(12-9(18)13-8(5)17)11-1-3(14)6(16)4(15)2-22-23(19,20)21/h3-4,6,14-16H,1-2,10H2,(H2,19,20,21)(H3,11,12,13,17,18)/t3-,4+,6-/m0/s1	RQRINYISXYAZKL-RPDRRWSUSA-N	356.0733	CHEBI:58421		
BASm0003448	(4,5-dihydro-5-oxofuran-2-yl)-acetate			Expected Solid	O=C([O-])CC1=CCC(=O)O1	C6H5O4	InChI=1S/C6H6O4/c7-5(8)3-4-1-2-6(9)10-4/h1H,2-3H2,(H,7,8)/p-1	ZPEHSARSWGDCEX-UHFFFAOYSA-M	141.0193322	CHEBI:58425		MMDBc0054944
BASm0003449	N-Acetyl-D-Glucosaminyldiphosphodolichol, Human Uterine Homolog			Expected Solid	CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OCCC(C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O	C33H57NO12P2	InChI=1S/C33H59NO12P2/c1-23(2)12-8-13-24(3)14-9-15-25(4)16-10-17-26(5)18-11-19-27(6)20-21-43-47(39,40)46-48(41,42)45-33-30(34-28(7)36)32(38)31(37)29(22-35)44-33/h12,14,16,18,27,29-33,35,37-38H,8-11,13,15,17,19-22H2,1-7H3,(H,34,36)(H,39,40)(H,41,42)/p-2/b24-14+,25-16+,26-18-/t27?,29-,30-,31-,32-,33-/m1/s1	NSVKTXNITHYTDN-QQFUYBAXSA-L	721.3366974	CHEBI:58427		MMDBc0048914
BASm0003450	alpha,alpha-trehalose 6-phosphate	Dianion of alpha,alpha-trehalose 6-phosphate.			O=P([O-])([O-])OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O	C12H21O14P	InChI=1S/C12H23O14P/c13-1-3-5(14)7(16)9(18)11(24-3)26-12-10(19)8(17)6(15)4(25-12)2-23-27(20,21)22/h3-19H,1-2H2,(H2,20,21,22)/p-2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1	LABSPYBHMPDTEL-LIZSDCNHSA-L		CHEBI:58429		
BASm0003451	(S)-2-hydroxypropyl-coenzyme M			Expected Solid	C[C@H](O)CSCCS(=O)(=O)[O-]	C5H11O4S2	InChI=1S/C5H12O4S2/c1-5(6)4-10-2-3-11(7,8)9/h5-6H,2-4H2,1H3,(H,7,8,9)/p-1/t5-/m0/s1	QWNJCCLFGYAGRK-YFKPBYRVSA-M	199.0104248	CHEBI:58430		MMDBc0054855
BASm0003452	jasmonate	Jasmonic acid, also known as jasmonate, belongs to the class of organic compounds known as jasmonic acids. These are lipids containing or derived from a jasmonic acid, with a structure characterized by the presence of an alkene chain linked to a 2-(3-oxocyclopentyl)acetic acid moiety. Jasmonic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Jasmonic acid is expected to be in Cannabis as all living plants are known to produce and metabolize it.	59366-47-1		CC/C=C\C[C@H]1C(=O)CC[C@@H]1CC(=O)[O-]	C12H18O3	InChI=1S/C12H18O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h3-4,9-10H,2,5-8H2,1H3,(H,14,15)/b4-3-/t9-,10-/m1/s1	ZNJFBWYDHIGLCU-HWKXXFMVSA-N	210.1256	CHEBI:58431		
BASm0003453	histamine	Histamine is an amine derived by enzymatic decarboxylation of histidine. It is a powerful stimulant of gastric secretion, a constrictor of bronchial smooth muscle, a vasodilator, and also a centrally acting neurotransmitter. Histamine can be found in Photobacterium phosphoreum and Lactobacillus (PMID:17066936). Histamine belongs to the class of organic compounds known as 2-arylethylamines. These are primary amines that have the general formula RCCNH2, where R is an organic group. High amounts of histamine have been found in spinach, oats and ryes. Another foods such as green beans, broccoli, and beetroots also contain histamine but in lower concentrations. Histamine has also been detected but not quantified in several different foods, such as groundcherries, carobs, bok choy, biscuits, and longans.	51-45-6	Solid	[NH3+]CCc1c[nH]cn1	C5H9N3	InChI=1S/C5H9N3/c6-2-1-5-3-7-4-8-5/h3-4H,1-2,6H2,(H,7,8)	NTYJJOPFIAHURM-UHFFFAOYSA-N	111.0796473	CHEBI:58432	HMDB0000870	
BASm0003454	1D-myo-inositol 1-phosphate	myo-Inositol 6-phosphate, also known as I6P or Ins(6)P, belongs to the class of organic compounds known as inositol phosphates. Inositol phosphates are compounds containing a phosphate group attached to an inositol (or cyclohexanehexol) moiety. Inositol phosphate is an intermediate step in the metabolism of glucose-6-phosphate into myo-inositol. myo-Inositol is synthesized from glucose-6-phosphate (G-6-P) in two steps. First, G-6-P is isomerized by INYNA1 into myo-inositol 1-phosphate, which is then dephosphorylated by IMPA1 to give myo-inositol.	111901-84-9	Solid	O=P([O-])([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O	C6H13O9P	InChI=1S/C6H13O9P/c7-1-2(8)4(10)6(5(11)3(1)9)15-16(12,13)14/h1-11H,(H2,12,13,14)/t1-,2-,3-,4+,5-,6-/m1/s1	INAPMGSXUVUWAF-XCMZKKERSA-N	260.0297185	CHEBI:58433	HMDB0002985	
BASm0003455	cis,trans-4-hydroxymuconate semialdehyde			Expected Solid	O=C/C=C(O)\C=C/C(=O)[O-]	C6H5O4	InChI=1S/C6H6O4/c7-4-3-5(8)1-2-6(9)10/h1-4,8H,(H,9,10)/p-1/b2-1+,5-3-	NJOJKLHNRGFVOS-WFTYEQLWSA-M	141.0193322	CHEBI:58434		MMDBc0054799
BASm0003456	1-(5-phospho-beta-D-ribosyl)-5-[(5-phospho-beta-D-ribosylamino)methylideneamino]imidazole-4-carboxamide	1-(5-phosphoribosyl)-5-((5-phosphoribosylamino)methylideneamino)imidazole-4-carboxamide is an intermediate in the histidine biosynthesis pathway.  It is a substrate for the enzyme 1-(5-phosphoribosyl)-5-[(5-phosphoribosylamino)methylideneamino] imidazole-4-carboxamide isomerase which catalyzes the reaction 1-(5-phosphoribosyl)-5-((5-phosphoribosylamino)methylideneamino)imidazole-4-carboxamide = 5-((5-phospho-1-deoxyribulos-1-ylamino)methylideneamino)-1-(5-phosphoribosyl)imidazole-4-carboxamide		Expected Solid	NC(=O)c1ncn([C@@H]2O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]2O)c1/N=C/N[C@@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C15H21N5O15P2	InChI=1S/C15H25N5O15P2/c16-12(25)7-13(17-3-18-14-10(23)8(21)5(34-14)1-32-36(26,27)28)20(4-19-7)15-11(24)9(22)6(35-15)2-33-37(29,30)31/h3-6,8-11,14-15,21-24H,1-2H2,(H2,16,25)(H,17,18)(H2,26,27,28)(H2,29,30,31)/p-4/t5-,6-,8-,9-,10-,11-,14-,15-/m1/s1	QOUSHGMTBIIAHR-KEOHHSTQSA-J	573.0509381	CHEBI:58435		MMDBc0031790
BASm0003457	deamido-NAD(+)	Dianion of deamido-NAD(+) arising from deprotonation of phosphate and carboxylic acid functions.			Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H]([n+]3cccc(C(=O)[O-])c3)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	C21H24N6O15P2	InChI=1S/C21H26N6O15P2/c22-17-12-18(24-7-23-17)27(8-25-12)20-16(31)14(29)11(41-20)6-39-44(36,37)42-43(34,35)38-5-10-13(28)15(30)19(40-10)26-3-1-2-9(4-26)21(32)33/h1-4,7-8,10-11,13-16,19-20,28-31H,5-6H2,(H4-,22,23,24,32,33,34,35,36,37)/p-2/t10-,11-,13-,14-,15-,16-,19-,20-/m1/s1	SENPVEZBRZQVST-HISDBWNOSA-L		CHEBI:58437		
BASm0003458	thiamine acetate	An ammonium betaine that is the conjugate base of thiamine(1+) carboxylic acid arising from the deprotonation of the carboxy group.			Cc1ncc(C[n+]2csc(CC(=O)[O-])c2C)c(N)n1	C12H14N4O2S	InChI=1S/C12H14N4O2S/c1-7-10(3-11(17)18)19-6-16(7)5-9-4-14-8(2)15-12(9)13/h4,6H,3,5H2,1-2H3,(H2-,13,14,15,17,18)	QNGQHEBFAUOYHC-UHFFFAOYSA-N		CHEBI:58438		
BASm0003459	quinoline-4-carboxylate				O=C([O-])c1ccnc2ccccc12	C10H6NO2	InChI=1S/C10H7NO2/c12-10(13)8-5-6-11-9-4-2-1-3-7(8)9/h1-6H,(H,12,13)/p-1	VQMSRUREDGBWKT-UHFFFAOYSA-M	172.040402	CHEBI:58440		
BASm0003460	L-2-aminopentanoate			Expected Solid	CCC[C@H]([NH3+])C(=O)[O-]	C5H11NO2	InChI=1S/C5H11NO2/c1-2-3-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1	SNDPXSYFESPGGJ-BYPYZUCNSA-N	117.0789786	CHEBI:58441		MMDBc0054528
BASm0003461	pyrroloquinoline quinone		72909-34-3		O=C([O-])c1cc(C(=O)[O-])c2c(n1)C(=O)C(=O)c1cc(C(=O)[O-])[nH]c1-2	C14H6N2O8	InChI=1S/C14H6N2O8/c17-10-4-2-6(14(23)24)15-8(4)7-3(12(19)20)1-5(13(21)22)16-9(7)11(10)18/h1-2,15H,(H,19,20)(H,21,22)(H,23,24)	MMXZSJMASHPLLR-UHFFFAOYSA-N		CHEBI:58442		
BASm0003462	(2S)-2-[5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamido]succinate	SAICAR, also known as succinylaminoimidazolecarboxamide ribotide or phosphoribosylaminoimidazolesuccinocarboxamide, is a substrate for the multifunctional protein ADE2. SAICAR is an intermediate in purine metabolism. SAICAR is converted from 5-aminoimidazole-4-carboxyribonucleotide (CAIR) via phosphoribosylaminoimidazolesuccinocarboxamide synthetase (EC: 6.3.2.6) or SAICAR synthase. This enzyme catalyzes the eighth step in the biosynthesis of purine nucleotides. SAICAR (a ribotide) can lose its phosphate group leading to the appearance of a riboside known as succinylaminoimidazolecarboxamide riboside (SAICAriboside) in cerebrospinal fluid, in urine, and, to a lesser extent, in plasma. This particular riboside (called SAICAr) is characteristic of a heritable deficiency known as adenylosuccinate lyase deficiency (ADSL). On the other hand, the ribotide (SAICAR) is generally harmless and is an essential intermediate in purine metabolism. When present in sufficiently high levels, SAICAR can act as an oncometabolite. An oncometabolite is a compound that promotes tumour growth and survival. As an oncometabolite, high levels of SAICAR stimulate pyruvate kinase isoform M2 and promote cancer cell survival in glucose-limited conditions such as aerobic glycolysis (PMID: 23086999).	3031-95-6	Solid	Nc1c(C(=O)N[C@@H](CC(=O)[O-])C(=O)[O-])ncn1[C@@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C13H19N4O12P	InChI=1S/C13H19N4O12P/c14-10-7(11(22)16-4(13(23)24)1-6(18)19)15-3-17(10)12-9(21)8(20)5(29-12)2-28-30(25,26)27/h3-5,8-9,12,20-21H,1-2,14H2,(H,16,22)(H,18,19)(H,23,24)(H2,25,26,27)/t4?,5-,8-,9-,12-/m1/s1	NAQGHJTUZRHGAC-LBGUGVGYSA-N	454.0737086	CHEBI:58443	HMDB0000797	MMDBc0033033
BASm0003463	sn-glycero-3-phospho-1D-myo-inositol			Expected Solid	O=P([O-])(OC[C@H](O)CO)O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O	C9H18O11P	InChI=1S/C9H19O11P/c10-1-3(11)2-19-21(17,18)20-9-7(15)5(13)4(12)6(14)8(9)16/h3-16H,1-2H2,(H,17,18)/p-1/t3-,4-,5-,6+,7-,8-,9-/m1/s1	BMVUIWJCUQSHLZ-UJGXJMNGSA-M	333.059222	CHEBI:58444		MMDBc0056310
BASm0003464	anserine	Anserine (beta-alanyl-N-3-methylhistidine) is a dipeptide containing beta-alanine and 3-methylhistidine. It is a derivative of carnosine, which had been methylated. The methyl group of anserine is added to carnosine by the enzyme S-adenosylmethionine: carnosine N-methyltransferase (PMID: 29484990). The enzyme is closely related to histamine N-methyltransferase and appears to be present in a majority of anserine-producing species (PMID: 23705015). Anserine is a generally a more metabolically stable derivative of carnosine. Anserine can be found in the skeletal muscle and brain of certain mammals (rabbits, cattle), migratory fish and birds. This dipeptide is normally absent from human tissues and body fluids, and its appearance there is usually an artifact of diet. Anserine can also arise from serum carnosinase deficiency. (OMIM 212200). Anserine was first discovered in goose muscle in 1929, and was named after this extraction (anser is Latin for goose). Anserine, which is water-soluble, is found at high levels in the muscles of different non-human vertebrates, with poultry, rabbit, tuna, plaice, and salmon having generally higher contents than other marine foods, beef, or pork (PMID: 31908682). An increase of urinary anserine excretion has been found in humans after the consumption of chicken, rabbit, and tuna and has been associated with intake of chicken, salmon, and, to a lesser extent, beef (PMID: 31908682).  Anserine can undergo cleavage to give rise to 3-methylhistidine.(3-MH). The dipeptide balenine, common in some whales, cleaves to form 1-methylhistidine (1-MH) (PMID: 31908682).  There is considerable confusion with regard to the nomenclature of the methylated nitrogen atoms on the imidazole ring of histidine and other histidine-containing peptides such as anserine. In particular, older literature (mostly prior to the year 2000) designated anserine (N-pi methylated) as beta-alanyl-N1-methyl-histidine, whereas according to standard IUPAC nomenclature, anserine is correctly named as beta-alanyl-N3-methyl-histidine. As a result, many papers published prior to the year 2000 incorrectly identified 1MH as a specific marker for dietary consumption of certain foods or various pathophysiological effects when they really were referring to 3MH or vice versa (PMID: 24137022). In particular balenine (a whale or snake-specific dipeptide with 1MH) was often confused with anserine (the poultry dipeptide with 3MH). An animal model study of Alzheimer's disease using mice found that treatment with anserine reduced memory loss (PMID: 28974740). Anserine reduced glial inflammatory activity (particularly of astrocyte). The study also found that anserine-treated mice had greater pericyte surface area. The greater area of pericytes was commensurate with improved memory. The anserine-treated mice overall performed better on a spatial memory test (Morris Water Maze) (PMID: 28974740). A human study on 84 elderly subjects showed that subjects who took anserine and carnosine supplements for one year showed increased blood flow in the prefrontal cortex on MRI (PMID: 29896423).	584-85-0	Solid	CN1C=NC=C1C[C@H](NC(=O)CCN)C(O)=O	C10H16N4O3	InChI=1S/C10H16N4O3/c1-14-6-12-5-7(14)4-8(10(16)17)13-9(15)2-3-11/h5-6,8H,2-4,11H2,1H3,(H,13,15)(H,16,17)/t8-/m0/s1	MYYIAHXIVFADCU-QMMMGPOBSA-N	240.1222404	CHEBI:58445	HMDB0000194	
BASm0003465	13-hydroxylupanine	Conjugate acid of 13-hydroxylupanine.			O=C1CCC[C@@H]2[C@@H]3C[C@H](CN12)[C@H]1C[C@@H](O)CC[NH+]1C3	C15H25N2O2	InChI=1S/C15H24N2O2/c18-12-4-5-16-8-10-6-11(14(16)7-12)9-17-13(10)2-1-3-15(17)19/h10-14,18H,1-9H2/p+1/t10-,11-,12+,13-,14-/m1/s1	JVYKIBAJVKEZSQ-RKQHYHRCSA-O		CHEBI:58446		
BASm0003466	isovitexin		38953-85-4		O=c1cc(-c2ccc(O)cc2)oc2cc([O-])c([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(O)c12	C21H20O10	InChI=1S/C21H20O10/c22-7-14-17(26)19(28)20(29)21(31-14)16-11(25)6-13-15(18(16)27)10(24)5-12(30-13)8-1-3-9(23)4-2-8/h1-6,14,17,19-23,25-29H,7H2	MYXNWGACZJSMBT-UHFFFAOYSA-N		CHEBI:58447		
BASm0003467	L-thyroxine	Thyroxine (3,5,3′,5′-tetraiodothyronine) or T4 is one of two major hormones derived from the thyroid gland, the other being triiodothyronine (T3). The major form of thyroid hormone in the blood is thyroxine (T4), which has a longer half-life than T3. In humans, the ratio of T4 to T3 released into the blood is approximately 14:1. T4 is converted to the active T3 (three to four times more potent than T4) within cells by enzymes known as deiodinases (5′-iodinase). Thyroxine is synthesized via the iodination of tyrosines (monoiodotyrosine) and the coupling of iodotyrosines (diiodotyrosine) in the thyroglobulin. Iodine is critical to the synthesis of thyroxine and other thyroid hormones. Through a reaction with the enzyme thyroperoxidase, iodine is covalently bound to tyrosine residues found in the thyroglobulin protein, forming monoiodotyrosine (MIT) and diiodotyrosine (DIT). Linking two moieties of DIT produces thyroxine. Combining one molecule of MIT and one molecule of DIT produces triiodothyronine. Thyroxine is released from thyroglobulin by proteolysis and secreted into the blood. Iodide is actively absorbed from the bloodstream and concentrated in the thyroid follicles where thyroxine is produced. If there is a deficiency of dietary iodine, the thyroid enlarges in an attempt to trap more iodine, resulting in a condition called goitre. More specifically, the lack of thyroid hormones will lead to decreased negative feedback on the pituitary gland, leading to increased production of thyroid-stimulating hormone, which causes the thyroid to enlarge, leading to goitre. Thyroxine can be peripherally de-iodinated to form triiodothyronine which exerts a broad spectrum of stimulatory effects on cell metabolism.  Thyroid hormones function via a well-studied set of nuclear receptors, termed the thyroid hormone receptors. They act on nearly every cell in the body. In particular, thyroid hormones act to increase the basal metabolic rate, affect protein synthesis, help regulate long bone growth (synergy with growth hormone) and neural maturation, and increase the body's sensitivity to catecholamines (such as adrenaline) by permissiveness. The thyroid hormones are essential to proper development and differentiation of all cells of the human body. These hormones also regulate protein, fat, and carbohydrate metabolism, affecting how human cells use energetic compounds. They also stimulate vitamin metabolism. Numerous physiological and pathological stimuli influence thyroid hormone synthesis. Levothyroxine, a manufactured form of thyroxine, was the most prescribed medication in the United States with more than 114 million prescriptions.	51-48-9	Solid	[NH3+][C@@H](Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(=O)[O-]	C15H11I4NO4	InChI=1S/C15H11I4NO4/c16-8-4-7(5-9(17)13(8)21)24-14-10(18)1-6(2-11(14)19)3-12(20)15(22)23/h1-2,4-5,12,21H,3,20H2,(H,22,23)/t12-/m0/s1	XUIIKFGFIJCVMT-LBPRGKRZSA-N	776.6866815	CHEBI:58448	HMDB0000248	
BASm0003468	adenosine 5'-tetraphosphate		58337-43-2		Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C10H17N5O16P4	InChI=1S/C10H17N5O16P4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(28-10)1-27-33(21,22)30-35(25,26)31-34(23,24)29-32(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H,25,26)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1	WWMWAMFHUSTZTA-KQYNXXCUSA-N		CHEBI:58450		
BASm0003469	pyridoxamine 5'-phosphate	Pyridoxamine 5'-phosphate, also known as pyridoxamine phosphoric acid or pyridoxamine-p, belongs to the class of organic compounds known as pyridoxamine 5'-phosphates. These are heterocyclic aromatic compounds containing a pyridoxamine that carries a phosphate group at the 5'-position. Pyridoxamine 5'-phosphate is a very strong basic compound (based on its pKa). Pyridoxamine 5'-phosphate exists in all living species, ranging from bacteria to humans. Within humans, pyridoxamine 5'-phosphate participates in a number of enzymatic reactions. In particular, pyridoxamine 5'-phosphate can be biosynthesized from pyridoxamine through the action of the enzyme pyridoxal kinase. In addition, pyridoxamine 5'-phosphate can be converted into pyridoxal 5'-phosphate through its interaction with the enzyme pyridoxine-5'-phosphate oxidase. In humans, pyridoxamine 5'-phosphate is involved in vitamin B6 metabolism. Outside of the human body, Pyridoxamine 5'-phosphate is found, on average, in the highest concentration within milk (cow). Pyridoxamine 5'-phosphate has also been detected, but not quantified in, several different foods, such as lovages, small-leaf lindens, cocoa beans, american cranberries, and mango. This could make pyridoxamine 5'-phosphate a potential biomarker for the consumption of these foods. A vitamin B6 phosphate that is the phosphoric ester derivative of pyridoxamine. Pyridoxamine 5'-phosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.	529-96-4	1	Cc1ncc(COP(=O)([O-])[O-])c(C[NH3+])c1O	C8H13N2O5P	InChI=1S/C8H13N2O5P/c1-5-8(11)7(2-9)6(3-10-5)4-15-16(12,13)14/h3,11H,2,4,9H2,1H3,(H2,12,13,14)	ZMJGSOSNSPKHNH-UHFFFAOYSA-N	248.0562	CHEBI:58451		
BASm0003470	4-(phosphooxy)-L-threonine			Expected Solid	[NH3+][C@H](C(=O)[O-])[C@H](O)COP(=O)([O-])[O-]	C4H8NO7P	InChI=1S/C4H10NO7P/c5-3(4(7)8)2(6)1-12-13(9,10)11/h2-3,6H,1,5H2,(H,7,8)(H2,9,10,11)/p-2/t2-,3+/m1/s1	FKHAKIJOKDGEII-GBXIJSLDSA-L	213.0049358	CHEBI:58452		MMDBc0055461
BASm0003471	5-amino-6-(5-phospho-D-ribosylamino)uracil			Expected Solid	Nc1c(N[C@@H]2O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]2O)[nH]c(=O)[nH]c1=O	C9H13N4O9P	InChI=1S/C9H15N4O9P/c10-3-6(12-9(17)13-7(3)16)11-8-5(15)4(14)2(22-8)1-21-23(18,19)20/h2,4-5,8,14-15H,1,10H2,(H2,18,19,20)(H3,11,12,13,16,17)/p-2/t2-,4-,5-,8-/m1/s1	LZEXYCAGPMYXLX-UMMCILCDSA-L	352.0431122	CHEBI:58453		MMDBc0055552
BASm0003472	kynurenate	Kynurenic acid (KYNA) is a well-known endogenous antagonist of the glutamate ionotropic excitatory amino acid receptors N-methyl-D-aspartate (NMDA), alphaamino-3-hydroxy-5-methylisoxazole-4-propionic acid and kainate receptors and of the nicotine cholinergic subtype alpha 7 receptors. KYNA neuroprotective and anticonvulsive activities have been demonstrated in animal models of neurodegenerative diseases. Because of KYNA's neuromodulatory character, its involvement has been speculatively linked to the pathogenesis of a number of neurological conditions including those in the ageing process. Different patterns of abnormalities in various stages of KYNA metabolism in the CNS have been reported in Alzheimer's disease, Parkinson's disease and Huntington's disease. In HIV-1-infected patients and in patients with Lyme neuroborreliosis a marked rise of KYNA metabolism was seen. In the ageing process KYNA metabolism in the CNS of rats shows a characteristic pattern of changes throughout the life span. A marked increase of the KYNA content in the CNS occurs before the birth, followed by a dramatic decline on the day of birth. A low activity was seen during ontogenesis, and a slow and progressive enhancement occurs during maturation and ageing. This remarkable profile of KYNA metabolism alterations in the mammalian brain has been suggested to result from the development of the organisation of neuronal connections and synaptic plasticity, development of receptor recognition sites, maturation and ageing. There is significant evidence that KYNA can improve cognition and memory, but it has also been demonstrated that it interferes with working memory. Impairment of cognitive function in various neurodegenerative disorders is accompanied by profound reduction and/or elevation of KYNA metabolism. The view that enhancement of CNS KYNA levels could underlie cognitive decline is supported by the increased KYNA metabolism in Alzheimer's disease, by the increased KYNA metabolism in down's syndrome and the enhancement of KYNA function during the early stage of Huntington's disease. Kynurenic acid is the only endogenous N-methyl-D-aspartate (NMDA) receptor antagonist identified up to now, that mediates glutamatergic hypofunction. Schizophrenia is a disorder of dopaminergic neurotransmission, but modulation of the dopaminergic system by glutamatergic neurotransmission seems to play a key role. Despite the NMDA receptor antagonism, kynurenic acid also blocks, in lower doses, the nicotinergic acetycholine receptor, i.e., increased kynurenic acid levels can explain psychotic symptoms and cognitive deterioration. Kynurenic acid levels are described to be higher in the cerebrospinal fluid (CSF) and in critical central nervous system (CNS) regions of schizophrenics as compared to controls. (PMID: 17062375 , 16088227). KYNA has also been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821).	492-27-3	Solid	O=C([O-])c1cc(O)c2ccccc2n1	C10H7NO3	InChI=1S/C10H7NO3/c12-9-5-8(10(13)14)11-7-4-2-1-3-6(7)9/h1-5H,(H,11,12)(H,13,14)	HCZHHEIFKROPDY-UHFFFAOYSA-N	189.0425931	CHEBI:58454	HMDB0000715	
BASm0003473	L-2-aminohexanoate	L-Norleucine, also known as L-aminohexanoate or caprine, belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. Thus, L-norleucine is considered to be a fatty acid lipid molecule. An unnatural amino acid that is used experimentally to study protein structure and function. L-Norleucine is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. L-Norleucine exists in all eukaryotes, ranging from yeast to humans. Outside of the human body, L-Norleucine has been detected, but not quantified in cow milk. This could make L-norleucine a potential biomarker for the consumption of these foods. It binds reversibly to the kringle domain of plasminogen and blocks the binding of plasminogen to fibrin and its activation to plasmin.	327-57-1	Solid	CCCC[C@H]([NH3+])C(=O)[O-]	C6H13NO2	InChI=1S/C6H13NO2/c1-2-3-4-5(7)6(8)9/h5H,2-4,7H2,1H3,(H,8,9)/t5-/m0/s1	LRQKBLKVPFOOQJ-YFKPBYRVSA-N	131.0946287	CHEBI:58455	HMDB0001645	
BASm0003475	(R)-2-hydroxypropyl-coenzyme M			Expected Solid	C[C@@H](O)CSCCS(=O)(=O)[O-]	C5H11O4S2	InChI=1S/C5H12O4S2/c1-5(6)4-10-2-3-11(7,8)9/h5-6H,2-4H2,1H3,(H,7,8,9)/p-1/t5-/m1/s1	QWNJCCLFGYAGRK-RXMQYKEDSA-M	199.0104248	CHEBI:58458		MMDBc0055030
BASm0003476	13-(2-methylcrotonoyloxy)lupanine				C/C=C(\C)C(=O)O[C@H]1CC[NH+]2C[C@H]3C[C@H](CN4C(=O)CCC[C@H]34)[C@H]2C1	C20H30N2O3	InChI=1S/C20H30N2O3/c1-3-13(2)20(24)25-16-7-8-21-11-14-9-15(18(21)10-16)12-22-17(14)5-4-6-19(22)23/h3,14-18H,4-12H2,1-2H3	UPVPJQNTGLTBPC-UHFFFAOYSA-N	346.2256428	CHEBI:58460		
BASm0003477	4-O-deacetylvindoline	A vinca alkaloid cation that is the conjugate acid of 17-O-deacetylvindoline.			CC[C@]12C=CC[NH+]3CC[C@@]4(c5ccc(OC)cc5N(C)[C@H]4[C@@](O)(C(=O)OC)[C@@H]1O)[C@@H]32	C23H31N2O5	InChI=1S/C23H30N2O5/c1-5-21-9-6-11-25-12-10-22(17(21)25)15-8-7-14(29-3)13-16(15)24(2)18(22)23(28,19(21)26)20(27)30-4/h6-9,13,17-19,26,28H,5,10-12H2,1-4H3/p+1/t17-,18+,19+,21+,22+,23-/m0/s1	ZDKMPOJNYNVYLA-PEGGBQQISA-O		CHEBI:58461		
BASm0003478	7,8-dihydroneopterin 3'-triphosphate				Nc1nc2c(c(=O)[nH]1)N=C([C@H](O)[C@H](O)COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])CN2	C9H12N5O13P3	InChI=1S/C9H16N5O13P3/c10-9-13-7-5(8(17)14-9)12-3(1-11-7)6(16)4(15)2-25-29(21,22)27-30(23,24)26-28(18,19)20/h4,6,15-16H,1-2H2,(H,21,22)(H,23,24)(H2,18,19,20)(H4,10,11,13,14,17)/p-4/t4-,6+/m1/s1	DGGUVLXVLHAAGT-XINAWCOVSA-J	490.964445	CHEBI:58462		
BASm0003479	(7S)-salutaridinol				COC1=C[C@]23CC[NH+](C)[C@H](Cc4ccc(OC)c(O)c42)C3=C[C@@H]1O	C19H23NO4	InChI=1S/C19H23NO4/c1-20-7-6-19-10-16(24-3)14(21)9-12(19)13(20)8-11-4-5-15(23-2)18(22)17(11)19/h4-5,9-10,13-14,21-22H,6-8H2,1-3H3	LLSADFZHWMEBHH-UHFFFAOYSA-N		CHEBI:58463		
BASm0003482	lipid A disaccharide (E. coli)			Expected Solid	CCCCCCCCCCC[C@@H](O)CC(=O)N[C@H]1[C@H](OC[C@H]2O[C@H](OP(=O)([O-])[O-])[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1OC(=O)C[C@H](O)CCCCCCCCCCC	C68H127N2O20P	InChI=1S/C68H129N2O20P/c1-5-9-13-17-21-25-29-33-37-41-51(72)45-57(76)69-61-65(88-59(78)47-53(74)43-39-35-31-27-23-19-15-11-7-3)63(80)55(49-71)86-67(61)85-50-56-64(81)66(89-60(79)48-54(75)44-40-36-32-28-24-20-16-12-8-4)62(68(87-56)90-91(82,83)84)70-58(77)46-52(73)42-38-34-30-26-22-18-14-10-6-2/h51-56,61-68,71-75,80-81H,5-50H2,1-4H3,(H,69,76)(H,70,77)(H2,82,83,84)/p-2/t51-,52-,53-,54-,55-,56-,61-,62-,63-,64-,65-,66-,67-,68-/m1/s1	HLDJGHAAKRKPAV-QDORLFPLSA-L	1322.871981	CHEBI:58466		MMDBc0054551
BASm0003483	5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide	This compound is an intermediate in purine metabolism, where it is the byproduct of phosphoribosylaminoimidazolecarboxamide formyltransferase (EC 2.1.2.3) and IMP cyclohydrolase (EC 3.5.4.10). It is also a byproduct of Ligases (EC 6.3.4.-).	13018-54-7	Solid	NC(=O)c1ncn([C@@H]2O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]2O)c1NC=O	C10H15N4O9P	InChI=1S/C10H15N4O9P/c11-8(18)5-9(13-3-15)14(2-12-5)10-7(17)6(16)4(23-10)1-22-24(19,20)21/h2-4,6-7,10,16-17H,1H2,(H2,11,18)(H,13,15)(H2,19,20,21)/t4-,6-,7-,10-/m1/s1	ABCOOORLYAOBOZ-KQYNXXCUSA-N	366.0576646	CHEBI:58467	HMDB0001439	
BASm0003484	1D-myo-inositol 4-phosphate	D-myo-Inositol 4-phosphate, also known as inositol 4-phosphoric acid, belongs to the class of organic compounds known as inositol phosphates. Inositol phosphates are compounds containing a phosphate group attached to an inositol (or cyclohexanehexol) moiety. D-myo-Inositol 4-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Within humans, D-myo-inositol 4-phosphate participates in a number of enzymatic reactions. In particular, D-myo-inositol 4-phosphate can be biosynthesized from D-myo-inositol 1,4-bisphosphate through its interaction with the enzyme inositol polyphosphate 1-phosphatase. In addition, D-myo-inositol 4-phosphate can be converted into myo-inositol through its interaction with the enzyme inositol monophosphatase 1.	69256-52-6	Solid	O=P([O-])([O-])O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O	C6H13O9P	InChI=1S/C6H13O9P/c7-1-2(8)4(10)6(5(11)3(1)9)15-16(12,13)14/h1-11H,(H2,12,13,14)/t1-,2-,3-,4+,5-,6-/m0/s1	INAPMGSXUVUWAF-CNWJWELYSA-N	260.0297185	CHEBI:58469	HMDB0001313	
BASm0003485	apigenin	Apigenin is a plant-derived flavonoid that has significant promise as a skin cancer chemopreventive agent. Apigenin inhibits the expression of involucrin (hINV), a marker of keratinocyte differentiation, is increased by differentiating agents via a protein kinase Cdelta (PKCdelta), Ras, MEKK1, and MEK3 cascade that increases AP1 factor level and AP1 factor binding to DNA elements in the hINV promoter. Apigenin suppresses the 12-O-tetradeconylphorbol-13-acetate-dependent increase in AP1 factor expression and binding to the hINV promoter. Apigenin also inhibits the increase in promoter activity observed following overexpression of PKCdelta, constitutively active Ras, or MEKK1. The suppression of PKCdelta activity is associated with reduced phosphorylation of PKCdelta-Y311. Activation of hINV promoter activity by the green tea polyphenol, (-)-epigellocathecin-3-gallate, is also inhibited by apigenin, suggesting that the two chemopreventive agents can produce opposing actions in keratinocytes (PMID: 16982614). Apigenin, a flavone abundantly found in fruits and vegetables, exhibits antiproliferative, anti-inflammatory, and antimetastatic activities through poorly defined mechanisms. This flavonoid provides selective activity to promote caspase-dependent-apoptosis of leukemia cells and uncover an essential role of PKCdelta during the induction of apoptosis by apigenin (PMID: 16844095). Apigenin markedly induces the expression of death receptor 5 (DR5) and synergistically acts with exogenous soluble recombinant human tumor necrosis factor-related apoptosis-inducing ligand (TRAIL) to induce apoptosis in malignant tumor cells. On the other hand, apigenin-mediated induction of DR5 expression is not observed in normal human peripheral blood mononuclear cells. Moreover, apigenin does not sensitize normal human peripheral blood mononuclear cells to TRAIL-induced apoptosis (PMID: 16648565).	520-36-5	Solid	O=c1cc(-c2ccc(O)cc2)oc2cc([O-])cc(O)c12	C15H10O5	InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-7,16-18H	KZNIFHPLKGYRTM-UHFFFAOYSA-N	270.0528234	CHEBI:58470	HMDB0002124	
BASm0003486	bilirubin IXalpha bis-beta-D-glucuronoside	Bilirubin diglucuronide is a water soluble version of bilirubin. E. coli living in the mammalian gut can use this compound as a substrate for growth.  Bilirubin glucuronides are water-soluble.	17459-92-6	Solid	C=CC1=C(C)/C(=C\c2[nH]c(Cc3[nH]c(/C=C4/NC(=O)C(C)=C4C=C)c(C)c3CCC(=O)O[C@@H]3O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]3O)c(CCC(=O)O[C@@H]3O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]3O)c2C)NC1=O	C45H52N4O18	InChI=1S/C45H52N4O18/c1-7-20-19(6)40(58)49-27(20)14-25-18(5)23(10-12-31(51)65-45-37(57)33(53)35(55)39(67-45)43(62)63)29(47-25)15-28-22(17(4)24(46-28)13-26-16(3)21(8-2)41(59)48-26)9-11-30(50)64-44-36(56)32(52)34(54)38(66-44)42(60)61/h7-8,13-14,32-39,44-47,52-57H,1-2,9-12,15H2,3-6H3,(H,48,59)(H,49,58)(H,60,61)(H,62,63)/b26-13-,27-14-/t32-,33-,34-,35-,36+,37+,38-,39-,44+,45+/m0/s1	SCJLWMXOOYZBTH-BTVQFETGSA-N	936.3276609	CHEBI:58471	HMDB03325	
BASm0003487	Beta-1,4-D-Mannosylchitobiosyldiphosphodolichol	Beta-1,4-D-Mannosylchitobiosyldiphosphodolichol is a lipid-linked oligosaccharide. It is part of the N-glycan biosynthesis pathway. Beta-1,4-D-Mannosylchitobiosyldiphosphodolichol is formed by chitobiosyldiphosphodolichol beta-mannosyltransferase (EC 2.4.1.142) via the reaction: GDP-mannose + chitobiosyldiphosphodolichol = GDP + beta-(1->4)-D-mannosylchitobiosyldiphosphodolichol. It is also a reactant or product of glycolipid 3-alpha-mannosyltransferase or mannosyltransferase II. This enzyme transfers an alpha-D-mannosyl residue from GDP-mannose to a lipid-linked (dolichol) oligosaccharide, forming an alpha-(1->3)-D-mannosyl-D-mannose linkage.		Solid	CC(=O)N[C@H]1[C@H](O[C@H]2[C@H](O)[C@@H](NC(C)=O)[C@@H](OP(=O)([O-])OP(=O)([O-])OCCC(C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@@H]2CO)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H]1O	C47H82N2O22P2	InChI=1S/C47H82N2O22P2/c1-26(2)13-9-14-27(3)15-10-16-28(4)17-11-18-29(5)19-12-20-30(6)21-22-64-72(60,61)71-73(62,63)70-46-37(49-32(8)54)40(57)43(35(25-52)67-46)68-45-36(48-31(7)53)39(56)44(34(24-51)66-45)69-47-42(59)41(58)38(55)33(23-50)65-47/h13,15,17,19,30,33-47,50-52,55-59H,9-12,14,16,18,20-25H2,1-8H3,(H,48,53)(H,49,54)(H,60,61)(H,62,63)/t30?,33-,34-,35-,36-,37-,38-,39-,40-,41+,42+,43-,44-,45+,46-,47+/m1/s1	CMBCFQGXXHOGEH-AOTUEMALSA-N	1088.483446	CHEBI:58472	HMDB0011673	MMDBc0032943
BASm0003488	codeinone				COc1ccc2c3c1O[C@H]1C(=O)C=C[C@H]4[C@@H](C2)[NH+](C)CC[C@]314	C18H19NO3	InChI=1S/C18H19NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3-6,11-12,17H,7-9H2,1-2H3	XYYVYLMBEZUESM-UHFFFAOYSA-N	297.1364935	CHEBI:58473		
BASm0003489	2-hydroxy-1,4-benzoquinone			Expected Solid	O=C1C=CC(=O)C([O-])=C1	C6H4O3	InChI=1S/C6H4O3/c7-4-1-2-5(8)6(9)3-4/h1-3,9H	GPLIMIJPIZGPIF-UHFFFAOYSA-N	124.016044	CHEBI:58474		MMDBc0054168
BASm0003490	5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide	An organophosphate oxoanion resulting from the removal of both protons from the phosphate group of 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide. It is the major species at pH 7.3.			NC(=O)c1ncn([C@@H]2O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]2O)c1N	C9H13N4O8P	InChI=1S/C9H15N4O8P/c10-7-4(8(11)16)12-2-13(7)9-6(15)5(14)3(21-9)1-20-22(17,18)19/h2-3,5-6,9,14-15H,1,10H2,(H2,11,16)(H2,17,18,19)/p-2/t3-,5-,6-,9-/m1/s1	NOTGFIUVDGNKRI-UUOKFMHZSA-L		CHEBI:58475		
BASm0003491	(2S)-2-acetolactate			Expected Solid	CC(=O)[C@](C)(O)C(=O)[O-]	C5H7O4	InChI=1S/C5H8O4/c1-3(6)5(2,9)4(7)8/h9H,1-2H3,(H,7,8)/p-1/t5-/m0/s1	NMDWGEGFJUBKLB-YFKPBYRVSA-M	131.0349823	CHEBI:58476		MMDBc0054849
BASm0003492	N(omega)-phospho-L-arginine	L-Phosphoarginine is found in crustaceans. L-Phosphoarginine is a constituent of crayfish muscle	1189-11-3	Solid	[NH2+]=C(NCCC[C@H]([NH3+])C(=O)[O-])NP(=O)([O-])[O-]	C6H15N4O5P	InChI=1S/C6H15N4O5P/c7-4(5(11)12)2-1-3-9-6(8)10-16(13,14)15/h4H,1-3,7H2,(H,11,12)(H5,8,9,10,13,14,15)	CCTIOCVIZPCTGO-UHFFFAOYSA-N	254.0780061	CHEBI:58477	HMDB0029438	
BASm0003493	N-formimidoylglycine				[NH2+]=CNCC(=O)[O-]	C3H6N2O2	InChI=1S/C3H6N2O2/c4-2-5-1-3(6)7/h2H,1H2,(H2,4,5)(H,6,7)	LLKCTZRWBHOKFF-UHFFFAOYSA-N	102.0429274	CHEBI:58479		
BASm0003494	N-[(R)-pantothenoyl]-L-cysteine				CC(C)(CO)[C@@H](O)C(=O)NCCC(=O)N[C@@H](CS)C(=O)[O-]	C12H22N2O6S	InChI=1S/C12H22N2O6S/c1-12(2,6-15)9(17)10(18)13-4-3-8(16)14-7(5-21)11(19)20/h7,9,15,17,21H,3-6H2,1-2H3,(H,13,18)(H,14,16)(H,19,20)/t7-,9-/m0/s1	QSYCTARXWYLMOF-CBAPKCEASA-N		CHEBI:58480		
BASm0003495	coclaurine		2196-60-3		COc1cc2c(cc1O)C(Cc1ccc(O)cc1)[NH2+]CC2	C17H19NO3	InChI=1S/C17H19NO3/c1-21-17-9-12-6-7-18-15(14(12)10-16(17)20)8-11-2-4-13(19)5-3-11/h2-5,9-10,15,18-20H,6-8H2,1H3	LVVKXRQZSRUVPY-UHFFFAOYSA-N		CHEBI:58481		
BASm0003496	norcoclaurine				Oc1ccc(CC2[NH2+]CCc3cc(O)c(O)cc32)cc1	C16H18NO3	InChI=1S/C16H17NO3/c18-12-3-1-10(2-4-12)7-14-13-9-16(20)15(19)8-11(13)5-6-17-14/h1-4,8-9,14,17-20H,5-7H2/p+1	WZRCQWQRFZITDX-UHFFFAOYSA-O	272.1281199	CHEBI:58482		
BASm0003497	2-C-methyl-D-erythritol 2,4-cyclic diphosphate	2-c-methyl-D-erythritol-2,4-cyclodiphosphate is a member of the chemical class known as Organic Pyrophosphates. These are organic compounds containing the pyrophosphate oxoanion, with the structure OP([O-])(=O)OP(O)([O-])=O.	143488-44-2	Expected Solid	C[C@@]1(CO)OP(=O)([O-])OP(=O)([O-])OC[C@H]1O	C5H10O9P2	InChI=1S/C5H12O9P2/c1-5(3-6)4(7)2-12-15(8,9)14-16(10,11)13-5/h4,6-7H,2-3H2,1H3,(H,8,9)(H,10,11)/p-2/t4-,5+/m1/s1	SFRQRNJMIIUYDI-UHNVWZDZSA-L	275.9800049	CHEBI:58483		MMDBc0029792
BASm0003498	1D-myo-inositol 1,2-cyclic phosphate	Inositol cyclic phosphate is a substrate for Annexin A3.	43119-57-9	Solid	O=P1([O-])O[C@@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H]2O1	C6H11O8P	InChI=1S/C6H11O8P/c7-1-2(8)4(10)6-5(3(1)9)13-15(11,12)14-6/h1-10H,(H,11,12)/t1-,2-,3+,4+,5-,6+/m0/s1	SXHMVNXROAUURW-FTYOSCRSSA-N	242.0191538	CHEBI:58484	HMDB0001125	
BASm0003499	(3R)-3-hydroxy-16-methoxy-2,3-dihydrotabersonine				CC[C@]12C=CC[NH+]3CC[C@@]4(c5ccc(OC)cc5N[C@H]4[C@@](O)(C(=O)OC)C1)[C@@H]32	C22H28N2O4	InChI=1S/C22H28N2O4/c1-4-20-8-5-10-24-11-9-21(18(20)24)15-7-6-14(27-2)12-16(15)23-17(21)22(26,13-20)19(25)28-3/h5-8,12,17-18,23,26H,4,9-11,13H2,1-3H3	MLIQIRKAHMVCDD-UHFFFAOYSA-N	384.2049074	CHEBI:58485		
BASm0003500	2'-deoxymugineate				O=C([O-])[C@H](CC[NH+]1CC[C@H]1C(=O)[O-])[NH2+]CC[C@H](O)C(=O)[O-]	C12H20N2O7	InChI=1S/C12H20N2O7/c15-9(12(20)21)1-4-13-7(10(16)17)2-5-14-6-3-8(14)11(18)19/h7-9,13,15H,1-6H2,(H,16,17)(H,18,19)(H,20,21)	CUZKLRTTYZOCSD-UHFFFAOYSA-N		CHEBI:58487		
BASm0003501	3-epihydroxymugineate		74235-23-7		O=C([O-])[C@@H]([NH2+]CC[C@H](O)C(=O)[O-])[C@@H](O)CN1C[C@H](O)[C@H]1C(=O)[O-]	C12H20N2O9	InChI=1S/C12H20N2O9/c15-5(10(18)19)1-2-13-8(11(20)21)6(16)3-14-4-7(17)9(14)12(22)23/h5-9,13,15-17H,1-4H2,(H,18,19)(H,20,21)(H,22,23)	QPIOQLJXMZWNFJ-UHFFFAOYSA-N		CHEBI:58488		
BASm0003502	5-guanidino-2-oxopentanoate	2-Oxoarginine is a guanidino compound metabolite of arginine catabolism. 2-Oxoarginine levels are increased in patients with argininemia (OMIM:207800). Argininemia, characterized by arginase deficiency (EC 3.5.3.1, catalyzes the last step of the urea cycle) is an autosomal recessive inborn error of metabolism caused by a defect in the final step in the urea cycle, the hydrolysis of arginine to urea and ornithine. Accumulation of arginine metabolites (such as guanidino compounds) especially 2-oxoarginine, may produce the central nervous system damage in argininemia. (PMID: 3433275 , 1588833 , 1690873 , 819629). 2-Oxoarginine has also been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821).	3715-10-04	Solid	NC(=[NH2+])NCCCC(=O)C(=O)[O-]	C6H11N3O3	InChI=1S/C6H11N3O3/c7-6(8)9-3-1-2-4(10)5(11)12/h1-3H2,(H,11,12)(H4,7,8,9)	ARBHXJXXVVHMET-UHFFFAOYSA-N	173.0800412	CHEBI:58489	HMDB0004225	
BASm0003503	(+)-8'-hydroxyabscisate			Expected Solid	CC1=CC(=O)C[C@](C)(CO)[C@@]1(O)/C=C/C(C)=C\C(=O)[O-]	C15H19O5	InChI=1S/C15H20O5/c1-10(6-13(18)19)4-5-15(20)11(2)7-12(17)8-14(15,3)9-16/h4-7,16,20H,8-9H2,1-3H3,(H,18,19)/p-1/b5-4+,10-6-/t14-,15-/m1/s1	AVFORCKFTWHFAR-ZSIFGTMLSA-M	279.1237973	CHEBI:58490		MMDBc0052729
BASm0003504	L-prolinamide		7531-52-4		NC(=O)[C@@H]1CCC[NH2+]1	C5H11N2O	InChI=1S/C5H10N2O/c6-5(8)4-2-1-3-7-4/h4,7H,1-3H2,(H2,6,8)/p+1/t4-/m0/s1	VLJNHYLEOZPXFW-BYPYZUCNSA-O		CHEBI:58495		
BASm0003507	6-acetamido-3-aminohexanoate			Expected Solid		C8H16N2O3		MBZWIPOSTWTKSV-UHFFFAOYNA-N	188.1160924	CHEBI:58498		MMDBc0054931
BASm0003508	L-pyrrolysine			Expected Solid	[H][C@](N)(CCCCN=C(O)[C@]1([H])N=CC[C@@]1([H])C)C(O)=O	C12H21N3O3	InChI=1S/C12H21N3O3/c1-8-5-7-14-10(8)11(16)15-6-3-2-4-9(13)12(17)18/h7-10H,2-6,13H2,1H3,(H,15,16)(H,17,18)/t8-,9+,10-/m1/s1	ZFOMKMMPBOQKMC-KXUCPTDWSA-N	255.1582916	CHEBI:58499		MMDBc0054543
BASm0003509	(7R)-7-aminocephalosporanate			Expected Solid	CC(=O)OCC1=C(C(=O)[O-])N2C(=O)[C@@H]([NH3+])[C@H]2SC1	C10H12N2O5S	InChI=1S/C10H12N2O5S/c1-4(13)17-2-5-3-18-9-6(11)8(14)12(9)7(5)10(15)16/h6,9H,2-3,11H2,1H3,(H,15,16)/t6-,9-/m1/s1	HSHGZXNAXBPPDL-HZGVNTEJSA-N	272.0466922	CHEBI:58501		MMDBc0054077
BASm0003510	adenosylcob(III)inamide phosphate			Expected Solid	CC1=C2N3[C@H]([C@H](CC(N)=O)[C@@]2(C)CCC(=O)NC[C@@H](C)OP(=O)([O-])[O-])[C@]2(C)[N+]4=C(C(C)=C5[N+]6=C(C=C7[N+](=C1[C@@H](CCC(N)=O)C7(C)C)[Co-2]364C[C@H]1O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]1O)[C@@H](CCC(N)=O)[C@]5(C)CC(N)=O)[C@@H](CCC(N)=O)[C@]2(C)CC(N)=O	C58H83CoN16O14P	InChI=1S/C48H74N11O11P.C10H12N5O3.Co/c1-23(70-71(67,68)69)22-55-38(66)16-17-45(6)29(18-35(52)63)43-48(9)47(8,21-37(54)65)28(12-15-34(51)62)40(59-48)25(3)42-46(7,20-36(53)64)26(10-13-32(49)60)30(56-42)19-31-44(4,5)27(11-14-33(50)61)39(57-31)24(2)41(45)58-43;1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15;/h19,23,26-29,43H,10-18,20-22H2,1-9H3,(H16,49,50,51,52,53,54,55,56,57,58,59,60,61,62,63,64,65,66,67,68,69);2-4,6-7,10,16-17H,1H2,(H2,11,12,13);/q;;+2/p-3/t23-,26-,27-,28-,29+,43-,45-,46+,47+,48+;4-,6-,7-,10-;/m11./s1	MQCMBMUJJHSGIF-QMUWONGRSA-K	1317.534971	CHEBI:58502		MMDBc0055684
BASm0003511	adenosylcob(III)yrinate a,c-diamide			Expected Solid	C/C1=C2/N([Co+]C[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)[C@H]([C@H](CC(=O)[O-])[C@@]2(C)CCC(=O)[O-])[C@]2(C)N=C(/C(C)=C3\N=C(/C=C4\N=C1[C@@H](CCC(=O)[O-])C4(C)C)[C@@H](CCC(=O)[O-])[C@]3(C)CC(N)=O)[C@@H](CCC(=O)[O-])[C@]2(C)CC(N)=O	C55H68CoN11O15	InChI=1S/C45H62N6O12.C10H12N5O3.Co/c1-21-36-24(10-13-32(56)57)41(3,4)28(49-36)18-27-23(9-12-31(54)55)43(6,19-29(46)52)39(48-27)22(2)37-25(11-14-33(58)59)44(7,20-30(47)53)45(8,51-37)40-26(17-35(62)63)42(5,38(21)50-40)16-15-34(60)61;1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15;/h18,23-26,40H,9-17,19-20H2,1-8H3,(H10,46,47,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62,63);2-4,6-7,10,16-17H,1H2,(H2,11,12,13);/q;;+2/p-6/t23-,24-,25-,26+,40-,42-,43+,44+,45+;4-,6-,7-,10-;/m11./s1	OCNLJCZKGHKJGF-NQYRMHKHSA-H	1181.425024	CHEBI:58503		MMDBc0055687
BASm0003512	adenosylcob(III)yrate			Expected Solid	CC1=C2N3[C@H]([C@H](CC(N)=O)[C@@]2(C)CCC(=O)[O-])[C@]2(C)[N+]4=C(C(C)=C5[N+]6=C(C=C7[N+](=C1[C@@H](CCC(N)=O)C7(C)C)[Co-2]364C[C@H]1O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]1O)[C@@H](CCC(N)=O)[C@]5(C)CC(N)=O)[C@@H](CCC(N)=O)[C@]2(C)CC(N)=O	C55H76CoN15O11	InChI=1S/C45H66N10O8.C10H12N5O3.Co/c1-21-36-24(10-13-30(47)57)41(3,4)28(53-36)18-27-23(9-12-29(46)56)43(6,19-33(50)60)39(52-27)22(2)37-25(11-14-31(48)58)44(7,20-34(51)61)45(8,55-37)40-26(17-32(49)59)42(5,38(21)54-40)16-15-35(62)63;1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15;/h18,23-26,40H,9-17,19-20H2,1-8H3,(H14,46,47,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62,63);2-4,6-7,10,16-17H,1H2,(H2,11,12,13);/q;;+2/p-2/t23-,24-,25-,26+,40-,42-,43+,44+,45+;4-,6-,7-,10-;/m11./s1	AXZSUSWNAXMBBB-NQYRMHKHSA-L	1181.518067	CHEBI:58504		MMDBc0055686
BASm0003513	angiotensin II	Angiotensin II is a hormone that may act on the central nervous system to regulate renal sympathetic nerve activity, renal function, and, therefore, blood pressure. Angiotensin II is produced locally within the kidney and mediates tissue injury through a series of nonhemodynamic effects. angiotensin II is not only involved in the regulation of blood pressure, water and sodium homeostasis, and control of other neurohumoral systems, but also leads to excessive production of reactive oxygen species and to hypertrophy, proliferation, migration, and apoptosis of vascular cells. Angiotensin II is one of the main factors involved in hypertension-induced tissue damage. This peptide regulates the inflammatory process. Angiotensin II activates circulating cells, and participates in their adhesion to the activated endothelium and subsequent transmigration through the synthesis of adhesion molecules, chemokines and cytokines. Among the intracellular signals involved in angiotensin II-induced inflammation, the production of reactive oxygen species and the activation of nuclear factor-kappaB are the best known. Classical, well-defined actions of Angiotensin II in the brain include the regulation of hormone formation and release, the control of the central and peripheral sympathoadrenal systems, and the regulation of water and sodium intake. As a consequence of changes in the hormone, sympathetic and electrolyte systems, feedback mechanisms in turn modulate the activity of the brain Angiotensin II systems. There are two Angiotensin II systems in the brain. The discovery of brain Angiotensin II receptors located in neurons inside the blood brain barrier confirmed the existence of an endogenous brain Angiotensin II system, responding to Angiotensin II generated in and/or transported into the brain. In addition, Angiotensin II receptors in circumventricular organs and in cerebrovascular endothelial cells respond to circulating Angiotensin II of peripheral origin. Thus, the brain responds to both circulating and tissue Angiotensin II, and the two systems are integrated. (PMID: 17147923, 16672146, 16601568, 16481883, 16075377).	11128-99-7	Solid	CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](NC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@@H]([NH3+])CC(=O)[O-])C(C)C)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)[O-]	C50H71N13O12	InChI=1S/C50H71N13O12/c1-5-28(4)41(47(72)59-36(23-31-25-54-26-56-31)48(73)63-20-10-14-38(63)45(70)60-37(49(74)75)22-29-11-7-6-8-12-29)62-44(69)35(21-30-15-17-32(64)18-16-30)58-46(71)40(27(2)3)61-43(68)34(13-9-19-55-50(52)53)57-42(67)33(51)24-39(65)66/h6-8,11-12,15-18,25-28,33-38,40-41,64H,5,9-10,13-14,19-24,51H2,1-4H3,(H,54,56)(H,57,67)(H,58,71)(H,59,72)(H,60,70)(H,61,68)(H,62,69)(H,65,66)(H,74,75)(H4,52,53,55)/t28-,33-,34-,35-,36-,37-,38-,40-,41-/m0/s1	CZGUSIXMZVURDU-JZXHSEFVSA-N	1045.534515	CHEBI:58506	HMDB0001035	
BASm0003514	3alpha,7alpha,12alpha-trihydroxy-24-oxo-5beta-cholestan-26-oyl-CoA			Expected Solid	CC(C(=O)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C48H74N7O21P3S	InChI=1S/C48H78N7O21P3S/c1-24(28-8-9-29-36-30(19-34(59)48(28,29)6)47(5)13-11-27(56)17-26(47)18-32(36)58)7-10-31(57)25(2)45(64)80-16-15-50-35(60)12-14-51-43(63)40(62)46(3,4)21-73-79(70,71)76-78(68,69)72-20-33-39(75-77(65,66)67)38(61)44(74-33)55-23-54-37-41(49)52-22-53-42(37)55/h22-30,32-34,36,38-40,44,56,58-59,61-62H,7-21H2,1-6H3,(H,50,60)(H,51,63)(H,68,69)(H,70,71)(H2,49,52,53)(H2,65,66,67)/p-4/t24-,25?,26+,27-,28-,29+,30+,32-,33-,34+,36+,38-,39-,40+,44-,47+,48-/m1/s1	AWLXQJGPNLCTLM-YFXOTMPNSA-J	1209.389329	CHEBI:58507	HMDB0006891	MMDBc0048764
BASm0003515	(2R,3S)-3-methylmalate	D-erythro-3-methylmalate is a member of the chemical class known as Dicarboxylic Acids and Derivatives. These are organic compounds containing exactly two carboxylic acid groups. 			C[C@H](C(=O)[O-])[C@@H](O)C(=O)[O-]	C5H8O5	InChI=1S/C5H8O5/c1-2(4(7)8)3(6)5(9)10/h2-3,6H,1H3,(H,7,8)(H,9,10)/t2-,3+/m0/s1	NPYQJIHHTGFBLN-STHAYSLISA-N	148.0371734	CHEBI:58511		
BASm0003516	N(2)-succinyl-L-ornithine		899816-95-6		[NH3+]CCC[C@H](NC(=O)CCC(=O)[O-])C(=O)[O-]	C9H16N2O5	InChI=1S/C9H16N2O5/c10-5-1-2-6(9(15)16)11-7(12)3-4-8(13)14/h6H,1-5,10H2,(H,11,12)(H,13,14)(H,15,16)/t6-/m0/s1	VWXQFHJBQHTHMK-LURJTMIESA-N		CHEBI:58514		
BASm0003517	L-ectoine	Ectoine belongs to the class of organic compounds known as alpha-amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Ectoine has been identified in urine (PMID: 22409530).	96702-03-03		CC1=[NH+][C@H](C(=O)[O-])CCN1	C6H10N2O2	InChI=1S/C6H10N2O2/c1-4-7-3-2-5(8-4)6(9)10/h5H,2-3H2,1H3,(H,7,8)(H,9,10)/t5-/m0/s1	WQXNXVUDBPYKBA-YFKPBYRVSA-N	142.0742276	CHEBI:58515	HMDB0240650	
BASm0003518	alpha-D-glucosamine 1-phosphate	Glucosamine-1P is a substrate of enzyme UDP-N-acetylglucosamine diphosphorylase [EC 2.7.7.23] (KEGG).		Solid	[NH3+][C@H]1[C@@H](OP(=O)([O-])[O-])O[C@H](CO)[C@@H](O)[C@@H]1O	C6H14NO8P	InChI=1S/C6H14NO8P/c7-3-5(10)4(9)2(1-8)14-6(3)15-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)/t2-,3-,4-,5-,6+/m1/s1	YMJBYRVFGYXULK-UKFBFLRUSA-N	259.0457029	CHEBI:58516	HMDB0001109	
BASm0003519	3,4-dehydrothiomorpholine-3-carboxylate	Conjugate base of 3,4-dehydrothiomorpholine-3-carboxylic acid.			O=C([O-])C1=NCCSC1	C5H6NO2S	InChI=1S/C5H7NO2S/c7-5(8)4-3-9-2-1-6-4/h1-3H2,(H,7,8)/p-1	HRXJCQXGAHSUJC-UHFFFAOYSA-M		CHEBI:58517		
BASm0003520	(E)-2-benzylidenesuccinyl-CoA	E-Phenylitaconyl-CoA is involved in toluene degradation. E-phenylitaconyl-CoA reacts with water to produce 2-carboxymethyl-3-hydroxyphenylpropionyl-CoA. E-Phenylitaconyl-CoA is created from (R)-benzylsuccinyl-CoA and an oxidized electron acceptor, with a reduced electron acceptor as a byproduct.		Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C(=C/c1ccccc1)CC(=O)[O-]	C32H44N7O19P3S	InChI=1S/C32H44N7O19P3S/c1-32(2,26(44)29(45)35-9-8-21(40)34-10-11-62-31(46)19(13-22(41)42)12-18-6-4-3-5-7-18)15-55-61(52,53)58-60(50,51)54-14-20-25(57-59(47,48)49)24(43)30(56-20)39-17-38-23-27(33)36-16-37-28(23)39/h3-7,12,16-17,20,24-26,30,43-44H,8-11,13-15H2,1-2H3,(H,34,40)(H,35,45)(H,41,42)(H,50,51)(H,52,53)(H2,33,36,37)(H2,47,48,49)/b19-12+/t20-,24-,25-,26?,30-/m1/s1	CIZCKPNGZPENDV-IZNHDNMWSA-N	955.1625525	CHEBI:58519	HMDB0012223	
BASm0003521	N-succinyl-L-glutamate 5-semialdehyde				O=CCC[C@H](NC(=O)CCC(=O)[O-])C(=O)[O-]	C9H13NO6	InChI=1S/C9H13NO6/c11-5-1-2-6(9(15)16)10-7(12)3-4-8(13)14/h5-6H,1-4H2,(H,10,12)(H,13,14)(H,15,16)/t6-/m0/s1	XTOKIEIBKARFSZ-LURJTMIESA-N		CHEBI:58520		
BASm0003523	(5S)-5-amino-3-oxohexanoate	(S)-5-Amino-3-oxohexanoate is an intermediate in lysine degradation. L-Lysine is an essential amino acid that is a necessary building block for all protein in the body and It plays a major role in calcium absorption; building muscle protein; recovering from surgery or sports injuries; and the body's production of hormones, enzymes, and antibodies. In lysine degradation pathway, (S)-5-Amino-3-oxohexanoate is a substrate for the enzyme L-erythro-3,5-diaminohexanoate dehydrogenase (EC 1.4.1.11) and can be generated from L-erythro-3,5-Diaminohexanoate.	19355-90-9	Solid	C[C@H]([NH3+])CC(=O)CC(=O)[O-]	C6H11NO3	InChI=1S/C6H11NO3/c1-4(7)2-5(8)3-6(9)10/h4H,2-3,7H2,1H3,(H,9,10)/t4-/m0/s1	FAASBXNEOGMQHS-BYPYZUCNSA-N	145.0738932	CHEBI:58523	HMDB0012131	
BASm0003524	gibberellin A1		545-97-1		C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@@]12CC[C@H](O)[C@@](C)(C(=O)O1)[C@H]2[C@@H]3C(=O)[O-]	C19H24O6	InChI=1S/C19H24O6/c1-9-7-17-8-18(9,24)5-3-10(17)19-6-4-11(20)16(2,15(23)25-19)13(19)12(17)14(21)22/h10-13,20,24H,1,3-8H2,2H3,(H,21,22)/t10-,11+,12-,13-,16-,17+,18+,19-/m1/s1	JLJLRLWOEMWYQK-OBDJNFEBSA-N		CHEBI:58524		
BASm0003525	5-[(5-phospho-1-deoxy-D-ribulos-1-ylimino)methylamino]-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide			Expected Solid	NC(=O)c1ncn([C@@H]2O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]2O)c1NC=NCC(=O)[C@H](O)[C@H](O)COP(=O)([O-])[O-]	C15H21N5O15P2	InChI=1S/C15H25N5O15P2/c16-13(26)9-14(18-4-17-1-6(21)10(23)7(22)2-33-36(27,28)29)20(5-19-9)15-12(25)11(24)8(35-15)3-34-37(30,31)32/h4-5,7-8,10-12,15,22-25H,1-3H2,(H2,16,26)(H,17,18)(H2,27,28,29)(H2,30,31,32)/p-4/t7-,8-,10+,11-,12-,15-/m1/s1	BLKFNHOCHNCLII-GHVQHMAVSA-J	573.0531333	CHEBI:58525		MMDBc0055549
BASm0003526	gibberellin A20			Expected Solid	C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@@]12CCC[C@@](C)(C(=O)O1)[C@H]2[C@@H]3C(=O)[O-]	C19H23O5	InChI=1S/C19H24O5/c1-10-8-17-9-18(10,23)7-4-11(17)19-6-3-5-16(2,15(22)24-19)13(19)12(17)14(20)21/h11-13,23H,1,3-9H2,2H3,(H,20,21)/p-1/t11-,12-,13-,16+,17+,18+,19-/m1/s1	OXFPYCSNYOFUCH-AODVQFRNSA-M	331.1550974	CHEBI:58526		MMDBc0053281
BASm0003527	beta-D-ribosylnicotinate			Expected Solid	O=C([O-])c1ccc[n+]([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c1	C11H13NO6	InChI=1S/C11H13NO6/c13-5-7-8(14)9(15)10(18-7)12-3-1-2-6(4-12)11(16)17/h1-4,7-10,13-15H,5H2/t7-,8-,9-,10-/m1/s1	PUEDDPCUCPRQNY-ZYUZMQFOSA-N	255.0742871	CHEBI:58527		MMDBc0055769
BASm0003528	3-hydroxypropanoyl-CoA	3-Hydroxypropionyl-CoA, also known as beta-hydroxypropionyl-CoA, belongs to the class of organic compounds known as acyl-CoAs. These are organic compounds containing a coenzyme A substructure linked to an acyl chain. Thus, 3-hydroxypropionyl-CoA is considered to be a fatty ester lipid molecule. 3-Hydroxypropionyl-CoA is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 3-Hydroxypropionyl-CoA is an intermediate in beta-Alanine metabolism. It can be produced from 3-hydroxypropanoic acid via the enzyme 3-hydroxyisobutyryl-coenzyme A hydrolase (EC 3.1.2.4) or it can be generated from acrylyl-CoA via the enzyme enoyl-CoA hydratase (EC 4.2.1.17). Acrylyl-CoA is derived from propionyl-CoA.	157786-88-4	Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCO	C24H40N7O18P3S	InChI=1S/C24H40N7O18P3S/c1-24(2,19(36)22(37)27-5-3-14(33)26-6-8-53-15(34)4-7-32)10-46-52(43,44)49-51(41,42)45-9-13-18(48-50(38,39)40)17(35)23(47-13)31-12-30-16-20(25)28-11-29-21(16)31/h11-13,17-19,23,32,35-36H,3-10H2,1-2H3,(H,26,33)(H,27,37)(H,41,42)(H,43,44)(H2,25,28,29)(H2,38,39,40)/t13-,17-,18-,19+,23-/m1/s1	BERBFZCUSMQABM-IEXPHMLFSA-N	839.1363396	CHEBI:58528	HMDB0006807	
BASm0003529	P(1),P(3)-bis(5'-adenosyl) triphosphate	Trianion of P(1),P(3)-bis(5'-adenosyl) triphosphate.			Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	C20H24N10O16P3	InChI=1S/C20H27N10O16P3/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(43-19)1-41-47(35,36)45-49(39,40)46-48(37,38)42-2-8-12(32)14(34)20(44-8)30-6-28-10-16(22)24-4-26-18(10)30/h3-8,11-14,19-20,31-34H,1-2H2,(H,35,36)(H,37,38)(H,39,40)(H2,21,23,25)(H2,22,24,26)/p-3/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1	QCICUPZZLIQAPA-XPWFQUROSA-K		CHEBI:58529		
BASm0003530	gentamicin C1a			Expected Solid	C[NH2+][C@@H]1[C@@H](O)[C@@H](O[C@@H]2[C@@H](O)[C@H](O[C@H]3O[C@H](C[NH3+])CC[C@H]3[NH3+])[C@@H]([NH3+])C[C@H]2[NH3+])OC[C@]1(C)O	C19H39N5O7	InChI=1S/C19H39N5O7/c1-19(27)7-28-18(13(26)16(19)24-2)31-15-11(23)5-10(22)14(12(15)25)30-17-9(21)4-3-8(6-20)29-17/h8-18,24-27H,3-7,20-23H2,1-2H3/t8-,9+,10-,11+,12-,13+,14+,15-,16+,17+,18+,19-/m0/s1	VEGXETMJINRLTH-BOZYPMBZSA-N	449.2849486	CHEBI:58530		MMDBc0054494
BASm0003531	Se-methyl-L-selenocysteine	Se-Methylselenocysteine (SeMSC) is a naturally occurring seleno-amino acid that is synthesized by plants such as garlic, astragalus, onions, and broccoli. It cannot be synthesized by higher animals. Unlike selenomethionine, which is incorporated into proteins in place of methionine, SeMSC is not incorporated into any proteins, thereby being fully available for the synthesis of selenium-containing enzymes such as glutathione peroxidase. Selenomethionine is the major seleno-compound in cereal grains (wheat grain, maize, and rice), soybeans, and enriched yeast. Seleno-compounds present in plants may have a profound effect upon the health of animals and human subjects. It is now known that the total Se content cannot be used as an indication of its efficacy, but knowledge of individual selenocompounds is necessary to fully assess the significance. Thus, speciation of the seleno-compounds has moved to the forefront. Since animals and man are dependent upon plants for their nutritional requirements, this makes the types of seleno-compounds in plants even more critical. Se enters the food chain through incorporation into plant proteins, mostly as selenocysteine and selenomethionine at normal Se levels. There are two possible pathways for the catabolism of selenomethionine: (1) a transsulfuration pathway via selenocystathionine to produce selenocysteine, which in turn is degraded to H2Se by the enzyme beta-lyase and (2) a transamination-decarboxylation pathway. It was estimated that 90% of methionine is metabolized through this pathway and thus could be also the major route for selenomethionine catabolism (PMID: 14748935 , Br J Nutr. 2004 Jan;91(1):11-28.). Selenomethionine is an amino acid containing selenium. The L-isomer of selenomethionine, known as Se-met and Sem, is a common natural food source of selenium. In vivo, selenomethionine is randomly incorporated instead of methionine and is readily oxidized. Its antioxidant activity arises from its ability to deplete reactive species. Selenium and sulfur are chalcogen elements that share many chemical properties and the substitution of methionine to selenomethionine may have no effect on protein structure and function. However, the incorporation of selenomethionine into tissue proteins and keratin in horses causes alkali disease. Alkali disease is characterized by emaciation, loss of hair, deformation and shedding of hooves, loss of vitality, and erosion of the joints of long bones.	26046-90-2	Solid	C[Se]C[C@H]([NH3+])C(=O)[O-]	C4H9NO2Se	InChI=1S/C4H9NO2Se/c1-8-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1	XDSSPSLGNGIIHP-VKHMYHEASA-N	182.9798504	CHEBI:58531	HMDB0004113	
BASm0003532	precorrin-6B				C[C@@]1(CC(=O)[O-])C2=NC(=C1CCC(=O)[O-])C[C@]1(C)[NH2+]/C(=C\C3=N[C@H]([C@H](CC(=O)[O-])[C@@]3(C)CCC(=O)[O-])[C@]3(C)[NH2+]/C(=C\2)[C@@H](CCC(=O)[O-])[C@]3(C)CC(=O)[O-])C(CCC(=O)[O-])=C1CC(=O)[O-]	C44H56N4O16	InChI=1S/C44H56N4O16/c1-40(13-12-34(55)56)25(15-36(59)60)39-44(5)42(3,20-38(63)64)23(8-11-33(53)54)27(48-44)17-30-41(2,19-37(61)62)22(7-10-32(51)52)28(45-30)18-43(4)24(14-35(57)58)21(6-9-31(49)50)26(47-43)16-29(40)46-39/h16-17,23,25,39,47-48H,6-15,18-20H2,1-5H3,(H,49,50)(H,51,52)(H,53,54)(H,55,56)(H,57,58)(H,59,60)(H,61,62)(H,63,64)	NWRSYSRVTYBWJV-UHFFFAOYSA-N	896.3691317	CHEBI:58532		
BASm0003533	S-methyl-5-thio-alpha-D-ribose 1-phosphate	5-Methylthioribose 1-phosphate belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms. 5-Methylthioribose 1-phosphate is an intermediate in methionine biosynthesis. It is converted from 5'-deoxy-5'-methylthioadenosine by 5'-deoxy-5'-methylthioadenosine phosphorylase. Then it is converted to methionine (PMID: 2153115). In the methionine salvage pathway, 5-methylthioribose 1-phosphate isomerase (M1Pi) catalyzes the conversion of 5-methylthioribose 1-phosphate (MTR-1-P) into 5-methylthioribulose 1-phosphate (MTRu-1-P).	68134-74-7	Solid	CSC[C@H]1O[C@H](OP(=O)([O-])[O-])[C@H](O)[C@@H]1O	C6H13O7PS	InChI=1S/C6H13O7PS/c1-15-2-3-4(7)5(8)6(12-3)13-14(9,10)11/h3-8H,2H2,1H3,(H2,9,10,11)/t3-,4-,5-,6-/m1/s1	JTFITTQBRJDSTL-KVTDHHQDSA-N	260.01196	CHEBI:58533	HMDB0000963	
BASm0003535	N(8)-acetylspermidine		34450-15-2		CC(=O)NCCCC[NH2+]CCC[NH3+]	C9H21N3O	InChI=1S/C9H21N3O/c1-9(13)12-8-3-2-6-11-7-4-5-10/h11H,2-8,10H2,1H3,(H,12,13)	FONIWJIDLJEJTL-UHFFFAOYSA-N		CHEBI:58535		
BASm0003536	cob(II)yrinate a,c diamide	L-Histidyl-tRNA(His) is an intermediate in aminoacyl-tRNA biosynthesis in E.coli. It is a product for the enzyme histidyl tRNA synthetase which catalyzes the reaction a tRNAhis + L-histidine -> an L-histidyl-[tRNAhis] (KEGG compound: C02988).			CC1=C2N3[C@H]([C@H](CC(=O)[O-])[C@@]2(C)CCC(=O)[O-])[C@]2(C)[N+]4=C(C(C)=C5[N+]6=C(C=C7[N+](=C1[C@@H](CCC(=O)[O-])C7(C)C)[Co-2]364)[C@@H](CCC(=O)[O-])[C@]5(C)CC(N)=O)[C@@H](CCC(=O)[O-])[C@]2(C)CC(N)=O	C45H61CoN6O12	InChI=1S/C45H62N6O12.Co/c1-21-36-24(10-13-32(56)57)41(3,4)28(49-36)18-27-23(9-12-31(54)55)43(6,19-29(46)52)39(48-27)22(2)37-25(11-14-33(58)59)44(7,20-30(47)53)45(8,51-37)40-26(17-35(62)63)42(5,38(21)50-40)16-15-34(60)61;/h18,23-26,40H,9-17,19-20H2,1-8H3,(H10,46,47,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62,63);/q;+2/p-1	IADMSJRJSGLGJI-UHFFFAOYSA-M	936.367392	CHEBI:58537		
BASm0003537	(R)-3-hydroxy-2-oxo-4-phosphooxybutanoate			Expected Solid	O=C([O-])C(=O)[C@H](O)COP(=O)([O-])[O-]	C4H4O8P	InChI=1S/C4H7O8P/c5-2(3(6)4(7)8)1-12-13(9,10)11/h2,5H,1H2,(H,7,8)(H2,9,10,11)/p-3/t2-/m1/s1	MZJFVXDTNBHTKZ-UWTATZPHSA-K	210.9660248	CHEBI:58538		MMDBc0055034
BASm0003538	L-dehydroascorbate	Dehydroascorbic acid (DHA) is an oxidized form of ascorbic acid (vitamin C). It is actively imported into the endoplasmic reticulum of cells via glucose transporters. It is trapped therein by reduction back to ascorbate by glutathione and other thiols. Dehydroascorbic acid, also known as L-dehydroascorbate or DHAA, belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. Dehydroascorbic acid has similar biological activity as ascorbic acid. Currently dehydroascorbic acid is an experimental drug with no known approved indications. Dehydroascorbic acid may be a unique E. coli metabolite. Norepinephrine and dehydroascorbic acid can be biosynthesized from dopamine and ascorbic acid through its interaction with the enzyme dopamine beta-hydroxylase. In humans, dehydroascorbic acid is involved in the metabolic disorder called tyrosinemia type I. Concerning dehydroascorbic acid's antiviral effect against herpes simplex virus type 1, it is suggested that dehydroascorbic acid acts after replication of viral DNA and prevents the assembly of progeny virus particles. This is important because one study has found that after an ischemic stroke, dehydroascorbic acid has neuroprotective effects by reducing infarct volume, neurological deficits, and mortality. This reaction is reversible, but dehydroascorbic acid can instead undergo irreversible hydrolysis to 2,3-diketogulonic acid. In addition, unlike ascorbic Dehydroascorbic acid acid can cross the blood brain barrier and is then converted to ascorbic acid to enable retention in the brain. Dehydroascorbic acid is made from the oxidation of ascorbic acid. The exact mechanism of action is still being investigated, but some have been elucidated. Both compounds have been shown to have antiviral effects against herpes simplex virus type 1, influenza virus type A and poliovirus type 1 with dehydroascorbic acid having the stronger effect. In the body, both dehydroascorbic acid and ascorbic acid have similar biological activity as antivirals but dehydroascorbic acid also has neuroprotective effects. Even though dehydroascorbic acid and ascorbic acid have similar effects, their mechanism of action seems to be different.	490-83-5	Solid	O=C1O[C-]([C@@H](O)CO)C(=O)C1=O	C6H6O6	InChI=1S/C6H6O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-8H,1H2/t2-,5+/m0/s1	SBJKKFFYIZUCET-JLAZNSOCSA-N	174.0164379	CHEBI:58539	HMDB0001264	
BASm0003540	5-methyldeoxycytidine diphosphate	Conjugate base of 5-methyldeoxycytidine 5'-(trihydrogen diphosphate).			Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])[O-])O2)c(=O)nc1N	C10H14N3O10P2	InChI=1S/C10H17N3O10P2/c1-5-3-13(10(15)12-9(5)11)8-2-6(14)7(22-8)4-21-25(19,20)23-24(16,17)18/h3,6-8,14H,2,4H2,1H3,(H,19,20)(H2,11,12,15)(H2,16,17,18)/p-3/t6-,7+,8+/m0/s1	SHFOWZBOBJJZAP-XLPZGREQSA-K		CHEBI:58541		
BASm0003541	D-arabino-hex-3-ulose 6-phosphate				O=C([C@H](O)CO)[C@H](O)[C@H](O)COP(=O)([O-])[O-]	C6H13O9P	InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h3-4,6-9,11H,1-2H2,(H2,12,13,14)/t3-,4-,6-/m1/s1	UZYFNQCWJLIAKE-ZMIZWQJLSA-N	260.029719	CHEBI:58542		
BASm0003542	(3Z)-dodecenoyl-CoA	Cis-dodec-3-enoyl-CoA(4-) is also known as (3Z)-Dodecenoyl-CoA.  Cis-dodec-3-enoyl-CoA(4-) is considered to be slightly soluble (in water) and acidic			CCCCCCCC/C=C\CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C33H56N7O17P3S	InChI=1S/C33H56N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-24(42)61-17-16-35-23(41)14-15-36-31(45)28(44)33(2,3)19-54-60(51,52)57-59(49,50)53-18-22-27(56-58(46,47)48)26(43)32(55-22)40-21-39-25-29(34)37-20-38-30(25)40/h11-12,20-22,26-28,32,43-44H,4-10,13-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48)	XEMIVMKTVGRFTD-UHFFFAOYSA-N	947.2666255	CHEBI:58543	HMDB0062648	
BASm0003543	3,3',4',5,7-pentahydroxy-8-methoxyflavone				COc1c(O)cc(O)c2c(=O)c([O-])c(-c3ccc(O)c(O)c3)oc12	C16H12O8	InChI=1S/C16H12O8/c1-23-15-10(20)5-9(19)11-12(21)13(22)14(24-16(11)15)6-2-3-7(17)8(18)4-6/h2-5,17-20,22H,1H3	ZASFHSAGASJGRN-UHFFFAOYSA-N	332.0532173	CHEBI:58544	HMDB0154086	
BASm0003544	cyanidin 3-O-rutinoside	Cyanidin 3-rutinoside is found in asparagus. Antirrhinin is an anthocyanin. It is the 3-rutinoside of cyanidin. It can be found in blackcurrant	28338-59-2		C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3cc4c([O-])cc(O)cc4[o+]c3-c3ccc(O)c(O)c3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O	C27H31O15	InChI=1S/C27H30O15/c1-9-19(32)21(34)23(36)26(39-9)38-8-18-20(33)22(35)24(37)27(42-18)41-17-7-12-14(30)5-11(28)6-16(12)40-25(17)10-2-3-13(29)15(31)4-10/h2-7,9,18-24,26-27,32-37H,8H2,1H3,(H3-,28,29,30,31)/p+1/t9-,18+,19-,20+,21+,22-,23+,24+,26+,27+/m0/s1	USNPULRDBDVJAO-FXCAAIILSA-O	595.1662953	CHEBI:58546	HMDB0031458	
BASm0003545	N-hydroxy-L-tyrosine			Expected Solid	O=C([O-])[C@H](Cc1ccc(O)cc1)NO	C9H10NO4	InChI=1S/C9H11NO4/c11-7-3-1-6(2-4-7)5-8(10-14)9(12)13/h1-4,8,10-11,14H,5H2,(H,12,13)/p-1/t8-/m0/s1	CNIUEVQJABPUIJ-QMMMGPOBSA-M	196.0615314	CHEBI:58547		MMDBc0053478
BASm0003546	5-(methylsulfanyl)ribulose 1-phosphate	Dianion of S-methyl-5-thio-D-ribulose 1-phosphate.			CSC[C@@H](O)[C@@H](O)C(=O)COP(=O)([O-])[O-]	C6H11O7PS	InChI=1S/C6H13O7PS/c1-15-3-5(8)6(9)4(7)2-13-14(10,11)12/h5-6,8-9H,2-3H2,1H3,(H2,10,11,12)/p-2/t5-,6+/m1/s1	CNSJRYUMVMWNMC-RITPCOANSA-L		CHEBI:58548		
BASm0003547	kanamycin B		4696-76-8		[NH3+]C[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H]([NH3+])[C@H]3O)[C@H]([NH3+])C[C@@H]2[NH3+])[C@H]([NH3+])[C@@H](O)[C@@H]1O	C18H37N5O10	InChI=1S/C18H37N5O10/c19-2-6-11(26)12(27)9(23)17(30-6)32-15-4(20)1-5(21)16(14(15)29)33-18-13(28)8(22)10(25)7(3-24)31-18/h4-18,24-29H,1-3,19-23H2/t4-,5+,6+,7+,8-,9+,10+,11+,12+,13+,14-,15+,16-,17+,18+/m0/s1	SKKLOUVUUNMCJE-FQSMHNGLSA-N		CHEBI:58549		
BASm0003548	N(1),N(12)-diacetylspermine	N(1),N(12)-diacetylsperminium(2+) is considered to be practically insoluble (in water) and relatively neutral			CC(=O)NCCC[NH2+]CCCC[NH2+]CCCNC(C)=O	C14H32N4O2	InChI=1S/C14H30N4O2/c1-13(19)17-11-5-9-15-7-3-4-8-16-10-6-12-18-14(2)20/h15-16H,3-12H2,1-2H3,(H,17,19)(H,18,20)/p+2	NPDTUDWGJMBVEP-UHFFFAOYSA-P	288.2514291	CHEBI:58550	HMDB0062649	
BASm0003549	N(2')-acetylgentamicin C1a			Expected Solid	C[NH2+][C@@H]1[C@@H](O)[C@@H](O[C@@H]2[C@@H](O)[C@H](O[C@H]3O[C@H](C[NH3+])CC[C@H]3NC(C)=O)[C@@H]([NH3+])C[C@H]2[NH3+])OC[C@]1(C)O	C21H45N5O8	InChI=1S/C21H41N5O8/c1-9(27)26-13-5-4-10(7-22)32-19(13)33-16-11(23)6-12(24)17(14(16)28)34-20-15(29)18(25-3)21(2,30)8-31-20/h10-20,25,28-30H,4-8,22-24H2,1-3H3,(H,26,27)/p+4/t10-,11-,12+,13+,14-,15+,16+,17-,18+,19+,20+,21-/m0/s1	RLGSXXMFPPOROB-JOYMZIHVSA-R	495.3246191	CHEBI:58552		MMDBc0056167
BASm0003550	ent-copalyl diphosphate			Expected Solid	C=C1CC[C@@H]2C(C)(C)CCC[C@@]2(C)[C@@H]1CC/C(C)=C/COP(=O)([O-])OP(=O)([O-])[O-]	C20H36O7P2	InChI=1S/C20H36O7P2/c1-15(11-14-26-29(24,25)27-28(21,22)23)7-9-17-16(2)8-10-18-19(3,4)12-6-13-20(17,18)5/h11,17-18H,2,6-10,12-14H2,1,3-5H3,(H,24,25)(H2,21,22,23)/b15-11+/t17-,18-,20+/m0/s1	JCAIWDXKLCEQEO-ATPOGHATSA-N	450.1936275	CHEBI:58553		MMDBc0054018
BASm0003551	S-acetylphosphopantotheine	S-Acetylphosphopantotheine(2-) belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom. S-Acetylphosphopantotheine(2-) is slightly soluble (in water) and a moderately acidic compound (based on its pKa).			CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)([O-])[O-]	C13H23N2O8PS	InChI=1S/C13H25N2O8PS/c1-9(16)25-7-6-14-10(17)4-5-15-12(19)11(18)13(2,3)8-23-24(20,21)22/h11,18H,4-8H2,1-3H3,(H,14,17)(H,15,19)(H2,20,21,22)/p-2	AJFWMDFTVVFMHY-UHFFFAOYSA-L	398.092371	CHEBI:58555		
BASm0003552	(S)-2-amino-6-oxoheptanedioate			Expected Solid	[NH3+][C@@H](CCCC(=O)C(=O)[O-])C(=O)[O-]	C7H10NO5	InChI=1S/C7H11NO5/c8-4(6(10)11)2-1-3-5(9)7(12)13/h4H,1-3,8H2,(H,10,11)(H,12,13)/p-1/t4-/m0/s1	UKCSFKLWNHUBDY-BYPYZUCNSA-M	188.056446	CHEBI:58556		MMDBc0055056
BASm0003553	aldehydo-N-acetyl-D-mannosamine 6-phosphate	An organophosphate oxoanion resulting from the removal of both protons from the phosphate group of N-acetyl-D-mannosamine 6-phosphate.			CC(=O)N[C@H](C=O)[C@@H](O)[C@H](O)[C@H](O)COP(=O)([O-])[O-]	C8H14NO9P	InChI=1S/C8H16NO9P/c1-4(11)9-5(2-10)7(13)8(14)6(12)3-18-19(15,16)17/h2,5-8,12-14H,3H2,1H3,(H,9,11)(H2,15,16,17)/p-2/t5-,6-,7-,8-/m1/s1	QDSLHWJDSQGPEE-WCTZXXKLSA-L		CHEBI:58557		
BASm0003554	N-benzyloxycarbonyl-L-leucine	An N-acyl-L-alpha-amino acid anion that is the conjugate base of N-benzyloxycarbonyl-L-leucine.			CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)[O-]	C14H18NO4	InChI=1S/C14H19NO4/c1-10(2)8-12(13(16)17)15-14(18)19-9-11-6-4-3-5-7-11/h3-7,10,12H,8-9H2,1-2H3,(H,15,18)(H,16,17)/p-1/t12-/m0/s1	USPFMEKVPDBMCG-LBPRGKRZSA-M		CHEBI:58558		
BASm0003555	precorrin-3A			Expected Solid	C/C1=C2/[NH2+]/C(=C\C3=N/C(=C\c4[nH]c(c(CCC(=O)[O-])c4CC(=O)[O-])Cc4[nH]c1c(CC(=O)[O-])c4CCC(=O)[O-])[C@@H](CCC(=O)[O-])[C@]3(C)CC(=O)[O-])[C@@H](CCC(=O)[O-])[C@]2(C)CC(=O)[O-]	C43H43N4O16	InChI=1S/C43H50N4O16/c1-19-40-23(13-37(58)59)21(5-9-33(50)51)27(46-40)14-26-20(4-8-32(48)49)22(12-36(56)57)28(44-26)15-29-24(6-10-34(52)53)42(2,17-38(60)61)31(45-29)16-30-25(7-11-35(54)55)43(3,18-39(62)63)41(19)47-30/h15-16,24-25,44,46-47H,4-14,17-18H2,1-3H3,(H,48,49)(H,50,51)(H,52,53)(H,54,55)(H,56,57)(H,58,59)(H,60,61)(H,62,63)/p-7/b29-15-,30-16-,41-19-/t24-,25-,42+,43+/m1/s1	AILJETHLKULYHE-IHDLTXBCSA-G	871.2712464	CHEBI:58561		MMDBc0056263
BASm0003556	(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate	Eicosapentaenoic acid (EPA or also icosapentaenoic acid) is an important polyunsaturated fatty acid found in fish oils. It serves as the precursor for the prostaglandin-3 and thromboxane-3 families. A diet rich in eicosapentaenoic acid lowers serum lipid concentration, reduces incidence of cardiovascular disorders, prevents platelet aggregation, and inhibits arachidonic acid conversion into the thromboxane-2 and prostaglandin-2 families. Eicosapentaenoic acid is an omega-3 fatty acid. In physiological literature, it is given the name 20:5(n-3). Its systematic chemical name is all-cis-5,8,11,14,17-icosapentaenoic acid. It also has the trivial name timnodonic acid. Chemically, EPA is a carboxylic acid with a 20-carbon chain and five cis double bonds; the first double bond is located at the third carbon from the omega end. Because of the presence of double bonds, EPS is a polyunsaturated fatty acid. Metabolically it acts as a precursor for prostaglandin-3 (which inhibits platelet aggregation), thromboxane-3, and leukotriene-5 groups. It is found in fish oils of cod liver, herring, mackerel, salmon, menhaden, and sardine. It is also found in human breast milk (Wikipedia).	10417-94-4	Liquid	CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H30O2	InChI=1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-,13-12-,16-15-	JAZBEHYOTPTENJ-JLNKQSITSA-N	302.2245802	CHEBI:58562	HMDB0001999	
BASm0003557	(R)-1-aminopropan-2-yl phosphate				C[C@H](C[NH3+])OP(=O)([O-])[O-]	C3H10NO4P	InChI=1S/C3H10NO4P/c1-3(2-4)8-9(5,6)7/h3H,2,4H2,1H3,(H2,5,6,7)/t3-/m1/s1	YBOLZUJJGUZUDC-GSVOUGTGSA-N	155.0347448	CHEBI:58563		
BASm0003558	5-hydroxyimidazole-4-acetate	A monocarboxylic acid anion resulting from the removal of the proton from the carboxy group of 5-hydroxyimidazole-4-acetic acid.			O=C([O-])Cc1nc[nH]c1O	C5H5N2O3	InChI=1S/C5H6N2O3/c8-4(9)1-3-5(10)7-2-6-3/h2,10H,1H2,(H,6,7)(H,8,9)/p-1	YHUKSLQXRSAEOH-UHFFFAOYSA-M		CHEBI:58565		
BASm0003559	D-arabinitol 1-phosphate			Expected Solid	O=P([O-])([O-])OC[C@@H](O)[C@H](O)[C@H](O)CO	C5H11O8P	InChI=1S/C5H13O8P/c6-1-3(7)5(9)4(8)2-13-14(10,11)12/h3-9H,1-2H2,(H2,10,11,12)/p-2/t3-,4-,5-/m1/s1	VJDOAZKNBQCAGE-UOWFLXDJSA-L	230.0202515	CHEBI:58566		MMDBc0055850
BASm0003560	ajmaline	Conjugate acid of ajmaline.			CC[C@H]1[C@@H]2C[C@H]3[C@@H]4N(C)c5ccccc5[C@]45C[C@@H](C2[C@H]5O)[NH+]3[C@@H]1O	C20H27N2O2	InChI=1S/C20H26N2O2/c1-3-10-11-8-14-17-20(12-6-4-5-7-13(12)21(17)2)9-15(16(11)18(20)23)22(14)19(10)24/h4-7,10-11,14-19,23-24H,3,8-9H2,1-2H3/p+1/t10-,11-,14-,15-,16?,17-,18+,19+,20+/m0/s1	CJDRUOGAGYHKKD-HEFSZTOGSA-O		CHEBI:58567		
BASm0003561	D-tyrosine	D-Tyrosine is one of the two enantiomers of tyrosine.   Tyrosine (abbreviated as Tyr or Y) or 4-hydroxyphenylalanine, is one of the 22 amino acids that are used by cells to synthesize proteins. Its codons are UAC and UAU. It is a non-essential amino acid with a polar side group. (Wikipedia)   L-Tyrosine is the correct tyrosine isomer used in building proteins, and aminoacyl-tRNA synthetases ensure the exclusion of D-amino acids like D-tyrosine from translation. But sometimes, tyrosyl-tRNA synthetases use D-tyrosine by mistake. Hence, D-tyrosine can be toxic to E. coli, especially in absence of D-Tyr-tRNATyr deacylase to remove the incorrectly-made tRNAs containing D-tyrosine. (PMID 15292242)	0556-02-05	Solid	[NH3+][C@H](Cc1ccc(O)cc1)C(=O)[O-]	C9H11NO3	InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m1/s1	OUYCCCASQSFEME-MRVPVSSYSA-N	181.0738932	CHEBI:58570	HMDB00158	MMDBc0030387
BASm0003562	5-methylbarbiturate	Conjugate base of 5-methylbarbituric acid.			C[c-]1c(=O)[nH]c(=O)[nH]c1=O	C5H5N2O3	InChI=1S/C5H5N2O3/c1-2-3(8)6-5(10)7-4(2)9/h1H3,(H2,6,7,8,9,10)/q-1	UBBZMONZPQRPMD-UHFFFAOYSA-N		CHEBI:58571		
BASm0003563	N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine			Expected Solid	CC(C)[C@@H](NC(=O)[C@H](CS)NC(=O)CCC[C@H]([NH3+])C(=O)[O-])C(=O)[O-]	C14H24N3O6S	InChI=1S/C14H25N3O6S/c1-7(2)11(14(22)23)17-12(19)9(6-24)16-10(18)5-3-4-8(15)13(20)21/h7-9,11,24H,3-6,15H2,1-2H3,(H,16,18)(H,17,19)(H,20,21)(H,22,23)/p-1/t8-,9-,11+/m0/s1	BYEIJZFKOAXBBV-ATZCPNFKSA-M	362.1391303	CHEBI:58572		MMDBc0056113
BASm0003564	kaempferol	Kaempferol, also known as rhamnolutein or c.i. 75640, belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, kaempferol is a flavonoid lipid molecule. Kaempferol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Kaempferol is a bitter tasting compound. It is very widespread in the plant world and is found in Brassicaceae, Apocynaceae, Dilleniaceae, Ranunculaceae and Leguminosae. It is detected in apples, tomatoes, green tea, potatoes, onions, brussels sprouts, squash, cucumbers, lettuce, green beans, peaches, blackberries, raspberries, spinach,  grapes,  broccoli, capers, chives, kale, garden cress, fennel, lovage, dill weed and tarragon (PMID: 21428901).   Kaempferol is also one of several flavonoids that are found in cannabis plants (PMID: 6991645). Kaempferol is a biomarker for the consumption of dried and cooked beans. Many glycosides of kaempferol, such as kaempferitrin and astragalin, have been isolated as natural products from plants. Kaempferol consumption in tea and broccoli has been associated with reduced risk of heart disease. Kaempferol has numerous protective properties and has been used to treat intervertebral disc degeneration and colitis, post-menopausal bone loss, acute lung injury and has beneficial effects against cancer, liver injury, obesity and diabetes, and inhibits vascular endothelial inflammation. These treatments and protective properties of kaempferol and the potential mechanisms that kaempferol exerts these effects are part of this review ( PMID: 31572524).	520-18-3	1	O=c1c([O-])c(-c2ccc(O)cc2)oc2cc(O)cc(O)c12	C15H10O6	InChI=1S/C15H10O6/c16-8-3-1-7(2-4-8)15-14(20)13(19)12-10(18)5-9(17)6-11(12)21-15/h1-6,16-18,20H	IYRMWMYZSQPJKC-UHFFFAOYSA-N	286.0477	CHEBI:58573		
BASm0003565	4-hydroxybutanoyl-CoA				CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCO	C25H42N7O18P3S	InChI=1S/C25H42N7O18P3S/c1-25(2,20(37)23(38)28-6-5-15(34)27-7-9-54-16(35)4-3-8-33)11-47-53(44,45)50-52(42,43)46-10-14-19(49-51(39,40)41)18(36)24(48-14)32-13-31-17-21(26)29-12-30-22(17)32/h12-14,18-20,24,33,36-37H,3-11H2,1-2H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t14-,18-,19-,20+,24-/m1/s1	BAMBWCGEVIAQBF-CITAKDKDSA-N	853.1519897	CHEBI:58574		
BASm0003566	cob(I)yrinate a,c diamide	Cob(I)yrinate a,c diamide is an intermediate in porphyrin and chlorophyll metabolism. It is the sixth to last step in the synthesis of vitamin B12 coenzyme and is converted from Cob(II)yrinate a,c diamide via the enzyme cob(II)yrinic acid a,c-diamide reductase [EC:1.16.8.1]. It is then converted to adenosyl cobyrinate a,c diamide via the enzyme cob(I)alamin adenosyltransferase [EC:2.5.1.17]. Ubiquinone (also known as coenzyme Q) is an isoprenoid quinone that functions as an electron carrier in membranes. Ubiquinone synthesis involves the conversion of chorismate to 4-hydroxybenzoate by choris		Solid	CC1=C2N3[C@H]([C@H](CC(=O)[O-])[C@@]2(C)CCC(=O)[O-])[C@]2(C)[N+]4=C(C(C)=C5[N+]6=C(C=C7[N+](=C1[C@@H](CCC(=O)[O-])C7(C)C)[Co-3]364)[C@@H](CCC(=O)[O-])[C@]5(C)CC(N)=O)[C@@H](CCC(=O)[O-])[C@]2(C)CC(N)=O	C45H61CoN6O12	InChI=1S/C45H62N6O12.Co/c1-21-36-24(10-13-32(56)57)41(3,4)28(49-36)18-27-23(9-12-31(54)55)43(6,19-29(46)52)39(48-27)22(2)37-25(11-14-33(58)59)44(7,20-30(47)53)45(8,51-37)40-26(17-35(62)63)42(5,38(21)50-40)16-15-34(60)61;/h18,23-26,40H,9-17,19-20H2,1-8H3,(H10,46,47,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62,63);/q;+1/p-1/t23-,24-,25-,26+,40-,42-,43+,44+,45+;/m1./s1	NKLHEMWEQJCPPF-OKJGWHJPSA-M	936.3679466	CHEBI:58575	HMDB06904	MMDBc0029549
BASm0003567	beta-D-fructose 2,6-bisphosphate	D-Fructose 2,6-bisphosphate (CAS: 77164-51-3), also known as phosphofructokinase activator, belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. D-Fructose 2,6-bisphosphate is a regulatory molecule controlling the activity of the enzyme phosphofructokinase-1 or PFK1 (in mammals). PFK1, in turn, is the key regulatory enzyme in the central metabolic pathway glycolysis. D-Fructose 2,6-bisphosphate has the effect of increasing the activity of PFK1, thus increasing the rate at which the principle food molecule glucose is broken down. At the same time, this regulatory molecule also inhibits the opposing enzyme (FBPase1) in the reverse pathway (gluconeogenesis) so that the synthesis of glucose is not taking place in the same cell where glucose is being broken down (which would be wasteful).	79082-92-1	Solid	O=P([O-])([O-])OC[C@H]1O[C@@](CO)(OP(=O)([O-])[O-])[C@@H](O)[C@@H]1O	C6H14O12P2	InChI=1S/C6H14O12P2/c7-2-6(18-20(13,14)15)5(9)4(8)3(17-6)1-16-19(10,11)12/h3-5,7-9H,1-2H2,(H2,10,11,12)(H2,13,14,15)/t3-,4-,5+,6+/m1/s1	YXWOAJXNVLXPMU-ZXXMMSQZSA-N	339.9960489	CHEBI:58579	HMDB0001047	
BASm0003568	precorrin-8X			Expected Solid	CC1=C(CCC(=O)[O-])C2=N[C@@]1(C)CC1=N/C(=C(/C)C3=N[C@@](C)([C@@H]4N=C(C2C)[C@](C)(CCC(=O)[O-])[C@H]4CC(=O)[O-])[C@@](C)(CC(=O)[O-])[C@@H]3CCC(=O)[O-])[C@@](C)(CC(=O)[O-])[C@@H]1CCC(=O)[O-]	C45H60N4O14	InChI=1S/C45H60N4O14/c1-21-36-24(9-12-29(50)51)23(3)44(7,48-36)18-28-25(10-13-30(52)53)42(5,19-34(60)61)39(46-28)22(2)37-26(11-14-31(54)55)43(6,20-35(62)63)45(8,49-37)40-27(17-33(58)59)41(4,38(21)47-40)16-15-32(56)57/h21,25-27,40H,9-20H2,1-8H3,(H,50,51)(H,52,53)(H,54,55)(H,56,57)(H,58,59)(H,60,61)(H,62,63)/b39-22-/t21?,25-,26-,27+,40-,41-,42+,43+,44+,45+/m1/s1	IGCZFSMEIXUSJY-FKUSVXTQSA-N	880.4106026	CHEBI:58581		MMDBc0048060
BASm0003569	4-acetamidobutanoyl-CoA	An acyl-CoA(4-) species arising from deprotonation of the phosphate and diphosphate OH groups of 4-acetamidobutanoyl-CoA; major species at pH 7.3.			CC(=O)NCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C27H41N8O18P3S	InChI=1S/C27H45N8O18P3S/c1-15(36)29-7-4-5-18(38)57-10-9-30-17(37)6-8-31-25(41)22(40)27(2,3)12-50-56(47,48)53-55(45,46)49-11-16-21(52-54(42,43)44)20(39)26(51-16)35-14-34-19-23(28)32-13-33-24(19)35/h13-14,16,20-22,26,39-40H,4-12H2,1-3H3,(H,29,36)(H,30,37)(H,31,41)(H,45,46)(H,47,48)(H2,28,32,33)(H2,42,43,44)/p-4/t16-,20-,21-,22+,26-/m1/s1	UEKGDRAHBCQADD-HDRQGHTBSA-J		CHEBI:58583		
BASm0003570	20-hydroxy-leukotriene E4		111844-33-8	Expected Solid	[NH3+][C@@H](CS[C@H](/C=C/C=C/C=C\C/C=C\CCCCCO)[C@@H](O)CCCC(=O)[O-])C(=O)[O-]	C23H36NO6S	InChI=1S/C23H37NO6S/c24-19(23(29)30)18-31-21(20(26)14-13-16-22(27)28)15-11-9-7-5-3-1-2-4-6-8-10-12-17-25/h2-5,7,9,11,15,19-21,25-26H,1,6,8,10,12-14,16-18,24H2,(H,27,28)(H,29,30)/p-1/b4-2-,5-3-,9-7+,15-11+/t19-,20-,21+/m0/s1	BJRMBXPQAMDCMG-CMJQBAFXSA-M	454.2268826	CHEBI:58584	HMDB0012639	MMDBc0048946
BASm0003571	L-allo-threonine	L-allothreonine is the L-enantiomer of allothreonine. It has a role as an Escherichia coli metabolite and a Saccharomyces cerevisiae metabolite. It is an enantiomer of a D-allothreonine. It is a tautomer of a L-allothreonine zwitterion. Allothreonine is the substrate of the enzyme Serine hydroxymethyltransferase1 (SHMT, EC 2.1.2.1), a human cytoplasmic mRNA binding protein. SHMT uses pyridoxal 5'-phosphate (PLP) and tetrahydropteroylglutamate (H4PteGlu) as coenzymes and catalyzes the reversible interconversion of serine and glycine. In addition to these physiological reactions, SHMT also catalyzes, in the absence of H4PteGlu, the retroaldol cleavage of several 3-hydroxyamino acids, such as allothreonine. Allothreonine is a plant metabolite that appears in the human diet in variable concentrations depending on: plant species, physiological changes during plant growth, senescence, and reactions to environmental stress or to changes due to plant transformation (PMID:10858298, 10952545).	24830-94-2	Solid	C[C@H](O)[C@H]([NH3+])C(=O)[O-]	C4H9NO3	InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3-/m0/s1	AYFVYJQAPQTCCC-HRFVKAFMSA-N	119.0582432	CHEBI:58585	HMDB0004041	
BASm0003572	4-hydroxyphenylglyoxylate		15573-67-8		O=C([O-])C(=O)c1ccc(O)cc1	C8H6O4	InChI=1S/C8H6O4/c9-6-3-1-5(2-4-6)7(10)8(11)12/h1-4,9H,(H,11,12)	KXFJZKUFXHWWAJ-UHFFFAOYSA-N	166.0266087	CHEBI:58586		
BASm0003573	gibberellin A19	Gibberellin A19, also known as GA19, belongs to the class of organic compounds known as c20-gibberellin 6-carboxylic acids. These are c20-gibberellins with a carboxyl group at the 6-position. Gibberellin A19 is an extremely weak basic (essentially neutral) compound (based on its pKa). Gibberellin A19 is expected to be in Cannabis as all living plants are known to produce and metabolize it.	6980-44-5	1	C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@]1(C=O)CCC[C@@](C)(C(=O)[O-])[C@H]1[C@@H]3C(=O)[O-]	C20H26O6	InChI=1S/C20H26O6/c1-11-8-19-9-20(11,26)7-4-12(19)18(10-21)6-3-5-17(2,16(24)25)14(18)13(19)15(22)23/h10,12-14,26H,1,3-9H2,2H3,(H,22,23)(H,24,25)	VNCQCPQAMDQEBY-UHFFFAOYSA-N	362.1729	CHEBI:58587		
BASm0003574	pyridoxine 5'-phosphate	Pyridoxine 5'-phosphate is a substrate for Pyridoxine-5'-phosphate oxidase and Pyridoxal kinase.	0447-05-02	Solid	Cc1ncc(COP(=O)([O-])[O-])c(CO)c1O	C8H12NO6P	InChI=1S/C8H12NO6P/c1-5-8(11)7(3-10)6(2-9-5)4-15-16(12,13)14/h2,10-11H,3-4H2,1H3,(H2,12,13,14)	WHOMFKWHIQZTHY-UHFFFAOYSA-N	249.0402236	CHEBI:58589	HMDB0001319	
BASm0003575	gibberellin A3		977136-81-4		C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@@]12C=C[C@H](O)[C@@](C)(C(=O)O1)[C@H]2[C@@H]3C(=O)[O-]	C19H22O6	InChI=1S/C19H22O6/c1-9-7-17-8-18(9,24)5-3-10(17)19-6-4-11(20)16(2,15(23)25-19)13(19)12(17)14(21)22/h4,6,10-13,20,24H,1,3,5,7-8H2,2H3,(H,21,22)/t10-,11+,12-,13-,16-,17+,18+,19-/m1/s1	IXORZMNAPKEEDV-OBDJNFEBSA-N		CHEBI:58590		
BASm0003576	S-sulfanyl-L-cysteine		5652-32-4	Expected Solid	[NH3+][C@@H](CSS)C(=O)[O-]	C3H7NO2S2	InChI=1S/C3H7NO2S2/c4-2(1-8-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m0/s1	XBKONSCREBSMCS-REOHCLBHSA-N	152.9918199	CHEBI:58591	HMDB0003585	MMDBc0049842
BASm0003577	dCDP	dCDP is a substrate for Uridine-cytidine kinase 1, Nucleoside diphosphate kinase (mitochondrial), Nucleoside diphosphate kinase homolog 5, Ribonucleoside-diphosphate reductase large subunit, Nucleoside diphosphate kinase A, Nucleoside diphosphate kinase 7, Ribonucleoside-diphosphate reductase M2 chain, Nucleoside diphosphate kinase B, Nucleoside diphosphate kinase 3, Nucleoside diphosphate kinase 6 and UMP-CMP kinase.	800-73-7	Solid	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])[O-])O2)c(=O)n1	C9H15N3O10P2	InChI=1S/C9H15N3O10P2/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(21-8)4-20-24(18,19)22-23(15,16)17/h1-2,5-6,8,13H,3-4H2,(H,18,19)(H2,10,11,14)(H2,15,16,17)/t5-,6+,8+/m0/s1	FTDHDKPUHBLBTL-SHYZEUOFSA-N	387.0232667	CHEBI:58593	HMDB0001245	
BASm0003578	gibberellin A8		7044-72-6		C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@@]12C[C@H](O)[C@H](O)[C@@](C)(C(=O)O1)[C@H]2[C@@H]3C(=O)[O-]	C19H24O7	InChI=1S/C19H24O7/c1-8-5-17-7-18(8,25)4-3-10(17)19-6-9(20)13(21)16(2,15(24)26-19)12(19)11(17)14(22)23/h9-13,20-21,25H,1,3-7H2,2H3,(H,22,23)	WZRRJZYYGOOHRC-UHFFFAOYSA-N		CHEBI:58594		
BASm0003579	dGDP	dGDP is a derivative of the common nucleic acid GTP, or guanosine triphosphate, in which the -OH (hydroxyl) group on the 2' carbon on the nucleotide's pentose has been removed (hence the deoxy- part of the name). Additionally, the diphosphate of the name indicates that one of the phosphoryl groups of GTP has been removed, most likely by hydrolysis (Wikipedia).	3493-09-02	Solid	Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])[O-])O2)c(=O)[nH]1	C10H15N5O10P2	InChI=1S/C10H15N5O10P2/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(24-6)2-23-27(21,22)25-26(18,19)20/h3-6,16H,1-2H2,(H,21,22)(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m0/s1	CIKGWCTVFSRMJU-KVQBGUIXSA-N	427.0294147	CHEBI:58595	HMDB0000960	
BASm0003580	coenzyme B		104302-77-4		C[C@@H](OP(=O)([O-])[O-])[C@H](NC(=O)CCCCCCS)C(=O)[O-]	C11H22NO7PS	InChI=1S/C11H22NO7PS/c1-8(19-20(16,17)18)10(11(14)15)12-9(13)6-4-2-3-5-7-21/h8,10,21H,2-7H2,1H3,(H,12,13)(H,14,15)(H2,16,17,18)/t8-,10+/m1/s1	JBJSVEVEEGOEBZ-SCZZXKLOSA-N	343.0854602	CHEBI:58596		
BASm0003581	N'-phosphoguanidinoethyl methylphosphate				COP(=O)([O-])OCCNC(=[NH2+])NP(=O)([O-])[O-]	C4H13N3O7P2	InChI=1S/C4H13N3O7P2/c1-13-16(11,12)14-3-2-6-4(5)7-15(8,9)10/h2-3H2,1H3,(H,11,12)(H5,5,6,7,8,9,10)	SKVVAASQKFJYKN-UHFFFAOYSA-N	277.0228738	CHEBI:58599		
BASm0003582	N(tau)-methylhistamine	N(tele)-methylhistaminium is considered to be slightly soluble (in water) and basic			Cn1cnc(CC[NH3+])c1	C6H12N3	InChI=1S/C6H11N3/c1-9-4-6(2-3-7)8-5-9/h4-5H,2-3,7H2,1H3/p+1	FHQDWPCFSJMNCT-UHFFFAOYSA-O	126.1025738	CHEBI:58600	HMDB0062574	
BASm0003583	alpha-D-glucose 1-phosphate	Glucose 1-phosphate (also called cori ester) is a glucose molecule with a phosphate group on the 1'-carbon. It can exist in either the α- or β-anomeric form. Glucose 1-phosphate belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. Glucose 1-phosphate is the direct product of the reaction in which glycogen phosphorylase cleaves off a molecule of glucose from a greater glycogen structure. It cannot travel down many metabolic pathways and must be interconverted by the enzyme phosphoglucomutase in order to become glucose 6-phosphate. Free glucose 1-phosphate can also react with UTP to form UDP-glucose. It can then return to the greater glycogen structure via glycogen synthase.	59-56-3	Solid	O=P([O-])([O-])O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C6H13O9P	InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5-,6-/m1/s1	HXXFSFRBOHSIMQ-VFUOTHLCSA-N	260.0297185	CHEBI:58601	HMDB0001586	
BASm0003584	lipid IVA (E. coli)	(2-N,3-O-bis(3-hydroxytetradecanoyl)-4-O-phosphono-beta-D-glucosaminyl)-(1->6)-(2-N,3-O-bis(3-hydroxytetradecanoyl)-beta-D-glucosaminyl phosphate) is a substrate for tetraacyldisaccharide 4'-kinase. This is an enzyme that phosphorylates the 4'-position of a tetraacyldisaccharide 1-phosphate precursor (DS-1-P) of lipopolysaccharide lipid A. This lipid which is part of LPS, forms the outer membranes of Gram-negative bacteria. This enzyme catalyzes the chemical reaction: ATP + [2-N,3-O-bis(3-hydroxytetradecanoyl)-beta-D-glucosaminyl]-(1->6)-[2- N,3-O-bis(3-hydroxytetradecanoyl)-beta-D-glucosaminyl phosphate] <=> ADP + [2-N,3-O-bis(3-hydroxytetradecanoyl)-4-O-phosphono-beta-D-glucosaminyl]-(1->6)-[2-N,3-O-bis(3-hydroxytetradecanoyl)-beta-D- glucosaminyl phosphate]		Expected Solid	CCCCCCCCCCC[C@@H](O)CC(=O)N[C@H]1[C@H](OC[C@H]2O[C@H](OP(=O)([O-])[O-])[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]2O)O[C@H](CO)[C@@H](OP(=O)([O-])[O-])[C@@H]1OC(=O)C[C@H](O)CCCCCCCCCCC	C68H126N2O23P2	InChI=1S/C68H130N2O23P2/c1-5-9-13-17-21-25-29-33-37-41-51(72)45-57(76)69-61-65(90-59(78)47-53(74)43-39-35-31-27-23-19-15-11-7-3)63(80)56(89-68(61)93-95(84,85)86)50-87-67-62(70-58(77)46-52(73)42-38-34-30-26-22-18-14-10-6-2)66(64(55(49-71)88-67)92-94(81,82)83)91-60(79)48-54(75)44-40-36-32-28-24-20-16-12-8-4/h51-56,61-68,71-75,80H,5-50H2,1-4H3,(H,69,76)(H,70,77)(H2,81,82,83)(H2,84,85,86)/p-4/t51-,52-,53-,54-,55-,56-,61-,62-,63-,64-,65-,66-,67-,68-/m1/s1	KVJWZTLXIROHIL-QDORLFPLSA-J	1400.822661	CHEBI:58603		MMDBc0031751
BASm0003585	3''-O-adenylylstreptomycin			Expected Solid	[H][C@@]1(C)O[C@@]([H])(O[C@@]2([H])[C@]([H])(O)[C@@]([H])(O)[C@]([H])(NC(N)=[NH2+])[C@@]([H])(O)[C@]2([H])NC(N)=N)[C@]([H])(O[C@]2([H])O[C@@]([H])(CO)[C@]([H])(O)[C@@]([H])(OP(O)(=O)OC[C@@]3([H])O[C@@]([H])(N4C=NC5=C([NH3+])N=CN=C45)[C@]([H])(O)[C@]3([H])O)[C@]2([H])NC)[C@@]1(O)C=O	C31H53N12O18P	InChI=1S/C31H51N12O18P/c1-8-31(52,5-45)23(28(56-8)59-21-12(42-30(35)36)17(48)11(41-29(33)34)18(49)19(21)50)60-27-13(37-2)22(16(47)9(3-44)58-27)61-62(53,54)55-4-10-15(46)20(51)26(57-10)43-7-40-14-24(32)38-6-39-25(14)43/h5-13,15-23,26-28,37,44,46-52H,3-4H2,1-2H3,(H,53,54)(H2,32,38,39)(H4,33,34,41)(H4,35,36,42)/p+2/t8-,9-,10+,11+,12-,13-,15+,16-,17+,18-,19+,20+,21+,22-,23-,26+,27-,28-,31+/m0/s1	XXCKFFAFJMNLBC-YSLWDUGSSA-P	912.3327428	CHEBI:58605		MMDBc0055443
BASm0003587	D-2-aminohexano-6-lactam			Expected Solid	[H][C@@]1([NH3+])CCCCN=C1O	C6H13N2O	InChI=1S/C6H12N2O/c7-5-3-1-2-4-8-6(5)9/h5H,1-4,7H2,(H,8,9)/p+1/t5-/m1/s1	BOWUOGIPSRVRSJ-RXMQYKEDSA-O	129.1022395	CHEBI:58609		MMDBc0055844
BASm0003588	dihydrobunolol	Conjugate acid of (+-)-5-[3-(tert-butylamino)-2-hydroxypropoxy]-1,2,3,4-tetrahydro-1-naphthol			CC(C)(C)[NH2+]CC(O)COc1cccc2c1CCCC2O	C17H28NO3	InChI=1S/C17H27NO3/c1-17(2,3)18-10-12(19)11-21-16-9-5-6-13-14(16)7-4-8-15(13)20/h5-6,9,12,15,18-20H,4,7-8,10-11H2,1-3H3/p+1	LGXDICLRWHYEIS-UHFFFAOYSA-O		CHEBI:58611		
BASm0003589	bunolol		47141-42-4		CC(C)(C)[NH2+]CC(O)COc1cccc2c1CCCC2=O	C17H25NO3	InChI=1S/C17H25NO3/c1-17(2,3)18-10-12(19)11-21-16-9-5-6-13-14(16)7-4-8-15(13)20/h5-6,9,12,18-19H,4,7-8,10-11H2,1-3H3/t12-/m0/s1	IXHBTMCLRNMKHZ-LBPRGKRZSA-N		CHEBI:58612		
BASm0003590	1-(2-carboxyphenylamino)-1-deoxy-D-ribulose 5-phosphate	1-(O-Carboxyphenylamino)-1'-deoxyribulose 5'-phosphate belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. 1-(O-Carboxyphenylamino)-1'-deoxyribulose 5'-phosphate is soluble (in water) and a moderately acidic compound (based on its pKa). 1-(O-Carboxyphenylamino)-1'-deoxyribulose 5'-phosphate may be a unique E.coli metabolite. 1-(O-Carboxyphenylamino)-1'-deoxyribulose 5'-phosphate participates in a number of enzymatic reactions. In particular, 1-(O-Carboxyphenylamino)-1'-deoxyribulose 5'-phosphate can be biosynthesized from N-(5-phosphoribosyl)-anthranilate; which is catalyzed by the enzyme indole-3-glycerol phosphate synthase / phosphoribosylanthranilate isomerase. In addition, 1-(O-Carboxyphenylamino)-1'-deoxyribulose 5'-phosphate can be converted into (1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate; which is mediated by the enzyme indole-3-glycerol phosphate synthase / phosphoribosylanthranilate isomerase.			O[C@H](COP([O-])([O-])=O)[C@@H](O)C(=O)CNC1=CC=CC=C1C([O-])=O	C12H13NO9P	InChI=1S/C12H16NO9P/c14-9(11(16)10(15)6-22-23(19,20)21)5-13-8-4-2-1-3-7(8)12(17)18/h1-4,10-11,13,15-16H,5-6H2,(H,17,18)(H2,19,20,21)/p-3/t10-,11+/m1/s1	QKMBYNRMPRKVTO-MNOVXSKESA-K	346.0344387	CHEBI:58613		
BASm0003591	2,5-diamino-6-hydroxy-4-(5-phosphoribosylamino)-pyrimidine				[H][C@]1(O)[C@@]([H])(O)[C@]([H])(NC2=C(N)C([O-])=NC(=N)N2)O[C@]1([H])COP(O)([O-])=O	C9H14N5O8P	InChI=1S/C9H16N5O8P/c10-3-6(13-9(11)14-7(3)17)12-8-5(16)4(15)2(22-8)1-21-23(18,19)20/h2,4-5,8,15-16H,1,10H2,(H2,18,19,20)(H4,11,12,13,14,17)/p-2/t2-,4-,5-,8-/m1/s1	OCLCLRXKNJCOJD-UMMCILCDSA-L	351.057999	CHEBI:58614		
BASm0003592	S-alkyl thiosulfate				[1*]SS(=O)(=O)[O-]					CHEBI:58619		
BASm0003593	dehydroabietate	Dehydroabietic acid belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.	1740-19-8		CC(C)c1ccc2c(c1)CC[C@H]1[C@](C)(C(=O)[O-])CCC[C@]21C	C20H28O2	InChI=1S/C20H28O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h6,8,12-13,17H,5,7,9-11H2,1-4H3,(H,21,22)/t17-,19-,20-/m1/s1	NFWKVWVWBFBAOV-MISYRCLQSA-N	300.2089301	CHEBI:58621	HMDB0061925	
BASm0003594	9alpha-copalyl diphosphate			Expected Solid	[H]\C(COP([O-])(=O)OP([O-])([O-])=O)=C(\C)CC[C@]1([H])C(=C)CC[C@@]2([H])C(C)(C)CCC[C@]12C	C20H33O7P2	InChI=1S/C20H36O7P2/c1-15(11-14-26-29(24,25)27-28(21,22)23)7-9-17-16(2)8-10-18-19(3,4)12-6-13-20(17,18)5/h11,17-18H,2,6-10,12-14H2,1,3-5H3,(H,24,25)(H2,21,22,23)/p-3/b15-11+/t17-,18+,20-/m1/s1	JCAIWDXKLCEQEO-HZEYQZKKSA-K	447.1717981	CHEBI:58622		MMDBc0055667
BASm0003595	gibberellin A12			Expected Solid	[H][C@@]12C[C@@]3(CC1=C)[C@@]([H])(CC2)[C@]1(C)CCC[C@@](C)(C([O-])=O)[C@@]1([H])[C@]3([H])C([O-])=O	C20H26O4	InChI=1S/C20H28O4/c1-11-9-20-10-12(11)5-6-13(20)18(2)7-4-8-19(3,17(23)24)15(18)14(20)16(21)22/h12-15H,1,4-10H2,2-3H3,(H,21,22)(H,23,24)/p-2/t12-,13+,14-,15+,18+,19-,20+/m1/s1	UJFQJDAESQJXTG-UFUZVNNQSA-L	330.1842065	CHEBI:58627		MMDBc0053273
BASm0003596	5-diphospho-1D-myo-inositol 1,2,3,4,6-pentakisphosphate			Expected Solid	[H][C@@]1(OP([O-])([O-])=O)[C@]([H])(OP([O-])([O-])=O)[C@@]([H])(OP([O-])([O-])=O)[C@]([H])(OP([O-])(=O)OP([O-])([O-])=O)[C@@]([H])(OP([O-])([O-])=O)[C@]1([H])OP([O-])([O-])=O	C6H6O27P7	InChI=1S/C6H19O27P7/c7-34(8,9)27-1-2(28-35(10,11)12)4(30-37(16,17)18)6(32-40(25,26)33-39(22,23)24)5(31-38(19,20)21)3(1)29-36(13,14)15/h1-6H,(H,25,26)(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/p-13/t1-,2+,3-,4-,5+,6+	UPHPWXPNZIOZJL-KXXVROSKSA-A	726.7331105	CHEBI:58628		MMDBc0055559
BASm0003597	N-formyl-L-kynurenine	This compound belongs to the family of Butyrophenones. These are compounds containing 1-phenylbutan-1-one moiety.			N[C@@H](CC(=O)C1=CC=CC=C1NC=O)C(O)=O	C11H12N2O4	InChI=1S/C11H12N2O4/c12-8(11(16)17)5-10(15)7-3-1-2-4-9(7)13-6-14/h1-4,6,8H,5,12H2,(H,13,14)(H,16,17)/t8-/m0/s1	BYHJHXPTQMMKCA-QMMMGPOBSA-N	236.0797069	CHEBI:58629	HMDB0060485	
BASm0003598	N-methylanthraniloyl-CoA	N-methylanthraniloyl-coa, also known as S-(2-aminobenzoyl)-coa(4-), is a member of the class of compounds known as acyl coas. Acyl coas are organic compounds containing a coenzyme A substructure linked to an acyl chain. N-methylanthraniloyl-coa is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa). N-methylanthraniloyl-coa can be found in a number of food items such as rocket salad, cascade huckleberry, wild leek, and grapefruit, which makes N-methylanthraniloyl-coa a potential biomarker for the consumption of these food products.			[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)C1=CC=CC=C1NC)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C29H39N8O17P3S	InChI=1S/C29H43N8O17P3S/c1-29(2,23(40)26(41)33-9-8-19(38)32-10-11-58-28(42)16-6-4-5-7-17(16)31-3)13-51-57(48,49)54-56(46,47)50-12-18-22(53-55(43,44)45)21(39)27(52-18)37-15-36-20-24(30)34-14-35-25(20)37/h4-7,14-15,18,21-23,27,31,39-40H,8-13H2,1-3H3,(H,32,38)(H,33,41)(H,46,47)(H,48,49)(H2,30,34,35)(H2,43,44,45)/p-4/t18-,21-,22-,23+,27-/m1/s1	DYCZFHXLKCLDQL-SXQYHYLKSA-J	896.1388683	CHEBI:58630	HMDB0304428	
BASm0003599	N(alpha)-gamma-L-glutamylhistamine	Zwitterionic form of N(alpha)-gamma-L-glutamylhistamine.			[NH3+][C@@H](CCC(=O)NCCc1c[nH]cn1)C(=O)[O-]	C10H16N4O3	InChI=1S/C10H16N4O3/c11-8(10(16)17)1-2-9(15)13-4-3-7-5-12-6-14-7/h5-6,8H,1-4,11H2,(H,12,14)(H,13,15)(H,16,17)/t8-/m0/s1	BGNAGOFSEBNIJN-QMMMGPOBSA-N		CHEBI:58631		
BASm0003600	3,8-divinyl protochlorophyllide a			Expected Solid		C35H28MgN4O5		JUNIUPXPPBQKSQ-UAVVDGTINA-K	608.1921089	CHEBI:58632		MMDBc0055437
BASm0003601	L-homoserine lactone	An ammonium ion resulting from the protonation of the amino group of L-homoserine lactone. The major species at pH 7.3.			[NH3+][C@H]1CCOC1=O	C4H8NO2	InChI=1S/C4H7NO2/c5-3-1-2-7-4(3)6/h3H,1-2,5H2/p+1/t3-/m0/s1	QJPWUUJVYOJNMH-VKHMYHEASA-O		CHEBI:58633		
BASm0003602	(+)-copalyl diphosphate			Expected Solid	C=C1CC[C@H]2C(C)(C)CCC[C@]2(C)[C@H]1CC/C(C)=C/COP(=O)([O-])OP(=O)([O-])[O-]	C20H36O7P2	InChI=1S/C20H36O7P2/c1-15(11-14-26-29(24,25)27-28(21,22)23)7-9-17-16(2)8-10-18-19(3,4)12-6-13-20(17,18)5/h11,17-18H,2,6-10,12-14H2,1,3-5H3,(H,24,25)(H2,21,22,23)/b15-11+/t17-,18-,20+/m0/s1	JCAIWDXKLCEQEO-ATPOGHATSA-N	450.1936275	CHEBI:58635		MMDBc0054018
BASm0003603	4'''-demalonylsalvianin				O=C([O-])CC(=O)OC[C@H]1O[C@@H](Oc2cc([O-])cc3[o+]c(-c4ccc(O)cc4)c(O[C@@H]4O[C@H](COC(=O)/C=C/c5ccc(O)c(O)c5)[C@@H](O)[C@H](O)[C@H]4O)cc23)[C@H](O)[C@@H](O)[C@@H]1O	C39H39O21	InChI=1S/C39H38O21/c40-18-5-3-17(4-6-18)37-25(58-39-36(53)34(51)31(48)26(60-39)14-54-29(46)8-2-16-1-7-21(42)22(43)9-16)12-20-23(56-37)10-19(41)11-24(20)57-38-35(52)33(50)32(49)27(59-38)15-55-30(47)13-28(44)45/h1-12,26-27,31-36,38-39,48-53H,13-15H2,(H4-,40,41,42,43,44,45,46)/p+1	HWGACSBPJIKSNP-UHFFFAOYSA-O	843.1978347	CHEBI:58638		
BASm0003604	5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H-imidazole-5-carboxylate	5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1h imidazole-5-carboxylate, also known as (S)-ohcu, belongs to alpha amino acids and derivatives class of compounds. Those are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1h imidazole-5-carboxylate is slightly soluble (in water) and a moderately acidic compound (based on its pKa). 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1h imidazole-5-carboxylate can be found in a number of food items such as cumin, skunk currant, star fruit, and mustard spinach, which makes 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1h imidazole-5-carboxylate a potential biomarker for the consumption of these food products.			NC(=O)NC1=NC(=O)NC1(O)C(=O)[O-]	C5H5N4O5	InChI=1S/C5H6N4O5/c6-3(12)7-1-5(14,2(10)11)9-4(13)8-1/h14H,(H,10,11)(H4,6,7,8,9,12,13)/p-1	WHKYNCPIXMNTRQ-UHFFFAOYSA-M	201.0265429	CHEBI:58639	HMDB0304214	
BASm0003605	pelargonidin 3-O-(6-O-[(E)-caffeoyl]-beta-D-glucoside) 5-O-beta-D-glucoside				O=C(/C=C/c1ccc(O)c(O)c1)OC[C@H]1O[C@@H](Oc2cc3c(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)cc([O-])cc3[o+]c2-c2ccc(O)cc2)[C@H](O)[C@@H](O)[C@@H]1O	C36H37O18	InChI=1S/C36H36O18/c37-13-25-28(43)30(45)32(47)35(53-25)51-23-11-18(39)10-22-19(23)12-24(34(50-22)16-3-5-17(38)6-4-16)52-36-33(48)31(46)29(44)26(54-36)14-49-27(42)8-2-15-1-7-20(40)21(41)9-15/h1-12,25-26,28-33,35-37,43-48H,13-14H2,(H3-,38,39,40,41,42)/p+1	MLLMLJXCGLXOIJ-UHFFFAOYSA-O	757.1974408	CHEBI:58640		
BASm0003606	N,N-dimethylethanolamine phosphate		6909-62-2	Expected Solid	CN(C)CCOP(O)([O-])=O	C4H11NO4P	InChI=1S/C4H12NO4P/c1-5(2)3-4-9-10(6,7)8/h3-4H2,1-2H3,(H2,6,7,8)/p-1	BLHVJAAEHMLMOI-UHFFFAOYSA-M	168.0431184	CHEBI:58641		MMDBc0048206
BASm0003607	(2E)-3-(2,3-dihydroxyphenyl)prop-2-enoate			Expected Solid	[H]\C(=C(\[H])C1=C(O)C([O-])=CC=C1)C(O)=O	C9H7O4	InChI=1S/C9H8O4/c10-7-3-1-2-6(9(7)13)4-5-8(11)12/h1-5,10,13H,(H,11,12)/p-1/b5-4+	SIUKXCMDYPYCLH-SNAWJCMRSA-M	179.0349823	CHEBI:58642		MMDBc0054804
BASm0003608	N-(4-guanidinobutyl)-4-hydroxycinnamamide				NC(=[NH2+])NCCCCNC(=O)C=Cc1ccc(O)cc1	C14H20N4O2	InChI=1S/C14H20N4O2/c15-14(16)18-10-2-1-9-17-13(20)8-5-11-3-6-12(19)7-4-11/h3-8,19H,1-2,9-10H2,(H,17,20)(H4,15,16,18)	AKIHYQWCLCDMMI-UHFFFAOYSA-N	276.1586259	CHEBI:58644		
BASm0003609	D-allo-threonine	D-threonine is a member of the chemical class known as Alpha Amino Acids and Derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon) D-threonine is invovled in D-Amino acids degradation.	632-20-2	Solid	C[C@@H](O)[C@@H](N)C(O)=O	C4H9NO3	InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3-/m1/s1	AYFVYJQAPQTCCC-PWNYCUMCSA-N	119.0582432	CHEBI:58645		MMDBc0030386
BASm0003610	amidinoproclavaminate			Expected Solid	NC(=N)NCC[C@@H](O)[C@H](N1CCC1=O)C(O)=O	C9H16N4O4	InChI=1S/C9H16N4O4/c10-9(11)12-3-1-5(14)7(8(16)17)13-4-2-6(13)15/h5,7,14H,1-4H2,(H,16,17)(H4,10,11,12)/t5-,7+/m1/s1	MPNWPLYZGCKKFY-VDTYLAMSSA-N	244.117155	CHEBI:58647		MMDBc0053307
BASm0003611	N(omega)-phosphohypotaurocyamine	Dianion of N(omega)-phosphohypotaurocyamine.			[NH2+]=C(NCCS(=O)[O-])NP(=O)([O-])[O-]	C3H8N3O5PS	InChI=1S/C3H10N3O5PS/c4-3(6-12(7,8)9)5-1-2-13(10)11/h1-2H2,(H,10,11)(H5,4,5,6,7,8,9)/p-2	ZGZSALVJNJADDS-UHFFFAOYSA-L		CHEBI:58652		
BASm0003612	(S)-3-amino-2-methylpropanoate	beta-Aminoisobutyric acid is a non-protein amino acid originating from the catabolism of thymine and valine. The concentration of beta-aminoisobutyric acid is normally low in urine as beta-aminoisobutyric acid is further catabolized by beta-aminoisobutyrate aminotransferases to methylmalonic acid semialdehyde and propionyl-CoA. beta-Aminoisobutyric acid occurs in two isomeric forms and both enantiomers of beta-aminoisobutyric acid can be detected in human urine and plasma. In plasma, the S-enantiomer is the predominant type due to active renal reabsorption. In contrast, urine almost exclusively contains the R-enantiomer of beta-aminoisobutyric acid, which is eliminated both by filtration and tubular secretion. Persistently increased levels of beta-aminoisobutyric acid have been observed in individuals with a deficiency of R (-)-beta-aminoisobutyrate-pyruvate aminotransferase. In addition, transient high levels of beta-aminoisobutyric acid have been observed under a variety of pathological conditions such as lead poisoning, starvation, in total body irradiation, and in a number of malignancies. The S-enantiomer of beta-aminoisobutyric acid is predominantly derived from the catabolism of valine. It has been suggested that altered homeostasis of beta-alanine underlies some of the clinical abnormalities encountered in patients with a dihydropyrimidine dehydrogenase (DPD) deficiency. DPD constitutes the first step of the pyrimidine degradation pathway, in which the pyrimidine bases uracil and thymine are catabolized to beta-alanine and the R-enantiomer of beta-aminoisobutyric acid respectively. In normal individuals with an intact pyrimidine degradation pathway, R-methylmalonic acid semialdehyde can be synthesized directly from the catabolism of thymine. Hence, there might be less cross-over between the valine and thymine pathway, allowing the conversion of S-methylmalonic acid semialdehyde into S-beta-aminoisobutyric acid and the subsequent accumulation of S-beta-aminoisobutyric acid in plasma (PMID: 14705962, 14292857, 14453202).	4249-19-8	Solid	C[C@@H](C[NH3+])C(=O)[O-]	C4H9NO2	InChI=1S/C4H9NO2/c1-3(2-5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1	QCHPKSFMDHPSNR-VKHMYHEASA-N	103.0633285	CHEBI:58655	HMDB0002166	
BASm0003613	alpha-D-galacturonate		1700908	Solid	O=C([O-])[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O	C6H10O7	InChI=1S/C6H10O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,6-9,12H,(H,10,11)/t1-,2-,3+,4-,6?/m0/s1	AEMOLEFTQBMNLQ-AQKNRBDQSA-N	194.0426527	CHEBI:58658	HMDB00127	
BASm0003614	(8R,9Z,12Z)-8-hydroperoxyoctadeca-9,12-dienoate	8(R)-hydroperoxylinoleic acid (8(R)-EPODE) is an oxidized product of linoleic acid. Oxidized lipids such as 8(R)-HPODE can decrease cellular proteoglycan metabolism in endothelial monolayers and alter mRNA levels of major specific proteoglycans in a concentration-dependent manner. This may have implications in lipid-mediated disruption of endothelial barrier function and atherosclerosis. (PMID: 8645361, 9507987).	143343-95-7	Solid	CCCCC/C=C\C/C=C\[C@@H](CCCCCCC(=O)[O-])OO	C18H32O4	InChI=1S/C18H32O4/c1-2-3-4-5-6-7-8-11-14-17(22-21)15-12-9-10-13-16-18(19)20/h6-7,11,14,17,21H,2-5,8-10,12-13,15-16H2,1H3,(H,19,20)/b7-6-,14-11-/t17-/m0/s1	RGJSGXNKRWWCOQ-QMEIEYGNSA-N	312.2300595	CHEBI:58659	HMDB0004706	
BASm0003615	CDP-D-glucose	CDP-glucose is a substrate for Uridine diphosphate glucose pyrophosphatase.	2906-23-2	Solid	Nc1ccn([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)n1	C15H25N3O16P2	InChI=1S/C15H25N3O16P2/c16-7-1-2-18(15(25)17-7)13-11(23)9(21)6(31-13)4-30-35(26,27)34-36(28,29)33-14-12(24)10(22)8(20)5(3-19)32-14/h1-2,5-6,8-14,19-24H,3-4H2,(H,26,27)(H,28,29)(H2,16,17,25)/t5-,6-,8-,9-,10+,11-,12-,13-,14-/m1/s1	CGPHZDRCVSLMCF-JZMIEXBBSA-N	565.0710048	CHEBI:58660	HMDB0003369	
BASm0003616	trypanothione disulfide	Trypanothione disulfide belongs to the class of Cyclic Peptides. These are compounds containing a cyclic moiety bearing a peptide backbone. (inferred from compound structure)<br/><br/>Trypanothione [N1,N8-bis(glutathionyl)spermidine] is a unique metabolite found only in trypanosomatids, where it subsumes many of the functions of GSH in other organisms. (PMID 12049631) Trypanothione is a unique diglutathionyl-spermidine conjugate found in abundance in trypanosomes but not in other eukaryotes.  Because trypanothione is a naturally occurring polyamine thiol reminiscent of the synthetic drug amifostine, it may be a useful protector against radiation and oxidative stress. (PMID 20726720) Glutathionylspermidine is an intermediate formed in the biosynthesis of trypanothione, an essential metabolite in defence against chemical and oxidative stress in the Kinetoplastida. (PMID 18959765)	96304-42-6		[NH3+][C@@H](CCC(=O)N[C@H]1CSSC[C@H](NC(=O)CC[C@H]([NH3+])C(=O)[O-])C(=O)NCC(=O)NCCC[NH2+]CCCCNC(=O)CNC1=O)C(=O)[O-]	C27H47N9O10S2	InChI=1S/C27H47N9O10S2/c28-16(26(43)44)4-6-20(37)35-18-14-47-48-15-19(36-21(38)7-5-17(29)27(45)46)25(42)34-13-23(40)32-11-3-9-30-8-1-2-10-31-22(39)12-33-24(18)41/h16-19,30H,1-15,28-29H2,(H,31,39)(H,32,40)(H,33,41)(H,34,42)(H,35,37)(H,36,38)(H,43,44)(H,45,46)/t16-,17-,18-,19-/m0/s1	LZMSXDHGHZKXJD-VJANTYMQSA-N	721.2887301	CHEBI:58661		
BASm0003618	(3S)-citramalyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@](C)(O)C(=O)[O-]	C26H37N7O20P3S	InChI=1S/C26H42N7O20P3S/c1-25(2,19(37)22(38)29-5-4-14(34)28-6-7-57-15(35)8-26(3,41)24(39)40)10-50-56(47,48)53-55(45,46)49-9-13-18(52-54(42,43)44)17(36)23(51-13)33-12-32-16-20(27)30-11-31-21(16)33/h11-13,17-19,23,36-37,41H,4-10H2,1-3H3,(H,28,34)(H,29,38)(H,39,40)(H,45,46)(H,47,48)(H2,27,30,31)(H2,42,43,44)/p-5/t13-,17-,18-,19+,23-,26+/m1/s1	XYGOWHUIVNMEIA-XBVYHAPZSA-I	892.1054367	CHEBI:58668	HMDB0006345	MMDBc0048626
BASm0003619	L-2-aminoadipate	Aminoadipic acid (CAS: 542-32-5), also known as 2-aminoadipate, is a metabolite in the principal biochemical pathway of lysine. It is an intermediate in the metabolism (i.e. breakdown or degradation) of lysine and saccharopine. It antagonizes neuroexcitatory activity modulated by the glutamate receptor N-methyl-D-aspartate (NMDA). Aminoadipic acid has also been shown to inhibit the production of kynurenic acid, a broad spectrum excitatory amino acid receptor antagonist, in brain tissue slices (PMID: 8566117). Recent studies have shown that aminoadipic acid is elevated in prostate biopsy tissues from prostate cancer patients (PMID: 23737455). Mutations in DHTKD1 (dehydrogenase E1 and transketolase domain-containing protein 1) have been shown to cause human 2-aminoadipic aciduria and 2-oxoadipic aciduria via impaired decarboxylation of 2-oxoadipate to glutaryl-CoA, which is the last step in the lysine degradation pathway (PMID: 23141293). Aging, diabetes, sepsis, and renal failure are known to catalyze the oxidation of lysyl residues to form 2-aminoadipic acid in human skin collagen and potentially other tissues (PMID: 18448817). Proteolytic breakdown of these tissues can lead to the release of free 2-aminoadipic acid. Studies in rats indicate that aminoadipic acid (along with the three branched-chain amino acids: leucine, valine, and isoleucine) levels are elevated in the pre-diabetic phase and so aminoadipic acid may serve as a predictive biomarker for the development of diabetes (PMID: 15389298). Long-term hyperglycemia of endothelial cells can also lead to elevated levels of aminoadipate which is thought to be a sign of lysine breakdown through oxidative stress and reactive oxygen species (ROS) (PMID: 21961526). 2-Aminoadipate is a potential small-molecule marker of oxidative stress (PMID: 21647514). Therefore, depending on the circumstances aminoadipic acid can act as an acidogen, a diabetogen, an atherogen, and a metabotoxin. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A diabetogen is a compound that can lead to type 2 diabetes. An atherogen is a compound that leads to atherosclerosis and cardiovascular disease. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of aminoadipic acid are associated with at least two inborn errors of metabolism including 2-aminoadipic aciduria and 2-oxoadipic aciduria. Aminoadipic acid is an organic acid and abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart abnormalities, kidney abnormalities, liver damage, seizures, coma, and possibly death. These are also the characteristic symptoms of the untreated IEMs mentioned above. Many affected children with organic acidemias experience intellectual disability or delayed development. In adults, acidosis or acidemia is characterized by headaches, confusion, feeling tired, tremors, sleepiness, and seizures. As a diabetogen, serum aminoadipic levels appear to regulate glucose homeostasis and have been highly predictive of individuals who later develop diabetes (PMID: 24091325). In particular, aminoadipic acid lowers fasting plasma glucose levels and enhances insulin secretion from human islets. As an atherogen, aminoadipic acid has been found to be produced at high levels via protein lysine oxidation in atherosclerotic plaques (PMID: 28069522).	1118-90-7	Solid	[NH3+][C@@H](CCCC(=O)[O-])C(=O)[O-]	C6H11NO4	InChI=1S/C6H11NO4/c7-4(6(10)11)2-1-3-5(8)9/h4H,1-3,7H2,(H,8,9)(H,10,11)/t4-/m0/s1	OYIFNHCXNCRBQI-BYPYZUCNSA-N	161.0688078	CHEBI:58672	HMDB0000510	
BASm0003620	ADP-D-ribose 2'-phosphate		26303-90-2	Expected Solid	Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OC2O[C@H](CO)[C@@H](O)[C@H]2O)[C@@H](O)[C@H]1OP(=O)([O-])[O-]	C15H20N5O17P3	InChI=1S/C15H24N5O17P3/c16-12-7-13(18-3-17-12)20(4-19-7)14-11(35-38(25,26)27)9(23)6(33-14)2-32-39(28,29)37-40(30,31)36-15-10(24)8(22)5(1-21)34-15/h3-6,8-11,14-15,21-24H,1-2H2,(H,28,29)(H,30,31)(H2,16,17,18)(H2,25,26,27)/p-4/t5-,6-,8-,9-,10-,11-,14-,15?/m1/s1	OCOLIMYIUOUURJ-TYASJMOZSA-J	635.0088995	CHEBI:58673	HMDB0006336	MMDBc0048925
BASm0003621	D-fructose 1-phosphate	Fructose 1-phosphate, also known as D-fructose-1-p, belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups. Metabolism of fructose thus essentially results in intermediates of glycolysis. The final product of glycolysis (pyruvate) may then undergo gluconeogenesis, enter the TCA cycle or be stored as fatty acids. Fructose 1-phosphate exists in all living organisms, ranging from bacteria to humans. Within humans, fructose 1-phosphate participates in a number of enzymatic reactions. In particular, fructose 1-phosphate can be biosynthesized from D-fructose through the action of the enzyme ketohexokinase. In addition, fructose 1-phosphate can be converted into dihydroxyacetone phosphate and glyceraldehyde; which is catalyzed by the enzyme fructose-bisphosphate aldolase a. Because fructokinase has a high Vmax fructose entering cells is quickly phosphorylated to fructose 1-phosphate. In humans, fructose 1-phosphate is involved in fructose intolerance, hereditary. Hypoglycemia results from inhibition of glycogenolysis and gluconeogenesis. It is generated mainly by hepatic fructokinase but is also generated in smaller amounts in the small intestinal mucosa and proximal epithelium of the renal tubule. Aldolase B converts it into glyceraldehyde and dihydroxyacetone phosphate (DHAP). Symptoms of hereditary fructose intolerance are apathy, drowsiness, sweatiness and tremulousness.	15978-08-02	Solid	O=P([O-])([O-])OCC1(O)O[C@H](CO)[C@@H](O)[C@@H]1O	C6H13O9P	InChI=1S/C6H13O9P/c7-1-3-4(8)5(9)6(10,15-3)2-14-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/t3-,4-,5+,6-/m1/s1	RHKKZBWRNHGJEZ-ARQDHWQXSA-N	260.0297185	CHEBI:58674	HMDB0001076	
BASm0003622	O-phospho-L-threonine				C[C@@H](OP(=O)([O-])[O-])[C@H]([NH3+])C(=O)[O-]	C4H8NO6P	0	USRGIUJOYOXOQJ-GBXIJSLDSA-L	197.0100211	CHEBI:58675		MMDBc0057155
BASm0003623	(25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoA			Expected Solid	C[C@H](CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C48H76N7O20P3S	InChI=1S/C48H80N7O20P3S/c1-25(29-10-11-30-36-31(20-34(58)48(29,30)6)47(5)14-12-28(56)18-27(47)19-32(36)57)8-7-9-26(2)45(63)79-17-16-50-35(59)13-15-51-43(62)40(61)46(3,4)22-72-78(69,70)75-77(67,68)71-21-33-39(74-76(64,65)66)38(60)44(73-33)55-24-54-37-41(49)52-23-53-42(37)55/h23-34,36,38-40,44,56-58,60-61H,7-22H2,1-6H3,(H,50,59)(H,51,62)(H,67,68)(H,69,70)(H2,49,52,53)(H2,64,65,66)/p-4/t25-,26-,27+,28-,29-,30+,31+,32-,33-,34+,36+,38-,39-,40+,44-,47+,48-/m1/s1	MNYDLIUNNOCPHG-FJWDCHQMSA-J	1195.410064	CHEBI:58677	HMDB0060305	MMDBc0048620
BASm0003624	17-O-acetylajmaline				CC[C@H]1[C@@H]2C[C@H]3[C@@H]4N(C)c5ccccc5[C@]45C[C@@H](C2[C@H]5OC(C)=O)[NH+]3[C@@H]1O	C22H28N2O3	InChI=1S/C22H28N2O3/c1-4-12-13-9-16-19-22(14-7-5-6-8-15(14)23(19)3)10-17(24(16)21(12)26)18(13)20(22)27-11(2)25/h5-8,12-13,16-21,26H,4,9-10H2,1-3H3	SRISWFJLVRCABV-UHFFFAOYSA-N	368.2099928	CHEBI:58679		
BASm0003625	O-phospho-D-serine	Phosphoserine, also known as dexfosfoserine or fosforina, belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. The L-enantiomer of O-phosphoserine. Phosphoserine is a very strong basic compound (based on its pKa). Phosphoserine exists in all living species, ranging from bacteria to humans. Within humans, phosphoserine participates in a number of enzymatic reactions. In particular, phosphoserine and oxoglutaric acid can be biosynthesized from phosphohydroxypyruvic acid and L-glutamic acid; which is catalyzed by the enzyme phosphoserine aminotransferase. In addition, phosphoserine can be converted into L-serine; which is mediated by the enzyme phosphoserine phosphatase. In humans, phosphoserine is involved in the metabolic disorder called the dimethylglycine dehydrogenase deficiency pathway. Phosphoserine is expected to be in Cannabis as all living plants are known to produce and metabolize it.	407-41-0	1	[NH3+][C@H](COP(=O)([O-])[O-])C(=O)[O-]	C3H8NO6P	InChI=1S/C3H8NO6P/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)/t2-/m0/s1	BZQFBWGGLXLEPQ-REOHCLBHSA-N	185.0089	CHEBI:58680		
BASm0003626	5-phospho-beta-D-ribosylamine	5-Phosphoribosylamine is a substrate for Amidophosphoribosyltransferase and Trifunctional purine biosynthetic protein adenosine-3.	6062-06-02	Solid	[NH3+][C@@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C5H12NO7P	InChI=1S/C5H12NO7P/c6-5-4(8)3(7)2(13-5)1-12-14(9,10)11/h2-5,7-8H,1,6H2,(H2,9,10,11)/t2-,3-,4-,5-/m1/s1	SKCBPEVYGOQGJN-TXICZTDVSA-N	229.0351383	CHEBI:58681	HMDB0001128	
BASm0003627	6-hydroxypseudooxynicotine	6-Hydroxypseudooxynicotine is a member of the class of compounds known as aryl alkyl ketones. Aryl alkyl ketones are ketones that have the generic structure RC(=O)R', where R = aryl group and R' = alkyl group.	7424-35-3		C[NH2+]CCCC(=O)c1ccc(O)nc1	C10H14N2O2	InChI=1S/C10H14N2O2/c1-11-6-2-3-9(13)8-4-5-10(14)12-7-8/h4-5,7,11H,2-3,6H2,1H3,(H,12,14)	UMLOUOBDBGOHHR-UHFFFAOYSA-N	194.1055277	CHEBI:58682	HMDB0240264	
BASm0003628	3-epihydroxy-2'-deoxymugineate	Conjugate base of 3-epi-3-hydroxy-2'-deoxymugineic acid.			O=C([O-])[C@H](CCN1C[C@H](O)[C@H]1C(=O)[O-])[NH2+]CC[C@H](O)C(=O)[O-]	C12H18N2O8	InChI=1S/C12H20N2O8/c15-7(11(19)20)1-3-13-6(10(17)18)2-4-14-5-8(16)9(14)12(21)22/h6-9,13,15-16H,1-5H2,(H,17,18)(H,19,20)(H,21,22)/p-2/t6-,7-,8-,9-/m0/s1	UQYFTKWTXJZWBK-JBDRJPRFSA-L		CHEBI:58684		
BASm0003629	3''-deamino-3''-oxonicotianamine	Conjugate base of 3''-deamino-3''-oxonicotianamine.			O=C([O-])C(=O)CC[NH2+][C@@H](CC[NH+]1CC[C@H]1C(=O)[O-])C(=O)[O-]	C12H17N2O7	InChI=1S/C12H18N2O7/c15-9(12(20)21)1-4-13-7(10(16)17)2-5-14-6-3-8(14)11(18)19/h7-8,13H,1-6H2,(H,16,17)(H,18,19)(H,20,21)/p-1/t7-,8-/m0/s1	PSBHIGYNXQIUQY-YUMQZZPRSA-M		CHEBI:58685		
BASm0003630	pheophorbide a	Pheophorbide a is considered to be a practically insoluble (in water) and relatively neutral molecule. Pheophorbide a is a product of chlorophyll a degredation and is used as a photosensitizer (Wikipedia). Pheophorbide a has the chemical formula C35H34N4O5, and an average molecular weight of 590.681. Pheophorbide a is involved in a couple of pathways, which are Chlorophyll a Degradation II Pathway and Chlorophyll a Degradation I Pathway.			C=Cc1c(C)c2cc3nc(c4c5[nH]c(cc6nc(cc1[nH]2)C(C)=C6CC)c(C)c5C(=O)[C-]4C(=O)OC)[C@@H](CCC(=O)[O-])[C@@H]3C	C35H34N4O5	InChI=1S/C35H35N4O5/c1-8-19-15(3)22-12-24-17(5)21(10-11-28(40)41)32(38-24)30-31(35(43)44-7)34(42)29-18(6)25(39-33(29)30)14-27-20(9-2)16(4)23(37-27)13-26(19)36-22/h8,12-14,17,21,36,39H,1,9-11H2,2-7H3,(H,40,41)/q-1/p-1/b22-12-,23-13-,24-12+,25-14-,26-13-,27-14-,32-30+/t17-,21-/m0/s1	UXWYEAZHZLZDGM-ZNHZFRTLSA-M	590.2540174	CHEBI:58687		
BASm0003631	(1R,6R)-6-hydroxy-2-succinyl-cyclohexa-2,4-diene-1-carboxylate	2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylic acid (SHCHC) is the first identified intermediate in the menaquinone biosynthetic pathway.  This pathway requires two reactions. They are the decarboxylation of alpha-ketoglutarate by an alpha-ketoglutarate decarboxylase, which results in the formation of succinic semialdehyde-thiamine PPi (TPP) anion, and the addition of the succinic semialdehyde-TPP anion to isochorismate carried out by the enzyme SHCHC synthase. In E. coli, addition of succinic semialdehyde-TPP anion (from 2-oxoglutarate) to isochorismate results in the formation of 2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate (SEPHCHC). In the subsequent reaction, the pyruvoyl group is eliminated, resulting in the prearomatic compound (1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate (SHCHC). This is then aromatized to the benzenoid aromatic compound o-succinylbenzoate (OSB) and used as the framework for the construction of the rest of the menaquinone molecule. In this pathway, prenylation in the last step leads to the formation of 1,4-dihydroxy-2-naphtoic acid (DHNA). Subsequently OSB and DHNA formed in this pathway are incorporated into the naphthoquinone ring of menaquinone. SEPHCHC is an unstable compound and in mildly basic solutions, spontaneously undergoes a 2,5-elimination reaction resulting in the formation SHCHC and pyruvate. But the in vivo conversion of SEPHCHC to SHCHC is carried out by SHCHC synthase MenH. Dehydration from SHCHC by the enzyme OSB synthase (MenC) leads to the formation of the benzenoid aromatic compound OSB.  The conversion of the benzenoid aromatic compound OSB to the naphthalenoid aromatic compound DHNA is catalyzed by the enzyme OSB-CoA synthetase (MenE). The process has been shown to have an absolute requirement for ATP and CoA. OSB-CoA is suggested as an intermediate. During the formation of OSB-CoA, ATP is hydrolyzed to AMP and PPi.		Expected Solid	O=C([O-])CCC(=O)C1=CC=C[C@@H](O)[C@@H]1C(=O)[O-]	C11H10O6	InChI=1S/C11H12O6/c12-7(4-5-9(14)15)6-2-1-3-8(13)10(6)11(16)17/h1-3,8,10,13H,4-5H2,(H,14,15)(H,16,17)/p-2/t8-,10-/m1/s1	QJYRAJSESKVEAE-PSASIEDQSA-L	238.0488352	CHEBI:58689		MMDBc0029943
BASm0003632	1,6-anhydro-N-acetyl-beta-muramate	1,6-anhydro-n-acetyl-beta-muramate is a member of the class of compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms. 1,6-anhydro-n-acetyl-beta-muramate is soluble (in water) and a weakly acidic compound (based on its pKa). 1,6-anhydro-n-acetyl-beta-muramate can be found in a number of food items such as lovage, french plantain, ceylon cinnamon, and garden cress, which makes 1,6-anhydro-n-acetyl-beta-muramate a potential biomarker for the consumption of these food products.			CC(=O)N[C@H]1[C@@H]2OC[C@@H](O2)[C@@H](O)[C@@H]1O[C@H](C)C(=O)[O-]	C11H16NO7	InChI=1S/C11H17NO7/c1-4(10(15)16)18-9-7(12-5(2)13)11-17-3-6(19-11)8(9)14/h4,6-9,11,14H,3H2,1-2H3,(H,12,13)(H,15,16)/p-1/t4-,6-,7-,8-,9-,11-/m1/s1	ZFEGYUMHFZOYIY-YVNCZSHWSA-M	274.0926769	CHEBI:58690	HMDB0304012	
BASm0003633	(R)-2-benzylsuccinate				O=C([O-])C[C@@H](Cc1ccccc1)C(=O)[O-]	C11H12O4	InChI=1S/C11H12O4/c12-10(13)7-9(11(14)15)6-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,12,13)(H,14,15)/t9-/m1/s1	GTOFKXZQQDSVFH-SECBINFHSA-N	208.0735589	CHEBI:58692		
BASm0003634	(7R)-7-(4-carboxybutanamido)cephalosporanate			Expected Solid	CC(=O)OCC1=C(C(=O)[O-])N2C(=O)[C@@H](NC(=O)CCCC(=O)[O-])[C@H]2SC1	C15H18N2O8S	InChI=1S/C15H18N2O8S/c1-7(18)25-5-8-6-26-14-11(13(22)17(14)12(8)15(23)24)16-9(19)3-2-4-10(20)21/h11,14H,2-6H2,1H3,(H,16,19)(H,20,21)(H,23,24)/t11-,14-/m1/s1	IXUSDMGLUJZNFO-BXUZGUMPSA-N	386.0783863	CHEBI:58693		MMDBc0054076
BASm0003635	D-tagatofuranose 1,6-bisphosphate	D-Tagatose 1,6-bisphosphate is an intermediate in galactose metabolism.		Solid	O=P([O-])([O-])OC[C@H]1OC(O)(COP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C6H14O12P2	InChI=1S/C6H14O12P2/c7-4-3(1-16-19(10,11)12)18-6(9,5(4)8)2-17-20(13,14)15/h3-5,7-9H,1-2H2,(H2,10,11,12)(H2,13,14,15)/t3-,4+,5+,6?/m1/s1	RNBGYGVWRKECFJ-OEXCPVAWSA-N	339.9960489	CHEBI:58694	HMDB0006872	
BASm0003636	D-tagatofuranose 6-phosphate	Beta-D-Fructose 6-phosphate, also known as 6-O-phosphono-b-D-fructofuranose or b-D-fructose 6-phosphoric acid, belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. A D-fructofuranose 6-phosphate with a beta-configuration at the anomeric position. Beta-D-Fructose 6-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Beta-D-Fructose 6-phosphate exists in all living species, ranging from bacteria to humans. β-D-Fructose 6-phosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.		1	O=P([O-])([O-])OC[C@H]1OC(O)(CO)[C@@H](O)[C@H]1O	C6H13O9P	InChI=1S/C6H13O9P/c7-2-6(10)5(9)4(8)3(15-6)1-14-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/t3-,4-,5+,6-/m1/s1	BGWGXPAPYGQALX-ARQDHWQXSA-N	260.0297	CHEBI:58695		
BASm0003637	flaviolin			Expected Solid	O=C1C([O-])=CC(=O)c2c(O)cc(O)cc21	C10H5O5	InChI=1S/C10H6O5/c11-4-1-5-9(6(12)2-4)7(13)3-8(14)10(5)15/h1-3,11-12,14H/p-1	RROPNRTUMVVUED-UHFFFAOYSA-M	205.0142468	CHEBI:58696		MMDBc0055987
BASm0003638	(2R,4S)-2,4-diaminopentanoate				C[C@H]([NH3+])C[C@@H]([NH3+])C(=O)[O-]	C5H12N2O2	InChI=1S/C5H12N2O2/c1-3(6)2-4(7)5(8)9/h3-4H,2,6-7H2,1H3,(H,8,9)/t3-,4+/m0/s1	PCEJMSIIDXUDSN-IUYQGCFVSA-N	132.0898776	CHEBI:58697		
BASm0003639	molybdopterin	Molybdopterin forma is invovled in Molybdopterin biosynthesis. (Reference: [1] Winder CL, Dunn WB, Schuler S, Broadhurst D, Jarvis R, Stephens GM, Goodacre R. Global metabolic profiling of Escherichia coli cultures: an evaluation of methods for quenching and extraction of intracellular metabolites. Anal Chem. 2008 Apr 15;80(8):2939-48.)			Nc1nc2c(c(=O)[nH]1)N[C@H]1C(S)=C([S-])[C@@H](COP(=O)([O-])[O-])O[C@H]1N2	C10H14N5O6PS2	InChI=1S/C10H14N5O6PS2/c11-10-14-7-4(8(16)15-10)12-3-6(24)5(23)2(21-9(3)13-7)1-20-22(17,18)19/h2-3,9,12,23-24H,1H2,(H2,17,18,19)(H4,11,13,14,15,16)/t2-,3+,9-/m1/s1	HPEUEJRPDGMIMY-IFQPEPLCSA-N	395.0123111	CHEBI:58698		
BASm0003640	6-(alpha-D-glucosaminyl)-1D-myo-inositol	Conjugate acid of 6-(alpha-D-glucosaminyl)-1D-myo-inositol.			[NH3+][C@H]1[C@@H](O[C@H]2[C@H](O)[C@H](O)[C@H](O)[C@@H](O)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O	C12H24NO10	InChI=1S/C12H23NO10/c13-3-5(16)4(15)2(1-14)22-12(3)23-11-9(20)7(18)6(17)8(19)10(11)21/h2-12,14-21H,1,13H2/p+1/t2-,3-,4-,5-,6-,7-,8-,9+,10-,11-,12-/m1/s1	HEPUIGACZYVUCD-YZRQSVRMSA-O		CHEBI:58700		
BASm0003641	phosphoenolpyruvate	Phosphoenolpyruvate (PEP) is an important chemical compound in biochemistry. It has a high energy phosphate bond, and is involved in glycolysis and gluconeogenesis. In glycolysis, PEP is formed by the action of the enzyme enolase on 2-phosphoglycerate. Metabolism of PEP to pyruvate by pyruvate kinase (PK) generates 1 molecule of adenosine triphosphate (ATP) via substrate-level phosphorylation. ATP is one of the major currencies of chemical energy within cells. In gluconeogenesis, PEP is formed from the decarboxylation of oxaloacetate and hydrolysis of 1 guanosine triphosphate molecule. This reaction is catalyzed by the enzyme phosphoenolpyruvate carboxykinase (PEPCK). This reaction is a rate-limiting step in gluconeogenesis. (wikipedia).	0138-08-09	Solid	C=C(OP(=O)([O-])[O-])C(=O)[O-]	C3H5O6P	InChI=1S/C3H5O6P/c1-2(3(4)5)9-10(6,7)8/h1H2,(H,4,5)(H2,6,7,8)	DTBNBXWJWCWCIK-UHFFFAOYSA-N	167.9823744	CHEBI:58702	HMDB0000263	
BASm0003642	7-aminomethyl-7-carbaguanine					C7H10N5O		MEYMBLGOKYDGLZ-UHFFFAOYSA-O	180.0879864	CHEBI:58703		
BASm0003643	norspermine				[NH3+]CCC[NH2+]CCC[NH2+]CCC[NH3+]	C9H24N4	InChI=1S/C9H24N4/c10-4-1-6-12-8-3-9-13-7-2-5-11/h12-13H,1-11H2	ZAXCZCOUDLENMH-UHFFFAOYSA-N		CHEBI:58704		
BASm0003644	N-acetyl-beta-neuraminate			Expected Solid	CC(=O)N[C@H]1[C@H]([C@H](O)[C@H](O)CO)O[C@](O)(C(=O)[O-])C[C@@H]1O	C11H18NO9	InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/p-1/t5-,6+,7+,8+,9+,11-/m0/s1	SQVRNKJHWKZAKO-PFQGKNLYSA-M	308.0987047	CHEBI:58705		MMDBc0056130
BASm0003645	UDP-4-amino-4-deoxy-beta-L-arabinose	Uridine 5''-diphospho-{beta}-4-deoxy-4-amino-L-arabinose is a member of the chemical class known as Pyrimidine Nucleotide Sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group.		Expected Solid	[NH3+][C@H]1CO[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)[C@H](O)[C@H]1O	C14H22N3O15P2	InChI=1S/C14H23N3O15P2/c15-5-3-28-13(11(22)8(5)19)31-34(26,27)32-33(24,25)29-4-6-9(20)10(21)12(30-6)17-2-1-7(18)16-14(17)23/h1-2,5-6,8-13,19-22H,3-4,15H2,(H,24,25)(H,26,27)(H,16,18,23)/p-1/t5-,6+,8-,9+,10+,11+,12+,13+/m0/s1	GWBAKYBSWHQNMQ-IAZOVDBXSA-M	534.0526151	CHEBI:58708		MMDBc0031678
BASm0003646	UDP-4-deoxy-4-formamido-beta-L-arabinose	Uridine 5''-diphospho-{beta}-4-deoxy-4-formamido-L-arabinose is a member of the chemical class known as Pyrimidine Ribonucleoside Diphosphates. These are pyrimidine ribobucleotides with diphosphate group  linked to the ribose moiety. 			O=CN[C@H]1CO[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)[C@H](O)[C@H]1O	C15H21N3O16P2	InChI=1S/C15H23N3O16P2/c19-5-16-6-3-30-14(12(24)9(6)21)33-36(28,29)34-35(26,27)31-4-7-10(22)11(23)13(32-7)18-2-1-8(20)17-15(18)25/h1-2,5-7,9-14,21-24H,3-4H2,(H,16,19)(H,26,27)(H,28,29)(H,17,20,25)/p-2/t6-,7+,9-,10+,11+,12+,13?,14+/m0/s1	QGYFHZBDXXNYAX-CCMGQBSKSA-L	561.0397047	CHEBI:58709		
BASm0003647	UDP-beta-L-threo-pentopyranos-4-ulose	UDP-beta-L-threo-pentapyranos-4-ulose is an intermediate in the polymixin resistance pathway.  It is a substrate for the enzyme UDP-4-amino-4-deoxy-L-arabinose aminotransferase which catalyzes the reaction UDP-4-amino-4-deoxy-beta-L-arabinopyranose + 2-oxoglutarate = UDP-beta-L-threo-pentapyranos-4-ulose + L-glutamate.  Some Gram-negative bacteria, specifically Salmonella typhimurium and Escherichia coli, can become resistant to polymyxin by the modification of their lipid A structure via the attachment of 4-amino-4-deoxy-L-arabinopyranose (L-Ara4N) groups to one or more phosphate groups.  This addition causes an absolute increase in lipid A charge, thus lowering the affinity of positively charged polymyxins.			O=C1CO[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)[C@H](O)[C@H]1O	C14H20N2O16P2	InChI=1S/C14H20N2O16P2/c17-5-3-28-13(11(22)8(5)19)31-34(26,27)32-33(24,25)29-4-6-9(20)10(21)12(30-6)16-2-1-7(18)15-14(16)23/h1-2,6,8-13,19-22H,3-4H2,(H,24,25)(H,26,27)(H,15,18,23)/t6-,8+,9-,10-,11-,12-,13-/m1/s1	URJZIQLTPCJVMW-QNSCKLTRSA-N	534.0288066	CHEBI:58710		
BASm0003648	lipid A				*N[C@H]1[C@H](OC[C@H]2O[C@H](OP(=O)([O-])[O-])[C@H](N*)[C@@H](O*)[C@@H]2O)O[C@H](CO)[C@@H](OP(=O)([O-])[O-])[C@@H]1O*					CHEBI:58712		
BASm0003649	7-chloro-L-tryptophan			Expected Solid	[NH3+][C@@H](Cc1c[nH]c2c(Cl)cccc12)C(=O)[O-]	C11H11ClN2O2	InChI=1S/C11H11ClN2O2/c12-8-3-1-2-7-6(5-14-10(7)8)4-9(13)11(15)16/h1-3,5,9,14H,4,13H2,(H,15,16)/t9-/m0/s1	DMQFGLHRDFQKNR-VIFPVBQESA-N	238.0509053	CHEBI:58713		MMDBc0054298
BASm0003650	4-amino-4-deoxy-beta-L-arabinopyranosyl-lipid A				*N[C@H]1[C@H](OC[C@H]2O[C@H](OP(=O)([O-])[O-])[C@H](N*)[C@@H](O*)[C@@H]2O)O[C@H](CO)[C@@H](OP(=O)([O-])O[C@H]2OC[C@H]([NH3+])[C@H](O)[C@H]2O)[C@@H]1O*					CHEBI:58714		
BASm0003651	calcitroate	Calcitroic acid (1 alpha-hydroxy-23 carboxy-24,25,26,27-tetranorvitamin D(3)) is a metabolite of 1 alpha, 25-dihydroxyvitamin D(3) (calcitriol). It is soluble in water, and is excreted in urine. This deactivation process involves a series of oxidation reactions at C24 and C23 leading to side-chain cleavage and, ultimately, formation of the calcitroic acid. This deactivation involves the loss of carbons 24, 25, 26, and 27 and the oxidation of carbon 23 to a carboxylic acid. Calcitroic acid is also a major terminal product for the deactivation of 1&#945;,25-dihydroxyvitamin D2. Both the kidney and the intestine metabolize 1,25-dihydroxyvitamin D3 through the C-24 oxidation pathway according to the following steps: 1,25-dihydroxyvitamin D3----1,24,25-trihydroxyvitamin D3----1,25-dihydroxy-24-oxovitamin D3-----1,23,25-trihydroxy-24-oxovitamin D3 (PMID: 2719932). The C-24 oxidation pathway leading to the formation of calcitroic acid has been reported to be present in bone cells, but the C-23 oxidation pathway leading to the formation of 1 alpha, 25-(OH)2D3-26,23-lactone has not been described in bone cells, even though 1 alpha, 25-(OH)2D3-26,23-lactone is noted to have a significant effect on bone formation. (PMID: 7664636).	71204-89-2	Solid	C=C1/C(=C\C=C2/CCC[C@]3(C)[C@@H]([C@H](C)CC(=O)[O-])CC[C@@H]23)C[C@@H](O)C[C@@H]1O	C23H34O4	InChI=1S/C23H34O4/c1-14(11-22(26)27)19-8-9-20-16(5-4-10-23(19,20)3)6-7-17-12-18(24)13-21(25)15(17)2/h6-7,14,18-21,24-25H,2,4-5,8-13H2,1,3H3,(H,26,27)/b16-6+,17-7+/t14-,18-,19-,20+,21+,23-/m1/s1	MBLYZRMZFUWLOZ-WLWRUGSRSA-N	374.2457096	CHEBI:58715	HMDB0006472	
BASm0003652	red chlorophyll catabolite	Dianion of red chlorophyll catabolite.			C=CC1=C(C)/C(=C/C2=N/C(=C3\c4[nH]c(Cc5[nH]c(C=O)c(C)c5CC)c(C)c4C(=O)[C-]3C(=O)OC)[C@@H](CCC(=O)[O-])[C@@H]2C)NC1=O	C35H36N4O7	InChI=1S/C35H37N4O7/c1-8-19-15(3)26(14-40)36-25(19)13-24-18(6)28-32(38-24)29(30(33(28)43)35(45)46-7)31-21(10-11-27(41)42)17(5)22(37-31)12-23-16(4)20(9-2)34(44)39-23/h9,12,14,17,21,36,38H,2,8,10-11,13H2,1,3-7H3,(H,39,44)(H,41,42)/q-1/p-1/b23-12-,31-29-/t17-,21-/m0/s1	XUGDLVKQDJHHDW-CRRWILEESA-M		CHEBI:58716		
BASm0003655	D-glucuronate	Glucuronic acid (CAS: 6556-12-3) is a carboxylic acid that has the structure of a glucose molecule that has had its sixth carbon atom (of six total) oxidized. The salts of glucuronic acid are known as glucuronates. Glucuronic acid is highly soluble in water. In humans, glucuronic acid is often linked to toxic or poisonous substances to allow for subsequent elimination, and to hormones to allow for easier transport. These linkages involve O-glycosidic bonds. The process is known as glucuronidation, and the resulting substances are known as glucuronides (or glucuronosides). Glucuronidation uses UDP-glucuronic acid (glucuronic acid linked via a glycosidic bond to uridine diphosphate) as an intermediate. UDP-glucuronic acid is formed in the liver of all animals.	70021-34-0	Solid	O=C([O-])[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O	C6H10O7	InChI=1S/C6H10O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,6-9,12H,(H,10,11)/t1-,2-,3+,4-,6-/m0/s1	AEMOLEFTQBMNLQ-WAXACMCWSA-N	194.0426527	CHEBI:58720	HMDB0000127	
BASm0003656	N-acetyl-beta-D-muramate 6-phosphate	N-Acetylmuramic acid 6-phosphate (MurNAc-6-P) is a member of the chemical class known as Sugar Acids and Derivatives. These are compounds containing a saccharide unit which bears a carboxylic acid group.  The enzyme MurQ is an N-acetylmuramic acid 6-phosphate (MurNAc 6-phosphate) hydrolase (or etherase) that hydrolyzes the lactyl side chain from MurNAc 6-phosphate and generates GlcNAc 6-phosphate. (PMID 18837509). It is a key component of peptidoglycan synthesis.  The peptidoglycan synthesis pathway starts at the cytoplasm, where in six steps the peptidoglycan precursor a UDP-N-acetylmuramoyl-pentapeptide is synthesized. This precursor is then attached to the memberane acceptor all-trans-undecaprenyl phosphate, generating a N-acetylmuramoyl-pentapeptide-diphosphoundecaprenol, also known as lipid I. Another transferase then adds UDP-N-acetyl-alpha-D-glucosamine, yielding the complete monomeric unit a lipid , also known as lipid . This final lipid intermediate is transferred through the membrane. The peptidoglycan monomers are then polymerized on the outside surface by glycosyltransferases, which form the linear glycan chains, and transpeptidases, which catalyze the formation of peptide crosslinks.		Expected Solid	CC(=O)N[C@@H]1[C@@H](O[C@H](C)C(=O)[O-])[C@H](O)[C@@H](COP(=O)([O-])[O-])O[C@H]1O	C11H17NO11P	InChI=1S/C11H20NO11P/c1-4(10(15)16)22-9-7(12-5(2)13)11(17)23-6(8(9)14)3-21-24(18,19)20/h4,6-9,11,14,17H,3H2,1-2H3,(H,12,13)(H,15,16)(H2,18,19,20)/p-3/t4-,6-,7-,8-,9-,11-/m1/s1	NMEMTQKUEVNSPV-YVNCZSHWSA-K	370.0555681	CHEBI:58721		MMDBc0032155
BASm0003657	N-acetyl-D-muramate 6-phosphate			Expected Solid	CC(=O)N[C@H]1C(O)O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@@H]1O[C@H](C)C(=O)[O-]	C11H17NO11P	InChI=1S/C11H20NO11P/c1-4(10(15)16)22-9-7(12-5(2)13)11(17)23-6(8(9)14)3-21-24(18,19)20/h4,6-9,11,14,17H,3H2,1-2H3,(H,12,13)(H,15,16)(H2,18,19,20)/p-3/t4-,6-,7-,8-,9-,11?/m1/s1	NMEMTQKUEVNSPV-MKFCKLDKSA-K	370.0555681	CHEBI:58722		MMDBc0056138
BASm0003658	D-glucosamine	Glucosamine (C6H13NO5) is an amino sugar and a prominent precursor in the biochemical synthesis of glycosylated proteins and lipids. Glucosamine is part of the structure of two polysaccharides, chitosan and chitin. Glucosamine is one of the most abundant monosaccharides. Produced commercially by the hydrolysis of shellfish exoskeletons or, less commonly, by fermentation of a grain such as corn or wheat, glucosamine has many names depending on country. Although a common dietary supplement, there is little evidence that it is effective for relief of arthritis or pain, and is not an approved prescription drug. In the United States, glucosamine is not approved by the Food and Drug Administration for medical use in humans. Since glucosamine is classified as a dietary supplement, evidence of safety and efficacy is not required as long as it is not advertised as a treatment for a medical condition. Nevertheless, glucosamine is a popular alternative medicine used by consumers for the treatment of osteoarthritis. Glucosamine is also extensively used in veterinary medicine as an unregulated but widely accepted supplement. Treatment with oral glucosamine is commonly used for the treatment of osteoarthritis. Since glucosamine is a precursor for glycosaminoglycans, and glycosaminoglycans are a major component of joint cartilage, supplemental glucosamine may help to rebuild cartilage and treat arthritis. However, there is little evidence that any clinical effect of glucosamine works this way. Its use as a therapy for osteoarthritis appears safe but there is conflicting evidence as to its effectiveness. Glucosamine is naturally present in the shells of shellfish, animal bones, bone marrow, and fungi. D-Glucosamine is made naturally in the form of glucosamine-6-phosphate, and is the biochemical precursor of all nitrogen-containing sugars. Specifically in humans, glucosamine-6-phosphate is synthesized from fructose 6-phosphate and glutamine by glutamine—fructose-6-phosphate transaminase as the first step of the hexosamine biosynthesis pathway. The end-product of this pathway is uridine diphosphate N-acetylglucosamine (UDP-GlcNAc), which is then used for making glycosaminoglycans, proteoglycans, and glycolipids. As the formation of glucosamine-6-phosphate is the first step for the synthesis of these products, glucosamine may be important in regulating their production; however, the way that the hexosamine biosynthesis pathway is actually regulated, and whether this could be involved in contributing to human disease remains unclear.	3416-24-8	Solid	[NH3+][C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O	C6H13NO5	InChI=1S/C6H13NO5/c7-3-5(10)4(9)2(1-8)12-6(3)11/h2-6,8-11H,1,7H2/t2-,3-,4-,5-,6?/m1/s1	MSWZFWKMSRAUBD-IVMDWMLBSA-N	179.0793725	CHEBI:58723	HMDB0001514	
BASm0003659	(2S,3S)-3-methyl-L-aspartate			Expected Solid	C[C@H](C(=O)[O-])[C@H]([NH3+])C(=O)[O-]	C5H8NO4	InChI=1S/C5H9NO4/c1-2(4(7)8)3(6)5(9)10/h2-3H,6H2,1H3,(H,7,8)(H,9,10)/p-1/t2-,3-/m0/s1	LXRUAYBIUSUULX-HRFVKAFMSA-M	146.0458813	CHEBI:58724		MMDBc0054843
BASm0003660	D-glucosamine 6-phosphate	Glucosamine 6-phosphate (CAS: 3616-42-0) is normally produced in endothelial cells via de novo glucosamine synthesis by the enzyme fructose-6-phosphate amidotransferase and the modulation of this pathway by hyperglycemia and glutamine. Glutamine-fructose-6-phosphate amidotransferase (GFAT) catalyzes the first committed step in the pathway for biosynthesis of hexosamines in mammals.It is a member of the N-terminal nucleophile class of amidotransferases, GFAT transfers the amino group from the L-glutamine amide to D-fructose 6-phosphate, producing glutamic acid and glucosamine 6-phosphate. As glucosamine inhibits endothelial nitric oxide synthesis it has important implications for impaired endothelium-dependent relaxation and vascular dysfunction in diabetes mellitus (PMID:11270676, 11842094).	55722-81-1	Solid	[NH3+][C@H]1C(O)O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@@H]1O	C6H14NO8P	InChI=1S/C6H14NO8P/c7-3-5(9)4(8)2(15-6(3)10)1-14-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)/t2-,3-,4-,5-,6+/m1/s1	XHMJOUIAFHJHBW-UKFBFLRUSA-N	259.0457029	CHEBI:58725	HMDB0001254	
BASm0003661	N-hydroxy-L-phenylalanine				O=C([O-])[C@H](Cc1ccccc1)NO	C9H10NO3	InChI=1S/C9H11NO3/c11-9(12)8(10-13)6-7-4-2-1-3-5-7/h1-5,8,10,13H,6H2,(H,11,12)/p-1/t8-/m0/s1	VTPJSQTVPKSYCB-QMMMGPOBSA-M	180.0666168	CHEBI:58726		
BASm0003662	N,N-dihydroxy-L-phenylalanine				[H][C@@](CC1=CC=CC=C1)(N(O)O)C([O-])=O	C9H10NO4	InChI=1S/C9H11NO4/c11-9(12)8(10(13)14)6-7-4-2-1-3-5-7/h1-5,8,13-14H,6H2,(H,11,12)/p-1/t8-/m0/s1	IDBRDXGJPFCEFF-QMMMGPOBSA-M	196.0615314	CHEBI:58727		
BASm0003663	N-hydroxy-L-tryptophan			Expected Solid	[H][C@@](CC1=CNC2=CC=CC=C12)(NO)C([O-])=O	C11H11N2O3	InChI=1S/C11H12N2O3/c14-11(15)10(13-16)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,10,12-13,16H,5H2,(H,14,15)/p-1/t10-/m0/s1	PNBGTYVVHKDDFM-JTQLQIEISA-M	219.0775158	CHEBI:58728		MMDBc0053477
BASm0003664	N,N-dihydroxy-L-tryptophan					C11H11N2O4		FKJQZUQEYSGYFZ-JTQLQIEISA-M	235.0724304	CHEBI:58729		
BASm0003665	5-carboxyamino-1-(5-phospho-D-ribosyl)imidazole	5-carboxyamino-1-(5-phospho-D-ribosyl)imidazole is an intermediate in purine metabolism and IMP biosynthesis via the de novo pathway.  It is a substrate of the PurK enzyme which catalyzes the ATP-dependent conversion of 5-aminoimidazole ribonucleotide (AIR) and HCO3- to N5-carboxyaminoimidazole ribonucleotide (N5-CAIR).			O=C([O-])Nc1cncn1[C@@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C9H11N3O9P	InChI=1S/C9H14N3O9P/c13-6-4(2-20-22(17,18)19)21-8(7(6)14)12-3-10-1-5(12)11-9(15)16/h1,3-4,6-8,11,13-14H,2H2,(H,15,16)(H2,17,18,19)/p-3	JHLXDWGVSYMXPL-UHFFFAOYSA-K	336.0232905	CHEBI:58730		
BASm0003666	gamma-L-glutamylputrescine	Gamma-glutamyl-L-putrescine is involved in the putrescine II degradation pathway. &#947;-glutamyl-L-putrescine reacts with H2O and O2 to produce &#947;-glutamyl-&#947;-aminobutyraldehyde, H2O2, and NH4+. &#947;-glutamyl-L-putrescine is formed from an ATP-driven reaction between putrescine, L-glutamate.		Solid	[NH3+]CCCCNC(=O)CC[C@H]([NH3+])C(=O)[O-]	C9H19N3O3	InChI=1S/C9H19N3O3/c10-5-1-2-6-12-8(13)4-3-7(11)9(14)15/h7H,1-6,10-11H2,(H,12,13)(H,14,15)/t7-/m0/s1	WKGTVHGVLRCTCF-ZETCQYMHSA-N	217.1426415	CHEBI:58731	HMDB0012230	
BASm0003667	dehydrospermidine			Expected Solid	[NH3+]CCC/C=[NH+]/CCC[NH3+]	C7H20N3	InChI=1S/C7H17N3/c8-4-1-2-6-10-7-3-5-9/h6H,1-5,7-9H2/p+3/b10-6+	YAVLYBVKPXLZEQ-UXBLZVDNSA-Q	146.1640769	CHEBI:58732		MMDBc0048086
BASm0003668	4-methylene-L-glutamate	L-2-Amino-4-methylenepentanedioic acid is found in alcoholic beverages. L-2-Amino-4-methylenepentanedioic acid is a constituent of peanuts (Arachis hypogaea) and other plants, notably tulips and hops	16804-57-2		C=C(C[C@H]([NH3+])C(=O)[O-])C(=O)[O-]	C6H9NO4	InChI=1S/C6H9NO4/c1-3(5(8)9)2-4(7)6(10)11/h4H,1-2,7H2,(H,8,9)(H,10,11)	RCCMXKJGURLWPB-UHFFFAOYSA-N	159.0531578	CHEBI:58733	HMDB0029433	
BASm0003669	(25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oate		33964-75-9	Expected Solid	C[C@H](CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C)C(=O)[O-]	C27H45O5	InChI=1S/C27H46O5/c1-15(6-5-7-16(2)25(31)32)19-8-9-20-24-21(14-23(30)27(19,20)4)26(3)11-10-18(28)12-17(26)13-22(24)29/h15-24,28-30H,5-14H2,1-4H3,(H,31,32)/p-1/t15-,16-,17+,18-,19-,20+,21+,22-,23+,24+,26+,27-/m1/s1	CNWPIIOQKZNXBB-WBYPBBSPSA-M	449.3272481	CHEBI:58734	HMDB0003873	MMDBc0048540
BASm0003670	D-mannose 6-phosphate	Mannose 6-phosphate, also known as alpha-D-mannose-6-p or man-6-p, belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups. Mannose 6-phosphate exists in all eukaryotes, ranging from yeast to humans. Within humans, mannose 6-phosphate participates in a number of enzymatic reactions. In particular, mannose 6-phosphate can be converted into fructose 6-phosphate through its interaction with the enzyme mannose-6-phosphate isomerase. In addition, mannose 6-phosphate can be biosynthesized from D-mannose through the action of the enzyme hexokinase-1. Mannose 6-phosphate is a potent competitive inhibitor of pinocytosis of human platelet beta-glucuronidase and it is a necessary component of the recognition marker on the enzyme for pinocytosis by human fibroblasts as well (PMID 908752). In humans, mannose 6-phosphate is involved in fructose intolerance, hereditary.	3672-15-9	Solid	O=P([O-])([O-])OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O	C6H13O9P	InChI=1S/C6H13O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5+,6-/m1/s1	NBSCHQHZLSJFNQ-RWOPYEJCSA-N	260.0297185	CHEBI:58735	HMDB0001078	
BASm0003671	(S)-muconolactone			Expected Solid	O=C([O-])C[C@H]1C=CC(=O)O1	C6H5O4	InChI=1S/C6H6O4/c7-5(8)3-4-1-2-6(9)10-4/h1-2,4H,3H2,(H,7,8)/p-1/t4-/m1/s1	HPEKPJGPWNSAAV-SCSAIBSYSA-M	141.0193322	CHEBI:58736		MMDBc0055074
BASm0003672	(R)-2-O-sulfolactate				C[C@@H](OS(=O)(=O)[O-])C(=O)[O-]	C3H6O6S	InChI=1S/C3H6O6S/c1-2(3(4)5)9-10(6,7)8/h2H,1H3,(H,4,5)(H,6,7,8)	CSRZVBCXQYEYKY-UHFFFAOYSA-N	169.9885091	CHEBI:58737	HMDB0155755	
BASm0003673	(2R)-3-sulfolactate				O=C([O-])[C@@H](O)CS(=O)(=O)[O-]	C3H6O6S	InChI=1S/C3H6O6S/c4-2(3(5)6)1-10(7,8)9/h2,4H,1H2,(H,5,6)(H,7,8,9)/t2-/m0/s1	CQQGIWJSICOUON-REOHCLBHSA-N	169.9885086	CHEBI:58738		
BASm0003674	pyropheophorbide a	Pyrophaeophorbide a is found in tea. Pyrophaeophorbide a is isolated from te	24533-72-0	Solid	C=Cc1c(C)c2cc3nc(c4c5[nH]c(cc6nc(cc1[nH]2)C(C)=C6CC)c(C)c5C(=O)C4)[C@@H](CCC(=O)[O-])[C@@H]3C	C33H34N4O3	InChI=1S/C33H34N4O3/c1-7-19-15(3)23-12-25-17(5)21(9-10-30(39)40)32(36-25)22-11-29(38)31-18(6)26(37-33(22)31)14-28-20(8-2)16(4)24(35-28)13-27(19)34-23/h7,12-14,17,21,34,37H,1,8-11H2,2-6H3,(H,39,40)/b23-12-,24-13-,25-12+,26-14-,27-13-,28-14-,32-22+	IEGUQQKIFBYXLG-MFSHSKEJSA-N	534.263091	CHEBI:58742	HMDB0031150	
BASm0003675	C-13(2)-carboxypyropheophorbide a	Dianion of 13(2)-carboxypyropheophorbide a arising from deprotonation of both carboxylic acid functions.			C=Cc1c(C)c2cc3nc(c4c5[nH]c(cc6nc(cc1[nH]2)C(C)=C6CC)c(C)c5C(=O)[C@@H]4C(=O)[O-])[C@@H](CCC(=O)[O-])[C@@H]3C	C34H32N4O5	InChI=1S/C34H34N4O5/c1-7-18-14(3)21-11-23-16(5)20(9-10-27(39)40)31(37-23)29-30(34(42)43)33(41)28-17(6)24(38-32(28)29)13-26-19(8-2)15(4)22(36-26)12-25(18)35-21/h7,11-13,16,20,30,35,38H,1,8-10H2,2-6H3,(H,39,40)(H,42,43)/p-2/b21-11-,22-12-,23-11-,24-13-,25-12-,26-13-,31-29-/t16-,20-,30+/m0/s1	HSGTVFFMFUJNOZ-KGFWSFAHSA-L		CHEBI:58743		
BASm0003676	3-(3,4-dihydroxyphenyl)propanoate	3,4-Dihydroxyhydrocinnamic acid, also known as dihydrocaffeic acid (DHCA), is a metabolite product of the hydrogenation of caffeoylquinic acids, occurring in normal human biofluids, with potent antioxidant properties. DHCA has been detected in human plasma following coffee ingestion (PMID: 15607645) and is increased with some dietary sources, such as after ingestion of phenolic constituents of artichoke leaf extract (PMID: 15693705). Polyphenol-rich foods such as vegetables and fruits have been shown to significantly improve platelet function in ex vivo studies in humans (PMID: 16038718). Its antioxidant activity has been tested to reduce ferric iron in the ferric reducing antioxidant power (FRAP) assay, and it has been suggested that its catechol structure conveys the antioxidant effect in plasma and in erythrocytes (PMID: 11768243). 3,4-Dihydroxyhydrocinnamic acid is a microbial metabolite found in Bifidobacterium, Escherichia, Lactobacillus, and Clostridium (PMID: 28393285).	1078-61-1	Solid	O=C([O-])CCc1ccc(O)c(O)c1	C9H10O4	InChI=1S/C9H10O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1,3,5,10-11H,2,4H2,(H,12,13)	DZAUWHJDUNRCTF-UHFFFAOYSA-N	182.0579088	CHEBI:58744	HMDB0000423	
BASm0003677	UDP-2,3-diacetamido-2,3-dideoxy-alpha-D-glucuronate			Expected Solid	CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](C(=O)[O-])[C@@H](O)[C@@H]1NC(C)=O	C19H25N4O18P2	InChI=1S/C19H28N4O18P2/c1-6(24)20-10-11(21-7(2)25)18(39-15(13(10)28)17(30)31)40-43(35,36)41-42(33,34)37-5-8-12(27)14(29)16(38-8)23-4-3-9(26)22-19(23)32/h3-4,8,10-16,18,27-29H,5H2,1-2H3,(H,20,24)(H,21,25)(H,30,31)(H,33,34)(H,35,36)(H,22,26,32)/p-3/t8-,10-,11-,12-,13+,14-,15+,16-,18-/m1/s1	GZLIMKLKXDFTJR-LTMKHLKMSA-K	659.0655547	CHEBI:58745		MMDBc0056349
BASm0003678	UDP-2,3-diacetamido-2,3-dideoxy-alpha-D-mannuronate			Expected Solid	CC(=O)N[C@@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](C(=O)[O-])[C@@H](O)[C@@H]1NC(C)=O	C19H25N4O18P2	InChI=1S/C19H28N4O18P2/c1-6(24)20-10-11(21-7(2)25)18(39-15(13(10)28)17(30)31)40-43(35,36)41-42(33,34)37-5-8-12(27)14(29)16(38-8)23-4-3-9(26)22-19(23)32/h3-4,8,10-16,18,27-29H,5H2,1-2H3,(H,20,24)(H,21,25)(H,30,31)(H,33,34)(H,35,36)(H,22,26,32)/p-3/t8-,10-,11+,12-,13+,14-,15+,16-,18-/m1/s1	GZLIMKLKXDFTJR-ZVWGYSLJSA-K	659.0655547	CHEBI:58746		MMDBc0056350
BASm0003679	1D-myo-inositol 1,2,3,5,6-pentakisphosphate	Decaanion of 1D-myo-inositol 1,2,3,5,6-pentakisphosphate arising from global deprotonation of the phosphate functions.			O=P([O-])([O-])O[C@@H]1[C@H](OP(=O)([O-])[O-])[C@H](OP(=O)([O-])[O-])[C@@H](O)[C@H](OP(=O)([O-])[O-])[C@H]1OP(=O)([O-])[O-]	C6H7O21P5	InChI=1S/C6H17O21P5/c7-1-2(23-28(8,9)10)4(25-30(14,15)16)6(27-32(20,21)22)5(26-31(17,18)19)3(1)24-29(11,12)13/h1-7H,(H2,8,9,10)(H2,11,12,13)(H2,14,15,16)(H2,17,18,19)(H2,20,21,22)/p-10/t1-,2-,3+,4-,5-,6-/m1/s1	CTPQAXVNYGZUAJ-UOTPTPDRSA-D		CHEBI:58747		
BASm0003680	N-formimidoyl-L-aspartate	Conjugate base of N-formimidoyl-L-aspartic acid.			[NH2+]=CN[C@@H](CC(=O)[O-])C(=O)[O-]	C5H7N2O4	InChI=1S/C5H8N2O4/c6-2-7-3(5(10)11)1-4(8)9/h2-3H,1H2,(H2,6,7)(H,8,9)(H,10,11)/p-1/t3-/m0/s1	XTPIFIMCFHNJOH-VKHMYHEASA-M		CHEBI:58748		
BASm0003681	5-deoxy-alpha-D-ribose 1-phosphate	This compound belongs to the family of Pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms			C[C@H]1O[C@H](OP(=O)([O-])[O-])[C@H](O)[C@@H]1O	C5H11O7P	InChI=1S/C5H11O7P/c1-2-3(6)4(7)5(11-2)12-13(8,9)10/h2-7H,1H3,(H2,8,9,10)/t2-,3-,4-,5-/m1/s1	XXQFKXPJJNBLSU-TXICZTDVSA-N	214.0242392	CHEBI:58749	HMDB0060393	
BASm0003682	(25R)-3alpha,7alpha-dihydroxy-5beta-cholestan-26-oate		17974-66-2	Expected Solid	C[C@H](CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(=O)[O-]	C27H45O4	InChI=1S/C27H46O4/c1-16(6-5-7-17(2)25(30)31)20-8-9-21-24-22(11-13-27(20,21)4)26(3)12-10-19(28)14-18(26)15-23(24)29/h16-24,28-29H,5-15H2,1-4H3,(H,30,31)/p-1/t16-,17?,18+,19-,20-,21+,22+,23-,24+,26+,27-/m1/s1	ITZYGDKGRKKBSN-HKFUITGCSA-M	433.3323335	CHEBI:58750	HMDB0000359	MMDBc0048544
BASm0003683	(25R)-3alpha,7alpha-dihydroxy-5beta-cholestan-26-oyl-CoA		2461-62-3		C[C@H](CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C48H80N7O19P3S	InChI=1S/C48H80N7O19P3S/c1-26(30-10-11-31-36-32(13-16-48(30,31)6)47(5)15-12-29(56)20-28(47)21-33(36)57)8-7-9-27(2)45(62)78-19-18-50-35(58)14-17-51-43(61)40(60)46(3,4)23-71-77(68,69)74-76(66,67)70-22-34-39(73-75(63,64)65)38(59)44(72-34)55-25-54-37-41(49)52-24-53-42(37)55/h24-34,36,38-40,44,56-57,59-60H,7-23H2,1-6H3,(H,50,58)(H,51,61)(H,66,67)(H,68,69)(H2,49,52,53)(H2,63,64,65)/t26?,27?,28-,29+,30?,31?,32?,33+,34+,36?,38+,39+,40?,44+,47-,48+/m0/s1	SBYLHTNKEWSLBA-CPRJDYHCSA-N		CHEBI:58752		
BASm0003684	ADP-alpha-D-ribose 1''-phosphate			Expected Solid	Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@H](OP(=O)([O-])[O-])[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	C15H24N5O17P3	InChI=1S/C15H24N5O17P3/c16-12-7-13(18-3-17-12)20(4-19-7)14-10(23)8(21)5(34-14)1-32-39(28,29)37-40(30,31)33-2-6-9(22)11(24)15(35-6)36-38(25,26)27/h3-6,8-11,14-15,21-24H,1-2H2,(H,28,29)(H,30,31)(H2,16,17,18)(H2,25,26,27)/t5-,6-,8-,9-,10-,11-,14-,15-/m1/s1	CUNFRFHBHMFVPH-KEOHHSTQSA-N	639.0380039	CHEBI:58753		MMDBc0032907
BASm0003685	5'-phosphoguanylyl(3'->5')guanosine	Linear dimeric GMP is a member of the chemical class known as Purine Ribonucleoside 3',5'-Bisphosphates. These are purine ribobucleotides with one phosphate group attached to 3' and 5' hydroxyl groups of the ribose moiety.		Expected Solid	[H][C@]1(COP(O)(=O)O[C@]2([H])[C@@]([H])(COP(O)([O-])=O)O[C@@]([H])(N3C=NC4=C3NC(=N)N=C4[O-])[C@]2([H])O)O[C@@]([H])(N2C=NC3=C2NC(=N)N=C3[O-])[C@]([H])(O)[C@]1([H])O	C20H23N10O15P2	InChI=1S/C20H26N10O15P2/c21-19-25-13-7(15(34)27-19)23-3-29(13)17-10(32)9(31)5(43-17)1-42-47(39,40)45-12-6(2-41-46(36,37)38)44-18(11(12)33)30-4-24-8-14(30)26-20(22)28-16(8)35/h3-6,9-12,17-18,31-33H,1-2H2,(H,39,40)(H2,36,37,38)(H3,21,25,27,34)(H3,22,26,28,35)/p-3/t5-,6-,9-,10-,11-,12-,17-,18-/m1/s1	ZEHOHLFQOXAZHX-MHARETSRSA-K	705.0819581	CHEBI:58754		MMDBc0030201
BASm0003686	(2E,6E,10E)-geranylgeranyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])COP([O-])(=O)OP([O-])([O-])=O)=C(\C)CCC=C(C)C	C20H33O7P2	InChI=1S/C20H36O7P2/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-26-29(24,25)27-28(21,22)23/h9,11,13,15H,6-8,10,12,14,16H2,1-5H3,(H,24,25)(H2,21,22,23)/p-3/b18-11+,19-13+,20-15+	OINNEUNVOZHBOX-QIRCYJPOSA-K	447.1717981	CHEBI:58756		MMDBc0054036
BASm0003687	(13S)-hydroperoxy-(9Z,11E,15Z)-octadecatrienoate			Expected Solid	[H]\C(CC)=C(/[H])C[C@]([H])(OO)C(\[H])=C(/[H])\C(\[H])=C(\[H])CCCCCCCC([O-])=O	C18H29O4	InChI=1S/C18H30O4/c1-2-3-11-14-17(22-21)15-12-9-7-5-4-6-8-10-13-16-18(19)20/h3,7,9,11-12,15,17,21H,2,4-6,8,10,13-14,16H2,1H3,(H,19,20)/p-1/b9-7-,11-3-,15-12+/t17-/m0/s1	UYQGVDXDXBAABN-FQSPHKRJSA-M	309.207133	CHEBI:58757		MMDBc0054759
BASm0003688	S-(hydroxymethyl)glutathione	S-(Hydroxymethyl)glutathione, also known as sergsh, belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. S-(Hydroxymethyl)glutathione is a very strong basic compound (based on its pKa). An S-substituted glutathione that is glutathione in which the mercapto hydrogen has been replaced by a hydroxymethyl group. S-(Hydroxymethyl)glutathione exists in all living species, ranging from bacteria to humans. S-Hydroxymethylglutathione is expected to be in Cannabis as all living plants are known to produce and metabolize it.	32260-87-0	1		C11H18N3O7S		PIUSLWSYOYFRFR-BQBZGAKWSA-M	336.0870947	CHEBI:58758		
BASm0003689	6-phospho-D-gluconate	6-Phosphogluconic acid, also known as 6-phospho-D-gluconate or gluconic acid-6-phosphate, belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. 6-Phosphogluconic acid exists in all living species, ranging from bacteria to humans. Within humans, 6-phosphogluconic acid participates in a number of enzymatic reactions. In particular, 6-phosphogluconic acid can be biosynthesized from gluconolactone; which is mediated by the enzyme 6-phosphogluconolactonase. In addition, 6-phosphogluconic acid can be converted into D-ribulose 5-phosphate through the action of the enzyme 6-phosphogluconate dehydrogenase, decarboxylating. In humans, 6-phosphogluconic acid is involved in the metabolic disorder called the transaldolase deficiency pathway. Outside of the human body, 6-Phosphogluconic acid has been detected, but not quantified in several different foods, such as cascade huckleberries, common chokecherries, half-highbush blueberries, american cranberries, and okra.	921-62-0	Solid	[H][C@@](O)(COP([O-])([O-])=O)[C@@]([H])(O)[C@]([H])(O)[C@@]([H])(O)C([O-])=O	C6H10O10P	InChI=1S/C6H13O10P/c7-2(1-16-17(13,14)15)3(8)4(9)5(10)6(11)12/h2-5,7-10H,1H2,(H,11,12)(H2,13,14,15)/p-3/t2-,3-,4+,5-/m1/s1	BIRSGZKFKXLSJQ-SQOUGZDYSA-K	273.0028043	CHEBI:58759	HMDB0001316	
BASm0003690	L-2,4-diaminobutanoate	L-3-Amino-isobutanoic acid is a component of branched-chain amino acid biosynthesis and metabolism. It can also be used in pyrimidine metabolism. L-3-Amino-isobutanoic acid is produced from S-methylmalonate semialdehyde by the enzyme 4-aminobutyrate aminotransferase.	1758-80-1	Solid	[NH3+]CC[C@H]([NH3+])C(=O)[O-]	C4H10N2O2	InChI=1S/C4H10N2O2/c5-2-1-3(6)4(7)8/h3H,1-2,5-6H2,(H,7,8)/t3-/m0/s1	OGNSCSPNOLGXSM-VKHMYHEASA-N	118.0742276	CHEBI:58761	HMDB0006284	
BASm0003691	7,8-dihydroneopterin 3'-phosphate	Dihydroneopterin monophosphate is a member of the chemical class known as Biopterins and Derivatives. These are coenzymes containing a 2-amino-pteridine-4-one derivative. Dihdroneopterin monophosphate is an intermediate involved in tetrahydrofolate biosynthesis and salvage in E. coli. It is converted to 7,8-dihydroneopterin through an unknown phosphorylase enzyme.		Expected Solid	[H][C@@](O)(COP(O)([O-])=O)[C@@]([H])(O)C1=NC2=C(NC1)NC(=N)N=C2[O-]	C9H12N5O7P	InChI=1S/C9H14N5O7P/c10-9-13-7-5(8(17)14-9)12-3(1-11-7)6(16)4(15)2-21-22(18,19)20/h4,6,15-16H,1-2H2,(H2,18,19,20)(H4,10,11,13,14,17)/p-2/t4-,6+/m1/s1	PLSQMGZYOGSOCE-XINAWCOVSA-L	333.0474343	CHEBI:58762		MMDBc0031607
BASm0003692	N-succinyl-L-glutamate	N2-succinylglutamate is an intermediate in L-arginine degradation II pathway in E.coli. It is a product for the enzyme succinylglutamate desuccinylase which catalyzes the reaction N2-succinyl-L-glutamate 5-semialdehyde + NAD+ + H2O -> N2-succinylglutamate + NADH + 2 H+. It is also the substrate for the enzyme succinylglutamate semialdehyde dehydrogenase which catalyzes the reaction N2-succinylglutamate + H2O -> succinate + L-glutamate (BioCyc: N2-SUCCINYLGLUTAMATE).		Expected Solid	[O-]C(=O)CC[C@H](NC(=O)CCC([O-])=O)C([O-])=O	C9H10NO7	InChI=1S/C9H13NO7/c11-6(2-4-8(14)15)10-5(9(16)17)1-3-7(12)13/h5H,1-4H2,(H,10,11)(H,12,13)(H,14,15)(H,16,17)/p-3/t5-/m0/s1	JCNBNOQGFSXOML-YFKPBYRVSA-K	244.0473724	CHEBI:58763		MMDBc0032114
BASm0003693	(2S,3S)-2,3-dihydroxy-2,3-dihydrobenzoate			Expected Solid	[H][C@]1(O)C=CC=C(C([O-])=O)[C@]1([H])O	C7H7O4	InChI=1S/C7H8O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,5-6,8-9H,(H,10,11)/p-1/t5-,6-/m0/s1	INCSWYKICIYAHB-WDSKDSINSA-M	155.0349823	CHEBI:58764		MMDBc0054842
BASm0003694	N(2)-acetyl-L-citrulline			Expected Solid	[H][C@@](CCCNC(O)=N)(N=C(C)[O-])C(O)=O	C8H14N3O4	InChI=1S/C8H15N3O4/c1-5(12)11-6(7(13)14)3-2-4-10-8(9)15/h6H,2-4H2,1H3,(H,11,12)(H,13,14)(H3,9,10,15)/p-1/t6-/m0/s1	WMQMIOYQXNRROC-LURJTMIESA-M	216.0989795	CHEBI:58765		MMDBc0056178
BASm0003695	4-phospho-D-erythronate			Expected Solid	O=C([O-])[C@H](O)[C@H](O)COP(=O)([O-])[O-]	C4H6O8P	InChI=1S/C4H9O8P/c5-2(3(6)4(7)8)1-12-13(9,10)11/h2-3,5-6H,1H2,(H,7,8)(H2,9,10,11)/p-3/t2-,3+/m1/s1	ZCZXOHUILRHRQJ-GBXIJSLDSA-K	212.9816749	CHEBI:58766		MMDBc0055536
BASm0003696	N-acetyl-(2S,6S)-2,6-diaminoheptanedioate			Expected Solid	[H][C@](N)(CCC[C@]([H])(N=C(C)[O-])C(O)=O)C(O)=O	C9H15N2O5	InChI=1S/C9H16N2O5/c1-5(12)11-7(9(15)16)4-2-3-6(10)8(13)14/h6-7H,2-4,10H2,1H3,(H,11,12)(H,13,14)(H,15,16)/p-1/t6-,7-/m0/s1	KYVLWJXMCBZDRL-BQBZGAKWSA-M	231.0986452	CHEBI:58767		MMDBc0056116
BASm0003697	(1R,6S)-1,6-dihydroxy-4-methylcyclohexa-2,4-diene-1-carboxylate			Expected Solid	CC1=C[C@H](O)[C@@](O)(C(=O)[O-])C=C1	C8H10O4	InChI=1S/C8H10O4/c1-5-2-3-8(12,7(10)11)6(9)4-5/h2-4,6,9,12H,1H3,(H,10,11)	KWQSYZVAOWYCNP-UHFFFAOYSA-N	170.0579088	CHEBI:58768		MMDBc0052951
BASm0003698	L-1-piperideine-6-carboxylate			Expected Solid	[H][C@]1(CCCC=N1)C([O-])=O	C6H8NO2	InChI=1S/C6H9NO2/c8-6(9)5-3-1-2-4-7-5/h4-5H,1-3H2,(H,8,9)/p-1/t5-/m0/s1	CSDPVAKVEWETFG-YFKPBYRVSA-M	126.0560521	CHEBI:58769		MMDBc0056053
BASm0003699	N-acetyl-alpha-neuraminate	N-Acetyl-alpha-neuraminate is a sialic acid. Sialic acids are an important family of related 9-carbon sugars acids, present on the surface of many different cells and functioning in a wide range of different biological processes. They mediate a variety of cell-cell and cell-molecule interactions in eukaryotes and can be utilized by pathogens to evade the host immune response. N-acetylneuraminic acid is the most common sialic acid, and the predominant form present in humans. It can be found as a terminal sugar on a wide range of surface glycoconjugates. A number of bacteria that can colonize humans (such as E. coli) make use of N-acetylneuraminic acid as a nutrient source.	21646-00-4	Solid	CC(=O)N[C@H]1[C@H]([C@H](O)[C@H](O)CO)O[C@@](O)(C(=O)[O-])C[C@@H]1O	C11H19NO9	InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11+/m0/s1	SQVRNKJHWKZAKO-YRMXFSIDSA-N	309.1059812	CHEBI:58770	HMDB0000773	
BASm0003700	(R)-2-(carboxymethyl)-5-oxo-2,5-dihydro-2-furoate			Expected Solid	[O-]C(=O)C[C@]1(OC(=O)C=C1)C([O-])=O	C7H4O6	InChI=1S/C7H6O6/c8-4(9)3-7(6(11)12)2-1-5(10)13-7/h1-2H,3H2,(H,8,9)(H,11,12)/p-2/t7-/m0/s1	DHCUIDTZCMREHG-ZETCQYMHSA-L	184.001885	CHEBI:58771		MMDBc0055025
BASm0003701	L-methionine (S)-S-oxide	The (S)-oxido diastereomer of L-methionine S-oxide	62697-73-8	Solid	C[S@](=O)CC[C@H](N)C(O)=O	C5H11NO3S	InChI=1S/C5H11NO3S/c1-10(9)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-,10-/m0/s1	QEFRNWWLZKMPFJ-MFXDVPHUSA-N	165.0459644	CHEBI:58772	HMDB02005	MMDBc0031146
BASm0003702	L-methionine (R)-S-oxide	L-Methionine (R)-S-oxide or Met-(R)-O is an oxidized form of methionine.  It can be used as a substrate for growth by E. coli.  It is known that Escherichia coli methionine mutants can grow on both enantiomers of methionine sulfoxide (met(o)), i.e., Met-R-(O) or Met-S-(O), indicating the presence of enzymes in E. coli that can reduce each of these enantiomers to methionine (met). Recently it was discovered that an enzyme known as fRMsr or L-methionine (R)-S-oxide reductase (EC 1.8.4.14) is the enzyme that catalyzes the chemical reaction L-methionine + thioredoxin disulfide + H2O <=> L-methionine (R)-S-oxide + thioredoxin.  It is thought that Met-(R)-O may represent a signaling molecule in response to oxidative stress. [PMID:17535911]		Expected Solid	C[S@@](=O)CC[C@H](N)C(O)=O	C5H11NO3S	InChI=1S/C5H11NO3S/c1-10(9)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-,10+/m0/s1	QEFRNWWLZKMPFJ-ZXPFJRLXSA-N	165.0459639	CHEBI:58773		MMDBc0031763
BASm0003703	3-dehydro-L-gulonate 6-phosphate	3-dehydro-L-gulonate 6-phosphate is a member of the chemical class known as Medium-chain Keto Acids and Derivatives. These are keto acids with a 6 to 12  carbon atoms long side chain. 			O=C([O-])[C@@H](O)C(=O)[C@H](O)[C@@H](O)COP(=O)([O-])[O-]	C6H11O10P	InChI=1S/C6H11O10P/c7-2(1-16-17(13,14)15)3(8)4(9)5(10)6(11)12/h2-3,5,7-8,10H,1H2,(H,11,12)(H2,13,14,15)/t2-,3+,5-/m0/s1	BDUIIKXSXFDPEC-LWKDLAHASA-N	274.0089831	CHEBI:58774		
BASm0003704	3-oxo-3-ureidopropanoate			Expected Solid	OC(=N)N=C([O-])CC(O)=O	C4H5N2O4	InChI=1S/C4H6N2O4/c5-4(10)6-2(7)1-3(8)9/h1H2,(H,8,9)(H3,5,6,7,10)/p-1	UCUUMUFWVSUBOL-UHFFFAOYSA-M	145.0254802	CHEBI:58775		MMDBc0055401
BASm0003705	2-formylglutarate				O=CC(CCC(=O)[O-])C(=O)[O-]	C6H8O5	InChI=1S/C6H8O5/c7-3-4(6(10)11)1-2-5(8)9/h3-4H,1-2H2,(H,8,9)(H,10,11)	NMUKFRCHLYPKSR-UHFFFAOYSA-N	160.0371734	CHEBI:58776		
BASm0003706	6-(2-amino-2-carboxyethyl)-7,8-dioxo-1,2,3,4,7,8-hexahydroquinoline-2,4-dicarboxylate			Expected Solid	[NH3+]C(CC1=CC2=C(NC(C(=O)[O-])CC2C(=O)[O-])C(=O)C1=O)C(=O)[O-]	C14H14N2O8	InChI=1S/C14H14N2O8/c15-7(13(21)22)2-4-1-5-6(12(19)20)3-8(14(23)24)16-9(5)11(18)10(4)17/h1,6-8,16H,2-3,15H2,(H,19,20)(H,21,22)(H,23,24)	UMYDVEVERVKIFT-UHFFFAOYSA-N	338.0750154	CHEBI:58778		MMDBc0004481
BASm0003707	CDP-choline	Citicoline is an essential intermediate in the biosynthetic pathway of structural phospholipids in cell membranes, particularly phosphatidylcholine. Once absorbed, citicoline is widely distributed throughout the body, crosses the blood-brain barrier and reaches the central nervous system (CNS), where it is incorporated into the membrane and microsomal phospholipid fraction. Citicoline activates biosynthesis of structural phospholipids of neuronal membranes, increases brain metabolism, and acts upon the levels of different neurotransmitters. Thus, citicoline has been experimentally shown to increase norepinephrine and dopamine levels in the CNS. Owing to these pharmacological mechanisms, citicoline has a neuroprotective effect in hypoxic and ischemic conditions, decreasing the volume of ischemic lesion, and also improves learning and memory performance in animal models of brain aging. In addition, citicoline has been shown to restore the activity of mitochondrial ATPase and membrane Na+/K+ATPase, to inhibit activation of certain phospholipases, and to accelerate reabsorption of cerebral edema in various experimental models. Citicoline has also been shown to be able to inhibit mechanisms of apoptosis associated to cerebral ischemia and in certain neurodegeneration models, and to potentiate neuroplasticity mechanisms. Citicoline is a safe drug, as shown by the toxicological tests conducted, that has no significant systemic cholinergic effects and is a well tolerated product. (PMID:17171187).	987-78-0	Solid	C[N+](C)(C)CCOP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2ccc(N)nc2=O)[C@H](O)[C@@H]1O	C14H27N4O11P2	InChI=1S/C14H26N4O11P2/c1-18(2,3)6-7-26-30(22,23)29-31(24,25)27-8-9-11(19)12(20)13(28-9)17-5-4-10(15)16-14(17)21/h4-5,9,11-13,19-20H,6-8H2,1-3H3,(H3-,15,16,21,22,23,24,25)/p+1/t9-,11-,12-,13-/m1/s1	RZZPDXZPRHQOCG-OJAKKHQRSA-O	489.1151558	CHEBI:58779	HMDB0001413	
BASm0003708	2,6-dihydroxynicotinate	Conjugate base of 2,6-dihydroxynicotinic acid.			O=C([O-])c1ccc(O)nc1O	C6H4NO4	InChI=1S/C6H5NO4/c8-4-2-1-3(6(10)11)5(9)7-4/h1-2H,(H,10,11)(H2,7,8,9)/p-1	IGCZQNUHGOYVJI-UHFFFAOYSA-M		CHEBI:58780		
BASm0003709	(6R)-2-acetyl-6-(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)-3-hydroxy-6-methylcyclohexa-2,4-dien-1-one	Conjugate base of (6R)-2-acetyl-6-(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)-3-hydroxy-6-methylcyclohexa-2,4-dien-1-one.			CC(=O)C1=C([O-])C=C[C@](C)(c2c(O)c(C)c(O)c(C(C)=O)c2O)C1=O	C18H17O7	InChI=1S/C18H18O7/c1-7-14(22)12(9(3)20)16(24)13(15(7)23)18(4)6-5-10(21)11(8(2)19)17(18)25/h5-6,21-24H,1-4H3/p-1/t18-/m1/s1	AMFXPHNKTUIKLV-GOSISDBHSA-M		CHEBI:58781		
BASm0003710	D-dopachrome	Conjugate base of D-dopachrome.			O=C1C=C2C[C@H](C(=O)[O-])NC2=CC1=O	C9H6NO4	InChI=1S/C9H7NO4/c11-7-2-4-1-6(9(13)14)10-5(4)3-8(7)12/h2-3,6,10H,1H2,(H,13,14)/p-1/t6-/m1/s1	VJNCICVKUHKIIV-ZCFIWIBFSA-M		CHEBI:58782		
BASm0003712	2-hydroxy-3-methylhexadecanoyl-CoA	Tetraanion of 2-hydroxy-3-methylhexadecanoyl-CoA arising from deprotonation of phosphate and diphosphate functions.			CCCCCCCCCCCCCC(C)C(O)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C38H64N7O18P3S	InChI=1S/C38H68N7O18P3S/c1-5-6-7-8-9-10-11-12-13-14-15-16-25(2)29(47)37(51)67-20-19-40-27(46)17-18-41-35(50)32(49)38(3,4)22-60-66(57,58)63-65(55,56)59-21-26-31(62-64(52,53)54)30(48)36(61-26)45-24-44-28-33(39)42-23-43-34(28)45/h23-26,29-32,36,47-49H,5-22H2,1-4H3,(H,40,46)(H,41,50)(H,55,56)(H,57,58)(H2,39,42,43)(H2,52,53,54)/p-4/t25?,26-,29?,30-,31-,32+,36-/m1/s1	NOYKDOHWNYIPQD-MYAUCQMWSA-J		CHEBI:58784		
BASm0003713	cis-3,4-dehydroadipyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C/C=C\CC(=O)[O-]	C27H37N7O19P3S	InChI=1S/C27H42N7O19P3S/c1-27(2,22(40)25(41)30-8-7-16(35)29-9-10-57-18(38)6-4-3-5-17(36)37)12-50-56(47,48)53-55(45,46)49-11-15-21(52-54(42,43)44)20(39)26(51-15)34-14-33-19-23(28)31-13-32-24(19)34/h3-4,13-15,20-22,26,39-40H,5-12H2,1-2H3,(H,29,35)(H,30,41)(H,36,37)(H,45,46)(H,47,48)(H2,28,31,32)(H2,42,43,44)/p-5/b4-3-/t15-,20-,21-,22+,26-/m1/s1	VYSXESTVCZRDBA-LNGKRSAJSA-I	888.1105221	CHEBI:58786		MMDBc0055806
BASm0003714	(3Z)-6-oxohex-3-enoyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C/C=C\CC=O	C27H38N7O18P3S	InChI=1S/C27H42N7O18P3S/c1-27(2,22(39)25(40)30-8-7-17(36)29-9-11-56-18(37)6-4-3-5-10-35)13-49-55(46,47)52-54(44,45)48-12-16-21(51-53(41,42)43)20(38)26(50-16)34-15-33-19-23(28)31-14-32-24(19)34/h3-4,10,14-16,20-22,26,38-39H,5-9,11-13H2,1-2H3,(H,29,36)(H,30,40)(H,44,45)(H,46,47)(H2,28,31,32)(H2,41,42,43)/p-4/b4-3-/t16-,20-,21-,22+,26-/m1/s1	HTYJHFRYROLBDM-YINSCCIPSA-J	873.1228839	CHEBI:58787		MMDBc0054941
BASm0003715	3-(1-carboxyvinyloxy)anthranilate			Expected Solid	C=C(Oc1cccc(C(=O)[O-])c1N)C(=O)[O-]	C10H7NO5	InChI=1S/C10H9NO5/c1-5(9(12)13)16-7-4-2-3-6(8(7)11)10(14)15/h2-4H,1,11H2,(H,12,13)(H,14,15)/p-2	GGCPIKCAFSGNKM-UHFFFAOYSA-L	221.0335195	CHEBI:58790		MMDBc0055324
BASm0003716	(2S)-2-amino-4-deoxychorismate				C=C(O[C@H]1C=CC=C(C(=O)[O-])[C@@H]1[NH3+])C(=O)[O-]	C10H11NO5	InChI=1S/C10H11NO5/c1-5(9(12)13)16-7-4-2-3-6(8(7)11)10(14)15/h2-4,7-8H,1,11H2,(H,12,13)(H,14,15)/t7-,8-/m0/s1	OKLGKGPAZUNROU-YUMQZZPRSA-N	225.0637225	CHEBI:58792		
BASm0003717	2-O-[(E)-sinapoyl]-D-glucarate	Dicarboxylate anion of 2-O-sinapoyl-D-glucaric acid.			COc1cc(/C=C/C(=O)O[C@@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H](O)C(=O)[O-])cc(OC)c1O	C17H18O12	InChI=1S/C17H20O12/c1-27-8-5-7(6-9(28-2)11(8)19)3-4-10(18)29-15(17(25)26)13(21)12(20)14(22)16(23)24/h3-6,12-15,19-22H,1-2H3,(H,23,24)(H,25,26)/p-2/b4-3+/t12-,13-,14-,15+/m0/s1	XQQYFEOTBHJJDK-GRRSETRSSA-L		CHEBI:58793		
BASm0003718	(3Z)-4-(2-carboxyphenyl)-2-oxobut-3-enoate			Expected Solid	O=C([O-])C(=O)/C=C\c1ccccc1C(=O)[O-]	C11H6O5	InChI=1S/C11H8O5/c12-9(11(15)16)6-5-7-3-1-2-4-8(7)10(13)14/h1-6H,(H,13,14)(H,15,16)/p-2/b6-5-	APKXMKWCGDBYNV-WAYWQWQTSA-L	218.0226205	CHEBI:58794		MMDBc0054940
BASm0003719	(9S,10S)-10-hydroxy-9-(phosphooxy)octadecanoate	(9s,10s)-10-hydroxy-9-(phosphonooxy)octadecanoate is part of the Arachidonic acid metabolism, and Peroxisome pathways. It is a substrate for: Bifunctional epoxide hydrolase 2.		Solid	CCCCCCCC[C@H](O)[C@H](CCCCCCCC(=O)[O-])OP(=O)([O-])[O-]	C18H37O7P	InChI=1S/C18H37O7P/c1-2-3-4-5-7-10-13-16(19)17(25-26(22,23)24)14-11-8-6-9-12-15-18(20)21/h16-17,19H,2-15H2,1H3,(H,20,21)(H2,22,23,24)/t16-,17-/m0/s1	UELBXEKQONEDKM-IRXDYDNUSA-N	396.2276901	CHEBI:58796	HMDB0059632	
BASm0003720	(9S,10S)-9,10-dihydroxyoctadecanoate	(9s,10s)-9,10-dihydroxyoctadecanoate is part of the Arachidonic acid metabolism, and Peroxisome pathways. It is a substrate for: Bifunctional epoxide hydrolase 2.		Solid	CCCCCCCC[C@H](O)[C@@H](O)CCCCCCCC(=O)[O-]	C18H36O4	InChI=1S/C18H36O4/c1-2-3-4-5-7-10-13-16(19)17(20)14-11-8-6-9-12-15-18(21)22/h16-17,19-20H,2-15H2,1H3,(H,21,22)/t16-,17-/m0/s1	VACHUYIREGFMSP-IRXDYDNUSA-N	316.2613596	CHEBI:58797	HMDB0059633	
BASm0003721	N-(6-aminohexanoyl)-6-aminohexanoate			Expected Solid	[NH3+]CCCCCC(=O)NCCCCCC(=O)[O-]	C12H24N2O3	InChI=1S/C12H24N2O3/c13-9-5-1-3-7-11(15)14-10-6-2-4-8-12(16)17/h1-10,13H2,(H,14,15)(H,16,17)	IWENLYKHSZCPRD-UHFFFAOYSA-N	244.1786926	CHEBI:58798		MMDBc0054717
BASm0003722	(2S)-2-[(R)-1-carboxyethylamino]pentanoate			Expected Solid	CCC[C@H]([NH2+][C@H](C)C(=O)[O-])C(=O)[O-]	C8H14NO4	InChI=1S/C8H15NO4/c1-3-4-6(8(12)13)9-5(2)7(10)11/h5-6,9H,3-4H2,1-2H3,(H,10,11)(H,12,13)/p-1/t5-,6+/m1/s1	AMDDRMIFTJHJGD-RITPCOANSA-M	188.0928315	CHEBI:58799		MMDBc0054848
BASm0003723	4-(gamma-L-glutamylamino)butanoate			Expected Solid	[NH3+][C@@H](CCC(=O)NCCCC(=O)[O-])C(=O)[O-]	C9H15N2O5	InChI=1S/C9H16N2O5/c10-6(9(15)16)3-4-7(12)11-5-1-2-8(13)14/h6H,1-5,10H2,(H,11,12)(H,13,14)(H,15,16)/p-1/t6-/m0/s1	MKYPKZSGLSOGLL-LURJTMIESA-M	231.0986452	CHEBI:58800		MMDBc0055457
BASm0003724	3-hydroxycyclohexa-1,5-diene-1-carbonyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C1=CC(O)CC=C1	C28H38N7O18P3S	InChI=1S/C28H42N7O18P3S/c1-28(2,22(39)25(40)31-7-6-18(37)30-8-9-57-27(41)15-4-3-5-16(36)10-15)12-50-56(47,48)53-55(45,46)49-11-17-21(52-54(42,43)44)20(38)26(51-17)35-14-34-19-23(29)32-13-33-24(19)35/h3-4,10,13-14,16-17,20-22,26,36,38-39H,5-9,11-12H2,1-2H3,(H,30,37)(H,31,40)(H,45,46)(H,47,48)(H2,29,32,33)(H2,42,43,44)/p-4/t16?,17-,20-,21-,22+,26-/m1/s1	QDXKTBIXZUTNGC-CRVKRRNDSA-J	885.1228839	CHEBI:58801		MMDBc0055382
BASm0003725	5-amino-2-oxopentanoate	5-Amino-2-oxopentanoic acid is a breakdown product of D-proline. D-proline is first converted to 1-pyrroline-2-carboxylic acid via D-amino acid oxidase, which then spontaneously breaks down into 5-amino-2-oxopentanoic acid.		Solid	[NH3+]CCCC(=O)C(=O)[O-]	C5H9NO3	InChI=1S/C5H9NO3/c6-3-1-2-4(7)5(8)9/h1-3,6H2,(H,8,9)	BWHGMFYTDQEALD-UHFFFAOYSA-N	131.0582432	CHEBI:58802	HMDB0006272	
BASm0003726	7alpha,12alpha-dihydroxy-3-oxochol-4-en-24-oate			Expected Solid	C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3[C@H](O)CC4=CC(=O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C24H35O5	InChI=1S/C24H36O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h10,13,16-20,22,26-27H,4-9,11-12H2,1-3H3,(H,28,29)/p-1/t13-,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1	ZZUMXQCSMJCDDC-DFQOQHGMSA-M	403.2489978	CHEBI:58803		MMDBc0055641
BASm0003727	12alpha-hydroxy-3-oxochola-4,6-dien-24-oate			Expected Solid	C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3C=CC4=CC(=O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C24H33O4	InChI=1S/C24H34O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h5-6,12,14,17-21,26H,4,7-11,13H2,1-3H3,(H,27,28)/p-1/t14-,17+,18-,19+,20+,21+,23+,24-/m1/s1	DJVAMCYXFUWMLS-QUPGBHKMSA-M	385.2384331	CHEBI:58804		MMDBc0055164
BASm0003728	3',3'-c-di-GMP				Nc1nc2c(ncn2[C@@H]2O[C@@H]3COP(=O)([O-])O[C@H]4[C@@H](O)[C@H](n5cnc6c(=O)[nH]c(N)nc65)O[C@@H]4COP(=O)([O-])O[C@H]3[C@H]2O)c(=O)[nH]1	C20H22N10O14P2		PKFDLKSEZWEFGL-MHARETSRSA-L	688.0803166	CHEBI:58805		
BASm0003729	5beta-scymnol sulfate					C27H47O9S		JKUSPYUETNXNRO-JWBDLDPOSA-M	547.2946278	CHEBI:58808		
BASm0003730	3alpha,7alpha,12alpha-trihydroxy-5alpha-cholan-24-yl sulfate					C24H41O7S		BKZKSSHAWFCVDU-JLIFGLSWSA-M	473.2578484	CHEBI:58809		
BASm0003731	deoxycholoyl-CoA			Expected Solid	[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C([H])([H])C([H])([H])[C@@]([H])(C([H])([H])[H])[C@@]1([H])C([H])([H])C([H])([H])[C@@]2([H])[C@]3([H])C([H])([H])C([H])([H])[C@]4([H])C([H])([H])[C@]([H])(O[H])C([H])([H])C([H])([H])[C@]4(C([H])([H])[H])[C@@]3([H])C([H])([H])[C@]([H])(O[H])[C@]12C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C(N=C([H])N=C23)N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C45H70N7O19P3S	InChI=1S/C45H74N7O19P3S/c1-24(28-9-10-29-27-8-7-25-18-26(53)12-14-44(25,4)30(27)19-32(54)45(28,29)5)6-11-34(56)75-17-16-47-33(55)13-15-48-41(59)38(58)43(2,3)21-68-74(65,66)71-73(63,64)67-20-31-37(70-72(60,61)62)36(57)42(69-31)52-23-51-35-39(46)49-22-50-40(35)52/h22-32,36-38,42,53-54,57-58H,6-21H2,1-5H3,(H,47,55)(H,48,59)(H,63,64)(H,65,66)(H2,46,49,50)(H2,60,61,62)/p-4/t24-,25-,26-,27+,28-,29+,30+,31-,32+,36-,37-,38+,42-,44+,45-/m1/s1	YTGXPYMXYISPEB-SIQRDODDSA-J	1137.3682	CHEBI:58810		MMDBc0048639
BASm0003732	phenylglyoxylyl-CoA					C29H36N7O18P3S		FISPFQWSJIRGHD-SVHODSNWSA-J	895.1072338	CHEBI:58811		
BASm0003733	2-(5-methylsulfanyl)oxopentanoate	2-oxo-5-methylthiopentanoate, also known as 5-(methylthio)-2-oxopentanoic-acid, is a member of the class of compounds known as thia fatty acids. Thia fatty acids are fatty acid derivatives obtained by insertion of a sulfur atom at specific positions in the chain. 2-oxo-5-methylthiopentanoate is slightly soluble (in water) and a weakly acidic compound (based on its pKa). 2-oxo-5-methylthiopentanoate can be found in a number of food items such as wakame, soy bean, sea-buckthornberry, and oil palm, which makes 2-oxo-5-methylthiopentanoate a potential biomarker for the consumption of these food products.			CSCCCC(=O)C([O-])=O	C6H9O3S	InChI=1S/C6H10O3S/c1-10-4-2-3-5(7)6(8)9/h2-4H2,1H3,(H,8,9)/p-1	MPJMAJLPWRBNBU-UHFFFAOYSA-M	161.0277889	CHEBI:58815	HMDB0304082	
BASm0003734	2-(2-methylsulfanyl)ethylmalate			Expected Solid		C7H10O5S		FZNWJRXTACKOPU-UHFFFAOYNA-L	206.0259918	CHEBI:58816		MMDBc0051336
BASm0003735	2-(3-methylsulfanyl)propylmalate	2-(3'-methylthio)propylmalate, also known as 2-hydroxy-2-[3-(methylsulfanyl)propyl]succinate or 2-(3-methylsulfanyl)propylmalic acid, belongs to medium-chain hydroxy acids and derivatives class of compounds. Those are hydroxy acids with a 6 to 12 carbon atoms long side chain. 2-(3'-methylthio)propylmalate is slightly soluble (in water) and a weakly acidic compound (based on its pKa). 2-(3'-methylthio)propylmalate can be found in a number of food items such as broad bean, gram bean, sesbania flower, and cherimoya, which makes 2-(3'-methylthio)propylmalate a potential biomarker for the consumption of these food products.				C8H12O5S		WLOKFRZXOVZGIN-UHFFFAOYNA-L	220.0416418	CHEBI:58817	HMDB0304050	
BASm0003736	5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate			Expected Solid	[H][C@@]1(O)[C@@]([H])(OC(=C)C([O-])=O)C=C[C@]([H])(C(=O)CCC([O-])=O)[C@@]1([H])C([O-])=O	C14H13O9	InChI=1S/C14H16O9/c1-6(13(19)20)23-9-4-2-7(8(15)3-5-10(16)17)11(12(9)18)14(21)22/h2,4,7,9,11-12,18H,1,3,5H2,(H,16,17)(H,19,20)(H,21,22)/p-3/t7-,9+,11-,12-/m1/s1	XYCATPIYKOARSZ-OAIFWDMCSA-K	325.0576027	CHEBI:58818		MMDBc0055560
BASm0003737	(R,R)-chrysanthemyl diphosphate	Trianion of (R,R)-chrysanthemyl diphosphate.				C10H17O7P2		AORLUAKWVIEOLL-RKDXNWHRSA-K	311.0465976	CHEBI:58819		
BASm0003738	terpentedienyl diphosphate			Expected Solid	[H]\C(COP([O-])(=O)OP([O-])([O-])=O)=C(\C)CC[C@]1(C)[C@]([H])(C)CC[C@]2(C)C(C)=CCC[C@@]12[H]	C20H33O7P2	InChI=1S/C20H36O7P2/c1-15(11-14-26-29(24,25)27-28(21,22)23)9-12-19(4)17(3)10-13-20(5)16(2)7-6-8-18(19)20/h7,11,17-18H,6,8-10,12-14H2,1-5H3,(H,24,25)(H2,21,22,23)/p-3/b15-11+/t17-,18+,19-,20-/m1/s1	LKJRXYMJDDAXEN-LENLPTBCSA-K	447.1717981	CHEBI:58821		MMDBc0056327
BASm0003739	tuberculosinyl diphosphate			Expected Solid	C/C(=C\COP(=O)([O-])OP(=O)([O-])[O-])CC[C@@]1(C)[C@@H]2CCCC(C)(C)C2=CC[C@@H]1C	C20H36O7P2	InChI=1S/C20H36O7P2/c1-15(11-14-26-29(24,25)27-28(21,22)23)10-13-20(5)16(2)8-9-17-18(20)7-6-12-19(17,3)4/h9,11,16,18H,6-8,10,12-14H2,1-5H3,(H,24,25)(H2,21,22,23)/b15-11+/t16-,18+,20+/m0/s1	BPSHPRCHMGHBGC-AHKHSGQUSA-N	450.1936265	CHEBI:58822		MMDBc0054683
BASm0003740	sulfoacetate	Sulfoacetate is a member of the chemical class known as Sulfonic Acids. These are compounds containing the sulfonic acid group, which has the general structure RS(=O)2OH (R = H).  Sulfoacetate is invovled in Taurine and hypotaurine metabolism. (KEGG)	123-43-3	Solid	O=C([O-])CS(=O)(=O)[O-]	C2H4O5S	InChI=1S/C2H4O5S/c3-2(4)1-8(5,6)7/h1H2,(H,3,4)(H,5,6,7)	AGGIJOLULBJGTQ-UHFFFAOYSA-N	139.9779439	CHEBI:58824		
BASm0003741	(R)-beta-alanopine				C[C@@H]([NH2+]CCC(=O)[O-])C(=O)[O-]	C6H11NO4	InChI=1S/C6H11NO4/c1-4(6(10)11)7-3-2-5(8)9/h4,7H,2-3H2,1H3,(H,8,9)(H,10,11)	OAWHMSFCLIYBHE-UHFFFAOYSA-N	161.0688078	CHEBI:58825		
BASm0003742	N-acetyl-beta-D-glucosamine 6-phosphate	Dianion of N-acetyl-beta-D-glucosamine 6-phosphate.			CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](COP(=O)([O-])[O-])O[C@H]1O	C8H14NO9P	InChI=1S/C8H16NO9P/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H2,14,15,16)/p-2/t4-,5-,6-,7-,8-/m1/s1	BRGMHAYQAZFZDJ-FMDGEEDCSA-L		CHEBI:58826		
BASm0003743	precorrin-2				C[C@@]1(CC(=O)[O-])/C2=C/c3[nH]c(c(CCC(=O)[O-])c3CC(=O)[O-])Cc3[nH]c(c(CC(=O)[O-])c3CCC(=O)[O-])/C=C3\[NH2+]/C(=C\C(=N2)[C@H]1CCC(=O)[O-])[C@@](C)(CC(=O)[O-])[C@@H]3CCC(=O)[O-]	C42H48N4O16	InChI=1S/C42H48N4O16/c1-41(17-39(59)60)23(5-9-35(51)52)29-14-27-21(11-37(55)56)19(3-7-33(47)48)25(43-27)13-26-20(4-8-34(49)50)22(12-38(57)58)28(44-26)15-31-42(2,18-40(61)62)24(6-10-36(53)54)30(46-31)16-32(41)45-29/h14-16,23-24,43-45H,3-13,17-18H2,1-2H3,(H,47,48)(H,49,50)(H,51,52)(H,53,54)(H,55,56)(H,57,58)(H,59,60)(H,61,62)/b29-14-,31-15-,32-16-/t23-,24-,41+,42+/m1/s1	OQIIYZQTTMKFAU-ZNLOQLQNSA-N	864.3065315	CHEBI:58827		
BASm0003744	5-methylsulfanyl-2,3-dioxopentyl phosphate	Dianion of 5-(methylsulfanyl)-2,3-dioxopentyl phosphate.			CSCCC(=O)C(=O)COP([O-])([O-])=O	C6H9O6PS	InChI=1S/C6H11O6PS/c1-14-3-2-5(7)6(8)4-12-13(9,10)11/h2-4H2,1H3,(H2,9,10,11)/p-2	HKEAOVFNWRDVAJ-UHFFFAOYSA-L	239.9868433	CHEBI:58828		
BASm0003745	(2S)-2-hydroxy-3-oxobutyl phosphate	L-3,4-Dihydroxybutan-2-one 4-phosphate is an intermediate involved in riboflavin metabolism. It is a substrate for the enzyme 6,7-dimethyl-8-ribityllumazine synthase which atalyzes the formation of 6,7-dimethyl-8-ribityllumazine by condensation of 5-amino-6-(D-ribitylamino)uracil with 3,4-dihydroxy-2-butanone 4-phosphate. This is the penultimate step in the biosynthesis of riboflavin.			CC(=O)[C@@H](O)COP(=O)([O-])[O-]	C4H9O6P	InChI=1S/C4H9O6P/c1-3(5)4(6)2-10-11(7,8)9/h4,6H,2H2,1H3,(H2,7,8,9)/t4-/m0/s1	OKYHYXLCTGGOLM-BYPYZUCNSA-N	184.0136745	CHEBI:58830		
BASm0003746	2,3-bis-O-(geranylgeranyl)-sn-glycerol 1-phosphate					C43H71O6P		WHMXLRRVANEOOG-MVFIEKMPSA-L	714.4999242	CHEBI:58837		
BASm0003747	CDP-2,3-bis-O-(geranylgeranyl)-sn-glycerol			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])COC[C@@]([H])(COP([O-])(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=CC(=N)N=C2[O-])[C@]([H])(O)[C@]1([H])O)OC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CCC=C(C)C)=C(\C)CCC=C(C)C	C52H83N3O13P2	InChI=1S/C52H85N3O13P2/c1-38(2)17-11-19-40(5)21-13-23-42(7)25-15-27-44(9)30-33-63-35-46(64-34-31-45(10)28-16-26-43(8)24-14-22-41(6)20-12-18-39(3)4)36-65-69(59,60)68-70(61,62)66-37-47-49(56)50(57)51(67-47)55-32-29-48(53)54-52(55)58/h17-18,21-22,25-26,29-32,46-47,49-51,56-57H,11-16,19-20,23-24,27-28,33-37H2,1-10H3,(H,59,60)(H,61,62)(H2,53,54,58)/p-2/b40-21+,41-22+,42-25+,43-26+,44-30+,45-31+/t46-,47+,49+,50+,51+/m0/s1	DCAZOLWWPLSROK-DXHGDTBASA-L	1019.541211	CHEBI:58838		MMDBc0055790
BASm0003748	(2S,3S)-3-hydroxyasparagine			Expected Solid	N[C@@H]([C@H](O)C(N)=O)C(O)=O	C4H8N2O4	InChI=1S/C4H8N2O4/c5-1(4(9)10)2(7)3(6)8/h1-2,7H,5H2,(H2,6,8)(H,9,10)/t1-,2-/m0/s1	VQTLPSCRBFYDNX-LWMBPPNESA-N	148.0484068	CHEBI:58850		MMDBc0054052
BASm0003749	3-carboxy-2-oxobutanoate	Dianion arising from deprotonation of both carboxylic acid groups of 2-methyl-3-oxosuccinic acid.				C5H4O5		CXJNNMFPXAHDPF-UHFFFAOYNA-L	144.0069704	CHEBI:58851		
BASm0003750	5-deoxy-D-glucuronate			Expected Solid	[H][C@@](O)(CC([O-])=O)[C@]([H])(O)[C@@]([H])(O)C=O	C6H9O6	InChI=1S/C6H10O6/c7-2-4(9)6(12)3(8)1-5(10)11/h2-4,6,8-9,12H,1H2,(H,10,11)/p-1/t3-,4+,6+/m1/s1	HPITTXOWHLWIEK-IWGUZYHVSA-M	177.0404616	CHEBI:58852		MMDBc0055557
BASm0003751	(2S,3S)-2-methylcitrate	Methylcitric acid (MCA) is elevated in body fluids of patients with propionic acidaemia (PA; OMIM 232000, 232050), methylmalonic aciduria (MMA; OMIM 251000, 251120) and multiple carboxylase deficiency (OMIM 253260, 253270), which are inherited disorders. MCA is formed by condensation of accumulated propionyl- CoA and oxalacetate by the enzyme si-citrate synthase (EC 4.1.3.7). MCA molecule has two stereogenic centers so that it can occur in the form of four stereoisomers. Only two stereoisomers of MCA, (2S, 3S) and (2R, 3S), were found in human urine (PMID: 17295121).	6061-96-7	Solid	C[C@H](C(=O)[O-])[C@@](O)(CC(=O)[O-])C(=O)[O-]	C7H10O7	InChI=1S/C7H10O7/c1-3(5(10)11)7(14,6(12)13)2-4(8)9/h3,14H,2H2,1H3,(H,8,9)(H,10,11)(H,12,13)	YNOXCRMFGMSKIJ-UHFFFAOYSA-N	206.0426527	CHEBI:58853	HMDB0000379	
BASm0003752	7,8-dihydroneopterin 2',3'-cyclic phosphate			Expected Solid	[H][C@](O)(C1=NC2=C(NC1)NC(=N)N=C2[O-])[C@@]1([H])COP(O)(=O)O1	C9H11N5O6P	InChI=1S/C9H12N5O6P/c10-9-13-7-5(8(16)14-9)12-3(1-11-7)6(15)4-2-19-21(17,18)20-4/h4,6,15H,1-2H2,(H,17,18)(H4,10,11,13,14,16)/p-1/t4-,6+/m1/s1	QXDMVWOCXHMTPE-XINAWCOVSA-M	316.0452437	CHEBI:58854		MMDBc0055630
BASm0003755	N-(3-acetamidopropyl)-4-aminobutanal	Conjugate acid of N-(3-acetamidopropyl)-4-aminobutanal arising from deprotonation of the secondary amino function.			CC(=O)NCCC[NH2+]CCCC=O	C9H19N2O2	InChI=1S/C9H18N2O2/c1-9(13)11-7-4-6-10-5-2-3-8-12/h8,10H,2-7H2,1H3,(H,11,13)/p+1	VYYITLJUFOHZTF-UHFFFAOYSA-O		CHEBI:58858		
BASm0003756	2-amino-2,3,7-trideoxy-D-lyxo-hept-6-ulosonate			Expected Solid	CC(=O)[C@@H](O)[C@H](O)C[C@H]([NH3+])C(=O)[O-]	C7H13NO5	InChI=1S/C7H13NO5/c1-3(9)6(11)5(10)2-4(8)7(12)13/h4-6,10-11H,2,8H2,1H3,(H,12,13)/t4-,5+,6+/m0/s1	IFMHGOADXGYWMO-KVQBGUIXSA-N	191.0793725	CHEBI:58859		MMDBc0054157
BASm0003757	2,3-dioxopropyl phosphate				O=CC(=O)COP(=O)([O-])[O-]	C3H5O6P	InChI=1S/C3H5O6P/c4-1-3(5)2-9-10(6,7)8/h1H,2H2,(H2,6,7,8)	NZAAQWRNVFEKME-UHFFFAOYSA-N	167.9823749	CHEBI:58860		
BASm0003758	1-deoxy-D-threo-hexo-2,5-diulose 6-phosphate				CC(=O)[C@@H](O)[C@H](O)C(=O)COP(=O)([O-])[O-]	C6H11O8P	InChI=1S/C6H11O8P/c1-3(7)5(9)6(10)4(8)2-14-15(11,12)13/h5-6,9-10H,2H2,1H3,(H2,11,12,13)/t5-,6-/m1/s1	XBUYIELOLLPBOC-PHDIDXHHSA-N	242.0191543	CHEBI:58861		
BASm0003759	N(2)-succinyl-L-citrulline				NC(=O)NCCC[C@H](NC(=O)CCC(=O)[O-])C(=O)[O-]	C10H17N3O6	InChI=1S/C10H17N3O6/c11-10(19)12-5-1-2-6(9(17)18)13-7(14)3-4-8(15)16/h6H,1-5H2,(H,13,14)(H,15,16)(H,17,18)(H3,11,12,19)/t6-/m0/s1	ZSZFGMMEPZVGMH-LURJTMIESA-N	275.1117353	CHEBI:58862		
BASm0003760	futalosine				O=C([O-])c1cccc(C(=O)CC[C@H]2O[C@@H](n3cnc4c(=O)[nH]cnc43)[C@H](O)[C@@H]2O)c1	C19H18N4O7	InChI=1S/C19H18N4O7/c24-11(9-2-1-3-10(6-9)19(28)29)4-5-12-14(25)15(26)18(30-12)23-8-22-13-16(23)20-7-21-17(13)27/h1-3,6-8,12,14-15,18,25-26H,4-5H2,(H,28,29)(H,20,21,27)/t12-,14-,15-,18-/m1/s1	VEDWXCWBMDQNCV-SCFUHWHPSA-N	414.1175489	CHEBI:58863		
BASm0003761	dehypoxanthine futalosine			Expected Solid	O=C([O-])c1cccc(C(=O)CC[C@H]2OC(O)[C@H](O)[C@@H]2O)c1	C14H16O7	InChI=1S/C14H16O7/c15-9(7-2-1-3-8(6-7)13(18)19)4-5-10-11(16)12(17)14(20)21-10/h1-3,6,10-12,14,16-17,20H,4-5H2,(H,18,19)/t10-,11-,12-,14?/m1/s1	XWPBBHHZDYSYMS-ZXRVKKJVSA-N	296.0896029	CHEBI:58864		MMDBc0054447
BASm0003763	(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate			Expected Solid	O=P([O-])([O-])OC[C@@H](O)[C@@H](O)c1c[nH]c2ccccc12	C11H12NO6P	InChI=1S/C11H14NO6P/c13-10(6-18-19(15,16)17)11(14)8-5-12-9-4-2-1-3-7(8)9/h1-5,10-14H,6H2,(H2,15,16,17)/p-2/t10-,11+/m1/s1	NQEQTYPJSIEPHW-MNOVXSKESA-L	285.0402236	CHEBI:58866		MMDBc0047848
BASm0003764	3,7-dideoxy-D-threo-hepto-2,6-diuolosonate	Conjugate base of 3,7-dideoxy-D-threo-hepto-2,6-diuolosonic acid.			CC(=O)[C@@H](O)[C@H](O)CC(=O)C(=O)[O-]	C7H9O6	InChI=1S/C7H10O6/c1-3(8)6(11)4(9)2-5(10)7(12)13/h4,6,9,11H,2H2,1H3,(H,12,13)/p-1/t4-,6-/m1/s1	JBJFMONKIKZMPK-INEUFUBQSA-M		CHEBI:58868		
BASm0003765	N-(3-aminopropyl)-4-aminobutanal			Expected Solid	[NH3+]CCC[NH2+]CCCC=O	C7H18N2O	InChI=1S/C7H16N2O/c8-4-3-6-9-5-1-2-7-10/h7,9H,1-6,8H2/p+2	JNZUMEMWAPJNLC-UHFFFAOYSA-P	146.140816	CHEBI:58869		MMDBc0048244
BASm0003766	beta-D-fructofuranosyl alpha-D-mannopyranoside 6(F)-phosphate				O=P([O-])([O-])OC[C@H]1O[C@@](CO)(O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H]1O	C12H23O14P	InChI=1S/C12H23O14P/c13-1-4-6(15)8(17)9(18)11(24-4)26-12(3-14)10(19)7(16)5(25-12)2-23-27(20,21)22/h4-11,13-19H,1-3H2,(H2,20,21,22)/t4-,5-,6-,7-,8+,9-,10+,11-,12+/m1/s1	PJTTXANTBQDXME-UGDNZRGBSA-N	422.082542	CHEBI:58870		
BASm0003767	taurohyocholate		25696-60-0		C[C@H](CCC(=O)NCCS(=O)(=O)[O-])[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@H](O)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C26H45NO7S	InChI=1S/C26H45NO7S/c1-15(4-7-21(29)27-12-13-35(32,33)34)17-5-6-18-22-19(9-11-25(17,18)2)26(3)10-8-16(28)14-20(26)23(30)24(22)31/h15-20,22-24,28,30-31H,4-14H2,1-3H3,(H,27,29)(H,32,33,34)/t15-,16-,17-,18?,19?,20+,22?,23+,24-,25-,26-/m1/s1	XSOLDPYUICCHJX-OEYGYFRSSA-N		CHEBI:58874		
BASm0003768	hyodeoxycholate	Hyodeoxycholic acid is a bile acid. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135).	83-49-8	Solid	C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3C[C@H](O)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C24H40O4	InChI=1S/C24H40O4/c1-14(4-7-22(27)28)17-5-6-18-16-13-21(26)20-12-15(25)8-10-24(20,3)19(16)9-11-23(17,18)2/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16+,17-,18+,19+,20?,21+,23-,24-/m1/s1	DGABKXLVXPYZII-CDONHWFASA-N	392.2926598	CHEBI:58875	HMDB0000733	
BASm0003769	6beta-hydroxylithocholate		83-49-8		C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3C[C@@H](O)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C24H40O4	InChI=1S/C24H40O4/c1-14(4-7-22(27)28)17-5-6-18-16-13-21(26)20-12-15(25)8-10-24(20,3)19(16)9-11-23(17,18)2/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16+,17-,18+,19+,20?,21+,23-,24-/m1/s1	DGABKXLVXPYZII-CDONHWFASA-N		CHEBI:58876		
BASm0003770	glycochenodeoxycholate 7-sulfate	N-[(3a,5b,7a)-3-hydroxy-24-oxo-7-(sulfooxy)cholan-24-yl]-Glycine (Glycochenodeoxycholate 7-sulfate) is an acyl glycine and a bile acid-glycine conjugate. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction: acyl-CoA + glycine < -- > CoA + N-acylglycine. Glycochenodeoxycholate 7-sulfate is also a sulphated bile acid. Sulphated bile acids are found mainly in the urine. The sulphate group not only prevents its tubular reabsorption but also its absorption from the intestine.	67030-55-1	Solid	C[C@H](CCC(=O)NCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3[C@H](OS(=O)(=O)[O-])C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C26H43NO8S	InChI=1S/C26H43NO8S/c1-15(4-7-22(29)27-14-23(30)31)18-5-6-19-24-20(9-11-26(18,19)3)25(2)10-8-17(28)12-16(25)13-21(24)35-36(32,33)34/h15-21,24,28H,4-14H2,1-3H3,(H,27,29)(H,30,31)(H,32,33,34)/t15-,16+,17-,18-,19+,20+,21-,24+,25+,26-/m1/s1	GLYPHOJMMLQNJQ-GYPHWSFCSA-N	529.270938	CHEBI:58877	HMDB0002496	
BASm0003771	2-oxo-1,2-dihydroquinoline-4-carboxylate				O=C([O-])c1cc(=O)[nH]c2ccccc12	C10H7NO3	InChI=1S/C10H7NO3/c12-9-5-7(10(13)14)6-3-1-2-4-8(6)11-9/h1-5H,(H,11,12)(H,13,14)	MFSHNFBQNVGXJX-UHFFFAOYSA-N	189.0425931	CHEBI:58878		
BASm0003772	N-acetylphosphinothricin	N-Acetylphosphinothricin is an intermediate in phosphonate and phosphinate metabolism in E.coli, where the enzyme acetyl-CoA:phosphinothricin N-acetyltransferase catalyzes the reaction acetyl-CoA + phosphinothricin <=> CoA + N-acetylphosphinothricin (KEGG compound: C17952).			CC(=O)NC(CCP(C)(=O)[O-])C(=O)[O-]	C7H14NO5P	InChI=1S/C7H14NO5P/c1-5(9)8-6(7(10)11)3-4-14(2,12)13/h6H,3-4H2,1-2H3,(H,8,9)(H,10,11)(H,12,13)/t6-/m0/s1	VZVQOWUYAAWBCP-LURJTMIESA-N	223.0609596	CHEBI:58879		
BASm0003773	phosphinothricin	Conjugate base of phosphinothricin arising from deprotonation of the phosphinate function.			CP(=O)([O-])CCC([NH3+])C(=O)[O-]	C5H11NO4P	InChI=1S/C5H12NO4P/c1-11(9,10)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)(H,9,10)/p-1	IAJOBQBIJHVGMQ-UHFFFAOYSA-M		CHEBI:58882		
BASm0003774	(2R)-homocitrate		3562-74-1		O=C([O-])CC[C@@](O)(CC(=O)[O-])C(=O)[O-]	C7H10O7	InChI=1S/C7H10O7/c8-4(9)1-2-7(14,6(12)13)3-5(10)11/h14H,1-3H2,(H,8,9)(H,10,11)(H,12,13)/t7-/m1/s1	XKJVEVRQMLKSMO-SSDOTTSWSA-N		CHEBI:58884		
BASm0003775	UDP-alpha-D-glucose	Uridine diphosphate glucose, also known as UDP-glucose or UDP-alpha-D-glucose, belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. Uridine diphosphate glucose exists in all living species, ranging from bacteria to plants to humans. Uridine diphosphate glucose is a key intermediate in carbohydrate metabolism. For instance, UDP-glucose is a precursor of glycogen and can be converted into UDP-galactose and UDP-glucuronic acid, which can then be used as substrates by the enzymes that make polysaccharides containing galactose and glucuronic acid. UDP-glucose can also be used as a precursor for the biosynthesis of sucrose, lipopolysaccharides and glycosphingolipids. Within humans, uridine diphosphate glucose participates in a number of enzymatic reactions. In particular, ceramide (D18:1/18:0) and uridine diphosphate glucose can be converted into glucosylceramide (D18:1/18:0) and uridine 5'-diphosphate through the action of the enzyme ceramide glucosyltransferase. In addition, glucosylceramide (D18:1/18:0) and uridine diphosphate glucose can be biosynthesized from lactosylceramide (D18:1/18:0) and uridine 5'-diphosphate through its interaction with the enzyme Beta-1,4-galactosyltransferase 6.	133-89-1	Solid	O=c1ccn([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1	C15H24N2O17P2	InChI=1S/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8-,9-,10+,11-,12-,13-,14-/m1/s1	HSCJRCZFDFQWRP-JZMIEXBBSA-N	566.0550204	CHEBI:58885	HMDB0000286	
BASm0003776	1D-myo-inositol 2-amino-2-deoxy-alpha-D-glucopyranoside	Conjugate acid of 1D-myo-inositol 2-amino-2-deoxy-alpha-D-glucopyranoside arising from protonation of the nitrogen.			[NH3+][C@H]1[C@@H](O[C@@H]2[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O	C12H24NO10	InChI=1S/C12H23NO10/c13-3-5(16)4(15)2(1-14)22-12(3)23-11-9(20)7(18)6(17)8(19)10(11)21/h2-12,14-21H,1,13H2/p+1/t2-,3-,4-,5-,6-,7-,8+,9-,10-,11-,12-/m1/s1	HEPUIGACZYVUCD-LFIKJOHQSA-O		CHEBI:58886		
BASm0003777	1D-myo-inositol 2-(L-cysteinylamino)-2-deoxy-alpha-D-glucopyranoside			Expected Solid	[NH3+][C@@H](CS)C(=O)N[C@H]1[C@@H](O[C@@H]2[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O	C15H29N2O11S	InChI=1S/C15H28N2O11S/c16-3(2-29)14(26)17-5-7(20)6(19)4(1-18)27-15(5)28-13-11(24)9(22)8(21)10(23)12(13)25/h3-13,15,18-25,29H,1-2,16H2,(H,17,26)/p+1/t3-,4+,5+,6+,7+,8-,9-,10+,11+,12+,13-,15+/m0/s1	ZGXSCMBZZVXWGF-BSEFFJTHSA-O	445.1486574	CHEBI:58887		MMDBc0055190
BASm0003778	2,5-diamino-6-(1-D-ribitylamino)pyrimidin-4(3H)-one 5'-phosphate				Nc1nc(NC[C@H](O)[C@H](O)[C@H](O)COP(=O)([O-])[O-])c(N)c(=O)[nH]1	C9H18N5O8P	InChI=1S/C9H18N5O8P/c10-5-7(13-9(11)14-8(5)18)12-1-3(15)6(17)4(16)2-22-23(19,20)21/h3-4,6,15-17H,1-2,10H2,(H2,19,20,21)(H4,11,12,13,14,18)/t3-,4+,6-/m0/s1	ACIVVGBVOVHFPQ-RPDRRWSUSA-N		CHEBI:58890		
BASm0003779	6-(alpha-D-glucosaminyl)-1D-myo-inositol 1,2-cyclic phosphate					C12H22NO12P		ZULNQPCZALKHMF-LBZOJLJLSA-N	403.0879622	CHEBI:58891		
BASm0003780	1D-myo-inositol 2-acetamido-2-deoxy-alpha-D-glucopyranoside 3-phosphate			Expected Solid	[H][C@]1(CO)O[C@]([H])(O[C@@]2([H])[C@]([H])(O)[C@@]([H])(O)[C@]([H])(O)[C@@]([H])(OP(O)([O-])=O)[C@@]2([H])O)[C@]([H])(N=C(C)[O-])[C@@]([H])(O)[C@]1([H])O	C14H24NO14P	InChI=1S/C14H26NO14P/c1-3(17)15-5-7(19)6(18)4(2-16)27-14(5)28-12-9(21)8(20)10(22)13(11(12)23)29-30(24,25)26/h4-14,16,18-23H,2H2,1H3,(H,15,17)(H2,24,25,26)/p-2/t4-,5-,6-,7-,8-,9-,10+,11+,12+,13-,14-/m1/s1	CHTTVMDQGBOCME-DNSWDBFXSA-L	461.0945386	CHEBI:58892		MMDBc0055192
BASm0003781	precorrin-1	Precorrin-1 is a member of the chemical class known as Precorrins. These are intermediates formed by methylation at one or more of the four rings prior to the formation of the macrocyclic corrin ring.  Precorrin-1 is invovled in Proto- and siroheme biosynthesis. 			C[C@@]1(CC(=O)[O-])/C2=C/c3[nH]c(c(CCC(=O)[O-])c3CC(=O)[O-])Cc3[nH]c(c(CC(=O)[O-])c3CCC(=O)[O-])Cc3[nH]c(c(CC(=O)[O-])c3CCC(=O)[O-])CC(=N2)[C@H]1CCC(=O)[O-]	C41H46N4O16	InChI=1S/C41H46N4O16/c1-41(17-40(60)61)24(5-9-36(52)53)31-15-29-22(11-38(56)57)19(3-7-34(48)49)27(43-29)14-28-21(10-37(54)55)18(2-6-33(46)47)25(42-28)13-26-20(4-8-35(50)51)23(12-39(58)59)30(44-26)16-32(41)45-31/h16,24,42-44H,2-15,17H2,1H3,(H,46,47)(H,48,49)(H,50,51)(H,52,53)(H,54,55)(H,56,57)(H,58,59)(H,60,61)/b32-16-/t24-,41+/m1/s1	CJLVUWULFKHGFB-NZCAJUPMSA-N	850.2908814	CHEBI:58893		
BASm0003782	cob(II)yrinate				C/C1=C2/N([Co+])[C@H]([C@H](CC(=O)[O-])[C@@]2(C)CCC(=O)[O-])[C@]2(C)N=C(/C(C)=C3\N=C(/C=C4\N=C1[C@@H](CCC(=O)[O-])C4(C)C)[C@@H](CCC(=O)[O-])[C@]3(C)CC(=O)[O-])[C@@H](CCC(=O)[O-])[C@]2(C)CC(=O)[O-]	C45H59CoN4O14	InChI=1S/C45H60N4O14.Co/c1-21-36-24(10-13-30(52)53)41(3,4)28(47-36)18-27-23(9-12-29(50)51)43(6,19-34(60)61)39(46-27)22(2)37-25(11-14-31(54)55)44(7,20-35(62)63)45(8,49-37)40-26(17-33(58)59)42(5,38(21)48-40)16-15-32(56)57;/h18,23-26,40H,9-17,19-20H2,1-8H3,(H8,46,47,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62,63);/q;+2/p-1/t23-,24-,25-,26+,40-,42-,43+,44+,45+;/m1./s1	ZRAQEEAQQLYOBK-OKJGWHJPSA-M	938.335423	CHEBI:58894		
BASm0003784	1,4-dihydroxy-2-naphthoyl-CoA	1,4-dihydroxy-2-naphthoyl-CoA is a member of the chemical class known as Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine.  1,4-Dihydroxy-2-naphthoyl-CoA is involved menaquinone biosynthetic pathway. 1,4-dihydroxy-2-naphthoate (DHNA) is a branch point metabolite leading to the biosynthesis of menaquinone (vitamin K2 in bacteria) and begins with the conjugation of DHNA with the CoA moiety via 1,4-Dihydroxy-2-naphthoyl coenzyme A (DHNA-CoA) synthase. (PMID 20643650)		Expected Solid	[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)C1=C([O-])C2=CC=CC=C2C([O-])=C1)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O	C32H38N7O19P3S	InChI=1S/C32H42N7O19P3S/c1-32(2,26(44)29(45)35-8-7-21(41)34-9-10-62-31(46)18-11-19(40)16-5-3-4-6-17(16)23(18)42)13-55-61(52,53)58-60(50,51)54-12-20-25(57-59(47,48)49)24(43)30(56-20)39-15-38-22-27(33)36-14-37-28(22)39/h3-6,11,14-15,20,24-26,30,40,42-44H,7-10,12-13H2,1-2H3,(H,34,41)(H,35,45)(H,50,51)(H,52,53)(H2,33,36,37)(H2,47,48,49)/p-4/t20-,24-,25-,26+,30-/m1/s1	PYTINLGPKDJURZ-HSJNEKGZSA-J	949.1177985	CHEBI:58897		MMDBc0029966
BASm0003785	2-amino-4,5-dihydroxy-6-oxo-7-(phosphooxy)heptanoate			Expected Solid	[NH3+]C(CC(O)C(O)C(=O)COP(=O)([O-])[O-])C(=O)[O-]	C7H12NO9P	InChI=1S/C7H14NO9P/c8-3(7(12)13)1-4(9)6(11)5(10)2-17-18(14,15)16/h3-4,6,9,11H,1-2,8H2,(H,12,13)(H2,14,15,16)/p-2	OABFYXXSGQYCAM-UHFFFAOYSA-L	285.0260651	CHEBI:58898		MMDBc0055208
BASm0003787	2-O-[(E)-feruloyl]-D-galactarate				COc1cc(/C=C/C(=O)O[C@@H](C(=O)[O-])[C@@H](O)[C@@H](O)[C@H](O)C(=O)[O-])ccc1O	C16H18O11	InChI=1S/C16H18O11/c1-26-9-6-7(2-4-8(9)17)3-5-10(18)27-14(16(24)25)12(20)11(19)13(21)15(22)23/h2-6,11-14,17,19-21H,1H3,(H,22,23)(H,24,25)/b5-3+/t11-,12-,13-,14+/m0/s1	JZRAOXRUPYISEN-GLJYKRHASA-N		CHEBI:58901		
BASm0003788	beta-L-aspartylhydroxamate	Hydroxylated lecithin is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]")	8029-76-3		N[C@@H](CC(=O)NO)C(O)=O	C4H8N2O4	InChI=1S/C4H8N2O4/c5-2(4(8)9)1-3(7)6-10/h2,10H,1,5H2,(H,6,7)(H,8,9)/t2-/m0/s1	ZBYVTTSIVDYQSO-REOHCLBHSA-N	148.0484068	CHEBI:58902	HMDB0032332	
BASm0003789	S-sulfanylglutathione			Expected Solid	[NH3+][C@@H](CCC(=O)N[C@@H](CSS)C(=O)NCC(=O)[O-])C(=O)[O-]	C10H17N3O6S2	InChI=1S/C10H17N3O6S2/c11-5(10(18)19)1-2-7(14)13-6(4-21-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1	QBOLVLBSUGJHGB-WDSKDSINSA-N	339.0558776	CHEBI:58905		MMDBc0053700
BASm0003790	sphing-4-enine-phosphocholine	D-erythro-sphingosylphosphorylcholine is an intermediate in Sphingolipid metabolism. D-erythro-sphingosylphosphorylcholine is the 5th to last step in the synthesis of Digalactosylceramidesulfate and is converted from Sphingosine via the enzyme sphingosine cholinephosphotransferase ( EC 2.7.8.10). It is then converted to Sphingomyelin via the enzyme sphingosine N-acyltransferase (EC 2.3.1.24).	1670-26-4	Solid	CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)COP(=O)(O)OCC[N+](C)(C)C	C23H50N2O5P	InChI=1S/C23H49N2O5P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(26)22(24)21-30-31(27,28)29-20-19-25(2,3)4/h17-18,22-23,26H,5-16,19-21,24H2,1-4H3/p+1/b18-17+/t22-,23+/m0/s1	JLVSPVFPBBFMBE-HXSWCURESA-O	465.3457342	CHEBI:58906	HMDB0006482	
BASm0003791	4-deoxy-4-formamido-alpha-L-arabinopyranosyl di-trans,octa-cis-undecaprenyl phosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP(O)(=O)O[C@]1([H])OC[C@]([H])(N=C[O-])[C@]([H])(O)[C@@]1([H])O)=C(\C)CCC=C(C)C	C61H99NO8P	InChI=1S/C61H100NO8P/c1-47(2)23-13-24-48(3)25-14-26-49(4)27-15-28-50(5)29-16-30-51(6)31-17-32-52(7)33-18-34-53(8)35-19-36-54(9)37-20-38-55(10)39-21-40-56(11)41-22-42-57(12)43-44-69-71(66,67)70-61-60(65)59(64)58(45-68-61)62-46-63/h23,25,27,29,31,33,35,37,39,41,43,46,58-61,64-65H,13-22,24,26,28,30,32,34,36,38,40,42,44-45H2,1-12H3,(H,62,63)(H,66,67)/p-1/b48-25+,49-27+,50-29-,51-31-,52-33-,53-35-,54-37-,55-39-,56-41-,57-43-/t58-,59-,60+,61-/m0/s1	KDTATMYQJZYGGT-CRHUQJHVSA-M	1004.71138	CHEBI:58909		MMDBc0055476
BASm0003792	thyroxine sulfate	Thyroxine Sulfate (abbreviated T4) is a major Thyroid hormone metabolite secreted by follicular cells of the Thyroid gland. T4 is transported in blood, with 99.95% of the secreted T4 being protein bound, principally to thyroxine binding globulin (TBG) and to a lesser extent to thyroxine binding pre-albumin (TBPA) and serum albumin. T4 is involved in controlling the rate of metabolic processes in the body and influencing physical development. T4 is considered a prohormone and a reservoir for the active thyroid hormone triiodothyronine (T3), T4 being converted as required in the tissues by deiodinases.	77074-49-8	Solid	[NH3+]C(Cc1cc(I)c(Oc2cc(I)c(OS(=O)(=O)[O-])c(I)c2)c(I)c1)C(=O)[O-]	C15H11I4NO7S	InChI=1S/C15H11I4NO7S/c16-8-1-6(3-12(20)15(21)22)2-9(17)13(8)26-7-4-10(18)14(11(19)5-7)27-28(23,24)25/h1-2,4-5,12H,3,20H2,(H,21,22)(H,23,24,25)/t12-/m0/s1	QYXIJUZWSSQICT-LBPRGKRZSA-N	856.6434961	CHEBI:58910	HMDB0002728	
BASm0003793	ternatin C5				O=C([O-])CC(=O)OC[C@H]1O[C@@H](Oc2cc3c([O-])cc([O-])cc3[o+]c2-c2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(O)c(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c2)[C@H](O)[C@@H](O)[C@@H]1O	C36H43O25	InChI=1S/C36H42O25/c37-7-18-24(45)27(48)30(51)34(59-18)56-15-1-10(2-16(23(15)44)57-35-31(52)28(49)25(46)19(8-38)60-35)33-17(5-12-13(40)3-11(39)4-14(12)55-33)58-36-32(53)29(50)26(47)20(61-36)9-54-22(43)6-21(41)42/h1-5,18-20,24-32,34-38,45-53H,6-9H2,(H3-,39,40,41,42,44)/p+1	WTWWJFYJOBVFTF-UHFFFAOYSA-O	875.2087933	CHEBI:58912		
BASm0003794	delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside-3'-O-beta-D-glucoside	Anion of delphinidin delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside-3'-O-beta-D-glucoside arising from deprotonation of the malonyl carboxy and 5-hydroxy groups.			O=C([O-])CC(=O)OC[C@H]1O[C@@H](Oc2cc3c([O-])cc(O)cc3[o+]c2-c2cc(O)c(O)c(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c2)[C@H](O)[C@@H](O)[C@@H]1O	C30H31O20	InChI=1S/C30H32O20/c31-7-17-22(39)24(41)26(43)29(49-17)47-15-2-9(1-13(34)21(15)38)28-16(5-11-12(33)3-10(32)4-14(11)46-28)48-30-27(44)25(42)23(40)18(50-30)8-45-20(37)6-19(35)36/h1-5,17-18,22-27,29-31,39-44H,6-8H2,(H4-,32,33,34,35,36,38)/p-1/t17-,18-,22-,23-,24+,25+,26-,27-,29-,30-/m1/s1	YHLZPXCREROAPG-YEQKKNNOSA-M		CHEBI:58913		
BASm0003796	2-methyl-trans-aconitate			Expected Solid	C/C(C(=O)[O-])=C(/CC(=O)[O-])C(=O)[O-]	C7H5O6	InChI=1S/C7H8O6/c1-3(6(10)11)4(7(12)13)2-5(8)9/h2H2,1H3,(H,8,9)(H,10,11)(H,12,13)/p-3/b4-3+	NUZLRKBHOBPTQV-ONEGZZNKSA-K	185.0102586	CHEBI:58915		MMDBc0055253
BASm0003797	(R)-piperazine-2-carboxamide			Expected Solid	NC(=O)[C@H]1C[NH2+]CCN1	C5H12N3O	InChI=1S/C5H11N3O/c6-5(9)4-3-7-1-2-8-4/h4,7-8H,1-3H2,(H2,6,9)/p+1/t4-/m1/s1	BRYCUMKDWMEGMK-SCSAIBSYSA-O	130.0974884	CHEBI:58916		MMDBc0055048
BASm0003798	(R)-piperazine-2-carboxylate			Expected Solid	O=C([O-])[C@H]1CNCC[NH2+]1	C5H10N2O2	InChI=1S/C5H10N2O2/c8-5(9)4-3-6-1-2-7-4/h4,6-7H,1-3H2,(H,8,9)/t4-/m1/s1	JSSXHAMIXJGYCS-SCSAIBSYSA-N	130.0742276	CHEBI:58917		MMDBc0055049
BASm0003799	beta-alaninamide			Expected Solid	NC(=O)CC[NH3+]	C3H9N2O	InChI=1S/C3H8N2O/c4-2-1-3(5)6/h1-2,4H2,(H2,5,6)/p+1	RSDOASZYYCOXIB-UHFFFAOYSA-O	89.07093934	CHEBI:58918		MMDBc0055742
BASm0003800	(S)-piperazine-2-carboxamide			Expected Solid	NC(=O)[C@@H]1C[NH2+]CCN1	C5H12N3O	InChI=1S/C5H11N3O/c6-5(9)4-3-7-1-2-8-4/h4,7-8H,1-3H2,(H2,6,9)/p+1/t4-/m0/s1	BRYCUMKDWMEGMK-BYPYZUCNSA-O	130.0974884	CHEBI:58919		MMDBc0055076
BASm0003801	(S)-piperazine-2-carboxylate			Expected Solid	O=C([O-])[C@@H]1CNCC[NH2+]1	C5H10N2O2	InChI=1S/C5H10N2O2/c8-5(9)4-3-6-1-2-7-4/h4,6-7H,1-3H2,(H,8,9)/t4-/m0/s1	JSSXHAMIXJGYCS-BYPYZUCNSA-N	130.0742276	CHEBI:58920		MMDBc0055077
BASm0003803	angiotensin-(1-7)	TXA127 has been investigated for the treatment of Miscellaneous Peripheral Blood Cell Abnormalities.	51833-78-4		CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](NC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@@H]([NH3+])CC(=O)[O-])C(C)C)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)[O-]	C41H62N12O11	InChI=1S/C41H62N12O11/c1-5-22(4)33(38(61)50-29(17-24-19-45-20-47-24)39(62)53-15-7-9-30(53)40(63)64)52-36(59)28(16-23-10-12-25(54)13-11-23)49-37(60)32(21(2)3)51-35(58)27(8-6-14-46-41(43)44)48-34(57)26(42)18-31(55)56/h10-13,19-22,26-30,32-33,54H,5-9,14-18,42H2,1-4H3,(H,45,47)(H,48,57)(H,49,60)(H,50,61)(H,51,58)(H,52,59)(H,55,56)(H,63,64)(H4,43,44,46)/t22-,26-,27-,28-,29-,30-,32-,33-/m0/s1	PVHLMTREZMEJCG-GDTLVBQBSA-N	898.4661009	CHEBI:58922		
BASm0003804	isopimarate	Isopimaric acid is isolated from Pinus palustris (pitch pine).	5835-26-7	Solid	C=C[C@@]1(C)CC[C@H]2C(=CC[C@@H]3[C@]2(C)CCC[C@@]3(C)C(=O)[O-])C1	C20H30O2	InChI=1S/C20H30O2/c1-5-18(2)12-9-15-14(13-18)7-8-16-19(15,3)10-6-11-20(16,4)17(21)22/h5,7,15-16H,1,6,8-13H2,2-4H3,(H,21,22)/t15-,16+,18-,19+,20+/m0/s1	MXYATHGRPJZBNA-KRFUXDQASA-N	302.2245802	CHEBI:58924	HMDB0036811	
BASm0003805	kaempferide	Kaempferide is found in cloves. Kaempferide is isolated from roots of Alpinia officinarum (lesser galangal).	491-54-3	Solid	COc1ccc(-c2oc3cc(O)cc(O)c3c(=O)c2[O-])cc1	C16H12O6	InChI=1S/C16H12O6/c1-21-10-4-2-8(3-5-10)16-15(20)14(19)13-11(18)6-9(17)7-12(13)22-16/h2-7,17-18,20H,1H3	SQFSKOYWJBQGKQ-UHFFFAOYSA-N	300.0633881	CHEBI:58925	HMDB0037441	
BASm0003806	L-lupinate				C/C(=C\CNc1ncnc2c1ncn2C[C@H]([NH3+])C(=O)[O-])CO	C13H18N6O3	InChI=1S/C13H18N6O3/c1-8(5-20)2-3-15-11-10-12(17-6-16-11)19(7-18-10)4-9(14)13(21)22/h2,6-7,9,20H,3-5,14H2,1H3,(H,21,22)(H,15,16,17)	LJJHXRRUVASJDX-UHFFFAOYSA-N	306.1440385	CHEBI:58927		
BASm0003807	N-formimidoyl-L-glutamate	Measurement of this acid in the urine after oral administration of histidine provides the basis for the diagnostic test of folic acid deficiency and of megaloblastic anemia of pregnancy.	816-90-0	Solid	[NH2+]=CN[C@@H](CCC(=O)[O-])C(=O)[O-]	C6H10N2O4	InChI=1S/C6H10N2O4/c7-3-8-4(6(11)12)1-2-5(9)10/h3-4H,1-2H2,(H2,7,8)(H,9,10)(H,11,12)/t4-/m0/s1	NRXIKWMTVXPVEF-BYPYZUCNSA-N	174.0640568	CHEBI:58928	HMDB0000854	
BASm0003808	(2S)-4-acetamido-2-aminobutanoate	4-Acetamido-2-aminobutanoic acid is found in sugar bee	1190-46-1	Solid	CC(=O)NCC[C@H]([NH3+])C(=O)[O-]	C6H12N2O3	InChI=1S/C6H12N2O3/c1-4(9)8-3-2-5(7)6(10)11/h5H,2-3,7H2,1H3,(H,8,9)(H,10,11)/t5-/m0/s1	YLZRFVZUZIJABA-YFKPBYRVSA-N	160.0847923	CHEBI:58929	HMDB0031411	
BASm0003809	16-methoxytabersonine				CC[C@]12C=CC[NH+]3CC[C@]4(C(=C(C(=O)OC)C1)Nc1cc(OC)ccc14)[C@@H]32	C22H26N2O3	InChI=1S/C22H26N2O3/c1-4-21-8-5-10-24-11-9-22(20(21)24)16-7-6-14(26-2)12-17(16)23-18(22)15(13-21)19(25)27-3/h5-8,12,20,23H,4,9-11,13H2,1-3H3	AEXBRBWRPNGGEZ-UHFFFAOYSA-N	366.1943427	CHEBI:58930		
BASm0003810	propanoyl phosphate	Propanoyl phosphate is an alkylphosphate.  It is generated during the course of threonine degradation via propanoyl-CoA. The first reaction in the anaerobic threonine dehydratase pathway is catalyzed by catabolic threonine dehydratase which degrades threonine to 2-oxobutanoate (alpha-ketobutyrate) and ammonia. The 2-oxobutanoate then undergoes lyase cleavage with the addition of coenzyme A to form propanoyl-CoA and formate.  Once propanoyl-CoA is formed, it is processed via propionyl-phosphate to propionate in a reaction sequence that produces ATP. Acetate kinase AckA can also utilize propionate as a substrate in the final reaction. The enzymes in this pathway are also able to process L-serine, with pyruvate as the final product [EcoCyc].	121-69-7	Solid	CCC(=O)OP(=O)([O-])[O-]	C3H5O5P	InChI=1S/C3H7O5P/c1-2-3(4)8-9(5,6)7/h2H2,1H3,(H2,5,6,7)/p-2	FMNMEQSRDWIBFO-UHFFFAOYSA-L	151.9885574	CHEBI:58933		MMDBc0030088
BASm0003811	2,2'-iminodipropanoate		19149-54-3		CC([NH2+]C(C)C(=O)[O-])C(=O)[O-]	C6H11NO4	InChI=1S/C6H11NO4/c1-3(5(8)9)7-4(2)6(10)11/h3-4,7H,1-2H3,(H,8,9)(H,10,11)	FIOHTMQGSFVHEZ-UHFFFAOYSA-N		CHEBI:58934		
BASm0003812	thiamine diphosphate	Thiamine pyrophosphate (CAS: 154-87-0) is the active form of thiamine, and it serves as a cofactor for several enzymes involved primarily in carbohydrate catabolism. These enzymes are important in the biosynthesis of several cell constituents, including neurotransmitters, and for the production of reducing equivalents used in oxidant stress defences. The enzymes are also important for the synthesis of pentoses used as nucleic acid precursors. The chemical structure of TPP is that of an aromatic methylaminopyrimidine ring, linked via a methylene bridge to a methylthiazolium ring with a pyrophosphate group attached to a hydroxyethyl side chain. In non-enzymatic model studies, it has been demonstrated that the thiazolium ring can catalyze reactions that are similar to those of TPP-dependent enzymes but several orders of magnitude slower. Using infrared and NMR spectrophotometry it has been shown that the dissociation of the proton from C2 of the thiazolium ring is necessary for catalysis; the abstraction of the proton leads to the formation of a carbanion with the potential for a nucleophilic attack on the carbonyl group of the substrate. In all TPP-dependent enzymes, the abstraction of the proton from the C2 atom is the first step in catalysis, which is followed by a nucleophilic attack of this carbanion on the substrate. Subsequent cleavage of a C-C bond releases the first product with the formation of a second carbanion (enamine). This formation is the second feature of TPP catalysis common to all TPP-dependent enzymes. Depending on the enzyme and the substrate(s), the reaction intermediates and products differ. Methyl-branched fatty acids, as phytanic acid, undergo peroxisomal beta-oxidation in which they are shortened by 1 carbon atom. This process includes four steps: activation, 2-hydroxylation, thiamine pyrophosphate-dependent cleavage, and aldehyde dehydrogenation. In the third step, 2-hydroxy-3-methylacyl-CoA is cleaved in the peroxisomal matrix by 2-hydroxyphytanoyl-CoA lyase (2-HPCL), which uses thiamine pyrophosphate (TPP) as a cofactor. The thiamine pyrophosphate dependence of the third step is unique in peroxisomal mammalian enzymology. Human pathology due to a deficient alpha-oxidation is mostly linked to mutations in the gene coding for the second enzyme of the sequence, phytanoyl-CoA hydroxylase (EC 1.14.11.18) (PMID:12694175, 11899071, 9924800).	0136-09-04	Solid	Cc1ncc(C[n+]2csc(CCOP(=O)([O-])OP(=O)([O-])[O-])c2C)c(N)n1	C12H19N4O7P2S	InChI=1S/C12H18N4O7P2S/c1-8-11(3-4-22-25(20,21)23-24(17,18)19)26-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7H,3-4,6H2,1-2H3,(H4-,13,14,15,17,18,19,20,21)/p+1	AYEKOFBPNLCAJY-UHFFFAOYSA-O	425.0449677	CHEBI:58937	HMDB0001372	
BASm0003813	thiamine triphosphate	Thiamine triphosphate is the triphosphate ester of thiamine. Thiamine triphosphate (ThTP) was previously considered to be a specific neuroactive form of thiamine. However, it was recently shown that ThTP exists in bacteria, fungi, plants and animals suggesting a much more general cellular role. In particular, it seems to play a role in response to amino acid starvation. In mammals, ThTP is hydrolyzed by a specific thiamine triphosphatase. In Leigh's disease, this compound is present in decreased amounts in the brain due to a metabolic block in its formation.	3475-65-8	Solid	Cc1ncc(C[n+]2csc(CCOP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])c2C)c(N)n1	C12H20N4O10P3S	InChI=1S/C12H19N4O10P3S/c1-8-11(30-7-16(8)6-10-5-14-9(2)15-12(10)13)3-4-24-28(20,21)26-29(22,23)25-27(17,18)19/h5,7H,3-4,6H2,1-2H3,(H5-,13,14,15,17,18,19,20,21,22,23)/p+1	IWLROWZYZPNOFC-UHFFFAOYSA-O	505.0112981	CHEBI:58938	HMDB0001512	
BASm0003814	2-(1-hydroxyethyl)thiamine diphosphate	2-(alpha-hydroxyethyl)thiamine diphosphate, also known as 2-(&alpha;-hydroxyethyl)-tpp, is a member of the class of compounds known as thiamine phosphates. Thiamine phosphates are thiamine derivatives in which the hydroxyl group of the ethanol moiety is substituted by a phosphate group. 2-(alpha-hydroxyethyl)thiamine diphosphate is slightly soluble (in water) and a moderately acidic compound (based on its pKa). 2-(alpha-hydroxyethyl)thiamine diphosphate can be found in a number of food items such as amaranth, wild rice, date, and elliott's blueberry, which makes 2-(alpha-hydroxyethyl)thiamine diphosphate a potential biomarker for the consumption of these food products.			Cc1ncc(C[n+]2c(C(C)O)sc(CCOP(=O)([O-])OP(=O)([O-])[O-])c2C)c(N)n1	C14H20N4O8P2S	InChI=1S/C14H22N4O8P2S/c1-8-12(4-5-25-28(23,24)26-27(20,21)22)29-14(9(2)19)18(8)7-11-6-16-10(3)17-13(11)15/h6,9,19H,4-5,7H2,1-3H3,(H4-,15,16,17,20,21,22,23,24)/p-2	RRUVJGASJONMDY-UHFFFAOYSA-L	466.048806	CHEBI:58939	HMDB0304055	
BASm0003817	(E)-4-hydroxynon-2-enal	4-Hydroxynonenal (HNE), one of the major end products of lipid peroxidation, has been shown to be involved in signal transduction and available evidence suggests that it can affect cell cycle events in a concentration-dependent manner. glutathione S-transferases (GSTs) can modulate the intracellular concentrations of HNE by affecting its generation during lipid peroxidation by reducing hydroperoxides and also by converting it into a glutathione conjugate. Overexpression of the Alpha class GSTs in cells leads to lower steady-state levels of HNE, and these cells acquire resistance to apoptosis induced by lipid peroxidation-causing agents such as H(2)O(2), UVA, superoxide anion, and pro-oxidant xenobiotics, suggesting that signaling for apoptosis by these agents is transduced through HNE. Cells with the capacity to exclude HNE from the intracellular environment at a faster rate are relatively more resistant to apoptosis caused by H(2)O(2), UVA, superoxide anion, and pro-oxidant xenobiotics as well as by HNE, suggesting that HNE may be a common denominator in mechanisms of apoptosis caused by oxidative stress. Transfection of adherent cells with HNE-metabolizing GSTs leads to transformation of these cells due to depletion of HNE. (PMID 15288119). HNE has also been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821).	75899-68-2	Solid		C9H16O2		JVJFIQYAHPMBBX-FNORWQNLNA-N	156.1150298	CHEBI:58968	HMDB0004362	
BASm0003818	(E)-4-oxonon-2-enal	This compound belongs to the family of Medium-chain Aldehydes. These are An aldehyde with a chain length containing between 6 and 12 carbon atoms.			CCCCCC(=O)\C=C\C=O	C9H14O2	InChI=1S/C9H14O2/c1-2-3-4-6-9(11)7-5-8-10/h5,7-8H,2-4,6H2,1H3/b7-5+	SEPPVOUBHWNCAW-FNORWQNLSA-N	154.0993797	CHEBI:58972	HMDB0060285	
BASm0003819	N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-glycine			Expected Solid	[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])C\C([H])=C(\[H])C\C([H])=C(\[H])CCCC([O-])=NCC(O)=O	C22H34NO3	InChI=1S/C22H35NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-21(24)23-20-22(25)26/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-20H2,1H3,(H,23,24)(H,25,26)/p-1/b7-6-,10-9-,13-12-,16-15-	YLEARPUNMCCKMP-DOFZRALJSA-M	360.2544175	CHEBI:59002	HMDB0062617	MMDBc0048368
BASm0003820	(2S)-hesperetin 7-O-beta-D-glucoside	Hesperetin 7-glucoside is found in green vegetables. Hesperetin 7-glucoside is isolated from water mint (Mentha aquatica	2500-68-7			C22H24O11		ADSYMQORONDIDD-ZJHVPRRPSA-N	464.1318616	CHEBI:59015	HMDB0030747	
BASm0003821	methyl 8-{[alpha-L-Fuc-(1->2)-beta-D-Gal-(1->4)-[alpha-L-Fuc-(1->3)]-beta-D-GlcNAc]oxy}nonanoate	An amino tetrasaccharide that is the 9-(methoxycarbonyl)-1-nonyl derivative of the Lewis Y polysaccharide.				C36H63NO21		GYEHUDFSLYCYMM-VQIHNLMTSA-N	845.3892581	CHEBI:59047		
BASm0003822	methyl isocyanate				CN=C=O	C2H3NO	InChI=1S/C2H3NO/c1-3-2-4/h1H3	HAMGRBXTJNITHG-UHFFFAOYSA-N	57.02146372	CHEBI:59059	HMDB0254594	
BASm0003826	veratrole	1,2-Dimethoxybenzene, commonly known as veratrole, is a chemical compound with the formula C6H4(OCH3)2. It is the dimethyl ether derived from pyrocatechol. Veratrole is slightly soluble in water, but miscible in all organic solvents. It is a building block for the organic synthesis of other aromatic compounds. Veratrole is relatively electron-rich and thus readily undergoes electrophilic substitution. 1,2-Dimethoxybenzene is found in corn. 1,2-Dimethoxybenzene is a food additive listed in the EAFUS food Additive Database (Jan 2001). 1,2-Dimethoxybenzene is found in raw and cooked foods, e.g. cheeses, grapes and asparagus.	91-16-7		COC1=CC=CC=C1OC	C8H10O2	InChI=1S/C8H10O2/c1-9-7-5-3-4-6-8(7)10-2/h3-6H,1-2H3	ABDKAPXRBAPSQN-UHFFFAOYSA-N	138.0680796	CHEBI:59114	HMDB0032139	
BASm0003827	2-methoxybenzoate			Expected Solid	COC1=CC=CC=C1C([O-])=O	C8H7O3	InChI=1S/C8H8O3/c1-11-7-5-3-2-4-6(7)8(9)10/h2-5H,1H3,(H,9,10)/p-1	ILUJQPXNXACGAN-UHFFFAOYSA-M	151.0400677	CHEBI:59128		MMDBc0055250
BASm0003828	2-iminio-3-(indol-3-yl)propanoate			Expected Solid	OC(=O)C(=N)CC1=CNC2=CC=CC=C12	C11H10N2O2	InChI=1S/C11H10N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,12-13H,5H2,(H,14,15)	LKYWXXAVLLVJAS-UHFFFAOYSA-N	202.0742276	CHEBI:59193		MMDBc0054175
BASm0003829	3-(7-chloroindol-3-yl)-2-iminopropanoate			Expected Solid	OC(=O)C(=N)CC1=CNC2=C1C=CC=C2Cl	C11H9ClN2O2	InChI=1S/C11H9ClN2O2/c12-8-3-1-2-7-6(5-14-10(7)8)4-9(13)11(15)16/h1-3,5,13-14H,4H2,(H,15,16)	RZLZHCIMBPNTHP-UHFFFAOYSA-N	236.0352552	CHEBI:59194		MMDBc0055327
BASm0003830	dichlorochromopyrrolate			Expected Solid	[O-]C(=O)C1=C(C2=CNC3=C2C=CC=C3Cl)C(=C(N1)C([O-])=O)C1=CNC2=C1C=CC=C2Cl	C22H11Cl2N3O4	InChI=1S/C22H13Cl2N3O4/c23-13-5-1-3-9-11(7-25-17(9)13)15-16(20(22(30)31)27-19(15)21(28)29)12-8-26-18-10(12)4-2-6-14(18)24/h1-8,25-27H,(H,28,29)(H,30,31)/p-2	OAMCCJASDLMTOO-UHFFFAOYSA-L	451.0137584	CHEBI:59198		MMDBc0055916
BASm0003831	L-xylopyranose			solid	O[C@H]1COC(O)[C@@H](O)[C@@H]1O	C5H10O5	InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3+,4-,5?/m0/s1	SRBFZHDQGSBBOR-CZBDKTQLSA-N	150.0528234	CHEBI:59275		
BASm0003832	methylamine	Methylamine occurs endogenously from amine catabolism and its tissue levels increase in some pathological conditions, including diabetes. Interestingly, methylamine and ammonia levels are reciprocally controlled by a semicarbazide-sensitive amine oxidase activity that deaminates methylamine to formaldehyde with the production of ammonia and hydrogen peroxide. Methylamine also targets the voltage-operated neuronal potassium channels, probably inducing release of neurotransmitter(s). Semicarbazide-sensitive amine oxidase (SSAO) catalyzes the deamination of primary amines. Such deamination has been shown capable of regulating glucose transport in adipose cells. It has been independently discovered that the primary structure of vascular adhesion protein-1 (VAP-1) is identical to SSAO. Increased serum SSAO activities have been found in patients with diabetic mellitus, vascular disorders, and Alzheimer's disease. The SSAO-catalyzed deamination of endogenous substrates like methylamine led to production of toxic formaldehyde. Chronic elevated methylamine increases the excretion of malondialdehyde and microalbuminuria. Amine oxidase substrates such as methylamine have been shown to stimulate glucose uptake by increasing the recruitment of the glucose transporter GLUT4 from vesicles within the cell to the cell surface. Inhibition of this effect by the presence of semicarbazide and catalase led to the suggestion that the process is mediated by the hydrogen peroxide produced in the oxidation of these amines (PMID: 16049393 , 12686132 , 17406961). Methylamine has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821).	74-89-5	Liquid		CH6N		BAVYZALUXZFZLV-UHFFFAOYSA-O	32.04947562	CHEBI:59338	HMDB0000164	
BASm0003833	2-hydroxychromene-2-carboxylate			Expected Solid		C10H7O4		LGYIZQLNYONEFJ-UHFFFAOYNA-M	191.0349823	CHEBI:59350		MMDBc0055245
BASm0003834	(3E)-4-(2-hydroxyphenyl)-2-oxobut-3-enoate			Expected Solid	[H]\C(=C(\[H])C1=CC=CC=C1[O-])C(=O)C(O)=O	C10H7O4	InChI=1S/C10H8O4/c11-8-4-2-1-3-7(8)5-6-9(12)10(13)14/h1-6,11H,(H,13,14)/p-1/b6-5+	HMXOGGUFCBUALL-AATRIKPKSA-M	191.0349823	CHEBI:59353		MMDBc0054887
BASm0003835	3-epi-6-deoxocathasterone				CC(C)[C@H](C)C[C@H](O)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C28H50O2	InChI=1S/C28H50O2/c1-17(2)18(3)15-26(30)19(4)23-9-10-24-22-8-7-20-16-21(29)11-13-27(20,5)25(22)12-14-28(23,24)6/h17-26,29-30H,7-16H2,1-6H3/t18-,19+,20+,21-,22+,23-,24+,25+,26+,27+,28-/m1/s1	ZHZKWZJLUNXOSN-LOCIZFEWSA-N	418.3810809	CHEBI:59410		
BASm0003836	(22S,24R)-22-hydroxy-5alpha-ergostan-3-one	22alpha-Hydroxy-5alpha-campestan-3-one belongs to the class of organic compounds known as monohydroxy bile acids, alcohols, and derivatives. These are bile acids, alcohols, or any of their derivatives bearing a hydroxyl group. Thus, 22alpha-hydroxy-5alpha-campestan-3-one is considered to be a sterol lipid molecule. 22alpha-Hydroxy-5alpha-campestan-3-one is involved in the brassinosteroid biosynthesis pathway (brassinosteroids are found in plants). 22alpha-Hydroxy-5alpha-campestan-3-one is produced from either 5alpha-campestan-3-one or 22alpha-hydroxy-campest-4-en-3-one, through the function of steroid 22-alpha-hydroxylase (EC 1.14.13.-) or steroid reductase DET2 (EC 1.3.99.-), respectively. 22alpha-Hydroxy-5alpha-campestan-3-one is then converted into 6-deoxocathasterone.	208586-82-7	Solid	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)[C@@H](O)C[C@@H](C)C(C)C	C28H48O2	InChI=1S/C28H48O2/c1-17(2)18(3)15-26(30)19(4)23-9-10-24-22-8-7-20-16-21(29)11-13-27(20,5)25(22)12-14-28(23,24)6/h17-20,22-26,30H,7-16H2,1-6H3/t18-,19+,20+,22+,23-,24+,25+,26+,27+,28-/m1/s1	XGIZPVUTLMXXTK-VNSZYHACSA-N	416.3654308	CHEBI:59411	HMDB0012112	
BASm0003837	15beta-hydroxyprogesterone			Expected Solid	[H][C@@]1(O)C[C@]([H])(C(C)=O)[C@@]2(C)CC[C@@]3([H])[C@@]([H])(CCC4=CC(=O)CC[C@]34C)[C@]12[H]	C21H30O3	InChI=1S/C21H30O3/c1-12(22)17-11-18(24)19-15-5-4-13-10-14(23)6-8-20(13,2)16(15)7-9-21(17,19)3/h10,15-19,24H,4-9,11H2,1-3H3/t15-,16+,17-,18-,19-,20+,21-/m1/s1	LEWIUXKKQXGQRR-XCEZYFHXSA-N	330.2194948	CHEBI:59418		MMDBc0055179
BASm0003838	(2S)-lactyl-2-diphospho-5'-guanosine				C[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O)C(=O)[O-]	C13H19N5O13P2	InChI=1S/C13H19N5O13P2/c1-4(12(22)23)30-33(26,27)31-32(24,25)28-2-5-7(19)8(20)11(29-5)18-3-15-6-9(18)16-13(14)17-10(6)21/h3-5,7-8,11,19-20H,2H2,1H3,(H,22,23)(H,24,25)(H,26,27)(H3,14,16,17,21)/t4-,5+,7+,8+,11+/m0/s1	JAIRGSHHKMPRGE-LJRSMJOYSA-N	515.0454597	CHEBI:59435		
BASm0003839	alpha-L-Fuc-(1->2)-beta-D-Gal-(1->3)-[alpha-L-Fuc-(1->4)]-D-GlcNAc	An amino tetrasaccharide consisting of N-acetylglucosamine having a fucosyl residue attached at the 4-position via a beta-linkage and alpha-fucosyl-(1->2)-galactosyl residues attached at the 3-position, also via a beta-linkage.			CC(=O)N[C@H]1C(O)O[C@H](CO)[C@@H](O[C@@H]2O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]2O)[C@@H]1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O[C@@H]1O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]1O	C26H45NO19	InChI=1S/C26H45NO19/c1-6-12(31)15(34)18(37)24(40-6)44-20-10(5-29)42-23(39)11(27-8(3)30)21(20)45-26-22(17(36)14(33)9(4-28)43-26)46-25-19(38)16(35)13(32)7(2)41-25/h6-7,9-26,28-29,31-39H,4-5H2,1-3H3,(H,27,30)/t6-,7-,9+,10+,11+,12+,13+,14-,15+,16+,17-,18-,19-,20+,21+,22+,23?,24-,25-,26-/m0/s1	OXNGKCPRVRBHPO-VIXGDSECSA-N		CHEBI:59440		
BASm0003840	1-(5-phospho-beta-D-ribosyl)-5'-AMP	Phosphoribosyl-AMP is expected to be in Cannabis as all living plants are known to produce and metabolize it.	1109-75-7	1	N=c1c2ncn([C@@H]3O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]3O)c2ncn1[C@@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C15H23N5O14P2	InChI=1S/C15H23N5O14P2/c16-12-7-13(18-4-19(12)14-10(23)8(21)5(33-14)1-31-35(25,26)27)20(3-17-7)15-11(24)9(22)6(34-15)2-32-36(28,29)30/h3-6,8-11,14-16,21-24H,1-2H2,(H2,25,26,27)(H2,28,29,30)/t5-,6-,8-,9-,10-,11-,14-,15-/m1/s1	RTQMRTSPTLIIHM-KEOHHSTQSA-N	559.0717	CHEBI:59457		
BASm0003841	N-[(R)-4-phosphopantothenoyl]-L-cysteine			Expected Solid	[H][C@](O)(C([O-])=NCCC([O-])=N[C@@]([H])(CS)C([O-])=O)C(C)(C)COP(O)(O)=O	C12H20N2O9PS	InChI=1S/C12H23N2O9PS/c1-12(2,6-23-24(20,21)22)9(16)10(17)13-4-3-8(15)14-7(5-25)11(18)19/h7,9,16,25H,3-6H2,1-2H3,(H,13,17)(H,14,15)(H,18,19)(H2,20,21,22)/p-3/t7-,9-/m0/s1	XQYALQVLCNHCFT-CBAPKCEASA-K	399.0643591	CHEBI:59458		MMDBc0056115
BASm0003842	2-hydroxy-5-methylsulfanyl-3-oxopent-1-enyl phosphate			Expected Solid	CSCCC(=O)C([O-])=COP(O)([O-])=O	C6H9O6PS	InChI=1S/C6H11O6PS/c1-14-3-2-5(7)6(8)4-12-13(9,10)11/h4,8H,2-3H2,1H3,(H2,9,10,11)/p-2	YIEMFVNCENFBSD-UHFFFAOYSA-L	239.9868433	CHEBI:59505		MMDBc0055239
BASm0003843	monodehydro-L-ascorbate radical			Expected Solid	[H]OC([H])([H])[C@]([H])(O[H])[C@@]1([H])OC(=O)C([O-])=C1[O]	C6H6O6	InChI=1S/C6H7O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-8,10H,1H2/p-1/t2-,5+/m0/s1	LHFJOBMTAJJOTB-JLAZNSOCSA-M	174.0169865	CHEBI:59513		MMDBc0048882
BASm0003844	2,5-diamino-6-(1-D-ribosylamino)pyrimidin-4(3H)-one 5'-phosphate	2,5-diamino-6-hydroxy-4-(5-phospho-d-ribosylamino)pyrimidine belongs to the family of Glycosylamines. These are compounds consisting of an amine with a β-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (α-aminoether).		Expected Solid	[H][C@]1(O)[C@@]([H])(O)[C@]([H])(NC2=C(N)C([O-])=NC(=N)N2)O[C@]1([H])COP(O)([O-])=O	C9H14N5O8P	InChI=1S/C9H16N5O8P/c10-3-6(13-9(11)14-7(3)17)12-8-5(16)4(15)2(22-8)1-21-23(18,19)20/h2,4-5,8,15-16H,1,10H2,(H2,18,19,20)(H4,11,12,13,14,17)/p-2/t2-,4-,5-,8-/m1/s1	OCLCLRXKNJCOJD-UMMCILCDSA-L	351.057999	CHEBI:59545		MMDBc0031729
BASm0003846	(6R)-L-erythro-5,6,7,8-tetrahydrobiopterin	Sapropterin, also known as tetrahydrobiopterin, is converted from 7,8-dihydroneopterin triphosphate by 6-pyruvoyl tetrahydropterin synthase and sepiapterin reductase. It is essential in the formation of neurotransmitters and for nitric oxide synthase (PMID: 16946131). Sapropterin is part of the folate biosynthesis pathway. It is a substrate for sepiapterin reductase.	62989-33-7		[H][C@@]1(CNC2=C(N1)C(=O)N=C(N)N2)[C@@H](O)[C@H](C)O	C9H15N5O3	InChI=1S/C9H15N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,6,12,15-16H,2H2,1H3,(H4,10,11,13,14,17)/t3-,4+,6-/m0/s1	FNKQXYHWGSIFBK-RPDRRWSUSA-N	241.1174894	CHEBI:59560	HMDB0000787	
BASm0003847	beta-D-mannose			Expected Solid	[H][C@@]1(O)O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]1([H])O	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5+,6-/m1/s1	WQZGKKKJIJFFOK-RWOPYEJCSA-N	180.0633881	CHEBI:59573		MMDBc0054364
BASm0003848	beta-D-mannose			Expected Solid	[H][C@@]1(O)O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]1([H])O	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5+,6-/m1/s1	WQZGKKKJIJFFOK-RWOPYEJCSA-N	180.0633881	CHEBI:59573		MMDBc0054364
BASm0003849	beta-D-mannose			Expected Solid	[H][C@@]1(O)O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]1([H])O	C6H12O6	InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5+,6-/m1/s1	WQZGKKKJIJFFOK-RWOPYEJCSA-N	180.0633881	CHEBI:59573		MMDBc0054364
BASm0003850	mycothiol S-conjugate				[1*]SC[C@H](NC(C)=O)C(=O)N[C@H]1[C@@H](O[C@@H]2[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O					CHEBI:59633		
BASm0003851	cyclic pyranopterin phosphate	The anion resulting from the removal of the proton from the phosphate group of precursor Z.				C10H11N5O7P		PWFXLXMPGSLEOZ-UHFFFAOYNA-M	344.0401583	CHEBI:59648		
BASm0003852	arseno-mycothiol			Expected Solid	[H][C@@](CS[As](O)(O)=O)(N=C(C)[O-])C([O-])=N[C@]1([H])[C@@]([H])(O)[C@]([H])(O)[C@@]([H])(CO)O[C@]1([H])O[C@@]1([H])[C@]([H])(O)[C@@]([H])(O)[C@]([H])(O)[C@@]([H])(O)[C@@]1([H])O	C17H29AsN2O15S	InChI=1S/C17H31AsN2O15S/c1-4(22)19-5(3-36-18(31,32)33)16(30)20-7-9(24)8(23)6(2-21)34-17(7)35-15-13(28)11(26)10(25)12(27)14(15)29/h5-15,17,21,23-29H,2-3H2,1H3,(H,19,22)(H,20,30)(H2,31,32,33)/p-2/t5-,6+,7+,8+,9+,10-,11-,12+,13+,14+,15-,17+/m0/s1	UFFVRAZTLALLGR-FQBKTPCVSA-L	608.051557	CHEBI:59655		MMDBc0055730
BASm0003853	Delta(1)-dihydrotestosterone	1-Testosterone is an anabolic steroid that differs from testosterone by having a 1,2-double bond instead of 4,5-double bond in its A ring.	23898	solid	[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)C=C[C@]12C	C19H28O2	InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h7,9,12,14-17,21H,3-6,8,10-11H2,1-2H3/t12-,14-,15-,16-,17-,18-,19-/m0/s1	OKJCFMUGMSVJBG-ABEVXSGRSA-N	288.2089301	CHEBI:59714		
BASm0003854	D-glyceraldehyde 3-phosphate	Glyceraldehyde 3-phosphate (G3P) (CAS: 591-59-3), also known as triose phosphate, belongs to the class of organic compounds known as glyceraldehyde-3-phosphates. Glyceraldehyde-3-phosphates are compounds containing a glyceraldehyde substituted at position O3 by a phosphate group. Glyceraldehyde 3-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Glyceraldehyde 3-phosphate has been detected, but not quantified in, several different foods, such as sea-buckthorn berries, lingonberries, prunus (cherry, plum), quinoa, and sparkleberries. This could make glyceraldehyde 3-phosphate a potential biomarker for the consumption of these foods. Glyceraldehyde 3-phosphate is an aldotriose, an important metabolic intermediate in both glycolysis and gluconeogenesis, and in tryptophan biosynthesis. G3P is formed from fructose 1,6-bisphosphate, dihydroxyacetone phosphate (DHAP), and 1,3-bisphosphoglycerate (1,3BPG). This is the process by which glycerol (as DHAP) enters the glycolytic and gluconeogenesis pathways.	591-57-1	Solid		C3H5O6P		LXJXRIRHZLFYRP-VKHMYHEASA-L	167.983472	CHEBI:59776	HMDB0001112	
BASm0003855	S-adenosyl-L-methionine	S-Adenosylmethionine (CAS: 29908-03-0), also known as SAM or AdoMet, is a physiologic methyl radical donor involved in enzymatic transmethylation reactions and present in all living organisms. It possesses anti-inflammatory activity and has been used in the treatment of chronic liver disease (From Merck, 11th ed). S-Adenosylmethionine is a natural substance present in the cells of the body. It plays a crucial biochemical role by donating a one-carbon methyl group in a process called transmethylation. S-Adenosylmethionine, formed from the reaction of L-methionine and adenosine triphosphate catalyzed by the enzyme S-adenosylmethionine synthetase, is the methyl-group donor in the biosynthesis of both DNA and RNA nucleic acids, phospholipids, proteins, epinephrine, melatonin, creatine, and other molecules.	485-80-3	Solid	C[S+](CC[C@H](N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N	C15H23N6O5S	InChI=1S/C15H22N6O5S/c1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25)/p+1/t7-,8+,10+,11+,14+,27?/m0/s1	MEFKEPWMEQBLKI-AIRLBKTGSA-O	399.1450636	CHEBI:59789	HMDB0001185	
BASm0003856	gibberellin A3 O-beta-D-glucoside	Conjugate base of gibberellin A3 O-beta-D-glucoside arising from deprotonation of the carboxylic acid group				C25H31O11		WUTOEZVIPGBMEA-HRHVLVCKSA-M	507.1871854	CHEBI:59791		
BASm0003857	(S)-nicotine	Nicotine is an alkaloid found in the nightshade family of plants (Solanaceae), predominantly in tobacco and in lower quantities in tomato, potato, eggplant (aubergine), and green pepper. Nicotine alkaloids are also found in the leaves of the coca plant. Nicotine constitutes 0.3 to 5% of the tobacco plant by dry weight, with biosynthesis taking place in the root and accumulation in the leaves. It is a potent neurotoxin with particular specificity to insects; therefore nicotine was widely used as an insecticide in the past and nicotine derivatives such as imidacloprid continue to be widely used. It has been noted that the majority of people diagnosed with schizophrenia smoke tobacco. Estimates for the number of schizophrenics that smoke range from 75% to 90%. It was recently argued that the increased level of smoking in schizophrenia may be due to a desire to self-medicate with nicotine. More recent research has found the reverse: it is a risk factor without long-term benefit, used only for its short-term effects. However, research on nicotine as administered through a patch or gum is ongoing. As nicotine enters the body, it is distributed quickly through the bloodstream and can cross the blood-brain barrier. On average, it takes about seven seconds for the substance to reach the brain. The half-life of nicotine in the body is around 2 hours. The amount of nicotine inhaled with tobacco smoke is a fraction of the amount contained in the tobacco leaves (most of the substance is destroyed by the heat). The amount of nicotine absorbed by the body from smoking depends on many factors, including the type of tobacco, whether the smoke is inhaled, and whether a filter is used. For chewing tobacco, often called dip, snuff, or sinus, which is held in the mouth between the lip and gum, the amount released into the body tends to be much greater than smoked tobacco. The currently available literature indicates that nicotine, on its own, does not promote the development of cancer in healthy tissue and has no mutagenic properties. Its teratogenic properties have not yet been adequately researched, and while the likelihood of birth defects caused by nicotine is believed to be very small or nonexistent, nicotine replacement product manufacturers recommend consultation with a physician before using a nicotine patch or nicotine gum while pregnant or nursing. However, nicotine and the increased acetylcholinic activity it causes have been shown to impede apoptosis, which is one of the methods by which the body destroys unwanted cells (programmed cell death). Since apoptosis helps to remove mutated or damaged cells that may eventually become cancerous, the inhibitory actions of nicotine create a more favourable environment for cancer to develop. Thus, nicotine plays an indirect role in carcinogenesis. It is also important to note that its addictive properties are often the primary motivating factor for tobacco smoking, contributing to the proliferation of cancer. Nicotine is a highly toxic alkaloid. It is the prototypical agonist at nicotinic cholinergic receptors where it dramatically stimulates neurons and ultimately blocks synaptic transmission. Nicotine is also important medically because of its presence in tobacco smoke. Nicotine is a hygroscopic, oily liquid that is miscible with water in its base form. As a nitrogenous base, nicotine forms salts with acids that are usually solid and water soluble. Nicotine easily penetrates the skin. As shown by the physical data, free base nicotine will burn at a temperature below its boiling point, and its vapours will combust at 95 °C in the air despite a low vapour pressure. Because of this, most nicotine is burned when a cigarette is smoked; however, enough is inhaled to provide the desired effects. Nicotine is a stimulant drug that acts as an agonist at nicotinic acetylcholine receptors. These are ionotropic receptors composed of five homomeric or heteromeric subunits. In the brain, nicotine binds to nicotinic acetylcholine receptors on dopaminergic neurons in the cortico-limbic pathways. This causes the channel to open and allow conductance of multiple cations including sodium, calcium, and potassium. This leads to depolarization, which activates voltage-gated calcium channels and allows more calcium to enter the axon terminal. Calcium stimulates vesicle trafficking towards the plasma membrane and the release of dopamine into the synapse. Dopamine binding to its receptors is responsible for the euphoric and addictive properties of nicotine. Nicotine also binds to nicotinic acetylcholine receptors on the chromaffin cells in the adrenal medulla. Binding opens the ion channel allowing an influx of sodium which causes depolarization of the cell and activates voltage-gated calcium channels. Calcium triggers the release of epinephrine from intracellular vesicles into the bloodstream, which causes vasoconstriction, increased blood pressure, increased heart rate, and increased blood sugar. Cotinine is a byproduct of the metabolism of nicotine which remains in the blood for up to 48 hours and can be used as an indicator of a person's exposure to smoke. In high doses, nicotine will cause a blocking of the nicotinic acetylcholine receptor, which is the reason for its toxicity and its effectiveness as an insecticide. In lower concentrations, the substance acts as a stimulant in mammals and is one of the main factors responsible for the dependence-forming and energy-boosting properties of tobacco smoking.	1954-11-05	Liquid		C10H15N2		SNICXCGAKADSCV-JTQLQIEISA-O	163.1229749	CHEBI:59806	HMDB0001934	
BASm0003858	(24R,25R)-3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestan-26-oyl-CoA	(24r,25r)-3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestanoyl coa, also known as (24r)-hydroxy,(25r)-trihydroxycholestanoyl-coa, is a member of the class of compounds known as (r)-3-hydroxyacyl coas (r)-3-hydroxyacyl coas are organic compounds containing a (R)-3-hydroxyl acylated coenzyme A derivative (24r,25r)-3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestanoyl coa is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa). (24r,25r)-3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestanoyl coa can be found in a number of food items such as mentha (mint), half-highbush blueberry, lentils, and carob, which makes (24r,25r)-3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestanoyl coa a potential biomarker for the consumption of these food products.			[H][C@@](C)(CC[C@@]([H])(O)[C@@]([H])(C)C(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@]([H])(O)C[C@]4([H])C[C@]([H])(O)CC[C@]4(C)[C@@]3([H])C[C@]([H])(O)[C@]12C	C48H76N7O21P3S	InChI=1S/C48H80N7O21P3S/c1-24(28-8-9-29-36-30(19-34(59)48(28,29)6)47(5)13-11-27(56)17-26(47)18-32(36)58)7-10-31(57)25(2)45(64)80-16-15-50-35(60)12-14-51-43(63)40(62)46(3,4)21-73-79(70,71)76-78(68,69)72-20-33-39(75-77(65,66)67)38(61)44(74-33)55-23-54-37-41(49)52-22-53-42(37)55/h22-34,36,38-40,44,56-59,61-62H,7-21H2,1-6H3,(H,50,60)(H,51,63)(H,68,69)(H,70,71)(H2,49,52,53)(H2,65,66,67)/p-4/t24-,25-,26+,27-,28-,29+,30+,31-,32-,33-,34+,36+,38-,39-,40+,44-,47+,48-/m1/s1	PXHZOQNODUPJKC-MTLGCJAASA-J	1211.404979	CHEBI:59807	HMDB0303963	
BASm0003859	2,3,5,6-tetrachlorophenol	2,3,5,6-Tetrachlorophenol is a biodegradation product of polychlorinated benzene and polychlorinated biphenols.	935-95-5	Solid		C6HCl4O		KEWNKZNZRIAIAK-UHFFFAOYSA-M	228.878699	CHEBI:59815		
BASm0003860	D-fructuronate	Conjugate base of D-tagaturonic acid				C6H9O7		PTCIWUZVDIQTOW-XDJBDKDSSA-M	193.0353762	CHEBI:59863		
BASm0003862	a D-alpha-amino acid				*[C@@H]([NH3+])C(=O)[O-]					CHEBI:59871		
BASm0003865	(24E)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-en-26-oyl-CoA	(24e)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-enoyl-coa is a member of the class of compounds known as acyl coas. Acyl coas are organic compounds containing a coenzyme A substructure linked to an acyl chain (24e)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-enoyl-coa is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa). (24e)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-enoyl-coa can be found in a number of food items such as cauliflower, cereals and cereal products, lambsquarters, and jute, which makes (24e)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-enoyl-coa a potential biomarker for the consumption of these food products.			[H]\C(CC[C@@]([H])(C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@]([H])(O)C[C@]4([H])C[C@]([H])(O)CC[C@]4(C)[C@@]3([H])C[C@]([H])(O)[C@]12C)=C(\C)C(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C48H74N7O20P3S	InChI=1S/C48H78N7O20P3S/c1-25(29-10-11-30-36-31(20-34(58)48(29,30)6)47(5)14-12-28(56)18-27(47)19-32(36)57)8-7-9-26(2)45(63)79-17-16-50-35(59)13-15-51-43(62)40(61)46(3,4)22-72-78(69,70)75-77(67,68)71-21-33-39(74-76(64,65)66)38(60)44(73-33)55-24-54-37-41(49)52-23-53-42(37)55/h9,23-25,27-34,36,38-40,44,56-58,60-61H,7-8,10-22H2,1-6H3,(H,50,59)(H,51,62)(H,67,68)(H,69,70)(H2,49,52,53)(H2,64,65,66)/p-4/b26-9+/t25-,27+,28-,29-,30+,31+,32-,33-,34+,36+,38-,39-,40+,44-,47+,48-/m1/s1	QVDPWQVOSKJUES-JMOYVIBVSA-J	1193.394414	CHEBI:59879	HMDB0303961	
BASm0003866	keto-D-fructuronate			Expected Solid	[H][C@@](O)(C([O-])=O)[C@@]([H])(O)[C@]([H])(O)C(=O)CO	C6H9O7	InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h3-5,7,9-11H,1H2,(H,12,13)/p-1/t3-,4+,5+/m1/s1	IZSRJDGCGRAUAR-WISUUJSJSA-M	193.0353762	CHEBI:59881		MMDBc0056050
BASm0003867	XDP					C10H11N4O12P2		YMOPVQQBWLGDOD-UUOKFMHZSA-K	440.9865165	CHEBI:59884	HMDB0156355	
BASm0003868	4-aminobutanoate	gamma-Aminobutyric acid (GABA) is an inhibitory neurotransmitter found in the nervous systems of widely divergent species, including humans. It is the chief inhibitory neurotransmitter in the vertebrate central nervous system. In vertebrates, GABA acts at inhibitory synapses in the brain. It acts by binding to specific transmembrane receptors in the plasma membrane of both pre- and postsynaptic neurons. This binding causes the opening of ion channels to allow either the flow of negatively-charged chloride ions into the cell or positively-charged potassium ions out of the cell. This will typically result in a negative change in the transmembrane potential, usually causing hyperpolarization. Three general classes of GABA receptor are known (PMID: 10561820). These include GABA-A and GABA-C ionotropic receptors, which are ion channels themselves, and GABA-B metabotropic receptors, which are G protein-coupled receptors that open ion channels via intermediaries known as G proteins (PMID: 10561820). Activation of the GABA-B receptor by GABA causes neuronal membrane hyperpolarization and a resultant inhibition of neurotransmitter release. In addition to binding sites for GABA, the GABA-A receptor has binding sites for benzodiazepines, barbiturates, and neurosteroids. GABA-A receptors are coupled to chloride ion channels. Therefore, activation of the GABA-A receptor induces increased inward chloride ion flux, resulting in membrane hyperpolarization and neuronal inhibition (PMID: 10561820). After release into the synapse, free GABA that does not bind to either the GABA-A or GABA-B receptor complexes can be taken up by neurons and glial cells. Four different GABA membrane transporter proteins (GAT-1, GAT-2, GAT-3, and BGT-1), which differ in their distribution in the CNS, are believed to mediate the uptake of synaptic GABA into neurons and glial cells. The GABA-A receptor subtype regulates neuronal excitability and rapid changes in fear arousal, such as anxiety, panic, and the acute stress response (PMID: 10561820). Drugs that stimulate GABA-A receptors, such as the benzodiazepines and barbiturates, have anxiolytic and anti-seizure effects via GABA-A-mediated reduction of neuronal excitability, which effectively raises the seizure threshold. GABA-A antagonists produce convulsions in animals and there is decreased GABA-A receptor binding in a positron emission tomography (PET) study of patients with panic disorder. Neurons that produce GABA as their output are called GABAergic neurons and have chiefly inhibitory action at receptors in the vertebrate. Medium spiny neurons (MSNs) are a typical example of inhibitory CNS GABAergic cells. GABA has been shown to have excitatory roles in the vertebrate, most notably in the developing cortex. Organisms synthesize GABA from glutamate using the enzyme L-glutamic acid decarboxylase and pyridoxal phosphate as a cofactor (PMID: 12467378). It is worth noting that this involves converting the principal excitatory neurotransmitter (glutamate) into the principal inhibitory one (GABA). Drugs that act as agonists of GABA receptors (known as GABA analogs or GABAergic drugs), or increase the available amount of GABA typically have relaxing, anti-anxiety, and anti-convulsive effects. GABA is found to be deficient in cerebrospinal fluid and the brain in many studies of experimental and human epilepsy. Benzodiazepines (such as Valium) are useful in status epilepticus because they act on GABA receptors. GABA increases in the brain after administration of many seizure medications. Hence, GABA is clearly an antiepileptic nutrient. Inhibitors of GAM metabolism can also produce convulsions. Spasticity and involuntary movement syndromes, such as Parkinson's, Friedreich's ataxia, tardive dyskinesia, and Huntington's chorea, are all marked by low GABA when amino acid levels are studied. Trials of 2 to 3 g of GABA given orally have been effective in various epilepsy and spasticity syndromes. Agents that elevate GABA are also useful in lowering hypertension. Three grams orally have been effective in controlling blood pressure. GABA is decreased in various encephalopathies. GABA can reduce appetite and is decreased in hypoglycemics. GABA reduces blood sugar in diabetics. Chronic brain syndromes can also be marked by deficiencies of GABA. Vitamin B6, manganese, taurine, and lysine can increase both GABA synthesis and effects, while aspartic acid and glutamic acid probably inhibit GABA effects. Low plasma GABA has been reported in some depressed patients and may be a useful trait marker for mood disorders. GABA has an important role in embryonic development, especially facial development, as substantiated by the association of a cleft palate in transgenic mice deficient in GAD67 (glutamate decarboxylase). A recent Japanese population study reported linkage in patients with a nonsyndromic cleft lip with or without a cleft palate and specific GAD67 haplotypes (PMID: 23842532). Unusually high levels of GABA (especially in the brain) can be toxic and GABA can function as both a neurotoxin and a metabotoxin. A neurotoxin is a compound that damages the brain and/or nerve tissue. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of GABA are associated with at least five inborn errors of metabolism, including D-2-hydroxyglutaric aciduria, 4-hydroxybutyric aciduria/succinic semialdehyde dehydrogenase deficiency, GABA-transaminase deficiency, homocarnosinosis, and hyper beta-alaninemia. Nearly all of these conditions are associated with seizures, hypotonia, intellectual deficits, macrocephaly, encephalopathy, and other serious neurological or neuromuscular problems. Increased levels of GABA seem to alter the function of the GABA-B receptor, which may play a role in the tonic-clonic seizures that are often seen in patients with the above disorders. GABA is also a microbial metabolite, urinary GABA is produced by Lactobacillus and Bifidobacterium (PMID: 24621061).	1956-12-02	Solid	NCCCC(O)=O	C4H9NO2	InChI=1S/C4H9NO2/c5-3-1-2-4(6)7/h1-3,5H2,(H,6,7)	BTCSSZJGUNDROE-UHFFFAOYSA-N	103.0633285	CHEBI:59888	HMDB0000112	
BASm0003869	(Z)-3-ureidoacrylate				NC(=O)N/C=C\C(=O)[O-]	C4H6N2O3	InChI=1S/C4H6N2O3/c5-4(9)6-2-1-3(7)8/h1-2H,(H,7,8)(H3,5,6,9)/b2-1+	JDSSVQWHYUVDDF-OWOJBTEDSA-N	130.0378421	CHEBI:59891	HMDB0341423	
BASm0003870	(Z)-3-aminoacrylate	3-aminoacrylate is a member of the chemical class known as Enones. These are compounds containing the enone functional group, with the structure RC(=O)CR'.  Aminoacrylate is involved in amino acid metabolism. A new amino acid is formed when the nucleophiles add to the aminoacrylate. (PMID 8663055)			N/C=C\C(=O)[O-]	C3H5NO2	InChI=1S/C3H5NO2/c4-2-1-3(5)6/h1-2H,4H2,(H,5,6)/b2-1-	YTLYLLTVENPWFT-UPHRSURJSA-N	87.03202841	CHEBI:59894		
BASm0003871	glutathione amide			Expected Solid	[H][C@](N)(CCC(O)=N[C@@]([H])(CS)C(O)=NCC(O)=N)C(O)=O	C10H18N4O5S	InChI=1S/C10H18N4O5S/c11-5(10(18)19)1-2-8(16)14-6(4-20)9(17)13-3-7(12)15/h5-6,20H,1-4,11H2,(H2,12,15)(H,13,17)(H,14,16)(H,18,19)/t5-,6-/m0/s1	FBCIXVYKFFJYFT-WDSKDSINSA-N	306.0997909	CHEBI:59895		MMDBc0056015
BASm0003872	glutathione amide disulfide			Expected Solid	[H][C@](N)(CCC(O)=N[C@@]([H])(CSSC[C@]([H])(N=C(O)CC[C@]([H])(N)C(O)=O)C(O)=NCC(O)=N)C(O)=NCC(O)=N)C(O)=O	C20H34N8O10S2	InChI=1S/C20H34N8O10S2/c21-9(19(35)36)1-3-15(31)27-11(17(33)25-5-13(23)29)7-39-40-8-12(18(34)26-6-14(24)30)28-16(32)4-2-10(22)20(37)38/h9-12H,1-8,21-22H2,(H2,23,29)(H2,24,30)(H,25,33)(H,26,34)(H,27,31)(H,28,32)(H,35,36)(H,37,38)/t9-,10-,11-,12-/m0/s1	GHAQVXIUYDMOEB-BJDJZHNGSA-N	610.1839317	CHEBI:59896		MMDBc0056016
BASm0003873	3-iodo-L-tyrosine	Iodotyrosine is an iodated derivative of L-tyrosine. This is an early precursor to L-thyroxine, one of the primary thyroid hormones. In the thyroid gland, iodide is trapped, transported, and concentrated in the follicular lumen for thyroid hormone synthesis. Before trapped iodide can react with tyrosine residues, it must be oxidized by thyroid peroxidase. Iodotyrosine is made from tyrosine via thyroid peroxidase and then further iodinated by this enzyme to make the di-iodo and tri-iodo variants. Two molecules of di-iodotyrosine combine to form T4, and one molecule of mono-iodotyrosine combines with one molecule of di-iodotyrosine to form T3.	70-78-0	Solid	N[C@@H](CC1=CC=C(O)C(I)=C1)C(O)=O	C9H10INO3	InChI=1S/C9H10INO3/c10-6-3-5(1-2-8(6)12)4-7(11)9(13)14/h1-3,7,12H,4,11H2,(H,13,14)/t7-/m0/s1	UQTZMGFTRHFAAM-ZETCQYMHSA-N	306.9705366	CHEBI:59898	HMDB0000021	
BASm0003874	3-nitropropanoate	Bovinocidin is isolated from Aspergillus sp. and moulds contaminating foo	504-88-1	Solid	O=C([O-])CC[N+](=O)[O-]	C3H5NO4	InChI=1S/C3H5NO4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)	WBLZUCOIBUDNBV-UHFFFAOYSA-N	119.0218577	CHEBI:59899	HMDB0034259	
BASm0003875	thermospermine			Expected Solid	[NH3+]CCCC[NH2+]CCC[NH2+]CCC[NH3+]	C10H26N4	InChI=1S/C10H26N4/c11-5-1-2-7-13-9-4-10-14-8-3-6-12/h13-14H,1-12H2	DODDBCGMRAFLEB-UHFFFAOYSA-N	202.2157469	CHEBI:59903		MMDBc0010742
BASm0003876	7,8-didemethyl-8-hydroxy-5-deazariboflavin			Expected Solid	[H][C@@](O)(CO)[C@@]([H])(O)[C@@]([H])(O)CN1C2=CC(=O)C=CC2=CC2=C1N=C(O)[N-]C2=O	C16H16N3O7	InChI=1S/C16H17N3O7/c20-6-12(23)13(24)11(22)5-19-10-4-8(21)2-1-7(10)3-9-14(19)17-16(26)18-15(9)25/h1-4,11-13,20,22-24H,5-6H2,(H2,17,18,21,25,26)/p-1/t11-,12+,13-/m0/s1	YUTUUCYDXGWRNU-XQQFMLRXSA-M	362.0993734	CHEBI:59904		MMDBc0055627
BASm0003877	dopamine	Dopamine is a member of the catecholamine family of neurotransmitters in the brain and is a precursor to epinephrine (adrenaline) and norepinephrine (noradrenaline). Dopamine is synthesized in the body (mainly by nervous tissue and adrenal glands) first by the hydration of the amino acid tyrosine to DOPA by tyrosine hydroxylase and then by the decarboxylation of DOPA by aromatic-L-amino-acid decarboxylase. Dopamine is a major transmitter in the extrapyramidal system of the brain, and important in regulating movement. A family of receptors (dopamine receptors) mediates its action, which plays a major role in reward-motivated behaviour. Dopamine has many other functions outside the brain. In blood vessels, dopamine inhibits norepinephrine release and acts as a vasodilator (at normal concentrations); in the kidneys, it increases sodium excretion and urine output; in the pancreas, it reduces insulin production; in the digestive system, it reduces gastrointestinal motility and protects intestinal mucosa; and in the immune system, it reduces the activity of lymphocytes. Parkinson's disease, a degenerative condition causing tremor and motor impairment, is caused by a loss of dopamine-secreting neurons in an area of the midbrain called the substantia nigra. There is evidence that schizophrenia involves altered levels of dopamine activity, and most antipsychotic drugs used to treat this are dopamine antagonists, which reduce dopamine activity. Attention deficit hyperactivity disorder, bipolar disorder, and addiction are also characterized by defects in dopamine production or metabolism. It has been suggested that animals derived their dopamine-synthesizing machinery from bacteria via horizontal gene transfer that may have occurred relatively late in evolutionary time. This is perhaps a result of the symbiotic incorporation of bacteria into eukaryotic cells that gave rise to mitochondria. Dopamine is elevated in the urine of people who consume bananas. When present in sufficiently high levels, dopamine can be a neurotoxin and a metabotoxin. A neurotoxin is a compound that disrupts or attacks neural tissue. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of dopamine are associated with neuroblastoma, Costello syndrome, leukemia, phaeochromocytoma, aromatic L-amino acid decarboxylase deficiency, and Menkes disease (MNK). High levels of dopamine can lead to hyperactivity, insomnia, agitation and anxiety, depression, delusions, excessive salivation, nausea, and digestive problems. A study has shown that urinary dopamine is produced by Bacillus and Serratia (PMID: 24621061)	62-31-7	Solid	[NH3+]CCC1=CC(O)=C(O)C=C1	C8H12NO2	InChI=1S/C8H11NO2/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,10-11H,3-4,9H2/p+1	VYFYYTLLBUKUHU-UHFFFAOYSA-O	154.0862551	CHEBI:59905	HMDB0000073	
BASm0003878	(2S)-2-phospholactate			Expected Solid	[H][C@@](C)(OP([O-])([O-])=O)C([O-])=O	C3H4O6P	InChI=1S/C3H7O6P/c1-2(3(4)5)9-10(6,7)8/h2H,1H3,(H,4,5)(H2,6,7,8)/p-3/t2-/m0/s1	CSZRNWHGZPKNKY-REOHCLBHSA-K	166.9761956	CHEBI:59906		MMDBc0054858
BASm0003879	oxidized coenzyme F420-0			Expected Solid	[H][C@@](O)(COP(O)(=O)O[C@@]([H])(C)C([O-])=O)[C@@]([H])(O)[C@@]([H])(O)CN1C2=CC(=O)C=CC2=CC2=C1N=C([O-])[N-]C2=O	C19H19N3O12P	InChI=1S/C19H22N3O12P/c1-8(18(28)29)34-35(31,32)33-7-14(25)15(26)13(24)6-22-12-5-10(23)3-2-9(12)4-11-16(22)20-19(30)21-17(11)27/h2-5,8,13-15,24-26H,6-7H2,1H3,(H4,20,21,23,27,28,29,30,31,32)/p-3/t8-,13-,14+,15-/m0/s1	OLEQJMXJEZZMHZ-GQPBWUKJSA-K	512.0722808	CHEBI:59907		MMDBc0056240
BASm0003880	ecgonine methyl ester	Ecgoninium Methyl Ester(1+) is also known as Ecgonine methyl ester or Ecgonine methyl ester, (1R-(endo,endo))-isomer.  Ecgoninium Methyl Ester(1+) is considered to be slightly soluble (in water) and relatively neutral			[H][C@@]12CC[C@@]([H])([NH+]1C)[C@@]([H])(C(=O)OC)[C@@]([H])(O)C2	C10H18NO3	InChI=1S/C10H17NO3/c1-11-6-3-4-7(11)9(8(12)5-6)10(13)14-2/h6-9,12H,3-5H2,1-2H3/p+1/t6-,7+,8-,9+/m0/s1	QIQNNBXHAYSQRY-UYXSQOIJSA-O	200.1281199	CHEBI:59908	HMDB0062751	
BASm0003881	N-acetyl-beta-D-glucosaminyl-(1->4)-D-glucosamine			Expected Solid	[H]C1(O)O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])N=C(C)O)[C@]([H])(O)[C@@]1([H])[NH3+]	C14H27N2O10	InChI=1S/C14H26N2O10/c1-4(19)16-8-11(22)9(20)5(2-17)25-14(8)26-12-6(3-18)24-13(23)7(15)10(12)21/h5-14,17-18,20-23H,2-3,15H2,1H3,(H,16,19)/p+1/t5-,6-,7-,8-,9-,10-,11-,12-,13?,14+/m1/s1	BXVPZDGOKHWNAM-UEVOBBHASA-O	383.1660215	CHEBI:59910		MMDBc0056126
BASm0003882	N-formylmaleamate			Expected Solid	[H]\C(=C(/[H])C(=O)N=C[O-])C(O)=O	C5H4NO4	InChI=1S/C5H5NO4/c7-3-6-4(8)1-2-5(9)10/h1-3H,(H,9,10)(H,6,7,8)/p-1/b2-1-	HSKSAKBZUITULZ-UPHRSURJSA-M	142.0145812	CHEBI:59911		MMDBc0056148
BASm0003883	methylmalonyl-CoA	R-methylmalonyl-CoA is a member of the chemical class known as Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine.  Methylmalonyl-CoA is the coenzyme A linked form of methylmalonic acid. Methylmalonyl-CoA is formed from propionyl-CoA by propionyl-CoA carboxylase by help of biotin (vitamin B7). It is converted into succinyl-CoA by methylmalonyl-CoA mutase, in a reaction that requires vitamin B12 as a cofactor. In this way, it enters the Krebs cycle, and is thus part of one of the anaplerotic reactions. The following diagram demonstrates the aforementioned reactions: Propionyl CoA > Methylmalonyl CoA > Succinyl CoA (WikiPedia)	73173-92-9		CC(C(=O)[O-])C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C25H40N7O19P3S	InChI=1S/C25H40N7O19P3S/c1-12(23(37)38)24(39)55-7-6-27-14(33)4-5-28-21(36)18(35)25(2,3)9-48-54(45,46)51-53(43,44)47-8-13-17(50-52(40,41)42)16(34)22(49-13)32-11-31-15-19(26)29-10-30-20(15)32/h10-13,16-18,22,34-35H,4-9H2,1-3H3,(H,27,33)(H,28,36)(H,37,38)(H,43,44)(H,45,46)(H2,26,29,30)(H2,40,41,42)/t12-,13?,16?,17?,18+,22?/m1/s1	MZFOKIKEPGUZEN-YLYUOEEYSA-N	867.1312524	CHEBI:59916	HMDB02255	
BASm0003884	4-O-phosphohygromycin B			Expected Solid	[H]C(N)(CO)[C@@]1([H])O[C@@]2(O[C@]3([H])[C@]([H])(O2)[C@]([H])(O[C@]2([H])[C@@]([H])(O)[C@]([H])([NH3+])C[C@]([H])(NC)[C@@]2([H])OP(O)(O)=O)O[C@]([H])(CO)[C@]3([H])O)[C@]([H])(O)[C@@]([H])(O)[C@@]1([H])O	C20H39N3O16P	InChI=1S/C20H38N3O16P/c1-23-7-2-5(21)9(26)15(14(7)39-40(31,32)33)35-19-17-16(10(27)8(4-25)34-19)37-20(38-17)18(30)12(29)11(28)13(36-20)6(22)3-24/h5-19,23-30H,2-4,21-22H2,1H3,(H2,31,32,33)/p+1/t5-,6?,7+,8-,9+,10+,11-,12+,13-,14-,15-,16+,17+,18-,19+,20-/m1/s1	SYTZKXOAVUXHFS-DMVNDESQSA-O	608.2062456	CHEBI:59917		MMDBc0055537
BASm0003885	an acyl phosphate				*C(=O)OP(=O)([O-])[O-]					CHEBI:59918		
BASm0003886	oxidized coenzyme F420-1			Expected Solid	[H][C@@](O)(COP(O)(=O)O[C@@]([H])(C)C(=O)[N-][C@@]([H])(CCC([O-])=O)C([O-])=O)[C@@]([H])(O)[C@@]([H])(O)CN1C2=CC(=O)C=CC2=CC2=C1N=C(O)N=C2[O-]	C24H25N4O15P	InChI=1S/C24H29N4O15P/c1-10(21(35)25-14(23(37)38)4-5-18(32)33)43-44(40,41)42-9-17(31)19(34)16(30)8-28-15-7-12(29)3-2-11(15)6-13-20(28)26-24(39)27-22(13)36/h2-3,6-7,10,14,16-17,19,30-31,34H,4-5,8-9H2,1H3,(H6,25,26,27,29,32,33,35,36,37,38,39,40,41)/p-4/t10-,14-,16-,17+,19-/m0/s1	VXLZCIMPZIERNZ-LADHFWMSSA-J	640.1075974	CHEBI:59920		MMDBc0056241
BASm0003887	oxidized coenzyme alpha-F420-3			Expected Solid	[H][C@@](O)(COP(O)(=O)O[C@@]([H])(C)C([O-])=N[C@@]([H])(CCC([O-])=N[C@@]([H])(CCC(=O)[N-][C@@]([H])(CCC([O-])=O)C(O)=O)C([O-])=O)C(O)=O)[C@@]([H])(O)[C@@]([H])(O)CN1C2=CC(=O)C=CC2=CC2=C1N=C(O)N=C2[O-]	C34H37N6O21P	InChI=1S/C34H43N6O21P/c1-14(29(49)37-20(33(55)56)5-8-25(45)35-18(31(51)52)4-7-24(44)36-19(32(53)54)6-9-26(46)47)61-62(58,59)60-13-23(43)27(48)22(42)12-40-21-11-16(41)3-2-15(21)10-17-28(40)38-34(57)39-30(17)50/h2-3,10-11,14,18-20,22-23,27,42-43,48H,4-9,12-13H2,1H3,(H10,35,36,37,38,39,41,44,45,46,47,49,50,51,52,53,54,55,56,57,58,59)/p-6/t14-,18-,19-,20-,22-,23+,27-/m0/s1	RFMKQXORIIBSKL-LROHGRLLSA-H	896.1782307	CHEBI:59923		MMDBc0056239
BASm0003888	5,6,7,8-tetrahydrosarcinapterin					C35H48N7O19P		DOMRFGVDYQUXCH-HXBMNFMZSA-J	901.2764537	CHEBI:59924		
BASm0003889	(S)-2-ureidoglycine			Expected Solid	N[C@@H](NC(N)=O)C(O)=O	C3H7N3O3	InChI=1S/C3H7N3O3/c4-1(2(7)8)6-3(5)9/h1H,4H2,(H,7,8)(H3,5,6,9)/t1-/m0/s1	VTFWFHCECSOPSX-SFOWXEAESA-N	133.0487411	CHEBI:59947		MMDBc0054100
BASm0003890	neopinone					C18H20NO3		LJVKMVSYTWPNGA-UUWFMWQGSA-O	298.1437699	CHEBI:59950		
BASm0003891	thebaine					C19H22NO3		FQXXSQDCDRQNQE-VMDGZTHMSA-O	312.15942	CHEBI:59953		
BASm0003892	D-glycero-D-manno-heptose 1,7-bisphosphate	D-glycero-D-manno-heptose 1,7-bisphosphate is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose. 				C7H12O13P2		LMTGTTLGDUACSJ-NNPWBXLPSA-J	365.9775088	CHEBI:59957		
BASm0003893	(3S,6E)-nerolidol	(3S,6E)-Nerolidol, also known as nerolidol or peruviol, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Thus, (3S,6E)-nerolidol is considered to be an isoprenoid lipid molecule. (3S,6E)-Nerolidol is an isomer of nerolidol, a naturally occurring sesquiterpene found in the essential oils of many types of plants and flowers.	1119-38-6		CC(C)=CCC\C(C)=C\CC[C@](C)(O)C=C	C15H26O	InChI=1S/C15H26O/c1-6-15(5,16)12-8-11-14(4)10-7-9-13(2)3/h6,9,11,16H,1,7-8,10,12H2,2-5H3/b14-11+/t15-/m1/s1	FQTLCLSUCSAZDY-ATGUSINASA-N	222.1983655	CHEBI:59958	HMDB0041629	
BASm0003894	(3R,6E)-nerolidol	(3R,6E)-Nerolidol or Nerolidol, also known as peruviol and penetrol , is a naturally occurring sesquiterpene alcohol found in the essential oils of many types of plants and flowers. It is formally classified as an alkylalcohol although it is biochemically an acyclic sesquiterpene as it synthesized via isoprene units. Acyclic sesequiterpenes do not contain a cycle. Nerolidol is an extremely weak basic (essentially neutral) compound (based on its pKa). There are two isomers of nerolidol, cis and trans, which differ in the geometry about the central double bond. Nerolidol is present in neroli, ginger, jasmine, lavender, tea tree, Cannabis sativa, and lemon grass, and is a dominant scent compound in Brassavola nodosa. Nerolidol has a woody, floral, waxy or citrus odor and used in perfumery. It is also used in non-cosmetic products such as detergents and cleansers. It is known for various biological activities include antioxidant, anti fungal, anticancer, and antimicrobial activity.	17430-12-5	1	[H]\C(CC[C@@](C)(O)C=C)=C(\C)CCC=C(C)C	C15H26O	InChI=1S/C15H26O/c1-6-15(5,16)12-8-11-14(4)10-7-9-13(2)3/h6,9,11,16H,1,7-8,10,12H2,2-5H3/b14-11+/t15-/m0/s1	FQTLCLSUCSAZDY-GOFCXVBSSA-N	222.1983655	CHEBI:59959		
BASm0003895	alpha-selinene	alpha-Selinene is found in alcoholic beverages. alpha-Selinene occurs in celery oil and hop (Humulus lupulus) oi			CC(=C)[C@@H]1CC[C@@]2(C)CCC=C(C)[C@@H]2C1	C15H24	InChI=1S/C15H24/c1-11(2)13-7-9-15(4)8-5-6-12(3)14(15)10-13/h6,13-14H,1,5,7-10H2,2-4H3/t13-,14+,15-/m1/s1	OZQAPQSEYFAMCY-QLFBSQMISA-N	204.1878008	CHEBI:59961	HMDB0035810	
BASm0003896	ADP-D-glycero-beta-D-manno-heptose			Expected Solid	[H][C@@](O)(CO)[C@@]1([H])O[C@@]([H])(OP([O-])(=O)OP([O-])(=O)OC[C@@]2([H])O[C@@]([H])(N3C=NC4=C(N)N=CN=C34)[C@]([H])(O)[C@]2([H])O)[C@@]([H])(O)[C@@]([H])(O)[C@]1([H])O	C17H25N5O16P2	InChI=1S/C17H27N5O16P2/c18-14-7-15(20-3-19-14)22(4-21-7)16-11(28)8(25)6(35-16)2-34-39(30,31)38-40(32,33)37-17-12(29)9(26)10(27)13(36-17)5(24)1-23/h3-6,8-13,16-17,23-29H,1-2H2,(H,30,31)(H,32,33)(H2,18,19,20)/p-2/t5-,6-,8-,9+,10+,11-,12+,13-,16-,17+/m1/s1	KMSFWBYFWSKGGR-FQBROAFUSA-L	617.0782509	CHEBI:59967		MMDBc0055688
BASm0003897	GDP-D-glycero-alpha-D-manno-heptose					C17H25N5O17P2		HRUXIQZFNLQZQA-LNASZZQASA-L	633.0731655	CHEBI:59971		
BASm0003898	N,N-dimethyl-4-nitrosoaniline				CN(C)C1=CC=C(C=C1)N=O	C8H10N2O	InChI=1S/C8H10N2O/c1-10(2)8-5-3-7(9-11)4-6-8/h3-6H,1-2H3	CMEWLCATCRTSGF-UHFFFAOYSA-N	150.079313	CHEBI:59990	HMDB0255256	
BASm0003899	4-(hydroxylamino)-N,N-dimethylaniline			Expected Solid	CN(C)C1=CC=C(NO)C=C1	C8H12N2O	InChI=1S/C8H12N2O/c1-10(2)8-5-3-7(9-11)4-6-8/h3-6,9,11H,1-2H3	OQCYOHPVXHQWSI-UHFFFAOYSA-N	152.094963	CHEBI:59991		MMDBc0055458
BASm0003901	1-acyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine				*C(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC					CHEBI:60000		
BASm0003902	pelargonidin 3-O-rutinoside 5-O-beta-D-glucoside					C33H40O19		YTMOEUVNNYCFEO-WYHZMSGGSA-N	740.2163791	CHEBI:60001		
BASm0003903	D-glycero-D-manno-heptose 1-phosphate	D-glycero-D-manno-heptose 1-phosphate is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose.  D-Glycero-D-manno-heptose 1-phosphate is involved in the biosynthesis of the lipopolysaccharide core precursor ADP-L-glycero-D-manno-heptose. (PMID 10629197)		Expected Solid	[H][C@@](O)(CO)[C@@]1([H])OC([H])(OP([O-])([O-])=O)[C@@]([H])(O)[C@@]([H])(O)[C@]1([H])O	C7H13O10P	InChI=1S/C7H15O10P/c8-1-2(9)6-4(11)3(10)5(12)7(16-6)17-18(13,14)15/h2-12H,1H2,(H2,13,14,15)/p-2/t2-,3+,4+,5+,6-,7?/m1/s1	KMEJCSKJXSBBAN-NNPWBXLPSA-L	288.0246331	CHEBI:60002		MMDBc0031604
BASm0003904	3-amino-4-hydroxybenzoate			Expected Solid	NC1=C([O-])C=CC(=C1)C(O)=O	C7H6NO3	InChI=1S/C7H7NO3/c8-5-3-4(7(10)11)1-2-6(5)9/h1-3,9H,8H2,(H,10,11)/p-1	MRBKRZAPGUCWOS-UHFFFAOYSA-M	152.0353166	CHEBI:60005		MMDBc0055344
BASm0003905	laricitrin	2-(3,4-dihydroxy-5-methoxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one, also known as 3'-O-methylmyricetin or 3,4',5,5',7-pentahydroxy-3'-methoxyflavone, belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, 2-(3,4-dihydroxy-5-methoxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one is considered to be a flavonoid lipid molecule. 2-(3,4-dihydroxy-5-methoxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Laricitrin is expected to be in Cannabis as all living plants are known to produce and metabolize it.	53472-37-0			C16H11O8		CFYMYCCYMJIYAB-UHFFFAOYSA-M	331.0459409	CHEBI:60006		
BASm0003906	sulfoglycolithocholate	Sulfolithocholylglycine is an acyl glycine and a bile acid-glycine conjugate. It is a secondary bile acid produced by the action of enzymes existing in the microbial flora of the colonic environment. In hepatocytes, both primary and secondary bile acids undergo amino acid conjugation at the C-24 carboxylic acid on the side chain, and almost all bile acids in the bile duct, therefore, exist in a glycine conjugated form (PMID: 16949895). Sulfolithocholylglycine is a sulfated bile acid which has a greater renal clearance rate than lithocholylglycine.	15324-64-8	Solid	[H][C@@](C)(CCC([O-])=NCC([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@@]([H])(CC[C@]4(C)[C@@]3([H])CC[C@]12C)OS(O)(=O)=O	C26H41NO7S	InChI=1S/C26H43NO7S/c1-16(4-9-23(28)27-15-24(29)30)20-7-8-21-19-6-5-17-14-18(34-35(31,32)33)10-12-25(17,2)22(19)11-13-26(20,21)3/h16-22H,4-15H2,1-3H3,(H,27,28)(H,29,30)(H,31,32,33)/p-2/t16-,17-,18-,19+,20-,21+,22+,25+,26-/m1/s1	FHXBAFXQVZOILS-OETIFKLTSA-L	511.261471	CHEBI:60007	HMDB0002639	
BASm0003907	glycolithocholate	Lithocholic acid glycine conjugate is an acyl glycine and a bile acid-glycine conjugate. is an acyl glycine and a bile acid-glycine conjugate. It is a secondary bile acid produced by the action of enzymes existing in the microbial flora of the colonic environment. In hepatocytes, both primary and secondary bile acids undergo amino acid conjugation at the C-24 carboxylic acid on the side chain, and almost all bile acids in the bile duct therefore exist in a glycine conjugated form (PMID: 16949895). Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135).	474-74-8	Solid	C[C@H](CCC(=O)NCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C26H43NO4	InChI=1S/C26H43NO4/c1-16(4-9-23(29)27-15-24(30)31)20-7-8-21-19-6-5-17-14-18(28)10-12-25(17,2)22(19)11-13-26(20,21)3/h16-22,28H,4-15H2,1-3H3,(H,27,29)(H,30,31)/t16-,17-,18-,19+,20-,21+,22+,25+,26-/m1/s1	XBSQTYHEGZTYJE-OETIFKLTSA-N	433.3192089	CHEBI:60008	HMDB0000698	
BASm0003908	UDP-alpha-D-6-sulfoquinovose			Expected Solid	[H][C@]1(COP([O-])(=O)OP([O-])(=O)O[C@@]2([H])O[C@]([H])(CS(O)(=O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)O[C@@]([H])(N2C=CC([O-])=NC2=O)[C@]([H])(O)[C@]1([H])O	C15H21N2O19P2S	InChI=1S/C15H24N2O19P2S/c18-7-1-2-17(15(24)16-7)13-11(22)8(19)5(33-13)3-32-37(25,26)36-38(27,28)35-14-12(23)10(21)9(20)6(34-14)4-39(29,30)31/h1-2,5-6,8-14,19-23H,3-4H2,(H,25,26)(H,27,28)(H,16,18,24)(H,29,30,31)/p-3/t5-,6-,8-,9-,10+,11-,12-,13-,14-/m1/s1	FQANCGQCBCUSMI-JZMIEXBBSA-K	626.9950924	CHEBI:60009		MMDBc0056353
BASm0003909	3'-O-methyltricetin				COc1cc(-c2cc(=O)c3c(O)cc([O-])cc3o2)cc(O)c1O	C16H12O7	InChI=1S/C16H12O7/c1-22-14-3-7(2-11(20)16(14)21)12-6-10(19)15-9(18)4-8(17)5-13(15)23-12/h2-6,17-18,20-21H,1H3	UGPOBASOHYMNAK-UHFFFAOYSA-N	316.0583027	CHEBI:60014		
BASm0003911	3',5'-di-O-methyltricetin		520-32-1		COc1cc(-c2cc(=O)c3c(O)cc([O-])cc3o2)cc(OC)c1O	C17H14O7	InChI=1S/C17H14O7/c1-22-14-3-8(4-15(23-2)17(14)21)12-7-11(20)16-10(19)5-9(18)6-13(16)24-12/h3-7,18-19,21H,1-2H3	HRGUSFBJBOKSML-UHFFFAOYSA-N		CHEBI:60016		
BASm0003912	3',4',5'-O-trimethyltricetin		18103-42-9		COc1cc(-c2cc(=O)c3c(O)cc([O-])cc3o2)cc(OC)c1OC	C18H16O7	InChI=1S/C18H16O7/c1-22-15-4-9(5-16(23-2)18(15)24-3)13-8-12(21)17-11(20)6-10(19)7-14(17)25-13/h4-8,19-20H,1-3H3	CPCPHNWWTJLXKQ-UHFFFAOYSA-N		CHEBI:60020		
BASm0003913	CoA-glutathione	A pentaanionic form of coenzyme A-glutathione mixed disulfide; major species at pH 7.3.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSSC[C@H](NC(=O)CC[C@H]([NH3+])C(=O)[O-])C(=O)NCC(=O)[O-]	C31H46N10O22P3S2	InChI=1S/C31H51N10O22P3S2/c1-31(2,24(47)28(49)35-6-5-18(42)34-7-8-67-68-11-16(27(48)36-9-20(44)45)40-19(43)4-3-15(32)30(50)51)12-60-66(57,58)63-65(55,56)59-10-17-23(62-64(52,53)54)22(46)29(61-17)41-14-39-21-25(33)37-13-38-26(21)41/h13-17,22-24,29,46-47H,3-12,32H2,1-2H3,(H,34,42)(H,35,49)(H,36,48)(H,40,43)(H,44,45)(H,50,51)(H,55,56)(H,57,58)(H2,33,37,38)(H2,52,53,54)/p-5/t15-,16-,17+,22+,23+,24-,29+/m0/s1	JYKWMJBUIXNJOG-QEWSFFBISA-I		CHEBI:60023		
BASm0003914	(5Z,7E,9E,14Z,17Z)-icosapentaenoate				CC/C=C\C/C=C\CCC/C=C/C=C/C=C\CCCC(=O)[O-]	C20H30O2	InChI=1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,11-16H,2,5,8-10,17-19H2,1H3,(H,21,22)/b4-3?,7-6?,12-11?,14-13?,16-15+	XGTCGDUVXWLURC-DNXVFZMBSA-N	302.2245802	CHEBI:60025		
BASm0003915	Mur2Ac(oyl-L-Ala-gamma-D-Glu-L-Lys-D-Ala-D-Ala)-di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP(O)(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O[C@]([H])(C)C(O)=N[C@@]([H])(C)C(O)=N[C@]([H])(CCC([O-])=N[C@@]([H])(CCCCN)C(O)=N[C@]([H])(C)C([O-])=N[C@]([H])(C)C(O)=O)C(O)=O)[C@@]1([H])N=C(C)[O-])=C(\C)CCC=C(C)C	C86H140N7O21P2	InChI=1S/C86H143N7O21P2/c1-57(2)30-20-31-58(3)32-21-33-59(4)34-22-35-60(5)36-23-37-61(6)38-24-39-62(7)40-25-41-63(8)42-26-43-64(9)44-27-45-65(10)46-28-47-66(11)48-29-49-67(12)53-55-110-115(106,107)114-116(108,109)113-86-77(91-72(17)95)79(78(97)75(56-94)112-86)111-71(16)82(100)88-69(14)81(99)93-74(85(104)105)51-52-76(96)92-73(50-18-19-54-87)83(101)89-68(13)80(98)90-70(15)84(102)103/h30,32,34,36,38,40,42,44,46,48,53,68-71,73-75,77-79,86,94,97H,18-29,31,33,35,37,39,41,43,45,47,49-52,54-56,87H2,1-17H3,(H,88,100)(H,89,101)(H,90,98)(H,91,95)(H,92,96)(H,93,99)(H,102,103)(H,104,105)(H,106,107)(H,108,109)/p-3/b58-32+,59-34+,60-36-,61-38-,62-40-,63-42-,64-44-,65-46-,66-48-,67-53-/t68-,69+,70-,71-,73+,74-,75-,77-,78-,79-,86-/m1/s1	SULOOAFLXMQJSF-OGDYFQGPSA-K	1668.959399	CHEBI:60032		MMDBc0056091
BASm0003916	beta-D-GlcNAc-(1->4)-Mur2Ac(oyl-L-Ala-gamma-D-Glu-L-Lys-D-Ala-D-Ala)-di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP(O)(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])N=C(C)[O-])[C@]([H])(O[C@]([H])(C)C(O)=N[C@@]([H])(C)C(O)=N[C@]([H])(CCC([O-])=N[C@@]([H])(CCCCN)C(O)=N[C@]([H])(C)C(O)=N[C@]([H])(C)C(O)=O)C(O)=O)[C@@]1([H])N=C(C)[O-])=C(\C)CCC=C(C)C	C94H153N8O26P2	InChI=1S/C94H156N8O26P2/c1-59(2)31-21-32-60(3)33-22-34-61(4)35-23-36-62(5)37-24-38-63(6)39-25-40-64(7)41-26-42-65(8)43-27-44-66(9)45-28-46-67(10)47-29-48-68(11)49-30-50-69(12)54-56-122-129(118,119)128-130(120,121)127-94-82(100-75(18)106)86(85(79(58-104)125-94)126-93-81(99-74(17)105)84(109)83(108)78(57-103)124-93)123-73(16)89(112)96-71(14)88(111)102-77(92(116)117)52-53-80(107)101-76(51-19-20-55-95)90(113)97-70(13)87(110)98-72(15)91(114)115/h31,33,35,37,39,41,43,45,47,49,54,70-73,76-79,81-86,93-94,103-104,108-109H,19-30,32,34,36,38,40,42,44,46,48,50-53,55-58,95H2,1-18H3,(H,96,112)(H,97,113)(H,98,110)(H,99,105)(H,100,106)(H,101,107)(H,102,111)(H,114,115)(H,116,117)(H,118,119)(H,120,121)/p-3/b60-33+,61-35+,62-37-,63-39-,64-41-,65-43-,66-45-,67-47-,68-49-,69-54-/t70-,71+,72-,73-,76+,77-,78-,79-,81-,82-,83-,84-,85-,86-,93+,94-/m1/s1	ULXTYUPMJXVUHQ-OVTFQNCVSA-K	1872.038772	CHEBI:60033		MMDBc0056074
BASm0003917	L-proline	Proline (Pro), also known as L-proline is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).  Amino acids are organic compounds that contain amino (-NH2) and carboxyl (-COOH) functional groups, along with a side chain (R group) specific to each amino acid. Proline is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Proline is found in all organisms ranging from bacteria to plants to animals.  It is classified as an aliphatic, non-polar amino acid. Proline is sometimes called an imino acid, although the IUPAC definition of an imine requires a carbon-nitrogen double bond. Proline is a non-essential amino acid that is synthesized from glutamic acid. It is an essential component of collagen and is important for proper functioning of joints and tendons. Proline is derived from the amino acid L-glutamate in which glutamate-5-semialdehyde is first formed by glutamate 5-kinase and glutamate-5-semialdehyde dehydrogenase (which requires NADH or NADPH). This semialdehyde can then either spontaneously cyclize to form 1-pyrroline-5-carboxylic acid, which is reduced to proline by pyrroline-5-carboxylate reductase, or turned into ornithine by ornithine aminotransferase, followed by cyclization by ornithine cyclodeaminase to form proline. L-Proline has been found to act as a weak agonist of the glycine receptor and of both NMDA and non-NMDA ionotropic glutamate receptors. It has been proposed to be a potential endogenous excitotoxin/neurotoxin. Studies in rats have shown that when injected into the brain, proline non-selectively destroys pyramidal and granule cells (PMID: 3409032). Therefore, under certain conditions proline can act as a neurotoxin and a metabotoxin. A neurotoxin causes damage to nerve cells and nerve tissues. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of proline are associated with at least five inborn errors of metabolism, including hyperprolinemia type I, hyperprolinemia type II, iminoglycinuria, prolinemia type II, and pyruvate carboxylase deficiency. People with hyperprolinemia type I often do not show any symptoms even though they have proline levels in their blood between 3 and 10 times the normal level. Some individuals with hyperprolinemia type I exhibit seizures, intellectual disability, or other neurological or psychiatric problems. Hyperprolinemia type II results in proline levels in the blood between 10 and 15 times higher than normal, and high levels of a related compound called pyrroline-5-carboxylate. Hyperprolinemia type II has signs and symptoms that vary in severity and is more likely than type I to involve seizures or intellectual disability.	147-85-3	Solid	O=C([O-])[C@@H]1CCC[NH2+]1	C5H9NO2	InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m0/s1	ONIBWKKTOPOVIA-BYPYZUCNSA-N	115.0633285	CHEBI:60039	HMDB0000162	
BASm0003918	N-acetyl-alpha-neuraminyl-(2->6)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosamine		64364-50-7		CC(=O)N[C@@H]1[C@@H](O)[C@H](O[C@@H]2O[C@H](CO[C@]3(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O3)[C@H](O)[C@H](O)[C@H]2O)[C@@H](CO)O[C@H]1O	C25H42N2O19	InChI=1S/C25H42N2O19/c1-7(30)26-13-9(32)3-25(24(40)41,46-21(13)15(34)10(33)4-28)42-6-12-16(35)18(37)19(38)23(44-12)45-20-11(5-29)43-22(39)14(17(20)36)27-8(2)31/h9-23,28-29,32-39H,3-6H2,1-2H3,(H,26,30)(H,27,31)(H,40,41)/t9-,10+,11+,12+,13+,14+,15+,16-,17+,18-,19+,20+,21+,22+,23-,25+/m0/s1	RPSBVJXBTXEJJG-LURNZOHQSA-N		CHEBI:60040		
BASm0003919	cis-3-hydroxy-L-proline			Expected Solid	O=C([O-])[C@H]1[NH2+]CC[C@H]1O	C5H9NO3	InChI=1S/C5H9NO3/c7-3-1-2-6-4(3)5(8)9/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4+/m1/s1	BJBUEDPLEOHJGE-DMTCNVIQSA-N	131.0582432	CHEBI:60041		MMDBc0055805
BASm0003921	tricetin	Tricetin is found in cereals and cereal products. Tricetin is a constituent of the seed coat of lentil (Lens culinaris)	520-31-0	Solid		C15H9O7		ARSRJFRKVXALTF-UHFFFAOYSA-M	301.0353762	CHEBI:60045	HMDB0029620	
BASm0003922	pelargonidin 3-O-rutinoside		33978-17-5			C27H30O14		IFYOHQQBIKDHFT-ASZXTAQUSA-N	578.1635556	CHEBI:60048		
BASm0003923	Co-sirohydrochlorin			Expected Solid	[Co++].[H][C@@]1(CCC([O-])=O)\C2=C\C3=C(CC([O-])=O)C(CCC([O-])=O)=C([N-]3)\C=C3/[N-]\C(=C/C4=N/C(=C\C(=N2)[C@@]1(C)CC([O-])=O)/[C@@]([H])(CCC([O-])=O)[C@]4(C)CC([O-])=O)C(CC([O-])=O)=C3CCC([O-])=O	C42H36CoN4O16	InChI=1S/C42H46N4O16.Co/c1-41(17-39(59)60)23(5-9-35(51)52)29-14-27-21(11-37(55)56)19(3-7-33(47)48)25(43-27)13-26-20(4-8-34(49)50)22(12-38(57)58)28(44-26)15-31-42(2,18-40(61)62)24(6-10-36(53)54)30(46-31)16-32(41)45-29;/h13-16,23-24H,3-12,17-18H2,1-2H3,(H10,43,44,45,46,47,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62);/q;+2/p-10/t23-,24-,41+,42+;/m1./s1	XZMXJYDTAININL-QIISWYHFSA-D	911.150214	CHEBI:60049		MMDBc0055821
BASm0003924	estrone 3-sulfate	Estrone sulfate is a sulfated estrone derivative. Estrone sulfate acts as a long-lived reservoir that can be converted as needed to the more active estradiol (from estrone via 17 beta-hydroxysteroid dehydrogenase). Estrone Sulfate (E1S) is the most abundant circulating estrogen in non-pregnant women as well as normal men. Estrone is primarily synthesized from estrone sulfate. Estrone is an estrogenic hormone secreted by the ovaries and adipose tissues. Estrone is one of the three estrogens found in humans. The other two are estriol and estradiol. Estrone is the least prevalent of the three. Estradiol plays a critical role on reproductive and sexual functioning in women and it also affects other organs including the bones. Estriol is an estrogen that is prevalent primarily during pregnancy.	481-97-0	Solid		C18H21O5S		JKKFKPJIXZFSSB-CBZIJGRNSA-M	349.1115185	CHEBI:60050	HMDB0001425	
BASm0003925	N-formyl-D-kynurenine			Expected Solid	[H][C@@](N)(CC(=O)C1=CC=CC=C1N=CO)C(O)=O	C11H12N2O4	InChI=1S/C11H12N2O4/c12-8(11(16)17)5-10(15)7-3-1-2-4-9(7)13-6-14/h1-4,6,8H,5,12H2,(H,13,14)(H,16,17)/t8-/m1/s1	BYHJHXPTQMMKCA-MRVPVSSYSA-N	236.0797069	CHEBI:60051		MMDBc0056146
BASm0003926	siroheme	Siroheme belongs to the class of Precorrins. These are intermediates formed by methylation at one or more of the four rings prior to the formation of the macrocyclic corrin ring. (inferred from compound structure)Siroheme (or sirohaem) is a heme-like prosthetic group used by some enzymes to accomplish the six-electron reduction of sulfur and nitrogen. Siroheme is synthesized from uroporphyrinogen III, a heme and vitamin B12 precursor. It plays a major role in the sulfur assimilation pathway: converting sulfite to a biologically useful sulfide, which can be incorporated into the organic compound homocysteine. (WikiPedia)	52553-42-1	Expected Solid		C42H36FeN4O16		DLKSSIHHLYNIKN-QIISWYHFSA-D	908.151956	CHEBI:60052		MMDBc0030097
BASm0003927	Co-precorrin-2			Expected Solid		C42H38CoN4O16		BKIWSQUNFCJSOI-XZQZVEMOSA-E	913.165864	CHEBI:60053		MMDBc0055812
BASm0003928	cocaine	The conjugate base of cocaine arising from protonation of the tertiary amino group; major species at pH 7.3.				C17H22NO4		ZPUCINDJVBIVPJ-LJISPDSOSA-O	304.1543346	CHEBI:60056		
BASm0003929	S-acylglutathione				*C(=O)SC[C@H](NC(=O)CC[C@H]([NH3+])C(=O)[O-])C(=O)NCC(=O)[O-]					CHEBI:60058		
BASm0003930	6-({2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid					C14H22NO12		LJORHONFMDUUHP-ILWVTJRESA-M	396.1147487	CHEBI:60059	HMDB0155826	
BASm0003931	Co-precorrin-3			Expected Solid	[Co++].[H]C1(CC([O-])=O)C2=CC3=NC(=CC4=N\C(=C(C)/C5=C(CC([O-])=O)C(CCC([O-])=O)=C(CC([N-]2)=C1CCC([O-])=O)[N-]5)[C@@](C)(CC([O-])=O)[C@]4([H])CCC([O-])=O)[C@@](C)(CC([O-])=O)[C@]3([H])CCC([O-])=O	C43H40CoN4O16	InChI=1S/C43H49N4O16.Co/c1-19-40-23(13-37(58)59)21(5-9-33(50)51)27(46-40)14-26-20(4-8-32(48)49)22(12-36(56)57)28(44-26)15-29-24(6-10-34(52)53)42(2,17-38(60)61)31(45-29)16-30-25(7-11-35(54)55)43(3,18-39(62)63)41(19)47-30;/h15-16,22,24-25H,4-14,17-18H2,1-3H3,(H9,44,45,47,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62,63);/q-1;+2/p-9/b41-19-;/t22?,24-,25-,42+,43+;/m1./s1	FKTVLCPLZMVWHD-LPFAUARPSA-E	927.181514	CHEBI:60060		MMDBc0055813
BASm0003932	Co-precorrin-4			Expected Solid	[Co++].[H]C1=C2N=C(C=C3[N-]C4(C5=C(CC([O-])=O)[C@@](C)(CCC([O-])=O)C(CC6=C(CCC([O-])=O)C(CC([O-])=O)=C1[N-]6)=N5)C([H])(C)OC(=O)C[C@@]4(C)[C@]3([H])CCC([O-])=O)[C@@](C)(CC([O-])=O)[C@]2([H])CCC([O-])=O	C44H43CoN4O16	InChI=1S/C44H51N4O16.Co/c1-20-44-40-25(14-37(59)60)41(2,12-11-35(55)56)30(47-40)16-27-21(5-8-32(49)50)22(13-36(57)58)26(45-27)15-28-23(6-9-33(51)52)42(3,18-38(61)62)31(46-28)17-29(48-44)24(7-10-34(53)54)43(44,4)19-39(63)64-20;/h15,17,20,23-24H,5-14,16,18-19H2,1-4H3,(H8,46,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62);/q-1;+2/p-8/b28-15+;/t20?,23-,24-,41-,42+,43+,44?;/m1./s1	VHHGJROBFDFFAE-NGGBHHPVSA-F	942.20444	CHEBI:60061		MMDBc0055814
BASm0003933	Co-precorrin-5A			Expected Solid	[Co++].[H][C@@]1(CCC([O-])=O)C2=CC3=NC(C[C@]4(C)[N-]C(=CC5=NC(=C(CC([O-])=O)[C@@]5(C)CCC([O-])=O)C5([N-]2)C([H])(C)OC(=O)C[C@@]15C)C(CCC([O-])=O)=C4CC([O-])=O)=C(CCC([O-])=O)[C@]3(C)CC([O-])=O	C45H45CoN4O16	InChI=1S/C45H54N4O16.Co/c1-21-45-40-26(15-37(60)61)41(2,13-12-35(56)57)30(47-40)16-27-22(6-9-32(50)51)25(14-36(58)59)44(5,48-27)18-29-23(7-10-33(52)53)42(3,19-38(62)63)31(46-29)17-28(49-45)24(8-11-34(54)55)43(45,4)20-39(64)65-21;/h16-17,21,24H,6-15,18-20H2,1-5H3,(H9,46,47,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62,63);/q;+2/p-9/t21?,24-,41-,42+,43+,44+,45?;/m1./s1	FMPRUTAGAUSVOA-IBAGIMPYSA-E	956.22009	CHEBI:60062		MMDBc0055815
BASm0003934	Co-precorrin-5B			Expected Solid	C[C@]1(CC(=O)[O-])C(CCC(=O)[O-])=C2C[C@@]3(C)C(CC(=O)[O-])=C(CCC(=O)[O-])C4=CC5=[N+]6C(=C7N8C(=CC1=[N+]2[Co-2]86N43)[C@@H](CCC(=O)[O-])[C@]7(C)CC(=O)[O-])[C@H](CC(=O)[O-])[C@@]5(C)CCC(=O)[O-]	C43H42CoN4O16	InChI=1S/C43H52N4O16.Co/c1-40(12-11-33(54)55)24(14-35(58)59)38-39-42(3,19-37(62)63)21(6-9-31(50)51)26(45-39)16-29-41(2,18-36(60)61)22(7-10-32(52)53)27(44-29)17-43(4)23(13-34(56)57)20(5-8-30(48)49)25(47-43)15-28(40)46-38;/h15-16,21,24H,5-14,17-19H2,1-4H3,(H10,44,45,46,47,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62,63);/q;+2/p-10/b39-38+;/t21-,24+,40-,41+,42+,43+;/m1./s1	XHLLHKIBBMZXKO-AQTLHMIISA-D	929.197164	CHEBI:60063		MMDBc0055816
BASm0003935	Co-precorrin-6A			Expected Solid	[Co++].[H][C@@]1(CCC([O-])=O)C2=CC3=NC(C[C@]4(C)N=C(CC5=NC(=C(CC([O-])=O)[C@@]5(C)CCC([O-])=O)[C@](C)([N-]2)[C@@]1(C)CC([O-])=O)C(CCC([O-])=O)=C4CC([O-])=O)=C(CCC([O-])=O)[C@]3(C)CC([O-])=O	C44H45CoN4O16	InChI=1S/C44H54N4O16.Co/c1-40(13-12-34(55)56)25(15-36(59)60)39-44(5)42(3,20-38(63)64)23(8-11-33(53)54)27(48-44)17-30-41(2,19-37(61)62)22(7-10-32(51)52)28(45-30)18-43(4)24(14-35(57)58)21(6-9-31(49)50)26(47-43)16-29(40)46-39;/h17,23H,6-16,18-20H2,1-5H3,(H9,45,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62,63,64);/q;+2/p-9/t23-,40-,41+,42+,43+,44+;/m1./s1	DFFFCFUPOVLDTP-IICGDJHVSA-E	944.22009	CHEBI:60064		MMDBc0055817
BASm0003938	6-O-[(E)-sinapoyl]-D-glucono-1,5-lactone	The 6-O-sinapoyl derivative of D-glucono-1,5-lactone.			COc1cc(/C=C/C(=O)OC[C@H]2OC(=O)[C@H](O)[C@@H](O)[C@@H]2O)cc(OC)c1O	C17H20O10	InChI=1S/C17H20O10/c1-24-9-5-8(6-10(25-2)13(9)19)3-4-12(18)26-7-11-14(20)15(21)16(22)17(23)27-11/h3-6,11,14-16,19-22H,7H2,1-2H3/b4-3+/t11-,14-,15+,16-/m1/s1	PYUYAAQFJLICNF-MXWIPWLSSA-N		CHEBI:60076		
BASm0003939	4-O-feruloyl-D-quinate				COc1cc(/C=C/C(=O)O[C@H]2[C@H](O)C[C@](O)(C(=O)[O-])C[C@H]2O)ccc1O	C17H20O9	InChI=1S/C17H20O9/c1-25-13-6-9(2-4-10(13)18)3-5-14(21)26-15-11(19)7-17(24,16(22)23)8-12(15)20/h2-6,11-12,15,18-20,24H,7-8H2,1H3,(H,22,23)/b5-3+	VTMFDSJJVNQXLT-HWKANZROSA-N	368.1107322	CHEBI:60078	HMDB0179868	
BASm0003940	N-acetyl-alpha-neuraminyl-(2->6)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1)-ceramide				*C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO[C@]3(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O3)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)/C=C/CCCCCCCCCCCCC					CHEBI:60079		
BASm0003941	O-phosphoviomycin			Expected Solid	NC(=O)N/C=C1\NC(=O)[C@H](CO)NC(=O)[C@H](COP(=O)([O-])[O-])NC(=O)[C@@H](NC(=O)C[C@@H]([NH3+])CCC[NH3+])CNC(=O)[C@H]([C@H]2C[C@H](O)NC(=[NH2+])N2)NC1=O	C25H45N13O13P	InChI=1S/C25H44N13O13P/c26-3-1-2-10(27)4-16(40)32-12-6-30-23(46)18(11-5-17(41)37-24(28)36-11)38-20(43)13(7-31-25(29)47)33-21(44)14(8-39)34-22(45)15(35-19(12)42)9-51-52(48,49)50/h7,10-12,14-15,17-18,39,41H,1-6,8-9,26-27H2,(H,30,46)(H,32,40)(H,33,44)(H,34,45)(H,35,42)(H,38,43)(H3,28,36,37)(H3,29,31,47)(H2,48,49,50)/p+1/b13-7-/t10-,11+,12-,14-,15-,17-,18-/m0/s1	KFNFRHMHJQINPB-GHXCTMGLSA-O	766.299192	CHEBI:60080		MMDBc0056231
BASm0003942	viomycin		32988-50-4		NC(=O)N/C=C1\NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)C[C@@H]([NH3+])CCC[NH3+])CNC(=O)[C@H]([C@H]2C[C@H](O)NC(=[NH2+])N2)NC1=O	C25H43N13O10	InChI=1S/C25H43N13O10/c26-3-1-2-10(27)4-16(41)32-12-6-30-23(47)18(11-5-17(42)37-24(28)36-11)38-20(44)13(7-31-25(29)48)33-21(45)14(8-39)35-22(46)15(9-40)34-19(12)43/h7,10-12,14-15,17-18,39-40,42H,1-6,8-9,26-27H2,(H,30,47)(H,32,41)(H,33,45)(H,34,43)(H,35,46)(H,38,44)(H3,28,36,37)(H3,29,31,48)/b13-7-/t10-,11+,12-,14-,15-,17-,18-/m0/s1	GXFAIFRPOKBQRV-GHXCTMGLSA-N		CHEBI:60081		
BASm0003943	galactitol 1-phosphate	Dianion of D-galactitol 1-phosphate arising from deprotonation of the phosphate OH groups; major species at pH 7.3.			O=P([O-])([O-])OC[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)CO	C6H13O9P	InChI=1S/C6H15O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h3-11H,1-2H2,(H2,12,13,14)/p-2/t3-,4+,5+,6-/m1/s1	GACTWZZMVMUKNG-DPYQTVNSSA-L		CHEBI:60083		
BASm0003944	D-sorbitol 6-phosphate	Sorbitol 6-phosphate (Sor6P) is an intermediate in sorbitol biosynthesis. It is a competitive inhibitor for both cytosolic and chloroplastic PGIs with a K(i) of 61 and 40muM, respectively. PMID: 18242768.	20479-58-7	Solid	O=P([O-])([O-])OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)CO	C6H15O9P	InChI=1S/C6H15O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h3-11H,1-2H2,(H2,12,13,14)	GACTWZZMVMUKNG-UHFFFAOYSA-N	262.0453686	CHEBI:60084	HMDB0005831	
BASm0003945	7-O-[2-aminoethoxy(hydroxy)phosphoryl]-alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid A			Expected Solid	CCCCCCCCCCCCCC(=O)O[C@H](CCCCCCCCCCC)CC(=O)O[C@@H]1[C@@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@H](OC[C@H]2O[C@H](OP(=O)([O-])[O-])[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]2O)O[C@H](CO[C@]2(C(=O)[O-])C[C@@H](O[C@]3(C(=O)[O-])C[C@@H](O)[C@@H](O)[C@@H]([C@@H](CO)OP(=O)([O-])OCC[NH3+])O3)[C@@H](O)[C@@H]([C@H](O)CO)O2)[C@H]1OP(=O)([O-])[O-]	C112H202N3O42P3	InChI=1S/C112H208N3O42P3/c1-7-13-19-25-31-37-38-44-50-56-62-68-94(125)147-84(66-60-54-48-42-35-29-23-17-11-5)74-96(127)151-106-98(115-92(123)73-83(65-59-53-47-41-34-28-22-16-10-4)146-93(124)67-61-55-49-43-36-30-24-18-12-6)107(143-79-89-101(130)105(150-95(126)72-82(119)64-58-52-46-40-33-27-21-15-9-3)97(108(148-89)157-159(138,139)140)114-91(122)71-81(118)63-57-51-45-39-32-26-20-14-8-2)149-90(104(106)156-158(135,136)137)80-144-111(109(131)132)76-87(100(129)102(153-111)86(121)77-116)152-112(110(133)134)75-85(120)99(128)103(154-112)88(78-117)155-160(141,142)145-70-69-113/h81-90,97-108,116-121,128-130H,7-80,113H2,1-6H3,(H,114,122)(H,115,123)(H,131,132)(H,133,134)(H,141,142)(H2,135,136,137)(H2,138,139,140)/p-6/t81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,111-,112-/m1/s1	GSHAAWZSAOJXLM-RQBQWGHISA-H	2354.297577	CHEBI:60085		MMDBc0054302
BASm0003946	3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate	Cis-3-(3-carboxyethyl)-3,5-cyclohexadiene-1,2-diol is a member of the chemical class known as Cyclic Alcohols and Derivatives. These are organic compounds containing an aliphatic ring substituted with at least one hydroxyl group.  Cis-3-(3-carboxyethyl)-3,5-cyclohexadiene-1,2-diol is invovled in Phenylpropionic acid degradation.  r 15;80(8):2939-48.)		Expected Solid	O=C([O-])CCC1=CC=C[C@@H](O)[C@H]1O	C9H11O4	InChI=1S/C9H12O4/c10-7-3-1-2-6(9(7)13)4-5-8(11)12/h1-3,7,9-10,13H,4-5H2,(H,11,12)/p-1/t7-,9+/m1/s1	RKDFGWAXBBGKMR-APPZFPTMSA-M	183.0657338	CHEBI:60087		MMDBc0031650
BASm0003947	2-O-sulfo-alpha,alpha-trehalose			Expected Solid	O=S(=O)([O-])O[C@H]1[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O	C12H21O14S	InChI=1S/C12H22O14S/c13-1-3-5(15)7(17)9(19)11(23-3)25-12-10(26-27(20,21)22)8(18)6(16)4(2-14)24-12/h3-19H,1-2H2,(H,20,21,22)/p-1/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1	WVFKPISWLUJJIJ-LIZSDCNHSA-M	421.0657501	CHEBI:60091		MMDBc0055267
BASm0003948	2-O-sulfo-2'-O-hexadecanoyl-alpha,alpha-trehalose			Expected Solid	CCCCCCCCCCCCCCCC(=O)O[C@H]1[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2OS(=O)(=O)[O-])O[C@H](CO)[C@@H](O)[C@@H]1O	C28H51O15S	InChI=1S/C28H52O15S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-20(31)41-25-23(34)21(32)18(16-29)39-27(25)42-28-26(43-44(36,37)38)24(35)22(33)19(17-30)40-28/h18-19,21-30,32-35H,2-17H2,1H3,(H,36,37,38)/p-1/t18-,19-,21-,22-,23+,24+,25-,26-,27-,28-/m1/s1	AKFSXZFFUZRYPP-FJUFGMPQSA-M	659.2954157	CHEBI:60092		MMDBc0055266
BASm0003949	UDP-2-acetamido-2,6-dideoxy-beta-L-arabino-hex-4-ulose			Expected Solid	CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@@H](C)C(=O)[C@@H]1O	C17H25N3O16P2	InChI=1S/C17H25N3O16P2/c1-6-11(23)13(25)10(18-7(2)21)16(33-6)35-38(30,31)36-37(28,29)32-5-8-12(24)14(26)15(34-8)20-4-3-9(22)19-17(20)27/h3-4,6,8,10,12-16,24-26H,5H2,1-2H3,(H,18,21)(H,28,29)(H,30,31)(H,19,22,27)/t6-,8-,10-,12-,13-,14-,15-,16-/m1/s1	XBILTLYIKDPORV-HZUXRPHDSA-N	589.0710048	CHEBI:60101		MMDBc0054685
BASm0003950	streptidine 6-phosphate			Expected Solid	NC(=N)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](OP(O)(O)=O)[C@H](NC(N)=N)[C@H]1O	C8H19N6O7P	InChI=1S/C8H19N6O7P/c9-7(10)13-1-3(15)2(14-8(11)12)6(5(17)4(1)16)21-22(18,19)20/h1-6,15-17H,(H4,9,10,13)(H4,11,12,14)(H2,18,19,20)/t1-,2+,3-,4+,5-,6-/m0/s1	UUUGVWGQJIFFRM-FUHDGFEASA-N	342.105284	CHEBI:60106		MMDBc0053718
BASm0003951	N(omega)-hydroxy-L-arginine	N(omega)-Hydroxyarginine is a product of the arginine-nitric oxide pathway, and is the first intermediate in the process catalyzed by nitric oxide synthase (NOS) (EC 1.14.13.99). NOS is a heme protein that catalyzes the oxygenation of L-arginine in the presence of NADPH to form nitric oxide and citrulline. N(omega)-Hydroxyarginine appears to interfere with cell proliferation/cell growth by inhibiting arginase, a binuclear Mn(2+) metalloenzyme that catalyzes the hydrolysis of L-arginine to L-ornithine and urea (EC 3.5.3.1). Arginase has 6R-tetrahydrobiopterin (H4B) as an enzyme-bound cofactor (PMID: 11259671, 11258880, 14504282, 9735327).	53054-07-02	Solid		C6H15N4O3		FQWRAVYMZULPNK-BYPYZUCNSA-O	191.1138668	CHEBI:60107	HMDB0004224	
BASm0003953	(3R)-piperidine-3-carboxamide	The cation resulting from the protonation of the piperidine nitrogen of (R)-nipecotamide.				C6H13N2O		BVOCPVIXARZNQN-RXMQYKEDSA-O	129.1022395	CHEBI:60118		
BASm0003954	sphing-4-enine 1-phosphate	Sphing-4-enine-1-phosphate, also known as S1P or C18-Sphingosine 1-phosphate, is classified as a member of the Phosphosphingolipids. Phosphosphingolipids are sphingolipids with a structure based on a sphingoid base that is attached to a phosphate head group. They differ from phosphonospingolipids which have a phosphonate head group. Sphing-4-enine-1-phosphate is considered to be practically insoluble (in water) and acidic.  Sphing-4-enine-1-phosphate is a sphingoid base lipid molecule	26993-30-6			C18H37NO5P		DUYSYHSSBDVJSM-KRWOKUGFSA-M	378.2414839	CHEBI:60119	HMDB0062531	
BASm0003955	(3R)-piperidine-3-carboxylate					C6H11NO2		XJLSEXAGTJCILF-RXMQYKEDSA-N	129.0789786	CHEBI:60120		
BASm0003956	(1R,6S)-1,6-dihydroxycyclohexa-2,4-diene-1-carboxylate				O=C([O-])[C@@]1(O)C=CC=C[C@@H]1O	C7H8O4	InChI=1S/C7H8O4/c8-5-3-1-2-4-7(5,11)6(9)10/h1-5,8,11H,(H,9,10)/t5-,7+/m0/s1	PUCYIVFXTPWJDD-CAHLUQPWSA-N	156.0422587	CHEBI:60129		
BASm0003957	beta-D-galactosyl-(1->4)-N-acetyl-D-glucosamine	N-Acetyllactosamine, also known as galb1-4glcnacb or lacnac, belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group. N-Acetyllactosamine exists in all living organisms, ranging from bacteria to humans.	32181-59-2		CC(=O)N[C@H]1C(O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@@H]1O	C14H25NO11	InChI=1S/C14H25NO11/c1-4(18)15-7-9(20)12(6(3-17)24-13(7)23)26-14-11(22)10(21)8(19)5(2-16)25-14/h5-14,16-17,19-23H,2-3H2,1H3,(H,15,18)/t5-,6-,7-,8+,9-,10+,11-,12-,13-,14+/m1/s1	KFEUJDWYNGMDBV-LODBTCKLSA-N	383.1427606	CHEBI:60152	HMDB0001542	
BASm0003958	(3E)-4,8-dimethylnona-1,3,7-triene	(E)-4,8-Dimethyl-1,3,7-nonatriene is found in cardamom. (E)-4,8-Dimethyl-1,3,7-nonatriene is a constituent of essential oil of Elettaria cardamomum (cardamom)	19945-61-0		C=C/C=C(\C)CCC=C(C)C	C11H18	InChI=1S/C11H18/c1-5-7-11(4)9-6-8-10(2)3/h5,7-8H,1,6,9H2,2-4H3/b11-7+	LUKZREJJLWEWQM-YRNVUSSQSA-N	150.1408506	CHEBI:60158	HMDB0035792	
BASm0003959	4-(4-deoxy-alpha-D-galact-4-enuronosyl)-D-galacturonate	The dianion obtained by removal of a proton from both carboxyic acid groups of 4-(4-deoxy-alpha-D-gluc-4-enosyluronic acid)-D-galacturonic acid.			O=C([O-])C1=C[C@H](O)[C@@H](O)[C@@H](O[C@@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2C(=O)[O-])O1	C12H14O12	InChI=1S/C12H16O12/c13-2-1-3(9(17)18)22-12(4(2)14)24-7-5(15)6(16)11(21)23-8(7)10(19)20/h1-2,4-8,11-16,21H,(H,17,18)(H,19,20)/p-2/t2-,4+,5+,6+,7+,8-,11?,12+/m0/s1	LLVVMXFNKAHVEZ-GAWNPARCSA-L		CHEBI:60189		
BASm0003960	D-glycero-alpha-D-manno-heptose 7-phosphate	The dianion obtained by removal of two protons from the phosphate group of D-glycero-alpha-D-manno-heptose 7-phosphate.			O=P([O-])([O-])OC[C@@H](O)[C@H]1O[C@H](O)[C@@H](O)[C@@H](O)[C@@H]1O	C7H13O10P	InChI=1S/C7H15O10P/c8-2(1-16-18(13,14)15)6-4(10)3(9)5(11)7(12)17-6/h2-12H,1H2,(H2,13,14,15)/p-2/t2-,3+,4+,5+,6-,7+/m1/s1	SDADNVAZGVDAIM-QTNLNCNHSA-L		CHEBI:60203		
BASm0003961	D-glycero-beta-D-manno-heptose 7-phosphate	The dianion obtained by removal of two protons from the phosphate group of D-glycero-beta-D-manno-heptose 7-phosphate.			O=P([O-])([O-])OC[C@@H](O)[C@H]1O[C@@H](O)[C@@H](O)[C@@H](O)[C@@H]1O	C7H13O10P	InChI=1S/C7H15O10P/c8-2(1-16-18(13,14)15)6-4(10)3(9)5(11)7(12)17-6/h2-12H,1H2,(H2,13,14,15)/p-2/t2-,3+,4+,5+,6-,7-/m1/s1	SDADNVAZGVDAIM-ZUHYCWGWSA-L		CHEBI:60204		
BASm0003962	D-glycero-alpha-D-manno-heptose 1,7-bisphosphate			Expected Solid	O=P([O-])([O-])OC[C@@H](O)[C@H]1O[C@H](OP(=O)([O-])[O-])[C@@H](O)[C@@H](O)[C@@H]1O	C7H12O13P2	InChI=1S/C7H16O13P2/c8-2(1-18-21(12,13)14)6-4(10)3(9)5(11)7(19-6)20-22(15,16)17/h2-11H,1H2,(H2,12,13,14)(H2,15,16,17)/p-4/t2-,3+,4+,5+,6-,7-/m1/s1	LMTGTTLGDUACSJ-ZUHYCWGWSA-J	365.9775088	CHEBI:60207		MMDBc0055865
BASm0003963	D-glycero-beta-D-manno-heptose 1,7-bisphosphate	D-glycero-D-manno-heptose 1,7-bisphosphate is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose. 			O=P([O-])([O-])OC[C@@H](O)[C@H]1O[C@@H](OP(=O)([O-])[O-])[C@@H](O)[C@@H](O)[C@@H]1O	C7H16O13P2	InChI=1S/C7H16O13P2/c8-2(1-18-21(12,13)14)6-4(10)3(9)5(11)7(19-6)20-22(15,16)17/h2-11H,1H2,(H2,12,13,14)(H2,15,16,17)/t2-,3+,4+,5+,6-,7?/m1/s1	LMTGTTLGDUACSJ-NNPWBXLPSA-N	370.0066136	CHEBI:60208		
BASm0003964	beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-D-Glc				CC(=O)N[C@H]1[C@H](O[C@H]2[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]3[C@H](O)[C@@H](O)C(O)O[C@@H]3CO)[C@@H]2O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@@H]1O	C26H45NO21	InChI=1S/C26H45NO21/c1-6(32)27-11-14(35)20(46-25-18(39)15(36)12(33)7(2-28)43-25)10(5-31)45-24(11)48-22-13(34)8(3-29)44-26(19(22)40)47-21-9(4-30)42-23(41)17(38)16(21)37/h7-26,28-31,33-41H,2-5H2,1H3,(H,27,32)/t7-,8-,9-,10-,11-,12+,13+,14-,15+,16-,17-,18-,19-,20-,21-,22+,23-,24+,25+,26+/m1/s1	IEQCXFNWPAHHQR-OEMKBTDYSA-N	707.2484075	CHEBI:60239		
BASm0003965	(R)-N-tert-butylpiperazine-2-carboxamide				CC(C)(C)NC(=O)[C@H]1C[NH2+]CCN1	C9H19N3O		OEZDMLLCIUSINT-ZETCQYMHSA-N	185.1528122	CHEBI:60254		
BASm0003966	puromycin	A secondary alcohol is a compound in which a hydroxy group, ‒OH, is attached to a saturated carbon atom which has two other carbon atoms attached to it.			COc1ccc(C[C@H]([NH3+])C(=O)N[C@H]2[C@@H](O)[C@H](n3cnc4c(N(C)C)ncnc43)O[C@@H]2CO)cc1	C22H29N7O5	InChI=1S/C22H29N7O5/c1-28(2)19-17-20(25-10-24-19)29(11-26-17)22-18(31)16(15(9-30)34-22)27-21(32)14(23)8-12-4-6-13(33-3)7-5-12/h4-7,10-11,14-16,18,22,30-31H,8-9,23H2,1-3H3,(H,27,32)/t14-,15+,16+,18+,22+/m0/s1	RXWNCPJZOCPEPQ-NVWDDTSBSA-N	471.2230171	CHEBI:60255		
BASm0003967	N-(2,3-dihydroxytetracosanoyl)-(4R)-hydroxysphinganine			Expected Solid	CCCCCCCCCCCCCCCCCCCCC[C@@H](O)[C@H](O)C(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC	C42H85NO6	InChI=1S/C42H85NO6/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-39(46)41(48)42(49)43-37(36-44)40(47)38(45)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h37-41,44-48H,3-36H2,1-2H3,(H,43,49)/t37-,38+,39?,40-,41?/m0/s1	CTYJERKZRBECCL-QUYCTKJBSA-N	699.6376895	CHEBI:60256		MMDBc0005823
BASm0003968	N(omega)-(ADP-D-ribosyl)-L-arginine	ADP-Ribosyl-L-arginine is the substrate of the protein ADP-ribosylarginine hydrolase (EC-Number 3.2.2.19 ), removing ADP-ribose from arginine residues in ADP ribosylated proteins. Arginine residues in proteins act as acceptors, catalyzing the NAD (+)-dependent activation of the enzyme adenylate cyclase (EC 4.6.1.1). (MetaCyc).	103960-56-1	Solid	Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@H](NC(=[NH2+])NCCC[C@H]([NH3+])C(=O)[O-])[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	C21H35N9O15P2	InChI=1S/C21H35N9O15P2/c22-8(20(35)36)2-1-3-25-21(24)29-18-14(33)12(31)9(43-18)4-41-46(37,38)45-47(39,40)42-5-10-13(32)15(34)19(44-10)30-7-28-11-16(23)26-6-27-17(11)30/h6-10,12-15,18-19,31-34H,1-5,22H2,(H,35,36)(H,37,38)(H,39,40)(H2,23,26,27)(H3,24,25,29)	IWVSYNGKNZFSSA-UHFFFAOYSA-N	715.1727845	CHEBI:60267	HMDB0001260	
BASm0003969	(2R)-2-O-(6-phospho-alpha-D-mannosyl)-glycerate			Expected Solid	[H][C@](CO)(O[C@@]1([H])O[C@]([H])(COP([O-])([O-])=O)[C@@]([H])(O)[C@]([H])(O)[C@]1([H])O)C([O-])=O	C9H14O12P	InChI=1S/C9H17O12P/c10-1-3(8(14)15)20-9-7(13)6(12)5(11)4(21-9)2-19-22(16,17)18/h3-7,9-13H,1-2H2,(H,14,15)(H2,16,17,18)/p-3/t3-,4-,5-,6+,7+,9+/m1/s1	BOLXAGHGKNGVBE-MTXRGOKVSA-K	345.0239336	CHEBI:60331		MMDBc0054819
BASm0003970	alpha-D-mannose 6-phosphate	A D-glucopyranose 6-phosphate where α-D-glucose is the sugar component				C6H11O9P		NBSCHQHZLSJFNQ-PQMKYFCFSA-L	258.0151661	CHEBI:60332		
BASm0003971	heme b	Heme is the color-furnishing portion of hemoglobin. It is found free in tissues and as the prosthetic group in many hemeproteins. A heme or haem is a prosthetic group that consists of an iron atom contained in the center of a large heterocyclic organic ring called a porphyrin. Not all porphyrins contain iron, but a substantial fraction of porphyrin-containing metalloproteins have heme as their prosthetic subunit; these are known as hemoproteins.	14875-96-8	Solid		C34H30FeN4O4		KABFMIBPWCXCRK-RGGAHWMANA-J	614.162739	CHEBI:60344	HMDB0003178	MMDBc0033200
BASm0003974	alpha-Kdo-(2->4)-alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid IVA	(KDO)3-lipid IVA deprotonated at both phosphono groups and at the uronic acid carboxy groups. It is the major species at pH 7.3.				C92H159N2O44P2		VTTDOFKNPMAETP-SGONGESZSA-G	2057.977935	CHEBI:60367		
BASm0003975	(2Z,6Z)-farnesyl diphosphate					C15H25O7P2		VWFJDQUYCIWHTN-FBXUGWQNSA-K	379.1091979	CHEBI:60374		
BASm0003976	CMP	Cytidine monophosphate, also known as 5'-cytidylic acid and abbreviated CMP, is a nucleotide. It is an ester of phosphoric acid with the nucleoside cytidine. CMP consists of the phosphate group, the pentose sugar ribose, and the nucleobase cytosine. Cytidine monophosphate (CMP) is derived from cytidine triphosphate (CTP) with subsequent loss of two phosphates. The synthesis of the pyrimidines CTP and UTP occurs in the cytoplasm and starts with the formation of carbamoyl phosphate from glutamine and CO2. Next, aspartate undergoes a condensation reaction with carbamoyl-phosphate to form orotic acid. In a subsequent cyclization reaction, the enzyme Aspartate carbamoyltransferase forms N-carbamoyl-aspartate which is converted into dihydroorotic acid by Dihydroorotase. The latter is converted to orotate by Dihydroorotate oxidase. Orotate is covalently linked with a phosphorylated ribosyl unit with Orotate phosphoribosyltransferase (aka "PRPP transferase") catalyzing reaction, yielding orotidine monophosphate (OMP). Orotidine-5-phosphate is decarboxylated by Orotidine-5'-phosphate decarboxylase to form uridine monophosphate (UMP). UMP is phosphorylated by two kinases to uridine triphosphate (UTP) via two sequential reactions with ATP. CTP is subsequently formed by amination of UTP by the catalytic activity of CTP synthetase. Cytosine monophosphate (CMP) and uridine monophosphate (UMP) have been prescribed for the treatment of neuromuscular affections in humans. Patients treated with CMP/UMP recover from altered neurological functions. Additionally, the administration of CMP/UMP appears to favour the entry of glucose in the muscle and CMP/UMP may be important in maintaining the level of hepatic glycogen constant during exercise. [PMID:18663991].	63-37-6	Solid		C9H12N3O8P		IERHLVCPSMICTF-XVFCMESISA-L	321.0372985	CHEBI:60377	HMDB0000095	
BASm0003977	an N-(2,3-dihydroxyhexacosanoyl)-(4R)-hydroxysphinganine					C44H89NO6		IMHKEXOLDHXQAG-SUUDYLNVSA-N	727.6689896	CHEBI:60384		
BASm0003978	di-trans,deca-cis-tridecaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP([O-])(=O)OP([O-])([O-])=O)=C(\C)CCC=C(C)C	C65H105O7P2	InChI=1S/C65H108O7P2/c1-53(2)27-15-28-54(3)29-16-30-55(4)31-17-32-56(5)33-18-34-57(6)35-19-36-58(7)37-20-38-59(8)39-21-40-60(9)41-22-42-61(10)43-23-44-62(11)45-24-46-63(12)47-25-48-64(13)49-26-50-65(14)51-52-71-74(69,70)72-73(66,67)68/h27,29,31,33,35,37,39,41,43,45,47,49,51H,15-26,28,30,32,34,36,38,40,42,44,46,48,50,52H2,1-14H3,(H,69,70)(H2,66,67,68)/p-3/b54-29+,55-31+,56-33-,57-35-,58-37-,59-39-,60-41-,61-43-,62-45-,63-47-,64-49-,65-51-	DZNALTJEOIIEJL-AIPXUUHZSA-K	1059.7352	CHEBI:60385		MMDBc0055907
BASm0003979	di-trans,nona-cis-dodecaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP([O-])(=O)OP([O-])([O-])=O)=C(\C)CCC=C(C)C	C60H97O7P2	InChI=1S/C60H100O7P2/c1-49(2)25-14-26-50(3)27-15-28-51(4)29-16-30-52(5)31-17-32-53(6)33-18-34-54(7)35-19-36-55(8)37-20-38-56(9)39-21-40-57(10)41-22-42-58(11)43-23-44-59(12)45-24-46-60(13)47-48-66-69(64,65)67-68(61,62)63/h25,27,29,31,33,35,37,39,41,43,45,47H,14-24,26,28,30,32,34,36,38,40,42,44,46,48H2,1-13H3,(H,64,65)(H2,61,62,63)/p-3/b50-27+,51-29+,52-31-,53-33-,54-35-,55-37-,56-39-,57-41-,58-43-,59-45-,60-47-	WURMRKUXTPWSRM-VAWIHWGVSA-K	991.6726002	CHEBI:60386		MMDBc0055908
BASm0003980	di-trans,undeca-cis-tetradecaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP([O-])(=O)OP([O-])([O-])=O)=C(\C)CCC=C(C)C	C70H113O7P2	InChI=1S/C70H116O7P2/c1-57(2)29-16-30-58(3)31-17-32-59(4)33-18-34-60(5)35-19-36-61(6)37-20-38-62(7)39-21-40-63(8)41-22-42-64(9)43-23-44-65(10)45-24-46-66(11)47-25-48-67(12)49-26-50-68(13)51-27-52-69(14)53-28-54-70(15)55-56-76-79(74,75)77-78(71,72)73/h29,31,33,35,37,39,41,43,45,47,49,51,53,55H,16-28,30,32,34,36,38,40,42,44,46,48,50,52,54,56H2,1-15H3,(H,74,75)(H2,71,72,73)/p-3/b58-31+,59-33+,60-35-,61-37-,62-39-,63-41-,64-43-,65-45-,66-47-,67-49-,68-51-,69-53-,70-55-	WHKGBQNORGVQHY-OFOSNDHYSA-K	1127.797801	CHEBI:60387		MMDBc0055912
BASm0003981	tri-trans,hepta-cis-undecaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP([O-])(=O)OP([O-])([O-])=O)=C(\C)CCC=C(C)C	C55H89O7P2	InChI=1S/C55H92O7P2/c1-45(2)23-13-24-46(3)25-14-26-47(4)27-15-28-48(5)29-16-30-49(6)31-17-32-50(7)33-18-34-51(8)35-19-36-52(9)37-20-38-53(10)39-21-40-54(11)41-22-42-55(12)43-44-61-64(59,60)62-63(56,57)58/h23,25,27,29,31,33,35,37,39,41,43H,13-22,24,26,28,30,32,34,36,38,40,42,44H2,1-12H3,(H,59,60)(H2,56,57,58)/p-3/b46-25+,47-27+,48-29+,49-31-,50-33-,51-35-,52-37-,53-39-,54-41-,55-43-	NTXGVHCCXVHYCL-RTRZQXHFSA-K	923.6099999	CHEBI:60388		MMDBc0056340
BASm0003982	D-alanyl-D-serine				C[C@@H]([NH3+])C(=O)N[C@H](CO)C(=O)[O-]	C6H12N2O4	InChI=1S/C6H12N2O4/c1-3(7)5(10)8-4(2-9)6(11)12/h3-4,9H,2,7H2,1H3,(H,8,10)(H,11,12)/t3-,4-/m0/s1	IPWKGIFRRBGCJO-IMJSIDKUSA-N	176.0797069	CHEBI:60390		
BASm0003983	di-trans,octa-cis-undecaprenyl phosphate			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\COP(=O)([O-])[O-]	C55H89O4P	InChI=1S/C55H91O4P/c1-45(2)23-13-24-46(3)25-14-26-47(4)27-15-28-48(5)29-16-30-49(6)31-17-32-50(7)33-18-34-51(8)35-19-36-52(9)37-20-38-53(10)39-21-40-54(11)41-22-42-55(12)43-44-59-60(56,57)58/h23,25,27,29,31,33,35,37,39,41,43H,13-22,24,26,28,30,32,34,36,38,40,42,44H2,1-12H3,(H2,56,57,58)/p-2/b46-25+,47-27+,48-29-,49-31-,50-33-,51-35-,52-37-,53-39-,54-41-,55-43-	UFPHFKCTOZIAFY-NTDVEAECSA-L	844.6509455	CHEBI:60392		MMDBc0055911
BASm0003984	4-amino-4-deoxy-alpha-L-arabinopyranosyl di-trans,octa-cis-undecaprenyl phosphate	N		Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\COP(=O)([O-])O[C@@H]1OC[C@H]([NH3+])[C@H](O)[C@H]1O	C60H100NO7P	InChI=1S/C60H100NO7P/c1-46(2)23-13-24-47(3)25-14-26-48(4)27-15-28-49(5)29-16-30-50(6)31-17-32-51(7)33-18-34-52(8)35-19-36-53(9)37-20-38-54(10)39-21-40-55(11)41-22-42-56(12)43-44-67-69(64,65)68-60-59(63)58(62)57(61)45-66-60/h23,25,27,29,31,33,35,37,39,41,43,57-60,62-63H,13-22,24,26,28,30,32,34,36,38,40,42,44-45,61H2,1-12H3,(H,64,65)/b47-25+,48-27+,49-29-,50-31-,51-33-,52-35-,53-37-,54-39-,55-41-,56-43-/t57-,58-,59+,60-/m0/s1	BAFPKKRTAQMYMS-MEKAZKDWSA-N	977.7237411	CHEBI:60463		MMDBc0031676
BASm0003985	dUDP	dUDP is a derivative of nucleic acid UTP, in which the -OH (hydroxyl) group on the 2' carbon on the nucleotide's pentose has been removed (hence the deoxy- part of the name). Additionally, the diphosphate of the name indicates that one of the phosphoryl groups of UTP has been removed, most likely by hydrolysis (Wikipedia).	4208-67-7	Solid	O=c1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])[O-])O2)c(=O)[nH]1	C9H14N2O11P2	InChI=1S/C9H14N2O11P2/c12-5-3-8(11-2-1-7(13)10-9(11)14)21-6(5)4-20-24(18,19)22-23(15,16)17/h1-2,5-6,8,12H,3-4H2,(H,18,19)(H,10,13,14)(H2,15,16,17)/t5-,6+,8+/m0/s1	QHWZTVCCBMIIKE-SHYZEUOFSA-N	388.0072823	CHEBI:60471	HMDB0001000	
BASm0003986	adenosylcob(III)inamide-GDP			Expected Solid	CC1=C2N3[C@H]([C@H](CC(N)=O)[C@@]2(C)CCC(=O)NC[C@@H](C)OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n4cnc5c(=O)[nH]c(N)nc54)[C@H](O)[C@@H]2O)[C@]2(C)[N+]4=C(C(C)=C5[N+]6=C(C=C7[N+](=C1[C@@H](CCC(N)=O)C7(C)C)[Co-2]364C[C@H]1O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]1O)[C@@H](CCC(N)=O)[C@]5(C)CC(N)=O)[C@@H](CCC(N)=O)[C@]2(C)CC(N)=O	C68H95CoN21O21P2	InChI=1S/C58H86N16O18P2.C10H12N5O3.Co/c1-25(91-94(87,88)92-93(85,86)89-23-33-45(82)46(83)52(90-33)74-24-67-44-50(74)71-53(65)72-51(44)84)22-66-41(81)16-17-55(6)31(18-38(62)78)49-58(9)57(8,21-40(64)80)30(12-15-37(61)77)43(73-58)27(3)48-56(7,20-39(63)79)28(10-13-35(59)75)32(68-48)19-34-54(4,5)29(11-14-36(60)76)42(69-34)26(2)47(55)70-49;1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15;/h19,24-25,28-31,33,45-46,49,52,82-83H,10-18,20-23H2,1-9H3,(H19,59,60,61,62,63,64,65,66,68,69,70,71,72,73,75,76,77,78,79,80,81,84,85,86,87,88);2-4,6-7,10,16-17H,1H2,(H2,11,12,13);/q;;+2/p-3/t25-,28-,29-,30-,31+,33-,45-,46-,49-,52-,55-,56+,57+,58+;4-,6-,7-,10-;/m11./s1	IQTYKHRKNGVJEO-RRMAJTJESA-K	1662.582406	CHEBI:60487		MMDBc0055685
BASm0003987	cob(I)alamin	Cob(I)alamin is the substrate of the enzyme ATP:cob(I)alamin adenosyltransferase (EC 2.5.1.17), that converts reduced cob(I)alamin to the adenosylcobalamin co-factor required for the functional activity of methylmalonyl-CoA mutase (EC 5.4.99.2). Vitamin B12 (cobalamin) is a complex cobalt-containing molecule. It is synthesized in bacteria where it catalyzes numerous methyl transfer and intramolecular rearrangement reactions.	18534-66-2	Solid	CC1=C2N3[C@@H]4[C@H](CC(N)=O)[C@@]2(C)CCC(=O)NC[C@@H](C)OP(=O)([O-])O[C@H]2[C@@H](O)[C@H](O[C@@H]2CO)n2c[n+](c5cc(C)c(C)cc52)[Co-4]325[N+]3=C1[C@@H](CCC(N)=O)C(C)(C)C3=CC1=[N+]2C(=C(C)C2=[N+]5[C@]4(C)[C@@](C)(CC(N)=O)[C@@H]2CCC(N)=O)[C@@](C)(CC(N)=O)[C@@H]1CCC(N)=O	C62H88CoN13O14P	InChI=1S/C62H90N13O14P.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);/q;+1/p-2/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;/m1./s1	OMAOKVYASDIYQG-DSRCUDDDSA-L	1328.564331	CHEBI:60488	HMDB0003429	MMDBc0029764
BASm0003988	Mg-13(1)-hydroxyprotoporphyrin 13-monomethyl ester				C=CC1=C(C)C2=[N+]3C1=Cc1c(C)c(C(O)CC(=O)OC)c4n1[Mg-2]31n3c(c(C)c(C=C)c3=C2)=CC2=[N+]1C(=C4)C(CCC(=O)[O-])=C2C	C35H34MgN4O5	InChI=1S/C35H35N4O5.Mg/c1-8-21-17(3)24-12-25-19(5)23(10-11-33(41)42)30(38-25)15-31-35(32(40)16-34(43)44-7)20(6)27(39-31)14-29-22(9-2)18(4)26(37-29)13-28(21)36-24;/h8-9,12-15,32,40H,1-2,10-11,16H2,3-7H3,(H2-,36,37,38,39,41,42);/q-1;+2/p-1/b24-12-,25-12-,26-13-,27-14-,28-13-,29-14-,30-15-,31-15-;	MVCDIAGKFJFPBB-JXBSUKTBSA-M	614.2379619	CHEBI:60489		
BASm0003989	Mg-13(1)-oxoprotoporphyrin 13-monomethyl ester				C=CC1=C(C)C2=[N+]3C1=Cc1c(C)c(C(=O)CC(=O)OC)c4n1[Mg-2]31n3c(c(C)c(C=C)c3=C2)=CC2=[N+]1C(=C4)C(CCC(=O)[O-])=C2C	C35H31MgN4O5	InChI=1S/C35H34N4O5.Mg/c1-8-21-17(3)24-12-25-19(5)23(10-11-33(41)42)30(38-25)15-31-35(32(40)16-34(43)44-7)20(6)27(39-31)14-29-22(9-2)18(4)26(37-29)13-28(21)36-24;/h8-9,12-15H,1-2,10-11,16H2,3-7H3,(H3,36,37,38,39,40,41,42);/q;+2/p-3/b24-12-,25-12-,26-13-,27-14-,28-13-,29-14-,30-15-,31-15-;	IOQIILLGNAOXJE-JXBSUKTBSA-K		CHEBI:60490		
BASm0003990	Mg-protoporphyrin IX 13-monomethyl ester	Magnesium-protoporphyrin ix 13-monomethyl ester is a member of the class of compounds known as metalloporphyrins. Metalloporphyrins are polycyclic compounds containing a porphyrin moiety and a metal atom. Magnesium-protoporphyrin ix 13-monomethyl ester is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Magnesium-protoporphyrin ix 13-monomethyl ester can be found in a number of food items such as grape, adzuki bean, common mushroom, and lambsquarters, which makes magnesium-protoporphyrin ix 13-monomethyl ester a potential biomarker for the consumption of these food products.			C=CC1=C(C)C2=[N+]3C1=Cc1c(C)c(CCC(=O)OC)c4n1[Mg-2]31n3c(c(C)c(C=C)c3=C2)=CC2=[N+]1C(=C4)C(CCC(=O)[O-])=C2C	C35H33MgN4O4	InChI=1S/C35H35N4O4.Mg/c1-8-22-18(3)26-14-27-20(5)24(10-12-34(40)41)32(38-27)17-33-25(11-13-35(42)43-7)21(6)29(39-33)16-31-23(9-2)19(4)28(37-31)15-30(22)36-26;/h8-9,14-17H,1-2,10-13H2,3-7H3,(H2-,36,37,38,39,40,41);/q-1;+2/p-2	JHTBRMHXRULRGV-UHFFFAOYSA-L	597.2357708	CHEBI:60491	HMDB0304412	
BASm0003991	Mg-protoporphyrin IX	Mg-protoporphyrin, also known as magnesium protoporphyrin or mgproto, is a member of the class of compounds known as metalloporphyrins. Metalloporphyrins are polycyclic compounds containing a porphyrin moiety and a metal atom. Mg-protoporphyrin is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Mg-protoporphyrin can be found in a number of food items such as flaxseed, sweet orange, agave, and peach (variety), which makes mg-protoporphyrin a potential biomarker for the consumption of these food products.			C=CC1=C(C)C2=Cc3c(C=C)c(C)c4n3[Mg-2]35n6c(c(C)c(CCC(=O)[O-])c6=CC6=[N+]3C(=C4)C(C)=C6CCC(=O)[O-])=CC1=[N+]25	C34H30MgN4O4	InChI=1S/C34H34N4O4.Mg/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25;/h7-8,13-16H,1-2,9-12H2,3-6H3,(H4,35,36,37,38,39,40,41,42);/q;+2/p-4	REJJDEGSUOCEEW-UHFFFAOYSA-J	582.2128443	CHEBI:60492	HMDB0304418	
BASm0003992	adenosylcob(III)alamin 5'-phosphate			Expected Solid	CC1=C2N3[C@@H]4[C@H](CC(N)=O)[C@@]2(C)CCC(=O)NC[C@@H](C)OP(=O)([O-])O[C@H]2[C@@H](O)[C@H](O[C@@H]2COP(=O)([O-])[O-])n2c[n+](c5cc(C)c(C)cc52)[Co-3]325(C[C@H]3O[C@@H](n6cnc7c(N)ncnc76)[C@H](O)[C@@H]3O)[N+]3=C1[C@@H](CCC(N)=O)C(C)(C)C3=CC1=[N+]2C(=C(C)C2=[N+]5[C@]4(C)[C@@](C)(CC(N)=O)[C@@H]2CCC(N)=O)[C@@](C)(CC(N)=O)[C@@H]1CCC(N)=O	C72H99CoN18O20P2	InChI=1S/C62H91N13O17P2.C10H12N5O3.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(83)53(41(90-57)27-89-93(84,85)86)92-94(87,88)91-31(3)26-69-49(82)18-19-59(8)37(22-46(66)79)56-62(11)61(10,25-48(68)81)36(14-17-45(65)78)51(74-62)33(5)55-60(9,24-47(67)80)34(12-15-43(63)76)38(71-55)23-42-58(6,7)35(13-16-44(64)77)50(72-42)32(4)54(59)73-56;1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15;/h20-21,23,28,31,34-37,41,52-53,56-57,83H,12-19,22,24-27H2,1-11H3,(H17,63,64,65,66,67,68,69,71,72,73,74,76,77,78,79,80,81,82,84,85,86,87,88);2-4,6-7,10,16-17H,1H2,(H2,11,12,13);/q;;+2/p-4/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;4-,6-,7-,10-;/m11./s1	ZKESCEDFYCGFMC-OUCXYWSSSA-J	1656.610118	CHEBI:60493		MMDBc0055683
BASm0003993	5-hydroxybenzimidazolylcob(I)amide			Expected Solid	CC1=C2N3[C@@H]4[C@H](CC(N)=O)[C@@]2(C)CCC(=O)NC[C@@H](C)OP(=O)([O-])O[C@H]2[C@@H](O)[C@H](O[C@@H]2CO)n2c[n+](c5cc(O)ccc52)[Co-4]325[N+]3=C1[C@@H](CCC(N)=O)C(C)(C)C3=CC1=[N+]2C(=C(C)C2=[N+]5[C@]4(C)[C@@](C)(CC(N)=O)[C@@H]2CCC(N)=O)[C@@](C)(CC(N)=O)[C@@H]1CCC(N)=O	C60H84CoN13O15P	InChI=1S/C60H86N13O15P.Co/c1-28(87-89(84,85)88-51-39(26-74)86-55(50(51)83)73-27-68-37-20-31(75)10-14-38(37)73)25-67-47(82)18-19-57(6)35(21-44(64)79)54-60(9)59(8,24-46(66)81)34(13-17-43(63)78)49(72-60)30(3)53-58(7,23-45(65)80)32(11-15-41(61)76)36(69-53)22-40-56(4,5)33(12-16-42(62)77)48(70-40)29(2)52(57)71-54;/h10,14,20,22,27-28,32-35,39,50-51,54-55,74,83H,11-13,15-19,21,23-26H2,1-9H3,(H16,61,62,63,64,65,66,67,69,70,71,72,75,76,77,78,79,80,81,82,84,85);/q;+1/p-2/t28-,32-,33-,34-,35+,39-,50-,51-,54-,55+,57-,58+,59+,60+;/m1./s1	CZOAGDFHXVBGHF-NCVPRIERSA-L	1316.528489	CHEBI:60494		MMDBc0056382
BASm0003997	Fe(II)-heme o			Expected Solid	C=CC1=C(C)C2=[N+]3C1=Cc1c(C)c(CCC(=O)[O-])c4n1[Fe-2]31n3c(c(C)c([C@@H](O)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)c3=C2)=CC2=[N+]1C(=C4)C(CCC(=O)[O-])=C2C	C49H56FeN4O5	InChI=1S/C49H60N4O5.Fe/c1-10-35-31(6)40-26-45-49(46(54)19-13-18-30(5)17-12-16-29(4)15-11-14-28(2)3)34(9)41(53-45)24-38-32(7)36(20-22-47(55)56)43(51-38)27-44-37(21-23-48(57)58)33(8)39(52-44)25-42(35)50-40;/h10,14,16,18,24-27,46,54H,1,11-13,15,17,19-23H2,2-9H3,(H4,50,51,52,53,55,56,57,58);/q;+2/p-4/b29-16+,30-18+,38-24-,39-25-,40-26-,41-24-,42-25-,43-27-,44-27-,45-26-;/t46-;/m0./s1	FISPASSVCDRERW-ARQJTVBPSA-J	836.361104	CHEBI:60530		MMDBc0055975
BASm0003999	coenzyme F430			Expected Solid	C[C@@]12CC(=O)N[C@@]13C[C@H]1[C@@H](CCC(=O)[O-])[C@](C)(CC(N)=O)C4=[N+]1[Ni-2]15N6C(=CC(=[N+]31)[C@H]2CCC(=O)[O-])[C@@H](CC(=O)[O-])[C@H](CCC(=O)[O-])C6=C1C(=O)CC[C@@H]2C1=[N+]5[C@H](C4)[C@H]2CC(=O)[O-]	C42H46N6NiO13	InChI=1S/C42H52N6O13.Ni/c1-40(16-30(43)50)22(5-9-33(54)55)27-15-42-41(2,17-31(51)48-42)23(6-10-34(56)57)26(47-42)13-24-20(11-35(58)59)19(4-8-32(52)53)39(45-24)37-28(49)7-3-18-21(12-36(60)61)25(46-38(18)37)14-29(40)44-27;/h13,18-23,25,27H,3-12,14-17H2,1-2H3,(H9,43,45,46,47,48,49,50,51,52,53,54,55,56,57,58,59,60,61);/q;+2/p-6/t18-,19-,20-,21-,22+,23+,25+,27-,40-,41-,42-;/m0./s1	XLFIRMYGVLUNOY-SXMZNAGASA-H	900.249822	CHEBI:60540		MMDBc0055826
BASm0004000	heme d1			Expected Solid	Cc1c(CCC(=O)[O-])c2n3c1C=C1C(=O)[C@](C)(CC(=O)[O-])C4=[N+]1[Fe-2]31n3c(c(C)c(/C=C/C(=O)[O-])c3=C2)=CC2=[N+]1C(=C4)C(=O)[C@]2(C)CC(=O)[O-]	C34H26FeN4O10	InChI=1S/C34H32N4O10.Fe/c1-15-17(5-7-27(39)40)21-10-22-18(6-8-28(41)42)16(2)20(36-22)11-25-33(3,13-29(43)44)32(48)24(38-25)12-26-34(4,14-30(45)46)31(47)23(37-26)9-19(15)35-21;/h6,8-12H,5,7,13-14H2,1-4H3,(H6,35,36,37,38,39,40,41,42,43,44,45,46,47,48);/q;+2/p-6/b8-6+;/t33-,34-;/m1./s1	YTCKFKAUGWIMPJ-FSQDTXDGSA-H	706.102023	CHEBI:60549		MMDBc0056022
BASm0004007	2-methoxy-6-all-trans-octaprenyl-1,4-benzoquinol	2-octaprenyl-6-methoxy-1,4-benzoquinol belongs to the class of Tetraterpenes. These are terpene molecules containing 10 consecutively linked isoprene units. (inferred from compound structure)		Expected Solid	COc1cc(O)cc(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)c1O	C47H72O3	InChI=1S/C47H72O3/c1-36(2)18-11-19-37(3)20-12-21-38(4)22-13-23-39(5)24-14-25-40(6)26-15-27-41(7)28-16-29-42(8)30-17-31-43(9)32-33-44-34-45(48)35-46(50-10)47(44)49/h18,20,22,24,26,28,30,32,34-35,48-49H,11-17,19,21,23,25,27,29,31,33H2,1-10H3/b37-20+,38-22+,39-24+,40-26+,41-28+,42-30+,43-32+	CZFRMASEEPTBAQ-MYCGWMCTSA-N	684.5481462	CHEBI:60655		MMDBc0031573
BASm0004008	6-methoxy-3-methyl-2-all-trans-octaprenyl-1,4-benzoquinol	A polyprenylhydroquinone in which the polyprenyl substituent is octaprenyl at C-3; methoxy and methyl groups are also present at C-5 and C-2 respectively.			COc1cc(O)c(C)c(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)c1O	C48H74O3	InChI=1S/C48H74O3/c1-36(2)19-12-20-37(3)21-13-22-38(4)23-14-24-39(5)25-15-26-40(6)27-16-28-41(7)29-17-30-42(8)31-18-32-43(9)33-34-45-44(10)46(49)35-47(51-11)48(45)50/h19,21,23,25,27,29,31,33,35,49-50H,12-18,20,22,24,26,28,30,32,34H2,1-11H3/b37-21+,38-23+,39-25+,40-27+,41-29+,42-31+,43-33+	HDSGDGSLNMIMKU-KFSSTAEESA-N		CHEBI:60656		
BASm0004009	1,2-di-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine	PC(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)), in particular, consists of two chains of arachidonic acid at the C-1 and C-2 positions. The arachidonic acid moieties are derived from animal fats and eggs. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C48H80NO8P	InChI=1S/C48H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14-17,20-23,26-29,32-35,46H,6-13,18-19,24-25,30-31,36-45H2,1-5H3/b16-14-,17-15-,22-20-,23-21-,28-26-,29-27-,34-32-,35-33-/t46-/m1/s1	LZLVZIFMYXDKCN-QJWFYWCHSA-N	829.5621551	CHEBI:60657	HMDB0008443	
BASm0004010	all-trans-decaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])COP([O-])(=O)OP([O-])([O-])=O)=C(\C)CCC=C(C)C	C50H81O7P2	InChI=1S/C50H84O7P2/c1-41(2)21-12-22-42(3)23-13-24-43(4)25-14-26-44(5)27-15-28-45(6)29-16-30-46(7)31-17-32-47(8)33-18-34-48(9)35-19-36-49(10)37-20-38-50(11)39-40-56-59(54,55)57-58(51,52)53/h21,23,25,27,29,31,33,35,37,39H,12-20,22,24,26,28,30,32,34,36,38,40H2,1-11H3,(H,54,55)(H2,51,52,53)/p-3/b42-23+,43-25+,44-27+,45-29+,46-31+,47-33+,48-35+,49-37+,50-39+	FSCYHDCTHRVSKN-CMVHWAPMSA-K	855.5473997	CHEBI:60721		MMDBc0055697
BASm0004011	3'-GMP	A nucleoside 3'-phosphate(2-) obtained by deprotonation of the phosphate OH groups of guanosine 3'-monophosphate (GMP); mjor species at pH 7.3.				C10H12N5O8P		ZDPUTNZENXVHJC-UUOKFMHZSA-L	361.0434465	CHEBI:60732		
BASm0004012	3-deoxyglucosone		4084-27-9		[H][C@@](O)(CO)[C@@]([H])(O)CC(=O)C=O	C6H10O5	InChI=1S/C6H10O5/c7-2-4(9)1-5(10)6(11)3-8/h2,5-6,8,10-11H,1,3H2/t5-,6+/m0/s1	ZGCHLOWZNKRZSN-NTSWFWBYSA-N	162.0528234	CHEBI:60777		
BASm0004013	3'-UMP	3'-UMP or 3' uridylic acid is a member of the chemical class known as Pyrimidine Nucleosides and Analogues. These are compounds comprising a pyrimidine base attached to a sugar. It is an unusual, but naturally occurring form of UMP, as the normal form is 5'-UMP.  It is a substrate for 2',3'-cyclic-nucleotide 2'-phosphodiesterase.	35170-03-7	Expected Solid		C9H11N2O9P		FOGRQMPFHUHIGU-XVFCMESISA-L	322.0213141	CHEBI:60784	HMDB0060282	MMDBc0030010
BASm0004014	streptothricin F			Expected Solid	[H][C@]([NH3+])(CCC[NH3+])CC(O)=N[C@@]1([H])[C@]([H])(NC2=N[C@@]3([H])[C@]([H])(N2)C(O)=NC[C@@]3([H])O)O[C@]([H])(CO)[C@]([H])(OC(O)=[NH2+])[C@@]1([H])O	C19H37N8O8	InChI=1S/C19H34N8O8/c20-3-1-2-7(21)4-10(30)24-13-14(31)15(35-18(22)33)9(6-28)34-17(13)27-19-25-11-8(29)5-23-16(32)12(11)26-19/h7-9,11-15,17,28-29,31H,1-6,20-21H2,(H2,22,33)(H,23,32)(H,24,30)(H2,25,26,27)/p+3/t7-,8+,9+,11+,12-,13+,14-,15-,17+/m0/s1	NRAUADCLPJTGSF-VLSXYIQESA-Q	505.2717894	CHEBI:60822		MMDBc0056320
BASm0004015	streptothricin D			Expected Solid	[H][C@]([NH3+])(CCC[NH3+])CC(O)=NCCC[C@]([H])([NH3+])CC(O)=NCCC[C@]([H])([NH3+])CC(O)=N[C@@]1([H])[C@]([H])(NC2=N[C@@]3([H])[C@]([H])(N2)C(O)=NC[C@@]3([H])O)O[C@]([H])(CO)[C@]([H])(OC(O)=[NH2+])[C@@]1([H])O	C31H63N12O10	InChI=1S/C31H58N12O10/c32-7-1-4-15(33)10-20(46)37-8-2-5-16(34)11-21(47)38-9-3-6-17(35)12-22(48)40-25-26(49)27(53-30(36)51)19(14-44)52-29(25)43-31-41-23-18(45)13-39-28(50)24(23)42-31/h15-19,23-27,29,44-45,49H,1-14,32-35H2,(H2,36,51)(H,37,46)(H,38,47)(H,39,50)(H,40,48)(H2,41,42,43)/p+5/t15-,16-,17-,18+,19+,23+,24-,25+,26-,27-,29+/m0/s1	WUJTXMVGXDQPNN-OTQKCRDJSA-S	763.4762684	CHEBI:60829		MMDBc0056319
BASm0004016	2',3'-cyclophospho-GMP			Expected Solid	[H][C@]1(CO)O[C@@]([H])(N2C=NC3=C2NC(=N)N=C3[O-])[C@]2([H])OP(O)(=O)O[C@]12[H]	C10H11N5O7P	InChI=1S/C10H12N5O7P/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-6-5(3(1-16)20-9)21-23(18,19)22-6/h2-3,5-6,9,16H,1H2,(H,18,19)(H3,11,13,14,17)/p-1/t3-,5-,6-,9-/m1/s1	UASRYODFRYWBRC-UUOKFMHZSA-M	344.0401583	CHEBI:60837		MMDBc0055314
BASm0004017	streptothricin F acid			Expected Solid	[H][C@]([NH3+])(CCC[NH3+])CC(O)=N[C@@]1([H])[C@]([H])(NC2=N[C@]([H])([C@]([H])(O)C[NH3+])[C@]([H])(N2)C(O)=O)O[C@]([H])(CO)[C@]([H])(OC(O)=N)[C@@]1([H])O	C19H39N8O9	InChI=1S/C19H36N8O9/c20-3-1-2-7(22)4-10(30)24-13-14(31)15(36-18(23)34)9(6-28)35-16(13)27-19-25-11(8(29)5-21)12(26-19)17(32)33/h7-9,11-16,28-29,31H,1-6,20-22H2,(H2,23,34)(H,24,30)(H,32,33)(H2,25,26,27)/p+3/t7-,8+,9+,11+,12-,13+,14-,15-,16+/m0/s1	AJUBASUIRHJEOK-AQLSXGMYSA-Q	523.2823541	CHEBI:60838		MMDBc0056321
BASm0004018	streptothricin D acid			Expected Solid		C31H65N12O11		DLWGZGTWTREZQM-UFFKCXTPSA-S	781.4868331	CHEBI:60839		MMDBc0016592
BASm0004019	(5S,6S)-6-amino-5-hydroxycyclohexa-1,3-diene-1-carboxyate			Expected Solid	[H][C@]1(O)C=CC=C(C(O)=O)[C@]1([H])N	C7H9NO3	InChI=1S/C7H9NO3/c8-6-4(7(10)11)2-1-3-5(6)9/h1-3,5-6,9H,8H2,(H,10,11)/t5-,6-/m0/s1	XBTXTLKLSHACSS-WDSKDSINSA-N	155.0582432	CHEBI:60849		MMDBc0054070
BASm0004020	(1R,6S)-6-amino-5-oxocyclohex-2-ene-1-carboxylate			Expected Solid	[H][C@]1(C=CCC(=O)[C@H]1N)C(O)=O	C7H9NO3	InChI=1S/C7H9NO3/c8-6-4(7(10)11)2-1-3-5(6)9/h1-2,4,6H,3,8H2,(H,10,11)/t4-,6+/m1/s1	AQGCSVBPRRQXIN-XINAWCOVSA-N	155.0582432	CHEBI:60862		MMDBc0050133
BASm0004021	2',3'-cyclophospho-UMP	A 2',3'-cyclic nucleotide(1-) which is obtained from 2',3'-cyclic UMP by removal of a proton from the cyclic phosphate group.				C9H10N2O8P		HWDMHJDYMFRXOX-XVFCMESISA-M	305.0180259	CHEBI:60873		
BASm0004022	phenylacetylglycine		500-98-1			C10H10NO3		UTYVDVLMYQPLQB-UHFFFAOYSA-M	192.0666168	CHEBI:60874		
BASm0004023	3'-CMP	A  nucleoside 3'-phosphate(2-) which results from the removal of two protons from the phosphate group of 3'-CMP; major species at pH 7.3.				C9H12N3O8P		UOOOPKANIPLQPU-XVFCMESISA-L	321.0372985	CHEBI:60875		
BASm0004024	2',3'-cyclophospho-CMP					C9H11N3O7P		NMPZCCZXCOMSDQ-XVFCMESISA-M	304.0340103	CHEBI:60877	HMDB0250240	
BASm0004025	3-geranyl-4-hydroxybenzoate	A member of the class of benzoates obtained by deprotonation of the carboxy group of any 4-hydroxy-3-polyprenylbenzoic acid; major species at pH 7.3				C17H21O3		HKIMBCGCVPYUTJ-NTUHNPAUSA-M	273.1496181	CHEBI:60878		
BASm0004026	2',3'-cyclophospho-AMP			Expected Solid	[H][C@]1(CO)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]2([H])OP([O-])(=O)O[C@]12[H]	C10H11N5O6P	InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7-6(4(1-16)19-10)20-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/p-1/t4-,6-,7-,10-/m1/s1	KMYWVDDIPVNLME-KQYNXXCUSA-M	328.0452437	CHEBI:60879		MMDBc0055313
BASm0004027	3'-AMP		84-21-9			C10H12N5O7P		LNQVTSROQXJCDD-KQYNXXCUSA-L	345.0485319	CHEBI:60880		
BASm0004028	(2E,4E)-6-(2-aminophenyl)-2-hydroxy-6-oxohexa-2,4-dienoate			Expected Solid	[H]C(=C([H])C(=O)C1=CC=CC=C1N)C(\[H])=C(\[O-])C(O)=O	C12H10NO4	InChI=1S/C12H11NO4/c13-9-5-2-1-4-8(9)10(14)6-3-7-11(15)12(16)17/h1-7,15H,13H2,(H,16,17)/p-1/b6-3+,11-7+	AFPIGEHQFVBSJA-ACIWFXKJSA-M	232.0615314	CHEBI:60885		MMDBc0054795
BASm0004029	(2E)-2-hydroxypenta-2,4-dienoate			Expected Solid	[H]\C(C=C)=C(/[O-])C(O)=O	C5H5O3	InChI=1S/C5H6O3/c1-2-3-4(6)5(7)8/h2-3,6H,1H2,(H,7,8)/p-1/b4-3+	VHTQQDXPNUTMNB-ONEGZZNKSA-M	113.0244176	CHEBI:60886		MMDBc0054803
BASm0004030	(3S)-3-hydroxy-D-aspartate			Expected Solid	[H][C@](N)(C([O-])=O)[C@]([H])(O)C(O)=O	C4H6NO5	InChI=1S/C4H7NO5/c5-1(3(7)8)2(6)4(9)10/h1-2,6H,5H2,(H,7,8)(H,9,10)/p-1/t1-,2+/m1/s1	YYLQUHNPNCGKJQ-NCGGTJAESA-M	148.0251459	CHEBI:60894		MMDBc0054923
BASm0004031	(3R)-3-hydroxy-D-aspartate			Expected Solid	[H][C@](N)(C([O-])=O)[C@@]([H])(O)C(O)=O	C4H6NO5	InChI=1S/C4H7NO5/c5-1(3(7)8)2(6)4(9)10/h1-2,6H,5H2,(H,7,8)(H,9,10)/p-1/t1-,2-/m1/s1	YYLQUHNPNCGKJQ-JCYAYHJZSA-M	148.0251459	CHEBI:60898		MMDBc0054896
BASm0004032	ubiquinol-0				COC1=C(O)C=C(C)C(O)=C1OC	C9H12O4	InChI=1S/C9H12O4/c1-5-4-6(10)8(12-2)9(13-3)7(5)11/h4,10-11H,1-3H3	DSBZYDDWLLIJJS-UHFFFAOYSA-N	184.0735589	CHEBI:60899	HMDB0246128	
BASm0004033	N-(4-aminobenzoyl)-L-glutamate	P-aminobenzoyl glutamate (PABA-GLU) is a member of the chemical class known as Hippuric Acid Derivatives. These are compounds containing an hippuric acid or a derivative, with a structure characterized the presence of a benzoyl group linked to the N-terminal of a glycine. PABA-GLU can used by E. coli as a growth substrate and a series of 3 enzymes are used to tranport this peptide into the cell and cleave it into glutamate and p-aminobenzoate.		Expected Solid	[H][C@@](CCC([O-])=O)(NC(=O)C1=CC=C(N)C=C1)C([O-])=O	C12H12N2O5	InChI=1S/C12H14N2O5/c13-8-3-1-7(2-4-8)11(17)14-9(12(18)19)5-6-10(15)16/h1-4,9H,5-6,13H2,(H,14,17)(H,15,16)(H,18,19)/p-2/t9-/m0/s1	GADGMZDHLQLZRI-VIFPVBQESA-L	264.0746215	CHEBI:60903		MMDBc0030165
BASm0004034	4-hydroxy-L-threonine			Expected Solid	N[C@@H]([C@H](O)CO)C(O)=O	C4H9NO4	InChI=1S/C4H9NO4/c5-3(4(8)9)2(7)1-6/h2-3,6-7H,1,5H2,(H,8,9)/t2-,3+/m1/s1	JBNUARFQOCGDRK-GBXIJSLDSA-N	135.0531578	CHEBI:60904		MMDBc0008060
BASm0004035	(2R)-2-hydroxy-2-methylbutanenitrile	This compound belongs to the family of Tertiary Alcohols. These are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R ≠ H ).			CC[C@@](C)(O)C#N	C5H9NO	InChI=1S/C5H9NO/c1-3-5(2,7)4-6/h7H,3H2,1-2H3/t5-/m1/s1	VMEHOTODTPXCKT-RXMQYKEDSA-N	99.06841392	CHEBI:60908	HMDB0060309	
BASm0004036	(2S)-ethylmalonyl-CoA			Expected Solid	[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)[C@]([H])(C([O-])=O)C([H])([H])C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C(N=C([H])N=C23)N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C26H37N7O19P3S	InChI=1S/C26H42N7O19P3S/c1-4-13(24(38)39)25(40)56-8-7-28-15(34)5-6-29-22(37)19(36)26(2,3)10-49-55(46,47)52-54(44,45)48-9-14-18(51-53(41,42)43)17(35)23(50-14)33-12-32-16-20(27)30-11-31-21(16)33/h11-14,17-19,23,35-36H,4-10H2,1-3H3,(H,28,34)(H,29,37)(H,38,39)(H,44,45)(H,46,47)(H2,27,30,31)(H2,41,42,43)/p-5/t13-,14+,17+,18+,19-,23+/m0/s1	VUGZQVCBBBEZQE-UQCJFRAESA-I	876.1105221	CHEBI:60909		MMDBc0048621
BASm0004037	arbutin 6-phosphate	Arbutin 6-phosphate is a member of the chemical class known as Hexose phosphates. These are phospho-monosaccharides in which the sugar unit is a hexose. 			O=P([O-])([O-])OC[C@H]1O[C@@H](Oc2ccc(O)cc2)[C@H](O)[C@@H](O)[C@@H]1O	C12H17O10P	InChI=1S/C12H17O10P/c13-6-1-3-7(4-2-6)21-12-11(16)10(15)9(14)8(22-12)5-20-23(17,18)19/h1-4,8-16H,5H2,(H2,17,18,19)/t8-,9-,10+,11-,12-/m1/s1	FBHYCDOVYMVLEN-RMPHRYRLSA-N	352.0559333	CHEBI:60929		
BASm0004038	(R)-carnitinyl-CoA			Expected Solid	[H][C@@](O)(CC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP([O-])(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)([O-])=O)C[N+](C)(C)C	C28H46N8O18P3S	InChI=1S/C28H49N8O18P3S/c1-28(2,23(41)26(42)31-7-6-18(38)30-8-9-58-19(39)10-16(37)11-36(3,4)5)13-51-57(48,49)54-56(46,47)50-12-17-22(53-55(43,44)45)21(40)27(52-17)35-15-34-20-24(29)32-14-33-25(20)35/h14-17,21-23,27,37,40-41H,6-13H2,1-5H3,(H7-,29,30,31,32,33,38,42,43,44,45,46,47,48,49)/p-3/t16-,17-,21-,22-,23+,27-/m1/s1	BBRISSLDTUHWKG-PVMHLSDZSA-K	907.1880096	CHEBI:60932		MMDBc0055041
BASm0004039	crotonobetainyl-CoA	Crotonobetainyl-coa belongs to the class of Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. (inferred from compound structure)			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C/C[N+](C)(C)C	C28H48N8O17P3S	InChI=1S/C28H47N8O17P3S/c1-28(2,23(40)26(41)31-9-8-18(37)30-10-12-57-19(38)7-6-11-36(3,4)5)14-50-56(47,48)53-55(45,46)49-13-17-22(52-54(42,43)44)21(39)27(51-17)35-16-34-20-24(29)32-15-33-25(20)35/h6-7,15-17,21-23,27,39-40H,8-14H2,1-5H3,(H7-,29,30,31,32,33,37,41,42,43,44,45,46,47,48)/p+1/b7-6+/t17-,21-,22-,23+,27-/m1/s1	WAUPBDVHJXXZGW-HXPULJKESA-O	893.2070974	CHEBI:60933		
BASm0004040	2-hydroxy-2-methylbutanenitrile				CCC(C)(O)C#N	C5H9NO	InChI=1S/C5H9NO/c1-3-5(2,7)4-6/h7H,3H2,1-2H3	VMEHOTODTPXCKT-UHFFFAOYSA-N	99.06841391	CHEBI:60954	HMDB0167280	
BASm0004041	(9S)-hydroperoxy-(10E,12Z)-octadecadienoate	(9s,10e,12z)-9-hydroperoxy-10,12-octadecadienoate, also known as 9(S)-hydroperoxy-10(E),12(z)-octadecadienoic acid or 9(S)-hpod(1-), belongs to lineolic acids and derivatives class of compounds. Those are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions (9s,10e,12z)-9-hydroperoxy-10,12-octadecadienoate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). (9s,10e,12z)-9-hydroperoxy-10,12-octadecadienoate can be found in a number of food items such as mexican groundcherry, brazil nut, coconut, and winter savory, which makes (9s,10e,12z)-9-hydroperoxy-10,12-octadecadienoate a potential biomarker for the consumption of these food products.			[H]\C(CCCCC)=C(/[H])\C(\[H])=C(/[H])[C@]([H])(CCCCCCCC([O-])=O)OO	C18H31O4	InChI=1S/C18H32O4/c1-2-3-4-5-6-8-11-14-17(22-21)15-12-9-7-10-13-16-18(19)20/h6,8,11,14,17,21H,2-5,7,9-10,12-13,15-16H2,1H3,(H,19,20)/p-1/b8-6-,14-11+/t17-/m1/s1	JGUNZIWGNMQSBM-UINYOVNOSA-M	311.2227831	CHEBI:60955	HMDB0303982	
BASm0004042	colneleate		52761-34-9		CCCCC/C=C\C=C\O/C=C/CCCCCCC(=O)[O-]	C18H30O3	InChI=1S/C18H30O3/c1-2-3-4-5-7-10-13-16-21-17-14-11-8-6-9-12-15-18(19)20/h7,10,13-14,16-17H,2-6,8-9,11-12,15H2,1H3,(H,19,20)/b10-7-,16-13+,17-14+	HHZKKFXQEIBVEV-CXXUKANQSA-N		CHEBI:60957		
BASm0004043	colnelenate		52591-16-9		CC/C=C\C/C=C\C=C\O/C=C/CCCCCCC(=O)[O-]	C18H28O3	InChI=1S/C18H28O3/c1-2-3-4-5-7-10-13-16-21-17-14-11-8-6-9-12-15-18(19)20/h3-4,7,10,13-14,16-17H,2,5-6,8-9,11-12,15H2,1H3,(H,19,20)	OYKAXBUWOIRLGF-UHFFFAOYSA-N	292.2038448	CHEBI:60960		
BASm0004044	(9S)-hydroperoxy-(10E,12Z,15Z)-octadecatrienoate			Expected Solid	[H]\C(CC)=C(/[H])C\C([H])=C(\[H])/C(/[H])=C(\[H])[C@]([H])(CCCCCCCC([O-])=O)OO	C18H29O4	InChI=1S/C18H30O4/c1-2-3-4-5-6-8-11-14-17(22-21)15-12-9-7-10-13-16-18(19)20/h3-4,6,8,11,14,17,21H,2,5,7,9-10,12-13,15-16H2,1H3,(H,19,20)/p-1/b4-3-,8-6-,14-11+/t17-/m1/s1	RWKJTIHNYSIIHW-MEBVTJQTSA-M	309.207133	CHEBI:60962		MMDBc0054997
BASm0004045	presilphiperfolan-8beta-ol			Expected Solid	[H][C@]12CC[C@@]3(C)CC(C)(C)[C@]([H])(CC[C@@]1([H])C)[C@]23O	C15H26O	InChI=1S/C15H26O/c1-10-5-6-12-13(2,3)9-14(4)8-7-11(10)15(12,14)16/h10-12,16H,5-9H2,1-4H3/t10-,11+,12+,14+,15-/m1/s1	ZCRYDCBITZERMT-FUQNVFFISA-N	222.1983655	CHEBI:60968		MMDBc0056267
BASm0004046	2-hydroxyethylphosphonate			Expected Solid	O=P([O-])(O)CCO	C2H7O4P	InChI=1S/C2H7O4P/c3-1-2-7(4,5)6/h3H,1-2H2,(H2,4,5,6)	SEHJHHHUIGULEI-UHFFFAOYSA-N	126.0081952	CHEBI:60991		MMDBc0054171
BASm0004047	(2R)-3-sulfopropanediol			Expected Solid	[H][C@@](O)(CO)CS([O-])(=O)=O	C3H7O5S	InChI=1S/C3H8O5S/c4-1-3(5)2-9(6,7)8/h3-5H,1-2H2,(H,6,7,8)/p-1/t3-/m1/s1	YPFUJZAAZJXMIP-GSVOUGTGSA-M	155.0019681	CHEBI:60997		MMDBc0054831
BASm0004048	6-carboxy-5,6,7,8-tetrahydropterin	6-carboxy-5,6,7,8-tetrahydropterin is a member of the chemical class known as Alpha Amino Acids and Derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).6-carboxy-5,6,7,8-tetrahydropterin is catalyzed by QueD. Escherichia coli QueD is a 6-carboxy-5,6,7,8-tetrahydropterin synthase. (PMID 19231875)			Nc1nc2c(c(=O)[nH]1)NC(C(=O)[O-])CN2	C7H9N5O3	InChI=1S/C7H9N5O3/c8-7-11-4-3(5(13)12-7)10-2(1-9-4)6(14)15/h2,10H,1H2,(H,14,15)(H4,8,9,11,12,13)	QSIYONWVWDSRRO-UHFFFAOYSA-N	211.0705392	CHEBI:61032		
BASm0004049	7-carboxy-7-deazaguanine	7-deaza-7-carboxyguanine is a member of the chemical class known as Pyrrolopyrimidines. These are compounds containing a pyrrolopyrimidine moiety, which consists of a pyrrole ring fused to a pyrimidine. 			Nc1nc2[nH]cc(C(=O)[O-])c2c(=O)[nH]1	C7H6N4O3	InChI=1S/C7H6N4O3/c8-7-10-4-3(5(12)11-7)2(1-9-4)6(13)14/h1H,(H,13,14)(H4,8,9,10,11,12)	XIUIRSLBMMTDSK-UHFFFAOYSA-N	194.0439901	CHEBI:61036		
BASm0004050	1-hexadecanoyl-2-(9-oxononanoyl)-sn-glycero-3-phosphocholine	A 1,2-diacyl-sn-glycero-3-phosphocholine in which the 1- and 2-acyl groups are specified as hexadecanoyl and 9-oxononanoyl respectively.			CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCC=O	C33H64NO9P	InChI=1S/C33H64NO9P/c1-5-6-7-8-9-10-11-12-13-14-15-18-21-24-32(36)40-29-31(30-42-44(38,39)41-28-26-34(2,3)4)43-33(37)25-22-19-16-17-20-23-27-35/h27,31H,5-26,28-30H2,1-4H3/t31-/m1/s1	PPTNNIINSOQWCE-WJOKGBTCSA-N		CHEBI:61042		
BASm0004051	3-sulfino-L-alanine	3-Sulfinoalanine or cysteinesulfinic acid is an N-methyl-D-aspartate agonist. It is a product of cysteine dioxygenase or CDO (EC 1.13.11.20). In humans, cysteine catabolism is tightly regulated via regulation of cysteine dioxygenase (CDO) levels in the liver, with the turnover of CDO protein being dramatically decreased when intracellular cysteine levels increase. This occurs in response to changes in the intracellular cysteine concentration via changes in the rate of CDO ubiquitination and degradation. Expressed at high levels in the liver with lower levels in the kidney, brain, and lung, cysteine dioxygenase catalyzes the addition of molecular oxygen to the sulfhydryl group of cysteine, yielding cysteinesulfinic acid. The oxidative catabolism of cysteine to cysteinesulfinate by CDO represents an irreversible loss of cysteine from the free amino acid pool. Once generated, cysteinesulfinate is shuttled into several pathways including hypotaurine/taurine synthesis, sulfite/sulfate production, and the generation of pyruvate.	1115-65-7	Solid	[NH3+][C@@H](CS([O-])=O)C([O-])=O	C3H6NO4S	InChI=1S/C3H7NO4S/c4-2(3(5)6)1-9(7)8/h2H,1,4H2,(H,5,6)(H,7,8)/p-1/t2-/m0/s1	ADVPTQAUNPRNPO-REOHCLBHSA-M	152.0017534	CHEBI:61085	HMDB0000996	
BASm0004052	methyl thiocyanate	UL			CSC#N	C2H3NS	InChI=1S/C2H3NS/c1-4-2-3/h1H3	VYHVQEYOFIYNJP-UHFFFAOYSA-N	72.99861979	CHEBI:61112	HMDB0062134	
BASm0004053	N-hydroxy-L-isoleucine	A monocarboxylic acid anion, obtained by removal of a proton from the carboxylic acid group of N-hydroxy-L-isoleucine.			CC[C@H](C)[C@H](NO)C(=O)[O-]	C6H12NO3	InChI=1S/C6H13NO3/c1-3-4(2)5(7-10)6(8)9/h4-5,7,10H,3H2,1-2H3,(H,8,9)/p-1/t4-,5-/m0/s1	YEGAKLYOVHUQIJ-WHFBIAKZSA-M		CHEBI:61131		
BASm0004054	N,N-dihydroxy-L-isoleucine	An N,N-dihydroxy-alpha-amino-acid anion resulting from removal of a proton from the carboxylic acid group of N,N-dihydroxy-L-isoleucine.			CC[C@H](C)[C@@H](C(=O)[O-])N(O)O	C6H12NO4	InChI=1S/C6H13NO4/c1-3-4(2)5(6(8)9)7(10)11/h4-5,10-11H,3H2,1-2H3,(H,8,9)/p-1/t4-,5-/m0/s1	SCCQCCCXSLYFHJ-WHFBIAKZSA-M		CHEBI:61133		
BASm0004055	N-hydroxy-L-valine	A monocarboxylic acid anion, obtained by removal of a proton from the carboxylic acid group of N-hydroxy-L-valine.			CC(C)[C@H](NO)C(=O)[O-]	C5H10NO3	InChI=1S/C5H11NO3/c1-3(2)4(6-9)5(7)8/h3-4,6,9H,1-2H3,(H,7,8)/p-1/t4-/m0/s1	PXEKBQAJOBYINU-BYPYZUCNSA-M		CHEBI:61140		
BASm0004056	N,N-dihydroxy-L-valine	An N,N-dihydroxy-alpha-amino-acid anion resulting from removal of a proton from the carboxylic acid group of N,N-dihydroxy-L-valine.			CC(C)[C@@H](C(=O)[O-])N(O)O	C5H10NO4	InChI=1S/C5H11NO4/c1-3(2)4(5(7)8)6(9)10/h3-4,9-10H,1-2H3,(H,7,8)/p-1/t4-/m0/s1	VWRMUTKBDQWLAX-BYPYZUCNSA-M		CHEBI:61142		
BASm0004057	(E)-2-methylpropanal oxime				CC(C)/C=N/O	C4H9NO	InChI=1S/C4H9NO/c1-4(2)3-5-6/h3-4,6H,1-2H3	SYJPAKDNFZLSMV-UHFFFAOYSA-N	87.06841391	CHEBI:61143		
BASm0004058	(Z)-2-methylpropanal oxime				CC(C)/C=N\O	C4H9NO	InChI=1S/C4H9NO/c1-4(2)3-5-6/h3-4,6H,1-2H3	SYJPAKDNFZLSMV-UHFFFAOYSA-N	87.06841391	CHEBI:61144		
BASm0004059	4-nitrophenyl phosphate	Artifical substrate used to study the kinetics of Alkaline Phosphatase.	330-13-2	Solid	O=[N+]([O-])c1ccc(OP(=O)([O-])[O-])cc1	C6H5NO6P	InChI=1S/C6H6NO6P/c8-7(9)5-1-3-6(4-2-5)13-14(10,11)12/h1-4H,(H2,10,11,12)/p-1	XZKIHKMTEMTJQX-UHFFFAOYSA-M	217.9854484	CHEBI:61146		
BASm0004060	(5S,9S,10S)-drim-7-en-11-ol			Expected Solid	CC1=CC[C@H]2C(C)(C)CCC[C@]2(C)[C@H]1CO	C15H26O	InChI=1S/C15H26O/c1-11-6-7-13-14(2,3)8-5-9-15(13,4)12(11)10-16/h6,12-13,16H,5,7-10H2,1-4H3/t12-,13?,15+/m0/s1	HMWSKUKBAWWOJL-RMTCENKZSA-N	222.1983655	CHEBI:61148		MMDBc0015292
BASm0004061	3''-hydroxygeranylhydroquinone	A polyprenylhydroquinone consisting of hydroquinone in which the hydrogen at position 2 is substituted by a (2Z)-3-(hydroxymethyl)-7-methylocta-2,6-dien-1-yl group.			CC(C)=CCC/C(=C/Cc1cc(O)ccc1O)CO	C16H22O3	InChI=1S/C16H22O3/c1-12(2)4-3-5-13(11-17)6-7-14-10-15(18)8-9-16(14)19/h4,6,8-10,17-19H,3,5,7,11H2,1-2H3/b13-6-	JIPPNUPHXUEYHJ-MLPAPPSSSA-N		CHEBI:61158		
BASm0004062	D-alanyl-(R)-lactate			Expected Solid	C[C@@H]([NH3+])C(=O)O[C@H](C)C(=O)[O-]	C6H11NO4	InChI=1S/C6H11NO4/c1-3(7)6(10)11-4(2)5(8)9/h3-4H,7H2,1-2H3,(H,8,9)/t3-,4-/m1/s1	QLYOONKPELZQGZ-QWWZWVQMSA-N	161.0688078	CHEBI:61166		MMDBc0054419
BASm0004063	L-pipecolate	L-pipecolic acid is a normal human metabolite present in human blood, where is present as the primary enantiomer of pipecolic acid. L-pipecolic acid is a cyclic imino acid (contains both imino (>C=NH) and carboxyl (-C(=O)-OH) functional groups) produced during the degradation of lysine, accumulates in body fluids of infants with generalized genetic peroxisomal disorders, including Zellweger syndrome (OMIM 214100), neonatal adrenoleukodystrophy (OMIM 202370), and infantile Refsum disease (OMIM 266510). L-pipecolic acid levels are also elevated in patients with chronic liver diseases. L-pipecolic acid is the substrate of delta1-piperideine-2-carboxylate reductase (EC 1.5.1.21) in the pathway of lysine degradation (PMID: 2717271, 8305590, 1050990).	3105-95-1	Solid	O=C([O-])[C@@H]1CCCC[NH2+]1	C6H11NO2	InChI=1S/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9)/t5-/m0/s1	HXEACLLIILLPRG-YFKPBYRVSA-N	129.0789786	CHEBI:61185	HMDB0000716	
BASm0004064	7,8-dihydromonapterin 3'-triphosphate			Expected Solid	Nc1nc2c(c(=O)[nH]1)N=C([C@H](O)[C@@H](O)COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])CN2	C9H12N5O13P3	InChI=1S/C9H16N5O13P3/c10-9-13-7-5(8(17)14-9)12-3(1-11-7)6(16)4(15)2-25-29(21,22)27-30(23,24)26-28(18,19)20/h4,6,15-16H,1-2H2,(H,21,22)(H,23,24)(H2,18,19,20)(H4,10,11,13,14,17)/p-4/t4-,6-/m0/s1	DGGUVLXVLHAAGT-NJGYIYPDSA-J	490.9666408	CHEBI:61186		MMDBc0055628
BASm0004065	dIMP		3393-18-8		O=c1[nH]cnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)([O-])[O-])O1	C10H13N4O7P	InChI=1S/C10H13N4O7P/c15-5-1-7(21-6(5)2-20-22(17,18)19)14-4-13-8-9(14)11-3-12-10(8)16/h3-7,15H,1-2H2,(H,11,12,16)(H2,17,18,19)/t5-,6+,7+/m0/s1	PHNGFPPXDJJADG-RRKCRQDMSA-N		CHEBI:61194		
BASm0004066	di-trans,octa-cis-undecaprenol			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CO	C55H90O	InChI=1S/C55H90O/c1-45(2)23-13-24-46(3)25-14-26-47(4)27-15-28-48(5)29-16-30-49(6)31-17-32-50(7)33-18-34-51(8)35-19-36-52(9)37-20-38-53(10)39-21-40-54(11)41-22-42-55(12)43-44-56/h23,25,27,29,31,33,35,37,39,41,43,56H,13-22,24,26,28,30,32,34,36,38,40,42,44H2,1-12H3/b46-25+,47-27+,48-29-,49-31-,50-33-,51-35-,52-37-,53-39-,54-41-,55-43-	TXKJNHBRVLCYFX-NTDVEAECSA-N	766.6991675	CHEBI:61216		MMDBc0054451
BASm0004067	beta-D-GlcA-(1->2)-alpha-D-Man-(1->3)-beta-D-Glc-(1->4)-alpha-D-Glc-di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\COP(=O)([O-])OP(=O)([O-])O[C@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O[C@@H]3O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]3O)[C@H]2O)[C@H](O)[C@H]1O	C79H127O28P2	InChI=1S/C79H130O28P2/c1-48(2)23-13-24-49(3)25-14-26-50(4)27-15-28-51(5)29-16-30-52(6)31-17-32-53(7)33-18-34-54(8)35-19-36-55(9)37-20-38-56(10)39-21-40-57(11)41-22-42-58(12)43-44-98-108(94,95)107-109(96,97)106-78-69(90)67(88)71(61(47-82)101-78)102-77-70(91)72(63(84)60(46-81)99-77)103-79-74(65(86)62(83)59(45-80)100-79)105-76-68(89)64(85)66(87)73(104-76)75(92)93/h23,25,27,29,31,33,35,37,39,41,43,59-74,76-91H,13-22,24,26,28,30,32,34,36,38,40,42,44-47H2,1-12H3,(H,92,93)(H,94,95)(H,96,97)/p-3/b49-25+,50-27+,51-29-,52-31-,53-33-,54-35-,55-37-,56-39-,57-41-,58-43-/t59-,60-,61-,62-,63-,64+,65+,66+,67-,68-,69-,70-,71-,72+,73+,74+,76+,77+,78-,79-/m1/s1	BZESDHPZHQIIGZ-LNZPCPEVSA-K	1585.800558	CHEBI:61227		MMDBc0055759
BASm0004068	beta-D-Man-(1->4)-beta-D-GlcA-(1->2)-alpha-D-Man-(1->3)-beta-D-Glc-(1->4)-alpha-D-Glc-di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\COP(=O)([O-])OP(=O)([O-])O[C@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O[C@@H]3O[C@H](C(=O)[O-])[C@@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@H](O)[C@H]3O)[C@H]2O)[C@H](O)[C@H]1O	C85H137O33P2	InChI=1S/C85H140O33P2/c1-49(2)23-13-24-50(3)25-14-26-51(4)27-15-28-52(5)29-16-30-53(6)31-17-32-54(7)33-18-34-55(8)35-19-36-56(9)37-20-38-57(10)39-21-40-58(11)41-22-42-59(12)43-44-107-119(103,104)118-120(105,106)117-84-73(99)69(95)75(63(48-89)111-84)112-83-74(100)76(66(92)62(47-88)109-83)113-85-78(68(94)65(91)61(46-87)110-85)115-82-72(98)70(96)77(79(116-82)80(101)102)114-81-71(97)67(93)64(90)60(45-86)108-81/h23,25,27,29,31,33,35,37,39,41,43,60-79,81-100H,13-22,24,26,28,30,32,34,36,38,40,42,44-48H2,1-12H3,(H,101,102)(H,103,104)(H,105,106)/p-3/b50-25+,51-27+,52-29-,53-31-,54-33-,55-35-,56-37-,57-39-,58-41-,59-43-/t60-,61-,62-,63-,64-,65-,66-,67+,68+,69-,70-,71+,72-,73-,74-,75-,76+,77+,78+,79+,81+,82-,83+,84-,85-/m1/s1	XFMBRXXBELNQLT-OAHMHHMFSA-K	1747.853382	CHEBI:61230		MMDBc0055766
BASm0004069	L-seryl-5'-AMP	L-Seryl-AMP is an enzyme-bound intermediate found in the protein EntF. EntF is the enzyme responsible for serine activation during the biosynthesis of enterobactin (a cyclic trimer of N-dihydroxybenzoyl serine) in Escherichia coli. Serine adenylate is also an intermediate in the charging of Seryl-tRNA-synthetase. In particular, Mg.ATP and serine react to form seryl-adenylate on the protein. The serine is subsequently transferred to the 3'-end of the tRNA. Seryl-tRNA synthetase is also capable of synthesizing diadenosine tetraphosphate (Ap4A) from the enzyme-bound seryl-adenylate intermediate and a second molecule of ATP.	52435-67-3		Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OC(=O)[C@@H](N)CO)[C@@H](O)[C@H]1O	C13H19N6O9P	InChI=1S/C13H19N6O9P/c14-5(1-20)13(23)28-29(24,25)26-2-6-8(21)9(22)12(27-6)19-4-18-7-10(15)16-3-17-11(7)19/h3-6,8-9,12,20-22H,1-2,14H2,(H,24,25)(H2,15,16,17)/t5-,6+,8+,9+,12+/m0/s1	UVSYURUCZPPUQD-MACXSXHHSA-N	434.0951127	CHEBI:61231		
BASm0004070	beta-D-Glc-(1->4)-alpha-D-Glc-di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\COP(=O)([O-])OP(=O)([O-])O[C@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O	C67H110O17P2	InChI=1S/C67H112O17P2/c1-47(2)23-13-24-48(3)25-14-26-49(4)27-15-28-50(5)29-16-30-51(6)31-17-32-52(7)33-18-34-53(8)35-19-36-54(9)37-20-38-55(10)39-21-40-56(11)41-22-42-57(12)43-44-79-85(75,76)84-86(77,78)83-67-64(74)62(72)65(59(46-69)81-67)82-66-63(73)61(71)60(70)58(45-68)80-66/h23,25,27,29,31,33,35,37,39,41,43,58-74H,13-22,24,26,28,30,32,34,36,38,40,42,44-46H2,1-12H3,(H,75,76)(H,77,78)/p-2/b48-25+,49-27+,50-29-,51-31-,52-33-,53-35-,54-37-,55-39-,56-41-,57-43-/t58-,59-,60-,61+,62-,63-,64-,65-,66+,67-/m1/s1	HHYLATBINJGPSB-DJAXFCFISA-L	1248.722923	CHEBI:61247		MMDBc0055757
BASm0004071	alpha-D-Man-(1->3)-beta-D-Glc-(1->4)-alpha-D-Glc-1-di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\COP(=O)([O-])OP(=O)([O-])O[C@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@H]2O)[C@H](O)[C@H]1O	C73H120O22P2	InChI=1S/C73H122O22P2/c1-48(2)23-13-24-49(3)25-14-26-50(4)27-15-28-51(5)29-16-30-52(6)31-17-32-53(7)33-18-34-54(8)35-19-36-55(9)37-20-38-56(10)39-21-40-57(11)41-22-42-58(12)43-44-88-96(84,85)95-97(86,87)94-73-67(82)65(80)69(61(47-76)91-73)92-72-68(83)70(63(78)60(46-75)90-72)93-71-66(81)64(79)62(77)59(45-74)89-71/h23,25,27,29,31,33,35,37,39,41,43,59-83H,13-22,24,26,28,30,32,34,36,38,40,42,44-47H2,1-12H3,(H,84,85)(H,86,87)/p-2/b49-25+,50-27+,51-29-,52-31-,53-33-,54-35-,55-37-,56-39-,57-41-,58-43-/t59-,60-,61-,62-,63-,64+,65-,66+,67-,68-,69-,70+,71-,72+,73-/m1/s1	USQFNTGHPUIHAS-KQIVHAJBSA-L	1410.775747	CHEBI:61252		MMDBc0055708
BASm0004072	alpha-D-glucosyl di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\COP(=O)([O-])OP(=O)([O-])O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C61H100O12P2	InChI=1S/C61H102O12P2/c1-46(2)23-13-24-47(3)25-14-26-48(4)27-15-28-49(5)29-16-30-50(6)31-17-32-51(7)33-18-34-52(8)35-19-36-53(9)37-20-38-54(10)39-21-40-55(11)41-22-42-56(12)43-44-70-74(66,67)73-75(68,69)72-61-60(65)59(64)58(63)57(45-62)71-61/h23,25,27,29,31,33,35,37,39,41,43,57-65H,13-22,24,26,28,30,32,34,36,38,40,42,44-45H2,1-12H3,(H,66,67)(H,68,69)/p-2/b47-25+,48-27+,49-29-,50-31-,51-33-,52-35-,53-37-,54-39-,55-41-,56-43-/t57-,58-,59+,60-,61-/m1/s1	WADQQVAMGZIDFQ-ZMDJJFASSA-L	1086.6701	CHEBI:61254		MMDBc0055707
BASm0004073	5-nitroanthranilate			Expected Solid	Nc1ccc([N+](=O)[O-])cc1C(=O)[O-]	C7H5N2O4	InChI=1S/C7H6N2O4/c8-6-2-1-4(9(12)13)3-5(6)7(10)11/h1-3H,8H2,(H,10,11)/p-1	RUCHWTKMOWXHLU-UHFFFAOYSA-M	181.0254802	CHEBI:61267		MMDBc0055578
BASm0004074	5-nitrosalicylate			Expected Solid	O=C([O-])c1cc([N+](=O)[O-])ccc1O	C7H4NO5	InChI=1S/C7H5NO5/c9-6-2-1-4(8(12)13)3-5(6)7(10)11/h1-3,9H,(H,10,11)/p-1	PPDRLQLKHRZIJC-UHFFFAOYSA-M	182.0094958	CHEBI:61268		MMDBc0055579
BASm0004075	baicalin	Baicalin is a flavone, a type of flavonoid. It is found in several species in the genus Scutellaria, including Scutellaria lateriflora (blue skullcap). There are 10 mg/g baicalin in Scutellaria galericulata (common skullcap) leaves. Baicalin is the glucuronide of baicalein. It is a component of Chinese medicinal herb Huang-chin (Scutellaria baicalensis) and one of the chemical ingredients of Sho-Saiko-To, an herbal supplement.	21967-41-9	Solid	O=C([O-])[C@H]1O[C@@H](Oc2cc3oc(-c4ccccc4)cc(=O)c3c(O)c2O)[C@H](O)[C@@H](O)[C@@H]1O	C21H18O11	InChI=1S/C21H18O11/c22-9-6-10(8-4-2-1-3-5-8)30-11-7-12(14(23)15(24)13(9)11)31-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21,23-27H,(H,28,29)/t16-,17-,18+,19-,21-/m0/s1	IKIIZLYTISPENI-UNJWAJPSSA-N	446.0849114	CHEBI:61283	HMDB0041832	
BASm0004076	scutellarin					C21H17O12		DJSISFGPUUYILV-ZFORQUDYSA-M	461.0725496	CHEBI:61284		
BASm0004077	wogonin 7-O-beta-D-glucuronate					C22H19O11		LNOHXHDWGCMVCO-NTKSAMNMSA-M	459.093285	CHEBI:61285	HMDB0153256	
BASm0004078	(2S)-3-sulfolactate			Expected Solid	[H]O[C@@]([H])(C([O-])=O)C([H])([H])S([O-])(=O)=O	C3H4O6S	InChI=1S/C3H6O6S/c4-2(3(5)6)1-10(7,8)9/h2,4H,1H2,(H,5,6)(H,7,8,9)/p-2/t2-/m1/s1	CQQGIWJSICOUON-UWTATZPHSA-L	167.9739562	CHEBI:61289	HMDB0060176	MMDBc0048604
BASm0004079	(R)-4-phosphopantoate			Expected Solid	[H][C@](O)(C([O-])=O)C(C)(C)COP([O-])([O-])=O	C6H10O7P	InChI=1S/C6H13O7P/c1-6(2,4(7)5(8)9)3-13-14(10,11)12/h4,7H,3H2,1-2H3,(H,8,9)(H2,10,11,12)/p-3/t4-/m0/s1	SVZWVVFMSSSVKX-BYPYZUCNSA-K	225.0180604	CHEBI:61294		MMDBc0055039
BASm0004080	germacra-1(10),4,11(13)-trien-12-oate					C15H21O2		IBJVPIJUFFVDBS-JBMXZMKISA-M	233.1547035	CHEBI:61301		
BASm0004081	solavetivol					C15H24O		QRPWLSKPROEDAH-KBUPBQIOSA-N	220.1827154	CHEBI:61307		
BASm0004083	XTP	Xanthosine 5-triphosphate (XTP) is a Guanosine triphosphate (GTP) analogue. The base of XTP, xanthine, bears a keto group instead of an amino group at C2 of the purine rings. XTP can substitute for GTP in supporting receptor-mediated adenylyl cyclase activation. XTP competitively inhibits the binding of GTP to the guanine nucleotide-binding site of retinal G-protein, transducin (TD). These suggests that GTP, ITP, and XTP are differential signal sorters and signal amplifiers at the G-protein level. G-proteins mediate signal transfer from receptors to effector systems. (PMID: 9337071). Xanthosine 5-triphosphate is an intermediate of the Purine metabolism pathway, a substrate of the enzymes dinucleoside tetraphosphatase (EC 3.6.1.17) and nucleoside-triphosphate pyrophosphatase (EC 3.6.1.19). (KEGG).	6253-56-1	Solid		C10H11N4O15P3		CAEFEWVYEZABLA-UUOKFMHZSA-J	519.945571	CHEBI:61314	HMDB0000293	
BASm0004084	(3Z)-hex-3-en-1-yl acetate	cis-3-Hexenyl acetate, also known as (Z)-3-hexenol acetic acid or acetate(3Z)-3-hexen-1-ol, is an acetate ester that results from the formal condensation of acetic acid with (Z)-hex-3-en-1-ol. It has a role as a metabolite. It is an acetate ester and an olefinic compound. It derives from a (Z)-hex-3-en-1-ol and an acetic acid. It belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). cis-3-Hexenyl acetate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. cis-3-Hexenyl acetate is a sweet, apple, and banana tasting compound. cis-3-Hexenyl acetate has been detected, but not quantified, in several different foods, such as tamarinds, sunburst squash (pattypan squash), carobs, pepper (Capsicum baccatum), and swedes.	3681-71-8		[H]\C(CC)=C(/[H])CCOC(C)=O	C8H14O2	InChI=1S/C8H14O2/c1-3-4-5-6-7-10-8(2)9/h4-5H,3,6-7H2,1-2H3/b5-4-	NPFVOOAXDOBMCE-PLNGDYQASA-N	142.0993797	CHEBI:61316	HMDB0040215	
BASm0004085	pratensein	Pratensein is found in chickpea. Pratensein is a constituent of Cicer arietinum (chickpea)	2284-31-3	Solid		C16H11O6		FPIOBTBNRZPWJW-UHFFFAOYSA-M	299.0561117	CHEBI:61323	HMDB0030617	
BASm0004086	5-hydroxypseudobaptigenin				O=c1c(-c2ccc3c(c2)OCO3)coc2cc([O-])cc(O)c12	C16H10O6	InChI=1S/C16H10O6/c17-9-4-11(18)15-14(5-9)20-6-10(16(15)19)8-1-2-12-13(3-8)22-7-21-12/h1-6,17-18H,7H2	BNFXYMBRFDJYCH-UHFFFAOYSA-N	298.047738	CHEBI:61339	HMDB0150602	
BASm0004087	(S)-beta-macrocarpene				CC1=CC[C@@H](C2=CCCC(C)(C)C2)CC1	C15H24	InChI=1S/C15H24/c1-12-6-8-13(9-7-12)14-5-4-10-15(2,3)11-14/h5-6,13H,4,7-11H2,1-3H3	BKRLNEMLMVJATK-UHFFFAOYSA-N	204.1878008	CHEBI:61344		
BASm0004088	beta-D-Gal-(1->4)-[alpha-L-Fuc-(1->3)]-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-D-Glc	Lacto-N-fucopentaose III (LNFPIII) is a polylactosamine sugar, predominant carbohydrate found in S. mansoni egg Ag. Lewis type carbohydrate LNFPIII can function as an adjuvant by their ability to induce a Th2 response (PMID:11418681). LNFPIII/LeX is also expressed by immunosuppressive helminth parasites, by bacteria, and on a number of tumor/cancer cells. According to Atochina et al., LNFPIII-stimulated macrophages secrete prostaglandin E(2), interleukin-10 (IL-10), and tumor necrosis factor alpha (TNF-alpha) but a very low level of IL-12. Interestingly, addition of anti-TNF-alpha, anti-IL-10, or anti-IL-12 monoclonal antibodies did not significantly alter NK cell activity. It shows that soluble mediators are not critical for LNFPIII-stimulated macrophage activation of NK cells and provide further evidence for the importance of cell-cell contact and CD40-CD40L interactions between macrophages and NK cells. (PMID:16148169).	213250-53-4	Solid	CC(=O)N[C@H]1[C@H](O[C@H]2[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]3[C@H](O)[C@@H](O)C(O)O[C@@H]3CO)[C@@H]2O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@@H]1O[C@@H]1O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]1O	C32H55NO25	InChI=1S/C32H55NO25/c1-8-16(42)20(46)22(48)30(51-8)57-27-15(33-9(2)39)29(54-14(7-38)26(27)56-31-23(49)21(47)18(44)12(5-36)52-31)58-28-19(45)13(6-37)53-32(24(28)50)55-25(11(41)4-35)17(43)10(40)3-34/h3,8,10-32,35-38,40-50H,4-7H2,1-2H3,(H,33,39)/t8-,10+,11?,12?,13?,14-,15?,16+,17-,18?,19?,20+,21?,22?,23-,24-,25?,26?,27-,28+,29+,30-,31+,32+/m1/s1	WMYQZGAEYLPOSX-JOEMMLBASA-N	853.3063163	CHEBI:61352	HMDB0006696	
BASm0004089	2'-(5''-triphospho-alpha-D-ribosyl)-3'-dephospho-CoA			Expected Solid	[H][C@](O)(C([O-])=NCCC([O-])=NCCS)C(C)(C)COP(O)(=O)OP([O-])(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O[C@@]2([H])O[C@]([H])(COP([O-])(=O)OP(O)(=O)OP([O-])([O-])=O)[C@@]([H])(O)[C@@]2([H])O)[C@]1([H])O	C26H40N7O26P5S	InChI=1S/C26H46N7O26P5S/c1-26(2,20(38)23(39)29-4-3-14(34)28-5-6-65)9-53-63(47,48)58-61(43,44)52-8-13-17(36)19(24(54-13)33-11-32-15-21(27)30-10-31-22(15)33)56-25-18(37)16(35)12(55-25)7-51-62(45,46)59-64(49,50)57-60(40,41)42/h10-13,16-20,24-25,35-38,65H,3-9H2,1-2H3,(H,28,34)(H,29,39)(H,43,44)(H,45,46)(H,47,48)(H,49,50)(H2,27,30,31)(H2,40,41,42)/p-6/t12-,13-,16-,17-,18-,19-,20+,24-,25-/m1/s1	NFWZJXFBUKDGOX-HWCXJHOSSA-H	1053.046472	CHEBI:61378		MMDBc0055306
BASm0004090	D-mannitol 1-phosphate	An organophosphate oxoanion arising from deprotonation of the phosphate OH groups of D-mannitol.			O=P([O-])([O-])OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO	C6H13O9P	InChI=1S/C6H15O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h3-11H,1-2H2,(H2,12,13,14)/p-2/t3-,4-,5-,6-/m1/s1	GACTWZZMVMUKNG-KVTDHHQDSA-L		CHEBI:61381		
BASm0004091	dITP	2'-Deoxyinosine triphosphate (dITP) is a deoxyribonucleotide that may be generated from dATP by slow, non-enzymatic hydrolysis or by reduction of ITP. Normally, the cellular dITP concentration is very low. The inability to demonstrate the synthesis of dITP in cellular preparations has been attributed to the presence in the cytoplasm of an inosine triphosphatase pyrophosphatase (ITPase, EC 3.6.1.19), an enzyme that does not permit accumulation of these nucleotides. dITP can be incorporated into DNA by polymerases. The deoxyribonucleotide dITP behaves as a dGTP analogue and is incorporated opposite cytosine with about 50% efficiency. Both isolated nuclei and purified DNA polymerases rapidly incorporated dITP into DNA. In the presence of ATP, dITP is stabilized in extracts of nuclei. dITP exist in all cells and is potentially mutagenic, and the levels of these nucleotides are controlled by ITPase. The function of this ubiquitous protein family is proposed to be the elimination of minor potentially mutagenic or clastogenic purine nucleoside triphosphates from the cell. (PMID: 11278832).	16595-02-01	Solid	O=c1[nH]cnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])O1	C10H15N4O13P3	InChI=1S/C10H15N4O13P3/c15-5-1-7(14-4-13-8-9(14)11-3-12-10(8)16)25-6(5)2-24-29(20,21)27-30(22,23)26-28(17,18)19/h3-7,15H,1-2H2,(H,20,21)(H,22,23)(H,11,12,16)(H2,17,18,19)/t5-,6+,7+/m0/s1	UFJPAQSLHAGEBL-RRKCRQDMSA-N	491.9848461	CHEBI:61382	HMDB0003537	
BASm0004092	UDP-N-acetyl-alpha-D-muramoyl-L-alanyl-gamma-D-glutamyl-meso-2,6-diaminopimeloyl-D-alanyl-D-alanine			Expected Solid	[H][C@@](N)(CCC[C@]([H])(N=C([O-])CC[C@@]([H])(N=C(O)[C@]([H])(C)N=C(O)[C@@]([H])(C)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)O[C@]([H])(OP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=CC([O-])=NC3=O)[C@]([H])(O)[C@]2([H])O)[C@]1([H])N=C(C)[O-])C(O)=O)C(O)=N[C@]([H])(C)C([O-])=N[C@]([H])(C)C(O)=O)C(O)=O	C41H61N9O28P2	InChI=1S/C41H65N9O28P2/c1-15(32(58)45-17(3)37(62)63)44-35(61)21(8-6-7-20(42)38(64)65)47-25(53)10-9-22(39(66)67)48-33(59)16(2)43-34(60)18(4)74-31-27(46-19(5)52)40(76-23(13-51)29(31)56)77-80(71,72)78-79(69,70)73-14-24-28(55)30(57)36(75-24)50-12-11-26(54)49-41(50)68/h11-12,15-18,20-24,27-31,36,40,51,55-57H,6-10,13-14,42H2,1-5H3,(H,43,60)(H,44,61)(H,45,58)(H,46,52)(H,47,53)(H,48,59)(H,62,63)(H,64,65)(H,66,67)(H,69,70)(H,71,72)(H,49,54,68)/p-4/t15-,16+,17-,18-,20-,21+,22-,23-,24-,27-,28-,29-,30-,31-,36-,40-/m1/s1	IMWOXEZVYQDRDF-MCZXNMLPSA-J	1189.312321	CHEBI:61386		MMDBc0054691
BASm0004093	di-trans-octa-cis-undecaprenyl diphospho-N-acetyl-alpha-D-muramoyl-L-alanyl-D-glutamyl-meso-2,6-diaminopimeloyl-D-alanyl-D-alanine			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP(O)(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O[C@]([H])(C)C(O)=N[C@@]([H])(C)C([O-])=N[C@]([H])(CCC([O-])=N[C@@]([H])(CCC[C@@]([H])(N)C(O)=O)C(O)=N[C@]([H])(C)C([O-])=N[C@]([H])(C)C(O)=O)C(O)=O)[C@@]1([H])N=C(C)[O-])=C(\C)CCC=C(C)C	C87H139N7O23P2	InChI=1S/C87H143N7O23P2/c1-56(2)29-18-30-57(3)31-19-32-58(4)33-20-34-59(5)35-21-36-60(6)37-22-38-61(7)39-23-40-62(8)41-24-42-63(9)43-25-44-64(10)45-26-46-65(11)47-27-48-66(12)53-54-113-118(109,110)117-119(111,112)116-87-77(92-71(17)96)79(78(98)75(55-95)115-87)114-70(16)82(101)89-68(14)81(100)94-74(86(107)108)51-52-76(97)93-73(50-28-49-72(88)85(105)106)83(102)90-67(13)80(99)91-69(15)84(103)104/h29,31,33,35,37,39,41,43,45,47,53,67-70,72-75,77-79,87,95,98H,18-28,30,32,34,36,38,40,42,44,46,48-52,54-55,88H2,1-17H3,(H,89,101)(H,90,102)(H,91,99)(H,92,96)(H,93,97)(H,94,100)(H,103,104)(H,105,106)(H,107,108)(H,109,110)(H,111,112)/p-4/b57-31+,58-33+,59-35-,60-37-,61-39-,62-41-,63-43-,64-45-,65-47-,66-53-/t67-,68+,69-,70-,72-,73+,74-,75-,77-,78-,79-,87-/m1/s1	PNWZQTONLRRPST-KLDRQJOASA-J	1711.941952	CHEBI:61387		MMDBc0055906
BASm0004094	di-trans-octa-cis-undecaprenyl diphospho-[N-acetyl-alpha-D-glucosaminyl-(1->4)]-N-acetyl-alpha-D-muramoyl-L-alanyl-D-glutamyl-meso-2,6-diaminopimeloyl-D-alanyl-D-alanine			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP(O)(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])N=C(C)[O-])[C@]([H])(O[C@]([H])(C)C(O)=N[C@@]([H])(C)C(O)=N[C@]([H])(CCC([O-])=N[C@@]([H])(CCC[C@@]([H])(N)C(O)=O)C(O)=N[C@]([H])(C)C([O-])=N[C@]([H])(C)C(O)=O)C(O)=O)[C@@]1([H])N=C(C)[O-])=C(\C)CCC=C(C)C	C95H152N8O28P2	InChI=1S/C95H156N8O28P2/c1-58(2)30-19-31-59(3)32-20-33-60(4)34-21-35-61(5)36-22-37-62(6)38-23-39-63(7)40-24-41-64(8)42-25-43-65(9)44-26-45-66(10)46-27-47-67(11)48-28-49-68(12)54-55-125-132(121,122)131-133(123,124)130-95-82(101-74(18)107)86(85(79(57-105)128-95)129-94-81(100-73(17)106)84(110)83(109)78(56-104)127-94)126-72(16)89(113)97-70(14)88(112)103-77(93(119)120)52-53-80(108)102-76(51-29-50-75(96)92(117)118)90(114)98-69(13)87(111)99-71(15)91(115)116/h30,32,34,36,38,40,42,44,46,48,54,69-72,75-79,81-86,94-95,104-105,109-110H,19-29,31,33,35,37,39,41,43,45,47,49-53,55-57,96H2,1-18H3,(H,97,113)(H,98,114)(H,99,111)(H,100,106)(H,101,107)(H,102,108)(H,103,112)(H,115,116)(H,117,118)(H,119,120)(H,121,122)(H,123,124)/p-4/b59-32+,60-34+,61-36-,62-38-,63-40-,64-42-,65-44-,66-46-,67-48-,68-54-/t69-,70+,71-,72-,75-,76+,77-,78-,79-,81-,82-,83-,84-,85-,86-,94+,95-/m1/s1	OXJNZXDFVLDLEI-MBCYCBSHSA-J	1915.021325	CHEBI:61388		MMDBc0055905
BASm0004095	N(6)-(6-phospho-D-fructosyl)-L-lysine			Expected Solid	[H][C@](N)(CCCCNCC(=O)[C@@]([H])(O)[C@]([H])(O)[C@]([H])(O)COP(O)(O)=O)C([O-])=O	C12H24N2O10P	InChI=1S/C12H25N2O10P/c13-7(12(19)20)3-1-2-4-14-5-8(15)10(17)11(18)9(16)6-24-25(21,22)23/h7,9-11,14,16-18H,1-6,13H2,(H,19,20)(H2,21,22,23)/p-1/t7-,9+,10+,11+/m0/s1	ZICZRZZPXBCXCE-AYHFEMFVSA-M	387.1174056	CHEBI:61392		MMDBc0056193
BASm0004096	N(6)-(D-fructosyl)-L-lysine			Expected Solid	[H][C@]([NH3+])(CCCCNCC(=O)[C@@]([H])(O)[C@]([H])(O)[C@]([H])(O)CO)C(O)=O	C12H25N2O7	InChI=1S/C12H24N2O7/c13-7(12(20)21)3-1-2-4-14-5-8(16)10(18)11(19)9(17)6-15/h7,9-11,14-15,17-19H,1-6,13H2,(H,20,21)/p+1/t7-,9+,10+,11+/m0/s1	BFSYFTQDGRDJNV-AYHFEMFVSA-O	309.1656276	CHEBI:61393		MMDBc0056195
BASm0004097	L-alanyl-D-glutamate	L-ala-gamma-D-glu is a member of the chemical class known as Hybrid Peptides. These are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta).  UDPMurNAc-L-Ala-gamma-D-Glu-X-D-Ala-DAla (X = L-Lys or m-DAP) is the cytoplasmic precursor for the lipid-linked cycle of bacterial peptidoglycan biosynthesis, consisting of at least four enzymatic reactions, which are targets for antibacterial agents. (PMID 17216029)		Expected Solid	[H][C@@](C)(N)C(O)=N[C@]([H])(CCC([O-])=O)C(O)=O	C8H13N2O5	InChI=1S/C8H14N2O5/c1-4(9)7(13)10-5(8(14)15)2-3-6(11)12/h4-5H,2-3,9H2,1H3,(H,10,13)(H,11,12)(H,14,15)/p-1/t4-,5+/m0/s1	VYZAGTDAHUIRQA-CRCLSJGQSA-M	217.0824465	CHEBI:61395		MMDBc0030198
BASm0004098	L-alanyl-L-glutamate	L-Alanine-L-glutamate is a dipeptide composed of alanine and glutamate. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.		Expected Solid	[H][C@@](C)(N)C(O)=N[C@@]([H])(CCC([O-])=O)C(O)=O	C8H13N2O5	InChI=1S/C8H14N2O5/c1-4(9)7(13)10-5(8(14)15)2-3-6(11)12/h4-5H,2-3,9H2,1H3,(H,10,13)(H,11,12)(H,14,15)/p-1/t4-,5-/m0/s1	VYZAGTDAHUIRQA-WHFBIAKZSA-M	217.0824465	CHEBI:61396		MMDBc0031620
BASm0004099	L-alanyl-gamma-D-glutamyl-meso-diaminoheptanedioate			Expected Solid	[H][C@@](C)(N)C(O)=N[C@]([H])(CCC([O-])=N[C@]([H])(CCC[C@]([H])(N)C(O)=O)C(O)=O)C(O)=O	C15H25N4O8	InChI=1S/C15H26N4O8/c1-7(16)12(21)19-10(15(26)27)5-6-11(20)18-9(14(24)25)4-2-3-8(17)13(22)23/h7-10H,2-6,16-17H2,1H3,(H,18,20)(H,19,21)(H,22,23)(H,24,25)(H,26,27)/p-1/t7-,8-,9+,10+/m0/s1	FMNCPUGORYYCEM-AXTSPUMRSA-M	389.1677874	CHEBI:61401		MMDBc0056055
BASm0004100	ITP	Inosine triphosphate (ITP) is an intermediate in the purine metabolism pathway. Relatively high levels of ITP in red cells are found in individuals as result of deficiency of inosine triphosphatase (EC 3.1.3.56, ITPase) ITPase is a cytosolic nucleoside triphosphate pyrophosphohydrolase specific for ITP catalysis to inosine monophosphate (IMP) and deoxy-inosine triphosphate (dITP) to deoxy-inosine monophosphate. ITPase deficiency is not associated with any defined pathology other than the characteristic and abnormal accumulation of ITP in red blood cells. Nevertheless, ITPase deficiency may have pharmacogenomic implications, and the abnormal metabolism of 6-mercaptopurine in ITPase-deficient patients may lead to thiopurine drug toxicity. ITPase's function is not clearly understood but possible roles for ITPase could be to prevent the accumulation of rogue nucleotides which would be otherwise incorporated into DNA and RNA, or compete with nucleotides such as GTP in signalling processes. (PMID: 170291, 1204209, 17113761, 17924837).	0132-06-09	Solid	O=c1[nH]cnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C10H15N4O14P3	InChI=1S/C10H15N4O14P3/c15-6-4(1-25-30(21,22)28-31(23,24)27-29(18,19)20)26-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17/h2-4,6-7,10,15-16H,1H2,(H,21,22)(H,23,24)(H,11,12,17)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1	HAEJPQIATWHALX-KQYNXXCUSA-N	507.9797607	CHEBI:61402	HMDB0000189	
BASm0004101	N(6)-(D-psicosyl)-L-lysine			Expected Solid	[H][C@]([NH3+])(CCCCNCC(=O)[C@]([H])(O)[C@]([H])(O)[C@]([H])(O)CO)C(O)=O	C12H25N2O7	InChI=1S/C12H24N2O7/c13-7(12(20)21)3-1-2-4-14-5-8(16)10(18)11(19)9(17)6-15/h7,9-11,14-15,17-19H,1-6,13H2,(H,20,21)/p+1/t7-,9+,10-,11+/m0/s1	BFSYFTQDGRDJNV-CDEVMZEPSA-O	309.1656276	CHEBI:61403		MMDBc0056196
BASm0004102	dATP	dATP is a special carrier of energy and is the molecule adenosine triphosphate, or ATP. The ATP molecule is composed of three components. At the centre is a sugar molecule, [[ribose] (the same sugar that forms the basis of DNA). Attached to one side of this is a base (a group consisting of linked rings of carbon and nitrogen atoms); in this case the base is adenine. The other side of the sugar is attached to a string of phosphate groups. These phosphates are the key to the activity of ATP. ATP consists of a base, in this case adenine (red), a ribose (magenta) and a phosphate chain (blue). ATP works by losing the endmost phosphate group when instructed to do so by an enzyme. This reaction releases a lot of energy, which the organism can then use to build proteins, etc.	1927-31-7	Solid	[H][C@]1(O)C[C@@]([H])(O[C@]1([H])COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)N1C=NC2=C(N)N=CN=C12	C10H12N5O12P3	InChI=1S/C10H16N5O12P3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(25-7)2-24-29(20,21)27-30(22,23)26-28(17,18)19/h3-7,16H,1-2H2,(H,20,21)(H,22,23)(H2,11,12,13)(H2,17,18,19)/p-4/t5-,6+,7+/m0/s1	SUYVUBYJARFZHO-RRKCRQDMSA-J	486.9717262	CHEBI:61404	HMDB01532	MMDBc0029667
BASm0004103	(2E)-tetradecenoyl-CoA	(2E)-Tetradecenoyl-CoA is an intermediate in fatty acid metabolism, the substrate of the enzymes acyl-CoA oxidase and Oxidoreductases [EC 1.3.3.6-1.3.99.-] and enzymes acyl-CoA dehydrogenase, long-chain-acyl-CoA dehydrogenase [EC 1.3.99.3-1.3.99.13]; (2E)-Tetradecenoyl-CoA is an intermediate in fatty acid elongation in mitochondria, being the substrate of the enzyme trans-2-enoyl-CoA reductase (NADPH) [EC 1.3.1.38]. (KEGG).	38795-33-4	Solid	CCCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C35H60N7O17P3S	InChI=1S/C35H60N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h14-15,22-24,28-30,34,45-46H,4-13,16-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/b15-14+/t24-,28-,29-,30?,34-/m1/s1	MBCVYCOKMMMWLX-IKUURZALSA-N	975.2979238	CHEBI:61405	HMDB0003946	
BASm0004104	(2E)-decenoyl-CoA	Trans-delta2-decenoyl-coa, also known as trans-dec-2-enoyl-coa tetraanion or (2e)-decenoyl-coa, is a member of the class of compounds known as medium-chain 2-enoyl coas. Medium-chain 2-enoyl coas are organic compounds containing a coenzyme A substructure linked to a medium-chain 2-enoyl chain of 5 to 12 carbon atoms. Trans-delta2-decenoyl-coa is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa). Trans-delta2-decenoyl-coa can be found in a number of food items such as sago palm, macadamia nut, pot marjoram, and pomes, which makes trans-delta2-decenoyl-coa a potential biomarker for the consumption of these food products.			[H]\C(CCCCCCC)=C(\[H])C(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C31H48N7O17P3S	InChI=1S/C31H52N7O17P3S/c1-4-5-6-7-8-9-10-11-22(40)59-15-14-33-21(39)12-13-34-29(43)26(42)31(2,3)17-52-58(49,50)55-57(47,48)51-16-20-25(54-56(44,45)46)24(41)30(53-20)38-19-37-23-27(32)35-18-36-28(23)38/h10-11,18-20,24-26,30,41-42H,4-9,12-17H2,1-3H3,(H,33,39)(H,34,43)(H,47,48)(H,49,50)(H2,32,35,36)(H2,44,45,46)/p-4/b11-10+/t20-,24-,25-,26+,30-/m1/s1	MGNBGCRQQFMNBM-YJHHLLFWSA-J	915.2062196	CHEBI:61406	HMDB0304511	
BASm0004105	TDP	Is an intermediate in the Thymidylate kinase (EC 2.7.4.9; ATP:dTMP phosphotransferase) catalyzes the phosphorylation of dTMP (to form dTDP) in the dTTP synthesis pathway for DNA synthesis. (OMIM 188345 )	491-97-4	Solid	Cc1cn([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])[O-])[C@@H](O)[C@H]2O)c(=O)[nH]c1=O	C10H16N2O11P2	InChI=1S/C10H16N2O11P2/c1-5-3-12(10(15)11-9(5)14)8-2-6(13)7(22-8)4-21-25(19,20)23-24(16,17)18/h3,6-8,13H,2,4H2,1H3,(H,19,20)(H,11,14,15)(H2,16,17,18)/t6-,7+,8+/m0/s1	UJLXYODCHAELLY-XLPZGREQSA-N	402.0229324	CHEBI:61417	HMDB0001274	
BASm0004106	dGTP	Under normal physiologic conditions, deoxyguanosine (dGuo) undergoes phosphorolysis by purine nucleoside phosphorylase (PNP, EC 2.4.2.1, an enzyme involved in the recycling of nucleosides and deoxynucleosides in cellular remodeling). However, when PNP is inhibited, deoxycytidine kinase (dCK, EC 2.7.1.74) shunts unmetabolized dGuo into deoxyguanosine triphosphate (dGTP), which accumulates and blocks DNA synthesis. Deficiency of purine nucleoside phosphorylase results in defective T-cell immunity. A correlation between the degree of T cell inhibition and the level of dCK activity is observed.  (A356, A357).	2564-35-4	Solid	Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])O2)c(=O)[nH]1	C10H16N5O13P3	InChI=1S/C10H16N5O13P3/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(26-6)2-25-30(21,22)28-31(23,24)27-29(18,19)20/h3-6,16H,1-2H2,(H,21,22)(H,23,24)(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m0/s1	HAAZLUGHYHWQIW-KVQBGUIXSA-N		CHEBI:61429	HMDB01440	
BASm0004107	decanoyl-CoA	Decanoyl CoA is a human liver acyl-CoA ester. It is selected to determine apparent kinetic constants for human liver acyl-CoA due to its relevance to the human diseases with cellular accumulation of this esters, especially to metabolic defects in the acyl-CoA dehydrogenation steps of the branched-chain amino acids, lysine, 5-hydroxy lysine, tryptophan, and fatty acid oxidation pathways. It is concluded that the substrate concentration is decisive for the glycine conjugate formation and that the occurrence in urine of acylglycines reflects an intramitochondrial accumulation of the corresponding acyl-CoA ester. (PMID: 3707752).	1264-57-9	Solid	CCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C31H54N7O17P3S	InChI=1S/C31H54N7O17P3S/c1-4-5-6-7-8-9-10-11-22(40)59-15-14-33-21(39)12-13-34-29(43)26(42)31(2,3)17-52-58(49,50)55-57(47,48)51-16-20-25(54-56(44,45)46)24(41)30(53-20)38-19-37-23-27(32)35-18-36-28(23)38/h18-20,24-26,30,41-42H,4-17H2,1-3H3,(H,33,39)(H,34,43)(H,47,48)(H,49,50)(H2,32,35,36)(H2,44,45,46)/t20-,24-,25-,26?,30-/m1/s1	CNKJPHSEFDPYDB-BOJFXZHGSA-N	921.2509736	CHEBI:61430	HMDB0006404	
BASm0004108	(2E,4Z)-2-hydroxy-6-oxononadienedioate				O=C([O-])CCC(=O)/C=C\C=C(\O)C(=O)[O-]	C9H8O6	InChI=1S/C9H10O6/c10-6(4-5-8(12)13)2-1-3-7(11)9(14)15/h1-3,11H,4-5H2,(H,12,13)(H,14,15)/p-2/b2-1-,7-3+	RFENOVFRMPRRJI-AFCKVHGPSA-L	212.0331851	CHEBI:61449		
BASm0004109	(2E,4Z,7E)-2-hydroxy-6-oxonona-2,4,7-trienedioate				O=C([O-])/C=C/C(=O)/C=C\C=C(\O)C(=O)[O-]	C9H6O6	InChI=1S/C9H8O6/c10-6(4-5-8(12)13)2-1-3-7(11)9(14)15/h1-5,11H,(H,12,13)(H,14,15)/p-2/b2-1-,5-4+,7-3+	WCJYZUFKKTYNLB-PFCALIJCSA-L	210.0164379	CHEBI:61450		
BASm0004110	(2E)-3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)prop-2-enoate	Cis-3-(3-carboxyethenyl)-3,5-cyclohexadiene-1,2-diol belongs to the class of Unsaturated Fatty Acids. These are fatty acids whose chain contains at least one CC double bond. (inferred from compound structure)			O=C([O-])/C=C/C1=CC=C[C@H](O)[C@@H]1O	C9H10O4	InChI=1S/C9H10O4/c10-7-3-1-2-6(9(7)13)4-5-8(11)12/h1-5,7,9-10,13H,(H,11,12)/b5-4+/t7-,9+/m0/s1	AEUBLTTWYCDTGM-HXOXMVQHSA-N	182.0579088	CHEBI:61451		
BASm0004111	GDP-beta-L-galactose	A GDP-L-galactose(2-) having beta-configuration at the anomeric centre of the L-galactose fragment.			Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@H]3O[C@@H](CO)[C@@H](O)[C@@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1	C16H23N5O16P2	InChI=1S/C16H25N5O16P2/c17-16-19-12-6(13(28)20-16)18-3-21(12)14-10(26)8(24)5(34-14)2-33-38(29,30)37-39(31,32)36-15-11(27)9(25)7(23)4(1-22)35-15/h3-5,7-11,14-15,22-27H,1-2H2,(H,29,30)(H,31,32)(H3,17,19,20,28)/p-2/t4-,5+,7+,8+,9+,10+,11-,14+,15+/m0/s1	MVMSCBBUIHUTGJ-JGQUBWHWSA-L		CHEBI:61454		
BASm0004112	UDP-beta-L-arabinopyranose	UDP-L-arabinose, also known as UDP-beta-L-arap or UDP-b-L-arabinose, belongs to the class of organic compounds known as pyrimidine ribonucleoside diphosphates. These are pyrimidine ribonucleotides with diphosphate group linked to the ribose moiety. UDP-L-arabinose is an extremely weak basic (essentially neutral) compound (based on its pKa). UDP-L-arabinose is expected to be in Cannabis as all living plants are known to produce and metabolize it.	15839-78-8	1		C14H20N2O16P2		DQQDLYVHOTZLOR-IAZOVDBXSA-L	534.0299037	CHEBI:61457		
BASm0004113	UDP-beta-L-arabinofuranose			Expected Solid		C14H20N2O16P2		QGNZSCRNMXQWNR-IAZOVDBXSA-L	534.0299037	CHEBI:61463		MMDBc0053893
BASm0004114	2-methoxy-6-all-trans-hexaprenyl-1,4-benzoquinol	2-methoxy-6-(all-trans-hexaprenyl)-1,4-benzoquinol, also known as 6-methoxy-2-hexaprenylhydroquinone or 2-hexaprenyl-6-methoxy-1,4-benzoquinol, is a member of the class of compounds known as 2-polyprenyl-6-methoxyphenols. 2-polyprenyl-6-methoxyphenols are compounds containing a polyisoprene chain attached at the 2-position of a 6-methoxyphenol group. 2-methoxy-6-(all-trans-hexaprenyl)-1,4-benzoquinol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 2-methoxy-6-(all-trans-hexaprenyl)-1,4-benzoquinol can be found in a number of food items such as cottonseed, lentils, caraway, and black cabbage, which makes 2-methoxy-6-(all-trans-hexaprenyl)-1,4-benzoquinol a potential biomarker for the consumption of these food products. 2-methoxy-6-(all-trans-hexaprenyl)-1,4-benzoquinol may be a unique E.coli metabolite.			[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=CC(O)=CC(OC)=C1O)=C(\C)CCC=C(C)C	C37H56O3	InChI=1S/C37H56O3/c1-28(2)14-9-15-29(3)16-10-17-30(4)18-11-19-31(5)20-12-21-32(6)22-13-23-33(7)24-25-34-26-35(38)27-36(40-8)37(34)39/h14,16,18,20,22,24,26-27,38-39H,9-13,15,17,19,21,23,25H2,1-8H3/b29-16+,30-18+,31-20+,32-22+,33-24+	ZAGWHOPYPMUKOK-FRICUITQSA-N	548.4229457	CHEBI:61472	HMDB0304075	
BASm0004115	6-methoxy-3-methyl-2-all-trans-hexaprenyl-1,4-benzoquinol	6-methoxy-3-methyl-2-all-trans-hexaprenyl-1,4-benzoquinol, also known as 2-hexaprenyl-3-methyl-6-methoxy-1,4-benzoquinol or 5-methoxy-2-methyl-3-hexaprenylhydroquinone, is a member of the class of compounds known as 2-polyprenyl-6-methoxyphenols. 2-polyprenyl-6-methoxyphenols are compounds containing a polyisoprene chain attached at the 2-position of a 6-methoxyphenol group. 6-methoxy-3-methyl-2-all-trans-hexaprenyl-1,4-benzoquinol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 6-methoxy-3-methyl-2-all-trans-hexaprenyl-1,4-benzoquinol can be found in a number of food items such as sweet basil, soursop, pineapple, and ohelo berry, which makes 6-methoxy-3-methyl-2-all-trans-hexaprenyl-1,4-benzoquinol a potential biomarker for the consumption of these food products. 6-methoxy-3-methyl-2-all-trans-hexaprenyl-1,4-benzoquinol may be a unique E.coli metabolite.			[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=C(C)C(O)=CC(OC)=C1O)=C(\C)CCC=C(C)C	C38H58O3	InChI=1S/C38H58O3/c1-28(2)15-10-16-29(3)17-11-18-30(4)19-12-20-31(5)21-13-22-32(6)23-14-24-33(7)25-26-35-34(8)36(39)27-37(41-9)38(35)40/h15,17,19,21,23,25,27,39-40H,10-14,16,18,20,22,24,26H2,1-9H3/b29-17+,30-19+,31-21+,32-23+,33-25+	ATQQULXELMEJIX-NSUIJKAQSA-N	562.4385957	CHEBI:61473	HMDB0304230	
BASm0004116	germacrene C					C15H24		WYGLLWYGQRUNLF-XZCMGSLHSA-N	204.1878008	CHEBI:61478		
BASm0004117	dCTP	Deoxycytidine triphosphate (dCTP) is a cytidine nucleotide triphosphate that is used whenever DNA is synthesized, such as in the polymerase chain reaction. e.g.:.	2056-98-6	Solid		C9H12N3O13P3		RGWHQCVHVJXOKC-SHYZEUOFSA-J	462.9604928	CHEBI:61481	HMDB0000998	
BASm0004118	UDP-3-O-[(3R)-3-hydroxytetradecanoyl]-N-acetyl-alpha-D-glucosamine	UDP-3-O-[(3R)-3-hydroxymyristoyl]-N-acetyl-alpha-D-glucosamine is an intermediate in lipid IVA biosynthesis pathway in E.coli. It is a substrate for the enzymes UDP-3-O-acyl-N-acetylglucosamine deacetylase which catalyzes the reaction UDP-3-O-[(3R)-3-hydr		Expected Solid	[H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)O[C@]([H])(OP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=CC([O-])=NC3=O)[C@]([H])(O)[C@]2([H])O)[C@]1([H])N=C(C)[O-]	C31H51N3O19P2	InChI=1S/C31H53N3O19P2/c1-3-4-5-6-7-8-9-10-11-12-19(37)15-23(39)51-28-24(32-18(2)36)30(50-20(16-35)26(28)41)52-55(46,47)53-54(44,45)48-17-21-25(40)27(42)29(49-21)34-14-13-22(38)33-31(34)43/h13-14,19-21,24-30,35,37,40-42H,3-12,15-17H2,1-2H3,(H,32,36)(H,44,45)(H,46,47)(H,33,38,43)/p-2/t19-,20-,21-,24-,25-,26-,27-,28-,29-,30-/m1/s1	TZSJGZGYQDNRRX-MPLCHSTDSA-L	831.2602976	CHEBI:61494		MMDBc0032881
BASm0004119	beta-D-ManNAcA-(1->4)-alpha-D-GlcNAc-di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP(O)(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(C([O-])=O)[C@@]([H])(O)[C@]([H])(O)[C@]2([H])N=C(C)[O-])[C@]([H])(O)[C@@]1([H])N=C(C)[O-])=C(\C)CCC=C(C)C	C71H113N2O18P2	InChI=1S/C71H116N2O18P2/c1-48(2)25-15-26-49(3)27-16-28-50(4)29-17-30-51(5)31-18-32-52(6)33-19-34-53(7)35-20-36-54(8)37-21-38-55(9)39-22-40-56(10)41-23-42-57(11)43-24-44-58(12)45-46-86-92(82,83)91-93(84,85)90-71-63(73-60(14)76)65(78)67(61(47-74)87-71)88-70-62(72-59(13)75)64(77)66(79)68(89-70)69(80)81/h25,27,29,31,33,35,37,39,41,43,45,61-68,70-71,74,77-79H,15-24,26,28,30,32,34,36,38,40,42,44,46-47H2,1-14H3,(H,72,75)(H,73,76)(H,80,81)(H,82,83)(H,84,85)/p-3/b49-27+,50-29+,51-31-,52-33-,53-35-,54-37-,55-39-,56-41-,57-43-,58-45-/t61-,62+,63-,64-,65-,66+,67-,68+,70-,71-/m1/s1	IGGGNUSEBUZFTR-YETNCWQZSA-K	1343.74801	CHEBI:61495		MMDBc0055767
BASm0004120	alpha-D-FucNAc4-(1->4)-beta-D-ManNAcA-(1->4)-D-GlcNAc-undecaprenyl diphosphate					C79H126N3O22P2		PSONHUYFSWYIME-QSIPGKSISA-K	1530.832467	CHEBI:61496		
BASm0004121	L-alpha-D-Hep-(1->5)-[alpha-Kdo-(2->4)]-alpha-Kdo-(2->6)-lipid A (E. coli)	Heptosyl-kdo2-lipid a belongs to the class of Hexose Oligosaccharides. These are oligosaccharides in which the saccharide units are hexoses. (inferred from compound structure)		Expected Solid	[H][C@@]1(O[C@@](C[C@@H](O)[C@H]1O)(O[C@@H]1C[C@@](OC[C@H]2O[C@@H](OC[C@H]3O[C@H](OP([O-])([O-])=O)[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]3O)[C@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@H]2OP([O-])([O-])=O)(O[C@]([H])([C@H](O)CO)[C@@H]1O[C@H]1O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]1O)C([O-])=O)C([O-])=O)[C@H](O)CO	C117H208N2O45P2	InChI=1S/C117H214N2O45P2/c1-7-13-19-25-31-37-38-44-50-56-62-68-94(132)153-83(66-60-54-48-42-35-29-23-17-11-5)72-96(134)157-110-98(119-92(130)71-82(65-59-53-47-41-34-28-22-16-10-4)152-93(131)67-61-55-49-43-36-30-24-18-12-6)111(150-78-89-100(136)109(156-95(133)70-81(124)64-58-52-46-40-33-27-21-15-9-3)97(112(154-89)164-166(147,148)149)118-91(129)69-80(123)63-57-51-45-39-32-26-20-14-8-2)155-90(108(110)163-165(144,145)146)79-151-116(114(140)141)74-88(160-117(115(142)143)73-84(125)99(135)105(161-117)86(127)76-121)107(106(162-116)87(128)77-122)159-113-103(139)101(137)102(138)104(158-113)85(126)75-120/h80-90,97-113,120-128,135-139H,7-79H2,1-6H3,(H,118,129)(H,119,130)(H,140,141)(H,142,143)(H2,144,145,146)(H2,147,148,149)/p-6/t80-,81-,82-,83-,84-,85+,86-,87-,88-,89-,90-,97-,98-,99-,100-,101+,102+,103+,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,116-,117-/m1/s1	HPDZKCJEWNZSML-YOZKHJKSSA-H	2423.355728	CHEBI:61502		MMDBc0030167
BASm0004122	ADP-L-glycero-beta-D-manno-heptose	ADP-L-glycero-beta-D-manno-heptose is an intermediate in pathway Lipid A-core biosynthesis in E. coli. It is a substrate for enzymes ADP-heptose:Kdo2-lipid A heptosyltransferase, ADP-heptose:LPS heptosyltransferase, lipopolysaccharide core heptosyltransferase and lipid A-core heptosyltransferase. In pathway ADP-L-glycero-beta-D-manno-heptose biosynthesis, it is a product for enzyme ADP-L-glycero-D-mannoheptose-6-epimerase which catalyzes the reaction ADP-D-glycero-beta-D-manno-heptose -> ADP-L-glycero-beta-D-manno-heptose (PMID: 11751812; BioCyc compound: ADP-L-GLYCERO-D-MANNO-HEPTOSE).		Expected Solid	[H][C@](O)(CO)[C@@]1([H])O[C@@]([H])(OP([O-])(=O)OP([O-])(=O)OC[C@@]2([H])O[C@@]([H])(N3C=NC4=C(N)N=CN=C34)[C@]([H])(O)[C@]2([H])O)[C@@]([H])(O)[C@@]([H])(O)[C@]1([H])O	C17H25N5O16P2	InChI=1S/C17H27N5O16P2/c18-14-7-15(20-3-19-14)22(4-21-7)16-11(28)8(25)6(35-16)2-34-39(30,31)38-40(32,33)37-17-12(29)9(26)10(27)13(36-17)5(24)1-23/h3-6,8-13,16-17,23-29H,1-2H2,(H,30,31)(H,32,33)(H2,18,19,20)/p-2/t5-,6+,8+,9-,10-,11+,12-,13+,16+,17-/m0/s1	KMSFWBYFWSKGGR-DTBZDYEHSA-L	617.0782509	CHEBI:61506		MMDBc0032105
BASm0004123	L-alpha-D-Hep-(1->3)-L-alpha-D-Hep-(1->5)-[alpha-Kdo-(2->4)]-alpha-Kdo-(2->6)-lipid A (E. coli)	A lipid A oxoanion obtained via deprotonation of the carboxy and phosphate OH groups of L-alpha-D-Hep-(1->3)-L-alpha-D-Hep-(1->5)-[alpha-Kdo-(2->4)]-alpha-Kdo-(2->6)-lipid A; major species at pH 7.3.				C124H220N2O51P2		HHPCMWTVGVTYIC-CFEULOSXSA-H	2615.419116	CHEBI:61507		
BASm0004124	4-(gamma-L-glutamylamino)butanal			Expected Solid	[H][C@](N)(CCC(O)=NCCCC=O)C(O)=O	C9H16N2O4	InChI=1S/C9H16N2O4/c10-7(9(14)15)3-4-8(13)11-5-1-2-6-12/h6-7H,1-5,10H2,(H,11,13)(H,14,15)/t7-/m0/s1	JZNLEPLZUABCSQ-ZETCQYMHSA-N	216.111007	CHEBI:61508		MMDBc0054257
BASm0004125	N-acetyl-L-lysine	N-alpha-Acetyl-L-lysine also known as Nalpha-Acetyllysine, belongs to the class of organic compounds known as N-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. N-alpha-Acetyl-L-lysine can also be classified as an alpha amino acid or a derivatized alpha amino acid. Technically, N-alpha-Acetyl-L-lysine is a biologically available N-terminal capped form of the proteinogenic alpha amino acid L-lysine. Unlike L-lysine, acetylated lysine derivatives such as N-alpha-Acetyl-L-lysine are zwitterionic compounds. These are molecules that contains an equal number of positively- and negatively-charged functional groups. N-alpha-Acetyl-L-lysine is found naturally in eukaryotes ranging from yeast to plants to humans. N-acetyl amino acids can be produced either via direct synthesis of specific N-acetyltransferases or via the proteolytic degradation of N-acetylated proteins by specific hydrolases. N-terminal acetylation of proteins is a widespread and highly conserved process in eukaryotes that is involved in protection and stability of proteins (PMID: 16465618).  About 85% of all human proteins and 68% of all yeast proteins are acetylated at their N-terminus (PMID: 21750686). Several proteins from prokaryotes and archaea are also modified by N-terminal acetylation. The majority of eukaryotic N-terminal-acetylation reactions occur through N-acetyltransferase enzymes or NAT’s (PMID: 30054468).  These enzymes consist of three main oligomeric complexes NatA, NatB, and NatC, which are composed of at least a unique catalytic subunit and one unique ribosomal anchor. The substrate specificities of different NAT enzymes are mainly determined by the identities of the first two N-terminal residues of the target protein. The human NatA complex co-translationally acetylates N-termini that bear a small amino acid (A, S, T, C, and occasionally V and G) (PMID: 30054468). NatA also exists in a monomeric state and can post-translationally acetylate acidic N-termini residues (D-, E-). NatB and NatC acetylate N-terminal methionine with further specificity determined by the identity of the second amino acid.  N-acetylated amino acids, such as N-alpha-Acetyl-L-lysine can be released by an N-acylpeptide hydrolase from peptides generated by proteolytic degradation (PMID: 16465618). In addition to the NAT enzymes and protein-based acetylation, N-acetylation of free lysine can also occur. In particular, N-alpha-Acetyl-L-lysine can be biosynthesized from L-lysine and acetyl-CoA via the enzyme known as Lysine N-acetyltransferase.  Individuals with hyperlysinaemia due to L-lysine alpha-ketoglutarate reductase deficiency will excrete high levels of N-alpha-Acetyl-L-lysine in their urine (PMID: 116084). L-lysine alpha-ketoglutarate reductase deficiency, if untreated, can lead to neurological and behavioral deficits (PMID: 116084). Many N-acetylamino acids are classified as uremic toxins if present in high abundance in the serum or plasma (PMID: 26317986; PMID: 20613759). Uremic toxins are a diverse group of endogenously produced molecules that, if not properly cleared or eliminated by the kidneys, can cause kidney damage, cardiovascular disease and neurological deficits (PMID: 18287557).	1946-82-3	Solid	CC(=O)N[C@@H](CCCCN)C(O)=O	C8H16N2O3	InChI=1S/C8H16N2O3/c1-6(11)10-7(8(12)13)4-2-3-5-9/h7H,2-5,9H2,1H3,(H,10,11)(H,12,13)/t7-/m0/s1	VEYYWZRYIYDQJM-ZETCQYMHSA-N	188.1160924	CHEBI:61512	HMDB0000446	
BASm0004126	4-(trimethylamino)butanoyl-CoA	An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 4-trimethylammoniobutanoic acid				C28H46N8O17P3S		QAMRRBGWSPTAEJ-SVHODSNWSA-K	891.193095	CHEBI:61513		
BASm0004127	D-allulose 6-phosphate	D-allulose-6-phosphate is a hexose phosphate. Hexoses are monosaccharides in which the sugar unit is a hexose.		Expected Solid	[H][C@@](O)(COP([O-])([O-])=O)[C@@]([H])(O)[C@@]([H])(O)C(=O)CO	C6H11O9P	InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h4-7,9-11H,1-2H2,(H2,12,13,14)/p-2/t4-,5+,6-/m1/s1	GSXOAOHZAIYLCY-NGJCXOISSA-L	258.0151661	CHEBI:61519		MMDBc0030179
BASm0004128	(9Z)-hexadecenoyl-(Kdo)2-lipid IVA (E. coli)			Expected Solid	[H]\C(CCCCCC)=C(/[H])CCCCCCCC(=O)O[C@]([H])(CCCCCCCCCCC)CC([O-])=N[C@@]1([H])[C@]([H])(OC[C@@]2([H])O[C@]([H])(OP(O)(O)=O)[C@]([H])(N=C([O-])C[C@]([H])(O)CCCCCCCCCCC)[C@@]([H])(OC(=O)C[C@]([H])(O)CCCCCCCCCCC)[C@]2([H])O)O[C@]([H])(CO[C@@]2(C[C@@]([H])(O[C@@]3(C[C@@]([H])(O)[C@@]([H])(O)[C@]([H])(O3)[C@]([H])(O)CO)C([O-])=O)[C@@]([H])(O)[C@]([H])(O2)[C@]([H])(O)CO)C([O-])=O)[C@@]([H])(OP([O-])([O-])=O)[C@]1([H])OC(=O)C[C@]([H])(O)CCCCCCCCCCC	C100H176N2O38P2	InChI=1S/C100H182N2O38P2/c1-6-11-16-21-26-31-32-33-34-39-44-49-54-59-82(113)131-73(58-53-48-43-38-30-25-20-15-10-5)63-81(112)102-86-94(135-84(115)62-72(107)57-52-47-42-37-29-24-19-14-9-4)92(139-141(123,124)125)79(69-130-99(97(119)120)65-77(88(117)91(137-99)76(110)67-104)136-100(98(121)122)64-74(108)87(116)90(138-100)75(109)66-103)133-95(86)129-68-78-89(118)93(134-83(114)61-71(106)56-51-46-41-36-28-23-18-13-8-3)85(96(132-78)140-142(126,127)128)101-80(111)60-70(105)55-50-45-40-35-27-22-17-12-7-2/h31-32,70-79,85-96,103-110,116-118H,6-30,33-69H2,1-5H3,(H,101,111)(H,102,112)(H,119,120)(H,121,122)(H2,123,124,125)(H2,126,127,128)/p-6/b32-31-/t70-,71-,72-,73-,74-,75-,76-,77-,78-,79-,85-,86-,87-,88-,89-,90-,91-,92-,93-,94-,95-,96-,99-,100-/m1/s1	GUGOELZTMNFFOJ-MHGVWHNGSA-H	2075.140925	CHEBI:61520		MMDBc0055004
BASm0004129	((9Z)-hexadecenoyl-tetradecanoyl)-(Kdo)2-lipid A			Expected Solid	[H]\C(CCCCCC)=C(/[H])CCCCCCCC(=O)O[C@]([H])(CCCCCCCCCCC)CC([O-])=N[C@@]1([H])[C@]([H])(OC[C@@]2([H])O[C@]([H])(OP(O)(O)=O)[C@]([H])(N=C([O-])C[C@]([H])(O)CCCCCCCCCCC)[C@@]([H])(OC(=O)C[C@]([H])(O)CCCCCCCCCCC)[C@]2([H])O)O[C@]([H])(CO[C@@]2(C[C@@]([H])(O[C@@]3(C[C@@]([H])(O)[C@@]([H])(O)[C@]([H])(O3)[C@]([H])(O)CO)C([O-])=O)[C@@]([H])(O)[C@]([H])(O2)[C@]([H])(O)CO)C([O-])=O)[C@@]([H])(OP([O-])([O-])=O)[C@]1([H])OC(=O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C114H202N2O39P2	InChI=1S/C114H208N2O39P2/c1-7-13-19-25-31-37-39-40-42-48-54-59-65-71-95(126)145-85(69-63-57-51-45-35-29-23-17-11-5)75-94(125)116-100-108(150-98(129)76-86(70-64-58-52-46-36-30-24-18-12-6)146-96(127)72-66-60-53-47-41-38-32-26-20-14-8-2)106(154-156(137,138)139)92(82-144-113(111(133)134)78-90(102(131)105(152-113)89(123)80-118)151-114(112(135)136)77-87(121)101(130)104(153-114)88(122)79-117)148-109(100)143-81-91-103(132)107(149-97(128)74-84(120)68-62-56-50-44-34-28-22-16-10-4)99(110(147-91)155-157(140,141)142)115-93(124)73-83(119)67-61-55-49-43-33-27-21-15-9-3/h37,39,83-92,99-110,117-123,130-132H,7-36,38,40-82H2,1-6H3,(H,115,124)(H,116,125)(H,133,134)(H,135,136)(H2,137,138,139)(H2,140,141,142)/p-6/b39-37-/t83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,113-,114-/m1/s1	YMYMIWUIGJUAIZ-LSPGFKFTSA-H	2285.33929	CHEBI:61522		MMDBc0054729
BASm0004131	(2E)-hexadecenoyl-CoA	(2E)-Hexadecenoyl-CoA is an intermediate in fatty acid metabolism, the substrate of the enzyme enoyl-CoA hydratase [EC:4.2.1.17].  It is also the substrate of the enzyme trans-2-enoyl-CoA reductase [EC:1.3.1.38], in fatty acid elongation. (PMID: 1278159, KEGG)	4460-95-1	Solid	[H]\C(CCCCCCCCCCCCC)=C(\[H])C(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C37H60N7O17P3S	InChI=1S/C37H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(46)65-21-20-39-27(45)18-19-40-35(49)32(48)37(2,3)23-58-64(55,56)61-63(53,54)57-22-26-31(60-62(50,51)52)30(47)36(59-26)44-25-43-29-33(38)41-24-42-34(29)44/h16-17,24-26,30-32,36,47-48H,4-15,18-23H2,1-3H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)/p-4/b17-16+/t26-,30-,31-,32+,36-/m1/s1	JUPAQFRKPHPXLD-MSHHSVQMSA-J	999.2979238	CHEBI:61526	HMDB0003945	MMDBc0029746
BASm0004132	D-fructose 6-phosphate	Fructose 6-phosphate (F6P) belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups. F6P is a derivative of fructose, which has been phosphorylated at the 6-hydroxy group. Fructose 6-phosphate is a fundamental metabolite and exists in all living species, ranging from bacteria to plants to humans. The great majority of glucose is converted to fructose 6-phosphate as part of the glycolytic metabolic pathway (glycolysis). Specifically, F6P is produce is produced by the isomerisation of glucose 6-phosphate via the enzyme phosphoglucose isomerase. F6P is in turn further phosphorylated to fructose-1,6-bisphosphate by the enzyme phosphofructokinase-1. Glycolysis is the metabolic pathway that converts glucose into pyruvic acid. The free energy released in this process is used to form ATP and reduced nicotinamide adenine dinucleotide (NADH). In addition to its key involvement in glycolysis, fructose 6-phosphate can also be biosynthesized from glucosamine 6-phosphate via the enzyme glucosamine-6-phosphate isomerase 1. In addition, fructose 6-phosphate and L-glutamine can be converted into glucosamine 6-phosphate and L-glutamic acid through the action of the enzyme glutamine--fructose-6-phosphate aminotransferase.	643-13-0	Solid	O=P([O-])([O-])OC[C@H]1OC(O)(CO)[C@@H](O)[C@@H]1O	C6H13O9P	InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h4-7,9-11H,1-2H2,(H2,12,13,14)/t4-,5-,6-/m1/s1	GSXOAOHZAIYLCY-HSUXUTPPSA-N	260.0297185	CHEBI:61527	HMDB0000124	
BASm0004133	(9Z)-hexadecenoyl-CoA			Expected Solid	[H]\C(CCCCCC)=C(/[H])CCCCCCCC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C37H60N7O17P3S	InChI=1S/C37H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(46)65-21-20-39-27(45)18-19-40-35(49)32(48)37(2,3)23-58-64(55,56)61-63(53,54)57-22-26-31(60-62(50,51)52)30(47)36(59-26)44-25-43-29-33(38)41-24-42-34(29)44/h9-10,24-26,30-32,36,47-48H,4-8,11-23H2,1-3H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)/p-4/b10-9-/t26-,30-,31-,32+,36-/m1/s1	QBYOCCWNZAOZTL-MDMKAECGSA-J	999.30012	CHEBI:61540		MMDBc0055005
BASm0004134	D-glucose 6-phosphate	Glucose 6-phosphate (G6P, sometimes called the Robison ester) is a glucose sugar phosphorylated at the hydroxy group on carbon 6. Glucose 6-phosphate (G6P) has two anomers: the alpha anomer and the beta anomer. Glucose 6-phosphate is an ester of glucose with phosphoric acid, made in the course of glucose metabolism by mammalian and other cells. It is a normal constituent of resting muscle and probably is in constant equilibrium with fructose 6-phosphate (Stedman, 26th ed). When glucose enters a cell, it is immediately phosphorylated to G6P. This is catalyzed with hexokinase enzymes, thus consuming one ATP. A major reason for immediate phosphorylation of the glucose is so that it cannot diffuse out of the cell. The phosphorylation adds a charged group so the G6P cannot easily cross cell membranes. G6P can travel down two metabolic pathways: glycolysis and the pentose phosphate pathway. In addition to the metabolic pathways, G6P can also be stored as glycogen in the liver if blood glucose levels are high. If the body needs energy or carbon skeletons for syntheses, G6P can be isomerized to fructose 6-phosphate and then phosphorylated to fructose 1,6-bisphosphate. Note, the molecule now has 2 phosphoryl groups attached. The addition of the 2nd phosphoryl group is an irreversible step, so once this happens G6P will enter glycolysis and be turned into pyruvate (ATP production occurs). If blood glucose levels are high, the body needs a way to store the excess glucose. After being converted to G6P, phosphoglucose mutase (an isomerase) can turn the molecule into glucose 1-phosphate. Glucose 1-phosphate can then be combined with uridine triphosphate (UTP) to form UDP-glucose. This reaction is driven by the hydrolysis of pyrophosphate that is released in the reaction. Now, the activated UDP-glucose can add to a growing glycogen molecule with the help of glycogen synthase. This is a very efficient storage mechanism for glucose since it costs the body only 1 ATP to store the 1 glucose molecule and virtually no energy to remove it from storage. It is important to note that glucose 6-phosphate is an allosteric activator of glycogen synthase, which makes sense because when the level of glucose is high the body should store the excess glucose as glycogen. On the other hand, glycogen synthase is inhibited when it is phosphorylated by protein kinase during times of high stress or low blood glucose levels.	56-73-5	Liquid		C6H11O9P		NBSCHQHZLSJFNQ-GASJEMHNSA-L	258.0151661	CHEBI:61548	HMDB0001401	
BASm0004135	dUTP	Deoxyuridine triphosphate (dUTP) is a deoxynucleotide triphosphate (dNTP) that is chemically similar to uridine triphosphate (UTP) except that it has a deoxyribose sugar instead of a ribose sugar. DNA synthesis requires the availability of deoxynucleotide triphosphates (dTTP, dATP, dGTP, dCTP), whereas RNA synthesis requires the availability of nucleotide triphosphates (NTPs) such as TTP, ATP, GTP, and UTP. The conversion of nucleotide triphosphates (NTPs) into dNTPs can only be done in the diphosphate form. Typically, an NTP has one phosphate removed to become an NDP. This is then converted into a dNDP by an enzyme called ribonucleotide reductase and followed by the re-addition of phosphate to give a dNTP. dUTP is a substrate for several enzymes, including inosine triphosphate pyrophosphatase, deoxyuridine 5'-triphosphate nucleotidohydrolase (mitochondrial), uridine-cytidine kinase 1, nucleoside diphosphate kinase 3, nucleoside diphosphate kinase B, nucleoside diphosphate kinase 6, nucleoside diphosphate kinase (mitochondrial), nucleoside diphosphate kinase homolog 5, nucleoside diphosphate kinase A, and nucleoside diphosphate kinase 7. While UTP is routinely incorporated into RNA, dUTP is not normally incorporated into DNA. Instead, if dUTP is misincorporated into DNA, it can cause DNA damage. Therefore, dUTP can be considered as a teratogen or a mutagen. The extent of DNA damage caused by dUTP is highly dependent on the levels of the dUTP pyrophosphatase (dUTPase) and uracil-DNA glycosylase (UDG), which limits the intracellular accumulation of dUTP. Additionally, loss of viability following thymidylate synthase (TS) inhibition occurs as a consequence of the accumulation of dUTP in some cell lines and subsequent misincorporation of uracil into DNA (PMID: 11487279).	1173-82-6	Solid	O=c1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])O2)c(=O)[nH]1	C9H15N2O14P3	InChI=1S/C9H15N2O14P3/c12-5-3-8(11-2-1-7(13)10-9(11)14)23-6(5)4-22-27(18,19)25-28(20,21)24-26(15,16)17/h1-2,5-6,8,12H,3-4H2,(H,18,19)(H,20,21)(H,10,13,14)(H2,15,16,17)/t5-,6+,8+/m0/s1	AHCYMLUZIRLXAA-SHYZEUOFSA-N	467.9736127	CHEBI:61555	HMDB0001191	
BASm0004138	(2E,6E)-farnesyl triphosphate	The organophosphate oxoanion that is the tetra-anion arising from deprotonation of all four free triphosphate OH groups of farnesyl triphosphate.			CC(C)=CCC/C(C)=C/CC/C(C)=C/COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-]	C15H25O10P3	InChI=1S/C15H29O10P3/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-23-27(19,20)25-28(21,22)24-26(16,17)18/h7,9,11H,5-6,8,10,12H2,1-4H3,(H,19,20)(H,21,22)(H2,16,17,18)/p-4/b14-9+,15-11+	QIOOKVHMPPJVHS-YFVJMOTDSA-J		CHEBI:61563		
BASm0004139	D-glycero-alpha-D-manno-heptose 1-phosphate	D-glycero-D-manno-heptose 1-phosphate is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose.  D-Glycero-D-manno-heptose 1-phosphate is involved in the biosynthesis of the lipopolysaccharide core precursor ADP-L-glycero-D-manno-heptose. (PMID 10629197)			O=P([O-])([O-])O[C@H]1O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]1O	C7H13O10P	InChI=1S/C7H15O10P/c8-1-2(9)6-4(11)3(10)5(12)7(16-6)17-18(13,14)15/h2-12H,1H2,(H2,13,14,15)/p-2/t2-,3+,4+,5+,6-,7?/m1/s1	KMEJCSKJXSBBAN-NNPWBXLPSA-L	288.0246331	CHEBI:61574		
BASm0004141	S-(hydroxymethyl)mycothiol			Expected Solid	CC(=O)N[C@@H](CSCO)C(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O	C18H32N2O13S	InChI=1S/C18H32N2O13S/c1-5(23)19-6(3-34-4-22)17(31)20-8-10(25)9(24)7(2-21)32-18(8)33-16-14(29)12(27)11(26)13(28)15(16)30/h6-16,18,21-22,24-30H,2-4H2,1H3,(H,19,23)(H,20,31)/t6-,7+,8+,9+,10+,11-,12-,13+,14+,15+,16-,18+/m0/s1	QHDGYCVBKYWETJ-QFVXKRNMSA-N	516.1625103	CHEBI:61586		MMDBc0054723
BASm0004142	4-O-phospho-alpha-Kdo-(2->6)-lipid IVA (E. coli)			Expected Solid	[H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO[C@]2([H])O[C@]([H])(CO[C@@]3(C[C@@]([H])(OP([O-])([O-])=O)[C@@]([H])(O)[C@]([H])(O3)[C@]([H])(O)CO)C([O-])=O)[C@@]([H])(OP([O-])([O-])=O)[C@]([H])(OC(=O)C[C@]([H])(O)CCCCCCCCCCC)[C@@]2([H])N=C([O-])C[C@]([H])(O)CCCCCCCCCCC)O[C@]([H])(OP(O)(O)=O)[C@]1([H])N=C([O-])C[C@]([H])(O)CCCCCCCCCCC	C76H136N2O33P3	InChI=1S/C76H143N2O33P3/c1-5-9-13-17-21-25-29-33-37-41-53(80)45-61(85)77-65-71(106-63(87)47-55(82)43-39-35-31-27-23-19-15-11-7-3)68(90)59(104-74(65)111-114(99,100)101)51-102-73-66(78-62(86)46-54(81)42-38-34-30-26-22-18-14-10-6-2)72(107-64(88)48-56(83)44-40-36-32-28-24-20-16-12-8-4)70(110-113(96,97)98)60(105-73)52-103-76(75(91)92)49-58(109-112(93,94)95)67(89)69(108-76)57(84)50-79/h53-60,65-74,79-84,89-90H,5-52H2,1-4H3,(H,77,85)(H,78,86)(H,91,92)(H2,93,94,95)(H2,96,97,98)(H2,99,100,101)/p-7/t53-,54-,55-,56-,57-,58-,59-,60-,65-,66-,67-,68-,69-,70-,71-,72-,73-,74-,76-/m1/s1	IAPZNWXPUSJMBU-ACUQGRCXSA-G	1697.827661	CHEBI:61589		MMDBc0055535
BASm0004143	D-glycero-beta-D-manno-heptose 1-phosphate	D-glycero-D-manno-heptose 1-phosphate is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose.  D-Glycero-D-manno-heptose 1-phosphate is involved in the biosynthesis of the lipopolysaccharide core precursor ADP-L-glycero-D-manno-heptose. (PMID 10629197)			O=P([O-])([O-])O[C@@H]1O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]1O	C7H13O10P	InChI=1S/C7H15O10P/c8-1-2(9)6-4(11)3(10)5(12)7(16-6)17-18(13,14)15/h2-12H,1H2,(H2,13,14,15)/p-2/t2-,3+,4+,5+,6-,7?/m1/s1	KMEJCSKJXSBBAN-NNPWBXLPSA-L	288.0246331	CHEBI:61593		
BASm0004145	fluoroacetyl-CoA			Expected Solid	[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)CF)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C23H33FN7O17P3S	InChI=1S/C23H37FN7O17P3S/c1-23(2,18(35)21(36)27-4-3-13(32)26-5-6-52-14(33)7-24)9-45-51(42,43)48-50(40,41)44-8-12-17(47-49(37,38)39)16(34)22(46-12)31-11-30-15-19(25)28-10-29-20(15)31/h10-12,16-18,22,34-35H,3-9H2,1-2H3,(H,26,32)(H,27,36)(H,40,41)(H,42,43)(H2,25,28,29)(H2,37,38,39)/p-4/t12-,16-,17-,18+,22-/m1/s1	MXORLDKQFQCTLP-GRFIIANRSA-J	823.0872473	CHEBI:61623		MMDBc0055989
BASm0004147	3-alpha-D-mannopyranosyl-alpha-D-mannopyranose			Expected Solid	[H][C@]1(O)O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]2([H])O)[C@]1([H])O	C12H22O11	InChI=1S/C12H22O11/c13-1-3-5(15)7(17)8(18)12(22-3)23-10-6(16)4(2-14)21-11(20)9(10)19/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9+,10+,11+,12-/m1/s1	QIGJYVCQYDKYDW-LBGGPIGOSA-N	342.1162115	CHEBI:61663		MMDBc0054214
BASm0004148	3-O-(6-O-alpha-D-xylosylphospho-alpha-D-mannopyranosyl)-alpha-D-mannopyranose			Expected Solid	[H][C@@]1(O)CO[C@]([H])(OP([O-])(=O)OC[C@@]2([H])O[C@]([H])(O[C@]3([H])[C@]([H])(O)[C@@]([H])(O)O[C@]([H])(CO)[C@@]3([H])O)[C@@]([H])(O)[C@@]([H])(O)[C@]2([H])O)[C@]([H])(O)[C@@]1([H])O	C17H30O18P	InChI=1S/C17H31O18P/c18-1-5-9(22)14(13(26)15(27)32-5)34-17-12(25)10(23)8(21)6(33-17)3-31-36(28,29)35-16-11(24)7(20)4(19)2-30-16/h4-27H,1-3H2,(H,28,29)/p-1/t4-,5-,6-,7+,8-,9-,10+,11-,12+,13+,14+,15+,16-,17-/m1/s1	VKSIIEJIUCAGDU-INGYFCGZSA-M	553.1175247	CHEBI:61665		MMDBc0055397
BASm0004149	2-methylbutyronitrile				CCC(C)C#N	C5H9N	InChI=1S/C5H9N/c1-3-5(2)4-6/h5H,3H2,1-2H3	RCEJCSULJQNRQQ-UHFFFAOYSA-N	83.07349929	CHEBI:61669		
BASm0004150	oroxylin A 7-O-beta-D-glucuronate				COc1c(O[C@@H]2O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]2O)cc2oc(-c3ccccc3)cc(=O)c2c1O	C22H20O11	InChI=1S/C22H20O11/c1-30-19-13(32-22-18(27)16(25)17(26)20(33-22)21(28)29)8-12-14(15(19)24)10(23)7-11(31-12)9-5-3-2-4-6-9/h2-8,16-18,20,22,24-27H,1H3,(H,28,29)	QXIPXNZUEQYPLZ-UHFFFAOYSA-N	460.1005615	CHEBI:61674		
BASm0004151	(+)-alpha-santalene	alpha-Santalene is found in allspice. alpha-Santalene is a constituent of sandalwood oil. alpha-Santalene is a flavouring ingredient	512-61-8		CC(C)=CCC[C@]1(C)[C@H]2C[C@@H]3[C@H](C2)[C@@]31C	C15H24	InChI=1S/C15H24/c1-10(2)6-5-7-14(3)11-8-12-13(9-11)15(12,14)4/h6,11-13H,5,7-9H2,1-4H3	KWFJIXPIFLVMPM-UHFFFAOYSA-N	204.1878008	CHEBI:61677	HMDB0034939	
BASm0004152	(+)-endo-beta-bergamotene				C=C1CC[C@H]2C[C@@H]1[C@@]2(C)CCC=C(C)C	C15H24	InChI=1S/C15H24/c1-11(2)6-5-9-15(4)13-8-7-12(3)14(15)10-13/h6,13-14H,3,5,7-10H2,1-2,4H3/t13-,14-,15?/m1/s1	DGZBGCMPRYFWFF-GRKKQISMSA-N		CHEBI:61678		
BASm0004153	(1S,5S,6S)-alpha-bergamotene		13474-59-4		CC(C)=CCC[C@@]1(C)[C@H]2CC=C(C)[C@@H]1C2	C15H24	InChI=1S/C15H24/c1-11(2)6-5-9-15(4)13-8-7-12(3)14(15)10-13/h6-7,13-14H,5,8-10H2,1-4H3/t13-,14-,15?/m1/s1	YMBFCQPIMVLNIU-GRKKQISMSA-N		CHEBI:61679		
BASm0004154	(1S,4aS)-1,4a-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalene			Expected Solid	[H][C@]1(C)CCC[C@@]2(C)CCC=CC12[H]	C12H20	InChI=1S/C12H20/c1-10-6-5-9-12(2)8-4-3-7-11(10)12/h3,7,10-11H,4-6,8-9H2,1-2H3/t10-,11?,12+/m0/s1	HDVGBFCTHLFNEE-ASKATJPDSA-N	164.1565006	CHEBI:61680		MMDBc0002999
BASm0004155	ubiquinol-8	Ubiquinol 8 is a ubiquinol in which the polyprenyl substituent is octaprenyl. Ubiquinol-8 is the reduced form of ubiquinone-8. Ubiquinone (also known as coenzyme Q) is an isoprenoid quinone that functions as an electron carrier in membranes. In eukaryotes, ubiquinone is found mostly within the inner mitochondrial membrane where it functions in respiratory electron transport, transferring two electrons from either complex I (NADH dehydrogenase) or complex II (succinate-ubiquinone reductase) to complex III (bc1 complex). The quinone nucleus of ubiquinone is derived directly from 4-hydroxybenzoate, while the isoprenoid subunits of the polyisoprenoid tail are synthesized via the methylerythritol phosphate pathway, which feeds isoprene units into the polyprenyl biosynthesis pathways. The number of isoprenoid subunits in the ubiquinone side chain varies in different species. For example, Saccharomyces cerevisiae has 6 such subunits, Escherichia coli K-12 has 8, rat and mouse have 9, and Homo sapiens has 10. Ubiquinol-8 is effective as an anti-oxidant. By donating one of its hydrogen atoms to become the free-radical semiquinone (.Q-), it can neutralize a lipid peroxyl radical. The free-radical semiquinone is then restored to a non-free-radical state by the respiratory chain Q cycle. Ubiquinol or the free-radical semiquinone can also regenerate the Vitamin E tocopheroxyl radical by electron donation (http://www.benbest.com/nutrceut/CoEnzymeQ.html).	74075-00-6	Solid	COC1=C(OC)C(O)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C(C)=C1O	C49H76O4	InChI=1S/C49H76O4/c1-36(2)20-13-21-37(3)22-14-23-38(4)24-15-25-39(5)26-16-27-40(6)28-17-29-41(7)30-18-31-42(8)32-19-33-43(9)34-35-45-44(10)46(50)48(52-11)49(53-12)47(45)51/h20,22,24,26,28,30,32,34,50-51H,13-19,21,23,25,27,29,31,33,35H2,1-12H3/b37-22+,38-24+,39-26+,40-28+,41-30+,42-32+,43-34+	LOJUQFSPYHMHEO-SGHXUWJISA-N	728.5743609	CHEBI:61682	HMDB0001060	
BASm0004156	ubiquinone-8	Ubiquinone-8, also known as coenzyme q8 or coq8, is a member of the class of compounds known as ubiquinones. Ubiquinones are coenzyme Q derivatives containing a 5, 6-dimethoxy-3-methyl(1,4-benzoquinone) moiety to which an isoprenyl group is attached at ring position 2(or 6). Thus, ubiquinone-8 is considered to be a quinone lipid molecule. Ubiquinone-8 is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Ubiquinone-8 can be found in a number of food items such as kumquat, celery leaves, hazelnut, and jicama, which makes ubiquinone-8 a potential biomarker for the consumption of these food products. Ubiquinone-8 may be a unique E.coli metabolite.			COC1=C(OC)C(=O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C1=O	C49H74O4	InChI=1S/C49H74O4/c1-36(2)20-13-21-37(3)22-14-23-38(4)24-15-25-39(5)26-16-27-40(6)28-17-29-41(7)30-18-31-42(8)32-19-33-43(9)34-35-45-44(10)46(50)48(52-11)49(53-12)47(45)51/h20,22,24,26,28,30,32,34H,13-19,21,23,25,27,29,31,33,35H2,1-12H3/b37-22+,38-24+,39-26+,40-28+,41-30+,42-32+,43-34+	ICFIZJQGJAJRSU-SGHXUWJISA-N	726.5587109	CHEBI:61683	HMDB0304524	
BASm0004157	menaquinol-8	Menaquinol 8 is a polyprenylhydroquinone having a an octaprenyl moiety at position 2 and a methyl group at position 3.  It is a substrate for Dimethyl sulfoxide reductase (dmsA).  This enzyme  catalyzes the reduction of dimethyl sulfoxide (DMSO) to dimethyl sulfide (DMS) using the following reaction: Dimethylsulfide + menaquinone + H2O = dimethylsulfoxide + menaquinol. DMSO reductase serves as the terminal reductase under anaerobic conditions, with DMSO being the terminal electron acceptor. Terminal reductase during anaerobic growth on various sulfoxides and N-oxide compounds. This enzyme allows E.coli to grow anaerobically on DMSO as respiratory oxidant.  Menaquinol 8 is generated by Ubiquinone/menaquinone biosynthesis methyltransferase (ubiE).  This enzyme is required for the conversion of demethylmenaquinone (DMKH2) to menaquinone (MKH2) and has the following catalytic activity: A demethylmenaquinone + S-adenosyl-L-methionine = a menaquinol + S-adenosyl-L-homocysteine.		Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=C(O)C2=CC=CC=C2C(O)=C1C)=C(\C)CCC=C(C)C	C51H74O2	InChI=1S/C51H74O2/c1-38(2)20-13-21-39(3)22-14-23-40(4)24-15-25-41(5)26-16-27-42(6)28-17-29-43(7)30-18-31-44(8)32-19-33-45(9)36-37-47-46(10)50(52)48-34-11-12-35-49(48)51(47)53/h11-12,20,22,24,26,28,30,32,34-36,52-53H,13-19,21,23,25,27,29,31,33,37H2,1-10H3/b39-22+,40-24+,41-26+,42-28+,43-30+,44-32+,45-36+	OIEZRVBFVPGODT-WQWYCSGDSA-N	718.5688816	CHEBI:61684		MMDBc0031621
BASm0004158	(+)-cubenene		16728-99-7		CC1=C[C@H]2C(=CC1)[C@@H](C)CC[C@@H]2C(C)C	C15H24	InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h7,9-10,12-13,15H,5-6,8H2,1-4H3/t12-,13?,15?/m0/s1	JUQGWBAOQUBVFP-OPFPJEHXSA-N		CHEBI:61685		
BASm0004159	(+)-epicubenol	Cubenol belongs to the family of Sesquiterpenes. These are terpenes with three consecutive isoprene units			CC1=C[C@@H]2[C@@H](C(C)C)CC[C@H](C)[C@]2(O)CC1	C15H26O	InChI=1S/C15H26O/c1-10(2)13-6-5-12(4)15(16)8-7-11(3)9-14(13)15/h9-10,12-14,16H,5-8H2,1-4H3/t12-,13+,14+,15-/m1/s1	COGPRPSWSKLKTF-CBBWQLFWSA-N	222.1983655	CHEBI:61686	HMDB0059841	
BASm0004160	cis-muurola-3,5-diene			Expected Solid	CC1=CC[C@@H]2C(=C1)[C@@H](C(C)C)CC[C@H]2C	C15H24	InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h5,9-10,12-14H,6-8H2,1-4H3/t12-,13-,14-/m0/s1	JOCWPECWTZZSSX-IHRRRGAJSA-N	204.1878008	CHEBI:61687		MMDBc0011789
BASm0004161	cis-muurola-4(14),5-diene				C=C1C=C2[C@@H](CC1)[C@H](C)CC[C@@H]2C(C)C	C57H98O6	InChI=1S/C57H98O6/c1-4-7-10-13-16-19-22-24-26-27-28-29-31-32-35-38-41-44-47-50-56(59)62-53-54(52-61-55(58)49-46-43-40-37-34-21-18-15-12-9-6-3)63-57(60)51-48-45-42-39-36-33-30-25-23-20-17-14-11-8-5-2/h7,10,15-16,18-19,24,26,28-29,32,35,54H,4-6,8-9,11-14,17,20-23,25,27,30-31,33-34,36-53H2,1-3H3/b10-7-,18-15-,19-16-,26-24-,29-28-,35-32-/t54-/m0/s1	XEMKEHAWVGNINA-PNPDBVDCSA-N	878.7363409	CHEBI:61688		
BASm0004162	(+)-alpha-barbatene			Expected Solid	CC1=CC[C@]2(C)C[C@H]1[C@]1(C)CCC[C@]21C	C15H24	InChI=1S/C15H24/c1-11-6-9-13(2)10-12(11)14(3)7-5-8-15(13,14)4/h6,12H,5,7-10H2,1-4H3/t12?,13-,14+,15-/m1/s1	RMKQBFUAKZOVPQ-JALIKCBVSA-N	204.1878008	CHEBI:61690		MMDBc0050008
BASm0004163	L-cysteinylglycine	Cysteinylglycine is a naturally occurring dipeptide composed of cysteine and glycine. It is derived from the breakdown of glutathione (a tripeptide). In plasma, cysteinylglycine is in a reduced, oxidized, and protein-bound form (aminothiol) and interacts via redox and disulphide exchange reactions in a dynamic system referred to as redox thiol status (PMID: 8642471). Spermatozoa of sub-fertile men contain significantly higher thiol concentrations as compared with those of fertile men. The detrimental effect on embryo quality of a high homocysteine (Hcy) concentration in the ejaculate and in the follicular fluid is intriguing and may suggest that Hcy is inversely associated with fertility outcome (PMID: 16556671). Rheumatoid arthritis (RA) is a chronic inflammatory disease which involves the synovial membrane of multiple diarthroidal joints causing damage to cartilage and bones. The damage process seems to be related to an overproduction of oxygen reactive species inducing an oxidative perturbation with an increase in some oxidized forms (disulfides and protein mixed disulfides) and a decrease in free thiols (PMID: 15895891). Imipenem (thienamycin formamidine) is a broad-spectrum beta-lactam antibiotic, always used in combination with cilastatin in order to avoid the premature breakdown of imipenem by renal tubular dipeptidase. As this dipeptidase also hydrolyzes the glutathione metabolite cysteinylglycine, the therapeutic association of imipenem and cilastatin causes plasma levels of cysteinylglycine to increase significantly, while cysteine levels are decreased and homocysteine levels are unaffected. Therefore, antibiotic treatment using imipenem-cilastatin induces important metabolic changes that should not remain unrecognized (PMID: 15843241).	19246-18-5	Solid	N[C@@H](CS)C(=O)NCC(O)=O	C5H10N2O3S	InChI=1S/C5H10N2O3S/c6-3(2-11)5(10)7-1-4(8)9/h3,11H,1-2,6H2,(H,7,10)(H,8,9)/t3-/m0/s1	ZUKPVRWZDMRIEO-VKHMYHEASA-N	178.0412129	CHEBI:61694	HMDB0000078	
BASm0004164	L-prolinylglycine	Prolylglycine is a dipeptide composed of proline and glycine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. It is found in urine (PMID: 3782411).	2578-57-6	Solid	OC(=O)CNC(=O)[C@@H]1CCCN1	C7H12N2O3	InChI=1S/C7H12N2O3/c10-6(11)4-9-7(12)5-2-1-3-8-5/h5,8H,1-4H2,(H,9,12)(H,10,11)/t5-/m0/s1	RNKSNIBMTUYWSH-YFKPBYRVSA-N	172.0847923	CHEBI:61696	HMDB0011178	
BASm0004165	L-ascorbate 6-phosphate	L-ascorbate 6-phosphate is a member of the chemical class known as Organophosphate Esters. These are organic compounds containing phosphoric acid ester functional group.		Expected Solid	[H][C@@]1(OC(=O)C(O)=C1[O-])[C@@H](O)COP([O-])([O-])=O	C6H6O9P	InChI=1S/C6H9O9P/c7-2(1-14-16(11,12)13)5-3(8)4(9)6(10)15-5/h2,5,7-9H,1H2,(H2,11,12,13)/p-3/t2-,5+/m0/s1	KIENGQUGHPTFGC-JLAZNSOCSA-K	252.9765895	CHEBI:61698		MMDBc0030072
BASm0004166	(-)-alpha-gurjunene	Alpha-Gurjunene or (-)-Alpha-Gurjunene, belongs to the class of organic compounds known as 5,10-cycloaromadendrane sesquiterpenoids. These are aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton. It is formally classified as a polycyclic hydrocarbon although it is biochemically a sesquiterpenoid as it synthesized via isoprene units. Sesquiterpenes are terpenes that contain 15 carbon atoms and are comprised of three isoprene units. The biosynthesis of sesquiterpenes is known to occur mainly through the mevalonic acid pathway (MVA), in the cytosol. However, recent studies have found evidence of pathway crosstalk with the methyl-erythritol-phosphate (MEP) pathway in the cytosol. Farnesyl diphosphate (FPP) is a key intermediate in the biosynthesis of cyclic sesquiterpenes. FPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. Alpha-Gurjunene is a neutral, hydrophobic molecule that is insoluble in water. It exists as a colorless clear Liquid and has a woody, balsamic odor. It is used as a perfuming agent. Alpha-gurjunene is found in many plants, essential oils and foods including allspice, bay leaf, carrot seeds, eucalyptus, guava, parsley, black papper, sage and tea tree oil.			C[C@@H]1CC[C@@H]2[C@H](C3=C(C)CC[C@H]13)C2(C)C	C15H24	InChI=1S/C15H24/c1-9-6-8-12-14(15(12,3)4)13-10(2)5-7-11(9)13/h9,11-12,14H,5-8H2,1-4H3/t9-,11-,12-,14-/m1/s1	SPCXZDDGSGTVAW-XIDUGBJDSA-N	204.1878008	CHEBI:61699	HMDB0304686	
BASm0004167	(+)-valencene	Constituent of orange oil. Valencene is found in many foods, some of which are citrus, common oregano, rosemary, and sweet orange.	997297		C[C@@H]1CCC=C2CC[C@H](C[C@@]12C)C(C)=C	C15H24	InChI=1S/C15H24/c1-11(2)13-8-9-14-7-5-6-12(3)15(14,4)10-13/h7,12-13H,1,5-6,8-10H2,2-4H3/t12-,13-,15+/m1/s1	QEBNYNLSCGVZOH-NFAWXSAZSA-N	204.1878008	CHEBI:61700	HMDB35688	
BASm0004168	3-demethylubiquinol-8	3-demethylubiquinone-8 is invovled in Ubiquinone biosynthesis. (Reference: [1] Winder CL, Dunn WB, Schuler S, Broadhurst D, Jarvis R, Stephens GM, Goodacre R. Global metabolic profiling of Escherichia coli cultures: an evaluation of methods for quenching and extraction of intracellular metabolites. Anal Chem. 2008 Apr 15;80(8):2939-48.)			COC1=C(O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C(O)=C1O	C48H74O4	InChI=1S/C48H74O4/c1-35(2)19-12-20-36(3)21-13-22-37(4)23-14-24-38(5)25-15-26-39(6)27-16-28-40(7)29-17-30-41(8)31-18-32-42(9)33-34-44-43(10)45(49)47(51)48(52-11)46(44)50/h19,21,23,25,27,29,31,33,49-51H,12-18,20,22,24,26,28,30,32,34H2,1-11H3/b36-21+,37-23+,38-25+,39-27+,40-29+,41-31+,42-33+	QURLIMHPCRKMJP-WDXILIIOSA-N	714.5587109	CHEBI:61705		
BASm0004169	oxidized dinoflagellate luciferin	A dicarboxylic acid dianion that results from the removal of a proton from each of the carboxylic acid groups of oxidized dinoflagellate luciferin.			C=CC1=C(C)C(=O)NC1Cc1[nH]c(Cc2[nH]c3c(c2C)C(=O)C(=O)/C3=C2/N[C@H](C(=O)[O-])[C@@H](C)[C@@H]2CCC(=O)[O-])c(CC)c1C	C33H36N4O7	InChI=1S/C33H38N4O7/c1-7-17-13(3)20(11-23-18(8-2)15(5)32(42)36-23)34-22(17)12-21-16(6)25-29(35-21)26(31(41)30(25)40)28-19(9-10-24(38)39)14(4)27(37-28)33(43)44/h8,14,19,23,27,34-35,37H,2,7,9-12H2,1,3-6H3,(H,36,42)(H,38,39)(H,43,44)/p-2/b28-26+/t14-,19-,23?,27-/m0/s1	RHKAAOSSVJEZNU-LHYWXDRZSA-L		CHEBI:61708		
BASm0004170	bacteriochlorophyll a	The cyclic tetrapyrrole anion that is bacteriochlorophyll a protonated to pH 7.3.			CC[C@H]1C2=Cc3c(C)c4c5n3[Mg-2]36n7c(c(C)c(C(C)=O)c7=CC(=[N+]23)[C@@H]1C)=CC1=[N+]6C(=C5[C-](C(=O)OC)C4=O)[C@@H](CCC(=O)OC/C=C(\C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)[C@@H]1C	C55H73MgN4O6	InChI=1S/C55H74N4O6.Mg/c1-13-39-34(7)41-29-46-48(38(11)60)36(9)43(57-46)27-42-35(8)40(52(58-42)50-51(55(63)64-12)54(62)49-37(10)44(59-53(49)50)28-45(39)56-41)23-24-47(61)65-26-25-33(6)22-16-21-32(5)20-15-19-31(4)18-14-17-30(2)3;/h25,27-32,34-35,39-40H,13-24,26H2,1-12H3,(H-,56,57,58,59,60,62);/q-2;+2/p-1/b33-25+;/t31-,32-,34-,35+,39-,40+;/m1./s1	QOSUYSWYVJFCJO-VMLNTYRVSA-M		CHEBI:61720		
BASm0004171	chlorophyll b	The cyclic tetrapyrrole anion that is chlorophyll b protonated to pH 7.3.			C=Cc1c(C)c2n3c1=CC1=[N+]4C(=Cc5c(C)c6c7n5[Mg-2]34[N+]3=C(C=2)[C@@H](C)[C@H](CCC(=O)OC/C=C(\C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C3=C7[C-](C(=O)OC)C6=O)C(CC)=C1C=O	C55H69MgN4O6	InChI=1S/C55H70N4O6.Mg/c1-12-38-35(8)42-27-43-36(9)40(23-24-48(61)65-26-25-34(7)22-16-21-33(6)20-15-19-32(5)18-14-17-31(3)4)52(58-43)50-51(55(63)64-11)54(62)49-37(10)44(59-53(49)50)28-46-39(13-2)41(30-60)47(57-46)29-45(38)56-42;/h12,25,27-33,36,40H,1,13-24,26H2,2-11H3,(H-,56,57,58,59,60,62);/q-2;+2/p-1/b34-25+;/t32-,33-,36+,40+;/m1./s1	WMNTZEAJBUMETR-YKKLGNEQSA-M		CHEBI:61721		
BASm0004172	(R)-4'-phosphopantetheine			Expected Solid	[H][C@](O)(C([O-])=NCCC([O-])=NCCS)C(C)(C)COP(O)(O)=O	C11H21N2O7PS	InChI=1S/C11H23N2O7PS/c1-11(2,7-20-21(17,18)19)9(15)10(16)13-4-3-8(14)12-5-6-22/h9,15,22H,3-7H2,1-2H3,(H,12,14)(H,13,16)(H2,17,18,19)/p-2/t9-/m0/s1	JDMUPRLRUUMCTL-VIFPVBQESA-L	356.0818064	CHEBI:61723		MMDBc0055040
BASm0004173	(+)-thujopsene				CC1=CC[C@@]2(C)CCCC(C)(C)[C@]22C[C@H]12	C15H24	InChI=1S/C15H24/c1-11-6-9-14(4)8-5-7-13(2,3)15(14)10-12(11)15/h6,12H,5,7-10H2,1-4H3/t12-,14-,15-/m1/s1	WXQGPFZDVCRBME-BPLDGKMQSA-N	204.1878008	CHEBI:61737		
BASm0004174	(+)-beta-chamigrene			Expected Solid	CC1=CC[C@]2(CC1)C(=C)CCCC2(C)C	C15H24	InChI=1S/C15H24/c1-12-7-10-15(11-8-12)13(2)6-5-9-14(15,3)4/h7H,2,5-6,8-11H2,1,3-4H3/t15-/m0/s1	WLNGPDPILFYWKF-HNNXBMFYSA-N	204.1878008	CHEBI:61746		MMDBc0050009
BASm0004175	(2E)-octenal	(E)-2-octenal is a flavoring ingredient for improving the aroma and flavor of cherries, dairy products, nuts, and meat. It is a colorless to slightly yellow liquid with fresh cucumber, fragrant herbs, banana leaf-like flavor. The boiling point of (E)-2-octenal (CAS 2548-87-0) is 84-86 degree Celcius, and when heated to decomposition it emits acrid smoke and irritating vapours.	2548-87-0		CCCCC\C=C\C=O	C8H14O	InChI=1S/C8H14O/c1-2-3-4-5-6-7-8-9/h6-8H,2-5H2,1H3/b7-6+	LVBXEMGDVWVTGY-VOTSOKGWSA-N	126.1044651	CHEBI:61748	HMDB0013809	
BASm0004176	D-mannosyl di-trans,octa-cis-undecaprenyl phosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CCC(C)=C([H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP([O-])(=O)OC1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]1([H])O)=C(\C)CCC=C(C)C	C61H100O9P	InChI=1S/C61H101O9P/c1-46(2)23-13-24-47(3)25-14-26-48(4)27-15-28-49(5)29-16-30-50(6)31-17-32-51(7)33-18-34-52(8)35-19-36-53(9)37-20-38-54(10)39-21-40-55(11)41-22-42-56(12)43-44-68-71(66,67)70-61-60(65)59(64)58(63)57(45-62)69-61/h23,25,27,29,31,33,35,37,39,41,43,57-65H,13-22,24,26,28,30,32,34,36,38,40,42,44-45H2,1-12H3,(H,66,67)/p-1/b47-25+,48-27+,49-29-,50-31-,51-33-,52-35-,53-37-,54-39-,55-41-,56-43-/t57-,58-,59+,60+,61?/m1/s1	IGWCSVFNNDSUBK-WFOXJJRZSA-M	1007.711045	CHEBI:61761		MMDBc0055870
BASm0004177	dinoflagellate luciferin				C=CC1=C(C)C(=O)NC1Cc1[nH]c(Cc2[nH]c3c(c2C)C(=O)C/C3=C2/[NH2+][C@H](C(=O)[O-])[C@@H](C)[C@@H]2CCC(=O)[O-])c(CC)c1C	C33H38N4O6	InChI=1S/C33H40N4O6/c1-7-18-14(3)22(12-25-19(8-2)16(5)32(41)36-25)34-24(18)13-23-17(6)28-26(38)11-21(31(28)35-23)30-20(9-10-27(39)40)15(4)29(37-30)33(42)43/h8,15,20,25,29,34-35,37H,2,7,9-13H2,1,3-6H3,(H,36,41)(H,39,40)(H,42,43)/p-2	QUHVVVWAQMRCSJ-UHFFFAOYSA-L	586.2802321	CHEBI:61796		
BASm0004178	2-demethylmenaquinol-8	2-demethylmenaquinol 8 belongs to the class of Tetraterpenes. These are terpene molecules containing 10 consecutively linked isoprene units. (inferred from compound structure)		Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=C(O)C2=CC=CC=C2C(O)=C1)=C(\C)CCC=C(C)C	C50H72O2	InChI=1S/C50H72O2/c1-38(2)19-12-20-39(3)21-13-22-40(4)23-14-24-41(5)25-15-26-42(6)27-16-28-43(7)29-17-30-44(8)31-18-32-45(9)35-36-46-37-49(51)47-33-10-11-34-48(47)50(46)52/h10-11,19,21,23,25,27,29,31,33-35,37,51-52H,12-18,20,22,24,26,28,30,32,36H2,1-9H3/b39-21+,40-23+,41-25+,42-27+,43-29+,44-31+,45-35+	FGYPGICSXJEKCG-AENDIINCSA-N	704.5532315	CHEBI:61873		MMDBc0031569
BASm0004181	2-hydroxyethane-1-sulfonate			Expected Solid	OCCS([O-])(=O)=O	C2H5O4S	InChI=1S/C2H6O4S/c3-1-2-7(4,5)6/h3H,1-2H2,(H,4,5,6)/p-1	SUMDYPCJJOFFON-UHFFFAOYSA-M	124.9914034	CHEBI:61904		MMDBc0032175
BASm0004182	ethane-1-sulfonate	Ethanesulfonate is a member of the chemical class known as Depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually -amino and -hydroxy acids), commonly but not necessarily regularly alternating. It is also called Coenzyme M. Coenzyme M is a coenzyme required for methyl-transfer reactions in the metabolism of methanogens. The coenzyme is an anion with the formula HSCH2CH2SO_3. It is named 2-mercaptoethanesulfonate and abbreviated HS		Expected Solid	CCS([O-])(=O)=O	C2H5O3S	InChI=1S/C2H6O3S/c1-2-6(3,4)5/h2H2,1H3,(H,3,4,5)/p-1	CCIVGXIOQKPBKL-UHFFFAOYSA-M	108.9964888	CHEBI:61909		MMDBc0032174
BASm0004183	butane-1-sulfonate	Butanesulfonate is a member of the chemical class known as Sulfonic Acids. These are compounds containing the sulfonic acid group, which has the general structure RS(=O)2OH (R = H).		Expected Solid	CCCCS([O-])(=O)=O	C4H9O3S	InChI=1S/C4H10O3S/c1-2-3-4-8(5,6)7/h2-4H2,1H3,(H,5,6,7)/p-1	QDHFHIQKOVNCNC-UHFFFAOYSA-M	137.0272398	CHEBI:61911		MMDBc0031649
BASm0004186	alpha-maltopentaose	a 1,4-&#945;-D-glucan reacts with H2O to produce maltopentaose. Alpha-amylase catalyzes the reaction.	34620-76-3	Solid	OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O[C@H]3[C@H](O)[C@@H](O)[C@@H](O[C@H]4[C@H](O)[C@@H](O)[C@@H](O[C@H]5[C@H](O)[C@@H](O)[C@@H](O)O[C@@H]5CO)O[C@@H]4CO)O[C@@H]3CO)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O	C30H52O26	InChI=1S/C30H52O26/c31-1-6-11(36)12(37)18(43)27(49-6)54-23-8(3-33)51-29(20(45)14(23)39)56-25-10(5-35)52-30(21(46)16(25)41)55-24-9(4-34)50-28(19(44)15(24)40)53-22-7(2-32)48-26(47)17(42)13(22)38/h6-47H,1-5H2/t6-,7-,8-,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26+,27-,28-,29-,30-/m1/s1	FTNIPWXXIGNQQF-DWTFCAFKSA-N	828.2746818	CHEBI:61952	HMDB0012254	
BASm0004187	alpha-maltohexaose	Maltohexaose is a polysaccharide with 6 units of glucose and can be classified as a maltodextrin. Maltodextrin is a polysaccharide that is used as a food additive. It is produced from starch by partial hydrolysis and is usually found as a creamy-white hygroscopic spray-dried powder. Maltodextrin is easily digestible, being absorbed as rapidly as glucose, and might be either moderately sweet or almost flavourless. It is commonly used for the production of natural sodas and candy such as SweeTarts. Maltodextrin consists of D-glucose units connected in chains of variable length. The glucose units are primarily linked with α(1→4) glycosidic bonds. Maltodextrin is typically composed of a mixture of chains that vary from three to nineteen glucose units long. Maltodextrins are classified by DE (dextrose equivalent) and have a DE between 3 to 20. The higher the DE value, the shorter the glucose chains, and the higher the sweetness and solubility. Above DE 20, the European Union's CN code calls it glucose syrup, at DE 10 or lower the customs CN code nomenclature classifies maltodextrins as dextrins (Wikipedia). A 1,4-alpha-D-glucan reacts with H2O to produce maltohexaose. alpha-Amylase is responsible for catalyzing this reaction.	34620-77-4	Solid	OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O[C@H]3[C@H](O)[C@@H](O)[C@@H](O[C@H]4[C@H](O)[C@@H](O)[C@@H](O[C@H]5[C@H](O)[C@@H](O)[C@@H](O[C@H]6[C@H](O)[C@@H](O)[C@@H](O)O[C@@H]6CO)O[C@@H]5CO)O[C@@H]4CO)O[C@@H]3CO)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O	C36H62O31	InChI=1S/C36H62O31/c37-1-7-13(43)14(44)21(51)32(58-7)64-27-9(3-39)60-34(23(53)16(27)46)66-29-11(5-41)62-36(25(55)18(29)48)67-30-12(6-42)61-35(24(54)19(30)49)65-28-10(4-40)59-33(22(52)17(28)47)63-26-8(2-38)57-31(56)20(50)15(26)45/h7-56H,1-6H2/t7-,8-,9-,10-,11-,12-,13-,14+,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,31+,32-,33-,34-,35-,36-/m1/s1	OCIBBXPLUVYKCH-QXVNYKTNSA-N	990.3275053	CHEBI:61953	HMDB0012253	
BASm0004188	alpha-maltoheptaose	Maltoheptaose is a polysaccharide with 7 units of glucose and can be classified as a maltodextrin. Maltodextrin is a polysaccharide that is used as a food additive. It is produced from starch by partial hydrolysis and is usually found as a creamy-white hygroscopic spray-dried powder. Maltodextrin is easily digestible, being absorbed as rapidly as glucose, and might be either moderately sweet or almost flavourless. It is commonly used for the production of natural sodas and candy such as SweeTarts. Maltodextrin consists of D-glucose units connected in chains of variable length. The glucose units are primarily linked with α(1→4) glycosidic bonds. Maltodextrin is typically composed of a mixture of chains that vary from three to nineteen glucose units long. Maltodextrins are classified by DE (dextrose equivalent) and have a DE between 3 to 20. The higher the DE value, the shorter the glucose chains, and the higher the sweetness and solubility. Above DE 20, the European Union's CN code calls it glucose syrup, at DE 10 or lower the customs CN code nomenclature classifies maltodextrins as dextrins (Wikipedia).	137767-17-0	Solid	OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O[C@H]3[C@H](O)[C@@H](O)[C@@H](O[C@H]4[C@H](O)[C@@H](O)[C@@H](O[C@H]5[C@H](O)[C@@H](O)[C@@H](O[C@H]6[C@H](O)[C@@H](O)[C@@H](O[C@H]7[C@H](O)[C@@H](O)[C@@H](O)O[C@@H]7CO)O[C@@H]6CO)O[C@@H]5CO)O[C@@H]4CO)O[C@@H]3CO)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O	C42H72O36	InChI=1S/C42H72O36/c43-1-8-15(50)16(51)24(59)37(67-8)74-31-10(3-45)69-39(26(61)18(31)53)76-33-12(5-47)71-41(28(63)20(33)55)78-35-14(7-49)72-42(29(64)22(35)57)77-34-13(6-48)70-40(27(62)21(34)56)75-32-11(4-46)68-38(25(60)19(32)54)73-30-9(2-44)66-36(65)23(58)17(30)52/h8-65H,1-7H2/t8-,9-,10-,11-,12-,13-,14-,15-,16+,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,31-,32-,33-,34-,35-,36+,37-,38-,39-,40-,41-,42-/m1/s1	BNABBHGYYMZMOA-AHIHXIOASA-N	1152.380329	CHEBI:61954	HMDB0013000	
BASm0004192	(3Z)-tetradecenoyl-CoA	A monounsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of cis-tetradec-3-enoyl-CoA; major species at pH 7.3.			CCCCCCCCCC/C=C\CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C35H56N7O17P3S	InChI=1S/C35H60N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h13-14,22-24,28-30,34,45-46H,4-12,15-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/p-4/b14-13-/t24-,28-,29-,30+,34-/m1/s1	SSOCUKXLUZQJHU-AOVQAXKGSA-J		CHEBI:61968		
BASm0004193	N-acetyl-alpha-D-galactosamine 1-phosphate	N-Acetyl-D-galactosamine 1-phosphate is an intermediate in amino sugar metabolism. The enzyme UDP-N-acetylgalactosamine diphosphorylase catalyzes the conversion of this metabolite into UDP-N-acetyl-D-galactosamine. In the same pathway, the enzyme N-acetylgalactosamine kinase catalyzes the phosphorylation of this metabolite from N-Acetyl-D-galactosamine using ATP or ITP. These two reactions are irreversible and occur in the cytosol. (BiGG database)		Solid	[H]OC([H])([H])[C@@]1([H])O[C@]([H])(OP([O-])([O-])=O)[C@]([H])(N([H])C(=O)C([H])([H])[H])[C@@]([H])(O[H])[C@@]1([H])O[H]	C8H14NO9P	InChI=1S/C8H16NO9P/c1-3(11)9-5-7(13)6(12)4(2-10)17-8(5)18-19(14,15)16/h4-8,10,12-13H,2H2,1H3,(H,9,11)(H2,14,15,16)/p-2/t4-,5-,6+,7-,8-/m1/s1	FZLJPEPAYPUMMR-JAJWTYFOSA-L	299.0406176	CHEBI:61970	HMDB06480	MMDBc0030322
BASm0004198	L-alanyl-gamma-D-glutamyl-meso-diaminoheptanedioate-D-alanine				[H][C@@](C)(N)C(O)=N[C@]([H])(CCC([O-])=N[C@]([H])(CCC[C@]([H])(N)C(O)=O)C(O)=N[C@]([H])(C)C(O)=O)C(O)=O	C18H30N5O9	InChI=1S/C18H31N5O9/c1-8(19)14(25)23-12(18(31)32)6-7-13(24)22-11(5-3-4-10(20)17(29)30)15(26)21-9(2)16(27)28/h8-12H,3-7,19-20H2,1-2H3,(H,21,26)(H,22,24)(H,23,25)(H,27,28)(H,29,30)(H,31,32)/p-1/t8-,9+,10-,11+,12+/m0/s1	VFGFFQOPKZHQLZ-RNWYCLNJSA-M	460.2049011	CHEBI:61983		
BASm0004199	(E)-2-methylgeranyl diphosphate			Expected Solid	CC(C)=CCC\C(C)=C(/C)COP([O-])(=O)OP([O-])([O-])=O	C11H19O7P2	InChI=1S/C11H22O7P2/c1-9(2)6-5-7-10(3)11(4)8-17-20(15,16)18-19(12,13)14/h6H,5,7-8H2,1-4H3,(H,15,16)(H2,12,13,14)/p-3/b11-10+	PRUWPPRJQIGKNB-ZHACJKMWSA-K	325.0622477	CHEBI:61984		MMDBc0055010
BASm0004200	4-carboxy-2-hydroxymuconate semialdehyde hemiacetal				O=C([O-])C1=CC(O)OC(C(=O)[O-])=C1	C7H6O6	InChI=1S/C7H6O6/c8-5-2-3(6(9)10)1-4(13-5)7(11)12/h1-2,5,8H,(H,9,10)(H,11,12)	MLOJGZHQNWCBAC-UHFFFAOYSA-N	186.0164379	CHEBI:61985		
BASm0004201	2-methylisoborneol		2371-42-8	Expected Solid	CC1(C)[C@@H]2CC[C@@]1(C)[C@](C)(O)C2	C11H20O	InChI=1S/C11H20O/c1-9(2)8-5-6-10(9,3)11(4,12)7-8/h8,12H,5-7H2,1-4H3/t8-,10+,11-/m1/s1	LFYXNXGVLGKVCJ-DVVUODLYSA-N	168.1514153	CHEBI:61987		MMDBc0033559
BASm0004202	alpha-maltotetraose		34612-38-9		[H][C@]1(O)O[C@]([H])(CO)[C@@]([H])(O[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O[C@@]3([H])O[C@]([H])(CO)[C@@]([H])(O[C@@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]4([H])O)[C@]([H])(O)[C@@]3([H])O)[C@]([H])(O)[C@@]2([H])O)[C@]([H])(O)[C@@]1([H])O	C24H42O21	InChI=1S/C24H42O21/c25-1-5-9(29)10(30)15(35)22(40-5)44-19-7(3-27)42-24(17(37)12(19)32)45-20-8(4-28)41-23(16(36)13(20)33)43-18-6(2-26)39-21(38)14(34)11(18)31/h5-38H,1-4H2/t5-,6-,7-,8-,9-,10+,11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,21+,22-,23-,24-/m1/s1	LUEWUZLMQUOBSB-ZLBHSGTGSA-N	666.2218584	CHEBI:61988		
BASm0004203	15,9'-di-cis-phytofluene	15,9'-di-cis-phytofluene is a member of the class of compounds known as carotenes. Carotenes are a type of unsaturated hydrocarbons containing eight consecutive isoprene units. They are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. 15,9'-di-cis-phytofluene can be found in a number of food items such as prickly pear, giant butterbur, broccoli, and chanterelle, which makes 15,9'-di-cis-phytofluene a potential biomarker for the consumption of these food products.			CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\C=C/C=C(\C)/C=C/C=C(/C)CC\C=C(/C)CCC=C(C)C	C40H62	InChI=1S/C40H62/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15,19-22,25,27-30H,13-14,16-18,23-24,26,31-32H2,1-10H3/b12-11-,25-15+,35-21+,36-22+,37-27+,38-28+,39-29-,40-30+	OVSVTCFNLSGAMM-IQEMYQFOSA-N	542.485152	CHEBI:61990	HMDB0304024	
BASm0004204	sulfoacetyl-CoA			Expected Solid	[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)CS(O)(=O)=O)C(C)(C)COP(O)(=O)OP([O-])(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C23H33N7O20P3S2	InChI=1S/C23H38N7O20P3S2/c1-23(2,18(34)21(35)26-4-3-13(31)25-5-6-54-14(32)8-55(43,44)45)9-47-53(41,42)50-52(39,40)46-7-12-17(49-51(36,37)38)16(33)22(48-12)30-11-29-15-19(24)27-10-28-20(15)30/h10-12,16-18,22,33-34H,3-9H2,1-2H3,(H,25,31)(H,26,35)(H,39,40)(H,41,42)(H2,24,27,28)(H2,36,37,38)(H,43,44,45)/p-5/t12-,16-,17-,18+,22-/m1/s1	LFBBBBRKKCUFRH-GRFIIANRSA-I	884.0462077	CHEBI:61994		MMDBc0056322
BASm0004205	alpha-D-Glc-(1->3)-L-alpha-D-Hep-(1->3)-L-alpha-D-Hep-(1->5)-[alpha-Kdo-(2->4)]-alpha-Kdo-(2->6)-lipid A	Glucosyl-(heptosyl)2-Kdo2-lipid A is an intermediate in lipid A-core biosynthesis pathway in E.coli. It is a substrate for the enzyme lipopolysaccharide core heptose (I) kinase which catalyzes the reaction glucosyl-(heptosyl)2-Kdo2-lipid A + ATP -> glucosyl-(heptosyl)2-Kdo2-lipid A-phosphate + ADP + H+. It is also a product for enzyme lipopolysaccharide glucosyltransferase I which catalyzes reaction UDP-alpha-D-glucose + (heptosyl)2-Kdo2-lipid A -> glucosyl-(heptosyl)2-Kdo2-lipid A + UDP + H+ (BioCyc compound: CPD0-932).			CCCCCCCCCCCCCC(=O)O[C@H](CCCCCCCCCCC)CC(=O)O[C@@H]1[C@@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@H](OC[C@H]2O[C@H](OP(=O)([O-])[O-])[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]2O)O[C@H](CO[C@]2(C(=O)[O-])C[C@@H](O[C@]3(C(=O)[O-])C[C@@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O3)[C@@H](O[C@H]3O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O[C@H]4O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@@H]4O)[C@@H]3O)[C@@H]([C@H](O)CO)O2)[C@H]1OP(=O)([O-])[O-]	C44H73NO37	InChI=1S/C44H73NO37/c1-10(52)45-19-23(61)21(59)17(8-50)72-37(19)78-35-26(64)25(63)29(12(54)4-46)74-40(35)77-34-28(66)39(75-31(14(56)6-48)36(34)79-38-27(65)24(62)22(60)18(9-51)73-38)76-33-16(3-43(71,41(67)68)81-32(33)15(57)7-49)80-44(42(69)70)2-11(53)20(58)30(82-44)13(55)5-47/h11-40,46-51,53-66,71H,2-9H2,1H3,(H,45,52)(H,67,68)(H,69,70)/t11-,12+,13-,14+,15-,16-,17-,18-,19-,20-,21-,22-,23-,24+,25+,26+,27-,28+,29-,30-,31-,32-,33-,34-,35+,36-,37-,38+,39-,40-,43-,44-/m1/s1	PCHRYGZWVXTYCG-KZVNFAGQSA-N	1207.386142	CHEBI:61997		
BASm0004206	alpha-D-Glc-(1->3)-L-alpha-D-Hep-(1->3)-4-O-PO3(2-)-L-alpha-D-Hep-(1->5)-[alpha-Kdo-(2->4)]-alpha-Kdo-(2->6)-lipid A	Glucosyl-(heptosyl)2-Kdo2-lipid A-phosphate is an intermediate in Lipid A-core biosynthesis pathway in E.coli. It is a substrate for the enzyme lipopolysaccharide core heptosyl transferase III which catalyzes the reaction glucosyl-(heptosyl)2-Kdo2-lipid A-phosphate + ADP-L-glycero-beta-D-manno-heptose -> glucosyl-(heptosyl)3-Kdo2-lipid A-phosphate + ADP + H+. It is also a product for enzyme lipopolysaccharide core heptose (I) kinase which catalyzes reaction glucosyl-(heptosyl)2-Kdo2-lipid A + ATP → glucosyl-(heptosyl)2-Kdo2-lipid A-phosphate + ADP + H+ (BioCyc compound: CPD0-933).			CCCCCCCCCCCCCC(=O)O[C@H](CCCCCCCCCCC)CC(=O)O[C@@H]1[C@@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@H](OC[C@H]2O[C@H](OP(=O)([O-])[O-])[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]2O)O[C@H](CO[C@]2(C(=O)[O-])C[C@@H](O[C@]3(C(=O)[O-])C[C@@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O3)[C@@H](O[C@H]3O[C@H]([C@@H](O)CO)[C@@H](OP(=O)([O-])[O-])[C@H](O[C@H]4O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@@H]4O)[C@@H]3O)[C@@H]([C@H](O)CO)O2)[C@H]1OP(=O)([O-])[O-]	C130H229N2O59P3	InChI=1S/C130H237N2O59P3/c1-7-13-19-25-31-37-38-44-50-56-62-68-98(148)175-85(66-60-54-48-42-35-29-23-17-11-5)72-100(150)180-118-102(132-96(146)71-84(65-59-53-47-41-34-28-22-16-10-4)174-97(147)67-61-55-49-43-36-30-24-18-12-6)122(172-80-93-105(153)117(179-99(149)70-83(139)64-58-52-46-40-33-27-21-15-9-3)101(123(177-93)191-194(169,170)171)131-95(145)69-82(138)63-57-51-45-39-32-26-20-14-8-2)178-94(116(118)189-192(163,164)165)81-173-129(127(159)160)74-91(186-130(128(161)162)73-86(140)103(151)112(187-130)88(142)76-134)115(114(188-129)90(144)78-136)183-126-110(158)120(121(190-193(166,167)168)113(182-126)89(143)77-135)185-125-109(157)119(108(156)111(181-125)87(141)75-133)184-124-107(155)106(154)104(152)92(79-137)176-124/h82-94,101-126,133-144,151-158H,7-81H2,1-6H3,(H,131,145)(H,132,146)(H,159,160)(H,161,162)(H2,163,164,165)(H2,166,167,168)(H2,169,170,171)/p-8/t82-,83-,84-,85-,86-,87+,88-,89+,90-,91-,92-,93-,94-,101-,102-,103-,104-,105-,106+,107-,108-,109+,110+,111-,112-,113-,114-,115-,116-,117-,118-,119+,120-,121-,122-,123-,124?,125-,126-,129-,130-/m1/s1	GBPUUSBSBGYHGL-DOCZPCJQSA-F	2855.423718	CHEBI:61998		
BASm0004207	alpha-D-Glc-(1->3)-[L-alpha-D-Hep-(1->7)]-L-alpha-D-Hep-(1->3)-4-O-PO3(2-)-L-alpha-D-Hep-(1->5)-[alpha-Kdo-(2->4)]-alpha-Kdo-(2->6)-lipid A	A lipid A oxoanion obtained via deprotonation of the carboxy and phosphate OH groups of glucosyl-(heptosyl)2-4-phosphoheptosyl-(KDO)2-lipid A.			CCCCCCCCCCCCCC(=O)O[C@H](CCCCCCCCCCC)CC(=O)O[C@@H]1[C@@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@H](OC[C@H]2O[C@H](OP(=O)([O-])[O-])[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]2O)O[C@H](CO[C@]2(C(=O)[O-])C[C@@H](O[C@]3(C(=O)[O-])C[C@@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O3)[C@@H](O[C@H]3O[C@H]([C@@H](O)CO)[C@@H](OP(=O)([O-])[O-])[C@H](O[C@H]4O[C@H]([C@@H](O)CO[C@H]5O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]5O)[C@@H](O)[C@H](O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@@H]4O)[C@@H]3O)[C@@H]([C@H](O)CO)O2)[C@H]1OP(=O)([O-])[O-]	C137H241N2O65P3	InChI=1S/C137H249N2O65P3/c1-7-13-19-25-31-37-38-44-50-56-62-68-100(156)187-86(66-60-54-48-42-35-29-23-17-11-5)72-102(158)192-124-104(139-98(154)71-85(65-59-53-47-41-34-28-22-16-10-4)186-99(155)67-61-55-49-43-36-30-24-18-12-6)128(184-81-95-107(161)123(191-101(157)70-84(146)64-58-52-46-40-33-27-21-15-9-3)103(129(189-95)204-207(180,181)182)138-97(153)69-83(145)63-57-51-45-39-32-26-20-14-8-2)190-96(122(124)202-205(174,175)176)82-185-136(134(170)171)74-93(199-137(135(172)173)73-87(147)105(159)118(200-137)89(149)76-141)121(120(201-136)91(151)78-143)196-133-115(169)126(127(203-206(177,178)179)119(195-133)90(150)77-142)198-132-114(168)125(197-131-112(166)108(162)106(160)94(79-144)188-131)113(167)117(194-132)92(152)80-183-130-111(165)109(163)110(164)116(193-130)88(148)75-140/h83-96,103-133,140-152,159-169H,7-82H2,1-6H3,(H,138,153)(H,139,154)(H,170,171)(H,172,173)(H2,174,175,176)(H2,177,178,179)(H2,180,181,182)/p-8/t83-,84-,85-,86-,87-,88+,89-,90+,91-,92+,93-,94-,95-,96-,103-,104-,105-,106-,107-,108+,109+,110+,111+,112-,113-,114+,115+,116-,117-,118-,119-,120-,121-,122-,123-,124-,125+,126-,127-,128-,129-,130+,131-,132-,133-,136-,137-/m1/s1	QHKUHEQURQLSFA-WAOODQFWSA-F		CHEBI:61999		
BASm0004208	alpha-D-Glc-(1->3)-[L-alpha-D-Hep-(1->7)]-4-O-PO3(2-)-L-alpha-D-Hep-(1->3)-4-O-PO3(2-)-L-alpha-D-Hep-(1->5)-[alpha-Kdo-(2->4)]-alpha-Kdo-(2->6)-lipid A	Glucosyl-(heptosyl)3-Kdo2-lipid A-bisphosphate is an intermediate in lipid A-core biosynthesis pathway in E.coli. It is a substrate for the enzyme UDP-D-galactose:(glucosyl)lipopolysaccharide-1,6-D-galactosyltransferase which catalyzes the reaction UDP-alpha-D-galactose + glucosyl-(heptosyl)3-Kdo2-lipid A-bisphosphate -> galactosyl-glucosyl-(heptosyl)3-Kdo2-lipid A-bisphosphate + UDP + H+. It is also a product for enzyme lipopolysaccharide core heptose (II) kinase which catalyzes reaction glucosyl-(heptosyl)3-Kdo2-lipid A-phosphate + ATP → glucosyl-(heptosyl)3-Kdo2-lipid A-bisphosphate + ADP + H+ (BioCyc compound: CPD0-935).			CCCCCCCCCCCCCC(=O)O[C@H](CCCCCCCCCCC)CC(=O)O[C@@H]1[C@@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@H](OC[C@H]2O[C@H](OP(=O)([O-])[O-])[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]2O)O[C@H](CO[C@]2(C(=O)[O-])C[C@@H](O[C@]3(C(=O)[O-])C[C@@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O3)[C@@H](O[C@H]3O[C@H]([C@@H](O)CO)[C@@H](OP(=O)([O-])[O-])[C@H](O[C@H]4O[C@H]([C@@H](O)CO[C@H]5O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]5O)[C@@H](OP(=O)([O-])[O-])[C@H](O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@@H]4O)[C@@H]3O)[C@@H]([C@H](O)CO)O2)[C@H]1OP(=O)([O-])[O-]	C137H240N2O68P4	InChI=1S/C137H250N2O68P4/c1-7-13-19-25-31-37-38-44-50-56-62-68-100(156)189-86(66-60-54-48-42-35-29-23-17-11-5)72-102(158)194-123-104(139-98(154)71-85(65-59-53-47-41-34-28-22-16-10-4)188-99(155)67-61-55-49-43-36-30-24-18-12-6)128(186-81-95-107(161)122(193-101(157)70-84(146)64-58-52-46-40-33-27-21-15-9-3)103(129(191-95)207-211(182,183)184)138-97(153)69-83(145)63-57-51-45-39-32-26-20-14-8-2)192-96(121(123)204-208(173,174)175)82-187-136(134(169)170)74-93(201-137(135(171)172)73-87(147)105(159)116(202-137)89(149)76-141)120(119(203-136)91(151)78-143)198-132-113(167)124(126(205-209(176,177)178)117(196-132)90(150)77-142)200-133-114(168)125(199-131-112(166)108(162)106(160)94(79-144)190-131)127(206-210(179,180)181)118(197-133)92(152)80-185-130-111(165)109(163)110(164)115(195-130)88(148)75-140/h83-96,103-133,140-152,159-168H,7-82H2,1-6H3,(H,138,153)(H,139,154)(H,169,170)(H,171,172)(H2,173,174,175)(H2,176,177,178)(H2,179,180,181)(H2,182,183,184)/p-10/t83-,84-,85-,86-,87-,88+,89-,90+,91-,92+,93-,94-,95-,96-,103-,104-,105-,106-,107-,108+,109+,110+,111+,112-,113+,114+,115-,116-,117-,118-,119-,120-,121-,122-,123-,124-,125-,126-,127-,128-,129-,130?,131?,132-,133-,136-,137-/m1/s1	PGWHDOSYAOIVFB-QZGPPVOJSA-D	3125.438884	CHEBI:62000		
BASm0004209	alpha-D-Gal-(1->6)-alpha-D-Glc-(1->3)-[L-alpha-D-Hep-(1->7)]-4-O-PO3(2-)-L-alpha-D-Hep-(1->3)-4-O-PO3(2-)-L-alpha-D-Hep-(1->5)-[alpha-Kdo-(2->4)]-alpha-Kdo-(2->6)-lipid A			Expected Solid	CCCCCCCCCCCCCC(=O)O[C@H](CCCCCCCCCCC)CC(=O)O[C@@H]1[C@@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@H](OC[C@H]2O[C@H](OP(=O)([O-])[O-])[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]2O)O[C@H](CO[C@]2(C(=O)[O-])C[C@@H](O[C@]3(C(=O)[O-])C[C@@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O3)[C@@H](O[C@H]3O[C@H]([C@@H](O)CO)[C@@H](OP(=O)([O-])[O-])[C@H](O[C@H]4O[C@H]([C@@H](O)CO[C@H]5O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]5O)[C@@H](OP(=O)([O-])[O-])[C@H](O[C@H]5O[C@H](CO[C@H]6O[C@H](CO)[C@H](O)[C@H](O)[C@H]6O)[C@@H](O)[C@H](O)[C@H]5O)[C@@H]4O)[C@@H]3O)[C@@H]([C@H](O)CO)O2)[C@H]1OP(=O)([O-])[O-]	C143H250N2O73P4	InChI=1S/C143H260N2O73P4/c1-7-13-19-25-31-37-38-44-50-56-62-68-102(162)199-87(66-60-54-48-42-35-29-23-17-11-5)72-104(164)205-128-106(145-100(160)71-86(65-59-53-47-41-34-28-22-16-10-4)198-101(161)67-61-55-49-43-36-30-24-18-12-6)133(195-82-97-110(168)127(204-103(163)70-85(152)64-58-52-46-40-33-27-21-15-9-3)105(134(201-97)218-222(191,192)193)144-99(159)69-84(151)63-57-51-45-39-32-26-20-14-8-2)203-98(126(128)215-219(182,183)184)83-197-142(140(178)179)74-94(212-143(141(180)181)73-88(153)107(165)121(213-143)90(155)76-147)125(124(214-142)92(157)78-149)209-138-118(176)129(131(216-220(185,186)187)122(207-138)91(156)77-148)211-139-119(177)130(210-137-117(175)112(170)109(167)96(202-137)81-196-135-115(173)111(169)108(166)95(79-150)200-135)132(217-221(188,189)190)123(208-139)93(158)80-194-136-116(174)113(171)114(172)120(206-136)89(154)75-146/h84-98,105-139,146-158,165-177H,7-83H2,1-6H3,(H,144,159)(H,145,160)(H,178,179)(H,180,181)(H2,182,183,184)(H2,185,186,187)(H2,188,189,190)(H2,191,192,193)/p-10/t84-,85-,86-,87-,88-,89+,90-,91+,92-,93+,94-,95-,96-,97-,98-,105-,106-,107-,108+,109-,110-,111+,112+,113+,114+,115-,116+,117-,118+,119+,120-,121-,122-,123-,124-,125-,126-,127-,128-,129-,130-,131-,132-,133-,134-,135?,136?,137?,138-,139-,142-,143-/m1/s1	ANYWVBWOMFKRSV-ZYKHTJCRSA-D	3287.491707	CHEBI:62001		MMDBc0053258
BASm0004210	alpha-D-Glc-(1->3)-[alpha-D-Gal-(1->6)]-alpha-D-Glc-(1->3)-[L-alpha-D-Hep-(1->7)]-4-O-PO3(2-)-L-alpha-D-Hep-(1->3)-4-O-PO3(2-)-L-alpha-D-Hep-(1->5)-[alpha-Kdo-(2->4)]-alpha-Kdo-(2->6)-lipid A	Galactosyl-(glucosyl)2-(heptosyl)3-Kdo2-lipid A-bisphosphate is an intermediate in lipid A-core biosynthesis pathway in E.coli. It is a substrate for the enzyme UDP-glucose:(glucosyl)LPS alpha-1,2-glucosyltransferase which catalyzes the reaction UDP-alpha-D-glucose + galactosyl-(glucosyl)2-(heptosyl)3-Kdo2-lipid A-bisphosphate -> galactosyl-(glucosyl)3-(heptosyl)3-Kdo2-lipid A-bisphosphate + UDP + H+. It is also a product for enzyme UDP-D-glucose:(glucosyl)LPS alpha-1,3-glucosyltransferase which catalyzes reaction UDP-alpha-D-glucose + galactosyl-glucosyl-(heptosyl)3-Kdo2-lipid A-bisphosphate -> galactosyl-(glucosyl)2-(heptosyl)3-Kdo2-lipid A-bisphosphate + UDP + H+ (BioCyc compound: CPD0-937).			CCCCCCCCCCCCCC(=O)O[C@H](CCCCCCCCCCC)CC(=O)O[C@@H]1[C@@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@H](OC[C@H]2O[C@H](OP(=O)([O-])[O-])[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]2O)O[C@H](CO[C@]2(C(=O)[O-])C[C@@H](O[C@]3(C(=O)[O-])C[C@@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O3)[C@@H](O[C@H]3O[C@H]([C@@H](O)CO)[C@@H](OP(=O)([O-])[O-])[C@H](O[C@H]4O[C@H]([C@@H](O)CO[C@H]5O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]5O)[C@@H](OP(=O)([O-])[O-])[C@H](O[C@H]5O[C@H](CO[C@H]6O[C@H](CO)[C@H](O)[C@H](O)[C@H]6O)[C@@H](O)[C@H](O[C@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)[C@H]5O)[C@@H]4O)[C@@H]3O)[C@@H]([C@H](O)CO)O2)[C@H]1OP(=O)([O-])[O-]	C149H260N2O78P4	InChI=1S/C149H270N2O78P4/c1-7-13-19-25-31-37-38-44-50-56-62-68-104(169)208-88(66-60-54-48-42-35-29-23-17-11-5)72-106(171)215-132-108(151-102(167)71-87(65-59-53-47-41-34-28-22-16-10-4)207-103(168)67-61-55-49-43-36-30-24-18-12-6)138(204-82-98-112(175)131(214-105(170)70-86(159)64-58-52-46-40-33-27-21-15-9-3)107(139(211-98)229-233(200,201)202)150-101(166)69-85(158)63-57-51-45-39-32-26-20-14-8-2)213-100(130(132)226-230(191,192)193)84-206-148(146(187)188)74-95(223-149(147(189)190)73-89(160)109(172)125(224-149)91(162)76-153)129(128(225-148)93(164)78-155)219-144-122(185)134(136(227-231(194,195)196)126(217-144)92(163)77-154)222-145-123(186)135(137(228-232(197,198)199)127(218-145)94(165)81-203-141-119(182)116(179)117(180)124(216-141)90(161)75-152)221-143-121(184)133(220-142-120(183)115(178)111(174)97(80-157)210-142)113(176)99(212-143)83-205-140-118(181)114(177)110(173)96(79-156)209-140/h85-100,107-145,152-165,172-186H,7-84H2,1-6H3,(H,150,166)(H,151,167)(H,187,188)(H,189,190)(H2,191,192,193)(H2,194,195,196)(H2,197,198,199)(H2,200,201,202)/p-10/t85-,86-,87-,88-,89-,90+,91-,92+,93-,94+,95-,96-,97-,98-,99-,100-,107-,108-,109-,110+,111-,112-,113-,114+,115+,116+,117+,118-,119+,120-,121-,122+,123+,124-,125-,126-,127-,128-,129-,130-,131-,132-,133+,134-,135-,136-,137-,138-,139-,140?,141?,142?,143?,144-,145-,148-,149-/m1/s1	SCHCLYNSYWDAGC-PZKDYKGPSA-D	3449.544531	CHEBI:62002		
BASm0004211	alpha-D-Glc-(1->2)-alpha-D-Glc-(1->3)-[alpha-D-Gal-(1->6)]-alpha-D-Glc-(1->3)-[L-alpha-D-Hep-(1->7)]-4-O-PO3(2-)-L-alpha-D-Hep-(1->3)-4-O-PO3(2-)-L-alpha-D-Hep-(1->5)-[alpha-Kdo-(2->4)]-alpha-Kdo-(2->6)-lipid A	Galactosyl-(glucosyl)3-(heptosyl)3-Kdo2-lipid A-bisphosphate is an intermediate in lipid A-core biosynthesis pathway in E.coli. It is a substrate for the enzyme heptosyl transferase IV which catalyzes the reaction galactosyl-(glucosyl)3-(heptosyl)3-Kdo2-lipid A-bisphosphate + ADP-L-glycero-beta-D-manno-heptose -> lipid A-core + ADP + H+. It is also a product for enzyme UDP-glucose:(glucosyl)LPS alpha-1,2-glucosyltransferase which catalyzes reaction UDP-alpha-D-glucose + galactosyl-(glucosyl)2-(heptosyl)3-Kdo2-lipid A-bisphosphate -> galactosyl-(glucosyl)3-(heptosyl)3-Kdo2-lipid A-bisphosphate + UDP + H+ (BioCyc compound: CPD0-938).		Expected Solid	CCCCCCCCCCCCCC(=O)O[C@H](CCCCCCCCCCC)CC(=O)O[C@@H]1[C@@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@H](OC[C@H]2O[C@H](OP(=O)([O-])[O-])[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]2O)O[C@H](CO[C@]2(C(=O)[O-])C[C@@H](O[C@]3(C(=O)[O-])C[C@@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O3)[C@@H](O[C@H]3O[C@H]([C@@H](O)CO)[C@@H](OP(=O)([O-])[O-])[C@H](O[C@H]4O[C@H]([C@@H](O)COC5O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]5O)[C@@H](OP(=O)([O-])[O-])[C@H](OC5O[C@H](COC6O[C@H](CO)[C@H](O)[C@H](O)[C@H]6O)[C@@H](O)[C@H](OC6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6OC6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)[C@H]5O)[C@@H]4O)[C@@H]3O)[C@@H]([C@H](O)CO)O2)[C@H]1OP(=O)([O-])[O-]	C155H270N2O83P4	InChI=1S/C155H280N2O83P4/c1-7-13-19-25-31-37-38-44-50-56-62-68-106(176)217-89(66-60-54-48-42-35-29-23-17-11-5)72-108(178)225-136-110(157-104(174)71-88(65-59-53-47-41-34-28-22-16-10-4)216-105(175)67-61-55-49-43-36-30-24-18-12-6)143(213-83-100-115(183)135(224-107(177)70-87(166)64-58-52-46-40-33-27-21-15-9-3)109(144(221-100)240-244(209,210)211)156-103(173)69-86(165)63-57-51-45-39-32-26-20-14-8-2)223-102(134(136)237-241(200,201)202)85-215-154(152(196)197)74-96(234-155(153(198)199)73-90(167)111(179)129(235-155)92(169)76-159)133(132(236-154)94(171)78-161)229-149-126(194)138(141(238-242(203,204)205)130(227-149)93(170)77-160)232-150-127(195)139(142(239-243(206,207)208)131(228-150)95(172)82-212-146-123(191)119(187)121(189)128(226-146)91(168)75-158)231-148-125(193)137(116(184)101(222-148)84-214-145-122(190)117(185)112(180)97(79-162)218-145)230-151-140(120(188)114(182)99(81-164)220-151)233-147-124(192)118(186)113(181)98(80-163)219-147/h86-102,109-151,158-172,179-195H,7-85H2,1-6H3,(H,156,173)(H,157,174)(H,196,197)(H,198,199)(H2,200,201,202)(H2,203,204,205)(H2,206,207,208)(H2,209,210,211)/p-10/t86-,87-,88-,89-,90-,91+,92-,93+,94-,95+,96-,97-,98-,99-,100-,101-,102-,109-,110-,111-,112+,113-,114-,115-,116-,117+,118+,119+,120+,121+,122-,123+,124-,125-,126+,127+,128-,129-,130-,131-,132-,133-,134-,135-,136-,137+,138-,139-,140-,141-,142-,143-,144-,145?,146?,147?,148?,149-,150-,151?,154-,155-/m1/s1	DNFPUONWCBGXPM-AZUGHDOASA-D	3611.597354	CHEBI:62003		MMDBc0032148
BASm0004212	lipid A-core	A lipid A oxoanion obtained via deprotonation of the carboxy and phosphate OH groups of lipid A-core.			CCCCCCCCCCCCCC(=O)O[C@H](CCCCCCCCCCC)CC(=O)O[C@@H]1[C@@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@H](OC[C@H]2O[C@H](OP(=O)([O-])[O-])[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]2O)O[C@H](CO[C@]2(C(=O)[O-])C[C@@H](O[C@]3(C(=O)[O-])C[C@@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O3)[C@@H](O[C@H]3O[C@H]([C@@H](O)CO)[C@@H](OP(=O)([O-])[O-])[C@H](O[C@H]4O[C@H]([C@@H](O)CO[C@H]5O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]5O)[C@@H](OP(=O)([O-])[O-])[C@H](O[C@H]5O[C@H](CO[C@H]6O[C@H](CO)[C@H](O)[C@H](O)[C@H]6O)[C@@H](O)[C@H](O[C@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O[C@H]6O[C@H](CO[C@H]7O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]7O)[C@@H](O)[C@H](O)[C@H]6O)[C@H]5O)[C@@H]4O)[C@@H]3O)[C@@H]([C@H](O)CO)O2)[C@H]1OP(=O)([O-])[O-]	C162H282N2O89P4	InChI=1S/C162H292N2O89P4/c1-7-13-19-25-31-37-38-44-50-56-62-68-108(184)229-90(66-60-54-48-42-35-29-23-17-11-5)72-110(186)237-142-112(164-106(182)71-89(65-59-53-47-41-34-28-22-16-10-4)228-107(183)67-61-55-49-43-36-30-24-18-12-6)149(224-84-102-117(191)141(236-109(185)70-88(173)64-58-52-46-40-33-27-21-15-9-3)111(150(232-102)253-257(220,221)222)163-105(181)69-87(172)63-57-51-45-39-32-26-20-14-8-2)235-104(140(142)250-254(211,212)213)86-227-161(159(207)208)74-98(247-162(160(209)210)73-91(174)113(187)135(248-162)94(177)77-167)139(138(249-161)96(179)79-169)242-156-131(205)144(147(251-255(214,215)216)136(240-156)95(178)78-168)245-157-132(206)145(148(252-256(217,218)219)137(241-157)97(180)82-223-152-127(201)121(195)124(198)133(238-152)92(175)75-165)244-155-130(204)143(118(192)103(234-155)85-225-151-126(200)119(193)114(188)99(80-170)230-151)243-158-146(123(197)115(189)100(81-171)231-158)246-154-129(203)120(194)116(190)101(233-154)83-226-153-128(202)122(196)125(199)134(239-153)93(176)76-166/h87-104,111-158,165-180,187-206H,7-86H2,1-6H3,(H,163,181)(H,164,182)(H,207,208)(H,209,210)(H2,211,212,213)(H2,214,215,216)(H2,217,218,219)(H2,220,221,222)/p-10/t87-,88-,89-,90-,91-,92+,93+,94-,95+,96-,97+,98-,99-,100-,101-,102-,103-,104-,111-,112-,113-,114+,115-,116-,117-,118-,119+,120+,121+,122+,123+,124+,125+,126-,127+,128+,129-,130-,131+,132+,133-,134-,135-,136-,137-,138-,139-,140-,141-,142-,143+,144-,145-,146-,147-,148-,149-,150-,151+,152+,153+,154-,155-,156-,157-,158-,161-,162-/m1/s1	CEMLXOTXCUORFY-GRKFJNPXSA-D		CHEBI:62004		
BASm0004214	beta-D-mannopyranosyl-(1->2)-D-mannopyranose			Expected Solid	OC[C@H]1O[C@@H](O[C@@H]2C(O)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	C12H22O11	InChI=1S/C12H22O11/c13-1-3-6(16)8(18)10(11(20)21-3)23-12-9(19)7(17)5(15)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9+,10+,11?,12+/m1/s1	HIWPGCMGAMJNRG-FZFXURTHSA-N	342.1162115	CHEBI:62037		MMDBc0055768
BASm0004215	P(1),P(5)-bis(5'-adenosyl) pentaphosphate	An organophosphate oxoanion arising from global deprotonation of the pentaphosphate OH groups of P(1),P(5)-bis(5'-adenosyl) pentaphosphate.			Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	C20H24N10O22P5	InChI=1S/C20H29N10O22P5/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(47-19)1-45-53(35,36)49-55(39,40)51-57(43,44)52-56(41,42)50-54(37,38)46-2-8-12(32)14(34)20(48-8)30-6-28-10-16(22)24-4-26-18(10)30/h3-8,11-14,19-20,31-34H,1-2H2,(H,35,36)(H,37,38)(H,39,40)(H,41,42)(H,43,44)(H2,21,23,25)(H2,22,24,26)/p-5/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1	OIMACDRJUANHTJ-XPWFQUROSA-I		CHEBI:62041		
BASm0004216	biotinate sulfoxide	A monocarboxylic acid anion that is the conjugate base of biotin sulfoxide; major species at pH 7.3.			O=C([O-])CCCC[C@H]1[C@H]2NC(=O)N[C@H]2CS1=O	C10H15N2O4S	InChI=1S/C10H16N2O4S/c13-8(14)4-2-1-3-7-9-6(5-17(7)16)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)/p-1/t6-,7-,9-,17?/m0/s1	KCSKCIQYNAOBNQ-YBSFLMRUSA-M		CHEBI:62046		
BASm0004217	(S)-carnitinyl-CoA	An acyl-CoA oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of (S)-carnitinyl-CoA; major species at pH 7.3.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@H](O)C[N+](C)(C)C	C28H46N8O18P3S	InChI=1S/C28H49N8O18P3S/c1-28(2,23(41)26(42)31-7-6-18(38)30-8-9-58-19(39)10-16(37)11-36(3,4)5)13-51-57(48,49)54-56(46,47)50-12-17-22(53-55(43,44)45)21(40)27(52-17)35-15-34-20-24(29)32-14-33-25(20)35/h14-17,21-23,27,37,40-41H,6-13H2,1-5H3,(H7-,29,30,31,32,33,38,42,43,44,45,46,47,48,49)/p-3/t16-,17+,21+,22+,23-,27+/m0/s1	BBRISSLDTUHWKG-ZORKKWTOSA-K		CHEBI:62047		
BASm0004218	6-({2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-[(sulfooxy)methyl]oxan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid				[H]O[C@@H]1O[C@H](COS(=O)(=O)[O-])[C@H](O)[C@H](O[C@@H]2O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]2O)[C@H]1NC(C)=O	C14H23NO15S	InChI=1S/C14H23NO15S/c1-3(16)15-5-10(6(17)4(28-13(5)23)2-27-31(24,25)26)29-14-9(20)7(18)8(19)11(30-14)12(21)22/h4-11,13-14,17-20,23H,2H2,1H3,(H,15,16)(H,21,22)(H,24,25,26)	HMCUNCSRFXXUOR-UHFFFAOYSA-N	477.0788402	CHEBI:62065	HMDB0160737	
BASm0004219	(3S)-hydroxyhexanoyl-CoA	(S)-Hydroxyhexanoyl-CoA is an intermediate in fatty acid metabolism, being the substrate of the enzymes beta-hydroxyacyl-CoA dehydrogenase and 3-hydroxyacyl-CoA dehydrogenase [EC 1.1.1.211-1.1.1.35]; (S)-Hydroxyhexanoyl-CoA is an intermediate in fatty acid elongation in mitochondria, the substrate of the enzymes enoyl-CoA hydratase and long-chain-enoyl-CoA hydratase [EC 4.2.1.17-4.2.1.74]. (KEGG) [HMDB]	79171-47-4	Solid	CCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C27H46N7O18P3S	InChI=1S/C27H46N7O18P3S/c1-4-5-15(35)10-18(37)56-9-8-29-17(36)6-7-30-25(40)22(39)27(2,3)12-49-55(46,47)52-54(44,45)48-11-16-21(51-53(41,42)43)20(38)26(50-16)34-14-33-19-23(28)31-13-32-24(19)34/h13-16,20-22,26,35,38-39H,4-12H2,1-3H3,(H,29,36)(H,30,40)(H,44,45)(H,46,47)(H2,28,31,32)(H2,41,42,43)/t15-,16+,20+,21+,22?,26+/m0/s1	VAAHKRMGOFIORX-DWUFXMDISA-N	881.1832879	CHEBI:62075	HMDB03942	
BASm0004220	(2E)-hexenoyl-CoA			Expected Solid	CCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C27H40N7O17P3S	InChI=1S/C27H44N7O17P3S/c1-4-5-6-7-18(36)55-11-10-29-17(35)8-9-30-25(39)22(38)27(2,3)13-48-54(45,46)51-53(43,44)47-12-16-21(50-52(40,41)42)20(37)26(49-16)34-15-33-19-23(28)31-14-32-24(19)34/h6-7,14-16,20-22,26,37-38H,4-5,8-13H2,1-3H3,(H,29,35)(H,30,39)(H,43,44)(H,45,46)(H2,28,31,32)(H2,40,41,42)/p-4/b7-6+/t16-,20-,21-,22+,26-/m1/s1	OINXHIBNZUUIMR-IXUYQXAASA-J	859.1414231	CHEBI:62077		MMDBc0054038
BASm0004221	germacra-1(10),4,11(13)-trien-12-ol				C=C(CO)[C@H]1C/C=C(\C)CC/C=C(\C)CC1	C15H24O	InChI=1S/C15H24O/c1-12-5-4-6-13(2)8-10-15(9-7-12)14(3)11-16/h5,8,15-16H,3-4,6-7,9-11H2,1-2H3	NDZJCEAHBZKIDU-UHFFFAOYSA-N	220.1827154	CHEBI:62090		
BASm0004222	germacra-1(10),4,11(13)-trien-12-al				C=C(C=O)[C@H]1C/C=C(\C)CC/C=C(\C)CC1	C15H22O	InChI=1S/C15H22O/c1-12-5-4-6-13(2)8-10-15(9-7-12)14(3)11-16/h5,8,11,15H,3-4,6-7,9-10H2,1-2H3	AXUADEXBLHHYAJ-UHFFFAOYSA-N	218.1670653	CHEBI:62091		
BASm0004223	6-O-acetyl-beta-D-glucose	6-Acetyl-D-glucose is an acetylated form of glucose.  It is a substrate of 6-acetylglucose deacetylase (EC 3.1.1.33)  and Maltose O-acetyltransferase (EC 2.3.1.79)			CC(=O)OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O	C8H14O7	InChI=1S/C8H14O7/c1-3(9)14-2-4-5(10)6(11)7(12)8(13)15-4/h4-8,10-13H,2H2,1H3/t4-,5-,6+,7-,8-/m1/s1	ILLOJQCWUBEHBA-JAJWTYFOSA-N	222.0739528	CHEBI:62111		MMDBc0031588
BASm0004224	6beta-hydroxyprogesterone	6-beta-hydroxyprogesterone is a metabolite of progesterone. Progesterone also known as P4 (pregn-4-ene-3,20-dione) is a C-21 steroid hormone involved in the female menstrual cycle, pregnancy and embryogenesis of humans and other species. Progesterone belongs to a class of hormones called progestogens, and is the major naturally occurring human progestogen. (Wikipedia)			CC(=O)[C@H]1CC[C@H]2[C@@H]3C[C@@H](O)C4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C21H30O3	InChI=1S/C21H30O3/c1-12(22)15-4-5-16-14-11-19(24)18-10-13(23)6-8-21(18,3)17(14)7-9-20(15,16)2/h10,14-17,19,24H,4-9,11H2,1-3H3/t14-,15+,16-,17-,19+,20+,21+/m0/s1	PWCLWZOSAFOXFL-CXICGXRGSA-N	330.2194948	CHEBI:62117	HMDB0061004	
BASm0004225	S-(2E,6E)-farnesyl-L-cysteine	In patients with chronic fatigue syndrome (CFS) we found increased IgM levels to S-farnesyl-L-cysteine. S-farnesyl-L-cysteine plays a key role in regulating cell growth, differentiation and apoptosis through RAS protein activity. The latter depends on their anchorage to the inner surface of the plasma membrane, which is promoted by their common carboxy-terminal S-farnesyl-cysteine. The presence of antibodies to S-farnesyl-L-cysteine suggest that RAS functions may have undergone damage by oxidative/nitrosative stress, causing disturbed functional activity in the regulation of cell growth. (PMID 17159817).	68000-92-0	Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CSC[C@H]([NH3+])C(=O)[O-]	C18H31NO2S	InChI=1S/C18H31NO2S/c1-14(2)7-5-8-15(3)9-6-10-16(4)11-12-22-13-17(19)18(20)21/h7,9,11,17H,5-6,8,10,12-13,19H2,1-4H3,(H,20,21)/b15-9+,16-11+/t17-/m0/s1	SYSLNQMKLROGCL-BCYUYYMPSA-N	325.2075499	CHEBI:62141	HMDB0011627	
BASm0004226	(3,4-dimethoxyphenyl)methanol			Expected Solid	COc1ccc(CO)cc1OC	C9H12O3	InChI=1S/C9H12O3/c1-11-8-4-3-7(6-10)5-9(8)12-2/h3-5,10H,6H2,1-2H3	OEGPRYNGFWGMMV-UHFFFAOYSA-N	168.0786442	CHEBI:62150		MMDBc0054062
BASm0004228	3-methylxanthine	3-methyl-9H-xanthine is a 3-methylxanthine tautomer where the imidazole proton is located at the 9-position. It has a role as a metabolite. It is a tautomer of a 3-methyl-7H-xanthine. 3-Methylxanthine, also known as 3 MX or purine analog, belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety.	1076-22-8		Cn1c(=O)[nH]c(=O)c2[nH]cnc21	C6H6N4O2	InChI=1S/C6H6N4O2/c1-10-4-3(7-2-8-4)5(11)9-6(10)12/h2H,1H3,(H,7,8)(H,9,11,12)	GMSNIKWWOQHZGF-UHFFFAOYSA-N	166.0490755	CHEBI:62208	HMDB0001886	
BASm0004229	CoA-disulfide			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSSCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C42H62N14O32P6S2	InChI=1S/C42H70N14O32P6S2/c1-41(2,15-81-93(75,76)87-91(71,72)79-13-21-29(85-89(65,66)67)27(59)39(83-21)55-19-53-25-33(43)49-17-51-35(25)55)31(61)37(63)47-7-5-23(57)45-9-11-95-96-12-10-46-24(58)6-8-48-38(64)32(62)42(3,4)16-82-94(77,78)88-92(73,74)80-14-22-30(86-90(68,69)70)28(60)40(84-22)56-20-54-26-34(44)50-18-52-36(26)56/h17-22,27-32,39-40,59-62H,5-16H2,1-4H3,(H,45,57)(H,46,58)(H,47,63)(H,48,64)(H,71,72)(H,73,74)(H,75,76)(H,77,78)(H2,43,49,51)(H2,44,50,52)(H2,65,66,67)(H2,68,69,70)/p-8/t21-,22-,27-,28-,29-,30-,31+,32+,39-,40-/m1/s1	YAISMNQCMHVVLO-ODFVJXNFSA-F	1524.156559	CHEBI:62209		MMDBc0055824
BASm0004230	5-hydroxypyrrole-2-carboxylate			Expected Solid	O=C([O-])c1ccc(O)[nH]1	C5H4NO3	InChI=1S/C5H5NO3/c7-4-2-1-3(6-4)5(8)9/h1-2,6-7H,(H,8,9)/p-1	QAJSFWNJRLTBCG-UHFFFAOYSA-M	126.0196666	CHEBI:62210		MMDBc0055572
BASm0004231	3-butynoate	A monocarboxylic acid anion that is the conjugate base of 3-butynoic acid; major species at pH 7.3.				C4H3O2		KKAHGSQLSTUDAV-UHFFFAOYSA-M	83.01385292	CHEBI:62211		
BASm0004232	(4R)-4-hydroxy-2-oxoglutarate			Expected Solid	[H][C@@](O)(CC(=O)C([O-])=O)C([O-])=O	C5H4O6	InChI=1S/C5H6O6/c6-2(4(8)9)1-3(7)5(10)11/h2,6H,1H2,(H,8,9)(H,10,11)/p-2/t2-/m1/s1	WXSKVKPSMAHCSG-UWTATZPHSA-L	160.001885	CHEBI:62213		MMDBc0054952
BASm0004233	5-hydroxykynurenamine		708-23-6			C9H13N2O2		JANBBPTXDKFOQR-UHFFFAOYSA-O	181.0971541	CHEBI:62214		
BASm0004234	1-hydroxyphenazine			Expected Solid	OC1=C2N=C3C=CC=CC3=NC2=CC=C1	C12H8N2O	InChI=1S/C12H8N2O/c15-11-7-3-6-10-12(11)14-9-5-2-1-4-8(9)13-10/h1-7,15H	SVRNCBGWUMMBQB-UHFFFAOYSA-N	196.0636629	CHEBI:62216		MMDBc0050868
BASm0004235	23,24-dihydrocucurbitacin B					C32H48O8		QZJJDOYZVRUEDY-NRNCYQGDSA-N	560.3349185	CHEBI:62217		
BASm0004236	2-heptyl-4(1H)-quinolone			Expected Solid	CCCCCCCC1=CC(=O)C2=C(N1)C=CC=C2	C16H21NO	InChI=1S/C16H21NO/c1-2-3-4-5-6-9-13-12-16(18)14-10-7-8-11-15(14)17-13/h7-8,10-12H,2-6,9H2,1H3,(H,17,18)	UYRHHBXYXSYGHA-UHFFFAOYSA-N	243.1623143	CHEBI:62219		MMDBc0026274
BASm0004237	pyocyanin				C[N+]1=C2C=CC=C(O)C2=NC2=CC=CC=C12	C13H11N2O	InChI=1S/C13H10N2O/c1-15-10-6-3-2-5-9(10)14-13-11(15)7-4-8-12(13)16/h2-8H,1H3/p+1	YNCMLFHHXWETLD-UHFFFAOYSA-O	211.0865894	CHEBI:62220		
BASm0004238	5-methyl-phenazine-1-carboxylate			Expected Solid	C[N+]1=C2C=CC=CC2=NC2=C(C=CC=C12)C([O-])=O	C14H10N2O2	InChI=1S/C14H10N2O2/c1-16-11-7-3-2-6-10(11)15-13-9(14(17)18)5-4-8-12(13)16/h2-8H,1H3	WBQUROCKWAJPFB-UHFFFAOYSA-N	238.0742276	CHEBI:62221		MMDBc0055575
BASm0004239	4-methyl-3-oxopentanoate				CC(C)C(=O)CC(=O)[O-]	C6H10O3	InChI=1S/C6H10O3/c1-4(2)5(7)3-6(8)9/h4H,3H2,1-2H3,(H,8,9)	ZXLSKTZECNUVIS-UHFFFAOYSA-N	130.0629942	CHEBI:62222		
BASm0004240	cis-beta-D-glucosyl-2-hydroxycinnamate		618-67-7		O=C([O-])/C=C\c1ccccc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C15H18O8	InChI=1S/C15H18O8/c16-7-10-12(19)13(20)14(21)15(23-10)22-9-4-2-1-3-8(9)5-6-11(17)18/h1-6,10,12-16,19-21H,7H2,(H,17,18)/b6-5+	GVRIYIMNJGULCZ-AATRIKPKSA-N		CHEBI:62223		
BASm0004241	(-)-7-epi-alpha-selinene	Alpha-Selinene (α-selinene) also known as selinene, belongs to the class of organic compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. These are sesquiterpenoids with a structure based on the eudesmane skeleton. Sesquiterpenes are terpenes that contain 15 carbon atoms and are comprised of three isoprene units. The biosynthesis of sesquiterpenes is known to occur mainly through the mevalonic acid pathway (MVA), in the cytosol. However, recent studies have found evidence of pathway crosstalk with the methyl-eritritol-phosphate (MEP) pathway in the plastid (PMID: 19932496, 17710406). Farnesyl diphosphate (FPP) is a key intermediate in the biosynthesis of cyclic sesquiterpenes. FPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements.  α-Selinene is one of many terpenes that can be found in cannabis plants ( PMID: 31816756), together with the other three known Selinene isomers, β-, γ-,  and δ- selinene. Selinenes have been detected in a variety of plant species, with α- and β-selinene being the most frequent, while γ-Selinene and δ-selinene are less common.	473-13-2	1	C=C(C)[C@H]1CC[C@@]2(C)CCC=C(C)[C@@H]2C1	C15H24	InChI=1S/C15H24/c1-11(2)13-7-9-15(4)8-5-6-12(3)14(15)10-13/h6,13-14H,1,5,7-10H2,2-4H3/t13-,14+,15-/m1/s1	OZQAPQSEYFAMCY-QLFBSQMISA-N	204.1878	CHEBI:62224		
BASm0004242	S-sulfo-L-cysteine	Cysteine-S-sulfate (SSC) is produced by reaction of inorganic sulfite and cystine by a yet unknown pathway and is a very potent NMDA-receptor agonist. Electrophysiological studies have shown that SSC displays depolarizing properties similar to glutamate. Patients affected with either Molybdenum cofactor deficiency (MOCOD, an autosomal recessive disease that leads to a combined deficiency of the enzymes sulphite oxidase, an enzyme that catalyzes the conversion of sulfite to inorganic sulfate, xanthine dehydrogenase and aldehyde oxidase) or isolated sulphite oxidase deficiency (ISOD, an extremely rare autosomal recessive disorder with identical clinical manifestations to MOCOD) excrete elevated levels of SSC. This rare disorder is associated with brain damage (seizures, spastic quadriplegia, and cerebral atrophy), mental retardation, dislocated ocular lenses, blindness, and excretion in the urine of abnormally large amounts of SSC, sulfite, and thiosulfate but no inorganic sulfate (PMID: 17764028, 15558695).	1637-71-4	Solid	[NH3+][C@@H](CSS(=O)(=O)[O-])C(=O)[O-]	C3H7NO5S2	InChI=1S/C3H7NO5S2/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H,7,8,9)/t2-/m0/s1	NOKPBJYHPHHWAN-REOHCLBHSA-N	200.9765637	CHEBI:62225	HMDB0000731	
BASm0004243	L-selenocystathionine	L-Selenocystathionine is classified as a member of the L-alpha-amino acids. L-alpha-amino acids are alpha amino acids which have the L-configuration of the alpha-carbon atom. L-Selenocystathionine is considered to be soluble (in water) and acidic			[NH3+][C@@H](CC[Se]C[C@H]([NH3+])C(=O)[O-])C(=O)[O-]	C7H14N2O4Se	InChI=1S/C7H14N2O4Se/c8-4(6(10)11)1-2-14-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5-/m0/s1	ZNWYDQPOUQRDLY-WHFBIAKZSA-N	270.011879	CHEBI:62226	HMDB0062527	
BASm0004244	L-adenosylselenomethionine	An organic cation that is the zwitterionic tautomer of L-adenosylselenomethionine arising from shift of the proton from the carboxy group to the amino group; major species at pH 7.3.			C[Se+](CC[C@H]([NH3+])C(=O)[O-])C[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O	C15H23N6O5Se	InChI=1S/C15H22N6O5Se/c1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25)/p+1/t7-,8+,10+,11+,14+,27?/m0/s1	GGJFWMOVUFBSIN-AIRLBKTGSA-O		CHEBI:62227		
BASm0004245	GDP-alpha-D-glucose	GDP-glucose is a substrate for Uridine diphosphate glucose pyrophosphatase.	5750-57-2	Solid		C16H23N5O16P2		MVMSCBBUIHUTGJ-LRJDVEEWSA-L	603.0626008	CHEBI:62230	HMDB0003351	
BASm0004246	beta-D-GlcNAc-(1->4)-Mur2Ac(oyl-L-Ala-D-isoglutaminyl-L-Lys-D-Ala-D-Ala)-di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP(O)(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])N=C(C)[O-])[C@]([H])(O[C@]([H])(C)C(O)=N[C@@]([H])(C)C(O)=N[C@]([H])(CCC(O)=N[C@@]([H])(CCCCN)C(O)=N[C@]([H])(C)C(O)=N[C@]([H])(C)C(O)=O)C(O)=N)[C@@]1([H])N=C(C)[O-])=C(\C)CCC=C(C)C	C94H155N9O25P2	InChI=1S/C94H157N9O25P2/c1-59(2)31-21-32-60(3)33-22-34-61(4)35-23-36-62(5)37-24-38-63(6)39-25-40-64(7)41-26-42-65(8)43-27-44-66(9)45-28-46-67(10)47-29-48-68(11)49-30-50-69(12)54-56-122-129(118,119)128-130(120,121)127-94-82(101-75(18)107)86(85(79(58-105)125-94)126-93-81(100-74(17)106)84(110)83(109)78(57-104)124-93)123-73(16)90(114)97-71(14)89(113)103-76(87(96)111)52-53-80(108)102-77(51-19-20-55-95)91(115)98-70(13)88(112)99-72(15)92(116)117/h31,33,35,37,39,41,43,45,47,49,54,70-73,76-79,81-86,93-94,104-105,109-110H,19-30,32,34,36,38,40,42,44,46,48,50-53,55-58,95H2,1-18H3,(H2,96,111)(H,97,114)(H,98,115)(H,99,112)(H,100,106)(H,101,107)(H,102,108)(H,103,113)(H,116,117)(H,118,119)(H,120,121)/p-2/b60-33+,61-35+,62-37-,63-39-,64-41-,65-43-,66-45-,67-47-,68-49-,69-54-/t70-,71+,72-,73-,76-,77+,78-,79-,81-,82-,83-,84-,85-,86-,93+,94-/m1/s1	CALJPWOWZPDIQK-PRHZHQPTSA-L	1872.062033	CHEBI:62233		MMDBc0055761
BASm0004247	beta-D-GlcNAc-(1->4)-Mur2Ac(oyl-L-Ala-D-isoglutaminyl-L-Lys-(N(6)-Gly)-D-Ala-D-Ala)-di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP(O)(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])N=C(C)[O-])[C@]([H])(O[C@]([H])(C)C(O)=N[C@@]([H])(C)C(O)=N[C@]([H])(CCC(O)=N[C@@]([H])(CCCCN=C(O)CN)C(O)=N[C@]([H])(C)C(O)=N[C@]([H])(C)C(O)=O)C(O)=N)[C@@]1([H])N=C(C)[O-])=C(\C)CCC=C(C)C	C96H158N10O26P2	InChI=1S/C96H160N10O26P2/c1-60(2)31-21-32-61(3)33-22-34-62(4)35-23-36-63(5)37-24-38-64(6)39-25-40-65(7)41-26-42-66(8)43-27-44-67(9)45-28-46-68(10)47-29-48-69(11)49-30-50-70(12)54-56-126-133(122,123)132-134(124,125)131-96-84(104-76(18)110)88(87(80(59-108)129-96)130-95-83(103-75(17)109)86(114)85(113)79(58-107)128-95)127-74(16)92(118)100-72(14)91(117)106-77(89(98)115)52-53-81(111)105-78(51-19-20-55-99-82(112)57-97)93(119)101-71(13)90(116)102-73(15)94(120)121/h31,33,35,37,39,41,43,45,47,49,54,71-74,77-80,83-88,95-96,107-108,113-114H,19-30,32,34,36,38,40,42,44,46,48,50-53,55-59,97H2,1-18H3,(H2,98,115)(H,99,112)(H,100,118)(H,101,119)(H,102,116)(H,103,109)(H,104,110)(H,105,111)(H,106,117)(H,120,121)(H,122,123)(H,124,125)/p-2/b61-33+,62-35+,63-37-,64-39-,65-41-,66-43-,67-45-,68-47-,69-49-,70-54-/t71-,72+,73-,74-,77-,78+,79-,80-,83-,84-,85-,86-,87-,88-,95+,96-/m1/s1	VCKYTGCICDTHCU-OQUIGZRYSA-L	1929.083496	CHEBI:62234		MMDBc0055760
BASm0004248	MurNAc-L-Ala-D-isoglutaminyl-L-Lys-(N(6)-tri-Gly)-D-Ala-D-Ala-diphospho-di-trans,octa-cis-undecaprenyl-GlcNAc			Expected Solid	CC(=O)N[C@H]1[C@H](O[C@H]2[C@H](O[C@H](C)C(=O)N[C@@H](C)C(=O)N[C@H](CCC(=O)N[C@@H](CCCCNC(=O)CNC(=O)CNC(=O)C[NH3+])C(=O)N[C@H](C)C(=O)N[C@H](C)C(=O)[O-])C(N)=O)[C@@H](NC(C)=O)[C@@H](OP(=O)([O-])OP(=O)([O-])OC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@@H]2CO)O[C@H](CO)[C@@H](O)[C@@H]1O	C100H164N12O28P2	InChI=1S/C100H166N12O28P2/c1-62(2)31-21-32-63(3)33-22-34-64(4)35-23-36-65(5)37-24-38-66(6)39-25-40-67(7)41-26-42-68(8)43-27-44-69(9)45-28-46-70(10)47-29-48-71(11)49-30-50-72(12)54-56-134-141(130,131)140-142(132,133)139-100-88(110-78(18)116)92(91(82(61-114)137-100)138-99-87(109-77(17)115)90(122)89(121)81(60-113)136-99)135-76(16)96(126)106-74(14)95(125)112-79(93(102)123)52-53-83(117)111-80(97(127)107-73(13)94(124)108-75(15)98(128)129)51-19-20-55-103-85(119)58-105-86(120)59-104-84(118)57-101/h31,33,35,37,39,41,43,45,47,49,54,73-76,79-82,87-92,99-100,113-114,121-122H,19-30,32,34,36,38,40,42,44,46,48,50-53,55-61,101H2,1-18H3,(H2,102,123)(H,103,119)(H,104,118)(H,105,120)(H,106,126)(H,107,127)(H,108,124)(H,109,115)(H,110,116)(H,111,117)(H,112,125)(H,128,129)(H,130,131)(H,132,133)/p-2/b63-33+,64-35+,65-37-,66-39-,67-41-,68-43-,69-45-,70-47-,71-49-,72-54-/t73-,74+,75-,76-,79-,80+,81-,82-,87-,88-,89-,90-,91-,92-,99+,100-/m1/s1	IHRUXPZJMOQNMD-JUFGKSSKSA-L	2043.126424	CHEBI:62235		MMDBc0056093
BASm0004249	MurNAc-L-Ala-D-isoglutaminyl-L-Lys-(N(6)-penta-Gly)-D-Ala-D-Ala-diphospho-di-trans,octa-cis-undecaprenyl-GlcNAc			Expected Solid	CC(=O)N[C@H]1[C@H](O[C@H]2[C@H](O[C@H](C)C(=O)N[C@@H](C)C(=O)N[C@H](CCC(=O)N[C@@H](CCCCNC(=O)CNC(=O)CNC(=O)CNC(=O)CNC(=O)C[NH3+])C(=O)N[C@H](C)C(=O)N[C@H](C)C(=O)[O-])C(N)=O)[C@@H](NC(C)=O)[C@@H](OP(=O)([O-])OP(=O)([O-])OC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@@H]2CO)O[C@H](CO)[C@@H](O)[C@@H]1O	C104H170N14O30P2	InChI=1S/C104H172N14O30P2/c1-64(2)31-21-32-65(3)33-22-34-66(4)35-23-36-67(5)37-24-38-68(6)39-25-40-69(7)41-26-42-70(8)43-27-44-71(9)45-28-46-72(10)47-29-48-73(11)49-30-50-74(12)54-56-142-149(138,139)148-150(140,141)147-104-92(116-80(18)122)96(95(84(63-120)145-104)146-103-91(115-79(17)121)94(130)93(129)83(62-119)144-103)143-78(16)100(134)112-76(14)99(133)118-81(97(106)131)52-53-85(123)117-82(101(135)113-75(13)98(132)114-77(15)102(136)137)51-19-20-55-107-87(125)58-109-89(127)60-111-90(128)61-110-88(126)59-108-86(124)57-105/h31,33,35,37,39,41,43,45,47,49,54,75-78,81-84,91-96,103-104,119-120,129-130H,19-30,32,34,36,38,40,42,44,46,48,50-53,55-63,105H2,1-18H3,(H2,106,131)(H,107,125)(H,108,124)(H,109,127)(H,110,126)(H,111,128)(H,112,134)(H,113,135)(H,114,132)(H,115,121)(H,116,122)(H,117,123)(H,118,133)(H,136,137)(H,138,139)(H,140,141)/p-2/b65-33+,66-35+,67-37-,68-39-,69-41-,70-43-,71-45-,72-47-,73-49-,74-54-/t75-,76+,77-,78-,81-,82+,83-,84-,91-,92-,93-,94-,95-,96-,103+,104-/m1/s1	CXIOLGPNCLFPPI-SUNKJSOLSA-L	2157.169351	CHEBI:62236		MMDBc0056092
BASm0004250	a cardiolipin				[1*]C(=O)OC[C@H](COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@@H](COC([3*])=O)OC([4*])=O)OC([2*])=O					CHEBI:62237		
BASm0004251	UDP-N-acetyl-beta-L-fucosamine			Expected Solid		C17H25N3O16P2		INJACODUUNZJCO-NAGKVERXSA-L	589.0721029	CHEBI:62241		MMDBc0056346
BASm0004252	(2E)-octenoyl-CoA					C29H44N7O17P3S		CPSDNAXXKWVYIY-NTLMCJQISA-J	887.1749195	CHEBI:62242		
BASm0004253	(2E,4E)-octadienoyl-CoA		74418-29-4			C29H42N7O17P3S		HOQIPZYVEOMJGX-FPWOLYQWSA-J	885.1592694	CHEBI:62243		
BASm0004254	(2E,4E)-decadienoyl-CoA			Expected Solid	[H]\C(CCCCC)=C(\[H])/C(/[H])=C(\[H])C(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C31H46N7O17P3S	InChI=1S/C31H50N7O17P3S/c1-4-5-6-7-8-9-10-11-22(40)59-15-14-33-21(39)12-13-34-29(43)26(42)31(2,3)17-52-58(49,50)55-57(47,48)51-16-20-25(54-56(44,45)46)24(41)30(53-20)38-19-37-23-27(32)35-18-36-28(23)38/h8-11,18-20,24-26,30,41-42H,4-7,12-17H2,1-3H3,(H,33,39)(H,34,43)(H,47,48)(H,49,50)(H2,32,35,36)(H2,44,45,46)/p-4/b9-8+,11-10+/t20-,24-,25-,26+,30-/m1/s1	FASAKYLWSRDQOH-PPQZQFPZSA-J	913.1905695	CHEBI:62244		MMDBc0054796
BASm0004255	UDP-2-acetamido-3-amino-2,3-dideoxy-alpha-D-glucuronate			Expected Solid	[H][C@]1(COP(O)(=O)OP(O)(=O)O[C@@]2([H])O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(N)[C@@]2([H])N=C(C)[O-])O[C@@]([H])(N2C=CC([O-])=NC2=O)[C@]([H])(O)[C@]1([H])O	C17H24N4O17P2	InChI=1S/C17H26N4O17P2/c1-5(22)19-9-8(18)11(25)13(15(27)28)36-16(9)37-40(32,33)38-39(30,31)34-4-6-10(24)12(26)14(35-6)21-3-2-7(23)20-17(21)29/h2-3,6,8-14,16,24-26H,4,18H2,1H3,(H,19,22)(H,27,28)(H,30,31)(H,32,33)(H,20,23,29)/p-2/t6-,8-,9-,10-,11+,12-,13+,14-,16-/m1/s1	RRAQYLXLCYIZBB-HHKCBAECSA-L	618.0622665	CHEBI:62245		MMDBc0056347
BASm0004256	(S)-2-hydroxypropylphosphonate			Expected Solid	[H][C@@](C)(O)CP(O)([O-])=O	C3H8O4P	InChI=1S/C3H9O4P/c1-3(4)2-8(5,6)7/h3-4H,2H2,1H3,(H2,5,6,7)/p-1/t3-/m0/s1	ZFVCONUOLQASEW-VKHMYHEASA-M	139.0165693	CHEBI:62246		MMDBc0055060
BASm0004257	(1R,2S)-epoxypropylphosphonate		23155-02-4			C3H6O4P		YMDXZJFXQJVXBF-STHAYSLISA-M	137.0009193	CHEBI:62247		
BASm0004258	phenazine-1-carboxylate			Expected Solid		C13H7N2O2		JGCSKOVQDXEQHI-UHFFFAOYSA-M	223.0513011	CHEBI:62248		MMDBc0008900
BASm0004259	UDP-2-acetamido-2-deoxy-alpha-D-ribo-hex-3-uluronate			Expected Solid	[H][C@]1(COP(O)(=O)OP(O)(=O)O[C@@]2([H])O[C@]([H])(C([O-])=O)[C@@]([H])(O)C(=O)[C@@]2([H])N=C(C)[O-])O[C@@]([H])(N2C=CC([O-])=NC2=O)[C@]([H])(O)[C@]1([H])O	C17H20N3O18P2	InChI=1S/C17H23N3O18P2/c1-5(21)18-8-10(24)11(25)13(15(27)28)36-16(8)37-40(32,33)38-39(30,31)34-4-6-9(23)12(26)14(35-6)20-3-2-7(22)19-17(20)29/h2-3,6,8-9,11-14,16,23,25-26H,4H2,1H3,(H,18,21)(H,27,28)(H,30,31)(H,32,33)(H,19,22,29)/p-3/t6-,8-,9-,11+,12-,13+,14-,16-/m1/s1	FQYJGWJSECSVLP-AZKAKUJRSA-K	616.0233556	CHEBI:62250		MMDBc0056345
BASm0004260	alpha-L-Fuc-(1->2)-beta-D-Gal-(1->3)-D-GlcNAc	An amino trisaccharide consisting of alpha-L-fucose, beta-D-galactose and N-acetyl-D-glucosamine residues joined by sequential (1->2)- and (1->3)-linkages.				C20H35NO15		MGSDFCKWGHNUSM-GJGMMKECSA-N	529.2006694	CHEBI:62259		
BASm0004261	isomultiflorenol	Isomultiflorenol is found in fruits. Isomultiflorenol is a constituent of Cucumis species.	24462-48-4	Solid	CC1(C)CC[C@]2(C)CC[C@]3(C)C4=C(CC[C@@]3(C)[C@@H]2C1)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC4	C30H50O	InChI=1S/C30H50O/c1-25(2)15-16-27(5)17-18-29(7)21-9-10-22-26(3,4)24(31)12-13-28(22,6)20(21)11-14-30(29,8)23(27)19-25/h22-24,31H,9-19H2,1-8H3	MCSMMGJCXCBSKD-UHFFFAOYSA-N	426.3861662	CHEBI:62262	HMDB0036758	
BASm0004262	alpha-L-Fuc-(1->2)-beta-D-Gal-(1->4)-D-GlcNAc	An amino trisaccharide consisting of alpha-L-fucose, beta-D-galactose and N-acetyl-D-glucosamine residues joined by sequential (1->2)- and (1->4)-linkages.			CC(=O)N[C@H]1C(O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O[C@@H]2O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]2O)[C@@H]1O	C20H35NO15	InChI=1S/C20H35NO15/c1-5-10(25)13(28)15(30)19(32-5)36-17-14(29)11(26)7(3-22)34-20(17)35-16-8(4-23)33-18(31)9(12(16)27)21-6(2)24/h5,7-20,22-23,25-31H,3-4H2,1-2H3,(H,21,24)/t5-,7+,8+,9+,10+,11-,12+,13+,14-,15-,16+,17+,18?,19-,20-/m0/s1	PHTAQVMXYWFMHF-GJGMMKECSA-N		CHEBI:62263		
BASm0004263	beta-D-galactosyl-(1->3)-[alpha-L-fucosyl-(1->4)]-N-acetyl-D-glucosamine				CC(=O)N[C@H]1C(O)O[C@H](CO)[C@@H](O[C@@H]2O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]2O)[C@@H]1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O	C20H35NO15	InChI=1S/C20H35NO15/c1-5-10(25)12(27)14(29)19(32-5)35-16-8(4-23)33-18(31)9(21-6(2)24)17(16)36-20-15(30)13(28)11(26)7(3-22)34-20/h5,7-20,22-23,25-31H,3-4H2,1-2H3,(H,21,24)	CFDVGUXRLQWLJX-UHFFFAOYSA-N	529.2006694	CHEBI:62265	HMDB0252593	
BASm0004264	dIDP		26575-15-5		O=c1[nH]cnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])[O-])O1	C10H14N4O10P2	InChI=1S/C10H14N4O10P2/c15-5-1-7(14-4-13-8-9(14)11-3-12-10(8)16)23-6(5)2-22-26(20,21)24-25(17,18)19/h3-7,15H,1-2H2,(H,20,21)(H,11,12,16)(H2,17,18,19)/t5-,6+,7+/m0/s1	BKUSIKGSPSFQAC-RRKCRQDMSA-N		CHEBI:62286		
BASm0004265	beta-D-galactosyl-(1->4)-[alpha-L-fucosyl-(1->3)]-N-acetyl-D-glucosamine				CC(=O)N[C@H]1C(O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@@H]1O[C@@H]1O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]1O	C20H35NO15	InChI=1S/C20H35NO15/c1-5-10(25)12(27)14(29)19(32-5)36-17-9(21-6(2)24)18(31)33-8(4-23)16(17)35-20-15(30)13(28)11(26)7(3-22)34-20/h5,7-20,22-23,25-31H,3-4H2,1-2H3,(H,21,24)	HBBOZFUQJDYASD-UHFFFAOYSA-N	529.2006694	CHEBI:62287		
BASm0004266	L-lyxopyranose		1949-78-6	Expected Solid	OC1OC[C@H](O)[C@@H](O)[C@H]1O	C5H10O5	InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3+,4+,5?/m0/s1	SRBFZHDQGSBBOR-AEQNFAKKSA-N	150.0528234	CHEBI:62321		MMDBc0000295
BASm0004267	4-O-phospho-L-tyrosine		21820-51-9		[NH3+][C@@H](Cc1ccc(OP(=O)([O-])[O-])cc1)C(=O)[O-]	C9H12NO6P	InChI=1S/C9H12NO6P/c10-8(9(11)12)5-6-1-3-7(4-2-6)16-17(13,14)15/h1-4,8H,5,10H2,(H,11,12)(H2,13,14,15)/t8-/m0/s1	DCWXELXMIBXGTH-QMMMGPOBSA-N		CHEBI:62338		
BASm0004268	L-rhamnopyranose	Rhamnose (Rham) is a naturally occurring deoxy sugar. It can be classified as either a methyl-pentose or a 6-deoxy-hexose. Rhamnose occurs in nature in its L-form as L-rhamnose (6-deoxy-L-mannose). This is unusual, since most of the naturally occurring sugars are in D-form. Rhamnose is commonly bound to other sugars in nature. It is a common glycone component of glycosides from many plants. Rhamnose is also a component of the outer cell membrane of certain bacteria. L-rhamnose is metabolized to L-Lactaldehyde, which is a branching point in the metabolic pathway of L-fucose and L-rhamnose utilization. It exists in two anomeric forms, alpha-L-rhamnose and beta-L-rhamnose. Rhamnose has been found in Klebsiella, Pseudomonas (https://link.springer.com/article/10.1007/BF00369505) (https://onlinelibrary.wiley.com/doi/abs/10.1002/ejlt.200300816).	3615-41-6	Solid	C[C@@H]1OC(O)[C@H](O)[C@H](O)[C@H]1O	C6H12O5	InChI=1S/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2-,3-,4+,5+,6?/m0/s1	SHZGCJCMOBCMKK-JFNONXLTSA-N	164.0684735	CHEBI:62346	HMDB0000849	
BASm0004269	UDP-2-acetamido-2,6-dideoxy-beta-L-talose			Expected Solid	CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@@H](C)[C@@H](O)[C@H]1O	C17H25N3O16P2	InChI=1S/C17H27N3O16P2/c1-6-11(23)13(25)10(18-7(2)21)16(33-6)35-38(30,31)36-37(28,29)32-5-8-12(24)14(26)15(34-8)20-4-3-9(22)19-17(20)27/h3-4,6,8,10-16,23-26H,5H2,1-2H3,(H,18,21)(H,28,29)(H,30,31)(H,19,22,27)/p-2/t6-,8+,10+,11+,12+,13-,14+,15+,16+/m0/s1	INJACODUUNZJCO-GOGQOHCTSA-L	589.0721029	CHEBI:62372		MMDBc0056346
BASm0004270	UDP-2-acetamido-2,6-dideoxy-alpha-D-xylo-hex-4-ulose			Expected Solid	CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](C)C(=O)[C@@H]1O	C17H25N3O16P2	InChI=1S/C17H25N3O16P2/c1-6-11(23)13(25)10(18-7(2)21)16(33-6)35-38(30,31)36-37(28,29)32-5-8-12(24)14(26)15(34-8)20-4-3-9(22)19-17(20)27/h3-4,6,8,10,12-16,24-26H,5H2,1-2H3,(H,18,21)(H,28,29)(H,30,31)(H,19,22,27)/t6-,8-,10-,12-,13-,14-,15-,16-/m1/s1	XBILTLYIKDPORV-HZUXRPHDSA-N	589.0710048	CHEBI:62375		MMDBc0054685
BASm0004271	UDP-2-acetamido-2,6-dideoxy-beta-L-lyxo-hex-4-ulose			Expected Solid	CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@@H](C)C(=O)[C@H]1O	C17H25N3O16P2	InChI=1S/C17H25N3O16P2/c1-6-11(23)13(25)10(18-7(2)21)16(33-6)35-38(30,31)36-37(28,29)32-5-8-12(24)14(26)15(34-8)20-4-3-9(22)19-17(20)27/h3-4,6,8,10,12-16,24-26H,5H2,1-2H3,(H,18,21)(H,28,29)(H,30,31)(H,19,22,27)/t6-,8-,10-,12-,13-,14-,15-,16-/m1/s1	XBILTLYIKDPORV-HZUXRPHDSA-N	589.0710048	CHEBI:62377		MMDBc0054685
BASm0004272	(S)-2-methyl-3-oxopropanoate				C[C@@H](C=O)C(=O)[O-]	C4H5O3	InChI=1S/C4H6O3/c1-3(2-5)4(6)7/h2-3H,1H3,(H,6,7)/p-1	VOKUMXABRRXHAR-UHFFFAOYSA-M		CHEBI:62413		
BASm0004273	biotinyl-5'-AMP		4130-20-5		Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OC(=O)CCCC[C@@H]2SC[C@@H]3NC(=O)N[C@@H]32)[C@@H](O)[C@H]1O	C20H28N7O9PS	InChI=1S/C20H28N7O9PS/c21-17-14-18(23-7-22-17)27(8-24-14)19-16(30)15(29)10(35-19)5-34-37(32,33)36-12(28)4-2-1-3-11-13-9(6-38-11)25-20(31)26-13/h7-11,13,15-16,19,29-30H,1-6H2,(H,32,33)(H2,21,22,23)(H2,25,26,31)/t9?,10-,11+,13?,15-,16-,19-/m1/s1	UTQCSTJVMLODHM-CFYKWCKVSA-N		CHEBI:62414		
BASm0004274	dammarenediol-II				CC(C)=CCC[C@](C)(O)[C@H]1CC[C@]2(C)[C@@H]1CC[C@@H]1[C@@]3(C)CC[C@H](O)C(C)(C)[C@@H]3CC[C@]12C	C30H52O2	InChI=1S/C30H52O2/c1-20(2)10-9-16-30(8,32)22-13-18-28(6)21(22)11-12-24-27(5)17-15-25(31)26(3,4)23(27)14-19-29(24,28)7/h10,21-25,31-32H,9,11-19H2,1-8H3	NLHQJXWYMZLQJY-UHFFFAOYSA-N		CHEBI:62416		
BASm0004275	arabidiol			Expected Solid	CC(C)=CCC/C(C)=C/CC[C@@](C)(O)[C@@H]1CC[C@H]2[C@@]1(C)CC[C@H]1C(C)(C)[C@@H](O)CC[C@]21C	C30H52O2	InChI=1S/C30H52O2/c1-21(2)11-9-12-22(3)13-10-18-30(8,32)25-15-14-24-28(6)20-17-26(31)27(4,5)23(28)16-19-29(24,25)7/h11,13,23-26,31-32H,9-10,12,14-20H2,1-8H3/b22-13+/t23-,24+,25+,26-,28-,29+,30+/m0/s1	KCSCTOANDBOIGV-ZFAZNOKVSA-N	444.3967309	CHEBI:62417		MMDBc0052880
BASm0004276	3-oxohexanoyl-CoA	3-Oxohexanoyl-CoA is an intermediate in Fatty acid elongation in mitochondria. 3-Oxohexanoyl-CoA is the 3rd to last step in the synthesis of Hexanoyl-CoA and is converted from Butanoyl-CoA via the enzyme acetyl-CoA acyltransferase 2 (EC 2.3.1.16). It is then converted to (S)-Hydroxyhexanoyl-CoA via the 3-hydroxyacyl-CoA dehydrogenase (EC 1.1.1.35).	19774-86-8	Solid	CCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C27H44N7O18P3S	InChI=1S/C27H44N7O18P3S/c1-4-5-15(35)10-18(37)56-9-8-29-17(36)6-7-30-25(40)22(39)27(2,3)12-49-55(46,47)52-54(44,45)48-11-16-21(51-53(41,42)43)20(38)26(50-16)34-14-33-19-23(28)31-13-32-24(19)34/h13-14,16,20-22,26,38-39H,4-12H2,1-3H3,(H,29,36)(H,30,40)(H,44,45)(H,46,47)(H2,28,31,32)(H2,41,42,43)/t16-,20-,21-,22?,26-/m1/s1	NFOYYXQAVVYWKV-ZOGSZLKASA-N	879.1676379	CHEBI:62418	HMDB0003943	
BASm0004277	2-trans-(+)-abscisate	(S)-Abscisic acid, also known as (S)-abscisate or ABA, belongs to the class of organic compounds known as abscisic acids and derivatives. These are terpene compounds containing the abscisic acid moiety, which is characterized by a 3-methylpenta-2,4-dienoic acid attached to the C1 carbon of a 4-oxocyclohex-2-ene moiety (S)-Abscisic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. (S)-Abscisic acid is expected to be in Cannabis as all living plants are known to produce and metabolize it.	21293-29-8	1	CC1=CC(=O)CC(C)(C)[C@@]1(O)/C=C/C(C)=C/C(=O)[O-]	C15H20O4	InChI=1S/C15H20O4/c1-10(7-13(17)18)5-6-15(19)11(2)8-12(16)9-14(15,3)4/h5-8,19H,9H2,1-4H3,(H,17,18)/b6-5+,10-7+/t15-/m1/s1	JLIDBLDQVAYHNE-IBPUIESWSA-N	264.1362	CHEBI:62421		
BASm0004278	(2-hydroxyphenyl)acetate			Expected Solid	O=C([O-])Cc1ccccc1O	C8H7O3	InChI=1S/C8H8O3/c9-7-4-2-1-3-6(7)5-8(10)11/h1-4,9H,5H2,(H,10,11)/p-1	CCVYRRGZDBSHFU-UHFFFAOYSA-M	151.0400677	CHEBI:62423		MMDBc0054029
BASm0004279	abscisate	(S)-Abscisic acid is found in alcoholic beverages. (S)-Abscisic acid is a constituent of cabbage, potato, lemon etc	21293-29-8	Solid	CC1=CC(=O)CC(C)(C)C1(O)/C=C/C(C)=CC(=O)[O-]	C15H20O4	InChI=1S/C15H20O4/c1-10(7-13(17)18)5-6-15(19)11(2)8-12(16)9-14(15,3)4/h5-8,19H,9H2,1-4H3,(H,17,18)/b6-5+,10-7+/t15-/m1/s1	JLIDBLDQVAYHNE-IBPUIESWSA-N	264.1361591	CHEBI:62432	HMDB0035140	
BASm0004280	(+)-abscisic acid D-glucopyranosyl ester				CC1=CC(=O)CC(C)(C)[C@@]1(O)/C=C/C(C)=C\C(=O)OC1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C21H30O9	InChI=1S/C21H30O9/c1-11(5-6-21(28)12(2)8-13(23)9-20(21,3)4)7-15(24)30-19-18(27)17(26)16(25)14(10-22)29-19/h5-8,14,16-19,22,25-28H,9-10H2,1-4H3	HLVPIMVSSMJFPS-UHFFFAOYSA-N	426.1889825	CHEBI:62436		
BASm0004281	beta-D-glucopyranosyl trans-(+)-abscisate				CC1=CC(=O)CC(C)(C)[C@@]1(O)/C=C/C(C)=C/C(=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C21H30O9	InChI=1S/C21H30O9/c1-11(5-6-21(28)12(2)8-13(23)9-20(21,3)4)7-15(24)30-19-18(27)17(26)16(25)14(10-22)29-19/h5-8,14,16-19,22,25-28H,9-10H2,1-4H3	HLVPIMVSSMJFPS-UHFFFAOYSA-N	426.1889825	CHEBI:62437		
BASm0004282	soyasapogenol A	Soyasapogenol A is found in pulses. Soyasapogenol A is a constituent of soya bean saponin	508-01-0	Solid	CC1(C)C[C@H]2C3=CC[C@@H]4[C@@]5(C)CC[C@H](O)[C@](C)(CO)[C@@H]5CC[C@@]4(C)[C@]3(C)CC[C@@]2(C)[C@H](O)[C@@H]1O	C30H50O4	InChI=1S/C30H50O4/c1-25(2)16-19-18-8-9-21-27(4)12-11-22(32)28(5,17-31)20(27)10-13-30(21,7)29(18,6)15-14-26(19,3)24(34)23(25)33/h8,19-24,31-34H,9-17H2,1-7H3	CDDWAYFUFNQLRZ-UHFFFAOYSA-N	474.3709101	CHEBI:62440	HMDB0034505	
BASm0004283	soyasapogenol B 3-O-beta-D-glucuronate					C36H57O9		NARQRJFIZNOSJV-JIHAXZPOSA-M	633.400807	CHEBI:62441		
BASm0004284	soyasapogenol A 3-O-beta-D-glucuronate					C36H57O10		CZJIMKNMPZTDKL-KYCUXGCASA-M	649.3957216	CHEBI:62443	HMDB0175678	
BASm0004285	soyasapogenol E	Soyasapogenol E is found in pulses. Soyasapogenol E is a constituent of soya bean (Glycine max)	6750-59-0			C30H48O3		FNRBOAGVUNHDIL-LMZUXBMISA-N	456.3603454	CHEBI:62444	HMDB0034652	
BASm0004286	soyasapogenol E 3-O-beta-D-glucuronate		143519-22-6			C36H55O9		CBJRVPYJFXDQDY-YHYIZMBSSA-M	631.3851569	CHEBI:62446		
BASm0004287	dammara-20,24-diene					C30H50		SEXOMBPXHYAKHY-YCJSVCQFSA-N	410.3912516	CHEBI:62447		
BASm0004288	indole-3-carboxylate	Indole-3-carboxylic acid, also known as 3-carboxyindole or 3-indolecarboxylate, belongs to the class of organic compounds known as indolecarboxylic acids and derivatives. Indolecarboxylic acids and derivatives are compounds containing a carboxylic acid group (or a derivative thereof) linked to an indole. Naphthylmethylindoles: Any compound containing a 1H-indol-3-yl-(1-naphthyl)methane structure with substitution at the nitrogen atom of the indole ring by an alkyl, haloalkyl, alkenyl, cycloalkylmethyl, cycloalkylethyl, 1-(N-methyl-2-piperidinyl)methyl, or 2-(4-morpholinyl)ethyl group whether or not further substituted in the indole ring to any extent and whether or not substituted in the naphthyl ring to any extent. One example given is JWH-250. Outside of the human body, indole-3-carboxylic acid has been detected, but not quantified in several different foods, such as brassicas, broccoli, pulses, common beets, and barley. This could make indole-3-carboxylic acid a potential biomarker for the consumption of these foods. Notice the pentyl group substituted onto the nitrogen atom of the indole ring. Note that this definition encompasses only those compounds that have OH groups attached to both the phenyl and the cyclohexyl rings, and so does not include compounds such as O-1871 which lacks the cyclohexyl OH group, or compounds such as JWH-337 or JWH-344 which lack the phenolic OH group.	771-50-6	Solid		C9H6NO2		KMAKOBLIOCQGJP-UHFFFAOYSA-M	160.040402	CHEBI:62448	HMDB0003320	
BASm0004289	all-trans-4,4'-diapolycopene			Expected Solid	CC(C)=C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C=C(C)C	C30H40	InChI=1S/C30H40/c1-25(2)15-11-19-29(7)23-13-21-27(5)17-9-10-18-28(6)22-14-24-30(8)20-12-16-26(3)4/h9-24H,1-8H3/b10-9+,19-11+,20-12+,21-13+,22-14+,27-17+,28-18+,29-23+,30-24+	HGWBSMBLLOMJGT-DADBORHESA-N	400.3130013	CHEBI:62449		MMDBc0054328
BASm0004290	all-trans-4,4'-diapolycopene-4,4'-dial			Expected Solid	C\C(C=O)=C/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C=C(\C)C=O	C30H36O2	InChI=1S/C30H36O2/c1-25(15-9-17-27(3)19-11-21-29(5)23-31)13-7-8-14-26(2)16-10-18-28(4)20-12-22-30(6)24-32/h7-24H,1-6H3/b8-7+,15-9+,16-10+,19-11+,20-12+,25-13+,26-14+,27-17+,28-18+,29-21+,30-22+	OBHXTIIHLYSQRY-RAGRHNDSSA-N	428.2715304	CHEBI:62450		MMDBc0054329
BASm0004291	camelliol C	Camelliol C is found in fats and oils. Camelliol C is a constituent of sasanqua oil (Camellia sasanqua).	220359-76-2		CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C=C(\C)CC[C@@H]1C(C)=CC[C@H](O)C1(C)C	C30H50O	InChI=1S/C30H50O/c1-23(2)13-11-16-25(4)18-12-17-24(3)14-9-10-15-26(5)19-21-28-27(6)20-22-29(31)30(28,7)8/h13-15,18,20,28-29,31H,9-12,16-17,19,21-22H2,1-8H3/b24-14+,25-18-,26-15-	CIDHBCQEXDUWEB-IVWMLIKNSA-N	426.3861662	CHEBI:62452	HMDB0033195	
BASm0004292	germanicol		465-02-1		CC1(C)C=C2[C@H]3CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@@]4(C)[C@]3(C)CC[C@@]2(C)CC1	C30H50O	InChI=1S/C30H50O/c1-25(2)15-16-27(5)17-18-29(7)20(21(27)19-25)9-10-23-28(6)13-12-24(31)26(3,4)22(28)11-14-30(23,29)8/h19-20,22-24,31H,9-18H2,1-8H3	QMUXVPRGNJLGRT-UHFFFAOYSA-N		CHEBI:62455		
BASm0004293	cucurbitadienol		128779-09-9		CC(C)=CCC[C@@H](C)[C@H]1CC[C@@]2(C)[C@@H]3CC=C4[C@@H](CC[C@H](O)C4(C)C)[C@]3(C)CC[C@]12C	C30H50O	InChI=1S/C30H50O/c1-20(2)10-9-11-21(3)22-16-17-30(8)25-14-12-23-24(13-15-26(31)27(23,4)5)28(25,6)18-19-29(22,30)7/h10,12,21-22,24-26,31H,9,11,13-19H2,1-8H3	WSPRAEIJBDUDRX-UHFFFAOYSA-N		CHEBI:62456		
BASm0004294	(17Z)-protosta-17(20),24-dien-3beta-ol			Expected Solid	[H][C@@]12CC[C@@]3([H])[C@@]4(C)CC[C@]([H])(O)C(C)(C)[C@]4([H])CC[C@]3(C)[C@@]1(C)CC\C2=C(/C)CCC=C(C)C	C30H50O	InChI=1S/C30H50O/c1-20(2)10-9-11-21(3)22-14-18-29(7)23(22)12-13-25-28(6)17-16-26(31)27(4,5)24(28)15-19-30(25,29)8/h10,23-26,31H,9,11-19H2,1-8H3/b22-21-/t23-,24-,25-,26-,28-,29-,30-/m0/s1	CKYVHRSYUPJCLG-PTZNGALWSA-N	426.3861662	CHEBI:62457		MMDBc0054765
BASm0004295	sophoradiol				CC1(C)C[C@@H](O)[C@]2(C)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2C1	C30H50O2	InChI=1S/C30H50O2/c1-25(2)17-20-19-9-10-22-28(6)13-12-23(31)26(3,4)21(28)11-14-30(22,8)29(19,7)16-15-27(20,5)24(32)18-25/h9,20-24,31-32H,10-18H2,1-8H3	ZEGUWBQDYDXBNS-UHFFFAOYSA-N	442.3810809	CHEBI:62458	HMDB0258380	
BASm0004296	24-hydroxy-beta-amyrin				CC1(C)CC[C@]2(C)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)[C@](C)(CO)[C@@H]5CC[C@]43C)[C@@H]2C1	C30H50O2	InChI=1S/C30H50O2/c1-25(2)14-15-26(3)16-17-29(6)20(21(26)18-25)8-9-23-27(4)12-11-24(32)28(5,19-31)22(27)10-13-30(23,29)7/h8,21-24,31-32H,9-19H2,1-7H3	NTWLPZMPTFQYQI-UHFFFAOYSA-N	442.3810809	CHEBI:62459		
BASm0004297	isoguanine	2-Hydroxyadenine (2-OH-Ade) is formed by hydroxyl radical attack on DNA bases and shows a genotoxicity in human, being the source of the mutations induced by reactive oxygen species. 2-OH-Ade in DNA is miscoding and elicits various mutations, and is a mutagenic in bacterial and mammalian cells. (Recent Research Developments in Biochemistry (2000)2:41-50).	3373-53-3	Solid	NC1=NC(O)=NC2=C1NC=N2	C5H5N5O	InChI=1S/C5H5N5O/c6-3-2-4(8-1-7-2)10-5(11)9-3/h1H,(H4,6,7,8,9,10,11)	DRAVOWXCEBXPTN-UHFFFAOYSA-N	151.0494098	CHEBI:62462	HMDB0000403	
BASm0004298	7,9,9'-tri-cis-neurosporene	Proneurosporene is found in garden tomato and Lycopersicon esculentum var. Tangella.	10467-46-6		CC(C)=CCC\C(C)=C\CC\C(C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(/C)\C=C/C=C(\C)CCC=C(C)C	C40H58	InChI=1S/C40H58/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15-17,19-22,25-31H,13-14,18,23-24,32H2,1-10H3/b12-11+,25-15+,26-16+,31-17-,35-21+,36-22+,37-27+,38-28+,39-29-,40-30-	ATCICVFRSJQYDV-IFJQPPEWSA-N	538.4538519	CHEBI:62463	HMDB0039089	
BASm0004299	7,7',9,9'-tetra-cis-lycopene	Prolycopene is found in garden tomato. Prolycopene is a constituent of tomatoes (Lycopersicon esculentum). Also in other fruits	2361-24-2	Solid	CC(C)=CCC\C(C)=C\C=C/C(/C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(\C)/C=C\C=C(/C)CCC=C(C)C	C40H56	InChI=1S/C40H56/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15-22,25-32H,13-14,23-24H2,1-10H3/b12-11+,25-15+,26-16+,31-17-,32-18-,35-21+,36-22+,37-27+,38-28+,39-29-,40-30-	OAIJSZIZWZSQBC-BYUNHUQQSA-N	536.4382018	CHEBI:62466	HMDB0035776	
BASm0004300	all-trans-3,4-didehydrolycopene	All-trans-3,4-didehydrolycopene is a member of the class of compounds known as carotenes. Carotenes are a type of unsaturated hydrocarbons containing eight consecutive isoprene units. They are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Thus, all-trans-3,4-didehydrolycopene is considered to be an isoprenoid lipid molecule. All-trans-3,4-didehydrolycopene can be found in a number of food items such as kale, giant butterbur, citrus, and ginkgo nuts, which makes all-trans-3,4-didehydrolycopene a potential biomarker for the consumption of these food products.			[H]\C(C=C(C)C)=C(\[H])/C(/C)=C(\[H])/C(/[H])=C(\[H])/C(/C)=C(\[H])/C(/[H])=C(\[H])/C(/C)=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)CCC=C(C)C	C40H54	InChI=1S/C40H54/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-13,15-23,25-32H,14,24H2,1-10H3/b12-11+,23-13+,25-15+,26-16+,31-17+,32-18+,35-21+,36-22+,37-27+,38-28+,39-29+,40-30+	OCMSUPSDVXKDFY-FQMRBFJQSA-N	534.4225517	CHEBI:62474	HMDB0304262	
BASm0004301	2-O-(4-deoxy-beta-L-threo-hex-4-enopyranuronosyl)-alpha-L-rhamnose			Expected Solid	[H][C@@]1(C)O[C@@]([H])(O)[C@]([H])(O[C@@]2([H])OC(=C[C@]([H])(O)[C@@]2([H])O)C([O-])=O)[C@]([H])(O)[C@@]1([H])O	C12H17O10	InChI=1S/C12H18O10/c1-3-6(14)8(16)9(11(19)20-3)22-12-7(15)4(13)2-5(21-12)10(17)18/h2-4,6-9,11-16,19H,1H3,(H,17,18)/p-1/t3-,4-,6-,7+,8+,9+,11+,12+/m0/s1	PBUKNNGDHZLXKG-UYKOWFBBSA-M	321.0827203	CHEBI:62478		MMDBc0055259
BASm0004302	spheroiden-2-one			Expected Solid	COC(C)(C)C(=O)\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)CC\C=C(/C)CCC=C(C)C	C41H58O2	InChI=1S/C41H58O2/c1-33(2)19-14-22-36(5)25-17-28-37(6)26-15-23-34(3)20-12-13-21-35(4)24-16-27-38(7)29-18-30-39(8)31-32-40(42)41(9,10)43-11/h12-13,15-16,18-21,23-27,29-32H,14,17,22,28H2,1-11H3/b13-12+,23-15+,24-16+,29-18+,32-31+,34-20+,35-21+,36-25+,37-26+,38-27+,39-30+	ZQFURSYWJPLAJR-FZFXUSNISA-N	582.4436811	CHEBI:62480		MMDBc0004592
BASm0004303	(3E)-3,4-didehydrorhodopin			Expected Solid	CC(C)=CCC\C(C)=C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C=C(/C)\C=C\CC(C)(C)O	C40H56O	InChI=1S/C40H56O/c1-33(2)19-13-22-36(5)25-16-28-37(6)26-14-23-34(3)20-11-12-21-35(4)24-15-27-38(7)29-17-30-39(8)31-18-32-40(9,10)41/h11-12,14-21,23-31,41H,13,22,32H2,1-10H3/b12-11+,23-14+,24-15+,28-16+,29-17+,31-18+,34-20+,35-21+,36-25+,37-26+,38-27+,39-30+	YNXUITAACINYQG-VWQKURAKSA-N	552.4331164	CHEBI:62481		MMDBc0054063
BASm0004304	7-(3-methylbut-2-enyl)-L-tryptophan			Expected Solid	[H][C@](N)(CC1=CNC2=C(CC=C(C)C)C=CC=C12)C(O)=O	C16H20N2O2	InChI=1S/C16H20N2O2/c1-10(2)6-7-11-4-3-5-13-12(9-18-15(11)13)8-14(17)16(19)20/h3-6,9,14,18H,7-8,17H2,1-2H3,(H,19,20)/t14-/m0/s1	OLFAGKNOXHVNHG-AWEZNQCLSA-N	272.1524779	CHEBI:62497		MMDBc0055617
BASm0004305	(2E)-2-methylpropenoyl-CoA	Tetraanion of methacrylyl-CoA arising from deprotonation of the phosphate and diphosphate functions; principal microspecies at pH 7.3.			C=C(C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C25H36N7O17P3S	InChI=1S/C25H40N7O17P3S/c1-13(2)24(37)53-8-7-27-15(33)5-6-28-22(36)19(35)25(3,4)10-46-52(43,44)49-51(41,42)45-9-14-18(48-50(38,39)40)17(34)23(47-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-12,14,17-19,23,34-35H,1,5-10H2,2-4H3,(H,27,33)(H,28,36)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/p-4/t14-,17-,18-,19+,23-/m1/s1	NPALUEYCDZWBOV-NDZSKPAWSA-J		CHEBI:62500		
BASm0004306	folate	Folic acid or folate, is a vitamin that belongs to the class of compounds known as pterins. Chemically, folate consists of three distinct chemical moieties linked together. A pterin (2-amino-4-hydroxy-pteridine) linked by a methylene bridge to a p-aminobenzoyl group that in turn is linked through an amide linkage to glutamic acid. It is a member of the vitamin B family and is primarily known as vitamin B9. Folate is required for the body to make DNA and RNA and metabolize amino acids necessary for cell division for the hematopoietic system. As humans cannot make folate, it is required in the diet, making it an essential nutrient (i.e. a vitamin). Folate occurs naturally in many foods including mushrooms, spinach, yeast, green leaves, and grasses (poaceae). Folic acid, being biochemically inactive, is converted to tetrahydrofolic acid and methyltetrahydrofolate by the enzyme known as dihydrofolate reductase. Tetrahydrofolate and methyltetrahydrofolate are transported across cells by receptor-mediated endocytosis where they are needed to maintain normal erythropoiesis, synthesize purine and thymidylate nucleic acids, interconvert amino acids and generate formic acid. Folic acid is used in the treatment and prevention of folate deficiencies and megaloblastic anemia. Folic acid is also used as a supplement by women during pregnancy to reduce the risk of neural tube defects (NTDs) in babies. Low levels in early pregnancy are believed to be the cause of more than half of babies born with NTDs (PMID: 28097362). Folic acid is also a microbial metabolite produced by Bifidobacterium and Lactobacillus (PMID: 22254078).	59-30-3	Solid	Nc1nc2ncc(CNc3ccc(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])cc3)nc2c(=O)[nH]1	C19H19N7O6	InChI=1S/C19H19N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,8,12,21H,5-7H2,(H,24,29)(H,27,28)(H,31,32)(H3,20,22,25,26,30)/t12-/m0/s1	OVBPIULPVIDEAO-LBPRGKRZSA-N	441.1396814	CHEBI:62501	HMDB0000121	
BASm0004307	demethylspheroidene			Expected Solid	CC(C)=CCC\C(C)=C\CC\C(C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C=C(/C)\C=C\CC(C)(C)O	C40H58O	InChI=1S/C40H58O/c1-33(2)19-13-22-36(5)25-16-28-37(6)26-14-23-34(3)20-11-12-21-35(4)24-15-27-38(7)29-17-30-39(8)31-18-32-40(9,10)41/h11-12,14-15,17-21,23-27,29-31,41H,13,16,22,28,32H2,1-10H3/b12-11+,23-14+,24-15+,29-17+,31-18+,34-20+,35-21+,36-25+,37-26+,38-27+,39-30+	IKOGZSUEGBDVQU-XZXJNJSQSA-N	554.4487665	CHEBI:62505		MMDBc0054448
BASm0004308	alpha-L-Fuc-(1->2)-beta-D-Gal-(1->4)-[alpha-L-Fuc-(1->3)]-D-GlcNAc				CC(=O)N[C@H]1C(O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O[C@@H]2O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]2O)[C@@H]1O[C@@H]1O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]1O	C26H45NO19	InChI=1S/C26H45NO19/c1-6-12(31)15(34)18(37)24(40-6)45-21-11(27-8(3)30)23(39)42-10(5-29)20(21)44-26-22(17(36)14(33)9(4-28)43-26)46-25-19(38)16(35)13(32)7(2)41-25/h6-7,9-26,28-29,31-39H,4-5H2,1-3H3,(H,27,30)	SRHNADOZAAWYLV-UHFFFAOYSA-N	675.2585782	CHEBI:62507	HMDB0254068	
BASm0004309	(2R)-2-O-(alpha-D-glucopyranosyl)-glycerate			Expected Solid	[H][C@](CO)(O[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O)C([O-])=O	C9H15O9	InChI=1S/C9H16O9/c10-1-3-5(12)6(13)7(14)9(17-3)18-4(2-11)8(15)16/h3-7,9-14H,1-2H2,(H,15,16)/p-1/t3-,4-,5-,6+,7-,9-/m1/s1	DDXCFDOPXBPUJC-CECBSOHTSA-M	267.0721556	CHEBI:62510		MMDBc0054821
BASm0004310	gamma-eudesmol	Gamma-Eudesmol, also known as machilol or selinenol, belongs to the class of organic compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. These are sesquiterpenoids with a structure based on the eudesmane skeleton. Sesquiterpenoids are terpenes that contain 15 carbon atoms and are comprised of three isoprene units. The biosynthesis of sesquiterpenes is known to occur mainly through the mevalonic acid pathway (MVA), in the cytosol. However, recent studies have found evidence of pathway crosstalk with the methyl-eritritol-phosphate (MEP) pathway in the plastid (PMID: 19932496, 17710406). Farnesyl diphosphate (FPP) is a key intermediate in the biosynthesis of cyclic sesquiterpenes. FPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. Gamma-Eudesmol is one of the terpenes and noncannabinoid chemical constituents identified in cannabis sativa plants (0.01 -0.46 mg/g) (PMID: 6991645; DOI: 10.1089/can.2016.0017). It was also identified in agarwood oil (1.40% to 10.30% relative to total oil components), the essential oil of Salvia microphylla (baby sage, Graham's sage, or blackcurrant sage) leaves (7.64% relative to total oil components) (DOI: 10.1007/s11746-011-1938-1), the essential oil of Alphonsea tonkinensis (Annonaceae) (5.5% relative to total oil components), the essential oil of Amyris balsamifera (balsam torchwood) (12.3% relative to total oil components) (DOI: 10.1007/s10600-015-1281-0), and the essential oil of Camellia nitidissima (fortune's yellow camellia) (31.5% relative to total oil components) (DOI: 10.1007/s10600-015-1281-0).	1209-71-8	1	CC1=C2C[C@@H](CC[C@@]2(C)CCC1)C(C)(C)O	C15H26O	InChI=1S/C15H26O/c1-11-6-5-8-15(4)9-7-12(10-13(11)15)14(2,3)16/h12,16H,5-10H2,1-4H3/t12-,15-/m1/s1	WMOPMQRJLLIEJV-IUODEOHRSA-N	222.1983655	CHEBI:62513		
BASm0004311	10-epi-gamma-eudesmol	Flavouring compound [Flavornet]			[H][C@]1(CC[C@]2(C)CCCC(C)=C2C1)C(C)(C)O	C15H26O	InChI=1S/C15H26O/c1-11-6-5-8-15(4)9-7-12(10-13(11)15)14(2,3)16/h12,16H,5-10H2,1-4H3/t12-,15+/m1/s1	WMOPMQRJLLIEJV-DOMZBBRYSA-N	222.1983655	CHEBI:62514	HMDB0303908	
BASm0004312	tricarballylate	1,2,3-Propanetricarboxylic acid is found in corn. 1,2,3-Propanetricarboxylic acid is isolated from plants e.g. sugarbeet sap, sap of Acer saccharinum (maple syrup). Propane-1,2,3-tricarboxylic acid, also known as tricarballylic acid, carballylic acid, and beta-carboxyglutaric acid, is a tricarboxylic acid that has three carboxylic acid functional groups. The compound is an inhibitor of the enzyme aconitase and interferes with the Krebs cycle. 1,2,3-Propanetricarboxylic acid can be produced by Bacteroides, Butyrivibrio, Megasphaera, Wolinella and fungi Nectriaceae (PMID:22815244; PMID:16346691). It is also associated with Fumonisins. Fumonisins are fungal toxins produced by Fusarium verticilloides. Detection of this compound indicates presence of fumonisins in gastrointestinal tract. Corn intake or corn contaminated with fumonisins can lead to increased levels of tricarballylic acid (PMID:22815244).	99-14-9	Solid	O=C([O-])CC(CC(=O)[O-])C(=O)[O-]	C6H8O6	InChI=1S/C6H8O6/c7-4(8)1-3(6(11)12)2-5(9)10/h3H,1-2H2,(H,7,8)(H,9,10)(H,11,12)	KQTIIICEAUMSDG-UHFFFAOYSA-N	176.032088	CHEBI:62517	HMDB0031193	
BASm0004313	(-)-trans-permethrin			Expected Solid	[H][C@]1(C=C(Cl)Cl)[C@]([H])(C(=O)OCC2=CC(OC3=CC=CC=C3)=CC=C2)C1(C)C	C21H20Cl2O3	InChI=1S/C21H20Cl2O3/c1-21(2)17(12-18(22)23)19(21)20(24)25-13-14-7-6-10-16(11-14)26-15-8-4-3-5-9-15/h3-12,17,19H,13H2,1-2H3/t17-,19+/m0/s1	RLLPVAHGXHCWKJ-PKOBYXMFSA-N	390.0789499	CHEBI:62523		MMDBc0054016
BASm0004314	(2S,3S,5R,10R,12S,14S,15R,16R)-2-amino-12,16-dimethylicosane-3,5,10,14,15-pentol			Expected Solid	[H][C@@](C)([NH3+])[C@@]([H])(O)C[C@]([H])(O)CCCC[C@@]([H])(O)C[C@]([H])(C)C[C@]([H])(O)[C@]([H])(O)[C@]([H])(C)CCCC	C22H48NO5	InChI=1S/C22H47NO5/c1-5-6-9-16(3)22(28)21(27)13-15(2)12-18(24)10-7-8-11-19(25)14-20(26)17(4)23/h15-22,24-28H,5-14,23H2,1-4H3/p+1/t15-,16+,17-,18+,19+,20-,21-,22+/m0/s1	UWWVLQOLROBFTD-GADKELDLSA-O	406.3527001	CHEBI:62526		MMDBc0054841
BASm0004315	(3-phenoxyphenyl)methanol				OCC1=CC(OC2=CC=CC=C2)=CC=C1	C13H12O2	InChI=1S/C13H12O2/c14-10-11-5-4-8-13(9-11)15-12-6-2-1-3-7-12/h1-9,14H,10H2	KGANAERDZBAECK-UHFFFAOYSA-N	200.0837296	CHEBI:62527	HMDB0245967	
BASm0004316	(1S,3R)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate			Expected Solid	[H][C@]1(C=C(Cl)Cl)[C@]([H])(C([O-])=O)C1(C)C	C8H9Cl2O2	InChI=1S/C8H10Cl2O2/c1-8(2)4(3-5(9)10)6(8)7(11)12/h3-4,6H,1-2H3,(H,11,12)/p-1/t4-,6+/m0/s1	LLMLSUSAKZVFOA-UJURSFKZSA-M	206.9985085	CHEBI:62531		MMDBc0054777
BASm0004318	3-oxotetradecanoyl-CoA		122364-86-7		CCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C35H60N7O18P3S	InChI=1S/C35H60N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-23(43)18-26(45)64-17-16-37-25(44)14-15-38-33(48)30(47)35(2,3)20-57-63(54,55)60-62(52,53)56-19-24-29(59-61(49,50)51)28(46)34(58-24)42-22-41-27-31(36)39-21-40-32(27)42/h21-22,24,28-30,34,46-47H,4-20H2,1-3H3,(H,37,44)(H,38,48)(H,52,53)(H,54,55)(H2,36,39,40)(H2,49,50,51)/t24-,28-,29-,30+,34-/m1/s1	IQNFBGHLIVBNOU-QSGBVPJFSA-N		CHEBI:62543		
BASm0004319	3-oxodecanoyl-CoA		50411-91-1		CCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C31H52N7O18P3S	InChI=1S/C31H52N7O18P3S/c1-4-5-6-7-8-9-19(39)14-22(41)60-13-12-33-21(40)10-11-34-29(44)26(43)31(2,3)16-53-59(50,51)56-58(48,49)52-15-20-25(55-57(45,46)47)24(42)30(54-20)38-18-37-23-27(32)35-17-36-28(23)38/h17-18,20,24-26,30,42-43H,4-16H2,1-3H3,(H,33,40)(H,34,44)(H,48,49)(H,50,51)(H2,32,35,36)(H2,45,46,47)/t20-,24-,25-,26?,30-/m1/s1	AZCVXMAPLHSIKY-BOJFXZHGSA-N		CHEBI:62548		
BASm0004320	fumonisin B1	Fumonisin B1 is from Fusarium moniliforme Fumonisin B1 is an inhibitor of ceramide synthase	116355-83-0		CCCC[C@@H](C)[C@@H](OC(=O)C[C@@H](CC(=O)[O-])C(=O)[O-])[C@H](C[C@@H](C)C[C@H](O)CCCC[C@@H](O)C[C@H](O)[C@H](C)[NH3+])OC(=O)C[C@@H](CC(=O)[O-])C(=O)[O-]	C34H59NO15	InChI=1S/C34H59NO15/c1-5-6-9-20(3)32(50-31(44)17-23(34(47)48)15-29(41)42)27(49-30(43)16-22(33(45)46)14-28(39)40)13-19(2)12-24(36)10-7-8-11-25(37)18-26(38)21(4)35/h19-27,32,36-38H,5-18,35H2,1-4H3,(H,39,40)(H,41,42)(H,45,46)(H,47,48)	UVBUBMSSQKOIBE-UHFFFAOYSA-N	721.3884702	CHEBI:62554	HMDB0034702	
BASm0004321	3-hydroxyisovaleryl-CoA				CC(C)(O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C26H44N7O18P3S	InChI=1S/C26H44N7O18P3S/c1-25(2,20(37)23(38)29-6-5-15(34)28-7-8-55-16(35)9-26(3,4)39)11-48-54(45,46)51-53(43,44)47-10-14-19(50-52(40,41)42)18(36)24(49-14)33-13-32-17-21(27)30-12-31-22(17)33/h12-14,18-20,24,36-37,39H,5-11H2,1-4H3,(H,28,34)(H,29,38)(H,43,44)(H,45,46)(H2,27,30,31)(H2,40,41,42)/t14-,18-,19-,20?,24-/m1/s1	PEVZKILCBDEOBT-XBTRWLRFSA-N		CHEBI:62555		
BASm0004322	(3S)-3-hydroxydodecanoyl-CoA		72059-49-5		CCCCCCCCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C33H58N7O18P3S	InChI=1S/C33H58N7O18P3S/c1-4-5-6-7-8-9-10-11-21(41)16-24(43)62-15-14-35-23(42)12-13-36-31(46)28(45)33(2,3)18-55-61(52,53)58-60(50,51)54-17-22-27(57-59(47,48)49)26(44)32(56-22)40-20-39-25-29(34)37-19-38-30(25)40/h19-22,26-28,32,41,44-45H,4-18H2,1-3H3,(H,35,42)(H,36,46)(H,50,51)(H,52,53)(H2,34,37,38)(H2,47,48,49)/t21-,22+,26+,27+,28?,32+/m0/s1	IJFLXRCJWPKGKJ-AGWWUHEJSA-N		CHEBI:62558		
BASm0004324	CDP-1L-myo-inositol			Expected Solid	Nc1ccn([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]3[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)c(=O)n1	C15H23N3O16P2	InChI=1S/C15H25N3O16P2/c16-5-1-2-18(15(26)17-5)14-12(25)6(19)4(32-14)3-31-35(27,28)34-36(29,30)33-13-10(23)8(21)7(20)9(22)11(13)24/h1-2,4,6-14,19-25H,3H2,(H,27,28)(H,29,30)(H2,16,17,26)/p-2/t4-,6-,7-,8-,9+,10+,11+,12-,13-,14-/m1/s1	FWZKVMBRYZSGFS-WRUQXNMMSA-L	563.0564528	CHEBI:62573		MMDBc0055789
BASm0004325	bis(1L-myo-inositol) 3,1'-phosphate 1-phosphate			Expected Solid	O=P([O-])([O-])O[C@H]1[C@@H](O)[C@@H](OP(=O)([O-])O[C@@H]2[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O	C12H21O17P2	InChI=1S/C12H24O17P2/c13-1-2(14)5(17)10(6(18)3(1)15)28-31(25,26)29-12-8(20)4(16)7(19)11(9(12)21)27-30(22,23)24/h1-21H,(H,25,26)(H2,22,23,24)/p-3/t1-,2-,3+,4-,5-,6-,7-,8+,9+,10-,11+,12-/m0/s1	ZFRNHZNPYSOZBU-MCUIPIIISA-K	499.027044	CHEBI:62576		MMDBc0055783
BASm0004326	(2R)-2-O-(alpha-D-glucopyranosyl)-3-phospho-glycerate			Expected Solid	O=C([O-])[C@@H](COP(=O)([O-])[O-])O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C9H14O12P	InChI=1S/C9H17O12P/c10-1-3-5(11)6(12)7(13)9(20-3)21-4(8(14)15)2-19-22(16,17)18/h3-7,9-13H,1-2H2,(H,14,15)(H2,16,17,18)/p-3/t3-,4-,5-,6+,7-,9-/m1/s1	RJDBNSZFZDWPFL-CECBSOHTSA-K	345.0239336	CHEBI:62600		MMDBc0054820
BASm0004327	(2R)-2-O-[alpha-D-mannopyranosyl-(1->2)-alpha-D-glucopyranosyl]-3-phospho-glycerate			Expected Solid	O=C([O-])[C@@H](COP(=O)([O-])[O-])O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O	C15H24O17P	InChI=1S/C15H27O17P/c16-1-4-7(18)9(20)11(22)14(29-4)32-12-10(21)8(19)5(2-17)30-15(12)31-6(13(23)24)3-28-33(25,26)27/h4-12,14-22H,1-3H2,(H,23,24)(H2,25,26,27)/p-3/t4-,5-,6-,7-,8-,9+,10+,11+,12-,14-,15-/m1/s1	JGKAZLJSKYSZED-MQZSKFSESA-K	507.0767571	CHEBI:62602		MMDBc0054825
BASm0004328	(S)-3-hydroxyisobutanoyl-CoA			Expected Solid	C[C@@H](CO)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C25H38N7O18P3S	InChI=1S/C25H42N7O18P3S/c1-13(8-33)24(38)54-7-6-27-15(34)4-5-28-22(37)19(36)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-18(49-51(39,40)41)17(35)23(48-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-14,17-19,23,33,35-36H,4-10H2,1-3H3,(H,27,34)(H,28,37)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/p-4/t13?,14-,17-,18-,19+,23-/m1/s1	WWEOGFZEFHPUAM-MIZDRFBCSA-J	849.1228839	CHEBI:62611		MMDBc0055370
BASm0004329	(3R,5S)-1-pyrroline-3-hydroxy-5-carboxylate	(3R,5S)-1-pyrroline-3-hydroxy-5-carboxylic Acid is also known as 3-Hydroxy-L-1-pyrroline-5-carboxylate.  (3R,5S)-1-pyrroline-3-hydroxy-5-carboxylic Acid is considered to be soluble (in water) and acidic			O=C([O-])[C@@H]1C[C@@H](O)C=N1	C5H7NO3	InChI=1S/C5H7NO3/c7-3-1-4(5(8)9)6-2-3/h2-4,7H,1H2,(H,8,9)/t3-,4+/m1/s1	WFOFKRKDDKGRIK-DMTCNVIQSA-N	129.0425931	CHEBI:62612	HMDB0062585	
BASm0004330	(3S)-hydroxyhexadecanoyl-CoA	(S)-3-Hydroxyhexadecanoyl-CoA is a beta-oxidation intermediate derivative of palmitoyl-CoA and the substrate of the enzyme peroxisomal acyl-CoA thioesterase 2 (PTE-2, EC 3.1.2.2), which is localized in the peroxisome. The peroxisomal beta-oxidation system contains two sets of enzymes, one of which is involved in the oxidation of branched chain fatty acids and intermediates in the hepatic bile acid biosynthetic pathway and consists of one or two branched-chain acyl-CoA oxidase(s), a D-specific bifunctional protein and the sterol carrier-like protein x (SCPx). Peroxisomes are cellular organelles present in all eukaryotic cells. They play an indispensable role in the metabolism of a variety of lipids including very long-chain fatty acids, dicarboxylic fatty acids, bile acids, prostaglandins, leukotrienes, thromboxanes, pristanic acid, and xenobiotic fatty acids. (S)-3-Hydroxyhexadecanoyl-CoA may accumulate intracellularly in certain long-chain fatty acid/j-oxidation deficiencies. Succinate-driven synthesis of ATP from ADP and phosphate is progressively inhibited by increasing concentrations of (S)-3-Hydroxyhexadecanoyl-CoA. (PMID: 11673457, 8739955, 7662716).	35106-50-4	Solid	CCCCCCCCCCCCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C37H66N7O18P3S	InChI=1S/C37H66N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-25(45)20-28(47)66-19-18-39-27(46)16-17-40-35(50)32(49)37(2,3)22-59-65(56,57)62-64(54,55)58-21-26-31(61-63(51,52)53)30(48)36(60-26)44-24-43-29-33(38)41-23-42-34(29)44/h23-26,30-32,36,45,48-49H,4-22H2,1-3H3,(H,39,46)(H,40,50)(H,54,55)(H,56,57)(H2,38,41,42)(H2,51,52,53)/t25-,26+,30+,31+,32-,36+/m0/s1	DEHLMTDDPWDRDR-BCIKBWLNSA-N	1021.339789	CHEBI:62613	HMDB0003932	MMDBc0032995
BASm0004331	(3S)-hydroxytetradecanoyl-CoA			Expected Solid	CCCCCCCCCCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C35H58N7O18P3S	InChI=1S/C35H62N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-23(43)18-26(45)64-17-16-37-25(44)14-15-38-33(48)30(47)35(2,3)20-57-63(54,55)60-62(52,53)56-19-24-29(59-61(49,50)51)28(46)34(58-24)42-22-41-27-31(36)39-21-40-32(27)42/h21-24,28-30,34,43,46-47H,4-20H2,1-3H3,(H,37,44)(H,38,48)(H,52,53)(H,54,55)(H2,36,39,40)(H2,49,50,51)/p-4/t23-,24+,28+,29+,30-,34+/m0/s1	OXBHKMHNDGRDCZ-STLSENOWSA-J	989.2793845	CHEBI:62614		MMDBc0054935
BASm0004332	3-oxododecanoyl-CoA	3-oxo-dodecanoyl-CoA is classified as a member of the 3-oxo-acyl CoAs. 3-oxo-acyl CoAs are organic compounds containing a 3-oxo acylated coenzyme A derivative. 3-oxo-dodecanoyl-CoA is considered to be slightly soluble (in water) and acidic.  3-oxo-dodecanoyl-CoA is a fatty ester lipid molecule			CCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C33H56N7O18P3S	InChI=1S/C33H56N7O18P3S/c1-4-5-6-7-8-9-10-11-21(41)16-24(43)62-15-14-35-23(42)12-13-36-31(46)28(45)33(2,3)18-55-61(52,53)58-60(50,51)54-17-22-27(57-59(47,48)49)26(44)32(56-22)40-20-39-25-29(34)37-19-38-30(25)40/h19-20,22,26-28,32,44-45H,4-18H2,1-3H3,(H,35,42)(H,36,46)(H,50,51)(H,52,53)(H2,34,37,38)(H2,47,48,49)/t22-,26?,27+,28+,32-/m1/s1	HQANBZHVWIDNQZ-CQGYPEFWSA-N	963.2615402	CHEBI:62615	HMDB0062368	
BASm0004333	(3S)-hydroxydecanoyl-CoA			Expected Solid	CCCCCCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C31H50N7O18P3S	InChI=1S/C31H54N7O18P3S/c1-4-5-6-7-8-9-19(39)14-22(41)60-13-12-33-21(40)10-11-34-29(44)26(43)31(2,3)16-53-59(50,51)56-58(48,49)52-15-20-25(55-57(45,46)47)24(42)30(54-20)38-18-37-23-27(32)35-17-36-28(23)38/h17-20,24-26,30,39,42-43H,4-16H2,1-3H3,(H,33,40)(H,34,44)(H,48,49)(H,50,51)(H2,32,35,36)(H2,45,46,47)/p-4/t19-,20-,24-,25-,26+,30-/m1/s1	HIVSMYZAMUNFKZ-PDQACDDGSA-J	933.2167843	CHEBI:62616		MMDBc0054898
BASm0004334	(3S)-hydroxyoctanoyl-CoA		79171-48-5		CCCCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C29H50N7O18P3S	InChI=1S/C29H50N7O18P3S/c1-4-5-6-7-17(37)12-20(39)58-11-10-31-19(38)8-9-32-27(42)24(41)29(2,3)14-51-57(48,49)54-56(46,47)50-13-18-23(53-55(43,44)45)22(40)28(52-18)36-16-35-21-25(30)33-15-34-26(21)36/h15-18,22-24,28,37,40-41H,4-14H2,1-3H3,(H,31,38)(H,32,42)(H,46,47)(H,48,49)(H2,30,33,34)(H2,43,44,45)/t17-,18+,22?,23-,24-,28+/m0/s1	ATVGTMKWKDUCMS-FZQVHTIWSA-N		CHEBI:62617		
BASm0004335	3-oxooctanoyl-CoA	3-Oxooctanoyl-CoA is the substrate of the acetyl-CoA C-acyltransferase/oxoacyl-CoA thiolase A (EC 2.3.1.16, SCP2/3-oxoacyl-CoA thiolase) present in peroxisomes from normal liver. Peroxisomes beta -oxidize a wide variety of substrates including straight chain fatty acids, 2-methyl-branched fatty acids, and the side chain of the bile acid intermediates di- and trihydroxycoprostanic acids. Peroxisomes contain several beta -oxidation pathways with different substrate specificities; or example, straight chain acyl-CoAs are desaturated by palmitoyl-CoA oxidase, and their enoyl-CoAs are then converted to 3-oxoacyl-CoAs by MFP-1, which forms (hydration) and dehydrogenates L-3(3S)-hydroxyacyl-CoAs; for example, straight chain acyl-CoAs are desaturated by palmitoyl-CoA oxidase (23), and their enoyl-CoAs are then converted to 3-oxoacyl-CoAs by 3-hydroxyacyl-CoA dehydrogenase (EC 1.1.1.35), which forms (hydration) and dehydrogenates L-3(3S)-hydroxyacyl-CoAs and their enoyl-CoAs are then converted to the corresponding 3-oxoacyl-CoAs by long-chain-enoyl-CoA hydratase(EC 4.2.1.74), which forms and dehydrogenates D-3(3R)-hydroxyacyl-CoAs. (PMID: 9325339).	54684-64-9		CCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C29H48N7O18P3S	InChI=1S/C29H48N7O18P3S/c1-4-5-6-7-17(37)12-20(39)58-11-10-31-19(38)8-9-32-27(42)24(41)29(2,3)14-51-57(48,49)54-56(46,47)50-13-18-23(53-55(43,44)45)22(40)28(52-18)36-16-35-21-25(30)33-15-34-26(21)36/h15-16,18,22-24,28,40-41H,4-14H2,1-3H3,(H,31,38)(H,32,42)(H,46,47)(H,48,49)(H2,30,33,34)(H2,43,44,45)/t18-,22-,23-,24+,28-/m1/s1	WPIVBCGRGVNDDT-CECATXLMSA-N	907.1989399	CHEBI:62619		
BASm0004336	hexanoyl-CoA	An acyl-CoA(4-) oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of hexanoyl-CoA; major species at pH 7.3.			CCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C27H42N7O17P3S	InChI=1S/C27H46N7O17P3S/c1-4-5-6-7-18(36)55-11-10-29-17(35)8-9-30-25(39)22(38)27(2,3)13-48-54(45,46)51-53(43,44)47-12-16-21(50-52(40,41)42)20(37)26(49-16)34-15-33-19-23(28)31-14-32-24(19)34/h14-16,20-22,26,37-38H,4-13H2,1-3H3,(H,29,35)(H,30,39)(H,43,44)(H,45,46)(H2,28,31,32)(H2,40,41,42)/p-4/t16-,20-,21-,22+,26-/m1/s1	OEXFMSFODMQEPE-HDRQGHTBSA-J		CHEBI:62620		
BASm0004337	L-selenomethionine	Selenomethionine (CAS: 1464-42-2) is an amino acid containing selenium that cannot be synthesized by higher animals but can be obtained from plant material. Selenomethionine is the major seleno-compound in cereal grains (wheat grain, maize, and rice), soybeans, and enriched yeast. Seleno-compounds present in plants may have a profound effect on the health of animals and human subjects. It is now known that the total Se content cannot be used as an indication of its efficacy, but knowledge of individual selenocompounds is necessary to fully assess the significance. Thus, speciation of the seleno-compounds has moved to the forefront. Since animals and man are dependent upon plants for their nutritional requirements, this makes the types of seleno-compounds in plants even more critical. Se enters the food chain through incorporation into plant proteins, mostly as selenocysteine and selenomethionine at normal Se levels. There are two possible pathways for the catabolism of selenomethionine. One is the transsulfuration pathway via selenocystathionine to produce selenocysteine, which in turn is degraded into H2Se by the enzyme beta-lyase. The other pathway is the transamination-decarboxylation pathway. It was estimated that 90% of methionine is metabolized through this pathway and thus could be also the major route for selenomethionine catabolism (PMID:14748935).	3211-76-5	Solid	C[Se]CC[C@H]([NH3+])C(=O)[O-]	C5H11NO2Se	InChI=1S/C5H11NO2Se/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1	RJFAYQIBOAGBLC-BYPYZUCNSA-N	196.9955004	CHEBI:62621	HMDB0003966	
BASm0004338	(5-hydroxyindol-3-yl)acetate		54-16-0		O=C([O-])Cc1c[nH]c2ccc(O)cc12	C10H9NO3	InChI=1S/C10H9NO3/c12-7-1-2-9-8(4-7)6(5-11-9)3-10(13)14/h1-2,4-5,11-12H,3H2,(H,13,14)	DUUGKQCEGZLZNO-UHFFFAOYSA-N		CHEBI:62622		
BASm0004339	5-hydroxy-L-kynurenine	5-Hydroxykynurenine is found in the tryptophan metabolism pathway. It is created from 5-Hydroxy-N-formylkynurenine through the action of arylformamidase [EC:3.5.1.9]. 5-Hydroxykynurenine is then converted to 5-Hydroxykynurenamine by the action of dopa decarboxylase [EC:4.1.1.28].	720-00-3	Solid	Nc1ccc(O)cc1C(=O)C[C@H]([NH3+])C(=O)[O-]	C10H12N2O4	InChI=1S/C10H12N2O4/c11-7-2-1-5(13)3-6(7)9(14)4-8(12)10(15)16/h1-3,8,13H,4,11-12H2,(H,15,16)	OTDQYOVYQQZAJL-UHFFFAOYSA-N	224.0797069	CHEBI:62624	HMDB0012819	
BASm0004340	uroporphyrinogen I		1867-62-5		O=C([O-])CCc1c2[nH]c(c1CC(=O)[O-])Cc1[nH]c(c(CC(=O)[O-])c1CCC(=O)[O-])Cc1[nH]c(c(CC(=O)[O-])c1CCC(=O)[O-])Cc1[nH]c(c(CC(=O)[O-])c1CCC(=O)[O-])C2	C40H44N4O16	InChI=1S/C40H44N4O16/c45-33(46)5-1-17-21(9-37(53)54)29-14-26-19(3-7-35(49)50)23(11-39(57)58)31(43-26)16-28-20(4-8-36(51)52)24(12-40(59)60)32(44-28)15-27-18(2-6-34(47)48)22(10-38(55)56)30(42-27)13-25(17)41-29/h41-44H,1-16H2,(H,45,46)(H,47,48)(H,49,50)(H,51,52)(H,53,54)(H,55,56)(H,57,58)(H,59,60)	QTTNOSKSLATGQB-UHFFFAOYSA-N		CHEBI:62626		
BASm0004341	coproporphyrinogen I		31110-56-2		Cc1c2[nH]c(c1CCC(=O)[O-])Cc1[nH]c(c(CCC(=O)[O-])c1C)Cc1[nH]c(c(CCC(=O)[O-])c1C)Cc1[nH]c(c(CCC(=O)[O-])c1C)C2	C36H44N4O8	InChI=1S/C36H44N4O8/c1-17-21(5-9-33(41)42)29-14-26-19(3)23(7-11-35(45)46)31(39-26)16-28-20(4)24(8-12-36(47)48)32(40-28)15-27-18(2)22(6-10-34(43)44)30(38-27)13-25(17)37-29/h37-40H,5-16H2,1-4H3,(H,41,42)(H,43,44)(H,45,46)(H,47,48)	WIUGGJKHYQIGNH-UHFFFAOYSA-N		CHEBI:62631		
BASm0004342	L-4-hydroxyglutamate semialdehyde	L-4-Hydroxyglutamate semialdehyde is an intermediate in Arginine and proline metabolism. L-4-Hydroxyglutamate semialdehyde is the 4th to last step in the synthesis of Glyoxylate and is converted from L-erythro-4-Hydroxyglutamate via the enzyme 1-pyrroline-5-carboxylate dehydrogenase (EC 1.5.1.12). It is then converted to L-1-Pyrroline-3-hydroxy-5-carboxylate via enzymtic reaction.		Solid	N[C@@H](C[C@@H](O)C=O)C(O)=O	C5H9NO4	InChI=1S/C5H9NO4/c6-4(5(9)10)1-3(8)2-7/h2-4,8H,1,6H2,(H,9,10)/t3-,4+/m1/s1	XCXUZPXOFFRGGP-DMTCNVIQSA-N	147.0531578	CHEBI:62637	HMDB0006556	
BASm0004343	(S)-3-hydroxy-2-methylpropanoate		1910-47-0			C4H7O3		DBXBTMSZEOQQDU-VKHMYHEASA-M	103.0400677	CHEBI:62638		
BASm0004344	(2Z,6E,10E)-geranylgeranyl diphosphate			Expected Solid	[H]C(=C(C([H])([H])[H])C([H])([H])[H])C([H])([H])C([H])([H])C(=C(/[H])C([H])([H])C([H])([H])C(=C(/[H])C([H])([H])C([H])([H])C(=C(\[H])C([H])([H])OP([O-])(=O)OP([O-])([O-])=O)\C([H])([H])[H])\C([H])([H])[H])\C([H])([H])[H]	C20H33O7P2	InChI=1S/C20H36O7P2/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-26-29(24,25)27-28(21,22)23/h9,11,13,15H,6-8,10,12,14,16H2,1-5H3,(H,24,25)(H2,21,22,23)/p-3/b18-11+,19-13+,20-15-	OINNEUNVOZHBOX-KWBDAJKESA-K	447.1717981	CHEBI:62639		MMDBc0048236
BASm0004345	perillate	Perillic acid, also known as perillate, belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Perillic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.	7694-45-3	Expected Solid		C10H13O2		CDSMSBUVCWHORP-UHFFFAOYNA-M	165.0921032	CHEBI:62641	HMDB0004586	MMDBc0048217
BASm0004347	adenylyl-molybdopterin	Molybdopterin-AMP belongs to the class of organic compounds known as molybdopterin dinucleotides. These are a dinucleotide that is made up of a molybdopterin and a purine or pyrimidine base linked to each other through a phosphate chain. ATP reacts with molybdopterin to produce molybdopterin-AMP and diphosphate. Molybdopterin-AMP is a very strong basic compound (based on its pKa). Molybdopterin-AMP exists in all living organisms, ranging from bacteria to humans. Molybdopterin-AMP is involved in molybdenum cofactor biosynthesis. Molybdopterin-AMP is expected to be in Cannabis as all living plants are known to produce and metabolize it.		1		C20H23N10O12P2S2		XJXFAXLUOKQPAQ-YPRLVJTJSA-K	721.0430033	CHEBI:62727		
BASm0004348	3-(all-trans-diprenyl)benzene-1,2-diol				CC(C)=CCC1=C(O)C(O)=CC=C1	C11H14O2	InChI=1S/C11H14O2/c1-8(2)6-7-9-4-3-5-10(12)11(9)13/h3-6,12-13H,7H2,1-2H3	CWNAMDTZXWFAQN-UHFFFAOYSA-N	178.0993797	CHEBI:62729		
BASm0004349	2-methoxy-6-(all-trans-hexaprenyl)phenol				COC1=CC=CC(CC=C(C)C)=C1O	C12H16O2	InChI=1S/C12H16O2/c1-9(2)7-8-10-5-4-6-11(14-3)12(10)13/h4-7,13H,8H2,1-3H3	AQQFSJRYEOQNKZ-UHFFFAOYSA-N	192.1150298	CHEBI:62731		
BASm0004350	lupan-3beta,20-diol			Expected Solid	[H][C@]12[C@@H](CC[C@]1(C)CC[C@]1(C)[C@]2([H])CC[C@]2([H])[C@@]3(C)CC[C@H](O)C(C)(C)[C@]3([H])CC[C@@]12C)C(C)(C)O	C30H52O2	InChI=1S/C30H52O2/c1-25(2)21-12-16-30(8)22(28(21,6)15-13-23(25)31)10-9-20-24-19(26(3,4)32)11-14-27(24,5)17-18-29(20,30)7/h19-24,31-32H,9-18H2,1-8H3/t19-,20-,21+,22-,23+,24-,27-,28+,29-,30-/m1/s1	YDNYDUBBAZTLTQ-LIVJDELJSA-N	444.3967309	CHEBI:62735		MMDBc0053426
BASm0004351	15-cis-4,4'-diapophytoene			Expected Solid	[H]C(CC\C(C)=C(/[H])\C(\[H])=C(\[H])C([H])=C(C)CC\C([H])=C(/C)CCC=C(C)C)=C(C)CCC=C(C)C	C30H48	InChI=1S/C30H48/c1-25(2)15-11-19-29(7)23-13-21-27(5)17-9-10-18-28(6)22-14-24-30(8)20-12-16-26(3)4/h9-10,15-18,23-24H,11-14,19-22H2,1-8H3/b10-9-,27-17+,28-18+,29-23+,30-24+	NXJJBCPAGHGVJC-LIKFLUFESA-N	408.3756015	CHEBI:62738		MMDBc0055173
BASm0004352	all-trans-4,4'-diapophytofluene				CC(C)=CCC/C(C)=C/C=C/C(C)=C/C=C/C=C(\C)CC/C=C(\C)CCC=C(C)C	C30H46	InChI=1S/C30H46/c1-25(2)15-11-19-29(7)23-13-21-27(5)17-9-10-18-28(6)22-14-24-30(8)20-12-16-26(3)4/h9-10,13,15-18,21,23-24H,11-12,14,19-20,22H2,1-8H3/b10-9?,21-13+,27-17+,28-18?,29-23?,30-24?	XJMTWNXFNQAKGS-NRQFAAKZSA-N	406.3599515	CHEBI:62740		
BASm0004353	all-trans-4,4'-diapo-zeta-carotene				CC(C)=CCC/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(\C)CCC=C(C)C	C30H44	InChI=1S/C30H44/c1-25(2)15-11-19-29(7)23-13-21-27(5)17-9-10-18-28(6)22-14-24-30(8)20-12-16-26(3)4/h9-10,13-18,21-24H,11-12,19-20H2,1-8H3	JJMKRPXUHIPSAW-UHFFFAOYSA-N	404.3443014	CHEBI:62742		
BASm0004354	all-trans-4,4'-diaponeurosporene			Expected Solid	CC(C)=CCC\C(C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C=C(C)C	C30H42	InChI=1S/C30H42/c1-25(2)15-11-19-29(7)23-13-21-27(5)17-9-10-18-28(6)22-14-24-30(8)20-12-16-26(3)4/h9-11,13-19,21-24H,12,20H2,1-8H3/b10-9+,19-11+,21-13+,22-14+,27-17+,28-18+,29-23+,30-24+	FPSYVUBUILNSRF-MQMKOTMBSA-N	402.3286514	CHEBI:62743		MMDBc0054330
BASm0004355	aminodiacetate			Expected Solid	OC(=O)CNCC([O-])=O	C4H6NO4	InChI=1S/C4H7NO4/c6-3(7)1-5-2-4(8)9/h5H,1-2H2,(H,6,7)(H,8,9)/p-1	NBZBKCUXIYYUSX-UHFFFAOYSA-M	132.0302313	CHEBI:62745		MMDBc0055723
BASm0004356	alpha-longipinene				CC1=CCC2C3C1C2(C)CCCC3(C)C	C15H24	InChI=1S/C15H24/c1-10-6-7-11-13-12(10)15(11,4)9-5-8-14(13,2)3/h6,11-13H,5,7-9H2,1-4H3	HICYDYJTCDBHMZ-UHFFFAOYSA-N	204.1878008	CHEBI:62753		MMDBc0008338
BASm0004357	(1S,5S,6R)-alpha-bergamotene	α-Trans-bergamotene belongs to the class of organic compounds known as bicyclic sesquiterpenoids. These are sesquiterpenoids containing exactly two rings, which are fused together. α-Trans-bergamotene is formally classified as a polycyclic hydrocarbon although it is biochemically a sesquiterpene as it synthesized via multiple isoprene units. Sesquiterpenes are terpenes that contain 15 carbon atoms and are comprised of three isoprene units. The biosynthesis of sesquiterpenes is known to occur mainly through the mevalonic acid pathway (MVA), in the cytosol. However, recent studies have found evidence of pathway crosstalk with the methyl-erythritol-phosphate (MEP) pathway in the cytosol. Farnesyl diphosphate (FPP) is a key intermediate in the biosynthesis of cyclic sesquiterpenes. FPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. There are four known Bergamotene isomers including α-cis-, α-trans-, β-cis- and β-trans-bergamotene. α-trans-bergamotene is a neutral, hydrophobic molecule that is insoluble in water. It exists as a clear, greenish oil that has a woody or warm tea-like odor. It is found in the fruits and essential oils of anise, basil, cumin, carrot, bergamot, lime, lemon, cottonseed, nutmeg, black pepper and kumquat. α-trans-bergamotene is also found in the essential oils of plants such as tobacco (PMID:28434859) and cannabis (PMID:6991645). It is also a constituent of cannabis smoke and is volatilized during the combustion of cannabis (https://doi.org/10.1007/978-1-59259-947-9_2). Isomers of bergamotene have a function as pheromones for some insect species. Evidence suggests that plants under attack by herbivore insects are able to release specific amounts of bergamotene to attract natural enemies of the insect herbivores, using these sesquiterpenes as a defense mechanism (PMID: 16418295). More specifically, the tobacco plant emits α-trans-bergamotene from its flowers at night to attract the tobacco hawk moth (Manduca sexta) as a pollinator; however, during the day the leaves produce α-trans-bergamotene to lure predatory insects to feed on any larvae and eggs that the pollinator may have produced (PMID: 28434859).	13474-59-4	1	CC(C)=CCC[C@]1(C)[C@@H]2C[C@H]1C(C)=CC2	C15H24	InChI=1S/C15H24/c1-11(2)6-5-9-15(4)13-8-7-12(3)14(15)10-13/h6-7,13-14H,5,8-10H2,1-4H3/t13-,14-,15+/m0/s1	YMBFCQPIMVLNIU-SOUVJXGZSA-N	204.1878008	CHEBI:62756		
BASm0004358	(-)-beta-curcumene	Beta-curcumene belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes that contain 15 carbon atoms and are comprised of three isoprene units. The biosynthesis of sesquiterpenes is known to occur mainly through the mevalonic acid pathway (MVA; PMID:17467679), in the cytosol. However, in plants, recent studies have found evidence of pathway crosstalk with the methyl-eritritol-phosphate (MEP) pathway in the cytoplasm (PMID:23746261). Farnesyl diphosphate (FPP) is a key intermediate in the biosynthesis of cyclic sesquiterpenes. FPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. Beta-curcumene is possibly neutral. Beta-curcumene has been detected in several plant species, as well as in Cannabis sativa (PMID: 6991645). It occurs in java ginger, turmeric, cedrala wood oil and sandal wood oil ( http://www.thegoodscentscompany.com/data/rw1701351.html#tooccur ). 		1	[H][C@@](C)(CCC=C(C)C)C1=CCC(C)=CC1	C15H24	InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6,8,11,14H,5,7,9-10H2,1-4H3/t14-/m1/s1	JXZQZARENYGJMK-CQSZACIVSA-N	204.1878008	CHEBI:62760		
BASm0004359	(+)-2-epi-prezizaene				C=C1[C@@H]2CC[C@]3(C2)[C@H](C)CC[C@@H]3C1(C)C	C15H24	InChI=1S/C15H24/c1-10-5-6-13-14(3,4)11(2)12-7-8-15(10,13)9-12/h10,12-13H,2,5-9H2,1,3-4H3	RFSYBMDOYOBTCL-UHFFFAOYSA-N	204.1878008	CHEBI:62762		
BASm0004360	beta-D-glucosyl crocetin				CC(/C=C/C=C(\C)C(=O)[O-])=C\C=C\C=C(C)\C=C\C=C(/C)C(=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C26H34O9	InChI=1S/C26H34O9/c1-16(11-7-13-18(3)24(31)32)9-5-6-10-17(2)12-8-14-19(4)25(33)35-26-23(30)22(29)21(28)20(15-27)34-26/h5-14,20-23,26-30H,15H2,1-4H3,(H,31,32)/b6-5+,11-7?,12-8+,16-9?,17-10+,18-13?,19-14+	ZVGODNZUEWDIPM-PMPQWGFGSA-N	490.2202827	CHEBI:62766		
BASm0004361	crocetin		27876-94-4		CC(/C=C/C=C(\C)C(=O)[O-])=C\C=C\C=C(C)\C=C\C=C(/C)C(=O)[O-]	C20H24O4	InChI=1S/C20H24O4/c1-15(11-7-13-17(3)19(21)22)9-5-6-10-16(2)12-8-14-18(4)20(23)24/h5-14H,1-4H3,(H,21,22)(H,23,24)/b6-5+,11-7+,12-8+,15-9-,16-10+,17-13+,18-14-	PANKHBYNKQNAHN-AWVVJTJESA-N		CHEBI:62767		
BASm0004362	bis(beta-D-glucosyl) crocetin	Dicrocin is a water-soluble crocetin glycoside, a carotenoid pigment of saffron (Crocus sativus L.) that has been used as a spice for flavoring and coloring food preparations, and in Chinese traditional medicine as an anodyne or tranquilizer. Saffron is now used worldwide in folk medicine and is reputed to be useful in treating various human disorders such as heart and blood disorders. Stroke and heart attack are involved in reputed folkloric uses of saffron. Saffron is orally administrated as a decoction. Saffron extract exerts a protective effect on renal ischemia reperfusion induced oxidative damage in rats. (PMID: 17215084). Crocetin esters present in saffron stigmas and in Gardenia jasminoides Ellis fruit are the compounds responsible for their color. (PMID: 16448211).	57710-64-2		CC(/C=C/C=C(\C)C(=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)=C\C=C\C=C(C)\C=C\C=C(/C)C(=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C32H44O14	InChI=1S/C32H44O14/c1-17(11-7-13-19(3)29(41)45-31-27(39)25(37)23(35)21(15-33)43-31)9-5-6-10-18(2)12-8-14-20(4)30(42)46-32-28(40)26(38)24(36)22(16-34)44-32/h5-14,21-28,31-40H,15-16H2,1-4H3/b6-5+,11-7+,12-8+,17-9+,18-10+,19-13+,20-14+/t21-,22-,23-,24-,25+,26+,27-,28-,31+,32?/m1/s1	QBZWPZHDUZGTLS-BLVFRQJQSA-N	652.2731061	CHEBI:62768	HMDB0002353	
BASm0004363	beta-D-gentiobiosyl crocetin		55750-85-1		CC(/C=C/C=C(\C)C(=O)[O-])=C\C=C\C=C(C)\C=C\C=C(/C)C(=O)O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O	C32H44O14	InChI=1S/C32H44O14/c1-17(11-7-13-19(3)29(40)41)9-5-6-10-18(2)12-8-14-20(4)30(42)46-32-28(39)26(37)24(35)22(45-32)16-43-31-27(38)25(36)23(34)21(15-33)44-31/h5-14,21-28,31-39H,15-16H2,1-4H3,(H,40,41)/b6-5+,11-7+,12-8+,17-9+,18-10-,19-13-,20-14+	VULLCGFNYWDRHL-BCMXLCDNSA-N		CHEBI:62770		
BASm0004364	beta-D-gentiobiosyl beta-D-glucosyl crocetin	Tricrocin is a water soluble crocetin glycoside, a carotenoid pigment of saffron (Crocus sativus L.) that has been used as a spice for flavoring and coloring food preparations, and in Chinese traditional medicine as an anodyne or tranquilizer. Saffron is now used worldwide in folk medicine and is reputed to be useful in treating various human disorders such as heart and blood disorders. Stroke and heart attack are involved in reputed folkloric uses of saffron. Saffron is orally administrated as a decoction. Saffron extract exerts a protective effect on renal ischemia reperfusion induced oxidative damage in rats. (PMID: 17215084). Crocetin esters present in saffron stigmas and in Gardenia jasminoides Ellis fruit are the compounds responsible for their color. (PMID: 16448211).	55750-84-0		CC(/C=C/C=C(\C)C(=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)=C\C=C\C=C(C)\C=C\C=C(/C)C(=O)O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O	C38H54O19	InChI=1S/C38H54O19/c1-18(11-7-13-20(3)34(50)56-37-32(48)29(45)26(42)23(16-40)54-37)9-5-6-10-19(2)12-8-14-21(4)35(51)57-38-33(49)30(46)27(43)24(55-38)17-52-36-31(47)28(44)25(41)22(15-39)53-36/h5-14,22-33,36-49H,15-17H2,1-4H3/b6-5+,11-7+,12-8+,18-9+,19-10+,20-13+,21-14+/t22-,23?,24+,25-,26?,27?,28+,29?,30?,31-,32?,33?,36-,37?,38?/m1/s1	CZSBHMFVVLYIQQ-AUXQCMSZSA-N	814.3259295	CHEBI:62771	HMDB0002376	
BASm0004365	D-xylotriose				O[C@@H]1CO[C@@H](O[C@@H]2CO[C@@H](O[C@@H]3COC(O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O	C15H26O13	InChI=1S/C15H26O13/c16-4-1-25-14(11(21)7(4)17)28-6-3-26-15(12(22)9(6)19)27-5-2-24-13(23)10(20)8(5)18/h4-23H,1-3H2/t4-,5-,6-,7+,8+,9+,10-,11-,12-,13?,14+,15+/m1/s1	JCSJTDYCNQHPRJ-FDVJSPBESA-N	414.1373409	CHEBI:62783		MMDBc0057112
BASm0004366	beta-D-Man-(1->4)-beta-D-Man-(1->4)-D-Man	A mannotriose consisting of three mannose units connected via beta-(1->4) linkages.			OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@H](O)[C@H](O[C@H]3[C@H](O)[C@H](O)C(O)O[C@@H]3CO)O[C@@H]2CO)[C@@H](O)[C@@H](O)[C@@H]1O	C18H32O16	InChI=1S/C18H32O16/c19-1-4-7(22)8(23)12(27)17(31-4)34-15-6(3-21)32-18(13(28)10(15)25)33-14-5(2-20)30-16(29)11(26)9(14)24/h4-29H,1-3H2/t4-,5-,6-,7-,8+,9-,10-,11+,12+,13+,14-,15-,16?,17+,18+/m1/s1	FYGDTMLNYKFZSV-CUGKXTJTSA-N		CHEBI:62785		
BASm0004367	a reduced flavin				[1*]N1c2cc(C)c(C)cc2Nc2c1[nH]c(=O)[nH]c2=O					CHEBI:62787		
BASm0004368	3,4-dihydroxy-5-all-trans-nonaprenylbenzoate				CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1cc(C(=O)[O-])cc(O)c1O	C52H77O4	InChI=1S/C52H78O4/c1-39(2)19-11-20-40(3)21-12-22-41(4)23-13-24-42(5)25-14-26-43(6)27-15-28-44(7)29-16-30-45(8)31-17-32-46(9)33-18-34-47(10)35-36-48-37-49(52(55)56)38-50(53)51(48)54/h19,21,23,25,27,29,31,33,35,37-38,53-54H,11-18,20,22,24,26,28,30,32,34,36H2,1-10H3,(H,55,56)/p-1	FMSCZYMOUYOENK-UHFFFAOYSA-M		CHEBI:62789		
BASm0004369	3-methoxy-4-hydroxy-5-all-trans-nonaprenylbenzoate	3-methoxy-4-hydroxy-5-all-trans-nonaprenylbenzoate, also known as 4-hydroxy-3-methoxy-5-nonaprenylbenzoate or 3-nonaprenyl-4-hydroxy-5-methoxybenzoate, is a member of the class of compounds known as polyterpenoids. Polyterpenoids are terpenoids consisting of more than eight isoprene units. 3-methoxy-4-hydroxy-5-all-trans-nonaprenylbenzoate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 3-methoxy-4-hydroxy-5-all-trans-nonaprenylbenzoate can be found in a number of food items such as kombu, yellow pond-lily, root vegetables, and triticale, which makes 3-methoxy-4-hydroxy-5-all-trans-nonaprenylbenzoate a potential biomarker for the consumption of these food products.			COC1=C(O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=CC(=C1)C([O-])=O	C53H79O4	InChI=1S/C53H80O4/c1-40(2)20-12-21-41(3)22-13-23-42(4)24-14-25-43(5)26-15-27-44(6)28-16-29-45(7)30-17-31-46(8)32-18-33-47(9)34-19-35-48(10)36-37-49-38-50(53(55)56)39-51(57-11)52(49)54/h20,22,24,26,28,30,32,34,36,38-39,54H,12-19,21,23,25,27,29,31,33,35,37H2,1-11H3,(H,55,56)/p-1/b41-22+,42-24+,43-26+,44-28+,45-30+,46-32+,47-34+,48-36+	FDPPBYXDOXRDHA-JSGWLJPKSA-M	779.5983846	CHEBI:62791	HMDB0304137	
BASm0004370	3,4-dihydroxy-5-all-trans-decaprenylbenzoate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=CC(=CC([O-])=C1O)C(O)=O)=C(\C)CCC=C(C)C	C57H85O4	InChI=1S/C57H86O4/c1-43(2)21-12-22-44(3)23-13-24-45(4)25-14-26-46(5)27-15-28-47(6)29-16-30-48(7)31-17-32-49(8)33-18-34-50(9)35-19-36-51(10)37-20-38-52(11)39-40-53-41-54(57(60)61)42-55(58)56(53)59/h21,23,25,27,29,31,33,35,37,39,41-42,58-59H,12-20,22,24,26,28,30,32,34,36,38,40H2,1-11H3,(H,60,61)/p-1/b44-23+,45-25+,46-27+,47-29+,48-31+,49-33+,50-35+,51-37+,52-39+	HGWUGDIATLOPBN-BHZQGFRMSA-M	833.6453348	CHEBI:62793	HMDB0062204	MMDBc0049765
BASm0004371	3-methoxy-4-hydroxy-5-all-trans-decaprenylbenzoate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=CC(=CC(OC)=C1[O-])C(O)=O)=C(\C)CCC=C(C)C	C58H87O4	InChI=1S/C58H88O4/c1-44(2)22-13-23-45(3)24-14-25-46(4)26-15-27-47(5)28-16-29-48(6)30-17-31-49(7)32-18-33-50(8)34-19-35-51(9)36-20-37-52(10)38-21-39-53(11)40-41-54-42-55(58(60)61)43-56(62-12)57(54)59/h22,24,26,28,30,32,34,36,38,40,42-43,59H,13-21,23,25,27,29,31,33,35,37,39,41H2,1-12H3,(H,60,61)/p-1/b45-24+,46-26+,47-28+,48-30+,49-32+,50-34+,51-36+,52-38+,53-40+	WCQCNOIKXGNDLX-RDSVHMIISA-M	847.6609849	CHEBI:62796	HMDB0062355	MMDBc0049775
BASm0004372	heme d cis-diol	A dicarboxylic acid dianion resulting from the removal of a proton from both of the carboxy groups of heme d cis-diol.			C=CC1=C(C)C2=[N+]3C1=Cc1c(C)c(C=C)c4n1[Fe-2]31n3c(c(C)c(CCC(=O)[O-])c3=CC3=[N+]1C(=C4)[C@](C)(O)[C@@]3(O)CCC(=O)[O-])=C2	C34H32FeN4O6	InChI=1S/C34H36N4O6.Fe/c1-7-20-17(3)23-13-24-19(5)22(9-10-31(39)40)28(37-24)16-30-34(44,12-11-32(41)42)33(6,43)29(38-30)15-27-21(8-2)18(4)25(36-27)14-26(20)35-23;/h7-8,13-16,43-44H,1-2,9-12H2,3-6H3,(H4,35,36,37,38,39,40,41,42);/q;+2/p-4/t33-,34+;/m0./s1	GFRHEDKPMCXPFU-XCVPDAMTSA-J		CHEBI:62814		
BASm0004373	dTDP-4-dehydro-beta-L-rhamnose				Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@H]3O[C@@H](C)C(=O)[C@@H](O)[C@H]3O)O2)c(=O)[nH]c1=O	C16H24N2O15P2	InChI=1S/C16H24N2O15P2/c1-6-4-18(16(24)17-14(6)23)10-3-8(19)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)12(21)11(20)7(2)30-15/h4,7-10,12-13,15,19,21-22H,3,5H2,1-2H3,(H,25,26)(H,27,28)(H,17,23,24)/t7-,8-,9+,10+,12+,13+,15+/m0/s1	PSXWNITXWWECNY-LPVGZGSHSA-N		CHEBI:62830		
BASm0004375	4-hydroxy-17beta-estradiol	4-Hydroxyestradiol is an oncogenic catechol estrogen produced by metabolism of Estrogen.	5976-61-4		[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]1([H])C3=CC=C(O)C(O)=C3CC[C@@]21[H]	C18H24O3	InChI=1S/C18H24O3/c1-18-9-8-11-10-4-6-15(19)17(21)13(10)3-2-12(11)14(18)5-7-16(18)20/h4,6,11-12,14,16,19-21H,2-3,5,7-9H2,1H3/t11-,12-,14+,16+,18+/m1/s1	QOZFCKXEVSGWGS-ZHIYBZGJSA-N	288.1725446	CHEBI:62845	HMDB0005896	
BASm0004376	6alpha-hydroxy-17beta-estradiol				C[C@]12CC[C@@H]3c4ccc(O)cc4[C@@H](O)C[C@H]3[C@@H]1CC[C@@H]2O	C18H24O3	InChI=1S/C18H24O3/c1-18-7-6-12-11-3-2-10(19)8-14(11)16(20)9-13(12)15(18)4-5-17(18)21/h2-3,8,12-13,15-17,19-21H,4-7,9H2,1H3/t12-,13-,15+,16?,17?,18+/m1/s1	QZZRQURPSRWTLG-UCFOWDISSA-N	288.1725446	CHEBI:62847	HMDB0155475	
BASm0004377	(1S,2S,4R)-beta-elemene	beta-Elemene belongs to the class of organic compounds known as elemane sesquiterpenoids. These are sesquiterpenoids with a structure based on the elemane skeleton. Elemane is a monocyclic compound consisting of a cyclohexane ring substituted with a methyl group, an ethyl group, and two 1-methylethyl groups at the 1-, 1-, 2-, and 4-position, respectively. beta-Elemene can be found in herbs, spices, and root vegetables, which makes beta-elemene a potential biomarker for the consumption of these food products. It is a constituent of sweet flag, juniper oils, and Mentha species.	515-13-9		C=C[C@]1(C)CC[C@@H](C(=C)C)C[C@H]1C(=C)C	C15H24	InChI=1S/C15H24/c1-7-15(6)9-8-13(11(2)3)10-14(15)12(4)5/h7,13-14H,1-2,4,8-10H2,3,5-6H3/t13-,14+,15-/m1/s1	OPFTUNCRGUEPRZ-QLFBSQMISA-N	204.1878008	CHEBI:62855	HMDB0061848	
BASm0004378	4,6-Me(COOH)C-beta-D-Man-(1->4)-beta-D-GlcA-(1->2)-alpha-D-Man-(1->3)-beta-D-Glc-(1->4)-alpha-D-Glc-di-trans,octa-cis-undecaprenyl diphosphate	An organophosphate oxoanion that is the tetra-anion of 4,6-Me(COOH)C-beta-D-Man-(1->4)-beta-D-GlcA-(1->2)-alpha-D-Man-(1->3)-beta-D-Glc-(1->4)-alpha-D-Glc-1-diphospho-ditrans,polycis-undecaprenol arising from deprotonation of both free diphosphate OH groups and both of the carboxy groups; major species at pH 7.3.			CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\COP(=O)([O-])OP(=O)([O-])O[C@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O[C@@H]3O[C@H](C(=O)[O-])[C@@H](O[C@@H]4O[C@@H]5COC(C)(C(=O)[O-])O[C@H]5[C@H](O)[C@@H]4O)[C@H](O)[C@H]3O)[C@H]2O)[C@H](O)[C@H]1O	C88H138O35P2	InChI=1S/C88H142O35P2/c1-50(2)24-14-25-51(3)26-15-27-52(4)28-16-29-53(5)30-17-31-54(6)32-18-33-55(7)34-19-35-56(8)36-20-37-57(9)38-21-39-58(10)40-22-41-59(11)42-23-43-60(12)44-45-111-124(106,107)123-125(108,109)122-85-73(100)68(95)75(63(48-91)114-85)116-84-74(101)77(66(93)62(47-90)112-84)117-86-79(67(94)65(92)61(46-89)113-86)119-83-72(99)70(97)78(80(120-83)81(102)103)118-82-71(98)69(96)76-64(115-82)49-110-88(13,121-76)87(104)105/h24,26,28,30,32,34,36,38,40,42,44,61-80,82-86,89-101H,14-23,25,27,29,31,33,35,37,39,41,43,45-49H2,1-13H3,(H,102,103)(H,104,105)(H,106,107)(H,108,109)/p-4/b51-26+,52-28+,53-30-,54-32-,55-34-,56-36-,57-38-,58-40-,59-42-,60-44-/t61-,62-,63-,64-,65-,66-,67+,68-,69-,70-,71+,72-,73-,74-,75-,76-,77+,78+,79+,80+,82+,83-,84+,85-,86-,88?/m1/s1	RIYSMWRELQLQLB-JFOSXXDBSA-J		CHEBI:62860		
BASm0004380	2-deoxy-D-ribose 5-phosphate	Deoxyribose 5-phosphate is a a metabolite in the pentose phosphate pathway. It can be generated from D-glyceraldehdye-3 phosphate via the enzyme 2-Deoxyribose 5-phosphate aldolase (DERA). Alternately Deoxyribose 5-phosphate can be converted to D-glyceraldehyde-3 phosphate that can then feed into the pentose phosphate pathway. Deoxyribose 5-phosphate can also be generated from 2-Deoxy-D-ribose via the enzyme Ribokinase (EC 2.7.1.15). It has been shown in a number of organisms that deoxynucleosides or deoxyriboses cause the induction of aldolases (such as DERA) involved in their catabolism, leading to the utilisation of the pentose moiety as carbon and energy source.	102916-66-5	Solid	O=P([O-])([O-])OC[C@H]1OC(O)C[C@@H]1O	C5H11O7P	InChI=1S/C5H11O7P/c6-3-1-5(7)12-4(3)2-11-13(8,9)10/h3-7H,1-2H2,(H2,8,9,10)/t3-,4+,5+/m0/s1	KKZFLSZAWCYPOC-VPENINKCSA-N	214.0242392	CHEBI:62877	HMDB0001031	
BASm0004381	2-(2-carboxy-4-methylthiazol-5-yl)ethyl phosphate	2-(2-carboxy-4-methylthiazol-5-yl)ethyl phosphate, also known as cthz-P, belongs to thiazolecarboxylic acids and derivatives class of compounds. Those are heterocyclic compounds containing a thiazole ring which bears a carboxylic acid group (or a derivative thereof). 2-(2-carboxy-4-methylthiazol-5-yl)ethyl phosphate is soluble (in water) and a moderately acidic compound (based on its pKa). 2-(2-carboxy-4-methylthiazol-5-yl)ethyl phosphate can be found in a number of food items such as rubus (blackberry, raspberry), triticale, fenugreek, and cloudberry, which makes 2-(2-carboxy-4-methylthiazol-5-yl)ethyl phosphate a potential biomarker for the consumption of these food products.			Cc1nc(C(=O)[O-])sc1CCOP(=O)([O-])[O-]	C7H7NO6PS	InChI=1S/C7H10NO6PS/c1-4-5(2-3-14-15(11,12)13)16-6(8-4)7(9)10/h2-3H2,1H3,(H,9,10)(H2,11,12,13)/p-3	XWECMAHAKFWYNV-UHFFFAOYSA-K	263.9748159	CHEBI:62890	HMDB0304049	
BASm0004382	2-[(2R,5Z)-2-carboxy-4-methylthiazol-5(2H)-ylidene]ethyl phosphate	2-((2R,5Z)-2-Carboxy-4-methylthiazol-5(2H)-ylidene)ethyl phosphate is an intermediate involved in thiamine diphosphate biosynthesis.  Thiamine diphosphate, also known as vitamin B1, is known to play a fundamental role in energy metabolism. It is an essential cofactor for a variety of enzymes such as transketolase, pyruvate dehydrogenase, pyruvate decarboxylase, and alpha-ketoglutarate dehydrogenase. Thiamine is synthesized de novo by microorganisms, plants and some lower eukaryotes (e.g. Plasmodium), but not by higher eukaryotes, which must obtain it through their diet.			CC1=N[C@@H](C(=O)[O-])S/C1=C\COP(=O)([O-])[O-]	C7H7NO6PS	InChI=1S/C7H10NO6PS/c1-4-5(2-3-14-15(11,12)13)16-6(8-4)7(9)10/h2,6H,3H2,1H3,(H,9,10)(H2,11,12,13)/p-3/b5-2-	PQMCQNOVNFNPFJ-DJWKRKHSSA-K	263.9731692	CHEBI:62899		
BASm0004383	soyasaponin III	Azukisaponin II is found in pulses. Azukisaponin II is isolated from seeds of azuki bean (Vigna angularis) and alfalfa (Medicago sativa).	55304-02-04	Solid	CC1(C)C[C@@H](O)[C@]2(C)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O[C@@H]6O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]6O[C@@H]6O[C@H](CO)[C@H](O)[C@H](O)[C@H]6O)[C@](C)(CO)[C@@H]5CC[C@]43C)[C@@H]2C1	C42H68O14	InChI=1S/C42H68O14/c1-37(2)16-21-20-8-9-24-39(4)12-11-26(40(5,19-44)23(39)10-13-42(24,7)41(20,6)15-14-38(21,3)25(45)17-37)54-36-33(30(49)29(48)32(55-36)34(51)52)56-35-31(50)28(47)27(46)22(18-43)53-35/h8,21-33,35-36,43-50H,9-19H2,1-7H3,(H,51,52)	OKIHRVKXRCAJFQ-UHFFFAOYSA-N	796.4609069	CHEBI:62911	HMDB0034651	
BASm0004384	soyasaponin I	Azukisaponin V is found in pulses. Azukisaponin V is isolated from seeds of azuki bean (Vigna angularis).	51330-27-9	Solid	C[C@@H]1O[C@@H](O[C@H]2[C@H](O[C@H]3[C@H](O[C@H]4CC[C@@]5(C)[C@@H](CC[C@]6(C)[C@@H]5CC=C5[C@@H]7CC(C)(C)C[C@@H](O)[C@]7(C)CC[C@]56C)[C@@]4(C)CO)O[C@H](C(=O)[O-])[C@@H](O)[C@@H]3O)O[C@H](CO)[C@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O	C48H78O18	InChI=1S/C48H78O18/c1-21-29(52)31(54)35(58)40(61-21)65-37-32(55)30(53)24(19-49)62-41(37)66-38-34(57)33(56)36(39(59)60)64-42(38)63-28-12-13-45(5)25(46(28,6)20-50)11-14-48(8)26(45)10-9-22-23-17-43(2,3)18-27(51)44(23,4)15-16-47(22,48)7/h9,21,23-38,40-42,49-58H,10-20H2,1-8H3,(H,59,60)/t21-,23-,24+,25+,26+,27+,28-,29-,30-,31+,32-,33-,34-,35+,36-,37+,38+,40-,41-,42+,44+,45-,46+,47+,48+/m0/s1	PTDAHAWQAGSZDD-IOVCITQVSA-N	942.5188157	CHEBI:62916	HMDB0034649	
BASm0004385	mycophenolate	Mycophenolic acid is an an immunosuppresant drug and potent anti-proliferative, and can be used in place of the older anti-proliferative azathioprine. It is usually used as part of triple therapy including a calcineurin inhibitor (ciclosporin or tacrolimus) and prednisolone. It is also useful in research for the selection of animal cells that express the E. coli gene coding for XGPRT (xanthine guanine phosphoribosyltransferase).	24280-93-1	Solid	COc1c(C)c2c(c(O)c1C/C=C(\C)CCC(=O)[O-])C(=O)OC2	C17H20O6	InChI=1S/C17H20O6/c1-9(5-7-13(18)19)4-6-11-15(20)14-12(8-23-17(14)21)10(2)16(11)22-3/h4,20H,5-8H2,1-3H3,(H,18,19)/b9-4+	HPNSFSBZBAHARI-RUDMXATFSA-N		CHEBI:62932	HMDB15159	
BASm0004386	N-acetyl-alpha-D-glucosaminyl-di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O	C63H103NO12P2	InChI=1S/C63H105NO12P2/c1-47(2)24-14-25-48(3)26-15-27-49(4)28-16-29-50(5)30-17-31-51(6)32-18-33-52(7)34-19-35-53(8)36-20-37-54(9)38-21-39-55(10)40-22-41-56(11)42-23-43-57(12)44-45-73-77(69,70)76-78(71,72)75-63-60(64-58(13)66)62(68)61(67)59(46-65)74-63/h24,26,28,30,32,34,36,38,40,42,44,59-63,65,67-68H,14-23,25,27,29,31,33,35,37,39,41,43,45-46H2,1-13H3,(H,64,66)(H,69,70)(H,71,72)/p-2/b48-26+,49-28+,50-30-,51-32-,52-34-,53-36-,54-38-,55-40-,56-42-,57-44-/t59-,60-,61-,62-,63-/m1/s1	NEVJGTXBHJNFAZ-JXCMATCVSA-L	1127.696649	CHEBI:62959		MMDBc0056123
BASm0004387	D-xylotetraose			Expected Solid	OC1OC[C@@H](O[C@@H]2OC[C@@H](O[C@@H]3OC[C@@H](O[C@@H]4OC[C@@H](O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O	C20H34O17	InChI=1S/C20H34O17/c21-5-1-32-18(14(27)9(5)22)36-7-3-34-20(16(29)11(7)24)37-8-4-33-19(15(28)12(8)25)35-6-2-31-17(30)13(26)10(6)23/h5-30H,1-4H2/t5-,6-,7-,8-,9+,10+,11+,12+,13-,14-,15-,16-,17?,18+,19+,20+/m1/s1	KPTPSLHFVHXOBZ-BIKCPUHGSA-N	546.1795996	CHEBI:62972		MMDBc0055881
BASm0004388	beta-D-Man-(1->4)-beta-D-Man-(1->4)-beta-D-Man-(1->4)-D-Man		34612-38-9		OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@H](O)[C@H](O[C@H]3[C@H](O)[C@H](O)[C@H](O[C@H]4[C@H](O)[C@H](O)C(O)O[C@@H]4CO)O[C@@H]3CO)O[C@@H]2CO)[C@@H](O)[C@@H](O)[C@@H]1O	C24H42O21	InChI=1S/C24H42O21/c25-1-5-9(29)10(30)15(35)22(40-5)44-19-7(3-27)42-24(17(37)12(19)32)45-20-8(4-28)41-23(16(36)13(20)33)43-18-6(2-26)39-21(38)14(34)11(18)31/h5-38H,1-4H2/t5-,6-,7-,8-,9-,10+,11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,21?,22-,23-,24-/m1/s1	LUEWUZLMQUOBSB-AYQJAVFRSA-N		CHEBI:62973		
BASm0004389	D-cellotetraose				OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](O[C@H]4[C@H](O)[C@@H](O)C(O)O[C@@H]4CO)O[C@@H]3CO)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O	C24H42O21	InChI=1S/C24H42O21/c25-1-5-9(29)10(30)15(35)22(40-5)44-19-7(3-27)42-24(17(37)12(19)32)45-20-8(4-28)41-23(16(36)13(20)33)43-18-6(2-26)39-21(38)14(34)11(18)31/h5-38H,1-4H2/t5-,6-,7-,8-,9-,10+,11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,21?,22+,23+,24+/m1/s1	LUEWUZLMQUOBSB-YQGOCCRESA-N	666.2218584	CHEBI:62974		MMDBc0000322
BASm0004390	D-cellopentaose				OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](O[C@H]4[C@H](O)[C@@H](O)[C@H](O[C@H]5[C@H](O)[C@@H](O)C(O)O[C@@H]5CO)O[C@@H]4CO)O[C@@H]3CO)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O	C30H52O26	InChI=1S/C30H52O26/c31-1-6-11(36)12(37)18(43)27(49-6)54-23-8(3-33)51-29(20(45)14(23)39)56-25-10(5-35)52-30(21(46)16(25)41)55-24-9(4-34)50-28(19(44)15(24)40)53-22-7(2-32)48-26(47)17(42)13(22)38/h6-47H,1-5H2/t6-,7-,8-,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26?,27+,28+,29+,30+/m1/s1	FTNIPWXXIGNQQF-XHCCAYEESA-N	828.2746818	CHEBI:62976		MMDBc0057113
BASm0004391	chenodeoxycholoyl-CoA			Expected Solid	C[C@H](CCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C45H70N7O19P3S	InChI=1S/C45H74N7O19P3S/c1-24(27-7-8-28-34-29(11-14-45(27,28)5)44(4)13-10-26(53)18-25(44)19-30(34)54)6-9-33(56)75-17-16-47-32(55)12-15-48-41(59)38(58)43(2,3)21-68-74(65,66)71-73(63,64)67-20-31-37(70-72(60,61)62)36(57)42(69-31)52-23-51-35-39(46)49-22-50-40(35)52/h22-31,34,36-38,42,53-54,57-58H,6-21H2,1-5H3,(H,47,55)(H,48,59)(H,63,64)(H,65,66)(H2,46,49,50)(H2,60,61,62)/p-4/t24-,25+,26-,27-,28+,29+,30+,31-,34+,36-,37-,38+,42-,44+,45-/m1/s1	IIWDDMINEZBCTG-AIDYBKPZSA-J	1137.3682	CHEBI:62989		MMDBc0056367
BASm0004392	3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoA			Expected Solid	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C48H76N7O20P3S	InChI=1S/C48H80N7O20P3S/c1-25(29-10-11-30-36-31(20-34(58)48(29,30)6)47(5)14-12-28(56)18-27(47)19-32(36)57)8-7-9-26(2)45(63)79-17-16-50-35(59)13-15-51-43(62)40(61)46(3,4)22-72-78(69,70)75-77(67,68)71-21-33-39(74-76(64,65)66)38(60)44(73-33)55-24-54-37-41(49)52-23-53-42(37)55/h23-34,36,38-40,44,56-58,60-61H,7-22H2,1-6H3,(H,50,59)(H,51,62)(H,67,68)(H,69,70)(H2,49,52,53)(H2,64,65,66)/p-4/t25-,26?,27+,28-,29-,30+,31+,32-,33-,34+,36+,38-,39-,40+,44-,47+,48-/m1/s1	MNYDLIUNNOCPHG-TUTZYBGQSA-J	1195.410064	CHEBI:63001	HMDB0060307	MMDBc0048755
BASm0004393	1,1'-dihydroxy-1,1',2,2'-tetrahydrolycopene			Expected Solid	CC(/C=C/C=C(C)/C=C/C=C(\C)CCCC(C)(C)O)=C\C=C\C=C(C)\C=C\C=C(C)\C=C\C=C(/C)CCCC(C)(C)O	C40H60O2	InChI=1S/C40H60O2/c1-33(21-13-23-35(3)25-15-27-37(5)29-17-31-39(7,8)41)19-11-12-20-34(2)22-14-24-36(4)26-16-28-38(6)30-18-32-40(9,10)42/h11-16,19-28,41-42H,17-18,29-32H2,1-10H3/b12-11+,21-13+,22-14+,25-15+,26-16+,33-19+,34-20+,35-23+,36-24+,37-27+,38-28+	FOHPEEJTFCJHNI-FIKDCGPASA-N	572.4593312	CHEBI:63065		MMDBc0054129
BASm0004394	zeaxanthin bis(beta-D-glucoside)			Expected Solid	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C2=C(C)C[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)CC2(C)C)C(C)(C)C[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C1	C52H76O12	InChI=1S/C52H76O12/c1-31(17-13-19-33(3)21-23-39-35(5)25-37(27-51(39,7)8)61-49-47(59)45(57)43(55)41(29-53)63-49)15-11-12-16-32(2)18-14-20-34(4)22-24-40-36(6)26-38(28-52(40,9)10)62-50-48(60)46(58)44(56)42(30-54)64-50/h11-24,37-38,41-50,53-60H,25-30H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,31-15+,32-16+,33-19+,34-20+/t37-,38-,41-,42-,43-,44-,45+,46+,47-,48-,49-,50-/m1/s1	DHNSFMNURMJEQV-OIBMWOCGSA-N	892.5336779	CHEBI:63067		MMDBc0054701
BASm0004395	neurosporaxanthin			Expected Solid	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C=C(\C)C(=O)[O-])C(C)(C)CCC1	C35H45O2	InChI=1S/C35H46O2/c1-27(17-11-19-29(3)21-13-22-32(6)34(36)37)15-9-10-16-28(2)18-12-20-30(4)24-25-33-31(5)23-14-26-35(33,7)8/h9-13,15-22,24-25H,14,23,26H2,1-8H3,(H,36,37)/p-1/b10-9+,17-11+,18-12+,21-13+,25-24+,27-15+,28-16+,29-19+,30-20+,32-22+	UGJYMKZYSUMAKJ-ZGMBEONKSA-M	497.3425043	CHEBI:63069		MMDBc0056215
BASm0004396	prosolanapyrone III			Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])CCCC\C([H])=C(/[H])C1=CC(OC)=C(C=O)C(=O)O1	C18H22O4	InChI=1S/C18H22O4/c1-3-4-5-6-7-8-9-10-11-12-15-13-17(21-2)16(14-19)18(20)22-15/h3-6,11-14H,7-10H2,1-2H3/b4-3+,6-5+,12-11+	KINNIEOBQSTCFI-JHHIBIJLSA-N	302.1518092	CHEBI:63164		MMDBc0056271
BASm0004397	leukotriene D4	Leukotriene D4 (LTD4) is a cysteinyl leukotriene a family of potent inflammatory mediators. LTD4 is a pro-inflammatory mediator known to mediate its effects through specific cell-surface receptors belonging to the G-protein-coupled receptor family, namely the high-affinity CysLT1 (cysteinyl leukotriene 1) receptor. LTD4 is present at high levels in many inflammatory conditions, and areas of chronic inflammation have an increased risk for subsequent cancer development; LTD4 is associated with the pathogenesis of several inflammatory disorders, such as asthma and inflammatory bowel disease. Exposure to LTD4 increases survival and proliferation in intestinal epithelial cells. CysLT1 regulator is up-regulated in colon cancer tissue and LTD4 signalling facilitates the survival of cancer cells. LTD4 could reduce apoptosis in non-transformed epithelial cells. LTD4 causes up-regulation of b-catenin through the CysLT1 receptor, PI3K (phosphoinositide 3-kinase) and GSK-3b (glycogen synthase kinase 3b). LTD4 induces b-catenin translocation to the nucleus and activation of TCF/LEF family of transcription factors. LTD4 causes accumulation of free b-catenin in non-transformed intestinal epithelial cells through the CysLT1 receptor, and this accumulation is dependent upon the activation of PI3K as well as GSK-3b inactivation. (PMID: 16042577, 12607939)↵↵Leukotrienes are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs) and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes) and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signaling pathways. [HMDB]	73836-78-9	Solid		C25H39N2O6S		YEESKJGWJFYOOK-IJHYULJSSA-M	495.2534317	CHEBI:63166	HMDB03080	
BASm0004398	raucaffrinoline					C21H24N2O3		XIMPCXFLDSKALH-FXRWJBKJSA-N	352.1786926	CHEBI:63167		
BASm0004399	perakine					C21H22N2O3		GDXJMOGWONJRHL-FXRWJBKJSA-N	350.1630426	CHEBI:63168		
BASm0004400	11alpha-hydroxy-beta-amyrin					C30H50O2		UBUHIKQRNDOKCZ-JABDUKPASA-N	442.3810809	CHEBI:63177		
BASm0004401	(13R)-edaxadiene				[H][C@@]12CCCC(C)(C)C1=CC[C@H](C)[C@@]2(C)CC[C@@](C)(O)C=C	C20H34O	InChI=1S/C20H34O/c1-7-19(5,21)13-14-20(6)15(2)10-11-16-17(20)9-8-12-18(16,3)4/h7,11,15,17,21H,1,8-10,12-14H2,2-6H3/t15-,17+,19-,20+/m0/s1	TXBORCBWDUAHAC-MFHCWRBVSA-N	290.2609657	CHEBI:63178		MMDBc0057114
BASm0004402	(13S)-edaxadiene				[H][C@@]12CCCC(C)(C)C1=CC[C@H](C)[C@@]2(C)CC[C@](C)(O)C=C	C20H34O	InChI=1S/C20H34O/c1-7-19(5,21)13-14-20(6)15(2)10-11-16-17(20)9-8-12-18(16,3)4/h7,11,15,17,21H,1,8-10,12-14H2,2-6H3/t15-,17+,19+,20+/m0/s1	TXBORCBWDUAHAC-JQERWDHBSA-N	290.2609657	CHEBI:63180		MMDBc0057115
BASm0004403	11-oxo-beta-amyrin				CC1(C)CC[C@]2(C)CC[C@]3(C)C(=CC(=O)[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2C1	C30H48O2	InChI=1S/C30H48O2/c1-25(2)13-14-27(5)15-16-29(7)19(20(27)18-25)17-21(31)24-28(6)11-10-23(32)26(3,4)22(28)9-12-30(24,29)8/h17,20,22-24,32H,9-16,18H2,1-8H3	UKAIYBGRLWQHDQ-UHFFFAOYSA-N	440.3654308	CHEBI:63184		
BASm0004404	(+)-(E)-beta-caryophyllene			Expected Solid	[H]\C1=C(C)/CC[C@@]2([H])[C@@]([H])(CC2(C)C)C(=C)CC1	C15H24	InChI=1S/C15H24/c1-11-6-5-7-12(2)13-10-15(3,4)14(13)9-8-11/h6,13-14H,2,5,7-10H2,1,3-4H3/b11-6+/t13-,14-/m0/s1	NPNUFJAVOOONJE-IOMPXFEGSA-N	204.1878008	CHEBI:63190		MMDBc0054732
BASm0004405	(+)-caryolan-1-ol			Expected Solid	[H][C@@]12CC(C)(C)[C@@]1([H])CC[C@@]1(C)CCC[C@]2(O)C1	C15H26O	InChI=1S/C15H26O/c1-13(2)9-12-11(13)5-8-14(3)6-4-7-15(12,16)10-14/h11-12,16H,4-10H2,1-3H3/t11-,12+,14+,15-/m0/s1	FUQAYSQLAOJBBC-MXYBEHONSA-N	222.1983655	CHEBI:63196		MMDBc0002931
BASm0004406	(-)-gamma-cadinene	gamma-Cadinene is found in allspice. gamma-Cadinene is a constituent of citronella oil.	39029-41-9	Liquid	[H][C@]12CCC(C)=C[C@]1([H])[C@H](CCC2=C)C(C)C	C15H24	InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h9-10,13-15H,4-8H2,1-3H3/t13-,14-,15-/m1/s1	WRHGORWNJGOVQY-RBSFLKMASA-N	204.1878008	CHEBI:63203	HMDB0038207	
BASm0004407	(+)-gamma-cadinene	Gamma-cadinene, also known as D-G-cadinene or gamma-cadinene, (+)-isomer, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Gamma-cadinene is a wood tasting compound and can be found in a number of food items such as hyssop, lemon balm, sweet orange, and common sage, which makes gamma-cadinene a potential biomarker for the consumption of these food products. Gamma-cadinene can be found primarily in saliva. Chemically, the cadinenes are bicyclic sesquiterpenes. The term cadinene has sometimes also been used in a broad sense to refer to any sesquiterpene with the so-called cadalane (4-isopropyl-1,6-dimethyldecahydronaphthalene) carbon skeleton. Because of the large number of known double-bond and stereochemical isomers, this class of compounds has been subdivided into four subclasses based on the relative stereochemistry at the isopropyl group and the two bridgehead carbon atoms. The name cadinene is now properly used only for the first subclass below, which includes the compounds originally isolated from cade oil. Only one enantiomer of each subclass is depicted, with the understanding that the other enantiomer bears the same subclass name .			[H][C@@]12CCC(C)=C[C@@]1([H])[C@@H](CCC2=C)C(C)C	C15H24	InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h9-10,13-15H,4-8H2,1-3H3/t13-,14-,15-/m0/s1	WRHGORWNJGOVQY-KKUMJFAQSA-N	204.1878008	CHEBI:63205	HMDB0302757	
BASm0004408	2-oxo-dAMP	2-hydroxy-damp is a substrate for: 7,8-dihydro-8-oxoguanine triphosphatase.		Solid	Nc1nc(=O)[nH]c2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)([O-])[O-])O1	C10H14N5O7P	InChI=1S/C10H14N5O7P/c11-8-7-9(14-10(17)13-8)15(3-12-7)6-1-4(16)5(22-6)2-21-23(18,19)20/h3-6,16H,1-2H2,(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m0/s1	GEQDRKVFKBSPSW-KVQBGUIXSA-N	347.0630843	CHEBI:63212	HMDB0059594	MMDBc0051369
BASm0004409	(5S,8R,9Z,12Z)-5,8-dihydroxyoctadeca-9,12-dienoate			Expected Solid	[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])[C@]([H])(O)CC[C@@]([H])(O)CCCC([O-])=O	C18H31O4	InChI=1S/C18H32O4/c1-2-3-4-5-6-7-8-9-11-16(19)14-15-17(20)12-10-13-18(21)22/h6-7,9,11,16-17,19-20H,2-5,8,10,12-15H2,1H3,(H,21,22)/p-1/b7-6-,11-9-/t16-,17-/m0/s1	CVXOCQUHJDKXHR-JFKQHRMJSA-M	311.2227831	CHEBI:63217		MMDBc0054968
BASm0004410	8-oxo-dGMP	An organophosphate oxoanion resulting from the removal of two protons from the phosphate group of 8-oxo-dGMP.			Nc1nc2c([nH]c(=O)n2[C@H]2C[C@H](O)[C@@H](COP(=O)([O-])[O-])O2)c(=O)[nH]1	C10H12N5O8P	InChI=1S/C10H14N5O8P/c11-9-13-7-6(8(17)14-9)12-10(18)15(7)5-1-3(16)4(23-5)2-22-24(19,20)21/h3-5,16H,1-2H2,(H,12,18)(H2,19,20,21)(H3,11,13,14,17)/p-2/t3-,4+,5+/m0/s1	AQIVLFLYHYFRKU-VPENINKCSA-L		CHEBI:63224		
BASm0004412	(9R,10E,12Z,15Z)-9-hydroperoxyoctadeca-10,12,15-trienoate			Expected Solid	[H]\C(CC)=C(/[H])C\C([H])=C(\[H])/C(/[H])=C(\[H])[C@@]([H])(CCCCCCCC([O-])=O)OO	C18H29O4	InChI=1S/C18H30O4/c1-2-3-4-5-6-8-11-14-17(22-21)15-12-9-7-10-13-16-18(19)20/h3-4,6,8,11,14,17,21H,2,5,7,9-10,12-13,15-16H2,1H3,(H,19,20)/p-1/b4-3-,8-6-,14-11+/t17-/m0/s1	RWKJTIHNYSIIHW-RWUWUJKWSA-M	309.207133	CHEBI:63241		MMDBc0054995
BASm0004413	pentalen-13-ol	A tricyclic triterpenoid that is pentalenene in which one of the hydrogens of the allylic methyl group is substituted by a hydroxy group.				C15H24O		UUWZJPBRBCIXLA-IKVITTDRSA-N	220.1827154	CHEBI:63243		
BASm0004414	pentalen-13-al			Expected Solid	[H][C@@]1(C)CC[C@@]2([H])C(C=O)=C[C@]3([H])CC(C)(C)C[C@]123	C15H22O	InChI=1S/C15H22O/c1-10-4-5-13-11(8-16)6-12-7-14(2,3)9-15(10,12)13/h6,8,10,12-13H,4-5,7,9H2,1-3H3/t10-,12-,13+,15-/m1/s1	JWMGZDVPJPOYGL-IKVITTDRSA-N	218.1670653	CHEBI:63244		MMDBc0056244
BASm0004415	3-hydroxy-9,10-secoandrosta-1,3,5(10)-triene-9,17-dione		2394-69-6		Cc1ccc(O)cc1CCC1C(=O)CC[C@]2(C)C(=O)CC[C@@H]12	C19H24O3	InChI=1S/C19H24O3/c1-12-3-5-14(20)11-13(12)4-6-15-16-7-8-18(22)19(16,2)10-9-17(15)21/h3,5,11,15-16,20H,4,6-10H2,1-2H3/t15-,16-,19-/m0/s1	ZWXONJFCJAGEBA-BXWFABGCSA-N	300.1725446	CHEBI:63245		
BASm0004416	2-oxepin-2(3H)-ylideneacetyl-CoA	2-Oxepin-2(3h)-ylideneacetyl-CoA is a member of the chemical class known as Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. 			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C1/CC=CC=CO1	C29H42N7O18P3S	InChI=1S/C29H42N7O18P3S/c1-29(2,24(40)27(41)32-8-7-19(37)31-9-11-58-20(38)12-17-6-4-3-5-10-49-17)14-51-57(47,48)54-56(45,46)50-13-18-23(53-55(42,43)44)22(39)28(52-18)36-16-35-21-25(30)33-15-34-26(21)36/h3-5,10,12,15-16,18,22-24,28,39-40H,6-9,11,13-14H2,1-2H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)/b17-12-/t18-,22-,23-,24+,28-/m1/s1	ZQZCWPBSHHYCMM-BETJHJQZSA-N	901.1519878	CHEBI:63252		
BASm0004417	3-oxo-5,6-didehydrosuberyl-CoA			Expected Solid	[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)CC(=O)CC=CCC([O-])=O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C29H39N7O20P3S	InChI=1S/C29H44N7O20P3S/c1-29(2,24(43)27(44)32-8-7-18(38)31-9-10-60-20(41)11-16(37)5-3-4-6-19(39)40)13-53-59(50,51)56-58(48,49)52-12-17-23(55-57(45,46)47)22(42)28(54-17)36-15-35-21-25(30)33-14-34-26(21)36/h3-4,14-15,17,22-24,28,42-43H,5-13H2,1-2H3,(H,31,38)(H,32,44)(H,39,40)(H,48,49)(H,50,51)(H2,30,33,34)(H2,45,46,47)/p-5/t17-,22-,23-,24+,28-/m1/s1	IFFFDKYRRUVOFP-NOQDIWQESA-I	930.1210868	CHEBI:63255		MMDBc0055402
BASm0004418	3-oxo-5,6-dehydrosuberyl-CoA semialdehyde	3-Oxo-5,6-dehydrosuberyl-CoA semialdehyde is an intermediate in phenylacetate metabolism. It is a substrate for the enzyme known as Bifunctional protein PaaZ.  This enzyme consists of a C-terminal (R)-specific enoyl-CoA hydratase domain (formerly MaoC) that cleaves the phenylacetate ring and produces the highly reactive 3-oxo-5,6-dehydrosuberyl-CoA semialdehyde and an N-terminal NADP-dependent aldehyde dehydrogenase domain that oxidizes the aldehyde to 3-oxo-5,6-dehydrosuberyl-CoA.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CC=CCC=O	C29H44N7O19P3S	InChI=1S/C29H44N7O19P3S/c1-29(2,24(42)27(43)32-8-7-19(39)31-9-11-59-20(40)12-17(38)6-4-3-5-10-37)14-52-58(49,50)55-57(47,48)51-13-18-23(54-56(44,45)46)22(41)28(53-18)36-16-35-21-25(30)33-15-34-26(21)36/h3-4,10,15-16,18,22-24,28,41-42H,5-9,11-14H2,1-2H3,(H,31,39)(H,32,43)(H,47,48)(H,49,50)(H2,30,33,34)(H2,44,45,46)/b4-3-/t18-,22-,23-,24+,28-/m1/s1	XYGQIZWAZKPGNV-ZVEAYUPDSA-N	919.1625525	CHEBI:63257		
BASm0004419	dTDP-alpha-D-desosamine			Expected Solid	[H][C@]1(O)C[C@@]([H])(O[C@]1([H])COP(O)(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(C)C[C@]([H])(N(C)C)[C@@]1([H])O)N1C=C(C)C([O-])=NC1=O	C18H30N3O13P2	InChI=1S/C18H31N3O13P2/c1-9-7-21(18(25)19-16(9)24)14-6-12(22)13(32-14)8-30-35(26,27)34-36(28,29)33-17-15(23)11(20(3)4)5-10(2)31-17/h7,10-15,17,22-23H,5-6,8H2,1-4H3,(H,26,27)(H,28,29)(H,19,24,25)/p-1/t10-,11+,12+,13-,14-,15-,17-/m1/s1	FFPCARSBUVGIOB-BKRCCOPCSA-M	558.1259356	CHEBI:63260		MMDBc0055954
BASm0004420	dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucose			Expected Solid	[H][C@]1(O)C[C@@]([H])(O[C@]1([H])COP(O)(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(C)C[C@]([H])(N)[C@@]1([H])O)N1C=C(C)C([O-])=NC1=O	C16H26N3O13P2	InChI=1S/C16H27N3O13P2/c1-7-5-19(16(23)18-14(7)22)12-4-10(20)11(30-12)6-28-33(24,25)32-34(26,27)31-15-13(21)9(17)3-8(2)29-15/h5,8-13,15,20-21H,3-4,6,17H2,1-2H3,(H,24,25)(H,26,27)(H,18,22,23)/p-1/t8-,9+,10+,11-,12-,13-,15-/m1/s1	MXOBHOLDACULIR-YIQYKESKSA-M	530.0946355	CHEBI:63262		MMDBc0055941
BASm0004421	beta-D-4-deoxy-Delta(4)-GlcpA-(1->3)-beta-D-GalpNAc		9007-27-6		CC(=O)N[C@@H]1[C@@H](O[C@@H]2OC(C(=O)[O-])=C[C@H](O)[C@H]2O)[C@@H](O)[C@@H](CO)O[C@H]1O	C14H21NO11	InChI=1S/C14H21NO11/c1-4(17)15-8-11(10(20)7(3-16)24-13(8)23)26-14-9(19)5(18)2-6(25-14)12(21)22/h2,5,7-11,13-14,16,18-20,23H,3H2,1H3,(H,15,17)(H,21,22)/t5-,7-,8+,9-,10+,11-,13-,14?/m1/s1	DLGJWSVWTWEWBJ-HGGSSLSASA-N		CHEBI:63263		
BASm0004422	dTDP-3-amino-3,6-dideoxy-alpha-D-glucose			Expected Solid	Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@H]3O[C@H](C)[C@@H](O)[C@H]([NH3+])[C@H]3O)O2)c(=O)[nH]c1=O	C16H27N3O14P2	InChI=1S/C16H27N3O14P2/c1-6-4-19(16(24)18-14(6)23)10-3-8(20)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)11(17)12(21)7(2)30-15/h4,7-13,15,20-22H,3,5,17H2,1-2H3,(H,25,26)(H,27,28)(H,18,23,24)/t7-,8+,9-,10-,11+,12+,13-,15-/m1/s1	KVYJLJOGNUNRJK-FQLHZTMTSA-N	547.0968256	CHEBI:63265		MMDBc0054464
BASm0004423	beta-D-4-deoxy-Delta(4)-GlcpA-(1->3)-beta-D-GalpNAc6S			Expected Solid	CC(=O)N[C@@H]1[C@@H](O[C@@H]2OC(C(=O)[O-])=C[C@H](O)[C@H]2O)[C@@H](O)[C@@H](COS(=O)(=O)[O-])O[C@H]1O	C14H19NO14S	InChI=1S/C14H21NO14S/c1-4(16)15-8-11(10(19)7(27-13(8)22)3-26-30(23,24)25)29-14-9(18)5(17)2-6(28-14)12(20)21/h2,5,7-11,13-14,17-19,22H,3H2,1H3,(H,15,16)(H,20,21)(H,23,24,25)/p-2/t5-,7+,8+,9+,10-,11+,13+,14-/m0/s1	BUJZTFINDCQRGP-MUODBDBBSA-L	457.0537226	CHEBI:63267		MMDBc0055744
BASm0004424	dTDP-alpha-D-mycaminose			Expected Solid	Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@H]3O[C@H](C)[C@@H](O)[C@H]([NH+](C)C)[C@H]3O)O2)c(=O)[nH]c1=O	C18H31N3O14P2	InChI=1S/C18H31N3O14P2/c1-8-6-21(18(26)19-16(8)25)12-5-10(22)11(33-12)7-31-36(27,28)35-37(29,30)34-17-15(24)13(20(3)4)14(23)9(2)32-17/h6,9-15,17,22-24H,5,7H2,1-4H3,(H,27,28)(H,29,30)(H,19,25,26)/t9-,10+,11-,12-,13+,14-,15-,17-/m1/s1	IJJNPDQFXCRKOA-WHRNYZGVSA-N	575.1281257	CHEBI:63268		MMDBc0054470
BASm0004425	dTDP-3-dehydro-6-deoxy-alpha-D-glucose			Expected Solid	Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@H]3O[C@H](C)[C@@H](O)C(=O)[C@H]3O)O2)c(=O)[nH]c1=O	C16H22N2O15P2	InChI=1S/C16H24N2O15P2/c1-6-4-18(16(24)17-14(6)23)10-3-8(19)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)12(21)11(20)7(2)30-15/h4,7-11,13,15,19-20,22H,3,5H2,1-2H3,(H,25,26)(H,27,28)(H,17,23,24)/p-2/t7-,8+,9-,10-,11+,13-,15-/m1/s1	GTUIYEAZCHHLMA-FFPQXXRNSA-L	544.0506392	CHEBI:63269		MMDBc0055943
BASm0004426	N-acetyl-beta-D-galactosamine 6-sulfate		10356-99-7		CC(=O)N[C@@H]1[C@@H](O)[C@@H](O)[C@@H](COS(=O)(=O)[O-])O[C@H]1O	C8H15NO9S	InChI=1S/C8H15NO9S/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H,14,15,16)/t4-,5-,6-,7-,8-/m1/s1	WJFVEEAIYIOATH-FMDGEEDCSA-N		CHEBI:63270		
BASm0004427	4-deoxy-Delta(4)-beta-D-GlcpA2S-(1->3)-beta-D-GalpNAc				CC(=O)N[C@@H]1[C@@H](O[C@@H]2OC(C(=O)[O-])=C[C@H](O)[C@H]2OS(=O)(=O)[O-])[C@@H](O)[C@@H](CO)O[C@H]1O	C14H21NO14S	InChI=1S/C14H21NO14S/c1-4(17)15-8-11(9(19)7(3-16)26-13(8)22)28-14-10(29-30(23,24)25)5(18)2-6(27-14)12(20)21/h2,5,7-11,13-14,16,18-19,22H,3H2,1H3,(H,15,17)(H,20,21)(H,23,24,25)	ZEUCJYOQJTZLFJ-UHFFFAOYSA-N	459.0682755	CHEBI:63274	HMDB0160710	
BASm0004428	UDP-N-acetylbacillosamine			Expected Solid	CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](C)[C@@H]([NH3+])[C@@H]1O	C17H27N4O15P2	InChI=1S/C17H28N4O15P2/c1-6-10(18)13(25)11(19-7(2)22)16(33-6)35-38(30,31)36-37(28,29)32-5-8-12(24)14(26)15(34-8)21-4-3-9(23)20-17(21)27/h3-4,6,8,10-16,24-26H,5,18H2,1-2H3,(H,19,22)(H,28,29)(H,30,31)(H,20,23,27)/p-1/t6-,8-,10-,11-,12-,13+,14-,15-,16-/m1/s1	FUUMLYWEEZBCQR-UINYWEPJSA-M	589.0953638	CHEBI:63277		MMDBc0056364
BASm0004429	5-dehydro-4-deoxy-2-O-sulfo-D-glucuronate	An organosulfate oxoanion that is 5-dehydro-4-deoxy-2-O-sulfo-D-glucuronic acid in which a proton has been removed from both the carboxy and the sulfate group.			O=C[C@H](OS(=O)(=O)[O-])[C@@H](O)CC(=O)C(=O)[O-]	C6H6O9S	InChI=1S/C6H8O9S/c7-2-5(15-16(12,13)14)3(8)1-4(9)6(10)11/h2-3,5,8H,1H2,(H,10,11)(H,12,13,14)/p-2/t3-,5-/m0/s1	WFKZEQZRFIPKIF-UCORVYFPSA-L		CHEBI:63278		
BASm0004430	beta-D-4-deoxy-Delta(4)-GlcpA-(1->3)-beta-D-GlcpNAc			Expected Solid	CC(=O)N[C@@H]1[C@@H](O[C@@H]2OC(C(=O)[O-])=C[C@H](O)[C@H]2O)[C@H](O)[C@@H](CO)O[C@H]1O	C14H20NO11	InChI=1S/C14H21NO11/c1-4(17)15-8-11(10(20)7(3-16)24-13(8)23)26-14-9(19)5(18)2-6(25-14)12(21)22/h2,5,7-11,13-14,16,18-20,23H,3H2,1H3,(H,15,17)(H,21,22)/p-1/t5-,7+,8+,9+,10+,11+,13+,14-/m0/s1	DLGJWSVWTWEWBJ-UCFDOFRFSA-M	378.104184	CHEBI:63280	HMDB0060071	MMDBc0048918
BASm0004431	pseudaminate			Expected Solid	CC(=O)N[C@H]([C@@H]1O[C@](O)(C(=O)[O-])C[C@H](O)[C@@H]1NC(C)=O)[C@H](C)O	C13H21N2O8	InChI=1S/C13H22N2O8/c1-5(16)9(14-6(2)17)11-10(15-7(3)18)8(19)4-13(22,23-11)12(20)21/h5,8-11,16,19,22H,4H2,1-3H3,(H,14,17)(H,15,18)(H,20,21)/p-1/t5-,8-,9-,10-,11-,13-/m0/s1	ZJOSXOOPEBJBMC-LJRWBPDUSA-M	333.1303392	CHEBI:63282		MMDBc0056277
BASm0004432	2,4-diacetamido-2,4,6-trideoxy-beta-L-altrose			Expected Solid	CC(=O)N[C@@H]1[C@H](O)[C@@H](NC(C)=O)[C@@H](O)O[C@H]1C	C10H18N2O5	InChI=1S/C10H18N2O5/c1-4-7(11-5(2)13)9(15)8(10(16)17-4)12-6(3)14/h4,7-10,15-16H,1-3H3,(H,11,13)(H,12,14)/t4-,7-,8+,9-,10-/m0/s1	NRXWTRNYICXMBF-SGZWNVLDSA-N	246.1215717	CHEBI:63283		MMDBc0054197
BASm0004433	dTDP-3-dehydro-6-deoxy-alpha-D-galactose			Expected Solid	Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@H]3O[C@H](C)[C@H](O)C(=O)[C@H]3O)O2)c(=O)[nH]c1=O	C16H22N2O15P2	InChI=1S/C16H24N2O15P2/c1-6-4-18(16(24)17-14(6)23)10-3-8(19)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)12(21)11(20)7(2)30-15/h4,7-11,13,15,19-20,22H,3,5H2,1-2H3,(H,25,26)(H,27,28)(H,17,23,24)/p-2/t7-,8+,9-,10-,11+,13-,15-/m1/s1	GTUIYEAZCHHLMA-FFPQXXRNSA-L	544.0506392	CHEBI:63303		MMDBc0055943
BASm0004434	dTDP-D-ravidosamine			Expected Solid	Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@H]3O[C@H](C)[C@H](O)[C@H]([NH+](C)C)[C@H]3O)O2)c(=O)[nH]c1=O	C18H31N3O14P2	InChI=1S/C18H31N3O14P2/c1-8-6-21(18(26)19-16(8)25)12-5-10(22)11(33-12)7-31-36(27,28)35-37(29,30)34-17-15(24)13(20(3)4)14(23)9(2)32-17/h6,9-15,17,22-24H,5,7H2,1-4H3,(H,27,28)(H,29,30)(H,19,25,26)/t9-,10+,11-,12-,13+,14-,15-,17-/m1/s1	IJJNPDQFXCRKOA-WHRNYZGVSA-N	575.1281257	CHEBI:63304		MMDBc0054470
BASm0004435	dTDP-3-amino-3,6-dideoxy-alpha-D-galactopyranose			Expected Solid	Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@H]3O[C@H](C)[C@H](O)[C@H]([NH3+])[C@H]3O)O2)c(=O)[nH]c1=O	C16H27N3O14P2	InChI=1S/C16H27N3O14P2/c1-6-4-19(16(24)18-14(6)23)10-3-8(20)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)11(17)12(21)7(2)30-15/h4,7-13,15,20-22H,3,5,17H2,1-2H3,(H,25,26)(H,27,28)(H,18,23,24)/t7-,8+,9-,10-,11+,12+,13-,15-/m1/s1	KVYJLJOGNUNRJK-FQLHZTMTSA-N	547.0968256	CHEBI:63305		MMDBc0054464
BASm0004436	10-deoxymethymycin			Expected Solid	CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H]([NH+](C)C)[C@H]2O)[C@@H](C)C[C@@H](C)C(=O)/C=C/[C@H]1C	C25H43NO6	InChI=1S/C25H43NO6/c1-9-21-14(2)10-11-20(27)15(3)12-16(4)23(18(6)24(29)31-21)32-25-22(28)19(26(7)8)13-17(5)30-25/h10-11,14-19,21-23,25,28H,9,12-13H2,1-8H3/b11-10+/t14-,15-,16+,17-,18-,19+,21-,22-,23+,25+/m1/s1	DZGHWPQKGWXOHD-NHLONWFASA-N	453.3090381	CHEBI:63307		MMDBc0019726
BASm0004437	mycinamicin III				CC[C@H]1OC(=O)/C=C/[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H]([NH+](C)C)[C@H]2O)[C@@H](C)C[C@@H](C)C(=O)/C=C/C=C/[C@@H]1CO[C@@H]1O[C@H](C)[C@@H](O)[C@@H](O)[C@H]1OC	C36H59NO11	InChI=1S/C36H59NO11/c1-10-28-25(19-44-36-34(43-9)32(42)30(40)24(6)46-36)13-11-12-14-27(38)21(3)17-22(4)33(20(2)15-16-29(39)47-28)48-35-31(41)26(37(7)8)18-23(5)45-35/h11-16,20-26,28,30-36,40-42H,10,17-19H2,1-9H3	FPIDCOOKEJFXFI-UHFFFAOYSA-N	681.4088117	CHEBI:63308		
BASm0004438	mycinamicin IV			Expected Solid	CC[C@H]1OC(=O)/C=C/[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H]([NH+](C)C)[C@H]2O)[C@@H](C)C[C@@H](C)C(=O)/C=C/C=C/[C@@H]1CO[C@@H]1O[C@H](C)[C@@H](O)[C@@H](OC)[C@H]1OC	C37H61NO11	InChI=1S/C37H61NO11/c1-11-29-26(20-45-37-35(44-10)34(43-9)31(41)25(6)47-37)14-12-13-15-28(39)22(3)18-23(4)33(21(2)16-17-30(40)48-29)49-36-32(42)27(38(7)8)19-24(5)46-36/h12-17,21-27,29,31-37,41-42H,11,18-20H2,1-10H3/b14-12+,15-13+,17-16+/t21-,22+,23-,24+,25+,26+,27-,29+,31+,32+,33+,34+,35+,36-,37+/m0/s1	DBTIHDIIXPQOFR-JMHKOBKLSA-N	695.4244618	CHEBI:63310		MMDBc0020434
BASm0004439	mycinamicin VI	A mycinamicin cation that is the conjugate acid of mycinamicin VI, obtained by protnation of the tertiary amino group.			CC[C@H]1OC(=O)/C=C/[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H]([NH+](C)C)[C@H]2O)[C@@H](C)C[C@@H](C)C(=O)/C=C/C=C/[C@@H]1CO[C@@H]1O[C@H](C)[C@@H](O)[C@@H](O)[C@H]1O	C35H58NO11	InChI=1S/C35H57NO11/c1-9-27-24(18-43-34-32(42)31(41)29(39)23(6)45-34)12-10-11-13-26(37)20(3)16-21(4)33(19(2)14-15-28(38)46-27)47-35-30(40)25(36(7)8)17-22(5)44-35/h10-15,19-25,27,29-35,39-42H,9,16-18H2,1-8H3/p+1/b12-10+,13-11+,15-14+/t19-,20+,21-,22+,23+,24+,25-,27+,29+,30+,31+,32+,33+,34+,35-/m0/s1	ORPUAOXOPLNKNG-GEUQSOIWSA-O		CHEBI:63311		
BASm0004440	(9R)-hydroperoxy-(10E,12Z)-octadecadienoate	9(S)-HPODE is an intermediate in Linoleic acid metabolism(KEGG ID ⇥↵C14827). It is  the second to last step in the synthesis of 9-oxoODE, and is converted from linoleate via the enzyme arachidonate 5-lipoxygenase [EC:1.13.11.34]. It is then converted to 9(S)-HODE. [HMDB]		Solid	CCCCC/C=C\C=C\[C@@H](CCCCCCCC(=O)[O-])OO	C18H32O4	InChI=1S/C18H32O4/c1-2-3-4-5-6-8-11-14-17(22-21)15-12-9-7-10-13-16-18(19)20/h6,8,11,14,17,21H,2-5,7,9-10,12-13,15-16H2,1H3,(H,19,20)/b8-6?,14-11+	JGUNZIWGNMQSBM-KPWHUNMNSA-N	312.2300595	CHEBI:63323	HMDB06940	
BASm0004441	(8E,10R,12Z)-10-hydroperoxyoctadeca-8,12-dienoate			Expected Solid	CCCCC/C=C\C[C@H](/C=C/CCCCCCC(=O)[O-])OO	C18H31O4	InChI=1S/C18H32O4/c1-2-3-4-5-8-11-14-17(22-21)15-12-9-6-7-10-13-16-18(19)20/h8,11-12,15,17,21H,2-7,9-10,13-14,16H2,1H3,(H,19,20)/p-1/b11-8-,15-12+/t17-/m1/s1	YONQBPOWOZLKHS-HLGVZOAESA-M	311.2227831	CHEBI:63324		MMDBc0054988
BASm0004442	(2R,3S)-2,4',7-trihydroxyisoflavanone				O=C1c2ccc(O)cc2O[C@@H](O)[C@@H]1c1ccc(O)cc1	C15H12O5	InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-14(18)11-6-5-10(17)7-12(11)20-15(13)19/h1-7,13,15-17,19H	YACUBWOKTPOMNW-UHFFFAOYSA-N		CHEBI:63325		
BASm0004444	UDP-4-amino-4,6-dideoxy-N-acetyl-beta-L-altrosamine			Expected Solid	CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@@H](C)[C@H]([NH3+])[C@@H]1O	C17H27N4O15P2	InChI=1S/C17H28N4O15P2/c1-6-10(18)13(25)11(19-7(2)22)16(33-6)35-38(30,31)36-37(28,29)32-5-8-12(24)14(26)15(34-8)21-4-3-9(23)20-17(21)27/h3-4,6,8,10-16,24-26H,5,18H2,1-2H3,(H,19,22)(H,28,29)(H,30,31)(H,20,23,27)/p-1/t6-,8+,10-,11+,12+,13-,14+,15+,16+/m0/s1	FUUMLYWEEZBCQR-NAGKVERXSA-M	589.0953638	CHEBI:63389		MMDBc0056352
BASm0004445	an all-trans-retinyl ester				*C(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C					CHEBI:63410		
BASm0004446	4-amino-5-aminomethyl-2-methylpyrimidine		34733			C6H11N4		OZOHTVFCSKFMLL-UHFFFAOYSA-O	139.0978228	CHEBI:63416		
BASm0004447	UDP-2,4-diacetamido-2,4,6-trideoxy-beta-L-altrose					C19H28N4O16P2		KCAODEOZHCZEBC-SXTUWYCGSA-L	630.098652	CHEBI:63417		
BASm0004448	alpha-guaiene	alpha-Guaiene is found in burdock. alpha-Guaiene is a constituent of guaiac wood oil (Bulnesia sarmienti)	3691-12-01		C[C@H]1CCC2=C1C[C@@H](CC[C@@H]2C)C(C)=C	C15H24	InChI=1S/C15H24/c1-10(2)13-7-5-11(3)14-8-6-12(4)15(14)9-13/h11-13H,1,5-9H2,2-4H3/t11-,12-,13+/m0/s1	ADIDQIZBYUABQK-RWMBFGLXSA-N	204.1878008	CHEBI:63443	HMDB0036003	
BASm0004449	viridiflorene	(+)-Ledene belongs to the class of organic compounds known as 5,10-cycloaromadendrane sesquiterpenoids. These are aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton.	21747-46-6		[H][C@]12[C@H]3[C@@H](CCC(C)=C1CC[C@H]2C)C3(C)C	C15H24	InChI=1S/C15H24/c1-9-6-8-12-14(15(12,3)4)13-10(2)5-7-11(9)13/h10,12-14H,5-8H2,1-4H3/t10-,12-,13-,14-/m1/s1	WGTRJVCFDUCKCM-FMKGYKFTSA-N	204.1878008	CHEBI:63444	HMDB0061849	
BASm0004450	5-epi-alpha-selinene			Expected Solid	[H][C@]12C[C@@H](CC[C@@]1(C)CCC=C2C)C(C)=C	C15H24	InChI=1S/C15H24/c1-11(2)13-7-9-15(4)8-5-6-12(3)14(15)10-13/h6,13-14H,1,5,7-10H2,2-4H3/t13-,14-,15-/m1/s1	OZQAPQSEYFAMCY-RBSFLKMASA-N	204.1878008	CHEBI:63445		MMDBc0054279
BASm0004451	cubebol			Expected Solid	[H][C@@]12[C@]3([H])[C@]1(CC[C@]3(C)O)[C@]([H])(C)CC[C@@]2([H])C(C)C	C15H26O	InChI=1S/C15H26O/c1-9(2)11-6-5-10(3)15-8-7-14(4,16)13(15)12(11)15/h9-13,16H,5-8H2,1-4H3/t10-,11+,12-,13+,14+,15-/m1/s1	KONGRWVLXLWGDV-BYGOPZEFSA-N	222.1983655	CHEBI:63446		MMDBc0054405
BASm0004452	delta-guaiene	alpha-Bulnesene is found in cottonseed. alpha-Bulnesene is a constituent of guaiac wood oil (Bulnesia sarmienti).	3691-11-0		C[C@H]1CCC2=C(C)CC[C@H](C[C@@H]12)C(C)=C	C15H24	InChI=1S/C15H24/c1-10(2)13-7-5-11(3)14-8-6-12(4)15(14)9-13/h12-13,15H,1,5-9H2,2-4H3/t12-,13+,15-/m0/s1	YHAJBLWYOIUHHM-GUTXKFCHSA-N	204.1878008	CHEBI:63447	HMDB0036444	
BASm0004453	2-(1,2-epoxy-1,2-dihydrophenyl)acetyl-CoA	2-(1,2-Epoxy-1,2-dihydrophenyl)acetyl-CoA is an intermediate in phenylacetate metabolism.  It is a substrate for 1,2-phenylacetyl-CoA epoxidase which catalyzes the reduction of phenylacetyl-CoA (PA-CoA) to form 1,2-epoxyphenylacetyl-CoA. The subunit A is the catalytic subunit involved in the incorporation of one atom of molecular oxygen into phenylacetyl-CoA			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC12C=CC=CC1O2	C29H42N7O18P3S	InChI=1S/C29H42N7O18P3S/c1-28(2,23(40)26(41)32-8-6-18(37)31-9-10-58-19(38)11-29-7-4-3-5-17(29)52-29)13-50-57(47,48)54-56(45,46)49-12-16-22(53-55(42,43)44)21(39)27(51-16)36-15-35-20-24(30)33-14-34-25(20)36/h3-5,7,14-17,21-23,27,39-40H,6,8-13H2,1-2H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)/t16-,17?,21-,22-,23+,27-,29?/m1/s1	ZTMHVINYLDVBNO-FOGVYBFTSA-N	901.1519878	CHEBI:63458		
BASm0004454	shionone				CC(C)=CCC[C@]1(C)CC[C@]2(C)[C@H]3CC[C@@]4(C)[C@@H](CCC(=O)[C@@H]4C)[C@]3(C)CC[C@@]2(C)C1	C30H50O	InChI=1S/C30H50O/c1-21(2)10-9-14-26(4)16-19-30(8)25-13-15-28(6)22(3)23(31)11-12-24(28)29(25,7)18-17-27(30,5)20-26/h10,22,24-25H,9,11-20H2,1-8H3	HXPXUNQUXCHJLL-UHFFFAOYSA-N	426.3861662	CHEBI:63459		
BASm0004455	parkeol	Parkeol is found in fats and oils. Parkeol is a constituent of Butyrospermum parkii (shea)	514-45-4	Solid	CC(C)=CCC[C@@H](C)[C@H]1CC[C@@]2(C)[C@@H]3CC[C@H]4C(C)(C)[C@@H](O)CC[C@]4(C)C3=CC[C@]12C	C30H50O	InChI=1S/C30H50O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h10,15,21-22,24-26,31H,9,11-14,16-19H2,1-8H3/t21-,22-,24-,25+,26?,28-,29-,30+/m1/s1	MLVSYGCURCOSKP-LFXYTPDNSA-N	426.3861662	CHEBI:63460	HMDB0035128	
BASm0004456	achilleol B				C=C1CC[C@H](O)C(C)(C)[C@@H]1CC/C(C)=C/CCC1=C(C)CC[C@@]2(C)CCC(C)(C)C[C@@H]12	C30H50O	InChI=1S/C30H50O/c1-21(12-14-25-23(3)13-15-27(31)29(25,6)7)10-9-11-24-22(2)16-17-30(8)19-18-28(4,5)20-26(24)30/h10,25-27,31H,3,9,11-20H2,1-2,4-8H3	OPDQSNQDIGJUIR-UHFFFAOYSA-N	426.3861662	CHEBI:63461		
BASm0004457	glutinol			Expected Solid	[H][C@]1(O)CC[C@]2([H])C(=CC[C@@]3([H])[C@@]2(C)CC[C@@]2(C)[C@]4([H])CC(C)(C)CC[C@]4(C)CC[C@]32C)C1(C)C	C30H50O	InChI=1S/C30H50O/c1-25(2)13-14-27(5)15-17-29(7)22-11-9-20-21(10-12-24(31)26(20,3)4)28(22,6)16-18-30(29,8)23(27)19-25/h9,21-24,31H,10-19H2,1-8H3/t21-,22+,23-,24+,27-,28+,29-,30+/m1/s1	HFSACQSILLSUII-ISSAZSKYSA-N	426.3861662	CHEBI:63462		MMDBc0010233
BASm0004458	baccharis oxide				CC(C)=CCC[C@]1(C)CC[C@]2(C)[C@H]3CC[C@H]4C(C)(C)[C@@H]5CC[C@]4(O5)[C@]3(C)CC[C@@]2(C)C1	C30H50O	InChI=1S/C30H50O/c1-21(2)10-9-14-26(5)16-18-28(7)23-12-11-22-25(3,4)24-13-15-30(22,31-24)29(23,8)19-17-27(28,6)20-26/h10,22-24H,9,11-20H2,1-8H3	FPGOBAVTXMFTQR-UHFFFAOYSA-N	426.3861662	CHEBI:63463		
BASm0004459	alpha-seco-amyrin			Expected Solid	[H][C@]1(CCC2=C(C)CC[C@@]3(C)CC[C@@H](C)[C@H](C)[C@@]23[H])C(C)=CC[C@@]2([H])C(C)(C)[C@@H](O)CC[C@]12C	C30H50O	InChI=1S/C30H50O/c1-19-13-16-29(7)17-14-20(2)23(27(29)22(19)4)10-11-24-21(3)9-12-25-28(5,6)26(31)15-18-30(24,25)8/h9,19,22,24-27,31H,10-18H2,1-8H3/t19-,22+,24+,25+,26+,27+,29-,30-/m1/s1	BMTRRCREWLAQBX-CHJNBIAGSA-N	426.3861662	CHEBI:63464		MMDBc0052863
BASm0004460	marneral			Expected Solid	C[C@@H]1CCC([C@@H](CCC=O)[C@]1(C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C	C30H50O	InChI=1S/C30H50O/c1-23(2)13-9-14-25(5)15-10-16-26(6)17-11-21-30(8)27(7)19-20-28(24(3)4)29(30)18-12-22-31/h13,15,17,22,27,29H,9-12,14,16,18-21H2,1-8H3/b25-15+,26-17+/t27-,29-,30-/m1/s1	VNBRFEUEYRHQBM-OPEBEUCHSA-N	426.3861662	CHEBI:63465		MMDBc0053434
BASm0004461	beta-seco-amyrin			Expected Solid	[H][C@]1(CCC2=C(C)CC[C@@]3(C)CCC(C)(C)C[C@@]23[H])C(C)=CC[C@@]2([H])C(C)(C)[C@@H](O)CC[C@]12C	C30H50O	InChI=1S/C30H50O/c1-20-13-15-29(7)18-17-27(3,4)19-24(29)22(20)10-11-23-21(2)9-12-25-28(5,6)26(31)14-16-30(23,25)8/h9,23-26,31H,10-19H2,1-8H3/t23-,24-,25-,26-,29-,30+/m0/s1	BVMWOSNBDNNUBA-NBANTFJXSA-N	426.3861662	CHEBI:63466		MMDBc0052893
BASm0004462	delta-amyrin				CC1(C)CC[C@]2(C)CC[C@]3(C)C(=C2C1)CC[C@@H]1[C@@]2(C)CC[C@H](O)C(C)(C)[C@@H]2CC[C@]13C	C30H50O	InChI=1S/C30H50O/c1-25(2)15-16-27(5)17-18-29(7)20(21(27)19-25)9-10-23-28(6)13-12-24(31)26(3,4)22(28)11-14-30(23,29)8/h22-24,31H,9-19H2,1-8H3	JOCIRBSYAYKMEF-UHFFFAOYSA-N	426.3861662	CHEBI:63467		
BASm0004463	tirucalla-7,24-dien-3beta-ol			Expected Solid	[H][C@]1(CC[C@]2(C)C3=CC[C@@]4([H])C(C)(C)[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@@]12C)[C@@H](C)CCC=C(C)C	C30H50O	InChI=1S/C30H50O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h10,12,21-23,25-26,31H,9,11,13-19H2,1-8H3/t21-,22-,23-,25-,26-,28+,29-,30+/m0/s1	DICCPNLDOZNSML-CEEMYSEHSA-N	426.3861662	CHEBI:63468		MMDBc0053813
BASm0004464	TTP	Deoxythymidine triphosphate (dTTP) is one of the four nucleoside triphosphates that are used in the in vivo synthesis of DNA. Unlike the other deoxyribonucleoside triphosphates, thymidine triphosphate does not always contain the "deoxy" prefix in its name. The corresponding ribonucleoside triphosphate is called uridine triphosphate. Thymidine 5'-triphosphate, also known as TTP or DTHD5'ppp, belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleoside triphosphates. These are pyrimidine nucleotides with a triphosphate group linked to the ribose moiety lacking a hydroxyl group at position 2. Thymidine 5'-triphosphate exists in all living species, ranging from bacteria to humans. Outside of the human body, Thymidine 5'-triphosphate has been detected, but not quantified in several different foods, such as elliott's blueberries, mamey sapotes, sesames, alliums, and sweet oranges.	0365-08-02	Solid	Cc1cn([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])[C@@H](O)[C@H]2O)c(=O)[nH]c1=O	C10H17N2O14P3	InChI=1S/C10H17N2O14P3/c1-5-3-12(10(15)11-9(5)14)8-2-6(13)7(24-8)4-23-28(19,20)26-29(21,22)25-27(16,17)18/h3,6-8,13H,2,4H2,1H3,(H,19,20)(H,21,22)(H,11,14,15)(H2,16,17,18)/t6-,7+,8+/m0/s1	NHVNXKFIZYSCEB-XLPZGREQSA-N	481.9892628	CHEBI:63527	HMDB0001342	
BASm0004465	dTMP	5-Thymidylic acid (conjugate base thymidylate), also known as thymidine monophosphate (TMP), deoxythymidine monophosphate (dTMP), or deoxythymidylic acid (conjugate base deoxythymidylate), is a nucleotide that is used as a monomer in DNA. It is an ester of phosphoric acid with the nucleoside thymidine. dTMP consists of a phosphate group, the pentose sugar deoxyribose, and the nucleobase thymine. Unlike the other deoxyribonucleotides, thymidine monophosphate often does not contain the "deoxy" prefix in its name; nevertheless, its symbol often includes a "d" ("dTMP"). 5-Thymidylic acid belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleoside monophosphates. These are pyrimidine nucleotides with a monophosphate group linked to the ribose moiety lacking a hydroxyl group at position 2. The neutral species of 5-Thymidylic acid (2'-deoxythymidine 5'-monophosphate). 5-Thymidylic acid exists in all living species, ranging from bacteria to humans. Within humans, 5-thymidylic acid participates in a number of enzymatic reactions. In particular, 5-thymidylic acid and dihydrofolic acid can be biosynthesized from dUMP and 5,10-methylene-THF by the enzyme thymidylate synthase. In addition, 5-thymidylic acid can be converted into dTDP; which is catalyzed by the enzyme thymidylate synthase. In humans, 5-thymidylic acid is involved in pyrimidine metabolism. Outside of the human body, 5-Thymidylic acid has been detected, but not quantified in several different foods, such as common buckwheats, corn salad, garden cress, squashberries, and star fruits.	0365-07-01	Solid	Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])[O-])O2)c(=O)[nH]c1=O	C10H15N2O8P	InChI=1S/C10H15N2O8P/c1-5-3-12(10(15)11-9(5)14)8-2-6(13)7(20-8)4-19-21(16,17)18/h3,6-8,13H,2,4H2,1H3,(H,11,14,15)(H2,16,17,18)/t6-,7+,8+/m0/s1	GYOZYWVXFNDGLU-XLPZGREQSA-N	322.056602	CHEBI:63528	HMDB0001227	
BASm0004466	1-phenyl-1,2-propanedione	1-Phenyl-1,2-propanedione is found in coffee and coffee products. 1-Phenyl-1,2-propanedione is present in coffee aroma. 1-Phenyl-1,2-propanedione is a flavouring ingredient.	579-07-7		CC(=O)C(=O)C1=CC=CC=C1	C9H8O2	InChI=1S/C9H8O2/c1-7(10)9(11)8-5-3-2-4-6-8/h2-6H,1H3	BVQVLAIMHVDZEL-UHFFFAOYSA-N	148.0524295	CHEBI:63552	HMDB0035243	
BASm0004467	2-hydroxy-1-phenyl-1-propanone	An alpha-oxyketone that consists of propiophenone bearing an alpha-hydroxy substituent.			CC(O)C(=O)c1ccccc1	C9H10O2	InChI=1S/C9H10O2/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,10H,1H3	WLVPRARCUSRDNI-UHFFFAOYSA-N		CHEBI:63553		
BASm0004468	DIBOA	2,4-Dihydroxy-2H-1,4-benzoxazin-3(4H)-one is a benzoxazinoid precursor of 2-aminophenol sulfate.  It is a metabolite found in urine of individuals that have consumed whole grains.  It is a particularly strong biomarker for whole grain rye bread consumption (PMID: 23307617).	17359-54-5		O=C1C(O)Oc2ccccc2N1O	C8H7NO4	InChI=1S/C8H7NO4/c10-7-8(11)13-6-4-2-1-3-5(6)9(7)12/h1-4,8,11-12H	COVOPZQGJGUPEY-UHFFFAOYSA-N	181.0375077	CHEBI:63558	HMDB0033733	
BASm0004469	2-hydroxy-2H-1,4-benzoxazin-3(4H)-one	(R)-2-Hydroxy-2H-1,4-benzoxazin-3(4H)-one is found in cereals and cereal products. (R)-2-Hydroxy-2H-1,4-benzoxazin-3(4H)-one is a constituent of juvenile wheat (Triticum aestivum).		Solid	O=C1Nc2ccccc2OC1O	C8H7NO3	InChI=1S/C8H7NO3/c10-7-8(11)12-6-4-2-1-3-5(6)9-7/h1-4,8,11H,(H,9,10)	VMQBFYRBJKDACN-UHFFFAOYSA-N	165.0425931	CHEBI:63559	HMDB0038318	
BASm0004470	alpha-maltose 1-phosphate				O=P([O-])([O-])O[C@H]1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O	C12H23O14P	InChI=1S/C12H23O14P/c13-1-3-5(15)6(16)8(18)11(23-3)25-10-4(2-14)24-12(9(19)7(10)17)26-27(20,21)22/h3-19H,1-2H2,(H2,20,21,22)/t3-,4-,5-,6+,7-,8-,9-,10-,11-,12-/m1/s1	VRKQBSISJQUWFI-QUYVBRFLSA-N	422.0825424	CHEBI:63576		
BASm0004471	18-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate		124411-81-0	Expected Solid	CCC(O)CC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H31O3	InChI=1S/C20H32O3/c1-2-19(21)17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-20(22)23/h4-7,10-13,19,21H,2-3,8-9,14-18H2,1H3,(H,22,23)/p-1/b6-4-,7-5-,12-10-,13-11-/t19-/m1/s1	PPCHNRUZQWLEMF-LFFPGIGVSA-M	319.2278684	CHEBI:63590	HMDB0006245	MMDBc0048399
BASm0004472	9alpha-hydroxyandrosta-1,4-diene-3,17-dione			Expected Solid	[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1(O)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C	C19H24O3	InChI=1S/C19H24O3/c1-17-9-10-19(22)15(14(17)5-6-16(17)21)4-3-12-11-13(20)7-8-18(12,19)2/h7-8,11,14-15,22H,3-6,9-10H2,1-2H3/t14-,15-,17-,18-,19+/m0/s1	JCEUDJXAQHPZGL-PLOWYNNNSA-N	300.1725446	CHEBI:63641		MMDBc0054313
BASm0004473	9beta-pimara-7,15-dien-19-ol	A pimarane diterpenoid that is pimarane which has been dehyrogenated to introduce double bonds at positions 7-8 and 15-16, which has a beta-hydrogen in place of an alpha-hydrogen at position 9, and in which one of the hydrogens of the beta-methyl group at position 4 has been replaced by a hydroxy group.			C=C[C@]1(C)CC[C@@H]2C(=CC[C@H]3[C@@](C)(CO)CCC[C@]23C)C1	C20H32O	InChI=1S/C20H32O/c1-5-18(2)12-9-16-15(13-18)7-8-17-19(3,14-21)10-6-11-20(16,17)4/h5,7,16-17,21H,1,6,8-14H2,2-4H3/t16-,17+,18-,19-,20-/m1/s1	DUEINKIQNGZKPL-USYVTKNRSA-N		CHEBI:63656		
BASm0004474	9beta-pimara-7,15-dien-19-al				C=C[C@]1(C)CC[C@@H]2C(=CC[C@@H]3[C@]2(C)CCC[C@]3(C)C=O)C1	C20H30O	InChI=1S/C20H30O/c1-5-18(2)12-9-16-15(13-18)7-8-17-19(3,14-21)10-6-11-20(16,17)4/h5,7,14,16-17H,1,6,8-13H2,2-4H3	NLLZQKHFTCHPED-UHFFFAOYSA-N	286.2296656	CHEBI:63658		
BASm0004475	9beta-pimara-7,15-dien-19-oate	Isopimaric acid is isolated from Pinus palustris (pitch pine).	5835-26-7	Solid	C=C[C@]1(C)CC[C@@H]2C(=CC[C@@H]3[C@]2(C)CCC[C@]3(C)C(=O)[O-])C1	C20H30O2	InChI=1S/C20H30O2/c1-5-18(2)12-9-15-14(13-18)7-8-16-19(15,3)10-6-11-20(16,4)17(21)22/h5,7,15-16H,1,6,8-13H2,2-4H3,(H,21,22)/t15-,16+,18-,19+,20+/m0/s1	MXYATHGRPJZBNA-KRFUXDQASA-N	302.2245802	CHEBI:63659	HMDB0036811	
BASm0004476	pravastatin	Pravastatin is a member of the drug class of statins, used for lowering cholesterol and preventing cardiovascular disease.↵Pravastatin was identified originally in a mold called Nocardia autotrophica by researchers of the Sankyo Pharma Inc; An antilipemic fungal metabolite isolated from cultures of Nocardia autotrophica. It acts as a competitive inhibitor of HMG CoA reductase (hydroxymethylglutaryl CoA reductases); In medicine and pharmacology, pravastatin (Pravachol or Selektine) is a member of the drug class of statins, used for lowering cholesterol and preventing cardiovascular disease. [HMDB]	81093-37-0	Solid	CC[C@H](C)C(=O)O[C@H]1C[C@H](O)C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(=O)[O-])[C@H]21	C23H36O7	InChI=1S/C23H36O7/c1-4-13(2)23(29)30-20-11-17(25)9-15-6-5-14(3)19(22(15)20)8-7-16(24)10-18(26)12-21(27)28/h5-6,9,13-14,16-20,22,24-26H,4,7-8,10-12H2,1-3H3,(H,27,28)/t13-,14-,16+,17+,18+,19-,20-,22?/m0/s1	TUZYXOIXSAXUGO-HBFVYRAQSA-N	424.2461035	CHEBI:63660	HMDB05022	
BASm0004477	ent-11beta-hydroxycassa-12,15-diene	A diterpenoid that is the 11alpha-hydroxy-derivative of ent-cassa-12,15-diene.			C=CC1=C[C@@H](O)[C@@H]2[C@H](CC[C@@H]3C(C)(C)CCC[C@@]23C)[C@@H]1C	C20H32O	InChI=1S/C20H32O/c1-6-14-12-16(21)18-15(13(14)2)8-9-17-19(3,4)10-7-11-20(17,18)5/h6,12-13,15-18,21H,1,7-11H2,2-5H3/t13-,15-,16-,17-,18+,20-/m1/s1	QVNGTMWSHFUMFR-UKQDEDAGSA-N		CHEBI:63662		
BASm0004478	10beta,14beta-dihydroxytaxa-4(20),11-dien-5alpha-yl acetate	A taxane diterpenoid that is taxa-4(20),11-diene in which the 5alpha hydrogen has been replaced by an acetoxy group and the 10beta and 14beta hydrogens by hydroxy groups.			C=C1[C@@H](OC(C)=O)CC[C@@]2(C)C[C@H](O)C3=C(C)C[C@H](O)[C@@H](C[C@H]12)C3(C)C	C22H34O4	InChI=1S/C22H34O4/c1-12-9-17(24)16-10-15-13(2)19(26-14(3)23)7-8-22(15,6)11-18(25)20(12)21(16,4)5/h15-19,24-25H,2,7-11H2,1,3-6H3/t15-,16-,17+,18+,19+,22+/m1/s1	KHXOPJUQEGBFTQ-WDHPPJNLSA-N		CHEBI:63663		
BASm0004479	taxusin		19605-80-2		C=C1[C@@H](OC(C)=O)CC[C@]2(C)[C@@H]1C[C@@H]1C[C@H](OC(C)=O)C(C)=C([C@@H](OC(C)=O)[C@@H]2OC(C)=O)C1(C)C	C28H40O8	InChI=1S/C28H40O8/c1-14-21-12-20-13-23(34-17(4)30)15(2)24(27(20,7)8)25(35-18(5)31)26(36-19(6)32)28(21,9)11-10-22(14)33-16(3)29/h20-23,25-26H,1,10-13H2,2-9H3	SKJSIVQEPKBFTJ-UHFFFAOYSA-N	504.2723182	CHEBI:63664		
BASm0004480	7beta-hydroxytaxusin	A taxane diterpenoid that is taxusin in which the hydrogen at the 7beta position is replaced by a hydroxy group.			C=C1[C@@H](OC(C)=O)C[C@H](O)[C@]2(C)[C@@H]1C[C@@H]1C[C@H](OC(C)=O)C(C)=C([C@@H](OC(C)=O)[C@@H]2OC(C)=O)C1(C)C	C28H40O9	InChI=1S/C28H40O9/c1-13-20-10-19-11-21(34-15(3)29)14(2)24(27(19,7)8)25(36-17(5)31)26(37-18(6)32)28(20,9)23(33)12-22(13)35-16(4)30/h19-23,25-26,33H,1,10-12H2,2-9H3/t19-,20-,21+,22+,23+,25-,26+,28+/m1/s1	CNURLWAZNDLNMK-CNZAUHOSSA-N		CHEBI:63665		
BASm0004481	abieta-7,13-dien-18,18-diol				CC(C)C1=CC2=CC[C@@H]3[C@](C)(CCC[C@@]3(C)C(O)O)[C@H]2CC1	C20H32O2	InChI=1S/C20H32O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h7,12-13,16-18,21-22H,5-6,8-11H2,1-4H3/t16-,17?,19+,20+/m0/s1	CPTVDNMRGYWJCH-RMGPQRKISA-N		CHEBI:63668		
BASm0004482	DIBOA beta-D-glucoside				O=C1[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)Oc2ccccc2N1O	C14H17NO9	InChI=1S/C14H17NO9/c16-5-8-9(17)10(18)11(19)13(23-8)24-14-12(20)15(21)6-3-1-2-4-7(6)22-14/h1-4,8-11,13-14,16-19,21H,5H2/t8-,9-,10+,11-,13+,14?/m1/s1	OUSLYTBGQGKTME-BJPDSMLBSA-N	343.0903311	CHEBI:63670		
BASm0004483	TRIBOA beta-D-glucoside				O=C1[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)Oc2cc(O)ccc2N1O	C14H17NO10	InChI=1S/C14H17NO10/c16-4-8-9(18)10(19)11(20)13(24-8)25-14-12(21)15(22)6-2-1-5(17)3-7(6)23-14/h1-3,8-11,13-14,16-20,22H,4H2	YCPMEKOJGFYFJJ-UHFFFAOYSA-N	359.0852458	CHEBI:63671	HMDB0341440	
BASm0004484	3-methoxy-4',5-dihydroxy-trans-stilbene				COc1cc(O)cc(/C=C/c2ccc(O)cc2)c1	C15H14O3	InChI=1S/C15H14O3/c1-18-15-9-12(8-14(17)10-15)3-2-11-4-6-13(16)7-5-11/h2-10,16-17H,1H3/b3-2+	KUWZXOMQXYWKBS-NSCUHMNNSA-N	242.0942943	CHEBI:63672		
BASm0004485	dTDP-3-acetamido-3,6-dideoxy-alpha-D-galactopyranose			Expected Solid	CC(=O)N[C@H]1[C@@H](O)[C@@H](C)O[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cc(C)c(=O)[nH]c3=O)C[C@@H]2O)[C@@H]1O	C18H27N3O15P2	InChI=1S/C18H29N3O15P2/c1-7-5-21(18(27)20-16(7)26)12-4-10(23)11(34-12)6-32-37(28,29)36-38(30,31)35-17-15(25)13(19-9(3)22)14(24)8(2)33-17/h5,8,10-15,17,23-25H,4,6H2,1-3H3,(H,19,22)(H,28,29)(H,30,31)(H,20,26,27)/p-2/t8-,10+,11-,12-,13+,14+,15-,17-/m1/s1	CWQDRZJUANNJKC-HYPDDMKDSA-L	587.0928383	CHEBI:63676		MMDBc0055940
BASm0004486	erythromycin D			Expected Solid	CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(O)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H]([NH+](C)C)[C@H]2O)[C@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@H]1C	C36H65NO12	InChI=1S/C36H65NO12/c1-13-25-19(4)28(39)20(5)27(38)17(2)15-36(10,44)32(49-34-29(40)24(37(11)12)14-18(3)45-34)21(6)30(22(7)33(42)47-25)48-26-16-35(9,43)31(41)23(8)46-26/h17-26,28-32,34,39-41,43-44H,13-16H2,1-12H3/t17-,18-,19+,20+,21+,22-,23+,24+,25-,26+,28+,29-,30+,31+,32-,34+,35-,36-/m1/s1	CLQUUOKNEOQBSW-KEGKUKQHSA-N	703.4506765	CHEBI:63677		MMDBc0054477
BASm0004488	CMP-pseudaminate			Expected Solid	CC(=O)N[C@H]([C@@H]1O[C@](OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(N)nc3=O)[C@H](O)[C@@H]2O)(C(=O)[O-])C[C@H](O)[C@@H]1NC(C)=O)[C@H](C)O	C22H32N5O15P	InChI=1S/C22H34N5O15P/c1-8(28)14(24-9(2)29)18-15(25-10(3)30)11(31)6-22(41-18,20(34)35)42-43(37,38)39-7-12-16(32)17(33)19(40-12)27-5-4-13(23)26-21(27)36/h4-5,8,11-12,14-19,28,31-33H,6-7H2,1-3H3,(H,24,29)(H,25,30)(H,34,35)(H,37,38)(H2,23,26,36)/p-2/t8-,11-,12+,14-,15-,16+,17+,18-,19+,22+/m0/s1	XTZJKGIMUFZFBV-STPXTTIVSA-L	637.1643495	CHEBI:63680		MMDBc0055811
BASm0004489	(13E)-labda-7,13-dien-15-yl diphosphate			Expected Solid	CC1=CC[C@H]2C(C)(C)CCC[C@]2(C)[C@H]1CC/C(C)=C/COP(=O)([O-])OP(=O)([O-])[O-]	C20H33O7P2	InChI=1S/C20H36O7P2/c1-15(11-14-26-29(24,25)27-28(21,22)23)7-9-17-16(2)8-10-18-19(3,4)12-6-13-20(17,18)5/h8,11,17-18H,6-7,9-10,12-14H2,1-5H3,(H,24,25)(H2,21,22,23)/p-3/b15-11+/t17-,18-,20+/m0/s1	CYXMSAANDYUEKO-ATPOGHATSA-K	447.1717981	CHEBI:63682		MMDBc0054756
BASm0004490	(13E)-labda-7,13-dien-15-ol				CC1=CC[C@H]2C(C)(C)CCC[C@]2(C)[C@H]1CC/C(C)=C/CO	C20H34O	InChI=1S/C20H34O/c1-15(11-14-21)7-9-17-16(2)8-10-18-19(3,4)12-6-13-20(17,18)5/h8,11,17-18,21H,6-7,9-10,12-14H2,1-5H3	KPOGKOXAZMFZNM-UHFFFAOYNA-N	290.2609657	CHEBI:63683		
BASm0004491	(1E,2Z)-3-hydroxy-5,9,17-trioxo-4,5:9,10-disecoandrosta-1(10),2-dien-4-oate			Expected Solid	C/C(=C\C=C(/O)C(=O)[O-])C(=O)CC[C@@H]1C(=O)CC[C@]2(C)C(=O)CC[C@@H]12	C19H23O6	InChI=1S/C19H24O6/c1-11(3-6-16(22)18(24)25)14(20)7-4-12-13-5-8-17(23)19(13,2)10-9-15(12)21/h3,6,12-13,22H,4-5,7-10H2,1-2H3,(H,24,25)/p-1/b11-3+,16-6-/t12-,13-,19-/m0/s1	HRJXKKSJPNWKCP-UNXDAHLPSA-M	347.150012	CHEBI:63690		MMDBc0054766
BASm0004492	3-[(3aS,4S,7aS)-7a-methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoate			Expected Solid	C[C@]12CCC(=O)[C@@H](CCC(=O)[O-])[C@@H]1CCC2=O	C13H17O4	InChI=1S/C13H18O4/c1-13-7-6-10(14)8(2-5-12(16)17)9(13)3-4-11(13)15/h8-9H,2-7H2,1H3,(H,16,17)/p-1/t8-,9-,13-/m0/s1	PCCFNLPWOFTZPJ-RVBZMBCESA-M	237.1132326	CHEBI:63692		MMDBc0055337
BASm0004493	(2Z,4Z)-2-hydroxyhexa-2,4-dienoate			Expected Solid	C/C=C\C=C(/O)C(=O)[O-]	C6H7O3	InChI=1S/C6H8O3/c1-2-3-4-5(7)6(8)9/h2-4,7H,1H3,(H,8,9)/p-1/b3-2-,5-4-	VPGPQVKJUYKKNN-LDIADDGTSA-M	127.0400677	CHEBI:63693		MMDBc0054872
BASm0004494	(R)-synephrine	D-synephrine, also known as (-)-Oxedrine or (-)-Sympatol, is classified as a member of the 1-hydroxy-2-unsubstituted benzenoids. 1-hydroxy-2-unsubstituted benzenoids are phenols that a unsubstituted at the 2-position. D-synephrine is considered to be soluble (in water) and acidic	614-35-7		C[NH2+]C[C@H](O)c1ccc(O)cc1	C9H13NO2	InChI=1S/C9H13NO2/c1-10-6-9(12)7-2-4-8(11)5-3-7/h2-5,9-12H,6H2,1H3/t9-/m0/s1	YRCWQPVGYLYSOX-VIFPVBQESA-N	167.0946287	CHEBI:63694	HMDB0062811	
BASm0004495	gamma-curcumene	Gamma-Curcumene, also known as curcumene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes that contain 15 carbon atoms and are comprised of three isoprene units. The biosynthesis of sesquiterpenes is known to occur mainly through the mevalonic acid pathway (MVA), in the cytosol. However, recent studies have found evidence of pathway crosstalk with the methyl-eritritol-phosphate (MEP) pathway in the plastid (PMID: 19932496, 17710406) Farnesyl diphosphate (FPP) is a key intermediate in the biosynthesis of cyclic sesquiterpenes. FPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. Gamma-Curcumene is one of the terpenes found in Cannabis sativa (PMID: 6991645). It has also been identified in the essential oil of Lantana camara (west Indian lantana) (7.5% relative to total oil composition) (PMID: 20645797), Valeriana wallichii (Indian Valerian) (10.7% relative to total volatile composition) and helichrysum essential oil (13.9% relative to total oil components) (DOI: 10.1016/j.biopen.2017.04.001).		1	C[C@H](CCC=C(C)C)C1=CC=C(C)CC1	C15H24	InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6,8,10,14H,5,7,9,11H2,1-4H3/t14-/m1/s1	NGIVKZGKEPRIGG-CQSZACIVSA-N	204.1878008	CHEBI:63696		
BASm0004496	(-)-alpha-cuprenene					C15H24		DYQFFTPJVWEYMH-OAHLLOKOSA-N	204.1878008	CHEBI:63701		
BASm0004497	avermitilol			Expected Solid	[H][C@@]12CC[C@]3(C)[C@@]([H])(O)CC[C@@]([H])(C)[C@@]3([H])[C@]1([H])C2(C)C	C15H26O	InChI=1S/C15H26O/c1-9-5-6-11(16)15(4)8-7-10-13(12(9)15)14(10,2)3/h9-13,16H,5-8H2,1-4H3/t9-,10-,11+,12+,13-,15-/m1/s1	BLGPPSRDEKNCLT-CDWXYHGHSA-N	222.1983655	CHEBI:63702		MMDBc0019474
BASm0004498	(-)-delta-cadinene			Expected Solid	[H][C@@]1(CCC(C)=C2CCC(C)=C[C@]12[H])C(C)C	C15H24	InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h9-10,13,15H,5-8H2,1-4H3/t13-,15-/m1/s1	FUCYIEXQVQJBKY-UKRRQHHQSA-N	204.1878008	CHEBI:63703		MMDBc0054013
BASm0004499	(+)-T-muurolol			Expected Solid	[H][C@@]1(CC[C@@](C)(O)[C@]2([H])CCC(C)=C[C@]12[H])C(C)C	C15H26O	InChI=1S/C15H26O/c1-10(2)12-7-8-15(4,16)14-6-5-11(3)9-13(12)14/h9-10,12-14,16H,5-8H2,1-4H3/t12-,13-,14-,15-/m1/s1	LHYHMMRYTDARSZ-KBUPBQIOSA-N	222.1983655	CHEBI:63704		MMDBc0054746
BASm0004500	(12E)-9alpha-labda-8(17),12,14-triene			Expected Solid		C20H32		VJVMMXUPZGOBSN-URKRXPPWSA-N	272.250401	CHEBI:63707		MMDBc0054019
BASm0004501	isopimara-8(14),15-diene	Ent-sandaracopimaradiene, also known as (-)-8(14),15-isopimaradiene or (-)-isopimara-8(14),15-diene, is a member of the class of compounds known as diterpenoids. Diterpenoids are terpene compounds formed by four isoprene units. Thus, ent-sandaracopimaradiene is considered to be an isoprenoid lipid molecule. Ent-sandaracopimaradiene can be found in rice, which makes ent-sandaracopimaradiene a potential biomarker for the consumption of this food product.			[H][C@]12CC[C@](C)(C=C)C=C1CC[C@@]1([H])C(C)(C)CCC[C@]21C	C20H32	InChI=1S/C20H32/c1-6-19(4)13-10-16-15(14-19)8-9-17-18(2,3)11-7-12-20(16,17)5/h6,14,16-17H,1,7-13H2,2-5H3/t16-,17-,19-,20+/m0/s1	XDSYKASBVOZOAG-QGZVKYPTSA-N	272.250401	CHEBI:63708	HMDB0301827	
BASm0004502	bicyclogermacrene			Expected Solid	[H]\C1=C(C)/CC[C@]2([H])[C@]([H])(\C([H])=C(C)\CC1)C2(C)C	C15H24	InChI=1S/C15H24/c1-11-6-5-7-12(2)10-14-13(9-8-11)15(14,3)4/h6,10,13-14H,5,7-9H2,1-4H3/b11-6+,12-10+/t13-,14+/m1/s1	VPDZRSSKICPUEY-JEPMYXAXSA-N	204.1878008	CHEBI:63709		MMDBc0055778
BASm0004503	7-epi-sesquithujene		58319-06-5		CC(C)=CCC[C@@H](C)[C@@]12CC=C(C)[C@@H]1C2	C15H24	InChI=1S/C15H24/c1-11(2)6-5-7-13(4)15-9-8-12(3)14(15)10-15/h6,8,13-14H,5,7,9-10H2,1-4H3	UCQHFDKBUHCAFR-UHFFFAOYSA-N		CHEBI:63710		
BASm0004504	sesquithujene	Sesquithujene is found in ginger. Sesquithujene is isolated from Zingiber officinale (ginger).	58319-06-05		CC(C)=CCC[C@H](C)[C@@]12CC=C(C)[C@@H]1C2	C15H24	InChI=1S/C15H24/c1-11(2)6-5-7-13(4)15-9-8-12(3)14(15)10-15/h6,8,13-14H,5,7,9-10H2,1-4H3	UCQHFDKBUHCAFR-UHFFFAOYSA-N	204.1878008	CHEBI:63711	HMDB0035198	
BASm0004505	baruol			Expected Solid	[H][C@@]12CC[C@H](O)C(C)(C)C1=CC[C@@]1([H])[C@@]2(C)CC[C@@]2(C)C[C@](C)(CCC=C(C)C)CC[C@]12C	C30H50O	InChI=1S/C30H50O/c1-21(2)10-9-15-27(5)16-19-30(8)24-13-11-22-23(12-14-25(31)26(22,3)4)29(24,7)18-17-28(30,6)20-27/h10-11,23-25,31H,9,12-20H2,1-8H3/t23-,24+,25+,27-,28+,29+,30-/m1/s1	XJJAVFWIAXATMT-KNUFMLCHSA-N	426.3861662	CHEBI:63712		MMDBc0052886
BASm0004506	N(7)-methyl-GDP			Expected Solid	[H][C@]1(COP([O-])(=O)OP(O)([O-])=O)O[C@@]([H])(N2C=[N+](C)C3=C2NC(=N)N=C3[O-])[C@]([H])(O)[C@]1([H])O	C11H15N5O11P2	InChI=1S/C11H17N5O11P2/c1-15-3-16(8-5(15)9(19)14-11(12)13-8)10-7(18)6(17)4(26-10)2-25-29(23,24)27-28(20,21)22/h3-4,6-7,10,17-18H,2H2,1H3,(H5-,12,13,14,19,20,21,22,23,24)/p-2/t4-,6-,7-,10-/m1/s1	SBASPRRECYVBRF-KQYNXXCUSA-L	455.0254275	CHEBI:63714		MMDBc0056200
BASm0004507	8-oxo-dGDP	8-oxo-dgdp is part of the Purine metabolism pathway. It is a substrate for: ADP-sugar pyrophosphatase.		Solid	Nc1nc2c([nH]c(=O)n2[C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])[O-])O2)c(=O)[nH]1	C10H15N5O11P2	InChI=1S/C10H15N5O11P2/c11-9-13-7-6(8(17)14-9)12-10(18)15(7)5-1-3(16)4(25-5)2-24-28(22,23)26-27(19,20)21/h3-5,16H,1-2H2,(H,12,18)(H,22,23)(H2,19,20,21)(H3,11,13,14,17)/t3-,4+,5+/m0/s1	LJMLTZSNWOCYNQ-VPENINKCSA-N	443.0243294	CHEBI:63715	HMDB0059648	
BASm0004508	pemetrexed		137281-23-3		Nc1nc(=O)c2c(CCc3ccc(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])cc3)c[nH]c2[nH]1	C20H21N5O6	InChI=1S/C20H21N5O6/c21-20-24-16-15(18(29)25-20)12(9-22-16)6-3-10-1-4-11(5-2-10)17(28)23-13(19(30)31)7-8-14(26)27/h1-2,4-5,9,13H,3,6-8H2,(H,23,28)(H,26,27)(H,30,31)(H4,21,22,24,25,29)/t13-/m1/s1	WBXPDJSOTKVWSJ-CYBMUJFWSA-N		CHEBI:63724		
BASm0004509	cis-4-hydroxy-L-proline	cis-4-Hydroxyproline is classified as a proline derivative. It is considered to be a soluble (in water), acidic compound. cis-4-Hydroxyproline can be found in numerous foods such as dills, green zucchinis, saskatoon berries, and Japanese pumpkins.	618-27-9		[H][C@@]1(O)CN[C@@]([H])(C1)C(O)=O	C5H9NO3	InChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4-/m0/s1	PMMYEEVYMWASQN-IMJSIDKUSA-N	131.0582432	CHEBI:63727	HMDB0240251	
BASm0004510	P(1),P(6)-bis(5'-adenosyl) hexaphosphate			Expected Solid	[H][C@]1(COP([O-])(=O)OP([O-])(=O)OP([O-])(=O)OP([O-])(=O)OP([O-])(=O)OP([O-])(=O)OC[C@@]2([H])O[C@@]([H])(N3C=NC4=C(N)N=CN=C34)[C@]([H])(O)[C@]2([H])O)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O	C20H24N10O25P6	InChI=1S/C20H30N10O25P6/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(49-19)1-47-56(35,36)51-58(39,40)53-60(43,44)55-61(45,46)54-59(41,42)52-57(37,38)48-2-8-12(32)14(34)20(50-8)30-6-28-10-16(22)24-4-26-18(10)30/h3-8,11-14,19-20,31-34H,1-2H2,(H,35,36)(H,37,38)(H,39,40)(H,41,42)(H,43,44)(H,45,46)(H2,21,23,25)(H2,22,24,26)/p-6/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1	PZCFFCOJNXGTIM-XPWFQUROSA-H	989.9372698	CHEBI:63740		MMDBc0056243
BASm0004511	1,2-di-(9Z-octadecenoyl)-3-beta-D-galactosyl-sn-glycerol				CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)OC(=O)CCCCCCC/C=C\CCCCCCCC	C45H82O10	InChI=1S/C45H82O10/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(47)52-36-38(37-53-45-44(51)43(50)42(49)39(35-46)55-45)54-41(48)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,38-39,42-46,49-51H,3-16,21-37H2,1-2H3	FYKCSQSTKDUTFT-UHFFFAOYSA-N	782.5907988	CHEBI:63775		
BASm0004512	N(2)-citryl-N(6)-acetyl-N(6)-hydroxy-L-lysine			Expected Solid	CC(=O)N(O)CCCC[C@H](NC(=O)CC(O)(CC(=O)[O-])C(=O)[O-])C(=O)[O-]	C14H19N2O10	InChI=1S/C14H22N2O10/c1-8(17)16(26)5-3-2-4-9(12(21)22)15-10(18)6-14(25,13(23)24)7-11(19)20/h9,25-26H,2-7H2,1H3,(H,15,18)(H,19,20)(H,21,22)(H,23,24)/p-3/t9-,14?/m0/s1	HPOPJZNNZCIWFX-CUVJYRNJSA-K	375.1056156	CHEBI:63796		MMDBc0056179
BASm0004513	3-hydroxy-4-methoxybenzoate				COc1ccc(C(=O)[O-])cc1O	C8H7O4	InChI=1S/C8H8O4/c1-12-7-3-2-5(8(10)11)4-6(7)9/h2-4,9H,1H3,(H,10,11)/p-1	LBKFGYZQBSGRHY-UHFFFAOYSA-M	167.0349823	CHEBI:63797		
BASm0004514	adenosine 5'-pentaphosphate	An organophosphate oxoanion resulting from the removal of all six protons from the phosphate groups of adenosine 5'-pentaphosphate; the major species at pH 7.3.			Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C10H12N5O19P5	InChI=1S/C10H18N5O19P5/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(30-10)1-29-36(21,22)32-38(25,26)34-39(27,28)33-37(23,24)31-35(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H,25,26)(H,27,28)(H2,11,12,13)(H2,18,19,20)/p-6/t4-,6-,7-,10-/m1/s1	WYJWVZZCMBUPSP-KQYNXXCUSA-H		CHEBI:63813		
BASm0004515	pregn-5-ene-3,20-dione	pregn-5-ene-3,20-dione is classified as a gluco/mineralocorticoids, progestogin or a Gluco/mineralocorticoids, progestogin derivative. Gluco/mineralocorticoids, progestogins are steroids with a structure based on a hydroxylated prostane moiety. pregn-5-ene-3,20-dione is considered to be practically insoluble (in water) and relatively neutral	1236-09-05		CC(=O)[C@H]1CC[C@H]2[C@@H]3CC=C4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C21H30O2	InChI=1S/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h4,16-19H,5-12H2,1-3H3/t16-,17+,18-,19-,20-,21+/m0/s1	MNRHZPCIEGLWGK-LEKSSAKUSA-N	314.2245802	CHEBI:63837	HMDB0062521	
BASm0004516	(24S)-7alpha,24-dihydroxycholest-4-en-3-one				CC(C)[C@@H](O)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)CC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H44O3	InChI=1S/C27H44O3/c1-16(2)23(29)9-6-17(3)20-7-8-21-25-22(11-13-27(20,21)5)26(4)12-10-19(28)14-18(26)15-24(25)30/h14,16-17,20-25,29-30H,6-13,15H2,1-5H3/t17-,20?,21?,22?,23?,24-,25?,26+,27-/m1/s1	LFFHZNXDGBQZCO-PXNWSTMDSA-N		CHEBI:63838		
BASm0004517	3'-N-debenzoyltaxol		133524-70-6		CC(=O)O[C@H]1C(=O)[C@@]2(C)[C@H]([C@H](OC(=O)c3ccccc3)[C@]3(O)C[C@H](OC(=O)[C@H](O)[C@@H]([NH3+])c4ccccc4)C(C)=C1C3(C)C)[C@]1(OC(C)=O)CO[C@@H]1C[C@@H]2O	C40H47NO13	InChI=1S/C40H47NO13/c1-20-25(52-36(48)30(45)29(41)23-13-9-7-10-14-23)18-40(49)34(53-35(47)24-15-11-8-12-16-24)32-38(6,26(44)17-27-39(32,19-50-27)54-22(3)43)33(46)31(51-21(2)42)28(20)37(40,4)5/h7-16,25-27,29-32,34,44-45,49H,17-19,41H2,1-6H3	DLACRDONFBNRSP-UHFFFAOYSA-N	749.3047406	CHEBI:63863		
BASm0004518	N-(hexanoyl)sphing-4-enine			Expected Solid	CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCC	C24H47NO3	InChI=1S/C24H47NO3/c1-3-5-7-8-9-10-11-12-13-14-15-16-18-19-23(27)22(21-26)25-24(28)20-17-6-4-2/h18-19,22-23,26-27H,3-17,20-21H2,1-2H3,(H,25,28)/b19-18+/t22-,23+/m0/s1	NPRJSFWNFTXXQC-QFWQFVLDSA-N	397.3555944	CHEBI:63867		MMDBc0054573
BASm0004519	zerumbone	Zerumbone is found in herbs and spices. Zerumbone is a constituent of the rhizomes of wild ginger (Zingiber zerumbet)	0471-05-06	Solid	C/C1=C\CC(C)(C)/C=C/C(=O)/C(C)=C/CC1	C15H22O	InChI=1S/C15H22O/c1-12-6-5-7-13(2)14(16)9-11-15(3,4)10-8-12/h7-9,11H,5-6,10H2,1-4H3/b11-9+,12-8-,13-7-	GIHNTRQPEMKFKO-RTTFEGKLSA-N	218.1670653	CHEBI:63892	HMDB0036667	
BASm0004520	10-hydroxy-alpha-humulene	A sesquiterpenoid that is (1E,4E,8E)-alpha-humulene which is substituted by a hydroxy group at the carbon atom attached to two double bonds (position 8).			C/C1=C\CC(C)(C)/C=C/C(O)/C(C)=C/CC1	C15H24O	InChI=1S/C15H24O/c1-12-6-5-7-13(2)14(16)9-11-15(3,4)10-8-12/h7-9,11,14,16H,5-6,10H2,1-4H3/b11-9+,12-8+,13-7+	NLCQRJBYGGWZRQ-SKTNYSRSSA-N		CHEBI:63893		
BASm0004521	(+)-thujan-3-ol	Thujyl alcohol, also known as 3-thujol, is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other. Thujyl alcohol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Thujyl alcohol has a camphoreous and minty taste.	21653-20-3		CC(C)[C@@]12C[C@@H](O)[C@@H](C)[C@@H]1C2	C10H18O	InChI=1S/C10H18O/c1-6(2)10-4-8(10)7(3)9(11)5-10/h6-9,11H,4-5H2,1-3H3	DZVXRFMREAADPP-UHFFFAOYSA-N	154.1357652	CHEBI:63902		
BASm0004522	3,16-dihydroxyhexadecanoate	A hydroxy fatty acid anion that is the conjugate base of 3,16-dihydroxyhexadecanoic acid, arising from deprotonation of the carboxy group; major species at pH 7.3.			O=C([O-])CC(O)CCCCCCCCCCCCCO	C16H31O4	InChI=1S/C16H32O4/c17-13-11-9-7-5-3-1-2-4-6-8-10-12-15(18)14-16(19)20/h15,17-18H,1-14H2,(H,19,20)/p-1	ZGYXOTYZKRXDBF-UHFFFAOYSA-M		CHEBI:63904		
BASm0004523	cholest-5-en-3-one				CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H44O	InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,22-25H,6-8,10-17H2,1-5H3/t19-,22+,23-,24+,25+,26+,27-/m1/s1	GGCLNOIGPMGLDB-GYKMGIIDSA-N	384.339216	CHEBI:63906		MMDBc0057116
BASm0004524	4-methylpentan-1-ol	Isohexanol, also known as 4-methylpentanol or isohexyl alcohol, belongs to the class of organic compounds known as primary alcohols. Primary alcohols are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl). Isohexanol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Thus, isohexanol is considered to be a fatty alcohol lipid molecule. These are compounds comprising the primary alcohol functional group, with the general strucuture RCOH (R=alkyl, aryl).			CC(C)CCCO	C6H14O	InChI=1S/C6H14O/c1-6(2)4-3-5-7/h6-7H,3-5H2,1-2H3	PCWGTDULNUVNBN-UHFFFAOYSA-N	102.1044651	CHEBI:63910	HMDB0059889	
BASm0004525	L-erythro-biopterin	Biopterin, also known as tetrahydrobiopterin or BH4, belongs to the class of organic compounds known as biopterins and derivatives. These are coenzymes containing a 2-amino-pteridine-4-one derivative. Biopterin or tetrahydrobiopterin is also classified as a pterin derivative that consists of pterin group bearing an amino, an oxo and a 1,2-dihydroxypropyl substituent at positions 2, 4 and 6, respectively. Biopterin compounds found within the animals include BH4 (tetrahydrobiopterin), the free radical BH3, and BH2 (also a free radical, called Dihydrobiopterin). BH2 is produced in the synthesis of L-DOPA, dopamine, norepinephrine and epinephrine. It is restored to the required cofactor tetrahydrobiopterin by the enzyme dihydrobiopterin reductase. Tetrahydrobiopterin (BH4) is a cofactor of the three aromatic amino acid hydroxylase enzymes, used in the degradation of amino acid phenylalanine and in the biosynthesis of the neurotransmitters serotonin (5-hydroxytryptamine, 5-HT), melatonin, dopamine, norepinephrine (noradrenaline), epinephrine (adrenaline). It is also a cofactor for the production of nitric oxide (NO) by the nitric oxide syntheses.    Tetrahydrobiopterin is biosynthesized from guanosine triphosphate (GTP) by three chemical reactions mediated by the enzymes GTP cyclohydrolase I (GTPCH), 6-pyruvoyltetrahydropterin synthase (PTPS), and sepiapterin reductase (SR). Biopterin synthesis disorders are a cause of hyperphenylalaninemia. There are 3 distinct forms of phenylketonuria or hyperphenylalaninemia, each caused by lack of aromatic amino acid hydroxylase enzymes. The variant forms of hyperphenylalaninemia that are caused by the lack of dihydropteridine reductase or tetrahydrobiopterin are characterized by severe neurological deterioration, impaired functioning of tyrosine and tryptophan hydroxylases, and the resultant deficiency of tyrosine- and tryptophan-derived monoamine neurotransmitters in brain. (PMID 3930837).	22150-76-1		C[C@H](O)[C@H](O)c1cnc2nc(N)[nH]c(=O)c2n1	C9H11N5O3	InChI=1S/C9H11N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h2-3,6,15-16H,1H3,(H3,10,11,13,14,17)/t3-,6-/m0/s1	LHQIJBMDNUYRAM-DZSWIPIPSA-N	237.0861892	CHEBI:63931	HMDB0000468	
BASm0004526	2,2'-disulfonyl azobenzene			Expected Solid	O=S(=O)([O-])c1ccccc1/N=N/c1ccccc1S(=O)(=O)[O-]	C12H8N2O6S2	InChI=1S/C12H10N2O6S2/c15-21(16,17)11-7-3-1-5-9(11)13-14-10-6-2-4-8-12(10)22(18,19)20/h1-8H,(H,15,16,17)(H,18,19,20)/p-2/b14-13+	APPAXLRBULXMAH-BUHFOSPRSA-L	339.9834755	CHEBI:63950		MMDBc0055281
BASm0004527	3-[(4-amino-6-chloro-1,3,5-triazin-2-yl)amino]benzenesulfonate			Expected Solid	Nc1nc(Cl)nc(Nc2cccc(S(=O)(=O)[O-])c2)n1	C9H7ClN5O3S	InChI=1S/C9H8ClN5O3S/c10-7-13-8(11)15-9(14-7)12-5-2-1-3-6(4-5)19(16,17)18/h1-4H,(H,16,17,18)(H3,11,12,13,14,15)/p-1	INKDIXXCRXOUGO-UHFFFAOYSA-M	299.9963616	CHEBI:63955		MMDBc0055339
BASm0004528	(3Z)-2-oxohex-3-enedioate			Expected Solid	O=C([O-])C/C=C\C(=O)C(=O)[O-]	C6H4O5	InChI=1S/C6H6O5/c7-4(6(10)11)2-1-3-5(8)9/h1-2H,3H2,(H,8,9)(H,10,11)/p-2/b2-1+	QTHJXLFFFTVYJC-OWOJBTEDSA-L	156.0069704	CHEBI:64011		MMDBc0050323
BASm0004529	(2E,4Z)-2-hydroxyhexa-2,4-dienedioate				O=C([O-])/C=C\C=C(\O)C(=O)[O-]	C6H6O5	InChI=1S/C6H6O5/c7-4(6(10)11)2-1-3-5(8)9/h1-3,7H,(H,8,9)(H,10,11)/b3-1-,4-2+	JBEBGTMCZIGUTK-HSFFGMMNSA-N	158.0215233	CHEBI:64016		
BASm0004530	N-(9Z,12Z-octadecadienoyl)-ethanolamine	Linoleoyl ethanolamide inhibits arachidonoylethanolamide amidohydrolase.	68171-52-8		CCCCC/C=C\C/C=C\CCCCCCCC(=O)NCCO	C20H37NO2	InChI=1S/C20H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h6-7,9-10,22H,2-5,8,11-19H2,1H3,(H,21,23)/b7-6-,10-9-	KQXDGUVSAAQARU-HZJYTTRNSA-N	323.2824294	CHEBI:64032	HMDB0012252	
BASm0004531	(6S)-NADHX			Expected Solid	NC(=O)C1=CN([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)[C@@H](O)CC1	C21H29N7O15P2	InChI=1S/C21H31N7O15P2/c22-17-12-19(25-6-24-17)28(7-26-12)21-16(33)14(31)10(42-21)5-40-45(37,38)43-44(35,36)39-4-9-13(30)15(32)20(41-9)27-3-8(18(23)34)1-2-11(27)29/h3,6-7,9-11,13-16,20-21,29-33H,1-2,4-5H2,(H2,23,34)(H,35,36)(H,37,38)(H2,22,24,25)/p-2/t9-,10-,11+,13-,14-,15-,16-,20-,21-/m1/s1	IDBZKGQRLBFUFQ-VPHRTNKSSA-L	681.1207844	CHEBI:64074		MMDBc0054980
BASm0004532	(6R)-NADHX			Expected Solid	NC(=O)C1=CN([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)[C@H](O)CC1	C21H29N7O15P2	InChI=1S/C21H31N7O15P2/c22-17-12-19(25-6-24-17)28(7-26-12)21-16(33)14(31)10(42-21)5-40-45(37,38)43-44(35,36)39-4-9-13(30)15(32)20(41-9)27-3-8(18(23)34)1-2-11(27)29/h3,6-7,9-11,13-16,20-21,29-33H,1-2,4-5H2,(H2,23,34)(H,35,36)(H,37,38)(H2,22,24,25)/p-2/t9-,10-,11-,13-,14-,15-,16-,20-,21-/m1/s1	IDBZKGQRLBFUFQ-MTKBYBFRSA-L	681.1207844	CHEBI:64075		MMDBc0054977
BASm0004533	(6S)-NADPHX			Expected Solid	NC(=O)C1=CN([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](OP(=O)([O-])[O-])[C@@H]3O)[C@@H](O)[C@H]2O)[C@@H](O)CC1	C21H28N7O18P3	InChI=1S/C21H32N7O18P3/c22-17-12-19(25-6-24-17)28(7-26-12)21-16(45-47(34,35)36)14(31)10(44-21)5-42-49(39,40)46-48(37,38)41-4-9-13(30)15(32)20(43-9)27-3-8(18(23)33)1-2-11(27)29/h3,6-7,9-11,13-16,20-21,29-32H,1-2,4-5H2,(H2,23,33)(H,37,38)(H,39,40)(H2,22,24,25)(H2,34,35,36)/p-4/t9-,10-,11+,13-,14-,15-,16-,20-,21-/m1/s1	SZKXTJUOKARGIY-VPHRTNKSSA-J	759.0725624	CHEBI:64076		MMDBc0054981
BASm0004534	(6R)-NADPHX			Expected Solid	[H][C@]1(COP(O)(=O)OP([O-])(=O)OC[C@@]2([H])O[C@@]([H])(N3C=C(CC[C@@]3([H])O)C([O-])=N)[C@]([H])(O)[C@]2([H])O)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(OP([O-])([O-])=O)[C@]1([H])O	C21H28N7O18P3	InChI=1S/C21H32N7O18P3/c22-17-12-19(25-6-24-17)28(7-26-12)21-16(45-47(34,35)36)14(31)10(44-21)5-42-49(39,40)46-48(37,38)41-4-9-13(30)15(32)20(43-9)27-3-8(18(23)33)1-2-11(27)29/h3,6-7,9-11,13-16,20-21,29-32H,1-2,4-5H2,(H2,23,33)(H,37,38)(H,39,40)(H2,22,24,25)(H2,34,35,36)/p-4/t9-,10-,11-,13-,14-,15-,16-,20-,21-/m1/s1	SZKXTJUOKARGIY-MTKBYBFRSA-J	759.0725624	CHEBI:64077		MMDBc0054978
BASm0004535	tert-butyl hydroperoxide				CC(C)(C)OO	C4H10O2	InChI=1S/C4H10O2/c1-4(2,3)6-5/h5H,1-3H3	CIHOLLKRGTVIJN-UHFFFAOYSA-N	90.06807956	CHEBI:64090	HMDB0258844	
BASm0004536	(4R)-hydroxysphinganine			Expected Solid	[H][C@]([NH3+])(CO)[C@]([H])(O)[C@]([H])(O)CCCCCCCCCCCCCC	C18H40NO3	InChI=1S/C18H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(21)18(22)16(19)15-20/h16-18,20-22H,2-15,19H2,1H3/p+1/t16-,17+,18-/m0/s1	AERBNCYCJBRYDG-KSZLIROESA-O	318.3002706	CHEBI:64124		MMDBc0054955
BASm0004537	2-methoxy-6-all-trans-decaprenyl-1,4-benzoquinol	2-methoxy-6-all trans-decaprenyl-2-methoxy-1,4-benzoquinol is also known as 2-Methoxy-6-decaprenylhydroquinone or 6-Decaprenyl-2-methoxyhydroquinone.  2-methoxy-6-all trans-decaprenyl-2-methoxy-1,4-benzoquinol is considered to be practically insoluble (in water) and acidic			[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=CC(O)=CC(OC)=C1O)=C(\C)CCC=C(C)C	C57H88O3	InChI=1S/C57H88O3/c1-44(2)22-13-23-45(3)24-14-25-46(4)26-15-27-47(5)28-16-29-48(6)30-17-31-49(7)32-18-33-50(8)34-19-35-51(9)36-20-37-52(10)38-21-39-53(11)40-41-54-42-55(58)43-56(60-12)57(54)59/h22,24,26,28,30,32,34,36,38,40,42-43,58-59H,13-21,23,25,27,29,31,33,35,37,39,41H2,1-12H3/b45-24+,46-26+,47-28+,48-30+,49-32+,50-34+,51-36+,52-38+,53-40+	LIOKNOIJMJKVCG-RDSVHMIISA-N	820.6733467	CHEBI:64180	HMDB0062197	
BASm0004538	6-methoxy-3-methyl-2-all-trans-decaprenyl-1,4-benzoquinol	6-methoxy-3-methyl-2-all-trans-decaprenyl-1,4-benzoquinol is also known as 2-Decaprenyl-6-methoxy-3-methyl-1,4-benzoquinol or 6-Methoxy-3-methyl-2-decaprenylhydroquinone.  6-methoxy-3-methyl-2-all-trans-decaprenyl-1,4-benzoquinol is considered to be practically insoluble (in water) and acidic			[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=C(C)C(O)=CC(OC)=C1O)=C(\C)CCC=C(C)C	C58H90O3	InChI=1S/C58H90O3/c1-44(2)23-14-24-45(3)25-15-26-46(4)27-16-28-47(5)29-17-30-48(6)31-18-32-49(7)33-19-34-50(8)35-20-36-51(9)37-21-38-52(10)39-22-40-53(11)41-42-55-54(12)56(59)43-57(61-13)58(55)60/h23,25,27,29,31,33,35,37,39,41,43,59-60H,14-22,24,26,28,30,32,34,36,38,40,42H2,1-13H3/b45-25+,46-27+,47-29+,48-31+,49-33+,50-35+,51-37+,52-39+,53-41+	XCOXSBLQZPFVGK-RGIWONJESA-N	834.6889968	CHEBI:64181	HMDB0062428	
BASm0004539	3-demethylubiquinol-10	3-demethylubiquinol-10 is considered to be practically insoluble (in water) and acidic			[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=C(C)C(O)=C(O)C(OC)=C1O)=C(\C)CCC=C(C)C	C58H90O4	InChI=1S/C58H90O4/c1-43(2)23-14-24-44(3)25-15-26-45(4)27-16-28-46(5)29-17-30-47(6)31-18-32-48(7)33-19-34-49(8)35-20-36-50(9)37-21-38-51(10)39-22-40-52(11)41-42-54-53(12)55(59)57(61)58(62-13)56(54)60/h23,25,27,29,31,33,35,37,39,41,59-61H,14-22,24,26,28,30,32,34,36,38,40,42H2,1-13H3/b44-25+,45-27+,46-29+,47-31+,48-33+,49-35+,50-37+,51-39+,52-41+	VLMQNHNMQVLPQI-AVRCVIBKSA-N	850.6839114	CHEBI:64182	HMDB0062350	
BASm0004540	ubiquinol-10	Ubiquinol-10 is a benzoquinol and is the reduced product of ubiquinone also called coenzyme Q10.The reduction of ubiquinone to ubiquinol occurs in Complexes I&II in the electron transfer chain. The Q cycle is a process that occurs in cytochrome b[, a component of Complex III in the electron transport chain,and that converts ubiquinol to ubiquinone in a cyclic fashion. When ubiquinol binds to cytochrome b, the pKa of the phenolic group decreases so that the proton ionizes and the phenoxide anion is formed (Wikipedia). Ubiquinol-10, the reduced form of ubiquinone-10, efficiently scavenges free radicals generated chemically within liposomal membranes. Ubiquinol-10 is about as effective in preventing peroxidative damage to lipids as alpha-tocopherol, which is considered the best lipid-soluble antioxidant in humans. The number of radicals scavenged by each molecule of ubiquinol-10 is 1.1 under certain experimental conditions. In contrast to alpha-tocopherol, ubiquinol-10 is not recycled by ascorbate. However, it is known that ubiquinol-10 can be recycled by electron transport carriers present in various biomembranes and possibly by some enzymes. It is shown that ubiquinol-10 spares alpha-tocopherol when both antioxidants are present in the same liposomal membranes and that ubiquinol-10, like alpha-tocopherol, does not interact with reduced glutathione.It is suggested that ubiquinol-10 is an important physiological lipid-soluble antioxidant. [PMID: 2352956].	5677-55-4		COC1=C(OC)C(O)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C(C)=C1O	C59H92O4	InChI=1S/C59H92O4/c1-44(2)24-15-25-45(3)26-16-27-46(4)28-17-29-47(5)30-18-31-48(6)32-19-33-49(7)34-20-35-50(8)36-21-37-51(9)38-22-39-52(10)40-23-41-53(11)42-43-55-54(12)56(60)58(62-13)59(63-14)57(55)61/h24,26,28,30,32,34,36,38,40,42,60-61H,15-23,25,27,29,31,33,35,37,39,41,43H2,1-14H3/b45-26+,46-28+,47-30+,48-32+,49-34+,50-36+,51-38+,52-40+,53-42+	QNTNKSLOFHEFPK-UPTCCGCDSA-N	864.6995614	CHEBI:64183	HMDB0013111	
BASm0004541	(3R,6S)-6-hydroxy-3,7-dimethyloctanoate			Expected Solid		C10H19O3		IQBGVZDRJBTLDN-BDAKNGLRSA-M	187.1339681	CHEBI:64221		MMDBc0055601
BASm0004542	6-hydroxy-3,7-dimethyloctanoate			Expected Solid		C10H19O3		IQBGVZDRJBTLDN-UHFFFAOYNA-M	187.1339681	CHEBI:64223		MMDBc0055601
BASm0004543	6-hydroxy-3-isopropenylheptanoate			Expected Solid	C=C(C)C(CCC(C)O)CC(=O)[O-]	C10H17O3	InChI=1S/C10H18O3/c1-7(2)9(6-10(12)13)5-4-8(3)11/h8-9,11H,1,4-6H2,2-3H3,(H,12,13)/p-1	NQYDFAGFKCSWGI-UHFFFAOYSA-M	185.118318	CHEBI:64224		MMDBc0055600
BASm0004544	(3R,6R)-6-hydroxy-3-isopropenylheptanoate			Expected Solid	C=C(C)[C@H](CC[C@@H](C)O)CC(=O)[O-]	C10H17O3	InChI=1S/C10H18O3/c1-7(2)9(6-10(12)13)5-4-8(3)11/h8-9,11H,1,4-6H2,2-3H3,(H,12,13)/p-1	NQYDFAGFKCSWGI-UHFFFAOYSA-M	185.118318	CHEBI:64225		MMDBc0055600
BASm0004545	(3S,6R)-6-hydroxy-3-isopropenylheptanoate			Expected Solid	C=C(C)[C@@H](CC[C@@H](C)O)CC(=O)[O-]	C10H17O3	InChI=1S/C10H18O3/c1-7(2)9(6-10(12)13)5-4-8(3)11/h8-9,11H,1,4-6H2,2-3H3,(H,12,13)/p-1	NQYDFAGFKCSWGI-UHFFFAOYSA-M	185.118318	CHEBI:64226		MMDBc0055600
BASm0004546	6-isopropenyl-3-methyloxepan-2-one			Expected Solid	C=C(C)C1CCC(C)C(=O)OC1	C10H16O2	InChI=1S/C10H16O2/c1-7(2)9-5-4-8(3)10(11)12-6-9/h8-9H,1,4-6H2,2-3H3/t8-,9-/m0/s1	BBKYOZJVRPOMGL-IUCAKERBSA-N	168.1150298	CHEBI:64229		MMDBc0054920
BASm0004547	(3R,6R)-6-isopropenyl-3-methyloxepan-2-one			Expected Solid	C=C(C)[C@@H]1CC[C@@H](C)C(=O)OC1	C10H16O2	InChI=1S/C10H16O2/c1-7(2)9-5-4-8(3)10(11)12-6-9/h8-9H,1,4-6H2,2-3H3/t8-,9-/m0/s1	BBKYOZJVRPOMGL-IUCAKERBSA-N	168.1150298	CHEBI:64230		MMDBc0054920
BASm0004548	(3S,6R)-6-isopropenyl-3-methyloxepan-2-one			Expected Solid	C=C(C)[C@H]1CC[C@H](C)C(=O)OC1	C10H16O2	InChI=1S/C10H16O2/c1-7(2)9-5-4-8(3)10(11)12-6-9/h8-9H,1,4-6H2,2-3H3/t8-,9-/m0/s1	BBKYOZJVRPOMGL-IUCAKERBSA-N	168.1150298	CHEBI:64232		MMDBc0054920
BASm0004549	3-isopropenyl-6-oxoheptanoate			Expected Solid	C=C(C)C(CCC(C)=O)CC(=O)[O-]	C10H15O3	InChI=1S/C10H16O3/c1-7(2)9(6-10(12)13)5-4-8(3)11/h9H,1,4-6H2,2-3H3,(H,12,13)/p-1	NJOIWWRMLFSDTM-UHFFFAOYSA-M	183.1026679	CHEBI:64234		MMDBc0055386
BASm0004550	(6E)-8-hydroxygeraniol	(6e)-8-hydroxygeraniol, also known as trans,trans-2,6-dimethyl-2,6-octadiene-1,8-diol, is a member of the class of compounds known as acyclic monoterpenoids. Acyclic monoterpenoids are monoterpenes that do not contain a cycle (6e)-8-hydroxygeraniol is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). (6e)-8-hydroxygeraniol can be found in a number of food items such as spelt, barley, italian sweet red pepper, and european plum, which makes (6e)-8-hydroxygeraniol a potential biomarker for the consumption of these food products.			C/C(=C\CC/C(C)=C/CO)CO	C10H18O2	InChI=1S/C10H18O2/c1-9(6-7-11)4-3-5-10(2)8-12/h5-6,11-12H,3-4,7-8H2,1-2H3/b9-6+,10-5+	PREUOUJFXMCMSJ-TXFIJWAUSA-N	170.1306798	CHEBI:64235	HMDB0303979	
BASm0004551	(6E)-8-oxogeraniol				C/C(C=O)=C\CC/C(C)=C/CO	C10H16O2		FRKZCCBKUZTFCA-TXFIJWAUSA-N	168.1150298	CHEBI:64236		
BASm0004552	(6E)-8-hydroxygeranial				C/C(=C\CC/C(C)=C/C=O)CO	C10H16O2	InChI=1S/C10H16O2/c1-9(6-7-11)4-3-5-10(2)8-12/h5-7,12H,3-4,8H2,1-2H3/b9-6+,10-5+	WTWGQWLNUNSMGM-TXFIJWAUSA-N	168.1150298	CHEBI:64238		
BASm0004553	(6E)-8-oxogeranial				C/C(C=O)=C\CC/C(C)=C/C=O	C10H14O2	InChI=1S/C10H14O2/c1-9(6-7-11)4-3-5-10(2)8-12/h5-8H,3-4H2,1-2H3/b9-6+,10-5+	GRHWFPUCRVCMRY-TXFIJWAUSA-N	166.0993797	CHEBI:64239		
BASm0004554	L-threo-7,8-dihydrobiopterin			Expected Solid	C[C@H](O)[C@@H](O)C1=Nc2c([nH]c(N)nc2=O)NC1	C9H13N5O3	InChI=1S/C9H13N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3,6,15-16H,2H2,1H3,(H4,10,11,13,14,17)/t3-,6+/m0/s1	FEMXZDUTFRTWPE-BBIVZNJYSA-N	239.1018393	CHEBI:64240		MMDBc0056067
BASm0004555	L-threo-tetrahydrobiopterin			Expected Solid	C[C@H](O)[C@@H](O)[C@H]1CNc2[nH]c(N)nc(=O)c2N1	C9H15N5O3	InChI=1S/C9H15N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,6,12,15-16H,2H2,1H3,(H4,10,11,13,14,17)/t3-,4+,6+/m0/s1	FNKQXYHWGSIFBK-MRKVFDINSA-N	241.1174894	CHEBI:64241		MMDBc0056068
BASm0004556	3-demethylubiquinol-6	2-Hexaprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinol is an ubiquinone derivative that is an intermediate in ubiquinone-6 biosynthesis. Ubiquinone (also known as coenzyme Q) is an isoprenoid quinone that functions as an electron carrier in membranes. In eukaryotes ubiquinone is found mostly within the inner mitochondrial membrane, where it functions in respiratory electron transport, transferring two electrons from either complex I (NADH dehydrogenase) or complex II (succinate-ubiquinone reductase) to complex III (bc1 complex). The quinone nucleus of ubiquinone is derived directly from 4-hydroxybenzoate , while the isoprenoid subunits of the polyisoprenoid tail are synthesized via the methylerythritol phosphate pathway , which feeds isoprene units into the Polyprenyl Biosynthesis pathways. The number of isoprenoid subunits in the ubiquinone side chain vary in different species. For example, Saccharomyces cerevisiae subsp (S288c) has 6 such subunits, Escherichia coli K-12 has 8, rat and mouse have 9, and Homo sapiens has 10. The ubiquinones are often named according to the number of carbons in the side chain or the number of isoprenoid subunits. The ubiquinone biosynthesis pathway has been elucidated primarily by the use of mutant strains that accumulate pathway intermediates. 2-Hexaprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinol is a substrate for hexaprenyldihydroxybenzoate methyltransferase, mitochondrial precursor (COQ3) and can be generated from 2-hexaprenyl-3-methyl-6-methoxy-1,4-benzoquinol. Then it can be converted to ubiquinol-6.(BioCyc).		Solid	COc1c(O)c(O)c(C)c(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)c1O	C38H58O4	InChI=1S/C38H58O4/c1-27(2)15-10-16-28(3)17-11-18-29(4)19-12-20-30(5)21-13-22-31(6)23-14-24-32(7)25-26-34-33(8)35(39)37(41)38(42-9)36(34)40/h15,17,19,21,23,25,39-41H,10-14,16,18,20,22,24,26H2,1-9H3/b28-17-,29-19+,30-21+,31-23+,32-25-	ZQXNZNKHQXLVCV-QXVHJBQVSA-N	578.4335103	CHEBI:64253	HMDB0012146	
BASm0004557	1,4-dihydroxy-6-naphthoate				O=C([O-])c1ccc2c(O)ccc(O)c2c1	C11H8O4	InChI=1S/C11H8O4/c12-9-3-4-10(13)8-5-6(11(14)15)1-2-7(8)9/h1-5,12-13H,(H,14,15)	HVZYIHBMRFYBRI-UHFFFAOYSA-N	204.0422587	CHEBI:64254		
BASm0004558	erythromycin C				CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(O)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H]([NH+](C)C)[C@H]2O)[C@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@]1(C)O	C36H65NO13		MWFRKHPRXPSWNT-LNHACKEZSA-N	719.4455912	CHEBI:64258		
BASm0004559	(6E)-8-oxolinalool			Expected Solid	C=CC(C)(O)CC/C=C(\C)C=O	C10H16O2	InChI=1S/C10H16O2/c1-4-10(3,12)7-5-6-9(2)8-11/h4,6,8,12H,1,5,7H2,2-3H3/b9-6+	HRVZNWRZLYDLBU-RMKNXTFCSA-N	168.1150298	CHEBI:64259		MMDBc0054071
BASm0004560	lupanine				O=C1CCC[C@@H]2[C@H]3C[C@@H](CN12)[C@@H]1CCCC[NH+]1C3	C15H24N2O	InChI=1S/C15H24N2O/c18-15-6-3-5-14-11-8-12(10-17(14)15)13-4-1-2-7-16(13)9-11/h11-14H,1-10H2	JYIJIIVLEOETIQ-UHFFFAOYSA-N	248.1888634	CHEBI:64261	HMDB0242561	
BASm0004561	17-hydroxylupanine			Expected Solid	O=C1CCC[C@@H]2[C@H]3C[C@@H](CN12)[C@@H]1CCCC[NH+]1C3O	C15H25N2O2	InChI=1S/C15H24N2O2/c18-14-6-3-5-13-11-8-10(9-17(13)14)12-4-1-2-7-16(12)15(11)19/h10-13,15,19H,1-9H2/p+1/t10-,11+,12-,13+,15?/m0/s1	LCORZQTZVFOPGT-IZADBBIGSA-O	265.1910545	CHEBI:64262		MMDBc0055185
BASm0004562	tricyclene	1,7,7-Trimethyltricyclo[2.2.1.02,6]heptane is found in caraway. 1,7,7-Trimethyltricyclo[2.2.1.02,6]heptane is found in essential oils, e.g. Juniperus communis (Juniper), Ferula galbaniflua (galbanum) and Picea species.	508-32-7	Solid	CC1(C)C2CC3C(C2)C31C	C10H16	InChI=1S/C10H16/c1-9(2)6-4-7-8(5-6)10(7,9)3/h6-8H,4-5H2,1-3H3	RRBYUSWBLVXTQN-UHFFFAOYSA-N	136.1252005	CHEBI:64266	HMDB0038121	
BASm0004563	5-methyltetrahydrosarcinapterin			Expected Solid	C[C@@H]1Nc2nc(N)[nH]c(=O)c2N(C)[C@H]1[C@@H](C)Nc1ccc(C[C@H](O)[C@H](O)[C@H](O)CO[C@H]2O[C@H](COP(=O)([O-])O[C@@H](CCC(=O)[O-])C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])[C@@H](O)[C@H]2O)cc1	C36H54N7O19P	InChI=1S/C36H54N7O19P/c1-15(26-16(2)39-31-27(43(26)3)33(54)42-36(37)41-31)38-18-6-4-17(5-7-18)12-20(44)28(50)21(45)13-59-35-30(52)29(51)23(61-35)14-60-63(57,58)62-22(9-11-25(48)49)32(53)40-19(34(55)56)8-10-24(46)47/h4-7,15-16,19-23,26,28-30,35,38,44-45,50-52H,8-14H2,1-3H3,(H,40,53)(H,46,47)(H,48,49)(H,55,56)(H,57,58)(H4,37,39,41,42,54)/t15-,16+,19+,20+,21-,22+,23-,26+,28+,29-,30-,35+/m1/s1	DVZXLRSUEMKBID-XVKAKHOPSA-N	919.3212095	CHEBI:64267		MMDBc0054283
BASm0004564	erythromycin A				CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H]([NH+](C)C)[C@H]2O)[C@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@]1(C)O	C37H67NO13	InChI=1S/C37H67NO13/c1-14-25-37(10,45)30(41)20(4)27(39)18(2)16-35(8,44)32(51-34-28(40)24(38(11)12)15-19(3)47-34)21(5)29(22(6)33(43)49-25)50-26-17-36(9,46-13)31(42)23(7)48-26/h18-26,28-32,34,40-42,44-45H,14-17H2,1-13H3/t18-,19-,20+,21+,22-,23+,24+,25-,26+,28-,29-,30-,31+,32-,34-,35-,36-,37-/m1/s1	ULGZDMOVFRHVEP-AWDTWOKFSA-N	733.4612412	CHEBI:64268		
BASm0004565	cyclic dehypoxanthinylfutalosinate			Expected Solid	O=C([O-])c1ccc2c(c1)C(=O)CC[C@@]21OC(O)[C@H](O)[C@@H]1O	C14H13O7	InChI=1S/C14H14O7/c15-9-3-4-14(11(17)10(16)13(20)21-14)8-2-1-6(12(18)19)5-7(8)9/h1-2,5,10-11,13,16-17,20H,3-4H2,(H,18,19)/p-1/t10-,11+,13?,14-/m1/s1	BAUPPZJHTWBQAS-ZZWXXDIBSA-M	293.0666763	CHEBI:64270		MMDBc0055831
BASm0004566	7-hydroxy-4-isopropenyl-7-methyloxepan-2-one			Expected Solid	C=C(C)C1CCC(C)(O)OC(=O)C1	C10H16O3	InChI=1S/C10H16O3/c1-7(2)8-4-5-10(3,12)13-9(11)6-8/h8,12H,1,4-6H2,2-3H3/t8-,10-/m1/s1	ZZVPZXLETLTSEB-PSASIEDQSA-N	184.1099444	CHEBI:64274		MMDBc0054950
BASm0004567	Reactive Blue 5			Expected Solid	Nc1c(S(=O)(=O)[O-])cc(Nc2ccc(S(=O)(=O)[O-])c(Nc3nc(Cl)nc(Nc4cccc(S(=O)(=O)[O-])c4)n3)c2)c2c1C(O)c1ccccc1C2O	C29H21ClN7O11S3	InChI=1S/C29H24ClN7O11S3/c30-27-35-28(33-13-4-3-5-15(10-13)49(40,41)42)37-29(36-27)34-18-11-14(8-9-20(18)50(43,44)45)32-19-12-21(51(46,47)48)24(31)23-22(19)25(38)16-6-1-2-7-17(16)26(23)39/h1-12,25-26,32,38-39H,31H2,(H,40,41,42)(H,43,44,45)(H,46,47,48)(H2,33,34,35,36,37)/p-3	TWSFSSBSSCLGKM-UHFFFAOYSA-K	774.0166165	CHEBI:64278		MMDBc0056286
BASm0004568	erythromycin B			Expected Solid		C37H68NO12		IDRYSCOQVVUBIJ-AECSHWPFSA-O	718.4736031	CHEBI:64279		MMDBc0015799
BASm0004569	(E)-beta-ocimene	trans-Ocimene is found in allspice. trans-Ocimene is a constituent of the pheromones of Anastrepha suspensa, Euploea tulliolus koxinga, and Labidus species (CCD). Ocimene refers to several isomeric hydrocarbons. The ocimenes are monoterpenes found within a variety of plants and fruits. alpha-Ocimene and the two beta-ocimenes differ in the position of the isolated double bond: it is terminal in the alpha-isomer. alpha-Ocimene is 3,7-dimethyl-1,3,7-octatriene. beta-Ocimene is 3,7-dimethyl-1,3,6-octatriene. beta-Ocimene exists in two stereoisomeric forms, cis and trans, with respect to the central double bond. The ocimenes are often found naturally as mixtures of the various forms. The mixture (as well as the pure compounds) is an oil with a pleasant odour and it is used in perfumery.	3779-61-1	Liquid	CC(C)=CC\C=C(/C)C=C	C10H16	InChI=1S/C10H16/c1-5-10(4)8-6-7-9(2)3/h5,7-8H,1,6H2,2-4H3/b10-8+	IHPKGUQCSIINRJ-CSKARUKUSA-N	136.1252005	CHEBI:64280	HMDB0030089	
BASm0004570	(Z)-biformene			Expected Solid		C20H32		VJVMMXUPZGOBSN-ZMYBETPQSA-N	272.250401	CHEBI:64282		MMDBc0054019
BASm0004571	8-hydroxycopalyl diphosphate	An organophosphate oxoanion obtained by deprotonation of the diphosphate OH groups of copal-8-ol diphosphate; major species at pH 7.3.				C20H35O8P2		ZDGVATANBJCRHY-NUKBDRAPSA-K	465.1823628	CHEBI:64283		
BASm0004572	(2R,4S)-bornyl diphosphate		64822-87-3			C10H17O7P2		VZPAJODTZAAANV-QXFUBDJGSA-K	311.0465976	CHEBI:64285		
BASm0004573	6-amino-6-deoxyfutalosine			Expected Solid	[H][C@]1(CCC(=O)C2=CC(=CC=C2)C([O-])=O)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O	C19H18N5O6	InChI=1S/C19H19N5O6/c20-16-13-17(22-7-21-16)24(8-23-13)18-15(27)14(26)12(30-18)5-4-11(25)9-2-1-3-10(6-9)19(28)29/h1-3,6-8,12,14-15,18,26-27H,4-5H2,(H,28,29)(H2,20,21,22)/p-1/t12-,14-,15-,18-/m1/s1	JSTYUEOJPRFLHR-SCFUHWHPSA-M	412.1262569	CHEBI:64286		MMDBc0055595
BASm0004575	7-oxocholesterol	7-Ketocholesterol is a major oxidation product of cholesterol (oxysterol) found in human atherosclerotic plaque and is more atherogenic than cholesterol in some animal studies. Oxysterols (oxygenated forms of cholesterol) are present at low levels in the circulation and accumulate is plasma and tissues in some pathologies. In atherosclerotic lesions, 7-oxygenated oxysterols, predominantly 7-ketocholesterol, accumulate and have been implicated in the pathology of the disease. There is some in vivo and in vitro evidence that sterol 27-hydroxylase acts on 7-ketocholesterol to initiate its degradation to more polar, water-soluble products. Recent studies indicate an alternative mechanism, in which 7-ketocholesterol is reduced to 7 beta-hydroxycholesterol by 11 beta-hydroxysteroid dehydrogenase type 1. 7-Ketocholesterol can inhibit cholesterol 7 alpha-hydroxylase, the rate-limiting step in bile acid biosynthesis, as well as strongly inhibiting HMG-CoA reductase, the rate-limiting enzyme in cholesterol biosynthesis. It has even been suggested that 7-ketocholesterol is formed enzymically as an endogenous regulator of cholesterol biosynthesis. However, when tested as a pharmacological cholesterol-lowering agent, inhibition of HMG-CoA reductase was rapidly overcome and the 7-ketocholesterol metabolised. In vitro, 7-ketocholesterol has wide-ranging and potent effects, most of which have the potential to contribute to atherosclerosis. For example, 7-ketocholesterol can be cytotoxic and can induce apoptosis in vascular cells. These effects, either individually or more likely, in combination, all implicate 7-ketocholesterol in the initiation and development of atherosclerosis, but further work is needed to establish whether or not its role is a direct causal one. 7-Ketocholesterol is the second most abundant oxysterol found in human atherosclerotic plaque, after the enzymically formed 27-hydroxycholesterol (cholest-5-ene-3beta,27-diol). 7-Ketocholesterol differs from cholesterol by a ketone functional group present at the 7-position. It is produced from cholesterol via the epimeric cholesterol 7-hydroperoxides (cholest-5-ene-3beta-ol-7-hydroperoxide) which decompose to the epimeric 7-hydroxycholesterols (cholest-5-ene-3beta,7-diol) and 7-ketocholesterol. 7-Ketocholesterol is a major dietary oxysterol. It has also been widely suggested that 7-ketocholesterol present in atherosclerotic tissue may be derived from the diet. Certainly, 7-ketocholesterol is a major oxysterol found in cholesterol-rich processed foodstuffs. Dietary 7-ketocholesterol is rapidly metabolised by the liver to 7beta-hydroxycholesterol (cholest-5-ene-3beta,7beta-diol), unusual bile acids and perhaps even cholesterol itself. Its conversion to 7beta-hydroxycholesterol is well documented. (PMID: 15798369, 10224662).	566-28-9	Solid	[H][C@@](C)(CCCC(C)C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])C(=O)C=C4C[C@@]([H])(O)CC[C@]4(C)[C@@]3([H])CC[C@]12C	C27H44O2	InChI=1S/C27H44O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-23,25,28H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,25+,26+,27-/m1/s1	YIKKMWSQVKJCOP-ABXCMAEBSA-N	400.3341307	CHEBI:64294	HMDB0000501	
BASm0004577	N(1)-(3-aminopropyl)agmatine			Expected Solid	[NH3+]CCCNCCCCNC([NH3+])=[NH2+]	C8H24N5	InChI=1S/C8H21N5/c9-4-3-6-12-5-1-2-7-13-8(10)11/h12H,1-7,9H2,(H4,10,11,13)/p+3	XYCUJKFFVBCJEF-UHFFFAOYSA-Q	190.2015251	CHEBI:64335		MMDBc0056166
BASm0004578	2-acetylphloroglucinol	2',4',6'-Trihydroxyacetophenone is found in fruits. 2',4',6'-Trihydroxyacetophenone is isolated from bark of Prunus domestica (plum	480-66-0		CC(=O)C1=C(O)C=C(O)C=C1O	C8H8O4	InChI=1S/C8H8O4/c1-4(9)8-6(11)2-5(10)3-7(8)12/h2-3,10-12H,1H3	XLEYFDVVXLMULC-UHFFFAOYSA-N	168.0422587	CHEBI:64344	HMDB0029644	
BASm0004579	4-O-beta-D-mannopyranosyl-D-glucopyranose			Expected Solid	[H]C1(O)O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]2([H])O)[C@]([H])(O)[C@@]1([H])O	C12H22O11	InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8-,9+,10-,11?,12+/m1/s1	GUBGYTABKSRVRQ-OKIQBEFVSA-N	342.1162115	CHEBI:64351		MMDBc0055532
BASm0004580	UDP-N-acetyl-alpha-D-glucosamine 3'-phosphate			Expected Solid	[H][C@]1(COP(O)(=O)OP(O)(=O)O[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(OP([O-])([O-])=O)[C@@]2([H])N=C(C)[O-])O[C@@]([H])(N2C=CC([O-])=NC2=O)[C@]([H])(O)[C@]1([H])O	C17H24N3O20P3	InChI=1S/C17H28N3O20P3/c1-6(22)18-10-14(38-41(28,29)30)12(25)7(4-21)37-16(10)39-43(33,34)40-42(31,32)35-5-8-11(24)13(26)15(36-8)20-3-2-9(23)19-17(20)27/h2-3,7-8,10-16,21,24-26H,4-5H2,1H3,(H,18,22)(H,31,32)(H,33,34)(H,19,23,27)(H2,28,29,30)/p-4/t7-,8-,10-,11-,12-,13-,14-,15-,16-/m1/s1	OGVYJNPFVHQJJS-CFRASDGPSA-J	683.0187955	CHEBI:64353		MMDBc0056356
BASm0004581	beta-sesquiphellandrene			Expected Solid	[H][C@](C)(CCC=C(C)C)[C@@]1([H])CCC(=C)C=C1	C15H24	InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6,8,10,14-15H,3,5,7,9,11H2,1-2,4H3/t14-,15+/m0/s1	PHWISBHSBNDZDX-LSDHHAIUSA-N	204.1878008	CHEBI:64361		MMDBc0047768
BASm0004584	1-O-(9Z-octadecenyl)-sn-glycero-3-phosphocholine	A 1-alkyl-sn-glycero-3-phosphocholine in which the alkyl group is specified as oleyl (9Z-octadecenyl).			CCCCCCCC/C=C\CCCCCCCCOC[C@@H](O)COP(=O)([O-])OCC[N+](C)(C)C	C26H54NO6P	InChI=1S/C26H54NO6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-22-31-24-26(28)25-33-34(29,30)32-23-21-27(2,3)4/h12-13,26,28H,5-11,14-25H2,1-4H3/b13-12-/t26-/m1/s1	XWYSLMAMRKYUFH-HTOVTZSWSA-N		CHEBI:64396		
BASm0004587	1,2-diacyl-glycero-3-phosphocholine				*C(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(*)=O					CHEBI:64482		
BASm0004588	1-tetradecanoyl-sn-glycero-3-phosphocholine	LysoPC(14:0/0:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(14:0/0:0), in particular, consists of one chain of myristic acid at the C-1 position. The myristic acid moiety is derived from nutmeg and butter. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor family of integral membrane proteins. LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4.  binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood.  Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910).  LPCs have a number of protective or anti-inflammatory effects.  Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910).  Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.	20559-16-4		CCCCCCCCCCCCCC(=O)OC[C@@H](O)COP([O-])(=O)OCC[N+](C)(C)C	C22H46NO7P	InChI=1S/C22H46NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-22(25)28-19-21(24)20-30-31(26,27)29-18-17-23(2,3)4/h21,24H,5-20H2,1-4H3/t21-/m1/s1	VXUOFDJKYGDUJI-OAQYLSRUSA-N	467.3011893	CHEBI:64489	HMDB0010379	
BASm0004589	1-O-hexadecyl-sn-glycero-3-phosphocholine			Expected Solid	[H][C@@](O)(COCCCCCCCCCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C24H52NO6P	InChI=1S/C24H52NO6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-29-22-24(26)23-31-32(27,28)30-21-19-25(2,3)4/h24,26H,5-23H2,1-4H3/t24-/m1/s1	VLBPIWYTPAXCFJ-XMMPIXPASA-N	481.3532254	CHEBI:64496		MMDBc0054125
BASm0004590	brevianamide F			Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(CC1=CNC3=CC=CC=C13)N=C2O	C16H17N3O2	InChI=1S/C16H17N3O2/c20-15-14-6-3-7-19(14)16(21)13(18-15)8-10-9-17-12-5-2-1-4-11(10)12/h1-2,4-5,9,13-14,17H,3,6-8H2,(H,18,20)/t13-,14-/m0/s1	RYFZBPVMVYTEKZ-KBPBESRZSA-N	283.1320768	CHEBI:64530		MMDBc0020318
BASm0004591	fumitremorgin B			Expected Solid	[H][C@@]12CCCN1C(=O)[C@@]1(O)N(C2=O)[C@@]([H])(C=C(C)C)C2=C(C3=C(C=C(OC)C=C3)N2CC=C(C)C)[C@]1([H])O	C27H33N3O5	InChI=1S/C27H33N3O5/c1-15(2)10-12-28-20-14-17(35-5)8-9-18(20)22-23(28)21(13-16(3)4)30-25(32)19-7-6-11-29(19)26(33)27(30,34)24(22)31/h8-10,13-14,19,21,24,31,34H,6-7,11-12H2,1-5H3/t19-,21-,24-,27+/m0/s1	WEIYXEFMCIRZHC-MWGWWEMPSA-N	479.2420212	CHEBI:64531		MMDBc0020363
BASm0004592	2-hydroxybutanoate			Expected Solid	CCC(O)C(=O)[O-]	C4H7O3	InChI=1S/C4H8O3/c1-2-3(5)4(6)7/h3,5H,2H2,1H3,(H,6,7)/p-1	AFENDNXGAFYKQO-UHFFFAOYSA-M	103.0400677	CHEBI:64552		MMDBc0055244
BASm0004593	(E)-4-coumaroyl alcohol	4-Coumaryl alcohol (CAS: 3690-05-9), also known as p-coumaryl alcohol or 4-hydroxycoumarin, belongs to the class of organic compounds known as cinnamyl alcohols. These are aromatic alcohols containing a 3-phenylprop-2-en-1-ol moiety. Outside of the human body, 4-Coumaryl alcohol has been detected, but not quantified in, several different foods, such as loquats, sweet basils, capers, red algae, and squashberries. This could make 4-coumaryl alcohol a potential biomarker for the consumption of these foods. 4-Coumaryl alcohol is a substrate for NAD(P)H dehydrogenase 1.	20649-40-5	Solid	OC\C=C\C1=CC=C(O)C=C1	C9H10O2	InChI=1S/C9H10O2/c10-7-1-2-8-3-5-9(11)6-4-8/h1-6,10-11H,7H2/b2-1+	PTNLHDGQWUGONS-OWOJBTEDSA-N	150.0680796	CHEBI:64555	HMDB0003654	
BASm0004594	(E)-sinapyl alcohol	Sinapyl alcohol is an organic compound derived from cinnamic acid. This phytochemical is one of the monolignols. It is biosynthetized via the phenylpropanoid biochemical pathway, its immediate precursor being sinapaldehyde. Sinapyl alcohol is a precursor to lignin or lignans. It is also a biosynthetic precursor to various stilbenes and coumarins.[From Wiki].	537-33-7	Solid	COC1=CC(\C=C\CO)=CC(OC)=C1O	C11H14O4	InChI=1S/C11H14O4/c1-14-9-6-8(4-3-5-12)7-10(15-2)11(9)13/h3-4,6-7,12-13H,5H2,1-2H3/b4-3+	LZFOPEXOUVTGJS-ONEGZZNKSA-N	210.0892089	CHEBI:64557	HMDB0013070	
BASm0004595	methionine				CSCCC([NH3+])C(=O)[O-]	C5H11NO2S	InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)	FFEARJCKVFRZRR-UHFFFAOYSA-N	149.0510493	CHEBI:64558	HMDB0250775	
BASm0004596	hexadecanoyl-sn-glycero-3-phosphocholine				[1*]OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)O[2*]					CHEBI:64563		
BASm0004601	a triacyl-sn-glycerol				[1*]C(=O)OC[C@H](COC([3*])=O)OC([2*])=O					CHEBI:64615		
BASm0004602	(3R)-3-methyl-D-ornithine				C[C@H](CC[NH3+])[C@@H]([NH3+])C(=O)[O-]	C6H14N2O2	InChI=1S/C6H14N2O2/c1-4(2-3-7)5(8)6(9)10/h4-5H,2-3,7-8H2,1H3,(H,9,10)/t4-,5-/m1/s1	HYUPFEBCCJWDJX-RFZPGFLSSA-N	146.1055277	CHEBI:64642		
BASm0004603	(3R)-3-methyl-D-ornithyl-N(6)-L-lysine			Expected Solid	C[C@H](CC[NH3+])[C@@H]([NH3+])C(=O)NCCCC[C@H]([NH3+])C(=O)[O-]	C12H28N4O3	InChI=1S/C12H26N4O3/c1-8(5-6-13)10(15)11(17)16-7-3-2-4-9(14)12(18)19/h8-10H,2-7,13-15H2,1H3,(H,16,17)(H,18,19)/p+2/t8-,9+,10-/m1/s1	PBUWDBPUDWMXGC-KXUCPTDWSA-P	276.2150436	CHEBI:64643		MMDBc0054902
BASm0004604	2,6-dioxo-6-phenylhexa-3-enoate			Expected Solid	O=C([O-])C(=O)C=CCC(=O)c1ccccc1	C12H9O4	InChI=1S/C12H10O4/c13-10(9-5-2-1-3-6-9)7-4-8-11(14)12(15)16/h1-6,8H,7H2,(H,15,16)/p-1	QPGAZPBFRAAJBD-UHFFFAOYSA-M	217.0506324	CHEBI:64675		MMDBc0055304
BASm0004605	daunorubicin				COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(C)=O)C[C@@H]3O[C@H]1C[C@H]([NH3+])[C@H](O)[C@H](C)O1	C27H29NO10	InChI=1S/C27H29NO10/c1-10-22(30)14(28)7-17(37-10)38-16-9-27(35,11(2)29)8-13-19(16)26(34)21-20(24(13)32)23(31)12-5-4-6-15(36-3)18(12)25(21)33/h4-6,10,14,16-17,22,30,32,34-35H,7-9,28H2,1-3H3	STQGQHZAVUOBTE-UHFFFAOYSA-N	527.1791461	CHEBI:64677	HMDB0255779	
BASm0004607	(+)-artemisinic aldehyde				C=C(C=O)[C@@H]1CC[C@@H](C)[C@@H]2CCC(C)=C[C@@H]21	C15H22O	InChI=1S/C15H22O/c1-10-4-6-13-11(2)5-7-14(12(3)9-16)15(13)8-10/h8-9,11,13-15H,3-7H2,1-2H3	SVAPNGMAOHQQFJ-UHFFFAOYSA-N	218.1670653	CHEBI:64688		
BASm0004608	(11R)-dihydroartemisinic aldehyde	A sesquiterpenoid aldehyde, an intermedediate and reduction product from artemisinic aldehyde in the biosynthesis of artemisinin from artemisinic alcohol in Artemisia annua.			CC1=C[C@H]2[C@@H](CC1)[C@H](C)CC[C@H]2[C@@H](C)C=O	C15H24O	InChI=1S/C15H24O/c1-10-4-6-13-11(2)5-7-14(12(3)9-16)15(13)8-10/h8-9,11-15H,4-7H2,1-3H3/t11-,12+,13+,14+,15+/m1/s1	PIUSZJFEZXYOAT-QTVXIADOSA-N		CHEBI:64691		
BASm0004611	sn-glycero-3-phospho-(1'-sn-glycerol)	Glycerophosphoglycerol (CAS: 6418-92-4) belongs to the class of organic compounds known as dialkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly two alkyl chains. Glycerophosphoglycerol forms the head group of a class of glycerophospholipids in which a phosphoglycerol moiety occupies a glycerol substitution site. Termed, phosphatidylglycerols (PG), these lipids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18, and 20 carbons are the most common.	185615-51-4		O=P([O-])(OC[C@H](O)CO)OC[C@@H](O)CO	C6H15O8P	InChI=1S/C6H15O8P/c7-1-5(9)3-13-15(11,12)14-4-6(10)2-8/h5-10H,1-4H2,(H,11,12)/t5-,6+	LLCSXHMJULHSJN-OLQVQODUSA-N	246.0504544	CHEBI:64717	HMDB0240316	
BASm0004622	1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl-sn-glycero-3-phospho]-glycerol				[1*]C(=O)OC[C@H](COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@H](O)COC([3*])=O)OC([2*])=O					CHEBI:64743		
BASm0004623	EDTA	Edetic Acid is only found in individuals that have used or taken this drug. It is a chelating agent (chelating agents) that sequesters a variety of polyvalent cations. It is used in pharmaceutical manufacturing and as a food additive. [PubChem]The pharmacologic effects of edetate calcium disodium are due to the formation of chelates with divalent and trivalent metals. A stable chelate will form with any metal that has the ability to displace calcium from the molecule, a feature shared by lead, zinc, cadmium, manganese, iron and mercury. The amounts of manganese and iron metabolized are not significant. Copper is not mobilized and mercury is unavailable for chelation because it is too tightly bound to body ligands or it is stored in inaccessible body compartments. The excretion of calcium by the body is not increased following intravenous administration of edetate calcium disodium, but the excretion of zinc is considerably increased.	62-33-9	Solid		C10H14N2O8		KCXVZYZYPLLWCC-UHFFFAOYSA-L	290.0761126	CHEBI:64755	HMDB0015109	
BASm0004624	3-hexadecanoyl-sn-glycerol				CCCCCCCCCCCCCCCC(=O)OC[C@H](O)CO	C19H38O4	InChI=1S/C19H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(22)23-17-18(21)16-20/h18,20-21H,2-17H2,1H3/t18-/m1/s1	QHZLMUACJMDIAE-GOSISDBHSA-N	330.2770097	CHEBI:64757		MMDBc0034221
BASm0004626	sn-glycero-3-phospho-L-serine			Expected Solid	[H][C@@](O)(CO)COP(O)(=O)OC[C@]([H])(N)C([O-])=O	C6H13NO8P	InChI=1S/C6H14NO8P/c7-5(6(10)11)3-15-16(12,13)14-2-4(9)1-8/h4-5,8-9H,1-3,7H2,(H,10,11)(H,12,13)/p-1/t4-,5+/m1/s1	ZWZWYGMENQVNFU-UHNVWZDZSA-M	258.038427	CHEBI:64765		MMDBc0056311
BASm0004628	3-heptaprenyl-sn-glycero-1-phosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])COC[C@]([H])(O)COP([O-])([O-])=O)=C(\C)CCC=C(C)C	C38H63O6P	InChI=1S/C38H65O6P/c1-31(2)15-9-16-32(3)17-10-18-33(4)19-11-20-34(5)21-12-22-35(6)23-13-24-36(7)25-14-26-37(8)27-28-43-29-38(39)30-44-45(40,41)42/h15,17,19,21,23,25,27,38-39H,9-14,16,18,20,22,24,26,28-30H2,1-8H3,(H2,40,41,42)/p-2/b32-17+,33-19+,34-21+,35-23+,36-25+,37-27+/t38-/m0/s1	CVJYKALOCTYTRR-HNNRUBMXSA-L	646.4373239	CHEBI:64781		MMDBc0055367
BASm0004629	(+)-artemisinate		80286-58-4			C15H21O2		PLQMEXSCSAIXGB-SAXRGWBVSA-M	233.1547035	CHEBI:64782		
BASm0004630	(+)-artemisinic alcohol					C15H24O		CZSSHKCZSDDOAH-UNQGMJICSA-N	220.1827154	CHEBI:64783		
BASm0004631	[(1R)-2,2,3-trimethyl-5-oxocyclopent-3-enyl]acetyl-CoA			Expected Solid	[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)C[C@@]1([H])C(=O)C=C(C)C1(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C31H44N7O18P3S	InChI=1S/C31H48N7O18P3S/c1-16-10-18(39)17(31(16,4)5)11-21(41)60-9-8-33-20(40)6-7-34-28(44)25(43)30(2,3)13-53-59(50,51)56-58(48,49)52-12-19-24(55-57(45,46)47)23(42)29(54-19)38-15-37-22-26(32)35-14-36-27(22)38/h10,14-15,17,19,23-25,29,42-43H,6-9,11-13H2,1-5H3,(H,33,40)(H,34,44)(H,48,49)(H,50,51)(H2,32,35,36)(H2,45,46,47)/p-4/t17-,19+,23+,24+,25-,29+/m0/s1	QRPFCCJPSQOMPY-WNZSEHGDSA-J	927.1698341	CHEBI:64784		MMDBc0055082
BASm0004632	[(2R)-3,3,4-trimethyl-6-oxo-3,6-dihydro-1H-pyran-2-yl]acetyl-CoA			Expected Solid	[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)C[C@@]1([H])OC(=O)C=C(C)C1(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C31H44N7O19P3S	InChI=1S/C31H48N7O19P3S/c1-16-10-20(40)55-18(31(16,4)5)11-21(41)61-9-8-33-19(39)6-7-34-28(44)25(43)30(2,3)13-53-60(50,51)57-59(48,49)52-12-17-24(56-58(45,46)47)23(42)29(54-17)38-15-37-22-26(32)35-14-36-27(22)38/h10,14-15,17-18,23-25,29,42-43H,6-9,11-13H2,1-5H3,(H,33,39)(H,34,44)(H,48,49)(H,50,51)(H2,32,35,36)(H2,45,46,47)/p-4/t17-,18-,23-,24-,25+,29-/m1/s1	QVDBPCIECHFDHZ-GBKDGTAPSA-J	943.1647487	CHEBI:64785		MMDBc0055085
BASm0004633	(+)-6-exo-hydroxycamphor					C10H16O2		UNOCSJVDJYDPTN-FWWHASMVSA-N	168.1150298	CHEBI:64786		
BASm0004634	(+)-6-endo-hydroxycamphor					C10H16O2		UNOCSJVDJYDPTN-XSSZXYGBSA-N	168.1150298	CHEBI:64787		
BASm0004635	3-(4-hydroxycyclohex-2-en-1-ylidene)pyruvate			Expected Solid		C9H9O4		MPMDLNLJFJLITQ-UHFFFAOYNA-M	181.0506324	CHEBI:64789		MMDBc0055334
BASm0004636	tetrahydro-4-hydroxyphenylpyruvate	A 2-oxo monocarboxylic acid anion that is the conjugate base of tetrahydro-4-hydroxyphenylpyruvic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C9H11O4		ABMPOYCAXJZJJB-UHFFFAOYNA-M	183.0662824	CHEBI:64790		
BASm0004637	tetrahydrotyrosine	An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of tetrahydrotyrosine; major species at pH 7.3.				C9H15NO3		IDAZNKKJQCQDMT-UHFFFAOYNA-N	185.1051933	CHEBI:64791		
BASm0004638	2-oxospirilloxanthin			Expected Solid	COC(C)(C)C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C(=O)C(C)(C)OC	C42H58O3	InChI=1S/C42H58O3/c1-34(22-15-24-36(3)26-17-28-38(5)30-19-33-41(7,8)44-11)20-13-14-21-35(2)23-16-25-37(4)27-18-29-39(6)31-32-40(43)42(9,10)45-12/h13-32H,33H2,1-12H3/b14-13+,22-15+,23-16+,26-17+,27-18+,30-19+,32-31+,34-20+,35-21+,36-24+,37-25+,38-28+,39-29+	AUIMFBMJZYMMRO-MRLRKSOKSA-N	610.4385957	CHEBI:64792		MMDBc0054186
BASm0004639	2,2'-dioxospirilloxanthin			Expected Solid	COC(C)(C)C(=O)\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C(=O)C(C)(C)OC	C42H56O4	InChI=1S/C42H56O4/c1-33(21-15-23-35(3)25-17-27-37(5)29-31-39(43)41(7,8)45-11)19-13-14-20-34(2)22-16-24-36(4)26-18-28-38(6)30-32-40(44)42(9,10)46-12/h13-32H,1-12H3/b14-13+,21-15+,22-16+,25-17+,26-18+,31-29+,32-30+,33-19+,34-20+,35-23+,36-24+,37-27+,38-28+	MNKGOUOMGDXWPK-YDDLGYPNSA-N	624.4178603	CHEBI:64793		MMDBc0054189
BASm0004640	salicin-6-phosphate	Salicin 6-phosphate is a sugar phosphate, derived from salicin which is an alcoholic beta-glucoside..  It is generated when salicin is transported from the periplasmic space into the cytoplasm by the CelT protein  The reaction is as follows: phosphoenolpyruvate + salicin[periplasmic space] ¡ú salicin-6-phosphate[cytosol] + pyruvate.  Salicin 6-phosphate is s substrate for CelF.  CelF has been shown to hydrolyze a variety of P-beta-glucosides, including cellobiose-6P, salicin-6P, arbutin-6P, gentiobiose-6P and methyl-beta-glucoside-6P. (PMID:10572139)			O=P([O-])([O-])OC[C@H]1O[C@@H](Oc2ccccc2CO)[C@H](O)[C@@H](O)[C@@H]1O	C13H19O10P	InChI=1S/C13H19O10P/c14-5-7-3-1-2-4-8(7)22-13-12(17)11(16)10(15)9(23-13)6-21-24(18,19)20/h1-4,9-17H,5-6H2,(H2,18,19,20)/t9-,10-,11+,12-,13-/m1/s1	FSJKOMDYZYBBLV-UJPOAAIJSA-N	366.0715833	CHEBI:64794		
BASm0004641	(4R)-hydroxysphinganine 1-phosphate			Expected Solid	[H][C@](N)(COP(O)([O-])=O)[C@]([H])(O)[C@]([H])(O)CCCCCCCCCCCCCC	C18H39NO6P	InChI=1S/C18H40NO6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(20)18(21)16(19)15-25-26(22,23)24/h16-18,20-21H,2-15,19H2,1H3,(H2,22,23,24)/p-1/t16-,17+,18-/m0/s1	AYGOSKULTISFCW-KSZLIROESA-M	396.2520486	CHEBI:64795		MMDBc0054956
BASm0004642	2-deoxy-L-scyllo-inosose			Expected Solid	O[C@@H]1CC(=O)[C@@H](O)[C@H](O)[C@H]1O	C6H10O5	InChI=1S/C6H10O5/c7-2-1-3(8)5(10)6(11)4(2)9/h2,4-7,9-11H,1H2/t2-,4+,5-,6-/m1/s1	GZYCZKBRQBKGJW-FSZQNWAESA-N	162.0528234	CHEBI:64796		MMDBc0051348
BASm0004643	alpha-muurolene		10208-80-7		[H][C@]12CCC(C)=C[C@@]1([H])[C@@H](CC=C2C)C(C)C	C15H24	InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h6,9-10,13-15H,5,7-8H2,1-4H3/t13-,14+,15-/m0/s1	QMAYBMKBYCGXDH-ZNMIVQPWSA-N	204.1878008	CHEBI:64797		
BASm0004644	gamma-muurolene	Gamma-Muurolene, also known as muurolene, belongs to the class of organic compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes that contain 15 carbon atoms and are comprised of three isoprene units. The biosynthesis of sesquiterpenes is known to occur mainly through the mevalonic acid pathway (MVA), in the cytosol. However, recent studies have found evidence of pathway crosstalk with the methyl-eritritol-phosphate (MEP) pathway in the plastid (PMID: 19932496, 17710406). Farnesyl diphosphate (FPP) is a key intermediate in the biosynthesis of cyclic sesquiterpenes. FPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. These are terpenes with three consecutive isoprene units. Gamma-muurolene is possibly neutral and it is one of the terpenes found in the essential oils of the different hemp variaties (DOI: 10.1007/978-1-59259-947-9_2). It was also identified in the essential oil of Artemisia pedemontana (Dwarf Wormwood) (1.6% relative to total volatile compounds) (DOI: 10.1016/S0305-1978(02)00082-0), the seed pod resin of Hymenaea courbaril (stinkingtoe) (DOI: 10.1016/j.jep.2017.05.024), the essential oil from Ocimum gratissimum (clove basil) leaves (11.6% relative to total oil compounds) (PMID: 29578062), the essential oil from Cleome droserifolia (spider flower) (4.10% relative to the total oil components) (PMID: 30253077).		1	CC(C)[C@@H]1CCC(=C)[C@H]2CCC(C)=C[C@@H]12	C15H24	InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h9-10,13-15H,4-8H2,1-3H3/t13-,14+,15-/m0/s1	WRHGORWNJGOVQY-ZNMIVQPWSA-N	204.1878008	CHEBI:64798		
BASm0004645	beta-copaene	Beta-copaene, also known as beta-copaene, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Beta-copaene can be found in a number of food items such as peppermint, common sage, corn, and star anise, which makes beta-copaene a potential biomarker for the consumption of these food products. Copaene, or more precisely, alpha-copaene, is the common (or trivial) chemical name of an oily Liquid hydrocarbon that is found in a number of essential oil-producing plants. The name is derived from that of the resin-producing tropical copaiba tree, Copaifera langsdorfii, from which the compound was first isolated in 1914. Its structure, including the chirality, was determined in 1963. The double-bond isomer with an exocyclic-methylene group, beta-copaene, was first reported in 1967 .			[H][C@@]12C3C(=C)CC[C@]1([H])[C@]3(C)CC[C@H]2C(C)C	C15H24	InChI=1S/C15H24/c1-9(2)11-7-8-15(4)12-6-5-10(3)14(15)13(11)12/h9,11-14H,3,5-8H2,1-2,4H3/t11-,12-,13-,14?,15-/m0/s1	UPVZPMJSRSWJHQ-XIQJJJERSA-N	204.1878008	CHEBI:64799	HMDB0302503	
BASm0004646	(+)-sativene			Expected Solid	CC(C)[C@H]1CC[C@]2(C)[C@H]3CC[C@H]([C@@H]13)C2=C	C15H24	InChI=1S/C15H24/c1-9(2)11-7-8-15(4)10(3)12-5-6-13(15)14(11)12/h9,11-14H,3,5-8H2,1-2,4H3/t11-,12+,13+,14-,15+/m1/s1	VOBBUADSYROGAT-FQKPHLNHSA-N	204.1878008	CHEBI:64800		MMDBc0054704
BASm0004647	(R)-tetraprenyl-beta-curcumene			Expected Solid	C[C@H](CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C1=CCC(C)=CC1	C35H56	InChI=1S/C35H56/c1-28(2)14-9-15-29(3)16-10-17-30(4)18-11-19-31(5)20-12-21-32(6)22-13-23-34(8)35-26-24-33(7)25-27-35/h14,16,18,20,22,24,27,34H,9-13,15,17,19,21,23,25-26H2,1-8H3/b29-16+,30-18+,31-20+,32-22+/t34-/m1/s1	JNKLTDAEXGOBGE-NLSUEFBUSA-N	476.4382018	CHEBI:64801		MMDBc0017320
BASm0004648	L-histidinal	Histidinal (CAS: 23784-33-0), also known as histidinaldehyde, belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group. Histidinal is a very strong basic compound (based on its pKa). Histidinal is involved in the histidine biosynthesis pathway. Histidinal is produced by the reaction between histidinol and NAD+, with NADH as a byproduct. The reaction is catalyzed by histidinol dehydrogenase. Histidinal reacts with NAD+ and H2O to produce L-histidine and NADH. Histidinol dehydrogenase catalyzes this reaction.	23784-15-8	Solid	[H][C@]([NH3+])(CC1=CN=CN1)C=O	C6H10N3O	InChI=1S/C6H9N3O/c7-5(3-10)1-6-2-8-4-9-6/h2-5H,1,7H2,(H,8,9)/p+1/t5-/m0/s1	VYOIELONWKIZJS-YFKPBYRVSA-O	140.082387	CHEBI:64802	HMDB0012234	
BASm0004649	2-demethylmenaquinol-7	A 2-demethylmenaquinol having a side chain composed of seven isoprenoid units.			CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1cc(O)c2ccccc2c1O	C45H64O2	InChI=1S/C45H64O2/c1-34(2)17-11-18-35(3)19-12-20-36(4)21-13-22-37(5)23-14-24-38(6)25-15-26-39(7)27-16-28-40(8)31-32-41-33-44(46)42-29-9-10-30-43(42)45(41)47/h9-10,17,19,21,23,25,27,29-31,33,46-47H,11-16,18,20,22,24,26,28,32H2,1-8H3/b35-19+,36-21+,37-23+,38-25+,39-27+,40-31+	UFZDIMBXTVRBDS-SSQLMYNASA-N		CHEBI:64806		
BASm0004650	[(1R)-2,2,3-trimethyl-5-oxocyclopent-3-en-1-yl]acetate	A 4-oxo monocarboxylic acid anion that is the conjugate base of [(R)-2,2,3-trimethyl-5-oxocyclopent-3-enyl]acetic acid, arising from deprotonation of the carboxy group; major species at pH 7.3.			CC1=CC(=O)[C@H](CC(=O)[O-])C1(C)C	C10H13O3	InChI=1S/C10H14O3/c1-6-4-8(11)7(5-9(12)13)10(6,2)3/h4,7H,5H2,1-3H3,(H,12,13)/p-1/t7-/m0/s1	UJJNLVMCZZZXFW-ZETCQYMHSA-M		CHEBI:64815		
BASm0004651	doxorubicin	Doxorubicin is only found in individuals that have used or taken this drug. It is antineoplastic antibiotic obtained from Streptomyces peucetius. It is a hydroxy derivative of daunorubicin. [PubChem]Doxorubicin has antimitotic and cytotoxic activity through a number of proposed mechanisms of action: Doxorubicin forms complexes with DNA by intercalation between base pairs, and it inhibits topoisomerase II activity by stabilizing the DNA-topoisomerase II complex, preventing the religation portion of the ligation-religation reaction that topoisomerase II catalyzes.	23214-92-8	Solid	COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(=O)CO)C[C@@H]3O[C@H]1C[C@H]([NH3+])[C@H](O)[C@H](C)O1	C27H29NO11	InChI=1S/C27H29NO11/c1-10-22(31)13(28)6-17(38-10)39-15-8-27(36,16(30)9-29)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34/h3-5,10,13,15,17,22,29,31,33,35-36H,6-9,28H2,1-2H3/t10-,13-,15-,17-,22+,27-/m0/s1	AOJJSUZBOXZQNB-TZSSRYMLSA-N		CHEBI:64816	HMDB15132	
BASm0004652	6-kestotriose	Kelose is found in root vegetables. Kelose is a constituent of commercial beet syrup, Beta vulgaris.	562-68-5	Solid	[H][C@]1(CO)O[C@@](CO)(OC[C@@]2([H])O[C@@](CO)(O[C@@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)[C@@]([H])(O)[C@]2([H])O)[C@@]([H])(O)[C@]1([H])O	C18H32O16	InChI=1S/C18H32O16/c19-1-6-9(23)12(26)13(27)16(31-6)34-18(5-22)15(29)11(25)8(33-18)3-30-17(4-21)14(28)10(24)7(2-20)32-17/h6-16,19-29H,1-5H2/t6-,7-,8-,9-,10-,11-,12+,13-,14+,15+,16-,17-,18+/m1/s1	ODEHMIGXGLNAKK-OESPXIITSA-N	504.169035	CHEBI:64833	HMDB0033673	
BASm0004653	menaquinol-7	A menaquinol whose structure comprises a 2-methylbenzohydroquinone nucleus and a side chain of seven isoprenoid units.			CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1c(C)c(O)c2ccccc2c1O	C46H66O2	InChI=1S/C46H66O2/c1-34(2)18-12-19-35(3)20-13-21-36(4)22-14-23-37(5)24-15-25-38(6)26-16-27-39(7)28-17-29-40(8)32-33-42-41(9)45(47)43-30-10-11-31-44(43)46(42)48/h10-11,18,20,22,24,26,28,30-32,47-48H,12-17,19,21,23,25,27,29,33H2,1-9H3/b35-20+,36-22+,37-24+,38-26+,39-28+,40-32+	VFGNPJRRTKMYKN-LJWNYQGCSA-N		CHEBI:64834		
BASm0004654	1,6-kestotetraose	Bifurcose is found in cereals and cereal products. Bifurcose is isolated from barley (Hordeum vulgare) and Panicum miliaceum (proso millet).	3568-31-8	Solid	OC[C@H]1O[C@@](CO)(OC[C@H]2O[C@@](CO[C@]3(CO)O[C@H](CO)[C@@H](O)[C@@H]3O)(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@@H]2O)[C@@H](O)[C@@H]1O	C24H42O21	InChI=1S/C24H42O21/c25-1-8-12(30)16(34)17(35)21(41-8)45-24(7-40-23(6-29)19(37)14(32)10(3-27)43-23)20(38)15(33)11(44-24)4-39-22(5-28)18(36)13(31)9(2-26)42-22/h8-21,25-38H,1-7H2	MMYFQTWHKPSUDE-UHFFFAOYSA-N	666.2218584	CHEBI:64835	HMDB0038490	
BASm0004655	6,6-kestotetraose	A linear tetrasaccharide that consists of sucrose having a beta-D-fructosyl-(2->6)-beta-D-fructosyl moiety attached at position 6 of the fructosyl residue.			OC[C@H]1O[C@@](CO)(OC[C@H]2O[C@@](CO)(OC[C@H]3O[C@@](CO)(O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@@H]3O)[C@@H](O)[C@@H]2O)[C@@H](O)[C@@H]1O	C24H42O21	InChI=1S/C24H42O21/c25-1-8-12(30)16(34)17(35)21(41-8)45-24(7-29)20(38)15(33)11(44-24)4-40-23(6-28)19(37)14(32)10(43-23)3-39-22(5-27)18(36)13(31)9(2-26)42-22/h8-21,25-38H,1-7H2/t8-,9-,10-,11-,12-,13-,14-,15-,16+,17-,18+,19+,20+,21-,22-,23-,24+/m1/s1	OLSNVZYFDBPHML-DLQNOBSRSA-N		CHEBI:64836		
BASm0004657	1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate				CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])[O-]	C37H71O8P	InChI=1S/C37H71O8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,35H,3-16,19-34H2,1-2H3,(H2,40,41,42)/b18-17+/t35-/m1/s1	OPVZUEPSMJNLOM-CXYKYQSXSA-N		CHEBI:64839		
BASm0004658	1-acyl-sn-glycero-3-phospho-(1'-sn-glycerol)				*C(=O)OC[C@@H](O)COP(=O)([O-])OC[C@@H](O)CO					CHEBI:64840		
BASm0004659	1D-myo-inositol 6-phosphate	A organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of 1D-myo-inositol 6-phosphate.			O=P([O-])([O-])O[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O	C6H11O9P	InChI=1S/C6H13O9P/c7-1-2(8)4(10)6(5(11)3(1)9)15-16(12,13)14/h1-11H,(H2,12,13,14)/p-2/t1-,2-,3-,4+,5-,6-/m1/s1	INAPMGSXUVUWAF-XCMZKKERSA-L		CHEBI:64841		
BASm0004660	L-threonyl-5'-AMP	An organophosphate oxoanion obtained by removal of the proton from the phosphate group of L-threonyl-AMP.			C[C@@H](O)[C@H](N)C(=O)OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O	C14H20N6O9P	InChI=1S/C14H21N6O9P/c1-5(21)7(15)14(24)29-30(25,26)27-2-6-9(22)10(23)13(28-6)20-4-19-8-11(16)17-3-18-12(8)20/h3-7,9-10,13,21-23H,2,15H2,1H3,(H,25,26)(H2,16,17,18)/p-1/t5-,6-,7+,9-,10-,13-/m1/s1	YYBNSQASHCKPHX-DWVDDHQFSA-M		CHEBI:64847		
BASm0004661	N-acetyl-beta-D-muramate			Expected Solid	[H][C@](C)(O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)O[C@@]([H])(O)[C@]1([H])N=C(C)[O-])C(O)=O	C11H18NO8	InChI=1S/C11H19NO8/c1-4(10(16)17)19-9-7(12-5(2)14)11(18)20-6(3-13)8(9)15/h4,6-9,11,13,15,18H,3H2,1-2H3,(H,12,14)(H,16,17)/p-1/t4-,6-,7-,8-,9-,11-/m1/s1	MNLRQHMNZILYPY-YVNCZSHWSA-M	292.1037901	CHEBI:64848		MMDBc0056128
BASm0004662	N(epsilon)-(5'-guanylyl)-N(alpha)-acetyl-L-lysine methyl ester				COC(=O)[C@H](CCCCNP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O)NC(C)=O	C19H29N7O10P	InChI=1S/C19H30N7O10P/c1-9(27)23-10(18(31)34-2)5-3-4-6-22-37(32,33)35-7-11-13(28)14(29)17(36-11)26-8-21-12-15(26)24-19(20)25-16(12)30/h8,10-11,13-14,17,28-29H,3-7H2,1-2H3,(H,23,27)(H2,22,32,33)(H3,20,24,25,30)/p-1	CFNHKQLBSCCNGG-UHFFFAOYSA-M		CHEBI:64853		
BASm0004663	N(alpha)-acetyl-L-lysine methyl ester	N-alpha-acetyl lysine methyl ester belongs to the class of Fatty Acid Esters. These are carboxylic ester derivatives of a fatty acid. (inferred from compound structure)			COC(=O)[C@H](CCCC[NH3+])NC(C)=O	C9H18N2O3	InChI=1S/C9H18N2O3/c1-7(12)11-8(9(13)14-2)5-3-4-6-10/h8H,3-6,10H2,1-2H3,(H,11,12)/t8-/m1/s1	HHOLXTXLQMKUGJ-MRVPVSSYSA-N	202.1317425	CHEBI:64854		
BASm0004664	aminopropylcadaverine		56-19-9		[NH3+]CCCCC[NH2+]CCC[NH3+]	C8H21N3	InChI=1S/C8H21N3/c9-5-2-1-3-7-11-8-4-6-10/h11H,1-10H2	QZBYOYPROVGOGE-UHFFFAOYSA-N		CHEBI:64858		
BASm0004666	1-acyl-2-hexadecanoyl-sn-glycero-3-phosphate				*C(=O)OC[C@H](COP(=O)([O-])[O-])OC(=O)CCCCCCCCCCCCCCC					CHEBI:64862		
BASm0004669	hexacosanoyl-CoA	hexacosanoyl CoA is an intermediate in Biosynthesis of fatty acids. hexacosanoyl CoA (26:O CoA) oxidation was detected in peroxisomal and↵mitochondrial fractions. [HMDB]		Solid	CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C47H82N7O17P3S	InChI=1S/C47H86N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-38(56)75-31-30-49-37(55)28-29-50-45(59)42(58)47(2,3)33-68-74(65,66)71-73(63,64)67-32-36-41(70-72(60,61)62)40(57)46(69-36)54-35-53-39-43(48)51-34-52-44(39)54/h34-36,40-42,46,57-58H,4-33H2,1-3H3,(H,49,55)(H,50,59)(H,63,64)(H,65,66)(H2,48,51,52)(H2,60,61,62)/p-4/t36-,40-,41-,42+,46-/m1/s1	FHLYYFPJDVYWQH-CPIGOPAHSA-J	1141.470074	CHEBI:64868	HMDB06459	
BASm0004670	(S)-malyl N-acetyl-alpha-D-glucosaminide			Expected Solid	CC(=O)N[C@H]1[C@@H](O[C@@H](CC(=O)[O-])C(=O)[O-])O[C@H](CO)[C@@H](O)[C@@H]1O	C12H17NO10	InChI=1S/C12H19NO10/c1-4(15)13-8-10(19)9(18)6(3-14)23-12(8)22-5(11(20)21)2-7(16)17/h5-6,8-10,12,14,18-19H,2-3H2,1H3,(H,13,15)(H,16,17)(H,20,21)/p-2/t5-,6+,8+,9+,10+,12-/m0/s1	COBMRTSHZAUOCY-BVKYVCSXSA-L	335.0863429	CHEBI:64870		MMDBc0055070
BASm0004671	(S)-malyl alpha-D-glucosaminide			Expected Solid	[NH3+][C@H]1[C@@H](O[C@@H](CC(=O)[O-])C(=O)[O-])O[C@H](CO)[C@@H](O)[C@@H]1O	C10H16NO9	InChI=1S/C10H17NO9/c11-6-8(16)7(15)4(2-12)20-10(6)19-3(9(17)18)1-5(13)14/h3-4,6-8,10,12,15-16H,1-2,11H2,(H,13,14)(H,17,18)/p-1/t3-,4+,6+,7+,8+,10-/m0/s1	DFSUVSNIIHLGAX-NKQVSKEESA-M	294.0830547	CHEBI:64871		MMDBc0055069
BASm0004674	bacillithiol			Expected Solid	[NH3+][C@@H](CS)C(=O)N[C@H]1[C@@H](O[C@@H](CC(=O)[O-])C(=O)[O-])O[C@H](CO)[C@@H](O)[C@@H]1O	C13H22N2O10S	InChI=1S/C13H22N2O10S/c14-4(3-26)11(21)15-8-10(20)9(19)6(2-16)25-13(8)24-5(12(22)23)1-7(17)18/h4-6,8-10,13,16,19-20,26H,1-3,14H2,(H,15,21)(H,17,18)(H,22,23)/t4-,5-,6?,8?,9?,10?,13?/m0/s1	UHNHELGKNQMNGF-SURZGAOXSA-N	398.0995161	CHEBI:64876		MMDBc0002474
BASm0004675	diacetylchitobiose-6'-phosphate				CC(=O)N[C@H]1[C@H](O[C@H]2[C@H](O)[C@@H](NC(C)=O)C(O)O[C@@H]2CO)O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@@H]1O	C16H29N2O14P		KYKNQNQCPWDNAK-CBTAGEKQSA-N	504.1356406	CHEBI:64883		
BASm0004676	4-hydroxyeicosasphinganine 1-phosphate			Expected Solid	CCCCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@@H]([NH3+])COP(=O)([O-])[O-]	C20H44NO6P	InChI=1S/C20H44NO6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-19(22)20(23)18(21)17-27-28(24,25)26/h18-20,22-23H,2-17,21H2,1H3,(H2,24,25,26)/t18-,19+,20-/m0/s1	PNIYMXIOPMSWEU-ZCNNSNEGSA-N	425.2906247	CHEBI:64884		MMDBc0033214
BASm0004677	(4R)-hydroxyeicosasphinganine				CCCCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@@H]([NH3+])CO	C20H43NO3	InChI=1S/C20H43NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-19(23)20(24)18(21)17-22/h18-20,22-24H,2-17,21H2,1H3	UQAUXYMLKGFKBX-UHFFFAOYSA-N	345.3242942	CHEBI:64885		
BASm0004678	C20 sphinganine 1-phosphate	The organophosphate oxoanion resulting from the addition of a proton to the amino group and the removal of the two acidic protons from the phosphate group of C20 sphinganine 1-phosphate.			CCCCCCCCCCCCCCCCC[C@@H](O)[C@@H]([NH3+])COP(=O)([O-])[O-]	C20H43NO5P	InChI=1S/C20H44NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(22)19(21)18-26-27(23,24)25/h19-20,22H,2-18,21H2,1H3,(H2,23,24,25)/p-1/t19-,20+/m0/s1	WEYZCBKZGOIPIU-VQTJNVASSA-M		CHEBI:64886		
BASm0004679	C20 sphinganine	A cationic sphingoid obtained by protonation of the amino group of C20 sphinganine; major species at pH 7.3.			CCCCCCCCCCCCCCCCC[C@@H](O)[C@@H]([NH3+])CO	C20H44NO2	InChI=1S/C20H43NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)19(21)18-22/h19-20,22-23H,2-18,21H2,1H3/p+1/t19-,20+/m0/s1	UFMHYBVQZSPWSS-VQTJNVASSA-O		CHEBI:64887		
BASm0004680	bornane-2,6-dione			Expected Solid	CC12C(=O)CC(CC1=O)C2(C)C	C10H14O2	InChI=1S/C10H14O2/c1-9(2)6-4-7(11)10(9,3)8(12)5-6/h6H,4-5H2,1-3H3	PCEVUTCFZAQRKV-UHFFFAOYSA-N	166.0993797	CHEBI:64893		MMDBc0054371
BASm0004681	[(1S)-4-hydroxy-2,2,3-trimethylcyclopent-3-enyl]acetate			Expected Solid	CC1=C(O)C[C@@H](CC(=O)[O-])C1(C)C	C10H15O3	InChI=1S/C10H16O3/c1-6-8(11)4-7(5-9(12)13)10(6,2)3/h7,11H,4-5H2,1-3H3,(H,12,13)/p-1/t7-/m0/s1	URJCZGFYOSRITQ-ZETCQYMHSA-M	183.1026679	CHEBI:64894		MMDBc0055084
BASm0004682	(3E)-2-oxohex-3-enedioate			Expected Solid	O=C([O-])C/C=C/C(=O)C(=O)[O-]	C6H4O5	InChI=1S/C6H6O5/c7-4(6(10)11)2-1-3-5(8)9/h1-2H,3H2,(H,8,9)(H,10,11)/p-2/b2-1+	QTHJXLFFFTVYJC-OWOJBTEDSA-L	156.0069704	CHEBI:64908		MMDBc0050323
BASm0004684	4beta-methylzymosterol-4alpha-carboxylate			Expected Solid	CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@](C)(C(=O)[O-])[C@@H]1CC3	C29H45O3	InChI=1S/C29H46O3/c1-18(2)8-7-9-19(3)21-11-12-22-20-10-13-24-28(5,23(20)14-16-27(21,22)4)17-15-25(30)29(24,6)26(31)32/h8,19,21-22,24-25,30H,7,9-17H2,1-6H3,(H,31,32)/p-1/t19-,21-,22+,24-,25+,27-,28-,29?/m1/s1	MYWAIWDQTCHPTH-CKXAGKIBSA-M	441.3374189	CHEBI:64925		MMDBc0047879
BASm0004687	ergosta-5,7,22,24(28)-tetraen-3beta-yl acetate	A sterol ester that is ergosta-5,7,22,24(28)-tetraen-3beta-ol in which the hydroxyl hydrogen is substituted by an acetyl group.				C30H44O2		BHQJNSKSHBXZQJ-UUIIXSECSA-N	436.3341307	CHEBI:64971		
BASm0004688	lanosteryl hexadecanoate	A lanosterol ester obtained by formal condensation of the 3-hydroxy group of lanosterol with the carboxy group of hexadecanoic (palmitic) acid.				C46H80O2		DCWBURAGFIEWDG-GBMCFCNUSA-N	664.6158318	CHEBI:64975		
BASm0004689	ergosteryl hexadecanoate					C44H74O2		OJDWINNMESMCGK-NXCSPJMSSA-N	634.5688816	CHEBI:64976		
BASm0004690	2-(glutathion-S-yl)-2-(1H-indol-3-yl)acetonitrile	A peptide anion obtained by deprotonation of the carboxy groups and protonation of the free amino group of gammaGluCys(IAN)Glu.				C20H22N5O6S		IYKWLNJKMRZQJG-JFXOEICMSA-M	460.1296282	CHEBI:64981		
BASm0004693	(E)-2,2',5,5'-tetrahydroxy-6H,6'H-(3,3'-bipyridinylidene)-6,6'-dione			Expected Solid	OC1=NC(=O)C([O-])=C\C1=C1\C=C([O-])C(=O)N=C1O	C10H4N2O6	InChI=1S/C10H6N2O6/c13-5-1-3(7(15)11-9(5)17)4-2-6(14)10(18)12-8(4)16/h1-2,13-14H,(H,11,15,17)(H,12,16,18)/p-2/b4-3+	JUTQRXXDIORLET-ONEGZZNKSA-L	248.008033	CHEBI:64998		MMDBc0055011
BASm0004694	3,3'-bipyridine-2,2',5,5',6,6'-hexol			Expected Solid	OC1=C(O)N=C(O)C(=C1)C1=CC(O)=C(O)N=C1O	C10H8N2O6	InChI=1S/C10H8N2O6/c13-5-1-3(7(15)11-9(5)17)4-2-6(14)10(18)12-8(4)16/h1-2,13-14H,(H2,11,15,17)(H2,12,16,18)	NBIHFUSWKJIAKM-UHFFFAOYSA-N	252.038236	CHEBI:64999		MMDBc0055425
BASm0004695	3-amino-2,3-dideoxy-scyllo-inosose			Expected Solid		C6H12NO4		FSUGCKMUTGKWIE-YGIVHSIPSA-O	162.0760843	CHEBI:65002		MMDBc0051549
BASm0004696	2-deoxy-scyllo-inosamine			Expected Solid	[NH3+][C@H]1C[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O	C6H13NO4	InChI=1S/C6H13NO4/c7-2-1-3(8)5(10)6(11)4(2)9/h2-6,8-11H,1,7H2/t2-,3+,4+,5-,6-/m0/s1	QXQNRSUOYNMXDL-KGJVWPDLSA-N	163.0844579	CHEBI:65003		MMDBc0051347
BASm0004697	(-)-secoisolariciresinol	Secoisolariciresinol is a lignan, a type of phenylpropanoids.	29388-59-8		COC1=C(O)C=CC(C[C@@H](CO)[C@H](CO)CC2=CC(OC)=C(O)C=C2)=C1	C20H26O6	InChI=1S/C20H26O6/c1-25-19-9-13(3-5-17(19)23)7-15(11-21)16(12-22)8-14-4-6-18(24)20(10-14)26-2/h3-6,9-10,15-16,21-24H,7-8,11-12H2,1-2H3/t15-,16-/m0/s1	PUETUDUXMCLALY-HOTGVXAUSA-N	362.1729386	CHEBI:65004	HMDB0013692	
BASm0004698	2'-N-acetylparomamine			Expected Solid	CC(=O)N[C@H]1[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H]([NH3+])C[C@@H]2[NH3+])O[C@H](CO)[C@@H](O)[C@@H]1O	C14H27N3O8	InChI=1S/C14H27N3O8/c1-4(19)17-8-11(22)10(21)7(3-18)24-14(8)25-13-6(16)2-5(15)9(20)12(13)23/h5-14,18,20-23H,2-3,15-16H2,1H3,(H,17,19)/t5-,6+,7-,8-,9+,10-,11-,12-,13-,14-/m1/s1	ARLIVUJSSKFVPL-JPYLPOILSA-N	365.1798148	CHEBI:65010		MMDBc0051473
BASm0004699	paromamine			Expected Solid	[NH3+][C@H]1[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H]([NH3+])C[C@@H]2[NH3+])O[C@H](CO)[C@@H](O)[C@@H]1O	C12H25N3O7	InChI=1S/C12H25N3O7/c13-3-1-4(14)11(10(20)7(3)17)22-12-6(15)9(19)8(18)5(2-16)21-12/h3-12,16-20H,1-2,13-15H2/t3-,4+,5-,6-,7+,8-,9-,10-,11-,12-/m1/s1	JGSMDVGTXBPWIM-HKEUSBCWSA-N	323.1692502	CHEBI:65015		MMDBc0054621
BASm0004700	6'-oxoparomamine			Expected Solid	[NH3+][C@H]1[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H]([NH3+])C[C@@H]2[NH3+])O[C@H](C=O)[C@@H](O)[C@@H]1O	C12H23N3O7	InChI=1S/C12H23N3O7/c13-3-1-4(14)11(10(20)7(3)17)22-12-6(15)9(19)8(18)5(2-16)21-12/h2-12,17-20H,1,13-15H2/t3-,4+,5-,6-,7+,8-,9-,10-,11-,12-/m1/s1	GLTSSBZZNLCFQJ-HKEUSBCWSA-N	321.1536001	CHEBI:65016		MMDBc0052470
BASm0004701	ribostamycin	An organic cation obtained by protonation of the four amino groups of ribostamycin; major species at pH 7.3.			[NH3+]C[C@H]1O[C@H](O[C@H]2[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)[C@@H](O)[C@H]([NH3+])C[C@@H]2[NH3+])[C@H]([NH3+])[C@@H](O)[C@@H]1O	C17H38N4O10	InChI=1S/C17H34N4O10/c18-2-6-10(24)12(26)8(21)16(28-6)30-14-5(20)1-4(19)9(23)15(14)31-17-13(27)11(25)7(3-22)29-17/h4-17,22-27H,1-3,18-21H2/p+4/t4-,5+,6-,7-,8-,9+,10-,11-,12-,13-,14-,15-,16-,17+/m1/s1	NSKGQURZWSPSBC-VVPCINPTSA-R		CHEBI:65028		
BASm0004702	2'''-acetyl-6'''-hydroxyneomycin C			Expected Solid	CC(=O)N[C@H]1[C@@H](O[C@H]2[C@@H](O)[C@H](O[C@@H]3[C@@H](O)[C@H]([NH3+])C[C@H]([NH3+])[C@H]3O[C@H]3O[C@H](C[NH3+])[C@@H](O)[C@H](O)[C@H]3[NH3+])O[C@@H]2CO)O[C@H](CO)[C@@H](O)[C@@H]1O	C25H47N5O15	InChI=1S/C25H47N5O15/c1-6(33)30-13-18(38)16(36)10(4-31)41-24(13)44-21-11(5-32)42-25(19(21)39)45-22-14(34)7(27)2-8(28)20(22)43-23-12(29)17(37)15(35)9(3-26)40-23/h7-25,31-32,34-39H,2-5,26-29H2,1H3,(H,30,33)/t7-,8+,9-,10-,11-,12-,13-,14+,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25+/m1/s1	UGNMCGGITJEYFO-KVQCZYKRSA-N	657.3068658	CHEBI:65030		MMDBc0051476
BASm0004703	6'''-deamino-6'''-hydroxyneomycin C			Expected Solid	[NH3+]C[C@H]1O[C@H](O[C@H]2[C@H](O[C@@H]3O[C@H](CO)[C@@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4[NH3+])[C@H]3O)[C@@H](O)[C@H]([NH3+])C[C@@H]2[NH3+])[C@H]([NH3+])[C@@H](O)[C@@H]1O	C23H45N5O14	InChI=1S/C23H45N5O14/c24-2-7-13(32)15(34)10(27)21(37-7)40-18-6(26)1-5(25)12(31)20(18)42-23-17(36)19(9(4-30)39-23)41-22-11(28)16(35)14(33)8(3-29)38-22/h5-23,29-36H,1-4,24-28H2/t5-,6+,7-,8-,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+/m1/s1	LJQMKWFPBUGQOO-VZXHOKRSSA-N	615.2963011	CHEBI:65031		MMDBc0052471
BASm0004704	dihydrochanoclavine-I aldehyde			Expected Solid	[H]C(C)(C[C@]1([H])C2=C3C(C[C@@]1([H])[NH2+]C)=CNC3=CC=C2)C=O	C16H21N2O	InChI=1S/C16H20N2O/c1-10(9-19)6-13-12-4-3-5-14-16(12)11(8-18-14)7-15(13)17-2/h3-5,8-10,13,15,17-18H,6-7H2,1-2H3/p+1/t10?,13-,15-/m1/s1	FZMIVISXXWRICN-SKNXHYNKSA-O	257.1648397	CHEBI:65032		MMDBc0055922
BASm0004705	6,8-dimethyl-6,7-didehydroergoline			Expected Solid	CC1C=[N+](C)[C@@H]2Cc3c[nH]c4cccc(c34)[C@H]2C1	C16H19N2	InChI=1S/C16H19N2/c1-10-6-13-12-4-3-5-14-16(12)11(8-17-14)7-15(13)18(2)9-10/h3-5,8-10,13,15,17H,6-7H2,1-2H3/q+1/t10?,13-,15-/m1/s1	FGVUDRMBAMEJCE-SKNXHYNKSA-N	239.154275	CHEBI:65034		MMDBc0055614
BASm0004706	didehydroagroclavine			Expected Solid	CC1=C[C@@H]2c3cccc4[nH]cc(c34)C[C@H]2[N+](C)=C1	C16H17N2	InChI=1S/C16H17N2/c1-10-6-13-12-4-3-5-14-16(12)11(8-17-14)7-15(13)18(2)9-10/h3-6,8-9,13,15,17H,7H2,1-2H3/q+1/t13-,15-/m1/s1	CATKRDCRCIXECQ-UKRRQHHQSA-N	237.138625	CHEBI:65036		MMDBc0055917
BASm0004707	miltiradiene	An abietadiene in which the two doule bonds are located at positions 8 and 12. It is a key intermediate in the biosynthesis of many important natural diterpene compounds such as triptolide, tanshinones, carnosic acid and carnosol.			CC(C)C1=CCC2=C(CC[C@H]3C(C)(C)CCC[C@]23C)C1	C20H32	InChI=1S/C20H32/c1-14(2)15-7-9-17-16(13-15)8-10-18-19(3,4)11-6-12-20(17,18)5/h7,14,18H,6,8-13H2,1-5H3/t18-,20+/m0/s1	BGVUIJDZTQIJIO-AZUAARDMSA-N		CHEBI:65037		
BASm0004708	UDP-2-acetamido-2-deoxy-alpha-D-glucuronate			Expected Solid	CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](C(=O)[O-])[C@@H](O)[C@@H]1O	C17H22N3O18P2	InChI=1S/C17H25N3O18P2/c1-5(21)18-8-10(24)11(25)13(15(27)28)36-16(8)37-40(32,33)38-39(30,31)34-4-6-9(23)12(26)14(35-6)20-3-2-7(22)19-17(20)29/h2-3,6,8-14,16,23-26H,4H2,1H3,(H,18,21)(H,27,28)(H,30,31)(H,32,33)(H,19,22,29)/p-3/t6-,8-,9-,10-,11+,12-,13+,14-,16-/m1/s1	DZOGQXKQLXAPND-HHKCBAECSA-K	618.0390056	CHEBI:65040		MMDBc0056355
BASm0004709	agroclavine			Expected Solid	CC1=C[C@@H]2c3cccc4[nH]cc(c34)C[C@H]2[NH+](C)C1	C16H19N2	InChI=1S/C16H18N2/c1-10-6-13-12-4-3-5-14-16(12)11(8-17-14)7-15(13)18(2)9-10/h3-6,8,13,15,17H,7,9H2,1-2H3/p+1/t13-,15-/m1/s1	XJOOMMHNYOJWCZ-UKRRQHHQSA-O	239.154275	CHEBI:65042		MMDBc0055692
BASm0004710	festuclavine			Expected Solid	C[C@@H]1C[C@@H]2c3cccc4[nH]cc(c34)C[C@H]2[NH+](C)C1	C16H20N2	InChI=1S/C16H20N2/c1-10-6-13-12-4-3-5-14-16(12)11(8-17-14)7-15(13)18(2)9-10/h3-5,8,10,13,15,17H,6-7,9H2,1-2H3/t10-,13+,15+/m0/s1	VLMZMRDOMOGGFA-PSOPSSQASA-N	240.1626487	CHEBI:65045		MMDBc0024657
BASm0004711	tetracosanoyl-CoA	Lignoceroyl-CoA(4-), also known as tetracosanoyl-CoA or C24:0-CoA(4-), belongs to the class of organic compounds known as very long-chain fatty acyl coas. These are acyl CoAs where the group acylated to the coenzyme A moiety is a very long aliphatic chain of 22 carbon atoms or more. Lignoceroyl-CoA(4-) is considered to be a practically insoluble (in water) and relatively neutral molecule.			CCCCCCCCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C45H78N7O17P3S	InChI=1S/C45H82N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-36(54)73-29-28-47-35(53)26-27-48-43(57)40(56)45(2,3)31-66-72(63,64)69-71(61,62)65-30-34-39(68-70(58,59)60)38(55)44(67-34)52-33-51-37-41(46)49-32-50-42(37)52/h32-34,38-40,44,55-56H,4-31H2,1-3H3,(H,47,53)(H,48,57)(H,61,62)(H,63,64)(H2,46,49,50)(H2,58,59,60)/p-4/t34-,38-,39-,40+,44-/m1/s1	MOYMQYZWIUKGGY-JBKAVQFISA-J	1113.440971	CHEBI:65052		
BASm0004712	1-octadecanoyl-2-acyl-sn-glycero-3-phospho-1D-myo-inositol				*C(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O					CHEBI:65055		
BASm0004713	docosanoyl-CoA	A saturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of docosanoyl-CoA (behenoyl-CoA); major species at pH 7.3.			CCCCCCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C43H74N7O17P3S	InChI=1S/C43H78N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-34(52)71-27-26-45-33(51)24-25-46-41(55)38(54)43(2,3)29-64-70(61,62)67-69(59,60)63-28-32-37(66-68(56,57)58)36(53)42(65-32)50-31-49-35-39(44)47-30-48-40(35)50/h30-32,36-38,42,53-54H,4-29H2,1-3H3,(H,45,51)(H,46,55)(H,59,60)(H,61,62)(H2,44,47,48)(H2,56,57,58)/p-4/t32-,36-,37-,38+,42-/m1/s1	NDDZLVOCGALPLR-GNSUAQHMSA-J		CHEBI:65059		
BASm0004714	(9Z)-tetradecenoyl-CoA			Expected Solid	CCCC/C=C\CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C35H56N7O17P3S	InChI=1S/C35H60N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h7-8,22-24,28-30,34,45-46H,4-6,9-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/p-4/b8-7-/t24-,28-,29-,30+,34-/m1/s1	GIIFECKTWKZXGU-FJXLYLFVSA-J	971.2688199	CHEBI:65060		MMDBc0055006
BASm0004715	cyclo(L-tyrosyl-L-tyrosyl)			Expected Solid	O=C1N[C@@H](Cc2ccc(O)cc2)C(=O)N[C@H]1Cc1ccc(O)cc1	C18H18N2O4	InChI=1S/C18H18N2O4/c21-13-5-1-11(2-6-13)9-15-17(23)20-16(18(24)19-15)10-12-3-7-14(22)8-4-12/h1-8,15-16,21-22H,9-10H2,(H,19,24)(H,20,23)/t15-,16-/m0/s1	NGPCLOGFGKJCBP-HOTGVXAUSA-N	326.1266571	CHEBI:65063		MMDBc0054409
BASm0004716	trans,octa-cis-decaprenylphospho-beta-D-arabinofuranose			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\COP(=O)([O-])O[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1O	C55H90O8P	InChI=1S/C55H91O8P/c1-42(2)21-12-22-43(3)23-13-24-44(4)25-14-26-45(5)27-15-28-46(6)29-16-30-47(7)31-17-32-48(8)33-18-34-49(9)35-19-36-50(10)37-20-38-51(11)39-40-61-64(59,60)63-55-54(58)53(57)52(41-56)62-55/h21,23,25,27,29,31,33,35,37,39,52-58H,12-20,22,24,26,28,30,32,34,36,38,40-41H2,1-11H3,(H,59,60)/p-1/b43-23+,44-25-,45-27-,46-29-,47-31-,48-33-,49-35-,50-37-,51-39-/t52-,53-,54+,55+/m1/s1	YRIPSPRNAZBQAG-VFEJOPGXSA-M	909.6378804	CHEBI:65066		MMDBc0056336
BASm0004717	trans,octa-cis-decaprenylphospho-beta-D-erythro-pentofuranosid-2-ulose			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\COP(=O)([O-])O[C@@H]1O[C@H](CO)[C@@H](O)C1=O	C55H88O8P	InChI=1S/C55H89O8P/c1-42(2)21-12-22-43(3)23-13-24-44(4)25-14-26-45(5)27-15-28-46(6)29-16-30-47(7)31-17-32-48(8)33-18-34-49(9)35-19-36-50(10)37-20-38-51(11)39-40-61-64(59,60)63-55-54(58)53(57)52(41-56)62-55/h21,23,25,27,29,31,33,35,37,39,52-53,55-57H,12-20,22,24,26,28,30,32,34,36,38,40-41H2,1-11H3,(H,59,60)/p-1/b43-23+,44-25-,45-27-,46-29-,47-31-,48-33-,49-35-,50-37-,51-39-/t52-,53-,55+/m1/s1	UXICLCQXEMXOGQ-JOAXIEPRSA-M	907.6222304	CHEBI:65067		MMDBc0056337
BASm0004718	6'''-deamino-6'''-oxoneomycin C			Expected Solid	[NH3+]C[C@H]1O[C@H](O[C@H]2[C@H](O[C@@H]3O[C@H](CO)[C@@H](O[C@H]4O[C@H](C=O)[C@@H](O)[C@H](O)[C@H]4[NH3+])[C@H]3O)[C@@H](O)[C@H]([NH3+])C[C@@H]2[NH3+])[C@H]([NH3+])[C@@H](O)[C@@H]1O	C23H43N5O14	InChI=1S/C23H43N5O14/c24-2-7-13(32)15(34)10(27)21(37-7)40-18-6(26)1-5(25)12(31)20(18)42-23-17(36)19(9(4-30)39-23)41-22-11(28)16(35)14(33)8(3-29)38-22/h3,5-23,30-36H,1-2,4,24-28H2/t5-,6+,7-,8-,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+/m1/s1	ISQZALIQHGXYSL-VZXHOKRSSA-N	613.2806511	CHEBI:65068		MMDBc0052472
BASm0004719	2-deoxystreptamine			Expected Solid	[NH3+][C@@H]1C[C@H]([NH3+])[C@@H](O)[C@H](O)[C@H]1O	C6H14N2O3	InChI=1S/C6H14N2O3/c7-2-1-3(8)5(10)6(11)4(2)9/h2-6,9-11H,1,7-8H2/t2-,3+,4+,5-,6-	DTFAJAKTSMLKAT-JDCCYXBGSA-N	162.1004423	CHEBI:65069		MMDBc0051350
BASm0004720	carboxynorspermidine			Expected Solid	[NH3+]CCC[NH2+]CC[C@H]([NH3+])C(=O)[O-]	C7H19N3O2	InChI=1S/C7H17N3O2/c8-3-1-4-10-5-2-6(9)7(11)12/h6,10H,1-5,8-9H2,(H,11,12)/p+2/t6-/m0/s1	KFJYMJZJSUORBX-LURJTMIESA-P	177.1466297	CHEBI:65070		MMDBc0055787
BASm0004721	2'-deamino-2'-hydroxyparomamine			Expected Solid	[NH3+][C@@H]1C[C@H]([NH3+])[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O	C12H24N2O8	InChI=1S/C12H24N2O8/c13-3-1-4(14)11(9(19)6(3)16)22-12-10(20)8(18)7(17)5(2-15)21-12/h3-12,15-20H,1-2,13-14H2/t3-,4+,5-,6+,7-,8+,9-,10-,11-,12-/m1/s1	KXYGCYIEINSYLN-JCLMPDJQSA-N	324.1532657	CHEBI:65071		MMDBc0051469
BASm0004722	carboxyspermidine			Expected Solid	[NH3+]CCCC[NH2+]CC[C@H]([NH3+])C(=O)[O-]	C8H21N3O2	InChI=1S/C8H19N3O2/c9-4-1-2-5-11-6-3-7(10)8(12)13/h7,11H,1-6,9-10H2,(H,12,13)/p+2/t7-/m0/s1	ICLFWLHIBPQMFT-ZETCQYMHSA-P	191.1622798	CHEBI:65072		MMDBc0055788
BASm0004723	3-oxoeicosasphinganine	A cationic sphingoid that is the conjugate acid of C20 3-dehydrosphinganine, obtained by protonation of the primary amino function; major species at pH 7.3.			CCCCCCCCCCCCCCCCCC(=O)[C@@H]([NH3+])CO	C20H42NO2	InChI=1S/C20H41NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)19(21)18-22/h19,22H,2-18,21H2,1H3/p+1/t19-/m0/s1	FVOLNXKBISLPQY-IBGZPJMESA-O		CHEBI:65073		
BASm0004724	N-hexacosanoyl-eicosan-(4R)-hydroxysphinganine			Expected Solid	CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCCCC	C46H93NO4	InChI=1S/C46H93NO4/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-45(50)47-43(42-48)46(51)44(49)40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h43-44,46,48-49,51H,3-42H2,1-2H3,(H,47,50)	XXCJZFVZHPNILU-UHFFFAOYSA-N	723.7104605	CHEBI:65074		MMDBc0047863
BASm0004725	neamine			Expected Solid	[NH3+]C[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H]([NH3+])C[C@@H]2[NH3+])[C@H]([NH3+])[C@@H](O)[C@@H]1O	C12H26N4O6	InChI=1S/C12H26N4O6/c13-2-5-8(18)9(19)6(16)12(21-5)22-11-4(15)1-3(14)7(17)10(11)20/h3-12,17-20H,1-2,13-16H2/t3-,4+,5-,6-,7+,8-,9-,10-,11-,12-/m1/s1	SYJXFKPQNSDJLI-HKEUSBCWSA-N	322.1852346	CHEBI:65076		MMDBc0053505
BASm0004726	neomycin C					C23H52N6O13		PGBHMTALBVVCIT-VZXHOKRSSA-T	620.3559443	CHEBI:65077	HMDB0242630	
BASm0004727	isopentenyl phosphate					C5H9O4P		QMZRXYCCCYYMHF-UHFFFAOYSA-L	164.0249429	CHEBI:65078		
BASm0004728	trans,octa-cis-decaprenyl phosphate			Expected Solid	[H]\C(CCC(C)=C([H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP([O-])([O-])=O)=C(\C)CCC=C(C)C	C50H81O4P	InChI=1S/C50H83O4P/c1-41(2)21-12-22-42(3)23-13-24-43(4)25-14-26-44(5)27-15-28-45(6)29-16-30-46(7)31-17-32-47(8)33-18-34-48(9)35-19-36-49(10)37-20-38-50(11)39-40-54-55(51,52)53/h21,23,25,27,29,31,33,35,37,39H,12-20,22,24,26,28,30,32,34,36,38,40H2,1-11H3,(H2,51,52,53)/p-2/b42-23+,43-25-,44-27-,45-29-,46-31-,47-33-,48-35-,49-37-,50-39-	XBEJBEIXLWRYBT-DJNGBRKISA-L	776.5883452	CHEBI:65079		MMDBc0056335
BASm0004729	N-acetyl-alpha-D-glucosaminyl-1-diphospho-trans,octa-cis-decaprenol			Expected Solid	[H]\C(CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP([O-])(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])N=C(C)[O-])=C(\C)CCC=C(C)C	C58H95NO12P2	InChI=1S/C58H97NO12P2/c1-43(2)22-13-23-44(3)24-14-25-45(4)26-15-27-46(5)28-16-29-47(6)30-17-31-48(7)32-18-33-49(8)34-19-35-50(9)36-20-37-51(10)38-21-39-52(11)40-41-68-72(64,65)71-73(66,67)70-58-55(59-53(12)61)57(63)56(62)54(42-60)69-58/h22,24,26,28,30,32,34,36,38,40,54-58,60,62-63H,13-21,23,25,27,29,31,33,35,37,39,41-42H2,1-12H3,(H,59,61)(H,64,65)(H,66,67)/p-2/b44-24+,45-26-,46-28-,47-30-,48-32-,49-34-,50-36-,51-38-,52-40-/t54-,55-,56-,57-,58-/m1/s1	QZCSSLRFYDKWIR-BYWHINGUSA-L	1059.634049	CHEBI:65080		MMDBc0056122
BASm0004730	2-oxo-3-(5-oxofuran-2-ylidene)propanoate			Expected Solid	[H]\C(C(=O)C([O-])=O)=C1\OC(=O)C=C1	C7H3O5	InChI=1S/C7H4O5/c8-5(7(10)11)3-4-1-2-6(9)12-4/h1-3H,(H,10,11)/p-1/b4-3-	DDHFXYAKWRQJJH-ARJAWSKDSA-M	166.9985968	CHEBI:65081		MMDBc0055271
BASm0004731	5''-phosphoribostamycin			Expected Solid		C17H37N4O13P		YSYVVCNYHFEBSE-VVPCINPTSA-P	536.2083771	CHEBI:65082		MMDBc0052297
BASm0004732	2-hydroxyoctadecanal					C18H36O2		UXRGRFSIHMNRDL-UHFFFAOYNA-N	284.2715304	CHEBI:65084	HMDB0183481	
BASm0004733	butirosin B	An organic cation obtained by protonation of the four free amino groups of butirosin B; major species at pH 7.3.				C21H45N5O12		XEQLFNPSYWZPOW-HBYCGHPUSA-R	559.3042776	CHEBI:65085		
BASm0004734	gamma-L-glutamyl-butirosin B			Expected Solid	[H][C@]([NH3+])(CCC(O)=NCC[C@]([H])(O)C(O)=N[C@]1([H])C[C@]([H])([NH3+])[C@@]([H])(O[C@@]2([H])O[C@]([H])(C[NH3+])[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])N)[C@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@@]2([H])O)[C@@]1([H])O)C(O)=O	C26H51N6O15	InChI=1S/C26H48N6O15/c27-6-12-17(37)19(39)15(30)25(44-12)46-21-9(29)5-10(16(36)22(21)47-26-20(40)18(38)13(7-33)45-26)32-23(41)11(34)3-4-31-14(35)2-1-8(28)24(42)43/h8-13,15-22,25-26,33-34,36-40H,1-7,27-30H2,(H,31,35)(H,32,41)(H,42,43)/p+3/t8-,9-,10+,11-,12+,13+,15+,16-,17+,18+,19+,20+,21+,22+,25+,26-/m0/s1	YGLNWHGPOZHVMV-BHZFYAMWSA-Q	687.3395942	CHEBI:65086		MMDBc0055997
BASm0004735	N-(hexacosanoyl)-sphinganine-1-(1D-myo-inositol)	A anionic ceramide phosphoinositol compound having a hexacosanoyl group attached to the ceramide nitrogen and no hydroxylation at C-4 of the long-chain base or at C-2 or C-3 of the very-long-chain fatty acid. Major species at pH 7.3				C50H99NO11P		ORSGBBKDFSRJSQ-PCIXLOPBSA-M	920.6961236	CHEBI:65089		
BASm0004736	N-tetracosanoylsphinganine-(1D-myo-inositol)	An anionic ceramide phosphoinositol compound having a tetracosanoyl group attached to the ceramide nitrogen and no hydroxylation at C-4 of the long-chain base, or at C-2 or C-3 of the very-long-chain fatty acid. Major species at pH 7.3.				C48H95NO11P		SJUUDDANVVUTJD-LOTZUYGHSA-M	892.6648235	CHEBI:65091		
BASm0004737	1'-[1,2-diacyl-sn-glycero-3-phospho]-3'-[2-acyl-sn-glycero-3-phospho]-glycerol				*C(=O)OC[C@H](COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@@H](CO)OC(*)=O)OC(*)=O					CHEBI:65092		
BASm0004738	Ins-1-P-Cer(d18:0/2-OH-26:0)	An anionic ceramide phosphoinositol compound having a hexacosanoyl group attached to the ceramide nitrogen, no hydroxylation at C-4 of the long-chain base, and hydroxylation at C-2 of the very-long-chain fatty acid. Major species at pH 7.3.				C50H99NO12P		XYCNASUKVOVNSX-JZZCRTNLSA-M	936.6910382	CHEBI:65094		
BASm0004739	2-hydroxyhexadecanoate	2-hydroxypalmitate is also known as 2-Hydroxyhexadecanoic acid or alpha-Hydroxypalmitic acid.  2-hydroxypalmitate is considered to be practically insoluble (in water) and acidic				C16H31O3		JGHSBPIZNUXPLA-UHFFFAOYNA-M	271.2278684	CHEBI:65097	HMDB0062548	
BASm0004741	N-hexadecanoyl-(4R)-hydroxysphinganine				CCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC	C34H69NO4	InChI=1S/C34H69NO4/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(38)35-31(30-36)34(39)32(37)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h31-32,34,36-37,39H,3-30H2,1-2H3,(H,35,38)/t31-,32+,34-/m0/s1	IVBULNXGVIHEKN-MVIDNBQJSA-N	555.5226597	CHEBI:65107		MMDBc0006736
BASm0004743	3-oxoeicosanoyl-CoA	This compound belongs to the family of 3-Oxo-acyl CoAs. These are organic compounds containing a 3-oxo acylated coenzyme A derivative.				C41H68N7O18P3S		FYBVHNZJDVUVLJ-IBYUJNRCSA-J	1071.357635	CHEBI:65115	HMDB0060190	
BASm0004744	CDP-N,N-dimethylethanolamine			Expected Solid		C13H23N4O11P2		FOYCPAILIPEVBT-HJQYOEGKSA-M	473.0844052	CHEBI:65117		MMDBc0052935
BASm0004745	1,2-didodecanoyl-sn-glycero-3-phosphocholine	PC(12:0/12:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(12:0/12:0), in particular, consists of two dodecanoyl chains at positions C-1 and C-2. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCC	C32H64NO8P	InChI=1S/C32H64NO8P/c1-6-8-10-12-14-16-18-20-22-24-31(34)38-28-30(29-40-42(36,37)39-27-26-33(3,4)5)41-32(35)25-23-21-19-17-15-13-11-9-7-2/h30H,6-29H2,1-5H3/t30-/m1/s1	IJFVSSZAOYLHEE-SSEXGKCCSA-N	621.436955	CHEBI:65211		MMDBc0045369
BASm0004748	1-O-alkyl-2-acyl-sn-glycero-3-phospho-1D-myo-inositol				*OC[C@H](COP(=O)([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O)OC(*)=O					CHEBI:65218		
BASm0004749	1,2-dioctanoyl-sn-glycero-3-phospho-(1D-myo-inositol)			Expected Solid	[H][C@@](COC(=O)CCCCCCC)(COP([O-])(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(O)[C@]([H])(O)[C@@]([H])(O)[C@@]1([H])O)OC(=O)CCCCCCC	C25H46O13P	InChI=1S/C25H47O13P/c1-3-5-7-9-11-13-18(26)35-15-17(37-19(27)14-12-10-8-6-4-2)16-36-39(33,34)38-25-23(31)21(29)20(28)22(30)24(25)32/h17,20-25,28-32H,3-16H2,1-2H3,(H,33,34)/p-1/t17-,20-,21-,22+,23-,24-,25-/m1/s1	UPUKKDCTWWVPCJ-OZRWLNDDSA-M	585.2681521	CHEBI:65221		MMDBc0055135
BASm0004750	beta-D-glucosyl-N-octanoylsphing-4E-enine	A beta-D-glucosylceramide in which the ceramide N-acyl group is specified as octanoyl.				C32H61NO8		LCEXEEHGNKGJES-KHEBUCLESA-N	587.4397179	CHEBI:65222		
BASm0004751	zeinoxanthin				C\C(\C=C\C=C(/C)\C=C\[C@H]1C(C)=CCCC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)C[C@@H](O)CC1(C)C	C40H56O	InChI=1S/C40H56O/c1-30(18-13-20-32(3)23-25-37-34(5)22-15-27-39(37,7)8)16-11-12-17-31(2)19-14-21-33(4)24-26-38-35(6)28-36(41)29-40(38,9)10/h11-14,16-26,36-37,41H,15,27-29H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,26-24+,30-16+,31-17+,32-20+,33-21+/t36-,37+/m1/s1	NBZANZVJRKXVBH-NHWXEJKLSA-N	552.4331164	CHEBI:65244		
BASm0004758	an aliphatic primary amide				*C(N)=O					CHEBI:65285		
BASm0004765	5-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate	An unsaturated fatty acid anion that is the conjugate base of 5-hydroxy-6E,8Z,11Z,14Z-icosatetraenoic acid, obtained by deprotonation of the carboxy group.				C20H31O3		KGIJOOYOSFUGPC-XTDASVJINA-M	319.2278684	CHEBI:65341		
BASm0004766	5-oxo-(6E,8Z,11Z,14Z)-eicosatetraenoate		126432-17-5			C20H29O3		MEASLHGILYBXFO-XTDASVJISA-M	317.2122184	CHEBI:65342		
BASm0004767	demethoxycurcumin	Demethoxycurcumin is found in beverages. Demethoxycurcumin is isolated from Curcuma zedoaria (zedoary), Curcuma longa (turmeric), Curcuma xanthorrhiza (Java turmeric).	22608-11-3	Solid	COC1=CC(\C=C\C(=O)CC(=O)\C=C\C2=CC=C(O)C=C2)=CC=C1O	C20H18O5	InChI=1S/C20H18O5/c1-25-20-12-15(6-11-19(20)24)5-10-18(23)13-17(22)9-4-14-2-7-16(21)8-3-14/h2-12,21,24H,13H2,1H3/b9-4+,10-5+	HJTVQHVGMGKONQ-LUZURFALSA-N	338.1154237	CHEBI:65737	HMDB0033801	
BASm0004768	thiomarinol C			Expected Solid	[H]\C(C[C@@]1([H])CO[C@@]([H])(C\C(C)=C(/[H])C(=O)OCCCCCCCC(O)=NC2=C3SSC=C3N=C2O)[C@]([H])(O)[C@]1([H])O)=C(\[H])[C@@]([H])(C)[C@]([H])(C)O	C30H44N2O8S2	InChI=1S/C30H44N2O8S2/c1-18(14-23-28(37)27(36)21(16-40-23)11-9-10-19(2)20(3)33)15-25(35)39-13-8-6-4-5-7-12-24(34)32-26-29-22(17-41-42-29)31-30(26)38/h9-10,15,17,19-21,23,27-28,33,36-37H,4-8,11-14,16H2,1-3H3,(H,31,38)(H,32,34)/b10-9+,18-15+/t19-,20+,21+,23+,27-,28+/m1/s1	KYCIRSXXQPEBCI-UYGPANRWSA-N	624.2539087	CHEBI:66222		MMDBc0005723
BASm0004769	xanthohumol	Xanthohumol is found in alcoholic beverages. Xanthohumol is isolated from Humulus lupulus (hops	6754-58-1		COC1=C(C(=O)\C=C\C2=CC=C(O)C=C2)C(O)=C(CC=C(C)C)C(O)=C1	C21H22O5	InChI=1S/C21H22O5/c1-13(2)4-10-16-18(24)12-19(26-3)20(21(16)25)17(23)11-7-14-5-8-15(22)9-6-14/h4-9,11-12,22,24-25H,10H2,1-3H3/b11-7+	ORXQGKIUCDPEAJ-YRNVUSSQSA-N	354.1467238	CHEBI:66331	HMDB0037479	
BASm0004770	variecolin			Expected Solid	[H]\C1=C(C=O)\[C@]2([H])C(=O)C[C@]([H])(C)[C@]2([H])C[C@@]2(C)CC[C@]3(C)CC[C@]([H])(C(C)=C)[C@@]3([H])[C@]2([H])C1	C25H36O2	InChI=1S/C25H36O2/c1-15(2)18-8-9-24(4)10-11-25(5)13-19-16(3)12-21(27)22(19)17(14-26)6-7-20(25)23(18)24/h6,14,16,18-20,22-23H,1,7-13H2,2-5H3/b17-6-/t16-,18+,19-,20-,22-,23-,24-,25+/m0/s1	XAYQASOMEVLRKN-NOJNFTMQSA-N	368.2715304	CHEBI:66349		MMDBc0006759
BASm0004771	(+)-sesamin	(+)-Sesamin, also known as fagarol or sezamin, belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units. (+)-Sesamin is an extremely weak basic (essentially neutral) compound (based on its pKa). (+)-Sesamin is found, on average, in the highest concentration within sesames. (+)-Sesamin has also been detected, but not quantified in, several different foods, such as fats and oils, flaxseeds, ginkgo nuts, and ucuhuba. This could make (+)-sesamin a potential biomarker for the consumption of these foods.	607-80-7		[H][C@]12CO[C@H](C3=CC4=C(OCO4)C=C3)[C@@]1([H])CO[C@@H]2C1=CC2=C(OCO2)C=C1	C20H18O6	InChI=1S/C20H18O6/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2/t13-,14-,19+,20+/m0/s1	PEYUIKBAABKQKQ-AFHBHXEDSA-N	354.1103383	CHEBI:66470	HMDB0034256	
BASm0004772	pseudooxynicotine	Nicorette is a branded over-the-counter palliative treatment which is used to ameliorate the withdrawal effects involved in quitting smoking. Originally available as a patch for topical application, it was later made available as a nicotine gum (composed of nicotine polacrilex)lozenge, inhaler, and nasal spray. All these products contain nicotine as the active ingredient and work by delivering this into the bloodstream.	2055-23-4	Solid		C10H15N2O		SGDIDUFQYHRMPR-UHFFFAOYSA-O	179.1178895	CHEBI:66878	HMDB0001240	
BASm0004773	4-oxo-4-(pyridin-3-yl)butanal	4-Oxo-1-(3-pyridyl)-1-butanone, also known as gamma-oxo-3-Pyridinebutanal or 3-Succinoylsemialdehyde-pyridine, is classified as a member of the Aryl alkyl ketones. Aryl alkyl ketones are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group. 4-Oxo-1-(3-pyridyl)-1-butanone is considered to be soluble (in water) and relatively neutral	76014-80-7		O=CCCC(=O)C1=CN=CC=C1	C9H9NO2	InChI=1S/C9H9NO2/c11-6-2-4-9(12)8-3-1-5-10-7-8/h1,3,5-7H,2,4H2	CFONOJVUTZAMCB-UHFFFAOYSA-N	163.0633285	CHEBI:66879	HMDB0062406	
BASm0004774	trans,octa-cis-decaprenylphospho-beta-D-ribofuranose			Expected Solid	[H]\C(CC\C(C)=C(\[H])CCC(C)=C([H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP([O-])(=O)O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@@]1([H])O)=C(\C)CCC=C(C)C	C55H90O8P	InChI=1S/C55H91O8P/c1-42(2)21-12-22-43(3)23-13-24-44(4)25-14-26-45(5)27-15-28-46(6)29-16-30-47(7)31-17-32-48(8)33-18-34-49(9)35-19-36-50(10)37-20-38-51(11)39-40-61-64(59,60)63-55-54(58)53(57)52(41-56)62-55/h21,23,25,27,29,31,33,35,37,39,52-58H,12-20,22,24,26,28,30,32,34,36,38,40-41H2,1-11H3,(H,59,60)/p-1/b43-23+,44-25-,45-27-,46-29-,47-31-,48-33-,49-35-,50-37-,51-39-/t52-,53-,54-,55+/m1/s1	YRIPSPRNAZBQAG-VSQGLHABSA-M	909.6378804	CHEBI:66881		MMDBc0056338
BASm0004775	4-(methylamino)butanoate				CNCCCC(O)=O	C5H11NO2	InChI=1S/C5H11NO2/c1-6-4-2-3-5(7)8/h6H,2-4H2,1H3,(H,7,8)	AOKCDAVWJLOAHG-UHFFFAOYSA-N	117.0789786	CHEBI:66882	HMDB0341354	
BASm0004777	(2Z,4E)-2-hydroxy-6-oxonona-2,4-dienedioate	2-hydroxy-6-ketononadienedicarboxylate is an intermediate in phenylalanine metabolism. It is converted from 2,3-dihydroxy-phenylpropanoate by 2,3-dihydroxyphenylpropionate 1,2-dioxygenase (EC:1.13.11.-), and form succinate and cis-2-hydroxypenta-2,4-dienoate by 2-hydroxy-6-ketonona-2,4-dienedioic acid hydrolase (EC:3.7.1.-) (KEGG)	53-42-9	Solid	O\C(=C/C=C/C(=O)CCC([O-])=O)C([O-])=O	C9H8O6	InChI=1S/C9H10O6/c10-6(4-5-8(12)13)2-1-3-7(11)9(14)15/h1-3,11H,4-5H2,(H,12,13)(H,14,15)/p-2/b2-1+,7-3-	RFENOVFRMPRRJI-YDCWOTKKSA-L	212.0331851	CHEBI:66887		MMDBc0029784
BASm0004778	(2Z,4E,7E)-2-hydroxy-6-oxonona-2,4,7-trienedioate				O=C([O-])/C=C/C(=O)/C=C/C=C(\O)C(=O)[O-]	C9H6O6	InChI=1S/C9H8O6/c10-6(4-5-8(12)13)2-1-3-7(11)9(14)15/h1-5,11H,(H,12,13)(H,14,15)/p-2/b2-1-,5-4+,7-3+	WCJYZUFKKTYNLB-PFCALIJCSA-L	210.0164379	CHEBI:66888		
BASm0004779	4-(6-hydroxypyridin-3-yl)-4-oxobutanoate			Expected Solid	OC(=O)CCC(=O)C1=CN=C([O-])C=C1	C9H8NO4	InChI=1S/C9H9NO4/c11-7(2-4-9(13)14)6-1-3-8(12)10-5-6/h1,3,5H,2,4H2,(H,10,12)(H,13,14)/p-1	OMAJIMAYOJBLJF-UHFFFAOYSA-M	194.0458813	CHEBI:66893		MMDBc0055453
BASm0004780	(1S,4S)-5-oxo-1,2-campholide			Expected Solid	[H][C@@]12CC(=O)O[C@@](C)(CC1=O)C2(C)C	C10H14O3	InChI=1S/C10H14O3/c1-9(2)6-4-8(12)13-10(9,3)5-7(6)11/h6H,4-5H2,1-3H3/t6-,10+/m1/s1	UDJVKSCOEHSXBZ-LDWIPMOCSA-N	182.0942943	CHEBI:66896		MMDBc0054781
BASm0004781	(3R)-11-cis-3-hydroxyretinal			Expected Solid	C/C(/C=C\C=C(/C)\C=C\C1=C(C)C[C@@H](O)CC1(C)C)=C\C=O	C20H28O2	InChI=1S/C20H28O2/c1-15(7-6-8-16(2)11-12-21)9-10-19-17(3)13-18(22)14-20(19,4)5/h6-12,18,22H,13-14H2,1-5H3/b8-6-,10-9+,15-7+,16-11+/t18-/m1/s1	QPRQNCDEPWLQRO-NIKQCJNBSA-N	300.2089301	CHEBI:66898		MMDBc0050335
BASm0004782	aureusidin 6-O-beta-glucoside		633-15-8		O=C1/C(=C/c2ccc(O)c(O)c2)Oc2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c21	C21H20O11	InChI=1S/C21H20O11/c22-7-15-18(27)19(28)20(29)21(32-15)30-9-5-12(25)16-13(6-9)31-14(17(16)26)4-8-1-2-10(23)11(24)3-8/h1-6,15,18-25,27-29H,7H2/b14-4+	AMJCTDBATIKENQ-LNKIKWGQSA-N		CHEBI:66905		
BASm0004783	2',4,4',6'-tetrahydroxychalcone 4'-O-beta-D-glucoside				O=C(/C=C/c1ccc(O)cc1)c1c(O)cc(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc1O	C21H22O10	InChI=1S/C21H22O10/c22-9-16-18(27)19(28)20(29)21(31-16)30-12-7-14(25)17(15(26)8-12)13(24)6-3-10-1-4-11(23)5-2-10/h1-8,16,18-23,25-29H,9H2	ZYUSTWOCCKABCY-UHFFFAOYSA-N	434.1212969	CHEBI:66906		
BASm0004784	bracteatin 6-O-beta-glucoside				O=C1C(=Cc2cc(O)c(O)c(O)c2)Oc2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c21	C21H20O12	InChI=1S/C21H20O12/c22-6-14-18(28)19(29)20(30)21(33-14)31-8-4-9(23)15-12(5-8)32-13(17(15)27)3-7-1-10(24)16(26)11(25)2-7/h1-5,14,18-26,28-30H,6H2	SFXSFWVZPKEDPA-UHFFFAOYSA-N	464.0954761	CHEBI:66907		
BASm0004785	3-O-alpha-D-glucosyl-L-rhamnose			Expected Solid	[H][C@@]1(C)OC([H])(O)[C@]([H])(O)[C@]([H])(O[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@@]1([H])O	C12H22O10	InChI=1S/C12H22O10/c1-3-5(14)10(9(18)11(19)20-3)22-12-8(17)7(16)6(15)4(2-13)21-12/h3-19H,2H2,1H3/t3-,4+,5-,6+,7-,8+,9+,10+,11?,12+/m0/s1	QOVCLNNAYZUHEK-NYVVRXGDSA-N	326.1212969	CHEBI:66909		MMDBc0055398
BASm0004786	UDP-alpha-D-galactose	Uridine diphosphategalactose (UDPgal) is a nucleoside diphosphate sugar which can be epimerized into UDPglucose for entry into the mainstream of carbohydrate metabolism. UDPgal is a pivotal compound in the metabolism of galactose. UDPgal is a product of the galactose-l-phosphate uridyl transferase (EC 2.7.7.10) reaction but may also be made from Glucose-l-P, involving uridine diphosphate galactose-4-epimerase (EC 5.1.3.2). UDPgal is the necessary galactosyl donor of galactose in the metabolism to incorporate it into complex oligosaccharides, glycoproteins and glycolipids (galactosides). Defective galactosylation of complex glycoconjugates exists in tissues from galactosemic patients. There is a tendency for galactosemic red cell UDPgal to be in the low normal range with a high uridine diphosphate glucose to UDP-gal ratio. This may reflect an inability of red cell UDPgal-4'-epimerase to maintain a normal ratio and consequently higher levels of UDPgal. In the more complex white blood cells and cultured fibroblasts, the UDPgal content and the uridine diphosphate glucose to UDPgal ratio of galactosemics are normal. Therefore, defective galactosylation observed in galactosemic fibroblasts must result from a defect in the transfer of galactose from UDPgal to these moieties. (PMID: 2122114, 7671968).	2956-16-3	Solid	O=c1ccn([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1	C15H24N2O17P2	InChI=1S/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8+,9-,10+,11-,12-,13-,14-/m1/s1	HSCJRCZFDFQWRP-ABVWGUQPSA-N	566.0550204	CHEBI:66914	HMDB0000302	
BASm0004787	UDP-alpha-D-galactofuranose	UDP-D-galacto-1,4-furanose is a member of the chemical class known as Pyrimidine Nucleotide Sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group.   Uridine diphosphogalactofuranose (UDP-Galf) is the precursor of the d-galactofuranose (Galf) residues found in bacterial and parasitic cell walls, including those of many pathogens, such as Mycobacterium tuberculosis and Trypanosoma cruzi. (PMID 11573090) UDP-galactopyranose mutase (UGM) is a flavin-containing enzyme that catalyzes the conversion of UDP-galactopyranose to UDP-galactofuranose, the precursor of galactofuranose, which is an important cell wall component in Aspergillus fumigatus and other pathogenic microbes. (PMID 20615386)	638-23-3	Solid	O=c1ccn([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@H]3O[C@@H]([C@H](O)CO)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1	C15H24N2O17P2	InChI=1S/C15H24N2O17P2/c18-3-5(19)12-9(22)11(24)14(32-12)33-36(28,29)34-35(26,27)30-4-6-8(21)10(23)13(31-6)17-2-1-7(20)16-15(17)25/h1-2,5-6,8-14,18-19,21-24H,3-4H2,(H,26,27)(H,28,29)(H,16,20,25)/t5-,6-,8-,9-,10-,11-,12+,13-,14-/m1/s1	ZQLQOXLUCGXKHS-SIAUPFDVSA-N	566.0550204	CHEBI:66915		
BASm0004788	ergosta-5,7-dien-3betabeta-ol				CC(C)[C@@H](C)CC[C@@H](C)[C@H]1CC[C@H]2C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C28H46O	InChI=1S/C28H46O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h9-10,18-20,22,24-26,29H,7-8,11-17H2,1-6H3	ZKQRGSXITBHHPC-UHFFFAOYSA-N	398.3548661	CHEBI:66918		
BASm0004789	4-nitrobenzaldehyde				O=CC1=CC=C(C=C1)N(=O)=O	C7H5NO3	InChI=1S/C7H5NO3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-5H	BXRFQSNOROATLV-UHFFFAOYSA-N	151.026943	CHEBI:66926	HMDB0246531	
BASm0004790	trans,octa-cis-decaprenylphospho-beta-D-ribofuranose 5-phosphate			Expected Solid	[H]\C(CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP([O-])(=O)O[C@]1([H])O[C@]([H])(COP([O-])([O-])=O)[C@@]([H])(O)[C@@]1([H])O)=C(\C)CCC=C(C)C	C55H89O11P2	InChI=1S/C55H92O11P2/c1-42(2)21-12-22-43(3)23-13-24-44(4)25-14-26-45(5)27-15-28-46(6)29-16-30-47(7)31-17-32-48(8)33-18-34-49(9)35-19-36-50(10)37-20-38-51(11)39-40-63-68(61,62)66-55-54(57)53(56)52(65-55)41-64-67(58,59)60/h21,23,25,27,29,31,33,35,37,39,52-57H,12-20,22,24,26,28,30,32,34,36,38,40-41H2,1-11H3,(H,61,62)(H2,58,59,60)/p-3/b43-23+,44-25-,45-27-,46-29-,47-31-,48-33-,49-35-,50-37-,51-39-/t52-,53-,54-,55+/m1/s1	NUWRQHMMPHBACN-VSQGLHABSA-K	987.5896584	CHEBI:66937		MMDBc0056339
BASm0004791	ecgonone methyl ester	An organic cation that is the conjugate acid of ecgonone methyl ester arising from protonation of the tertiary amino group; major species at pH 7.3.			COC(=O)[C@H]1C(=O)C[C@@H]2CC[C@H]1[NH+]2C	C10H16NO3	InChI=1S/C10H15NO3/c1-11-6-3-4-7(11)9(8(12)5-6)10(13)14-2/h6-7,9H,3-5H2,1-2H3/p+1/t6-,7+,9+/m0/s1	WXEMSGQRTGSYOG-LKEWCRSYSA-O		CHEBI:66941		
BASm0004792	4-oxo-4-(pyridin-3-yl)butanoate	3-succinoylpyridine is the byproduct of tobacco-specific N-nitrosamines generated by the enzyme cytochrome P 450 which catalyzes methylnitrosaminopyridylbutanone hydroxylation. (PMID: 11368333). This nicotine metabolite is commonly found in the urine of smokers. (PMID: 14581070).	4192-31-8		[O-]C(=O)CCC(=O)C1=CN=CC=C1	C9H8NO3	InChI=1S/C9H9NO3/c11-8(3-4-9(12)13)7-2-1-5-10-6-7/h1-2,5-6H,3-4H2,(H,12,13)/p-1	JGSUNMCABQUBOY-UHFFFAOYSA-M	178.0509667	CHEBI:66942	HMDB0000992	
BASm0004793	2,6-dihydroxypseudooxynicotine			Expected Solid	C[NH2+]CCCC(=O)C1=C(O)N=C(O)C=C1	C10H15N2O3	InChI=1S/C10H14N2O3/c1-11-6-2-3-8(13)7-4-5-9(14)12-10(7)15/h4-5,11H,2-3,6H2,1H3,(H2,12,14,15)/p+1	JJJLAXLRPLCXNT-UHFFFAOYSA-O	211.1077188	CHEBI:66944		MMDBc0055302
BASm0004794	4-nitro-6-oxohepta-2,4-dienedioate	A dicarboxylic acid dianion obtained by deprotonation of the carboxy groups of 4-nitro-6-oxohepta-2,4-dienedioic acid; major species at pH 7.3.			O=C([O-])/C=C/C(=C\C(=O)C(=O)[O-])[N+](=O)[O-]	C7H3NO7	InChI=1S/C7H5NO7/c9-5(7(12)13)3-4(8(14)15)1-2-6(10)11/h1-3H,(H,10,11)(H,12,13)/p-2/b2-1+,4-3+	WQSLVSOAROUIFS-MVJNYCIBSA-L		CHEBI:66945		
BASm0004795	(2E,4Z)-4-hydroxy-6-oxohexa-2,4-dienoate			Expected Solid	[H]\C(C=O)=C(\[O-])/C(/[H])=C(\[H])C(O)=O	C6H5O4	InChI=1S/C6H6O4/c7-4-3-5(8)1-2-6(9)10/h1-4,8H,(H,9,10)/p-1/b2-1+,5-3-	NJOJKLHNRGFVOS-WFTYEQLWSA-M	141.0193322	CHEBI:66947		MMDBc0054799
BASm0004796	3-aminopentanedioate			Expected Solid	[NH3+]C(CC(=O)[O-])CC(=O)[O-]	C5H8NO4	InChI=1S/C5H9NO4/c6-3(1-4(7)8)2-5(9)10/h3H,1-2,6H2,(H,7,8)(H,9,10)/p-1	BBJIPMIXTXKYLZ-UHFFFAOYSA-M	146.0458813	CHEBI:66948		MMDBc0055348
BASm0004798	olivetolate			Expected Solid	CCCCCc1cc(O)cc(O)c1C(=O)[O-]	C12H15O4	InChI=1S/C12H16O4/c1-2-3-4-5-8-6-9(13)7-10(14)11(8)12(15)16/h6-7,13-14H,2-5H2,1H3,(H,15,16)/p-1	SXFKFRRXJUJGSS-UHFFFAOYSA-M	223.0975825	CHEBI:66950		MMDBc0053663
BASm0004800	3,5,7-trioxododecanoyl-CoA			Expected Solid	CCCCCC(=O)CC(=O)CC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP([O-])(=O)OP([O-])(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP([O-])([O-])=O)N1C=NC2=C1N=CN=C2N	C33H48N7O20P3S	InChI=1S/C33H52N7O20P3S/c1-4-5-6-7-19(41)12-20(42)13-21(43)14-24(45)64-11-10-35-23(44)8-9-36-31(48)28(47)33(2,3)16-57-63(54,55)60-62(52,53)56-15-22-27(59-61(49,50)51)26(46)32(58-22)40-18-39-25-29(34)37-17-38-30(25)40/h17-18,22,26-28,32,46-47H,4-16H2,1-3H3,(H,35,44)(H,36,48)(H,52,53)(H,54,55)(H2,34,37,38)(H2,49,50,51)/p-4/t22-,26-,27-,28+,32-/m1/s1	VHFNTMSJVWRHBO-GMHMEAMDSA-J	987.1909635	CHEBI:66957		MMDBc0051871
BASm0004801	4-hydroxy-6-pentylpyran-2-one			Expected Solid	CCCCCC1=CC(O)=CC(=O)O1	C10H14O3	InChI=1S/C10H14O3/c1-2-3-4-5-9-6-8(11)7-10(12)13-9/h6-7,11H,2-5H2,1H3	YIXLDRQOKWESBI-UHFFFAOYSA-N	182.0942943	CHEBI:66958		MMDBc0055514
BASm0004802	olivetol			Expected Solid	CCCCCC1=CC(O)=CC(O)=C1	C11H16O2	InChI=1S/C11H16O2/c1-2-3-4-5-9-6-10(12)8-11(13)7-9/h6-8,12-13H,2-5H2,1H3	IRMPFYJSHJGOPE-UHFFFAOYSA-N	180.1150298	CHEBI:66960		MMDBc0053662
BASm0004803	cannabinerolate	Cannabigerolic acid, CBGA, is a phytocannabinoid that belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. CBGA is a dihydroxybenzoic acid derived from olivetolic acid on which the hydrogen at position 3 is substituted by a geranyl group. CBGA is a molecule of mixed biosynthetic origin, in which its aromatic moiety (derived from olivetolic acid) occurs through the polyketide biosynthetic pathway while the prenylated sidechain derives from the MEP pathway of the terpenoids (DOI: 10.1016/B978-0-12-800756-3.00002-8). As such, CBGA can be considered a polyketide, a monoterpenoid and a resorcinol, due to the meta arrangement of its two hydroxyl groups on the benzene ring. CBGA is a key biosynthetic precursor of Delta (9)-tetrahydrocannabinol, the main psychoactive component of Cannabis sativa.  As mentioned above, olivetolic acid and geranyl diphosphate are synthesized into CBGA. The CBGA is converted in the plant by CBCA synthase, cannabidiolic acid synthase (CBDA synthase) and tetrahydrocannabinolic acid synthase (THCA synthase) into CBCA, CBDA and tetrahydrocannabinolic acid (THCA).The THCA can be decarboxylated into THC by drying and heating plant material. Therefore, CBGA is an important cannabinoid found in cannabis. Because of its biosynthetic relationship to other psychoactive compounds, many efforts have been addressed to find alternative ways of producing it, particularly in yeast (PMID: 28694184) Additionally, cannabigerolic acid has shown antibiotic properties (PMID: 6991645).	25555-57-1	1		C22H31O4		SEEZIOZEUUMJME-VBKFSLOCSA-M	359.2227831	CHEBI:66961		
BASm0004804	cannabigerolate	Cannabigerolic acid, CBGA, is a phytocannabinoid that belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. CBGA is a dihydroxybenzoic acid derived from olivetolic acid on which the hydrogen at position 3 is substituted by a geranyl group. CBGA is a molecule of mixed biosynthetic origin, in which its aromatic moiety (derived from olivetolic acid) occurs through the polyketide biosynthetic pathway while the prenylated sidechain derives from the MEP pathway of the terpenoids (DOI: 10.1016/B978-0-12-800756-3.00002-8). As such, CBGA can be considered a polyketide, a monoterpenoid and a resorcinol, due to the meta arrangement of its two hydroxyl groups on the benzene ring. CBGA is a key biosynthetic precursor of Delta (9)-tetrahydrocannabinol, the main psychoactive component of Cannabis sativa.  As mentioned above, olivetolic acid and geranyl diphosphate are synthesized into CBGA. The CBGA is converted in the plant by CBCA synthase, cannabidiolic acid synthase (CBDA synthase) and tetrahydrocannabinolic acid synthase (THCA synthase) into CBCA, CBDA and tetrahydrocannabinolic acid (THCA).The THCA can be decarboxylated into THC by drying and heating plant material. Therefore, CBGA is an important cannabinoid found in cannabis. Because of its biosynthetic relationship to other psychoactive compounds, many efforts have been addressed to find alternative ways of producing it, particularly in yeast (PMID: 28694184) Additionally, cannabigerolic acid has shown antibiotic properties (PMID: 6991645).	25555-57-1	1		C22H31O4		SEEZIOZEUUMJME-FOWTUZBSSA-M	359.2227831	CHEBI:66962		
BASm0004805	Delta(9)-tetrahydrocannabinolate			Expected Solid	CCCCCC1=CC2=C([C@@H]3C=C(C)CC[C@H]3C(C)(C)O2)C(O)=C1C([O-])=O	C22H29O4	InChI=1S/C22H30O4/c1-5-6-7-8-14-12-17-19(20(23)18(14)21(24)25)15-11-13(2)9-10-16(15)22(3,4)26-17/h11-12,15-16,23H,5-10H2,1-4H3,(H,24,25)/p-1/t15-,16-/m1/s1	UCONUSSAWGCZMV-HZPDHXFCSA-M	357.207133	CHEBI:66963		MMDBc0053796
BASm0004806	Delta(9)-tetrahydrocannabinol	A literature review on the subject concluded that 'Cannabis use appears to be neither a sufficient nor a necessary cause for psychosis. It is a component cause, part of a complex constellation of factors leading to psychosis.' Likewise, a French review from 2009 came to a conclusion that cannabis use, particularly that before age 15, was a factor in the development of schizophrenic disorders. A psychoactive compound extracted from the resin of Cannabis sativa (marihuana, hashish). The isomer delta-9-tetrahydrocannabinol (THC) is considered the most active form, producing characteristic mood and perceptual changes associated with this compound. Dronabinol is a synthetic form of delta-9-THC. [PubChem]; An analog of dronabinol, nabilone, is available commercially in Canada under the trade name Cesamet, manufactured by Valeant Pharmaceuticals. Cesamet has also received FDA approval and began marketing in the U.S. in 2006; it is a Schedule II drug.[citation needed]; Dronabinol is the INN for a pure isomer of THC, (a)-trans-'9-tetrahydrocannabinol, which is the main isomer found in cannabis. It is sold as Marinol (a registered trademark of Solvay Pharmaceuticals). Dronabinol is also marketed, sold, and distributed by PAR Pharmaceutical Companies under the terms of a license and distribution agreement with SVC pharma LP, an affiliate of Rhodes Technologies. Synthesized THC may be generally referred to as dronabinol. It is available as a prescription drug (under Marinol) in several countries including the United States and Germany. In the United States, Marinol is a Schedule III drug, available by prescription, considered to be non-narcotic and to have a low risk of physical or mental dependence. Efforts to get cannabis rescheduled as analogous to Marinol have not succeeded thus far, though a 2002 petition has been accepted by the DEA. As a result of the rescheduling of Marinol from Schedule II to Schedule III, refills are now permitted for this substance. Marinol has been approved by the U.S. Food and Drug Administration (FDA) in the treatment of anorexia in AIDS patients, as well as for refractory nausea and vomiting of patients undergoing chemotherapy, which has raised much controversy as to why natural THC is still a schedule I drug. In 1999, Marinol was rescheduled from Schedule II to III of the Controlled Substances Act, reflecting a finding that THC had a potential for abuse less than that of cocaine and heroin. This rescheduling comprised part of the argument for a 2002 petition for removal of cannabis from Schedule I of the Controlled Substances Act, in which petitioner Jon Gettman noted, 'Cannabis is a natural source of dronabinol (THC), the ingredient of Marinol, a Schedule III drug. There are no grounds to schedule cannabis in a more restrictive schedule than Marinol'. In April 2005, Canadian authorities approved the marketing of Sativex, a mouth spray for multiple sclerosis patients, who can use it to alleviate neuropathic pain and spasticity. Sativex contains tetrahydrocannabinol together with cannabidiol and is a preparation of whole cannabis rather than individual cannabinoids. It is marketed in Canada by GW Pharmaceuticals, being the first cannabis-based prescription drug in the world (in modern times). In addition, Sativex received European regulatory approval in 2010. Tetrahydrocannabinol also known as delta-9-tetrahydrocannabinol (I'9-THC), is the principal psychoactive constituent of the cannabis plant. First isolated in 1964, in its pure form, it is a glassy solid when cold, and becomes viscous and sticky if warmed. Synthetically prepared THC, officially referred to by its INN, dronabinol, is available by prescription in the U.S. and Canada under the brand name Marinol. An aromatic terpenoid, THC has a very low solubility in water, but good solubility in most organic solvents, specifically lipids and alcohols. The presence of these specialized cannabinoid receptors in the brain led researchers to the discovery of endocannabinoids, such as anandamide and 2-arachidonoyl glyceride (2-AG). THC targets receptors in a manner far less selective than endocannabinoid molecules released during retrograde signaling, as the drug has a relatively low cannabinoid receptor efficacy and affinity. In populations of low cannabinoid receptor density, THC may act to antagonize endogenous agonists that possess greater receptor efficacy. THC is a lipophilic molecule and may bind non-specifically to a variety of receptors in the brain and body, such as adipose tissue. For a review of the mechanisms behind endocannabinoid synaptic transmission, see the endocannabinoid system.	1972-08-03		[H][C@@]12C=C(C)CC[C@@]1([H])C(C)(C)OC1=CC(CCCCC)=CC(O)=C21	C21H30O2	InChI=1S/C21H30O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h11-13,16-17,22H,5-10H2,1-4H3/t16-,17-/m1/s1	CYQFCXCEBYINGO-IAGOWNOFSA-N	314.2245802	CHEBI:66964	HMDB0041865	
BASm0004807	mycophenolic acid O-acyl-beta-D-glucuronide				COc1c(C)c2c(c(O)c1C/C=C(\C)CCC(=O)O[C@@H]1O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]1O)C(=O)OC2	C23H28O12	InChI=1S/C23H28O12/c1-9(4-6-11-15(25)14-12(8-33-22(14)31)10(2)19(11)32-3)5-7-13(24)34-23-18(28)16(26)17(27)20(35-23)21(29)30/h4,16-18,20,23,25-28H,5-8H2,1-3H3,(H,29,30)/b9-4+/t16-,17-,18+,20-,23+/m0/s1	QBMSTEZXAMABFF-UEARNRKISA-N		CHEBI:66982		
BASm0004808	N-docosanoylsphinganine	Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides.			CCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC	C40H81NO3	InChI=1S/C40H81NO3/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-40(44)41-38(37-42)39(43)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h38-39,42-43H,3-37H2,1-2H3,(H,41,44)/t38-,39+/m0/s1	SXPRAKSDHOEHIG-ZESVVUHVSA-N	623.6216455	CHEBI:67021	HMDB0011765	
BASm0004809	N-(2-hydroxydocosanoyl)-sphinganine	A dihydroceramide in which the ceramide N-acyl group is specified as 2-hydroxydocosanoyl.			CCCCCCCCCCCCCCCCCCCCC(O)C(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC	C40H81NO4	InChI=1S/C40H81NO4/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-35-39(44)40(45)41-37(36-42)38(43)34-32-30-28-26-24-22-16-14-12-10-8-6-4-2/h37-39,42-44H,3-36H2,1-2H3,(H,41,45)/t37-,38+,39?/m0/s1	NNLQQNODNROHPW-BFNXHEPRSA-N		CHEBI:67023		
BASm0004810	N-docosanoyl-(4R)-hydroxysphinganine	<p>Cer 18:0;3/22:0;0 is a ceramide. Ceramides are composed of a sphingosine and a fatty acid. Ceramides are found in high concentrations within the cell membrane of cells. Caramides are known to promote transport of secretory vesicles from the ER to the Golgi apparatus. Sphingolipids like ceramide play import roles in lipid rafts which in yeast are responsible for delivering and sorting membrane bound proteins. Lipid rafts also play roles in membrane fusion during mating.[PMID: 16730802]</p>↵<p>There are three major pathways of ceramide generation. The sphingomyelinase pathway uses an enzyme to breakdown IPC, MIPC and M(IP)2C in the cell membrane and release ceramide. The de novo pathway creates ceramide from less complex molecules. Ceramide generation can also occur through breakdown of complex sphingolipids that are ultimately broken down into sphingosine, which is then reused by reacylation to form ceramide. This latter pathway is termed the Salvage pathway.[Wikipedia, PMID: 16730802]Lipid identified in the yeast S. cerevisiae</p>			CCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC	C40H81NO4	InChI=1S/C40H81NO4/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-39(44)41-37(36-42)40(45)38(43)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h37-38,40,42-43,45H,3-36H2,1-2H3,(H,41,44)/t37-,38+,40-/m0/s1	CIMNZQFRNXDRER-HIERITDVSA-N	639.6165601	CHEBI:67024		MMDBc0033217
BASm0004811	lipoxin A4			Expected Solid	CCCCC[C@H](O)/C=C/C=C\C=C\C=C\[C@@H](O)[C@@H](O)CCCC(=O)[O-]	C20H31O5	InChI=1S/C20H32O5/c1-2-3-8-12-17(21)13-9-6-4-5-7-10-14-18(22)19(23)15-11-16-20(24)25/h4-7,9-10,13-14,17-19,21-23H,2-3,8,11-12,15-16H2,1H3,(H,24,25)/p-1/b6-4-,7-5+,13-9+,14-10+/t17-,18-,19-/m1/s1	IXAQOQZEOGMIQS-BZIKWXEGSA-M	351.2176977	CHEBI:67026		MMDBc0048608
BASm0004812	N-eicosanoylsphinganine	Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides.			CCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC	C38H77NO3	InChI=1S/C38H77NO3/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-38(42)39-36(35-40)37(41)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h36-37,40-41H,3-35H2,1-2H3,(H,39,42)/t36-,37+/m0/s1	ZWAUSWHRQBSECP-PQQNNWGCSA-N	595.5903453	CHEBI:67027	HMDB0011764	
BASm0004813	N-eicosanoyl-(4R)-hydroxysphinganine			Expected Solid	CCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC	C38H77NO4	InChI=1S/C38H77NO4/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-37(42)39-35(34-40)38(43)36(41)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h35-36,38,40-41,43H,3-34H2,1-2H3,(H,39,42)/t35-,36+,38-/m0/s1	HFJJUTILDZFUOE-BEAALGTASA-N	611.58526	CHEBI:67029		MMDBc0047870
BASm0004814	lipoxin B4	A hydroxy fatty acid anion obtained by the deprotonation of the carboxy group of lipoxin B4: major species at pH 7.3.			CCCCC[C@H](O)[C@H](O)/C=C/C=C/C=C\C=C\[C@@H](O)CCCC(=O)[O-]	C20H31O5	InChI=1S/C20H32O5/c1-2-3-8-14-18(22)19(23)15-10-7-5-4-6-9-12-17(21)13-11-16-20(24)25/h4-7,9-10,12,15,17-19,21-23H,2-3,8,11,13-14,16H2,1H3,(H,24,25)/p-1/b6-4-,7-5+,12-9+,15-10+/t17-,18+,19-/m1/s1	UXVRTOKOJOMENI-WLPVFMORSA-M		CHEBI:67031		
BASm0004815	N-(octadecanoyl)-sphinganine	Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides.	2304-80-5		CCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC	C36H73NO3	InChI=1S/C36H73NO3/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-36(40)37-34(33-38)35(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h34-35,38-39H,3-33H2,1-2H3,(H,37,40)/t34-,35+/m0/s1	KZTJQXAANJHSCE-OIDHKYIRSA-N	567.5590452	CHEBI:67033	HMDB0011761	
BASm0004816	N-(2-hydroxyoctadecanoyl)-sphinganine	A dihydroceramide in which the ceramide N-acyl group is specified as 2-hydroxyoctadecanoyl.			CCCCCCCCCCCCCCCCC(O)C(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC	C36H73NO4	InChI=1S/C36H73NO4/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-35(40)36(41)37-33(32-38)34(39)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33-35,38-40H,3-32H2,1-2H3,(H,37,41)/t33-,34+,35?/m0/s1	TWVUZTCVZAHCIE-GWDKEWMYSA-N		CHEBI:67034		
BASm0004817	N-octadecanoyl-(4R)-hydroxysphinganine			Expected Solid	CCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC	C36H73NO4	InChI=1S/C36H73NO4/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-35(40)37-33(32-38)36(41)34(39)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h33-34,36,38-39,41H,3-32H2,1-2H3,(H,37,40)/t33-,34+,36-/m0/s1	IEZRNEGTKRQRFV-LFBNJJMOSA-N	583.5539598	CHEBI:67035		MMDBc0047869
BASm0004818	N-hexadecanoylsphinganine	Ceramides, also known as N-acylsphingosines, consist of a sphingoid base linked to a fatty acid chain via the amine group. Ceramides are one of the hydrolysis byproducts of sphingomyelin via the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase, E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis and many other tissues (PMID: 25935). They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID: 14998372). Ceramides are key to the biosynthesis of glycosphingolipids and gangliosides. Cer(d18:0/16:0), in particular, consists of a saturated 18-carbon dihydroxylated sphingoid base linked to one chain of palmitic acid.	5966-29-0		CCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC	C34H69NO3	InChI=1S/C34H69NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(37)32(31-36)35-34(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h32-33,36-37H,3-31H2,1-2H3,(H,35,38)/t32-,33+/m0/s1	GCGTXOVNNFGTPQ-JHOUSYSJSA-N	539.5277451	CHEBI:67042	HMDB0011760	
BASm0004819	N-(2-hydroxyhexadecanoyl)-sphinganine	A dihydroceramide in which the ceramide N-acyl group is specified as 2-hydroxyhexadecanoyl			CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(=O)C(O)CCCCCCCCCCCCCC	C34H69NO4	InChI=1S/C34H69NO4/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-32(37)31(30-36)35-34(39)33(38)29-27-25-23-21-18-16-14-12-10-8-6-4-2/h31-33,36-38H,3-30H2,1-2H3,(H,35,39)/t31-,32+,33?/m0/s1	NQXMVCBJWMTLGK-XIWRNSNHSA-N		CHEBI:67043		
BASm0004820	N-(tetradecanoyl)-sphinganine	Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides.			CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCC	C32H65NO3	InChI=1S/C32H65NO3/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-31(35)30(29-34)33-32(36)28-26-24-22-20-17-14-12-10-8-6-4-2/h30-31,34-35H,3-29H2,1-2H3,(H,33,36)/t30-,31+/m0/s1	UDTSZXVRDXQARY-IOWSJCHKSA-N	511.496445	CHEBI:67045	HMDB0011759	
BASm0004822	1-deoxymethyl-sphinganine	A cationic sphingoid obtained by the protonation of the amino group of 1-deoxymethylsphinganine.			CCCCCCCCCCCCCCC[C@@H](O)C[NH3+]	C17H38NO	InChI=1S/C17H37NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17(19)16-18/h17,19H,2-16,18H2,1H3/p+1/t17-/m1/s1	UGVBFHUWZNNKIK-QGZVFWFLSA-O		CHEBI:67108		
BASm0004823	1-deoxysphinganine				CCCCCCCCCCCCCCC[C@@H](O)[C@H](C)[NH3+]	C18H39NO	InChI=1S/C18H39NO/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18(20)17(2)19/h17-18,20H,3-16,19H2,1-2H3	YRYJJIXWWQLGGV-UHFFFAOYSA-N	285.3031649	CHEBI:67109	HMDB0258433	
BASm0004824	N-acyl-1-deoxysphinganine				*C(=O)N[C@@H](C)[C@H](O)CCCCCCCCCCCCCCC					CHEBI:67111		
BASm0004825	Ditrans,polycis-Polyprenol	Important compound involved in N- glycol biosynthesis, terpenoid backbone biosynthesis and the biosynthesis of terpenoids, steroids, and secondary metabolites. 			CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C\CC/C(C)=C\CO	(C5H8)nC20H34O	InChI=1S/C25H42O/c1-21(2)11-7-12-22(3)13-8-14-23(4)15-9-16-24(5)17-10-18-25(6)19-20-26/h11,13,15,17,19,26H,7-10,12,14,16,18,20H2,1-6H3/b22-13+,23-15+,24-17-,25-19-	YHTCXUSSQJMLQD-PSTDWBAXSA-N	0	CHEBI:67132		
BASm0004826	UDP-N,N'-diacetylbacillosamine				CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](C)[C@@H](NC(C)=O)[C@@H]1O	C19H30N4O16P2	InChI=1S/C19H30N4O16P2/c1-7-12(20-8(2)24)15(28)13(21-9(3)25)18(36-7)38-41(33,34)39-40(31,32)35-6-10-14(27)16(29)17(37-10)23-5-4-11(26)22-19(23)30/h4-5,7,10,12-18,27-29H,6H2,1-3H3,(H,20,24)(H,21,25)(H,31,32)(H,33,34)(H,22,26,30)/t7-,10+,12-,13+,14+,15-,16+,17+,18+/m0/s1	KCAODEOZHCZEBC-SXTUWYCGSA-N	632.1132049	CHEBI:67134		
BASm0004827	2-nitroimidazole				O=[N+]([O-])c1ncc[nH]1	C3H3N3O2	InChI=1S/C3H3N3O2/c7-6(8)3-4-1-2-5-3/h1-2H,(H,4,5)	YZEUHQHUFTYLPH-UHFFFAOYSA-N	113.0225263	CHEBI:67135	HMDB0245259	
BASm0004828	cannabidiolate	Cannabidiolic acid (CBDA) belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and, at least, one hydroxyl group. CBDA also belongs to the class of cannabis compounds known as cannabidiol. The biosynthesis of CBDA occurs through the cyclization of the isoprenoid side chain of cannabigerolic acid (CBGA) to yield a cyclohexene moiety, common to all cannabidiol-type cannabinoids. CBDA is one of the major cannabinoid compounds found in cannabis plants, particularly in the fiber-type varieties. Even though CBDA is a non-psychoactive component of Cannabis sativa, it has been proven to inhibit the migration of the highly invasive human breast cancer cell line MDA-MB-231. The apparent mechanism of action involves the inhibition of cAMP-dependent protein kinase A and the activation of Ras homolog family member A (RhoA; PMID: 22963825). Studies on mice have also shown that CBDA has a potential anticonvulsant activity (PMID: 31686510).	1244-58-2	1	C=C(C)[C@@H]1CCC(C)=C[C@H]1c1c(O)cc(CCCCC)c(C(=O)[O-])c1O	C22H30O4	InChI=1S/C22H30O4/c1-5-6-7-8-15-12-18(23)20(21(24)19(15)22(25)26)17-11-14(4)9-10-16(17)13(2)3/h11-12,16-17,23-24H,2,5-10H2,1,3-4H3,(H,25,26)/t16-,17+/m0/s1	WVOLTBSCXRRQFR-DLBZAZTESA-N	358.2144	CHEBI:67136		
BASm0004829	UDP-N-acetyl-alpha-D-galactosamine	A UDP-N-acetyl-D-galactosamine(2-) in which the anomeric centre of the galactosamine moiety has alpha-configuration; major species at pH 7.3.			CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](CO)[C@H](O)[C@@H]1O	C17H25N3O17P2	InChI=1S/C17H27N3O17P2/c1-6(22)18-10-13(26)11(24)7(4-21)35-16(10)36-39(31,32)37-38(29,30)33-5-8-12(25)14(27)15(34-8)20-3-2-9(23)19-17(20)28/h2-3,7-8,10-16,21,24-27H,4-5H2,1H3,(H,18,22)(H,29,30)(H,31,32)(H,19,23,28)/p-2/t7-,8-,10-,11+,12-,13-,14-,15-,16-/m1/s1	LFTYTUAZOPRMMI-NESSUJCYSA-L		CHEBI:67138		
BASm0004830	(2S,4S)-4-hydroxy-2,3,4,5-tetrahydrodipicolinate	(4s)-4-hydroxy-2,3,4,5-tetrahydro-(2s)-dipicolinate belongs to alpha amino acids and derivatives class of compounds. Those are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof (4s)-4-hydroxy-2,3,4,5-tetrahydro-(2s)-dipicolinate is soluble (in water) and a weakly acidic compound (based on its pKa). (4s)-4-hydroxy-2,3,4,5-tetrahydro-(2s)-dipicolinate can be found in a number of food items such as mamey sapote, red bell pepper, burbot, and kelp, which makes (4s)-4-hydroxy-2,3,4,5-tetrahydro-(2s)-dipicolinate a potential biomarker for the consumption of these food products.			O=C([O-])C1=N[C@H](C(=O)[O-])C[C@H](O)C1	C7H7NO5	InChI=1S/C7H9NO5/c9-3-1-4(6(10)11)8-5(2-3)7(12)13/h3-4,9H,1-2H2,(H,10,11)(H,12,13)/p-2/t3-,4-/m0/s1	DVTPRYHENFBCII-IMJSIDKUSA-L	185.0335195	CHEBI:67139	HMDB0303976	
BASm0004832	5'-triphosphoadenylyl-(2'->5')-adenylyl-(2'->5')-adenosine			Expected Solid	[H][C@]1(COP([O-])(=O)O[C@]2([H])[C@]([H])(O)[C@@]([H])(COP([O-])(=O)O[C@]3([H])[C@]([H])(O)[C@@]([H])(COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)O[C@@]3([H])N3C=NC4=C(N)N=CN=C34)O[C@@]2([H])N2C=NC3=C(N)N=CN=C23)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O	C30H34N15O25P5	InChI=1S/C30H40N15O25P5/c31-22-13-25(37-4-34-22)43(7-40-13)28-19(49)16(46)10(64-28)1-61-72(53,54)67-20-17(47)11(65-29(20)44-8-41-14-23(32)35-5-38-26(14)44)2-62-73(55,56)68-21-18(48)12(3-63-74(57,58)70-75(59,60)69-71(50,51)52)66-30(21)45-9-42-15-24(33)36-6-39-27(15)45/h4-12,16-21,28-30,46-49H,1-3H2,(H,53,54)(H,55,56)(H,57,58)(H,59,60)(H2,31,34,37)(H2,32,35,38)(H2,33,36,39)(H2,50,51,52)/p-6/t10-,11-,12-,16-,17-,18-,19-,20-,21-,28-,29-,30-/m1/s1	RTAGLZBJCCVJET-UQTMIEBXSA-H	1159.057128	CHEBI:67143		MMDBc0055592
BASm0004833	fumigaclavine A			Expected Solid	[H][C@]1(C)CN(C)[C@]2([H])CC3=C[NH2+]C4=CC=CC(=C34)[C@@]2([H])[C@@]1([H])OC(C)=O	C18H23N2O2	InChI=1S/C18H22N2O2/c1-10-9-20(3)15-7-12-8-19-14-6-4-5-13(16(12)14)17(15)18(10)22-11(2)21/h4-6,8,10,15,17-19H,7,9H2,1-3H3/p+1/t10-,15+,17+,18-/m0/s1	GJSSYQDXZLZOLR-IMKJFWDFSA-O	299.1754044	CHEBI:67145		MMDBc0055990
BASm0004834	fumigaclavine B			Expected Solid	[H][C@]1(C)CN(C)[C@]2([H])CC3=C[NH2+]C4=CC=CC(=C34)[C@@]2([H])[C@@]1([H])O	C16H21N2O	InChI=1S/C16H20N2O/c1-9-8-18(2)13-6-10-7-17-12-5-3-4-11(14(10)12)15(13)16(9)19/h3-5,7,9,13,15-17,19H,6,8H2,1-2H3/p+1/t9-,13+,15+,16-/m0/s1	JUXRVSRUBIFVKE-CIGJXOAISA-O	257.1648397	CHEBI:67146		MMDBc0055991
BASm0004835	fumigaclavine C			Expected Solid		C23H31N2O2		OSICWVVWEXKSBD-LFAYTRTRSA-O	367.2380047	CHEBI:67147		MMDBc0018357
BASm0004836	2-hydroxybenzoyl-CoA	Salicyloyl-CoA is the intermediate product in the formation of salicyluric acid from salicylic acid. It has been shown to suppress LPS-induced PGE(2) production which effectively complements the action of salicylic acid -- the major metabolite of aspirin (PMID: 10903918). Salicyloyl-CoA is metabolized in the liver by mitochondrial acyl CoA:glycine N-acyl transferase (ACGNAT). This enzyme is important in the detoxification of various endogenous and xenobiotic acyl-CoA's.	10478-66-7	Solid		C28H36N7O18P3S		YTKKDFTVSNSVEE-TYHXJLICSA-J	883.1072338	CHEBI:67148	HMDB0011636	
BASm0004837	(2Z)-2-hydroxypenta-2,4-dienoate			Expected Solid	[H]\C(C=C)=C(\[O-])C(O)=O	C5H5O3	InChI=1S/C5H6O3/c1-2-3-4(6)5(7)8/h2-3,6H,1H2,(H,7,8)/p-1/b4-3-	VHTQQDXPNUTMNB-ARJAWSKDSA-M	113.0244176	CHEBI:67152		MMDBc0050285
BASm0004838	(+)-larreatricin				C[C@@H]1[C@H](C)[C@H](c2ccc(O)cc2)O[C@H]1c1ccc(O)cc1	C18H20O3	InChI=1S/C18H20O3/c1-11-12(2)18(14-5-9-16(20)10-6-14)21-17(11)13-3-7-15(19)8-4-13/h3-12,17-20H,1-2H3	PIBJADPEZQHMQS-UHFFFAOYSA-N	284.1412445	CHEBI:67153		
BASm0004839	(+)-3'-hydroxylarreatricin				C[C@@H]1[C@H](C)[C@H](c2ccc(O)cc2)O[C@H]1c1ccc(O)c(O)c1	C18H20O4	InChI=1S/C18H20O4/c1-10-11(2)18(13-5-8-15(20)16(21)9-13)22-17(10)12-3-6-14(19)7-4-12/h3-11,17-21H,1-2H3	HKSHEXWQPGOEAT-UHFFFAOYSA-N	300.1361591	CHEBI:67154		
BASm0004840	L-beta-phenylalanine			Expected Solid	[NH3+][C@H](CC(=O)[O-])c1ccccc1	C9H11NO2	InChI=1S/C9H11NO2/c10-8(6-9(11)12)7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m1/s1	UJOYFRCOTPUKAK-MRVPVSSYSA-N	165.0789786	CHEBI:67158		MMDBc0056060
BASm0004841	1-deoxymethyl-3-dehydrosphinganine	A cationic sphingoid obtained by the protonation of the amino group of 1-deoxymethyl-3-dehydrosphinganine.			CCCCCCCCCCCCCCCC(=O)C[NH3+]	C17H36NO	InChI=1S/C17H35NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17(19)16-18/h2-16,18H2,1H3/p+1	MVSICBRQHSIVQP-UHFFFAOYSA-O		CHEBI:67177		
BASm0004842	sporulenol			Expected Solid	CC1=CCC([C@H](C)CC[C@@H]2[C@@]3(C)CC[C@H]4[C@@](C)(CC[C@H]5C(C)(C)CCC[C@]45C)[C@@H]3CC[C@@]2(C)O)=CC1	C35H58O	InChI=1S/C35H58O/c1-24-10-13-26(14-11-24)25(2)12-15-30-34(7)22-17-28-32(5)20-9-19-31(3,4)27(32)16-21-33(28,6)29(34)18-23-35(30,8)36/h10,14,25,27-30,36H,9,11-13,15-23H2,1-8H3/t25-,27+,28-,29+,30-,32+,33-,34+,35-/m1/s1	XKBZJGQFALBSTF-HVUBKZQBSA-N	494.4487665	CHEBI:67182		MMDBc0056312
BASm0004843	9-cis-beta-carotene	9-cis-beta-Carotene is a cyclic carotene having the structure of beta-carotene but with a cis double bond at the 9,10-position. It is found in human serum and breast milk (PMID: 9164160). Carotenoids are isoprenoid molecules that are widespread in nature and are typically seen as pigments in fruits, flowers, birds, and crustacea. Animals are unable to synthesize carotenoids de novo and rely upon the diet as a source of these compounds. Over recent years there has been considerable interest in dietary carotenoids with respect to their potential in alleviating age-related diseases in humans. This attention has been mirrored by significant advances in cloning most of the carotenoid genes and in the genetic manipulation of crop plants with the intention of increasing levels in the diet. Studies have shown an inverse relationship between the consumption of certain fruits and vegetables and the risk of epithelial cancer. Since carotenoids are among the micronutrients found in cancer-preventive foods, detailed qualitative and quantitative determination of these compounds, particularly in fruits and vegetables and in human plasma, have recently become increasingly important (PMID: 1416048, 15003396).	13312-52-2		CC1=C(/C=C/C(C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(C)\C=C\C2=C(C)CCCC2(C)C)C(C)(C)CCC1	C40H56	InChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-22,25-28H,15-16,23-24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21-,34-22+	OENHQHLEOONYIE-BVZAMQQESA-N	536.4382018	CHEBI:67188	HMDB0112264	
BASm0004844	(2E,4E,6E)-7-hydroxy-4-methylhepta-2,4,6-trienal			Expected Solid	CC(/C=C/C=O)=C\C=C\O	C8H10O2	InChI=1S/C8H10O2/c1-8(4-2-6-9)5-3-7-10/h2-7,9H,1H3/b5-3+,6-2+,8-4+	TYQZWSFEJJSSQR-YUHMVAQCSA-N	138.0680796	CHEBI:67191		MMDBc0050145
BASm0004845	9-cis-10'-apo-beta-carotenal			Expected Solid	CC1=C(/C=C/C(C)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=O)C(C)(C)CCC1	C27H36O	InChI=1S/C27H36O/c1-22(12-7-8-13-23(2)16-11-21-28)14-9-15-24(3)18-19-26-25(4)17-10-20-27(26,5)6/h7-9,11-16,18-19,21H,10,17,20H2,1-6H3/b8-7+,14-9+,16-11+,19-18+,22-12+,23-13+,24-15-	PJEHRCCPERVGEC-OLTPUEGQSA-N	376.2766158	CHEBI:67192		MMDBc0052756
BASm0004846	(3E,5E)-6,10-dimethylundeca-3,5,9-trien-2-one	Pseudoionone (CAS: 141-10-6), also known as citrylideneacetone or psi-ionone, belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Pseudoionone is an extremely weak basic (essentially neutral) compound (based on its pKa). Pseudoionone is a sweet, balsamic, and citrus tasting compound. Outside of the human body, pseudoionone has been detected, but not quantified in, a few different foods, such as cherry tomato and garden tomato. This could make pseudoionone a potential biomarker for the consumption of these foods. Pseudoionone is used as a food additive (EAFUS: Everything Added to Food in the United States).	3548-78-5	Solid	CC(=O)/C=C/C=C(\C)CCC=C(C)C	C13H20O	InChI=1S/C13H20O/c1-11(2)7-5-8-12(3)9-6-10-13(4)14/h6-7,9-10H,5,8H2,1-4H3/b10-6+,12-9+	JXJIQCXXJGRKRJ-KOOBJXAQSA-N	192.1514153	CHEBI:67207	HMDB0032498	
BASm0004847	alpha-L-rhamnosyl-(1->3)-N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octa-cis-decaprenol			Expected Solid	CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(\C)CCC=C(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C64H105NO16P2	InChI=1S/C64H107NO16P2/c1-44(2)23-14-24-45(3)25-15-26-46(4)27-16-28-47(5)29-17-30-48(6)31-18-32-49(7)33-19-34-50(8)35-20-36-51(9)37-21-38-52(10)39-22-40-53(11)41-42-76-82(72,73)81-83(74,75)80-63-57(65-55(13)67)62(59(69)56(43-66)78-63)79-64-61(71)60(70)58(68)54(12)77-64/h23,25,27,29,31,33,35,37,39,41,54,56-64,66,68-71H,14-22,24,26,28,30,32,34,36,38,40,42-43H2,1-13H3,(H,65,67)(H,72,73)(H,74,75)/p-2/b45-25+,46-27-,47-29-,48-31-,49-33-,50-35-,51-37-,52-39-,53-41-/t54-,56+,57+,58-,59+,60+,61+,62+,63+,64-/m0/s1	LTCQFZLIKIMFIG-DRJIPIRHSA-L	1205.691957	CHEBI:67209		MMDBc0055718
BASm0004848	beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->4)-alpha-L-rhamnosyl-(1->3)-N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octa-cis-decaprenol			Expected Solid	CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(\C)CCC=C(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O[C@@H]1O[C@@H](C)[C@H](O[C@@H]2O[C@@H]([C@@H](CO)O[C@@H]3O[C@@H]([C@H](O)CO)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@@H](O)[C@H]1O	C76H125NO26P2	InChI=1S/C76H127NO26P2/c1-46(2)23-14-24-47(3)25-15-26-48(4)27-16-28-49(5)29-17-30-50(6)31-18-32-51(7)33-19-34-52(8)35-20-36-53(9)37-21-38-54(10)39-22-40-55(11)41-42-94-104(90,91)103-105(92,93)102-73-61(77-57(13)81)72(62(83)59(44-79)96-73)101-74-66(87)63(84)69(56(12)95-74)98-76-68(89)65(86)71(100-76)60(45-80)97-75-67(88)64(85)70(99-75)58(82)43-78/h23,25,27,29,31,33,35,37,39,41,56,58-76,78-80,82-89H,14-22,24,26,28,30,32,34,36,38,40,42-45H2,1-13H3,(H,77,81)(H,90,91)(H,92,93)/p-2/b47-25+,48-27-,49-29-,50-31-,51-33-,52-35-,53-37-,54-39-,55-41-/t56-,58+,59+,60+,61+,62+,63-,64+,65+,66+,67+,68+,69-,70-,71-,72+,73+,74-,75+,76+/m0/s1	RUVOVZNNKIXXAL-ZVNAIUDSSA-L	1529.797604	CHEBI:67210		MMDBc0055750
BASm0004849	beta-D-galactofuranosyl-(1->4)-alpha-L-rhamnosyl-(1->3)-N-acetyl-alpha-D-glucosaminyl-diphospho-trans-octa-cis-decaprenol	An organophosphate oxoanion obtained by deprotonation of the diphosphate OH groups of beta-D-Galf-(1->4)-alpha-L-Rhap-(1->3)-alpha-D-GlcpNAc-1-diphospho-trans,octacis-decaprenol; major species at pH 7.3.			CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(\C)CCC=C(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O[C@@H]1O[C@@H](C)[C@H](O[C@@H]2O[C@@H]([C@H](O)CO)[C@H](O)[C@H]2O)[C@@H](O)[C@H]1O	C70H115NO21P2	InChI=1S/C70H117NO21P2/c1-45(2)23-14-24-46(3)25-15-26-47(4)27-16-28-48(5)29-17-30-49(6)31-18-32-50(7)33-19-34-51(8)35-20-36-52(9)37-21-38-53(10)39-22-40-54(11)41-42-85-93(81,82)92-94(83,84)91-68-59(71-56(13)74)67(60(76)58(44-73)87-68)90-69-63(79)61(77)65(55(12)86-69)88-70-64(80)62(78)66(89-70)57(75)43-72/h23,25,27,29,31,33,35,37,39,41,55,57-70,72-73,75-80H,14-22,24,26,28,30,32,34,36,38,40,42-44H2,1-13H3,(H,71,74)(H,81,82)(H,83,84)/p-2/b46-25+,47-27-,48-29-,49-31-,50-33-,51-35-,52-37-,53-39-,54-41-/t55-,57+,58+,59+,60+,61-,62+,63+,64+,65-,66-,67+,68+,69-,70+/m0/s1	CIWORBPAKLZHPO-GGMIFMEYSA-L		CHEBI:67211		
BASm0004850	[beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)]14-beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->4)-alpha-L-rhamnopyranosyl-(1->3)-N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octa-cis-decaprenol			Expected Solid	CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(\C)CCC=C(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O[C@@H]1O[C@@H](C)[C@H](O[C@@H]2O[C@@H]([C@@H](CO)O[C@@H]3O[C@@H]([C@H](O)CO[C@@H]4O[C@@H]([C@@H](CO)O[C@@H]5O[C@@H]([C@H](O)CO[C@@H]6O[C@@H]([C@@H](CO)O[C@@H]7O[C@@H]([C@H](O)CO[C@@H]8O[C@@H]([C@@H](CO)O[C@@H]9O[C@@H]([C@H](O)CO[C@@H]%10O[C@@H]([C@@H](CO)O[C@@H]%11O[C@@H]([C@H](O)CO[C@@H]%12O[C@@H]([C@@H](CO)O[C@@H]%13O[C@@H]([C@H](O)CO[C@@H]%14O[C@@H]([C@@H](CO)O[C@@H]%15O[C@@H]([C@H](O)CO[C@@H]%16O[C@@H]([C@@H](CO)O[C@@H]%17O[C@@H]([C@H](O)CO[C@@H]%18O[C@@H]([C@@H](CO)O[C@@H]%19O[C@@H]([C@H](O)CO[C@@H]%20O[C@@H]([C@@H](CO)O[C@@H]%21O[C@@H]([C@H](O)CO[C@@H]%22O[C@@H]([C@@H](CO)O[C@@H]%23O[C@@H]([C@H](O)CO[C@@H]%24O[C@@H]([C@@H](CO)O[C@@H]%25O[C@@H]([C@H](O)CO[C@@H]%26O[C@@H]([C@@H](CO)O[C@@H]%27O[C@@H]([C@H](O)CO[C@@H]%28O[C@@H]([C@@H](CO)O[C@@H]%29O[C@@H]([C@H](O)CO[C@@H]%30O[C@@H]([C@@H](CO)O[C@@H]%31O[C@@H]([C@H](O)CO)[C@H](O)[C@H]%31O)[C@H](O)[C@H]%30O)[C@H](O)[C@H]%29O)[C@H](O)[C@H]%28O)[C@H](O)[C@H]%27O)[C@H](O)[C@H]%26O)[C@H](O)[C@H]%25O)[C@H](O)[C@H]%24O)[C@H](O)[C@H]%23O)[C@H](O)[C@H]%22O)[C@H](O)[C@H]%21O)[C@H](O)[C@H]%20O)[C@H](O)[C@H]%19O)[C@H](O)[C@H]%18O)[C@H](O)[C@H]%17O)[C@H](O)[C@H]%16O)[C@H](O)[C@H]%15O)[C@H](O)[C@H]%14O)[C@H](O)[C@H]%13O)[C@H](O)[C@H]%12O)[C@H](O)[C@H]%11O)[C@H](O)[C@H]%10O)[C@H](O)[C@H]9O)[C@H](O)[C@H]8O)[C@H](O)[C@H]7O)[C@H](O)[C@H]6O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@@H](O)[C@H]1O	C244H405NO166P2	InChI=1S/C244H407NO166P2/c1-74(2)23-14-24-75(3)25-15-26-76(4)27-16-28-77(5)29-17-30-78(6)31-18-32-79(7)33-19-34-80(8)35-20-36-81(9)37-21-38-82(10)39-22-40-83(11)41-42-360-412(342,343)411-413(344,345)410-213-117(245-85(13)263)212(118(279)101(44-247)362-213)409-228-164(325)119(280)181(84(12)361-228)378-244-180(341)149(310)211(408-244)116(59-262)377-243-179(340)134(295)196(393-243)100(278)73-359-227-163(324)148(309)210(407-227)115(58-261)376-242-178(339)133(294)195(392-242)99(277)72-358-226-162(323)147(308)209(406-226)114(57-260)375-241-177(338)132(293)194(391-241)98(276)71-357-225-161(322)146(307)208(405-225)113(56-259)374-240-176(337)131(292)193(390-240)97(275)70-356-224-160(321)145(306)207(404-224)112(55-258)373-239-175(336)130(291)192(389-239)96(274)69-355-223-159(320)144(305)206(403-223)111(54-257)372-238-174(335)129(290)191(388-238)95(273)68-354-222-158(319)143(304)205(402-222)110(53-256)371-237-173(334)128(289)190(387-237)94(272)67-353-221-157(318)142(303)204(401-221)109(52-255)370-236-172(333)127(288)189(386-236)93(271)66-352-220-156(317)141(302)203(400-220)108(51-254)369-235-171(332)126(287)188(385-235)92(270)65-351-219-155(316)140(301)202(399-219)107(50-253)368-234-170(331)125(286)187(384-234)91(269)64-350-218-154(315)139(300)201(398-218)106(49-252)367-233-169(330)124(285)186(383-233)90(268)63-349-217-153(314)138(299)200(397-217)105(48-251)366-232-168(329)123(284)185(382-232)89(267)62-348-216-152(313)137(298)199(396-216)104(47-250)365-231-167(328)122(283)184(381-231)88(266)61-347-215-151(312)136(297)198(395-215)103(46-249)364-230-166(327)121(282)183(380-230)87(265)60-346-214-150(311)135(296)197(394-214)102(45-248)363-229-165(326)120(281)182(379-229)86(264)43-246/h23,25,27,29,31,33,35,37,39,41,84,86-244,246-262,264-341H,14-22,24,26,28,30,32,34,36,38,40,42-73H2,1-13H3,(H,245,263)(H,342,343)(H,344,345)/p-2/b75-25+,76-27-,77-29-,78-31-,79-33-,80-35-,81-37-,82-39-,83-41-/t84-,86+,87+,88+,89+,90+,91+,92+,93+,94+,95+,96+,97+,98+,99+,100+,101+,102+,103+,104+,105+,106+,107+,108+,109+,110+,111+,112+,113+,114+,115+,116+,117+,118+,119-,120+,121+,122+,123+,124+,125+,126+,127+,128+,129+,130+,131+,132+,133+,134+,135+,136+,137+,138+,139+,140+,141+,142+,143+,144+,145+,146+,147+,148+,149+,150+,151+,152+,153+,154+,155+,156+,157+,158+,159+,160+,161+,162+,163+,164+,165+,166+,167+,168+,169+,170+,171+,172+,173+,174+,175+,176+,177+,178+,179+,180+,181-,182-,183-,184-,185-,186-,187-,188-,189-,190-,191-,192-,193-,194-,195-,196-,197-,198-,199-,200-,201-,202-,203-,204-,205-,206-,207-,208-,209-,210-,211-,212+,213+,214+,215+,216+,217+,218+,219+,220+,221+,222+,223+,224+,225+,226+,227+,228-,229+,230+,231+,232+,233+,234+,235+,236+,237+,238+,239+,240+,241+,242+,243+,244+/m0/s1	WHUJCFISQGNUIH-SGHSUKTHSA-L	6067.27666	CHEBI:67212		MMDBc0055092
BASm0004851	2'-deamino-2'-hydroxyneamine			Expected Solid	[NH3+]C[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H]([NH3+])C[C@@H]2[NH3+])[C@H](O)[C@@H](O)[C@@H]1O	C12H28N3O7	InChI=1S/C12H25N3O7/c13-2-5-7(17)8(18)10(20)12(21-5)22-11-4(15)1-3(14)6(16)9(11)19/h3-12,16-20H,1-2,13-15H2/p+3/t3-,4+,5-,6+,7-,8+,9-,10-,11-,12-/m1/s1	AWRLKTYNEGEURZ-JCLMPDJQSA-Q	326.1910795	CHEBI:67213		MMDBc0055309
BASm0004852	2'-deamino-2'-hydroxy-6'-dehydroparomamine			Expected Solid	[NH3+][C@@H]1C[C@H]([NH3+])[C@@H](O[C@H]2O[C@H](C=O)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O	C12H24N2O8	InChI=1S/C12H22N2O8/c13-3-1-4(14)11(9(19)6(3)16)22-12-10(20)8(18)7(17)5(2-15)21-12/h2-12,16-20H,1,13-14H2/p+2/t3-,4+,5-,6+,7-,8+,9-,10-,11-,12-/m1/s1	NINNJPOSRPHVPI-JCLMPDJQSA-P	324.1521686	CHEBI:67214		MMDBc0055308
BASm0004853	(22R)-hydroxycholesterol	22beta-Hydroxycholesterol is a substrate for DCC-interacting protein 13 beta.	22348-64-7		CC(C)CC[C@@H](O)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H46O2	InChI=1S/C27H46O2/c1-17(2)6-11-25(29)18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-25,28-29H,6,8-16H2,1-5H3/t18-,20-,21-,22+,23-,24-,25+,26-,27+/m0/s1	RZPAXNJLEKLXNO-GFKLAVDKSA-N	402.3497807	CHEBI:67237	HMDB0004035	
BASm0004854	(-)-lariciresinol	(+)-Lariciresinol belongs to the class of organic compounds known as 7,9'-epoxylignans. These are lignans that contain the 7,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries a phenyl group, a methyl group, and a benzyl group at positons 2, 3 and 4, respectively. (+)-Lariciresinol has been detected in several different foods, such as parsnips, white mustards, narrowleaf cattails, turnips, and common sages. This could make (+)-Lariciresinol a potential biomarker for the consumption of these foods. Lariciresinol is also found in sesame seeds, Brassica vegetables, in the bark and wood of white fir (Abies alba) and in Cannabis sativa plants (PMID: 26870049).	27003-73-2	1	COc1cc(C[C@@H]2CO[C@@H](c3ccc(O)c(OC)c3)[C@@H]2CO)ccc1O	C20H24O6	InChI=1S/C20H24O6/c1-24-18-8-12(3-5-16(18)22)7-14-11-26-20(15(14)10-21)13-4-6-17(23)19(9-13)25-2/h3-6,8-9,14-15,20-23H,7,10-11H2,1-2H3/t14-,15-,20+/m0/s1	MHXCIKYXNYCMHY-AUSJPIAWSA-N	360.1573	CHEBI:67244		
BASm0004855	(-)-pinoresinol				COc1cc([C@@H]2OC[C@@H]3[C@H]2CO[C@H]3c2ccc(O)c(OC)c2)ccc1O	C20H22O6	InChI=1S/C20H22O6/c1-23-17-7-11(3-5-15(17)21)19-13-9-26-20(14(13)10-25-19)12-4-6-16(22)18(8-12)24-2/h3-8,13-14,19-22H,9-10H2,1-2H3/t13-,14-,19+,20+/m1/s1	HGXBRUKMWQGOIE-NSMLZSOPSA-N	358.1416384	CHEBI:67245		
BASm0004856	(+)-lariciresinol	(+)-Lariciresinol belongs to the class of organic compounds known as 7,9'-epoxylignans. These are lignans that contain the 7,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries a phenyl group, a methyl group, and a benzyl group at positons 2, 3 and 4, respectively. (+)-Lariciresinol has been detected in several different foods, such as parsnips, white mustards, narrowleaf cattails, turnips, and common sages. This could make (+)-Lariciresinol a potential biomarker for the consumption of these foods. Lariciresinol is also found in sesame seeds, Brassica vegetables, in the bark and wood of white fir (Abies alba).			COc1cc(C[C@H]2CO[C@H](c3ccc(O)c(OC)c3)[C@H]2CO)ccc1O	C20H24O6	InChI=1S/C20H24O6/c1-24-18-8-12(3-5-16(18)22)7-14-11-26-20(15(14)10-21)13-4-6-17(23)19(9-13)25-2/h3-6,8-9,14-15,20-23H,7,10-11H2,1-2H3/t14-,15-,20+/m0/s1	MHXCIKYXNYCMHY-AUSJPIAWSA-N	360.1572885	CHEBI:67246	HMDB0303941	
BASm0004857	(+)-secoisolariciresinol		145265-02-7		COc1cc(C[C@H](CO)[C@@H](CO)Cc2ccc(O)c(OC)c2)ccc1O	C20H26O6	InChI=1S/C20H26O6/c1-25-19-9-13(3-5-17(19)23)7-15(11-21)16(12-22)8-14-4-6-18(24)20(10-14)26-2/h3-6,9-10,15-16,21-24H,7-8,11-12H2,1-2H3/t15-,16-/m1/s1	PUETUDUXMCLALY-HZPDHXFCSA-N		CHEBI:67247		
BASm0004858	4-(3-methylbut-2-enyl)-L-abrine			Expected Solid	C[NH2+][C@@H](Cc1c[nH]c2cccc(CC=C(C)C)c12)C(=O)[O-]	C17H22N2O2	InChI=1S/C17H22N2O2/c1-11(2)7-8-12-5-4-6-14-16(12)13(10-19-14)9-15(18-3)17(20)21/h4-7,10,15,18-19H,8-9H2,1-3H3,(H,20,21)/t15-/m0/s1	QQMWUGXCTSAHLX-HNNXBMFYSA-N	286.168128	CHEBI:67248		MMDBc0055451
BASm0004859	geranate			Expected Solid	CC(C)=CCC/C(C)=C/C(=O)[O-]	C10H15O2	InChI=1S/C10H16O2/c1-8(2)5-4-6-9(3)7-10(11)12/h5,7H,4,6H2,1-3H3,(H,11,12)/p-1/b9-7+	ZHYZQXUYZJNEHD-VQHVLOKHSA-M	167.1077533	CHEBI:67260		MMDBc0056014
BASm0004860	dihydrocurcumin	Dihydrocurcumin is found in herbs and spices. Dihydrocurcumin is a constituent of Curcuma longa (turmeric)	76474-56-1		COC1=CC(\C=C\C(=O)CC(=O)CCC2=CC(OC)=C(O)C=C2)=CC=C1O	C21H22O6	InChI=1S/C21H22O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3,5-7,9-12,24-25H,4,8,13H2,1-2H3/b7-3+	MUYJSOCNDLUHPJ-XVNBXDOJSA-N	370.1416384	CHEBI:67262	HMDB0031552	
BASm0004861	tetrahydrocurcumin	Tetrahydrocurcumin (THC), is a product of bacterial or intestinal metabolism of curcumin (via the bacterial enzyme NADPH-dependent curcumin reductase). Curcumin is a yellow, polyphenolic pigment, derived from the rhizomes of a plant (Curcuma longa Linn). It is the principal curcuminoid of the popular Indian spice turmeric, which is a member of the ginger family and is a natural antioxidant exhibiting a variety of pharmacological activities and therapeutic properties. It has long been used as a traditional medicine and as a preservative and coloring agent in foods. In E. coli curcumin is a substrate for the enzyme NADPH-dependent curcumin reductase which catalyzes the metal-independent reduction of curcumin to dihydrocurcumin (DHC) as an intermediate product, followed by further reduction to tetrahydrocurcumin (THC) as an end product. Tetrahydrocurcumin (THC) exhibits many of the same physiologic and pharmacological activities as curcumin and in some systems may exert greater antioxidant activity than curcumin (PMID: 16061427).	36062-04-1		COC1=CC(CCC(=O)CC(=O)CCC2=CC(OC)=C(O)C=C2)=CC=C1O	C21H24O6	InChI=1S/C21H24O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h5-6,9-12,24-25H,3-4,7-8,13H2,1-2H3	LBTVHXHERHESKG-UHFFFAOYSA-N	372.1572885	CHEBI:67263	HMDB0005789	
BASm0004862	cyclo(L-leucyl-L-leucyl)			Expected Solid	[H][C@@]1(CC(C)C)N=C(O)[C@]([H])(CC(C)C)N=C1O	C12H22N2O2	InChI=1S/C12H22N2O2/c1-7(2)5-9-11(15)14-10(6-8(3)4)12(16)13-9/h7-10H,5-6H2,1-4H3,(H,13,16)(H,14,15)/t9-,10-/m0/s1	XWYXUMDVQIOAPR-UWVGGRQHSA-N	226.168128	CHEBI:67269		MMDBc0055835
BASm0004864	(+)-pisatin	Pisatin is found in common pea. Pisatin is a stress metabolite from Pisum sativum (pea) and Trifolium pratense (red clover).	469-01-2		[H][C@]12OC3=CC4=C(OCO4)C=C3[C@@]1(O)COC1=C2C=CC(OC)=C1	C17H14O6	InChI=1S/C17H14O6/c1-19-9-2-3-10-12(4-9)20-7-17(18)11-5-14-15(22-8-21-14)6-13(11)23-16(10)17/h2-6,16,18H,7-8H2,1H3/t16-,17+/m1/s1	LZMRDTLRSDRUSU-SJORKVTESA-N	314.0790382	CHEBI:67347	HMDB0033732	
BASm0004865	4-hydroxybenzyl alcohol	4-hydroxybenzyl alcohol is the cleavage product produced during the biosynthesis of the thiazole moiety of thiamine from tyrosine as part of the thiamine biosynthesis pathway. It is a derivative of benzyl alcohol which is used as a local anesthetic and to reduce pain associated with Lidocaine injection. Also, it is used in the manufacture of other benzyl compounds, as a pharmaceutical aid, and in perfumery and flavoring. Benzyl Alcohol is an aromatic alcohol used in a wide variety of cosmetic formulations as a fragrance component, preservative, solvent, and viscosity-decreasing agent. Benzyl Alcohol is metabolized to Benzoic Acid, which reacts with glycine and excreted as hippuric acid in the human body. Acceptable daily intakes were established by the World Health Organization at 5 mg/kg for Benzyl Alcohol. No adverse effects of benzyl alcohol have been seen in chronic exposure animal studies using rats and mice. Effects of Benzyl Alcohol in chronic exposure animal studies are limited to reduced feed intake and reduced growth. Some differences have been noted in one reproductive toxicity study using mice, but these were limited to lower maternal body weights and decreased mean litter weights. Another study also noted that fetal weight was decreased compared to controls, but a third study showed no differences between control and benzyl alcohol-treated groups. Benzyl Alcohol has been associated with an increased number of resorptions and malformations in hamsters, but there have been no reproductive or developmental toxicity findings in studies using mice and rats. Genotoxicity tests for benzyl alcohol are mostly negative, but there were some assays that were positive. Carcinogenicity studies, however, were negative. Clinical data indicates that benzyl alcohol can produce nonimmunologic contact urticaria and nonimmunologic immediate contact reactions, characterized by the appearance of wheals, erythema, and pruritis. 5% benzyl alcohol can elicit a reaction. Benzyl Alcohol is not a sensitizer at 10%. Benzyl Alcohol could be used safely at concentrations up to 5%, but that manufacturers should consider the nonimmunologic phenomena when using benzyl alcohol in cosmetic formulations designed for infants and children. Additionally, Benzyl Alcohol is considered safe up to 10% for use in hair dyes. The limited body exposure, the duration of use, and the frequency of use are considered in concluding that the nonimmunologic reactions would not be a concern. Because of the wide variety of product types in which benzyl alcohol may be used, it is likely that inhalation may be a route of exposure. The available safety tests are not considered sufficient to support the safety of benzyl alcohol in formulations where inhalation is a route of exposure. Inhalation toxicity data are needed to complete the safety assessment of benzyl alcohol where inhalation can occur. (PMID: 11766131).	0623-05-02	Solid	OCC1=CC=C(O)C=C1	C7H8O2	InChI=1S/C7H8O2/c8-5-6-1-3-7(9)4-2-6/h1-4,8-9H,5H2	BVJSUAQZOZWCKN-UHFFFAOYSA-N	124.0524295	CHEBI:67410	HMDB0011724	
BASm0004866	sitosteryl 3-beta-D-glucoside		474-58-8		[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)O[C@]1([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](C)CC[C@@H](CC)C(C)C	C35H60O6	InChI=1S/C35H60O6/c1-7-22(20(2)3)9-8-21(4)26-12-13-27-25-11-10-23-18-24(14-16-34(23,5)28(25)15-17-35(26,27)6)40-33-32(39)31(38)30(37)29(19-36)41-33/h10,20-22,24-33,36-39H,7-9,11-19H2,1-6H3/t21-,22-,24+,25+,26-,27+,28+,29-,30-,31+,32-,33-,34+,35-/m1/s1	NPJICTMALKLTFW-OFUAXYCQSA-N	576.4389897	CHEBI:67554		
BASm0004867	erythrodiol	Erythrodiol is a pentacyclic triterpene, found in the non-glyceride fraction of olive pomace oil (Olive pomace oil, also known as "orujo" olive oil, is a blend of refined-pomace oil and virgin olive oil, fit for human consumption). Pentacyclic triterpenes are natural compounds which are widely distributed in plants. These natural products have been demonstrated to possess anti-inflammatory properties. Triterpenoids have been reported to possess antioxidant properties, since they prevent lipid peroxidation and suppress superoxide anion generation. The triterpenes have a history of medicinal use in many Asian countries. Erythrodiol exhibits both pro- and anti-inflammatory properties depending on chemical structure and dose and may be useful in modulating the immune response; further studies are required to confirm the immunomodulatory behaviour of this triterpenoid, and characterise the mechanisms underlying the biphasic nature of some aspects of the inflammatory response. (PMID: 17292619, 15522132).	545-48-2		[H][C@@]12CC(C)(C)CC[C@]1(CO)CC[C@]1(C)C2=CC[C@]2([H])[C@@]3(C)CC[C@H](O)C(C)(C)[C@]3([H])CC[C@@]12C	C30H50O2	InChI=1S/C30H50O2/c1-25(2)14-16-30(19-31)17-15-28(6)20(21(30)18-25)8-9-23-27(5)12-11-24(32)26(3,4)22(27)10-13-29(23,28)7/h8,21-24,31-32H,9-19H2,1-7H3/t21-,22-,23+,24-,27-,28+,29+,30+/m0/s1	PSZDOEIIIJFCFE-OSQDELBUSA-N	442.3810809	CHEBI:67939	HMDB0002360	
BASm0004868	(20S)-ginsenoside Rg1	Ginsenoside A2 is found in tea. Ginsenoside A2 is a constituent of Panax ginseng (ginseng)	22427-39-0		CC(C)=CCC[C@](C)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H]1CC[C@]2(C)[C@@H]1[C@H](O)C[C@@H]1[C@@]3(C)CC[C@H](O)C(C)(C)[C@@H]3[C@H](C[C@@]21C)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C42H72O14	InChI=1S/C42H72O14/c1-20(2)10-9-13-42(8,56-37-34(52)32(50)30(48)25(19-44)55-37)21-11-15-40(6)28(21)22(45)16-26-39(5)14-12-27(46)38(3,4)35(39)23(17-41(26,40)7)53-36-33(51)31(49)29(47)24(18-43)54-36/h10,21-37,43-52H,9,11-19H2,1-8H3/t21-,22+,23-,24+,25+,26+,27-,28-,29+,30+,31-,32-,33+,34+,35-,36+,37-,39+,40+,41+,42-/m0/s1	YURJSTAIMNSZAE-HHNZYBFYSA-N	800.492207	CHEBI:67987	HMDB0035857	
BASm0004869	(20S)-ginsenoside Rd		52705-93-8			C48H82O18		RLDVZILFNVRJTL-IWFVLDDISA-N	946.5501158	CHEBI:67988		
BASm0004870	(20S)-ginsenoside Rb1		41753-43-9			C54H92O23		GZYPWOGIYAIIPV-JBDTYSNRSA-N	1108.602939	CHEBI:67989		
BASm0004871	(20S)-ginsenoside Rg3	(20R)-Ginsenoside Rg3 is found in tea. (20R)-Ginsenoside Rg3 is isolated from Panax ginseng (ginseng).	14197-60-5		CC(C)=CCC[C@](C)(O)[C@H]1CC[C@]2(C)[C@@H]1[C@H](O)C[C@@H]1[C@@]3(C)CC[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(C)(C)[C@@H]3CC[C@]12C	C42H72O13	InChI=1S/C42H72O13/c1-21(2)10-9-14-42(8,51)22-11-16-41(7)29(22)23(45)18-27-39(5)15-13-28(38(3,4)26(39)12-17-40(27,41)6)54-37-35(33(49)31(47)25(20-44)53-37)55-36-34(50)32(48)30(46)24(19-43)52-36/h10,22-37,43-51H,9,11-20H2,1-8H3	RWXIFXNRCLMQCD-UHFFFAOYSA-N	784.4972924	CHEBI:67991	HMDB0039546	
BASm0004872	echinulin					C29H39N3O2		DIKMWTRJIZQJMY-CYFREDJKSA-N	461.3042275	CHEBI:68193		
BASm0004873	5,7-dihydroxy-4-methylphthalide			Expected Solid	CC1=C(O)C=C(O)C2=C1COC2=O	C9H8O4	InChI=1S/C9H8O4/c1-4-5-3-13-9(12)8(5)7(11)2-6(4)10/h2,10-11H,3H2,1H3	GXYQICKPCCBIIX-UHFFFAOYSA-N	180.0422587	CHEBI:68194		MMDBc0054288
BASm0004874	stigmasteryl 3-beta-D-glucoside	Stigmasteryl glucoside is found in cloves. Stigmasteryl glucoside is isolated from soya bean oil (Glycine max	19716-26-8	Solid	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)O[C@]1([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](C)\C=C\[C@@H](CC)C(C)C	C35H58O6	InChI=1S/C35H58O6/c1-7-22(20(2)3)9-8-21(4)26-12-13-27-25-11-10-23-18-24(14-16-34(23,5)28(25)15-17-35(26,27)6)40-33-32(39)31(38)30(37)29(19-36)41-33/h8-10,20-22,24-33,36-39H,7,11-19H2,1-6H3/b9-8+/t21-,22-,24+,25+,26-,27+,28+,29-,30-,31+,32-,33-,34+,35-/m1/s1	VWDLOXMZIGUBKM-AUGXRQBFSA-N	574.4233396	CHEBI:68383	HMDB0034419	
BASm0004875	Fe-coproporphyrin III			Expected Solid		C36H32FeN4O8		SXDINBXHOHHTMY-RGGAHWMANA-H	704.159144	CHEBI:68438		MMDBc0055973
BASm0004876	UDP-N-acetyl-3-O-(1-carboxyvinyl)-alpha-D-glucosamine	UDP-n-acetyl-3-(1-carboxyvinyl)-D-glucosamine is a member of the chemical class known as Pyrimidine Nucleotide Sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. 	70222-94-5			C20H26N3O19P2		BEGZZYPUNCJHKP-DBYWSUQTSA-K	674.0652204	CHEBI:68483		
BASm0004877	dTDP-4-amino-4,6-dideoxy-alpha-D-galactose	dTDP-thomosamine is an intermediate in dTDP-N-acetylthomosamine biosynthesis in E.coli. It is a substrate for the enzyme dTDP-fucosamine acetyltransferase which catalyzes the reaction dTDP-thomosamine + acetyl-CoA -> dTDP-N-acetylthomosamine + coenzyme A + H+. It is also a product for enzyme dTDP-4-dehydro-6-deoxy-D-glucose transaminase which catalyzes reaction dTDP-4-dehydro-6-deoxy-α-D-glucopyranose + L-glutamate -> dTDP-thomosamine + 2-oxoglutarate (BioCyc compound: TDP-D-FUCOSAMINE).		Expected Solid	[H][C@]1(O)C[C@@]([H])(O[C@]1([H])COP(O)(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(C)[C@]([H])(N)[C@]([H])(O)[C@@]1([H])O)N1C=C(C)C([O-])=NC1=O	C16H26N3O14P2	InChI=1S/C16H27N3O14P2/c1-6-4-19(16(24)18-14(6)23)10-3-8(20)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)12(21)11(17)7(2)30-15/h4,7-13,15,20-22H,3,5,17H2,1-2H3,(H,25,26)(H,27,28)(H,18,23,24)/p-1/t7-,8+,9-,10-,11+,12+,13-,15-/m1/s1	UIVJXHWSIFBBCY-FQLHZTMTSA-M	546.0895501	CHEBI:68492		MMDBc0032177
BASm0004878	dTDP-4-acetamido-4,6-dideoxy-alpha-D-galactose				CC(=O)N[C@@H]1[C@H](O)[C@@H](O)[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cc(C)c(=O)[nH]c3=O)C[C@@H]2O)O[C@@H]1C	C18H29N3O15P2	InChI=1S/C18H29N3O15P2/c1-7-5-21(18(27)20-16(7)26)12-4-10(23)11(34-12)6-32-37(28,29)36-38(30,31)35-17-15(25)14(24)13(8(2)33-17)19-9(3)22/h5,8,10-15,17,23-25H,4,6H2,1-3H3,(H,19,22)(H,28,29)(H,30,31)(H,20,26,27)/t8-,10?,11?,12?,13?,14+,15-,17?/m1/s1	YHXQWYBLXUELDA-ANBZSJOMSA-N		CHEBI:68493		
BASm0004879	dTDP-4-amino-4,6-dideoxy-alpha-D-glucose	dTDP-D-fucosamine is a member of the chemical class known as Pyrimidine Nucleotide Sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. This compound is involved in the synthesis of enterobacterial common antigen (ECA) synthesis through the reaction: dTDP-alpha-D-fucosamine + acetyl-CoA <=> dTDP-4-acetamido-4,6-dideoxy-D-galactose + coenzyme A + H+. Enterobacterial common antigen (ECA) is an outer membrane glycolipid common to all members of Enterobacteriaceae (including E. coli). The carbohydrate portion of this glycolipid consists of N-acetyl-glucosamine, N-acetyl-D-mannosaminuronic acid and 4-acetamido-4,6-dideoxy-D-galactose. These amino sugars form trisaccharide repeat units which are part of linear heteropolysaccharide chains.			Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@H]3O[C@H](C)[C@@H]([NH3+])[C@H](O)[C@H]3O)O2)c(=O)[nH]c1=O	C16H27N3O14P2	InChI=1S/C16H27N3O14P2/c1-6-4-19(16(24)18-14(6)23)10-3-8(20)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)12(21)11(17)7(2)30-15/h4,7-13,15,20-22H,3,5,17H2,1-2H3,(H,25,26)(H,27,28)(H,18,23,24)/t7-,8?,9?,10?,11+,12+,13-,15-/m1/s1	UIVJXHWSIFBBCY-DBRXDORISA-N	547.0968256	CHEBI:68501		
BASm0004880	(S)-3-amino-3-phenylpropanoate			Expected Solid	[H][C@](N)(CC(O)=O)C1=CC=CC=C1	C9H11NO2	InChI=1S/C9H11NO2/c10-8(6-9(11)12)7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m0/s1	UJOYFRCOTPUKAK-QMMMGPOBSA-N	165.0789786	CHEBI:68506		MMDBc0054103
BASm0004881	3,7-dimethylurate	3,7-Dimethyluric acid is a methyl derivative of uric acid, found occasionally in human urine. 3,7-Dimethyluric is one of the purine components in urinary calculi. Methylated purines originate from the metabolism of methylxanthines (caffeine, theophylline and theobromine). Methyluric acids are indistinguishable from uric acid by simple methods routinely used in clinical laboratories, requiring the use of high-performance liquid chromatography (HPLC). Purine derivatives in urinary calculi could be considered markers of abnormal purine metabolism. The content of a purine derivative in stone depends on its average urinary excretion in the general population, similarity to the chemical structure of uric acid, and content of the latter in stone. This suggests that purines in stones represent a solid solution with uric acid as solvent. It is also plausible that methylxanthines, ubiquitous components of the diet and drugs, are involved in the pathogenesis of urolithiasis. Caffeine is metabolized via successive pathways mainly catalyzed by CYP1A2, xanthine oxidase or N-acetyltransferase-2 to give 14 different metabolites. CYP1A2 activity shows an inter-individual variability among the population. CYP1A2, an isoform of the CYP1A cytochrome P450 super-family, is involved in the metabolism of many drugs and plays a potentially important role in the induction of chemical carcinogenesis (PMID:11712316, 15833286, 3506820, 15013152).	13087-49-5		CN1C(=O)NC2=C1C(=O)NC(=O)N2C	C7H8N4O3	InChI=1S/C7H8N4O3/c1-10-3-4(8-6(10)13)11(2)7(14)9-5(3)12/h1-2H3,(H,8,13)(H,9,12,14)	HMLZLHKHNBLLJD-UHFFFAOYSA-N	196.0596401	CHEBI:68531	HMDB0001982	
BASm0004883	UDP-N-acetyl-6-(alpha-D-galactose-1-phospho)-alpha-D-glucosamine	A nucleotide-sugar oxoanion obtained by deprotonation of the phosphate and diphosphate OH groups of UDP-N-acetyl-6-(alpha-D-galactose-1-phosphonato)-alpha-D-glucosamine; major species at pH 7.3.			CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](COP(=O)([O-])O[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O	C23H35N3O25P3	InChI=1S/C23H38N3O25P3/c1-7(28)24-12-16(33)14(31)10(6-44-52(38,39)50-22-19(36)17(34)13(30)8(4-27)47-22)48-21(12)49-54(42,43)51-53(40,41)45-5-9-15(32)18(35)20(46-9)26-3-2-11(29)25-23(26)37/h2-3,8-10,12-22,27,30-36H,4-6H2,1H3,(H,24,28)(H,38,39)(H,40,41)(H,42,43)(H,25,29,37)/p-3/t8-,9-,10-,12-,13+,14-,15-,16-,17+,18-,19-,20-,21-,22-/m1/s1	PQKQKKAIMXCPIL-ABYJQTRASA-K		CHEBI:68560		
BASm0004884	dTDP-6-deoxy-beta-L-talose	Deoxythymidine diphosphate-L-rhamnose (dTDP-L-rhamnose) is the precursor of L-rhamnose, a saccharide required for the virulence of some pathogenic bacteria. In gram-negative bacteria such as Salmonella enterica, Vibrio cholerae, or Escherichia coli 075:K5, L-rhamnose is an important residue in the O-antigen of lipopolysaccharides, which are essential for resistance to serum killing and colonization. In gram-positive bacteria such as streptococci, the capsule is a recognized virulence factor. For example, L-rhamnose is known to be present in the capsule of Streptococcus suis, a causative agent of meningitis in humans. In Streptococcus mutans, L-rhamnose containing polysaccharides have been implicated in tooth surface colonization and adherence to kidney, muscle, and heart tissues. In mycobacteria, L-rhamnose is fundamental to the structural integrity of the cell wall since it connects the inner peptidoglycan layer to the arabinogalactan polysaccharides. dTDP-L-rhamnose is synthesized from glucose-1-phosphate and deoxythymidine triphosphate (dTTP) via a pathway involving four distinct enzymes. Whereas common sugars such as glucose, fructose, and mannose are all D-configured, bacteria commonly utilize the L-configured carbohydrates in pharmacologically active compounds and their cell-wall structures. The bacterial cell wall is unique to bacteria; neither the cell wall nor the enzymes and chemical intermediates in its formation have analogues in humans. The enzymes involved in dTDP-L-rhamnose synthesis are potential targets for the design of new therapeutic agents (PMID: 10802738, 12773151).		Expected Solid	Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@H]3O[C@@H](C)[C@@H](O)[C@@H](O)[C@H]3O)O2)c(=O)[nH]c1=O	C16H26N2O15P2	InChI=1S/C16H26N2O15P2/c1-6-4-18(16(24)17-14(6)23)10-3-8(19)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)12(21)11(20)7(2)30-15/h4,7-13,15,19-22H,3,5H2,1-2H3,(H,25,26)(H,27,28)(H,17,23,24)/t7-,8-,9+,10+,11-,12+,13+,15+/m0/s1	ZOSQFDVXNQFKBY-CGAXJHMRSA-N	548.0808412	CHEBI:68576	HMDB0006354	MMDBc0054471
BASm0004885	UDP-N-acetyl-alpha-D-mannosamine			Expected Solid	[H][C@]1(COP(O)(=O)OP(O)(=O)O[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]2([H])N=C(C)[O-])O[C@@]([H])(N2C=CC([O-])=NC2=O)[C@]([H])(O)[C@]1([H])O	C17H25N3O17P2	InChI=1S/C17H27N3O17P2/c1-6(22)18-10-13(26)11(24)7(4-21)35-16(10)36-39(31,32)37-38(29,30)33-5-8-12(25)14(27)15(34-8)20-3-2-9(23)19-17(20)28/h2-3,7-8,10-16,21,24-27H,4-5H2,1H3,(H,18,22)(H,29,30)(H,31,32)(H,19,23,28)/p-2/t7-,8-,10+,11-,12-,13-,14-,15-,16-/m1/s1	LFTYTUAZOPRMMI-ZYQOOJPVSA-L	605.0670175	CHEBI:68623		MMDBc0056357
BASm0004886	cis-abienol		17990-16-8		[H][C@@]12CC[C@@](C)(O)[C@H](C\C=C(\C)C=C)[C@@]1(C)CCCC2(C)C	C20H34O	InChI=1S/C20H34O/c1-7-15(2)9-10-17-19(5)13-8-12-18(3,4)16(19)11-14-20(17,6)21/h7,9,16-17,21H,1,8,10-14H2,2-6H3/b15-9-/t16-,17+,19-,20+/m0/s1	ZAZVCYBIABTSJR-SZAPHMHZSA-N	290.2609657	CHEBI:68624		
BASm0004887	valerena-4,7(11)-diene				CC(C)=C[C@@H]1CC[C@@H](C)[C@H]2CCC(C)=C12	C15H24	InChI=1S/C15H24/c1-10(2)9-13-7-5-11(3)14-8-6-12(4)15(13)14/h9,11,13-14H,5-8H2,1-4H3	MZZFDMZYIBWOOA-UHFFFAOYSA-N	204.1878008	CHEBI:68625		
BASm0004888	4-hydroxybenzalacetone	4-(4-hydroxyphenyl)but-3-en-2-one is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione. It is generated by EC.3.7.1. and unspecified-gutmicro enzymes via a keto-hydrolysis-pattern1 reaction. This keto-hydrolysis-pattern1 occurs in humans and human gut microbiota.			CC(=O)C=Cc1ccc(O)cc1	C10H10O2	InChI=1S/C10H10O2/c1-8(11)2-3-9-4-6-10(12)7-5-9/h2-7,12H,1H3	OCNIKEFATSKIBE-UHFFFAOYSA-N	162.0680796	CHEBI:68636	HMDB0141046	
BASm0004889	2,4-diacetamido-2,4,6-trideoxy-alpha-D-mannopyranose			Expected Solid	CC(=O)N[C@H]1[C@H](O)[C@H](NC(C)=O)[C@@H](O)O[C@@H]1C	C10H18N2O5	InChI=1S/C10H18N2O5/c1-4-7(11-5(2)13)9(15)8(10(16)17-4)12-6(3)14/h4,7-10,15-16H,1-3H3,(H,11,13)(H,12,14)/t4-,7-,8+,9+,10+/m1/s1	NRXWTRNYICXMBF-UBUKNDCTSA-N	246.1215717	CHEBI:68645		MMDBc0054196
BASm0004890	pentalenate			Expected Solid	C[C@@H]1CC[C@H]2C(C(=O)[O-])=C[C@@H]3[C@@H](O)C(C)(C)C[C@@]132	C15H21O3	InChI=1S/C15H22O3/c1-8-4-5-10-9(13(17)18)6-11-12(16)14(2,3)7-15(8,10)11/h6,8,10-12,16H,4-5,7H2,1-3H3,(H,17,18)/p-1/t8-,10+,11-,12-,15+/m1/s1	WBLTVUMJMJIOGQ-YCGCYHNXSA-M	249.1496181	CHEBI:68649		MMDBc0056245
BASm0004891	1-deoxypentalenate			Expected Solid	C[C@@H]1CC[C@H]2C(C(=O)[O-])=C[C@@H]3CC(C)(C)C[C@@]132	C15H21O2	InChI=1S/C15H22O2/c1-9-4-5-12-11(13(16)17)6-10-7-14(2,3)8-15(9,10)12/h6,9-10,12H,4-5,7-8H2,1-3H3,(H,16,17)/p-1/t9-,10-,12+,15-/m1/s1	DCFDRCCHOOORSB-DSKWVYQCSA-M	233.1547035	CHEBI:68650		MMDBc0055103
BASm0004892	N-acetyl-alpha-D-galactosaminyl-(1->4)-N-acetyl-alpha-D-galactosaminyl-(1->3)-N,N'-diacetyl-alpha-D-bacillosaminyl-tri-trans,heptacis-undecaprenyl diphosphate			Expected Solid	CC(=O)N[C@H]1[C@@H](O[C@@H]2[C@@H](NC(C)=O)[C@@H](OP(=O)([O-])OP(=O)([O-])OC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@H](C)[C@H]2NC(C)=O)O[C@H](CO)[C@H](O[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2NC(C)=O)[C@@H]1O	C81H132N4O21P2	InChI=1S/C81H134N4O21P2/c1-52(2)28-18-29-53(3)30-19-31-54(4)32-20-33-55(5)34-21-35-56(6)36-22-37-57(7)38-23-39-58(8)40-24-41-59(9)42-25-43-60(10)44-26-45-61(11)46-27-47-62(12)48-49-99-107(95,96)106-108(97,98)105-81-73(85-67(17)91)78(70(63(13)100-81)82-64(14)88)104-80-72(84-66(16)90)76(94)77(69(51-87)102-80)103-79-71(83-65(15)89)75(93)74(92)68(50-86)101-79/h28,30,32,34,36,38,40,42,44,46,48,63,68-81,86-87,92-94H,18-27,29,31,33,35,37,39,41,43,45,47,49-51H2,1-17H3,(H,82,88)(H,83,89)(H,84,90)(H,85,91)(H,95,96)(H,97,98)/p-2/b53-30+,54-32+,55-34+,56-36-,57-38-,58-40-,59-42-,60-44-,61-46-,62-48-/t63-,68-,69-,70-,71-,72-,73-,74+,75-,76-,77+,78+,79-,80-,81-/m1/s1	YKMPJLRXZZMPEK-PTNPFIJJSA-L	1558.887028	CHEBI:68651		MMDBc0056120
BASm0004893	N-acetyl-alpha-D-galactosaminyl-(1->3)-N,N'-diacetyl-alpha-D-bacillosaminyl-tri-trans,hepta-cis-undecaprenyl diphosphate			Expected Solid	CC(=O)N[C@H]1[C@@H](O[C@@H]2[C@@H](NC(C)=O)[C@@H](OP(=O)([O-])OP(=O)([O-])OC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@H](C)[C@H]2NC(C)=O)O[C@H](CO)[C@H](O)[C@@H]1O	C73H119N3O16P2	InChI=1S/C73H121N3O16P2/c1-50(2)27-17-28-51(3)29-18-30-52(4)31-19-32-53(5)33-20-34-54(6)35-21-36-55(7)37-22-38-56(8)39-23-40-57(9)41-24-42-58(10)43-25-44-59(11)45-26-46-60(12)47-48-87-93(83,84)92-94(85,86)91-73-68(76-64(16)80)71(66(61(13)88-73)74-62(14)78)90-72-67(75-63(15)79)70(82)69(81)65(49-77)89-72/h27,29,31,33,35,37,39,41,43,45,47,61,65-73,77,81-82H,17-26,28,30,32,34,36,38,40,42,44,46,48-49H2,1-16H3,(H,74,78)(H,75,79)(H,76,80)(H,83,84)(H,85,86)/p-2/b51-29+,52-31+,53-33+,54-35-,55-37-,56-39-,57-41-,58-43-,59-45-,60-47-/t61-,65-,66-,67-,68-,69+,70-,71+,72-,73-/m1/s1	XKBQJSBUHZIVDD-SKYXNNIUSA-L	1355.807656	CHEBI:68652		MMDBc0056119
BASm0004894	[alpha-D-GalNAc-(1->4)]4-alpha-D-GalNAc-(1->3)-alpha-D-diNAcBac-tri-trans,hepta-cis-undecaprenyl diphosphate			Expected Solid	CC(=O)N[C@H]1[C@@H](O[C@@H]2[C@@H](NC(C)=O)[C@@H](OP(=O)([O-])OP(=O)([O-])OC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@H](C)[C@H]2NC(C)=O)O[C@H](CO)[C@H](O[C@H]2O[C@H](CO)[C@H](O[C@H]3O[C@H](CO)[C@H](O[C@H]4O[C@H](CO)[C@H](O[C@H]5O[C@H](CO)[C@H](O)[C@H](O)[C@H]5NC(C)=O)[C@H](O)[C@H]4NC(C)=O)[C@H](O)[C@H]3NC(C)=O)[C@H](O)[C@H]2NC(C)=O)[C@@H]1O	C105H171N7O36P2	InChI=1S/C105H173N7O36P2/c1-58(2)31-21-32-59(3)33-22-34-60(4)35-23-36-61(5)37-24-38-62(6)39-25-40-63(7)41-26-42-64(8)43-27-44-65(9)45-28-46-66(10)47-29-48-67(11)49-30-50-68(12)51-52-135-149(131,132)148-150(133,134)147-105-88(112-76(20)124)99(82(69(13)136-105)106-70(14)118)146-104-87(111-75(19)123)94(130)98(81(57-117)141-104)145-103-86(110-74(18)122)93(129)97(80(56-116)140-103)144-102-85(109-73(17)121)92(128)96(79(55-115)139-102)143-101-84(108-72(16)120)91(127)95(78(54-114)138-101)142-100-83(107-71(15)119)90(126)89(125)77(53-113)137-100/h31,33,35,37,39,41,43,45,47,49,51,69,77-105,113-117,125-130H,21-30,32,34,36,38,40,42,44,46,48,50,52-57H2,1-20H3,(H,106,118)(H,107,119)(H,108,120)(H,109,121)(H,110,122)(H,111,123)(H,112,124)(H,131,132)(H,133,134)/p-2/b59-33+,60-35+,61-37+,62-39-,63-41-,64-43-,65-45-,66-47-,67-49-,68-51-/t69-,77-,78-,79-,80-,81-,82-,83-,84-,85-,86-,87-,88-,89+,90-,91-,92-,93-,94-,95+,96+,97+,98+,99+,100-,101-,102-,103-,104-,105-/m1/s1	YGYQMWIRLGPSQQ-MVDZMULYSA-L	2168.125146	CHEBI:68653		MMDBc0055091
BASm0004895	[alpha-D-GalNAc-(1->4)]2-[beta-D-Glc-(1->3)]-[alpha-D-GalNAc-(1->4)]2-alpha-D-GalNAc-(1->3)-alpha-D-diNAcBac-tri-trans,hepta-cis-undecaprenyl diphosphate			Expected Solid	CC(=O)N[C@H]1[C@@H](O[C@@H]2[C@@H](NC(C)=O)[C@@H](OP(=O)([O-])OP(=O)([O-])OC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@H](C)[C@H]2NC(C)=O)O[C@H](CO)[C@H](O[C@H]2O[C@H](CO)[C@H](O[C@H]3O[C@H](CO)[C@H](O[C@H]4O[C@H](CO)[C@H](O[C@H]5O[C@H](CO)[C@H](O)[C@H](O)[C@H]5NC(C)=O)[C@H](O)[C@H]4NC(C)=O)[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@H]3NC(C)=O)[C@H](O)[C@H]2NC(C)=O)[C@@H]1O	C111H181N7O41P2	InChI=1S/C111H183N7O41P2/c1-59(2)31-21-32-60(3)33-22-34-61(4)35-23-36-62(5)37-24-38-63(6)39-25-40-64(7)41-26-42-65(8)43-27-44-66(9)45-28-46-67(10)47-29-48-68(11)49-30-50-69(12)51-52-144-160(140,141)159-161(142,143)158-110-89(117-76(19)130)103(84(70(13)145-110)112-71(14)125)156-108-88(116-75(18)129)96(137)100(81(56-122)150-108)153-106-86(114-73(16)127)94(135)101(82(57-123)148-106)154-109-90(118-77(20)131)104(157-111-98(139)97(138)92(133)79(54-120)147-111)102(83(58-124)151-109)155-107-87(115-74(17)128)95(136)99(80(55-121)149-107)152-105-85(113-72(15)126)93(134)91(132)78(53-119)146-105/h31,33,35,37,39,41,43,45,47,49,51,70,78-111,119-124,132-139H,21-30,32,34,36,38,40,42,44,46,48,50,52-58H2,1-20H3,(H,112,125)(H,113,126)(H,114,127)(H,115,128)(H,116,129)(H,117,130)(H,118,131)(H,140,141)(H,142,143)/p-2/b60-33+,61-35+,62-37+,63-39-,64-41-,65-43-,66-45-,67-47-,68-49-,69-51-/t70-,78-,79-,80-,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,91+,92-,93-,94-,95-,96-,97+,98-,99+,100+,101+,102+,103+,104-,105-,106-,107-,108-,109-,110-,111+/m1/s1	UNWLHBGOABGYBQ-KHDDIPDUSA-L	2330.177969	CHEBI:68654		MMDBc0055090
BASm0004896	Delta(6)-protoilludene			Expected Solid	CC1=C2CC[C@]2(C)[C@H]2CC(C)(C)C[C@H]2C1	C15H24	InChI=1S/C15H24/c1-10-7-11-8-14(2,3)9-13(11)15(4)6-5-12(10)15/h11,13H,5-9H2,1-4H3/t11-,13+,15+/m1/s1	FBSBGGJQVUYUDB-ZLDLUXBVSA-N	204.1878008	CHEBI:68655		MMDBc0004230
BASm0004897	(+)-epi-alpha-bisabolol	Epi-Alpha-Bisabolol belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Sesquiterpenes are terpenes that contain 15 carbon atoms and are comprised of three isoprene units. The biosynthesis of sesquiterpenes is known to occur mainly through the mevalonic acid pathway (MVA), in the cytosol. However, recent studies have found evidence of pathway crosstalk with the methyl-eritritol-phosphate (MEP) pathway in the plastid (PMID: 19932496, 17710406) Farnesyl diphosphate (FPP) is a key intermediate in the biosynthesis of cyclic sesquiterpenes. FPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. Epi-Alpha-Bisabolol is an isomer of Bisabolol. Bisabolol or more formally α-(−)-bisabolol is a colorless viscous oil. Bisabolenes are present in the essential oils of German chamomile (PMID: 22096322), and of a wide variety of other plants including cubeb, lemon, oregano, and Cannabis sativa (PMID: 6991645, 26657499). Various derivates of bisabolol also function as pheromones in different insects (PMID: 31659569). Bisabolenes are produced by several fungi, though their biological role in that group of organisms remains unclear (doi:10.3390/f11030290). Bisabolol has a weak sweet floral aroma and is used in various fragrances.	515-69-5	1	CC(C)=CCC[C@](C)(O)[C@H]1CC=C(C)CC1	C15H26O	InChI=1S/C15H26O/c1-12(2)6-5-11-15(4,16)14-9-7-13(3)8-10-14/h6-7,14,16H,5,8-11H2,1-4H3/t14-,15-/m0/s1	RGZSQWQPBWRIAQ-GJZGRUSLSA-N	222.1984	CHEBI:68658		
BASm0004898	(-)-alpha-isocomene				CC1=C[C@]2(C)CCC[C@@]23[C@H](C)CC[C@@]13C	C15H24	InChI=1S/C15H24/c1-11-6-9-14(4)12(2)10-13(3)7-5-8-15(11,13)14/h10-11H,5-9H2,1-4H3	SAOJPWFHRMUCFN-UHFFFAOYSA-N	204.1878008	CHEBI:68666		
BASm0004899	(E)-2-epi-beta-caryophyllene			Expected Solid	C=C1CC/C=C(\C)CC[C@@H]2[C@H]1CC2(C)C	C15H24	InChI=1S/C15H24/c1-11-6-5-7-12(2)13-10-15(3,4)14(13)9-8-11/h6,13-14H,2,5,7-10H2,1,3-4H3/b11-6+/t13-,14+/m0/s1	NPNUFJAVOOONJE-QWAJQTJBSA-N	204.1878008	CHEBI:68667		MMDBc0055009
BASm0004900	N,N-diacetyllegionaminate			Expected Solid	CC(=O)N[C@@H]([C@@H]1O[C@](O)(C(=O)[O-])C[C@H](O)[C@H]1NC(C)=O)[C@@H](C)O	C13H21N2O8	InChI=1S/C13H22N2O8/c1-5(16)9(14-6(2)17)11-10(15-7(3)18)8(19)4-13(22,23-11)12(20)21/h5,8-11,16,19,22H,4H2,1-3H3,(H,14,17)(H,15,18)(H,20,21)/p-1/t5-,8+,9-,10-,11+,13+/m1/s1	ZJOSXOOPEBJBMC-DAJNMGJPSA-M	333.1303392	CHEBI:68669		MMDBc0056157
BASm0004901	CMP-N,N-diacetyllegionaminate			Expected Solid	CC(=O)N[C@@H]([C@@H]1O[C@](OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(N)nc3=O)[C@H](O)[C@@H]2O)(C(=O)[O-])C[C@H](O)[C@H]1NC(C)=O)[C@@H](C)O	C22H32N5O15P	InChI=1S/C22H34N5O15P/c1-8(28)14(24-9(2)29)18-15(25-10(3)30)11(31)6-22(41-18,20(34)35)42-43(37,38)39-7-12-16(32)17(33)19(40-12)27-5-4-13(23)26-21(27)36/h4-5,8,11-12,14-19,28,31-33H,6-7H2,1-3H3,(H,24,29)(H,25,30)(H,34,35)(H,37,38)(H2,23,26,36)/p-2/t8-,11+,12-,14-,15-,16-,17-,18+,19-,22-/m1/s1	XTZJKGIMUFZFBV-QBAABWDMSA-L	637.1643495	CHEBI:68670		MMDBc0055810
BASm0004903	N,N'-diacetyl-alpha-D-bacillosaminyl-tri-trans,hepta-cis-undecaprenyl diphosphate			Expected Solid	CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@H](C)[C@@H](NC(C)=O)[C@@H]1O	C65H106N2O11P2	InChI=1S/C65H108N2O11P2/c1-48(2)26-16-27-49(3)28-17-29-50(4)30-18-31-51(5)32-19-33-52(6)34-20-35-53(7)36-21-37-54(8)38-22-39-55(9)40-23-41-56(10)42-24-43-57(11)44-25-45-58(12)46-47-75-79(71,72)78-80(73,74)77-65-63(67-61(15)69)64(70)62(59(13)76-65)66-60(14)68/h26,28,30,32,34,36,38,40,42,44,46,59,62-65,70H,16-25,27,29,31,33,35,37,39,41,43,45,47H2,1-15H3,(H,66,68)(H,67,69)(H,71,72)(H,73,74)/p-2/b49-28+,50-30+,51-32+,52-34-,53-36-,54-38-,55-40-,56-42-,57-44-,58-46-/t59-,62-,63-,64+,65-/m1/s1	IUPUBECBZWCNJL-DBXODTDNSA-L	1152.728283	CHEBI:68672		MMDBc0056158
BASm0004904	dTDP-4-acetamido-4,6-dideoxy-alpha-D-glucose			Expected Solid	CC(=O)N[C@H]1[C@H](O)[C@@H](O)[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cc(C)c(=O)[nH]c3=O)C[C@@H]2O)O[C@@H]1C	C18H27N3O15P2	InChI=1S/C18H29N3O15P2/c1-7-5-21(18(27)20-16(7)26)12-4-10(23)11(34-12)6-32-37(28,29)36-38(30,31)35-17-15(25)14(24)13(8(2)33-17)19-9(3)22/h5,8,10-15,17,23-25H,4,6H2,1-3H3,(H,19,22)(H,28,29)(H,30,31)(H,20,26,27)/p-2/t8-,10+,11-,12-,13-,14+,15-,17-/m1/s1	YHXQWYBLXUELDA-XGEGERJZSA-L	587.0928383	CHEBI:68675		MMDBc0055945
BASm0004905	methylphosphonate	Methylphosphonate is a member of the chemical class known as Organic Phosphonic Acids and Derivatives. These are organic compounds containing phosphonic acid or a derivative thereof. . Phosphonates (Pn) are a large class of organophosphorus molecules that have direct carbon-phosphorus (C-P) bonds in place of the carbon-oxygen-phosphorus ester bond. In bacteria two pathways exist for Pn breakdown for use as a P source: the phosphonatase and C-P lyase pathways. These pathways differ both in regard to their substrate specificity and their cleavage mechanism. The phosphonatase pathway acts on the natural Pn alpha-aminoethylphosphonate (AEPn). In a two-step process it leads to cleavage of the C-P bond by a hydrolysis reaction requiring an adjacent carbonyl group. In contrast the C-P lyase pathway has a broad substrate specificity. It leads to cleavage of substituted Pn (such as AEPn) as well as unsubstituted Pn by a mechanism involving redox or radical chemistry. Due to its broad substrate specificity, the C-P lyase pathway is generally thought to be responsible for the breakdown of Pn herbicides (such as glyphosate) by bacteria. 	993-13-5	Solid	CP(=O)([O-])O	CH5O3P	InChI=1S/CH5O3P/c1-5(2,3)4/h1H3,(H2,2,3,4)	YACKEPLHDIMKIO-UHFFFAOYSA-N	95.99763054	CHEBI:68684		
BASm0004906	alpha-D-ribose 1-methylphosphonate 5-phosphate	An organophosphate oxoanion obtained by deprotonation of the phosphate and phosphonate OH groups of α-D-ribose 1-methylphosphonate 5-phosphate; major species at pH 7.3.			CP(=O)([O-])O[C@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C6H14O10P2	InChI=1S/C6H14O10P2/c1-17(9,10)16-6-5(8)4(7)3(15-6)2-14-18(11,12)13/h3-8H,2H2,1H3,(H,9,10)(H2,11,12,13)/t3-,4-,5-,6-/m1/s1	RITBIFGLPRFTSB-KVTDHHQDSA-N	308.0062206	CHEBI:68686		
BASm0004907	alpha-D-ribose 1,2-cyclic phosphate 5-phosphate	A ribose bisphosphate that is the cyclic-1,2-phosphate derivative of 5-phospho-α-D-ribose			O=P([O-])([O-])OC[C@H]1O[C@@H]2OP(=O)([O-])O[C@@H]2[C@@H]1O	C5H10O10P2	InChI=1S/C5H10O10P2/c6-3-2(1-12-16(7,8)9)13-5-4(3)14-17(10,11)15-5/h2-6H,1H2,(H,10,11)(H2,7,8,9)/t2-,3-,4-,5-/m1/s1	OXGUIUWFXGIWNM-TXICZTDVSA-N	291.9749205	CHEBI:68687		
BASm0004908	alpha-D-ribose 1,5-bisphosphate	Ribose 1,5-bisphosphate (Rib-1,5-P2), a newly discovered activator of phosphofructokinase.  It forms rapidly during the initiation of glycolytic flux and disappears within 20 s/  Ribose 1,5-bisphosphate is a potent regulator of the fructose 6-phosphate/fructose 1,6-bisphosphate cycle.  Ribose 1,5-bisphosphate is a substrate for Ribose 1,5-bisphosphate phosphokinase (EC 2.7.4.23), an enzyme that catalyzes the chemical reaction.	14689-84-0	Solid	O=P([O-])([O-])OC[C@H]1O[C@H](OP(=O)([O-])[O-])[C@H](O)[C@@H]1O	C5H12O11P2	InChI=1S/C5H12O11P2/c6-3-2(1-14-17(8,9)10)15-5(4(3)7)16-18(11,12)13/h2-7H,1H2,(H2,8,9,10)(H2,11,12,13)/t2-,3-,4-,5-/m1/s1	AAAFZMYJJHWUPN-TXICZTDVSA-N	309.9854843	CHEBI:68688	HMDB11688	
BASm0004909	alpha-D-ribose 1-methylphosphonate 5-triphosphate	In E. coli, alpha-D-Ribose 1-methylphosphonate 5-triphosphate is an intermediate in the transformation of Phosphonates to Phosphate. The enzyme alpha-D-ribose 1-methylphosphonate 5-triphosphate synthase (EC 2.7.8.37) catalyses the reaction ATP + methylphosphonate <=> alpha-D-ribose 1-methylphosphonate 5-triphosphate + adenine (PMID: 22089136).			CP(=O)([O-])O[C@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C6H16O16P4	InChI=1S/C6H16O16P4/c1-23(9,10)20-6-5(8)4(7)3(19-6)2-18-25(14,15)22-26(16,17)21-24(11,12)13/h3-8H,2H2,1H3,(H,9,10)(H,14,15)(H,16,17)(H2,11,12,13)/t3-,4-,5-,6-/m1/s1	UXNHAIRVTPGNPL-KVTDHHQDSA-N	467.9388824	CHEBI:68823		
BASm0004910	1-deoxy-3-dehydrosphinganine	A cationic sphingoid obtained by the protonation of the amino group of 1-deoxy-3-dehydrosphinganine; major species at pH 7.3.				C18H38NO		HNOAUFBMSISHIO-KRWDZBQOSA-O	284.2947913	CHEBI:68828		
BASm0004911	berkeleydione			Expected Solid	[H][C@@]12C[C@]3(C)C(=C)[C@@](C(=O)OC)(C(=O)[C@@](C)(O)C3=O)[C@@]1(C)CC=C1C(CC(=O)OC1(C)C)=C2C	C26H32O7	InChI=1S/C26H32O7/c1-13-15-11-18(27)33-22(3,4)16(15)9-10-24(6)17(13)12-23(5)14(2)26(24,21(30)32-8)20(29)25(7,31)19(23)28/h9,17,31H,2,10-12H2,1,3-8H3/t17-,23+,24-,25-,26-/m0/s1	RBGYOLFHIDJTOX-VMXKAMJHSA-N	456.2148034	CHEBI:69021		MMDBc0028724
BASm0004912	berkeleytrione			Expected Solid	[H][C@@]1(O)CC(=O)C(C)(C)C2=CC[C@@]3(C)[C@@]([H])(C[C@]4(C)C(=C)[C@@]3(C(=O)OC)C(=O)[C@@](C)(O)C4=O)[C@]12C	C26H34O7	InChI=1S/C26H34O7/c1-13-22(4)12-15-23(5,26(13,20(31)33-8)19(30)25(7,32)18(22)29)10-9-14-21(2,3)16(27)11-17(28)24(14,15)6/h9,15,17,28,32H,1,10-12H2,2-8H3/t15-,17-,22-,23+,24-,25+,26+/m1/s1	BNDPVNXDSQOTOY-OKCDOLPESA-N	458.2304534	CHEBI:69022		MMDBc0055741
BASm0004913	preaustinoid A			Expected Solid	[H][C@]12CC[C@@]3(C)[C@@]([H])(C[C@]4(C)C(=C)[C@@]3(C(=O)OC)C(=O)[C@@](C)(O)C4=O)[C@]1(C)CCC(=O)C2(C)C	C26H36O6	InChI=1S/C26H36O6/c1-14-23(5)13-16-22(4)11-10-17(27)21(2,3)15(22)9-12-24(16,6)26(14,20(30)32-8)19(29)25(7,31)18(23)28/h15-16,31H,1,9-13H2,2-8H3/t15-,16+,22-,23-,24+,25+,26+/m1/s1	IRPHRMHQEPXQQF-RFMSQVAGSA-N	444.2511889	CHEBI:69023		MMDBc0056259
BASm0004914	berkeleyone A			Expected Solid	[H][C@@]1(O)CC[C@]2(C)[C@]([H])(CC[C@@]3(C)[C@@]2([H])C[C@]2(C)C(=C)[C@@]3(C(=O)OC)C(=O)[C@@](C)(O)C2=O)C1(C)C	C26H38O6	InChI=1S/C26H38O6/c1-14-23(5)13-16-22(4)11-10-17(27)21(2,3)15(22)9-12-24(16,6)26(14,20(30)32-8)19(29)25(7,31)18(23)28/h15-17,27,31H,1,9-13H2,2-8H3/t15-,16+,17-,22-,23-,24+,25+,26+/m1/s1	NNHHTFDBMMPBSL-JFPRQHOTSA-N	446.2668389	CHEBI:69024		MMDBc0012496
BASm0004915	berkeleyone B			Expected Solid	[H][C@@]12C[C@]3(C)C(=C)[C@@](C(=O)OC)(C(=O)[C@@](C)(O)C3=O)[C@@]1(C)CC=C1[C@@]2(C)CCC(=O)OC1(C)C	C26H34O7	InChI=1S/C26H34O7/c1-14-23(5)13-16-22(4)11-10-17(27)33-21(2,3)15(22)9-12-24(16,6)26(14,20(30)32-8)19(29)25(7,31)18(23)28/h9,16,31H,1,10-13H2,2-8H3/t16-,22+,23+,24-,25-,26-/m0/s1	IWYHWTWGKBGNTO-GSISZECUSA-N	458.2304534	CHEBI:69025		MMDBc0007544
BASm0004916	preaustinoid A1			Expected Solid	[H][C@@]12C[C@]3(C)C(=C)[C@@](C(=O)OC)(C(=O)[C@@](C)(O)C3=O)[C@@]1(C)CC[C@@]1([H])[C@@]2(C)CCC(=O)OC1(C)C	C26H36O7	InChI=1S/C26H36O7/c1-14-23(5)13-16-22(4)11-10-17(27)33-21(2,3)15(22)9-12-24(16,6)26(14,20(30)32-8)19(29)25(7,31)18(23)28/h15-16,31H,1,9-13H2,2-8H3/t15-,16+,22-,23-,24+,25+,26+/m1/s1	XBLDTXYFLHSWHN-RFMSQVAGSA-N	460.2461035	CHEBI:69026		MMDBc0056260
BASm0004917	demethylsuberosin	Demethylsuberosin, also known as 7-hydroxy-6-prenylcoumarin or 7-hydroxy-6-prenyl-1-benzopyran-2-one, is a member of the class of compounds known as 7-hydroxycoumarins. 7-hydroxycoumarins are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton. Demethylsuberosin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Demethylsuberosin can be found in a number of food items such as rice, apple, black radish, and cloudberry, which makes demethylsuberosin a potential biomarker for the consumption of these food products.			CC(C)=CCC1=CC2=C(OC(=O)C=C2)C=C1O	C14H14O3	InChI=1S/C14H14O3/c1-9(2)3-4-10-7-11-5-6-14(16)17-13(11)8-12(10)15/h3,5-8,15H,4H2,1-2H3	FIDUIAPDSKSUGO-UHFFFAOYSA-N	230.0942943	CHEBI:69042	HMDB0304330	
BASm0004918	1-O-methyl-(9Z,12Z)-octadecadienoate	Methyl linoleate belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.	112-63-0	Liquid	CCCCC\C=C/C\C=C/CCCCCCCC(=O)OC	C19H34O2	InChI=1S/C19H34O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h7-8,10-11H,3-6,9,12-18H2,1-2H3/b8-7-,11-10-	WTTJVINHCBCLGX-NQLNTKRDSA-N	294.2558803	CHEBI:69080	HMDB0034381	
BASm0004919	1-hexadecanoylglycerol	Glycerol 1-hexadecanoate, also known as alpha-monopalmitin or 1-palmitoylglycerol, is a member of the class of compounds known as 1-monoacylglycerols. 1-Monoacylglycerols are monoacylglycerols containing a glycerol acylated at the 1-position. Thus, glycerol 1-hexadecanoate is considered to be a monoradylglycerol lipid molecule. Glycerol 1-hexadecanoate is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Glycerol 1-hexadecanoate can be found in fats and oils, which makes glycerol 1-hexadecanoate a potential biomarker for the consumption of this food product. Glycerol 1-hexadecanoate can be found in feces and sweat. Glycerol 1-hexadecanoate exists in all living organisms, ranging from bacteria to humans. Glycerol 1-hexadecanoate is a minor component of olive oil and other vegetable oil.	542-44-9			C19H38O4		QHZLMUACJMDIAE-UHFFFAOYNA-N	330.2770097	CHEBI:69081	HMDB0031074	
BASm0004920	eburicol	24-methylene-24-dihydrolanosterol, also known as 24-methylenelanost-8-en-3beta-ol or ebericol, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. 24-methylene-24-dihydrolanosterol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 24-methylene-24-dihydrolanosterol can be found in cucumber, which makes 24-methylene-24-dihydrolanosterol a potential biomarker for the consumption of this food product.			[H][C@@]12CCC3=C(CC[C@]4(C)[C@H](CC[C@@]34C)[C@H](C)CCC(=C)C(C)C)[C@@]1(C)CC[C@H](O)C2(C)C	C31H52O	InChI=1S/C31H52O/c1-20(2)21(3)10-11-22(4)23-14-18-31(9)25-12-13-26-28(5,6)27(32)16-17-29(26,7)24(25)15-19-30(23,31)8/h20,22-23,26-27,32H,3,10-19H2,1-2,4-9H3/t22-,23-,26+,27+,29-,30-,31+/m1/s1	XJLZCPIILZRCPS-ANMPWZFDSA-N	440.4018163	CHEBI:70315	HMDB0302590	
BASm0004921	meleagrin			Expected Solid	[H]\C(C1=CN=CN1)=C1/N2C(=O)C(O)=C[C@@]3(C4=CC=CC=C4N(OC)[C@]23N=C1O)C(C)(C)C=C	C23H23N5O4	InChI=1S/C23H23N5O4/c1-5-21(2,3)22-11-18(29)20(31)27-17(10-14-12-24-13-25-14)19(30)26-23(22,27)28(32-4)16-9-7-6-8-15(16)22/h5-13,29H,1H2,2-4H3,(H,24,25)(H,26,30)/b17-10+/t22-,23-/m1/s1	JTJJJLSLKZFEPJ-WSHSOXHMSA-N	433.1750042	CHEBI:70399		MMDBc0010781
BASm0004922	(-)-dehydrodiconiferyl alcohol		155836-29-6		COC1=CC(\C=C\CO)=CC2=C1O[C@H]([C@@H]2CO)C1=CC(OC)=C(O)C=C1	C20H22O6	InChI=1S/C20H22O6/c1-24-17-10-13(5-6-16(17)23)19-15(11-22)14-8-12(4-3-7-21)9-18(25-2)20(14)26-19/h3-6,8-10,15,19,21-23H,7,11H2,1-2H3/b4-3+/t15-,19+/m1/s1	KUSXBOZNRPQEON-GWKPYITFSA-N	358.1416384	CHEBI:70467		
BASm0004923	picrinine					C20H22N2O3		BDXYPHKGNUGUFG-VETGLWQVSA-N	338.1630426	CHEBI:70505		
BASm0004924	UDP-N-acetyl-alpha-D-mannosaminouronate	UDP-n-acetyl-D-mannosaminouronate is a member of the chemical class known as Pyrimidine Nucleotide Sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group.		Expected Solid	[H][C@]1(COP(O)(=O)OP(O)(=O)O[C@@]2([H])O[C@]([H])(C([O-])=O)[C@@]([H])(O)[C@]([H])(O)[C@]2([H])N=C(C)[O-])O[C@@]([H])(N2C=CC([O-])=NC2=O)[C@]([H])(O)[C@]1([H])O	C17H22N3O18P2	InChI=1S/C17H25N3O18P2/c1-5(21)18-8-10(24)11(25)13(15(27)28)36-16(8)37-40(32,33)38-39(30,31)34-4-6-9(23)12(26)14(35-6)20-3-2-7(22)19-17(20)29/h2-3,6,8-14,16,23-26H,4H2,1H3,(H,18,21)(H,27,28)(H,30,31)(H,32,33)(H,19,22,29)/p-3/t6-,8+,9-,10-,11+,12-,13+,14-,16-/m1/s1	DZOGQXKQLXAPND-XHUKORKBSA-K	618.0373589	CHEBI:70731		MMDBc0031640
BASm0004925	UDP-N-acetyl-alpha-D-muramate			Expected Solid	[H][C@](C)(O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)O[C@]([H])(OP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=CC([O-])=NC3=O)[C@]([H])(O)[C@]2([H])O)[C@]1([H])N=C(C)[O-])C([O-])=O	C20H28N3O19P2	InChI=1S/C20H31N3O19P2/c1-7(18(30)31)38-16-12(21-8(2)25)19(40-9(5-24)14(16)28)41-44(35,36)42-43(33,34)37-6-10-13(27)15(29)17(39-10)23-4-3-11(26)22-20(23)32/h3-4,7,9-10,12-17,19,24,27-29H,5-6H2,1-2H3,(H,21,25)(H,30,31)(H,33,34)(H,35,36)(H,22,26,32)/p-3/t7-,9-,10-,12-,13-,14-,15-,16-,17-,19-/m1/s1	NQBRVZNDBBMBLJ-MQTLHLSBSA-K	676.0808704	CHEBI:70757		MMDBc0056358
BASm0004926	UDP-N-acetyl-alpha-D-muramoyl-L-alanyl-gamma-D-glutamyl-L-lysyl-D-alanyl-D-alanine			Expected Solid	[H][C@](C)(O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)O[C@]([H])(OP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=CC([O-])=NC3=O)[C@]([H])(O)[C@]2([H])O)[C@]1([H])N=C(C)[O-])C(O)=N[C@@]([H])(C)C(O)=N[C@]([H])(CCC([O-])=N[C@@]([H])(CCCCN)C(O)=N[C@]([H])(C)C(O)=N[C@]([H])(C)C(O)=O)C(O)=O	C40H62N9O26P2	InChI=1S/C40H65N9O26P2/c1-16(32(57)44-18(3)37(61)62)43-35(60)21(8-6-7-12-41)46-25(52)10-9-22(38(63)64)47-33(58)17(2)42-34(59)19(4)71-31-27(45-20(5)51)39(73-23(14-50)29(31)55)74-77(68,69)75-76(66,67)70-15-24-28(54)30(56)36(72-24)49-13-11-26(53)48-40(49)65/h11,13,16-19,21-24,27-31,36,39,50,54-56H,6-10,12,14-15,41H2,1-5H3,(H,42,59)(H,43,60)(H,44,57)(H,45,51)(H,46,52)(H,47,58)(H,61,62)(H,63,64)(H,66,67)(H,68,69)(H,48,53,65)/p-3/t16-,17+,18-,19-,21+,22-,23-,24-,27-,28-,29-,30-,31-,36-,39-/m1/s1	PFMVORMCVGOQKR-XNCOKRRHSA-K	1146.329768	CHEBI:70758		MMDBc0056361
BASm0004927	all-trans-retinyl 9Z-octadecenoate				CCCCCCCC/C=C\CCCCCCCC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C	C38H62O2	InChI=1S/C38H62O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-27-37(39)40-32-30-34(3)25-22-24-33(2)28-29-36-35(4)26-23-31-38(36,5)6/h14-15,22,24-25,28-30H,7-13,16-21,23,26-27,31-32H2,1-6H3/b15-14+,25-22?,29-28+,33-24?,34-30?	FXKDHZXYYBPLHI-JMCNPUMUSA-N	550.4749812	CHEBI:70760	HMDB0160385	
BASm0004928	tri-trans,hepta-cis-undecaprenyl phosphate			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\COP(=O)([O-])[O-]	C55H89O4P	InChI=1S/C55H91O4P/c1-45(2)23-13-24-46(3)25-14-26-47(4)27-15-28-48(5)29-16-30-49(6)31-17-32-50(7)33-18-34-51(8)35-19-36-52(9)37-20-38-53(10)39-21-40-54(11)41-22-42-55(12)43-44-59-60(56,57)58/h23,25,27,29,31,33,35,37,39,41,43H,13-22,24,26,28,30,32,34,36,38,40,42,44H2,1-12H3,(H2,56,57,58)/p-2/b46-25+,47-27+,48-29+,49-31-,50-33-,51-35-,52-37-,53-39-,54-41-,55-43-	UFPHFKCTOZIAFY-RTRZQXHFSA-L	844.6509455	CHEBI:70763		MMDBc0056341
BASm0004929	15-methylhexadecasphing-4-enine	A cationic sphingoid that is the conjugate acid of 15-methylhexadecasphing-4-enine, obtained by protonation of the amino group; major species at pH 7.3.			CC(C)CCCCCCCCC/C=C/[C@@H](O)[C@@H]([NH3+])CO	C17H36NO2	InChI=1S/C17H35NO2/c1-15(2)12-10-8-6-4-3-5-7-9-11-13-17(20)16(18)14-19/h11,13,15-17,19-20H,3-10,12,14,18H2,1-2H3/p+1/b13-11+/t16-,17+/m0/s1	LZKPPSAEINBHRP-KORIGIIASA-O		CHEBI:70771		
BASm0004930	N-acyl-15-methylhexadecasphing-4-enine-1-phosphocholine				*C(=O)N[C@@H](COP(=O)([O-])OCC[N+](C)(C)C)[C@H](O)/C=C/CCCCCCCCCC(C)C					CHEBI:70775		
BASm0004931	N-acyl-4-hydroxy-15-methylhexadecasphinganine-1-phosphocholine				*C(=O)N[C@@H](COP(=O)([O-])OCC[N+](C)(C)C)[C@H](O)[C@H](O)CCCCCCCCCCC(C)C					CHEBI:70776		
BASm0004932	1-deoxy-11beta-hydroxypentalenate			Expected Solid	C[C@@H]1[C@H](O)C[C@H]2C(C(=O)[O-])=C[C@@H]3CC(C)(C)C[C@]312	C15H21O3	InChI=1S/C15H22O3/c1-8-12(16)5-11-10(13(17)18)4-9-6-14(2,3)7-15(8,9)11/h4,8-9,11-12,16H,5-7H2,1-3H3,(H,17,18)/p-1/t8-,9-,11+,12-,15-/m1/s1	IZHNAGBQRXWHMT-QLLAZOAUSA-M	249.1496181	CHEBI:70779		MMDBc0055102
BASm0004933	1-deoxy-11-oxopentalenate			Expected Solid	C[C@@H]1C(=O)C[C@H]2C(C(=O)[O-])=C[C@@H]3CC(C)(C)C[C@]312	C15H19O3	InChI=1S/C15H20O3/c1-8-12(16)5-11-10(13(17)18)4-9-6-14(2,3)7-15(8,9)11/h4,8-9,11H,5-7H2,1-3H3,(H,17,18)/p-1/t8-,9-,11+,15-/m1/s1	QNHNMKVZFMGGJB-LIEMUPCESA-M	247.1339681	CHEBI:70780		MMDBc0055101
BASm0004934	CDP-4-dehydro-3,6-dideoxy-alpha-D-glucose				C[C@H]1O[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(N)nc3=O)[C@H](O)[C@@H]2O)[C@H](O)CC1=O	C15H23N3O14P2	InChI=1S/C15H23N3O14P2/c1-6-7(19)4-8(20)14(29-6)31-34(26,27)32-33(24,25)28-5-9-11(21)12(22)13(30-9)18-3-2-10(16)17-15(18)23/h2-3,6,8-9,11-14,20-22H,4-5H2,1H3,(H,24,25)(H,26,27)(H2,16,17,23)/t6-,8-,9-,11-,12-,13-,14-/m1/s1	DATWFRMXXZBEPM-SNAICPSHSA-N	531.0655264	CHEBI:70783		
BASm0004935	CDP-alpha-D-abequose				C[C@H]1O[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(N)nc3=O)[C@H](O)[C@@H]2O)[C@H](O)C[C@H]1O	C15H25N3O14P2	InChI=1S/C15H25N3O14P2/c1-6-7(19)4-8(20)14(29-6)31-34(26,27)32-33(24,25)28-5-9-11(21)12(22)13(30-9)18-3-2-10(16)17-15(18)23/h2-3,6-9,11-14,19-22H,4-5H2,1H3,(H,24,25)(H,26,27)(H2,16,17,23)/t6-,7+,8+,9-,11-,12-,13-,14-/m1/s1	JHEDABDMLBOYRG-LLWSESFUSA-N	533.0811765	CHEBI:70784		
BASm0004936	CDP-alpha-D-paratose				C[C@H]1O[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(N)nc3=O)[C@H](O)[C@@H]2O)[C@H](O)C[C@@H]1O	C15H25N3O14P2	InChI=1S/C15H25N3O14P2/c1-6-7(19)4-8(20)14(29-6)31-34(26,27)32-33(24,25)28-5-9-11(21)12(22)13(30-9)18-3-2-10(16)17-15(18)23/h2-3,6-9,11-14,19-22H,4-5H2,1H3,(H,24,25)(H,26,27)(H2,16,17,23)/t6-,7+,8+,9-,11-,12-,13-,14-/m1/s1	JHEDABDMLBOYRG-LLWSESFUSA-N	533.0811765	CHEBI:70785		
BASm0004937	C30 botryococcene	A triterpene that is docosa-2,6,11,16,20-pentaene bearing six methyl substituents at positions 2, 6, 10, 13, 17 and 21 as well as a vinyl substituent at position 10 (with all-E-configuration).			C=C[C@@](C)(/C=C/[C@H](C)CC/C=C(\C)CCC=C(C)C)CC/C=C(\C)CCC=C(C)C	C30H50	InChI=1S/C30H50/c1-10-30(9,23-14-21-28(7)18-12-16-26(4)5)24-22-29(8)20-13-19-27(6)17-11-15-25(2)3/h10,15-16,19,21-22,24,29H,1,11-14,17-18,20,23H2,2-9H3/b24-22+,27-19+,28-21+/t29-,30-/m1/s1	LRCNPQXZCZKGDI-OFGMELEWSA-N		CHEBI:70786		
BASm0004938	pentalenolactone D			Expected Solid	C[C@@H]1C(=O)OC[C@H]2C(C(=O)[O-])=C[C@@H]3CC(C)(C)C[C@]312	C15H20O4	InChI=1S/C15H20O4/c1-8-13(18)19-6-11-10(12(16)17)4-9-5-14(2,3)7-15(8,9)11/h4,8-9,11H,5-7H2,1-3H3,(H,16,17)/t8-,9-,11+,15-/m1/s1	MRLXXQBBRNRWDA-LIEMUPCESA-N	264.1361591	CHEBI:70787		MMDBc0016964
BASm0004939	pentalenolactone E				C=C1C(=O)OC[C@H]2C(C(=O)[O-])=C[C@@H]3CC(C)(C)C[C@@]132	C15H18O4	InChI=1S/C15H18O4/c1-8-13(18)19-6-11-10(12(16)17)4-9-5-14(2,3)7-15(8,9)11/h4,9,11H,1,5-7H2,2-3H3,(H,16,17)	VDWJABPVVAYLBS-UHFFFAOYSA-N	262.1205091	CHEBI:70788		
BASm0004940	pentalenolactone F				CC1(C)C[C@H]2C=C(C(=O)[O-])[C@@H]3COC(=O)[C@]4(CO4)[C@]23C1	C15H18O5	InChI=1S/C15H18O5/c1-13(2)4-8-3-9(11(16)17)10-5-19-12(18)15(7-20-15)14(8,10)6-13/h3,8,10H,4-7H2,1-2H3,(H,16,17)	UUDKOVSZNMZKND-UHFFFAOYSA-N	278.1154237	CHEBI:70789		
BASm0004941	pentalenolactone				CC1=C[C@@]23[C@H](C=C(C(=O)[O-])[C@@H]2COC(=O)[C@]32CO2)[C@@H]1C	C15H16O5	InChI=1S/C15H16O5/c1-7-4-14-10(8(7)2)3-9(12(16)17)11(14)5-19-13(18)15(14)6-20-15/h3-4,8,10-11H,5-6H2,1-2H3,(H,16,17)	NUPNVWUYFVEAIT-UHFFFAOYSA-N	276.0997736	CHEBI:70790		
BASm0004942	Co-precorrin-7			Expected Solid	CC1=C(CCC(=O)[O-])C2=[N+]3[C@@]1(C)CC1=C(CCC(=O)[O-])[C@](C)(CC(=O)[O-])C4=[N+]1[Co-2]31N3C(=C4)[C@@H](CCC(=O)[O-])[C@](C)(CC(=O)[O-])[C@]3(C)[C@H]3[C@H](CC(=O)[O-])[C@@](C)(CCC(=O)[O-])C(=[N+]31)C2C	C44H50CoN4O14	InChI=1S/C44H58N4O14.Co/c1-21-37-23(8-11-30(49)50)22(2)43(6,48-37)18-28-24(9-12-31(51)52)41(4,19-35(59)60)29(45-28)17-27-25(10-13-32(53)54)42(5,20-36(61)62)44(7,47-27)39-26(16-34(57)58)40(3,38(21)46-39)15-14-33(55)56;/h17,21,25-26,39H,8-16,18-20H2,1-7H3,(H8,45,47,49,50,51,52,53,54,55,56,57,58,59,60,61,62);/q;+2/p-8/t21?,25-,26+,39-,40-,41+,42+,43+,44+;/m1./s1	GPKQHTAVLDBECX-HDPLZVLRSA-F	917.268838	CHEBI:70791		MMDBc0055819
BASm0004943	Co-precorrin-8X			Expected Solid	CC1=C2[C@@H](CCC(=O)[O-])[C@](C)(CC(=O)[O-])[C@]3(C)[C@H]4[C@H](CC(=O)[O-])[C@@](C)(CCC(=O)[O-])C5=[N+]4[Co-2]4(N23)[N+]2=C1[C@@](C)(CC(=O)[O-])C(CCC(=O)[O-])=C2C[C@@]1(C)C(C)=C(CCC(=O)[O-])C(=[N+]14)C5C	C45H52CoN4O14	InChI=1S/C45H60N4O14.Co/c1-21-36-24(9-12-29(50)51)23(3)44(7,48-36)18-28-25(10-13-30(52)53)42(5,19-34(60)61)39(46-28)22(2)37-26(11-14-31(54)55)43(6,20-35(62)63)45(8,49-37)40-27(17-33(58)59)41(4,38(21)47-40)16-15-32(56)57;/h21,26-27,40H,9-20H2,1-8H3,(H8,46,49,50,51,52,53,54,55,56,57,58,59,60,61,62,63);/q;+2/p-8/t21?,26-,27+,40-,41-,42+,43+,44+,45+;/m1./s1	DPVDDBUQBNNVPO-WTEINHRPSA-F	931.284488	CHEBI:70792		MMDBc0055820
BASm0004944	cob(II)yrinate c monoamide	A precorrin carboxylic acid anion obtained by global deprotonation of the carboxy groups of cob(II)yrinic acid c monoamide.			CC1=C2N3[C@H]([C@H](CC(=O)[O-])[C@@]2(C)CCC(=O)[O-])[C@]2(C)[N+]4=C(C(C)=C5[N+]6=C(C=C7[N+](=C1[C@@H](CCC(=O)[O-])C7(C)C)[Co-2]364)[C@@H](CCC(=O)[O-])[C@]5(C)CC(N)=O)[C@@H](CCC(=O)[O-])[C@]2(C)CC(=O)[O-]	C45H54CoN5O13	InChI=1S/C45H61N5O13.Co/c1-21-36-24(10-13-31(54)55)41(3,4)28(48-36)18-27-23(9-12-30(52)53)43(6,19-29(46)51)39(47-27)22(2)37-25(11-14-32(56)57)44(7,20-35(62)63)45(8,50-37)40-26(17-34(60)61)42(5,38(21)49-40)16-15-33(58)59;/h18,23-26,40H,9-17,19-20H2,1-8H3,(H9,46,47,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62,63);/q;+2/p-7/t23-,24-,25-,26+,40-,42-,43+,44+,45+;/m1./s1	NJNUXMOGJWUPPV-OKJGWHJPSA-G		CHEBI:70793		
BASm0004946	O-3-methylbutanoyl-(R)-carnitine	Isovalerylcarnitine is the phenotypic abnormality in isovaleric acidemia (OMIM 243500) resulting from an accumulation of isovaleric acid, which is toxic to the central nervous system. Isovaleric acidemia is an autosomal recessive inborn error of leucine metabolism caused by a deficiency of the mitochondrial enzyme isovaleryl-CoA dehydrogenase (EC 1.3.99.10) resulting in the accumulation of derivatives of isovaleryl-CoA. It was the first organic acidemia recognized in humans and can cause significant morbidity and mortality. Early diagnosis and treatment with a protein restricted diet and supplementation with carnitine and glycine are effective in promoting normal development in severely affected individuals. An alternative pathway through glycine-N-acylase (EC 2.3.1.13) allows detoxification by producing isovalerylglycine, which is excreted. Thus, isovalerylcarnitine and isovalerylglycine are the hallmarks of this disorder in plasma and urine, respectively, and are elevated regardless of a patient's metabolic condition (PMID: 16602101). Moreover, isovalerylcarnitine is found to be associated with celiac disease and very long-chain acyl-CoA dehydrogenase deficiency (VLCAD), which are also inborn errors of metabolism.	31023-24-2		CC(C)CC(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C	C12H23NO4	InChI=1S/C12H23NO4/c1-9(2)6-12(16)17-10(7-11(14)15)8-13(3,4)5/h9-10H,6-8H2,1-5H3	IGQBPDJNUXPEMT-UHFFFAOYSA-N	245.1627082	CHEBI:70819	HMDB0000688	
BASm0004947	isopentadecanoyl-CoA	13-methyltetradecanoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a 13-methyltetradecanoic acid thioester of coenzyme A. 13-methyltetradecanoyl-coa is an acyl-CoA with 14 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. 13-methyltetradecanoyl-coa is therefore classified as a long chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. 13-methyltetradecanoyl-coa, being a long chain acyl-CoA is a substrate for long chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, 13-Methyltetradecanoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of 13-Methyltetradecanoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts 13-Methyltetradecanoyl-CoA into 13-Methyltetradecanoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, 13-Methyltetradecanoylcarnitine is converted back to 13-Methyltetradecanoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of 13-Methyltetradecanoyl-CoA occurs in four steps. First, since 13-Methyltetradecanoyl-CoA is a long chain acyl-CoA it is the substrate for a long chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of 13-Methyltetradecanoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until 13-Methyltetradecanoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CC(C)CCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C36H64N7O17P3S	InChI=1S/C36H64N7O17P3S/c1-24(2)14-12-10-8-6-5-7-9-11-13-15-27(45)64-19-18-38-26(44)16-17-39-34(48)31(47)36(3,4)21-57-63(54,55)60-62(52,53)56-20-25-30(59-61(49,50)51)29(46)35(58-25)43-23-42-28-32(37)40-22-41-33(28)43/h22-25,29-31,35,46-47H,5-21H2,1-4H3,(H,38,44)(H,39,48)(H,52,53)(H,54,55)(H2,37,40,41)(H2,49,50,51)	TZHWAJXXUMOTBV-UHFFFAOYSA-N	991.3292258	CHEBI:70827	HMDB0300587	
BASm0004948	3-dehydro-15-methylhexadecasphinganine	A cationic sphingoid that is the conjugate acid of 3-dehydro-15-methylhexadecasphinganine, obtained by protonation of the amino group; major species at pH 7.3.				C17H36NO2		RGDAORVPVAQJHT-INIZCTEOSA-O	286.2740558	CHEBI:70828		
BASm0004949	15-methylhexadecasphinganine	A cationic sphingoid that is the conjugate acid of 15-methylhexadecasphinganine, obtained by protonation of the amino group; major species at pH 7.3.				C17H38NO2		VFYHIOGWELBGIK-DLBZAZTESA-O	288.2897059	CHEBI:70829		
BASm0004950	15-methylhexadecanoate	N-linoleoyl glycine, also known as 15-methylpalmitate or C17ISO belongs to the class of compounds known as N-acylamides. These are molecules characterized by a fatty acyl group linked to a primary amine by an amide bond. More specifically, it is a Linoleic acid amide of Glycine. It is believed that there are more than 800 types of N-acylamides in the human body. N-acylamides fall into several categories: amino acid conjugates (e.g., those acyl amides conjugated with amino acids), neurotransmitter conjugates (e.g., those acylamides conjugated with neurotransmitters), ethanolamine conjugates (e.g., those acylamides conjugated to ethanolamine), and taurine conjugates (e.g., those acyamides conjugated to taurine). N-Linoleoyl Glycine is an amino acid conjugate. N-acylamides can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain N-acylamides; 2) medium-chain N-acylamides; 3) long-chain N-acylamides; and 4) very long-chain N-acylamides; 5) hydroxy N-acylamides; 6) branched chain N-acylamides; 7) unsaturated N-acylamides; 8) dicarboxylic N-acylamides and 9) miscellaneous N-acylamides. N-Linoleoyl Glycine is therefore classified as a long chain N-acylamide. N-acyl amides have a variety of signaling functions in physiology, including in cardiovascular activity, metabolic homeostasis, memory, cognition, pain, motor control and others (PMID: 15655504). N-acyl amides have also been shown to play a role in cell migration, inflammation and certain pathological conditions such as diabetes, cancer, neurodegenerative disease, and obesity (PMID: 23144998; PMID: 25136293; PMID: 28854168).N-acyl amides can be synthesized both endogenously and by gut microbiota (PMID: 28854168). N-acylamides can be biosynthesized via different routes, depending on the parent amine group. N-acyl ethanolamines (NAEs) are formed via the hydrolysis of an unusual phospholipid precursor, N-acyl-phosphatidylethanolamine (NAPE), by a specific phospholipase D. N-acyl amino acids are synthesized via a circulating peptidase M20 domain containing 1 (PM20D1), which can catalyze the bidirectional the condensation and hydrolysis of a variety of N-acyl amino acids. The degradation of N-acylamides is largely mediated by an enzyme called fatty acid amide hydrolase (FAAH), which catalyzes the hydrolysis of N-acylamides into fatty acids and the biogenic amines. Many N-acylamides are involved in lipid signaling system through interactions with transient receptor potential channels (TRP). TRP channel proteins interact with N-acyl amides such as N-arachidonoyl ethanolamide (Anandamide), N-arachidonoyl dopamine and others in an opportunistic fashion (PMID: 23178153). This signaling system has been shown to play a role in the physiological processes involved in inflammation (PMID: 25136293). Other N-acyl amides, including N-oleoyl-glutamine, have also been characterized as TRP channel antagonists (PMID: 29967167). N-acylamides have also been shown to have G-protein-coupled receptors (GPCRs) binding activity (PMID: 28854168). The study of N-acylamides is an active area of research and it is likely that many novel N-acylamides will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CC(C)CCCCCCCCCCCCCC([O-])=O	C17H33O2	InChI=1S/C17H34O2/c1-16(2)14-12-10-8-6-4-3-5-7-9-11-13-15-17(18)19/h16H,3-15H2,1-2H3,(H,18,19)/p-1	IIUXHTGBZYEGHI-UHFFFAOYSA-M	269.2480553	CHEBI:70838	HMDB0241917	
BASm0004951	N-acyl-15-methylhexadecasphinganine				*C(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCC(C)C					CHEBI:70845		
BASm0004954	neopentalenolactone D			Expected Solid	[H][C@@]12CC(C)(C)C[C@]11[C@@]([H])(CC(=O)O[C@@]1([H])C)C(=C2)C([O-])=O	C15H19O4	InChI=1S/C15H20O4/c1-8-15-7-14(2,3)6-9(15)4-10(13(17)18)11(15)5-12(16)19-8/h4,8-9,11H,5-7H2,1-3H3,(H,17,18)/p-1/t8-,9+,11-,15+/m0/s1	ZMLAXRVFMBEJIF-GCTGHDABSA-M	263.1288827	CHEBI:70859		MMDBc0056213
BASm0004955	3-methyl-1,2-didehydro-2,3-dihydrosqualene	A triterpenoid obtained by methylation at position 3 of squalene with concomitant double bond migration from position 2 to position 1.				C31H52		ANCCRFGXJYBRIW-SKQHXPRYNA-N	424.4069017	CHEBI:70860		
BASm0004956	3,22-dimethyl-1,2,23,24-tetradehydro-2,3,22,23-tetrahydrosqualene	A triterpenoid obtained by methylation at positions 3 and 22 of squalene with concomitant double bond migration.				C32H54		LYHFPFHWBXEUPX-AHFVBISTNA-N	438.4225517	CHEBI:70861		
BASm0004957	3-methyl-1,2-didehydro-2,3-dihydrobotryococcene					C31H52		UJRFKENHJISTAF-KHZPPISQSA-N	424.4069017	CHEBI:70863		
BASm0004958	20-methyl-21,22-didehydro-20,21-dihydrobotryococcene					C31H52		FJYZTSTYDFHWJY-NXBLYNSFSA-N	424.4069017	CHEBI:70864		
BASm0004959	3,20-dimethyl-1,2,21,22-tetradehydro-2,3,20,21-tetrahydrobotryococcene					C32H54		YIERDWVPDSIPLW-HDQHPOANSA-N	438.4225517	CHEBI:70865		
BASm0004963	(R)-lactoyl-CoA			Expected Solid	[H][C@](C)(O)C(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C24H36N7O18P3S	InChI=1S/C24H40N7O18P3S/c1-12(32)23(37)53-7-6-26-14(33)4-5-27-21(36)18(35)24(2,3)9-46-52(43,44)49-51(41,42)45-8-13-17(48-50(38,39)40)16(34)22(47-13)31-11-30-15-19(25)28-10-29-20(15)31/h10-13,16-18,22,32,34-35H,4-9H2,1-3H3,(H,26,33)(H,27,36)(H,41,42)(H,43,44)(H2,25,28,29)(H2,38,39,40)/p-4/t12-,13-,16-,17-,18+,22-/m1/s1	VIWKEBOLLIEAIL-AGCMQPJKSA-J	835.1072338	CHEBI:70980		MMDBc0055044
BASm0004965	N(4)-acetylcytidine	N4-Acetylcytidine is a modified nucleoside. N4-acetylcytidine is an endogenous urinary nucleoside product of the degradation of transfer ribonucleic acid (tRNA); urinary nucleosides are biological markers for patients with colorectal cancer. tRNA has been shown to be excreted in abnormal amounts in the urine of cancer patients. tRNA from neoplastic tissue had a much more rapid turnover rate than the tRNA from the corresponding normal tissue. Evidence indicates that methylation of tRNA occurs only after synthesis of the intact macromolecule. Because there are no specific enzyme systems to incorporate the modified nucleosides into the macromolecular nucleic acid, these nucleosides once released in the process of tRNA turnover cannot be reutilized, nor are they further degraded, but are excreted in urine. (PMID: 15991285, 3506820).	3768-18-1		CC(=O)NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O	C11H15N3O6	InChI=1S/C11H15N3O6/c1-5(16)12-7-2-3-14(11(19)13-7)10-9(18)8(17)6(4-15)20-10/h2-3,6,8-10,15,17-18H,4H2,1H3,(H,12,13,16,19)/t6-,8-,9-,10-/m1/s1	NIDVTARKFBZMOT-PEBGCTIMSA-N	285.0960852	CHEBI:70989	HMDB0005923	
BASm0004966	15-methylhexadecasphing-4-enine 1-phosphate	An anionic phospholipid that is the conjugate base of 15-methylhexadecasphing-4-enine, having an anionic phosphate group and a protonated amino group; major species at pH 7.3.				C17H35NO5P		KGHLSJONZZZQPJ-KORIGIIASA-M	364.2258338	CHEBI:70991		
BASm0004967	(2E)-13-methyltetradecenal	An enal consisting of tetradec-2-enal substituted at position 13 by a methyl group.				C15H28O		XCQVBFWYULNOQE-ZRDIBKRKSA-N	224.2140155	CHEBI:70995		
BASm0004968	dihydrodigoxin	Dihydrodigoxin belongs to the family of Terpene Glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.				C41H66O14		QYVJGQUFXQMOOE-WAFGNDRNSA-N	782.4452568	CHEBI:71002	HMDB0041879	MMDBc0054458
BASm0004969	dihydrodigoxigenin			Expected Solid	[H][C@]1(COC(=O)C1)[C@@]1([H])CC[C@]2(O)[C@]3([H])CC[C@]4([H])C[C@@]([H])(O)CC[C@]4(C)[C@@]3([H])C[C@@]([H])(O)[C@]12C	C23H36O5	InChI=1S/C23H36O5/c1-21-7-5-15(24)10-14(21)3-4-17-18(21)11-19(25)22(2)16(6-8-23(17,22)27)13-9-20(26)28-12-13/h13-19,24-25,27H,3-12H2,1-2H3/t13-,14+,15-,16+,17+,18-,19+,21-,22-,23-/m0/s1	MWPLZPAHTHIKQB-YNFYBLEISA-N	392.2562743	CHEBI:71004		MMDBc0055924
BASm0004970	3-oxohexadecasphinganine	A cationic sphingoid that is the conjugate acid of 3-dehydrohexadecasphinganine, obtained by protonation of the primary amino function; major species at pH 7.3.				C16H34NO2		RYNAFXPWYRVRJV-HNNXBMFYSA-O	272.2584058	CHEBI:71007		
BASm0004971	3-oxotetradecasphinganine	A cationic sphingoid that is the conjugate acid of 3-dehydrotetradecasphinganine, obtained by protonation of the primary amino function; major species at pH 7.3.				C14H30NO2		GFRQGVULYBEAES-ZDUSSCGKSA-O	244.2271056	CHEBI:71008		
BASm0004972	hexadecasphinganine	A cationic sphingoid that is the conjugate acid of hexadecasphinganine, obtained by protonation of the primary amino function; major species at pH 7.3.				C16H36NO2		ZKLREJQHRKUJHD-JKSUJKDBSA-O	274.2740558	CHEBI:71009		
BASm0004973	tetradecasphinganine	A cationic sphingoid that is the conjugate acid of tetradecasphinganine, obtained by protonation of the primary amino function; major species at pH 7.3.				C14H32NO2		JDTJDLPFECSKQJ-UONOGXRCSA-O	246.2427557	CHEBI:71010		
BASm0004974	15-methylhexadecasphinganine 1-phosphate	An anionic phospholipid that is the conjugate base of 15-methylhexadecasphinganine 1-phosphate, having an anionic phosphate group and a protonated amino group; major species at pH 7.3.			CC(C)CCCCCCCCCCC[C@@H](O)[C@@H]([NH3+])COP(=O)([O-])[O-]	C17H37NO5P	InChI=1S/C17H38NO5P/c1-15(2)12-10-8-6-4-3-5-7-9-11-13-17(19)16(18)14-23-24(20,21)22/h15-17,19H,3-14,18H2,1-2H3,(H2,20,21,22)/p-1/t16-,17+/m0/s1	NWNOHXIGPZLKDY-DLBZAZTESA-M		CHEBI:71030		
BASm0004975	13-methyltetradecanal	A fatty aldehyde consisting of tetradecanal substituted at position 13 by a methyl group.			CC(C)CCCCCCCCCCCC=O	C15H30O	InChI=1S/C15H30O/c1-15(2)13-11-9-7-5-3-4-6-8-10-12-14-16/h14-15H,3-13H2,1-2H3	KEKMLOYOUUVRDN-UHFFFAOYSA-N		CHEBI:71034		
BASm0004976	2,3-didehydroadipoyl-CoA			Expected Solid	[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)C=CCCC([O-])=O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C27H37N7O19P3S	InChI=1S/C27H42N7O19P3S/c1-27(2,22(40)25(41)30-8-7-16(35)29-9-10-57-18(38)6-4-3-5-17(36)37)12-50-56(47,48)53-55(45,46)49-11-15-21(52-54(42,43)44)20(39)26(51-15)34-14-33-19-23(28)31-13-32-24(19)34/h4,6,13-15,20-22,26,39-40H,3,5,7-12H2,1-2H3,(H,29,35)(H,30,41)(H,36,37)(H,45,46)(H,47,48)(H2,28,31,32)(H2,42,43,44)/p-5/t15-,20-,21-,22+,26-/m1/s1	ZFXICKRXPZTFPB-BIEWRJSYSA-I	888.1105221	CHEBI:71044		MMDBc0055284
BASm0004977	bisdemethoxycurcumin	Bisdemethoxycurcumin is a curcuminoid, a component of tumeric. Tumeric is a spice that comes from the root Curcuma longa, a member of the ginger family, Zingaberaceae. It is bright yellow and has been used as a coloring agent in food in the United States. In India, it has been used for centuries as a spice and a food preservative, and also for its various medicinal properties. In Ayurveda (Indian traditional medicine), tumeric has been used for its medicinal properties for various indications and through different routes of administration. It has been used topically on the skin for wounds, blistering diseases such as pemphigus and herpes zoster, for parasitic skin infections, and for acne. It has been used via oral administration for the common cold, liver diseases, urinary tract diseases, and as a blood purifier. For chronic rhinitis and coryza, it has been used via inhalation. The average intake of tumeric in the diet in India is approximately 2 to 2.5 g in a 60 kg individual. This corresponds to an intake of approximately 60 to 100 mg of curcumin daily. The Food and Drug Administration has classified tumeric among substances Generally Recognized as Safe (GRAS). A large number of in vitro and animal studies have been conducted to evaluate the effect of curcumin on inflammation. It has been found to act at various different levels of the arachadonic acid inflammatory cascade and through effects on various enzymes and cytokines. (PMID: 12676044).	24939-16-0	Solid	OC1=CC=C(\C=C\C(=O)CC(=O)\C=C\C2=CC=C(O)C=C2)C=C1	C19H16O4	InChI=1S/C19H16O4/c20-16-7-1-14(2-8-16)5-11-18(22)13-19(23)12-6-15-3-9-17(21)10-4-15/h1-12,20-21H,13H2/b11-5+,12-6+	PREBVFJICNPEKM-YDWXAUTNSA-N	308.104859	CHEBI:71045	HMDB0002114	
BASm0004978	N-acyl-15-methylhexadecasphing-4-enine-1-phosphate				*C(=O)N[C@@H](COP(=O)([O-])[O-])[C@H](O)/C=C/CCCCCCCCCC(C)C					CHEBI:71156		
BASm0004979	7,8-dihydromonapterin	7,8-dihydromonapterin, also known as dhm or h2-mpt, belongs to biopterins and derivatives class of compounds. Those are coenzymes containing a 2-amino-pteridine-4-one derivative. They are mainly synthesized in several parts of the body, including the pineal gland. 7,8-dihydromonapterin is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa). 7,8-dihydromonapterin can be found in a number of food items such as mugwort, pineapple, eggplant, and japanese pumpkin, which makes 7,8-dihydromonapterin a potential biomarker for the consumption of these food products.			[H][C@](O)(CO)[C@@]([H])(O)C1=NC2=C(NC1)NC(=N)N=C2O	C9H13N5O4	InChI=1S/C9H13N5O4/c10-9-13-7-5(8(18)14-9)12-3(1-11-7)6(17)4(16)2-15/h4,6,15-17H,1-2H2,(H4,10,11,13,14,18)/t4-,6-/m0/s1	YQIFAMYNGGOTFB-NJGYIYPDSA-N	255.0967539	CHEBI:71175	HMDB0304238	
BASm0004980	5,6,7,8-tetrahydromonapterin	Tetrahydromonapterin is a member of the chemical class known as Biopterins and Derivatives. These are coenzymes containing a 2-amino-pteridine-4-one derivative. Tetrahydromonapterin is a major pterin in Escherichia coli and is hypothesized to be the cofactor for phenylalanine hydroxylase (PhhA) in Pseudomonas aeruginosa, but neither its biosynthetic origin nor its cofactor role has been clearly demonstrated.  Collectively, these data establish that tetrahydromonapterin formation requires both FolX and FolM, that tetrahydromonapterin is the physiological cofactor for PhhA, and that tetrahydromonapterin can outrank folate as an end product of pterin biosynthesis. (PMID 19897652)		Expected Solid	[H]OC([H])([H])[C@]([H])(O[H])[C@@]([H])(O[H])C1([H])N([H])C2=C(N([H])C(=NC2=O)N([H])[H])N([H])C1([H])[H]	C9H15N5O4	InChI=1S/C9H15N5O4/c10-9-13-7-5(8(18)14-9)12-3(1-11-7)6(17)4(16)2-15/h3-4,6,12,15-17H,1-2H2,(H4,10,11,13,14,18)/t3?,4-,6-/m0/s1	XHIXPVCTDRNTTC-YQVKZWHSSA-N	257.112404	CHEBI:71177		MMDBc0031637
BASm0004981	methyl 3-cyano-2-phenylpropanoate	A methyl ester that is methyl phenylacetate substituted at the alpha-position by a cyanomethyl group.			COC(=O)C(CC#N)c1ccccc1	C11H11NO2	InChI=1S/C11H11NO2/c1-14-11(13)10(7-8-12)9-5-3-2-4-6-9/h2-6,10H,7H2,1H3	POZIFRPMDFGLIW-UHFFFAOYSA-N		CHEBI:71185		
BASm0004982	3-oxocyclopentanecarbonitrile	An alicyclic ketone that is cyclopentanone substituted at position 3 by a cyano group.			N#CC1CCC(=O)C1	C6H7NO	InChI=1S/C6H7NO/c7-4-5-1-2-6(8)3-5/h5H,1-3H2	RJDDBRGASHENKL-UHFFFAOYSA-N		CHEBI:71188		
BASm0004983	iminodiacetonitrile		628-87-5		N#CCNCC#N	C4H5N3	InChI=1S/C4H5N3/c5-1-3-7-4-2-6/h7H,3-4H2	BSRDNMMLQYNQQD-UHFFFAOYSA-N	95.04834717	CHEBI:71189		
BASm0004984	4-methoxy-4-oxo-3-phenylbutanoate	A monocarboxylic acid anion that is the conjugate base of 4-methoxy-4-oxo-3-phenylbutanoic acid, obtained by deprotonation of the carboxy group.			COC(=O)C(CC(=O)[O-])c1ccccc1	C11H11O4	InChI=1S/C11H12O4/c1-15-11(14)9(7-10(12)13)8-5-3-2-4-6-8/h2-6,9H,7H2,1H3,(H,12,13)/p-1	KFUIOHIUIZFOOW-UHFFFAOYSA-M		CHEBI:71190		
BASm0004985	3-oxocyclopentanecarboxylate	A 4-oxo monocarboxylic acid anion that is the conjugate base of 3-oxocyclopentanecarboxylic acid, obtained by deprotonation of the carboxy group.			O=C1CCC(C(=O)[O-])C1	C6H7O3	InChI=1S/C6H8O3/c7-5-2-1-4(3-5)6(8)9/h4H,1-3H2,(H,8,9)/p-1	RDSNBKRWKBMPOP-UHFFFAOYSA-M		CHEBI:71191		
BASm0004986	N-(cyanomethyl)glycine	An alpha-amino-acid anion that is the conjugate base of N-(cyanomethyl)glycine, obtained by deprotonation of the carboxy group.			N#CCNCC(=O)[O-]	C4H5N2O2	InChI=1S/C4H6N2O2/c5-1-2-6-3-4(7)8/h6H,2-3H2,(H,7,8)/p-1	QGLKBDIZFCYGIX-UHFFFAOYSA-M		CHEBI:71192		
BASm0004987	(2Z,4E)-2-hydroxy-6-oxohexa-2,4-dienoate			Expected Solid	O=C/C=C/C=C(\O)C(=O)[O-]	C6H5O4	InChI=1S/C6H6O4/c7-4-2-1-3-5(8)6(9)10/h1-4,8H,(H,9,10)/p-1/b2-1+,5-3-	KGLCZTRXNNGESL-WFTYEQLWSA-M	141.0193322	CHEBI:71198		MMDBc0054868
BASm0004988	hydroxymethylphosphonate			Expected Solid	O=P([O-])(O)CO	CH5O4P	InChI=1S/CH5O4P/c2-1-6(3,4)5/h2H,1H2,(H2,3,4,5)	GTTBQSNGUYHPNK-UHFFFAOYSA-N	111.9925452	CHEBI:71199		MMDBc0054513
BASm0004989	xanthurenate	Xanthurenic acid, also known as xanthurenate or 8-hydroxykynurenic acid, is a member of the class of compounds known as quinoline carboxylic acids. Quinoline carboxylic acids are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions. Xanthurenic acid is slightly soluble (in water). Xanthurenic acid can be found primarily in blood, feces, and urine, as well as in human epidermis tissue. Within the cell, xanthurenic acid is primarily located in the membrane. Xanthurenic acid exists in all eukaryotes, ranging from yeast to humans. In humans, xanthurenic acid is involved in the tryptophan metabolism. Moreover, xanthurenic acid is found to be associated with citrullinemia type I, which is an inborn error of metabolism. Xanthurenic acid is a metabolite from tryptophan catabolism. It is a substrate of the enzyme methyltransferases (EC 2.1.1.-) in pathway tryptophan metabolism (KEGG).	59-00-7		O=C([O-])c1cc(O)c2cccc(O)c2n1	C10H7NO4	InChI=1S/C10H7NO4/c12-7-3-1-2-5-8(13)4-6(10(14)15)11-9(5)7/h1-4,12H,(H,11,13)(H,14,15)	FBZONXHGGPHHIY-UHFFFAOYSA-N	205.0375077	CHEBI:71201	HMDB0000881	
BASm0004990	(4-coumaroyl)acetyl-CoA	An acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (4-coumaroyl)acetyl-CoA; major species at pH 7.3.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)C=Cc1ccc(O)cc1	C32H40N7O19P3S	InChI=1S/C32H44N7O19P3S/c1-32(2,27(45)30(46)35-10-9-22(42)34-11-12-62-23(43)13-20(41)8-5-18-3-6-19(40)7-4-18)15-55-61(52,53)58-60(50,51)54-14-21-26(57-59(47,48)49)25(44)31(56-21)39-17-38-24-28(33)36-16-37-29(24)39/h3-8,16-17,21,25-27,31,40,44-45H,9-15H2,1-2H3,(H,34,42)(H,35,46)(H,50,51)(H,52,53)(H2,33,36,37)(H2,47,48,49)/p-4/t21-,25-,26-,27+,31-/m1/s1	FZWJGTSJBJBNKS-GRBGHKMPSA-J		CHEBI:71211		
BASm0004991	N-acyl-4-hydroxy-15-methylhexadecasphinganine				*C(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCC(C)C					CHEBI:71234		
BASm0004992	thiophene-2-carboxylate				O=C([O-])c1cccs1	C5H4O2S	InChI=1S/C5H4O2S/c6-5(7)4-2-1-3-8-4/h1-3H,(H,6,7)	QERYCTSHXKAMIS-UHFFFAOYSA-N	127.9932001	CHEBI:71237	HMDB0259027	
BASm0004993	malonyl-CoA methyl ester	Malonyl-CoA methyl ester is an intermediate in biotin synthesis.  It a substrate for the enzyme Malonyl-CoA O-methyltransferase BioC which onverts the free carboxyl group of a malonyl-thioester to its methyl ester by transfer of a methyl group from S-adenosyl-L-methionine (SAM). It allows to synthesize pimeloyl-ACP via the fatty acid synthetic pathway. E.coli employs a methylation and demethylation strategy to allow elongation of a temporarily disguised malonate moiety to a pimelate moiety by the fatty acid synthetic enzymes.			COC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C25H40N7O19P3S	InChI=1S/C25H40N7O19P3S/c1-25(2,20(37)23(38)28-5-4-14(33)27-6-7-55-16(35)8-15(34)46-3)10-48-54(44,45)51-53(42,43)47-9-13-19(50-52(39,40)41)18(36)24(49-13)32-12-31-17-21(26)29-11-30-22(17)32/h11-13,18-20,24,36-37H,4-10H2,1-3H3,(H,27,33)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t13-,18-,19-,20+,24-/m1/s1	CHQAJZULNPRMEN-ITIYDSSPSA-N	867.1312524	CHEBI:71242		
BASm0004994	selenodiglutathione				[NH3+][C@@H](CCC(=O)N[C@@H](CS[Se]SC[C@H](NC(=O)CC[C@H]([NH3+])C(=O)[O-])C(=O)NCC(=O)[O-])C(=O)NCC(=O)[O-])C(=O)[O-]	C20H32N6O12S2Se	InChI=1S/C20H32N6O12S2Se/c21-9(19(35)36)1-3-13(27)25-11(17(33)23-5-15(29)30)7-39-41-40-8-12(18(34)24-6-16(31)32)26-14(28)4-2-10(22)20(37)38/h9-12H,1-8,21-22H2,(H,23,33)(H,24,34)(H,25,27)(H,26,28)(H,29,30)(H,31,32)(H,35,36)(H,37,38)/t9-,10-,11-,12-/m0/s1	GJEZZQVPWMCGSB-BJDJZHNGSA-N		CHEBI:71259		
BASm0004996	glutathioselenol	An carboxylic acid anion resulting from the deprotonation of both carboxy groups and the protonation of the primary amino group of glutathione. The major species at pH 7.3.			[NH3+][C@@H](CCC(=O)N[C@@H](CS[SeH])C(=O)NCC(=O)[O-])C(=O)[O-]	C10H16N3O6SSe	InChI=1S/C10H17N3O6SSe/c11-5(10(18)19)1-2-7(14)13-6(4-20-21)9(17)12-3-8(15)16/h5-6,21H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/p-1/t5-,6-/m0/s1	UUYVRXVWXDDDGX-WDSKDSINSA-M		CHEBI:71265		
BASm0004997	pyrazine-2-carboxylate			Expected Solid	O=C([O-])c1cnccn1	C5H3N2O2	InChI=1S/C5H4N2O2/c8-5(9)4-3-6-1-2-7-4/h1-3H,(H,8,9)/p-1	NIPZZXUFJPQHNH-UHFFFAOYSA-M	123.0200009	CHEBI:71266		MMDBc0056280
BASm0004998	4-carboxy-2-thioxobutanoyl-CoA	An acyl-CoA oxoanion obtained by deprotonation of the phosphate, diphosphate and carboxy groups of 4-carboxy-2-thioxobutanoyl-CoA			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])C(O)C(=O)NCCC(=O)NCCSC(=O)C(=S)CCC(=O)[O-]	C26H35N7O19P3S2	InChI=1S/C26H40N7O19P3S2/c1-26(2,20(38)23(39)29-6-5-15(34)28-7-8-57-25(40)14(56)3-4-16(35)36)10-49-55(46,47)52-54(44,45)48-9-13-19(51-53(41,42)43)18(37)24(50-13)33-12-32-17-21(27)30-11-31-22(17)33/h11-13,18-20,24,37-38H,3-10H2,1-2H3,(H,28,34)(H,29,39)(H,35,36)(H,44,45)(H,46,47)(H2,27,30,31)(H2,41,42,43)/p-5/t13-,18-,19-,20?,24-/m1/s1	XGUNDVGKYLCWSV-FZEDXVDRSA-I		CHEBI:71277		
BASm0004999	3-nitrotyramine				[NH3+]CCc1ccc([O-])c([N+](=O)[O-])c1	C8H10N2O3	InChI=1S/C8H10N2O3/c9-4-3-6-1-2-8(11)7(5-6)10(12)13/h1-2,5,11H,3-4,9H2	IUCYCHQMRZWPGT-UHFFFAOYSA-N	182.0691422	CHEBI:71286		
BASm0005000	4-hydroxy-3-nitrophenylacetaldehyde				O=CCc1ccc([O-])c([N+](=O)[O-])c1	C8H7NO4	InChI=1S/C8H7NO4/c10-4-3-6-1-2-8(11)7(5-6)9(12)13/h1-2,4-5,11H,3H2	OXYOFULKSNCNRY-UHFFFAOYSA-N	181.0375077	CHEBI:71287	HMDB0246445	
BASm0005001	Mo-molybdopterin	An organophosphate oxoanion obtained by deprotonation of the OH groups of Mo(VI)O2(OH)-molybdopterin cofactor.			Nc1nc2c(c(=O)[nH]1)N[C@H]1C3=C(S[Mo-](=O)(=O)([O-])S3)[C@@H](COP(=O)([O-])[O-])O[C@H]1N2	C10H10MoN5O9PS2	InChI=1S/C10H14N5O6PS2.Mo.3O/c11-10-14-7-4(8(16)15-10)12-3-6(24)5(23)2(21-9(3)13-7)1-20-22(17,18)19;;;;/h2-3,9,12,23-24H,1H2,(H2,17,18,19)(H4,11,13,14,15,16);;;;/q;+1;;;-1/p-4/t2-,3+,9-;;;;/m1..../s1	RVADHZKSUZKIRJ-BKZHXLINSA-J		CHEBI:71302		
BASm0005003	W-molybdopterin cofactor	An organophosphate oxoanion obtained by deprotonation of the OH groups of W(VI)O2(OH)-molybdopterin cofactor.			Nc1nc2c(c(=O)[nH]1)N[C@H]1C3=C(S[W-](=O)(=O)([O-])S3)[C@@H](COP(=O)([O-])[O-])O[C@H]1N2	C10H10N5O9PS2W	InChI=1S/C10H14N5O6PS2.3O.W/c11-10-14-7-4(8(16)15-10)12-3-6(24)5(23)2(21-9(3)13-7)1-20-22(17,18)19;;;;/h2-3,9,12,23-24H,1H2,(H2,17,18,19)(H4,11,13,14,15,16);;;;/q;;;-1;+1/p-4/t2-,3+,9-;;;;/m1..../s1	OFWIRMFWIRUWOK-BKZHXLINSA-J		CHEBI:71305		
BASm0005004	Mo-molybdopterin cytosine dinucleotide	An organophosphate oxoanion arising from deprotonation of the diphosphate OH groups and deprotonation of the OH group directly attached to Mo in Mo(VI)-molybdopterin cytosine dinucleotide.			Nc1ccn([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@H]4Nc5nc(N)[nH]c(=O)c5N[C@H]4C4=C3S[Mo-](=O)(=O)([O-])S4)[C@@H](O)[C@H]2O)c(=O)n1	C19H22MoN8O16P2S2	InChI=1S/C19H26N8O13P2S2.Mo.3O/c20-7-1-2-27(19(31)22-7)17-11(29)10(28)5(39-17)3-36-41(32,33)40-42(34,35)37-4-6-12(43)13(44)8-16(38-6)24-14-9(23-8)15(30)26-18(21)25-14;;;;/h1-2,5-6,8,10-11,16-17,23,28-29,43-44H,3-4H2,(H,32,33)(H,34,35)(H2,20,22,31)(H4,21,24,25,26,30);;;;/q;+1;;;-1/p-4/t5-,6-,8+,10-,11-,16-,17-;;;;/m1..../s1	ZOPFRBWJOPZGAV-MQPNXHJTSA-J		CHEBI:71308		
BASm0005005	Mo-molybdopterin guanine dinucleotide	An organophosphate oxoanion arising from deprotonation of the diphosphate OH groups and deprotonation of the OH group directly attached to Mo in Mo(VI)-molybdopterin guanine dinucleotide.			Nc1nc2c(c(=O)[nH]1)N[C@H]1C3=C(S[Mo-](=O)(=O)([O-])S3)[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](n4cnc5c(=O)[nH]c(N)nc54)[C@H](O)[C@@H]3O)O[C@H]1N2	C20H22MoN10O16P2S2	InChI=1S/C20H26N10O13P2S2.Mo.3O/c21-19-26-13-7(15(33)28-19)24-6-12(47)11(46)5(41-17(6)25-13)2-40-45(37,38)43-44(35,36)39-1-4-9(31)10(32)18(42-4)30-3-23-8-14(30)27-20(22)29-16(8)34;;;;/h3-6,9-10,17-18,24,31-32,46-47H,1-2H2,(H,35,36)(H,37,38)(H3,22,27,29,34)(H4,21,25,26,28,33);;;;/q;+1;;;-1/p-4/t4-,5-,6+,9-,10-,17-,18-;;;;/m1..../s1	CNPFNNZEOHNPEQ-HXAHJUJRSA-J		CHEBI:71310		
BASm0005006	N'-monoacetylchitobiose-6'-phosphate	An organophosphate oxoanion that is the conjugate base of N-monoacetylchitobiose-6-phosphate, obtained by deprotonation of the phosphate OH groups and protonation of the free amino group; major species at pH 7.3.			CC(=O)N[C@H]1[C@H](O[C@H]2[C@H](O)[C@@H]([NH3+])C(O)O[C@@H]2CO)O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@@H]1O	C14H26N2O13P	InChI=1S/C14H27N2O13P/c1-4(18)16-8-11(21)9(19)6(3-26-30(23,24)25)28-14(8)29-12-5(2-17)27-13(22)7(15)10(12)20/h5-14,17,19-22H,2-3,15H2,1H3,(H,16,18)(H2,23,24,25)/p-1/t5-,6-,7-,8-,9-,10-,11-,12-,13?,14+/m1/s1	YSOAJKLNVFWXBW-UEVOBBHASA-M		CHEBI:71315		
BASm0005007	(2R,4S)-2-methyl-2,4-dihydroxydihydrofuran-3-one	2,4-Dihydroxy-2-methyloxolan-3-one belongs to the class of organic compounds known as furanones. Furanones are compounds containing a furan ring bearing a ketone group. 2,4-Dihydroxy-2-methyloxolan-3-one is soluble (in water) and a very weakly acidic compound (based on its pKa).	869748-29-8		C[C@@]1(O)OC[C@H](O)C1=O	C5H8O4	InChI=1S/C5H8O4/c1-5(8)4(7)3(6)2-9-5/h3,6,8H,2H2,1H3/t3-,5+/m0/s1	CCVJVKWZZMMBHB-WVZVXSGGSA-N	132.0422587	CHEBI:71316		
BASm0005008	cyclopeptine					C17H16N2O2		KSQNKZMAMGACTL-UHFFFAOYNA-N	280.1211778	CHEBI:71320		
BASm0005009	fusidate	Fusidic Acid is only found in individuals that have used or taken this drug. It is an antibiotic isolated from the fermentation broth of Fusidium coccineum. (From Merck Index, 11th ed) It acts by inhibiting translocation during protein synthesis.Fusidic acid works by interfering with bacterial protein synthesis, specifically by preventing the translocation of the elongation factor G (EF-G) from the ribosome. It also can inhibit chloramphenicol acetyltransferase enzymes.	6990-06-03	Solid		C31H47O6		IECPWNUMDGFDKC-MZJAQBGESA-M	515.3378128	CHEBI:71321	HMDB0015570	
BASm0005010	(Z)-dehydrocyclopeptine			Expected Solid	CN1C(=O)C2=CC=CC=C2NC(=O)\C1=C\C1=CC=CC=C1	C17H14N2O2	InChI=1S/C17H14N2O2/c1-19-15(11-12-7-3-2-4-8-12)16(20)18-14-10-6-5-9-13(14)17(19)21/h2-11H,1H3,(H,18,20)/b15-11-	FYVKHLSOIIPVEH-PTNGSMBKSA-N	278.1055277	CHEBI:71330		MMDBc0003168
BASm0005011	(3-nitro-4-oxidophenyl)acetate			Expected Solid	[H]C1=C([H])C(=C([H])C(=C1[O-])[N+]([O-])=O)C([H])([H])C([O-])=O	C8H5NO5	InChI=1S/C8H7NO5/c10-7-2-1-5(4-8(11)12)3-6(7)9(13)14/h1-3,10H,4H2,(H,11,12)/p-2	QBHBHOSRLDPIHG-UHFFFAOYSA-L	195.0178694	CHEBI:71332		MMDBc0048286
BASm0005012	(-)-cyclopeptine					C17H16N2O2		KSQNKZMAMGACTL-HNNXBMFYSA-N	280.1211778	CHEBI:71333		
BASm0005013	4'-methoxyisoflavan-2',4,7-triol					C16H16O5		YZBBUYKPTHDZHF-KNVGNIICSA-N	288.0997736	CHEBI:71335		
BASm0005014	novobiocin			Expected Solid		C31H35N2O11		YJQPYGGHQPGBLI-KGSXXDOSSA-M	611.2246335	CHEBI:71339		MMDBc0017491
BASm0005015	UDP-N-acetyl-alpha-D-muramoyl-L-alanyl-gamma-D-glutamyl-N(6)-(L-alanyl)-L-lysyl-D-alanyl-D-alanine			Expected Solid	[H][C@@](C)(N)C(O)=NCCCC[C@]([H])(N=C([O-])CC[C@@]([H])(N=C(O)[C@]([H])(C)N=C(O)C([H])(C)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)O[C@]([H])(OP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=CC([O-])=NC3=O)[C@]([H])(O)[C@]2([H])O)[C@]1([H])N=C(C)[O-])C(O)=O)C(O)=N[C@]([H])(C)C(O)=N[C@]([H])(C)C(O)=O	C43H67N10O27P2	InChI=1S/C43H70N10O27P2/c1-17(44)34(61)45-13-8-7-9-23(38(65)47-18(2)35(62)48-20(4)40(66)67)50-27(56)11-10-24(41(68)69)51-36(63)19(3)46-37(64)21(5)76-33-29(49-22(6)55)42(78-25(15-54)31(33)59)79-82(73,74)80-81(71,72)75-16-26-30(58)32(60)39(77-26)53-14-12-28(57)52-43(53)70/h12,14,17-21,23-26,29-33,39,42,54,58-60H,7-11,13,15-16,44H2,1-6H3,(H,45,61)(H,46,64)(H,47,65)(H,48,62)(H,49,55)(H,50,56)(H,51,63)(H,66,67)(H,68,69)(H,71,72)(H,73,74)(H,52,57,70)/p-3/t17-,18+,19-,20+,21?,23-,24+,25+,26+,29+,30+,31+,32+,33+,39+,42+/m0/s1	BJRIMGIVIIHCDH-UGSCTMCDSA-K	1217.366882	CHEBI:71358		MMDBc0056362
BASm0005016	8-oxo-dAMP	An organophosphate oxoanion obtained by deprotonation of the diphosphate OH groups of 8-oxo-dAMP.				C10H12N5O7P		QFGWDFAYOAGQDH-KVQBGUIXSA-L	345.0485319	CHEBI:71361		
BASm0005017	8-oxo-dADP	An organophosphate oxoanion obtained by deprotonation of the diphosphate OH groups of 8-oxo-dADP.				C10H12N5O10P2		FEPFWQCDWZFLGY-KVQBGUIXSA-K	424.0075863	CHEBI:71362		
BASm0005018	2-oxo-dADP	An organophosphate oxoanion obtained by deprotonation of the diphosphate OH groups of 2-oxo-dADP.			Nc1nc(=O)[nH]c2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])[O-])O1	C10H12N5O10P2	InChI=1S/C10H15N5O10P2/c11-8-7-9(14-10(17)13-8)15(3-12-7)6-1-4(16)5(24-6)2-23-27(21,22)25-26(18,19)20/h3-6,16H,1-2H2,(H,21,22)(H2,18,19,20)(H3,11,13,14,17)/p-3/t4-,5+,6+/m0/s1	JYHPIPMSJVTYAP-KVQBGUIXSA-K		CHEBI:71363		
BASm0005019	rifampicin	A semisynthetic antibiotic produced from Streptomyces mediterranei. It has a broad antibacterial spectrum, including activity against several forms of Mycobacterium. In susceptible organisms it inhibits DNA-dependent RNA polymerase activity by forming a stable complex with the enzyme. It thus suppresses the initiation of RNA synthesis. Rifampin is bactericidal, and acts on both intracellular and extracellular organisms. (From Gilman et al., Goodman and Gilman&#39;s The Pharmacological Basis of Therapeutics, 9th ed, p1160)	13292-46-1	Solid	CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C)c([O-])c4c(O)c(c(/C=N/N5CC[NH+](C)CC5)c(O)c4c3C2=O)NC(=O)/C(C)=C\C=C\[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C	C43H58N4O12	InChI=1S/C43H58N4O12/c1-21-12-11-13-22(2)42(55)45-33-28(20-44-47-17-15-46(9)16-18-47)37(52)30-31(38(33)53)36(51)26(6)40-32(30)41(54)43(8,59-40)57-19-14-29(56-10)23(3)39(58-27(7)48)25(5)35(50)24(4)34(21)49/h11-14,19-21,23-25,29,34-35,39,49-53H,15-18H2,1-10H3,(H,45,55)/b12-11+,19-14-,22-13-,44-20-/t21-,23+,24+,25+,29-,34-,35+,39+,43-/m0/s1	JQXXHWHPUNPDRT-XHVADFQNSA-N	822.4051233	CHEBI:71365	HMDB0015179	
BASm0005020	adenosine thiamine triphosphate	Adenosine thiamine triphosphate (AThTP), or thiaminylated adenosine triphosphate (ATP) is a natural thiamine adenine nucleotide. It was discovered in Escherichia coli where it may account for up to 15 - 20 % of total thiamine under carbon starvation. AThTP exists also, though at much lower levels, in eukaryotic organisms such as yeast, roots of higher plants and animal tissues. In E. coli AThTP is synthesized from thiamine diphosphate (ThDP) according the reaction ThDP + ATP (ADP) 	30632-11-2		[H][C@]1(COP([O-])(=O)OP([O-])(=O)OP([O-])(=O)OCCC2=C(C)[N+](CC3=CN=C(C)NC3=N)=CS2)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O	C22H28N9O13P3S	InChI=1S/C22H30N9O13P3S/c1-11-15(48-10-30(11)6-13-5-25-12(2)29-19(13)23)3-4-40-45(34,35)43-47(38,39)44-46(36,37)41-7-14-17(32)18(33)22(42-14)31-9-28-16-20(24)26-8-27-21(16)31/h5,8-10,14,17-18,22,32-33H,3-4,6-7H2,1-2H3,(H6-,23,24,25,26,27,29,34,35,36,37,38,39)/p-2/t14-,17-,18-,22-/m1/s1	FGOYXNBJKMNPDH-SAJUPQAESA-L	751.0740123	CHEBI:71393	HMDB13646	
BASm0005021	2-oxo-AMP	An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of 2-oxo-AMP.			Nc1nc(=O)[nH]c2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C10H12N5O8P	InChI=1S/C10H14N5O8P/c11-7-4-8(14-10(18)13-7)15(2-12-4)9-6(17)5(16)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,16-17H,1H2,(H2,19,20,21)(H3,11,13,14,18)/p-2/t3-,5-,6-,9-/m1/s1	CGCGQFDYTLYDPF-UUOKFMHZSA-L		CHEBI:71395		
BASm0005022	(beta-L-Ara4N)2-(Kdo)2-lipid A	L-ara4n-modified kdo2-lipid a is a member of the chemical class known as Hexose Oligosaccharides. These are oligosaccharides in which the saccharide units are hexoses. 			CCCCCCCCCCCCCC(=O)O[C@H](CCCCCCCCCCC)CC(=O)O[C@@H]1[C@@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@H](OC[C@H]2O[C@H](OP(=O)([O-])O[C@H]3OC[C@H]([NH3+])[C@H](O)[C@H]3O)[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]2O)O[C@H](CO[C@]2(C(=O)[O-])C[C@@H](O[C@]3(C(=O)[O-])C[C@@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O3)[C@@H](O)[C@@H]([C@H](O)CO)O2)[C@H]1OP(=O)([O-])O[C@H]1OC[C@H]([NH3+])[C@H](O)[C@H]1O	C120H220N4O45P2	InChI=1S/C120H220N4O45P2/c1-7-13-19-25-31-37-38-44-50-56-62-68-96(135)158-84(66-60-54-48-42-35-29-23-17-11-5)72-98(137)162-112-100(124-94(133)71-83(65-59-53-47-41-34-28-22-16-10-4)157-95(134)67-61-55-49-43-36-30-24-18-12-6)113(160-92(110(112)166-170(149,150)168-115-106(143)101(138)85(121)77-153-115)80-156-119(117(145)146)74-90(104(141)109(164-119)89(131)76-126)163-120(118(147)148)73-87(129)103(140)108(165-120)88(130)75-125)155-79-91-105(142)111(161-97(136)70-82(128)64-58-52-46-40-33-27-21-15-9-3)99(123-93(132)69-81(127)63-57-51-45-39-32-26-20-14-8-2)114(159-91)167-171(151,152)169-116-107(144)102(139)86(122)78-154-116/h81-92,99-116,125-131,138-144H,7-80,121-122H2,1-6H3,(H,123,132)(H,124,133)(H,145,146)(H,147,148)(H,149,150)(H,151,152)	RYVJLJVPSMBXLB-UHFFFAOYSA-N	2499.452484	CHEBI:71399		
BASm0005023	3-phosphonopyruvate				O=C([O-])C(=O)CP(=O)([O-])O	C3H5O6P	InChI=1S/C3H5O6P/c4-2(3(5)6)1-10(7,8)9/h1H2,(H,5,6)(H2,7,8,9)	CHDDAVCOAOFSLD-UHFFFAOYSA-N	167.9823744	CHEBI:71402		
BASm0005024	(R)-adrenaline		51-43-4	Expected Solid	[H]OC1=C([H])C([H])=C(C([H])=C1O[H])[C@@]([H])(O[H])C([H])([H])[N+]([H])([H])C([H])([H])[H]	C9H14NO3	InChI=1S/C9H13NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,9-13H,5H2,1H3/p+1/t9-/m0/s1	UCTWMZQNUQWSLP-VIFPVBQESA-O	184.0968197	CHEBI:71406	HMDB0000068	MMDBc0049682
BASm0005025	3-oxooctadecanoyl-CoA	3-Oxooctadecanoyl-CoA is a metabolite intermediate in the microsomal fatty acid chain elongation system. Microsomal electron-transport components NADPH-cytochrome P450 reductase (EC 1.6.2.4) and cytochrome b5 (EC 1.6.2.2) participate in the conversion from 3-Oxooctadecanoyl-CoA to beta-hydroxystearoyl-CoA, the first reductive step of the microsomal chain elongating system initiated by NADPH. (PMID: 6404652) [HMDB]	86370-20-9	Solid	CCCCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C39H66N7O18P3S	InChI=1S/C39H68N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-27(47)22-30(49)68-21-20-41-29(48)18-19-42-37(52)34(51)39(2,3)24-61-67(58,59)64-66(56,57)60-23-28-33(63-65(53,54)55)32(50)38(62-28)46-26-45-31-35(40)43-25-44-36(31)46/h25-26,28,32-34,38,50-51H,4-24H2,1-3H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/p-2/t28-,32-,33-,34+,38-/m1/s1	LGOGWHDPDVAUNY-LFZQUHGESA-L	1045.339789	CHEBI:71407	HMDB06498	
BASm0005026	3-hydroxyoctadecanoyl-CoA	3-hydroxyoctadecanoyl-CoA is a human metabolite involved in the fatty acid elongation in mitochondria pathway. The enzyme long-chain-3-hydroxyacyl-CoA dehydrogenase catalyzes the conversion of 3-Oxododecanoyl-CoA to (S)-3-Hydroxydodecanoyl-CoA.3-hydroxyoctadecanoyl-CoA is an intermediate in fatty acid metabolism, being the substrate of the enzymes beta-hydroxyacyl-CoA dehydrogenase and 3-hydroxyacyl-CoA dehydrogenase [EC 1.1.1.211-1.1.1.35]; 3-hydroxyoctadecanoyl-CoA is an intermediate in fatty acid elongation in mitochondria, the substrate of the enzymes enoyl-CoA hydratase and long-chain-enoyl-CoA hydratase [EC 4.2.1.17-4.2.1.74]. (KEGG) [HMDB]	42578-91-6	Solid	CCCCCCCCCCCCCCCC(O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C39H66N7O18P3S	InChI=1S/C39H70N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-27(47)22-30(49)68-21-20-41-29(48)18-19-42-37(52)34(51)39(2,3)24-61-67(58,59)64-66(56,57)60-23-28-33(63-65(53,54)55)32(50)38(62-28)46-26-45-31-35(40)43-25-44-36(31)46/h25-28,32-34,38,47,50-51H,4-24H2,1-3H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/p-4/t27-,28-,32+,33+,34?,38-/m1/s1	WZMAIEGYXCOYSH-AJEXUEQGSA-J	1045.339789	CHEBI:71408	HMDB12715	
BASm0005027	7-methyl-3-oxooct-6-enoyl-CoA	This compound belongs to the family of 3-Oxo-acyl CoAs. These are organic compounds containing a 3-oxo acylated coenzyme A derivative.			CC(C)=CCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C30H48N7O18P3S	InChI=1S/C30H48N7O18P3S/c1-17(2)6-5-7-18(38)12-21(40)59-11-10-32-20(39)8-9-33-28(43)25(42)30(3,4)14-52-58(49,50)55-57(47,48)51-13-19-24(54-56(44,45)46)23(41)29(53-19)37-16-36-22-26(31)34-15-35-27(22)37/h6,15-16,19,23-25,29,41-42H,5,7-14H2,1-4H3,(H,32,39)(H,33,43)(H,47,48)(H,49,50)(H2,31,34,35)(H2,44,45,46)/t19-,23-,24-,25+,29-/m1/s1	LPMIXVANMSEERY-FUEUKBNZSA-N	919.198938	CHEBI:71410	HMDB0060421	MMDBc0054301
BASm0005028	(2E)-octadecenoyl-CoA	trans-Octadec-2-enoyl-CoA is an intermediate in Biosynthesis of unsaturated fatty acids. trans-Octadec-2-enoyl-CoA is produced from 3-Hydroxyoctadecanoyl-CoA and then converted to Stearoyl-CoA via enzymatic reaction.		Solid	CCCCCCCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C39H68N7O17P3S	InChI=1S/C39H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h18-19,26-28,32-34,38,49-50H,4-17,20-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/b19-18+/t28-,32?,33+,34+,38-/m1/s1	NBCCUIHOHUKBMK-XCRBYWPRSA-N	1031.360524	CHEBI:71412	HMDB0006529	
BASm0005029	11-methyldodecanoyl-CoA	A methyl-branched fatty acyl-CoA obtained from the formal condensation of the thiol group of coenzyme A with the carboxy group of isotridecanoic acid (ChEBI: 71437).			CC(C)CCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C34H60N7O17P3S	InChI=1S/C34H60N7O17P3S/c1-22(2)12-10-8-6-5-7-9-11-13-25(43)62-17-16-36-24(42)14-15-37-32(46)29(45)34(3,4)19-55-61(52,53)58-60(50,51)54-18-23-28(57-59(47,48)49)27(44)33(56-23)41-21-40-26-30(35)38-20-39-31(26)41/h20-23,27-29,33,44-45H,5-19H2,1-4H3,(H,36,42)(H,37,46)(H,50,51)(H,52,53)(H2,35,38,39)(H2,47,48,49)/t23-,27-,28-,29+,33-/m1/s1	SAZRNJMTRRCRJX-QYIUPXBKSA-N	963.2979257	CHEBI:71427	HMDB0112243	
BASm0005030	3-oxoisopentadecanoyl-CoA	A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 3-oxoisopentadecanoyl-CoA.			CC(C)CCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C36H58N7O18P3S	InChI=1S/C36H62N7O18P3S/c1-23(2)12-10-8-6-5-7-9-11-13-24(44)18-27(46)65-17-16-38-26(45)14-15-39-34(49)31(48)36(3,4)20-58-64(55,56)61-63(53,54)57-19-25-30(60-62(50,51)52)29(47)35(59-25)43-22-42-28-32(37)40-21-41-33(28)43/h21-23,25,29-31,35,47-48H,5-20H2,1-4H3,(H,38,45)(H,39,49)(H,53,54)(H,55,56)(H2,37,40,41)(H2,50,51,52)/p-4/t25-,29-,30-,31+,35-/m1/s1	MAMJAMHAMPVLFR-VTINEICCSA-J		CHEBI:71430		
BASm0005031	3-hydroxyisopentadecanoyl-CoA	An 3-hydroxy fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of 3-hydroxyisopentadecanoyl-CoA; the major species at pH 7.3.			CC(C)CCCCCCCCCC(O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C36H60N7O18P3S	InChI=1S/C36H64N7O18P3S/c1-23(2)12-10-8-6-5-7-9-11-13-24(44)18-27(46)65-17-16-38-26(45)14-15-39-34(49)31(48)36(3,4)20-58-64(55,56)61-63(53,54)57-19-25-30(60-62(50,51)52)29(47)35(59-25)43-22-42-28-32(37)40-21-41-33(28)43/h21-25,29-31,35,44,47-48H,5-20H2,1-4H3,(H,38,45)(H,39,49)(H,53,54)(H,55,56)(H2,37,40,41)(H2,50,51,52)/p-4/t24?,25-,29-,30-,31+,35-/m1/s1	LWXQJJYOZWNPDR-ZJHONPRDSA-J		CHEBI:71435		
BASm0005032	3-oxoisoheptadecanoyl-CoA	A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 3-oxoisoheptadecanoyl-CoA.			CC(C)CCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C38H62N7O18P3S	InChI=1S/C38H66N7O18P3S/c1-25(2)14-12-10-8-6-5-7-9-11-13-15-26(46)20-29(48)67-19-18-40-28(47)16-17-41-36(51)33(50)38(3,4)22-60-66(57,58)63-65(55,56)59-21-27-32(62-64(52,53)54)31(49)37(61-27)45-24-44-30-34(39)42-23-43-35(30)45/h23-25,27,31-33,37,49-50H,5-22H2,1-4H3,(H,40,47)(H,41,51)(H,55,56)(H,57,58)(H2,39,42,43)(H2,52,53,54)/p-4/t27-,31-,32-,33+,37-/m1/s1	RNYKJLHCAKTRHT-DUPKZGIXSA-J		CHEBI:71445		
BASm0005033	3-hydroxyisoheptadecanoyl-CoA	An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of 3-hydroxyisoheptadecanoyl-CoA.			CC(C)CCCCCCCCCCCC(O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C38H64N7O18P3S	InChI=1S/C38H68N7O18P3S/c1-25(2)14-12-10-8-6-5-7-9-11-13-15-26(46)20-29(48)67-19-18-40-28(47)16-17-41-36(51)33(50)38(3,4)22-60-66(57,58)63-65(55,56)59-21-27-32(62-64(52,53)54)31(49)37(61-27)45-24-44-30-34(39)42-23-43-35(30)45/h23-27,31-33,37,46,49-50H,5-22H2,1-4H3,(H,40,47)(H,41,51)(H,55,56)(H,57,58)(H2,39,42,43)(H2,52,53,54)/p-4/t26?,27-,31-,32-,33+,37-/m1/s1	UXWUSXRGWGOULX-JKWRZQDASA-J		CHEBI:71446		
BASm0005034	3-oxodocosanoyl-CoA	A 3-oxo-fatty acyl-CoA arising from deprotonation of the phosphate and diphosphate functions of 3-oxodocosanoyl-CoA; principal microspecies at pH 7.3.			CCCCCCCCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C43H72N7O18P3S	InChI=1S/C43H76N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-31(51)26-34(53)72-25-24-45-33(52)22-23-46-41(56)38(55)43(2,3)28-65-71(62,63)68-70(60,61)64-27-32-37(67-69(57,58)59)36(54)42(66-32)50-30-49-35-39(44)47-29-48-40(35)50/h29-30,32,36-38,42,54-55H,4-28H2,1-3H3,(H,45,52)(H,46,56)(H,60,61)(H,62,63)(H2,44,47,48)(H2,57,58,59)/p-4/t32-,36-,37-,38+,42-/m1/s1	RKCOGGUHKPTOQJ-GNSUAQHMSA-J		CHEBI:71451		
BASm0005035	3-hydroxyicosanoyl-CoA			Expected Solid	CCCCCCCCCCCCCCCCCC(O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H70N7O18P3S	InChI=1S/C41H74N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-29(49)24-32(51)70-23-22-43-31(50)20-21-44-39(54)36(53)41(2,3)26-63-69(60,61)66-68(58,59)62-25-30-35(65-67(55,56)57)34(52)40(64-30)48-28-47-33-37(42)45-27-46-38(33)48/h27-30,34-36,40,49,52-53H,4-26H2,1-3H3,(H,43,50)(H,44,54)(H,58,59)(H,60,61)(H2,42,45,46)(H2,55,56,57)/p-4/t29-,30-,34-,35-,36+,40-/m1/s1	KNSVYMFEJLUJST-AFMYZWIISA-J	1073.373285	CHEBI:71455		MMDBc0047855
BASm0005036	3-hydroxydocosanoyl-CoA	3-Hydroxydocosanoyl-CoA is a coenzyme A derivative of 3-hydroxydocosanoate. Fatty acids must be activated with CoA before any chemical modification can be applied. Also fatty acid metabolic intermediates will also exists as CoA derivatives until the CoA is enzymatically cleaved. The fatty acid group is linked to the terminal thoil moiety of CoA.		Expected Solid	CCCCCCCCCCCCCCCCCCCC(O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C43H78N7O18P3S	InChI=1S/C43H78N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-31(51)26-34(53)72-25-24-45-33(52)22-23-46-41(56)38(55)43(2,3)28-65-71(62,63)68-70(60,61)64-27-32-37(67-69(57,58)59)36(54)42(66-32)50-30-49-35-39(44)47-29-48-40(35)50/h29-32,36-38,42,51,54-55H,4-28H2,1-3H3,(H,45,52)(H,46,56)(H,60,61)(H,62,63)(H2,44,47,48)(H2,57,58,59)/t31?,32-,36-,37-,38+,42-/m1/s1	VNJQSRVXTRJVAZ-NGZXMKLGSA-N	1105.433689	CHEBI:71456		MMDBc0033108
BASm0005037	(2E)-13-methyltetradecenoyl-CoA	A trans-2,3-didehydroacyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (E)-isopentadec-2-enoyl-CoA. Major species at pH 7.3.			CC(C)CCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C36H58N7O17P3S	InChI=1S/C36H62N7O17P3S/c1-24(2)14-12-10-8-6-5-7-9-11-13-15-27(45)64-19-18-38-26(44)16-17-39-34(48)31(47)36(3,4)21-57-63(54,55)60-62(52,53)56-20-25-30(59-61(49,50)51)29(46)35(58-25)43-23-42-28-32(37)40-22-41-33(28)43/h13,15,22-25,29-31,35,46-47H,5-12,14,16-21H2,1-4H3,(H,38,44)(H,39,48)(H,52,53)(H,54,55)(H2,37,40,41)(H2,49,50,51)/p-4/b15-13+/t25-,29-,30-,31+,35-/m1/s1	BRWSZHQQYCLCAA-LJMZAVAKSA-J		CHEBI:71460		
BASm0005038	isoheptadecanoyl-coA	A methyl-branched fatty acyl-CoA obtained from the formal condensation of the thiol group of coenzyme A with the carboxy group of isoheptadecanoic acid.			CC(C)CCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C38H68N7O17P3S	InChI=1S/C38H68N7O17P3S/c1-26(2)16-14-12-10-8-6-5-7-9-11-13-15-17-29(47)66-21-20-40-28(46)18-19-41-36(50)33(49)38(3,4)23-59-65(56,57)62-64(54,55)58-22-27-32(61-63(51,52)53)31(48)37(60-27)45-25-44-30-34(39)42-24-43-35(30)45/h24-27,31-33,37,48-49H,5-23H2,1-4H3,(H,40,46)(H,41,50)(H,54,55)(H,56,57)(H2,39,42,43)(H2,51,52,53)/t27-,31-,32-,33+,37-/m1/s1	AZUNRVWJJVHLJB-DUPKZGIXSA-N	1019.360526	CHEBI:71461	HMDB0112247	
BASm0005039	(2E)-15-methylhexadecenoyl-CoA	A 2,3-trans-enoyl CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of (E)-isoheptadec-2-enoyl-CoA.				C38H62N7O17P3S		VBRJJZPJXKSQLS-ISKWTRNVSA-J	1013.31577	CHEBI:71462		
BASm0005040	N-hexadecanoylethanolamine	N-Palmitoylethanolamide (PEA) is present in the tissues of most mammals. It was initially described as an agonist of the type 2 cannabinoid receptor (CB2), although it is now universally recognized that PEA is in fact incapable of binding to cannabinoid receptors, or at least not to the known receptors. In addition to its anti-inflammatory activity, PEA also produces analgesia, neuroprotection, and possesses anti-epileptic properties. It also reduces gastrointestinal motility and cancer cell proliferation, as well as protecting the vascular endothelium in the ischemic heart. The physiological stimuli that regulate PEA levels in mammalian tissues are largely unknown, however, multiple studies indicate that this lipid accumulates during cellular stress, particularly following tissue injury. For example, PEA increases post-mortem in the pig brain. Similar elevations in PEA levels have been observed in the ischemic brain and PEA is also up-regulated in response to ultraviolet-B irradiation in mouse epidermal cells. Adipose tissue is highly implicated in the systemic secretion of IL-6 and leptin, and human mature adipocytes are able to secrete large quantity of PEA. Human adipose tissue can be subjected to modulation of its inflammatory state by lipopolysaccharide (LPS). LPS strongly inhibits adipose cell leptin release, with PEA acting as a potentiator of this inhibitory effect. These actions are not linked to a reduction in leptin gene transcription. Thus, PEA does not have an anti-inflammatory role in the secretion of IL-6 via NFkappaB at the adipocyte level, but instead seems to act at the heart of the LPS-stimulated pathway, which, independently of NFkappaB, inhibits the secretion of leptin. (PMID: 16884908).	544-31-0		CCCCCCCCCCCCCCCC(=O)NCCO	C18H37NO2	InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)19-16-17-20/h20H,2-17H2,1H3,(H,19,21)	HXYVTAGFYLMHSO-UHFFFAOYSA-N	299.2824294	CHEBI:71464	HMDB0002100	
BASm0005041	N-(9Z-hexadecenoyl) ethanolamine	Palmitoleoylethanolamde (POEA), belongs to the class of organic compounds known as N-acylethanolamines. N-Acylethanolamines are compounds containing an N-acyethanolamine moiety, which is characterized by an acyl group is linked to the nitrogen atom of ethanolamine. Thus, palmitoleoylethanolamde is considered to be a fatty amide lipid molecule. Palmitoleoylethanolamde is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. During abstinence, young adults with a history of alcohol binge drinking had elevated plasma levels of monounsaturated and polyunsaturatedacylethanolamides, specifically oleoylethanolamide (OEA), palmitoleoylethanolamide (POEA), arachidonoylethanolamide (AEA), and dihomo-gamma-linolenoylethanolamide (DGLEA). Changes in these lipids positively correlated with mRNA upregulation of inflammatory markers in peripheral blood mononuclear cells (PBMCs), such as toll-like receptors (TLR4), pro-inflammatory cytokines/chemokines, and cyclooxygenase-2 (PMID: 29178411).	94421-67-7		CCCCCC\C=C/CCCCCCCC(=O)NCCO	C18H35NO2	InChI=1S/C18H35NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)19-16-17-20/h7-8,20H,2-6,9-17H2,1H3,(H,19,21)/b8-7-	WFRLANWAASSSFV-FPLPWBNLSA-N	297.2667794	CHEBI:71465	HMDB0013648	
BASm0005042	N-(9Z-octadecenoyl) ethanolamine	Oleoylethanolamide (OEA or NOE) is an N-acylethanolamine. N-Acylethanolamines (NAEs) constitute a class of lipid compounds naturally present in both animal and plant membranes as constituents of the membrane-bound phospholipid, N-acylphosphatidylethanolamine (NAPE). NAPE is composed of a third fatty acid moiety linked to the amino head group of the commonly occurring membrane phospholipid, phosphatidylethanolamine. NAEs are released from NAPE by phospholipase D-type hydrolases in response to a variety of stimuli. Transient NAE release and accumulation have been attributed to a variety of biological activities, including neurotransmission, membrane protection, and immunomodulation in animals. Oleoylethanolamide is an inhibitor of the sphingolipid signalling pathway, via specific ceramidase inhibition (ceramidase converts ceramide to sphingosine). Oleoylethanolamide blocks the effects of TNF and arachidonic acid on intracellular Ca concentration (PMID: 12692337, 12056855, 12560208, 11997249). Oleoylethanolamide is related to the endocannabinoid anandamide. Endocannabinoids signal through cannabinoid receptors (also stimulated by the active ingredient of cannabis) but although related in structure, synthesis, and degradation to anandamide, OEA cannot be considered an endocannabinoid as it does not activate the cannabinoid receptors. Most of the reported responses to OEA can be attributed to the activation of peroxisome proliferator-activated receptor-alpha (PPAR-alpha). Administration of OEA inhibits body weight gain in rats. In adipocytes and hepatocytes, OEA inhibits mitogenic and metabolic signalling by the insulin receptor and produces glucose intolerance. It also inhibits gastric emptying, which might act together with the sensory neuronal signals to achieve satiety. OEA is permanently elevated in diabetic obese patients. OEA also reduces visceral and inflammatory responses through a PPAR-alpha-activation independent mechanism (PMID: 17449181). OEA is an antagonist of TRVP1 (the transient receptor potential vanilloid type 1 receptor). Overall, OEA has beneficial effects on health by inducing food intake control, lipid beta-oxidation, body weight loss and analgesic effects (PMID: 18704536).	111-58-0		CCCCCCCC\C=C/CCCCCCCC(=O)NCCO	C20H39NO2	InChI=1S/C20H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h9-10,22H,2-8,11-19H2,1H3,(H,21,23)/b10-9-	BOWVQLFMWHZBEF-KTKRTIGZSA-N	325.2980795	CHEBI:71466	HMDB0002088	
BASm0005043	(5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl) ethanolamine	Eicosapentaenoyl Ethanolamide (EPEA) is an endogenous fatty acid amide. EPEA is metabolized by fatty acid amide hydrolase (FAAH) and N-acylethanolamine-hydrolyzing acid amidase (NAAA), the latter of which has more specificity toward PEA over other fatty acid amides. DHEA and eicosapentaenoyl ethanolamide (EPEA) bind to the CB1 receptor in rat brains.23 DHA levels in the mouse brain have been shown to inversely affect the levels of 2AG.	109001-03-8		CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)NCCO	C22H35NO2	InChI=1S/C22H35NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)23-20-21-24/h3-4,6-7,9-10,12-13,15-16,24H,2,5,8,11,14,17-21H2,1H3,(H,23,25)/b4-3-,7-6-,10-9-,13-12-,16-15-	OVKKNJPJQKTXIT-JLNKQSITSA-N	345.2667794	CHEBI:71467	HMDB0013649	
BASm0005044	(8Z,11Z,14Z)-3-oxoeicosatrienoyl-CoA			Expected Solid	CCCCC/C=C\C/C=C\C/C=C\CCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H62N7O18P3S	InChI=1S/C41H66N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-29(49)24-32(51)70-23-22-43-31(50)20-21-44-39(54)36(53)41(2,3)26-63-69(60,61)66-68(58,59)62-25-30-35(65-67(55,56)57)34(52)40(64-30)48-28-47-33-37(42)45-27-46-38(33)48/h8-9,11-12,14-15,27-28,30,34-36,40,52-53H,4-7,10,13,16-26H2,1-3H3,(H,43,50)(H,44,54)(H,58,59)(H,60,61)(H2,42,45,46)(H2,55,56,57)/p-4/b9-8-,12-11-,15-14?/t30?,34?,35?,36?,40-/m0/s1	DJFXNRBQUUFIOS-PIIGZQADSA-J	1065.310685	CHEBI:71481		MMDBc0049202
BASm0005045	chanoclavine-I aldehyde			Expected Solid	C[NH2+][C@@H]1Cc2c[nH]c3cccc(c23)[C@H]1/C=C(\C)C=O	C16H19N2O	InChI=1S/C16H18N2O/c1-10(9-19)6-13-12-4-3-5-14-16(12)11(8-18-14)7-15(13)17-2/h3-6,8-9,13,15,17-18H,7H2,1-2H3/p+1/b10-6+/t13-,15-/m1/s1	XFKPUSAZRRAPSC-HEESEWQSSA-O	255.1491897	CHEBI:71487		MMDBc0055794
BASm0005046	(6Z,9Z,12Z,15Z)-octadecatetraenoyl-CoA			Expected Solid	CC/C=C\C/C=C\C/C=C\C/C=C\CCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C39H58N7O17P3S	InChI=1S/C39H62N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h5-6,8-9,11-12,14-15,26-28,32-34,38,49-50H,4,7,10,13,16-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/p-4/b6-5-,9-8-,12-11-,15-14-/t28-,32-,33-,34+,38-/m1/s1	DDHCSALWDPRVCN-USWKVXSKSA-J	1021.28447	CHEBI:71489		MMDBc0054982
BASm0005047	precorrin-7	A precorrin carboxylic acid anion that is the hexaanion of precorrin-7.			CC1=C(CCC(=O)[O-])C2=N[C@@]1(C)CC1=C(CCC(=O)[O-])[C@](C)(CC(=O)[O-])C(=[NH+]1)/C=C1\N[C@@](C)([C@@H]3N=C(C2C)[C@](C)(CCC(=O)[O-])[C@H]3CC(=O)[O-])[C@@](C)(CC(=O)[O-])[C@@H]1CCC(=O)[O-]	C44H52N4O14	InChI=1S/C44H58N4O14/c1-21-37-23(8-11-30(49)50)22(2)43(6,48-37)18-28-24(9-12-31(51)52)41(4,19-35(59)60)29(45-28)17-27-25(10-13-32(53)54)42(5,20-36(61)62)44(7,47-27)39-26(16-34(57)58)40(3,38(21)46-39)15-14-33(55)56/h17,21,25-26,39,47H,8-16,18-20H2,1-7H3,(H,49,50)(H,51,52)(H,53,54)(H,55,56)(H,57,58)(H,59,60)(H,61,62)/p-6/b27-17-/t21?,25-,26+,39-,40-,41+,42+,43+,44+/m1/s1	NNXVOJHDIACVHI-DLNMIVMTSA-H		CHEBI:71490		
BASm0005048	(8Z,11Z,14Z,17Z)-3-oxoicosatetraenoyl-CoA	(8Z,11Z,14Z,17Z)-3-Oxoicosatetraenoyl-CoA, also known as 3-keto-eicosa-8,11,14,17-all-cis-tetraenoyl-CoA, belongs to the class of organic compounds known as long-chain 3-oxoacyl CoAs. These are organic compounds containing a coenzyme A derivative which has a 3-oxo acylated long aliphatic chain of 13 to 21 carbon atoms. (8Z,11Z,14Z,17Z)-3-Oxoicosatetraenoyl-CoA is considered to be a practically insoluble (in water) and relatively neutral molecule.		0	CC/C=C\C/C=C\C/C=C\C/C=C\CCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H64N7O18P3S	InChI=1S/C41H64N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-29(49)24-32(51)70-23-22-43-31(50)20-21-44-39(54)36(53)41(2,3)26-63-69(60,61)66-68(58,59)62-25-30-35(65-67(55,56)57)34(52)40(64-30)48-28-47-33-37(42)45-27-46-38(33)48/h5-6,8-9,11-12,14-15,27-28,30,34-36,40,52-53H,4,7,10,13,16-26H2,1-3H3,(H,43,50)(H,44,54)(H,58,59)(H,60,61)(H2,42,45,46)(H2,55,56,57)/b6-5-,9-8-,12-11-,15-14-/t30-,34-,35-,36+,40-/m1/s1	VVLBCJHQULSXJN-QWOXCLFSSA-N	1067.32414	CHEBI:71491	HMDB0062354	
BASm0005049	(2R)-3-(3,4-dihydroxyphenyl)lactate			Expected Solid	O=C([O-])[C@H](O)Cc1ccc(O)c(O)c1	C9H9O5	InChI=1S/C9H10O5/c10-6-2-1-5(3-7(6)11)4-8(12)9(13)14/h1-3,8,10-12H,4H2,(H,13,14)/p-1/t8-/m1/s1	PAFLSMZLRSPALU-MRVPVSSYSA-M	197.045547	CHEBI:71492		MMDBc0054828
BASm0005050	(R)-rosmarinate	A stereoisomer of rosmarinate having (R)-configuration.			O=C(/C=C/c1ccc(O)c(O)c1)O[C@H](Cc1ccc(O)c(O)c1)C(=O)[O-]	C18H15O8	InChI=1S/C18H16O8/c19-12-4-1-10(7-14(12)21)3-6-17(23)26-16(18(24)25)9-11-2-5-13(20)15(22)8-11/h1-8,16,19-22H,9H2,(H,24,25)/p-1/b6-3+/t16-/m1/s1	DOUMFZQKYFQNTF-WUTVXBCWSA-M		CHEBI:71493		
BASm0005051	cis-trans-nepetalactol				CC1=COC(O)[C@H]2[C@@H]1CC[C@@H]2C	C10H16O2	InChI=1S/C10H16O2/c1-6-3-4-8-7(2)5-12-10(11)9(6)8/h5-6,8-11H,3-4H2,1-2H3	OJGPEAXUHQRLNC-UHFFFAOYSA-N	168.1150298	CHEBI:71494		
BASm0005052	1-O-(trans-4-coumaroyl)-beta-D-glucose	Trans-p-coumaroyl beta-d-glucopyranoside, also known as 1-O-(4-hydroxycinnamoyl)-beta-D-glucose or 1-O-(4-coumaroyl)-&beta;-D-glucoside, is a member of the class of compounds known as hydroxycinnamic acid glycosides. Hydroxycinnamic acid glycosides are glycosylated hydoxycinnamic acids derivatives. Trans-p-coumaroyl beta-d-glucopyranoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Trans-p-coumaroyl beta-d-glucopyranoside can be found in tea, which makes trans-p-coumaroyl beta-d-glucopyranoside a potential biomarker for the consumption of this food product.			O=C(/C=C/c1ccc(O)cc1)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C15H18O8	InChI=1S/C15H18O8/c16-7-10-12(19)13(20)14(21)15(22-10)23-11(18)6-3-8-1-4-9(17)5-2-8/h1-6,10,12-17,19-21H,7H2/b6-3+/t10-,12-,13+,14-,15+/m1/s1	DSNCQKUYZOSARM-QVLXMGEUSA-N	326.1001676	CHEBI:71498	HMDB0302089	
BASm0005053	3',3'-c-di-AMP			Expected Solid	Nc1ncnc2c1ncn2[C@@H]1O[C@@H]2COP(=O)([O-])O[C@H]3[C@@H](O)[C@H](n4cnc5c(N)ncnc54)O[C@@H]3COP(=O)([O-])O[C@H]2[C@H]1O	C20H22N10O12P2	InChI=1S/C20H24N10O12P2/c21-15-9-17(25-3-23-15)29(5-27-9)19-11(31)13-7(39-19)1-37-43(33,34)42-14-8(2-38-44(35,36)41-13)40-20(12(14)32)30-6-28-10-16(22)24-4-26-18(10)30/h3-8,11-14,19-20,31-32H,1-2H2,(H,33,34)(H,35,36)(H2,21,23,25)(H2,22,24,26)/p-2/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1	PDXMFTWFFKBFIN-XPWFQUROSA-L	656.0904873	CHEBI:71500		MMDBc0055440
BASm0005054	3',3'-cGAMP	This compound belongs to the family of Purine Ribonucleoside Monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.			Nc1nc2c(ncn2[C@@H]2O[C@@H]3COP(=O)([O-])O[C@H]4[C@@H](O)[C@H](n5cnc6c(N)ncnc65)O[C@@H]4COP(=O)([O-])O[C@H]3[C@H]2O)c(=O)[nH]1	C20H24N10O13P2	InChI=1S/C20H24N10O13P2/c21-14-8-15(24-3-23-14)29(4-25-8)18-10(31)12-6(40-18)1-38-45(36,37)43-13-7(2-39-44(34,35)42-12)41-19(11(13)32)30-5-26-9-16(30)27-20(22)28-17(9)33/h3-7,10-13,18-19,31-32H,1-2H2,(H,34,35)(H,36,37)(H2,21,23,24)(H3,22,27,28,33)/t6-,7-,10-,11-,12-,13-,18-,19-/m1/s1	RFCBNSCSPXMEBK-INFSMZHSSA-N	674.0999539	CHEBI:71501	HMDB0060465	
BASm0005057	cyanidin 3,5-di-O-beta-D-glucoside				[O-]c1cc(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(-c3ccc(O)c(O)c3)[o+]c2c1	C27H31O16	InChI=1S/C27H30O16/c28-7-17-19(33)21(35)23(37)26(42-17)40-15-5-10(30)4-14-11(15)6-16(25(39-14)9-1-2-12(31)13(32)3-9)41-27-24(38)22(36)20(34)18(8-29)43-27/h1-6,17-24,26-29,33-38H,7-8H2,(H2-,30,31,32)/p+1/t17-,18-,19+,20+,21+,22+,23-,24-,26-,27-/m1/s1	RDFLLVCQYHQOBU-KRHPSDBHSA-O		CHEBI:71511		
BASm0005058	1-O-(4-hydroxy-3-methoxybenzoyl)-beta-D-glucose	Vanilloyl glucose is a member of the class of compounds known as hydrolyzable tannins. Hydrolyzable tannins are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. Vanilloyl glucose is soluble (in water) and a very weakly acidic compound (based on its pKa). Vanilloyl glucose can be found in a number of food items such as orange bell pepper, yellow bell pepper, pepper (c. annuum), and red bell pepper, which makes vanilloyl glucose a potential biomarker for the consumption of these food products.			COc1cc(C(=O)O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)ccc1O	C14H18O9	InChI=1S/C14H18O9/c1-21-8-4-6(2-3-7(8)16)13(20)23-14-12(19)11(18)10(17)9(5-15)22-14/h2-4,9-12,14-19H,5H2,1H3/t9-,10-,11+,12-,14+/m1/s1	YROOZUQRTLHXIO-DIACKHNESA-N	330.0950822	CHEBI:71512	HMDB0302470	
BASm0005059	cyanidin 3,7-di-O-beta-D-glucoside	An oxonium betaine that is the conjugate base of cyanidin 3,7-di-O-beta-D-glucoside, arising from regioselective deprotonation of the 5-hydroxy group. Major structure at pH 7.3			[O-]c1cc(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc2[o+]c(-c3ccc(O)c(O)c3)c(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc12	C27H30O16	InChI=1S/C27H30O16/c28-7-17-19(33)21(35)23(37)26(42-17)39-10-4-13(31)11-6-16(41-27-24(38)22(36)20(34)18(8-29)43-27)25(40-15(11)5-10)9-1-2-12(30)14(32)3-9/h1-6,17-24,26-29,33-38H,7-8H2,(H2-,30,31,32)/t17-,18-,19-,20-,21+,22+,23-,24-,26-,27-/m1/s1	ULXBEUBSYSSVTP-ZOTFFYTFSA-N		CHEBI:71513		
BASm0005060	cyanidin 3-O-[beta-D-xylosyl-(1->2)-beta-D-galactoside]				[O-]c1cc([O-])c2cc(O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O[C@@H]3OC[C@@H](O)[C@H](O)[C@H]3O)c(-c3ccc(O)c(O)c3)[o+]c2c1	C43H86NO8P	InChI=1S/C43H86NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3,4)5)39-49-42(45)35-33-31-29-27-25-17-15-13-11-9-7-2/h41H,6-40H2,1-5H3/t41-/m1/s1	ZAEASCYIFCXOFJ-VQJSHJPSSA-N	775.6091057	CHEBI:71516		
BASm0005061	archaetidylserine			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COC[C@@H](COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-])OC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C	C46H77NO8P	InChI=1S/C46H78NO8P/c1-36(2)17-11-19-38(5)21-13-23-40(7)25-15-27-42(9)29-31-52-33-44(34-54-56(50,51)55-35-45(47)46(48)49)53-32-30-43(10)28-16-26-41(8)24-14-22-39(6)20-12-18-37(3)4/h17-18,21-22,25-26,29-30,44-45H,11-16,19-20,23-24,27-28,31-35,47H2,1-10H3,(H,48,49)(H,50,51)/p-1/b38-21+,39-22+,40-25+,41-26+,42-29+,43-30+/t44-,45-/m0/s1	UPNGZNGTSDAVMT-JAQDALRISA-M	802.539229	CHEBI:71517		MMDBc0055729
BASm0005063	norsolorinic acid			Expected Solid	CCCCCC(=O)c1c(O)cc2c(c1O)C(=O)c1c(O)cc([O-])cc1C2=O	C20H18O7	InChI=1S/C20H18O7/c1-2-3-4-5-12(22)17-14(24)8-11-16(20(17)27)19(26)15-10(18(11)25)6-9(21)7-13(15)23/h6-8,21,23-24,27H,2-5H2,1H3	XIJDBHLQUYAZJI-UHFFFAOYSA-N	370.1052529	CHEBI:71533		MMDBc0016864
BASm0005064	(1'S,5'R)-5'-hydroxyaverantin			Expected Solid	C[C@@H](O)CCC[C@H](O)c1c(O)cc2c(c1O)C(=O)c1c(O)cc(O)cc1C2=O	C20H20O8	InChI=1S/C20H20O8/c1-8(21)3-2-4-12(23)17-14(25)7-11-16(20(17)28)19(27)15-10(18(11)26)5-9(22)6-13(15)24/h5-8,12,21-25,28H,2-4H2,1H3/t8-,12+/m1/s1	GGNDESPZSKTNHV-PELKAZGASA-N	388.1158176	CHEBI:71536		MMDBc0054747
BASm0005065	(1'S,5'S)-averufin			Expected Solid	[H][C@]12CCC[C@](C)(OC3=C1C(O)=C1C(=O)C4=C(C=C(O)C=C4O)C(=O)C1=C3)O2	C20H16O7	InChI=1S/C20H16O7/c1-20-4-2-3-12(26-20)16-13(27-20)7-10-15(19(16)25)18(24)14-9(17(10)23)5-8(21)6-11(14)22/h5-7,12,21-22,25H,2-4H2,1H3/t12-,20-/m0/s1	RYFFZJHGQCKWMV-YUNKPMOVSA-N	368.0896029	CHEBI:71537		MMDBc0054749
BASm0005066	(25S)-3-oxocholest-4-en-26-oate			Expected Solid	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC[C@H](C)C([O-])=O	C27H41O3	InChI=1S/C27H42O3/c1-17(6-5-7-18(2)25(29)30)22-10-11-23-21-9-8-19-16-20(28)12-14-26(19,3)24(21)13-15-27(22,23)4/h16-18,21-24H,5-15H2,1-4H3,(H,29,30)/p-1/t17-,18+,21+,22-,23+,24+,26+,27-/m1/s1	PSXQJZDFWDKBIP-KMPPVSSLSA-M	413.3061188	CHEBI:71541		MMDBc0056394
BASm0005067	(25S)-Delta7-dafachronate	A steroid acid anion that is the conjugate base of (25S)-Delta(7)-dafachronic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C27H41O3		SQTAVUCHOVVOFD-OBRBSRNPSA-M	413.3061188	CHEBI:71542		
BASm0005068	5alpha-cholest-7-en-3-one		15459-85-5			C27H44O		FLRPNSKUGCVRRB-IINKENNYSA-N	384.339216	CHEBI:71550		
BASm0005069	(25S)-3beta-hydroxy-5-cholestenoate			Expected Solid	[H][C@](C)(CCC[C@@]([H])(C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC=C4C[C@@]([H])(O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)C([O-])=O	C27H43O3	InChI=1S/C27H44O3/c1-17(6-5-7-18(2)25(29)30)22-10-11-23-21-9-8-19-16-20(28)12-14-26(19,3)24(21)13-15-27(22,23)4/h8,17-18,20-24,28H,5-7,9-16H2,1-4H3,(H,29,30)/p-1/t17-,18+,20+,21+,22-,23+,24+,26+,27-/m1/s1	WVXOMPRLWLXFAP-DDMWTQRYSA-M	415.3217688	CHEBI:71567		MMDBc0054792
BASm0005070	(25R)-3-oxocholest-4-en-26-oate			Expected Solid	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC[C@@H](C)C([O-])=O	C27H41O3	InChI=1S/C27H42O3/c1-17(6-5-7-18(2)25(29)30)22-10-11-23-21-9-8-19-16-20(28)12-14-26(19,3)24(21)13-15-27(22,23)4/h16-18,21-24H,5-15H2,1-4H3,(H,29,30)/p-1/t17-,18-,21+,22-,23+,24+,26+,27-/m1/s1	PSXQJZDFWDKBIP-MNVVPKPGSA-M	413.3061188	CHEBI:71570		MMDBc0056393
BASm0005071	UDP-3-O-[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosamine	Udp-3-o-(3-hydroxytetradecanoyl)-d-glucosamine is a member of the class of compounds known as pyrimidine nucleotide sugars. Pyrimidine nucleotide sugars are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. Udp-3-o-(3-hydroxytetradecanoyl)-d-glucosamine is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Udp-3-o-(3-hydroxytetradecanoyl)-d-glucosamine can be found in a number of food items such as chickpea, pineapple, sea-buckthornberry, and savoy cabbage, which makes udp-3-o-(3-hydroxytetradecanoyl)-d-glucosamine a potential biomarker for the consumption of these food products. Udp-3-o-(3-hydroxytetradecanoyl)-d-glucosamine may be a unique E.coli metabolite.			[H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@]1([H])[C@@]([H])(N)[C@@]([H])(OP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=CC([O-])=NC3=O)[C@]([H])(O)[C@]2([H])O)O[C@]([H])(CO)[C@@]1([H])O	C29H50N3O18P2	InChI=1S/C29H51N3O18P2/c1-2-3-4-5-6-7-8-9-10-11-17(34)14-21(36)48-26-22(30)28(47-18(15-33)24(26)38)49-52(43,44)50-51(41,42)45-16-19-23(37)25(39)27(46-19)32-13-12-20(35)31-29(32)40/h12-13,17-19,22-28,33-34,37-39H,2-11,14-16,30H2,1H3,(H,41,42)(H,43,44)(H,31,35,40)/p-1/t17-,18-,19-,22-,23-,24-,25-,26-,27-,28-/m1/s1	ZFPNNOXCEDQJQS-SSVOXRMNSA-M	790.2564598	CHEBI:71573	HMDB0304525	
BASm0005072	30-hydroxy-11-oxo-beta-amyrin		14226-18-7			C30H48O3		JCGXIYQLRYPHDG-DQOTWGJISA-N	456.3603454	CHEBI:71576		
BASm0005073	glycyrrhetaldehyde	A pentacyclic triterpenoid that is beta-amyrin carrying two oxo substituents at positions 11 and 30.				C30H46O3		OTKNPGBTQXVJNH-DQOTWGJISA-N	454.3446953	CHEBI:71577		
BASm0005074	2-(4-dimethylaminophenyl)diazenylbenzoate			Expected Solid	CN(C)C1=CC=C(C=C1)\N=N\C1=CC=CC=C1C([O-])=O	C15H14N3O2	InChI=1S/C15H15N3O2/c1-18(2)12-9-7-11(8-10-12)16-17-14-6-4-3-5-13(14)15(19)20/h3-10H,1-2H3,(H,19,20)/p-1/b17-16+	CEQFOVLGLXCDCX-WUKNDPDISA-M	268.1091503	CHEBI:71579		MMDBc0055197
BASm0005075	(3E,5Z)-tetradecadienoyl-CoA			Expected Solid	[H]\C(CCCCCCCC)=C(/[H])\C(\[H])=C(/[H])CC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C35H54N7O17P3S	InChI=1S/C35H58N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h11-14,22-24,28-30,34,45-46H,4-10,15-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/p-4/b12-11-,14-13+/t24-,28-,29-,30+,34-/m1/s1	QADUDNMSWUFMGZ-ROGIYNEGSA-J	969.2531698	CHEBI:71586		MMDBc0054885
BASm0005076	(8Z,11Z,14Z)-eicosatrienoate			Expected Solid	[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])C\C([H])=C(\[H])CCCCCCC([O-])=O	C20H33O2	InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13H,2-5,8,11,14-19H2,1H3,(H,21,22)/p-1/b7-6-,10-9-,13-12-	HOBAELRKJCKHQD-QNEBEIHSSA-M	305.2486039	CHEBI:71589		MMDBc0054993
BASm0005077	(3E,5Z)-tetradecadienoate			Expected Solid	[H]\C(CCCCCCCC)=C(/[H])\C(\[H])=C(/[H])CC([O-])=O	C14H23O2	InChI=1S/C14H24O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h9-12H,2-8,13H2,1H3,(H,15,16)/p-1/b10-9-,12-11+	YRUMHTHCEZRHTN-XAZJVICWSA-M	223.1703536	CHEBI:71590		MMDBc0054884
BASm0005078	mycoclysin			Expected Solid	[H][C@]12CC3=CC(=C(O)C=C3)C3=C(O)C=CC(C[C@]([H])(N=C1O)C(O)=N2)=C3	C18H16N2O4	InChI=1S/C18H16N2O4/c21-15-3-1-9-5-11(15)12-6-10(2-4-16(12)22)8-14-18(24)19-13(7-9)17(23)20-14/h1-6,13-14,21-22H,7-8H2,(H,19,24)(H,20,23)/t13-,14-/m0/s1	PYDUENRHWXNYLP-KBPBESRZSA-N	324.111007	CHEBI:71596		MMDBc0056096
BASm0005079	salvianin				O=C([O-])CC(=O)OC[C@H]1O[C@@H](Oc2cc([O-])cc3[o+]c(-c4ccc(O)cc4)c(O[C@@H]4O[C@H](COC(=O)/C=C/c5ccc(O)c(O)c5)[C@@H](O)[C@H](O)[C@H]4O)cc23)[C@H](O)[C@@H](O)[C@@H]1OC(=O)CC(=O)[O-]	C42H41O24	InChI=1S/C42H40O24/c43-19-5-3-18(4-6-19)39-26(63-41-37(57)35(55)34(54)27(64-41)15-59-31(51)8-2-17-1-7-22(45)23(46)9-17)12-21-24(61-39)10-20(44)11-25(21)62-42-38(58)36(56)40(66-33(53)14-30(49)50)28(65-42)16-60-32(52)13-29(47)48/h1-12,27-28,34-38,40-42,54-58H,13-16H2,(H5-,43,44,45,46,47,48,49,50,51)/p+1	PJBHNEIXNNZROX-UHFFFAOYSA-O	929.1982286	CHEBI:71606		
BASm0005080	cyclo(L-phenylalanyl-L-leucyl)	Cyclo(leu-phe), also known as cyclo(Phe-leu) or cFL, is classified as an alpha amino acid or an Alpha amino acid derivative. Alpha amino acids are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. Cyclo(leu-phe) is considered to be a practically insoluble (in water) and a moderately acidic compound. Cyclo(leu-phe) can be found in feces.			[H][C@@]1(CC(C)C)N=C(O)[C@]([H])(CC2=CC=CC=C2)N=C1O	C15H20N2O2	InChI=1S/C15H20N2O2/c1-10(2)8-12-14(18)17-13(15(19)16-12)9-11-6-4-3-5-7-11/h3-7,10,12-13H,8-9H2,1-2H3,(H,16,19)(H,17,18)/t12-,13-/m0/s1	QPDMOMIYLJMOQJ-STQMWFEESA-N	260.1524779	CHEBI:71608	HMDB0094673	
BASm0005081	albonoursin			Expected Solid	[H]\C(C(C)C)=C1\N=C(O)/C(/N=C1O)=C(\[H])C1=CC=CC=C1	C15H16N2O2	InChI=1S/C15H16N2O2/c1-10(2)8-12-14(18)17-13(15(19)16-12)9-11-6-4-3-5-7-11/h3-10H,1-2H3,(H,16,19)(H,17,18)/b12-8-,13-9-	LCIIOYPBHIZBOD-JMVBYTIWSA-N	256.1211778	CHEBI:71609		MMDBc0016222
BASm0005082	cyclo[(Z)-alpha,beta-didehydrophenylalanyl-L-leucyl]	A member of the class of 2,5-diketopiperazines that is piperazine-2,5-dione in which two hydrogen at position 3 and one hydrogen at position 6 are replaced by benzylidene and isobutyl groups respectively.			CC(C)C[C@@H]1NC(=O)/C(=C/c2ccccc2)NC1=O	C15H18N2O2	InChI=1S/C15H18N2O2/c1-10(2)8-12-14(18)17-13(15(19)16-12)9-11-6-4-3-5-7-11/h3-7,9-10,12H,8H2,1-2H3,(H,16,19)(H,17,18)/b13-9-/t12-/m0/s1	JYJCBJDZVMKEFV-VWLVURMCSA-N		CHEBI:71618		
BASm0005083	methanetellurite			Expected Solid	C[Te]([O-])(=O)=O	CH3O3Te	InChI=1S/CH4O3Te/c1-5(2,3)4/h1H3,(H,2,3,4)/p-1	DPPANEFZFQYGIG-UHFFFAOYSA-M	192.9149903	CHEBI:71624		MMDBc0056080
BASm0005084	N(alpha)-acetyl-L-methionine			Expected Solid	[H][C@@](CCSC)(N=C(C)[O-])C(O)=O	C7H12NO3S	InChI=1S/C7H13NO3S/c1-5(9)8-6(7(10)11)3-4-12-2/h6H,3-4H2,1-2H3,(H,8,9)(H,10,11)/p-1/t6-/m0/s1	XUYPXLNMDZIRQH-LURJTMIESA-M	190.054338	CHEBI:71670		MMDBc0056205
BASm0005085	N-acetyl-D-galactosamine 6-phosphate	An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of N-acetyl-D-galactosamine 6-phosphate.			CC(=O)N[C@H]1C(O)O[C@H](COP(=O)([O-])[O-])[C@H](O)[C@@H]1O	C8H14NO9P	InChI=1S/C8H16NO9P/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H2,14,15,16)/p-2/t4-,5-,6+,7-,8?/m1/s1	BRGMHAYQAZFZDJ-KEWYIRBNSA-L		CHEBI:71673		
BASm0005086	D-galactosamine 6-phosphate	Glucosamine 6-phosphate is normally produced via the de novo glucosamine synthesis by the enzyme fructose-6-phosphate amidotransferase and the modulation of this pathway by glutamine. Glutamine-fructose-6-phosphate amidotransferase (GFAT) catalyzes the first committed step in the pathway for biosynthesis of hexosamines. A member of the N-terminal nucleophile class of amidotransferases, GFAT transfers the amino group from the L-glutamine amide to D-fructose 6-phosphate, producing glutamic acid and glucosamine 6-phosphate. (PMID 11270676, 11842094)	3616-42-0	Solid	[NH3+][C@H]1C(O)O[C@H](COP(=O)([O-])[O-])[C@H](O)[C@@H]1O	C6H14NO8P	InChI=1S/C6H14NO8P/c7-3-5(9)4(8)2(15-6(3)10)1-14-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)/t2-,3-,4-,5-,6+/m1/s1	XHMJOUIAFHJHBW-UKFBFLRUSA-N	259.0457029	CHEBI:71674	HMDB0001254	MMDBc0029600
BASm0005087	(2S)-2-hydroxy-3,4-dioxopentyl phosphate			Expected Solid	[H][C@](O)(COP([O-])([O-])=O)C(=O)C(C)=O	C5H7O7P	InChI=1S/C5H9O7P/c1-3(6)5(8)4(7)2-12-13(9,10)11/h4,7H,2H2,1H3,(H2,9,10,11)/p-2/t4-/m0/s1	DTZHMTDUIGHESZ-BYPYZUCNSA-L	209.9940367	CHEBI:71677		MMDBc0054853
BASm0005088	D-ribulose 1-phosphate		63323-91-1		O=C(COP(=O)([O-])[O-])[C@H](O)[C@H](O)CO	C5H11O8P	InChI=1S/C5H11O8P/c6-1-3(7)5(9)4(8)2-13-14(10,11)12/h3,5-7,9H,1-2H2,(H2,10,11,12)/t3-,5-/m1/s1	NBOCCPQHBPGYCX-NQXXGFSBSA-N		CHEBI:71680		
BASm0005089	gamma-D-glutamyl-D-glutamate				[NH3+][C@H](CCC(=O)N[C@H](CCC(=O)[O-])C(=O)[O-])C(=O)[O-]	C10H16N2O7	InChI=1S/C10H16N2O7/c11-5(9(16)17)1-3-7(13)12-6(10(18)19)2-4-8(14)15/h5-6H,1-4,11H2,(H,12,13)(H,14,15)(H,16,17)(H,18,19)	OWQDWQKWSLFFFR-UHFFFAOYSA-N	276.0957509	CHEBI:71681	HMDB0250751	
BASm0005090	cyanidin	Cyanidin, also known as cyanidin chloride (CAS: 528-58-5), belongs to the class of organic compounds known as 7-hydroxyflavonoids. These are flavonoids that bear one hydroxyl group at the C-7 position of the flavonoid skeleton. Thus, cyanidin is considered to be a flavonoid lipid molecule. Cyanidin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Cyanidin (and its glycosides) is the most commonly occurring of the anthocyanins, a widespread group of pigments responsible for the red-blue colour of many fruits and vegetables (PMID: 14711454). BioTransformer predicts that cyanidin is a product of cyanidin 3-​glucoside metabolism via a glycoside-hydrolysis reaction occurring in human gut microbiota and catalyzed by the EC.3.2.1.X enzyme (PMID: 30612223).	13306-05-03	Solid	[O-]c1cc2c([O-])cc(O)cc2[o+]c1-c1ccc(O)c(O)c1	C15H11O6	InChI=1S/C15H10O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-6H,(H4-,16,17,18,19,20)/p+1	VEVZSMAEJFVWIL-UHFFFAOYSA-O	287.0555631	CHEBI:71682	HMDB0002708	
BASm0005091	(4S)-4-hydroxy-2-oxoglutarate			Expected Solid	[H][C@](O)(CC(=O)C([O-])=O)C([O-])=O	C5H4O6	InChI=1S/C5H6O6/c6-2(4(8)9)1-3(7)5(10)11/h2,6H,1H2,(H,8,9)(H,10,11)/p-2/t2-/m0/s1	WXSKVKPSMAHCSG-REOHCLBHSA-L	160.001885	CHEBI:71685		MMDBc0054962
BASm0005092	7-epizingiberene	A sesquiterpene that is 2-methylcyclohexa-1,3-diene in which a hydrogen at the 5 position is substituted (R configuration) by a 6-methyl-hept-5-en-2-yl group (R configuration). 7-Epizingiberene is a specific sesquiterpene with toxic and repellent properties that is produced and stored in glandular trichomes.			CC(C)=CCC[C@@H](C)[C@@H]1C=CC(C)=CC1	C15H24	InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6,8-10,14-15H,5,7,11H2,1-4H3/t14-,15-/m1/s1	KKOXKGNSUHTUBV-HUUCEWRRSA-N		CHEBI:71688		
BASm0005093	3-amino-5-hydroxybenzoate			Expected Solid	NC1=CC([O-])=CC(=C1)C(O)=O	C7H6NO3	InChI=1S/C7H7NO3/c8-5-1-4(7(10)11)2-6(9)3-5/h1-3,9H,8H2,(H,10,11)/p-1	QPEJHSFTZVMSJH-UHFFFAOYSA-M	152.0353166	CHEBI:71959		MMDBc0055347
BASm0005094	5-deoxy-5-amino-3-dehydroshikimate			Expected Solid	N[C@@H]1CC(=CC(=O)[C@H]1O)C(O)=O	C7H9NO4	InChI=1S/C7H9NO4/c8-4-1-3(7(11)12)2-5(9)6(4)10/h2,4,6,10H,1,8H2,(H,11,12)/t4-,6+/m1/s1	NTKDYXWKDJOXSZ-XINAWCOVSA-N	171.0531578	CHEBI:71963		MMDBc0054278
BASm0005095	UDP-alpha-D-kanosamine				[NH3+][C@@H]1[C@@H](O)[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](CO)[C@H]1O	C15H25N3O16P2	InChI=1S/C15H25N3O16P2/c16-8-9(21)5(3-19)32-14(11(8)23)33-36(28,29)34-35(26,27)30-4-6-10(22)12(24)13(31-6)18-2-1-7(20)17-15(18)25/h1-2,5-6,8-14,19,21-24H,3-4,16H2,(H,26,27)(H,28,29)(H,17,20,25)/t5-,6-,8+,9-,10-,11-,12-,13-,14-/m1/s1	KGGAKOCPPBMRSA-SAINOKEESA-N	565.0710057	CHEBI:71964		
BASm0005096	UDP-3-oxo-alpha-D-glucose			Expected Solid	[H][C@]1(COP([O-])(=O)OP(O)(=O)O[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O)C(=O)[C@@]2([H])O)O[C@@]([H])(N2C=CC([O-])=NC2=O)[C@]([H])(O)[C@]1([H])O	C15H20N2O17P2	InChI=1S/C15H22N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-9,11-14,18,20-21,23-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/p-2/t5-,6-,8-,9-,11-,12-,13-,14-/m1/s1	VRDZHCNPFRUVRQ-SZNRHJFNSA-L	562.0248183	CHEBI:71965		MMDBc0056351
BASm0005097	N-retinylidene-N-retinylethanolamine	This compound belongs to the family of Sesquiterpenes. These are terpenes with three consecutive isoprene units.	147427-87-0		C\C(\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C(/C)=C/C1=[N+](CCO)C=CC(\C=C\C=C(/C)\C=C\C2=C(C)CCCC2(C)C)=C1	C42H58NO	InChI=1S/C42H58NO/c1-32(20-22-39-35(4)17-12-25-41(39,6)7)14-10-16-34(3)30-38-31-37(24-27-43(38)28-29-44)19-11-15-33(2)21-23-40-36(5)18-13-26-42(40,8)9/h10-11,14-16,19-24,27,30-31,44H,12-13,17-18,25-26,28-29H2,1-9H3/q+1/b16-10+,19-11+,22-20+,23-21+,32-14+,33-15+,34-30+	WPWFMRDPTDEJJA-FAXVYDRBSA-N	592.4518405	CHEBI:71980	HMDB0060196	
BASm0005099	N-acyl-4-hydroxyeicosasphinganine				*C(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCCCC					CHEBI:71985		
BASm0005101	N-(octacosanoyl)-sphinganine	A dihydroceramide that is the N-(octacosanoyl) derivative of sphinganine.			CCCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC	C46H93NO3	InChI=1S/C46H93NO3/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-46(50)47-44(43-48)45(49)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h44-45,48-49H,3-43H2,1-2H3,(H,47,50)/t44-,45+/m0/s1	LTRSBAYPGMPMNS-YWPUXERESA-N		CHEBI:72019		
BASm0005102	1-(4-amino-2-methylpyrimid-5-ylmethyl)-3-(2-hydroxyethyl)-2-methylpyridinium	A pyridinium ion that is 3-(2-hydroxyethyl)-2-methylpyridine substituted at position 1 by a (4-amino-2-methylpyrimidin-5-yl)methyl group.			CC1=NC=C(C[N+]2=CC=CC(CCO)=C2C)C(=N)N1	C14H19N4O	InChI=1S/C14H19N4O/c1-10-12(5-7-19)4-3-6-18(10)9-13-8-16-11(2)17-14(13)15/h3-4,6,8,19H,5,7,9H2,1-2H3,(H2,15,16,17)/q+1	PZWYDZMWPANLMB-UHFFFAOYSA-N	259.1558863	CHEBI:72290		
BASm0005103	(22S)-22-hydroxycampest-4-en-3-one	(22alpha)-Hydroxy-campest-4-en-3-one belongs to the class of organic compounds known as monohydroxy bile acids, alcohols, and derivatives. These are bile acids, alcohols, or any of their derivatives bearing a hydroxyl group. Thus, (22alpha)-hydroxy-campest-4-en-3-one is considered to be a sterol lipid molecule. (22alpha)-Hydroxy-campest-4-en-3-one is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. (22alpha)-Hydroxy-campest-4-en-3-one is involved in the brassinosteroid biosynthesis pathway. (22alpha)-Hydroxy-campest-4-en-3-one is created from either campest-4-en-3-one or 22alpha-hydroxy-campesterol through the actions of steroid 22-alpha-hydroxylase (EC 1.14.13.-) or Sax1, respectively. (22alpha)-Hydroxy-campest-4-en-3-one is then converted into 22alpha-hydroxy-5alpha-campestan-3-one by steroid reductase DET2 (EC 1.3.99.-).	208586-81-6	Solid	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)[C@@H](O)C[C@@H](C)C(C)C	C28H46O2	InChI=1S/C28H46O2/c1-17(2)18(3)15-26(30)19(4)23-9-10-24-22-8-7-20-16-21(29)11-13-27(20,5)25(22)12-14-28(23,24)6/h16-19,22-26,30H,7-15H2,1-6H3/t18-,19+,22+,23-,24+,25+,26+,27+,28-/m1/s1	FMFAICDKESPFNH-NQMBQAPESA-N	414.3497807	CHEBI:72330	HMDB0012113	
BASm0005104	(22S)-22-hydroxycampesterol				[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)[C@@H](O)C[C@@H](C)C(C)C	C28H48O2	InChI=1S/C28H48O2/c1-17(2)18(3)15-26(30)19(4)23-9-10-24-22-8-7-20-16-21(29)11-13-27(20,5)25(22)12-14-28(23,24)6/h7,17-19,21-26,29-30H,8-16H2,1-6H3/t18-,19+,21+,22+,23-,24+,25+,26+,27+,28-/m1/s1	LSZJAIFORSLKOY-PACUACIMSA-N	416.3654308	CHEBI:72331		
BASm0005105	mannosylinositol phosphorylphytoceramide				*C(=O)N[C@@H](COP(=O)([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1OC1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCC					CHEBI:72582		
BASm0005106	(R)-noradrenaline		51-41-2	Expected Solid	[H]OC1=C([H])C([H])=C(C([H])=C1O[H])[C@@]([H])(O[H])C([H])([H])[N+]([H])([H])[H]	C8H12NO3	InChI=1S/C8H11NO3/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8,10-12H,4,9H2/p+1/t8-/m0/s1	SFLSHLFXELFNJZ-QMMMGPOBSA-O	170.0811697	CHEBI:72587	HMDB0000216	MMDBc0049681
BASm0005107	(3R,4R)-7,2'-dihydroxy-4'-methoxyisoflavanol				COC1=CC=C([C@@H]2COC3=CC(O)=CC=C3[C@@H]2O)C(O)=C1	C16H16O5	InChI=1S/C16H16O5/c1-20-10-3-5-11(14(18)7-10)13-8-21-15-6-9(17)2-4-12(15)16(13)19/h2-7,13,16-19H,8H2,1H3/t13-,16-/m0/s1	YZBBUYKPTHDZHF-BBRMVZONSA-N	288.0997736	CHEBI:72646		
BASm0005108	anthocyanin A11				COc1cc(/C=C/C(=O)O[C@H]2[C@H](O[C@H]3[C@H](Oc4cc5c(O[C@@H]6O[C@H](COC(=O)CC(=O)[O-])[C@@H](O)[C@H](O)[C@H]6O)cc([O-])cc5[o+]c4-c4ccc(O)c(O)c4)O[C@H](COC(=O)/C=C/c4ccc(O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)cc4)[C@@H](O)[C@@H]3O)OC[C@@H](O)[C@@H]2O)cc(OC)c1O	C61H67O34	InChI=1S/C61H66O34/c1-82-35-13-25(14-36(83-2)46(35)73)6-12-43(70)94-56-45(72)32(66)21-86-60(56)95-57-52(79)49(76)40(22-84-42(69)11-5-24-3-8-28(9-4-24)87-58-53(80)50(77)47(74)38(20-62)91-58)93-61(57)90-37-18-29-33(88-55(37)26-7-10-30(64)31(65)15-26)16-27(63)17-34(29)89-59-54(81)51(78)48(75)39(92-59)23-85-44(71)19-41(67)68/h3-18,32,38-40,45,47-54,56-62,66,72,74-81H,19-23H2,1-2H3,(H4-,63,64,65,67,68,70,73)/p+1	QRNIDVBVORPNBX-UHFFFAOYSA-O	1343.350826	CHEBI:72649		
BASm0005109	anthocyanin A8				O=C([O-])CC(=O)OC[C@H]1O[C@@H](Oc2cc([O-])cc3[o+]c(-c4ccc(O)c(O)c4)c(O[C@@H]4O[C@H](COC(=O)/C=C/c5ccc(O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)cc5)[C@@H](O)[C@H](O)[C@H]4O[C@@H]4OC[C@@H](O)[C@H](O)[C@H]4O)cc23)[C@H](O)[C@@H](O)[C@@H]1O	C50H57O30	InChI=1S/C50H56O30/c51-14-29-36(61)39(64)43(68)48(77-29)73-21-5-1-18(2-6-21)3-8-33(58)70-16-31-38(63)41(66)46(80-47-42(67)35(60)25(55)15-72-47)50(79-31)76-28-12-22-26(74-45(28)19-4-7-23(53)24(54)9-19)10-20(52)11-27(22)75-49-44(69)40(65)37(62)30(78-49)17-71-34(59)13-32(56)57/h1-12,25,29-31,35-44,46-51,55,60-69H,13-17H2,(H3-,52,53,54,56,57)/p+1	NXTHTMNXJOEVLR-UHFFFAOYSA-O	1137.292917	CHEBI:72650		
BASm0005110	(3S)-versiconol acetate			Expected Solid	[H][C@](CO)(CCOC(C)=O)C1=C(O)C=C2C(=O)C3=C(C(O)=CC([O-])=C3)C(=O)C2=C1O	C20H17O9	InChI=1S/C20H18O9/c1-8(22)29-3-2-9(7-21)15-14(25)6-12-17(19(15)27)20(28)16-11(18(12)26)4-10(23)5-13(16)24/h4-6,9,21,23-25,27H,2-3,7H2,1H3/p-1/t9-/m1/s1	BWYUKBCRHDFWFF-SECBINFHSA-M	401.0878057	CHEBI:72673		MMDBc0054936
BASm0005111	dihydrosterigmatocystin	Dihydrosterigmatocystin is a mycotoxin of Aspergillus versicolo	6795-16-0		COc1cc2c(c3oc4cccc(O)c4c(=O)c13)[C@@H]1CCO[C@@H]1O2	C18H14O6	InChI=1S/C18H14O6/c1-21-11-7-12-13(8-5-6-22-18(8)24-12)17-15(11)16(20)14-9(19)3-2-4-10(14)23-17/h2-4,7-8,18-19H,5-6H2,1H3	RHGQIWVTIHZRLI-UHFFFAOYSA-N	326.0790382	CHEBI:72677	HMDB0030590	
BASm0005112	8-O-methyldihydrosterigmatocystin	Dihydro-O-methylsterigmatocystin is a mycotoxin from Aspergillus flavu	21793-91-9		COc1cccc2oc3c4c(cc(OC)c3c(=O)c12)O[C@H]1OCC[C@@H]41	C19H16O6	InChI=1S/C19H16O6/c1-21-10-4-3-5-11-15(10)17(20)16-12(22-2)8-13-14(18(16)24-11)9-6-7-23-19(9)25-13/h3-5,8-9,19H,6-7H2,1-2H3	WSBZDTWHZJNGKQ-UHFFFAOYSA-N	340.0946882	CHEBI:72678	HMDB0030591	
BASm0005113	1-dodecanoyl-sn-glycerol 3-phosphate	1-dodecanoyl-glycero-3-phosphate is also known as LPA(12:0/0:0) or (2R)-2-Hydroxy-3-(phosphonooxy)propyl laurate.  1-dodecanoyl-glycero-3-phosphate is considered to be practically insoluble (in water) and acidic.  1-dodecanoyl-glycero-3-phosphate is a glycerophosphate lipid molecule			CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])[O-]	C15H31O7P	InChI=1S/C15H31O7P/c1-2-3-4-5-6-7-8-9-10-11-15(17)21-12-14(16)13-22-23(18,19)20/h14,16H,2-13H2,1H3,(H2,18,19,20)/t14-/m1/s1	STTKJLVEXMKLNA-CQSZACIVSA-N	354.1807403	CHEBI:72682	HMDB0062319	
BASm0005114	1-tetradecanoyl-sn-glycerol 3-phosphate	1-tetradecanoyl-sn-glycero-3-phosphate is also known as 1-Myristoyl lysophosphatidic acid or (2R)-2-Hydroxy-3-(phosphonooxy)propyl myristate.  1-tetradecanoyl-sn-glycero-3-phosphate is considered to be practically insoluble (in water) and acidic.  1-tetradecanoyl-sn-glycero-3-phosphate is a glycerophosphate lipid molecule			CCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])[O-]	C17H35O7P	InChI=1S/C17H35O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(19)23-14-16(18)15-24-25(20,21)22/h16,18H,2-15H2,1H3,(H2,20,21,22)/t16-/m1/s1	FAZBDRGXCKPVJU-MRXNPFEDSA-N	382.21204	CHEBI:72683	HMDB0062321	
BASm0005115	(R)-dihomocitrate			Expected Solid	O=C([O-])CCC[C@@](O)(CC(=O)[O-])C(=O)[O-]	C8H9O7	InChI=1S/C8H12O7/c9-5(10)2-1-3-8(15,7(13)14)4-6(11)12/h15H,1-4H2,(H,9,10)(H,11,12)(H,13,14)/p-3/t8-/m1/s1	LOUWLTSPEXZLSA-MRVPVSSYSA-K	217.0364734	CHEBI:72697		MMDBc0055043
BASm0005116	(R)-trihomocitrate			Expected Solid	O=C([O-])CCCC[C@@](O)(CC(=O)[O-])C(=O)[O-]	C9H11O7	InChI=1S/C9H14O7/c10-6(11)3-1-2-4-9(16,8(14)15)5-7(12)13/h16H,1-5H2,(H,10,11)(H,12,13)(H,14,15)/p-3/t9-/m1/s1	YNPKOQYWJZNZGP-SECBINFHSA-K	231.0521234	CHEBI:72699		MMDBc0055050
BASm0005117	2-oxoheptanedioate			Expected Solid	O=C([O-])CCCCC(=O)C(=O)[O-]	C7H8O5	InChI=1S/C7H10O5/c8-5(7(11)12)3-1-2-4-6(9)10/h1-4H2,(H,9,10)(H,11,12)/p-2	HABHUTWTLGRDDU-UHFFFAOYSA-L	172.0382705	CHEBI:72701		MMDBc0055273
BASm0005118	cis-(homo)2aconitate			Expected Solid	O=C([O-])/C=C(/CCCC(=O)[O-])C(=O)[O-]	C8H7O6	InChI=1S/C8H10O6/c9-6(10)3-1-2-5(8(13)14)4-7(11)12/h4H,1-3H2,(H,9,10)(H,11,12)(H,13,14)/p-3/b5-4-	WXZASCSXAMHFCX-PLNGDYQASA-K	199.0259087	CHEBI:72710		MMDBc0055802
BASm0005119	cis-(homo)3aconitate			Expected Solid	O=C([O-])/C=C(/CCCCC(=O)[O-])C(=O)[O-]	C9H9O6	InChI=1S/C9H12O6/c10-7(11)4-2-1-3-6(9(14)15)5-8(12)13/h5H,1-4H2,(H,10,11)(H,12,13)(H,14,15)/p-3/b6-5-	NGULBISQWGMRGK-WAYWQWQTSA-K	213.0415588	CHEBI:72712		MMDBc0055803
BASm0005120	(2R,3S)-iso(homo)2citrate			Expected Solid	O=C([O-])CCC[C@H](C(=O)[O-])[C@@H](O)C(=O)[O-]	C8H9O7	InChI=1S/C8H12O7/c9-5(10)3-1-2-4(7(12)13)6(11)8(14)15/h4,6,11H,1-3H2,(H,9,10)(H,12,13)(H,14,15)/p-3/t4-,6+/m0/s1	KVEBLTAWTCBJNF-UJURSFKZSA-K	217.0364734	CHEBI:72722		MMDBc0054812
BASm0005121	kanosamine				[NH3+][C@H]1[C@H](O)[C@@H](CO)OC(O)[C@@H]1O	C6H13NO5	InChI=1S/C6H13NO5/c7-3-4(9)2(1-8)12-6(11)5(3)10/h2-6,8-11H,1,7H2/t2-,3+,4-,5-,6?/m1/s1	BQCCAEOLPYCBAE-CBPJZXOFSA-N	179.0793725	CHEBI:72732		
BASm0005122	1-O-hexadecyl-2-hexadecanoyl-sn-glycero-3-phosphocholine			Expected Solid	CCCCCCCCCCCCCCCCOC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	C40H83NO7P	InChI=1S/C40H82NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-35-45-37-39(38-47-49(43,44)46-36-34-41(3,4)5)48-40(42)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h39H,6-38H2,1-5H3/p+1	WOTHHEHCEYHCFE-UHFFFAOYSA-O	720.5901674	CHEBI:72744		MMDBc0047892
BASm0005123	(E)-hexadec-2-enoate				CCCCCCCCCCCCC/C=C/C(=O)[O-]	C16H30O2	InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h14-15H,2-13H2,1H3,(H,17,18)/b15-14+	ZVRMGCSSSYZGSM-CCEZHUSRSA-N		CHEBI:72745		
BASm0005124	D-kanosamine 6-phosphate				[NH3+][C@H]1[C@H](O)[C@@H](COP(=O)([O-])[O-])OC(O)[C@@H]1O	C6H14NO8P	InChI=1S/C6H14NO8P/c7-3-4(8)2(1-14-16(11,12)13)15-6(10)5(3)9/h2-6,8-10H,1,7H2,(H2,11,12,13)/t2-,3+,4-,5-,6?/m1/s1	FNLHPZUNSZDBLN-CBPJZXOFSA-N	259.0457034	CHEBI:72748		
BASm0005125	kanamycin C			Expected Solid	[NH3+][C@@H]1[C@@H](O)[C@@H](O[C@@H]2[C@@H](O)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3[NH3+])[C@@H]([NH3+])C[C@H]2[NH3+])O[C@H](CO)[C@H]1O	C18H36N4O11	InChI=1S/C18H36N4O11/c19-4-1-5(20)16(33-18-13(28)8(21)10(25)6(2-23)31-18)14(29)15(4)32-17-9(22)12(27)11(26)7(3-24)30-17/h4-18,23-29H,1-3,19-22H2/t4-,5+,6+,7+,8-,9+,10+,11+,12+,13+,14-,15+,16-,17+,18+/m0/s1	WZDRWYJKESFZMB-FQSMHNGLSA-N	484.238058	CHEBI:72755		MMDBc0028379
BASm0005126	kanamycin X			Expected Solid	[NH3+][C@@H]1[C@@H](O)[C@@H](O[C@@H]2[C@@H](O)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H]([NH3+])C[C@H]2[NH3+])O[C@H](CO)[C@H]1O	C18H38N3O12	InChI=1S/C18H35N3O12/c19-4-1-5(20)16(33-18-13(28)12(27)10(25)7(3-23)31-18)14(29)15(4)32-17-11(26)8(21)9(24)6(2-22)30-17/h4-18,22-29H,1-3,19-21H2/p+3/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-/m1/s1	OHNBRQGGOHMIAP-NOAMYHISSA-Q	488.2439029	CHEBI:72756		MMDBc0056049
BASm0005127	2'-dehydrokanamycin A			Expected Solid	[NH3+]C[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H]([NH3+])[C@H]3O)[C@H]([NH3+])C[C@@H]2[NH3+])C(=O)[C@@H](O)[C@@H]1O	C18H38N4O11	InChI=1S/C18H34N4O11/c19-2-6-10(25)12(27)13(28)18(30-6)33-16-5(21)1-4(20)15(14(16)29)32-17-11(26)8(22)9(24)7(3-23)31-17/h4-12,14-18,23-27,29H,1-3,19-22H2/p+4/t4-,5+,6-,7-,8+,9-,10-,11-,12+,14-,15+,16-,17-,18-/m1/s1	FQALWUBUOWECTR-WSWRBCCJSA-R	486.2515137	CHEBI:72757		MMDBc0055310
BASm0005128	sphinga-(4E,8E)-dienine				CCCCCCCCC/C=C/CC/C=C/[C@@H](O)[C@@H]([NH3+])CO	C18H35NO2	InChI=1S/C18H35NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h10-11,14-15,17-18,20-21H,2-9,12-13,16,19H2,1H3	RTQVJTLVVBJRJG-UHFFFAOYSA-N	297.2667794	CHEBI:72758		
BASm0005129	tryprostatin B			Expected Solid	CC(C)=CCc1[nH]c2ccccc2c1C[C@@H]1NC(=O)[C@@H]2CCCN2C1=O	C21H25N3O2	InChI=1S/C21H25N3O2/c1-13(2)9-10-17-15(14-6-3-4-7-16(14)22-17)12-18-21(26)24-11-5-8-19(24)20(25)23-18/h3-4,6-7,9,18-19,22H,5,8,10-12H2,1-2H3,(H,23,25)/t18-,19-/m0/s1	GLWYBXPXOSKQAW-OALUTQOASA-N	351.1946771	CHEBI:72760		MMDBc0011084
BASm0005130	tryprostatin A			Expected Solid	COc1ccc2c(C[C@@H]3NC(=O)[C@@H]4CCCN4C3=O)c(CC=C(C)C)[nH]c2c1	C22H27N3O3	InChI=1S/C22H27N3O3/c1-13(2)6-9-17-16(15-8-7-14(28-3)11-18(15)23-17)12-19-22(27)25-10-4-5-20(25)21(26)24-19/h6-8,11,19-20,23H,4-5,9-10,12H2,1-3H3,(H,24,26)/t19-,20-/m0/s1	XNRPVPHNDQHWLJ-PMACEKPBSA-N	381.2052417	CHEBI:72761		MMDBc0006683
BASm0005131	6-hydroxytryprostatin B			Expected Solid	CC(C)=CCc1[nH]c2cc(O)ccc2c1C[C@@H]1NC(=O)[C@@H]2CCCN2C1=O	C21H25N3O3	InChI=1S/C21H25N3O3/c1-12(2)5-8-16-15(14-7-6-13(25)10-17(14)22-16)11-18-21(27)24-9-3-4-19(24)20(26)23-18/h5-7,10,18-19,22,25H,3-4,8-9,11H2,1-2H3,(H,23,26)/t18-,19-/m0/s1	CBQDILZSSFDSDL-OALUTQOASA-N	367.1895917	CHEBI:72762		MMDBc0017143
BASm0005132	fumitremorgin C	Fumitremorgin C is produced by Aspergillus fumigatus and Neosartorya fischeri.	118974-02-0		COC1=CC=C2C(NC3=C2C[C@@H]2N([C@H]3C=C(C)C)C(=O)[C@@H]3CCCN3C2=O)=C1	C22H25N3O3	InChI=1S/C22H25N3O3/c1-12(2)9-18-20-15(14-7-6-13(28-3)10-16(14)23-20)11-19-21(26)24-8-4-5-17(24)22(27)25(18)19/h6-7,9-10,17-19,23H,4-5,8,11H2,1-3H3/t17-,18-,19-/m0/s1	DBEYVIGIPJSTOR-FHWLQOOXSA-N	379.1895917	CHEBI:72763	HMDB0038642	
BASm0005133	12alpha,13alpha-dihydroxyfumitremorgin C	Dihydroxyfumitremorgin C is from Aspergillus fumigatus.	111427-99-7		[H][C@@]12CCCN1C(=O)[C@@]1(O)N(C2=O)[C@@]([H])(C=C(C)C)C2=C(C3=C(N2)C=C(OC)C=C3)[C@]1([H])O	C22H25N3O5	InChI=1S/C22H25N3O5/c1-11(2)9-16-18-17(13-7-6-12(30-3)10-14(13)23-18)19(26)22(29)21(28)24-8-4-5-15(24)20(27)25(16)22/h6-7,9-10,15-16,19,23,26,29H,4-5,8H2,1-3H3/t15-,16-,19-,22+/m0/s1	CPHRCQUGNAGVIB-FWJAZRMLSA-N	411.1794209	CHEBI:72764	HMDB0038581	
BASm0005134	verruculogen			Expected Solid	[H][C@@]12CCCN1C(=O)[C@@]1(O)N(C2=O)[C@@]2([H])CC(C)(C)OO[C@]([H])(C=C(C)C)N3C4=C(C=CC(OC)=C4)C(=C23)[C@]1([H])O	C27H33N3O7	InChI=1S/C27H33N3O7/c1-14(2)11-20-29-18-12-15(35-5)8-9-16(18)21-22(29)19(13-26(3,4)37-36-20)30-24(32)17-7-6-10-28(17)25(33)27(30,34)23(21)31/h8-9,11-12,17,19-20,23,31,34H,6-7,10,13H2,1-5H3/t17-,19-,20+,23-,27+/m0/s1	LRXYHMMJJCTUMY-GWXUGYLUSA-N	511.2318504	CHEBI:72765		MMDBc0020349
BASm0005135	fumitremorgin A			Expected Solid	[H][C@@]12CCCN1C(=O)[C@@]1(O)N(C2=O)[C@@]2([H])CC(C)(C)OO[C@]([H])(C=C(C)C)N3C4=C(C=CC(OC)=C4)C(=C23)[C@]1([H])OCC=C(C)C	C32H41N3O7	InChI=1S/C32H41N3O7/c1-18(2)12-14-40-28-26-21-11-10-20(39-7)16-23(21)34-25(15-19(3)4)41-42-31(5,6)17-24(27(26)34)35-29(36)22-9-8-13-33(22)30(37)32(28,35)38/h10-12,15-16,22,24-25,28,38H,8-9,13-14,17H2,1-7H3/t22-,24-,25+,28-,32+/m0/s1	ACGHJVZDNQZJOV-BMOJZYMJSA-N	579.2944507	CHEBI:72766		MMDBc0018627
BASm0005136	demethoxyfumitremorgin C	Demethoxyfumitremorgin C is produced by Aspergillus fumigatu			[H][C@@]12CCCN1C(=O)[C@]1([H])CC3=C(NC4=CC=CC=C34)[C@]([H])(C=C(C)C)N1C2=O	C21H23N3O2	InChI=1S/C21H23N3O2/c1-12(2)10-17-19-14(13-6-3-4-7-15(13)22-19)11-18-20(25)23-9-5-8-16(23)21(26)24(17)18/h3-4,6-7,10,16-18,22H,5,8-9,11H2,1-2H3/t16-,17-,18-/m0/s1	LQXCSIKDOISJTI-BZSNNMDCSA-N	349.179027	CHEBI:72767	HMDB0029565	
BASm0005137	methyl benzoate	Methyl benzoate is an ester with the chemical formula C6H5COOCH3. It is formed by the condensation of methanol and benzoic acid. It is a colorless to slightly yellow liquid that is insoluble with water, but miscible with most organic solvents. Methyl benzoate is found in allspice. Methyl benzoate is present in various flower oils, banana, cherry, pimento berry, ceriman (Monstera deliciosa), clove bud and stem, mustard, coffee, black tea, dill, starfruit and cherimoya (Annona cherimola). Methyl benzoate is used in flavourings. It is one of many compounds that is attractive to males of various species of orchid bees, who apparently gather the chemical to synthesize pheromones; it is commonly used as bait to attract and collect these bees for study. 	93-58-3		COC(=O)C1=CC=CC=C1	C8H8O2	InChI=1S/C8H8O2/c1-10-8(9)7-5-3-2-4-6-7/h2-6H,1H3	QPJVMBTYPHYUOC-UHFFFAOYSA-N	136.0524295	CHEBI:72775	HMDB0033968	
BASm0005138	kunzeaol			Expected Solid		C15H26O		PXMCURAOQSNMOZ-MDKMTUDGSA-N	222.1983655	CHEBI:72776		MMDBc0054730
BASm0005139	7,8-dihydroneopterin 2'-phosphate			Expected Solid	[H][C@](O)(C1=NC2=C(NC1)NC(=N)N=C2[O-])[C@@]([H])(CO)OP(O)([O-])=O	C9H12N5O7P	InChI=1S/C9H14N5O7P/c10-9-13-7-5(8(17)14-9)12-3(1-11-7)6(16)4(2-15)21-22(18,19)20/h4,6,15-16H,1-2H2,(H2,18,19,20)(H4,10,11,13,14,17)/p-2/t4-,6+/m1/s1	FBQANDYMCCZFCT-XINAWCOVSA-L	333.0485319	CHEBI:72777		MMDBc0055629
BASm0005140	4-(beta-D-ribofuranosyl)aminobenzene 5'-phosphate			Expected Solid	[H][C@]1(COP([O-])([O-])=O)O[C@@]([H])(C2=CC=C(N)C=C2)[C@]([H])(O)[C@]1([H])O	C11H14NO7P	InChI=1S/C11H16NO7P/c12-7-3-1-6(2-4-7)11-10(14)9(13)8(19-11)5-18-20(15,16)17/h1-4,8-11,13-14H,5,12H2,(H2,15,16,17)/p-2/t8-,9-,10-,11+/m1/s1	UKBUHWIOGWAJEO-DBIOUOCHSA-L	303.051886	CHEBI:72778		MMDBc0055454
BASm0005141	Co-precorrin-6B			Expected Solid	[Co++].[H][C@@]1(CCC([O-])=O)C2=CC3=NC(C[C@]4(C)N=C(CC5=N[C@]([H])([C@]([H])(CC([O-])=O)[C@@]5(C)CCC([O-])=O)[C@](C)([N-]2)[C@@]1(C)CC([O-])=O)C(CCC([O-])=O)=C4CC([O-])=O)=C(CCC([O-])=O)[C@]3(C)CC([O-])=O	C44H47CoN4O16	InChI=1S/C44H56N4O16.Co/c1-40(13-12-34(55)56)25(15-36(59)60)39-44(5)42(3,20-38(63)64)23(8-11-33(53)54)27(48-44)17-30-41(2,19-37(61)62)22(7-10-32(51)52)28(45-30)18-43(4)24(14-35(57)58)21(6-9-31(49)50)26(47-43)16-29(40)46-39;/h17,23,25,39H,6-16,18-20H2,1-5H3,(H9,45,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62,63,64);/q;+2/p-9/t23-,25+,39-,40-,41+,42+,43+,44+;/m1./s1	RFBIUXAOZAPWCC-RDKWKEIWSA-E	946.235741	CHEBI:72780		MMDBc0055818
BASm0005142	6-tuliposide A					C11H18O8		NABVFHUVYXEKSQ-OGADHKOYSA-N	278.1001675	CHEBI:72781		
BASm0005143	methyl (indol-3-yl)acetate	Indole-3-methyl acetate, also known as methyl indole-3-acetate (methyl-IAA), is a catabolite of tryptophan converted by the gut microbiota. After absorption through the intestinal epithelium, tryptophan catabolites enter the bloodstream and are later excreted in the urine (PMID: 30120222). Pediatric enthesitis-related arthritis (ERA) patients (i.e. spondyloarthropathy associated with inflammatory bowel disease) have intestinal inflammation and decreased gut microbial diversity. Such alterations in the gut microbiota resulted in the reduction of tryptophan metabolism and several tryptophan metabolites in pediatric ERA fecal samples, including indole-3-methyl acetate (PMID: 27786174). Indole-3-methyl acetate is found in apple, and has been isolated from immature seeds of beach pea (Lathyrus maritimus), Vicia amurensis, wild soybean (Glycine soja), lobiya (Vigna catiang var. sinensis) and hyacinth bean (Dolichos lablab).	1912-33-0		COC(=O)CC1=CNC2=C1C=CC=C2	C11H11NO2	InChI=1S/C11H11NO2/c1-14-11(13)6-8-7-12-10-5-3-2-4-9(8)10/h2-5,7,12H,6H2,1H3	KTHADMDGDNYQRX-UHFFFAOYSA-N	189.0789786	CHEBI:72782	HMDB0029738	
BASm0005144	7,8-dihydromethanopterin					C30H40N6O16P		WTMBWYHMZCVPRJ-WJBIZLLUSA-K	771.225487	CHEBI:72788		
BASm0005145	1-tetradecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)	1-acyl-sn-glycero-3-phosphoglycerol (n-c14:0) belongs to the class of Lysophosphatidylglycerols. These are glycerophosphoglycerols  (molecules containing a glycerol moiety attached to the phosphate group linked to a glycerol) in which only one fatty acid is bonded to the 1-glycerol moiety (through an ester linkage). (inferred from compound structure)				C20H40O9P		LUTDZDAPSDZVAL-RBUKOAKNSA-M	455.2415434	CHEBI:72826		
BASm0005146	1-octadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)	1-acyl-sn-glycero-3-phosphoglycerol (n-c18:0) belongs to the class of Lysophosphatidylglycerols. These are glycerophosphoglycerols  (molecules containing a glycerol moiety attached to the phosphate group linked to a glycerol) in which only one fatty acid is bonded to the 1-glycerol moiety (through an ester linkage). (inferred from compound structure)				C24H48O9P		HFJVKBVEKQHVTO-XZOQPEGZSA-M	511.3041437	CHEBI:72827		
BASm0005147	1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol)	1-acyl-sn-glycero-3-phosphoglycerol (n-c18:1) belongs to the class of Lysophosphatidylglycerols. These are glycerophosphoglycerols  (molecules containing a glycerol moiety attached to the phosphate group linked to a glycerol) in which only one fatty acid is bonded to the 1-glycerol moiety (through an ester linkage). (inferred from compound structure)				C24H46O9P		FQQQKGAFQIIGLQ-SNZQZGEVSA-M	509.2884936	CHEBI:72828		
BASm0005148	1,2-dihexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)	PG(16:0/16:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/16:0), in particular, consists of two hexadecanoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.	0	Solid		C38H74O10P		BIABMEZBCHDPBV-MPQUPPDSSA-M	721.5025092	CHEBI:72829	HMDB10570	
BASm0005149	1-tetradecanoyl-2-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)	PG(16:0/14:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/14:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C36H70O10P		ZAXBYLHGBBMAAY-SZAHLOSFSA-M	693.471209	CHEBI:72830		
BASm0005150	1-octadecanoyl-2-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)					C40H78O10P		WYVBOKLMHDFYQD-QPPIDDCLSA-M	749.5338093	CHEBI:72831		
BASm0005151	1-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)					C40H76O10P		GTCKEWVHTGGUSN-HGWHEPCSSA-M	747.5181592	CHEBI:72832		
BASm0005152	1-hexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)			Expected Solid	[H]O[C@]([H])(C([H])([H])OC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])OP([O-])(=O)O[C@@]1([H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@@]1([H])O[H]	C25H48O12P	InChI=1S/C25H49O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)35-16-18(26)17-36-38(33,34)37-25-23(31)21(29)20(28)22(30)24(25)32/h18,20-26,28-32H,2-17H2,1H3,(H,33,34)/p-1/t18-,20-,21-,22+,23-,24-,25-/m1/s1	UOXRPRZMAROFPH-OAOCPRPWSA-M	571.2888876	CHEBI:72833		MMDBc0048415
BASm0005153	1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-D-myo-inositol	A 1-hexadecanoyl-2-acyl-sn-glycero-3-phospho-1D-myo-inositol(1-) obtained by deprotonation of the phosphate OH group of 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-icosatetraenoyl)-sn-glycero-3-phospho-D-myo-inositol; major species at pH 7.3.				C45H78O13P		KIQYUSYSJTUGFZ-LSLODQAYSA-M	857.5185532	CHEBI:72834		
BASm0005154	1,2-dihexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)					C41H78O13P		IBUKXRINTKQBRQ-KCKFLZCVSA-M	809.5185532	CHEBI:72835		
BASm0005155	1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)	PI(16:0/18:0) is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common. PI(16:0/18:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of stearic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. The inositol group that is part of every phosphatidylinositol lipid is covalently linked to the phosphate group that acts as a bridge to the lipid tail. In most organisms, the stereochemical form of this inositol is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial), although other forms can be found in certain plant phosphatidylinositols. Phosphatidylinositol is especially abundant in brain tissue, where it can amount to 10% of the phospholipids, but it is present in all tissues and cell types. There is usually less of it than of phosphatidylcholine, phosphatidylethanolamine and phosphatidylserine. In animal tissues, phosphatidylinositol is the primary source of the arachidonic acid required for biosynthesis of eicosanoids, including prostaglandins, via the action of the enzyme phospholipase A2. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.	182509-29-1	Solid		C43H82O13P		NEXFZIYXCPIHEF-BHIZUYRXSA-M	837.5498533	CHEBI:72836	HMDB0009781	
BASm0005156	1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)	PI(16:0/18:1(9Z)) is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common. PI(16:0/18:1(9Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of oleic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. The inositol group that is part of every phosphatidylinositol lipid is covalently linked to the phosphate group that acts as a bridge to the lipid tail. In most organisms, the stereochemical form of this inositol is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial), although other forms can be found in certain plant phosphatidylinositols. Phosphatidylinositol is especially abundant in brain tissue, where it can amount to 10% of the phospholipids, but it is present in all tissues and cell types. There is usually less of it than of phosphatidylcholine, phosphatidylethanolamine and phosphatidylserine. In animal tissues, phosphatidylinositol is the primary source of the arachidonic acid required for biosynthesis of eicosanoids, including prostaglandins, via the action of the enzyme phospholipase A2. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid		C43H80O13P		PDLAMJKMOKWLAJ-KTBSNPQYSA-M	835.5342032	CHEBI:72837	HMDB0009783	
BASm0005157	1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-(1D-myo-inositol)	PI(16:0/18:2(9Z,12Z)) is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common. PI(16:0/18:2(9Z,12Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the linoleic acid moiety is derived from seed oils. The inositol group that is part of every phosphatidylinositol lipid is covalently linked to the phosphate group that acts as a bridge to the lipid tail. In most organisms, the stereochemical form of this inositol is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial), although other forms can be found in certain plant phosphatidylinositols. Phosphatidylinositol is especially abundant in brain tissue, where it can amount to 10% of the phospholipids, but it is present in all tissues and cell types. There is usually less of it than of phosphatidylcholine, phosphatidylethanolamine and phosphatidylserine. In animal tissues, phosphatidylinositol is the primary source of the arachidonic acid required for biosynthesis of eicosanoids, including prostaglandins, via the action of the enzyme phospholipase A2. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.	219584-66-4	Solid		C43H78O13P		BSNJSZUDOMPYIR-CUKLWHKZSA-M	833.5185532	CHEBI:72838	HMDB0009784	
BASm0005158	1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)	A 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol)(1-) in which the 1- and 2-acyl groups are specified as hexadecanoyl (palmitoyl) and octadecanoyl (stearoyl) respectively; major species at pH 7.3.				C40H78O10P		KBPVYRBBONZJHF-QPPIDDCLSA-M	749.5338093	CHEBI:72839		
BASm0005159	1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-(1'-sn-glycerol)	PG(16:0/18:2(9Z,12Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/18:2(9Z,12Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 9Z,12Z-octadecadienoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes. This compound is expected to be in Cannabis as all living plants are known to produce and metabolize it.				C40H74O10P		ATBOMIWRCZXYSZ-WLGRLVTESA-M	745.5025092	CHEBI:72840		
BASm0005160	1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol)					C40H76O10P		PAZGBAOHGQRCBP-HGWHEPCSSA-M	747.5181592	CHEBI:72841		
BASm0005161	1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol)	A 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol)(1-) in which the 1- and 2-acyl groups are specified as octadecanoyl (stearoyl) and 9Z-octadecenoyl (oleoyl) respectively; major species at pH 7.3.			CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])OC[C@@H](O)CO	C42H80O10P	InChI=1S/C42H81O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(45)49-37-40(38-51-53(47,48)50-36-39(44)35-43)52-42(46)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20,39-40,43-44H,3-17,19,21-38H2,1-2H3,(H,47,48)/p-1/b20-18-/t39-,40+/m0/s1	ZEFGRNLJASLRBZ-QIJYXWHJSA-M		CHEBI:72845		
BASm0005162	1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphate	PA(16:0/18:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/18:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids. This compound is expected to be in Cannabis as all living plants are known to produce and metabolize it.			CCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])[O-]	C37H73O8P	InChI=1S/C37H73O8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h35H,3-34H2,1-2H3,(H2,40,41,42)/t35-/m1/s1	GASPGIDKILJBMM-PGUFJCEWSA-N	676.5043	CHEBI:72857		
BASm0005163	1-hexadecanoyl-2-tetradecanoyl-sn-glycero-3-phosphate	PA(16:0/14:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/14:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of myristic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])[O-])OC(=O)CCCCCCCCCCCCC	C33H65O8P	InChI=1S/C33H65O8P/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-32(34)39-29-31(30-40-42(36,37)38)41-33(35)28-26-24-22-20-17-14-12-10-8-6-4-2/h31H,3-30H2,1-2H3,(H2,36,37,38)/t31-/m1/s1	GLOXZZHEZYKXNV-WJOKGBTCSA-N	620.4417056	CHEBI:72858	HMDB0114833	
BASm0005164	1,2-dihexadecanoyl-sn-glycero-3-phosphate	A 1-acyl-2-hexadecanoyl-sn-glycero-3-phosphate(2-) in which the 1-acyl group is also hexadecanoyl; major species at pH 7.3.			CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])[O-])OC(=O)CCCCCCCCCCCCCCC	C35H67O8P	InChI=1S/C35H69O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(36)41-31-33(32-42-44(38,39)40)43-35(37)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33H,3-32H2,1-2H3,(H2,38,39,40)/p-2/t33-/m1/s1	PORPENFLTBBHSG-MGBGTMOVSA-L		CHEBI:72859		
BASm0005165	1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphate				CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])[O-]	C37H69O8P	InChI=1S/C37H69O8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h11,13,17-18,35H,3-10,12,14-16,19-34H2,1-2H3,(H2,40,41,42)/b13-11+,18-17+/t35-/m1/s1	YQMUIZXKIKXZHD-ONWQVLJASA-N		CHEBI:72860		
BASm0005166	1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate	PA(16:0/20:4(5Z,8Z,11Z,14Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])[O-]	C39H69O8P	InChI=1S/C39H69O8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(41)47-37(36-46-48(42,43)44)35-45-38(40)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h11,13,17-18,20,22,26,28,37H,3-10,12,14-16,19,21,23-25,27,29-36H2,1-2H3,(H2,42,43,44)/b13-11-,18-17-,22-20-,28-26-/t37-/m1/s1	SPYWWYSOADUXOQ-YABMZCMSSA-N	696.4730062	CHEBI:72864	HMDB0114841	
BASm0005167	2-deoxyribose 5-triphosphate	An organophosphate oxoanion obtained by deprotonation of all four triphosphate OH groups of 2-deoxyribose 5-triphosphate.			O=P([O-])([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](O)C[C@@H]1O	C5H9O13P3	InChI=1S/C5H13O13P3/c6-3-1-5(7)16-4(3)2-15-20(11,12)18-21(13,14)17-19(8,9)10/h3-7H,1-2H2,(H,11,12)(H,13,14)(H2,8,9,10)/p-4/t3-,4+,5+/m0/s1	VGYGUKCLUFVVQO-VPENINKCSA-J		CHEBI:72943		
BASm0005168	3''-deamino-3''-hydroxykanamycin B				[NH3+]C[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]([NH3+])C[C@@H]2[NH3+])[C@H]([NH3+])[C@@H](O)[C@@H]1O	C18H36N4O11	InChI=1S/C18H36N4O11/c19-2-6-9(24)11(26)8(22)17(30-6)32-15-4(20)1-5(21)16(14(15)29)33-18-13(28)12(27)10(25)7(3-23)31-18/h4-18,23-29H,1-3,19-22H2	MOWMHIINUAQFMU-UHFFFAOYSA-N	484.238058	CHEBI:72944		
BASm0005169	3''-deamino-3''-hydroxykanamycin C	An organic cation obtained by protonation of the primary amino groups of 3''-deamino-3''-hydroxykanamycin C.			[NH3+][C@H]1[C@@H](O[C@H]2[C@H](O)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]([NH3+])C[C@@H]2[NH3+])O[C@H](CO)[C@@H](O)[C@@H]1O	C18H38N3O12	InChI=1S/C18H35N3O12/c19-4-1-5(20)16(33-18-13(28)12(27)10(25)7(3-23)31-18)14(29)15(4)32-17-8(21)11(26)9(24)6(2-22)30-17/h4-18,22-29H,1-3,19-21H2/p+3/t4-,5+,6+,7+,8+,9+,10+,11+,12-,13+,14-,15+,16-,17+,18+/m0/s1	UPPJKCYSMDGLRE-DNBVWFFRSA-Q		CHEBI:72945		
BASm0005170	3''-deamino-3''-hydroxykanamycin X	An organic cation obtained by protonation of the primary amino groups of 3''-deamino-3''-hydroxykanamycin X.			[NH3+][C@@H]1C[C@H]([NH3+])[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C18H36N2O13	InChI=1S/C18H34N2O13/c19-4-1-5(20)16(33-18-13(28)11(26)9(24)7(3-22)31-18)14(29)15(4)32-17-12(27)10(25)8(23)6(2-21)30-17/h4-18,21-29H,1-3,19-20H2/p+2/t4-,5+,6-,7-,8-,9-,10+,11+,12-,13-,14-,15+,16-,17-,18-/m1/s1	LSQKHXZMWRRDRU-GUKOCFKPSA-P		CHEBI:72946		
BASm0005171	kanamycin D	An organic cation obtained by protonation of the primary amino groups of kanamycin D.			[NH3+]C[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]([NH3+])C[C@@H]2[NH3+])[C@H](O)[C@@H](O)[C@@H]1O	C18H38N3O12	InChI=1S/C18H35N3O12/c19-2-6-8(23)10(25)12(27)17(30-6)32-15-4(20)1-5(21)16(14(15)29)33-18-13(28)11(26)9(24)7(3-22)31-18/h4-18,22-29H,1-3,19-21H2/p+3/t4-,5+,6+,7+,8+,9+,10-,11-,12+,13+,14-,15+,16-,17+,18+/m0/s1	NZCOZAMBHLSNDW-HNDNCJINSA-Q		CHEBI:72947		
BASm0005172	deoxybrevianamide E			Expected Solid	C=CC(C)(C)c1[nH]c2ccccc2c1C[C@@H]1NC(=O)[C@@H]2CCCN2C1=O	C21H25N3O2	InChI=1S/C21H25N3O2/c1-4-21(2,3)18-14(13-8-5-6-9-15(13)22-18)12-16-20(26)24-11-7-10-17(24)19(25)23-16/h4-6,8-9,16-17,22H,1,7,10-12H2,2-3H3,(H,23,25)/t16-,17-/m0/s1	KUGNSEAHJVSMAJ-IRXDYDNUSA-N	351.1946771	CHEBI:72948		MMDBc0017250
BASm0005173	chanoclavine-I			Expected Solid	C[NH2+][C@@H]1Cc2c[nH]c3cccc(c23)[C@H]1/C=C(\C)CO	C16H21N2O	InChI=1S/C16H20N2O/c1-10(9-19)6-13-12-4-3-5-14-16(12)11(8-18-14)7-15(13)17-2/h3-6,8,13,15,17-19H,7,9H2,1-2H3/p+1/b10-6+/t13-,15-/m1/s1	SAHHMCVYMGARBT-HEESEWQSSA-O	257.1648397	CHEBI:72949		MMDBc0055793
BASm0005174	(7,8-dihydropterin-6-yl)methyl diphosphate	6-hydroxymethyl-dihydropterin pyrophosphate is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa). 6-hydroxymethyl-dihydropterin pyrophosphate can be found in a number of food items such as black huckleberry, chickpea, chinese chives, and annual wild rice, which makes 6-hydroxymethyl-dihydropterin pyrophosphate a potential biomarker for the consumption of these food products. 6-hydroxymethyl-dihydropterin pyrophosphate exists in E.coli (prokaryote) and yeast (eukaryote).			Nc1nc2c(c(=O)[nH]1)N=C(COP(=O)([O-])OP(=O)([O-])[O-])CN2	C7H8N5O8P2	InChI=1S/C7H11N5O8P2/c8-7-11-5-4(6(13)12-7)10-3(1-9-5)2-19-22(17,18)20-21(14,15)16/h1-2H2,(H,17,18)(H2,14,15,16)(H4,8,9,11,12,13)/p-3	FCQGJGLSOWZZON-UHFFFAOYSA-K	351.9848103	CHEBI:72950	HMDB0304228	
BASm0005175	N-[(7,8-dihydropterin-6-yl)methyl]-4-(beta-D-ribofuranosyl)aniline 5'-phosphate			Expected Solid	Nc1nc2c(c(=O)[nH]1)N=C(CNc1ccc([C@@H]3O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]3O)cc1)CN2	C18H21N6O8P	InChI=1S/C18H23N6O8P/c19-18-23-16-12(17(27)24-18)22-10(6-21-16)5-20-9-3-1-8(2-4-9)15-14(26)13(25)11(32-15)7-31-33(28,29)30/h1-4,11,13-15,20,25-26H,5-7H2,(H2,28,29,30)(H4,19,21,23,24,27)/p-2/t11-,13-,14-,15+/m1/s1	VNLUYZYZRAWLHI-NGFQHRJXSA-L	480.1169458	CHEBI:72951		MMDBc0056114
BASm0005176	N-dodecanoylsphing-4-enine	Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides.	74713-60-3	Solid	CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCC	C30H59NO3	InChI=1S/C30H59NO3/c1-3-5-7-9-11-13-14-15-16-18-19-21-23-25-29(33)28(27-32)31-30(34)26-24-22-20-17-12-10-8-6-4-2/h23,25,28-29,32-33H,3-22,24,26-27H2,1-2H3,(H,31,34)/b25-23+/t28-,29+/m0/s1	HXFPPRPLRSPNIB-VARSQMIESA-N	481.4494948	CHEBI:72956	HMDB0004947	
BASm0005177	N-tetradecanoylsphing-4-enine	Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides.			CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCC	C32H63NO3	InChI=1S/C32H63NO3/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-31(35)30(29-34)33-32(36)28-26-24-22-20-17-14-12-10-8-6-4-2/h25,27,30-31,34-35H,3-24,26,28-29H2,1-2H3,(H,33,36)/b27-25+/t30-,31+/m0/s1	ZKRPGPZHULJLKJ-JHRQRACZSA-N	509.4807949	CHEBI:72957	HMDB0011773	
BASm0005178	N-hexadecanoylsphing-4-enine	Ceramides, also known as N-acylsphingosines, consist of a sphingoid base linked to a fatty acid chain via the amine group. Ceramides are one of the hydrolysis byproducts of sphingomyelin via the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase, E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis and many other tissues (PMID: 25935). They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID: 14998372). Ceramides are key to the biosynthesis of glycosphingolipids and gangliosides. Cer(d18:1/16:0), in particular, consists of a monounsaturated 18-carbon dihydroxylated sphingoid base linked to one chain of palmitic acid.	24696-26-2		CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCC	C34H67NO3	InChI=1S/C34H67NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(37)32(31-36)35-34(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,32-33,36-37H,3-26,28,30-31H2,1-2H3,(H,35,38)/b29-27+/t32-,33+/m0/s1	YDNKGFDKKRUKPY-TURZORIXSA-N	537.512095	CHEBI:72959	HMDB0004949	
BASm0005179	N-dodecanoyl-sphing-4-enine-1-phosphate				CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](COP(=O)([O-])[O-])NC(=O)CCCCCCCCCCC	C30H60NO6P	InChI=1S/C30H60NO6P/c1-3-5-7-9-11-13-14-15-16-18-19-21-23-25-29(32)28(27-37-38(34,35)36)31-30(33)26-24-22-20-17-12-10-8-6-4-2/h23,25,28-29,32H,3-22,24,26-27H2,1-2H3,(H,31,33)(H2,34,35,36)/b25-23+/t28-,29+/m0/s1	KXEMZGPJXBKYJP-VARSQMIESA-N		CHEBI:72960		
BASm0005180	N-octadecanoylsphing-4-enine	N-Stearoylsphingosine belongs to the group of compounds known as ceramides. Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). N-acylsphingosine is key in the biosynthesis of glycosphingolipids and gangliosides.	2304-81-6		[H][C@@](CO)(NC(=O)CCCCCCCCCCCCCCCCC)[C@H](O)\C=C\CCCCCCCCCCCCC	C36H71NO3	InChI=1S/C36H71NO3/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-36(40)37-34(33-38)35(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h29,31,34-35,38-39H,3-28,30,32-33H2,1-2H3,(H,37,40)/b31-29+/t34-,35+/m0/s1	VODZWWMEJITOND-NXCSZAMKSA-N	565.5433951	CHEBI:72961	HMDB0004950	
BASm0005181	N-eicosanoyl-sphing-4-enine	Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides.	7344-02-07		[H][C@@](CO)(NC(=O)CCCCCCCCCCCCCCCCCCC)[C@H](O)\C=C\CCCCCCCCCCCCC	C38H75NO3	InChI=1S/C38H75NO3/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-38(42)39-36(35-40)37(41)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h31,33,36-37,40-41H,3-30,32,34-35H2,1-2H3,(H,39,42)/b33-31+/t36-,37+/m0/s1	XWBWIAOWSABHFI-NUKVNZTCSA-N	593.5746953	CHEBI:72962	HMDB0004951	
BASm0005182	N-(hexadecanoyl)-sphing-4-enine-1-phosphate	CerP(d18:1/16:0) is a ceramide 1-phosphate belonging to the sphingolipid class of molecules. Ceramides are amides of fatty acids with long-chain di- or trihydroxy bases, the commonest in animals being sphingosine and in plants phytosphingosine. The acyl group of ceramides is generally a long-chain saturated or monounsaturated fatty acid. The most frequent fatty acids found in animal ceramides are 18:0, 24:0 and 24:1(n-9). Ceramide 1-phosphates are produced by phosphorylation of ceramide by a specific ceramide kinase. Ceramide-1-phosphate was shown to be a specific and potent inducer of arachidonic acid and prostanoid synthesis in cells through the translocation and activation of the cytoplasmic phospholipase A2.		Solid		C34H66NO6P		UNRULDRRONAKLU-TURZORIXSA-L	615.463873	CHEBI:72963	HMDB0010700	
BASm0005183	N-tetracosanoyl-sphing-4-enine	Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides.	34435-05-7		[H][C@@](CO)(NC(=O)CCCCCCCCCCCCCCCCCCCCCCC)[C@H](O)\C=C\CCCCCCCCCCCCC	C42H83NO3	InChI=1S/C42H83NO3/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-42(46)43-40(39-44)41(45)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h35,37,40-41,44-45H,3-34,36,38-39H2,1-2H3,(H,43,46)/b37-35+/t40-,41+/m0/s1	ZJVVOYPTFQEGPH-AUTSUKAISA-N	649.6372955	CHEBI:72965	HMDB0004956	
BASm0005184	dihydrourocanate			Expected Solid	[O-]C(=O)CCC1=CN=CN1	C6H7N2O2	InChI=1S/C6H8N2O2/c9-6(10)2-1-5-3-7-4-8-5/h3-4H,1-2H2,(H,7,8)(H,9,10)/p-1	ZCKYOWGFRHAZIQ-UHFFFAOYSA-M	139.0513011	CHEBI:72991		MMDBc0055932
BASm0005185	1-hexadecanoyl-sn-glycero-3-phosphocholine	LysoPC(16:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(16:0), in particular, consists of one chain of palmitic acid at the C-1 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4.  binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood.  Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910).  LPCs have a number of protective or anti-inflammatory effects.  Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910).  Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.	17364-16-8		CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP([O-])(=O)OCC[N+](C)(C)C	C24H50NO7P	InChI=1S/C24H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(27)30-21-23(26)22-32-33(28,29)31-20-19-25(2,3)4/h23,26H,5-22H2,1-4H3/t23-/m1/s1	ASWBNKHCZGQVJV-HSZRJFAPSA-N	495.3324895	CHEBI:72998	HMDB0010382	
BASm0005186	1,2-dihexadecanoyl-sn-glycero-3-phosphocholine	PC(16:0/16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/16:0), in particular, consists of two chains of palmitic acid at the C-1 and C-2 positions. The palmitic acid moieties are derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Dipalmitoylphosphatidylcholine (DPPC) is the major constituent of pulmonary surfactant. It is also used for research purposes in studying liposomes, lipid bilayers, and model biological membranes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	63-89-8		[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	C40H80NO8P	InChI=1S/C40H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h38H,6-37H2,1-5H3/t38-/m1/s1	KILNVBDSWZSGLL-KXQOOQHDSA-N	733.5621551	CHEBI:72999	HMDB0000564	
BASm0005187	1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphocholine	PC(16:0/18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/18:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of stearic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	59403-51-9		[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC	C42H84NO8P	InChI=1S/C42H84NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h40H,6-39H2,1-5H3/t40-/m1/s1	PZNPLUBHRSSFHT-RRHRGVEJSA-N	761.5934552	CHEBI:73000	HMDB0007970	
BASm0005188	1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine	PC(16:0/18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/18:1(9Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of oleic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	26853-31-6		[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h20-21,40H,6-19,22-39H2,1-5H3/b21-20-/t40-/m1/s1	WTJKGGKOPKCXLL-VYOBOKEXSA-N	759.5778051	CHEBI:73001	HMDB0007972	
BASm0005189	1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine	PC(16:0/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/18:2(9Z,12Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	17708-90-6		[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h14,16,20-21,40H,6-13,15,17-19,22-39H2,1-5H3/b16-14-,21-20-/t40-/m1/s1	JLPULHDHAOZNQI-ZTIMHPMXSA-N	757.5621551	CHEBI:73002	HMDB0007973	
BASm0005190	1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine	PC(16:0/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the arachidonic acid moiety is derived from animal fats and eggs. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	35418-58-7		CCCCCCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C44H80NO8P	InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h14,16,20-21,23,25,29,31,42H,6-13,15,17-19,22,24,26-28,30,32-41H2,1-5H3/b16-14-,21-20-,25-23-,31-29-/t42-/m1/s1	IIZPXYDJLKNOIY-JXPKJXOSSA-N	781.5621551	CHEBI:73003	HMDB0007982	
BASm0005191	1-hexadecanoyl-sn-glycero-3-phosphoethanolamine	LysoPE(16:0/0:0) is a lysophosphatidylethanolamine or a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce. They are also approved for indoor use to preserve stored crops and commercial cut flowers. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms.	53862-35-4	Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OCCN	C21H44NO7P	InChI=1S/C21H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(24)27-18-20(23)19-29-30(25,26)28-17-16-22/h20,23H,2-19,22H2,1H3,(H,25,26)/t20-/m1/s1	YVYMBNSKXOXSKW-HXUWFJFHSA-N	453.2855393	CHEBI:73004	HMDB0011503	
BASm0005192	1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine	PE(16:0/16:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(16:0/16:0), in particular, consists of two chains of palmitic acid at the C-1 and C-2 positions. The palmitic acid moieties are derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.	923-61-5		[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	C37H74NO8P	InChI=1S/C37H74NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38)46-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h35H,3-34,38H2,1-2H3,(H,41,42)/t35-/m1/s1	SLKDGVPOSSLUAI-PGUFJCEWSA-N	691.5152053	CHEBI:73005	HMDB0008923	
BASm0005193	1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphoethanolamine	PE(16:0/18:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(16:0/18:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of stearic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCC	C39H78NO8P	InChI=1S/C39H78NO8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h37H,3-36,40H2,1-2H3,(H,43,44)/t37-/m1/s1	RPJZYOHZALDGKI-DIPNUNPCSA-N	719.5465055	CHEBI:73006	HMDB0008925	
BASm0005194	1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine	PE(16:0/18:1(9Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(16:0/18:1(9Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of oleic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.	26662-94-2	Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,37H,3-16,19-36,40H2,1-2H3,(H,43,44)/b18-17-/t37-/m1/s1	FHQVHHIBKUMWTI-OTMQOFQLSA-N	717.5308554	CHEBI:73007	HMDB0008927	
BASm0005195	1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine	PE(16:0/18:2(9Z,12Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(16:0/18:2(9Z,12Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.	26662-95-3	Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h11,13,17-18,37H,3-10,12,14-16,19-36,40H2,1-2H3,(H,43,44)/b13-11-,18-17-/t37-/m1/s1	HBZNVZIRJWODIB-NHCUFCNUSA-N	715.5152049	CHEBI:73008	HMDB0008928	
BASm0005196	1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine	PE(16:0/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(16:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the arachidonic acid moiety is derived from animal fats and eggs. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.	70812-59-8	Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C41H74NO8P	InChI=1S/C41H74NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42)37-47-40(43)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h11,13,17-18,20,22,26,28,39H,3-10,12,14-16,19,21,23-25,27,29-38,42H2,1-2H3,(H,45,46)/b13-11-,18-17-,22-20-,28-26-/t39-/m1/s1	DRIVXEVMDWCWLI-CAQMIEAISA-N	739.5152049	CHEBI:73009	HMDB0008937	
BASm0005197	picolinal				O=CC1=NC=CC=C1	C6H5NO	InChI=1S/C6H5NO/c8-5-6-3-1-2-4-7-6/h1-5H	CSDSSGBPEUDDEE-UHFFFAOYSA-N	107.0371138	CHEBI:73012	HMDB0245308	
BASm0005198	4-hydroxy-2-oxoheptanedioate			Expected Solid		C7H8O6		HNOAJOYERZTSNK-UHFFFAOYNA-L	188.0331851	CHEBI:73036		MMDBc0055483
BASm0005199	ganglioside GM1 (d18:1(4E)/18:0)					C73H130N3O31		QPJBWNIQKHGLAU-IQZHVAEDSA-M	1544.869378	CHEBI:73110		
BASm0005200	2,3-bis-O-(phytanyl)-sn-glycerol 1-phosphate			Expected Solid	[H][C@@](C)(CCCC(C)C)CCC[C@@]([H])(C)CCC[C@@]([H])(C)CCOC[C@@]([H])(COP([O-])([O-])=O)OCC[C@]([H])(C)CCC[C@]([H])(C)CCC[C@]([H])(C)CCCC(C)C	C43H87O6P	InChI=1S/C43H89O6P/c1-35(2)17-11-19-37(5)21-13-23-39(7)25-15-27-41(9)29-31-47-33-43(34-49-50(44,45)46)48-32-30-42(10)28-16-26-40(8)24-14-22-38(6)20-12-18-36(3)4/h35-43H,11-34H2,1-10H3,(H2,44,45,46)/p-2/t37-,38-,39-,40-,41-,42-,43+/m1/s1	UKQGAMWGTOTQPC-ALOLAALWSA-L	730.6251247	CHEBI:73125		MMDBc0055282
BASm0005201	(S)-4-hydroxy-2-oxohexanoate			Expected Solid	[H][C@](O)(CC)CC(=O)C([O-])=O	C6H9O4	InChI=1S/C6H10O4/c1-2-4(7)3-5(8)6(9)10/h4,7H,2-3H2,1H3,(H,9,10)/p-1/t4-/m0/s1	ALFQPWXBAWHVDP-BYPYZUCNSA-M	145.0506324	CHEBI:73142		MMDBc0055065
BASm0005202	(S)-4-hydroxy-2-oxopentanoate			Expected Solid	[H][C@@](C)(O)CC(=O)C([O-])=O	C5H7O4	InChI=1S/C5H8O4/c1-3(6)2-4(7)5(8)9/h3,6H,2H2,1H3,(H,8,9)/p-1/t3-/m0/s1	HFKQINMYQUXOCH-VKHMYHEASA-M	131.0349823	CHEBI:73143		MMDBc0055066
BASm0005203	2,6-dimethyldeca-2,4,6,8-tetraenedial			Expected Solid	[H]\C(C=O)=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)C=O	C12H14O2	InChI=1S/C12H14O2/c1-11(6-3-4-9-13)7-5-8-12(2)10-14/h3-10H,1-2H3/b4-3+,7-5+,11-6+,12-8+	NOURWHKLHSWPGX-KIUBFKPTSA-N	190.0993797	CHEBI:73152		MMDBc0055303
BASm0005204	beta-L-arabinofuranosyl-(1->2)-beta-L-arabinofuranose			Expected Solid		C10H18O9		YKHKYDDELRYDNQ-WGLSOIFHSA-N	282.0950822	CHEBI:73180		MMDBc0055773
BASm0005205	1-(5-phospho-beta-D-ribosyl)-ATP					C15H19N5O20P4		RKNHJBVBFHDXGR-KEOHHSTQSA-H	712.9606775	CHEBI:73183		
BASm0005208	17alpha-(N-acetyl-alpha-D-glucosaminyl)estradiol 3-glucosiduronate	A carbohydrate acid derivative anion that is the conjugate base of 17alpha-(N-acetyl-alpha-D-glucosaminyl)estradiol 3-glucuronoside, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C32H44NO13		BHYDXVJSMVVTCR-JHZMAZKOSA-M	650.2818141	CHEBI:73194		
BASm0005211	allyl isothiocyanate	Allyl isothiocyanate is a volatile organic compound. Allyl isothiocyanate (AITC) is a constituent of mustard, horseradish and wasabi and certain vegetables found in the human diet, mostly in cruciferous vegetables. AITC is a colorless to pale yellow liquid that is slightly soluble in water, but soluble in most organic solvents. AITC possesses numerous biochemical and physiological activities. It is cytotoxic and tumorigenic at high doses and is also a modulator of enzymes involved in metabolism of xenobiotics, including carcinogens. It is plausible that the wide consumption of dietary AITC may have profound effects on human health. oxidative DNA damage may play important roles in carcinogenic processes induced by AITC. Allergic contact dermatitis from AICT is well known but infrequently reported. AITC is occasionally found as a volatile component of normal human biofluids. (PMID:5556886, 8222057, 8000299, 10754276, 15373848).	1957-06-07		C=CCN=C=S	C4H5NS	InChI=1S/C4H5NS/c1-2-3-5-4-6/h2H,1,3H2	ZOJBYZNEUISWFT-UHFFFAOYSA-N	99.01426986	CHEBI:73224	HMDB0005843	
BASm0005212	noscapine	(-)-alpha-Narcotine is found in opium poppy. (-)-alpha-Narcotine is an alkaloid from Papaver somniferum (opium poppy).Noscapine (also known as Narcotine, Nectodon, Nospen, and Anarcotine) is a benzylisoquinoline alkaloid from plants of the Papaveraceae family, without significant painkilling properties. This agent is primarily used for its antitussive (cough-suppressing) effects. It has also been shown to have anticancer activity. (Wikipedia).	128-62-1		[H][C@@]1(OC(=O)C2=C1C=CC(OC)=C2OC)[C@]1([H])N(C)CCC2=CC3=C(OCO3)C(OC)=C12	C22H23NO7	InChI=1S/C22H23NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18H,7-8,10H2,1-4H3/t17-,18+/m1/s1	AKNNEGZIBPJZJG-MSOLQXFVSA-N	413.1474521	CHEBI:73237	HMDB0033439	
BASm0005213	O-methyl anthranilate	Methyl 2-aminobenzoate is found in alcoholic beverages. Methyl 2-aminobenzoate is found in essential oils, including bergamot, orange peel, lemon peel, jasmine, ylang-ylang and neroli. Also present in concord grape, strawberry, star fruit, wines, cocoa, black tea and rice bran. Methyl 2-aminobenzoate is a flavouring agent	134-20-3		COC(=O)C1=CC=CC=C1N	C8H9NO2	InChI=1S/C8H9NO2/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5H,9H2,1H3	VAMXMNNIEUEQDV-UHFFFAOYSA-N	151.0633285	CHEBI:73244	HMDB0029703	
BASm0005214	O-methyl gibberellin A1	A gibberellin ester that is the methyl ester of gibberellin A1.				C20H26O6		OHIXAJDQAXXFTE-QDEMZEMRSA-N	362.1729386	CHEBI:73250		
BASm0005215	gibberellin A4	A gibberellin carboxylic acid anion that is the conjugate base of gibberellin A4, obtained by deprotonation of the carboxy group.				C19H23O5		RSQSQJNRHICNNH-NFMPGMCNSA-M	331.1550974	CHEBI:73251		
BASm0005216	O-methyl gibberellin A4					C20H26O5		XBDTWBSMNXMGIJ-ZTVWUKKDSA-N	346.1780239	CHEBI:73252	HMDB0254589	
BASm0005217	O-methyl gibberellin A3					C20H24O6		DCYKYFYDBJFJHO-QDEMZEMRSA-N	360.1572885	CHEBI:73253		
BASm0005218	gibberellin A9	Gibberellin a9 belongs to the class of organic compounds known as c19-gibberellin 6-carboxylic acids. These are c19-gibberellins with a carboxyl group at the 6-position. Gibberellin a9 is considered to be a practically insoluble (in water) and relatively neutral molecule. Gibberellin A9 is an inactive gibberellin.				C19H23O4		MHVYWTXXZIFXDT-YGNOGLJPSA-M	315.1601828	CHEBI:73255		
BASm0005219	O-methyl gibberellin A9					C20H26O4		GKRMJALKMNRHGF-WARWBDHMSA-N	330.1831093	CHEBI:73256		
BASm0005220	gibberellin A20 methyl ester	A gibberellin ester that is the methyl ester of gibberellin A20.				C20H26O5		SXJSUTBDMIRVGQ-HOWNIQBVSA-N	346.1780239	CHEBI:73257		
BASm0005221	gibberellin A34			Expected Solid		C19H23O6		IGZIQAJJXGRAJF-TXZPEUJSSA-M	347.150012	CHEBI:73258		MMDBc0053284
BASm0005222	O-methyl gibberellin A34	A gibberellin ester that is the methyl ester of gibberellin A34.				C20H26O6		KWOJOQRTFRJBKX-KXHHBJJGSA-N	362.1729386	CHEBI:73260		
BASm0005223	(2S)-versicolorone			Expected Solid	[H][C@](CO)(CCC(C)=O)C1=C(O)C=C2C(=O)C3=C(C(O)=CC([O-])=C3)C(=O)C2=C1O	C20H17O8	InChI=1S/C20H18O8/c1-8(22)2-3-9(7-21)15-14(25)6-12-17(19(15)27)20(28)16-11(18(12)26)4-10(23)5-13(16)24/h4-6,9,21,23-25,27H,2-3,7H2,1H3/p-1/t9-/m1/s1	HORUZDQRRJSTED-SECBINFHSA-M	385.0928911	CHEBI:73281		MMDBc0054866
BASm0005224	Co(II)-factor III			Expected Solid	[Co++].[H][C@@]1(CCC([O-])=O)\C2=C\C3=C(CC([O-])=O)C(CCC([O-])=O)=C([N-]3)\C=C3/[N-]\C(\C(CC([O-])=O)=C3CCC([O-])=O)=C(C)/C3=N/C(=C\C(=N2)[C@@]1(C)CC([O-])=O)/[C@@]([H])(CCC([O-])=O)[C@]3(C)CC([O-])=O	C43H38CoN4O16	InChI=1S/C43H48N4O16.Co/c1-19-40-23(13-37(58)59)21(5-9-33(50)51)27(46-40)14-26-20(4-8-32(48)49)22(12-36(56)57)28(44-26)15-29-24(6-10-34(52)53)42(2,17-38(60)61)31(45-29)16-30-25(7-11-35(54)55)43(3,18-39(62)63)41(19)47-30;/h14-16,24-25H,4-13,17-18H2,1-3H3,(H10,44,45,46,47,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62,63);/q;+2/p-10/t24-,25-,42+,43+;/m1./s1	RQHZZQLPDALGEQ-CYGMIEPJSA-D	925.165864	CHEBI:73299		MMDBc0055822
BASm0005225	an aromatic oxo-acid				*C(=O)C(=O)[O-]					CHEBI:73309		
BASm0005228	1-O-(alk-1-enyl)-sn-glycerol				*C=COC[C@@H](O)CO					CHEBI:73322		
BASm0005229	1-O-(alk-1-enyl)-sn-glycero-3-phosphate				*C=COC[C@@H](O)COP(=O)([O-])[O-]					CHEBI:73325		
BASm0005230	1-O-alkyl-2-acyl-sn-glycero-3-phosphate				[1*]OC[C@H](COP(=O)([O-])[O-])OC([2*])=O					CHEBI:73332		
BASm0005231	(E)-anol	(z)-4-(1-propenyl)phenol is a member of the class of compounds known as styrenes. Styrenes are organic compounds containing an ethenylbenzene moiety (z)-4-(1-propenyl)phenol is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Within the cell, (z)-4-(1-propenyl)phenol is primarily located in the membrane (predicted from logP).	539-12-8		C\C=C\C1=CC=C(O)C=C1	C9H10O	InChI=1S/C9H10O/c1-2-3-8-4-6-9(10)7-5-8/h2-7,10H,1H3/b3-2+	UMFCIIBZHQXRCJ-NSCUHMNNSA-N	134.0731649	CHEBI:73343		
BASm0005232	(E)-coumaryl acetate				CC(=O)OC/C=C/c1ccc(O)cc1	C11H12O3	InChI=1S/C11H12O3/c1-9(12)14-8-2-3-10-4-6-11(13)7-5-10/h2-7,13H,8H2,1H3	UUEPXFWSBUIUAZ-UHFFFAOYSA-N		CHEBI:73346		
BASm0005234	caldariellaquinone	A 1-benzothiophene that is 1-benzothiophene-4,7-dione bearing additional methylthio and 3,7,11,15,19,23-hexamethyltetracosyl substituents at positions 5 and 6 respectively. Isolated from Caldariella acidophila.			CSC1=C(CCC(C)CCCC(C)CCCC(C)CCCC(C)CCCC(C)CCCC(C)C)C(=O)c2sccc2C1=O	C39H66O2S2	InChI=1S/C39H66O2S2/c1-28(2)14-9-15-29(3)16-10-17-30(4)18-11-19-31(5)20-12-21-32(6)22-13-23-33(7)24-25-34-37(41)39-35(26-27-43-39)36(40)38(34)42-8/h26-33H,9-25H2,1-8H3	GHRWXPXOBGRSHG-UHFFFAOYSA-N		CHEBI:73387		
BASm0005235	caldariellaquinol	A 1-benzothiophene that is 1-benzothiophene-4,7-diol bearing additional methylthio and 3,7,11,15,19,23-hexamethyltetracosyl substituents at positions 5 and 6 respectively			CSc1c(CCC(C)CCCC(C)CCCC(C)CCCC(C)CCCC(C)CCCC(C)C)c(O)c2sccc2c1O	C39H68O2S2	InChI=1S/C39H68O2S2/c1-28(2)14-9-15-29(3)16-10-17-30(4)18-11-19-31(5)20-12-21-32(6)22-13-23-33(7)24-25-34-37(41)39-35(26-27-43-39)36(40)38(34)42-8/h26-33,40-41H,9-25H2,1-8H3	UVCQOKDZGIAHDG-UHFFFAOYSA-N		CHEBI:73388		
BASm0005236	O-ureido-L-serine			Expected Solid	[H][C@](N)(CONC(O)=N)C(O)=O	C4H9N3O4	InChI=1S/C4H9N3O4/c5-2(3(8)9)1-11-7-4(6)10/h2H,1,5H2,(H,8,9)(H3,6,7,10)/t2-/m0/s1	ZFLDWYJOQSXISF-REOHCLBHSA-N	163.0593058	CHEBI:73389		MMDBc0056234
BASm0005238	1-(beta-D-galactosyl)-N-dodecanoylsphing-4-enine		111956-48-0		CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)NC(=O)CCCCCCCCCCC	C36H69NO8	InChI=1S/C36H69NO8/c1-3-5-7-9-11-13-14-15-16-18-19-21-23-25-30(39)29(28-44-36-35(43)34(42)33(41)31(27-38)45-36)37-32(40)26-24-22-20-17-12-10-8-6-4-2/h23,25,29-31,33-36,38-39,41-43H,3-22,24,26-28H2,1-2H3,(H,37,40)/b25-23+/t29?,30?,31-,33+,34+,35-,36-/m1/s1	IYCYEZLMOLRFAN-CSAKBAQUSA-N		CHEBI:73432		
BASm0005239	asukamycin			Expected Solid	O=C(/C=C/C=C/C=C/C1CCCCC1)NC1=C[C@@](O)(/C=C/C=C/C=C/C(=O)NC2=C(O)CCC2=O)[C@@H]2O[C@@H]2C1=O	C31H34N2O7	InChI=1S/C31H34N2O7/c34-23-17-18-24(35)27(23)33-26(37)16-10-3-4-11-19-31(39)20-22(28(38)29-30(31)40-29)32-25(36)15-9-2-1-6-12-21-13-7-5-8-14-21/h1-4,6,9-12,15-16,19-21,29-30,34,39H,5,7-8,13-14,17-18H2,(H,32,36)(H,33,37)/b2-1+,4-3+,12-6+,15-9+,16-10+,19-11+/t29?,30?,31-/m0/s1	SSHVAUUEPNULMP-FAYOCOEBSA-N	546.2366014	CHEBI:73481		MMDBc0014231
BASm0005240	grixazone A			Expected Solid	CC(=O)N[C@@H](CSc1c2nc3cc(C=O)ccc3oc-2cc(=O)c1N)C(=O)[O-]	C18H15N3O6S	InChI=1S/C18H15N3O6S/c1-8(23)20-11(18(25)26)7-28-17-15(19)12(24)5-14-16(17)21-10-4-9(6-22)2-3-13(10)27-14/h2-6,11H,7,19H2,1H3,(H,20,23)(H,25,26)/t11-/m0/s1	CBXHEDPBKOZZSI-NSHDSACASA-N	401.0681564	CHEBI:73482		MMDBc0015224
BASm0005241	grixazone B			Expected Solid	CC(=O)N[C@@H](CSc1c2nc3cc(C(=O)[O-])ccc3oc-2cc(=O)c1N)C(=O)[O-]	C18H15N3O7S	InChI=1S/C18H15N3O7S/c1-7(22)20-10(18(26)27)6-29-16-14(19)11(23)5-13-15(16)21-9-4-8(17(24)25)2-3-12(9)28-13/h2-5,10H,6,19H2,1H3,(H,20,22)(H,24,25)(H,26,27)/t10-/m0/s1	KUPQDUIOULXTJZ-JTQLQIEISA-N	417.063071	CHEBI:73483		MMDBc0012009
BASm0005242	3-hydroxy-3-(4-hydroxyphenyl)propanoyl-CoA				CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(O)c1ccc(O)cc1	C30H40N7O19P3S	InChI=1S/C30H44N7O19P3S/c1-30(2,25(43)28(44)33-8-7-20(40)32-9-10-60-21(41)11-18(39)16-3-5-17(38)6-4-16)13-53-59(50,51)56-58(48,49)52-12-19-24(55-57(45,46)47)23(42)29(54-19)37-15-36-22-26(31)34-14-35-27(22)37/h3-6,14-15,18-19,23-25,29,38-39,42-43H,7-13H2,1-2H3,(H,32,40)(H,33,44)(H,48,49)(H,50,51)(H2,31,34,35)(H2,45,46,47)/p-4	VDDFXUMTXCQMFM-UHFFFAOYSA-J		CHEBI:73500		
BASm0005243	(9Z)-octadecen-1-ol	Oleyl alcohol (also octadecenol or cis-9-octadecen-1-ol) is a non-ionic, unsaturated fatty alcohol. It is an emulsion stabilizer, antifoam agent, detergent, and release agent for food applications. Oleyl alcohol is found in fish oils and inedible beef fat. It belongs to the family of fatty alcohols. These are aliphatic alcohols consisting of a chain of 8 to 22 carbon atoms (do not have to bear a carboxylic acid group) (Wikipedia).	143-28-2		CCCCCCCC/C=C\CCCCCCCCO	C18H36O	InChI=1S/C18H36O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h9-10,19H,2-8,11-18H2,1H3/b10-9-	ALSTYHKOOCGGFT-KTKRTIGZSA-N	268.2766158	CHEBI:73504	HMDB0029632	
BASm0005244	N(6)-(dimethylallyl)adenosine 5'-triphosphate				CC(C)=CCNc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C15H21N5O13P3	InChI=1S/C15H24N5O13P3/c1-8(2)3-4-16-13-10-14(18-6-17-13)20(7-19-10)15-12(22)11(21)9(31-15)5-30-35(26,27)33-36(28,29)32-34(23,24)25/h3,6-7,9,11-12,15,21-22H,4-5H2,1-2H3,(H,26,27)(H,28,29)(H,16,17,18)(H2,23,24,25)/p-3/t9-,11-,12-,15-/m1/s1	OPLVZTYVQUWKHB-SDBHATRESA-K		CHEBI:73532		
BASm0005245	N(6)-(dimethylallyl)adenosine 5'-diphosphate	N6-(delta2-isopentenyl)-adenosine 5'-diphosphate, also known as isopentenyladenosine-5'-diphosphoric acid(3-) or isopentenyl-adp(3-), is a member of the class of compounds known as purine ribonucleoside diphosphates. Purine ribonucleoside diphosphates are purine ribobucleotides with diphosphate group linked to the ribose moiety. N6-(delta2-isopentenyl)-adenosine 5'-diphosphate is slightly soluble (in water) and a moderately acidic compound (based on its pKa). N6-(delta2-isopentenyl)-adenosine 5'-diphosphate can be found in a number of food items such as acerola, soursop, pepper (c. chinense), and black mulberry, which makes n6-(delta2-isopentenyl)-adenosine 5'-diphosphate a potential biomarker for the consumption of these food products.			CC(C)=CCNc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C15H20N5O10P2	InChI=1S/C15H23N5O10P2/c1-8(2)3-4-16-13-10-14(18-6-17-13)20(7-19-10)15-12(22)11(21)9(29-15)5-28-32(26,27)30-31(23,24)25/h3,6-7,9,11-12,15,21-22H,4-5H2,1-2H3,(H,26,27)(H,16,17,18)(H2,23,24,25)/p-3/t9-,11-,12-,15-/m1/s1	VXMXKDAHJURHEN-SDBHATRESA-K	492.0701866	CHEBI:73533	HMDB0304432	
BASm0005246	(9Z,12Z)-octadecadien-1-ol					C18H34O		JXNPEDYJTDQORS-HZJYTTRNSA-N	266.2609657	CHEBI:73534		
BASm0005253	cyclic ADP-beta-D-ribose	CHEMBL2369151 belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. CHEMBL2369151 is slightly soluble (in water) and a moderately acidic compound (based on its pKa).				C15H19N5O13P2		BQOHYSXSASDCEA-KEOHHSTQSA-L	539.0465568	CHEBI:73672		
BASm0005254	(S)-alpha-hydroxyglutarate-gamma-lactone	2-Hydroxyglutaric acid lactone belongs to the family of Dicarboxylic Acids and Derivatives. These are organic compounds containing exactly two carboxylic acid groups				C5H5O4		QVADRSWDTZDDGR-VKHMYHEASA-M	129.0193322	CHEBI:73673	HMDB0059743	
BASm0005255	carbamoyl adenylate			Expected Solid		C11H14N6O8P		CHSNPOFVFYPELH-KQYNXXCUSA-M	389.061622	CHEBI:73674		MMDBc0054378
BASm0005256	6''-O-carbamoylkanamycin A			Expected Solid	[H][C@@]1([NH3+])C[C@]([H])([NH3+])[C@@]([H])(O[C@@]2([H])O[C@]([H])(C[NH3+])[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@]([H])(O)[C@@]1([H])O[C@@]1([H])O[C@]([H])(COC(O)=N)[C@@]([H])(O)[C@]([H])([NH3+])[C@@]1([H])O	C19H41N5O12	InChI=1S/C19H37N5O12/c20-2-6-10(26)12(28)13(29)18(33-6)36-16-5(22)1-4(21)15(14(16)30)35-17-11(27)8(23)9(25)7(34-17)3-32-19(24)31/h4-18,25-30H,1-3,20-23H2,(H2,24,31)/p+4/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-/m1/s1	PRWQRPNQDIKFBR-NOAMYHISSA-R	531.2729775	CHEBI:73675		MMDBc0055616
BASm0005257	tobramycin		32986-56-4			C18H42N5O9		NLVFBUXFDBBNBW-PBSUHMDJSA-S	472.2955101	CHEBI:73678		
BASm0005258	nebramycin 5'			Expected Solid	[H][C@@]1([NH3+])C[C@]([H])(O)[C@@]([H])(C[NH3+])O[C@]1([H])O[C@]1([H])[C@@]([H])([NH3+])C[C@@]([H])([NH3+])[C@]([H])(O[C@@]2([H])O[C@]([H])(COC(O)=N)[C@@]([H])(O)[C@]([H])([NH3+])[C@@]2([H])O)[C@@]1([H])O	C19H43N6O10	InChI=1S/C19H38N6O10/c20-3-9-8(26)2-7(23)17(32-9)34-15-5(21)1-6(22)16(14(15)29)35-18-13(28)11(24)12(27)10(33-18)4-31-19(25)30/h5-18,26-29H,1-4,20-24H2,(H2,25,30)/p+5/t5-,6+,7+,8-,9+,10+,11-,12+,13+,14-,15+,16-,17+,18+/m0/s1	YPPFEJHOHNPKLT-PBSUHMDJSA-S	515.3013237	CHEBI:73679		MMDBc0056210
BASm0005259	L-threonylcarbamoyladenylate	A threonine derivative that is L-threonine in which one of the amino hydrogens is substituted by and adenyloxycarbonyl group				C15H19N6O11P		GHLUPQUHEIJRCU-DWVDDHQFSA-L	490.0860396	CHEBI:73682		
BASm0005260	(2S)-hydroxybutanoate					C4H7O3		AFENDNXGAFYKQO-VKHMYHEASA-M	103.0400677	CHEBI:73709		
BASm0005261	glycyl-L-proline	Glycylproline is a dipeptide composed of glycine and proline, and is an end product of collagen metabolism that is further cleaved by prolidase (EC 3.4.13.9). The resulting proline molecules are recycled into collagen or other proteins. Prolidase deficiency is a rare autosomal recessive disease characterized by chronic ulcerative dermatitis, mental retardation, frequent infections, and massive urinary excretion of iminodipeptides. Patients with this disease have reportedly decreased prolidase enzyme activity against glycylproline (Gly-Pro). The enzyme's activity against other substrates is not as affected. Some patients with prolidase deficiency have a marked urinary excretion of glycylproline. Patients with pressure sores contain significantly more urinary glycylproline than the control (PMID: 16009141, 7629169, 1536787, 10582130).	704-15-4	Solid	NCC(=O)N1CCC[C@H]1C(O)=O	C7H12N2O3	InChI=1S/C7H12N2O3/c8-4-6(10)9-3-1-2-5(9)7(11)12/h5H,1-4,8H2,(H,11,12)/t5-/m0/s1	KZNQNBZMBZJQJO-YFKPBYRVSA-N	172.0847923	CHEBI:73779	HMDB0000721	
BASm0005262	glycyl-L-glutamate	Glycyl-Glutamate is a dipeptide composed of glycine and glutamate. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an 'Expected' metabolite.			[NH3+]CC(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-]	C7H12N2O5	InChI=1S/C7H12N2O5/c8-3-5(10)9-4(7(13)14)1-2-6(11)12/h4H,1-3,8H2,(H,9,10)(H,11,12)(H,13,14)	IEFJWDNGDZAYNZ-UHFFFAOYSA-N	204.0746215	CHEBI:73784	HMDB0028840	
BASm0005263	L-alanylglycine	Alanylglycine is a dipeptide composed of alanine and glycine that is found in human urine. It is a breakdown product from endogenous and exogenous proteins. This peptide is generated by dipeptidyl-dipeptidase (or tetrapeptide dipeptidase) which leads to the release of dipeptides from a tetrapeptide (more specifically: Ala-GlyAla-Gly). The enzyme acts more slowly on Ala-AlaAla-Ala and Gly-GlyGly-Gly.	687-69-4	Solid	C[C@H](N)C(=O)NCC(O)=O	C5H10N2O3	InChI=1S/C5H10N2O3/c1-3(6)5(10)7-2-4(8)9/h3H,2,6H2,1H3,(H,7,10)(H,8,9)/t3-/m0/s1	CXISPYVYMQWFLE-VKHMYHEASA-N	146.0691422	CHEBI:73786	HMDB0006899	
BASm0005264	1-nitrocyclohexene	A C-nitro compound that is cyclohexene substituted at position 1 by a nitro group.			O=N(=O)C1=CCCCC1	C6H9NO2	InChI=1S/C6H9NO2/c8-7(9)6-4-2-1-3-5-6/h4H,1-3,5H2	DJBRXNRKYAWTBL-UHFFFAOYSA-N	127.0633285	CHEBI:73802		
BASm0005265	1-(1Z-hexadecenyl)-sn-glycero-3-phosphocholine	LysoPC(P-16:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(P-16:0), in particular, consists of one chain of plasmalogen 16:0 at the C-1 position. The plasmalogen 16:0 moiety is derived from animal fats, liver and kidney. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor family of integral membrane proteins. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids. LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4.  binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood.  Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910).  LPCs have a number of protective or anti-inflammatory effects.  Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910).  Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.			[H][C@@](O)(CO\C=C/CCCCCCCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C24H50NO6P	InChI=1S/C24H50NO6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-29-22-24(26)23-31-32(27,28)30-21-19-25(2,3)4/h18,20,24,26H,5-17,19,21-23H2,1-4H3/b20-18-/t24-/m1/s1	HTZINLFNXLXRBC-CQLBIITFSA-N	479.3375748	CHEBI:73850	HMDB0010407	
BASm0005266	1-(9Z-hexadecenoyl)-sn-glycero-3-phosphocholine	LysoPC(16:1(9Z)/0:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(16:1(9Z)/0:0), in particular, consists of one chain of palmitoleic acid at the C-1 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor family of integral membrane proteins. LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4.  binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood.  Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910).  LPCs have a number of protective or anti-inflammatory effects.  Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910).  Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.	76790-27-7		CCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)COP([O-])(=O)OCC[N+](C)(C)C	C24H48NO7P	InChI=1S/C24H48NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(27)30-21-23(26)22-32-33(28,29)31-20-19-25(2,3)4/h10-11,23,26H,5-9,12-22H2,1-4H3/b11-10-/t23-/m1/s1	LFUDDCMNKWEORN-ZXEGGCGDSA-N	493.3168394	CHEBI:73851	HMDB0010383	
BASm0005267	(7Z,10Z,13Z,16Z)-3-oxodocosatetraenoyl-CoA			Expected Solid	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C43H64N7O18P3S	InChI=1S/C43H68N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-31(51)26-34(53)72-25-24-45-33(52)22-23-46-41(56)38(55)43(2,3)28-65-71(62,63)68-70(60,61)64-27-32-37(67-69(57,58)59)36(54)42(66-32)50-30-49-35-39(44)47-29-48-40(35)50/h8-9,11-12,14-15,17-18,29-30,32,36-38,42,54-55H,4-7,10,13,16,19-28H2,1-3H3,(H,45,52)(H,46,56)(H,60,61)(H,62,63)(H2,44,47,48)(H2,57,58,59)/p-4/b9-8-,12-11-,15-14-,18-17?/t32-,36+,37+,38-,42-/m0/s1	VMAJWSSWCPBIJY-AGJDHKCOSA-J	1091.326335	CHEBI:73852		MMDBc0048750
BASm0005268	(7Z,10Z,13Z,16Z)-docosatetraenoyl-CoA			Expected Solid	[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C(N=C([H])N=C23)N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C43H66N7O17P3S	InChI=1S/C43H70N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-34(52)71-27-26-45-33(51)24-25-46-41(55)38(54)43(2,3)29-64-70(61,62)67-69(59,60)63-28-32-37(66-68(56,57)58)36(53)42(65-32)50-31-49-35-39(44)47-30-48-40(35)50/h8-9,11-12,14-15,17-18,30-32,36-38,42,53-54H,4-7,10,13,16,19-29H2,1-3H3,(H,45,51)(H,46,55)(H,59,60)(H,61,62)(H2,44,47,48)(H2,56,57,58)/p-4/b9-8-,12-11-,15-14-,18-17-/t32-,36-,37-,38+,42-/m1/s1	LVXQCHCSSLFKLO-KPOVBLHLSA-J	1077.34707	CHEBI:73856	HMDB0060208	MMDBc0048682
BASm0005269	(9Z,12Z,15Z,18Z)-3-oxotetracosatetraenoyl-CoA			Expected Solid	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C45H68N7O18P3S	InChI=1S/C45H72N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-33(53)28-36(55)74-27-26-47-35(54)24-25-48-43(58)40(57)45(2,3)30-67-73(64,65)70-72(62,63)66-29-34-39(69-71(59,60)61)38(56)44(68-34)52-32-51-37-41(46)49-31-50-42(37)52/h8-9,11-12,14-15,17-18,31-32,34,38-40,44,56-57H,4-7,10,13,16,19-30H2,1-3H3,(H,47,54)(H,48,58)(H,62,63)(H,64,65)(H2,46,49,50)(H2,59,60,61)/p-4/b9-8-,12-11-,15-14-,18-17-/t34-,38+,39+,40-,44-/m0/s1	WSALICWLARPULC-SSDCCYKMSA-J	1119.357635	CHEBI:73857		MMDBc0048749
BASm0005270	1-octadecanoyl-sn-glycero-3-phosphocholine	LysoPC(18:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(18:0), in particular, consists of one chain of stearic acid at the C-1 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor family of integral membrane proteins. LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4.  binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood.  Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910).  LPCs have a number of protective or anti-inflammatory effects.  Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910).  Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.	19420-57-6		[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C26H54NO7P	InChI=1S/C26H54NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)32-23-25(28)24-34-35(30,31)33-22-21-27(2,3)4/h25,28H,5-24H2,1-4H3/t25-/m1/s1	IHNKQIMGVNPMTC-RUZDIDTESA-N	523.3637896	CHEBI:73858	HMDB0010384	
BASm0005271	(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA			Expected Solid	[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C([H])([H])C([H])([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])=C([H])C([H])([H])C([H])=C([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C2N=C([H])N=C3N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C41H60N7O17P3S	InChI=1S/C41H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h5-6,8-9,11-12,14-15,17-18,28-30,34-36,40,51-52H,4,7,10,13,16,19-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-/t30-,34-,35-,36+,40-/m1/s1	JWZLRYCDDXHXDL-LCMHIRPZSA-J	1047.30012	CHEBI:73862		MMDBc0048695
BASm0005272	(7Z,10Z,13Z,16Z,19Z)-3-oxodocosapentaenoyl-CoA	This compound belongs to the family of 3-Oxo-acyl CoAs. These are organic compounds containing a 3-oxo acylated coenzyme A derivative.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C43H66N7O18P3S	InChI=1S/C43H66N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-31(51)26-34(53)72-25-24-45-33(52)22-23-46-41(56)38(55)43(2,3)28-65-71(62,63)68-70(60,61)64-27-32-37(67-69(57,58)59)36(54)42(66-32)50-30-49-35-39(44)47-29-48-40(35)50/h5-6,8-9,11-12,14-15,17-18,29-30,32,36-38,42,54-55H,4,7,10,13,16,19-28H2,1-3H3,(H,45,52)(H,46,56)(H,60,61)(H,62,63)(H2,44,47,48)(H2,57,58,59)/b6-5-,9-8-,12-11-,15-14-,18-17-/t32-,36+,37+,38-,42-/m0/s1	SLYKKQSPRFJDAF-PNHDASEGSA-N	1093.339789	CHEBI:73863	HMDB0060200	
BASm0005273	(7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoA		58346-00-2	Expected Solid	CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C43H64N7O17P3S	InChI=1S/C43H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-34(52)71-27-26-45-33(51)24-25-46-41(55)38(54)43(2,3)29-64-70(61,62)67-69(59,60)63-28-32-37(66-68(56,57)58)36(53)42(65-32)50-31-49-35-39(44)47-30-48-40(35)50/h5-6,8-9,11-12,14-15,17-18,30-32,36-38,42,53-54H,4,7,10,13,16,19-29H2,1-3H3,(H,45,51)(H,46,55)(H,59,60)(H,61,62)(H2,44,47,48)(H2,56,57,58)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-/t32-,36-,37-,38+,42-/m1/s1	NDRVWKXEWNMEEO-HVGANWHPSA-J	1075.33142	CHEBI:73870	HMDB0006267	MMDBc0048683
BASm0005274	(9Z,12Z,15Z,18Z,21Z)-3-oxotetracosapentaenoyl-CoA			Expected Solid	CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C45H66N7O18P3S	InChI=1S/C45H70N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-33(53)28-36(55)74-27-26-47-35(54)24-25-48-43(58)40(57)45(2,3)30-67-73(64,65)70-72(62,63)66-29-34-39(69-71(59,60)61)38(56)44(68-34)52-32-51-37-41(46)49-31-50-42(37)52/h5-6,8-9,11-12,14-15,17-18,31-32,34,38-40,44,56-57H,4,7,10,13,16,19-30H2,1-3H3,(H,47,54)(H,48,58)(H,62,63)(H,64,65)(H2,46,49,50)(H2,59,60,61)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-/t34-,38+,39+,40-,44-/m0/s1	UQPANOGFYCZRAV-UWOIJHEUSA-J	1117.341985	CHEBI:73871		MMDBc0048748
BASm0005275	1-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine	LysoPC(22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of docosahexaenoic acid at the C-1 position. The docosahexaenoic acid moiety is derived from fish oils. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor family of integral membrane proteins. LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4.  binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood.  Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910).  LPCs have a number of protective or anti-inflammatory effects.  Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910).  Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.	162440-05-3		CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)OC[C@@H](O)COP(=O)([O-])OCC[N+](C)(C)C	C30H50NO7P	InChI=1S/C30H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-30(33)36-27-29(32)28-38-39(34,35)37-26-25-31(2,3)4/h6-7,9-10,12-13,15-16,18-19,21-22,29,32H,5,8,11,14,17,20,23-28H2,1-4H3/b7-6-,10-9-,13-12-,16-15-,19-18-,22-21-/t29-/m1/s1	LSOWKZULVQWMLY-APPDJCNMSA-N	567.3324895	CHEBI:73873	HMDB0010404	
BASm0005276	UDP-alpha-D-apiose	A UDP-D-apiose(2-) in which the anomeric centre of the apiose fragment has alpha-configuration.			O=c1ccn([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@H]3OC[C@](O)(CO)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1	C14H20N2O16P2	InChI=1S/C14H22N2O16P2/c17-4-14(23)5-28-12(10(14)21)31-34(26,27)32-33(24,25)29-3-6-8(19)9(20)11(30-6)16-2-1-7(18)15-13(16)22/h1-2,6,8-12,17,19-21,23H,3-5H2,(H,24,25)(H,26,27)(H,15,18,22)/p-2/t6-,8-,9-,10+,11-,12-,14-/m1/s1	SYVORCSTSYHSPN-UXAZDEAISA-L		CHEBI:73883		
BASm0005277	1alpha,25-dihydroxy-2beta-(3-hydroxypropoxy)-cholecalciferol	Eldecalcitol  (ED-71), a vitamin D analog, is a more potent inhibitor of bone resorption than alfacalcidol in an estrogen-deficient rat model of osteoporosis. Eldecalcitol, effectively and safely increased lumbar and hip bone mineral density (BMD) in osteoporotic patients who also received vitamin D3 supplementation.	104121-92-8	solid	C=C1/C(=C\C=C2/CCC[C@]3(C)[C@@H]([C@H](C)CCCC(C)(C)O)CC[C@@H]23)C[C@@H](O)[C@@H](OCCCO)[C@@H]1O	C30H50O5	InChI=1S/C30H50O5/c1-20(9-6-15-29(3,4)34)24-13-14-25-22(10-7-16-30(24,25)5)11-12-23-19-26(32)28(27(33)21(23)2)35-18-8-17-31/h11-12,20,24-28,31-34H,2,6-10,13-19H2,1,3-5H3/b22-11+,23-12-/t20-,24-,25+,26-,27-,28-,30-/m1/s1	FZEXGDDBXLBRTD-AYIMTCTASA-N	490.3658247	CHEBI:73927		
BASm0005278	GDP-4-dehydro-3,6-dideoxy-alpha-D-mannose			Expected Solid	C[C@H]1O[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(=O)[nH]c(N)nc43)[C@H](O)[C@@H]2O)[C@@H](O)CC1=O	C16H21N5O14P2	InChI=1S/C16H23N5O14P2/c1-5-6(22)2-7(23)15(32-5)34-37(29,30)35-36(27,28)31-3-8-10(24)11(25)14(33-8)21-4-18-9-12(21)19-16(17)20-13(9)26/h4-5,7-8,10-11,14-15,23-25H,2-3H2,1H3,(H,27,28)(H,29,30)(H3,17,19,20,26)/p-2/t5-,7+,8-,10-,11-,14-,15-/m1/s1	ACAXSHCRYZSKNE-FFJBUIDMSA-L	569.0571215	CHEBI:73931		MMDBc0056004
BASm0005279	GDP-beta-L-colitose			Expected Solid	C[C@@H]1O[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(=O)[nH]c(N)nc43)[C@H](O)[C@@H]2O)[C@@H](O)C[C@@H]1O	C16H23N5O14P2	InChI=1S/C16H25N5O14P2/c1-5-6(22)2-7(23)15(32-5)34-37(29,30)35-36(27,28)31-3-8-10(24)11(25)14(33-8)21-4-18-9-12(21)19-16(17)20-13(9)26/h4-8,10-11,14-15,22-25H,2-3H2,1H3,(H,27,28)(H,29,30)(H3,17,19,20,26)/p-2/t5-,6-,7-,8+,10+,11+,14+,15+/m0/s1	GRUFZTGABLSDFG-CQDAXFISSA-L	571.0727716	CHEBI:73932		MMDBc0056009
BASm0005280	dTDP-alpha-D-fucose	Deoxythymidine diphosphate-L-rhamnose (dTDP-L-rhamnose) is the precursor of L-rhamnose, a saccharide required for the virulence of some pathogenic bacteria. In gram-negative bacteria such as Salmonella enterica, Vibrio cholerae, or Escherichia coli 075:K5, L-rhamnose is an important residue in the O-antigen of lipopolysaccharides, which are essential for resistance to serum killing and colonization. In gram-positive bacteria such as streptococci, the capsule is a recognized virulence factor. For example, L-rhamnose is known to be present in the capsule of Streptococcus suis, a causative agent of meningitis in humans. In Streptococcus mutans, L-rhamnose containing polysaccharides have been implicated in tooth surface colonization and adherence to kidney, muscle, and heart tissues. In mycobacteria, L-rhamnose is fundamental to the structural integrity of the cell wall since it connects the inner peptidoglycan layer to the arabinogalactan polysaccharides. dTDP-L-rhamnose is synthesized from glucose-1-phosphate and deoxythymidine triphosphate (dTTP) via a pathway involving four distinct enzymes. Whereas common sugars such as glucose, fructose, and mannose are all D-configured, bacteria commonly utilize the L-configured carbohydrates in pharmacologically active compounds and their cell-wall structures. The bacterial cell wall is unique to bacteria; neither the cell wall nor the enzymes and chemical intermediates in its formation have analogues in humans. The enzymes involved in dTDP-L-rhamnose synthesis are potential targets for the design of new therapeutic agents (PMID: 10802738, 12773151).		Expected Solid	Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@H]3O[C@H](C)[C@H](O)[C@H](O)[C@H]3O)O2)c(=O)[nH]c1=O	C16H26N2O15P2	InChI=1S/C16H26N2O15P2/c1-6-4-18(16(24)17-14(6)23)10-3-8(19)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)12(21)11(20)7(2)30-15/h4,7-13,15,19-22H,3,5H2,1-2H3,(H,25,26)(H,27,28)(H,17,23,24)/t7-,8-,9+,10+,11-,12+,13+,15+/m0/s1	ZOSQFDVXNQFKBY-CGAXJHMRSA-N	548.0808412	CHEBI:73933	HMDB0006354	MMDBc0054471
BASm0005281	(S)-2-chloropropanoate			Expected Solid	C[C@H](Cl)C(=O)[O-]	C3H4ClO2	InChI=1S/C3H5ClO2/c1-2(4)3(5)6/h2H,1H3,(H,5,6)/p-1/t2-/m0/s1	GAWAYYRQGQZKCR-REOHCLBHSA-M	106.9905306	CHEBI:73934		MMDBc0055057
BASm0005282	2-chloroacrylate			Expected Solid	C=C(Cl)C(=O)[O-]	C3H2ClO2	InChI=1S/C3H3ClO2/c1-2(4)3(5)6/h1H2,(H,5,6)/p-1	SZTBMYHIYNGYIA-UHFFFAOYSA-M	104.9748806	CHEBI:73935		MMDBc0055213
BASm0005283	L-enduracididine			Expected Solid	[NH2+]=C1NC[C@@H](C[C@H]([NH3+])C(=O)[O-])N1	C6H13N4O2	InChI=1S/C6H12N4O2/c7-4(5(11)12)1-3-2-9-6(8)10-3/h3-4H,1-2,7H2,(H,11,12)(H3,8,9,10)/p+1/t3-,4+/m1/s1	VFXRPXBQCNHQRQ-DMTCNVIQSA-O	173.1033021	CHEBI:73936		MMDBc0056061
BASm0005284	(3S)-3-hydroxy-L-enduracididine			Expected Solid	[NH2+]=C1NC[C@@H]([C@H](O)[C@H]([NH3+])C(=O)[O-])N1	C6H13N4O3	InChI=1S/C6H12N4O3/c7-3(5(12)13)4(11)2-1-9-6(8)10-2/h2-4,11H,1,7H2,(H,12,13)(H3,8,9,10)/p+1/t2-,3-,4-/m0/s1	RFBWLSHSKDHIQO-HZLVTQRSSA-O	189.0982167	CHEBI:73937		MMDBc0054924
BASm0005285	(2S,3S)-hydroxyarginine			Expected Solid	NC(=[NH2+])NCC[C@H](O)[C@H]([NH3+])C(=O)[O-]	C6H14N4O3	InChI=1S/C6H14N4O3/c7-4(5(12)13)3(11)1-2-10-6(8)9/h3-4,11H,1-2,7H2,(H,12,13)(H4,8,9,10)/t3-,4-/m0/s1	VIDUVSPOWYVZIC-IMJSIDKUSA-N	190.1065903	CHEBI:73938		MMDBc0054054
BASm0005286	(3S,5S)-carbapenam-3-caboxylate			Expected Solid	O=C([O-])[C@@H]1CC[C@H]2CC(=O)N21	C7H8NO3	InChI=1S/C7H9NO3/c9-6-3-4-1-2-5(7(10)11)8(4)6/h4-5H,1-3H2,(H,10,11)/p-1/t4-,5-/m0/s1	RJPDELAUUYAFTQ-WHFBIAKZSA-M	154.0509667	CHEBI:73939		MMDBc0054919
BASm0005287	(5R)-carbapenem-3-carboxylate				O=C([O-])C1=CC[C@@H]2CC(=O)N12	C7H7NO3	InChI=1S/C7H7NO3/c9-6-3-4-1-2-5(7(10)11)8(4)6/h2,4H,1,3H2,(H,10,11)/t4-/m1/s1	BSIMZHVOQZIAOY-SCSAIBSYSA-N	153.0425931	CHEBI:73943		
BASm0005288	novobiocic acid			Expected Solid	CC(C)=CCc1cc(C(=O)Nc2c([O-])c3ccc(O)c(C)c3oc2=O)ccc1O	C22H20NO6	InChI=1S/C22H21NO6/c1-11(2)4-5-13-10-14(6-8-17(13)25)21(27)23-18-19(26)15-7-9-16(24)12(3)20(15)29-22(18)28/h4,6-10,24-26H,5H2,1-3H3,(H,23,27)/p-1	NMCFFEJWADWZTI-UHFFFAOYSA-M	394.1296109	CHEBI:73953		MMDBc0056228
BASm0005289	8-desmethylnovobiocic acid			Expected Solid	CC(C)=CCc1cc(C(=O)Nc2c([O-])c3ccc(O)cc3oc2=O)ccc1O	C21H18NO6	InChI=1S/C21H19NO6/c1-11(2)3-4-12-9-13(5-8-16(12)24)20(26)22-18-19(25)15-7-6-14(23)10-17(15)28-21(18)27/h3,5-10,23-25H,4H2,1-2H3,(H,22,26)/p-1	HVPRXGNWCQFXRR-UHFFFAOYSA-M	380.1139609	CHEBI:73954		MMDBc0055653
BASm0005290	descarbamoylnovobiocin			Expected Solid	CO[C@@H]1[C@@H](O)[C@@H](O)[C@H](Oc2ccc3c([O-])c(NC(=O)c4ccc(O)c(CC=C(C)C)c4)c(=O)oc3c2C)OC1(C)C	C30H34NO10	InChI=1S/C30H35NO10/c1-14(2)7-8-16-13-17(9-11-19(16)32)27(36)31-21-22(33)18-10-12-20(15(3)25(18)40-28(21)37)39-29-24(35)23(34)26(38-6)30(4,5)41-29/h7,9-13,23-24,26,29,32-35H,8H2,1-6H3,(H,31,36)/p-1/t23-,24+,26+,29+/m0/s1	UZHGFJZFJRMSOS-NANZAVOOSA-M	568.2188199	CHEBI:73955		MMDBc0055901
BASm0005291	desmethyldescarbamoylnovobiocin			Expected Solid	CC(C)=CCc1cc(C(=O)Nc2c([O-])c3ccc(O[C@@H]4OC(C)(C)[C@H](O)[C@@H](O)[C@H]4O)c(C)c3oc2=O)ccc1O	C29H32NO10	InChI=1S/C29H33NO10/c1-13(2)6-7-15-12-16(8-10-18(15)31)26(36)30-20-21(32)17-9-11-19(14(3)24(17)39-27(20)37)38-28-23(34)22(33)25(35)29(4,5)40-28/h6,8-12,22-23,25,28,31-35H,7H2,1-5H3,(H,30,36)/p-1/t22-,23+,25+,28+/m0/s1	ZCIRPBAEIIAERP-ZJTSJXPUSA-M	554.2031698	CHEBI:73957		MMDBc0055902
BASm0005292	(2S,5S)-5-carboxymethylproline	An alpha-amino-acid anion that is the conjugate base of (2S,5S)-5-carboxymethylproline, obtained by deprotonation of the two carboxy groups and protonation of the endocyclic amino group.				C7H10NO4		LIZWYFXJOOUDNV-WHFBIAKZSA-M	172.0615314	CHEBI:73962		
BASm0005293	beta-D-Gal-(1->3)-alpha-D-GlcNAc-di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP([O-])(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@@]1([H])N=C(C)[O-])=C(\C)CCC=C(C)C	C69H113NO17P2	InChI=1S/C69H115NO17P2/c1-48(2)24-14-25-49(3)26-15-27-50(4)28-16-29-51(5)30-17-31-52(6)32-18-33-53(7)34-19-35-54(8)36-20-37-55(9)38-21-39-56(10)40-22-41-57(11)42-23-43-58(12)44-45-82-88(78,79)87-89(80,81)86-68-62(70-59(13)73)67(64(75)61(47-72)83-68)85-69-66(77)65(76)63(74)60(46-71)84-69/h24,26,28,30,32,34,36,38,40,42,44,60-69,71-72,74-77H,14-23,25,27,29,31,33,35,37,39,41,43,45-47H2,1-13H3,(H,70,73)(H,78,79)(H,80,81)/p-2/b49-26+,50-28+,51-30-,52-32-,53-34-,54-36-,55-38-,56-40-,57-42-,58-44-/t60-,61-,62-,63+,64-,65+,66-,67-,68-,69+/m1/s1	WZXSCLOEBAZOTJ-SHJFEDHZSA-L	1289.749472	CHEBI:73973		MMDBc0055747
BASm0005294	3-oxooctacosanyol-CoA	A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 3-oxo-octacosanoyl-CoA (3-oxomontanoyl-CoA).				C49H84N7O18P3S		BGWXEUDZICRUBP-YLJNVRNNSA-J	1183.482835	CHEBI:73976		
BASm0005295	3-oxotetracosanoyl-CoA	3-Oxotetracosanoyl-CoA, also known as 3-keto-C24-CoA(4-) or 3-ketolignoceroyl-CoA(4-), belongs to the class of organic compounds known as very-long-chain 3-oxoacyl coas. These are organic compounds containing a coenzyme A derivative, which is 3-oxo acylated long aliphatic chain of 22 carbon atoms or more.			[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)CC(=O)CCCCCCCCCCCCCCCCCCCCC)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C45H76N7O18P3S	InChI=1S/C45H80N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-33(53)28-36(55)74-27-26-47-35(54)24-25-48-43(58)40(57)45(2,3)30-67-73(64,65)70-72(62,63)66-29-34-39(69-71(59,60)61)38(56)44(68-34)52-32-51-37-41(46)49-31-50-42(37)52/h31-32,34,38-40,44,56-57H,4-30H2,1-3H3,(H,47,54)(H,48,58)(H,62,63)(H,64,65)(H2,46,49,50)(H2,59,60,61)/p-4/t34-,38-,39-,40+,44-/m1/s1	JJSJTIWFKNSCHC-JBKAVQFISA-J	1127.420235	CHEBI:73977		
BASm0005296	2-acetamidoglucal	A glycal derivative that is 1,5-anhydro-2-deoxy-D-arabino-hex-1-enitol substituted by an acetylamino group at position 2.				C8H13NO5		LKFJQOCOGNNTCY-BWZBUEFSSA-N	203.0793725	CHEBI:73979		
BASm0005297	3-oxohexacosanoyl-CoA	A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 3-oxohexacosanoyl-CoA.			[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)CC(=O)CCCCCCCCCCCCCCCCCCCCCCC)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C47H80N7O18P3S	InChI=1S/C47H84N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-35(55)30-38(57)76-29-28-49-37(56)26-27-50-45(60)42(59)47(2,3)32-69-75(66,67)72-74(64,65)68-31-36-41(71-73(61,62)63)40(58)46(70-36)54-34-53-39-43(48)51-33-52-44(39)54/h33-34,36,40-42,46,58-59H,4-32H2,1-3H3,(H,49,56)(H,50,60)(H,64,65)(H,66,67)(H2,48,51,52)(H2,61,62,63)/p-4/t36-,40-,41-,42+,46-/m1/s1	VOMUIFOBQMYJPJ-CPIGOPAHSA-J	1155.451535	CHEBI:73980		
BASm0005298	beta-D-Gal-(1->4)-alpha-D-GlcNAc-di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP([O-])(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@]([H])(O)[C@@]1([H])N=C(C)[O-])=C(\C)CCC=C(C)C	C69H113NO17P2	InChI=1S/C69H115NO17P2/c1-48(2)24-14-25-49(3)26-15-27-50(4)28-16-29-51(5)30-17-31-52(6)32-18-33-53(7)34-19-35-54(8)36-20-37-55(9)38-21-39-56(10)40-22-41-57(11)42-23-43-58(12)44-45-82-88(78,79)87-89(80,81)86-68-62(70-59(13)73)64(75)67(61(47-72)84-68)85-69-66(77)65(76)63(74)60(46-71)83-69/h24,26,28,30,32,34,36,38,40,42,44,60-69,71-72,74-77H,14-23,25,27,29,31,33,35,37,39,41,43,45-47H2,1-13H3,(H,70,73)(H,78,79)(H,80,81)/p-2/b49-26+,50-28+,51-30-,52-32-,53-34-,54-36-,55-38-,56-40-,57-42-,58-44-/t60-,61-,62-,63+,64-,65+,66-,67-,68-,69+/m1/s1	UUCCUHBMBRNBLG-SHJFEDHZSA-L	1289.749472	CHEBI:73984		MMDBc0055749
BASm0005299	beta-D-Glc-(1->3)-alpha-D-GlcNAc-di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP([O-])(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@@]1([H])N=C(C)[O-])=C(\C)CCC=C(C)C	C69H113NO17P2	InChI=1S/C69H115NO17P2/c1-48(2)24-14-25-49(3)26-15-27-50(4)28-16-29-51(5)30-17-31-52(6)32-18-33-53(7)34-19-35-54(8)36-20-37-55(9)38-21-39-56(10)40-22-41-57(11)42-23-43-58(12)44-45-82-88(78,79)87-89(80,81)86-68-62(70-59(13)73)67(64(75)61(47-72)83-68)85-69-66(77)65(76)63(74)60(46-71)84-69/h24,26,28,30,32,34,36,38,40,42,44,60-69,71-72,74-77H,14-23,25,27,29,31,33,35,37,39,41,43,45-47H2,1-13H3,(H,70,73)(H,78,79)(H,80,81)/p-2/b49-26+,50-28+,51-30-,52-32-,53-34-,54-36-,55-38-,56-40-,57-42-,58-44-/t60-,61-,62-,63-,64-,65+,66-,67-,68-,69+/m1/s1	WZXSCLOEBAZOTJ-RDRPKIEGSA-L	1289.749472	CHEBI:73986		MMDBc0055756
BASm0005300	alpha-D-GalNAc-(1->3)-alpha-D-GalNAc-di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP(O)(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O[C@@]2([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)[C@@]2([H])N=C(C)[O-])[C@@]1([H])N=C(C)[O-])=C(\C)CCC=C(C)C	C71H116N2O17P2	InChI=1S/C71H118N2O17P2/c1-49(2)25-15-26-50(3)27-16-28-51(4)29-17-30-52(5)31-18-32-53(6)33-19-34-54(7)35-20-36-55(8)37-21-38-56(9)39-22-40-57(10)41-23-42-58(11)43-24-44-59(12)45-46-85-91(81,82)90-92(83,84)89-71-65(73-61(14)77)69(67(79)63(48-75)87-71)88-70-64(72-60(13)76)68(80)66(78)62(47-74)86-70/h25,27,29,31,33,35,37,39,41,43,45,62-71,74-75,78-80H,15-24,26,28,30,32,34,36,38,40,42,44,46-48H2,1-14H3,(H,72,76)(H,73,77)(H,81,82)(H,83,84)/p-2/b50-27+,51-29+,52-31-,53-33-,54-35-,55-37-,56-39-,57-41-,58-43-,59-45-/t62-,63-,64-,65-,66+,67+,68-,69-,70-,71-/m1/s1	SGCLPRBYAHBRPD-QOZJJACASA-L	1330.776021	CHEBI:73987		MMDBc0055706
BASm0005301	beta-D-Gal-(1->3)-alpha-D-GalNAc-(1->3)-alpha-D-GalNAc-di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP(O)(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O[C@@]2([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O[C@]3([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)[C@@]3([H])O)[C@@]2([H])N=C(C)[O-])[C@@]1([H])N=C(C)[O-])=C(\C)CCC=C(C)C	C77H126N2O22P2	InChI=1S/C77H128N2O22P2/c1-50(2)25-15-26-51(3)27-16-28-52(4)29-17-30-53(5)31-18-32-54(6)33-19-34-55(7)35-20-36-56(8)37-21-38-57(9)39-22-40-58(10)41-23-42-59(11)43-24-44-60(12)45-46-94-102(90,91)101-103(92,93)100-76-67(79-62(14)84)74(70(87)65(49-82)96-76)98-75-66(78-61(13)83)73(69(86)64(48-81)95-75)99-77-72(89)71(88)68(85)63(47-80)97-77/h25,27,29,31,33,35,37,39,41,43,45,63-77,80-82,85-89H,15-24,26,28,30,32,34,36,38,40,42,44,46-49H2,1-14H3,(H,78,83)(H,79,84)(H,90,91)(H,92,93)/p-2/b51-27+,52-29+,53-31-,54-33-,55-35-,56-37-,57-39-,58-41-,59-43-,60-45-/t63-,64-,65-,66-,67-,68+,69+,70+,71+,72-,73-,74-,75-,76-,77+/m1/s1	DTHGKYAZBNWFMJ-RIJYEUHMSA-L	1492.828845	CHEBI:73988		MMDBc0055746
BASm0005302	2-(9Z-octadecenoyl)-glycerol	MG(0:0/18:1(9Z)/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.		Solid	[H]C(CO)(CO)OC(=O)CCCCCCC\C=C/CCCCCCCC	C21H40O4	InChI=1S/C21H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-20(18-22)19-23/h9-10,20,22-23H,2-8,11-19H2,1H3/b10-9-	UPWGQKDVAURUGE-KTKRTIGZSA-N	356.2926598	CHEBI:73990	HMDB0011537	
BASm0005303	alpha-L-Fuc-(1->2)-beta-D-Gal-(1->3)-alpha-D-GalNAc-(1->3)-alpha-D-GalNAc-di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP(O)(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O[C@@]2([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O[C@]3([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)[C@@]3([H])O[C@]3([H])O[C@@]([H])(C)[C@@]([H])(O)[C@@]([H])(O)[C@]3([H])O)[C@@]2([H])N=C(C)[O-])[C@@]1([H])N=C(C)[O-])=C(\C)CCC=C(C)C	C83H136N2O26P2	InChI=1S/C83H138N2O26P2/c1-51(2)26-16-27-52(3)28-17-29-53(4)30-18-31-54(5)32-19-33-55(6)34-20-35-56(7)36-21-37-57(8)38-22-39-58(9)40-23-41-59(10)42-24-43-60(11)44-25-45-61(12)46-47-102-112(98,99)111-113(100,101)110-81-69(85-64(15)90)78(73(94)67(50-88)105-81)107-80-68(84-63(14)89)77(72(93)66(49-87)104-80)108-83-79(75(96)71(92)65(48-86)106-83)109-82-76(97)74(95)70(91)62(13)103-82/h26,28,30,32,34,36,38,40,42,44,46,62,65-83,86-88,91-97H,16-25,27,29,31,33,35,37,39,41,43,45,47-50H2,1-15H3,(H,84,89)(H,85,90)(H,98,99)(H,100,101)/p-2/b52-28+,53-30+,54-32-,55-34-,56-36-,57-38-,58-40-,59-42-,60-44-,61-46-/t62-,65+,66+,67+,68+,69+,70+,71-,72-,73-,74+,75-,76-,77+,78+,79+,80+,81+,82-,83-/m0/s1	JNHZJPLQKQTBFJ-WDJWUHPUSA-L	1638.886754	CHEBI:73991		MMDBc0055717
BASm0005304	alpha-L-Fuc-(1->2)-[alpha-D-Gal-(1->3)]-beta-D-Gal-(1->3)-alpha-D-GalNAc-(1->3)-alpha-D-GalNAc-di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP(O)(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O[C@@]2([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O[C@]3([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O[C@@]4([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)[C@@]4([H])O)[C@@]3([H])O[C@]3([H])O[C@@]([H])(C)[C@@]([H])(O)[C@@]([H])(O)[C@]3([H])O)[C@@]2([H])N=C(C)[O-])[C@@]1([H])N=C(C)[O-])=C(\C)CCC=C(C)C	C89H146N2O31P2	InChI=1S/C89H148N2O31P2/c1-52(2)26-16-27-53(3)28-17-29-54(4)30-18-31-55(5)32-19-33-56(6)34-20-35-57(7)36-21-37-58(8)38-22-39-59(9)40-23-41-60(10)42-24-43-61(11)44-25-45-62(12)46-47-111-123(107,108)122-124(109,110)121-86-71(91-65(15)97)82(75(101)68(50-94)114-86)117-85-70(90-64(14)96)81(74(100)67(49-93)113-85)118-89-84(120-87-79(105)77(103)72(98)63(13)112-87)83(76(102)69(51-95)116-89)119-88-80(106)78(104)73(99)66(48-92)115-88/h26,28,30,32,34,36,38,40,42,44,46,63,66-89,92-95,98-106H,16-25,27,29,31,33,35,37,39,41,43,45,47-51H2,1-15H3,(H,90,96)(H,91,97)(H,107,108)(H,109,110)/p-2/b53-28+,54-30+,55-32-,56-34-,57-36-,58-38-,59-40-,60-42-,61-44-,62-46-/t63-,66+,67+,68+,69+,70+,71+,72+,73-,74-,75-,76-,77+,78-,79-,80+,81+,82+,83-,84+,85+,86+,87-,88+,89-/m0/s1	UQYSJTDLRLYPNU-OOXGFABVSA-L	1800.939577	CHEBI:73993		MMDBc0055702
BASm0005306	GDP-alpha-D-perosamine					C16H25N6O14P2		PMFIPWCEUCAMAY-YVXBHLEUSA-M	587.0909471	CHEBI:73996		
BASm0005307	GDP-N-acetyl-alpha-D-perosamine			Expected Solid	CC(=O)N[C@H]1[C@H](O)[C@H](O)[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(=O)[nH]c(N)nc43)[C@H](O)[C@@H]2O)O[C@@H]1C	C18H28N6O15P2	InChI=1S/C18H28N6O15P2/c1-5-8(21-6(2)25)11(27)13(29)17(36-5)38-41(33,34)39-40(31,32)35-3-7-10(26)12(28)16(37-7)24-4-20-9-14(24)22-18(19)23-15(9)30/h4-5,7-8,10-13,16-17,26-29H,3H2,1-2H3,(H,21,25)(H,31,32)(H,33,34)(H3,19,22,23,30)/t5-,7-,8-,10-,11+,12-,13+,16-,17-/m1/s1	QYYLCPNKZRMSFL-XEDXKBCUSA-N	630.1087873	CHEBI:73997		MMDBc0054493
BASm0005308	1-hexadecanoyl-2-[(9Z)-hexadec-9-enoyl]-sn-glycero-3-phosphate	PA(16:0/16:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/16:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])[O-]	C35H67O8P	InChI=1S/C35H67O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(36)41-31-33(32-42-44(38,39)40)43-35(37)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,33H,3-13,15,17-32H2,1-2H3,(H2,38,39,40)/b16-14-/t33-/m1/s1	SCNLPRDASXIFJK-BSAOHMCWSA-N	646.4573556	CHEBI:73998		
BASm0005309	1-hexadecanoyl-2-(9Z)-hexadecenoyl-sn-glycero-3-phosphoethanolamine	PE(16:0/16:1(9Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(16:0/16:1(9Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38)46-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,35H,3-13,15,17-34,38H2,1-2H3,(H,41,42)/b16-14-/t35-/m1/s1	CZOSTDZGCCEZTJ-WMHOIYFHSA-N	689.4995553	CHEBI:73999	HMDB0008924	
BASm0005310	1-hexadecanoyl-2-(9Z-hexadecenoyl)-sn-glycero-3-phosphocholine	PC(16:0/16:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/16:1(9Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	53595-24-7		CCCCCCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h17,19,38H,6-16,18,20-37H2,1-5H3/b19-17-/t38-/m1/s1	QIBZFHLFHCIUOT-NPBIGWJUSA-N	731.546505	CHEBI:74000	HMDB0007969	
BASm0005311	1-O-octadecyl-sn-glycerol	MG(O-18:0/0:0/0:0) belongs to the family of monoradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at one fatty acyl group is attached. Their general formula is [R1]OCC(CO[R2])O[R3]. MG(O-18:0/0:0/0:0) is made up of one octadecyl(R1).			[H][C@](O)(CO)COCCCCCCCCCCCCCCCCCC	C21H44O3	InChI=1S/C21H44O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24-20-21(23)19-22/h21-23H,2-20H2,1H3/t21-/m0/s1	OGBUMNBNEWYMNJ-NRFANRHFSA-N	344.3290453	CHEBI:74001	HMDB0011143	
BASm0005312	CDP-2,3-bis-O-(phytanyl)-sn-glycerol			Expected Solid	[H][C@@](C)(CCCC(C)C)CCC[C@@]([H])(C)CCC[C@@]([H])(C)CCOC[C@@]([H])(COP([O-])(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=CC(=N)N=C2[O-])[C@]([H])(O)[C@]1([H])O)OCC[C@]([H])(C)CCC[C@]([H])(C)CCC[C@]([H])(C)CCCC(C)C	C52H99N3O13P2	InChI=1S/C52H101N3O13P2/c1-38(2)17-11-19-40(5)21-13-23-42(7)25-15-27-44(9)30-33-63-35-46(64-34-31-45(10)28-16-26-43(8)24-14-22-41(6)20-12-18-39(3)4)36-65-69(59,60)68-70(61,62)66-37-47-49(56)50(57)51(67-47)55-32-29-48(53)54-52(55)58/h29,32,38-47,49-51,56-57H,11-28,30-31,33-37H2,1-10H3,(H,59,60)(H,61,62)(H2,53,54,58)/p-2/t40-,41-,42-,43-,44-,45-,46+,47-,49-,50-,51-/m1/s1	JXITWCJAPKTFER-DDEUYAGPSA-L	1035.666411	CHEBI:74004		MMDBc0055791
BASm0005313	saturated 1-archaetidyl-1D-myo-inositol 3-phosphate			Expected Solid	[H][C@@](C)(CCCC(C)C)CCC[C@@]([H])(C)CCC[C@@]([H])(C)CCOC[C@@]([H])(COP([O-])(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(O)[C@]([H])(O)[C@@]([H])(OP([O-])([O-])=O)[C@@]1([H])O)OCC[C@]([H])(C)CCC[C@]([H])(C)CCC[C@]([H])(C)CCCC(C)C	C49H97O14P2	InChI=1S/C49H100O14P2/c1-35(2)17-11-19-37(5)21-13-23-39(7)25-15-27-41(9)29-31-59-33-43(60-32-30-42(10)28-16-26-40(8)24-14-22-38(6)20-12-18-36(3)4)34-61-65(57,58)63-49-46(52)44(50)45(51)48(47(49)53)62-64(54,55)56/h35-53H,11-34H2,1-10H3,(H,57,58)(H2,54,55,56)/p-3/t37-,38-,39-,40-,41-,42-,43+,44+,45+,46-,47-,48-,49+/m1/s1	ZEUIOZPPYUDCRR-YLALLHFRSA-K	971.6370025	CHEBI:74006		MMDBc0056305
BASm0005317	(11Z)-3-oxoicosenoyl-CoA			Expected Solid	CCCCCCCC/C=C\CCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H66N7O18P3S	InChI=1S/C41H70N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-29(49)24-32(51)70-23-22-43-31(50)20-21-44-39(54)36(53)41(2,3)26-63-69(60,61)66-68(58,59)62-25-30-35(65-67(55,56)57)34(52)40(64-30)48-28-47-33-37(42)45-27-46-38(33)48/h11-12,27-28,30,34-36,40,52-53H,4-10,13-26H2,1-3H3,(H,43,50)(H,44,54)(H,58,59)(H,60,61)(H2,42,45,46)(H2,55,56,57)/p-4/b12-11-/t30?,34?,35?,36?,40-/m0/s1	ASKKPQKSCFYPPP-JPKCQDBUSA-J	1069.341985	CHEBI:74011		MMDBc0049198
BASm0005318	(11Z,14Z)-3-oxoicosa-11,14-dienoyl-CoA			Expected Solid	CCCCC/C=C\C/C=C\CCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H64N7O18P3S	InChI=1S/C41H68N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-29(49)24-32(51)70-23-22-43-31(50)20-21-44-39(54)36(53)41(2,3)26-63-69(60,61)66-68(58,59)62-25-30-35(65-67(55,56)57)34(52)40(64-30)48-28-47-33-37(42)45-27-46-38(33)48/h8-9,11-12,27-28,30,34-36,40,52-53H,4-7,10,13-26H2,1-3H3,(H,43,50)(H,44,54)(H,58,59)(H,60,61)(H2,42,45,46)(H2,55,56,57)/p-4/b9-8-,12-11-/t30?,34?,35?,36?,40-/m0/s1	PUWDUOCPCWFEFG-YUKGHZHKSA-J	1067.326335	CHEBI:74012		MMDBc0049199
BASm0005319	diosgenin 3-O-beta-D-glucoside	Capsicoside A3 is found in herbs and spices. Capsicoside A3 is a constituent of Capsicum annuum roots.	14144-06-0		C[C@@H]1CC[C@@]2(OC1)O[C@H]1C[C@H]3[C@@H]4CC=C5C[C@@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)CC[C@]5(C)[C@H]4CC[C@]3(C)[C@H]1[C@@H]2C	C33H52O8	InChI=1S/C33H52O8/c1-17-7-12-33(38-16-17)18(2)26-24(41-33)14-23-21-6-5-19-13-20(8-10-31(19,3)22(21)9-11-32(23,26)4)39-30-29(37)28(36)27(35)25(15-34)40-30/h5,17-18,20-30,34-37H,6-16H2,1-4H3	WXMARHKAXWRNDM-UHFFFAOYSA-N	576.3662186	CHEBI:74020	HMDB0029310	
BASm0005320	dioscin				C[C@@H]1CC[C@@]2(OC1)O[C@H]1C[C@H]3[C@@H]4CC=C5C[C@@H](O[C@@H]6O[C@H](CO)[C@@H](O[C@@H]7O[C@@H](C)[C@H](O)[C@@H](O)[C@H]7O)[C@H](O)[C@H]6O[C@@H]6O[C@@H](C)[C@H](O)[C@@H](O)[C@H]6O)CC[C@]5(C)[C@H]4CC[C@]3(C)[C@H]1[C@@H]2C	C45H72O16	InChI=1S/C45H72O16/c1-19-9-14-45(54-18-19)20(2)30-28(61-45)16-27-25-8-7-23-15-24(10-12-43(23,5)26(25)11-13-44(27,30)6)57-42-39(60-41-36(52)34(50)32(48)22(4)56-41)37(53)38(29(17-46)58-42)59-40-35(51)33(49)31(47)21(3)55-40/h7,19-22,24-42,46-53H,8-18H2,1-6H3	VNONINPVFQTJOC-UHFFFAOYSA-N	868.4820362	CHEBI:74023	HMDB0251433	
BASm0005321	26-deglucoprotodioscin				C[C@@H](CO)CC[C@@]1(O)O[C@H]2C[C@H]3[C@@H]4CC=C5C[C@@H](O[C@@H]6O[C@H](CO)[C@@H](O[C@@H]7O[C@@H](C)[C@H](O)[C@@H](O)[C@H]7O)[C@H](O)[C@H]6O[C@@H]6O[C@@H](C)[C@H](O)[C@@H](O)[C@H]6O)CC[C@]5(C)[C@H]4CC[C@]3(C)[C@H]2[C@@H]1C	C45H74O17	InChI=1S/C45H74O17/c1-19(17-46)9-14-45(55)20(2)30-28(62-45)16-27-25-8-7-23-15-24(10-12-43(23,5)26(25)11-13-44(27,30)6)58-42-39(61-41-36(53)34(51)32(49)22(4)57-41)37(54)38(29(18-47)59-42)60-40-35(52)33(50)31(48)21(3)56-40/h7,19-22,24-42,46-55H,8-18H2,1-6H3	HTURSHLCTQHPMM-UHFFFAOYSA-N	886.4926009	CHEBI:74026	HMDB0169659	
BASm0005322	(9Z,12Z,15Z)-octadecatrienoyl-CoA			Expected Solid	CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C39H60N7O17P3S	InChI=1S/C39H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h5-6,8-9,11-12,26-28,32-34,38,49-50H,4,7,10,13-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/p-4/b6-5-,9-8-,12-11-/t28-,32-,33-,34+,38-/m1/s1	OMKFKBGZHNJNEX-PQBHNYBOSA-J	1023.30012	CHEBI:74034	HMDB0006290	MMDBc0048667
BASm0005323	(11Z,14Z,17Z)-3-oxoeicosatrienoyl-CoA	3-oxo-eicosatrienoyl-coa, also known as (11z,14z,17z)-3-oxoeicosatrienoyl-conezyme a(4-) or 3-keto-(11cis,14cis,17cis)-icosatrienoyl-coa(4-), is a member of the class of compounds known as long-chain 3-oxoacyl coas. Long-chain 3-oxoacyl coas are organic compounds containing a coenzyme A derivative, which is 3-oxo acylated long aliphatic chain of 13 to 21 carbon atoms. 3-oxo-eicosatrienoyl-coa is practically insoluble (in water) and an extremely strong acidic compound (based on its pKa). 3-oxo-eicosatrienoyl-coa can be found in a number of food items such as sourdock, tartary buckwheat, cornmint, and macadamia nut (m. tetraphylla), which makes 3-oxo-eicosatrienoyl-coa a potential biomarker for the consumption of these food products.			CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H62N7O18P3S	InChI=1S/C41H66N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-29(49)24-32(51)70-23-22-43-31(50)20-21-44-39(54)36(53)41(2,3)26-63-69(60,61)66-68(58,59)62-25-30-35(65-67(55,56)57)34(52)40(64-30)48-28-47-33-37(42)45-27-46-38(33)48/h5-6,8-9,11-12,27-28,30,34-36,40,52-53H,4,7,10,13-26H2,1-3H3,(H,43,50)(H,44,54)(H,58,59)(H,60,61)(H2,42,45,46)(H2,55,56,57)/p-4/b6-5-,9-8-,12-11-/t30-,34-,35-,36+,40-/m1/s1	DFYFQQXXTCLFNG-UBQHHBPXSA-J	1065.310685	CHEBI:74054	HMDB0304150	
BASm0005324	(13Z)-docosenoyl-CoA			Expected Solid	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C43H72N7O17P3S	InChI=1S/C43H76N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-34(52)71-27-26-45-33(51)24-25-46-41(55)38(54)43(2,3)29-64-70(61,62)67-69(59,60)63-28-32-37(66-68(56,57)58)36(53)42(65-32)50-31-49-35-39(44)47-30-48-40(35)50/h11-12,30-32,36-38,42,53-54H,4-10,13-29H2,1-3H3,(H,45,51)(H,46,55)(H,59,60)(H,61,62)(H2,44,47,48)(H2,56,57,58)/p-4/b12-11-/t32-,36-,37-,38+,42-/m1/s1	OWGHRDKRIGXBJM-SPZFTOIUSA-J	1083.39402	CHEBI:74068		MMDBc0048653
BASm0005325	(11Z)-eicosenoyl-CoA			Expected Solid	CCCCCCCC/C=C\CCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H68N7O17P3S	InChI=1S/C41H72N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h11-12,28-30,34-36,40,51-52H,4-10,13-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/p-4/b12-11-/t30-,34-,35-,36+,40-/m1/s1	ZDRKXADSROCWCG-FVLDFCIYSA-J	1055.36272	CHEBI:74069		MMDBc0048658
BASm0005326	(13Z)-3-oxodocosenoyl-CoA			Expected Solid	CCCCCCCC/C=C\CCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C43H70N7O18P3S	InChI=1S/C43H74N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-31(51)26-34(53)72-25-24-45-33(52)22-23-46-41(56)38(55)43(2,3)28-65-71(62,63)68-70(60,61)64-27-32-37(67-69(57,58)59)36(54)42(66-32)50-30-49-35-39(44)47-29-48-40(35)50/h11-12,29-30,32,36-38,42,54-55H,4-10,13-28H2,1-3H3,(H,45,52)(H,46,56)(H,60,61)(H,62,63)(H2,44,47,48)(H2,57,58,59)/p-4/b12-11-/t32?,36?,37?,38?,42-/m0/s1	TWKFVJBYYSLPHE-MVWMFJOUSA-J	1097.373285	CHEBI:74070		MMDBc0049197
BASm0005327	(15Z)-3-oxotetracosenoyl-CoA			Expected Solid	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C45H74N7O18P3S	InChI=1S/C45H78N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-33(53)28-36(55)74-27-26-47-35(54)24-25-48-43(58)40(57)45(2,3)30-67-73(64,65)70-72(62,63)66-29-34-39(69-71(59,60)61)38(56)44(68-34)52-32-51-37-41(46)49-31-50-42(37)52/h11-12,31-32,34,38-40,44,56-57H,4-10,13-30H2,1-3H3,(H,47,54)(H,48,58)(H,62,63)(H,64,65)(H2,46,49,50)(H2,59,60,61)/p-4/b12-11-/t34?,38?,39?,40?,44-/m0/s1	OYATWRUGHUAXMW-KPDLDTBJSA-J	1125.404585	CHEBI:74071		MMDBc0049196
BASm0005328	(9Z,12Z,15Z,18Z,21Z)-tetracosapentaenoyl-CoA			Expected Solid	CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C45H68N7O17P3S	InChI=1S/C45H72N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-36(54)73-29-28-47-35(53)26-27-48-43(57)40(56)45(2,3)31-66-72(63,64)69-71(61,62)65-30-34-39(68-70(58,59)60)38(55)44(67-34)52-33-51-37-41(46)49-32-50-42(37)52/h5-6,8-9,11-12,14-15,17-18,32-34,38-40,44,55-56H,4,7,10,13,16,19-31H2,1-3H3,(H,47,53)(H,48,57)(H,61,62)(H,63,64)(H2,46,49,50)(H2,58,59,60)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-/t34-,38-,39-,40+,44-/m1/s1	BNAMTMVBOVNNSH-AFQBPCMKSA-J	1103.36272	CHEBI:74083		MMDBc0048669
BASm0005329	(6Z,9Z,12Z,15Z,18Z)-tetracosapentaenoyl-CoA			Expected Solid	CCCCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C45H68N7O17P3S	InChI=1S/C45H72N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-36(54)73-29-28-47-35(53)26-27-48-43(57)40(56)45(2,3)31-66-72(63,64)69-71(61,62)65-30-34-39(68-70(58,59)60)38(55)44(67-34)52-33-51-37-41(46)49-32-50-42(37)52/h8-9,11-12,14-15,17-18,20-21,32-34,38-40,44,55-56H,4-7,10,13,16,19,22-31H2,1-3H3,(H,47,53)(H,48,57)(H,61,62)(H,63,64)(H2,46,49,50)(H2,58,59,60)/p-4/b9-8-,12-11-,15-14-,18-17-,21-20-/t34-,38-,39-,40+,44-/m1/s1	XZYNVQDKYRHKFG-QOJZHLSOSA-J	1103.36272	CHEBI:74084	HMDB0060225	MMDBc0048687
BASm0005330	(6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoA			Expected Solid	CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C45H66N7O17P3S	InChI=1S/C45H70N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-36(54)73-29-28-47-35(53)26-27-48-43(57)40(56)45(2,3)31-66-72(63,64)69-71(61,62)65-30-34-39(68-70(58,59)60)38(55)44(67-34)52-33-51-37-41(46)49-32-50-42(37)52/h5-6,8-9,11-12,14-15,17-18,20-21,32-34,38-40,44,55-56H,4,7,10,13,16,19,22-31H2,1-3H3,(H,47,53)(H,48,57)(H,61,62)(H,63,64)(H2,46,49,50)(H2,58,59,60)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-,21-20-/t34-,38-,39-,40+,44-/m1/s1	KRIFZIRXAAITHR-KWFBMMABSA-J	1101.34707	CHEBI:74086	HMDB0006243	MMDBc0048686
BASm0005331	(9Z,12Z,15Z,18Z)-tetracosatetraenoyl-CoA			Expected Solid	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C45H70N7O17P3S	InChI=1S/C45H74N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-36(54)73-29-28-47-35(53)26-27-48-43(57)40(56)45(2,3)31-66-72(63,64)69-71(61,62)65-30-34-39(68-70(58,59)60)38(55)44(67-34)52-33-51-37-41(46)49-32-50-42(37)52/h8-9,11-12,14-15,17-18,32-34,38-40,44,55-56H,4-7,10,13,16,19-31H2,1-3H3,(H,47,53)(H,48,57)(H,61,62)(H,63,64)(H2,46,49,50)(H2,58,59,60)/p-4/b9-8-,12-11-,15-14-,18-17-/t34-,38-,39-,40+,44-/m1/s1	OKOXEYTYHDPTEW-GJYKHRJNSA-J	1105.37837	CHEBI:74087	HMDB0006516	MMDBc0048668
BASm0005332	N-(9Z-octadecenoyl)-sphinganine	Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides.			CCCCCCCC/C=C\CCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC	C36H71NO3	InChI=1S/C36H71NO3/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-36(40)37-34(33-38)35(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,34-35,38-39H,3-16,19-33H2,1-2H3,(H,37,40)/b18-17-/t34-,35+/m0/s1	MJQIARGPQMNBGT-WWUCIAQXSA-N	565.5433951	CHEBI:74100	HMDB0011763	
BASm0005333	2-hydroxyhexadecanoyl-CoA			Expected Solid	CCCCCCCCCCCCCCC(O)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C37H62N7O18P3S	InChI=1S/C37H66N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-25(45)36(50)66-20-19-39-27(46)17-18-40-34(49)31(48)37(2,3)22-59-65(56,57)62-64(54,55)58-21-26-30(61-63(51,52)53)29(47)35(60-26)44-24-43-28-32(38)41-23-42-33(28)44/h23-26,29-31,35,45,47-48H,4-22H2,1-3H3,(H,39,46)(H,40,49)(H,54,55)(H,56,57)(H2,38,41,42)(H2,51,52,53)/p-4/t25?,26-,29-,30-,31+,35-/m1/s1	KCYAHSOGWAZYJF-QGGHQSAPSA-J	1017.310685	CHEBI:74115		MMDBc0055247
BASm0005334	2-hydroxyoctadecanoyl-CoA	(2s)-2-hydroxyoctadecanoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a (2S)-2-hydroxyoctadecanoic acid thioester of coenzyme A. (2s)-2-hydroxyoctadecanoyl-coa is an acyl-CoA with 18 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. (2s)-2-hydroxyoctadecanoyl-coa is therefore classified as a long chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. (2s)-2-hydroxyoctadecanoyl-coa, being a long chain acyl-CoA is a substrate for long chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, (2S)-2-hydroxyoctadecanoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of (2S)-2-hydroxyoctadecanoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts (2S)-2-hydroxyoctadecanoyl-CoA into (2S)-2-hydroxyoctadecanoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, (2S)-2-hydroxyoctadecanoylcarnitine is converted back to (2S)-2-hydroxyoctadecanoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of (2S)-2-hydroxyoctadecanoyl-CoA occurs in four steps. First, since (2S)-2-hydroxyoctadecanoyl-CoA is a long chain acyl-CoA it is the substrate for a long chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of (2S)-2-hydroxyoctadecanoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until (2S)-2-hydroxyoctadecanoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CCCCCCCCCCCCCCCCC(O)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C39H70N7O18P3S	InChI=1S/C39H70N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-27(47)38(52)68-22-21-41-29(48)19-20-42-36(51)33(50)39(2,3)24-61-67(58,59)64-66(56,57)60-23-28-32(63-65(53,54)55)31(49)37(62-28)46-26-45-30-34(40)43-25-44-35(30)46/h25-28,31-33,37,47,49-50H,4-24H2,1-3H3,(H,41,48)(H,42,51)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)	OJQMIXCIJFLULT-UHFFFAOYSA-N	1049.371091	CHEBI:74116	HMDB0301308	
BASm0005335	2-hydroxydocosanoyl-CoA	2-hydroxydocosanoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a 2-hydroxydocosanoic acid thioester of coenzyme A. 2-hydroxydocosanoyl-coa is an acyl-CoA with 22 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. 2-hydroxydocosanoyl-coa is therefore classified as a very long chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. 2-hydroxydocosanoyl-coa, being a very long chain acyl-CoA is a substrate for very long chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, 2-Hydroxydocosanoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of 2-Hydroxydocosanoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts 2-Hydroxydocosanoyl-CoA into 2-Hydroxydocosanoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, 2-Hydroxydocosanoylcarnitine is converted back to 2-Hydroxydocosanoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of 2-Hydroxydocosanoyl-CoA occurs in four steps. First, since 2-Hydroxydocosanoyl-CoA is a very long chain acyl-CoA it is the substrate for a very long chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of 2-Hydroxydocosanoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until 2-Hydroxydocosanoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CCCCCCCCCCCCCCCCCCCCC(O)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C43H78N7O18P3S	InChI=1S/C43H78N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-31(51)42(56)72-26-25-45-33(52)23-24-46-40(55)37(54)43(2,3)28-65-71(62,63)68-70(60,61)64-27-32-36(67-69(57,58)59)35(53)41(66-32)50-30-49-34-38(44)47-29-48-39(34)50/h29-32,35-37,41,51,53-54H,4-28H2,1-3H3,(H,45,52)(H,46,55)(H,60,61)(H,62,63)(H2,44,47,48)(H2,57,58,59)	TXHBQUJRFDOFJT-UHFFFAOYSA-N	1105.433691	CHEBI:74117	HMDB0301373	
BASm0005336	2-hydroxytetracosanoyl-CoA	An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 2-hydroxytetracosanoyl-CoA.			CCCCCCCCCCCCCCCCCCCCCCC(O)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C45H78N7O18P3S	InChI=1S/C45H82N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-33(53)44(58)74-28-27-47-35(54)25-26-48-42(57)39(56)45(2,3)30-67-73(64,65)70-72(62,63)66-29-34-38(69-71(59,60)61)37(55)43(68-34)52-32-51-36-40(46)49-31-50-41(36)52/h31-34,37-39,43,53,55-56H,4-30H2,1-3H3,(H,47,54)(H,48,57)(H,62,63)(H,64,65)(H2,46,49,50)(H2,59,60,61)/p-4/t33?,34-,37-,38-,39+,43-/m1/s1	RFMGUQJXIXHESC-YPMIVOHTSA-J		CHEBI:74118		
BASm0005337	(3S)-2-oxo-3-phenylbutanoate			Expected Solid	C[C@H](C(=O)C(=O)[O-])c1ccccc1	C10H9O3	InChI=1S/C10H10O3/c1-7(9(11)10(12)13)8-5-3-2-4-6-8/h2-7H,1H3,(H,12,13)/p-1/t7-/m0/s1	AXLLOSUYAVXOIN-ZETCQYMHSA-M	177.0557177	CHEBI:74119		MMDBc0054921
BASm0005338	(15Z)-tetracosenoyl-CoA			Expected Solid	CCCCCCCC/C=C\CCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C45H76N7O17P3S	InChI=1S/C45H80N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-36(54)73-29-28-47-35(53)26-27-48-43(57)40(56)45(2,3)31-66-72(63,64)69-71(61,62)65-30-34-39(68-70(58,59)60)38(55)44(67-34)52-33-51-37-41(46)49-32-50-42(37)52/h11-12,32-34,38-40,44,55-56H,4-10,13-31H2,1-3H3,(H,47,53)(H,48,57)(H,61,62)(H,63,64)(H2,46,49,50)(H2,58,59,60)/p-4/b12-11-/t34-,38-,39-,40+,44-/m1/s1	QHZAQVTVYPHLKK-YVBAAGQKSA-J	1111.425321	CHEBI:74128	HMDB0060237	MMDBc0048651
BASm0005339	N-(15Z-tetracosenoyl)-sphinganine	Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides.			CCCCCCCC/C=C\CCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC	C42H83NO3	InChI=1S/C42H83NO3/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-42(46)43-40(39-44)41(45)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h17-18,40-41,44-45H,3-16,19-39H2,1-2H3,(H,43,46)/b18-17-/t40-,41+/m0/s1	YUULKFVZRXQHPM-ATHUGRIKSA-N	649.6372955	CHEBI:74130	HMDB0011769	
BASm0005340	N-[(17Z)-hexacosenoyl]dihydrosphingosine	Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides.			CCCCCCCC/C=C\CCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC	C44H87NO3	InChI=1S/C44H87NO3/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-44(48)45-42(41-46)43(47)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2/h17-18,42-43,46-47H,3-16,19-41H2,1-2H3,(H,45,48)/b18-17-/t42-,43+/m0/s1	CTSPXOBSUIWAAB-SNMLQRCYSA-N	677.6685957	CHEBI:74132	HMDB0011772	
BASm0005341	(17Z)-hexacosenoyl-CoA	(17z)-hexacos-17-enoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a (17Z)-hexacos-17-enoic acid thioester of coenzyme A. (17z)-hexacos-17-enoyl-coa is an acyl-CoA with 18 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. (17z)-hexacos-17-enoyl-coa is therefore classified as a long chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. (17z)-hexacos-17-enoyl-coa, being a long chain acyl-CoA is a substrate for long chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, (17Z)-Hexacos-17-enoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of (17Z)-Hexacos-17-enoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts (17Z)-Hexacos-17-enoyl-CoA into (17Z)-Hexacos-17-enoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, (17Z)-Hexacos-17-enoylcarnitine is converted back to (17Z)-Hexacos-17-enoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of (17Z)-Hexacos-17-enoyl-CoA occurs in four steps. First, since (17Z)-Hexacos-17-enoyl-CoA is a long chain acyl-CoA it is the substrate for a long chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of (17Z)-Hexacos-17-enoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until (17Z)-Hexacos-17-enoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CCCCCCCC/C=C\CCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C47H84N7O17P3S	InChI=1S/C47H84N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-38(56)75-31-30-49-37(55)28-29-50-45(59)42(58)47(2,3)33-68-74(65,66)71-73(63,64)67-32-36-41(70-72(60,61)62)40(57)46(69-36)54-35-53-39-43(48)51-34-52-44(39)54/h11-12,34-36,40-42,46,57-58H,4-10,13-33H2,1-3H3,(H,49,55)(H,50,59)(H,63,64)(H,65,66)(H2,48,51,52)(H2,60,61,62)	JVXVVYLDZADSQX-UHFFFAOYSA-N	1143.485726	CHEBI:74134	HMDB0301408	
BASm0005342	octacosanoyl-CoA			Expected Solid		C49H86N7O17P3S		HZPQKTICJQVCSW-YLJNVRNNSA-J	1169.503571	CHEBI:74141		MMDBc0053649
BASm0005343	dTDP-6-deoxy-alpha-D-allose			Expected Solid	[H][C@]1(O)C[C@@]([H])(O[C@]1([H])COP([O-])(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(C)[C@@]([H])(O)[C@@]([H])(O)[C@@]1([H])O)N1C=C(C)C([O-])=NC1=O	C16H24N2O15P2	InChI=1S/C16H26N2O15P2/c1-6-4-18(16(24)17-14(6)23)10-3-8(19)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)12(21)11(20)7(2)30-15/h4,7-13,15,19-22H,3,5H2,1-2H3,(H,25,26)(H,27,28)(H,17,23,24)/p-2/t7-,8+,9-,10-,11-,12-,13-,15-/m1/s1	ZOSQFDVXNQFKBY-BVSJMFFESA-L	546.0662892	CHEBI:74143		MMDBc0055953
BASm0005344	tetracosenoyl-CoA				*C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]					CHEBI:74146		
BASm0005346	dTDP-4-O-demethyl-beta-L-noviose			Expected Solid	[H][C@]1(O)C[C@@]([H])(O[C@]1([H])COP([O-])(=O)OP(O)(=O)O[C@@]1([H])OC(C)(C)[C@]([H])(O)[C@@]([H])(O)[C@@]1([H])O)N1C=C(C)C([O-])=NC1=O	C17H26N2O15P2	InChI=1S/C17H28N2O15P2/c1-7-5-19(16(25)18-14(7)24)10-4-8(20)9(31-10)6-30-35(26,27)34-36(28,29)33-15-12(22)11(21)13(23)17(2,3)32-15/h5,8-13,15,20-23H,4,6H2,1-3H3,(H,26,27)(H,28,29)(H,18,24,25)/p-2/t8-,9+,10+,11-,12+,13+,15+/m0/s1	DVDRTBMEUQUIJJ-FNTRQBMGSA-L	560.0819393	CHEBI:74153		MMDBc0055952
BASm0005347	3-dimethylallyl-4-hydroxybenzoate			Expected Solid	CC(C)=CCC1=CC(=CC=C1[O-])C(O)=O	C12H13O3	InChI=1S/C12H14O3/c1-8(2)3-4-9-7-10(12(14)15)5-6-11(9)13/h3,5-7,13H,4H2,1-2H3,(H,14,15)/p-1	LBSJJNAMGVDGCU-UHFFFAOYSA-M	205.0870179	CHEBI:74155		MMDBc0055364
BASm0005348	3-amino-4,7-dihydroxycoumarin			Expected Solid	NC1=C(O)C2=C(OC1=O)C=C([O-])C=C2	C9H6NO4	InChI=1S/C9H7NO4/c10-7-8(12)5-2-1-4(11)3-6(5)14-9(7)13/h1-3,11-12H,10H2/p-1	QVNNPTBCHMRANE-UHFFFAOYSA-M	192.0302313	CHEBI:74156		MMDBc0055345
BASm0005349	O-ureido-D-serine			Expected Solid	[H][C@@](N)(CONC(O)=N)C(O)=O	C4H9N3O4	InChI=1S/C4H9N3O4/c5-2(3(8)9)1-11-7-4(6)10/h2H,1,5H2,(H,8,9)(H3,6,7,10)/t2-/m1/s1	ZFLDWYJOQSXISF-UWTATZPHSA-N	163.0593058	CHEBI:74158		MMDBc0056233
BASm0005351	hexacosenoyl-CoA				*C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]					CHEBI:74161		
BASm0005352	N-hexacosenoylsphinganine				*C(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC					CHEBI:74162		
BASm0005353	1-nitrocyclohexan		1122-60-7		O=N(=O)C1CCCCC1	C6H11NO2	InChI=1S/C6H11NO2/c8-7(9)6-4-2-1-3-5-6/h6H,1-5H2	NJNQUTDUIPVROZ-UHFFFAOYSA-N	129.0789786	CHEBI:74164		
BASm0005354	(E)-1,3-pentadiene	UL			[H]\C(C)=C(\[H])C=C	C5H8	InChI=1S/C5H8/c1-3-5-4-2/h3-5H,1H2,2H3/b5-4+	PMJHHCWVYXUKFD-SNAWJCMRSA-N	68.06260026	CHEBI:74165	HMDB0062165	
BASm0005355	heptadecasphing-4-enine					C17H36NO2		RBEJCQPPFCKTRZ-LHMZYYNSSA-O	286.2740558	CHEBI:74166		
BASm0005356	N-tetracosanoyl-heptadecasphing-4-enine	A ceramide that is the N-tetracosanoyl derivative of C17-sphingosine.				C41H81NO3		OWQPALVMZWREMV-PUYNVXOJSA-N	635.6216455	CHEBI:74167		
BASm0005357	D-ribono-1,4-lactone	Ribonolactone, also known as D-ribono-1,4-lactone is a five-membered form of ribonolactone having D-configuration. It has a role as a metabolite. It is a ribonolactone and a butan-4-olide. It derives from a D-ribonic acid. Ribonolactone belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms. Ribonolactone is a metabolite normally not detectable in human biofluids; however, it has been found in the urine of patients with neuroblastoma.	5336-08-03		OC[C@H]1OC(=O)[C@H](O)[C@@H]1O	C5H8O5	InChI=1S/C5H8O5/c6-1-2-3(7)4(8)5(9)10-2/h2-4,6-8H,1H2/t2-,3-,4-/m1/s1	CUOKHACJLGPRHD-BXXZVTAOSA-N	148.0371734	CHEBI:74168	HMDB0001900	
BASm0005358	L-alaninamide				C[C@H]([NH3+])C(N)=O	C3H8N2O	InChI=1S/C3H8N2O/c1-2(4)3(5)6/h2H,4H2,1H3,(H2,5,6)/t2-/m0/s1	HQMLIDZJXVVKCW-REOHCLBHSA-N	88.06366289	CHEBI:74169		
BASm0005359	N-tetracosenoyl-heptadecasphing-4-enine				*C(=O)N[C@@H](CO)[C@H](O)/C=C/CCCCCCCCCCCC					CHEBI:74185		
BASm0005360	N-acetyl-alpha-D-galactosaminyl-di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP([O-])(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)[C@@]1([H])N=C(C)[O-])=C(\C)CCC=C(C)C	C63H103NO12P2	InChI=1S/C63H105NO12P2/c1-47(2)24-14-25-48(3)26-15-27-49(4)28-16-29-50(5)30-17-31-51(6)32-18-33-52(7)34-19-35-53(8)36-20-37-54(9)38-21-39-55(10)40-22-41-56(11)42-23-43-57(12)44-45-73-77(69,70)76-78(71,72)75-63-60(64-58(13)66)62(68)61(67)59(46-65)74-63/h24,26,28,30,32,34,36,38,40,42,44,59-63,65,67-68H,14-23,25,27,29,31,33,35,37,39,41,43,45-46H2,1-13H3,(H,64,66)(H,69,70)(H,71,72)/p-2/b48-26+,49-28+,50-30-,51-32-,52-34-,53-36-,54-38-,55-40-,56-42-,57-44-/t59-,60-,61+,62-,63-/m1/s1	NEVJGTXBHJNFAZ-YFANDDCFSA-L	1127.696649	CHEBI:74214		MMDBc0056121
BASm0005361	2-hydroxytetracosenoyl-CoA				*C(O)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]					CHEBI:74215		
BASm0005362	N-(2-hydroxytetracosenoyl)-sphinganine				*C(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC					CHEBI:74216		
BASm0005363	genistein	Genistein is one of several known isoflavones. Isoflavones compounds, such as genistein and daidzein, are found in a number of plants, but soybeans and soy products like tofu and textured vegetable protein are the primary food source. Genistein is a natural bioactive compound derived from legumes and has drawn because of its potentially beneficial effects on some human degenerative diseases. It has a weak estrogenic effect and is a well-known non-specific tyrosine kinase inhibitor at pharmacological doses. Epidemiological studies show that genistein intake is inversely associated with the risk of cardiovascular diseases. Data suggests a protective role of genistein in cardiovascular events. However, the mechanisms of the genistein action on vascular protective effects are unclear. Past extensive studies exploring its hypolipidemic effect resulted in contradictory data. Genistein also is a relatively poor antioxidant. However, genistein protects against pro-inflammatory factor-induced vascular endothelial barrier dysfunction and inhibits leukocyte-endothelium interaction, thereby modulating vascular inflammation, a major event in the pathogenesis of atherosclerosis. Genistein exerts a non-genomic action by targeting on important signaling molecules in vascular endothelial cells (ECs). Genistein rapidly activates endothelial nitric oxide synthase and production of nitric oxide in ECs. This genistein effect is novel since it is independent of its known effects, but mediated by the cyclic adenosine monophosphate/protein kinase A (cAMP/PKA) cascade. Genistein directly stimulates the plasma membrane-associated adenylate cyclases, leading to activation of the cAMP signaling pathway. In addition, genistein activates peroxisome proliferator-activated receptors, ligand-activated nuclear receptors important to normal vascular function. Furthermore, genistein reduces reactive oxygen species (ROS) by attenuating the expression of ROS-producing enzymes. These findings reveal the roles for genistein in the regulation of vascular function and provide a basis for further investigating its therapeutic potential for inflammatory-related vascular disease. (PMID:17979711). Genistein is a biomarker for the consumption of soy beans and other soy products.	446-72-0	Solid	O=c1c(-c2ccc(O)cc2)coc2cc([O-])cc(O)c12	C15H10O5	InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-13-6-10(17)5-12(18)14(13)15(11)19/h1-7,16-18H	TZBJGXHYKVUXJN-UHFFFAOYSA-N	270.0528234	CHEBI:74224	HMDB0003217	
BASm0005364	3-oxo-triacontanoyl-CoA	A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 3-oxotriacontanoyl-CoA (3-oxomelissoyl-CoA).			CCCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C51H88N7O18P3S	InChI=1S/C51H92N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-39(59)34-42(61)80-33-32-53-41(60)30-31-54-49(64)46(63)51(2,3)36-73-79(70,71)76-78(68,69)72-35-40-45(75-77(65,66)67)44(62)50(74-40)58-38-57-43-47(52)55-37-56-48(43)58/h37-38,40,44-46,50,62-63H,4-36H2,1-3H3,(H,53,60)(H,54,64)(H,68,69)(H,70,71)(H2,52,55,56)(H2,65,66,67)/p-4/t40-,44-,45-,46+,50-/m1/s1	ZNUFFDLELVUGGI-XFQHPCEUSA-J		CHEBI:74228		
BASm0005365	(11Z,14Z,17Z,20Z,23Z)-hexacosapentaenoyl-CoA	A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (11Z,14Z,17Z,20Z,23Z)-hexacosapentaenoyl-CoA.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C47H72N7O17P3S	InChI=1S/C47H76N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-38(56)75-31-30-49-37(55)28-29-50-45(59)42(58)47(2,3)33-68-74(65,66)71-73(63,64)67-32-36-41(70-72(60,61)62)40(57)46(69-36)54-35-53-39-43(48)51-34-52-44(39)54/h5-6,8-9,11-12,14-15,17-18,34-36,40-42,46,57-58H,4,7,10,13,16,19-33H2,1-3H3,(H,49,55)(H,50,59)(H,63,64)(H,65,66)(H2,48,51,52)(H2,60,61,62)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-/t36-,40-,41-,42+,46-/m1/s1	UFOLUPGZIVIRNI-NXZKYKDTSA-J		CHEBI:74229		
BASm0005366	3-oxo-(13Z,16Z,19Z,22Z,25Z)-octacosapentaenoyl-CoA	A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (13Z,16Z,19Z,22Z,25Z)-3-oxooctacosapentaenoyl-CoA.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C49H74N7O18P3S	InChI=1S/C49H78N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-37(57)32-40(59)78-31-30-51-39(58)28-29-52-47(62)44(61)49(2,3)34-71-77(68,69)74-76(66,67)70-33-38-43(73-75(63,64)65)42(60)48(72-38)56-36-55-41-45(50)53-35-54-46(41)56/h5-6,8-9,11-12,14-15,17-18,35-36,38,42-44,48,60-61H,4,7,10,13,16,19-34H2,1-3H3,(H,51,58)(H,52,62)(H,66,67)(H,68,69)(H2,50,53,54)(H2,63,64,65)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-/t38-,42-,43-,44+,48-/m1/s1	KBXFXYVDMGJPST-BNZYNTMKSA-J		CHEBI:74230		
BASm0005367	(13Z,16Z,19Z,22Z,25Z)-octacosapentaenoyl-CoA	A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (13Z,16Z,19Z,22Z,25Z)-octacosapentaenoyl-CoA.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C49H76N7O17P3S	InChI=1S/C49H80N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-40(58)77-33-32-51-39(57)30-31-52-47(61)44(60)49(2,3)35-70-76(67,68)73-75(65,66)69-34-38-43(72-74(62,63)64)42(59)48(71-38)56-37-55-41-45(50)53-36-54-46(41)56/h5-6,8-9,11-12,14-15,17-18,36-38,42-44,48,59-60H,4,7,10,13,16,19-35H2,1-3H3,(H,51,57)(H,52,61)(H,65,66)(H,67,68)(H2,50,53,54)(H2,62,63,64)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-/t38-,42-,43-,44+,48-/m1/s1	XGEVUTCMPBIGMN-BNZYNTMKSA-J		CHEBI:74233		
BASm0005368	1-octadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)	1-Stearoylglycerophosphoinositol belongs to the family of glycerophosphoinositols, which are lipids containing a common glycerophosphate skeleton linked to at least one fatty acyl chain and an inositol moiety. Their general formula is O[C@H]1[C@H](O)[C@@H](O)[C@H](OP(O)(=O)OC[C@@H](CO(R1))O(R2))[C@H](O)[C@@H]1O, where R1-R2 are fatty acid chains PI(18:0/0:0) is made up of one octadecanoyl(R1).			CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O	C27H53O12P	InChI=1S/C27H53O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(29)37-18-20(28)19-38-40(35,36)39-27-25(33)23(31)22(30)24(32)26(27)34/h20,22-28,30-34H,2-19H2,1H3,(H,35,36)/t20-,22-,23-,24+,25-,26-,27-/m1/s1	MXAFDFDAIFZFET-CZDOQZASSA-N	600.3274637	CHEBI:74243	HMDB0061696	
BASm0005369	1-octadecanoyl-2-(5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)				CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O		InChI=1S/C47H81O13P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(49)59-39(38-58-61(55,56)60-47-45(53)43(51)42(50)44(52)46(47)54)37-57-40(48)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h5,7,11,13,17,19,22,24,28,30,39,42-47,50-54H,3-4,6,8-10,12,14-16,18,20-21,23,25-27,29,31-38H2,1-2H3,(H,55,56)/p-1/b7-5-,13-11-,19-17-,24-22-,30-28-/t39-,42-,43-,44+,45-,46-,47-/m1/s1	SUYDNPBYMBTSMM-LLZKZNPQSA-M		CHEBI:74245		
BASm0005370	3-oxo-(15Z,18Z,21Z,24Z,27Z)-triacontapentaenoyl-CoA	A 3-oxo-fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (15Z,18Z,21Z,24Z,27Z)-3-oxotriacontapentaenoyl-CoA.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C51H78N7O18P3S	InChI=1S/C51H82N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-39(59)34-42(61)80-33-32-53-41(60)30-31-54-49(64)46(63)51(2,3)36-73-79(70,71)76-78(68,69)72-35-40-45(75-77(65,66)67)44(62)50(74-40)58-38-57-43-47(52)55-37-56-48(43)58/h5-6,8-9,11-12,14-15,17-18,37-38,40,44-46,50,62-63H,4,7,10,13,16,19-36H2,1-3H3,(H,53,60)(H,54,64)(H,68,69)(H,70,71)(H2,52,55,56)(H2,65,66,67)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-/t40-,44-,45-,46+,50-/m1/s1	JPTNEMJACWNTHI-PWNBCAMESA-J		CHEBI:74246		
BASm0005371	(15Z,18Z,21Z,24Z,27Z)-triacontapentaenoyl-CoA	A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (15Z,18Z,21Z,24Z,27Z)-triacontapentaenoyl-CoA.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C51H80N7O17P3S	InChI=1S/C51H84N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-42(60)79-35-34-53-41(59)32-33-54-49(63)46(62)51(2,3)37-72-78(69,70)75-77(67,68)71-36-40-45(74-76(64,65)66)44(61)50(73-40)58-39-57-43-47(52)55-38-56-48(43)58/h5-6,8-9,11-12,14-15,17-18,38-40,44-46,50,61-62H,4,7,10,13,16,19-37H2,1-3H3,(H,53,59)(H,54,63)(H,67,68)(H,69,70)(H2,52,55,56)(H2,64,65,66)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-/t40-,44-,45-,46+,50-/m1/s1	WPHHFWCXOZFJJJ-PWNBCAMESA-J		CHEBI:74247		
BASm0005372	3-oxo-(19Z,22Z,25Z,28Z,31Z)-tetratriacontapentaenoyl-CoA	A 3-oxo-fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (19Z,22Z,25Z,28Z,31Z)-3-oxotetratriacontapentaenoyl-CoA.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C55H86N7O18P3S	InChI=1S/C55H90N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-43(63)38-46(65)84-37-36-57-45(64)34-35-58-53(68)50(67)55(2,3)40-77-83(74,75)80-82(72,73)76-39-44-49(79-81(69,70)71)48(66)54(78-44)62-42-61-47-51(56)59-41-60-52(47)62/h5-6,8-9,11-12,14-15,17-18,41-42,44,48-50,54,66-67H,4,7,10,13,16,19-40H2,1-3H3,(H,57,64)(H,58,68)(H,72,73)(H,74,75)(H2,56,59,60)(H2,69,70,71)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-/t44-,48-,49-,50+,54-/m1/s1	GIBNFNNIFHXPAH-QHRZQZEYSA-J		CHEBI:74249		
BASm0005373	3-oxo-(17Z,20Z,23Z,26Z,29Z)-dotriacontapentaenoyl-CoA	A 3-oxo-fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (17Z,20Z,23Z,26Z,29Z)-3-oxodotriacontapentaenoyl-CoA.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C53H82N7O18P3S	InChI=1S/C53H86N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-41(61)36-44(63)82-35-34-55-43(62)32-33-56-51(66)48(65)53(2,3)38-75-81(72,73)78-80(70,71)74-37-42-47(77-79(67,68)69)46(64)52(76-42)60-40-59-45-49(54)57-39-58-50(45)60/h5-6,8-9,11-12,14-15,17-18,39-40,42,46-48,52,64-65H,4,7,10,13,16,19-38H2,1-3H3,(H,55,62)(H,56,66)(H,70,71)(H,72,73)(H2,54,57,58)(H2,67,68,69)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-/t42-,46-,47-,48+,52-/m1/s1	HJUCRMBCCUXJJG-VDFNWWPHSA-J		CHEBI:74254		
BASm0005375	(17Z,20Z,23Z,26Z,29Z)-dotriacontapentaenoyl-CoA	A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (17Z,20Z,23Z,26Z,29Z)-dotriacontapentaenoyl-CoA.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C53H84N7O17P3S	InChI=1S/C53H88N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-44(62)81-37-36-55-43(61)34-35-56-51(65)48(64)53(2,3)39-74-80(71,72)77-79(69,70)73-38-42-47(76-78(66,67)68)46(63)52(75-42)60-41-59-45-49(54)57-40-58-50(45)60/h5-6,8-9,11-12,14-15,17-18,40-42,46-48,52,63-64H,4,7,10,13,16,19-39H2,1-3H3,(H,55,61)(H,56,65)(H,69,70)(H,71,72)(H2,54,57,58)(H2,66,67,68)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-/t42-,46-,47-,48+,52-/m1/s1	UOHRTBRFHCUNEG-VDFNWWPHSA-J		CHEBI:74259		
BASm0005376	(19Z,22Z,25Z,28Z,31Z)-tetratriacontapentaenoyl-CoA	A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (19Z,22Z,25Z,28Z,31Z)-tetratriacontapentaenoyl-CoA.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C55H88N7O17P3S	InChI=1S/C55H92N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-46(64)83-39-38-57-45(63)36-37-58-53(67)50(66)55(2,3)41-76-82(73,74)79-81(71,72)75-40-44-49(78-80(68,69)70)48(65)54(77-44)62-43-61-47-51(56)59-42-60-52(47)62/h5-6,8-9,11-12,14-15,17-18,42-44,48-50,54,65-66H,4,7,10,13,16,19-41H2,1-3H3,(H,57,63)(H,58,67)(H,71,72)(H,73,74)(H2,56,59,60)(H2,68,69,70)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-/t44-,48-,49-,50+,54-/m1/s1	NQJHFQKOXOKOME-QHRZQZEYSA-J		CHEBI:74260		
BASm0005377	3-oxo-(21Z,24Z,27Z,30Z,33Z)-hexatriacontapentaenoyl-CoA	A 3-oxo-fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (21Z,24Z,27Z,30Z,33Z)-3-oxohexatriacontapentaenoyl-CoA.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C57H90N7O18P3S	InChI=1S/C57H94N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-45(65)40-48(67)86-39-38-59-47(66)36-37-60-55(70)52(69)57(2,3)42-79-85(76,77)82-84(74,75)78-41-46-51(81-83(71,72)73)50(68)56(80-46)64-44-63-49-53(58)61-43-62-54(49)64/h5-6,8-9,11-12,14-15,17-18,43-44,46,50-52,56,68-69H,4,7,10,13,16,19-42H2,1-3H3,(H,59,66)(H,60,70)(H,74,75)(H,76,77)(H2,58,61,62)(H2,71,72,73)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-/t46-,50-,51-,52+,56-/m1/s1	KBBHZGUAXMCNED-WHAHIZGXSA-J		CHEBI:74261		
BASm0005378	(21Z,24Z,27Z,30Z,33Z)-hexatriacontapentaenoyl-CoA	A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (21Z,24Z,27Z,30Z,33Z)-hexatriacontapentaenoyl-CoA.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C57H92N7O17P3S	InChI=1S/C57H96N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-37-48(66)85-41-40-59-47(65)38-39-60-55(69)52(68)57(2,3)43-78-84(75,76)81-83(73,74)77-42-46-51(80-82(70,71)72)50(67)56(79-46)64-45-63-49-53(58)61-44-62-54(49)64/h5-6,8-9,11-12,14-15,17-18,44-46,50-52,56,67-68H,4,7,10,13,16,19-43H2,1-3H3,(H,59,65)(H,60,69)(H,73,74)(H,75,76)(H2,58,61,62)(H2,70,71,72)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-/t46-,50-,51-,52+,56-/m1/s1	JDXCYLYZGNBUBN-WHAHIZGXSA-J		CHEBI:74262		
BASm0005379	3-oxo-(23Z,26Z,29Z,32Z,35Z)-octatriacontapentaenoyl-CoA	A 3-oxo-fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (23Z,26Z,29Z,32Z,35Z)-3-oxooctatriacontapentaenoyl-CoA.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C59H94N7O18P3S	InChI=1S/C59H98N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-37-47(67)42-50(69)88-41-40-61-49(68)38-39-62-57(72)54(71)59(2,3)44-81-87(78,79)84-86(76,77)80-43-48-53(83-85(73,74)75)52(70)58(82-48)66-46-65-51-55(60)63-45-64-56(51)66/h5-6,8-9,11-12,14-15,17-18,45-46,48,52-54,58,70-71H,4,7,10,13,16,19-44H2,1-3H3,(H,61,68)(H,62,72)(H,76,77)(H,78,79)(H2,60,63,64)(H2,73,74,75)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-/t48-,52-,53-,54+,58-/m1/s1	ZEEUUVSXEIWXBC-YGXFSRDHSA-J		CHEBI:74263		
BASm0005380	(8Z,11Z,14Z)-eicosatrienoyl-CoA		28879-98-3	Expected Solid	CCCCC/C=C\C/C=C\C/C=C\CCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H64N7O17P3S	InChI=1S/C41H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h8-9,11-12,14-15,28-30,34-36,40,51-52H,4-7,10,13,16-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/p-4/b9-8-,12-11-,15-14-/t30-,34-,35-,36+,40-/m1/s1	FJWJALRUNNZIBB-DDQUOPDJSA-J	1051.33142	CHEBI:74264	HMDB0003947	MMDBc0048672
BASm0005381	(8Z,11Z,14Z,17Z)-eicosatetraenoyl-CoA			Expected Solid	CC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H62N7O17P3S	InChI=1S/C41H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h5-6,8-9,11-12,14-15,28-30,34-36,40,51-52H,4,7,10,13,16-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/p-4/b6-5-,9-8-,12-11-,15-14-/t30-,34-,35-,36+,40-/m1/s1	PLHICYKOPITJJT-QWOXCLFSSA-J	1049.31577	CHEBI:74265	HMDB0060184	MMDBc0048673
BASm0005383	(3R)-3-hydroxydecanoyl-CoA			Expected Solid	CCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C31H50N7O18P3S	InChI=1S/C31H54N7O18P3S/c1-4-5-6-7-8-9-19(39)14-22(41)60-13-12-33-21(40)10-11-34-29(44)26(43)31(2,3)16-53-59(50,51)56-58(48,49)52-15-20-25(55-57(45,46)47)24(42)30(54-20)38-18-37-23-27(32)35-17-36-28(23)38/h17-20,24-26,30,39,42-43H,4-16H2,1-3H3,(H,33,40)(H,34,44)(H,48,49)(H,50,51)(H2,32,35,36)(H2,45,46,47)/p-4/t19-,20-,24-,25-,26+,30-/m1/s1	HIVSMYZAMUNFKZ-PDQACDDGSA-J	933.2167843	CHEBI:74272		MMDBc0054898
BASm0005385	(3R)-3-hydroxydodecanoyl-CoA			Expected Solid	CCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C33H54N7O18P3S	InChI=1S/C33H58N7O18P3S/c1-4-5-6-7-8-9-10-11-21(41)16-24(43)62-15-14-35-23(42)12-13-36-31(46)28(45)33(2,3)18-55-61(52,53)58-60(50,51)54-17-22-27(57-59(47,48)49)26(44)32(56-22)40-20-39-25-29(34)37-19-38-30(25)40/h19-22,26-28,32,41,44-45H,4-18H2,1-3H3,(H,35,42)(H,36,46)(H,50,51)(H,52,53)(H2,34,37,38)(H2,47,48,49)/p-4/t21-,22-,26-,27-,28+,32-/m1/s1	IJFLXRCJWPKGKJ-IGYWURMESA-J	961.2480844	CHEBI:74276		MMDBc0054899
BASm0005386	(3R)-hydroxytetradecanoyl-CoA				CCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C35H58N7O18P3S	InChI=1S/C35H62N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-23(43)18-26(45)64-17-16-37-25(44)14-15-38-33(48)30(47)35(2,3)20-57-63(54,55)60-62(52,53)56-19-24-29(59-61(49,50)51)28(46)34(58-24)42-22-41-27-31(36)39-21-40-32(27)42/h21-24,28-30,34,43,46-47H,4-20H2,1-3H3,(H,37,44)(H,38,48)(H,52,53)(H,54,55)(H2,36,39,40)(H2,49,50,51)/p-4/t23?,24-,28-,29-,30+,34-/m1/s1	OXBHKMHNDGRDCZ-JIFARLPCSA-J	989.2793845	CHEBI:74277		MMDBc0057117
BASm0005387	(3R)-hydroxyhexadecanoyl-CoA			Expected Solid	CCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C37H62N7O18P3S	InChI=1S/C37H66N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-25(45)20-28(47)66-19-18-39-27(46)16-17-40-35(50)32(49)37(2,3)22-59-65(56,57)62-64(54,55)58-21-26-31(61-63(51,52)53)30(48)36(60-26)44-24-43-29-33(38)41-23-42-34(29)44/h23-26,30-32,36,45,48-49H,4-22H2,1-3H3,(H,39,46)(H,40,50)(H,54,55)(H,56,57)(H2,38,41,42)(H2,51,52,53)/p-4/t25-,26-,30-,31-,32+,36-/m1/s1	DEHLMTDDPWDRDR-ODUGITAYSA-J	1017.310685	CHEBI:74278		MMDBc0054911
BASm0005388	(3R)-hydroxyoctanoyl-CoA			Expected Solid	CCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C29H46N7O18P3S	InChI=1S/C29H50N7O18P3S/c1-4-5-6-7-17(37)12-20(39)58-11-10-31-19(38)8-9-32-27(42)24(41)29(2,3)14-51-57(48,49)54-56(46,47)50-13-18-23(53-55(43,44)45)22(40)28(52-18)36-16-35-21-25(30)33-15-34-26(21)36/h15-18,22-24,28,37,40-41H,4-14H2,1-3H3,(H,31,38)(H,32,42)(H,46,47)(H,48,49)(H2,30,33,34)(H2,43,44,45)/p-4/t17-,18-,22-,23-,24+,28-/m1/s1	ATVGTMKWKDUCMS-JWBYWSJJSA-J	905.1854842	CHEBI:74279		MMDBc0054914
BASm0005389	(3R)-hydroxyhexanoyl-CoA			Expected Solid	CCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C27H42N7O18P3S	InChI=1S/C27H46N7O18P3S/c1-4-5-15(35)10-18(37)56-9-8-29-17(36)6-7-30-25(40)22(39)27(2,3)12-49-55(46,47)52-54(44,45)48-11-16-21(51-53(41,42)43)20(38)26(50-16)34-14-33-19-23(28)31-13-32-24(19)34/h13-16,20-22,26,35,38-39H,4-12H2,1-3H3,(H,29,36)(H,30,40)(H,44,45)(H,46,47)(H2,28,31,32)(H2,41,42,43)/p-4/t15-,16-,20-,21-,22+,26-/m1/s1	VAAHKRMGOFIORX-RLVCGTLZSA-J	877.154184	CHEBI:74280		MMDBc0054912
BASm0005390	(2E)-hexacosenoyl-CoA			Expected Solid	CCCCCCCCCCCCCCCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C47H80N7O17P3S	InChI=1S/C47H84N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-38(56)75-31-30-49-37(55)28-29-50-45(59)42(58)47(2,3)33-68-74(65,66)71-73(63,64)67-32-36-41(70-72(60,61)62)40(57)46(69-36)54-35-53-39-43(48)51-34-52-44(39)54/h26-27,34-36,40-42,46,57-58H,4-25,28-33H2,1-3H3,(H,49,55)(H,50,59)(H,63,64)(H,65,66)(H2,48,51,52)(H2,60,61,62)/p-4/b27-26+/t36-,40-,41-,42+,46-/m1/s1	GGUUXBBWTGIIGE-KESUDTCVSA-J	1139.456621	CHEBI:74281		MMDBc0047862
BASm0005391	(11Z,14Z,17Z,20Z)-hexacosatetraenoyl-CoA	A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (11Z,14Z,17Z,20Z)-hexacosatetraenoyl-CoA.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C47H74N7O17P3S	InChI=1S/C47H78N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-38(56)75-31-30-49-37(55)28-29-50-45(59)42(58)47(2,3)33-68-74(65,66)71-73(63,64)67-32-36-41(70-72(60,61)62)40(57)46(69-36)54-35-53-39-43(48)51-34-52-44(39)54/h8-9,11-12,14-15,17-18,34-36,40-42,46,57-58H,4-7,10,13,16,19-33H2,1-3H3,(H,49,55)(H,50,59)(H,63,64)(H,65,66)(H2,48,51,52)(H2,60,61,62)/p-4/b9-8-,12-11-,15-14-,18-17-/t36-,40-,41-,42+,46-/m1/s1	CXUKHIHKLFZEFF-UGUUHRENSA-J		CHEBI:74282		
BASm0005392	(13Z,16Z,19Z,22Z)-3-oxooctacosatetraenoyl-CoA	A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (13Z,16Z,19Z,22Z)-3-oxooctacosatetraenoyl-CoA.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C49H76N7O18P3S	InChI=1S/C49H80N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-37(57)32-40(59)78-31-30-51-39(58)28-29-52-47(62)44(61)49(2,3)34-71-77(68,69)74-76(66,67)70-33-38-43(73-75(63,64)65)42(60)48(72-38)56-36-55-41-45(50)53-35-54-46(41)56/h8-9,11-12,14-15,17-18,35-36,38,42-44,48,60-61H,4-7,10,13,16,19-34H2,1-3H3,(H,51,58)(H,52,62)(H,66,67)(H,68,69)(H2,50,53,54)(H2,63,64,65)/p-4/b9-8-,12-11-,15-14-,18-17-/t38-,42-,43-,44+,48-/m1/s1	IZDHERUQVKFIRY-OIWJCRNUSA-J		CHEBI:74283		
BASm0005393	(13Z,16Z,19Z,22Z)-octacosatetraenoyl-CoA	A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (13Z,16Z,19Z,22Z)-octacosatetraenoyl-CoA.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C49H78N7O17P3S	InChI=1S/C49H82N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-40(58)77-33-32-51-39(57)30-31-52-47(61)44(60)49(2,3)35-70-76(67,68)73-75(65,66)69-34-38-43(72-74(62,63)64)42(59)48(71-38)56-37-55-41-45(50)53-36-54-46(41)56/h8-9,11-12,14-15,17-18,36-38,42-44,48,59-60H,4-7,10,13,16,19-35H2,1-3H3,(H,51,57)(H,52,61)(H,65,66)(H,67,68)(H2,50,53,54)(H2,62,63,64)/p-4/b9-8-,12-11-,15-14-,18-17-/t38-,42-,43-,44+,48-/m1/s1	XZJYJSSUQOWWAC-OIWJCRNUSA-J		CHEBI:74285		
BASm0005394	3-oxo-(15Z,18Z,21Z,24Z)-triacontatetraenoyl-CoA	A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (15Z,18Z,21Z,24Z)-3-oxotriacontatetraenoyl-CoA.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C51H80N7O18P3S	InChI=1S/C51H84N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-39(59)34-42(61)80-33-32-53-41(60)30-31-54-49(64)46(63)51(2,3)36-73-79(70,71)76-78(68,69)72-35-40-45(75-77(65,66)67)44(62)50(74-40)58-38-57-43-47(52)55-37-56-48(43)58/h8-9,11-12,14-15,17-18,37-38,40,44-46,50,62-63H,4-7,10,13,16,19-36H2,1-3H3,(H,53,60)(H,54,64)(H,68,69)(H,70,71)(H2,52,55,56)(H2,65,66,67)/p-4/b9-8-,12-11-,15-14-,18-17-/t40-,44-,45-,46+,50-/m1/s1	ZXWSUHYGFMIIBP-TUGBWWEVSA-J		CHEBI:74286		
BASm0005395	(15Z,18Z,21Z,24Z)-triacontatetraenoyl-CoA	A polyunsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (15Z,18Z,21Z,24Z)-triacontatetraenoyl-CoA.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C51H82N7O17P3S	InChI=1S/C51H86N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-42(60)79-35-34-53-41(59)32-33-54-49(63)46(62)51(2,3)37-72-78(69,70)75-77(67,68)71-36-40-45(74-76(64,65)66)44(61)50(73-40)58-39-57-43-47(52)55-38-56-48(43)58/h8-9,11-12,14-15,17-18,38-40,44-46,50,61-62H,4-7,10,13,16,19-37H2,1-3H3,(H,53,59)(H,54,63)(H,67,68)(H,69,70)(H2,52,55,56)(H2,64,65,66)/p-4/b9-8-,12-11-,15-14-,18-17-/t40-,44-,45-,46+,50-/m1/s1	VSWHXAABAUMXIZ-TUGBWWEVSA-J		CHEBI:74287		
BASm0005396	3-oxo-(17Z,20Z,23Z,26Z)-dotriacontatetraenoyl-CoA	A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (17Z,20Z,23Z,26Z)-3-oxodotriacontatetraenoyl-CoA.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C53H84N7O18P3S	InChI=1S/C53H88N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-41(61)36-44(63)82-35-34-55-43(62)32-33-56-51(66)48(65)53(2,3)38-75-81(72,73)78-80(70,71)74-37-42-47(77-79(67,68)69)46(64)52(76-42)60-40-59-45-49(54)57-39-58-50(45)60/h8-9,11-12,14-15,17-18,39-40,42,46-48,52,64-65H,4-7,10,13,16,19-38H2,1-3H3,(H,55,62)(H,56,66)(H,70,71)(H,72,73)(H2,54,57,58)(H2,67,68,69)/p-4/b9-8-,12-11-,15-14-,18-17-/t42-,46-,47-,48+,52-/m1/s1	SJGYKRZVARNDFR-CCCQGKLYSA-J		CHEBI:74288		
BASm0005397	(17Z,20Z,23Z,26Z)-dotriacontatetraenoyl-CoA	A polyunsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (17Z,20Z,23Z,26Z)-dotriacontatetraenoyl-CoA.				C53H86N7O17P3S		AZSLDHILIKNKKU-CCCQGKLYSA-J	1217.503571	CHEBI:74289		
BASm0005398	3-oxo-(19Z,22Z,25Z,28Z)-tetratriacontatetraenoyl-CoA	A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (19Z,22Z,25Z,28Z)-3-oxotetratriacontatetraenoyl-CoA.				C55H88N7O18P3S		KAXXEGHBFGJKMS-HCKQOBBTSA-J	1259.514136	CHEBI:74290		
BASm0005399	(19Z,22Z,25Z,28Z)-tetratriacontatetraenoyl-CoA	A polyunsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (19Z,22Z,25Z,28Z)-tetratriacontatetraenoyl-CoA.				C55H90N7O17P3S		RUPACIGRXCXRPD-HCKQOBBTSA-J	1245.534871	CHEBI:74291		
BASm0005400	3-oxo-(21Z,24Z,27Z,30Z)-hexatriacontatetraenoyl-CoA	A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (21Z,24Z,27Z,30Z)-3-oxohexatriacontatetraenoyl-CoA.				C57H92N7O18P3S		JMBIRQSFRFXQDX-GEMDTXPYSA-J	1287.545436	CHEBI:74292		
BASm0005401	(21Z,24Z,27Z,30Z)-hexatriacontatetraenoyl-CoA	A polyunsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (21Z,24Z,27Z,30Z)-hexatriacontatetraenoyl-CoA.				C57H94N7O17P3S		FLEXVBLUUFFABO-GEMDTXPYSA-J	1273.566171	CHEBI:74293		
BASm0005402	3-oxo-(23Z,26Z,29Z,32Z)-octatriacontatetraenoyl-CoA	A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (23Z,26Z,29Z,32Z)-3-oxooctatriacontatetraenoyl-CoA.				C59H96N7O18P3S		AHHDQEJMPXMIQP-WMVBGHTASA-J	1315.576736	CHEBI:74294		
BASm0005403	(11E)-octadecenoyl-CoA	cis-Vaccenoyl CoA, also known as vaccenoyl coenzyme A or 11-octadecenoyl CoA, belongs to the class of organic compounds known as long-chain fatty acyl coas. These are acyl CoAs where the group acylated to the coenzyme A moiety is a long aliphatic chain of 13 to 21 carbon atoms. cis-Vaccenoyl CoA is a strong basic compound (based on its pKa). cis-Vaccenoyl-CoA is expected to be in Cannabis as all living plants are known to produce and metabolize it.	13673-88-6	1		C39H64N7O17P3S		HEJOXXLSCAQQGQ-CNUSVTAZSA-J	1027.33142	CHEBI:74296		
BASm0005404	(9Z,11E)-octadecadienoyl-CoA	(9z,11e)-octadeca-9,11-dienoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a (9Z_11E)-octadeca-9_11-dienoic acid thioester of coenzyme A. (9z,11e)-octadeca-9,11-dienoyl-coa is an acyl-CoA with 18 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. (9z,11e)-octadeca-9,11-dienoyl-coa is therefore classified as a long chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. (9z,11e)-octadeca-9,11-dienoyl-coa, being a long chain acyl-CoA is a substrate for long chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, (9Z,11E)-octadeca-9,11-dienoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of (9Z,11E)-octadeca-9,11-dienoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts (9Z,11E)-octadeca-9,11-dienoyl-CoA into (9Z_11E)-octadeca-9_11-dienoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, (9Z_11E)-octadeca-9_11-dienoylcarnitine is converted back to (9Z,11E)-octadeca-9,11-dienoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of (9Z,11E)-octadeca-9,11-dienoyl-CoA occurs in four steps. First, since (9Z,11E)-octadeca-9,11-dienoyl-CoA is a long chain acyl-CoA it is the substrate for a long chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of (9Z,11E)-octadeca-9,11-dienoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until (9Z,11E)-octadeca-9,11-dienoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.				C39H62N7O17P3S		AHZCZESKRQDJSS-CQBJTUNBSA-J	1025.31577	CHEBI:74297	HMDB0301319	
BASm0005405	(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA			Expected Solid	[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C([H])([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])=C([H])C([H])([H])C([H])=C([H])C([H])([H])C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C(N=C([H])N=C23)N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C43H62N7O17P3S	InChI=1S/C43H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-34(52)71-27-26-45-33(51)24-25-46-41(55)38(54)43(2,3)29-64-70(61,62)67-69(59,60)63-28-32-37(66-68(56,57)58)36(53)42(65-32)50-31-49-35-39(44)47-30-48-40(35)50/h5-6,8-9,11-12,14-15,17-18,20-21,30-32,36-38,42,53-54H,4,7,10,13,16,19,22-29H2,1-3H3,(H,45,51)(H,46,55)(H,59,60)(H,61,62)(H2,44,47,48)(H2,56,57,58)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-,21-20-/t32-,36-,37-,38+,42-/m1/s1	MENFZXMQSYYVRK-CRCGJGBYSA-J	1073.31577	CHEBI:74298		MMDBc0048704
BASm0005406	(6E,10E)-geranyllinalool			Expected Solid		C20H34O		IQDXAJNQKSIPGB-HQSZAHFGNA-N	290.2609657	CHEBI:74299		MMDBc0050844
BASm0005407	3-oxo-(6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoA			Expected Solid		C45H64N7O18P3S		DNHDPAXPQGYGIJ-KWFBMMABSA-J	1115.326335	CHEBI:74304		MMDBc0049211
BASm0005408	3-oxo-(8Z,11Z,14Z,17Z,20Z,23Z)-hexacosahexaenoyl-CoA	A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (8Z,11Z,14Z,17Z,20Z,23Z)-3-oxohexacosahexaenoyl-CoA.				C47H68N7O18P3S		ZPEHOKYKIUTRAM-YIHFRTTKSA-J	1143.357635	CHEBI:74305		
BASm0005409	(8Z,11Z,14Z,17Z,20Z,23Z)-hexacosahexaenoyl-CoA	An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (8Z,11Z,14Z,17Z,20Z,23Z)-hexacosahexaenoyl-CoA.				C47H70N7O17P3S		GDFIQBSSDWNLSB-YIHFRTTKSA-J	1129.37837	CHEBI:74306		
BASm0005410	heptadecanoyl-CoA			Expected Solid	[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C(N=C([H])N=C23)N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C38H64N7O17P3S	InChI=1S/C38H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-29(47)66-22-21-40-28(46)19-20-41-36(50)33(49)38(2,3)24-59-65(56,57)62-64(54,55)58-23-27-32(61-63(51,52)53)31(48)37(60-27)45-26-44-30-34(39)42-25-43-35(30)45/h25-27,31-33,37,48-49H,4-24H2,1-3H3,(H,40,46)(H,41,50)(H,54,55)(H,56,57)(H2,39,42,43)(H2,51,52,53)/p-4/t27-,31-,32-,33+,37-/m1/s1	DRABUZIHHACUPI-DUPKZGIXSA-J	1015.33142	CHEBI:74307		MMDBc0048645
BASm0005411	(9Z)-heptadecenoyl-CoA			Expected Solid	[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C2N=C([H])N=C3N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C38H62N7O17P3S	InChI=1S/C38H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-29(47)66-22-21-40-28(46)19-20-41-36(50)33(49)38(2,3)24-59-65(56,57)62-64(54,55)58-23-27-32(61-63(51,52)53)31(48)37(60-27)45-26-44-30-34(39)42-25-43-35(30)45/h10-11,25-27,31-33,37,48-49H,4-9,12-24H2,1-3H3,(H,40,46)(H,41,50)(H,54,55)(H,56,57)(H2,39,42,43)(H2,51,52,53)/p-4/b11-10-/t27-,31-,32-,33+,37-/m1/s1	QVENOJALUCULON-VYZXCZBTSA-J	1013.31577	CHEBI:74308		MMDBc0048665
BASm0005412	pentadecanoyl-CoA	Pentadecanoyl-CoA is also known as Pentadecanoyl-coenzyme A(4-).  Pentadecanoyl-CoA is considered to be slightly soluble (in water) and acidic			[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)CCCCCCCCCCCCCC)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C36H60N7O17P3S	InChI=1S/C36H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-27(45)64-20-19-38-26(44)17-18-39-34(48)31(47)36(2,3)22-57-63(54,55)60-62(52,53)56-21-25-30(59-61(49,50)51)29(46)35(58-25)43-24-42-28-32(37)40-23-41-33(28)43/h23-25,29-31,35,46-47H,4-22H2,1-3H3,(H,38,44)(H,39,48)(H,52,53)(H,54,55)(H2,37,40,41)(H2,49,50,51)/p-4/t25-,29-,30-,31+,35-/m1/s1	VLBCUOVMSMAIJC-VTINEICCSA-J	987.30012	CHEBI:74309	HMDB0062518	
BASm0005413	(9Z)-pentadecenoyl-CoA			Expected Solid		C36H58N7O17P3S		XMPFXBHKBOCKOI-IKTIRWBQSA-J	985.2844699	CHEBI:74310		MMDBc0050839
BASm0005414	3-oxo-(10Z,13Z,16Z,19Z,22Z,25Z)-octacosahexaenoyl-CoA	A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (10Z,13Z,16Z,19Z,22Z,25Z)-3-oxooctacosahexaenoyl-CoA.				C49H72N7O18P3S		ZGSDUFJFPPNTJJ-WWHNOTAJSA-J	1171.388935	CHEBI:74311		
BASm0005415	(10Z,13Z,16Z,19Z,22Z,25Z)-octacosahexaenoyl-CoA	An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (10Z,13Z,16Z,19Z,22Z,25Z)-octacosahexaenoyl-CoA.				C49H74N7O17P3S		VBQUMILRYSEOOQ-WWHNOTAJSA-J	1157.40967	CHEBI:74312		
BASm0005416	3-oxo-(12Z,15Z,18Z,21Z,24Z,27Z)-triacontahexaenoyl-CoA	A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (12Z,15Z,18Z,21Z,24Z,27Z)-3-oxotriacontahexaenoyl-CoA.				C51H76N7O18P3S		BFUZZODUNWZTTG-OOTIUQQPSA-J	1199.420235	CHEBI:74313		
BASm0005417	(12Z,15Z,18Z,21Z,24Z,27Z)-triacontahexaenoyl-CoA	An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (12Z,15Z,18Z,21Z,24Z,27Z)-triacontahexaenoyl-CoA.				C51H78N7O17P3S		CPVCHMGNFDZZTI-OOTIUQQPSA-J	1185.440971	CHEBI:74315		
BASm0005418	3-oxo-(14Z,17Z,20Z,23Z,26Z,29Z)-dotriacontahexaenoyl-CoA	A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (14Z,17Z,20Z,23Z,26Z,29Z)-3-oxodotriacontahexaenoyl-CoA.				C53H80N7O18P3S		AZGXVSZAGKTMIU-RRVBCPTNSA-J	1227.451535	CHEBI:74316		
BASm0005419	(14Z,17Z,20Z,23Z,26Z,29Z)-dotriacontahexaenoyl-CoA	An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (14Z,17Z,20Z,23Z,26Z,29Z)-dotriacontahexaenoyl-CoA.				C53H82N7O17P3S		WFUHXHKCMNTWFI-RRVBCPTNSA-J	1213.472271	CHEBI:74317		
BASm0005420	3-oxo-(16Z,19Z,22Z,25Z,28Z,31Z)-tetratriacontahexaenoyl-CoA	A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (16Z,19Z,22Z,25Z,28Z,31Z)-3-oxotetratriacontahexanoic acid.				C55H84N7O18P3S		DSDSWZHOYIWIQK-MPCBISQCSA-J	1255.482835	CHEBI:74318		
BASm0005421	(16Z,19Z,22Z,25Z,28Z,31Z)-tetratriacontahexaenoyl-CoA	An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (16Z,19Z,22Z,25Z,28Z,31Z)-tetratriacontahexaenoyl-CoA.				C55H86N7O17P3S		FXRHOTNQXWRAIF-MPCBISQCSA-J	1241.503571	CHEBI:74319		
BASm0005422	3-oxo-(18Z,21Z,24Z,27Z,30Z,33Z)-hexatriacontahexaenoyl-CoA	A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (18Z,21Z,24Z,27Z,30Z,33Z)-3-oxohexatriacontahexaenoyl-CoA.				C57H88N7O18P3S		CQOJMVGIWJUDPZ-JSNRCNKJSA-J	1283.514136	CHEBI:74320		
BASm0005423	(3E,7E)-4,8,12-trimethyltrideca 1,3,7,11-tetraene	(3E,7E)-4,8,12-Trimethyl-1,3,7,11-tridecatetraene is found in cardamom. (3E,7E)-4,8,12-Trimethyl-1,3,7,11-tridecatetraene is a constituent of essential oil of Elettaria cardamomum (cardamom)	62235-06-7		CC(C)=CCC\C(C)=C\CC\C(C)=C\C=C	C16H26	InChI=1S/C16H26/c1-6-9-15(4)12-8-13-16(5)11-7-10-14(2)3/h6,9-10,13H,1,7-8,11-12H2,2-5H3/b15-9+,16-13+	CWLVBFJCJXHUCF-RNPYNJAESA-N	218.2034508	CHEBI:74322	HMDB0034498	
BASm0005424	(11Z,14Z,17Z)-eicosatrienoyl-CoA			Expected Solid		C41H64N7O17P3S		BVBYYRVLCDMZNJ-UBQHHBPXSA-J	1051.33142	CHEBI:74328		MMDBc0048661
BASm0005425	3-oxo-(13Z,16Z,19Z)-docosatrienoyl-CoA			Expected Solid	[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C([H])([H])C(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C(N=C([H])N=C23)N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C43H66N7O18P3S	InChI=1S/C43H70N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-31(51)26-34(53)72-25-24-45-33(52)22-23-46-41(56)38(55)43(2,3)28-65-71(62,63)68-70(60,61)64-27-32-37(67-69(57,58)59)36(54)42(66-32)50-30-49-35-39(44)47-29-48-40(35)50/h5-6,8-9,11-12,29-30,32,36-38,42,54-55H,4,7,10,13-28H2,1-3H3,(H,45,52)(H,46,56)(H,60,61)(H,62,63)(H2,44,47,48)(H2,57,58,59)/p-4/b6-5-,9-8-,12-11-/t32-,36-,37-,38+,42-/m1/s1	UERYNYFAFQPKQI-TYDLXKLOSA-J	1093.341985	CHEBI:74329		MMDBc0048740
BASm0005426	3-oxo-(10Z,13Z,16Z,19Z)-docosatetraenoyl-CoA			Expected Solid		C43H64N7O18P3S		MUBUSEARPWRSQN-BUSXXEPMSA-J	1091.326335	CHEBI:74334		MMDBc0048745
BASm0005428	D-asparagine	D-Asparagine, also known as DSG, belongs to the class of organic compounds known as asparagine and derivatives. D-Asparagome is a non-essential amino acid that is involved in the metabolic control of cell functions in nerve and brain tissue. Asparagine and derivatives are compounds containing asparagine or a derivative thereof resulting from reaction of asparagine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. It is codified by the codons AAU and AAC. It is biosynthesized from Aspartic acid and Ammonia by asparagine synthetase.	2058-58-4	Solid	N[C@H](CC(N)=O)C(O)=O	C4H8N2O3	InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m1/s1	DCXYFEDJOCDNAF-UWTATZPHSA-N	132.0534921	CHEBI:74337	HMDB0033780	
BASm0005429	D-valine		640-68-6	Expected Solid	CC(C)[C@@H](N)C(O)=O	C5H11NO2	InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/t4-/m1/s1	KZSNJWFQEVHDMF-SCSAIBSYSA-N	117.0789786	CHEBI:74338		MMDBc0000289
BASm0005430	(6Z)-hexadecenoyl-CoA	(6z)-hexadecenoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a (6Z)-hexadec-6-enoic acid thioester of coenzyme A. (6z)-hexadecenoyl-coa is an acyl-CoA with 16 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. (6z)-hexadecenoyl-coa is therefore classified as a long chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. (6z)-hexadecenoyl-coa, being a long chain acyl-CoA is a substrate for long chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, (6Z)-Hexadecenoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of (6Z)-Hexadecenoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts (6Z)-Hexadecenoyl-CoA into (6Z)-Hexadecenoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, (6Z)-Hexadecenoylcarnitine is converted back to (6Z)-Hexadecenoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of (6Z)-Hexadecenoyl-CoA occurs in four steps. First, since (6Z)-Hexadecenoyl-CoA is a long chain acyl-CoA it is the substrate for a long chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of (6Z)-Hexadecenoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until (6Z)-Hexadecenoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.				C37H60N7O17P3S		PVZUHJMOMJKUEF-HATLACBZSA-J	999.30012	CHEBI:74339	HMDB0301255	
BASm0005431	1-heptadecanoyl-sn-glycero-3-phosphocholine	LysoPC(17:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(17:0), in particular, consists of one chain of margaric acid at the C-1 position. The margaric acid moiety is derived from butter, milk and fat of ruminants. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4.  binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood.  Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910).  LPCs have a number of protective or anti-inflammatory effects.  Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910).  Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.	50930-23-9		CCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP([O-])(=O)OCC[N+](C)(C)C	C25H52NO7P	InChI=1S/C25H52NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-25(28)31-22-24(27)23-33-34(29,30)32-21-20-26(2,3)4/h24,27H,5-23H2,1-4H3/t24-/m1/s1	SRRQPVVYXBTRQK-XMMPIXPASA-N	509.3481395	CHEBI:74340	HMDB0012108	
BASm0005432	1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine	LysoPC(20:4(5Z,8Z,11Z,14Z)) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of arachidonic acid at the C-1 position. The arachidonic acid moiety is derived from animal fats and eggs. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor family of integral membrane proteins. LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4.  binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood.  Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910).  LPCs have a number of protective or anti-inflammatory effects.  Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910).  Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.	60701-99-7		CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)OC[C@@H](O)COP([O-])(=O)OCC[N+](C)(C)C	C28H50NO7P	InChI=1S/C28H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-28(31)34-25-27(30)26-36-37(32,33)35-24-23-29(2,3)4/h9-10,12-13,15-16,18-19,27,30H,5-8,11,14,17,20-26H2,1-4H3/b10-9-,13-12-,16-15-,19-18-/t27-/m1/s1	LAXQYRRMGGEGOH-JXRLJXCWSA-N	543.3324895	CHEBI:74344	HMDB0010395	
BASm0005433	15-demethylaclacinomycin T			Expected Solid	[H][C@@]1(C[C@]([H])(N(C)C)[C@]([H])(O)[C@]([H])(C)O1)O[C@@]1([H])C[C@](O)(CC)[C@]([H])(C(O)=O)C2=CC3=C(C(O)=C12)C(=O)C1=C(C=CC=C1O)C3=O	C29H33NO10	InChI=1S/C29H33NO10/c1-5-29(38)11-18(40-19-10-16(30(3)4)24(32)12(2)39-19)21-14(23(29)28(36)37)9-15-22(27(21)35)26(34)20-13(25(15)33)7-6-8-17(20)31/h6-9,12,16,18-19,23-24,31-32,35,38H,5,10-11H2,1-4H3,(H,36,37)/t12-,16-,18-,19-,23-,24+,29+/m0/s1	HKQXZLWMWSFFJI-YTGURXTNSA-N	555.2104463	CHEBI:74354		MMDBc0055174
BASm0005434	(2S)-2-aminobutanoate	L-alpha-Aminobutyric acid, also known as (S)-2-aminobutanoic acid, homoalanine, 2-AABA, or alpha-Aminobutyric acid, is a member of the class of compounds known as L-alpha-amino acids. L-alpha-Amino acids are alpha amino acids which have the L-configuration of the alpha-carbon atom. Amino acids are organic compounds that contain amino (-NH2) and carboxyl (-COOH) functional groups, along with a side chain (R group) specific to each amino acid. L-alpha-Aminobutyric acid is a non-proteogenic amino acid that can be found in the human kidney, in liver tissues, and in most biofluids or excreta (e.g. feces, breast milk, urine, and blood). Within the cell, L-alpha-aminobutyric acid is primarily located in the cytoplasm. alpha-Aminobutyric acid is biosynthesized by transamination of oxobutyrate, a metabolite in isoleucine biosynthesis. As a non-proteogenic amino acid, alpha-aminobutyric acid can be used by nonribosomal peptide synthases. One example of a nonribosomal peptide containing alpha-aminobutyric acid is ophthalmic acid, which was first isolated from calf lens. alpha-Aminobutyric acid is a non-essential amino acid that is primarily derived from the catabolism of methionine, threonine, and serine. High protein diets can result in significantly higher alpha-aminobutyrate levels in plasma (PMID: 26227325). alpha-Aminobutyric acid is elevated in the plasma of children with Reye's syndrome, tyrosinemia, homocystinuria, nonketotic hyperglycinemia, and ornithine transcarbamylase deficiency (PMID: 420125). alpha-Aminobutyric acid is one of the three isomers of aminobutyric acid. The two others are the neurotransmitter gamma-aminobutyric acid (GABA) and beta-aminobutyric acid (BABA) which is known for inducing plant disease resistance.	1492-24-6		CC[C@H](N)C(O)=O	C4H9NO2	InChI=1S/C4H9NO2/c1-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1	QWCKQJZIFLGMSD-VKHMYHEASA-N	103.0633285	CHEBI:74359	HMDB0000452	
BASm0005435	delta-staphylobilin			Expected Solid		C33H32N4O7		PKYGGJJSPHKEPX-SOSDAJRSSA-L	596.2281965	CHEBI:74361		MMDBc0055894
BASm0005436	beta-staphylobilin			Expected Solid	[H]\C(C1=C(CCC([O-])=O)C(C)=C(N1)C(=O)C1=C(C)C(C=C)=C(N1)C(\[H])=C1/N=C(O)C(C=C)=C1C)=C1\N=C(O)C(C)=C1CCC([O-])=O	C33H32N4O7	InChI=1S/C33H34N4O7/c1-7-19-16(4)29(34-24(19)13-23-15(3)20(8-2)33(44)36-23)31(42)30-17(5)21(9-11-27(38)39)25(35-30)14-26-22(10-12-28(40)41)18(6)32(43)37-26/h7-8,13-14,34-35H,1-2,9-12H2,3-6H3,(H,36,44)(H,37,43)(H,38,39)(H,40,41)/p-2/b23-13-,26-14-	ULCYRFMKALIVKM-BIBXUMTPSA-L	596.2281965	CHEBI:74362		MMDBc0055775
BASm0005437	L-alanyl-L-aspartate	Alanylaspartic acid is a dipeptide composed of alanine and aspartic acid. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.	20727-65-5	Solid		C7H11N2O5		XAEWTDMGFGHWFK-IMJSIDKUSA-M	203.067345	CHEBI:74363	HMDB0028683	
BASm0005438	L-alanyl-L-glutamine	Alanylglutamine is a dipeptide composed of alanine and glutamine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.	39537-23-0	Solid	C[C@H](N)C(=O)N[C@@H](CCC(N)=O)C(O)=O	C8H15N3O4	InChI=1S/C8H15N3O4/c1-4(9)7(13)11-5(8(14)15)2-3-6(10)12/h4-5H,2-3,9H2,1H3,(H2,10,12)(H,11,13)(H,14,15)/t4-,5-/m0/s1	HJCMDXDYPOUFDY-WHFBIAKZSA-N	217.106256	CHEBI:74387	HMDB0028685	
BASm0005439	L-alanyl-L-histidine	Alanylhistidine is a dipeptide composed of alanine and histidine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.	3253-17-6	Solid	C[C@H](N)C(=O)N[C@@H](CC1=CNC=N1)C(O)=O	C9H14N4O3	InChI=1S/C9H14N4O3/c1-5(10)8(14)13-7(9(15)16)2-6-3-11-4-12-6/h3-5,7H,2,10H2,1H3,(H,11,12)(H,13,14)(H,15,16)/t5-,7-/m0/s1	XZWXFWBHYRFLEF-FSPLSTOPSA-N	226.1065903	CHEBI:74388	HMDB0028689	
BASm0005440	L-alanyl-L-leucine	Alanylleucine is a dipeptide composed of alanine and leucine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.	3303-34-2	Solid	CC(C)C[C@H](NC(=O)[C@H](C)N)C(O)=O	C9H18N2O3	InChI=1S/C9H18N2O3/c1-5(2)4-7(9(13)14)11-8(12)6(3)10/h5-7H,4,10H2,1-3H3,(H,11,12)(H,13,14)/t6-,7-/m0/s1	RDIKFPRVLJLMER-BQBZGAKWSA-N	202.1317424	CHEBI:74389	HMDB0028691	
BASm0005441	L-alanyl-L-threonine	Alanylthreonine is a dipeptide composed of alanine and threonine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.	24032-50-6	Solid	C[C@@H](O)[C@H](NC(=O)[C@H](C)N)C(O)=O	C7H14N2O4	InChI=1S/C7H14N2O4/c1-3(8)6(11)9-5(4(2)10)7(12)13/h3-5,10H,8H2,1-2H3,(H,9,11)(H,12,13)/t3-,4+,5-/m0/s1	BUQICHWNXBIBOG-LMVFSUKVSA-N	190.0953569	CHEBI:74390	HMDB0028697	
BASm0005442	glycyl-L-asparagine	Glycyl-Asparagine is a dipeptide composed of glycine and asparagine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an 'Expected' metabolite.		Solid		C6H11N3O4		FUESBOMYALLFNI-VKHMYHEASA-N	189.0749558	CHEBI:74391	HMDB0028836	MMDBc0049937
BASm0005443	glycyl-L-glutamine		13115-71-4		[H][C@@](CCC(O)=N)(N=C(O)CN)C(O)=O	C7H13N3O4	InChI=1S/C7H13N3O4/c8-3-6(12)10-4(7(13)14)1-2-5(9)11/h4H,1-3,8H2,(H2,9,11)(H,10,12)(H,13,14)/t4-/m0/s1	PNMUAGGSDZXTHX-BYPYZUCNSA-N	203.0906059	CHEBI:74392		
BASm0005444	glycyl-L-methionine				CSCC[C@H](NC(=O)C[NH3+])C(=O)[O-]	C7H14N2O3S	InChI=1S/C7H14N2O3S/c1-13-3-2-5(7(11)12)9-6(10)4-8/h5H,2-4,8H2,1H3,(H,9,10)(H,11,12)	PFMUCCYYAAFKTH-UHFFFAOYSA-N	206.072513	CHEBI:74393		
BASm0005445	L-methionyl-L-alanine			Expected Solid	CSCC[C@H]([NH3+])C(=O)N[C@@H](C)C([O-])=O	C8H16N2O3S	InChI=1S/C8H16N2O3S/c1-5(8(12)13)10-7(11)6(9)3-4-14-2/h5-6H,3-4,9H2,1-2H3,(H,10,11)(H,12,13)/t5-,6-/m0/s1	JHKXZYLNVJRAAJ-WDSKDSINSA-N	220.0881636	CHEBI:74394		MMDBc0049919
BASm0005446	3-dimethylallyl-4-hydroxyphenylpyruvate			Expected Solid	CC(C)=CCC1=C([O-])C=CC(CC(=O)C(O)=O)=C1	C14H15O4	InChI=1S/C14H16O4/c1-9(2)3-5-11-7-10(4-6-12(11)15)8-13(16)14(17)18/h3-4,6-7,15H,5,8H2,1-2H3,(H,17,18)/p-1	VRMYGSOHQOAIFX-UHFFFAOYSA-M	247.0975825	CHEBI:74408		MMDBc0055366
BASm0005448	3-(carbamoylamino)-2-methylpropanoate				CC(CNC(N)=O)C(=O)[O-]	C5H10N2O3	InChI=1S/C5H10N2O3/c1-3(4(8)9)2-7-5(6)10/h3H,2H2,1H3,(H,8,9)(H3,6,7,10)/t3-/m1/s1	PHENTZNALBMCQD-GSVOUGTGSA-N	146.0691422	CHEBI:74414		
BASm0005455	4'-demethylepipodophyllotoxin		6559-91-7		COc1cc([C@@H]2c3cc4c(cc3[C@@H](O)[C@H]3COC(=O)[C@H]23)OCO4)cc(OC)c1O	C21H20O8	InChI=1S/C21H20O8/c1-25-15-3-9(4-16(26-2)20(15)23)17-10-5-13-14(29-8-28-13)6-11(10)19(22)12-7-27-21(24)18(12)17/h3-6,12,17-19,22-23H,7-8H2,1-2H3/t12-,17+,18-,19+/m0/s1	YVCVYCSAAZQOJI-JHQYFNNDSA-N		CHEBI:74422		
BASm0005456	(10Z,13Z,16Z,19Z)-docosatetraenoyl-CoA			Expected Solid	CC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C43H66N7O17P3S	InChI=1S/C43H70N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-34(52)71-27-26-45-33(51)24-25-46-41(55)38(54)43(2,3)29-64-70(61,62)67-69(59,60)63-28-32-37(66-68(56,57)58)36(53)42(65-32)50-31-49-35-39(44)47-30-48-40(35)50/h5-6,8-9,11-12,14-15,30-32,36-38,42,53-54H,4,7,10,13,16-29H2,1-3H3,(H,45,51)(H,46,55)(H,59,60)(H,61,62)(H2,44,47,48)(H2,56,57,58)/p-4/b6-5-,9-8-,12-11-,15-14-/t32?,36?,37?,38?,42-/m0/s1	BEEQBBPNTYBGDP-XCDRBBNYSA-J	1077.34707	CHEBI:74424		MMDBc0049157
BASm0005457	3-oxo-(10Z,13Z,16Z)-docosatrienoyl-CoA			Expected Solid	CCCCC/C=C\C/C=C\C/C=C\CCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C43H66N7O18P3S	InChI=1S/C43H70N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-31(51)26-34(53)72-25-24-45-33(52)22-23-46-41(56)38(55)43(2,3)28-65-71(62,63)68-70(60,61)64-27-32-37(67-69(57,58)59)36(54)42(66-32)50-30-49-35-39(44)47-29-48-40(35)50/h8-9,11-12,14-15,29-30,32,36-38,42,54-55H,4-7,10,13,16-28H2,1-3H3,(H,45,52)(H,46,56)(H,60,61)(H,62,63)(H2,44,47,48)(H2,57,58,59)/p-4/b9-8-,12-11-,15-14-/t32-,36+,37+,38-,42-/m0/s1	GPKHWNMCLWDFOL-YYOOZTOSSA-J	1093.341985	CHEBI:74426		MMDBc0048744
BASm0005458	3-oxo-(12Z,15Z,18Z,21Z)-tetracosatetraenoyl-CoA			Expected Solid	CC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C45H68N7O18P3S	InChI=1S/C45H72N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-33(53)28-36(55)74-27-26-47-35(54)24-25-48-43(58)40(57)45(2,3)30-67-73(64,65)70-72(62,63)66-29-34-39(69-71(59,60)61)38(56)44(68-34)52-32-51-37-41(46)49-31-50-42(37)52/h5-6,8-9,11-12,14-15,31-32,34,38-40,44,56-57H,4,7,10,13,16-30H2,1-3H3,(H,47,54)(H,48,58)(H,62,63)(H,64,65)(H2,46,49,50)(H2,59,60,61)/p-4/b6-5-,9-8-,12-11-,15-14-/t34-,38+,39+,40-,44-/m0/s1	HPMVBGKWFWCZAY-JDTXFHFDSA-J	1119.357635	CHEBI:74427		MMDBc0048741
BASm0005459	(N(2),N(2),N(7))-trimethyl-GMP	An organophosphate oxoanion that is the conjugate base of N(2),N(2),N(7)-trimethylguanosine 5'-phosphate.			CN(C)c1nc2c(c(=O)[nH]1)[n+](C)cn2[C@@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C13H19N5O8P	InChI=1S/C13H20N5O8P/c1-16(2)13-14-10-7(11(21)15-13)17(3)5-18(10)12-9(20)8(19)6(26-12)4-25-27(22,23)24/h5-6,8-9,12,19-20H,4H2,1-3H3,(H2-,14,15,21,22,23,24)/p-1/t6-,8-,9-,12-/m1/s1	ZKNRLOCMOKOKHW-WOUKDFQISA-M		CHEBI:74434		
BASm0005464	N-(15Z-tetracosenoyl)-sphing-4-enine	Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides.			CCCCCCCC/C=C\CCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)/C=C/CCCCCCCCCCCCC	C42H81NO3	InChI=1S/C42H81NO3/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-42(46)43-40(39-44)41(45)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h17-18,35,37,40-41,44-45H,3-16,19-34,36,38-39H2,1-2H3,(H,43,46)/b18-17-,37-35+/t40-,41+/m0/s1	VJSBNBBOSZJDKB-KPEYJIHVSA-N	647.6216455	CHEBI:74450	HMDB0004953	
BASm0005465					*O[C@H]1[C@@H](O)[C@H](n2cc(C[NH3+])c(=O)[nH]c2=S)O[C@@H]1COP(*)(=O)[O-]					CHEBI:74454		
BASm0005466					*O[C@H]1[C@@H](O)[C@H](n2cc(C[NH2+]C)c(=O)[nH]c2=S)O[C@@H]1COP(*)(=O)[O-]					CHEBI:74455		
BASm0005467	N-(tetracosenoyl)-sphing-4-enine				*C(=O)N[C@@H](CO)[C@H](O)/C=C/CCCCCCCCCCCCC					CHEBI:74457		
BASm0005468	hexadecanoyl-glycero-3-phospho-(1D-myo-inositol)				*OC[C@H](COP(=O)([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O)O*					CHEBI:74463		
BASm0005469	hexadecanamide	Palmitic amide is a primary fatty acid amide coming from Palmitic acid (C16:0). Primary fatty acid amides (R-CO-NH2) is a class of compounds that have only recently been isolated and characterized from biological sources. Key questions remain regarding how these lipid amides are produced and degraded in biological systems. (PMID 15282088). Fatty acid amides lies in the competition with endocannabinoids for binding to the active site of the enzyme and thus in increasing the concentration of endocannabinoids, by preventing their degradation.It can be used as a marker of disease in subjects, e.g. first-onset, drug-naive patients; the disease may be, for example, schizophrenia, paranoid schizophrenia or an affective disorder.The metabolic network of primary fatty acid amides is more severely altered in affective disorder than in first onset, paranoid schizophrenia.	629-54-9		CCCCCCCCCCCCCCCC(N)=O	C16H33NO	InChI=1S/C16H33NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h2-15H2,1H3,(H2,17,18)	HSEMFIZWXHQJAE-UHFFFAOYSA-N	255.2562147	CHEBI:74475	HMDB0012273	
BASm0005470					*O[C@H]1[C@@H](OC)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:74477		
BASm0005471					*O[C@H]1[C@@H](OC)[C@H](n2ccc(=O)[nH]c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:74478		
BASm0005472					*O[C@H]1[C@@H](O)[C@H](n2c[n+](C)c3c(=O)[nH]c(N)nc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:74480		
BASm0005473					*O[C@H]1[C@@H](O)[C@H](n2cnc3c(=O)[nH]c(NC)nc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:74481		
BASm0005474					*O[C@H]1[C@@H](O)[C@H](n2cc(C)c(N)nc2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:74483		
BASm0005475					*O[C@H]1[C@@H](O)[C@H](c2c[nH]c(=O)n(C)c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:74486		
BASm0005476					*O[C@H]1[C@@H](O)[C@H](n2cnc3c(=N)n(C)cnc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:74491		
BASm0005477					*O[C@H]1[C@@H](O)[C@H](n2cnc3c(N(C)C)ncnc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:74493		
BASm0005478					*O[C@H]1[C@@H](OC)[C@H](n2ccc(N)nc2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:74495		
BASm0005479					*O[C@H]1[C@@H](O)[C@H](n2cnc3c(N)nc(C)nc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:74497		
BASm0005480					*O[C@H]1[C@@H](O)[C@H](n2ccc(=O)n(C)c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:74502		
BASm0005481					*O[C@H]1[C@@H](O)[C@H](n2ccc(NC)nc2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:74506		
BASm0005482					*O[C@H]1[C@@H](O)[C@H](n2cc(C[NH2+]CC(=O)[O-])c(=O)[nH]c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:74508		
BASm0005483					*O[C@H]1[C@@H](OC)[C@H](n2cc(C[NH2+]CC(=O)[O-])c(=O)[nH]c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:74511		
BASm0005484					*O[C@H]1[C@@H](O)[C@H](n2cnc3c(=O)[nH]c(N(C)C)nc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:74513		
BASm0005485	N-(15Z-tetracosenoyl)sphing-4-enine-1-phosphocholine	Sphingomyelin (d18:1/24:1(15Z)) or SM(d18:1/24:1(15Z)) is a type of sphingolipid found in animal cell membranes, especially in the membranous myelin sheath which surrounds some nerve cell axons. It usually consists of phosphorylcholine and ceramide. SM(d18:1/24:1(15Z)) consists of a sphingosine backbone and a nervonic acid chain. In humans, sphingomyelin is the only membrane phospholipid not derived from glycerol. Like all sphingolipids, SM has a ceramide core (sphingosine bonded to a fatty acid via an amide linkage). In addition, it contains one polar head group, which is either phosphocholine or phosphoethanolamine. The plasma membrane of cells is highly enriched in sphingomyelin and is considered largely to be found in the exoplasmic leaflet of the cell membrane. However, there is some evidence that there may also be a sphingomyelin pool in the inner leaflet of the membrane. Moreover, neutral sphingomyelinase-2, an enzyme that breaks down sphingomyelin into ceramide, has been found to localize exclusively to the inner leaflet further suggesting that there may be sphingomyelin present there. Sphingomyelin can accumulate in a rare hereditary disease called Niemann-Pick Disease, types A and B. Niemann-Pick disease is a genetically-inherited disease caused by a deficiency in the enzyme sphingomyelinase, which causes the accumulation of sphingomyelin in spleen, liver, lungs, bone marrow, and the brain, causing irreversible neurological damage. SMs play a role in signal transduction. Sphingomyelins are synthesized by the transfer of phosphorylcholine from phosphatidylcholine to a ceramide in a reaction catalyzed by sphingomyelin synthase.	94359-13-4		CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](COP([O-])(=O)OCC[N+](C)(C)C)NC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCC	C47H93N2O6P	InChI=1S/C47H93N2O6P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-47(51)48-45(44-55-56(52,53)54-43-42-49(3,4)5)46(50)40-38-36-34-32-30-28-19-17-15-13-11-9-7-2/h20-21,38,40,45-46,50H,6-19,22-37,39,41-44H2,1-5H3,(H-,48,51,52,53)/b21-20-,40-38+/t45-,46+/m0/s1	WKZHECFHXLTOLJ-QYKFWSDSSA-N	812.6771252	CHEBI:74535	HMDB0012107	
BASm0005486					*O[C@H]1[C@@H](O)[C@H](n2c(C)nc3c(N)ncnc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:74543		
BASm0005487	1-(9Z-octadecenoyl)-sn-glycero-3-phosphate			Expected Solid	[H]\C(CCCCCCCC)=C(/[H])CCCCCCCC(=O)OC[C@@]([H])(O)COP([O-])([O-])=O	C21H39O7P	InChI=1S/C21H41O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h9-10,20,22H,2-8,11-19H2,1H3,(H2,24,25,26)/p-2/b10-9-/t20-/m1/s1	WRGQSWVCFNIUNZ-GDCKJWNLSA-L	434.2444378	CHEBI:74544		MMDBc0047864
BASm0005488	1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate	PA(18:1(9Z)/18:1(9Z))is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9Z)/18:1(9Z)), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids. This compound is expected to be in Cannabis as all living plants are known to produce and metabolize it.			CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])[O-])OC(=O)CCCCCCC/C=C\CCCCCCCC	C39H73O8P	InChI=1S/C39H73O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,37H,3-16,21-36H2,1-2H3,(H2,42,43,44)/t37-/m1/s1	MHUWZNTUIIFHAS-DIPNUNPCSA-N	700.5043	CHEBI:74546		
BASm0005489	1-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphate	This compound is expected to be in Cannabis as all living plants are known to produce and metabolize it.			CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])[O-]	C21H39O7P	InChI=1S/C21H39O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h6-7,9-10,20,22H,2-5,8,11-19H2,1H3,(H2,24,25,26)/t20-/m1/s1	ZQTAMPRZFOOEEP-HXUWFJFHSA-N	434.2433	CHEBI:74547		
BASm0005490	1-(9Z,12Z)-octadecadienoyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphate	PA(18:2(9Z,12Z)/18:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:2(9Z,12Z)/18:1(9Z)), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of oleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])[O-])OC(=O)CCCCCCC/C=C\CCCCCCCC	C39H71O8P	InChI=1S/C39H71O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11,13,17-20,37H,3-10,12,14-16,21-36H2,1-2H3,(H2,42,43,44)/b13-11-,19-17-,20-18-/t37-/m1/s1	FIJDZRJJPLMKEQ-VCAYUJMESA-N	698.4886562	CHEBI:74548	HMDB0114953	
BASm0005491	1-(9Z,12Z,15Z)-octadecatrienoyl-sn-glycero-3-phosphate	1-(9Z,12Z,15Z-octadecatrienoyl)-glycero-3-phosphate is also known as PA(18:3(9Z,12Z,15Z)/0:0).  1-(9Z,12Z,15Z-octadecatrienoyl)-glycero-3-phosphate is considered to be practically insoluble (in water) and acidic.  1-(9Z,12Z,15Z-octadecatrienoyl)-glycero-3-phosphate is a glycerophosphate lipid molecule			CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])[O-]	C21H37O7P	InChI=1S/C21H37O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h3-4,6-7,9-10,20,22H,2,5,8,11-19H2,1H3,(H2,24,25,26)/b4-3-,7-6-,10-9-/t20-/m1/s1	DVNZKWQUAXJYGB-LVTNFWOSSA-N	432.2276905	CHEBI:74549	HMDB0062320	
BASm0005492	1-(9Z,12Z,15Z)-octadecatrienoyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphate	PA(18:3(9Z,12Z,15Z)/18:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:3(9Z,12Z,15Z)/18:1(9Z)), in particular, consists of one chain of alpha-linolenic acid at the C-1 position and one chain of oleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])[O-])OC(=O)CCCCCCC/C=C\CCCCCCCC	C39H69O8P	InChI=1S/C39H69O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11,13,17-20,37H,3-4,6,8-10,12,14-16,21-36H2,1-2H3,(H2,42,43,44)/b7-5-,13-11-,19-17-,20-18-/t37-/m1/s1	LXKCDRKFJMBKAN-DEXHSTLTSA-N	696.4730062	CHEBI:74550	HMDB0115007	
BASm0005493	1-(9Z)-octadecenoyl-2-hexadecanoyl-sn-glycero-3-phosphate		10015-87-9		CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])[O-])OC(=O)CCCCCCCCCCCCCCC	C37H71O8P	InChI=1S/C37H71O8P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-36(38)43-33-35(34-44-46(40,41)42)45-37(39)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h17-18,35H,3-16,19-34H2,1-2H3,(H2,40,41,42)/b18-17+	ZSXHMDPHNCOWSV-ISLYRVAYSA-N		CHEBI:74551		
BASm0005494	1-(9Z-octadecenoyl)-2-octadecanoyl-sn-glycero-3-phosphate	PA(18:1(9Z)/18:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9Z)/18:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of stearic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])[O-])OC(=O)CCCCCCCCCCCCCCCCC	C39H75O8P	InChI=1S/C39H75O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17,19,37H,3-16,18,20-36H2,1-2H3,(H2,42,43,44)/b19-17-/t37-/m1/s1	XIERONXOJKEALF-PXYGFXEISA-N	702.5199564	CHEBI:74552	HMDB0114926	
BASm0005495	1-heptadecanoyl-sn-glycero-3-phosphate	1-heptadecanoyl-glycero-3-phosphate, also known as PA(17:0/0:0), is classified as a member of the 1-acylglycerol-3-phosphates. 1-acylglycerol-3-phosphates are lysophosphatidic acids where the glycerol is esterified with a fatty acid at O-1 position. 1-heptadecanoyl-glycero-3-phosphate is considered to be practically insoluble (in water) and acidic.  1-heptadecanoyl-glycero-3-phosphate is a glycerophosphate lipid molecule			CCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])[O-]	C20H41O7P	InChI=1S/C20H41O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(22)26-17-19(21)18-27-28(23,24)25/h19,21H,2-18H2,1H3,(H2,23,24,25)/t19-/m1/s1	AXKVUJMUBAXXKG-LJQANCHMSA-N	424.2589907	CHEBI:74554	HMDB0062318	
BASm0005496	1-heptadecanoyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphate			Expected Solid	CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC)COP(=O)([O-])[O-]	C38H71O8P	InChI=1S/C38H73O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)46-36(35-45-47(41,42)43)34-44-37(39)32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17,19,36H,3-16,18,20-35H2,1-2H3,(H2,41,42,43)/p-2/b19-17-/t36-/m1/s1	NSSGSPXMZNTFGQ-QJEXQQAGSA-L	686.4897534	CHEBI:74556		MMDBc0055106
BASm0005497	1-(9Z)-octadecenoyl-2-heptadecanoyl-sn-glycero-3-phosphate	A 1,2-diacyl-sn-glycerol 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-oleoyl-2-heptadecanoyl-sn-glycero-3-phosphate.			CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])[O-])OC(=O)CCCCCCCCCCCCCCCC	C38H71O8P	InChI=1S/C38H73O8P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-37(39)44-34-36(35-45-47(41,42)43)46-38(40)33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h17,19,36H,3-16,18,20-35H2,1-2H3,(H2,41,42,43)/p-2/b19-17-/t36-/m1/s1	PWVGZLUPKLWHNU-QJEXQQAGSA-L		CHEBI:74558		
BASm0005498	1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate	A 1,2-diacyl-sn-glycerol 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-stearoyl-2-oleoyl-sn-glycero-3-phosphate.			CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])[O-]	C39H73O8P	InChI=1S/C39H75O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20,37H,3-17,19,21-36H2,1-2H3,(H2,42,43,44)/p-2/b20-18-/t37-/m1/s1	HHMKVXGZZUOMHM-XZRWTQCASA-L		CHEBI:74560		
BASm0005499	1-(9Z)-octadecenoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphate	PA(18:1(9Z)/18:2(9Z,12Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9Z)/18:2(9Z,12Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 9Z,12Z-octadecadienoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids. This compound is expected to be in Cannabis as all living plants are known to produce and metabolize it.		1	CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC/C=C\CCCCCCCC)COP(=O)([O-])[O-]	C39H71O8P	InChI=1S/C39H71O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,17-20,37H,3-11,13,15-16,21-36H2,1-2H3,(H2,42,43,44)/b14-12-,19-17-,20-18-/t37-/m1/s1	MVSJLGUSXDKOAR-PKJIHPHSSA-N	698.4887	CHEBI:74563		
BASm0005500	1-octadecanoyl-sn-glycero-3-phosphate	1-octadecanoyl-sn-glycerol 3-phosphate belongs to the class of Lysophosphatidic Acids. These are glycerophosphates where the glycerol is esterified with one saturated fatty acid. (inferred from compound structure)		Expected Solid	CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])[O-]	C21H41O7P	InChI=1S/C21H43O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h20,22H,2-19H2,1H3,(H2,24,25,26)/p-2/t20-/m1/s1	LAYXSTYJRSVXIH-HXUWFJFHSA-L	436.2589902	CHEBI:74565		MMDBc0031549
BASm0005501	1-(9Z)-octadecenoyl-2-pentadecanoyl-sn-glycero-3-phosphate	PA(18:1(9Z)/15:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9Z)/15:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of pentadecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])[O-])OC(=O)CCCCCCCCCCCCCC	C36H69O8P	InChI=1S/C36H69O8P/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-35(37)42-32-34(33-43-45(39,40)41)44-36(38)31-29-27-25-23-20-16-14-12-10-8-6-4-2/h17-18,34H,3-16,19-33H2,1-2H3,(H2,39,40,41)/b18-17-/t34-/m1/s1	CTDPEXWSWAIKJE-RZCWWDNZSA-N	660.4730062	CHEBI:74578	HMDB0114923	
BASm0005502	1-(9Z)-octadecenoyl-2-tetradecanoyl-sn-glycero-3-phosphate	PA(18:1(9Z)/14:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9Z)/14:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of myristic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])[O-])OC(=O)CCCCCCCCCCCCC	C35H67O8P	InChI=1S/C35H67O8P/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-34(36)41-31-33(32-42-44(38,39)40)43-35(37)30-28-26-24-22-19-14-12-10-8-6-4-2/h16-17,33H,3-15,18-32H2,1-2H3,(H2,38,39,40)/b17-16-/t33-/m1/s1	SOEWBJRWWSGRKM-NTEJXHNLSA-N	646.4573561	CHEBI:74579	HMDB0114921	
BASm0005503	1-(6Z,9Z,12Z-octadecatrienoyl)-sn-glycero-3-phosphate				CCCCC/C=C\C/C=C\C/C=C\CCCCC(=O)OC[C@@H](O)COP(=O)([O-])[O-]	C21H35O7P	InChI=1S/C21H37O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h6-7,9-10,12-13,20,22H,2-5,8,11,14-19H2,1H3,(H2,24,25,26)/p-2/b7-6-,10-9-,13-12-	KWFUSJZUJLGPTO-QNEBEIHSSA-L	430.2131376	CHEBI:74581	HMDB0186511	
BASm0005504	(6Z,9Z,12Z)-octadecatrienoyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphate	PA(18:3(6Z,9Z,12Z)/18:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:3(6Z,9Z,12Z)/18:1(9Z)), in particular, consists of one chain of gamma-linolenic acid at the C-1 position and one chain of oleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	CCCCC/C=C\C/C=C\C/C=C\CCCCC(=O)OC[C@H](COP(=O)([O-])[O-])OC(=O)CCCCCCC/C=C\CCCCCCCC	C39H69O8P	InChI=1S/C39H69O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11,13,17-20,23,25,37H,3-10,12,14-16,21-22,24,26-36H2,1-2H3,(H2,42,43,44)/b13-11-,19-17-,20-18-,25-23-/t37-/m1/s1	PMILXINPEBVJKS-FCFBPKLPSA-N	696.4730062	CHEBI:74582	HMDB0114980	
BASm0005505	1-eicosanoyl-sn-glycero-3-phosphate	1-eicosanoyl-glycero-3-phosphate is also known as LPA(20:0/0:0).  1-eicosanoyl-glycero-3-phosphate is considered to be practically insoluble (in water) and acidic.  1-eicosanoyl-glycero-3-phosphate is a glycerophosphate lipid molecule			CCCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])[O-]	C23H47O7P	InChI=1S/C23H47O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(25)29-20-22(24)21-30-31(26,27)28/h22,24H,2-21H2,1H3,(H2,26,27,28)/t22-/m1/s1	NWCZIQDBEQKZSD-JOCHJYFZSA-N	466.3059409	CHEBI:74583	HMDB0062315	
BASm0005506	1-eicosanoyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphate	PA(20:0/18:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(20:0/18:1(9Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of oleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCC)COP(=O)([O-])[O-]	C41H79O8P	InChI=1S/C41H79O8P/c1-3-5-7-9-11-13-15-17-19-20-22-23-25-27-29-31-33-35-40(42)47-37-39(38-48-50(44,45)46)49-41(43)36-34-32-30-28-26-24-21-18-16-14-12-10-8-6-4-2/h18,21,39H,3-17,19-20,22-38H2,1-2H3,(H2,44,45,46)/b21-18-/t39-/m1/s1	CHEVROLFHYXCIJ-PIIKPTFNSA-N	730.5512565	CHEBI:74584	HMDB0115069	
BASm0005507	1-tetradecanoyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphate	PA(14:0/18:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/18:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCC)COP(=O)([O-])[O-]	C35H67O8P	InChI=1S/C35H67O8P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(37)43-33(32-42-44(38,39)40)31-41-34(36)29-27-25-23-21-19-14-12-10-8-6-4-2/h16-17,33H,3-15,18-32H2,1-2H3,(H2,38,39,40)/b17-16-/t33-/m1/s1	IZDWXHIHOWRUTO-NTEJXHNLSA-N	646.4573561	CHEBI:74586		MMDBc0045295
BASm0005509	guanosine 2'-phosphate	An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of guanosine 2'-monophosphate.			Nc1nc2c(ncn2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2OP(=O)([O-])[O-])c(=O)[nH]1	C10H12N5O8P	InChI=1S/C10H14N5O8P/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(23-24(19,20)21)5(17)3(1-16)22-9/h2-3,5-6,9,16-17H,1H2,(H2,19,20,21)(H3,11,13,14,18)/p-2/t3-,5-,6-,9-/m1/s1	WTIFIAZWCCBCGE-UUOKFMHZSA-L		CHEBI:74604		
BASm0005510	1-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine			Expected Solid	[H]\C(CCCCCCCC)=C(/[H])CCCCCCCC(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@]([H])(N)C([O-])=O	C24H45NO9P	InChI=1S/C24H46NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(27)32-18-21(26)19-33-35(30,31)34-20-22(25)24(28)29/h9-10,21-22,26H,2-8,11-20,25H2,1H3,(H,28,29)(H,30,31)/p-1/b10-9-/t21-,22+/m1/s1	JZWNYZVVZXZRRH-YFKVPUFHSA-M	522.2837426	CHEBI:74617		MMDBc0055098
BASm0005511	cysteamine S-phosphate					C2H7NO3PS		RZPNFYXFSHGGBE-UHFFFAOYSA-M	155.9889748	CHEBI:74631	HMDB0256474	
BASm0005512	3-oxo-(11Z,14Z,17Z,20Z,23Z)-hexacosapentaenoyl-CoA	A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (11Z,14Z,17Z,20Z,23Z)-3-oxohexacosapentaenoyl-CoA.				C47H70N7O18P3S		QKZQPYCWWGFPSM-NXZKYKDTSA-J	1145.373285	CHEBI:74663		
BASm0005513	1-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphocholine	PC(18:1(9Z)/16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/16:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of palmitic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			CCCCCCCCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C42H82NO8P	InChI=1S/C42H82NO8P/c1-6-8-10-12-14-16-18-20-21-23-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-25-22-19-17-15-13-11-9-7-2/h20-21,40H,6-19,22-39H2,1-5H3/b21-20-/t40-/m1/s1	RRVPPYNAZJRZFR-VYOBOKEXSA-N	759.5778051	CHEBI:74667	HMDB0008100	
BASm0005514	1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine	1,2-dioleoyl-sn-glycero-3-phosphocholine is also known as 1,2-Dioleoyl-L-alpha-lecithin or Dioleoyl lecithin.  1,2-dioleoyl-sn-glycero-3-phosphocholine is considered to be practically insoluble (in water) and acidic.  1,2-dioleoyl-sn-glycero-3-phosphocholine is a glycerophosphocholine lipid molecule	4235-95-4		CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCC/C=C\CCCCCCCC	C44H84NO8P	InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h20-23,42H,6-19,24-41H2,1-5H3/b22-20-,23-21-/t42-/m1/s1	SNKAWJBJQDLSFF-NVKMUCNASA-N	785.5934552	CHEBI:74669	HMDB0062690	
BASm0005515	1-(9Z)-octadecenoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine	PC(18:1(9Z)/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/18:2(9Z,12Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	17041-44-0		CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC/C=C\CCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C	C44H82NO8P	InChI=1S/C44H82NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,20-23,42H,6-14,16,18-19,24-41H2,1-5H3/b17-15-,22-20-,23-21-/t42-/m1/s1	GDWULUGDXGHJIJ-VJHNMZKJSA-N	783.5778051	CHEBI:74670	HMDB0008105	
BASm0005516	1-(9Z)-octadecenoyl-2-(5Z,8Z,11Z,14Z)-icosatetraenoyl-sn-glycero-3-phosphocholine	PC(18:1(9Z)/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the arachidonic acid moiety is derived from animal fats and eggs. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	85082-03-7		CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCC/C=C\CCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C	C46H82NO8P	InChI=1S/C46H82NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h14,16,20-22,24-25,27,31,33,44H,6-13,15,17-19,23,26,28-30,32,34-43H2,1-5H3/b16-14-,22-20-,24-21-,27-25-,33-31-/t44-/m1/s1	ZAYXPDDGEIJGGW-VSDNDEBUSA-N	807.5778051	CHEBI:74671	HMDB0008114	
BASm0005517	(2E)-eicosenoyl-CoA			Expected Solid	CCCCCCCCCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H68N7O17P3S	InChI=1S/C41H72N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h20-21,28-30,34-36,40,51-52H,4-19,22-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/p-4/b21-20+/t30-,34-,35-,36+,40-/m1/s1	ROOFWBIMBMJYGA-DSAUMYHJSA-J	1055.36272	CHEBI:74691		MMDBc0047856
BASm0005518	(2E)-docosenoyl-CoA			Expected Solid	CCCCCCCCCCCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C43H72N7O17P3S	InChI=1S/C43H76N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-34(52)71-27-26-45-33(51)24-25-46-41(55)38(54)43(2,3)29-64-70(61,62)67-69(59,60)63-28-32-37(66-68(56,57)58)36(53)42(65-32)50-31-49-35-39(44)47-30-48-40(35)50/h22-23,30-32,36-38,42,53-54H,4-21,24-29H2,1-3H3,(H,45,51)(H,46,55)(H,59,60)(H,61,62)(H2,44,47,48)(H2,56,57,58)/p-4/b23-22+/t32-,36-,37-,38+,42-/m1/s1	KRTIFNFQCJTGMV-DYAVHEMFSA-J	1083.39402	CHEBI:74692		MMDBc0047858
BASm0005519	(2E)-tetracosenoyl-CoA			Expected Solid	CCCCCCCCCCCCCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C45H76N7O17P3S	InChI=1S/C45H80N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-36(54)73-29-28-47-35(53)26-27-48-43(57)40(56)45(2,3)31-66-72(63,64)69-71(61,62)65-30-34-39(68-70(58,59)60)38(55)44(67-34)52-33-51-37-41(46)49-32-50-42(37)52/h24-25,32-34,38-40,44,55-56H,4-23,26-31H2,1-3H3,(H,47,53)(H,48,57)(H,61,62)(H,63,64)(H2,46,49,50)(H2,58,59,60)/p-4/b25-24+/t34-,38-,39-,40+,44-/m1/s1	UVJKZCSQLMWPMV-LQJAWXTISA-J	1111.425321	CHEBI:74693		MMDBc0047860
BASm0005520	1-(9Z-hexadecenoyl)-sn-glycero-3-phosphate			Expected Solid	CCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])[O-]	C19H35O7P	InChI=1S/C19H37O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(21)25-16-18(20)17-26-27(22,23)24/h7-8,18,20H,2-6,9-17H2,1H3,(H2,22,23,24)/p-2/b8-7-/t18-/m1/s1	GLGQZYWTNAOWHT-JTHGQSKGSA-L	406.2131376	CHEBI:74694		MMDBc0054110
BASm0005521	1-(9Z-octadecenoyl)-2-(9Z-hexadecenoyl)-sn-glycero-3-phosphate	A 1,2-diacyl-sn-glycerol 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-(9Z)-octadecenoyl-2-(9Z)-hexadecenoyl-sn-glycero-3-phosphate.			CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC/C=C\CCCCCCCC)COP(=O)([O-])[O-]	C37H67O8P	InChI=1S/C37H69O8P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-36(38)43-33-35(34-44-46(40,41)42)45-37(39)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h14,16-18,35H,3-13,15,19-34H2,1-2H3,(H2,40,41,42)/p-2/b16-14-,18-17-/t35-/m1/s1	ABDVMXLJKAKVKI-YFFVWHPVSA-L		CHEBI:74697		
BASm0005522					*O[C@H]1[C@@H](O)[C@H](n2cc(CC(=O)OC)c(=O)[nH]c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:74851		
BASm0005523	2,3-bis-O-phytanyl-sn-glycero-3-phospho-L-serine			Expected Solid	CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@@H](C)CCOC[C@@H](COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-])OCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C	C46H93NO8P	InChI=1S/C46H94NO8P/c1-36(2)17-11-19-38(5)21-13-23-40(7)25-15-27-42(9)29-31-52-33-44(34-54-56(50,51)55-35-45(47)46(48)49)53-32-30-43(10)28-16-26-41(8)24-14-22-39(6)20-12-18-37(3)4/h36-45H,11-35,47H2,1-10H3,(H,48,49)(H,50,51)/p-1/t38-,39-,40-,41-,42-,43-,44+,45+/m1/s1	REWAKYJADCBFMU-BMCGWPBGSA-M	818.6644295	CHEBI:74853		MMDBc0055283
BASm0005524					*O[C@H]1[C@@H](O)[C@H](n2cc(CC(=O)[O-])c(=O)[nH]c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:74882		
BASm0005525					*O[C@H]1[C@@H](O)[C@H](c2cn(C)c(=O)[nH]c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:74890		
BASm0005526	1-(9Z-octadecenoyl)-2-(9Z,12Z-octadienoyl)-sn-glycero-3-phospho-L-serine				CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC/C=C\CCCCCCCC)COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-]	C42H76NO10P	InChI=1S/C42H76NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,17-20,38-39H,3-11,13,15-16,21-37,43H2,1-2H3,(H,46,47)(H,48,49)/b14-12+,19-17+,20-18+/t38-,39+/m1/s1	MWONMGIZXLAUBR-LELUSZHASA-N		CHEBI:74892		
BASm0005527					*O[C@H]1[C@@H](O)[C@H](n2ccc(=N)n(C)c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:74894		
BASm0005528					*[C@@H]1O[C@H](COP(*)(=O)[O-])[C@@H](O)[C@H]1O					CHEBI:74896		
BASm0005529	1-(9Z-octadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-L-serine				CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCC/C=C\CCCCCCCC)COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-]	C44H76NO10P	InChI=1S/C44H76NO10P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-43(47)55-40(38-53-56(50,51)54-39-41(45)44(48)49)37-52-42(46)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h11,13,17-19,21-22,24,28,30,40-41H,3-10,12,14-16,20,23,25-27,29,31-39,45H2,1-2H3,(H,48,49)(H,50,51)/b13-11+,19-17+,21-18-,24-22+,30-28-/t40-,41+/m1/s1	PVENTVZLUAWWEI-OWKXLVPXSA-N		CHEBI:74897		
BASm0005530					*[C@@H]1O[C@H](COP(*)(=O)[O-])[C@@H](O)[C@H]1OC					CHEBI:74898		
BASm0005531					*O[C@H]1[C@@H](O)[C@H](n2ccc(NC(C)=O)nc2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:74900		
BASm0005532	1-(9Z-octadecenoyl)-2-(9Z-hexadecenoyl)-sn-glycero-3-phospho-L-serine	PS(18:1(9Z)/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:1(9Z)/16:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC/C=C\CCCCCCCC)COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-]	C40H74NO10P	InChI=1S/C40H74NO10P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-38(42)48-33-36(34-49-52(46,47)50-35-37(41)40(44)45)51-39(43)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h14,16-18,36-37H,3-13,15,19-35,41H2,1-2H3,(H,44,45)(H,46,47)/t36-,37+/m1/s1	JSCZUPSIMWRJHP-AARKOHAPSA-N	759.5050341	CHEBI:74901	HMDB12388	
BASm0005533	1-(9Z-octadecenoyl)-2-octadecanoyl-sn-glycero-3-phospho-L-serine	PS(18:1(9Z)/18:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(18:1(9Z)/18:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one octadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-])OC(=O)CCCCCCCCCCCCCCCCC	C42H80NO10P	InChI=1S/C42H80NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17,19,38-39H,3-16,18,20-37,43H2,1-2H3,(H,46,47)(H,48,49)/b19-17-/t38-,39-/m1/s1	VYDABBXFPODZIE-FVMPCLRMSA-N	789.5519848	CHEBI:74902		
BASm0005534	4-methylpentanoate			Expected Solid	CC(C)CCC(=O)[O-]	C6H11O2	InChI=1S/C6H12O2/c1-5(2)3-4-6(7)8/h5H,3-4H2,1-2H3,(H,7,8)/p-1	FGKJLKRYENPLQH-UHFFFAOYSA-M	115.0764532	CHEBI:74904		MMDBc0055522
BASm0005535	1,2-di-(9Z)-octadecenoyl-sn-glycero-3-phospho-L-serine			Expected Solid	[H]\C(CCCCCCCC)=C(/[H])CCCCCCCC(=O)OC[C@]([H])(COP(O)(=O)OC[C@]([H])(N)C([O-])=O)OC(=O)CCCCCCC\C([H])=C(\[H])CCCCCCCC	C42H77NO10P	InChI=1S/C42H78NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,38-39H,3-16,21-37,43H2,1-2H3,(H,46,47)(H,48,49)/p-1/b19-17-,20-18-/t38-,39+/m1/s1	WTBFLCSPLLEDEM-JIDRGYQWSA-M	786.5290583	CHEBI:74905		MMDBc0055122
BASm0005536	1-(9Z)-octadecenoyl-2-hexadecanoyl-sn-glycero-3-phosphoserine	A phosphatidylserine 34:1 that is the conjugate base of 1-oleoyl-2-palmitoyl-sn-glycero-3-phospho-L-serine, in which the carboxy and phosphate groups are anionic and the amino group is cationic.				C40H75NO10P		ILJAXXNZNFOOQA-DAQGAKHBSA-M	760.5134082	CHEBI:74909		
BASm0005540	patulin	Patulin is found in pomes. Mycotoxin, found as a contaminant of foods, e.g. apple juice. Sometimes detd. in apple juice Patulin is a mycotoxin produced by a variety of molds, particularly Aspergillus and Penicillium. It is commonly found in rotting apples, and the amount of patulin in apple products is generally viewed as a measure of the quality of the apples used in production. It is not a particularly potent toxin, but a number of studies have shown that it is genotoxic, which has led to some theories that it may be a carcinogen, though animal studies have remained inconclusive. Patulin is also an antibiotic. Several countries have instituted patulin restrictions in apple products. The World Health Organization recommends a maximum concentration of 50 µg/L in apple juice	149-29-1		O=C1C=C2C(=CCOC2O)O1	C7H6O4	InChI=1S/C7H6O4/c8-6-3-4-5(11-6)1-2-10-7(4)9/h1,3,7,9H,2H2	ZRWPUFFVAOMMNM-UHFFFAOYSA-N	154.0266087	CHEBI:74926	HMDB0034299	
BASm0005541	1-(9Z)-octadecenoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphate	PA(18:1(9Z)/20:4(5Z,8Z,11Z,14Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9Z)/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCC/C=C\CCCCCCCC)COP(=O)([O-])[O-]	C41H71O8P	InChI=1S/C41H71O8P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(43)49-39(38-48-50(44,45)46)37-47-40(42)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h11,13,17-19,21-22,24,28,30,39H,3-10,12,14-16,20,23,25-27,29,31-38H2,1-2H3,(H2,44,45,46)/b13-11-,19-17-,21-18-,24-22-,30-28-/t39-/m1/s1	LDECSGZEUCWTGS-XSMDNWERSA-N	722.4886562	CHEBI:74928	HMDB0114934	
BASm0005542	tetracenomycin F1		878049-13-9		Cc1c(C(=O)[O-])c(O)cc2cc3c(c(O)c12)C(=O)c1c(O)cc(O)cc1C3	C20H14O7	InChI=1S/C20H14O7/c1-7-14-10(5-12(22)15(7)20(26)27)3-8-2-9-4-11(21)6-13(23)16(9)19(25)17(8)18(14)24/h3-6,21-24H,2H2,1H3,(H,26,27)	BJSNGVYBQJIGRT-UHFFFAOYSA-N		CHEBI:74931		
BASm0005543	1-(9Z)-octadecenoyl-2-eicosanoyl-sn-glycero-3-phosphate	PA(18:1(9Z)/20:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9Z)/20:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids. This compound is expected to be in Cannabis as all living plants are known to produce and metabolize it.		1	CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])[O-])OC(=O)CCCCCCCCCCCCCCCCCCC	C41H79O8P	InChI=1S/C41H79O8P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(43)49-39(38-48-50(44,45)46)37-47-40(42)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h18,21,39H,3-17,19-20,22-38H2,1-2H3,(H2,44,45,46)/b21-18-/t39-/m1/s1	BQDYVNRXQDSZSP-PIIKPTFNSA-N	730.5513	CHEBI:74937		
BASm0005544	1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate	LPA(20:4(5Z,8Z,11Z,14Z)/0:0) belongs to the class of organic compounds known as 1-acylglycerol-3-phosphates. These are lysophosphatidic acids where the glycerol is esterified with a fatty acid at O-1 position. LPA(20:4(5Z,8Z,11Z,14Z)/0:0) is considered to be a practically insoluble (in water) and relatively neutral molecule. A 1-acyl-sn-glycerol 3-phosphate in which the 1-O-acyl group is specified as arachidonoyl.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OC[C@@H](O)COP(=O)([O-])[O-]	C23H39O7P	InChI=1S/C23H39O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(25)29-20-22(24)21-30-31(26,27)28/h6-7,9-10,12-13,15-16,22,24H,2-5,8,11,14,17-21H2,1H3,(H2,26,27,28)/b7-6-,10-9-,13-12-,16-15-	XBFQFMCUPHZKTI-DOFZRALJSA-N	458.2433406	CHEBI:74938		
BASm0005545	1-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphate	PA(20:4(5Z,8Z,11Z,14Z)/18:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(20:4(5Z,8Z,11Z,14Z)/18:1(9Z)), in particular, consists of one chain of arachidonic acid at the C-1 position and one chain of oleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OC[C@H](COP(=O)([O-])[O-])OC(=O)CCCCCCC/C=C\CCCCCCCC	C41H71O8P	InChI=1S/C41H71O8P/c1-3-5-7-9-11-13-15-17-19-20-22-23-25-27-29-31-33-35-40(42)47-37-39(38-48-50(44,45)46)49-41(43)36-34-32-30-28-26-24-21-18-16-14-12-10-8-6-4-2/h11,13,17-19,21-23,27,29,39H,3-10,12,14-16,20,24-26,28,30-38H2,1-2H3,(H2,44,45,46)/b13-11-,19-17-,21-18-,23-22-,29-27-/t39-/m1/s1	WPZWVFHOVBEOOI-RQOUDQJUSA-N	722.4886562	CHEBI:74941	HMDB0115151	
BASm0005546	1-diphospho-1D-myo-inositol 2,3,4,5,6-pentakisphosphate			Expected Solid	O=P([O-])([O-])O[C@@H]1[C@@H](OP(=O)([O-])[O-])[C@@H](OP(=O)([O-])[O-])[C@@H](OP(=O)([O-])OP(=O)([O-])[O-])[C@H](OP(=O)([O-])[O-])[C@H]1OP(=O)([O-])[O-]	C6H6O27P7	InChI=1S/C6H19O27P7/c7-34(8,9)27-1-2(28-35(10,11)12)4(30-37(16,17)18)6(32-40(25,26)33-39(22,23)24)5(31-38(19,20)21)3(1)29-36(13,14)15/h1-6H,(H,25,26)(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/p-13/t1-,2-,3+,4-,5-,6-/m1/s1	UPHPWXPNZIOZJL-UOTPTPDRSA-A	726.7331105	CHEBI:74946		MMDBc0055104
BASm0005547	N-isovaleryl-L-homoserine lactone			Expected Solid	CC(C)CC(=O)N[C@H]1CCOC1=O	C9H15NO3	InChI=1S/C9H15NO3/c1-6(2)5-8(11)10-7-3-4-13-9(7)12/h6-7H,3-5H2,1-2H3,(H,10,11)/t7-/m0/s1	DUHWGLQNCKHNBY-ZETCQYMHSA-N	185.1051933	CHEBI:74958		MMDBc0056151
BASm0005548	(S)-homoeriodictyol				COc1cc([C@@H]2CC(=O)c3c(O)cc(O)cc3O2)ccc1O	C16H14O6	InChI=1S/C16H14O6/c1-21-14-4-8(2-3-10(14)18)13-7-12(20)16-11(19)5-9(17)6-15(16)22-13/h2-6,13,17-19H,7H2,1H3/t13-/m0/s1	FTODBIPDTXRIGS-ZDUSSCGKSA-N	302.0790382	CHEBI:74960		
BASm0005549	1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine	PC(16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the docosahexaenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C	C46H80NO8P	InChI=1S/C46H80NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-19-17-15-13-11-9-7-2/h8,10,14,16,20-21,23-24,27,29,33,35,44H,6-7,9,11-13,15,17-19,22,25-26,28,30-32,34,36-43H2,1-5H3/b10-8-,16-14-,21-20-,24-23-,29-27-,35-33-/t44-/m1/s1	IESVDEZGAHUQJU-ZLBXKVHBSA-N	805.5621551	CHEBI:74963	HMDB0007991	
BASm0005550	1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine	PC(18:0/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the arachidonic acid moiety is derived from animal fats and eggs. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	35418-59-8		CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C	C46H84NO8P	InChI=1S/C46H84NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h14,16,20,22,25,27,31,33,44H,6-13,15,17-19,21,23-24,26,28-30,32,34-43H2,1-5H3/b16-14-,22-20-,27-25-,33-31-/t44-/m1/s1	PSVRFUPOQYJOOZ-QNPWAGBNSA-N	809.5934552	CHEBI:74965	HMDB0008048	
BASm0005551	1-dodecanoyl-sn-glycero-3-phosphocholine				CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OCC[N+](C)(C)C	C20H42NO7P	InChI=1S/C20H42NO7P/c1-5-6-7-8-9-10-11-12-13-14-20(23)26-17-19(22)18-28-29(24,25)27-16-15-21(2,3)4/h19,22H,5-18H2,1-4H3/t19-/m1/s1	BWKILASWCLJPBO-LJQANCHMSA-N	439.2698897	CHEBI:74966	HMDB0240697	
BASm0005552	1-dodecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine	A 1,2-diacyl-sn-glycero-3-phosphocholine in which the two acyl substituents at positions 1 and 2 are specified as lauroyl and arachidonoyl respectively.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C	C40H72NO8P	InChI=1S/C40H72NO8P/c1-6-8-10-12-14-16-17-18-19-20-21-22-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3,4)5)36-46-39(42)32-30-28-26-24-15-13-11-9-7-2/h14,16,18-19,21-22,25,27,38H,6-13,15,17,20,23-24,26,28-37H2,1-5H3/b16-14-,19-18-,22-21-,27-25-/t38-/m1/s1	QCEOZLZDVRAOAE-PDJBGJHMSA-N		CHEBI:74967		
BASm0005553	1-eicosanoyl-sn-glycero-3-phosphocholine	LysoPC(20:0/0:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(20:0/0:0), in particular, consists of one chain of arachidic acid at the C-1 position. The arachidic acid moiety is derived from peanut oil. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor family of integral membrane proteins. LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4.  binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood.  Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910).  LPCs have a number of protective or anti-inflammatory effects.  Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910).  Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.	108341-80-6		CCCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OCC[N+](C)(C)C	C28H58NO7P	InChI=1S/C28H58NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-28(31)34-25-27(30)26-36-37(32,33)35-24-23-29(2,3)4/h27,30H,5-26H2,1-4H3/t27-/m1/s1	UATOAILWGVYRQS-HHHXNRCGSA-N	551.3950897	CHEBI:74968	HMDB0010390	
BASm0005554	1-eicosanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine	PC(20:0/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the arachidonic acid moiety is derived from animal fats and eggs. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C	C48H88NO8P	InChI=1S/C48H88NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,27,29,33,35,46H,6-14,16,18-20,22,24-26,28,30-32,34,36-45H2,1-5H3/b17-15-,23-21-,29-27-,35-33-/t46-/m1/s1	UAVRPIXHIHJERN-CBTSKTMBSA-N	837.6247553	CHEBI:74970	HMDB0008279	
BASm0005555	1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine	LysoPE(18:1(9Z)/0:0) is a lysophosphatidylethanolamine or a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce. They are also approved for indoor use to preserve stored crops and commercial cut flowers. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms.	89576-29-4	Solid	CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OCC[NH3+]	C23H46NO7P	InChI=1S/C23H46NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)29-20-22(25)21-31-32(27,28)30-19-18-24/h9-10,22,25H,2-8,11-21,24H2,1H3,(H,27,28)/b10-9-/t22-/m1/s1	PYVRVRFVLRNJLY-MZMPXXGTSA-N	479.3011893	CHEBI:74971	HMDB0011506	
BASm0005556	N-(4-coumaroyl)-L-homoserine lactone			Expected Solid	O=C(C=Cc1ccc(O)cc1)N[C@H]1CCOC1=O	C13H13NO4	InChI=1S/C13H13NO4/c15-10-4-1-9(2-5-10)3-6-12(16)14-11-7-8-18-13(11)17/h1-6,11,15H,7-8H2,(H,14,16)/t11-/m0/s1	CCIXZFJYFQJTGK-NSHDSACASA-N	247.0844579	CHEBI:74974		MMDBc0056108
BASm0005557	1-(9Z)-octadecenoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphoethanolamine	PE(18:1(9Z)/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:1(9Z)/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the arachidonic acid moiety is derived from animal fats and eggs. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCC/C=C\CCCCCCCC)COP(=O)([O-])OCC[NH3+]	C43H76NO8P	InChI=1S/C43H76NO8P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44)39-49-42(45)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h11,13,17-19,21-22,24,28,30,41H,3-10,12,14-16,20,23,25-27,29,31-40,44H2,1-2H3,(H,47,48)/b13-11-,19-17-,21-18-,24-22-,30-28-/t41-/m1/s1	PECSWFQRRFRZPW-BHPGJWMBSA-N	765.5308549	CHEBI:74975	HMDB0009069	
BASm0005558	1-(9Z)-octadecenoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphoethanolamine	PE(18:1(9Z)/18:2(9Z,12Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:1(9Z)/18:2(9Z,12Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.	1188-56-3	Solid	CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC/C=C\CCCCCCCC)COP(=O)([O-])OCC[NH3+]	C41H76NO8P	InChI=1S/C41H76NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,17-20,39H,3-11,13,15-16,21-38,42H2,1-2H3,(H,45,46)/b14-12-,19-17-,20-18-/t39-/m1/s1	GKAFCSRKMWFPSJ-RJXNKANHSA-N	741.5308549	CHEBI:74977	HMDB0009060	
BASm0005559	1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine	PE(18:1(9Z)/18:1(9Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:1(9Z)/18:1(9Z)), in particular, consists of two chains of oleic acid at the C-1 and C-2 positions. The oleic acid moieties are derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[NH3+])OC(=O)CCCCCCC/C=C\CCCCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,39H,3-16,21-38,42H2,1-2H3,(H,45,46)/b19-17-,20-18-/t39-/m1/s1	MWRBNPKJOOWZPW-NYVOMTAGSA-N	743.5465055	CHEBI:74986	HMDB0009059	
BASm0005562	1-dodecanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholine	PC(12:0/16:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(12:0/16:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	CCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C36H72NO8P	InChI=1S/C36H72NO8P/c1-6-8-10-12-14-16-17-18-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37(3,4)5)32-42-35(38)28-26-24-22-20-15-13-11-9-7-2/h34H,6-33H2,1-5H3/t34-/m1/s1	QQCURFHAGLMXKE-UUWRZZSWSA-N	677.4995548	CHEBI:75017		MMDBc0033268
BASm0005563	1-hexadecanoyl-2-dodecanoyl-sn-glycero-3-phosphocholine	A phosphatidylcholine 28:0 in which the two acyl substituents at positions 1 and 2 are specified as palmitoyl and lauroyl respectively.				C36H72NO8P		OVRJLLUJKRFEBG-UUWRZZSWSA-N	677.4995553	CHEBI:75018		
BASm0005564	1-hexadecanoyl-sn-glycero-3-phospho-L-serine			Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@]([H])(N)C([O-])=O	C22H43NO9P	InChI=1S/C22H44NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(25)30-16-19(24)17-31-33(28,29)32-18-20(23)22(26)27/h19-20,24H,2-18,23H2,1H3,(H,26,27)(H,28,29)/p-1/t19-,20+/m1/s1	XIVOBOJQPNEUSC-UXHICEINSA-M	496.2680925	CHEBI:75020		MMDBc0055111
BASm0005566	1-octadecanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholine	PC(18:0/16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:0/16:0), in particular, consists of one chain of stearic acid at the C-1 position and one chain of palmitic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	C42H84NO8P	InChI=1S/C42H84NO8P/c1-6-8-10-12-14-16-18-20-21-23-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-25-22-19-17-15-13-11-9-7-2/h40H,6-39H2,1-5H3/t40-/m1/s1	BYSIMVBIJVBVPA-RRHRGVEJSA-N	761.5934552	CHEBI:75026	HMDB0008034	
BASm0005568	1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine	PS(16:0/18:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:0/18:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE. This compound is expected to be in Cannabis as all living plants are known to produce and metabolize it.			CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-]	C40H76NO10P	InChI=1S/C40H76NO10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,36-37H,3-16,19-35,41H2,1-2H3,(H,44,45)(H,46,47)/t36-,37+/m1/s1	OIWCYIUQAVBPGV-AARKOHAPSA-N	761.5207	CHEBI:75029		
BASm0005569	1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-L-serine	PS(16:0/18:2(9Z,12Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:0/18:2(9Z,12Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 9Z,12Z-octadecadienoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE. This compound is expected to be in Cannabis as all living plants are known to produce and metabolize it.			CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-]	C40H74NO10P	InChI=1S/C40H74NO10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h11,13,17-18,36-37H,3-10,12,14-16,19-35,41H2,1-2H3,(H,44,45)(H,46,47)/t36-,37+/m1/s1	ZGNVQERQNSXHHO-AARKOHAPSA-N	759.505	CHEBI:75031		
BASm0005570	1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-L-serine	PS(16:0/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(16:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the arachidonic acid moiety is derived from animal fats and eggs. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-]	C42H74NO10P	InChI=1S/C42H74NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-41(45)53-38(36-51-54(48,49)52-37-39(43)42(46)47)35-50-40(44)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h11,13,17-18,20,22,26,28,38-39H,3-10,12,14-16,19,21,23-25,27,29-37,43H2,1-2H3,(H,46,47)(H,48,49)/b13-11-,18-17-,22-20-,28-26-/t38-,39+/m1/s1	DKLQKRSJZISZKW-KNFJROLASA-N	783.5050341	CHEBI:75032	HMDB0012361	
BASm0005571	1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine	PC(18:0/18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:0/18:1(9Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of oleic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	56421-10-4		CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C	C44H86NO8P	InChI=1S/C44H86NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h21,23,42H,6-20,22,24-41H2,1-5H3/b23-21-/t42-/m1/s1	ATHVAWFAEPLPPQ-VRDBWYNSSA-N	787.6091052	CHEBI:75034	HMDB0008038	
BASm0005572	1-octadecanoyl-sn-glycero-3-phosphoethanolamine	LysoPE(18:0/0:0) or LPE(18:0/0:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce. They are also approved for indoor use to preserve stored crops and commercial cut flowers. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms.	69747-55-3	Solid	CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OCC[NH3+]	C23H48NO7P	InChI=1S/C23H48NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)29-20-22(25)21-31-32(27,28)30-19-18-24/h22,25H,2-21,24H2,1H3,(H,27,28)/t22-/m1/s1	BBYWOYAFBUOUFP-JOCHJYFZSA-N	481.3168394	CHEBI:75036	HMDB0011130	
BASm0005573	1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine	PE(18:0/18:1(9Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:0/18:1(9Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of oleic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.	6418-95-7	Solid	CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])OCC[NH3+]	C41H80NO8P	InChI=1S/C41H80NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20,39H,3-17,19,21-38,42H2,1-2H3,(H,45,46)/b20-18-/t39-/m1/s1	JQKOHRZNEOQNJE-DJEJVYNPSA-N	745.5621555	CHEBI:75038	HMDB0008993	
BASm0005574	2-amino-5-chlorophenol			Expected Solid	Nc1ccc(Cl)cc1O	C6H6ClNO	InChI=1S/C6H6ClNO/c7-4-1-2-5(8)6(9)3-4/h1-3,9H,8H2	FZCQMIRJCGWWCL-UHFFFAOYSA-N	143.0137915	CHEBI:75051		MMDBc0054158
BASm0005575	3-dehydro-D-glucose 6-phosphate				O=C1[C@@H](O)C(O)O[C@H](COP(=O)([O-])[O-])[C@H]1O	C6H11O9P	InChI=1S/C6H11O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-3,5-7,9-10H,1H2,(H2,11,12,13)/t2-,3-,5-,6?/m1/s1	XTCSSQUVVLDALS-KCLVSGOISA-N	258.0140689	CHEBI:75052		
BASm0005576	2-amino-5-chloromuconate 6-semialdehyde			Expected Solid	[NH3+]/C(=C/C=C(/Cl)C=O)C(=O)[O-]	C6H6ClNO3	InChI=1S/C6H6ClNO3/c7-4(3-9)1-2-5(8)6(10)11/h1-3H,8H2,(H,10,11)/b4-1+,5-2+	YEIFVAPTZWXPNE-GRSRPBPQSA-N	175.0036208	CHEBI:75057		MMDBc0055209
BASm0005577	1-tetradecanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholine	PC(14:0/16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/16:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of palmitic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			CCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C	C38H76NO8P	InChI=1S/C38H76NO8P/c1-6-8-10-12-14-16-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39(3,4)5)34-44-37(40)30-28-26-24-22-20-17-15-13-11-9-7-2/h36H,6-35H2,1-5H3/t36-/m1/s1	RFVFQQWKPSOBED-PSXMRANNSA-N	705.5308549	CHEBI:75062	HMDB0007869	
BASm0005578	1-acyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine				*C(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC					CHEBI:75063		
BASm0005579	1-acyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-L-serine				*C(=O)OC[C@H](COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-])OC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC					CHEBI:75065		
BASm0005580	1-acyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-L-serine				*C(=O)OC[C@H](COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-])OC(=O)CCCCCCC/C=C\C/C=C\CCCCC					CHEBI:75066		
BASm0005581	1-acyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphoethanolamine				*C(=O)OC[C@H](COP(=O)([O-])OCC[NH3+])OC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC					CHEBI:75067		
BASm0005582	1-acyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphoethanolamine				*C(=O)OC[C@H](COP(=O)([O-])OCC[NH3+])OC(=O)CCCCCCC/C=C\C/C=C\CCCCC					CHEBI:75069		
BASm0005583	1-(9Z)-octadecenoyl-2-dodecanoyl-sn-glycero-3-phosphate	A 1,2-diacyl-sn-glycerol 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-oleoyl-2-lauroyl-sn-glycero-3-phosphate.				C33H61O8P		JKNXYEIOFCBSHD-AHVPQQLLSA-L	616.4115031	CHEBI:75076		
BASm0005584	1-(9Z)-octadecenoyl-2-nonadecanoyl-sn-glycero-3-phosphate	A 1,2-diacyl-sn-glycerol 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-oleoyl-2-nonadecanoyl-sn-glycero-3-phosphate.				C40H75O8P		UNOREBDSQVPLRN-CFFKTVTHSA-L	714.5210535	CHEBI:75104		
BASm0005585	nonadecanoyl-CoA	Nonadecanoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a nonadecanoic acid thioester of coenzyme A. Nonadecanoyl-coa is an acyl-CoA with 19 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. Nonadecanoyl-coa is therefore classified as a long chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. Nonadecanoyl-coa, being a long chain acyl-CoA is a substrate for long chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, Nonadecanoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of Nonadecanoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts Nonadecanoyl-CoA into nonadecanoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, nonadecanoylcarnitine is converted back to Nonadecanoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of Nonadecanoyl-CoA occurs in four steps. First, since Nonadecanoyl-CoA is a long chain acyl-CoA it is the substrate for a long chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of Nonadecanoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until Nonadecanoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CCCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C40H72N7O17P3S	InChI=1S/C40H72N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-31(49)68-24-23-42-30(48)21-22-43-38(52)35(51)40(2,3)26-61-67(58,59)64-66(56,57)60-25-29-34(63-65(53,54)55)33(50)39(62-29)47-28-46-32-36(41)44-27-45-37(32)47/h27-29,33-35,39,50-51H,4-26H2,1-3H3,(H,42,48)(H,43,52)(H,56,57)(H,58,59)(H2,41,44,45)(H2,53,54,55)	YUJZGRUJMWKAJF-UHFFFAOYSA-N	1047.391826	CHEBI:75105	HMDB0062509	
BASm0005587	(11Z)-octadecenoyl-CoA			Expected Solid	CCCCCC/C=C\CCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C39H64N7O17P3S	InChI=1S/C39H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h9-10,26-28,32-34,38,49-50H,4-8,11-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/p-4/b10-9-/t28-,32-,33-,34+,38-/m1/s1	HEJOXXLSCAQQGQ-SAIINBSPSA-J	1027.33142	CHEBI:75121		MMDBc0048659
BASm0005588	1-(9Z)-octadecenoyl-2-(11Z)-octadecenoyl-sn-glycero-3-phosphate	PA(18:1(9Z)/18:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids. This compound is expected to be in Cannabis as all living plants are known to produce and metabolize it.			CCCCCC/C=C\CCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC/C=C\CCCCCCCC)COP(=O)([O-])[O-]	C39H73O8P	InChI=1S/C39H73O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16-17,19,37H,3-13,15,18,20-36H2,1-2H3,(H2,42,43,44)/t37-/m1/s1	WXGVPSHYGAKQHX-DIPNUNPCSA-N	700.5043	CHEBI:75122		
BASm0005589	(6Z)-octadecenoyl-CoA	Octadec-6-enoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is an octadec-6-enoic acid thioester of coenzyme A. Octadec-6-enoyl-coa is an acyl-CoA with 18 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. Octadec-6-enoyl-coa is therefore classified as a long chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. Octadec-6-enoyl-coa, being a long chain acyl-CoA is a substrate for long chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, octadec-6-enoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of octadec-6-enoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts octadec-6-enoyl-CoA into octadec-6-enoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, octadec-6-enoylcarnitine is converted back to octadec-6-enoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of octadec-6-enoyl-CoA occurs in four steps. First, since octadec-6-enoyl-CoA is a long chain acyl-CoA it is the substrate for a long chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of octadec-6-enoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until octadec-6-enoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CCCCCCCCCCC/C=C\CCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C39H68N7O17P3S	InChI=1S/C39H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h14-15,26-28,32-34,38,49-50H,4-13,16-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)	BHTGEVYSRPHECT-UHFFFAOYSA-N	1031.360526	CHEBI:75123	HMDB0301309	
BASm0005590	1-(9Z)-octadecenoyl-2-(6Z)-octadecenoyl-sn-glycero-3-phosphate	A 1,2-diacyl-sn-glycerol 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-oleoyl-2-(6Z)-octadecenoyl-sn-glycero-3-phosphate.			CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])[O-])OC(=O)CCCC/C=C\CCCCCCCCCCC	C39H71O8P	InChI=1S/C39H73O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17,19,24,26,37H,3-16,18,20-23,25,27-36H2,1-2H3,(H2,42,43,44)/p-2/b19-17-,26-24-/t37-/m1/s1	ZMGRHCLBKXXQTN-KTIVZMCLSA-L		CHEBI:75124		
BASm0005591	1',3'-bis-[1-acyl-sn-glycero-3-phospho]-glycerol				*C(=O)OC[C@@H](O)COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@H](O)COC(*)=O					CHEBI:75137		
BASm0005592	1'-[1-acyl-2-(9Z)-octadecenoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerol				*C(=O)OC[C@@H](O)COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@@H](COC(*)=O)OC(=O)CCCCCCC/C=C\CCCCCCCC					CHEBI:75139		
BASm0005593	1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-(9Z)-octadecenoyl-sn-glycero-3-phospho]-glycerol				*C(=O)OC[C@H](COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@@H](COC(*)=O)OC(=O)CCCCCCC/C=C\CCCCCCCC)OC(*)=O					CHEBI:75140		
BASm0005594	1-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)					C22H44O9P		BVJSKAUUFXBDOB-LEWJYISDSA-M	483.2728436	CHEBI:75158	HMDB0240356	
BASm0005595	1-hexadecanoyl-2-dodecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)	A phosphatidylinositol 28:0 in which the phosphatidyl acyl groups at positions 1 and 2 are specified as palmitoyl (hexadecanoyl) and lauroyl (dodecanoyl) respectively.				C37H70O13P		OOIYGIBLKJXABS-AVVBPMCPSA-M	753.4559529	CHEBI:75160		
BASm0005596	1-tetradecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol)	PG(18:1(9Z)/14:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/14:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.			CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCC)COP(=O)([O-])OC[C@@H](O)CO	C38H73O10P	InChI=1S/C38H73O10P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-38(42)48-36(34-47-49(43,44)46-32-35(40)31-39)33-45-37(41)29-27-25-23-21-19-14-12-10-8-6-4-2/h16-17,35-36,39-40H,3-15,18-34H2,1-2H3,(H,43,44)/b17-16-/t35-,36+/m0/s1	GKSUEOBCMJKHAW-XONOHRBRSA-N	720.4941355	CHEBI:75161		
BASm0005597	1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol)	A 1,2-diacyl-sn-glycero-3-phospho-(1'-sn-glycerol)(1-) in which both acyl groups are specified as oleoyl.			CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OC[C@@H](O)CO)OC(=O)CCCCCCC/C=C\CCCCCCCC	C42H78O10P	InChI=1S/C42H79O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(45)49-37-40(38-51-53(47,48)50-36-39(44)35-43)52-42(46)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,39-40,43-44H,3-16,21-38H2,1-2H3,(H,47,48)/p-1/b19-17-,20-18-/t39-,40+/m0/s1	DSNRWDQKZIEDDB-SQYFZQSCSA-M		CHEBI:75163		
BASm0005598	1-acyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol)				*C(=O)OC[C@H](COP(=O)([O-])OC[C@@H](O)CO)OC(=O)CCCCCCC/C=C\CCCCCCCC					CHEBI:75173		
BASm0005599	1'-[1-acyl-2-dodecanoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerol				*C(=O)OC[C@@H](O)COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@@H](COC(*)=O)OC(=O)CCCCCCCCCCC					CHEBI:75201		
BASm0005600	1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-dodecanoyl-sn-glycero-3-phospho]-glycerol				*C(=O)OC[C@H](COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@@H](COC(*)=O)OC(=O)CCCCCCCCCCC)OC(*)=O					CHEBI:75203		
BASm0005601	(S)-3,5-dihydroxyphenylglycine			Expected Solid	[NH3+][C@H](C(=O)[O-])c1cc(O)cc(O)c1	C8H9NO4	InChI=1S/C8H9NO4/c9-7(8(12)13)4-1-5(10)3-6(11)2-4/h1-3,7,10-11H,9H2,(H,12,13)/t7-/m0/s1	HOOWCUZPEFNHDT-ZETCQYMHSA-N	183.0531578	CHEBI:75204		MMDBc0054105
BASm0005602	1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phospho]-glycerol				*C(=O)OC[C@H](COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@@H](COC(*)=O)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC)OC(*)=O					CHEBI:75205		
BASm0005603	1'-[1-acyl-2-hexadecanoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerol				[1*]C(=O)OC[C@H](COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@H](O)COC([3*])=O)OC(=O)CCCCCCCCCCCCCCC					CHEBI:75207		
BASm0005604	1'-[1-acyl-2-octadecanoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerol				*C(=O)OC[C@@H](O)COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@@H](COC(*)=O)OC(=O)CCCCCCCCCCCCCCCCC					CHEBI:75208		
BASm0005605	1'-[1-acyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerol				*C(=O)OC[C@@H](O)COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@@H](COC(*)=O)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC					CHEBI:75209		
BASm0005606	2-(3,5-dihydroxyphenyl)-2-oxoacetate			Expected Solid	O=C([O-])C(=O)c1cc(O)cc(O)c1	C8H5O5	InChI=1S/C8H6O5/c9-5-1-4(2-6(10)3-5)7(11)8(12)13/h1-3,9-10H,(H,12,13)/p-1	IXVSXZQERGYQTA-UHFFFAOYSA-M	181.0142468	CHEBI:75210		MMDBc0055196
BASm0005607	1-O-octadecyl-sn-glycero-3-phosphocholine	1-Octadecyl-sn-glycero-3-phosphocholine is an intermediate in the ether lipid metabolism pathway. 1-Octadecyl-sn-glycero-3-phosphocholine is irreversibly produced from 2-acetyl-1-(9Z-octadecenyl)-sn-glycero-3-phosphocholine via the enzyme 1-alkyl-2-acetylglycerophosphocholine esterase (EC 3.1.1.47). 1-Octadecyl-sn-glycero-3-phosphocholine is an ether phospho-ether lipid. Ether lipids are lipids in which one or more of the carbon atoms on glycerol are bonded to an alkyl chain via an ether linkage, as opposed to the usual ester linkage. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids. LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4.  binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood.  Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910).  LPCs have a number of protective or anti-inflammatory effects.  Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910).  Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.	74430-89-0		CCCCCCCCCCCCCCCCCCOC[C@@H](O)COP(=O)([O-])OCC[N+](C)(C)C	C26H56NO6P	InChI=1S/C26H56NO6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-22-31-24-26(28)25-33-34(29,30)32-23-21-27(2,3)4/h26,28H,5-25H2,1-4H3/t26-/m1/s1	XKBJVQHMEXMFDZ-AREMUKBSSA-N	509.384525	CHEBI:75216	HMDB0011149	
BASm0005608	1-hexadecanoyl-2-acetyl-sn-glycero-3-phosphocholine				CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(C)=O	C26H52NO8P	InChI=1S/C26H52NO8P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-26(29)32-22-25(35-24(2)28)23-34-36(30,31)33-21-20-27(3,4)5/h25H,6-23H2,1-5H3	XPAXRSJGGFVTFM-UHFFFAOYSA-N	537.3430546	CHEBI:75219	HMDB0243815	
BASm0005609	1-octadecanoyl-2-acetyl-sn-glycero-3-phosphocholine	A 1,2-diacyl-sn-glycero-3-phosphocholine in which the two acyl substituents at positions 1 and 2 are specified as stearoyl and acetyl respectively.			CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(C)=O	C28H56NO8P	InChI=1S/C28H56NO8P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-28(31)34-24-27(37-26(2)30)25-36-38(32,33)35-23-22-29(3,4)5/h27H,6-25H2,1-5H3/t27-/m1/s1	ILLILTKBYHPOIA-HHHXNRCGSA-N		CHEBI:75220		
BASm0005610	(12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate		126873-49-2		CCCCC/C=C\C[C@H](/C=C/C=C\C/C=C\CCCC(=O)[O-])OO	C20H32O4	InChI=1S/C20H32O4/c1-2-3-4-5-10-13-16-19(24-23)17-14-11-8-6-7-9-12-15-18-20(21)22/h7-11,13-14,17,19,23H,2-6,12,15-16,18H2,1H3,(H,21,22)/b9-7+,11-8+,13-10+,17-14+/t19-/m1/s1	ZIOZYRSDNLNNNJ-DSYNCJRISA-N		CHEBI:75230		
BASm0005611	12-oxo-(5Z,8Z,10E,14Z)-eicosatetraenoate		108437-64-5		CCCCC/C=C\CC(=O)/C=C/C=C\C/C=C\CCCC(=O)[O-]	C20H30O3	InChI=1S/C20H30O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13-14,17H,2-6,12,15-16,18H2,1H3,(H,22,23)/b9-7-,11-8-,13-10-,17-14+	GURBRQGDZZKITB-VXBMJZGYSA-N		CHEBI:75231		
BASm0005612	(8R)-hydroxy-(11R,12R)-epoxy-(5Z,9E,14Z)-eicosatrienoate			Expected Solid	CCCCC/C=C\C[C@H]1O[C@@H]1/C=C/[C@H](O)C/C=C\CCCC(=O)[O-]	C20H31O4	InChI=1S/C20H32O4/c1-2-3-4-5-6-10-13-18-19(24-18)16-15-17(21)12-9-7-8-11-14-20(22)23/h6-7,9-10,15-19,21H,2-5,8,11-14H2,1H3,(H,22,23)/p-1/b9-7-,10-6-,16-15+/t17?,18-,19+/m0/s1	SGTUOBURCVMACZ-CIQDQOFUSA-M	335.2227831	CHEBI:75232	HMDB0062619	MMDBc0049089
BASm0005613	(8R)-hydroxy-(11S,12S)-epoxy-(5Z,9E,14Z)-eicosatrienoate			Expected Solid	CCCCC/C=C\C[C@@H]1O[C@H]1/C=C/[C@H](O)C/C=C\CCCC(=O)[O-]	C20H31O4	InChI=1S/C20H32O4/c1-2-3-4-5-6-10-13-18-19(24-18)16-15-17(21)12-9-7-8-11-14-20(22)23/h6-7,9-10,15-19,21H,2-5,8,11-14H2,1H3,(H,22,23)/p-1/b9-7-,10-6-,16-15+/t17?,18-,19+/m0/s1	SGTUOBURCVMACZ-CIQDQOFUSA-M	335.2227831	CHEBI:75233	HMDB0062619	MMDBc0049089
BASm0005614	(10R)-hydroxy-(11S,12S)-epoxy-(5Z,8Z,14Z)-eicosatrienoate	Hepoxilin B3 is a normal human epidermis eicosanoid. Hepoxilin B3 is dramatically elevated in psoriatic lesions. The primary biological action of the hepoxilins appears to relate to their ability to release calcium from intracellular stores through a receptor-mediated action. The receptor is intracellular, and appears to be G-protein coupled. The conversion of hepoxilin into its omega-hydroxy catabolite has recently been demonstrated through the action of an omega-hydroxylase. This enzyme is different from that which oxidizes leukotriene B4, as the former activity is lost when the cell is disrupted, while leukotriene B4-catabolic activity is recovered in both the intact and disrupted cell. Additionally, hepoxilin catabolism is inhibited by CCCP, a mitochondrial uncoupler, while leukotriene catabolism is unaffected. As hepoxilins cause the translocation of calcium from intracellular stores in the endoplasmic reticulum to the mitochondria, it is speculated that hepoxilin omega-oxidation takes place in the mitochondria, and the omega-oxidation product facilitates accumulation of the elevated cytosolic calcium by the mitochondria. (PMID 10692117, 11851887, 10086189) [HMDB]	71799-95-6	Solid	CCCCC/C=C\C[C@@H]1O[C@H]1[C@H](O)/C=C\C/C=C\CCCC(=O)[O-]	C20H32O4	InChI=1S/C20H32O4/c1-2-3-4-5-9-12-15-18-20(24-18)17(21)14-11-8-6-7-10-13-16-19(22)23/h6-7,9,11-12,14,17-18,20-21H,2-5,8,10,13,15-16H2,1H3,(H,22,23)/t17?,18-,20+/m0/s1	DWNBPRRXEVJMPO-AQCCAAQSSA-N	336.2300595	CHEBI:75234	HMDB04690	
BASm0005615	(13R)-hydroxy-(14S,15S)-epoxy-(5Z,8Z,11Z)-eicosatrienoate	An epoxy(hydroxy)icosatrienoate that is the conjugate base of (13R)-hydroxy-(14S,15S)-epoxyicosa-(5Z,8Z,11Z)-trienoic acid, obtained by deprotonation of the carboxy group.			CCCCC[C@@H]1O[C@H]1[C@H](O)/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H31O4	InChI=1S/C20H32O4/c1-2-3-11-15-18-20(24-18)17(21)14-12-9-7-5-4-6-8-10-13-16-19(22)23/h5-8,12,14,17-18,20-21H,2-4,9-11,13,15-16H2,1H3,(H,22,23)/p-1/b7-5-,8-6-,14-12-/t17-,18+,20+/m1/s1	FMRVHRPEVIVXKX-ZJIVTKJASA-M		CHEBI:75235		
BASm0005616	1-acyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphoethanolamine				*C(=O)OC[C@H](COP(=O)([O-])OCC[NH3+])OC(=O)CCCCCCCCCC/C=C\CCCCC					CHEBI:75238		
BASm0005617	1-acyl-2-(9Z)-hexadecenoyl-sn-glycero-3-phosphoethanolamine				*C(=O)OC[C@H](COP(=O)([O-])OCC[NH3+])OC(=O)CCCCCCC/C=C\CCCCCC					CHEBI:75239		
BASm0005618	1-acyl-2-(9Z)-hexadecenoyl-sn-glycero-3-phosphocholine				*C(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCC/C=C\CCCCCC					CHEBI:75240		
BASm0005619	1-acyl-2-(9Z)-hexadecenoyl-sn-glycero-3-phosphoserine				*C(=O)OC[C@H](COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-])OC(=O)CCCCCCC/C=C\CCCCCC					CHEBI:75241		
BASm0005620	1-acyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine				*C(=O)OC[C@H](COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-])OC(=O)CCCCCCC/C=C\CCCCCCCC					CHEBI:75242		
BASm0005622	1-O-octadecyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine	PC(O-18:0/20:4(8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-18:0/20:4(8Z,11Z,14Z,17Z)), in particular, consists of one chain of Stearyl alcohol at the C-1 position and one chain of eicosatetraenoic acid at the C-2 position. The Stearyl alcohol moiety is derived from beef fat, fish oil, while the eicosatetraenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			[H][C@@](COCCCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C46H86NO7P	InChI=1S/C46H86NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-46(48)54-45(44-53-55(49,50)52-42-40-47(3,4)5)43-51-41-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h14,16,20,22,25,27,31,33,45H,6-13,15,17-19,21,23-24,26,28-30,32,34-44H2,1-5H3/b16-14-,22-20-,27-25-,33-31-/t45-/m1/s1	GBNPCIWXLWZJGA-IGBSIYCFSA-N	795.6141906	CHEBI:75245	HMDB0013420	
BASm0005623	1-acyl-2-octanoyl-sn-glycero-3-phosphoethanolamine				*C(=O)OC[C@H](COP(=O)([O-])OCC[NH3+])OC(=O)CCCCCCC					CHEBI:75263		
BASm0005624	1-acyl-2-octadecanoyl-sn-glycero-3-phosphoethanolamine				*C(=O)OC[C@H](COP(=O)([O-])OCC[NH3+])OC(=O)CCCCCCCCCCCCCCCCC					CHEBI:75264		
BASm0005625	1-acyl-2-hexadecanoyl-sn-glycero-3-phosphoethanolamine				*C(=O)OC[C@@H](COP(=O)([O-])OCC[NH3+])OC(=O)CCCCCCCCCCCCCCC					CHEBI:75265		
BASm0005626	1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol)	PG(18:0/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylglycerol or glycerophospholipid (PG or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(18:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the arachidonic acid moiety is derived from animal fats and eggs. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PG also serves as a precursor for the synthesis of cardiolipin. PG is synthesized from CDP-diacylglycerol and glycerol-3-phosphate. [HMDB]		Solid		C44H78O10P		GGSONEYZZWVXFY-QPQYMHNXSA-M	797.5338093	CHEBI:75266	HMDB10610	
BASm0005627	1-acyl-2-hexadecanoyl-sn-glycero-3-phosphocholine				*C(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC					CHEBI:75279		
BASm0005628	1-acyl-2-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)				*C(=O)OC[C@H](COP(=O)([O-])OC[C@@H](O)CO)OC(=O)CCCCCCCCCCCCCCC					CHEBI:75280		
BASm0005629	(R)-2-(4-chloro-2-methylphenoxy)propanoate			Expected Solid	Cc1cc(Cl)ccc1O[C@H](C)C(=O)[O-]	C10H10ClO3	InChI=1S/C10H11ClO3/c1-6-5-8(11)3-4-9(6)14-7(2)10(12)13/h3-5,7H,1-2H3,(H,12,13)/p-1/t7-/m1/s1	WNTGYJSOUMFZEP-SSDOTTSWSA-M	213.0323955	CHEBI:75284		MMDBc0055024
BASm0005630	(S)-2-(4-chloro-2-methylphenoxy)propanoate			Expected Solid	Cc1cc(Cl)ccc1O[C@@H](C)C(=O)[O-]	C10H10ClO3	InChI=1S/C10H11ClO3/c1-6-5-8(11)3-4-9(6)14-7(2)10(12)13/h3-5,7H,1-2H3,(H,12,13)/p-1/t7-/m0/s1	WNTGYJSOUMFZEP-ZETCQYMHSA-M	213.0323955	CHEBI:75285		MMDBc0055055
BASm0005631	(S)-(2,4-dichlorophenoxy)propanoate			Expected Solid	C[C@H](Oc1ccc(Cl)cc1Cl)C(=O)[O-]	C9H7Cl2O3	InChI=1S/C9H8Cl2O3/c1-5(9(12)13)14-8-3-2-6(10)4-7(8)11/h2-5H,1H3,(H,12,13)/p-1/t5-/m0/s1	MZHCENGPTKEIGP-YFKPBYRVSA-M	232.9777731	CHEBI:75287		MMDBc0055052
BASm0005632	(R)-(2,4-dichlorophenoxy)propanoate		15165-67-0		C[C@@H](Oc1ccc(Cl)cc1Cl)C(=O)[O-]	C9H8Cl2O3	InChI=1S/C9H8Cl2O3/c1-5(9(12)13)14-8-3-2-6(10)4-7(8)11/h2-5H,1H3,(H,12,13)/t5-/m1/s1	MZHCENGPTKEIGP-RXMQYKEDSA-N		CHEBI:75288		
BASm0005633	1-O-octadecyl-2-hexadecanoyl-sn-glycero-3-phosphocholine				CCCCCCCCCCCCCCCCCCOC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	C42H86NO7P	InChI=1S/C42H86NO7P/c1-6-8-10-12-14-16-18-20-21-22-24-26-28-30-32-34-37-47-39-41(40-49-51(45,46)48-38-36-43(3,4)5)50-42(44)35-33-31-29-27-25-23-19-17-15-13-11-9-7-2/h41H,6-40H2,1-5H3/t41-/m1/s1	GTFLTTXDLGEBAI-VQJSHJPSSA-N	747.6141911	CHEBI:75290		
BASm0005634	epsilon-rhodomycinone			Expected Solid	[H][C@]1(O)C[C@](O)(CC)[C@]([H])(C(=O)OC)C2=C(O)C3=C(C(O)=C12)C(=O)C1=C(C=CC=C1O)C3=O	C22H20O9	InChI=1S/C22H20O9/c1-3-22(30)7-10(24)12-13(16(22)21(29)31-2)20(28)14-15(19(12)27)18(26)11-8(17(14)25)5-4-6-9(11)23/h4-6,10,16,23-24,27-28,30H,3,7H2,1-2H3/t10-,16-,22+/m0/s1	PYFOXRACBORDCT-GOSXWKPOSA-N	428.1107322	CHEBI:75291		MMDBc0002674
BASm0005635	1-eicosanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholine	PC(20:0/16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:0/16:0), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of palmitic acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	C44H88NO8P	InChI=1S/C44H88NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-24-19-17-15-13-11-9-7-2/h42H,6-41H2,1-5H3/t42-/m1/s1	JJSZXCSTFDBBBZ-HUESYALOSA-N	789.6247553	CHEBI:75294	HMDB0008265	
BASm0005636	13-dihydrodaunorubicin			Expected Solid	[H]C(C)(O)[C@]1(O)CC2=C(O)C3=C(C(O)=C2[C@]([H])(C1)O[C@@]1([H])C[C@]([H])([NH3+])[C@]([H])(O)[C@]([H])(C)O1)C(=O)C1=C(C=CC=C1OC)C3=O	C27H32NO10	InChI=1S/C27H31NO10/c1-10-22(30)14(28)7-17(37-10)38-16-9-27(35,11(2)29)8-13-19(16)26(34)21-20(24(13)32)23(31)12-5-4-6-15(36-3)18(12)25(21)33/h4-6,10-11,14,16-17,22,29-30,32,34-35H,7-9,28H2,1-3H3/p+1/t10-,11?,14-,16-,17-,22+,27-/m0/s1	HJEZFVLKJYFNQW-FKKRWUELSA-O	530.2020727	CHEBI:75296		MMDBc0055171
BASm0005637	13-deoxydaunorubicin			Expected Solid	CC[C@]1(O)Cc2c(O)c3c(c(O)c2[C@@H](O[C@H]2C[C@H]([NH3+])[C@H](O)[C@H](C)O2)C1)C(=O)c1c(OC)cccc1C3=O	C27H32NO9	InChI=1S/C27H31NO9/c1-4-27(34)9-13-19(16(10-27)37-17-8-14(28)22(29)11(2)36-17)26(33)21-20(24(13)31)23(30)12-6-5-7-15(35-3)18(12)25(21)32/h5-7,11,14,16-17,22,29,31,33-34H,4,8-10,28H2,1-3H3/p+1/t11-,14-,16-,17-,22+,27-/m0/s1	XAMIMZAWZUSOPA-JIGXQNLBSA-O	514.207158	CHEBI:75297		MMDBc0055169
BASm0005638	1-hexadecanoyl-2-decanoyl-sn-glycero-3-phosphocholine	A phosphatidylcholine 26:0 in which the two acyl substituents at positions 1 and 2 are palmitoyl and decanoyl respectively.			CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCC	C34H68NO8P	InChI=1S/C34H68NO8P/c1-6-8-10-12-14-15-16-17-18-19-21-22-24-26-33(36)40-30-32(31-42-44(38,39)41-29-28-35(3,4)5)43-34(37)27-25-23-20-13-11-9-7-2/h32H,6-31H2,1-5H3/t32-/m1/s1	WHXGUMQFAMJVSQ-JGCGQSQUSA-N		CHEBI:75300		
BASm0005639	1-hexadecanoyl-2-hexanoyl-sn-glycero-3-phosphocholine	A 1,2-diacyl-sn-glycero-3-phosphocholine where the acyl groups at positions 1 and 2 are palmitoyl and hexanoyl respectively.			CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCC	C30H60NO8P	InChI=1S/C30H60NO8P/c1-6-8-10-11-12-13-14-15-16-17-18-19-21-22-29(32)36-26-28(39-30(33)23-20-9-7-2)27-38-40(34,35)37-25-24-31(3,4)5/h28H,6-27H2,1-5H3/t28-/m1/s1	RBJYEKYJPBLOJX-MUUNZHRXSA-N		CHEBI:75301		
BASm0005640	1-hexadecanoyl-2-octanoyl-sn-glycero-3-phosphocholine	A  phosphatidylcholine 24:0 where the acyl groups at position 1 and 2 are palmitoyl and capryloyl respectively.			CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCC	C32H64NO8P	InChI=1S/C32H64NO8P/c1-6-8-10-12-13-14-15-16-17-18-19-21-22-24-31(34)38-28-30(41-32(35)25-23-20-11-9-7-2)29-40-42(36,37)39-27-26-33(3,4)5/h30H,6-29H2,1-5H3/t30-/m1/s1	BIKOKUIYZRORTR-SSEXGKCCSA-N		CHEBI:75302		
BASm0005641	1-hexadecanoyl-2-tetradecanoyl-sn-glycero-3-phosphocholine	PC(16:0/14:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/14:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of myristic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the myristic acid moiety is derived from nutmeg and butter. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC	C38H76NO8P	InChI=1S/C38H76NO8P/c1-6-8-10-12-14-16-18-19-21-22-24-26-28-30-37(40)44-34-36(35-46-48(42,43)45-33-32-39(3,4)5)47-38(41)31-29-27-25-23-20-17-15-13-11-9-7-2/h36H,6-35H2,1-5H3/t36-/m1/s1	UIXXHROAQSBBOV-PSXMRANNSA-N	705.5308549	CHEBI:75304	HMDB0007965	
BASm0005642	19-oxotestosterone	19-Oxotestosterone is catalyzed by Aromatase (EC 1.14.14.1),also called estrogen synthetase (a cytochrome P450 enzyme which catalyzes the formation of aromatic C18 estrogens from C19 androgens; it is symbolized CYP19) into oestrogens via sequential oxidations at the 19-methyl group. Biosynthesis of estrogens from C19 steroids is catalyzed by aromatase and its tissue-specific expression is determined at least in part by alternative use of tissue-specific promoters, which give rise to transcripts with unique 5-prime noncoding termini.(OMIM 107910).	4075-13-2		C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C=O)[C@@H]1CC[C@@H]2O	C19H26O3	InChI=1S/C19H26O3/c1-18-8-7-16-14(15(18)4-5-17(18)22)3-2-12-10-13(21)6-9-19(12,16)11-20/h10-11,14-17,22H,2-9H2,1H3/t14-,15-,16-,17-,18-,19+/m0/s1	TXNCGXATKOMEQC-KOUJMVCDSA-N	302.1881947	CHEBI:75308	HMDB0003959	
BASm0005643	(8S)-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoate				CCCCC/C=C\C/C=C\C=C\[C@H](C/C=C\CCCC(=O)[O-])OO	C20H32O4	InChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-10-13-16-19(24-23)17-14-11-12-15-18-20(21)22/h6-7,9-11,13-14,16,19,23H,2-5,8,12,15,17-18H2,1H3,(H,21,22)/b7-6+,10-9+,14-11+,16-13+/t19-/m1/s1	QQUFCXFFOZDXLA-BSLZMDHBSA-N		CHEBI:75322		
BASm0005644	8-oxo-(5Z,9E,11Z,14Z)-eicosatetraenoate	An unsaturated fatty acid anion that is the conjugate base of 8-KETE, obtained by deprotonation of the carboxy group.			CCCCC/C=C\C/C=C\C=C\C(=O)C/C=C\CCCC(=O)[O-]	C20H29O3	InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-13-16-19(21)17-14-11-12-15-18-20(22)23/h6-7,9-11,13-14,16H,2-5,8,12,15,17-18H2,1H3,(H,22,23)/p-1/b7-6-,10-9-,14-11-,16-13+	ULAXHDZCBOQYGV-HEJOTXCHSA-M		CHEBI:75326		
BASm0005645	(10R)-hydroxy-(8S,9S)-epoxy-(5Z,11Z,14Z)-eicosatrienoate	An unsaturated fatty acid anion that is the conjugate base of (8S,9S)-epoxy-(10R)-hydroxyicosa-(5Z,11Z,14Z)-trienoic acid, obtained by deprotonation of the carboxy group.				C20H31O4		WWOUHSVXNYZFBQ-MCRRFWBCSA-M	335.2227831	CHEBI:75327		
BASm0005646	(8E,10S)-10-hydroperoxy-octadeca-8-enoate			Expected Solid	[H]\C(CCCCCCC([O-])=O)=C(\[H])[C@]([H])(CCCCCCCC)OO	C18H33O4	InChI=1S/C18H34O4/c1-2-3-4-5-8-11-14-17(22-21)15-12-9-6-7-10-13-16-18(19)20/h12,15,17,21H,2-11,13-14,16H2,1H3,(H,19,20)/p-1/b15-12+/t17-/m0/s1	HTIQDCPWTUODDW-VMEIHUARSA-M	313.2384331	CHEBI:75341		MMDBc0054991
BASm0005647	1-(9Z-octadecenoyl)-glycerol	Monooleoylglycerol, also known as glyceryl 1-oleate, glycerylmonooleate or 1-monoolein, is classified as a member of the 1-monoacylglycerols. 1-Monoacylglycerols are monoacylglycerols containing a glycerol acylated at the 1-position. Monooleoylglycerol is considered to be practically insoluble (in water) and relatively neutral.  Monooleoylglycerol is a monoradylglycerol lipid molecule. (ChemoSummarizer)				C21H40O4		RZRNAYUHWVFMIP-KTKRTIGZNA-N	356.2926598	CHEBI:75342	HMDB0094684	
BASm0005648	(8E,10S,12Z)-10-hydroperoxyoctadeca-8,12-dienoate			Expected Solid	[H]\C(CCCCC)=C(/[H])C[C@]([H])(OO)C(\[H])=C(/[H])CCCCCCC([O-])=O	C18H31O4	InChI=1S/C18H32O4/c1-2-3-4-5-8-11-14-17(22-21)15-12-9-6-7-10-13-16-18(19)20/h8,11-12,15,17,21H,2-7,9-10,13-14,16H2,1H3,(H,19,20)/p-1/b11-8-,15-12+/t17-/m0/s1	YONQBPOWOZLKHS-NDTUJAEZSA-M	311.2227831	CHEBI:75346		MMDBc0054990
BASm0005649	(8E,10S,12Z,15Z)-10-hydroperoxyoctadeca-8,12,15-trienoate			Expected Solid	[H]\C(CC)=C(/[H])C\C([H])=C(\[H])C[C@]([H])(OO)C(\[H])=C(/[H])CCCCCCC([O-])=O	C18H29O4	InChI=1S/C18H30O4/c1-2-3-4-5-8-11-14-17(22-21)15-12-9-6-7-10-13-16-18(19)20/h3-4,8,11-12,15,17,21H,2,5-7,9-10,13-14,16H2,1H3,(H,19,20)/p-1/b4-3-,11-8-,15-12+/t17-/m0/s1	PTYXOLTZOUXIKI-ZLXVQWIVSA-M	309.207133	CHEBI:75348		MMDBc0054989
BASm0005650	2-methyl-6-all-trans-nonaprenylbenzene-1,4-diol	2-methyl-6-solanyl-1,4-benzoquinol, also known as 2-methyl-6-all-trans-nonaprenylbenzene-1,4-diol or msbq, is a member of the class of compounds known as polyprenyl quinols. Polyprenyl quinols are compounds containing a polyisoprene chain attached to a quinol(hydroquinone) at the second ring position. 2-methyl-6-solanyl-1,4-benzoquinol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 2-methyl-6-solanyl-1,4-benzoquinol can be found in a number of food items such as muscadine grape, safflower, rocket salad (sspecies), and other soy product, which makes 2-methyl-6-solanyl-1,4-benzoquinol a potential biomarker for the consumption of these food products.			CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=CC(O)=CC(C)=C1O	C52H80O2	InChI=1S/C52H80O2/c1-40(2)20-12-21-41(3)22-13-23-42(4)24-14-25-43(5)26-15-27-44(6)28-16-29-45(7)30-17-31-46(8)32-18-33-47(9)34-19-35-48(10)36-37-50-39-51(53)38-49(11)52(50)54/h20,22,24,26,28,30,32,34,36,38-39,53-54H,12-19,21,23,25,27,29,31,33,35,37H2,1-11H3/b41-22+,42-24+,43-26+,44-28+,45-30+,46-32+,47-34+,48-36+	SWKACZQJGXABCN-JSGWLJPKSA-N	736.6158318	CHEBI:75402	HMDB0304078	
BASm0005651	6-geranylgeranyl-2-methylbenzene-1,4-diol			Expected Solid	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=CC(O)=CC(C)=C1O	C27H40O2	InChI=1S/C27H40O2/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-15-23(5)16-17-25-19-26(28)18-24(6)27(25)29/h10,12,14,16,18-19,28-29H,7-9,11,13,15,17H2,1-6H3/b21-12+,22-14+,23-16+	DOWCCBNJUZOLRJ-MLAGYPMBSA-N	396.3028305	CHEBI:75411		MMDBc0052314
BASm0005652	6-geranylgeranyl-2,3-dimethylbenzene-1,4-diol			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1cc(O)c(C)c(C)c1O	C28H42O2	InChI=1S/C28H42O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-16-23(5)17-18-26-19-27(29)24(6)25(7)28(26)30/h11,13,15,17,19,29-30H,8-10,12,14,16,18H2,1-7H3/b21-13+,22-15+,23-17+	QFMVWSPTQOCGTB-TUZVQDLTSA-N	410.3184806	CHEBI:75412		MMDBc0052315
BASm0005653	phytyl diphosphate	Phytyl diphosphate belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle. Phytyl diphosphate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Phytyl diphosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.		1	C/C(=C\COP(=O)([O-])OP(=O)([O-])[O-])CCC[C@H](C)CCC[C@H](C)CCCC(C)C	C20H42O7P2	InChI=1S/C20H42O7P2/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-26-29(24,25)27-28(21,22)23/h15,17-19H,6-14,16H2,1-5H3,(H,24,25)(H2,21,22,23)/b20-15+	ITPLBNCCPZSWEU-HMMYKYKNSA-N	456.2406	CHEBI:75434		
BASm0005654	1-butanoyl-2-(9Z)-octadecenoyl-sn-glycerol	A 1,2-diacyl-sn-glycerol where butyryl and oleoyl are the 1- and 2-acyl groups respectively.			CCCCCCCC/C=C\CCCCCCCC(=O)O[C@@H](CO)COC(=O)CCC	C25H46O5	InChI=1S/C25H46O5/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-25(28)30-23(21-26)22-29-24(27)19-4-2/h11-12,23,26H,3-10,13-22H2,1-2H3/b12-11-/t23-/m0/s1	KSOVALZHNUYBPU-DGVDTQEHSA-N		CHEBI:75443		
BASm0005655	1-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycerol	DG(18:1(9Z)/16:0/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:1(9Z)/16:0/0:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of palmitic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](CO)OC(=O)CCCCCCCCCCCCCCC	C37H70O5	InChI=1S/C37H70O5/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-36(39)41-34-35(33-38)42-37(40)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h17-18,35,38H,3-16,19-34H2,1-2H3/b18-17-/t35-/m0/s1	DOZKMFVMCATMEH-OZKTZCCCSA-N	594.5223254	CHEBI:75447	HMDB0007214	
BASm0005656	1-(9Z-octadecenoyl)-2-octadecanoyl-sn-glycerol	DG(18:1(9Z)/18:0/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:1(9Z)/18:0/0:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of stearic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](CO)OC(=O)CCCCCCCCCCCCCCCCC	C39H74O5	InChI=1S/C39H74O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17,19,37,40H,3-16,18,20-36H2,1-2H3/b19-17-/t37-/m0/s1	QFAYEXQEVKDUJW-DGZCRLAFSA-N	622.5536255	CHEBI:75448	HMDB0007216	
BASm0005657	1-(9Z-octadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycerol	DG(18:1(9Z)/20:4(5Z,8Z,11Z,14Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:1(9Z)/20:4(5Z,8Z,11Z,14Z)/0:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the arachidonic acid moiety is derived from animal fats and eggs. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@@H](CO)COC(=O)CCCCCCC/C=C\CCCCCCCC	C41H70O5	InChI=1S/C41H70O5/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h11,13,17-19,21-22,24,28,30,39,42H,3-10,12,14-16,20,23,25-27,29,31-38H2,1-2H3/b13-11-,19-17-,21-18-,24-22-,30-28-/t39-/m0/s1	LWXLWRXRJKMNLM-GOZUYJTOSA-N	642.5223254	CHEBI:75449	HMDB0007228	
BASm0005658	1-(9Z-octadecenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycerol	DG(18:1(9Z)/18:2(9Z,12Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:1(9Z)/18:2(9Z,12Z)/0:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the linoleic acid moiety is derived from seed oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	91125-76-7		CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@@H](CO)COC(=O)CCCCCCC/C=C\CCCCCCCC	C39H70O5	InChI=1S/C39H70O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,17-20,37,40H,3-11,13,15-16,21-36H2,1-2H3/b14-12-,19-17-,20-18-/t37-/m0/s1	BLZVZPYMHLXLHG-JOBMVARSSA-N	618.5223254	CHEBI:75450	HMDB0007219	
BASm0005659	2-hexadecanoylglycerol	MG(0:0/16:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.		Solid	CCCCCCCCCCCCCCCC(=O)OC(CO)CO	C19H38O4	InChI=1S/C19H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(22)23-18(16-20)17-21/h18,20-21H,2-17H2,1H3	BBNYCLAREVXOSG-UHFFFAOYSA-N	330.2770097	CHEBI:75455	HMDB0011533	
BASm0005660	2-octadecanoylglycerol	MG(0:0/18:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.		Solid	CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO	C21H42O4	InChI=1S/C21H42O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-20(18-22)19-23/h20,22-23H,2-19H2,1H3	YQEMORVAKMFKLG-UHFFFAOYSA-N	358.3083098	CHEBI:75456	HMDB0011535	
BASm0005661	2-(9Z,12Z-octadecadienoyl)-glycerol	MG(0:0/18:2(9Z,12Z)/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.		Solid	CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC(CO)CO	C21H38O4	InChI=1S/C21H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-20(18-22)19-23/h6-7,9-10,20,22-23H,2-5,8,11-19H2,1H3/b7-6-,10-9-	IEPGNWMPIFDNSD-HZJYTTRNSA-N	354.2770097	CHEBI:75457	HMDB0011538	
BASm0005662	(R,S)-butane-2,3-diol		24347-58-8	solid	C[C@H](O)[C@@H](C)O	C4H10O2	InChI=1S/C4H10O2/c1-3(5)4(2)6/h3-6H,1-2H3/t3-,4+	OWBTYPJTUOEWEK-ZXZARUISSA-N	90.06807956	CHEBI:75460		
BASm0005663	1-octanoyl-2-(9Z)-octadecenoyl-sn-glycerol	A 1,2-diacyl-sn-glycerol where octanoyl and oleoyl form the 1- and 2-acyl groups respectively.			CCCCCCCC/C=C\CCCCCCCC(=O)O[C@@H](CO)COC(=O)CCCCCCC	C29H54O5	InChI=1S/C29H54O5/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-20-22-24-29(32)34-27(25-30)26-33-28(31)23-21-19-8-6-4-2/h13-14,27,30H,3-12,15-26H2,1-2H3/b14-13-/t27-/m0/s1	KJIDXLFNTLKOKK-FVDMPLEPSA-N		CHEBI:75462		
BASm0005664	1-dodecanoyl-2-(9Z)-octadecenoyl-sn-glycerol	DG(12:0/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.			CCCCCCCC/C=C\CCCCCCCC(=O)O[C@@H](CO)COC(=O)CCCCCCCCCCC	C33H62O5	InChI=1S/C33H62O5/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-33(36)38-31(29-34)30-37-32(35)27-25-23-21-19-12-10-8-6-4-2/h15-16,31,34H,3-14,17-30H2,1-2H3/b16-15-/t31-/m0/s1	GFDAVCSAIGBIQQ-WQUIGTGHSA-N	538.4597251	CHEBI:75463		
BASm0005665	1-tetradecanoyl-2-(9Z)-octadecenoyl-sn-glycerol	DG(14:0/18:1(9Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(14:0/18:1(9Z)/0:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of oleic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			CCCCCCCC/C=C\CCCCCCCC(=O)O[C@@H](CO)COC(=O)CCCCCCCCCCCCC	C35H66O5	InChI=1S/C35H66O5/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(38)40-33(31-36)32-39-34(37)29-27-25-23-21-19-14-12-10-8-6-4-2/h16-17,33,36H,3-15,18-32H2,1-2H3/b17-16-/t33-/m0/s1	XEQQGHISHUGMIP-ASUORMEESA-N	566.4910252	CHEBI:75465	HMDB0007015	
BASm0005666	1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol	DG(16:0/18:1(9Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(16:0/18:1(9Z)/0:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of oleic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	29541-66-0		CCCCCCCC/C=C\CCCCCCCC(=O)O[C@@H](CO)COC(=O)CCCCCCCCCCCCCCC	C37H70O5	InChI=1S/C37H70O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,35,38H,3-16,19-34H2,1-2H3/b18-17-/t35-/m0/s1	YEJYLHKQOBOSCP-OZKTZCCCSA-N	594.5223254	CHEBI:75466	HMDB0007102	
BASm0005667	1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol	DG(18:0/18:1(9Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:0/18:1(9Z)/0:0), in particular, consists of one chain of stearic acid at the C-1 position and one chain of oleic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			CCCCCCCC/C=C\CCCCCCCC(=O)O[C@@H](CO)COC(=O)CCCCCCCCCCCCCCCCC	C39H74O5	InChI=1S/C39H74O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20,37,40H,3-17,19,21-36H2,1-2H3/b20-18-/t37-/m0/s1	SAEPUUXWQQNLGN-LVVMQYBKSA-N	622.5536255	CHEBI:75468	HMDB0007160	
BASm0005668	1-eicosanoyl-2-(9Z)-octadecenoyl-sn-glycerol	DG(20:0/18:1(9Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(20:0/18:1(9Z)/0:0), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of oleic acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.		Solid	CCCCCCCC/C=C\CCCCCCCC(=O)O[C@@H](CO)COC(=O)CCCCCCCCCCCCCCCCCCC	C41H78O5	InChI=1S/C41H78O5/c1-3-5-7-9-11-13-15-17-19-20-22-23-25-27-29-31-33-35-40(43)45-38-39(37-42)46-41(44)36-34-32-30-28-26-24-21-18-16-14-12-10-8-6-4-2/h18,21,39,42H,3-17,19-20,22-38H2,1-2H3/b21-18-/t39-/m0/s1	OTBWOSZDBGKQNH-WRDQRZSUSA-N	650.5849256	CHEBI:75470	HMDB0007363	
BASm0005669	1-(9Z,12Z)-octadecadienoyl-2-(9Z)-octadecenoyl-sn-glycerol	DG(18:2(9Z,12Z)/18:1(9Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:2(9Z,12Z)/18:1(9Z)/0:0), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of oleic acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@H](CO)OC(=O)CCCCCCC/C=C\CCCCCCCC	C39H70O5	InChI=1S/C39H70O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11,13,17-20,37,40H,3-10,12,14-16,21-36H2,1-2H3/b13-11-,19-17-,20-18-/t37-/m0/s1	FQNNBQJKEBDPQS-QPNAJOTBSA-N	618.5223254	CHEBI:75471	HMDB0007247	
BASm0005670	1-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-2-(9Z)-octadecenoyl-sn-glycerol	DG(20:4(5Z,8Z,11Z,14Z)/18:1(9Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(20:4(5Z,8Z,11Z,14Z)/18:1(9Z)/0:0), in particular, consists of one chain of arachidonic acid at the C-1 position and one chain of oleic acid at the C-2 position. The arachidonic acid moiety is derived from animal fats and eggs, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OC[C@H](CO)OC(=O)CCCCCCC/C=C\CCCCCCCC	C41H70O5	InChI=1S/C41H70O5/c1-3-5-7-9-11-13-15-17-19-20-22-23-25-27-29-31-33-35-40(43)45-38-39(37-42)46-41(44)36-34-32-30-28-26-24-21-18-16-14-12-10-8-6-4-2/h11,13,17-19,21-23,27,29,39,42H,3-10,12,14-16,20,24-26,28,30-38H2,1-2H3/b13-11-,19-17-,21-18-,23-22-,29-27-/t39-/m0/s1	YOXLBXCEDZBDAK-CIFJYXINSA-N	642.5223254	CHEBI:75472	HMDB0007508	
BASm0005671	phytyl phosphate				C/C(=C\COP(=O)([O-])[O-])CCC[C@H](C)CCC[C@H](C)CCCC(C)C	C20H41O4P	InChI=1S/C20H41O4P/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-24-25(21,22)23/h15,17-19H,6-14,16H2,1-5H3,(H2,21,22,23)/b20-15+/t18-,19-/m1/s1	YRXRHZOKDFCXIB-PYDDKJGSSA-N	376.2742468	CHEBI:75483		
BASm0005672	beta-L-galactose 1-phosphate					C6H11O9P		HXXFSFRBOHSIMQ-SXUWKVJYSA-L	258.0151661	CHEBI:75522		
BASm0005674	D-galacturonate	Galactopyranuronic acid is the pyranose form of D-galacturonic acid. It is a conjugate acid of a D-galactopyranuronate. Galacturonic acid is a sugar acid, an oxidized form of d-galactose. It is the main component of pectin, in which it exists as the polymer polygalacturonic acid. In its open form, it has an aldehyde group at C1 and a carboxylic acid group at C6. Other oxidized forms of d-galactose are d-galactonic acid (carboxylic group at C1) and meso-galactaric acid (mucic acid) (carboxylic groups at C1 and C6). It is also a uronic acid or hexuronic acid. Naturally occurring uronic acids are d-glucuronic acid, d-galacturonic acid, l-iduronic acid and d-mannuronic acid. Galacturonic acid, also known as D-galacturonate or sodium pectate, belongs to the class of organic compounds known as glucuronic acid derivatives. Glucuronic acid derivatives are compounds containing a glucuronic acid moiety (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid. Galacturonic acid exists in all living species, ranging from bacteria to humans. Galacturonic acid has been found in flaxseeds. Galacturonic acid has also been detected, but not quantified in several different foods, such as common grapes, cocoa beans, roselles, cow milk, and figs.	14982-50-4	Solid		C6H9O7		AEMOLEFTQBMNLQ-YMDCURPLSA-M	193.0353762	CHEBI:75525	HMDB0002545	
BASm0005675	1-dodecanoyl-sn-glycerol				CCCCCCCCCCCC(=O)OC[C@@H](O)CO	C15H30O4	InChI=1S/C15H30O4/c1-2-3-4-5-6-7-8-9-10-11-15(18)19-13-14(17)12-16/h14,16-17H,2-13H2,1H3/t14-/m1/s1	ARIWANIATODDMH-CQSZACIVSA-N	274.2144094	CHEBI:75529		
BASm0005676	1-tetradecanoyl-sn-glycerol	MG(14:0/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.		Solid	CCCCCCCCCCCCCC(=O)OC[C@@H](O)CO	C17H34O4	InChI=1S/C17H34O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(20)21-15-16(19)14-18/h16,18-19H,2-15H2,1H3/t16-/m0/s1	DCBSHORRWZKAKO-INIZCTEOSA-N	302.2457096	CHEBI:75536	HMDB0011561	
BASm0005677	1-dodecanoylglycerol				CCCCCCCCCCCC(=O)OCC(O)CO	C15H30O4	InChI=1S/C15H30O4/c1-2-3-4-5-6-7-8-9-10-11-15(18)19-13-14(17)12-16/h14,16-17H,2-13H2,1H3	ARIWANIATODDMH-UHFFFAOYSA-N	274.2144094	CHEBI:75539	HMDB0245396	
BASm0005678	1-hexadecanoyl-sn-glycerol	MG(16:0/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(16:0/0:0/0:0), in particular, consists of one chain of palmitic acid at the C-1 position. MG(16:0/0:0/0:0) is a minor component of olive oil and other vegetable oil.	32899-41-5		CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)CO	C19H38O4	InChI=1S/C19H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(22)23-17-18(21)16-20/h18,20-21H,2-17H2,1H3/t18-/m0/s1	QHZLMUACJMDIAE-SFHVURJKSA-N	330.2770097	CHEBI:75542	HMDB0011564	
BASm0005679	2-dehydro-3-deoxy-L-galactonate			Expected Solid	O=C([O-])C(=O)C[C@H](O)[C@@H](O)CO	C6H9O6	InChI=1S/C6H10O6/c7-2-5(10)3(8)1-4(9)6(11)12/h3,5,7-8,10H,1-2H2,(H,11,12)/p-1/t3-,5-/m0/s1	WPAMZTWLKIDIOP-UCORVYFPSA-M	177.0404616	CHEBI:75545		MMDBc0055217
BASm0005680	2-(9Z-octadecenoyl)-3-hexadecanoyl-sn-glycerol	DG(16:0/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](CO)COC(=O)CCCCCCCCCCCCCCC	C37H70O5	InChI=1S/C37H70O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,35,38H,3-16,19-34H2,1-2H3/b18-17-/t35-/m1/s1	YEJYLHKQOBOSCP-QEJMHMKOSA-N	594.5223254	CHEBI:75546		
BASm0005681	1-decanoylglycerol				CCCCCCCCCC(=O)OCC(O)CO	C13H26O4	InChI=1S/C13H26O4/c1-2-3-4-5-6-7-8-9-13(16)17-11-12(15)10-14/h12,14-15H,2-11H2,1H3	LKUNXBRZDFMZOK-UHFFFAOYSA-N	246.1831093	CHEBI:75547		MMDBc0054116
BASm0005682	1-octadecanoyl-sn-glycerol	1-octadecanoyl-rac-glycerol is a member of the chemical class known as Monoacylglycerols. These are glycerides consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. (inferred from compound structure)			CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)CO	C21H42O4	InChI=1S/C21H42O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h20,22-23H,2-19H2,1H3/t20-/m0/s1	VBICKXHEKHSIBG-FQEVSTJZSA-N	358.3083098	CHEBI:75550		MMDBc0031689
BASm0005683	3-octadecanoyl-sn-glycerol	MG(18:0/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(18:0/0:0/0:0), in particular, consists of one octadecanoyl chain at the C-1 position.		Solid	CCCCCCCCCCCCCCCCCC(=O)OC[C@H](O)CO	C21H42O4	InChI=1S/C21H42O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h20,22-23H,2-19H2,1H3/t20-/m1/s1	VBICKXHEKHSIBG-HXUWFJFHSA-N	358.3083098	CHEBI:75553		MMDBc0045191
BASm0005684	1-octadecanoylglycerol	Glyceryl monostearate is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]")	123-94-4	Solid	CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO	C21H42O4	InChI=1S/C21H42O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h20,22-23H,2-19H2,1H3	VBICKXHEKHSIBG-UHFFFAOYSA-N	358.3083098	CHEBI:75555	HMDB0031075	
BASm0005685	2-(9Z-octadecenoyl)-3-octadecanoyl-sn-glycerol	DG(18:0/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.	53702-48-0	Solid	CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](CO)COC(=O)CCCCCCCCCCCCCCCCC	C39H74O5	InChI=1S/C39H74O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20,37,40H,3-17,19,21-36H2,1-2H3/b20-18-/t37-/m1/s1	SAEPUUXWQQNLGN-XZRWTQCASA-N	622.5536255	CHEBI:75558		
BASm0005686	1-(9Z,12Z-octadecadienoyl)-sn-glycerol	MG(18:2(9Z,12Z)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.	67968-46-1		CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@@H](O)CO	C21H38O4	InChI=1S/C21H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h6-7,9-10,20,22-23H,2-5,8,11-19H2,1H3/b7-6-,10-9-/t20-/m0/s1	WECGLUPZRHILCT-GSNKCQISSA-N	354.2770097	CHEBI:75561	HMDB0011568	
BASm0005687	1-tetradecanoylglycerol				CCCCCCCCCCCCCC(=O)OCC(O)CO	C17H34O4	InChI=1S/C17H34O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(20)21-15-16(19)14-18/h16,18-19H,2-15H2,1H3	DCBSHORRWZKAKO-UHFFFAOYSA-N	302.2457096	CHEBI:75562	HMDB0304951	
BASm0005688	1-(9Z,12Z-octadecadienoyl)-glycerol				CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCC(O)CO	C21H38O4	InChI=1S/C21H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h6-7,9-10,20,22-23H,2-5,8,11-19H2,1H3/b7-6-,10-9-	WECGLUPZRHILCT-HZJYTTRNSA-N	354.2770097	CHEBI:75568	HMDB0242115	
BASm0005689	1-dodecanoyl-2-(9Z-octadecenoyl)-glycerol	DG(12:0/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.			CCCCCCCC/C=C\CCCCCCCC(=O)OC(CO)COC(=O)CCCCCCCCCCC	C33H62O5	InChI=1S/C33H62O5/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-33(36)38-30-31(34)29-37-32(35)27-25-23-21-19-12-10-8-6-4-2/h15-16,31,34H,3-14,17-30H2,1-2H3/b16-15-/t31-/m0/s1	PQTQNYZOCAKARX-WQUIGTGHSA-N	538.4597251	CHEBI:75579		
BASm0005690	1-tetradecanoyl-2-(9Z-octadecenoyl)-glycerol	DG(14:0/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.			CCCCCCCC/C=C\CCCCCCCC(=O)OC(CO)COC(=O)CCCCCCCCCCCCC	C35H66O5	InChI=1S/C35H66O5/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(38)40-32-33(36)31-39-34(37)29-27-25-23-21-19-14-12-10-8-6-4-2/h16-17,33,36H,3-15,18-32H2,1-2H3/b17-16-/t33-/m0/s1	DPKKTCYRXHCYKZ-ASUORMEESA-N	566.4910252	CHEBI:75582	HMDB07015	
BASm0005691	1,2-di-(9Z)-octadecenoyl-3-hexadecanoyl-sn-glycerol	TG(16:0/18:1(9Z)/18:1(9Z))[iso3] is a dioleic acid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid tri-esters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:0/18:1(9Z)/18:1(9Z))[iso3], in particular, consists of one chain of palmitic acid at the C-1 position, one chain of oleic acid at the C-2 position and one chain of oleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC	C55H102O6	InChI=1S/C55H102O6/c1-4-7-10-13-16-19-22-25-27-30-33-36-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-35-32-29-24-21-18-15-12-9-6-3)61-55(58)49-46-43-40-37-34-31-28-26-23-20-17-14-11-8-5-2/h25-28,52H,4-24,29-51H2,1-3H3/b27-25-,28-26-/t52-/m0/s1	JFISYPWOVQNHLS-HMOYFKASSA-N	858.767641	CHEBI:75583	HMDB0005382	
BASm0005692	hexadecanyl hexadecanoate				CCCCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCCCC	C32H64O2	InChI=1S/C32H64O2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-34-32(33)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h3-31H2,1-2H3	PXDJXZJSCPSGGI-UHFFFAOYSA-N	480.4906313	CHEBI:75584	HMDB0249838	
BASm0005693	1-hexadecanoyl-2-(9Z-octadecenoyl)-glycerol	DG(16:0/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. This compound is expected to be in Cannabis as all living plants are known to produce and metabolize it.			CCCCCCCC/C=C\CCCCCCCC(=O)OC(CO)COC(=O)CCCCCCCCCCCCCCC	C37H70O5	InChI=1S/C37H70O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,35,38H,3-16,19-34H2,1-2H3/t35-/m0/s1	YEJYLHKQOBOSCP-DHUJRADRSA-N	594.5223	CHEBI:75585		
BASm0005694	hexadecane-1,2-diol				CCCCCCCCCCCCCCC(O)CO	C16H34O2	InChI=1S/C16H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16(18)15-17/h16-18H,2-15H2,1H3	BTOOAFQCTJZDRC-UHFFFAOYSA-N	258.2558803	CHEBI:75586		
BASm0005695	2-hydroxyhexadecyl hexadecanoate	A palmitate ester resulting from the formal condensation of palmitic acid with 1,2-hexadecandiol.			CCCCCCCCCCCCCCCC(=O)OCC(O)CCCCCCCCCCCCCC	C32H64O3	InChI=1S/C32H64O3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-32(34)35-30-31(33)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h31,33H,3-30H2,1-2H3	QQWGYOFOZDNGPY-UHFFFAOYSA-N		CHEBI:75587		
BASm0005696	1-octadecanoyl-2-(9Z-octadecenoyl)-glycerol	DG(18:0/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C39H74O5		SAEPUUXWQQNLGN-ZZEZOPTANA-N	622.5536255	CHEBI:75590	HMDB07160	
BASm0005697	1,2-O,O-dihexadecanoyl-1,2-hexadecanediol	A wax ester resulting from the formal condensation of both the hydroxy groups of  hexadecane-1,2-diol with two molecules of  palmitic acid.			CCCCCCCCCCCCCCCC(=O)OCC(CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C48H94O4	InChI=1S/C48H94O4/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-47(49)51-45-46(42-39-36-33-30-27-24-21-18-15-12-9-6-3)52-48(50)44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h46H,4-45H2,1-3H3	JBXHTKYUTHLVLY-UHFFFAOYSA-N		CHEBI:75608		
BASm0005698	1-(9Z,12Z,15Z-octadecatrienoyl)-2-(9Z-octadecenoyl)-glycerol				CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCC/C=C\CCCCCCCC	C39H68O5	InChI=1S/C39H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11,13,17-20,37,40H,3-4,6,8-10,12,14-16,21-36H2,1-2H3/b7-5+,13-11+,19-17+,20-18+/t37-/m0/s1	LYYSCXLWEIVEFO-FVFWIFPTSA-N		CHEBI:75609		
BASm0005699	1-(9Z,12Z,15Z-octadecatrienoyl)-glycerol	MG(18:3(9Z,12Z,15Z)/0:0/0:0) belongs to the family of monoradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at one fatty acyl group is attached. Their general formula is [R1]OCC(CO[R2])O[R3]. MG(18:3(9Z,12Z,15Z)/0:0/0:0) is made up of one 9Z,12Z,15Z-octadecatrienoyl(R1). This compound is expected to be in Cannabis as all living plants are known to produce and metabolize it.			CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)OCC(O)CO	C21H36O4	InChI=1S/C21H36O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h3-4,6-7,9-10,20,22-23H,2,5,8,11-19H2,1H3/t20-/m0/s1	GGJRAQULURVTAJ-FQEVSTJZSA-N	352.2614	CHEBI:75610		
BASm0005700	1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-2-(9Z-octadecenoyl)-glycerol	DG(20:4(5Z,8Z,11Z,14Z)/18:1(9Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(20:4(5Z,8Z,11Z,14Z)/18:1(9Z)/0:0), in particular, consists of one chain of arachidonic acid at the C-1 position and one chain of oleic acid at the C-2 position. The arachidonic acid moiety is derived from animal fats and eggs, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.		Solid	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(CO)OC(=O)CCCCCCC/C=C\CCCCCCCC	C41H70O5	InChI=1S/C41H70O5/c1-3-5-7-9-11-13-15-17-19-20-22-23-25-27-29-31-33-35-40(43)45-38-39(37-42)46-41(44)36-34-32-30-28-26-24-21-18-16-14-12-10-8-6-4-2/h11,13,17-19,21-23,27,29,39,42H,3-10,12,14-16,20,24-26,28,30-38H2,1-2H3/b13-11-,19-17-,21-18-,23-22-,29-27-/t39-/m0/s1	YOXLBXCEDZBDAK-CIFJYXINSA-N	642.5223254	CHEBI:75611	HMDB0007508	
BASm0005701	1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerol		129691-05-0	Expected Solid	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(O)CO	C23H38O4	InChI=1S/C23H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)27-21-22(25)20-24/h6-7,9-10,12-13,15-16,22,24-25H,2-5,8,11,14,17-21H2,1H3/b7-6-,10-9-,13-12-,16-15-	DCPCOKIYJYGMDN-DOFZRALJSA-N	378.2770097	CHEBI:75612		MMDBc0048974
BASm0005702	1-(9Z,12Z-octadecadienoyl)-2-(9Z-octadecenoyl)-glycerol	DG(18:2(9Z,12Z)/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:2(9Z,12Z)/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. This compound is expected to be in Cannabis as all living plants are known to produce and metabolize it.			CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCC/C=C\CCCCCCCC	C39H70O5	InChI=1S/C39H70O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11,13,17-20,37,40H,3-10,12,14-16,21-36H2,1-2H3/t37-/m0/s1	FQNNBQJKEBDPQS-QNGWXLTQSA-N	618.5223	CHEBI:75614		
BASm0005703	gentamicin C				*[NH2+][C@H](*)[C@@H]1CC[C@@H]([NH3+])[C@@H](O[C@H]2[C@H](O)[C@@H](O[C@H]3OC[C@](C)(O)[C@H]([NH2+]C)[C@H]3O)[C@H]([NH3+])C[C@@H]2[NH3+])O1					CHEBI:75616		
BASm0005704	N(3)-acetylgentamycin C				*[NH2+][C@H](*)[C@@H]1CC[C@@H]([NH3+])[C@@H](O[C@H]2[C@H](O)[C@@H](O[C@H]3OC[C@](C)(O)[C@H]([NH2+]C)[C@H]3O)[C@H]([NH3+])C[C@@H]2NC(C)=O)O1					CHEBI:75617		
BASm0005705	1-O-decyl-(9Z)-octadecenoate				CCCCCCCC/C=C\CCCCCCCC(=O)OCCCCCCCCCC	C28H54O2	InChI=1S/C28H54O2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28(29)30-27-25-23-21-12-10-8-6-4-2/h15-16H,3-14,17-27H2,1-2H3/b16-15-	SASYSVUEVMOWPL-NXVVXOECSA-N		CHEBI:75620		
BASm0005706	hexadecanyl (9Z)-octadecenoate			Expected Solid	CCCCCCCC/C=C\CCCCCCCC(=O)OCCCCCCCCCCCCCCCC	C34H66O2	InChI=1S/C34H66O2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34(35)36-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h17,19H,3-16,18,20-33H2,1-2H3/b19-17-	JYTMDBGMUIAIQH-ZPHPHTNESA-N	506.5062814	CHEBI:75622		MMDBc0056029
BASm0005707	(9Z)-hexadecen-1-ol				CCCCCC/C=C\CCCCCCCCO	C16H32O	InChI=1S/C16H32O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h7-8,17H,2-6,9-16H2,1H3	LBIYNOAMNIKVKF-UHFFFAOYSA-N	240.2453157	CHEBI:75623		
BASm0005708	1-O-(9Z)-hexadecenyl (9Z)-octadecenoate	A wax ester obtained by the formal condensation of hexadecen-1-ol with  oleic acid.			CCCCCC/C=C\CCCCCCCCOC(=O)CCCCCCC/C=C\CCCCCCCC	C34H64O2	InChI=1S/C34H64O2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34(35)36-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h14,16-17,19H,3-13,15,18,20-33H2,1-2H3/b16-14-,19-17-	XGLAPGGDOHJURU-KXYOHKLBSA-N		CHEBI:75624		
BASm0005709	1-O-octadecyl (9Z)-octadecenoate	A wax ester obtained by the formal condensation of oleic acid with stearyl alcohol.			CCCCCCCC/C=C\CCCCCCCC(=O)OCCCCCCCCCCCCCCCCCC	C36H70O2	InChI=1S/C36H70O2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-38-36(37)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20H,3-17,19,21-35H2,1-2H3/b20-18-	WRPMUZXHQKAAIC-ZZEZOPTASA-N		CHEBI:75625		
BASm0005710	1-O-(9Z)-octadecenyl (9Z)-octadecenoate				CCCCCCCC/C=C\CCCCCCCCOC(=O)CCCCCCC/C=C\CCCCCCCC	C36H68O2	InChI=1S/C36H68O2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-38-36(37)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20H,3-16,21-35H2,1-2H3	BARWIPMJPCRCTP-UHFFFAOYSA-N	532.5219314	CHEBI:75626		
BASm0005711	eicosan-1-ol	Arachidyl alcohol, also known as 1-eicosanol or eicosyl alcohol, belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms. Thus, arachidyl alcohol is considered to be a fatty alcohol lipid molecule. Arachidyl alcohol is a very hydrophobic molecule, practically insoluble in water and relatively neutral.	629-96-9		CCCCCCCCCCCCCCCCCCCCO	C20H42O	InChI=1S/C20H42O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21/h21H,2-20H2,1H3	BTFJIXJJCSYFAL-UHFFFAOYSA-N	298.323566	CHEBI:75627	HMDB0011619	
BASm0005712	1-O-eicosanyl (9Z)-octadecenoate	A wax ester obtained by the formal condensation of icosan-1-ol with oleic acid.			CCCCCCCC/C=C\CCCCCCCC(=O)OCCCCCCCCCCCCCCCCCCCC	C38H74O2	InChI=1S/C38H74O2/c1-3-5-7-9-11-13-15-17-19-20-21-23-25-27-29-31-33-35-37-40-38(39)36-34-32-30-28-26-24-22-18-16-14-12-10-8-6-4-2/h18,22H,3-17,19-21,23-37H2,1-2H3/b22-18-	HKJBUPVMFYBSHI-PYCFMQQDSA-N		CHEBI:75628		
BASm0005713	1-O-hexadecyl (9Z)-hexadecenoate	A wax ester obtained by the formal condensation of  hexadecan-1-ol with  palmitoleic acid.			CCCCCC/C=C\CCCCCCCC(=O)OCCCCCCCCCCCCCCCC	C32H62O2	InChI=1S/C32H62O2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-34-32(33)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16H,3-13,15,17-31H2,1-2H3/b16-14-	YEHRXIRYXGNEDS-PEZBUJJGSA-N		CHEBI:75629		
BASm0005714	hexadecanyl octadecanoate				CCCCCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCCCCC	C34H68O2	InChI=1S/C34H68O2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34(35)36-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h3-33H2,1-2H3	SSZBUIDZHHWXNJ-UHFFFAOYSA-N	508.5219314	CHEBI:75631		MMDBc0054506
BASm0005715	(2R,3S)-beta-methylmalyl-CoA			Expected Solid	C[C@H](C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)[O-]	C26H37N7O20P3S	InChI=1S/C26H42N7O20P3S/c1-12(16(35)24(39)40)25(41)57-7-6-28-14(34)4-5-29-22(38)19(37)26(2,3)9-50-56(47,48)53-55(45,46)49-8-13-18(52-54(42,43)44)17(36)23(51-13)33-11-32-15-20(27)30-10-31-21(15)33/h10-13,16-19,23,35-37H,4-9H2,1-3H3,(H,28,34)(H,29,38)(H,39,40)(H,45,46)(H,47,48)(H2,27,30,31)(H2,42,43,44)/p-5/t12-,13+,16+,17+,18+,19-,23+/m0/s1	OTENCPQKSBPYCM-IGVLTWCCSA-I	892.1054367	CHEBI:75634		MMDBc0054811
BASm0005716	2-methylfumaryl-CoA			Expected Solid	C/C(=C\C(=O)[O-])C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C26H35N7O19P3S	InChI=1S/C26H40N7O19P3S/c1-13(8-16(35)36)25(40)56-7-6-28-15(34)4-5-29-23(39)20(38)26(2,3)10-49-55(46,47)52-54(44,45)48-9-14-19(51-53(41,42)43)18(37)24(50-14)33-12-32-17-21(27)30-11-31-22(17)33/h8,11-12,14,18-20,24,37-38H,4-7,9-10H2,1-3H3,(H,28,34)(H,29,39)(H,35,36)(H,44,45)(H,46,47)(H2,27,30,31)(H2,41,42,43)/p-5/b13-8+/t14-,18-,19-,20+,24-/m1/s1	LVBVWNJPMXCQJE-CBBDEUQJSA-I	874.094872	CHEBI:75635	HMDB0060124	MMDBc0048815
BASm0005717	3-methylfumaryl-CoA				C/C(=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])C(=O)[O-]	C26H40N7O19P3S	InChI=1S/C26H40N7O19P3S/c1-13(25(39)40)8-16(35)56-7-6-28-15(34)4-5-29-23(38)20(37)26(2,3)10-49-55(46,47)52-54(44,45)48-9-14-19(51-53(41,42)43)18(36)24(50-14)33-12-32-17-21(27)30-11-31-22(17)33/h8,11-12,14,18-20,24,36-37H,4-7,9-10H2,1-3H3,(H,28,34)(H,29,38)(H,39,40)(H,44,45)(H,46,47)(H2,27,30,31)(H2,41,42,43)/b13-8+/t14-,18-,19-,20+,24-/m1/s1	UQKJYLOHHMRSFE-CBBDEUQJSA-N	879.1312543	CHEBI:75636		
BASm0005718	(3R)-citramalyl-CoA					C26H37N7O20P3S		XYGOWHUIVNMEIA-FCVHJOHKSA-I	892.1054367	CHEBI:75637		
BASm0005720	(2S,3R)-capreomycidine			Expected Solid		C6H13N4O2		XHNWDEHKMJLKGG-DMTCNVIQSA-O	173.1033021	CHEBI:75665		MMDBc0054051
BASm0005721	1,3-dihexadecanoyl-2-(9Z-octadecenoyl)glycerol	TG(16:0/18:1(9Z)/16:0) is a dipalmitic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:0/18:1(9Z)/16:0), in particular, consists of one chain of palmitic acid at the C-1 position, one chain of oleic acid at the C-2 position and one chain of palmitic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	CCCCCCCC/C=C\CCCCCCCC(=O)OC(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCC	C53H100O6	InChI=1S/C53H100O6/c1-4-7-10-13-16-19-22-25-26-29-32-35-38-41-44-47-53(56)59-50(48-57-51(54)45-42-39-36-33-30-27-23-20-17-14-11-8-5-2)49-58-52(55)46-43-40-37-34-31-28-24-21-18-15-12-9-6-3/h25-26,50H,4-24,27-49H2,1-3H3/b26-25-	FDCOHGHEADZEGF-QPLCGJKRSA-N	832.7519909	CHEBI:75688	HMDB0044109	
BASm0005722	2-amino-2-deoxy-D-gluconate 6-phosphate			Expected Solid	[NH3+][C@@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H](O)COP(=O)([O-])[O-]	C6H12NO9P	InChI=1S/C6H14NO9P/c7-3(6(11)12)5(10)4(9)2(8)1-16-17(13,14)15/h2-5,8-10H,1,7H2,(H,11,12)(H2,13,14,15)/p-2/t2-,3-,4-,5-/m1/s1	JZTCDGMXXSOZRP-TXICZTDVSA-L	273.0260651	CHEBI:75705		MMDBc0055206
BASm0005723	(3R,4R)-3,4-dihydroxy-3,4-dihydrobenzoate			Expected Solid	O=C([O-])C1=C[C@@H](O)[C@H](O)C=C1	C7H7O4	InChI=1S/C7H8O4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,5-6,8-9H,(H,10,11)/p-1/t5-,6-/m1/s1	HEZMWWAKWCSUCB-PHDIDXHHSA-M	155.0349823	CHEBI:75717		MMDBc0054888
BASm0005724	1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycerol	DG(18:0/20:4(5Z,8Z,11Z,14Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:0/20:4(5Z,8Z,11Z,14Z)/0:0), in particular, consists of one chain of stearic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the arachidonic acid moiety is derived from animal fats and eggs. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@@H](CO)COC(=O)CCCCCCCCCCCCCCCCC	C41H72O5	InChI=1S/C41H72O5/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h11,13,17,19,22,24,28,30,39,42H,3-10,12,14-16,18,20-21,23,25-27,29,31-38H2,1-2H3/b13-11-,19-17-,24-22-,30-28-/t39-/m0/s1	NSXLMTYRMFVYNT-IUJDHQGTSA-N	644.5379754	CHEBI:75728	HMDB0007170	
BASm0005725	1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-3-(9Z)-octadecenoyl-sn-glycerol	TG(18:0/20:4(5Z,8Z,11Z,14Z)/18:1(9Z)) is a monoarachidonic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(18:0/20:4(5Z,8Z,11Z,14Z)/18:1(9Z)), in particular, consists of one chain of stearic acid at the C-1 position, one chain of arachidonic acid at the C-2 position and one chain of oleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@@H](COC(=O)CCCCCCC/C=C\CCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC	C59H104O6	InChI=1S/C59H104O6/c1-4-7-10-13-16-19-22-25-28-29-32-35-38-41-44-47-50-53-59(62)65-56(54-63-57(60)51-48-45-42-39-36-33-30-26-23-20-17-14-11-8-5-2)55-64-58(61)52-49-46-43-40-37-34-31-27-24-21-18-15-12-9-6-3/h16,19,25-26,28,30,32,35,41,44,56H,4-15,17-18,20-24,27,29,31,33-34,36-40,42-43,45-55H2,1-3H3/b19-16-,28-25-,30-26-,35-32-,44-41-/t56-/m1/s1	XUUHPWSOYFOVQP-VNLVJDMBSA-N	908.7832911	CHEBI:75729	HMDB0045188	
BASm0005726	carminomycin		50935-04-1		CC(=O)[C@]1(O)Cc2c(O)c3c(c(O)c2[C@@H](O[C@H]2C[C@H]([NH3+])[C@H](O)[C@H](C)O2)C1)C(=O)c1c(O)cccc1C3=O	C26H27NO10	InChI=1S/C26H27NO10/c1-9-21(30)13(27)6-16(36-9)37-15-8-26(35,10(2)28)7-12-18(15)25(34)20-19(23(12)32)22(31)11-4-3-5-14(29)17(11)24(20)33/h3-5,9,13,15-16,21,29-30,32,34-35H,6-8,27H2,1-2H3/t9-,13-,15-,16-,21+,26-/m0/s1	XREUEWVEMYWFFA-CSKJXFQVSA-N		CHEBI:75730		
BASm0005727	1,3-di-(9Z-octadecenoyl)-glycerol	DG(18:1n9/0:0/18:1n9) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at the C-1 C-2, or C-3 positions. DG(18:1n9/0:0/18:1n9), in particular, consists of two chains of oleic acid at the C-1 and C-3 positions. The oleic acid moieties are derived from vegetable oils, especially olive and canola oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections.<br />Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.<br />Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-3 position.			CCCCCCCC/C=C\CCCCCCCC(=O)OCC(O)COC(=O)CCCCCCC/C=C\CCCCCCCC	C39H72O5	InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-35-37(40)36-44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,37,40H,3-16,21-36H2,1-2H3/b19-17-,20-18-	DRAWQKGUORNASA-CLFAGFIQSA-N	620.5379754	CHEBI:75735	HMDB0056197	
BASm0005728	1-(9Z-octadecenoyl)-sn-glycerol	MG(18:1(9Z)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.	129784-87-8		CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](O)CO	C21H40O4	InChI=1S/C21H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h9-10,20,22-23H,2-8,11-19H2,1H3/b10-9-/t20-/m0/s1	RZRNAYUHWVFMIP-QJRAZLAKSA-N	356.2926598	CHEBI:75757	HMDB0011567	
BASm0005732	2,3-di-(9Z)-octadecenoyl-sn-glycerol	DG(18:1(9Z)/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.	24529-88-2	Solid	CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](CO)OC(=O)CCCCCCC/C=C\CCCCCCCC	C39H72O5	InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,37,40H,3-16,21-36H2,1-2H3/b19-17-,20-18-/t37-/m1/s1	AFSHUZFNMVJNKX-DSSVUWSHSA-N	620.5379754	CHEBI:75824		
BASm0005733	1,2,3-tri-(9Z)-hexadecenoylglycerol	TG(16:1(9Z)/16:1(9Z)/16:1(9Z))[iso] or 1,2,3-propanetriyl ester Hexadecenoic acid is a monoacid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides. TGs are fatty acid triesters of glycerol and may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) (with the help of lipases and bile secretions), which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.	30773-83-2		CCCCCC/C=C\CCCCCCCC(=O)OCC(COC(=O)CCCCCCC/C=C\CCCCCC)OC(=O)CCCCCCC/C=C\CCCCCC	C51H92O6	InChI=1S/C51H92O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-49(52)55-46-48(57-51(54)45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)47-56-50(53)44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h19-24,48H,4-18,25-47H2,1-3H3/b22-19-,23-20-,24-21-	SKGWNZXOCSYJQL-BUTYCLJRSA-N	800.6893907	CHEBI:75841	HMDB0005432	
BASm0005734	1,2,3-tri-(9Z,12Z)-octadecadienoylglycerol	TG(18:2(9Z,12Z)/18:2(9Z,12Z)/18:2(9Z,12Z)) is a trilinoleic acid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid tri-esters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(18:2(9Z,12Z)/18:2(9Z,12Z)/18:2(9Z,12Z)), in particular, consists of one chain of linoleic acid at the C-1 position, one chain of linoleic acid at the C-2 position and one chain of linoleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.			CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC	C57H98O6	InChI=1S/C57H98O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-55(58)61-52-54(63-57(60)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)53-62-56(59)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h16-21,25-30,54H,4-15,22-24,31-53H2,1-3H3/b19-16-,20-17-,21-18-,28-25-,29-26-,30-27-	HBOQXIRUPVQLKX-BBWANDEASA-N	878.7363409	CHEBI:75844	HMDB0005474	
BASm0005735	1,2,3-tri-(9Z,12Z,15Z)-octadecatrienoylglycerol	TG(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)) is a tria-linolenic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)), in particular, consists of one chain of a-linolenic acid at the C-1 position, one chain of a-linolenic acid at the C-2 position and one chain of a-linolenic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.			CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)OC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC	C57H92O6	InChI=1S/C57H92O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-55(58)61-52-54(63-57(60)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)53-62-56(59)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h7-12,16-21,25-30,54H,4-6,13-15,22-24,31-53H2,1-3H3/b10-7-,11-8-,12-9-,19-16-,20-17-,21-18-,28-25-,29-26-,30-27-	UBEIMDKGOYBUKT-FLIQGJDUSA-N	872.6893907	CHEBI:75845	HMDB0055309	
BASm0005736	1,3-di-(9Z)-octadecenoyl-2-hexadecanoylglycerol	TG(18:1(9Z)/16:0/18:1(9Z)) is a dioleic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(18:1(9Z)/16:0/18:1(9Z)), in particular, consists of one chain of oleic acid at the C-1 position, one chain of palmitic acid at the C-2 position and one chain of oleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.			CCCCCCCC/C=C\CCCCCCCC(=O)OCC(COC(=O)CCCCCCC/C=C\CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C55H102O6	InChI=1S/C55H102O6/c1-4-7-10-13-16-19-22-25-27-30-32-35-38-41-44-47-53(56)59-50-52(61-55(58)49-46-43-40-37-34-29-24-21-18-15-12-9-6-3)51-60-54(57)48-45-42-39-36-33-31-28-26-23-20-17-14-11-8-5-2/h25-28,52H,4-24,29-51H2,1-3H3/b27-25-,28-26-	PPTGNVIVNZLPPS-LBXGSASVSA-N	858.767641	CHEBI:75846	HMDB0049741	
BASm0005737	1-hexadecanoyl-2,3-di-(9Z)-octadecenoyl-sn-glycerol	TG(16:0/18:1(9Z)/18:1(9Z)) is a dioleic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:0/18:1(9Z)/18:1(9Z)), in particular, consists of one chain of palmitic acid at the C-1 position, one chain of oleic acid at the C-2 position and one chain of oleic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC	C55H102O6	InChI=1S/C55H102O6/c1-4-7-10-13-16-19-22-25-27-30-33-36-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-35-32-29-24-21-18-15-12-9-6-3)61-55(58)49-46-43-40-37-34-31-28-26-23-20-17-14-11-8-5-2/h25-28,52H,4-24,29-51H2,1-3H3/b27-25-,28-26-/t52-/m1/s1	JFISYPWOVQNHLS-VJYDLUETSA-N	858.767641	CHEBI:75847	HMDB0005382	MMDBc0033352
BASm0005738	1,3-di-(9Z)-hexadecenoylglycerol	DG(16:1(9Z)/16:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	CCCCCC/C=C\CCCCCCCC(=O)OCC(O)COC(=O)CCCCCCC/C=C\CCCCCC	C35H64O5	InChI=1S/C35H64O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-31-33(36)32-40-35(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,33,36H,3-12,17-32H2,1-2H3/b15-13-,16-14-	UUCZIVACHUFMPO-VMNXYWKNSA-N	564.4753752	CHEBI:75849	HMDB05221	MMDBc0031852
BASm0005739	1,3-di-(9Z,12Z)-octadecadienoylglycerol				CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCC(O)COC(=O)CCCCCCC/C=C\C/C=C\CCCCC	C39H68O5	InChI=1S/C39H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-35-37(40)36-44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11-14,17-20,37,40H,3-10,15-16,21-36H2,1-2H3	LYPGMYIQHDZFFD-UHFFFAOYSA-N	616.5066753	CHEBI:75850		
BASm0005740	1,3-di-(9Z,12Z,15Z)-octadecatrienoylglycerol	DG(18:3n3/0:0/18:3n3) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at the C-1 C-2, or C-3 positions. DG(18:3n3/0:0/18:3n3), in particular, consists of two chains of a-linolenic acid at the C-1 and C-3 positions. The a-linolenic acid moieties are derived from seed oils, especially canola and soybean oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections.<br />Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.<br />Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-3 position.		Solid	CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)OCC(O)COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC	C39H64O5	InChI=1S/C39H64O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-35-37(40)36-44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5-8,11-14,17-20,37,40H,3-4,9-10,15-16,21-36H2,1-2H3/b7-5-,8-6-,13-11-,14-12-,19-17-,20-18-	NSOPGAYUGBZWHL-YTWBPVBXSA-N	612.4753752	CHEBI:75852	HMDB0056366	
BASm0005741	2,3-di-(9Z)-hexadecenoyl-sn-glycerol	DG(16:1(9Z)/16:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	CCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](CO)OC(=O)CCCCCCC/C=C\CCCCCC	C35H64O5	InChI=1S/C35H64O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-32-33(31-36)40-35(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,33,36H,3-12,17-32H2,1-2H3/b15-13-,16-14-/t33-/m1/s1	HSQHRRHRYJNSOC-BFEVMTRQSA-N	564.4753752	CHEBI:75853		
BASm0005742	2,3-di-(9Z,12Z)-octadecadienoyl-sn-glycerol	DG(18:2(9Z,12Z)/18:2(9Z,12Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:2(9Z,12Z)/18:2(9Z,12Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. This compound is expected to be in Cannabis as all living plants are known to produce and metabolize it.				C39H68O5		MQGBAQLIFKSMEM-UCEXZFFASA-N	616.5066753	CHEBI:75854		
BASm0005743	2,3-di-(9Z,12Z,15Z)-octadecatrienoyl-sn-glycerol	DG(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)/0:0), in particular, consists of two chains of a-linolenic acid at the C-1 and C-2 positions. The a-linolenic acid moieties are derived from seed oils, especially canola and soybean oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.		Solid		C39H64O5		RAPBJBKXYYMYAY-DHPXGRBXSA-N	612.4753752	CHEBI:75855	HMDB0007308	
BASm0005744	1-(9Z)-octadecenoyl-3-hexadecanoyl-sn-glycerol	DG(16:0/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC	C37H70O5	InChI=1S/C37H70O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(40)42-34-35(38)33-41-36(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,35,38H,3-16,19-34H2,1-2H3/b18-17-/t35-/m0/s1	NBBXPULYBQASLG-OZKTZCCCSA-N	594.5223254	CHEBI:75867		MMDBc0031845
BASm0005745	1-hexadecanoyl-3-(9Z)-octadecenoyl-sn-glycerol	DG(16:0/0:0/18:1n9) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at the C-1, C-2, or C-3 positions. DG(16:0/0:0/18:1n9), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of oleic acid at the C-3 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections.<br />Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.<br />Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-3 position.			[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC	C37H70O5	InChI=1S/C37H70O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(40)42-34-35(38)33-41-36(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,35,38H,3-16,19-34H2,1-2H3/b18-17-/t35-/m1/s1	NBBXPULYBQASLG-QEJMHMKOSA-N	594.5223254	CHEBI:75868	HMDB0056017	
BASm0005746	1-(9Z-octadecenoyl)-3-hexadecanoylglycerol	DG(16:0/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.			CCCCCCCC/C=C\CCCCCCCC(=O)OCC(O)COC(=O)CCCCCCCCCCCCCCC	C37H70O5	InChI=1S/C37H70O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(40)42-34-35(38)33-41-36(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,35,38H,3-16,19-34H2,1-2H3/b18-17-/t35-/m0/s1	NBBXPULYBQASLG-OZKTZCCCSA-N	594.5223254	CHEBI:75869		
BASm0005747	2-hexadecanoyl-3-(9Z)-octadecenoyl-sn-glycerol	DG(18:1(9Z)/16:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/16:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. This compound is expected to be in Cannabis as all living plants are known to produce and metabolize it.			CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](CO)OC(=O)CCCCCCCCCCCCCCC	C37H70O5	InChI=1S/C37H70O5/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-36(39)41-34-35(33-38)42-37(40)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h17-18,35,38H,3-16,19-34H2,1-2H3/t35-/m0/s1	DOZKMFVMCATMEH-DHUJRADRSA-N	594.5223	CHEBI:75870		
BASm0005748	4-O-(beta-L-arabinofuranosyl-(1->2)-beta-L-arabinofuranosyl-(1->2)-beta-L-arabinofuranosyl)-(2S,4S)-4-hydroxyproline			Expected Solid	O=C([O-])[C@@H]1C[C@H](O[C@H]2O[C@@H](CO)[C@H](O)[C@H]2O[C@H]2O[C@@H](CO)[C@H](O)[C@H]2O[C@H]2O[C@@H](CO)[C@H](O)[C@H]2O)C[NH2+]1	C20H33NO15	InChI=1S/C20H33NO15/c22-3-8-11(25)14(28)18(32-8)35-16-13(27)10(5-24)34-20(16)36-15-12(26)9(4-23)33-19(15)31-6-1-7(17(29)30)21-2-6/h6-16,18-28H,1-5H2,(H,29,30)/t6-,7-,8-,9-,10-,11-,12-,13-,14+,15+,16+,18+,19-,20+/m0/s1	FLSWFDOLGDBPBF-MKAUJSBJSA-N	527.1850194	CHEBI:75879		MMDBc0055526
BASm0005749	4-O-(beta-L-arabinofuranosyl)-(2S,4S)-4-hydroxyproline			Expected Solid	O=C([O-])[C@@H]1C[C@H](O[C@H]2O[C@@H](CO)[C@H](O)[C@H]2O)C[NH2+]1	C10H17NO7	InChI=1S/C10H17NO7/c12-3-6-7(13)8(14)10(18-6)17-4-1-5(9(15)16)11-2-4/h4-8,10-14H,1-3H2,(H,15,16)/t4-,5-,6-,7-,8+,10-/m0/s1	ABCIYWCIWZHVKW-BFZMHJHUSA-N	263.1005019	CHEBI:75880		MMDBc0055527
BASm0005750	1-O-alkyl-2-acetylglycerol				*OCC(CO)OC(C)=O					CHEBI:75882		
BASm0005751	N(alpha)-methyl-L-histidine				C[NH2+][C@@H](Cc1c[nH]cn1)C(=O)[O-]	C7H11N3O2	InChI=1S/C7H11N3O2/c1-8-6(7(11)12)2-5-3-9-4-10-5/h3-4,6,8H,2H2,1H3,(H,9,10)(H,11,12)	CYZKJBZEIFWZSR-UHFFFAOYSA-N	169.0851266	CHEBI:75895	HMDB0255176	
BASm0005752	2-O-(5Z,8Z,11Z,14Z)-eicosatetraenylglycerol	2-Arachidonyl glycerol ether (2-AG ether) has been isolated from porcine brain and its structure determined by mass spec analysis.1 2-AG ether has also been synthesized as an analog of the endogenous cannabinoid (CB), 2-AG, for structure activity testing.2 2-AG ether is a selective central cannabinoid (CB1) receptor agonist exhibiting Ki values of 21.2 nM and >3 µM at the CB1 and peripheral cannabinoid (CB2) receptors, respectively, and displays the typical tetrad of CB activities in mice.1 It is much more chemically stable than 2-AG, with an endogenous half-life of hours rather than minutes.3 However, it is at least 10-fold less potent than 2-AG in eliciting typical CB1-mediated responses.2 2-AG ether elicits modest reductions in IOP in rabbits when administered at doses exceeding 50 µg per eye.3 2-AG ether increases aqueous humor outflow via the CB1 receptor in the trabecular meshwork.	222723-55-9		CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCOC(CO)CO	C23H40O3	InChI=1S/C23H40O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26-23(21-24)22-25/h6-7,9-10,12-13,15-16,23-25H,2-5,8,11,14,17-22H2,1H3/b7-6-,10-9-,13-12-,16-15-	CUJUUWXZAQHCNC-DOFZRALJSA-N	364.2977451	CHEBI:75913	HMDB0013657	
BASm0005753	1-(9Z-octadecenoyl)-2-O-(5Z,8Z,11Z,14Z-eicosatetraenyl)-sn-glycerol	A monoglyceride that is 1-oleoyl-sn-glycerol in which the hydroxyl hydrogen at position 2 is replaced by an arachidonyl group.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCO[C@@H](CO)COC(=O)CCCCCCC/C=C\CCCCCCCC	C41H72O4	InChI=1S/C41H72O4/c1-3-5-7-9-11-13-15-17-19-20-21-23-25-27-29-31-33-35-37-44-40(38-42)39-45-41(43)36-34-32-30-28-26-24-22-18-16-14-12-10-8-6-4-2/h11,13,17-19,21-23,27,29,40,42H,3-10,12,14-16,20,24-26,28,30-39H2,1-2H3/b13-11-,19-17-,22-18-,23-21-,29-27-/t40-/m0/s1	QESYQJQDGVGRIA-QUJQOUSVSA-N		CHEBI:75914		
BASm0005754	2-methyl-6-phytyl-1,4-benzene-1,4-diol	2-Methyl-6-phytylhydroquinone, also known as 6-phytyltoluquinol or MPBQ, belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. 2-Methyl-6-phytylhydroquinone is an extremely weak basic (essentially neutral) compound (based on its pKa). 2-Methyl-6-phytylhydroquinone is found in green vegetables. 2-Methyl-6-phytylhydroquinone is a precursor of tocopherol synthesis in spinach chloroplasts.	75513-85-8		C/C(=C\Cc1cc(O)cc(C)c1O)CCC[C@H](C)CCC[C@H](C)CCCC(C)C	C27H46O2	InChI=1S/C27H46O2/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-15-23(5)16-17-25-19-26(28)18-24(6)27(25)29/h16,18-22,28-29H,7-15,17H2,1-6H3/b23-16+/t21-,22-/m1/s1	GTWCNYRFOZKWTL-UOFXASEASA-N	402.3497807	CHEBI:75920	HMDB0038959	
BASm0005755	2,3-dimethyl-6-phytylbenzene-1,4-diol	Phytylplastoquinol, also known as 2,3-dimethyl-6-phytylbenzene-1,4-diol, is a member of the class of compounds known as diterpenoids. Diterpenoids are terpene compounds formed by four isoprene units. Phytylplastoquinol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Phytylplastoquinol can be found in spinach, which makes phytylplastoquinol a potential biomarker for the consumption of this food product.			C/C(=C\Cc1cc(O)c(C)c(C)c1O)CCC[C@H](C)CCC[C@H](C)CCCC(C)C	C28H48O2	InChI=1S/C28H48O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-16-23(5)17-18-26-19-27(29)24(6)25(7)28(26)30/h17,19-22,29-30H,8-16,18H2,1-7H3/b23-17+/t21-,22-/m1/s1	SUFZKUBNOVDJRR-WGEODTKDSA-N	416.3654308	CHEBI:75921	HMDB0302992	
BASm0005756	octadecanoate ester				*OC(=O)CCCCCCCCCCCCCCCCC					CHEBI:75925		
BASm0005757	(R)-2-hydroxyhexadecanoate			Expected Solid	CCCCCCCCCCCCCC[C@@H](O)C(=O)[O-]	C16H31O3	InChI=1S/C16H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15(17)16(18)19/h15,17H,2-14H2,1H3,(H,18,19)/p-1/t15-/m1/s1	JGHSBPIZNUXPLA-OAHLLOKOSA-M	271.2278684	CHEBI:75927		MMDBc0055029
BASm0005758	D-cycloserine	Cycloserine is only found in individuals that have used or taken this drug. It is an antibiotic substance produced by Streptomyces garyphalus. [PubChem]Cycloserine is an analog of the amino acid D-alanine. It interferes with an early step in bacterial cell wall synthesis in the cytoplasm by competitive inhibition of two enzymes, L-alanine racemase, which forms D-alanine from L-alanine, and D-alanylalanine synthetase, which incorporates D-alanine into the pentapeptide necessary for peptidoglycan formation and bacterial cell wall synthesis.	68-41-7	Solid	[NH3+][C@@H]1CONC1=O	C3H6N2O2	InChI=1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m1/s1	DYDCUQKUCUHJBH-UWTATZPHSA-N	102.0429274	CHEBI:75929	HMDB0014405	
BASm0005759	26-desgluco-avenacoside B	A steroid saponin that is avenacoside B lacking the 26-O-glucosyl residue.			C[C@@H]1O[C@@H](O[C@H]2[C@H](O[C@H]3CC[C@@]4(C)C(=CC[C@H]5[C@@H]6C[C@@H]7O[C@]8(CC[C@@](C)(CO)O8)[C@@H](C)[C@@H]7[C@@]6(C)CC[C@@H]54)C3)O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@H]3O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O	C51H82O23	InChI=1S/C51H82O23/c1-20-31-27(73-51(20)13-12-48(3,19-55)74-51)15-26-24-7-6-22-14-23(8-10-49(22,4)25(24)9-11-50(26,31)5)66-47-43(72-44-37(61)35(59)32(56)21(2)65-44)39(63)41(30(18-54)69-47)70-46-40(64)42(34(58)29(17-53)68-46)71-45-38(62)36(60)33(57)28(16-52)67-45/h6,20-21,23-47,52-64H,7-19H2,1-5H3/t20-,21-,23-,24+,25-,26-,27-,28+,29+,30+,31-,32-,33+,34+,35+,36-,37+,38+,39-,40+,41+,42-,43+,44-,45-,46-,47+,48-,49-,50-,51-/m0/s1	LULJIKDTCPPZPH-LIBRINKRSA-N		CHEBI:75931		
BASm0005760	26-desgluco-avenacoside A	A steroid saponin that is avenacoside A lacking the 26-O-glucosyl residue.			C[C@@H]1O[C@@H](O[C@H]2[C@H](O[C@H]3CC[C@@]4(C)C(=CC[C@H]5[C@@H]6C[C@@H]7O[C@]8(CC[C@@](C)(CO)O8)[C@@H](C)[C@@H]7[C@@]6(C)CC[C@@H]54)C3)O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O	C45H72O18	InChI=1S/C45H72O18/c1-19-29-26(62-45(19)13-12-42(3,18-48)63-45)15-25-23-7-6-21-14-22(8-10-43(21,4)24(23)9-11-44(25,29)5)57-41-38(61-39-34(53)32(51)30(49)20(2)56-39)36(55)37(28(17-47)59-41)60-40-35(54)33(52)31(50)27(16-46)58-40/h6,19-20,22-41,46-55H,7-18H2,1-5H3/t19-,20-,22-,23+,24-,25-,26-,27+,28+,29-,30-,31+,32+,33-,34+,35+,36-,37+,38+,39-,40-,41+,42-,43-,44-,45-/m0/s1	YLBOORQIYJNJAH-NHAVPJQQSA-N		CHEBI:75932		
BASm0005761	(R)-2-hydroxytetracosanoate		544-57-0		CCCCCCCCCCCCCCCCCCCCCC[C@@H](O)C(=O)[O-]	C24H48O3	InChI=1S/C24H48O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23(25)24(26)27/h23,25H,2-22H2,1H3,(H,26,27)	MSUOLNSQHLHDAS-UHFFFAOYSA-N		CHEBI:75935		
BASm0005762	1-O-hexadecyl-2-acetyl-sn-glycerol				CCCCCCCCCCCCCCCCOC[C@H](CO)OC(C)=O	C21H42O4	InChI=1S/C21H42O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-24-19-21(18-22)25-20(2)23/h21-22H,3-19H2,1-2H3/t21-/m0/s1	QTEHGUUSIIWOOW-NRFANRHFSA-N	358.3083098	CHEBI:75936		MMDBc0047889
BASm0005763	(9Z-octadecenoyl)-glycerol				*OCC(CO)O*					CHEBI:75937		
BASm0005764	3-(9Z-octadecenoyl)-sn-glycerol	MG(18:1(9Z/0:0)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(18:1(9Z/0:0)/0:0/0:0), in particular, consists of one 9Z-octadecenoyl chain at the C-1 position.		Solid	CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](O)CO	C21H40O4	InChI=1S/C21H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h9-10,20,22-23H,2-8,11-19H2,1H3/b10-9-/t20-/m1/s1	RZRNAYUHWVFMIP-GDCKJWNLSA-N	356.2926598	CHEBI:75938		MMDBc0045193
BASm0005765	di-(9Z)-octadecenoylglycerol				[1*]OCC(COC(=O)CCCCCCC/C=C\CCCCCCCC)O[2*]					CHEBI:75945		
BASm0005766	(20S)-protopanaxadiol				CC(C)=CCC[C@](C)(O)[C@H]1CC[C@]2(C)[C@@H]1[C@H](O)C[C@@H]1[C@@]3(C)CC[C@H](O)C(C)(C)[C@@H]3CC[C@]12C	C30H52O3	InChI=1S/C30H52O3/c1-19(2)10-9-14-30(8,33)20-11-16-29(7)25(20)21(31)18-23-27(5)15-13-24(32)26(3,4)22(27)12-17-28(23,29)6/h10,20-25,31-33H,9,11-18H2,1-8H3	PYXFVCFISTUSOO-UHFFFAOYSA-N		CHEBI:75950		
BASm0005767	(20S)-protopanaxatriol	A tetracyclic triterpenoid sapogenin (isolated from ginseng and notoginseng) that is that is dammarane which is substituted by hydroxy groups at the 3beta, 6alpha, 12beta and 20 pro-S positions and in which a double bond has been introduced at the 24-25 position.				C30H52O4		SHCBCKBYTHZQGZ-CJPZEJHVSA-N	476.3865602	CHEBI:75951		
BASm0005768	devancoaminyl-vancomycin			Expected Solid		C59H62Cl2N8O22		QCHYVJAUGVHJHX-SFUNDNDLSA-N	1304.335571	CHEBI:75953		MMDBc0054450
BASm0005770	dTDP-beta-L-4-epi-vancosamine			Expected Solid	[H][C@]1(O)C[C@@]([H])(O[C@]1([H])COP(O)(=O)OP(O)(=O)O[C@]1([H])C[C@](C)(N)[C@@]([H])(O)[C@]([H])(C)O1)N1C=C(C)C([O-])=NC1=O	C17H28N3O13P2	InChI=1S/C17H29N3O13P2/c1-8-6-20(16(24)19-15(8)23)12-4-10(21)11(31-12)7-29-34(25,26)33-35(27,28)32-13-5-17(3,18)14(22)9(2)30-13/h6,9-14,21-22H,4-5,7,18H2,1-3H3,(H,25,26)(H,27,28)(H,19,23,24)/p-1/t9-,10-,11+,12+,13+,14-,17-/m0/s1	HRODALWRJULFHW-FMVYZHRWSA-M	544.1102856	CHEBI:75957		MMDBc0055957
BASm0005771	chloroorienticin B			Expected Solid		C66H76Cl2N9O24		ATHQCOUEZPBNLP-GSKRMPNRSA-O	1448.437476	CHEBI:75963		MMDBc0055799
BASm0005772	nicotinate-adenine dinucleotide phosphate	An organophosphate oxoanion obtained by deprotonation of the phosphate, diphosphate and carboxy groups of nicotinic acid-adenine dinucleotide phosphate.				C21H23N6O18P3		QOTXBMGJKFVZRD-HISDBWNOSA-J	740.0303632	CHEBI:75967		
BASm0005773	2'-phospho-cyclic ADP-ribose	A nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups of 2'-phospho-cyclic ADP-ribose.				C15H19N5O16P3		FUQPZSKOSARDNY-KEOHHSTQSA-K	618.0056113	CHEBI:75970		
BASm0005774	alpha-D-glucosamine 6-phosphate	Glucosamine 6-phosphate is normally produced via the de novo glucosamine synthesis by the enzyme fructose-6-phosphate amidotransferase and the modulation of this pathway by glutamine. Glutamine-fructose-6-phosphate amidotransferase (GFAT) catalyzes the first committed step in the pathway for biosynthesis of hexosamines. A member of the N-terminal nucleophile class of amidotransferases, GFAT transfers the amino group from the L-glutamine amide to D-fructose 6-phosphate, producing glutamic acid and glucosamine 6-phosphate. (PMID 11270676, 11842094)	3616-42-0	Solid		C6H13NO8P		XHMJOUIAFHJHBW-UKFBFLRUSA-M	258.038427	CHEBI:75989	HMDB0001254	MMDBc0029600
BASm0005775	1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-octanoyl-sn-glycero-3-phospho]-glycerol				*C(=O)OC[C@H](COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@@H](COC(*)=O)OC(=O)CCCCCCC)OC(*)=O					CHEBI:75990		
BASm0005776	phenyl 5-phospho-alpha-D-ribofuranoside	An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of phenyl 5-phospho-alpha-D-ribofuranoside.				C11H13O8P		BOXHYNMLHLGCCA-DBIOUOCHSA-L	304.0359015	CHEBI:75992		
BASm0005777	1'-[1-acyl-2-octanoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerol				*C(=O)OC[C@@H](O)COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@@H](COC(*)=O)OC(=O)CCCCCCC					CHEBI:75993		
BASm0005778	1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-hexadecanoyl-sn-glycero-3-phospho]-glycerol				*C(=O)OC[C@H](COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@@H](COC(*)=O)OC(=O)CCCCCCCCCCCCCCC)OC(*)=O					CHEBI:75994		
BASm0005779	1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho]-glycerol				*C(=O)OC[C@H](COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@@H](COC(*)=O)OC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)OC(*)=O					CHEBI:75995		
BASm0005780	1'-[1-acyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerol				*C(=O)OC[C@@H](O)COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@@H](COC(*)=O)OC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC					CHEBI:75996		
BASm0005781	(S)-laudanine		301-21-3		COc1ccc(C[C@H]2c3cc(OC)c(OC)cc3CC[NH+]2C)cc1O	C20H25NO4	InChI=1S/C20H25NO4/c1-21-8-7-14-11-19(24-3)20(25-4)12-15(14)16(21)9-13-5-6-18(23-2)17(22)10-13/h5-6,10-12,16,22H,7-9H2,1-4H3	MPYHGNAJOKCMAQ-UHFFFAOYSA-N		CHEBI:75999		
BASm0005782	(R)-laudanine		301-21-3		COc1ccc(C[C@@H]2c3cc(OC)c(OC)cc3CC[NH+]2C)cc1O	C20H25NO4	InChI=1S/C20H25NO4/c1-21-8-7-14-11-19(24-3)20(25-4)12-15(14)16(21)9-13-5-6-18(23-2)17(22)10-13/h5-6,10-12,16,22H,7-9H2,1-4H3	MPYHGNAJOKCMAQ-UHFFFAOYSA-N		CHEBI:76001		
BASm0005783	omega-hydroxy-triacontanoate				O=C([O-])CCCCCCCCCCCCCCCCCCCCCCCCCCCCCO	C30H60O3	InChI=1S/C30H60O3/c31-29-27-25-23-21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20-22-24-26-28-30(32)33/h31H,1-29H2,(H,32,33)	IRPZBVZGZKVXHG-UHFFFAOYSA-N	468.4542458	CHEBI:76044		
BASm0005784	1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine	A 1-O-acyl-N-acylsphingosine in which the N- and O-acyl groups are specified as acetyl and oleoyl respectively.			CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](NC(C)=O)[C@H](O)/C=C/CCCCCCCCCCCCC	C38H71NO4	InChI=1S/C38H71NO4/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33-38(42)43-34-36(39-35(3)40)37(41)32-30-28-26-24-22-20-17-15-13-11-9-7-5-2/h18-19,30,32,36-37,41H,4-17,20-29,31,33-34H2,1-3H3,(H,39,40)/b19-18-,32-30+/t36-,37+/m0/s1	IBQLHKWKIJLREV-DGQRKESPSA-N		CHEBI:76054		
BASm0005785	1-O-hexadecyl-2-acetyl-3-(9Z)-octadecenoyl-sn-glycerol	A 1-alkyl-2-acetyl-3-acyl-sn-glycerol in which the alkyl and acyl groups are specified as palmityl and oleoyl.			CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](COCCCCCCCCCCCCCCCC)OC(C)=O	C39H74O5	InChI=1S/C39H74O5/c1-4-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-39(41)43-36-38(44-37(3)40)35-42-34-32-30-28-26-24-22-19-17-15-13-11-9-7-5-2/h18,20,38H,4-17,19,21-36H2,1-3H3/b20-18-/t38-/m1/s1	OBAWASFTPOOJOU-CFFKTVTHSA-N		CHEBI:76055		
BASm0005786	1-O-hexadecylglycerol				CCCCCCCCCCCCCCCCOCC(O)CO	C19H40O3	InChI=1S/C19H40O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-22-18-19(21)17-20/h19-21H,2-18H2,1H3	OOWQBDFWEXAXPB-UHFFFAOYSA-N	316.2977451	CHEBI:76061		
BASm0005787	1-O-hexadecyl-3-(9Z)-octadecenoylglycerol	A 1-alkyl-3-acylglycerol in which the alkyl and acyl groups are specified as palmityl (hexadecyl) and oleoyl.			CCCCCCCC/C=C\CCCCCCCC(=O)OCC(O)COCCCCCCCCCCCCCCCC	C37H72O4	InChI=1S/C37H72O4/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-37(39)41-35-36(38)34-40-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h17,19,36,38H,3-16,18,20-35H2,1-2H3/b19-17-	OHCUOFSNZQBCEP-ZPHPHTNESA-N		CHEBI:76062		
BASm0005788	1-O-hexadecyl-2-O-methyl-sn-glycerol	An alkylglycerol having palmityl (hexadecyl) and methyl groups located at position2 1 and 2 respectively (the S-enantiomer).			CCCCCCCCCCCCCCCCOC[C@H](CO)OC	C20H42O3	InChI=1S/C20H42O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23-19-20(18-21)22-2/h20-21H,3-19H2,1-2H3/t20-/m0/s1	XAWCMDFDFNRKGK-FQEVSTJZSA-N		CHEBI:76063		
BASm0005789	1-O-hexadecyl-2-O-methyl-3-(9Z)-octadecenoyl-sn-glycerol	An alkylglycerol that is 1-palmityl-2-methyl-sn-glycerol carrying an additional oleoyl substituent at position 3.			CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](COCCCCCCCCCCCCCCCC)OC	C38H74O4	InChI=1S/C38H74O4/c1-4-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-38(39)42-36-37(40-3)35-41-34-32-30-28-26-24-22-19-17-15-13-11-9-7-5-2/h18,20,37H,4-17,19,21-36H2,1-3H3/b20-18-/t37-/m1/s1	CEVZNCTVUSCKBM-XZRWTQCASA-N		CHEBI:76064		
BASm0005790	1-(9Z)-octadecenoyl-2-hexadecanoylglycerol	DG(18:1(9Z)/16:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/16:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. This compound is expected to be in Cannabis as all living plants are known to produce and metabolize it.			CCCCCCCC/C=C\CCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCCCCCCCCC	C37H70O5	InChI=1S/C37H70O5/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-36(39)41-34-35(33-38)42-37(40)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h17-18,35,38H,3-16,19-34H2,1-2H3/t35-/m0/s1	DOZKMFVMCATMEH-DHUJRADRSA-N	594.5223	CHEBI:76065		
BASm0005791	2-[(9Z)-octadecenoylamino]ethyl (9Z)-octadecenoate	A fatty acid ester obtained by formal condensation of the carboxy group of oleic acid with the hydroxy group of oleoyl ethanolamide.			CCCCCCCC/C=C\CCCCCCCC(=O)NCCOC(=O)CCCCCCC/C=C\CCCCCCCC	C38H71NO3	InChI=1S/C38H71NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-37(40)39-35-36-42-38(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20H,3-16,21-36H2,1-2H3,(H,39,40)/b19-17-,20-18-	HPOADJBREZVSHW-CLFAGFIQSA-N		CHEBI:76068		
BASm0005792	2-[(5Z,8Z,11Z,14Z)-eicosatetraenoylamino]ethyl (9Z)-octadecenoate	A fatty acid ester obtained by formal condensation of the carboxy group of oleic acid with the hydroxy group of anandamide.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCOC(=O)CCCCCCC/C=C\CCCCCCCC	C40H69NO3	InChI=1S/C40H69NO3/c1-3-5-7-9-11-13-15-17-19-20-22-23-25-27-29-31-33-35-39(42)41-37-38-44-40(43)36-34-32-30-28-26-24-21-18-16-14-12-10-8-6-4-2/h11,13,17-19,21-23,27,29H,3-10,12,14-16,20,24-26,28,30-38H2,1-2H3,(H,41,42)/b13-11-,19-17-,21-18-,23-22-,29-27-	IYVTXYPWJWVMDY-JNDMHECXSA-N		CHEBI:76070		
BASm0005793	2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine	LysoPC(0:0/18:1(9Z)) is a lysophosphatidylcholine, which is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2 as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. There is also a phospholipase A1, which is able to cleave the sn-1 ester bond. Lysophosphatidylcholine has pro-inflammatory properties in vitro and it is known to be a pathological component of oxidized lipoproteins (LDL) in plasma and of atherosclerotic lesions. Recently, it has been found to have some functions in cell signalling, and specific receptors (coupled to G proteins) have been identified. It activates the specific phospholipase C that releases diacylglycerols and inositol triphosphate with resultant increases in intracellular Ca2+ and activation of protein kinase C. It also activates the mitogen-activated protein kinase in certain cell types. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. LysoPC(0:0/18:1(9Z)), in particular, consists of one chain of oleic acid at the C-2 position. LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4.  binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood.  Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910).  LPCs have a number of protective or anti-inflammatory effects.  Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910).  Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.	22248-65-3		CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](CO)COP(=O)([O-])OCC[N+](C)(C)C	C26H52NO7P	InChI=1S/C26H52NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)34-25(23-28)24-33-35(30,31)32-22-21-27(2,3)4/h12-13,25,28H,5-11,14-24H2,1-4H3/b13-12-/t25-/m1/s1	SULIDBRAXVDKBU-PTGWMXDISA-N	521.34814	CHEBI:76071	HMDB0061701	
BASm0005794	1-(9Z)-octadecenoyl-2-octadecanoyl-sn-glycero-3-phosphocholine	PC(18:1(9Z)/18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/18:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of stearic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC	C44H86NO8P	InChI=1S/C44H86NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h20,22,42H,6-19,21,23-41H2,1-5H3/b22-20-/t42-/m1/s1	NMJCSTNQFYPVOR-VHONOUADSA-N	787.6091052	CHEBI:76073	HMDB0008102	
BASm0005795	1-octadecanoyl-N-(acetyl)-sphing-4-enine	A 1-O-acyl-N-acylsphingosine in which the N- and O-acyl groups are specified as acetyl and stearoyl (octadecanoyl) respectively.			CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](COC(=O)CCCCCCCCCCCCCCCCC)NC(C)=O	C38H73NO4	InChI=1S/C38H73NO4/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33-38(42)43-34-36(39-35(3)40)37(41)32-30-28-26-24-22-20-17-15-13-11-9-7-5-2/h30,32,36-37,41H,4-29,31,33-34H2,1-3H3,(H,39,40)/b32-30+/t36-,37+/m0/s1	GQVQVSKCUMRWET-PQCGLYSKSA-N		CHEBI:76074		
BASm0005796	2-octadecanoyl-sn-glycero-3-phosphocholine	LysoPC(0:0/18:0) or LPC(0:0/18:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. There is also a phospholipase A1, which is able to cleave the sn-1 ester bond. Lysophosphatidylcholine has pro-inflammatory properties in vitro and it is known to be a pathological component of oxidized lipoproteins (LDL) in plasma and of atherosclerotic lesions. Recently, it has been found to have some functions in cell signalling, and specific receptors (coupled to G proteins) have been identified. It activates the specific phospholipase C that releases diacylglycerols and inositol triphosphate with resultant increases in intracellular Ca2+ and activation of protein kinase C. It also activates the mitogen-activated protein kinase in certain cell types.LysoPC(0:0/18:0) has been shown to be protective against lethal sepsis in experimental animals by various mechanisms, including stimulation of neutrophils to eliminate invading pathogens through a peroxide-dependent reaction. LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4.  binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood.  Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910).  LPCs have a number of protective or anti-inflammatory effects.  Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910).  Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.	4421-58-3		CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO)COP(=O)([O-])OCC[N+](C)(C)C	C26H54NO7P	InChI=1S/C26H54NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)34-25(23-28)24-33-35(30,31)32-22-21-27(2,3)4/h25,28H,5-24H2,1-4H3/t25-/m1/s1	IQGPMZRCLCCXAG-RUZDIDTESA-N	523.3637896	CHEBI:76076	HMDB0011128	
BASm0005797	1-hexadecanoyl-N-(acetyl)-sphing-4-enine	A 1-O-acyl-N-acylsphingosine in which the N- and O-acyl groups are specified as acetyl and palmitoyl (hexadecanoyl) respectively.			CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](COC(=O)CCCCCCCCCCCCCCC)NC(C)=O	C36H69NO4	InChI=1S/C36H69NO4/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-35(39)34(37-33(3)38)32-41-36(40)31-29-27-25-23-21-19-17-15-13-11-9-7-5-2/h28,30,34-35,39H,4-27,29,31-32H2,1-3H3,(H,37,38)/b30-28+/t34-,35+/m0/s1	YHEINVWEQIWYCT-LQSBSTQLSA-N		CHEBI:76077		
BASm0005798	2-hexadecanoyl-sn-glycero-3-phosphocholine	2-Palmitoylglycerophosphocholine belongs to the family of glycerophosphocholines, which are lipids containing a common glycerophosphate skeleton linked to at least one fatty acyl chain, and a choline moiety. Their general formula is C[N+](C)(C)CCOP(O)(=O)OCC(CO(R1))O(R2), where R1-R2 are fatty acid chains PC(0:0/16:0) is made up of one hexadecanoyl(R2).			CCCCCCCCCCCCCCCC(=O)O[C@H](CO)COP(=O)([O-])OCC[N+](C)(C)C	C24H51NO7P	InChI=1S/C24H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(27)32-23(21-26)22-31-33(28,29)30-20-19-25(2,3)4/h23,26H,5-22H2,1-4H3/p+1	NEGQHKSYEYVFTD-UHFFFAOYSA-O	496.3403145	CHEBI:76078	HMDB0061702	
BASm0005799	2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine	LysoPC(0:0/20:4(5Z,8Z,11Z,14Z)) is a lysophosphatidylcholine, which is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2 as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. There is also a phospholipase A1, which is able to cleave the sn-1 ester bond. Lysophosphatidylcholine has pro-inflammatory properties in vitro and it is known to be a pathological component of oxidized lipoproteins (LDL) in plasma and of atherosclerotic lesions. Recently, it has been found to have some functions in cell signalling, and specific receptors (coupled to G proteins) have been identified. It activates the specific phospholipase C that releases diacylglycerols and inositol triphosphate with resultant increases in intracellular Ca2+ and activation of protein kinase C. It also activates the mitogen-activated protein kinase in certain cell types. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. LysoPC(0:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of arachidonic acid at the C-2 position. LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4.  binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood.  Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910).  LPCs have a number of protective or anti-inflammatory effects.  Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910).  Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.	67341-29-1		CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](CO)COP(=O)([O-])OCC[N+](C)(C)C	C28H50NO7P	InChI=1S/C28H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-28(31)36-27(25-30)26-35-37(32,33)34-24-23-29(2,3)4/h9-10,12-13,15-16,18-19,27,30H,5-8,11,14,17,20-26H2,1-4H3/b10-9-,13-12-,16-15-,19-18-/t27-/m1/s1	IGJKYDBBINVMLH-JXRLJXCWSA-N	543.33249	CHEBI:76079	HMDB0061699	
BASm0005800	1-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-N-(acetyl)-sphing-4-enine	A 1-O-acyl-N-acylsphingosine in which the N- and O-acyl groups are specified as acetyl and arachidonoyl respectively.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OC[C@H](NC(C)=O)[C@H](O)/C=C/CCCCCCCCCCCCC	C40H69NO4	InChI=1S/C40H69NO4/c1-4-6-8-10-12-14-16-18-19-20-21-23-25-27-29-31-33-35-40(44)45-36-38(41-37(3)42)39(43)34-32-30-28-26-24-22-17-15-13-11-9-7-5-2/h12,14,18-19,21,23,27,29,32,34,38-39,43H,4-11,13,15-17,20,22,24-26,28,30-31,33,35-36H2,1-3H3,(H,41,42)/b14-12-,19-18-,23-21-,29-27-,34-32+/t38-,39+/m0/s1	CMAAWROGDNJKGL-HLDXBUSGSA-N		CHEBI:76080		
BASm0005801	(9Z-octadecenoyl)-sn-glycero-3-phosphocholine				*OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)O*					CHEBI:76083		
BASm0005802	2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine	LysoPC(0:0/18:2(9Z,12Z)) is a lysophosphatidylcholine, which is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2 as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. There is also a phospholipase A1, which is able to cleave the sn-1 ester bond. Lysophosphatidylcholine has pro-inflammatory properties in vitro and it is known to be a pathological component of oxidized lipoproteins (LDL) in plasma and of atherosclerotic lesions. Recently, it has been found to have some functions in cell signalling, and specific receptors (coupled to G proteins) have been identified. It activates the specific phospholipase C that releases diacylglycerols and inositol triphosphate with resultant increases in intracellular Ca2+ and activation of protein kinase C. It also activates the mitogen-activated protein kinase in certain cell types. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. LysoPC(0:0/18:2(9Z,12Z)), in particular, consists of one chain of linoleic acid at the C-2 position. LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4.  binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood.  Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910).  LPCs have a number of protective or anti-inflammatory effects.  Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910).  Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.	27304-12-7		CCCCC\C=C/C\C=C/CCCCCCCC(=O)O[C@H](CO)COP([O-])(=O)OCC[N+](C)(C)C	C26H50NO7P	InChI=1S/C26H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)34-25(23-28)24-33-35(30,31)32-22-21-27(2,3)4/h9-10,12-13,25,28H,5-8,11,14-24H2,1-4H3/b10-9-,13-12-/t25-/m1/s1	LSUXCWJOIAWGOU-FTJOPAKQSA-N	519.33249	CHEBI:76084	HMDB0061700	
BASm0005803	2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine					C30H50NO7P		FTLVGMFFHDRYDI-APPDJCNMSA-N	567.33249	CHEBI:76085		MMDBc0060158
BASm0005804	1-(9Z,12Z-octadecadienoyl)-N-acetylsphing-4-enine	A 1-O-acyl-N-acylsphingosine in which the N- and O-acyl groups are specified as acetyl and linoleoyl respectively.				C38H69NO4		GGAKJIWSJJGHDP-HLWMWBLXSA-N	603.5226597	CHEBI:76086		
BASm0005805	1-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-N-(acetyl)-sphing-4-enine	A 1-O-acyl-N-acylsphingosine in which the N- and O-acyl groups are specified as acetyl and (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl respectively.				C42H69NO4		CBCJAPNRANPOIX-GRUWYVAUSA-N	651.5226597	CHEBI:76087		
BASm0005806	2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine	LysoPE(0:0/18:1(9Z)) is a lysophosphatidylethanolamine or a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce. They are also approved for indoor use to preserve stored crops and commercial cut flowers. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms.		Solid	[H][C@@](CO)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC	C23H46NO7P	InChI=1S/C23H46NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)31-22(20-25)21-30-32(27,28)29-19-18-24/h9-10,22,25H,2-8,11-21,24H2,1H3,(H,27,28)/b10-9-/t22-/m1/s1	NOVZJYYJYIFXJC-MZMPXXGTSA-N	479.3011893	CHEBI:76088	HMDB0011476	
BASm0005807	2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphoethanolamine	LysoPE(0:0/18:2(9Z,12Z)) is a lysophosphatidylethanolamine or a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce. They are also approved for indoor use to preserve stored crops and commercial cut flowers. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms.		Solid	[H][C@@](CO)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	C23H44NO7P	InChI=1S/C23H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)31-22(20-25)21-30-32(27,28)29-19-18-24/h6-7,9-10,22,25H,2-5,8,11-21,24H2,1H3,(H,27,28)/b7-6-,10-9-/t22-/m1/s1	SVRBKLJIDJHADS-USWSLJGRSA-N	477.2855393	CHEBI:76090	HMDB0011477	
BASm0005808	2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphoethanolamine	LysoPE(0:0/20:4(5Z,8Z,11Z,14Z)) is a lysophosphatidylethanolamine or a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce. They are also approved for indoor use to preserve stored crops and commercial cut flowers. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms.		Solid	[H][C@@](CO)(COP(O)(=O)OCCN)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C25H44NO7P	InChI=1S/C25H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-25(28)33-24(22-27)23-32-34(29,30)31-21-20-26/h6-7,9-10,12-13,15-16,24,27H,2-5,8,11,14,17-23,26H2,1H3,(H,29,30)/b7-6-,10-9-,13-12-,16-15-/t24-/m1/s1	YWOCITMXHHTBAW-XSQXPFHXSA-N	501.2855393	CHEBI:76091	HMDB0011487	
BASm0005809	kaempferol 3-O-beta-D-galactoside	Isoastragalin is found in fats and oils. Isoastragalin is isolated from Gossypium hirsutum (cotton) and other plant species.	23627-87-4	Solid		C21H19O11		JPUKWEQWGBDDQB-DTGCRPNFSA-M	447.093285	CHEBI:76104	HMDB0030864	
BASm0005810	(R)-2-hydroxy-(9Z,12Z,15Z)-octadecatrienoate					C18H29O3		JQXGCBKGIBTCHY-KITAFTRQSA-M	293.2122184	CHEBI:76150		
BASm0005811	(8Z,11Z,14Z)-heptadecatrienal	(all-Z)-8,11,14-Heptadecatrienal is found in cereals and cereal products. (all-Z)-8,11,14-Heptadecatrienal is a constituent of cucumber and wheat.	56797-44-5			C17H28O		NIPNNUONNZABRE-PDBXOOCHSA-N	248.2140155	CHEBI:76151	HMDB0041333	
BASm0005812	(8Z,11Z,14Z)-heptadecatrienoate	An unsaturated fatty acid anion that is the conjugate base of (8Z,11Z,14Z)-heptadecatrienoic acid, arising from deprotonation of the carboxy group.				C17H27O2		FAFSAZIEJFMBBY-PDBXOOCHSA-M	263.2016537	CHEBI:76152		
BASm0005813	(R)-2-hydroperoxy-(9Z,12Z,15Z)-octadecatrienoate			Expected Solid		C18H29O4		BFDKCISGMFXZOW-KITAFTRQSA-M	309.207133	CHEBI:76161		MMDBc0050852
BASm0005819	riboflavin cyclic-4',5'-phosphate	An organophosphate oxoanion obtained by deprotonation of the phosphate and imido groups of riboflavin cyclic-4',5'-phosphate; major species at pH 7.3.				C17H17N4O8P		SMKHGBWIQRWNLE-SCRDCRAPSA-L	436.0794977	CHEBI:76202		
BASm0005821	1-O-alkyl-3-acylglycerol				*OCC(O)COC(*)=O					CHEBI:76225		
BASm0005822	N-hexanoyl-sphinganine			Expected Solid	[H][C@@](O)(CCCCCCCCCCCCCCC)[C@]([H])(CO)N=C(O)CCCCC	C24H49NO3	InChI=1S/C24H49NO3/c1-3-5-7-8-9-10-11-12-13-14-15-16-18-19-23(27)22(21-26)25-24(28)20-17-6-4-2/h22-23,26-27H,3-21H2,1-2H3,(H,25,28)/t22-,23+/m0/s1	VUMHYWBWYSPQMM-XZOQPEGZSA-N	399.3712444	CHEBI:76226		MMDBc0056150
BASm0005823	4-hydroxy-5-methyl-2-methylenefuran-3(2H)-one					C6H6O3		NPMQEIOINVDLMV-UHFFFAOYSA-N	126.0316941	CHEBI:76245		
BASm0005824	4-hydroxy-2,5-dimethyl-furan-3(2H)-one	(±)-Furaneol is found in animal foods. (±)-Furaneol is a flavouring agent.			CC1=C(O)C(=O)C(C)O1	C6H8O3	InChI=1S/C6H8O3/c1-3-5(7)6(8)4(2)9-3/h3,8H,1-2H3	INAXVXBDKKUCGI-UHFFFAOYSA-N	128.0473441	CHEBI:76247	HMDB0040594	
BASm0005826	dTDP-4-dehydro-6-deoxy-alpha-D-allose			Expected Solid	[H][C@]1(O)C[C@@]([H])(O[C@]1([H])COP([O-])(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(C)C(=O)[C@@]([H])(O)[C@@]1([H])O)N1C=C(C)C([O-])=NC1=O	C16H22N2O15P2	InChI=1S/C16H24N2O15P2/c1-6-4-18(16(24)17-14(6)23)10-3-8(19)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)12(21)11(20)7(2)30-15/h4,7-10,12-13,15,19,21-22H,3,5H2,1-2H3,(H,25,26)(H,27,28)(H,17,23,24)/p-2/t7-,8+,9-,10-,12-,13-,15-/m1/s1	PSXWNITXWWECNY-MCPUFDOLSA-L	544.0506392	CHEBI:76253		MMDBc0055950
BASm0005829	cyclohex-1-ene-1-carbonyl-CoA					C28H40N7O17P3S		YTTZSBMCHSFQSJ-TYHXJLICSA-J	871.1436193	CHEBI:76270		
BASm0005830	cyclohexane-1-carbonyl-CoA					C28H42N7O17P3S		QRSKGVRHSLILFG-TYHXJLICSA-J	873.1592694	CHEBI:76271		
BASm0005831	kaempferol 3-O-beta-D-xyloside					C20H17O10		RNVUDWOQYYWXBJ-BWYUNELBSA-M	417.0827203	CHEBI:76272		
BASm0005832	dodecanedioate		693-23-2	Expected Solid	O=C([O-])CCCCCCCCCCC(=O)[O-]	C12H20O4	InChI=1S/C12H22O4/c13-11(14)9-7-5-3-1-2-4-6-8-10-12(15)16/h1-10H2,(H,13,14)(H,15,16)/p-2	TVIDDXQYHWJXFK-UHFFFAOYSA-L	228.1372563	CHEBI:76273		MMDBc0048210
BASm0005833	dTDP-alpha-D-fucofuranose			Expected Solid	Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@H]3O[C@@H]([C@@H](C)O)[C@H](O)[C@H]3O)O2)c(=O)[nH]c1=O	C16H24N2O15P2	InChI=1S/C16H26N2O15P2/c1-6-4-18(16(24)17-14(6)23)10-3-8(20)9(30-10)5-29-34(25,26)33-35(27,28)32-15-12(22)11(21)13(31-15)7(2)19/h4,7-13,15,19-22H,3,5H2,1-2H3,(H,25,26)(H,27,28)(H,17,23,24)/p-2/t7-,8+,9-,10-,11-,12-,13+,15-/m1/s1	NPFKVELMLMVECN-LEBCEQFGSA-L	546.0662892	CHEBI:76275		MMDBc0055956
BASm0005834	hexadecanedioate	Hexadecanedioate, also known as a,omega-hexadecanedioic acid or c16dca(2-), is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Hexadecanedioate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Hexadecanedioate can be found in a number of food items such as longan, soy bean, american pokeweed, and black crowberry, which makes hexadecanedioate a potential biomarker for the consumption of these food products.			O=C([O-])CCCCCCCCCCCCCCC(=O)[O-]	C16H28O4	InChI=1S/C16H30O4/c17-15(18)13-11-9-7-5-3-1-2-4-6-8-10-12-14-16(19)20/h1-14H2,(H,17,18)(H,19,20)/p-2	QQHJDPROMQRDLA-UHFFFAOYSA-L	284.1998565	CHEBI:76276	HMDB0304377	
BASm0005835	8-oxocoformycin	An iminium ion obtained by selective protonation at position 4 on the diazepin ring of dehydrocoformycin. It is thought to be the major species at pH 7.3.			O=C1CNC=[NH+]c2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O	C11H15N4O5	InChI=1S/C11H14N4O5/c16-2-6-8(18)9(19)11(20-6)15-4-14-7-5(17)1-12-3-13-10(7)15/h3-4,6,8-9,11,16,18-19H,1-2H2,(H,12,13)/p+1/t6-,8-,9-,11-/m1/s1	PICFAMQFTUCMDC-PNHWDRBUSA-O		CHEBI:76278		
BASm0005836	dTDP-3-dehydro-4,6-dideoxy-alpha-D-glucose			Expected Solid	Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@H]3O[C@H](C)CC(=O)[C@H]3O)O2)c(=O)[nH]c1=O	C16H22N2O14P2	InChI=1S/C16H24N2O14P2/c1-7-5-18(16(23)17-14(7)22)12-4-9(19)11(30-12)6-28-33(24,25)32-34(26,27)31-15-13(21)10(20)3-8(2)29-15/h5,8-9,11-13,15,19,21H,3-4,6H2,1-2H3,(H,24,25)(H,26,27)(H,17,22,23)/p-2/t8-,9+,11-,12-,13-,15-/m1/s1	RZMOCWAVIGQAOB-DIRLFQLBSA-L	528.0557246	CHEBI:76280		MMDBc0055942
BASm0005837	tetradecanedioate	Tetradecanedioic acid, also known as 1,14-tetradecanedioate or NSC 9504, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Tetradecanedioic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.	821-38-5	Solid		C14H24O4		HQHCYKULIHKCEB-UHFFFAOYSA-L	256.1685564	CHEBI:76281	HMDB0000872	
BASm0005838	octanedioate	Suberic acid, also octanedioic acid, is a dicarboxylic acid, with formula C6H12(COOH)2. It is present in the urine of patients with fatty acid oxidation disorders (PMID 10404733). A metabolic breakdown product derived from oleic acid. Elevated levels of this unstaruated dicarboxylic acid are found in individuals with medium-chain acyl-CoA dehydrogenase deficiency (MCAD). Suberic acid is also found to be associated with carnitine-acylcarnitine translocase deficiency, malonyl-Coa decarboxylase deficiency, which are also inborn errors of metabolism.	505-48-6	Solid	[O-]C(=O)CCCCCCC([O-])=O	C8H12O4	InChI=1S/C8H14O4/c9-7(10)5-3-1-2-4-6-8(11)12/h1-6H2,(H,9,10)(H,11,12)/p-2	TYFQFVWCELRYAO-UHFFFAOYSA-L	172.074656	CHEBI:76282	HMDB0000893	
BASm0005839	decanedioate	Sebacic acid is a saturated, straight-chain naturally occurring dicarboxylic acid with 10 carbon atoms. Sebacic acid is a normal urinary acid. In patients with multiple acyl-CoA-dehydrogenase deficiency (MADD), also known as glutaric aciduria type II (GAII), a group of metabolic disorders due to deficiency of either electron transfer flavoprotein or electron transfer flavoprotein ubiquinone oxidoreductase, biochemical data shows an increase in urine sebacic acid excretion. Sebacic acid is found to be associated with carnitine-acylcarnitine translocase deficiency and medium chain acyl-CoA dehydrogenase deficiency, which are inborn errors of metabolism. Sebacic acid is a white flake or powdered crystal slightly soluble in water that has been proposed as an alternative energy substrate in total parenteral nutrition. Sebacic Acid was named from the Latin sebaceus (tallow candle) or sebum (tallow) in reference to its use in the manufacture of candles. Sebacic acid and its derivatives such as azelaic acid have a variety of industrial uses as plasticizers, lubricants, hydraulic fluids, cosmetics, candles, etc. It is used in the synthesis of polyamide and alkyd resins. It is also used as an intermediate for aromatics, antiseptics and painting materials (PMID: 10556649, 1738216, 8442769, 12706375).	111-20-6	Solid	[O-]C(=O)CCCCCCCCC([O-])=O	C10H16O4	InChI=1S/C10H18O4/c11-9(12)7-5-3-1-2-4-6-8-10(13)14/h1-8H2,(H,11,12)(H,13,14)/p-2	CXMXRPHRNRROMY-UHFFFAOYSA-L	200.1059562	CHEBI:76283	HMDB0000792	
BASm0005840	nonanoyl-CoA			Expected Solid	[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C(N=C([H])N=C23)N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C30H48N7O17P3S	InChI=1S/C30H52N7O17P3S/c1-4-5-6-7-8-9-10-21(39)58-14-13-32-20(38)11-12-33-28(42)25(41)30(2,3)16-51-57(48,49)54-56(46,47)50-15-19-24(53-55(43,44)45)23(40)29(52-19)37-18-36-22-26(31)34-17-35-27(22)37/h17-19,23-25,29,40-41H,4-16H2,1-3H3,(H,32,38)(H,33,42)(H,46,47)(H,48,49)(H2,31,34,35)(H2,43,44,45)/p-4/t19-,23-,24-,25+,29-/m1/s1	WLDUTYVSAGSKIV-FUEUKBNZSA-J	903.2062196	CHEBI:76291		MMDBc0048644
BASm0005841	(2E)-nonenoyl-CoA			Expected Solid	[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C(\[H])=C(/[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C(N=C([H])N=C23)N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C30H46N7O17P3S	InChI=1S/C30H50N7O17P3S/c1-4-5-6-7-8-9-10-21(39)58-14-13-32-20(38)11-12-33-28(42)25(41)30(2,3)16-51-57(48,49)54-56(46,47)50-15-19-24(53-55(43,44)45)23(40)29(52-19)37-18-36-22-26(31)34-17-35-27(22)37/h9-10,17-19,23-25,29,40-41H,4-8,11-16H2,1-3H3,(H,32,38)(H,33,42)(H,46,47)(H,48,49)(H2,31,34,35)(H2,43,44,45)/p-4/b10-9+/t19-,23-,24-,25+,29-/m1/s1	HBLOTZDYPZAZLE-OWQWVSLFSA-J	901.1905695	CHEBI:76292		MMDBc0048777
BASm0005842	azadirone				CC(=O)O[C@@H]1C[C@H]2C(C)(C)C(=O)C=C[C@]2(C)[C@H]2CC[C@]3(C)C(=CC[C@H]3c3ccoc3)[C@@]21C	C28H36O4	InChI=1S/C28H36O4/c1-17(29)32-24-15-22-25(2,3)23(30)10-13-27(22,5)21-9-12-26(4)19(18-11-14-31-16-18)7-8-20(26)28(21,24)6/h8,10-11,13-14,16,19,21-22,24H,7,9,12,15H2,1-6H3	XXIKKMLIDXLAIK-UHFFFAOYSA-N	436.2613596	CHEBI:76293		
BASm0005843	beta-D-glucosyl-N-dodecanoylsphing-4-enine	GlcCer(d18:1/12:0) is a glycosphingolipid (ceramide and oligosaccharide)or oligoglycosylceramide with one or more sialic acids (i.e. n-acetylneuraminic acid) linked on the sugar chain. It is a component the cell plasma membrane which modulates cell signal transduction events. Gangliosides have been found to be highly important in immunology. Ganglioside GL1a carries a net-negative charge at pH 7.0 and is acidic. Gangliosides can amount to 6% of the weight of lipids from brain, but they are found at low levels in all animal tissues.Cerebrosides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides. Cerebrosides have a single sugar group linked to ceramide. The most common are galactocerebrosides (containing galactose), the least common are glucocerebrosides (containing glucose). Galactocerebrosides are found predominantly in neuronal cell membranes. In contrast glucocerebrosides are not normally found in membranes. Instead, they are typically intermediates in the synthesis or degradation of more complex glycosphingolipids. Galactocerebrosides are synthesized from ceramide and UDP-galactose. Excess lysosomal accumulation of glucocerebrosides is found in Gaucher disease.		Solid	CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)NC(=O)CCCCCCCCCCC	C36H69NO8	InChI=1S/C36H69NO8/c1-3-5-7-9-11-13-14-15-16-18-19-21-23-25-30(39)29(28-44-36-35(43)34(42)33(41)31(27-38)45-36)37-32(40)26-24-22-20-17-12-10-8-6-4-2/h23,25,29-31,33-36,38-39,41-43H,3-22,24,26-28H2,1-2H3,(H,37,40)/b25-23+/t29-,30+,31+,33+,34-,35+,36+/m0/s1	IYCYEZLMOLRFAN-IUGLYQEMSA-N	643.5023182	CHEBI:76297	HMDB0004969	
BASm0005844	22-oxodocosanoate	22-oxo-docosanoate, also known as 22-oxobehenate or 22-oxo-c22:0(1-), is a member of the class of compounds known as very long-chain fatty acids. Very long-chain fatty acids are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. 22-oxo-docosanoate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 22-oxo-docosanoate can be found in a number of food items such as strawberry guava, fig, sea-buckthornberry, and rowal, which makes 22-oxo-docosanoate a potential biomarker for the consumption of these food products.			[O-]C(=O)CCCCCCCCCCCCCCCCCCCCC=O	C22H41O3	InChI=1S/C22H42O3/c23-21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20-22(24)25/h21H,1-20H2,(H,24,25)/p-1	PYBWSGBQPKXKOQ-UHFFFAOYSA-M	353.3061188	CHEBI:76298	HMDB0304092	
BASm0005845	docosanedioate	Docosanedioate, also known as docosanedioic acid or c22:0-dca(2-), is a member of the class of compounds known as very long-chain fatty acids. Very long-chain fatty acids are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Docosanedioate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Docosanedioate can be found in a number of food items such as pomes, green zucchini, pot marjoram, and rowal, which makes docosanedioate a potential biomarker for the consumption of these food products. Docosanedioic acid is a dicarboxylic acid with the linear formula HOOC(CH2)20COOH .			[O-]C(=O)CCCCCCCCCCCCCCCCCCCCC([O-])=O	C22H40O4	InChI=1S/C22H42O4/c23-21(24)19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20-22(25)26/h1-20H2,(H,23,24)(H,25,26)/p-2	DGXRZJSPDXZJFG-UHFFFAOYSA-L	368.2937569	CHEBI:76299	HMDB0304342	
BASm0005846	beta-D-glucosyl-(1<->1')-N-(15Z-tetracosenoyl)-sphing-4-enine	GlcCer(d18:1/24:1(15Z)) is a glycosphingolipid (ceramide and oligosaccharide)or oligoglycosylceramide with one or more sialic acids (i.e. n-acetylneuraminic acid) linked on the sugar chain. It is a component the cell plasma membrane which modulates cell signal transduction events. Gangliosides have been found to be highly important in immunology. Ganglioside GL1a carries a net-negative charge at pH 7.0 and is acidic. Gangliosides can amount to 6% of the weight of lipids from brain, but they are found at low levels in all animal tissues.Cerebrosides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides. Cerebrosides have a single sugar group linked to ceramide. The most common are galactocerebrosides (containing galactose), the least common are glucocerebrosides (containing glucose). Galactocerebrosides are found predominantly in neuronal cell membranes. In contrast glucocerebrosides are not normally found in membranes. Instead, they are typically intermediates in the synthesis or degradation of more complex glycosphingolipids. Galactocerebrosides are synthesized from ceramide and UDP-galactose. Excess lysosomal accumulation of glucocerebrosides is found in Gaucher disease.		Solid	CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)NC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCC	C48H91NO8	InChI=1S/C48H91NO8/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-44(52)49-41(40-56-48-47(55)46(54)45(53)43(39-50)57-48)42(51)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h17-18,35,37,41-43,45-48,50-51,53-55H,3-16,19-34,36,38-40H2,1-2H3,(H,49,52)/b18-17-,37-35+/t41-,42+,43+,45+,46-,47+,48+/m0/s1	WBOZIXHPUPAOIA-JZZPSRGZSA-N	809.6744689	CHEBI:76302	HMDB0004975	
BASm0005847	22-hydroxydocosanoate	22-hydroxydocosanoate, also known as phellonate or omega-hydroxy behenic acid, is a member of the class of compounds known as very long-chain fatty acids. Very long-chain fatty acids are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. 22-hydroxydocosanoate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 22-hydroxydocosanoate can be found in a number of food items such as sesbania flower, chinese cabbage, jute, and sapodilla, which makes 22-hydroxydocosanoate a potential biomarker for the consumption of these food products.			OCCCCCCCCCCCCCCCCCCCCCC([O-])=O	C22H43O3	InChI=1S/C22H44O3/c23-21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20-22(24)25/h23H,1-21H2,(H,24,25)/p-1	IBPVZXPSTLXWCG-UHFFFAOYSA-M	355.3217688	CHEBI:76304	HMDB0304091	
BASm0005848	26-hydroxyhexacosanoate				O=C([O-])CCCCCCCCCCCCCCCCCCCCCCCCCO	C26H52O3	InChI=1S/C26H52O3/c27-25-23-21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20-22-24-26(28)29/h27H,1-25H2,(H,28,29)	GGDUSUKUCOFETL-UHFFFAOYSA-N		CHEBI:76305		
BASm0005851	26-oxohexacosanoate	An omega-oxo fatty acid anion that is the conjugate base of 26-oxohexacosanoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.			O=CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)[O-]	C26H49O3	InChI=1S/C26H50O3/c27-25-23-21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20-22-24-26(28)29/h25H,1-24H2,(H,28,29)/p-1	UWQBXHRRMZPENW-UHFFFAOYSA-M		CHEBI:76311		
BASm0005852	hexacosanedioate				O=C([O-])CCCCCCCCCCCCCCCCCCCCCCCCC(=O)[O-]	C26H50O4	InChI=1S/C26H50O4/c27-25(28)23-21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20-22-24-26(29)30/h1-24H2,(H,27,28)(H,29,30)	JJWZFUFNJNGKAF-UHFFFAOYSA-N	426.3709101	CHEBI:76312		
BASm0005853	dodecanedioyl-CoA			Expected Solid	[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([O-])=O)C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C2N=C([H])N=C3N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C33H51N7O19P3S	InChI=1S/C33H56N7O19P3S/c1-33(2,28(46)31(47)36-14-13-22(41)35-15-16-63-24(44)12-10-8-6-4-3-5-7-9-11-23(42)43)18-56-62(53,54)59-61(51,52)55-17-21-27(58-60(48,49)50)26(45)32(57-21)40-20-39-25-29(34)37-19-38-30(25)40/h19-21,26-28,32,45-46H,3-18H2,1-2H3,(H,35,41)(H,36,47)(H,42,43)(H,51,52)(H,53,54)(H2,34,37,38)(H2,48,49,50)/p-5/t21-,26-,27-,28+,32-/m1/s1	AWMCEAXIMVYOKU-HTKIKNFPSA-I	974.2200725	CHEBI:76315		MMDBc0048657
BASm0005854	decanedioyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCCCC(=O)[O-]	C31H47N7O19P3S	InChI=1S/C31H52N7O19P3S/c1-31(2,26(44)29(45)34-12-11-20(39)33-13-14-61-22(42)10-8-6-4-3-5-7-9-21(40)41)16-54-60(51,52)57-59(49,50)53-15-19-25(56-58(46,47)48)24(43)30(55-19)38-18-37-23-27(32)35-17-36-28(23)38/h17-19,24-26,30,43-44H,3-16H2,1-2H3,(H,33,39)(H,34,45)(H,40,41)(H,49,50)(H,51,52)(H2,32,35,36)(H2,46,47,48)/p-5/t19?,24?,25?,26?,30-/m0/s1	JZXNELIZHJCEFA-CQDVDCODSA-I	946.1887724	CHEBI:76316		MMDBc0049156
BASm0005855	octanedioyl-CoA			Expected Solid	[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([O-])=O)C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C2N=C([H])N=C3N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C29H43N7O19P3S	InChI=1S/C29H48N7O19P3S/c1-29(2,24(42)27(43)32-10-9-18(37)31-11-12-59-20(40)8-6-4-3-5-7-19(38)39)14-52-58(49,50)55-57(47,48)51-13-17-23(54-56(44,45)46)22(41)28(53-17)36-16-35-21-25(30)33-15-34-26(21)36/h15-17,22-24,28,41-42H,3-14H2,1-2H3,(H,31,37)(H,32,43)(H,38,39)(H,47,48)(H,49,50)(H2,30,33,34)(H2,44,45,46)/p-5/t17-,22-,23-,24+,28-/m1/s1	DBCRIBJPCBKAME-NOQDIWQESA-I	918.1574723	CHEBI:76317		MMDBc0048670
BASm0005856	hexanedioyl-CoA			Expected Solid	[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([O-])=O)C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C(N=C([H])N=C23)N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C27H39N7O19P3S	InChI=1S/C27H44N7O19P3S/c1-27(2,22(40)25(41)30-8-7-16(35)29-9-10-57-18(38)6-4-3-5-17(36)37)12-50-56(47,48)53-55(45,46)49-11-15-21(52-54(42,43)44)20(39)26(51-15)34-14-33-19-23(28)31-13-32-24(19)34/h13-15,20-22,26,39-40H,3-12H2,1-2H3,(H,29,35)(H,30,41)(H,36,37)(H,45,46)(H,47,48)(H2,28,31,32)(H2,42,43,44)/p-5/t15-,20-,21-,22+,26-/m1/s1	SPNAEHGLBRRCGL-BIEWRJSYSA-I	890.1261721	CHEBI:76327		MMDBc0048684
BASm0005857	(2E)-octenedioyl-CoA	(2z)-oct-2-enedioyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a (2Z)-oct-2-enedioic acid thioester of coenzyme A. (2z)-oct-2-enedioyl-coa is an acyl-CoA with 8 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. (2z)-oct-2-enedioyl-coa is therefore classified as a medium chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. (2z)-oct-2-enedioyl-coa, being a medium chain acyl-CoA is a substrate for medium chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, (2Z)-oct-2-enedioyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of (2Z)-oct-2-enedioyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts (2Z)-oct-2-enedioyl-CoA into (2Z)-oct-2-enedioylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, (2Z)-oct-2-enedioylcarnitine is converted back to (2Z)-oct-2-enedioyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of (2Z)-oct-2-enedioyl-CoA occurs in four steps. First, since (2Z)-oct-2-enedioyl-CoA is a medium chain acyl-CoA it is the substrate for a medium chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of (2Z)-oct-2-enedioyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until (2Z)-oct-2-enedioyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C/CCCCC(=O)[O-]	C29H46N7O19P3S	InChI=1S/C29H46N7O19P3S/c1-29(2,24(42)27(43)32-10-9-18(37)31-11-12-59-20(40)8-6-4-3-5-7-19(38)39)14-52-58(49,50)55-57(47,48)51-13-17-23(54-56(44,45)46)22(41)28(53-17)36-16-35-21-25(30)33-15-34-26(21)36/h6,8,15-17,22-24,28,41-42H,3-5,7,9-14H2,1-2H3,(H,31,37)(H,32,43)(H,38,39)(H,47,48)(H,49,50)(H2,30,33,34)(H2,44,45,46)	UUCJVAJRAMBJMP-UHFFFAOYSA-N	921.1782045	CHEBI:76330	HMDB0301461	
BASm0005858	(3S)-hydroxyoctanedioyl-CoA	3-hydroxyoctanedioyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a 3-hydroxyoctanedioic acid thioester of coenzyme A. 3-hydroxyoctanedioyl-coa is an acyl-CoA with 8 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. 3-hydroxyoctanedioyl-coa is therefore classified as a medium chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. 3-hydroxyoctanedioyl-coa, being a medium chain acyl-CoA is a substrate for medium chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, 3-hydroxyoctanedioyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of 3-hydroxyoctanedioyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts 3-hydroxyoctanedioyl-CoA into 3-hydroxyoctanedioylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, 3-hydroxyoctanedioylcarnitine is converted back to 3-hydroxyoctanedioyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of 3-hydroxyoctanedioyl-CoA occurs in four steps. First, since 3-hydroxyoctanedioyl-CoA is a medium chain acyl-CoA it is the substrate for a medium chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of 3-hydroxyoctanedioyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until 3-hydroxyoctanedioyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@@H](O)CCCCC(=O)[O-]	C29H48N7O20P3S	InChI=1S/C29H48N7O20P3S/c1-29(2,24(43)27(44)32-8-7-18(38)31-9-10-60-20(41)11-16(37)5-3-4-6-19(39)40)13-53-59(50,51)56-58(48,49)52-12-17-23(55-57(45,46)47)22(42)28(54-17)36-15-35-21-25(30)33-14-34-26(21)36/h14-17,22-24,28,37,42-43H,3-13H2,1-2H3,(H,31,38)(H,32,44)(H,39,40)(H,48,49)(H,50,51)(H2,30,33,34)(H2,45,46,47)	CYUBPHQYPCCGFQ-UHFFFAOYSA-N	939.1887691	CHEBI:76333	HMDB0301487	
BASm0005859	3-oxooctanedioyl-CoA	An acyl-CoA oxoanion that is the pentaanion of 3-oxooctanedioyl-CoA, arising from deprotonation of phosphate, diphosphate and carboxylic acid functions; major species at pH 7.3.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCCC(=O)[O-]	C29H41N7O20P3S	InChI=1S/C29H46N7O20P3S/c1-29(2,24(43)27(44)32-8-7-18(38)31-9-10-60-20(41)11-16(37)5-3-4-6-19(39)40)13-53-59(50,51)56-58(48,49)52-12-17-23(55-57(45,46)47)22(42)28(54-17)36-15-35-21-25(30)33-14-34-26(21)36/h14-15,17,22-24,28,42-43H,3-13H2,1-2H3,(H,31,38)(H,32,44)(H,39,40)(H,48,49)(H,50,51)(H2,30,33,34)(H2,45,46,47)/p-5/t17-,22-,23-,24+,28-/m1/s1	YBYNWPGFFKQFTA-NOQDIWQESA-I		CHEBI:76335		
BASm0005860	(2E)-dodecenedioyl-CoA	Dodec-2-enedioyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a dodec-2-enedioic acid thioester of coenzyme A. Dodec-2-enedioyl-coa is an acyl-CoA with 12 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. Dodec-2-enedioyl-coa is therefore classified as a long chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. Dodec-2-enedioyl-coa, being a long chain acyl-CoA is a substrate for long chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, Dodec-2-enedioyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of Dodec-2-enedioyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts Dodec-2-enedioyl-CoA into Dodec-2-enedioylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, Dodec-2-enedioylcarnitine is converted back to Dodec-2-enedioyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of Dodec-2-enedioyl-CoA occurs in four steps. First, since Dodec-2-enedioyl-CoA is a long chain acyl-CoA it is the substrate for a long chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of Dodec-2-enedioyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until Dodec-2-enedioyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C/CCCCCCCCC(=O)[O-]	C33H54N7O19P3S	InChI=1S/C33H54N7O19P3S/c1-33(2,28(46)31(47)36-14-13-22(41)35-15-16-63-24(44)12-10-8-6-4-3-5-7-9-11-23(42)43)18-56-62(53,54)59-61(51,52)55-17-21-27(58-60(48,49)50)26(45)32(57-21)40-20-39-25-29(34)37-19-38-30(25)40/h10,12,19-21,26-28,32,45-46H,3-9,11,13-18H2,1-2H3,(H,35,41)(H,36,47)(H,42,43)(H,51,52)(H,53,54)(H2,34,37,38)(H2,48,49,50)	HDHLFIYFSWIQDJ-UHFFFAOYSA-N	977.2408047	CHEBI:76340	HMDB0301017	
BASm0005861	(3S)-hydroxydodecanedioyl-CoA	An acyl-CoA oxoanion that is the pentaanion of (S)-3-hydroxydodecanedioyl-CoA, arising from deprotonation of the phosphate, diphosphate and carboxylic acid functions; major species at pH 7.3.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@@H](O)CCCCCCCCC(=O)[O-]	C33H51N7O20P3S	InChI=1S/C33H56N7O20P3S/c1-33(2,28(47)31(48)36-12-11-22(42)35-13-14-64-24(45)15-20(41)9-7-5-3-4-6-8-10-23(43)44)17-57-63(54,55)60-62(52,53)56-16-21-27(59-61(49,50)51)26(46)32(58-21)40-19-39-25-29(34)37-18-38-30(25)40/h18-21,26-28,32,41,46-47H,3-17H2,1-2H3,(H,35,42)(H,36,48)(H,43,44)(H,52,53)(H,54,55)(H2,34,37,38)(H2,49,50,51)/p-5/t20-,21+,26+,27+,28-,32+/m0/s1	OOBIFVLIQDTVQU-IWSLRNGJSA-I		CHEBI:76342		
BASm0005862	3-oxododecanedioyl-CoA	An acyl-CoA oxoanion that is the pentaanion of 3-oxododecanedioyl-CoA, arising from deprotonation of the phosphate, diphosphate and carboxylic acid functions; major species at pH 7.3.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCCCCCCC(=O)[O-]	C33H49N7O20P3S	InChI=1S/C33H54N7O20P3S/c1-33(2,28(47)31(48)36-12-11-22(42)35-13-14-64-24(45)15-20(41)9-7-5-3-4-6-8-10-23(43)44)17-57-63(54,55)60-62(52,53)56-16-21-27(59-61(49,50)51)26(46)32(58-21)40-19-39-25-29(34)37-18-38-30(25)40/h18-19,21,26-28,32,46-47H,3-17H2,1-2H3,(H,35,42)(H,36,48)(H,43,44)(H,52,53)(H,54,55)(H2,34,37,38)(H2,49,50,51)/p-5/t21-,26-,27-,28+,32-/m1/s1	GTCFNNJOLWAWQQ-HTKIKNFPSA-I		CHEBI:76346		
BASm0005863	(2E)-decenedioyl-CoA	(2z)-dec-2-enedioyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a (2Z)-dec-2-enedioic acid thioester of coenzyme A. (2z)-dec-2-enedioyl-coa is an acyl-CoA with 10 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. (2z)-dec-2-enedioyl-coa is therefore classified as a medium chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. (2z)-dec-2-enedioyl-coa, being a medium chain acyl-CoA is a substrate for medium chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, (2Z)-dec-2-enedioyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of (2Z)-dec-2-enedioyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts (2Z)-dec-2-enedioyl-CoA into (2Z)-dec-2-enedioylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, (2Z)-dec-2-enedioylcarnitine is converted back to (2Z)-dec-2-enedioyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of (2Z)-dec-2-enedioyl-CoA occurs in four steps. First, since (2Z)-dec-2-enedioyl-CoA is a medium chain acyl-CoA it is the substrate for a medium chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of (2Z)-dec-2-enedioyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until (2Z)-dec-2-enedioyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C/CCCCCCC(=O)[O-]	C31H50N7O19P3S	InChI=1S/C31H50N7O19P3S/c1-31(2,26(44)29(45)34-12-11-20(39)33-13-14-61-22(42)10-8-6-4-3-5-7-9-21(40)41)16-54-60(51,52)57-59(49,50)53-15-19-25(56-58(46,47)48)24(43)30(55-19)38-18-37-23-27(32)35-17-36-28(23)38/h8,10,17-19,24-26,30,43-44H,3-7,9,11-16H2,1-2H3,(H,33,39)(H,34,45)(H,40,41)(H,49,50)(H,51,52)(H2,32,35,36)(H2,46,47,48)	JHQDYQPTIXKJBS-UHFFFAOYSA-N	949.2095046	CHEBI:76347	HMDB0300881	
BASm0005864	(3S)-hydroxydecanedioyl-CoA	3-hydroxydecanedioyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a 3-hydroxydecanedioic acid thioester of coenzyme A. 3-hydroxydecanedioyl-coa is an acyl-CoA with 10 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. 3-hydroxydecanedioyl-coa is therefore classified as a medium chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. 3-hydroxydecanedioyl-coa, being a medium chain acyl-CoA is a substrate for medium chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, 3-Hydroxydecanedioyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of 3-Hydroxydecanedioyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts 3-Hydroxydecanedioyl-CoA into 3-Hydroxydecanedioylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, 3-Hydroxydecanedioylcarnitine is converted back to 3-Hydroxydecanedioyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of 3-Hydroxydecanedioyl-CoA occurs in four steps. First, since 3-Hydroxydecanedioyl-CoA is a medium chain acyl-CoA it is the substrate for a medium chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of 3-Hydroxydecanedioyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until 3-Hydroxydecanedioyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@@H](O)CCCCCCC(=O)[O-]	C31H52N7O20P3S	InChI=1S/C31H52N7O20P3S/c1-31(2,26(45)29(46)34-10-9-20(40)33-11-12-62-22(43)13-18(39)7-5-3-4-6-8-21(41)42)15-55-61(52,53)58-60(50,51)54-14-19-25(57-59(47,48)49)24(44)30(56-19)38-17-37-23-27(32)35-16-36-28(23)38/h16-19,24-26,30,39,44-45H,3-15H2,1-2H3,(H,33,40)(H,34,46)(H,41,42)(H,50,51)(H,52,53)(H2,32,35,36)(H2,47,48,49)	HYEKPXJYCGYZEG-UHFFFAOYSA-N	967.2200693	CHEBI:76348	HMDB0300929	
BASm0005865	3-oxodecanedioyl-CoA	An acyl-CoA oxoanion that is the pentaanion of 3-oxodecanedioyl-CoA, arising from deprotonation of the phosphate, diphosphate and carboxylic acid functions; major species at pH 7.3.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCCCCC(=O)[O-]	C31H45N7O20P3S	InChI=1S/C31H50N7O20P3S/c1-31(2,26(45)29(46)34-10-9-20(40)33-11-12-62-22(43)13-18(39)7-5-3-4-6-8-21(41)42)15-55-61(52,53)58-60(50,51)54-14-19-25(57-59(47,48)49)24(44)30(56-19)38-17-37-23-27(32)35-16-36-28(23)38/h16-17,19,24-26,30,44-45H,3-15H2,1-2H3,(H,33,40)(H,34,46)(H,41,42)(H,50,51)(H,52,53)(H2,32,35,36)(H2,47,48,49)/p-5/t19-,24-,25-,26+,30-/m1/s1	KWGOAMVVCDRMMC-PVMJKYSESA-I		CHEBI:76349		
BASm0005866	(S)-3-hydroxy-(6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoA	This compound belongs to the family of Acyl CoAs. These are organic compounds contaning a coenzyme A substructure linked to another moeity through an ester bond.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C45H70N7O18P3S	InChI=1S/C45H70N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-33(53)28-36(55)74-27-26-47-35(54)24-25-48-43(58)40(57)45(2,3)30-67-73(64,65)70-72(62,63)66-29-34-39(69-71(59,60)61)38(56)44(68-34)52-32-51-37-41(46)49-31-50-42(37)52/h5-6,8-9,11-12,14-15,17-18,20-21,31-34,38-40,44,53,56-57H,4,7,10,13,16,19,22-30H2,1-3H3,(H,47,54)(H,48,58)(H,62,63)(H,64,65)(H2,46,49,50)(H2,59,60,61)/b6-5-,9-8-,12-11-,15-14-,18-17-,21-20-/t33?,34-,38-,39-,40+,44-/m1/s1	JJCGUWRDULVWQG-MOYVEXGTSA-N	1121.371089	CHEBI:76356	HMDB0060312	
BASm0005867	(2E,6Z,9Z,12Z,15Z,18Z,21Z)-tetracosaheptaenoyl-CoA			Expected Solid	CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C45H64N7O17P3S	InChI=1S/C45H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-36(54)73-29-28-47-35(53)26-27-48-43(57)40(56)45(2,3)31-66-72(63,64)69-71(61,62)65-30-34-39(68-70(58,59)60)38(55)44(67-34)52-33-51-37-41(46)49-32-50-42(37)52/h5-6,8-9,11-12,14-15,17-18,20-21,24-25,32-34,38-40,44,55-56H,4,7,10,13,16,19,22-23,26-31H2,1-3H3,(H,47,53)(H,48,57)(H,61,62)(H,63,64)(H2,46,49,50)(H2,58,59,60)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-,21-20-,25-24+/t34-,38-,39-,40+,44-/m1/s1	NVOWZIBKQIWTDG-ADUCOSNASA-J	1099.33142	CHEBI:76360	HMDB0006260	MMDBc0048808
BASm0005868	(2E,6Z,9Z,12Z,15Z,18Z)-tetracosahexaenoyl-CoA			Expected Solid	CCCCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C45H66N7O17P3S	InChI=1S/C45H70N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-36(54)73-29-28-47-35(53)26-27-48-43(57)40(56)45(2,3)31-66-72(63,64)69-71(61,62)65-30-34-39(68-70(58,59)60)38(55)44(67-34)52-33-51-37-41(46)49-32-50-42(37)52/h8-9,11-12,14-15,17-18,20-21,24-25,32-34,38-40,44,55-56H,4-7,10,13,16,19,22-23,26-31H2,1-3H3,(H,47,53)(H,48,57)(H,61,62)(H,63,64)(H2,46,49,50)(H2,58,59,60)/p-4/b9-8-,12-11-,15-14-,18-17-,21-20-,25-24+/t34-,38+,39+,40-,44-/m0/s1	UYOKHWFEUAJFMG-FEMJCMIVSA-J	1101.34707	CHEBI:76364		MMDBc0048809
BASm0005869	(S)-3-hydroxy-(6Z,9Z,12Z,15Z,18Z)-tetracosapentaenoyl-CoA	This compound belongs to the family of Acyl CoAs. These are organic compounds contaning a coenzyme A substructure linked to another moeity through an ester bond.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C45H72N7O18P3S	InChI=1S/C45H72N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-33(53)28-36(55)74-27-26-47-35(54)24-25-48-43(58)40(57)45(2,3)30-67-73(64,65)70-72(62,63)66-29-34-39(69-71(59,60)61)38(56)44(68-34)52-32-51-37-41(46)49-31-50-42(37)52/h8-9,11-12,14-15,17-18,20-21,31-34,38-40,44,53,56-57H,4-7,10,13,16,19,22-30H2,1-3H3,(H,47,54)(H,48,58)(H,62,63)(H,64,65)(H2,46,49,50)(H2,59,60,61)/b9-8-,12-11-,15-14-,18-17-,21-20-/t33-,34-,38+,39+,40-,44-/m0/s1	NNEPPYNERZEJEE-IOPBWTMASA-N	1123.386739	CHEBI:76366	HMDB0060230	
BASm0005870	3-oxo-(6Z,9Z,12Z,15Z,18Z)-tetracosapentaenoyl-CoA	This compound belongs to the family of 3-Oxo-acyl CoAs. These are organic compounds containing a 3-oxo acylated coenzyme A derivative.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C45H70N7O18P3S	InChI=1S/C45H70N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-33(53)28-36(55)74-27-26-47-35(54)24-25-48-43(58)40(57)45(2,3)30-67-73(64,65)70-72(62,63)66-29-34-39(69-71(59,60)61)38(56)44(68-34)52-32-51-37-41(46)49-31-50-42(37)52/h8-9,11-12,14-15,17-18,20-21,31-32,34,38-40,44,56-57H,4-7,10,13,16,19,22-30H2,1-3H3,(H,47,54)(H,48,58)(H,62,63)(H,64,65)(H2,46,49,50)(H2,59,60,61)/b9-8-,12-11-,15-14-,18-17-,21-20-/t34-,38-,39-,40+,44-/m1/s1	UIAGUJIMVQPSDP-QOJZHLSOSA-N	1121.371089	CHEBI:76367	HMDB0060315	
BASm0005871	(4Z,7Z,10Z,13Z,16Z)-docosapentaenoyl-CoA		30960-17-9	Expected Solid	CCCCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C43H64N7O17P3S	InChI=1S/C43H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-34(52)71-27-26-45-33(51)24-25-46-41(55)38(54)43(2,3)29-64-70(61,62)67-69(59,60)63-28-32-37(66-68(56,57)58)36(53)42(65-32)50-31-49-35-39(44)47-30-48-40(35)50/h8-9,11-12,14-15,17-18,20-21,30-32,36-38,42,53-54H,4-7,10,13,16,19,22-29H2,1-3H3,(H,45,51)(H,46,55)(H,59,60)(H,61,62)(H2,44,47,48)(H2,56,57,58)/p-4/b9-8-,12-11-,15-14-,18-17-,21-20-/t32-,36-,37-,38+,42-/m1/s1	QKBTYZDPVNTERQ-UWVCYPHHSA-J	1075.33142	CHEBI:76368	HMDB0006513	MMDBc0048703
BASm0005872	(3R)-hydroxyeicosanoyl-CoA			Expected Solid	CCCCCCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H70N7O18P3S	InChI=1S/C41H74N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-29(49)24-32(51)70-23-22-43-31(50)20-21-44-39(54)36(53)41(2,3)26-63-69(60,61)66-68(58,59)62-25-30-35(65-67(55,56)57)34(52)40(64-30)48-28-47-33-37(42)45-27-46-38(33)48/h27-30,34-36,40,49,52-53H,4-26H2,1-3H3,(H,43,50)(H,44,54)(H,58,59)(H,60,61)(H2,42,45,46)(H2,55,56,57)/p-4/t29-,30-,34-,35-,36+,40-/m1/s1	KNSVYMFEJLUJST-AFMYZWIISA-J	1073.373285	CHEBI:76373		MMDBc0047855
BASm0005873	(3R)-hydroxyoctadecanoyl-CoA			Expected Solid	CCCCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C39H66N7O18P3S	InChI=1S/C39H70N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-27(47)22-30(49)68-21-20-41-29(48)18-19-42-37(52)34(51)39(2,3)24-61-67(58,59)64-66(56,57)60-23-28-33(63-65(53,54)55)32(50)38(62-28)46-26-45-31-35(40)43-25-44-36(31)46/h25-28,32-34,38,47,50-51H,4-24H2,1-3H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/p-4/t27-,28-,32-,33-,34+,38-/m1/s1	WZMAIEGYXCOYSH-MKPUJKMASA-J	1045.341985	CHEBI:76374		MMDBc0054913
BASm0005874	(3R)-hydroxydocosanoyl-CoA			Expected Solid	CCCCCCCCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C43H74N7O18P3S	InChI=1S/C43H78N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-31(51)26-34(53)72-25-24-45-33(52)22-23-46-41(56)38(55)43(2,3)28-65-71(62,63)68-70(60,61)64-27-32-37(67-69(57,58)59)36(54)42(66-32)50-30-49-35-39(44)47-29-48-40(35)50/h29-32,36-38,42,51,54-55H,4-28H2,1-3H3,(H,45,52)(H,46,56)(H,60,61)(H,62,63)(H2,44,47,48)(H2,57,58,59)/p-4/t31-,32-,36-,37-,38+,42-/m1/s1	VNJQSRVXTRJVAZ-ZUIQSSPPSA-J	1101.404585	CHEBI:76375		MMDBc0047857
BASm0005875	(3R)-hydroxytetracosanoyl-CoA			Expected Solid	CCCCCCCCCCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C45H78N7O18P3S	InChI=1S/C45H82N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-33(53)28-36(55)74-27-26-47-35(54)24-25-48-43(58)40(57)45(2,3)30-67-73(64,65)70-72(62,63)66-29-34-39(69-71(59,60)61)38(56)44(68-34)52-32-51-37-41(46)49-31-50-42(37)52/h31-34,38-40,44,53,56-57H,4-30H2,1-3H3,(H,47,54)(H,48,58)(H,62,63)(H,64,65)(H2,46,49,50)(H2,59,60,61)/p-4/t33-,34-,38-,39-,40+,44-/m1/s1	QIBKBVRVOFIKLN-YSOWJFSKSA-J	1129.435885	CHEBI:76377		MMDBc0047859
BASm0005876	(3R)-hydroxyhexacosanoyl-CoA			Expected Solid	CCCCCCCCCCCCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C47H82N7O18P3S	InChI=1S/C47H86N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-35(55)30-38(57)76-29-28-49-37(56)26-27-50-45(60)42(59)47(2,3)32-69-75(66,67)72-74(64,65)68-31-36-41(71-73(61,62)63)40(58)46(70-36)54-34-53-39-43(48)51-33-52-44(39)54/h33-36,40-42,46,55,58-59H,4-32H2,1-3H3,(H,49,56)(H,50,60)(H,64,65)(H,66,67)(H2,48,51,52)(H2,61,62,63)/p-4/t35-,36-,40-,41-,42+,46-/m1/s1	GBMJOTOUUWGTIA-CSLACTSSSA-J	1157.467185	CHEBI:76378		MMDBc0047861
BASm0005877	(3R)-hydroxyoctacosanoyl-CoA	A 3-hydroxy fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (R)-3-hydroxyoctacosanoyl-CoA [(R)-3-hydroxymontanoyl-CoA]; major species at pH 7.3.			CCCCCCCCCCCCCCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C49H86N7O18P3S	InChI=1S/C49H90N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-37(57)32-40(59)78-31-30-51-39(58)28-29-52-47(62)44(61)49(2,3)34-71-77(68,69)74-76(66,67)70-33-38-43(73-75(63,64)65)42(60)48(72-38)56-36-55-41-45(50)53-35-54-46(41)56/h35-38,42-44,48,57,60-61H,4-34H2,1-3H3,(H,51,58)(H,52,62)(H,66,67)(H,68,69)(H2,50,53,54)(H2,63,64,65)/p-4/t37-,38-,42-,43-,44+,48-/m1/s1	NTFBHMWCTYUQPR-LAOISBJJSA-J		CHEBI:76382		
BASm0005878	(2E)-octacosenoyl-CoA	A 2,3-trans-enoyl CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of trans-2-octacosenoyl-CoA; major species at pH 7.3.			CCCCCCCCCCCCCCCCCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C49H84N7O17P3S	InChI=1S/C49H88N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-40(58)77-33-32-51-39(57)30-31-52-47(61)44(60)49(2,3)35-70-76(67,68)73-75(65,66)69-34-38-43(72-74(62,63)64)42(59)48(71-38)56-37-55-41-45(50)53-36-54-46(41)56/h28-29,36-38,42-44,48,59-60H,4-27,30-35H2,1-3H3,(H,51,57)(H,52,61)(H,65,66)(H,67,68)(H2,50,53,54)(H2,62,63,64)/p-4/b29-28+/t38-,42-,43-,44+,48-/m1/s1	IAMWJUVDPJPLLO-UPCCKGTFSA-J		CHEBI:76383		
BASm0005879	(3R)-hydroxytriacontanoyl-CoA	A 3-hydroxy fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (R)-3-hydroxytriacontanoyl-CoA [(R)-3-hydroxymelissoyl-CoA]; major species at pH 7.3.			CCCCCCCCCCCCCCCCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C51H90N7O18P3S	InChI=1S/C51H94N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-39(59)34-42(61)80-33-32-53-41(60)30-31-54-49(64)46(63)51(2,3)36-73-79(70,71)76-78(68,69)72-35-40-45(75-77(65,66)67)44(62)50(74-40)58-38-57-43-47(52)55-37-56-48(43)58/h37-40,44-46,50,59,62-63H,4-36H2,1-3H3,(H,53,60)(H,54,64)(H,68,69)(H,70,71)(H2,52,55,56)(H2,65,66,67)/p-4/t39-,40-,44-,45-,46+,50-/m1/s1	OOHJFDLXKWKOIL-YRELWKTGSA-J		CHEBI:76384		
BASm0005880	(2E)-triacontenoyl-CoA	A 2,3-trans-enoyl CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of trans-2-triacontenoyl-CoA; major species at pH 7.3.			CCCCCCCCCCCCCCCCCCCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C51H88N7O17P3S	InChI=1S/C51H92N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-42(60)79-35-34-53-41(59)32-33-54-49(63)46(62)51(2,3)37-72-78(69,70)75-77(67,68)71-36-40-45(74-76(64,65)66)44(61)50(73-40)58-39-57-43-47(52)55-38-56-48(43)58/h30-31,38-40,44-46,50,61-62H,4-29,32-37H2,1-3H3,(H,53,59)(H,54,63)(H,67,68)(H,69,70)(H2,52,55,56)(H2,64,65,66)/p-4/b31-30+/t40-,44-,45-,46+,50-/m1/s1	LXCAGLOJPFZAKV-OGGZNINVSA-J		CHEBI:76385		
BASm0005881	triacontanoyl-CoA			Expected Solid	CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C51H94N7O17P3S	InChI=1S/C51H94N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-42(60)79-35-34-53-41(59)32-33-54-49(63)46(62)51(2,3)37-72-78(69,70)75-77(67,68)71-36-40-45(74-76(64,65)66)44(61)50(73-40)58-39-57-43-47(52)55-38-56-48(43)58/h38-40,44-46,50,61-62H,4-37H2,1-3H3,(H,53,59)(H,54,63)(H,67,68)(H,69,70)(H2,52,55,56)(H2,64,65,66)/t40-,44-,45-,46+,50-/m1/s1	QKSUSCCLLRTYKE-XFQHPCEUSA-N	1201.563977	CHEBI:76386		MMDBc0053819
BASm0005882	(3R)-hydroxy-(11Z)-eicosenoyl-CoA	3-hydroxyicos-11-enoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a 3-hydroxyicos-11-enoic acid thioester of coenzyme A. 3-hydroxyicos-11-enoyl-coa is an acyl-CoA with 20 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. 3-hydroxyicos-11-enoyl-coa is therefore classified as a long chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. 3-hydroxyicos-11-enoyl-coa, being a long chain acyl-CoA is a substrate for long chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, 3-Hydroxyicos-11-enoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of 3-Hydroxyicos-11-enoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts 3-Hydroxyicos-11-enoyl-CoA into 3-Hydroxyicos-11-enoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, 3-Hydroxyicos-11-enoylcarnitine is converted back to 3-Hydroxyicos-11-enoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of 3-Hydroxyicos-11-enoyl-CoA occurs in four steps. First, since 3-Hydroxyicos-11-enoyl-CoA is a long chain acyl-CoA it is the substrate for a long chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of 3-Hydroxyicos-11-enoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until 3-Hydroxyicos-11-enoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CCCCCCCC/C=C\CCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H72N7O18P3S	InChI=1S/C41H72N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-29(49)24-32(51)70-23-22-43-31(50)20-21-44-39(54)36(53)41(2,3)26-63-69(60,61)66-68(58,59)62-25-30-35(65-67(55,56)57)34(52)40(64-30)48-28-47-33-37(42)45-27-46-38(33)48/h11-12,27-30,34-36,40,49,52-53H,4-10,13-26H2,1-3H3,(H,43,50)(H,44,54)(H,58,59)(H,60,61)(H2,42,45,46)(H2,55,56,57)	PREOMQKNJXWCLZ-UHFFFAOYSA-N	1075.386741	CHEBI:76387	HMDB0301349	
BASm0005883	(2E,11Z)-eicosadienoyl-CoA			Expected Solid	CCCCCCCC/C=C\CCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H66N7O17P3S	InChI=1S/C41H70N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h11-12,20-21,28-30,34-36,40,51-52H,4-10,13-19,22-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/p-4/b12-11-,21-20+/t30?,34?,35?,36?,40-/m0/s1	LAECEUXZOONXDY-HSHMGGPLSA-J	1053.34707	CHEBI:76388		MMDBc0049229
BASm0005884	(3R)-hydroxy-(13Z)-docosenoyl-CoA			Expected Solid	CCCCCCCC/C=C\CCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C43H72N7O18P3S	InChI=1S/C43H76N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-31(51)26-34(53)72-25-24-45-33(52)22-23-46-41(56)38(55)43(2,3)28-65-71(62,63)68-70(60,61)64-27-32-37(67-69(57,58)59)36(54)42(66-32)50-30-49-35-39(44)47-29-48-40(35)50/h11-12,29-32,36-38,42,51,54-55H,4-10,13-28H2,1-3H3,(H,45,52)(H,46,56)(H,60,61)(H,62,63)(H2,44,47,48)(H2,57,58,59)/p-4/t31?,32?,36?,37?,38?,42-/m0/s1	FIPHCVZAQUEADL-CBHKYYIOSA-J	1099.388935	CHEBI:76389		MMDBc0049175
BASm0005885	(2E,13Z)-docosadienoyl-CoA			Expected Solid		C43H70N7O17P3S		UYOUIGJQABBRNN-IGGPOGQHSA-J	1081.37837	CHEBI:76391		MMDBc0049228
BASm0005886	(3R)-hydroxy-(15Z)-tetracosenoyl-CoA			Expected Solid		C45H76N7O18P3S		SOQFCYAWKYIIHN-DQUKXGFZSA-J	1127.420235	CHEBI:76392		MMDBc0049174
BASm0005887	(2E,15Z)-tetracosadienoyl-CoA			Expected Solid	CCCCCCCC/C=C\CCCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C45H74N7O17P3S	InChI=1S/C45H78N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-36(54)73-29-28-47-35(53)26-27-48-43(57)40(56)45(2,3)31-66-72(63,64)69-71(61,62)65-30-34-39(68-70(58,59)60)38(55)44(67-34)52-33-51-37-41(46)49-32-50-42(37)52/h11-12,24-25,32-34,38-40,44,55-56H,4-10,13-23,26-31H2,1-3H3,(H,47,53)(H,48,57)(H,61,62)(H,63,64)(H2,46,49,50)(H2,58,59,60)/p-4/b12-11-,25-24+/t34?,38?,39?,40?,44-/m0/s1	VXYLAQGCUVCPNJ-HOOSPARASA-J	1109.40967	CHEBI:76393		MMDBc0049227
BASm0005888	(3R)-hydroxy-(11Z,14Z)-eicosadienoyl-CoA	This compound belongs to the family of Acyl CoAs. These are organic compounds contaning a coenzyme A substructure linked to another moeity through an ester bond.			CCCCC/C=C\C/C=C\CCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H70N7O18P3S	InChI=1S/C41H70N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-29(49)24-32(51)70-23-22-43-31(50)20-21-44-39(54)36(53)41(2,3)26-63-69(60,61)66-68(58,59)62-25-30-35(65-67(55,56)57)34(52)40(64-30)48-28-47-33-37(42)45-27-46-38(33)48/h8-9,11-12,27-30,34-36,40,49,52-53H,4-7,10,13-26H2,1-3H3,(H,43,50)(H,44,54)(H,58,59)(H,60,61)(H2,42,45,46)(H2,55,56,57)/b9-8-,12-11-/t29-,30-,34+,35+,36-,40-/m0/s1	MNTSLNSVZACNCX-KVSQTSFHSA-N	1073.371089	CHEBI:76408	HMDB0060189	
BASm0005889	(2E,11Z,14Z)-eicosatrienoyl-CoA			Expected Solid	CCCCC/C=C\C/C=C\CCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H64N7O17P3S	InChI=1S/C41H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h8-9,11-12,20-21,28-30,34-36,40,51-52H,4-7,10,13-19,22-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/p-4/b9-8-,12-11-,21-20+/t30?,34?,35?,36?,40-/m0/s1	JLHULLPFTGLIGF-NDKQPGGISA-J	1051.33142	CHEBI:76409		MMDBc0049230
BASm0005890	(11Z,14Z)-eicosadienoyl-CoA	11Z,14Z-eicosadienoyl-CoA is classified as a member of the Long-chain fatty acyl CoAs. Long-chain fatty acyl CoAs are acyl CoAs where the group acylated to the coenzyme A moiety is a long aliphatic chain of 13 to 21 carbon atoms. 11Z,14Z-eicosadienoyl-CoA is considered to be practically insoluble (in water) and acidic.  11Z,14Z-eicosadienoyl-CoA is a fatty ester lipid molecule			CCCCC/C=C\C/C=C\CCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H70N7O17P3S	InChI=1S/C41H70N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h8-9,11-12,28-30,34-36,40,51-52H,4-7,10,13-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/b9-8-,12-11-/t30-,34?,35?,36+,40-/m1/s1	YCKYOUVXZZJCIU-DKSPDXACSA-N	1057.376176	CHEBI:76410	HMDB0062215	
BASm0005891	(3R)-hydroxy-(8Z,11Z,14Z)-eicosatrienoyl-CoA			Expected Solid	CCCCC/C=C\C/C=C\C/C=C\CCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H64N7O18P3S	InChI=1S/C41H68N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-29(49)24-32(51)70-23-22-43-31(50)20-21-44-39(54)36(53)41(2,3)26-63-69(60,61)66-68(58,59)62-25-30-35(65-67(55,56)57)34(52)40(64-30)48-28-47-33-37(42)45-27-46-38(33)48/h8-9,11-12,14-15,27-30,34-36,40,49,52-53H,4-7,10,13,16-26H2,1-3H3,(H,43,50)(H,44,54)(H,58,59)(H,60,61)(H2,42,45,46)(H2,55,56,57)/p-4/b9-8-,12-11?,15-14-/t29?,30?,34?,35?,36?,40-/m0/s1	GFVFSXUAKLZOGC-JDNPJLGOSA-J	1067.326335	CHEBI:76411		MMDBc0049179
BASm0005892	(2E,8Z,11Z,14Z)-eicosatetraenoyl-CoA			Expected Solid	CCCCC/C=C\C/C=C\C/C=C\CCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H62N7O17P3S	InChI=1S/C41H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h8-9,11-12,14-15,20-21,28-30,34-36,40,51-52H,4-7,10,13,16-19,22-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/p-4/b9-8-,12-11-,15-14-,21-20+/t30?,34?,35?,36?,40-/m0/s1	WQDZFNIBNFNRLF-KMATUDAISA-J	1049.31577	CHEBI:76412		MMDBc0049235
BASm0005893	(3R)-hydroxy-(7Z,10Z,13Z,16Z)-docosatetraenoyl-CoA			Expected Solid	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C43H66N7O18P3S	InChI=1S/C43H70N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-31(51)26-34(53)72-25-24-45-33(52)22-23-46-41(56)38(55)43(2,3)28-65-71(62,63)68-70(60,61)64-27-32-37(67-69(57,58)59)36(54)42(66-32)50-30-49-35-39(44)47-29-48-40(35)50/h8-9,11-12,14-15,17-18,29-32,36-38,42,51,54-55H,4-7,10,13,16,19-28H2,1-3H3,(H,45,52)(H,46,56)(H,60,61)(H,62,63)(H2,44,47,48)(H2,57,58,59)/p-4/b9-8-,12-11-,15-14-,18-17?/t31-,32-,36+,37+,38-,42-/m0/s1	JHXLRLHTJYMVBK-PVOVNOSPSA-J	1093.341985	CHEBI:76415		MMDBc0048637
BASm0005894	(2E,7Z,10Z,13Z,16Z)-docosapentaenoyl-CoA			Expected Solid	[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C(\[H])=C(/[H])C([H])([H])C([H])([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C2N=C([H])N=C3N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C43H64N7O17P3S	InChI=1S/C43H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-34(52)71-27-26-45-33(51)24-25-46-41(55)38(54)43(2,3)29-64-70(61,62)67-69(59,60)63-28-32-37(66-68(56,57)58)36(53)42(65-32)50-31-49-35-39(44)47-30-48-40(35)50/h8-9,11-12,14-15,17-18,22-23,30-32,36-38,42,53-54H,4-7,10,13,16,19-21,24-29H2,1-3H3,(H,45,51)(H,46,55)(H,59,60)(H,61,62)(H2,44,47,48)(H2,56,57,58)/p-4/b9-8-,12-11-,15-14-,18-17-,23-22+/t32-,36-,37-,38+,42-/m1/s1	XSIBQUOFLNIVEK-XPBIURITSA-J	1075.33142	CHEBI:76416		MMDBc0048802
BASm0005895	(3R)-hydroxy-(9Z,12Z,15Z,18Z)-tetracosatetraenoyl-CoA	A 3-hydroxy fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (3R,9Z,12Z,15Z,18Z)-3-hydroxytetracosatetraenoyl-CoA; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C45H70N7O18P3S	InChI=1S/C45H74N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-33(53)28-36(55)74-27-26-47-35(54)24-25-48-43(58)40(57)45(2,3)30-67-73(64,65)70-72(62,63)66-29-34-39(69-71(59,60)61)38(56)44(68-34)52-32-51-37-41(46)49-31-50-42(37)52/h8-9,11-12,14-15,17-18,31-34,38-40,44,53,56-57H,4-7,10,13,16,19-30H2,1-3H3,(H,47,54)(H,48,58)(H,62,63)(H,64,65)(H2,46,49,50)(H2,59,60,61)/p-4/b9-8-,12-11-,15-14-,18-17-/t33-,34-,38-,39-,40+,44-/m1/s1	DMYSJGJJPTXMAW-JJKILJMSSA-J		CHEBI:76417		
BASm0005896	(2E,9Z,12Z,15Z,18Z)-tetracosapentaenoyl-CoA	This compound belongs to the family of Acyl CoAs. These are organic compounds contaning a coenzyme A substructure linked to another moeity through an ester bond.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C45H72N7O17P3S	InChI=1S/C45H72N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-36(54)73-29-28-47-35(53)26-27-48-43(57)40(56)45(2,3)31-66-72(63,64)69-71(61,62)65-30-34-39(68-70(58,59)60)38(55)44(67-34)52-33-51-37-41(46)49-32-50-42(37)52/h8-9,11-12,14-15,17-18,24-25,32-34,38-40,44,55-56H,4-7,10,13,16,19-23,26-31H2,1-3H3,(H,47,53)(H,48,57)(H,61,62)(H,63,64)(H2,46,49,50)(H2,58,59,60)/b9-8-,12-11-,15-14-,18-17-,25-24+/t34-,38+,39+,40-,44-/m0/s1	AVRCOFDAWHWKMB-FVOMHKOJSA-N	1107.391824	CHEBI:76418	HMDB0060224	
BASm0005897	3-oxo-(11Z,14Z,17Z,20Z)-hexacosatetraenoyl-CoA	A 3-oxo-fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (11Z,14Z,17Z,20Z)-3-oxohexacosatetraenoyl-CoA; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C47H72N7O18P3S	InChI=1S/C47H76N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-35(55)30-38(57)76-29-28-49-37(56)26-27-50-45(60)42(59)47(2,3)32-69-75(66,67)72-74(64,65)68-31-36-41(71-73(61,62)63)40(58)46(70-36)54-34-53-39-43(48)51-33-52-44(39)54/h8-9,11-12,14-15,17-18,33-34,36,40-42,46,58-59H,4-7,10,13,16,19-32H2,1-3H3,(H,49,56)(H,50,60)(H,64,65)(H,66,67)(H2,48,51,52)(H2,61,62,63)/p-4/b9-8-,12-11-,15-14-,18-17-/t36-,40-,41-,42+,46-/m1/s1	IRVMODBKXAVSDS-UGUUHRENSA-J		CHEBI:76419		
BASm0005898	(3R)-hydroxy-(11Z,14Z,17Z,20Z)-hexacosatetraenoyl-CoA	A 3-hydroxy fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (3R,11Z,14Z,17Z,20Z)-3-hydroxyhexacosatetraenoyl-CoA; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C47H74N7O18P3S	InChI=1S/C47H78N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-35(55)30-38(57)76-29-28-49-37(56)26-27-50-45(60)42(59)47(2,3)32-69-75(66,67)72-74(64,65)68-31-36-41(71-73(61,62)63)40(58)46(70-36)54-34-53-39-43(48)51-33-52-44(39)54/h8-9,11-12,14-15,17-18,33-36,40-42,46,55,58-59H,4-7,10,13,16,19-32H2,1-3H3,(H,49,56)(H,50,60)(H,64,65)(H,66,67)(H2,48,51,52)(H2,61,62,63)/p-4/b9-8-,12-11-,15-14-,18-17-/t35-,36-,40-,41-,42+,46-/m1/s1	JGQXTWKIPSTHPW-RRFHJBMGSA-J		CHEBI:76420		
BASm0005899	(2E,11Z,14Z,17Z,20Z)-hexacosapentaenoyl-CoA	A 2,3-trans-enoyl(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (2E,11Z,14Z,17Z,20Z)-hexacosapentaenoyl-CoA; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C47H72N7O17P3S	InChI=1S/C47H76N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-38(56)75-31-30-49-37(55)28-29-50-45(59)42(58)47(2,3)33-68-74(65,66)71-73(63,64)67-32-36-41(70-72(60,61)62)40(57)46(69-36)54-35-53-39-43(48)51-34-52-44(39)54/h8-9,11-12,14-15,17-18,26-27,34-36,40-42,46,57-58H,4-7,10,13,16,19-25,28-33H2,1-3H3,(H,49,55)(H,50,59)(H,63,64)(H,65,66)(H2,48,51,52)(H2,60,61,62)/p-4/b9-8-,12-11-,15-14-,18-17-,27-26+/t36-,40-,41-,42+,46-/m1/s1	KUHKGOMDGCAMJH-WJKIVSLESA-J		CHEBI:76421		
BASm0005900	(3R)-hydroxy-(13Z,16Z,19Z,22Z)-octacosatetraenoyl-CoA	A 3-hydroxy fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (3R,13Z,16Z,19Z,22Z)-3-hydroxyoctacosatetraenoyl-CoA; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C49H78N7O18P3S	InChI=1S/C49H82N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-37(57)32-40(59)78-31-30-51-39(58)28-29-52-47(62)44(61)49(2,3)34-71-77(68,69)74-76(66,67)70-33-38-43(73-75(63,64)65)42(60)48(72-38)56-36-55-41-45(50)53-35-54-46(41)56/h8-9,11-12,14-15,17-18,35-38,42-44,48,57,60-61H,4-7,10,13,16,19-34H2,1-3H3,(H,51,58)(H,52,62)(H,66,67)(H,68,69)(H2,50,53,54)(H2,63,64,65)/p-4/b9-8-,12-11-,15-14-,18-17-/t37-,38-,42-,43-,44+,48-/m1/s1	DJFYUJGCXYXLHR-USTMILFWSA-J		CHEBI:76422		
BASm0005901	(2E,13Z,16Z,19Z,22Z)-octacosapentaenoyl-CoA	A 2,3-trans-enoyl(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (2E,13Z,16Z,19Z,22Z)-octacosapentaenoyl-CoA; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C49H76N7O17P3S	InChI=1S/C49H80N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-40(58)77-33-32-51-39(57)30-31-52-47(61)44(60)49(2,3)35-70-76(67,68)73-75(65,66)69-34-38-43(72-74(62,63)64)42(59)48(71-38)56-37-55-41-45(50)53-36-54-46(41)56/h8-9,11-12,14-15,17-18,28-29,36-38,42-44,48,59-60H,4-7,10,13,16,19-27,30-35H2,1-3H3,(H,51,57)(H,52,61)(H,65,66)(H,67,68)(H2,50,53,54)(H2,62,63,64)/p-4/b9-8-,12-11-,15-14-,18-17-,29-28+/t38-,42-,43-,44+,48-/m1/s1	JXEUFGLQOCIMLF-SFEDFVPASA-J		CHEBI:76428		
BASm0005902	(3R)-hydroxy-(15Z,18Z,21Z,24Z)-triacontatetraenoyl-CoA	A 3-hydroxy fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (3R,15Z,18Z,21Z,24Z)-3-hydroxytriacontatetraenoyl-CoA; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C51H82N7O18P3S	InChI=1S/C51H86N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-39(59)34-42(61)80-33-32-53-41(60)30-31-54-49(64)46(63)51(2,3)36-73-79(70,71)76-78(68,69)72-35-40-45(75-77(65,66)67)44(62)50(74-40)58-38-57-43-47(52)55-37-56-48(43)58/h8-9,11-12,14-15,17-18,37-40,44-46,50,59,62-63H,4-7,10,13,16,19-36H2,1-3H3,(H,53,60)(H,54,64)(H,68,69)(H,70,71)(H2,52,55,56)(H2,65,66,67)/p-4/b9-8-,12-11-,15-14-,18-17-/t39-,40-,44-,45-,46+,50-/m1/s1	YBZJYHMAYFENAR-XQDVMTGESA-J		CHEBI:76430		
BASm0005903	(2E,15Z,18Z,21Z,24Z)-triacontapentaenoyl-CoA	A 2,3-trans-enoyl(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (2E,15Z,18Z,21Z,24Z)-triacontapentaenoyl-CoA; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C51H80N7O17P3S	InChI=1S/C51H84N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-42(60)79-35-34-53-41(59)32-33-54-49(63)46(62)51(2,3)37-72-78(69,70)75-77(67,68)71-36-40-45(74-76(64,65)66)44(61)50(73-40)58-39-57-43-47(52)55-38-56-48(43)58/h8-9,11-12,14-15,17-18,30-31,38-40,44-46,50,61-62H,4-7,10,13,16,19-29,32-37H2,1-3H3,(H,53,59)(H,54,63)(H,67,68)(H,69,70)(H2,52,55,56)(H2,64,65,66)/p-4/b9-8-,12-11-,15-14-,18-17-,31-30+/t40-,44-,45-,46+,50-/m1/s1	PMUFZKASJXZMSD-BOTRCYAPSA-J		CHEBI:76431		
BASm0005904	(3R)-hydroxy-(17Z,20Z,23Z,26Z)-dotriacontatetraenoyl-CoA	A 3-hydroxy fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (3R,17Z,20Z,23Z,26Z)-3-hydroxydotriacontatetraenoyl-CoA; major species at pH 7.3.				C53H86N7O18P3S		WGVPAMMHPYEHJA-HLEWXMEVSA-J	1233.498485	CHEBI:76432		
BASm0005905	(2E,17Z,20Z,23Z,26Z)-dotriacontapentaenoyl-CoA	A 2,3-trans-enoyl(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (2E,17Z,20Z,23Z,26Z)-dotriacontapentaenoyl-CoA; major species at pH 7.3.				C53H84N7O17P3S		JUNGIIYCLWKIRQ-DDUAQYCJSA-J	1215.487921	CHEBI:76434		
BASm0005906	(3R)-hydroxy-(19Z,22Z,25Z,28Z)-tetratriacontatetraenoyl-CoA	A 3-hydroxy fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (3R,19Z,22Z,25Z,28Z)-3-hydroxytetratriacontatetraenoyl-CoA; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C55H90N7O18P3S	InChI=1S/C55H94N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-43(63)38-46(65)84-37-36-57-45(64)34-35-58-53(68)50(67)55(2,3)40-77-83(74,75)80-82(72,73)76-39-44-49(79-81(69,70)71)48(66)54(78-44)62-42-61-47-51(56)59-41-60-52(47)62/h8-9,11-12,14-15,17-18,41-44,48-50,54,63,66-67H,4-7,10,13,16,19-40H2,1-3H3,(H,57,64)(H,58,68)(H,72,73)(H,74,75)(H2,56,59,60)(H2,69,70,71)/p-4/b9-8-,12-11-,15-14-,18-17-/t43-,44-,48-,49-,50+,54-/m1/s1	FHKKUUCZVAKCBE-QQFDMKDCSA-J		CHEBI:76435		
BASm0005907	(2E,19Z,22Z,25Z,28Z)-tetratriacontapentaenoyl-CoA	A 3-hydroxy fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (2E,19Z,22Z,25Z,28Z)-tetratriacontapentaenoyl-CoA; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C55H88N7O17P3S	InChI=1S/C55H92N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-46(64)83-39-38-57-45(63)36-37-58-53(67)50(66)55(2,3)41-76-82(73,74)79-81(71,72)75-40-44-49(78-80(68,69)70)48(65)54(77-44)62-43-61-47-51(56)59-42-60-52(47)62/h8-9,11-12,14-15,17-18,34-35,42-44,48-50,54,65-66H,4-7,10,13,16,19-33,36-41H2,1-3H3,(H,57,63)(H,58,67)(H,71,72)(H,73,74)(H2,56,59,60)(H2,68,69,70)/p-4/b9-8-,12-11-,15-14-,18-17-,35-34+/t44-,48-,49-,50+,54-/m1/s1	XBHYONKUMYHCHT-QWCIKKMASA-J		CHEBI:76436		
BASm0005908	(3R)-hydroxy-(21Z,24Z,27Z,30Z)-hexatriacontatetraenoyl-CoA	A 3-hydroxy fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (3R,21Z,24Z,27Z,30Z)-3-hydroxyhexatriacontatetraenoyl-CoA; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C57H94N7O18P3S	InChI=1S/C57H98N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-45(65)40-48(67)86-39-38-59-47(66)36-37-60-55(70)52(69)57(2,3)42-79-85(76,77)82-84(74,75)78-41-46-51(81-83(71,72)73)50(68)56(80-46)64-44-63-49-53(58)61-43-62-54(49)64/h8-9,11-12,14-15,17-18,43-46,50-52,56,65,68-69H,4-7,10,13,16,19-42H2,1-3H3,(H,59,66)(H,60,70)(H,74,75)(H,76,77)(H2,58,61,62)(H2,71,72,73)/p-4/b9-8-,12-11-,15-14-,18-17-/t45-,46-,50-,51-,52+,56-/m1/s1	MIEDBYSONFBPDU-CJBYYQFHSA-J		CHEBI:76437		
BASm0005909	(2E,21Z,24Z,27Z,30Z)-hexatriacontapentaenoyl-CoA	A 2,3-trans-enoyl CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (2E,21Z,24Z,27Z,30Z)-hexatriacontapentaenoyl-CoA; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C57H92N7O17P3S	InChI=1S/C57H96N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-37-48(66)85-41-40-59-47(65)38-39-60-55(69)52(68)57(2,3)43-78-84(75,76)81-83(73,74)77-42-46-51(80-82(70,71)72)50(67)56(79-46)64-45-63-49-53(58)61-44-62-54(49)64/h8-9,11-12,14-15,17-18,36-37,44-46,50-52,56,67-68H,4-7,10,13,16,19-35,38-43H2,1-3H3,(H,59,65)(H,60,69)(H,73,74)(H,75,76)(H2,58,61,62)(H2,70,71,72)/p-4/b9-8-,12-11-,15-14-,18-17-,37-36+/t46-,50-,51-,52+,56-/m1/s1	FLCCMDDFGTYXEW-PGAAPNDCSA-J		CHEBI:76438		
BASm0005910	(3R)-hydroxy-(23Z,26Z,29Z,32Z)-octatriacontatetraenoyl-CoA	A 3-hydroxy fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (3R,23Z,26Z,29Z,32Z)-3-hydroxyoctatriacontatetraenoyl-CoA; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C59H98N7O18P3S	InChI=1S/C59H102N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-37-47(67)42-50(69)88-41-40-61-49(68)38-39-62-57(72)54(71)59(2,3)44-81-87(78,79)84-86(76,77)80-43-48-53(83-85(73,74)75)52(70)58(82-48)66-46-65-51-55(60)63-45-64-56(51)66/h8-9,11-12,14-15,17-18,45-48,52-54,58,67,70-71H,4-7,10,13,16,19-44H2,1-3H3,(H,61,68)(H,62,72)(H,76,77)(H,78,79)(H2,60,63,64)(H2,73,74,75)/p-4/b9-8-,12-11-,15-14-,18-17-/t47-,48-,52-,53-,54+,58-/m1/s1	JVYBMQPWZSJJSQ-FNQBGYQWSA-J		CHEBI:76440		
BASm0005911	(2E,23Z,26Z,29Z,32Z)-octatriacontapentaenoyl-CoA	A 2,3-trans-enoyl CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (2E,23Z,26Z,29Z,32Z)-octatriacontapentaenoyl-CoA; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C59H96N7O17P3S	InChI=1S/C59H100N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-37-38-39-50(68)87-43-42-61-49(67)40-41-62-57(71)54(70)59(2,3)45-80-86(77,78)83-85(75,76)79-44-48-53(82-84(72,73)74)52(69)58(81-48)66-47-65-51-55(60)63-46-64-56(51)66/h8-9,11-12,14-15,17-18,38-39,46-48,52-54,58,69-70H,4-7,10,13,16,19-37,40-45H2,1-3H3,(H,61,67)(H,62,71)(H,75,76)(H,77,78)(H2,60,63,64)(H2,72,73,74)/p-4/b9-8-,12-11-,15-14-,18-17-,39-38+/t48-,52-,53-,54+,58-/m1/s1	JDCTVUCXUCAFBQ-BHEHYQGESA-J		CHEBI:76441		
BASm0005912	(23Z,26Z,29Z,32Z)-octatriacontatetraenoyl-CoA	A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (23Z,26Z,29Z,32Z)-octatriacontatetraenoyl-CoA; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C59H98N7O17P3S	InChI=1S/C59H102N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-37-38-39-50(68)87-43-42-61-49(67)40-41-62-57(71)54(70)59(2,3)45-80-86(77,78)83-85(75,76)79-44-48-53(82-84(72,73)74)52(69)58(81-48)66-47-65-51-55(60)63-46-64-56(51)66/h8-9,11-12,14-15,17-18,46-48,52-54,58,69-70H,4-7,10,13,16,19-45H2,1-3H3,(H,61,67)(H,62,71)(H,75,76)(H,77,78)(H2,60,63,64)(H2,72,73,74)/p-4/b9-8-,12-11-,15-14-,18-17-/t48-,52-,53-,54+,58-/m1/s1	MPHRLJCMLNJAFD-WMVBGHTASA-J		CHEBI:76442		
BASm0005913	(3R)-hydroxy-(11Z,14Z,17Z)-eicosatrienoyl-CoA				CC/C=C\C/C=C\C/C=C\CCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H64N7O18P3S	InChI=1S/C41H68N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-29(49)24-32(51)70-23-22-43-31(50)20-21-44-39(54)36(53)41(2,3)26-63-69(60,61)66-68(58,59)62-25-30-35(65-67(55,56)57)34(52)40(64-30)48-28-47-33-37(42)45-27-46-38(33)48/h5-6,8-9,11-12,27-30,34-36,40,49,52-53H,4,7,10,13-26H2,1-3H3,(H,43,50)(H,44,54)(H,58,59)(H,60,61)(H2,42,45,46)(H2,55,56,57)/p-4/b6-5-,9-8-,12-11-/t29?,30-,34-,35-,36+,40-/m1/s1	AUKMTTJFPKEFDQ-PEEJBLNVSA-J		CHEBI:76455		
BASm0005914	(2E,11Z,14Z,17Z)-eicosatetraenoyl-CoA			Expected Solid	CC/C=C\C/C=C\C/C=C\CCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H62N7O17P3S	InChI=1S/C41H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h5-6,8-9,11-12,20-21,28-30,34-36,40,51-52H,4,7,10,13-19,22-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/p-4/b6-5-,9-8-,12-11-,21-20+/t30-,34-,35-,36+,40-/m1/s1	YJKOIKYLHSMLHC-ATRRWJJYSA-J	1049.31577	CHEBI:76456		MMDBc0048789
BASm0005915	(3R)-hydroxy-(8Z,11Z,14Z,17Z)-eicosatetraenoyl-CoA			Expected Solid	CC/C=C\C/C=C\C/C=C\C/C=C\CCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H62N7O18P3S	InChI=1S/C41H66N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-29(49)24-32(51)70-23-22-43-31(50)20-21-44-39(54)36(53)41(2,3)26-63-69(60,61)66-68(58,59)62-25-30-35(65-67(55,56)57)34(52)40(64-30)48-28-47-33-37(42)45-27-46-38(33)48/h5-6,8-9,11-12,14-15,27-30,34-36,40,49,52-53H,4,7,10,13,16-26H2,1-3H3,(H,43,50)(H,44,54)(H,58,59)(H,60,61)(H2,42,45,46)(H2,55,56,57)/p-4/b6-5-,9-8-,12-11-,15-14-/t29?,30?,34?,35?,36?,40-/m0/s1	PCGPHLMAAZKQFQ-ARVIECMMSA-J	1065.310685	CHEBI:76457		MMDBc0049180
BASm0005916	(2E,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA			Expected Solid	CC/C=C\C/C=C\C/C=C\C/C=C\CCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H60N7O17P3S	InChI=1S/C41H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h5-6,8-9,11-12,14-15,20-21,28-30,34-36,40,51-52H,4,7,10,13,16-19,22-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/p-4/b6-5-,9-8-,12-11-,15-14-,21-20+/t30?,34?,35?,36?,40-/m0/s1	PTROMSLVPFEIQJ-HHNWVCTFSA-J	1047.30012	CHEBI:76458		MMDBc0049236
BASm0005917	(3R)-hydroxy-(7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoA			Expected Solid	CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C43H64N7O18P3S	InChI=1S/C43H68N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-31(51)26-34(53)72-25-24-45-33(52)22-23-46-41(56)38(55)43(2,3)28-65-71(62,63)68-70(60,61)64-27-32-37(67-69(57,58)59)36(54)42(66-32)50-30-49-35-39(44)47-29-48-40(35)50/h5-6,8-9,11-12,14-15,17-18,29-32,36-38,42,51,54-55H,4,7,10,13,16,19-28H2,1-3H3,(H,45,52)(H,46,56)(H,60,61)(H,62,63)(H2,44,47,48)(H2,57,58,59)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-/t31?,32?,36?,37?,38?,42-/m0/s1	KIDYDCLNVXONEF-CJDKOVLTSA-J	1091.326335	CHEBI:76460		MMDBc0049183
BASm0005918	(2E,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA	This compound belongs to the family of Acyl CoAs. These are organic compounds contaning a coenzyme A substructure linked to another moeity through an ester bond.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C43H66N7O17P3S	InChI=1S/C43H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-34(52)71-27-26-45-33(51)24-25-46-41(55)38(54)43(2,3)29-64-70(61,62)67-69(59,60)63-28-32-37(66-68(56,57)58)36(53)42(65-32)50-31-49-35-39(44)47-30-48-40(35)50/h5-6,8-9,11-12,14-15,17-18,22-23,30-32,36-38,42,53-54H,4,7,10,13,16,19-21,24-29H2,1-3H3,(H,45,51)(H,46,55)(H,59,60)(H,61,62)(H2,44,47,48)(H2,56,57,58)/b6-5-,9-8-,12-11-,15-14-,18-17-,23-22+/t32-,36+,37+,38-,42-/m0/s1	HGVXUTAEZALTIG-CVHRNCLZSA-N	1077.344874	CHEBI:76461	HMDB0060197	
BASm0005919	(3R)-hydroxy-(9Z,12Z,15Z,18Z,21Z)-tetracosapentaenoyl-CoA			Expected Solid	CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C45H68N7O18P3S	InChI=1S/C45H72N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-33(53)28-36(55)74-27-26-47-35(54)24-25-48-43(58)40(57)45(2,3)30-67-73(64,65)70-72(62,63)66-29-34-39(69-71(59,60)61)38(56)44(68-34)52-32-51-37-41(46)49-31-50-42(37)52/h5-6,8-9,11-12,14-15,17-18,31-34,38-40,44,53,56-57H,4,7,10,13,16,19-30H2,1-3H3,(H,47,54)(H,48,58)(H,62,63)(H,64,65)(H2,46,49,50)(H2,59,60,61)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-/t33-,34-,38+,39+,40-,44-/m0/s1	DRQAURCKCKDINZ-MRBHEALXSA-J	1119.357635	CHEBI:76462		MMDBc0048636
BASm0005920	(2E,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoA			Expected Solid	CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C45H66N7O17P3S	InChI=1S/C45H70N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-36(54)73-29-28-47-35(53)26-27-48-43(57)40(56)45(2,3)31-66-72(63,64)69-71(61,62)65-30-34-39(68-70(58,59)60)38(55)44(67-34)52-33-51-37-41(46)49-32-50-42(37)52/h5-6,8-9,11-12,14-15,17-18,24-25,32-34,38-40,44,55-56H,4,7,10,13,16,19-23,26-31H2,1-3H3,(H,47,53)(H,48,57)(H,61,62)(H,63,64)(H2,46,49,50)(H2,58,59,60)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-,25-24+/t34-,38+,39+,40-,44-/m0/s1	MMZJVINJFSRJOK-JSBHBCGUSA-J	1101.34707	CHEBI:76464		MMDBc0048795
BASm0005921	(3R)-hydroxy-(11Z,14Z,17Z,20Z,23Z)-hexacosapentaenoyl-CoA	A 3-hydroxy fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (3R,11Z,14Z,17Z,20Z,23Z)-3-hydroxyhexacosapentaenoyl-CoA; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C47H72N7O18P3S	InChI=1S/C47H76N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-35(55)30-38(57)76-29-28-49-37(56)26-27-50-45(60)42(59)47(2,3)32-69-75(66,67)72-74(64,65)68-31-36-41(71-73(61,62)63)40(58)46(70-36)54-34-53-39-43(48)51-33-52-44(39)54/h5-6,8-9,11-12,14-15,17-18,33-36,40-42,46,55,58-59H,4,7,10,13,16,19-32H2,1-3H3,(H,49,56)(H,50,60)(H,64,65)(H,66,67)(H2,48,51,52)(H2,61,62,63)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-/t35-,36-,40-,41-,42+,46-/m1/s1	YDSCSXCRXINHHW-FZEVWMMTSA-J		CHEBI:76466		
BASm0005922	(2E,11Z,14Z,17Z,20Z,23Z)-hexacosahexaenoyl-CoA	A 2,3-trans-enoyl CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (2E,11Z,14Z,17Z,20Z,23Z)-hexacosahexaenoyl-CoA; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C47H70N7O17P3S	InChI=1S/C47H74N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-38(56)75-31-30-49-37(55)28-29-50-45(59)42(58)47(2,3)33-68-74(65,66)71-73(63,64)67-32-36-41(70-72(60,61)62)40(57)46(69-36)54-35-53-39-43(48)51-34-52-44(39)54/h5-6,8-9,11-12,14-15,17-18,26-27,34-36,40-42,46,57-58H,4,7,10,13,16,19-25,28-33H2,1-3H3,(H,49,55)(H,50,59)(H,63,64)(H,65,66)(H2,48,51,52)(H2,60,61,62)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-,27-26+/t36-,40-,41-,42+,46-/m1/s1	SGFMOELYADHXRG-PUSKVLHNSA-J		CHEBI:76467		
BASm0005923	(3R)-hydroxy-(13Z,16Z,19Z,22Z,25Z)-octacosapentaenoyl-CoA	A 3-hydroxy fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (3R,13Z,16Z,19Z,22Z,25Z)-3-hydroxyoctacosapentaenoyl-CoA; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C49H76N7O18P3S	InChI=1S/C49H80N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-37(57)32-40(59)78-31-30-51-39(58)28-29-52-47(62)44(61)49(2,3)34-71-77(68,69)74-76(66,67)70-33-38-43(73-75(63,64)65)42(60)48(72-38)56-36-55-41-45(50)53-35-54-46(41)56/h5-6,8-9,11-12,14-15,17-18,35-38,42-44,48,57,60-61H,4,7,10,13,16,19-34H2,1-3H3,(H,51,58)(H,52,62)(H,66,67)(H,68,69)(H2,50,53,54)(H2,63,64,65)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-/t37-,38-,42-,43-,44+,48-/m1/s1	WNZUYTLVQKWXFO-RQCCYJGESA-J		CHEBI:76468		
BASm0005924	(2E,13Z,16Z,19Z,22Z,25Z)-octacosahexaenoyl-CoA	A 2,3-trans-enoyl CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (2E,13Z,16Z,19Z,22Z,25Z)-octacosahexaenoyl-CoA; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C49H74N7O17P3S	InChI=1S/C49H78N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-40(58)77-33-32-51-39(57)30-31-52-47(61)44(60)49(2,3)35-70-76(67,68)73-75(65,66)69-34-38-43(72-74(62,63)64)42(59)48(71-38)56-37-55-41-45(50)53-36-54-46(41)56/h5-6,8-9,11-12,14-15,17-18,28-29,36-38,42-44,48,59-60H,4,7,10,13,16,19-27,30-35H2,1-3H3,(H,51,57)(H,52,61)(H,65,66)(H,67,68)(H2,50,53,54)(H2,62,63,64)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-,29-28+/t38-,42-,43-,44+,48-/m1/s1	ALJKNJFIRAHTKQ-SXPOZTQLSA-J		CHEBI:76469		
BASm0005925	(3R)-hydroxy-(15Z,18Z,21Z,24Z,27Z)-triacontapentaenoyl-CoA	A 3-hydroxy fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (3R,15Z,18Z,21Z,24Z,27Z)-3-hydroxytriacontapentaenoyl-CoA; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C51H80N7O18P3S	InChI=1S/C51H84N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-39(59)34-42(61)80-33-32-53-41(60)30-31-54-49(64)46(63)51(2,3)36-73-79(70,71)76-78(68,69)72-35-40-45(75-77(65,66)67)44(62)50(74-40)58-38-57-43-47(52)55-37-56-48(43)58/h5-6,8-9,11-12,14-15,17-18,37-40,44-46,50,59,62-63H,4,7,10,13,16,19-36H2,1-3H3,(H,53,60)(H,54,64)(H,68,69)(H,70,71)(H2,52,55,56)(H2,65,66,67)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-/t39-,40-,44-,45-,46+,50-/m1/s1	ZFKMTILXBWNELO-YFDUICMCSA-J		CHEBI:76470		
BASm0005926	(2E,15Z,18Z,21Z,24Z,27Z)-triacontahexaenoyl-CoA	A 2,3-trans-enoyl CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (2E,15Z,18Z,21Z,24Z,27Z)-triacontahexaenoyl-CoA; major species at pH 7.3.				C51H78N7O17P3S		LMOWYHIJZNHOAB-MYOGIKSTSA-J	1185.440971	CHEBI:76471		
BASm0005927	(3R)-hydroxy-(17Z,20Z,23Z,26Z,29Z)-dotriacontapentaenoyl-CoA	A 3-hydroxy fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (3R,17Z,20Z,23Z,26Z,29Z)-3-hydroxydotriacontapentaenoyl-CoA; major species at pH 7.3.				C53H84N7O18P3S		KPOSZALBEXIMSM-JMHZWYDESA-J	1231.482835	CHEBI:76473		
BASm0005928	(2E,17Z,20Z,23Z,26Z,29Z)-dotriacontahexaenoyl-CoA	A 2,3-trans-enoyl CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (2E,17Z,20Z,23Z,26Z,29Z)-dotriacontahexaenoyl-CoA; major species at pH 7.3.				C53H82N7O17P3S		NROCEZUQNQCDIT-HAZLEPNUSA-J	1213.472271	CHEBI:76474		
BASm0005929	(3R)-hydroxy-(19Z,22Z,25Z,28Z,31Z)-tetratriacontapentaenoyl-CoA	A 3-hydroxy fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (3R,19Z,22Z,25Z,28Z,31Z)-3-hydroxytetratriacontapentaenoyl-CoA; major species at pH 7.3.				C55H88N7O18P3S		IGBKAKZHTGQNCW-QPNOSJOJSA-J	1259.514136	CHEBI:76475		
BASm0005930	(2E,19Z,22Z,25Z,28Z,31Z)-tetratriacontahexaenoyl-CoA	A 2,3-trans-enoyl CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (2E,19Z,22Z,25Z,28Z,31Z)-tetratriacontahexaenoyl-CoA; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C55H86N7O17P3S	InChI=1S/C55H90N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-46(64)83-39-38-57-45(63)36-37-58-53(67)50(66)55(2,3)41-76-82(73,74)79-81(71,72)75-40-44-49(78-80(68,69)70)48(65)54(77-44)62-43-61-47-51(56)59-42-60-52(47)62/h5-6,8-9,11-12,14-15,17-18,34-35,42-44,48-50,54,65-66H,4,7,10,13,16,19-33,36-41H2,1-3H3,(H,57,63)(H,58,67)(H,71,72)(H,73,74)(H2,56,59,60)(H2,68,69,70)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-,35-34+/t44-,48-,49-,50+,54-/m1/s1	NPZZFOOSWPVLIC-AJNZEXSOSA-J		CHEBI:76476		
BASm0005931	(3R)-hydroxy-(21Z,24Z,27Z,30Z,33Z)-hexatriacontapentaenoyl-CoA	A 3-hydroxy fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (3R,21Z,24Z,27Z,30Z,33Z)-3-hydroxyhexatriacontapentaenoyl-CoA; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C57H92N7O18P3S	InChI=1S/C57H96N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-45(65)40-48(67)86-39-38-59-47(66)36-37-60-55(70)52(69)57(2,3)42-79-85(76,77)82-84(74,75)78-41-46-51(81-83(71,72)73)50(68)56(80-46)64-44-63-49-53(58)61-43-62-54(49)64/h5-6,8-9,11-12,14-15,17-18,43-46,50-52,56,65,68-69H,4,7,10,13,16,19-42H2,1-3H3,(H,59,66)(H,60,70)(H,74,75)(H,76,77)(H2,58,61,62)(H2,71,72,73)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-/t45-,46-,50-,51-,52+,56-/m1/s1	OWCSYUWJRXXMQT-KBHDNHGZSA-J		CHEBI:76477		
BASm0005932	dibutanoylglycerol				[1*]OC(CO[2*])COC(=O)CCC					CHEBI:76478		
BASm0005933	(2E,21Z,24Z,27Z,30Z,33Z)-hexatriacontahexaenoyl-CoA	A 2,3-trans-enoyl CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (2E,21Z,24Z,27Z,30Z,33Z)-hexatriacontahexaenoyl-CoA; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C57H90N7O17P3S	InChI=1S/C57H94N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-37-48(66)85-41-40-59-47(65)38-39-60-55(69)52(68)57(2,3)43-78-84(75,76)81-83(73,74)77-42-46-51(80-82(70,71)72)50(67)56(79-46)64-45-63-49-53(58)61-44-62-54(49)64/h5-6,8-9,11-12,14-15,17-18,36-37,44-46,50-52,56,67-68H,4,7,10,13,16,19-35,38-43H2,1-3H3,(H,59,65)(H,60,69)(H,73,74)(H,75,76)(H2,58,61,62)(H2,70,71,72)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-,37-36+/t46-,50-,51-,52+,56-/m1/s1	HCKSDWYBQHGZRR-IAZRHCADSA-J		CHEBI:76479		
BASm0005934	(3R)-hydroxy-(23Z,26Z,29Z,32Z,35Z)-octatriacontapentaenoyl-CoA	A 3-hydroxy fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (3R,23Z,26Z,29Z,32Z,35Z)-3-hydroxyoctatriacontapentaenoyl-CoA; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C59H96N7O18P3S	InChI=1S/C59H100N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-37-47(67)42-50(69)88-41-40-61-49(68)38-39-62-57(72)54(71)59(2,3)44-81-87(78,79)84-86(76,77)80-43-48-53(83-85(73,74)75)52(70)58(82-48)66-46-65-51-55(60)63-45-64-56(51)66/h5-6,8-9,11-12,14-15,17-18,45-48,52-54,58,67,70-71H,4,7,10,13,16,19-44H2,1-3H3,(H,61,68)(H,62,72)(H,76,77)(H,78,79)(H2,60,63,64)(H2,73,74,75)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-/t47-,48-,52-,53-,54+,58-/m1/s1	RRPYBLLFANVYFK-JPSCZFTLSA-J		CHEBI:76481		
BASm0005935	(2E,23Z,26Z,29Z,32Z,35Z)-octatriacontahexaenoyl-CoA	A 2,3-trans-enoyl CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (2E,23Z,26Z,29Z,32Z,35Z)-octatriacontahexaenoyl-CoA; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C59H94N7O17P3S	InChI=1S/C59H98N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-37-38-39-50(68)87-43-42-61-49(67)40-41-62-57(71)54(70)59(2,3)45-80-86(77,78)83-85(75,76)79-44-48-53(82-84(72,73)74)52(69)58(81-48)66-47-65-51-55(60)63-46-64-56(51)66/h5-6,8-9,11-12,14-15,17-18,38-39,46-48,52-54,58,69-70H,4,7,10,13,16,19-37,40-45H2,1-3H3,(H,61,67)(H,62,71)(H,75,76)(H,77,78)(H2,60,63,64)(H2,72,73,74)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-,39-38+/t48-,52-,53-,54+,58-/m1/s1	YGURXRLJAPLDGC-IQFANKKTSA-J		CHEBI:76483		
BASm0005936	(23Z,26Z,29Z,32Z,35Z)-octatriacontapentaenoyl-CoA	A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (23Z,26Z,29Z,32Z,35Z)-octatriacontapentaenoyl-CoA; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C59H96N7O17P3S	InChI=1S/C59H100N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-37-38-39-50(68)87-43-42-61-49(67)40-41-62-57(71)54(70)59(2,3)45-80-86(77,78)83-85(75,76)79-44-48-53(82-84(72,73)74)52(69)58(81-48)66-47-65-51-55(60)63-46-64-56(51)66/h5-6,8-9,11-12,14-15,17-18,46-48,52-54,58,69-70H,4,7,10,13,16,19-45H2,1-3H3,(H,61,67)(H,62,71)(H,75,76)(H,77,78)(H2,60,63,64)(H2,72,73,74)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-/t48-,52-,53-,54+,58-/m1/s1	RERZAECWBHIRBM-YGXFSRDHSA-J		CHEBI:76484		
BASm0005937	(3R)-hydroxy-(8Z,11Z,14Z,17Z,20Z,23Z)-hexacosahexaenoyl-CoA	An (R)-3-hydroxyacyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (3R,8Z,11Z,14Z,17Z,20Z,23Z)-hydroxyhexacosahexaenoyl-CoA; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C47H70N7O18P3S	InChI=1S/C47H74N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-35(55)30-38(57)76-29-28-49-37(56)26-27-50-45(60)42(59)47(2,3)32-69-75(66,67)72-74(64,65)68-31-36-41(71-73(61,62)63)40(58)46(70-36)54-34-53-39-43(48)51-33-52-44(39)54/h5-6,8-9,11-12,14-15,17-18,20-21,33-36,40-42,46,55,58-59H,4,7,10,13,16,19,22-32H2,1-3H3,(H,49,56)(H,50,60)(H,64,65)(H,66,67)(H2,48,51,52)(H2,61,62,63)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-,21-20-/t35-,36-,40-,41-,42+,46-/m1/s1	HJHGIVNGUOBMSF-BDGXUZSASA-J		CHEBI:76491		
BASm0005938	(2E,8Z,11Z,14Z,17Z,20Z,23Z)-hexacosaheptaenoyl-CoA	A 2,3-trans-enoyl CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (2E,8Z,11Z,14Z,17Z,20Z,23Z)-hexacosaheptaenoyl-CoA; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C47H68N7O17P3S	InChI=1S/C47H72N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-38(56)75-31-30-49-37(55)28-29-50-45(59)42(58)47(2,3)33-68-74(65,66)71-73(63,64)67-32-36-41(70-72(60,61)62)40(57)46(69-36)54-35-53-39-43(48)51-34-52-44(39)54/h5-6,8-9,11-12,14-15,17-18,20-21,26-27,34-36,40-42,46,57-58H,4,7,10,13,16,19,22-25,28-33H2,1-3H3,(H,49,55)(H,50,59)(H,63,64)(H,65,66)(H2,48,51,52)(H2,60,61,62)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-,21-20-,27-26+/t36-,40-,41-,42+,46-/m1/s1	ZMHVUCWDQCOLOQ-MPZIDFMYSA-J		CHEBI:76493		
BASm0005939	(3R)-hydroxy-(10Z,13Z,16Z,19Z,22Z,25Z)-octacosahexaenoyl-CoA	An (R)-3-hydroxyacyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (3R,10Z,13Z,16Z,19Z,22Z,25Z)-3-hydroxyoctacosahexaenoyl-CoA; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C49H74N7O18P3S	InChI=1S/C49H78N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-37(57)32-40(59)78-31-30-51-39(58)28-29-52-47(62)44(61)49(2,3)34-71-77(68,69)74-76(66,67)70-33-38-43(73-75(63,64)65)42(60)48(72-38)56-36-55-41-45(50)53-35-54-46(41)56/h5-6,8-9,11-12,14-15,17-18,20-21,35-38,42-44,48,57,60-61H,4,7,10,13,16,19,22-34H2,1-3H3,(H,51,58)(H,52,62)(H,66,67)(H,68,69)(H2,50,53,54)(H2,63,64,65)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-,21-20-/t37-,38-,42-,43-,44+,48-/m1/s1	DLISGWFAFHLYFB-YNVXCXPQSA-J		CHEBI:76494		
BASm0005940	(2E,10Z,13Z,16Z,19Z,22Z,25Z)-octacosaheptaenoyl-CoA	A 2,3-trans-enoyl CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (2E,10Z,13Z,16Z,19Z,22Z,25Z)-octacosaheptaenoyl-CoA; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C49H72N7O17P3S	InChI=1S/C49H76N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-40(58)77-33-32-51-39(57)30-31-52-47(61)44(60)49(2,3)35-70-76(67,68)73-75(65,66)69-34-38-43(72-74(62,63)64)42(59)48(71-38)56-37-55-41-45(50)53-36-54-46(41)56/h5-6,8-9,11-12,14-15,17-18,20-21,28-29,36-38,42-44,48,59-60H,4,7,10,13,16,19,22-27,30-35H2,1-3H3,(H,51,57)(H,52,61)(H,65,66)(H,67,68)(H2,50,53,54)(H2,62,63,64)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-,21-20-,29-28+/t38-,42-,43-,44+,48-/m1/s1	HPQINHSADAKRGK-DSARFXJESA-J		CHEBI:76495		
BASm0005941	(3R)-hydroxy-(12Z,15Z,18Z,21Z,24Z,27Z)-triacontahexaenoyl-CoA	An (R)-3-hydroxyacyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (3R,12Z,15Z,18Z,21Z,24Z,27Z)-3-hydroxytriacontahexaenoyl-CoA; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C51H78N7O18P3S	InChI=1S/C51H82N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-39(59)34-42(61)80-33-32-53-41(60)30-31-54-49(64)46(63)51(2,3)36-73-79(70,71)76-78(68,69)72-35-40-45(75-77(65,66)67)44(62)50(74-40)58-38-57-43-47(52)55-37-56-48(43)58/h5-6,8-9,11-12,14-15,17-18,20-21,37-40,44-46,50,59,62-63H,4,7,10,13,16,19,22-36H2,1-3H3,(H,53,60)(H,54,64)(H,68,69)(H,70,71)(H2,52,55,56)(H2,65,66,67)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-,21-20-/t39-,40-,44-,45-,46+,50-/m1/s1	LWQPMSHNJXBNDV-JAGNYNQQSA-J		CHEBI:76496		
BASm0005942	(2E,12Z,15Z,18Z,21Z,24Z,27Z)-triacontaheptaenoyl-CoA	A 2,3-trans-enoyl CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (2E,12Z,15Z,18Z,21Z,24Z,27Z)-triacontaheptaenoyl-CoA; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C51H76N7O17P3S	InChI=1S/C51H80N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-42(60)79-35-34-53-41(59)32-33-54-49(63)46(62)51(2,3)37-72-78(69,70)75-77(67,68)71-36-40-45(74-76(64,65)66)44(61)50(73-40)58-39-57-43-47(52)55-38-56-48(43)58/h5-6,8-9,11-12,14-15,17-18,20-21,30-31,38-40,44-46,50,61-62H,4,7,10,13,16,19,22-29,32-37H2,1-3H3,(H,53,59)(H,54,63)(H,67,68)(H,69,70)(H2,52,55,56)(H2,64,65,66)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-,21-20-,31-30+/t40-,44-,45-,46+,50-/m1/s1	NCGGYQPDQZXXHV-HFIYAFHYSA-J		CHEBI:76497		
BASm0005943	(3R)-hydroxy-(14Z,17Z,20Z,23Z,26Z,29Z)-dotriacontahexaenoyl-CoA	An (R)-3-hydroxyacyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (3R,14Z,17Z,20Z,23Z,26Z,29Z)-3-hydroxydotriacontahexaenoyl-CoA; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C53H82N7O18P3S	InChI=1S/C53H86N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-41(61)36-44(63)82-35-34-55-43(62)32-33-56-51(66)48(65)53(2,3)38-75-81(72,73)78-80(70,71)74-37-42-47(77-79(67,68)69)46(64)52(76-42)60-40-59-45-49(54)57-39-58-50(45)60/h5-6,8-9,11-12,14-15,17-18,20-21,39-42,46-48,52,61,64-65H,4,7,10,13,16,19,22-38H2,1-3H3,(H,55,62)(H,56,66)(H,70,71)(H,72,73)(H2,54,57,58)(H2,67,68,69)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-,21-20-/t41-,42-,46-,47-,48+,52-/m1/s1	SNXAVBGPAGYISO-ALHQLESVSA-J		CHEBI:76502		
BASm0005944	1-butyrylglycerol				CCCC(=O)OCC(O)CO	C7H14O4	InChI=1S/C7H14O4/c1-2-3-7(10)11-5-6(9)4-8/h6,8-9H,2-5H2,1H3	RIEABXYBQSLTFR-UHFFFAOYSA-N	162.0892089	CHEBI:76503	HMDB0243949	
BASm0005945	(2E,14Z,17Z,20Z,23Z,26Z,29Z)-dotriacontaheptaenoyl-CoA	A 2,3-trans-enoyl CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (2E,14Z,17Z,20Z,23Z,26Z,29Z)-dotriacontaheptaenoyl-CoA; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C53H80N7O17P3S	InChI=1S/C53H84N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-44(62)81-37-36-55-43(61)34-35-56-51(65)48(64)53(2,3)39-74-80(71,72)77-79(69,70)73-38-42-47(76-78(66,67)68)46(63)52(75-42)60-41-59-45-49(54)57-40-58-50(45)60/h5-6,8-9,11-12,14-15,17-18,20-21,32-33,40-42,46-48,52,63-64H,4,7,10,13,16,19,22-31,34-39H2,1-3H3,(H,55,61)(H,56,65)(H,69,70)(H,71,72)(H2,54,57,58)(H2,66,67,68)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-,21-20-,33-32+/t42-,46-,47-,48+,52-/m1/s1	KAFBLEUUSSNJSY-QLMIOEOTSA-J		CHEBI:76504		
BASm0005946	(3R)-hydroxy-(16Z,19Z,22Z,25Z,28Z,31Z)-tetratriacontahexaenoyl-CoA	An (R)-3-hydroxyacyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (3R,16Z,19Z,22Z,25Z,28Z,31Z)-3-hydroxytetratriacontahexaenoyl-CoA; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C55H86N7O18P3S	InChI=1S/C55H90N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-43(63)38-46(65)84-37-36-57-45(64)34-35-58-53(68)50(67)55(2,3)40-77-83(74,75)80-82(72,73)76-39-44-49(79-81(69,70)71)48(66)54(78-44)62-42-61-47-51(56)59-41-60-52(47)62/h5-6,8-9,11-12,14-15,17-18,20-21,41-44,48-50,54,63,66-67H,4,7,10,13,16,19,22-40H2,1-3H3,(H,57,64)(H,58,68)(H,72,73)(H,74,75)(H2,56,59,60)(H2,69,70,71)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-,21-20-/t43-,44-,48-,49-,50+,54-/m1/s1	OVNZLBLXWFFQEJ-HLDRNNPKSA-J		CHEBI:76505		
BASm0005947	(2E,16Z,19Z,22Z,25Z,28Z,31Z)-tetratriacontaheptaenoyl-CoA	A 2,3-trans-enoyl CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (2E,16Z,19Z,22Z,25Z,28Z,31Z)-tetratriacontaheptaenoyl-CoA; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C55H84N7O17P3S	InChI=1S/C55H88N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-46(64)83-39-38-57-45(63)36-37-58-53(67)50(66)55(2,3)41-76-82(73,74)79-81(71,72)75-40-44-49(78-80(68,69)70)48(65)54(77-44)62-43-61-47-51(56)59-42-60-52(47)62/h5-6,8-9,11-12,14-15,17-18,20-21,34-35,42-44,48-50,54,65-66H,4,7,10,13,16,19,22-33,36-41H2,1-3H3,(H,57,63)(H,58,67)(H,71,72)(H,73,74)(H2,56,59,60)(H2,68,69,70)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-,21-20-,35-34+/t44-,48-,49-,50+,54-/m1/s1	ARTZEKYRPKEAEJ-QEGLSQQWSA-J		CHEBI:76506		
BASm0005948	(3R)-hydroxy-(18Z,21Z,24Z,27Z,30Z,33Z)-hexatriacontahexaenoyl-CoA	An (R)-3-hydroxyacyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (3R,18Z,21Z,24Z,27Z,30Z,33Z)-3-hydroxyhexatriacontahexaenoyl-CoA; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C57H90N7O18P3S	InChI=1S/C57H94N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-45(65)40-48(67)86-39-38-59-47(66)36-37-60-55(70)52(69)57(2,3)42-79-85(76,77)82-84(74,75)78-41-46-51(81-83(71,72)73)50(68)56(80-46)64-44-63-49-53(58)61-43-62-54(49)64/h5-6,8-9,11-12,14-15,17-18,20-21,43-46,50-52,56,65,68-69H,4,7,10,13,16,19,22-42H2,1-3H3,(H,59,66)(H,60,70)(H,74,75)(H,76,77)(H2,58,61,62)(H2,71,72,73)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-,21-20-/t45-,46-,50-,51-,52+,56-/m1/s1	XWQWNHYCZCOINL-XGXBGGTPSA-J		CHEBI:76513		
BASm0005949	(2E,18Z,21Z,24Z,27Z,30Z,33Z)-hexatriacontaheptaenoyl-CoA	A 2,3-trans-enoyl CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (2E,18Z,21Z,24Z,27Z,30Z,33Z)-hexatriacontaheptaenoyl-CoA; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C57H88N7O17P3S	InChI=1S/C57H92N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-37-48(66)85-41-40-59-47(65)38-39-60-55(69)52(68)57(2,3)43-78-84(75,76)81-83(73,74)77-42-46-51(80-82(70,71)72)50(67)56(79-46)64-45-63-49-53(58)61-44-62-54(49)64/h5-6,8-9,11-12,14-15,17-18,20-21,36-37,44-46,50-52,56,67-68H,4,7,10,13,16,19,22-35,38-43H2,1-3H3,(H,59,65)(H,60,69)(H,73,74)(H,75,76)(H2,58,61,62)(H2,70,71,72)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-,21-20-,37-36+/t46-,50-,51-,52+,56-/m1/s1	AXFJADSOKDNKNX-BRRBPCAFSA-J		CHEBI:76514		
BASm0005950	(18Z,21Z,24Z,27Z,30Z,33Z)-hexatriacontahexaenoyl-CoA	An acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (18Z,21Z,24Z,27Z,30Z,33Z)-hexatriacontahexaenoyl-CoA; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C57H90N7O17P3S	InChI=1S/C57H94N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-37-48(66)85-41-40-59-47(65)38-39-60-55(69)52(68)57(2,3)43-78-84(75,76)81-83(73,74)77-42-46-51(80-82(70,71)72)50(67)56(79-46)64-45-63-49-53(58)61-44-62-54(49)64/h5-6,8-9,11-12,14-15,17-18,20-21,44-46,50-52,56,67-68H,4,7,10,13,16,19,22-43H2,1-3H3,(H,59,65)(H,60,69)(H,73,74)(H,75,76)(H2,58,61,62)(H2,70,71,72)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-,21-20-/t46-,50-,51-,52+,56-/m1/s1	YLCNUSFRBOPINH-JSNRCNKJSA-J		CHEBI:76515		
BASm0005951	6-oxocyclohex-1-ene-1-carbonyl-CoA	6-Oxocyclohex-1-ene-1-carboxyl-CoA is involved in benzoyl-CoA degradation II path way. Benzoyl-CoA is a common intermediate in the anaerobic bacterial metabolism of many aromatic substrates. Two enzymes and ferredoxin of the central benzoyl-CoA pathway in Thauera aromatica have been purified so far. Benzoyl-CoA reductase reduces the aromatic ring with reduced ferredoxin yielding cyclohexa-1,5-diene-1-carbonyl-CoA [Boll, M. & Fuchs, G. (1995) Eur. J. Biochem. 234, 921-933]. Dienoyl-CoA hydratase subsequently adds one molecule of water and thereby produces 6-hydroxycyclohex-1-ene-1-carbonyl-CoA [Laempe, D., Eisenreich, W., Bacher, A., & Fuchs, G. (1998) Eur. J. Biochem. 255, 618-627]. 6-Hydroxycyclohex-1-ene-1-carbonyl-CoA dehydrogenase is an NAD(+)-specific beta-hydroxyacyl-CoA dehydrogenase that catalyzes 6-hydroxycyclohex-1-ene-1-carbonyl-CoA + NAD(+) --> 6-oxocyclohex-1-ene-1-carbonyl-CoA + NADH + H(+). 6-Oxocyclohex-1-ene-1-carbonyl-CoA hydrolase acts on the beta-oxoacyl-CoA compound and catalyzes the addition of one molecule of water to the double bond and the hydrolytic C-C cleavage of the alicyclic ring, 6-oxocyclohex-1-ene-1-carbonyl-CoA + 2 H(2)O --> 3-hydroxypimelyl-CoA.(PMID: 10406950).		Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C1=CCCCC1=O	C28H42N7O18P3S	InChI=1S/C28H42N7O18P3S/c1-28(2,22(39)25(40)31-8-7-18(37)30-9-10-57-27(41)15-5-3-4-6-16(15)36)12-50-56(47,48)53-55(45,46)49-11-17-21(52-54(42,43)44)20(38)26(51-17)35-14-34-19-23(29)32-13-33-24(19)35/h5,13-14,17,20-22,26,38-39H,3-4,6-12H2,1-2H3,(H,30,37)(H,31,40)(H,45,46)(H,47,48)(H2,29,32,33)(H2,42,43,44)/t17-,20-,21-,22?,26-/m1/s1	QFOMSXVUILWRSA-VBDPZXIHSA-N	889.1519878	CHEBI:76526	HMDB0012180	
BASm0005952	2-hydroxy-6-oxocyclohexane-1-carbonyl-CoA				CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C1C(=O)CCCC1O	C28H44N7O19P3S	InChI=1S/C28H44N7O19P3S/c1-28(2,22(40)25(41)31-7-6-17(38)30-8-9-58-27(42)18-14(36)4-3-5-15(18)37)11-51-57(48,49)54-56(46,47)50-10-16-21(53-55(43,44)45)20(39)26(52-16)35-13-34-19-23(29)32-12-33-24(19)35/h12-14,16,18,20-22,26,36,39-40H,3-11H2,1-2H3,(H,30,38)(H,31,41)(H,46,47)(H,48,49)(H2,29,32,33)(H2,43,44,45)/t14?,16-,18?,20-,21-,22+,26-/m1/s1	XUJOIUADEGVEIA-SOAMHPODSA-N	907.1625544	CHEBI:76527		
BASm0005953	2-acyl-sn-glycero-3-phospho-(1'-sn-glycerol)				*C(=O)O[C@H](CO)COP(=O)([O-])OC[C@@H](O)CO					CHEBI:76528		
BASm0005955	beta-GlcNAc-(1->4)-MurNAc-L-Ala-gamma-D-Glu-L-Lys-(D-Ala)2				[H]O[C@H]1[C@H](O)[C@@H](NC(C)=O)[C@H](O[C@H]2[C@H](O[C@H](C)C(=O)N[C@@H](C)C(=O)N[C@H](CCC(=O)N[C@@H](CCCC[NH3+])C(=O)N[C@H](C)C(=O)N[C@H](C)C(=O)[O-])C(=O)[O-])[C@@H](NC(C)=O)[C@H](O)O[C@@H]2CO)O[C@@H]1CO	C39H66N8O20	InChI=1S/C39H66N8O20/c1-15(32(55)43-17(3)36(59)60)42-35(58)21(9-7-8-12-40)46-25(52)11-10-22(37(61)62)47-33(56)16(2)41-34(57)18(4)64-31-27(45-20(6)51)38(63)65-24(14-49)30(31)67-39-26(44-19(5)50)29(54)28(53)23(13-48)66-39/h15-18,21-24,26-31,38-39,48-49,53-54,63H,7-14,40H2,1-6H3,(H,41,57)(H,42,58)(H,43,55)(H,44,50)(H,45,51)(H,46,52)(H,47,56)(H,59,60)(H,61,62)/t15-,16+,17-,18-,21+,22-,23-,24-,26-,27-,28-,29-,30-,31-,38?,39+/m1/s1	JOINUXSTSJWDMM-LBOHFPEDSA-M	966.4393365	CHEBI:76539		
BASm0005956	2-iminobutanoate	2-Iminobutanoate is an intermediate in L-isoleucine biosynthesis I pathway in E.coli. It is a product of the spontaneous reaction (2Z)-2-aminobut-2-enoate -> 2-iminobutanoate. It is also the substrate for enzyme threonine dehydratase which catalyzes the reaction reaction 2-iminobutanoate + H+ + H2O -> 2-oxobutanoate + ammonium (BioCyc compound: CPD-16013).			CCC(=[NH2+])C(=O)[O-]	C4H6NO2	InChI=1S/C4H7NO2/c1-2-3(5)4(6)7/h5H,2H2,1H3,(H,6,7)/p-1	WRBRCYPPGUCRHW-UHFFFAOYSA-M	100.040402	CHEBI:76545		
BASm0005957	(9Z,12Z)-hexadecadienoyl-CoA			Expected Solid	CCC/C=C\C/C=C\CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C37H58N7O17P3S	InChI=1S/C37H62N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(46)65-21-20-39-27(45)18-19-40-35(49)32(48)37(2,3)23-58-64(55,56)61-63(53,54)57-22-26-31(60-62(50,51)52)30(47)36(59-26)44-25-43-29-33(38)41-24-42-34(29)44/h6-7,9-10,24-26,30-32,36,47-48H,4-5,8,11-23H2,1-3H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)/p-4/b7-6-,10-9-/t26-,30-,31-,32+,36-/m1/s1	CQXSJFXWARGOBE-PCRJDALTSA-J	997.2844699	CHEBI:76552		MMDBc0054998
BASm0005958	3-oxo-(11Z)-octadecenoyl-CoA			Expected Solid	CCCCCC/C=C\CCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C39H62N7O18P3S	InChI=1S/C39H66N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-27(47)22-30(49)68-21-20-41-29(48)18-19-42-37(52)34(51)39(2,3)24-61-67(58,59)64-66(56,57)60-23-28-33(63-65(53,54)55)32(50)38(62-28)46-26-45-31-35(40)43-25-44-36(31)46/h9-10,25-26,28,32-34,38,50-51H,4-8,11-24H2,1-3H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/p-4/b10-9-/t28-,32-,33-,34+,38-/m1/s1	OUROWZUTGFHRJE-SAIINBSPSA-J	1041.310685	CHEBI:76555	HMDB0062361	MMDBc0048742
BASm0005959	(R)-3-hydroxy-(11Z)-octadecenoyl-CoA			Expected Solid	CCCCCC/C=C\CCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C39H64N7O18P3S	InChI=1S/C39H68N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-27(47)22-30(49)68-21-20-41-29(48)18-19-42-37(52)34(51)39(2,3)24-61-67(58,59)64-66(56,57)60-23-28-33(63-65(53,54)55)32(50)38(62-28)46-26-45-31-35(40)43-25-44-36(31)46/h9-10,25-28,32-34,38,47,50-51H,4-8,11-24H2,1-3H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/p-4/b10-9-/t27-,28-,32-,33-,34+,38-/m1/s1	SCDXBWNPJAGEEK-ORSZBQJQSA-J	1043.326335	CHEBI:76557		MMDBc0048625
BASm0005960	(2E,11Z)-octadecadienoyl-CoA			Expected Solid	CCCCCC/C=C\CCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C39H62N7O17P3S	InChI=1S/C39H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h9-10,18-19,26-28,32-34,38,49-50H,4-8,11-17,20-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/p-4/b10-9-,19-18+/t28-,32-,33-,34+,38-/m1/s1	OPMPWWFMNYWBGF-PKYBCSRXSA-J	1025.31577	CHEBI:76558		MMDBc0048788
BASm0005961	3-oxo-(13Z)-eicosenoyl-CoA			Expected Solid	CCCCCC/C=C\CCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H66N7O18P3S	InChI=1S/C41H70N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-29(49)24-32(51)70-23-22-43-31(50)20-21-44-39(54)36(53)41(2,3)26-63-69(60,61)66-68(58,59)62-25-30-35(65-67(55,56)57)34(52)40(64-30)48-28-47-33-37(42)45-27-46-38(33)48/h9-10,27-28,30,34-36,40,52-53H,4-8,11-26H2,1-3H3,(H,43,50)(H,44,54)(H,58,59)(H,60,61)(H2,42,45,46)(H2,55,56,57)/p-4/b10-9-/t30-,34-,35-,36+,40-/m1/s1	YOTWNHFOPMWWQA-VNNCJAHTSA-J	1069.341985	CHEBI:76559		MMDBc0048739
BASm0005962	(R)-3-hydroxy-(13Z)-eicosenoyl-CoA			Expected Solid	CCCCCC/C=C\CCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H68N7O18P3S	InChI=1S/C41H72N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-29(49)24-32(51)70-23-22-43-31(50)20-21-44-39(54)36(53)41(2,3)26-63-69(60,61)66-68(58,59)62-25-30-35(65-67(55,56)57)34(52)40(64-30)48-28-47-33-37(42)45-27-46-38(33)48/h9-10,27-30,34-36,40,49,52-53H,4-8,11-26H2,1-3H3,(H,43,50)(H,44,54)(H,58,59)(H,60,61)(H2,42,45,46)(H2,55,56,57)/p-4/b10-9-/t29-,30+,34+,35+,36-,40+/m0/s1	MNTYKYKLBOOZFS-LRZFLKDSSA-J	1071.357635	CHEBI:76561		MMDBc0048627
BASm0005963	(2E,13Z)-eicosadienoyl-CoA			Expected Solid	CCCCCC/C=C\CCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H66N7O17P3S	InChI=1S/C41H70N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h9-10,20-21,28-30,34-36,40,51-52H,4-8,11-19,22-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/p-4/b10-9-,21-20+/t30-,34-,35-,36+,40-/m1/s1	UODBMTONMVKPGP-XGJFVXMKSA-J	1053.34707	CHEBI:76562		MMDBc0048784
BASm0005964	(13Z)-eicosenoyl-CoA	(13z)-eicoseneoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a (13Z)-icos-13-enoic acid thioester of coenzyme A. (13z)-eicoseneoyl-coa is an acyl-CoA with 20 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. (13z)-eicoseneoyl-coa is therefore classified as a long chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. (13z)-eicoseneoyl-coa, being a long chain acyl-CoA is a substrate for long chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, (13Z)-Eicoseneoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of (13Z)-Eicoseneoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts (13Z)-Eicoseneoyl-CoA into (13Z)-Eicoseneoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, (13Z)-Eicoseneoylcarnitine is converted back to (13Z)-Eicoseneoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of (13Z)-Eicoseneoyl-CoA occurs in four steps. First, since (13Z)-Eicoseneoyl-CoA is a long chain acyl-CoA it is the substrate for a long chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of (13Z)-Eicoseneoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until (13Z)-Eicoseneoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CCCCCC/C=C\CCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H72N7O17P3S	InChI=1S/C41H72N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h9-10,28-30,34-36,40,51-52H,4-8,11-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)	UZVWVONIQVFUPF-UHFFFAOYSA-N	1059.391826	CHEBI:76563	HMDB0301346	
BASm0005965	2-aminoprop-2-enoate	Dehydroalanine (or (alpha)-(beta)-di-dehydroalanine) is an uncommon amino acid found in peptides of microbial origin (an unsaturated amino acid).	28453-71-6	Solid	C=C([NH3+])C(=O)[O-]	C3H5NO2	InChI=1S/C3H5NO2/c1-2(4)3(5)6/h1,4H2,(H,5,6)	UQBOJOOOTLPNST-UHFFFAOYSA-N	87.03202841	CHEBI:76565	HMDB0003609	
BASm0005966	1-O-alkyl-2,3-diacyl-sn-glycerol				*OC[C@H](COC(*)=O)OC(*)=O					CHEBI:76585		
BASm0005968	(25R)-cholest-5-ene-3beta,26-diol	27-Hydroxycholesterol (27-HC), also known as (25R)-cholest-5-ene-3β,26-diol or by its conventional name 26-hydroxycholesterol, is an oxygenated derivative of cholesterol and a major oxysterol in circulation (PMID: 7749852). 27-Hydroxycholesterol is the product of the enzyme sterol 27-hydroxylase. The enzyme is critical for the degradation of the steroid side-chain and a genetic deficiency of the enzyme leads to reduced formation of bile acids in humans. There is a correlation between 27-hydroxycholesterol and cholesterol in the circulation, and females have lower levels of 27-hydroxycholesterol than males. A strong correlation is observed between circulating levels of 27-hydroxycholesterol and cholesterol, in both healthy subjects and subjects with hypercholesterolemia and documented atherosclerosis. 27-Hydroxycholesterol is metabolized by an oxysterol 7alpha-hydroxylase in the liver. Changes in the activity of this enzyme may lead to the accumulation of 27-hydroxycholesterol in the circulation. It has been reported that patients with a genetic deficiency of oxysterol 7alpha-hydroxylase in the liver had markedly increased levels of 27-hydroxycholesterol in the circulation. However, under normal conditions and in the absence of liver or kidney disease, changes in the levels of 27-hydroxycholesterol in the circulation are likely to be caused by changes in the rate of synthesis of these steroids rather than by the rate of metabolism. There are three possible explanations for the high concentrations of 27-hydroxycholesterol found in the circulation of three subjects with atherosclerosis: (1) increased expression of sterol 27-hydroxylase owing to a genetic factor or some other factor completely unrelated to atherosclerosis, (2) the extrahepatic sterol 27-hydroxylase may be up-regulated by circulating factors (e.g. cytokines) that are directly or indirectly related to the development of atherosclerosis, and (3) the high amounts of cholesterol accumulating in macrophages in some patients with atherosclerosis may result in an increased flux of 27-hydroxycholesterol from the macrophages to the circulation. Since there is a close relation between levels of cholesterol and 27-hydroxycholesterol in the circulation, the possibility must be considered that the flux of 27-hydroxycholesterol into the brain may be part of the yet unexplained link between hypercholesterolemia and Alzheimer's disease. 27-Hydroxysterol is the most dominant oxysterol in human atheromas where it may reflect a mechanism for eliminating excessive cholesterol, and thus have a protective role. Hypercholesterolemia and chronic low-grade immunological activation are pivotal in the development of atherosclerosis. However, the interconnections between these two factors are not well known. The CD40 system, as measured by the plasma level of soluble CD40 (sCD40), is associated with cholesterol metabolism in hypercholesterolemic patients. When combined, a decreased cholesterol synthesis rate and increased levels of 27-hydroxycholesterol may be a consequence of high levels of cellular cholesterol, and therefore be related to sCD40. However, sCD40 had no significant correlation with total plasma cholesterol. This suggests that the cellular cholesterol synthesis rate and 27-hydroxycholesterol production are more importantly linked with the plasma levels of sCD40 than total cholesterol (PMID: 16081359, 17012138, 11504730, 9144161).	20380-11-4		C[C@@H](CO)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H46O2	InChI=1S/C27H46O2/c1-18(17-28)6-5-7-19(2)23-10-11-24-22-9-8-20-16-21(29)12-14-26(20,3)25(22)13-15-27(23,24)4/h8,18-19,21-25,28-29H,5-7,9-17H2,1-4H3/t18-,19-,21+,22+,23-,24+,25+,26+,27-/m1/s1	FYHRJWMENCALJY-YSQMORBQSA-N	402.3497807	CHEBI:76591	HMDB0002103	
BASm0005969	(25R)-cholest-5-en-3beta,7alpha,26-triol		4725-24-0		C[C@@H](CO)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H46O3	InChI=1S/C27H46O3/c1-17(16-28)6-5-7-18(2)21-8-9-22-25-23(11-13-27(21,22)4)26(3)12-10-20(29)14-19(26)15-24(25)30/h15,17-18,20-25,28-30H,5-14,16H2,1-4H3/t17?,18-,20+,21-,22+,23+,24-,25+,26+,27-/m1/s1	RXMHNAKZMGJANZ-DTTSCKGMSA-N		CHEBI:76592		
BASm0005972	ADP-alpha-D-ribose 1'',2''-cyclic phosphate			Expected Solid	[H][C@]1(COP([O-])(=O)OP([O-])(=O)OC[C@@]2([H])O[C@@]([H])(N3C=NC4=C(N)N=CN=C34)[C@]([H])(O)[C@]2([H])O)O[C@]2([H])OP([O-])(=O)O[C@]2([H])[C@]1([H])O	C15H19N5O16P3	InChI=1S/C15H22N5O16P3/c16-12-7-13(18-3-17-12)20(4-19-7)14-10(23)8(21)5(32-14)1-30-37(24,25)36-38(26,27)31-2-6-9(22)11-15(33-6)35-39(28,29)34-11/h3-6,8-11,14-15,21-23H,1-2H2,(H,24,25)(H,26,27)(H,28,29)(H2,16,17,18)/p-3/t5-,6-,8-,9-,10-,11-,14-,15-/m1/s1	NPSPRYXPOGPCPM-KEOHHSTQSA-K	618.0056113	CHEBI:76596		MMDBc0055689
BASm0005973	24-hydroxytetracosanoate					C24H47O3		OVBKVWSHXDCSTK-UHFFFAOYSA-M	383.353069	CHEBI:76610		
BASm0005974	3-hydroxyhexadecanoate	3-Hydroxyhexadecanoic acid (CAS: 2398-34-7) is a long-chain hydroxy fatty acid that is the 3-hydroxy derivative of palmitic acid. In humans, fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation.				C16H31O3		CBWALJHXHCJYTE-UHFFFAOYNA-M	271.2278684	CHEBI:76613	HMDB0061658	MMDBc0000677
BASm0005975	3-hydroxyoctadecanoate				CCCCCCCCCCCCCCCC(O)CC(=O)[O-]	C18H35O3	InChI=1S/C18H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17(19)16-18(20)21/h17,19H,2-16H2,1H3,(H,20,21)/p-1	POMQYTSPMKEQNB-UHFFFAOYSA-M	299.2591686	CHEBI:76614	HMDB0240330	
BASm0005976	3,18-dihydroxyoctadecanoate	An omega-hydroxy fatty acid anion that is the conjugate base of 3,18-dihydroxyoctadecano (3,18-dihydroxystearic acid), obtained by deprotonation of the carboxy group; major species at pH 7.3.			O=C([O-])CC(O)CCCCCCCCCCCCCCCO	C18H35O4	InChI=1S/C18H36O4/c19-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-17(20)16-18(21)22/h17,19-20H,1-16H2,(H,21,22)/p-1	WDMZPXGZMRNVCD-UHFFFAOYSA-M		CHEBI:76615		
BASm0005977	3-hydroxydodecanoate	3-Hydroxydodecanoic acid (CAS: 1883-13-2) is a medium-chain fatty acid associated with fatty acid metabolic disorders (PMID: 11948802). Deficiency of medium-chain acyl-CoA dehydrogenase is characterized by an intolerance to prolonged fasting, recurrent episodes of hypoglycemic coma with medium-chain dicarboxylic aciduria, impaired ketogenesis, and low plasma and tissue carnitine levels (OMIM: 201450). 3-Hydroxydodecanoic acid is also a microbial metabolite found in Acinetobacter, Moraxella, and Pseudomonas (PMID: 21687748). 3-Hydroxydodecanoic acid has been identified in the human placenta (PMID: 32033212).	45162-48-9	Solid	CCCCCCCCCC(O)CC(=O)[O-]	C12H24O3	InChI=1S/C12H24O3/c1-2-3-4-5-6-7-8-9-11(13)10-12(14)15/h11,13H,2-10H2,1H3,(H,14,15)/t11-/m0/s1	MUCMKTPAZLSKTL-NSHDSACASA-N	216.1725446	CHEBI:76616	HMDB0000387	
BASm0005978	3,12-dihydroxydodecanoate				O=C([O-])CC(O)CCCCCCCCCO	C12H24O4	InChI=1S/C12H24O4/c13-9-7-5-3-1-2-4-6-8-11(14)10-12(15)16/h11,13-14H,1-10H2,(H,15,16)	JGEFOCOPBYAGDE-UHFFFAOYSA-N	232.1674593	CHEBI:76618	HMDB0158299	
BASm0005980	20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate		79551-86-3	Expected Solid	[H]OC([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([O-])=O	C20H31O3	InChI=1S/C20H32O3/c21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20(22)23/h1,3-4,6-7,9-10,12,21H,2,5,8,11,13-19H2,(H,22,23)/p-1/b3-1-,6-4-,9-7-,12-10-	NNDIXBJHNLFJJP-DTLRTWKJSA-M	319.2278684	CHEBI:76624	HMDB0005998	MMDBc0048947
BASm0005981	11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoate	11,12-Epoxyeicosatrienoic acid (CAS: 81276-02-0) is an epoxyeicosatrienoic acid (EET). Induction of CYP2C8 in native coronary artery endothelial cells by beta-naphthoflavone enhances the formation of 11,12-epoxyeicosatrienoic acid, as well as endothelium-derived hyperpolarizing factor-mediated hyperpolarization and relaxation. Transfection of coronary arteries with CYP2C8 antisense oligonucleotides resulted in decreased levels of CYP2C and attenuated the endothelium-derived hyperpolarizing factor-mediated vascular responses. Thus, a CYP-epoxygenase product is an essential component of the endothelium-derived hyperpolarizing factor-mediated relaxation in the porcine coronary artery, and CYP2C8 fulfills the criteria for the coronary endothelium-derived hyperpolarization factor synthase. The role of EETs in the regulation of the cerebral circulation has become more important since it was realized that EETs are produced in another specialized cell type of the brain, the astrocytes. It has become evident that EETs released from astrocytes may mediate cerebral functional hyperemia. Molecular and pharmacological evidence has shown that neurotransmitter release and spillover onto astrocytes can generate EETs. Since these EETs may reach the vasculature via astrocyte foot-processes, they have the same potential as their endothelial counterparts to hyperpolarize and dilate cerebral vessels. P450 enzymes contain heme in their catalytic domain and nitric oxide (NO) appears to bind to these heme moieties and block formation of P450 products, including EETs. Thus, there appears to be crosstalk between P450 enzymes and NO/NO synthase. The role of fatty acid metabolites and cerebral blood flow becomes even more complex in light of data demonstrating that cyclooxygenase products can act as substrates for P450 enzymes (PMID: 17494091, 17434916, 17406062, 17361113, 15581597, 11413051, 10519554). EETs function as autocrine and paracrine mediators. During inflammation, a large amount of arachidonic acid (AA) is released into the cellular milieu and cyclooxygenase enzymes convert this AA to prostaglandins that in turn sensitize pain pathways. However, AA is also converted into natural EETs by cytochrome P450 enzymes. Cytochrome P450 (CYP) epoxygenases convert arachidonic acid into four epoxyeicosatrienoic acid (EET) regioisomers, 5,6-, 8,9-, 11,12-, and 14,15-EET. EETs produce vascular relaxation by activating smooth muscle large-conductance Ca2+-activated K+ channels. In particular, 11,12-epoxy-5Z,8Z,14Z-eicosatrienoic acid has been shown to play a role in the recovery of depleted Ca2+ pools in cultured smooth muscle cells (PMID: 9368016). In addition, EETs have anti-inflammatory effects on blood vessels and in the kidney, promote angiogenesis, and protect ischemic myocardium and the brain. EET levels are typically regulated by soluble epoxide hydrolase (sEH), the major enzyme degrading EETs. Specifically, soluble epoxide hydrolase (sEH) converts EETs into dihydroxyeicosatrienoic acids.	123931-40-8	Solid	CCCCC/C=C\CC1OC1C/C=C\C/C=C\CCCC(=O)[O-]	C20H32O3	InChI=1S/C20H32O3/c1-2-3-4-5-9-12-15-18-19(23-18)16-13-10-7-6-8-11-14-17-20(21)22/h6,8-10,12-13,18-19H,2-5,7,11,14-17H2,1H3,(H,21,22)/b8-6-,12-9-,13-10-/t18-,19+/m1/s1	DXOYQVHGIODESM-LZXKBWHHSA-N	320.2351449	CHEBI:76625	HMDB0004673	
BASm0005982	19-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate	19(S)-HETE is an intermediate in Arachidonic acid metabolism. 19(S)-HETE is converted from Arachidonic acid via the enzyme CYP2U and Unspecific. Monooxygenase. (EC:1.14.14.1).	79551-85-2	Solid	CC(O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H32O3	InChI=1S/C20H32O3/c1-19(21)17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-20(22)23/h3-6,9-12,19,21H,2,7-8,13-18H2,1H3,(H,22,23)/b5-3-,6-4-,11-9-,12-10-/t19-/m0/s1	XFUXZHQUWPFWPR-DZBJBCEBSA-N	320.2351449	CHEBI:76627	HMDB0011136	
BASm0005983	11-hydroxydodecanoate				CC(O)CCCCCCCCCC(=O)[O-]	C12H24O3		KQGAHNAFXMVSGY-UHFFFAOYNA-N	216.1725446	CHEBI:76628		
BASm0005984	17,18-epoxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate		131339-23-6		CCC1OC1C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H30O3	InChI=1S/C20H30O3/c1-2-18-19(23-18)16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-20(21)22/h3,5-6,8-9,11-12,14,18-19H,2,4,7,10,13,15-17H2,1H3,(H,21,22)/b5-3+,8-6+,11-9+,14-12+	GPQVVJQEBXAKBJ-IXEYAUFLSA-N		CHEBI:76633		
BASm0005985	(17R,18S)-epoxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate		131339-23-6		CC[C@@H]1O[C@@H]1C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H30O3	InChI=1S/C20H30O3/c1-2-18-19(23-18)16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-20(21)22/h3,5-6,8-9,11-12,14,18-19H,2,4,7,10,13,15-17H2,1H3,(H,21,22)/b5-3+,8-6+,11-9+,14-12+	GPQVVJQEBXAKBJ-IXEYAUFLSA-N		CHEBI:76634		
BASm0005986	(17S,18R)-epoxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate		131339-23-6		CC[C@H]1O[C@H]1C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H30O3	InChI=1S/C20H30O3/c1-2-18-19(23-18)16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-20(21)22/h3,5-6,8-9,11-12,14,18-19H,2,4,7,10,13,15-17H2,1H3,(H,21,22)/b5-3+,8-6+,11-9+,14-12+	GPQVVJQEBXAKBJ-IXEYAUFLSA-N		CHEBI:76635		
BASm0005987	19-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate	A polyunsaturated fatty acid anion that is the conjugate base of 19-HEPE, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CC(O)/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H29O3	InChI=1S/C20H30O3/c1-19(21)17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-20(22)23/h3-6,9-12,15,17,19,21H,2,7-8,13-14,16,18H2,1H3,(H,22,23)/p-1/b5-3-,6-4-,11-9-,12-10-,17-15-	SQEKYOLLXDEHLF-LJFNSOSFSA-M		CHEBI:76636		
BASm0005988	20-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate	A polyunsaturated fatty acid anion that is the conjugate base of 20-HEPE, obtained by deprotonation of the carboxy group; major species at pH 7.3.			O=C([O-])CCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCO	C20H29O3	InChI=1S/C20H30O3/c21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20(22)23/h1,3-4,6-7,9-10,12-13,15,21H,2,5,8,11,14,16-19H2,(H,22,23)/p-1/b3-1-,6-4-,9-7-,12-10-,15-13-	PPMOWWAALQWWLJ-NUKMUHRASA-M		CHEBI:76639		
BASm0005989	20-oxo-(5Z,8Z,11Z,14Z)-eicosatetraenoate	A polyunsaturated fatty acid anion that is the conjugate base of 20-oxoarachidonic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.			O=CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H29O3	InChI=1S/C20H30O3/c21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20(22)23/h1,3-4,6-7,9-10,12,19H,2,5,8,11,13-18H2,(H,22,23)/p-1/b3-1-,6-4-,9-7-,12-10-	IDPOCGHKMNIWBB-DTLRTWKJSA-M		CHEBI:76645		
BASm0005990	(5Z,8Z,11Z,14Z)-eicosatetraenedioate	A dicarboxylic acid dianion obtained by deprotonation of the two carboxy groups of (5Z,8Z,11Z,14Z)-icosatetraenedioic acid; major species at pH 7.3.			O=C([O-])CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC(=O)[O-]	C20H28O4	InChI=1S/C20H30O4/c21-19(22)17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20(23)24/h1,3-4,6-7,9-10,12H,2,5,8,11,13-18H2,(H,21,22)(H,23,24)/p-2/b3-1-,6-4-,9-7-,12-10-	BGOJKUCHTMYINI-DTLRTWKJSA-L		CHEBI:76647		
BASm0005991	2-hydroxydocosanoate				CCCCCCCCCCCCCCCCCCCCC(O)C(=O)[O-]	C22H44O3	InChI=1S/C22H44O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21(23)22(24)25/h21,23H,2-20H2,1H3,(H,24,25)	RPGJJWLCCOPDAZ-UHFFFAOYSA-N		CHEBI:76722		
BASm0005992	2-hydroxyoctadecanoate			Expected Solid	CCCCCCCCCCCCCCCCC(O)C(=O)[O-]	C18H35O3	InChI=1S/C18H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(19)18(20)21/h17,19H,2-16H2,1H3,(H,20,21)/p-1	KIHBGTRZFAVZRV-UHFFFAOYSA-M	299.2591686	CHEBI:76724		MMDBc0055249
BASm0005993	2-hydroxyeicosanoate	2(R)-Hydroxyicosanoic acid is along-chain hydroxy fatty acid. In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. 			CCCCCCCCCCCCCCCCCCC(O)C(=O)[O-]	C20H40O3	InChI=1S/C20H40O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(21)20(22)23/h19,21H,2-18H2,1H3,(H,22,23)	CPLYLXYEVLGWFJ-UHFFFAOYSA-N	328.2977451	CHEBI:76732	HMDB0061659	
BASm0005994	pikromycin			Expected Solid	CC[C@H]1OC(=O)[C@H](C)C(=O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H]([NH+](C)C)[C@H]2O)[C@@H](C)C[C@@H](C)C(=O)/C=C/[C@]1(C)O	C28H47NO8	InChI=1S/C28H47NO8/c1-10-22-28(7,34)12-11-21(30)15(2)13-16(3)25(18(5)23(31)19(6)26(33)36-22)37-27-24(32)20(29(8)9)14-17(4)35-27/h11-12,15-20,22,24-25,27,32,34H,10,13-14H2,1-9H3/b12-11+/t15-,16+,17-,18+,19-,20+,22-,24-,25+,27-,28+/m1/s1	UZQBOFAUUTZOQE-HNZQVKRJSA-N	525.3301675	CHEBI:76800		MMDBc0018411
BASm0005995	narbomycin			Expected Solid	CC[C@H]1OC(=O)[C@H](C)C(=O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H]([NH+](C)C)[C@H]2O)[C@@H](C)C[C@@H](C)C(=O)/C=C/[C@H]1C	C28H47NO7	InChI=1S/C28H47NO7/c1-10-23-15(2)11-12-22(30)16(3)13-17(4)26(19(6)24(31)20(7)27(33)35-23)36-28-25(32)21(29(8)9)14-18(5)34-28/h11-12,15-21,23,25-26,28,32H,10,13-14H2,1-9H3/b12-11+/t15-,16-,17+,18-,19+,20-,21+,23-,25-,26+,28+/m1/s1	OXFYAOOMMKGGAI-JLTOUBQASA-N	509.3352529	CHEBI:76801		MMDBc0017093
BASm0005996	5-O-beta-D-mycaminosyltylactone			Expected Solid	CC[C@H]1C[C@@H](C)C(=O)/C=C/C(C)=C/[C@H](C)[C@@H](CC)OC(=O)C[C@@H](O)[C@H](C)[C@H]1O[C@@H]1O[C@H](C)[C@@H](O)[C@H]([NH+](C)C)[C@H]1O	C31H54NO8	InChI=1S/C31H53NO8/c1-10-22-15-18(4)23(33)13-12-17(3)14-19(5)25(11-2)39-26(35)16-24(34)20(6)30(22)40-31-29(37)27(32(8)9)28(36)21(7)38-31/h12-14,18-22,24-25,27-31,34,36-37H,10-11,15-16H2,1-9H3/p+1/b13-12+,17-14+/t18-,19+,20+,21-,22+,24-,25-,27+,28-,29-,30-,31+/m1/s1	BMKVJAXXBOWJEE-BPFVPZITSA-O	568.3843941	CHEBI:76802		MMDBc0055580
BASm0005997	20-oxo-5-O-beta-D-mycaminosyltylonolide			Expected Solid	CC[C@H]1OC(=O)C[C@@H](O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)[C@@H](O)[C@H]([NH+](C)C)[C@H]2O)[C@@H](CC=O)C[C@@H](C)C(=O)/C=C/C(C)=C/[C@@H]1C	C31H52NO9	InChI=1S/C31H51NO9/c1-9-25-19(4)14-17(2)10-11-23(34)18(3)15-22(12-13-33)30(20(5)24(35)16-26(36)40-25)41-31-29(38)27(32(7)8)28(37)21(6)39-31/h10-11,13-14,18-22,24-25,27-31,35,37-38H,9,12,15-16H2,1-8H3/p+1/b11-10+,17-14+/t18-,19+,20+,21-,22+,24-,25-,27+,28-,29-,30-,31+/m1/s1	FERSDKADYZRIAA-CQGKBTLCSA-O	582.3636587	CHEBI:76803		MMDBc0055320
BASm0005998	5-O-beta-D-mycaminosyltylonolide			Expected Solid	CC[C@H]1OC(=O)C[C@@H](O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)[C@@H](O)[C@H]([NH+](C)C)[C@H]2O)[C@@H](CC=O)C[C@@H](C)C(=O)/C=C/C(C)=C/[C@@H]1CO	C31H52NO10	InChI=1S/C31H51NO10/c1-8-25-22(16-34)13-17(2)9-10-23(35)18(3)14-21(11-12-33)30(19(4)24(36)15-26(37)41-25)42-31-29(39)27(32(6)7)28(38)20(5)40-31/h9-10,12-13,18-22,24-25,27-31,34,36,38-39H,8,11,14-16H2,1-7H3/p+1/b10-9+,17-13+/t18-,19+,20-,21+,22-,24-,25-,27+,28-,29-,30-,31+/m1/s1	WGUJDBLMJBJUQU-VKRLOHBMSA-O	598.3585733	CHEBI:76804		MMDBc0055581
BASm0005999	demethyllactenocin			Expected Solid	CC[C@H]1OC(=O)C[C@@H](O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)[C@@H](O)[C@H]([NH+](C)C)[C@H]2O)[C@@H](CC=O)C[C@@H](C)C(=O)/C=C/C(C)=C/[C@@H]1CO[C@@H]1O[C@H](C)[C@@H](O)[C@@H](O)[C@H]1O	C37H62NO14	InChI=1S/C37H61NO14/c1-9-27-24(17-48-36-34(47)33(46)31(44)22(6)49-36)14-18(2)10-11-25(40)19(3)15-23(12-13-39)35(20(4)26(41)16-28(42)51-27)52-37-32(45)29(38(7)8)30(43)21(5)50-37/h10-11,13-14,19-24,26-27,29-37,41,43-47H,9,12,15-17H2,1-8H3/p+1/b11-10+,18-14+/t19-,20+,21-,22-,23+,24-,26-,27-,29+,30-,31-,32-,33-,34-,35-,36-,37+/m1/s1	QZCOVMJUGCBXHV-AVCFMDPFSA-O	744.4164821	CHEBI:76810		MMDBc0055896
BASm0006000	dTDP-beta-L-mycarose			Expected Solid	Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]3C[C@@](C)(O)[C@@H](O)[C@H](C)O3)O2)c(=O)[nH]c1=O	C17H26N2O14P2	InChI=1S/C17H28N2O14P2/c1-8-6-19(16(23)18-15(8)22)12-4-10(20)11(31-12)7-29-34(25,26)33-35(27,28)32-13-5-17(3,24)14(21)9(2)30-13/h6,9-14,20-21,24H,4-5,7H2,1-3H3,(H,25,26)(H,27,28)(H,18,22,23)/p-2/t9-,10-,11+,12+,13+,14-,17+/m0/s1	WILFWCJMOXHLEQ-ORWDRJNOSA-L	544.0870247	CHEBI:76814		MMDBc0055959
BASm0006001	demethylmacrocin			Expected Solid	CC[C@H]1OC(=O)C[C@@H](O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)[C@@H](O[C@H]3C[C@@](C)(O)[C@@H](O)[C@H](C)O3)[C@H]([NH+](C)C)[C@H]2O)[C@@H](CC=O)C[C@@H](C)C(=O)/C=C/C(C)=C/[C@@H]1CO[C@@H]1O[C@H](C)[C@@H](O)[C@@H](O)[C@H]1O	C44H74NO17	InChI=1S/C44H73NO17/c1-11-31-28(20-56-42-38(53)37(52)35(50)24(5)58-42)16-21(2)12-13-29(47)22(3)17-27(14-15-46)39(23(4)30(48)18-32(49)60-31)62-43-36(51)34(45(9)10)40(25(6)59-43)61-33-19-44(8,55)41(54)26(7)57-33/h12-13,15-16,22-28,30-31,33-43,48,50-55H,11,14,17-20H2,1-10H3/p+1/b13-12+,21-16+/t22-,23+,24-,25-,26+,27+,28-,30-,31-,33+,34-,35-,36-,37-,38-,39-,40-,41+,42-,43+,44-/m1/s1	ALZAOGATQMXJKX-UQRCBBHQSA-O	888.4951263	CHEBI:76819		MMDBc0055897
BASm0006002	macrocin	Crocin 4 is found in herbs and spices. Crocin 4 is isolated from saffron (Crocus sativus).	55750-86-2	Solid	CC[C@H]1OC(=O)C[C@@H](O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)[C@@H](O[C@H]3C[C@@](C)(O)[C@@H](O)[C@H](C)O3)[C@H]([NH+](C)C)[C@H]2O)[C@@H](CC=O)C[C@@H](C)C(=O)/C=C/C(C)=C/[C@@H]1CO[C@@H]1O[C@H](C)[C@@H](O)[C@@H](O)[C@H]1OC	C27H36O9	InChI=1S/C27H36O9/c1-17(12-8-14-19(3)25(32)34-5)10-6-7-11-18(2)13-9-15-20(4)26(33)36-27-24(31)23(30)22(29)21(16-28)35-27/h6-15,21-24,27-31H,16H2,1-5H3/b7-6+,12-8+,13-9+,17-10+,18-11-,19-14-,20-15+	ATQIQIBBBWQWOT-QNFREAFUSA-N	504.2359328	CHEBI:76820	HMDB0039122	
BASm0006003	4-O-beta-D-mannopyranosyl-N-acetyl-D-glucosamine				CC(=O)N[C@H]1C(O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H]1O	C14H25NO11	InChI=1S/C14H25NO11/c1-4(18)15-7-9(20)12(6(3-17)24-13(7)23)26-14-11(22)10(21)8(19)5(2-16)25-14/h5-14,16-17,19-23H,2-3H2,1H3,(H,15,18)/t5-,6-,7-,8-,9-,10+,11+,12-,13?,14+/m1/s1	KFEUJDWYNGMDBV-KTNASFDVSA-N	383.1427606	CHEBI:76821		MMDBc0054276
BASm0006004	4-O-beta-D-glucopyranosyl-D-gluconate			Expected Solid	O=C([O-])[C@H](O)[C@@H](O)[C@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](O)CO	C12H21O12	InChI=1S/C12H22O12/c13-1-3(15)10(7(18)8(19)11(21)22)24-12-9(20)6(17)5(16)4(2-14)23-12/h3-10,12-20H,1-2H2,(H,21,22)/p-1/t3-,4-,5-,6+,7-,8-,9-,10-,12+/m1/s1	JYTUSYBCFIZPBE-ZNLUKOTNSA-M	357.1038497	CHEBI:76825		MMDBc0055531
BASm0006005	3-O-beta-D-glucosyl-D-glucuronate	A carbohydrate acid anion that is the conjugate base of 3-O-beta-D-glucosyl-D-glucuronic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.			O=C[C@H](O)[C@@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](O)[C@H](O)C(=O)[O-]	C12H19O12	InChI=1S/C12H20O12/c13-1-3(15)10(7(18)8(19)11(21)22)24-12-9(20)6(17)5(16)4(2-14)23-12/h1,3-10,12,14-20H,2H2,(H,21,22)/p-1/t3-,4+,5+,6-,7+,8-,9+,10+,12-/m0/s1	FZIWWMBARQNGJH-YEOGOCOXSA-M		CHEBI:76826		
BASm0006006	dTDP-beta-L-vancosamine			Expected Solid	Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]3C[C@](C)([NH3+])[C@H](O)[C@H](C)O3)O2)c(=O)[nH]c1=O	C17H28N3O13P2	InChI=1S/C17H29N3O13P2/c1-8-6-20(16(24)19-15(8)23)12-4-10(21)11(31-12)7-29-34(25,26)33-35(27,28)32-13-5-17(3,18)14(22)9(2)30-13/h6,9-14,21-22H,4-5,7,18H2,1-3H3,(H,25,26)(H,27,28)(H,19,23,24)/p-1/t9-,10-,11+,12+,13+,14+,17-/m0/s1	HRODALWRJULFHW-SWNFMPTGSA-M	544.1102856	CHEBI:76839		MMDBc0055961
BASm0006007	vancomycin	Vancomycin is only found in individuals that have used or taken this drug. It is an antibacterial obtained from Streptomyces orientalis. It is a glycopeptide related to ristocetin that inhibits bacterial cell wall assembly and is toxic to kidneys and the inner ear. [PubChem]The bactericidal action of vancomycin results primarily from inhibition of cell-wall biosynthesis. Specifically, vancomycin prevents incorporation of N-acetylmuramic acid (NAM)- and N-acetylglucosamine (NAG)-peptide subunits from being incorporated into the peptidoglycan matrix; which forms the major structural component of Gram-positive cell walls. The large hydrophilic molecule is able to form hydrogen bond interactions with the terminal D-alanyl-D-alanine moieties of the NAM/NAG-peptides. Normally this is a five-point interaction. This binding of vancomycin to the D-Ala-D-Ala prevents the incorporation of the NAM/NAG-peptide subunits into the peptidoglycan matrix. In addition, vancomycin alters bacterial-cell-membrane permeability and RNA synthesis. There is no cross-resistance between vancomycin and other antibiotics. Vancomycin is not active in vitro against gram-negative bacilli, mycobacteria, or fungi.	1404-90-6	Liquid	C[NH2+][C@H](CC(C)C)C(=O)N[C@H]1C(=O)N[C@@H](CC(N)=O)C(=O)N[C@H]2C(=O)N[C@H]3C(=O)N[C@H](C(=O)N[C@H](C(=O)[O-])c4cc(O)cc(O)c4-c4cc3ccc4O)[C@H](O)c3ccc(c(Cl)c3)Oc3cc2cc(c3O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[C@H]2C[C@](C)([NH3+])[C@H](O)[C@H](C)O2)Oc2ccc(cc2Cl)[C@H]1O	C66H75Cl2N9O24	InChI=1S/C66H75Cl2N9O24/c1-23(2)12-34(71-5)58(88)76-49-51(83)26-7-10-38(32(67)14-26)97-40-16-28-17-41(55(40)101-65-56(54(86)53(85)42(22-78)99-65)100-44-21-66(4,70)57(87)24(3)96-44)98-39-11-8-27(15-33(39)68)52(84)50-63(93)75-48(64(94)95)31-18-29(79)19-37(81)45(31)30-13-25(6-9-36(30)80)46(60(90)77-50)74-61(91)47(28)73-59(89)35(20-43(69)82)72-62(49)92/h6-11,13-19,23-24,34-35,42,44,46-54,56-57,65,71,78-81,83-87H,12,20-22,70H2,1-5H3,(H2,69,82)(H,72,92)(H,73,89)(H,74,91)(H,75,93)(H,76,88)(H,77,90)(H,94,95)/t24-,34+,35-,42+,44-,46+,47+,48-,49+,50-,51+,52+,53+,54-,56+,57+,65-,66-/m0/s1	MYPYJXKWCTUITO-LYRMYLQWSA-N		CHEBI:76842	HMDB14653	
BASm0006008	7-deoxyloganate		92842-56-3		C[C@H]1CC[C@@H]2C(C(=O)[O-])=CO[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H]21	C16H24O9	InChI=1S/C16H24O9/c1-6-2-3-7-8(14(21)22)5-23-15(10(6)7)25-16-13(20)12(19)11(18)9(4-17)24-16/h5-7,9-13,15-20H,2-4H2,1H3,(H,21,22)	DSXFHNSGLYXPNG-UHFFFAOYSA-N		CHEBI:76844		
BASm0006009	7-deoxyloganetate	A monocarboxylic acid anion that is the conjugate base of 7-deoxyloganetic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.			C[C@H]1CC[C@@H]2C(C(=O)[O-])=CO[C@@H](O)[C@@H]21	C10H13O4	InChI=1S/C10H14O4/c1-5-2-3-6-7(9(11)12)4-14-10(13)8(5)6/h4-6,8,10,13H,2-3H2,1H3,(H,11,12)/p-1/t5-,6+,8+,10+/m0/s1	DKGYTSKPMLWLEI-FIZOKRMRSA-M		CHEBI:76846		
BASm0006010	7-deoxyloganetin	An iridoid monoterpenoid that is the methyl ester of 7-deoxyloganetic acid.			COC(=O)C1=CO[C@@H](O)[C@H]2[C@@H]1CC[C@@H]2C	C11H16O4	InChI=1S/C11H16O4/c1-6-3-4-7-8(10(12)14-2)5-15-11(13)9(6)7/h5-7,9,11,13H,3-4H2,1-2H3/t6-,7+,9+,11+/m0/s1	GGFAHFSRIITJIJ-NONSRLQASA-N		CHEBI:76849		
BASm0006011	isoxazolin-5-one				O=c1cc[nH]o1	C3H3NO2	InChI=1S/C3H3NO2/c5-3-1-2-4-6-3/h1-2,4H	HZVPJXOQDCOJRJ-UHFFFAOYSA-N	85.01637834	CHEBI:76851		
BASm0006012	3-(5-oxoisoxazolin-2-yl)-L-alanine		59476-61-8		[NH3+][C@@H](Cn1ccc(=O)o1)C(=O)[O-]	C6H8N2O4	InChI=1S/C6H8N2O4/c7-4(6(10)11)3-8-2-1-5(9)12-8/h1-2,4H,3,7H2,(H,10,11)	BDHFFHBFJUZSBF-UHFFFAOYSA-N		CHEBI:76855		
BASm0006013	3-(5-oxoisoxazolin-4-yl)-L-alanine			Expected Solid	[NH3+][C@@H](Cc1c[nH]oc1=O)C(=O)[O-]	C6H8N2O4	InChI=1S/C6H8N2O4/c7-4(5(9)10)1-3-2-8-12-6(3)11/h2,4,8H,1,7H2,(H,9,10)/t4-/m0/s1	LVNJBTYSYFSYFG-BYPYZUCNSA-N	172.0484067	CHEBI:76856		MMDBc0004506
BASm0006014	(2S,3S)-3-methylphenylalanine			Expected Solid	C[C@@H](c1ccccc1)[C@H]([NH3+])C(=O)[O-]	C10H13NO2	InChI=1S/C10H13NO2/c1-7(9(11)10(12)13)8-5-3-2-4-6-8/h2-7,9H,11H2,1H3,(H,12,13)/t7-,9-/m0/s1	IRZQDMYEJPNDEN-CBAPKCEASA-N	179.0946287	CHEBI:76864		MMDBc0054053
BASm0006015	A47934			Expected Solid		C58H42Cl3N7O21S		HRGFAEUWEMDRRZ-BNXVGFMISA-L	1309.123103	CHEBI:76892		MMDBc0055672
BASm0006016	desulfo-A47934			Expected Solid		C58H43Cl3N7O18		KJTFTWQSEBLIPM-BNXVGFMISA-M	1230.173564	CHEBI:76894		MMDBc0055904
BASm0006017					*N[C@@H](CS)C(=O)[O-]					CHEBI:76913		
BASm0006018	(+-)-pavine	An organic cation obtained by protonation of the amino function of pavine; major species at pH 7.3.				C20H24NO4		SRSPZLZVGPJHJH-UHFFFAOYNA-O	342.1699847	CHEBI:76921		
BASm0006019	N-methylpavine				COc1cc2c(cc1OC)C1Cc3cc(OC)c(OC)cc3C(C2)[NH+]1C	C21H25NO4	InChI=1S/C21H25NO4/c1-22-16-6-12-8-18(23-2)20(25-4)10-14(12)17(22)7-13-9-19(24-3)21(26-5)11-15(13)16/h8-11,16-17H,6-7H2,1-5H3	QEOWCPFWLCIQSL-UHFFFAOYSA-N	355.1783583	CHEBI:76922		
BASm0006020	(S)-cis-N-methylscoulerine				COc1cc2c(cc1O)[C@@H]1Cc3ccc(OC)c(O)c3C[N@+]1(C)CC2	C20H24NO4	InChI=1S/C20H23NO4/c1-21-7-6-13-9-19(25-3)17(22)10-14(13)16(21)8-12-4-5-18(24-2)20(23)15(12)11-21/h4-5,9-10,16H,6-8,11H2,1-3H3,(H-,22,23)/p+1	LKLWVKCEYSPQHL-UHFFFAOYSA-O	342.1699847	CHEBI:76923		
BASm0006022	N-acetyl-L-aspartyl-L-glutamate	N-Acetylaspartylglutamate (NAAG) is a neuropeptide found in millimolar concentrations in the brain that is localized to subpopulations of glutamatergic, cholinergic, GABAergic, and noradrenergic neuronal systems. NAAG is released upon depolarization by a Ca(2+)-dependent process and is an agonist at mGluR3 receptors and an antagonist at NMDA receptors. NAAG is catabolized to N-acetylaspartate and glutamate primarily by glutamate carboxypeptidase II, which is expressed on the extracellular surface of astrocytes. The levels of NAAG and the activity of carboxypeptidase II are altered in a regionally specific fashion in several neuropsychiatric disorders (PMID:9361299). N-Acetylaspartylglutamic acid (NAAG) is a purported precursor of N-acetylaspartic acid (NAA) and is present at about one-tenth of the concentration of NAA in the brain. NAAG has been reported to activate N-methyl-D-aspartic acid (NMDA) receptors in neurons. Previous immunohistochemical studies in the vertebrate central nervous system (CNS) have suggested that NAAG is exclusively localized to neurons. Recent evidence, however, indicates that NAAG might also be localized to nonneuronal cells within the CNS. Only traces of NAA and NAAG are detectable in other tissues. Some compounds can change levels of NAA and NAAG in the brain. For example, methylphenidate increases the levels of NAA and NAAG in the cerebral cortex; amphetamine also increases NAA concentration in a mature brain by 26%, raising the possibility that other neurochemical systems might be involved in the clinical effects of stimulants (PMID:10603234).	3106-85-2	Solid	CC(=O)N[C@@H](CC(=O)[O-])C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-]	C11H16N2O8	InChI=1S/C11H16N2O8/c1-5(14)12-7(4-9(17)18)10(19)13-6(11(20)21)2-3-8(15)16/h6-7H,2-4H2,1H3,(H,12,14)(H,13,19)(H,15,16)(H,17,18)(H,20,21)/t6-,7-/m0/s1	OPVPGKGADVGKTG-BQBZGAKWSA-N	304.0906655	CHEBI:76931	HMDB0001067	
BASm0006023	N-acetyl-L-aspartyl-L-glutamyl-L-glutamate	A peptide anion obtained by deprotonation of the four carboxy groups of Ac-Asp-Glu-Glu; major species at pH 7.3.			CC(=O)N[C@@H](CC(=O)[O-])C(=O)N[C@@H](CCC(=O)[O-])C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-]	C16H19N3O11	InChI=1S/C16H23N3O11/c1-7(20)17-10(6-13(25)26)15(28)18-8(2-4-11(21)22)14(27)19-9(16(29)30)3-5-12(23)24/h8-10H,2-6H2,1H3,(H,17,20)(H,18,28)(H,19,27)(H,21,22)(H,23,24)(H,25,26)(H,29,30)/p-4/t8-,9-,10-/m0/s1	XNHNFLZMOUNVIW-GUBZILKMSA-J		CHEBI:76935		
BASm0006025	beta-citrylglutamate	N-nervonoyl valine, also known as beta-citrylglutamate or b-citrylglutamic acid belongs to the class of compounds known as N-acylamides. These are molecules characterized by a fatty acyl group linked to a primary amine by an amide bond. More specifically, it is a Nervonic acid amide of Valine. It is believed that there are more than 800 types of N-acylamides in the human body. N-acylamides fall into several categories: amino acid conjugates (e.g., those acyl amides conjugated with amino acids), neurotransmitter conjugates (e.g., those acylamides conjugated with neurotransmitters), ethanolamine conjugates (e.g., those acylamides conjugated to ethanolamine), and taurine conjugates (e.g., those acyamides conjugated to taurine). N-Nervonoyl Valine is an amino acid conjugate. N-acylamides can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain N-acylamides; 2) medium-chain N-acylamides; 3) long-chain N-acylamides; and 4) very long-chain N-acylamides; 5) hydroxy N-acylamides; 6) branched chain N-acylamides; 7) unsaturated N-acylamides; 8) dicarboxylic N-acylamides and 9) miscellaneous N-acylamides. N-Nervonoyl Valine is therefore classified as a very long chain N-acylamide. N-acyl amides have a variety of signaling functions in physiology, including in cardiovascular activity, metabolic homeostasis, memory, cognition, pain, motor control and others (PMID: 15655504). N-acyl amides have also been shown to play a role in cell migration, inflammation and certain pathological conditions such as diabetes, cancer, neurodegenerative disease, and obesity (PMID: 23144998; PMID: 25136293; PMID: 28854168).N-acyl amides can be synthesized both endogenously and by gut microbiota (PMID: 28854168). N-acylamides can be biosynthesized via different routes, depending on the parent amine group. N-acyl ethanolamines (NAEs) are formed via the hydrolysis of an unusual phospholipid precursor, N-acyl-phosphatidylethanolamine (NAPE), by a specific phospholipase D. N-acyl amino acids are synthesized via a circulating peptidase M20 domain containing 1 (PM20D1), which can catalyze the bidirectional the condensation and hydrolysis of a variety of N-acyl amino acids. The degradation of N-acylamides is largely mediated by an enzyme called fatty acid amide hydrolase (FAAH), which catalyzes the hydrolysis of N-acylamides into fatty acids and the biogenic amines. Many N-acylamides are involved in lipid signaling system through interactions with transient receptor potential channels (TRP). TRP channel proteins interact with N-acyl amides such as N-arachidonoyl ethanolamide (Anandamide), N-arachidonoyl dopamine and others in an opportunistic fashion (PMID: 23178153). This signaling system has been shown to play a role in the physiological processes involved in inflammation (PMID: 25136293). Other N-acyl amides, including N-oleoyl-glutamine, have also been characterized as TRP channel antagonists (PMID: 29967167). N-acylamides have also been shown to have G-protein-coupled receptors (GPCRs) binding activity (PMID: 28854168). The study of N-acylamides is an active area of research and it is likely that many novel N-acylamides will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			O=C([O-])CC[C@H](NC(=O)C(O)(CC(=O)[O-])CC(=O)[O-])C(=O)[O-]	C29H55NO3	InChI=1S/C29H55NO3/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-27(31)30-28(26(2)3)29(32)33/h11-12,26,28H,4-10,13-25H2,1-3H3,(H,30,31)(H,32,33)	XPTYCUVCGKYPRD-UHFFFAOYSA-N	465.4181946	CHEBI:76942	HMDB0241915	
BASm0006026	(+)-copalol			Expected Solid	C=C1CC[C@H]2C(C)(C)CCC[C@]2(C)[C@H]1CC/C(C)=C/CO	C20H34O	InChI=1S/C20H34O/c1-15(11-14-21)7-9-17-16(2)8-10-18-19(3,4)12-6-13-20(17,18)5/h11,17-18,21H,2,6-10,12-14H2,1,3-5H3/b15-11+/t17-,18-,20+/m0/s1	NERNKRPBSOBEHC-ATPOGHATSA-N	290.2609657	CHEBI:76943		MMDBc0054017
BASm0006027	13-epi-manool			Expected Solid	C=C[C@@](C)(O)CC[C@H]1C(=C)CC[C@H]2C(C)(C)CCC[C@]12C	C20H34O	InChI=1S/C20H34O/c1-7-19(5,21)14-11-16-15(2)9-10-17-18(3,4)12-8-13-20(16,17)6/h7,16-17,21H,1-2,8-14H2,3-6H3/t16-,17-,19+,20+/m0/s1	CECREIRZLPLYDM-RAUXBKROSA-N	290.2609657	CHEBI:76944		MMDBc0054148
BASm0006028	manool			Expected Solid	C=C[C@](C)(O)CC[C@H]1C(=C)CC[C@H]2C(C)(C)CCC[C@]12C	C20H34O	InChI=1S/C20H34O/c1-7-19(5,21)14-11-16-15(2)9-10-17-18(3,4)12-8-13-20(16,17)6/h7,16-17,21H,1-2,8-14H2,3-6H3/t16-,17-,19-,20+/m0/s1	CECREIRZLPLYDM-QGZVKYPTSA-N	290.2609657	CHEBI:76945		MMDBc0054556
BASm0006029	ent-manool			Expected Solid	C=C[C@@](C)(O)CC[C@@H]1C(=C)CC[C@@H]2C(C)(C)CCC[C@@]12C	C20H34O	InChI=1S/C20H34O/c1-7-19(5,21)14-11-16-15(2)9-10-17-18(3,4)12-8-13-20(16,17)6/h7,16-17,21H,1-2,8-14H2,3-6H3/t16-,17-,19-,20+/m1/s1	CECREIRZLPLYDM-LFGUQSLTSA-N	290.2609657	CHEBI:76948		MMDBc0055967
BASm0006030	(-)-ent-copalol			Expected Solid	C=C1CC[C@@H]2C(C)(C)CCC[C@@]2(C)[C@@H]1CC/C(C)=C/CO	C20H34O	InChI=1S/C20H34O/c1-15(11-14-21)7-9-17-16(2)8-10-18-19(3,4)12-6-13-20(17,18)5/h11,17-18,21H,2,6-10,12-14H2,1,3-5H3/b15-11+/t17-,18-,20+/m1/s1	NERNKRPBSOBEHC-PGHZQYBFSA-N	290.2609657	CHEBI:76950		MMDBc0054728
BASm0006031	syn-copalol			Expected Solid	C=C1CC[C@H]2C(C)(C)CCC[C@]2(C)[C@@H]1CC/C(C)=C/CO	C20H34O	InChI=1S/C20H34O/c1-15(11-14-21)7-9-17-16(2)8-10-18-19(3,4)12-6-13-20(17,18)5/h11,17-18,21H,2,6-10,12-14H2,1,3-5H3/b15-11+/t17-,18+,20-/m1/s1	NERNKRPBSOBEHC-HZEYQZKKSA-N	290.2609657	CHEBI:76952		MMDBc0056323
BASm0006032	(13S)-vitexifolin A			Expected Solid	C=C[C@@](C)(O)CC[C@@H]1C(=C)CC[C@H]2C(C)(C)CCC[C@]12C	C20H34O	InChI=1S/C20H34O/c1-7-19(5,21)14-11-16-15(2)9-10-17-18(3,4)12-8-13-20(16,17)6/h7,16-17,21H,1-2,8-14H2,3-6H3/t16-,17+,19-,20-/m1/s1	CECREIRZLPLYDM-PIKOESSRSA-N	290.2609657	CHEBI:76954		MMDBc0054760
BASm0006033	1,2,3-trioctanoylglycerol	TG(8:0/8:0/8:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(8:0/8:0/8:0) is made up of one octanoyl(R1), one octanoyl(R2), and one octanoyl(R3).	538-23-8		CCCCCCCC(=O)OCC(COC(=O)CCCCCCC)OC(=O)CCCCCCC	C27H50O6	InChI=1S/C27H50O6/c1-4-7-10-13-16-19-25(28)31-22-24(33-27(30)21-18-15-12-9-6-3)23-32-26(29)20-17-14-11-8-5-2/h24H,4-23H2,1-3H3	VLPFTAMPNXLGLX-UHFFFAOYSA-N	470.3607393	CHEBI:76978	HMDB0011187	
BASm0006034	1,2-dioctanoyl-sn-glycerol	Diglycerides (DGs) are also known as diacylglycerols or diacylglycerides, meaning that they are glycerides consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. DG(8:0/8:0/0:0), in particular, consists of one chain of caprylic acid at the C-1 position and one chain of caprylic acid at the C-2 position. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Diacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections.		Solid	CCCCCCCC(=O)OC[C@H](CO)OC(=O)CCCCCCC	C19H36O5	InChI=1S/C19H36O5/c1-3-5-7-9-11-13-18(21)23-16-17(15-20)24-19(22)14-12-10-8-6-4-2/h17,20H,3-16H2,1-2H3/t17-/m0/s1	ZQBULZYTDGUSSK-KRWDZBQOSA-N	344.2562743	CHEBI:76979	HMDB0116368	
BASm0006035	3-[(1-carboxyvinyl)-oxy]benzoate			Expected Solid	C=C(Oc1cccc(C(=O)[O-])c1)C(=O)[O-]	C10H6O5	InChI=1S/C10H8O5/c1-6(9(11)12)15-8-4-2-3-7(5-8)10(13)14/h2-5H,1H2,(H,11,12)(H,13,14)/p-2	HGVAHYJMDVROLE-UHFFFAOYSA-L	206.0226205	CHEBI:76981		MMDBc0055333
BASm0006036	2,3-dioctanoyl-sn-glycerol	Diglycerides (DGs) are also known as diacylglycerols or diacylglycerides, meaning that they are glycerides consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. DG(8:0/8:0/0:0), in particular, consists of one chain of caprylic acid at the C-1 position and one chain of caprylic acid at the C-2 position. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Diacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections.		Solid	CCCCCCCC(=O)OC[C@@H](CO)OC(=O)CCCCCCC	C19H36O5	InChI=1S/C19H36O5/c1-3-5-7-9-11-13-18(21)23-16-17(15-20)24-19(22)14-12-10-8-6-4-2/h17,20H,3-16H2,1-2H3/t17-/m0/s1	ZQBULZYTDGUSSK-KRWDZBQOSA-N	344.2562743	CHEBI:76982	HMDB0116368	
BASm0006037	1-(9Z-octadecenoyl)-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)	PG(18:1(9Z)/12:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(18:1(9Z)/12:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of lauric acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis. 			CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OC[C@@H](O)CO)OC(=O)CCCCCCCCCCC	C36H69O10P	InChI=1S/C36H69O10P/c1-3-5-7-9-11-13-14-15-16-17-18-20-21-23-25-27-35(39)43-31-34(32-45-47(41,42)44-30-33(38)29-37)46-36(40)28-26-24-22-19-12-10-8-6-4-2/h15-16,33-34,37-38H,3-14,17-32H2,1-2H3,(H,41,42)/b16-15-/t33-,34+/m0/s1	NJBICDZLLUNWQC-WYRVCTHCSA-N	692.4628354	CHEBI:77000		
BASm0006038	1-hexadecanoyl-2-dodecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol)	PG(16:0/12:0) is a phosphatidylglycerol or glycerophospholipid (PG or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(16:0/12:0), in particular, consists of one hexadecanoyl chain at the C-1 position and one dodecanoyl chain at the C-2 position. Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PG also serves as a precursor for the synthesis of cardiolipin. PG is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.		Expected Solid	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OC[C@@H](O)CO)OC(=O)CCCCCCCCCCC	C34H67O10P	InChI=1S/C34H67O10P/c1-3-5-7-9-11-13-14-15-16-18-19-21-23-25-33(37)41-29-32(30-43-45(39,40)42-28-31(36)27-35)44-34(38)26-24-22-20-17-12-10-8-6-4-2/h31-32,35-36H,3-30H2,1-2H3,(H,39,40)/t31-,32+/m0/s1	JEFIPDXUAUIVAD-AJQTZOPKSA-N	666.4471854	CHEBI:77001		MMDBc0056992
BASm0006039	22-hydroxy-(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate	A polyunsaturated fatty acid anion that is the conjugate base of (4Z,7Z,10Z,13Z,16Z,19Z)-22-hydroxydocosahexaenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.			O=C([O-])CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCO	C22H31O3	InChI=1S/C22H32O3/c23-21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20-22(24)25/h2-5,8-11,14-17,23H,1,6-7,12-13,18-21H2,(H,24,25)/p-1/b4-2-,5-3-,10-8-,11-9-,16-14-,17-15-	DTRUULZFBQUZPD-OAKYPOHLSA-M		CHEBI:77015		
BASm0006040	(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate			Expected Solid	CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)[O-]	C22H31O2	InChI=1S/C22H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16,18-19H,2,5,8,11,14,17,20-21H2,1H3,(H,23,24)/p-1/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-	MBMBGCFOFBJSGT-KUBAVDMBSA-M	327.2329538	CHEBI:77016		MMDBc0054965
BASm0006041	alpha-NAD(+)			Expected Solid	NC(=O)c1ccc[n+]([C@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)c1	C21H26N7O14P2	InChI=1S/C21H27N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1-4,7-8,10-11,13-16,20-21,29-32H,5-6H2,(H5-,22,23,24,25,33,34,35,36,37)/p-1/t10-,11-,13-,14-,15-,16-,20+,21-/m1/s1	BAWFJGJZGIEFAR-OPDHFMQKSA-M	662.1018461	CHEBI:77017		MMDBc0055719
BASm0006042	14-hydroxytetradecanoate			Expected Solid	O=C([O-])CCCCCCCCCCCCCO	C14H27O3	InChI=1S/C14H28O3/c15-13-11-9-7-5-3-1-2-4-6-8-10-12-14(16)17/h15H,1-13H2,(H,16,17)/p-1	JOSXCARTDOQGLV-UHFFFAOYSA-M	243.1965683	CHEBI:77033		MMDBc0048937
BASm0006043					*C(=O)[C@H](C)N(C)C					CHEBI:77037		
BASm0006044	(3S)-hydroxytetradecanedioyl-CoA	3-hydroxytetradecanedioyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a 3-hydroxytetradecanedioic acid thioester of coenzyme A. 3-hydroxytetradecanedioyl-coa is an acyl-CoA with 14 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. 3-hydroxytetradecanedioyl-coa is therefore classified as a long chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. 3-hydroxytetradecanedioyl-coa, being a long chain acyl-CoA is a substrate for long chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, 3-hydroxytetradecanedioyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of 3-hydroxytetradecanedioyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts 3-hydroxytetradecanedioyl-CoA into 3-hydroxytetradecanedioylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, 3-hydroxytetradecanedioylcarnitine is converted back to 3-hydroxytetradecanedioyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of 3-hydroxytetradecanedioyl-CoA occurs in four steps. First, since 3-hydroxytetradecanedioyl-CoA is a long chain acyl-CoA it is the substrate for a long chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of 3-hydroxytetradecanedioyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until 3-hydroxytetradecanedioyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.				C35H55N7O20P3S		FFGRDSVMHUQCLS-FPTUOSRSSA-I	1018.246287	CHEBI:77038	HMDB0301216	
BASm0006045	(2E)-tetradecenedioyl-CoA	(2e)-tetradec-2-enedioyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a (2E)-tetradec-2-enedioic acid thioester of coenzyme A. (2e)-tetradec-2-enedioyl-coa is an acyl-CoA with 14 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. (2e)-tetradec-2-enedioyl-coa is therefore classified as a long chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. (2e)-tetradec-2-enedioyl-coa, being a long chain acyl-CoA is a substrate for long chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, (2E)-Tetradec-2-enedioyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of (2E)-Tetradec-2-enedioyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts (2E)-Tetradec-2-enedioyl-CoA into (2E)-Tetradec-2-enedioylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, (2E)-Tetradec-2-enedioylcarnitine is converted back to (2E)-Tetradec-2-enedioyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of (2E)-Tetradec-2-enedioyl-CoA occurs in four steps. First, since (2E)-Tetradec-2-enedioyl-CoA is a long chain acyl-CoA it is the substrate for a long chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of (2E)-Tetradec-2-enedioyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until (2E)-Tetradec-2-enedioyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.				C35H53N7O19P3S		SFSYDKBWVPWWFQ-KHXGTSCESA-I	1000.235723	CHEBI:77039	HMDB0301155	
BASm0006046	3-oxotetradecanedioyl-CoA	An acyl-CoA oxoanion that is the pentaanion of 3-oxotetradecanedioyl-CoA, arising from deprotonation of the phosphate, diphosphate and carboxylic acid functions; major species at pH 7.3.				C35H53N7O20P3S		BBFDWYFIECYVAX-XIOMLZLPSA-I	1016.230637	CHEBI:77041		
BASm0006047	tylosin	It is used in treatment of cattle, swine and mycoplasmas in poultry↵↵Tylosin is a macrolide-class antibiotic used in veterinary medicine. It has a broad spectrum of activity against gram positive organisms and a limited range of gram negative organisms. It is found naturally as a fermentation product of Streptomyces fradiae.	1401-69-0			C46H78NO17		WBPYTXDJUQJLPQ-CQICKBAWSA-O	916.5264265	CHEBI:77047	HMDB34108	
BASm0006048	4,8-dimethylnonanoyl-CoA			Expected Solid	[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C(N=C([H])N=C23)N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C32H52N7O17P3S	InChI=1S/C32H56N7O17P3S/c1-19(2)7-6-8-20(3)9-10-23(41)60-14-13-34-22(40)11-12-35-30(44)27(43)32(4,5)16-53-59(50,51)56-58(48,49)52-15-21-26(55-57(45,46)47)25(42)31(54-21)39-18-38-24-28(33)36-17-37-29(24)39/h17-21,25-27,31,42-43H,6-16H2,1-5H3,(H,34,40)(H,35,44)(H,48,49)(H,50,51)(H2,33,36,37)(H2,45,46,47)/p-4/t20?,21-,25-,26-,27+,31-/m1/s1	YGNKJFPEXQCWDB-ANHZDMDASA-J	931.2375197	CHEBI:77061		MMDBc0048696
BASm0006049	4,8-dimethylnonanoate	4,6-Dimethylnonanoic acid is produced in the peroxisomes from pristanic acid (where undergoes three cycles of &#946;-oxidation) and then exported to the mitochondria or hydrolyzed by an acyl-CoA thioesterase and transported to the mitochondrion, followed by reactivation to its CoA-ester inside the mitochondria for full oxidation to CO2 and H2O. (PMID: 11785945).	7540-70-7	Solid		C11H21O2		VZPIUNDOWLDCTC-UHFFFAOYNA-M	185.1547035	CHEBI:77063	HMDB0002373	
BASm0006050	rhodomycin D			Expected Solid		C28H32NO11		CADJZGPRUYOSGU-QWWLYEKJSA-O	558.1969873	CHEBI:77073		MMDBc0017857
BASm0006051	4-O-methylrhodomycin D			Expected Solid	[H][C@]1([NH3+])C[C@]([H])(O[C@@]2([H])C[C@](O)(CC)[C@]([H])(C(=O)OC)C3=C(O)C4=C(C(O)=C23)C(=O)C2=C(C=CC=C2OC)C4=O)O[C@@]([H])(C)[C@@]1([H])O	C29H34NO11	InChI=1S/C29H33NO11/c1-5-29(37)10-15(41-16-9-13(30)23(31)11(2)40-16)18-19(22(29)28(36)39-4)27(35)20-21(26(18)34)25(33)17-12(24(20)32)7-6-8-14(17)38-3/h6-8,11,13,15-16,22-23,31,34-35,37H,5,9-10,30H2,1-4H3/p+1/t11-,13-,15-,16-,22-,23+,29+/m0/s1	KPBSBYSJFXROOJ-FUXNZPHBSA-O	572.2126373	CHEBI:77074		MMDBc0055534
BASm0006052	(2E)-hexadecenedioyl-CoA	An acyl-CoA oxoanion that is the pentaanion of (2E)-hexadecenedioyl-CoA, arising from deprotonation of phosphate, diphosphate and carboxylic acid functions; major species at pH 7.3.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C/CCCCCCCCCCCCC(=O)[O-]	C37H57N7O19P3S	InChI=1S/C37H62N7O19P3S/c1-37(2,32(50)35(51)40-18-17-26(45)39-19-20-67-28(48)16-14-12-10-8-6-4-3-5-7-9-11-13-15-27(46)47)22-60-66(57,58)63-65(55,56)59-21-25-31(62-64(52,53)54)30(49)36(61-25)44-24-43-29-33(38)41-23-42-34(29)44/h14,16,23-25,30-32,36,49-50H,3-13,15,17-22H2,1-2H3,(H,39,45)(H,40,51)(H,46,47)(H,55,56)(H,57,58)(H2,38,41,42)(H2,52,53,54)/p-5/b16-14+/t25-,30-,31-,32+,36-/m1/s1	SJBSPCRLRGPAHQ-OHCWBFRRSA-I		CHEBI:77075		
BASm0006053	10-carboxy-13-deoxydaunorubicin			Expected Solid	CC[C@@]1(O)C[C@H](O[C@H]2C[C@H]([NH3+])[C@H](O)[C@H](C)O2)c2c(O)c3c(c(O)c2[C@H]1C(=O)[O-])C(=O)c1cccc(OC)c1C3=O	C28H31NO11	InChI=1S/C28H31NO11/c1-4-28(37)9-14(40-15-8-12(29)22(30)10(2)39-15)17-18(21(28)27(35)36)26(34)19-20(25(17)33)24(32)16-11(23(19)31)6-5-7-13(16)38-3/h5-7,10,12,14-15,21-22,30,33-34,37H,4,8-9,29H2,1-3H3,(H,35,36)/t10-,12-,14-,15-,21-,22+,28+/m0/s1	ROYGEIBVSIXOBH-QWWLYEKJSA-N	557.1897108	CHEBI:77076		MMDBc0055152
BASm0006054	10-carboxy-13-deoxycarminomycin			Expected Solid	CC[C@@]1(O)C[C@H](O[C@H]2C[C@H]([NH3+])[C@H](O)[C@H](C)O2)c2c(O)c3c(c(O)c2[C@H]1C(=O)[O-])C(=O)c1cccc(O)c1C3=O	C27H29NO11	InChI=1S/C27H29NO11/c1-3-27(37)8-13(39-14-7-11(28)21(30)9(2)38-14)16-17(20(27)26(35)36)25(34)18-19(24(16)33)23(32)15-10(22(18)31)5-4-6-12(15)29/h4-6,9,11,13-14,20-21,29-30,33-34,37H,3,7-8,28H2,1-2H3,(H,35,36)/t9-,11-,13-,14-,20-,21+,27+/m0/s1	MMYTYGXIKKVLES-AGMCFEMXSA-N	543.1740608	CHEBI:77077		MMDBc0020860
BASm0006055	(3R)-hydroxyhexadecanedioyl-CoA				CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@H](O)CCCCCCCCCCCCC(=O)[O-]	C37H64N7O20P3S	InChI=1S/C37H64N7O20P3S/c1-37(2,32(51)35(52)40-16-15-26(46)39-17-18-68-28(49)19-24(45)13-11-9-7-5-3-4-6-8-10-12-14-27(47)48)21-61-67(58,59)64-66(56,57)60-20-25-31(63-65(53,54)55)30(50)36(62-25)44-23-43-29-33(38)41-22-42-34(29)44/h22-25,30-32,36,45,50-51H,3-21H2,1-2H3,(H,39,46)(H,40,52)(H,47,48)(H,56,57)(H,58,59)(H2,38,41,42)(H2,53,54,55)/t24?,25-,30-,31-,32?,36-/m1/s1	QNUDSTASHBDCFR-BIOGMENVSA-N		CHEBI:77079		
BASm0006056	(3S)-hydroxyhexadecanedioyl-CoA				CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@@H](O)CCCCCCCCCCCCC(=O)[O-]	C37H64N7O20P3S	InChI=1S/C37H64N7O20P3S/c1-37(2,32(51)35(52)40-16-15-26(46)39-17-18-68-28(49)19-24(45)13-11-9-7-5-3-4-6-8-10-12-14-27(47)48)21-61-67(58,59)64-66(56,57)60-20-25-31(63-65(53,54)55)30(50)36(62-25)44-23-43-29-33(38)41-22-42-34(29)44/h22-25,30-32,36,45,50-51H,3-21H2,1-2H3,(H,39,46)(H,40,52)(H,47,48)(H,56,57)(H,58,59)(H2,38,41,42)(H2,53,54,55)/t24?,25-,30-,31-,32?,36-/m1/s1	QNUDSTASHBDCFR-BIOGMENVSA-N		CHEBI:77080		
BASm0006057	3-oxohexadecanedioyl-CoA	An acyl-CoA oxoanion that is the pentaanion of 3-oxohexadecanedioyl-CoA, arising from deprotonation of the phosphate, diphosphate and carboxylic acid functions; major species at pH 7.3.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCCCCCCCCCCC(=O)[O-]	C37H57N7O20P3S	InChI=1S/C37H62N7O20P3S/c1-37(2,32(51)35(52)40-16-15-26(46)39-17-18-68-28(49)19-24(45)13-11-9-7-5-3-4-6-8-10-12-14-27(47)48)21-61-67(58,59)64-66(56,57)60-20-25-31(63-65(53,54)55)30(50)36(62-25)44-23-43-29-33(38)41-22-42-34(29)44/h22-23,25,30-32,36,50-51H,3-21H2,1-2H3,(H,39,46)(H,40,52)(H,47,48)(H,56,57)(H,58,59)(H2,38,41,42)(H2,53,54,55)/p-5/t25-,30-,31-,32+,36-/m1/s1	IXGAITYGUGEYTF-CCAJQFMUSA-I		CHEBI:77081		
BASm0006058	tetradecanedioyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCCCCCCCC(=O)[O-]	C35H55N7O19P3S	InChI=1S/C35H60N7O19P3S/c1-35(2,30(48)33(49)38-16-15-24(43)37-17-18-65-26(46)14-12-10-8-6-4-3-5-7-9-11-13-25(44)45)20-58-64(55,56)61-63(53,54)57-19-23-29(60-62(50,51)52)28(47)34(59-23)42-22-41-27-31(36)39-21-40-32(27)42/h21-23,28-30,34,47-48H,3-20H2,1-2H3,(H,37,43)(H,38,49)(H,44,45)(H,53,54)(H,55,56)(H2,36,39,40)(H2,50,51,52)/p-5/t23-,28-,29-,30+,34-/m1/s1	TVXJIGZINAEEEG-XIOMLZLPSA-I	1002.251373	CHEBI:77084		MMDBc0048652
BASm0006059	hexadecanedioyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCCCCCCCCCC(=O)[O-]	C37H59N7O19P3S	InChI=1S/C37H64N7O19P3S/c1-37(2,32(50)35(51)40-18-17-26(45)39-19-20-67-28(48)16-14-12-10-8-6-4-3-5-7-9-11-13-15-27(46)47)22-60-66(57,58)63-65(55,56)59-21-25-31(62-64(52,53)54)30(49)36(61-25)44-24-43-29-33(38)41-23-42-34(29)44/h23-25,30-32,36,49-50H,3-22H2,1-2H3,(H,39,45)(H,40,51)(H,46,47)(H,55,56)(H,57,58)(H2,38,41,42)(H2,52,53,54)/p-5/t25-,30-,31-,32+,36-/m1/s1	GTCSHNMTNCXODY-CCAJQFMUSA-I	1030.282673	CHEBI:77085		MMDBc0048650
BASm0006060	O-dodecanoyl-R-carnitine	Dodecanoylcarnitine is an acylcarnitine. More specifically, it is an dodecanoic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy.  This process is known as beta-oxidation. According to a recent review (PMID: 35710135), acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. Dodecanoylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine Dodecanoylcarnitine is somewhat less abundant than short-chain acylcarnitines. These are formed either through esterification with L-carnitine or through the peroxisomal metabolism of longer chain acylcarnitines (PMID: 30540494). Many medium-chain acylcarnitines can serve as useful markers for inherited disorders of fatty acid metabolism. In particular Dodecanoylcarnitine is elevated in the blood or plasma of individuals with very long chain acyl-CoA dehydrogenase deficiency (PMID: 9034211), Yin deficiency (PMID: 31909891), multiple acyl coenzyme A dehydrogenase deficiency (PMID: 30510944), CVD in type 2 diabetes Mellitus (PMID: 32431666), and diastolic heart failure (PMID: 26010610). It is also decreased in the blood or plasma of individuals with Celiac disease (PMID: 16425363), psoriasis (PMID: 28695330), intracerebral hemorrhage (PMID: 29265114), and pregnancy (PMID: 24704061 - in serum of pregnant women with fetus with CHD). Dodecanoylcarnitine is elevated in the urine of individuals with renal cell carcinoma (PMID: 29658093). Carnitine octanoyltransferase (CrOT, EC:2.3.1.137) is responsible for the synthesis of all medium-chain (MCAC, C5-C12) and medium-length branched-chain acylcarnitines in peroxisomes (PMID: 10486279). Dodecanoylcarnitine is also present in fatty acid oxidation disorders such as long-chain acyl CoA dehydrogenase deficiency, carnitine palmitoyltransferase I deficiency, and carnitine palmitoyltransferase II deficiency (PMID: 12828998 ). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available (PMID: 35710135).	25518-54-1		CCCCCCCCCCCC(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C	C19H38NO4	InChI=1S/C19H37NO4/c1-5-6-7-8-9-10-11-12-13-14-19(23)24-17(15-18(21)22)16-20(2,3)4/h17H,5-16H2,1-4H3/p+1/t17-/m1/s1	FUJLYHJROOYKRA-QGZVFWFLSA-O	344.2795351	CHEBI:77086	HMDB0002250	
BASm0006061	O-hexadecanedioyl-L-carnitine			Expected Solid	C[N+](C)(C)C[C@@H](CC(=O)[O-])OC(=O)CCCCCCCCCCCCCCC(=O)[O-]	C23H42NO6	InChI=1S/C23H43NO6/c1-24(2,3)19-20(18-22(27)28)30-23(29)17-15-13-11-9-7-5-4-6-8-10-12-14-16-21(25)26/h20H,4-19H2,1-3H3,(H-,25,26,27,28)/p-1	UNHCPLSWMNPZTD-UHFFFAOYSA-M	428.3017617	CHEBI:77087		MMDBc0048179
BASm0006062	1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate	PA(18:0/20:4(5Z,8Z,11Z,14Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid		C41H71O8P		AXJKOPKPNZMCIN-GSEBOFAUSA-L	722.4897534	CHEBI:77091	HMDB0114884	
BASm0006063	fenbendazole	Veterinary anthelmintic. Fenbendazole is a fda approved for use in cattle, pigs and goats Fenbendazole (Hoechst brand names Panacur and Safe-Guard, Intervet Panacur and Panacur Rabbit) is a broad spectrum benzimidazole anthelmintic used against gastrointestinal parasites including roundworms, hookworms, whipworms, the taenia species of tapeworms, pinworms, aelurostrongylus, paragonimiasis, strongyles and strongyloides and can be administered to sheep, cattle, horses, fish, dogs, cats, rabbits and seals. Drug interactions may occur if using bromsalan flukicides (Dibromsalan, Tribromsalan). Abortions in cattle and death in sheep have been reported after using these medications together. (Plumb's Veterinary Drug Handbook, Fifth Edition. 2005	43210-67-9		COC(=O)NC1=NC2=C(N1)C=CC(SC1=CC=CC=C1)=C2	C15H13N3O2S	InChI=1S/C15H13N3O2S/c1-20-15(19)18-14-16-12-8-7-11(9-13(12)17-14)21-10-5-3-2-4-6-10/h2-9H,1H3,(H2,16,17,18,19)	HDDSHPAODJUKPD-UHFFFAOYSA-N	299.0728474	CHEBI:77092	HMDB0029745	
BASm0006064	1-eicosanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphate	PA(20:0/20:4(5Z,8Z,11Z,14Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(20:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCCCC)COP(=O)([O-])[O-]	C43H77O8P	InChI=1S/C43H77O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-42(44)49-39-41(40-50-52(46,47)48)51-43(45)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,18,20,24,26,30,32,41H,3-11,13,15-17,19,21-23,25,27-29,31,33-40H2,1-2H3,(H2,46,47,48)/b14-12-,20-18-,26-24-,32-30-/t41-/m1/s1	BUASSZKGBZNMSS-GCHPDOOSSA-N	752.5356064	CHEBI:77094	HMDB0115078	
BASm0006065	1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycerol	DG(16:0/20:4(5Z,8Z,11Z,14Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(16:0/20:4(5Z,8Z,11Z,14Z)/0:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the arachidonic acid moiety is derived from animal fats and eggs. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@@H](CO)COC(=O)CCCCCCCCCCCCCCC	C39H68O5	InChI=1S/C39H68O5/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h11,13,17-18,20,22,26,28,37,40H,3-10,12,14-16,19,21,23-25,27,29-36H2,1-2H3/b13-11-,18-17-,22-20-,28-26-/t37-/m0/s1	YJEMDFYSDGNQNM-NDUZERMISA-N	616.5066753	CHEBI:77096	HMDB0007112	
BASm0006066	1-octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycerol	DG(18:0/18:2(9Z,12Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:0/18:2(9Z,12Z)/0:0), in particular, consists of one chain of stearic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the linoleic acid moiety is derived from seed oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@@H](CO)COC(=O)CCCCCCCCCCCCCCCCC	C39H72O5	InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,18,20,37,40H,3-11,13,15-17,19,21-36H2,1-2H3/b14-12-,20-18-/t37-/m0/s1	AJMZUFBKADIAKC-SKTOPKGQSA-N	620.5379754	CHEBI:77097	HMDB0007161	
BASm0006067	1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphate				CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])[O-]	C39H73O8P	InChI=1S/C39H73O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,18,20,37H,3-11,13,15-17,19,21-36H2,1-2H3,(H2,42,43,44)/b14-12+,20-18+/t37-/m1/s1	QYYWMYCDFOLKKH-CZXJWBQWSA-N		CHEBI:77098		
BASm0006068	(2S)-pristanoyl-CoA			Expected Solid	CC(C)CCCC(C)CCCC(C)CCC[C@H](C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C40H68N7O17P3S	InChI=1S/C40H72N7O17P3S/c1-25(2)11-8-12-26(3)13-9-14-27(4)15-10-16-28(5)39(52)68-20-19-42-30(48)17-18-43-37(51)34(50)40(6,7)22-61-67(58,59)64-66(56,57)60-21-29-33(63-65(53,54)55)32(49)38(62-29)47-24-46-31-35(41)44-23-45-36(31)47/h23-29,32-34,38,49-50H,8-22H2,1-7H3,(H,42,48)(H,43,51)(H,56,57)(H,58,59)(H2,41,44,45)(H2,53,54,55)/p-4/t26?,27?,28-,29+,32+,33+,34-,38+/m0/s1	XYJPSQPVCBNZHT-DHBXAFLLSA-J	1043.36272	CHEBI:77099		MMDBc0054865
BASm0006069	1,2-di-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycerol	DG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/0:0), in particular, consists of two chains of arachidonic acid at the C-1 and C-2 positions. The arachidonic acid moieties are derived from animal fats and eggs. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OC[C@H](CO)OC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC	C43H68O5	InChI=1S/C43H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-42(45)47-40-41(39-44)48-43(46)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11-14,17-20,23-26,29-32,41,44H,3-10,15-16,21-22,27-28,33-40H2,1-2H3/b13-11-,14-12-,19-17-,20-18-,25-23-,26-24-,31-29-,32-30-/t41-/m0/s1	FVXRWZPVZULNCQ-ZPRYGCIXSA-N	664.5066753	CHEBI:77125	HMDB0007518	
BASm0006070	1,2-di-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphate	PA(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of arachidonic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OC[C@H](COP(=O)([O-])[O-])OC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC	C43H69O8P	InChI=1S/C43H69O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-42(44)49-39-41(40-50-52(46,47)48)51-43(45)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11-14,17-20,23-26,29-32,41H,3-10,15-16,21-22,27-28,33-40H2,1-2H3,(H2,46,47,48)/b13-11-,14-12-,19-17-,20-18-,25-23-,26-24-,31-29-,32-30-/t41-/m1/s1	GDYHKPCXCBYUMI-UUSMYCRBSA-N	744.4730062	CHEBI:77126	HMDB0115159	
BASm0006071	1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycerol	DG(18:2(9Z,12Z)/18:2(9Z,12Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:2(9Z,12Z)/18:2(9Z,12Z)/0:0), in particular, consists of two chains of linoleic acid at the C-1 and C-2 positions. The linoleic acid moieties are derived from seed oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@H](CO)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC	C39H68O5	InChI=1S/C39H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11-14,17-20,37,40H,3-10,15-16,21-36H2,1-2H3/b13-11-,14-12-,19-17-,20-18-/t37-/m0/s1	MQGBAQLIFKSMEM-ZHARMHCNSA-N	616.5066753	CHEBI:77127	HMDB0007248	
BASm0006072	1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphate	PA(18:2(9Z,12Z)/18:2(9Z,12Z))is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:2(9Z,12Z)/18:2(9Z,12Z)), in particular, consists of two 9Z,12Z-octadecadienoyl chain at positions C-1 and C2. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids. This compound is expected to be in Cannabis as all living plants are known to produce and metabolize it.		1	CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])[O-])OC(=O)CCCCCCC/C=C\C/C=C\CCCCC	C39H69O8P	InChI=1S/C39H69O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11-14,17-20,37H,3-10,15-16,21-36H2,1-2H3,(H2,42,43,44)/b13-11-,14-12-,19-17-,20-18-/t37-/m1/s1	OBXRDFNCKFWKNY-UCEXZFFASA-N	696.473	CHEBI:77128		
BASm0006073	1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycerol	DG(18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0), in particular, consists of one chain of stearic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the docosahexaenoic acid moiety is derived from fish oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O[C@@H](CO)COC(=O)CCCCCCCCCCCCCCCCC	C43H72O5	InChI=1S/C43H72O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h5,7,11,13,17,19,21-22,26,28,32,34,41,44H,3-4,6,8-10,12,14-16,18,20,23-25,27,29-31,33,35-40H2,1-2H3/b7-5-,13-11-,19-17-,22-21-,28-26-,34-32-/t41-/m0/s1	LBDXVTOFXXDOGH-KXYFHQNYSA-N	668.5379754	CHEBI:77129	HMDB0007179	
BASm0006074	1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate	PA(18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])[O-]	C43H73O8P	InChI=1S/C43H73O8P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-43(45)51-41(40-50-52(46,47)48)39-49-42(44)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h5,7,11,13,17,19,21-22,26,28,32,34,41H,3-4,6,8-10,12,14-16,18,20,23-25,27,29-31,33,35-40H2,1-2H3,(H2,46,47,48)/b7-5-,13-11-,19-17-,22-21-,28-26-,34-32-/t41-/m1/s1	SFHGEOGVGJYLEK-USQBYQOHSA-N	748.5043063	CHEBI:77130	HMDB0114893	
BASm0006075	6-sulfo-D-quinovose			Expected Solid	O=S(=O)([O-])C[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O	C6H11O8S	InChI=1S/C6H12O8S/c7-3-2(1-15(11,12)13)14-6(10)5(9)4(3)8/h2-10H,1H2,(H,11,12,13)/p-1/t2-,3-,4+,5-,6?/m1/s1	QFBWOLBPVQLZEH-GASJEMHNSA-M	243.0180121	CHEBI:77132		MMDBc0055612
BASm0006076	6-deoxy-6-sulfo-D-fructose	6-Deoxy-6-sulfo-D-fructose is an intermediate in sulfoglycolysis pathway in E.coli. It is a product for the enzyme sulfoquinovose isomerase which catalyzes the reaction sulfoquinovose -> 6-deoxy-6-sulfo-D-fructose. It is also the substrate for the enzyme 6-deoxy-6-sulfofructose kinase which catalyzes the reaction 6-deoxy-6-sulfo-D-fructose + ATP -> 6-deoxy-6-sulfo-D-fructose 1-phosphate + ADP + H+ (BioCyc compound: CPD-16501).			O=S(=O)([O-])C[C@H]1OC(O)(CO)[C@@H](O)[C@@H]1O	C6H12O8S	InChI=1S/C6H12O8S/c7-2-6(10)5(9)4(8)3(14-6)1-15(11,12)13/h3-5,7-10H,1-2H2,(H,11,12,13)/t3-,4-,5+,6?/m1/s1	QTQNAYQDKCBJTC-VRPWFDPXSA-N	244.0252885	CHEBI:77133		
BASm0006077	6-deoxy-6-sulfo-D-fructose 1-phosphate	A carbohydrate sulfonate that is D-fructofuranose-1-phosphate in which the hydroxy group at at position 6 is replaced by a sulfo group			O=P([O-])([O-])OCC1(O)O[C@H](CS(=O)(=O)[O-])[C@@H](O)[C@@H]1O	C6H13O11PS	InChI=1S/C6H13O11PS/c7-4-3(1-19(13,14)15)17-6(9,5(4)8)2-16-18(10,11)12/h3-5,7-9H,1-2H2,(H2,10,11,12)(H,13,14,15)/t3-,4-,5+,6?/m1/s1	IZVMCURFIBVEOJ-VRPWFDPXSA-N	323.9916194	CHEBI:77134		
BASm0006078	1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4-phosphate	A 1-phosphatidyl-1D-myo-inositol 4-phosphate(3-) obtained by deprotonation of the phosphate OH groups of 1-stearoyl-2-arachidonoyl-sn-glycero-3-phospho-1D-myo-inositol 4-phosphate; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])O[C@H]1[C@H](O)[C@@H](O)[C@H](OP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C47H81O16P2	InChI=1S/C47H84O16P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(49)61-39(37-59-40(48)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)38-60-65(57,58)63-47-44(52)42(50)46(43(51)45(47)53)62-64(54,55)56/h11,13,17,19,22,24,28,30,39,42-47,50-53H,3-10,12,14-16,18,20-21,23,25-27,29,31-38H2,1-2H3,(H,57,58)(H2,54,55,56)/p-3/b13-11-,19-17-,24-22-,30-28-/t39-,42-,43+,44-,45-,46+,47+/m1/s1	ROKMWIUSHIHOGI-BWTMTLBLSA-K		CHEBI:77136		
BASm0006079	1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-bisphosphate				CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](OP(=O)([O-])[O-])[C@H](OP(=O)([O-])[O-])[C@H]1O	C47H85O19P3	InChI=1S/C47H85O19P3/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(49)63-39(37-61-40(48)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)38-62-69(59,60)66-45-42(50)43(51)46(64-67(53,54)55)47(44(45)52)65-68(56,57)58/h11,13,17,19,22,24,28,30,39,42-47,50-52H,3-10,12,14-16,18,20-21,23,25-27,29,31-38H2,1-2H3,(H,59,60)(H2,53,54,55)(H2,56,57,58)/b13-11+,19-17-,24-22+,30-28+/t39-,42?,43?,44?,45+,46?,47+/m1/s1	CNWINRVXAYPOMW-ANTQBFFESA-N		CHEBI:77137		
BASm0006080	1-octadecanoyl-2-(9Z)-octadecenoyl-sn-glycero-3-phospho-1D-myo-inositol 4-phosphate	A 1-phosphatidyl-1D-myo-inositol 4-phosphate(3-) obtained by deprotonation of the phosphate OH groups of 1-stearoyl-2-oleoyl-sn-glycero-3-phospho-1D-myo-inositol 4-phosphate; major species at pH 7.3.			CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])O[C@H]1[C@H](O)[C@@H](O)[C@H](OP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C45H83O16P2	InChI=1S/C45H86O16P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(46)57-35-37(59-39(47)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)36-58-63(55,56)61-45-42(50)40(48)44(41(49)43(45)51)60-62(52,53)54/h18,20,37,40-45,48-51H,3-17,19,21-36H2,1-2H3,(H,55,56)(H2,52,53,54)/p-3/b20-18-/t37-,40-,41+,42-,43-,44+,45+/m1/s1	HGTWQOJDTOGJCZ-OWWMKGAESA-K		CHEBI:77139		
BASm0006081	1-octadecanoyl-2-(9Z)-octadecenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-bisphosphate	PIP2(18:0/18:1(9Z)) is a phosphatidylinositol bisphosphate. Phosphatidylinositol bisphosphates are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to a bisphosphorylated inositol (hexahydroxycyclohexane). Phosphatidylinositol bisphosphates are generated from phosphatidylinositols which are phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated. Phosphatidylinositols bisphosphates can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common. PIP2(18:0/18:1(9Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of oleic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. The most important phosphatidylinositol bisphosphate in both quantitative and biological terms is phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. Phosphatidylinositols phosphates are usually present at low levels only in tissues, typically at about 1 to 3% of the concentration of phosphatidylinositol.		Solid	CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](OP(=O)([O-])[O-])[C@H](OP(=O)([O-])[O-])[C@H]1O	C45H87O19P3	InChI=1S/C45H87O19P3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(46)59-35-37(61-39(47)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)36-60-67(57,58)64-43-40(48)41(49)44(62-65(51,52)53)45(42(43)50)63-66(54,55)56/h18,20,37,40-45,48-50H,3-17,19,21-36H2,1-2H3,(H,57,58)(H2,51,52,53)(H2,54,55,56)/b20-18-/t37-,40?,41?,42?,43+,44?,45+/m1/s1	BWAQTKMFCCUVOJ-LEYQXDPQSA-N	1024.50544	CHEBI:77140	HMDB0010063	
BASm0006082	dTDP-beta-L-evernitrose	A nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups of dTDP-beta-L-evernitrose; major species at pH 7.3.			CO[C@H]1[C@H](C)O[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cc(C)c(=O)[nH]c3=O)C[C@@H]2O)C[C@]1(C)[N+](=O)[O-]	C18H27N3O15P2	InChI=1S/C18H29N3O15P2/c1-9-7-20(17(24)19-16(9)23)13-5-11(22)12(34-13)8-32-37(27,28)36-38(29,30)35-14-6-18(3,21(25)26)15(31-4)10(2)33-14/h7,10-15,22H,5-6,8H2,1-4H3,(H,27,28)(H,29,30)(H,19,23,24)/p-2/t10-,11-,12+,13+,14+,15-,18-/m0/s1	UOKMGZNPGFVBLH-JGQKHYKVSA-L		CHEBI:77141		
BASm0006083	dTDP-2,3,6-trideoxy-3-C-methyl-4-O-methyl-3-nitroso-beta-L-arabino-hexopyranose	A nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups of dTDP-2,3,6-trideoxy-3-C-methyl-4-O-methyl-3-nitroso-beta-L-arabino-hexopyranose; major species at pH 7.3.			CO[C@H]1[C@H](C)O[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cc(C)c(=O)[nH]c3=O)C[C@@H]2O)C[C@]1(C)N=O	C18H27N3O14P2	InChI=1S/C18H29N3O14P2/c1-9-7-21(17(24)19-16(9)23)13-5-11(22)12(33-13)8-31-36(26,27)35-37(28,29)34-14-6-18(3,20-25)15(30-4)10(2)32-14/h7,10-15,22H,5-6,8H2,1-4H3,(H,26,27)(H,28,29)(H,19,23,24)/p-2/t10-,11-,12+,13+,14+,15-,18-/m0/s1	IKOVYVWEGRIBDT-JGQKHYKVSA-L		CHEBI:77142		
BASm0006084	dTDP-N-hydroxy-beta-L-evernosamine	A nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups of dTDP-N-hydroxy-beta-L-evernosamine(2-); major species at pH 7.3.			CO[C@H]1[C@H](C)O[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cc(C)c(=O)[nH]c3=O)C[C@@H]2O)C[C@]1(C)NO	C18H29N3O14P2	InChI=1S/C18H31N3O14P2/c1-9-7-21(17(24)19-16(9)23)13-5-11(22)12(33-13)8-31-36(26,27)35-37(28,29)34-14-6-18(3,20-25)15(30-4)10(2)32-14/h7,10-15,20,22,25H,5-6,8H2,1-4H3,(H,26,27)(H,28,29)(H,19,23,24)/p-2/t10-,11-,12+,13+,14+,15-,18-/m0/s1	SNTNNQMUKUWPMM-JGQKHYKVSA-L		CHEBI:77143		
BASm0006085	dTDP-beta-L-evernosamine	A nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups and protonation of the amino group of dTDP-beta-L-evernosamine; major species at pH 7.3.			CO[C@H]1[C@H](C)O[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cc(C)c(=O)[nH]c3=O)C[C@@H]2O)C[C@]1(C)[NH3+]	C18H30N3O13P2	InChI=1S/C18H31N3O13P2/c1-9-7-21(17(24)20-16(9)23)13-5-11(22)12(32-13)8-30-35(25,26)34-36(27,28)33-14-6-18(3,19)15(29-4)10(2)31-14/h7,10-15,22H,5-6,8,19H2,1-4H3,(H,25,26)(H,27,28)(H,20,23,24)/p-1/t10-,11-,12+,13+,14+,15-,18-/m0/s1	QEQCMOGEDCECSI-JGQKHYKVSA-M		CHEBI:77144		
BASm0006086	(20S)-ginsenoside F2	Ginsenoside F2 is found in tea. Ginsenoside F2 is isolated from Panax species.	62025-49-4			C42H72O13		SWIROVJVGRGSPO-JBVRGBGGSA-N	784.4972924	CHEBI:77145	HMDB0039545	
BASm0006087	(20S)-ginsenoside C-K				CC(C)=CCC[C@](C)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H]1CC[C@]2(C)[C@@H]1[C@H](O)C[C@@H]1[C@@]3(C)CC[C@H](O)C(C)(C)[C@@H]3CC[C@]12C	C36H62O8	InChI=1S/C36H62O8/c1-20(2)10-9-14-36(8,44-31-30(42)29(41)28(40)23(19-37)43-31)21-11-16-35(7)27(21)22(38)18-25-33(5)15-13-26(39)32(3,4)24(33)12-17-34(25,35)6/h10,21-31,37-42H,9,11-19H2,1-8H3	FVIZARNDLVOMSU-UHFFFAOYSA-N	622.444469	CHEBI:77146	HMDB0252724	
BASm0006088	(20S)-ginsenoside Rh2		78214-33-2		CC(C)=CCC[C@](C)(O)[C@H]1CC[C@]2(C)[C@@H]1[C@H](O)C[C@@H]1[C@@]3(C)CC[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(C)(C)[C@@H]3CC[C@]12C	C36H62O8	InChI=1S/C36H62O8/c1-20(2)10-9-14-36(8,42)21-11-16-35(7)27(21)22(38)18-25-33(5)15-13-26(32(3,4)24(33)12-17-34(25,35)6)44-31-30(41)29(40)28(39)23(19-37)43-31/h10,21-31,37-42H,9,11-19H2,1-8H3	CKUVNOCSBYYHIS-UHFFFAOYSA-N		CHEBI:77147		
BASm0006089	(20S)-ginsenoside Re		52286-59-6		CC(C)=CCC[C@](C)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H]1CC[C@]2(C)[C@@H]1[C@H](O)C[C@@H]1[C@@]3(C)CC[C@H](O)C(C)(C)[C@@H]3[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)C[C@]12C	C48H82O18	InChI=1S/C48H82O18/c1-21(2)11-10-14-48(9,66-42-38(60)35(57)32(54)26(19-49)63-42)23-12-16-46(7)30(23)24(51)17-28-45(6)15-13-29(52)44(4,5)40(45)25(18-47(28,46)8)62-43-39(36(58)33(55)27(20-50)64-43)65-41-37(59)34(56)31(53)22(3)61-41/h11,22-43,49-60H,10,12-20H2,1-9H3/t22-,23-,24+,25-,26+,27+,28+,29-,30-,31-,32+,33+,34+,35-,36-,37+,38+,39+,40-,41-,42-,43+,45+,46+,47+,48-/m0/s1	PWAOOJDMFUQOKB-WCZZMFLVSA-N	946.5501158	CHEBI:77148		
BASm0006090	(20S)-ginsenoside R1	Notoginsenoside R1 is found in tea. Notoginsenoside R1 is a constituent of roots of Panax notoginseng (ginseng)	80418-24-2		CC(C)=CCC[C@](C)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H]1CC[C@]2(C)[C@@H]1[C@H](O)C[C@@H]1[C@@]3(C)CC[C@H](O)C(C)(C)[C@@H]3[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@@H]3OC[C@@H](O)[C@H](O)[C@H]3O)C[C@]12C	C47H80O18	InChI=1S/C47H80O18/c1-21(2)10-9-13-47(8,65-41-37(59)34(56)32(54)26(18-48)62-41)22-11-15-45(6)30(22)23(50)16-28-44(5)14-12-29(52)43(3,4)39(44)25(17-46(28,45)7)61-42-38(35(57)33(55)27(19-49)63-42)64-40-36(58)31(53)24(51)20-60-40/h10,22-42,48-59H,9,11-20H2,1-8H3	LLPWNQMSUYAGQI-UHFFFAOYSA-N	932.5344658	CHEBI:77149	HMDB0035363	
BASm0006091	(20S)-ginsenoside F1	Ginsenoside F1 is found in tea. Ginsenoside F1 is isolated from Panax species.	53963-43-2		CC(C)=CCC[C@](C)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H]1CC[C@]2(C)[C@@H]1[C@H](O)C[C@@H]1[C@@]3(C)CC[C@H](O)C(C)(C)[C@@H]3[C@@H](O)C[C@]12C	C36H62O9	InChI=1S/C36H62O9/c1-19(2)10-9-13-36(8,45-31-29(43)28(42)27(41)23(18-37)44-31)20-11-15-34(6)26(20)21(38)16-24-33(5)14-12-25(40)32(3,4)30(33)22(39)17-35(24,34)7/h10,20-31,37-43H,9,11-18H2,1-8H3	XNGXWSFSJIQMNC-UHFFFAOYSA-N	638.4393836	CHEBI:77150	HMDB0039555	
BASm0006092	(20S)-ginsenoside Rb2	Ginsenoside Rb3 is found in tea. Ginsenoside Rb3 is a constituent of Panax ginseng (ginseng)	11021-13-9		CC(C)=CCC[C@](C)(O[C@@H]1O[C@H](CO[C@@H]2OC[C@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)[C@H]1CC[C@]2(C)[C@@H]1[C@H](O)C[C@@H]1[C@@]3(C)CC[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(C)(C)[C@@H]3CC[C@]12C	C53H90O22	InChI=1S/C53H90O22/c1-23(2)10-9-14-53(8,75-47-43(67)39(63)37(61)29(72-47)22-69-45-41(65)34(58)26(57)21-68-45)24-11-16-52(7)33(24)25(56)18-31-50(5)15-13-32(49(3,4)30(50)12-17-51(31,52)6)73-48-44(40(64)36(60)28(20-55)71-48)74-46-42(66)38(62)35(59)27(19-54)70-46/h10,24-48,54-67H,9,11-22H2,1-8H3	NODILNFGTFIURN-UHFFFAOYSA-N	1078.592375	CHEBI:77152	HMDB0034996	
BASm0006093	(20S)-ginsenoside Rc	Ginsenoside Rc is found in tea. Ginsenoside Rc is a constituent of Panax ginseng (ginseng)	11021-14-0		CC(C)=CCC[C@](C)(O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](CO)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)[C@H]1CC[C@]2(C)[C@@H]1[C@H](O)C[C@@H]1[C@@]3(C)CC[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(C)(C)[C@@H]3CC[C@]12C	C53H90O22	InChI=1S/C53H90O22/c1-23(2)10-9-14-53(8,75-47-43(67)39(63)37(61)29(72-47)22-68-45-41(65)36(60)28(21-56)69-45)24-11-16-52(7)33(24)25(57)18-31-50(5)15-13-32(49(3,4)30(50)12-17-51(31,52)6)73-48-44(40(64)35(59)27(20-55)71-48)74-46-42(66)38(62)34(58)26(19-54)70-46/h10,24-48,54-67H,9,11-22H2,1-8H3	JDCPEKQWFDWQLI-UHFFFAOYSA-N	1078.592375	CHEBI:77154	HMDB0034995	
BASm0006094	gypenoside LXXV				CC(C)=CCC[C@](C)(O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)[C@H]1CC[C@]2(C)[C@@H]1[C@H](O)C[C@@H]1[C@@]3(C)CC[C@H](O)C(C)(C)[C@@H]3CC[C@]12C	C42H72O13	InChI=1S/C42H72O13/c1-21(2)10-9-14-42(8,55-37-35(51)33(49)31(47)25(54-37)20-52-36-34(50)32(48)30(46)24(19-43)53-36)22-11-16-41(7)29(22)23(44)18-27-39(5)15-13-28(45)38(3,4)26(39)12-17-40(27,41)6/h10,22-37,43-51H,9,11-20H2,1-8H3	YIYRCZFIJNGYOG-UHFFFAOYSA-N	784.4972924	CHEBI:77156		
BASm0006095	(20S)-ginsenoside C-Y				CC(C)=CCC[C@](C)(O[C@@H]1O[C@H](CO[C@@H]2OC[C@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)[C@H]1CC[C@]2(C)[C@@H]1[C@H](O)C[C@@H]1[C@@]3(C)CC[C@H](O)C(C)(C)[C@@H]3CC[C@]12C	C41H70O12	InChI=1S/C41H70O12/c1-21(2)10-9-14-41(8,53-36-34(49)32(47)31(46)25(52-36)20-51-35-33(48)30(45)24(43)19-50-35)22-11-16-40(7)29(22)23(42)18-27-38(5)15-13-28(44)37(3,4)26(38)12-17-39(27,40)6/h10,22-36,42-49H,9,11-20H2,1-8H3	YNBYFOIDLBTOMW-UHFFFAOYSA-N	754.4867277	CHEBI:77157	HMDB0182869	
BASm0006096	1-octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phospho-1D-myo-inositol	A 1-octadecanoyl-2-acyl-sn-glycero-3-phospho-1D-myo-inositol(1-) in which the 2-acyl group is specified as linoleoyl.			CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O	C45H82O13P	InChI=1S/C45H83O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(46)55-35-37(36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52)57-39(47)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,18,20,37,40-45,48-52H,3-11,13,15-17,19,21-36H2,1-2H3,(H,53,54)/p-1/b14-12-,20-18-/t37-,40-,41-,42+,43-,44-,45-/m1/s1	KZVRAFHIKMDULK-HAVSRZFESA-M		CHEBI:77158		
BASm0006097	1-octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phospho-1D-myo-inositol 5-phosphate				CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])O[C@H]1[C@H](O)[C@@H](OP(=O)([O-])[O-])[C@H](O)[C@@H](O)[C@H]1O	C45H84O16P2	InChI=1S/C45H84O16P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(46)57-35-37(59-39(47)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)36-58-63(55,56)61-45-42(50)40(48)41(49)44(43(45)51)60-62(52,53)54/h12,14,18,20,37,40-45,48-51H,3-11,13,15-17,19,21-36H2,1-2H3,(H,55,56)(H2,52,53,54)/b14-12+,20-18+/t37-,40?,41?,42?,43?,44-,45+/m1/s1	OUZMDNVZLWWNFQ-LCQRHUEBSA-N		CHEBI:77159		
BASm0006098	1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 5-phosphate	PIP(18:0/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylinositol phosphate.  Phosphatidylinositol phosphates are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to a phosphorylated inositol (hexahydroxycyclohexane). Phosphatidylinositol phosphates are generated from phosphatidylinositols, which are phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated. Phosphatidylinositols phosphates can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common. PIP(18:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the arachidonic acid moiety is derived from animal fats and eggs. The most important phosphatidylinositol phosphate in both quantitative and biological terms is phosphatidylinositol 4-phosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. Phosphatidylinositols phosphates are usually present at low levels only in tissues, typically at about 1 to 3% of the concentration of phosphatidylinositol. [HMDB]		Solid	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])O[C@H]1[C@H](O)[C@@H](OP(=O)([O-])[O-])[C@H](O)[C@@H](O)[C@H]1O	C47H84O16P2	InChI=1S/C47H84O16P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(49)61-39(37-59-40(48)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)38-60-65(57,58)63-47-44(52)42(50)43(51)46(45(47)53)62-64(54,55)56/h11,13,17,19,22,24,28,30,39,42-47,50-53H,3-10,12,14-16,18,20-21,23,25-27,29,31-38H2,1-2H3,(H,57,58)(H2,54,55,56)/t39-,42?,43?,44?,45?,46-,47+/m1/s1	JUNGBTKNDVCWEU-CSDMGBHBSA-N	966.5234597	CHEBI:77160	HMDB09956	
BASm0006099	1-octadecanoyl-2-(9Z)-octadecenoyl-sn-glycero-3-phospho-1D-myo-inositol	PI(18:0/18:1(9Z)) is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common. PI(18:0/18:0), in particular, consists of one chain of stearic acid at the C-1 position and one chain of oleic acid at the C-2 position. The inositol group that is part of every phosphatidylinositol lipid is covalently linked to the phosphate group that acts as a bridge to the lipid tail. In most organisms, the stereochemical form of this inositol is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial), although other forms can be found in certain plant phosphatidylinositols. Phosphatidylinositol is especially abundant in brain tissue, where it can amount to 10% of the phospholipids, but it is present in all tissues and cell types. There is usually less of it than of phosphatidylcholine, phosphatidylethanolamine, and phosphatidylserine. In animal tissues, phosphatidylinositol is the primary source of the arachidonic acid required for the biosynthesis of eicosanoids, including prostaglandins, via the action of the enzyme phospholipase A2. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main sources of diacylglycerols that serve as signalling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodelling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.	58116-17-9		CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O	C45H85O13P	InChI=1S/C45H85O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(46)55-35-37(36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52)57-39(47)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20,37,40-45,48-52H,3-17,19,21-36H2,1-2H3,(H,53,54)/b20-18-/t37-,40-,41-,42+,43-,44-,45-/m1/s1	YOBFISPJJWPPTK-BAAZTTAESA-N	864.5727793	CHEBI:77163	HMDB0240667	
BASm0006100	1-octadecanoyl-2-(9Z)-octadecenoyl-sn-glycero-3-phospho-1D-myo-inositol 5-phosphate				CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])O[C@H]1[C@H](O)[C@@H](OP(=O)([O-])[O-])[C@H](O)[C@@H](O)[C@H]1O	C45H86O16P2	InChI=1S/C45H86O16P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(46)57-35-37(59-39(47)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)36-58-63(55,56)61-45-42(50)40(48)41(49)44(43(45)51)60-62(52,53)54/h18,20,37,40-45,48-51H,3-17,19,21-36H2,1-2H3,(H,55,56)(H2,52,53,54)/b20-18+/t37-,40?,41?,42?,43?,44-,45+/m1/s1	FPKZCWDLBBWPJN-DONOEWIYSA-N		CHEBI:77164		
BASm0006101	1,2-di-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phospho-1D-myo-inositol	A phosphatidylinositol 36:4(1-) obtained by deprotonation of the phosphate OH group of 1,2-dilinoleoyl-sn-glycero-3-phospho-1D-myo-inositol; major species at pH 7.3.			CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC	C45H78O13P	InChI=1S/C45H79O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(46)55-35-37(36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52)57-39(47)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11-14,17-20,37,40-45,48-52H,3-10,15-16,21-36H2,1-2H3,(H,53,54)/p-1/b13-11-,14-12-,19-17-,20-18-/t37-,40-,41-,42+,43-,44-,45-/m1/s1	JTPRPYYVVJBCFF-KCTNQGFXSA-M		CHEBI:77165		
BASm0006103	1,2-di(9Z,12Z)-octadecadienoyl-sn-glycero-3-phospho-1D-myo-inositol 5-phosphate				CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])O[C@H]1[C@H](O)[C@@H](OP(=O)([O-])[O-])[C@H](O)[C@@H](O)[C@H]1O)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC	C45H80O16P2	InChI=1S/C45H80O16P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(46)57-35-37(59-39(47)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)36-58-63(55,56)61-45-42(50)40(48)41(49)44(43(45)51)60-62(52,53)54/h11-14,17-20,37,40-45,48-51H,3-10,15-16,21-36H2,1-2H3,(H,55,56)(H2,52,53,54)/b13-11+,14-12+,19-17+,20-18+/t37-,40?,41?,42?,43?,44-,45+/m1/s1	LJVKYBOCYGSTNZ-DPBHPZCKSA-N		CHEBI:77167		
BASm0006104	1-O-hexadecyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycerol	A 1-alkyl-2-acyl-sn-glycerol in which the alkyl and acyl groups are specified as palmityl (hexadecyl) and arachidonoyl respectively.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@@H](CO)COCCCCCCCCCCCCCCCC	C39H70O4	InChI=1S/C39H70O4/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-39(41)43-38(36-40)37-42-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h11,13,17,19,21-22,26,28,38,40H,3-10,12,14-16,18,20,23-25,27,29-37H2,1-2H3/b13-11-,19-17-,22-21-,28-26-/t38-/m0/s1	XJABYZRQSHIMPE-ZJLQSMOZSA-N		CHEBI:77184		
BASm0006105	1-O-hexadecyl-2-(9Z-octadecenoyl)-sn-glycerol	A 1-alkyl-2-acyl-sn-glycerol in which the alkyl and acyl groups are specified as palmityl (hexadecyl) and oleoyl respectively.			CCCCCCCC/C=C\CCCCCCCC(=O)O[C@@H](CO)COCCCCCCCCCCCCCCCC	C37H72O4	InChI=1S/C37H72O4/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-37(39)41-36(34-38)35-40-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h17,19,36,38H,3-16,18,20-35H2,1-2H3/b19-17-/t36-/m0/s1	ZDRGKGZHXIWXJD-MEVCPPAWSA-N		CHEBI:77185		
BASm0006106	1-O-hexadecyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate	A 1-alkyl-2-acyl-sn-glycero-3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-palmityl-2-arachidonoyl-sn-glycero-3-phosphate; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COCCCCCCCCCCCCCCCC)COP(=O)([O-])[O-]	C39H69O7P	InChI=1S/C39H71O7P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-39(40)46-38(37-45-47(41,42)43)36-44-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h11,13,17,19,21-22,26,28,38H,3-10,12,14-16,18,20,23-25,27,29-37H2,1-2H3,(H2,41,42,43)/p-2/b13-11-,19-17-,22-21-,28-26-/t38-/m1/s1	AWCDTVVTUFGJRU-JVFFOJBASA-L		CHEBI:77186		
BASm0006107	1-O-hexadecyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate	A 1-alkyl-2-acyl-sn-glycero-3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-palmityl-2-oleoyl-sn-glycero-3-phosphate; major species at pH 7.3.			CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COCCCCCCCCCCCCCCCC)COP(=O)([O-])[O-]	C37H71O7P	InChI=1S/C37H73O7P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-37(38)44-36(35-43-45(39,40)41)34-42-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h17,19,36H,3-16,18,20-35H2,1-2H3,(H2,39,40,41)/p-2/b19-17-/t36-/m1/s1	ZZDYNTYJHKJVHN-QJEXQQAGSA-L		CHEBI:77187		
BASm0006108	1,2-dihexadecanoyl-sn-glycero-3-CDP	Cdp-1,2-dihexadecanoylglycerol belongs to the class of CDP-Diacylglycerols. These are glycerolipids containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. (inferred from compound structure)			CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2ccc(N)nc2=O)[C@H](O)[C@@H]1O)OC(=O)CCCCCCCCCCCCCCC	C44H81N3O15P2	InChI=1S/C44H81N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-39(48)57-33-36(60-40(49)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h31-32,36-37,41-43,50-51H,3-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/t36-,37-,41-,42-,43-/m1/s1	ITYHVANGBZMQML-BQUKFSKHSA-N	953.514292	CHEBI:77190		
BASm0006109	(10E,12Z)-octadecadienoate				CCCCC/C=C\C=C\CCCCCCCCC(=O)[O-]	C55H96O6	InChI=1S/C55H96O6/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-31-33-36-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-35-32-21-18-15-12-9-6-3)61-55(58)49-46-43-40-37-34-30-23-20-17-14-11-8-5-2/h16,19-20,23-25,27-28,31,33,52H,4-15,17-18,21-22,26,29-30,32,34-51H2,1-3H3/b19-16-,23-20-,25-24-,28-27-,33-31-/t52-/m0/s1	XOVZBEYRPDKHAL-OOBFHMLASA-N	852.7206908	CHEBI:77200		
BASm0006110	(11Z,14Z)-eicosadienoate			Expected Solid	[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CCCCCCCCCC([O-])=O	C20H35O2	InChI=1S/C20H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10H,2-5,8,11-19H2,1H3,(H,21,22)/p-1/b7-6-,10-9-	XSXIVVZCUAHUJO-HZJYTTRNSA-M	307.2642539	CHEBI:77220		MMDBc0054754
BASm0006111	(6Z,9Z,12Z,15Z)-octadecatetraenoate	Stearidonic acid is found in dietary plant oils which are metabolized to longer-chain, more unsaturated (n-3) PUFA. These oils appear to possess hypotriglyceridemic properties typically associated with fish oils.(PMID: 15173404). Stearidonic acid may be used as a precursor to increase the EPA content of human lipids and that combinations of gamma-linolenic acid and stearidonic acid eicosapentaenoic acid can be used to manipulate the fatty acid compositions of lipid pools in subtle ways. Such effects may offer new strategies for manipulation of cell composition in order to influence cellular responses and functions in desirable ways. (PMID: 15120716).	20290-75-9	Expected Solid	[H]\C(=C(/[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([O-])=O	C18H27O2	InChI=1S/C18H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10,12-13H,2,5,8,11,14-17H2,1H3,(H,19,20)/p-1/b4-3-,7-6-,10-9-,13-12-	JIWBIWFOSCKQMA-LTKCOYKYSA-M	275.2016537	CHEBI:77222	HMDB0006547	MMDBc0048123
BASm0006112	(11Z,14Z,17Z)-eicosatrienoate					C20H33O2		AHANXAKGNAKFSK-PDBXOOCHSA-M	305.2486039	CHEBI:77223		
BASm0006113	(7Z,10Z,13Z,16Z,19Z)-docosapentaenoate	All-cis-7,10,13,16,19-docosapentaenoate, also known as N-3 docosapentaenoic acid or c22:5(omega-3)(1-), is a member of the class of compounds known as very long-chain fatty acids. Very long-chain fatty acids are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. All-cis-7,10,13,16,19-docosapentaenoate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). All-cis-7,10,13,16,19-docosapentaenoate can be found in a number of food items such as grapefruit/pummelo hybrid, chia, capers, and muscadine grape, which makes all-cis-7,10,13,16,19-docosapentaenoate a potential biomarker for the consumption of these food products. 			[H]\C(CC)=C(/[H])C\C([H])=C(\[H])CC([H])=C([H])C\C([H])=C(\[H])C\C([H])=C(\[H])CCCCCC([O-])=O	C22H33O2	InChI=1S/C22H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-21H2,1H3,(H,23,24)/p-1/b4-3-,7-6-,10-9-,13-12-,16-15-	YUFFSWGQGVEMMI-JLNKQSITSA-M	329.2486039	CHEBI:77224		
BASm0006114	(7Z,10Z,13Z,16Z)-docosatetraenoate		28874-58-0			C22H35O2		TWSWSIQAPQLDBP-DOFZRALJSA-M	331.2642539	CHEBI:77225		
BASm0006115	(4Z,7Z,10Z,13Z,16Z)-docosapentaenoate			Expected Solid	[H]\C(=C(/[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([O-])=O	C22H33O2	InChI=1S/C22H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h6-7,9-10,12-13,15-16,18-19H,2-5,8,11,14,17,20-21H2,1H3,(H,23,24)/p-1/b7-6-,10-9-,13-12-,16-15-,19-18-	AVKOENOBFIYBSA-WMPRHZDHSA-M	329.2486039	CHEBI:77226	HMDB13123	MMDBc0048143
BASm0006117	pristanoyl-CoA			Expected Solid	[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C([H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C(N=C([H])N=C23)N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C40H68N7O17P3S	InChI=1S/C40H72N7O17P3S/c1-25(2)11-8-12-26(3)13-9-14-27(4)15-10-16-28(5)39(52)68-20-19-42-30(48)17-18-43-37(51)34(50)40(6,7)22-61-67(58,59)64-66(56,57)60-21-29-33(63-65(53,54)55)32(49)38(62-29)47-24-46-31-35(41)44-23-45-36(31)47/h23-29,32-34,38,49-50H,8-22H2,1-7H3,(H,42,48)(H,43,51)(H,56,57)(H,58,59)(H2,41,44,45)(H2,53,54,55)/p-4/t26?,27?,28?,29-,32-,33-,34+,38-/m1/s1	XYJPSQPVCBNZHT-TUKYSRJDSA-J	1043.36272	CHEBI:77250		MMDBc0048758
BASm0006118	(25S)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoA			Expected Solid	C[C@H](CCC[C@H](C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C48H76N7O20P3S	InChI=1S/C48H80N7O20P3S/c1-25(29-10-11-30-36-31(20-34(58)48(29,30)6)47(5)14-12-28(56)18-27(47)19-32(36)57)8-7-9-26(2)45(63)79-17-16-50-35(59)13-15-51-43(62)40(61)46(3,4)22-72-78(69,70)75-77(67,68)71-21-33-39(74-76(64,65)66)38(60)44(73-33)55-24-54-37-41(49)52-23-53-42(37)55/h23-34,36,38-40,44,56-58,60-61H,7-22H2,1-6H3,(H,50,59)(H,51,62)(H,67,68)(H,69,70)(H2,49,52,53)(H2,64,65,66)/p-4/t25-,26-,27+,28-,29-,30+,31+,32-,33-,34+,36+,38-,39-,40+,44-,47+,48-/m1/s1	MNYDLIUNNOCPHG-FJWDCHQMSA-J	1195.410064	CHEBI:77251	HMDB0060305	MMDBc0048620
BASm0006119	1',3'-bis[1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol			Expected Solid	CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@@H](COC(=O)CCCCCCC/C=C\CCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC	C81H148O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h33-40,75-77,82H,5-32,41-74H2,1-4H3,(H,87,88)(H,89,90)/p-2/b37-33-,38-34-,39-35-,40-36-/t76-,77-/m1/s1	TWHQNHQPSCPQNY-WVRHUKEESA-L	1455.020274	CHEBI:77253		MMDBc0055151
BASm0006120	1',3'-bis-[1-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol			Expected Solid	CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@H](O)COC(=O)CCCCCCC/C=C\CCCCCCCC	C45H84O15P2	InChI=1S/C45H86O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-44(49)55-35-41(46)37-57-61(51,52)59-39-43(48)40-60-62(53,54)58-38-42(47)36-56-45(50)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,41-43,46-48H,3-16,21-40H2,1-2H3,(H,51,52)(H,53,54)/p-2/b19-17-,20-18-/t41-,42-/m1/s1	TZWVVHWEXQUYPT-YDAWRACYSA-L	926.5296432	CHEBI:77256		MMDBc0055149
BASm0006121	(2S)-methylpentadecanoyl-CoA	An acyl-CoA(4-) oxanion arising from deprotonation of the phosphate and diphosphate OH groups of (2S)-2-methylpentadecanoyl-CoA; major species at pH 7.3			CCCCCCCCCCCCC[C@H](C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C37H62N7O17P3S	InChI=1S/C37H66N7O17P3S/c1-5-6-7-8-9-10-11-12-13-14-15-16-25(2)36(49)65-20-19-39-27(45)17-18-40-34(48)31(47)37(3,4)22-58-64(55,56)61-63(53,54)57-21-26-30(60-62(50,51)52)29(46)35(59-26)44-24-43-28-32(38)41-23-42-33(28)44/h23-26,29-31,35,46-47H,5-22H2,1-4H3,(H,39,45)(H,40,48)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)/p-4/t25-,26+,29+,30+,31-,35+/m0/s1	FWYJQYHZZHUZRP-CQCJWWKRSA-J		CHEBI:77257		
BASm0006122	1'-[1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho]-3'-[1-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol			Expected Solid	CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@@H](COC(=O)CCCCCCC/C=C\CCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC	C63H116O16P2	InChI=1S/C63H118O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-61(66)73-52-58(64)53-75-80(69,70)76-54-59(65)55-77-81(71,72)78-57-60(79-63(68)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)56-74-62(67)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h25-30,58-60,64-65H,4-24,31-57H2,1-3H3,(H,69,70)(H,71,72)/p-2/b28-25-,29-26-,30-27-/t58-,59?,60-/m1/s1	NGKFXJNJRVPYMN-IYJDKBLTSA-L	1190.774959	CHEBI:77259		MMDBc0055144
BASm0006123	2,6,10,14-tetramethylpentadecanoate	Pristanic acid (2,6,10,14-tetramethylpentadecanoic acid) is a terpenoid acid present at micromolar concentrations in the plasma of healthy individuals. It is also found in the lipids from many sources such as freshwater sponges, krill, earthworms, whales, human milk fat, bovine depot fat, butterfat or Californian petroleum. It is usually present in combination with phytanic acid. In humans, pristanic acid is obtained from two sources: either directly from the diet or as the alpha oxidation product of phytanic acid. At physiological concentrations pristanic acid is a natural ligand for PPARalpha. In liver, pristanic acid is degraded by peroxisomal beta oxidation to propionyl-CoA. Together with phytanic acid, pristanic acid accumulates in several inherited disorders such as Zellweger syndrome. Pristanic acid is a branched chain fatty acid that arises from the breakdown of phytanic acid. It is present at micromolar concentrations in the plasma of healthy individuals. Pristanic acid is normally degraded by peroxisomal beta-oxidation. In patients affected with generalized peroxisomal disorders, degradation of both phytanic acid and pristanic acid is impaired owing to absence of functional peroxisomes. Pristanic acid has been found to activate the peroxisome proliferator-activated receptor {alpha} (PPAR{alpha}) in a concentration dependent manner.	1189-37-3	Solid	CC(C)CCCC(C)CCCC(C)CCCC(C)C(=O)[O-]	C19H38O2	InChI=1S/C19H38O2/c1-15(2)9-6-10-16(3)11-7-12-17(4)13-8-14-18(5)19(20)21/h15-18H,6-14H2,1-5H3,(H,20,21)	PAHGJZDQXIOYTH-UHFFFAOYSA-N	298.2871805	CHEBI:77268	HMDB0000795	
BASm0006125	1-O-alkyl-3-acyl-sn-glycerol				[1*]OC[C@@H](O)COC([3*])=O					CHEBI:77274		
BASm0006126	(2R)-pristanoyl-CoA			Expected Solid	CC(C)CCCC(C)CCCC(C)CCC[C@@H](C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C40H68N7O17P3S	InChI=1S/C40H72N7O17P3S/c1-25(2)11-8-12-26(3)13-9-14-27(4)15-10-16-28(5)39(52)68-20-19-42-30(48)17-18-43-37(51)34(50)40(6,7)22-61-67(58,59)64-66(56,57)60-21-29-33(63-65(53,54)55)32(49)38(62-29)47-24-46-31-35(41)44-23-45-36(31)47/h23-29,32-34,38,49-50H,8-22H2,1-7H3,(H,42,48)(H,43,51)(H,56,57)(H,58,59)(H2,41,44,45)(H2,53,54,55)/p-4/t26?,27?,28-,29-,32-,33-,34+,38-/m1/s1	XYJPSQPVCBNZHT-RNTOLYROSA-J	1043.36272	CHEBI:77275		MMDBc0054837
BASm0006128	1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphate				*/C=C\OC[C@H](COP(=O)([O-])[O-])OC(*)=O					CHEBI:77284		
BASm0006133	1-O-(1Z)-alkenyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphoethanolamine				*/C=C\OC[C@H](COP(=O)([O-])OCC[NH3+])OC(=O)CCCCCCC/C=C\CCCCCCCC					CHEBI:77291		
BASm0006134	1-O-(1Z)-hexadecenyl-2 (5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine	Phosphatidylcholines are a class of phospholipids which incorporate choline as a headgroup. They are a major component of biological membranes and can be isolated from either egg yolk (in Greek lekithos) or soy beans from which they are mechanically extracted or chemically extracted using hexane. Phosphatidylcholines are such a major component of lecithin, that, in some contexts, the terms are sometime used as synonyms. However, lecithin extract consists of a mixture of phosphatidylcholine and other compounds. It is also used along with sodium taurocholate for simulating fed- and fasted-state biorelevant media in dissolution studies of highly-lipophilic drugs. Phosphatidylcholine is a major constituent of cell membranes, and also plays a role in membrane-mediated cell signalling. Phospholipase D catalyzes the hydrolysis of phosphatidylcholine to form phosphatidic acid (PA), releasing the soluble choline headgroup into the cytosol. Some medical researchers are experimenting with using Phosphatidylcholine in a type of injection that will break down fat cells; to be used as an alternative to liposuction known as Injection lipolysis. (Wikipedia). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.	84460-45-7		CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](CO/C=C\CCCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C	C44H80NO7P	InChI=1S/C44H80NO7P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-44(46)52-43(42-51-53(47,48)50-40-38-45(3,4)5)41-49-39-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h14,16,20,22,24-25,29,31,36,39,43H,6-13,15,17-19,21,23,26-28,30,32-35,37-38,40-42H2,1-5H3/b16-14-,22-20-,25-24-,31-29-,39-36-/t43-/m1/s1	IOYKZPNDXIIXLN-LOQSCQKMSA-N	765.5672404	CHEBI:77292	HMDB0011220	
BASm0006135	(2E)-pristenoyl-CoA			Expected Solid	C/C(=C\CCC(C)CCCC(C)CCCC(C)C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C40H66N7O17P3S	InChI=1S/C40H70N7O17P3S/c1-25(2)11-8-12-26(3)13-9-14-27(4)15-10-16-28(5)39(52)68-20-19-42-30(48)17-18-43-37(51)34(50)40(6,7)22-61-67(58,59)64-66(56,57)60-21-29-33(63-65(53,54)55)32(49)38(62-29)47-24-46-31-35(41)44-23-45-36(31)47/h16,23-27,29,32-34,38,49-50H,8-15,17-22H2,1-7H3,(H,42,48)(H,43,51)(H,56,57)(H,58,59)(H2,41,44,45)(H2,53,54,55)/p-4/b28-16+/t26?,27?,29-,32-,33-,34+,38-/m1/s1	WLOASZHRLIOYIA-TXRROMTDSA-J	1041.34707	CHEBI:77293		MMDBc0048813
BASm0006136	1-O-(1Z)-alkenyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholine				*/C=C\OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCC/C=C\CCCCCCCC					CHEBI:77294		
BASm0006137	1-O-(1Z)-alkenyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphoethanolamine				*/C=C\OC[C@H](COP(=O)([O-])OCC[NH3+])OC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC					CHEBI:77295		
BASm0006139	1-O-(1Z-alkenyl)-sn-glycerol				*/C=C\OC[C@@H](O)CO					CHEBI:77297		
BASm0006140	1-O-(1Z)-alkenyl-2-octanoyl-sn-glycero-3-phosphoethanolamine				*/C=C\OC[C@H](COP(=O)([O-])OCC[NH3+])OC(=O)CCCCCCC					CHEBI:77301		
BASm0006141	1-O-(1Z)-alkenyl-2-octadecanoyl-sn-glycero-3-phosphoethanolamine				*/C=C\OC[C@H](COP(=O)([O-])OCC[NH3+])OC(=O)CCCCCCCCCCCCCCCCC					CHEBI:77302		
BASm0006142	1-O-(1Z)-alkenyl-2-hexadecanoyl-sn-glycero-3-phosphoethanolamine				*/C=C\OC[C@H](COP(=O)([O-])OCC[NH3+])OC(=O)CCCCCCCCCCCCCCC					CHEBI:77303		
BASm0006143	1-O-(1Z)-alkenyl-2-hexadecanoyl-sn-glycero-3-phosphocholine				*/C=C\OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC					CHEBI:77304		
BASm0006144	2-methyl-(2E)-pentadecenoyl-CoA	A monounsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (E)-2-methylpentadec-2-enoyl-CoA; major species at pH 7.3.				C37H60N7O17P3S		WNGGEBDAVYDQDR-CKZWSVNZSA-J	999.30012	CHEBI:77310		
BASm0006145	2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine	Lyso-PS(0:0/18:1(9Z)) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PS(0:0/18:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylserines (LPSs) enhance glucose transport, lowering blood glucose levels while leaving secretion of insulin unaffected. LPSs have been known as a signaling phospholipid in mast cell biology. They enhance stimulated histamine release and eicosanoid production. LPSs also play a roles in the promotion of phagocytosis of apoptotic cells and resolution of inflammation.		Solid		C24H45NO9P		QQHKVAJCQFQGMF-YFKVPUFHSA-M	522.2837426	CHEBI:77342		MMDBc0045180
BASm0006146	neopikromycin			Expected Solid	C[C@H]1C(=O)O[C@H]([C@@H](C)O)[C@H](C)/C=C/C(=O)[C@H](C)C[C@H](C)[C@H](O[C@@H]2O[C@H](C)C[C@H]([NH+](C)C)[C@H]2O)[C@@H](C)C1=O	C28H47NO8	InChI=1S/C28H47NO8/c1-14-10-11-22(31)15(2)12-16(3)25(37-28-24(33)21(29(8)9)13-17(4)35-28)18(5)23(32)19(6)27(34)36-26(14)20(7)30/h10-11,14-21,24-26,28,30,33H,12-13H2,1-9H3/b11-10+/t14-,15-,16+,17-,18+,19-,20-,21+,24-,25+,26+,28-/m1/s1	SXXXXTQMWPXIES-CIEPBEEQSA-N	525.3301675	CHEBI:77350		MMDBc0012569
BASm0006147	novapikromycin			Expected Solid	C[C@H]1C(=O)O[C@H]([C@@H](C)O)[C@@](C)(O)/C=C/C(=O)[C@H](C)C[C@H](C)[C@H](O[C@@H]2O[C@H](C)C[C@H]([NH+](C)C)[C@H]2O)[C@@H](C)C1=O	C28H47NO9	InChI=1S/C28H47NO9/c1-14-12-15(2)24(37-27-23(33)20(29(8)9)13-16(3)36-27)17(4)22(32)18(5)26(34)38-25(19(6)30)28(7,35)11-10-21(14)31/h10-11,14-20,23-25,27,30,33,35H,12-13H2,1-9H3/b11-10+/t14-,15+,16-,17+,18-,19-,20+,23-,24+,25-,27-,28+/m1/s1	JGNNRPWTNULSRW-AFWCFHCTSA-N	541.3250821	CHEBI:77351		MMDBc0006240
BASm0006148	methymycin			Expected Solid	CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H]([NH+](C)C)[C@H]2O)[C@@H](C)C[C@@H](C)C(=O)/C=C/[C@]1(C)O	C25H43NO7	InChI=1S/C25H43NO7/c1-9-20-25(6,30)11-10-19(27)14(2)12-15(3)22(17(5)23(29)32-20)33-24-21(28)18(26(7)8)13-16(4)31-24/h10-11,14-18,20-22,24,28,30H,9,12-13H2,1-8H3/b11-10+/t14-,15+,16-,17-,18+,20-,21-,22+,24+,25+/m1/s1	HUKYPYXOBINMND-HYUJHOPRSA-N	469.3039527	CHEBI:77352		MMDBc0002044
BASm0006149	neomethymycin			Expected Solid	C[C@@H]1C[C@H]([NH+](C)C)[C@@H](O)[C@H](O[C@H]2[C@@H](C)C[C@@H](C)C(=O)/C=C/[C@@H](C)[C@@H]([C@@H](C)O)OC(=O)[C@@H]2C)O1	C25H43NO7	InChI=1S/C25H43NO7/c1-13-9-10-20(28)14(2)11-15(3)22(17(5)24(30)32-23(13)18(6)27)33-25-21(29)19(26(7)8)12-16(4)31-25/h9-10,13-19,21-23,25,27,29H,11-12H2,1-8H3/b10-9+/t13-,14-,15+,16-,17-,18-,19+,21-,22+,23+,25+/m1/s1	UEIVQYHYALXCBD-OTUJEKPESA-N	469.3039527	CHEBI:77353		MMDBc0015307
BASm0006150	novamethymycin			Expected Solid	C[C@@H]1C[C@H]([NH+](C)C)[C@@H](O)[C@H](O[C@H]2[C@@H](C)C[C@@H](C)C(=O)/C=C/[C@](C)(O)[C@@H]([C@@H](C)O)OC(=O)[C@@H]2C)O1	C25H43NO8	InChI=1S/C25H43NO8/c1-13-11-14(2)21(33-24-20(29)18(26(7)8)12-15(3)32-24)16(4)23(30)34-22(17(5)27)25(6,31)10-9-19(13)28/h9-10,13-18,20-22,24,27,29,31H,11-12H2,1-8H3/b10-9+/t13-,14+,15-,16-,17-,18+,20-,21+,22-,24+,25+/m1/s1	HYJMTIGQCJGKFQ-CGNAQTDSSA-N	485.2988673	CHEBI:77354		MMDBc0002096
BASm0006152	1-hexadecanoyl-2-acyl-sn-glycero-3-phosphoethanolamine				*C(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])OCC[NH3+]					CHEBI:77370		
BASm0006153	trihexanoylglycerol	Glycerol trihexanoate is a probable constituent of fat	621-70-5		CCCCCC(=O)OCC(COC(=O)CCCCC)OC(=O)CCCCC	C21H38O6	InChI=1S/C21H38O6/c1-4-7-10-13-19(22)25-16-18(27-21(24)15-12-9-6-3)17-26-20(23)14-11-8-5-2/h18H,4-17H2,1-3H3	MAYCICSNZYXLHB-UHFFFAOYSA-N	386.2668389	CHEBI:77386	HMDB0031125	
BASm0006154	2,3-dihexanoyl-sn-glycerol	A 2,3-diacyl-sn-glycerol in which both acyl groups are specified as caproyl (hexanoyl).			CCCCCC(=O)OC[C@@H](CO)OC(=O)CCCCC	C15H28O5	InChI=1S/C15H28O5/c1-3-5-7-9-14(17)19-12-13(11-16)20-15(18)10-8-6-4-2/h13,16H,3-12H2,1-2H3/t13-/m1/s1	DRUFTGMQJWWIOL-CYBMUJFWSA-N		CHEBI:77387		
BASm0006155	tridecanoylglycerol	TG(10:0/10:0/10:0) or tricapric glyceride is a tridecanoic acid triglyceride or medium chain triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid tri-esters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(10:0/10:0/10:0), in particular, consists of one chain of decanoic acid at the C-1 position, one chain of decanoic acid at the C-2 position and one chain of decanoic acid acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org). TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.	621-71-6		CCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C33H62O6	InChI=1S/C33H62O6/c1-4-7-10-13-16-19-22-25-31(34)37-28-30(39-33(36)27-24-21-18-15-12-9-6-3)29-38-32(35)26-23-20-17-14-11-8-5-2/h30H,4-29H2,1-3H3	LADGBHLMCUINGV-UHFFFAOYSA-N	554.4546397	CHEBI:77388	HMDB0000548	
BASm0006156	tridodecanoylglycerol	TG(12:0/12:0/12:0) or trilauric glyceride is a tridodecanoic acid triglyceride or medium chain triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid tri-esters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(12:0/12:0/12:0), in particular, consists of one chain of dodecanoic acid at the C-1 position, one chain of dodecanoic acid at the C-2 position and one chain of dodecanoic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.			CCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C39H74O6	InChI=1S/C39H74O6/c1-4-7-10-13-16-19-22-25-28-31-37(40)43-34-36(45-39(42)33-30-27-24-21-18-15-12-9-6-3)35-44-38(41)32-29-26-23-20-17-14-11-8-5-2/h36H,4-35H2,1-3H3	VMPHSYLJUKZBJJ-UHFFFAOYSA-N	638.5485401	CHEBI:77389	HMDB0011188	
BASm0006157	2,3-didodecanoyl-sn-glycerol	DG(12:0/12:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.			CCCCCCCCCCCC(=O)OC[C@@H](CO)OC(=O)CCCCCCCCCCC	C27H52O5	InChI=1S/C27H52O5/c1-3-5-7-9-11-13-15-17-19-21-26(29)31-24-25(23-28)32-27(30)22-20-18-16-14-12-10-8-6-4-2/h25,28H,3-24H2,1-2H3/t25-/m1/s1	OQQOAWVKVDAJOI-RUZDIDTESA-N	456.3814748	CHEBI:77390		
BASm0006158	tritetradecanoylglycerol	TG(14:0/14:0/14:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:0/14:0/14:0) is made up of three tetradecanoyl(R1) fatty acids.	555-45-3		CCCCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C45H86O6	InChI=1S/C45H86O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-43(46)49-40-42(51-45(48)39-36-33-30-27-24-21-18-15-12-9-6-3)41-50-44(47)38-35-32-29-26-23-20-17-14-11-8-5-2/h42H,4-41H2,1-3H3	DUXYWXYOBMKGIN-UHFFFAOYSA-N	722.6424405	CHEBI:77391	HMDB0042061	
BASm0006159	2,3-ditetradecanoyl-sn-glycerol	DG(14:0/14:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	CCCCCCCCCCCCCC(=O)OC[C@@H](CO)OC(=O)CCCCCCCCCCCCC	C31H60O5	InChI=1S/C31H60O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(33)35-28-29(27-32)36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h29,32H,3-28H2,1-2H3/t29-/m1/s1	JFBCSFJKETUREV-GDLZYMKVSA-N	512.444075	CHEBI:77392		
BASm0006160	trihexadecanoylglycerol	TG(16:0/16:0/16:0) or Tripalmitin is a monoacid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides. TGs are fatty acid triesters of glycerol and may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) (with the help of lipases and bile secretions), which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.	555-44-2		CCCCCCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C51H98O6	InChI=1S/C51H98O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-49(52)55-46-48(57-51(54)45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)47-56-50(53)44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h48H,4-47H2,1-3H3	PVNIQBQSYATKKL-UHFFFAOYSA-N	806.7363409	CHEBI:77393	HMDB0005356	
BASm0006161	2,3-dihexadecanoyl-sn-glycerol	DG(16:0/16:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/16:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.	30334-71-5	Solid	CCCCCCCCCCCCCCCC(=O)OC[C@@H](CO)OC(=O)CCCCCCCCCCCCCCC	C35H68O5	InChI=1S/C35H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-32-33(31-36)40-35(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33,36H,3-32H2,1-2H3/t33-/m1/s1	JEJLGIQLPYYGEE-MGBGTMOVSA-N	568.5066753	CHEBI:77394	HMDB07098	
BASm0006162	2,3-dioctadecanoyl-sn-glycerol	DG(18:0/18:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/18:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](CO)OC(=O)CCCCCCCCCCCCCCCCC	C39H76O5	InChI=1S/C39H76O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h37,40H,3-36H2,1-2H3/t37-/m1/s1	UHUSDOQQWJGJQS-DIPNUNPCSA-N	624.5692755	CHEBI:77395		
BASm0006164	2-amino-2-phenylacetonitrile	A nitrile that is phenylacetonitrile in which one of the alpha-hydrogens is replaced by an amino group.			N#CC(N)c1ccccc1	C8H8N2	InChI=1S/C8H8N2/c9-6-8(10)7-4-2-1-3-5-7/h1-5,8H,10H2	JTIHSSVKTWPPHI-UHFFFAOYSA-N		CHEBI:77398		
BASm0006165	D-alpha-phenylglycine		875-74-1		[NH3+][C@@H](C(=O)[O-])c1ccccc1	C8H9NO2	InChI=1S/C8H9NO2/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7H,9H2,(H,10,11)/t7-/m1/s1	ZGUNAGUHMKGQNY-SSDOTTSWSA-N		CHEBI:77399		
BASm0006166	2-aminopentanenitrile	A nitrile that is pentanenitrile in which one of the alpha-hydrogens is replaced by an amino group.			CCCC(N)C#N	C5H10N2	InChI=1S/C5H10N2/c1-2-3-5(7)4-6/h5H,2-3,7H2,1H3	RPMBPYXLPIWSFJ-UHFFFAOYSA-N		CHEBI:77400		
BASm0006167	(3S)-3-hydroxy-L-lysine			Expected Solid	[NH3+]CCC[C@H](O)[C@H]([NH3+])C(=O)[O-]	C6H15N2O3	InChI=1S/C6H14N2O3/c7-3-1-2-4(9)5(8)6(10)11/h4-5,9H,1-3,7-8H2,(H,10,11)/p+1/t4-,5-/m0/s1	YSVMULOOWPBERR-WHFBIAKZSA-O	163.1077188	CHEBI:77409		MMDBc0054925
BASm0006168	(4R)-4-hydroxy-L-lysine			Expected Solid	[H][C@](N)(C[C@]([H])(O)CC[NH3+])C(O)=O	C6H15N2O3	InChI=1S/C6H14N2O3/c7-2-1-4(9)3-5(8)6(10)11/h4-5,9H,1-3,7-8H2,(H,10,11)/p+1/t4-,5+/m1/s1	ASYBZHICIMVQII-UHNVWZDZSA-O	163.1077188	CHEBI:77410		MMDBc0054953
BASm0006169	(3S)-3-hydroxy-L-ornithine			Expected Solid	[H][C@@](N)(C(O)=O)[C@@]([H])(O)CC[NH3+]	C5H13N2O3	InChI=1S/C5H12N2O3/c6-2-1-3(8)4(7)5(9)10/h3-4,8H,1-2,6-7H2,(H,9,10)/p+1/t3-,4-/m0/s1	UHPDQDWXMXBLRX-IMJSIDKUSA-O	149.0920687	CHEBI:77411		MMDBc0054926
BASm0006170	tetradecan-1-ol	1-Tetradecanol, or commonly myristyl alcohol, is a straight-chain saturated fatty alcohol, with the molecular formula C14H30O. It is a white crystalline solid that is practically insoluble in water, soluble in diethyl ether, and slightly soluble in ethanol. 1-Tetradecanol may be prepared by the reduction of myristic acid or some fatty acid esters with reagents such as lithium aluminium hydride or sodium. As with other fatty alcohols, 1-tetradecanol is used as an ingredient in cosmetics such as cold creams for its emollient properties. It is also used as an intermediate in the chemical synthesis of other products such sulfated alcohol (Wikipedia).	112-72-1		CCCCCCCCCCCCCCO	C14H30O	InChI=1S/C14H30O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h15H,2-14H2,1H3	HLZKNKRTKFSKGZ-UHFFFAOYSA-N	214.2296656	CHEBI:77417	HMDB0011638	
BASm0006171	4-amino-2,6-dinitrotoluene				CC1=C(C=C(N)C=C1[N+]([O-])=O)[N+]([O-])=O	C7H7N3O4	InChI=1S/C7H7N3O4/c1-4-6(9(11)12)2-5(8)3-7(4)10(13)14/h2-3H,8H2,1H3	KQRJATLINVYHEZ-UHFFFAOYSA-N	197.0436557	CHEBI:77424	HMDB0246344	
BASm0006172	(R)-malyl-CoA			Expected Solid	[H][C@@](O)(CC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O)C([O-])=O	C25H35N7O20P3S	InChI=1S/C25H40N7O20P3S/c1-25(2,19(37)22(38)28-4-3-14(34)27-5-6-56-15(35)7-12(33)24(39)40)9-49-55(46,47)52-54(44,45)48-8-13-18(51-53(41,42)43)17(36)23(50-13)32-11-31-16-20(26)29-10-30-21(16)32/h10-13,17-19,23,33,36-37H,3-9H2,1-2H3,(H,27,34)(H,28,38)(H,39,40)(H,44,45)(H,46,47)(H2,26,29,30)(H2,41,42,43)/p-5/t12-,13-,17-,18-,19+,23-/m1/s1	HJQWLHMLMCDAEL-UEOCDHLLSA-I	878.0897866	CHEBI:77427		MMDBc0055045
BASm0006173	1-O-hexadecylglycerone 3-phosphate	A 1-alkylglycerone 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-palmitylglycerone 3-phosphate; major species at pH 7.3.			CCCCCCCCCCCCCCCCOCC(=O)COP(=O)([O-])[O-]	C19H37O6P	InChI=1S/C19H39O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-24-17-19(20)18-25-26(21,22)23/h2-18H2,1H3,(H2,21,22,23)/p-2	KFZPNXQHABIFMZ-UHFFFAOYSA-L		CHEBI:77429		
BASm0006177	1-O-(9Z)-octadecenylglycerone 3-phosphate	A 1-alkylglycerone 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-oleylglycerone 3-phosphate; major species at pH 7.3.			CCCCCCCC/C=C\CCCCCCCCOCC(=O)COP(=O)([O-])[O-]	C21H39O6P	InChI=1S/C21H41O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-26-19-21(22)20-27-28(23,24)25/h9-10H,2-8,11-20H2,1H3,(H2,23,24,25)/p-2/b10-9-	DAFQBMXTGZLAQG-KTKRTIGZSA-L		CHEBI:77465		
BASm0006178	1-O-dodecylglycerone 3-phosphate	A 1-alkylglycerone 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-dodecylglycerone 3-phosphate; major species at pH 7.3.			CCCCCCCCCCCCOCC(=O)COP(=O)([O-])[O-]	C15H29O6P	InChI=1S/C15H31O6P/c1-2-3-4-5-6-7-8-9-10-11-12-20-13-15(16)14-21-22(17,18)19/h2-14H2,1H3,(H2,17,18,19)/p-2	IYNMOMWCMFNYJV-UHFFFAOYSA-L		CHEBI:77466		
BASm0006179	1-O-tetradecylglycerone 3-phosphate	A 1-alkylglycerone 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-tetradecylglycerone 3-phosphate; major species at pH 7.3.			CCCCCCCCCCCCCCOCC(=O)COP(=O)([O-])[O-]	C17H33O6P	InChI=1S/C17H35O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-22-15-17(18)16-23-24(19,20)21/h2-16H2,1H3,(H2,19,20,21)/p-2	LDWCSWDPJMQCHY-UHFFFAOYSA-L		CHEBI:77467		
BASm0006180	pentadecan-1-ol	Pentadecanol is a C-15 fatty alcohol. Very long chain fatty alcohols (VLCFA), obtained from plant waxes and beeswax have been reported to lower plasma cholesterol in humans. They can be found in unrefined cereal grains, beeswax, and many plant-derived foods. Reports suggest that 5&#8211;20 mg per day of mixed C24&#8211;C34 alcohols, including octacosanol and triacontanol, lower low-density lipoprotein (LDL) cholesterol by 21%&#8211;29% and raise high-density lipoprotein cholesterol by 8%&#8211;15%. Wax esters are hydrolyzed by a bile salt-dependent pancreatic carboxyl esterase, releasing long chain alcohols and fatty acids that are absorbed in the gastrointestinal tract. Studies of fatty alcohol metabolism in fibroblasts suggest that very long chain fatty alcohols, fatty aldehydes, and fatty acids are reversibly inter-converted in a fatty alcohol cycle. The metabolism of these compounds is impaired in several inherited human peroxisomal disorders, including adrenoleukodystrophy and Sjögren-Larsson syndrome.	629-76-5		CCCCCCCCCCCCCCCO	C15H32O	InChI=1S/C15H32O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16/h16H,2-15H2,1H3	REIUXOLGHVXAEO-UHFFFAOYSA-N	228.2453156	CHEBI:77468	HMDB0013299	
BASm0006181	1-O-pentadecylglycerone 3-phosphate	A 1-alkylglycerone 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-pentadecylglycerone 3-phosphate; major species at pH 7.3.			CCCCCCCCCCCCCCCOCC(=O)COP(=O)([O-])[O-]	C18H35O6P	InChI=1S/C18H37O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-23-16-18(19)17-24-25(20,21)22/h2-17H2,1H3,(H2,20,21,22)/p-2	VWGZQKUCQYRXLX-UHFFFAOYSA-L		CHEBI:77469		
BASm0006182	heptadecan-1-ol	1-heptadecanol, also known as 1-hydroxyheptadecane or heptadecyl alcohol, is a member of the class of compounds known as long-chain fatty alcohols. Long-chain fatty alcohols are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms. 1-heptadecanol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 1-heptadecanol can be found in black elderberry and potato, which makes 1-heptadecanol a potential biomarker for the consumption of these food products. 	1454-85-9		CCCCCCCCCCCCCCCCCO	C17H36O	InChI=1S/C17H36O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18/h18H,2-17H2,1H3	GOQYKNQRPGWPLP-UHFFFAOYSA-N	256.2766158	CHEBI:77470		
BASm0006183	1-O-heptadecylglycerone 3-phosphate	A 1-alkylglycerone 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-heptadecylglycerone 3-phosphate; major species at pH 7.3.			CCCCCCCCCCCCCCCCCOCC(=O)COP(=O)([O-])[O-]	C20H39O6P	InChI=1S/C20H41O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-25-18-20(21)19-26-27(22,23)24/h2-19H2,1H3,(H2,22,23,24)/p-2	RSIYSAVOBAUEIJ-UHFFFAOYSA-L		CHEBI:77471		
BASm0006184	1-O-octadecylglycerone 3-phosphate				CCCCCCCCCCCCCCCCCCOCC(=O)COP(=O)([O-])[O-]	C21H43O6P	InChI=1S/C21H43O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-26-19-21(22)20-27-28(23,24)25/h2-20H2,1H3,(H2,23,24,25)	DSLZSTBYLRGPIK-UHFFFAOYSA-N		CHEBI:77472		
BASm0006185	1-O-(9Z,12Z)-octadecadienylglycerone 3-phosphate	A 1-alkylglycerone 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-(9Z,12Z)-octadecadienylglycerone 3-phosphate; major species at pH 7.3.			CCCCC/C=C\C/C=C\CCCCCCCCOCC(=O)COP(=O)([O-])[O-]	C21H37O6P	InChI=1S/C21H39O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-26-19-21(22)20-27-28(23,24)25/h6-7,9-10H,2-5,8,11-20H2,1H3,(H2,23,24,25)/p-2/b7-6-,10-9-	WIKTZNNDPBWNFJ-HZJYTTRNSA-L		CHEBI:77473		
BASm0006186	(9Z,12Z,15Z)-octadecatrien-1-ol	A long chain fatty primary alcohol that is octadecanol containing three double bonds located at positions 9, 12 and 15.			CC/C=C\C/C=C\C/C=C\CCCCCCCCO	C18H32O	InChI=1S/C18H32O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h3-4,6-7,9-10,19H,2,5,8,11-18H2,1H3/b4-3-,7-6-,10-9-	IKYKEVDKGZYRMQ-PDBXOOCHSA-N		CHEBI:77474		
BASm0006187	1-O-(9Z,12Z,15Z)-octadecatrienylglycerone 3-phosphate	A 1-alkylglycerone 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-O-(9Z,12Z,15Z)-octadecatrienylglycerone 3-phosphate; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\CCCCCCCCOCC(=O)COP(=O)([O-])[O-]	C21H35O6P	InChI=1S/C21H37O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-26-19-21(22)20-27-28(23,24)25/h3-4,6-7,9-10H,2,5,8,11-20H2,1H3,(H2,23,24,25)/p-2/b4-3-,7-6-,10-9-	XPPNSIXWMCDITM-PDBXOOCHSA-L		CHEBI:77475		
BASm0006188	1-(9Z)-octadecenoylglycerone 3-phosphate				CCCCCCCC/C=C\CCCCCCCC(=O)OCC(=O)COP(=O)([O-])[O-]	C21H37O7P	InChI=1S/C21H39O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h9-10H,2-8,11-19H2,1H3,(H2,24,25,26)/p-2/b10-9-	YZKFNNQAEBNCEN-KTKRTIGZSA-L	432.2287877	CHEBI:77492	HMDB0155788	
BASm0006189	1-(9Z,12Z)-octadecadienoylglycerone 3-phosphate				CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCC(=O)COP(=O)([O-])[O-]	C21H35O7P	InChI=1S/C21H37O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h6-7,9-10H,2-5,8,11-19H2,1H3,(H2,24,25,26)/p-2/b7-6-,10-9-	AHOBMSZBVSJMAH-HZJYTTRNSA-L	430.2131376	CHEBI:77493	HMDB0161103	
BASm0006190	1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerone 3-phosphate	A 1-acylglycerone 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-arachidonoylglycerone 3-phosphate; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(=O)COP(=O)([O-])[O-]	C23H35O7P	InChI=1S/C23H37O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(25)29-20-22(24)21-30-31(26,27)28/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21H2,1H3,(H2,26,27,28)/p-2/b7-6-,10-9-,13-12-,16-15-	CVBWKWVHFOVIMT-DOFZRALJSA-L		CHEBI:77494		
BASm0006191	(9E)-octadecenoyl-CoA			Expected Solid	CCCCCCCC/C=C/CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C39H64N7O17P3S	InChI=1S/C39H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h11-12,26-28,32-34,38,49-50H,4-10,13-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/p-4/b12-11+/t28-,32-,33-,34+,38-/m1/s1	XDUHQPOXLUAVEE-MBEFLBOUSA-J	1027.33142	CHEBI:77537		MMDBc0054994
BASm0006192	(2E)-pentadecenoyl-CoA			Expected Solid	CCCCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C36H58N7O17P3S	InChI=1S/C36H62N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-27(45)64-20-19-38-26(44)17-18-39-34(48)31(47)36(2,3)22-57-63(54,55)60-62(52,53)56-21-25-30(59-61(49,50)51)29(46)35(58-25)43-24-42-28-32(37)40-23-41-33(28)43/h15-16,23-25,29-31,35,46-47H,4-14,17-22H2,1-3H3,(H,38,44)(H,39,48)(H,52,53)(H,54,55)(H2,37,40,41)(H2,49,50,51)/p-4/b16-15+/t25-,29-,30-,31+,35-/m1/s1	BUFWYEICGKLDLP-OUZMRWKYSA-J	985.2844699	CHEBI:77545	HMDB0062229	MMDBc0048780
BASm0006193	undecanoyl-CoA			Expected Solid	CCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C32H52N7O17P3S	InChI=1S/C32H56N7O17P3S/c1-4-5-6-7-8-9-10-11-12-23(41)60-16-15-34-22(40)13-14-35-30(44)27(43)32(2,3)18-53-59(50,51)56-58(48,49)52-17-21-26(55-57(45,46)47)25(42)31(54-21)39-20-38-24-28(33)36-19-37-29(24)39/h19-21,25-27,31,42-43H,4-18H2,1-3H3,(H,34,40)(H,35,44)(H,48,49)(H,50,51)(H2,33,36,37)(H2,45,46,47)/p-4/t21-,25-,26-,27?,31-/m1/s1	IZWCGXGZGYKDHR-WMMBNDHFSA-J	931.2375197	CHEBI:77547		MMDBc0049146
BASm0006194	trans-2-undecenoyl-CoA			Expected Solid	[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C(\[H])=C(/[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C(N=C([H])N=C23)N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C32H50N7O17P3S	InChI=1S/C32H54N7O17P3S/c1-4-5-6-7-8-9-10-11-12-23(41)60-16-15-34-22(40)13-14-35-30(44)27(43)32(2,3)18-53-59(50,51)56-58(48,49)52-17-21-26(55-57(45,46)47)25(42)31(54-21)39-20-38-24-28(33)36-19-37-29(24)39/h11-12,19-21,25-27,31,42-43H,4-10,13-18H2,1-3H3,(H,34,40)(H,35,44)(H,48,49)(H,50,51)(H2,33,36,37)(H2,45,46,47)/p-4/b12-11+/t21-,25-,26-,27+,31-/m1/s1	CAVMKINPGRCURL-PHHHIDLGSA-J	929.2218697	CHEBI:77548		MMDBc0048778
BASm0006195	(2E,9Z)-hexadecadienoyl-CoA	This compound belongs to the family of Acyl CoAs. These are organic compounds contaning a coenzyme A substructure linked to another moeity through an ester bond.				C37H58N7O17P3S		BEQWCBBSKHMRCA-HENMZMGOSA-J	997.2844699	CHEBI:77549	HMDB0060166	
BASm0006196	trans-2-heptadecenoyl-CoA			Expected Solid	[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C(\[H])=C(/[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C(N=C([H])N=C23)N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C38H62N7O17P3S	InChI=1S/C38H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-29(47)66-22-21-40-28(46)19-20-41-36(50)33(49)38(2,3)24-59-65(56,57)62-64(54,55)58-23-27-32(61-63(51,52)53)31(48)37(60-27)45-26-44-30-34(39)42-25-43-35(30)45/h17-18,25-27,31-33,37,48-49H,4-16,19-24H2,1-3H3,(H,40,46)(H,41,50)(H,54,55)(H,56,57)(H2,39,42,43)(H2,51,52,53)/p-4/b18-17+/t27-,31-,32-,33+,37-/m1/s1	YDHQUKOTPYJJSE-WSFAOELFSA-J	1013.31577	CHEBI:77551		MMDBc0048783
BASm0006197	(2E,9E)-octadecadienoyl-CoA			Expected Solid	CCCCCCCC/C=C/CCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C39H62N7O17P3S	InChI=1S/C39H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h11-12,18-19,26-28,32-34,38,49-50H,4-10,13-17,20-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/p-4/b12-11-,19-18+/t28-,32-,33-,34+,38-/m1/s1	REOYMONHGHULEY-PPSVNWDXSA-J	1025.31577	CHEBI:77552		MMDBc0048794
BASm0006198	(2E,9Z)-octadecadienoyl-CoA			Expected Solid	CCCCCCCC/C=C\CCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C39H62N7O17P3S	InChI=1S/C39H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h11-12,18-19,26-28,32-34,38,49-50H,4-10,13-17,20-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/p-4/b12-11-,19-18+/t28-,32-,33-,34+,38-/m1/s1	REOYMONHGHULEY-PPSVNWDXSA-J	1025.31577	CHEBI:77553		MMDBc0048794
BASm0006199	(2E,9Z,12Z)-octadecatrienoyl-CoA			Expected Solid	CCCCC/C=C\C/C=C\CCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C39H60N7O17P3S	InChI=1S/C39H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h8-9,11-12,18-19,26-28,32-34,38,49-50H,4-7,10,13-17,20-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/p-4/b9-8-,12-11-,19-18+/t28?,32?,33?,34?,38-/m0/s1	XNZJYLZAYIJRPB-WRLNWUIESA-J	1023.30012	CHEBI:77558		MMDBc0049233
BASm0006200	(2E,4Z,7Z,10Z,13Z,16Z,19Z)-docosaheptaenoyl-CoA			Expected Solid		C43H60N7O17P3S		HTSMCTDWAPSBNO-CWGSFJFBSA-J	1071.30012	CHEBI:77559		MMDBc0048771
BASm0006201	1-O-hexadecyl-sn-glycero-3-phosphate			Expected Solid	[H][C@@](O)(COCCCCCCCCCCCCCCCC)COP([O-])([O-])=O	C19H39O6P	InChI=1S/C19H41O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-24-17-19(20)18-25-26(21,22)23/h19-20H,2-18H2,1H3,(H2,21,22,23)/p-2/t19-/m1/s1	XLVRFPVHQPHXAA-LJQANCHMSA-L	394.2495231	CHEBI:77580		MMDBc0055118
BASm0006202	(2S)-2-acetamido-4-aminobutanoate			Expected Solid	CC(=O)N[C@@H](CCN)C(O)=O	C6H12N2O3	InChI=1S/C6H12N2O3/c1-4(9)8-5(2-3-7)6(10)11/h5H,2-3,7H2,1H3,(H,8,9)(H,10,11)/t5-/m0/s1	SUUKRBBXVBJLSS-YFKPBYRVSA-N	160.0847923	CHEBI:77587		MMDBc0054056
BASm0006204	2-(9Z-octadecenoyl)-sn-glycero-3-phosphate	A 2-acyl-sn-glycero-3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 2-oleoyl-sn-glycero-3-phosphate; major species at pH 7.3.				C21H39O7P		ZOOLJLSXNRZLDH-GDCKJWNLSA-L	434.2444378	CHEBI:77593		
BASm0006205	(2Z,4Z)-2-amino-3-carboxymuconate 6-semialdehyde			Expected Solid	[NH3+]/C(C(=O)[O-])=C(/C=C\C=O)C(=O)[O-]	C7H6NO5	InChI=1S/C7H7NO5/c8-5(7(12)13)4(6(10)11)2-1-3-9/h1-3H,8H2,(H,10,11)(H,12,13)/p-1/b2-1-,5-4-	KACPVQQHDVBVFC-OIFXTYEKSA-M	184.0251459	CHEBI:77612		MMDBc0054871
BASm0006206	senecionine	Senecionine is an organic compound with the chemical formula C18H25NO5. It is classified as a pyrrolizidine alkaloid.	130-01-8	Solid	C/C=C1/C[C@@H](C)[C@@](C)(O)C(=O)OCC2=CC[NH+]3CC[C@@H](OC1=O)[C@@H]23	C18H25NO5	InChI=1S/C18H25NO5/c1-4-12-9-11(2)18(3,22)17(21)23-10-13-5-7-19-8-6-14(15(13)19)24-16(12)20/h4-5,11,14-15,22H,6-10H2,1-3H3/b12-4-/t11-,14-,15-,18-/m1/s1	HKODIGSRFALUTA-JTLQZVBZSA-N		CHEBI:77617		
BASm0006207	norajmaline	Norajmaline belongs to the class of organic compounds known as ajmaline-sarpagine alkaloids. These are organic compounds containing either of the ajmalan, sarpagan skeleton, or derivative thereof. The Sarpagine (Akuammidine) group, based on the sarpagan nucleus, arises from bond formation between C-16 and C-5 of the corynantheine precursor. Ajmaline alkaloids are based on a 17,19-secoyohimban skeleton (oxayohimban) which is invariably present as an ether. Norajmaline is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Norajmaline participates in a number of enzymatic reactions. In particular, norajmaline can be biosynthesized from ajmaline. Norajmaline can also be converted into 17-O-acetylnorajmaline. An organonitrogen heterocyclic compound that is ajmaline which is lacking the methyl substituent attached to the nitrogen of the dihydroindole moiety. (ChEBI)	23944-24-3		CC[C@H]1[C@@H]2C[C@H]3[C@@H]4Nc5ccccc5[C@]45CC([C@H]2[C@H]5O)[NH+]3[C@@H]1O	C19H24N2O2	InChI=1S/C19H24N2O2/c1-2-9-10-7-13-16-19(11-5-3-4-6-12(11)20-16)8-14(15(10)17(19)22)21(13)18(9)23/h3-6,9-10,13-18,20,22-23H,2,7-8H2,1H3/t9-,10-,13-,14-,15-,16-,17+,18+,19+/m0/s1	HIOAYNMZFIHQNS-DEKAJGEMSA-N	312.183778	CHEBI:77618		
BASm0006208	1,3-dihexadecanoylglycerol	DG(16:0/0:0/16:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at the C-1 C-2, or C-3 positions. DG(16:0/0:0/16:0), in particular, consists of two chains of palmitic acid at the C-1 and C-3 positions. The palmitic acid moieties are derived from fish oils, milk fats, vegetable oils and animal fats. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections.<br />Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.<br />Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-3 position.			CCCCCCCCCCCCCCCC(=O)OCC(O)COC(=O)CCCCCCCCCCCCCCC	C35H68O5	InChI=1S/C35H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-31-33(36)32-40-35(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33,36H,3-32H2,1-2H3	GFAZGHREJPXDMH-UHFFFAOYSA-N	568.5066753	CHEBI:77619	HMDB0056009	
BASm0006209	5-hydroxy-6-methylpyridine-3,4-dicarboxylate			Expected Solid	Cc1[nH+]cc(C(=O)[O-])c(C(=O)[O-])c1[O-]	C8H5NO5	InChI=1S/C8H7NO5/c1-3-6(10)5(8(13)14)4(2-9-3)7(11)12/h2,10H,1H3,(H,11,12)(H,13,14)/p-2	LVJJEIJOKPHQOU-UHFFFAOYSA-L	195.0178694	CHEBI:77620		MMDBc0055568
BASm0006210	2',3,4,4',6'-pentahydroxychalcone				O=C(C=Cc1ccc(O)c(O)c1)c1c([O-])cc(O)cc1O	C15H12O6	InChI=1S/C15H12O6/c16-9-6-13(20)15(14(21)7-9)11(18)4-2-8-1-3-10(17)12(19)5-8/h1-7,16-17,19-21H/b4-2+	CRBYNQCDRNZCNX-DUXPYHPUSA-N	288.0633881	CHEBI:77621		
BASm0006211	2',3,4,4',6'-pentahydroxychalcone 4'-O-beta-D-glucoside				O=C(/C=C/c1ccc(O)c(O)c1)c1c([O-])cc(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc1O	C21H22O11	InChI=1S/C21H22O11/c22-8-16-18(28)19(29)20(30)21(32-16)31-10-6-14(26)17(15(27)7-10)12(24)4-2-9-1-3-11(23)13(25)5-9/h1-7,16,18-23,25-30H,8H2	GZTXEEPKLNRIEL-UHFFFAOYSA-N	450.1162115	CHEBI:77622		
BASm0006212	1-hexadecanoyl-2-(9Z)-octadecenoyl-3-octadecanoyl-sn-glycerol	TG(16:0/18:1(9Z)/18:0), also known as glycerol 1-octadecanoate 2-(9Z-octadecenoate) 3-hexadecanoate or triacylglycerol or triacylglyceride, is found in cocoa and cocoa products. It is a constituent of cocoa butter and confectionery fats. Derived from palm oil. Coating agent			CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC	C55H104O6	InChI=1S/C55H104O6/c1-4-7-10-13-16-19-22-25-27-30-33-36-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-35-32-29-24-21-18-15-12-9-6-3)61-55(58)49-46-43-40-37-34-31-28-26-23-20-17-14-11-8-5-2/h26,28,52H,4-25,27,29-51H2,1-3H3/b28-26-/t52-/m0/s1	QXPXMOHHFYONAC-INSBXERHSA-N	860.7832911	CHEBI:77623	HMDB0044110	
BASm0006213	1-hexadecanoyl-3-octadecanoyl-sn-glycerol	DG(16:0/0:0/18:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at the C-1, C-2, or C-3 positions. DG(16:0/0:0/18:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of stearic acid at the C-3 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections.<br />Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.<br />Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-3 position.			CCCCCCCCCCCCCCCCCC(=O)OC[C@H](O)COC(=O)CCCCCCCCCCCCCCC	C37H72O5	InChI=1S/C37H72O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(40)42-34-35(38)33-41-36(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h35,38H,3-34H2,1-2H3/t35-/m1/s1	BFTGWUUHOMAGPO-PGUFJCEWSA-N	596.5379754	CHEBI:77624	HMDB0056010	
BASm0006214	Delta(1)-piperideine-2-carboxylate	1-piperideine-2-carboxylate is classified as a member of the Tetrahydropyridines. Tetrahydropyridines are derivatives of  pyridine in which two double bonds in the pyridine moiety are reduced by adding four hydrogen atoms. 1-piperideine-2-carboxylate is considered to be slightly soluble (in water) and acidic			O=C([O-])C1=[NH+]CCCC1	C6H9NO2	InChI=1S/C6H9NO2/c8-6(9)5-3-1-2-4-7-5/h1-4H2,(H,8,9)	GEJXSVNGWOSZPC-UHFFFAOYSA-N	127.0633285	CHEBI:77631	HMDB0062778	
BASm0006215	isonocardicin A			Expected Solid	[NH3+][C@@H](CCOc1ccc(/C(=N/[O-])C(=O)N[C@H]2CN([C@@H](C(=O)[O-])c3ccc(O)cc3)C2=O)cc1)C(=O)[O-]	C23H24N4O9	InChI=1S/C23H24N4O9/c24-16(22(31)32)9-10-36-15-7-3-12(4-8-15)18(26-35)20(29)25-17-11-27(21(17)30)19(23(33)34)13-1-5-14(28)6-2-13/h1-8,16-17,19,28,35H,9-11,24H2,(H,25,29)(H,31,32)(H,33,34)/b26-18-	CTNZOGJNVIFEBA-ITYLOYPMSA-N	500.1543284	CHEBI:77633		MMDBc0002402
BASm0006216	2-aminomuconate 6-semialdehyde	2-aminomuconic semialdehyde is an intermediate in the oxidative metabolism of tryptophan in mammals, and takes place via the kynurenine pathway, which is also used for NAD biosynthesis in all eukaryotic organisms. 2-Aminomuconic semialdehyde is reported to be unstable and spontaneously converted to picolinic acid (regarded as metabolically inert and is excreted in the urine as a glycine conjugate), and enzymatically converted to 2-aminomuconic acid through the action of 2-aminomuconic semialdehyde dehydrogenase. (PMID: 10510494, 16267312, 14275129).	245128-91-0	Solid	[NH3+]/C(=C/C=C\C=O)C(=O)[O-]	C6H7NO3	InChI=1S/C6H7NO3/c7-5(6(9)10)3-1-2-4-8/h1-4H,7H2,(H,9,10)/b2-1-,5-3+	QCGTZPZKJPTAEP-REDYYMJGSA-N	141.0425931	CHEBI:77634	HMDB0001280	
BASm0006217	a fatty acyl-CoA				*C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]					CHEBI:77636		
BASm0006218	dihydrophloroglucinol			Expected Solid	O=C1C=C([O-])CC(O)C1	C6H7O3	InChI=1S/C6H8O3/c7-4-1-5(8)3-6(9)2-4/h1,6-7,9H,2-3H2/p-1	JUOPGIRJUCFNBD-UHFFFAOYSA-M	127.0400677	CHEBI:77638		MMDBc0055929
BASm0006219	sulochrin			Expected Solid	COC(=O)c1cc(O)cc(OC)c1C(=O)c1c([O-])cc(C)cc1O	C17H16O7	InChI=1S/C17H16O7/c1-8-4-11(19)15(12(20)5-8)16(21)14-10(17(22)24-3)6-9(18)7-13(14)23-2/h4-7,18-20H,1-3H3	YJRLSCDUYLRBIZ-UHFFFAOYSA-N	332.0896029	CHEBI:77639		MMDBc0054669
BASm0006220	7-O-(beta-D-apiofuranosyl-1,2-beta-D-glucosyl)-5,7,4'-trihydroxyflavone	An organic anion that is the major structure of apiin at pH 7.3.			O=c1cc(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[C@@H]2OC[C@](O)(CO)[C@H]2O)cc2oc(-c3ccc(O)cc3)cc([O-])c1-2	C26H27O14	InChI=1S/C26H28O14/c27-8-18-20(32)21(33)22(40-25-23(34)26(35,9-28)10-36-25)24(39-18)37-13-5-14(30)19-15(31)7-16(38-17(19)6-13)11-1-3-12(29)4-2-11/h1-7,18,20-25,27-29,31-35H,8-10H2/p-1/t18-,20-,21+,22-,23+,24-,25+,26-/m1/s1	LXMDJNZIPXDDPK-YRCFQSNFSA-M		CHEBI:77640		
BASm0006221	2'-O-methyllicodione					C16H13O5		DMOSJPZKOKLUKK-UHFFFAOYSA-M	285.0768471	CHEBI:77642		
BASm0006222	protoaphin aglucone	A phenolate anion that is the conjugate base of protoaphin aglucone, obtained by deprotonation of the phenolic hydroxy group at position 7'; major species at pH 7.3.				C30H27O11		KLZOEWZFKUESNU-UYFDZFGUSA-M	563.1558853	CHEBI:77643		
BASm0006223	5-L-glutamyl amino acid				*C(NC(=O)CC[C@H]([NH3+])C(=O)[O-])C(=O)[O-]					CHEBI:77644		
BASm0006224	2,3',4,6-tetrahydroxybenzophenone				O=C(c1cccc(O)c1)c1c([O-])cc(O)cc1O	C13H10O5	InChI=1S/C13H10O5/c14-8-3-1-2-7(4-8)13(18)12-10(16)5-9(15)6-11(12)17/h1-6,14-17H	QWRYPHZJTWQLFX-UHFFFAOYSA-N	246.0528234	CHEBI:77647		
BASm0006225	5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxylate	N5-carboxyaminoimidazole ribonucleotide is a member of the chemical class known as 1-Phosphoribosyl-imidazoles. These are organic compounds containing the imidazole ring linked to a ribose phosphate through a 1-2 bond.  The carbamic acid, N5-carboxyaminoimidazole ribonucleotide (N5-CAIR) is an intermediate in purine biosynthesis in E. coli. (PMID 7918411)  Formation of 4-carboxy-5-aminoimidazole ribonucleotide (CAIR) in the purine pathway in most prokaryotes requires ATP, HCO3-, aminoimidazole ribonucleotide (AIR), and the gene products PurK and PurE. PurK catalyzes the conversion of AIR to N5-carboxyaminoimidazole ribonucleotide (N5-CAIR) in a reaction that requires both ATP and HCO3-. PurE catalyzes the unusual rearrangement of N5-CAIR to CAIR.			Nc1c(C(=O)[O-])[nH+]cn1[C@@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C9H14N3O9P	InChI=1S/C9H14N3O9P/c13-6-4(2-20-22(17,18)19)21-8(7(6)14)12-3-10-1-5(12)11-9(15)16/h1,3-4,6-8,11,13-14H,2H2,(H,15,16)(H2,17,18,19)	JHLXDWGVSYMXPL-UHFFFAOYSA-N	339.0467656	CHEBI:77657	HMDB12268	
BASm0006226	nocardicin A			Expected Solid	[NH3+][C@H](CCOc1ccc(/C(=N/[O-])C(=O)N[C@H]2CN([C@@H](C(=O)[O-])c3ccc(O)cc3)C2=O)cc1)C(=O)[O-]	C23H24N4O9	InChI=1S/C23H24N4O9/c24-16(22(31)32)9-10-36-15-7-3-12(4-8-15)18(26-35)20(29)25-17-11-27(21(17)30)19(23(33)34)13-1-5-14(28)6-2-13/h1-8,16-17,19,28,35H,9-11,24H2,(H,25,29)(H,31,32)(H,33,34)/b26-18-	CTNZOGJNVIFEBA-ITYLOYPMSA-N	500.1543284	CHEBI:77658		MMDBc0002402
BASm0006227	emodin	Emodin is found in dock. Emodin is present in Cascara sagrada.Emodin is a purgative resin from rhubarb, Polygonum cuspidatum, the buckthorn and Japanese Knotweed (Fallopia japonica). The term may also refer to any one of a series of principles isomeric with the emodin of rhubarb. (Wikipedia	518-82-1	Solid	Cc1cc(O)c2c(c1)C(=O)c1cc([O-])cc(O)c1C2=O	C15H10O5	InChI=1S/C15H10O5/c1-6-2-8-12(10(17)3-6)15(20)13-9(14(8)19)4-7(16)5-11(13)18/h2-5,16-18H,1H3	RHMXXJGYXNZAPX-UHFFFAOYSA-N	270.0528234	CHEBI:77659	HMDB0035214	
BASm0006228	pyrroloquinoline quinol		79127-57-4		O=C([O-])c1cc(C(=O)[O-])c2c(n1)c([O-])c(O)c1cc(C(=O)[O-])[nH]c12	C14H8N2O8	InChI=1S/C14H8N2O8/c17-10-4-2-6(14(23)24)15-8(4)7-3(12(19)20)1-5(13(21)22)16-9(7)11(10)18/h1-2,15,17-18H,(H,19,20)(H,21,22)(H,23,24)	QZMUBZJJJKIXKV-UHFFFAOYSA-N	332.0280652	CHEBI:77660		
BASm0006229	2-aminomalonate semialdehyde	2-Aminomalonate semialdehyde is an organic compound that can be formed from a reaction between NADP+ and L-serine. (EcoCyc)	5735-66-0	Solid	[NH3+][C@@H](C=O)C(=O)[O-]	C3H5NO3	InChI=1S/C3H5NO3/c4-2(1-5)3(6)7/h1-2H,4H2,(H,6,7)/t2-/m0/s1	XMTCKNXTTXDPJX-REOHCLBHSA-N	103.026943	CHEBI:77662	HMDB11602	MMDBc0030305
BASm0006230	pulcherriminic acid			Expected Solid	CC(C)Cc1c([O-])[n+]([O-])c(CC(C)C)c([O-])[n+]1[O-]	C12H20N2O4	InChI=1S/C12H20N2O4/c1-7(2)5-9-11(15)14(18)10(6-8(3)4)12(16)13(9)17/h7-8,15-16H,5-6H2,1-4H3	WXWWNANFOZVVLD-UHFFFAOYSA-N	256.1423071	CHEBI:77663		MMDBc0012545
BASm0006231	primary fluorescent chlorophyll catabolite				C=CC1=C(C)C(CC2=N/C(=C3\c4[nH]c(Cc5[nH]c(C=O)c(C)c5CC)c(C)c4C(=O)[C@@H]3C(=O)OC)[C@@H](CCC(=O)[O-])[C@@H]2C)NC1=O	C35H40N4O7	InChI=1S/C35H40N4O7/c1-8-19-15(3)26(14-40)36-25(19)13-24-18(6)28-32(38-24)29(30(33(28)43)35(45)46-7)31-21(10-11-27(41)42)17(5)22(37-31)12-23-16(4)20(9-2)34(44)39-23/h9,14,17,21,23,30,36,38H,2,8,10-13H2,1,3-7H3,(H,39,44)(H,41,42)/b31-29-/t17-,21-,23?,30+/m0/s1	ULSSSZOYSMVFIJ-NPQUFKRBSA-N	628.2896996	CHEBI:77670		
BASm0006232	luteolin 7-O-beta-D-glucuronide				O=C([O-])[C@H]1O[C@@H](Oc2cc([O-])c3c(=O)cc(-c4ccc(O)c(O)c4)oc3c2)[C@H](O)[C@@H](O)[C@@H]1O	C21H17O12	InChI=1S/C21H18O12/c22-9-2-1-7(3-10(9)23)13-6-12(25)15-11(24)4-8(5-14(15)32-13)31-21-18(28)16(26)17(27)19(33-21)20(29)30/h1-6,16-19,21-24,26-28H,(H,29,30)/p-1	VSUOKLTVXQRUSG-UHFFFAOYSA-M	461.0725496	CHEBI:77671		
BASm0006233	1-O-hexadecyl-2-acetyl-3-(9Z,12Z)-octadecadienoyl-sn-glycerol	A 1-alkyl-2-acetyl-3-acyl-sn-glycerol in which the alkyl and acyl groups are specified as palmityl and linoleoyl.			CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@@H](COCCCCCCCCCCCCCCCC)OC(C)=O	C39H72O5	InChI=1S/C39H72O5/c1-4-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-39(41)43-36-38(44-37(3)40)35-42-34-32-30-28-26-24-22-19-17-15-13-11-9-7-5-2/h12,14,18,20,38H,4-11,13,15-17,19,21-36H2,1-3H3/b14-12-,20-18-/t38-/m1/s1	VZIVVVUWMAYTQX-LTIPFYSGSA-N		CHEBI:77676		
BASm0006234	1-O-hexadecyl-2-acetyl-3-octadecanoyl-sn-glycerol	A 1-alkyl-2-acetyl-3-acyl-sn-glycerol in which the alkyl and acyl groups are specified as palmityl and stearoyl.			CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](COCCCCCCCCCCCCCCCC)OC(C)=O	C39H76O5	InChI=1S/C39H76O5/c1-4-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-39(41)43-36-38(44-37(3)40)35-42-34-32-30-28-26-24-22-19-17-15-13-11-9-7-5-2/h38H,4-36H2,1-3H3/t38-/m1/s1	FDYFIYWWDYCAEH-KXQOOQHDSA-N		CHEBI:77677		
BASm0006235	1-O-hexadecyl-2-acetyl-3-tetradecanoyl-sn-glycerol	A 1-alkyl-2-acetyl-3-acyl-sn-glycerol in which the alkyl and acyl groups are specified as palmityl and myristoyl.			CCCCCCCCCCCCCCCCOC[C@H](COC(=O)CCCCCCCCCCCCC)OC(C)=O	C35H68O5	InChI=1S/C35H68O5/c1-4-6-8-10-12-14-16-17-18-20-22-24-26-28-30-38-31-34(40-33(3)36)32-39-35(37)29-27-25-23-21-19-15-13-11-9-7-5-2/h34H,4-32H2,1-3H3/t34-/m1/s1	NJPLVGBNOUFNTO-UUWRZZSWSA-N		CHEBI:77678		
BASm0006236	1-O-hexadecyl-2-acetyl-3-decanoyl-sn-glycerol	A 1-alkyl-2-acetyl-3-acyl-sn-glycerol in which the alkyl and acyl groups are specified as palmityl and capryl.			CCCCCCCCCCCCCCCCOC[C@H](COC(=O)CCCCCCCCC)OC(C)=O	C31H60O5	InChI=1S/C31H60O5/c1-4-6-8-10-12-13-14-15-16-17-18-20-22-24-26-34-27-30(36-29(3)32)28-35-31(33)25-23-21-19-11-9-7-5-2/h30H,4-28H2,1-3H3/t30-/m1/s1	FMCXDQKXLGNLBF-SSEXGKCCSA-N		CHEBI:77679		
BASm0006237	1-O-hexadecyl-2-acetyl-3-hexadecanoyl-sn-glycerol	A 1-alkyl-2-acetyl-3-acyl-sn-glycerol in which the alkyl and acyl groups are specified as palmityl and palmitoyl.			CCCCCCCCCCCCCCCCOC[C@H](COC(=O)CCCCCCCCCCCCCCC)OC(C)=O	C37H72O5	InChI=1S/C37H72O5/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-32-40-33-36(42-35(3)38)34-41-37(39)31-29-27-25-23-21-19-17-15-13-11-9-7-5-2/h36H,4-34H2,1-3H3/t36-/m1/s1	AHYRTHPOYQENFP-PSXMRANNSA-N		CHEBI:77680		
BASm0006238	1-O-hexadecyl-2-acetyl-3-dodecanoyl-sn-glycerol	A 1-alkyl-2-acetyl-3-acyl-sn-glycerol in which the alkyl and acyl groups are specified as palmityl and lauroyl.			CCCCCCCCCCCCCCCCOC[C@H](COC(=O)CCCCCCCCCCC)OC(C)=O	C33H64O5	InChI=1S/C33H64O5/c1-4-6-8-10-12-14-15-16-17-18-20-22-24-26-28-36-29-32(38-31(3)34)30-37-33(35)27-25-23-21-19-13-11-9-7-5-2/h32H,4-30H2,1-3H3/t32-/m1/s1	AFPSUMOSKZMZGD-JGCGQSQUSA-N		CHEBI:77681		
BASm0006239	1-O-hexadecyl-2-acetyl-3-octanoyl-sn-glycerol	A 1-alkyl-2-acetyl-3-acyl-sn-glycerol in which the alkyl and acyl groups are specified as palmityl and capryloyl.			CCCCCCCCCCCCCCCCOC[C@H](COC(=O)CCCCCCC)OC(C)=O	C29H56O5	InChI=1S/C29H56O5/c1-4-6-8-10-11-12-13-14-15-16-17-18-20-22-24-32-25-28(34-27(3)30)26-33-29(31)23-21-19-9-7-5-2/h28H,4-26H2,1-3H3/t28-/m1/s1	SBFWLWZYSNLQGC-MUUNZHRXSA-N		CHEBI:77682		
BASm0006240	1,2-di-(9Z)-octadecenoyl-3-(9Z,12Z)-octadecadienoyl-sn-glycerol	TG(18:1(9Z)/18:1(9Z)/18:2(9Z,12Z))[iso3] is a dioleic acid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid tri-esters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(18:1(9Z)/18:1(9Z)/18:2(9Z,12Z))[iso3], in particular, consists of one chain of oleic acid at the C-1 position, one chain of oleic acid at the C-2 position and one chain of linoleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.			CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCC/C=C\CCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC	C57H102O6	InChI=1S/C57H102O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-55(58)61-52-54(63-57(60)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)53-62-56(59)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h16,19,25-30,54H,4-15,17-18,20-24,31-53H2,1-3H3/b19-16-,28-25-,29-26-,30-27-/t54-/m1/s1	JTMWOTXEVWLTTO-VYOWPWJFSA-N	882.767641	CHEBI:77683	HMDB0005455	
BASm0006241	1,2-di-(9Z)-octadecenoyl-3-tetradecanoyl-sn-glycerol	TG(14:0/18:1(9Z)/18:1(9Z)) is a dioleic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/18:1(9Z)/18:1(9Z)), in particular, consists of one chain of myristic acid at the C-1 position, one chain of oleic acid at the C-2 position and one chain of oleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC	C53H98O6	InChI=1S/C53H98O6/c1-4-7-10-13-16-19-22-24-26-28-31-34-37-40-43-46-52(55)58-49-50(48-57-51(54)45-42-39-36-33-30-21-18-15-12-9-6-3)59-53(56)47-44-41-38-35-32-29-27-25-23-20-17-14-11-8-5-2/h24-27,50H,4-23,28-49H2,1-3H3/b26-24-,27-25-/t50-/m0/s1	AFLXUGKIZQFJJI-OQPNEMOVSA-N	830.7363409	CHEBI:77684	HMDB0042371	
BASm0006242	1,2-di-(9Z)-octadecenoyl-3-dodecanoyl-sn-glycerol	TG(12:0/18:1(9Z)/18:1(9Z))[iso3] belongs to the class of organic compounds known as triacylglycerols. These are glycerides consisting of three fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Thus, TG(12:0/18:1(9Z)/18:1(9Z))[iso3] is considered to be a triradylglycerol lipid molecule. TG(12:0/18:1(9Z)/18:1(9Z))[iso3] is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.			CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC	C51H94O6	InChI=1S/C51H94O6/c1-4-7-10-13-16-19-21-23-25-27-29-32-35-38-41-44-50(53)56-47-48(46-55-49(52)43-40-37-34-31-18-15-12-9-6-3)57-51(54)45-42-39-36-33-30-28-26-24-22-20-17-14-11-8-5-2/h23-26,48H,4-22,27-47H2,1-3H3/b25-23-,26-24-/t48-/m0/s1	SJWUGKDDADDDHD-ZITMFCPVSA-N	802.7050407	CHEBI:77685		
BASm0006243	1,2-di-(9Z)-octadecenoyl-3-octadecanoyl-sn-glycerol	TG(18:0/18:1(9Z)/18:1(9Z))[iso3] is a dioleic acid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid tri-esters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(18:0/18:1(9Z)/18:1(9Z))[iso3], in particular, consists of one chain of stearic acid at the C-1 position, one chain of oleic acid at the C-2 position and one chain of oleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC	C57H106O6	InChI=1S/C57H106O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-55(58)61-52-54(63-57(60)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)53-62-56(59)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h25,27-28,30,54H,4-24,26,29,31-53H2,1-3H3/b28-25-,30-27-/t54-/m1/s1	RYNHWWNZNIGDAQ-WNMJAFDRSA-N	886.7989411	CHEBI:77686	HMDB0005403	
BASm0006244	2'-hydroxyformononetin	Xenognosin B is found in green vegetables. Xenognosin B is isolated from Trifolium repens (white clover	1890-99-9	Solid	COc1ccc(-c2coc3cc([O-])ccc3c2=O)c(O)c1	C16H12O5	InChI=1S/C16H12O5/c1-20-10-3-5-11(14(18)7-10)13-8-21-15-6-9(17)2-4-12(15)16(13)19/h2-8,17-18H,1H3	XKHHKXCBFHUOHM-UHFFFAOYSA-N	284.0684735	CHEBI:77687	HMDB0031720	
BASm0006245	formononetin	Formononetin are abundant in vegetables. It is a phyto-oestrogen that is a polyphenolic non-steroidal plant compound with oestrogen-like biological activity (PMID: 16108819). It can be the source of considerable estrogenic activity (http://www.herbalchem.net/Intermediate.htm).	485-72-3	Solid		C16H11O4		HKQYGTCOTHHOMP-UHFFFAOYSA-M	267.0662824	CHEBI:77688	HMDB0005808	
BASm0006246	L-mimosine	Mimosine is only found in individuals that have used or taken this drug. It is an antineoplastic alanine-substituted pyridine derivative isolated from Leucena glauca. [PubChem]Mimosine causes inhibition of DNA replication, changes in the progression of the cells in the cell cycle, and apoptosis. Mimosine appears to introduce breaks into DNA. Mimosine is an iron/zinc chelator. Iron depletion induces DNA double-strand breaks in treated cells, and activates a DNA damage response that results in focal phosphorylation of histones. This leads to inhibition of DNA replication and/or DNA elongation. Some studies indicate that mimosine prevents the initiation of DNA replication, whereas other studies indicate that mimosine disrupts elongation of the replication fork by impairing deoxyribonucleotide synthesis by inhibiting the activity of the iron-dependent enzyme ribonucleotide reductase and the transcription of the cytoplasmic serine hydroxymethyltransferase gene (SHMT). Inhibition of serine hydroxymethyltransferase is moderated by a zinc responsive unit located in front of the SHMT gene.	500-44-7	Solid	N[C@@H](CN1C=CC(=O)C(O)=C1)C(O)=O	C8H10N2O4	InChI=1S/C8H10N2O4/c9-5(8(13)14)3-10-2-1-6(11)7(12)4-10/h1-2,4-5,12H,3,9H2,(H,13,14)/t5-/m0/s1	WZNJWVWKTVETCG-YFKPBYRVSA-N	198.0640568	CHEBI:77689	HMDB0015188	
BASm0006247	3-sulfanyl-1-hexanol	xi-3-Mercapto-1-hexanol is found in fruits. xi-3-Mercapto-1-hexanol is isolated from yellow passion fruit (Passiflora edulis). xi-3-Mercapto-1-hexanol is a flavouring ingredient.	51755-83-0			C6H14OS		TYZFMFVWHZKYSE-UHFFFAOYNA-N	134.0765362	CHEBI:77690	HMDB0040152	
BASm0006248	1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-2-hexadecanoyl-sn-glycero-3-phosphocholine	PC(20:4(5Z,8Z,11Z,14Z)/16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:4(5Z,8Z,11Z,14Z)/16:0), in particular, consists of one chain of arachidonic acid at the C-1 position and one chain of palmitic acid at the C-2 position. The arachidonic acid moiety is derived from animal fats and eggs, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			CCCCCCCCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H80NO8P	InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-24-19-17-15-13-11-9-7-2/h14,16,20-21,23,25,28,30,42H,6-13,15,17-19,22,24,26-27,29,31-41H2,1-5H3/b16-14-,21-20-,25-23-,30-28-/t42-/m1/s1	PUDHBQQGURLBGJ-IVFHWKNFSA-N	781.5621551	CHEBI:77694	HMDB0008429	
BASm0006249	1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-2-O-hexadecyl-sn-glycero-3-phosphocholine	A 1-acyl-2-alkyl-sn-glycero-3-phosphocholine in which the acyl and alkyl groups at positions 1 and 2 are specified respectively as arachidonoyl and palmityl.				C44H82NO7P		DPKNRBFBYHMBIU-WWBBCYQPSA-N	767.582891	CHEBI:77695		
BASm0006250	2-O-hexadecyl-sn-glycero-3-phosphocholine	A 2-alkyl-sn-glycero-3-phosphocholine in which the alkyl group is specified as hexadecyl.				C24H52NO6P		RKKJZVVEVRCBJA-XMMPIXPASA-N	481.3532254	CHEBI:77696		
BASm0006251	methyl formate				COC=O	C2H4O2	InChI=1S/C2H4O2/c1-4-2-3/h2H,1H3	TZIHFWKZFHZASV-UHFFFAOYSA-N	60.02112937	CHEBI:77699	HMDB0254588	
BASm0006252	methyl acetate	Methyl acetate belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). Methyl acetate is present in apple, grape, banana and other fruits. Methyl acetate is a flavouring ingredient and it is an ester that, in the laboratory, is synthesized from acetic acid and methanol in the presence of strong acids such as sulfuric acid in an esterification reaction. In the presence of strong bases such as sodium hydroxide or strong acids such as hydrochloric acid or sulfuric acid it is hydrolyzed back into methanol and acetic acid, especially at elevated temperature. Methyl acetate, also known as acetic acid methyl ester or methyl ethanoate, is a clear, flammable liquid with a characteristic, not unpleasant smell like certain glues or nail polish removers. Methyl acetate has characteristics very similar to its analog ethyl acetate. Methyl acetate is used as a solvent in glues, paints, and nail polish removers, in chemical reactions, and for extractions. Methyl acetate is a non-polar (lipophilic) to weakly polar (hydrophilic) aprotic solvent. Methyl acetate has a solubility of 25% in water at room temperature. At elevated temperature its solubility in water is much higher. Methyl acetate is not stable in the presence of strong aqueous bases or acids. The conversion of methyl acetate back into its components, by an acid, is a first-order reaction with respect to the ester. The reaction of methyl acetate and a base, for example sodium hydroxide, is a second-order reaction with respect to both reactants	79-20-9		COC(C)=O	C3H6O2	InChI=1S/C3H6O2/c1-3(4)5-2/h1-2H3	KXKVLQRXCPHEJC-UHFFFAOYSA-N	74.03677944	CHEBI:77700	HMDB0031523	
BASm0006254	3',4',5-trihydroxy-3,7-dimethoxyflavone		61395			C17H13O7		LUJAXSNNYBCFEE-UHFFFAOYSA-M	329.0666763	CHEBI:77710		
BASm0006255	licodione				O=C(CC(=O)c1ccc(O)cc1O)c1ccc([O-])cc1	C15H12O5	InChI=1S/C15H12O5/c16-10-3-1-9(2-4-10)13(18)8-15(20)12-6-5-11(17)7-14(12)19/h1-7,16-17,19H,8H2	QIEKMEBGIJSGGB-UHFFFAOYSA-N	272.0684735	CHEBI:77711		
BASm0006256	xanthoaphin				C[C@H]1O[C@H](C)[C@H]2O[C@@]3(O)CC(=O)c4c(O)c5c6c7c8c9c(c([O-])c1c2c9c3c47)C(=O)C[C@]8(O)O[C@@H]6[C@@H](C)O[C@@H]5C	C30H26O10	InChI=1S/C30H26O10/c1-7-13-21-19-17-15(25(13)33)11(31)5-30(36)24(17)20-18-16(26(34)14-8(2)38-10(4)28(40-30)22(14)20)12(32)6-29(35,23(18)19)39-27(21)9(3)37-7/h7-10,27-28,33-36H,5-6H2,1-4H3	HNUPXDLGAHSVEQ-UHFFFAOYSA-N	546.152597	CHEBI:77712		
BASm0006258	apigenin 7-O-beta-D-glucoside	Cosmosiin, also known as apigenin 7-O-glucoside or apigetrin, is a member of the class of compounds known as flavonoid-7-O-glycosides. Flavonoid-7-O-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Cosmosiin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Cosmosiin can be found in a number of food items, such as common thyme, white lupine, common oregano, and orange mint. Cosmosiin can also be found in dandelion coffee and in Teucrium gnaphalodes (Wikipedia). Cosmosiin can also be found plants such as wild celery and anise. Cosmosiin has been shown to exhibit anti-platelet function (PMID: 21834233).	578-74-5		O=c1cc(-c2ccc(O)cc2)oc2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc([O-])c12	C21H20O10	InChI=1S/C21H20O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-7,16,18-24,26-28H,8H2/t16-,18-,19+,20-,21-/m1/s1	KMOUJOKENFFTPU-QNDFHXLGSA-N	432.1056468	CHEBI:77722	HMDB0037340	
BASm0006259	1-decanoyl-sn-glycero-3-phosphate	A 1-acyl-sn-glycerol 3-phosphate(2−) obtained by deprotonation of the phosphate OH groups of 1-capryl-sn-glycero-3-phosphate.			[H][C@@](O)(COC(=O)CCCCCCCCC)COP([O-])([O-])=O	C13H25O7P	InChI=1S/C13H27O7P/c1-2-3-4-5-6-7-8-9-13(15)19-10-12(14)11-20-21(16,17)18/h12,14H,2-11H2,1H3,(H2,16,17,18)/p-2/t12-/m1/s1	CMQAWGIRCVKCMC-GFCCVEGCSA-L	324.1348873	CHEBI:77724		
BASm0006260	17-O-acetylnorajmaline				CC[C@H]1[C@@H]2C[C@H]3[C@@H]4Nc5ccccc5[C@]45C[C@@H](C2[C@H]5OC(C)=O)[NH+]3[C@@H]1O	C21H26N2O3	InChI=1S/C21H26N2O3/c1-3-11-12-8-15-18-21(13-6-4-5-7-14(13)22-18)9-16(23(15)20(11)25)17(12)19(21)26-10(2)24/h4-7,11-12,15-20,22,25H,3,8-9H2,1-2H3	VAOXSMUPPRUEKF-UHFFFAOYSA-N		CHEBI:77725		
BASm0006261	1-decanoyl-sn-glycero-3-phosphocholine	LysoPC(10:0/0:0) is a lysophosphatidylcholine, which is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2 as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. There is also a phospholipase A1, which is able to cleave the sn-1 ester bond. Lysophosphatidylcholine has pro-inflammatory properties in vitro and it is known to be a pathological component of oxidized lipoproteins (LDL) in plasma and of atherosclerotic lesions. Recently, it has been found to have some functions in cell signalling, and specific receptors (coupled to G proteins) have been identified. It activates the specific phospholipase C that releases diacylglycerols and inositol triphosphate with resultant increases in intracellular Ca2+ and activation of protein kinase C. It also activates the mitogen-activated protein kinase in certain cell types. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. LysoPC(10:0/0:0), in particular, consists of one chain of capric acid at the C-1 position. LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4.  binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood.  Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910).  LPCs have a number of protective or anti-inflammatory effects.  Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910).  Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.	22248-63-1		[H][C@@](O)(COC(=O)CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C18H38NO7P	InChI=1S/C18H38NO7P/c1-5-6-7-8-9-10-11-12-18(21)24-15-17(20)16-26-27(22,23)25-14-13-19(2,3)4/h17,20H,5-16H2,1-4H3/t17-/m1/s1	SECPDKKEUKDCPG-QGZVFWFLSA-N	411.2385896	CHEBI:77726	HMDB0003752	
BASm0006262	bergaptol	Bergaptol is a secondary metabolite of psoralen which has been hydroxylated by liver enzymes during phase I metabolism. Bergaptol is a biomarker for the consumption of citrus fruits.	486-60-2	Solid	O=c1ccc2c([O-])c3ccoc3cc2o1	C11H6O4	InChI=1S/C11H6O4/c12-10-2-1-6-9(15-10)5-8-7(11(6)13)3-4-14-8/h1-5,13H	GIJHDGJRTUSBJR-UHFFFAOYSA-N	202.0266087	CHEBI:77728	HMDB0013679	
BASm0006263	adenosine 2'-phosphate	An organophosphate oxoanion obtained by removal of two protons from the phosphate group of adenosine 2'-phosphate; major species at pH 7.3.			Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1OP(=O)([O-])[O-]	C10H12N5O7P	InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(22-23(18,19)20)6(17)4(1-16)21-10/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/p-2/t4-,6-,7-,10-/m1/s1	QDFHPFSBQFLLSW-KQYNXXCUSA-L		CHEBI:77740		
BASm0006264	1-hexadecanoyl-2-(10-hydroperoxy-8E-octadecenoyl)-sn-glycero-3-phosphocholine				CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCC/C=C/C(CCCCCCCC)OO		InChI=1S/C42H82NO10P/c1-6-8-10-12-14-15-16-17-18-19-20-25-29-33-41(44)49-37-40(38-51-54(47,48)50-36-35-43(3,4)5)52-42(45)34-30-26-22-21-24-28-32-39(53-46)31-27-23-13-11-9-7-2/h28,32,39-40H,6-27,29-31,33-38H2,1-5H3,(H-,46,47,48)/b32-28+/t39?,40-/m1/s1	WDVMUQGXOAZRKX-JLMWPCEGSA-N		CHEBI:77749		
BASm0006265	1-hexadecanoyl-2-[9-hydroperoxy-(10E-octadecenoyl)]-sn-glycero-3-phosphocholine	A 1,2-diacyl-sn-glycero-3-phosphocholine in which 1 and 2-acyl groups are specified as palmitoyl (hexadecanoyl) and (10E)-9-hydroperoxyoctadecenoyl respectively.			CCCCCCC/C=C/C(CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C)OO	C42H82NO10P	InChI=1S/C42H82NO10P/c1-6-8-10-12-14-15-16-17-18-19-21-25-29-33-41(44)49-37-40(38-51-54(47,48)50-36-35-43(3,4)5)52-42(45)34-30-26-22-24-28-32-39(53-46)31-27-23-20-13-11-9-7-2/h27,31,39-40H,6-26,28-30,32-38H2,1-5H3,(H-,46,47,48)/b31-27+/t39?,40-/m1/s1	PZGLXPVJRAJRPD-QGTBWRAMSA-N		CHEBI:77753		
BASm0006266	9-hydroperoxy-10E-octadecenoate	A hydroperoxy fatty acid anion resulting from the deprotonation of the carboxy group of 9-hydroperoxy-10E-octadecenoic acid. The major species at pH 7.3.			CCCCCCC/C=C/C(CCCCCCCC(=O)[O-])OO	C18H33O4	InChI=1S/C18H34O4/c1-2-3-4-5-6-8-11-14-17(22-21)15-12-9-7-10-13-16-18(19)20/h11,14,17,21H,2-10,12-13,15-16H2,1H3,(H,19,20)/p-1/b14-11+	DIKRZYGTMAMIKZ-SDNWHVSQSA-M		CHEBI:77754		
BASm0006267	10-hydroperoxy-(8E)-octadecenoate			Expected Solid	CCCCCCCCC(/C=C/CCCCCCC(=O)[O-])OO	C18H33O4	InChI=1S/C18H34O4/c1-2-3-4-5-8-11-14-17(22-21)15-12-9-6-7-10-13-16-18(19)20/h12,15,17,21H,2-11,13-14,16H2,1H3,(H,19,20)/p-1/b15-12+/t17-/m0/s1	HTIQDCPWTUODDW-VMEIHUARSA-M	313.2384331	CHEBI:77755		MMDBc0054991
BASm0006268	1-hexadecanoyl-2-glutaroyl-sn-glycero-3-phosphocholine				CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCC(=O)[O-]	C29H56NO10P	InChI=1S/C29H56NO10P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-20-28(33)37-24-26(40-29(34)21-18-19-27(31)32)25-39-41(35,36)38-23-22-30(2,3)4/h26H,5-25H2,1-4H3,(H-,31,32,35,36)	CDZVJFRXJAUXPP-UHFFFAOYSA-N	609.364184	CHEBI:77756	HMDB0256378	
BASm0006269	daidzein	Daidzein is one of several known isoflavones. Isoflavones compounds are found in a number of plants, but soybeans and soy products like tofu and textured vegetable protein are the primary food source. Up until recently, daidzein was considered to be one of the most important and most studied isoflavones, however more recently attention has shifted to isoflavone metabolites. Equol represents the main active product of daidzein metabolism, produced via specific microflora in the gut. The clinical effectiveness of soy isoflavones may be a function of the ability to biotransform soy isoflavones to the more potent estrogenic metabolite, equol, which may enhance the actions of soy isoflavones, owing to its greater affinity for estrogen receptors, unique antiandrogenic properties, and superior antioxidant activity. However, not all individuals consuming daidzein produce equol. Only approximately one-third to one-half of the population is able to metabolize daidzein to equol. This high variability in equol production is presumably attributable to interindividual differences in the composition of the intestinal microflora, which may play an important role in the mechanisms of action of isoflavones. But, the specific bacterial species in the colon involved in the production of equol are yet to be discovered.  (A3191, A3189).	486-66-8	Solid	O=c1c(-c2ccc(O)cc2)coc2cc([O-])ccc12	C15H10O4	InChI=1S/C15H10O4/c16-10-3-1-9(2-4-10)13-8-19-14-7-11(17)5-6-12(14)15(13)18/h1-8,16-17H	ZQSIJRDFPHDXIC-UHFFFAOYSA-N		CHEBI:77764	HMDB03312	
BASm0006270	2,4,6-trihydroxybenzophenone				O=C(c1ccccc1)c1c([O-])cc(O)cc1O	C13H10O4	InChI=1S/C13H10O4/c14-9-6-10(15)12(11(16)7-9)13(17)8-4-2-1-3-5-8/h1-7,14-16H	CPEXFJVZFNYXGU-UHFFFAOYSA-N	230.0579088	CHEBI:77765		
BASm0006271	cytidine 2'-phosphate				Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2OP(=O)([O-])[O-])c(=O)n1	C9H14N3O8P	InChI=1S/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-7(20-21(16,17)18)6(14)4(3-13)19-8/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)	YQUAKORMLHPSLZ-UHFFFAOYSA-N	323.0518514	CHEBI:77766		
BASm0006272	3,6-dichlorocatechol	3,6-Dichlorocatechol also known as 3,6-Dichloro-1,2-benzenediol, belongs to the class of organic compounds known as 3-chlorocatechols. These are chlorocatechols with the chlorine atom attached at position C3 of the benzene ring. 3,6-Dichlorocatechol is an extremely weak basic (essentially neutral) compound (based on its pKa). 3,6-Dichlorocatechol may be a unique E. coli metabolite. 3,6-Dichlorocatechol is formed during the combustion of cannabis and is therefore a constituent of cannabis smoke (https://doi.org/10.1007/978-1-59259-947-9_2).	3938-16-7		[O-]c1c(Cl)ccc(Cl)c1O	C6H4Cl2O2	InChI=1S/C6H4Cl2O2/c7-3-1-2-4(8)6(10)5(3)9/h1-2,9-10H	OLCABUKQCUOXNU-UHFFFAOYSA-N	177.9588	CHEBI:77767		
BASm0006273	8-iso-prostaglandin F2alpha	11-epi-PGF2alpha is an intermediate in Arachidonic acid metabolism. 11-epi-PGF2alpha is converted from (5Z,13E)-(15S)-9alpha,15-Dihydroxy-11-oxoprosta-5,13-dienoate via the enzyme prostaglandin-F synthase (EC 1.1.1.188).Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.		Solid	CCCCC[C@H](O)/C=C/[C@@H]1[C@H](C/C=C\CCCC(=O)[O-])[C@@H](O)C[C@H]1O	C20H34O5	InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16?,17+,18?,19-/m0/s1	PXGPLTODNUVGFL-BTJIPTOOSA-N	354.2406242	CHEBI:77768	HMDB0011137	
BASm0006274	3',4',5,6-tetrahydroxy-3,7-dimethoxyflavone				COc1cc2oc(-c3ccc(O)c(O)c3)c(OC)c(=O)c2c([O-])c1O	C17H14O8	InChI=1S/C17H14O8/c1-23-11-6-10-12(14(21)13(11)20)15(22)17(24-2)16(25-10)7-3-4-8(18)9(19)5-7/h3-6,18-21H,1-2H3	WGWGXVOAFMLMJZ-UHFFFAOYSA-N	346.0688674	CHEBI:77769		
BASm0006275	3',5-dihydroxy-3,4',7-trimethoxyflavone				COc1cc([O-])c2c(=O)c(OC)c(-c3ccc(OC)c(O)c3)oc2c1	C18H16O7	InChI=1S/C18H16O7/c1-22-10-7-12(20)15-14(8-10)25-17(18(24-3)16(15)21)9-4-5-13(23-2)11(19)6-9/h4-8,19-20H,1-3H3	KPCRYSMUMBNTCK-UHFFFAOYSA-N	344.0896029	CHEBI:77770		
BASm0006276	cyanidin 3-O-(6-O-glucosyl-2-O-xylosylgalactoside) betaine		142561-98-6		[O-]c1cc(O)cc2[o+]c(-c3ccc(O)c(O)c3)c(O[C@@H]3O[C@H](CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@H](O)[C@H](O)[C@H]3O[C@@H]3OC[C@@H](O)[C@H](O)[C@H]3O)cc12	C32H39O20	InChI=1S/C32H38O20/c33-7-19-22(40)24(42)27(45)30(50-19)47-9-20-23(41)25(43)29(52-31-26(44)21(39)16(38)8-46-31)32(51-20)49-18-6-12-14(36)4-11(34)5-17(12)48-28(18)10-1-2-13(35)15(37)3-10/h1-6,16,19-27,29-33,38-45H,7-9H2,(H3-,34,35,36,37)/p+1	RAHCBDLMLRVOBZ-UHFFFAOYSA-O		CHEBI:77771		
BASm0006277	ilicicolin H			Expected Solid	[H]\C(C)=C(\[H])[C@@]1([H])[C@@]([H])(C=C(C)[C@@]2([H])CC[C@]([H])(C)C[C@]12[H])C(=O)C1=C(O)C(=CN=C1O)C1=CC=C(O)C=C1	C27H31NO4	InChI=1S/C27H31NO4/c1-4-5-20-21-12-15(2)6-11-19(21)16(3)13-22(20)25(30)24-26(31)23(14-28-27(24)32)17-7-9-18(29)10-8-17/h4-5,7-10,13-15,19-22,29H,6,11-12H2,1-3H3,(H2,28,31,32)/b5-4+/t15-,19+,20+,21-,22+/m0/s1	BYVVOONSAAQMKI-RFKCMYLBSA-N	433.2253085	CHEBI:77772		MMDBc0013626
BASm0006278	1-O-hexadecyl-2-amino-sn-glycerol	An organic cation obtained by protonation of the amino group of 1-hexadecyl-2-amino-2-deoxy-sn-glycerol; major species at pH 7.3.			CCCCCCCCCCCCCCCCOC[C@@H]([NH3+])CO	C19H42NO2	InChI=1S/C19H41NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-22-18-19(20)17-21/h19,21H,2-18,20H2,1H3/p+1/t19-/m0/s1	BAJLFGHOMLHSCH-IBGZPJMESA-O		CHEBI:77786		
BASm0006279	1-O-hexadecyl-2-desoxy-2-amino-sn-glycero-3-phosphate	An anionic phospholipid that is the conjugate base of 1-O-palmityl-2-desoxy-2-amino-sn-glycero-3-phosphate.			CCCCCCCCCCCCCCCCOC[C@@H]([NH3+])COP(=O)([O-])[O-]	C19H41NO5P	InChI=1S/C19H42NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-24-17-19(20)18-25-26(21,22)23/h19H,2-18,20H2,1H3,(H2,21,22,23)/p-1/t19-/m1/s1	NUFRVARDGMBEFJ-LJQANCHMSA-M		CHEBI:77787		
BASm0006280	luteolin 7-O-beta-D-glucoside	Luteolin 7-glucoside is found in anise. Luteolin 7-glucoside is a constituent of the leaves of Capsicum annuum (red pepper).Cynaroside is a flavone, a flavonoid-like chemical compound. It is a 7-O-glucoside of luteolin and can be found in dandelion coffee, in Ferula varia and F. foetida in Campanula persicifolia and C. rotundifolia and in Cynara scolymus (artichoke)	5373-11-05	Solid	O=c1cc(-c2ccc(O)c(O)c2)oc2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc([O-])c12	C21H20O11	InChI=1S/C21H20O11/c22-7-16-18(27)19(28)20(29)21(32-16)30-9-4-12(25)17-13(26)6-14(31-15(17)5-9)8-1-2-10(23)11(24)3-8/h1-6,16,18-25,27-29H,7H2/t16-,18-,19+,20-,21-/m1/s1	PEFNSGRTCBGNAN-QNDFHXLGSA-N	448.1005615	CHEBI:77791	HMDB0035588	
BASm0006281	melamine	Melamine is an organic base and a trimer of cyanamide, with a 1,3,5-triazine skeleton. Like cyanamide, it contains 66% nitrogen by mass and, if mixed with resins, has fire retardant properties due to its release of nitrogen gas when burned or charred, and has several other industrial uses. Melamine is also a metabolite of cyromazine, a pesticide. It is formed in the body of mammals who have ingested cyromazine. It has been reported that cyromazine can also be converted to melamine in plants. Melamine is combined with formaldehyde to produce melamine resin, a very durable thermosetting plastic used in Formica, and melamine foam, a polymeric cleaning product. The end products include countertops, dry erase boards, fabrics, glues, housewares, dinnerware, cooking spoons, guitar saddles, guitar nuts, acoustic foam paneling, and flame retardants. Melamine is one of the major components in Pigment Yellow 150, a colorant in inks and plastics. Melamine is sometimes illegally added to food products in order to increase the apparent protein content. Standard tests, such as the Kjeldahl and Dumas tests, estimate protein levels by measuring the nitrogen content, so they can be misled by adding nitrogen-rich compounds such as melamine.There is an instrument (SPRINT) developed by the company CEM Corp that allows the determination of protein content directly in some applications; this cannot be fooled by adding melamine in the sample. Ultrasound-assisted extractive electrospray ionization mass spectrometry (EESI-MS) has been developed at ETH Zurich (Switzerland) by Zhu et al., (2008) for a rapid detection of melamine in untreated food samples. Ultrasounds are used to nebulize the melamine-containing liquids into a fine spray. The spray is then ionised by extractive electrospray ionisation (EESI) and analysed using tandem mass spectrometry (MS/MS). An analysis requires 30 seconds per sample. The limit of detection of melamine is a few nanograms of melamine per gram of milk. Crystallization and washing of melamine generates a considerable amount of waste water, which is a pollutant if discharged directly into the environment. The waste water may be concentrated into a solid (1.5-5% of the weight) for easier disposal. The solid may contain approximately 70% melamine, 23% oxytriazines (ammeline, ammelide, and cyanuric acid), 0.7% polycondensates (melem, melam, and melon). In the Eurotecnica process, however, there is no solid waste and the contaminants are decomposed to ammonia and carbon dioxide and sent as off gas to the upstream urea plant; accordingly, the waste water can be recycled to the melamine plant itself or used as clean cooling water make-up. Melamine also enters the fabrication of melamine poly-sulfonate used as superplasticizer for making high-resistance concrete. Sulfonated melamine formaldehyde (SMF) is a polymer used as cement admixture to reduce the water content in concrete while increasing the fluidity and the workability of the mix during its handling and pouring. It results in concrete with a lower porosity and a higher mechanical strength, exhibiting an improved resistance to aggressive environments and a longer life-time.	108-78-1	Solid	Nc1nc(N)[nH+]c(N)n1	C3H6N6	InChI=1S/C3H6N6/c4-1-7-2(5)9-3(6)8-1/h(H6,4,5,6,7,8,9)	JDSHMPZPIAZGSV-UHFFFAOYSA-N	126.0653942	CHEBI:77798	HMDB0041922	
BASm0006282	2'-hydroxydaidzein		7678-85-5		O=c1c(-c2ccc(O)cc2O)coc2cc([O-])ccc12	C15H10O5	InChI=1S/C15H10O5/c16-8-1-3-10(13(18)5-8)12-7-20-14-6-9(17)2-4-11(14)15(12)19/h1-7,16-18H	ZCTNPCRBEWXCGP-UHFFFAOYSA-N		CHEBI:77800		
BASm0006283	uridine 2'-phosphate				O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2OP(=O)([O-])[O-])c(=O)[nH]1	C9H13N2O9P	InChI=1S/C9H13N2O9P/c12-3-4-6(14)7(20-21(16,17)18)8(19-4)11-2-1-5(13)10-9(11)15/h1-2,4,6-8,12,14H,3H2,(H,10,13,15)(H2,16,17,18)	HQIDPEYTETUCNF-UHFFFAOYSA-N	324.035867	CHEBI:77802		
BASm0006284	2-amino-3-carboxymuconate 6-semialdehyde				[NH3+]C(C(=O)[O-])=C(C=CC=O)C(=O)[O-]	C7H7NO5	InChI=1S/C7H7NO5/c8-5(7(12)13)4(6(10)11)2-1-3-9/h1-3H,8H2,(H,10,11)(H,12,13)/b2-1+,5-4?	KACPVQQHDVBVFC-GFQYROJNSA-N	185.0324223	CHEBI:77803		
BASm0006285	biochanin A 7-O-beta-D-glucoside	Sissotrin is found in chickpea. Sissotrin is a constituent of Cicer arietinum (chickpea).	5928-26-7	Solid	COc1ccc(-c2coc3cc(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)cc([O-])c3c2=O)cc1	C22H22O10	InChI=1S/C22H22O10/c1-29-11-4-2-10(3-5-11)13-9-30-15-7-12(6-14(24)17(15)18(13)25)31-22-21(28)20(27)19(26)16(8-23)32-22/h2-7,9,16,19-24,26-28H,8H2,1H3	LFEUICHQZGNOHD-UHFFFAOYSA-N	446.1212969	CHEBI:77804	HMDB0033990	
BASm0006286	enterobactin	Chymosin preparation, escherichia coli k-12 is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]")	9001-98-3		O=C(N[C@H]1COC(=O)[C@@H](NC(=O)c2cccc(O)c2O)COC(=O)[C@@H](NC(=O)c2cccc(O)c2O)COC1=O)c1cccc(O)c1[O-]	C30H27N3O15	InChI=1S/C30H27N3O15/c34-19-7-1-4-13(22(19)37)25(40)31-16-10-46-29(44)18(33-27(42)15-6-3-9-21(36)24(15)39)12-48-30(45)17(11-47-28(16)43)32-26(41)14-5-2-8-20(35)23(14)38/h1-9,16-18,34-39H,10-12H2,(H,31,40)(H,32,41)(H,33,42)/t16-,17-,18-/m0/s1	SERBHKJMVBATSJ-BZSNNMDCSA-N	669.1442172	CHEBI:77805	HMDB0032199	
BASm0006287	2-hexadecenoyl-sn-glycero-3-phosphate				*C(=O)O[C@H](CO)COP(=O)([O-])[O-]					CHEBI:77810		
BASm0006288	1-acyl-2-hexadecenoyl-sn-glycero-3-phosphate				*C(=O)OC[C@H](COP(=O)([O-])[O-])OC(*)=O					CHEBI:77811		
BASm0006289	9-oxononanoate	UL			O=CCCCCCCCC(=O)[O-]	C9H15O3	InChI=1S/C9H16O3/c10-8-6-4-2-1-3-5-7-9(11)12/h8H,1-7H2,(H,11,12)/p-1	WLGDDELKYAWBBL-UHFFFAOYSA-M	171.1026679	CHEBI:77812	HMDB0062081	
BASm0006290	cyanidin 3-O-(2-O-beta-D-glucuronosyl)-beta-D-glucoside				O=C([O-])[C@H]1O[C@@H](O[C@H]2[C@H](Oc3cc4c([O-])cc([O-])cc4[o+]c3-c3ccc(O)c(O)c3)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O	C27H29O17	InChI=1S/C27H28O17/c28-7-16-17(33)19(35)24(44-26-21(37)18(34)20(36)23(43-26)25(38)39)27(42-16)41-15-6-10-12(31)4-9(29)5-14(10)40-22(15)8-1-2-11(30)13(32)3-8/h1-6,16-21,23-24,26-28,33-37H,7H2,(H4-,29,30,31,32,38,39)/p+1	QLKOQFLYESIQLL-UHFFFAOYSA-O	625.1399259	CHEBI:77824		
BASm0006291	luteolin 7-O-[(beta-D-glucuronosyl)-(1->2)-(beta-D-glucuronide)] 4'-O-beta-D-glucuronide	A substance produced by linking glucuronic acid to another substance via a glycosidic bond			O=C([O-])[C@H]1O[C@@H](Oc2ccc(-c3cc(=O)c4c([O-])cc(O[C@@H]5O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]5O[C@@H]5O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]5O)cc4o3)cc2O)[C@H](O)[C@@H](O)[C@@H]1O	C33H34O24	InChI=1S/C33H34O24/c34-9-3-7(1-2-12(9)53-31-22(43)16(37)18(39)24(54-31)28(45)46)13-6-11(36)15-10(35)4-8(5-14(15)52-13)51-33-27(21(42)20(41)26(56-33)30(49)50)57-32-23(44)17(38)19(40)25(55-32)29(47)48/h1-6,16-27,31-35,37-44H,(H,45,46)(H,47,48)(H,49,50)/t16-,17-,18-,19-,20-,21-,22+,23+,24-,25-,26-,27+,31+,32-,33+/m0/s1	AEYXZGCDWDUIKX-OFFAAIFBSA-N	814.144002	CHEBI:77825		
BASm0006292	mugineate		74281-81-5		O=C([O-])[C@@H]([NH2+]CC[C@H](O)C(=O)[O-])[C@@H](O)C[NH+]1CC[C@H]1C(=O)[O-]	C12H20N2O8	InChI=1S/C12H20N2O8/c15-7(11(19)20)1-3-13-9(12(21)22)8(16)5-14-4-2-6(14)10(17)18/h6-9,13,15-16H,1-5H2,(H,17,18)(H,19,20)(H,21,22)	GJRGEVKCJPPZIT-UHFFFAOYSA-N		CHEBI:77826		
BASm0006294	guanosine 3',5'-bis(diphosphate)	An organophosphate oxoanion that is a penta-anionic form of guanosine 3',5'-bis(diphosphate). It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).			Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])O)[C@@H](OP(=O)([O-])OP(=O)([O-])[O-])[C@H]2O)c(=O)[nH]1	C10H12N5O17P4	InChI=1S/C10H17N5O17P4/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6(30-36(26,27)32-34(21,22)23)3(29-9)1-28-35(24,25)31-33(18,19)20/h2-3,5-6,9,16H,1H2,(H,24,25)(H,26,27)(H2,18,19,20)(H2,21,22,23)(H3,11,13,14,17)/p-5/t3-,5-,6-,9-/m1/s1	BUFLLCUFNHESEH-UUOKFMHZSA-I		CHEBI:77828		
BASm0006295	2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-L-serine	Lyso-PS(0:0/20:4(5Z,8Z,11Z,14Z)) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PS(0:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one 5Z,8Z,11Z,14Z-eicosatetraenoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylserines (LPSs) enhance glucose transport, lowering blood glucose levels while leaving secretion of insulin unaffected. LPSs have been known as a signaling phospholipid in mast cell biology. They enhance stimulated histamine release and eicosanoid production. LPSs also play a roles in the promotion of phagocytosis of apoptotic cells and resolution of inflammation.		Solid		C26H43NO9P		ITIDLBCKKSNAPK-RRJHOXOUSA-M	544.2680925	CHEBI:77830		MMDBc0045182
BASm0006296	1-hexadecanoyl-2-propionyl-sn-glycero-3-phosphocholine	A 1,2-diacyl-sn-glycero-3-phosphocholine in which the two acyl substituents at positions 1 and 2 are specified as palmitoyl and propionyl respectively.				C27H54NO8P		NYXYISVRSYAJDW-RUZDIDTESA-N	551.3587047	CHEBI:77831		
BASm0006297	1-hexadecanoyl-2-butanoyl-sn-glycero-3-phosphocholine	A 1,2-diacyl-sn-glycero-3-phosphocholine in which the two acyl substituents at positions 1 and 2 are specified as palmitoyl and butanoyl respectively.			CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCC	C28H56NO8P	InChI=1S/C28H56NO8P/c1-6-8-9-10-11-12-13-14-15-16-17-18-19-21-27(30)34-24-26(37-28(31)20-7-2)25-36-38(32,33)35-23-22-29(3,4)5/h26H,6-25H2,1-5H3/t26-/m1/s1	FFLOXQLYEUNLJS-AREMUKBSSA-N		CHEBI:77832		
BASm0006298	1-hexadecanoyl-2-pentanoyl-sn-glycero-3-phosphocholine	A 1,2-diacyl-sn-glycero-3-phosphocholine in which the two acyl substituents at positions 1 and 2 are specified as palmitoyl and valeroyl respectively.			CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCC	C29H58NO8P	InChI=1S/C29H58NO8P/c1-6-8-10-11-12-13-14-15-16-17-18-19-20-22-28(31)35-25-27(38-29(32)21-9-7-2)26-37-39(33,34)36-24-23-30(3,4)5/h27H,6-26H2,1-5H3/t27-/m1/s1	GJOJUVBYCFSGJT-HHHXNRCGSA-N		CHEBI:77833		
BASm0006299	delphinidin 3,5-bis-O-beta-D-glucoside		17670-06-3		[O-]c1cc(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(-c3cc(O)c(O)c(O)c3)[o+]c2c1	C27H31O17	InChI=1S/C27H30O17/c28-6-16-19(34)21(36)23(38)26(43-16)41-14-4-9(30)3-13-10(14)5-15(25(40-13)8-1-11(31)18(33)12(32)2-8)42-27-24(39)22(37)20(35)17(7-29)44-27/h1-5,16-17,19-24,26-29,34-39H,6-7H2,(H3-,30,31,32,33)/p+1/t16-,17-,19-,20-,21+,22+,23-,24-,26-,27-/m1/s1	XCTGXGVGJYACEI-LCENJUANSA-O		CHEBI:77838		
BASm0006300	3,8'-biflaviolin			Expected Solid	O=C1C([O-])=C(c2c([O-])cc(O)c3c2C(=O)C([O-])=CC3=O)C(=O)c2c(O)cc(O)cc21	C20H7O10	InChI=1S/C20H10O10/c21-5-1-6-12(7(22)2-5)19(29)16(20(30)17(6)27)14-10(25)3-8(23)13-9(24)4-11(26)18(28)15(13)14/h1-4,21-23,25-26,30H/p-3	OOELZGXRYRWDSC-UHFFFAOYSA-K	407.0055672	CHEBI:77840		MMDBc0055439
BASm0006301	stipitatate				O=C([O-])c1cc(O)cc(=O)c(O)c1	C8H6O5	InChI=1S/C8H6O5/c9-5-1-4(8(12)13)2-6(10)7(11)3-5/h1-3,9H,(H,10,11)(H,12,13)	ANEBWDNUQVPSJT-UHFFFAOYSA-N	182.0215233	CHEBI:77842		
BASm0006302	thymidine 3'-phosphate	A organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of thymidine 3'-monophosphate. Major structure at pH 7.3 (according to Marvin v 6.2.0.).			Cc1cn([C@H]2C[C@H](OP(=O)([O-])[O-])[C@@H](CO)O2)c(=O)[nH]c1=O	C10H13N2O8P	InChI=1S/C10H15N2O8P/c1-5-3-12(10(15)11-9(5)14)8-2-6(7(4-13)19-8)20-21(16,17)18/h3,6-8,13H,2,4H2,1H3,(H,11,14,15)(H2,16,17,18)/p-2/t6-,7+,8+/m0/s1	XXYIANZGUOSQHY-XLPZGREQSA-L		CHEBI:77843		
BASm0006303	delphinidin 3,3',5-tri-O-beta-D-glucoside				[O-]c1cc(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(-c3cc(O)c(O)c(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)c3)[o+]c2c1	C33H41O22	InChI=1S/C33H40O22/c34-6-17-21(40)24(43)27(46)31(53-17)50-14-4-10(37)3-13-11(14)5-16(52-33-29(48)26(45)23(42)19(8-36)55-33)30(49-13)9-1-12(38)20(39)15(2-9)51-32-28(47)25(44)22(41)18(7-35)54-32/h1-5,17-19,21-29,31-36,40-48H,6-8H2,(H2-,37,38,39)/p+1	YDAVXGXZAIUFTB-UHFFFAOYSA-O	789.2083994	CHEBI:77844		
BASm0006304	2-iminoacetate	The 1,2-didehydro derivative of glycine		Expected Solid	[NH2+]=CC(=O)[O-]	C2H3NO2	InChI=1S/C2H3NO2/c3-1-2(4)5/h1,3H,(H,4,5)	TVMUHOAONWHJBV-UHFFFAOYSA-N	73.01637835	CHEBI:77846		MMDBc0031779
BASm0006305	3-(3,4-dihydroxypyridin-1-yl)-L-alanine	An aromatic amino-acid zwitterion arising from deprotonation of the carboxy and 3-hydroxy groups asell as protonation of the amino group of the cationic 3-(3,4-dihydroxypyridinium-1-yl)-L-alanine; major microspecies at pH 7.3 (according to Marvin v 6.2.0.).			[NH3+][C@@H](C[n+]1ccc(O)c([O-])c1)C(=O)[O-]	C8H10N2O4	InChI=1S/C8H10N2O4/c9-5(8(13)14)3-10-2-1-6(11)7(12)4-10/h1-2,4-5H,3,9H2,(H2,12,13,14)/t5-/m0/s1	PWDJFVLCTVHYOX-YFKPBYRVSA-N		CHEBI:77848		
BASm0006306	(9S)-hydroxy-(10E,12Z)-octadecadienoate				CCCCC/C=C\C=C\[C@@H](O)CCCCCCCC(=O)[O-]	C18H32O3	InChI=1S/C18H32O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h6,8,11,14,17,19H,2-5,7,9-10,12-13,15-16H2,1H3,(H,20,21)/b8-6?,14-11+	NPDSHTNEKLQQIJ-KPWHUNMNSA-N	296.2351449	CHEBI:77852		
BASm0006307	cyanidin 3-O-beta-D-glucoside	Cyanidin 3-glucoside, also known as chrysanthenin or cyanidin 3-glucoside chloride (CAS: 7084-24-4), belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone. Cyanidin 3-glucoside is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, cyanidin 3-glucoside is found, on average, in the highest concentration within a few different foods, such as black elderberries, rubus (blackberry, raspberry), and bilberries and in a lower concentration in redcurrants, strawberries, and sweet oranges. Cyanidin 3-glucoside has also been detected, but not quantified in, several different foods, such as common pea, peaches, Tartary buckwheats, soft-necked garlic, and fats and oils. This could make cyanidin 3-glucoside a potential biomarker for the consumption of these foods. Cyanidin (and its glycosides) is the most commonly occurring of the anthocyanins, a widespread group of pigments responsible for the red-blue colour of many fruits and vegetables (PMID: 14711454). BioTransformer predicts that cyanidin 3-​glucoside is a product of cyanidin 3-​sophoroside metabolism via a glycoside-hydrolysis reaction occurring in human gut microbiota and catalyzed by the EC.3.2.1.X enzyme (PMID: 30612223).	47705-70-4		[O-]c1cc([O-])c2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(-c3ccc(O)c(O)c3)[o+]c2c1	C21H21O11	InChI=1S/C21H20O11/c22-7-16-17(27)18(28)19(29)21(32-16)31-15-6-10-12(25)4-9(23)5-14(10)30-20(15)8-1-2-11(24)13(26)3-8/h1-6,16-19,21-22,27-29H,7H2,(H3-,23,24,25,26)/p+1/t16-,17-,18+,19-,21-/m1/s1	RKWHWFONKJEUEF-GQUPQBGVSA-O	449.1083865	CHEBI:77857	HMDB0030684	
BASm0006308	4-hydroxycoumarin	4-Coumaryl alcohol (CAS: 3690-05-9), also known as p-coumaryl alcohol or 4-hydroxycoumarin, belongs to the class of organic compounds known as cinnamyl alcohols. These are aromatic alcohols containing a 3-phenylprop-2-en-1-ol moiety. Outside of the human body, 4-Coumaryl alcohol has been detected, but not quantified in, several different foods, such as loquats, sweet basils, capers, red algae, and squashberries. This could make 4-coumaryl alcohol a potential biomarker for the consumption of these foods. 4-Coumaryl alcohol is a substrate for NAD(P)H dehydrogenase 1.	20649-40-5	Solid	O=c1cc([O-])c2ccccc2o1	C9H10O2	InChI=1S/C9H10O2/c10-7-1-2-8-3-5-9(11)6-4-8/h1-6,10-11H,7H2/b2-1+	PTNLHDGQWUGONS-OWOJBTEDSA-N	150.0680796	CHEBI:77858	HMDB0003654	
BASm0006309	(2Z,4E)-2-aminomuconate		4548-99-6	Expected Solid	[NH3+]/C(=C\C=C\C(=O)[O-])C(=O)[O-]	C6H6NO4	InChI=1S/C6H7NO4/c7-4(6(10)11)2-1-3-5(8)9/h1-3H,7H2,(H,8,9)(H,10,11)/p-1/b3-1+,4-2-	ZRHONLCTYUYMIQ-TZFCGSKZSA-M	156.0302313	CHEBI:77859	HMDB0001241	MMDBc0048172
BASm0006310	3-cyano-L-alanine	L-3-Cyanoalanine, also known as L-beta-cyanoalanine, belongs to the class of organic compounds known as L-alpha-amino acids. These are alpha-amino acids which have the L-configuration of the alpha-carbon atom. L-3-Cyanoalanine is a very strong basic compound (based on its pKa). L-3-Cyanoalanine exists in all living organisms, ranging from bacteria to humans. Outside of the human body, L-3-cyanoalanine has been detected, but not quantified in, several different foods, such as summer savouries, orange bell peppers, red rices, mixed nuts, and green bell peppers. This could make L-3-cyanoalanine a potential biomarker for the consumption of these foods.	6232-19-5		N#CC[C@H]([NH3+])C(=O)[O-]	C4H6N2O2	InChI=1S/C4H6N2O2/c5-2-1-3(6)4(7)8/h3H,1,6H2,(H,7,8)/t3-/m0/s1	BXRLWGXPSRYJDZ-VKHMYHEASA-N	114.0429274	CHEBI:77860	HMDB0060245	
BASm0006311	3,3',4',5,7,8-hexahydroxyflavone				O=c1c(O)c(-c2ccc(O)c(O)c2)oc2c(O)c([O-])cc(O)c12	C15H10O8	InChI=1S/C15H10O8/c16-6-2-1-5(3-7(6)17)14-13(22)12(21)10-8(18)4-9(19)11(20)15(10)23-14/h1-4,16-20,22H	YRRAGUMVDQQZIY-UHFFFAOYSA-N	318.0375673	CHEBI:77862	HMDB0152473	
BASm0006312	(E,E)-sorbate				C/C=C/C=C/C(=O)[O-]	C6H8O2	InChI=1S/C6H8O2/c1-2-3-4-5-6(7)8/h2-5H,1H3,(H,7,8)/b3-2?,5-4+	WSWCOQWTEOXDQX-FCEBADDRSA-N	112.0524295	CHEBI:77869		
BASm0006313	precorrin-3B			Expected Solid	C[C@]1(O)c2[nH]c(c(CCC(=O)[O-])c2CC(=O)[O-])Cc2[nH]c(c(CC(=O)[O-])c2CCC(=O)[O-])/C=C2\[NH+]=C(/C=C3\N[C@]14OC(=O)C[C@@]4(C)[C@@H]3CCC(=O)[O-])[C@@](C)(CC(=O)[O-])[C@@H]2CCC(=O)[O-]	C43H44N4O17	InChI=1S/C43H50N4O17/c1-40(17-37(60)61)23(6-10-33(52)53)28-15-27-21(12-35(56)57)19(4-8-31(48)49)25(44-27)14-26-20(5-9-32(50)51)22(13-36(58)59)39(46-26)42(3,63)43-41(2,18-38(62)64-43)24(7-11-34(54)55)29(47-43)16-30(40)45-28/h15-16,23-24,44,46-47,63H,4-14,17-18H2,1-3H3,(H,48,49)(H,50,51)(H,52,53)(H,54,55)(H,56,57)(H,58,59)(H,60,61)/p-6/b28-15-,29-16-/t23-,24-,40+,41+,42+,43-/m1/s1	KJHZYYJBHKAUHS-NXWQJPGNSA-H	888.2734375	CHEBI:77870		MMDBc0056264
BASm0006314	precorrin-5				CC(=O)C12N/C(=C\C3=[NH+]C(=C(CCC(=O)[O-])[C@]3(C)CC(=O)[O-])C[C@]3(C)N=C(CC4=NC1=C(CC(=O)[O-])[C@@]4(C)CCC(=O)[O-])C(CCC(=O)[O-])=C3CC(=O)[O-])[C@@H](CCC(=O)[O-])[C@]2(C)CC(=O)[O-]	C45H54N4O17	InChI=1S/C45H54N4O17/c1-21(50)45-40-26(15-37(61)62)41(2,13-12-35(57)58)30(47-40)16-27-22(6-9-32(51)52)25(14-36(59)60)44(5,48-27)18-29-23(7-10-33(53)54)42(3,19-38(63)64)31(46-29)17-28(49-45)24(8-11-34(55)56)43(45,4)20-39(65)66/h17,24,49H,6-16,18-20H2,1-5H3,(H,51,52)(H,53,54)(H,55,56)(H,57,58)(H,59,60)(H,61,62)(H,63,64)(H,65,66)/b28-17-/t24-,41-,42+,43+,44+,45?/m1/s1	OUPXZNRNMLYOGK-FNFWWFRLSA-N	922.3483963	CHEBI:77871		
BASm0006315	precorrin-6A			Expected Solid	C[C@]1(CCC(=O)[O-])C2=NC(=C1CC(=O)[O-])[C@]1(C)N/C(=C\C3=[NH+]C(=C(CCC(=O)[O-])[C@]3(C)CC(=O)[O-])C[C@]3(C)N=C(C2)C(CCC(=O)[O-])=C3CC(=O)[O-])[C@@H](CCC(=O)[O-])[C@]1(C)CC(=O)[O-]	C44H47N4O16	InChI=1S/C44H54N4O16/c1-40(13-12-34(55)56)25(15-36(59)60)39-44(5)42(3,20-38(63)64)23(8-11-33(53)54)27(48-44)17-30-41(2,19-37(61)62)22(7-10-32(51)52)28(45-30)18-43(4)24(14-35(57)58)21(6-9-31(49)50)26(47-43)16-29(40)46-39/h17,23,48H,6-16,18-20H2,1-5H3,(H,49,50)(H,51,52)(H,53,54)(H,55,56)(H,57,58)(H,59,60)(H,61,62)(H,63,64)/p-7/b27-17-/t23-,40-,41+,42+,43+,44+/m1/s1	SOHWQLUTRKYCGZ-YTMGQXKNSA-G	887.3025465	CHEBI:77872		MMDBc0056265
BASm0006316	hydrogenobyrinate			Expected Solid	C/C1=C2/[NH+]=C(/C=C3\[NH+]=C(/C(C)=C4\N[C@@](C)([C@@H]5[NH+]=C1[C@](C)(CCC(=O)[O-])[C@H]5CC(=O)[O-])[C@@](C)(CC(=O)[O-])[C@@H]4CCC(=O)[O-])[C@@](C)(CC(=O)[O-])[C@@H]3CCC(=O)[O-])C(C)(C)[C@@H]2CCC(=O)[O-]	C45H60N4O14	InChI=1S/C45H60N4O14/c1-21-36-24(10-13-30(52)53)41(3,4)28(47-36)18-27-23(9-12-29(50)51)43(6,19-34(60)61)39(46-27)22(2)37-25(11-14-31(54)55)44(7,20-35(62)63)45(8,49-37)40-26(17-33(58)59)42(5,38(21)48-40)16-15-32(56)57/h18,23-26,40,49H,9-17,19-20H2,1-8H3,(H,50,51)(H,52,53)(H,54,55)(H,56,57)(H,58,59)(H,60,61)(H,62,63)/b27-18-,36-21-,37-22-/t23-,24-,25-,26+,40-,42-,43+,44+,45+/m1/s1	MYMATQFDUQLSCD-IPUCCYEASA-N	880.4106026	CHEBI:77873		MMDBc0048058
BASm0006317	hydrogenobyrinate a,c-diamide			Expected Solid	C/C1=C2/[NH+]=C(/C=C3\[NH+]=C(/C(C)=C4\N[C@@](C)([C@@H]5[NH+]=C1[C@](C)(CCC(=O)[O-])[C@H]5CC(=O)[O-])[C@@](C)(CC(N)=O)[C@@H]4CCC(=O)[O-])[C@@](C)(CC(N)=O)[C@@H]3CCC(=O)[O-])C(C)(C)[C@@H]2CCC(=O)[O-]	C45H62N6O12	InChI=1S/C45H62N6O12/c1-21-36-24(10-13-32(56)57)41(3,4)28(49-36)18-27-23(9-12-31(54)55)43(6,19-29(46)52)39(48-27)22(2)37-25(11-14-33(58)59)44(7,20-30(47)53)45(8,51-37)40-26(17-35(62)63)42(5,38(21)50-40)16-15-34(60)61/h18,23-26,40,51H,9-17,19-20H2,1-8H3,(H2,46,52)(H2,47,53)(H,54,55)(H,56,57)(H,58,59)(H,60,61)(H,62,63)/b27-18-,36-21-,37-22-/t23-,24-,25-,26+,40-,42-,43+,44+,45+/m1/s1	JJMDOVLPFPOLFZ-IPUCCYEASA-N	878.4425715	CHEBI:77874		MMDBc0048057
BASm0006318	iminosuccinate	Iminoaspartic acid is a substrate for D-aspartate oxidase.	79067-61-1	Solid		C4H4NO4		NMUOATVLLQEYHI-UHFFFAOYSA-M	130.0145812	CHEBI:77875	HMDB0001131	
BASm0006319	biochanin A 7-O-beta-D-glucoside 6''-O-malonate		34232-17-2			C25H22O13		VRCBYTZZZFFKEN-RBZNUJCTSA-L	530.1071379	CHEBI:77876		
BASm0006320	3,3'-biflaviolin			Expected Solid	OC1=CC([O-])=CC2=C1C(=O)C(=C(O)C2=O)C1=C(O)C(=O)C2=C(C([O-])=CC([O-])=C2)C1=O	C20H7O10	InChI=1S/C20H10O10/c21-5-1-7-11(9(23)3-5)17(27)13(19(29)15(7)25)14-18(28)12-8(16(26)20(14)30)2-6(22)4-10(12)24/h1-4,21-24,29-30H/p-3	NOKUEYSCIIGRDQ-UHFFFAOYSA-K	407.0055672	CHEBI:77877		MMDBc0055424
BASm0006321	nocardicin E			Expected Solid		C19H15N3O7		NMMOYDKOFASOBV-HKHZIIAMSA-L	397.092097	CHEBI:77885		MMDBc0053515
BASm0006322	demethylsulochrin			Expected Solid		C16H12O7		XMNMFMYKFRXRFH-UHFFFAOYSA-L	316.0593999	CHEBI:77886		MMDBc0003885
BASm0006323	delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside				O=C([O-])CC(=O)OC[C@H]1O[C@@H](Oc2cc3c([O-])cc([O-])cc3[o+]c2-c2cc(O)c(O)c(O)c2)[C@H](O)[C@@H](O)[C@@H]1O	C24H23O15	InChI=1S/C24H22O15/c25-9-3-11(26)10-5-15(23(37-14(10)4-9)8-1-12(27)19(32)13(28)2-8)38-24-22(35)21(34)20(33)16(39-24)7-36-18(31)6-17(29)30/h1-5,16,20-22,24,33-35H,6-7H2,(H5-,25,26,27,28,29,30,32)/p+1	FNFHDAUGLIPVPU-UHFFFAOYSA-O	551.1031465	CHEBI:77887		
BASm0006324	N-[omega-(9Z,12Z)-octadecadienoyloxy]-acylsphin-4-enine				CCCCC/C=C\C/C=C\CCCCCCCC(=O)O*C(=O)N[C@@H](CO)[C@H](O)/C=C/CCCCCCCCCCCCC					CHEBI:77888		
BASm0006325	N-acyl (9R)-hydroperoxy-(10E,12Z)-octadecadienoate octadecasphing-4E-enine				CCCCC/C=C\C=C\[C@@H](CCCCCCCC(=O)O*C(=O)N[C@@H](CO)[C@H](O)/C=C/CCCCCCCCCCCCC)OO					CHEBI:77889		
BASm0006326	1-hexadecanoyl-2-(5-oxopentanoyl)-sn-glycero-3-phosphocholine				CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCC=O	C29H56NO9P	InChI=1S/C29H56NO9P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-20-28(32)36-25-27(39-29(33)21-18-19-23-31)26-38-40(34,35)37-24-22-30(2,3)4/h23,27H,5-22,24-26H2,1-4H3	RKIDALSACBQVTN-UHFFFAOYSA-N	593.3692694	CHEBI:77890	HMDB0256712	
BASm0006327	N-acyl-(9R,10R)-epoxy-(13R)-hydroxy-(11E)-octadecenoate (4E)-octadecasphin-4-enine				CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(=O)*OC(=O)CCCCCCC[C@H]1O[C@@H]1/C=C/[C@H](O)CCCCC					CHEBI:77891		
BASm0006328	4-imidazolone-5-propanoate	4-Imidazolone-5-propanoate is a metabolite of histidine metabolism. It is produced from urocanic acid by the enzyme urocanate hydratase [EC:4.2.1.49]. 4-Imidazolone-5-propionic acid can spontaneously decay to 4-oxoglutaramate or formylisoglutamine. It is also converted to N-forminimo-L-glutamate by the enzyme imidazolonepropionase [EC:3.5.2.7].	17340-16-8	Solid	O=C([O-])CC[c-]1[nH]c[nH+]c1=O	C6H8N2O3	InChI=1S/C6H8N2O3/c9-5(10)2-1-4-6(11)8-3-7-4/h3-4H,1-2H2,(H,9,10)(H,7,8,11)	HEXMLHKQVUFYME-UHFFFAOYSA-N	156.0534921	CHEBI:77893	HMDB0001014	
BASm0006329	ethylnitronate	An aci-nitro compound that is the predominant form of ethylnitronate at pH 7.3 (according to Marvin v 6.2.0.).			C/C=[N+](\[O-])O	C2H5NO2	InChI=1S/C2H5NO2/c1-2-3(4)5/h2H,1H3,(H,4,5)	CPZLOQHKKRZRSD-UHFFFAOYSA-N		CHEBI:77894		
BASm0006330	(9R)-hydroxy-(10E,12Z)-octadecadienoate				CCCCC/C=C\C=C\[C@H](O)CCCCCCCC(=O)[O-]	C18H32O3	InChI=1S/C18H32O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h6,8,11,14,17,19H,2-5,7,9-10,12-13,15-16H2,1H3,(H,20,21)/b8-6?,14-11+	NPDSHTNEKLQQIJ-KPWHUNMNSA-N	296.2351449	CHEBI:77895		
BASm0006331	8-oxo-dGTP	8-Oxo-dGTP is considered a potentially dangerous intermediate which promotes AT-to-CG transversions in nucleoside phosphate metabolic pathways (PMID: 9822604). Nudix (nucleoside diphosphate linked moiety X) proteins act as homeostatic checkpoints at important stages in nucleoside phosphate metabolic pathways, guarding against elevated levels of potentially dangerous intermediates (e.g. 8-Oxo-dGTP). NUDT3 (Nudix-type motif 3) is an example of a MutT, or Nudix, protein family member. (Wikipedia). Misincorporation of oxidized nucleoside triphosphates into DNA/RNA during replication and transcription can cause mutations that may result in carcinogenesis or neurodegeneration. The protein encoded by this gene is an enzyme that hydrolyzes oxidized purine nucleoside triphosphates, such as 8-oxo-dGTP, 8-oxo-dATP, 2-hydroxy-dATP, and 2-hydroxy rATP, to monophosphates, thereby preventing misincorporation. The encoded protein is localized mainly in the cytoplasm, with some in the mitochondria, suggesting that it is involved in the sanitization of nucleotide pools both for nuclear and mitochondrial genomes. Several alternatively spliced transcript variants, some of which encode distinct isoforms, have been identified. Additional variants have been observed, but their full-length natures have not been determined. (Wikipedia).	139307-94-1	Solid	Nc1nc2c([nH]c(=O)n2[C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])O2)c(=O)[nH]1	C10H16N5O14P3	InChI=1S/C10H16N5O14P3/c11-9-13-7-6(8(17)14-9)12-10(18)15(7)5-1-3(16)4(27-5)2-26-31(22,23)29-32(24,25)28-30(19,20)21/h3-5,16H,1-2H2,(H,12,18)(H,22,23)(H,24,25)(H2,19,20,21)(H3,11,13,14,17)/t3-,4?,5?/m0/s1	BUZOGVVQWCXXDP-KLFYCJEISA-N	522.9906598	CHEBI:77896	HMDB0011615	
BASm0006332	2-oxo-dATP	2-hydroxy-datp is a substrate for: 7,8-dihydro-8-oxoguanine triphosphatase.		Solid	Nc1nc(=O)[nH]c2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])O1	C10H16N5O13P3	InChI=1S/C10H16N5O13P3/c11-8-7-9(14-10(17)13-8)15(3-12-7)6-1-4(16)5(26-6)2-25-30(21,22)28-31(23,24)27-29(18,19)20/h3-6,16H,1-2H2,(H,21,22)(H,23,24)(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m0/s1	UOACBPRDWRDEHJ-KVQBGUIXSA-N	506.9957452	CHEBI:77897	HMDB0059593	
BASm0006333	(1'S)-averantin			Expected Solid	CCCCC[C@H](O)c1c(O)cc2c(c1O)C(=O)c1c(O)cc([O-])cc1C2=O	C20H19O7	InChI=1S/C20H20O7/c1-2-3-4-5-12(22)17-14(24)8-11-16(20(17)27)19(26)15-10(18(11)25)6-9(21)7-13(15)23/h6-8,12,21-24,27H,2-5H2,1H3/p-1/t12-/m0/s1	WGPOPPKSQRZUTP-LBPRGKRZSA-M	371.1136265	CHEBI:77899		MMDBc0054750
BASm0006334	(1'S,5'S)-5'-hydroxyaverantin			Expected Solid	C[C@H](O)CCC[C@H](O)c1c(O)cc2c(c1O)C(=O)c1c(O)cc([O-])cc1C2=O	C20H19O8	InChI=1S/C20H20O8/c1-8(21)3-2-4-12(23)17-14(25)7-11-16(20(17)28)19(27)15-10(18(11)26)5-9(22)6-13(15)24/h5-8,12,21-25,28H,2-4H2,1H3/p-1/t8-,12-/m0/s1	GGNDESPZSKTNHV-UFBFGSQYSA-M	387.1085412	CHEBI:77900		MMDBc0054748
BASm0006336	noranthrone			Expected Solid	CCCCCC(=O)c1c(O)cc2c(c1O)C(=O)c1c(O)cc([O-])cc1C2	C20H19O6	InChI=1S/C20H20O6/c1-2-3-4-5-13(22)18-14(23)8-11-6-10-7-12(21)9-15(24)16(10)19(25)17(11)20(18)26/h7-9,21,23-24,26H,2-6H2,1H3/p-1	CIFXLTLZYCPTJK-UHFFFAOYSA-M	355.1187119	CHEBI:77904		MMDBc0056226
BASm0006337	minocycline	Minocycline is only found in individuals that have used or taken this drug. It is a tetracycline analog, having a 7-dimethylamino and lacking the 5 methyl and hydroxyl groups, which is effective against tetracycline-resistant staphylococcus infections. [PubChem]Minocycline passes directly through the lipid bilayer or passively diffuses through porin channels in the bacterial membrane. Tetracyclines like minocycline bind to the 30S ribosomal subunit, preventing the binding of tRNA to the mRNA-ribosome complex and interfering with protein synthesis.	10118-90-8	Solid	CN(C)c1ccc(O)c2c1C[C@H]1C[C@H]3[C@H]([NH+](C)C)C([O-])=C(C(N)=O)C(=O)[C@@]3(O)C(O)=C1C2=O	C23H27N3O7	InChI=1S/C23H27N3O7/c1-25(2)12-5-6-13(27)15-10(12)7-9-8-11-17(26(3)4)19(29)16(22(24)32)21(31)23(11,33)20(30)14(9)18(15)28/h5-6,9,11,17,27,29-30,33H,7-8H2,1-4H3,(H2,24,32)/t9-,11-,17-,23-/m0/s1	DYKFCLLONBREIL-KVUCHLLUSA-N	457.1849002	CHEBI:77906	HMDB0015152	
BASm0006338	1'-hydroxyversicolorone			Expected Solid	CC(=O)CC[C@H]1c2c(cc3c(c2O)C(=O)c2c(O)cc([O-])cc2C3=O)O[C@@H]1O	C20H15O8	InChI=1S/C20H16O8/c1-7(21)2-3-9-15-13(28-20(9)27)6-11-16(19(15)26)18(25)14-10(17(11)24)4-8(22)5-12(14)23/h4-6,9,20,22-23,26-27H,2-3H2,1H3/p-1/t9-,20-/m0/s1	JGXCLZAVTLWCBF-LXGOIASLSA-M	383.077241	CHEBI:77907		MMDBc0055148
BASm0006339	9R-hydroperoxy(5Z,7E,11Z,14Z)-eicosatetraenoate			Expected Solid	CCCCC/C=C\C/C=C\C[C@H](/C=C/C=C\CCCC(=O)[O-])OO	C20H31O4	InChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-10-13-16-19(24-23)17-14-11-9-12-15-18-20(21)22/h6-7,9-11,13-14,17,19,23H,2-5,8,12,15-16,18H2,1H3,(H,21,22)/p-1/b7-6-,11-9-,13-10-,17-14+	LIYCOTUUWOESJK-OIZRIKEUSA-M	335.2227831	CHEBI:77913		MMDBc0049827
BASm0006340	7R-hydroxy-5S,6S-epoxy-(8Z,11Z,14Z)-eicosatrienoate	A polyunsaturated fatty acid anion that is the conjugate base of (7R)-hydroxy-(5S,6S)-epoxy-(8Z,11Z,14Z)-icosatrienoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\[C@H](O)[C@H]1O[C@H]1CCCC(=O)[O-]	C20H31O4	InChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-14-17(21)20-18(24-20)15-13-16-19(22)23/h6-7,9-10,12,14,17-18,20-21H,2-5,8,11,13,15-16H2,1H3,(H,22,23)/p-1/b7-6-,10-9-,14-12-/t17-,18-,20+/m0/s1	RBULXUYPQCFJSA-CJSXLYMMSA-M		CHEBI:77919		
BASm0006341	nonan-2-one	2-Nonanone is found in alcoholic beverages. 2-Nonanone is present in banana, ginger, Brazil nut, attar of rose, clove oil, coconut oil, passionflower, sorghum, asparagus, tomato, corn, wine, cheese, beer, blackcurrant buds, melon, and strawberry jam. 2-Nonanone is a flavor and fragrance agent. It is a clear slightly yellow liquid. Ketones, such as 2-Nonanone, are reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. 	821-55-6		CCCCCCCC(C)=O	C9H18O	InChI=1S/C9H18O/c1-3-4-5-6-7-8-9(2)10/h3-8H2,1-2H3	VKCYHJWLYTUGCC-UHFFFAOYSA-N	142.1357652	CHEBI:77927	HMDB0031266	
BASm0006342	cyanidin 3-O-[6-O-(6-O-4-hydroxycinnamoyl-beta-D-glucosyl)-2-O-beta-D-xylosyl-beta-D-galactoside]		142506-21-6		O=C(/C=C/c1ccc(O)cc1)OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3cc4c([O-])cc([O-])cc4[o+]c3-c3ccc(O)c(O)c3)[C@H](O[C@@H]3OC[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O	C41H45O22	InChI=1S/C41H44O22/c42-18-5-1-16(2-6-18)3-8-29(48)56-14-27-31(50)33(52)36(55)39(61-27)58-15-28-32(51)34(53)38(63-40-35(54)30(49)24(47)13-57-40)41(62-28)60-26-12-20-22(45)10-19(43)11-25(20)59-37(26)17-4-7-21(44)23(46)9-17/h1-12,24,27-28,30-36,38-41,47,49-55H,13-15H2,(H4-,42,43,44,45,46,48)/p+1	AVYXHYMPVRRQIG-UHFFFAOYSA-O		CHEBI:77931		
BASm0006343	tetracycline	Tetracycline is a broad spectrum polyketide antibiotic produced by the Streptomyces genus of Actinobacteria. It exerts a bacteriostatic effect on bacteria by binding reversible to the bacterial 30S ribosomal subunit and blocking incoming aminoacyl tRNA from binding to the ribosome acceptor site. It also binds to some extent to the bacterial 50S ribosomal subunit and may alter the cytoplasmic membrane causing intracellular components to leak from bacterial cells.	60-54-8	Solid	C[NH+](C)[C@@H]1C([O-])=C(C(N)=O)C(=O)[C@@]2(O)C(O)=C3C(=O)c4c(O)cccc4[C@@](C)(O)[C@H]3C[C@@H]12	C22H24N2O8	InChI=1S/C22H24N2O8/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28/h4-6,9-10,15,25,27-28,31-32H,7H2,1-3H3,(H2,23,30)/t9-,10-,15-,21+,22-/m0/s1	OFVLGDICTFRJMM-WESIUVDSSA-N	444.1532658	CHEBI:77932	HMDB0014897	
BASm0006344	(S)-5'-oxoaverantin			Expected Solid	[H][C@](O)(CCCC(C)=O)C1=C(O)C=C2C(=O)C3=C(C(O)=CC([O-])=C3)C(=O)C2=C1O	C20H17O8	InChI=1S/C20H18O8/c1-8(21)3-2-4-12(23)17-14(25)7-11-16(20(17)28)19(27)15-10(18(11)26)5-9(22)6-13(15)24/h5-7,12,22-25,28H,2-4H2,1H3/p-1/t12-/m0/s1	JJDSVOQKAOJVOK-LBPRGKRZSA-M	385.0928911	CHEBI:77933		MMDBc0055067
BASm0006345	cyanidin 3-O-beta-D-galactoside	Cyanidin 3-glucoside, also known as asterin? or chrysontemin, belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone. Cyanidin 3-glucoside is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Cyanidin 3-glucoside is found, on average, in the highest concentration within a few different foods, such as black elderberries, rubus (blackberry, raspberry), and bilberries and in a lower concentration in redcurrants, strawberries, and sweet oranges. Cyanidin 3-glucoside has also been detected, but not quantified in, several different foods, such as common pea, peachs, tartary buckwheats, soft-necked garlics, and fats and oils. This could make cyanidin 3-glucoside a potential biomarker for the consumption of these foods. An anthocyanin cation that is a cyanidin cation linked to a beta-D-glucosyl moiety at position 3. Cyanidin 3-glucoside is expected to be in Cannabis as all living plants are known to produce and metabolize it.	47705-70-4			C21H19O11		RKWHWFONKJEUEF-WVXKDWSHSA-M	447.093285	CHEBI:77935		
BASm0006346	barbiturate	Barbituric acid or malonylurea or 6-hydroxyuracil is an organic compound based on a pyrimidine heterocyclic skeleton. It is an odorless powder soluble in water. Barbituric acid is the parent compound of barbiturate drugs, although barbituric acid itself is not pharmacologically active. The compound was discovered by the German chemist Adolf von Baeyer on December 4, 1864, the feast of Saint Barbara (who gave the compound its namesake), by combining urea and malonic acid in a condensation reaction. Malonic acid has since been replaced by diethyl malonate, as using the ester avoids the problem of having to deal with the acidity of the carboxylic acid and its unreactive carboxylate.	67-52-7	Solid		C4H3N2O3		GVLZYMDNTPNTLV-UHFFFAOYSA-N	127.0149155	CHEBI:77938	HMDB0041833	
BASm0006347	oroxylin A				COc1c([O-])cc2oc(-c3ccccc3)cc(=O)c2c1O	C16H12O5	InChI=1S/C16H12O5/c1-20-16-11(18)8-13-14(15(16)19)10(17)7-12(21-13)9-5-3-2-4-6-9/h2-8,18-19H,1H3	LKOJGSWUMISDOF-UHFFFAOYSA-N	284.0684735	CHEBI:77939		
BASm0006351	(S)-versiconol			Expected Solid	O=C1c2cc([O-])cc(O)c2C(=O)c2c1cc(O)c([C@@H](CO)CCO)c2O	C18H16O8	InChI=1S/C18H16O8/c19-2-1-7(6-20)13-12(23)5-10-15(17(13)25)18(26)14-9(16(10)24)3-8(21)4-11(14)22/h3-5,7,19-23,25H,1-2,6H2/t7-/m1/s1	ZLIRCPWCWHTYNP-SSDOTTSWSA-N	360.0845175	CHEBI:77947		MMDBc0015885
BASm0006352	(2S-3S)-versiconal hemiacetal			Expected Solid	O=C1c2cc([O-])cc(O)c2C(=O)c2c1cc1c(c2O)[C@H](CCO)[C@@H](O)O1	C18H13O8	InChI=1S/C18H14O8/c19-2-1-7-13-11(26-18(7)25)5-9-14(17(13)24)16(23)12-8(15(9)22)3-6(20)4-10(12)21/h3-5,7,18-21,24-25H,1-2H2/p-1/t7-,18-/m0/s1	CMMJVRKBQZHKPV-VIIUKITBSA-M	357.061591	CHEBI:77950		MMDBc0054838
BASm0006353	versicolorin B			Expected Solid	O=C1c2cc([O-])cc(O)c2C(=O)c2c1cc1c(c2O)[C@@H]2CCO[C@@H]2O1	C18H11O7	InChI=1S/C18H12O7/c19-6-3-8-12(10(20)4-6)16(22)14-9(15(8)21)5-11-13(17(14)23)7-1-2-24-18(7)25-11/h3-5,7,18-20,23H,1-2H2/p-1/t7-,18+/m0/s1	BABJNKGTTYCTOO-ULCDLSAGSA-M	339.0510263	CHEBI:77951		MMDBc0056379
BASm0006354	(2S,3S)-versiconal hemiacetal acetate			Expected Solid	CC(=O)OCC[C@H]1c2c(cc3c(c2O)C(=O)c2c(O)cc([O-])cc2C3=O)O[C@@H]1O	C20H15O9	InChI=1S/C20H16O9/c1-7(21)28-3-2-9-15-13(29-20(9)27)6-11-16(19(15)26)18(25)14-10(17(11)24)4-8(22)5-12(14)23/h4-6,9,20,22-23,26-27H,2-3H2,1H3/p-1/t9-,20-/m0/s1	DYJNRRXQVSJBAA-LXGOIASLSA-M	399.0721556	CHEBI:77975		MMDBc0054844
BASm0006355	versicolorin A			Expected Solid	O=C1c2cc([O-])cc(O)c2C(=O)c2c1cc1c(c2O)[C@@H]2C=CO[C@@H]2O1	C18H9O7	InChI=1S/C18H10O7/c19-6-3-8-12(10(20)4-6)16(22)14-9(15(8)21)5-11-13(17(14)23)7-1-2-24-18(7)25-11/h1-5,7,18-20,23H/p-1/t7-,18+/m0/s1	SJNDYXPJRUTLNW-ULCDLSAGSA-M	337.0353762	CHEBI:77976		MMDBc0056378
BASm0006356	5,7-dihydroxy-2-methyl-4H-chromen-4-one		1013-69-0		Cc1cc(=O)c2c(O)cc([O-])cc2o1	C10H8O4	InChI=1S/C10H8O4/c1-5-2-7(12)10-8(13)3-6(11)4-9(10)14-5/h2-4,11,13H,1H3	NCUJRUDLFCGVOE-UHFFFAOYSA-N		CHEBI:77977		
BASm0006357	aclacinomycin T			Expected Solid	CC[C@@]1(O)C[C@H](O[C@H]2C[C@H]([NH+](C)C)[C@H](O)[C@H](C)O2)c2c(cc3c(c2[O-])C(=O)c2c(O)cccc2C3=O)[C@H]1C(=O)OC	C30H35NO10	InChI=1S/C30H35NO10/c1-6-30(38)12-19(41-20-11-17(31(3)4)25(33)13(2)40-20)22-15(24(30)29(37)39-5)10-16-23(28(22)36)27(35)21-14(26(16)34)8-7-9-18(21)32/h7-10,13,17,19-20,24-25,32-33,36,38H,6,11-12H2,1-5H3/t13-,17-,19-,20-,24-,25+,30+/m0/s1	LJZPVWKMAYDYAS-QKKPTTNWSA-N	569.2260963	CHEBI:77979		MMDBc0055677
BASm0006358	aclacinomycin A			Expected Solid	CC[C@@]1(O)C[C@H](O[C@H]2C[C@H]([NH+](C)C)[C@H](O[C@H]3C[C@H](O)[C@H](O[C@H]4CCC(=O)[C@H](C)O4)[C@H](C)O3)[C@H](C)O2)c2c(cc3c(c2[O-])C(=O)c2c(O)cccc2C3=O)[C@H]1C(=O)OC	C42H53NO15	InChI=1S/C42H53NO15/c1-8-42(51)17-28(33-22(35(42)41(50)52-7)14-23-34(38(33)49)37(48)32-21(36(23)47)10-9-11-26(32)45)56-30-15-24(43(5)6)39(19(3)54-30)58-31-16-27(46)40(20(4)55-31)57-29-13-12-25(44)18(2)53-29/h9-11,14,18-20,24,27-31,35,39-40,45-46,49,51H,8,12-13,15-17H2,1-7H3/t18-,19-,20-,24-,27-,28-,29-,30-,31-,35-,39+,40+,42+/m0/s1	USZYSDMBJDPRIF-SVEJIMAYSA-N	811.34152	CHEBI:77980		MMDBc0020152
BASm0006359	vancomycin aglycone			Expected Solid	C[NH2+][C@H](CC(C)C)C(=O)N[C@H]1C(=O)N[C@@H](CC(N)=O)C(=O)N[C@H]2C(=O)N[C@H]3C(=O)N[C@H](C(=O)N[C@H](C(=O)[O-])c4cc(O)cc(O)c4-c4cc3ccc4O)[C@H](O)c3ccc(c(Cl)c3)Oc3cc2cc(c3[O-])Oc2ccc(cc2Cl)[C@H]1O	C53H51Cl2N8O17	InChI=1S/C53H52Cl2N8O17/c1-19(2)10-29(57-3)47(71)62-42-44(68)21-5-8-33(27(54)12-21)79-35-14-23-15-36(46(35)70)80-34-9-6-22(13-28(34)55)45(69)43-52(76)61-41(53(77)78)26-16-24(64)17-32(66)38(26)25-11-20(4-7-31(25)65)39(49(73)63-43)60-50(74)40(23)59-48(72)30(18-37(56)67)58-51(42)75/h4-9,11-17,19,29-30,39-45,57,64-66,68-70H,10,18H2,1-3H3,(H2,56,67)(H,58,75)(H,59,72)(H,60,74)(H,61,76)(H,62,71)(H,63,73)(H,77,78)/p-1/t29-,30+,39-,40-,41+,42-,43+,44-,45-/m1/s1	JHIKFOISFAQTJQ-YZANBJIASA-M	1141.275471	CHEBI:77981		MMDBc0056375
BASm0006360	tetracenomycin F2			Expected Solid	CC(=O)c1c(/C=C(/O)CC(=O)[O-])cc2c(c1O)C(=O)c1c(O)cc([O-])cc1C2	C20H14O8	InChI=1S/C20H16O8/c1-8(21)16-10(4-13(23)7-15(25)26)2-9-3-11-5-12(22)6-14(24)17(11)20(28)18(9)19(16)27/h2,4-6,22-24,27H,3,7H2,1H3,(H,25,26)/p-2/b13-4+	OVIPDYYHLHEFDF-YIXHJXPBSA-L	382.0699646	CHEBI:77982		MMDBc0056329
BASm0006361	1,5-bis(diphospho)-1D-myo-inositol 2,3,4,6-tetrakisphosphate	1,5-bisdiphosphoinositol-1d-myo-inositol (2,3,4,6)tetrakisphosphate, also known as 1,5-(pp)2-ip4 or 1d-myo-inositol 1-diphosphate pentakisphosphate, is a member of the class of compounds known as inositol phosphates. Inositol phosphates are compounds containing a phosphate group attached to an inositol (or cyclohexanehexol) moiety. 1,5-bisdiphosphoinositol-1d-myo-inositol (2,3,4,6)tetrakisphosphate is soluble (in water) and an extremely strong acidic compound (based on its pKa). 1,5-bisdiphosphoinositol-1d-myo-inositol (2,3,4,6)tetrakisphosphate can be found in a number of food items such as cauliflower, garden rhubarb, asparagus, and bayberry, which makes 1,5-bisdiphosphoinositol-1d-myo-inositol (2,3,4,6)tetrakisphosphate a potential biomarker for the consumption of these food products. 1,5-bisdiphosphoinositol-1d-myo-inositol (2,3,4,6)tetrakisphosphate may be a unique S.cerevisiae (yeast) metabolite.			O=P([O-])([O-])O[C@@H]1[C@@H](OP(=O)([O-])[O-])[C@H](OP(=O)([O-])OP(=O)([O-])[O-])[C@@H](OP(=O)([O-])[O-])[C@H](OP(=O)([O-])OP(=O)([O-])O)[C@@H]1OP(=O)([O-])[O-]	C6H7O30P8	InChI=1S/C6H20O30P8/c7-37(8,9)29-1-2(30-38(10,11)12)5(33-43(25,26)35-41(19,20)21)4(32-40(16,17)18)6(3(1)31-39(13,14)15)34-44(27,28)36-42(22,23)24/h1-6H,(H,25,26)(H,27,28)(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/p-13/t1-,2-,3-,4-,5+,6-/m1/s1	HHQOOERQSFJGEP-SLWYWOEDSA-A	806.6994413	CHEBI:77983	HMDB0304011	
BASm0006362	quercetin 3,3',7-trissulfate				O=c1c(OS(=O)(=O)[O-])c(-c2ccc(O)c(OS(=O)(=O)[O-])c2)oc2cc(OS(=O)(=O)[O-])cc([O-])c12	C15H10O16S3	InChI=1S/C15H10O16S3/c16-8-2-1-6(3-10(8)30-33(22,23)24)14-15(31-34(25,26)27)13(18)12-9(17)4-7(5-11(12)28-14)29-32(19,20)21/h1-5,16-17H,(H,19,20,21)(H,22,23,24)(H,25,26,27)	WWSKELVNYRIPTL-UHFFFAOYSA-N	541.9130978	CHEBI:77984		
BASm0006363	aclacinomycin Y				CC[C@@]1(O)C[C@H](O[C@H]2C[C@H]([NH+](C)C)[C@H](O[C@H]3C[C@H](O)[C@H](O[C@H]4C=CC(=O)[C@H](C)O4)[C@H](C)O3)[C@H](C)O2)c2c(cc3c(c2[O-])C(=O)c2c(O)cccc2C3=O)[C@H]1C(=O)OC	C42H51NO15	InChI=1S/C42H51NO15/c1-8-42(51)17-28(33-22(35(42)41(50)52-7)14-23-34(38(33)49)37(48)32-21(36(23)47)10-9-11-26(32)45)56-30-15-24(43(5)6)39(19(3)54-30)58-31-16-27(46)40(20(4)55-31)57-29-13-12-25(44)18(2)53-29/h9-14,18-20,24,27-31,35,39-40,45-46,49,51H,8,15-17H2,1-7H3	ADCDIHNCUQOKFP-UHFFFAOYSA-N	809.3258699	CHEBI:77985	HMDB0247949	
BASm0006364	aklanonate			Expected Solid	CCC(=O)CC(=O)c1c(CC(=O)[O-])cc2c(c1O)C(=O)c1c([O-])cccc1C2=O	C21H14O8	InChI=1S/C21H16O8/c1-2-10(22)8-14(24)16-9(7-15(25)26)6-12-18(20(16)28)21(29)17-11(19(12)27)4-3-5-13(17)23/h3-6,23,28H,2,7-8H2,1H3,(H,25,26)/p-2	OSKHFTHBEFJNCM-UHFFFAOYSA-L	394.0699646	CHEBI:77987		MMDBc0055693
BASm0006365	methyl aklanonate			Expected Solid	CCC(=O)CC(=O)C1=C(O)C2=C(C=C1CC(=O)OC)C(=O)C1=C(C([O-])=CC=C1)C2=O	C22H17O8	InChI=1S/C22H18O8/c1-3-11(23)9-15(25)17-10(8-16(26)30-2)7-13-19(21(17)28)22(29)18-12(20(13)27)5-4-6-14(18)24/h4-7,24,28H,3,8-9H2,1-2H3/p-1	IDEZUESUWKFILV-UHFFFAOYSA-M	409.0928911	CHEBI:77988		MMDBc0056082
BASm0006366	luteolin 7-O-[(beta-D-glucuronosyl)-(1->2)-(beta-D-glucuronide)]					C27H23O18		PBBVWJQPAZYQDB-DBFWEQBMSA-K	635.0900846	CHEBI:77989		
BASm0006367	tetracenomycin D3			Expected Solid	Cc1c(C(=O)[O-])c(O)cc2cc3c(c(O)c12)C(=O)c1c(O)cc([O-])cc1C3=O	C20H12O8	InChI=1S/C20H12O8/c1-6-13-7(3-11(22)14(6)20(27)28)2-9-16(18(13)25)19(26)15-10(17(9)24)4-8(21)5-12(15)23/h2-5,21-23,25H,1H3,(H,27,28)	OXCNORDLEQIUCT-UHFFFAOYSA-N	380.0532173	CHEBI:77990		MMDBc0020780
BASm0006368	aclacinomycin N			Expected Solid	CC[C@@]1(O)C[C@H](O[C@H]2C[C@H]([NH+](C)C)[C@H](O[C@H]3C[C@H](O)[C@H](O[C@H]4CC[C@H](O)[C@H](C)O4)[C@H](C)O3)[C@H](C)O2)c2c(cc3c(c2[O-])C(=O)c2c(O)cccc2C3=O)[C@H]1C(=O)OC	C42H55NO15	InChI=1S/C42H55NO15/c1-8-42(51)17-28(33-22(35(42)41(50)52-7)14-23-34(38(33)49)37(48)32-21(36(23)47)10-9-11-26(32)45)56-30-15-24(43(5)6)39(19(3)54-30)58-31-16-27(46)40(20(4)55-31)57-29-13-12-25(44)18(2)53-29/h9-11,14,18-20,24-25,27-31,35,39-40,44-46,49,51H,8,12-13,15-17H2,1-7H3/t18-,19-,20-,24-,25-,27-,28-,29-,30-,31-,35-,39+,40+,42+/m0/s1	CPUWOKRFRYWIHK-BPPBZOKFSA-N	813.3571701	CHEBI:77991		MMDBc0055675
BASm0006369	calycosin				COc1ccc(-c2coc3cc([O-])ccc3c2=O)cc1O	C16H12O5	InChI=1S/C16H12O5/c1-20-14-5-2-9(6-13(14)18)12-8-21-15-7-10(17)3-4-11(15)16(12)19/h2-8,17-18H,1H3	ZZAJQOPSWWVMBI-UHFFFAOYSA-N		CHEBI:77992		
BASm0006370	aklaviketone			Expected Solid	CC[C@@]1(O)CC(=O)c2c(cc3c(c2[O-])C(=O)c2c(O)cccc2C3=O)[C@H]1C(=O)OC	C22H18O8	InChI=1S/C22H18O8/c1-3-22(29)8-13(24)15-10(17(22)21(28)30-2)7-11-16(20(15)27)19(26)14-9(18(11)25)5-4-6-12(14)23/h4-7,17,23,27,29H,3,8H2,1-2H3/t17-,22+/m0/s1	MHAXMIHGEZOCTQ-HTAPYJJXSA-N	410.1001675	CHEBI:77994		MMDBc0020791
BASm0006371	N-(9Z-octadecenoyl)-sphing-4-enine	Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides. Ceramide (D18:1/9Z-18:1) is found to be associated with Fabry disease, which is an inborn error of metabolism.	5966-28-9		CCCCCCCC/C=C\CCCCCCCC(=O)N[C@@H](CO)[C@H](O)/C=C/CCCCCCCCCCCCC	C36H69NO3	InChI=1S/C36H69NO3/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-36(40)37-34(33-38)35(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,29,31,34-35,38-39H,3-16,19-28,30,32-33H2,1-2H3,(H,37,40)/b18-17-,31-29+/t34-,35+/m0/s1	OBFSLMQLPNKVRW-RHPAUOISSA-N	563.5277451	CHEBI:77996	HMDB0004948	
BASm0006372	1-O-alkylglycerol				*OCC(O)CO					CHEBI:77997		
BASm0006373	N-dodecanoyl-(4R)-hydroxysphinganine				CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCC	C30H61NO4	0	NGPJDSJKORHGMX-UHFFFAOYSA-N	499.4600594	CHEBI:78001		MMDBc0060446
BASm0006374	1-octadecanoyl-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine	PC(18:0/18:3(9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:0/18:3(9Z,12Z,15Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of a-linolenic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C	C44H82NO8P	InChI=1S/C44H82NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,15,17,21,23,42H,6-8,10,12-14,16,18-20,22,24-41H2,1-5H3/b11-9-,17-15-,23-21-/t42-/m1/s1	WZCLAXMADUBPSG-RIXBAXMTSA-N	783.5778051	CHEBI:78022	HMDB0008041	
BASm0006375	toralactone	Toralactone is found in coffee and coffee products. Toralactone is isolated from seeds of Cassia tora (charota).	41743-74-2		COc1cc(O)c2c(O)c3c(=O)oc(C)cc3cc2c1	C15H12O5	InChI=1S/C15H12O5/c1-7-3-8-4-9-5-10(19-2)6-11(16)12(9)14(17)13(8)15(18)20-7/h3-6,16-17H,1-2H3	WEHXAEGTVPWKDY-UHFFFAOYSA-N	272.0684735	CHEBI:78029	HMDB0038549	
BASm0006376	1-O-methyl-(5Z,8Z,11Z,14Z)-eicosatetraenoate	Methyl Arachidonate, also known as Arachidonate methyl ester or (5Z,8Z,11Z,14Z)-Icosatetraenoate methyl ester, is classified as a member of the Fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group. Methyl Arachidonate is considered to be practically insoluble (in water) and basic.  Methyl Arachidonate can be synthesized from arachidonic acid. Methyl Arachidonate can be synthesized into 12(R)-HPETE methyl ester and 12(S)-HPETE methyl ester	2566-89-4		CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OC	C21H34O2	InChI=1S/C21H34O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21(22)23-2/h7-8,10-11,13-14,16-17H,3-6,9,12,15,18-20H2,1-2H3/b8-7-,11-10-,14-13?,17-16-	OFIDNKMQBYGNIW-HQLLQHLWSA-N	318.2558803	CHEBI:78033	HMDB0062594	
BASm0006377	1-O-methyl (5Z,8Z,10E,12R,14Z)-hydroperoxyiecosatetraenoate	A fatty acid methyl ester resulting from the formal condensation of the carboxy group of 12(R)-HPETE with methanol.			CCCCC/C=C\C[C@H](/C=C/C=C\C/C=C\CCCC(=O)OC)OO	C21H34O4	InChI=1S/C21H34O4/c1-3-4-5-6-11-14-17-20(25-23)18-15-12-9-7-8-10-13-16-19-21(22)24-2/h8-12,14-15,18,20,23H,3-7,13,16-17,19H2,1-2H3/b10-8-,12-9-,14-11-,18-15+/t20-/m1/s1	BCEKIAHCCATNGN-MSTIVACSSA-N		CHEBI:78034		
BASm0006378	1-O-methyl-(12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate	A fatty acid methyl ester resulting from the formal condensation of the carboxy group of 12(S)-HPETE with methanol.			CCCCC/C=C\C[C@@H](/C=C/C=C\C/C=C\CCCC(=O)OC)OO	C21H34O4	InChI=1S/C21H34O4/c1-3-4-5-6-11-14-17-20(25-23)18-15-12-9-7-8-10-13-16-19-21(22)24-2/h8-12,14-15,18,20,23H,3-7,13,16-17,19H2,1-2H3/b10-8-,12-9-,14-11-,18-15+/t20-/m0/s1	BCEKIAHCCATNGN-NTDAYINTSA-N		CHEBI:78035		
BASm0006379	1-O-methyl-(13S)-hydroperoxy-(9Z,11E)-octadecadienoate	A fatty acid methyl ester resulting from the formal condensation of the carboxy group of 13(S)-HPODE with methanol.			CCCCC[C@@H](/C=C/C=C\CCCCCCCC(=O)OC)OO	C19H34O4	InChI=1S/C19H34O4/c1-3-4-12-15-18(23-21)16-13-10-8-6-5-7-9-11-14-17-19(20)22-2/h8,10,13,16,18,21H,3-7,9,11-12,14-15,17H2,1-2H3/b10-8-,16-13+/t18-/m0/s1	WWBBEXJQOOTEIL-QGWXGPBYSA-N		CHEBI:78040		
BASm0006380	(5Z,8Z,11Z)-eicosatrienoate	5,8,11-Eicosatrienoic acid (Mead acid) is a carboxylic acid with a 20-carbon chain and three methylene-interrupted cis double bonds. The first double bond is located at the ninth carbon from the omega end. In physiological literature, it is given the name 20:3(n-9). In the presence of lipoxygenase, Mead acid can form various hydroxy products (HETE). It is the only polyunsaturated fatty acid that the body can make de novo. Its elevated presence in the blood is an indication of essential fatty acid (EFA)deficiency. During dietary EFA insufficiency, especially arachidonic acid deficiency, the body will make Mead acid by the elongation and desaturation of oleic acid.  [HMDB]	20590-32-3	Solid	CCCCCCCC/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H34O2	InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h9-10,12-13,15-16H,2-8,11,14,17-19H2,1H3,(H,21,22)	UNSRRHDPHVZAHH-UHFFFAOYSA-N	306.2558803	CHEBI:78043	HMDB10378	
BASm0006381	1-O-(9Z)-octadecenoyl-2-O-acetyl-sn-glycero-3-phosphocholine	A 1-oleoyl-2-acyl-sn-glycero-3-phosphocholine in which the acyl substituent at position 2 is specified as acetyl.			CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(C)=O	C28H54NO8P	InChI=1S/C28H54NO8P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-28(31)34-24-27(37-26(2)30)25-36-38(32,33)35-23-22-29(3,4)5/h13-14,27H,6-12,15-25H2,1-5H3/b14-13-/t27-/m1/s1	WHHNGIKQIRHPSY-ZYRNGQCSSA-N		CHEBI:78044		
BASm0006382	2-acetyl-sn-glycero-3-phosphocholine	A 2-acyl-sn-glycero-3-phosphocholine in which the acyl group at position 2 is specified as acetyl.			CC(=O)O[C@H](CO)COP(=O)([O-])OCC[N+](C)(C)C	C10H22NO7P	InChI=1S/C10H22NO7P/c1-9(13)18-10(7-12)8-17-19(14,15)16-6-5-11(2,3)4/h10,12H,5-8H2,1-4H3/t10-/m1/s1	ZHRISDYJXKPXAW-SNVBAGLBSA-N		CHEBI:78045		
BASm0006383	(12S)-hydroperoxy-(5Z,8Z,10E)-eicosatrienoate	A polyunsaturated fatty acid anion that is the conjugate base of 12(S)-HPE(5,8,10)TrE, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C20H33O4		ZLHPNDMOGUYMCS-JSHAMEQDSA-M	337.2384331	CHEBI:78046		
BASm0006384	(12S)-hydroperoxy-(8Z,10E,14Z)-eicosatrienoate	A polyunsaturated fatty acid anion that is the conjugate base of 12(S)-HPE(8,10,14)TrE, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C20H33O4		CZOASFIZEHMKCK-ONNNWOQGSA-M	337.2384331	CHEBI:78047		
BASm0006385	(14S)-hydroperoxy-(4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoate	A polyunsaturated fatty acid anion that is the conjugate base of 14(S)-HPDHE, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C22H31O4		OAGAUECBCOAGOL-OUKOMXQNSA-M	359.2227831	CHEBI:78048		
BASm0006386	10R-hydroperoxy-(6Z,8E,12Z)-octadecatrienoate	A polyunsaturated fatty acid anion that is the conjugate base of 10(R)-HPO(6,8,12)TrE, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C18H29O4		NBHLHVQEXIPLAI-NHRFXGAXSA-M	309.207133	CHEBI:78070		
BASm0006387	(5Z,7Z,8Z,10E,14Z,17Z)-12-hydroperoxyeicosapentaenoate	A polyunsaturated fatty acid anion that is the conjugate base of 12-HPEPE, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C20H29O4		HDMYXONNVAOHFR-QGQBRVLBNA-M	333.207133	CHEBI:78078		
BASm0006388	10-hydroxy-(11S,12S)-epoxy- (5Z,8Z,14Z)-eicosatrienoate	Hepoxilin B3 is a normal human epidermis eicosanoid. Hepoxilin B3 is dramatically elevated in psoriatic lesions. The primary biological action of the hepoxilins appears to relate to their ability to release calcium from intracellular stores through a receptor-mediated action. The receptor is intracellular, and appears to be G-protein coupled. The conversion of hepoxilin into its omega-hydroxy catabolite has recently been demonstrated through the action of an omega-hydroxylase. This enzyme is different from that which oxidizes leukotriene B4, as the former activity is lost when the cell is disrupted, while leukotriene B4-catabolic activity is recovered in both the intact and disrupted cell. Additionally, hepoxilin catabolism is inhibited by CCCP, a mitochondrial uncoupler, while leukotriene catabolism is unaffected. As hepoxilins cause the translocation of calcium from intracellular stores in the endoplasmic reticulum to the mitochondria, it is speculated that hepoxilin omega-oxidation takes place in the mitochondria, and the omega-oxidation product facilitates accumulation of the elevated cytosolic calcium by the mitochondria. (PMID 10692117, 11851887, 10086189) [HMDB]	71799-95-6	Solid		C20H31O4		DWNBPRRXEVJMPO-RNGYDEEPSA-M	335.2227831	CHEBI:78084	HMDB04690	
BASm0006389	N-hexadecanoyl-1,2-diacyl-sn-glycero-3-phosphoethanolamine				*C(=O)OC[C@H](COP(=O)([O-])OCCNC(=O)CCCCCCCCCCCCCCC)OC(*)=O					CHEBI:78085		
BASm0006390	N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine	An N-acylphosphatidylethanolamine(1-) in which the N-acyl group is specified as palmitoyl while the phosphatidyl acyl groups are both specified as oleoyl; major species at pH 7.3.			CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCCNC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC	C57H107NO9P	InChI=1S/C57H108NO9P/c1-4-7-10-13-16-19-22-25-27-30-33-36-39-42-45-48-56(60)64-52-54(67-57(61)49-46-43-40-37-34-31-28-26-23-20-17-14-11-8-5-2)53-66-68(62,63)65-51-50-58-55(59)47-44-41-38-35-32-29-24-21-18-15-12-9-6-3/h25-28,54H,4-24,29-53H2,1-3H3,(H,58,59)(H,62,63)/p-1/b27-25-,28-26-/t54-/m1/s1	RSIZIZJZWMQYBR-MCBYAYSZSA-M		CHEBI:78097		
BASm0006391	(10,11S,12R)-trihydroxy-(5Z,8Z,14Z)-eicosatrienoate	The trioxilin anion that is the anion formed from trioxilin B3 by deprotonation of its carboxylic acid moiety; major microspecies present at pH 7.3.			CCCCC/C=C\C[C@@H](O)[C@H](O)C(O)/C=C\C/C=C\CCCC(=O)[O-]	C20H33O5	InChI=1S/C20H34O5/c1-2-3-4-5-8-11-14-17(21)20(25)18(22)15-12-9-6-7-10-13-16-19(23)24/h6-8,11-12,15,17-18,20-22,25H,2-5,9-10,13-14,16H2,1H3,(H,23,24)/p-1/b7-6-,11-8-,15-12-/t17-,18?,20+/m1/s1	GOHNIXDAQODZKP-OZPSOFALSA-M		CHEBI:78099		
BASm0006392	(8,11R,12S)-trihydroxy-(5Z,9E,14Z)-eicosatrienoate	Trioxilin A3 is the enzymatically formed derivative of Hepoxilin A3. Normal human epidermis incubated with exogenous AA produces 12-oxo-eicosatetraenoic acid (12-oxo-ETE), hepoxilin A3 (HxA3), and hepoxilin B3 (HxB3) through the 12- Lipoxygenase (LO) pathway. 12-LO is the major arachidonic acid (AA) oxygenation pathway in epidermal cells with total product formation generally exceeding cyclooxygenase activity. Platelet-type 12-LO has been found to be the predominant isoenzyme expressed in human and murine skin epidermis. Increased levels of nonesterified hepoxilins and trioxilins occur in the psoriatic scales. Normal human epidermis synthesized only one of the two possible 10-hydroxy epimers of HxB3 whose formation is probably catalyzed by 12-LO. Hepoxilins exert action on plasma permeability on skin, and induce a specific-receptor-dependent Ca2+ mobilization from endogenous sources and the release of AA and diacylglycerols. (PMID: 11851887).	68860-46-8	Solid	CCCCC/C=C\C[C@H](O)[C@H](O)/C=C/C(O)C/C=C\CCCC(=O)[O-]	C20H34O5	InChI=1S/C20H34O5/c1-2-3-4-5-6-10-13-18(22)19(23)16-15-17(21)12-9-7-8-11-14-20(24)25/h6-7,9-10,15-19,21-23H,2-5,8,11-14H2,1H3,(H,24,25)/b9-7-,10-6-,16-15+/t17?,18-,19+/m0/s1	WPLPEZUSILBTGP-CIQDQOFUSA-N	354.2406242	CHEBI:78100	HMDB0001977	
BASm0006393	1-O-tetradecyl-2-acetyl-sn-glycero-3-phosphocholine				[H][C@@](COCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(C)=O	C24H50NO7P	InChI=1S/C24H50NO7P/c1-6-7-8-9-10-11-12-13-14-15-16-17-19-29-21-24(32-23(2)26)22-31-33(27,28)30-20-18-25(3,4)5/h24H,6-22H2,1-5H3/t24-/m1/s1	HEALIQQDEGDSLS-XMMPIXPASA-N	495.33249	CHEBI:78101		
BASm0006394	1-O-tetradecyl-sn-glycero-3-phosphocholine				CCCCCCCCCCCCCCOC[C@@H](O)COP(=O)([O-])OCC[N+](C)(C)C	C22H48NO6P	InChI=1S/C22H48NO6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-18-27-20-22(24)21-29-30(25,26)28-19-17-23(2,3)4/h22,24H,5-21H2,1-4H3	MBRLTZVQXZDRBC-UHFFFAOYSA-N	453.3219253	CHEBI:78102		
BASm0006395	1-O-dodecyl-2-acetyl-sn-glycero-3-phosphocholine	A 2-acetyl-1-alkyl-sn-glycero-3-phosphocholine in which the alkyl group is specified as dodecyl.			CCCCCCCCCCCCOC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(C)=O	C22H46NO7P	InChI=1S/C22H46NO7P/c1-6-7-8-9-10-11-12-13-14-15-17-27-19-22(30-21(2)24)20-29-31(25,26)28-18-16-23(3,4)5/h22H,6-20H2,1-5H3/t22-/m1/s1	WNCMKZYTLBIUSK-JOCHJYFZSA-N		CHEBI:78103		
BASm0006396	1-O-dodecyl-sn-glycero-3-phosphocholine	A 1-alkyl-sn-glycero-3-phosphocholine in which the alkyl group is specified as dodecyl.			CCCCCCCCCCCCOC[C@@H](O)COP(=O)([O-])OCC[N+](C)(C)C	C20H44NO6P	InChI=1S/C20H44NO6P/c1-5-6-7-8-9-10-11-12-13-14-16-25-18-20(22)19-27-28(23,24)26-17-15-21(2,3)4/h20,22H,5-19H2,1-4H3/t20-/m1/s1	URUYDXJUCOUNCY-HXUWFJFHSA-N		CHEBI:78104		
BASm0006397	1-O-decyl-2-acetyl-sn-glycero-3-phosphocholine	A 2-acetyl-1-alkyl-sn-glycero-3-phosphocholine in which the alkyl group is specified as decyl.			CCCCCCCCCCOC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(C)=O	C20H42NO7P	InChI=1S/C20H42NO7P/c1-6-7-8-9-10-11-12-13-15-25-17-20(28-19(2)22)18-27-29(23,24)26-16-14-21(3,4)5/h20H,6-18H2,1-5H3/t20-/m1/s1	IAKLXPLKBYMOFA-HXUWFJFHSA-N		CHEBI:78108		
BASm0006398	1-O-decyl-sn-glycero-3-phosphocholine	A 1-alkyl-sn-glycero-3-phosphocholine in which the alkyl group is specified as decyl.			CCCCCCCCCCOC[C@@H](O)COP(=O)([O-])OCC[N+](C)(C)C	C18H40NO6P	InChI=1S/C18H40NO6P/c1-5-6-7-8-9-10-11-12-14-23-16-18(20)17-25-26(21,22)24-15-13-19(2,3)4/h18,20H,5-17H2,1-4H3/t18-/m1/s1	ZZHOJTIIWHVSBP-GOSISDBHSA-N		CHEBI:78109		
BASm0006399	1-O-methyl-(8R)-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatrienoate	A fatty acid methyl ester resulting from the formal condensation of the carboxy group of 12(R)-HPETE with methanol.			CCCCC/C=C\C/C=C\C=C\[C@@H](C/C=C\CCCC(=O)OC)OO	C21H34O4	InChI=1S/C21H34O4/c1-3-4-5-6-7-8-9-10-11-14-17-20(25-23)18-15-12-13-16-19-21(22)24-2/h7-8,10-12,14-15,17,20,23H,3-6,9,13,16,18-19H2,1-2H3/b8-7-,11-10-,15-12-,17-14+/t20-/m0/s1	GNTURDCSUKZVNZ-MIFXIWNASA-N		CHEBI:78180		
BASm0006400	a fatty acid ethyl ester				*C(=O)OCC					CHEBI:78206		
BASm0006401	1-hexadecanoyl-2-nonadioyl-sn-glycero-3-phosphocholine	An anionic phospholipid that is the conjugate base of 1-palmitoyl-2-azelaoyl-sn-glycero-3-phosphocholine, obtained by deprotonation of the free carboxy group; major species at pH 7.3.			CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCC(=O)[O-]	C33H63NO10P	InChI=1S/C33H64NO10P/c1-5-6-7-8-9-10-11-12-13-14-15-18-21-24-32(37)41-28-30(29-43-45(39,40)42-27-26-34(2,3)4)44-33(38)25-22-19-16-17-20-23-31(35)36/h30H,5-29H2,1-4H3,(H-,35,36,39,40)/p-1/t30-/m1/s1	GHQQYDSARXURNG-SSEXGKCCSA-M		CHEBI:78207		
BASm0006402	nonanedioate	Azelaic acid (AZA) is a naturally occurring saturated nine-carbon dicarboxylic acid (COOH (CH2)7-COOH). It possesses a variety of biological actions both in vitro and in vivo. Interest in the biological activity of AZA arose originally out of studies of skin surface lipids and the pathogenesis of hypochromia in pityriasis versicolor infection. Later, it was shown that Pityrosporum can oxidize unsaturated fatty acids to C8-C12 dicarboxylic acids that are cornpetitive inhibitors of tyrosinase in vitro. Azelaic acid was chosen for further investigation and development of a new topical drug for treating hyperpigmentary disorders for the following reasons: it possesses a middle-range of antityrosinase activity, is inexpensive, and more soluble to be incorporated into a base cream than other dicarboxylic acids. Azelaic acid is another option for the topical treatment of mild to moderate inflammatory acne vulgaris. It offers effectiveness similar to that of other agents without the systemic side effects of oral antibiotics or the allergic sensitization of topical benzoyl peroxide and with less irritation than tretinoin. Azelaic acid is less expensive than certain other prescription acne preparations, but it is much more expensive than nonprescription benzoyl peroxide preparations. Whether it is safe and effective when used in combination with other agents is not known. (PMID: 7737781, 8961845).	123-99-9	Solid	O=C([O-])CCCCCCCC(=O)[O-]	C9H16O4	InChI=1S/C9H16O4/c10-8(11)6-4-2-1-3-5-7-9(12)13/h1-7H2,(H,10,11)(H,12,13)	BDJRBEYXGGNYIS-UHFFFAOYSA-N	188.104859	CHEBI:78208	HMDB0000784	
BASm0006403	2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate			Expected Solid	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](CO)COP(=O)([O-])[O-]	C23H37O7P	InChI=1S/C23H39O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(25)30-22(20-24)21-29-31(26,27)28/h6-7,9-10,12-13,15-16,22,24H,2-5,8,11,14,17-21H2,1H3,(H2,26,27,28)/p-2/b7-6-,10-9-,13-12-,16-15-/t22-/m1/s1	BDCFJMBXZCIVRH-NZRYSPDRSA-L	456.2276901	CHEBI:78209	HMDB0012496	MMDBc0048904
BASm0006404	1-hexanoyl-sn-glycero-3-phosphocholine	Lysopc(6:0), also known as LPC(6:0/0:0) or 1-Caproyl-sn-glycero-3-phosphocholine, is classified as a member of the 1-acyl-sn-glycero-3-phosphocholines. 1-acyl-sn-glycero-3-phosphocholines are glycerophosphocholines in which the glycerol is esterified with a fatty acid at O-1 position, and linked at position 3 to a phosphocholine. Lysopc(6:0) is considered to be a practically insoluble (in water) and a moderately acidic compound. Lysopc(6:0) is a glycerophosphocholine lipid molecule. Lysopc(6:0) can be found in urine. LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4.  binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood.  Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910).  LPCs have a number of protective or anti-inflammatory effects.  Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910).  Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.			CCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OCC[N+](C)(C)C	C14H30NO7P	InChI=1S/C14H30NO7P/c1-5-6-7-8-14(17)20-11-13(16)12-22-23(18,19)21-10-9-15(2,3)4/h13,16H,5-12H2,1-4H3/t13-/m1/s1	WDNDPXJAUNUOFK-CYBMUJFWSA-N	355.1759888	CHEBI:78215	HMDB0029207	
BASm0006405	alpha,beta-didehydrotryptophan				[NH3+]/C(=C\c1c[nH]c2ccccc12)C(=O)[O-]	C11H10N2O2	InChI=1S/C11H10N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-6,13H,12H2,(H,14,15)	HXAJMKJPBQFASJ-UHFFFAOYSA-N	202.0742276	CHEBI:78216		
BASm0006406	2-methyl-1-pyrroline	An iminium ion obtained by protonation of the imino group of 2-methyl-1-pyrroline. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).			CC1=[NH+]CCC1	C5H10N	InChI=1S/C5H9N/c1-5-3-2-4-6-5/h2-4H2,1H3/p+1	CTSZPNIMMLSKDV-UHFFFAOYSA-O		CHEBI:78220		
BASm0006407	(R)-2-methylpyrrolidine				C[C@@H]1CCC[NH2+]1	C5H11N	InChI=1S/C5H11N/c1-5-3-2-4-6-5/h5-6H,2-4H2,1H3	RGHPCLZJAFCTIK-UHFFFAOYSA-N	85.08914936	CHEBI:78222	HMDB0341433	
BASm0006408	1-hexanoyl-sn-glycero-3-phosphate	A 1-acyl-sn-glycero-3-phosphate(2−) in which the acyl group is specified as caproyl (hexanoyl).			CCCCCC(=O)OC[C@@H](O)COP(=O)([O-])[O-]	C9H17O7P	InChI=1S/C9H19O7P/c1-2-3-4-5-9(11)15-6-8(10)7-16-17(12,13)14/h8,10H,2-7H2,1H3,(H2,12,13,14)/p-2/t8-/m1/s1	FIMVTNBZKNVWDN-MRVPVSSYSA-L	268.072287	CHEBI:78223		
BASm0006409	1,2-didecanoyl-sn-glycero-3-phosphocholine	PC(10:0/10:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(10:0/10:0), in particular, consists of two decanoyl chains at positions C-1 and C-2. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	CCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCC	C28H56NO8P	InChI=1S/C28H56NO8P/c1-6-8-10-12-14-16-18-20-27(30)34-24-26(25-36-38(32,33)35-23-22-29(3,4)5)37-28(31)21-19-17-15-13-11-9-7-2/h26H,6-25H2,1-5H3/t26-/m1/s1	MLKLDGSYMHFAOC-AREMUKBSSA-N	565.3743548	CHEBI:78226		MMDBc0045365
BASm0006410	1,2-didecanoyl-sn-glycero-3-phosphate				CCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])[O-])OC(=O)CCCCCCCCC	C23H44O8P	InChI=1S/C23H45O8P/c1-3-5-7-9-11-13-15-17-22(24)29-19-21(20-30-32(26,27)28)31-23(25)18-16-14-12-10-8-6-4-2/h21H,3-20H2,1-2H3,(H2,26,27,28)/p-1/t21-/m1/s1	PHQFPHNJHDEXLJ-OAQYLSRUSA-M	479.2773799	CHEBI:78227		MMDBc0057200
BASm0006411	1,2-dioctanoyl-sn-glycero-3-phosphocholine	LysoPC(8:0/8:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. LysoPC(8:0/8:0), in particular, consists of one octanoyl chain. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(20:3(5Z,8Z,11Z)), in particular, consists of one chain of mead acid at the C-1 position. The mead acid moiety is derived from fish oils, liver and kidney. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. 			CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCC	C24H48NO8P		YHIXRNNWDBPKPW-JOCHJYFZSA-N	509.3117545	CHEBI:78228		
BASm0006412	1,2-dioctanoyl-sn-glycero-3-phosphate	A 1,2-diacyl-sn-glycerol 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1,2-dioctanoyl-sn-glycero-3-phosphate; major species at pH 7.3.			CCCCCCCC(=O)OC[C@H](COP(=O)([O-])[O-])OC(=O)CCCCCCC	C19H35O8P	InChI=1S/C19H37O8P/c1-3-5-7-9-11-13-18(20)25-15-17(16-26-28(22,23)24)27-19(21)14-12-10-8-6-4-2/h17H,3-16H2,1-2H3,(H2,22,23,24)/p-2/t17-/m1/s1	XYSBQYUENLDGMI-QGZVFWFLSA-L		CHEBI:78229		
BASm0006413	N-acetyl-L-cysteine		616-91-1		CC(=O)N[C@@H](CS)C(=O)[O-]	C5H9NO3S	InChI=1S/C5H9NO3S/c1-3(7)6-4(2-10)5(8)9/h4,10H,2H2,1H3,(H,6,7)(H,8,9)/t4-/m0/s1	PWKSKIMOESPYIA-BYPYZUCNSA-N		CHEBI:78236		
BASm0006414	3-amino-4-hydroxybenzaldehyde	A hydroxybenzaldehyde that is 4-hydroxybenzaldehyde bearing an additional amino substituent at position 3.				C7H7NO2		LMGGPKYAWHDOLR-UHFFFAOYSA-N	137.0476785	CHEBI:78237		
BASm0006415	3-methyl-L-tyrosine			Expected Solid	[H][C@](N)(CC1=CC=C(O)C(C)=C1)C(O)=O	C10H13NO3	InChI=1S/C10H13NO3/c1-6-4-7(2-3-9(6)12)5-8(11)10(13)14/h2-4,8,12H,5,11H2,1H3,(H,13,14)/t8-/m0/s1	MQHLULPKDLJASZ-QMMMGPOBSA-N	195.0895433	CHEBI:78239		MMDBc0055395
BASm0006416	5-hydroxy-3-methyl-L-tyrosine			Expected Solid	[H][C@](N)(CC1=CC(O)=C(O)C(C)=C1)C(O)=O	C10H13NO4	InChI=1S/C10H13NO4/c1-5-2-6(3-7(11)10(14)15)4-8(12)9(5)13/h2,4,7,12-13H,3,11H2,1H3,(H,14,15)/t7-/m0/s1	BIPUEBQLNUMSEB-ZETCQYMHSA-N	211.0844579	CHEBI:78241		MMDBc0055566
BASm0006417	(4S)-4-hydroxy-L-isoleucine			Expected Solid	[H][C@@](C)(O)[C@]([H])(C)[C@]([H])(N)C(O)=O	C6H13NO3	InChI=1S/C6H13NO3/c1-3(4(2)8)5(7)6(9)10/h3-5,8H,7H2,1-2H3,(H,9,10)/t3-,4-,5-/m0/s1	OSCCDBFHNMXNME-YUPRTTJUSA-N	147.0895433	CHEBI:78247		MMDBc0054964
BASm0006418	5-methyl-1-naphthoate			Expected Solid	CC1=C2C=CC=C(C([O-])=O)C2=CC=C1	C12H9O2	InChI=1S/C12H10O2/c1-8-4-2-6-10-9(8)5-3-7-11(10)12(13)14/h2-7H,1H3,(H,13,14)/p-1	VLEZTIKHFUAVRK-UHFFFAOYSA-M	185.0608031	CHEBI:78251		MMDBc0055573
BASm0006419	3-hydroxy-5-methyl-1-naphthoate			Expected Solid	CC1=C2C=C([O-])C=C(C(O)=O)C2=CC=C1	C12H9O3	InChI=1S/C12H10O3/c1-7-3-2-4-9-10(7)5-8(13)6-11(9)12(14)15/h2-6,13H,1H3,(H,14,15)/p-1	XHCQZAMDSPGKMT-UHFFFAOYSA-M	201.0557177	CHEBI:78252		MMDBc0055375
BASm0006420	N-hexanoyl-sphing-4-enine-1-phosphocholine	A sphingomyelin in which the ceramide N-acyl group is specified as hexanoyl.			CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](COP(=O)([O-])OCC[N+](C)(C)C)NC(=O)CCCCC	C29H59N2O6P	InChI=1S/C29H59N2O6P/c1-6-8-10-11-12-13-14-15-16-17-18-19-21-22-28(32)27(30-29(33)23-20-9-7-2)26-37-38(34,35)36-25-24-31(3,4)5/h21-22,27-28,32H,6-20,23-26H2,1-5H3,(H-,30,33,34,35)/b22-21+/t27-,28+/m0/s1	AHZZHULAOVWYNO-RRKDMDGFSA-N		CHEBI:78254		
BASm0006421	ent-sandaracopimaradien-3beta-ol				C=C[C@@]1(C)C=C2CC[C@@H]3C(C)(C)[C@H](O)CC[C@@]3(C)[C@@H]2CC1	C20H32O	InChI=1S/C20H32O/c1-6-19(4)11-9-15-14(13-19)7-8-16-18(2,3)17(21)10-12-20(15,16)5/h6,13,15-17,21H,1,7-12H2,2-5H3	ATQOOBSXQVRQPY-UHFFFAOYSA-N	288.2453157	CHEBI:78255		
BASm0006422	oryzalexin D	Oryzalexin d, also known as 3alpha,7beta-dihydroxy-ent-sandaracopimaradiene or ent-sandaracopimaradien-3alpha,7beta-diol, is a member of the class of compounds known as diterpenoids. Diterpenoids are terpene compounds formed by four isoprene units. Oryzalexin d is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Oryzalexin d can be found in rice, which makes oryzalexin d a potential biomarker for the consumption of this food product.			[H][C@@]12CC[C@@](C)(C=C)C=C1[C@@H](O)C[C@]1([H])C(C)(C)[C@H](O)CC[C@@]21C	C20H32O2	InChI=1S/C20H32O2/c1-6-19(4)9-7-14-13(12-19)15(21)11-16-18(2,3)17(22)8-10-20(14,16)5/h6,12,14-17,21-22H,1,7-11H2,2-5H3/t14-,15+,16-,17-,19-,20+/m1/s1	HRWWBCRSPUEXDM-XTMWUNHTSA-N	304.2402303	CHEBI:78256	HMDB0302102	
BASm0006423	oryzalexin E	Oryzalexin E is found in rice. Phytoalexin from rice leaves.	150943-96-7		[H][C@]12CCC3=C[C@@](C)(CC[C@@]3(O)[C@]1(C)CC[C@@H](O)C2(C)C)C=C	C20H32O2	InChI=1S/C20H32O2/c1-6-18(4)11-12-20(22)14(13-18)7-8-15-17(2,3)16(21)9-10-19(15,20)5/h6,13,15-16,21-22H,1,7-12H2,2-5H3/t15-,16-,18-,19-,20+/m1/s1	RGLTYROISYBKIW-BDUQCRIQSA-N	304.2402303	CHEBI:78259	HMDB0039702	
BASm0006424	1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine				CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-]	C42H80NO10P	InChI=1S/C42H80NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20,38-39H,3-17,19,21-37,43H2,1-2H3,(H,46,47)(H,48,49)/b20-18+/t38-,39+/m1/s1	AJFWREUFUPEYII-GVEOXXENSA-N		CHEBI:78260		
BASm0006425	1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphoethanolamine	PE(16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the docosahexaenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC	C43H74NO8P	InChI=1S/C43H74NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44)39-49-42(45)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h5,7,11,13,17-18,20-21,24,26,30,32,41H,3-4,6,8-10,12,14-16,19,22-23,25,27-29,31,33-40,44H2,1-2H3,(H,47,48)/b7-5-,13-11-,18-17-,21-20-,26-24-,32-30-/t41-/m1/s1	MPWUZHVZZKSTPV-MADBQMNMSA-N	763.5152049	CHEBI:78261	HMDB0008946	
BASm0006426	1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphoserine	PS(16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the docosahexaenoic acid moiety is derived from fish oils. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-]	C44H74NO10P	InChI=1S/C44H74NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-43(47)55-40(38-53-56(50,51)54-39-41(45)44(48)49)37-52-42(46)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h5,7,11,13,17-18,20-21,24,26,30,32,40-41H,3-4,6,8-10,12,14-16,19,22-23,25,27-29,31,33-39,45H2,1-2H3,(H,48,49)(H,50,51)/b7-5-,13-11-,18-17-,21-20-,26-24-,32-30-/t40-,41+/m1/s1	PWBBJQOVCTWPIM-FAYDGCQZSA-N	807.5050341	CHEBI:78262	HMDB0012362	
BASm0006427	1-(1Z-octadecenyl)-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphoethanolamine	PE(P-18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(P-18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of plasmalogen 18:0 at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The plasmalogen 18:0 moiety is derived from animal fats, liver and kidney, while the docosahexaenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.	206059-98-5	Solid	CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O[C@H](CO/C=C\CCCCCCCCCCCCCCCC)COP(=O)([O-])OCC[NH3+]	C45H78NO7P	InChI=1S/C45H78NO7P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-45(47)53-44(43-52-54(48,49)51-41-39-46)42-50-40-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h5,7,11,13,17,19,22-23,26,28,32,34,37,40,44H,3-4,6,8-10,12,14-16,18,20-21,24-25,27,29-31,33,35-36,38-39,41-43,46H2,1-2H3,(H,48,49)/b7-5-,13-11-,19-17-,23-22-,28-26-,34-32-,40-37-/t44-/m1/s1	FIJFPUAJUDAZEY-MNDXXDKYSA-N	775.5515904	CHEBI:78263	HMDB0011394	
BASm0006428	1-(1Z-octadecenyl)-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phospho-L-serine	A 1-(1Z-alkenyl)-2-acyl-sn-glycero-3-phospho-L-serine(1-) in which the alk-1-enyl and acyl groups are specified as (1Z)-octadecenyl and (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl respectively.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O[C@H](CO/C=C\CCCCCCCCCCCCCCCC)COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-]	C46H77NO9P	InChI=1S/C46H78NO9P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-45(48)56-43(41-54-57(51,52)55-42-44(47)46(49)50)40-53-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h5,7,11,13,17,19,22-23,26,28,32,34,37,39,43-44H,3-4,6,8-10,12,14-16,18,20-21,24-25,27,29-31,33,35-36,38,40-42,47H2,1-2H3,(H,49,50)(H,51,52)/p-1/b7-5-,13-11-,19-17-,23-22-,28-26-,34-32-,39-37-/t43-,44+/m1/s1	PVBBVCZTXMHVIW-IJFXEMRPSA-M		CHEBI:78264		
BASm0006429	1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphoserine				CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-]	C46H78NO10P	InChI=1S/C46H78NO10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-45(49)57-42(40-55-58(52,53)56-41-43(47)46(50)51)39-54-44(48)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h5,7,11,13,17,19,21-22,26,28,32,34,42-43H,3-4,6,8-10,12,14-16,18,20,23-25,27,29-31,33,35-41,47H2,1-2H3,(H,50,51)(H,52,53)/b7-5-,13-11+,19-17+,22-21+,28-26-,34-32+/t42-,43+/m1/s1	LYYHRRPTEXPVOR-LHFLIYBRSA-N		CHEBI:78265		
BASm0006430	1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphoethanolamine	PE(18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the docosahexaenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])OCC[NH3+]	C45H78NO8P	InChI=1S/C45H78NO8P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-45(48)54-43(42-53-55(49,50)52-40-39-46)41-51-44(47)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h5,7,11,13,17,19,21-22,26,28,32,34,43H,3-4,6,8-10,12,14-16,18,20,23-25,27,29-31,33,35-42,46H2,1-2H3,(H,49,50)/b7-5-,13-11-,19-17-,22-21-,28-26-,34-32-/t43-/m1/s1	XYYHNDVKALDFHQ-OXHZBIAZSA-N	791.546505	CHEBI:78266	HMDB0009012	
BASm0006431	(2S,3R)-dihydroxy-5-oxohexanedioate			Expected Solid	O=C([O-])C(=O)C[C@@H](O)[C@H](O)C(=O)[O-]	C6H6O7	InChI=1S/C6H8O7/c7-2(4(9)6(12)13)1-3(8)5(10)11/h2,4,7,9H,1H2,(H,10,11)(H,12,13)/p-2/t2-,4+/m1/s1	QUURPCHWPQNNGL-FONMRSAGSA-L	190.0124497	CHEBI:78267		MMDBc0054840
BASm0006432	1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphoethanolamine	PE(18:0/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the arachidonic acid moiety is derived from animal fats and eggs. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.	61216-62-4	Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C43H78NO8P	InChI=1S/C43H78NO8P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44)39-49-42(45)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h11,13,17,19,22,24,28,30,41H,3-10,12,14-16,18,20-21,23,25-27,29,31-40,44H2,1-2H3,(H,47,48)/b13-11-,19-17-,24-22-,30-28-/t41-/m1/s1	ANRKEHNWXKCXDB-BHFWLYLHSA-N	767.546505	CHEBI:78268	HMDB0009003	
BASm0006433	1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphoserine	A phosphatidylserine 38:4 that is the conjugate base of 1-stearoyl-2-arachidonoyl-sn-glycero-3-phosphoserine; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-]	C44H77NO10P	InChI=1S/C44H78NO10P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-43(47)55-40(38-53-56(50,51)54-39-41(45)44(48)49)37-52-42(46)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h11,13,17,19,22,24,28,30,40-41H,3-10,12,14-16,18,20-21,23,25-27,29,31-39,45H2,1-2H3,(H,48,49)(H,50,51)/p-1/b13-11-,19-17-,24-22-,30-28-/t40-,41+/m1/s1	SVOUGFFDROZBJI-DNALCEECSA-M		CHEBI:78269		
BASm0006434	9-cis-retinol	9-cis-retinol is a retinoid. Retinoids (vitamin A and its analogs) are essential dietary substances that are needed by mammals for reproduction, normal embryogenesis, growth, vision, and maintaining normal cellular differentiation and the integrity of the immune system. Within cells, retinoids regulate gene transcription acting through ligand-dependent transcription factors, the retinoic acid receptors (RARs), and the retinoid X receptors (RXRs). All-trans-retinoic acid binds only to RARs with high affinity, whereas its 9-cis isomer binds with high affinity to both RARs and RXRs. The actions of all-trans- and 9-cis-retinoic acid in regulating cellular responses are distinct and not interchangeable. (PMID: 9115228).	22737-97-9		C\C(=C/CO)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C	C20H30O	InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6+,12-11+,16-8-,17-13+	FPIPGXGPPPQFEQ-MKOSUFFBSA-N	286.2296656	CHEBI:78272	HMDB0006217	
BASm0006435	9-cis-retinal	In vivo, 9-cis-retinal is formed through oxidation of 9-cis-retinol by cis-retinol dehydrogenase (cRDH). (PMID:15572038). The generation of retinoic acid from retinol is a two-step reaction, with the rate-limiting step being the oxidation of retinol into the intermediate retinaldehyde. Two classes of. unrelated enzymes have been implicated in the oxidation of retinol, the classical cytosolic medium chain alcohol dehydrogenases and recently identified microsomal members of the short chain alcohol dehydrogenase reductase (SDR) superfamily. Further oxidation of the retinaldehyde to the retinoic acid is believed to be catalyzed by several cytosolic aldehyde dehydrogenases. Retinoids are micronutrients required to maintain and promote health of vertebrates. They act physiologically by participating in the visual cycle, in regulating cell differentiation, in embryonic development (PMID:10893430), in maintaining normal reproduction, and in the immune response (PMID:8882153). In non-ocular tissues, the effects of retinoids within the body are mediated through retinoic acid receptors (RARs) and retinoid X receptors (RXRs), which act to regulate gene expression as ligand-dependent transcription factors. The naturally occurring ligands for these nuclear receptors are thought to be all-trans-retinoic acid for RARs and 9-cis-retinoic acid for RXRs (PMID:10322133). While many details of the molecular actions of the RARs and RXRs in regulating gene transcription are understood (PMID:10418975), tissue-specific synthetic pathway(s) of their ligands has not been adequately defined. Nevertheless, the therapeutic efficacy of retinoids, including 9-cis-retinoic acid, is well established in both tissue culture and animal models of breast cancer (PMID:8825126, PMID:12743994).	514-85-2		C/C(/C=C/C=C(/C)\C=C\C1=C(C)CCCC1(C)C)=C\C=O	C20H28O	InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3/b9-6+,12-11+,16-8-,17-13+	NCYCYZXNIZJOKI-MKOSUFFBSA-N	284.2140155	CHEBI:78273	HMDB0006218	
BASm0006436	ferruginol				CC(C)c1cc2c(cc1O)[C@@]1(C)CCCC(C)(C)[C@@H]1CC2	C20H30O	InChI=1S/C20H30O/c1-13(2)15-11-14-7-8-18-19(3,4)9-6-10-20(18,5)16(14)12-17(15)21/h11-13,18,21H,6-10H2,1-5H3	QXNWVJOHUAQHLM-UHFFFAOYNA-N	286.2296656	CHEBI:78274		
BASm0006437	N(5)-hydroxy-L-ornithine			Expected Solid	[H][C@](N)(CCCNO)C(O)=O	C5H12N2O3	InChI=1S/C5H12N2O3/c6-4(5(8)9)2-1-3-7-10/h4,7,10H,1-3,6H2,(H,8,9)/t4-/m0/s1	OZMJDTPATROLQC-BYPYZUCNSA-N	148.0847923	CHEBI:78275		MMDBc0054597
BASm0006438	omega-hydroxyphylloquinone					C31H46O3		RYJLHGDNDDQPAO-BHQHQDIUSA-N	466.3446953	CHEBI:78276		
BASm0006439	menaquinone-4	Menatetrenone, also known as MK-4, is a vitamin K compound used as a hemostatic agent, and also as adjunctive therapy for the pain of osteoporosis. Menatetrenone is one of the nine forms of vitamin K2 and is a short-chain menaquinone. MK-4 is produced via conversion of vitamin K1 in the body, in the testes, pancreas and arterial walls (Wikipedia). Vitamin K2 is found in brassicas. Vitamin K2 is widely distributed in green leaves and vegetables. It is a fat-soluble dietary factor effective in controlling blood coagulation. All members of the vitamin K group of vitamins share a methylated naphthoquinone ring structure and vary in the aliphatic side chain attached at the 3-position. Phylloquinone (also known as vitamin K1) invariably contains in its side chain four isoprenoid residues, one of which is unsaturated. Human milk contains between 1 and 4 micrograms/litre of vitamin K1, while formula-derived milk can contain up to 100 micrograms/litre in supplemented formulas. Vitamin K2 concentrations in human milk appear to be much lower than those of vitamin K1. It is estimated that there is a 0.25 to 1.7 percent occurrence of vitamin K deficiency bleeding in the first week of the infant's life with a prevalence of 2-10 cases per 100,000 births. The biochemistry of how vitamin K is used to convert glutamic acid (Glu) to gamma-carboxyglutamic acid (Gla) has been elucidated over the past thirty years in academic laboratories throughout the world. Within the cell, vitamin K undergoes electron reduction to a reduced form of vitamin K (called vitamin K hydroquinone) by the enzyme vitamin K epoxide reductase (or VKOR). Another enzyme then oxidizes vitamin K hydroquinone to allow carboxylation of Glu to Gla; this enzyme is called the gamma-glutamyl carboxylase or the vitamin K-dependent carboxylase. The carboxylation reaction will only proceed if the carboxylase enzyme is able to oxidize vitamin K hydroquinone to vitamin K epoxide at the same time. The carboxylation and epoxidation reactions are said to be coupled reactions. Vitamin K epoxide is then re-converted into vitamin K by the vitamin K epoxide reductase. These two enzymes comprise the so-called vitamin K cycle. Vitamin K2 is one of the reasons why vitamin K is rarely deficient in a human diet (vitamin K is continually recycled in our cells). Vitamin K1 is also known as phylloquinone or phytomenadione (also called phytonadione). Vitamin K2 (menaquinone, menatetrenone) is normally produced by bacteria in the large intestine, and dietary deficiency is extremely rare unless the intestines are heavily damaged or are unable to absorb the molecule, or due to decreased production by normal flora, as seen in broad spectrum antibiotic use.	863-61-6		[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=C(C)C(=O)C2=CC=CC=C2C1=O)=C(\C)CCC=C(C)C	C31H40O2	InChI=1S/C31H40O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(27)33/h7-8,12,14,16,18-20H,9-11,13,15,17,21H2,1-6H3/b23-14+,24-16+,25-20+	DKHGMERMDICWDU-GHDNBGIDSA-N	444.3028305	CHEBI:78277	HMDB0030017	
BASm0006440	omega-hydroxymenaquinone-4	A prenylnaphthoquinone obtained by hydroxylation of one of the terminal methyl groups of menaquinone-4.			CC1=C(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CO)C(=O)c2ccccc2C1=O	C31H40O3	InChI=1S/C31H40O3/c1-22(11-8-12-23(2)14-10-16-25(4)21-32)13-9-15-24(3)19-20-27-26(5)30(33)28-17-6-7-18-29(28)31(27)34/h6-7,12-13,16-19,32H,8-11,14-15,20-21H2,1-5H3/b22-13+,23-12+,24-19+,25-16+	RPXZMNAKSDAWRS-PUTDXGHDSA-N		CHEBI:78278		
BASm0006441	2,7-dihydroxy-5-methyl-1-naphthoate			Expected Solid	CC1=CC([O-])=CC2=C1C=CC(O)=C2C(O)=O	C12H9O4	InChI=1S/C12H10O4/c1-6-4-7(13)5-9-8(6)2-3-10(14)11(9)12(15)16/h2-5,13-14H,1H3,(H,15,16)/p-1	BLBGRTHACSTGEL-UHFFFAOYSA-M	217.0506324	CHEBI:78281		MMDBc0055305
BASm0006442	2-hydroxy-7-methoxy-5-methyl-1-naphthoate			Expected Solid	COC1=CC2=C(C=CC([O-])=C2C(O)=O)C(C)=C1	C13H11O4	InChI=1S/C13H12O4/c1-7-5-8(17-2)6-10-9(7)3-4-11(14)12(10)13(15)16/h3-6,14H,1-2H3,(H,15,16)/p-1	LYGUXQMPYLCEGL-UHFFFAOYSA-M	231.0662824	CHEBI:78282		MMDBc0055240
BASm0006443	8-demethyl-8-alpha-L-rhamnosyl-tetracenomycin C			Expected Solid	[H][C@@]1(C)O[C@@]([H])(OC2=CC3=CC4=C(C(O)=C3C(C)=C2C(=O)OC)C(=O)[C@]2(O)C(=O)C=C(OC)[C@@]([H])(O)[C@]2(O)C4=O)[C@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C28H28O15	InChI=1S/C28H28O15/c1-8-15-10(6-12(16(8)25(37)41-4)43-26-21(33)20(32)18(30)9(2)42-26)5-11-17(19(15)31)24(36)27(38)14(29)7-13(40-3)23(35)28(27,39)22(11)34/h5-7,9,18,20-21,23,26,30-33,35,38-39H,1-4H3/t9-,18-,20+,21+,23+,26-,27+,28+/m0/s1	QIJXKOOPLDVFLW-DWENXZEQSA-N	604.1428202	CHEBI:78283		MMDBc0055652
BASm0006444	8-demethyl-8-(2-O-methyl-alpha-L-rhamnosyl)-tetracenomycin C			Expected Solid	COC(=O)c1c(O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2OC)cc2cc3c(c(O)c2c1C)C(=O)[C@]1(O)C(=O)C=C(OC)[C@@H](O)[C@]1(O)C3=O	C29H30O15	InChI=1S/C29H30O15/c1-9-16-11(7-13(17(9)26(37)42-5)44-27-22(41-4)21(33)19(31)10(2)43-27)6-12-18(20(16)32)25(36)28(38)15(30)8-14(40-3)24(35)29(28,39)23(12)34/h6-8,10,19,21-22,24,27,31-33,35,38-39H,1-5H3/t10-,19-,21+,22+,24+,27-,28+,29+/m0/s1	HDQAHAYFRSTUFM-LMEYJBJCSA-N	618.1584703	CHEBI:78285		MMDBc0055649
BASm0006445	8-demethyl-8-(2,3-di-O-methyl-alpha-L-rhamnosyl)-tetracenomycin C			Expected Solid	COC(=O)c1c(O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](OC)[C@H]2OC)cc2cc3c(c(O)c2c1C)C(=O)[C@]1(O)C(=O)C=C(OC)[C@@H](O)[C@]1(O)C3=O	C30H32O15	InChI=1S/C30H32O15/c1-10-17-12(8-14(18(10)27(37)43-6)45-28-23(42-5)22(41-4)20(32)11(2)44-28)7-13-19(21(17)33)26(36)29(38)16(31)9-15(40-3)25(35)30(29,39)24(13)34/h7-9,11,20,22-23,25,28,32-33,35,38-39H,1-6H3/t11-,20-,22+,23+,25+,28-,29+,30+/m0/s1	NIRLIWMQNRJEDG-RARRKIFNSA-N	632.1741203	CHEBI:78286		MMDBc0055650
BASm0006446	8-demethyl-8-(2,3,4-tri-O-methyl-alpha-L-rhamnosyl)-tetracenomycin C			Expected Solid	COC(=O)c1c(O[C@@H]2O[C@@H](C)[C@H](OC)[C@@H](OC)[C@H]2OC)cc2cc3c(c(O)c2c1C)C(=O)[C@]1(O)C(=O)C=C(OC)[C@@H](O)[C@]1(O)C3=O	C31H34O15	InChI=1S/C31H34O15/c1-11-18-13(9-15(19(11)28(37)44-7)46-29-24(43-6)23(42-5)22(41-4)12(2)45-29)8-14-20(21(18)33)27(36)30(38)17(32)10-16(40-3)26(35)31(30,39)25(14)34/h8-10,12,22-24,26,29,33,35,38-39H,1-7H3/t12-,22-,23+,24+,26+,29-,30+,31+/m0/s1	GDMKCWSZMAFALT-WNSZSYCKSA-N	646.1897704	CHEBI:78287		MMDBc0055651
BASm0006447	3-hydroxy-L-phenylalanine	Meta-Tyrosine, or M-Tyrosine for short, is a natural weed suppressant found in certain Fine fescue grass. M-tyrosine exudes out of the grass plant's roots and is then absorbed by neighbouring weed seedlings. The weed plants will either die or be stunted from the toxic acid.			[NH3+][C@@H](Cc1cccc(O)c1)C(=O)[O-]	C9H11NO3	InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-2-1-3-7(11)4-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m0/s1	JZKXXXDKRQWDET-QMMMGPOBSA-N	181.0738932	CHEBI:78290	HMDB0059720	
BASm0006448	ophiobolin F			Expected Solid	CC(C)=CCC[C@H](C)[C@H]1CC[C@]2(C)C[C@H]3[C@H](CC[C@@]3(C)O)/C(C)=C\C[C@@H]12	C25H42O	InChI=1S/C25H42O/c1-17(2)8-7-9-18(3)20-12-14-24(5)16-23-21(13-15-25(23,6)26)19(4)10-11-22(20)24/h8,10,18,20-23,26H,7,9,11-16H2,1-6H3/t18-,20+,21+,22-,23-,24+,25+/m0/s1	JNYWQVTXIGGOTC-PFZGDJCMSA-N	358.323566	CHEBI:78293		MMDBc0003546
BASm0006449					*N[C@H](C(*)=O)[C@H](O)CCNC(N)=[NH2+]					CHEBI:78294		
BASm0006450					*C(=O)C[C@H]([NH3+])c1cc(O)c(O)c(Cl)c1					CHEBI:78296		
BASm0006451					*C(=O)C[C@H]([NH3+])c1ccc(O)c(Cl)c1					CHEBI:78297		
BASm0006452	dTDP-beta-L-rhodosamine			Expected Solid	Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]3C[C@H]([NH+](C)C)[C@H](O)[C@H](C)O3)O2)c(=O)[nH]c1=O	C18H30N3O13P2	InChI=1S/C18H31N3O13P2/c1-9-7-21(18(25)19-17(9)24)14-6-12(22)13(32-14)8-30-35(26,27)34-36(28,29)33-15-5-11(20(3)4)16(23)10(2)31-15/h7,10-16,22-23H,5-6,8H2,1-4H3,(H,26,27)(H,28,29)(H,19,24,25)/p-1/t10-,11-,12-,13+,14+,15+,16+/m0/s1	XPIWJCQKSXFPJI-WYVHVMBXSA-M	558.1259356	CHEBI:78301		MMDBc0055960
BASm0006453	dTDP-2-deoxy-beta-L-fucose			Expected Solid	Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]3C[C@H](O)[C@H](O)[C@H](C)O3)O2)c(=O)[nH]c1=O	C16H24N2O14P2	InChI=1S/C16H26N2O14P2/c1-7-5-18(16(23)17-15(7)22)12-3-9(19)11(30-12)6-28-33(24,25)32-34(26,27)31-13-4-10(20)14(21)8(2)29-13/h5,8-14,19-21H,3-4,6H2,1-2H3,(H,24,25)(H,26,27)(H,17,22,23)/p-2/t8-,9-,10-,11+,12+,13+,14+/m0/s1	GLUZBIYLBPDBPE-QUTCXQLSSA-L	530.0713746	CHEBI:78302		MMDBc0055939
BASm0006454	aclacinomycin S			Expected Solid	CC[C@@]1(O)C[C@H](O[C@H]2C[C@H]([NH+](C)C)[C@H](O[C@H]3C[C@H](O)[C@H](O)[C@H](C)O3)[C@H](C)O2)c2c(cc3c(c2[O-])C(=O)c2c(O)cccc2C3=O)[C@H]1C(=O)OC	C36H45NO13	InChI=1S/C36H45NO13/c1-7-36(45)14-23(49-24-12-20(37(4)5)34(16(3)48-24)50-25-13-22(39)30(40)15(2)47-25)27-18(29(36)35(44)46-6)11-19-28(33(27)43)32(42)26-17(31(19)41)9-8-10-21(26)38/h8-11,15-16,20,22-25,29-30,34,38-40,43,45H,7,12-14H2,1-6H3/t15-,16-,20-,22-,23-,24-,25-,29-,30+,34+,36+/m0/s1	DNZPQXXGAMXDHH-FCNQEGBTSA-N	699.2890905	CHEBI:78303		MMDBc0055676
BASm0006455	15-oxo-(5S,6R)-dihydroxy-(7E,9E,11Z,13E)-eicosatetraenoate	A hydroxy fatty acid anion obtained by deprotonation of the carboxy function of 15-oxolipoxin A4; major species at pH 7.3.			CCCCCC(=O)/C=C/C=C\C=C\C=C\[C@@H](O)[C@@H](O)CCCC(=O)[O-]	C20H29O5	InChI=1S/C20H30O5/c1-2-3-8-12-17(21)13-9-6-4-5-7-10-14-18(22)19(23)15-11-16-20(24)25/h4-7,9-10,13-14,18-19,22-23H,2-3,8,11-12,15-16H2,1H3,(H,24,25)/p-1/b6-4-,7-5+,13-9+,14-10+/t18-,19+/m1/s1	KMQGFEBCBYXSPZ-OABWHSJTSA-M		CHEBI:78311		
BASm0006456	5,10-dihydrophenazine 1-carboxylate			Expected Solid	O=C([O-])c1cccc2c1Nc1ccccc1N2	C13H10N2O2	InChI=1S/C13H10N2O2/c16-13(17)8-4-3-7-11-12(8)15-10-6-2-1-5-9(10)14-11/h1-7,14-15H,(H,16,17)	RWCXEOMFBZOODX-UHFFFAOYSA-N	226.0742276	CHEBI:78312		MMDBc0052292
BASm0006457	5,10-dihydro-9-dimethylallylphenazine 1-carboxylate			Expected Solid	CC(C)=CCc1cccc2c1Nc1c(cccc1C(=O)[O-])N2	C18H17N2O2	InChI=1S/C18H18N2O2/c1-11(2)9-10-12-5-3-7-14-16(12)20-17-13(18(21)22)6-4-8-15(17)19-14/h3-9,19-20H,10H2,1-2H3,(H,21,22)/p-1	FDBMKUZJJZNEBJ-UHFFFAOYSA-M	293.1295514	CHEBI:78313		MMDBc0055585
BASm0006458	4-O-dimethylallyl-L-tyrosine			Expected Solid	CC(C)=CCOc1ccc(C[C@H]([NH3+])C(=O)[O-])cc1	C14H19NO3	InChI=1S/C14H19NO3/c1-10(2)7-8-18-12-5-3-11(4-6-12)9-13(15)14(16)17/h3-7,13H,8-9,15H2,1-2H3,(H,16,17)/t13-/m0/s1	DVPQPQUTSYCKEZ-ZDUSSCGKSA-N	249.1364935	CHEBI:78314		MMDBc0055533
BASm0006459	pppGp(2'-5')A	An organophosphate oxoanion obtained by deprotonation of the phosphate and triphosphate OH groups of pppGp(2'->5')A; major species at pH 7.3.			Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])[C@@H](O)[C@H]2OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)c(=O)[nH]1	C20H23N10O20P4	InChI=1S/C20H28N10O20P4/c21-14-8-15(24-3-23-14)29(4-25-8)18-12(33)10(31)6(46-18)1-44-52(38,39)48-13-11(32)7(2-45-53(40,41)50-54(42,43)49-51(35,36)37)47-19(13)30-5-26-9-16(30)27-20(22)28-17(9)34/h3-7,10-13,18-19,31-33H,1-2H2,(H,38,39)(H,40,41)(H,42,43)(H2,21,23,24)(H2,35,36,37)(H3,22,27,28,34)/p-5/t6-,7-,10-,11-,12-,13-,18-,19-/m1/s1	AAOPLQLDGHSOGE-INFSMZHSSA-I		CHEBI:78318		
BASm0006460	baicalein		491-67-8		O=c1cc(-c2ccccc2)oc2cc([O-])c(O)c(O)c12	C15H10O5	InChI=1S/C15H10O5/c16-9-6-11(8-4-2-1-3-5-8)20-12-7-10(17)14(18)15(19)13(9)12/h1-7,17-19H	FXNFHKRTJBSTCS-UHFFFAOYSA-N		CHEBI:78324		
BASm0006461	15-oxo-(5S,6R)-dihydroxy-(7E,9E,11Z)-eicosatrienoate			Expected Solid	CCCCCC(=O)CC/C=C\C=C\C=C\[C@@H](O)[C@@H](O)CCCC(=O)[O-]	C20H31O5	InChI=1S/C20H32O5/c1-2-3-8-12-17(21)13-9-6-4-5-7-10-14-18(22)19(23)15-11-16-20(24)25/h4-7,10,14,18-19,22-23H,2-3,8-9,11-13,15-16H2,1H3,(H,24,25)/p-1/b6-4-,7-5+,14-10+/t18-,19-/m1/s1	FPRPRBFSKMFXRV-HJGGDGFVSA-M	351.2176977	CHEBI:78325		MMDBc0048502
BASm0006462	5-hydroxyxanthotoxin	15-Deacetylneosolaniol is a mycotoxin from Fusarium sporotrichioides and Fusarium tricinctu	76348-84-0	Solid		C12H7O5		XPFCGZWOHNGDSP-UHFFFAOYSA-M	231.0298969	CHEBI:78326	HMDB0036157	
BASm0006463	pseudobaptigenin	Pseudobaptigenin is found in herbs and spices. Pseudobaptigenin is isolated from Pisum sativum (pea) and Trifolium pratense (red clover).	90-29-9	Solid	O=c1c(-c2ccc3c(c2)OCO3)coc2cc([O-])ccc12	C16H10O5	InChI=1S/C16H10O5/c17-10-2-3-11-14(6-10)19-7-12(16(11)18)9-1-4-13-15(5-9)21-8-20-13/h1-7,17H,8H2	KNJNBKINYHZUGC-UHFFFAOYSA-N	282.0528234	CHEBI:78327	HMDB0036616	
BASm0006464	scutellarein		529-53-3		O=c1cc(-c2ccc(O)cc2)oc2cc([O-])c(O)c(O)c12	C15H10O6	InChI=1S/C15H10O6/c16-8-3-1-7(2-4-8)11-5-9(17)13-12(21-11)6-10(18)14(19)15(13)20/h1-6,16,18-20H	JVXZRQGOGOXCEC-UHFFFAOYSA-N		CHEBI:78328		
BASm0006465	(5S,6R,15S)-trihydroxy-(7E,9E,11Z)-eicosatrienoate	13,14-Dihydro- lipoxin A4 is a lipoxin derivative. Lipoxins (LXs) and aspirin-triggered Lipoxin (ATL) are trihydroxytetraene-containing eicosanoids generated from arachidonic acid that are distinct in structure, formation, and function from the many other proinflammatory lipid-derived mediators. These endogenous eicosanoids have now emerged as founding members of the first class of lipid/chemical mediators involved in the resolution of the inflammatory response. Lipoxin A4 (LXA4), ATL, and their metabolic stable analogs elicit cellular responses and regulate leukocyte trafficking in vivo by activating the specific receptor, ALX. Many of the eicosanoids derived from arachidonic acid (AA2), including prostaglandins (PGs) and leukotrienes (LTs), play important roles as local mediators exerting a wide range of actions relevant in immune hypersensitivity and inflammation. However, recent observations indicate that other agents derived from the lipoxygenase (LO) pathways are formed and play a key role in initiating the resolution of acute inflammation. This phenomenon is an active process that is governed by specific lipid mediators and involves a series of well-orchestrated temporal events. Thus, potent locally released mediators serve as checkpoint controllers of inflammation. In addition to the well-appreciated ability of aspirin to inhibit PGs, aspirin also acetylates cyclooxygenase (COX)-2, triggering the formation of a 15-epimeric form of lipoxins, termed aspirin-triggered LXA4 (ATL). These eicosanoids (i.e., LXA4 and ATL) with a unique trihydroxytetraene structure function as 'stop signals' in inflammation and actively participate in dampening host responses to bring the inflammation to a close, namely, resolution. LXA4 and ATL elicit the multicellular responses via a specific G protein-coupled receptor (GPCR) termed ALX that has been identified in human. (PMID: 16968948, 11478982).		Solid	CCCCC[C@H](O)CC/C=C\C=C\C=C\[C@@H](O)[C@@H](O)CCCC(=O)[O-]	C20H34O5	InChI=1S/C20H34O5/c1-2-3-8-12-17(21)13-9-6-4-5-7-10-14-18(22)19(23)15-11-16-20(24)25/h4-7,10,14,17-19,21-23H,2-3,8-9,11-13,15-16H2,1H3,(H,24,25)/b6-4-,7-5+,14-10+/t17-,18-,19-/m1/s1	WRFBDEURXXFJRY-WYMHFOEZSA-N	354.2406242	CHEBI:78329	HMDB0012563	
BASm0006466	wogonin				COc1c([O-])cc(O)c2c(=O)cc(-c3ccccc3)oc12	C16H12O5	InChI=1S/C16H12O5/c1-20-15-12(19)7-10(17)14-11(18)8-13(21-16(14)15)9-5-3-2-4-6-9/h2-8,17,19H,1H3	XLTFNNCXVBYBSX-UHFFFAOYSA-N	284.0684735	CHEBI:78338	HMDB0153240	
BASm0006467	1-(1Z-octadecenyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine	PE(P-18:0/18:1(9Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(P-18:0/18:1(9Z)), in particular, consists of one chain of plasmalogen 18:0 at the C-1 position and one chain of oleic acid at the C-2 position. The plasmalogen 18:0 moiety is derived from animal fats, liver and kidney, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.	144371-68-6	Solid	[H][C@@](CO\C=C/CCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC	C41H80NO7P	InChI=1S/C41H80NO7P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-36-46-38-40(39-48-50(44,45)47-37-35-42)49-41(43)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20,33,36,40H,3-17,19,21-32,34-35,37-39,42H2,1-2H3,(H,44,45)/b20-18-,36-33-/t40-/m1/s1	XVYPOHCSLJZFED-QZEVRULJSA-N	729.5672404	CHEBI:78340	HMDB0011375	
BASm0006468	1-(1Z-octadecenyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine	A 1-(1Z-alk-1-enyl)-2-acyl-sn-glycero-3-phospho-L-serine(1-) that is the conjugate base of 1-(1Z-octadecenyl)-2-oleoyl-sn-glycero-3- phosphoserine(1-), obtained by deprotonation of the phosphate and carboxy groups and protonation of the amino group; major species at pH 7.3.			CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](CO/C=C\CCCCCCCCCCCCCCCC)COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-]	C42H79NO9P	InChI=1S/C42H80NO9P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-49-36-39(37-50-53(47,48)51-38-40(43)42(45)46)52-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20,33,35,39-40H,3-17,19,21-32,34,36-38,43H2,1-2H3,(H,45,46)(H,47,48)/p-1/b20-18-,35-33-/t39-,40+/m1/s1	WBKLUOHQBQPPBN-SCHMGOCJSA-M		CHEBI:78341		
BASm0006469	1-(1Z-octadecenyl)-2-(5Z,8Z,11Z,14Z- eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine	PE(P-18:0/20:4(5Z,8Z,11Z,14Z)) belongs to a class of glycerophospholipids in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the sn-1 and sn-2 positions. Fatty acids containing 16, 18, and 20 carbons are the most common (LipidMAPS). PE(P-18:0/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylethanolamine (PE or GPEtn) and consists of one chain of plasmalogen 18:0 at the C-1 position and one chain of arachidonic acid at the C-2 position. The plasmalogen 18:0 moiety is derived from animal fats, liver, and kidney, while the arachidonic acid moiety is derived from animal fats and eggs. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signalling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodelling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4, and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine, and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0, and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.	144371-69-7	Solid	[H][C@@](CO\C=C/CCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C43H78NO7P	InChI=1S/C43H78NO7P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-43(45)51-42(41-50-52(46,47)49-39-37-44)40-48-38-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h11,13,17,19,22,24,28,30,35,38,42H,3-10,12,14-16,18,20-21,23,25-27,29,31-34,36-37,39-41,44H2,1-2H3,(H,46,47)/b13-11-,19-17-,24-22-,30-28-,38-35-/t42-/m1/s1	URPXXNCTXCOATD-FXMFQVEGSA-N	751.5515904	CHEBI:78342	HMDB0005779	
BASm0006470	1-(1Z-octadecenyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-L-serine	A 1-(1Z-alk-1-enyl)-sn-glycero-3-phosphoserine(1-) that is the conjugate base of 1-(1Z-octadecenyl)-2-arachidonoyl-sn-glycero-3-phosphoserine, obtained by deprotonation of the phosphate and carboxy groups and protonation of the amino group; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](CO/C=C\CCCCCCCCCCCCCCCC)COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-]	C44H77NO9P	InChI=1S/C44H78NO9P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-43(46)54-41(39-52-55(49,50)53-40-42(45)44(47)48)38-51-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h11,13,17,19,22,24,28,30,35,37,41-42H,3-10,12,14-16,18,20-21,23,25-27,29,31-34,36,38-40,45H2,1-2H3,(H,47,48)(H,49,50)/p-1/b13-11-,19-17-,24-22-,30-28-,37-35-/t41-,42+/m1/s1	SLORVBLJZVLUCO-IRWABPSZSA-M		CHEBI:78343		
BASm0006471	D-ribose 2,5-bisphosphate			Expected Solid	[H]C1(O)O[C@]([H])(COP([O-])([O-])=O)[C@@]([H])(O)[C@@]1([H])OP([O-])([O-])=O	C5H8O11P2	InChI=1S/C5H12O11P2/c6-3-2(1-14-17(8,9)10)15-5(7)4(3)16-18(11,12)13/h2-7H,1H2,(H2,8,9,10)(H2,11,12,13)/p-4/t2-,3-,4-,5?/m1/s1	IPSYCGBKVMUNSL-SOOFDHNKSA-J	305.9563794	CHEBI:78345		MMDBc0055874
BASm0006472	D-ribose 5-phosphate	D-Ribose 5-phosphate (CAS: 4300-28-1), also known as R-5-P, belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. D-Ribose 5-phosphate exists in all living species, ranging from bacteria to humans. Within humans, D-ribose 5-phosphate participates in a number of enzymatic reactions. In particular, D-ribose 5-phosphate can be biosynthesized from D-ribulose 5-phosphate; which is mediated by the enzyme ribose-5-phosphate isomerase. In addition, D-ribose 5-phosphate can be biosynthesized from D-ribose; which is catalyzed by the enzyme ribokinase. Outside of the human body, D-ribose 5-phosphate has been detected, but not quantified in cow milk and rices. D-Ribose 5-phosphate is both a product and an intermediate of the pentose phosphate pathway. The last step of the oxidative reactions in the pentose phosphate pathway is the production of ribulose 5-phosphate. D-Ribose 5-phosphate is an important intermediate metabolite in the pentose phosphate pathway and in the purine metabolism pathway. The intracellular ribose 5-phosphate concentration is an important determinant of the rate of de novo purine synthesis (PMID:6699001).	34980-65-9	Solid	O=P([O-])([O-])OC[C@H]1OC(O)[C@H](O)[C@@H]1O	C5H11O8P	InChI=1S/C5H11O8P/c6-3-2(1-12-14(9,10)11)13-5(8)4(3)7/h2-8H,1H2,(H2,9,10,11)/t2-,3-,4-,5+/m1/s1	KTVPXOYAKDPRHY-AIHAYLRMSA-N	230.0191538	CHEBI:78346	HMDB0001548	
BASm0006473	3-linalylflaviolin			Expected Solid	C=CC(C)(CCC=C(C)C)C1=C([O-])C(=O)c2cc(O)cc(O)c2C1=O	C20H21O5	InChI=1S/C20H22O5/c1-5-20(4,8-6-7-11(2)3)16-18(24)15-13(17(23)19(16)25)9-12(21)10-14(15)22/h5,7,9-10,21-22,25H,1,6,8H2,2-4H3/p-1	YLXGIQYXMIHMOL-UHFFFAOYSA-M	341.1394474	CHEBI:78347		MMDBc0055387
BASm0006474	3-sulfinopropanoyl-CoA			Expected Solid	[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)CCS(O)=O)C(C)(C)COP(O)(=O)OP([O-])(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C24H35N7O19P3S2	InChI=1S/C24H40N7O19P3S2/c1-24(2,19(35)22(36)27-5-3-14(32)26-6-7-54-15(33)4-8-55(44)45)10-47-53(42,43)50-52(40,41)46-9-13-18(49-51(37,38)39)17(34)23(48-13)31-12-30-16-20(25)28-11-29-21(16)31/h11-13,17-19,23,34-35H,3-10H2,1-2H3,(H,26,32)(H,27,36)(H,40,41)(H,42,43)(H,44,45)(H2,25,28,29)(H2,37,38,39)/p-5/t13-,17-,18-,19+,23-/m1/s1	NQBUSKKVOLGOGY-IEXPHMLFSA-I	882.0669432	CHEBI:78349		MMDBc0055421
BASm0006475	cyclooctat-9-en-7-ol			Expected Solid	[H]\C1=C2/[C@]([H])(CC[C@]2(C)C[C@]2([H])[C@]([H])(C)CC[C@@]2([H])[C@@](C)(O)C1)C(C)C	C20H34O	InChI=1S/C20H34O/c1-13(2)15-8-10-19(4)12-16-14(3)6-7-18(16)20(5,21)11-9-17(15)19/h9,13-16,18,21H,6-8,10-12H2,1-5H3/b17-9-/t14-,15-,16-,18-,19-,20+/m1/s1	JEGYHIKVYHOKQY-PNDCXJIESA-N	290.2609657	CHEBI:78352		MMDBc0055838
BASm0006476	1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phospho-L-serine				*/C=C\OC[C@H](COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-])OC(*)=O					CHEBI:78355		
BASm0006477	3-[(3aS,4S,7aS)-7a-methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoyl-CoA			Expected Solid	[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)CC[C@]1([H])C(=O)CC[C@]2(C)C(=O)CC[C@@]12[H])C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C34H48N7O19P3S	InChI=1S/C34H52N7O19P3S/c1-33(2,28(47)31(48)37-11-9-23(44)36-12-13-64-24(45)7-4-18-19-5-6-22(43)34(19,3)10-8-20(18)42)15-57-63(54,55)60-62(52,53)56-14-21-27(59-61(49,50)51)26(46)32(58-21)41-17-40-25-29(35)38-16-39-30(25)41/h16-19,21,26-28,32,46-47H,4-15H2,1-3H3,(H,36,44)(H,37,48)(H,52,53)(H,54,55)(H2,35,38,39)(H2,49,50,51)/p-4/t18-,19-,21+,26+,27+,28-,32+,34-/m0/s1	IWNWMTZIJPUDPV-MDQHZGBLSA-J	983.1960488	CHEBI:78357		MMDBc0055338
BASm0006478	1-O-hexadecyl-2-propanoyl-sn-glycero-3-phosphocholine	A 2-acyl-1-alkyl-sn-glycero-3-phosphocholine in which the alkyl and the acyl groups at positions 1 and 2 are hexadecyl and propionyl respectively.			CCCCCCCCCCCCCCCCOC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CC	C27H56NO7P	InChI=1S/C27H56NO7P/c1-6-8-9-10-11-12-13-14-15-16-17-18-19-20-22-32-24-26(35-27(29)7-2)25-34-36(30,31)33-23-21-28(3,4)5/h26H,6-25H2,1-5H3/t26-/m1/s1	IMFQQPWSHMFNRT-AREMUKBSSA-N		CHEBI:78367		
BASm0006479	1-O-hexadecyl-2-butanoyl-sn-glycero-3-phosphocholine	A 2-acyl-1-alkyl-sn-glycero-3-phosphocholine in which the alkyl and the acyl groups at positions 1 and 2 are hexadecyl and butanoyl respectively.			CCCCCCCCCCCCCCCCOC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCC	C28H58NO7P	InChI=1S/C28H58NO7P/c1-6-8-9-10-11-12-13-14-15-16-17-18-19-20-23-33-25-27(36-28(30)21-7-2)26-35-37(31,32)34-24-22-29(3,4)5/h27H,6-26H2,1-5H3/t27-/m1/s1	UVHUBDICYDPLIO-HHHXNRCGSA-N		CHEBI:78368		
BASm0006480	1-O-hexadecyl-2-succinyl-sn-glycero-3-phosphocholine	An anionic phospholipid obtained by deprotonation of the free carboxy group of 1-hexadecyl-2-succinyl-sn-glycero-3-phosphocholine; major species at pH 7.3.			CCCCCCCCCCCCCCCCOC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCC(=O)[O-]	C28H55NO9P	InChI=1S/C28H56NO9P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-22-35-24-26(38-28(32)20-19-27(30)31)25-37-39(33,34)36-23-21-29(2,3)4/h26H,5-25H2,1-4H3,(H-,30,31,33,34)/p-1/t26-/m1/s1	ZSRRCEDBZQNHMN-AREMUKBSSA-M		CHEBI:78369		
BASm0006481	cyclooctatin			Expected Solid	CC(C)[C@H]1CC[C@]2(C)C[C@@H]3[C@H](CO)C[C@@H](O)[C@H]3[C@@](C)(O)C/C=C/12	C20H34O3	InChI=1S/C20H34O3/c1-12(2)14-5-7-19(3)10-15-13(11-21)9-17(22)18(15)20(4,23)8-6-16(14)19/h6,12-15,17-18,21-23H,5,7-11H2,1-4H3/t13-,14+,15-,17-,18-,19+,20+/m0/s1	MSKFOQCDNOFJAT-KVEOIYGPSA-N	322.250795	CHEBI:78370		MMDBc0020624
BASm0006482	1-O-hexadecyl-2-glutaryl-sn-glycero-3-phosphocholine	An anionic phospholipid obtained by deprotonation of the free carboxy group of 1-hexadecyl-2-glutaryl-sn-glycero-3-phosphocholine; major species at pH 7.3.			CCCCCCCCCCCCCCCCOC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCC(=O)[O-]	C29H57NO9P	InChI=1S/C29H58NO9P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23-36-25-27(39-29(33)21-19-20-28(31)32)26-38-40(34,35)37-24-22-30(2,3)4/h27H,5-26H2,1-4H3,(H-,31,32,34,35)/p-1/t27-/m1/s1	GWFNYULHWQKAID-HHHXNRCGSA-M		CHEBI:78371		
BASm0006483	N(5)-phenyl-L-glutamine			Expected Solid	[H][C@](N)(CCC(O)=NC1=CC=CC=C1)C(O)=O	C11H14N2O3	InChI=1S/C11H14N2O3/c12-9(11(15)16)6-7-10(14)13-8-4-2-1-3-5-8/h1-5,9H,6-7,12H2,(H,13,14)(H,15,16)/t9-/m0/s1	VMNRUJGOLBSEPK-VIFPVBQESA-N	222.1004423	CHEBI:78375		MMDBc0056188
BASm0006484	2-hydroxy-7-methoxy-5-methyl-1-naphthoyl-CoA			Expected Solid	[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)C1=C([O-])C=CC2=C1C=C(OC)C=C2C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)([O-])=O	C34H42N7O19P3S	InChI=1S/C34H46N7O19P3S/c1-17-11-18(55-4)12-20-19(17)5-6-21(42)24(20)33(47)64-10-9-36-23(43)7-8-37-31(46)28(45)34(2,3)14-57-63(53,54)60-62(51,52)56-13-22-27(59-61(48,49)50)26(44)32(58-22)41-16-40-25-29(35)38-15-39-30(25)41/h5-6,11-12,15-16,22,26-28,32,42,44-45H,7-10,13-14H2,1-4H3,(H,36,43)(H,37,46)(H,51,52)(H,53,54)(H2,35,38,39)(H2,48,49,50)/p-4/t22-,26-,27-,28+,32-/m1/s1	NZEXFTJEVMQGIT-GMHMEAMDSA-J	977.1490986	CHEBI:78376		MMDBc0055241
BASm0006485	2-deoxy-alpha-L-fucosylaclacinomycin S	A zwitterion obtained by transfer of a proton from the 5-hydroxy to the tertiary amino group of 2-deoxy-alpha-L-fucosylaclacinomycin S. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).			CC[C@@]1(O)C[C@H](O[C@H]2C[C@H]([NH+](C)C)[C@H](O[C@H]3C[C@H](O)[C@H](O[C@H]4C[C@H](O)[C@H](O)[C@H](C)O4)[C@H](C)O3)[C@H](C)O2)c2c(cc3c(c2[O-])C(=O)c2c(O)cccc2C3=O)[C@H]1C(=O)OC	C42H55NO16	InChI=1S/C42H55NO16/c1-8-42(52)16-27(32-21(34(42)41(51)53-7)12-22-33(38(32)50)37(49)31-20(36(22)48)10-9-11-24(31)44)57-28-13-23(43(5)6)39(18(3)55-28)58-30-15-26(46)40(19(4)56-30)59-29-14-25(45)35(47)17(2)54-29/h9-12,17-19,23,25-30,34-35,39-40,44-47,50,52H,8,13-16H2,1-7H3/t17-,18-,19-,23-,25-,26-,27-,28-,29-,30-,34-,35+,39+,40+,42+/m0/s1	DEGUCPPGAZTULS-UJSHPDKWSA-N		CHEBI:78378		
BASm0006486	1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphate	A 1-alkyl-2-acyl-sn-glycero-3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-palmityl-2-acetyl-sn-glycero-3-phosphate; major species at pH 7.3.			CCCCCCCCCCCCCCCCOC[C@H](COP(=O)([O-])[O-])OC(C)=O	C21H41O7P	InChI=1S/C21H43O7P/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-26-18-21(28-20(2)22)19-27-29(23,24)25/h21H,3-19H2,1-2H3,(H2,23,24,25)/p-2/t21-/m1/s1	LFXXHOKHXNWYDX-OAQYLSRUSA-L		CHEBI:78385		
BASm0006487	1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphoethanolamine	A 2-acyl-1-alkyl-sn-glycero-3-phosphoethanolamine zwitterion in which the alkyl and the acyl groups at positions 1 and 2 are hexadecyl and acetyl respectively; major species at pH 7.3.			CCCCCCCCCCCCCCCCOC[C@H](COP(=O)([O-])OCC[NH3+])OC(C)=O	C23H48NO7P	InChI=1S/C23H48NO7P/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18-28-20-23(31-22(2)25)21-30-32(26,27)29-19-17-24/h23H,3-21,24H2,1-2H3,(H,26,27)/t23-/m1/s1	LEBRETLBLINJDM-HSZRJFAPSA-N		CHEBI:78387		
BASm0006488	1-O-hexadecyl-sn-glycero-3-phosphoethanolamine	A 1-alkyl-sn-glycero-3-phosphoethanolamine zwitterion in which the alkyl group at C-1 is specified as hexadecyl.			CCCCCCCCCCCCCCCCOC[C@@H](O)COP(=O)([O-])OCC[NH3+]	C21H46NO6P	InChI=1S/C21H46NO6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17-26-19-21(23)20-28-29(24,25)27-18-16-22/h21,23H,2-20,22H2,1H3,(H,24,25)/t21-/m1/s1	OKXWJISJKQKUTN-OAQYLSRUSA-N		CHEBI:78390		
BASm0006489	3-dimethylallyl-4-hydroxybenzoic acid			Expected Solid	[H]C/C(C)=C/Cc1cc(C(=O)[O-])ccc1O	C12H13O3	InChI=1S/C12H14O3/c1-8(2)3-4-9-7-10(12(14)15)5-6-11(9)13/h3,5-7,13H,4H2,1-2H3,(H,14,15)/p-1	LBSJJNAMGVDGCU-UHFFFAOYSA-M	205.0870179	CHEBI:78396		MMDBc0055364
BASm0006490	5-(2-oxoethylideneamino)-6-(D-ribitylamino)uracil	An aminouracil that is D-ribitol in which the hydroxy group at position 1 is substituted by the 6-amino group of 6-amino-5-(2-oxoethylideneamino)uracil. Unstable mucosal-associated invariant T (MAIT)-activating antigen, formed by non-enzymatic reaction between 5-amino-6-D-ribitylaminouracil and glyoxal.			O=C/C=N/c1c(NC[C@H](O)[C@H](O)[C@H](O)CO)[nH]c(=O)[nH]c1=O	C11H16N4O7	InChI=1S/C11H16N4O7/c16-2-1-12-7-9(14-11(22)15-10(7)21)13-3-5(18)8(20)6(19)4-17/h1-2,5-6,8,17-20H,3-4H2,(H3,13,14,15,21,22)/b12-1+/t5-,6+,8-/m0/s1	PUEQUELBQOQOOV-GJQDMXJLSA-N		CHEBI:78397		
BASm0006491	5-(2-oxopropylideneamino)-6-(D-ribitylamino)uracil	An aminouracil that is D-ribitol in which the hydroxy group at position 1 is substituted by the 6-amino group of 6-amino-5-(2-oxopropylideneamino)uracil. Unstable mucosal-associated invariant T (MAIT)-activating antigen, formed by non-enzymatic reaction between 5-amino-6-D-ribitylaminouracil and methylglyoxal.			CC(=O)/C=N/c1c(NC[C@H](O)[C@H](O)[C@H](O)CO)[nH]c(=O)[nH]c1=O	C12H18N4O7	InChI=1S/C12H18N4O7/c1-5(18)2-13-8-10(15-12(23)16-11(8)22)14-3-6(19)9(21)7(20)4-17/h2,6-7,9,17,19-21H,3-4H2,1H3,(H3,14,15,16,22,23)/b13-2+/t6-,7+,9-/m0/s1	LXKLTDXEFFOBPT-CEKOQDAHSA-N		CHEBI:78398		
BASm0006492	1-O-(9Z-octadecenyl)-sn-glycero-3-phosphate	A 1-alkyl-sn-glycerol 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-oleyl-sn-glycero-3-phosphate; major species at pH 7.3.			CCCCCCCC/C=C\CCCCCCCCOC[C@@H](O)COP(=O)([O-])[O-]	C21H41O6P	InChI=1S/C21H43O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-26-19-21(22)20-27-28(23,24)25/h9-10,21-22H,2-8,11-20H2,1H3,(H2,23,24,25)/p-2/b10-9-/t21-/m1/s1	SEMUMSNWRXJZTJ-VFCOFNOGSA-L		CHEBI:78402		
BASm0006493	1-O-(1Z-alkenyl)-2-acetyl-sn-glycero-3-phosphoethanolamine				*/C=C\OC[C@H](COP(=O)([O-])OCC[NH3+])OC(C)=O					CHEBI:78419		
BASm0006495	(11R)-hydroxydodecanoate				C[C@@H](O)CCCCCCCCCC(=O)[O-]	C12H24O3		KQGAHNAFXMVSGY-UHFFFAOYNA-N	216.1725446	CHEBI:78423		
BASm0006496	18-hydroxy-(9Z)-octadecenoate			Expected Solid	O=C([O-])CCCCCCC/C=C\CCCCCCCCO	C18H33O3	InChI=1S/C18H34O3/c19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18(20)21/h1-2,19H,3-17H2,(H,20,21)/p-1/b2-1-	LQUHZVLTTWMBTO-UPHRSURJSA-M	297.2435185	CHEBI:78424		MMDBc0055187
BASm0006497	beta-D-3-sulfogalactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-acylsphing-4-enine				[1*]C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](OS(=O)(=O)[O-])[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)/C=C/CCCCCCCCCCCCC					CHEBI:78426		
BASm0006500	lipid II(3−)			Expected Solid	CC(=O)N[C@H]1[C@H](O[C@H]2[C@H](O[C@H](C)C(=O)N[C@@H](C)C(=O)N[C@H](CCC(=O)N[C@@H](CCCC[NH3+])C(=O)N[C@H](C)C(=O)N[C@H](C)C(=O)[O-])C(=O)[O-])[C@@H](NC(C)=O)[C@@H](OP(=O)([O-])OP(=O)([O-])OC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@@H]2CO)O[C@H](CO)[C@@H](O)[C@@H]1O	C94H153N8O26P2	InChI=1S/C94H156N8O26P2/c1-59(2)31-21-32-60(3)33-22-34-61(4)35-23-36-62(5)37-24-38-63(6)39-25-40-64(7)41-26-42-65(8)43-27-44-66(9)45-28-46-67(10)47-29-48-68(11)49-30-50-69(12)54-56-122-129(118,119)128-130(120,121)127-94-82(100-75(18)106)86(85(79(58-104)125-94)126-93-81(99-74(17)105)84(109)83(108)78(57-103)124-93)123-73(16)89(112)96-71(14)88(111)102-77(92(116)117)52-53-80(107)101-76(51-19-20-55-95)90(113)97-70(13)87(110)98-72(15)91(114)115/h31,33,35,37,39,41,43,45,47,49,54,70-73,76-79,81-86,93-94,103-104,108-109H,19-30,32,34,36,38,40,42,44,46,48,50-53,55-58,95H2,1-18H3,(H,96,112)(H,97,113)(H,98,110)(H,99,105)(H,100,106)(H,101,107)(H,102,111)(H,114,115)(H,116,117)(H,118,119)(H,120,121)/p-3/b60-33+,61-35+,62-37-,63-39-,64-41-,65-43-,66-45-,67-47-,68-49-,69-54-/t70-,71+,72-,73-,76+,77-,78-,79-,81-,82-,83-,84-,85-,86-,93+,94-/m1/s1	ULXTYUPMJXVUHQ-OVTFQNCVSA-K	1872.038772	CHEBI:78435		MMDBc0056074
BASm0006501	lipid II(3−)			Expected Solid	CC(=O)N[C@H]1[C@H](O[C@H]2[C@H](O[C@H](C)C(=O)N[C@@H](C)C(=O)N[C@H](CCC(=O)N[C@@H](CCCC[NH3+])C(=O)N[C@H](C)C(=O)N[C@H](C)C(=O)[O-])C(=O)[O-])[C@@H](NC(C)=O)[C@@H](OP(=O)([O-])OP(=O)([O-])OC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@@H]2CO)O[C@H](CO)[C@@H](O)[C@@H]1O	C94H153N8O26P2	InChI=1S/C94H156N8O26P2/c1-59(2)31-21-32-60(3)33-22-34-61(4)35-23-36-62(5)37-24-38-63(6)39-25-40-64(7)41-26-42-65(8)43-27-44-66(9)45-28-46-67(10)47-29-48-68(11)49-30-50-69(12)54-56-122-129(118,119)128-130(120,121)127-94-82(100-75(18)106)86(85(79(58-104)125-94)126-93-81(99-74(17)105)84(109)83(108)78(57-103)124-93)123-73(16)89(112)96-71(14)88(111)102-77(92(116)117)52-53-80(107)101-76(51-19-20-55-95)90(113)97-70(13)87(110)98-72(15)91(114)115/h31,33,35,37,39,41,43,45,47,49,54,70-73,76-79,81-86,93-94,103-104,108-109H,19-30,32,34,36,38,40,42,44,46,48,50-53,55-58,95H2,1-18H3,(H,96,112)(H,97,113)(H,98,110)(H,99,105)(H,100,106)(H,101,107)(H,102,111)(H,114,115)(H,116,117)(H,118,119)(H,120,121)/p-3/b60-33+,61-35+,62-37-,63-39-,64-41-,65-43-,66-45-,67-47-,68-49-,69-54-/t70-,71+,72-,73-,76+,77-,78-,79-,81-,82-,83-,84-,85-,86-,93+,94-/m1/s1	ULXTYUPMJXVUHQ-OVTFQNCVSA-K	1872.038772	CHEBI:78435		MMDBc0056074
BASm0006504	5-(methylsulfanyl)-D-ribose				[H]C1(O)O[C@]([H])(CSC)[C@@]([H])(O)[C@@]1([H])O	C6H12O4S	InChI=1S/C6H12O4S/c1-11-2-3-4(7)5(8)6(9)10-3/h3-9H,2H2,1H3/t3-,4-,5-,6?/m1/s1	OLVVOVIFTBSBBH-JDJSBBGDSA-N	180.0456296	CHEBI:78440		
BASm0006505					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O					CHEBI:78442		
BASm0006507					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(C)=O)C(*)=O					CHEBI:78446		
BASm0006509					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)[O-])C(*)=O					CHEBI:78449		
BASm0006510					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(C)=O)C(*)=O					CHEBI:78450		
BASm0006511					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@@H](C)O)C(*)=O					CHEBI:78451		
BASm0006513					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C/C)C(*)=O					CHEBI:78453		
BASm0006514					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCC)C(*)=O					CHEBI:78454		
BASm0006516					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCC)C(*)=O					CHEBI:78456		
BASm0006517					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@H](O)CCC)C(*)=O					CHEBI:78457		
BASm0006518					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C/CCC)C(*)=O					CHEBI:78458		
BASm0006519					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCC)C(*)=O					CHEBI:78459		
BASm0006520					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCCC)C(*)=O					CHEBI:78460		
BASm0006521					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@H](O)CCCCC)C(*)=O					CHEBI:78461		
BASm0006522					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C/CCCCC)C(*)=O					CHEBI:78462		
BASm0006523					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCC)C(*)=O					CHEBI:78463		
BASm0006524					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCCCCC)C(*)=O					CHEBI:78464		
BASm0006525					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@H](O)CCCCCCC)C(*)=O					CHEBI:78466		
BASm0006526					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C/CCCCCCC)C(*)=O					CHEBI:78467		
BASm0006527					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCCCC)C(*)=O					CHEBI:78468		
BASm0006528					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCCCCCCC)C(*)=O					CHEBI:78469		
BASm0006529					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@H](O)CCCCCCCCC)C(*)=O					CHEBI:78470		
BASm0006530					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C/CCCCCCCCC)C(*)=O					CHEBI:78472		
BASm0006531					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCCCCCCCCC)C(*)=O					CHEBI:78473		
BASm0006532					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@H](O)CCCCCCCCCCC)C(*)=O					CHEBI:78474		
BASm0006533					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C/CCCCCCCCCCC)C(*)=O					CHEBI:78475		
BASm0006534					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCCCCCCCC)C(*)=O					CHEBI:78477		
BASm0006535					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCCCCCCCCCCC)C(*)=O					CHEBI:78478		
BASm0006536					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@H](O)CCCCCCCCCCCCC)C(*)=O					CHEBI:78480		
BASm0006537					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C/CCCCCCCCCCCCC)C(*)=O					CHEBI:78481		
BASm0006539					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCCCCCCCCCC)C(*)=O					CHEBI:78483		
BASm0006540	ganglioside GA1 (d18:1(4E)/18:0)	A glycosphingolipid (ceramide and oligosaccharide)or oligoglycosylceramide with one or more sialic acids (i.e. n-acetylneuraminic acid) linked on the sugar chain. It is a component the cell plasma membrane which modulates cell signal transduction events. Gangliosides have been found to be highly important in immunology. Ganglioside GA1 carries a net-negative charge at pH 7.0 and is acidic. Gangliosides can amount to 6% of the weight of lipids from brain, but they are found at low levels in all animal tissues.↵↵Gangliosides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides.  Gangliosides are very similar to globosides except that they also contain N-acetyl neuraminic acid (NANA) in varying amounts. The specific names for the gangliosides provide information about their structure. The letter G refers to ganglioside, and the subscripts M, D, T and Q indicate that the molecule contains mono-, di-, tri and quatra-sialic acid. The numbered subscripts 1, 2 and 3 refer to the carbohydrate sequence that is attached to the ceramide.  In particular, 1 stands for GalGalNAcGalGlc-ceramide, 2 stands for GalNAcGalGlc-ceramide and 3 stands for GalGlc-ceramide. Deficiencies in lysosomal enzymes that degrade the carbohydrate portions of various gangliosides are responsible for a number of lysosomal storage diseases such as Tay-Sachs disease, Sandhoff disease, and GM1 gangliosidosis. The carbohydrate portion of the ganglioside GM1 is the site of attachment of cholera toxin, the protein secreted by Vibrio cholerae. [HMDB]		Solid		C62H114N2O23		VELGMVLNORPMAO-HMWOVMCASA-N	1254.781238	CHEBI:78484	HMDB04903	
BASm0006541	ganglioside GM2 (d18:1(4E)/18:0)	A glycosphingolipid (ceramide and oligosaccharide)or oligoglycosylceramide with one or more sialic acids (i.e. n-acetylneuraminic acid) linked on the sugar chain. It is a component the cell plasma membrane which modulates cell signal transduction events. Gangliosides have been found to be highly important in immunology. Ganglioside GM2 carries a net-negative charge at pH 7.0 and is acidic. Gangliosides can amount to 6% of the weight of lipids from brain, but they are found at low levels in all animal tissues. G(M2) Ganglioside accumulates due to a deficiency of hexosaminidase A or B (beta-N-acetylhexosaminidase), or GM2 activator protein, resulting in Gangliosidoses.  Gangliosidoses include heredity metabolic disorders that include Tay-Sachs disease and Sandhoff disease. Gangliosides GM2 is especially common in the nervous tissue of the brain. In the United States, about 1 in 27 to 1 in 30 Ashkenazi Jews is a recessive carrier. French Canadians and the Cajun community of Louisiana have an occurrence similar to the Ashkenazi Jews.↵↵Gangliosides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides.  Gangliosides are very similar to globosides except that they also contain N-acetyl neuraminic acid (NANA) in varying amounts. The specific names for the gangliosides provide information about their structure. The letter G refers to ganglioside, and the subscripts M, D, T and Q indicate that the molecule contains mono-, di-, tri and quatra-sialic acid. The numbered subscripts 1, 2 and 3 refer to the carbohydrate sequence that is attached to the ceramide.  In particular, 1 stands for GalGalNAcGalGlc-ceramide, 2 stands for GalNAcGalGlc-ceramide and 3 stands for GalGlc-ceramide. Deficiencies in lysosomal enzymes that degrade the carbohydrate portions of various gangliosides are responsible for a number of lysosomal storage diseases such as Tay-Sachs disease, Sandhoff disease, and GM1 gangliosidosis. The carbohydrate portion of the ganglioside GM1 is the site of attachment of cholera toxin, the protein secreted by Vibrio cholerae. [HMDB]		Solid		C67H120N3O26		GIVLTTJNORAZON-HDBOBKCLSA-M	1382.816555	CHEBI:78485	HMDB04939	
BASm0006542	ganglioside GA2 (d18:1(4E)/18:0)	Ganglioside GA2 (d18:1/18:0) is a glycosphingolipid (ceramide and oligosaccharide)or oligoglycosylceramide with one or more sialic acids (i.e. n-acetylneuraminic acid) linked on the sugar chain. It is a component the cell plasma membrane which modulates cell signal transduction events. Gangliosides have been found to be highly important in immunology. Ganglioside GA2 carries a net-negative charge at pH 7.0 and is acidic. Gangliosides can amount to 6% of the weight of lipids from brain, but they are found at low levels in all animal tissues. Gangliosides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides. Gangliosides are very similar to globosides except that they also contain N-acetyl neuraminic acid (NANA) in varying amounts. The specific names for the gangliosides provide information about their structure. The letter G refers to ganglioside, and the subscripts M, D, T and Q indicate that the molecule contains mono-, di-, tri and quatra-sialic acid. The numbered subscripts 1, 2 and 3 refer to the carbohydrate sequence that is attached to the ceramide. In particular, 1 stands for GalGalNAcGalGlc-ceramide, 2 stands for GalNAcGalGlc-ceramide and 3 stands for GalGlc-ceramide. Deficiencies in lysosomal enzymes that degrade the carbohydrate portions of various gangliosides are responsible for a number of lysosomal storage diseases such as Tay-Sachs disease, Sandhoff disease, and GM1 gangliosidosis. The carbohydrate portion of the ganglioside GM1 is the site of attachment of cholera toxin, the protein secreted by Vibrio cholerae.				C56H104N2O18		FOCMISOLVPZNSV-CYSIEEFGSA-N	1092.728415	CHEBI:78486	HMDB0004891	
BASm0006543					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCCCCCCCCCCCCC)C(*)=O					CHEBI:78487		
BASm0006544					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@H](O)CCCCCCCCCCCCCCC)C(*)=O					CHEBI:78488		
BASm0006545					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C/CCCCCCCCCCCCCCC)C(*)=O					CHEBI:78489		
BASm0006546					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@@H]([NH3+])CC(C)C					CHEBI:78494		
BASm0006547					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCCCCCCCCCCCC)C(*)=O					CHEBI:78495		
BASm0006548					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@H](C)[NH3+]					CHEBI:78497		
BASm0006549					*N[C@@H](CCC(=O)N[C@@H](CCCC(=O)OP(=O)([O-])[O-])C(=O)[O-])C(=O)[O-]					CHEBI:78499		
BASm0006550					*N[C@@H](CCC(=O)N[C@@H](CCCC=O)C(=O)[O-])C(=O)[O-]					CHEBI:78501		
BASm0006551					*N[C@@H](CCC(=O)N[C@@H](CCCC(=O)[O-])C(=O)[O-])C(=O)[O-]					CHEBI:78503		
BASm0006552					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@@H]([NH3+])CCCNC(N)=[NH2+]					CHEBI:78513		
BASm0006553					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@@H](N)CC(N)=O					CHEBI:78515		
BASm0006554					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@@H]([NH3+])CC(=O)[O-]					CHEBI:78516		
BASm0006555					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@@H]([NH3+])CS					CHEBI:78517		
BASm0006556					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@@H]([NH3+])CCC(=O)[O-]					CHEBI:78520		
BASm0006557					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@@H]([NH3+])CCC(N)=O					CHEBI:78521		
BASm0006558					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)C[NH3+]					CHEBI:78522		
BASm0006559					*N[C@@H](CCC(=O)[O-])C(=O)[O-]					CHEBI:78525		
BASm0006560					*N[C@@H](CCC(=O)N[C@@H](CCCC[NH3+])C(=O)[O-])C(=O)[O-]					CHEBI:78526		
BASm0006561					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@@H](N)Cc1c[nH]cn1					CHEBI:78527		
BASm0006562					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@@H]([NH3+])[C@@H](C)CC					CHEBI:78528		
BASm0006563					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@@H]([NH3+])CCCC[NH3+]					CHEBI:78529		
BASm0006564					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@@H]([NH3+])CCSC					CHEBI:78530		
BASm0006565					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@@H](N)Cc1ccccc1					CHEBI:78531		
BASm0006566					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@@H]1CCC[NH2+]1					CHEBI:78532		
BASm0006567					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@@H](N)CO					CHEBI:78533		
BASm0006568					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@@H](N)[C@@H](C)O					CHEBI:78534		
BASm0006569					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@@H](N)Cc1c[nH]c2ccccc12					CHEBI:78535		
BASm0006570					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@@H](N)Cc1ccc(O)cc1					CHEBI:78536		
BASm0006571					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@@H]([NH3+])C(C)C					CHEBI:78537		
BASm0006573					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@@H]([NH3+])COP(=O)([O-])[O-]					CHEBI:78551		
BASm0006575					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@@H]([NH3+])CCCCNC(=O)[C@@H]1N=CC[C@H]1C					CHEBI:78556		
BASm0006577	1-O-(1Z)-alkenyl-2-acetyl-sn-glycero-3-phosphocholine				*/C=C\OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(C)=O					CHEBI:78566		
BASm0006582					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@@H](N)C[SeH]					CHEBI:78573		
BASm0006583	6-linalyl-2-O,3-dimethylflaviolin			Expected Solid		C22H25O5		VOXTWWMONIHUIK-UHFFFAOYNA-M	369.1707475	CHEBI:78588		MMDBc0055603
BASm0006584	2-O,3-dimethylflaviolin			Expected Solid	COC1=C(C)C(=O)C2=C(C=C([O-])C=C2O)C1=O	C12H9O5	InChI=1S/C12H10O5/c1-5-10(15)9-7(11(16)12(5)17-2)3-6(13)4-8(9)14/h3-4,13-14H,1-2H3/p-1	MMVQTVRCJUHCSV-UHFFFAOYSA-M	233.045547	CHEBI:78589		MMDBc0055268
BASm0006585	7-O-geranyl-2-O,3-dimethylflaviolin			Expected Solid	COC1=C(C)C(=O)c2c(O)cc(OC/C=C(\C)CCC=C(C)C)cc2C1=O	C22H26O5	InChI=1S/C22H26O5/c1-13(2)7-6-8-14(3)9-10-27-16-11-17-19(18(23)12-16)20(24)15(4)22(26-5)21(17)25/h7,9,11-12,23H,6,8,10H2,1-5H3/b14-9+	JSICQLYEVMVRNL-NTEUORMPSA-N	370.1780239	CHEBI:78590		MMDBc0055621
BASm0006586	5alpha-pregnan-20beta-ol-3-one				C[C@@H](O)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C21H34O2	InChI=1S/C21H34O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h13-14,16-19,22H,4-12H2,1-3H3/t13?,14?,16?,17?,18?,19?,20-,21+/m0/s1	DYVGYXXLXQESJE-RBGDKHCXSA-N	318.2558803	CHEBI:78594	HMDB0186456	
BASm0006587	11beta,17alpha-dihydroxypregn-4-ene-3,20,21-trione				C[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=O)C=O	C21H28O5	InChI=1S/C21H28O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,11,14-16,18,24,26H,3-8,10H2,1-2H3/t14-,15-,16?,18+,19-,20-,21+/m0/s1	JIELFMXLFHFDRT-MYZJSJAOSA-N	360.193674	CHEBI:78595	HMDB0155055	
BASm0006588	17alpha-hydroxypregn-4-en-3,11,20-trione-21-al				C[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2C(=O)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=O)C=O	C21H26O5	InChI=1S/C21H26O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,11,14-15,18,26H,3-8,10H2,1-2H3/t14-,15-,18+,19-,20-,21-/m0/s1	DJLICGGNASJAQR-ZPOLXVRWSA-N	358.1780239	CHEBI:78596	HMDB0185107	
BASm0006589					*C(=O)[C@H](*)[NH3+]					CHEBI:78597		
BASm0006590					*C(=O)[C@H](*)NC(C)=O					CHEBI:78598		
BASm0006591					*C(=O)[C@H](*)NC(=O)CC[C@H]([NH3+])C(=O)[O-]					CHEBI:78599		
BASm0006592	11-dehydrocorticosterone	11-Dehydrocorticosterone is a mineral corticosteroid. The conversion of inactive 11-ketoglucocorticoids such as 11-dehydrocorticosterone) into active 11b-hydroxyglucocorticoids (such as corticosterone) is catalyzed by 11beta-hydroxysteroid dehydrogenase (11b-HSD1, EC 1.1.1.146), which is expressed in many tissues and plays an important role in metabolically relevant tissues such as the liver, adipose tissue, skeletal muscles and possibly kidney. Chronically elevated local glucocorticoid action as a result of increased 11beta-HSD1 activity rather than elevated systemic glucocorticoid levels has been associated with metabolic syndrome, which is characterized by obesity, insulin resistance, type 2 diabetes and cardiovascular complications. Recent studies indicate that compounds inhibiting 11beta-HSD1 activity ameliorate the adverse effects of excessive glucocorticoid concentrations on metabolic processes, providing promising opportunities for the development of therapeutic interventions. 11-dehydrocorticosterone and corticosterone display antinatriuretic activity, although 11-dehydrocorticosterone is generally a more potent sodium retainer than corticosterone. (PMID: 17584152, Endocr Metab Immune Disord Drug Targets. 2007 Jun;7(2):125-40.).	72-23-1			C21H28O4		FUFLCEKSBBHCMO-KJQYFISQSA-N	344.1987594	CHEBI:78600	HMDB0004029	
BASm0006593	pregn-4-ene-3,11,20,21-tetraone	A C21-steroid that is progesterone carrying two additional oxo substituents at positions 11 and 21				C21H26O4		GWUQLPRDKICNSB-KJQYFISQSA-N	342.1831093	CHEBI:78601		
BASm0006594	3beta,7beta-dihydroxy-5beta-cholan-24-oate		474-25-9		C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C[C@@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C24H40O4	InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,20-,22+,23+,24-/m1/s1	RUDATBOHQWOJDD-BSWAIDMHSA-N		CHEBI:78602		
BASm0006595	3beta-hydroxy-7-oxo-5beta-cholan-24-oate			Expected Solid	C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3C(=O)C[C@@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C24H37O4	InChI=1S/C24H38O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-19,22,25H,4-13H2,1-3H3,(H,27,28)/p-1/t14-,15+,16-,17-,18+,19+,22+,23+,24-/m1/s1	DXOCDBGWDZAYRQ-AURDAFMXSA-M	389.2697333	CHEBI:78603		MMDBc0055625
BASm0006596	ursodeoxycholate	Ursodeoxycholic acid, also known as ursodeoxycholate or acid deoxyursocholic, belongs to the class of organic compounds known as dihydroxy bile acids, alcohols and derivatives. Dihydroxy bile acids, alcohols and derivatives are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid groups. Ursodeoxycholic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.	128-13-2	Solid	C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C24H40O4	InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,20+,22+,23+,24-/m1/s1	RUDATBOHQWOJDD-UZVSRGJWSA-N	392.2926598	CHEBI:78604	HMDB0000946	
BASm0006597	7-oxolithocholate			Expected Solid	C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3C(=O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C24H37O4	InChI=1S/C24H38O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-19,22,25H,4-13H2,1-3H3,(H,27,28)/p-1/t14-,15+,16-,17-,18+,19+,22+,23+,24-/m1/s1	DXOCDBGWDZAYRQ-AURDAFMXSA-M	389.2697333	CHEBI:78605		MMDBc0055625
BASm0006600	3-hydroxybutanoyl-CoA	3-Hydroxybutyryl-CoA is a substrate for Enoyl-CoA hydratase (mitochondrial), Trifunctional enzyme alpha subunit (mitochondrial) and Peroxisomal bifunctional enzyme.	21804-29-5	Solid	CC(O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C25H42N7O18P3S	InChI=1S/C25H42N7O18P3S/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32/h11-14,18-20,24,33,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t13-,14-,18-,19-,20+,24-/m1/s1	QHHKKMYHDBRONY-WZZMXTMRSA-N	853.1519897	CHEBI:78611	HMDB0001166	
BASm0006601					*N[C@@H](CS)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](C(=O)N[C@@H](CS)C(=O)[O-])C(C)C					CHEBI:78612		
BASm0006602					*N[C@H]1CS/C=C\NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)NC1=O					CHEBI:78613		
BASm0006603	iron(III) oxide-hydroxide	The inorganic anion obtained by deprotonation of iron(III) oxide-hydroxide; major species at pH 7.3.			O=[Fe][O-]	FeO2	InChI=1S/Fe.2O/q;;-1	IADHXOUMHIHGLF-UHFFFAOYSA-N		CHEBI:78619		
BASm0006604	3-methoxy-5-methyl-1-naphthoate			Expected Solid	COc1cc(C(=O)[O-])c2cccc(C)c2c1	C13H11O3	InChI=1S/C13H12O3/c1-8-4-3-5-10-11(8)6-9(16-2)7-12(10)13(14)15/h3-7H,1-2H3,(H,14,15)/p-1	LBYWDHUJYQYMJV-UHFFFAOYSA-M	215.0713678	CHEBI:78620		MMDBc0055389
BASm0006605	(3R,5R)-clavulanate-9-aldehyde			Expected Solid	O=C/C=C1\O[C@@H]2CC(=O)N2[C@H]1C(=O)[O-]	C8H7NO5	InChI=1S/C8H7NO5/c10-2-1-4-7(8(12)13)9-5(11)3-6(9)14-4/h1-2,6-7H,3H2,(H,12,13)/b4-1-/t6-,7-/m1/s1	NABDJFSYSZIMMH-PBFISZAISA-N	197.0324223	CHEBI:78625		MMDBc0052962
BASm0006606	2-hydroxyglutaryl-CoA				CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C(O)CCC(=O)[O-]	C26H42N7O20P3S	InChI=1S/C26H42N7O20P3S/c1-26(2,20(39)23(40)29-6-5-15(35)28-7-8-57-25(41)13(34)3-4-16(36)37)10-50-56(47,48)53-55(45,46)49-9-14-19(52-54(42,43)44)18(38)24(51-14)33-12-32-17-21(27)30-11-31-22(17)33/h11-14,18-20,24,34,38-39H,3-10H2,1-2H3,(H,28,35)(H,29,40)(H,36,37)(H,45,46)(H,47,48)(H2,27,30,31)(H2,42,43,44)/t13?,14-,18-,19-,20+,24-/m1/s1	ITRSBJZNLOYNNR-RMNRSTNRSA-N	897.1418189	CHEBI:78628		
BASm0006607	[Pyruvate dehydrogenase (acetyl-transferring)]				[NH3+]CCCCCC(=O)NCCCCCC(=O)[O-]	C12H24N2O3	InChI=1S/C12H24N2O3/c13-9-5-1-3-7-11(15)14-10-6-2-4-8-12(16)17/h1-10,13H2,(H,14,15)(H,16,17)	IWENLYKHSZCPRD-UHFFFAOYSA-N	244.1786926	CHEBI:78629		
BASm0006608	[Pyruvate dehydrogenase (acetyl-transferring)]				[NH3+]CCCCCC(=O)NCCCCCC(=O)[O-]	C12H24N2O3	InChI=1S/C12H24N2O3/c13-9-5-1-3-7-11(15)14-10-6-2-4-8-12(16)17/h1-10,13H2,(H,14,15)(H,16,17)	IWENLYKHSZCPRD-UHFFFAOYSA-N	244.1786926	CHEBI:78629		
BASm0006609	9-cis-retinoate	9-cis-Retinoic acid is an active retinoid that regulates expression of retinoid responsive genes, serving as a ligand for two classes of ligand-dependent transcription factors: the retinoic acid receptors and retinoid X receptors. Retinoids (vitamin A and its analogs) are essential dietary substances that are needed by mammals for reproduction, normal embryogenesis, growth, vision, and maintaining normal cellular differentiation and the integrity of the immune system. Within cells, retinoids regulate gene transcription acting through ligand-dependent transcription factors, the retinoic acid receptors (RARs), and the retinoid X receptors (RXRs). all-trans-Retinoic acid binds only to RARs with high affinity, whereas its 9-cis isomer binds with high affinity to both RARs and RXRs. The actions of all-trans- and 9-cis-retinoic acid in regulating cellular responses are distinct and not interchangeable (PMID: 9115228).	5300-03-08	Solid	CC1=C(/C=C/C(C)=C\C=C\C(C)=C\C(=O)[O-])C(C)(C)CCC1	C20H28O2	InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8-,16-14+	SHGAZHPCJJPHSC-ZVCIMWCZSA-N	300.2089301	CHEBI:78630	HMDB0002369	
BASm0006610	vitexin 2''-O-beta-L-rhamnoside		64820-99-1		C[C@@H]1O[C@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2c2c([O-])cc(O)c3c(=O)cc(-c4ccc(O)cc4)oc23)[C@H](O)[C@H](O)[C@H]1O	C27H30O14	InChI=1S/C27H30O14/c1-9-19(33)21(35)23(37)27(38-9)41-26-22(36)20(34)16(8-28)40-25(26)18-13(31)6-12(30)17-14(32)7-15(39-24(17)18)10-2-4-11(29)5-3-10/h2-7,9,16,19-23,25-31,33-37H,8H2,1H3	LYGPBZVKGHHTIE-UHFFFAOYSA-N		CHEBI:78636		
BASm0006611	7-O-methylvitexin 2''-O-beta-L-rhamnoside		64821-00-7		COc1cc([O-])c2c(=O)cc(-c3ccc(O)cc3)oc2c1[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[C@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C28H32O14	InChI=1S/C28H32O14/c1-10-20(33)22(35)24(37)28(39-10)42-27-23(36)21(34)17(9-29)41-26(27)19-16(38-2)8-14(32)18-13(31)7-15(40-25(18)19)11-3-5-12(30)6-4-11/h3-8,10,17,20-24,26-30,32-37H,9H2,1-2H3	HFUYHHROXLKXRR-UHFFFAOYSA-N		CHEBI:78640		
BASm0006612	N-(hexadecanoyl)-sphing-4-enine-1-phosphocholine	Palmitoyl sphingomyelin is a common form of sphingomyelin. Sphingomyelins are complex membrane lipids composed of phosphorylcholine, sphingosine, and an acylated group, such as a fatty acid. Palmitoyl sphingomyelin is a form of sphingomyelin containing palmitate (16:0) at the variable acylation position. It is the most common form of sphingomyelin found in eggs and is less abundant in the brain and milk. Palmitoyl sphingomyelin interacts with cholesterol in ordered lipid domains (lipid rafts). Sphingomyelinases remove phosphorylcholine from palmitoyl sphingomyelin to produce C-16 ceramide. While ceramides commonly induce apoptosis, ceramides with different fatty acid chain lengths might direct distinct functions and, in some cases, reduce apoptosis. (Reference: https://www.caymanchem.com/app/template/Product.vm/catalog/10007946			CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](COP(=O)([O-])OCC[N+](C)(C)C)NC(=O)CCCCCCCCCCCCCCC	C39H79N2O6P	InChI=1S/C39H79N2O6P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-38(42)37(36-47-48(44,45)46-35-34-41(3,4)5)40-39(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h30,32,37-38,42H,6-29,31,33-36H2,1-5H3,(H-,40,43,44,45)/b32-30+/t37-,38+/m0/s1	RWKUXQNLWDTSLO-GWQJGLRPSA-N	702.5675748	CHEBI:78646	HMDB0061712	
BASm0006613	N-hexadecanoyl-sphinganine-1-phosphocholine	Sphingomyelin (d18:0/16:0) or SM(d18:0/16:0) is a type of sphingolipid found in animal cell membranes, especially in the membranous myelin sheath which surrounds some nerve cell axons. It usually consists of phosphorylcholine and ceramide. SM(d18:0/16:0) consists of a sphinganine backbone and a palmitic acid chain. In humans, sphingomyelin is the only membrane phospholipid not derived from glycerol. Like all sphingolipids, SM has a ceramide core (sphingosine bonded to a fatty acid via an amide linkage). In addition, it contains one polar head group, which is either phosphocholine or phosphoethanolamine. The plasma membrane of cells is highly enriched in sphingomyelin and is considered largely to be found in the exoplasmic leaflet of the cell membrane. However, there is some evidence that there may also be a sphingomyelin pool in the inner leaflet of the membrane. Moreover, neutral sphingomyelinase-2, an enzyme that breaks down sphingomyelin into ceramide, has been found to localize exclusively to the inner leaflet further suggesting that there may be sphingomyelin present there. Sphingomyelin can accumulate in a rare hereditary disease called Niemann-Pick Disease, types A and B. Niemann-Pick disease is a genetically-inherited disease caused by a deficiency in the enzyme sphingomyelinase, which causes the accumulation of sphingomyelin in spleen, liver, lungs, bone marrow, and the brain, causing irreversible neurological damage. SMs play a role in signal transduction. Sphingomyelins are synthesized by the transfer of phosphorylcholine from phosphatidylcholine to a ceramide in a reaction catalyzed by sphingomyelin synthase.	60322-02-3		CCCCCCCCCCCCCCCC(=O)N[C@@H](COP(=O)([O-])OCC[N+](C)(C)C)[C@H](O)CCCCCCCCCCCCCCC	C39H81N2O6P	InChI=1S/C39H81N2O6P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-38(42)37(36-47-48(44,45)46-35-34-41(3,4)5)40-39(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h37-38,42H,6-36H2,1-5H3,(H-,40,43,44,45)/t37-,38+/m0/s1	QHZIGNLCLJPLCU-QPPIDDCLSA-N	704.5832253	CHEBI:78647	HMDB0010168	
BASm0006614	N-hexadecanoyl-(4R)-hydroxysphinganine-phosphocholine	A sphingomyelin 34:0 in which the N-acyl group and sphingoid base are specified as hexadecanoyl and phytosphingosine respectively.			CCCCCCCCCCCCCCCC(=O)N[C@@H](COP(=O)([O-])OCC[N+](C)(C)C)[C@H](O)[C@H](O)CCCCCCCCCCCCCC	C39H81N2O7P	InChI=1S/C39H81N2O7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-38(43)40-36(35-48-49(45,46)47-34-33-41(3,4)5)39(44)37(42)31-29-27-25-23-21-19-17-15-13-11-9-7-2/h36-37,39,42,44H,6-35H2,1-5H3,(H-,40,43,45,46)/t36-,37+,39-/m0/s1	AEPRVLRKSXEZQJ-UIJXAYEMSA-N		CHEBI:78650		
BASm0006616	N-hexadecanoyl-sphinganine-1-phosphoethanolamine	An N-acylsphinganine-1-phosphoethanolamine zwitterion in which the N-acyl group is specified as hexadecanoyl.				C36H75N2O6P		BXUACRNRHHRDQP-OIDHKYIRSA-N	662.5362751	CHEBI:78654		
BASm0006618	N-hexadecanoyl-(4R)-hydroxysphinganine-1-phosphoethanolamine	An N-acylphytosphingosine-1-phosphoethanolamine zwitterion in which the N-acyl group is specified as hexadecanoyl.				C36H75N2O7P		JDUVQRDXHABMAD-LFBNJJMOSA-N	678.5311898	CHEBI:78656		
BASm0006620	(5Z,11Z,14Z)-eicosatrienoyl-CoA	A polyunsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (5Z,11Z,14Z)-icosatrienoyl-CoA; major species at pH 7.3.			CCCCC/C=C\C/C=C\CCCC/C=C\CCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H64N7O17P3S	InChI=1S/C41H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h8-9,11-12,17-18,28-30,34-36,40,51-52H,4-7,10,13-16,19-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/p-4/b9-8-,12-11-,18-17-/t30-,34-,35-,36+,40-/m1/s1	DCYIEPVBULEBTJ-URMZFEJISA-J		CHEBI:78663		
BASm0006621	(5Z,11Z,14Z,17Z)-eicosatetraenoyl-CoA	An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (5Z,11Z,14Z,17Z)-icosatetraenoyl-CoA; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\CCCC/C=C\CCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H62N7O17P3S	InChI=1S/C41H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h5-6,8-9,11-12,17-18,28-30,34-36,40,51-52H,4,7,10,13-16,19-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/p-4/b6-5-,9-8-,12-11-,18-17-/t30-,34-,35-,36+,40-/m1/s1	NZYUEBLTGZPFJL-JZLOKNPHSA-J		CHEBI:78664		
BASm0006622	20alpha-hydroxy-5beta-pregnan-3-one				C[C@H](O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C21H34O2	InChI=1S/C21H34O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h13-14,16-19,22H,4-12H2,1-3H3/t13?,14?,16?,17?,18?,19?,20-,21+/m0/s1	DYVGYXXLXQESJE-RBGDKHCXSA-N	318.2558803	CHEBI:78666	HMDB0186456	
BASm0006623	(8Z,11Z)-eicosadienoyl-CoA	8Z,11Z-eicosadienoyl-CoA is classified as a member of the Long-chain fatty acyl CoAs. Long-chain fatty acyl CoAs are acyl CoAs where the group acylated to the coenzyme A moiety is a long aliphatic chain of 13 to 21 carbon atoms. 8Z,11Z-eicosadienoyl-CoA is considered to be practically insoluble (in water) and acidic.  8Z,11Z-eicosadienoyl-CoA is a fatty ester lipid molecule			CCCCCCCC/C=C\C/C=C\CCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H70N7O17P3S	InChI=1S/C41H70N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h11-12,14-15,28-30,34-36,40,51-52H,4-10,13,16-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/b12-11-,15-14-/t30-,34?,35?,36+,40-/m1/s1	IDZIQDSITPCMGI-PKNKSPAMSA-N	1057.376176	CHEBI:78670	HMDB0062246	
BASm0006624	cumene hydroperoxide				CC(C)(OO)c1ccccc1	C9H12O2	InChI=1S/C9H12O2/c1-9(2,11-10)8-6-4-3-5-7-8/h3-7,10H,1-2H3	YQHLDYVWEZKEOX-UHFFFAOYSA-N	152.0837296	CHEBI:78673	HMDB0250588	
BASm0006625	(9Z,12Z)-tetradecadienoyl-CoA	A polyunsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (9Z,12Z)-tetradecadienoyl-CoA; major species at pH 7.3.			C/C=C\C/C=C\CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C35H54N7O17P3S	InChI=1S/C35H58N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h4-5,7-8,22-24,28-30,34,45-46H,6,9-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/p-4/b5-4-,8-7-/t24-,28-,29-,30+,34-/m1/s1	UIYRZFVFYYEGIW-OHYBMVPISA-J		CHEBI:78680		
BASm0006626	(9Z,12Z)-pentadecadienoyl-CoA	A polyunsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (9Z,12Z)-pentadecadienoyl; major species at pH 7.3.			CC/C=C\C/C=C\CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C36H56N7O17P3S	InChI=1S/C36H60N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-27(45)64-20-19-38-26(44)17-18-39-34(48)31(47)36(2,3)22-57-63(54,55)60-62(52,53)56-21-25-30(59-61(49,50)51)29(46)35(58-25)43-24-42-28-32(37)40-23-41-33(28)43/h5-6,8-9,23-25,29-31,35,46-47H,4,7,10-22H2,1-3H3,(H,38,44)(H,39,48)(H,52,53)(H,54,55)(H2,37,40,41)(H2,49,50,51)/p-4/b6-5-,9-8-/t25-,29-,30-,31+,35-/m1/s1	VMSIJBGASRPFNJ-RIVUYYTISA-J		CHEBI:78684		
BASm0006627	(9Z,12Z)-heptadecadienoyl-CoA	A polyunsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of (9Z,12Z)-heptadecadienoyl-CoA; major species at pH 7.3.			CCCC/C=C\C/C=C\CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C38H60N7O17P3S	InChI=1S/C38H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-29(47)66-22-21-40-28(46)19-20-41-36(50)33(49)38(2,3)24-59-65(56,57)62-64(54,55)58-23-27-32(61-63(51,52)53)31(48)37(60-27)45-26-44-30-34(39)42-25-43-35(30)45/h7-8,10-11,25-27,31-33,37,48-49H,4-6,9,12-24H2,1-3H3,(H,40,46)(H,41,50)(H,54,55)(H,56,57)(H2,39,42,43)(H2,51,52,53)/p-4/b8-7-,11-10-/t27-,31-,32-,33+,37-/m1/s1	ZCWCVEASRCTNOG-USRQLYQFSA-J		CHEBI:78690		
BASm0006628	UDP-alpha-D-galactosamine	A nucleotide-sugar oxoanion that is the conjugate base of UDP-alpha-D-galactosamine, arising from deprotonation of the diphosphate group and protonation of the amino group.			[NH3+][C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](CO)[C@H](O)[C@@H]1O	C15H24N3O16P2	InChI=1S/C15H25N3O16P2/c16-8-11(23)9(21)5(3-19)32-14(8)33-36(28,29)34-35(26,27)30-4-6-10(22)12(24)13(31-6)18-2-1-7(20)17-15(18)25/h1-2,5-6,8-14,19,21-24H,3-4,16H2,(H,26,27)(H,28,29)(H,17,20,25)/p-1/t5-,6-,8-,9+,10-,11-,12-,13-,14-/m1/s1	CYKLRRKFBPBYEI-KBQKSTHMSA-M		CHEBI:78717		
BASm0006629	UDP-alpha-D-glucosamine	A nucleotide-sugar oxoanion that is the conjugate base of UDP-alpha-D-glucosamine, arising from deprotonation of the diphosphate group and protonation of the amino group; major species at pH 7.3.			[NH3+][C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O	C15H24N3O16P2	InChI=1S/C15H25N3O16P2/c16-8-11(23)9(21)5(3-19)32-14(8)33-36(28,29)34-35(26,27)30-4-6-10(22)12(24)13(31-6)18-2-1-7(20)17-15(18)25/h1-2,5-6,8-14,19,21-24H,3-4,16H2,(H,26,27)(H,28,29)(H,17,20,25)/p-1/t5-,6-,8-,9-,10-,11-,12-,13-,14-/m1/s1	CYKLRRKFBPBYEI-NQQHDEILSA-M		CHEBI:78718		
BASm0006630					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@H](N)Cc1ccc(O)cc1					CHEBI:78723		
BASm0006631	1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)	LysoPI(18:1(9Z)/0:0) is a lysophosphatidylinositol. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic. However, it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Lysophosphatidylinositols can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. LysoPI(18:1(9Z)/0:0), in particular, consists of one chain of oleic acid at the C-1 position.	1114770-15-8		CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O	C27H51O12P	InChI=1S/C27H51O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(29)37-18-20(28)19-38-40(35,36)39-27-25(33)23(31)22(30)24(32)26(27)34/h9-10,20,22-28,30-34H,2-8,11-19H2,1H3,(H,35,36)/b10-9-/t20-,22-,23-,24+,25-,26-,27-/m1/s1	UGDOFRYHDCDVHD-FRWBGTIISA-N	598.3118136	CHEBI:78762	HMDB0061693	
BASm0006632	1-(9Z-octadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-1D-myo-inositol				CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCC/C=C\CCCCCCCC)COP(=O)([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O	C47H81O13P	InChI=1S/C47H81O13P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(49)59-39(38-58-61(55,56)60-47-45(53)43(51)42(50)44(52)46(47)54)37-57-40(48)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h11,13,17-19,21-22,24,28,30,39,42-47,50-54H,3-10,12,14-16,20,23,25-27,29,31-38H2,1-2H3,(H,55,56)/b13-11-,19-17-,21-18+,24-22+,30-28+/t39-,42?,43-,44?,45?,46?,47-/m1/s1	SHIZRFSRTKXRQL-KVPRNONLSA-N		CHEBI:78765		
BASm0006633	1-heptadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphate	A 1,2-diacyl-sn-glycero-3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-heptadecanoyl-2-arachidonoyl-sn-glycero-3-phosphate; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC)COP(=O)([O-])[O-]	C40H69O8P	InChI=1S/C40H71O8P/c1-3-5-7-9-11-13-15-17-19-20-21-23-25-27-29-31-33-35-40(42)48-38(37-47-49(43,44)45)36-46-39(41)34-32-30-28-26-24-22-18-16-14-12-10-8-6-4-2/h11,13,17,19,21,23,27,29,38H,3-10,12,14-16,18,20,22,24-26,28,30-37H2,1-2H3,(H2,43,44,45)/p-2/b13-11-,19-17-,23-21-,29-27-/t38-/m1/s1	SPYZTQDHIWEAMO-HGDFTCGVSA-L		CHEBI:78768		
BASm0006634					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(*)=O)C(*)=O					CHEBI:78776		
BASm0006635					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCCCC/C=C\CCCC)C(*)=O					CHEBI:78778		
BASm0006636					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCCCCCCC/C=C\CCCC)C(*)=O					CHEBI:78779		
BASm0006637					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCC/C=C\CCCCCCCC)C(*)=O					CHEBI:78783		
BASm0006638					*/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OC[C@H](N*)C(*)=O					CHEBI:78784		
BASm0006639					*CCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OC[C@H](N*)C(*)=O					CHEBI:78785		
BASm0006640	pentadecanoate	Pentadecanoic acid, also known as pentadecylic acid or C15:0, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Pentadecanoic acid (its ester is called pentadecanoate) is a saturated fatty acid that has 15 carbons and is therefore a very hydrophobic molecule that is practically insoluble in water.  Pentadecanoic acid is found in plants and ruminants. Many "odd" length long-chain fatty acids, such as pentadecanoic acid, are derived from the consumption of cattle fats (milk and meat). Pentadecanoic acid constitutes 1.05% of milk fat and 0.43% of ruminant meat fat. The content of pentadecanoic acid in the subcutaneous adipose tissue of humans appears to be a good biological marker of long-term milk fat intake in free-living individuals in populations with high consumption of dairy products. (PMID: 9701185; PMID: 11238766).	1002-84-2	Solid	CCCCCCCCCCCCCCC(=O)[O-]	C15H30O2	InChI=1S/C15H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15(16)17/h2-14H2,1H3,(H,16,17)	WQEPLUUGTLDZJY-UHFFFAOYSA-N	242.2245802	CHEBI:78795	HMDB0000826	
BASm0006641	nonadecanoate	Nonadecanoic acid, also known as n-nonadecanoic acid or nonadecylic acid or C19:0, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms, with nonadecanoic acid (its ester is called nonadecanoate) having 19 carbon atoms. Nonadecanoic acid is a very hydrophobic molecule, practically insoluble (in water). It is a solid with a melting point of 69.4°C.  It can be found in bacteria, plants, and animals (including animal milk) (Nature 176:882; PMID: 14168161).  It is secreted by termites (Rhinotermes marginalis) as part of its defence mechanism (Comp. Biochem. Physiol. B 71:731).	646-30-0	Solid		C19H37O2		ISYWECDDZWTKFF-UHFFFAOYSA-M	297.279904	CHEBI:78796	HMDB0000772	
BASm0006642					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C/C=C\CCCCCC)C(*)=O					CHEBI:78798		
BASm0006643					*N[C@@H](CCCCNC(=O)CCCCCCC)C(*)=O					CHEBI:78809		
BASm0006644	1-(9Z)-octadecenoyl-2-(9Z)-hexadecenoyl-sn-glycero-3-phosphoethanolamine	PE(18:1(9Z)/16:1(9Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:1(9Z)/16:1(9Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-38(41)45-35-37(36-47-49(43,44)46-34-33-40)48-39(42)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h14,16-18,37H,3-13,15,19-36,40H2,1-2H3,(H,43,44)/b16-14-,18-17-/t37-/m1/s1	UIELPOKGTOHFNL-AVWHJSSGSA-N	715.5152053	CHEBI:78810	HMDB0009056	
BASm0006645	heptanoyl-CoA			Expected Solid	[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C(N=C([H])N=C23)N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C28H44N7O17P3S	InChI=1S/C28H48N7O17P3S/c1-4-5-6-7-8-19(37)56-12-11-30-18(36)9-10-31-26(40)23(39)28(2,3)14-49-55(46,47)52-54(44,45)48-13-17-22(51-53(41,42)43)21(38)27(50-17)35-16-34-20-24(29)32-15-33-25(20)35/h15-17,21-23,27,38-39H,4-14H2,1-3H3,(H,30,36)(H,31,40)(H,44,45)(H,46,47)(H2,29,32,33)(H2,41,42,43)/p-4/t17-,21-,22-,23+,27-/m1/s1	CHVYGJMBUXUTSX-SVHODSNWSA-J	875.1749195	CHEBI:78811		MMDBc0048642
BASm0006646	1-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphoethanolamine	PE(18:1(9Z)/16:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:1(9Z)/16:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of palmitic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-38(41)45-35-37(36-47-49(43,44)46-34-33-40)48-39(42)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h17-18,37H,3-16,19-36,40H2,1-2H3,(H,43,44)/b18-17-/t37-/m1/s1	DVXMEPWDARXHCX-OTMQOFQLSA-N	717.5308554	CHEBI:78813	HMDB0009055	
BASm0006647	1-(9Z)-octadecenoyl-2-tetradecanoyl-sn-glycero-3-phosphoethanolamine	PE(18:1(9Z)/14:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:1(9Z)/14:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of myristic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the myristic acid moiety is derived from nutmeg and butter. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[NH3+])OC(=O)CCCCCCCCCCCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38)46-37(40)30-28-26-24-22-19-14-12-10-8-6-4-2/h16-17,35H,3-15,18-34,38H2,1-2H3,(H,41,42)/b17-16-/t35-/m1/s1	MFWTZMQSTYTELL-XHYHITGYSA-N	689.4995553	CHEBI:78814	HMDB0009052	
BASm0006648					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CC)C(*)=O					CHEBI:78818		
BASm0006649					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)C(C)C)C(*)=O					CHEBI:78820		
BASm0006650					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CC(C)C)C(*)=O					CHEBI:78822		
BASm0006651					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)C(C)CC)C(*)=O					CHEBI:78823		
BASm0006652					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCC)C(*)=O					CHEBI:78824		
BASm0006653					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCCCC)C(*)=O					CHEBI:78826		
BASm0006654					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@@H](*)O)C(*)=O					CHEBI:78827		
BASm0006655	15-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate			Expected Solid	CCCCCC(O)/C=C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H31O3	InChI=1S/C20H32O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h4-5,8-11,14,17,19,21H,2-3,6-7,12-13,15-16,18H2,1H3,(H,22,23)/p-1/t19-/m0/s1	JSFATNQSLKRBCI-IBGZPJMESA-M	319.2278684	CHEBI:78832		MMDBc0048465
BASm0006656	(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoate	11(R)-HETE is produced from arachidonic acid by both COX-1 and COX-2 (cyclooxygenases). Using a model of intestinal epithelial cells that express the COX-2 permanently, 11(R)-HETE is produced upon stimulation. However, 11(R)-HETE is not detected in intact cells. Endothelial cells release several factors which influence vascular tone, leukocyte function and platelet aggregation;  11(R)-HETE is one of these factors. (PMID: 15964853, 8555273) [HMDB]	73347-43-0	Solid	CCCCC/C=C\C=C\[C@H](O)C/C=C\C/C=C\CCCC(=O)[O-]	C20H32O3	InChI=1S/C20H32O3/c1-2-3-4-5-7-10-13-16-19(21)17-14-11-8-6-9-12-15-18-20(22)23/h6-7,9-11,13-14,16,19,21H,2-5,8,12,15,17-18H2,1H3,(H,22,23)/t19-/m0/s1	GCZRCCHPLVMMJE-IBGZPJMESA-N	320.2351449	CHEBI:78836	HMDB04682	
BASm0006657	(15R)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate			Expected Solid	CCCCC[C@@H](O)/C=C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H31O3	InChI=1S/C20H32O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h4-5,8-11,14,17,19,21H,2-3,6-7,12-13,15-16,18H2,1H3,(H,22,23)/p-1/t19-/m0/s1	JSFATNQSLKRBCI-IBGZPJMESA-M	319.2278684	CHEBI:78837		MMDBc0048465
BASm0006658					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@H](CCSC)NC=O					CHEBI:78844		
BASm0006659					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)OC)C(*)=O					CHEBI:78845		
BASm0006660					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCC(=O)[O-])C(*)=O					CHEBI:78846		
BASm0006661	UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosamine	UDP-2,3-bis(O-(3R)-3-Hydroxymyristoyl)-alpha-D-glucosamine is an intermediate in Lipid IVA synthesis.  It is a substrate for the enzyme UDP-2,3-diacylglucosamine diphosphatase which catalyzes the reaction UDP-2,3-bis[(3R)-3-hydroxymyristoyl]-alpha-D-glucosamine + H2O = 2,3-bis[(3R)-3-hydroxymyristoyl]-beta-D-glucosaminyl 1-phosphate + UMP.		Expected Solid	CCCCCCCCCCC[C@@H](O)CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1OC(=O)C[C@H](O)CCCCCCCCCCC	C43H75N3O20P2	InChI=1S/C43H77N3O20P2/c1-3-5-7-9-11-13-15-17-19-21-29(48)25-34(51)44-36-40(64-35(52)26-30(49)22-20-18-16-14-12-10-8-6-4-2)38(54)31(27-47)63-42(36)65-68(59,60)66-67(57,58)61-28-32-37(53)39(55)41(62-32)46-24-23-33(50)45-43(46)56/h23-24,29-32,36-42,47-49,53-55H,3-22,25-28H2,1-2H3,(H,44,51)(H,57,58)(H,59,60)(H,45,50,56)/p-2/t29-,30-,31-,32-,36-,37-,38-,39-,40-,41-,42-/m1/s1	KOJCFMYSTWNMQW-RUAJDYCTSA-L	1015.441915	CHEBI:78847		MMDBc0031769
BASm0006662	4-terpineol	p-Menth-1-en-4-ol, also known as terpinen-4-ol, 1-para-menthen-4-ol or p-Menth-1-en-4-ol or 4-carvomenthenol, is an isomer of terpineol. It belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. ±-Terpinene-4-ol is a hydrophobic, largely neutral molecule that is essentially insoluble in water. It has a peppery, spicy, musty, citrus odor and a cooling woody or spicy taste. ±-Terpinene-4-ol is widely used as a flavoring agent and as a masking agent in cosmetics. ±-Terpinene-4-ol is a natural product that can be found in a number of plants, such as allspice, anise, apple, basil, cardamom, cinnamon and Melaleuca alternifolia (also called tea tree) and is the main bioactive component of tea tree oil (PMID 22083482 ). ±-Terpinene-4-ol is also one of the monoterpenes found in cannabis plants (PMID:6991645 ). Terpinen-4-ol is a potent bactericidal agent that also possess antifungal properties. In particular, it has shown in vitro activity against Staphylococcus aureus and C. albicans (PMID:27275783 ). It has also been shown that combining this natural substance and conventional drugs may help treat resistant yeast and bacterial infections. Several studies have suggested that terpinen-4-ol induces antitumor effects by selectively causing necrotic cell death and cell-cycle arrest in melanoma cell lines, or by triggering caspase-dependent apoptosis in human melanoma cells (PMID:27275783 ).	562-74-3		CC1=CCC(O)(C(C)C)CC1	C10H18O	InChI=1S/C10H18O/c1-8(2)10(11)6-4-9(3)5-7-10/h4,8,11H,5-7H2,1-3H3	WRYLYDPHFGVWKC-UHFFFAOYSA-N	154.1357652	CHEBI:78884	HMDB0035833	
BASm0006663	L-canavanine	L-Canavanine, a non-protein amino acid of certain leguminous plants, is related structurally to the protein amino acid, L-arginine. Canavanine is accumulated primarily in the seeds where it serves both as a defensive compound against herbivores and a vital source of nitrogen for the growing embryo. Organisms that consume it can mistakenly incorporate it into their own proteins, in the place of arginine thereby producing structurally aberrant proteins that may not function properly or not at all. Some specialized herbivores tolerate L-canavanine either because they metabolize it efficiently or avoid its incorporation into their own nascent proteins.	543-38-4	Solid	NC(=[NH2+])NOCC[C@H]([NH3+])C(=O)[O-]	C5H12N4O3	InChI=1S/C5H12N4O3/c6-3(4(10)11)1-2-12-9-5(7)8/h3H,1-2,6H2,(H,10,11)(H4,7,8,9)/t3-/m0/s1	FSBIGDSBMBYOPN-VKHMYHEASA-N	176.0909403	CHEBI:78902	HMDB0002706	
BASm0006664	4,4-dimethyl-8,14-cholestadien-3beta-ol	4,4-dimethyl-5alpha-cholesta-8,14-dien-3beta-ol is also known as 4,4-DCDO or T-MAS.  4,4-dimethyl-5alpha-cholesta-8,14-dien-3beta-ol is considered to be practically insoluble (in water) and basic.  4,4-dimethyl-5alpha-cholesta-8,14-dien-3beta-ol is a sterol lipid molecule	19456-83-8		CC(C)CCC[C@@H](C)[C@H]1CC=C2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3	C29H48O	InChI=1S/C29H48O/c1-19(2)9-8-10-20(3)22-12-13-23-21-11-14-25-27(4,5)26(30)16-18-29(25,7)24(21)15-17-28(22,23)6/h13,19-20,22,25-26,30H,8-12,14-18H2,1-7H3/t20-,22-,25+,26+,28-,29-/m1/s1	OGQJUYXFIOFTMA-PBJLWWPKSA-N	412.3705162	CHEBI:78904	HMDB0062381	
BASm0006665	1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol-3'-phosphate)	PGP(18:1(9Z)/18:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/18:1(9Z)), in particular, consists of two 9Z-octadecenoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase. This compound is expected to be in Cannabis as all living plants are known to produce and metabolize it.		1		C42H77O13P2		FRKGQUQUVYQCIV-SQYFZQSCSA-K	851.4855873	CHEBI:78907		
BASm0006666	1,2-dioctanoyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate)			Expected Solid	[H][C@@](COC(=O)CCCCCCC)(COP([O-])(=O)O[C@]1([H])[C@]([H])(O)[C@]([H])(O)[C@@]([H])(O)[C@]([H])(OP([O-])([O-])=O)[C@@]1([H])O)OC(=O)CCCCCCC	C25H45O16P2	InChI=1S/C25H48O16P2/c1-3-5-7-9-11-13-18(26)37-15-17(39-19(27)14-12-10-8-6-4-2)16-38-43(35,36)41-25-22(30)20(28)21(29)24(23(25)31)40-42(32,33)34/h17,20-25,28-31H,3-16H2,1-2H3,(H,35,36)(H2,32,33,34)/p-3/t17-,20-,21-,22-,23-,24+,25-/m1/s1	LKXJHTKDXMQMDM-DICZBTHZSA-K	663.2199301	CHEBI:78911		MMDBc0055134
BASm0006669	1,2-dioctanoyl-sn-glycero-3-phospho-(1-D-myo-inositol-3-phosphate)			Expected Solid	[H][C@@](COC(=O)CCCCCCC)(COP([O-])(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(O)[C@]([H])(O)[C@@]([H])(OP([O-])([O-])=O)[C@@]1([H])O)OC(=O)CCCCCCC	C25H45O16P2	InChI=1S/C25H48O16P2/c1-3-5-7-9-11-13-18(26)37-15-17(39-19(27)14-12-10-8-6-4-2)16-38-43(35,36)41-25-22(30)20(28)21(29)24(23(25)31)40-42(32,33)34/h17,20-25,28-31H,3-16H2,1-2H3,(H,35,36)(H2,32,33,34)/p-3/t17-,20+,21+,22-,23-,24-,25+/m1/s1	LKXJHTKDXMQMDM-UCGOVMIJSA-K	663.2199301	CHEBI:78934		MMDBc0055130
BASm0006670	(2S)-2-amino-3-oxobutanoate	L-2-Amino-3-oxobutanoic acid or L-2-amino acetic acid is involved in glycine/serine metabolism and is a breakdown product from glycine. It spontaneously decomposes to aminoacetone. Delta-aminolevuliinate synthase is the enzyme that catalyzes the interconversion between glycine and L-2-amino-3-oxobutanoic acid. Glycine C-acetyltransferase is also capable of catalyzing this reaction.		Solid	CC(=O)[C@H](N)C(O)=O	C4H7NO3	InChI=1S/C4H7NO3/c1-2(6)3(5)4(7)8/h3H,5H2,1H3,(H,7,8)/t3-/m0/s1	SAUCHDKDCUROAO-VKHMYHEASA-N	117.0425931	CHEBI:78948	HMDB0006454	
BASm0006671	UDP-2-acetamido-3-dehydro-2-deoxy-alpha-D-glucopyranose			Expected Solid	[H][C@]1(COP(O)(=O)OP(O)(=O)O[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O)C(=O)[C@@]2([H])N=C(C)[O-])O[C@@]([H])(N2C=CC([O-])=NC2=O)[C@]([H])(O)[C@]1([H])O	C17H23N3O17P2	InChI=1S/C17H25N3O17P2/c1-6(22)18-10-13(26)11(24)7(4-21)35-16(10)36-39(31,32)37-38(29,30)33-5-8-12(25)14(27)15(34-8)20-3-2-9(23)19-17(20)28/h2-3,7-8,10-12,14-16,21,24-25,27H,4-5H2,1H3,(H,18,22)(H,29,30)(H,31,32)(H,19,23,28)/p-2/t7-,8-,10-,11-,12-,14-,15-,16-/m1/s1	OYJZKJWFDYJVEF-OOOKLUETSA-L	603.0513674	CHEBI:78981		MMDBc0056348
BASm0006672					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@H](O)CC)C(*)=O					CHEBI:78983		
BASm0006673					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@H](O)C(C)C)C(*)=O					CHEBI:78984		
BASm0006674					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@H](O)C(C)CC)C(*)=O					CHEBI:78985		
BASm0006675					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@H](O)CC(C)C)C(*)=O					CHEBI:78986		
BASm0006676					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@H](O)CCCC)C(*)=O					CHEBI:78987		
BASm0006677					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@H](O)CCCCCC)C(*)=O					CHEBI:78988		
BASm0006678	1,2-dihexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol-3,5-phosphate)			Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP([O-])(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(OP([O-])([O-])=O)[C@]([H])(O)[C@@]([H])(OP([O-])([O-])=O)[C@@]1([H])O)OC(=O)CCCCCCCCCCCCCCC	C41H76O19P3	InChI=1S/C41H81O19P3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)55-31-33(57-35(43)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)32-56-63(53,54)60-41-37(45)39(58-61(47,48)49)36(44)40(38(41)46)59-62(50,51)52/h33,36-41,44-46H,3-32H2,1-2H3,(H,53,54)(H2,47,48,49)(H2,50,51,52)/p-5/t33-,36-,37-,38-,39-,40+,41-/m1/s1	UZMPYXSDDZXMAI-LNNNXZRXSA-I	965.4221091	CHEBI:78994		MMDBc0055125
BASm0006679	1,2-dihexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol-3-phosphate)			Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP([O-])(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(O)[C@]([H])(O)[C@@]([H])(OP([O-])([O-])=O)[C@@]1([H])O)OC(=O)CCCCCCCCCCCCCCC	C41H77O16P2	InChI=1S/C41H80O16P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)53-31-33(55-35(43)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)32-54-59(51,52)57-41-38(46)36(44)37(45)40(39(41)47)56-58(48,49)50/h33,36-41,44-47H,3-32H2,1-2H3,(H,51,52)(H2,48,49,50)/p-3/t33-,36+,37+,38-,39-,40-,41+/m1/s1	SZPQTEWIRPXBTC-KFOWTEFUSA-K	887.4703311	CHEBI:78995		MMDBc0055123
BASm0006680					*N[C@@H](Cc1c[nH]c(CC[C@@H](C(=O)OC)[N+](C)(C)C)n1)C(*)=O					CHEBI:79005		
BASm0006681	tricosanoate	Tricosanoic acid, also known as N-tricosanoate or 22FA, belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Tricosanoic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Tricosanoic acid is a potentially toxic compound.	2433-96-7	Solid	CCCCCCCCCCCCCCCCCCCCCCC(=O)[O-]	C23H46O2	InChI=1S/C23H46O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23(24)25/h2-22H2,1H3,(H,24,25)	XEZVDURJDFGERA-UHFFFAOYSA-N	354.3497807	CHEBI:79007	HMDB0001160	
BASm0006682	(R)-nicotine	Nicotine, also known as (S)-nicotine or habitrol, belongs to the class of organic compounds known as pyrrolidinylpyridines. Pyrrolidinylpyridines are compounds containing a pyrrolidinylpyridine ring system, which consists of a pyrrolidine ring linked to a pyridine ring. Nicotine is a hygroscopic, oily liquid that is miscible with water in its base form. As a nitrogenous base, nicotine forms salts with acids that are usually solid and water soluble. Nicotine is an alkaloid found in the nightshade family of plants (Solanaceae), predominantly in tobacco and in lower quantities in tomato, potato, eggplant (aubergine), and green pepper. Nicotine alkaloids are also found in the leaves of the coca plant. Nicotine constitutes 0.3 to 5% of the tobacco plant by dry weight, with biosynthesis taking place in the root and accumulation in the leaves. Nicotine is highly addictive and it is the main reason why tobacco smoking (or chewing tobacco) leads to life-long addiction or dependency in many individuals. Nicotine causes the release dopamine in the same regions of the brain as other addictive drugs. It causes mood-altering changes that make the person temporarily feel good. Inhaled tobacco smoke delivers nicotine to the brain within 20 seconds, which makes tobacco smoke (and smoking) very addictive‚Äîcomparable to other addictive drugs such as opioids, alcohol and cocaine. The amount of nicotine inhaled with tobacco smoke is a fraction of the amount contained in the tobacco leaves (most of the substance is destroyed by the heat). The amount of nicotine absorbed by the body from smoking depends on many factors, including the type of tobacco, whether the smoke is inhaled, and whether a filter is used. For chewing tobacco, often called dip, snuff, or sinus, which is held in the mouth between the lip and gum, the amount released into the body tends to be much greater than smoked tobacco. Nicotine is a stimulant that acts as an agonist at nicotinic acetylcholine receptors. These are ionotropic receptors composed of five homomeric or heteromeric subunits. In the brain, nicotine binds to nicotinic acetylcholine receptors on dopaminergic neurons in the cortico-limbic pathways. This causes the channel to open and allow conductance of multiple cations including sodium, calcium, and potassium. This leads to depolarization, which activates voltage-gated calcium channels and allows more calcium to enter the axon terminal. Calcium stimulates vesicle trafficking towards the plasma membrane and the release of dopamine into the synapse. Dopamine binding to its receptors is responsible for the euphoric and addictive properties of nicotine. Nicotine also binds to nicotinic acetylcholine receptors on the chromaffin cells in the adrenal medulla. Binding opens the ion channel allowing an influx of sodium which causes depolarization of the cell and activates voltage-gated calcium channels. Calcium triggers the release of epinephrine from intracellular vesicles into the bloodstream, which causes vasoconstriction, increased blood pressure, increased heart rate, and increased blood sugar. It has been noted that the majority of people diagnosed with schizophrenia smoke tobacco. Estimates for the number of schizophrenics that smoke range from 75% to 90%. It was recently argued that the increased level of smoking in schizophrenia may be due to a desire to self-medicate with nicotine. Nicotine is a potent neurotoxin with particular specificity to insects; therefore nicotine was widely used as an insecticide in the past and nicotine derivatives such as imidacloprid continue to be widely used as an insecticide. Nicotine is not a carcinogent and nicotine on its own, does not promote the development of cancer in healthy tissue and has no mutagenic properties. However, nicotine and the increased acetylcholinic activity it causes have been shown to impede apoptosis, which is one of the methods by which the body destroys unwanted cells (programmed cell death). Since apoptosis helps to remove mutated or damaged cells that may eventually become cancerous, the inhibitory actions of nicotine create a more favourable environment for cancer to develop. Nicotine is also a constituent of cannabis smoke. It is formed during the combustion of cannabis (https://doi.org/10.1007/978-1-59259-947-9_2). 	1954-11-05	2	C[NH+]1CCC[C@@H]1c1cccnc1	C10H14N2	InChI=1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3/t10-/m0/s1	SNICXCGAKADSCV-JTQLQIEISA-N	162.1157	CHEBI:79008		
BASm0006683	prostaglandin D1		17968-82-0	Expected Solid	CCCCC[C@H](O)/C=C/[C@H]1C(=O)C[C@H](O)[C@@H]1CCCCCCC(=O)[O-]	C20H33O5	InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,15-18,21-22H,2-11,14H2,1H3,(H,24,25)/p-1/t15-,16+,17+,18-/m0/s1	CIMMACURCPXICP-MLHJIOFPSA-M	353.2333477	CHEBI:79010	HMDB0005102	MMDBc0048460
BASm0006684	3-oxo-(11Z)-hexadecenoyl-CoA			Expected Solid	CCCC/C=C\CCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C37H58N7O18P3S	InChI=1S/C37H62N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-25(45)20-28(47)66-19-18-39-27(46)16-17-40-35(50)32(49)37(2,3)22-59-65(56,57)62-64(54,55)58-21-26-31(61-63(51,52)53)30(48)36(60-26)44-24-43-29-33(38)41-23-42-34(29)44/h7-8,23-24,26,30-32,36,48-49H,4-6,9-22H2,1-3H3,(H,39,46)(H,40,50)(H,54,55)(H,56,57)(H2,38,41,42)(H2,51,52,53)/p-4/b8-7-/t26-,30-,31-,32+,36-/m1/s1	LGTVDWICXIBIOI-UBPKJMQESA-J	1013.279385	CHEBI:79021		MMDBc0055399
BASm0006685					*N[C@@H](CC1=CC(=O)C([O-])=CC1=O)C(*)=O					CHEBI:79027		
BASm0006686	dihydromonacolin L carboxylate			Expected Solid	C[C@@H]1CC[C@@H]2[C@@H](CC[C@@H](O)C[C@@H](O)CC(=O)[O-])[C@@H](C)C=C[C@H]2C1	C19H31O4	InChI=1S/C19H32O4/c1-12-3-7-18-14(9-12)5-4-13(2)17(18)8-6-15(20)10-16(21)11-19(22)23/h4-5,12-18,20-21H,3,6-11H2,1-2H3,(H,22,23)/p-1/t12-,13+,14+,15-,16-,17+,18+/m1/s1	NYKUCCPVLWRDEZ-VCWNUMGPSA-M	323.2227831	CHEBI:79031		MMDBc0055926
BASm0006687					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@H](O)C[C@H](O)CC[C@@H]1[C@H]2CC[C@@H](C)C[C@@H]2C=C[C@@H]1C)C(*)=O					CHEBI:79032		
BASm0006688	monacolin J			Expected Solid	C[C@H]1C=C2C=C[C@H](C)[C@H](CC[C@@H]3C[C@@H](O)CC(=O)O3)[C@H]2[C@@H](O)C1	C19H28O4	InChI=1S/C19H28O4/c1-11-7-13-4-3-12(2)16(19(13)17(21)8-11)6-5-15-9-14(20)10-18(22)23-15/h3-4,7,11-12,14-17,19-21H,5-6,8-10H2,1-2H3/t11-,12-,14+,15+,16-,17-,19-/m0/s1	ZDFOBOYQVYMVCW-IRUSZSJRSA-N	320.1987594	CHEBI:79034		MMDBc0056087
BASm0006689	monacolin J carboxylate			Expected Solid	C[C@H]1C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(=O)[O-])[C@H]2[C@@H](O)C1	C19H29O5	InChI=1S/C19H30O5/c1-11-7-13-4-3-12(2)16(19(13)17(22)8-11)6-5-14(20)9-15(21)10-18(23)24/h3-4,7,11-12,14-17,19-22H,5-6,8-10H2,1-2H3,(H,23,24)/p-1/t11-,12-,14+,15+,16-,17-,19-/m0/s1	FJQFRDAWQRBFCG-IRUSZSJRSA-M	337.2020476	CHEBI:79035		MMDBc0056088
BASm0006690	3alpha-hydroxy-3,5-dihydromonacolin L carboxylate			Expected Solid	C[C@@H]1CC[C@H]2C(=C[C@@H](O)[C@H](C)[C@@H]2CC[C@@H](O)C[C@@H](O)CC(=O)[O-])C1	C19H32O5	InChI=1S/C19H32O5/c1-11-3-5-17-13(7-11)8-18(22)12(2)16(17)6-4-14(20)9-15(21)10-19(23)24/h8,11-12,14-18,20-22H,3-7,9-10H2,1-2H3,(H,23,24)	MRKCPMGQBNMKTA-UHFFFAOYSA-N	340.2249741	CHEBI:79036		MMDBc0002543
BASm0006691	lovastatin carboxylate			Expected Solid	CC[C@H](C)C(=O)O[C@H]1C[C@@H](C)C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(=O)[O-])[C@H]21	C24H37O6	InChI=1S/C24H38O6/c1-5-15(3)24(29)30-21-11-14(2)10-17-7-6-16(4)20(23(17)21)9-8-18(25)12-19(26)13-22(27)28/h6-7,10,14-16,18-21,23,25-26H,5,8-9,11-13H2,1-4H3,(H,27,28)/p-1/t14-,15-,16-,18+,19+,20-,21-,23-/m0/s1	QLJODMDSTUBWDW-BXMDZJJMSA-M	421.2595625	CHEBI:79038		MMDBc0056390
BASm0006692	monacolin L carboxylate			Expected Solid	C[C@H]1C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(=O)[O-])[C@H]2CC1	C19H29O4	InChI=1S/C19H30O4/c1-12-3-7-18-14(9-12)5-4-13(2)17(18)8-6-15(20)10-16(21)11-19(22)23/h4-5,9,12-13,15-18,20-21H,3,6-8,10-11H2,1-2H3,(H,22,23)/p-1/t12-,13+,15-,16-,17+,18+/m1/s1	RPDSFBJYUHLDNI-MHMDBQTNSA-M	321.207133	CHEBI:79044		MMDBc0056089
BASm0006693	all-trans-4,4'-diapolycopene-4,4'-dioate			Expected Solid	CC(/C=C/C=C(C)/C=C/C=C(\C)C(=O)[O-])=C\C=C\C=C(C)\C=C\C=C(C)\C=C\C=C(/C)C(=O)[O-]	C30H34O4	InChI=1S/C30H36O4/c1-23(15-9-17-25(3)19-11-21-27(5)29(31)32)13-7-8-14-24(2)16-10-18-26(4)20-12-22-28(6)30(33)34/h7-22H,1-6H3,(H,31,32)(H,33,34)/p-2/b8-7+,15-9+,16-10+,19-11+,20-12+,23-13+,24-14+,25-17+,26-18+,27-21+,28-22+	YMOJEHLMENKTSQ-GVCQAPIFSA-L	458.2468067	CHEBI:79063		MMDBc0055696
BASm0006694	4,4'-diaponeurosporenoate			Expected Solid	CC(C)=CCC/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C=C(\C)C(=O)[O-]	C30H39O2	InChI=1S/C30H40O2/c1-24(2)14-10-17-27(5)20-11-18-25(3)15-8-9-16-26(4)19-12-21-28(6)22-13-23-29(7)30(31)32/h8-9,11-16,18-23H,10,17H2,1-7H3,(H,31,32)/p-1/b9-8+,18-11+,19-12+,22-13+,25-15+,26-16+,27-20+,28-21+,29-23+	NXJSQJIGCCIMAE-ORIYTCASSA-M	431.2955541	CHEBI:79064		MMDBc0055542
BASm0006695	4,4'-diaponeurosporenal			Expected Solid	CC(C)=CCC/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C=C(\C)C=O	C30H40O	InChI=1S/C30H40O/c1-25(2)14-10-17-28(5)20-11-18-26(3)15-8-9-16-27(4)19-12-21-29(6)22-13-23-30(7)24-31/h8-9,11-16,18-24H,10,17H2,1-7H3/b9-8+,18-11+,19-12+,22-13+,26-15+,27-16+,28-20+,29-21+,30-23+	XDVAYNOICRRSLG-ZVLLIQJTSA-N	416.3079159	CHEBI:79065		MMDBc0007195
BASm0006696	4-O-(beta-D-glucosyl)-trans-4-coumarate		117405-49-9		O=C([O-])/C=C/c1ccc(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc1	C15H18O8	InChI=1S/C15H18O8/c16-7-10-12(19)13(20)14(21)15(23-10)22-9-4-1-8(2-5-9)3-6-11(17)18/h1-6,10,12-16,19-21H,7H2,(H,17,18)/b6-3+/t10-,12-,13+,14-,15-/m1/s1	LJFYQZQUAULRDF-FDGSXQGBSA-N	326.1001676	CHEBI:79066		
BASm0006697	bis(beta-D-gentiobiosyl) crocetin	Crocin is a water-soluble carotenoid pigment of saffron (Crocus sativus L.) that has been used as a spice for flavoring and coloring food preparations, and in Chinese traditional medicine as an anodyne or tranquilizer. Saffron is now used worldwide in folk medicine and is reputed to be useful in treating various human disorders such as heart and blood disorders. Stroke and heart attack are involved in reputed folkloric uses of saffron. Saffron is orally administrated as a decoction. Saffron extract exerts a protective effect on renal ischemia reperfusion induced oxidative damage in rats. Crocin suppresses tumor necrosis factor (TNF)alpha-induced apoptosis of pheochromocytoma (PC12) cells by modulating mRNA expressions of Bcl-2 family proteins, which trigger downstream signals culminating in caspase-3 activation followed by cell death. Depriving cultured PC12 cells of serum/glucose causes a rapid increase in cellular ceramide levels, followed by an increase in the risk of cell death. The accumulation of ceramide was found to depend on the activation of neutral sphingomyelinase (nSMase). Crocin prevented the activation of nSMase by enhancing the transcription of gamma-glutamylcysteinyl synthase, which contributes to a stable glutathione supply that blocks the activity of nSMase. (PMID: 17215084). Crocetin esters present in saffron stigmas and in Gardenia jasminoides Ellis fruit are the compounds responsible for their color. (PMID: 16448211).	42553-65-1		CC(/C=C/C=C(\C)C(=O)O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O)=C\C=C\C=C(C)\C=C\C=C(/C)C(=O)O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O	C44H64O24	InChI=1S/C44H64O24/c1-19(11-7-13-21(3)39(59)67-43-37(57)33(53)29(49)25(65-43)17-61-41-35(55)31(51)27(47)23(15-45)63-41)9-5-6-10-20(2)12-8-14-22(4)40(60)68-44-38(58)34(54)30(50)26(66-44)18-62-42-36(56)32(52)28(48)24(16-46)64-42/h5-14,23-38,41-58H,15-18H2,1-4H3/b6-5+,11-7+,12-8+,19-9+,20-10+,21-13+,22-14+/t23-,24-,25-,26-,27-,28-,29-,30-,31+,32+,33+,34+,35-,36-,37-,38-,41-,42-,43+,44+/m1/s1	SEBIKDIMAPSUBY-RTJKDTQDSA-N	976.3787529	CHEBI:79068	HMDB0002398	
BASm0006698	selenoneine	A histidine derivative that is N(alpha),N(alpha),N(alpha)-trimethyl-L-histidine substituted by a selenoxo group at position 2 on the imidazole ring. A selenium-containing antioxidant found in tuna blood.			C[N+](C)(C)[C@@H](Cc1c[nH]c(=[Se])[nH]1)C(=O)[O-]	C9H15N3O2Se	InChI=1S/C9H15N3O2Se/c1-12(2,3)7(8(13)14)4-6-5-10-9(15)11-6/h5,7H,4H2,1-3H3,(H2-,10,11,13,14,15)/t7-/m0/s1	MTIQLELFQVCRSW-ZETCQYMHSA-N		CHEBI:79071		
BASm0006699	15-oxoprostaglandin F1alpha	15-keto-PGF1 alpha (15-keto Prostaglandin F1 alpha), CAS 21562-58-3, is the initial metabolite of PGF1 alpha via 15-hydroxy PGDH. In mammals, oxidation of C-15 markedly attenuates receptor binding and activity. In fish, the 15-keto compounds serve as post-ovulatory pheromones and are more active than the parent prostaglandins. (http://www.caymanchem.com)			CCCCCC(=O)/C=C/[C@@H]1[C@@H](CCCCCCC(=O)[O-])[C@@H](O)C[C@H]1O	C20H34O5	InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,16-19,22-23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t16-,17-,18+,19-/m1/s1	QPXXPLNAYDQELM-QNXXGYPUSA-N	354.2406242	CHEBI:79072	HMDB0060045	
BASm0006700	lactose 6-phosphate	Maltose 6'-phosphate is a member of the chemical class known as Dihexoses. These are disaccharides containing two hexose carbohydrates.  			O=P([O-])([O-])OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O	C12H23O14P	InChI=1S/C12H23O14P/c13-1-3-10(7(16)8(17)11(19)24-3)26-12-9(18)6(15)5(14)4(25-12)2-23-27(20,21)22/h3-19H,1-2H2,(H2,20,21,22)/t3-,4-,5-,6+,7-,8-,9-,10-,11+,12-/m1/s1	ITPHOIFCAFNCLL-ASMJPISFSA-N	422.082542	CHEBI:79080		
BASm0006701	cyclic (2R)-2,3-bisphosphoglycerate			Expected Solid	O=C([O-])[C@H]1COP(=O)([O-])OP(=O)([O-])O1	C3H3O9P2	InChI=1S/C3H6O9P2/c4-3(5)2-1-10-13(6,7)12-14(8,9)11-2/h2H,1H2,(H,4,5)(H,6,7)(H,8,9)/p-3/t2-/m1/s1	PZJOIILIPTVGFU-UWTATZPHSA-K	244.9268764	CHEBI:79081		MMDBc0055828
BASm0006702	2-hydroxy-6-(2-hydroxyphenyl)-6-oxo-cis,cis-hexa-2,4-dienoate				O=C([O-])/C(O)=C\C=C/C(=O)c1ccccc1[O-]	C12H10O5	InChI=1S/C12H10O5/c13-9-5-2-1-4-8(9)10(14)6-3-7-11(15)12(16)17/h1-7,13,15H,(H,16,17)/b6-3-,11-7+	MWGXDZHCLRMDFE-TZFLZTJBSA-N	234.0528234	CHEBI:79172		
BASm0006703	2,2',3-trihydroxydiphenyl ether	A phenolate anion obtained by selective deprotonation of the 2- and 2'-hydroxy groups of 2,2',3-trihydroxydiphenyl ether. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).				C12H8O4		XEAZDMSYJLCYDK-UHFFFAOYSA-L	216.0433559	CHEBI:79174		
BASm0006704	3'-N-debenzoyl-2'-deoxytaxol					C40H48NO12		YNAFMBLTFSPCAE-ZPROQBANSA-O	734.3171024	CHEBI:79186		
BASm0006705	(3R)-3-amino-3-phenylpropanoyl-CoA	An acyl-CoA oxoanion arising from deprotonation of phosphate and diphosphate functions as well as protonation of the amino group of (3R)-3-ammonio-3-phenylpropanoyl-CoA(3-). It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).				C30H42N8O17P3S		SUUAAMNYLVZHRN-JOQFVOQGSA-K	911.1617948	CHEBI:79188		
BASm0006706	2-(L-cystein-S-yl)-2-(1H-indol-3-yl)-acetonitrile			Expected Solid	[H][C@](N)(CSC([H])(C#N)C1=CNC2=CC=CC=C12)C(O)=O	C13H13N3O2S	InChI=1S/C13H13N3O2S/c14-5-12(19-7-10(15)13(17)18)9-6-16-11-4-2-1-3-8(9)11/h1-4,6,10,12,16H,7,15H2,(H,17,18)/t10-,12?/m0/s1	XNBDZHNCVGUXMR-NUHJPDEHSA-N	275.0728478	CHEBI:79191		MMDBc0051335
BASm0006707	6-acetamido-2-oxohexanoate	2-Keto-6-acetamidocaproate is an intermediate in lysine degradation. It can be generated from N6-acetyl-L-lysine. N-acetyl-lysine is an acetylated amino acid. Post-translational lysine-acetylation is one of two major modifications of lysine residues in various proteins. Acetylation of specific lysine residues in the N-terminal domains of core histones is a biochemical marker of active genes. Acetylation is now known to play a major role in eukaryotic transcription. Specifically, acetyltransferase enzymes that act on particular lysine side chains of histones and other proteins are intimately involved in transcriptional activation. N6-acetyl-L-lysine can be converted to 2-Keto-6-acetamidocaproate via the enzyme N6-acetyllysine aminotransferase and then 2-keto-6-acetamidocaproate can be reduced enzymatically to 5-acetamidovalerate.		Solid	CC(=O)NCCCCC(=O)C(=O)[O-]	C8H13NO4	InChI=1S/C8H13NO4/c1-6(10)9-5-3-2-4-7(11)8(12)13/h2-5H2,1H3,(H,9,10)(H,12,13)	NGCXIFFZXAZRAF-UHFFFAOYSA-N	187.0844579	CHEBI:79192	HMDB0012150	
BASm0006708	5-acetamidopentanoate	5-Acetamidovalerate is involved in the lysine degradation III pathway. It can be generated from the enzymatic reduction of 5-aminopentanoate or enzymatic oxidation of 2-keto-6-acetamidocaproate. Experiment using DL-{4,5-3H}lysine showed 5-acetamidovalerate as the major product. If radiolabeled N6-acetyl-L-lysine was used with added &#945;-ketoglutarate, and pyridoxal phosphate, radiolabeled 2-keto-6-acetamidocaproate was produced. &#945;-Ketoglutarate was preferred over pyruvate, and there was little or no dependence on pyridoxal phosphate. If thiamine pyrophosphate and NAD were added to a similar reaction, virtually all of the label was in 5-acetamidovalerate. If labeled 5-acetamidovalerate was used, labeled 5-aminovalerate (5-aminopentanoate) was identified. In addition, whole cell cultures of R. leguminicola incubated with labeled 5-acetamidovalerate accumulated radiolabeled glutarate. Whole cell cultures incubated with radiolabeled glutarate produced a mixture of tricarboxylic acid cycle acids and other carboxylic acids.		Solid	CC(=O)NCCCCC(=O)[O-]	C7H13NO3	InChI=1S/C7H13NO3/c1-6(9)8-5-3-2-4-7(10)11/h2-5H2,1H3,(H,8,9)(H,10,11)	TZZSWAXSIGWXOS-UHFFFAOYSA-N	159.0895433	CHEBI:79193	HMDB0012175	
BASm0006709	(R)-dihydrocamalexate			Expected Solid	O=C([O-])[C@@H]1CSC(c2c[nH]c3ccccc23)=N1	C12H9N2O2S	InChI=1S/C12H10N2O2S/c15-12(16)10-6-17-11(14-10)8-5-13-9-4-2-1-3-7(8)9/h1-5,10,13H,6H2,(H,15,16)/p-1	GTTVJFCVXYCPHB-UHFFFAOYSA-M	245.0390223	CHEBI:79200		MMDBc0050853
BASm0006716	trehalulose	Anticaries sweetening agent.	51411-23-5	Solid	OC[C@H]1O[C@](O)(CO[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O	C12H22O11	InChI=1S/C12H22O11/c13-1-4-6(15)8(17)9(18)11(22-4)21-3-12(20)10(19)7(16)5(2-14)23-12/h4-11,13-20H,1-3H2	NMXLJRHBJVMYPD-UHFFFAOYSA-N	342.1162115	CHEBI:79284	HMDB0039727	
BASm0006717	indigoidine				NC1=C/C(=C2/C=C(N)C(=O)NC2=O)C(=O)NC1=O	C10H8N4O4	InChI=1S/C10H8N4O4/c11-5-1-3(7(15)13-9(5)17)4-2-6(12)10(18)14-8(4)16/h1-2H,11-12H2,(H,13,15,17)(H,14,16,18)	ALDIVIWLBSDGGN-UHFFFAOYSA-N	248.0545548	CHEBI:79296		
BASm0006718					*[C@@H]([NH3+])C(=O)O[C@H]1[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:79333		
BASm0006719	2-hydroxy-7-methyl-6-oxo-(2E,4E)-octadienoate				CC(C)C(=O)/C=C\C=C(\O)C(=O)[O-]	C9H12O4	InChI=1S/C9H12O4/c1-6(2)7(10)4-3-5-8(11)9(12)13/h3-6,11H,1-2H3,(H,12,13)/b4-3-,8-5+	OEUMAONYVQQDBW-HMRFFJRGSA-N	184.0735589	CHEBI:79380		
BASm0006720	gardenin B	Gardenin b, also known as demethyltangeretin or 5-hydroxy-4',6,7,8-tetramethoxyflavone, is a member of the class of compounds known as 8-o-methylated flavonoids. 8-o-methylated flavonoids are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone. Thus, gardenin b is considered to be a flavonoid lipid molecule. Gardenin b is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Gardenin b can be found in mandarin orange (clementine, tangerine), peppermint, sweet basil, and winter savory, which makes gardenin b a potential biomarker for the consumption of these food products.			COc1ccc(-c2cc(=O)c3c(O)c(OC)c(OC)c(OC)c3o2)cc1	C19H18O7	InChI=1S/C19H18O7/c1-22-11-7-5-10(6-8-11)13-9-12(20)14-15(21)17(23-2)19(25-4)18(24-3)16(14)26-13/h5-9,21H,1-4H3	LXEVSYZNYDZSOB-UHFFFAOYSA-N	358.1052529	CHEBI:79628	HMDB0302154	
BASm0006721	3beta-hydroxy-5alpha-androstane-7,17-dione				C[C@]12CC[C@H](O)C[C@@H]1CC(=O)[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12	C19H28O3	InChI=1S/C19H28O3/c1-18-7-5-12(20)9-11(18)10-15(21)17-13-3-4-16(22)19(13,2)8-6-14(17)18/h11-14,17,20H,3-10H2,1-2H3	ONVVZSHYQMOXLN-UHFFFAOYSA-N	304.2038448	CHEBI:79834		
BASm0006722	flavanone 7-O-[alpha-L-rhamnosyl-(1->2)-beta-D-glucoside]	A flavanone glycoside that is  7-hydroxyflavanone attached to a 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl residue at position 7 via a glycosidic linkage.			C[C@@H]1O[C@@H](O[C@H]2[C@H](Oc3ccc4c(c3)OC(c3ccccc3)CC4=O)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O	C27H32O12	InChI=1S/C27H32O12/c1-12-20(30)22(32)24(34)26(35-12)39-25-23(33)21(31)19(11-28)38-27(25)36-14-7-8-15-16(29)10-17(37-18(15)9-14)13-5-3-2-4-6-13/h2-9,12,17,19-28,30-34H,10-11H2,1H3/t12-,17?,19+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1	NGCDNNXVUMHGTD-UJZKHPIGSA-N		CHEBI:79985		
BASm0006723	aureothin			Expected Solid	COc1oc([C@H]2C/C(=C/C(C)=C/c3ccc([N+](=O)[O-])cc3)CO2)c(C)c(=O)c1C	C22H23NO6	InChI=1S/C22H23NO6/c1-13(9-16-5-7-18(8-6-16)23(25)26)10-17-11-19(28-12-17)21-14(2)20(24)15(3)22(27-4)29-21/h5-10,19H,11-12H2,1-4H3	GQKXCBCSVYJUMI-UHFFFAOYSA-N	397.1525375	CHEBI:80024		MMDBc0004514
BASm0006724	epothilone C			Expected Solid	C/C(=C\c1csc(C)n1)[C@@H]1C/C=C\CCC[C@H](C)[C@H](O)[C@@H](C)C(=O)C(C)(C)[C@@H](O)CC(=O)O1	C26H39NO5S	InChI=1S/C26H39NO5S/c1-16-11-9-7-8-10-12-21(17(2)13-20-15-33-19(4)27-20)32-23(29)14-22(28)26(5,6)25(31)18(3)24(16)30/h8,10,13,15-16,18,21-22,24,28,30H,7,9,11-12,14H2,1-6H3/b10-8-,17-13+/t16-,18+,21-,22-,24-/m0/s1	BEFZAMRWPCMWFJ-QJKGZULSSA-N	477.2548945	CHEBI:80029		MMDBc0015086
BASm0006725	1'-hydroxy-gamma-carotene			Expected Solid	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C=C(\C)CCCC(C)(C)O)C(C)(C)CCC1	C40H58O	InChI=1S/C40H58O/c1-32(20-13-22-34(3)23-14-24-35(4)26-16-31-40(9,10)41)18-11-12-19-33(2)21-15-25-36(5)28-29-38-37(6)27-17-30-39(38,7)8/h11-15,18-25,28-29,41H,16-17,26-27,30-31H2,1-10H3/b12-11+,20-13+,21-15+,23-14+,29-28+,32-18+,33-19+,34-22+,35-24+,36-25+	DROCAXVXABCPBS-BXJPXMKJSA-N	554.4487665	CHEBI:80133		MMDBc0054146
BASm0006726	1'-hydroxytorulene			Expected Solid	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C=C(C)/C=C/CC(C)(C)O)C(C)(C)CCC1	C40H56O	InChI=1S/C40H56O/c1-32(20-13-22-34(3)23-14-24-35(4)26-16-31-40(9,10)41)18-11-12-19-33(2)21-15-25-36(5)28-29-38-37(6)27-17-30-39(38,7)8/h11-16,18-26,28-29,41H,17,27,30-31H2,1-10H3/b12-11+,20-13+,21-15+,23-14+,26-16+,29-28+,32-18+,33-19+,34-22+,35-24+,36-25+	JLURGIFQNZBRAB-CJXMTMHDSA-N	552.4331164	CHEBI:80134		MMDBc0054147
BASm0006727	all-trans-adonixanthin				CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C2=C(C)C(=O)[C@@H](O)CC2(C)C)C(C)(C)C[C@H](O)C1	C40H54O3	InChI=1S/C40H54O3/c1-28(17-13-19-30(3)21-23-35-32(5)25-34(41)26-39(35,7)8)15-11-12-16-29(2)18-14-20-31(4)22-24-36-33(6)38(43)37(42)27-40(36,9)10/h11-24,34,37,41-42H,25-27H2,1-10H3/b12-11+,17-13?,18-14+,23-21?,24-22+,28-15?,29-16+,30-19?,31-20+	YECXHLPYMXGEBI-DOYZGLONSA-N	582.4072956	CHEBI:80217		
BASm0006728	an aliphatic nitrile				*C#N					CHEBI:80291		
BASm0006729	(22R,23R)-22,23-dihydroxycampesterol	(22r,23r)-22,23-dihydroxycampesterol belongs to trihydroxy bile acids, alcohols and derivatives class of compounds. Those are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups (22r,23r)-22,23-dihydroxycampesterol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (22r,23r)-22,23-dihydroxycampesterol can be found in a number of food items such as common thyme, jute, small-leaf linden, and pummelo, which makes (22r,23r)-22,23-dihydroxycampesterol a potential biomarker for the consumption of these food products.			CC(C)[C@H](C)[C@@H](O)[C@H](O)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C28H48O3	InChI=1S/C28H48O3/c1-16(2)17(3)25(30)26(31)18(4)22-9-10-23-21-8-7-19-15-20(29)11-13-27(19,5)24(21)12-14-28(22,23)6/h7,16-18,20-26,29-31H,8-15H2,1-6H3	UJGZOSZMMQGHPD-UHFFFAOYSA-N	432.3603454	CHEBI:80401	HMDB0303955	
BASm0006730	(22R,23R)-22,23-dihydroxycampest-4-en-3-one				CC(C)[C@H](C)[C@@H](O)[C@H](O)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C28H46O3	InChI=1S/C28H46O3/c1-16(2)17(3)25(30)26(31)18(4)22-9-10-23-21-8-7-19-15-20(29)11-13-27(19,5)24(21)12-14-28(22,23)6/h15-18,21-26,30-31H,7-14H2,1-6H3/t17-,18-,21-,22+,23-,24-,25+,26+,27-,28+/m0/s1	PCLHVGYGQYOJEF-YPODHHRNSA-N	430.3446953	CHEBI:80402		
BASm0006731	7,8-dihydro-beta-carotene			Expected Solid	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(\C)CCC2=C(C)CCCC2(C)C)C(C)(C)CCC1	C40H58	InChI=1S/C40H58/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-22,25,27H,15-16,23-24,26,28-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,31-17+,32-18+,33-21+,34-22+	ZWHNFQQCBBBUHX-RQJQFHIYSA-N	538.4538519	CHEBI:80427		MMDBc0054305
BASm0006732	desmethylxanthohumol	Desmethylxanthohumol is found in alcoholic beverages. Desmethylxanthohumol is a constituent of Humulus lupulus (hops)	115063-39-3		CC(C)=CCc1c(O)cc(O)c(C(=O)/C=C/c2ccc(O)cc2)c1O	C20H20O5	InChI=1S/C20H20O5/c1-12(2)3-9-15-17(23)11-18(24)19(20(15)25)16(22)10-6-13-4-7-14(21)8-5-13/h3-8,10-11,21,23-25H,9H2,1-2H3/b10-6+	FUSADYLVRMROPL-UXBLZVDNSA-N	340.1310738	CHEBI:80489	HMDB0030610	
BASm0006733	methyl (2E,6E)-farnesoate			Expected Solid	COC(=O)/C=C(\C)CC/C=C(\C)CCC=C(C)C	C16H26O2	InChI=1S/C16H26O2/c1-13(2)8-6-9-14(3)10-7-11-15(4)12-16(17)18-5/h8,10,12H,6-7,9,11H2,1-5H3/b14-10+,15-12+	NWKXNIPBVLQYAB-VDQVFBMKSA-N	250.1932801	CHEBI:80535		MMDBc0053440
BASm0006734	1,2-ditetradecanoyl-sn-glycerol	DG(14:0/14:0/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(14:0/14:0/0:0), in particular, consists of two chains of myristic acid at the C-1 and C-2 positions. The myristic acid moieties are derived from nutmeg and butter. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol. Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			CCCCCCCCCCCCCC(=O)OC[C@H](CO)OC(=O)CCCCCCCCCCCCC	C31H60O5	InChI=1S/C31H60O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(33)35-28-29(27-32)36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h29,32H,3-28H2,1-2H3/t29-/m0/s1	JFBCSFJKETUREV-LJAQVGFWSA-N	512.444075	CHEBI:80651	HMDB0007008	
BASm0006735	pyriculol			Expected Solid	C/C=C/[C@H](O)[C@H](O)/C=C/c1cccc(O)c1C=O	C14H16O4	InChI=1S/C14H16O4/c1-2-4-13(17)14(18)8-7-10-5-3-6-12(16)11(10)9-15/h2-9,13-14,16-18H,1H3/b4-2+,8-7+/t13-,14+/m0/s1	YUQDGJSYYKKISE-COOXUBAGSA-N	248.104859	CHEBI:80728		MMDBc0056282
BASm0006736	toxoflavin			Expected Solid	CN1N=CN=C2C(=O)N(C)C(=O)N=C12	C7H7N5O2	InChI=1S/C7H7N5O2/c1-11-6(13)4-5(10-7(11)14)12(2)9-3-8-4/h3H,1-2H3	SLGRAIAQIAUZAQ-UHFFFAOYSA-N	193.0599745	CHEBI:80729		MMDBc0005170
BASm0006737	alpha-cadinene	alpha-Cadinene is found in alcoholic beverages. alpha-Cadinene is a constituent of Humulus lupulus (hops).	24406-05-1		[H][C@@]12CCC(C)=C[C@@]1([H])[C@@H](CC=C2C)C(C)C	C15H24	InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h6,9-10,13-15H,5,7-8H2,1-4H3/t13-,14-,15-/m0/s1	QMAYBMKBYCGXDH-KKUMJFAQSA-N	204.1878008	CHEBI:80749	HMDB0038205	
BASm0006738	goitrin					C5H7NOS		UZQVYLOFLQICCT-BYPYZUCNSA-N	129.024835	CHEBI:80751	HMDB0251849	
BASm0006739	1,4-cineole	1,4-Cineole is found in cardamom. 1,4-Cineole is a constituent of Piper cubeba (cubeb pepper)	470-67-7		CC(C)[C@]12CC[C@](C)(CC1)O2	C10H18O	InChI=1S/C10H18O/c1-8(2)10-6-4-9(3,11-10)5-7-10/h8H,4-7H2,1-3H3	RFFOTVCVTJUTAD-UHFFFAOYSA-N	154.1357652	CHEBI:80788	HMDB0036096	
BASm0006740	octan-3-one	Ethyl pentyl ketone, also known as 3-oxooctane or EAK, belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. Thus, ethyl pentyl ketone is considered to be an oxygenated hydrocarbon lipid molecule. A dialkyl ketone that is octane in which the two methylene protons at position 3 have been replaced by an oxo group. Ethyl pentyl ketone is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Ethyl pentyl ketone has been detected, but not quantified, in cardamoms and lemons. This could make ethyl pentyl ketone a potential biomarker for the consumption of these foods. Ethyl pentyl ketone, with regard to humans, has been linked to the inborn metabolic disorder celiac disease.	106-68-3		CCCCCC(=O)CC	C8H16O	InChI=1S/C8H16O/c1-3-5-6-7-8(9)4-2/h3-7H2,1-2H3	RHLVCLIPMVJYKS-UHFFFAOYSA-N	128.1201151	CHEBI:80946	HMDB0031295	
BASm0006741	7alpha,25-dihydroxy-4-cholesten-3-one	This compound belongs to the family of Cholesterols and Derivatives. These are compounds containing an hydroxylated chloestane moeity.			C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)CC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H44O3	InChI=1S/C27H44O3/c1-17(7-6-12-25(2,3)30)20-8-9-21-24-22(11-14-27(20,21)5)26(4)13-10-19(28)15-18(26)16-23(24)29/h15,17,20-24,29-30H,6-14,16H2,1-5H3/t17-,20-,21+,22+,23-,24+,26+,27-/m1/s1	POUKDTOWHPHYQU-HENOKILYSA-N	416.3290453	CHEBI:81013	HMDB0060425	
BASm0006742	myo-inosose-5		488-64-2		O=C1[C@@H](O)[C@H](O)[C@H](O)[C@H](O)[C@H]1O	C6H10O6	InChI=1S/C6H10O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-5,7-11H/t1-,2-,3+,4+,5-	VYEGBDHSGHXOGT-HYFGLKJPSA-N	178.0477381	CHEBI:81197		
BASm0006743	(S)-corytuberine				COc1ccc2c(c1O)-c1c(O)c(OC)cc3c1[C@H](C2)N(C)CC3	C19H21NO4	InChI=1S/C19H21NO4/c1-20-7-6-11-9-14(24-3)19(22)17-15(11)12(20)8-10-4-5-13(23-2)18(21)16(10)17/h4-5,9,12,21-22H,6-8H2,1-3H3	WHFUDAOCYRYAKQ-UHFFFAOYSA-N		CHEBI:81200		
BASm0006744	1-O-[(E)-feruloyl]-beta-D-glucose	1-O-Feruloylglucose is found in green vegetables. 1-O-Feruloylglucose is present in Solanum, Raphanus, etc. species.	7196-71-6		COc1cc(/C=C/C(=O)O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)ccc1O	C16H20O9	InChI=1S/C16H20O9/c1-23-10-6-8(2-4-9(10)18)3-5-12(19)25-16-15(22)14(21)13(20)11(7-17)24-16/h2-6,11,13-18,20-22H,7H2,1H3/b5-3+	JWRQVQWBNRGGPK-HWKANZROSA-N	356.1107322	CHEBI:81321	HMDB0036938	
BASm0006745	cirsimaritin				COc1cc2oc(-c3ccc(O)cc3)cc(=O)c2c(O)c1OC	C17H14O6	InChI=1S/C17H14O6/c1-21-14-8-13-15(16(20)17(14)22-2)11(19)7-12(23-13)9-3-5-10(18)6-4-9/h3-8,18,20H,1-2H3	ZIIAJIWLQUVGHB-UHFFFAOYSA-N	314.0790382	CHEBI:81337	HMDB0250276	
BASm0006746	(+)-nootkatone	Nootkatone is a natural organic compound and is the most important and expensive aromatic of grapefruit. It is a sesquiterpene and a ketone. Nootkatone was previously thought to be one of the main chemical components of the smell and flavour of grapefruits. In its solid form it is usually found as crystals. As a liquid, it is viscous and yellow. Nootkatone is typically extracted from grapefruit, but can also be manufactured with genetically modified organisms, or through the chemical or biochemical oxidation of valencene. It is also found in Alaska yellow cedar trees and vetiver grass.	4674-50-4		C=C(C)[C@@H]1CCC2=CC(=O)C[C@@H](C)[C@]2(C)C1	C15H22O	InChI=1S/C15H22O/c1-10(2)12-5-6-13-8-14(16)7-11(3)15(13,4)9-12/h8,11-12H,1,5-7,9H2,2-4H3	WTOYNNBCKUYIKC-UHFFFAOYSA-N	218.1670653	CHEBI:81377	HMDB0013687	
BASm0006747	L-fucono-1,5-lactone				C[C@@H]1OC(=O)[C@@H](O)[C@H](O)[C@@H]1O	C6H10O5	InChI=1S/C6H10O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-5,7-9H,1H3/t2-,3+,4+,5-/m0/s1	ZVAHHEYPLKVJSO-RSJOWCBRSA-N	162.0528234	CHEBI:81457		
BASm0006748	5-deoxystrigol ABC-rings	An indenofuran that is (3aR,8bS)-3,3a,4,5,6,7,8,8b-octahydro-2H-indeno[1,2-b]furan substituted by oxo, hydroxymethylidene, methyl, and methyl groups at positions 2, 3, 8, and 8, respectively.			CC1(C)CCCC2=C1[C@H]1OC(=O)/C(=C/O)[C@H]1C2	C14H18O3	InChI=1S/C14H18O3/c1-14(2)5-3-4-8-6-9-10(7-15)13(16)17-12(9)11(8)14/h7,9,12,15H,3-6H2,1-2H3/b10-7+/t9-,12+/m1/s1	UTOQMVIHBGIRGU-DTHKZTQTSA-N		CHEBI:81465		
BASm0006749	5-deoxystrigol			Expected Solid	CC1=C[C@H](O/C=C2/C(=O)O[C@@H]3C4=C(CCCC4(C)C)C[C@H]23)OC1=O	C19H22O5	InChI=1S/C19H22O5/c1-10-7-14(23-17(10)20)22-9-13-12-8-11-5-4-6-19(2,3)15(11)16(12)24-18(13)21/h7,9,12,14,16H,4-6,8H2,1-3H3/b13-9+/t12-,14-,16+/m1/s1	QXTUQXRFEBHUBA-DYLOANJQSA-N	330.1467238	CHEBI:81466		MMDBc0052118
BASm0006750	7alpha-hydroxypregnenolone	This compound belongs to the family of Gluco/mineralocorticoids, Progestogins and Derivatives. These are steroids whose structure is based on an hydroxylated prostane moiety.			CC(=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C21H32O3	InChI=1S/C21H32O3/c1-12(22)15-4-5-16-19-17(7-9-21(15,16)3)20(2)8-6-14(23)10-13(20)11-18(19)24/h11,14-19,23-24H,4-10H2,1-3H3/t14-,15+,16-,17-,18+,19-,20-,21+/m0/s1	UEWNVBNIVGLQPG-XXHSLLPRSA-N	332.2351449	CHEBI:81467	HMDB0060424	
BASm0006751	3beta,7alpha-dihydroxyandrost-5-en-17-one	7a-Hydroxydehydroepiandrosterone is a major metabolite of dehydroepiandrosterone (DHEA), which is is 7alpha-hydroxylated by the cytochrome P450 7B1 (EC 1.14.13.100, 25-hydroxycholesterol 7alpha-hydroxylase, CYP7B1) in the human brain and liver microsomes. Exposure to the proinflammatory cytokines TNFalpha, IL-1alpha, IL-1beta, and IL-17 increases CYP7B activity in synovial tissue. Increased CYP7B activity leads to higher levels of the DHEA metabolite 7alpha-OH-DHEA in synovial fluid, which may contribute to the maintenance of the chronic inflammation observed in rheumatoid arthritis patients. The glucocorticoid dhydrocorticosterone inhibits the conversion of DHEA to 7a-Hydroxydehydroepiandrosterone. The total levels of 7a-Hydroxydehydroepiandrosterone are increased in serum of patients with Alzheimer's disease. (PMID: 17467270, 15751070, 12667489, 9520908).	53-00-9		C[C@]12CC[C@H](O)CC1=C[C@@H](O)[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12	C19H28O3	InChI=1S/C19H28O3/c1-18-7-5-12(20)9-11(18)10-15(21)17-13-3-4-16(22)19(13,2)8-6-14(17)18/h10,12-15,17,20-21H,3-9H2,1-2H3/t12-,13-,14-,15+,17-,18-,19-/m0/s1	OLPSAOWBSPXZEA-JIEICEMKSA-N	304.2038448	CHEBI:81471	HMDB0004611	
BASm0006752	11beta,17beta-dihydroxyandrost-4-ene-3-one	This compound belongs to the family of Androgens and Derivatives. These are hydroxylated C19 steroid hormones. They are known to favour the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.			C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2O	C19H28O3	InChI=1S/C19H28O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h9,13-17,21-22H,3-8,10H2,1-2H3/t13-,14-,15-,16-,17+,18-,19-/m0/s1	YQDZGFAYWGWSJK-SLMGBJJTSA-N	304.2038448	CHEBI:81481	HMDB0060339	
BASm0006753	isoscopoletin	6-hydroxy-7-methoxy-2h-chromen-2-one is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 6,7-dimethoxy-2h-chromen-2-one. It is generated by cyp1a2, cyp2a6, cyp2c19, and cyp2e1 enzymes via an o-dealkylation reaction. This o-dealkylation occurs in humans.			COc1cc2oc(=O)ccc2cc1O	C10H8O4	InChI=1S/C10H8O4/c1-13-9-5-8-6(4-7(9)11)2-3-10(12)14-8/h2-5,11H,1H3	SYTYLPHCLSSCOJ-UHFFFAOYSA-N	192.0422587	CHEBI:81484	HMDB0132246	
BASm0006754	osthenol	Osthenol is found in angelica. Osthenol is isolated from seeds of Apium graveolens.	484-14-0		CC(C)=CCc1c(O)ccc2ccc(=O)oc12	C14H14O3	InChI=1S/C14H14O3/c1-9(2)3-6-11-12(15)7-4-10-5-8-13(16)17-14(10)11/h3-5,7-8,15H,6H2,1-2H3	RAKJVIPCCGXHHS-UHFFFAOYSA-N	230.0942943	CHEBI:81485	HMDB0034130	
BASm0006755	4-methyl-5-nitrocatechol	A nitrotoluene that is 2-nitrotoluene carrying two hydroxy substituents at positions 4 and 5.		Expected Solid	CC1=CC(O)=C(O)C=C1N(=O)=O	C7H7NO4	InChI=1S/C7H7NO4/c1-4-2-6(9)7(10)3-5(4)8(11)12/h2-3,9-10H,1H3	WLLRAKCRHPMKNA-UHFFFAOYSA-N	169.0375077	CHEBI:81666		MMDBc0032845
BASm0006756	1-naphthaleneacetamide	Plant growth regulator.	86-86-2		NC(=O)CC1=CC=CC2=C1C=CC=C2	C12H11NO	InChI=1S/C12H11NO/c13-12(14)8-10-6-3-5-9-4-1-2-7-11(9)10/h1-7H,8H2,(H2,13,14)	XFNJVKMNNVCYEK-UHFFFAOYSA-N	185.084064	CHEBI:81810	HMDB0032710	
BASm0006757	chlorotoluron		15545-48-9		CN(C)C(O)=NC1=CC(Cl)=C(C)C=C1	C10H13ClN2O	InChI=1S/C10H13ClN2O/c1-7-4-5-8(6-9(7)11)12-10(14)13(2)3/h4-6H,1-3H3,(H,12,14)	JXCGFZXSOMJFOA-UHFFFAOYSA-N	212.0716407	CHEBI:81981		
BASm0006758	dehydrogriseofulvin					C17H15ClO6		ISLYVROQSJYFAZ-KRWDZBQOSA-N	350.0557159	CHEBI:81999		
BASm0006759	fluometuron	Fluometuron is a soil applied herbicide used to control annual grasses and broad-leaved weeds. In the United States it was approved for use on cotton and sugarcane crops in 1974, but since 1986 is only approved for use on cotton. Its mode of action is selective and inhibits photosynthesis.	2164-17-2	Solid	CN(C)C(=O)NC1=CC=CC(=C1)C(F)(F)F	C10H11F3N2O	InChI=1S/C10H11F3N2O/c1-15(2)9(16)14-8-5-3-4-7(6-8)10(11,12)13/h3-6H,1-2H3,(H,14,16)	RZILCCPWPBTYDO-UHFFFAOYSA-N	232.0823476	CHEBI:82012		
BASm0006760	(E,E)-2,4-hexadienal	(E,E)-2,4-Hexadienal is found in fishes. (E,E)-2,4-Hexadienal is a flavouring ingredient. (E,E)-2,4-Hexadienal is present in olives, roasted peanuts, tomato, caviar, fish, and te			[H]\C(C)=C(\[H])/C(/[H])=C(\[H])C=O	C6H8O	InChI=1S/C6H8O/c1-2-3-4-5-6-7/h2-6H,1H3/b3-2+,5-4+	BATOPAZDIZEVQF-MQQKCMAXSA-N	96.05751488	CHEBI:82334	HMDB0034729	
BASm0006761	4-methylpentan-2-one	Methyl isobutyl ketone (MIBK) is an organic solvent. MIBK is among the top ten most popular organic solvents used in industry. MIBK is occasionally found as a volatile component of urine. MIBK in urine is considered as a biological marker of occupational exposure to this solvent. Olfactory perception is significant but adaptation may occur. The typical toxicity effects of MIBK in humans exposed at 50 to 100 ppm are mucous membrane irritation and weak effects on the central nervous system (CNS) such as headache. Visual dysfunction has been reported in workers exposed to a mixture of organic solvents containing MIBK. Memory impairment was detected in clinical observation on a 44-year-old man who had been exposed to MIBK at 100 ppm for more than 10 years. Regarding to the route of absorption, skin penetration of MIBK is substantial. (PMID: 12592578, 17485256, 16464817, 5556886).	108-10-1		CC(C)CC(C)=O	C6H12O	InChI=1S/C6H12O/c1-5(2)4-6(3)7/h5H,4H2,1-3H3	NTIZESTWPVYFNL-UHFFFAOYSA-N	100.088815	CHEBI:82344	HMDB0002939	
BASm0006762	1-chloro-3-nitrobenzene				ClC1=CC(=CC=C1)N(=O)=O	C6H4ClNO2	InChI=1S/C6H4ClNO2/c7-5-2-1-3-6(4-5)8(9)10/h1-4H	KMAQZIILEGKYQZ-UHFFFAOYSA-N	156.9930561	CHEBI:82420	HMDB0243845	
BASm0006763	1,2-dibutyryl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate)	A 1-phosphatidyl-1D-myo-inositol 5-phosphate(3-) arising from deprotonation of the phosphate OH groups of 1,2-dibutyryl-sn-glycero-3-phospho-(1'D-myo-inositol-5'-phosphate); major species at pH 7.3.				C17H29O16P2		NKJZZWLREOAJGO-FBVWBLDGSA-K	551.0947296	CHEBI:82605		
BASm0006764	1,2-dibutyryl-sn-glycero-3-phospho-(1D-myo-inositol)	A 1-phosphatidyl-1D-myo-inositol(1-) that is the conjugate base of 1,2-dibutyryl-sn-glycero-3-phospho-1D-myo-inositol, obtained by deprotonation of the phosphate OH group; major species at pH 7.3.			CCCC(=O)OC[C@H](COP(=O)([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O)OC(=O)CCC	C17H30O13P	InChI=1S/C17H31O13P/c1-3-5-10(18)27-7-9(29-11(19)6-4-2)8-28-31(25,26)30-17-15(23)13(21)12(20)14(22)16(17)24/h9,12-17,20-24H,3-8H2,1-2H3,(H,25,26)/p-1/t9-,12-,13-,14+,15-,16-,17-/m1/s1	SFURGELIJOUFHC-XXEWDYRMSA-M		CHEBI:82606		
BASm0006765					*N[C@@H](CSC)C(*)=O					CHEBI:82612		
BASm0006766					*N[C@@H](Cc1ccc(OP(=O)([O-])[O-])cc1)C(*)=O					CHEBI:82620		
BASm0006767	(15R)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate			Expected Solid	CCCCC[C@H](/C=C/C=C\C/C=C\C/C=C\CCCC(=O)[O-])OO	C20H31O4	InChI=1S/C20H32O4/c1-2-3-13-16-19(24-23)17-14-11-9-7-5-4-6-8-10-12-15-18-20(21)22/h4-5,8-11,14,17,19,23H,2-3,6-7,12-13,15-16,18H2,1H3,(H,21,22)/p-1/t19-/m0/s1	BFWYTORDSFIVKP-IBGZPJMESA-M	335.2227831	CHEBI:82626		MMDBc0049799
BASm0006768	11R-hydroperoxy-(5Z,8Z,12E,14Z)-eicosatetraenoate	11R-HPETE is a hydroperoxyeicosatetraenoic acid eicosanoid derived from arachidonic acid. 11R-HPETE is formed from arachidonic acid in the prostaglandin endoperoxide H synthase-1 cyclooxygenase site. 11R-HPETE has been described in other mammalian tissues (rat, sheep). There are two distinct isozymes of prostaglandin H synthase (PGHS), the key enzyme in prostaglandin biosynthesis; PGHS-1 is generally considered to play a housekeeping role, whereas PGHS-2 has been linked to various pathological processes. Both PGHS isozymes have two catalytic activities; they are a cyclooxygenase activity that converts arachidonic acid (AA) to prostaglandin G2 (PGG2) and a peroxidase activity that catalyzes the transformation of PGG2 to prostaglandin H2. Oxygenase activity is completely abolished in aspirin-treated PGHS-1 (ASA-PGHS-1), whereas aspirin-treated PGHS-2 (ASA-PGHS-2) still catalyzes formation of 11(R)-HPETE. (PMID: 12664566, 15292194, 15964853, 12167656) [HMDB]		Solid	CCCCC/C=C\C=C\[C@@H](C/C=C\C/C=C\CCCC(=O)[O-])OO	C20H32O4	InChI=1S/C20H32O4/c1-2-3-4-5-7-10-13-16-19(24-23)17-14-11-8-6-9-12-15-18-20(21)22/h6-7,9-11,13-14,16,19,23H,2-5,8,12,15,17-18H2,1H3,(H,21,22)/b9-6?,10-7?,14-11?,16-13+/t19-/m0/s1	PCGWZQXAGFGRTQ-BTAHDKLUSA-N	336.2300595	CHEBI:82628	HMDB04696	
BASm0006769	prostaglandin G2	Prostaglandin G2 (PGG2) is synthesized from arachidonic acid on a cyclooxygenase (COX) metabolic pathway as a primary step; the COX biosynthesis of prostaglandin (PG) begins with the highly specific oxygenation of arachidonic acid in the 11R configuration and ends with a 15S oxygenation to form PGG2. ↵The COX site activity that catalyzes the conversion of arachidonic acid to PGG2 is the target for nonsteroidal antiinflammatory drugs (NSAIDs). The peroxidase site activity catalyzes the two-electron reduction of the hydroperoxide bond of PGG2 to yield the corresponding alcohol prostaglandin H2 (PGH2). The formation of a phenoxyl radical on Tyr385 couples the activities of the two sites. The Tyr385 radical is produced via oxidation by compound I, an oxoferryl porphyrin -cation radical, which is generated by reaction of the hemin resting state with PGG2 or other hydroperoxides. The tyrosyl radical homolytically abstracts the 13proS hydrogen atom of arachidonic acid which initiates a radical cascade that ends with the stereoselective formation of PGG2. PGG2 then migrates from the cyclooxygenase (COX) site to the peroxidase (POX) site where it reacts with the hemin group to generate PGH2 and compound I. The heterolytic oxygen-oxygen bond cleavage is assisted by the conserved distal residues His207 and Gln203, mutation of which has been shown to severely impair enzyme activity. Compound I, upon reaction with Tyr385, gives compound II, which in turn is reduced to the hemin resting state by one-electron oxidation of reducing cosubstrates or undergoes reactions that result in enzyme self-inactivation.↵Prostaglandin endoperoxide H synthase (PGHS) 1 is a bifunctional membrane enzyme of the endoplasmic reticulum that converts arachidonic acid into prostaglandin H2 (PGH2), the precursor of all prostaglandins, thromboxanes, and prostacyclins. These lipid mediators are intricately involved in normal physiology, namely, in mitogenesis, fever generation, pain response, lymphocyte chemotaxis, fertility, and contradictory stimuli such as vasoconstriction and vasodilatation, as well as platelet aggregation and quiescence. PGHS is implicated in numerous pathologies, including inflammation, cancers of the colon, lung, and breast, Alzheimer's disease, Parkinson's disease, and numerous cardiovascular diseases including atherosclerosis, thrombosis, myocardial infarction, and stroke. (PMID: 14594816, 16552393, 16411757)↵↵Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs) and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes) and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signaling pathways. [HMDB]	51982-36-6	Solid	CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C/C=C\CCCC(=O)[O-])[C@@H]2C[C@H]1OO2)OO	C20H32O6	InChI=1S/C20H32O6/c1-2-3-6-9-15(24-23)12-13-17-16(18-14-19(17)26-25-18)10-7-4-5-8-11-20(21)22/h4,7,12-13,15-19,23H,2-3,5-6,8-11,14H2,1H3,(H,21,22)/t15-,16+,17+,18-,19+/m0/s1	SGUKUZOVHSFKPH-BRIYLRKRSA-N	368.2198888	CHEBI:82629	HMDB03235	
BASm0006772	N-acetyl-alpha-neuraminosyl-(2->3)-beta-D-galactosyl-(1<->1')-ceramide				*C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O[C@]2(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O2)[C@H]1O)[C@@H](*)O					CHEBI:82643		
BASm0006773					*N[C@@H](CCCC[NH2+]CCCC[NH3+])C(*)=O					CHEBI:82657		
BASm0006774					*N[C@@H](COP(=O)([O-])OC[C@H]1O[C@H](O[C@@H]2[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCS)O[C@H]2n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O)C(*)=O					CHEBI:82683		
BASm0006775	thio-Mo-molybdopterin	An organophosphate oxoanion obtained by deprotonation of the OH group attached to Mo in Mo(VI)(=O)(=S)(OH)-molybdopterin cofactor(3-); major species at pH 7.3.			Nc1nc2c(c(=O)[nH]1)N[C@H]1C3=C(S[Mo-](=O)([O-])(=S)S3)[C@@H](COP(=O)([O-])[O-])O[C@H]1N2	C10H10MoN5O8PS3	InChI=1S/C10H14N5O6PS2.Mo.2O.S/c11-10-14-7-4(8(16)15-10)12-3-6(24)5(23)2(21-9(3)13-7)1-20-22(17,18)19;;;;/h2-3,9,12,23-24H,1H2,(H2,17,18,19)(H4,11,13,14,15,16);;;;/q;+1;;-1;/p-4/t2-,3+,9-;;;;/m1..../s1	QLTSCNIIDNTDKD-BKZHXLINSA-J		CHEBI:82685		
BASm0006776					*N[C@@H](Cc1c[nH]c(CC[C@H]([NH2+]C)C(=O)[O-])n1)C(*)=O					CHEBI:82693		
BASm0006777					*N[C@@H](Cc1c[nH]c(CC[C@@H](C(=O)[O-])[NH+](C)C)n1)C(*)=O					CHEBI:82695		
BASm0006778					*N[C@@H](Cc1c[nH]c(CC[C@@H](C(=O)[O-])[N+](C)(C)C)n1)C(*)=O					CHEBI:82696		
BASm0006779					*N[C@@H](Cc1cn([C@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)c(CC[C@@H](C(N)=O)[N+](C)(C)C)n1)C(*)=O					CHEBI:82697		
BASm0006780	gamma-L-glutamyl-hercynylcysteine S-oxide			Expected Solid	C[N+](C)(C)[C@@H](Cc1c[nH]c(S(=O)C[C@H](NC(=O)CC[C@H]([NH3+])C(=O)[O-])C(=O)[O-])n1)C(=O)[O-]	C17H26N5O8S	InChI=1S/C17H27N5O8S/c1-22(2,3)12(16(28)29)6-9-7-19-17(20-9)31(30)8-11(15(26)27)21-13(23)5-4-10(18)14(24)25/h7,10-12H,4-6,8,18H2,1-3H3,(H4-,19,20,21,23,24,25,26,27,28,29)/p-1/t10-,11-,12-,31?/m0/s1	SJHLSLUUWIBQNS-TYLCEOGASA-M	460.1507576	CHEBI:82703		MMDBc0055998
BASm0006781	S-(hercyn-2-yl)-L-cysteine S-oxide			Expected Solid	C[N+](C)(C)[C@@H](Cc1c[nH]c(S(=O)C[C@H]([NH3+])C(=O)[O-])n1)C(=O)[O-]	C12H20N4O5S	InChI=1S/C12H20N4O5S/c1-16(2,3)9(11(19)20)4-7-5-14-12(15-7)22(21)6-8(13)10(17)18/h5,8-9H,4,6,13H2,1-3H3,(H2-,14,15,17,18,19,20)/t8-,9-,22?/m0/s1	CSTNDZVKJNPMIG-PTZMPWRZSA-N	332.1154409	CHEBI:82706		MMDBc0056298
BASm0006783	L-alanin-3-yl L-histidin-5-yl sulfoxide	An L-alpha-amino acid zwitterion formed from S-(5-histidyl)cysteine sulfoxide by transfer of protons from the two carboxy to the two amino grousp; major species at pH 7.3.			[NH3+][C@@H](Cc1nc[nH]c1S(=O)C[C@H]([NH3+])C(=O)[O-])C(=O)[O-]	C9H14N4O5S	InChI=1S/C9H14N4O5S/c10-4(8(14)15)1-6-7(13-3-12-6)19(18)2-5(11)9(16)17/h3-5H,1-2,10-11H2,(H,12,13)(H,14,15)(H,16,17)/t4-,5-,19?/m0/s1	CHVJBWUZNCGHCS-VCNVLXLASA-N		CHEBI:82728		
BASm0006784					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCC(=O)OC)C(*)=O					CHEBI:82735		
BASm0006785					*O[C@H]1[C@@H](O)[C@H](n2cc(C[NH2+]C)c(=O)[nH]c2=[Se])O[C@@H]1COP(*)(=O)[O-]					CHEBI:82743		
BASm0006786	an aliphatic aldoxime				*C=NO					CHEBI:82744		
BASm0006787					*O[C@H]1[C@@H](O)[C@H](n2ccc(N)nc2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:82748		
BASm0006788	cholesteryl octadecanoate	cholest-5-en-3beta-yl octadecanoate, also known as Cholest-5-en-3-b-yl stearic acid or 3beta-Octadecanoyloxycholest-5-ene, is classified as a member of the Cholesteryl esters. Cholesteryl esters are compounds containing an esterified cholestane moiety. cholest-5-en-3beta-yl octadecanoate is considered to be practically insoluble (in water) and basic.  cholest-5-en-3beta-yl octadecanoate is a sterol lipid molecule	35602-69-8		[H][C@@](C)(CCCC(C)C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC=C4C[C@]([H])(CC[C@]4(C)[C@@]3([H])CC[C@]12C)OC(=O)CCCCCCCCCCCCCCCCC	C45H80O2	InChI=1S/C45H80O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25-43(46)47-38-30-32-44(5)37(34-38)26-27-39-41-29-28-40(36(4)24-22-23-35(2)3)45(41,6)33-31-42(39)44/h26,35-36,38-42H,7-25,27-34H2,1-6H3/t36-,38+,39+,40-,41+,42+,44+,45-/m1/s1	XHRPOTDGOASDJS-XNTGVSEISA-N	652.6158318	CHEBI:82750	HMDB0062461	
BASm0006789	cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate	CE(20:4(5Z,8Z,11Z,14Z)) is a cholesterol fatty acid ester or simply a cholesterol ester (CE). Cholesterol esters are cholesterol molecules with long-chain fatty acids linked to the hydroxyl group. They are much less polar than free cholesterol and appear to be the preferred form for transport in plasma and for storage. Cholesterol esters do not contribute to membranes but are packed into intracellular lipid particles or lipoprotein particles. Because of the mechanism of synthesis, plasma cholesterol esters tend to contain relatively high proportions of C18 fatty acids. Cholesterol esters are major constituents of the adrenal glands and they also accumulate in the fatty lesions of atherosclerotic plaques. Cholesterol esters are also major constituents of the lipoprotein particles carried in blood (HDL, LDL, VLDL). The cholesterol esters in high-density lipoproteins (HDL) are synthesized largely by transfer of fatty acids to cholesterol from position sn-2 (or C-2) of phosphatidylcholine catalyzed by the enzyme lecithin cholesterol acyl transferase (LCAT). The enzyme also promotes the transfer of cholesterol from cells to HDL. As cholesterol esters accumulate in the lipoprotein core, cholesterol is removed from its surface thus promoting the flow of cholesterol from cell membranes into HDL. This in turn leads to morphological changes in HDL, which grow and become spherical. Subsequently, cholesterol esters are transferred to the other lipoprotein fractions LDL and VLDL, a reaction catalyzed by cholesteryl ester transfer protein. Another enzyme, acyl-CoA:cholesterol acyltransferase (ACAT) synthesizes cholesterol esters from CoA esters of fatty acids and cholesterol. Cholesterol ester hydrolases liberate cholesterol and free fatty acids when required for membrane and lipoprotein formation, and they also provide cholesterol for hormone synthesis in adrenal cells.	604-34-2		CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)O[C@H]1CC[C@@]2(C)C(=CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)CCCC(C)C)[C@@]4(C)CC[C@]23[H])C1	C47H76O2	InChI=1S/C47H76O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-27-45(48)49-40-32-34-46(5)39(36-40)28-29-41-43-31-30-42(38(4)26-24-25-37(2)3)47(43,6)35-33-44(41)46/h11-12,14-15,17-18,20-21,28,37-38,40-44H,7-10,13,16,19,22-27,29-36H2,1-6H3/b12-11-,15-14-,18-17-,21-20-/t38-,40+,41+,42-,43+,44+,46+,47-/m1/s1	IMXSFYNMSOULQS-BEDFLICRSA-N	672.5845317	CHEBI:82751	HMDB0006726	
BASm0006790	2-hydroxy-5-methyl-1-naphthoate			Expected Solid	CC1=C2C=CC([O-])=C(C(O)=O)C2=CC=C1	C12H9O3	InChI=1S/C12H10O3/c1-7-3-2-4-9-8(7)5-6-10(13)11(9)12(14)15/h2-6,13H,1H3,(H,14,15)/p-1	KKMAZNUSFFWQQY-UHFFFAOYSA-M	201.0557177	CHEBI:82757		MMDBc0055237
BASm0006791	(S)-3-acetyloctanal				CCCCC[C@@H](CC=O)C(C)=O	C10H18O2	InChI=1S/C10H18O2/c1-3-4-5-6-10(7-8-11)9(2)12/h8,10H,3-7H2,1-2H3/t10-/m0/s1	BMGJNRYEOPZWHH-JTQLQIEISA-N	170.1306798	CHEBI:82759		MMDBc0050854
BASm0006792					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)[C@@H](C)CC)C(*)=O					CHEBI:82764		
BASm0006793	1,2-dioctanoyl-sn-glycero-3-diphosphate				CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OP(=O)([O-])[O-])OC(=O)CCCCCCC	C19H35O11P2	0	MBDSUZSCJLRKPC-QGZVFWFLSA-K	501.1671067	CHEBI:82765		MMDBc0057170
BASm0006794	2-O-(alpha-D-glucopyranosyl)glycerol			Expected Solid	OCC(CO)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C9H18O8	InChI=1S/C9H18O8/c10-1-4(2-11)16-9-8(15)7(14)6(13)5(3-12)17-9/h4-15H,1-3H2/t5-,6-,7+,8-,9+/m1/s1	AQTKXCPRNZDOJU-ZEBDFXRSSA-N	254.1001675	CHEBI:82766		MMDBc0055261
BASm0006795	4-(beta-D-ribofuranosyl)phenol 5'-phosphate			Expected Solid	O=P([O-])([O-])OC[C@H]1O[C@@H](c2ccc(O)cc2)[C@H](O)[C@@H]1O	C11H13O8P	InChI=1S/C11H15O8P/c12-7-3-1-6(2-4-7)11-10(14)9(13)8(19-11)5-18-20(15,16)17/h1-4,8-14H,5H2,(H2,15,16,17)/p-2/t8-,9-,10-,11+/m1/s1	PXLPZQRJCCAXJV-DBIOUOCHSA-L	304.0359015	CHEBI:82767		MMDBc0055455
BASm0006796	caldopentamine			Expected Solid	NCCC[NH2+]CCC[NH2+]CCC[NH2+]CCC[NH3+]	C12H31N5	InChI=1S/C12H31N5/c13-5-1-7-15-9-3-11-17-12-4-10-16-8-2-6-14/h15-17H,1-14H2	BELZJFWUNQWBES-UHFFFAOYSA-N	245.257946	CHEBI:82769		MMDBc0003415
BASm0006797	N(4)-aminopropylspermidine	An organic cation obtained by protonation of the four amino groups of N(4)-aminopropylspermidine.			[NH3+]CCCC[NH+](CCC[NH3+])CCC[NH3+]	C10H30N4	InChI=1S/C10H26N4/c11-5-1-2-8-14(9-3-6-12)10-4-7-13/h1-13H2/p+4	CAARYRKDWMNHCB-UHFFFAOYSA-R		CHEBI:82770		
BASm0006798	N(4)-bis(aminopropyl)spermidine				[NH3+]CCCC[N+](CCC[NH3+])(CCC[NH3+])CCC[NH3+]	C13H38N5	InChI=1S/C13H34N5/c14-6-1-2-10-18(11-3-7-15,12-4-8-16)13-5-9-17/h1-17H2/q+1/p+4	FMTAVYOBEGHWPT-UHFFFAOYSA-R	264.3099783	CHEBI:82771		MMDBc0056184
BASm0006799	N(4)-aminopropylspermine	An organic cation obtained by protonation of the five amino groups of N(4)-aminopropylspermine.				C13H38N5		UAGCUQRCYLGHHF-UHFFFAOYSA-S	264.3099783	CHEBI:82772		
BASm0006800	(R)-3-phosphomevalonate			Expected Solid	C[C@@](CCO)(CC([O-])=O)OP([O-])([O-])=O	C6H10O7P	InChI=1S/C6H13O7P/c1-6(2-3-7,4-5(8)9)13-14(10,11)12/h7H,2-4H2,1H3,(H,8,9)(H2,10,11,12)/p-3/t6-/m1/s1	VWCNCYQNEAUWMQ-ZCFIWIBFSA-K	225.0180604	CHEBI:82773		MMDBc0055037
BASm0006801	(R)-3,5-bisphosphomevalonate			Expected Solid	C[C@@](CCOP([O-])([O-])=O)(CC([O-])=O)OP([O-])([O-])=O	C6H9O10P2	InChI=1S/C6H14O10P2/c1-6(4-5(7)8,16-18(12,13)14)2-3-15-17(9,10)11/h2-4H2,1H3,(H,7,8)(H2,9,10,11)(H2,12,13,14)/p-5/t6-/m1/s1	DKXZSGIZFNWMLJ-ZCFIWIBFSA-I	302.9698384	CHEBI:82774		MMDBc0055038
BASm0006802	5'-deoxyinosine			Expected Solid	C[C@H]1O[C@@H](n2cnc3c(O)ncnc32)[C@H](O)[C@@H]1O	C10H12N4O4	InChI=1S/C10H12N4O4/c1-4-6(15)7(16)10(18-4)14-3-13-5-8(14)11-2-12-9(5)17/h2-4,6-7,10,15-16H,1H3,(H,11,12,17)/t4-,6-,7-,10-/m1/s1	IPJDTNIZLKTLEU-KQYNXXCUSA-N	252.0858549	CHEBI:82775		MMDBc0055588
BASm0006803					*N[C@@H](CCC(=O)OC)C(*)=O					CHEBI:82795		
BASm0006804	cembrene C			Expected Solid	CC(C)=C1C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC1	C20H32	InChI=1S/C20H32/c1-16(2)20-14-12-18(4)10-6-8-17(3)9-7-11-19(5)13-15-20/h8,11-12H,6-7,9-10,13-15H2,1-5H3/b17-8+,18-12+,19-11+	SHVZFTWRFOQOFU-GDVLXBNMSA-N	272.250401	CHEBI:82798		MMDBc0055792
BASm0006805	(R)-nephthenol			Expected Solid	C/C1=C\CC/C(C)=C/C[C@H](C(C)(C)O)CC/C(C)=C/CC1	C20H34O	InChI=1S/C20H34O/c1-16-8-6-10-17(2)12-14-19(20(4,5)21)15-13-18(3)11-7-9-16/h8,11-12,19,21H,6-7,9-10,13-15H2,1-5H3/b16-8+,17-12+,18-11+/t19-/m0/s1	ZJWQYSDAWSDJRA-QPHFJTKNSA-N	290.2609657	CHEBI:82799		MMDBc0055047
BASm0006806	(R)-cembrene A			Expected Solid	C=C(C)[C@H]1C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC1	C20H32	InChI=1S/C20H32/c1-16(2)20-14-12-18(4)10-6-8-17(3)9-7-11-19(5)13-15-20/h8,11-12,20H,1,6-7,9-10,13-15H2,2-5H3/b17-8+,18-12+,19-11+/t20-/m0/s1	VWSPQDDPRITBAM-KPGNMOGWSA-N	272.250401	CHEBI:82800		MMDBc0054093
BASm0006807	(1S,4E,8E,12E)-2,2,5,9,13-pentamethylcyclopentadeca-4,8,12-trien-1-ol			Expected Solid	C/C1=C\CC/C(C)=C/CC(C)(C)[C@@H](O)CC/C(C)=C/CC1	C20H34O	InChI=1S/C20H34O/c1-16-8-6-10-17(2)12-13-19(21)20(4,5)15-14-18(3)11-7-9-16/h9-10,14,19,21H,6-8,11-13,15H2,1-5H3/b16-9+,17-10+,18-14+/t19-/m0/s1	BAHYVRQOLFYWAA-CRVSJLGISA-N	290.2609657	CHEBI:82801		MMDBc0054778
BASm0006808	N-hexadecanoylhexadecasphinganine	An N-acylhexadecasphinganine in which the acyl group is specified as palmitoyl (hexadecanoyl).			CCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCC	C32H65NO3	InChI=1S/C32H65NO3/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-32(36)33-30(29-34)31(35)27-25-23-21-19-17-14-12-10-8-6-4-2/h30-31,34-35H,3-29H2,1-2H3,(H,33,36)/t30-,31+/m0/s1	GFUGOEQVSHGJMI-IOWSJCHKSA-N		CHEBI:82810		
BASm0006809	N-octadecanoylhexadecasphinganine	An N-acylhexadecasphinganine in which the acyl group is specified as stearoyl (octadecanoyl).			CCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCC	C34H69NO3	InChI=1S/C34H69NO3/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-34(38)35-32(31-36)33(37)29-27-25-23-21-19-14-12-10-8-6-4-2/h32-33,36-37H,3-31H2,1-2H3,(H,35,38)/t32-,33+/m0/s1	LNDIPJDWEYOMHO-JHOUSYSJSA-N		CHEBI:82811		
BASm0006810	3-(methylsulfanyl)propanoyl-CoA			Expected Solid	CSCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C25H38N7O17P3S2	InChI=1S/C25H42N7O17P3S2/c1-25(2,20(36)23(37)28-6-4-15(33)27-7-9-54-16(34)5-8-53-3)11-46-52(43,44)49-51(41,42)45-10-14-19(48-50(38,39)40)18(35)24(47-14)32-13-31-17-21(26)29-12-30-22(17)32/h12-14,18-20,24,35-36H,4-11H2,1-3H3,(H,27,33)(H,28,37)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/p-4/t14-,18-,19-,20+,24-/m1/s1	SIEFLYWJLBNLAM-CITAKDKDSA-J	865.1000405	CHEBI:82815		MMDBc0055332
BASm0006811	oleanolic aldehyde	Oleanolic aldehyde is found in common grape. Oleanolic aldehyde is found in grapes and olive	17020-22-3		CC1(C)CC[C@]2(C=O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2C1	C30H48O2	InChI=1S/C30H48O2/c1-25(2)14-16-30(19-31)17-15-28(6)20(21(30)18-25)8-9-23-27(5)12-11-24(32)26(3,4)22(27)10-13-29(23,28)7/h8,19,21-24,32H,9-18H2,1-7H3	STHRNDDZYFUIDO-UHFFFAOYSA-N	440.3654308	CHEBI:82827	HMDB0034511	
BASm0006812	oleanolate				CC1(C)CC[C@]2(C(=O)[O-])CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2C1	C30H48O3	InChI=1S/C30H48O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,23-,27-,28+,29+,30-/m0/s1	MIJYXULNPSFWEK-GTOFXWBISA-N		CHEBI:82828		
BASm0006813					*O[C@H]1[C@@H](O)[C@H](n2cc(C[NH3+])c3c(=O)[nH]c(N)nc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:82833		
BASm0006814	N-octanoylsphinganine	A dihydroceramide in which the N-acyl group is specified as octanoyl.			CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(=O)CCCCCCC	C26H53NO3	InChI=1S/C26H53NO3/c1-3-5-7-9-10-11-12-13-14-15-16-18-19-21-25(29)24(23-28)27-26(30)22-20-17-8-6-4-2/h24-25,28-29H,3-23H2,1-2H3,(H,27,30)/t24-,25+/m0/s1	LGOFBZUQIUVJFS-LOSJGSFVSA-N		CHEBI:82841		
BASm0006815	N-octanoyl-4-hydroxysphinganine				CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](CO)NC(=O)CCCCCCC	C26H53NO4	0	XQNJLWJVISBYSS-UHFFFAOYSA-N	443.3974592	CHEBI:82842		MMDBc0060440
BASm0006816					*O[C@H]1[C@@H](O)[C@H](n2cc(C#N)c3c(=O)[nH]c(N)nc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:82850		
BASm0006817					*O[C@H]1[C@@H](O)[C@H](N2C=NC3C(=O)N=CN=C32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:82852		
BASm0006818	(24S)-24-hydroxycholesterol ester				*C(=O)O[C@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4CC[C@H]([C@H](C)CCCC(C)(C)O)[C@@]4(C)CC[C@@H]32)C1					CHEBI:82869		
BASm0006819	(24S)-hydroxycholesterol 3-linoleoate	A sterol ester that is the 3-linoleoyl derivative of (24S)-24-hydroxycholesterol.			CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4CC[C@H]([C@H](C)CC[C@H](O)C(C)C)[C@@]4(C)CC[C@@H]32)C1	C45H76O3	InChI=1S/C45H76O3/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-43(47)48-37-29-31-44(5)36(33-37)24-25-38-40-27-26-39(45(40,6)32-30-41(38)44)35(4)23-28-42(46)34(2)3/h11-12,14-15,24,34-35,37-42,46H,7-10,13,16-23,25-33H2,1-6H3/b12-11-,15-14-/t35-,37+,38+,39-,40+,41+,42+,44+,45-/m1/s1	MATQTXQZPPLBEJ-KTBYLDBTSA-N		CHEBI:82875		
BASm0006820	N-acylhexadecasphinganine				[1*]C(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCC					CHEBI:82881		
BASm0006821					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(*)(=O)[O-]					CHEBI:82883		
BASm0006822	(R)-miconazole			Expected Solid	Clc1ccc(CO[C@@H](Cn2ccnc2)c2ccc(Cl)cc2Cl)c(Cl)c1	C18H14Cl4N2O	InChI=1S/C18H14Cl4N2O/c19-13-2-1-12(16(21)7-13)10-25-18(9-24-6-5-23-11-24)15-4-3-14(20)8-17(15)22/h1-8,11,18H,9-10H2/t18-/m0/s1	BYBLEWFAAKGYCD-SFHVURJKSA-N	413.9860239	CHEBI:82894		MMDBc0054097
BASm0006823	(S)-miconazole			Expected Solid	[H][C@](CN1C=CN=C1)(OCC1=C(Cl)C=C(Cl)C=C1)C1=C(Cl)C=C(Cl)C=C1	C18H14Cl4N2O	InChI=1S/C18H14Cl4N2O/c19-13-2-1-12(16(21)7-13)10-25-18(9-24-6-5-23-11-24)15-4-3-14(20)8-17(15)22/h1-8,11,18H,9-10H2/t18-/m1/s1	BYBLEWFAAKGYCD-GOSISDBHSA-N	413.9860239	CHEBI:82897		MMDBc0055073
BASm0006824	isatinate			Expected Solid	NC1=CC=CC=C1C(=O)C([O-])=O	C8H6NO3	InChI=1S/C8H7NO3/c9-6-4-2-1-3-5(6)7(10)8(11)12/h1-4H,9H2,(H,11,12)/p-1	MQMWPBBDMIYYMI-UHFFFAOYSA-M	164.0353166	CHEBI:82904		MMDBc0056040
BASm0006825	indole-3-propanoate			Expected Solid	[O-]C(=O)CCC1=CNC2=CC=CC=C12	C11H10NO2	InChI=1S/C11H11NO2/c13-11(14)6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6H2,(H,13,14)/p-1	GOLXRNDWAUTYKT-UHFFFAOYSA-M	188.0717021	CHEBI:82916		MMDBc0055325
BASm0006827	1,2-dioctadecanoyl-sn-glycero-3-phosphate	Distearoyl phosphatidate is a member of the chemical class known as Fatty Acid Esters. These are carboxylic ester derivatives of a fatty acid. Phosphatidates are precursors for many phosphoglycerides found in animals, plants and microbes including  L-1-phosphatidylserine, L-1-phosphatidyl-ethanolamine, and cardiolipin.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP([O-])([O-])=O)OC(=O)CCCCCCCCCCCCCCCCC	C39H75O8P	InChI=1S/C39H77O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h37H,3-36H2,1-2H3,(H2,42,43,44)/p-2/t37-/m1/s1	YFWHNAWEOZTIPI-DIPNUNPCSA-L	702.5199559	CHEBI:82921		MMDBc0030157
BASm0006828	1,2-di-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate	PA(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of docosahexaenoic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)OC[C@H](COP(=O)([O-])[O-])OC(=O)CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC	C47H69O8P	InChI=1S/C47H69O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-46(48)53-43-45(44-54-56(50,51)52)55-47(49)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5-8,11-14,17-20,23-26,29-32,35-38,45H,3-4,9-10,15-16,21-22,27-28,33-34,39-44H2,1-2H3,(H2,50,51,52)/b7-5-,8-6-,13-11-,14-12-,19-17-,20-18-,25-23-,26-24-,31-29-,32-30-,37-35-,38-36-/t45-/m1/s1	YUDIFVLBAGUYSQ-LKFRDWELSA-N	792.4730062	CHEBI:82924	HMDB0115425	
BASm0006829	1,2-di-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycerol	DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0), in particular, consists of two chains of docosahexaenoic acid at the C-1 and C-2 positions. The docosahexaenoic acid moieties are derived from fish oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)OC[C@H](CO)OC(=O)CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC	C47H68O5	InChI=1S/C47H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-46(49)51-44-45(43-48)52-47(50)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5-8,11-14,17-20,23-26,29-32,35-38,45,48H,3-4,9-10,15-16,21-22,27-28,33-34,39-44H2,1-2H3/b7-5-,8-6-,13-11-,14-12-,19-17-,20-18-,25-23-,26-24-,31-29-,32-30-,37-35-,38-36-/t45-/m0/s1	XIAZEYRSKHAPND-CYDJSWNTSA-N	712.5066753	CHEBI:82925	HMDB0007788	
BASm0006830	1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycerol	DG(16:0/18:2(9Z,12Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(16:0/18:2(9Z,12Z)/0:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the linoleic acid moiety is derived from seed oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.	51621-26-2		CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@@H](CO)COC(=O)CCCCCCCCCCCCCCC	C37H68O5	InChI=1S/C37H68O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h11,13,17-18,35,38H,3-10,12,14-16,19-34H2,1-2H3/b13-11-,18-17-/t35-/m0/s1	SVXWJFFKLMLOHO-YAIZGCQRSA-N	592.5066753	CHEBI:82927	HMDB0007103	
BASm0006831	1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate	PA(16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])[O-]	C41H69O8P	InChI=1S/C41H69O8P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-41(43)49-39(38-48-50(44,45)46)37-47-40(42)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h5,7,11,13,17-18,20-21,24,26,30,32,39H,3-4,6,8-10,12,14-16,19,22-23,25,27-29,31,33-38H2,1-2H3,(H2,44,45,46)/b7-5-,13-11-,18-17-,21-20-,26-24-,32-30-/t39-/m1/s1	NXXSEGVRTTVEEI-QPKMWZFCSA-N	720.4730062	CHEBI:82928	HMDB0114849	
BASm0006832	1,2-dihexadecanoyl-sn-glycerol	DG(16:0/16:0/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(16:0/16:0/0:0), in particular, consists of two chains of palmitic acid at the C-1 and C-2 positions. The palmitic acid moieties are derived from fish oils, milk fats, vegetable oils and animal fats. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			CCCCCCCCCCCCCCCC(=O)OC[C@H](CO)OC(=O)CCCCCCCCCCCCCCC	C35H68O5	InChI=1S/C35H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-32-33(31-36)40-35(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33,36H,3-32H2,1-2H3/t33-/m0/s1	JEJLGIQLPYYGEE-XIFFEERXSA-N	568.5066753	CHEBI:82929	HMDB0007098	
BASm0006833					*O[C@H]1[C@@H](O)[C@H](n2ccc(=O)n(CC[C@H]([NH3+])C(=O)[O-])c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:82930		
BASm0006836	1-hexadecanoyl-2-eicosanoyl-sn-glycero-3-phosphocholine	PC(16:0/20:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/20:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of arachidic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the arachidic acid moiety is derived from peanut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			CCCCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C	C44H88NO8P	InChI=1S/C44H88NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h42H,6-41H2,1-5H3/t42-/m1/s1	HVPURDWMANOTFO-HUESYALOSA-N	789.6247553	CHEBI:82943	HMDB0007977	
BASm0006838	1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycerol	DG(16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the docosahexaenoic acid moiety is derived from fish oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O[C@@H](CO)COC(=O)CCCCCCCCCCCCCCC	C41H68O5	InChI=1S/C41H68O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h5,7,11,13,17-18,20-21,24,26,30,32,39,42H,3-4,6,8-10,12,14-16,19,22-23,25,27-29,31,33-38H2,1-2H3/b7-5-,13-11-,18-17-,21-20-,26-24-,32-30-/t39-/m0/s1	BXVYQJJBMVVALQ-VVSMSMGFSA-N	640.5066753	CHEBI:82949	HMDB0007121	
BASm0006841	1-(3-O-sulfo-beta-D-galactosyl)-ceramide				*C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](OS(=O)(=O)[O-])[C@H]1O)[C@@H](*)O					CHEBI:82953		
BASm0006842	N-hexanoylsphing-4-enine 1-phosphate	A ceramide 1-phosphate(2-) in which the ceramide N-acyl group is specified as hexanoyl; major species at pH 7.3.				C24H46NO6P		UHXNGRCUFWVQPN-QFWQFVLDSA-L	475.3073724	CHEBI:82959		
BASm0006843	17beta-estradiol 17-O-(beta-D-glucuronate)					C24H31O8		MTKNDAQYHASLID-QXYWQCSFSA-M	447.2024415	CHEBI:82961		
BASm0006844	glycodeoxycholate	Deoxycholic acid glycine conjugate, or or Deoxyglycocholic acid or Deoxygcholylglycine is a bile salt formed in the liver by conjugation of deoxycholate with glycine. It usually exists as the sodium salt. Deoxygcholylglycine is a secondary bile acid produced by the action of enzymes existing in the microbial flora of the colonic environment. In hepatocytes, both primary and secondary bile acids undergo amino acid conjugation at the C-24 carboxylic acid on the side chain, and almost all bile acids in the bile duct therefore exist in a glycine conjugated form (PMID: 16949895). As a bile acid Deoxyglycocholic acid acts as a detergent to solubilize fats for absorption and is itself absorbed. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, and depends only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine, and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH, and consequently require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135). Deoxyglycocholic acid is used as a cholagogue and choleretic.	360-65-6	Solid		C26H42NO5		WVULKSPCQVQLCU-BUXLTGKBSA-M	448.306847	CHEBI:82982	HMDB0000631	
BASm0006845	1-(9Z-octadecenoyl)-2-acyl-sn-3-glycerol				*C(=O)O[C@@H](CO)COC(=O)CCCCCCC/C=C\CCCCCCCC					CHEBI:82983		
BASm0006846	(9Z,12Z)-octadecadienamide	Linoleamide, also known as 9,12-Octadecadienamide or Linoleic acid amide, is classified as a member of the Fatty amides. Fatty amides are carboxylic acid amide derivatives of fatty acids, that are formed from a fatty acid and an amine. Linoleamide is considered to be practically insoluble (in water) and relatively neutral.  Linoleamide is a fatty amide lipid molecule	3072-13-7		[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CCCCCCCC(O)=N	C18H33NO	InChI=1S/C18H33NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H2,19,20)/b7-6-,10-9-	SFIHQZFZMWZOJV-HZJYTTRNSA-N	279.2562147	CHEBI:82984	HMDB0062656	
BASm0006847	decyl sulfate				CCCCCCCCCCOS([O-])(=O)=O	C10H21O4S	InChI=1S/C10H22O4S/c1-2-3-4-5-6-7-8-9-10-14-15(11,12)13/h2-10H2,1H3,(H,11,12,13)/p-1	CSMFSDCPJHNZRY-UHFFFAOYSA-M	237.1166039	CHEBI:83020		
BASm0006848	octyl sulfate				CCCCCCCCOS([O-])(=O)=O	C8H17O4S	InChI=1S/C8H18O4S/c1-2-3-4-5-6-7-8-12-13(9,10)11/h2-8H2,1H3,(H,9,10,11)/p-1	UZZYXUGECOQHPU-UHFFFAOYSA-M	209.0847547	CHEBI:83021		
BASm0006849	2alpha,17beta-dihydroxyandrost-4-en-3-one				C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)[C@H](O)C[C@@]43C)[C@@H]1CC[C@@H]2O	C19H28O3	InChI=1S/C19H28O3/c1-18-8-7-14-12(13(18)5-6-17(18)22)4-3-11-9-15(20)16(21)10-19(11,14)2/h9,12-14,16-17,21-22H,3-8,10H2,1-2H3/t12-,13-,14-,16?,17?,18-,19-/m0/s1	ZOIPFFUVGMVQGE-HKJSDZOUSA-N	304.2038448	CHEBI:83025	HMDB0155965	
BASm0006850	16beta,17beta-dihydroxyandrost-4-en-3-one				C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1C[C@H](O)[C@@H]2O	C19H28O3	InChI=1S/C19H28O3/c1-18-7-5-12(20)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(21)17(19)22/h9,13-17,21-22H,3-8,10H2,1-2H3/t13-,14+,15+,16?,17?,18+,19+/m1/s1	YMCWOAZGWMZGQT-PZDNWOKDSA-N	304.2038448	CHEBI:83027	HMDB0155962	
BASm0006851					*[C@@H]1O[C@H](COP(*)(=O)[O-])[C@@H](OP(=O)([O-])[O-])[C@H]1O					CHEBI:83062		
BASm0006852					*[C@@H]1O[C@H](COP(*)(=O)[O-])[C@H]2OP(=O)([O-])O[C@H]21					CHEBI:83064		
BASm0006853					*[C@@H]1O[C@H](COP(*)(=O)[O-])[C@@H](OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(N)nc3=O)[C@H](O)[C@@H]2OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(N)nc3=O)[C@H](O)[C@@H]2O)[C@H]1O					CHEBI:83069		
BASm0006854					*[C@@H]1O[C@H](COP(*)(=O)[O-])[C@@H](OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(N)nc3=O)[C@H](O)[C@@H]2OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(N)nc3=O)[C@H](O)[C@@H]2OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)[C@H]1O					CHEBI:83071		
BASm0006855	(R)-lipoate	Lipoic acid is a vitamin-like antioxidant that acts as a free-radical scavenger. Alpha-lipoic acid is also known as thioctic acid. It is a naturally occurring compound that is synthesized by both plants and animals. Lipoic acid contains two thiol groups which may be either oxidized or reduced. The reduced form is known as dihydrolipoic acid (DHLA). Lipoic acid (Delta E= -0.288) is therefore capable of thiol-disulfide exchange, giving it antioxidant activity. Lipoate is a critical cofactor for aerobic metabolism, participating in the transfer of acyl or methylamine groups via the 2-Oxoacid dehydrogenase (2-OADH) or alpha-ketoglutarate dehydrogenase complex. This enzyme catalyzes the conversion of alpha-ketoglutarate to succinyl CoA. This activity results in the catabolism of the branched chain amino acids (leucine, isoleucine and valine). Lipoic acid also participates in the glycine cleavage system(GCV). The glycine cleavage system is a multi-enzyme complex that catalyzes the oxidation of glycine to form 5,10 methylene tetrahydrofolate, an important cofactor in nucleic acid synthesis. Since Lipoic acid is an essential cofactor for many enzyme complexes, it is essential for aerobic life as we know it. This system is used by many organisms and plays a crucial role in the photosynthetic carbon cycle. Lipoic acid was first postulated to be an effective antioxidant when it was found it prevented vitamin C and vitamin E deficiency. It is able to scavenge reactive oxygen species and reduce other metabolites, such as glutathione or vitamins, maintaining a healthy cellular redox state. Lipoic acid has been shown in cell culture experiments to increase cellular uptake of glucose by recruiting the glucose transporter GLUT4 to the cell membrane, suggesting its use in diabetes. Studies of rat aging have suggested that the use of L-carnitine and lipoic acid results in improved memory performance and delayed structural mitochondrial decay. As a result, it may be helpful for people with Alzheimer's disease or Parkinson's disease. -- Wikipedia.	1200-22-2	Expected Solid	O=C([O-])CCCC[C@@H]1CCSS1	C8H14O2S2	InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)/t7-/m1/s1	AGBQKNBQESQNJD-SSDOTTSWSA-N	206.0435211	CHEBI:83088	HMDB0001451	MMDBc0000197
BASm0006856	(R)-lipoyl-5'-AMP	A lipoyl-AMP(1-) obtained by deprotonation of the phosphate OH group of (R)-lipoyl-AMP; major species at pH 7.3.			Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OC(=O)CCCC[C@@H]2CCSS2)[C@@H](O)[C@H]1O	C18H25N5O8PS2	InChI=1S/C18H26N5O8PS2/c19-16-13-17(21-8-20-16)23(9-22-13)18-15(26)14(25)11(30-18)7-29-32(27,28)31-12(24)4-2-1-3-10-5-6-33-34-10/h8-11,14-15,18,25-26H,1-7H2,(H,27,28)(H2,19,20,21)/p-1/t10-,11-,14-,15-,18-/m1/s1	QWEGOCJRZOKSOE-ADUAKINBSA-M		CHEBI:83091		
BASm0006857	(R)-dihydrolipoate	A dihydrolipoate that is the conjugate base of (R)-dihydrolipoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.			O=C([O-])CCCC[C@@H](S)CCS	C8H15O2S2	InChI=1S/C8H16O2S2/c9-8(10)4-2-1-3-7(12)5-6-11/h7,11-12H,1-6H2,(H,9,10)/p-1/t7-/m1/s1	IZFHEQBZOYJLPK-SSDOTTSWSA-M		CHEBI:83093		
BASm0006858	(R)-lipoamide	Preservative. Prevents late blowing in semi-hard cheeses due to Clostridium tyrobutyricum. Lysozyme is part of the innate immune system. Children fed infant formula lack lysozyme in their diet and have three times the rate of diarrheal disease.[citation needed] Since lysozyme is a natural form of protection from pathogens like Salmonella, E.coli and Pseudomonas, when it is deficient due to infant formula feeding, can lead to increased incidence of disease.; Whereas the skin is a protective barrier due to its dryness and acidity, the conjunctiva (membrane covering the eye) is instead protected by secreted enzymes, mainly lysozyme and defensin. However, when these protective barriers fail, conjunctivitis results. Lysozyme is found in garden onion, papaya, and soft-necked garlic.			NC(=O)CCCC[C@@H]1CCSS1	C8H15NOS2	InChI=1S/C8H15NOS2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H2,9,10)/t7-/m1/s1	FCCDDURTIIUXBY-SSDOTTSWSA-N	205.0595065	CHEBI:83094	HMDB0304823	
BASm0006859	(R)-S(6)-acetyldihydrolipoamide				CC(=O)S[C@@H](CCS)CCCCC(N)=O	C10H19NO2S2	InChI=1S/C10H19NO2S2/c1-8(12)15-9(6-7-14)4-2-3-5-10(11)13/h9,14H,2-7H2,1H3,(H2,11,13)	ARGXEXVCHMNAQU-UHFFFAOYSA-N		CHEBI:83096		
BASm0006860					*N[C@@H](CCCCNC(=O)CCCC[C@@H]1CCSS1)C(*)=O					CHEBI:83099		
BASm0006861					*N[C@@H](CCCCNC(=O)CCCC[C@@H](S)CCS)C(*)=O					CHEBI:83100		
BASm0006862					*N[C@@H](CCCCNC(=O)CCCC[C@@H](S)CCSC(C)=O)C(*)=O					CHEBI:83111		
BASm0006863					*N[C@@H](CCCCNC(=O)CCCC[C@@H](S)CCSC(=O)CCC(=O)[O-])C(*)=O					CHEBI:83120		
BASm0006865					*N[C@@H](CCCCNC(=O)CCCC[C@@H](S)CCSC(=O)C(C)C)C(*)=O					CHEBI:83142		
BASm0006866					*N[C@@H](CCCCNC(=O)CCCC[C@@H](S)CCSC[NH3+])C(*)=O					CHEBI:83143		
BASm0006867					*N[C@@H](CCCCNC(=O)CCCC[C@@H]1SC[C@@H]2NC(=O)N[C@@H]21)C(*)=O					CHEBI:83144		
BASm0006868					*N[C@@H](CCCCNC(=O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2C(=O)[O-])C(*)=O					CHEBI:83145		
BASm0006869					*NCC(=O)[O-]					CHEBI:83148		
BASm0006870	(4R)-hydroxysphing-(8E)-enine					C18H38NO3		CQKNELOTFUSOTP-HMTIOLNVSA-O	316.2846205	CHEBI:83175		
BASm0006871	1-octadecanoylglycerone 3-phosphate					C21H39O7P		GTPATKZCXDKGQS-UHFFFAOYSA-L	434.2444378	CHEBI:83203		
BASm0006872	L-erythro-N-acylsphing-4-enine				*C(=O)N[C@H](CO)[C@@H](O)/C=C/CCCCCCCCCCCCC					CHEBI:83223		
BASm0006873	beta-D-glucosyl-L-erythro-N-acylsphing-4-enine				*C(=O)N[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@@H](O)/C=C/CCCCCCCCCCCCC					CHEBI:83224		
BASm0006874					*N[C@@H](CCCNC(=[NH2+])NP(=O)([O-])[O-])C(*)=O					CHEBI:83226		
BASm0006875					*N[C@@H](*)C(*)=O					CHEBI:83228		
BASm0006876	beta-D-galactosyl-(1<->1')-sphinganine	A primary ammonium ion resulting from the protonation of the amino group of beta-D-galactosyl-(1<->1')-sphinganine; major species at pH 7.3.			CCCCCCCCCCCCCCC[C@@H](O)[C@@H]([NH3+])CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O	C24H50NO7	InChI=1S/C24H49NO7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)18(25)17-31-24-23(30)22(29)21(28)20(16-26)32-24/h18-24,26-30H,2-17,25H2,1H3/p+1/t18-,19+,20+,21-,22-,23+,24+/m0/s1	FIFSBOWKHSUGDL-ZTJQIGGLSA-O		CHEBI:83234		
BASm0006877	1D-myo-inositol 3,4-bisphosphate	D-myo-Inositol 3,4-bisphosphate, also known as inositol 3,4-bisphosphoric acid or ins(3,4)P2, belongs to the class of organic compounds known as inositol phosphates. Inositol phosphates are compounds containing a phosphate group attached to an inositol (or cyclohexanehexol) moiety. D-myo-Inositol 3,4-bisphosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). D-myo-Inositol 3,4-bisphosphate exists in all eukaryotes, ranging from yeast to humans. D-myo-Inositol 3,4-bisphosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.	69256-53-7	1	O=P([O-])([O-])O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C6H14O12P2	InChI=1S/C6H14O12P2/c7-1-2(8)4(10)6(18-20(14,15)16)5(3(1)9)17-19(11,12)13/h1-10H,(H2,11,12,13)(H2,14,15,16)/t1-,2-,3-,4+,5-,6-/m0/s1	MCKAJXMRULSUKI-CNWJWELYSA-N	339.996	CHEBI:83241		
BASm0006878	1D-myo-inositol 1,3-bisphosphate		103597-56-4	Expected Solid	O=P([O-])([O-])O[C@@H]1[C@H](O)[C@H](OP(=O)([O-])[O-])[C@@H](O)[C@H](O)[C@H]1O	C6H10O12P2	InChI=1S/C6H14O12P2/c7-1-2(8)5(17-19(11,12)13)4(10)6(3(1)9)18-20(14,15)16/h1-10H,(H2,11,12,13)(H2,14,15,16)/p-4/t1-,2-,3+,4+,5+,6-	PUVHMWJJTITUGO-FICORBCRSA-J	335.9669441	CHEBI:83242	HMDB0006234	MMDBc0048821
BASm0006879	1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1D-myo-inositol 3,4,5-triphosphate)	A 1-phosphatidyl-1D-myo-inositol 3,4,5-trisphosphate(7-) in which the phosphatidyl acyl groups at positions 1 and 2 are specified as stearoyl and arachidonoyl respectively.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])O[C@H]1[C@H](O)[C@@H](OP(=O)([O-])[O-])[C@H](OP(=O)([O-])[O-])[C@@H](OP(=O)([O-])[O-])[C@H]1O	C47H79O22P4	InChI=1S/C47H86O22P4/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(49)65-39(37-63-40(48)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)38-64-73(61,62)69-44-42(50)45(66-70(52,53)54)47(68-72(58,59)60)46(43(44)51)67-71(55,56)57/h11,13,17,19,22,24,28,30,39,42-47,50-51H,3-10,12,14-16,18,20-21,23,25-27,29,31-38H2,1-2H3,(H,61,62)(H2,52,53,54)(H2,55,56,57)(H2,58,59,60)/p-7/b13-11-,19-17-,24-22-,30-28-/t39-,42+,43+,44-,45+,46-,47-/m1/s1	BRGYSCORDHSZEK-WWZVCVIKSA-G		CHEBI:83243		
BASm0006880	N-(2-hydroxy-hexanoyl)-sphing-4-enine	A 2-N-(2-hydroxyacyl)sphingosine in which the ceramide N-acyl group is specified as 2-hydroxyhexanoyl.			CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(=O)C(O)CCCC	C24H47NO4	InChI=1S/C24H47NO4/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-19-22(27)21(20-26)25-24(29)23(28)18-6-4-2/h17,19,21-23,26-28H,3-16,18,20H2,1-2H3,(H,25,29)/b19-17+/t21-,22+,23?/m0/s1	FEGZDPQHPXJRTR-HFYDYZBHSA-N		CHEBI:83244		
BASm0006881	N-(2-hydroxyacyl)-beta-D-galactosyl-sphing-4-enine				*C(O)C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)[C@H](O)/C=C/CCCCCCCCCCCCC					CHEBI:83245		
BASm0006882	N-(2-hydroxy-hexanoyl)-beta-D-galactosyl-sphing-4-enine	A N-(2-hydroxyacyl)-beta-D-galactosylsphingosine in which the ceramide N-acyl group is specified as 2-hydroxyhexanoyl.			CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)NC(=O)C(O)CCCC	C30H57NO9	InChI=1S/C30H57NO9/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-19-23(33)22(31-29(38)24(34)18-6-4-2)21-39-30-28(37)27(36)26(35)25(20-32)40-30/h17,19,22-28,30,32-37H,3-16,18,20-21H2,1-2H3,(H,31,38)/b19-17+/t22-,23+,24?,25+,26-,27-,28+,30+/m0/s1	VAXTVBSQQLTFHH-DIMREOEMSA-N		CHEBI:83246		
BASm0006884	N-(2-hydroxy-hexanoyl)-sphinganine	An N-(2-hydroxyacyl)sphinganine in which the ceramide N-acyl group is specified as 2-hydroxyhexanoyl.			CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(=O)C(O)CCCC	C24H49NO4	InChI=1S/C24H49NO4/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-19-22(27)21(20-26)25-24(29)23(28)18-6-4-2/h21-23,26-28H,3-20H2,1-2H3,(H,25,29)/t21-,22+,23?/m0/s1	IBQAJPHETRMPLD-ZVTBYLAHSA-N		CHEBI:83248		
BASm0006886	N-(2-hydroxyhexanoyl)-beta-D-galactosylsphinganine	A N-(2-hydroxyacyl)-beta-D-galactosylsphinganine in which the ceramide N-acyl group is specified as 2-hydroxyhexanoyl.			CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)NC(=O)C(O)CCCC	C30H59NO9	InChI=1S/C30H59NO9/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-19-23(33)22(31-29(38)24(34)18-6-4-2)21-39-30-28(37)27(36)26(35)25(20-32)40-30/h22-28,30,32-37H,3-21H2,1-2H3,(H,31,38)/t22-,23+,24?,25+,26-,27-,28+,30+/m0/s1	BJZNHNFMFBYHQS-RGKFGAROSA-N		CHEBI:83257		
BASm0006887	beta-D-galactosyl-(1<->1')-N-hexadecanoylsphingosine	Galactosylceramides (GalCer) are non-acidic monoglycosphingolipids, i.e. a sphingolipid with one carbohydrate moiety attached to a ceramide unit. They are an intermediate in sphingolipid metabolism and is the second to last step in the synthesis of digalactosylceramidesulfate. GalCer is generated from ceramide via the enzyme UDP-galactose ceramide galactosyltransferase [EC:2.4.1.47]. It can be converted to digalactosylceramide via the enzyme glycosyltransferases [EC 2.4.1.-]. Galactosylceramide is the principal glycosphingolipid in brain tissue, hence the trivial name "cerebroside", which was first conferred on it in 1874. Galactosylceramides are found in all nervous tissues, but they can amount to 2% of the dry weight of grey matter and 12% of white matter. They are major constituents of oligodendrocytes. Synthesis of galactosylceramide takes place on the lumenal surface of the endoplasmic reticulum, although it has free access to the cytosolic surface by an energy-independent flip-flop process. GalCer sits in the extracellular leaflet of cell membranes in nanometer sized domains or rafts. The local clustering of GalCer within rafts is thought to facilitate the initial adhesion of certain viruses, including HIV-1 and bacteria to cells through multivalent interactions between receptor proteins and GalCer. A defect in the degradation of cerbrosides leads to a disorder called Krabbe disease. Krabbe disease (also known as globoid cell leukodystrophy or galactosylceramide lipidosis) is a rare, often fatal degenerative disorder that affects the myelin sheath of the nervous system. Krabbe disease is caused by mutations in the GALC gene, which causes a deficiency of galactosylceramidase. Infants with Krabbe disease are normal at birth. Symptoms begin between the ages of 3 and 6 months with irritability, fevers, limb stiffness, seizures, feeding difficulties, vomiting, and slowing of mental and motor development. There are also juvenile- and adult-onset cases of Krabbe disease, which have similar symptoms but slower progression. In infants, the disease is generally fatal before age 2. Patients with late-onset Krabbe disease tend to have a slower progression of the disease and live significantly longer.Cerebrosides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides. Cerebrosides have a single sugar group linked to ceramide. The most common are galactocerebrosides (containing galactose), the least common are glucocerebrosides (containing glucose). Galactocerebrosides are found predominantly in neuronal cell membranes. In contrast glucocerebrosides are not normally found in membranes. Instead, they are typically intermediates in the synthesis or degradation of more complex glycosphingolipids. Galactocerebrosides are synthesized from ceramide and UDP-galactose. Excess lysosomal accumulation of glucocerebrosides is found in Gaucher disease.			CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)NC(=O)CCCCCCCCCCCCCCC	C40H77NO8	InChI=1S/C40H77NO8/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(43)33(32-48-40-39(47)38(46)37(45)35(31-42)49-40)41-36(44)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,33-35,37-40,42-43,45-47H,3-26,28,30-32H2,1-2H3,(H,41,44)/b29-27-/t33?,34?,35-,37+,38+,39-,40-/m1/s1	VJLLLMIZEJJZTE-DQVPDRNHSA-N	699.5649184	CHEBI:83259	HMDB0010708	
BASm0006890	juvenile hormone III carboxylate			Expected Solid	C/C(=C\C(=O)[O-])CC/C=C(\C)CC[C@H]1OC1(C)C	C15H24O3	InChI=1S/C15H24O3/c1-11(8-9-13-15(3,4)18-13)6-5-7-12(2)10-14(16)17/h6,10,13H,5,7-9H2,1-4H3,(H,16,17)/b11-6+,12-10+/t13-/m1/s1	DIAZNFMKLJLDNM-AQAKBEBOSA-N	252.1725446	CHEBI:83274		MMDBc0053392
BASm0006891	(2E,6E)-farnesoate	(2-trans-6-trans)-farnesoate, also known as (2e,6e)-farnesoic acid or trans,trans-farnesoic acid, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units (2-trans-6-trans)-farnesoate is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (2-trans-6-trans)-farnesoate can be found in a number of food items such as chinese water chestnut, wasabi, adzuki bean, and garden onion (variety), which makes (2-trans-6-trans)-farnesoate a potential biomarker for the consumption of these food products.			[H]\C(CC\C(C)=C(/[H])C([O-])=O)=C(\C)CCC=C(C)C	C15H23O2	InChI=1S/C15H24O2/c1-12(2)7-5-8-13(3)9-6-10-14(4)11-15(16)17/h7,9,11H,5-6,8,10H2,1-4H3,(H,16,17)/p-1/b13-9+,14-11+	WJHFZYAELPOJIV-IJFRVEDASA-M	235.1703536	CHEBI:83276	HMDB0303953	
BASm0006892	(8Z,10E,14Z)-12-hydroperoxyeicosatrienoate	A polyunsaturated fatty acid anion that is the conjugate base of 12-HPE(8,10,14)TrE, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CCCCC/C=C\CC(/C=C/C=C\CCCCCCC(=O)[O-])OO	C20H33O4	InChI=1S/C20H34O4/c1-2-3-4-5-10-13-16-19(24-23)17-14-11-8-6-7-9-12-15-18-20(21)22/h8,10-11,13-14,17,19,23H,2-7,9,12,15-16,18H2,1H3,(H,21,22)/p-1/b11-8-,13-10-,17-14+	CZOASFIZEHMKCK-VHBNVGGOSA-M		CHEBI:83334		
BASm0006893	14-hydroperoxy-(4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoate	A polyunsaturated fatty acid anion that is the conjugate base of 14-HPDHE, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CC/C=C\C/C=C\CC(/C=C/C=C\C/C=C\C/C=C\CCC(=O)[O-])OO	C22H31O4	InChI=1S/C22H32O4/c1-2-3-4-5-12-15-18-21(26-25)19-16-13-10-8-6-7-9-11-14-17-20-22(23)24/h3-4,6-7,10-16,19,21,25H,2,5,8-9,17-18,20H2,1H3,(H,23,24)/p-1/b4-3-,7-6-,13-10-,14-11-,15-12-,19-16+	OAGAUECBCOAGOL-BGKMTWLOSA-M		CHEBI:83336		
BASm0006894	10-hydroperoxy-(6Z,8E,12Z)-octadecatrienoate	A polyunsaturated fatty acid anion that is the conjugate base of 10-HPO(6,8,12)TrE, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CCCCC/C=C\CC(/C=C/C=C\CCCCC(=O)[O-])OO	C18H29O4	InChI=1S/C18H30O4/c1-2-3-4-5-8-11-14-17(22-21)15-12-9-6-7-10-13-16-18(19)20/h6,8-9,11-12,15,17,21H,2-5,7,10,13-14,16H2,1H3,(H,19,20)/p-1/b9-6-,11-8-,15-12+	NBHLHVQEXIPLAI-XCHAJGETSA-M		CHEBI:83342		
BASm0006895	(12R)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate	A polyunsaturated fatty acid anion that is the conjugate base of 12(R)-HETE, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CCCCC/C=C\C[C@@H](O)/C=C/C=C\C/C=C\CCCC(=O)[O-]	C20H31O3	InChI=1S/C20H32O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13-14,17,19,21H,2-6,12,15-16,18H2,1H3,(H,22,23)/p-1/b9-7-,11-8-,13-10-,17-14+/t19-/m1/s1	ZNHVWPKMFKADKW-ZYBDYUKJSA-M		CHEBI:83343		
BASm0006896	1-O-methyl-8-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoate	A fatty acid methyl ester resulting from the formal condensation of the carboxy group of 12-HPETE with methanol.			CCCCC/C=C\C/C=C\C=C\C(C/C=C\CCCC(=O)OC)OO	C21H34O4	InChI=1S/C21H34O4/c1-3-4-5-6-7-8-9-10-11-14-17-20(25-23)18-15-12-13-16-19-21(22)24-2/h7-8,10-12,14-15,17,20,23H,3-6,9,13,16,18-19H2,1-2H3/b8-7-,11-10-,15-12-,17-14+	GNTURDCSUKZVNZ-WIAJBTPCSA-N		CHEBI:83344		
BASm0006897	chlorophyllide a	A cyclic tetrapyrrole anion arising from deprotonation of the carboxy group and the C-21 posiiton of chlorophyllide a. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).			C=Cc1c(C)c2n3c1=CC1=[N+]4C(=Cc5c(C)c6c7n5[Mg-2]34[N+]3=C(C=2)[C@@H](C)[C@H](CCC(=O)[O-])C3=C7[C-](C(=O)OC)C6=O)C(CC)=C1C	C35H32MgN4O5	InChI=1S/C35H35N4O5.Mg/c1-8-19-15(3)22-12-24-17(5)21(10-11-28(40)41)32(38-24)30-31(35(43)44-7)34(42)29-18(6)25(39-33(29)30)14-27-20(9-2)16(4)23(37-27)13-26(19)36-22;/h8,12-14,17,21H,1,9-11H2,2-7H3,(H3,36,37,38,39,40,41,42);/q-1;+2/p-3/t17-,21-;/m0./s1	IZOAGQOHKWGYKF-PVMVIUQGSA-K		CHEBI:83348		
BASm0006898	3,8-divinyl chlorophyllide a				C=CC1=C(C)C2=[N+]3C1=Cc1c(C)c4c5n1[Mg-2]31n3c(c(C)c(C=C)c3=C2)=CC2=[N+]1C(=C5[C-](C(=O)OC)C4=O)[C@@H](CCC(=O)[O-])[C@@H]2C	C35H30MgN4O5	InChI=1S/C35H33N4O5.Mg/c1-8-19-15(3)22-12-24-17(5)21(10-11-28(40)41)32(38-24)30-31(35(43)44-7)34(42)29-18(6)25(39-33(29)30)14-27-20(9-2)16(4)23(37-27)13-26(19)36-22;/h8-9,12-14,17,21H,1-2,10-11H2,3-7H3,(H3,36,37,38,39,40,41,42);/q-1;+2/p-3	UNSKJTNUDHVNJT-UHFFFAOYSA-K		CHEBI:83349		
BASm0006899	protochlorophyllide a			Expected Solid	C=Cc1c(C)c2n3c1=CC1=[N+]4C(=Cc5c(C)c6c7n5[Mg-2]34[N+]3=C(C=2)C(C)=C(CCC(=O)[O-])C3=C7[C-](C(=O)OC)C6=O)C(CC)=C1C	C35H30MgN4O5	InChI=1S/C35H33N4O5.Mg/c1-8-19-15(3)22-12-24-17(5)21(10-11-28(40)41)32(38-24)30-31(35(43)44-7)34(42)29-18(6)25(39-33(29)30)14-27-20(9-2)16(4)23(37-27)13-26(19)36-22;/h8,12-14H,1,9-11H2,2-7H3,(H3,36,37,38,39,40,41,42);/q-1;+2/p-3/b22-12-,23-13-,24-12+,25-14-,26-13-,27-14-,32-30+;	SSIKFLKOTZKJAG-PDGMMEIDSA-K	610.2077589	CHEBI:83350		MMDBc0056274
BASm0006900	chlorophyllide b	A cyclic tetrapyrrole anion that is derived from chlorophyllide b via deprotonation of the carboxy group and formation of a carbide ion. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).			C=Cc1c(C)c2n3c1=CC1=[N+]4C(=Cc5c(C)c6c7n5[Mg-2]34[N+]3=C(C=2)[C@@H](C)[C@H](CCC(=O)[O-])C3=C7[C-](C(=O)OC)C6=O)C(CC)=C1C=O	C35H30MgN4O6	InChI=1S/C35H33N4O6.Mg/c1-7-18-15(3)22-11-23-16(4)20(9-10-28(41)42)32(38-23)30-31(35(44)45-6)34(43)29-17(5)24(39-33(29)30)12-26-19(8-2)21(14-40)27(37-26)13-25(18)36-22;/h7,11-14,16,20H,1,8-10H2,2-6H3,(H3,36,37,38,39,40,41,42,43);/q-1;+2/p-3/t16-,20-;/m0./s1	WSVKRUWOLPKKOO-XXRBRTKDSA-K		CHEBI:83356		
BASm0006901	7(1)-hydroxychlorophyllide a	A cyclic tetrapyrrole anion that is derived from 7(1)-hydroxychlorophyllide a via deprotonation of the carboxy group and formation of a carbide ion. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).			C=Cc1c(C)c2n3c1=CC1=[N+]4C(=Cc5c(C)c6c7n5[Mg-2]34[N+]3=C(C=2)[C@@H](C)[C@H](CCC(=O)[O-])C3=C7[C-](C(=O)OC)C6=O)C(CC)=C1CO	C35H32MgN4O6	InChI=1S/C35H35N4O6.Mg/c1-7-18-15(3)22-11-23-16(4)20(9-10-28(41)42)32(38-23)30-31(35(44)45-6)34(43)29-17(5)24(39-33(29)30)12-26-19(8-2)21(14-40)27(37-26)13-25(18)36-22;/h7,11-13,16,20,40H,1,8-10,14H2,2-6H3,(H3,36,37,38,39,41,42,43);/q-1;+2/p-3/t16-,20-;/m0./s1	SLCXPQHXALJFPR-XXRBRTKDSA-K		CHEBI:83357		
BASm0006902	N-(octadecanoyl)-sphing-4-enine-1-phosphocholine	Sphingomyelin (d18:1/18:0) or SM(d18:1/18:0) is a type of sphingolipid found in animal cell membranes, especially in the membranous myelin sheath which surrounds some nerve cell axons. It usually consists of phosphorylcholine and ceramide. SM(d18:1/18:0) consists of a sphingosine backbone and a stearic acid chain. In humans, sphingomyelin is the only membrane phospholipid not derived from glycerol. Like all sphingolipids, SM has a ceramide core (sphingosine bonded to a fatty acid via an amide linkage). In addition, it contains one polar head group, which is either phosphocholine or phosphoethanolamine. The plasma membrane of cells is highly enriched in sphingomyelin and is considered largely to be found in the exoplasmic leaflet of the cell membrane. However, there is some evidence that there may also be a sphingomyelin pool in the inner leaflet of the membrane. Moreover, neutral sphingomyelinase-2, an enzyme that breaks down sphingomyelin into ceramide, has been found to localize exclusively to the inner leaflet further suggesting that there may be sphingomyelin present there. Sphingomyelin can accumulate in a rare hereditary disease called Niemann-Pick Disease, types A and B. Niemann-Pick disease is a genetically-inherited disease caused by a deficiency in the enzyme sphingomyelinase, which causes the accumulation of sphingomyelin in spleen, liver, lungs, bone marrow, and the brain, causing irreversible neurological damage. SMs play a role in signal transduction. Sphingomyelins are synthesized by the transfer of phosphorylcholine from phosphatidylcholine to a ceramide in a reaction catalyzed by sphingomyelin synthase.	58909-84-5		CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](COP(=O)([O-])OCC[N+](C)(C)C)NC(=O)CCCCCCCCCCCCCCCCC	C41H83N2O6P	InChI=1S/C41H83N2O6P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-41(45)42-39(38-49-50(46,47)48-37-36-43(3,4)5)40(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h32,34,39-40,44H,6-31,33,35-38H2,1-5H3,(H-,42,45,46,47)/b34-32+/t39-,40+/m0/s1	LKQLRGMMMAHREN-YJFXYUILSA-N	730.5988754	CHEBI:83358	HMDB0001348	
BASm0006903	N-(tetracosanoyl)-sphing-4-enine-1-phosphocholine	Sphingomyelin (d18:1/24:0) or SM(d18:1/24:0) is a type of sphingolipid found in animal cell membranes, especially in the membranous myelin sheath which surrounds some nerve cell axons. It usually consists of phosphorylcholine and ceramide. SM(d18:1/24:0) consists of a sphingosine backbone and a lignoceric acid chain. In humans, sphingomyelin is the only membrane phospholipid not derived from glycerol. Like all sphingolipids, SM has a ceramide core (sphingosine bonded to a fatty acid via an amide linkage). In addition, it contains one polar head group, which is either phosphocholine or phosphoethanolamine. The plasma membrane of cells is highly enriched in sphingomyelin and is considered largely to be found in the exoplasmic leaflet of the cell membrane. However, there is some evidence that there may also be a sphingomyelin pool in the inner leaflet of the membrane. Moreover, neutral sphingomyelinase-2, an enzyme that breaks down sphingomyelin into ceramide, has been found to localize exclusively to the inner leaflet further suggesting that there may be sphingomyelin present there. Sphingomyelin can accumulate in a rare hereditary disease called Niemann-Pick Disease, types A and B. Niemann-Pick disease is a genetically-inherited disease caused by a deficiency in the enzyme sphingomyelinase, which causes the accumulation of sphingomyelin in spleen, liver, lungs, bone marrow, and the brain, causing irreversible neurological damage. SMs play a role in signal transduction. Sphingomyelins are synthesized by the transfer of phosphorylcholine from phosphatidylcholine to a ceramide in a reaction catalyzed by sphingomyelin synthase.	60037-60-7		CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](COP(=O)([O-])OCC[N+](C)(C)C)NC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C47H95N2O6P	InChI=1S/C47H95N2O6P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-47(51)48-45(44-55-56(52,53)54-43-42-49(3,4)5)46(50)40-38-36-34-32-30-28-19-17-15-13-11-9-7-2/h38,40,45-46,50H,6-37,39,41-44H2,1-5H3,(H-,48,51,52,53)/b40-38+/t45-,46+/m0/s1	QEDPUVGSSDPBMD-XTAIVQBESA-N	814.6927758	CHEBI:83360	HMDB0011697	
BASm0006904	3-deacetyl-3-vinylbacteriochlorophyllide a			Expected Solid	C=Cc1c(C)c2n3c1=CC1=[N+]4C(=Cc5c(C)c6c7n5[Mg-2]34[N+]3=C(C=2)[C@@H](C)[C@H](CCC(=O)[O-])C3=C7[C-](C(=O)OC)C6=O)[C@H](CC)[C@H]1C	C35H34MgN4O5	InChI=1S/C35H37N4O5.Mg/c1-8-19-15(3)22-12-24-17(5)21(10-11-28(40)41)32(38-24)30-31(35(43)44-7)34(42)29-18(6)25(39-33(29)30)14-27-20(9-2)16(4)23(37-27)13-26(19)36-22;/h8,12-14,16-17,20-21H,1,9-11H2,2-7H3,(H3,36,37,38,39,40,41,42);/q-1;+2/p-3/t16-,17+,20-,21+;/m1./s1	VYWCXAUPVNMURO-GOPMSDTHSA-K	614.2390591	CHEBI:83373		MMDBc0055354
BASm0006905		Dimethylallylpyrophosphate, also known as 2-isopentenyl diphosphate or delta-prenyl diphosphoric acid, belongs to the class of organic compounds known as isoprenoid phosphates. These are prenol lipids containing a phosphate group linked to an isoprene (2-methylbuta-1,3-diene) unit. Dimethylallylpyrophosphate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Dimethylallylpyrophosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.	358-72-5	1	[H]C/C(C)=C\COP(=O)([O-])OP(=O)([O-])[O-]	C5H12O7P2	InChI=1S/C5H12O7P2/c1-5(2)3-4-11-14(9,10)12-13(6,7)8/h3H,4H2,1-2H3,(H,9,10)(H2,6,7,8)	CBIDRCWHNCKSTO-UHFFFAOYSA-N	246.0058	CHEBI:83374		
BASm0006906		Dimethylallylpyrophosphate, also known as 2-isopentenyl diphosphate or delta-prenyl diphosphoric acid, belongs to the class of organic compounds known as isoprenoid phosphates. These are prenol lipids containing a phosphate group linked to an isoprene (2-methylbuta-1,3-diene) unit. Dimethylallylpyrophosphate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Dimethylallylpyrophosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.	358-72-5	1	[H]C/C(C)=C\COP(=O)([O-])OP(=O)([O-])[O-]	C5H12O7P2	InChI=1S/C5H12O7P2/c1-5(2)3-4-11-14(9,10)12-13(6,7)8/h3H,4H2,1-2H3,(H,9,10)(H2,6,7,8)	CBIDRCWHNCKSTO-UHFFFAOYSA-N	246.0058	CHEBI:83374		
BASm0006907	7(1)-hydroxychlorophyll a	 71-hydroxychlorophyll a is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 71-hydroxychlorophyll a can be found in a number of food items such as cloudberry, agave, sweet orange, and mandarin orange (clementine, tangerine), which makes 71-hydroxychlorophyll a a potential biomarker for the consumption of these food products.			C=Cc1c(C)c2n3c1=CC1=[N+]4C(=Cc5c(C)c6c7n5[Mg-2]34[N+]3=C(C=2)[C@@H](C)[C@H](CCC(=O)OC/C=C(\C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C3=C7[C-](C(=O)OC)C6=O)C(CC)=C1CO	C55H71MgN4O6	InChI=1S/C55H72N4O6.Mg/c1-12-38-35(8)42-27-43-36(9)40(23-24-48(61)65-26-25-34(7)22-16-21-33(6)20-15-19-32(5)18-14-17-31(3)4)52(58-43)50-51(55(63)64-11)54(62)49-37(10)44(59-53(49)50)28-46-39(13-2)41(30-60)47(57-46)29-45(38)56-42;/h12,25,27-29,31-33,36,40,60H,1,13-24,26,30H2,2-11H3,(H-,56,57,58,59,62);/q-2;+2/p-1	GTDBMSHAERJYQW-UHFFFAOYSA-M	907.5229513	CHEBI:83377		
BASm0006908	D-galactaro-1,5-lactone				O=C([O-])[C@H]1OC(=O)[C@H](O)[C@@H](O)[C@H]1O	C6H8O7	InChI=1S/C6H8O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,7-9H,(H,10,11)/t1-,2+,3+,4-/m0/s1	YLKFQNUGXOLRNI-KXMYSMCESA-N	192.0270026	CHEBI:83383		
BASm0006909	D-glucaro-1,5-lactone			Expected Solid	O=C([O-])[C@H]1OC(=O)[C@H](O)[C@@H](O)[C@@H]1O	C6H7O7	InChI=1S/C6H8O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,7-9H,(H,10,11)/p-1/t1-,2-,3+,4-/m0/s1	YLKFQNUGXOLRNI-QDQPNEQZSA-M	191.0197261	CHEBI:83384		MMDBc0055864
BASm0006910	2,5-diformylfuran	A member of the class of furans carrying two formyl substituents at positions 2 and 5.			O=Cc1ccc(C=O)o1	C6H4O3	InChI=1S/C6H4O3/c7-3-5-1-2-6(4-8)9-5/h1-4H	PXJJKVNIMAZHCB-UHFFFAOYSA-N		CHEBI:83385		
BASm0006911	2-(dihydroxymethyl)-5-formylfuran	A member of the class of furans carrying dihydroxymethyl and formyl substituents at positions 2 and 5 respectively.				C6H6O4		FJQLSMXKPJRYLC-UHFFFAOYSA-N	142.0266087	CHEBI:83386		
BASm0006912	2-carboxy-5-formylfuran					C6H3O4		SHNRXUWGUKDPMA-UHFFFAOYSA-M	139.0036822	CHEBI:83387		
BASm0006913	2-carboxy-5-(dihydroxymethyl)furan	A furancarboxylate that is the conjugate base of 5-(dihydroxymethyl)-2-furoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C6H5O5		NJXYMGTXZMAACL-UHFFFAOYSA-M	157.0142468	CHEBI:83388		
BASm0006914	2,5-dicarboxyfuran		333-18-6			C6H2O5		CHTHALBTIRVDBM-UHFFFAOYSA-L	153.9913203	CHEBI:83389		
BASm0006915					*N[C@@H](CCCNC(N)=O)C(*)=O					CHEBI:83397		
BASm0006917	4-(hydroxymethyl)-2-furancarboxaldehyde phosphate			Expected Solid	[O-]P([O-])(=O)OCC1=COC(C=O)=C1	C6H5O6P	InChI=1S/C6H7O6P/c7-2-6-1-5(3-11-6)4-12-13(8,9)10/h1-3H,4H2,(H2,8,9,10)/p-2	XUMMAWMKFFMZAH-UHFFFAOYSA-L	203.983472	CHEBI:83407		MMDBc0055459
BASm0006920	a beta-D-glucuronoside				*O[C@@H]1O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]1O					CHEBI:83411		
BASm0006922	an alkyl sulfate				*OS(=O)(=O)[O-]					CHEBI:83414		
BASm0006923	1,2-dioctanoyl-sn-glycero-3-phospho-(1D-myo-inositol-3,4,5-trisphosphate)			Expected Solid	CCCCCCCC(=O)OC[C@H](COP(=O)([O-])O[C@H]1[C@H](O)[C@@H](OP(=O)([O-])[O-])[C@H](OP(=O)([O-])[O-])[C@@H](OP(=O)([O-])[O-])[C@H]1O)OC(=O)CCCCCCC	C25H43O22P4	InChI=1S/C25H50O22P4/c1-3-5-7-9-11-13-18(26)41-15-17(43-19(27)14-12-10-8-6-4-2)16-42-51(39,40)47-22-20(28)23(44-48(30,31)32)25(46-50(36,37)38)24(21(22)29)45-49(33,34)35/h17,20-25,28-29H,3-16H2,1-2H3,(H,39,40)(H2,30,31,32)(H2,33,34,35)(H2,36,37,38)/p-7/t17-,20+,21+,22-,23+,24-,25-/m1/s1	ANFYVAHJWGJYAT-QLCNXWICSA-G	819.1234861	CHEBI:83416		MMDBc0055132
BASm0006924	1,2-dioctanoyl-sn-glycero-3-phospho-(1D-myo-inositol-3,4-bisphosphate)	A 1-phosphatidyl-1D-myo-inositol 3,4-bisphosphate(5-) in which the phosphatidyl acyl groups at positions 1 and 2 are both specified as octanoyl.			CCCCCCCC(=O)OC[C@H](COP(=O)([O-])O[C@H]1[C@H](O)[C@@H](O)[C@H](OP(=O)([O-])[O-])[C@@H](OP(=O)([O-])[O-])[C@H]1O)OC(=O)CCCCCCC	C25H44O19P3	InChI=1S/C25H49O19P3/c1-3-5-7-9-11-13-18(26)39-15-17(41-19(27)14-12-10-8-6-4-2)16-40-47(37,38)44-23-20(28)21(29)24(42-45(31,32)33)25(22(23)30)43-46(34,35)36/h17,20-25,28-30H,3-16H2,1-2H3,(H,37,38)(H2,31,32,33)(H2,34,35,36)/p-5/t17-,20-,21-,22+,23+,24+,25+/m1/s1	XLNCEHRXXWQMPK-AWGZLWLLSA-I		CHEBI:83417		
BASm0006925	1,2-dioctanoyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)			Expected Solid	CCCCCCCC(=O)OC[C@H](COP(=O)([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](OP(=O)([O-])[O-])[C@H](OP(=O)([O-])[O-])[C@H]1O)OC(=O)CCCCCCC	C25H44O19P3	InChI=1S/C25H49O19P3/c1-3-5-7-9-11-13-18(26)39-15-17(41-19(27)14-12-10-8-6-4-2)16-40-47(37,38)44-23-20(28)21(29)24(42-45(31,32)33)25(22(23)30)43-46(34,35)36/h17,20-25,28-30H,3-16H2,1-2H3,(H,37,38)(H2,31,32,33)(H2,34,35,36)/p-5/t17-,20-,21+,22+,23-,24-,25-/m1/s1	XLNCEHRXXWQMPK-MJUMVPIBSA-I	741.1717081	CHEBI:83419		MMDBc0055133
BASm0006926	1,2-dihexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol-3,4,5-trisphosphate)			Expected Solid	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])O[C@H]1[C@H](O)[C@@H](OP(=O)([O-])[O-])[C@H](OP(=O)([O-])[O-])[C@@H](OP(=O)([O-])[O-])[C@H]1O)OC(=O)CCCCCCCCCCCCCCC	C41H75O22P4	InChI=1S/C41H82O22P4/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)57-31-33(59-35(43)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)32-58-67(55,56)63-38-36(44)39(60-64(46,47)48)41(62-66(52,53)54)40(37(38)45)61-65(49,50)51/h33,36-41,44-45H,3-32H2,1-2H3,(H,55,56)(H2,46,47,48)(H2,49,50,51)(H2,52,53,54)/p-7/t33-,36+,37+,38-,39+,40-,41-/m1/s1	ZSZXYWFCIKKZBT-IVYVYLGESA-G	1043.373887	CHEBI:83420		MMDBc0055124
BASm0006927					*N[C@@H](COP(=O)([O-])[O-])C(*)=O					CHEBI:83421		
BASm0006928	1,2-dihexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol-3,4-bisphosphate)				CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])O[C@H]1[C@H](O)[C@@H](O)[C@H](OP(=O)([O-])[O-])[C@@H](OP(=O)([O-])[O-])[C@H]1O)OC(=O)CCCCCCCCCCCCCCC	C41H81O19P3	InChI=1S/C41H81O19P3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)55-31-33(57-35(43)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)32-56-63(53,54)60-39-36(44)37(45)40(58-61(47,48)49)41(38(39)46)59-62(50,51)52/h33,36-41,44-46H,3-32H2,1-2H3,(H,53,54)(H2,47,48,49)(H2,50,51,52)/t33-,36?,37?,38?,39+,40?,41+/m1/s1	HKWJHKSHEWVOSS-ADCMPYHFSA-N		CHEBI:83422		
BASm0006929	1,2-dihexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol-4,5-bisphosphate)			Expected Solid	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](OP(=O)([O-])[O-])[C@H](OP(=O)([O-])[O-])[C@H]1O)OC(=O)CCCCCCCCCCCCCCC	C41H76O19P3	InChI=1S/C41H81O19P3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)55-31-33(57-35(43)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)32-56-63(53,54)60-39-36(44)37(45)40(58-61(47,48)49)41(38(39)46)59-62(50,51)52/h33,36-41,44-46H,3-32H2,1-2H3,(H,53,54)(H2,47,48,49)(H2,50,51,52)/p-5/t33-,36-,37+,38+,39-,40-,41-/m1/s1	HKWJHKSHEWVOSS-MRQSADPDSA-I	965.4221091	CHEBI:83423		MMDBc0055126
BASm0006930	gamma-L-glutamyltyramine			Expected Solid	[NH3+][C@@H](CCC(=O)NCCc1ccc(O)cc1)C(=O)[O-]	C13H18N2O4	InChI=1S/C13H18N2O4/c14-11(13(18)19)5-6-12(17)15-8-7-9-1-3-10(16)4-2-9/h1-4,11,16H,5-8,14H2,(H,15,17)(H,18,19)/t11-/m0/s1	ICIIWGMCNMZIQX-NSHDSACASA-N	266.1266571	CHEBI:83425		MMDBc0055999
BASm0006931	[5-(aminomethyl)-3-furyl]methyl phosphate			Expected Solid	[NH3+]Cc1cc(COP(=O)([O-])[O-])co1	C6H9NO5P	InChI=1S/C6H10NO5P/c7-2-6-1-5(3-11-6)4-12-13(8,9)10/h1,3H,2,4,7H2,(H2,8,9,10)/p-1	UAFNGMRXHNAKEN-UHFFFAOYSA-M	206.022383	CHEBI:83431		MMDBc0055088
BASm0006932	3,6-anhydro-alpha-L-galactopyranose			Expected Solid	O[C@H]1[C@@H]2OC[C@H](O[C@H]1O)[C@H]2O	C6H10O5	InChI=1S/C6H10O5/c7-3-2-1-10-5(3)4(8)6(9)11-2/h2-9H,1H2/t2-,3+,4-,5+,6+/m0/s1	DCQFFOLNJVGHLW-DSOBHZJASA-N	162.0528234	CHEBI:83433		MMDBc0054251
BASm0006933	3,6-anhydro-L-galactonate			Expected Solid	O=C([O-])[C@@H](O)[C@@H]1OC[C@H](O)[C@H]1O	C6H9O6	InChI=1S/C6H10O6/c7-2-1-12-5(3(2)8)4(9)6(10)11/h2-5,7-9H,1H2,(H,10,11)/p-1/t2-,3+,4-,5+/m0/s1	ZDDQAAZBPZGPRB-SKNVOMKLSA-M	177.0404616	CHEBI:83435		MMDBc0055431
BASm0006934	1,2-dihexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol-4-phosphate)				CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])O[C@H]1[C@H](O)[C@@H](O)[C@H](OP(=O)([O-])[O-])[C@@H](O)[C@H]1O)OC(=O)CCCCCCCCCCCCCCC	C41H80O16P2	InChI=1S/C41H80O16P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)53-31-33(55-35(43)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)32-54-59(51,52)57-41-38(46)36(44)40(37(45)39(41)47)56-58(48,49)50/h33,36-41,44-47H,3-32H2,1-2H3,(H,51,52)(H2,48,49,50)	UJVUMTUBMCYKBK-UHFFFAOYSA-N	890.4921605	CHEBI:83436	HMDB0256911	
BASm0006935	iminoarginine	A guanidinium ion obtained by protonation of iminoarginine; major species at pH 7.3.			NC(=[NH2+])NCCCC(=[NH2+])C(=O)[O-]	C6H13N4O2	InChI=1S/C6H12N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h7H,1-3H2,(H,11,12)(H4,8,9,10)/p+1	YWGYOCPWFDUKSA-UHFFFAOYSA-O		CHEBI:83439		
BASm0006936					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCCCCCCCCCCCCCCC)C(*)=O					CHEBI:83440		
BASm0006937					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@H](O)CCCCCCCCCCCCCCCCC)C(*)=O					CHEBI:83441		
BASm0006938	3-(3,4-dichlorophenyl)-1-methylurea				CNC(=O)NC1=CC=C(Cl)C(Cl)=C1	C8H8Cl2N2O	InChI=1S/C8H8Cl2N2O/c1-11-8(13)12-5-2-3-6(9)7(10)4-5/h2-4H,1H3,(H2,11,12,13)	IDQHRQQSSQDLTR-UHFFFAOYSA-N	218.0013683	CHEBI:83466	HMDB0255108	
BASm0006939	1-methyl-3-[4-(propan-2-yl)phenyl]urea		34123-57-4		CNC(=O)NC1=CC=C(C=C1)C(C)C	C11H16N2O	InChI=1S/C11H16N2O/c1-8(2)9-4-6-10(7-5-9)13-11(14)12-3/h4-8H,1-3H3,(H2,12,13,14)	DOULWWSSZVEPIN-UHFFFAOYSA-N	192.1262631	CHEBI:83468		
BASm0006940					*O[C@H]1[C@@H](O)[C@H](n2ccc(=N)[nH+]c2NCCCCNC(N)=[NH2+])O[C@@H]1COP(*)(=O)[O-]					CHEBI:83545		
BASm0006941	1,2-ditetradecanoyl-sn-glycero-3-phosphate	Dimyristoyl phosphatidate is a member of the chemical class known as Fatty Acid Esters. These are carboxylic ester derivatives of a fatty acid. Phosphatidates are precursors for many phosphoglycerides found in animals, plants and microbes including  L-1-phosphatidylserine, L-1-phosphatidyl-ethanolamine, and cardiolipin.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP([O-])([O-])=O)OC(=O)CCCCCCCCCCCCC	C31H59O8P	InChI=1S/C31H61O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(32)37-27-29(28-38-40(34,35)36)39-31(33)26-24-22-20-18-16-14-12-10-8-6-4-2/h29H,3-28H2,1-2H3,(H2,34,35,36)/p-2/t29-/m1/s1	OZSITQMWYBNPMW-GDLZYMKVSA-L	590.3947554	CHEBI:83550		MMDBc0030158
BASm0006942					*C(=O)[C@H](*)NC(=O)[C@@H]([NH3+])Cc1ccccc1					CHEBI:83561		
BASm0006943					*C(=O)[C@H](*)NC(=O)[C@@H]([NH3+])CCCNC(N)=[NH2+]					CHEBI:83562		
BASm0006945	sphinga-4E,14Z-dienine					C18H36NO2		KWDXKYNWAKMLKK-YQDZIVAPSA-O	298.2740558	CHEBI:83568	HMDB0242112	
BASm0006946	2-carboxytetracosanoyl-CoA	The pentaanion of 2-carboxytetracosanoyl-CoA arising from deprotonation of phosphate, diphosphate and carboxylic acid functions; major species at pH 7.3.			CCCCCCCCCCCCCCCCCCCCCCC(C(=O)[O-])C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C46H77N7O19P3S	InChI=1S/C46H82N7O19P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-33(44(58)59)45(60)76-28-27-48-35(54)25-26-49-42(57)39(56)46(2,3)30-69-75(66,67)72-74(64,65)68-29-34-38(71-73(61,62)63)37(55)43(70-34)53-32-52-36-40(47)50-31-51-41(36)53/h31-34,37-39,43,55-56H,4-30H2,1-3H3,(H,48,54)(H,49,57)(H,58,59)(H,64,65)(H,66,67)(H2,47,50,51)(H2,61,62,63)/p-5/t33?,34-,37-,38-,39+,43-/m1/s1	HFDIRCRWBDBZGJ-YPMIVOHTSA-I		CHEBI:83577		
BASm0006947	2-carboxyhexacosanoyl-CoA	The pentaanion of 2-carboxyhexacosanoyl-CoA arising from deprotonation of phosphate, diphosphate and carboxylic acid functions; major species at pH 7.3.			CCCCCCCCCCCCCCCCCCCCCCCCC(C(=O)[O-])C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C48H81N7O19P3S	InChI=1S/C48H86N7O19P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-35(46(60)61)47(62)78-30-29-50-37(56)27-28-51-44(59)41(58)48(2,3)32-71-77(68,69)74-76(66,67)70-31-36-40(73-75(63,64)65)39(57)45(72-36)55-34-54-38-42(49)52-33-53-43(38)55/h33-36,39-41,45,57-58H,4-32H2,1-3H3,(H,50,56)(H,51,59)(H,60,61)(H,66,67)(H,68,69)(H2,49,52,53)(H2,63,64,65)/p-5/t35?,36-,39-,40-,41+,45-/m1/s1	VUYDEKMWDHLSSI-RVNPWDOLSA-I		CHEBI:83578		
BASm0006948	1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol			Expected Solid	CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@@H](COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC	C63H110O16P2	InChI=1S/C63H112O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-61(66)73-52-58(64)53-75-80(69,70)76-54-59(65)55-77-81(71,72)78-57-60(79-63(68)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)56-74-62(67)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h16-21,25-30,58-60,64-65H,4-15,22-24,31-57H2,1-3H3,(H,69,70)(H,71,72)/p-2/b19-16-,20-17-,21-18-,28-25-,29-26-,30-27-/t58-,59?,60-/m1/s1	XGVZPSSAPUZKKQ-GJZMZSJTSA-L	1184.728009	CHEBI:83580		MMDBc0055146
BASm0006949	1',3'-bis-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol			Expected Solid	CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@@H](COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC	C81H140O17P2	InChI=1S/C81H142O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h21-28,33-40,75-77,82H,5-20,29-32,41-74H2,1-4H3,(H,87,88)(H,89,90)/p-2/b25-21-,26-22-,27-23-,28-24-,37-33-,38-34-,39-35-,40-36-/t76-,77-/m1/s1	LSHJMDWWJIYXEM-XGJIDDIWSA-L	1446.957674	CHEBI:83581		MMDBc0055150
BASm0006950	1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol			Expected Solid	CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@@H](COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC	C81H142O17P2	InChI=1S/C81H144O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h21-23,25-27,33-40,75-77,82H,5-20,24,28-32,41-74H2,1-4H3,(H,87,88)(H,89,90)/p-2/b25-21-,26-22-,27-23-,37-33-,38-34-,39-35-,40-36-/t75?,76-,77-/m1/s1	WSEKMBMSQDAXBT-NBWTYSCASA-L	1448.973324	CHEBI:83582		MMDBc0055145
BASm0006951	1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-2-hexadecanoyl-sn-glycero-3-phospho]-glycerol	CL(18:2(9Z,12Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(18:2(9Z,12Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/16:0) contains three chains of (9Z,12Z-octadecadienoyl) at the C1, C2 and C3 positions, one chain of hexadecanoic acid at the C4 position fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).		Solid	CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@@H](COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)OC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC	C79H142O17P2	InChI=1S/C79H142O17P2/c1-5-9-13-17-21-25-29-33-36-40-43-47-51-55-59-63-76(81)89-69-74(95-78(83)65-61-57-53-49-45-39-32-28-24-20-16-12-8-4)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2/h21-23,25-27,33-38,73-75,80H,5-20,24,28-32,39-72H2,1-4H3,(H,85,86)(H,87,88)/b25-21-,26-22-,27-23-,36-33-,37-34-,38-35-/t73-,74-,75-/m1/s1	PPNASYWUDWBRIL-ANRVGMDVSA-N	1424.972226	CHEBI:83583	HMDB0010244	
BASm0006952					*N[C@@H](Cc1cn(P(=O)([O-])[O-])cn1)C(*)=O					CHEBI:83586		
BASm0006953	a fatty acyl-AMP				*C(=O)OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O					CHEBI:83622		
BASm0006954	dodecanoyl-AMP			Expected Solid	CCCCCCCCCCCC(=O)OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O	C22H36N5O8P	InChI=1S/C22H36N5O8P/c1-2-3-4-5-6-7-8-9-10-11-16(28)35-36(31,32)33-12-15-18(29)19(30)22(34-15)27-14-26-17-20(23)24-13-25-21(17)27/h13-15,18-19,22,29-30H,2-12H2,1H3,(H,31,32)(H2,23,24,25)/t15-,18-,19-,22-/m1/s1	IKBWVSPLSBIYSK-CIVUBGFFSA-N	529.2301497	CHEBI:83623		MMDBc0054463
BASm0006955					*N[C@@H](Cc1ccc(OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)cc1)C(*)=O					CHEBI:83624		
BASm0006956	tetradecanoyl-AMP			Expected Solid	CCCCCCCCCCCCCC(=O)OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O	C24H39N5O8P	InChI=1S/C24H40N5O8P/c1-2-3-4-5-6-7-8-9-10-11-12-13-18(30)37-38(33,34)35-14-17-20(31)21(32)24(36-17)29-16-28-19-22(25)26-15-27-23(19)29/h15-17,20-21,24,31-32H,2-14H2,1H3,(H,33,34)(H2,25,26,27)/p-1/t17-,20-,21-,24-/m1/s1	BAGJLYSFNJZQIG-FGSUIDRYSA-M	556.2541738	CHEBI:83626		MMDBc0056330
BASm0006957	hexadecanoyl-AMP			Expected Solid	CCCCCCCCCCCCCCCC(=O)OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O	C26H43N5O8P	InChI=1S/C26H44N5O8P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-20(32)39-40(35,36)37-16-19-22(33)23(34)26(38-19)31-18-30-21-24(27)28-17-29-25(21)31/h17-19,22-23,26,33-34H,2-16H2,1H3,(H,35,36)(H2,27,28,29)/p-1/t19-,22-,23-,26-/m1/s1	CMRDSXPYXCUXMI-VJUOEERUSA-M	584.2854739	CHEBI:83627		MMDBc0056027
BASm0006959	juvenile hormone I	A member of the juvenile hormone family of compounds that is the methyl ester of methyl (2E,6E,10R,11S)-10,11-epoxy-7-ethyl-3,11-dimethyl-2,6-tridecanoic acid.			CC/C(=C\CC/C(C)=C/C(=O)OC)CC[C@H]1O[C@@]1(C)CC	C18H30O3	InChI=1S/C18H30O3/c1-6-15(11-12-16-18(4,7-2)21-16)10-8-9-14(3)13-17(19)20-5/h10,13,16H,6-9,11-12H2,1-5H3/b14-13+,15-10+/t16-,18+/m1/s1	RQIDGZHMTWSMMC-TZNPKLQUSA-N		CHEBI:83641		
BASm0006960					*O[C@H]1[C@@H](O)[C@H](n2ccc(=N)[nH+]c2NCCCC[C@H]([NH3+])C(=O)[O-])O[C@@H]1COP(*)(=O)[O-]					CHEBI:83665		
BASm0006961	9-hexadecanoyloxy-octadecanoate	Branched fatty acid esters of hydroxy fatty acids (FAHFAs) are endogenous lipids found in adipose tissue and serum that correlate with insulin sensitivity and are reduced in insulin-resistant humans. Structurally, they are characterized by a branched ester linkage between a fatty acid and a hydroxy-fatty acid. Different positions of the branched ester on the hydroxy fatty acid results in different isomers. FAHFA(16:0/9-O-18:0), in particular, is formed from the condensation of the carboxy group of palmitic acid with the hydroxy group of 9-hydroxyoctadecanoic acid. It is alternatively named 9-PAHSA since it is the 9-hydroxy isomer of the PAHSA (palmitic acid-hydroxystearic acid) family.↵↵↵	1481636-31-0	Solid	CCCCCCCCCCCCCCCC(=O)OC(CCCCCCCCC)CCCCCCCC(=O)[O-]	C34H66O4	InChI=1S/C34H66O4/c1-3-5-7-9-11-12-13-14-15-16-18-23-27-31-34(37)38-32(28-24-20-17-10-8-6-4-2)29-25-21-19-22-26-30-33(35)36/h32H,3-31H2,1-2H3,(H,35,36)	MHQWHZLXDBVXML-UHFFFAOYSA-N	538.4961106	CHEBI:83670	HMDB0112106	
BASm0006962	12-hexadecanoyloxy-octadecanoate	Branched fatty acid esters of hydroxy fatty acids (FAHFAs) are endogenous lipids found in adipose tissue and serum that correlate with insulin sensitivity and are reduced in insulin-resistant humans. Structurally, they are characterized by a branched ester linkage between a fatty acid and a hydroxy-fatty acid. Different positions of the branched ester on the hydroxy fatty acid results in different isomers. FAHFA(16:0/12-O-18:0), in particular, is formed from the condensation of the carboxy group of palmitic acid with the hydroxy group of 12-hydroxyoctadecanoic acid. It is alternatively named 12-PAHSA since it is the 12-hydroxy isomer of the PAHSA (palmitic acid-hydroxystearic acid) family.	1997286-65-3	Solid	CCCCCCCCCCCCCCCC(=O)OC(CCCCCC)CCCCCCCCCCC(=O)[O-]	C34H66O4	InChI=1S/C34H66O4/c1-3-5-7-9-10-11-12-13-14-15-20-23-27-31-34(37)38-32(28-24-8-6-4-2)29-25-21-18-16-17-19-22-26-30-33(35)36/h32H,3-31H2,1-2H3,(H,35,36)	XXHBLSWAKHZVLN-UHFFFAOYSA-N	538.4961106	CHEBI:83677	HMDB0112113	
BASm0006963					*C(=O)[C@H](C)NC(C)=O					CHEBI:83683		
BASm0006964					*C(=O)[C@H](CO)NC(C)=O					CHEBI:83690		
BASm0006965					*NC(=O)CC[C@H](N*)C(*)=O					CHEBI:83697		
BASm0006966	1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol	A 1-monolysocardiolipin(2-) obtained by deprotonation of the phosphate OH groups of 1,2,2'-trilinoleoyl-1'-monolysocardiolipin; major species at pH 7.3.			CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@@H](CO)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC	C63H110O16P2	InChI=1S/C63H112O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-61(66)73-55-60(79-63(68)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h16-21,25-30,58-60,64-65H,4-15,22-24,31-57H2,1-3H3,(H,69,70)(H,71,72)/p-2/b19-16-,20-17-,21-18-,28-25-,29-26-,30-27-/t58?,59-,60-/m1/s1	XARGTWYFEICLKW-IXDQOWSYSA-L		CHEBI:83714		
BASm0006967	1'-[1-(9Z,12Z-octadecadienoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol	A 2-monolysocardiolipin(2-) obtained by deprotonation of the phosphate OH groups of 1,1'-dilinoleoyl-2-oleoyl monolysocardiolipin; major species at pH 7.3.			CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@@H](COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC	C63H112O16P2	InChI=1S/C63H114O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-61(66)73-52-58(64)53-75-80(69,70)76-54-59(65)55-77-81(71,72)78-57-60(79-63(68)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)56-74-62(67)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h16-17,19-20,25-30,58-60,64-65H,4-15,18,21-24,31-57H2,1-3H3,(H,69,70)(H,71,72)/p-2/b19-16-,20-17-,28-25-,29-26-,30-27-/t58-,59?,60-/m1/s1	LKULZYCPFBKXJL-SIWAFVFNSA-L		CHEBI:83715		
BASm0006968	1,2-di-(9Z-hexadecenoyl)-sn-glycero-3-phosphocholine	PC(16:1(9Z)/16:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:1(9Z)/16:1(9Z)), in particular, consists of two chains of palmitoleic acid at the C-1 and C-2 positions. The palmitoleic acid moieties are derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h16-19,38H,6-15,20-37H2,1-5H3/b18-16-,19-17-/t38-/m1/s1	GPWHCUUIQMGELX-VHQDNGOZSA-N	729.5308549	CHEBI:83717	HMDB0008002	
BASm0006969	1,2-dioctadecanoyl-sn-glycero-3-phosphocholine	PC(18:0/18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:0/18:0), in particular, consists of two chains of stearic acid at the C-1 and C-2 positions. The stearic acid moieties are derived from animal fats, coco butter and sesame oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC	C44H88NO8P	InChI=1S/C44H88NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h42H,6-41H2,1-5H3/t42-/m1/s1	NRJAVPSFFCBXDT-HUESYALOSA-N	789.6247553	CHEBI:83718	HMDB0008036	
BASm0006973	an alkylmercury				*C[Hg+]					CHEBI:83725		
BASm0006977	5-hydroxy-3-[(3aS,4S,5R,7aS)-7a-methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoate			Expected Solid	[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]([H])(O)[C@@]2([H])CCC([O-])=O	C13H19O4	InChI=1S/C13H20O4/c1-13-7-6-10(14)8(2-5-12(16)17)9(13)3-4-11(13)15/h8-10,14H,2-7H2,1H3,(H,16,17)/p-1/t8-,9-,10+,13-/m0/s1	PTOAZNZPJAHUEF-XHSYRHOGSA-M	239.1288827	CHEBI:83736		MMDBc0055565
BASm0006978	3-[(3aS,4S,5R,7aS)-5-hydroxy-7a-methyl-1-oxo-octahydro-1H-inden-4-yl]propanoyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC[C@@H]1[C@H](O)CC[C@]2(C)C(=O)CC[C@@H]12	C34H50N7O19P3S	InChI=1S/C34H54N7O19P3S/c1-33(2,28(47)31(48)37-11-9-23(44)36-12-13-64-24(45)7-4-18-19-5-6-22(43)34(19,3)10-8-20(18)42)15-57-63(54,55)60-62(52,53)56-14-21-27(59-61(49,50)51)26(46)32(58-21)41-17-40-25-29(35)38-16-39-30(25)41/h16-21,26-28,32,42,46-47H,4-15H2,1-3H3,(H,36,44)(H,37,48)(H,52,53)(H,54,55)(H2,35,38,39)(H2,49,50,51)/p-4/t18-,19-,20+,21+,26+,27+,28-,32+,34-/m0/s1	AKNIQSRWPADUMX-ODLRQIBISA-J	985.2116989	CHEBI:83738		MMDBc0055336
BASm0006979					*N[C@@H](CSC(C)C1=C(C)C2=[N+]3C1=Cc1c(C)c(CCC(=O)[O-])c4n1[Fe-2]31n3c(c(C)c(C(C)SC[C@H](N*)C(*)=O)c3=C2)=CC2=[N+]1C(=C4)C(CCC(=O)[O-])=C2C)C(*)=O					CHEBI:83739		
BASm0006980	2''-O-acetyl-ADP-D-ribose	A nucleotide-sugar oxoanion arising from deprotonation of the diphosphate OH groups of 2''-O-acetyl-ADP-D-ribose; major species at pH 7.3.			CC(=O)O[C@H]1C(O)O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)[C@H]1O	C17H23N5O15P2	InChI=1S/C17H25N5O15P2/c1-6(23)34-13-11(25)8(36-17(13)27)3-33-39(30,31)37-38(28,29)32-2-7-10(24)12(26)16(35-7)22-5-21-9-14(18)19-4-20-15(9)22/h4-5,7-8,10-13,16-17,24-27H,2-3H2,1H3,(H,28,29)(H,30,31)(H2,18,19,20)/p-2/t7-,8-,10-,11-,12-,13-,16-,17?/m1/s1	BFNOPXRXIQJDHO-YDKGJHSESA-L		CHEBI:83767		
BASm0006981	3-oxochol-4-en-22-oate			Expected Solid	C[C@H](C(=O)[O-])[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C22H31O3	InChI=1S/C22H32O3/c1-13(20(24)25)17-6-7-18-16-5-4-14-12-15(23)8-10-21(14,2)19(16)9-11-22(17,18)3/h12-13,16-19H,4-11H2,1-3H3,(H,24,25)/p-1/t13-,16-,17+,18-,19-,21-,22+/m0/s1	QETBTXOVEBTJQH-WAMTXRNCSA-M	343.2278684	CHEBI:83777		MMDBc0055405
BASm0006982	(25S)-3beta-hydroxy-5-cholestenoyl-CoA			Expected Solid	C[C@H](CCC[C@H](C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C48H74N7O18P3S	InChI=1S/C48H78N7O18P3S/c1-27(32-12-13-33-31-11-10-29-22-30(56)14-17-47(29,5)34(31)15-18-48(32,33)6)8-7-9-28(2)45(61)77-21-20-50-36(57)16-19-51-43(60)40(59)46(3,4)24-70-76(67,68)73-75(65,66)69-23-35-39(72-74(62,63)64)38(58)44(71-35)55-26-54-37-41(49)52-25-53-42(37)55/h10,25-28,30-35,38-40,44,56,58-59H,7-9,11-24H2,1-6H3,(H,50,57)(H,51,60)(H,65,66)(H,67,68)(H2,49,52,53)(H2,62,63,64)/p-4/t27-,28+,30+,31+,32-,33+,34+,35-,38-,39-,40+,44-,47+,48-/m1/s1	ZTTWNLYNWGRGDZ-DYKZFCTDSA-J	1161.404585	CHEBI:83783		MMDBc0054793
BASm0006983	3-oxochol-4-en-22-oyl-CoA			Expected Solid	C[C@H](C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C43H62N7O18P3S	InChI=1S/C43H66N7O18P3S/c1-23(27-8-9-28-26-7-6-24-18-25(51)10-13-42(24,4)29(26)11-14-43(27,28)5)40(56)72-17-16-45-31(52)12-15-46-38(55)35(54)41(2,3)20-65-71(62,63)68-70(60,61)64-19-30-34(67-69(57,58)59)33(53)39(66-30)50-22-49-32-36(44)47-21-48-37(32)50/h18,21-23,26-30,33-35,39,53-54H,6-17,19-20H2,1-5H3,(H,45,52)(H,46,55)(H,60,61)(H,62,63)(H2,44,47,48)(H2,57,58,59)/p-4/t23-,26-,27+,28-,29-,30+,33+,34+,35-,39+,42-,43+/m0/s1	CJJBDUCNUMWUJX-ZKTJOKCMSA-J	1089.310685	CHEBI:83792		MMDBc0055406
BASm0006984	3-oxochola-1,4-dien-22-oyl-CoA			Expected Solid	[H][C@@](C)(C(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)C=C[C@]4(C)[C@@]3([H])CC[C@]12C	C43H60N7O18P3S	InChI=1S/C43H64N7O18P3S/c1-23(27-8-9-28-26-7-6-24-18-25(51)10-13-42(24,4)29(26)11-14-43(27,28)5)40(56)72-17-16-45-31(52)12-15-46-38(55)35(54)41(2,3)20-65-71(62,63)68-70(60,61)64-19-30-34(67-69(57,58)59)33(53)39(66-30)50-22-49-32-36(44)47-21-48-37(32)50/h10,13,18,21-23,26-30,33-35,39,53-54H,6-9,11-12,14-17,19-20H2,1-5H3,(H,45,52)(H,46,55)(H,60,61)(H,62,63)(H2,44,47,48)(H2,57,58,59)/p-4/t23-,26-,27+,28-,29-,30+,33+,34+,35-,39+,42-,43+/m0/s1	NNUYEQLFHWCXPC-ZKTJOKCMSA-J	1087.295035	CHEBI:83793		MMDBc0055410
BASm0006985	3-hydroxy-9-oxo-9,10-seco-chola-1,3,5-trien-22-oyl-CoA			Expected Solid	[H][C@@](C)(C(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]([H])(CCC3=CC([O-])=CC=C3C)C(=O)CC[C@]12C	C43H60N7O19P3S	InChI=1S/C43H64N7O19P3S/c1-23-6-8-26(51)18-25(23)7-9-27-29-11-10-28(43(29,5)14-12-30(27)52)24(2)41(57)73-17-16-45-32(53)13-15-46-39(56)36(55)42(3,4)20-66-72(63,64)69-71(61,62)65-19-31-35(68-70(58,59)60)34(54)40(67-31)50-22-49-33-37(44)47-21-48-38(33)50/h6,8,18,21-22,24,27-29,31,34-36,40,51,54-55H,7,9-17,19-20H2,1-5H3,(H,45,53)(H,46,56)(H,61,62)(H,63,64)(H2,44,47,48)(H2,58,59,60)/p-4/t24-,27-,28+,29-,31+,34+,35+,36-,40+,43+/m0/s1	PBSYGNWZDBQCKM-MMYXXXJSSA-J	1103.289949	CHEBI:83794		MMDBc0055378
BASm0006986	3-oxo-dotriacontanoyl-CoA	A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of 3-oxodotriacontanoyl-CoA (3-oxolacceroyl-CoA); major species at pH 7.3.				C53H92N7O18P3S		VVJMBDPTYGWBEY-YQUCNGBHSA-J	1239.545436	CHEBI:83795		
BASm0006987	3-hydroxy-9-oxo-9,10-seco-chola-1,3,5-trien-22-oate			Expected Solid	[H][C@@](C)(C(O)=O)[C@@]1([H])CC[C@@]2([H])[C@]([H])(CCC3=CC([O-])=CC=C3C)C(=O)CC[C@]12C	C22H29O4	InChI=1S/C22H30O4/c1-13-4-6-16(23)12-15(13)5-7-17-19-9-8-18(14(2)21(25)26)22(19,3)11-10-20(17)24/h4,6,12,14,17-19,23H,5,7-11H2,1-3H3,(H,25,26)/p-1/t14-,17-,18+,19-,22+/m0/s1	HPKHSOHEPOWJGC-DQUFGQPPSA-M	357.207133	CHEBI:83797		MMDBc0055377
BASm0006988	(25S)-3-oxocholest-4-en-26-oyl-CoA			Expected Solid	C[C@H](CCC[C@H](C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP([O-])(=O)OP([O-])(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP([O-])([O-])=O)N1C=NC2=C(N)N=CN=C12)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C48H72N7O18P3S	InChI=1S/C48H76N7O18P3S/c1-27(32-12-13-33-31-11-10-29-22-30(56)14-17-47(29,5)34(31)15-18-48(32,33)6)8-7-9-28(2)45(61)77-21-20-50-36(57)16-19-51-43(60)40(59)46(3,4)24-70-76(67,68)73-75(65,66)69-23-35-39(72-74(62,63)64)38(58)44(71-35)55-26-54-37-41(49)52-25-53-42(37)55/h22,25-28,31-35,38-40,44,58-59H,7-21,23-24H2,1-6H3,(H,50,57)(H,51,60)(H,65,66)(H,67,68)(H2,49,52,53)(H2,62,63,64)/p-4/t27-,28+,31+,32-,33+,34+,35-,38-,39-,40+,44-,47+,48-/m1/s1	QHTNQHCVKNUPEI-ZAXAEIALSA-J	1159.388935	CHEBI:83819		MMDBc0056395
BASm0006989					*C(=O)[C@@H]1CCCN1C(*)=O					CHEBI:83833		
BASm0006990					*C(=O)[C@@H]1CCCN1C(*)=O					CHEBI:83834		
BASm0006991	UDP-beta-L-rhamnose	UDP-L-rhamnose, also known as UDP-gal or GDU, belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. UDP-L-rhamnose is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, UDP-L-rhamnose is found, on average, in the highest concentration within milk (cow). UDP-L-rhamnose has also been detected, but not quantified in, several different foods, such as winter savories, spelts, cherry tomato, chayotes, and cornmints. This could make UDP-L-rhamnose a potential biomarker for the consumption of these foods. UDP-L-rhamnose is expected to be in Cannabis as all living plants are known to produce and metabolize it.	1955-26-6	1	C[C@@H]1O[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O	C15H24N2O16P2	InChI=1S/C15H24N2O16P2/c1-5-8(19)10(21)12(23)14(30-5)32-35(27,28)33-34(25,26)29-4-6-9(20)11(22)13(31-6)17-3-2-7(18)16-15(17)24/h2-3,5-6,8-14,19-23H,4H2,1H3,(H,25,26)(H,27,28)(H,16,18,24)/t5-,6+,8-,9+,10+,11+,12+,13+,14+/m0/s1	DRDCJEIZVLVWNC-SLBWPEPYSA-N	550.0601	CHEBI:83836		
BASm0006992	dalpatein				COc1cc2c(=O)c(-c3cc4c(cc3OC)OCO4)coc2cc1[O-]	C18H14O7	InChI=1S/C18H14O7/c1-21-13-6-17-16(24-8-25-17)3-9(13)11-7-23-14-5-12(19)15(22-2)4-10(14)18(11)20/h3-7,19H,8H2,1-2H3	GYUPEJCNVAKZSU-UHFFFAOYSA-N	342.0739528	CHEBI:83856		
BASm0006993	dalnigrein				COc1cc2c(=O)c(-c3cc(OC)c(OC)cc3OC)coc2cc1[O-]	C19H18O7	InChI=1S/C19H18O7/c1-22-14-8-18(25-4)17(24-3)5-10(14)12-9-26-15-7-13(20)16(23-2)6-11(15)19(12)21/h5-9,20H,1-4H3	HCBHUSZRPOFQMN-UHFFFAOYSA-N	358.1052529	CHEBI:83859		
BASm0006994	(25S)-3-oxocholest-4-en-26-ol			Expected Solid	C[C@H](CO)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H44O2	InChI=1S/C27H44O2/c1-18(17-28)6-5-7-19(2)23-10-11-24-22-9-8-20-16-21(29)12-14-26(20,3)25(22)13-15-27(23,24)4/h16,18-19,22-25,28H,5-15,17H2,1-4H3/t18-,19+,22-,23+,24-,25-,26-,27+/m0/s1	CXUORUGFOXGJNY-NYJSJAOLSA-N	400.3341307	CHEBI:83860		MMDBc0054791
BASm0006995	(25R)-3-oxocholest-4-en-26-ol			Expected Solid	C[C@@H](CO)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H44O2	InChI=1S/C27H44O2/c1-18(17-28)6-5-7-19(2)23-10-11-24-22-9-8-20-16-21(29)12-14-26(20,3)25(22)13-15-27(23,24)4/h16,18-19,22-25,28H,5-15,17H2,1-4H3/t18-,19-,22+,23-,24+,25+,26+,27-/m1/s1	CXUORUGFOXGJNY-LUZKGJLSSA-N	400.3341307	CHEBI:83861		MMDBc0054789
BASm0006996	(25R)-3-oxocholest-4-en-26-al			Expected Solid	C[C@H](CCC[C@@H](C)C=O)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H42O2	InChI=1S/C27H42O2/c1-18(17-28)6-5-7-19(2)23-10-11-24-22-9-8-20-16-21(29)12-14-26(20,3)25(22)13-15-27(23,24)4/h16-19,22-25H,5-15H2,1-4H3/t18-,19-,22+,23-,24+,25+,26+,27-/m1/s1	BGGFPZPRXRJKGG-LUZKGJLSSA-N	398.3184806	CHEBI:83862		MMDBc0054788
BASm0006997	(25S)-3-oxocholest-4-en-26-al			Expected Solid	C[C@H](C=O)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H42O2	InChI=1S/C27H42O2/c1-18(17-28)6-5-7-19(2)23-10-11-24-22-9-8-20-16-21(29)12-14-26(20,3)25(22)13-15-27(23,24)4/h16-19,22-25H,5-15H2,1-4H3/t18-,19+,22-,23+,24-,25-,26-,27+/m0/s1	BGGFPZPRXRJKGG-NYJSJAOLSA-N	398.3184806	CHEBI:83863		MMDBc0054790
BASm0006998	androst-5-ene-3,17-dione	androst-5-ene-3,17-dione, also known as delta5-ADD or δ5-add, is classified as an androgen or an Androgen derivative. Androgens are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. androst-5-ene-3,17-dione is considered to be practically insoluble (in water) and relatively neutral	571-36-8		C[C@]12CCC(=O)CC1=CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12	C19H26O2	InChI=1S/C19H26O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h3,14-16H,4-11H2,1-2H3/t14-,15-,16-,18-,19-/m0/s1	SQGZFRITSMYKRH-QAGGRKNESA-N	286.1932801	CHEBI:83865	HMDB0062415	
BASm0006999	N-acyl-D-galactosylsphing-4-enine				[1*]C(=O)N[C@@H](COC1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)[C@H](O)/C=C/CCCCCCCCCCCCC					CHEBI:83866		
BASm0007000	UDP-N-acetyl-alpha-D-muramoyl-L-alanine	Udp-n-acetylmuramoyl-l-alanine belongs to the class of Pyrimidine Nucleotide Sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. (inferred from compound structure)UDP-N-acetylmuramoyl-L-alanine (UDP-MurNAc-L-Ala), which is the nucleotide substrate of the D-glutamic-acid-adding enzyme (the murD gene product) catalyzing the subsequent step in the pathway for peptidoglycan synthesis, appears to be an effector of the racemase activity. (PMID 8098327) MurD (UDP-N-acetylmuramoyl-L-alanine:D-glutamate ligase) is the second enzyme in the series of Mur ligases, and it catalyzes the addition of D-glutamic acid (D-Glu) to the cytoplasmic intermediate UDP-N-acetylmuramoyl-L-alanine (UMA). (PMID 19007109)	78738-65-5	Solid	CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H](C)C(=O)N[C@@H](C)C(=O)[O-]	C23H36N4O20P2	InChI=1S/C23H36N4O20P2/c1-8(21(35)36)24-19(34)9(2)43-18-14(25-10(3)29)22(45-11(6-28)16(18)32)46-49(40,41)47-48(38,39)42-7-12-15(31)17(33)20(44-12)27-5-4-13(30)26-23(27)37/h4-5,8-9,11-12,14-18,20,22,28,31-33H,6-7H2,1-3H3,(H,24,34)(H,25,29)(H,35,36)(H,38,39)(H,40,41)(H,26,30,37)/t8-,9+,11+,12+,14+,15+,16+,17+,18+,20+,22?/m0/s1	NTMMCWJNQNKACG-CPDMUANVSA-N	750.1398126	CHEBI:83898		
BASm0007001	UDP-N-acetyl-alpha-D-muramoyl-L-alanyl-D-glutamate			Expected Solid	CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H](C)C(=O)N[C@@H](C)C(=O)N[C@H](CCC(=O)[O-])C(=O)[O-]	C28H39N5O23P2	InChI=1S/C28H43N5O23P2/c1-10(23(42)31-13(26(44)45)4-5-17(37)38)29-24(43)11(2)52-22-18(30-12(3)35)27(54-14(8-34)20(22)40)55-58(49,50)56-57(47,48)51-9-15-19(39)21(41)25(53-15)33-7-6-16(36)32-28(33)46/h6-7,10-11,13-15,18-22,25,27,34,39-41H,4-5,8-9H2,1-3H3,(H,29,43)(H,30,35)(H,31,42)(H,37,38)(H,44,45)(H,47,48)(H,49,50)(H,32,36,46)/p-4/t10-,11+,13+,14+,15+,18+,19+,20+,21+,22+,25+,27+/m0/s1	OJZCATPXPWFLHF-HPUCEMLMSA-J	875.1533009	CHEBI:83900		MMDBc0056359
BASm0007002	UDP-N-acetyl-alpha-D-muramoyl-L-alanyl-gamma-D-glutamyl-L-lysine			Expected Solid	CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H](C)C(=O)N[C@@H](C)C(=O)N[C@H](CCC(=O)N[C@@H](CCCC[NH3+])C(=O)[O-])C(=O)[O-]	C34H52N7O24P2	InChI=1S/C34H55N7O24P2/c1-14(28(49)39-18(32(53)54)7-8-21(44)38-17(31(51)52)6-4-5-10-35)36-29(50)15(2)61-27-23(37-16(3)43)33(63-19(12-42)25(27)47)64-67(58,59)65-66(56,57)60-13-20-24(46)26(48)30(62-20)41-11-9-22(45)40-34(41)55/h9,11,14-15,17-20,23-27,30,33,42,46-48H,4-8,10,12-13,35H2,1-3H3,(H,36,50)(H,37,43)(H,38,44)(H,39,49)(H,51,52)(H,53,54)(H,56,57)(H,58,59)(H,40,45,55)/p-3/t14-,15+,17-,18+,19+,20+,23+,24+,25+,26+,27+,30+,33+/m0/s1	WXBLSQNZKMJACT-BYEZXYKXSA-K	1004.25554	CHEBI:83903		MMDBc0056360
BASm0007003	UDP-N-acetyl-alpha-D-muramoyl-L-alanyl-gamma-D-glutamyl-meso-2,6-diaminoheptanedioate	UDP-n-acetylmuramoyl-L-alanyl-D-glutamyl-meso-2,6-diaminoheptanedioate is a member of the chemical class known as Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.  It is a key component of peptidoglycan synthesis.  The peptidoglycan synthesis pathway starts at the cytoplasm, where in six steps the peptidoglycan precursor a UDP-N-acetylmuramoyl-pentapeptide is synthesized. This precursor is then attached to the memberane acceptor all-trans-undecaprenyl phosphate, generating a N-acetylmuramoyl-pentapeptide-diphosphoundecaprenol, also known as lipid I. Another transferase then adds UDP-N-acetyl-alpha-D-glucosamine, yielding the complete monomeric unit a lipid , also known as lipid . This final lipid intermediate is transferred through the membrane. The peptidoglycan monomers are then polymerized on the outside surface by glycosyltransferases, which form the linear glycan chains, and transpeptidases, which catalyze the formation of peptide crosslinks.		Expected Solid	CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H](C)C(=O)N[C@@H](C)C(=O)N[C@H](CCC(=O)N[C@@H](CCC[C@@H]([NH3+])C(=O)[O-])C(=O)[O-])C(=O)[O-]	C35H51N7O26P2	InChI=1S/C35H55N7O26P2/c1-13(28(50)40-18(33(56)57)7-8-21(45)39-17(32(54)55)6-4-5-16(36)31(52)53)37-29(51)14(2)64-27-23(38-15(3)44)34(66-19(11-43)25(27)48)67-70(61,62)68-69(59,60)63-12-20-24(47)26(49)30(65-20)42-10-9-22(46)41-35(42)58/h9-10,13-14,16-20,23-27,30,34,43,47-49H,4-8,11-12,36H2,1-3H3,(H,37,51)(H,38,44)(H,39,45)(H,40,50)(H,52,53)(H,54,55)(H,56,57)(H,59,60)(H,61,62)(H,41,46,58)/p-4/t13-,14+,16+,17-,18+,19+,20+,23+,24+,25+,26+,27+,30+,34+/m0/s1	QUHLBZKCGUXHGP-BHBBPGSKSA-J	1047.235898	CHEBI:83905		MMDBc0029817
BASm0007004	N(6)-(UDP-N-acetyl-alpha-D-muramoyl-L-alanyl-gamma-D-glutamyl)-D-lysine			Expected Solid	CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H](C)C(=O)N[C@@H](C)C(=O)N[C@H](CCC(=O)NCCCC[C@@H]([NH3+])C(=O)[O-])C(=O)[O-]	C34H52N7O24P2	InChI=1S/C34H55N7O24P2/c1-14(28(49)39-18(32(53)54)7-8-21(44)36-10-5-4-6-17(35)31(51)52)37-29(50)15(2)61-27-23(38-16(3)43)33(63-19(12-42)25(27)47)64-67(58,59)65-66(56,57)60-13-20-24(46)26(48)30(62-20)41-11-9-22(45)40-34(41)55/h9,11,14-15,17-20,23-27,30,33,42,46-48H,4-8,10,12-13,35H2,1-3H3,(H,36,44)(H,37,50)(H,38,43)(H,39,49)(H,51,52)(H,53,54)(H,56,57)(H,58,59)(H,40,45,55)/p-3/t14-,15+,17+,18+,19+,20+,23+,24+,25+,26+,27+,30+,33+/m0/s1	SZWLBLZDTAZJIG-PIRUYWTCSA-K	1004.25554	CHEBI:83912		MMDBc0056198
BASm0007005	omega-hydroxy-15-methyl-hexadecanoate			Expected Solid	CC(CO)CCCCCCCCCCCCCC(=O)[O-]	C17H33O3	InChI=1S/C17H34O3/c1-16(15-18)13-11-9-7-5-3-2-4-6-8-10-12-14-17(19)20/h16,18H,2-15H2,1H3,(H,19,20)/p-1	ADEHZUFYJHOPKU-UHFFFAOYSA-M	285.2435185	CHEBI:83914		MMDBc0056235
BASm0007006	omega-hydroxy-3,7,11,15-tetramethyl-hexadecanoate			Expected Solid	CC(CO)CCCC(C)CCCC(C)CCCC(C)CC(=O)[O-]	C20H39O3	InChI=1S/C20H40O3/c1-16(10-6-12-18(3)14-20(22)23)8-5-9-17(2)11-7-13-19(4)15-21/h16-19,21H,5-15H2,1-4H3,(H,22,23)/p-1	CBZPGRKSSXCZLI-UHFFFAOYSA-M	327.2904687	CHEBI:83916		MMDBc0056236
BASm0007007	15-hydroxyhexadecanoate				CC(O)CCCCCCCCCCCCCC(=O)[O-]	C16H32O3	InChI=1S/C16H32O3/c1-15(17)13-11-9-7-5-3-2-4-6-8-10-12-14-16(18)19/h15,17H,2-14H2,1H3,(H,18,19)	WQPQDBIUAFINBH-UHFFFAOYSA-N	272.2351449	CHEBI:83936	HMDB0155886	
BASm0007008	14-hydroxyhexadecanoate				CCC(O)CCCCCCCCCCCCC(=O)[O-]	C16H32O3	InChI=1S/C16H32O3/c1-2-15(17)13-11-9-7-5-3-4-6-8-10-12-14-16(18)19/h15,17H,2-14H2,1H3,(H,18,19)	KBDZCYDPGRYCRM-UHFFFAOYSA-N	272.2351449	CHEBI:83938		
BASm0007010	N-acetyl-D-muramoyl-L-alanine	This compound belongs to the family of N-acyl-alpha-hexosamines. These are carbohydrate derivatives containing a hexose moeity in which the oxygen atom is replaced by an n-acyl group.			CC(=O)N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H](C)C(=O)N[C@@H](C)C(=O)[O-]	C14H24N2O9	InChI=1S/C14H24N2O9/c1-5(13(21)22)15-12(20)6(2)24-11-9(16-7(3)18)14(23)25-8(4-17)10(11)19/h5-6,8-11,14,17,19,23H,4H2,1-3H3,(H,15,20)(H,16,18)(H,21,22)/t5-,6-,8-,9-,10-,11-,14+/m1/s1	ICMUIFDBEVJCQA-GQQBCVOHSA-N	364.1481804	CHEBI:83941	HMDB0060494	MMDBc0048043
BASm0007011	(2E,6E)-omega-hydroxy-farnesol			Expected Solid	C/C(=C\CC/C(C)=C/CC/C(C)=C/CO)CO	C15H26O2	InChI=1S/C15H26O2/c1-13(7-5-9-15(3)12-17)6-4-8-14(2)10-11-16/h6,9-10,16-17H,4-5,7-8,11-12H2,1-3H3/b13-6+,14-10+,15-9+	FLIKBVTXNBEPQQ-RDUMTQBOSA-N	238.1932801	CHEBI:83951		MMDBc0054037
BASm0007012	(2E,6E,10E)-geranylgeranate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])C([O-])=O)=C(\C)CCC=C(C)C	C20H31O2	InChI=1S/C20H32O2/c1-16(2)9-6-10-17(3)11-7-12-18(4)13-8-14-19(5)15-20(21)22/h9,11,13,15H,6-8,10,12,14H2,1-5H3,(H,21,22)/p-1/b17-11+,18-13+,19-15+	SZNLKILVMCHHSD-OZFNKYQOSA-M	303.2329538	CHEBI:83952		MMDBc0054801
BASm0007013	16-hydroxy-(2E,6E,10E)-geranylgeraniol			Expected Solid	[H]\C(CO)=C(\C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CO	C20H34O2	InChI=1S/C20H34O2/c1-17(10-6-12-19(3)14-15-21)8-5-9-18(2)11-7-13-20(4)16-22/h9-10,13-14,21-22H,5-8,11-12,15-16H2,1-4H3/b17-10+,18-9+,19-14+,20-13+	CLOPQFCHWDTGFD-BMTMAWCHSA-N	306.2558803	CHEBI:83953		MMDBc0002822
BASm0007015	1-O-(1,2-saturated-alkyl)-sn-glycerol				*COC[C@@H](O)CO					CHEBI:83957		
BASm0007016	(2E,6E)-omega-hydroxy-farnesyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])COP([O-])(=O)OP([O-])([O-])=O)=C(\C)CO	C15H25O8P2	InChI=1S/C15H28O8P2/c1-13(7-5-9-15(3)12-16)6-4-8-14(2)10-11-22-25(20,21)23-24(17,18)19/h6,9-10,16H,4-5,7-8,11-12H2,1-3H3,(H,20,21)(H2,17,18,19)/p-3/b13-6+,14-10+,15-9+	SYIRLGLBHJFFBK-RDUMTQBOSA-K	395.1041125	CHEBI:83958		MMDBc0054802
BASm0007017					*N[C@@H](CCCNC(=[NH2+])N[C@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O)C(*)=O					CHEBI:83960		
BASm0007018	4-deoxy-beta-D-gluc-4-enuronosyl-(1->3)-N-acetyl-D-galactosamine 4-sulfate	A carbohydrate acid derivative anion resulting from the removal of a proton from the carboxy and sulfate groups of 2-acetamido-2-deoxy-3-O-(4-deoxy-alpha-L-threo-hex-4-enopyranosyluronic acid)-4-O-sulfo-D-galactopyranose arising from deprotonation of carboxylic acid and sulfate functions.			CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](OS(=O)(=O)[O-])[C@@H]1O[C@@H]1OC(C(=O)[O-])=C[C@H](O)[C@H]1O	C14H19NO14S	InChI=1S/C14H21NO14S/c1-4(17)15-8-11(10(29-30(23,24)25)7(3-16)26-13(8)22)28-14-9(19)5(18)2-6(27-14)12(20)21/h2,5,7-11,13-14,16,18-19,22H,3H2,1H3,(H,15,17)(H,20,21)(H,23,24,25)/p-2/t5-,7+,8+,9+,10-,11+,13?,14-/m0/s1	BWBRFVRXCBBDEH-ZTVLJYEESA-L		CHEBI:83963		
BASm0007020	3-methylhexadecanoyl-CoA	3-methylhexadecanoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a 3-methylhexadecanoic acid thioester of coenzyme A. 3-methylhexadecanoyl-coa is an acyl-CoA with 16 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. 3-methylhexadecanoyl-coa is therefore classified as a long chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. 3-methylhexadecanoyl-coa, being a long chain acyl-CoA is a substrate for long chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, 3-MethylHexadecanoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of 3-MethylHexadecanoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts 3-MethylHexadecanoyl-CoA into 3-MethylHexadecanoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, 3-MethylHexadecanoylcarnitine is converted back to 3-MethylHexadecanoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of 3-MethylHexadecanoyl-CoA occurs in four steps. First, since 3-MethylHexadecanoyl-CoA is a long chain acyl-CoA it is the substrate for a long chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of 3-MethylHexadecanoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until 3-MethylHexadecanoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CCCCCCCCCCCCCC(C)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C38H68N7O17P3S	InChI=1S/C38H68N7O17P3S/c1-5-6-7-8-9-10-11-12-13-14-15-16-26(2)21-29(47)66-20-19-40-28(46)17-18-41-36(50)33(49)38(3,4)23-59-65(56,57)62-64(54,55)58-22-27-32(61-63(51,52)53)31(48)37(60-27)45-25-44-30-34(39)42-24-43-35(30)45/h24-27,31-33,37,48-49H,5-23H2,1-4H3,(H,40,46)(H,41,50)(H,54,55)(H,56,57)(H2,39,42,43)(H2,51,52,53)	ZLODFYCZPXYUFC-UHFFFAOYSA-N	1019.360526	CHEBI:83969	HMDB0300665	
BASm0007021	3-methyl fatty acid				*C(C)CC(=O)[O-]					CHEBI:83972		
BASm0007023					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCC/C=C\CCCCCC)C(*)=O					CHEBI:83989		
BASm0007024	beta-D-glucosyl-(1<->1)-sphing-4-enine	A D-glucosylsphingosine(1+) obtained by protonation of the amino group of any beta-D-glucosylsphingosine; major species at pH 7.3.			CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H]([NH3+])CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C24H48NO7	InChI=1S/C24H47NO7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)18(25)17-31-24-23(30)22(29)21(28)20(16-26)32-24/h14-15,18-24,26-30H,2-13,16-17,25H2,1H3/p+1/b15-14+/t18-,19+,20+,21+,22-,23+,24+/m0/s1	HHJTWTPUPVQKNA-JIAPQYILSA-O		CHEBI:83992		
BASm0007025	9,10-epoxy-(12Z)-octadecenoate	Found in Chrysanthemum coronarium (chop-suey greens) and some other seed oil. Isolated from rice plant, Fukuyuki.	16833-56-0	Solid	CCCCC/C=C\CC1OC1CCCCCCCC(=O)[O-]	C18H32O3	InChI=1S/C18H32O3/c1-2-3-4-5-7-10-13-16-17(21-16)14-11-8-6-9-12-15-18(19)20/h7,10,16-17H,2-6,8-9,11-15H2,1H3,(H,19,20)/b10-7+	FBUKMFOXMZRGRB-JXMROGBWSA-N	296.2351449	CHEBI:84023	HMDB04701	
BASm0007026	14,15-epoxy-(5Z,8Z,11Z)-eicosatrienoate	14,15-epoxy-5,8,11-eicosatrienoic acid is an epoxyeicosatrienoic acid (EET), a metabolite of arachidonic acid. The P450 eicosanoids epoxyeicosatrienoic acids (EETs) are endogenous lipid mediators produced by P450 epoxygenases and metabolized through multiple pathways including soluble epoxide hydrolase (sEH). The cytochrome P-450 (P450) monooxygenase pathway includes enzymes of the CYP1A, CYP2B, CYP2C, CYP2E, and CYP2J subfamilies that catalyze the formation of four regioisomeric products, 5,6-, 8,9-, 11,12-, and 14,15-epoxyeicosatrienoic acid. EETs are produced in brain and perform important biological functions, including protection from ischemic injury. Both light flashes and direct glial stimulation produce vasodilatation mediated by EETs. EETs may be involved in the development of hypertension and endothelial dysfunction in DOCA-salt rats, but not in excessive collagen deposition or electrophysiological abnormalities. EETs have vasodilator and natriuretic effect. Blockade of EET formation is associated with salt-sensitive hypertension. Four regioisomeric cis-EET are primary products of arachidonic acid metabolism by cytochrome P450 epoxygenases. Upon hydration by soluble epoxide hydrolase (sEH), EET are metabolized to dihydroxyeicosatrienoic acids (DHET). These hydration products are more stable and less biologically active than EETs. (PMID: 17494091, 17468203, 17434916, 17406062, 17361113, 15581597).	81276-03-1	Solid	CCCCCC1OC1C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H32O3	InChI=1S/C20H32O3/c1-2-3-12-15-18-19(23-18)16-13-10-8-6-4-5-7-9-11-14-17-20(21)22/h4,6-7,9-10,13,18-19H,2-3,5,8,11-12,14-17H2,1H3,(H,21,22)/b6-4-,9-7-,13-10-	JBSCUHKPLGKXKH-ILYOTBPNSA-N	320.2351449	CHEBI:84024	HMDB0004264	
BASm0007027	8,9-epoxy-(5Z,11Z,14Z)-eicosatrienoate		81246-85-7	Expected Solid	CCCCC/C=C\C/C=C\CC1OC1C/C=C\CCCC(=O)[O-]	C20H31O3	InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-12-15-18-19(23-18)16-13-10-11-14-17-20(21)22/h6-7,9-10,12-13,18-19H,2-5,8,11,14-17H2,1H3,(H,21,22)/p-1/b7-6-,12-9-,13-10-	DBWQSCSXHFNTMO-TYAUOURKSA-M	319.2278684	CHEBI:84025	HMDB0002232	MMDBc0048097
BASm0007028	12,13-epoxy-(9Z)-octadecenoate			Expected Solid	CCCCCC1OC1C/C=C\CCCCCCCC(=O)[O-]	C18H31O3	InChI=1S/C18H32O3/c1-2-3-10-13-16-17(21-16)14-11-8-6-4-5-7-9-12-15-18(19)20/h8,11,16-17H,2-7,9-10,12-15H2,1H3,(H,19,20)/p-1/b11-8-	CCPPLLJZDQAOHD-FLIBITNWSA-M	295.2278684	CHEBI:84026	HMDB0004702	MMDBc0048150
BASm0007029	9,10-dihydroxy-(12Z)-octadecenoate	9,10-Dihydroxy-12-octadecenoic acid (CAS: 263399-34-4), also known as 9,10-DHOME, is a derivative of linoleic acid diol and has been reported to be toxic in human's tissue preparations. 9,10-DHOME is a naturally occurring proliferator-activated receptor (PPAR) gamma2 ligand, which stimulates adipocytes and inhibits osteoblast differentiation. 9,10-DHOME is the epoxide hydrolase metabolite of the leukotoxin 9,10-EpOME. 9,10-EpOME act as a protoxin, with the corresponding epoxide hydrolase metabolite 9,10-DHOME, specifically exerting toxicity. Both 9,10-EpOME and 9,10-DHOME are shown to have neutrophil chemotactic activity. 9,10-DHOME suppresses the neutrophil respiratory burst by a mechanism distinct from that of respiratory burst inhibitors such as cyclosporin H or lipoxin A4, which inhibit multiple aspects of neutrophil activation (PMID: 12021203, 12127265, 17435320). 9,10-DHOME is found in fruits and can be isolated from the seeds of Cucurbita pepo.	125356-86-7	Solid	CCCCC/C=C\CC(O)C(O)CCCCCCCC(=O)[O-]	C18H34O4	InChI=1S/C18H34O4/c1-2-3-4-5-7-10-13-16(19)17(20)14-11-8-6-9-12-15-18(21)22/h7,10,16-17,19-20H,2-6,8-9,11-15H2,1H3,(H,21,22)/b10-7-/t16-,17-/m1/s1	XEBKSQSGNGRGDW-GJWDQICYSA-N	314.2457096	CHEBI:84027	HMDB0004704	
BASm0007030	12,13-dihydroxy-(9Z)-octadecenoate	12,13-DHOME (CAS: 263399-35-5), also known as 12,13-dihydroxy-9-octadecenoic acid or 12,13-DiHOME, is the epoxide hydrolase metabolite of the leukotoxin 12,13-EpOME. 12,13-EpOME acts as a protoxin, with the corresponding epoxide hydrolase 12,13-DHOME specifically exerting toxicity. Both the EpOME and the DHOME are shown to have neutrophil chemotactic activity. 12,13-DHOME suppress the neutrophil respiratory burst by a mechanism distinct from that of respiratory burst inhibitors such as cyclosporin H or lipoxin A4, which inhibit multiple aspects of neutrophil activation. 12,13-DHOME is a derivative of the linoleic acid diol that has been reported to be toxic in human tissue preparations. 12,13-DHOME is a naturally occurring proliferator-activated receptor (PPAR) gamma2 ligand, which stimulates adipocytes and inhibits osteoblast differentiation (PMID: 17435320, 12021203, 12127265).	7293-40-5	Solid	CCCCCC(O)C(O)C/C=C\CCCCCCCC(=O)[O-]	C18H34O4	InChI=1S/C18H34O4/c1-2-3-10-13-16(19)17(20)14-11-8-6-4-5-7-9-12-15-18(21)22/h8,11,16-17,19-20H,2-7,9-10,12-15H2,1H3,(H,21,22)/b11-8-/t16-,17-/m0/s1	CQSLTKIXAJTQGA-BTDPBSJTSA-N	314.2457096	CHEBI:84028	HMDB0004705	
BASm0007031	14,15-dihydroxy-(5Z,8Z,11Z)-eicosatrienoate	14,15-DiHETrE is a Cytochrome P450 (P450) eicosanoid. Eicosanoids generated from arachidonic acid metabolism by cytochrome P450 (P450) enzymes are important autocrine and paracrine factors that have diverse biological functions. P450 eicosanoids are involved in the regulation of vascular tone, renal tubular transport, cardiac contractility, cellular proliferation, and inflammation. Regulation of P450 eicosanoid levels is determined by many factors, including the induction or repression of the P450 enzymes responsible for their formation. Fibrate drugs are part of a diverse group of compounds known as peroxisome proliferators, which also include herbicides and phthalate ester plasticizers. Peroxisome proliferators act via peroxisome proliferator-activated receptor (PPAR). This receptor is a member of the PPAR nuclear receptor family that also consists of the PPAR and PPAR isoforms. PPAR is mainly expressed in the heart, liver, and kidney, whereas the expression of PPAR is predominantly in the adipose tissue. The biological role of PPAR as a lipid sensor has been well established. 14,15-DiHETrE is a potent activators of PPAR and PPAR, shown to induce the binding of PPAR to a peroxisome proliferator response element (PPRE). Furthermore, 14,15-DiHETrE behaves like peroxisome proliferators in that is able to alter apoA-I and apoA-II mRNA expression. 14,15-DiHETrE is the most potent PPARalpha activator in a COS-7 cell expression system producing a 12-fold increase in PPARalpha-mediated luciferase activity. (PMID: 17431031, 16113065).	77667-09-5	Solid	CCCCCC(O)C(O)C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H34O4	InChI=1S/C20H34O4/c1-2-3-12-15-18(21)19(22)16-13-10-8-6-4-5-7-9-11-14-17-20(23)24/h4,6-7,9-10,13,18-19,21-22H,2-3,5,8,11-12,14-17H2,1H3,(H,23,24)/b6-4-,9-7-,13-10-	SYAWGTIVOGUZMM-ILYOTBPNSA-N	338.2457096	CHEBI:84029	HMDB0002265	
BASm0007032	11,12-dihydroxy-(5Z,8Z,14Z)-eicosatrienoate		192461-95-3		CCCCC/C=C\CC(O)C(O)C/C=C\C/C=C\CCCC(=O)[O-]	C20H34O4	InChI=1S/C20H34O4/c1-2-3-4-5-9-12-15-18(21)19(22)16-13-10-7-6-8-11-14-17-20(23)24/h6,8-10,12-13,18-19,21-22H,2-5,7,11,14-17H2,1H3,(H,23,24)/b8-6+,12-9+,13-10+	LRPPQRCHCPFBPE-ATELOPIESA-N		CHEBI:84031		
BASm0007033	8,9-dihydroxy-(5Z,11Z,14Z)-eicosatrienoate		192461-96-4		CCCCC/C=C\C/C=C\CC(O)C(O)C/C=C\CCCC(=O)[O-]	C20H34O4	InChI=1S/C20H34O4/c1-2-3-4-5-6-7-8-9-12-15-18(21)19(22)16-13-10-11-14-17-20(23)24/h6-7,9-10,12-13,18-19,21-22H,2-5,8,11,14-17H2,1H3,(H,23,24)/b7-6+,12-9+,13-10+	DCJBINATHQHPKO-QPZDSRGTSA-N		CHEBI:84032		
BASm0007034	2-O-hexadecanoyl-alpha,alpha-trehalose			Expected Solid	CCCCCCCCCCCCCCCC(=O)O[C@H]1[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O	C28H52O12	InChI=1S/C28H52O12/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-20(31)39-26-24(35)22(33)19(17-30)38-28(26)40-27-25(36)23(34)21(32)18(16-29)37-27/h18-19,21-30,32-36H,2-17H2,1H3/t18-,19-,21-,22-,23+,24+,25-,26-,27-,28-/m1/s1	GLYYYZAOVVFGDK-FJUFGMPQSA-N	580.3458771	CHEBI:84041		MMDBc0055265
BASm0007035	2-O,3-O-dihexadecanoyl-alpha,alpha-trehalose			Expected Solid	CCCCCCCCCCCCCCCC(=O)O[C@H]1[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1OC(=O)CCCCCCCCCCCCCCC	C44H82O13	InChI=1S/C44H82O13/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-35(47)55-41-38(50)34(32-46)54-44(57-43-40(52)39(51)37(49)33(31-45)53-43)42(41)56-36(48)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33-34,37-46,49-52H,3-32H2,1-2H3/t33-,34-,37-,38-,39+,40-,41+,42-,43-,44-/m1/s1	QOSPBHQULZCYBI-RPWXKBNISA-N	818.5755427	CHEBI:84042		MMDBc0055269
BASm0007036	octyl hexadecanoyl				CCCCCCCCCCCCCCCC(=O)OCCCCCCCC	C24H48O2	InChI=1S/C24H48O2/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24(25)26-23-21-19-10-8-6-4-2/h3-23H2,1-2H3	OQILCOQZDHPEAZ-UHFFFAOYSA-N	368.3654308	CHEBI:84059		MMDBc0054614
BASm0007037	nonyl hexadecanoate				CCCCCCCCCCCCCCCC(=O)OCCCCCCCCC	C25H50O2	InChI=1S/C25H50O2/c1-3-5-7-9-11-12-13-14-15-16-17-19-21-23-25(26)27-24-22-20-18-10-8-6-4-2/h3-24H2,1-2H3	SDPZWRKQPQDSQW-UHFFFAOYSA-N	382.3810809	CHEBI:84062		MMDBc0056224
BASm0007038	decanyl hexadecanoate				CCCCCCCCCCCCCCCC(=O)OCCCCCCCCCC	C26H52O2	InChI=1S/C26H52O2/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26(27)28-25-23-21-19-12-10-8-6-4-2/h3-25H2,1-2H3	IYDRZGXWJPJSNY-UHFFFAOYSA-N	396.3967309	CHEBI:84063		MMDBc0055889
BASm0007039	tetradecanyl hexadecanoate				CCCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCCC	C30H60O2	InChI=1S/C30H60O2/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30(31)32-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h3-29H2,1-2H3	UULYVBBLIYLRCU-UHFFFAOYSA-N	452.4593312	CHEBI:84064		MMDBc0054675
BASm0007040	eicosanyl hexadecanoate			Solid	CCCCCCCCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCCCC	C36H72O2	InChI=1S/C36H72O2/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-35-38-36(37)34-32-30-28-26-24-22-16-14-12-10-8-6-4-2/h3-35H2,1-2H3	OMQAAHBXTQQRLA-UHFFFAOYSA-N	536.5532316	CHEBI:84065	HMDB0037947	MMDBc0055964
BASm0007041	octadecanyl hexadecanoate				CCCCCCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCCCC	C34H68O2	InChI=1S/C34H68O2/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-36-34(35)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h3-33H2,1-2H3	BILPUZXRUDPOOF-UHFFFAOYSA-N	508.5219314	CHEBI:84066		MMDBc0054612
BASm0007042	tetradecanal	Tetradecanal is found in ceylan cinnamon. Tetradecanal is isolated from lemon oil etc. flavouring ingredien	124-25-4		CCCCCCCCCCCCCC=O	C14H28O	InChI=1S/C14H28O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h14H,2-13H2,1H3	UHUFTBALEZWWIH-UHFFFAOYSA-N	212.2140155	CHEBI:84067	HMDB0034283	
BASm0007043	pentanal	Pentanal, also known as N-valeraldehyde or amyl aldehyde, belongs to the class of organic compounds known as alpha-hydro gen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group. Pentanal is a saturated fatty aldehyde composed from five carbons in a straight chain. Thus, pentanal is considered to be a fatty aldehyde lipid molecule. Pentanal is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Pentanal is an almond, berry, and bready tasting compound. Pentanal is found, on average, in the highest concentration within a few different foods, such as black walnuts, milk (cow), and carrots and in a lower concentration in corns, tortilla, and safflowers. Pentanal has also been detected, but not quantified, in several different foods, such as crustaceans, garden tomato, herbs and spices, and guava. This could make pentanal a potential biomarker for the consumption of these foods. 	110-62-3		CCCCC=O	C5H10O	InChI=1S/C5H10O/c1-2-3-4-5-6/h5H,2-4H2,1H3	HGBOYTHUEUWSSQ-UHFFFAOYSA-N	86.07316494	CHEBI:84069	HMDB0031206	
BASm0007044	hexadecanyl (9E)-octadecenoate			Expected Solid	[H]\C(CCCCCCCC)=C(\[H])CCCCCCCC(=O)OCCCCCCCCCCCCCCCC	C34H66O2	InChI=1S/C34H66O2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34(35)36-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h17,19H,3-16,18,20-33H2,1-2H3/b19-17+	JYTMDBGMUIAIQH-HTXNQAPBSA-N	506.5062814	CHEBI:84072		MMDBc0056028
BASm0007045	hexadecanyl dodecanoate				CCCCCCCCCCCCCCCCOC(=O)CCCCCCCCCCC	C28H56O2	InChI=1S/C28H56O2/c1-3-5-7-9-11-13-14-15-16-17-19-21-23-25-27-30-28(29)26-24-22-20-18-12-10-8-6-4-2/h3-27H2,1-2H3	VWOKINHIVGKNRX-UHFFFAOYSA-N	424.428031	CHEBI:84080		MMDBc0054504
BASm0007046	D-beta-lysine	(r)-beta-lysine belongs to the class of Beta Amino Acids and Derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom. (inferred from compound structure)<br/><br/>β-Lysine (3,6-diaminohexanoic acid) is an amino acid produced by platelets during coagulation and is directly antibacterial by causing lysis of many Gram positive bacteria by acting as a cationic detergent. (WikiPedia)			[NH3+]CCC[C@@H]([NH3+])CC(=O)[O-]	C6H14N2O2	InChI=1S/C6H14N2O2/c7-3-1-2-5(8)4-6(9)10/h5H,1-4,7-8H2,(H,9,10)/t5-/m1/s1	QKEWQOJCHPFEAF-RXMQYKEDSA-N	146.1055277	CHEBI:84138		
BASm0007047	1D-myo-inositol 5-phosphate	A myo-inositol phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1D-myo-inositol 5-phosphate; major species at pH 7.3.			O=P([O-])([O-])O[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](O)[C@@H]1O	C6H11O9P	InChI=1S/C6H13O9P/c7-1-2(8)4(10)6(5(11)3(1)9)15-16(12,13)14/h1-11H,(H2,12,13,14)/p-2/t1-,2+,3-,4-,5+,6+	INAPMGSXUVUWAF-KXXVROSKSA-L		CHEBI:84141		
BASm0007048	1D-myo-inositol 2-phosphate	A myo-inositol phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1D-myo-inositol 2-phosphate; major species at pH 7.3.			O=P([O-])([O-])O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O	C6H11O9P	InChI=1S/C6H13O9P/c7-1-2(8)4(10)6(5(11)3(1)9)15-16(12,13)14/h1-11H,(H2,12,13,14)/p-2/t1-,2-,3+,4+,5-,6+	INAPMGSXUVUWAF-QWBQGLJISA-L		CHEBI:84142		
BASm0007049	(3beta)-hydroxy-cholest-5-en-26-al			Expected Solid	CC(C=O)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H44O2	InChI=1S/C27H44O2/c1-18(17-28)6-5-7-19(2)23-10-11-24-22-9-8-20-16-21(29)12-14-26(20,3)25(22)13-15-27(23,24)4/h8,17-19,21-25,29H,5-7,9-16H2,1-4H3/t18?,19-,21+,22+,23-,24+,25+,26+,27-/m1/s1	JUGXQEJPWDYOJV-CCDZVGGQSA-N	400.3341307	CHEBI:84145		MMDBc0054878
BASm0007050	(3beta)-hydroxy-cholest-5-en-26-oate			Expected Solid	CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(=O)[O-]	C27H43O3	InChI=1S/C27H44O3/c1-17(6-5-7-18(2)25(29)30)22-10-11-23-21-9-8-19-16-20(28)12-14-26(19,3)24(21)13-15-27(22,23)4/h8,17-18,20-24,28H,5-7,9-16H2,1-4H3,(H,29,30)/p-1/t17-,18?,20+,21+,22-,23+,24+,26+,27-/m1/s1	WVXOMPRLWLXFAP-AMQKJUDNSA-M	415.3217688	CHEBI:84146		MMDBc0054879
BASm0007051	4-hydroxy-6-undecylpyran-2-one			Expected Solid	CCCCCCCCCCCc1cc(O)cc(=O)o1	C16H26O3	InChI=1S/C16H26O3/c1-2-3-4-5-6-7-8-9-10-11-15-12-14(17)13-16(18)19-15/h12-13,17H,2-11H2,1H3	UHXLJSSQRSIPND-UHFFFAOYSA-N	266.1881947	CHEBI:84149		MMDBc0055515
BASm0007052	4-hydroxy-6-(2-oxotridecyl)pyran-2-one			Expected Solid	CCCCCCCCCCCC(=O)Cc1cc(O)cc(=O)o1	C18H28O4	InChI=1S/C18H28O4/c1-2-3-4-5-6-7-8-9-10-11-15(19)12-17-13-16(20)14-18(21)22-17/h13-14,20H,2-12H2,1H3	GPSLPPYNZMBYDU-UHFFFAOYSA-N	308.1987594	CHEBI:84150		MMDBc0055505
BASm0007054	2-Methoxy-6-prenylhydroquinone				[H]C/C(C)=C/Cc1cc(O)cc(OC)c1O	C12H16O3	InChI=1S/C12H16O3/c1-8(2)4-5-9-6-10(13)7-11(15-3)12(9)14/h4,6-7,13-14H,5H2,1-3H3	SOEJSSSCVQVNAV-UHFFFAOYSA-N	208.1099444	CHEBI:84166		
BASm0007055					[H]C/C(C)=C/Cc1c(C)c(O)cc(OC)c1O	(C5H8)nC8H10O3				CHEBI:84167		
BASm0007056	4-hydroxy-6-pentadecylpyran-2-one			Expected Solid	CCCCCCCCCCCCCCCc1cc(O)cc(=O)o1	C20H34O3	InChI=1S/C20H34O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-16-18(21)17-20(22)23-19/h16-17,21H,2-15H2,1H3	YDVWWMILPXBXSV-UHFFFAOYSA-N	322.250795	CHEBI:84168		MMDBc0054271
BASm0007057	4-hydroxy-6-heptadecylpyran-2-one			Expected Solid	CCCCCCCCCCCCCCCCCc1cc(O)cc(=O)o1	C22H38O3	InChI=1S/C22H38O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21-18-20(23)19-22(24)25-21/h18-19,23H,2-17H2,1H3	ZNGSTQBWDPWXRA-UHFFFAOYSA-N	350.2820951	CHEBI:84169		MMDBc0055511
BASm0007058	4-hydroxy-6-nonadecylpyran-2-one			Expected Solid	CCCCCCCCCCCCCCCCCCCc1cc(O)cc(=O)o1	C24H42O3	InChI=1S/C24H42O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23-20-22(25)21-24(26)27-23/h20-21,25H,2-19H2,1H3	YIANZBYTXWNKKM-UHFFFAOYSA-N	378.3133952	CHEBI:84170		MMDBc0055513
BASm0007059	4-hydroxy-6-(2-oxoheptadecyl)pyran-2-one			Expected Solid	CCCCCCCCCCCCCCCC(=O)Cc1cc(O)cc(=O)o1	C22H36O4	InChI=1S/C22H36O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(23)16-21-17-20(24)18-22(25)26-21/h17-18,24H,2-16H2,1H3	PWJCIKPTDVJSCJ-UHFFFAOYSA-N	364.2613596	CHEBI:84171		MMDBc0055503
BASm0007060	4-hydroxy-6-(2-oxononadecyl)pyran-2-one			Expected Solid	CCCCCCCCCCCCCCCCCC(=O)Cc1cc(O)cc(=O)o1	C24H40O4	InChI=1S/C24H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(25)18-23-19-22(26)20-24(27)28-23/h19-20,26H,2-18H2,1H3	GBAFNXLIBBSENQ-UHFFFAOYSA-N	392.2926598	CHEBI:84172		MMDBc0055504
BASm0007061	4-hydroxy-6-(2-oxohenicosyl)pyran-2-one			Expected Solid	CCCCCCCCCCCCCCCCCCCC(=O)Cc1cc(O)cc(=O)o1	C26H44O4	InChI=1S/C26H44O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(27)20-25-21-24(28)22-26(29)30-25/h21-22,28H,2-20H2,1H3	RHQLSMWFRZDKAH-UHFFFAOYSA-N	420.3239599	CHEBI:84173		MMDBc0055502
BASm0007062	2-methylhexadecanoate			Expected Solid	CCCCCCCCCCCCCCC(C)C(=O)[O-]	C17H33O2	InChI=1S/C17H34O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16(2)17(18)19/h16H,3-15H2,1-2H3,(H,18,19)/p-1	AXPAUZGVNGEWJD-UHFFFAOYSA-M	269.2486039	CHEBI:84175		MMDBc0055256
BASm0007063	12-methyloctadecanoate				CCCCCCC(C)CCCCCCCCCCC(=O)[O-]	C19H38O2	InChI=1S/C19H38O2/c1-3-4-5-12-15-18(2)16-13-10-8-6-7-9-11-14-17-19(20)21/h18H,3-17H2,1-2H3,(H,20,21)	MEBDGIUGSQZVMA-UHFFFAOYSA-N	298.2871805	CHEBI:84176	HMDB0340370	
BASm0007064	12-methyloctadecanoyl-CoA	12-methyloctadecanoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a 12-methyloctadecanoic acid thioester of coenzyme A. 12-methyloctadecanoyl-coa is an acyl-CoA with 18 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. 12-methyloctadecanoyl-coa is therefore classified as a long chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. 12-methyloctadecanoyl-coa, being a long chain acyl-CoA is a substrate for long chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, 12-Methyloctadecanoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of 12-Methyloctadecanoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts 12-Methyloctadecanoyl-CoA into 12-Methyloctadecanoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, 12-Methyloctadecanoylcarnitine is converted back to 12-Methyloctadecanoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of 12-Methyloctadecanoyl-CoA occurs in four steps. First, since 12-Methyloctadecanoyl-CoA is a long chain acyl-CoA it is the substrate for a long chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of 12-Methyloctadecanoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until 12-Methyloctadecanoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CCCCCCC(C)CCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C40H72N7O17P3S	InChI=1S/C40H72N7O17P3S/c1-5-6-7-14-17-28(2)18-15-12-10-8-9-11-13-16-19-31(49)68-23-22-42-30(48)20-21-43-38(52)35(51)40(3,4)25-61-67(58,59)64-66(56,57)60-24-29-34(63-65(53,54)55)33(50)39(62-29)47-27-46-32-36(41)44-26-45-37(32)47/h26-29,33-35,39,50-51H,5-25H2,1-4H3,(H,42,48)(H,43,52)(H,56,57)(H,58,59)(H2,41,44,45)(H2,53,54,55)	RWYZCQJNRLRWIV-UHFFFAOYSA-N	1047.391826	CHEBI:84181	HMDB0300691	
BASm0007065	2-methylhexadecanoyl-CoA			Expected Solid	CCCCCCCCCCCCCCC(C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C38H64N7O17P3S	InChI=1S/C38H68N7O17P3S/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-26(2)37(50)66-21-20-40-28(46)18-19-41-35(49)32(48)38(3,4)23-59-65(56,57)62-64(54,55)58-22-27-31(61-63(51,52)53)30(47)36(60-27)45-25-44-29-33(39)42-24-43-34(29)45/h24-27,30-32,36,47-48H,5-23H2,1-4H3,(H,40,46)(H,41,49)(H,54,55)(H,56,57)(H2,39,42,43)(H2,51,52,53)/p-4/t26?,27-,30-,31-,32+,36-/m1/s1	QZFDHHYXOIZHRU-FWWYCUMBSA-J	1015.33142	CHEBI:84182		MMDBc0055257
BASm0007066	3-methylundecanoyl-CoA	3-methylundecanoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a 3-methylundecanoic acid thioester of coenzyme A. 3-methylundecanoyl-coa is an acyl-CoA with 11 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. 3-methylundecanoyl-coa is therefore classified as a medium chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. 3-methylundecanoyl-coa, being a medium chain acyl-CoA is a substrate for medium chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, 3-Methylundecanoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of 3-Methylundecanoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts 3-Methylundecanoyl-CoA into 3-Methylundecanoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, 3-Methylundecanoylcarnitine is converted back to 3-Methylundecanoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of 3-Methylundecanoyl-CoA occurs in four steps. First, since 3-Methylundecanoyl-CoA is a medium chain acyl-CoA it is the substrate for a medium chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of 3-Methylundecanoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until 3-Methylundecanoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.				C33H54N7O17P3S		CEPVHZBZPCWHJZ-XIRPNGCASA-J	945.2531698	CHEBI:84183	HMDB0300613	
BASm0007067	3-methylundecanoate					C12H23O2		SHTJBHFHMAKAPT-UHFFFAOYNA-M	199.1703536	CHEBI:84184	HMDB0340306	
BASm0007068	2-epi-5-epi-valiolone			Expected Solid	[H][C@@]1(O)C(=O)C[C@@](O)(CO)[C@@]([H])(O)[C@]1([H])O	C7H12O6	InChI=1S/C7H12O6/c8-2-7(13)1-3(9)4(10)5(11)6(7)12/h4-6,8,10-13H,1-2H2/t4-,5-,6+,7-/m1/s1	JCZFNXYQGNLHDQ-MVIOUDGNSA-N	192.0633881	CHEBI:84187		MMDBc0055221
BASm0007069	12-methyltridecanoate			Expected Solid	CC(C)CCCCCCCCCCC([O-])=O	C14H27O2	InChI=1S/C14H28O2/c1-13(2)11-9-7-5-3-4-6-8-10-12-14(15)16/h13H,3-12H2,1-2H3,(H,15,16)/p-1	YYVJAABUJYRQJO-UHFFFAOYSA-M	227.2016537	CHEBI:84193		MMDBc0055160
BASm0007070	12-methyltridecanoyl-CoA	A methyl-branched fatty acyl-CoA obtained from the formal condensation of the thiol group of coenzyme A with the carboxy group of isotetradecanoic acid.				C35H58N7O17P3S		AIBXWGHBFFDDCX-QSGBVPJFSA-J	973.2844699	CHEBI:84195	HMDB0112244	
BASm0007072	3-hydroxytetradecanoate			Expected Solid	CCCCCCCCCCCC(O)CC(=O)[O-]	C14H27O3	InChI=1S/C14H28O3/c1-2-3-4-5-6-7-8-9-10-11-13(15)12-14(16)17/h13,15H,2-12H2,1H3,(H,16,17)/p-1/t13-/m1/s1	ATRNZOYKSNPPBF-CYBMUJFWSA-M	243.1965683	CHEBI:84197		MMDBc0054915
BASm0007073	3-hydroxytetradecanoyl-CoA				CCCCCCCCCCCC(O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP([O-])(=O)OP([O-])(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP([O-])([O-])=O)N1C=NC2=C(N)N=CN=C12	C35H58N7O18P3S	InChI=1S/C35H62N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-23(43)18-26(45)64-17-16-37-25(44)14-15-38-33(48)30(47)35(2,3)20-57-63(54,55)60-62(52,53)56-19-24-29(59-61(49,50)51)28(46)34(58-24)42-22-41-27-31(36)39-21-40-32(27)42/h21-24,28-30,34,43,46-47H,4-20H2,1-3H3,(H,37,44)(H,38,48)(H,52,53)(H,54,55)(H2,36,39,40)(H2,49,50,51)/p-4/t23?,24-,28-,29-,30+,34-/m1/s1	OXBHKMHNDGRDCZ-JIFARLPCSA-J	989.2793845	CHEBI:84198		MMDBc0057117
BASm0007074	12-hydroxyoctadecanoate			Expected Solid	CCCCCCC(O)CCCCCCCCCCC(=O)[O-]	C18H35O3	InChI=1S/C18H36O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h17,19H,2-16H2,1H3,(H,20,21)/p-1	ULQISTXYYBZJSJ-UHFFFAOYSA-M	299.2591686	CHEBI:84201		MMDBc0055158
BASm0007075	12-hydroxyoctadecanoyl-CoA			Expected Solid	CCCCCCC(O)CCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C39H66N7O18P3S	InChI=1S/C39H70N7O18P3S/c1-4-5-6-13-16-27(47)17-14-11-9-7-8-10-12-15-18-30(49)68-22-21-41-29(48)19-20-42-37(52)34(51)39(2,3)24-61-67(58,59)64-66(56,57)60-23-28-33(63-65(53,54)55)32(50)38(62-28)46-26-45-31-35(40)43-25-44-36(31)46/h25-28,32-34,38,47,50-51H,4-24H2,1-3H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/p-4/t27?,28-,32-,33-,34+,38-/m1/s1	MPIAMAMOXFUBTE-FWBOWLIOSA-J	1045.341985	CHEBI:84202		MMDBc0055159
BASm0007076	15-hydroxypentadecanoate			Expected Solid	O=C([O-])CCCCCCCCCCCCCCO	C15H29O3	InChI=1S/C15H30O3/c16-14-12-10-8-6-4-2-1-3-5-7-9-11-13-15(17)18/h16H,1-14H2,(H,17,18)/p-1	BZUNJUAMQZRJIP-UHFFFAOYSA-M	257.2122184	CHEBI:84203		MMDBc0055175
BASm0007077	15-hydroxypentadecanoyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCCCCCCCCCO	C36H60N7O18P3S	InChI=1S/C36H64N7O18P3S/c1-36(2,31(48)34(49)39-17-16-26(45)38-18-20-65-27(46)15-13-11-9-7-5-3-4-6-8-10-12-14-19-44)22-58-64(55,56)61-63(53,54)57-21-25-30(60-62(50,51)52)29(47)35(59-25)43-24-42-28-32(37)40-23-41-33(28)43/h23-25,29-31,35,44,47-48H,3-22H2,1-2H3,(H,38,45)(H,39,49)(H,53,54)(H,55,56)(H2,37,40,41)(H2,50,51,52)/p-4/t25-,29-,30-,31+,35-/m1/s1	QFVWXEJCMKEMQT-VTINEICCSA-J	1003.295035	CHEBI:84205		MMDBc0055176
BASm0007078	16-hydroxyhexadecanoyl-CoA	16-hydroxyhexadecanoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a 16-hydroxyhexadecanoic acid thioester of coenzyme A. 16-hydroxyhexadecanoyl-coa is an acyl-CoA with 16 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. 16-hydroxyhexadecanoyl-coa is therefore classified as a long chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. 16-hydroxyhexadecanoyl-coa, being a long chain acyl-CoA is a substrate for long chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, 16-hydroxyhexadecanoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of 16-hydroxyhexadecanoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts 16-hydroxyhexadecanoyl-CoA into 16-hydroxyhexadecanoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, 16-hydroxyhexadecanoylcarnitine is converted back to 16-hydroxyhexadecanoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of 16-hydroxyhexadecanoyl-CoA occurs in four steps. First, since 16-hydroxyhexadecanoyl-CoA is a long chain acyl-CoA it is the substrate for a long chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of 16-hydroxyhexadecanoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until 16-hydroxyhexadecanoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCCCCCCCCCCO	C37H66N7O18P3S	InChI=1S/C37H66N7O18P3S/c1-37(2,32(49)35(50)40-18-17-27(46)39-19-21-66-28(47)16-14-12-10-8-6-4-3-5-7-9-11-13-15-20-45)23-59-65(56,57)62-64(54,55)58-22-26-31(61-63(51,52)53)30(48)36(60-26)44-25-43-29-33(38)41-24-42-34(29)44/h24-26,30-32,36,45,48-49H,3-23H2,1-2H3,(H,39,46)(H,40,50)(H,54,55)(H,56,57)(H2,38,41,42)(H2,51,52,53)	ROZGNNDROQHXPF-UHFFFAOYSA-N	1021.33979	CHEBI:84207	HMDB0301244	
BASm0007079	9-decenoyl-CoA			Expected Solid	C=CCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C31H48N7O17P3S	InChI=1S/C31H52N7O17P3S/c1-4-5-6-7-8-9-10-11-22(40)59-15-14-33-21(39)12-13-34-29(43)26(42)31(2,3)17-52-58(49,50)55-57(47,48)51-16-20-25(54-56(44,45)46)24(41)30(53-20)38-19-37-23-27(32)35-18-36-28(23)38/h4,18-20,24-26,30,41-42H,1,5-17H2,2-3H3,(H,33,39)(H,34,43)(H,47,48)(H,49,50)(H2,32,35,36)(H2,44,45,46)/p-4/t20-,24-,25-,26+,30-/m1/s1	BDHWPVPKCWWQPF-HSJNEKGZSA-J	915.2062196	CHEBI:84214		MMDBc0055663
BASm0007080	1-(9Z-octadecenoyl)-2-octadecanoyl-sn-glycero-3-phosphoethanolamine	PE(18:1(9Z)/18:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:1(9Z)/18:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of stearic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[NH3+])OC(=O)CCCCCCCCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17,19,39H,3-16,18,20-38,42H2,1-2H3,(H,45,46)/b19-17-/t39-/m1/s1	LICSIKXBSOVGBP-VEAYGOGPSA-N	745.5621555	CHEBI:84234	HMDB0009057	
BASm0007081	2-butyloctan-1-ol	2-Butyl-1-octanol is found in alcoholic beverages. 2-Butyl-1-octanol is a constituent of Humulus lupulus (hops) and Portulaca oleracea (purslane).	3913-02-08		CCCCCCC(CO)CCCC	C12H26O	InChI=1S/C12H26O/c1-3-5-7-8-10-12(11-13)9-6-4-2/h12-13H,3-11H2,1-2H3	XMVBHZBLHNOQON-UHFFFAOYSA-N	186.1983655	CHEBI:84235	HMDB0041288	
BASm0007082	4-hydroxy-6-heptylpyran-2-one			Expected Solid	CCCCCCCc1cc(O)cc(=O)o1	C12H18O3	InChI=1S/C12H18O3/c1-2-3-4-5-6-7-11-8-10(13)9-12(14)15-11/h8-9,13H,2-7H2,1H3	DYBQTVWGTMHKLN-UHFFFAOYSA-N	210.1255944	CHEBI:84246		MMDBc0055512
BASm0007083	4-hydroxy-5-methyl-6-pentadecylpyran-2-one			Expected Solid	CCCCCCCCCCCCCCCc1oc(=O)cc(O)c1C	C21H36O3	InChI=1S/C21H36O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20-18(2)19(22)17-21(23)24-20/h17,22H,3-16H2,1-2H3	KDKNUCFOXSPDEG-UHFFFAOYSA-N	336.266445	CHEBI:84253		MMDBc0055489
BASm0007084	4-hydroxy-5-methyl-6-heptadecylpyran-2-one			Expected Solid	CCCCCCCCCCCCCCCCCc1oc(=O)cc(O)c1C	C23H40O3	InChI=1S/C23H40O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-22-20(2)21(24)19-23(25)26-22/h19,24H,3-18H2,1-2H3	OQUNSAJGPYUYHA-UHFFFAOYSA-N	364.2977451	CHEBI:84255		MMDBc0055488
BASm0007085	nonanal	Nonanal, also known as nonyl aldehyde or pelargonaldehyde, belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms. Thus, nonanal is considered to be a fatty aldehyde lipid molecule. Nonanal acts synergistically with carbon dioxide in that regard. Nonanal is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Nonanal exists in all eukaryotes, ranging from yeast to humans. Nonanal is an aldehydic, citrus, and fat tasting compound. nonanal is found, on average, in the highest concentration in a few different foods, such as corns, tea, and gingers and in a lower concentration in sweet oranges, carrots, and limes. nonanal has also been detected, but not quantified, in several different foods, such as olives, cereals and cereal products, chinese cinnamons, common grapes, and oats. This could make nonanal a potential biomarker for the consumption of these foods. Nonanal has been identified as a compound that attracts Culex mosquitoes. Nonanal is a potentially toxic compound. Nonanal has been found to be associated with several diseases such as pervasive developmental disorder not otherwise specified, autism, crohn's disease, and ulcerative colitis; also nonanal has been linked to the inborn metabolic disorders including celiac disease. Nonanal, also called nonanaldehyde, pelargonaldehyde or Aldehyde C-9, is an alkyl aldehyde. Although it occurs in several natural oils, it is produced commercially by hydroformylation of 1-octene. A colourless, oily liquid, nonanal is a component of perfumes.			CCCCCCCCC=O	C9H18O	InChI=1S/C9H18O/c1-2-3-4-5-6-7-8-9-10/h9H,2-8H2,1H3	GYHFUZHODSMOHU-UHFFFAOYSA-N	142.1357652	CHEBI:84268	HMDB0059835	
BASm0007086	(2E)-dodecenoate			Expected Solid	CCCCCCCCC/C=C/C(=O)[O-]	C12H21O2	InChI=1S/C12H22O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h10-11H,2-9H2,1H3,(H,13,14)/p-1/b11-10+	PAWGRNGPMLVJQH-ZHACJKMWSA-M	197.1547035	CHEBI:84274		MMDBc0054808
BASm0007087	1-tetradecanoyl-sn-glycero-3-phosphoethanolamine	LysoPE(14:0/0:0) is a lysophosphatidylethanolamine or a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce. They are also approved for indoor use to preserve stored crops and commercial cut flowers. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms.		Solid	CCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OCC[NH3+]	C19H40NO7P	InChI=1S/C19H40NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-19(22)25-16-18(21)17-27-28(23,24)26-15-14-20/h18,21H,2-17,20H2,1H3,(H,23,24)/t18-/m1/s1	RPXHXZNGZBHSMJ-GOSISDBHSA-N	425.2542392	CHEBI:84299	HMDB0011500	
BASm0007088	1-tetradecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine	PE(14:0/18:1(9Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(14:0/18:1(9Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of oleic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCC)COP(=O)([O-])OCC[NH3+]	C37H72NO8P	InChI=1S/C37H72NO8P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38)33-43-36(39)29-27-25-23-21-19-14-12-10-8-6-4-2/h16-17,35H,3-15,18-34,38H2,1-2H3,(H,41,42)/b17-16-/t35-/m1/s1	QZGYPUQNTDWNBR-XHYHITGYSA-N	689.4995553	CHEBI:84300	HMDB0008828	
BASm0007089	L-anticapsin			Expected Solid	[NH3+][C@@H](C[C@@H]1CCC(=O)[C@@H]2O[C@H]12)C(=O)[O-]	C9H13NO4	InChI=1S/C9H13NO4/c10-5(9(12)13)3-4-1-2-6(11)8-7(4)14-8/h4-5,7-8H,1-3,10H2,(H,12,13)/t4-,5-,7+,8-/m0/s1	KHVZXXWDPSCGEK-MGVQOFIGSA-N	199.0844579	CHEBI:84310		MMDBc0021206
BASm0007090	bacilysin		29393-20-2		C[C@H]([NH3+])C(=O)N[C@@H](C[C@@H]1CCC(=O)[C@@H]2O[C@H]12)C(=O)[O-]	C12H18N2O5	InChI=1S/C12H18N2O5/c1-5(13)11(16)14-7(12(17)18)4-6-2-3-8(15)10-9(6)19-10/h5-7,9-10H,2-4,13H2,1H3,(H,14,16)(H,17,18)/t5-,6-,7-,9+,10-/m0/s1	XFOUAXMJRHNTOP-PFQXTLEHSA-N	270.1215717	CHEBI:84311		
BASm0007091	L-arginyl-L-alpha-amino acid				*[C@H](NC(=O)[C@@H]([NH3+])CCCNC(N)=[NH2+])C(=O)[O-]					CHEBI:84315		
BASm0007092	dapdiamide A			Expected Solid	CC(C)[C@H](NC(=O)[C@@H]([NH3+])CNC(=O)/C=C/C(N)=O)C(=O)[O-]	C12H20N4O5	InChI=1S/C12H20N4O5/c1-6(2)10(12(20)21)16-11(19)7(13)5-15-9(18)4-3-8(14)17/h3-4,6-7,10H,5,13H2,1-2H3,(H2,14,17)(H,15,18)(H,16,19)(H,20,21)/b4-3+/t7-,10-/m0/s1	JAGLEOBXISHNNM-BRUQVKLWSA-N	300.1433698	CHEBI:84320		MMDBc0055883
BASm0007093	dapdiamide B			Expected Solid	CC[C@H](C)[C@H](NC(=O)[C@@H]([NH3+])CNC(=O)/C=C/C(N)=O)C(=O)[O-]	C13H22N4O5	InChI=1S/C13H22N4O5/c1-3-7(2)11(13(21)22)17-12(20)8(14)6-16-10(19)5-4-9(15)18/h4-5,7-8,11H,3,6,14H2,1-2H3,(H2,15,18)(H,16,19)(H,17,20)(H,21,22)/b5-4+/t7?,8-,11-/m0/s1	WSFQKSIBZODGPB-OFANEYSTSA-N	314.1590198	CHEBI:84321		MMDBc0009501
BASm0007094	dapdiamide C			Expected Solid	[H]\C(=C(\[H])C(O)=NC[C@]([H])(N)C(O)=N[C@@]([H])(CC(C)C)C(O)=O)C(O)=N	C13H22N4O5	InChI=1S/C13H22N4O5/c1-7(2)5-9(13(21)22)17-12(20)8(14)6-16-11(19)4-3-10(15)18/h3-4,7-9H,5-6,14H2,1-2H3,(H2,15,18)(H,16,19)(H,17,20)(H,21,22)/b4-3+/t8-,9-/m0/s1	MJPKMDAPFRGJGV-FBFNWGNUSA-N	314.1590198	CHEBI:84322		MMDBc0055884
BASm0007095	cholesteryl (9Z)-hexadecenoate	CE(16:1(9Z)), also known as (Z)-cholesterol 9-hexadecenoate or 1-palmitoleoyl-cholesterol, is an important plasma cholesteryl ester. A cholesteryl ester is an ester of cholesterol. Fatty acid esters of cholesterol constitute about two-thirds of the cholesterol in the plasma. Cholesterol is a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues and transported in the blood plasma of all animals. The accumulation of cholesterol esters in the arterial intima (the innermost layer of an artery, in direct contact with the flowing blood) is a characteristic feature of atherosclerosis. Atherosclerosis is a disease affecting arterial blood vessels. It is a chronic inflammatory response in the walls of arteries, in large part to the deposition of lipoproteins (plasma proteins that carry cholesterol and triglycerides). Cholesteryl palmitoleate is one of the two more prevalent esters that are a component of dehydroepiandrosterone fatty acid esters (DHEA-FA). DHEA-FA is formed from DHEA by lecithin-cholesterol acyltransferase, localized on high-density lipoprotein (HDL). Once DHEA-FA is formed, it is subsequently transferred to very low-density lipoprotein (VLDL) and low-density lipoprotein (LDL), like cholesteryl esters. Cholesteryl palmitoleate constitutes 20% of the total lipoidal pregnenolone (an important precursor steroid) in follicular fluid. The fatty acid components of the resulting lipoidal pregnenolone derivatives resemble those of cholesteryl esters formed in plasma by the enzymatic activity of lecithin–cholesterol acyltransferase (LCAT) (PMID: 2770299, 8943795). CE(16:1(9Z)) is considered to be practically insoluble (in water) and basic.	16711-66-3		[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)OC(=O)CCCCCCC\C=C/CCCCCC)[C@H](C)CCCC(C)C	C43H74O2	InChI=1S/C43H74O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-23-41(44)45-36-28-30-42(5)35(32-36)24-25-37-39-27-26-38(34(4)22-20-21-33(2)3)43(39,6)31-29-40(37)42/h12-13,24,33-34,36-40H,7-11,14-23,25-32H2,1-6H3/b13-12-/t34-,36+,37+,38-,39+,40+,42+,43-/m1/s1	HODJWNWCVNUPAQ-XDOSKZMUSA-N	622.5688816	CHEBI:84323	HMDB0000658	
BASm0007096	N(3)-fumaroyl-(S)-2,3-diaminopropanoate			Expected Solid	[H]\C(=C(\[H])C([O-])=NC[C@]([H])(N)C(O)=O)C(O)=O	C7H9N2O5	InChI=1S/C7H10N2O5/c8-4(7(13)14)3-9-5(10)1-2-6(11)12/h1-2,4H,3,8H2,(H,9,10)(H,11,12)(H,13,14)/p-1/b2-1+/t4-/m0/s1	FYPSRFSOOLJBNE-QPHDTYRISA-M	201.051695	CHEBI:84330		MMDBc0054595
BASm0007097	N(3)-fumaramoyl-(S)-2,3-diaminopropanoate			Expected Solid	[H]\C(=C(\[H])C(O)=NC[C@]([H])(N)C(O)=O)C(O)=N	C7H11N3O4	InChI=1S/C7H11N3O4/c8-4(7(13)14)3-10-6(12)2-1-5(9)11/h1-2,4H,3,8H2,(H2,9,11)(H,10,12)(H,13,14)/b2-1+/t4-/m0/s1	TXNRYTCUNXUNFH-QPHDTYRISA-N	201.0749558	CHEBI:84331		MMDBc0056181
BASm0007098	(9Z,12Z,15Z-octadecatrienoyl)-cholesterol	CE(18:3(9Z,12Z,15Z)) is a cholesterol fatty acid ester or simply a cholesterol ester (CE). Cholesterol esters are cholesterol molecules with long-chain fatty acids linked to the hydroxyl group. They are much less polar than free cholesterol and appear to be the preferred form for transport in plasma and for storage. Cholesterol esters do not contribute to membranes but are packed into intracellular lipid particles or lipoprotein particles. Because of the mechanism of synthesis, plasma cholesterol esters tend to contain relatively high proportions of C18 fatty acids. Cholesterol esters are major constituents of the adrenal glands and they also accumulate in the fatty lesions of atherosclerotic plaques. Cholesterol esters are also major constituents of the lipoprotein particles carried in blood (HDL, LDL, VLDL). The cholesterol esters in high-density lipoproteins (HDL) are synthesized largely by transfer of fatty acids to cholesterol from position sn-2 (or C-2) of phosphatidylcholine catalyzed by the enzyme lecithin cholesterol acyl transferase (LCAT). The enzyme also promotes the transfer of cholesterol from cells to HDL. As cholesterol esters accumulate in the lipoprotein core, cholesterol is removed from its surface thus promoting the flow of cholesterol from cell membranes into HDL. This in turn leads to morphological changes in HDL, which grow and become spherical. Subsequently, cholesterol esters are transferred to the other lipoprotein fractions LDL and VLDL, a reaction catalyzed by cholesteryl ester transfer protein. Another enzyme, acyl-CoA:cholesterol acyltransferase (ACAT) synthesizes cholesterol esters from CoA esters of fatty acids and cholesterol. Cholesterol ester hydrolases liberate cholesterol and free fatty acids when required for membrane and lipoprotein formation, and they also provide cholesterol for hormone synthesis in adrenal cells.			CC\C=C/C\C=C/C\C=C/CCCCCCCC(=O)O[C@H]1CC[C@@]2(C)C(=CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)CCCC(C)C)[C@@]4(C)CC[C@]23[H])C1	C45H74O2	InChI=1S/C45H74O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25-43(46)47-38-30-32-44(5)37(34-38)26-27-39-41-29-28-40(36(4)24-22-23-35(2)3)45(41,6)33-31-42(39)44/h8-9,11-12,14-15,26,35-36,38-42H,7,10,13,16-25,27-34H2,1-6H3/b9-8-,12-11-,15-14-/t36-,38+,39+,40-,41+,42+,44+,45-/m1/s1	FYMCIBHUFSIWCE-WVXFKAQASA-N	646.5688816	CHEBI:84341	HMDB0010370	
BASm0007099	nogalaviketone	A phenolate anion obtained by deprotonation of the 5-OH group of nogalaviketone. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).			COC(=O)[C@@H]1c2cc3c(c([O-])c2C(=O)C[C@]1(C)O)C(=O)c1c(O)cccc1C3=O	C21H15O8	InChI=1S/C21H16O8/c1-21(28)7-12(23)14-9(16(21)20(27)29-2)6-10-15(19(14)26)18(25)13-8(17(10)24)4-3-5-11(13)22/h3-6,16,22,26,28H,7H2,1-2H3/p-1/t16-,21-/m0/s1	NIJCZTKHKOATFT-KKSFZXQISA-M		CHEBI:84342		
BASm0007100	methyl nogalonate			Expected Solid	COC(=O)CC1=CC2=C(C(O)=C1C(=O)CC(C)=O)C(=O)C1=C(C=CC=C1[O-])C2=O	C21H15O8	InChI=1S/C21H16O8/c1-9(22)6-14(24)16-10(8-15(25)29-2)7-12-18(20(16)27)21(28)17-11(19(12)26)4-3-5-13(17)23/h3-5,7,23,27H,6,8H2,1-2H3/p-1	QBPKMZSXGLNWOB-UHFFFAOYSA-M	395.077241	CHEBI:84345		MMDBc0056083
BASm0007101	cholesteryl (8Z,11Z,14Z)-eicosatrienoate				CCCCC/C=C\C/C=C\C/C=C\CCCCCCC(=O)O[C@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4CC[C@H]([C@H](C)CCCC(C)C)[C@@]4(C)CC[C@@H]32)C1	C47H78O2	InChI=1S/C47H78O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-27-45(48)49-40-32-34-46(5)39(36-40)28-29-41-43-31-30-42(38(4)26-24-25-37(2)3)47(43,6)35-33-44(41)46/h11-12,14-15,17-18,28,37-38,40-44H,7-10,13,16,19-27,29-36H2,1-6H3/b12-11-,15-14-,18-17-	MLPRJPSMAFZPLA-IHDWIWDKSA-N	674.6001818	CHEBI:84346	HMDB0185652	
BASm0007102	3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate			Expected Solid	O=C([O-])C(=O)CC1=CC[C@@H](O)C=C1	C9H10O4	InChI=1S/C9H10O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-3,7,10H,4-5H2,(H,12,13)/t7-/m0/s1	HDHFXEPVMQZSFA-ZETCQYMHSA-N	182.0579088	CHEBI:84354		MMDBc0051547
BASm0007103	3-[(1E,4R)-4-hydroxycyclohex-2-en-1-ylidene]pyruvate			Expected Solid	O=C([O-])C(=O)/C=C1/C=C[C@H](O)CC1	C9H9O4	InChI=1S/C9H10O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1,3,5,7,10H,2,4H2,(H,12,13)/p-1/b6-5-/t7-/m0/s1	MPMDLNLJFJLITQ-RBSILHGTSA-M	181.0506324	CHEBI:84355		MMDBc0055334
BASm0007104	L-dihydroanticapsin			Expected Solid	[NH3+][C@@H](C[C@@H]1CC[C@@H](O)[C@@H]2O[C@H]12)C(=O)[O-]	C9H15NO4	InChI=1S/C9H15NO4/c10-5(9(12)13)3-4-1-2-6(11)8-7(4)14-8/h4-8,11H,1-3,10H2,(H,12,13)/t4-,5-,6+,7+,8-/m0/s1	YMLXTGCTHGQQKS-TXXZRHAASA-N	201.100108	CHEBI:84358		MMDBc0053399
BASm0007105	3-hydroxy-2,4-dioxopentyl phosphate	3-Hydroxy-2,4-pentanedione 5-phosphate is an intermediate in autoinducer AI-2 degradation pathway in E.coli. It is a substrate for the enzyme 3-hydroxy-2,4-pentadione 5-phosphate thiolase which catalyzes the reaction 3-hydroxy-5-phosphonooxypentane-2,4-dione + coenzyme A -> glycerone phosphate + acetyl-CoA. It is also a product for enzyme phospho-AI-2 isomerase which catalyzes reaction (4S)-4-hydroxy-5-phosphonooxypentane-2,3-dione -> 3-hydroxy-5-phosphonooxypentane-2,4-dione (BioCyc compound: CPD0-2467).		Expected Solid		C5H7O7P		AKHNGSPNHAFBII-UHFFFAOYNA-L	209.9940367	CHEBI:84359		MMDBc0032154
BASm0007106	5-epi-valiolone			Expected Solid	[H][C@]1(O)C(=O)C[C@@](O)(CO)[C@@]([H])(O)[C@]1([H])O	C7H12O6	InChI=1S/C7H12O6/c8-2-7(13)1-3(9)4(10)5(11)6(7)12/h4-6,8,10-13H,1-2H2/t4-,5+,6-,7+/m0/s1	JCZFNXYQGNLHDQ-BNHYGAARSA-N	192.0633881	CHEBI:84361		MMDBc0055561
BASm0007107	2-epi-5-epi-valiolone 7-phosphate			Expected Solid	[H][C@@]1(O)C(=O)C[C@@](O)(COP([O-])([O-])=O)[C@@]([H])(O)[C@]1([H])O	C7H11O9P	InChI=1S/C7H13O9P/c8-3-1-7(12,2-16-17(13,14)15)6(11)5(10)4(3)9/h4-6,9-12H,1-2H2,(H2,13,14,15)/p-2/t4-,5-,6+,7-/m1/s1	WBHJALJLPRKCBI-MVIOUDGNSA-L	270.0151661	CHEBI:84362		MMDBc0055222
BASm0007108	acarbose			Expected Solid	[H][C@]1(C)O[C@]([H])(O[C@]2([H])[C@@]([H])(CO)O[C@]([H])(O[C@]3([H])[C@@]([H])(CO)OC([H])(O)[C@]([H])(O)[C@@]3([H])O)[C@]([H])(O)[C@@]2([H])O)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])[NH2+][C@@]1([H])C=C(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C25H44NO18	InChI=1S/C25H43NO18/c1-6-11(26-8-2-7(3-27)12(30)15(33)13(8)31)14(32)19(37)24(40-6)43-22-10(5-29)42-25(20(38)17(22)35)44-21-9(4-28)41-23(39)18(36)16(21)34/h2,6,8-39H,3-5H2,1H3/p+1/t6-,8+,9-,10-,11-,12-,13+,14+,15+,16-,17-,18-,19-,20-,21-,22-,23?,24-,25-/m1/s1	XUFXOAAUWZOOIT-UGEKTDRHSA-O	646.25529	CHEBI:84363		MMDBc0055673
BASm0007111	1,2-di-(9Z-hexadecenoyl)-sn-glycerol	DG(16:1(9Z)/16:1(9Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(16:1(9Z)/16:1(9Z)/0:0), in particular, consists of two chains of palmitoleic acid at the C-1 and C-2 positions. The palmitoleic acid moieties are derived from animal fats and vegetable oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C35H64O5	InChI=1S/C35H64O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-32-33(31-36)40-35(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,33,36H,3-12,17-32H2,1-2H3/b15-13-,16-14-/t33-/m0/s1	HSQHRRHRYJNSOC-DWCRPSDDSA-N	564.4753752	CHEBI:84417	HMDB0007128	
BASm0007112						C13H18O4		YUHVBUHZHDGFRE-UHFFFAOYSA-N	238.1205091	CHEBI:84422		
BASm0007113	3-demethylubiquinol-9	A 3-demethylubiquinol in which the polyprenyl chain contains 9 prenyl units.				C53H82O4		ALAJATOGWWBPQT-NSCWJZNLSA-N	782.6213111	CHEBI:84423		
BASm0007114	ubiquinol-9	Ubiquinol-9 is a member of the chemical class known as Polyprenylbenzoquinols. They are reduced forms of polyprenylbenzoquinines (ubiquinones). These are compounds containing a polyisoprene chain attached to a quinol at the second ring position. Ubiquiol-9 has just 9 isoprene units. Normally in E. coli the active form of Ubiquinol has 8 isoprene units (Ubiquinol-8) and in humans it normally has 10. Ubiquinol-9 is an extended version of Ubiquinol 8 that arises from conjugation by an extended prenyl tail via 4-hydroxybenzoate polyprenyltransferase. Coenzyme Q(n) exists in three redox states, fully oxidized (ubiquinone), partially reduced (semiquinones or ubisemiquinones), and fully reduced (ubiquinols). The redox functions of ubiquinol in cellular energy production and antioxidant protection are based on the ability to exchange two electrons in a redox cycle between ubiquinol (reduced) and the ubiquinone (oxidized) form. Ubiquionols are important in cellular respiration. They are fat-soluble and therefore mobile in cellular membranes; they play a unique role in the electron transport chain (ETC). In the inner bacterial membrane, electrons from NADH and succinate pass through the ETC to the oxygen, which is then reduced to water. The transfer of electrons through ETC results in the pumping of H+ across the membrane creating a proton gradient across the membrane, which is used by ATP synthase (located on the membrane) to generate ATP.		Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=C(C)C(O)=C(OC)C(OC)=C1O)=C(\C)CCC=C(C)C	C54H84O4	InChI=1S/C54H84O4/c1-40(2)22-14-23-41(3)24-15-25-42(4)26-16-27-43(5)28-17-29-44(6)30-18-31-45(7)32-19-33-46(8)34-20-35-47(9)36-21-37-48(10)38-39-50-49(11)51(55)53(57-12)54(58-13)52(50)56/h22,24,26,28,30,32,34,36,38,55-56H,14-21,23,25,27,29,31,33,35,37,39H2,1-13H3/b41-24+,42-26+,43-28+,44-30+,45-32+,46-34+,47-36+,48-38+	NPCOQXAVBJJZBQ-WJNLUYJISA-N	796.6369612	CHEBI:84424		MMDBc0031717
BASm0007115	1-heptadecanoyl-2-dodecanoyl-sn-glycero-3-phosphate			Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCC)(COP([O-])([O-])=O)OC(=O)CCCCCCCCCCC	C32H61O8P	InChI=1S/C32H63O8P/c1-3-5-7-9-11-13-14-15-16-17-19-20-22-24-26-31(33)38-28-30(29-39-41(35,36)37)40-32(34)27-25-23-21-18-12-10-8-6-4-2/h30H,3-29H2,1-2H3,(H2,35,36,37)/p-2/t30-/m1/s1	DFLKNYVXFOLAJS-SSEXGKCCSA-L	604.4115031	CHEBI:84427		MMDBc0055107
BASm0007116	1-heptadecanoyl-2-tetradecanoyl-sn-glycero-3-phosphate			Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCC)(COP([O-])([O-])=O)OC(=O)CCCCCCCCCCCCC	C34H65O8P	InChI=1S/C34H67O8P/c1-3-5-7-9-11-13-15-16-17-19-20-22-24-26-28-33(35)40-30-32(31-41-43(37,38)39)42-34(36)29-27-25-23-21-18-14-12-10-8-6-4-2/h32H,3-31H2,1-2H3,(H2,37,38,39)/p-2/t32-/m1/s1	SILURWCVERGITL-JGCGQSQUSA-L	632.4428032	CHEBI:84428		MMDBc0055110
BASm0007117	1-heptadecanoyl-2-octadecanoyl-sn-glycero-3-phosphate			Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCC)(COP([O-])([O-])=O)OC(=O)CCCCCCCCCCCCCCCCC	C38H73O8P	InChI=1S/C38H75O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)46-36(35-45-47(41,42)43)34-44-37(39)32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h36H,3-35H2,1-2H3,(H2,41,42,43)/p-2/t36-/m1/s1	VEIHRUNGGHIRIO-PSXMRANNSA-L	688.5054035	CHEBI:84429		MMDBc0055109
BASm0007118	1-heptadecanoyl-2-hexadecanoyl-sn-glycero-3-phosphate			Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCC)(COP([O-])([O-])=O)OC(=O)CCCCCCCCCCCCCCC	C36H69O8P	InChI=1S/C36H71O8P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-35(37)42-32-34(33-43-45(39,40)41)44-36(38)31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h34H,3-33H2,1-2H3,(H2,39,40,41)/p-2/t34-/m1/s1	RWBVHFWDPWKJJF-UUWRZZSWSA-L	660.4741033	CHEBI:84430		MMDBc0055108
BASm0007119	3-demethylubiquinol-7	A 3-demethylubiquinol in which the polyprenyl chain contains 7 prenyl units.			COc1c(O)c(O)c(C)c(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)c1O	C43H66O4	InChI=1S/C43H66O4/c1-31(2)17-11-18-32(3)19-12-20-33(4)21-13-22-34(5)23-14-24-35(6)25-15-26-36(7)27-16-28-37(8)29-30-39-38(9)40(44)42(46)43(47-10)41(39)45/h17,19,21,23,25,27,29,44-46H,11-16,18,20,22,24,26,28,30H2,1-10H3/b32-19+,33-21+,34-23+,35-25+,36-27+,37-29+	OHBHBMXNJCUMCR-DKCCAHEHSA-N		CHEBI:84431		
BASm0007120	ubiquinol-7	Ubiquinol-7 is a member of the chemical class known as Polyprenylbenzoquinols. They are reduced forms of polyprenylbenzoquinines (ubiquinones). These are compounds containing a polyisoprene chain attached to a quinol at the second ring position. Ubiquiol-7 has just 7 isoprene units. Normally in E. coli the active form of Ubiquinol has 8 isoprene units (Ubiquinol-8) and in humans it normally has 10. Ubiquinol-7 is a “failed” or incomplete version of Ubiquinol 8 that arises from conjugation by a shortened prenyl tail via 4-hydroxybenzoate polyprenyltransferase. Coenzyme Q(n) exists in three redox states, fully oxidized (ubiquinone), partially reduced (semiquinones or ubisemiquinones), and fully reduced (ubiquinols). The redox functions of ubiquinol in cellular energy production and antioxidant protection are based on the ability to exchange two electrons in a redox cycle between ubiquinol (reduced) and the ubiquinone (oxidized) form. Ubiquionols are important in cellular respiration. They are fat-soluble and therefore mobile in cellular membranes; they play a unique role in the electron transport chain (ETC). In the inner bacterial membrane, electrons from NADH and succinate pass through the ETC to the oxygen, which is then reduced to water. The transfer of electrons through ETC results in the pumping of H+ across the membrane creating a proton gradient across the membrane, which is used by ATP synthase (located on the membrane) to generate ATP.		Expected Solid	COc1c(O)c(C)c(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)c(O)c1OC	C44H68O4	InChI=1S/C44H68O4/c1-32(2)18-12-19-33(3)20-13-21-34(4)22-14-23-35(5)24-15-25-36(6)26-16-27-37(7)28-17-29-38(8)30-31-40-39(9)41(45)43(47-10)44(48-11)42(40)46/h18,20,22,24,26,28,30,45-46H,12-17,19,21,23,25,27,29,31H2,1-11H3/b33-20+,34-22+,35-24+,36-26+,37-28+,38-30+	PFIUSPPKANBDHQ-RJYQSXAYSA-N	660.5117607	CHEBI:84432		MMDBc0031716
BASm0007121					[H]C/C(C)=C/Cc1cc(C(=O)[O-])cc(OC)c1O	C13H16O4	InChI=1S/C13H16O4/c1-8(2)4-5-9-6-10(13(15)16)7-11(17-3)12(9)14/h4,6-7,14H,5H2,1-3H3,(H,15,16)	DWHDSRHHYMSXSP-UHFFFAOYSA-N	236.104859	CHEBI:84443		
BASm0007122	N-acyl-heptadecasphing-4-enine				[1*]C(=O)N[C@@H](CO)[C@H](O)/C=C/CCCCCCCCCCCC					CHEBI:84445		
BASm0007123	3,4-dihydroxy-5-all-trans-heptaprenylbenzoate	3,4-dihydroxy-5-all-trans-heptaprenylbenzoate, also known as 3-all-trans-hexaprenyl-4,5-dihydroxybenzoate or 3-heptaprenyl-4,5-dihydroxybenzoic acid, is a member of the class of compounds known as sesquaterpenoids. Sesquaterpenoids are terpenoids with at least 7 consecutive isoprene units. 3,4-dihydroxy-5-all-trans-heptaprenylbenzoate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 3,4-dihydroxy-5-all-trans-heptaprenylbenzoate can be found in a number of food items such as other soy product, sweet orange, kohlrabi, and sago palm, which makes 3,4-dihydroxy-5-all-trans-heptaprenylbenzoate a potential biomarker for the consumption of these food products.			CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1cc(C(=O)[O-])cc(O)c1O	C42H61O4	InChI=1S/C42H62O4/c1-31(2)15-9-16-32(3)17-10-18-33(4)19-11-20-34(5)21-12-22-35(6)23-13-24-36(7)25-14-26-37(8)27-28-38-29-39(42(45)46)30-40(43)41(38)44/h15,17,19,21,23,25,27,29-30,43-44H,9-14,16,18,20,22,24,26,28H2,1-8H3,(H,45,46)/p-1/b32-17+,33-19+,34-21+,35-23+,36-25+,37-27+	LIEYLSGXGOXYTD-CTBYCIIYSA-M	629.457534	CHEBI:84450	HMDB0304099	
BASm0007124	3,4-dihydroxy-5-all-trans-octaprenylbenzoate	3,4-dihydroxy-5-all-trans-octaprenylbenzoate, also known as 3-all-trans-octaprenyl-4,5-dihydroxybenzoate, is a member of the class of compounds known as tetraterpenoids. Tetraterpenoids are terpenoid molecules containing 10 consecutively linked isoprene units. 3,4-dihydroxy-5-all-trans-octaprenylbenzoate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 3,4-dihydroxy-5-all-trans-octaprenylbenzoate can be found in a number of food items such as quinoa, pomes, rape, and black salsify, which makes 3,4-dihydroxy-5-all-trans-octaprenylbenzoate a potential biomarker for the consumption of these food products.			CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1cc(C(=O)[O-])cc(O)c1O	C47H69O4	InChI=1S/C47H70O4/c1-35(2)17-10-18-36(3)19-11-20-37(4)21-12-22-38(5)23-13-24-39(6)25-14-26-40(7)27-15-28-41(8)29-16-30-42(9)31-32-43-33-44(47(50)51)34-45(48)46(43)49/h17,19,21,23,25,27,29,31,33-34,48-49H,10-16,18,20,22,24,26,28,30,32H2,1-9H3,(H,50,51)/p-1/b36-19+,37-21+,38-23+,39-25+,40-27+,41-29+,42-31+	ZTGCMYPRIIAXFD-LHSBZCSKSA-M	697.5201343	CHEBI:84452	HMDB0304102	
BASm0007125	3-methoxy-4-hydroxy-5-all-trans-heptaprenylbenzoate	3-methoxy-4-hydroxy-5-all-trans-heptaprenylbenzoate, also known as 3-heptaprenyl-4-hydroxy-5-methoxybenzoate, is a member of the class of compounds known as sesquaterpenoids. Sesquaterpenoids are terpenoids with at least 7 consecutive isoprene units. 3-methoxy-4-hydroxy-5-all-trans-heptaprenylbenzoate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 3-methoxy-4-hydroxy-5-all-trans-heptaprenylbenzoate can be found in a number of food items such as annual wild rice, breadfruit, bilberry, and mulberry, which makes 3-methoxy-4-hydroxy-5-all-trans-heptaprenylbenzoate a potential biomarker for the consumption of these food products.			COc1cc(C(=O)[O-])cc(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)c1O	C43H63O4	InChI=1S/C43H64O4/c1-32(2)16-10-17-33(3)18-11-19-34(4)20-12-21-35(5)22-13-23-36(6)24-14-25-37(7)26-15-27-38(8)28-29-39-30-40(43(45)46)31-41(47-9)42(39)44/h16,18,20,22,24,26,28,30-31,44H,10-15,17,19,21,23,25,27,29H2,1-9H3,(H,45,46)/p-1/b33-18+,34-20+,35-22+,36-24+,37-26+,38-28+	KYBJQEICWVEWIL-TUUMQRACSA-M	643.4731841	CHEBI:84454	HMDB0304135	
BASm0007126	3-methoxy-4-hydroxy-5-all-trans-octaprenylbenzoate	3-methoxy-4-hydroxy-5-all-trans-octaprenylbenzoate, also known as 3-octaprenyl-4-hydroxy-5-methoxybenzoate, is a member of the class of compounds known as tetraterpenoids. Tetraterpenoids are terpenoid molecules containing 10 consecutively linked isoprene units. 3-methoxy-4-hydroxy-5-all-trans-octaprenylbenzoate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 3-methoxy-4-hydroxy-5-all-trans-octaprenylbenzoate can be found in a number of food items such as coriander, cloves, passion fruit, and sunburst squash (pattypan squash), which makes 3-methoxy-4-hydroxy-5-all-trans-octaprenylbenzoate a potential biomarker for the consumption of these food products.			COc1cc(C(=O)[O-])cc(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)c1O	C48H71O4	InChI=1S/C48H72O4/c1-36(2)18-11-19-37(3)20-12-21-38(4)22-13-23-39(5)24-14-25-40(6)26-15-27-41(7)28-16-29-42(8)30-17-31-43(9)32-33-44-34-45(48(50)51)35-46(52-10)47(44)49/h18,20,22,24,26,28,30,32,34-35,49H,11-17,19,21,23,25,27,29,31,33H2,1-10H3,(H,50,51)/p-1/b37-20+,38-22+,39-24+,40-26+,41-28+,42-30+,43-32+	DZWHYPVPTJPQQX-MYCGWMCTSA-M	711.5357843	CHEBI:84456	HMDB0304138	
BASm0007127	1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoserine	A 3-sn-phosphatidyl-L-serine(1-) that is the conjugate base of 1-heptadecanoyl-2-arachidonoyl-sn-glycero-3-phosphoserine; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC)COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-]	C43H75NO10P	InChI=1S/C43H76NO10P/c1-3-5-7-9-11-13-15-17-19-20-21-23-25-27-29-31-33-35-42(46)54-39(37-52-55(49,50)53-38-40(44)43(47)48)36-51-41(45)34-32-30-28-26-24-22-18-16-14-12-10-8-6-4-2/h11,13,17,19,21,23,27,29,39-40H,3-10,12,14-16,18,20,22,24-26,28,30-38,44H2,1-2H3,(H,47,48)(H,49,50)/p-1/b13-11-,19-17-,23-21-,29-27-/t39-,40+/m1/s1	OKKIXHFYXNFPCT-XPFGEJOWSA-M		CHEBI:84461		
BASm0007128	1-heptadecanoyl-sn-glycero-3-phosphoserine	A 1-acyl-sn-glycero-3-phosphoserine(1-) that is the conjugate base of 1-heptadecanoyl-sn-glycero-3-phosphoserine; major species at pH 7.3.			CCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-]	C23H45NO9P	InChI=1S/C23H46NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-22(26)31-17-20(25)18-32-34(29,30)33-19-21(24)23(27)28/h20-21,25H,2-19,24H2,1H3,(H,27,28)(H,29,30)/p-1/t20-,21+/m1/s1	RBXXJOPBVLMRSZ-RTWAWAEBSA-M		CHEBI:84462		
BASm0007130	1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoserine	PS(18:0/18:2(9Z,12Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(18:0/18:2(9Z,12Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the linoleic acid moiety is derived from seed oils. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.	132014-81-4	Solid	CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-]	C42H78NO10P	InChI=1S/C42H78NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,18,20,38-39H,3-11,13,15-17,19,21-37,43H2,1-2H3,(H,46,47)(H,48,49)/b14-12-,20-18-/t38-,39+/m1/s1	AGTPCXBHIGMTEU-NREGDSCDSA-N	787.5363342	CHEBI:84466	HMDB0012380	
BASm0007131	1-octadecanoyl-sn-glycero-3-phosphoserine	1-Stearoylglycerophosphoserine is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PS(18:0/0:0), in particular, consists of two octadecanoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-]	C24H48NO9P	InChI=1S/C24H48NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(27)32-18-21(26)19-33-35(30,31)34-20-22(25)24(28)29/h21-22,26H,2-20,25H2,1H3,(H,28,29)(H,30,31)	ZPDQFUYPBVXUKS-UHFFFAOYSA-N	525.3066691	CHEBI:84467	HMDB0061698	
BASm0007132	1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine	A phosphatidylcholine 37:4 in which the acyl substituents at positions 1 and 2 are specified as heptadecanoyl and arachidonoyl respectively.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C	C45H82NO8P	InChI=1S/C45H82NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-26-28-30-32-34-36-38-45(48)54-43(42-53-55(49,50)52-40-39-46(3,4)5)41-51-44(47)37-35-33-31-29-27-25-21-19-17-15-13-11-9-7-2/h14,16,20,22,24,26,30,32,43H,6-13,15,17-19,21,23,25,27-29,31,33-42H2,1-5H3/b16-14-,22-20-,26-24-,32-30-/t43-/m1/s1	MHUZXLUKTLNHIX-GUNPMBPGSA-N		CHEBI:84470		
BASm0007133	1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoglycerol				CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])OCC(O)CO	C40H77O10P	InChI=1S/C40H77O10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,37-38,41-42H,3-16,19-36H2,1-2H3,(H,45,46)/b18-17+/t37-,38+/m0/s1	PAZGBAOHGQRCBP-FCYWDBRISA-N		CHEBI:84472		
BASm0007134	1-hexadecanoyl-sn-glycero-3-phosphoglycerol				CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OCC(O)CO	C22H45O9P	InChI=1S/C22H45O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-22(26)29-17-21(25)19-31-32(27,28)30-18-20(24)16-23/h20-21,23-25H,2-19H2,1H3,(H,27,28)/t20?,21-/m1/s1	BVJSKAUUFXBDOB-BPGUCPLFSA-N	484.28012	CHEBI:84475	HMDB0240356	
BASm0007135	2-(acylamino)ethyl fatty acid				[1*]C(=O)NCCOC([2*])=O					CHEBI:84481		
BASm0007136	1-O-acyl-N-(acetyl)-sphing-4-enine				*C(=O)OC[C@H](NC(C)=O)[C@H](O)/C=C/CCCCCCCCCCCCC					CHEBI:84483		
BASm0007137	1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine	A 1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the acyl groups at positions 1 and 2 are specified as heptadecanoyl and arachidonoyl respectively.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC)COP(=O)([O-])OCC[NH3+]	C42H76NO8P	InChI=1S/C42H76NO8P/c1-3-5-7-9-11-13-15-17-19-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43)38-48-41(44)34-32-30-28-26-24-22-18-16-14-12-10-8-6-4-2/h11,13,17,19,21,23,27,29,40H,3-10,12,14-16,18,20,22,24-26,28,30-39,43H2,1-2H3,(H,46,47)/b13-11-,19-17-,23-21-,29-27-/t40-/m1/s1	PWFGSGJBCRORHV-DVHMRFIGSA-N		CHEBI:84489		
BASm0007138	1-heptadecanoyl-sn-glycero-3-phosphoethanolamine	1-Heptadecanoylglycerophosphoethanolamine is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE(17:0/0:0), in particular, consists of two heptadecanoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			CCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OCC[NH3+]	C22H46NO7P	InChI=1S/C22H46NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-22(25)28-19-21(24)20-30-31(26,27)29-18-17-23/h21,24H,2-20,23H2,1H3,(H,26,27)/t21-/m1/s1	RVNBVQKDPQVSOY-OAQYLSRUSA-N	467.3011893	CHEBI:84490	HMDB0061691	
BASm0007139	4-hydroxy-3-all-trans-hexaprenylbenzoate			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1cc(C(=O)[O-])ccc1O	C37H53O3	InChI=1S/C37H54O3/c1-28(2)13-8-14-29(3)15-9-16-30(4)17-10-18-31(5)19-11-20-32(6)21-12-22-33(7)23-24-34-27-35(37(39)40)25-26-36(34)38/h13,15,17,19,21,23,25-27,38H,8-12,14,16,18,20,22,24H2,1-7H3,(H,39,40)/p-1/b29-15+,30-17+,31-19+,32-21+,33-23+	LKMQQQABIGIHGL-LAAQXVIISA-M	545.4000191	CHEBI:84492		MMDBc0055485
BASm0007141	4-hydroxy-3-all-trans-heptaprenylbenzoate					C42H61O3		PEMFGDIFKKXFRG-PYHSYOTJSA-M	613.4626194	CHEBI:84496		
BASm0007143	4-hydroxy-3-all-trans-nonaprenylbenzoate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=CC(=CC=C1[O-])C(O)=O)=C(\C)CCC=C(C)C	C52H77O3	InChI=1S/C52H78O3/c1-40(2)19-11-20-41(3)21-12-22-42(4)23-13-24-43(5)25-14-26-44(6)27-15-28-45(7)29-16-30-46(8)31-17-32-47(9)33-18-34-48(10)35-36-49-39-50(52(54)55)37-38-51(49)53/h19,21,23,25,27,29,31,33,35,37-39,53H,11-18,20,22,24,26,28,30,32,34,36H2,1-10H3,(H,54,55)/p-1/b41-21+,42-23+,43-25+,44-27+,45-29+,46-31+,47-33+,48-35+	YKKKMRBEPIZPBH-XWEAJCOCSA-M	749.5878199	CHEBI:84502		MMDBc0055486
BASm0007144	4-hydroxy-3-all-trans-decaprenylbenzoate			Expected Solid	[H]OC1=C([H])C([H])=C(C([H])=C1C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])C([O-])=O	C57H85O3	InChI=1S/C57H86O3/c1-44(2)21-12-22-45(3)23-13-24-46(4)25-14-26-47(5)27-15-28-48(6)29-16-30-49(7)31-17-32-50(8)33-18-34-51(9)35-19-36-52(10)37-20-38-53(11)39-40-54-43-55(57(59)60)41-42-56(54)58/h21,23,25,27,29,31,33,35,37,39,41-43,58H,12-20,22,24,26,28,30,32,34,36,38,40H2,1-11H3,(H,59,60)/p-1/b45-23+,46-25+,47-27+,48-29+,49-31+,50-33+,51-35+,52-37+,53-39+	CMPNJZREBHCPHN-LTNIBBDRSA-M	817.6504202	CHEBI:84503		MMDBc0049680
BASm0007145	2-all-trans-heptaprenylphenol	A member of the class of 2-polyprenylphenol in which the polyprenyl component is specified as heptaprenyl.			CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1ccccc1O	C41H62O	InChI=1S/C41H62O/c1-33(2)17-11-18-34(3)19-12-20-35(4)21-13-22-36(5)23-14-24-37(6)25-15-26-38(7)27-16-28-39(8)31-32-40-29-9-10-30-41(40)42/h9-10,17,19,21,23,25,27,29-31,42H,11-16,18,20,22,24,26,28,32H2,1-8H3/b34-19+,35-21+,36-23+,37-25+,38-27+,39-31+	CEOQUICSVHNIPJ-CUHBLUQCSA-N		CHEBI:84509		
BASm0007146	2-all-trans-nonaprenylphenol			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=CC=CC=C1O)=C(\C)CCC=C(C)C	C51H78O	InChI=1S/C51H78O/c1-41(2)21-13-22-42(3)23-14-24-43(4)25-15-26-44(5)27-16-28-45(6)29-17-30-46(7)31-18-32-47(8)33-19-34-48(9)35-20-36-49(10)39-40-50-37-11-12-38-51(50)52/h11-12,21,23,25,27,29,31,33,35,37-39,52H,13-20,22,24,26,28,30,32,34,36,40H2,1-10H3/b42-23+,43-25+,44-27+,45-29+,46-31+,47-33+,48-35+,49-39+	MQWDEJWAPBLVSY-SSRAZKMSSA-N	706.6052671	CHEBI:84510		MMDBc0010453
BASm0007147	2-all-trans-decaprenylphenol			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=CC=CC=C1O)=C(\C)CCC=C(C)C	C56H86O	InChI=1S/C56H86O/c1-45(2)23-14-24-46(3)25-15-26-47(4)27-16-28-48(5)29-17-30-49(6)31-18-32-50(7)33-19-34-51(8)35-20-36-52(9)37-21-38-53(10)39-22-40-54(11)43-44-55-41-12-13-42-56(55)57/h12-13,23,25,27,29,31,33,35,37,39,41-43,57H,14-22,24,26,28,30,32,34,36,38,40,44H2,1-11H3/b46-25+,47-27+,48-29+,49-31+,50-33+,51-35+,52-37+,53-39+,54-43+	ITHUBQNZOUHCMG-GBBROCKZSA-N	774.6678674	CHEBI:84511		MMDBc0016819
BASm0007148	sn-glycero-3-phospho-(1'-rac-glycerol)	Glycerophosphoglycerol (CAS: 6418-92-4) belongs to the class of organic compounds known as dialkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly two alkyl chains. Glycerophosphoglycerol forms the head group of a class of glycerophospholipids in which a phosphoglycerol moiety occupies a glycerol substitution site. Termed, phosphatidylglycerols (PG), these lipids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18, and 20 carbons are the most common.	185615-51-4			C6H14O8P		LLCSXHMJULHSJN-LWOQYNTDSA-M	245.043178	CHEBI:84515	HMDB0240316	
BASm0007149	3-(all-trans-heptaprenyl)benzene-1,2-diol	A 3-(all-trans-polyprenyl)benzene-1,2-diol in which the substituent at position 3 is an all-trans-heptaprenyl moiety.				C41H62O2		OOYKEXOZUBWOSX-NFDZFSPWSA-N	586.4749812	CHEBI:84516		
BASm0007150	3-(all-trans-nonaprenyl)benzene-1,2-diol	A 3-(all-trans-polyprenyl)benzene-1,2-diol in which the substituent at position 3 is an all-trans-nonaprenyl moiety.			CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1cccc(O)c1O	C51H78O2	InChI=1S/C51H78O2/c1-40(2)20-11-21-41(3)22-12-23-42(4)24-13-25-43(5)26-14-27-44(6)28-15-29-45(7)30-16-31-46(8)32-17-33-47(9)34-18-35-48(10)38-39-49-36-19-37-50(52)51(49)53/h19-20,22,24,26,28,30,32,34,36-38,52-53H,11-18,21,23,25,27,29,31,33,35,39H2,1-10H3/b41-22+,42-24+,43-26+,44-28+,45-30+,46-32+,47-34+,48-38+	PKYZMVIVZPJXFM-XBVQZQHUSA-N		CHEBI:84517		
BASm0007151	3-(all-trans-decaprenyl)benzene-1,2-diol	A 3-(all-trans-polyprenyl)benzene-1,2-diol in which the substituent at position 3 is an all-trans-decaprenyl moiety.			CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1cccc(O)c1O	C56H86O2	InChI=1S/C56H86O2/c1-44(2)22-12-23-45(3)24-13-25-46(4)26-14-27-47(5)28-15-29-48(6)30-16-31-49(7)32-17-33-50(8)34-18-35-51(9)36-19-37-52(10)38-20-39-53(11)42-43-54-40-21-41-55(57)56(54)58/h21-22,24,26,28,30,32,34,36,38,40-42,57-58H,12-20,23,25,27,29,31,33,35,37,39,43H2,1-11H3/b45-24+,46-26+,47-28+,48-30+,49-32+,50-34+,51-36+,52-38+,53-42+	CAUJTFNFOAMXRT-XRBHBMLSSA-N		CHEBI:84518		
BASm0007152	2-methoxy-6-(all-trans-heptaprenyl)phenol	A 2-methoxy-6-(all-trans-polyprenyl)phenol in which the polyprenyl component is specified as all-trans-heptaprenyl.			COc1cccc(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)c1O	C42H64O2	InChI=1S/C42H64O2/c1-33(2)17-10-18-34(3)19-11-20-35(4)21-12-22-36(5)23-13-24-37(6)25-14-26-38(7)27-15-28-39(8)31-32-40-29-16-30-41(44-9)42(40)43/h16-17,19,21,23,25,27,29-31,43H,10-15,18,20,22,24,26,28,32H2,1-9H3/b34-19+,35-21+,36-23+,37-25+,38-27+,39-31+	YWVPPRXIDDCHCQ-CUHBLUQCSA-N		CHEBI:84521		
BASm0007153	2-methoxy-6-(all-trans-nonaprenyl)phenol				COc1cccc(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)c1O	C52H80O2	InChI=1S/C52H80O2/c1-41(2)21-12-22-42(3)23-13-24-43(4)25-14-26-44(5)27-15-28-45(6)29-16-30-46(7)31-17-32-47(8)33-18-34-48(9)35-19-36-49(10)39-40-50-37-20-38-51(54-11)52(50)53/h20-21,23,25,27,29,31,33,35,37-39,53H,12-19,22,24,26,28,30,32,34,36,40H2,1-11H3	XRYXRAOXVPWHHK-UHFFFAOYSA-N	736.6158318	CHEBI:84522		
BASm0007154	2-methoxy-6-all-trans-heptaprenyl-1,4-benzoquinol	A 2-methoxy-6-all-trans-polyprenylhydroquinone in which the polyprenyl component is specified as all-trans-heptaprenyl.			COc1cc(O)cc(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)c1O	C42H64O3	InChI=1S/C42H64O3/c1-32(2)16-10-17-33(3)18-11-19-34(4)20-12-21-35(5)22-13-23-36(6)24-14-25-37(7)26-15-27-38(8)28-29-39-30-40(43)31-41(45-9)42(39)44/h16,18,20,22,24,26,28,30-31,43-44H,10-15,17,19,21,23,25,27,29H2,1-9H3/b33-18+,34-20+,35-22+,36-24+,37-26+,38-28+	WEGXYVFDOLUULO-TUUMQRACSA-N		CHEBI:84528		
BASm0007155	2-methoxy-6-all-trans-nonaprenyl-1,4-benzoquinol	A 2-methoxy-6-all-trans-polyprenylhydroquinone in which the polyprenyl component is specified as all-trans-nonaprenyl.			COc1cc(O)cc(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)c1O	C52H80O3	InChI=1S/C52H80O3/c1-40(2)20-12-21-41(3)22-13-23-42(4)24-14-25-43(5)26-15-27-44(6)28-16-29-45(7)30-17-31-46(8)32-18-33-47(9)34-19-35-48(10)36-37-49-38-50(53)39-51(55-11)52(49)54/h20,22,24,26,28,30,32,34,36,38-39,53-54H,12-19,21,23,25,27,29,31,33,35,37H2,1-11H3/b41-22+,42-24+,43-26+,44-28+,45-30+,46-32+,47-34+,48-36+	SKAOREKNLOKWTC-JSGWLJPKSA-N		CHEBI:84529		
BASm0007156	6-methoxy-3-methyl-2-all-trans-heptaprenyl-1,4-benzoquinol	A 6-methoxy-3-methyl-2-all-trans-polyprenylhydroquinone in which the polyprenyl component is specified as all-trans-heptaprenyl.			COc1cc(O)c(C)c(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)c1O	C43H66O3	InChI=1S/C43H66O3/c1-32(2)17-11-18-33(3)19-12-20-34(4)21-13-22-35(5)23-14-24-36(6)25-15-26-37(7)27-16-28-38(8)29-30-40-39(9)41(44)31-42(46-10)43(40)45/h17,19,21,23,25,27,29,31,44-45H,11-16,18,20,22,24,26,28,30H2,1-10H3/b33-19+,34-21+,35-23+,36-25+,37-27+,38-29+	ROHKDMWQXDHLDY-HOHOQCMASA-N		CHEBI:84530		
BASm0007157	6-methoxy-3-methyl-2-all-trans-nonaprenyl-1,4-benzoquinol	A 6-methoxy-3-methyl-2-all-trans-polyprenylhydroquinone in which the polyprenyl component is specified as all-trans-nonaprenyl.			COc1cc(O)c(C)c(C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)c1O	C53H82O3	InChI=1S/C53H82O3/c1-40(2)21-13-22-41(3)23-14-24-42(4)25-15-26-43(5)27-16-28-44(6)29-17-30-45(7)31-18-32-46(8)33-19-34-47(9)35-20-36-48(10)37-38-50-49(11)51(54)39-52(56-12)53(50)55/h21,23,25,27,29,31,33,35,37,39,54-55H,13-20,22,24,26,28,30,32,34,36,38H2,1-12H3/b41-23+,42-25+,43-27+,44-29+,45-31+,46-33+,47-35+,48-37+	GLNRSJSLTUCXTP-IQSNHBBHSA-N		CHEBI:84531		
BASm0007158	menaquinol-6	Menaquinol 6 is a polyprenylhydroquinone having a hexaprenyl moiety at position 2 and a methyl group at position 3.  It is a substrate for Dimethyl sulfoxide reductase (dmsA).  This enzyme  catalyzes the reduction of dimethyl sulfoxide (DMSO) to dimethyl sulfide (DMS) using the following reaction: Dimethylsulfide + menaquinone + H2O = dimethylsulfoxide + menaquinol. DMSO reductase serves as the terminal reductase under anaerobic conditions, with DMSO being the terminal electron acceptor. Terminal reductase during anaerobic growth on various sulfoxides and N-oxide compounds. This enzyme allows E.coli to grow anaerobically on DMSO as respiratory oxidant.  Menaquinol 6 is generated by Ubiquinone/menaquinone biosynthesis methyltransferase (ubiE).  This enzyme is required for the conversion of demethylmenaquinone (DMKH2) to menaquinone (MKH2) and has the following catalytic activity: A demethylmenaquinone + S-adenosyl-L-methionine = a menaquinol + S-adenosyl-L-homocysteine.	39776-48-2	Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1c(C)c(O)c2ccccc2c1O	C41H58O2	InChI=1S/C41H58O2/c1-30(2)16-11-17-31(3)18-12-19-32(4)20-13-21-33(5)22-14-23-34(6)24-15-25-35(7)28-29-37-36(8)40(42)38-26-9-10-27-39(38)41(37)43/h9-10,16,18,20,22,24,26-28,42-43H,11-15,17,19,21,23,25,29H2,1-8H3/b31-18+,32-20+,33-22+,34-24+,35-28+	ZVENTDGZQVBWNA-RCIYGOBDSA-N	582.4436811	CHEBI:84536		MMDBc0031708
BASm0007159	dTDP-4-dehydro-2,6-dideoxy-alpha-D-glucose			Expected Solid	Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]3C[C@@H](O)C(=O)[C@@H](C)O3)O2)c(=O)[nH]c1=O	C16H22N2O14P2	InChI=1S/C16H24N2O14P2/c1-7-5-18(16(23)17-15(7)22)12-3-9(19)11(30-12)6-28-33(24,25)32-34(26,27)31-13-4-10(20)14(21)8(2)29-13/h5,8-13,19-20H,3-4,6H2,1-2H3,(H,24,25)(H,26,27)(H,17,22,23)/p-2/t8-,9+,10-,11-,12-,13-/m1/s1	AONILRCSLAIOQE-LREJFELKSA-L	528.0557246	CHEBI:84537		MMDBc0055949
BASm0007160	2-demethylmenaquinol-6	A 2-demethylmenaquinol having a side chain composed of six isoprenoid units.			CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1cc(O)c2ccccc2c1O	C40H56O2	InChI=1S/C40H56O2/c1-30(2)15-10-16-31(3)17-11-18-32(4)19-12-20-33(5)21-13-22-34(6)23-14-24-35(7)27-28-36-29-39(41)37-25-8-9-26-38(37)40(36)42/h8-9,15,17,19,21,23,25-27,29,41-42H,10-14,16,18,20,22,24,28H2,1-7H3/b31-17+,32-19+,33-21+,34-23+,35-27+	UFAXPZAZHZPELJ-ROTSUDQPSA-N		CHEBI:84539		
BASm0007161	dTDP-3,4-didehydro-2,6-dideoxy-alpha-D-glucose			Expected Solid	Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]3CC(=O)C(=O)[C@@H](C)O3)O2)c(=O)[nH]c1=O	C16H20N2O14P2	InChI=1S/C16H22N2O14P2/c1-7-5-18(16(23)17-15(7)22)12-3-9(19)11(30-12)6-28-33(24,25)32-34(26,27)31-13-4-10(20)14(21)8(2)29-13/h5,8-9,11-13,19H,3-4,6H2,1-2H3,(H,24,25)(H,26,27)(H,17,22,23)/p-2/t8-,9+,11-,12-,13-/m1/s1	FHKRUUVTZNTHKJ-NJIBTWPXSA-L	526.0400745	CHEBI:84540		MMDBc0055944
BASm0007162	menaquinol-9	A menaquinol having a side chain composed of nine isoprenoid units.			CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1c(C)c(O)c2ccccc2c1O	C56H82O2	InChI=1S/C56H82O2/c1-42(2)22-14-23-43(3)24-15-25-44(4)26-16-27-45(5)28-17-29-46(6)30-18-31-47(7)32-19-33-48(8)34-20-35-49(9)36-21-37-50(10)40-41-52-51(11)55(57)53-38-12-13-39-54(53)56(52)58/h12-13,22,24,26,28,30,32,34,36,38-40,57-58H,14-21,23,25,27,29,31,33,35,37,41H2,1-11H3/b43-24+,44-26+,45-28+,46-30+,47-32+,48-34+,49-36+,50-40+	KNWZIPKBOGOFFC-UVZVDVBNSA-N		CHEBI:84541		
BASm0007163	2-demethylmenaquinol-9	A 2-demethylmenaquinol having a side chain composed of nine isoprenoid units.			CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1cc(O)c2ccccc2c1O	C55H80O2	InChI=1S/C55H80O2/c1-42(2)21-13-22-43(3)23-14-24-44(4)25-15-26-45(5)27-16-28-46(6)29-17-30-47(7)31-18-32-48(8)33-19-34-49(9)35-20-36-50(10)39-40-51-41-54(56)52-37-11-12-38-53(52)55(51)57/h11-12,21,23,25,27,29,31,33,35,37-39,41,56-57H,13-20,22,24,26,28,30,32,34,36,40H2,1-10H3/b43-23+,44-25+,45-27+,46-29+,47-31+,48-33+,49-35+,50-39+	WJUVWMHFGHNQJZ-RNFPTGGASA-N		CHEBI:84542		
BASm0007164	menaquinol-10	A menaquinol whose structure comprises a 2-methylbenzohydroquinone nucleus and a side chain of ten isoprenoid units.			CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1c(C)c(O)c2ccccc2c1O	C61H90O2	InChI=1S/C61H90O2/c1-46(2)24-15-25-47(3)26-16-27-48(4)28-17-29-49(5)30-18-31-50(6)32-19-33-51(7)34-20-35-52(8)36-21-37-53(9)38-22-39-54(10)40-23-41-55(11)44-45-57-56(12)60(62)58-42-13-14-43-59(58)61(57)63/h13-14,24,26,28,30,32,34,36,38,40,42-44,62-63H,15-23,25,27,29,31,33,35,37,39,41,45H2,1-12H3/b47-26+,48-28+,49-30+,50-32+,51-34+,52-36+,53-38+,54-40+,55-44+	WLKIROMWGYXJMA-UQUNHUMXSA-N		CHEBI:84544		
BASm0007165	2-demethylmenaquinol-10	A 2-demethylmenaquinol whose structure comprises a benzohydroquinone nucleus and a side chain of ten isoprenoid units.			CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1cc(O)c2ccccc2c1O	C60H88O2	InChI=1S/C60H88O2/c1-46(2)23-14-24-47(3)25-15-26-48(4)27-16-28-49(5)29-17-30-50(6)31-18-32-51(7)33-19-34-52(8)35-20-36-53(9)37-21-38-54(10)39-22-40-55(11)43-44-56-45-59(61)57-41-12-13-42-58(57)60(56)62/h12-13,23,25,27,29,31,33,35,37,39,41-43,45,61-62H,14-22,24,26,28,30,32,34,36,38,40,44H2,1-11H3/b47-25+,48-27+,49-29+,50-31+,51-33+,52-35+,53-37+,54-39+,55-43+	FNBTZSJWSSLPPL-ALCXCGRTSA-N		CHEBI:84546		
BASm0007166	menaquinol-11	A menaquinol whose structure comprises a 2-methylbenzohydroquinone nucleus and a side chain of eleven isoprenoid units.			CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1c(C)c(O)c2ccccc2c1O	C66H98O2	InChI=1S/C66H98O2/c1-50(2)26-16-27-51(3)28-17-29-52(4)30-18-31-53(5)32-19-33-54(6)34-20-35-55(7)36-21-37-56(8)38-22-39-57(9)40-23-41-58(10)42-24-43-59(11)44-25-45-60(12)48-49-62-61(13)65(67)63-46-14-15-47-64(63)66(62)68/h14-15,26,28,30,32,34,36,38,40,42,44,46-48,67-68H,16-25,27,29,31,33,35,37,39,41,43,45,49H2,1-13H3/b51-28+,52-30+,53-32+,54-34+,55-36+,56-38+,57-40+,58-42+,59-44+,60-48+	ZXHQKRGMWKZWGN-RYZSZPJESA-N		CHEBI:84547		
BASm0007167	2-demethylmenaquinol-11	A 2-demethylmenaquinol whose structure comprises a benzohydroquinone nucleus and a side chain of eleven isoprenoid units.			CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1cc(O)c2ccccc2c1O	C65H96O2	InChI=1S/C65H96O2/c1-50(2)25-15-26-51(3)27-16-28-52(4)29-17-30-53(5)31-18-32-54(6)33-19-34-55(7)35-20-36-56(8)37-21-38-57(9)39-22-40-58(10)41-23-42-59(11)43-24-44-60(12)47-48-61-49-64(66)62-45-13-14-46-63(62)65(61)67/h13-14,25,27,29,31,33,35,37,39,41,43,45-47,49,66-67H,15-24,26,28,30,32,34,36,38,40,42,44,48H2,1-12H3/b51-27+,52-29+,53-31+,54-33+,55-35+,56-37+,57-39+,58-41+,59-43+,60-47+	WVRZWRAIHITKPI-SOKMHQJSSA-N		CHEBI:84548		
BASm0007168	menaquinol-12	A menaquinol whose structure comprises a 2-methylbenzohydroquinone nucleus and a side chain of twelve isoprenoid units.			CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1c(C)c(O)c2ccccc2c1O	C71H106O2	InChI=1S/C71H106O2/c1-54(2)28-17-29-55(3)30-18-31-56(4)32-19-33-57(5)34-20-35-58(6)36-21-37-59(7)38-22-39-60(8)40-23-41-61(9)42-24-43-62(10)44-25-45-63(11)46-26-47-64(12)48-27-49-65(13)52-53-67-66(14)70(72)68-50-15-16-51-69(68)71(67)73/h15-16,28,30,32,34,36,38,40,42,44,46,48,50-52,72-73H,17-27,29,31,33,35,37,39,41,43,45,47,49,53H2,1-14H3/b55-30+,56-32+,57-34+,58-36+,59-38+,60-40+,61-42+,62-44+,63-46+,64-48+,65-52+	FWFJGQGPMZXTLM-WPPIEQSHSA-N		CHEBI:84550		
BASm0007169	2-demethylmenaquinol-12	A 2-demethylmenaquinol whose structure comprises a benzohydroquinone nucleus and a side chain of twelve isoprenoid units.			CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1cc(O)c2ccccc2c1O	C70H104O2	InChI=1S/C70H104O2/c1-54(2)27-16-28-55(3)29-17-30-56(4)31-18-32-57(5)33-19-34-58(6)35-20-36-59(7)37-21-38-60(8)39-22-40-61(9)41-23-42-62(10)43-24-44-63(11)45-25-46-64(12)47-26-48-65(13)51-52-66-53-69(71)67-49-14-15-50-68(67)70(66)72/h14-15,27,29,31,33,35,37,39,41,43,45,47,49-51,53,71-72H,16-26,28,30,32,34,36,38,40,42,44,46,48,52H2,1-13H3/b55-29+,56-31+,57-33+,58-35+,59-37+,60-39+,61-41+,62-43+,63-45+,64-47+,65-51+	NKCMHMXWLADGOV-RVHIBIGXSA-N		CHEBI:84551		
BASm0007170	menaquinol-13	A menaquinol whose structure comprises a 2-methylbenzohydroquinone nucleus and a side chain of thirteen isoprenoid units.				C76H114O2		ZLHYYDGAQJJTJL-HWRCDASFSA-N	1058.881883	CHEBI:84552		
BASm0007171	2-demethylmenaquinol-13	A 2-demethylmenaquinol whose structure comprises a benzohydroquinone nucleus and a side chain of thirteen isoprenoid units.				C75H112O2		HPJVTYODWHYFMV-ZNWIKROFSA-N	1044.866233	CHEBI:84553		
BASm0007172	(3,5-dihydroxyphenyl)acetyl-CoA			Expected Solid	[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)CC1=CC([O-])=CC([O-])=C1)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O	C29H38N7O19P3S	InChI=1S/C29H42N7O19P3S/c1-29(2,24(42)27(43)32-4-3-19(39)31-5-6-59-20(40)9-15-7-16(37)10-17(38)8-15)12-52-58(49,50)55-57(47,48)51-11-18-23(54-56(44,45)46)22(41)28(53-18)36-14-35-21-25(30)33-13-34-26(21)36/h7-8,10,13-14,18,22-24,28,37-38,41-42H,3-6,9,11-12H2,1-2H3,(H,31,39)(H,32,43)(H,47,48)(H,49,50)(H2,30,33,34)(H2,44,45,46)/p-4/t18-,22-,23-,24+,28-/m1/s1	MAFTTXQJASXWBB-CECATXLMSA-J	913.1177985	CHEBI:84554		MMDBc0054876
BASm0007173	2,4-dinitroanisole				COC1=C(C=C(C=C1)N(=O)=O)N(=O)=O	C7H6N2O5	InChI=1S/C7H6N2O5/c1-14-7-3-2-5(8(10)11)4-6(7)9(12)13/h2-4H,1H3	CVYZVNVPQRKDLW-UHFFFAOYSA-N	198.0276713	CHEBI:84559	HMDB0245458	
BASm0007174	2,4-dinitrophenol	2,4-Dinitrophenol, also called DNP is a yellow solid with no known smell. It dissolves slightly in water. DNP present in water and soil as a pollutant does not easily evaporate to air. It uncouples oxidative phosphorylation by carrying protons across the mitochondrial membrane, leading to a rapid consumption of energy without generation of ATP. 2,4-DNP was used in the 193s as a weightreduction drug, but this was discontinued in 1938 because of the many reports of adverse effects in people who used it. (L168, L169)	51-28-5	Solid	O=[N+]([O-])c1ccc([O-])c([N+](=O)[O-])c1	C6H4N2O5	InChI=1S/C6H4N2O5/c9-6-2-1-4(7(10)11)3-5(6)8(12)13/h1-3,9H	UFBJCMHMOXMLKC-UHFFFAOYSA-N		CHEBI:84561		
BASm0007175	rifamycin SV				CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C)c([O-])c4c(O)c(cc(O)c4c3C2=O)NC(=O)/C(C)=C\C=C\[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C	C37H47NO12		HJYYPODYNSCCOU-CKYYOWAESA-N	697.309826	CHEBI:84571		
BASm0007176	27-O-demethylrifamycin SV				CC(=O)O[C@H]1[C@H](C)[C@H](O)[C@H](C)[C@@H](O)[C@@H](C)/C=C/C=C(/C)C(=O)Nc2cc(O)c3c4c(c(C)c([O-])c3c2O)O[C@](C)(O/C=C/[C@H](O)[C@H]1C)C4=O	C36H45NO12	InChI=1S/C36H45NO12/c1-15-10-9-11-16(2)35(46)37-22-14-24(40)25-26(31(22)44)30(43)20(6)33-27(25)34(45)36(8,49-33)47-13-12-23(39)17(3)32(48-21(7)38)19(5)29(42)18(4)28(15)41/h9-15,17-19,23,28-29,32,39-44H,1-8H3,(H,37,46)/b10-9+,13-12+,16-11-/t15-,17+,18+,19+,23-,28-,29+,32+,36?/m0/s1	OBIXNJCNRZELPA-KAZKCIAPSA-N	683.2941759	CHEBI:84572		
BASm0007177	2,3-saturated fatty aldehyde				[2*]CCC=O					CHEBI:84587		
BASm0007178	(2E)-fatty aldehyde				*/C=C/C=O					CHEBI:84588		
BASm0007179	mitomycin A	An organic anion obtained by removal of the acidic proton from position 8 of mitomycin A. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).			COC1=C(C)C(=O)C2=C(C1=O)[C-](COC(N)=O)[C@@]1(OC)[C@H]3N[C@H]3CN21	C16H18N3O6	InChI=1S/C16H18N3O6/c1-6-11(20)10-9(12(21)13(6)23-2)7(5-25-15(17)22)16(24-3)14-8(18-14)4-19(10)16/h8,14,18H,4-5H2,1-3H3,(H2,17,22)/q-1/t8-,14-,16+/m0/s1	TYJUHPLDNFWIRI-OCDRQSPJSA-N		CHEBI:84589		
BASm0007180	mitomycin B	An organic anion obtained by removal of the acidic proton from position 8 of mitomycin B. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).			COC1=C(C)C(=O)C2=C(C1=O)[C-](COC(N)=O)[C@@]1(O)[C@@H]3[C@H](CN21)N3C	C16H18N3O6	InChI=1S/C16H18N3O6/c1-6-11(20)10-9(12(21)13(6)24-3)7(5-25-15(17)22)16(23)14-8(18(14)2)4-19(10)16/h8,14,23H,4-5H2,1-3H3,(H2,17,22)/q-1/t8-,14-,16+,18?/m0/s1	XZHLAASMHPDMBP-LREIXMIKSA-N		CHEBI:84590		
BASm0007181	all-trans-dodecaprenyl diphosphate	Dodecaprenyl diphosphate is a polyisoprenoid, which contains multiple isoprene units. It is an intermediate in tridecaprenyl diphosphate, menaquinone-12 (vitamin K2)and linoleate biosynthesis. Dodecaprenyl diphosphate is converted. from undecaprenyl diphosphate and is converted to tridecaprenyl diphosphate via the enzyme solanesyl-diphosphate synthase (EC 2.5.1.11).		Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)([O-])OP(=O)([O-])[O-]	C60H100O7P2	InChI=1S/C60H100O7P2/c1-49(2)25-14-26-50(3)27-15-28-51(4)29-16-30-52(5)31-17-32-53(6)33-18-34-54(7)35-19-36-55(8)37-20-38-56(9)39-21-40-57(10)41-22-42-58(11)43-23-44-59(12)45-24-46-60(13)47-48-66-69(64,65)67-68(61,62)63/h25,27,29,31,33,35,37,39,41,43,45,47H,14-24,26,28,30,32,34,36,38,40,42,44,46,48H2,1-13H3,(H,64,65)(H2,61,62,63)/b50-27+,51-29+,52-31+,53-33+,54-35+,55-37+,56-39+,57-41+,58-43+,59-45+,60-47+	WURMRKUXTPWSRM-GNZYJLLNSA-N	994.6944286	CHEBI:84602	HMDB0012217	
BASm0007182	all-trans-tridecaprenyl diphosphate			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)([O-])OP(=O)([O-])[O-]	C65H105O7P2	InChI=1S/C65H108O7P2/c1-53(2)27-15-28-54(3)29-16-30-55(4)31-17-32-56(5)33-18-34-57(6)35-19-36-58(7)37-20-38-59(8)39-21-40-60(9)41-22-42-61(10)43-23-44-62(11)45-24-46-63(12)47-25-48-64(13)49-26-50-65(14)51-52-71-74(69,70)72-73(66,67)68/h27,29,31,33,35,37,39,41,43,45,47,49,51H,15-26,28,30,32,34,36,38,40,42,44,46,48,50,52H2,1-14H3,(H,69,70)(H2,66,67,68)/p-3/b54-29+,55-31+,56-33-,57-35-,58-37-,59-39-,60-41-,61-43-,62-45-,63-47-,64-49-,65-51-	DZNALTJEOIIEJL-AIPXUUHZSA-K	1059.7352	CHEBI:84603		MMDBc0055907
BASm0007183	O-tetradecanoyl-(R)-carnitine	Tetradecanoylcarnitine, also known as myristoylcarnitine, is a member of the class of compounds known as acylcarnitines. Acylcarnitines are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond. Acylcarnitines are useful in the diagnosis of genetic disorders such as fatty acid oxidation disorders and differentiation between biochemical phenotypes of medium-chain acyl-CoA dehydrogenase (MCAD) deficiency disorders (PMID: 12385891). Tetradecanoylcarnitine is involved in the beta-oxidation of long-chain fatty acids (PMID: 16425363). Tetradecanoylcarnitine is found to be associated with glutaric aciduria II, which is an inborn error of metabolism.	25597-07-3		CCCCCCCCCCCCCC(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C	C21H42NO4	InChI=1S/C21H41NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-21(25)26-19(17-20(23)24)18-22(2,3)4/h19H,5-18H2,1-4H3/p+1/t19-/m1/s1	PSHXNVGSVNEJBD-LJQANCHMSA-O	372.3108353	CHEBI:84634	HMDB0005066	
BASm0007184	O-octadecanoyl-(R)-carnitine	Stearoylcarnitine, also known as acylcarnitine C18:0, is a fatty ester lipid molecule. It is found in significantly greater amounts of patients with carnitine palmitoyltransferase (CPT) II deficiency when compared to controls (PMID:15653102). Stearoylcarnitine is also found to be associated with celiac disease, another inborn error of metabolism. The carnitine palmitoyltransferase (CPT; EC 2.3.1.21) enzyme system, in conjunction with acyl-CoA synthetase and carnitine/acylcarnitine translocase, provides the mechanism whereby long-chain fatty acids are transferred from the cytosol to the mitochondrial matrix to undergo beta-oxidation (OMIM: 600650). Stearoylcarnitine is considered to be practically insoluble in water and acidic.	25597-09-5		CCCCCCCCCCCCCCCCCC(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C	C25H50NO4	InChI=1S/C25H49NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-25(29)30-23(21-24(27)28)22-26(2,3)4/h23H,5-22H2,1-4H3/p+1/t23-/m1/s1	FNPHNLNTJNMAEE-HSZRJFAPSA-O	428.3734355	CHEBI:84644	HMDB0000848	
BASm0007185	O-eicosanoyl-(R)-carnitine	Arachidyl carnitine is an acylcarnitine. Numerous disorders have been described that lead to disturbances in energy production and in intermediary metabolism in the organism which are characterized by the production and excretion of unusual acylcarnitines. A mutation in the gene coding for carnitine-acylcarnitine translocase or the OCTN2 transporter aetiologically causes a carnitine deficiency that results in poor intestinal absorption of dietary L-carnitine, its impaired reabsorption by the kidney and, consequently, in increased urinary loss of L-carnitine. Determination of the qualitative pattern of acylcarnitines can be of diagnostic and therapeutic importance. The betaine structure of carnitine requires special analytical procedures for recording. The ionic nature of L-carnitine causes a high water solubility which decreases with increasing chain length of the ester group in the acylcarnitines. Therefore, the distribution of L-carnitine and acylcarnitines in various organs is defined by their function and their physico-chemical properties as well. High performance liquid chromatography (HPLC) permits screening for free and total carnitine, as well as complete quantitative acylcarnitine determination, including the long-chain acylcarnitine profile. (PMID: 17508264, Monatshefte fuer Chemie (2005), 136(8), 1279-1291., Int J Mass Spectrom. 1999;188:39-52.).			CCCCCCCCCCCCCCCCCCCC(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C	C27H53NO4	InChI=1S/C27H53NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-27(31)32-25(23-26(29)30)24-28(2,3)4/h25H,5-24H2,1-4H3	SVJLJQBGUITFLI-UHFFFAOYSA-N	455.3974592	CHEBI:84645	HMDB0006460	
BASm0007186	O-(9Z)-tetradecenoyl-(R)-carnitine				CCCC/C=C\CCCCCCCC(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C	C21H39NO4	InChI=1S/C21H39NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-21(25)26-19(17-20(23)24)18-22(2,3)4/h8-9,19H,5-7,10-18H2,1-4H3/b9-8-/t19-/m1/s1	ABVVZYXTZLEOHP-OLHLWXQYSA-N	369.2879087	CHEBI:84647	HMDB0242105	
BASm0007187	O-(5Z)-tetradecenoyl-(R)-carnitine	cis-5-Tetradecenoylcarnitine is an acylcarnitine. More specifically, it is an cis-5-tetradecenoic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy.  This process is known as beta-oxidation. According to a recent review (PMID: 35710135), acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. cis-5-Tetradecenoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine cis-5-Tetradecenoylcarnitine is generally formed through esterification with long-chain fatty acids obtained from the diet. The main function of most long-chain acylcarnitines is to ensure long chain fatty acid transport into the mitochondria (PMID: 22804748). Altered levels of long-chain acylcarnitines can serve as useful markers for inherited disorders of long-chain fatty acid metabolism. In particular cis-5-Tetradecenoylcarnitine is elevated in the blood or plasma of individuals with very long-chain acyl-CoA dehydrogenase (VLACD) deficiency (PMID: 25843429, PMID: 19327992, PMID: 11433098, PMID: 18670371, PMID: 12828998), trifunctional protein (mitochondrial long-chain ketoacyl-coa thiolase) deficiency (PMID: 16423905), mitochondrial dysfunction in diabetes patients (PMID: 28726959), acadvl acyl-coa dehydrogenase very long chain deficiency (PMID: 29491033), nonalcoholic fatty liver disease (NAFLD) (PMID: 27211699), and insulin resistance type 2 diabetes (PMID: 24358186). Carnitine palmitoyltransferase I (CPT I, EC:2.3.1.21) is involved in the synthesis of long-chain acylcarnitines (more than C12) on the mitochondrial outer membrane.  Elevated serum/plasma levels of long-chain acylcarnitines are not only markers for incomplete FA oxidation but also are indicators of altered carbohydrate and lipid metabolism. High serum concentrations of long-chain acylcarnitines in the postprandial or fed state are markers of insulin resistance and arise from insulin's inability to inhibit CPT-1-dependent fatty acid metabolism in muscles and the heart (PMID: 19073774). Increased intracellular content of long-chain acylcarnitines is thought to serve as a feedback inhibition mechanism of insulin action (PMID: 23258903). Defects in enzymes of the beta-oxidation pathway cause sudden, unexplained death in childhood, acute hepatic encephalopathy or liver failure, skeletal myopathy, and cardiomyopathy (PMID: 7479827). In healthy subjects, increased concentrations of insulin effectively inhibits long-chain acylcarnitine production. Several studies have also found increased levels of circulating long-chain acylcarnitines in chronic heart failure patients (PMID: 26796394). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available (PMID: 35710135).	835598-21-5		CCCCCCCC/C=C\CCCC(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C	C21H39NO4	InChI=1S/C21H39NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-21(25)26-19(17-20(23)24)18-22(2,3)4/h12-13,19H,5-11,14-18H2,1-4H3/b13-12-	NNCBVXBBLABOCB-SEYXRHQNSA-N	369.2879087	CHEBI:84649	HMDB0002014	
BASm0007188	(5Z)-tetradecenoyl-CoA			Expected Solid	CCCCCCCC/C=C\CCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C35H56N7O17P3S	InChI=1S/C35H60N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h11-12,22-24,28-30,34,45-46H,4-10,13-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/p-4/t24-,28-,29-,30+,34-/m1/s1	MRVDZOHJMLTLHJ-QSGBVPJFSA-J	971.2688199	CHEBI:84650		MMDBc0048689
BASm0007189	O-(9Z)-octadecenoyl-(R)-carnitine	Oleoylcarnitine is an acylcarnitine. More specifically, it is an oleic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy.  This process is known as beta-oxidation. According to a recent review (PMID: 35710135), acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. Oleoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine oleoylcarnitine is generally formed through esterification with long-chain fatty acids obtained from the diet. The main function of most long-chain acylcarnitines is to ensure long chain fatty acid transport into the mitochondria (PMID: 22804748). Altered levels of long-chain acylcarnitines can serve as useful markers for inherited disorders of long-chain fatty acid metabolism. In particular oleoylcarnitine is elevated in the blood or plasma of individuals with carnitine palmitoyl transferase 2 deficiency (PMID: 15653102, PMID: 11999976), cardiovascular mortality in incident dialysis patients (PMID: 24308938), schizophrenia (PMID: 31161852), succinic semialdehyde dehydrogenase deficiency (PMID: 32967698), neonatal macrosomia (PMID: 32126138), liver cirrhosis (PMID: 32075591), CPT II deficiency (PMID: 28801073, PMID: 18987586, PMID: 18925671, PMID: 11585077), carnitine/acylcarnitine translocase (CACT) deficiency (PMID: 15057979 ), and ischaemia/reperfusion (PMID: 26936967, PMID: 22607863, PMID: 24468136). Carnitine palmitoyltransferase I (CPT I, EC:2.3.1.21) is involved in the synthesis of long-chain acylcarnitines (more than C12) on the mitochondrial outer membrane.  Elevated serum/plasma levels of long-chain acylcarnitines are not only markers for incomplete FA oxidation but also are indicators of altered carbohydrate and lipid metabolism. High serum concentrations of long-chain acylcarnitines in the postprandial or fed state are markers of insulin resistance and arise from insulin's inability to inhibit CPT-1-dependent fatty acid metabolism in muscles and the heart (PMID: 19073774). Increased intracellular content of long-chain acylcarnitines is thought to serve as a feedback inhibition mechanism of insulin action (PMID: 23258903). In healthy subjects, increased concentrations of insulin effectively inhibits long-chain acylcarnitine production. Several studies have also found increased levels of circulating long-chain acylcarnitines in chronic heart failure patients (PMID: 26796394). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available (PMID: 35710135).	38677-66-6		CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C	C25H48NO4	InChI=1S/C25H47NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-25(29)30-23(21-24(27)28)22-26(2,3)4/h12-13,23H,5-11,14-22H2,1-4H3/p+1/b13-12-/t23-/m1/s1	IPOLTUVFXFHAHI-WHIOSMTNSA-O	426.3577855	CHEBI:84651	HMDB0005065	
BASm0007190	O-4,8-dimethylnonanoyl-(R)-carnitine			Expected Solid	CC(C)CCCC(C)CCC(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C	C18H35NO4	InChI=1S/C18H35NO4/c1-14(2)8-7-9-15(3)10-11-18(22)23-16(12-17(20)21)13-19(4,5)6/h14-16H,7-13H2,1-6H3/t15?,16-/m1/s1	DDTDJDZHDFMZED-OEMAIJDKSA-N	329.2566086	CHEBI:84654		MMDBc0048200
BASm0007191	1,2-diacyl-sn-glycero-3-phosphoethanol				*C(=O)OC[C@H](COP(=O)([O-])OCC)OC(*)=O					CHEBI:84672		
BASm0007192	N-(13Z-docosenoyl)-sphing-4-enine	Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides.			CCCCCCCC/C=C\CCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)/C=C/CCCCCCCCCCCCC	C40H77NO3	InChI=1S/C40H77NO3/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-40(44)41-38(37-42)39(43)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h17-18,33,35,38-39,42-43H,3-16,19-32,34,36-37H2,1-2H3,(H,41,44)/b18-17-,35-33+/t38-,39+/m0/s1	YHMJTZZWEXBHQK-MUDOESHNSA-N	619.5903453	CHEBI:84701	HMDB0011775	
BASm0007193	beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enine	GlcCer(d18:1/16:0) is a glycosphingolipid (ceramide and oligosaccharide)or oligoglycosylceramide with one or more sialic acids (i.e. n-acetylneuraminic acid) linked on the sugar chain. It is a component the cell plasma membrane which modulates cell signal transduction events. Gangliosides have been found to be highly important in immunology. Ganglioside GL1a carries a net-negative charge at pH 7.0 and is acidic. Gangliosides can amount to 6% of the weight of lipids from brain, but they are found at low levels in all animal tissues.Cerebrosides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides. Cerebrosides have a single sugar group linked to ceramide. The most common are galactocerebrosides (containing galactose), the least common are glucocerebrosides (containing glucose). Galactocerebrosides are found predominantly in neuronal cell membranes. In contrast glucocerebrosides are not normally found in membranes. Instead, they are typically intermediates in the synthesis or degradation of more complex glycosphingolipids. Galactocerebrosides are synthesized from ceramide and UDP-galactose. Excess lysosomal accumulation of glucocerebrosides is found in Gaucher disease.		Solid	CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)NC(=O)CCCCCCCCCCCCCCC	C40H77NO8	InChI=1S/C40H77NO8/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(43)33(32-48-40-39(47)38(46)37(45)35(31-42)49-40)41-36(44)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,33-35,37-40,42-43,45-47H,3-26,28,30-32H2,1-2H3,(H,41,44)/b29-27+/t33-,34+,35+,37+,38-,39+,40+/m0/s1	VJLLLMIZEJJZTE-NNTBDIJYSA-N	699.5649184	CHEBI:84716	HMDB0004971	
BASm0007194	beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enine	GlcCer(d18:1/18:0) is a glycosphingolipid (ceramide and oligosaccharide)or oligoglycosylceramide with one or more sialic acids (i.e. n-acetylneuraminic acid) linked on the sugar chain. It is a component the cell plasma membrane which modulates cell signal transduction events. Gangliosides have been found to be highly important in immunology. Ganglioside GL1a carries a net-negative charge at pH 7.0 and is acidic. Gangliosides can amount to 6% of the weight of lipids from brain, but they are found at low levels in all animal tissues.Cerebrosides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides. Cerebrosides have a single sugar group linked to ceramide. The most common are galactocerebrosides (containing galactose), the least common are glucocerebrosides (containing glucose). Galactocerebrosides are found predominantly in neuronal cell membranes. In contrast glucocerebrosides are not normally found in membranes. Instead, they are typically intermediates in the synthesis or degradation of more complex glycosphingolipids. Galactocerebrosides are synthesized from ceramide and UDP-galactose. Excess lysosomal accumulation of glucocerebrosides is found in Gaucher disease.		Solid	CCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](O)\C=C\CCCCCCCCCCCCC	C42H81NO8	InChI=1S/C42H81NO8/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-38(46)43-35(34-50-42-41(49)40(48)39(47)37(33-44)51-42)36(45)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h29,31,35-37,39-42,44-45,47-49H,3-28,30,32-34H2,1-2H3,(H,43,46)/b31-29+/t35-,36+,37+,39+,40-,41+,42+/m0/s1	YMYQEDCYNANIPI-DYJXBSQNSA-N	727.5962186	CHEBI:84719	HMDB0004972	
BASm0007195	beta-D-galactosyl-(1<->1')-N-octadecanoylsphing-4-enine	GGalactosylceramide (GalCer) is a non-acidic monoglycosphingolipid, i.e.  a sphingolipid with one carbohydrate moiety attached to a ceramide unit. It is an intermediate in sphingolipid metabolism and is the second to last step in the synthesis of digalactosylceramidesulfate.  GalCer is generated from ceramide via the enzyme UDP-galactose ceramide galactosyltransferase [EC:2.4.1.47]. It can be converted to digalactosylceramide via the enzyme glycosyltransferases [EC 2.4.1.-]. Galactosylceramide is the principal glycosphingolipid in brain tissue, hence the trivial name "cerebroside", which was first conferred on it in 1874.  Galactosylceramides are found in all nervous tissues, but they can amount to 2% of the dry weight of grey matter and 12% of white matter. They are major constituents of oligodendrocytes. Synthesis of galactosylceramide takes place on the lumenal surface of the endoplasmic reticulum, although it has free access to the cytosolic surface by an energy-independent flip-flop process. GalCer sits in the extracellular leaflet of cell membranes in nanometer sized domains or rafts. The local clustering of GalCer within rafts is thought to facilitate the initial adhesion of certain viruses, including HIV-1 and bacteria to cells through multivalent interactions between receptor proteins and GalCer.  A defect in the degradation of cerbrosides leads to a disorder called Krabbe disease. Krabbe disease (also known as globoid cell leukodystrophy or galactosylceramide lipidosis) is a rare, often fatal degenerative disorder that affects the myelin sheath of the nervous system. Krabbe disease is caused by mutations in the GALC gene, which causes a deficiency of galactosylceramidase. Infants with Krabbe disease are normal at birth. Symptoms begin between the ages of 3 and 6 months with irritability, fevers, limb stiffness, seizures, feeding difficulties, vomiting, and slowing of mental and motor development. There are also juvenile- and adult-onset cases of Krabbe disease, which have similar symptoms but slower progression. In infants, the disease is generally fatal before age 2. Patients with late-onset Krabbe disease tend to have a slower progression of the disease and live significantly longer.↵↵Cerebrosides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides.  Cerebrosides have a single sugar group linked to ceramide. The most common are galactocerebrosides (containing galactose), the least common are glucocerebrosides (containing glucose). Galactocerebrosides are found predominantly in neuronal cell membranes. In contrast glucocerebrosides are not normally found in membranes.  Instead, they are typically intermediates in the synthesis or degradation of more complex glycosphingolipids.  Galactocerebrosides are synthesized from ceramide and UDP-galactose. Excess lysosomal accumulation of glucocerebrosides is found in Gaucher disease. [HMDB]		Solid		C42H81NO8		YMYQEDCYNANIPI-NMJNODIHSA-N	727.5962186	CHEBI:84720	HMDB10709	
BASm0007196	alpha-L-fucosyl-(1->2)-beta-D-galactosyl-(1->3)-N-acetyl-D-galactosamine	An amino trisaccharide consisting of alpha-L-fucopyranose, beta-D-galactopyranose and N-acetyl-D-galactopyranosamine residues joined in sequence with a (1->2)- and a (1->3)-linkage, respectively.				C20H35NO15		MGSDFCKWGHNUSM-RFKFHQNZSA-N	529.2006694	CHEBI:84728		
BASm0007197	2-deoxy-D-glucose				OC[C@H]1OC(O)C[C@@H](O)[C@@H]1O	C6H12O5	InChI=1S/C6H12O5/c7-2-4-6(10)3(8)1-5(9)11-4/h3-10H,1-2H2/t3-,4-,5?,6+/m1/s1	PMMURAAUARKVCB-CERMHHMHSA-N	164.0684735	CHEBI:84755	HMDB0062477	MMDBc0054165
BASm0007198	2-deoxy-D-glucose 6-phosphate	2-deoxyglucose-6-phosphate is a sugar phosphate.  It is a substrate for 2-deoxyglucose-6-phosphatase (EC 3.1.3.68) which is an enzyme that catalyzes the chemical reaction 2-deoxy-D-glucose 6-phosphate + H2O <-> 2-deoxy-D-glucose + phosphate   The two substrates of this enzyme are 2-deoxy-D-glucose 6-phosphate and H2O, whereas its two products are 2-deoxy-D-glucose and phosphate. 2-deoxyglucose-6-phosphatase or YniC is a sugar phosphatase belonging to the superfamily of haloacid dehalogenase (HAD)-like hydrolases.	56-73-5	Liquid	O=P([O-])([O-])OC[C@H]1OC(O)C[C@@H](O)[C@@H]1O	C6H13O8P	InChI=1S/C6H13O8P/c7-3-1-5(8)14-4(6(3)9)2-13-15(10,11)12/h3-9H,1-2H2,(H2,10,11,12)/t3-,4-,5?,6+/m1/s1	UQJFZAAGZAYVKZ-CERMHHMHSA-N	244.0348039	CHEBI:84760		
BASm0007199	beta-D-glucosyl-(1<->1')-N-hexadecanoylsphinganine	A beta-D-glucosyl-(1<->1')-N-acylsphinganine in which the acyl group specified is hexadecanoyl.			CCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](O)CCCCCCCCCCCCCCC	C40H79NO8	InChI=1S/C40H79NO8/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(43)33(32-48-40-39(47)38(46)37(45)35(31-42)49-40)41-36(44)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33-35,37-40,42-43,45-47H,3-32H2,1-2H3,(H,41,44)/t33-,34+,35+,37+,38-,39+,40+/m0/s1	BLGKYYVFGMKTEZ-UKDORTLVSA-N		CHEBI:84782		
BASm0007200	beta-D-galactosyl-(1<->1')-N-hexadecanoylsphinganine	A beta-D-galactosyl-(1<->1')-N-acylsphinganine in which the acyl group specified is hexadecanoyl.			CCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)[C@H](O)CCCCCCCCCCCCCCC	C40H79NO8	InChI=1S/C40H79NO8/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(43)33(32-48-40-39(47)38(46)37(45)35(31-42)49-40)41-36(44)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33-35,37-40,42-43,45-47H,3-32H2,1-2H3,(H,41,44)/t33-,34+,35+,37-,38-,39+,40+/m0/s1	BLGKYYVFGMKTEZ-VEZWYSRTSA-N		CHEBI:84783		
BASm0007201	1-hexadecanoyl-2-(6Z,9Z,12Z-octadecatrienoyl)-sn-glycero-3-phosphocholine	PC(16:0/18:3(6Z,9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/18:3(6Z,9Z,12Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of g-linolenic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the g-linolenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	203393-39-9		CCCCC/C=C\C/C=C\C/C=C\CCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C	C42H78NO8P	InChI=1S/C42H78NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h14,16,20-21,25,27,40H,6-13,15,17-19,22-24,26,28-39H2,1-5H3/b16-14-,21-20-,27-25-/t40-/m1/s1	CNNSEHUKQJCGTE-UPPWDXJYSA-N	755.546505	CHEBI:84786	HMDB0007974	
BASm0007202	(2E,4E)-hexadienoyl-CoA			Expected Solid	C/C=C/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C27H38N7O17P3S	InChI=1S/C27H42N7O17P3S/c1-4-5-6-7-18(36)55-11-10-29-17(35)8-9-30-25(39)22(38)27(2,3)13-48-54(45,46)51-53(43,44)47-12-16-21(50-52(40,41)42)20(37)26(49-16)34-15-33-19-23(28)31-14-32-24(19)34/h4-7,14-16,20-22,26,37-38H,8-13H2,1-3H3,(H,29,35)(H,30,39)(H,43,44)(H,45,46)(H2,28,31,32)(H2,40,41,42)/p-4/b5-4+,7-6+/t16-,20-,21-,22+,26-/m1/s1	OUDBPEVXTMAWSG-VUJIAKIYSA-J	857.1279693	CHEBI:84788		MMDBc0054797
BASm0007203	1-hexadecanoyl-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine	PC(16:0/18:3(9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/18:3(9Z,12Z,15Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of a-linolenic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C	C42H78NO8P	InChI=1S/C42H78NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h8,10,14,16,20-21,40H,6-7,9,11-13,15,17-19,22-39H2,1-5H3/b10-8-,16-14-,21-20-/t40-/m1/s1	JMAYDGBZRHQJAT-QWFQJEORSA-N	755.546505	CHEBI:84789	HMDB0007975	
BASm0007204	(3E)-hexenoyl-CoA				CC/C=C/CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C27H44N7O17P3S	InChI=1S/C27H44N7O17P3S/c1-4-5-6-7-18(36)55-11-10-29-17(35)8-9-30-25(39)22(38)27(2,3)13-48-54(45,46)51-53(43,44)47-12-16-21(50-52(40,41)42)20(37)26(49-16)34-15-33-19-23(28)31-14-32-24(19)34/h5-6,14-16,20-22,26,37-38H,4,7-13H2,1-3H3,(H,29,35)(H,30,39)(H,43,44)(H,45,46)(H2,28,31,32)(H2,40,41,42)/t16-,20-,21-,22+,26-/m1/s1	SKDDJNFRAZIJIG-HDRQGHTBSA-N	863.1727252	CHEBI:84790		
BASm0007205	(3E,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA			Expected Solid	CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC/C=C/CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C43H62N7O17P3S	InChI=1S/C43H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-34(52)71-27-26-45-33(51)24-25-46-41(55)38(54)43(2,3)29-64-70(61,62)67-69(59,60)63-28-32-37(66-68(56,57)58)36(53)42(65-32)50-31-49-35-39(44)47-30-48-40(35)50/h5-6,8-9,11-12,14-15,17-18,21-22,30-32,36-38,42,53-54H,4,7,10,13,16,19-20,23-29H2,1-3H3,(H,45,51)(H,46,55)(H,59,60)(H,61,62)(H2,44,47,48)(H2,56,57,58)/p-4/b6-5+,9-8+,12-11+,15-14+,18-17+,22-21+/t32-,36-,37-,38+,42-/m1/s1	SMXVAIMPVOMQLT-JFYHQLIUSA-J	1073.31577	CHEBI:84791		MMDBc0048720
BASm0007206	(3E)-decenoyl-CoA				[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C([H])([H])C(\[H])=C(/[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C(N=C([H])N=C23)N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C31H48N7O17P3S	InChI=1S/C31H52N7O17P3S/c1-4-5-6-7-8-9-10-11-22(40)59-15-14-33-21(39)12-13-34-29(43)26(42)31(2,3)17-52-58(49,50)55-57(47,48)51-16-20-25(54-56(44,45)46)24(41)30(53-20)38-19-37-23-27(32)35-18-36-28(23)38/h9-10,18-20,24-26,30,41-42H,4-8,11-17H2,1-3H3,(H,33,39)(H,34,43)(H,47,48)(H,49,50)(H2,32,35,36)(H2,44,45,46)/p-4/b10-9+/t20-,24-,25-,26+,30-/m1/s1	CQGVNMQHZQJNII-ZJZQAHHTSA-J	915.2062196	CHEBI:84793		MMDBc0057150
BASm0007207	4-oxo-L-proline	An amino acid zwitterion resulting from a transfer of a proton from the carboxy to the amino group of 4-oxo-L-proline; major species at pH 7.3.			OC(=O)[C@@H]1CC(=O)CN1	C5H7NO3	InChI=1S/C5H7NO3/c7-3-1-4(5(8)9)6-2-3/h4,6H,1-2H2,(H,8,9)/t4-/m0/s1	HFXAFXVXPMUQCQ-BYPYZUCNSA-N	129.0425931	CHEBI:84813		
BASm0007208	1-octadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine	PC(18:0/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:0/18:2(9Z,12Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	27098-24-4		CCCCCCCCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	C44H84NO8P	InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,42H,6-14,16,18-20,22,24-41H2,1-5H3/b17-15-,23-21-/t42-/m1/s1	FORFDCPQKJHEBF-VPUSDGANSA-N	785.5934552	CHEBI:84822	HMDB0008039	
BASm0007209	an aromatic L-alpha-amino acid				*[C@H]([NH3+])C(=O)[O-]					CHEBI:84824		
BASm0007210	1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine	PC(18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the docosahexaenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C	C48H84NO8P	InChI=1S/C48H84NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h8,10,14,16,20,22,24-25,29,31,35,37,46H,6-7,9,11-13,15,17-19,21,23,26-28,30,32-34,36,38-45H2,1-5H3/b10-8-,16-14-,22-20-,25-24-,31-29-,37-35-/t46-/m1/s1	FAUYAENFVCNTAL-PFFNLMTBSA-N	833.5934552	CHEBI:84829	HMDB0008057	
BASm0007211	O-hexanoyl-(R)-carnitine	Hexanoylcarnitine (CAS: 6418-78-6), also known as caproylcarnitine, is an acylcarnitine. Acylcarnitines are the product of the conjugation of carnitine with acyl-coenzyme A, that allows the transport of fatty acids across mitochondrial membranes. Long or medium chain fatty acids are then oxidized in the mitochondria for energy production. The ionic nature of L-carnitine causes high water solubility which decreases with increasing chain lengths of the ester group in the acylcarnitines. Therefore, the distribution of L-carnitine and acylcarnitines in various organs is defined not only by their function but also by their physicochemical properties. Hexanoylcarnitine is a medium-chain acylcarnitine present in the urine of patients with medium-chain acyl-CoA dehydrogenase deficiency (PMID: 1635814). Hexanoylcarnitine is also found to be associated with celiac disease and glutaric aciduria II which are both inborn errors of metabolism. Numerous disorders have been described that lead to disturbances in energy production and in intermediary metabolism, which are characterized by the production and excretion of unusual acylcarnitines. A mutation in the gene coding for carnitine-acylcarnitine translocase or the OCTN2 transporter aetiologically causes a carnitine deficiency that results in poor intestinal absorption of dietary L-carnitine, its impaired reabsorption by the kidney and, consequently, in increased urinary loss of L-carnitine. Determination of the qualitative pattern of acylcarnitines can be of diagnostic and therapeutic importance. The betaine structure of carnitine requires special analytical procedures for recording. High-performance liquid chromatography (HPLC) permits screening for free and total carnitine, as well as complete quantitative acylcarnitine determination, including the long-chain acylcarnitine profile (PMID: 17508264, Monatshefte fuer Chemie (2005), 136(8), 1279-1291., Int J Mass Spectrom. 1999;188:39-52.).	22671-29-0		CCCCCC(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C	C13H26NO4	InChI=1S/C13H25NO4/c1-5-6-7-8-13(17)18-11(9-12(15)16)10-14(2,3)4/h11H,5-10H2,1-4H3/p+1/t11-/m1/s1	VVPRQWTYSNDTEA-LLVKDONJSA-O	260.1861833	CHEBI:84834	HMDB0000756	
BASm0007212	O-isobutanoyl-(R)-carnitine	Isobutyryl-L-carnitine is an acylcarnitine. More specifically, it is an isobutyric acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy.  This process is known as beta-oxidation. According to a recent review (PMID: 35710135), acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. Isobutyryl-L-carnitine is therefore classified as a short chain AC. As a short-chain acylcarnitine isobutyryl-L-carnitine is a member of the most abundant group of carnitines in the body, comprising more than 50% of all acylcarnitines quantified in tissues and biofluids (PMID: 31920980). Some short-chain carnitines have been studied as supplements or treatments for a number of diseases, including neurological disorders and inborn errors of metabolism. In particular isobutyryl-L-carnitine is elevated in the blood or plasma of individuals with isobutyryl-coa dehydrogenase deficiency (PMID: 20591710), glutaric aciduria type 2 (PMID: 20591710), ethylmalonic encephalopathy (PMID: 20591710), and gestational diabetes mellitus (PMID: 29626588). It is also decreased in the blood or plasma of individuals with traumatic brain injury (PMID: 23560894). Isobutyryl-L-carnitine is elevated in the urine of individuals with glutaric aciduria type 2 (PMID: 2288224), multiple acyl-CoA dehydrogenation deficiency (PMID: 3383426), and acute coronary syndrome (PMID: 30316136). Carnitine acetyltransferase (CrAT, EC:2.3.1.7) is responsible for the synthesis of all short-chain and short branched-chain acylcarnitines (PMID: 23485643). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available (PMID: 35710135).	25518-49-4		CC(C)C(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C	C11H22NO4	InChI=1S/C11H21NO4/c1-8(2)11(15)16-9(6-10(13)14)7-12(3,4)5/h8-9H,6-7H2,1-5H3/p+1/t9-/m1/s1	LRCNOZRCYBNMEP-SECBINFHSA-O	232.1543346	CHEBI:84838	HMDB0000736	
BASm0007213	O-2-methylbutanoyl-(R)-carnitine		31023-25-3		CCC(C)C(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C	C12H23NO4	InChI=1S/C12H23NO4/c1-6-9(2)12(16)17-10(7-11(14)15)8-13(3,4)5/h9-10H,6-8H2,1-5H3	IHCPDBBYTYJYIL-UHFFFAOYSA-N		CHEBI:84840		
BASm0007214	O-3-oxobutanoyl-(R)-carnitine	3-oxobutanoylcarnitine is an acylcarnitine. More specifically, it is an 3-oxobutanoic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy.  This process is known as beta-oxidation. According to a recent review (PMID: 35710135), acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. 3-oxobutanoylcarnitine is therefore classified as a short chain AC. As a short-chain acylcarnitine 3-oxobutanoylcarnitine is a member of the most abundant group of carnitines in the body, comprising more than 50% of all acylcarnitines quantified in tissues and biofluids (PMID: 31920980). Some short-chain carnitines have been studied as supplements or treatments for a number of diseases, including neurological disorders and inborn errors of metabolism. Carnitine acetyltransferase (CrAT, EC:2.3.1.7) is responsible for the synthesis of all short-chain and short branched-chain acylcarnitines (PMID: 23485643). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available (PMID: 35710135).			CC(=O)CC(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C	C11H19NO5	InChI=1S/C11H19NO5/c1-8(13)5-11(16)17-9(6-10(14)15)7-12(2,3)4/h9H,5-7H2,1-4H3	NGHNCQYFTPFRAD-UHFFFAOYSA-N	245.1263227	CHEBI:84841	HMDB0241651	
BASm0007215	O-3-hydroxybutanoyl-(R)-carnitine	3-Hydroxybutyrylcarnitine is an acylcarnitine. More specifically, it is an 3-hydroxybutyric acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy.  This process is known as beta-oxidation. According to a recent review (PMID: 35710135), acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. 3-Hydroxybutyrylcarnitine is therefore classified as a short chain AC. As a short-chain acylcarnitine 3-hydroxybutyrylcarnitine is a member of the most abundant group of carnitines in the body, comprising more than 50% of all acylcarnitines quantified in tissues and biofluids (PMID: 31920980). Some short-chain carnitines have been studied as supplements or treatments for a number of diseases, including neurological disorders and inborn errors of metabolism. In particular 3-hydroxybutyrylcarnitine is elevated in the blood or plasma of individuals with short-chain L-3-hydroxyacyl-CoA dehydrogenase deficiency (PMID: 11489939, PMID: 15870679), prediabetes (PMID: 28505362), T2DM (PMID: 28505362), metallosis (PMID: 30271721), mitochondrial acetoacetyl-coa thiolase deficiency (PMID: 20157782), and heart failure (PMID: 25881932). It is also decreased in the blood or plasma of individuals with psoriasis (PMID: 33391503). 3-Hydroxybutyrylcarnitine is elevated in the urine of individuals with renal cell carcinoma (PMID: 29658093). Carnitine acetyltransferase (CrAT, EC:2.3.1.7) is responsible for the synthesis of all short-chain and short branched-chain acylcarnitines (PMID: 23485643). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available (PMID: 35710135).	1469900-92-2		CC(O)CC(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C	C11H21NO5	InChI=1S/C11H21NO5/c1-8(13)5-11(16)17-9(6-10(14)15)7-12(2,3)4/h8-9,13H,5-7H2,1-4H3/t8-,9+/m1/s1	UEFRDQSMQXDWTO-BDAKNGLRSA-N	247.1419728	CHEBI:84842	HMDB0013127	
BASm0007216	O-2,6-dimethylheptanoyl-(R)-carnitine			Expected Solid	CC(C)CCCC(C)C(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C	C16H32NO4	InChI=1S/C16H31NO4/c1-12(2)8-7-9-13(3)16(20)21-14(10-15(18)19)11-17(4,5)6/h12-14H,7-11H2,1-6H3/p+1/t13?,14-/m1/s1	QBYXBONNCVATNQ-ARLHGKGLSA-O	302.2325849	CHEBI:84843	HMDB0006320	MMDBc0049523
BASm0007217	2,6-dimethylheptanoyl-CoA			Expected Solid	CC(C)CCCC(C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C30H48N7O17P3S	InChI=1S/C30H52N7O17P3S/c1-17(2)7-6-8-18(3)29(42)58-12-11-32-20(38)9-10-33-27(41)24(40)30(4,5)14-51-57(48,49)54-56(46,47)50-13-19-23(53-55(43,44)45)22(39)28(52-19)37-16-36-21-25(31)34-15-35-26(21)37/h15-19,22-24,28,39-40H,6-14H2,1-5H3,(H,32,38)(H,33,41)(H,46,47)(H,48,49)(H2,31,34,35)(H2,43,44,45)/p-4/t18?,19-,22-,23-,24+,28-/m1/s1	GPXWBKWDXPBLKS-LNSOOWQSSA-J	903.2062196	CHEBI:84847		MMDBc0048756
BASm0007218	L-selenohomocysteine	Selenohomocysteine (CAS: 29412-93-9) is the precursor of selenocysteine, which is synthesized by the catalysis of cystathionine beta-synthase (EC 4.2.1.22) and cystathionine gamma-lyase (EC 4.4.1.1) in mammalian systems (both enzymes require pyridoxal phosphate). Selenohomocysteine (lactone) has been found to be a competitive and irreversible inhibitor of lysyl oxidase; this may relate to the development of connective tissue defects seen in homocystinuria. L-Selenohomocysteine also can serve as a substituent donor in the beta-replacement reaction to yield selenocystathionine (PMID: 10609891, 9405445, 6456763, 3338973).	29475-60-3	Solid	[NH3+][C@@H](CC[SeH])C(=O)[O-]	C4H9NO2Se	InChI=1S/C4H9NO2Se/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)/t3-/m0/s1	RCWCGLALNCIQNM-VKHMYHEASA-N	182.979851	CHEBI:84850	HMDB0004119	
BASm0007219	(2S)-methylsuccinyl-CoA			Expected Solid	C[C@@H](CC(=O)[O-])C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C26H37N7O19P3S	InChI=1S/C26H42N7O19P3S/c1-13(8-16(35)36)25(40)56-7-6-28-15(34)4-5-29-23(39)20(38)26(2,3)10-49-55(46,47)52-54(44,45)48-9-14-19(51-53(41,42)43)18(37)24(50-14)33-12-32-17-21(27)30-11-31-22(17)33/h11-14,18-20,24,37-38H,4-10H2,1-3H3,(H,28,34)(H,29,39)(H,35,36)(H,44,45)(H,46,47)(H2,27,30,31)(H2,41,42,43)/p-5/t13-,14+,18+,19+,20-,24+/m0/s1	OUFHQHVVFSERRI-VKBDFPRVSA-I	876.1105221	CHEBI:84866		MMDBc0048623
BASm0007220	nitroxyl	Nitrogen oxides is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]")	10102-43-9		N=O	HNO	InChI=1S/HNO/c1-2/h1H	ODUCDPQEXGNKDN-UHFFFAOYSA-N	31.00581366	CHEBI:84879	HMDB0032439	
BASm0007221	GDP-alpha-D-mannuronate			Expected Solid	Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@H]3O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1	C16H20N5O17P2	InChI=1S/C16H23N5O17P2/c17-16-19-11-4(12(27)20-16)18-2-21(11)13-8(25)5(22)3(35-13)1-34-39(30,31)38-40(32,33)37-15-9(26)6(23)7(24)10(36-15)14(28)29/h2-3,5-10,13,15,22-26H,1H2,(H,28,29)(H,30,31)(H,32,33)(H3,17,19,20,27)/p-3/t3-,5-,6+,7+,8-,9+,10+,13-,15-/m1/s1	DNBSDUDYNPJVCN-ZXTXFPBHSA-K	616.0345889	CHEBI:84886		MMDBc0056007
BASm0007222	nogalonate			Expected Solid	CC(=O)CC(=O)c1c(CC(=O)[O-])cc2c(c1O)C(=O)c1c([O-])cccc1C2=O	C20H12O8	InChI=1S/C20H14O8/c1-8(21)5-13(23)15-9(7-14(24)25)6-11-17(19(15)27)20(28)16-10(18(11)26)3-2-4-12(16)22/h2-4,6,22,27H,5,7H2,1H3,(H,24,25)/p-2	WTOVDVFGOSWBFR-UHFFFAOYSA-L	380.0543145	CHEBI:84897		MMDBc0056222
BASm0007223	O-(2E)-butenoyl-(R)-carnitine	Butenylcarnitine is an acylcarnitine. More specifically, it is an butenoic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy.  This process is known as beta-oxidation. According to a recent review (PMID: 35710135), acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. Butenylcarnitine is therefore classified as a short chain AC. As a short-chain acylcarnitine Butenylcarnitine is a member of the most abundant group of carnitines in the body, comprising more than 50% of all acylcarnitines quantified in tissues and biofluids (PMID: 31920980). Some short-chain carnitines have been studied as supplements or treatments for a number of diseases, including neurological disorders and inborn errors of metabolism. In particular Butenylcarnitine is elevated in the blood or plasma of individuals with maternal obesity/prepregnant obesity of mothers (PMID: 31975597). Carnitine acetyltransferase (CrAT, EC:2.3.1.7) is responsible for the synthesis of all short-chain and short branched-chain acylcarnitines (PMID: 23485643). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available (PMID: 35710135).			C/C=C/C(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C	C11H19NO4	InChI=1S/C11H19NO4/c1-5-6-11(15)16-9(7-10(13)14)8-12(2,3)4/h5-6,9H,7-8H2,1-4H3/b6-5+/t9-/m0/s1	HQDBMDGXEZLSNK-CYNONHLPSA-N	229.1314081	CHEBI:84898	HMDB0013126	
BASm0007224	deoxynogalonate			Expected Solid	CC(=O)CC(=O)c1c(CC(=O)[O-])cc2c(c1O)C(=O)c1c(O)cccc1C2	C20H15O7	InChI=1S/C20H16O7/c1-9(21)5-14(23)17-12(8-15(24)25)7-11-6-10-3-2-4-13(22)16(10)19(26)18(11)20(17)27/h2-4,7,22,27H,5-6,8H2,1H3,(H,24,25)/p-1	YUGKGSBEHZYJDB-UHFFFAOYSA-M	367.0823264	CHEBI:84900		MMDBc0055899
BASm0007225	(9Z,12Z)-18-hydroxyoctadecadienoyl-CoA	A polyunsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of (9Z,12Z)-18-hydroxyoctadecadienoyl-CoA; major species at pH 7.3.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCC/C=C\C/C=C\CCCCCO	C39H62N7O18P3S	InChI=1S/C39H66N7O18P3S/c1-39(2,34(51)37(52)42-20-19-29(48)41-21-23-68-30(49)18-16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-22-47)25-61-67(58,59)64-66(56,57)60-24-28-33(63-65(53,54)55)32(50)38(62-28)46-27-45-31-35(40)43-26-44-36(31)46/h3-4,7,9,26-28,32-34,38,47,50-51H,5-6,8,10-25H2,1-2H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/p-4/b4-3-,9-7-/t28-,32-,33-,34+,38-/m1/s1	HJEGYLSHIKPENR-DAXVLCLXSA-J		CHEBI:84904		
BASm0007226	dapdiamide E			Expected Solid		C12H20N4O6		BQMJFERCSPVSGR-RULNZFCNSA-N	316.1382844	CHEBI:84912		MMDBc0007542
BASm0007227	3-[[[(2R,3R)-3-carboxyoxiran-2-yl]carbonyl]amino]-L-alanine			Expected Solid	[H][C@@](CN)(N=C(O)[C@]1([H])O[C@@]1([H])C(O)=N)C(O)=O	C7H11N3O5	InChI=1S/C7H11N3O5/c8-1-2(7(13)14)10-6(12)4-3(15-4)5(9)11/h2-4H,1,8H2,(H2,9,11)(H,10,12)(H,13,14)/t2-,3+,4+/m0/s1	NEROFFUGAIRXGM-PZGQECOJSA-N	217.0698705	CHEBI:84913		MMDBc0055342
BASm0007228	7-hydroxydodecanoate	A hydroxy fatty acid anion that is the conjugate base of 7-hydroxylauric acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CCCCCC(O)CCCCCC(=O)[O-]	C12H23O3	InChI=1S/C12H24O3/c1-2-3-5-8-11(13)9-6-4-7-10-12(14)15/h11,13H,2-10H2,1H3,(H,14,15)/p-1	BNWKMHUFFKDAMV-UHFFFAOYSA-M		CHEBI:84921		
BASm0007229	ethyl hexadecanoate	Ehtyl hexadecanoate is the ester formed by the condensation of hexadecanoic acid and ethanol. Ethyl hexadecanoate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Ethyl hexadecanoate can be found in alcoholic beverages. It is also present in various fruits, e.g. apricot, sour cherry, grapefruit, bilberry, guava fruit, melon, pineapple, Chinese quince, ceriman (Monstera deliciosa) etc. As well as in crispbread, clary sage, blackcurrant buds, wines, rice bran, plum brandy, fruit brandy, Bourbon vanilla, beans and salted/pickled plum. 	628-97-7		CCCCCCCCCCCCCCCC(=O)OCC	C18H36O2	InChI=1S/C18H36O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20-4-2/h3-17H2,1-2H3	XIRNKXNNONJFQO-UHFFFAOYSA-N	284.2715304	CHEBI:84932	HMDB0029811	
BASm0007230	ethyl (9Z)-hexadecenoate	Ethyl 9-hexadecenoate belongs to the family of Fatty Acid Esters. These are carboxylic ester derivatives of a fatty acid.			CCCCCC/C=C\CCCCCCCC(=O)OCC	C18H34O2	InChI=1S/C18H34O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20-4-2/h9-10H,3-8,11-17H2,1-2H3/b10-9+	JELGPLUONQGOHF-MDZDMXLPSA-N	282.2558803	CHEBI:84934	HMDB0059871	
BASm0007231	ethyl octadecanoate	Ethyl stearate, also known as fema 3490, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Ethyl stearate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.	111-61-5		CCCCCCCCCCCCCCCCCC(=O)OCC	C20H40O2	InChI=1S/C20H40O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h3-19H2,1-2H3	MVLVMROFTAUDAG-UHFFFAOYSA-N	312.3028305	CHEBI:84936	HMDB0034156	
BASm0007232	ethyl (9Z)-octadecenoate	Ethyl oleate is found in sweet marjoram. Ethyl oleate is a flavouring ingredient.Ethyl oleate is the ester formed by the condensation of the fatty acid oleic acid and ethanol. It is a colorless to light yellow liquid. Ethyl oleate is produced by the body during ethanol intoxication	111-62-6		CCCCCCCC/C=C\CCCCCCCC(=O)OCC	C20H38O2	InChI=1S/C20H38O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h11-12H,3-10,13-19H2,1-2H3/b12-11+	LVGKNOAMLMIIKO-VAWYXSNFSA-N	310.2871805	CHEBI:84940	HMDB0034451	
BASm0007236	6-demethylmitomycin B			Expected Solid	CC1=C([O-])C(=O)C2=C(C1=O)N1C[C@H]3[C@H](N3C)[C@]1(O)[C-]2COC(N)=O	C15H15N3O6	InChI=1S/C15H16N3O6/c1-5-10(19)9-8(12(21)11(5)20)6(4-24-14(16)22)15(23)13-7(17(13)2)3-18(9)15/h7,13,20,23H,3-4H2,1-2H3,(H2,16,22)/q-1/p-1/t7-,13-,15+,17?/m0/s1	LQVPZGHBDFKRML-LGRCCZASSA-M	333.0971824	CHEBI:84952		MMDBc0055597
BASm0007237	6-demethylmitomycin A			Expected Solid	CO[C@@]12[C-](COC(N)=O)C3=C(C(=O)C(C)=C([O-])C3=O)N1C[C@@H]1N[C@@H]12	C15H15N3O6	InChI=1S/C15H16N3O6/c1-5-10(19)9-8(12(21)11(5)20)6(4-24-14(16)22)15(23-2)13-7(17-13)3-18(9)15/h7,13,17,20H,3-4H2,1-2H3,(H2,16,22)/q-1/p-1/t7-,13-,15+/m0/s1	SEDXDKBKHLUKRM-QWPQFENESA-M	333.0971824	CHEBI:84955		MMDBc0055596
BASm0007238	13-hydroxy-alpha-tocopherol	13'-hydroxy-alpha-tocopherol is the precursor in dehydrogenation to 13'-carboxy-alpha-tocopherol by an unidentified microsomal enzyme(s) probably via an aldehyde intermediate. The tocopherols ( a-tocopherol , b-tocopherol ,r-tocopherol and d-tocopherol ) and their corresponding tocotrienols are synthesized by plants and have vitamin E antixoidant activity (see pathway vitamin E biosynthesis ). They differ in the number and location of methyl groups on the chromanol ring. The naturally occurring form of a-tocopherol is (2R,4'R,8'R)-a-tocopherol (synonym (R,R,R)-a-tocopherol). Synthetic a-tocopherols are a racemic mixture of eight different R and S stereoisomers. Only the 2R forms are recognized as meeting human requirements. The in vivo function of vitamin E is to scavenge peroxyl radicals via its phenolic (chromanol) hydroxyl group, thus protecting lipids against free radical-catalyzed peroxidation. The tocopheryl radical formed can then be reduced by reductants such as L-ascorbate. Other major products of a-tocopherol oxidation include &#945;-tocopherylquinone and epoxy-a-tocopherols. The metabolites a-tocopheronic acid and its lactone, known as the Simon metabolites, are generally believed to be artefacts. In addition to these oxidation products, the other major class of tocopherol metabolites is the carboxyethyl-hydroxychromans.These metabolites are produced in significant amounts in response to excess vitamin E ingestion. Vitamin E is fat-soluble and its utilization requires intestinal fat absorption mechanisms. It is secreted from the intestine into the lymphatic system in chylomicrons which subsequently enter the plasma. Lipolysis of these chylomicrons can result in delivery of vitamin E to tissues, transfer to high-density lipoproteins (and subsequently to other lipoproteins via the phospholipid exchange protein), or retention in chylomicron remnants. These remnants are taken up by the liver. Natural (R,R,R)-&#945;-tocopherol and synthetic 2R-&#945;-tocopherols are then preferentially secreted from the liver into plasma as a result of the specificity of the &#945;-tocopherol transfer protein. This protein, along with the metabolism of excess vitamin E in the liver and excretion into urine and bile, mediate the supply of a-tocopherol in plasma and tissues.			Cc1c(C)c2c(c(C)c1O)CC[C@@](C)(CCC[C@H](C)CCC[C@H](C)CCCC(C)CO)O2	C29H50O3	InChI=1S/C29H50O3/c1-20(13-9-14-22(3)19-30)11-8-12-21(2)15-10-17-29(7)18-16-26-25(6)27(31)23(4)24(5)28(26)32-29/h20-22,30-31H,8-19H2,1-7H3/t20-,21+,22?,29+/m0/s1	URYLCCKXLNXSRS-XIRVVSDESA-N	446.3759955	CHEBI:84962	HMDB0012559	
BASm0007239	13-hydroxy-gamma-tocopherol	13'-hydroxy-r-tocopherol is a precursor of dehydrogenation to form 13'-Carboxy-gamma-tocopherol by an unidentified microsomal enzyme(s) probably via an aldehyde intermediate. r-Tocopherol provides different antioxidant activities in food and in-vitro studies and showed higher activity in trapping lipophilic electrophiles and reactive nitrogen and oxygen species. From the metabolism end product, only that of r-tocopherol (2,7,8-trimethyl-2-(b-carboxyethyl)-6-hydroxychroman), but not that of a-tocopherol, was identified to provide natriuretic activity. Only the r-tocopherol plasma level served as biomarker for cancer and cardiovascular risk.			Cc1c(O)cc2c(c1C)O[C@](C)(CCC[C@H](C)CCC[C@H](C)CCCC(C)CO)CC2	C28H48O3	InChI=1S/C28H48O3/c1-20(12-8-13-22(3)19-29)10-7-11-21(2)14-9-16-28(6)17-15-25-18-26(30)23(4)24(5)27(25)31-28/h18,20-22,29-30H,7-17,19H2,1-6H3/t20-,21+,22?,28-/m1/s1	QNBPVJMQPAQXML-SLGTZZLGSA-N	432.3603454	CHEBI:84963	HMDB0012561	
BASm0007240	ipsdienone				C=CC(=C)CC(=O)C=C(C)C	C10H14O	InChI=1S/C10H14O/c1-5-9(4)7-10(11)6-8(2)3/h5-6H,1,4,7H2,2-3H3	RPDIIOSMVGHNKJ-UHFFFAOYSA-N	150.1044651	CHEBI:84966		
BASm0007241	1,2-dihexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol-5-phosphate)			Expected Solid	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])O[C@H]1[C@H](O)[C@@H](OP(=O)([O-])[O-])[C@H](O)[C@@H](O)[C@H]1O)OC(=O)CCCCCCCCCCCCCCC	C41H77O16P2	InChI=1S/C41H80O16P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)53-31-33(55-35(43)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)32-54-59(51,52)57-41-38(46)36(44)37(45)40(39(41)47)56-58(48,49)50/h33,36-41,44-47H,3-32H2,1-2H3,(H,51,52)(H2,48,49,50)/p-3/t33-,36+,37+,38-,39-,40-,41+/m1/s1	SZPQTEWIRPXBTC-KFOWTEFUSA-K	887.4703311	CHEBI:84968		MMDBc0055123
BASm0007242	(5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-cholesterol	Cholesteryl eicosapentaenoic acid is a cholesteryl ester. A cholesteryl ester is an ester of cholesterol. Fatty acid esters of cholesterol constitute about two-thirds of the cholesterol in the plasma. Cholesterol is a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues, and transported in the blood plasma of all animals. The accumulation of cholesterol esters in the arterial intima (the innermost layer of an artery, in direct contact with the flowing blood) is a characteristic feature of atherosclerosis. Atherosclerosis is a disease affecting arterial blood vessels. It is a chronic inflammatory response in the walls of arteries, in large part to the deposition of lipoproteins (plasma proteins that carry cholesterol and triglycerides). In patients with triglyceride levels above 500 mg/dl, approximately 4 g/day of eicosapentaenoic acid reduces triglyceride levels 45% and very low-density lipoprotein cholesterol levels by more than 50%. Physical exercise and fish oil (a rich source of eicosapentaenoic acid) suppress the activity of endothelial lipase (EL) and this, in turn, enhances the plasma concentrations of HDL cholesterol. EL has been shown to have a significant role in modulating the concentrations of plasma HDL. (PMID: 17461707, 15664301, 15524182, 15485592).	74892-97-0		CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4CC[C@H]([C@H](C)CCCC(C)C)[C@@]4(C)CC[C@@H]32)C1	C47H74O2	InChI=1S/C47H74O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-27-45(48)49-40-32-34-46(5)39(36-40)28-29-41-43-31-30-42(38(4)26-24-25-37(2)3)47(43,6)35-33-44(41)46/h8-9,11-12,14-15,17-18,20-21,28,37-38,40-44H,7,10,13,16,19,22-27,29-36H2,1-6H3/b9-8-,12-11-,15-14-,18-17-,21-20-/t38-,40+,41?,42?,43?,44?,46+,47-/m1/s1	XZFUGMCJZFRBKF-JIKDAPOUSA-N	670.5688816	CHEBI:84969	HMDB0006731	
BASm0007243	(4R)-ipsdienol	Ipsdienol or S-ipsdienol belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes is known to occur mainly through the methyl-eritritol-phosphate (MEP) pathway in the plastids. S-ipsdienol is considered to be an isoprenoid lipid molecule. S-ipsdienol is a secondary alcohol and it is very hydrophobic, practically insoluble in water but soluble in organic solvents such as methanol, ethanol and ethyl acetate. Ipsdienol was first identified from the bark beetle Ips confusus, in which it is believed to be a main sex attractant (DOI: 10.1126/science.154.3748.509). It is also one of the major aggregation pheromones of the bark beetle (PMID: 20727970). Ipsdienol has also been identified in a number of plant species, including Cannabis sativa (PMID: 8984153).	13040-13-6	1	C=CC(=C)C[C@@H](O)C=C(C)C	C10H16O	InChI=1S/C10H16O/c1-5-9(4)7-10(11)6-8(2)3/h5-6,10-11H,1,4,7H2,2-3H3/t10-/m1/s1	NHMKYUHMPXBMFI-SNVBAGLBSA-N	152.1201	CHEBI:84970		
BASm0007244	(9Z)-octadecenoyl-sn-glycero-3-phosphate				*OC[C@H](COP(=O)([O-])[O-])O*					CHEBI:84973		
BASm0007245	acarbose 7(IV)-phosphate			Expected Solid	C[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O[C@H]3[C@H](O)[C@@H](O)C(O)O[C@@H]3CO)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1[NH2+][C@H]1C=C(COP(=O)([O-])[O-])[C@@H](O)[C@H](O)[C@H]1O	C25H43NO21P	InChI=1S/C25H44NO21P/c1-6-11(26-8-2-7(5-42-48(39,40)41)12(29)15(32)13(8)30)14(31)19(36)24(43-6)46-22-10(4-28)45-25(20(37)17(22)34)47-21-9(3-27)44-23(38)18(35)16(21)33/h2,6,8-38H,3-5H2,1H3,(H2,39,40,41)/p-1/t6-,8+,9-,10-,11-,12-,13+,14+,15+,16-,17-,18-,19-,20-,21-,22-,23?,24-,25-/m1/s1	VXXDSQWLTKKGLO-UGEKTDRHSA-M	724.207068	CHEBI:84975		MMDBc0055674
BASm0007246					*N[C@@H](CC(C(=O)[O-])C(=O)[O-])C(*)=O					CHEBI:84990		
BASm0007247	3-(methylsulfanyl)acryloyl-CoA			Expected Solid	CS/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C25H36N7O17P3S2	InChI=1S/C25H40N7O17P3S2/c1-25(2,20(36)23(37)28-6-4-15(33)27-7-9-54-16(34)5-8-53-3)11-46-52(43,44)49-51(41,42)45-10-14-19(48-50(38,39)40)18(35)24(47-14)32-13-31-17-21(26)29-12-30-22(17)32/h5,8,12-14,18-20,24,35-36H,4,6-7,9-11H2,1-3H3,(H,27,33)(H,28,37)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/p-4/b8-5+/t14-,18-,19-,20+,24-/m1/s1	ZGBNNHAIMKRDOC-CABWFRLRSA-J	863.0843904	CHEBI:84994		MMDBc0055331
BASm0007248	3-hydroxy-3-(methylsulfanyl)propanoyl-CoA	An acyl-CoA(4-) oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of 3-hydroxy-3-(methylthio)propanoyl; major species at pH 7.3.				C25H38N7O18P3S2		AQFMEWZPKSMDQK-HRPHHVHRSA-J	881.0949551	CHEBI:84995		
BASm0007249	3-oxopropanoyl-CoA		6244-93-5	Expected Solid	[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C([H])([H])C([H])=O)C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C2N=C([H])N=C3N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C24H34N7O18P3S	InChI=1S/C24H38N7O18P3S/c1-24(2,19(36)22(37)27-5-3-14(33)26-6-8-53-15(34)4-7-32)10-46-52(43,44)49-51(41,42)45-9-13-18(48-50(38,39)40)17(35)23(47-13)31-12-30-16-20(25)28-11-29-21(16)31/h7,11-13,17-19,23,35-36H,3-6,8-10H2,1-2H3,(H,26,33)(H,27,37)(H,41,42)(H,43,44)(H2,25,28,29)(H2,38,39,40)/p-4/t13-,17-,18-,19+,23-/m1/s1	NMEYBPUHJHMRHU-IEXPHMLFSA-J	833.0915838	CHEBI:84996	HMDB0002170	MMDBc0048718
BASm0007250	N(1),N(8)-bis[(E)-sinapoyl]-spermidine				COc1cc(/C=C/C(=O)NCCCC[NH2+]CCCNC(=O)/C=C/c2cc(OC)c(O)c(OC)c2)cc(OC)c1O	C29H39N3O8	InChI=1S/C29H39N3O8/c1-37-22-16-20(17-23(38-2)28(22)35)8-10-26(33)31-14-6-5-12-30-13-7-15-32-27(34)11-9-21-18-24(39-3)29(36)25(19-21)40-4/h8-11,16-19,30,35-36H,5-7,12-15H2,1-4H3,(H,31,33)(H,32,34)	PMOOGLRNGWRADJ-UHFFFAOYSA-N	557.2737152	CHEBI:85006		
BASm0007251	N(1),N(8)-bis(coumaroyl)-spermidine	An ammonium ion resulting from the protonation of the non-acylated nitrogen of N(1),N(8)-bis(coumaroyl)-spermidine. The major species at pH 7.3.			O=C(/C=C/c1ccc(O)cc1)NCCCC[NH2+]CCCNC(=O)/C=C/c1ccc(O)cc1	C25H32N3O4	InChI=1S/C25H31N3O4/c29-22-10-4-20(5-11-22)8-14-24(31)27-18-2-1-16-26-17-3-19-28-25(32)15-9-21-6-12-23(30)13-7-21/h4-15,26,29-30H,1-3,16-19H2,(H,27,31)(H,28,32)/p+1/b14-8+,15-9+	QYBCBMVQSCJMSA-VOMDNODZSA-O		CHEBI:85007		
BASm0007252	(E)-4-coumaroyl-CoA		30802-00-7			C30H38N7O18P3S		DMZOKBALNZWDKI-MATMFAIHSA-J	909.1228839	CHEBI:85008		
BASm0007253	2,5-hexanedione				CC(=O)CCC(C)=O	C6H10O2	InChI=1S/C6H10O2/c1-5(7)3-4-6(2)8/h3-4H2,1-2H3	OJVAMHKKJGICOG-UHFFFAOYSA-N	114.0680796	CHEBI:85014	HMDB0245506	
BASm0007254					*O[C@H]1[C@@H](OP(=O)([O-])[O-])[C@H](*)O[C@@H]1COP(*)(=O)[O-]					CHEBI:85027		
BASm0007255	cobalt(1+)	A monovalent inorganic cation obtained from cobalt.			[Co+]	Co	InChI=1S/Co/q+1	BFVNPAKTAJENJQ-UHFFFAOYSA-N		CHEBI:85033		
BASm0007256	methyl-Co(2+)	A cobalt coordination entity that is methane in which one of the hydrogens is replaced by cobalt(2+)			C[Co+2]	CH3Co	InChI=1S/CH3.Co/h1H3;/q;+2	YMTZLGGIBUNCMX-UHFFFAOYSA-N		CHEBI:85035		
BASm0007257	15-oxo-prostaglandin A1	A prostaglandin carboxylic acid anion that is the conjugate base of 15-dehydro-prostaglandin A1, obtained by deprotonation of the carboxy group.; major species at pH 7.3.			CCCCCC(=O)/C=C/[C@H]1C=CC(=O)[C@@H]1CCCCCCC(=O)[O-]	C20H29O4	InChI=1S/C20H30O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h12-16,18H,2-11H2,1H3,(H,23,24)/p-1/b14-12+/t16-,18+/m0/s1	YKXHFAJZOFTAOC-DTXSUPOZSA-M		CHEBI:85072		
BASm0007258	(3E,5Z,8Z,11Z,14Z)-eicosapentaenoyl-CoA			Expected Solid	CCCCC/C=C\C/C=C\C/C=C\C/C=C\C=C\CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H60N7O17P3S	InChI=1S/C41H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h8-9,11-12,14-15,17-20,28-30,34-36,40,51-52H,4-7,10,13,16,21-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/p-4/b9-8-,12-11-,15-14-,18-17-,20-19+/t30?,34?,35?,36?,40-/m0/s1	PHIGJHMEMQBUMA-RUYDWXMQSA-J	1047.30012	CHEBI:85090		MMDBc0049190
BASm0007259	(2E,4E,8Z,11Z,14Z)-eicosapentaenoyl-CoA			Expected Solid	CCCCC/C=C\C/C=C\C/C=C\CC/C=C/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H60N7O17P3S	InChI=1S/C41H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h8-9,11-12,14-15,18-21,28-30,34-36,40,51-52H,4-7,10,13,16-17,22-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/p-4/b9-8-,12-11-,15-14-,19-18-,21-20+/t30?,34?,35?,36?,40-/m0/s1	VEOYVBZJFWTPAJ-QXAVDKFRSA-J	1047.30012	CHEBI:85091		MMDBc0049222
BASm0007264	(3E,5Z)-octadienoyl-CoA	Octa-3,5-dienoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is an octa-3_5-dienoic acid thioester of coenzyme A. Octa-3,5-dienoyl-coa is an acyl-CoA with 8 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. Octa-3,5-dienoyl-coa is therefore classified as a medium chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. Octa-3,5-dienoyl-coa, being a medium chain acyl-CoA is a substrate for medium chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, octa-3,5-dienoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of octa-3,5-dienoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts octa-3,5-dienoyl-CoA into octa-3_5-dienoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, octa-3_5-dienoylcarnitine is converted back to octa-3,5-dienoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of octa-3,5-dienoyl-CoA occurs in four steps. First, since octa-3,5-dienoyl-CoA is a medium chain acyl-CoA it is the substrate for a medium chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of octa-3,5-dienoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until octa-3,5-dienoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CC/C=C\C=C\CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C29H46N7O17P3S	InChI=1S/C29H46N7O17P3S/c1-4-5-6-7-8-9-20(38)57-13-12-31-19(37)10-11-32-27(41)24(40)29(2,3)15-50-56(47,48)53-55(45,46)49-14-18-23(52-54(42,43)44)22(39)28(51-18)36-17-35-21-25(30)33-16-34-26(21)36/h5-8,16-18,22-24,28,39-40H,4,9-15H2,1-3H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)	XMHCCMXYCWOYHF-UHFFFAOYSA-N	889.1883752	CHEBI:85108	HMDB0301474	
BASm0007267	7,8-dihydroxanthopterin			Expected Solid	NC1=NC(=O)C2NC(=O)CNC2=N1	C6H7N5O2	InChI=1S/C6H7N5O2/c7-6-10-4-3(5(13)11-6)9-2(12)1-8-4/h3H,1H2,(H,9,12)(H3,7,8,10,11,13)	WBZKQFAVPDYTLF-UHFFFAOYSA-N	181.0599745	CHEBI:85130		MMDBc0055631
BASm0007268	12-(phosphooxy)octadecanoate	An organophosphate oxoanion obtained by deprotonation of the carboxy and phosphate OH groups of 12-(phosphonooxy)octadecanoic acid; major species at pH 7.3.			CCCCCCC(CCCCCCCCCCC(=O)[O-])OP(=O)([O-])[O-]	C18H34O6P	InChI=1S/C18H37O6P/c1-2-3-4-11-14-17(24-25(21,22)23)15-12-9-7-5-6-8-10-13-16-18(19)20/h17H,2-16H2,1H3,(H,19,20)(H2,21,22,23)/p-3	QZULXZYUVCCXJM-UHFFFAOYSA-K		CHEBI:85134		
BASm0007269	12-phosphooxy-(9E)-octadecenoate	An organophosphate oxoanion obtained by deprotonation of the carboxy and phosphate OH groups of 12-phosphonooxy-(9E)-octadecenoic acid; major species at pH 7.3.			CCCCCCC(C/C=C/CCCCCCCC(=O)[O-])OP(=O)([O-])[O-]	C18H32O6P	InChI=1S/C18H35O6P/c1-2-3-4-11-14-17(24-25(21,22)23)15-12-9-7-5-6-8-10-13-16-18(19)20/h9,12,17H,2-8,10-11,13-16H2,1H3,(H,19,20)(H2,21,22,23)/p-3/b12-9+	UJCSYVRPPFDKQR-FMIVXFBMSA-K		CHEBI:85137		
BASm0007270	12-phosphooxy-(9Z)-octadecenoate	An organophosphate oxoanion obtained by deprotonation of the carboxy and phosphate OH groups of (9Z)-12-(phosphonooxy)octadecenoic acid; major species at pH 7.3.			CCCCCCC(C/C=C\CCCCCCCC(=O)[O-])OP(=O)([O-])[O-]	C18H32O6P	InChI=1S/C18H35O6P/c1-2-3-4-11-14-17(24-25(21,22)23)15-12-9-7-5-6-8-10-13-16-18(19)20/h9,12,17H,2-8,10-11,13-16H2,1H3,(H,19,20)(H2,21,22,23)/p-3/b12-9-	UJCSYVRPPFDKQR-XFXZXTDPSA-K		CHEBI:85141		
BASm0007271	12-hydroxy-(9Z)-octadecenoate	A hydroxy fatty acid anion that is the conjugate base of (9Z)-12-hydroxyoctadec-9-enoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CCCCCCC(O)C/C=C\CCCCCCCC(=O)[O-]	C18H33O3	InChI=1S/C18H34O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h9,12,17,19H,2-8,10-11,13-16H2,1H3,(H,20,21)/p-1/b12-9-	WBHHMMIMDMUBKC-XFXZXTDPSA-M		CHEBI:85150		
BASm0007272	12-hydroxy-(9E)-octadecenoate	A hydroxy fatty acid anion that is the conjugate base of (9E)-12-hydroxyoctadec-9-enoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CCCCCCC(O)C/C=C/CCCCCCCC(=O)[O-]	C18H33O3	InChI=1S/C18H34O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h9,12,17,19H,2-8,10-11,13-16H2,1H3,(H,20,21)/p-1/b12-9+	WBHHMMIMDMUBKC-FMIVXFBMSA-M		CHEBI:85152		
BASm0007273	2-glyceryl-prostaglandin G2	Prostaglandin G2 2-glyceryl Ester is also known as 2-Glyceryl-prostaglandin g2.  Prostaglandin G2 2-glyceryl Ester is considered to be practically insoluble (in water) and acidic			CCCCC[C@@H](/C=C/[C@@H]1[C@@H](C/C=C\CCCC(=O)OC(CO)CO)[C@@H]2C[C@H]1OO2)OO	C23H38O8	InChI=1S/C23H38O8/c1-2-3-6-9-17(29-27)12-13-20-19(21-14-22(20)31-30-21)10-7-4-5-8-11-23(26)28-18(15-24)16-25/h4,7,12-13,17-22,24-25,27H,2-3,5-6,8-11,14-16H2,1H3/b7-4-,13-12+/t17-,19+,20+,21-,22+/m0/s1	CSMKZOGJSGGURC-PKBBWAGBSA-N	442.2566682	CHEBI:85165	HMDB0062591	
BASm0007274	2-glyceryl-prostaglandin H2	Prostaglandin H2 2-glyceryl Ester is also known as 2-Glyceryl-prostaglandin H2.  Prostaglandin H2 2-glyceryl Ester is considered to be practically insoluble (in water) and relatively neutral.  Prostaglandin H2 2-glyceryl Ester is an eicosanoid lipid molecule			CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C/C=C\CCCC(=O)OC(CO)CO)[C@@H]2C[C@H]1OO2	C23H38O7	InChI=1S/C23H38O7/c1-2-3-6-9-17(26)12-13-20-19(21-14-22(20)30-29-21)10-7-4-5-8-11-23(27)28-18(15-24)16-25/h4,7,12-13,17-22,24-26H,2-3,5-6,8-11,14-16H2,1H3/b7-4-,13-12+/t17-,19+,20+,21-,22+/m0/s1	XWDRGTGPJCBPGC-PKBBWAGBSA-N	426.2617536	CHEBI:85166	HMDB0062663	
BASm0007276	11beta-prostaglandin F2	11-epi-PGF2alpha is an intermediate in Arachidonic acid metabolism. 11-epi-PGF2alpha is converted from (5Z,13E)-(15S)-9alpha,15-Dihydroxy-11-oxoprosta-5,13-dienoate via the enzyme prostaglandin-F synthase (EC 1.1.1.188).Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.		Solid	CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C/C=C\CCCC(=O)[O-])[C@@H](O)C[C@@H]1O	C20H34O5	InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16?,17+,18?,19-/m0/s1	PXGPLTODNUVGFL-BTJIPTOOSA-N	354.2406242	CHEBI:85173	HMDB0011137	
BASm0007277	prostaglandin D2-ethanolamide	PGD2 ethanolamide is a N-acylethanolamine. N-acylethanolamines (NAEs) constitute a class of lipid compounds naturally present in both animal and plant membranes as constituents of the membrane-bound phospholipid, N-acylphosphatidylethanolamine (NAPE). NAPE is composed of a third fatty acid moiety linked to the amino head group of the commonly occurring membrane phospholipid, phosphatidylethanolamine. NAEs are released from NAPE by phospholipase D-type hydrolases in response to a variety of stimuli. Transient NAE release and accumulation has been attributed a variety of biological activities, including neurotransmission, membrane protection, and immunomodulation in animals. N-oleoylethanolamine is an inhibitor of the sphingolipid signaling pathway, via specific ceramidase inhibition (ceramidase converts ceramide to sphingosine). N-oleoylethanolamine blocks the effects of TNF- and arachidonic acid on intracellular Ca concentration. (PMID: 12692337, 12056855, 12560208, 11997249)	398138-28-8		CCCCC[C@H](O)/C=C/[C@H]1C(=O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)NCCO	C22H37NO5	InChI=1S/C22H37NO5/c1-2-3-6-9-17(25)12-13-19-18(20(26)16-21(19)27)10-7-4-5-8-11-22(28)23-14-15-24/h4,7,12-13,17-20,24-26H,2-3,5-6,8-11,14-16H2,1H3,(H,23,28)/b7-4-,13-12+/t17-,18+,19+,20-/m0/s1	KEYDJKSQFDUAGF-YIRKRNQHSA-N	395.2671733	CHEBI:85174	HMDB0013629	
BASm0007278	11beta-prostaglandin F2-ethanolamide				CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C/C=C\CCCC(=O)NCCO)[C@@H](O)C[C@@H]1O	C22H39NO5	InChI=1S/C22H39NO5/c1-2-3-6-9-17(25)12-13-19-18(20(26)16-21(19)27)10-7-4-5-8-11-22(28)23-14-15-24/h4,7,12-13,17-21,24-27H,2-3,5-6,8-11,14-16H2,1H3,(H,23,28)/b7-4+,13-12+/t17-,18+,19+,20-,21+/m0/s1	XCVCLIRZZCGEMU-FPLRWIMGSA-N		CHEBI:85175		
BASm0007279					*N[C@@H](COC(=O)CCCCCCC/C=C\CCCCCC)C(*)=O					CHEBI:85189		
BASm0007280	9,10-epoxyoctadecanoate				CCCCCCCCC1OC1CCCCCCCC(=O)[O-]	C18H34O3		IMYZYCNQZDBZBQ-UHFFFAOYNA-N	298.250795	CHEBI:85195		
BASm0007281	9,10-dihydroxyoctadecanoate	(9r,10s)-dihydroxystearate, also known as 9,10-dihydroxyoctadecanoate, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms (9r,10s)-dihydroxystearate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). (9r,10s)-dihydroxystearate can be found in a number of food items such as pulses, sorghum, yautia, and european plum, which makes (9r,10s)-dihydroxystearate a potential biomarker for the consumption of these food products.			CCCCCCCCC(O)C(O)CCCCCCCC(=O)[O-]	C18H35O4	InChI=1S/C18H36O4/c1-2-3-4-5-7-10-13-16(19)17(20)14-11-8-6-9-12-15-18(21)22/h16-17,19-20H,2-15H2,1H3,(H,21,22)/p-1	VACHUYIREGFMSP-UHFFFAOYSA-M	315.2540832	CHEBI:85197	HMDB0303981	
BASm0007282	N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sphing-4-enine	A N-acylsphingosine in which the ceramide N-acyl group is specified as arachidonoyl.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)N[C@@H](CO)[C@H](O)/C=C/CCCCCCCCCCCCC	C38H67NO3	InChI=1S/C38H67NO3/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-38(42)39-36(35-40)37(41)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h11,13,17-18,20,22,26,28,31,33,36-37,40-41H,3-10,12,14-16,19,21,23-25,27,29-30,32,34-35H2,1-2H3,(H,39,42)/b13-11-,18-17-,22-20-,28-26-,33-31+/t36-,37+/m0/s1	JFUBEVZVSISOGF-DNLSVOTPSA-N		CHEBI:85198		
BASm0007283	N-(9Z-octadecenoyl)-(4R)-hydroxysphinganine				CCCCCCCC/C=C\CCCCCCCC(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC	C36H71NO4	0	ATGQXSBKTQANOH-ZCXUNETKSA-N	581.5383098	CHEBI:85204		MMDBc0060464
BASm0007284	N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sphinganine				CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC	C38H69NO3	InChI=1S/C38H69NO3/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-38(42)39-36(35-40)37(41)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h11,13,17-18,20,22,26,28,36-37,40-41H,3-10,12,14-16,19,21,23-25,27,29-35H2,1-2H3,(H,39,42)/b13-11-,18-17-,22-20-,28-26-/t36-,37+/m0/s1	NXKPWQUXGKASPM-AJIQFNDCSA-N	587.5277451	CHEBI:85206	HMDB0240729	
BASm0007285	N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-(4R)-hydroxysphinganine				CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC	C38H69NO4	0	MYFWOINCQDEQRM-BGKPXYFZSA-N	603.5226597	CHEBI:85207		MMDBc0060434
BASm0007286	N,1-diacyl-sn-glycero-3-phosphoethanolamine				*C(=O)NCCOP(=O)([O-])OC[C@H](O)COC([1*])=O					CHEBI:85216		
BASm0007287	N-hexadecanoyl-1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine	An N-acyllysophosphatidylethanolamine(1-) in which the N-acyl group is specified as palmitoyl (hexadecanoyl) while the phosphatidyl acyl group is specified as oleoyl (9Z-octadecenoyl); major species at pH 7.3.				C39H75NO8P		VSRSTHVWSWNJCC-OTMQOFQLSA-M	716.523579	CHEBI:85217		
BASm0007288	N-octadecanoyl-1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine	An N-acyllysophosphatidylethanolamine(1-) in which the N-acyl group is specified as stearoyl (octadecanoyl) while the phosphatidyl acyl group is specified as oleoyl (9Z-octadecenoyl); major species at pH 7.3.				C41H79NO8P		LIPZZWCCANYPKE-DJEJVYNPSA-M	744.5548791	CHEBI:85219		
BASm0007289	N(alpha)-acetyl-D-methionine			Expected Solid	[H][C@](CCSC)(N=C(C)[O-])C(O)=O	C7H12NO3S	InChI=1S/C7H13NO3S/c1-5(9)8-6(7(10)11)3-4-12-2/h6H,3-4H2,1-2H3,(H,8,9)(H,10,11)/p-1/t6-/m1/s1	XUYPXLNMDZIRQH-ZCFIWIBFSA-M	190.054338	CHEBI:85220		MMDBc0056204
BASm0007290	N-eicosanoyl-1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine	An N-acyllysophosphatidylethanolamine(1-) in which the N-acyl group is specified as icosanoyl while the phosphatidyl acyl group is specified as oleoyl; major species at pH 7.3.			CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OCCNC(=O)CCCCCCCCCCCCCCCCCCC	C43H83NO8P	InChI=1S/C43H84NO8P/c1-3-5-7-9-11-13-15-17-19-20-22-23-25-27-29-31-33-35-42(46)44-37-38-51-53(48,49)52-40-41(45)39-50-43(47)36-34-32-30-28-26-24-21-18-16-14-12-10-8-6-4-2/h18,21,41,45H,3-17,19-20,22-40H2,1-2H3,(H,44,46)(H,48,49)/p-1/b21-18-/t41-/m1/s1	FPTSLKCBYZXNAK-JHWHEROUSA-M		CHEBI:85221		
BASm0007291	N,1-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine	An N-acyllysophosphatidylethanolamine(1-) in which both the N- and O-acyl group are specified as oleoyl (9Z-octadecenoyl); major species at pH 7.3.			CCCCCCCC/C=C\CCCCCCCC(=O)NCCOP(=O)([O-])OC[C@H](O)COC(=O)CCCCCCC/C=C\CCCCCCCC	C41H77NO8P	InChI=1S/C41H78NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)42-35-36-49-51(46,47)50-38-39(43)37-48-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,39,43H,3-16,21-38H2,1-2H3,(H,42,44)(H,46,47)/p-1/b19-17-,20-18-/t39-/m1/s1	UQJFAJZAVYKPEN-NYVOMTAGSA-M		CHEBI:85222		
BASm0007292	N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine	An N-acyllysophosphatidylethanolamine(1-) in which the N-acyl group is specified as arachidonoyl while the phosphatidyl acyl group is specified as oleoyl; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCOP(=O)([O-])OC[C@H](O)COC(=O)CCCCCCC/C=C\CCCCCCCC	C43H75NO8P	InChI=1S/C43H76NO8P/c1-3-5-7-9-11-13-15-17-19-20-22-23-25-27-29-31-33-35-42(46)44-37-38-51-53(48,49)52-40-41(45)39-50-43(47)36-34-32-30-28-26-24-21-18-16-14-12-10-8-6-4-2/h11,13,17-19,21-23,27,29,41,45H,3-10,12,14-16,20,24-26,28,30-40H2,1-2H3,(H,44,46)(H,48,49)/p-1/b13-11-,19-17-,21-18-,23-22-,29-27-/t41-/m1/s1	BDNHSOIDIOSPIQ-ZRVIQYDLSA-M		CHEBI:85223		
BASm0007293	N-acyl-sn-glycero-3-phosphoethanolamine				*C(=O)NCCOP(=O)([O-])OC[C@H](O)CO					CHEBI:85225		
BASm0007294	N-hexadecanoyl-sn-glycero-3-phosphoethanolamine	An N-acyl-sn-glycero-3-phosphoethanolamine(1-) in which the N-acyl group is specified as hexadecanoyl; major species at pH 7.3.			CCCCCCCCCCCCCCCC(=O)NCCOP(=O)([O-])OC[C@H](O)CO	C21H43NO7P	InChI=1S/C21H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(25)22-16-17-28-30(26,27)29-19-20(24)18-23/h20,23-24H,2-19H2,1H3,(H,22,25)(H,26,27)/p-1/t20-/m1/s1	FIXMIXZULLAMCB-HXUWFJFHSA-M		CHEBI:85226		
BASm0007295	N-octadecanoyl-sn-glycero-3-phospho-ethanolamine	An N-acyl-sn-glycero-3-phosphoethanolamine(1-) in which the N-acyl group is specified as octadecanoyl (stearoyl); major species at pH 7.3.			CCCCCCCCCCCCCCCCCC(=O)NCCOP(=O)([O-])OC[C@H](O)CO	C23H47NO7P	InChI=1S/C23H48NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(27)24-18-19-30-32(28,29)31-21-22(26)20-25/h22,25-26H,2-21H2,1H3,(H,24,27)(H,28,29)/p-1/t22-/m1/s1	GWPSWVKRTQYSAW-JOCHJYFZSA-M		CHEBI:85227		
BASm0007296	N-eicosanoyl-sn-glycero-3-phosphoethanolamine	An N-acyl-sn-glycero-3-phosphoethanolamine(1-) in which the N-acyl group is specified as icosanoyl; major species at pH 7.3.			CCCCCCCCCCCCCCCCCCCC(=O)NCCOP(=O)([O-])OC[C@H](O)CO	C25H51NO7P	InChI=1S/C25H52NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-25(29)26-20-21-32-34(30,31)33-23-24(28)22-27/h24,27-28H,2-23H2,1H3,(H,26,29)(H,30,31)/p-1/t24-/m1/s1	PWCYQOOJUCZCAO-XMMPIXPASA-M		CHEBI:85228		
BASm0007297	N-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine	An N-acyl-sn-glycero-3-phosphoethanolamine(1-) in which the N-acyl group is specified as oleoyl (9Z-octadecenoyl); major species at pH 7.3.			CCCCCCCC/C=C\CCCCCCCC(=O)NCCOP(=O)([O-])OC[C@H](O)CO	C23H45NO7P	InChI=1S/C23H46NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(27)24-18-19-30-32(28,29)31-21-22(26)20-25/h9-10,22,25-26H,2-8,11-21H2,1H3,(H,24,27)(H,28,29)/p-1/b10-9-/t22-/m1/s1	VBNXVCGZJCGEKO-MZMPXXGTSA-M		CHEBI:85229		
BASm0007298	N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine				CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCOP(=O)([O-])OC[C@H](O)CO	C25H44NO7P	InChI=1S/C25H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-25(29)26-20-21-32-34(30,31)33-23-24(28)22-27/h6-7,9-10,12-13,15-16,24,27-28H,2-5,8,11,14,17-23H2,1H3,(H,26,29)(H,30,31)	PAGKVQGBMADPCS-UHFFFAOYSA-N	501.2855398	CHEBI:85230	HMDB0252848	
BASm0007299	1-O-(9Z-octadecenyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate	A 1-alkyl-2-acyl-sn-glycero-3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-(9Z-octadecenyl)-2-arachidonoyl-sn-glycero-3-phosphate; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COCCCCCCCC/C=C\CCCCCCCC)COP(=O)([O-])[O-]	C41H71O7P	InChI=1S/C41H73O7P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-41(42)48-40(39-47-49(43,44)45)38-46-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h11,13,17-20,22,24,28,30,40H,3-10,12,14-16,21,23,25-27,29,31-39H2,1-2H3,(H2,43,44,45)/p-2/b13-11-,19-17-,20-18-,24-22-,30-28-/t40-/m1/s1	XXNDXYPDJRWJNS-WQOZCSOVSA-L		CHEBI:85231		
BASm0007300	prostaglandin D2-1-glycerol ester	2-Arachidonoyl glycerol (2-AG) has been isolated from porcine brain, and has been characterized as the natural endocannabinoid ligand for the CB1 receptor.1,2 Incubation of 2-AG with cyclooxygenase-2 (COX-2) and specific prostaglandin H2 (PGH2) isomerases in cell cultures and isolated enzyme preparations results in prostaglandin glycerol ester formation.3 The biosynthesis of PGH, PGD, PGE, PGF, and TXA-2-glyceryl ester compounds have all been documented. In RAW 264.7 cells, PGD2-2-glyceryl ester is the main COX metabolite.3 The 2-glyceryl ester moiety equilibrates rapidly (within minutes) with the more stable 1-glyceryl ester, producing a 10:90 mixture of the 1- and 2-glyceryl esters in typical aqueous media. While the stability and metabolism of these PG products have been investigated, little is known about their intrinsic biological activity.			CCCCC[C@H](O)/C=C/[C@H]1C(=O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)OCC(O)CO	C23H38O7	InChI=1S/C23H38O7/c1-2-3-6-9-17(25)12-13-20-19(21(27)14-22(20)28)10-7-4-5-8-11-23(29)30-16-18(26)15-24/h4,7,12-13,17-21,24-27H,2-3,5-6,8-11,14-16H2,1H3/b7-4-,13-12+/t17-,18?,19-,20-,21+/m1/s1	AWSHXGOINMVSGP-CDCWMRKJSA-N	426.2617536	CHEBI:85232	HMDB0013653	
BASm0007301	15-deoxy-Delta(12,14)-prostaglandin J2			Expected Solid	CCCCC/C=C/C=C1/C(=O)C=C[C@@H]1C/C=C\CCCC(=O)[O-]	C20H27O3	InChI=1S/C20H28O3/c1-2-3-4-5-6-10-13-18-17(15-16-19(18)21)12-9-7-8-11-14-20(22)23/h6-7,9-10,13,15-17H,2-5,8,11-12,14H2,1H3,(H,22,23)/p-1/b9-7-,10-6+,18-13+/t17-/m0/s1	VHRUMKCAEVRUBK-GODQJPCRSA-M	315.1965683	CHEBI:85236		MMDBc0048085
BASm0007302	2-glyceryl-15-deoxy-Delta(12,14)-prostaglandin J2	15-deoxy-&#916;12,14-Prostaglandin J2-2-glycerol ester (15-deoxy-&#916;12,14-PGJ2-2-glycerol ester) is formed from PGD2 by the elimination of two molecules of water. It binds selectively to PPAR&#947; with an EC50 value of 2 µM in a murine chimera system.1,2 15-deoxy-&#916;12,14-PGJ2-2-glycerol ester is more potent than PGD2, &#916;12-PGJ2, and PGJ2 in stimulating lipogenesis in C3H10T1/2 cells. The EC50 value for induction of adipocyte differentiation in cultured fibroblasts is 7 µM.1 PG glycerol esters are generated by the action of cyclooxygenase-2 on the endocannabinoid 2-arachidonyl glycerol.3 The biosynthesis of PGH, PGD, PGE, PGF, and TXA-2-glyceryl ester compounds have all been documented. While the stability and metabolism of these PG products has been investigated,4 little is known about their intrinsic biological activity.			CCCCC/C=C/C=C1/C(=O)C=C[C@@H]1C/C=C\CCCC(=O)OC(CO)CO	C23H34O5	InChI=1S/C23H34O5/c1-2-3-4-5-6-10-13-21-19(15-16-22(21)26)12-9-7-8-11-14-23(27)28-20(17-24)18-25/h6-7,9-10,13,15-16,19-20,24-25H,2-5,8,11-12,14,17-18H2,1H3/b9-7-,10-6-,21-13+/t19-/m0/s1	JGKIBUMNHSZUSL-WZOKZYBXSA-N	390.2406242	CHEBI:85238	HMDB0013656	
BASm0007303	1-octanoylglycerol				CCCCCCCC(=O)OCC(O)CO	C11H22O4	InChI=1S/C11H22O4/c1-2-3-4-5-6-7-11(14)15-9-10(13)8-12/h10,12-13H,2-9H2,1H3	GHBFNMLVSPCDGN-UHFFFAOYSA-N	218.1518092	CHEBI:85241	HMDB0254850	
BASm0007304	N-(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-sn-glycero-3-phosphoethanolamine	An N-acyl-sn-glycero-3-phosphoethanolamine(1-) in which the N-acyl group is specified as (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)NCCOP(=O)([O-])OC[C@H](O)CO	C27H43NO7P	InChI=1S/C27H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-27(31)28-22-23-34-36(32,33)35-25-26(30)24-29/h3-4,6-7,9-10,12-13,15-16,18-19,26,29-30H,2,5,8,11,14,17,20-25H2,1H3,(H,28,31)(H,32,33)/p-1/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-/t26-/m1/s1	YLEKZMUIJDSEKO-PAUXXPOVSA-M		CHEBI:85250		
BASm0007305	N-(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl ethanolamine	Docosahexaenoic Acid (DHA) is an essential fatty acid and the most abundant &#969;-3 fatty acid in neural tissues, especially in the retina and brain. Docosahexaenoyl ethanolamide (DHEA) is the ethanolamine amide of DHA that has been detected in both brain and retina at concentrations similar to those for arachidonoyl ethanolamide (AEA).1,2 A 9.5 fold increase of DHEA was observed in brain lipid extracts from piglets fed a diet supplemented with DHA compared to a control diet without DHA.3 DHEA binds to the rat brain CB1 receptor with a Ki of 324 nM, which is approximately 10-fold higher than the Ki for AEA.4 DHEA inhibits shaker-related voltage-gated potassium channels in brain slightly better than AEA, with an IC50 of 1.5 µM.	162758-94-3		CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)NCCO	C24H37NO2	InChI=1S/C24H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-24(27)25-22-23-26/h3-4,6-7,9-10,12-13,15-16,18-19,26H,2,5,8,11,14,17,20-23H2,1H3,(H,25,27)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-	GEEHOLRSGZPBSM-KUBAVDMBSA-N	371.2824294	CHEBI:85252	HMDB0013658	
BASm0007306	N-eicosanoyl ethanolamine				CCCCCCCCCCCCCCCCCCCC(=O)NCCO	C22H45NO2	InChI=1S/C22H45NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)23-20-21-24/h24H,2-21H2,1H3,(H,23,25)	AUJVQJHODMISJP-UHFFFAOYSA-N	355.3450297	CHEBI:85253	HMDB0248559	
BASm0007307	N-(dodecanoyl)-sphinganine	Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides.			CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCC	C30H61NO3	InChI=1S/C30H61NO3/c1-3-5-7-9-11-13-14-15-16-18-19-21-23-25-29(33)28(27-32)31-30(34)26-24-22-20-17-12-10-8-6-4-2/h28-29,32-33H,3-27H2,1-2H3,(H,31,34)/t28-,29+/m0/s1	UHWYQXNZIBLESO-URLMMPGGSA-N	483.4651448	CHEBI:85261	HMDB0011758	
BASm0007308	N-tetradecanoylethanolamine			Expected Solid	[H]OC([H])([H])C([H])([H])N([H])C(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]	C16H33NO2	InChI=1S/C16H33NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-16(19)17-14-15-18/h18H,2-15H2,1H3,(H,17,19)	JHIXEZNTXMFXEK-UHFFFAOYSA-N	271.2511293	CHEBI:85262		MMDBc0048955
BASm0007309	N-dodecanoylethanolamine			Expected Solid	CCCCCCCCCCCC(O)=NCCO	C14H29NO2	InChI=1S/C14H29NO2/c1-2-3-4-5-6-7-8-9-10-11-14(17)15-12-13-16/h16H,2-13H2,1H3,(H,15,17)	QZXSMBBFBXPQHI-UHFFFAOYSA-N	243.2198292	CHEBI:85263		MMDBc0048953
BASm0007310	(5Z)-eicosenoyl-CoA	A long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (5Z)-eicosenoic acid.			CCCCCCCCCCCCCC/C=C\CCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H72N7O17P3S	InChI=1S/C41H72N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h17-18,28-30,34-36,40,51-52H,4-16,19-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/b18-17-/t30-,34-,35-,36+,40-/m1/s1	BSDNSNWHAZZYHM-KMYHARBQSA-N	1059.391826	CHEBI:85268		
BASm0007311	(Kdo)2-lipid A 1-diphosphate			Expected Solid	CCCCCCCCCCCCCC(=O)O[C@H](CCCCCCCCCCC)CC(=O)O[C@@H]1[C@@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@H](OC[C@H]2O[C@H](OP(=O)([O-])OP(=O)([O-])[O-])[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]2O)O[C@H](CO[C@]2(C(=O)[O-])C[C@@H](O[C@]3(C(=O)[O-])C[C@@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O3)[C@@H](O)[C@@H]([C@H](O)CO)O2)[C@H]1OP(=O)([O-])[O-]	C110H196N2O42P3	InChI=1S/C110H203N2O42P3/c1-7-13-19-25-31-37-38-44-50-56-62-68-92(123)144-82(66-60-54-48-42-35-29-23-17-11-5)72-94(125)148-104-96(112-90(121)71-81(65-59-53-47-41-34-28-22-16-10-4)143-91(122)67-61-55-49-43-36-30-24-18-12-6)105(146-88(102(104)152-155(133,134)135)78-142-109(107(129)130)74-86(98(127)101(150-109)85(119)76-114)149-110(108(131)132)73-83(117)97(126)100(151-110)84(118)75-113)141-77-87-99(128)103(147-93(124)70-80(116)64-58-52-46-40-33-27-21-15-9-3)95(106(145-87)153-157(139,140)154-156(136,137)138)111-89(120)69-79(115)63-57-51-45-39-32-26-20-14-8-2/h79-88,95-106,113-119,126-128H,7-78H2,1-6H3,(H,111,120)(H,112,121)(H,129,130)(H,131,132)(H,139,140)(H2,133,134,135)(H2,136,137,138)/p-7/t79-,80-,81-,82-,83-,84-,85-,86-,87-,88-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,109-,110-/m1/s1	FEIRMQZKCHCJCZ-OIPVZEHTSA-G	2310.251394	CHEBI:85271		MMDBc0055020
BASm0007312	(2R,3E)-phycocyanobilin			Expected Solid	C/C=C1C(=C/C2=N/C(=C\c3[nH]c(/C=C4\NC(=O)C(CC)=C4C)c(C)c3CCC(=O)[O-])C(CCC(=O)[O-])=C2C)/NC(=O)[C@@H]/1C	C33H36N4O6	InChI=1S/C33H38N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7,13-15,19,34H,8-12H2,1-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/p-2/b20-7-,26-13-,27-14-,29-15-/t19-/m1/s1	XAVVMXGLKJSJDU-NSNBCYBJSA-L	584.2645821	CHEBI:85275		MMDBc0054815
BASm0007313	(2R,3E)-phycoerythrobilin			Expected Solid	C=CC1=C(C)[C@@H](Cc2[nH]c(/C=C3\N=C(/C=C4\NC(=O)[C@H](C)\C4=C/C)C(C)=C3CCC(=O)[O-])c(CCC(=O)[O-])c2C)NC1=O	C33H36N4O6	InChI=1S/C33H38N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,14-15,19,26,34H,2,9-13H2,1,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/p-2/b20-7-,27-14-,29-15-	CNEWLWMGPFUJPG-SEJZCTRTSA-L	584.2645821	CHEBI:85276		MMDBc0054942
BASm0007314	N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine	An N-acylphosphatidylethanolamine(1-) in which the N-acyl group is specified as arachidonoyl while the phosphatidyl acyl groups are both specified as oleoyl; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCOP(=O)([O-])OC[C@@H](COC(=O)CCCCCCC/C=C\CCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC	C61H107NO9P	InChI=1S/C61H108NO9P/c1-4-7-10-13-16-19-22-25-28-29-32-33-36-39-42-45-48-51-59(63)62-54-55-69-72(66,67)70-57-58(71-61(65)53-50-47-44-41-38-35-31-27-24-21-18-15-12-9-6-3)56-68-60(64)52-49-46-43-40-37-34-30-26-23-20-17-14-11-8-5-2/h16,19,25-28,30-33,39,42,58H,4-15,17-18,20-24,29,34-38,40-41,43-57H2,1-3H3,(H,62,63)(H,66,67)/p-1/b19-16-,28-25-,30-26-,31-27-,33-32-,42-39-/t58-/m1/s1	WDNUSSOPDWPIPF-ANDZTLMQSA-M		CHEBI:85277		
BASm0007315	17beta-hydroxyandrostanone		29873-50-5		C[C@]12CC[C@H]3[C@@H](CCC4CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2O	C19H30O2	InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-17,21H,3-11H2,1-2H3/t12?,14-,15-,16-,17-,18-,19-/m0/s1	NVKAWKQGWWIWPM-QHDNXLQLSA-N	290.2245802	CHEBI:85278		
BASm0007316					*N[C@@H](CS[C@@H](C)[C@H]1/C(=C/C2=N/C(=C\c3[nH]c(C[C@H]4NC(=O)C(C=C)=C4C)c(C)c3CCC(=O)[O-])C(CCC(=O)[O-])=C2C)NC(=O)[C@@H]1C)C(*)=O					CHEBI:85279		
BASm0007317					*N[C@@H](CS[C@@H](C)[C@H]1/C(=C/C2=N/C(=C\c3[nH]c(/C=C4\NC(=O)C(CC)=C4C)c(C)c3CCC(=O)[O-])C(CCC(=O)[O-])=C2C)NC(=O)[C@@H]1C)C(*)=O					CHEBI:85280		
BASm0007318	N-(11Z-eicosenoyl)-sphing-4-enine	An N-icosenoylsphingosine in which the double bond is located at position 11 (the Z-geoisomer).			CCCCCCCC/C=C\CCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)/C=C/CCCCCCCCCCCCC	C38H73NO3	InChI=1S/C38H73NO3/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-38(42)39-36(35-40)37(41)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h17-18,31,33,36-37,40-41H,3-16,19-30,32,34-35H2,1-2H3,(H,39,42)/b18-17-,33-31+/t36-,37+/m0/s1	VJSANVIMIYPTLW-XXGFTFAKSA-N		CHEBI:85284		
BASm0007319	N-(11Z-eicosenoyl)-sphinganine	An N-icosenoylsphinganine in which the double bond is located at position 11 (the Z-geoisomer).			CCCCCCCC/C=C\CCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC	C38H75NO3	InChI=1S/C38H75NO3/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-38(42)39-36(35-40)37(41)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h17-18,36-37,40-41H,3-16,19-35H2,1-2H3,(H,39,42)/b18-17-/t36-,37+/m0/s1	PULBITQLTXYVQX-FMECKOKGSA-N		CHEBI:85285		
BASm0007320	N-(11Z-eicosenoyl)-(4R)-hydroxysphinganine				CCCCCCCC/C=C\CCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC	C38H75NO4	0	UEUNBXJMEZPARB-ZCXUNETKSA-N	609.5696099	CHEBI:85286		MMDBc0060419
BASm0007321					*N[C@@H](CS[C@H](C)C1=C(C)C(=O)N[C@H]1CC1=N/C(=C\c2[nH]c(/C=C3\NC(=O)C(CC)=C3C)c(C)c2CCC(=O)[O-])C(CCC(=O)[O-])=C1C)C(*)=O					CHEBI:85288		
BASm0007322	phenyl sulfate				O=S(=O)([O-])Oc1ccccc1	C6H6O4S	InChI=1S/C6H6O4S/c7-11(8,9)10-6-4-2-1-3-5-6/h1-5H,(H,7,8,9)	CTYRPMDGLDAWRQ-UHFFFAOYSA-N		CHEBI:85289		
BASm0007323	N,1,2-tri-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine	An N-acylphosphatidylethanolamine(1-) in which the N-acyl group and the phosphatidyl acyl groups are specified as oleoyl (9Z-octadecenoyl); major species at pH 7.3.			CCCCCCCC/C=C\CCCCCCCC(=O)NCCOP(=O)([O-])OC[C@@H](COC(=O)CCCCCCC/C=C\CCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC	C59H109NO9P	InChI=1S/C59H110NO9P/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-57(61)60-52-53-67-70(64,65)68-55-56(69-59(63)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)54-66-58(62)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h25-30,56H,4-24,31-55H2,1-3H3,(H,60,61)(H,64,65)/p-1/b28-25-,29-26-,30-27-/t56-/m1/s1	FKSBBLIERCUNPB-WTZXFCJFSA-M		CHEBI:85291		
BASm0007324	N-octadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine	An N-acylphosphatidylethanolamine(1-) in which the N-acyl group is specified as stearoyl (octadecanoyl) while the phosphatidyl acyl groups are both specified as oleoyl (9Z-octadecenoyl); major species at pH 7.3.			CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCCNC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC	C59H111NO9P	InChI=1S/C59H112NO9P/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-57(61)60-52-53-67-70(64,65)68-55-56(69-59(63)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)54-66-58(62)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h26-27,29-30,56H,4-25,28,31-55H2,1-3H3,(H,60,61)(H,64,65)/p-1/b29-26-,30-27-/t56-/m1/s1	GNAPJEPSPJZGSJ-WJOAKYJCSA-M		CHEBI:85292		
BASm0007325	N-tetradecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine	An N-acylphosphatidylethanolamine(1-) in which the N-acyl group is specified as myristoyl (tetradecanoyl) while the phosphatidyl acyl groups are both specified as oleoyl (9Z-octadecenoyl); major species at pH 7.3.			CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCCNC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC	C55H103NO9P	InChI=1S/C55H104NO9P/c1-4-7-10-13-16-19-22-24-26-28-31-34-37-40-43-46-54(58)62-50-52(65-55(59)47-44-41-38-35-32-29-27-25-23-20-17-14-11-8-5-2)51-64-66(60,61)63-49-48-56-53(57)45-42-39-36-33-30-21-18-15-12-9-6-3/h24-27,52H,4-23,28-51H2,1-3H3,(H,56,57)(H,60,61)/p-1/b26-24-,27-25-/t52-/m1/s1	ODIMKKAAMGFUTD-FVKUMAIZSA-M		CHEBI:85293		
BASm0007326	N-dodecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine	An N-acylphosphatidylethanolamine(1-) in which the N-acyl group is specified as lauroyl (dodecanoyl) while the phosphatidyl acyl groups are both specified as oleoyl (9Z-octadecenoyl); major species at pH 7.3.			CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCCNC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC	C53H99NO9P	InChI=1S/C53H100NO9P/c1-4-7-10-13-16-19-21-23-25-27-29-32-35-38-41-44-52(56)60-48-50(63-53(57)45-42-39-36-33-30-28-26-24-22-20-17-14-11-8-5-2)49-62-64(58,59)61-47-46-54-51(55)43-40-37-34-31-18-15-12-9-6-3/h23-26,50H,4-22,27-49H2,1-3H3,(H,54,55)(H,58,59)/p-1/b25-23-,26-24-/t50-/m1/s1	GPXQYXMZUPIJMH-XWGUCVLRSA-M		CHEBI:85294		
BASm0007327	N-decanoyl-1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine	An N-acylphosphatidylethanolamine(1-) in which the N-acyl group is specified as capryl (decanoyl) while the phosphatidyl acyl groups at position 1 and 2 are specified as palmitoyl (hexadecanoyl) and linoleoyl (9Z,12Z-octadecadienoyl) respectively; major species at pH 7.3.			CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])OCCNC(=O)CCCCCCCCC	C49H91NO9P	InChI=1S/C49H92NO9P/c1-4-7-10-13-16-18-20-22-23-25-27-29-32-35-38-41-49(53)59-46(44-56-48(52)40-37-34-31-28-26-24-21-19-17-14-11-8-5-2)45-58-60(54,55)57-43-42-50-47(51)39-36-33-30-15-12-9-6-3/h16,18,22-23,46H,4-15,17,19-21,24-45H2,1-3H3,(H,50,51)(H,54,55)/p-1/b18-16-,23-22-/t46-/m1/s1	CRESRYICDIWDAA-WAKCMLBPSA-M		CHEBI:85295		
BASm0007328	N-octanoyl-1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine	An N-acylphosphatidylethanolamine(1-) in which the N-acyl group is specified as capryloyl (octanoyl) while the phosphatidyl acyl groups at position 1 and 2 are specified as palmitoyl (hexadecanoyl) and linoleoyl (9Z,12Z-octadecadienoyl) respectively; major species at pH 7.3.				C47H87NO9P		CWPRYKPQPOWVHW-CKEWFYKPSA-M	840.612394	CHEBI:85296		
BASm0007329	N-hexanoyl-1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine	An N-acylphosphatidylethanolamine(1-) in which the N-acyl group is specified as caproyl (hexanoyl) while the phosphatidyl acyl groups at position 1 and 2 are specified as palmitoyl (hexadecanoyl) and linoleoyl (9Z,12Z-octadecadienoyl) respectively; major species at pH 7.3.				C45H83NO9P		YJVXUQCRPJIOON-UXSLIEDSSA-M	812.5810938	CHEBI:85297		
BASm0007330	N-butanoyl-1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine	An N-acylphosphatidylethanolamine(1-) in which the N-acyl group is specified as butyryl while the phosphatidyl acyl groups at position 1 and 2 are specified as palmitoyl (hexadecanoyl) and linoleoyl (9Z,12Z-octadecadienoyl) respectively; major species at pH 7.3.			CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])OCCNC(=O)CCC	C43H79NO9P	InChI=1S/C43H80NO9P/c1-4-7-9-11-13-15-17-19-20-22-24-26-28-30-32-35-43(47)53-40(39-52-54(48,49)51-37-36-44-41(45)33-6-3)38-50-42(46)34-31-29-27-25-23-21-18-16-14-12-10-8-5-2/h13,15,19-20,40H,4-12,14,16-18,21-39H2,1-3H3,(H,44,45)(H,48,49)/p-1/b15-13-,20-19-/t40-/m1/s1	QJTZZBJSNNHONP-LYJZGNKWSA-M		CHEBI:85298		
BASm0007331	N-octadecanoyl ethanolamine	Stearoylethanolamide is an N-acylethanolamine. N-acylethanolamines (NAEs) constitute a class of lipid compounds naturally present in both animal and plant membranes as constituents of the membrane-bound phospholipid, N-acylphosphatidylethanolamine (NAPE). NAPE is composed of a third fatty acid moiety linked to the amino head group of the commonly occurring membrane phospholipid, phosphatidylethanolamine. NAEs are released from NAPE by phospholipase D-type hydrolases in response to a variety of stimuli. Transient NAE release and accumulation has been attributed a variety of biological activities, including neurotransmission, membrane protection, and immunomodulation in animals. N-oleoylethanolamine is an inhibitor of the sphingolipid signaling pathway, via specific ceramidase inhibition (ceramidase converts ceramide to sphingosine). N-oleoylethanolamine blocks the effects of TNF- and arachidonic acid on intracellular Ca concentration. (PMID: 12692337, 12056855, 12560208, 11997249).	111-57-9		CCCCCCCCCCCCCCCCCC(=O)NCCO	C20H41NO2	InChI=1S/C20H41NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h22H,2-19H2,1H3,(H,21,23)	OTGQIQQTPXJQRG-UHFFFAOYSA-N	327.3137296	CHEBI:85299	HMDB0013078	
BASm0007332	N-decanoyl ethanolamine	An N-(saturated fatty acyl)ethanolamine that is the ethanolamide of decanoic acid.			CCCCCCCCCC(=O)NCCO	C12H25NO2	InChI=1S/C12H25NO2/c1-2-3-4-5-6-7-8-9-12(15)13-10-11-14/h14H,2-11H2,1H3,(H,13,15)	LMVSBYPDMNAXPF-UHFFFAOYSA-N		CHEBI:85301		
BASm0007333	N-octanoyl ethanolamine	An N-(saturated fatty acyl)ethanolamine that is the ethanolamide of octanoic acid.			CCCCCCCC(=O)NCCO	C10H21NO2	InChI=1S/C10H21NO2/c1-2-3-4-5-6-7-10(13)11-8-9-12/h12H,2-9H2,1H3,(H,11,13)	GSILMNFJLONLCJ-UHFFFAOYSA-N		CHEBI:85302		
BASm0007334	N-hexanoyl ethanolamine	An N-saturated fatty acyl-ethanolamine that is the ethanolamide of hexanoic acid.			CCCCCC(=O)NCCO	C8H17NO2	InChI=1S/C8H17NO2/c1-2-3-4-5-8(11)9-6-7-10/h10H,2-7H2,1H3,(H,9,11)	HVVJCLNYMSTOMR-UHFFFAOYSA-N		CHEBI:85303		
BASm0007335	N-butanoyl ethanolamine	An N-(saturated fatty acyl)ethanolamine that is the ethanolamide of butanoic acid.			CCCC(=O)NCCO	C6H13NO2	InChI=1S/C6H13NO2/c1-2-3-6(9)7-4-5-8/h8H,2-5H2,1H3,(H,7,9)	ZWHVMTQUUANYQJ-UHFFFAOYSA-N		CHEBI:85304		
BASm0007336					*N[C@@H](CS[C@H](C)C1=C(C)C(=O)N[C@H]1CC1=N/C(=C\c2[nH]c(CC3NC(=O)C(C=C)=C3C)c(C)c2CCC(=O)[O-])C(CCC(=O)[O-])=C1C)C(*)=O					CHEBI:85305		
BASm0007337	D-allo-isoleucine			Expected Solid	CC[C@H](C)[C@@H]([NH3+])C(=O)[O-]	C6H13NO2	InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t4-,5+/m0/s1	AGPKZVBTJJNPAG-CRCLSJGQSA-N	131.0946287	CHEBI:85306		MMDBc0055846
BASm0007338					[H]O[C@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1[NH3+]	(C12H19NO10)nH2O				CHEBI:85307		
BASm0007339					[H]O[C@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1[NH3+]	(C12H19NO10)nH2O				CHEBI:85308		
BASm0007340			1700908	Solid	[H]O[C@H]1[C@H](O)[C@H](O)[C@H](O)O[C@@H]1C(=O)[O-]	C6H10O7	InChI=1S/C6H10O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,6-9,12H,(H,10,11)/t1-,2-,3+,4-,6?/m0/s1	AEMOLEFTQBMNLQ-AQKNRBDQSA-N	194.0426527	CHEBI:85311	HMDB00127	
BASm0007341			1700908	Solid	[H]O[C@H]1[C@H](O)[C@H](O)[C@H](O)O[C@@H]1C(=O)[O-]	C6H10O7	InChI=1S/C6H10O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,6-9,12H,(H,10,11)/t1-,2-,3+,4-,6?/m0/s1	AEMOLEFTQBMNLQ-AQKNRBDQSA-N	194.0426527	CHEBI:85311	HMDB00127	
BASm0007342	beta-D-galacturonate			Expected Solid	O=C([O-])[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O	C6H9O7	InChI=1S/C6H10O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,6-9,12H,(H,10,11)/p-1/t1-,2+,3+,4-,6+/m0/s1	AEMOLEFTQBMNLQ-DTEWXJGMSA-M	193.0353762	CHEBI:85312		MMDBc0055754
BASm0007343	beta-D-glucuronate			Expected Solid	O=C([O-])[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O	C6H9O7	InChI=1S/C6H10O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,6-9,12H,(H,10,11)/p-1/t1-,2-,3+,4-,6+/m0/s1	AEMOLEFTQBMNLQ-QIUUJYRFSA-M	193.0353762	CHEBI:85313		MMDBc0055765
BASm0007344	(2R)-ethylmalonyl-CoA	2-ethylpropanedioyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a 2-ethylpropanedioic acid thioester of coenzyme A. 2-ethylpropanedioyl-coa is an acyl-CoA with 5 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. 2-ethylpropanedioyl-coa is therefore classified as a medium chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. 2-ethylpropanedioyl-coa, being a medium chain acyl-CoA is a substrate for medium chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, 2-ethylpropanedioyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of 2-ethylpropanedioyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts 2-ethylpropanedioyl-CoA into 2-ethylpropanedioylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, 2-ethylpropanedioylcarnitine is converted back to 2-ethylpropanedioyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of 2-ethylpropanedioyl-CoA occurs in four steps. First, since 2-ethylpropanedioyl-CoA is a medium chain acyl-CoA it is the substrate for a medium chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of 2-ethylpropanedioyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until 2-ethylpropanedioyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CC[C@H](C(=O)[O-])C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C26H42N7O19P3S	InChI=1S/C26H42N7O19P3S/c1-4-13(24(38)39)25(40)56-8-7-28-15(34)5-6-29-22(37)19(36)26(2,3)10-49-55(46,47)52-54(44,45)48-9-14-18(51-53(41,42)43)17(35)23(50-14)33-12-32-16-20(27)30-11-31-21(16)33/h11-14,17-19,23,35-36H,4-10H2,1-3H3,(H,28,34)(H,29,37)(H,38,39)(H,44,45)(H,46,47)(H2,27,30,31)(H2,41,42,43)	VUGZQVCBBBEZQE-UHFFFAOYSA-N	881.1469043	CHEBI:85316	HMDB0301613	
BASm0007345	D-galactaro-1,4-lactone				O=C([O-])[C@@H](O)[C@@H]1OC(=O)[C@H](O)[C@H]1O	C6H8O7	InChI=1S/C6H8O7/c7-1-2(8)6(12)13-4(1)3(9)5(10)11/h1-4,7-9H,(H,10,11)/t1-,2-,3+,4-/m1/s1	XECPAIJNBXCOBO-LKELSTGYSA-N	192.0270026	CHEBI:85317		
BASm0007346	UDP-4-dehydro-6-deoxy-alpha-D-glucose	UDP-4-dehydro-6-deoxy-alpha-D-glucose, also known as UDP-4-keto-6-deoxy-D-glucose, belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. UDP-4-dehydro-6-deoxy-alpha-D-glucose is an extremely weak basic (essentially neutral) compound (based on its pKa). UDP-4-dehydro-6-deoxy-D-glucose is expected to be in Cannabis as all living plants are known to produce and metabolize it.	13094-28-5	1	C[C@H]1O[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)[C@H](O)[C@@H](O)C1=O	C15H22N2O16P2	InChI=1S/C15H22N2O16P2/c1-5-8(19)10(21)12(23)14(30-5)32-35(27,28)33-34(25,26)29-4-6-9(20)11(22)13(31-6)17-3-2-7(18)16-15(17)24/h2-3,5-6,9-14,20-23H,4H2,1H3,(H,25,26)(H,27,28)(H,16,18,24)/t5-,6-,9-,10+,11-,12-,13-,14-/m1/s1	DDWGQQADOIMFOI-JPHISPRKSA-N	548.0445	CHEBI:85329		
BASm0007347	N,1-dihexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine	An N-acylphosphatidylethanolamine(1-) in which the N-acyl group is specified as hexadecanoyl while the phosphatidyl acyl groups at position 1 and 2 are specified as hexadecanoyl and (9Z,12Z-octadecadienoyl) respectively; major species at pH 7.3.			CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])OCCNC(=O)CCCCCCCCCCCCCCC	C55H103NO9P	InChI=1S/C55H104NO9P/c1-4-7-10-13-16-19-22-25-26-29-32-35-38-41-44-47-55(59)65-52(50-62-54(58)46-43-40-37-34-31-28-24-21-18-15-12-9-6-3)51-64-66(60,61)63-49-48-56-53(57)45-42-39-36-33-30-27-23-20-17-14-11-8-5-2/h16,19,25-26,52H,4-15,17-18,20-24,27-51H2,1-3H3,(H,56,57)(H,60,61)/p-1/b19-16-,26-25-/t52-/m1/s1	FYGZHQXBEOHSAS-WGAYFDSDSA-M		CHEBI:85334		
BASm0007348	N,1-dihexadecanoyl-sn-glycero-3-phosphoethanolamine	An N-acyllysophosphatidylethanolamine(1-) in which both the N-acyl and phosphatidyl acyl groups are specified as palmitoyl (hexadecanoyl); major species at pH 7.3.			CCCCCCCCCCCCCCCC(=O)NCCOP(=O)([O-])OC[C@H](O)COC(=O)CCCCCCCCCCCCCCC	C37H73NO8P	InChI=1S/C37H74NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(40)38-31-32-45-47(42,43)46-34-35(39)33-44-37(41)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h35,39H,3-34H2,1-2H3,(H,38,40)(H,42,43)/p-1/t35-/m1/s1	VXNFVSFEDKCAHO-PGUFJCEWSA-M		CHEBI:85335		
BASm0007349	D-glucaro-1,4-lactone					C6H7O7		XECPAIJNBXCOBO-MMPJQOAZSA-M	191.0197261	CHEBI:85336		
BASm0007350	L-alloisoleucine	L-alloisoleucine is a branched chain amino acid and is a stereo-isomer of L-isoleucine. It is a common constituent of human plasma (albeit at low levels). L-alloisoleucine is produced as a byproduct of isoleucine transamination. L-Isoleucine is one of the four common amino acids (the 3 others being threonine, hydroxyproline, and hydroxylysine) that have two asymmetric carbon atoms which produce four structural possibilities for the same chemical composition. L-alloisoleucine differs from L-isoleucine by having having different stereochemistry around its beta carbon. Plasma L-alloisoleucine, which is derived from L-isoleucine in vivo, can be used for the diagnosis of maple syrup urine disease (MSUD), a genetic disorder. Indeed, plasma L-alloisoleucine levels above 5 umol/L is the most specific and most sensitive diagnostic marker for all forms of MSUD (PMID: 10508118). In MSUD the degradation of the essential branched-chain L-amino acids leucine, valine, and isoleucine and their derived 2-oxoacids is impaired because of an inherited deficiency in branched-chain 2-oxoacid dehydrogenase complex (EC 1.2.4.4) activity. The accumulation of branched-chain compounds in blood and other body fluids can exert neurotoxic effects.	1509-34-8	Solid	CC[C@@H](C)[C@H](N)C(O)=O	C6H13NO2	InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t4-,5+/m1/s1	AGPKZVBTJJNPAG-UHNVWZDZSA-N	131.0946287	CHEBI:85338	HMDB0000557	
BASm0007351					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)[C@@H]([NH3+])[C@H](C)CC)C(*)=O					CHEBI:85339		
BASm0007352	1,2-dioctanoyl-sn-glycero-3-phospho-(1D-myo-inositol-3,5-bisphosphate)	A 1-phosphatidyl-1D-myo-inositol 3,5-bisphosphate(5-) arising from deprotonation of all five free phosphate OH groups of 1,2-dioctanoyl-sn-glycero-3-phospho-(1D-myo-inositol-3,5-bisphosphate); major species at pH 7.3.			CCCCCCCC(=O)OC[C@H](COP(=O)([O-])O[C@@H]1[C@H](O)[C@H](OP(=O)([O-])[O-])[C@@H](O)[C@H](OP(=O)([O-])[O-])[C@H]1O)OC(=O)CCCCCCC	C25H44O19P3	InChI=1S/C25H49O19P3/c1-3-5-7-9-11-13-18(26)39-15-17(41-19(27)14-12-10-8-6-4-2)16-40-47(37,38)44-25-21(29)23(42-45(31,32)33)20(28)24(22(25)30)43-46(34,35)36/h17,20-25,28-30H,3-16H2,1-2H3,(H,37,38)(H2,31,32,33)(H2,34,35,36)/p-5/t17-,20-,21-,22-,23-,24+,25-/m1/s1	QXHVLVSULWMTCV-DICZBTHZSA-I		CHEBI:85342		
BASm0007353	1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-cytidine-5'-diphosphate	A CDP-diacylglycerol(2-) obtained by deprotonation of the diphosphate OH groups of CDP-1-stearoyl-2-arachidonoyl-sn-glycerol; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2ccc(N)nc2=O)[C@H](O)[C@@H]1O	C50H83N3O15P2	InChI=1S/C50H85N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h11,13,17,19,22,24,28,30,37-38,42-43,47-49,56-57H,3-10,12,14-16,18,20-21,23,25-27,29,31-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/p-2/b13-11-,19-17-,24-22-,30-28-/t42-,43-,47-,48-,49-/m1/s1	MXWMCLVKMTUATQ-UMHKXKCNSA-L		CHEBI:85349		
BASm0007354	1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-cytidine-5'-diphosphate	A CDP-diacylglycerol(2-) obtained by deprotonation of the diphosphate OH groups of CDP-1-palmitoyl-2-arachidonoyl-sn-glycerol; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2ccc(N)nc2=O)[C@H](O)[C@@H]1O	C48H79N3O15P2	InChI=1S/C48H81N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-44(53)64-40(37-61-43(52)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h11,13,17-18,20,22,26,28,35-36,40-41,45-47,54-55H,3-10,12,14-16,19,21,23-25,27,29-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/p-2/b13-11-,18-17-,22-20-,28-26-/t40-,41-,45-,46-,47-/m1/s1	GMBXECXXNMMIAN-BVUIXUOUSA-L		CHEBI:85350		
BASm0007355	1,2-di-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-cytidine-5'-diphosphate	CDP-DG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of arachidonic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).		Solid	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OC[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2ccc(N)nc2=O)[C@H](O)[C@@H]1O)OC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC	C52H81N3O15P2	InChI=1S/C52H81N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-47(56)65-41-44(68-48(57)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h11-14,17-20,23-26,29-32,39-40,44-45,49-51,58-59H,3-10,15-16,21-22,27-28,33-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b13-11-,14-12-,19-17-,20-18-,25-23-,26-24-,31-29-,32-30-/t44-,45-,49+,50?,51-/m1/s1	LTDVFLAQFCZSPM-BCQQPEIZSA-N	1049.514293	CHEBI:85351	HMDB0115997	
BASm0007356	1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-cytidine-5'-diphosphate	CDP-DG(18:0/18:2(9Z,12Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol. CDP-diacylglycerol (CDP-DG) is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(18:0/18:2(9Z,12Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the linoleic acid moiety is derived from seed oils. CDP-diacylglycerols are intermediates in the synthesis of phosphatidylglycerols (PG, PC, PS, PI), which is catalyzed by CDP-diacyl synthase, synthase, phosphatidylglycerolphosphate (PGP) synthase, phosphatidylinositol (PI) synthase, and phosphatidylserine (PS) synthase. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts, perhaps only 0.05% or so of the total phospholipids.		Solid	CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2ccc(N)nc2=O)[C@H](O)[C@@H]1O	C48H85N3O15P2	InChI=1S/C48H85N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-43(52)61-37-40(64-44(53)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h12,14,18,20,35-36,40-41,45-47,54-55H,3-11,13,15-17,19,21-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b14-12-,20-18-/t40-,41-,45+,46?,47-/m1/s1	SNJNNEXFHIDAJU-CZNRBNPHSA-N	1005.545592	CHEBI:85352	HMDB0006981	
BASm0007357	1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-cytidine-5'-diphosphate	A CDP-diacylglycerol(2-) obtained by deprotonation of the diphosphate OH groups of CDP-1-stearoyl-2-oleoyl-sn-glycerol; major species at pH 7.3.			CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2ccc(N)nc2=O)[C@H](O)[C@@H]1O	C48H85N3O15P2	InChI=1S/C48H87N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-43(52)61-37-40(64-44(53)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h18,20,35-36,40-41,45-47,54-55H,3-17,19,21-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/p-2/b20-18-/t40-,41-,45-,46-,47-/m1/s1	BZFPCBWCAKHOFP-ABELOIHJSA-L		CHEBI:85353		
BASm0007358	1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-cytidine-5'-diphosphate	CDP-DG(18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol. CDP-diacylglycerol (CDP-DG) is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the docosahexaenoic acid moiety is derived from fish oils. CDP-diacylglycerols are intermediates in the synthesis of phosphatidylglycerols (PG, PC, PS, PI), which is catalyzed by CDP-diacyl synthase, synthase, phosphatidylglycerolphosphate (PGP) synthase, phosphatidylinositol (PI) synthase, and phosphatidylserine (PS) synthase. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts, perhaps only 0.05% or so of the total phospholipids.		Solid	CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2ccc(N)nc2=O)[C@H](O)[C@@H]1O	C52H85N3O15P2	InChI=1S/C52H85N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h5,7,11,13,17,19,21-22,26,28,32,34,39-40,44-45,49-51,58-59H,3-4,6,8-10,12,14-16,18,20,23-25,27,29-31,33,35-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b7-5-,13-11-,19-17-,22-21-,28-26-,34-32-/t44-,45-,49+,50?,51-/m1/s1	RNRRBCONAMXMKQ-FUYMUNIHSA-N	1053.545592	CHEBI:85354	HMDB0006985	
BASm0007359	1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-cytidine-5'-diphosphate	CDP-DG(18:2(9Z,12Z)/18:2(9Z,12Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:2(9Z,12Z)/18:2(9Z,12Z)), in particular, consists of two 9Z,12Z-octadecadienoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:2(9Z,12Z)/18:2(9Z,12Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway. This compound is expected to be in Cannabis as all living plants are known to produce and metabolize it.		1	CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2ccc(N)nc2=O)[C@H](O)[C@@H]1O)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC	C48H81N3O15P2	InChI=1S/C48H81N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-43(52)61-37-40(64-44(53)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h11-14,17-20,35-36,40-41,45-47,54-55H,3-10,15-16,21-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b13-11-,14-12-,19-17-,20-18-/t40-,41-,45+,46?,47-/m1/s1	ZANLCKMSXQYNAA-DTRGFOKRSA-N	1001.5143	CHEBI:85355		
BASm0007360	1,2-di-(9Z-octadecenoyl)-sn-glycero-3-cytidine-5'-diphosphate	CDP-DG(18:1(9Z)/18:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/18:1(9Z)), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/18:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2ccc(N)nc2=O)[C@H](O)[C@@H]1O)OC(=O)CCCCCCC/C=C\CCCCCCCC	C48H85N3O15P2	InChI=1S/C48H85N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-43(52)61-37-40(64-44(53)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h17-20,35-36,40-41,45-47,54-55H,3-16,21-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b19-17-,20-18-/t40-,41-,45+,46?,47-/m1/s1	WVVFFOKRFKIBHD-YDGHWWMUSA-N	1005.545593	CHEBI:85356		
BASm0007361	N-(acetyl)-sphing-4-enine-1-phosphate	A N-acylsphingosine 1-phosphate(2-) in which the N-acyl group is specified as acetyl; major species at pH 7.3.			CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](COP(=O)([O-])[O-])NC(C)=O	C20H38NO6P	InChI=1S/C20H40NO6P/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(23)19(21-18(2)22)17-27-28(24,25)26/h15-16,19-20,23H,3-14,17H2,1-2H3,(H,21,22)(H2,24,25,26)/p-2/b16-15+/t19-,20+/m0/s1	HWPZKJVGDYNEAW-QUDYQQOWSA-L		CHEBI:85375		
BASm0007362	N-(octanoyl)-sphing-4-enine-1-phosphate	An N-acylsphingosine 1-phosphate(2-) in which the N-acyl group is specified as octanoyl; major species at pH 7.3.			CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](COP(=O)([O-])[O-])NC(=O)CCCCCCC	C26H50NO6P	InChI=1S/C26H52NO6P/c1-3-5-7-9-10-11-12-13-14-15-16-18-19-21-25(28)24(23-33-34(30,31)32)27-26(29)22-20-17-8-6-4-2/h19,21,24-25,28H,3-18,20,22-23H2,1-2H3,(H,27,29)(H2,30,31,32)/p-2/b21-19+/t24-,25+/m0/s1	VSSNYUXSRXINIP-WRBRXSDHSA-L		CHEBI:85376		
BASm0007363	N-(9Z-octadecenoyl)-sphing-4-enine-1-phosphate	An N-acylsphingosine 1-phosphate(2-) in which the N-acyl group is specified as oleoyl; major species at pH 7.3.			CCCCCCCC/C=C\CCCCCCCC(=O)N[C@@H](COP(=O)([O-])[O-])[C@H](O)/C=C/CCCCCCCCCCCCC	C36H68NO6P	InChI=1S/C36H70NO6P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-36(39)37-34(33-43-44(40,41)42)35(38)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,29,31,34-35,38H,3-16,19-28,30,32-33H2,1-2H3,(H,37,39)(H2,40,41,42)/p-2/b18-17-,31-29+/t34-,35+/m0/s1	HOOJDMQIUTXSPU-RHPAUOISSA-L		CHEBI:85378		
BASm0007364	3-dehydrocarnityl-CoA	A triply charged acyl-CoA oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of 3-dehydrocarnityl CoA; major species at pH 7.3.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)C[N+](C)(C)C	C28H44N8O18P3S	InChI=1S/C28H47N8O18P3S/c1-28(2,23(41)26(42)31-7-6-18(38)30-8-9-58-19(39)10-16(37)11-36(3,4)5)13-51-57(48,49)54-56(46,47)50-12-17-22(53-55(43,44)45)21(40)27(52-17)35-15-34-20-24(29)32-14-33-25(20)35/h14-15,17,21-23,27,40-41H,6-13H2,1-5H3,(H7-,29,30,31,32,33,38,42,43,44,45,46,47,48,49)/p-3/t17-,21-,22-,23+,27-/m1/s1	QNOIWONXQXNHSB-SVHODSNWSA-K		CHEBI:85404		
BASm0007365	N,N,N-trimethylglycyl-CoA	A triply charged acyl-CoA oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of N,N,N-trimethylglycyl-CoA; major species at pH 7.3.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[N+](C)(C)C	C26H42N8O17P3S	InChI=1S/C26H45N8O17P3S/c1-26(2,21(38)24(39)29-7-6-16(35)28-8-9-55-17(36)10-34(3,4)5)12-48-54(45,46)51-53(43,44)47-11-15-20(50-52(40,41)42)19(37)25(49-15)33-14-32-18-22(27)30-13-31-23(18)33/h13-15,19-21,25,37-38H,6-12H2,1-5H3,(H7-,27,28,29,30,31,35,39,40,41,42,43,44,45,46)/p-3/t15-,19-,20-,21+,25-/m1/s1	YKDFVXJTYIVYPM-ZMHDXICWSA-K		CHEBI:85405		
BASm0007366	5-hydroxyectoine			Expected Solid	CC1=[NH+][C@H](C(=O)[O-])[C@@H](O)CN1	C6H10N2O3	InChI=1S/C6H10N2O3/c1-3-7-2-4(9)5(8-3)6(10)11/h4-5,9H,2H2,1H3,(H,7,8)(H,10,11)/t4-,5-/m0/s1	KIIBBJKLKFTNQO-WHFBIAKZSA-N	158.0691422	CHEBI:85413		MMDBc0054281
BASm0007367	(6S)-5,6,7,8-tetrahydropteroate			Expected Solid	Nc1nc2c(c(=O)[nH]1)N[C@@H](CNc1ccc(C(=O)[O-])cc1)CN2	C14H15N6O3	InChI=1S/C14H16N6O3/c15-14-19-11-10(12(21)20-14)18-9(6-17-11)5-16-8-3-1-7(2-4-8)13(22)23/h1-4,9,16,18H,5-6H2,(H,22,23)(H4,15,17,19,20,21)/p-1/t9-/m0/s1	OXIZGFYJYJOABB-VIFPVBQESA-M	315.1211119	CHEBI:85414		MMDBc0054979
BASm0007368	(3Z)-hexenoyl-CoA				CC/C=C\CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C27H44N7O17P3S	InChI=1S/C27H44N7O17P3S/c1-4-5-6-7-18(36)55-11-10-29-17(35)8-9-30-25(39)22(38)27(2,3)13-48-54(45,46)51-53(43,44)47-12-16-21(50-52(40,41)42)20(37)26(49-16)34-15-33-19-23(28)31-14-32-24(19)34/h5-6,14-16,20-22,26,37-38H,4,7-13H2,1-3H3,(H,29,35)(H,30,39)(H,43,44)(H,45,46)(H2,28,31,32)(H2,40,41,42)/t16-,20-,21-,22+,26-/m1/s1	SKDDJNFRAZIJIG-HDRQGHTBSA-N	863.1727252	CHEBI:85415		
BASm0007369	dTDP-beta-L-daunosamine			Expected Solid	Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]3C[C@H]([NH3+])[C@H](O)[C@H](C)O3)O2)c(=O)[nH]c1=O	C16H26N3O13P2	InChI=1S/C16H27N3O13P2/c1-7-5-19(16(23)18-15(7)22)12-4-10(20)11(30-12)6-28-33(24,25)32-34(26,27)31-13-3-9(17)14(21)8(2)29-13/h5,8-14,20-21H,3-4,6,17H2,1-2H3,(H,24,25)(H,26,27)(H,18,22,23)/p-1/t8-,9-,10-,11+,12+,13+,14+/m0/s1	CEQVCLWWGAYCPR-QUTCXQLSSA-M	530.0946355	CHEBI:85417		MMDBc0055958
BASm0007370	gamma-L-glutamyl-isopropylamide	An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of N-isopropyl-L-glutamine; major species at pH 7.3.		Expected Solid	CC(C)NC(=O)CC[C@H]([NH3+])C(=O)[O-]	C8H16N2O3	InChI=1S/C8H16N2O3/c1-5(2)10-7(11)4-3-6(9)8(12)13/h5-6H,3-4,9H2,1-2H3,(H,10,11)(H,12,13)/t6-/m0/s1	CABXGBMKSVRWOG-LURJTMIESA-N	188.1160924	CHEBI:85420		MMDBc0032846
BASm0007371	gamma-L-glutamyl-L-alaninol	An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of N-(γ-L-glutamyl)-L-alaninol; major species at pH 7.3.		Expected Solid	C[C@@H](CO)NC(=O)CC[C@H]([NH3+])C(=O)[O-]	C8H16N2O4	InChI=1S/C8H16N2O4/c1-5(4-11)10-7(12)3-2-6(9)8(13)14/h5-6,11H,2-4,9H2,1H3,(H,10,12)(H,13,14)/t5-,6-/m0/s1	JJWXGBABENFUNJ-WDSKDSINSA-N	204.111007	CHEBI:85421		MMDBc0032884
BASm0007372	L-alaninol				C[C@H]([NH3+])CO	C3H10NO	InChI=1S/C3H9NO/c1-3(4)2-5/h3,5H,2,4H2,1H3/p+1/t3-/m0/s1	BKMMTJMQCTUHRP-VKHMYHEASA-O	76.07623895	CHEBI:85422		
BASm0007373	phenylpropanonitrile	Benzenepropanenitrile is found in brassicas. Benzenepropanenitrile is a constituent of Brassica napus (rape seed) and Nasturtium officinale (water cress)	645-59-0	Liquid	N#CCCc1ccccc1	C9H9N	InChI=1S/C9H9N/c10-8-4-7-9-5-2-1-3-6-9/h1-3,5-6H,4,7H2	ACRWYXSKEHUQDB-UHFFFAOYSA-N	131.0734993	CHEBI:85426	HMDB0034236	
BASm0007374	1,2-dihexadecanoyl-3-(9Z-hexadecenoyl)-sn-glycerol	TG(16:0/16:0/16:1(9Z))[iso3] is a dipalmitic acid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid tri-esters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:0/16:0/16:1(9Z))[iso3], in particular, consists of one chain of palmitic acid at the C-1 position, one chain of palmitic acid at the C-2 position and one chain of palmitoleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.			CCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C51H96O6	InChI=1S/C51H96O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-49(52)55-46-48(57-51(54)45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)47-56-50(53)44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h19,22,48H,4-18,20-21,23-47H2,1-3H3/b22-19-/t48-/m1/s1	FEKLSEFRUGWUOS-DNFNVERNSA-N	804.7206908	CHEBI:85427	HMDB0005359	
BASm0007375					*C(=O)[C@@H]1[C@@H](O)CCN1*					CHEBI:85428		
BASm0007376	10-decarboxymethylaclacinomycin T			Expected Solid	[H][C@@]1(C[C@]([H])(N(C)C)[C@]([H])(O)[C@]([H])(C)O1)O[C@@]1([H])C[C@](O)(CC)[C@]([H])(O)C2=C1C(O)=C1C(=O)C3=C(C=CC=C3O)C(=O)C1=C2	C28H33NO9	InChI=1S/C28H33NO9/c1-5-28(36)11-18(38-19-10-16(29(3)4)23(31)12(2)37-19)21-15(27(28)35)9-14-22(26(21)34)25(33)20-13(24(14)32)7-6-8-17(20)30/h6-9,12,16,18-19,23,27,30-31,34-36H,5,10-11H2,1-4H3/t12-,16-,18-,19-,23+,27+,28+/m0/s1	IWALHFMBCZSCRZ-SONOWFOZSA-N	527.2155316	CHEBI:85430		MMDBc0055153
BASm0007377	L-glutamine hydroxamate			Expected Solid	N[C@@H](CCC(=O)NO)C(O)=O	C5H10N2O4	InChI=1S/C5H10N2O4/c6-3(5(9)10)1-2-4(8)7-11/h3,11H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m0/s1	YVGZXTQJQNXIAU-VKHMYHEASA-N	162.0640568	CHEBI:85433		MMDBc0054539
BASm0007379					*O[C@H]1C[C@H](n2cnc3c(=O)[nH]c(N)nc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:85445		
BASm0007380					*O[C@H]1C[C@H](n2cnc3c(OC)nc(N)nc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:85448		
BASm0007381					*O[C@H]1C[C@H](n2ccc(N)nc2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:85452		
BASm0007382					*O[C@H]1C[C@H](n2cc(C)c(N)nc2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:85454		
BASm0007383	1,2-dioctanoyl-sn-glycero-3-phospho-(1-D-myo-inositol-4-phosphate)			Expected Solid	[H][C@@](COC(=O)CCCCCCC)(COP([O-])(=O)O[C@]1([H])[C@]([H])(O)[C@]([H])(O)[C@@]([H])(OP([O-])([O-])=O)[C@]([H])(O)[C@@]1([H])O)OC(=O)CCCCCCC	C25H45O16P2	InChI=1S/C25H48O16P2/c1-3-5-7-9-11-13-18(26)37-15-17(39-19(27)14-12-10-8-6-4-2)16-38-43(35,36)41-25-22(30)20(28)24(21(29)23(25)31)40-42(32,33)34/h17,20-25,28-31H,3-16H2,1-2H3,(H,35,36)(H2,32,33,34)/p-3/t17-,20-,21+,22-,23-,24+,25+/m1/s1	SNIQYSSXZJPPEL-LKTRINTESA-K	663.2199301	CHEBI:85468		MMDBc0055131
BASm0007384	Co(II)-factor IV			Expected Solid	CC1OC(=O)C[C@@]2(C)[C@H](CCC(=O)[O-])C3=CC4=[N+]5C(=CC6=[N+]7C(=CC8=[N+]9C(=C(CC(=O)[O-])[C@@]8(C)CCC(=O)[O-])C12N3[Co-2]795)C(CCC(=O)[O-])=C6CC(=O)[O-])[C@@H](CCC(=O)[O-])[C@]4(C)CC(=O)[O-]	C44H42CoN4O16	InChI=1S/C44H50N4O16.Co/c1-20-44-40-25(14-37(59)60)41(2,12-11-35(55)56)30(47-40)16-27-21(5-8-32(49)50)22(13-36(57)58)26(45-27)15-28-23(6-9-33(51)52)42(3,18-38(61)62)31(46-28)17-29(48-44)24(7-10-34(53)54)43(44,4)19-39(63)64-20;/h15-17,20,23-24H,5-14,18-19H2,1-4H3,(H8,45,46,47,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62);/q;+2/p-8/t20?,23-,24-,41-,42+,43+,44?;/m1./s1	ZDUIHCOHHVRNFY-AJSUAYSOSA-F	941.196067	CHEBI:85471		MMDBc0055823
BASm0007385	4-hydroxy-6-(2-hydroxytridecyl)-pyran-2-one			Expected Solid	CCCCCCCCCCCC(O)Cc1cc(O)cc(=O)o1	C18H30O4	InChI=1S/C18H30O4/c1-2-3-4-5-6-7-8-9-10-11-15(19)12-17-13-16(20)14-18(21)22-17/h13-15,19-20H,2-12H2,1H3	ICCRUNGFVSMBMK-UHFFFAOYSA-N	310.2144094	CHEBI:85474		MMDBc0055500
BASm0007386	4-hydroxy-6-(11-hydroxyheptadecyl)-pyran-2-one			Expected Solid	CCCCCCC(O)CCCCCCCCCCc1cc(O)cc(=O)o1	C22H38O4	InChI=1S/C22H38O4/c1-2-3-4-11-14-19(23)15-12-9-7-5-6-8-10-13-16-21-17-20(24)18-22(25)26-21/h17-19,23-24H,2-16H2,1H3	FXHJVZHVWWRDAY-UHFFFAOYSA-N	366.2770097	CHEBI:85475		MMDBc0055490
BASm0007387	4-hydroxy-6-(15-hydroxypentadecyl)-pyran-2-one			Expected Solid	O=c1cc(O)cc(CCCCCCCCCCCCCCCO)o1	C20H34O4	InChI=1S/C20H34O4/c21-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-19-16-18(22)17-20(23)24-19/h16-17,21-22H,1-15H2	UWPPNOFBMOEQQX-UHFFFAOYSA-N	338.2457096	CHEBI:85477		MMDBc0055497
BASm0007388	4-hydroxy-6-(non-8-en-1-yl)-pyran-2-one			Expected Solid	C=CCCCCCCCc1cc(O)cc(=O)o1	C14H20O3	InChI=1S/C14H20O3/c1-2-3-4-5-6-7-8-9-13-10-12(15)11-14(16)17-13/h2,10-11,15H,1,3-9H2	XLSXODSZWDBYLP-UHFFFAOYSA-N	236.1412445	CHEBI:85479		MMDBc0055509
BASm0007389	4-hydroxy-6-(14-hydroxytetradecyl)-pyran-2-one			Expected Solid	O=c1cc(O)cc(CCCCCCCCCCCCCCO)o1	C19H32O4	InChI=1S/C19H32O4/c20-14-12-10-8-6-4-2-1-3-5-7-9-11-13-18-15-17(21)16-19(22)23-18/h15-16,20-21H,1-14H2	XQYXHPDYWOHVHV-UHFFFAOYSA-N	324.2300595	CHEBI:85481		MMDBc0055496
BASm0007390	6-(hexadecan-2-yl)-4-hydroxy-pyran-2-one			Expected Solid		C21H36O3		KUYGLUMCPODHIJ-UHFFFAOYNA-N	336.266445	CHEBI:85482		MMDBc0055593
BASm0007391	4-hydroxy-6-(2-methyldecyl)-pyran-2-one			Expected Solid		C16H26O3		KVHQKDOXKYEICJ-UHFFFAOYNA-N	266.1881947	CHEBI:85483		MMDBc0055501
BASm0007392	4-hydroxy-6-(11-methylheptadecyl)-pyran-2-one			Expected Solid	CCCCCCC(C)CCCCCCCCCCc1cc(O)cc(=O)o1	C23H40O3	InChI=1S/C23H40O3/c1-3-4-5-12-15-20(2)16-13-10-8-6-7-9-11-14-17-22-18-21(24)19-23(25)26-22/h18-20,24H,3-17H2,1-2H3	WVONRTGTBIMNAN-UHFFFAOYSA-N	364.2977451	CHEBI:85484		MMDBc0055492
BASm0007393	4-hydroxy-6-(11-methyldodecyl)-pyran-2-one			Expected Solid	CC(C)CCCCCCCCCCc1cc(O)cc(=O)o1	C18H30O3	InChI=1S/C18H30O3/c1-15(2)11-9-7-5-3-4-6-8-10-12-17-13-16(19)14-18(20)21-17/h13-15,19H,3-12H2,1-2H3	ZQTOEYIVWCCNSY-UHFFFAOYSA-N	294.2194948	CHEBI:85485		MMDBc0055491
BASm0007394	chloroeremomycin			Expected Solid	C[NH2+][C@H](CC(C)C)C(=O)N[C@H]1C(=O)N[C@@H](CC(N)=O)C(=O)N[C@H]2C(=O)N[C@H]3C(=O)N[C@H](C(=O)N[C@H](C(=O)[O-])c4cc(O)cc(O)c4-c4cc3ccc4O)[C@H](O[C@H]3C[C@](C)([NH3+])[C@@H](O)[C@H](C)O3)c3ccc(c(Cl)c3)Oc3cc2cc(c3O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[C@H]2C[C@](C)([NH3+])[C@@H](O)[C@H](C)O2)Oc2ccc(cc2Cl)[C@H]1O	C73H90Cl2N10O26	InChI=1S/C73H88Cl2N10O26/c1-26(2)14-38(79-7)64(96)84-54-56(91)30-9-12-42(36(74)16-30)106-44-18-32-19-45(60(44)111-71-61(58(93)57(92)46(25-86)108-71)110-49-24-73(6,78)63(95)28(4)105-49)107-43-13-10-31(17-37(43)75)59(109-48-23-72(5,77)62(94)27(3)104-48)55-69(101)83-53(70(102)103)35-20-33(87)21-41(89)50(35)34-15-29(8-11-40(34)88)51(66(98)85-55)82-67(99)52(32)81-65(97)39(22-47(76)90)80-68(54)100/h8-13,15-21,26-28,38-39,46,48-49,51-59,61-63,71,79,86-89,91-95H,14,22-25,77-78H2,1-7H3,(H2,76,90)(H,80,100)(H,81,97)(H,82,99)(H,83,101)(H,84,96)(H,85,98)(H,102,103)/p+2/t27-,28-,38+,39-,46+,48-,49-,51+,52+,53-,54+,55-,56+,57+,58-,59+,61+,62-,63-,71-,72-,73-/m0/s1	XJHXLMVKYIVZTE-LOALFDMRSA-P	1592.539381	CHEBI:85488		MMDBc0055798
BASm0007396	4-hydroxy-6-(13-hydroxy-2-oxononadecyl)pyran-2-one			Expected Solid	CCCCCCC(O)CCCCCCCCCCC(=O)Cc1cc(O)cc(=O)o1	C24H40O5	InChI=1S/C24H40O5/c1-2-3-4-11-14-20(25)15-12-9-7-5-6-8-10-13-16-21(26)17-23-18-22(27)19-24(28)29-23/h18-20,25,27H,2-17H2,1H3	GSIGBTWKKXKRKO-UHFFFAOYSA-N	408.2875744	CHEBI:85490		MMDBc0055493
BASm0007397	epivancomycin			Expected Solid	C[NH2+][C@H](CC(C)C)C(=O)N[C@H]1C(=O)N[C@@H](CC(N)=O)C(=O)N[C@H]2C(=O)N[C@H]3C(=O)N[C@H](C(=O)N[C@H](C(=O)[O-])c4cc(O)cc(O)c4-c4cc3ccc4O)[C@H](O)c3ccc(c(Cl)c3)Oc3cc2cc(c3O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[C@H]2C[C@](C)([NH3+])[C@@H](O)[C@H](C)O2)Oc2ccc(cc2Cl)[C@H]1O	C66H76Cl2N9O24	InChI=1S/C66H75Cl2N9O24/c1-23(2)12-34(71-5)58(88)76-49-51(83)26-7-10-38(32(67)14-26)97-40-16-28-17-41(55(40)101-65-56(54(86)53(85)42(22-78)99-65)100-44-21-66(4,70)57(87)24(3)96-44)98-39-11-8-27(15-33(39)68)52(84)50-63(93)75-48(64(94)95)31-18-29(79)19-37(81)45(31)30-13-25(6-9-36(30)80)46(60(90)77-50)74-61(91)47(28)73-59(89)35(20-43(69)82)72-62(49)92/h6-11,13-19,23-24,34-35,42,44,46-54,56-57,65,71,78-81,83-87H,12,20-22,70H2,1-5H3,(H2,69,82)(H,72,92)(H,73,89)(H,74,91)(H,75,93)(H,76,88)(H,77,90)(H,94,95)/p+1/t24-,34+,35-,42+,44-,46+,47+,48-,49+,50-,51+,52+,53+,54-,56+,57-,65-,66-/m0/s1	MYPYJXKWCTUITO-UNZADAAQSA-O	1448.437476	CHEBI:85491		MMDBc0055969
BASm0007398	4-hydroxy-6-(17-hydroxy-2-oxoheptadecyl)pyran-2-one			Expected Solid	O=C(CCCCCCCCCCCCCCCO)Cc1cc(O)cc(=O)o1	C22H36O5	InChI=1S/C22H36O5/c23-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-19(24)16-21-17-20(25)18-22(26)27-21/h17-18,23,25H,1-16H2	DYSSQVXLNGGFFX-UHFFFAOYSA-N	380.2562743	CHEBI:85492		MMDBc0055499
BASm0007400	4-hydroxy-6-(2-oxoundec-10-en-1-yl)pyran-2-one			Expected Solid	C=CCCCCCCCC(=O)Cc1cc(O)cc(=O)o1	C16H22O4	InChI=1S/C16H22O4/c1-2-3-4-5-6-7-8-9-13(17)10-15-11-14(18)12-16(19)20-15/h2,11-12,18H,1,3-10H2	YMYRTIQKNKALOE-UHFFFAOYSA-N	278.1518092	CHEBI:85494		MMDBc0055506
BASm0007401	4-hydroxy-6-(16-hydroxy-2-oxohexadecyl)pyran-2-one			Expected Solid	O=C(CCCCCCCCCCCCCCO)Cc1cc(O)cc(=O)o1	C21H34O5	InChI=1S/C21H34O5/c22-14-12-10-8-6-4-2-1-3-5-7-9-11-13-18(23)15-20-16-19(24)17-21(25)26-20/h16-17,22,24H,1-15H2	OUZOXXPHNGORMA-UHFFFAOYSA-N	366.2406242	CHEBI:85495		MMDBc0055498
BASm0007402	4-hydroxy-6-(3-methyl-2-oxoheptadecyl)pyran-2-one			Expected Solid	CCCCCCCCCCCCCCC(C)C(=O)Cc1cc(O)cc(=O)o1	C23H38O4	InChI=1S/C23H38O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-19(2)22(25)18-21-16-20(24)17-23(26)27-21/h16-17,19,24H,3-15,18H2,1-2H3	WBZAEPOSDJKROT-UHFFFAOYSA-N	378.2770097	CHEBI:85496		MMDBc0055507
BASm0007403	4-hydroxy-6-(4-methyl-2-oxododecyl)pyran-2-one			Expected Solid	CCCCCCCCC(C)CC(=O)Cc1cc(O)cc(=O)o1	C18H28O4	InChI=1S/C18H28O4/c1-3-4-5-6-7-8-9-14(2)10-15(19)11-17-12-16(20)13-18(21)22-17/h12-14,20H,3-11H2,1-2H3	AGPYWZSEQMBMKM-UHFFFAOYSA-N	308.1987594	CHEBI:85497		MMDBc0055508
BASm0007404	4-hydroxy-6-(13-methyl-2-oxononadecyl)pyran-2-one			Expected Solid	CCCCCCC(C)CCCCCCCCCCC(=O)Cc1cc(O)cc(=O)o1	C25H42O4	InChI=1S/C25H42O4/c1-3-4-5-12-15-21(2)16-13-10-8-6-7-9-11-14-17-22(26)18-24-19-23(27)20-25(28)29-24/h19-21,27H,3-18H2,1-2H3	GYNSQXCBPSRCAW-UHFFFAOYSA-N	406.3083098	CHEBI:85498		MMDBc0055494
BASm0007405	4-hydroxy-6-(13-methyl-2-oxotetradecyl)pyran-2-one			Expected Solid	CC(C)CCCCCCCCCCC(=O)Cc1cc(O)cc(=O)o1	C20H32O4	InChI=1S/C20H32O4/c1-16(2)11-9-7-5-3-4-6-8-10-12-17(21)13-19-14-18(22)15-20(23)24-19/h14-16,22H,3-13H2,1-2H3	PUYXSOZDOLDUCC-UHFFFAOYSA-N	336.2300595	CHEBI:85499		MMDBc0055495
BASm0007406					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(*)=O					CHEBI:85501		
BASm0007407	trans-4-hydroxy-L-proline betaine	Betonicine (4-hydroxy-L-prolinebetaine) and its cis isomer, turicine, are naturally occurring substituted pyrrolidines. It is not naturally produced by humans and can only be obtained through consumption of certain plant products. Betonicine was used as an analgesic 1000 years ago and is still available commercially from herbalists today. Betonicine has been isolated from Achillea millefolium L. (common yarrow) and probably from A. atrata L. (black yarrow); it is an alkaloid. Betonicine has been identified as a metabolically inert cell protectant that protects plants against extremes in osmolarity and growth temperatures. Betonicine is found in the fruit juices of yellow orange, blood orange, lemon, mandarin and bitter orange (PMID: 21838291)	515-25-3		C[N+]1(C)C[C@H](O)C[C@H]1C(=O)[O-]	C7H13NO3	InChI=1S/C7H13NO3/c1-8(2)4-5(9)3-6(8)7(10)11/h5-6,9H,3-4H2,1-2H3/t5-,6+/m1/s1	MUNWAHDYFVYIKH-RITPCOANSA-N	159.0895433	CHEBI:85533	HMDB0029412	
BASm0007408	cis-4-hydroxy-D-proline betaine	Turicine is a constituent of Canavalia ensiformis (jack bean)	515-24-2		C[N+]1(C)C[C@H](O)C[C@@H]1C(=O)[O-]	C7H13NO3	InChI=1S/C7H13NO3/c1-8(2)4-5(9)3-6(8)7(10)11/h5-6,9H,3-4H2,1-2H3/t5-,6-/m1/s1	MUNWAHDYFVYIKH-PHDIDXHHSA-N	159.0895433	CHEBI:85534	HMDB0029409	
BASm0007409	2-[(2R)-2-chloro-2,5-dihydro-5-oxofuryl]acetate	A (2-chloro-5-oxo-2,5-dihydro-2-furyl)acetate obtained by deprotonation of the carboxy group of (R)-(2-chloro-5-oxo-2,5-dihydro-2-furyl)acetic acid; major species at pH 7.3.		Expected Solid	O=C([O-])C[C@@]1(Cl)C=CC(=O)O1	C6H4ClO4	InChI=1S/C6H5ClO4/c7-6(3-4(8)9)2-1-5(10)11-6/h1-2H,3H2,(H,8,9)/p-1/t6-/m1/s1	WGZZDRVKIXVYEI-ZCFIWIBFSA-M	174.9803599	CHEBI:85538		MMDBc0032853
BASm0007410	9alpha-hydroxy-3-oxochola-1,4-dien-22-oyl-CoA			Expected Solid	C[C@H](C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(O)CC[C@]12C	C43H60N7O19P3S	InChI=1S/C43H64N7O19P3S/c1-23(26-8-9-27-28-7-6-24-18-25(51)10-12-42(24,5)43(28,57)14-13-41(26,27)4)39(56)73-17-16-45-30(52)11-15-46-37(55)34(54)40(2,3)20-66-72(63,64)69-71(61,62)65-19-29-33(68-70(58,59)60)32(53)38(67-29)50-22-49-31-35(44)47-21-48-36(31)50/h10,12,18,21-23,26-29,32-34,38,53-54,57H,6-9,11,13-17,19-20H2,1-5H3,(H,45,52)(H,46,55)(H,61,62)(H,63,64)(H2,44,47,48)(H2,58,59,60)/p-4/t23-,26+,27-,28-,29+,32+,33+,34-,38+,41+,42-,43+/m0/s1	LADHGLGIICSZTL-ISEMAQJJSA-J	1103.289949	CHEBI:85547		MMDBc0055671
BASm0007411	9alpha-hydroxy-3-oxochol-4-en-22-oyl-CoA			Expected Solid	C[C@H](C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@@]3(O)CC[C@]12C	C43H62N7O19P3S	InChI=1S/C43H66N7O19P3S/c1-23(26-8-9-27-28-7-6-24-18-25(51)10-12-42(24,5)43(28,57)14-13-41(26,27)4)39(56)73-17-16-45-30(52)11-15-46-37(55)34(54)40(2,3)20-66-72(63,64)69-71(61,62)65-19-29-33(68-70(58,59)60)32(53)38(67-29)50-22-49-31-35(44)47-21-48-36(31)50/h18,21-23,26-29,32-34,38,53-54,57H,6-17,19-20H2,1-5H3,(H,45,52)(H,46,55)(H,61,62)(H,63,64)(H2,44,47,48)(H2,58,59,60)/p-4/t23-,26+,27-,28-,29+,32+,33+,34-,38+,41+,42-,43+/m0/s1	BTANWBCJTFWTDB-ISEMAQJJSA-J	1105.305599	CHEBI:85548		MMDBc0055669
BASm0007412	9alpha-hydroxy-androst-4-ene-3,17-dione				C[C@]12CCC(=O)C=C1CC[C@H]1[C@@H]3CCC(=O)[C@@]3(C)CC[C@@]12O	C19H26O3	InChI=1S/C19H26O3/c1-17-9-10-19(22)15(14(17)5-6-16(17)21)4-3-12-11-13(20)7-8-18(12,19)2/h11,14-15,22H,3-10H2,1-2H3/t14-,15-,17-,18-,19+/m0/s1	SNMVJSSWZSJOGL-PLOWYNNNSA-N	302.1881947	CHEBI:85549		MMDBc0057118
BASm0007413	9alpha-hydroxy-3-oxochol-4-en-22-oate			Expected Solid	[H][C@@](C)(C([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3(O)CC[C@]12C	C22H31O4	InChI=1S/C22H32O4/c1-13(19(24)25)16-6-7-17-18-5-4-14-12-15(23)8-9-21(14,3)22(18,26)11-10-20(16,17)2/h12-13,16-18,26H,4-11H2,1-3H3,(H,24,25)/p-1/t13-,16+,17-,18-,20+,21-,22+/m0/s1	JHVIIDLZSOMCBJ-MPITXTFFSA-M	359.2227831	CHEBI:85550		MMDBc0055668
BASm0007414	3-oxochola-1,4-dien-22-oate			Expected Solid	[H][C@@](C)(C([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)C=C[C@]4(C)[C@@]3([H])CC[C@]12C	C22H29O3	InChI=1S/C22H30O3/c1-13(20(24)25)17-6-7-18-16-5-4-14-12-15(23)8-10-21(14,2)19(16)9-11-22(17,18)3/h8,10,12-13,16-19H,4-7,9,11H2,1-3H3,(H,24,25)/p-1/t13-,16-,17+,18-,19-,21-,22+/m0/s1	OZESBBVMFLIODA-WAMTXRNCSA-M	341.2122184	CHEBI:85551		MMDBc0055409
BASm0007415	9alpha-hydroxy-3-oxochola-1,4-dien-22-oate			Expected Solid	[H][C@@](C)(C([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)C=C[C@]4(C)[C@@]3(O)CC[C@]12C	C22H29O4	InChI=1S/C22H30O4/c1-13(19(24)25)16-6-7-17-18-5-4-14-12-15(23)8-9-21(14,3)22(18,26)11-10-20(16,17)2/h8-9,12-13,16-18,26H,4-7,10-11H2,1-3H3,(H,24,25)/p-1/t13-,16+,17-,18-,20+,21-,22+/m0/s1	HBUZRBRDIKABSC-MPITXTFFSA-M	357.207133	CHEBI:85553		MMDBc0055670
BASm0007416	3,17-dihydroxy-9,10-secoandrost-1,3,5(10)-triene-9-one			Expected Solid	[H]C1(O)CC[C@@]2([H])C([H])(CCC3=CC(O)=CC=C3C)C(=O)CC[C@]12C	C19H26O3	InChI=1S/C19H26O3/c1-12-3-5-14(20)11-13(12)4-6-15-16-7-8-18(22)19(16,2)10-9-17(15)21/h3,5,11,15-16,18,20,22H,4,6-10H2,1-2H3/t15?,16-,18?,19-/m0/s1	KNUPPCXYOSQLJL-JZRYZNKLSA-N	302.1881947	CHEBI:85575		MMDBc0055422
BASm0007417	3,4,17-trihydroxy-9,10-secoandrost-1,3,5(10)-triene-9-one			Expected Solid	Cc1ccc(O)c(O)c1CCC1C(=O)CC[C@]2(C)C(O)CC[C@@H]12	C19H26O4	InChI=1S/C19H26O4/c1-11-3-7-16(21)18(23)12(11)4-5-13-14-6-8-17(22)19(14,2)10-9-15(13)20/h3,7,13-14,17,21-23H,4-6,8-10H2,1-2H3/t13?,14-,17?,19-/m0/s1	XRMKFJVUFYGENU-AYSYYIBYSA-N	318.1831093	CHEBI:85576		MMDBc0055428
BASm0007418	glutathione S,S-dioxide	A peptide anion obtained by deprotonation of the carboxy and sulfinate groups and protonation of the amino group of glutathione S-sulfinate; major species at pH 7.3.			[NH3+][C@@H](CCC(=O)N[C@@H](CSS(=O)[O-])C(=O)NCC(=O)[O-])C(=O)[O-]	C10H15N3O8S2	InChI=1S/C10H17N3O8S2/c11-5(10(18)19)1-2-7(14)13-6(4-22-23(20)21)9(17)12-3-8(15)16/h5-6H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)(H,20,21)/p-2/t5-,6-/m0/s1	QUBUTNSZZFICHL-WDSKDSINSA-L		CHEBI:85586		
BASm0007420	1-tuberculosinyladenosine			Expected Solid	C/C(=C\C[n+]1cnc2c(ncn2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c1N)CC[C@@]1(C)[C@@H]2CCCC(C)(C)C2=CC[C@@H]1C	C30H46N5O4	InChI=1S/C30H45N5O4/c1-18(10-13-30(5)19(2)8-9-20-21(30)7-6-12-29(20,3)4)11-14-34-16-33-27-23(26(34)31)32-17-35(27)28-25(38)24(37)22(15-36)39-28/h9,11,16-17,19,21-22,24-25,28,31,36-38H,6-8,10,12-15H2,1-5H3/p+1/b18-11+/t19-,21+,22+,24+,25+,28+,30+/m0/s1	QPSHCYXDFVVWPO-WAHYGVONSA-O	540.3544314	CHEBI:85603		MMDBc0055119
BASm0007421	1-(methylsulfanyl)ribulose 5-phosphate			Expected Solid	CSCC(=O)[C@H](O)[C@H](O)COP(=O)([O-])[O-]	C6H11O7PS	InChI=1S/C6H13O7PS/c1-15-3-5(8)6(9)4(7)2-13-14(10,11)12/h4,6-7,9H,2-3H2,1H3,(H2,10,11,12)/p-2/t4-,6-/m1/s1	JQZPXWYLEQDBGH-INEUFUBQSA-L	257.997408	CHEBI:85606		MMDBc0056303
BASm0007422					*N[C@@H](C=O)C(*)=O					CHEBI:85621		
BASm0007423	(3R)-hydroxytetradecanoate	In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. (R)-3-Hydroxy-tetradecanoic acid is an intermediate in fatty acid biosynthesis. Specifically, (R)-3-Hydroxy-tetradecanoic acid is converted from 3-Oxo-tetradecanoic acid via fatty-acid Synthase and 3-oxoacyl- [acyl-carrier-protein] reductase. (EC: 2.3.1.85 and EC:2.3.1.41).			CCCCCCCCCCC[C@@H](O)CC(=O)[O-]	C14H28O3	InChI=1S/C14H28O3/c1-2-3-4-5-6-7-8-9-10-11-13(15)12-14(16)17/h13,15H,2-12H2,1H3,(H,16,17)/t13-/m1/s1	ATRNZOYKSNPPBF-CYBMUJFWSA-N	244.2038448	CHEBI:85635	HMDB0010731	
BASm0007424	(2R)-hydroxytetradecanoate			Expected Solid	CCCCCCCCCCCC[C@@H](O)C(=O)[O-]	C14H27O3	InChI=1S/C14H28O3/c1-2-3-4-5-6-7-8-9-10-11-12-13(15)14(16)17/h13,15H,2-12H2,1H3,(H,16,17)/p-1/t13-/m1/s1	JYZJYKOZGGEXSX-CYBMUJFWSA-M	243.1965683	CHEBI:85636		MMDBc0054834
BASm0007425	(2S)-hydroxytetradecanoate			Expected Solid	CCCCCCCCCCCC[C@H](O)C(=O)[O-]	C14H27O3	InChI=1S/C14H28O3/c1-2-3-4-5-6-7-8-9-10-11-12-13(15)14(16)17/h13,15H,2-12H2,1H3,(H,16,17)/p-1/t13-/m0/s1	JYZJYKOZGGEXSX-ZDUSSCGKSA-M	243.1965683	CHEBI:85637		MMDBc0054863
BASm0007426	a haloacetate				*CC(=O)[O-]					CHEBI:85638		
BASm0007427	(3Z)-octenoyl-CoA	3-octenoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is an oct-3-enoic acid thioester of coenzyme A. 3-octenoyl-coa is an acyl-CoA with 8 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. 3-octenoyl-coa is therefore classified as a medium chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. 3-octenoyl-coa, being a medium chain acyl-CoA is a substrate for medium chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, 3-octenoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of 3-octenoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts 3-octenoyl-CoA into 3-octenoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, 3-octenoylcarnitine is converted back to 3-octenoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of 3-octenoyl-CoA occurs in four steps. First, since 3-octenoyl-CoA is a medium chain acyl-CoA it is the substrate for a medium chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of 3-octenoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until 3-octenoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CCCC/C=C\CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C29H48N7O17P3S	InChI=1S/C29H48N7O17P3S/c1-4-5-6-7-8-9-20(38)57-13-12-31-19(37)10-11-32-27(41)24(40)29(2,3)15-50-56(47,48)53-55(45,46)49-14-18-23(52-54(42,43)44)22(39)28(51-18)36-17-35-21-25(30)33-16-34-26(21)36/h7-8,16-18,22-24,28,39-40H,4-6,9-15H2,1-3H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)	CSCVMTFVEARIET-UHFFFAOYSA-N	891.2040253	CHEBI:85640	HMDB0301453	
BASm0007428					*P(=O)([O-])OC[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1OP(=O)([O-])OC[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1O					CHEBI:85643		
BASm0007429					*P(=O)([O-])OC[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@@H]2OP(=O)([O-])O[C@@H]21					CHEBI:85644		
BASm0007430	(11E,13Z)-octadecadienoyl-CoA	An octadecadienoyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of (11E,13Z)-octadecadienoyl-CoA; major species at pH 7.3.			CCCC/C=C\C=C\CCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C39H62N7O17P3S	InChI=1S/C39H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h7-10,26-28,32-34,38,49-50H,4-6,11-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/p-4/b8-7-,10-9+/t28-,32-,33-,34+,38-/m1/s1	DPUUFYYTSHLORL-WXGQEAQZSA-J		CHEBI:85650		
BASm0007431	(5Z,11E)-octadecadienoyl-CoA	An octadecadienoyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of (5Z,11E)-octadecadienoyl-CoA; major species at pH 7.3.			CCCCCC/C=C/CCCC/C=C\CCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C39H62N7O17P3S	InChI=1S/C39H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h9-10,15-16,26-28,32-34,38,49-50H,4-8,11-14,17-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/p-4/b10-9+,16-15-/t28-,32-,33-,34+,38-/m1/s1	VTJGGNDOWCBWNL-KYUZCJPVSA-J		CHEBI:85651		
BASm0007432	(6Z,11E)-octadecadienoyl-CoA	An octadecadienoyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of (6Z,11E)-octadecadienoyl-CoA; major species at pH 7.3.			CCCCCC/C=C/CCC/C=C\CCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C39H62N7O17P3S	InChI=1S/C39H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h9-10,14-15,26-28,32-34,38,49-50H,4-8,11-13,16-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/p-4/b10-9+,15-14-/t28-,32-,33-,34+,38-/m1/s1	CCXRORMFBWAKRG-ZUEKQOMQSA-J		CHEBI:85652		
BASm0007433	(3E)-nonenoyl-CoA	Non-3-enoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a non-3-enoic acid thioester of coenzyme A. Non-3-enoyl-coa is an acyl-CoA with 9 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. Non-3-enoyl-coa is therefore classified as a medium chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. Non-3-enoyl-coa, being a medium chain acyl-CoA is a substrate for medium chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, non-3-enoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of non-3-enoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts non-3-enoyl-CoA into non-3-enoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, non-3-enoylcarnitine is converted back to non-3-enoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of non-3-enoyl-CoA occurs in four steps. First, since non-3-enoyl-CoA is a medium chain acyl-CoA it is the substrate for a medium chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of non-3-enoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until non-3-enoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CCCCC/C=C/CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C30H50N7O17P3S	InChI=1S/C30H50N7O17P3S/c1-4-5-6-7-8-9-10-21(39)58-14-13-32-20(38)11-12-33-28(42)25(41)30(2,3)16-51-57(48,49)54-56(46,47)50-15-19-24(53-55(43,44)45)23(40)29(52-19)37-18-36-22-26(31)34-17-35-27(22)37/h8-9,17-19,23-25,29,40-41H,4-7,10-16H2,1-3H3,(H,32,38)(H,33,42)(H,46,47)(H,48,49)(H2,31,34,35)(H2,43,44,45)	VCVDAYMNOMYZHZ-UHFFFAOYSA-N	905.2196753	CHEBI:85655	HMDB0301497	
BASm0007434	3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oate	Coprocholic acid, also called 3α,7α,12α-Trihydroxy-5β-cholestan-26-oic acid, is a bile acid. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine, and the portal vein to form an enterohepatic circuit. They exist as anions at physiological pH, and consequently require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135).	547-98-8		[H]C(C)(CCC[C@@]([H])(C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@]([H])(O)C[C@]4([H])C[C@]([H])(O)CC[C@]4(C)[C@@]3([H])C[C@]([H])(O)[C@]12C)C([O-])=O	C27H45O5	InChI=1S/C27H46O5/c1-15(6-5-7-16(2)25(31)32)19-8-9-20-24-21(14-23(30)27(19,20)4)26(3)11-10-18(28)12-17(26)13-22(24)29/h15-24,28-30H,5-14H2,1-4H3,(H,31,32)/p-1/t15-,16?,17+,18-,19-,20+,21+,22-,23+,24+,26+,27-/m1/s1	CNWPIIOQKZNXBB-VCVMUKOKSA-M	449.3272481	CHEBI:85674	HMDB0000601	
BASm0007435	3-phenylpropanoyl-CoA					C30H40N7O17P3S		HYSDRCZPYSOWME-FUEUKBNZSA-J	895.1436193	CHEBI:85676	HMDB0256446	
BASm0007436	1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho-N-methylethanolamine	PE-NMe(18:1(9Z)/18:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(18:1(9Z)/18:1(9Z)), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43-3)51-42(45)35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-5-2/h18-21,40,43H,4-17,22-39H2,1-3H3,(H,46,47)/b20-18-,21-19-/t40-/m1/s1	LPXFOQGBESUDAX-NLEYBKGJSA-N	757.5621551	CHEBI:85679	HMDB0010565	
BASm0007437	1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho-N,N-dimethylethanolamine	PE-NMe2(18:1(9Z)/18:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(18:1(9Z)/18:1(9Z)), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC	C43H82NO8P	InChI=1S/C43H82NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-42(45)49-39-41(40-51-53(47,48)50-38-37-44(3)4)52-43(46)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-2/h19-22,41H,5-18,23-40H2,1-4H3,(H,47,48)/b21-19-,22-20-/t41-/m1/s1	XHPZRQBHFOVLEJ-UNUIOPIBSA-N	771.5778051	CHEBI:85680	HMDB0010564	
BASm0007438	4'-phosphooxetanocin A	An organophosphate oxoanion resulting from the removal of both of the protons from the dihydrogen phosphate group of oxetanocin A 4-(dihydrogen phosphate).				C10H12N5O6P		YHDKOVKCJODYNM-OXOINMOOSA-L	329.0536173	CHEBI:85720		
BASm0007439	4beta-hydroxycholesterol	4[beta]-Hydroxycholesterol is a new endogenous CYP3A marker: relationship to CYP3A5 genotype, quinine 3-hydroxylation and sex in Koreans, Swedes and Tanzanians.			CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4[C@@H](O)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H46O2	InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)20-11-12-21-19-9-10-23-25(29)24(28)14-16-27(23,5)22(19)13-15-26(20,21)4/h10,17-22,24-25,28-29H,6-9,11-16H2,1-5H3/t18-,19+,20-,21+,22+,24+,25-,26-,27-/m1/s1	CZDKQKOAHAICSF-JSAMMMMSSA-N	402.3497807	CHEBI:85778	HMDB0013643	
BASm0007440	4beta,7alpha-dihydroxycholesterol	4beta,7alpha-dihydroxycholesterol is also known as (3beta,4beta,7alpha)-Cholest-5-ene-3,4,7-triol.  4beta,7alpha-dihydroxycholesterol is considered to be practically insoluble (in water) and relatively neutral			[H][C@@](C)(CCCC(C)C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@]([H])(O)C=C4[C@@]([H])(O)[C@@]([H])(O)CC[C@]4(C)[C@@]3([H])CC[C@]12C	C27H46O3	InChI=1S/C27H46O3/c1-16(2)7-6-8-17(3)18-9-10-19-24-20(11-13-26(18,19)4)27(5)14-12-22(28)25(30)21(27)15-23(24)29/h15-20,22-25,28-30H,6-14H2,1-5H3/t17-,18-,19+,20+,22+,23-,24+,25-,26-,27-/m1/s1	NEITZYUKMAAGFE-DNPWHXEXSA-N	418.3446953	CHEBI:85779	HMDB0062664	
BASm0007441	monodechloroaminopyrrolnitrin	A member of the class of pyrroles carrying a 2-amino-3-chlorophenyl substituent at position 3.		Expected Solid	NC1=C(C=CC=C1Cl)C1=CNC=C1	C10H9ClN2	InChI=1S/C10H9ClN2/c11-9-3-1-2-8(10(9)12)7-4-5-13-6-7/h1-6,13H,12H2	VLWKKIHFPGKVHZ-UHFFFAOYSA-N	192.045426	CHEBI:85785		MMDBc0032847
BASm0007442	aminopyrrolnitrin			Expected Solid	NC1=C(Cl)C=CC=C1C1=CNC=C1Cl	C10H8Cl2N2	InChI=1S/C10H8Cl2N2/c11-8-3-1-2-6(10(8)13)7-4-14-5-9(7)12/h1-5,14H,13H2	RWAXAHFFXZKMPA-UHFFFAOYSA-N	226.0064537	CHEBI:85786		MMDBc0013194
BASm0007443	1-decanoyl-2-(9Z-octadecenoyl)-glycerol	DG(10:0/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C31H58O5		DEHVGTRXTOJYNV-PFONDFGANA-N	510.428425	CHEBI:85787		
BASm0007444	5alpha-androstane-3beta,6alpha,17beta-triol				C[C@]12CC[C@H](O)C[C@@H]1[C@@H](O)C[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O)CC[C@@H]12	C19H32O3	InChI=1S/C19H32O3/c1-18-7-5-11(20)9-15(18)16(21)10-12-13-3-4-17(22)19(13,2)8-6-14(12)18/h11-17,20-22H,3-10H2,1-2H3/t11?,12?,13?,14?,15?,16?,17?,18-,19+/m1/s1	OFAZPSYXUKIJIK-LTMHGJBWSA-N	308.2351449	CHEBI:85809	HMDB0158025	
BASm0007445	androst-5-en-3beta,7alpha,17beta-triol				C[C@]12CC[C@H]3[C@@H]([C@H](O)C=C4C[C@@H](O)CC[C@@]43C)[C@@H]1CC[C@@H]2O	C19H30O3	InChI=1S/C19H30O3/c1-18-7-5-12(20)9-11(18)10-15(21)17-13-3-4-16(22)19(13,2)8-6-14(17)18/h10,12-17,20-22H,3-9H2,1-2H3	OEVZKEVBDIDVOI-UHFFFAOYSA-N	306.2194948	CHEBI:85810	HMDB0258016	
BASm0007446	3beta,7alpha-dihydroxy-5alpha-androstan-17-one				C[C@]12CC[C@H](O)C[C@@H]1C[C@@H](O)[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12	C19H30O3	InChI=1S/C19H30O3/c1-18-7-5-12(20)9-11(18)10-15(21)17-13-3-4-16(22)19(13,2)8-6-14(17)18/h11-15,17,20-21H,3-10H2,1-2H3/t11-,12+,13-,14-,15?,17-,18-,19-/m0/s1	VFPMCLQMAUVEHD-BWMYLQALSA-N	306.2194948	CHEBI:85816	HMDB0159470	
BASm0007447	N-formyl-4-amino-5-aminomethyl-2-methylpyrimidine			Expected Solid	Cc1ncc(CNC=O)c(N)n1	C7H10N4O	InChI=1S/C7H10N4O/c1-5-10-3-6(2-9-4-12)7(8)11-5/h3-4H,2H2,1H3,(H,9,12)(H2,8,10,11)	PVWNFAGYFUUDRC-UHFFFAOYSA-N	166.085461	CHEBI:85895		MMDBc0053475
BASm0007448	3beta-hydroxypregn-4-ene-20-one				CC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4=C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C21H32O2	InChI=1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12,15-19,23H,4-11H2,1-3H3	QWVWXRKHAXWWSV-UHFFFAOYSA-N	316.2402303	CHEBI:85899	HMDB0245701	
BASm0007449	(2R,3S)-2,7-dihydroxy-4'-methoxyisoflavanone				COc1ccc([C@@H]2C(=O)c3ccc(O)cc3O[C@H]2O)cc1	C16H14O5	InChI=1S/C16H14O5/c1-20-11-5-2-9(3-6-11)14-15(18)12-7-4-10(17)8-13(12)21-16(14)19/h2-8,14,16-17,19H,1H3	PKQQPELXMZRYJY-UHFFFAOYSA-N		CHEBI:85906		
BASm0007450	2-methyl-L-tryptophan			Expected Solid	[H][C@](N)(CC1=C(C)NC2=CC=CC=C12)C(O)=O	C12H14N2O2	InChI=1S/C12H14N2O2/c1-7-9(6-10(13)12(15)16)8-4-2-3-5-11(8)14-7/h2-5,10,14H,6,13H2,1H3,(H,15,16)/t10-/m0/s1	BXJSOEWOQDVGJW-JTQLQIEISA-N	218.1055277	CHEBI:85908		MMDBc0055252
BASm0007451	(9Z,12Z,15Z)-hexadecatrienoyl-CoA	A polyunsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of (9Z,12Z)-hexadeca-9,12,15-trienoyl-CoA; major species at pH 7.3.				C37H56N7O17P3S		JDKLSTJMXDRYAJ-PCRJDALTSA-J	995.2688199	CHEBI:85914		
BASm0007452					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC/C=C\CCCCCCCCCCC)C(*)=O					CHEBI:85919		
BASm0007453	(14Z)-hexadecenoyl-CoA	A hexadecenoyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of (14Z)-hexadecenoyl-CoA; major species at pH 7.3.			C/C=C\CCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C37H60N7O17P3S	InChI=1S/C37H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(46)65-21-20-39-27(45)18-19-40-35(49)32(48)37(2,3)23-58-64(55,56)61-63(53,54)57-22-26-31(60-62(50,51)52)30(47)36(59-26)44-25-43-29-33(38)41-24-42-34(29)44/h4-5,24-26,30-32,36,47-48H,6-23H2,1-3H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)/p-4/b5-4-/t26-,30-,31-,32+,36-/m1/s1	HIHIIKWURVKNRP-CTCHSOFBSA-J		CHEBI:85926		
BASm0007454	(14E)-hexadecenoyl-CoA	A monounsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of (14E)-hexadecenoyl-CoA; major species at pH 7.3.			C/C=C/CCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C37H60N7O17P3S	InChI=1S/C37H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(46)65-21-20-39-27(45)18-19-40-35(49)32(48)37(2,3)23-58-64(55,56)61-63(53,54)57-22-26-31(60-62(50,51)52)30(47)36(59-26)44-25-43-29-33(38)41-24-42-34(29)44/h4-5,24-26,30-32,36,47-48H,6-23H2,1-3H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)/p-4/b5-4+/t26-,30-,31-,32+,36-/m1/s1	HIHIIKWURVKNRP-JVUDVJARSA-J		CHEBI:85927		
BASm0007455	5-amino-5-(4-hydroxybenzyl)-6-(D-ribitylimino)-5,6-dihydrouracil			Expected Solid	NC1(Cc2ccc(O)cc2)C(=O)NC(=O)N/C1=N/C[C@H](O)[C@H](O)[C@H](O)CO	C16H22N4O7	InChI=1S/C16H22N4O7/c17-16(5-8-1-3-9(22)4-2-8)13(19-15(27)20-14(16)26)18-6-10(23)12(25)11(24)7-21/h1-4,10-12,21-25H,5-7,17H2,(H2,18,19,20,26,27)/t10-,11+,12-,16?/m0/s1	XETIGMNRSOUDLK-USDBNLMRSA-N	382.1488491	CHEBI:85936		MMDBc0055551
BASm0007458					*O[C@H]1[C@@H](OC)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2c[n+](C)c3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O					CHEBI:85958		
BASm0007459					*O[C@H]1[C@@H](OC)[C@H](n2cnc3c(NC)ncnc32)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2c[n+](C)c3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O					CHEBI:85959		
BASm0007460	3-deoxy-alpha-D-manno-2-octulosonate-8-phosphate			Expected Solid	O=C([O-])[C@@]1(O)C[C@@H](O)[C@@H](O)[C@@H]([C@H](O)COP(=O)([O-])[O-])O1	C8H12O11P	InChI=1S/C8H15O11P/c9-3-1-8(14,7(12)13)19-6(5(3)11)4(10)2-18-20(15,16)17/h3-6,9-11,14H,1-2H2,(H,12,13)(H2,15,16,17)/p-3/t3-,4-,5-,6-,8-/m1/s1	IZZNRKJLBIYBJN-HXUQBWEZSA-K	315.0133689	CHEBI:85985		MMDBc0055360
BASm0007461	3-deoxy-alpha-D-manno-oct-2-ulosonate			Expected Solid	O=C([O-])[C@@]1(O)C[C@@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O1	C8H13O8	InChI=1S/C8H14O8/c9-2-4(11)6-5(12)3(10)1-8(15,16-6)7(13)14/h3-6,9-12,15H,1-2H2,(H,13,14)/p-1/t3-,4-,5-,6-,8-/m1/s1	NNLZBVFSCVTSLA-HXUQBWEZSA-M	237.061591	CHEBI:85986		MMDBc0051559
BASm0007462	CMP-3-deoxy-beta-D-manno-octulosonate	A nucleotide-sugar oxoanion arising from deprotonation of the carboxylic acid and phosphate functions of CMP-3-deoxy-beta-D-manno-octulosonic acid; major species at pH 7.3.			Nc1ccn([C@@H]2O[C@H](COP(=O)([O-])O[C@@]3(C(=O)[O-])C[C@@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O3)[C@@H](O)[C@H]2O)c(=O)n1	C17H24N3O15P	InChI=1S/C17H26N3O15P/c18-9-1-2-20(16(29)19-9)14-12(26)11(25)8(33-14)5-32-36(30,31)35-17(15(27)28)3-6(22)10(24)13(34-17)7(23)4-21/h1-2,6-8,10-14,21-26H,3-5H2,(H,27,28)(H,30,31)(H2,18,19,29)/p-2/t6-,7-,8-,10-,11-,12-,13-,14-,17-/m1/s1	YWWJKULNWGRYAS-UOVSKDHASA-L		CHEBI:85987		
BASm0007463	5-hydroxy-2,4-dioxopentanoate	A hydroxy monocarboxylic acid anion that is the conjugate base of 5-hydroxy-2,4-dioxopentanoic acid.			O=C(CO)CC(=O)C(=O)[O-]	C5H5O5	InChI=1S/C5H6O5/c6-2-3(7)1-4(8)5(9)10/h6H,1-2H2,(H,9,10)/p-1	PHPQIPPBBQUFII-UHFFFAOYSA-M		CHEBI:86001		
BASm0007464	oxetanocin A			Expected Solid	Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@H]1CO	C10H13N5O3	InChI=1S/C10H13N5O3/c11-8-7-9(13-3-12-8)15(4-14-7)10-5(1-16)6(2-17)18-10/h3-6,10,16-17H,1-2H2,(H2,11,12,13)/t5-,6-,10-/m1/s1	LMJVXGOFWKVXAW-OXOINMOOSA-N	251.1018393	CHEBI:86012		MMDBc0020839
BASm0007465	2-hydroxytestosterone				C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)C(O)C[C@@]43C)[C@@H]1CC[C@@H]2O	C19H28O3	InChI=1S/C19H28O3/c1-18-8-7-14-12(13(18)5-6-17(18)22)4-3-11-9-15(20)16(21)10-19(11,14)2/h9,12-14,16-17,21-22H,3-8,10H2,1-2H3/t12-,13-,14-,16?,17?,18-,19-/m0/s1	ZOIPFFUVGMVQGE-HKJSDZOUSA-N	304.2038448	CHEBI:86013	HMDB0155965	
BASm0007466	3,22-dioxochol-4-en-24-oyl-CoA			Expected Solid	C[C@H](C(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C45H64N7O19P3S	InChI=1S/C45H68N7O19P3S/c1-24(28-8-9-29-27-7-6-25-18-26(53)10-13-44(25,4)30(27)11-14-45(28,29)5)31(54)19-34(56)75-17-16-47-33(55)12-15-48-41(59)38(58)43(2,3)21-68-74(65,66)71-73(63,64)67-20-32-37(70-72(60,61)62)36(57)42(69-32)52-23-51-35-39(46)49-22-50-40(35)52/h18,22-24,27-30,32,36-38,42,57-58H,6-17,19-21H2,1-5H3,(H,47,55)(H,48,59)(H,63,64)(H,65,66)(H2,46,49,50)(H2,60,61,62)/p-4/t24-,27-,28+,29-,30-,32+,36+,37+,38-,42+,44-,45+/m0/s1	MUOUYOUSQGFFIP-GDRSPGQTSA-J	1131.321249	CHEBI:86014		MMDBc0055423
BASm0007467	GDP-N,N'-diacetylbacillosamine			Expected Solid	CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(=O)[nH]c(N)nc43)[C@H](O)[C@@H]2O)O[C@H](C)[C@@H](NC(C)=O)[C@@H]1O	C20H29N7O15P2	InChI=1S/C20H31N7O15P2/c1-6-10(23-7(2)28)14(31)11(24-8(3)29)19(39-6)41-44(36,37)42-43(34,35)38-4-9-13(30)15(32)18(40-9)27-5-22-12-16(27)25-20(21)26-17(12)33/h5-6,9-11,13-15,18-19,30-32H,4H2,1-3H3,(H,23,28)(H,24,29)(H,34,35)(H,36,37)(H3,21,25,26,33)/p-2/t6-,9-,10-,11-,13-,14+,15-,18-,19-/m1/s1	UFDVBOLRIAJRHF-ZSSIDFSASA-L	669.1207844	CHEBI:86016		MMDBc0056012
BASm0007468	3beta-hydroxy-chol-5-ene-24-oyl-CoA			Expected Solid	C[C@H](CCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C45H68N7O18P3S	InChI=1S/C45H72N7O18P3S/c1-25(29-9-10-30-28-8-7-26-20-27(53)12-15-44(26,4)31(28)13-16-45(29,30)5)6-11-34(55)74-19-18-47-33(54)14-17-48-41(58)38(57)43(2,3)22-67-73(64,65)70-72(62,63)66-21-32-37(69-71(59,60)61)36(56)42(68-32)52-24-51-35-39(46)49-23-50-40(35)52/h7,23-25,27-32,36-38,42,53,56-57H,6,8-22H2,1-5H3,(H,47,54)(H,48,58)(H,62,63)(H,64,65)(H2,46,49,50)(H2,59,60,61)/p-4/t25-,27+,28+,29-,30+,31+,32-,36-,37-,38+,42-,44+,45-/m1/s1	DKELDRAQTZYGEK-IOUXELQFSA-J	1119.357635	CHEBI:86018		MMDBc0055448
BASm0007469					*N[C@@H](CSC/C=C(\C)CC/C=C(\C)CCC=C(C)C)C(*)=O					CHEBI:86019		
BASm0007470	3-oxochola-4,17-dien-22-oyl-CoA			Expected Solid	CC(C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])=C1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C43H60N7O18P3S	InChI=1S/C43H64N7O18P3S/c1-23(27-8-9-28-26-7-6-24-18-25(51)10-13-42(24,4)29(26)11-14-43(27,28)5)40(56)72-17-16-45-31(52)12-15-46-38(55)35(54)41(2,3)20-65-71(62,63)68-70(60,61)64-19-30-34(67-69(57,58)59)33(53)39(66-30)50-22-49-32-36(44)47-21-48-37(32)50/h18,21-22,26,28-30,33-35,39,53-54H,6-17,19-20H2,1-5H3,(H,45,52)(H,46,55)(H,60,61)(H,62,63)(H2,44,47,48)(H2,57,58,59)/p-4/t26-,28-,29-,30+,33+,34+,35-,39+,42-,43+/m0/s1	UCGYLLKGKGOQIG-ALDOYEBZSA-J	1087.295035	CHEBI:86020		MMDBc0055411
BASm0007471					*N[C@@H](CSC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)C(*)=O					CHEBI:86021		
BASm0007472	17-hydroxy-3-oxochol-4-en-22-oyl-CoA			Expected Solid	C[C@H](C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])C1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@@]21C	C43H62N7O19P3S	InChI=1S/C43H66N7O19P3S/c1-23(43(57)14-10-28-26-7-6-24-18-25(51)8-12-41(24,4)27(26)9-13-42(28,43)5)39(56)73-17-16-45-30(52)11-15-46-37(55)34(54)40(2,3)20-66-72(63,64)69-71(61,62)65-19-29-33(68-70(58,59)60)32(53)38(67-29)50-22-49-31-35(44)47-21-48-36(31)50/h18,21-23,26-29,32-34,38,53-54,57H,6-17,19-20H2,1-5H3,(H,45,52)(H,46,55)(H,61,62)(H,63,64)(H2,44,47,48)(H2,58,59,60)/p-4/t23-,26-,27+,28+,29-,32-,33-,34+,38-,41+,42+,43?/m1/s1	UDFHRLPTSACVPG-NSEVOGSXSA-J	1105.305599	CHEBI:86028		MMDBc0055184
BASm0007473	3beta-hydroxy-chol-5,22-dien-24-oyl-CoA			Expected Solid	C[C@H](/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C45H66N7O18P3S	InChI=1S/C45H70N7O18P3S/c1-25(29-9-10-30-28-8-7-26-20-27(53)12-15-44(26,4)31(28)13-16-45(29,30)5)6-11-34(55)74-19-18-47-33(54)14-17-48-41(58)38(57)43(2,3)22-67-73(64,65)70-72(62,63)66-21-32-37(69-71(59,60)61)36(56)42(68-32)52-24-51-35-39(46)49-23-50-40(35)52/h6-7,11,23-25,27-32,36-38,42,53,56-57H,8-10,12-22H2,1-5H3,(H,47,54)(H,48,58)(H,62,63)(H,64,65)(H2,46,49,50)(H2,59,60,61)/p-4/b11-6+/t25-,27+,28+,29-,30+,31+,32-,36-,37-,38+,42-,44+,45-/m1/s1	RHXDIMAKWNDUBA-FIKMKWAUSA-J	1117.341985	CHEBI:86037		MMDBc0055449
BASm0007474	3-hydroxyoctanoyl-CoA				CCCCCC(O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C29H46N7O18P3S	InChI=1S/C29H50N7O18P3S/c1-4-5-6-7-17(37)12-20(39)58-11-10-31-19(38)8-9-32-27(42)24(41)29(2,3)14-51-57(48,49)54-56(46,47)50-13-18-23(53-55(43,44)45)22(40)28(52-18)36-16-35-21-25(30)33-15-34-26(21)36/h15-18,22-24,28,37,40-41H,4-14H2,1-3H3,(H,31,38)(H,32,42)(H,46,47)(H,48,49)(H2,30,33,34)(H2,43,44,45)/p-4/t17?,18-,22-,23-,24+,28-/m1/s1	ATVGTMKWKDUCMS-UGRYODIPSA-J	905.1854842	CHEBI:86040		MMDBc0057119
BASm0007475	3-hydroxydecanoyl-CoA	(s)-hydroxydecanoyl-coa, also known as S-(3-hydroxydecanoate) CoA or 3S-hydroxy-decanoyl-CoA is an acyl-CoA or acyl-coenzyme A. More specifically, it is a 3-hydroxydecanoic acid thioester of coenzyme A. (s)-hydroxydecanoyl-coa is an acyl-CoA with 10 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. (s)-hydroxydecanoyl-coa is therefore classified as a medium chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. (s)-hydroxydecanoyl-coa, being a medium chain acyl-CoA is a substrate for medium chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, (S)-Hydroxydecanoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of (S)-Hydroxydecanoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts (S)-Hydroxydecanoyl-CoA into 3-Hydroxydecanoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, 3-Hydroxydecanoylcarnitine is converted back to (S)-Hydroxydecanoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of (S)-Hydroxydecanoyl-CoA occurs in four steps. First, since (S)-Hydroxydecanoyl-CoA is a medium chain acyl-CoA it is the substrate for a medium chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of (S)-Hydroxydecanoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until (S)-Hydroxydecanoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.	6245-70-1	Solid		C31H50N7O18P3S		HIVSMYZAMUNFKZ-OUDFDEKCSA-J	933.2167843	CHEBI:86041	HMDB0003938	
BASm0007476	3-oxo-2-methylhexadecanoyl-CoA	A 3-oxo-fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate OH groups of 2-methyl-3-oxopalmitoyl-CoA.			CCCCCCCCCCCCCC(=O)C(C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C38H62N7O18P3S	InChI=1S/C38H66N7O18P3S/c1-5-6-7-8-9-10-11-12-13-14-15-16-26(46)25(2)37(51)67-20-19-40-28(47)17-18-41-35(50)32(49)38(3,4)22-60-66(57,58)63-65(55,56)59-21-27-31(62-64(52,53)54)30(48)36(61-27)45-24-44-29-33(39)42-23-43-34(29)45/h23-25,27,30-32,36,48-49H,5-22H2,1-4H3,(H,40,47)(H,41,50)(H,55,56)(H,57,58)(H2,39,42,43)(H2,52,53,54)/p-4/t25?,27-,30-,31-,32+,36-/m1/s1	WUWKXNAGPVGNAF-PDKNGGRYSA-J		CHEBI:86042		
BASm0007477	(9Z)-18-hydroxyoctadecenoyl-CoA	A monounsaturated fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of 18-hydroxyoleoyl-CoA; major species at pH 7.3.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCC/C=C\CCCCCCCCO	C39H64N7O18P3S	InChI=1S/C39H68N7O18P3S/c1-39(2,34(51)37(52)42-20-19-29(48)41-21-23-68-30(49)18-16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-22-47)25-61-67(58,59)64-66(56,57)60-24-28-33(63-65(53,54)55)32(50)38(62-28)46-27-45-31-35(40)43-26-44-36(31)46/h3-4,26-28,32-34,38,47,50-51H,5-25H2,1-2H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/p-4/b4-3-/t28-,32-,33-,34+,38-/m1/s1	MQACSUXWIYYZAK-UTNXWDCOSA-J		CHEBI:86044		
BASm0007478	18-hydroxyoctadecanoate			Expected Solid	O=C([O-])CCCCCCCCCCCCCCCCCO	C18H35O3	InChI=1S/C18H36O3/c19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18(20)21/h19H,1-17H2,(H,20,21)/p-1	VLHZUYUOEGBBJB-UHFFFAOYSA-M	299.2591686	CHEBI:86046		MMDBc0055188
BASm0007480	ethyl hexanoate	Ethyl hexanoate, also known as ethyl caproate or ethyl hexoic acid, is a fatty acid ethyl ester obtained by the formal condensation of hexanoic acid with ethanol. It has a role as a metabolite. It is a fatty acid ethyl ester and a hexanoate ester. Ethyl hexanoate belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Ethyl hexanoate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.	123-66-0		CCCCCC(=O)OCC	C8H16O2	InChI=1S/C8H16O2/c1-3-5-6-7-8(9)10-4-2/h3-7H2,1-2H3	SHZIWNPUGXLXDT-UHFFFAOYSA-N	144.1150298	CHEBI:86055	HMDB0040209	
BASm0007481	abieta-8,11,13-triene				CC(C)c1ccc2c(c1)CC[C@H]1C(C)(C)CCC[C@]21C	C20H30	InChI=1S/C20H30/c1-14(2)15-7-9-17-16(13-15)8-10-18-19(3,4)11-6-12-20(17,18)5/h7,9,13-14,18H,6,8,10-12H2,1-5H3	QUUCYKKMFLJLFS-UHFFFAOYSA-N		CHEBI:86062		
BASm0007482	24S,25-dihydroxycholesterol	An oxysterol that is cholesterol which is substituted by hydroxy groups at positions 24S and 25.			C[C@H](CC[C@H](O)C(C)(C)O)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H46O3	InChI=1S/C27H46O3/c1-17(6-11-24(29)25(2,3)30)21-9-10-22-20-8-7-18-16-19(28)12-14-26(18,4)23(20)13-15-27(21,22)5/h7,17,19-24,28-30H,6,8-16H2,1-5H3/t17-,19+,20+,21-,22+,23+,24+,26+,27-/m1/s1	OFNJCHBCBBSWHW-XVYZBDJZSA-N		CHEBI:86074		
BASm0007483	4beta,24S-dihydroxycholesterol	4beta,24S-dihydroxycholesterol is also known as (3beta,4beta,24S)-Cholest-5-ene-3,4,24-triol.  4beta,24S-dihydroxycholesterol is considered to be practically insoluble (in water) and relatively neutral			CC(C)[C@@H](O)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4[C@@H](O)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H46O3	InChI=1S/C27H46O3/c1-16(2)23(28)11-6-17(3)19-9-10-20-18-7-8-22-25(30)24(29)13-15-27(22,5)21(18)12-14-26(19,20)4/h8,16-21,23-25,28-30H,6-7,9-15H2,1-5H3/t17-,18+,19-,20+,21+,23+,24+,25-,26-,27-/m1/s1	IWXJGKGAPXGSCN-GCUSXLOISA-N	418.3446953	CHEBI:86087	HMDB0062675	
BASm0007484	1-octadecanoyl-2-tetradecanoyl-sn-glycero-3-phosphocholine	PC(18:0/14:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:0/14:0), in particular, consists of one chain of stearic acid at the C-1 position and one chain of myristic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the myristic acid moiety is derived from nutmeg and butter. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC	C40H80NO8P	InChI=1S/C40H80NO8P/c1-6-8-10-12-14-16-18-19-20-21-23-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-22-17-15-13-11-9-7-2/h38H,6-37H2,1-5H3/t38-/m1/s1	MZWGYEJOZNRLQE-KXQOOQHDSA-N	733.5621551	CHEBI:86089	HMDB0008031	
BASm0007485	1-tetradecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine	PC(14:0/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/18:2(9Z,12Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	92345-33-0		CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C	C40H76NO8P	InChI=1S/C40H76NO8P/c1-6-8-10-12-14-16-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3,4)5)36-46-39(42)32-30-28-26-24-22-17-15-13-11-9-7-2/h14,16,19-20,38H,6-13,15,17-18,21-37H2,1-5H3/b16-14-,20-19-/t38-/m1/s1	IWXJKHSPEQSQMD-GMGFYYQASA-N	729.5308549	CHEBI:86094	HMDB0007874	
BASm0007486	1-tetradecanoyl-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine	PC(14:0/18:3(9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/18:3(9Z,12Z,15Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of a-linolenic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C	C40H74NO8P	InChI=1S/C40H74NO8P/c1-6-8-10-12-14-16-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3,4)5)36-46-39(42)32-30-28-26-24-22-17-15-13-11-9-7-2/h8,10,14,16,19-20,38H,6-7,9,11-13,15,17-18,21-37H2,1-5H3/b10-8-,16-14-,20-19-/t38-/m1/s1	AGQKQQAJRFTOGL-XPTMXNASSA-N	727.5152049	CHEBI:86095	HMDB0007876	
BASm0007487	(25R)-3beta-hydroxy-5-cholesten-26-al			Expected Solid	C[C@H](CCC[C@@H](C)C=O)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H44O2	InChI=1S/C27H44O2/c1-18(17-28)6-5-7-19(2)23-10-11-24-22-9-8-20-16-21(29)12-14-26(20,3)25(22)13-15-27(23,24)4/h8,17-19,21-25,29H,5-7,9-16H2,1-4H3/t18?,19?,21-,22?,23+,24?,25?,26-,27+/m0/s1	JUGXQEJPWDYOJV-ALJHFPOSSA-N	400.3341307	CHEBI:86096		MMDBc0048550
BASm0007488	(25R)-3beta-hydroxy-5-cholestenoate			Expected Solid	C[C@H](CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(=O)[O-]	C27H43O3	InChI=1S/C27H44O3/c1-17(6-5-7-18(2)25(29)30)22-10-11-23-21-9-8-19-16-20(28)12-14-26(19,3)24(21)13-15-27(22,23)4/h8,17-18,20-24,28H,5-7,9-16H2,1-4H3,(H,29,30)/p-1/t17-,18?,20+,21+,22-,23+,24+,26+,27-/m1/s1	WVXOMPRLWLXFAP-AMQKJUDNSA-M	415.3217688	CHEBI:86098		MMDBc0054879
BASm0007489	1-tetradecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine	PC(14:0/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the arachidonic acid moiety is derived from animal fats and eggs. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C	C42H76NO8P	InChI=1S/C42H76NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-17-15-13-11-9-7-2/h14,16,19-20,22-23,27,29,40H,6-13,15,17-18,21,24-26,28,30-39H2,1-5H3/b16-14-,20-19-,23-22-,29-27-/t40-/m1/s1	SRQSAJRUMDQMMS-NLDJLLEISA-N	753.5308549	CHEBI:86102	HMDB0007883	
BASm0007490					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCC/C=C\CCCCCCCCC)C(*)=O					CHEBI:86110		
BASm0007491	(25R)-4beta,26-dihydroxycholesterol	(25R)-4beta,26-dihydroxycholesterol is also known as (3beta,4beta,25R)-Cholest-5-ene-3,4,26-triol.  (25R)-4beta,26-dihydroxycholesterol is considered to be practically insoluble (in water) and relatively neutral			C[C@@H](CO)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4[C@@H](O)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H46O3	InChI=1S/C27H46O3/c1-17(16-28)6-5-7-18(2)20-10-11-21-19-8-9-23-25(30)24(29)13-15-27(23,4)22(19)12-14-26(20,21)3/h9,17-22,24-25,28-30H,5-8,10-16H2,1-4H3/t17-,18-,19+,20-,21+,22+,24+,25-,26-,27-/m1/s1	IDLRVFXWSUWMHI-KUYJPBLDSA-N	418.3446953	CHEBI:86113	HMDB0062607	
BASm0007492	(25R)-3beta,4beta-dihydroxycholest-5-en-26-al	(25R)-3beta,4beta-dihydroxycholest-5-en-26-al is considered to be practically insoluble (in water) and relatively neutral			C[C@H](CCC[C@@H](C)C=O)[C@H]1CC[C@H]2[C@@H]3CC=C4[C@@H](O)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H44O3	InChI=1S/C27H44O3/c1-17(16-28)6-5-7-18(2)20-10-11-21-19-8-9-23-25(30)24(29)13-15-27(23,4)22(19)12-14-26(20,21)3/h9,16-22,24-25,29-30H,5-8,10-15H2,1-4H3/t17-,18-,19+,20-,21+,22+,24+,25-,26-,27-/m1/s1	MHAIQEGJDLCDNU-KUYJPBLDSA-N	416.3290453	CHEBI:86115	HMDB0062736	
BASm0007493	(25R)-3beta,4beta-dihydroxycholest-5-en-26-oate	(25R)-3beta,4beta-dihydroxycholest-5-en-26-oate(1-) is also known as (25R)-3β,4β-dihydroxycholest-5-en-26-Oic acid.  (25R)-3beta,4beta-dihydroxycholest-5-en-26-oate(1-) is considered to be practically insoluble (in water) and acidic			C[C@H](CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4[C@@H](O)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(=O)[O-]	C27H44O4	InChI=1S/C27H44O4/c1-16(6-5-7-17(2)25(30)31)19-10-11-20-18-8-9-22-24(29)23(28)13-15-27(22,4)21(18)12-14-26(19,20)3/h9,16-21,23-24,28-29H,5-8,10-15H2,1-4H3,(H,30,31)	YKGKKDOYGJEANO-UHFFFAOYSA-N	432.3239599	CHEBI:86116	HMDB0062794	
BASm0007494	1-hexadecanoyl-2-(5Z,8Z,11Z-eicosatrienoyl)-sn-glycero-3-phosphocholine	PC(16:0/20:3(5Z,8Z,11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/20:3(5Z,8Z,11Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of mead acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the mead acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			CCCCCCCC/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C	C44H82NO8P	InChI=1S/C44H82NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h20-21,23,25,29,31,42H,6-19,22,24,26-28,30,32-41H2,1-5H3/b21-20-,25-23-,31-29-/t42-/m1/s1	XMZFUVYOYPLVOA-VLHUWQDUSA-N	783.5778051	CHEBI:86119	HMDB0007980	
BASm0007495	(11Z)-hexadecenoyl-CoA			Expected Solid	CCCC/C=C\CCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C37H64N7O17P3S	InChI=1S/C37H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(46)65-21-20-39-27(45)18-19-40-35(49)32(48)37(2,3)23-58-64(55,56)61-63(53,54)57-22-26-31(60-62(50,51)52)30(47)36(59-26)44-25-43-29-33(38)41-24-42-34(29)44/h7-8,24-26,30-32,36,47-48H,4-6,9-23H2,1-3H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)/b8-7-/t26-,30-,31-,32+,36-/m1/s1	LFNOUYUFXGXNNP-UBPKJMQESA-N	1003.329226	CHEBI:86120		MMDBc0050080
BASm0007496	1-hexadecanoyl-2-(8Z,11Z,14Z-eicosatrienoyl)-sn-glycero-3-phosphocholine	PC(16:0/20:3(8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/20:3(8Z,11Z,14Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of homo-g-linolenic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the homo-g-linolenic acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			CCCCCCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCC\C=C/C\C=C/C\C=C/CCCCC	C44H82NO8P	InChI=1S/C44H82NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h14,16,20-21,23,25,42H,6-13,15,17-19,22,24,26-41H2,1-5H3/b16-14-,21-20-,25-23-/t42-/m1/s1	SRIGHEHXEGELQJ-YYQUKWHJSA-N	783.5778051	CHEBI:86121	HMDB0007981	
BASm0007497	(10E,12Z)-hexadecadienoyl-CoA	(10z,12e)-hexadecadienoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a (10Z_12E)-hexadeca-10_12-dienoic acid thioester of coenzyme A. (10z,12e)-hexadecadienoyl-coa is an acyl-CoA with 1 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. (10z,12e)-hexadecadienoyl-coa is therefore classified as a short chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. (10z,12e)-hexadecadienoyl-coa, being a short chain acyl-CoA is a substrate for short chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, (10Z,12E)-Hexadecadienoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of (10Z,12E)-Hexadecadienoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts (10Z,12E)-Hexadecadienoyl-CoA into (10Z_12E)-Hexadecadienoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, (10Z_12E)-Hexadecadienoylcarnitine is converted back to (10Z,12E)-Hexadecadienoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of (10Z,12E)-Hexadecadienoyl-CoA occurs in four steps. First, since (10Z,12E)-Hexadecadienoyl-CoA is a short chain acyl-CoA it is the substrate for a short chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of (10Z,12E)-Hexadecadienoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until (10Z,12E)-Hexadecadienoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.				C37H58N7O17P3S		BYTPWDGOFOHVBJ-KMDFORPKSA-J	997.2844699	CHEBI:86122	HMDB0301268	
BASm0007498	5alpha-cholest-8,14-dien-3beta-ol				CC(C)CCC[C@@H](C)[C@H]1CC=C2C3=C(CC[C@@]21C)[C@@]1(C)CC[C@H](O)C[C@@H]1CC3	C27H44O	InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h12,18-21,23,28H,6-11,13-17H2,1-5H3	AWBZPJQUWZBRII-UHFFFAOYSA-N	384.339216	CHEBI:86131		
BASm0007499	1-(9Z-octadecaenoyl)-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine	PC(18:1(9Z)/18:3(9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/18:3(9Z,12Z,15Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of a-linolenic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC/C=C\CCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C	C44H80NO8P	InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,15,17,20-23,42H,6-8,10,12-14,16,18-19,24-41H2,1-5H3/b11-9-,17-15-,22-20-,23-21-/t42-/m1/s1	FVQGNFUBHWGFCY-HJOYQDMMSA-N	781.5621551	CHEBI:86133	HMDB0008107	
BASm0007500	1-hexadecanoyl-2-(5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-sn-glycero-3-phosphocholine	PC(16:0/20:5(5Z,8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/20:5(5Z,8Z,11Z,14Z,17Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of eicosapentaenoic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the eicosapentaenoic acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C	C44H78NO8P	InChI=1S/C44H78NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h8,10,14,16,20-21,23,25,29,31,42H,6-7,9,11-13,15,17-19,22,24,26-28,30,32-41H2,1-5H3/b10-8-,16-14-,21-20-,25-23-,31-29-/t42-/m1/s1	KLTHQSWIRFFBRI-CPFPVJFHSA-N	779.546505	CHEBI:86137	HMDB0007984	
BASm0007502	(22R,7alpha)-dihydroxycholesterol	An oxysterol that is cholesterol which is substituted by hydroxy groups at positions 7alpha and 22R.			CC(C)CC[C@@H](O)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H46O3	InChI=1S/C27H46O3/c1-16(2)6-9-23(29)17(3)20-7-8-21-25-22(11-13-27(20,21)5)26(4)12-10-19(28)14-18(26)15-24(25)30/h15-17,19-25,28-30H,6-14H2,1-5H3/t17-,19-,20+,21-,22-,23+,24+,25-,26-,27+/m0/s1	ULLWYOKOOHAYDJ-SDLILUQASA-N		CHEBI:86145		
BASm0007503	(24S,25)-epoxy-7alpha-hydroxycholesterol	An oxysterol that is (24S,25)-epoxycholesterol bearing a hydroxy substituent at the 7alpha-position.			C[C@H](CC[C@@H]1OC1(C)C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H44O3	InChI=1S/C27H44O3/c1-16(6-9-23-25(2,3)30-23)19-7-8-20-24-21(11-13-27(19,20)5)26(4)12-10-18(28)14-17(26)15-22(24)29/h15-16,18-24,28-29H,6-14H2,1-5H3/t16-,18+,19-,20+,21+,22-,23+,24+,26+,27-/m1/s1	ZOABSEJBVHDTMB-HGDGZPEBSA-N		CHEBI:86146		
BASm0007504	(2E)-pentenoyl-CoA			Expected Solid	CC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C26H38N7O17P3S	InChI=1S/C26H42N7O17P3S/c1-4-5-6-17(35)54-10-9-28-16(34)7-8-29-24(38)21(37)26(2,3)12-47-53(44,45)50-52(42,43)46-11-15-20(49-51(39,40)41)19(36)25(48-15)33-14-32-18-22(27)30-13-31-23(18)33/h5-6,13-15,19-21,25,36-37H,4,7-12H2,1-3H3,(H,28,34)(H,29,38)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/p-4/b6-5+/t15-,19-,20-,21+,25-/m1/s1	GJSFKOVNQYGUGN-JQVZGLFNSA-J	845.1279693	CHEBI:86160	HMDB0062230	MMDBc0048775
BASm0007505	1,2-di-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine	PC(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)), in particular, consists of two chains of a-linolenic acid at the C-1 and C-2 positions. The a-linolenic acid moieties are derived from seed oils, especially canola and soybean oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	2701-19-1		CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC	C44H76NO8P	InChI=1S/C44H76NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h8-11,14-17,20-23,42H,6-7,12-13,18-19,24-41H2,1-5H3/b10-8-,11-9-,16-14-,17-15-,22-20-,23-21-/t42-/m1/s1	XXKFQTJOJZELMD-JICBSJGISA-N	777.5308549	CHEBI:86161	HMDB0008206	
BASm0007506	1-tetradecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine	PC(14:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the docosahexaenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C	C44H76NO8P	InChI=1S/C44H76NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-17-15-13-11-9-7-2/h8,10,14,16,19-20,22-23,25,27,31,33,42H,6-7,9,11-13,15,17-18,21,24,26,28-30,32,34-41H2,1-5H3/b10-8-,16-14-,20-19-,23-22-,27-25-,33-31-/t42-/m1/s1	HAIPHKFLSXSDAN-BLOCXYQCSA-N	777.5308549	CHEBI:86162	HMDB0007892	
BASm0007507	(24S,25R)-24,26-dihydroxycholesterol	An oxysterol that is cholesterol which is substituted by hydroxy groups at positions 24S and 27 and has S-configuration at position 25.			C[C@H](CC[C@H](O)[C@@H](C)CO)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H46O3	InChI=1S/C27H46O3/c1-17(5-10-25(30)18(2)16-28)22-8-9-23-21-7-6-19-15-20(29)11-13-26(19,3)24(21)12-14-27(22,23)4/h6,17-18,20-25,28-30H,5,7-16H2,1-4H3/t17-,18+,20+,21+,22-,23+,24+,25+,26+,27-/m1/s1	XMULUVSUDUCTFU-QDKHZERXSA-N		CHEBI:86165		
BASm0007508	lipid IIA	A lipid A derivative in which the phospho group at the anomeric carbon is esterified with a 4-amino-4-deoxy-β-L-arabinopyranosyl group			CCCCCCCCCCC[C@@H](O)CC(=O)N[C@H]1[C@H](OC[C@H]2O[C@H](OP(=O)([O-])O[C@H]3OC[C@H]([NH3+])[C@H](O)[C@H]3O)[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]2O)O[C@H](CO)[C@@H](OP(=O)([O-])[O-])[C@@H]1OC(=O)C[C@H](O)CCCCCCCCCCC	C73H139N3O26P2	InChI=1S/C73H139N3O26P2/c1-5-9-13-17-21-25-29-33-37-41-52(78)45-59(82)75-63-69(98-61(84)47-54(80)43-39-35-31-27-23-19-15-11-7-3)66(87)58(97-72(63)101-104(92,93)102-73-67(88)65(86)56(74)50-94-73)51-95-71-64(76-60(83)46-53(79)42-38-34-30-26-22-18-14-10-6-2)70(68(57(49-77)96-71)100-103(89,90)91)99-62(85)48-55(81)44-40-36-32-28-24-20-16-12-8-4/h52-58,63-73,77-81,86-88H,5-51,74H2,1-4H3,(H,75,82)(H,76,83)(H,92,93)(H2,89,90,91)/t52-,53-,54-,55-,56+,57-,58-,63-,64-,65+,66-,67-,68-,69-,70-,71-,72-,73-/m1/s1	TYGQMXOPLFWYPM-ISFHUDAKSA-N	1535.912206	CHEBI:86226		
BASm0007509	1-O-(1Z-hexadecenyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine	PC(P-16:0/18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-16:0/18:1(9Z)), in particular, consists of one chain of plasmalogen 16:0 at the C-1 position and one chain of oleic acid at the C-2 position. The plasmalogen 16:0 moiety is derived from animal fats, liver and kidney, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.	65877-71-6		CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](CO/C=C\CCCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C	C42H82NO7P	InChI=1S/C42H82NO7P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-42(44)50-41(40-49-51(45,46)48-38-36-43(3,4)5)39-47-37-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h20,22,34,37,41H,6-19,21,23-33,35-36,38-40H2,1-5H3/b22-20-,37-34-/t41-/m1/s1	CRBBMHQTIAELIS-KQBBALDBSA-N	743.5828905	CHEBI:86232	HMDB0011210	
BASm0007511	alpha-Kdo-(2->8)-[alpha-Kdo-(2->4)]-alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid IVA			Expected Solid	CCCCCCCCCCC[C@@H](O)CC(=O)N[C@H]1[C@H](OC[C@H]2O[C@H](OP(=O)([O-])[O-])[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]2O)O[C@H](CO[C@]2(C(=O)[O-])C[C@@H](O[C@]3(C(=O)[O-])C[C@@H](O[C@]4(C(=O)[O-])C[C@@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O4)[C@@H](O)[C@@H]([C@H](O)CO[C@]4(C(=O)[O-])C[C@@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O4)O3)[C@@H](O)[C@@H]([C@H](O)CO)O2)[C@@H](OP(=O)([O-])[O-])[C@@H]1OC(=O)C[C@H](O)CCCCCCCCCCC	C100H170N2O51P2	InChI=1S/C100H178N2O51P2/c1-5-9-13-17-21-25-29-33-37-41-59(106)45-73(116)101-77-89(144-75(118)47-61(108)43-39-35-31-27-23-19-15-11-7-3)83(124)71(142-92(77)153-155(136,137)138)57-139-91-78(102-74(117)46-60(107)42-38-34-30-26-22-18-14-10-6-2)90(145-76(119)48-62(109)44-40-36-32-28-24-20-16-12-8-4)88(152-154(133,134)135)72(143-91)58-141-98(94(127)128)51-69(81(122)86(149-98)67(114)55-105)147-100(96(131)132)52-70(146-99(95(129)130)50-64(111)80(121)85(150-99)66(113)54-104)82(123)87(151-100)68(115)56-140-97(93(125)126)49-63(110)79(120)84(148-97)65(112)53-103/h59-72,77-92,103-115,120-124H,5-58H2,1-4H3,(H,101,116)(H,102,117)(H,125,126)(H,127,128)(H,129,130)(H,131,132)(H2,133,134,135)(H2,136,137,138)/p-8/t59-,60-,61-,62-,63-,64-,65-,66-,67-,68-,69-,70-,71-,72-,77-,78-,79-,80-,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,97-,98-,99-,100-/m1/s1	YUDIFBNYJUUXNK-CHQVSXKGSA-F	2277.028962	CHEBI:86236		MMDBc0055715
BASm0007512	uridine-5'-aldehyde			Expected Solid	O=C[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1O	C9H10N2O6	InChI=1S/C9H10N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-4,6-8,14-15H,(H,10,13,16)/t4-,6-,7-,8-/m1/s1	FCMSQGXJQIDTCO-XVFCMESISA-N	242.0538861	CHEBI:86258		MMDBc0056366
BASm0007518					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCC=C)C(*)=O					CHEBI:86298		
BASm0007519					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCC#C)C(*)=O					CHEBI:86299		
BASm0007521	25-hydroxyvitamin D2	9,10-Secoergosta-5,7,10(19),22-tetraene-3,25-diol. Biologically active metabolite of vitamin D2 which is more active in curing rickets than its parent. The compound is believed to attach to the same receptor as vitamin D2 and 25-hydroxyvitamin D3.	21343-40-8			C28H44O2		KJKIIUAXZGLUND-ICCVIKJNSA-N	412.3341307	CHEBI:86319	HMDB0001438	
BASm0007522	1alpha,25-dihydroxyvitamin D2	Ercalcitriol is the active circulating metabolite of vitamin D2. Vitamin D2 is modified by 25-hydroxylase in the liver and 25-hydroxyvitamin D *-hydroxylase in the kidney to form the active metabolite, ercalcitriol, which is then metabolized by 25-hydroxyvitamin D-24-hydroxylase (24-OHase, CYP24A1, EC 1.14.13.13). The binding of ercalcitriol or their analogs to Vitamin D receptor (VDR), a nuclear receptor, activates VDR to interact with retinoid X receptor (RXR) and forms the VDR/RXR/cofactor complex, which binds to Vitamin D response elements in the promoter region of target genes to regulate gene transcription. The kidney is the major site of 25-hydroxyvitamin D*-hydroxylase (CYP27B1, EC 1.14.13.13), which is responsible for the activation of 25-hydroxyvitamin D. Of all the steroid hormones, ercalcitriol represents the most difficult challenge to the analytical biochemist with respect to quantization. Ercalcitriol circulates at pmol concentrations, is highly lipophilic and its precursor, 25-hydroxyvitamin D2, circulates at nmol levels. (PMID: 16242929, 17867378, 17197173).	60133-18-8		C[C@H](\C=C\[C@H](C)C(O)(C)C)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C	C28H44O3	InChI=1S/C28H44O3/c1-18(9-10-19(2)27(4,5)31)24-13-14-25-21(8-7-15-28(24,25)6)11-12-22-16-23(29)17-26(30)20(22)3/h9-12,18-19,23-26,29-31H,3,7-8,13-17H2,1-2,4-6H3/b10-9+,21-11+,22-12-/t18-,19+,23-,24-,25+,26+,28-/m1/s1	ZGLHBRQAEXKACO-XJRQOBMKSA-N	428.3290453	CHEBI:86320	HMDB0006225	
BASm0007523	a D-5-monosubstituted hydantoin				*[C@H]1NC(=O)NC1=O					CHEBI:86339		
BASm0007525	5beta-dihydroepitestosterone	5beta-dihydroepitestosterone is also known as (5beta)-17alpha-Hydroxyandrostan-3-one.  5beta-dihydroepitestosterone is considered to be practically insoluble (in water) and basic	5692-03-05		[H][C@@]12CC[C@@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])CC(=O)CC[C@]12C	C19H30O2	InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-17,21H,3-11H2,1-2H3/t12-,14+,15+,16+,17-,18+,19+/m1/s1	NVKAWKQGWWIWPM-BNFYIPGJSA-N	290.2245802	CHEBI:86377	HMDB0062608	
BASm0007526	5beta-dihydrocorticosterone	11beta,21-Dihydroxy-5beta-pregnane-3,20-dione is an intermediate in C21-Steroid hormone metabolism. 11beta,21-Dihydroxy-5beta-pregnane-3,20-dione is the 3rd to last step in the synthesis of 3alpha,20alpha,21-Trihydroxy-5beta-pregnane-11-one and is converted from Corticosterone via the enzyme 3-oxo-5beta-steroid 4-dehydrogenase (EC 1.3.99.6). It is then converted to Tetrahydrocorticosterone via the enzyme 3-alpha-hydroxysteroid dehydrogenase (EC 1.1.1.50).	566-01-8		C[C@]12CCC(=O)C[C@H]1CC[C@@H]1[C@@H]2[C@@H](O)C[C@]2(C)[C@@H](C(=O)CO)CC[C@@H]12	C21H32O4	InChI=1S/C21H32O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h12,14-17,19,22,24H,3-11H2,1-2H3/t12-,14+,15+,16?,17+,19-,20+,21+/m1/s1	CTTOFMJLOGMZRN-MGXYISIMSA-N	348.2300595	CHEBI:86381	HMDB0006757	
BASm0007527	5beta-dihydrodeoxycorticosterone	5beta-dihydrodeoxycorticosterone, also known as Hydroxydione or 21-Hydroxy-5beta-pregnane-3,20-dione, is classified as a member of the 21-hydroxysteroids. 21-hydroxysteroids are steroids carrying a hydroxyl group at the 21-position of the steroid backbone. 5beta-dihydrodeoxycorticosterone is considered to be practically insoluble (in water) and relatively neutral	0303-01-05		C[C@]12CCC(=O)C[C@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](C(=O)CO)CC[C@@H]12	C21H32O3	InChI=1S/C21H32O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h13,15-18,22H,3-12H2,1-2H3/t13-,15+,16+,17+,18-,20+,21+/m1/s1	USPYDUPOCUYHQL-VEVMSBRDSA-N	332.2351449	CHEBI:86384	HMDB0062609	
BASm0007528	3-sulfanylpropanoate			Expected Solid	O=C([O-])CCS	C3H5O2S	InChI=1S/C3H6O2S/c4-3(5)1-2-6/h6H,1-2H2,(H,4,5)/p-1	DKIDEFUBRARXTE-UHFFFAOYSA-M	105.0015742	CHEBI:86386		MMDBc0055419
BASm0007529	5beta-dihydroaldosterone	11beta,21-Dihydroxy-3,20-oxo-5beta-pregnan-18-al is an intermediate in C21-Steroid hormone metabolism. 11beta,21-Dihydroxy-3,20-oxo-5beta-pregnan-18-al is converted from Aldosterone via the enzyme 3-oxo-5beta-steroid 4-dehydrogenase (EC:1.3.99.6). It is then converted to 3alpha,11beta,21-Trihydroxy-20-oxo-5beta-pregnan-18-al via the enzyme 3-alpha-hydroxysteroid dehydrogenase (EC:1.1.1.50).			C[C@]12CCC(=O)C[C@H]1CC[C@@H]1[C@@H]2[C@@H](O)C[C@]2(C=O)[C@@H](C(=O)CO)CC[C@@H]12	C21H32O5	InChI=1S/C21H32O5/c1-20-7-6-13(24)8-12(20)2-3-14-15-4-5-16(18(26)10-22)21(15,11-23)9-17(25)19(14)20/h11-17,19,22,24-25H,2-10H2,1H3/t12-,13-,14+,15+,16?,17?,19-,20+,21?/m1/s1	YWTDWORQGPLRLL-SXWUTGHTSA-N	364.2249741	CHEBI:86389	HMDB0006754	
BASm0007530	(4R)-hydroxy-(6R)-2,2,6-trimethylcyclohexanone			Expected Solid	C[C@@H]1C[C@@H](O)CC(C)(C)C1=O	C9H16O2	InChI=1S/C9H16O2/c1-6-4-7(10)5-9(2,3)8(6)11/h6-7,10H,4-5H2,1-3H3/t6-,7-/m1/s1	CSPVUHYZUZZRGF-RNFRBKRXSA-N	156.1150298	CHEBI:86399		MMDBc0054954
BASm0007531	(6R)-2,2,6-trimethyl-1,4-cyclohexanedione			Expected Solid	C[C@@H]1CC(=O)CC(C)(C)C1=O	C9H14O2	InChI=1S/C9H14O2/c1-6-4-7(10)5-9(2,3)8(6)11/h6H,4-5H2,1-3H3/t6-/m1/s1	HVHHZSFNAYSPSA-ZCFIWIBFSA-N	154.0993797	CHEBI:86400		MMDBc0054975
BASm0007532	N-acetyl-demethyl-L-phosphinothricin		135093-66-2		CC(=O)N[C@@H](CC[PH](=O)[O-])C(=O)[O-]	C6H12NO5P	InChI=1S/C6H12NO5P/c1-4(8)7-5(6(9)10)2-3-13(11)12/h5,13H,2-3H2,1H3,(H,7,8)(H,9,10)(H,11,12)/t5-/m0/s1	VMEBCHDZEJWXIU-YFKPBYRVSA-N	209.0453095	CHEBI:86401		
BASm0007533	3-oxochol-4-en-24-oyl-CoA			Expected Solid	C[C@H](CCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C45H66N7O18P3S	InChI=1S/C45H70N7O18P3S/c1-25(29-9-10-30-28-8-7-26-20-27(53)12-15-44(26,4)31(28)13-16-45(29,30)5)6-11-34(55)74-19-18-47-33(54)14-17-48-41(58)38(57)43(2,3)22-67-73(64,65)70-72(62,63)66-21-32-37(69-71(59,60)61)36(56)42(68-32)52-24-51-35-39(46)49-23-50-40(35)52/h20,23-25,28-32,36-38,42,56-57H,6-19,21-22H2,1-5H3,(H,47,54)(H,48,58)(H,62,63)(H,64,65)(H2,46,49,50)(H2,59,60,61)/p-4/t25-,28+,29-,30+,31+,32-,36-,37-,38+,42-,44+,45-/m1/s1	VVQGMUPGBRZRFY-ABDXREKHSA-J	1117.341985	CHEBI:86412		MMDBc0055407
BASm0007534	3-oxo-cholest-4,24-dien-26-oyl-CoA			Expected Solid	CC(=CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C48H70N7O18P3S	InChI=1S/C48H74N7O18P3S/c1-27(32-12-13-33-31-11-10-29-22-30(56)14-17-47(29,5)34(31)15-18-48(32,33)6)8-7-9-28(2)45(61)77-21-20-50-36(57)16-19-51-43(60)40(59)46(3,4)24-70-76(67,68)73-75(65,66)69-23-35-39(72-74(62,63)64)38(58)44(71-35)55-26-54-37-41(49)52-25-53-42(37)55/h9,22,25-27,31-35,38-40,44,58-59H,7-8,10-21,23-24H2,1-6H3,(H,50,57)(H,51,60)(H,65,66)(H,67,68)(H2,49,52,53)(H2,62,63,64)/p-4/t27-,31+,32-,33+,34+,35-,38-,39-,40+,44-,47+,48-/m1/s1	GPXOWXUADRQDFI-MVJCTYHBSA-J	1157.373285	CHEBI:86414		MMDBc0055403
BASm0007535	4-hydroxybenzoyl-5'-AMP			Expected Solid	Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OC(=O)c2ccc(O)cc2)[C@@H](O)[C@H]1O	C17H17N5O9P	InChI=1S/C17H18N5O9P/c18-14-11-15(20-6-19-14)22(7-21-11)16-13(25)12(24)10(30-16)5-29-32(27,28)31-17(26)8-1-3-9(23)4-2-8/h1-4,6-7,10,12-13,16,23-25H,5H2,(H,27,28)(H2,18,19,20)/p-1/t10-,12-,13-,16-/m1/s1	DMJCKNFAONBFQI-XNIJJKJLSA-M	466.0769377	CHEBI:86435		MMDBc0055516
BASm0007536	2-hydroxybenzoyl-5'-AMP			Expected Solid	Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OC(=O)c2ccccc2O)[C@@H](O)[C@H]1O	C17H17N5O9P	InChI=1S/C17H18N5O9P/c18-14-11-15(20-6-19-14)22(7-21-11)16-13(25)12(24)10(30-16)5-29-32(27,28)31-17(26)8-3-1-2-4-9(8)23/h1-4,6-7,10,12-13,16,23-25H,5H2,(H,27,28)(H2,18,19,20)/p-1/t10-,12-,13-,16-/m1/s1	AESBJQJIAHTCHE-XNIJJKJLSA-M	466.0769377	CHEBI:86458		MMDBc0055243
BASm0007537	(R)-lipoyl-GMP	An organophosphate oxoanion obtained by deprotonation of the phosphate OH group of (R)-lipoyl-GMP; major species at pH 7.3.			Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)([O-])OC(=O)CCCC[C@@H]3CCSS3)[C@@H](O)[C@H]2O)c(=O)[nH]1	C18H25N5O9PS2	InChI=1S/C18H26N5O9PS2/c19-18-21-15-12(16(27)22-18)20-8-23(15)17-14(26)13(25)10(31-17)7-30-33(28,29)32-11(24)4-2-1-3-9-5-6-34-35-9/h8-10,13-14,17,25-26H,1-7H2,(H,28,29)(H3,19,21,22,27)/p-1/t9-,10-,13-,14-,17-/m1/s1	CBFBRENOWPXOON-GDHWZLSQSA-M		CHEBI:86460		
BASm0007538					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1ccccc1O)C(*)=O					CHEBI:86464		
BASm0007539	N-tetradecanoylglycine				CCCCCCCCCCCCCC(=O)NCC(=O)[O-]	C16H31NO3	InChI=1S/C16H31NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15(18)17-14-16(19)20/h2-14H2,1H3,(H,17,18)(H,19,20)	DYUGTPXLDJQBRB-UHFFFAOYSA-N		CHEBI:86500		
BASm0007540	(2R)-2-methyltetradecanoyl-CoA			Expected Solid	CCCCCCCCCCCC[C@@H](C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C36H64N7O17P3S	InChI=1S/C36H64N7O17P3S/c1-5-6-7-8-9-10-11-12-13-14-15-24(2)35(48)64-19-18-38-26(44)16-17-39-33(47)30(46)36(3,4)21-57-63(54,55)60-62(52,53)56-20-25-29(59-61(49,50)51)28(45)34(58-25)43-23-42-27-31(37)40-22-41-32(27)43/h22-25,28-30,34,45-46H,5-21H2,1-4H3,(H,38,44)(H,39,47)(H,52,53)(H,54,55)(H2,37,40,41)(H2,49,50,51)/t24-,25-,28-,29-,30+,34-/m1/s1	KJEFZXSIQKASDI-MOTPQXBDSA-N	991.3292239	CHEBI:86520		MMDBc0054046
BASm0007541	(2S)-2-methyltetradecanoyl-CoA			Expected Solid	CCCCCCCCCCCC[C@H](C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C36H64N7O17P3S	InChI=1S/C36H64N7O17P3S/c1-5-6-7-8-9-10-11-12-13-14-15-24(2)35(48)64-19-18-38-26(44)16-17-39-33(47)30(46)36(3,4)21-57-63(54,55)60-62(52,53)56-20-25-29(59-61(49,50)51)28(45)34(58-25)43-23-42-27-31(37)40-22-41-32(27)43/h22-25,28-30,34,45-46H,5-21H2,1-4H3,(H,38,44)(H,39,47)(H,52,53)(H,54,55)(H2,37,40,41)(H2,49,50,51)/t24-,25-,28-,29-,30+,34-/m1/s1	KJEFZXSIQKASDI-MOTPQXBDSA-N	991.3292239	CHEBI:86521		MMDBc0054046
BASm0007542	4-acetoxybenzaldehyde			Expected Solid	CC(=O)Oc1ccc(C=O)cc1	C9H8O3	InChI=1S/C9H8O3/c1-7(11)12-9-4-2-8(6-10)3-5-9/h2-6H,1H3	SEVSMVUOKAMPDO-UHFFFAOYSA-N	164.0473441	CHEBI:86559		MMDBc0054260
BASm0007543	cholestanol	5alpha-Cholestanol, also known as cholestanol or dihydrocholesterol, belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Thus, 5alpha-cholestanol is considered to be a sterol lipid molecule. 5alpha-Cholestanol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 5alpha-Cholestanol is a potentially toxic compound.	80-97-7	Solid	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H48O	InChI=1S/C27H48O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-25,28H,6-17H2,1-5H3/t19-,20+,21+,22+,23-,24+,25+,26+,27-/m1/s1	QYIXCDOBOSTCEI-QCYZZNICSA-N	388.3705162	CHEBI:86570	HMDB0000908	
BASm0007544	1-(3,4-dimethoxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol			Expected Solid	COc1ccc(C(O)C(CO)Oc2ccccc2OC)cc1OC	C18H22O6	InChI=1S/C18H22O6/c1-21-13-6-4-5-7-15(13)24-17(11-19)18(20)12-8-9-14(22-2)16(10-12)23-3/h4-10,17-20H,11H2,1-3H3	IEWUCQVFAWBYOC-UHFFFAOYSA-N	334.1416384	CHEBI:86963		MMDBc0055095
BASm0007545	(2R,6)-dimethylheptanoyl-CoA			Expected Solid	CC(C)CCC[C@@H](C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C30H48N7O17P3S	InChI=1S/C30H52N7O17P3S/c1-17(2)7-6-8-18(3)29(42)58-12-11-32-20(38)9-10-33-27(41)24(40)30(4,5)14-51-57(48,49)54-56(46,47)50-13-19-23(53-55(43,44)45)22(39)28(52-19)37-16-36-21-25(31)34-15-35-26(21)37/h15-19,22-24,28,39-40H,6-14H2,1-5H3,(H,32,38)(H,33,41)(H,46,47)(H,48,49)(H2,31,34,35)(H2,43,44,45)/p-4/t18?,19-,22-,23-,24+,28-/m1/s1	GPXWBKWDXPBLKS-LNSOOWQSSA-J	903.2062196	CHEBI:86982		MMDBc0048756
BASm0007546	(2S,6)-dimethylheptanoyl-CoA			Expected Solid		C30H48N7O17P3S		GPXWBKWDXPBLKS-WDMCVEARSA-J	903.2062196	CHEBI:86983		MMDBc0048756
BASm0007547	carboxyphosphate				O=C([O-])OP(=O)([O-])O	CH3O6P	InChI=1S/CH3O6P/c2-1(3)7-8(4,5)6/h(H,2,3)(H2,4,5,6)	LQQCGEGRINLHDP-UHFFFAOYSA-N	141.9667248	CHEBI:86994		
BASm0007559	4,4-dimethyl-5alpha-cholest-8-en-3beta-ol	4,4-Dimethyl-5alpha-cholesta-8-en-3beta-ol is involved in the biosynthesis of steriods. 4,4-Dimethyl-5alpha-cholesta-8-en-3beta-ol is reversibly converted into 14-Demethyllanosterol by delta24-sterol reductase [EC:1.3.1.72].			CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3	C29H50O	InChI=1S/C29H50O/c1-19(2)9-8-10-20(3)22-12-13-23-21-11-14-25-27(4,5)26(30)16-18-29(25,7)24(21)15-17-28(22,23)6/h19-20,22-23,25-26,30H,8-18H2,1-7H3/t20-,22-,23?,25+,26+,28-,29-/m1/s1	FYHRVINOXYETMN-HFPXORMNSA-N	414.3861662	CHEBI:87044	HMDB0006840	
BASm0007560	4alpha-hydroxymethyl-4beta-methyl-5alpha-cholest-8-en-3beta-ol	4alpha-hydroxymethyl-4beta-methyl-5alpha-cholesta-8-en-3beta-ol is a 3-beta-hydroxysterol that is an intermediate in cholesterol biosynthesis II (via 24,25-dihydrolanosterol). It is a substrate for C-4 methyl sterol oxidase (SC4MOL) and can be generated from the enzymatic reduction of 4alpha-formyl-4beta-methyl-5alpha-cholesta-8-en-3beta-ol or from the enzymatic oxidation of 4,4-dimethyl-5alpha-cholesta-8-en-3-beta-ol. The sequence of reactions and the types of intermediates in cholesterol biosynthesis may vary. Alternate routes exist because reduction of the carbon 24,25 double bond on the hydrocarbon side chain of the sterol ring structure by sterol delta24-reductase can occur at multiple points in the pathway, giving rise to different intermediates. These intermediates, with or without a double bond in the hydrocarbon side chain, can serve as substrates for the other enzymes in the pathway.			CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@](C)(CO)[C@@H]1CC3	C29H50O2	InChI=1S/C29H50O2/c1-19(2)8-7-9-20(3)22-11-12-23-21-10-13-25-28(5,24(21)14-16-27(22,23)4)17-15-26(31)29(25,6)18-30/h19-20,22-23,25-26,30-31H,7-18H2,1-6H3/t20?,22?,23?,25?,26-,27+,28+,29-/m0/s1	UVSRXDFMOZKKGE-AEWFMJFUSA-N	430.3810808	CHEBI:87045	HMDB0012171	
BASm0007561	4alpha-hydroxyformyl-4beta-methyl-5alpha-cholest-8-en-3beta-ol	4alpha-formyl-4beta-methyl-5alpha-cholesta-8-en-3beta-ol is a 3-beta-hydroxysterol that is an intermediate in cholesterol biosynthesis II (via 24,25-dihydrolanosterol). It is a substrate for C-4 methyl sterol oxidase (SC4MOL) and can be generated from the enzymatic reduction of 4alpha-carboxy-4beta-methyl-5alpha-cholesta-8-en-3beta-ol or from the enzymatic oxidation of 4alpha-hydroxymethyl-4beta-methyl-5alpha-cholesta-8-en-3beta-ol. The sequence of reactions and the types of intermediates in cholesterol biosynthesis may vary. Alternate routes exist because reduction of the carbon 24,25 double bond on the hydrocarbon side chain of the sterol ring structure by sterol delta24-reductase can occur at multiple points in the pathway, giving rise to different intermediates. These intermediates, with or without a double bond in the hydrocarbon side chain, can serve as substrates for the other enzymes in the pathway.			CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@](C)(C=O)[C@@H]1CC3	C29H48O2	InChI=1S/C29H48O2/c1-19(2)8-7-9-20(3)22-11-12-23-21-10-13-25-28(5,24(21)14-16-27(22,23)4)17-15-26(31)29(25,6)18-30/h18-20,22-23,25-26,31H,7-17H2,1-6H3/t20?,22?,23?,25?,26-,27+,28+,29-/m0/s1	WWTBBRMTEFBUND-AEWFMJFUSA-N	428.3654308	CHEBI:87046	HMDB0012168	
BASm0007562	4alpha-carboxy-4beta-methyl-5alpha-cholest-8-en-3beta-ol	4α-carboxy-4β-methyl-5α-cholesta-8-en-3β-ol is considered to be practically insoluble (in water) and acidic.  4α-carboxy-4β-methyl-5α-cholesta-8-en-3β-ol is a sterol lipid molecule			CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@](C)(C(=O)[O-])[C@@H]1CC3	C29H48O3	InChI=1S/C29H48O3/c1-18(2)8-7-9-19(3)21-11-12-22-20-10-13-24-28(5,23(20)14-16-27(21,22)4)17-15-25(30)29(24,6)26(31)32/h18-19,21-22,24-25,30H,7-17H2,1-6H3,(H,31,32)/t19-,21-,22+,24-,25+,27-,28-,29+/m1/s1	GLCDBDRQLZKKOJ-LJAIZBFVSA-N	444.3603454	CHEBI:87047	HMDB0062384	
BASm0007563	hepta-acyl lipid A (E. coli)			Expected Solid	CCCCCCCCCCCCCCCC(=O)O[C@H](CCCCCCCCCCC)CC(=O)N[C@H]1[C@@H](OP(=O)([O-])[O-])O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](OP(=O)([O-])[O-])[C@H](OC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@H]2NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@@H](O)[C@@H]1OC(=O)C[C@H](O)CCCCCCCCCCC	C110H204N2O26P2	InChI=1S/C110H208N2O26P2/c1-8-15-22-29-36-43-45-46-48-55-62-68-75-82-98(117)130-91(78-71-64-57-50-39-32-25-18-11-4)85-96(115)111-103-107(135-101(120)84-90(114)77-70-63-56-49-38-31-24-17-10-3)105(122)95(134-110(103)138-140(126,127)128)89-129-109-104(112-97(116)86-92(79-72-65-58-51-40-33-26-19-12-5)131-99(118)81-74-67-60-53-42-35-28-21-14-7)108(106(94(88-113)133-109)137-139(123,124)125)136-102(121)87-93(80-73-66-59-52-41-34-27-20-13-6)132-100(119)83-76-69-61-54-47-44-37-30-23-16-9-2/h90-95,103-110,113-114,122H,8-89H2,1-7H3,(H,111,115)(H,112,116)(H2,123,124,125)(H2,126,127,128)/p-4/t90-,91-,92-,93-,94-,95-,103-,104-,105-,106-,107-,108-,109-,110-/m1/s1	VOXDTCSXQHOYKC-XGEOUJBZSA-J	2031.419953	CHEBI:87048		MMDBc0056023
BASm0007564	lipid IVB (E. coli)	An lipid IVA oxoanion arising from deprotonation of the phosphate OH groups of lipid IVB; major species at pH 7.3.			CCCCCCCCCCCCCCCC(=O)O[C@H](CCCCCCCCCCC)CC(=O)N[C@H]1[C@@H](OP(=O)([O-])[O-])O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](OP(=O)([O-])[O-])[C@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@H]2NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](O)[C@@H]1OC(=O)C[C@H](O)CCCCCCCCCCC	C84H156N2O24P2	InChI=1S/C84H160N2O24P2/c1-6-11-16-21-26-31-32-33-34-39-44-49-54-59-74(93)104-69(58-53-48-43-38-30-25-20-15-10-5)63-73(92)86-77-81(107-75(94)61-67(89)56-51-46-41-36-28-23-18-13-8-3)79(96)71(106-84(77)110-112(100,101)102)65-103-83-78(85-72(91)60-66(88)55-50-45-40-35-27-22-17-12-7-2)82(80(70(64-87)105-83)109-111(97,98)99)108-76(95)62-68(90)57-52-47-42-37-29-24-19-14-9-4/h66-71,77-84,87-90,96H,6-65H2,1-5H3,(H,85,91)(H,86,92)(H2,97,98,99)(H2,100,101,102)/p-4/t66-,67-,68-,69-,70-,71-,77-,78-,79-,80-,81-,82-,83-,84-/m1/s1	AAVXLHPJFCDXQA-HWRCWJQOSA-J		CHEBI:87049		
BASm0007565	4alpha-methyl-5alpha-cholest-8-en-3-one	4Alpha-methyl-5alpha-cholesta-8-en-3-one is involved in the cholesterol biosynthesis II(via 24,25-dihydrolanosterol) pathway. It can be generated from the enzymatic reduction of 4A-methyl-cholesta-8-enol or enzymatic oxidation of 4a-carboxy-4b-methyl-5a-cholesta-8-en-3b-ol.The sequence of reactions and the types of intermediates in cholesterol biosynthesis may vary. Alternate routes exist because reduction of the carbon 24,25 double bond on the hydrocarbon side chain of the sterol ring structure by sterol delta24-reductase can occur at multiple points in the pathway, giving rise to different intermediates. These intermediates, with or without a double bond in the hydrocarbon side chain, can serve as substrates for the other enzymes in the pathway.			CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)[C@@H](C)[C@@H]1CC3	C28H46O	InChI=1S/C28H46O/c1-18(2)8-7-9-19(3)22-12-13-24-21-10-11-23-20(4)26(29)15-17-28(23,6)25(21)14-16-27(22,24)5/h18-20,22-24H,7-17H2,1-6H3/t19?,20-,22?,23?,24?,27+,28-/m0/s1	SDZUXFFGOQZLPK-RJBGAFQBSA-N	398.3548661	CHEBI:87050	HMDB0012174	
BASm0007566	4alpha-methyl-5alpha-cholest-8-en-3beta-ol	4α-methyl-cholesta-8-enol, also known as Methost-8-enol, is classified as a cholesterol or a Cholesterol derivative. Cholesterols are compounds containing a 3-hydroxylated cholestane core. 4α-methyl-cholesta-8-enol is considered to be practically insoluble (in water) and basic.  4α-methyl-cholesta-8-enol is a sterol lipid molecule	5241-22-5		CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@H](C)[C@@H]1CC3	C28H48O	InChI=1S/C28H48O/c1-18(2)8-7-9-19(3)22-12-13-24-21-10-11-23-20(4)26(29)15-17-28(23,6)25(21)14-16-27(22,24)5/h18-20,22-24,26,29H,7-17H2,1-6H3/t19-,20+,22-,23+,24+,26+,27-,28+/m1/s1	SCEZIHJVTBQOLS-YIJYGBTNSA-N	400.3705162	CHEBI:87051	HMDB0062394	
BASm0007567	4alpha-hydroxymethyl-5alpha-cholest-8-en-3beta-ol	4Alpha-hydroxymethyl-5alpha-cholesta-8-en-3beta-ol is a 3-beta-hydroxysterol that is an intermediate in cholesterol biosynthesis. It is a substrate for C-4 methyl sterol oxidase (SC4MOL) and can be generated from the enzymatic reduction of 4a-formyl-5a-cholesta-8-en-3b-ol. The sequence of reactions and the types of intermediates in cholesterol biosynthesis may vary. Alternate routes exist because reduction of the carbon 24,25 double bond on the hydrocarbon side chain of the sterol ring structure by sterol delta24-reductase can occur at multiple points in the pathway, giving rise to different intermediates. These intermediates, with or without a double bond in the hydrocarbon side chain, can serve as substrates for the other enzymes in the pathway.			CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@H](CO)[C@@H]1CC3	C28H48O2	InChI=1S/C28H48O2/c1-18(2)7-6-8-19(3)22-11-12-23-20-9-10-24-21(17-29)26(30)14-16-28(24,5)25(20)13-15-27(22,23)4/h18-19,21-24,26,29-30H,6-17H2,1-5H3/t19?,21-,22?,23?,24?,26-,27+,28-/m0/s1	UPEGTKGKNWDIAN-GYISYUOESA-N	416.3654308	CHEBI:87053	HMDB0012173	
BASm0007568	4alpha-formyl-5alpha-cholest-8-en-3beta-ol	4alpha-formyl-5alpha-cholesta-8-en-3beta-ol is a 3-beta-hydroxysterol that is an intermediate in cholesterol biosynthesis II (via 24,25-dihydrolanosterol). It is a substrate for C-4 methyl sterol oxidase (SC4MOL) and can be generated from the enzymatic oxidation of 4alpha-hydroxymethyl-5alpha-cholesta-8-en-3beta-ol or from the enzymatic reduction of 4alpha-carboxy-5alpha-cholesta-8-en-3beta-ol. The sequence of reactions and the types of intermediates in cholesterol biosynthesis II (via 24,25-dihydrolanosterol) may vary. Alternate routes exist because reduction of the carbon 24,25 double bond on the hydrocarbon side chain of the sterol ring structure by sterol delta24-reductase can occur at multiple points in the pathway, giving rise to different intermediates. These intermediates, with or without a double bond in the hydrocarbon side chain, can serve as substrates for the other enzymes in the pathway.			CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@H](C=O)[C@@H]1CC3	C28H46O2	InChI=1S/C28H46O2/c1-18(2)7-6-8-19(3)22-11-12-23-20-9-10-24-21(17-29)26(30)14-16-28(24,5)25(20)13-15-27(22,23)4/h17-19,21-24,26,30H,6-16H2,1-5H3/t19?,21-,22?,23?,24?,26-,27+,28-/m0/s1	MHYWFGFPMGLYBL-GYISYUOESA-N	414.3497807	CHEBI:87054	HMDB0012169	
BASm0007569	4alpha-carboxy-5alpha-cholest-8-ene-3beta-ol	4α-carboxy-5α-cholesta-8-en-3β-ol is also known as 4alpha-Carboxy-5alpha-cholest-8-en-3beta-ol.  4α-carboxy-5α-cholesta-8-en-3β-ol is considered to be practically insoluble (in water) and acidic.  4α-carboxy-5α-cholesta-8-en-3β-ol is a sterol lipid molecule				C28H45O3		RODBXVVNKJCWQR-GSQAGGHASA-M	429.3374189	CHEBI:87055	HMDB0062386	
BASm0007570	5alpha-cholest-8-en-3-one	5Alpha-cholesta-8-en-3-one is involved in the cholesterol biosynthesis II(via 24,25-dihydrolanosterol) pathway. It can be generated from the enzymatic reduction of 4a-methyl-cholesta-8-enol or enzymatic oxidation of 4a-carboxy-4b-methyl-5a-cholesta-8-en-3b-ol.The sequence of reactions and the types of intermediates in cholesterol biosynthesis may vary. Alternate routes exist because reduction of the carbon 24,25 double bond on the hydrocarbon side chain of the sterol ring structure by sterol delta24-reductase can occur at multiple points in the pathway, giving rise to different intermediates. These intermediates, with or without a double bond in the hydrocarbon side chain, can serve as substrates for the other enzymes in the pathway.			[H][C@@](C)(CCCC(C)C)[C@@]1([H])CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)C[C@]1([H])CC3	C27H44O	InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-20,23-24H,6-17H2,1-5H3/t19-,20+,23-,24+,26+,27-/m1/s1	RZSXSHNNQBIPTL-ZSBATXSLSA-N	384.339216	CHEBI:87056	HMDB0012178	
BASm0007571	32-hydroxy-24,25-dihydrolanosterol	4,4-Dimethyl-14alpha-hydroxymethyl-5alpha-cholesta-8-en-3beta-ol is a 3-beta-hydroxysterol that is an intermediate in cholesterol biosynthesis. It is a substrate for lanosterol 14alpha-demethylase (CYP51A1) and can be generated from the enzymatic oxidation of 24,25-dihydrolanosteroland and from the enzymatic reduction of 4,4-dimethyl-14alpha-formyl-5alpha-cholesta-8-en-3beta-ol. The sequence of reactions and the types of intermediates in cholesterol biosynthesis may vary. Alternate routes exist because reduction of the carbon 24,25 double bond on the hydrocarbon side chain of the sterol ring structure by sterol delta24-reductase can occur at multiple points in the pathway, giving rise to different intermediates. These intermediates, with or without a double bond in the hydrocarbon side chain, can serve as substrates for the other enzymes in the pathway.			CC(C)CCC[C@@H](C)[C@H]1CC[C@@]2(CO)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3	C30H52O2	InChI=1S/C30H52O2/c1-20(2)9-8-10-21(3)22-14-18-30(19-31)24-11-12-25-27(4,5)26(32)15-16-28(25,6)23(24)13-17-29(22,30)7/h20-22,25-26,31-32H,8-19H2,1-7H3/t21-,22-,25+,26+,28-,29-,30-/m1/s1	SJPDNXKPBQHPMZ-PUXRVUTHSA-N	444.3967309	CHEBI:87057	HMDB0012160	
BASm0007572	lipid IIB			Expected Solid	[H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO[C@]2([H])O[C@]([H])(CO)[C@@]([H])(OP(O)(O)=O)[C@]([H])(OC(=O)C[C@]([H])(O)CCCCCCCCCCC)[C@@]2([H])N=C([O-])C[C@]([H])(O)CCCCCCCCCCC)O[C@]([H])(OP(O)(=O)O[C@@]2([H])OC[C@]([H])(N)[C@]([H])(O)[C@@]2([H])O)[C@]1([H])N=C([O-])C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C89H167N3O27P2	InChI=1S/C89H169N3O27P2/c1-6-11-16-21-26-31-32-33-34-39-44-49-54-59-76(99)112-70(58-53-48-43-38-30-25-20-15-10-5)63-75(98)92-79-85(115-77(100)61-68(95)56-51-46-41-36-28-23-18-13-8-3)82(103)73(114-88(79)118-121(108,109)119-89-83(104)81(102)71(90)65-110-89)66-111-87-80(91-74(97)60-67(94)55-50-45-40-35-27-22-17-12-7-2)86(84(72(64-93)113-87)117-120(105,106)107)116-78(101)62-69(96)57-52-47-42-37-29-24-19-14-9-4/h67-73,79-89,93-96,102-104H,6-66,90H2,1-5H3,(H,91,97)(H,92,98)(H,108,109)(H2,105,106,107)/p-2/t67-,68-,69-,70-,71+,72-,73-,79-,80-,81+,82-,83-,84-,85-,86-,87-,88-,89-/m1/s1	KQPSNVBCBKBYRA-MVRMDACESA-L	1772.127318	CHEBI:87058		MMDBc0056075
BASm0007573	32-oxo-24,25-dihydrolanosterol	4, 4-Dimethyl-14alpha-formyl-5alpha-cholesta-8-en-3beta-ol is a 3-beta-hydroxysterol that is an intermediate in cholesterol biosynthesis. It is a substrate for lanosterol 14alpha-demethylase (CYP51A1) and can be generated from the enzymatic oxidation of 4,4-dimethyl-14alpha-hydroxymethyl-5alpha-cholesta-8-en-3beta-ol. The sequence of reactions and the types of intermediates in cholesterol biosynthesis may vary. Alternate routes exist because reduction of the carbon 24,25 double bond on the hydrocarbon side chain of the sterol ring structure by sterol delta24-reductase can occur at multiple points in the pathway, giving rise to different intermediates. These intermediates, with or without a double bond in the hydrocarbon side chain, can serve as substrates for the other enzymes in the pathway.			CC(C)CCC[C@@H](C)[C@H]1CC[C@@]2(C=O)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3	C30H50O2	InChI=1S/C30H50O2/c1-20(2)9-8-10-21(3)22-14-18-30(19-31)24-11-12-25-27(4,5)26(32)15-16-28(25,6)23(24)13-17-29(22,30)7/h19-22,25-26,32H,8-18H2,1-7H3/t21?,22?,25?,26-,28+,29+,30+/m0/s1	MKMLAQLNFVFNRK-XQVXCQOBSA-N	442.3810808	CHEBI:87060	HMDB0012159	
BASm0007574					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1NC(C)=O					CHEBI:87075		
BASm0007575					*N[C@@H](CO[C@H]1O[C@H](CO)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@H]1NC(C)=O)C(*)=O					CHEBI:87079		
BASm0007576					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](CO)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@H]1NC(C)=O					CHEBI:87080		
BASm0007578	2-O-(alpha-D-glucopyranosyl)-sn-glycerol 3-phosphate			Expected Solid	O=P([O-])([O-])OC[C@@H](CO)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C9H17O11P	InChI=1S/C9H19O11P/c10-1-4(3-18-21(15,16)17)19-9-8(14)7(13)6(12)5(2-11)20-9/h4-14H,1-3H2,(H2,15,16,17)/p-2/t4-,5-,6-,7+,8-,9+/m1/s1	PLJAVYDLNJODGD-NZJLWHDDSA-L	332.0519455	CHEBI:87089		MMDBc0055260
BASm0007579	3,8-dideoxy-8-oxo-alpha-D-manno-octulosonate			Expected Solid	[H][C@@](O)(C=O)[C@@]1([H])O[C@](O)(C[C@@]([H])(O)[C@@]1([H])O)C([O-])=O	C8H11O8	InChI=1S/C8H12O8/c9-2-4(11)6-5(12)3(10)1-8(15,16-6)7(13)14/h2-6,10-12,15H,1H2,(H,13,14)/p-1/t3-,4-,5-,6-,8-/m1/s1	RSSDMTJWCNYGHQ-HXUQBWEZSA-M	235.0459409	CHEBI:87090		MMDBc0055436
BASm0007580	8-amino-3,8-dideoxy-alpha-D-manno-octulosonate			Expected Solid	[H][C@@](O)(CN)[C@@]1([H])O[C@](O)(C[C@@]([H])(O)[C@@]1([H])O)C(O)=O	C8H15NO7	InChI=1S/C8H15NO7/c9-2-4(11)6-5(12)3(10)1-8(15,16-6)7(13)14/h3-6,10-12,15H,1-2,9H2,(H,13,14)/t3-,4-,5-,6-,8-/m1/s1	GOPKKCUKKPELKY-HXUQBWEZSA-N	237.0848518	CHEBI:87091		MMDBc0055646
BASm0007581	lipid A hexaacyl 1-(2-aminoethyl diphosphate)	A lipid A oxoanion arising from deprotonation of the phosphate OH groups and protonation of the amino group of lipid A 1-(2-aminoethyl diphosphate); major species at pH 7.3.			CCCCCCCCCCCCCC(=O)O[C@H](CCCCCCCCCCC)CC(=O)O[C@@H]1[C@@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@H](OC[C@H]2O[C@H](OP(=O)([O-])OP(=O)([O-])OCC[NH3+])[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]2O)O[C@H](CO)[C@H]1OP(=O)([O-])[O-]	C96H181N3O28P3	InChI=1S/C96H184N3O28P3/c1-7-13-19-25-31-37-38-44-50-56-62-68-86(106)120-80(66-60-54-48-42-35-29-23-17-11-5)74-88(108)124-94-90(99-84(104)73-79(65-59-53-47-41-34-28-22-16-10-4)119-85(105)67-61-55-49-43-36-30-24-18-12-6)95(121-81(75-100)92(94)125-128(110,111)112)117-76-82-91(109)93(123-87(107)72-78(102)64-58-52-46-40-33-27-21-15-9-3)89(96(122-82)126-130(115,116)127-129(113,114)118-70-69-97)98-83(103)71-77(101)63-57-51-45-39-32-26-20-14-8-2/h77-82,89-96,100-102,109H,7-76,97H2,1-6H3,(H,98,103)(H,99,104)(H,113,114)(H,115,116)(H2,110,111,112)/p-3/t77-,78-,79-,80-,81-,82-,89-,90-,91-,92-,93-,94-,95-,96-/m1/s1	FOCHAVFXCSYXDE-MCJXJNKNSA-K		CHEBI:87095		
BASm0007582	lipid A 1,4'-bis(2-aminoethyl diphosphate)	A lipid A oxoanion arising from deprotonation of the phosphate OH groups and protonation of the amino groups of lipid A 1,4'-bis(2-aminoethyl diphosphate); major species at pH 7.3.			CCCCCCCCCCCCCC(=O)O[C@H](CCCCCCCCCCC)CC(=O)O[C@@H]1[C@@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@H](OC[C@H]2O[C@H](OP(=O)([O-])OP(=O)([O-])OCC[NH3+])[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]2O)O[C@H](CO)[C@H]1OP(=O)([O-])OP(=O)([O-])OCC[NH3+]	C98H188N4O31P4	InChI=1S/C98H190N4O31P4/c1-7-13-19-25-31-37-38-44-50-56-62-68-88(109)125-82(66-60-54-48-42-35-29-23-17-11-5)76-90(111)129-96-92(102-86(107)75-81(65-59-53-47-41-34-28-22-16-10-4)124-87(108)67-61-55-49-43-36-30-24-18-12-6)97(126-83(77-103)94(96)130-136(117,118)132-134(113,114)122-71-69-99)121-78-84-93(112)95(128-89(110)74-80(105)64-58-52-46-40-33-27-21-15-9-3)91(98(127-84)131-137(119,120)133-135(115,116)123-72-70-100)101-85(106)73-79(104)63-57-51-45-39-32-26-20-14-8-2/h79-84,91-98,103-105,112H,7-78,99-100H2,1-6H3,(H,101,106)(H,102,107)(H,113,114)(H,115,116)(H,117,118)(H,119,120)/p-2/t79-,80-,81-,82-,83-,84-,91-,92-,93-,94-,95-,96-,97-,98-/m1/s1	DLIPKPGPWQYBIG-QCNFZHBJSA-L		CHEBI:87096		
BASm0007583	lipid A 4'-(2-aminoethyl diphosphate) (E. coli)	A lipid A oxoanion arising from deprotonation of the phosphate OH groups and protonation of the amino group of lipid A 4'-(2-aminoethyl diphosphate); major species at pH 7.3.			CCCCCCCCCCCCCC(=O)O[C@H](CCCCCCCCCCC)CC(=O)O[C@@H]1[C@@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@H](OC[C@H]2O[C@H](OP(=O)([O-])[O-])[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]2O)O[C@H](CO)[C@H]1OP(=O)([O-])OP(=O)([O-])OCC[NH3+]	C96H181N3O28P3	InChI=1S/C96H184N3O28P3/c1-7-13-19-25-31-37-38-44-50-56-62-68-86(106)120-80(66-60-54-48-42-35-29-23-17-11-5)74-88(108)124-94-90(99-84(104)73-79(65-59-53-47-41-34-28-22-16-10-4)119-85(105)67-61-55-49-43-36-30-24-18-12-6)95(121-81(75-100)92(94)125-130(115,116)127-129(113,114)118-70-69-97)117-76-82-91(109)93(123-87(107)72-78(102)64-58-52-46-40-33-27-21-15-9-3)89(96(122-82)126-128(110,111)112)98-83(103)71-77(101)63-57-51-45-39-32-26-20-14-8-2/h77-82,89-96,100-102,109H,7-76,97H2,1-6H3,(H,98,103)(H,99,104)(H,113,114)(H,115,116)(H2,110,111,112)/p-3/t77-,78-,79-,80-,81-,82-,89-,90-,91-,92-,93-,94-,95-,96-/m1/s1	GDGXJLFOMOVLDI-MCJXJNKNSA-K		CHEBI:87097		
BASm0007584	7-O-[2-aminoethoxy(hydroxy)phosphoryl]-alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid IVA (E. coli)			Expected Solid	CCCCCCCCCCC[C@@H](O)CC(=O)N[C@H]1[C@H](OC[C@H]2O[C@H](OP(=O)([O-])[O-])[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]2O)O[C@H](CO[C@]2(C(=O)[O-])C[C@@H](O[C@]3(C(=O)[O-])C[C@@H](O)[C@@H](O)[C@@H]([C@@H](CO)OP(=O)([O-])OCC[NH3+])O3)[C@@H](O)[C@@H]([C@H](O)CO)O2)[C@@H](OP(=O)([O-])[O-])[C@@H]1OC(=O)C[C@H](O)CCCCCCCCCCC	C86H154N3O40P3	InChI=1S/C86H160N3O40P3/c1-5-9-13-17-21-25-29-33-37-41-57(92)47-67(98)88-71-79(122-69(100)49-59(94)43-39-35-31-27-23-19-15-11-7-3)75(104)65(120-82(71)129-131(112,113)114)55-117-81-72(89-68(99)48-58(93)42-38-34-30-26-22-18-14-10-6-2)80(123-70(101)50-60(95)44-40-36-32-28-24-20-16-12-8-4)78(128-130(109,110)111)66(121-81)56-118-85(83(105)106)52-63(74(103)76(125-85)62(97)53-90)124-86(84(107)108)51-61(96)73(102)77(126-86)64(54-91)127-132(115,116)119-46-45-87/h57-66,71-82,90-97,102-104H,5-56,87H2,1-4H3,(H,88,98)(H,89,99)(H,105,106)(H,107,108)(H,115,116)(H2,109,110,111)(H2,112,113,114)/p-6/t57-,58-,59-,60-,61-,62-,63-,64-,65-,66-,71-,72-,73-,74-,75-,76-,77-,78-,79-,80-,81-,82-,85-,86-/m1/s1	KRXYYUZJVIKNHD-FSGBJRFRSA-H	1961.935439	CHEBI:87107		MMDBc0055620
BASm0007585	juvenile hormone I carboxylate	A polyunsaturated fatty acid anion that is the conjugate base of juvenile hormone I carboxylic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CC/C(=C\CC/C(C)=C/C(=O)[O-])CC[C@H]1O[C@@]1(C)CC	C17H27O3	InChI=1S/C17H28O3/c1-5-14(9-7-8-13(3)12-16(18)19)10-11-15-17(4,6-2)20-15/h9,12,15H,5-8,10-11H2,1-4H3,(H,18,19)/p-1/b13-12+,14-9+/t15-,17+/m1/s1	NOBXVLJGTXXXFP-JFYQMXRCSA-M		CHEBI:87109		
BASm0007586	(R)-2-hydroxy-4-methylpentanoyl-CoA			Expected Solid	CC(C)C[C@@H](O)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C27H46N7O18P3S	InChI=1S/C27H46N7O18P3S/c1-14(2)9-15(35)26(40)56-8-7-29-17(36)5-6-30-24(39)21(38)27(3,4)11-49-55(46,47)52-54(44,45)48-10-16-20(51-53(41,42)43)19(37)25(50-16)34-13-33-18-22(28)31-12-32-23(18)34/h12-16,19-21,25,35,37-38H,5-11H2,1-4H3,(H,29,36)(H,30,39)(H,44,45)(H,46,47)(H2,28,31,32)(H2,41,42,43)/t15-,16-,19-,20-,21+,25-/m1/s1	CFNPCSNXESBNGR-LYALRYAQSA-N	881.1832879	CHEBI:87119		MMDBc0054091
BASm0007587	4-methylpent-2-enoyl-CoA			Expected Solid	CC(C)C=CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C27H40N7O17P3S	InChI=1S/C27H44N7O17P3S/c1-15(2)5-6-18(36)55-10-9-29-17(35)7-8-30-25(39)22(38)27(3,4)12-48-54(45,46)51-53(43,44)47-11-16-21(50-52(40,41)42)20(37)26(49-16)34-14-33-19-23(28)31-13-32-24(19)34/h5-6,13-16,20-22,26,37-38H,7-12H2,1-4H3,(H,29,35)(H,30,39)(H,43,44)(H,45,46)(H2,28,31,32)(H2,40,41,42)/p-4/t16-,20-,21-,22+,26-/m1/s1	GJLUGLKKLPHWPU-HDRQGHTBSA-J	859.1436193	CHEBI:87120		MMDBc0055521
BASm0007588	bisanhydrobacterioruberin			Expected Solid	CC(C)=CC[C@@H](/C=C/C(C)=C/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C=C(C)/C=C/[C@H](CC=C(C)C)C(C)(C)O)C(C)(C)O	C50H72O2	InChI=1S/C50H72O2/c1-39(2)31-35-47(49(11,12)51)37-33-45(9)29-19-27-43(7)25-17-23-41(5)21-15-16-22-42(6)24-18-26-44(8)28-20-30-46(10)34-38-48(50(13,14)52)36-32-40(3)4/h15-34,37-38,47-48,51-52H,35-36H2,1-14H3/b16-15+,23-17+,24-18+,27-19+,28-20+,37-33+,38-34+,41-21+,42-22+,43-25+,44-26+,45-29+,46-30+/t47-,48-/m0/s1	YSNDIOZFQNZVGY-SOGLEDDYSA-N	704.5532316	CHEBI:87121		MMDBc0055785
BASm0007589	monoanhydrobacterioruberin				CC(C)=CC[C@@H](/C=C/C(C)=C/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C=C(C)/C=C/[C@H](CCC(C)(C)O)C(C)(C)O)C(C)(C)O	C50H74O3	InChI=1S/C50H74O3/c1-39(2)31-34-46(49(11,12)52)35-32-44(7)29-19-27-42(5)25-17-23-40(3)21-15-16-22-41(4)24-18-26-43(6)28-20-30-45(8)33-36-47(50(13,14)53)37-38-48(9,10)51/h15-33,35-36,46-47,51-53H,34,37-38H2,1-14H3	YZHIJCLHPFRXMT-UHFFFAOYSA-N	722.5637962	CHEBI:87122		
BASm0007590	tulipalin B				C=C1C(=O)OC[C@@H]1O	C5H6O3	InChI=1S/C5H6O3/c1-3-4(6)2-8-5(3)7/h4,6H,1-2H2	BFLSLERVRLOFCX-UHFFFAOYSA-N	114.0316941	CHEBI:87123		
BASm0007591	6-tuliposide B				C=C(C(=O)OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O)[C@H](O)CO	C11H18O9	InChI=1S/C11H18O9/c1-4(5(13)2-12)10(17)19-3-6-7(14)8(15)9(16)11(18)20-6/h5-9,11-16,18H,1-3H2	FMHJNIRDGYFPEC-UHFFFAOYSA-N	294.0950822	CHEBI:87124		
BASm0007592	5-epi-valiolone 7-phosphate			Expected Solid	O=C1C[C@@](O)(COP(=O)([O-])[O-])[C@@H](O)[C@H](O)[C@H]1O	C7H11O9P	InChI=1S/C7H13O9P/c8-3-1-7(12,2-16-17(13,14)15)6(11)5(10)4(3)9/h4-6,9-12H,1-2H2,(H2,13,14,15)/p-2/t4-,5+,6-,7+/m0/s1	WBHJALJLPRKCBI-BNHYGAARSA-L	270.0151661	CHEBI:87125		MMDBc0055562
BASm0007593					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCC[C@H]([NH3+])C(=O)[O-])C(*)=O					CHEBI:87131		
BASm0007594	N(7)-methyl-GTP			Expected Solid	C[n+]1cn([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])[C@@H](O)[C@H]2O)c2nc(N)[nH]c(=O)c21	C11H15N5O14P3	InChI=1S/C11H18N5O14P3/c1-15-3-16(8-5(15)9(19)14-11(12)13-8)10-7(18)6(17)4(28-10)2-27-32(23,24)30-33(25,26)29-31(20,21)22/h3-4,6-7,10,17-18H,2H2,1H3,(H6-,12,13,14,19,20,21,22,23,24,25,26)/p-3/t4-,6-,7-,10-/m1/s1	DKVRNHPCAOHRSI-KQYNXXCUSA-K	533.9844819	CHEBI:87133		MMDBc0056201
BASm0007595	(E)-caffeoyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C/c1ccc(O)c(O)c1	C30H38N7O19P3S	InChI=1S/C30H42N7O19P3S/c1-30(2,25(43)28(44)33-8-7-20(40)32-9-10-60-21(41)6-4-16-3-5-17(38)18(39)11-16)13-53-59(50,51)56-58(48,49)52-12-19-24(55-57(45,46)47)23(42)29(54-19)37-15-36-22-26(31)34-14-35-27(22)37/h3-6,11,14-15,19,23-25,29,38-39,42-43H,7-10,12-13H2,1-2H3,(H,32,40)(H,33,44)(H,48,49)(H,50,51)(H2,31,34,35)(H2,45,46,47)/p-4/b6-4+/t19-,23-,24-,25+,29-/m1/s1	QHRGJMIMHCLHRG-ZSELIEHESA-J	925.1177985	CHEBI:87136		MMDBc0055016
BASm0007596	hydrocaffeoyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCc1ccc(O)c(O)c1	C30H40N7O19P3S	InChI=1S/C30H44N7O19P3S/c1-30(2,25(43)28(44)33-8-7-20(40)32-9-10-60-21(41)6-4-16-3-5-17(38)18(39)11-16)13-53-59(50,51)56-58(48,49)52-12-19-24(55-57(45,46)47)23(42)29(54-19)37-15-36-22-26(31)34-14-35-27(22)37/h3,5,11,14-15,19,23-25,29,38-39,42-43H,4,6-10,12-13H2,1-2H3,(H,32,40)(H,33,44)(H,48,49)(H,50,51)(H2,31,34,35)(H2,45,46,47)/p-4/t19-,23-,24-,25+,29-/m1/s1	NDSCGRAEWDSLKF-FUEUKBNZSA-J	927.1334486	CHEBI:87137		MMDBc0056030
BASm0007597	dihydrobisanhydrobacterioruberin			Expected Solid	CC(C)=CC[C@@H](CC/C(C)=C/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C=C(C)/C=C/[C@H](CC=C(C)C)C(C)(C)O)C(C)(C)O	C50H74O2	InChI=1S/C50H74O2/c1-39(2)31-35-47(49(11,12)51)37-33-45(9)29-19-27-43(7)25-17-23-41(5)21-15-16-22-42(6)24-18-26-44(8)28-20-30-46(10)34-38-48(50(13,14)52)36-32-40(3)4/h15-33,37,47-48,51-52H,34-36,38H2,1-14H3/b16-15+,23-17+,24-18+,27-19+,28-20+,37-33+,41-21+,42-22+,43-25+,44-26+,45-29+,46-30+/t47-,48-/m0/s1	DBVNNKGZPLOLDX-VFYNWLBVSA-N	706.5688816	CHEBI:87161		MMDBc0055921
BASm0007598	isopentenyldehydrorhodopin			Expected Solid	CC(C)=CCC/C(C)=C/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C=C(C)/C=C/[C@H](CC=C(C)C)C(C)(C)O	C45H64O	InChI=1S/C45H64O/c1-36(2)20-15-23-40(7)26-18-29-41(8)27-16-24-38(5)21-13-14-22-39(6)25-17-28-42(9)30-19-31-43(10)33-35-44(45(11,12)46)34-32-37(3)4/h13-14,16-22,24-33,35,44,46H,15,23,34H2,1-12H3/b14-13+,24-16+,25-17+,29-18+,30-19+,35-33+,38-21+,39-22+,40-26+,41-27+,42-28+,43-31+/t44-/m0/s1	KMABSCJZIWNFFA-MBGUUZMHSA-N	620.4957167	CHEBI:87162		MMDBc0056047
BASm0007599	dihydroisopentenyldehydrorhodopin			Expected Solid	CC(C)=CCC/C(C)=C/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C=C(\C)CC[C@H](CC=C(C)C)C(C)(C)O	C45H66O	InChI=1S/C45H66O/c1-36(2)20-15-23-40(7)26-18-29-41(8)27-16-24-38(5)21-13-14-22-39(6)25-17-28-42(9)30-19-31-43(10)33-35-44(45(11,12)46)34-32-37(3)4/h13-14,16-22,24-32,44,46H,15,23,33-35H2,1-12H3/b14-13+,24-16+,25-17+,29-18+,30-19+,38-21+,39-22+,40-26+,41-27+,42-28+,43-31+/t44-/m0/s1	DBNMXBPBTSCRMV-DHRLHYKWSA-N	622.5113667	CHEBI:87163		MMDBc0055925
BASm0007600	6-hydroxy-N-methylmyosmine	An organic cation obtained by protonation of the tertiary amino function of 6-hydroxy-N-methylmyosmine; major species at pH 7.3.		Expected Solid	C[NH+]1CCC=C1c1ccc(O)nc1	C10H13N2O	InChI=1S/C10H12N2O/c1-12-6-2-3-9(12)8-4-5-10(13)11-7-8/h3-5,7H,2,6H2,1H3,(H,11,13)/p+1	LWGKCPAYDQWMMS-UHFFFAOYSA-O	177.1022395	CHEBI:87164		MMDBc0032858
BASm0007601					*N[C@@H](CSS(=O)(=O)[O-])C(*)=O					CHEBI:87169		
BASm0007602					*O[C@H]1[C@@H](O)[C@H](n2ccc(=O)[nH]c2=S)O[C@@H]1COP(*)(=O)[O-]					CHEBI:87170		
BASm0007603					*O[C@H]1[C@@H](O)[C@H](n2cc(C[NH2+]CCS(=O)(=O)[O-])c(=O)[nH]c2=S)O[C@@H]1COP(*)(=O)[O-]					CHEBI:87171		
BASm0007604					*O[C@H]1[C@@H](O)[C@H](n2cc(C[NH2+]CCS(=O)(=O)[O-])c(=O)[nH]c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:87172		
BASm0007605					*C(=O)[C@@H]1CCC(=O)N1					CHEBI:87215		
BASm0007606	1-eicosanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycerol	DG(20:0/20:4(5Z,8Z,11Z,14Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(20:0/20:4(5Z,8Z,11Z,14Z)/0:0), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the arachidonic acid moiety is derived from animal fats and eggs. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C43H76O5	InChI=1S/C43H76O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-42(45)47-40-41(39-44)48-43(46)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,18,20,24,26,30,32,41,44H,3-11,13,15-17,19,21-23,25,27-29,31,33-40H2,1-2H3/b14-12-,20-18-,26-24-,32-30-/t41-/m0/s1	OUGXERRDRINUQU-AICYSBPGSA-N	672.5692755	CHEBI:87223	HMDB0007373	
BASm0007607	4beta-methylzymosterol-4alpha-carbaldehyde	4alpha-formyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol is a 3-beta-hydroxysterol that is an intermediate in cholesterol biosynthesis I and in cholesterol biosynthesis III (via desmosterol). It is a substrate for C-4 methyl sterol oxidase (SC4MOL) and can be generated from the enzymatic reduction of 4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol or from the enzymatic oxidation of 4alpha-hydroxymethyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol. The sequence of reactions and the types of intermediates in cholesterol biosynthesis II may vary. Alternate routes exist because reduction of the carbon 24,25 double bond on the hydrocarbon side chain of the sterol ring structure by sterol delta24-reductase can occur at multiple points in the pathway, giving rise to different intermediates. These intermediates, with or without a double bond in the hydrocarbon side chain, can serve as substrates for the other enzymes in the pathway. The sequence of reactions and the types of intermediates in cholesterol biosynthesis III (via desmosterol) may vary. Alternate routes exist because reduction of the carbon 24,25 double bond on the hydrocarbon side chain of the sterol ring structure by sterol delta24-reductase can occur at multiple points in the pathway, giving rise to different intermediates. These intermediates, with or without a double bond in the hydrocarbon side chain, can serve as substrates for the other enzymes in the pathway. In cholesterol biosynthesis I, 4alpha-formyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol is an intermediate in the conversion of lanosterol to cholesterol. The enzymology of this multistep conversion was largely determined in rat liver and the human pathway is therefore inferred from this work. Indeed, the order of some of the reactions in this pathway may vary. The lanosterol-to-cholesterol conversion involves the oxidative removal of three methyl groups, reduction of double bonds, and migration of the lanosterol double bond to a new position in cholesterol. The reactions in the lanosterol pathway are catalyzed by membrane-bound enzymes. Human genes have been identified for all the enzymes in this pathway and human disorders of cholesterol metabolism have been associated with genetic defects in most of these enzymes.			[H][C@@](C)(CCC=C(C)C)[C@@]1([H])CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@]([H])(O)[C@@](C)(C=O)[C@]1([H])CC3	C29H46O2	InChI=1S/C29H46O2/c1-19(2)8-7-9-20(3)22-11-12-23-21-10-13-25-28(5,24(21)14-16-27(22,23)4)17-15-26(31)29(25,6)18-30/h8,18,20,22-23,25-26,31H,7,9-17H2,1-6H3/t20-,22-,23+,25-,26+,27-,28-,29+/m1/s1	GFGANDKVOKQAGH-WKYRUEGDSA-N	426.3497807	CHEBI:87287	HMDB0012167	
BASm0007608	4alpha-hydroxymethyl-4beta-methylzymosterol	4alpha-hydroxymethyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol is a 3-beta-hydroxysterol that is an intermediate in cholesterol biosynthesis I and in cholesterol biosynthesis III (via desmosterol). It is a substrate for C-4 methyl sterol oxidase (SC4MOL) and can be generated from the enzymatic oxidation of 4,4-dimethylzymosterol or the enzymatic reduction of 4alpha-formyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol in both cholesterol pathways. The sequence of reactions and the types of intermediates in cholesterol biosynthesis III (via desmosterol) may vary. Alternate routes exist because reduction of the carbon 24,25 double bond on the hydrocarbon side chain of the sterol ring structure by sterol delta24-reductase can occur at multiple points in the pathway, giving rise to different intermediates. These intermediates, with or without a double bond in the hydrocarbon side chain, can serve as substrates for the other enzymes in the pathway. In cholesterol biosynthesis I, 4alpha-hydroxymethyl-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol is an intermediate in the conversion of lanosterol to cholesterol. The enzymology of this multistep conversion was largely determined in rat liver and the human pathway is therefore inferred from this work. Indeed, the order of some of the reactions in this pathway may vary. The lanosterol-to-cholesterol conversion involves the oxidative removal of three methyl groups, reduction of double bonds, and migration of the lanosterol double bond to a new position in cholesterol. The reactions in the lanosterol pathway are catalyzed by membrane-bound enzymes. Human genes have been identified for all the enzymes in this pathway and human disorders of cholesterol metabolism have been associated with genetic defects in most of these enzymes.         			C[C@H](CCC=C(C)C)[C@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@](C)(CO)[C@@H]1CC3	C29H48O2	InChI=1S/C29H48O2/c1-19(2)8-7-9-20(3)22-11-12-23-21-10-13-25-28(5,24(21)14-16-27(22,23)4)17-15-26(31)29(25,6)18-30/h8,20,22-23,25-26,30-31H,7,9-18H2,1-6H3/t20-,22-,23+,25-,26+,27-,28-,29+/m1/s1	LEUVIESGHNFBEK-WKYRUEGDSA-N	428.3654308	CHEBI:87289	HMDB0012170	
BASm0007609	formylthiophene	2-Thiophenecarboxaldehyde is a flavour ingredien	1998-03-03		O=Cc1cccs1	C5H4OS	InChI=1S/C5H4OS/c6-4-5-2-1-3-7-5/h1-4H	CNUDBTRUORMMPA-UHFFFAOYSA-N	111.9982854	CHEBI:87301	HMDB0029717	
BASm0007610	(E)-feruloyl-CoA			Expected Solid	COc1cc(/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2OP(=O)([O-])[O-])ccc1O	C31H40N7O19P3S	InChI=1S/C31H44N7O19P3S/c1-31(2,26(43)29(44)34-9-8-21(40)33-10-11-61-22(41)7-5-17-4-6-18(39)19(12-17)52-3)14-54-60(50,51)57-59(48,49)53-13-20-25(56-58(45,46)47)24(42)30(55-20)38-16-37-23-27(32)35-15-36-28(23)38/h4-7,12,15-16,20,24-26,30,39,42-43H,8-11,13-14H2,1-3H3,(H,33,40)(H,34,44)(H,48,49)(H,50,51)(H2,32,35,36)(H2,45,46,47)/p-4/b7-5+/t20-,24-,25-,26+,30-/m1/s1	GBXZVJQQDAJGSO-NBXNMEGSSA-J	939.1334486	CHEBI:87305		MMDBc0055017
BASm0007611	17beta-hydroxy-5beta-androst-1-en-3-one	4-Dihydroboldenone is a metabolite of boldenone. Boldenone is an androgenic anabolic steroid (AAS) intensively used for growth-promoting purposes in animals destined for meat production and as a performance enhancer in athletics. Therefore, its use is officially banned in both humans and in animals intended for human consumption. Because most anabolic steroids are completely metabolized and usually no parent steroid is excreted, metabolite identification is crucial to detect the illegal use of anabolic steroids either in humans or in livestock. Androgenic anabolic steroids are defined as natural, synthetic, or semi-synthetic drugs chemicals derived from testosterone, used with the aim to improve physical performance by increasing both muscle strength and mass. Despite their reported toxicological effects on the cardiovascular, hepatic, and neuroendocrine systems, the AAS has been extensively used in sports activities (PMID: 2663904, 16195040, 16292586, 1663826, 16799097, 16888758, 16923823, 9249887).	10529-96-1	Solid	C[C@]12C=CC(=O)C[C@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O)CC[C@@H]12	C19H28O2	InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h7,9,12,14-17,21H,3-6,8,10-11H2,1-2H3/t12-,14+,15+,16+,17+,18+,19+/m1/s1	OKJCFMUGMSVJBG-MISPCMORSA-N	288.2089301	CHEBI:87331	HMDB0006035	
BASm0007612	17beta-hydroxy-5beta-estran-3-one	17beta-hydroxy-5beta-estran-3-one is also known as (5beta,17beta)-17-Hydroxyestran-3-one or 17b-Hydroxy-19-nor-5b-androstan-3-one.  17beta-hydroxy-5beta-estran-3-one is considered to be practically insoluble (in water) and basic			C[C@]12CC[C@H]3[C@@H](CC[C@@H]4CC(=O)CC[C@@H]43)[C@@H]1CC[C@@H]2O	C18H28O2	InChI=1S/C18H28O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h11,13-17,20H,2-10H2,1H3/t11-,13+,14-,15-,16+,17+,18+/m1/s1	RHVBIEJVJWNXBU-XZVKZCCLSA-N	276.2089301	CHEBI:87333	HMDB0062677	
BASm0007613	(2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E)-decaprenyl diphosphate			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\COP(=O)([O-])OP(=O)([O-])[O-]	C50H81O7P2	InChI=1S/C50H84O7P2/c1-41(2)21-12-22-42(3)23-13-24-43(4)25-14-26-44(5)27-15-28-45(6)29-16-30-46(7)31-17-32-47(8)33-18-34-48(9)35-19-36-49(10)37-20-38-50(11)39-40-56-59(54,55)57-58(51,52)53/h21,23,25,27,29,31,33,35,37,39H,12-20,22,24,26,28,30,32,34,36,38,40H2,1-11H3,(H,54,55)(H2,51,52,53)/p-3/b42-23+,43-25-,44-27-,45-29-,46-31-,47-33-,48-35-,49-37-,50-39-	FSCYHDCTHRVSKN-DJNGBRKISA-K	855.5473997	CHEBI:87356		MMDBc0054874
BASm0007614	pentyl acetate	Pentyl acetate is found in apple. Pentyl acetate is a flavouring agent.	628-63-7	Liquid	CCCCCOC(C)=O	C7H14O2	InChI=1S/C7H14O2/c1-3-4-5-6-9-7(2)8/h3-6H2,1-2H3	PGMYKACGEOXYJE-UHFFFAOYSA-N	130.0993797	CHEBI:87362	HMDB0039095	
BASm0007615	pentyl propanoate	Pentyl propanoate is a flavouring ingredient Pentyl propanoate is an organic compound which is the ester formed by the condensation of pentanol and propanoic acid. It is also known as apricot essence	624-54-4	Liquid	CCCCCOC(=O)CC	C8H16O2	InChI=1S/C8H16O2/c1-3-5-6-7-10-8(9)4-2/h3-7H2,1-2H3	TWSRVQVEYJNFKQ-UHFFFAOYSA-N	144.1150298	CHEBI:87373	HMDB0031638	
BASm0007616	N-eicosanoylglycinate	A N-acylglycinate in which the acyl group is specified as icosanoyl; major species at pH 7.3.				C22H42NO3		MUNNIYAZGQGMQR-UHFFFAOYSA-M	368.3170178	CHEBI:87391		
BASm0007617	hexan-1-ol	1-Hexanol is an organic alcohol with a six carbon chain and a condensed structural formula of CH3(CH2)5OH. This colorless liquid is slightly soluble in water, but miscible with ether and ethanol. Two additional straight chain isomers of 1-hexanol exist, 2-hexanol and 3-hexanol, both of which differ by the location of the hydroxyl group. Many isomeric alcohols have the formula C6H13OH. 1-hexanol is believed to be a component of the odour of freshly mown grass. It is used in the perfume industry.	111-27-3		CCCCCCO	C6H14O	InChI=1S/C6H14O/c1-2-3-4-5-6-7/h7H,2-6H2,1H3	ZSIAUFGUXNUGDI-UHFFFAOYSA-N	102.1044651	CHEBI:87393	HMDB0012971	
BASm0007618	1alpha,2beta,25-trihydroxycholecalciferol	A hydroxy seco-steroid that is calciol carrying three additional hydroxy substituents at positions 1alpha, 2beta and 25.			C=C1/C(=C\C=C2/CCC[C@]3(C)[C@@H]([C@H](C)CCCC(C)(C)O)CC[C@@H]23)C[C@@H](O)[C@@H](O)[C@@H]1O	C27H44O4	InChI=1S/C27H44O4/c1-17(8-6-14-26(3,4)31)21-12-13-22-19(9-7-15-27(21,22)5)10-11-20-16-23(28)25(30)24(29)18(20)2/h10-11,17,21-25,28-31H,2,6-9,12-16H2,1,3-5H3/b19-10+,20-11-/t17-,21-,22+,23-,24-,25-,27-/m1/s1	JGIYYEHLYUOKSD-FQKVRLMOSA-N		CHEBI:87395		
BASm0007619	N-docosanoylglycine				CCCCCCCCCCCCCCCCCCCCCC(=O)NCC(=O)[O-]	C24H47NO3	InChI=1S/C24H47NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23(26)25-22-24(27)28/h2-22H2,1H3,(H,25,26)(H,27,28)	YQPHTLSGFSVOOM-UHFFFAOYSA-N		CHEBI:87410		
BASm0007620	N-hexacosanoylglycine	N-hexacosanoylglycine is also known as 2-Hexacosanamidoacetic acid or N-Cerotoylglycine.  N-hexacosanoylglycine is considered to be practically insoluble (in water) and acidic			CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)NCC(=O)[O-]	C28H55NO3	InChI=1S/C28H55NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-27(30)29-26-28(31)32/h2-26H2,1H3,(H,29,30)(H,31,32)	YIUHXZHKDQGNOC-UHFFFAOYSA-N	453.4181946	CHEBI:87414	HMDB0062678	
BASm0007621	butyl butanoate	Butyl butyrate, or butyl butanoate, is an organic compound that is an ester formed by the condensation of butyric acid and n-butanol. It is a clear, colorless liquid that is insoluble in water, but miscible with ethanol and diethyl ether. Its refractive index is 1.406 at 20 °C. Butyl butyrate is found in alcoholic beverages. Butyl butyrate is present in many fruits, e.g. banana, cherry, melon, plum, also present in gruyere de comte cheese, cider, soybean etc. Butyl butyrate is used in fruit flavour compositions Butyl butyrate is an organic compound which is an ester formed by the condensation of butyric acid and butanol. It is a clear, colorless liquid that is insoluble in water, but miscible with ethanol and diethyl ether.	109-21-7		CCCCOC(=O)CCC	C8H16O2	InChI=1S/C8H16O2/c1-3-5-7-10-8(9)6-4-2/h3-7H2,1-2H3	XUPYJHCZDLZNFP-UHFFFAOYSA-N	144.1150298	CHEBI:87429	HMDB0039620	
BASm0007622	2-octanone	2-Octanone, also known as octan-2-one or fema 2802, belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. Thus, 2-octanone is considered to be an oxygenated hydrocarbon lipid molecule. 2-Octanone is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 2-Octanone is a bitter, earthy, and gasoline tasting compound. 2-Octanone has been detected, but not quantified, in several different foods, such as tortilla chips, cloves, tea, corns, and pomes. This could make 2-octanone a potential biomarker for the consumption of these foods. A methyl ketone that is octane substituted by an oxo group at position 2.	111-13-7		CCCCCCC(C)=O	C8H16O	InChI=1S/C8H16O/c1-3-4-5-6-7-8(2)9/h3-7H2,1-2H3	ZPVFWPFBNIEHGJ-UHFFFAOYSA-N	128.1201151	CHEBI:87434	HMDB0031294	
BASm0007623	11-cis-retinoate				CC1=C(/C=C/C(C)=C/C=C\C(C)=C\C(=O)[O-])C(C)(C)CCC1	C20H28O2	InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8-,16-14-	SHGAZHPCJJPHSC-CDMOMSTLSA-N		CHEBI:87435		
BASm0007624	lithocholoyl-CoA			Expected Solid	C[C@H](CCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C45H70N7O18P3S	InChI=1S/C45H74N7O18P3S/c1-25(29-9-10-30-28-8-7-26-20-27(53)12-15-44(26,4)31(28)13-16-45(29,30)5)6-11-34(55)74-19-18-47-33(54)14-17-48-41(58)38(57)43(2,3)22-67-73(64,65)70-72(62,63)66-21-32-37(69-71(59,60)61)36(56)42(68-32)52-24-51-35-39(46)49-23-50-40(35)52/h23-32,36-38,42,53,56-57H,6-22H2,1-5H3,(H,47,54)(H,48,58)(H,62,63)(H,64,65)(H2,46,49,50)(H2,59,60,61)/p-4/t25-,26-,27-,28+,29-,30+,31+,32-,36-,37-,38+,42-,44+,45-/m1/s1	MHVCMYOMCROIEL-FYYKUXHTSA-J	1121.373285	CHEBI:87438		MMDBc0054716
BASm0007625	prenyl-FMNH2			Expected Solid	Cc1cc2c3c(c1C)C(C)(C)CCN3C1C(=O)NC(=O)N=C1N2C[C@H](O)[C@H](O)[C@H](O)COP(=O)([O-])[O-]	C22H29N4O9P	InChI=1S/C22H31N4O9P/c1-10-7-12-16-15(11(10)2)22(3,4)5-6-25(16)17-19(23-21(31)24-20(17)30)26(12)8-13(27)18(29)14(28)9-35-36(32,33)34/h7,13-14,17-18,27-29H,5-6,8-9H2,1-4H3,(H,24,30,31)(H2,32,33,34)/p-2/t13-,14+,17?,18-/m0/s1	LPYXQZQRAPEQHK-YWGCOLQPSA-L	524.1683127	CHEBI:87467		MMDBc0056266
BASm0007626	(2R)-hydroxybutanoyl-CoA			Expected Solid	CC[C@@H](O)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C25H38N7O18P3S	InChI=1S/C25H42N7O18P3S/c1-4-13(33)24(38)54-8-7-27-15(34)5-6-28-22(37)19(36)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-18(49-51(39,40)41)17(35)23(48-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-14,17-19,23,33,35-36H,4-10H2,1-3H3,(H,27,34)(H,28,37)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/p-4/t13-,14-,17-,18-,19+,23-/m1/s1	AIYBLGFBHQLGMH-XGVFZYDCSA-J	849.1228839	CHEBI:87474		MMDBc0054832
BASm0007627	(25R)-7alpha,26-dihydroxycholest-4-en-3-one	(25R)-7alpha,26-dihydroxycholest-4-en-3-one is considered to be practically insoluble (in water) and relatively neutral			C[C@@H](CO)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)CC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H44O3	InChI=1S/C27H44O3/c1-17(16-28)6-5-7-18(2)21-8-9-22-25-23(11-13-27(21,22)4)26(3)12-10-20(29)14-19(26)15-24(25)30/h14,17-18,21-25,28,30H,5-13,15-16H2,1-4H3/t17-,18-,21-,22+,23+,24-,25+,26+,27-/m1/s1	KVJVJJWIEXCECB-OICBIKJFSA-N	416.3290453	CHEBI:87476	HMDB0062610	
BASm0007630	hexyl octanoate	Hexyl octanoate is a flavouring ingredien	1117-55-1	Liquid	CCCCCCCC(=O)OCCCCCC	C14H28O2	InChI=1S/C14H28O2/c1-3-5-7-9-10-12-14(15)16-13-11-8-6-4-2/h3-13H2,1-2H3	PBGWNXWNCSSXCO-UHFFFAOYSA-N	228.2089301	CHEBI:87490	HMDB0036216	
BASm0007631	(3E,5R)-5-carboxy-2-oxohept-3-enedioate			Expected Solid	O=C([O-])C[C@H](/C=C/C(=O)C(=O)[O-])C(=O)[O-]	C8H5O7	InChI=1S/C8H8O7/c9-5(8(14)15)2-1-4(7(12)13)3-6(10)11/h1-2,4H,3H2,(H,10,11)(H,12,13)(H,14,15)/p-3/b2-1+/t4-/m0/s1	WHGVLEMQINVDLH-QPHDTYRISA-K	213.0051732	CHEBI:87491		MMDBc0054880
BASm0007632	octyl acetate	Octyl acetate is found in alcoholic beverages. Octyl acetate is present in citrus peel oils, wheat bread, cheddar cheese, wines, banana, sour cherry and other foodstuffs. Octyl acetate is a flavour ingredient Octyl acetate, or octyl ethanoate, is an ester that is formed from octanol (octyl alcohol) and acetic acid. It is the basis for artificial orange flavoring.	112-14-1		CCCCCCCCOC(C)=O	C10H20O2	InChI=1S/C10H20O2/c1-3-4-5-6-7-8-9-12-10(2)11/h3-9H2,1-2H3	YLYBTZIQSIBWLI-UHFFFAOYSA-N	172.1463299	CHEBI:87495	HMDB0038602	
BASm0007633	undecan-1-ol	1-Undecanol, also known as N-undecyl alcohol or undecan-1-ol, belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. Thus, 1-undecanol is considered to be a fatty alcohol lipid molecule. 1-Undecanol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.	112-42-5		CCCCCCCCCCCO	C11H24O	InChI=1S/C11H24O/c1-2-3-4-5-6-7-8-9-10-11-12/h12H,2-11H2,1H3	KJIOQYGWTQBHNH-UHFFFAOYSA-N	172.1827154	CHEBI:87499	HMDB0013113	
BASm0007634	(2Z,4Z)-2-hydroxyhepta-2,4-diene-1,7-dioate			Expected Solid	O=C([O-])C/C=C\C=C(/O)C(=O)[O-]	C7H6O5	InChI=1S/C7H8O5/c8-5(7(11)12)3-1-2-4-6(9)10/h1-3,8H,4H2,(H,9,10)(H,11,12)/p-2/b2-1+,5-3-	ZBCBETMBSDTINL-WFTYEQLWSA-L	170.0226205	CHEBI:87504		MMDBc0049954
BASm0007635	(4Z)-2-oxohept-4-enedioate			Expected Solid	O=C([O-])C/C=C\CC(=O)C(=O)[O-]	C7H6O5	InChI=1S/C7H8O5/c8-5(7(11)12)3-1-2-4-6(9)10/h1-2H,3-4H2,(H,9,10)(H,11,12)/p-2/b2-1-	ICGKEQXHPZUYSF-UPHRSURJSA-L	170.0226205	CHEBI:87507		MMDBc0054966
BASm0007636	hexyl acetate	Hexyl acetate, also known as N-hexyl ethanoate or hexyl acetic acid, belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). The acetate ester of hexan-1-ol. Hexyl acetate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Hexyl acetate is a sweet, apple, and banana tasting compound. Hexyl acetate is found, on average, in the highest concentration within highbush blueberries. Hexyl acetate has also been detected, but not quantified, in several different foods, such as alcoholic beverages, pears, oats, roman camomiles, and sweet cherries. This could make hexyl acetate a potential biomarker for the consumption of these foods. 	142-92-7		CCCCCCOC(C)=O	C8H16O2	InChI=1S/C8H16O2/c1-3-4-5-6-7-10-8(2)9/h3-7H2,1-2H3	AOGQPLXWSUTHQB-UHFFFAOYSA-N	144.1150298	CHEBI:87510	HMDB0029980	
BASm0007637	(4S)-4-hydroxy-2-oxoheptanedioate			Expected Solid	[H][C@](O)(CCC([O-])=O)CC(=O)C([O-])=O	C7H8O6	InChI=1S/C7H10O6/c8-4(1-2-6(10)11)3-5(9)7(12)13/h4,8H,1-3H2,(H,10,11)(H,12,13)/p-2/t4-/m0/s1	HNOAJOYERZTSNK-BYPYZUCNSA-L	188.0331851	CHEBI:87522		MMDBc0054963
BASm0007638	16alpha-hydroxydehydroepiandrosterone 3-sulfate	A steroid sulfate oxoanion that is the conjugate base of 16alpha-hydroxydehydroepiandrosterone 3-sulfate, arising from deprotonation of the sulfate OH group; major species at pH 7.3.			[H][C@@]1(O)C[C@@]2([H])[C@]3([H])CC=C4C[C@]([H])(CC[C@]4(C)[C@@]3([H])CC[C@]2(C)C1=O)OS([O-])(=O)=O	C19H27O6S	InChI=1S/C19H28O6S/c1-18-7-5-12(25-26(22,23)24)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(20)17(19)21/h3,12-16,20H,4-10H2,1-2H3,(H,22,23,24)/p-1/t12-,13+,14-,15-,16+,18-,19-/m0/s1	ALBNSVAJDFJRKQ-DNKQKWOHSA-M	383.1533833	CHEBI:87538		
BASm0007639	hexyl butanoate	Hexyl butyrate is found in apple. Hexyl butyrate occurs in many fruits.	2639-63-6		CCCCCCOC(=O)CCC	C10H20O2	InChI=1S/C10H20O2/c1-3-5-6-7-9-12-10(11)8-4-2/h3-9H2,1-2H3	XAPCMTMQBXLDBB-UHFFFAOYSA-N	172.1463299	CHEBI:87559	HMDB0033620	
BASm0007640	(3S)-hydroxyoctadecanoyl-CoA	3-hydroxyoctadecanoyl-CoA is a human metabolite involved in the fatty acid elongation in mitochondria pathway. The enzyme long-chain-3-hydroxyacyl-CoA dehydrogenase catalyzes the conversion of 3-Oxododecanoyl-CoA to (S)-3-Hydroxydodecanoyl-CoA.3-hydroxyoctadecanoyl-CoA is an intermediate in fatty acid metabolism, being the substrate of the enzymes beta-hydroxyacyl-CoA dehydrogenase and 3-hydroxyacyl-CoA dehydrogenase [EC 1.1.1.211-1.1.1.35]; 3-hydroxyoctadecanoyl-CoA is an intermediate in fatty acid elongation in mitochondria, the substrate of the enzymes enoyl-CoA hydratase and long-chain-enoyl-CoA hydratase [EC 4.2.1.17-4.2.1.74]. (KEGG) [HMDB]	42578-91-6	Solid		C39H66N7O18P3S		WZMAIEGYXCOYSH-SFKGBVSGSA-J	1045.341985	CHEBI:87561	HMDB12715	
BASm0007641	(3S)-hydroxyeicosanoyl-CoA			Expected Solid		C41H70N7O18P3S		KNSVYMFEJLUJST-JKRKJKJSSA-J	1073.373285	CHEBI:87562		MMDBc0047855
BASm0007642	(3S)-hydroxytetracosanoyl-CoA	3-Hydroxytetracosanoyl-CoA is a coenzyme A derivative of 3-hydroxytetracosanoate. Fatty acids must be activated with CoA before any chemical modification can be applied. Also fatty acid metabolic intermediates will also exists as CoA derivatives until the CoA is enzymatically cleaved. The fatty acid group is linked to the terminal thoil moiety of CoA.		Expected Solid	CCCCCCCCCCCCCCCCCCCCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C45H82N7O18P3S	InChI=1S/C45H82N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-33(53)28-36(55)74-27-26-47-35(54)24-25-48-43(58)40(57)45(2,3)30-67-73(64,65)70-72(62,63)66-29-34-39(69-71(59,60)61)38(56)44(68-34)52-32-51-37-41(46)49-31-50-42(37)52/h31-34,38-40,44,53,56-57H,4-30H2,1-3H3,(H,47,54)(H,48,58)(H,62,63)(H,64,65)(H2,46,49,50)(H2,59,60,61)/t33?,34-,38-,39-,40+,44-/m1/s1	QIBKBVRVOFIKLN-SBPVGHMXSA-N	1133.464989	CHEBI:87563		MMDBc0033110
BASm0007643	(3S)-hydroxydocosanoyl-CoA	3-Hydroxydocosanoyl-CoA is a coenzyme A derivative of 3-hydroxydocosanoate. Fatty acids must be activated with CoA before any chemical modification can be applied. Also fatty acid metabolic intermediates will also exists as CoA derivatives until the CoA is enzymatically cleaved. The fatty acid group is linked to the terminal thoil moiety of CoA.		Expected Solid	CCCCCCCCCCCCCCCCCCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C43H78N7O18P3S	InChI=1S/C43H78N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-31(51)26-34(53)72-25-24-45-33(52)22-23-46-41(56)38(55)43(2,3)28-65-71(62,63)68-70(60,61)64-27-32-37(67-69(57,58)59)36(54)42(66-32)50-30-49-35-39(44)47-29-48-40(35)50/h29-32,36-38,42,51,54-55H,4-28H2,1-3H3,(H,45,52)(H,46,56)(H,60,61)(H,62,63)(H2,44,47,48)(H2,57,58,59)/t31?,32-,36-,37-,38+,42-/m1/s1	VNJQSRVXTRJVAZ-NGZXMKLGSA-N	1105.433689	CHEBI:87564		MMDBc0033108
BASm0007644	6beta-hydroxyandrost-4-ene-3,17-dione				C[C@]12CCC(=O)C=C1[C@H](O)C[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12	C19H26O3		WVAMBAWFDOYFOD-SWXBFBGGSA-N	302.1881947	CHEBI:87571		
BASm0007645	(Z)-beta-ocimene	cis-Ocimene is found in allspice. Ocimene refers to several isomeric hydrocarbons. The ocimenes are monoterpenes found within a variety of plants and fruits. alpha-Ocimene and the two beta-ocimenes differ in the position of the isolated double bond: it is terminal in the alpha isomer. alpha-Ocimene is 3,7-dimethyl-1,3,7-octatriene. beta-Ocimene is 3,7-dimethyl-1,3,6-octatriene. beta-Ocimene exists in two stereoisomeric forms, cis and trans, with respect to the central double bond. The ocimenes are often found naturally as mixtures of the various forms. The mixture (as well as the pure compounds) is an oil with a pleasant odor. It is used in perfumery. (Wikipedia	3338-55-4	Liquid	C=C/C(C)=C\CC=C(C)C	C10H16	InChI=1S/C10H16/c1-5-10(4)8-6-7-9(2)3/h5,7-8H,1,6H2,2-4H3/b10-8-	IHPKGUQCSIINRJ-NTMALXAHSA-N	136.1252005	CHEBI:87574	HMDB0030088	
BASm0007647	15alpha-hydroxy-17beta-estradiol				C[C@]12CC[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1[C@@H](O)C[C@@H]2O	C18H24O3	InChI=1S/C18H24O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)17(18)15(20)9-16(18)21/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3/t13-,14-,15?,16?,17-,18-/m1/s1	QVQMPLATUBCZMQ-FPPVNLLCSA-N	288.1725446	CHEBI:87593	HMDB0155478	
BASm0007648	7alpha-hydroxy-17beta-estradiol	7alpha-hydroxyestradiol, also known as Estra-1,3,5(10)-triene-3,7,17-triol or 7α-hydroxy-17β-estradiol, is classified as an estrogen or an Estrogen derivative. Estrogens are steroids with a structure containing a 3-hydroxylated estrane. 7alpha-hydroxyestradiol is considered to be practically insoluble (in water) and acidic	3398-11-06		C[C@]12CC[C@@H]3c4ccc(O)cc4C[C@@H](O)[C@H]3[C@@H]1CC[C@@H]2O	C18H24O3	InChI=1S/C18H24O3/c1-18-7-6-13-12-3-2-11(19)8-10(12)9-15(20)17(13)14(18)4-5-16(18)21/h2-3,8,13-17,19-21H,4-7,9H2,1H3/t13-,14+,15-,16+,17-,18+/m1/s1	CQPNIWHVQNCXHA-HTPGKPQGSA-N	288.1725446	CHEBI:87598	HMDB0062741	
BASm0007649	4-hydroxyestrone	4-Hydroxyestrone is metabolite originating from 17beta-estradiol, and is reported as carcinogenic and have ability to initiate cancer.	3131-23-5		C[C@]12CC[C@@H]3c4ccc(O)c(O)c4CC[C@H]3[C@@H]1CCC2=O	C18H22O3	InChI=1S/C18H22O3/c1-18-9-8-11-10-4-6-15(19)17(21)13(10)3-2-12(11)14(18)5-7-16(18)20/h4,6,11-12,14,19,21H,2-3,5,7-9H2,1H3/t11?,12?,14?,18-/m1/s1	XQZVQQZZOVBNLU-KQWCVQSUSA-N	286.1568946	CHEBI:87602	HMDB0005895	
BASm0007650	6alpha-hydroxyestrone				C[C@]12CC[C@@H]3c4ccc(O)cc4[C@@H](O)C[C@H]3[C@@H]1CCC2=O	C18H22O3	InChI=1S/C18H22O3/c1-18-7-6-12-11-3-2-10(19)8-14(11)16(20)9-13(12)15(18)4-5-17(18)21/h2-3,8,12-13,15-16,19-20H,4-7,9H2,1H3/t12?,13?,15?,16?,18-/m0/s1	HTORTGVWUGQTHQ-FWTITTNTSA-N	286.1568946	CHEBI:87605	HMDB0154985	
BASm0007651	furan-3-carbaldehyde	UL			O=Cc1ccoc1	C5H4O2	InChI=1S/C5H4O2/c6-3-5-1-2-7-4-5/h1-4H	AZVSIHIBYRHSLB-UHFFFAOYSA-N	96.02112937	CHEBI:87609	HMDB0062029	
BASm0007652	3-formylthiophene	Thiophen-3-carboxyaldehyde is a member of the class of compounds known as aryl-aldehydes. Aryl-aldehydes are compounds containing an aldehyde group directly attached to an aromatic ring. Thiophen-3-carboxyaldehyde is slightly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Thiophen-3-carboxyaldehyde can be found in kohlrabi, which makes thiophen-3-carboxyaldehyde a potential biomarker for the consumption of this food product.			O=Cc1ccsc1	C5H4OS	InChI=1S/C5H4OS/c6-3-5-1-2-7-4-5/h1-4H	RBIGKSZIQCTIJF-UHFFFAOYSA-N	111.9982859	CHEBI:87611	HMDB0302373	
BASm0007653	15alpha-hydroxyestrone				C[C@]12CC[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1[C@@H](O)CC2=O	C18H22O3	InChI=1S/C18H22O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)17(18)15(20)9-16(18)21/h3,5,8,13-15,17,19-20H,2,4,6-7,9H2,1H3/t13?,14?,15?,17?,18-/m1/s1	FDFNTZDUOBCJMD-SOYGFASJSA-N	286.1568946	CHEBI:87618	HMDB0154987	
BASm0007654	16beta,17beta-estriol	16b-Hydroxyestradiol, which is better known as epiestriol (or 16beta-epiestriol or 16beta-hydroxy-17beta-estriol), belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. Thus, epiestriol is considered to be a steroid molecule. Formally 16b-hydroxyestradiol is a 3-hydroxy steroid that is 17beta-estradiol substituted by a beta-hydroxy group at position 16.  In other words, it has hydroxyl groups at the C3, 16-beta, and 17-beta positions. It is an oxidative metabolite of 17beta-estradiol (PMID: 12865317). Epiestriol is found in all vertebrates. Epiestriol is a minor and weak endogenous estrogen. It is the 16beta-epimer of estriol (which is 16alpha-hydroxy-17beta-estradiol).  Epiestriol has been used clinically in the treatment of acne. In addition to its estrogenic actions, epiestriol has been found to possess significant anti-inflammatory properties without glycogenic activity or immunosuppressive effects (PMID: 9120824).	547-81-9		C[C@]12CC[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1C[C@H](O)[C@@H]2O	C18H24O3	InChI=1S/C18H24O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16+,17+,18+/m1/s1	PROQIPRRNZUXQM-ZMSHIADSSA-N	288.1725446	CHEBI:87620	HMDB0000347	
BASm0007655	6beta-hydroxyestrone				C[C@]12CC[C@@H]3c4ccc(O)cc4[C@H](O)C[C@H]3[C@@H]1CCC2=O	C18H22O3	InChI=1S/C18H22O3/c1-18-7-6-12-11-3-2-10(19)8-14(11)16(20)9-13(12)15(18)4-5-17(18)21/h2-3,8,12-13,15-16,19-20H,4-7,9H2,1H3/t12?,13?,15?,16?,18-/m0/s1	HTORTGVWUGQTHQ-FWTITTNTSA-N	286.1568946	CHEBI:87626	HMDB0154985	
BASm0007656	(25R)-3beta,26-dihydroxycholest-5-en-7-one				C[C@@H](CO)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3C(=O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H44O3	InChI=1S/C27H44O3/c1-17(16-28)6-5-7-18(2)21-8-9-22-25-23(11-13-27(21,22)4)26(3)12-10-20(29)14-19(26)15-24(25)30/h15,17-18,20-23,25,28-29H,5-14,16H2,1-4H3/t17?,18?,20?,21?,22-,23-,25-,26-,27+/m0/s1	LFNAJBFFWWMSEW-WJSBEFLJSA-N	416.3290453	CHEBI:87653	HMDB0159650	
BASm0007657	a hexanoate ester				*OC(=O)CCCCC					CHEBI:87656		
BASm0007659	decanoate ester				*OC(=O)CCCCCCCCC					CHEBI:87658		
BASm0007660	a dodecanoate ester				*OC(=O)CCCCCCCCCCC					CHEBI:87659		
BASm0007662	(25R)-3beta-hydroxycholest-5-en-7-one-26-al	A 26-oxo steroid resulting from the oxidation of (25R)-3beta,26-dihydroxycholest-5-en-7-one to the corresponding aldehyde.				C27H42O3		QIBLFDGXKLKYFD-HNFKANRHSA-N	414.3133952	CHEBI:87677		
BASm0007663	(25R)-3beta-hydroxycholest-5-en-7-one-26-oate	A steroid acid anion that is the conjugate base of (25R)-3beta-hydroxycholest-5-en-7-one-26-oic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.			[H][C@@](C)(CCC[C@@]([H])(C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])C(=O)C=C4C[C@@]([H])(O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)C([O-])=O	C27H41O4	InChI=1S/C27H42O4/c1-16(6-5-7-17(2)25(30)31)20-8-9-21-24-22(11-13-27(20,21)4)26(3)12-10-19(28)14-18(26)15-23(24)29/h15-17,19-22,24,28H,5-14H2,1-4H3,(H,30,31)/p-1/t16-,17-,19+,20-,21+,22+,24+,26+,27-/m1/s1	QOEPZHFZXUROGV-BXDHRDAUSA-M	429.3010334	CHEBI:87678		
BASm0007664	(3S)-hydroxy-(9Z-octadecenoyl)-CoA			Expected Solid	[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C([H])([H])[C@@]([H])(O[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C(N=C([H])N=C23)N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C39H64N7O18P3S	InChI=1S/C39H68N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-27(47)22-30(49)68-21-20-41-29(48)18-19-42-37(52)34(51)39(2,3)24-61-67(58,59)64-66(56,57)60-23-28-33(63-65(53,54)55)32(50)38(62-28)46-26-45-31-35(40)43-25-44-36(31)46/h11-12,25-28,32-34,38,47,50-51H,4-10,13-24H2,1-3H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/p-4/b12-11-/t27-,28+,32+,33+,34-,38+/m0/s1	LHAYYTCFPMUQNR-DFXYPYGHSA-J	1043.326335	CHEBI:87687		MMDBc0048634
BASm0007665	a tetradecanoate ester				*OC(=O)CCCCCCCCCCCCC					CHEBI:87691		
BASm0007666	3-oxo-(9Z-octadecenoyl)-CoA			Expected Solid	CCCCCCCC/C=C\CCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C39H62N7O18P3S	InChI=1S/C39H66N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-27(47)22-30(49)68-21-20-41-29(48)18-19-42-37(52)34(51)39(2,3)24-61-67(58,59)64-66(56,57)60-23-28-33(63-65(53,54)55)32(50)38(62-28)46-26-45-31-35(40)43-25-44-36(31)46/h11-12,25-26,28,32-34,38,50-51H,4-10,13-24H2,1-3H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/p-4/b12-11-/t28?,32?,33?,34?,38-/m0/s1	AVEYYKDEKGJVBU-BTGYZWEPSA-J	1041.310685	CHEBI:87695		MMDBc0049200
BASm0007667	(7Z)-hexadecenoyl-CoA			Expected Solid	CCCCCCCC/C=C\CCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C37H60N7O17P3S	InChI=1S/C37H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(46)65-21-20-39-27(45)18-19-40-35(49)32(48)37(2,3)23-58-64(55,56)61-63(53,54)57-22-26-31(60-62(50,51)52)30(47)36(59-26)44-25-43-29-33(38)41-24-42-34(29)44/h11-12,24-26,30-32,36,47-48H,4-10,13-23H2,1-3H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)/p-4/t26-,30-,31-,32+,36-/m1/s1	MJWMOLDKMBISOB-BBECNAHFSA-J	999.30012	CHEBI:87698		MMDBc0048675
BASm0007668	(24E)-3alpha,7alpha-dihydroxy-5beta-cholest-24-en-26-oyl-CoA				C/C(=C\CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C48H74N7O19P3S	InChI=1S/C48H78N7O19P3S/c1-26(30-10-11-31-36-32(13-16-48(30,31)6)47(5)15-12-29(56)20-28(47)21-33(36)57)8-7-9-27(2)45(62)78-19-18-50-35(58)14-17-51-43(61)40(60)46(3,4)23-71-77(68,69)74-76(66,67)70-22-34-39(73-75(63,64)65)38(59)44(72-34)55-25-54-37-41(49)52-24-53-42(37)55/h9,24-26,28-34,36,38-40,44,56-57,59-60H,7-8,10-23H2,1-6H3,(H,50,58)(H,51,61)(H,66,67)(H,68,69)(H2,49,52,53)(H2,63,64,65)/p-4/b27-9-/t26-,28+,29-,30-,31+,32+,33-,34-,36+,38-,39-,40+,44-,47+,48-/m1/s1	SEBZZAWTQNNGPK-DEYSOCMHSA-J		CHEBI:87700		
BASm0007669	(2E,5Z)-tetradecadienoyl-CoA			Expected Solid	CCCCCCCC/C=C\C/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C35H58N7O17P3S	InChI=1S/C35H58N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h11-12,14-15,22-24,28-30,34,45-46H,4-10,13,16-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/b12-11-,15-14?/t24-,28-,29-,30+,34-/m1/s1	JVEFYXPCQBMMAA-QETCARFBSA-N	973.2822756	CHEBI:87701		MMDBc0048770
BASm0007670	(24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-oyl-CoA				C[C@H](CC[C@@H](O)[C@@H](C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C48H80N7O20P3S	InChI=1S/C48H80N7O20P3S/c1-25(29-8-9-30-36-31(12-15-48(29,30)6)47(5)14-11-28(56)19-27(47)20-33(36)58)7-10-32(57)26(2)45(63)79-18-17-50-35(59)13-16-51-43(62)40(61)46(3,4)22-72-78(69,70)75-77(67,68)71-21-34-39(74-76(64,65)66)38(60)44(73-34)55-24-54-37-41(49)52-23-53-42(37)55/h23-34,36,38-40,44,56-58,60-61H,7-22H2,1-6H3,(H,50,59)(H,51,62)(H,67,68)(H,69,70)(H2,49,52,53)(H2,64,65,66)/t25?,26?,27-,28+,29?,30?,31?,32?,33+,34+,36?,38+,39+,40?,44+,47-,48+/m0/s1	SZBMUAIJWNJARR-ATZLTZGYSA-N		CHEBI:87702		
BASm0007671	3alpha,7alpha-dihydroxy-24-oxo-5beta-cholestan-26-oyl-CoA			Expected Solid	CC(C(=O)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C48H78N7O20P3S	InChI=1S/C48H78N7O20P3S/c1-25(29-8-9-30-36-31(12-15-48(29,30)6)47(5)14-11-28(56)19-27(47)20-33(36)58)7-10-32(57)26(2)45(63)79-18-17-50-35(59)13-16-51-43(62)40(61)46(3,4)22-72-78(69,70)75-77(67,68)71-21-34-39(74-76(64,65)66)38(60)44(73-34)55-24-54-37-41(49)52-23-53-42(37)55/h23-31,33-34,36,38-40,44,56,58,60-61H,7-22H2,1-6H3,(H,50,59)(H,51,62)(H,67,68)(H,69,70)(H2,49,52,53)(H2,64,65,66)/t25-,26?,27+,28-,29-,30+,31+,33-,34-,36+,38-,39-,40+,44-,47+,48-/m1/s1	QWTJBRPOHKIMDT-MVFHLHSISA-N	1197.42352	CHEBI:87704	HMDB0006896	MMDBc0048765
BASm0007672	(3S)-hydroxy-(5Z-tetradecenoyl)-CoA	3-hydroxy-5-cis-tetradecenoyl-coa belongs to the class of Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. (inferred from compound structure)			CCCCCCCC/C=C\C[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C35H60N7O18P3S	InChI=1S/C35H60N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-23(43)18-26(45)64-17-16-37-25(44)14-15-38-33(48)30(47)35(2,3)20-57-63(54,55)60-62(52,53)56-19-24-29(59-61(49,50)51)28(46)34(58-24)42-22-41-27-31(36)39-21-40-32(27)42/h11-12,21-24,28-30,34,43,46-47H,4-10,13-20H2,1-3H3,(H,37,44)(H,38,48)(H,52,53)(H,54,55)(H2,36,39,40)(H2,49,50,51)/t23?,24-,28-,29-,30+,34-/m1/s1	KJJPUIFALMAQPF-JIFARLPCSA-N	991.2928384	CHEBI:87705		
BASm0007673	3-oxo-(5Z-tetradecenoyl)-CoA	In E.coli, 3-keto-5-cis-tetradecenoyl-CoA is a involved in few reactions,  fatty acid oxidation complex and anaerobic fatty acid oxidation complex catalyse the reaction 3-hydroxy-5-cis-tetradecenoyl-CoA + NAD+ = 3-keto-5-cis-tetradecenoyl-CoA + NADH + H+ , and  beta component fatty acid oxidation complex catalyses the reaction 3-cis-dodecenoyl-CoA + acetyl-CoA = 3-keto-5-cis-tetradecenoyl-CoA + coenzyme A (BioCyc compound: CPD-15244).		Expected Solid	CCCCCCCC/C=C\CC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C35H54N7O18P3S	InChI=1S/C35H58N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-23(43)18-26(45)64-17-16-37-25(44)14-15-38-33(48)30(47)35(2,3)20-57-63(54,55)60-62(52,53)56-19-24-29(59-61(49,50)51)28(46)34(58-24)42-22-41-27-31(36)39-21-40-32(27)42/h11-12,21-22,24,28-30,34,46-47H,4-10,13-20H2,1-3H3,(H,37,44)(H,38,48)(H,52,53)(H,54,55)(H2,36,39,40)(H2,49,50,51)/p-4/b12-11-/t24-,28-,29-,30+,34-/m1/s1	KADPWMJVUVWQNK-STFCKWFXSA-J	985.2480844	CHEBI:87707		MMDBc0031970
BASm0007674	(3E)-tetradecenoyl-CoA	A monounsaturated fatty acyl-CoA(4-) obtained by deprotonation of phosphate and diphosphate OH groups of (3E)-tetradecenoyl-CoA; major species at pH 7.3.			CCCCCCCCCC/C=C/CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C35H56N7O17P3S	InChI=1S/C35H60N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h13-14,22-24,28-30,34,45-46H,4-12,15-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/p-4/b14-13+/t24-,28-,29-,30+,34-/m1/s1	SSOCUKXLUZQJHU-CTFJFIKLSA-J		CHEBI:87710		
BASm0007675	(2E,4E)-tetradecadienoyl-CoA	(2e,4e)-tetradecadienoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a (2E_4E)-tetradeca-2_4-dienoic acid thioester of coenzyme A. (2e,4e)-tetradecadienoyl-coa is an acyl-CoA with 1 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. (2e,4e)-tetradecadienoyl-coa is therefore classified as a short chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. (2e,4e)-tetradecadienoyl-coa, being a short chain acyl-CoA is a substrate for short chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, (2E,4E)-Tetradecadienoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of (2E,4E)-Tetradecadienoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts (2E,4E)-Tetradecadienoyl-CoA into (2E_4E)-Tetradecadienoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, (2E_4E)-Tetradecadienoylcarnitine is converted back to (2E,4E)-Tetradecadienoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of (2E,4E)-Tetradecadienoyl-CoA occurs in four steps. First, since (2E,4E)-Tetradecadienoyl-CoA is a short chain acyl-CoA it is the substrate for a short chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of (2E,4E)-Tetradecadienoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until (2E,4E)-Tetradecadienoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CCCCCCCCC/C=C/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C35H58N7O17P3S	InChI=1S/C35H58N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h12-15,22-24,28-30,34,45-46H,4-11,16-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)	ULOGSHZMDLRQRY-UHFFFAOYSA-N	973.2822756	CHEBI:87712	HMDB0301165	
BASm0007676	(2E,7Z)-hexadecadienoyl-CoA			Expected Solid	CCCCCCCC/C=C\CCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C37H62N7O17P3S	InChI=1S/C37H62N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(46)65-21-20-39-27(45)18-19-40-35(49)32(48)37(2,3)23-58-64(55,56)61-63(53,54)57-22-26-31(60-62(50,51)52)30(47)36(59-26)44-25-43-29-33(38)41-24-42-34(29)44/h11-12,16-17,24-26,30-32,36,47-48H,4-10,13-15,18-23H2,1-3H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)/b12-11-,17-16+/t26-,30-,31-,32+,36-/m1/s1	YQARRKBGBKPBCX-DVZFGLDUSA-N	1001.313576	CHEBI:87717		MMDBc0048799
BASm0007677	(3S)-hydroxy-(7Z-hexadecenoyl)-CoA			Expected Solid	CCCCCCCC/C=C\CCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C37H64N7O18P3S	InChI=1S/C37H64N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-25(45)20-28(47)66-19-18-39-27(46)16-17-40-35(50)32(49)37(2,3)22-59-65(56,57)62-64(54,55)58-21-26-31(61-63(51,52)53)30(48)36(60-26)44-24-43-29-33(38)41-23-42-34(29)44/h11-12,23-26,30-32,36,45,48-49H,4-10,13-22H2,1-3H3,(H,39,46)(H,40,50)(H,54,55)(H,56,57)(H2,38,41,42)(H2,51,52,53)/b12-11-/t25?,26-,30+,31+,32?,36-/m1/s1	KZLHPKRIEDLQGG-MFDGLVOUSA-N	1019.32414	CHEBI:87718		MMDBc0049182
BASm0007678	3-oxo-(7Z-hexadecenoyl)-CoA			Expected Solid	CCCCCCCC/C=C\CCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C37H62N7O18P3S	InChI=1S/C37H62N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-25(45)20-28(47)66-19-18-39-27(46)16-17-40-35(50)32(49)37(2,3)22-59-65(56,57)62-64(54,55)58-21-26-31(61-63(51,52)53)30(48)36(60-26)44-24-43-29-33(38)41-23-42-34(29)44/h11-12,23-24,26,30-32,36,48-49H,4-10,13-22H2,1-3H3,(H,39,46)(H,40,50)(H,54,55)(H,56,57)(H2,38,41,42)(H2,51,52,53)/b12-11-/t26-,30-,31-,32+,36-/m1/s1	BUCIFQOXNYHEOO-YDGGZUKGSA-N	1017.30849	CHEBI:87719		MMDBc0048752
BASm0007679	isolithocholate			Expected Solid	C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C24H39O3	InChI=1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/p-1/t15-,16-,17+,18+,19-,20+,21+,23+,24-/m1/s1	SMEROWZSTRWXGI-WFVDQZAMSA-M	375.2904687	CHEBI:87728		MMDBc0056046
BASm0007680	isochenodeoxycholate			Expected Solid	C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C24H39O4	InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/p-1/t14-,15+,16+,17-,18+,19+,20-,22+,23+,24-/m1/s1	RUDATBOHQWOJDD-JGFDLHJZSA-M	391.2853833	CHEBI:87730		MMDBc0056042
BASm0007681	3-oxochenodeoxycholate			Expected Solid	C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C24H37O4	InChI=1S/C24H38O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-15,17-20,22,26H,4-13H2,1-3H3,(H,27,28)/p-1/t14-,15+,17-,18+,19+,20-,22+,23+,24-/m1/s1	KNVADAPHVNKTEP-CIGXQKLNSA-M	389.2697333	CHEBI:87731		MMDBc0055634
BASm0007682	isodeoxycholate			Expected Solid	C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C24H39O4	InChI=1S/C24H40O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/p-1/t14-,15-,16+,17+,18-,19+,20+,21+,23+,24-/m1/s1	KXGVEGMKQFWNSR-OFYXWCICSA-M	391.2853833	CHEBI:87733		MMDBc0056044
BASm0007683	12alpha-hydroxy-3-oxo-5beta-cholan-24-oate			Expected Solid	C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CC(=O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C24H37O4	InChI=1S/C24H38O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h14-15,17-21,26H,4-13H2,1-3H3,(H,27,28)/p-1/t14-,15-,17+,18-,19+,20+,21+,23+,24-/m1/s1	WMUMZOAFCDOTRW-OVEHVULHSA-M	389.2697333	CHEBI:87734		MMDBc0055162
BASm0007684	isocholate			Expected Solid	C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C24H39O5	InChI=1S/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/p-1/t13-,14+,15+,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1	BHQCQFFYRZLCQQ-UXWVVXDJSA-M	407.2802979	CHEBI:87735		MMDBc0056043
BASm0007685	7alpha,12alpha-dihydroxy-3-oxo-5beta-cholan-24-oate			Expected Solid	C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4CC(=O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C24H37O5	InChI=1S/C24H38O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-14,16-20,22,26-27H,4-12H2,1-3H3,(H,28,29)/p-1/t13-,14+,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1	OEKUSRBIIZNLHZ-DJDNIQJZSA-M	405.2646479	CHEBI:87736		MMDBc0055639
BASm0007686	7alpha-hydroxy-3-oxochol-4-en-24-oate			Expected Solid	[H][C@@](C)(CCC([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@]([H])(O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C	C24H35O4	InChI=1S/C24H36O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h12,14,17-20,22,26H,4-11,13H2,1-3H3,(H,27,28)/p-1/t14-,17-,18+,19+,20-,22+,23+,24-/m1/s1	CFLVYJJIZHNITM-NLXMLWGDSA-M	387.2540832	CHEBI:87747		MMDBc0055636
BASm0007687	3-oxochola-4,6-dien-24-oate			Expected Solid	[H][C@@](C)(CCC([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])C=CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C	C24H33O3	InChI=1S/C24H34O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h5-6,14-15,18-21H,4,7-13H2,1-3H3,(H,26,27)/p-1/t15-,18+,19-,20+,21+,23+,24-/m1/s1	CREVIXFSUWYGRJ-IHMUCKAYSA-M	369.2435185	CHEBI:87748		MMDBc0055412
BASm0007688	pentan-3-one	UL			CCC(=O)CC	C5H10O	InChI=1S/C5H10O/c1-3-5(6)4-2/h3-4H2,1-2H3	FDPIMTJIUBPUKL-UHFFFAOYSA-N	86.07316494	CHEBI:87755	HMDB0062040	
BASm0007696	3-(3-hydroxyphenyl)-propanoyl-CoA	An acyl-CoA(4-) oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of 3-(m-hydroxyphenyl)propanoyl-CoA; major species at pH 7.3.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCc1cccc(O)c1	C30H40N7O18P3S	InChI=1S/C30H44N7O18P3S/c1-30(2,25(42)28(43)33-9-8-20(39)32-10-11-59-21(40)7-6-17-4-3-5-18(38)12-17)14-52-58(49,50)55-57(47,48)51-13-19-24(54-56(44,45)46)23(41)29(53-19)37-16-36-22-26(31)34-15-35-27(22)37/h3-5,12,15-16,19,23-25,29,38,41-42H,6-11,13-14H2,1-2H3,(H,32,39)(H,33,43)(H,47,48)(H,49,50)(H2,31,34,35)(H2,44,45,46)/p-4/t19-,23-,24-,25+,29-/m1/s1	CSPSLSQSVDSPEN-FUEUKBNZSA-J		CHEBI:87803		
BASm0007697	3,3',5-trihydroxybibenzyl	5-[2-(3-hydroxyphenyl)ethyl]benzene-1,3-diol is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3-[2-(3-hydroxyphenyl)ethyl]-5-methoxyphenol. It is generated by cyp2a6 enzyme via an o-dealkylation reaction. This o-dealkylation occurs in humans.			Oc1cccc(CCc2cc(O)cc(O)c2)c1	C14H14O3	InChI=1S/C14H14O3/c15-12-3-1-2-10(6-12)4-5-11-7-13(16)9-14(17)8-11/h1-3,6-9,15-17H,4-5H2	UMZJVKFVOMTAFO-UHFFFAOYSA-N	230.0942943	CHEBI:87804	HMDB0129921	
BASm0007698	ethionamide S-oxide	Ethionamide sulphoxide is a metabolite of ethionamide. Ethionamide (2-ethylthioisonicotinamide, Trecator SC) is an antibiotic used in the treatment of tuberculosis. Ethionamide works to induce expression of EthA, a NAD derivative which is toxic to fungi. The resistance mechanism of this drug is through EthR, resistance is common. Therefore, EthR inhibitors are of great interest. It is a prodrug. It has been proposed for use in combination with gatifloxacin. The action may be through disruption of mycolic acid. (Wikipedia)			CCc1cc(C(N)=S=O)ccn1	C8H10N2OS	InChI=1S/C8H10N2OS/c1-2-7-5-6(3-4-10-7)8(9)12-11/h3-5H,2,9H2,1H3	QDQQNGZRIJPDGA-UHFFFAOYSA-N	182.0513836	CHEBI:87805	HMDB0060624	
BASm0007699	2-ethylhexyl sulfate			Expected Solid	CCCCC(CC)COS(=O)(=O)[O-]	C8H17O4S	InChI=1S/C8H18O4S/c1-3-5-6-8(4-2)7-12-13(9,10)11/h8H,3-7H2,1-2H3,(H,9,10,11)/p-1	MHGOKSLTIUHUBF-UHFFFAOYSA-M	209.0853038	CHEBI:87808		MMDBc0055224
BASm0007700	2-ethylhexanal	UL			CCCCC(C=O)CC	C8H16O	InChI=1S/C8H16O/c1-3-5-6-8(4-2)7-9/h7-8H,3-6H2,1-2H3	LGYNIFWIKSEESD-UHFFFAOYSA-N	128.1201151	CHEBI:87809	HMDB0061986	
BASm0007701	3-methylmalate	3-methylmalate(2-), also known as 3-Methylmalic acid or 2-Hydroxy-3-methylsuccinate, is classified as a member of the Hydroxy fatty acids. Hydroxy fatty acids are fatty acids in which the chain bears a hydroxyl group. 3-methylmalate(2-) is considered to be soluble (in water) and acidic			CC(C(=O)[O-])C(O)C(=O)[O-]	C5H8O5	InChI=1S/C5H8O5/c1-2(4(7)8)3(6)5(9)10/h2-3,6H,1H3,(H,7,8)(H,9,10)	NPYQJIHHTGFBLN-UHFFFAOYSA-N	148.0371734	CHEBI:87810	HMDB0062739	
BASm0007702	D-ribitol 1-phosphate			Expected Solid	O=P([O-])([O-])OC[C@H](O)[C@H](O)[C@H](O)CO	C5H11O8P	InChI=1S/C5H13O8P/c6-1-3(7)5(9)4(8)2-13-14(10,11)12/h3-9H,1-2H2,(H2,10,11,12)/p-2/t3-,4+,5-/m1/s1	VJDOAZKNBQCAGE-MROZADKFSA-L	230.0202515	CHEBI:87817		MMDBc0055873
BASm0007703	L-methionine sulfone	Methionine sulfone (CAS: 820-10-0), also known as L-methionine-S-dioxide, belongs to the class of organic compounds known as L-alpha-amino acids. These are alpha-amino acids which have the L-configuration at the alpha-carbon atom. Methionine sulfone is a very strong basic compound (based on its pKa). Methionine sulfone has been detected, but not quantified, in garden onions. This could make methionine sulfone a potential biomarker for the consumption of these foods.	7314-32-1		CS(=O)(=O)CC[C@H]([NH3+])C(=O)[O-]	C5H11NO4S	InChI=1S/C5H11NO4S/c1-11(9,10)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1	UCUNFLYVYCGDHP-BYPYZUCNSA-N	181.0408785	CHEBI:87824	HMDB0062174	
BASm0007704	N-acetyl-L-methionine sulfone			Expected Solid	CC(=O)N[C@@H](CCS(C)(=O)=O)C(=O)[O-]	C7H12NO5S	InChI=1S/C7H13NO5S/c1-5(9)8-6(7(10)11)3-4-14(2,12)13/h6H,3-4H2,1-2H3,(H,8,9)(H,10,11)/p-1/t6-/m0/s1	IVORICMEPQUECP-LURJTMIESA-M	222.0441672	CHEBI:87825		MMDBc0056140
BASm0007705	L-methionine sulfoximine				CS(=N)(=O)CC[C@H]([NH3+])C(=O)[O-]	C5H12N2O3S	InChI=1S/C5H12N2O3S/c1-11(7,10)3-2-4(6)5(8)9/h4,7H,2-3,6H2,1H3,(H,8,9)/t4-,11?/m0/s1	SXTAYKAGBXMACB-DPVSGNNYSA-N	180.0568634	CHEBI:87826		MMDBc0057120
BASm0007706	N-acetyl-L-methionine sulfoximine			Expected Solid	[H][C@@](CCS(C)(=N)=O)(N=C(C)[O-])C(O)=O	C7H13N2O4S	InChI=1S/C7H14N2O4S/c1-5(10)9-6(7(11)12)3-4-14(2,8)13/h6,8H,3-4H2,1-2H3,(H,9,10)(H,11,12)/p-1/t6-,14?/m0/s1	NBUSDVOJMKDYAH-TZKMECQKSA-M	221.0601517	CHEBI:87827		MMDBc0056141
BASm0007707					*N[C@@H](CCCCNC(=O)CCCC(=O)[O-])C(*)=O					CHEBI:87828		
BASm0007708	2''-O-glutaryl-ADP-D-ribose			Expected Solid	[H]C1(O)O[C@]([H])(COP([O-])(=O)OP([O-])(=O)OC[C@@]2([H])O[C@@]([H])(N3C=NC4=C(N)N=CN=C34)[C@]([H])(O)[C@]2([H])O)[C@@]([H])(O)[C@@]1([H])OC(=O)CCCC([O-])=O	C20H26N5O17P2	InChI=1S/C20H29N5O17P2/c21-17-12-18(23-6-22-17)25(7-24-12)19-15(31)13(29)8(39-19)4-37-43(33,34)42-44(35,36)38-5-9-14(30)16(20(32)40-9)41-11(28)3-1-2-10(26)27/h6-9,13-16,19-20,29-32H,1-5H2,(H,26,27)(H,33,34)(H,35,36)(H2,21,22,23)/p-3/t8-,9-,13-,14-,15-,16-,19-,20?/m1/s1	YKONEZRCCFZUGL-GCGJIVQHSA-K	670.0815391	CHEBI:87829		MMDBc0055317
BASm0007709					*N[C@@H](CCCCNC(=O)CCC(=O)[O-])C(*)=O					CHEBI:87830		
BASm0007710					*N[C@@H](CCCCNC(=O)CC(=O)[O-])C(*)=O					CHEBI:87831		
BASm0007711	2''-O-succinyl-ADP-D-ribose			Expected Solid	[H]C1(O)O[C@]([H])(COP([O-])(=O)OP([O-])(=O)OC[C@@]2([H])O[C@@]([H])(N3C=NC4=C(N)N=CN=C34)[C@]([H])(O)[C@]2([H])O)[C@@]([H])(O)[C@@]1([H])OC(=O)CCC([O-])=O	C19H24N5O17P2	InChI=1S/C19H27N5O17P2/c20-16-11-17(22-5-21-16)24(6-23-11)18-14(30)12(28)7(38-18)3-36-42(32,33)41-43(34,35)37-4-8-13(29)15(19(31)39-8)40-10(27)2-1-9(25)26/h5-8,12-15,18-19,28-31H,1-4H2,(H,25,26)(H,32,33)(H,34,35)(H2,20,21,22)/p-3/t7-,8-,12-,13-,14-,15-,18-,19?/m1/s1	AKEYIRFGFICPER-DBTCLECXSA-K	656.0658891	CHEBI:87832		MMDBc0055319
BASm0007712	2''-O-malonyl-ADP-D-ribose			Expected Solid	[H]C1(O)O[C@]([H])(COP([O-])(=O)OP([O-])(=O)OC[C@@]2([H])O[C@@]([H])(N3C=NC4=C(N)N=CN=C34)[C@]([H])(O)[C@]2([H])O)[C@@]([H])(O)[C@@]1([H])OC(=O)CC([O-])=O	C18H22N5O17P2	InChI=1S/C18H25N5O17P2/c19-15-10-16(21-4-20-15)23(5-22-10)17-13(29)11(27)6(37-17)2-35-41(31,32)40-42(33,34)36-3-7-12(28)14(18(30)38-7)39-9(26)1-8(24)25/h4-7,11-14,17-18,27-30H,1-3H2,(H,24,25)(H,31,32)(H,33,34)(H2,19,20,21)/p-3/t6-,7-,11-,12-,13-,14-,17-,18?/m1/s1	MGHFTDDAANKBKA-IQSXCWIYSA-K	642.050239	CHEBI:87833		MMDBc0055318
BASm0007713	Delta(1)-pyrroline-(4S)-hydroxy-2-carboxylate			Expected Solid	O=C([O-])C1=NC[C@@H](O)C1	C5H6NO3	InChI=1S/C5H7NO3/c7-3-1-4(5(8)9)6-2-3/h3,7H,1-2H2,(H,8,9)/p-1/t3-/m0/s1	AOMLMYXPXUTBQH-VKHMYHEASA-M	128.0353166	CHEBI:87834		MMDBc0055895
BASm0007714	neomycin B				[NH3+]C[C@@H]1O[C@H](O[C@H]2[C@@H](O)[C@H](O[C@@H]3[C@@H](O)[C@H]([NH3+])C[C@H]([NH3+])[C@H]3O[C@H]3O[C@H](C[NH3+])[C@@H](O)[C@H](O)[C@H]3[NH3+])O[C@@H]2CO)[C@H]([NH3+])[C@@H](O)[C@@H]1O	C23H46N6O13	InChI=1S/C23H46N6O13/c24-2-7-13(32)15(34)10(28)21(37-7)40-18-6(27)1-5(26)12(31)20(18)42-23-17(36)19(9(4-30)39-23)41-22-11(29)16(35)14(33)8(3-25)38-22/h5-23,30-36H,1-4,24-29H2	PGBHMTALBVVCIT-UHFFFAOYSA-N	614.3122856	CHEBI:87835	HMDB0242630	
BASm0007715	(2R)-2-O-[alpha-D-mannopyranosyl-(1->2)-alpha-D-glucopyranosyl]-glycerate			Expected Solid	O=C([O-])[C@@H](CO)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O	C15H25O14	InChI=1S/C15H26O14/c16-1-4-7(19)9(21)11(23)14(26-4)29-12-10(22)8(20)5(2-17)27-15(12)28-6(3-18)13(24)25/h4-12,14-23H,1-3H2,(H,24,25)/p-1/t4-,5-,6-,7-,8-,9+,10+,11+,12-,14-,15-/m1/s1	YYJFQOMCNVLANJ-MQZSKFSESA-M	429.1249791	CHEBI:87836		MMDBc0054826
BASm0007716	ketocytochalasin			Expected Solid	CC1=C[C@@H]2/C=C/C[C@H](C)C(=O)[C@@H](C)/C=C/C(=O)[C@]23C(=O)N[C@@H](Cc2ccccc2)[C@@H]3[C@@H]1C	C28H33NO3	InChI=1S/C28H33NO3/c1-17-9-8-12-22-15-19(3)20(4)25-23(16-21-10-6-5-7-11-21)29-27(32)28(22,25)24(30)14-13-18(2)26(17)31/h5-8,10-15,17-18,20,22-23,25H,9,16H2,1-4H3,(H,29,32)/b12-8-,14-13+/t17-,18-,20+,22-,23-,25-,28-/m0/s1	MZRDRLOYHFZNCS-ORMYONGWSA-N	431.2460439	CHEBI:87837		MMDBc0012532
BASm0007717	iso-precytochalasin			Expected Solid	CC1=C[C@@H]2/C=C/C[C@H](C)C(=O)/C(C)=C/CC(=O)O[C@]23C(=O)N[C@@H](Cc2ccccc2)[C@@H]3[C@@H]1C	C28H33NO4	InChI=1S/C28H33NO4/c1-17-9-8-12-22-15-19(3)20(4)25-23(16-21-10-6-5-7-11-21)29-27(32)28(22,25)33-24(30)14-13-18(2)26(17)31/h5-8,10-13,15,17,20,22-23,25H,9,14,16H2,1-4H3,(H,29,32)/b12-8+,18-13+/t17-,20+,22-,23-,25-,28+/m0/s1	WVTWBOYGCFLJLV-JDQBXGEPSA-N	447.2409585	CHEBI:87838		MMDBc0056041
BASm0007718	cytochalasin Z16			Expected Solid	CC1=C[C@@H]2/C=C/C[C@H](C)C(=O)[C@@H](C)/C=C/OC(=O)O[C@]23C(=O)N[C@@H](Cc2ccccc2)[C@@H]3[C@@H]1C	C28H33NO5	InChI=1S/C28H33NO5/c1-17-9-8-12-22-15-19(3)20(4)24-23(16-21-10-6-5-7-11-21)29-26(31)28(22,24)34-27(32)33-14-13-18(2)25(17)30/h5-8,10-15,17-18,20,22-24H,9,16H2,1-4H3,(H,29,31)/b12-8-,14-13-/t17-,18-,20+,22-,23-,24-,28-/m0/s1	DDDUJNASCQCTDS-IWKDTXKKSA-N	463.2358732	CHEBI:87839		MMDBc0017332
BASm0007719	cis-3-hydroxy-D-proline	Constituent of collagen and the antibiotic Telomycin (Combined Chemical Dictionary).	4298-08-02	Solid	O=C([O-])[C@@H]1[NH2+]CC[C@@H]1O	C5H9NO3	InChI=1S/C5H9NO3/c7-3-1-2-6-4(3)5(8)9/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4+/m0/s1	BJBUEDPLEOHJGE-IUYQGCFVSA-N	131.0582432	CHEBI:87840	HMDB0002113	
BASm0007720	4-pregnen-20,21-diol-3-one				C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2C(O)CO	C21H32O3	InChI=1S/C21H32O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h11,15-19,22,24H,3-10,12H2,1-2H3/t15-,16-,17-,18+,19?,20-,21-/m0/s1	ZCFUAGVJMSGCHS-FYGMKCHKSA-N	332.2351449	CHEBI:87841		MMDBc0057121
BASm0007721	1,4-dioxo-2-naphthoate			Expected Solid	[O-]C(=O)C1=CC(=O)C2=CC=CC=C2C1=O	C11H5O4	InChI=1S/C11H6O4/c12-9-5-8(11(14)15)10(13)7-4-2-1-3-6(7)9/h1-5H,(H,14,15)/p-1	UZSCBEJDBQICON-UHFFFAOYSA-M	201.0193322	CHEBI:87842		MMDBc0051342
BASm0007722	demethylphylloquinol			Expected Solid	CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CC1=C(O)C2=C(C=CC=C2)C(O)=C1	C30H46O2	InChI=1S/C30H46O2/c1-22(2)11-8-12-23(3)13-9-14-24(4)15-10-16-25(5)19-20-26-21-29(31)27-17-6-7-18-28(27)30(26)32/h6-7,17-19,21-24,31-32H,8-16,20H2,1-5H3/b25-19+/t23-,24-/m1/s1	AEFNZGGBWOQYID-KQPZCCJBSA-N	438.3497807	CHEBI:87844		MMDBc0053057
BASm0007723	5-hydroxy-3-methyl-O-methyl-L-tyrosine			Expected Solid	[H][C@](N)(CC1=CC(O)=C(OC)C(C)=C1)C(O)=O	C11H15NO4	InChI=1S/C11H15NO4/c1-6-3-7(4-8(12)11(14)15)5-9(13)10(6)16-2/h3,5,8,13H,4,12H2,1-2H3,(H,14,15)/t8-/m0/s1	WCPBEUSWIVLNSK-QMMMGPOBSA-N	225.100108	CHEBI:87846		MMDBc0055567
BASm0007724					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCCCCCCCCCCCCCC)C(*)=O					CHEBI:87848		
BASm0007725	9-ribosyl-trans-zeatin 5'-phosphate			Expected Solid	[H]\C(CNC1=C2N=CN(C2=NC=N1)[C@]1([H])O[C@]([H])(COP([O-])([O-])=O)[C@@]([H])(O)[C@@]1([H])O)=C(\C)CO	C15H20N5O8P	InChI=1S/C15H22N5O8P/c1-8(4-21)2-3-16-13-10-14(18-6-17-13)20(7-19-10)15-12(23)11(22)9(28-15)5-27-29(24,25)26/h2,6-7,9,11-12,15,21-23H,3-5H2,1H3,(H,16,17,18)(H2,24,25,26)/p-2/b8-2+/t9-,11-,12-,15-/m1/s1	IRILMCCKFANGJQ-HNNGNKQASA-L	429.1060468	CHEBI:87947		MMDBc0055665
BASm0007726	9-ribosyl-trans-zeatin 5'-diphosphate			Expected Solid	C/C(=C\CNc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])[O-])[C@@H](O)[C@H]1O)CO	C15H23N5O11P2	InChI=1S/C15H23N5O11P2/c1-8(4-21)2-3-16-13-10-14(18-6-17-13)20(7-19-10)15-12(23)11(22)9(30-15)5-29-33(27,28)31-32(24,25)26/h2,6-7,9,11-12,15,21-23H,3-5H2,1H3,(H,27,28)(H,16,17,18)(H2,24,25,26)/b8-2+/t9-,11-,12-,15-/m1/s1	MXFPFNSSZYNJGX-HNNGNKQASA-N	511.0869306	CHEBI:87950		MMDBc0053816
BASm0007727	9-ribosyl-trans-zeatin 5'-triphosphate			Expected Solid	C/C(=C\CNc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])[C@@H](O)[C@H]1O)CO	C15H24N5O14P3	InChI=1S/C15H24N5O14P3/c1-8(4-21)2-3-16-13-10-14(18-6-17-13)20(7-19-10)15-12(23)11(22)9(32-15)5-31-36(27,28)34-37(29,30)33-35(24,25)26/h2,6-7,9,11-12,15,21-23H,3-5H2,1H3,(H,27,28)(H,29,30)(H,16,17,18)(H2,24,25,26)/b8-2+/t9-,11-,12-,15-/m1/s1	AOFQQLZNDSBFLN-HNNGNKQASA-N	591.0532615	CHEBI:87953		MMDBc0053818
BASm0007728					CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OCCC(C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CCCC(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O	(C5H8)n.C28H51NO9P				CHEBI:88021		
BASm0007729					CC(=O)N[C@H]1[C@H](O[C@H]2[C@H](O)[C@@H](CO)O[C@H](OP(=O)([O-])OCCC(C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CCCC(C)C)[C@@H]2NC(C)=O)O[C@H](C(=O)[O-])[C@@H](O)[C@@H]1NC(C)=O	(C5H8)n.C38H64N3O15P				CHEBI:88026		
BASm0007730	CDP-3,6-dideoxy-alpha-D-mannose				C[C@H]1O[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(N)nc3=O)[C@H](O)[C@@H]2O)[C@@H](O)C[C@@H]1O	C15H25N3O14P2	InChI=1S/C15H25N3O14P2/c1-6-7(19)4-8(20)14(29-6)31-34(26,27)32-33(24,25)28-5-9-11(21)12(22)13(30-9)18-3-2-10(16)17-15(18)23/h2-3,6-9,11-14,19-22H,4-5H2,1H3,(H,24,25)(H,26,27)(H2,16,17,23)/t6-,7+,8+,9-,11-,12-,13-,14-/m1/s1	JHEDABDMLBOYRG-LLWSESFUSA-N	533.0811765	CHEBI:88041		
BASm0007731	cylindrospermopsin	Cylindrospermopsin (abbreviated to CYN, or CYL) is a cyanotoxin produced by a variety of freshwater cyanobacteria. CYN is a polycyclic uracil derivative containing guanidino and sulfate groups. It is also zwitterionic, making it highly water soluble. CYN is toxic to liver and kidney tissue and is thought to inhibit protein synthesis and to covalently modify DNA and/or RNA. It is not known whether cylindrospermopsin is a carcinogen, but it appears to have no tumour initiating activity in mice.	143545-90-8	Solid	C[C@H]1[C@@H](OS(=O)(=O)[O-])C[C@@H]2C[C@H]([C@@H](O)c3cc(=O)[nH]c(=O)[nH]3)NC3=[NH+]C[C@H]1N32	C15H21N5O7S	InChI=1S/C15H21N5O7S/c1-6-10-5-16-14-17-8(13(22)9-4-12(21)19-15(23)18-9)2-7(20(10)14)3-11(6)27-28(24,25)26/h4,6-8,10-11,13,22H,2-3,5H2,1H3,(H,16,17)(H,24,25,26)(H2,18,19,21,23)/t6-,7+,8-,10-,11+,13-/m1/s1	LHJPHMKIGRLKDR-VDPNAHCISA-N	415.1161687	CHEBI:88044		
BASm0007732	dimethylallyl phosphate			Expected Solid	CC(C)=CCOP(=O)([O-])[O-]	C5H9O4P	InChI=1S/C5H11O4P/c1-5(2)3-4-9-10(6,7)8/h3H,4H2,1-2H3,(H2,6,7,8)/p-2	MQCJHQBRIPSIKA-UHFFFAOYSA-L	164.0249429	CHEBI:88052		MMDBc0055934
BASm0007734	[5-(aminomethyl)furan-3-yl]methyl diphosphate			Expected Solid	[NH3+]Cc1cc(COP(=O)([O-])OP(=O)([O-])[O-])co1	C6H9NO8P2	InChI=1S/C6H11NO8P2/c7-2-6-1-5(3-13-6)4-14-17(11,12)15-16(8,9)10/h1,3H,2,4,7H2,(H,11,12)(H2,8,9,10)/p-2	CWYTWLWLMJSIBB-UHFFFAOYSA-L	284.9814374	CHEBI:88054		MMDBc0055089
BASm0007735	(4-{4-[2-(gamma-L-glutamylamino)ethyl]phenoxymethyl}furan-2-yl)methanamine			Expected Solid	[NH3+]Cc1cc(COc2ccc(CCNC(=O)CC[C@H]([NH3+])C(=O)[O-])cc2)co1	C19H26N3O5	InChI=1S/C19H25N3O5/c20-10-16-9-14(12-27-16)11-26-15-3-1-13(2-4-15)7-8-22-18(23)6-5-17(21)19(24)25/h1-4,9,12,17H,5-8,10-11,20-21H2,(H,22,23)(H,24,25)/p+1/t17-/m0/s1	NYIWEBCNBZGUSO-KRWDZBQOSA-O	376.1866974	CHEBI:88055		MMDBc0054943
BASm0007736	dioctanoylglycerol				[1*]OCC(COC(=O)CCCCCCC)O[2*]					CHEBI:88066		
BASm0007738	octanoylglycerol				*OCC(CO)O*					CHEBI:88070		
BASm0007739	N-acetyl-alpha-neuraminosyl-(2->3)-beta-D-galactosyl-(1->3)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-acyl-sphing-4-enine				*C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O[C@]5(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O5)[C@H]4O)[C@H]3NC(C)=O)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)/C=C/CCCCCCCCCCCCC					CHEBI:88073		
BASm0007740	N-acetyl-alpha-neuraminosyl-(2->3)-beta-D-galactosyl-(1->3)-[N-acetyl-alpha-neuraminosyl-(2->6)]-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-acyl-sphing-4-enine				*C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO[C@]4(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O4)[C@@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O[C@]5(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O5)[C@H]4O)[C@H]3NC(C)=O)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)/C=C/CCCCCCCCCCCCC					CHEBI:88079		
BASm0007741	N-acetyl-alpha-neuraminosyl-(2->3)-beta-D-galactosyl-(1->3)-alpha-L-fucosyl-(1->4)-[N-acetyl-beta-D-glucosaminyl-(1->3)]-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-acyl-sphing-4-enine				*C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O[C@@H]4O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]4O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O[C@]5(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O5)[C@H]4O)[C@H]3NC(C)=O)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)/C=C/CCCCCCCCCCCCC					CHEBI:88088		
BASm0007742	N-acetyl-alpha-neuraminosyl-(2->3)-beta-D-galactosyl-(1->3)-alpha-L-fucosyl-(1->4)-[N-acetyl-alpha-neuraminosyl-(2->6)-N-acetyl-beta-D-glucosaminyl-(1->3)]-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-acyl-sphing-4-enine				*C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO[C@]4(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O4)[C@@H](O[C@@H]4O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]4O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O[C@]5(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O5)[C@H]4O)[C@H]3NC(C)=O)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)/C=C/CCCCCCCCCCCCC					CHEBI:88089		
BASm0007743	6-deoxy-6-sulfo-D-glucono-1,5-lactone			Expected Solid	[H][C@]1(O)C(=O)O[C@]([H])(CS([O-])(=O)=O)[C@@]([H])(O)[C@]1([H])O	C6H9O8S	InChI=1S/C6H10O8S/c7-3-2(1-15(11,12)13)14-6(10)5(9)4(3)8/h2-5,7-9H,1H2,(H,11,12,13)/p-1/t2-,3-,4+,5-/m1/s1	YOMAOVCVRGQULE-SQOUGZDYSA-M	241.002362	CHEBI:88091		MMDBc0055599
BASm0007744	6-deoxy-6-sulfo-D-gluconate	A carbohydrate sulfonate that is D-gluconic acid in which the hydroxy group at position 6 is replaced by a sulfo group.		Expected Solid		C6H10O9S		SBCIXDBITAKZCS-SQOUGZDYSA-L	258.0056502	CHEBI:88093		MMDBc0032886
BASm0007745	2-dehydro-3,6-dideoxy-6-sulfo-D-gluconate	A carbohydrate sulfonate that is 3-deoxy-D-erythro-hex-2-ulosonic acid in which the hydroxy group at position 6 is replaced by a sulfo group.		Expected Solid	O=C([O-])C(=O)C[C@H](O)[C@H](O)CS(=O)(=O)[O-]	C6H10O8S	InChI=1S/C6H10O8S/c7-3(1-4(8)6(10)11)5(9)2-15(12,13)14/h3,5,7,9H,1-2H2,(H,10,11)(H,12,13,14)/t3-,5+/m0/s1	COLOZALSGXIPJV-WVZVXSGGSA-N	242.0096385	CHEBI:88094		MMDBc0032887
BASm0007746	N-hexanoyl-(4R)-hydroxysphinganine				CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](CO)NC(=O)CCCCC	C24H49NO4	0	DAAZGMWCIAIMCL-UHFFFAOYSA-N	415.3661591	CHEBI:88095		MMDBc0060439
BASm0007747	N-hexanoyl-(4R)-hydroxysphinganine-1-phosphate	An anionic phospholipid obtained by deprotonation of the phosphate OH groups of N-hexanoylphytosphingosine 1-phosphate; major species at pH 7.3.			CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](COP(=O)([O-])[O-])NC(=O)CCCCC	C24H48NO7P	InChI=1S/C24H50NO7P/c1-3-5-7-8-9-10-11-12-13-14-15-17-18-22(26)24(28)21(20-32-33(29,30)31)25-23(27)19-16-6-4-2/h21-22,24,26,28H,3-20H2,1-2H3,(H,25,27)(H2,29,30,31)/p-2/t21-,22+,24-/m0/s1	UDPBJAJIZZTTJS-ZDXQCDESSA-L		CHEBI:88096		
BASm0007748	(2E)-geranyl phosphate	Geranyl Phosphate, also known as Geranyl monophosphoric acid, is classified as a member of the Isoprenoid phosphates. Isoprenoid phosphates are prenol lipids containing a phosphate group linked to an isoprene (2-methylbuta-1,3-diene) unit			CC(C)=CCC/C(C)=C/COP(=O)([O-])[O-]	(C5H8)nC5H11O4P	InChI=1S/C10H19O4P/c1-9(2)5-4-6-10(3)7-8-14-15(11,12)13/h5,7H,4,6,8H2,1-3H3,(H2,11,12,13)/b10-7+	FFOWJDCTFSWUMJ-JXMROGBWSA-N		CHEBI:88107	HMDB0062745	
BASm0007749					*N[C@@H](CCC(N)=O)C(=O)[O-]					CHEBI:88115		
BASm0007750	2,3-epoxy-2,3-dihydrobenzoyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C1=CC=CC2OC12	C28H36N7O18P3S	InChI=1S/C28H40N7O18P3S/c1-28(2,22(38)25(39)31-7-6-17(36)30-8-9-57-27(40)14-4-3-5-15-20(14)50-15)11-49-56(46,47)53-55(44,45)48-10-16-21(52-54(41,42)43)19(37)26(51-16)35-13-34-18-23(29)32-12-33-24(18)35/h3-5,12-13,15-16,19-22,26,37-38H,6-11H2,1-2H3,(H,30,36)(H,31,39)(H,44,45)(H,46,47)(H2,29,32,33)(H2,41,42,43)/p-4/t15?,16-,19-,20?,21-,22+,26-/m1/s1	LPLMOOBQLPTXLP-XOADNVFSSA-J	883.1072338	CHEBI:88118		MMDBc0055290
BASm0007751	dTDP-2,6-dideoxy-D-glycero-hex-2-enos-4-ulose		321847-68-1		Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]3C=C(O)C(=O)[C@@H](C)O3)O2)c(=O)[nH]c1=O	C16H22N2O14P2	InChI=1S/C16H22N2O14P2/c1-7-5-18(16(23)17-15(7)22)12-3-9(19)11(30-12)6-28-33(24,25)32-34(26,27)31-13-4-10(20)14(21)8(2)29-13/h4-5,8-9,11-13,19-20H,3,6H2,1-2H3,(H,24,25)(H,26,27)(H,17,22,23)/t8-,9+,11-,12-,13-/m1/s1	QWDIAMULKXKCNE-NJIBTWPXSA-N	528.0546274	CHEBI:88119		
BASm0007752	hydroxysqualene			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/C[C@@H](O)/C=C(\C)CC/C=C(\C)CCC=C(C)C	C30H50O	InChI=1S/C30H50O/c1-24(2)13-9-15-26(5)17-11-19-28(7)21-22-30(31)23-29(8)20-12-18-27(6)16-10-14-25(3)4/h13-14,17-18,21,23,30-31H,9-12,15-16,19-20,22H2,1-8H3/b26-17+,27-18+,28-21+,29-23+/t30-/m1/s1	IBTBZLYRNUPSAW-HWKIJRFISA-N	426.3861662	CHEBI:88123		MMDBc0056032
BASm0007753	1,2-dihydro-beta-NADP			Expected Solid	NC(=O)C1=CC=CN([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](OP(=O)([O-])[O-])[C@@H]3O)[C@@H](O)[C@H]2O)C1	C21H26N7O17P3	InChI=1S/C21H30N7O17P3/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32/h1-3,7-8,10-11,13-16,20-21,29-31H,4-6H2,(H2,23,32)(H,36,37)(H,38,39)(H2,22,24,25)(H2,33,34,35)/p-4/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1	SNZSFAQYVLPEBZ-NNYOXOHSSA-J	741.0619977	CHEBI:88137		MMDBc0055128
BASm0007754	1,2-dihydro-beta-NAD			Expected Solid	NC(=O)C1=CC=CN([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)C1	C21H27N7O14P2	InChI=1S/C21H29N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1-3,7-8,10-11,13-16,20-21,29-32H,4-6H2,(H2,23,33)(H,34,35)(H,36,37)(H2,22,24,25)/p-2/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1	TVJJIHUATXWSJG-NNYOXOHSSA-L	663.1102197	CHEBI:88138		MMDBc0055127
BASm0007755	1,6-dihydro-beta-NADP			Expected Solid	NC(=O)C1=CN([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](OP(=O)([O-])[O-])[C@@H]3O)[C@@H](O)[C@H]2O)CC=C1	C21H26N7O17P3	InChI=1S/C21H30N7O17P3/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32/h1-2,4,7-8,10-11,13-16,20-21,29-31H,3,5-6H2,(H2,23,32)(H,36,37)(H,38,39)(H2,22,24,25)(H2,33,34,35)/p-4/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1	UADKDCHYFVMAQG-NNYOXOHSSA-J	741.0619977	CHEBI:88139		MMDBc0055139
BASm0007756	1,6-dihydro-beta-NAD			Expected Solid	NC(=O)C1=CN([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)CC=C1	C21H27N7O14P2	InChI=1S/C21H29N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1-2,4,7-8,10-11,13-16,20-21,29-32H,3,5-6H2,(H2,23,33)(H,34,35)(H,36,37)(H2,22,24,25)/p-2/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1	QVQHBKNZCMZBKP-NNYOXOHSSA-L	663.1102197	CHEBI:88140		MMDBc0055138
BASm0007757	(3,4-dimethoxyphenyl)methanol radical			Expected Solid	COc1ccc(C[O])cc1OC	C9H11O3	InChI=1S/C9H11O3/c1-11-8-4-3-7(6-10)5-9(8)12-2/h3-5H,6H2,1-2H3	QXYPKMKZEZSVGV-UHFFFAOYSA-N	167.0708192	CHEBI:88143		MMDBc0054875
BASm0007758	2,5-dihydroxybenzoyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1cc(O)ccc1O	C28H36N7O19P3S	InChI=1S/C28H40N7O19P3S/c1-28(2,22(40)25(41)31-6-5-18(38)30-7-8-58-27(42)15-9-14(36)3-4-16(15)37)11-51-57(48,49)54-56(46,47)50-10-17-21(53-55(43,44)45)20(39)26(52-17)35-13-34-19-23(29)32-12-33-24(19)35/h3-4,9,12-13,17,20-22,26,36-37,39-40H,5-8,10-11H2,1-2H3,(H,30,38)(H,31,41)(H,46,47)(H,48,49)(H2,29,32,33)(H2,43,44,45)/p-4/t17-,20-,21-,22+,26-/m1/s1	JWFTZSFRBMKSNJ-TYHXJLICSA-J	899.1021485	CHEBI:88147		MMDBc0055301
BASm0007759	1,2,3-tripropanoylglycerol	Glycerol tripropanoate is a flavouring ingredient.	139-45-7		CCC(=O)OCC(COC(=O)CC)OC(=O)CC	C12H20O6	InChI=1S/C12H20O6/c1-4-10(13)16-7-9(18-12(15)6-3)8-17-11(14)5-2/h9H,4-8H2,1-3H3	YZWRNSARCRTXDS-UHFFFAOYSA-N	260.1259884	CHEBI:88153	HMDB0032857	
BASm0007761	dipropanoylglycerol				[1*]OC(CO[2*])COC(=O)CC					CHEBI:88155		
BASm0007762	diacetylglycerol				[1*]OC(CO[2*])COC(C)=O					CHEBI:88156		
BASm0007763	(2S)-2-methylbutanoyl-CoA			Expected Solid	CC[C@H](C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C26H40N7O17P3S	InChI=1S/C26H44N7O17P3S/c1-5-14(2)25(38)54-9-8-28-16(34)6-7-29-23(37)20(36)26(3,4)11-47-53(44,45)50-52(42,43)46-10-15-19(49-51(39,40)41)18(35)24(48-15)33-13-32-17-21(27)30-12-31-22(17)33/h12-15,18-20,24,35-36H,5-11H2,1-4H3,(H,28,34)(H,29,37)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/p-4/t14-,15+,18+,19+,20-,24+/m0/s1	LYNVNYDEQMMNMZ-JRQZLUQRSA-J	847.1436193	CHEBI:88166		MMDBc0054856
BASm0007765	2-hydroxy-5-methylquinone				CC1=CC(=O)C([O-])=CC1=O	C7H5O3	InChI=1S/C7H6O3/c1-4-2-6(9)7(10)3-5(4)8/h2-3,10H,1H3/p-1	BMBZVGUSOUAIMK-UHFFFAOYSA-M	137.0244176	CHEBI:88190		MMDBc0055238
BASm0007766					*N[C@@H](CCCN/C(NC)=[NH+]/C)C(*)=O					CHEBI:88221		
BASm0007767					*N[C@@H](CCCN(C)C(N)=[NH2+])C(*)=O					CHEBI:88222		
BASm0007768	(2E,6E)-farnesyl phosphate	2-trans,-6-trans-farnesyl monophosphate, also known as (2e,6e)-farnesyl phosphate or (2e,6e)-farnesol monophosphoric acid(2-), is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. 2-trans,-6-trans-farnesyl monophosphate is practically insoluble (in water) and a moderately acidic compound (based on its pKa). 2-trans,-6-trans-farnesyl monophosphate can be found in a number of food items such as opium poppy, papaya, pepper (c. frutescens), and corn, which makes 2-trans,-6-trans-farnesyl monophosphate a potential biomarker for the consumption of these food products.			[H]\C(CC\C(C)=C(/[H])COP([O-])([O-])=O)=C(\C)CCC=C(C)C	C15H25O4P	InChI=1S/C15H27O4P/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-19-20(16,17)18/h7,9,11H,5-6,8,10,12H2,1-4H3,(H2,16,17,18)/p-2/b14-9+,15-11+	ALEWCKXBHSDCCT-YFVJMOTDSA-L	300.1501434	CHEBI:88226	HMDB0304088	
BASm0007769	N-acetyl-alpha-neuraminosyl-(2->8)-N-acetyl-alpha-neuraminosyl-(2->3)-beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosaminyl-(1->4)-[N-acetyl-alpha-neuraminosyl-(2->8)-N-acetyl-alpha-neuraminosyl-(2->3)]-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-N-(octadecanoyl)-sphing-4-enine				CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O[C@]5(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@@H](CO)O[C@]6(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O6)O5)[C@H]4O)[C@H]3NC(C)=O)[C@H](O[C@]3(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@@H](CO)O[C@]4(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O4)O3)[C@H]2O)[C@H](O)[C@H]1O)NC(=O)CCCCCCCCCCCCCCCCC	C106H182N6O55	InChI=1S/C106H182N6O55/c1-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-70(133)112-56(57(126)36-34-32-30-28-26-24-21-19-17-15-13-11-9-2)50-152-96-83(141)82(140)86(68(48-119)155-96)157-98-85(143)94(167-106(102(150)151)41-61(130)74(110-54(6)124)92(165-106)81(139)67(47-118)161-104(100(146)147)39-59(128)72(108-52(4)122)90(163-104)77(135)63(132)43-114)87(69(49-120)156-98)158-95-75(111-55(7)125)88(78(136)64(44-115)153-95)159-97-84(142)93(79(137)65(45-116)154-97)166-105(101(148)149)40-60(129)73(109-53(5)123)91(164-105)80(138)66(46-117)160-103(99(144)145)38-58(127)71(107-51(3)121)89(162-103)76(134)62(131)42-113/h34,36,56-69,71-98,113-120,126-132,134-143H,8-33,35,37-50H2,1-7H3,(H,107,121)(H,108,122)(H,109,123)(H,110,124)(H,111,125)(H,112,133)(H,144,145)(H,146,147)(H,148,149)(H,150,151)	LRUVGSYWSFDCIT-UHFFFAOYSA-N	2419.162904	CHEBI:88228	HMDB0252633	
BASm0007770	ganglioside GT1b (d18:1(4E)/18:0)	An anionic ganglioside obtained by deprotonation of the neuraminosyl carboxy groups of ganglioside GT1b (d18:1/C18:0); major species at pH 7.3.				C95H162N5O47		LEZNRPFLOGYEIO-QSEDPUOVSA-K	2125.045658	CHEBI:88229		
BASm0007771	ganglioside GD1b(d18:1(4E)/18:0)	An anionic ganglioside obtained by deprotonation of the neuraminosyl carboxy groups of ganglioside GD1b(d18:1/C18:0); major species at pH 7.3.			CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O)[C@H]3NC(C)=O)[C@H](O[C@]3(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@@H](CO)O[C@]4(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O4)O3)[C@H]2O)[C@H](O)[C@H]1O)NC(=O)CCCCCCCCCCCCCCCCC	C84H146N4O39	InChI=1S/C84H148N4O39/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-58(102)88-48(49(98)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2)44-116-78-69(110)67(108)71(56(42-93)119-78)121-80-70(111)76(72(57(43-94)120-80)122-77-61(87-47(5)97)73(64(105)54(40-91)117-77)123-79-68(109)66(107)63(104)53(39-90)118-79)127-84(82(114)115)37-51(100)60(86-46(4)96)75(126-84)65(106)55(41-92)124-83(81(112)113)36-50(99)59(85-45(3)95)74(125-83)62(103)52(101)38-89/h32,34,48-57,59-80,89-94,98-101,103-111H,6-31,33,35-44H2,1-5H3,(H,85,95)(H,86,96)(H,87,97)(H,88,102)(H,112,113)(H,114,115)/p-2/b34-32+/t48-,49+,50-,51-,52+,53+,54+,55+,56+,57+,59+,60+,61+,62+,63-,64-,65+,66-,67+,68+,69+,70+,71+,72-,73+,74+,75+,76+,77-,78+,79-,80-,83+,84-/m0/s1	UXKZRIMBSGILRR-IPNFLAEBSA-L		CHEBI:88231		
BASm0007772	epoxypheophorbide a	Epoxypheophorbide a is considered to be a practically insoluble (in water) and relatively neutral molecule. A member of the class of pheophorbides ontained by formal epoxidation of pheophorbide a (ChEBI ID: 90228). Epoxypheophorbide a has the chemical formula C35H34N4O6, and an average molecular weight of 606.68. Epoxypheophorbide a is involved in a couple of pathways, which are Chlorophyll a Degradation II Pathway and Chlorophyll a Degradation I Pathway.			C=CC1=C(C)/C2=C/C3=[NH+]/C(=C4\c5[nH]c(c(C)c5C(=O)[C-]4C(=O)OC)/C=C4\N=C(C(C)=C4CC)C4OC14N2)[C@@H](CCC(=O)[O-])[C@@H]3C	C35H34N4O6	InChI=1S/C35H35N4O6/c1-8-18-15(4)29-33-35(45-33)20(9-2)16(5)23(39-35)12-21-14(3)19(10-11-25(40)41)30(36-21)27-28(34(43)44-7)32(42)26-17(6)22(37-31(26)27)13-24(18)38-29/h9,12-14,19,33,37,39H,2,8,10-11H2,1,3-7H3,(H,40,41)/q-1/p-1/b23-12+,24-13-,30-27-/t14-,19-,33?,35?/m0/s1	ZMTPZDVBGYNPLZ-FWEBFPHWSA-M	606.248932	CHEBI:88233		
BASm0007773	N-acetyl-alpha-neuraminyl-(2->8)-N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1)-N-(octadecanoyl)-sphing-4-enine	Ganglioside GD3 (d18:1/18:0) is a glycosphingolipid (ceramide and oligosaccharide)or oligoglycosylceramide with one or more sialic acids (i.e. n-acetylneuraminic acid) linked on the sugar chain. It is a component the cell plasma membrane which modulates cell signal transduction events. Gangliosides have been found to be highly important in immunology. Ganglioside GD3 carries a net-negative charge at pH 7.0 and is acidic. Gangliosides can amount to 6% of the weight of lipids from brain, but they are found at low levels in all animal tissues. Gangliosides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides. Gangliosides are very similar to globosides except that they also contain N-acetyl neuraminic acid (NANA) in varying amounts. The specific names for the gangliosides provide information about their structure. The letter G refers to ganglioside, and the subscripts M, D, T and Q indicate that the molecule contains mono-, di-, tri and quatra-sialic acid. The numbered subscripts 1, 2 and 3 refer to the carbohydrate sequence that is attached to the ceramide. In particular, 1 stands for GalGalNAcGalGlc-ceramide, 2 stands for GalNAcGalGlc-ceramide and 3 stands for GalGlc-ceramide. Deficiencies in lysosomal enzymes that degrade the carbohydrate portions of various gangliosides are responsible for a number of lysosomal storage diseases such as Tay-Sachs disease, Sandhoff disease, and GM1 gangliosidosis. The carbohydrate portion of the ganglioside GM1 is the site of attachment of cholera toxin, the protein secreted by Vibrio cholerae.		Solid	CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@]3(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@@H](CO)O[C@]4(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O4)O3)[C@H]2O)[C@H](O)[C@H]1O)NC(=O)CCCCCCCCCCCCCCCCC	C70H125N3O29	InChI=1S/C70H125N3O29/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-52(84)73-44(45(80)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2)41-95-65-59(89)58(88)61(51(40-77)97-65)98-66-60(90)64(56(86)49(38-75)96-66)102-70(68(93)94)36-47(82)54(72-43(4)79)63(101-70)57(87)50(39-76)99-69(67(91)92)35-46(81)53(71-42(3)78)62(100-69)55(85)48(83)37-74/h31,33,44-51,53-66,74-77,80-83,85-90H,5-30,32,34-41H2,1-4H3,(H,71,78)(H,72,79)(H,73,84)(H,91,92)(H,93,94)/b33-31+/t44-,45+,46-,47-,48+,49+,50+,51+,53+,54+,55+,56-,57+,58+,59?,60+,61+,62?,63?,64-,65+,66-,69+,70-/m0/s1	CSXAHYACQIWDLT-AEBNYCRGSA-N	1471.839875	CHEBI:88234	HMDB0004914	
BASm0007774	N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1)-N-(octadecanoyl)-sphing-4-enine	A glycosphingolipid (ceramide and oligosaccharide)or oligoglycosylceramide with one or more sialic acids (i.e. n-acetylneuraminic acid) linked on the sugar chain. It is a component the cell plasma membrane which modulates cell signal transduction events. Gangliosides have been found to be highly important in immunology. Ganglioside GM3 carries a net-negative charge at pH 7.0 and is acidic. Gangliosides can amount to 6% of the weight of lipids from brain, but they are found at low levels in all animal tissues↵↵Gangliosides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides.  Gangliosides are very similar to globosides except that they also contain N-acetyl neuraminic acid (NANA) in varying amounts. The specific names for the gangliosides provide information about their structure. The letter G refers to ganglioside, and the subscripts M, D, T and Q indicate that the molecule contains mono-, di-, tri and quatra-sialic acid. The numbered subscripts 1, 2 and 3 refer to the carbohydrate sequence that is attached to the ceramide.  In particular, 1 stands for GalGalNAcGalGlc-ceramide, 2 stands for GalNAcGalGlc-ceramide and 3 stands for GalGlc-ceramide. Deficiencies in lysosomal enzymes that degrade the carbohydrate portions of various gangliosides are responsible for a number of lysosomal storage diseases such as Tay-Sachs disease, Sandhoff disease, and GM1 gangliosidosis. The carbohydrate portion of the ganglioside GM1 is the site of attachment of cholera toxin, the protein secreted by Vibrio cholerae. [HMDB]		Solid		C59H107N2O21		UIKPUUZBQYTDRX-YRRBDHRDSA-M	1179.737182	CHEBI:88235	HMDB04845	
BASm0007796	an aralkylamine				*C[NH3+]					CHEBI:88332		
BASm0007798	hexan-2-ol	2-Hexanol, also known as hexan-2-ol, belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl). 2-Hexanol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Thus, 2-hexanol is considered to be a fatty alcohol lipid molecule. 2-Hexanol (or hexan-2-ol) is a six carbon alcohol in which the OH group is located on the second carbon atom. Its chemical formula is C6H14O or C6H13OH. 2-Hexanol is a chemical and winey tasting compound. 2-Hexanol is found, on average, in the highest concentration within safflowers. 2-Hexanol has also been detected, but not quantified, in several different foods, such as pepper (c. frutescens), tea, green bell peppers, corns, and orange bell peppers. This could make 2-hexanol a potential biomarker for the consumption of these foods. 2-Hexanol, with regard to humans, has been linked to the inborn metabolic disorder celiac disease. It is an isomer of the other hexanols. 2-Hexanol has a chiral center and can be resolved into enantiomers.				C6H14O		QNVRIHYSUZMSGM-UHFFFAOYNA-N	102.1044651	CHEBI:88370	HMDB0061886	
BASm0007799	1-hydroxy-2-butanone	1-Hydroxy-2-butanone is found in coffee and coffee products. 1-Hydroxy-2-butanone is a constituent of coffee and various edible mushrooms. 1-Hydroxy-2-butanone is a flavouring ingredient	5077-67-8		CCC(=O)CO	C4H8O2	InChI=1S/C4H8O2/c1-2-4(6)3-5/h5H,2-3H2,1H3	GFAZHVHNLUBROE-UHFFFAOYSA-N	88.0524295	CHEBI:88390	HMDB0031507	
BASm0007800	ethyl 2-methylbutanoate	Ethyl 2-methylbutyrate is found in bilberry. Ethyl 2-methylbutyrate is found in many fruits, e.g.raw and cooked apple, apricot, orange, grapefruit. Ethyl 2-methylbutyrate is a flavouring agent. Ethyl 2-methylbutyrate is used in fruit flavouring.	7452-79-1			C7H14O2		HCRBXQFHJMCTLF-UHFFFAOYNA-N	130.0993797	CHEBI:88452	HMDB0033745	
BASm0007801	butyl formate	Butyl formate is a formate ester resulting from the formal condensation of formic acid with the hydroxy group of butan-1-ol. It has been found in apples, strawberries, sherry and Pamesan cheese, and it has a fruity, plum-like odour and taste. It has a role as a polar aprotic solvent, a flavouring agent and a fragrance. It derives from a butan-1-ol. Butyl formate, also known as butyl methanoate or fema 2916, belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). Butyl formate has been detected, but not quantified, in blackcurrants and pineapples. 	592-84-7		CCCCOC=O	C5H10O2	InChI=1S/C5H10O2/c1-2-3-4-7-5-6/h5H,2-4H2,1H3	NMJJFJNHVMGPGM-UHFFFAOYSA-N	102.0680796	CHEBI:88514	HMDB0040575	
BASm0007802	hexanal	Hexanal is an alkyl aldehyde found in human biofluids. Human milk samples collected from women contains hexanal. Among mediators of oxidative stress, highly reactive secondary aldehydic lipid peroxidation products can initiate the processes of spontaneous mutagenesis and carcinogenesis and can also act as a growth-regulating factors and signaling molecules. In specimens obtained from adult patients with brain astrocytomas, lower levels of n-hexanal are associated with poorer patient prognosis. Hexanal has also been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID:22626821). Hexanal is a volatile compound that has been associated with the development of undesirable flavours. The content of hexanal, which is a major breakdown product of linoleic acid (LA, n - 6 PUFA) oxidation, has been used to follow the course of lipid oxidation and off-flavour development in foods, and have been proposed as one potential marker of milk quality. A "cardboard-like" off-flavour is frequently associated with dehydrated milk products. This effect is highly correlated with the headspace concentration of hexanal. (Food Chemistry. Volume 107, Issue 1, 1 March 2008, Pages 558-569, PMID:17934948, 17487452).	66-25-1		CCCCCC=O	C6H12O	InChI=1S/C6H12O/c1-2-3-4-5-6-7/h6H,2-5H2,1H3	JARKCYVAAOWBJS-UHFFFAOYSA-N	100.088815	CHEBI:88528	HMDB0005994	
BASm0007803	hexan-3-ol	3-Hexanol, also known as fema 3351 or 3-hexyl alcohol, belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl). 3-Hexanol is an alcoholic, ether, and medicinal tasting compound. 3-Hexanol is found, on average, in the highest concentration within safflowers. 3-Hexanol has also been detected, but not quantified, in several different foods, such as green bell peppers, orange bell peppers, pepper (c. annuum), red bell peppers, and yellow bell peppers. 	623-37-0		CCCC(O)CC	C6H14O	InChI=1S/C6H14O/c1-3-5-6(7)4-2/h6-7H,3-5H2,1-2H3	ZOCHHNOQQHDWHG-UHFFFAOYSA-N	102.1044651	CHEBI:88653	HMDB0031493	
BASm0007804	3,5-dimethoxyphenol	3,5-Dimethoxyphenol is a toxin metabolite that can be found in human consuming yew (Taxus baccata) leaves. Autopsy findings of fatal intoxication with yew are nonspecific. A presence of plant residues in the digestive tract can signalize yew intoxication. If yew decoction is consumed, plant residues are not found. In such a case, the intoxication can be signalized by the presence of 3,5-dimethoxyphenol in biological material (PMID: 20942244).	500-99-2		COc1cc(O)cc(OC)c1	C8H10O3	InChI=1S/C8H10O3/c1-10-7-3-6(9)4-8(5-7)11-2/h3-5,9H,1-2H3	XQDNFAMOIPNVES-UHFFFAOYSA-N	154.0629942	CHEBI:88715	HMDB0059966	
BASm0007805	cholesteryl (5Z,8Z,11Z)-eicosatrienoate	CE(20:3(5Z,8Z,11Z)) is a cholesterol fatty acid ester or simply a cholesterol ester (CE). Cholesterol esters are cholesterol molecules with long-chain fatty acids linked to the hydroxyl group. They are much less polar than free cholesterol and appear to be the preferred form for transport in plasma and for storage. Cholesterol esters do not contribute to membranes but are packed into intracellular lipid particles or lipoprotein particles. Because of the mechanism of synthesis, plasma cholesterol esters tend to contain relatively high proportions of C18 fatty acids. Cholesterol esters are major constituents of the adrenal glands and they also accumulate in the fatty lesions of atherosclerotic plaques. Cholesterol esters are also major constituents of the lipoprotein particles carried in blood (HDL, LDL, VLDL). The cholesterol esters in high-density lipoproteins (HDL) are synthesized largely by transfer of fatty acids to cholesterol from position sn-2 (or C-2) of phosphatidylcholine catalyzed by the enzyme lecithin cholesterol acyl transferase (LCAT). The enzyme also promotes the transfer of cholesterol from cells to HDL. As cholesterol esters accumulate in the lipoprotein core, cholesterol is removed from its surface thus promoting the flow of cholesterol from cell membranes into HDL. This in turn leads to morphological changes in HDL, which grow and become spherical. Subsequently, cholesterol esters are transferred to the other lipoprotein fractions LDL and VLDL, a reaction catalyzed by cholesteryl ester transfer protein. Another enzyme, acyl-CoA:cholesterol acyltransferase (ACAT) synthesizes cholesterol esters from CoA esters of fatty acids and cholesterol. Cholesterol ester hydrolases liberate cholesterol and free fatty acids when required for membrane and lipoprotein formation, and they also provide cholesterol for hormone synthesis in adrenal cells.		Solid	CCCCCCCC/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4CC[C@H]([C@H](C)CCCC(C)C)[C@@]4(C)CC[C@@H]32)C1	C47H78O2	InChI=1S/C47H78O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-27-45(48)49-40-32-34-46(5)39(36-40)28-29-41-43-31-30-42(38(4)26-24-25-37(2)3)47(43,6)35-33-44(41)46/h14-15,17-18,20-21,28,37-38,40-44H,7-13,16,19,22-27,29-36H2,1-6H3/b15-14-,18-17-,21-20-/t38-,40+,41?,42?,43?,44?,46+,47-/m1/s1	XQWTZYBOKFFMKJ-HXQMAXTDSA-N	674.6001817	CHEBI:88752	HMDB0010373	
BASm0007806	(6Z,9Z,12Z-octadecatrienoyl)-cholesterol	CE(18:3(6Z,9Z,12Z)) is a cholesterol fatty acid ester or simply a cholesterol ester (CE). Cholesterol esters are cholesterol molecules with long-chain fatty acids linked to the hydroxyl group. They are much less polar than free cholesterol and appear to be the preferred form for transport in plasma and for storage. Cholesterol esters do not contribute to membranes but are packed into intracellular lipid particles or lipoprotein particles. Because of the mechanism of synthesis, plasma cholesterol esters tend to contain relatively high proportions of C18 fatty acids. Cholesterol esters are major constituents of the adrenal glands and they also accumulate in the fatty lesions of atherosclerotic plaques. Cholesterol esters are also major constituents of the lipoprotein particles carried in blood (HDL, LDL, VLDL). The cholesterol esters in high-density lipoproteins (HDL) are synthesized largely by transfer of fatty acids to cholesterol from position sn-2 (or C-2) of phosphatidylcholine catalyzed by the enzyme lecithin cholesterol acyl transferase (LCAT). The enzyme also promotes the transfer of cholesterol from cells to HDL. As cholesterol esters accumulate in the lipoprotein core, cholesterol is removed from its surface thus promoting the flow of cholesterol from cell membranes into HDL. This in turn leads to morphological changes in HDL, which grow and become spherical. Subsequently, cholesterol esters are transferred to the other lipoprotein fractions LDL and VLDL, a reaction catalyzed by cholesteryl ester transfer protein. Another enzyme, acyl-CoA:cholesterol acyltransferase (ACAT) synthesizes cholesterol esters from CoA esters of fatty acids and cholesterol. Cholesterol ester hydrolases liberate cholesterol and free fatty acids when required for membrane and lipoprotein formation, and they also provide cholesterol for hormone synthesis in adrenal cells.		Solid	CCCCC/C=C\C/C=C\C/C=C\CCCCC(=O)O[C@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4CC[C@H]([C@H](C)CCCC(C)C)[C@@]4(C)CC[C@@H]32)C1	C45H74O2	InChI=1S/C45H74O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25-43(46)47-38-30-32-44(5)37(34-38)26-27-39-41-29-28-40(36(4)24-22-23-35(2)3)45(41,6)33-31-42(39)44/h11-12,14-15,17-18,26,35-36,38-42H,7-10,13,16,19-25,27-34H2,1-6H3/b12-11-,15-14-,18-17-/t36-,38+,39?,40?,41?,42?,44+,45-/m1/s1	GOHHVMNZYOLIPQ-BMVHEVBDSA-N	646.5688816	CHEBI:88756	HMDB0010369	
BASm0007807	ethyl butanoate	Ethyl butyrate, also known as ethyl butanoate, or butyric ether, is an ester with the chemical formula CH3CH2CH2COOCH2CH3, with one oxygen having a double bond. It is soluble in propylene glycol, paraffin oil and kerosene. Ethyl butyrate is present in many fruits e.g. apple, apricot, banana, plum, tangerine etc. Ethyl butyrate is a flavouring ingredient and it can be synthesized by reacting ethanol and butyric acid. This is a condensation reaction, meaning water is produced in the reaction as a byproduct.	105-54-4		CCCC(=O)OCC	C6H12O2	InChI=1S/C6H12O2/c1-3-5-6(7)8-4-2/h3-5H2,1-2H3	OBNCKNCVKJNDBV-UHFFFAOYSA-N	116.0837296	CHEBI:88764	HMDB0033889	
BASm0007808	cholesteryl (11Z)-octadecenoate	CE(18:1(11Z)) is a cholesterol fatty acid ester or simply a cholesterol ester (CE). Cholesterol esters are cholesterol molecules with long-chain fatty acids linked to the hydroxyl group. They are much less polar than free cholesterol and appear to be the preferred form for transport in plasma and for storage. Cholesterol esters do not contribute to membranes but are packed into intracellular lipid particles or lipoprotein particles. Because of the mechanism of synthesis, plasma cholesterol esters tend to contain relatively high proportions of C18 fatty acids. Cholesterol esters are major constituents of the adrenal glands and they also accumulate in the fatty lesions of atherosclerotic plaques. Cholesterol esters are also major constituents of the lipoprotein particles carried in blood (HDL, LDL, VLDL). The cholesterol esters in high-density lipoproteins (HDL) are synthesized largely by transfer of fatty acids to cholesterol from position sn-2 (or C-2) of phosphatidylcholine catalyzed by the enzyme lecithin cholesterol acyl transferase (LCAT). The enzyme also promotes the transfer of cholesterol from cells to HDL. As cholesterol esters accumulate in the lipoprotein core, cholesterol is removed from its surface thus promoting the flow of cholesterol from cell membranes into HDL. This in turn leads to morphological changes in HDL, which grow and become spherical. Subsequently, cholesterol esters are transferred to the other lipoprotein fractions LDL and VLDL, a reaction catalyzed by cholesteryl ester transfer protein. Another enzyme, acyl-CoA:cholesterol acyltransferase (ACAT) synthesizes cholesterol esters from CoA esters of fatty acids and cholesterol. Cholesterol ester hydrolases liberate cholesterol and free fatty acids when required for membrane and lipoprotein formation, and they also provide cholesterol for hormone synthesis in adrenal cells.			CCCCCC/C=C\CCCCCCCCCC(=O)O[C@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4CC[C@H]([C@H](C)CCCC(C)C)[C@@]4(C)CC[C@@H]32)C1	C45H78O2	InChI=1S/C45H78O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25-43(46)47-38-30-32-44(5)37(34-38)26-27-39-41-29-28-40(36(4)24-22-23-35(2)3)45(41,6)33-31-42(39)44/h12-13,26,35-36,38-42H,7-11,14-25,27-34H2,1-6H3/b13-12-/t36-,38+,39?,40?,41?,42?,44+,45-/m1/s1	BNQAKMBVXYXXED-XZMNDPPTSA-N	650.6001817	CHEBI:88768	HMDB0005189	
BASm0007809	isoterpinolene	Isoterpinolene belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.			CC(C)=C1C=CC(C)CC1	C10H16	InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,6,9H,5,7H2,1-3H3	CIPXOBMYVWRNLL-UHFFFAOYSA-N	136.1252005	CHEBI:88840	HMDB0061938	
BASm0007810	hexan-2-one	2-Oxohexane, also known as hexan-2-one or MNBK, belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. Thus, 2-oxohexane is considered to be an oxygenated hydrocarbon lipid molecule. 2-Oxohexane is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 2-Oxohexane is an gasoline tasting compound. 2-Oxohexane is found, on average, in the highest concentration within a few different foods, such as hyssops, milk (cow), and corns. 2-Oxohexane has also been detected, but not quantified, in several different foods, such as green bell peppers, orange bell peppers, red bell peppers, nuts, and peppers. This could make 2-oxohexane a potential biomarker for the consumption of these foods. 2-Oxohexane is a potentially toxic compound. 2-Oxohexane, with regard to humans, has been found to be associated with several diseases such as ulcerative colitis, crohn's disease, and nonalcoholic fatty liver disease; 2-oxohexane has also been linked to the inborn metabolic disorder celiac disease. 2-Oxohexane is absorbed via ingestion, inhalation, and dermal routes, then distributed widely throughout the body, with the highest levels in the liver and blood. The main neurological disorders associated with chronic volatile substance are peripheral neuropathy, cerebellar disease, chronic encephalopathy and dementia. This may include pathologies such as peripheral neuropathy and developmental defects. Apart from peripheral neuropathy, the clinical features are non-specific, evidence for solvent-related toxicity is in most cases circumstantial and there is no clear dose/response relationship. 2-Oxohexane is occasionally found as a volatile component of normal human biofluids. In addition, 2,5-hexanedione can covalently cross-link neurofilaments, causing large axonal swellings. 2-Oxohexane and 2,5-hexanedione may also inhibit sulfhydryl-dependent enzymes such as fructose-6-phosphate kinase and glyceraldehyde-3-phosphate dehydrogenase, as well as certain creatine kinases and adenylate kinases, impairing energy metabolism and subsequently resulting in axon deterioration.	591-78-6		CCCCC(C)=O	C6H12O	InChI=1S/C6H12O/c1-3-4-5-6(2)7/h3-5H2,1-2H3	QQZOPKMRPOGIEB-UHFFFAOYSA-N	100.088815	CHEBI:89206	HMDB0005842	
BASm0007811	18-oxocortisol	18-Oxocortisol shares structural characteristics with cortisol and aldosterone and is secreted from the adrenal cortex. The plasma levels of 18-Oxocortisol are significantly higher in patients with adrenocortical disorders than in control subjects. (PMID 8013138).	2410-60-8		C[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C=O)[C@H]1CC[C@]2(O)C(=O)CO	C21H28O6	InChI=1S/C21H28O6/c1-19-6-4-13(24)8-12(19)2-3-14-15-5-7-21(27,17(26)10-22)20(15,11-23)9-16(25)18(14)19/h8,11,14-16,18,22,25,27H,2-7,9-10H2,1H3/t14-,15-,16-,18+,19-,20+,21+/m0/s1	XUQWWIFROYJHCU-FJNAKSJRSA-N	376.1885886	CHEBI:89213	HMDB0000332	
BASm0007812	2-hydroxy-3-methoxy-17beta-estradiol	2-Hydroxyestradiol-3-methylether is a methoxylated derivative of 2-hydroxyestradiol. 2-hydroxy estrogen metabolites can be converted to anticarcinogenic methoxylated metabolites (2-methoxyestrone and 2-methoxyestradiol, 2-hydroxyestrone and 2-hydroxyestradiol 3-methyl ether) by catechol O-methyltransferase (PMID: 11172156). 2-hydroxyestradiol 3-methyl ether has been found in the urine of pregnant women (along with other 2-hydroxyestrogen ethers) although the amounts are generally small (less than 5 ug/24 hours). (PMID: 966757).	5976-65-8		COc1cc2c(cc1O)[C@H]1CC[C@]3(C)[C@@H](O)CC[C@H]3[C@@H]1CC2	C19H26O3	InChI=1S/C19H26O3/c1-19-8-7-12-13(15(19)5-6-18(19)21)4-3-11-9-17(22-2)16(20)10-14(11)12/h9-10,12-13,15,18,20-21H,3-8H2,1-2H3/t12-,13+,15-,18-,19-/m0/s1	MMKYSUOJWFKECQ-SSTWWWIQSA-N	302.1881947	CHEBI:89268	HMDB0000380	
BASm0007813	18-hydroxycortisol	18-Hydroxycortisol is a derivative of cortIsolated It may be synthesized by zona fasciculata 11-beta hydroxylase in normal human adrenal cortex. (PMID 15356073; 1751390) Overproduction of 18-hydroxycortisol is an aid in the detection of Glucocorticoid-remediable aldosteronism which is an inherited form of mineralocorticoid excess associated with moderate overproduction of aldosterone, in which biochemical and clinical remission is dramatically induced by small amounts of glucocorticoids.(PMID: 1879399).	86002-90-6		C[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(CO)[C@H]1CC[C@]2(O)C(=O)CO	C21H30O6	InChI=1S/C21H30O6/c1-19-6-4-13(24)8-12(19)2-3-14-15-5-7-21(27,17(26)10-22)20(15,11-23)9-16(25)18(14)19/h8,14-16,18,22-23,25,27H,2-7,9-11H2,1H3/t14-,15-,16-,18+,19-,20+,21+/m0/s1	HESFZGWRDUVOMS-FJNAKSJRSA-N	378.2042387	CHEBI:89455	HMDB0000418	
BASm0007814	1-hydroxypentan-2-one	1-hydroxy-2-pentanone belongs to the family of Alpha Ketoaldehydes. These are organic compounds containing an aldehyde substituted with a keto group on the adjacent carbon.			CCCC(=O)CO	C5H10O2	InChI=1S/C5H10O2/c1-2-3-5(7)4-6/h6H,2-4H2,1H3	WOVLKKLXYZJMSN-UHFFFAOYSA-N	102.0680796	CHEBI:89466	HMDB0059678	
BASm0007815	heptan-4-one	4-Heptanone, also known as dipropyl ketone or 4-oxoheptane, belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. Thus, 4-heptanone is considered to be an oxygenated hydrocarbon lipid molecule. 4-Heptanone is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 4-Heptanone is a sweet, cheese, and cognac tasting compound.  With regards to humans, 4-Heptanone has been found to be associated with several diseases such as kidney disease, perillyl alcohol administration for cancer treatment, pervasive developmental disorder not otherwise specified, and autism; 4-heptanone has also been linked to the inborn metabolic disorder celiac disease.	123-19-3		CCCC(=O)CCC	C7H14O	InChI=1S/C7H14O/c1-3-5-7(8)6-4-2/h3-6H2,1-2H3	HCFAJYNVAYBARA-UHFFFAOYSA-N	114.1044651	CHEBI:89484	HMDB0004814	
BASm0007816	3beta-hydroxy-5beta-androstane-17-one	Epietiocholanolone is an anabolic steroid similar in structure to androstenedione. Used by body-builders to add muscle mass, but with unknown side effects.	571-31-3		C[C@]12CC[C@H](O)C[C@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12	C19H30O2	InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-16,20H,3-11H2,1-2H3/t12-,13+,14+,15+,16+,18+,19+/m1/s1	QGXBDMJGAMFCBF-XRJZGPCZSA-N	290.2245802	CHEBI:89524	HMDB0000546	
BASm0007817	butyl hexanoate	Butyl hexanoate is found in alcoholic beverages. Butyl hexanoate is present in fruits and berries, e.g. apricot, banana, orange, wine grapes, papaya etc. Also present in beer, apple brandy and plum wine. Butyl hexanoate is used in fruit flavourings.	626-82-4		CCCCCC(=O)OCCCC	C10H20O2	InChI=1S/C10H20O2/c1-3-5-7-8-10(11)12-9-6-4-2/h3-9H2,1-2H3	RPRPDTXKGSIXMD-UHFFFAOYSA-N	172.1463299	CHEBI:89561	HMDB0040211	
BASm0007818	propyl butanoate	Propyl butyrate, also known as propyl butanoate, is a butyrate ester resulting from the formal condensation of the hydroxy group of propanol with the carboxy group of butyric acid. It has a role as a human metabolite, a plant metabolite and an insect attractant. It derives from a propan-1-ol. Propyl butyrate belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Propyl butyrate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.	105-66-8		CCCOC(=O)CCC	C7H14O2	InChI=1S/C7H14O2/c1-3-5-7(8)9-6-4-2/h3-6H2,1-2H3	HUAZGNHGCJGYNP-UHFFFAOYSA-N	130.0993797	CHEBI:89719	HMDB0039618	
BASm0007819	1-(9Z-hexadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphocholine	PC(16:1(9Z)/16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:1(9Z)/16:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of palmitic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			CCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h16,18,38H,6-15,17,19-37H2,1-5H3/b18-16-/t38-/m1/s1	IPMVHVDAYPUFKH-WYRBGLKBSA-N	731.546505	CHEBI:89731	HMDB0008001	
BASm0007820	tridecanal	Tridecanal is found in citrus. Tridecanal is a volatile flavour component of coriander leaf. Also in lemon and cucumber oil	10486-19-8		CCCCCCCCCCCCC=O	C13H26O	InChI=1S/C13H26O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14/h13H,2-12H2,1H3	BGEHHAVMRVXCGR-UHFFFAOYSA-N	198.1983655	CHEBI:89816	HMDB0030928	
BASm0007821	propyl propanoate	Propyl propionate is found in black elderberry. Propyl propionate is a flavouring ingredien	106-36-5		CCCOC(=O)CC	C6H12O2	InChI=1S/C6H12O2/c1-3-5-8-6(7)4-2/h3-5H2,1-2H3	MCSINKKTEDDPNK-UHFFFAOYSA-N	116.0837296	CHEBI:89828	HMDB0030059	
BASm0007822	butyl propanoate	Butyl propionate is a flavouring ingredien	590-01-2		CCCCOC(=O)CC	C7H14O2	InChI=1S/C7H14O2/c1-3-5-6-9-7(8)4-2/h3-6H2,1-2H3	BTMVHUNTONAYDX-UHFFFAOYSA-N	130.0993797	CHEBI:89831	HMDB0030052	
BASm0007823	3-phenylpropanoic acid methyl ester	Methyl 3-phenylpropanoate is a flavouring ingredien	103-25-3		COC(=O)CCC1=CC=CC=C1	C10H12O2	InChI=1S/C10H12O2/c1-12-10(11)8-7-9-5-3-2-4-6-9/h2-6H,7-8H2,1H3	RPUSRLKKXPQSGP-UHFFFAOYSA-N	164.0837296	CHEBI:89875	HMDB0030060	
BASm0007824	hexan-3-one	3-Hexanone, also known as 3-oxohexane or hexan-3-one, belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. 3-Hexanone is a very hydrophobic molecule, practically insoluble in water and relatively neutral. 3-Hexanone is an ether and grape tasting compound. Outside of the human body, 3-Hexanone has been detected, but not quantified in, several different foods, such as pepper (capsicum), oregon yampahs, cinnamons, cloudberries, and cardamoms. 3-Hexanone, with regard to humans, has been found to be associated with several diseases such as nonalcoholic fatty liver disease, pervasive developmental disorder not otherwise specified, autism, and perillyl alcohol administration for cancer treatment. 3-hexanone has also been linked to the inborn metabolic disorder celiac disease.	589-38-8		CCCC(=O)CC	C6H12O	InChI=1S/C6H12O/c1-3-5-6(7)4-2/h3-5H2,1-2H3	PFCHFHIRKBAQGU-UHFFFAOYSA-N	100.088815	CHEBI:89891	HMDB0000753	
BASm0007825	(E)-pent-2-en-1-ol	(Z)-2-Penten-1-ol is found in safflower. (Z)-2-Penten-1-ol is isolated from green and black tea (Thea sinensis	1576-96-1		CC/C=C/CO	C5H10O	InChI=1S/C5H10O/c1-2-3-4-5-6/h3-4,6H,2,5H2,1H3/b4-3-	BTSIZIIPFNVMHF-ARJAWSKDSA-N	86.07316494	CHEBI:89943	HMDB0031604	
BASm0007826	pent-1-en-3-one	1-Penten-3-one, also known as ethylvinyl ketone or pentenone, belongs to the class of organic compounds known as enones. Enones are compounds containing the enone functional group, with the structure RC(=O)CR'. Thus, 1-penten-3-one is considered to be an oxygenated hydrocarbon lipid molecule. It exists as a clear, colorless oil with a boiling point of 68-70 oC. 1-Penten-3-one is a very hydrophobic molecule, practically insoluble in water, but soluble in most organic solvents. 1-Penten-3-one has a spicy, pungent, peppery odor that is also described as being mustard-like, garlic-like or onion-like, This compound also has a peppery, garlic-like, allium-like, mustard-like or onion-like taste. 1-Penten-3-one has been found in the volatile components of human feces (PMID: 21386183) and saliva (PMID: 24421258). Outside of the human body, 1-Penten-3-one has been detected, but not quantified in, several different foods, such as banana fruit, beef, butter, chives, clams, fish, grapes, grapefruit juice, kiwi fruit, milk, oranges, peaches, potatoes, soybeans, strawberries, black tea and tomatoes. 	1629-58-9		C=CC(=O)CC	C5H8O	InChI=1S/C5H8O/c1-3-5(6)4-2/h3H,1,4H2,2H3	JLIDVCMBCGBIEY-UHFFFAOYSA-N	84.05751488	CHEBI:89945	HMDB0031607	
BASm0007827	L-histidyl-L-proline diketopiperazine	Histidylproline diketopiperazine is a cyclic dipeptide initially described in both the hypothalamus and cerebral tissues, has been detected in various sites outside the central nervous system, including the gastrointestinal tract and, more specifically, the endocrine pancreas. Histidylproline diketopiperazine belongs to the family of Dioxopiperazines. These are compounds containing a piperazine ring bearing two ketone groups.	53109-32-3		O=C1N[C@@H](Cc2cnc[nH]2)C(=O)N2CCC[C@@H]12	C12H16N4O2	InChI=1S/C12H16N4O2/c17-11-10-3-1-2-4-16(10)12(18)9(15-11)5-8-6-13-7-14-8/h6-7,9-10H,1-5H2,(H,13,14)(H,15,17)/t9-,10-/m0/s1	LCXWQHWWTPOAFI-UWVGGRQHSA-N	248.1273258	CHEBI:90039	HMDB0002053	
BASm0007828	beta-D-galactosyl-(1->4)-[alpha-L-fucosyl-(1->3)]-D-glucose	3-Fucosyllactose is a milk oligosaccharide isolated in 1958 (PMID: 13546862), and that was also isolated for the first time from the urine of a blood group O, nonsecretor, woman during pregnancy and lactation in 1977 (PMID: 838696). Is resistant to enzymic hydrolysis in the gastrointestinal tract of the infant; it is postulated that they reach the large intestine where they serve as substrates for bacterial metabolism. (PMID 10837303).	41312-47-4		C[C@@H]1O[C@@H](O[C@H]2[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@@H](CO)OC(O)[C@@H]2O)[C@@H](O)[C@H](O)[C@@H]1O	C18H32O15	InChI=1S/C18H32O15/c1-4-7(21)9(23)12(26)17(29-4)33-15-8(22)5(2-19)31-18(13(15)27)32-14-6(3-20)30-16(28)11(25)10(14)24/h4-28H,2-3H2,1H3/t4-,5+,6+,7+,8-,9+,10+,11+,12-,13+,14+,15-,16?,17-,18-/m0/s1	AUNPEJDACLEKSC-ZAYDSPBTSA-N	488.1741204	CHEBI:90065	HMDB0002094	
BASm0007830	(5Z,8Z,11Z,14Z)-eicosatetraenoyl-containing glycerolipid				*C(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC					CHEBI:90077		
BASm0007831	(9Z,12Z,15Z)-octadecatrienoyl-containing glycerolipid				*C(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC					CHEBI:90078		
BASm0007832	(6Z,9Z,12Z,15Z)-octadecatetraenoyl-containing glycerolipid				*C(=O)CCCC/C=C\C/C=C\C/C=C\C/C=C\CC					CHEBI:90079		
BASm0007833	(6Z,9Z,12Z)-octadecatrienoyl-containing glycerolipid				*C(=O)CCCC/C=C\C/C=C\C/C=C\CCCCC					CHEBI:90081		
BASm0007837	(2S)-3-sulfolactaldehyde			Expected Solid	O=C[C@H](O)CS(=O)(=O)[O-]	C3H5O5S	InChI=1S/C3H6O5S/c4-1-3(5)2-9(6,7)8/h1,3,5H,2H2,(H,6,7,8)/p-1/t3-/m0/s1	GVEIZEMJOBQMCQ-VKHMYHEASA-M	152.986318	CHEBI:90109		MMDBc0054862
BASm0007838	tricosanoyl-CoA	A saturated fatty acyl-CoA(4-) obtaned by deprotonation of phosphate and diphosphate functions of tricosanoyl-CoA; major species at pH 7.3.			CCCCCCCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C44H76N7O17P3S	InChI=1S/C44H80N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-35(53)72-28-27-46-34(52)25-26-47-42(56)39(55)44(2,3)30-65-71(62,63)68-70(60,61)64-29-33-38(67-69(57,58)59)37(54)43(66-33)51-32-50-36-40(45)48-31-49-41(36)51/h31-33,37-39,43,54-55H,4-30H2,1-3H3,(H,46,52)(H,47,56)(H,60,61)(H,62,63)(H2,45,48,49)(H2,57,58,59)/p-4/t33-,37-,38-,39+,43-/m1/s1	GBAQBZWAXMYXRJ-IDCBOFBBSA-J		CHEBI:90118		
BASm0007839	(2E)-tricosenoyl-CoA			Expected Solid	CCCCCCCCCCCCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C44H74N7O17P3S	InChI=1S/C44H78N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-35(53)72-28-27-46-34(52)25-26-47-42(56)39(55)44(2,3)30-65-71(62,63)68-70(60,61)64-29-33-38(67-69(57,58)59)37(54)43(66-33)51-32-50-36-40(45)48-31-49-41(36)51/h23-24,31-33,37-39,43,54-55H,4-22,25-30H2,1-3H3,(H,46,52)(H,47,56)(H,60,61)(H,62,63)(H2,45,48,49)(H2,57,58,59)/p-4/b24-23+/t33-,37-,38-,39+,43-/m1/s1	CAWFROVHOZZJJP-DFNRIUMZSA-J	1097.40967	CHEBI:90119	HMDB0062232	MMDBc0048781
BASm0007841	ganglioside GD1a (18:1(4E)/18:0)	A alpha-N-acetylneuraminosyl-(2->3)-beta-D-galactosyl-(1->3)-N-acetyl-beta-D-galactosaminyl-(1->4)-[alpha-N-acetylneuraminosyl-(2->3)]-beta-D-galactosyl-(1->4)-beta-D-glucosylceramide(2-) in which the ceramide N-acyl group is specified as octadecanoyl (stearoyl).			CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O[C@]5(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O5)[C@H]4O)[C@H]3NC(C)=O)[C@H](O[C@]3(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O3)[C@H]2O)[C@H](O)[C@H]1O)NC(=O)CCCCCCCCCCCCCCCCC	C84H146N4O39	InChI=1S/C84H148N4O39/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-58(103)88-48(49(98)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2)44-116-78-67(109)66(108)70(56(42-93)119-78)121-80-69(111)76(127-84(82(114)115)37-51(100)60(86-46(4)96)74(125-84)63(105)53(102)39-90)71(57(43-94)120-80)122-77-61(87-47(5)97)72(64(106)54(40-91)117-77)123-79-68(110)75(65(107)55(41-92)118-79)126-83(81(112)113)36-50(99)59(85-45(3)95)73(124-83)62(104)52(101)38-89/h32,34,48-57,59-80,89-94,98-102,104-111H,6-31,33,35-44H2,1-5H3,(H,85,95)(H,86,96)(H,87,97)(H,88,103)(H,112,113)(H,114,115)/p-2/b34-32+/t48-,49+,50-,51-,52+,53+,54+,55+,56+,57+,59+,60+,61+,62+,63+,64-,65-,66+,67+,68+,69+,70+,71-,72+,73+,74+,75-,76+,77-,78+,79-,80-,83-,84-/m0/s1	RXIWRIRPTSKUTD-BFJDPXHSSA-L		CHEBI:90153		
BASm0007842	2-methylhexanoyl-CoA				CCCCC(C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C28H48N7O17P3S	InChI=1S/C28H48N7O17P3S/c1-5-6-7-16(2)27(40)56-11-10-30-18(36)8-9-31-25(39)22(38)28(3,4)13-49-55(46,47)52-54(44,45)48-12-17-21(51-53(41,42)43)20(37)26(50-17)35-15-34-19-23(29)32-14-33-24(19)35/h14-17,20-22,26,37-38H,5-13H2,1-4H3,(H,30,36)(H,31,39)(H,44,45)(H,46,47)(H2,29,32,33)(H2,41,42,43)/t16?,17-,20-,21-,22?,26-/m1/s1	QZBBWKARTWOCMU-BEMBNQBDSA-N		CHEBI:90156		
BASm0007843	2-methylhexenoyl-CoA	A monounsaturated fatty acyl-CoA(4-) obtained by deprotonation of phosphate and diphosphate functions of 2-methylhexenoyl-CoA; major species at pH 7.3.			CCCC=C(C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C28H42N7O17P3S	InChI=1S/C28H46N7O17P3S/c1-5-6-7-16(2)27(40)56-11-10-30-18(36)8-9-31-25(39)22(38)28(3,4)13-49-55(46,47)52-54(44,45)48-12-17-21(51-53(41,42)43)20(37)26(50-17)35-15-34-19-23(29)32-14-33-24(19)35/h7,14-15,17,20-22,26,37-38H,5-6,8-13H2,1-4H3,(H,30,36)(H,31,39)(H,44,45)(H,46,47)(H2,29,32,33)(H2,41,42,43)/p-4/t17-,20-,21-,22+,26-/m1/s1	MIAFVRYGHZDNEJ-TYHXJLICSA-J		CHEBI:90157		
BASm0007845	N-acetyl-beta-D-galactosaminyl-(1->4)-beta-D-3-sulfogalactosyl-(1->4)-beta-D-glucosyl-(1<->1')-ceramide				*C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3NC(C)=O)[C@H](OS(=O)(=O)[O-])[C@H]2O)[C@H](O)[C@H]1O)[C@@H](*)O					CHEBI:90164		
BASm0007849	prostaglandin E2 1-glyceryl ester	2-Arachidonoyl glycerol (2-AG) has been isolated from porcine brain,1 and has been characterized as the natural endocannabinoid ligand for the CB1 receptor.2 Incubation of 2-AG with COX-2 and specific prostaglandin H2 (PGH2) isomerases in cell cultures and isolated enzyme preparations results in prostaglandin glycerol ester formation.3 The biosynthesis of PGH, PGD, PGE, PGF, and TXA-2-glyceryl ester compounds have all been documented. The 2-glyceryl ester moiety equilibrates rapidly (within minutes) with the more stable 1-glyceryl ester, producing a 10:90 2:1-glyceryl ester mixture in typical aqueous media. While the stability and metabolism of these prostaglandin products has been investigated,4 little is known about their intrinsic biological activity.				C23H38O7		RJXVYMMSQBYEHN-LVXZDWGESA-N	426.2617536	CHEBI:90230	HMDB0013043	
BASm0007850	prostaglandin F2alpha 1-glyceryl ester	MG(PGF2alpha/0:0/0:0) is an oxidized monoacyglycerol (MG). Oxidized monoacyglycerols are glycerolipids in which the fatty acyl chain has undergone oxidation. As all oxidized lipids, oxidized monoacyglycerols belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with other lipids, monoacyglycerols can be substituted by different fatty acids, with varying lengths, saturation and degrees of oxidation attached at the C-1, C-2 and C-3 positions. Lipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with lipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized lipids is continually in flux, owing to lipid degradation and the continuous lipid remodeling that occurs while these molecules are in membranes. Oxidized MGs can be synthesized via three different routes. In one route, the oxidized MG is synthetized de novo following the same mechanisms as for MGs but incorporating an oxidized acyl chain (PMID: 33329396). An alternative is the transacylation of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the MG backbone, mainly through the action of LOX (PMID: 33329396).			CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C/C=C\CCCC(=O)OCC(O)CO)[C@@H](O)C[C@H]1O	C23H40O7	InChI=1S/C23H40O7/c1-2-3-6-9-17(25)12-13-20-19(21(27)14-22(20)28)10-7-4-5-8-11-23(29)30-16-18(26)15-24/h4,7,12-13,17-22,24-28H,2-3,5-6,8-11,14-16H2,1H3/b7-4+,13-12+/t17-,18-,19+,20+,21-,22+/m0/s1	NWKPOVHSHWJQNI-GQPRAUOSSA-N	428.2774036	CHEBI:90233	HMDB0260478	
BASm0007856	acyl-3-O-[alpha-D-galactosyl-(1->6)-beta-D-galactosyl]-sn-glycerol				[1*]OC[C@H](CO[C@@H]1O[C@H](CO[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O)O[2*]					CHEBI:90310		
BASm0007857	N-acetyl-alpha-neuraminosyl-(2->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-[alpha-L-fucosyl-(1->3)]-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-ceramide				*C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O[C@@H]5O[C@H](CO)[C@@H](O[C@@H]6O[C@H](CO)[C@H](O)[C@H](O[C@]7(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O7)[C@H]6O)[C@H](O)[C@H]5NC(C)=O)[C@H]4O)[C@H](O[C@@H]4O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]4O)[C@H]3NC(C)=O)[C@H]2O)[C@H](O)[C@H]1O)[C@@H](*)O					CHEBI:90335		
BASm0007858	N-acetyl-alpha-neuraminosyl-(2->3)-beta-D-galactosyl-(1->4)-[alpha-L-fucosyl-(1->3)]-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-ceramide				*C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O[C@@H]5O[C@H](CO)[C@@H](O[C@@H]6O[C@H](CO)[C@H](O)[C@H](O[C@]7(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O7)[C@H]6O)[C@H](O[C@@H]6O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]6O)[C@H]5NC(C)=O)[C@H]4O)[C@H](O)[C@H]3NC(C)=O)[C@H]2O)[C@H](O)[C@H]1O)[C@@H](*)O					CHEBI:90336		
BASm0007859	1,2-didodecanoyl-3-O-[alpha-D-galactosyl-(1->6)-beta-D-galactosyl]-sn-glycerol	A glycolipid that consists of 1,2-diacyl-sn-glycerol having dodecanoyl as the acyl groups and an alpha-D-galactosyl-(1->6)-beta-D-galactosyl residue attached at position 3.			CCCCCCCCCCCC(=O)OC[C@H](CO[C@@H]1O[C@H](CO[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O)OC(=O)CCCCCCCCCCC	C39H72O15	InChI=1S/C39H72O15/c1-3-5-7-9-11-13-15-17-19-21-30(41)49-24-27(52-31(42)22-20-18-16-14-12-10-8-6-4-2)25-50-38-37(48)35(46)33(44)29(54-38)26-51-39-36(47)34(45)32(43)28(23-40)53-39/h27-29,32-40,43-48H,3-26H2,1-2H3/t27-,28-,29-,32+,33+,34+,35+,36-,37-,38-,39+/m1/s1	FYXYTEZUINAIJQ-TWAAJEGHSA-N		CHEBI:90337		
BASm0007860	N-acetyl-alpha-neuraminosyl-(2->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-ceramide				*C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O[C@@H]5O[C@H](CO)[C@@H](O[C@@H]6O[C@H](CO)[C@H](O)[C@H](O[C@]7(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O7)[C@H]6O)[C@H](O)[C@H]5NC(C)=O)[C@H]4O)[C@H](O)[C@H]3NC(C)=O)[C@H]2O)[C@H](O)[C@H]1O)[C@@H](*)O					CHEBI:90339		
BASm0007861	1,2-didodecanoyl-3-beta-D-galactosyl-sn-glycerol	A 1,2-diacyl-3-beta-D-galactosyl-sn-glycerol in which the acyl groups at positions 1 and 2 are specified as dodecanoyl (lauroyl).			CCCCCCCCCCCC(=O)OC[C@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)OC(=O)CCCCCCCCCCC	C33H62O10	InChI=1S/C33H62O10/c1-3-5-7-9-11-13-15-17-19-21-28(35)40-24-26(25-41-33-32(39)31(38)30(37)27(23-34)43-33)42-29(36)22-20-18-16-14-12-10-8-6-4-2/h26-27,30-34,37-39H,3-25H2,1-2H3/t26-,27-,30+,31+,32-,33-/m1/s1	BIOJTMVLNXQLNJ-ZAUOLEOUSA-N		CHEBI:90340		
BASm0007862	1-beta-D-galactosyl-2,3-didodecanoyl-sn-glycerol	A beta-D-galactopyranosyl diglyceride that consists of 2,3-diacyl-sn-glycerol having dodecanoyl as the acyl groups and the beta-D-galactopyranosyl residue attached at position 1.			CCCCCCCCCCCC(=O)OC[C@@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)OC(=O)CCCCCCCCCCC	C33H62O10	InChI=1S/C33H62O10/c1-3-5-7-9-11-13-15-17-19-21-28(35)40-24-26(25-41-33-32(39)31(38)30(37)27(23-34)43-33)42-29(36)22-20-18-16-14-12-10-8-6-4-2/h26-27,30-34,37-39H,3-25H2,1-2H3/t26-,27+,30-,31-,32+,33+/m0/s1	BIOJTMVLNXQLNJ-RAJLFYKPSA-N		CHEBI:90342		
BASm0007863	dibenzothiophene 5,5-dioxide			Expected Solid	O=S1(=O)c2ccccc2-c2ccccc21	C12H8O2S	InChI=1S/C12H8O2S/c13-15(14)11-7-3-1-5-9(11)10-6-2-4-8-12(10)15/h1-8H	IKJFYINYNJYDTA-UHFFFAOYSA-N	216.0245007	CHEBI:90356		MMDBc0055915
BASm0007865	beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-[alpha-L-fucosyl-(1->3)]-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-ceramide				*C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O[C@@H]5O[C@H](CO)[C@@H](O[C@@H]6O[C@H](CO)[C@H](O)[C@H](O)[C@H]6O)[C@H](O)[C@H]5NC(C)=O)[C@H]4O)[C@H](O[C@@H]4O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]4O)[C@H]3NC(C)=O)[C@H]2O)[C@H](O)[C@H]1O)[C@@H](*)O					CHEBI:90358		
BASm0007866	dodecanoyl-3-O-[alpha-D-galactosyl-(1->6)-beta-D-galactosyl]-sn-glycerol				[1*]OC[C@H](CO[C@@H]1O[C@H](CO[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O)O[2*]					CHEBI:90359		
BASm0007867	beta-D-Gal-(1->4)-[alpha-L-Fuc-(1->3)]-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-Glc-(1<->1')-Cer				*C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O[C@@H]5O[C@H](CO)[C@@H](O[C@@H]6O[C@H](CO)[C@H](O)[C@H](O)[C@H]6O)[C@H](O[C@@H]6O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]6O)[C@H]5NC(C)=O)[C@H]4O)[C@H](O)[C@H]3NC(C)=O)[C@H]2O)[C@H](O)[C@H]1O)[C@@H](*)O					CHEBI:90360		
BASm0007870	alpha-D-galactosyl-(1->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-ceramide				*C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O[C@H]5O[C@H](CO)[C@H](O)[C@H](O)[C@H]5O)[C@H]4O)[C@H](O)[C@H]3NC(C)=O)[C@H]2O)[C@H](O)[C@H]1O)[C@@H](*)O					CHEBI:90380		
BASm0007872	alpha-N-glycoloylneuraminosyl-(2->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-ceramide				*C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O[C@@H]5O[C@H](CO)[C@@H](O[C@@H]6O[C@H](CO)[C@H](O)[C@H](O[C@]7(C(=O)[O-])C[C@H](O)[C@@H](NC(=O)CO)[C@H]([C@H](O)[C@H](O)CO)O7)[C@H]6O)[C@H](O)[C@H]5NC(C)=O)[C@H]4O)[C@H](O)[C@H]3NC(C)=O)[C@H]2O)[C@H](O)[C@H]1O)[C@@H](*)O					CHEBI:90383		
BASm0007873	alpha-N-glycoloylneuraminosyl-(2->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-[alpha-L-fucosyl-(1->3)]-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-ceramide				*C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O[C@@H]5O[C@H](CO)[C@@H](O[C@@H]6O[C@H](CO)[C@H](O)[C@H](O[C@]7(C(=O)[O-])C[C@H](O)[C@@H](NC(=O)CO)[C@H]([C@H](O)[C@H](O)CO)O7)[C@H]6O)[C@H](O)[C@H]5NC(C)=O)[C@H]4O)[C@H](O[C@@H]4O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]4O)[C@H]3NC(C)=O)[C@H]2O)[C@H](O)[C@H]1O)[C@@H](*)O					CHEBI:90384		
BASm0007876	1-(3,5-dichloro-2,6-dihydroxy-4-methoxyphenyl)hexan-1-one					C13H15Cl2O4		VUDQSRFCCHQIIU-UHFFFAOYSA-M	305.0352879	CHEBI:90397	HMDB0251253	
BASm0007877	(3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one	A phenolate anion resulting from removal of the proton from the phenolic hydroxy group of (3,5-dichloro-2,4,6-trihydroxyphenyl)hexan-1-one that is para to the hexanoyl group. The major structure at pH 7.3.				C12H13Cl2O4		WLWLDMLTAFSEDI-UHFFFAOYSA-M	291.0196379	CHEBI:90398		
BASm0007879	5-hydroxymethyl-dUMP			Expected Solid	O=c1[nH]c(=O)n([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])[O-])O2)cc1CO	C10H13N2O9P	InChI=1S/C10H15N2O9P/c13-3-5-2-12(10(16)11-9(5)15)8-1-6(14)7(21-8)4-20-22(17,18)19/h2,6-8,13-14H,1,3-4H2,(H,11,15,16)(H2,17,18,19)/p-2/t6-,7+,8+/m0/s1	WEBVWKFGRVLCNS-XLPZGREQSA-L	336.0369642	CHEBI:90409		MMDBc0055571
BASm0007880					*N[C@@H](CCCC[NH2+]CC(=O)[C@H](O)[C@H](O)CO)C(*)=O					CHEBI:90418		
BASm0007881					*N[C@@H](CCCC[NH2+]CC(=O)[C@H](OP(=O)([O-])[O-])[C@H](O)CO)C(*)=O					CHEBI:90420		
BASm0007882	1,2-dioctanoyl-3-O-beta-D-galactosyl-sn-glycerol	A 1,2-diacyl-3-beta-D-galactosyl-sn-glycerol in which the acyl groups at positions 1 and 2 are specified as octanoyl.			CCCCCCCC(=O)OC[C@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)OC(=O)CCCCCCC	C25H46O10	InChI=1S/C25H46O10/c1-3-5-7-9-11-13-20(27)32-16-18(34-21(28)14-12-10-8-6-4-2)17-33-25-24(31)23(30)22(29)19(15-26)35-25/h18-19,22-26,29-31H,3-17H2,1-2H3/t18-,19-,22+,23+,24-,25-/m1/s1	UWAHGIGEXYIXRH-IPMCVVNUSA-N		CHEBI:90453		
BASm0007883	1,2-dioctanoyl-3-O-[alpha-D-galactosyl-(1->6)-beta-D-galactosyl]-sn-glycerol	A glycolipid that consists of 1,2-dioctanoyl-sn-glycerol having an alpha-D-galactosyl-(1->6)-beta-D-galactosyl residue attached at position 3.			CCCCCCCC(=O)OC[C@H](CO[C@@H]1O[C@H](CO[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O)OC(=O)CCCCCCC	C31H56O15	InChI=1S/C31H56O15/c1-3-5-7-9-11-13-22(33)41-16-19(44-23(34)14-12-10-8-6-4-2)17-42-30-29(40)27(38)25(36)21(46-30)18-43-31-28(39)26(37)24(35)20(15-32)45-31/h19-21,24-32,35-40H,3-18H2,1-2H3/t19-,20-,21-,24+,25+,26+,27+,28-,29-,30-,31+/m1/s1	VJRNLEJCPYFBMF-RXODWZMSSA-N		CHEBI:90457		
BASm0007884	long chain 1,2-diacyl-3-O-[alpha-D-galactosyl-(1->6)-beta-D-galactosyl]-sn-glycerol				[1*]C(=O)OC[C@H](CO[C@@H]1O[C@H](CO[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O)OC([2*])=O					CHEBI:90463		
BASm0007885	long chain 2-acyl-3-O-[alpha-D-galactosyl-(1->6)-beta-D-galactosyl]-sn-glycerol				[2*]C(=O)O[C@H](CO)CO[C@@H]1O[C@H](CO[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O					CHEBI:90469		
BASm0007886	long chain 2-acyl-3-O-beta-D-galactosyl-sn-glycerol				[1*]C(=O)O[C@H](CO)CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O					CHEBI:90475		
BASm0007887	long chain 1,2-diacyl-3-O-beta-D-galactosyl-sn-glycerol				*C(=O)OC[C@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)OC(*)=O					CHEBI:90477		
BASm0007888	2-octanoyl-3-O-beta-D-galactosyl-sn-glycerol	A 3-(beta-D-galactosyl)monooctanoyl-sn-glycerol in which the octanoyl group is located at position 2.			CCCCCCCC(=O)O[C@H](CO)CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O	C17H32O9	InChI=1S/C17H32O9/c1-2-3-4-5-6-7-13(20)25-11(8-18)10-24-17-16(23)15(22)14(21)12(9-19)26-17/h11-12,14-19,21-23H,2-10H2,1H3/t11-,12-,14+,15+,16-,17-/m1/s1	NNHSWMTXJFHTRP-XUGNVDHISA-N		CHEBI:90481		
BASm0007889	2-octanoyl-3-O-[alpha-D-galactosyl-(1->6)-beta-D-galactosyl]-sn-glycerol	A glycoglycerolipid that consists of 3-[alpha-D-galactosyl-(1->6)-beta-D-galactosyl]-sn-glycerol in which the glycerol portion is acylated at position 2 by an octanoyl group.			CCCCCCCC(=O)O[C@H](CO)CO[C@@H]1O[C@H](CO[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O	C23H42O14	InChI=1S/C23H42O14/c1-2-3-4-5-6-7-15(26)35-12(8-24)10-33-22-21(32)19(30)17(28)14(37-22)11-34-23-20(31)18(29)16(27)13(9-25)36-23/h12-14,16-25,27-32H,2-11H2,1H3/t12-,13-,14-,16+,17+,18+,19+,20-,21-,22-,23+/m1/s1	UVNIQDKRRGDKJW-JNGHOCHBSA-N		CHEBI:90493		
BASm0007891	1,2-di-(9Z,12Z-octadecadienoyl)-3-beta-D-galactosyl-sn-glycerol				CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC	C45H78O10	InChI=1S/C45H78O10/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(47)52-36-38(37-53-45-44(51)43(50)42(49)39(35-46)55-45)54-41(48)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11-14,17-20,38-39,42-46,49-51H,3-10,15-16,21-37H2,1-2H3	BROOMPUVDPTGEG-UHFFFAOYSA-N		CHEBI:90506		
BASm0007892	1-(9Z-octadecenoyl)-2-hexadecanoyl-3-beta-D-galactosyl-sn-glycerol	A 1,2-diacyl-3-beta-D-galactosyl-sn-glycerol in which the 1- and 2-acyl groups are specified as oleoyl and palmitoyl respectively.			CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)OC(=O)CCCCCCCCCCCCCCC	C43H80O10	InChI=1S/C43H80O10/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-38(45)50-34-36(35-51-43-42(49)41(48)40(47)37(33-44)53-43)52-39(46)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h17-18,36-37,40-44,47-49H,3-16,19-35H2,1-2H3/b18-17-/t36-,37-,40+,41+,42-,43-/m1/s1	JBZBYHKCRFIXBI-OTVPKONDSA-N		CHEBI:90507		
BASm0007893					*N[C@@H](CSC/C=C(\C)CC/C=C(\C)CCC=C(C)C)C(=O)[O-]					CHEBI:90510		
BASm0007894					*N[C@@H](CSC/C=C(\C)CC/C=C(\C)CCC=C(C)C)C(=O)OC					CHEBI:90511		
BASm0007897	1-beta-D-galactosyl-dodecanoyl-sn-glycerol				*OC[C@@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)O*					CHEBI:90514		
BASm0007898	dodecanoyl-3-beta-D-galactosyl-sn-glycerol				[1*]OC[C@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)O[2*]					CHEBI:90515		
BASm0007899					*N[C@@H](CC(C)C)C(=O)[O-]					CHEBI:90516		
BASm0007900					*N[C@@H](CC(C)C)C(=O)OC					CHEBI:90517		
BASm0007902	1-(9S,13S-12-oxo-10,15Z-phytodienoyl)-2-(7Z,10Z,13Z)-hexadecatrienoyl-3-O-(beta-D-galactosyl)-sn-glycerol					C43H68O11		CWRWJDAEKWYUJT-CGKXPTHNSA-N	760.476163	CHEBI:90577		
BASm0007903	2-(7Z,10Z,13Z)-hexadecatrienoyl-3-O-(beta-D-galactosyl)-sn-glycerol	A 2-acyl-3-(beta-D-galactosyl)-sn-glycerol in which the acyl group at the 2 position is specified as (7Z,10Z,13Z)-hexadecatrienoyl.				C25H42O9		LJVATEUJGAWSPM-DKFDWSOISA-N	486.2828829	CHEBI:90578		
BASm0007904					*N[C@@H](CC(*)=O)C(=O)[O-]					CHEBI:90596		
BASm0007905					*N[C@@H](CC(*)=O)C(=O)OC					CHEBI:90598		
BASm0007906					*N[C@@H](Cc1ccc(OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)cc1)C(*)=O					CHEBI:90602		
BASm0007907	decanoylglycerol				*OCC(CO)O*					CHEBI:90605		
BASm0007908					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1cccc(O)c1O)C(*)=O					CHEBI:90610		
BASm0007909					*O[C@H]1C[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:90615		
BASm0007910					*O[C@H]1C[C@H](n2cnc3c(NC)ncnc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:90616		
BASm0007911					*NCC(=O)NCC(=O)OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O					CHEBI:90618		
BASm0007912					*NCC(=O)NCC(=O)S					CHEBI:90619		
BASm0007913	(5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate	An icosanoid anion that is the conjugate base of 5(S)-HETE, obtained by deprotonation of the hydroxy group; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C=C\[C@@H](O)CCCC(=O)[O-]	C20H31O3	InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h6-7,9-10,12-14,16,19,21H,2-5,8,11,15,17-18H2,1H3,(H,22,23)/p-1/b7-6-,10-9-,13-12-,16-14+/t19-/m1/s1	KGIJOOYOSFUGPC-JGKLHWIESA-M		CHEBI:90632		
BASm0007914					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(*)(=O)[O-]					CHEBI:90675		
BASm0007915					*O[C@H]1[C@@H](OC)[C@H](*)O[C@@H]1COP(*)(=O)[O-]					CHEBI:90676		
BASm0007916	(12S)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate	An icosanoid anion that is the conjugate base of 12(S)-HETE, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CCCCC/C=C\C[C@H](O)/C=C/C=C\C/C=C\CCCC(=O)[O-]	C20H31O3	InChI=1S/C20H32O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13-14,17,19,21H,2-6,12,15-16,18H2,1H3,(H,22,23)/p-1/b9-7-,11-8-,13-10-,17-14+/t19-/m0/s1	ZNHVWPKMFKADKW-LQWMCKPYSA-M		CHEBI:90680		
BASm0007917	(12S)-hydroxy-(5Z,8E,10E)-heptadecatrienoate				CCCCC[C@H](O)/C=C/C=C/C/C=C\CCCC(=O)[O-]	C17H28O3	InChI=1S/C17H28O3/c1-2-3-10-13-16(18)14-11-8-6-4-5-7-9-12-15-17(19)20/h5-8,11,14,16,18H,2-4,9-10,12-13,15H2,1H3,(H,19,20)	KUKJHGXXZWHSBG-UHFFFAOYSA-N	280.2038448	CHEBI:90694	HMDB0244447	
BASm0007918	thromboxane B2	A thromboxane anion that is the conjugate base of thromboxane B2, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CCCCC[C@H](O)/C=C/[C@H]1OC(O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)[O-]	C20H33O6	InChI=1S/C20H34O6/c1-2-3-6-9-15(21)12-13-18-16(17(22)14-20(25)26-18)10-7-4-5-8-11-19(23)24/h4,7,12-13,15-18,20-22,25H,2-3,5-6,8-11,14H2,1H3,(H,23,24)/p-1/b7-4-,13-12+/t15-,16-,17-,18+,20?/m0/s1	XNRNNGPBEPRNAR-JQBLCGNGSA-M		CHEBI:90696		
BASm0007919	11-oxo-(5Z,8Z,12E,14Z)-eicosatetraenoate	A polyunsaturated oxo fatty acid anion that is the conjugate base of 11-oxo-ETE, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CCCCC/C=C\C=C\C(=O)C/C=C\C/C=C\CCCC(=O)[O-]	C20H29O3	InChI=1S/C20H30O3/c1-2-3-4-5-7-10-13-16-19(21)17-14-11-8-6-9-12-15-18-20(22)23/h6-7,9-11,13-14,16H,2-5,8,12,15,17-18H2,1H3,(H,22,23)/p-1/b9-6-,10-7-,14-11-,16-13+	SFIBXKABWRNYKQ-RLZWZWKOSA-M		CHEBI:90697		
BASm0007920	strychnine				O=C1C[C@@H]2OCC=C3C[NH+]4CC[C@]56c7ccccc7N1[C@H]5[C@H]2[C@H]3C[C@H]46	C39H63NO11	InChI=1S/C39H63NO11/c1-18-8-13-39(40-16-18)19(2)28-26(51-39)15-25-23-7-6-21-14-22(9-11-37(21,4)24(23)10-12-38(25,28)5)48-36-33(46)31(44)34(27(17-41)49-36)50-35-32(45)30(43)29(42)20(3)47-35/h6,18-20,22-36,40-46H,7-17H2,1-5H3/t18-,19+,20+,22+,23-,24+,25+,26+,27-,28+,29+,30-,31-,32-,33-,34-,35+,36-,37+,38+,39-/m1/s1	KRQDMAXNTWLTDZ-HCTICQNOSA-N	721.4401119	CHEBI:90700		
BASm0007921	20-hydroxy-lipoxin A4	 20-hydroxylipoxin A4 is considered to be practically insoluble (in water) and acidic			O=C([O-])CCC[C@H](O)[C@H](O)/C=C/C=C/C=C\C=C\[C@@H](O)CCCCCO	C20H32O6	InChI=1S/C20H32O6/c21-16-9-5-7-12-17(22)11-6-3-1-2-4-8-13-18(23)19(24)14-10-15-20(25)26/h1-4,6,8,11,13,17-19,21-24H,5,7,9-10,12,14-16H2,(H,25,26)/b3-1-,4-2+,11-6?,13-8+/t17-,18-,19+/m1/s1	JGHYLPPTOXKEKH-MCYSSMQBSA-N	368.2198888	CHEBI:90707	HMDB0062748	
BASm0007922	20-hydroxy-lipoxin B4	A lipoxin anion that is the conjugate base of 20-hydroxy-lipoxin B4 arising from deprotonation of the carboxylic acid function; major species at pH 7.3.			O=C([O-])CCC[C@H](O)/C=C/C=C\C=C\C=C\[C@@H](O)[C@@H](O)CCCCCO	C20H31O6	InChI=1S/C20H32O6/c21-16-9-5-8-14-19(24)18(23)13-7-4-2-1-3-6-11-17(22)12-10-15-20(25)26/h1-4,6-7,11,13,17-19,21-24H,5,8-10,12,14-16H2,(H,25,26)/p-1/b3-1-,4-2+,11-6+,13-7+/t17-,18-,19+/m1/s1	ZOMUODAIBQTYLE-CFQAQKEBSA-M		CHEBI:90711		
BASm0007923	5,20-dihydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate	5,20-DiHETE is also known as 5,20-Dihydroxy-6,8,11,14-eicosatetraenoic acid.  5,20-DiHETE is considered to be practically insoluble (in water) and acidic			O=C([O-])CCCC(O)/C=C/C=C\C/C=C\C/C=C\CCCCCO	C20H32O4	InChI=1S/C20H32O4/c21-18-13-11-9-7-5-3-1-2-4-6-8-10-12-15-19(22)16-14-17-20(23)24/h2-5,8,10,12,15,19,21-22H,1,6-7,9,11,13-14,16-18H2,(H,23,24)/b4-2+,5-3+,10-8+,15-12+	IWYJGYZCHKEPCK-BHCYBMAPSA-N	336.2300595	CHEBI:90715	HMDB0062614	
BASm0007924	8-hydroxy-(5Z,9E,11Z,14Z)-eicosatetraenoate		98462-03-4		CCCCC/C=C\C/C=C\C=C\C(O)C/C=C\CCCC(=O)[O-]	C20H32O3	InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-13-16-19(21)17-14-11-12-15-18-20(22)23/h6-7,9-11,13-14,16,19,21H,2-5,8,12,15,17-18H2,1H3,(H,22,23)/b7-6+,10-9+,14-11+,16-13+/t19-/m1/s1	NLUNAYAEIJYXRB-BSLZMDHBSA-N		CHEBI:90716		
BASm0007925	8,20-dihydroxy-(5Z,9E,11Z,14Z)-eicosatetraenoate	8,20-DiHETE is also known as 8,20-Dihydroxy-5Z,9E,11Z,14Z-eicosatetraenoate or (5Z,9E,11Z,14Z)-8,20-Dihydroxyicosatetraenoate.  8,20-DiHETE is considered to be practically insoluble (in water) and acidic			O=C([O-])CCC/C=C\CC(O)/C=C/C=C\C/C=C\CCCCCO	C20H32O4	InChI=1S/C20H32O4/c21-18-14-10-6-4-2-1-3-5-7-11-15-19(22)16-12-8-9-13-17-20(23)24/h1-2,5,7-8,11-12,15,19,21-22H,3-4,6,9-10,13-14,16-18H2,(H,23,24)/b2-1-,7-5-,12-8-,15-11?	AEHUQHOABRTKBQ-NEOQANLTSA-N	336.2300595	CHEBI:90717	HMDB0062687	
BASm0007926	12-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate	An icosanoid anion that is the conjugate base of 12-HETE arising from deprotonation of the carboxylic acid function; major species at pH 7.3.			CCCCC/C=C\CC(O)/C=C/C=C\C/C=C\CCCC(=O)[O-]	C20H31O3	InChI=1S/C20H32O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13-14,17,19,21H,2-6,12,15-16,18H2,1H3,(H,22,23)/p-1/b9-7-,11-8-,13-10-,17-14+	ZNHVWPKMFKADKW-VXBMJZGYSA-M		CHEBI:90718		
BASm0007927	12,20-dihydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate	This compound belongs to the family of Hydroxyeicosatetraenoic Acids. These are eicosanoic acids with an attached hydroxyl group and four CC double bonds.......			O=C([O-])CCC/C=C\C/C=C\C=C\C(O)C/C=C\CCCCCO	C20H32O4	InChI=1S/C20H32O4/c21-18-14-10-6-5-8-12-16-19(22)15-11-7-3-1-2-4-9-13-17-20(23)24/h2-4,7-8,11-12,15,19,21-22H,1,5-6,9-10,13-14,16-18H2,(H,23,24)/b4-2-,7-3-,12-8-,15-11+	NUPDGIJXOAHJRW-LNESKJDXSA-N	336.2300595	CHEBI:90719	HMDB0060105	
BASm0007928	20-oxo-leukotriene B4	A leukotriene anion that is the conjugate base of 20-oxoleukotriene B4 arising from deprotonation of the carboxylic acid function; major species at pH 7.3.			O=CCCCC/C=C\C[C@@H](O)/C=C/C=C/C=C\[C@@H](O)CCCC(=O)[O-]	C20H29O5	InChI=1S/C20H30O5/c21-17-10-6-2-1-3-7-12-18(22)13-8-4-5-9-14-19(23)15-11-16-20(24)25/h3-5,7-9,13-14,17-19,22-23H,1-2,6,10-12,15-16H2,(H,24,25)/p-1/b5-4+,7-3-,13-8+,14-9-/t18-,19-/m1/s1	LVLQYGYNBVIONY-PSPARDEHSA-M		CHEBI:90720		
BASm0007929	20-carboxy-leukotriene B4	A leukotriene anion that is the conjugate base of 20-hydroxy-20-oxoleukotriene B4 arising from deprotonation of the carboxylic acid functions; major species at pH 7.3.			O=C([O-])CCCC/C=C\C[C@@H](O)/C=C/C=C/C=C\[C@@H](O)CCCC(=O)[O-]	C20H28O6	InChI=1S/C20H30O6/c21-17(11-6-2-1-3-9-15-19(23)24)12-7-4-5-8-13-18(22)14-10-16-20(25)26/h2,4-8,12-13,17-18,21-22H,1,3,9-11,14-16H2,(H,23,24)(H,25,26)/p-2/b5-4+,6-2-,12-7+,13-8-/t17-,18-/m1/s1	SXWGPVJGNOLNHT-VFLUTPEKSA-L		CHEBI:90722		
BASm0007930	6-trans-leukotriene B4	Leukotriene B4 is the major metabolite in neutrophil polymorphonuclear leukocytes. Leukotrienes are metabolites of arachidonic acid derived from the action of 5-LO (5-lipoxygenase). The immediate product of 5-LO is LTA4 (leukotriene A4), which is enzymatically converted into either LTB4 (leukotriene B4) by LTA4 hydrolase or LTC4 (leukotriene C4) by LTC4 synthase. The regulation of leukotriene production occurs at various levels, including expression of 5-LO, translocation of 5-LO to the perinuclear region, and phosphorylation to either enhance or inhibit the activity of 5-LO. Biologically active LTB4 is metabolized by omega-oxidation carried out by specific cytochrome P450s (CYP4F) followed by beta-oxidation from the omega-carboxy position and after CoA ester formation. Other specific pathways of leukotriene metabolism include the 12-hydroxydehydrogenase/15-oxo-prostaglandin-13-reductase that form a series of conjugated diene metabolites that have been observed to be excreted in human urine. Metabolism of LTC4 occurs by sequential peptide cleavage reactions involving a gamma-glutamyl transpeptidase that forms LTD4 (leukotriene D4) and a membrane-bound dipeptidase that converts LTD4 into LTE4 (leukotriene E4) before omega-oxidation. These metabolic transformations of the primary leukotrienes are critical for termination of their biological activity, and defects in expression of participating enzymes may be involved in specific genetic disease. The term leukotriene was coined to indicate the presence of three conjugated double bonds within the 20-carbon structure of arachidonic acid as well as the fact that these compounds were derived from leucocytes such as PMNNs or transformed mast cells. Interestingly, most of the cells known to express 5-LO are of myeloid origin, which includes neutrophils, eosinophils, mast cells, macrophages, basophils, and monocytes. Leukotriene biosynthesis begins with the specific oxidation of arachidonic acid by a free radical mechanism as a consequence of interaction with 5-LO. The first enzymatic step involves the abstraction of a hydrogen atom from C-7 of arachidonate followed by the addition of molecular oxygen to form 5-HpETE (5-hydroperoxyeicosatetraenoic acid). A second enzymatic step is also catalyzed by 5-LO and involves removal of a hydrogen atom from C-10, resulting in the formation of the conjugated triene epoxide LTA4. LTA4 must then be released by 5-LO and encounter either LTA4-H (LTA4 hydrolase) or LTC4-S [LTC4 (leukotriene C4) synthase]. LTA4-H can stereospecifically add water to C-12 while retaining a specific double-bond geometry, leading to LTB4 [leukotriene B4, 5(S),12(R)-dihydroxy-6,8,10,14-(Z,E,E,Z)-eicosatetraenoic acid]. If LTA4 encounters LTC4-S, then the reactive epoxide is opened at C-6 by the thiol anion of glutathione to form the product LTC4 [5(S)-hydroxy-6(R)-S-glutathyionyl-7,9,11,14- (E,E,Z,Z)-eicosatetraenoic acid], essentially a glutathionyl adduct of oxidized arachidonic acid. Both of these terminal leukotrienes are biologically active in that specific GPCRs recognize these chemical structures and receptor recognition initiates complex intracellular signalling cascades. In order for these molecules to serve as lipid mediators, however, they must be released from the biosynthetic cell into the extracellular milieu so that they can encounter the corresponding GPCRs. Surprising features of this cascade include the recognition of the assembly of critical enzymes at the perinuclear region of the cell and even localization of 5-LO within the nucleus of some cells. Under some situations, the budding phagosome has been found to assemble these proteins. Non-enzymatic proteins such as FLAP are now known as critical partners of this protein-machine assembly. An unexpected pathway of leukotriene biosynthesis involves the transfer of the chemically reactive intermediate, LTA4, from the biosynthetic cell followed by conversion into LTB4 or LTC4 by other cells that do not express 5-LO (PMID: 17623009). Leukotrienes are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.	71160-24-2	Solid	CCCCC/C=C\C[C@@H](O)/C=C/C=C/C=C/[C@@H](O)CCCC(=O)[O-]	C20H32O4	InChI=1S/C20H32O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,18-19,21-22H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7+,9-6-,14-10+,15-11-/t18-,19-/m1/s1	VNYSSYRCGWBHLG-AMOLWHMGSA-N	336.2300595	CHEBI:90723	HMDB0001085	
BASm0007932	a 3-oxoacyl-CoA				*C(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]					CHEBI:90726		
BASm0007933	20-hydroxy-6-trans-leukotriene B4			Expected Solid		C20H31O5		PTJFJXLGRSTECQ-BILTVKSSSA-M	351.2176977	CHEBI:90732		MMDBc0048945
BASm0007935	5-hydroxy-(6E,8Z,11Z,14Z,17Z)-eicosapentaenoate	An icosanoid anion that is the conjugate base of 5-HEPE arising from deprotonation of the carboxylic acid function; major species at pH 7.3.				C20H29O3		FTAGQROYQYQRHF-FCWZHQICNA-M	317.2122184	CHEBI:90737		
BASm0007936	2-deoxy-D-ribose		533-67-5		OC[C@H]1OC(O)C[C@@H]1O	C5H10O4	InChI=1S/C5H10O4/c6-2-4-3(7)1-5(8)9-4/h3-8H,1-2H2/t3-,4+,5?/m0/s1	PDWIQYODPROSQH-PYHARJCCSA-N	134.0579088	CHEBI:90761		
BASm0007937	N-acetyl-D-glucosaminyl-N-acetylmuramoyl-L-alanyl-D-glutamyl-6-carboxy-L-lysyl-D-alanine			Expected Solid	[H]C(N)(CCC[C@]([H])(N=C(O)CC[C@@]([H])(N=C(O)[C@]([H])(C)N=C(O)[C@@]([H])(C)O[C@@]1([H])[C@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])N=C(C)[O-])[C@@]([H])(CO)OC([H])(O)[C@]1([H])N=C(C)[O-])C(O)=O)C(O)=N[C@]([H])(C)C(O)=O)C(O)=O	C37H59N7O21	InChI=1S/C37H61N7O21/c1-13(30(52)44-20(35(59)60)9-10-23(49)43-19(8-6-7-18(38)34(57)58)32(54)40-14(2)33(55)56)39-31(53)15(3)62-29-25(42-17(5)48)36(61)63-22(12-46)28(29)65-37-24(41-16(4)47)27(51)26(50)21(11-45)64-37/h13-15,18-22,24-29,36-37,45-46,50-51,61H,6-12,38H2,1-5H3,(H,39,53)(H,40,54)(H,41,47)(H,42,48)(H,43,49)(H,44,52)(H,55,56)(H,57,58)(H,59,60)/p-2/t13-,14+,15+,18?,19-,20+,21+,22+,24+,25+,26+,27+,28+,29+,36?,37-/m0/s1	BLHSZJFFDPSTHR-AFKGLOGUSA-L	937.3774991	CHEBI:90762		MMDBc0056135
BASm0007938	N-acetyl-D-glucosaminyl-N-acetylmuramoyl-L-alanyl-D-glutamyl-6-carboxy-L-lysyl			Expected Solid	[H]C(N)(CCC[C@]([H])(N=C(O)CC[C@@]([H])(N=C(O)[C@]([H])(C)N=C(O)[C@@]([H])(C)O[C@@]1([H])[C@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])N=C(C)[O-])[C@@]([H])(CO)OC([H])(O)[C@]1([H])N=C(C)[O-])C(O)=O)C(O)=O)C(O)=O	C34H54N6O20	InChI=1S/C34H56N6O20/c1-12(28(48)40-18(32(54)55)8-9-21(45)39-17(31(52)53)7-5-6-16(35)30(50)51)36-29(49)13(2)57-27-23(38-15(4)44)33(56)58-20(11-42)26(27)60-34-22(37-14(3)43)25(47)24(46)19(10-41)59-34/h12-13,16-20,22-27,33-34,41-42,46-47,56H,5-11,35H2,1-4H3,(H,36,49)(H,37,43)(H,38,44)(H,39,45)(H,40,48)(H,50,51)(H,52,53)(H,54,55)/p-2/t12-,13+,16?,17-,18+,19+,20+,22+,23+,24+,25+,26+,27+,33?,34-/m0/s1	YYHVEOZOKOAOKS-WGSAIHTNSA-L	866.3403853	CHEBI:90763		MMDBc0056134
BASm0007939	octanoyl-3-O-[alpha-D-galactosyl-(1->6)-beta-D-galactosyl]-sn-glycerol				[1*]OC[C@H](CO[C@@H]1O[C@H](CO[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O)O[2*]					CHEBI:90768		
BASm0007940	octanoyl-3-(beta-D-galactosyl)-sn-glycerol				[1*]OC[C@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)O[2*]					CHEBI:90769		
BASm0007941	long chain acyl-3-O-beta-D-galactosyl-sn-glycerol				[1*]OC[C@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)O[2*]					CHEBI:90770		
BASm0007942	(12S)-hydroperoxy-(5Z,8Z,10E,14Z,17Z)-eicosapentaenoate	A 12-HPEPE anion that is the conjugate base of 12(S)-HpEPE arising from deprotonation of the carboxylic acid function; major species at pH 7.3.			CC/C=C\C/C=C\C[C@@H](/C=C/C=C\C/C=C\CCCC(=O)[O-])OO	C20H29O4	InChI=1S/C20H30O4/c1-2-3-4-5-10-13-16-19(24-23)17-14-11-8-6-7-9-12-15-18-20(21)22/h3-4,7-11,13-14,17,19,23H,2,5-6,12,15-16,18H2,1H3,(H,21,22)/p-1/b4-3-,9-7-,11-8-,13-10-,17-14+/t19-/m0/s1	HDMYXONNVAOHFR-UOLHMMFFSA-M		CHEBI:90772		
BASm0007943	long chain acyl-3-O-[alpha-D-galactosyl-(1->6)-beta-D-galactosyl]-sn-glycerol				[1*]OC[C@H](CO[C@@H]1O[C@H](CO[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O)O[2*]					CHEBI:90774		
BASm0007944					*NCC(=O)NCC(=O)[O-]					CHEBI:90778		
BASm0007946	13-oxo-(9Z,11E)-octadecadienoate	13-oxoODE is produced from 13-HODE by a NAD+-dependent dehydrogenase present in rat colonic mucosa. 13-OxoODE has been shown to stimulate cell proliferation when instilled intrarectally in rats. 13-OxoODE has also been detected in preparations of rabbit reticulocyte plasma and mitochondrial membranes, mostly esterified to phospholipids. Production of 13-oxoODE is putatively linked to the maturation of reticulocytes to erythrocytes through the activity of 15-LO.		Solid	CCCCCC(=O)/C=C/C=C\CCCCCCCC(=O)[O-]	C18H30O3	InChI=1S/C18H30O3/c1-2-3-11-14-17(19)15-12-9-7-5-4-6-8-10-13-16-18(20)21/h7,9,12,15H,2-6,8,10-11,13-14,16H2,1H3,(H,20,21)/b9-7-,15-12+	JHXAZBBVQSRKJR-BSZOFBHHSA-N	294.2194948	CHEBI:90781	HMDB0004668	
BASm0007947					*N[C@@H](*)C(=O)[O-]					CHEBI:90782		
BASm0007948					*NCC(=O)NCC(=O)SC[C@H]([NH3+])C(=O)[O-]					CHEBI:90783		
BASm0007949	aurachin B				CC(C)=CCC/C(C)=C/CC/C(C)=C/Cc1c([O-])c(C)[n+]([O-])c2ccccc12	C25H33NO2	InChI=1S/C25H33NO2/c1-18(2)10-8-11-19(3)12-9-13-20(4)16-17-23-22-14-6-7-15-24(22)26(28)21(5)25(23)27/h6-7,10,12,14-16,27H,8-9,11,13,17H2,1-5H3	ZNSLRZHNFFXDSE-UHFFFAOYSA-N	379.2511293	CHEBI:90784		
BASm0007950	4-hydroxy-2-methyl-3-oxo-[(2E,6E)-farnesyl]-3,4-dihydroquinoline 1-oxide			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC1(O)C(=O)C(C)=[N+]([O-])c2ccccc21	C25H33NO3	InChI=1S/C25H33NO3/c1-18(2)10-8-11-19(3)12-9-13-20(4)16-17-25(28)22-14-6-7-15-23(22)26(29)21(5)24(25)27/h6-7,10,12,14-16,28H,8-9,11,13,17H2,1-5H3/b19-12+,20-16+	RNXNMMDMLFJCKP-YEFHWUCQSA-N	395.2460439	CHEBI:90785		MMDBc0055482
BASm0007951	3,4-dihydroxy-2-methyl-1-oxo-4-[(2E,6E)-farnesyl]-3,4-dihydroquinoline 1-oxide	A member of the class of quinoline N-oxides that is 2-methyl-1-oxo-4-3,4-dihydroquinoline-3,4-diol carrying an additional (2E,6E)-farnesyl group at position 4.			CC(C)=CCC/C(C)=C/CC/C(C)=C/CC1(O)c2ccccc2[N+]([O-])=C(C)C1O	C25H35NO3	InChI=1S/C25H35NO3/c1-18(2)10-8-11-19(3)12-9-13-20(4)16-17-25(28)22-14-6-7-15-23(22)26(29)21(5)24(25)27/h6-7,10,12,14-16,24,27-28H,8-9,11,13,17H2,1-5H3/b19-12+,20-16+	QONKLYKAMCVBLM-YEFHWUCQSA-N		CHEBI:90786		
BASm0007952	(18R)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate		124411-81-0	Expected Solid	CC[C@@H](O)CC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H31O3	InChI=1S/C20H32O3/c1-2-19(21)17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-20(22)23/h4-7,10-13,19,21H,2-3,8-9,14-18H2,1H3,(H,22,23)/p-1/b6-4-,7-5-,12-10-,13-11-/t19-/m1/s1	PPCHNRUZQWLEMF-LFFPGIGVSA-M	319.2278684	CHEBI:90790	HMDB0006245	MMDBc0048399
BASm0007953	3-deacetyl-3-(1-hydroxyethyl)bacteriochlorophyllide a			Expected Solid	CC[C@H]1C2=Cc3c(C)c4c5n3[Mg-2]36n7c(c(C)c(C(C)O)c7=CC(=[N+]23)[C@@H]1C)=CC1=[N+]6C(=C5[C-](C(=O)OC)C4=O)[C@@H](CCC(=O)[O-])[C@@H]1C	C35H36MgN4O6	InChI=1S/C35H39N4O6.Mg/c1-8-19-14(2)21-13-26-28(18(6)40)16(4)23(37-26)11-22-15(3)20(9-10-27(41)42)32(38-22)30-31(35(44)45-7)34(43)29-17(5)24(39-33(29)30)12-25(19)36-21;/h11-15,18-20,40H,8-10H2,1-7H3,(H3,36,37,38,39,41,42,43);/q-1;+2/p-3/t14-,15+,18?,19-,20+;/m1./s1	SKJGCVZHIGFNAI-RFWPBIQDSA-K	632.2496238	CHEBI:90791		MMDBc0055353
BASm0007954	3-devinyl-3-(1-hydroxyethyl)chlorophyllide a			Expected Solid	CCC1=C(C)C2=[N+]3C1=Cc1c(C)c4c5n1[Mg-2]31n3c(c(C)c(C(C)O)c3=C2)=CC2=[N+]1C(=C5[C-](C(=O)OC)C4=O)[C@@H](CCC(=O)[O-])[C@@H]2C	C35H34MgN4O6	InChI=1S/C35H37N4O6.Mg/c1-8-19-14(2)21-13-26-28(18(6)40)16(4)23(37-26)11-22-15(3)20(9-10-27(41)42)32(38-22)30-31(35(44)45-7)34(43)29-17(5)24(39-33(29)30)12-25(19)36-21;/h11-13,15,18,20,40H,8-10H2,1-7H3,(H3,36,37,38,39,41,42,43);/q-1;+2/p-3/t15-,18?,20-;/m0./s1	NVCVIPRLIABPAM-TTWAWOKTSA-K	630.2339737	CHEBI:90792		MMDBc0055363
BASm0007955	prostaglandin H1			Expected Solid	CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](CCCCCCC(=O)[O-])[C@@H]2C[C@H]1OO2	C20H33O5	InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18-14-19(17)25-24-18)10-7-4-5-8-11-20(22)23/h12-13,15-19,21H,2-11,14H2,1H3,(H,22,23)/p-1/b13-12+/t15-,16-,17-,18+,19-/m0/s1	NTAYABHEVAQSJS-NDWDMBLISA-M	353.2333477	CHEBI:90793		MMDBc0048479
BASm0007956	3-acetyl-3-devinylchlorophyllide a			Expected Solid	CCC1=C(C)C2=[N+]3C1=Cc1c(C)c4c5n1[Mg-2]31n3c(c(C)c(C(C)=O)c3=C2)=CC2=[N+]1C(=C5[C-](C(=O)OC)C4=O)[C@@H](CCC(=O)[O-])[C@@H]2C	C35H32MgN4O6	InChI=1S/C35H35N4O6.Mg/c1-8-19-14(2)21-13-26-28(18(6)40)16(4)23(37-26)11-22-15(3)20(9-10-27(41)42)32(38-22)30-31(35(44)45-7)34(43)29-17(5)24(39-33(29)30)12-25(19)36-21;/h11-13,15,20H,8-10H2,1-7H3,(H3,36,37,38,39,40,41,42,43);/q-1;+2/p-3/t15-,20-;/m0./s1	WZDANRYFDYGBNG-QNNMEKCMSA-K	628.2183236	CHEBI:90794		MMDBc0055343
BASm0007957	bacteriochlorophyllide a	A cyclic tetrapyrrole anion that is obtained from bacteriochlorophyllide a via deprotonation of the carboxy group and formation of a carbide ion. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).			CC[C@H]1C2=Cc3c(C)c4c5n3[Mg-2]36n7c(c(C)c(C(C)=O)c7=CC(=[N+]23)[C@@H]1C)=CC1=[N+]6C(=C5[C-](C(=O)OC)C4=O)[C@@H](CCC(=O)[O-])[C@@H]1C	C35H34MgN4O6	InChI=1S/C35H37N4O6.Mg/c1-8-19-14(2)21-13-26-28(18(6)40)16(4)23(37-26)11-22-15(3)20(9-10-27(41)42)32(38-22)30-31(35(44)45-7)34(43)29-17(5)24(39-33(29)30)12-25(19)36-21;/h11-15,19-20H,8-10H2,1-7H3,(H3,36,37,38,39,40,41,42,43);/q-1;+2/p-3/t14-,15+,19-,20+;/m1./s1	JFXNCOJBSRTSND-PFKXLOMBSA-K		CHEBI:90795		
BASm0007958	D-erythrulose 4-phosphate			Expected Solid	[H][C@@](O)(COP([O-])([O-])=O)C(=O)CO	C4H7O7P	InChI=1S/C4H9O7P/c5-1-3(6)4(7)2-11-12(8,9)10/h4-5,7H,1-2H2,(H2,8,9,10)/p-2/t4-/m1/s1	WUVPHPUDYOVMOE-SCSAIBSYSA-L	197.9940367	CHEBI:90796		MMDBc0055860
BASm0007959	19-hydroxyprostaglandin H2	19-hydroxyprostaglandin H2(1-) is considered to be practically insoluble (in water) and acidic			[H]\C(CCCC([O-])=O)=C(/[H])C[C@@]1([H])[C@]2([H])C[C@@]([H])(OO2)[C@]1([H])C(\[H])=C(/[H])[C@@]([H])(O)CCCC([H])(C)O	C20H31O6	InChI=1S/C20H32O6/c1-14(21)7-6-8-15(22)11-12-17-16(18-13-19(17)26-25-18)9-4-2-3-5-10-20(23)24/h2,4,11-12,14-19,21-22H,3,5-10,13H2,1H3,(H,23,24)/p-1/b4-2-,12-11+/t14?,15-,16+,17+,18-,19+/m0/s1	MTVPUJQVDLAVML-AHYYGCRPSA-M	367.2126123	CHEBI:90797	HMDB0062683	
BASm0007960	a dipeptide				*C([NH3+])C(=O)NC(*)C(=O)[O-]					CHEBI:90799		
BASm0007961	Lc4Cer				*C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O)[C@H]3NC(C)=O)[C@H]2O)[C@H](O)[C@H]1O)[C@@H](*)O					CHEBI:90800		
BASm0007962	19-hydroxyprostaglandin H1	19-hydroxyprostaglandin H1(1-) is considered to be practically insoluble (in water) and acidic			[H]\C(=C(\[H])[C@@]1([H])[C@@]2([H])C[C@]([H])(OO2)[C@]1([H])CCCCCCC([O-])=O)[C@@]([H])(O)CCCC([H])(C)O	C20H33O6	InChI=1S/C20H34O6/c1-14(21)7-6-8-15(22)11-12-17-16(18-13-19(17)26-25-18)9-4-2-3-5-10-20(23)24/h11-12,14-19,21-22H,2-10,13H2,1H3,(H,23,24)/p-1/b12-11+/t14?,15-,16+,17+,18-,19+/m0/s1	WIWFIKCSWKFLRM-UZTSRZBGSA-M	369.2282624	CHEBI:90801	HMDB0062746	
BASm0007963	alpha-L-fucosyl-(1->2)-beta-D-galactosyl-(1->3)-N-acetyl-beta-D-glucosaminyl-(1->3)-beta-D-galactosyl-(1->4)-beta-D-glucosyl-(1<->1')-ceramide				*C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]4O)[C@H]3NC(C)=O)[C@H]2O)[C@H](O)[C@H]1O)[C@@H](*)O					CHEBI:90802		
BASm0007965	(5S,11R)-dihydroxy-(6E,8Z,12E,14Z)-eicosatetraenoate	5(S),11(R)-DiHETE is also known as 5,11-DiHETE or 5S,11R-Dihydroxy-6E,8Z,12E,14Z-eicosatetraenoate.  5(S),11(R)-DiHETE is considered to be practically insoluble (in water) and acidic.  5(S),11(R)-DiHETE is an eicosanoid lipid molecule			CCCCC/C=C\C=C\[C@H](O)C/C=C\C=C\[C@@H](O)CCCC(=O)[O-]	C20H32O4	InChI=1S/C20H32O4/c1-2-3-4-5-6-7-9-13-18(21)14-10-8-11-15-19(22)16-12-17-20(23)24/h6-11,13,15,18-19,21-22H,2-5,12,14,16-17H2,1H3,(H,23,24)/b7-6-,10-8-,13-9+,15-11+/t18-,19+/m0/s1	GVBURXXHWSCJSI-ZZHGHEOFSA-N	336.2300595	CHEBI:90810	HMDB0062615	
BASm0007967	(5S,15R)-dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoate	5(S),15(R)-DiHETE(1-) is considered to be practically insoluble (in water) and acidic			CCCCC[C@@H](O)/C=C/C=C\C/C=C\C=C\[C@@H](O)CCCC(=O)[O-]	C20H32O4	InChI=1S/C20H32O4/c1-2-3-9-13-18(21)14-10-7-5-4-6-8-11-15-19(22)16-12-17-20(23)24/h5-8,10-11,14-15,18-19,21-22H,2-4,9,12-13,16-17H2,1H3,(H,23,24)	UXGXCGPWGSUMNI-UHFFFAOYSA-N	336.2300595	CHEBI:90812	HMDB0062684	
BASm0007968	(5S,15S)-dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoate			Expected Solid	CCCCC[C@H](O)/C=C/C=C\C/C=C\C=C\[C@@H](O)CCCC(=O)[O-]	C20H31O4	InChI=1S/C20H32O4/c1-2-3-9-13-18(21)14-10-7-5-4-6-8-11-15-19(22)16-12-17-20(23)24/h5-8,10-11,14-15,18-19,21-22H,2-4,9,12-13,16-17H2,1H3,(H,23,24)/p-1/b7-5-,8-6-,14-10+,15-11+/t18-,19+/m0/s1	UXGXCGPWGSUMNI-BVHTXILBSA-M	335.2227831	CHEBI:90813		MMDBc0048508
BASm0007969	17R-hydroxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoate		90780-52-2		CC/C=C\C[C@@H](O)/C=C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)[O-]	C22H32O3	InChI=1S/C22H32O3/c1-2-3-15-18-21(23)19-16-13-11-9-7-5-4-6-8-10-12-14-17-20-22(24)25/h3,5-8,11-16,19,21,23H,2,4,9-10,17-18,20H2,1H3,(H,24,25)/b7-5+,8-6+,13-11+,14-12+,15-3+,19-16+	SWTYBBUBEPPYCX-NGJSVXFXSA-N		CHEBI:90814		
BASm0007970	13-hydroxy-(4Z,7Z,10Z,14E,16Z,19Z)-docosahexaenoate			Expected Solid	CC/C=C\C/C=C\C=C\C(O)C/C=C\C/C=C\C/C=C\CCC(=O)[O-]	C22H32O3	InChI=1S/C22H32O3/c1-2-3-4-5-9-12-15-18-21(23)19-16-13-10-7-6-8-11-14-17-20-22(24)25/h3-4,6-7,9,11-16,18,21,23H,2,5,8,10,17,19-20H2,1H3,(H,24,25)/b4-3-,7-6-,12-9-,14-11-,16-13-,18-15+	SEVOKGDVLLIUMT-SKSHMZPZSA-N	344.2351449	CHEBI:90815		MMDBc0050473
BASm0007971	(18R)-hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoate			Expected Solid	CC[C@@H](O)/C=C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H29O3	InChI=1S/C20H30O3/c1-2-19(21)17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-20(22)23/h4-7,10-13,15,17,19,21H,2-3,8-9,14,16,18H2,1H3,(H,22,23)/p-1/b6-4-,7-5-,12-10-,13-11-,17-15+/t19-/m1/s1	LRWYBGFSVUBWMO-UAAZXLHOSA-M	317.2122184	CHEBI:90818	HMDB0062222	MMDBc0048610
BASm0007972	(15R)-hydroxy-(5Z,8Z,11Z,13E,17Z)-eicosapentaenoate	15S-hydroxy-5Z,8Z,11Z,13E,17Z-eicosapentaenoic acid, also known as 15S-HEPE, is classified as a member of the Hydroxyeicosapentaenoic acids. Hydroxyeicosapentaenoic acids are eicosanoic acids with an attached hydroxyl group and five CC double bonds. 15S-hydroxy-5Z,8Z,11Z,13E,17Z-eicosapentaenoic acid is considered to be practically insoluble (in water) and acidic.  15S-hydroxy-5Z,8Z,11Z,13E,17Z-eicosapentaenoic acid is an eicosanoid lipid molecule			CC/C=C\C[C@@H](O)/C=C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H30O3	InChI=1S/C20H30O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h3-5,8-11,13-14,17,19,21H,2,6-7,12,15-16,18H2,1H3,(H,22,23)/b5-4-,10-8-,11-9-,13-3-,17-14+/t19-/m0/s1	WLKCSMCLEKGITB-DBVSHIMFSA-N	318.2194948	CHEBI:90819	HMDB0062296	
BASm0007973	(11R)-hydroxy-(5Z,8Z,12E,14Z,17Z)-eicosapentaenoate				CC/C=C\C/C=C\C=C\[C@H](O)C/C=C\C/C=C\CCCC(=O)[O-]	C20H30O3	InChI=1S/C20H30O3/c1-2-3-4-5-7-10-13-16-19(21)17-14-11-8-6-9-12-15-18-20(22)23/h3-4,6-7,9-11,13-14,16,19,21H,2,5,8,12,15,17-18H2,1H3,(H,22,23)/b4-3-,9-6-,10-7-,14-11-,16-13+/t19-/m0/s1	IDEHSDHMEMMYIR-DJWFCICMSA-N		CHEBI:90820		
BASm0007974	15-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate	15-HPETE is also known as 15-Hydroperoxy-5,8,11,13-eicosatetraenoic acid or (6E,8Z,11Z,14Z)-15-Hydroperoxyicosatetraenoate.  15-HPETE is considered to be practically insoluble (in water) and acidic.  15-HPETE is an eicosanoid lipid molecule	67675-14-3		CCCCCC(/C=C/C=C\C/C=C\C/C=C\CCCC(=O)[O-])OO	C20H32O4	InChI=1S/C20H32O4/c1-2-3-13-16-19(24-23)17-14-11-9-7-5-4-6-8-10-12-15-18-20(21)22/h4-5,8-11,14,17,19,23H,2-3,6-7,12-13,15-16,18H2,1H3,(H,21,22)/b5-4-,10-8-,11-9-,17-14+	BFWYTORDSFIVKP-USWFWKISSA-N	336.2300595	CHEBI:90821	HMDB0062688	
BASm0007975	5-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate	A HPETE anion that is the conjugate base of 5-HPETE arising from deprotonation of the carboxylic acid function; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C=C\C(CCCC(=O)[O-])OO	C20H31O4	InChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(24-23)17-15-18-20(21)22/h6-7,9-10,12-14,16,19,23H,2-5,8,11,15,17-18H2,1H3,(H,21,22)/p-1/b7-6-,10-9-,13-12-,16-14+	JNUUNUQHXIOFDA-XTDASVJISA-M		CHEBI:90822		
BASm0007976	13-hydroperoxy-(9Z,11E)-octadecadienoate			Expected Solid	CCCCCC(/C=C/C=C\CCCCCCCC(=O)[O-])OO	C18H31O4	InChI=1S/C18H32O4/c1-2-3-11-14-17(22-21)15-12-9-7-5-4-6-8-10-13-16-18(19)20/h7,9,12,15,17,21H,2-6,8,10-11,13-14,16H2,1H3,(H,19,20)/p-1/b9-7-,15-12+	JDSRHVWSAMTSSN-BSZOFBHHSA-M	311.2227831	CHEBI:90823		MMDBc0054709
BASm0007977	13R-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoate	A polyunsaturated fatty acid anion that is the conjugate base of (13R)-hydroxy-(7Z,10Z,14E,16Z,19Z)-docosapentaenoic acid, arising from deprotonation of the carboxylic acid group; major species at pH 7.3. It is an intermediate in 13-series resolvins biosynthesis from DPA (omega-3).			CC/C=C\C/C=C\C=C\[C@H](O)C/C=C\C/C=C\CCCCCC(=O)[O-]	C22H33O3	InChI=1S/C22H34O3/c1-2-3-4-5-9-12-15-18-21(23)19-16-13-10-7-6-8-11-14-17-20-22(24)25/h3-4,6-7,9,12-13,15-16,18,21,23H,2,5,8,10-11,14,17,19-20H2,1H3,(H,24,25)/p-1/b4-3-,7-6-,12-9-,16-13-,18-15+/t21-/m0/s1	FYXSGJODUCMLMK-RFPXNJKWSA-M		CHEBI:90824		
BASm0007978	18-HEPE	18R-HEPE which is the R form of 18(+/-)-HEPE, is produced by non-enzymatic oxidation of EPA.		Solid	CCC(O)/C=C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H30O3	InChI=1S/C20H30O3/c1-2-19(21)17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-20(22)23/h4-7,10-13,15,17,19,21H,2-3,8-9,14,16,18H2,1H3,(H,22,23)/b6-4-,7-5+,12-10-,13-11-,17-15+/t19-/m0/s1	LRWYBGFSVUBWMO-NQZHIPPKSA-N	318.2194948	CHEBI:90825	HMDB0012611	
BASm0007979	(5S)-hydroperoxy-18-hydroxy-(7E,9E,11Z,14Z,16E)-eicosapentaenoate	(5S)-hydroperoxy-18-hydroxy-EPE(1-) is considered to be practically insoluble (in water) and acidic			CCC(O)/C=C/C=C\C/C=C\C/C=C\C=C\[C@H](CCCC(=O)[O-])OO	C20H30O5	InChI=1S/C20H30O5/c1-2-18(21)14-11-9-7-5-3-4-6-8-10-12-15-19(25-24)16-13-17-20(22)23/h3-4,7-12,14-15,18-19,21,24H,2,5-6,13,16-17H2,1H3,(H,22,23)	JIOJPWROWDJRKM-UHFFFAOYSA-N	350.2093241	CHEBI:90826	HMDB0062797	
BASm0007980	reduced beta-nicotinamide D-ribonucleotide			Expected Solid	NC(=O)C1=CN([C@@H]2O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]2O)C=CC1	C11H15N2O8P	InChI=1S/C11H17N2O8P/c12-10(16)6-2-1-3-13(4-6)11-9(15)8(14)7(21-11)5-20-22(17,18)19/h1,3-4,7-9,11,14-15H,2,5H2,(H2,12,16)(H2,17,18,19)/p-2/t7-,8-,9-,11-/m1/s1	XQHMUSRSLNRVGA-TURQNECASA-L	334.0576996	CHEBI:90832		MMDBc0056287
BASm0007981					*N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:90838		
BASm0007982					*N[C@H](C(*)=O)[C@@H](C)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1NC(C)=O					CHEBI:90840		
BASm0007983	geranylgeranyl-bacteriochlorophyllide a	A cyclic tetrapyrrole anion that is that carbide ion obtained from geranylgeranyl bacteriochlorophyllide a via removal of the acidic proton at position 21. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).				C55H67MgN4O6		SLHJCOLVGKWTAP-KHPXXVTNSA-M	903.4916512	CHEBI:90849		
BASm0007984	(13S)-hydroxy-(9Z,11E)-octadecadienoate	(9Z,​11E)-13-HODE or (9Z,​11E)​-13-hydroxyoctadecadienoic acid is a hydroxy fatty acid. In humans, fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation.	18104-45-5			C18H31O3		HNICUWMFWZBIFP-IRQZEAMPSA-M	295.2278684	CHEBI:90850	HMDB0112194	
BASm0007986	bacteriochlorophyllide g	A cyclic tetrapyrrole anion that is obtained from bacteriochlorophyllide g via deprotonation of the carboxy group and formation of a carbide ion. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).			C=Cc1c(C)c2n3c1=CC1=[N+]4C(=Cc5c(C)c6c7n5[Mg-2]34[N+]3=C(C=2)[C@@H](C)[C@H](CCC(=O)[O-])C3=C7[C-](C(=O)OC)C6=O)/C(=C\C)[C@H]1C	C35H32MgN4O5	InChI=1S/C35H35N4O5.Mg/c1-8-19-15(3)22-12-24-17(5)21(10-11-28(40)41)32(38-24)30-31(35(43)44-7)34(42)29-18(6)25(39-33(29)30)14-27-20(9-2)16(4)23(37-27)13-26(19)36-22;/h8-9,12-14,16-17,21H,1,10-11H2,2-7H3,(H3,36,37,38,39,40,41,42);/q-1;+2/p-3/b20-9-;/t16-,17+,21+;/m1./s1	XXROLDCQESZWTF-IEFPKRBPSA-K		CHEBI:90857		
BASm0007988	N-acetyl-alpha-neuraminosyl-(2->8)-N-acetyl-alpha-neuraminosyl-(2->3)-beta-D-galactosyl-(1<->1')-ceramide				[1*][C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O[C@]2(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@@H](CO)O[C@]3(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O3)O2)[C@H]1O)NC([2*])=O					CHEBI:90859		
BASm0007990	14-hydroxy-(4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoate	(4Z,​7Z,​10Z,​12E,​16Z,​19Z)​-14-HDoHE or  (4Z,​7Z,​10Z,​12E,​16Z,​19Z)​-​14-​hydroxydocosahexaenoic acid is an autoxidation product of docosahexaenoic acid (DHA). 	87042-40-8		CC/C=C\C/C=C\CC(O)/C=C/C=C\C/C=C\C/C=C\CCC(=O)[O-]	C22H32O3	InChI=1S/C22H32O3/c1-2-3-4-5-12-15-18-21(23)19-16-13-10-8-6-7-9-11-14-17-20-22(24)25/h3-4,6-7,10-16,19,21,23H,2,5,8-9,17-18,20H2,1H3,(H,24,25)/b4-3-,7-6-,13-10-,14-11-,15-12-,19-16+	ZNEBXONKCYFJAF-BGKMTWLOSA-N	344.2351449	CHEBI:90866		
BASm0007991	14-oxo-(4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoate	14-oxo-DoHE(1-) is also known as 14-oxo-(4Z,7Z,10Z,12E,16Z,19Z)-Docosahexaenoate.  14-oxo-DoHE(1-) is considered to be practically insoluble (in water) and acidic			CC/C=C\C/C=C\CC(=O)/C=C/C=C\C/C=C\C/C=C\CCC(=O)[O-]	C22H30O3	InChI=1S/C22H30O3/c1-2-3-4-5-12-15-18-21(23)19-16-13-10-8-6-7-9-11-14-17-20-22(24)25/h3-4,6-7,10-16,19H,2,5,8-9,17-18,20H2,1H3,(H,24,25)	CTOFGDVNVOUNPL-UHFFFAOYSA-N	342.2194948	CHEBI:90867	HMDB0062685	
BASm0007992	validamycin B	Active against rice sheath blight disease and Pellicularia sasakii.	102583-47-1		OCC1=C[C@H](N[C@@H]2[C@H](O)[C@@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](CO)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O	C20H35NO14	InChI=1S/C20H35NO14/c22-2-5-1-7(12(27)15(30)10(5)25)21-9-11(26)6(3-23)19(17(32)14(9)29)35-20-18(33)16(31)13(28)8(4-24)34-20/h1,6-33H,2-4H2	QYKWCMVFBWGYRE-UHFFFAOYSA-N	513.2057548	CHEBI:90868	HMDB0036593	
BASm0007993	validamycin A	Validamycin A is used in control of fungal infection in rice, potatoes, strawberries and other crops.	37248-47-8	Solid	OCC1=C[C@H]([NH2+][C@H]2C[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O	C20H35NO13	InChI=1S/C20H35NO13/c1-5-10(24)9(21-7-2-6(3-22)11(25)15(29)12(7)26)14(28)17(31)19(5)34-20-18(32)16(30)13(27)8(4-23)33-20/h2,5,7-32H,3-4H2,1H3	PJASXVPPJJZEIB-UHFFFAOYSA-N	497.2108402	CHEBI:90869	HMDB0036592	
BASm0007994					*N[C@@H](Cc1ccc(O)c(I)c1)C(*)=O					CHEBI:90870		
BASm0007995					*N[C@@H](Cc1cc(I)c(O)c(I)c1)C(*)=O					CHEBI:90871		
BASm0007996					*N[C@@H](Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(*)=O					CHEBI:90872		
BASm0007997					*NC(=C)C(*)=O					CHEBI:90873		
BASm0007998					*N[C@@H](Cc1cc(I)c(Oc2ccc(O)c(I)c2)c(I)c1)C(*)=O					CHEBI:90874		
BASm0007999	3,4-dichlorocatechol			Expected Solid	Oc1ccc(Cl)c(Cl)c1O	C6H4Cl2O2	InChI=1S/C6H4Cl2O2/c7-3-1-2-4(9)6(10)5(3)8/h1-2,9-10H	HFSXRRTUWAPWSJ-UHFFFAOYSA-N	177.9588348	CHEBI:90882		MMDBc0054242
BASm0008000	1,3,7-trimethyl-5-hydroxyisourate	A member of the class of oxopurines that is 5-hydroxyisouric acid carrying three additional methyl substituents at positions 1, 3 and 7.		Expected Solid	CN1C(=O)N(C)C2=NC(=O)N(C)C2(O)C1=O	C8H10N4O4	InChI=1S/C8H10N4O4/c1-10-4-8(16,12(3)6(14)9-4)5(13)11(2)7(10)15/h16H,1-3H3	XNXQVRHXDIDGDT-UHFFFAOYSA-N	226.0702048	CHEBI:90885		MMDBc0032848
BASm0008001	2-hydroxy-6-oxo-2,4-heptadienoate	A 6-oxo monocarboxylic acid anion that is the conjugate base of 2-hydroxy-6-oxo-2,4-heptadienoic acid, obtained by deprotonation of the carboxy group. Major species at pH 7.3.		Expected Solid	CC(=O)C=CC=C(O)C(=O)[O-]	C7H7O4	InChI=1S/C7H8O4/c1-5(8)3-2-4-6(9)7(10)11/h2-4,9H,1H3,(H,10,11)/p-1	HVZGWILTESYJSP-UHFFFAOYSA-M	155.0349823	CHEBI:90887		MMDBc0032850
BASm0008002	aurachin C			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/Cc1c(C)n(O)c2ccccc2c1=O	C25H33NO2	InChI=1S/C25H33NO2/c1-18(2)10-8-11-19(3)12-9-13-20(4)16-17-22-21(5)26(28)24-15-7-6-14-23(24)25(22)27/h6-7,10,12,14-16,28H,8-9,11,13,17H2,1-5H3/b19-12+,20-16+	FIHXCHBEHLCXEG-YEFHWUCQSA-N	379.2511293	CHEBI:90888		MMDBc0007353
BASm0008003	aurachin C epoxide	An epoxide resulting from the oxidation of the double bond at the 2-3 position of aurachin C.			CC(C)=CCC/C(C)=C/CC/C(C)=C/CC12OC1(C)N(O)c1ccccc1C2=O	C25H33NO3	InChI=1S/C25H33NO3/c1-18(2)10-8-11-19(3)12-9-13-20(4)16-17-25-23(27)21-14-6-7-15-22(21)26(28)24(25,5)29-25/h6-7,10,12,14-16,28H,8-9,11,13,17H2,1-5H3/b19-12+,20-16+	FORHHPRBEFTLRM-YEFHWUCQSA-N		CHEBI:90889		
BASm0008004	2-hydroxy-1a-methyl-7a-[(2E,6E)-farnesyl]-1a,2-dihydrooxireno[2,3-b]quinolin-7(7aH)-one	A member of the class of quinoline N-oxides that is 3-hydroxy-2-methyl-1-oxo-1lambda(5)-quinolin-4-one carrying an additional (2E,6E)-farnesyl group at position 3.			CC(C)=CCC/C(C)=C/CC/C(C)=C/CC1(O)C(=O)c2ccccc2[N+]([O-])=C1C	C25H33NO3	InChI=1S/C25H33NO3/c1-18(2)10-8-11-19(3)12-9-13-20(4)16-17-25(28)21(5)26(29)23-15-7-6-14-22(23)24(25)27/h6-7,10,12,14-16,28H,8-9,11,13,17H2,1-5H3/b19-12+,20-16+	HZBJGDKEAJESLM-YEFHWUCQSA-N		CHEBI:90890		
BASm0008005	(-)-bursehernin					C21H22O6		IYBDDRJHJMFFBB-JKSUJKDBSA-N	370.1416384	CHEBI:90893		
BASm0008006	(-)-5'-demethylyatein				COc1cc(C[C@H]2C(=O)OC[C@@H]2Cc2ccc3c(c2)OCO3)cc(O)c1OC	C21H22O7	InChI=1S/C21H22O7/c1-24-19-9-13(7-16(22)20(19)25-2)6-15-14(10-26-21(15)23)5-12-3-4-17-18(8-12)28-11-27-17/h3-4,7-9,14-15,22H,5-6,10-11H2,1-2H3	PFCOJAPJHVVASV-UHFFFAOYSA-N	386.136553	CHEBI:90894		
BASm0008007	(-)-pluviatolide				COc1cc(C[C@H]2C(=O)OC[C@@H]2Cc2ccc3c(c2)OCO3)ccc1O	C20H20O6	InChI=1S/C20H20O6/c1-23-18-8-13(2-4-16(18)21)7-15-14(10-24-20(15)22)6-12-3-5-17-19(9-12)26-11-25-17/h2-5,8-9,14-15,21H,6-7,10-11H2,1H3	OCTZTNYFALPGHW-UHFFFAOYSA-N	356.1259884	CHEBI:90896		
BASm0008008	protoviolaceinate			Expected Solid	O=C([O-])c1[nH]c(-c2c[nH]c3ccc(O)cc23)cc1-c1c[nH]c2ccccc12	C21H14N3O3	InChI=1S/C21H15N3O3/c25-11-5-6-18-13(7-11)16(10-23-18)19-8-14(20(24-19)21(26)27)15-9-22-17-4-2-1-3-12(15)17/h1-10,22-25H,(H,26,27)/p-1	HNIIMOJBRIPGHJ-UHFFFAOYSA-M	356.1040649	CHEBI:90898		MMDBc0056276
BASm0008009	violaceinate			Expected Solid	O=C([O-])c1[nH]c(-c2c[nH]c3ccc(O)cc23)cc1-c1c(O)[nH]c2ccccc12	C21H14N3O4	InChI=1S/C21H15N3O4/c25-10-5-6-15-12(7-10)14(9-22-15)17-8-13(19(23-17)21(27)28)18-11-3-1-2-4-16(11)24-20(18)26/h1-9,22-26H,(H,27,28)/p-1	AVEFAUDTSHGJQO-UHFFFAOYSA-M	372.0989795	CHEBI:90900		MMDBc0056380
BASm0008010	protoasukamycin	A polyketide that is (all-E)-7-(3-amino-4-hydroxyphenyl)hepta-2,4,6-trienoic acid in which the amino group has been acylated by an (all-E)-7-cyclohexylhepta-2,4,6-trienoyl group and in which the carboxy group has undergone formal condensation with the amino group of 2-amino-3-hydroxycyclopent-2-en-1-one to give the corresponding carboxamide. Protoasukamycin is an intermediate in the biosynthesis of asukamycin.				C31H34N2O5		VBCLNKLOMFDNGC-JMAMMSEDSA-N	514.2467722	CHEBI:90901		
BASm0008011	4-hydroxyprotoasukamycin	A tertiary alcohol that is protoasukamycin in which the 2,4-disubstituted phenol moiety has been oxidised to give the corresponding 2,4-disubstituted 4-hydroxycyclohexa-2,5-dienone. It is a precursor in the biosynthesis of asukamycin.				C31H34N2O6		RUBKTXQILUKTNG-DWRCUFDSSA-N	530.2416868	CHEBI:90902		
BASm0008012	asperlicin E				O=C1c2ccccc2-n2c(nc3ccccc3c2=O)[C@@H]2C[C@]3(O)c4ccccc4N[C@@H]3N12	C25H18N4O3	InChI=1S/C25H18N4O3/c30-22-14-7-1-4-10-17(14)26-21-20-13-25(32)16-9-3-5-11-18(16)27-24(25)29(20)23(31)15-8-2-6-12-19(15)28(21)22/h1-12,20,24,27,32H,13H2	HYHLSEUXMRFVND-UHFFFAOYSA-N	422.1378905	CHEBI:90903		
BASm0008013	asperlicin C			Expected Solid	O=C1N[C@@H](Cc2c[nH]c3ccccc23)c2nc3ccccc3c(=O)n2-c2ccccc21	C25H18N4O2	InChI=1S/C25H18N4O2/c30-24-18-9-3-6-12-22(18)29-23(27-20-11-5-2-8-17(20)25(29)31)21(28-24)13-15-14-26-19-10-4-1-7-16(15)19/h1-12,14,21,26H,13H2,(H,28,30)/t21-/m0/s1	BUTFEAMXSRJHIM-NRFANRHFSA-N	406.1429758	CHEBI:90904		MMDBc0020784
BASm0008014	protodeoxyviolaceinate			Expected Solid	O=C([O-])c1[nH]c(-c2c[nH]c3ccccc23)cc1-c1c[nH]c2ccccc12	C21H14N3O2	InChI=1S/C21H15N3O2/c25-21(26)20-14(15-10-22-17-7-3-1-5-12(15)17)9-19(24-20)16-11-23-18-8-4-2-6-13(16)18/h1-11,22-24H,(H,25,26)/p-1	SFLGFRJGKHRRID-UHFFFAOYSA-M	340.1091503	CHEBI:90907		MMDBc0056275
BASm0008015	deoxyviolaceinate			Expected Solid	O=C([O-])c1[nH]c(-c2c[nH]c3ccccc23)cc1-c1c(O)[nH]c2ccccc12	C21H14N3O3	InChI=1S/C21H15N3O3/c25-20-18(12-6-2-4-8-16(12)24-20)13-9-17(23-19(13)21(26)27)14-10-22-15-7-3-1-5-11(14)15/h1-10,22-25H,(H,26,27)/p-1	YNGCGCMGWQFYIK-UHFFFAOYSA-M	356.1040649	CHEBI:90910		MMDBc0055900
BASm0008016	N-acetyl-L-phosphinothricin	N-Acetylphosphinothricin is an intermediate in phosphonate and phosphinate metabolism in E.coli, where the enzyme acetyl-CoA:phosphinothricin N-acetyltransferase catalyzes the reaction acetyl-CoA + phosphinothricin <=> CoA + N-acetylphosphinothricin (KEGG compound: C17952).			CC(=O)N[C@@H](CCP(C)(=O)[O-])C(=O)[O-]	C7H14NO5P	InChI=1S/C7H14NO5P/c1-5(9)8-6(7(10)11)3-4-14(2,12)13/h6H,3-4H2,1-2H3,(H,8,9)(H,10,11)(H,12,13)/t6-/m0/s1	VZVQOWUYAAWBCP-LURJTMIESA-N	223.0609596	CHEBI:90940		
BASm0008017	dTDP-4-dehydro-2,3,6-trideoxy-alpha-D-hexopyranose			Expected Solid	Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]3CCC(=O)[C@@H](C)O3)O2)c(=O)[nH]c1=O	C16H22N2O13P2	InChI=1S/C16H24N2O13P2/c1-8-6-18(16(22)17-15(8)21)13-5-11(20)12(29-13)7-27-32(23,24)31-33(25,26)30-14-4-3-10(19)9(2)28-14/h6,9,11-14,20H,3-5,7H2,1-2H3,(H,23,24)(H,25,26)(H,17,21,22)/p-2/t9-,11+,12-,13-,14-/m1/s1	YINKRXMSCURQIS-RHZHCTOVSA-L	512.0608099	CHEBI:90944		MMDBc0055948
BASm0008018	dTDP-4-amino-2,3,4,6-tetradeoxy-alpha-D-erythro-hexopyranose			Expected Solid	Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]3CC[C@H]([NH3+])[C@@H](C)O3)O2)c(=O)[nH]c1=O	C16H26N3O12P2	InChI=1S/C16H27N3O12P2/c1-8-6-19(16(22)18-15(8)21)13-5-11(20)12(29-13)7-27-32(23,24)31-33(25,26)30-14-4-3-10(17)9(2)28-14/h6,9-14,20H,3-5,7,17H2,1-2H3,(H,23,24)(H,25,26)(H,18,21,22)/p-1/t9-,10+,11+,12-,13-,14-/m1/s1	QBCDCCNQCPTNSU-GSZZWUTPSA-M	514.0997209	CHEBI:90945		MMDBc0055946
BASm0008019	dTDP-4-(methylamino)-2,3,4,6-tetradeoxy-alpha-D-erythro-hexopyranose	A nucleotide-sugar oxoanion arising from deprotonation of the diphosphate OH groups and protonation of the amino group of dTDP-4-(methylamino)-2,3,4,6-tetradeoxy-alpha-D-glucose; major species at pH 7.3.			C[NH2+][C@H]1CC[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cc(C)c(=O)[nH]c3=O)C[C@@H]2O)O[C@@H]1C	C17H28N3O12P2	InChI=1S/C17H29N3O12P2/c1-9-7-20(17(23)19-16(9)22)14-6-12(21)13(30-14)8-28-33(24,25)32-34(26,27)31-15-5-4-11(18-3)10(2)29-15/h7,10-15,18,21H,4-6,8H2,1-3H3,(H,24,25)(H,26,27)(H,19,22,23)/p-1/t10-,11+,12+,13-,14-,15-/m1/s1	JRJYBKLGPOKTLS-YXJLRHLOSA-M		CHEBI:90946		
BASm0008020	dTDP-alpha-D-forosamine			Expected Solid	Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])O[C@@H]3CC[C@H]([NH+](C)C)[C@@H](C)O3)O2)c(=O)[nH]c1=O	C18H30N3O12P2	InChI=1S/C18H31N3O12P2/c1-10-8-21(18(24)19-17(10)23)15-7-13(22)14(31-15)9-29-34(25,26)33-35(27,28)32-16-6-5-12(20(3)4)11(2)30-16/h8,11-16,22H,5-7,9H2,1-4H3,(H,25,26)(H,27,28)(H,19,23,24)/p-1/t11-,12+,13+,14-,15-,16-/m1/s1	XZDZLDKUTVVABQ-HIFUNWJGSA-M	542.131021	CHEBI:90947		MMDBc0055955
BASm0008022	2-exo-hydroxy-1,4-cineole				CC(C)[C@@]12CC[C@@](C)(O1)[C@@H](O)C2	C10H18O2	InChI=1S/C10H18O2/c1-7(2)10-5-4-9(3,12-10)8(11)6-10/h7-8,11H,4-6H2,1-3H3	IFQZADDJTDGGCP-UHFFFAOYSA-N	170.1306798	CHEBI:90956		
BASm0008023	8-ethyl-12-methyl-3-vinylbacteriochlorophyllide d			Expected Solid	C=Cc1c(C)c2n3c1=CC1=[N+]4C(=Cc5c(C)c6c7n5[Mg-2]34[N+]3=C(C=2)[C@@H](C)[C@H](CCC(=O)[O-])C3=C7CC6=O)C(CC)=C1C	C33H31MgN4O3	InChI=1S/C33H34N4O3.Mg/c1-7-19-15(3)23-12-25-17(5)21(9-10-30(39)40)32(36-25)22-11-29(38)31-18(6)26(37-33(22)31)14-28-20(8-2)16(4)24(35-28)13-27(19)34-23;/h7,12-14,17,21H,1,8-11H2,2-6H3,(H3,34,35,36,37,38,39,40);/q;+2/p-3/t17-,21-;/m0./s1	BJEMYNDCFDVJRP-PVMVIUQGSA-K	555.2252062	CHEBI:90963		MMDBc0055655
BASm0008024	8,12-diethyl-3-vinylbacteriochlorophyllide d			Expected Solid	C=Cc1c(C)c2n3c1=CC1=[N+]4C(=Cc5c(CC)c6c7n5[Mg-2]34[N+]3=C(C=2)[C@@H](C)[C@H](CCC(=O)[O-])C3=C7CC6=O)C(CC)=C1C	C34H33MgN4O3	InChI=1S/C34H36N4O3.Mg/c1-7-19-16(4)24-13-26-18(6)22(10-11-31(40)41)33(37-26)23-12-30(39)32-21(9-3)29(38-34(23)32)15-28-20(8-2)17(5)25(36-28)14-27(19)35-24;/h7,13-15,18,22H,1,8-12H2,2-6H3,(H3,35,36,37,38,39,40,41);/q;+2/p-3/t18-,22-;/m0./s1	MTAJKCVEQFETKU-COBSGTNCSA-K	569.2408562	CHEBI:90964		MMDBc0055661
BASm0008026	12-ethyl-8-propyl-3-vinylbacteriochlorophyllide d			Expected Solid	C=Cc1c(C)c2n3c1=CC1=[N+]4C(=Cc5c(CC)c6c7n5[Mg-2]34[N+]3=C(C=2)[C@@H](C)[C@H](CCC(=O)[O-])C3=C7CC6=O)C(CCC)=C1C	C35H35MgN4O3	InChI=1S/C35H38N4O3.Mg/c1-7-10-22-18(5)26-15-28-20(8-2)17(4)25(36-28)14-27-19(6)23(11-12-32(41)42)34(38-27)24-13-31(40)33-21(9-3)29(39-35(24)33)16-30(22)37-26;/h8,14-16,19,23H,2,7,9-13H2,1,3-6H3,(H3,36,37,38,39,40,41,42);/q;+2/p-3/t19-,23-;/m0./s1	KEGFWQJFYCEKAJ-ZWHLOQRUSA-K	583.2565063	CHEBI:90966		MMDBc0055157
BASm0008027	12-ethyl-8-isobutyl-3-vinylbacteriochlorophyllide d			Expected Solid	C=Cc1c(C)c2n3c1=CC1=[N+]4C(=Cc5c(CC)c6c7n5[Mg-2]34[N+]3=C(C=2)[C@@H](C)[C@H](CCC(=O)[O-])C3=C7CC6=O)C(CC(C)C)=C1C	C36H37MgN4O3	InChI=1S/C36H40N4O3.Mg/c1-8-21-18(5)26-14-28-19(6)23(10-11-33(42)43)35(39-28)25-13-32(41)34-22(9-2)30(40-36(25)34)16-31-24(12-17(3)4)20(7)27(38-31)15-29(21)37-26;/h8,14-17,19,23H,1,9-13H2,2-7H3,(H3,37,38,39,40,41,42,43);/q;+2/p-3/t19-,23-;/m0./s1	OFLMPYMLTXUROB-ZWHLOQRUSA-K	597.2721564	CHEBI:90967		MMDBc0055156
BASm0008030	1alpha,23S,25-trihydroxycholecalciferol	1alpha,23(S),25-trihydroxyvitamin D3, also known as 1,23,25-Trihydroxycholecalciferol or 1alpha,23S,25-(OH)3D3, is classified as a vitamin d or a Vitamin D derivative. Vitamin Ds are compounds containing a secosteroid backbone, usually secoergostane or secocholestane. 1alpha,23(S),25-trihydroxyvitamin D3 is considered to be practically insoluble (in water) and relatively neutral.  1alpha,23(S),25-trihydroxyvitamin D3 is a secosteroid lipid molecule	86701-33-9		C=C1/C(=C\C=C2/CCC[C@]3(C)[C@@H]([C@H](C)C[C@H](O)CC(C)(C)O)CC[C@@H]23)C[C@@H](O)C[C@@H]1O	C27H44O4	InChI=1S/C27H44O4/c1-17(13-22(29)16-26(3,4)31)23-10-11-24-19(7-6-12-27(23,24)5)8-9-20-14-21(28)15-25(30)18(20)2/h8-9,17,21-25,28-31H,2,6-7,10-16H2,1,3-5H3/b19-8+,20-9-/t17-,21-,22+,23-,24+,25+,27-/m1/s1	NHRGJVVEKNHIIE-KWJCNBFNSA-N	432.3239599	CHEBI:90970	HMDB0062686	
BASm0008031					*C(=O)[C@@H]1C[C@@H](O[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2NC(C)=O)CN1*					CHEBI:90975		
BASm0008032	23S,25-dihydroxy-24-oxocholecalciferol					C27H42O4		LYVJVKJTSXESPC-JDHDJSQBSA-N	430.3083098	CHEBI:90980		
BASm0008033	20S-hydroxycholecalciferol					C27H44O2		IQEQEOBGZMEDBQ-LBRHRNEPSA-N	400.3341307	CHEBI:90983	HMDB0242498	
BASm0008034	20S,25-dihydroxycholecalciferol	A hydroxycalciol that consists of vitamin D3 (calciol) carrying additional hydroxy groups  at positions 20 (with S-configuration) and 25.			C=C1CC[C@H](O)C/C1=C/C=C1\CCC[C@@]2(C)[C@H]1CC[C@@H]2[C@@](C)(O)CCCC(C)(C)O	C27H44O3	InChI=1S/C27H44O3/c1-19-9-12-22(28)18-21(19)11-10-20-8-6-16-26(4)23(20)13-14-24(26)27(5,30)17-7-15-25(2,3)29/h10-11,22-24,28-30H,1,6-9,12-18H2,2-5H3/b20-10+,21-11-/t22-,23-,24-,26-,27-/m0/s1	AXQUXCALTGAWTH-JOLZSRLISA-N		CHEBI:90984		
BASm0008035	20S,24R-dihydroxycholecalciferol	A hydroxycalciol that consists of vitamin D3 (calciol) carrying additional hydroxy groups at positions 20 (with S-configuration) and 24 (with R-configuration).			C=C1CC[C@H](O)C/C1=C/C=C1\CCC[C@@]2(C)[C@H]1CC[C@@H]2[C@@](C)(O)CC[C@@H](O)C(C)C	C27H44O3	InChI=1S/C27H44O3/c1-18(2)24(29)14-16-27(5,30)25-13-12-23-20(7-6-15-26(23,25)4)9-10-21-17-22(28)11-8-19(21)3/h9-10,18,22-25,28-30H,3,6-8,11-17H2,1-2,4-5H3/b20-9+,21-10-/t22-,23-,24+,25-,26-,27-/m0/s1	VKWNWFUXGYTMCJ-KQQGDWFJSA-N		CHEBI:90985		
BASm0008036	20S,24S-dihydroxycholecalciferol	A hydroxycalciol that consists of vitamin D3 (calciol) carrying additional hydroxy groups at positions 20 and 24 (both with S-configuration).			C=C1CC[C@H](O)C/C1=C/C=C1\CCC[C@@]2(C)[C@H]1CC[C@@H]2[C@@](C)(O)CC[C@H](O)C(C)C	C27H44O3	InChI=1S/C27H44O3/c1-18(2)24(29)14-16-27(5,30)25-13-12-23-20(7-6-15-26(23,25)4)9-10-21-17-22(28)11-8-19(21)3/h9-10,18,22-25,28-30H,3,6-8,11-17H2,1-2,4-5H3/b20-9+,21-10-/t22-,23-,24-,25-,26-,27-/m0/s1	VKWNWFUXGYTMCJ-CQKDPTPJSA-N		CHEBI:90986		
BASm0008037	3-deoxy-D-glycero-beta-D-galacto-non-2-ulopyranosonate 9-phosphate			Expected Solid	O=C([O-])[C@]1(O)C[C@H](O)[C@@H](O)[C@H]([C@H](O)[C@H](O)COP(=O)([O-])[O-])O1	C9H14O12P	InChI=1S/C9H17O12P/c10-3-1-9(16,8(14)15)21-7(5(3)12)6(13)4(11)2-20-22(17,18)19/h3-7,10-13,16H,1-2H2,(H,14,15)(H2,17,18,19)/p-3/t3-,4+,5+,6+,7+,9-/m0/s1	KIZXPTJSEKWTPW-YOQZMRDMSA-K	345.0239336	CHEBI:90987		MMDBc0055362
BASm0008038	3-deoxy-D-glycero-beta-D-galacto-non-2-ulopyranosonate			Expected Solid	O=C([O-])[C@]1(O)C[C@H](O)[C@@H](O)[C@H]([C@H](O)[C@H](O)CO)O1	C9H15O9	InChI=1S/C9H16O9/c10-2-4(12)6(14)7-5(13)3(11)1-9(17,18-7)8(15)16/h3-7,10-14,17H,1-2H2,(H,15,16)/p-1/t3-,4+,5+,6+,7+,9-/m0/s1	CLRLHXKNIYJWAW-YOQZMRDMSA-M	267.0721556	CHEBI:90988		MMDBc0055361
BASm0008039	CMP-beta-3-deoxy-D-glycero-beta-D-galacto-non-2-ulopyranosonate	A nucleotide-sugar oxoanion obtained by deprotonation of the carboxylic acid and phosphate functions of CMP-3-deoxy-D-glycero-beta-D-galacto-nonulosonic acid; major species at pH 7.3.			Nc1ccn([C@@H]2O[C@H](COP(=O)([O-])O[C@@]3(C(=O)[O-])C[C@H](O)[C@@H](O)[C@H]([C@H](O)[C@H](O)CO)O3)[C@@H](O)[C@H]2O)c(=O)n1	C18H26N3O16P	InChI=1S/C18H28N3O16P/c19-9-1-2-21(17(31)20-9)15-13(28)12(27)8(35-15)5-34-38(32,33)37-18(16(29)30)3-6(23)10(25)14(36-18)11(26)7(24)4-22/h1-2,6-8,10-15,22-28H,3-5H2,(H,29,30)(H,32,33)(H2,19,20,31)/p-2/t6-,7+,8+,10+,11+,12+,13+,14+,15+,18+/m0/s1	SFLGTPJBQWRIMH-ZBOJUINDSA-L		CHEBI:90989		
BASm0008040	resolvin E1	Resolvin E1 is a resolvin, a bioactive oxygenated product of EPA (eicosapentaenoic acid). It is a inflammation-resolving lipid mediator. RvE1 reduces neutrophil hyper-function, it also prevents the initiation and progression of tissue destruction (PMID: 16373400). RvE1, can also act as a host response modulator in the control of the inflammatory diseases that also involve bone loss such as periodontitis and arthritis. RvE1 has been shown to display specific binding sites on human neutrophils with an apparent Kd of 47 nM (PMID: 15753205; 16373400). RvE1 is a potent modulator of leukocytes as well as selective platelet responses in blood and platelet-rich plasma (PMID: 18480426).		Solid	CC[C@@H](O)/C=C/C=C\C[C@@H](O)/C=C/C=C/C=C\[C@@H](O)CCCC(=O)[O-]	C20H30O5	InChI=1S/C20H30O5/c1-2-17(21)11-8-5-9-14-18(22)12-6-3-4-7-13-19(23)15-10-16-20(24)25/h3-9,11-13,17-19,21-23H,2,10,14-16H2,1H3,(H,24,25)/b4-3+,9-5-,11-8+,12-6+,13-7-	AOPOCGPBAIARAV-WEKRNNBPSA-N	350.2093241	CHEBI:91000	HMDB0010410	
BASm0008041	18-oxo-resolvin E1	An icosanoid anion resulting from the removal of a proton from the carboxy group of 18-oxoresolvin E1; major species at pH 7.3.			CCC(=O)/C=C/C=C\C[C@@H](O)/C=C/C=C/C=C\[C@@H](O)CCCC(=O)[O-]	C20H27O5	InChI=1S/C20H28O5/c1-2-17(21)11-8-5-9-14-18(22)12-6-3-4-7-13-19(23)15-10-16-20(24)25/h3-9,11-13,18-19,22-23H,2,10,14-16H2,1H3,(H,24,25)/p-1/b4-3+,9-5-,11-8+,12-6+,13-7-/t18-,19+/m0/s1	CMOJNYRANQREGD-IJDHQMKWSA-M		CHEBI:91001		
BASm0008042	sucrose 6(G)-phosphate		22372-29-8			C12H21O14P		WQQSIXKPRAUZJL-UGDNZRGBSA-L	420.0679895	CHEBI:91002		
BASm0008043	D-galactose 6-phosphate			Expected Solid	[H]C1(O)O[C@]([H])(COP([O-])([O-])=O)[C@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C6H11O9P	InChI=1S/C6H13O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-10H,1H2,(H2,11,12,13)/p-2/t2-,3+,4+,5-,6?/m1/s1	NBSCHQHZLSJFNQ-SVZMEOIVSA-L	258.0151661	CHEBI:91004		MMDBc0055863
BASm0008044	5-O-[(E)-caffeoyl]-shikimate		73263-62-4		O=C(/C=C/c1ccc(O)c(O)c1)O[C@@H]1CC(C(=O)[O-])=C[C@@H](O)[C@H]1O	C16H16O8	InChI=1S/C16H16O8/c17-10-3-1-8(5-11(10)18)2-4-14(20)24-13-7-9(16(22)23)6-12(19)15(13)21/h1-6,12-13,15,17-19,21H,7H2,(H,22,23)/b4-2+	QMPHZIPNNJOWQI-DUXPYHPUSA-N		CHEBI:91005		
BASm0008045	an aromatic carboxylate				*C(=O)[O-]					CHEBI:91007		
BASm0008046	(2Z,4Z)-2,3-dichloromuconate	A 2,3-dichloromuconic acid in which both double bonds have Z geochemistry.		Expected Solid	O=C([O-])/C=C\C(Cl)=C(\Cl)C(=O)[O-]	C6H4Cl2O4	InChI=1S/C6H4Cl2O4/c7-3(1-2-4(9)10)5(8)6(11)12/h1-2H,(H,9,10)(H,11,12)/b2-1-,5-3-	SOSGLWHQVQUMLM-NWJCXACMSA-N	209.948664	CHEBI:91011		MMDBc0032856
BASm0008047	D-ribose 5-triphosphate			Expected Solid	O=P([O-])([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1OC(O)[C@H](O)[C@@H]1O	C5H9O14P3	InChI=1S/C5H13O14P3/c6-3-2(17-5(8)4(3)7)1-16-21(12,13)19-22(14,15)18-20(9,10)11/h2-8H,1H2,(H,12,13)(H,14,15)(H2,9,10,11)/p-4/t2-,3-,4-,5?/m1/s1	ZJJBHGDNOZLBIL-SOOFDHNKSA-J	385.9227103	CHEBI:91013		MMDBc0055875
BASm0008048	CMP-8-amino-3,8-dideoxy-alpha-D-manno-oct-2-ulosonate			Expected Solid	Nc1ccn([C@@H]2O[C@H](COP(=O)([O-])O[C@]3(C(=O)[O-])C[C@@H](O)[C@@H](O)[C@@H]([C@H](O)C[NH3+])O3)[C@@H](O)[C@H]2O)c(=O)n1	C17H26N4O14P	InChI=1S/C17H27N4O14P/c18-4-7(23)13-10(24)6(22)3-17(34-13,15(27)28)35-36(30,31)32-5-8-11(25)12(26)14(33-8)21-2-1-9(19)20-16(21)29/h1-2,6-8,10-14,22-26H,3-5,18H2,(H,27,28)(H,30,31)(H2,19,20,29)/p-1/t6-,7-,8-,10-,11-,12-,13-,14-,17+/m1/s1	DRAKZHNWGXXUTP-XKKDATLGSA-M	541.1188621	CHEBI:91089		MMDBc0055809
BASm0008052	2-trans,4-trans-xanthoxin				CC(/C=C/[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C)=C\C=O	C15H22O3	InChI=1S/C15H22O3/c1-11(6-8-16)5-7-15-13(2,3)9-12(17)10-14(15,4)18-15/h5-8,12,17H,9-10H2,1-4H3/b7-5+,11-6-/t12-,14+,15-/m0/s1	ZTALKMXOHWQNIA-TVBSHJCBSA-N		CHEBI:91126		
BASm0008053	2-trans-(+)-abscisic aldehyde				CC1=CC(=O)CC(C)(C)[C@@]1(O)/C=C/C(C)=C/C=O	C15H20O3	InChI=1S/C15H20O3/c1-11(6-8-16)5-7-15(18)12(2)9-13(17)10-14(15,3)4/h5-9,18H,10H2,1-4H3/b7-5+,11-6-/t15-/m1/s1	RIKWDZWVHUIUAM-KICRZJJPSA-N		CHEBI:91130		
BASm0008054	(5R,6S)-5,6-epoxi-beta-cryptoxanthin		188116-19-0		CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/[C@@]23O[C@]2(C)C[C@@H](O)CC3(C)C)C(C)(C)CCC1	C40H56O2	InChI=1S/C40H56O2/c1-30(18-13-20-32(3)23-24-36-34(5)22-15-26-37(36,6)7)16-11-12-17-31(2)19-14-21-33(4)25-27-40-38(8,9)28-35(41)29-39(40,10)42-40/h11-14,16-21,23-25,27,35,41H,15,22,26,28-29H2,1-10H3/b12-11+,18-13+,19-14+,24-23+,27-25+,30-16+,31-17+,32-20+,33-21+	CMOLUFWHADIFGS-JEFJXCMXSA-N		CHEBI:91143		
BASm0008055	(5R,6S)-5,6-epoxi-capsanthin	Capsanthin 5,6-epoxide is found in herbs and spices. Capsanthin 5,6-epoxide is a constituent of red paprika (Capsicum annuum).	29486-21-3		CC(/C=C/C=C(C)/C=C/C(=O)[C@]1(C)C[C@@H](O)CC1(C)C)=C\C=C\C=C(C)\C=C\C=C(C)\C=C\[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C	C40H56O4	InChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-22-35(43)38(9)27-33(41)25-36(38,5)6)15-11-12-16-30(2)18-14-20-32(4)23-24-40-37(7,8)26-34(42)28-39(40,10)44-40/h11-24,33-34,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,22-21+,24-23+,29-15+,30-16+,31-19+,32-20-	QAILMWKAKHIIHL-HNUXVXITSA-N	600.4178603	CHEBI:91165	HMDB0036588	
BASm0008056					*N[C@@H](CCCC[NH2+]C[C@H](O)CC[NH3+])C(*)=O					CHEBI:91175		
BASm0008057	N-demethylindolmycin			Expected Solid	C[C@H](c1c[nH]c2ccccc12)[C@@H]1OC(N)=[NH+]C1=O	C13H14N3O2	InChI=1S/C13H13N3O2/c1-7(11-12(17)16-13(14)18-11)9-6-15-10-5-3-2-4-8(9)10/h2-7,11,15H,1H3,(H2,14,16,17)/p+1/t7-,11+/m1/s1	JMQXZRUQJGJVSC-HQJQHLMTSA-O	244.1080531	CHEBI:91178		MMDBc0056145
BASm0008058	indolmycin	Indolmycin belongs to the class of Indoles. These are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene  to form 2,3-benzopyrrole.  When compared with other tryptophan analogues, indolmycin is a potent inhibitor of tryptophan pyrrolase and tryptophan decarboxylase, both enzymes involved in tryptophan catabolism. (PMID 582120)	21200-24-8		CNC1=[NH+]C(=O)[C@H]([C@H](C)c2c[nH]c3ccccc23)O1	C14H15N3O2	InChI=1S/C14H15N3O2/c1-8(12-13(18)17-14(15-2)19-12)10-7-16-11-6-4-3-5-9(10)11/h3-8,12,16H,1-2H3,(H,15,17,18)/t8-,12+/m1/s1	GNTVWGDQPXCYBV-PELKAZGASA-N	257.1164267	CHEBI:91179		
BASm0008059	(R)-3-(indol-3-yl)-2-oxobutanoate			Expected Solid	C[C@@H](C(=O)C(=O)[O-])c1c[nH]c2ccccc12	C12H10NO3	InChI=1S/C12H11NO3/c1-7(11(14)12(15)16)9-6-13-10-5-3-2-4-8(9)10/h2-7,13H,1H3,(H,15,16)/p-1/t7-/m1/s1	VSANSNPZLCXLRK-SSDOTTSWSA-M	216.0666168	CHEBI:91180		MMDBc0055032
BASm0008060	phosphinomethylmalate	Phosphinomethylmalate, also known as 2-(hydroxyphosphonoylmethyl)butanedioate, belongs to short-chain hydroxy acids and derivatives class of compounds. Those are hydroxy acids with an alkyl chain the contains less than 6 carbon atoms. Phosphinomethylmalate is soluble (in water) and a moderately acidic compound (based on its pKa). Phosphinomethylmalate can be found in a number of food items such as parsley, agar, chicory roots, and feijoa, which makes phosphinomethylmalate a potential biomarker for the consumption of these food products.			O=C([O-])CC(O)(C[PH](=O)[O-])C(=O)[O-]	C5H6O7P	InChI=1S/C5H9O7P/c6-3(7)1-5(10,4(8)9)2-13(11)12/h10,13H,1-2H2,(H,6,7)(H,8,9)(H,11,12)/p-3	ZKRDXWTUWPUWEG-UHFFFAOYSA-K	208.9867603	CHEBI:91181	HMDB0304463	
BASm0008061	2-hydroxyspheroidene	A carotenoid ether that is spheroidene substituted at position 2 by a hydroxy group.			COC(C)(C)C(O)/C=C/C(C)=C/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(\C)CC/C=C(\C)CCC=C(C)C	C41H60O2	InChI=1S/C41H60O2/c1-33(2)19-14-22-36(5)25-17-28-37(6)26-15-23-34(3)20-12-13-21-35(4)24-16-27-38(7)29-18-30-39(8)31-32-40(42)41(9,10)43-11/h12-13,15-16,18-21,23-27,29-32,40,42H,14,17,22,28H2,1-11H3/b13-12+,23-15+,24-16+,29-18+,32-31+,34-20+,35-21+,36-25+,37-26+,38-27+,39-30+	IYSJCVOSCTVRGJ-FZFXUSNISA-N		CHEBI:91221		
BASm0008062	2,2-dihydroxyspheroidene	A carotenoid ether that is spheroidene carrying two hydroxy groups, both at position 2.			COC(C)(C)C(O)(O)/C=C/C(C)=C/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(\C)CC/C=C(\C)CCC=C(C)C	C41H60O3	InChI=1S/C41H60O3/c1-33(2)19-14-22-36(5)25-17-28-37(6)26-15-23-34(3)20-12-13-21-35(4)24-16-27-38(7)29-18-30-39(8)31-32-41(42,43)40(9,10)44-11/h12-13,15-16,18-21,23-27,29-32,42-43H,14,17,22,28H2,1-11H3/b13-12+,23-15+,24-16+,29-18+,32-31+,34-20+,35-21+,36-25+,37-26+,38-27+,39-30+	YCYFTLOJTFQQOD-FZFXUSNISA-N		CHEBI:91223		
BASm0008063	2-hydroxyspirilloxanthin	A carotenoid ether that is spirilloxanthin substituted at position 2 by a hydroxy group.				C42H60O3		AVHQKPCIRVFOIC-MRLRKSOKNA-N	612.4542458	CHEBI:91227		
BASm0008064	2,2-dihydroxyspirilloxanthin	A carotenoid ether that is spirilloxanthin carrying two hydroxy groups, both at position 2.				C42H60O4		XUYXCIAFJRLHMN-GWSMOWMWSA-N	628.4491604	CHEBI:91228		
BASm0008065	2'-hydroxy-2-oxospirilloxanthin	A carotenoid ether that is spirilloxanthin substituted at positions 2  and 2' by oxo and hydroxy groups respectively.				C42H58O4		UMEYQXNKNUVLNE-YDDLGYPNNA-N	626.4335103	CHEBI:91229		
BASm0008066	2',2'-dihydroxy-2-oxospirilloxanthin	A carotenoid ether that is spirilloxanthin carrying an oxo group at position 2 as well as two hydroxy group, both at position 2'.			COC(C)(C)C(=O)/C=C/C(C)=C/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C=C(C)/C=C/C(O)(O)C(C)(C)OC	C42H58O5	InChI=1S/C42H58O5/c1-33(21-15-23-35(3)25-17-27-37(5)29-30-39(43)40(7,8)46-11)19-13-14-20-34(2)22-16-24-36(4)26-18-28-38(6)31-32-42(44,45)41(9,10)47-12/h13-32,44-45H,1-12H3/b14-13+,21-15+,22-16+,25-17+,26-18+,30-29+,32-31+,33-19+,34-20+,35-23+,36-24+,37-27+,38-28+	PMHQKXGSEPQTLQ-MRPVJXBNSA-N		CHEBI:91230		
BASm0008067	3-hydroxy-4-methylanthranilyl-5'-AMP			Expected Solid	Cc1ccc(C(=O)OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)c(N)c1O	C18H20N6O9P	InChI=1S/C18H21N6O9P/c1-7-2-3-8(10(19)12(7)25)18(28)33-34(29,30)31-4-9-13(26)14(27)17(32-9)24-6-23-11-15(20)21-5-22-16(11)24/h2-3,5-6,9,13-14,17,25-27H,4,19H2,1H3,(H,29,30)(H2,20,21,22)/p-1/t9-,13-,14-,17-/m1/s1	LDDGYUIUMXQXGN-KRQFVHPKSA-M	495.1034868	CHEBI:91232		MMDBc0055374
BASm0008068	17-(4-hydroxyphenyl)heptadecanoate			Expected Solid	O=C([O-])CCCCCCCCCCCCCCCCc1ccc(O)cc1	C23H37O3	InChI=1S/C23H38O3/c24-22-19-17-21(18-20-22)15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-23(25)26/h17-20,24H,1-16H2,(H,25,26)/p-1	KGNHPHVILCBASG-UHFFFAOYSA-M	361.2748186	CHEBI:91233		MMDBc0055181
BASm0008069	17-(4-hydroxyphenyl)heptadecanoyl-5'-AMP	An organophosphate oxoanion obtained by deprotonation of the phosphate OH group of 17-(4-hydroxyphenyl)heptadecanoyl-AMP; the major species at pH 7.3.			Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OC(=O)CCCCCCCCCCCCCCCCc2ccc(O)cc2)[C@@H](O)[C@H]1O	C33H49N5O9P	InChI=1S/C33H50N5O9P/c34-31-28-32(36-22-35-31)38(23-37-28)33-30(42)29(41)26(46-33)21-45-48(43,44)47-27(40)16-14-12-10-8-6-4-2-1-3-5-7-9-11-13-15-24-17-19-25(39)20-18-24/h17-20,22-23,26,29-30,33,39,41-42H,1-16,21H2,(H,43,44)(H2,34,35,36)/p-1/t26-,29-,30-,33-/m1/s1	SNPFUIGRBWOCGB-FTBITJBVSA-M		CHEBI:91234		
BASm0008070	19-(4-hydroxyphenyl)nonadecanoyl-5'-AMP	An organophosphate oxoanion obtained by deprotonation of the phosphate OH group of 19-(4-hydroxyphenyl)nonadecanoyl-AMP; the major species at pH 7.3.			Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OC(=O)CCCCCCCCCCCCCCCCCCc2ccc(O)cc2)[C@@H](O)[C@H]1O	C35H53N5O9P	InChI=1S/C35H54N5O9P/c36-33-30-34(38-24-37-33)40(25-39-30)35-32(44)31(43)28(48-35)23-47-50(45,46)49-29(42)18-16-14-12-10-8-6-4-2-1-3-5-7-9-11-13-15-17-26-19-21-27(41)22-20-26/h19-22,24-25,28,31-32,35,41,43-44H,1-18,23H2,(H,45,46)(H2,36,37,38)/p-1/t28-,31-,32-,35-/m1/s1	XXXMYDPTLCPNMO-CQFMLMEWSA-M		CHEBI:91235		
BASm0008071	19-(4-hydroxyphenyl)nonadecanoate			Expected Solid	O=C([O-])CCCCCCCCCCCCCCCCCCc1ccc(O)cc1	C25H41O3	InChI=1S/C25H42O3/c26-24-21-19-23(20-22-24)17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-25(27)28/h19-22,26H,1-18H2,(H,27,28)/p-1	IJOZORVJRYYXLX-UHFFFAOYSA-M	389.3061188	CHEBI:91236		MMDBc0055189
BASm0008072	valienol 1-phosphate			Expected Solid	O=P([O-])([O-])O[C@H]1C=C(CO)[C@@H](O)[C@H](O)[C@H]1O	C7H11O8P	InChI=1S/C7H13O8P/c8-2-3-1-4(15-16(12,13)14)6(10)7(11)5(3)9/h1,4-11H,2H2,(H2,12,13,14)/p-2/t4-,5+,6-,7-/m0/s1	YLYKAEKEKWAWLH-VZFHVOOUSA-L	254.0202515	CHEBI:91252		MMDBc0056372
BASm0008073	GDP-valienol			Expected Solid	Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@H]3C=C(CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1	C17H23N5O15P2	InChI=1S/C17H25N5O15P2/c18-17-20-14-8(15(29)21-17)19-4-22(14)16-13(28)11(26)7(35-16)3-34-38(30,31)37-39(32,33)36-6-1-5(2-23)9(24)12(27)10(6)25/h1,4,6-7,9-13,16,23-28H,2-3H2,(H,30,31)(H,32,33)(H3,18,20,21,29)/p-2/t6-,7+,9+,10-,11+,12-,13+,16+/m0/s1	SBXHHXUHVHYPDE-WPOGMVEHSA-L	599.0676862	CHEBI:91253		MMDBc0056013
BASm0008074	phosphonoformate	Foscarnet is only found in individuals that have used or taken this drug. It is an antiviral agent used in the treatment of cytomegalovirus retinitis. Foscarnet also shows activity against human herpesviruses and HIV. [PubChem]Foscarnet exerts its antiviral activity by a selective inhibition at the pyrophosphate binding site on virus-specific DNA polymerases at concentrations that do not affect cellular DNA polymerases.	63585-09-01	Solid	O=C([O-])P(=O)([O-])O	CH3O5P	InChI=1S/CH3O5P/c2-1(3)7(4,5)6/h(H,2,3)(H2,4,5,6)	ZJAOAACCNHFJAH-UHFFFAOYSA-N	125.9718097	CHEBI:91254	HMDB0014670	
BASm0008075	CMP-5'-phosphonoformate			Expected Solid	Nc1ccn([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])C(=O)[O-])[C@@H](O)[C@H]2O)c(=O)n1	C10H12N3O12P2	InChI=1S/C10H15N3O12P2/c11-5-1-2-13(9(16)12-5)8-7(15)6(14)4(24-8)3-23-27(21,22)25-26(19,20)10(17)18/h1-2,4,6-8,14-15H,3H2,(H,17,18)(H,19,20)(H,21,22)(H2,11,12,16)/p-3/t4-,6-,7-,8-/m1/s1	UKMKGKZFTWPAOJ-XVFCMESISA-K	427.9912676	CHEBI:91255		MMDBc0055808
BASm0008076	12,18-dihydroxyoctadecanoate	A hydroxy fatty acid anion that is the conjugate base of 12,18-dihydroxyoctadecanoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.			O=C([O-])CCCCCCCCCCC(O)CCCCCCO	C18H35O4	InChI=1S/C18H36O4/c19-16-12-8-7-10-14-17(20)13-9-5-3-1-2-4-6-11-15-18(21)22/h17,19-20H,1-16H2,(H,21,22)/p-1	ILQLNMYYQUJEBU-UHFFFAOYSA-M		CHEBI:91294		
BASm0008077	(12R)-hydroxy-(9Z)-octadecenoate			Expected Solid	CCCCCC[C@@H](O)C/C=C\CCCCCCCC(=O)[O-]	C18H33O3	InChI=1S/C18H34O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h9,12,17,19H,2-8,10-11,13-16H2,1H3,(H,20,21)/p-1/b12-9-/t17-/m1/s1	WBHHMMIMDMUBKC-QJWNTBNXSA-M	297.2435185	CHEBI:91295		MMDBc0054020
BASm0008078	(12R),18-dihydroxy-(9Z)-octadecenoate	A hydroxy fatty acid anion that is the conjugate base of (9Z,12R)-12,18-dihydroxyoctadecenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.			O=C([O-])CCCCCCC/C=C\C[C@H](O)CCCCCCO	C18H33O4	InChI=1S/C18H34O4/c19-16-12-8-7-10-14-17(20)13-9-5-3-1-2-4-6-11-15-18(21)22/h5,9,17,19-20H,1-4,6-8,10-16H2,(H,21,22)/p-1/b9-5-/t17-/m0/s1	CZPHPIIPERYZSA-OOYWPUHTSA-M		CHEBI:91300		
BASm0008079	5,20-dihydroxy-(6E,8Z,11Z,14Z,17Z)-eicosapentaenoate	An icosanoid anion that is the conjugate base of 5,20-di-HEPE arising from deprotonation of the carboxylic acid group; major species at pH 7.3.			O=C([O-])CCCC(O)/C=C/C=C\C/C=C\C/C=C\C/C=C\CCO	C20H29O4	InChI=1S/C20H30O4/c21-18-13-11-9-7-5-3-1-2-4-6-8-10-12-15-19(22)16-14-17-20(23)24/h2-5,8-12,15,19,21-22H,1,6-7,13-14,16-18H2,(H,23,24)/p-1/b4-2-,5-3-,10-8-,11-9-,15-12+	YKIUQPPQZSVUED-OBYDOTQASA-M		CHEBI:91301		
BASm0008080	20S,23-dihydroxycholecalciferol	A hydroxycalciol that consists of vitamin D3 (calciol) carrying additional hydroxy groups  at positions 20 (with S-configuration) and 23.			C=C1CC[C@H](O)C/C1=C/C=C1\CCC[C@@]2(C)[C@H]1CC[C@@H]2[C@@](C)(O)CC(O)CC(C)C	C27H44O3	InChI=1S/C27H44O3/c1-18(2)15-23(29)17-27(5,30)25-13-12-24-20(7-6-14-26(24,25)4)9-10-21-16-22(28)11-8-19(21)3/h9-10,18,22-25,28-30H,3,6-8,11-17H2,1-2,4-5H3/b20-9+,21-10-/t22-,23?,24-,25-,26-,27-/m0/s1	PFGAVEWICNHWDW-OZCLJXQISA-N		CHEBI:91306		
BASm0008081	20S,23,24-trihydroxycholecalciferol	A hydroxycalciol that consists of vitamin D3 (calciol) carrying additional hydroxy groups  at positions 20 (with S-configuration), 23 and 24.			C=C1CC[C@H](O)C/C1=C/C=C1\CCC[C@@]2(C)[C@H]1CC[C@@H]2[C@@](C)(O)CC(O)C(O)C(C)C	C27H44O4	InChI=1S/C27H44O4/c1-17(2)25(30)23(29)16-27(5,31)24-13-12-22-19(7-6-14-26(22,24)4)9-10-20-15-21(28)11-8-18(20)3/h9-10,17,21-25,28-31H,3,6-8,11-16H2,1-2,4-5H3/b19-9+,20-10-/t21-,22-,23?,24-,25?,26-,27-/m0/s1	MRYORDBNMGSEIJ-DDVDNJBSSA-N		CHEBI:91307		
BASm0008082	20S,23,25-trihydroxycholecalciferol	A hydroxycalciol that consists of vitamin D3 (calciol) carrying additional hydroxy groups at positions 20 (with S-configuration), 23 and 25.			C=C1CC[C@H](O)C/C1=C/C=C1\CCC[C@@]2(C)[C@H]1CC[C@@H]2[C@@](C)(O)CC(O)CC(C)(C)O	C27H44O4	InChI=1S/C27H44O4/c1-18-8-11-21(28)15-20(18)10-9-19-7-6-14-26(4)23(19)12-13-24(26)27(5,31)17-22(29)16-25(2,3)30/h9-10,21-24,28-31H,1,6-8,11-17H2,2-5H3/b19-9+,20-10-/t21-,22?,23-,24-,26-,27-/m0/s1	NFZNZUWOOKEBKC-GRHFVJACSA-N		CHEBI:91308		
BASm0008083	tulipalin A				C=C1CCOC1=O	C5H6O2	InChI=1S/C5H6O2/c1-4-2-3-7-5(4)6/h1-3H2	GSLDEZOOOSBFGP-UHFFFAOYSA-N	98.03677943	CHEBI:104120	HMDB0246945	
BASm0008084	validamine 7-phosphate			Expected Solid	[NH3+][C@H]1C[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H](O)[C@H]1O	C7H15NO7P	InChI=1S/C7H16NO7P/c8-4-1-3(2-15-16(12,13)14)5(9)7(11)6(4)10/h3-7,9-11H,1-2,8H2,(H2,12,13,14)/p-1/t3-,4+,5-,6+,7+/m1/s1	WTRFKFAOQHUCRP-UOYQFSTFSA-M	256.0591624	CHEBI:111503		MMDBc0056368
BASm0008085	validoxylamine A 7'-phosphate			Expected Solid		C14H25NO11P		ZKSTYMJGEHZSFH-MBABXGOBSA-M	414.1170712	CHEBI:111504		MMDBc0054694
BASm0008086	validoxylamine A			Expected Solid	OCC1=C[C@H]([NH2+][C@H]2C[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O	C14H25NO8	InChI=1S/C14H25NO8/c16-3-5-1-7(11(20)13(22)9(5)18)15-8-2-6(4-17)10(19)14(23)12(8)21/h1,6-23H,2-4H2/t6-,7+,8+,9-,10-,11+,12+,13+,14+/m1/s1	YCJYNBLLJHFIIW-MBABXGOBSA-N	335.1580168	CHEBI:111505		MMDBc0054693
BASm0008087	alpha-L-colitosyl-(1->2)-beta-D-galactosyl-(1->3)-N-acetyl-D-glucosamine	An amino trisaccharide which has an N-acetyl-D-glucosamine unit at the reducing end with an alpha-L-colitosyl-(1->2)-beta-D-galactosyl group attached at the 3-position.			CC(=O)N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O[C@@H]1O[C@@H](C)[C@@H](O)C[C@@H]1O	C20H35NO14	InChI=1S/C20H35NO14/c1-6-8(25)3-9(26)19(31-6)35-17-15(29)13(27)10(4-22)33-20(17)34-16-12(21-7(2)24)18(30)32-11(5-23)14(16)28/h6,8-20,22-23,25-30H,3-5H2,1-2H3,(H,21,24)/t6-,8-,9-,10+,11+,12+,13-,14+,15-,16+,17+,18?,19-,20-/m0/s1	JSTYGXQNHFJXJZ-YUNPFAOVSA-N		CHEBI:111509		
BASm0008088	valienone			Expected Solid	O=C1C=C(CO)[C@@H](O)[C@H](O)[C@H]1O	C7H10O5	InChI=1S/C7H10O5/c8-2-3-1-4(9)6(11)7(12)5(3)10/h1,5-8,10-12H,2H2/t5-,6+,7+/m1/s1	WQMTVIWUDHFWNR-VQVTYTSYSA-N	174.0528234	CHEBI:111521		MMDBc0056373
BASm0008089	valienone 7-phosphate			Expected Solid	O=C1C=C(COP(=O)([O-])[O-])[C@@H](O)[C@H](O)[C@H]1O	C7H9O8P	InChI=1S/C7H11O8P/c8-4-1-3(2-15-16(12,13)14)5(9)7(11)6(4)10/h1,5-7,9-11H,2H2,(H2,12,13,14)/p-2/t5-,6+,7+/m1/s1	OIBXQBFLSXHTEZ-VQVTYTSYSA-L	252.0046014	CHEBI:111522		MMDBc0056374
BASm0008090	validone 7-phosphate			Expected Solid	O=C1C[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H](O)[C@H]1O	C7H11O8P	InChI=1S/C7H13O8P/c8-4-1-3(2-15-16(12,13)14)5(9)7(11)6(4)10/h3,5-7,9-11H,1-2H2,(H2,12,13,14)/p-2/t3-,5-,6+,7+/m1/s1	TWEGOAYSXFKLRS-UMWONPOSSA-L	254.0202515	CHEBI:111523		MMDBc0056370
BASm0008091	validone			Expected Solid	O=C1C[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C7H12O5	InChI=1S/C7H12O5/c8-2-3-1-4(9)6(11)7(12)5(3)10/h3,5-8,10-12H,1-2H2/t3-,5-,6+,7+/m1/s1	ACVTTWBZLGNMCH-UMWONPOSSA-N	176.0684735	CHEBI:111542		MMDBc0056369
BASm0008092	N(omega)-methyl-L-arginine	L-Targinine is found in pulses. L-Targinine is isolated from broad bean seed L-Targinine has been identified in the human placenta (PMID: 32033212).	17035-90-4		CNC(=[NH2+])NCCC[C@H]([NH3+])C(=O)[O-]	C7H16N4O2	InChI=1S/C7H16N4O2/c1-10-7(9)11-4-2-3-5(8)6(12)13/h5H,2-4,8H2,1H3,(H,12,13)(H3,9,10,11)/t5-/m0/s1	NTNWOCRCBQPEKQ-YFKPBYRVSA-N	188.1273258	CHEBI:114953	HMDB0029416	
BASm0008093	(9Z)-octadecenamide	Oleamide is an amide of the fatty acid oleic acid. It is an endogenous substance: it occurs naturally in the body of animals. It accumulates in the cerebrospinal fluid during sleep deprivation and induces sleep in animals. It is being studied as a potential medical treatment for mood and sleep disorders, and cannabinoid-regulated depression. The mechanism of action of oleamide's sleep inducing effects is an area of current research. It is likely that oleamide interacts with multiple neurotransmitter systems. Oleamide is structurally related to the endogenous cannabinoid anandamide, and has the ability to bind to the CB1 receptor as a full agonist.	301-02-0		CCCCCCCC/C=C\CCCCCCCC(N)=O	C18H35NO	InChI=1S/C18H35NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H2,19,20)/b10-9-	FATBGEAMYMYZAF-KTKRTIGZSA-N	281.2718647	CHEBI:116314	HMDB0002117	
BASm0008094	diuron				CN(C)C(=O)Nc1ccc(Cl)c(Cl)c1	C9H10Cl2N2O	InChI=1S/C9H10Cl2N2O/c1-13(2)9(14)12-6-3-4-7(10)8(11)5-6/h3-5H,1-2H3,(H,12,14)	XMTQQYYKAHVGBJ-UHFFFAOYSA-N	232.0170184	CHEBI:116509	HMDB0251497	
BASm0008095	reumycin				Cn1c(=O)[nH]c2nncnc2c1=O	C6H5N5O2	InChI=1S/C6H5N5O2/c1-11-5(12)3-4(9-6(11)13)10-8-2-7-3/h2H,1H3,(H,9,10,13)	ZLLAXLPOOMLVRF-UHFFFAOYSA-N	179.0443244	CHEBI:121196		
BASm0008096	N-acetyloctopamine	A member of the class of tyramines that is octopamine in which one of the amino hydrogens is replaced by an acetyl group. It is a metabolite of octopamine which is found in the brains of ants and fruit flies.			CC(=O)NCC(O)c1ccc(O)cc1	C10H13NO3	InChI=1S/C10H13NO3/c1-7(12)11-6-10(14)8-2-4-9(13)5-3-8/h2-5,10,13-14H,6H2,1H3,(H,11,12)	KAWMSLLRABYLGN-UHFFFAOYSA-N		CHEBI:125358		
BASm0008097	N-acetyltyramine			Expected Solid	CC(=O)NCCc1ccc(O)cc1	C10H13NO2	InChI=1S/C10H13NO2/c1-8(12)11-7-6-9-2-4-10(13)5-3-9/h2-5,13H,6-7H2,1H3,(H,11,12)	ATDWJOOPFDQZNK-UHFFFAOYSA-N	179.0946287	CHEBI:125610		MMDBc0005237
BASm0008098	N-acetyldopamine	N-Acetyldopamine also known as NADA is an acetylated form of dopamine. It is an endogenously produced derivative or metabolite of dopamine. It belongs to the family of compounds known as catecholamines and derivatives. These are compounds containing 4-(2-aminoethyl) pyrocatechol [4-(2-aminoethyl) benzene-1,2-diol] or a derivative thereof. While NADA has been found in the human liver, kidney, and urine, it is unclear what its role is in mammal physiology (PMID: 16179545). NADA exists in both free and conjugated (glucuronide) forms. Conjugated NADA accounts for about 90% of the total excretion of NADA. Urinary excretion of total N-acetyldopamine averages 0.485 micromoles/day in healthy humans (PMID: 6513727). The concentration of NADA is thirteen times higher in children with neuroblastoma than in normal subjects (PMID: 1321164). NADA is known to be a sepiapterin reductase inhibitor (PMID: 16179545). N-acetyldopamine has been shown to inhibit lipopolysaccharide-induced lipid peroxidation in rat brains (PMID: 16179545). 	2494-12-04		CC(=O)NCCc1ccc(O)c(O)c1	C10H13NO3	InChI=1S/C10H13NO3/c1-7(12)11-5-4-8-2-3-9(13)10(14)6-8/h2-3,6,13-14H,4-5H2,1H3,(H,11,12)	OFSAJYZMIPNPHE-UHFFFAOYSA-N	195.0895433	CHEBI:125678	HMDB0041943	
BASm0008099	(2E)-4-hydroxy-3-methylbut-2-enyl diphosphate	1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate is a member of the chemical class known as Organic Pyrophosphates. These are organic compounds containing the pyrophosphate oxoanion, with the structure OP([O-])(=O)OP(O)([O-])=O. 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate is an intermediate in the mehtylerithritol phosphate pathway. . D-glyceraldehyde-3-phosphate and pyruvate are initially combined to yield 1-deoxy-D-xylylose 5-phosphate (DXP). DXP is then rearranged and reduced to generate the pathway's namesake compound, 2-C-methyl-D-erythritol 4-phosphate (MEP). In the third reaction MEP is converted into 4-diphosphocytidyl-2-C-methylerythritol, which is subsequently phosphorylated at the 2 position hydroxy group, yielding 4-diphosphocytidyl-2C-methylerythritol 2-phosphate. This product is then converted into 2-C-methyl-D-erythritol 2,4-cyclodiphosphate. This compound is then reduced to generate 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate. In the final step, this diphosphate compound is converted by a single enzyme into a 5-6:1 ratio of IPP and DMAPP This ratio is subsequently adjusted to 7:3 by isopentenyl diphosphate isomerase. Both IPP and DMAPP then become the basic building blocks of polyisoprenoid biosynthesis.		Expected Solid	C/C(=C\COP(=O)([O-])OP(=O)([O-])[O-])CO	C5H9O8P2	InChI=1S/C5H12O8P2/c1-5(4-6)2-3-12-15(10,11)13-14(7,8)9/h2,6H,3-4H2,1H3,(H,10,11)(H2,7,8,9)/p-3/b5-2+	MDSIZRKJVDMQOQ-GORDUTHDSA-K	258.9772653	CHEBI:128753		MMDBc0031688
BASm0008100	isopentenyl diphosphate	Isopentenyl pyrophosphate, IPP or isopentenyl diphosphate, is an intermediate in the HMG-CoA reductase pathway used by organisms in the biosynthesis of terpenes and terpenoids. IPP is formed from Mevalonate-5-pyrophosphate, in a reaction catalyzed by the enzyme mevalonate-5-pyrophosphate decarboxylase. (wikipedia).	358-71-4	Solid	C=C(C)CCOP(=O)([O-])OP(=O)([O-])[O-]	C5H12O7P2	InChI=1S/C5H12O7P2/c1-5(2)3-4-11-14(9,10)12-13(6,7)8/h1,3-4H2,2H3,(H,9,10)(H2,6,7,8)	NUHSROFQTUXZQQ-UHFFFAOYSA-N	246.0058258	CHEBI:128769	HMDB0001347	
BASm0008101	dihydroouabain				C[C@@H]1O[C@@H](O[C@H]2C[C@@H](O)[C@]3(CO)[C@H]4[C@H](O)C[C@]5(C)[C@@H](C6COC(=O)C6)CC[C@]5(O)[C@@H]4CC[C@]3(O)C2)[C@H](O)[C@H](O)[C@H]1O	C29H46O12	InChI=1S/C29H46O12/c1-13-22(34)23(35)24(36)25(40-13)41-15-8-19(32)28(12-30)21-17(3-5-27(28,37)9-15)29(38)6-4-16(14-7-20(33)39-11-14)26(29,2)10-18(21)31/h13-19,21-25,30-32,34-38H,3-12H2,1-2H3	ZTFGOPUOTATSAL-UHFFFAOYSA-N	586.2989269	CHEBI:131146	HMDB0251322	
BASm0008102	4-methylpentanoyl-CoA			Expected Solid	CC(C)CCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C27H42N7O17P3S	InChI=1S/C27H46N7O17P3S/c1-15(2)5-6-18(36)55-10-9-29-17(35)7-8-30-25(39)22(38)27(3,4)12-48-54(45,46)51-53(43,44)47-11-16-21(50-52(40,41)42)20(37)26(49-16)34-14-33-19-23(28)31-13-32-24(19)34/h13-16,20-22,26,37-38H,5-12H2,1-4H3,(H,29,35)(H,30,39)(H,43,44)(H,45,46)(H2,28,31,32)(H2,40,41,42)/p-4/t16-,20-,21-,22+,26-/m1/s1	GESPQCUXDWNNGU-HDRQGHTBSA-J	861.1592694	CHEBI:131445		MMDBc0055523
BASm0008103	(2-aminobenzoyl)acetate	Intermediate product in the production of the alkylquinolone products, HHQ, PQS, and DHQ.		Expected Solid	Nc1ccccc1C(=O)CC(=O)[O-]	C9H8NO3	InChI=1S/C9H9NO3/c10-7-4-2-1-3-6(7)8(11)5-9(12)13/h1-4H,5,10H2,(H,12,13)/p-1	POAXUNDIOGWQOC-UHFFFAOYSA-M	178.0509667	CHEBI:131446		MMDBc0032870
BASm0008104	(2-aminobenzoyl)acetyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)c1ccccc1N	C30H39N8O18P3S	InChI=1S/C30H43N8O18P3S/c1-30(2,25(43)28(44)34-8-7-20(40)33-9-10-60-21(41)11-18(39)16-5-3-4-6-17(16)31)13-53-59(50,51)56-58(48,49)52-12-19-24(55-57(45,46)47)23(42)29(54-19)38-15-37-22-26(32)35-14-36-27(22)38/h3-6,14-15,19,23-25,29,42-43H,7-13,31H2,1-2H3,(H,33,40)(H,34,44)(H,48,49)(H,50,51)(H2,32,35,36)(H2,45,46,47)/p-4/t19-,23-,24-,25+,29-/m1/s1	OLOTULRNHWZRKJ-FUEUKBNZSA-J	924.1337829	CHEBI:131447		MMDBc0054784
BASm0008105	beta-D-Manp-(1->2)-beta-D-Manp-(1->2)-D-Manp		32581-40-1		OC[C@H]1O[C@@H](O[C@@H]2[C@H](O[C@@H]3C(O)O[C@H](CO)[C@@H](O)[C@@H]3O)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	C18H32O16	InChI=1S/C18H32O16/c19-1-4-8(23)11(26)14(16(29)30-4)33-18-15(12(27)9(24)6(3-21)32-18)34-17-13(28)10(25)7(22)5(2-20)31-17/h4-29H,1-3H2	UQBIAGWOJDEOMN-UHFFFAOYSA-N		CHEBI:131448		
BASm0008106	2,6-dihydroxybenzoate	2,6-dihydroxybenzoic acid is a secondary metabolite of salicylic acid which has been hydrolyzed by liver enzymes during phase I metabolism.	0303-07-01	Solid	O=C([O-])c1c(O)cccc1O	C7H6O4	InChI=1S/C7H6O4/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3,8-9H,(H,10,11)	AKEUNCKRJATALU-UHFFFAOYSA-N	154.0266087	CHEBI:131450	HMDB0013676	
BASm0008108	(5S)-hydroperoxy-(15S)-hydroxy-(6E,8Z,11Z,13E)-eicosatetraenoate	5-hydroperoxy-15-HETE is also known as 5-HP-15-HETE.  5-hydroperoxy-15-HETE is considered to be practically insoluble (in water) and acidic				C20H31O5		AZHSPOPOMNJPFD-BVHTXILBSA-M	351.2176977	CHEBI:131564	HMDB0062798	
BASm0008109	2-phenylpropan-2-ol				CC(C)(O)C1=CC=CC=C1	C9H12O	InChI=1S/C9H12O/c1-9(2,10)8-6-4-3-5-7-8/h3-7,10H,1-2H3	BDCFWIDZNLCTMF-UHFFFAOYSA-N	136.088815	CHEBI:131607	HMDB0169117	
BASm0008110					*C(=O)[C@@H]1C[C@@H](O[C@H]2O[C@@H](CO)[C@H](O)[C@H]2O)CN1*					CHEBI:131610		
BASm0008111	2-GDP-(2S,3S,6R)-3-hydroxy-5-amino-6-methyl-3,6-dihydro-2H-pyran	A nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups of GDP-4-amino-3,4,6-trideoxy-alpha-D-threo-hex-3-enopyranose; major species at pH 7.3.			C[C@H]1O[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(=O)[nH]c(N)nc43)[C@H](O)[C@@H]2O)[C@@H](O)C=C1N	C16H22N6O13P2	InChI=1S/C16H24N6O13P2/c1-5-6(17)2-7(23)15(32-5)34-37(29,30)35-36(27,28)31-3-8-10(24)11(25)14(33-8)22-4-19-9-12(22)20-16(18)21-13(9)26/h2,4-5,7-8,10-11,14-15,23-25H,3,17H2,1H3,(H,27,28)(H,29,30)(H3,18,20,21,26)/p-2/t5-,7+,8-,10-,11-,14-,15-/m1/s1	BUODSFMRSSLUIZ-FFJBUIDMSA-L		CHEBI:131636		
BASm0008112	2-GDP-(2S,3S,6R)-3-hydroxy-5-imino-6-methyloxane	A nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups of GDP-(2S,3S,6R)-3-hydroxy-5-imino-6-methyloxane; major species at pH 7.3.			C[C@H]1O[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(=O)[nH]c(N)nc43)[C@H](O)[C@@H]2O)[C@@H](O)CC1=[NH2+]	C16H23N6O13P2	InChI=1S/C16H24N6O13P2/c1-5-6(17)2-7(23)15(32-5)34-37(29,30)35-36(27,28)31-3-8-10(24)11(25)14(33-8)22-4-19-9-12(22)20-16(18)21-13(9)26/h4-5,7-8,10-11,14-15,17,23-25H,2-3H2,1H3,(H,27,28)(H,29,30)(H3,18,20,21,26)/p-1/t5-,7+,8-,10-,11-,14-,15-/m1/s1	CWINBXDYHKMJMR-FFJBUIDMSA-M		CHEBI:131639		
BASm0008113	phosphinomethylisomalate	Phosphinomethylisomalate belongs to beta hydroxy acids and derivatives class of compounds. Those are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. Phosphinomethylisomalate is soluble (in water) and a moderately acidic compound (based on its pKa). Phosphinomethylisomalate can be found in a number of food items such as nance, purple mangosteen, babassu palm, and kombu, which makes phosphinomethylisomalate a potential biomarker for the consumption of these food products.			O=C([O-])C(O)C(C[PH](=O)[O-])C(=O)[O-]	C5H6O7P	InChI=1S/C5H9O7P/c6-3(5(9)10)2(4(7)8)1-13(11)12/h2-3,6,13H,1H2,(H,7,8)(H,9,10)(H,11,12)/p-3	RZQCPFXISXNJHP-UHFFFAOYSA-K	208.9867603	CHEBI:131650	HMDB0304462	
BASm0008114	2-(phosphinatomethylidene)butanedioate	A dicarboxylic acid anion obtained by deprotonation of the carboxy and phosphino groups of 2-(phosphinomethylidene)butanedioic acid; major species at pH 7.3.			O=C([O-])C/C(=C/[PH](=O)[O-])C(=O)[O-]	C5H4O6P	InChI=1S/C5H7O6P/c6-4(7)1-3(5(8)9)2-12(10)11/h2,12H,1H2,(H,6,7)(H,8,9)(H,10,11)/p-3/b3-2-	UMYBWZRTMKDYRF-IHWYPQMZSA-K		CHEBI:131651		
BASm0008115	4-[(2-hydroxyethoxy)carbonyl]benzoic acid			Expected Solid	[H]OCCOC(=O)c1ccc(C(=O)[O-])cc1	C10H9O5	InChI=1S/C10H10O5/c11-5-6-15-10(14)8-3-1-7(2-4-8)9(12)13/h1-4,11H,5-6H2,(H,12,13)/p-1	BCBHDSLDGBIFIX-UHFFFAOYSA-M	209.045547	CHEBI:131701		MMDBc0055464
BASm0008116	4-[(2-hydroxyethoxy)carbonyl]benzoic acid			Expected Solid	[H]OCCOC(=O)c1ccc(C(=O)[O-])cc1	C10H9O5	InChI=1S/C10H10O5/c11-5-6-15-10(14)8-3-1-7(2-4-8)9(12)13/h1-4,11H,5-6H2,(H,12,13)/p-1	BCBHDSLDGBIFIX-UHFFFAOYSA-M	209.045547	CHEBI:131701		MMDBc0055464
BASm0008117	4-[(2-hydroxyethoxy)carbonyl]benzoate			Expected Solid	O=C([O-])c1ccc(C(=O)OCCO)cc1	C10H9O5	InChI=1S/C10H10O5/c11-5-6-15-10(14)8-3-1-7(2-4-8)9(12)13/h1-4,11H,5-6H2,(H,12,13)/p-1	BCBHDSLDGBIFIX-UHFFFAOYSA-M	209.045547	CHEBI:131704		MMDBc0055464
BASm0008119	(2Z,4S,5R)-2-amino-4,5,6-trihydroxyhex-2-enoate	An amino acid zwitterion resulting from a transfer of a proton from the carboxy group to the amino group of (2Z,4S,5R)-2-amino-4,5,6-trihydroxyhex-2-enoic acid; major species at pH 7.3.			[NH3+]/C(=C\[C@H](O)[C@H](O)CO)C(=O)[O-]	C6H11NO5	InChI=1S/C6H11NO5/c7-3(6(11)12)1-4(9)5(10)2-8/h1,4-5,8-10H,2,7H2,(H,11,12)/b3-1-/t4-,5+/m0/s1	BWCRWWBHRAOURT-VYOXQMNSSA-N		CHEBI:131706		
BASm0008120	(4S,5R)-4,5,6-trihydroxy-2-iminohexanoate	An amino acid zwitterion resulting from a transfer of a proton from the carboxy group to the imino group of (4S,5R)-4,5,6-trihydroxy-2-iminohexanoic acid; major species at pH 7.3.			[NH2+]=C(C[C@H](O)[C@H](O)CO)C(=O)[O-]	C6H11NO5	InChI=1S/C6H11NO5/c7-3(6(11)12)1-4(9)5(10)2-8/h4-5,7-10H,1-2H2,(H,11,12)/t4-,5+/m0/s1	LHJBIZHHMPOXFL-CRCLSJGQSA-N		CHEBI:131707		
BASm0008121					*N[C@@H](CCCNC(=[NH2+])NC(O)C(C)=O)C(*)=O					CHEBI:131708		
BASm0008122					*N[C@@H](CCCC[NH2+]C(O)C(C)=O)C(*)=O					CHEBI:131709		
BASm0008123					*N[C@@H](CSC(O)C(C)=O)C(*)=O					CHEBI:131710		
BASm0008124	(S)-demethyl-4-deoxygadusol			Expected Solid	O=C1C[C@](O)(CO)CC([O-])=C1O	C7H9O5	InChI=1S/C7H10O5/c8-3-7(12)1-4(9)6(11)5(10)2-7/h8-9,11-12H,1-3H2/p-1/t7-/m1/s1	OWHGXOODGNBQRG-SSDOTTSWSA-M	173.045547	CHEBI:131711		MMDBc0055042
BASm0008125	2-epi-valiolone			Expected Solid	O=C1C[C@](O)(CO)[C@@H](O)[C@H](O)[C@@H]1O	C7H12O6	InChI=1S/C7H12O6/c8-2-7(13)1-3(9)4(10)5(11)6(7)12/h4-6,8,10-13H,1-2H2/t4-,5-,6+,7+/m1/s1	JCZFNXYQGNLHDQ-JWXFUTCRSA-N	192.0633881	CHEBI:131717		MMDBc0055223
BASm0008126	2-glutathionyl-2-methylbut-3-en-1-ol			Expected Solid	C=CC(C)(CO)SC[C@H](NC(=O)CC[C@H]([NH3+])C(=O)[O-])C(=O)NCC(=O)[O-]	C15H24N3O7S	InChI=1S/C15H25N3O7S/c1-3-15(2,8-19)26-7-10(13(23)17-6-12(21)22)18-11(20)5-4-9(16)14(24)25/h3,9-10,19H,1,4-8,16H2,2H3,(H,17,23)(H,18,20)(H,21,22)(H,24,25)/p-1/t9-,10-,15?/m0/s1	LOAQFXHGDMJPJC-WUAMPTBBSA-M	390.1340449	CHEBI:131718		MMDBc0055227
BASm0008127	(3R)-3,4-epoxy-3-methylbut-1-ene			Expected Solid	C=C[C@]1(C)CO1	C5H8O	InChI=1S/C5H8O/c1-3-5(2)4-6-5/h3H,1,4H2,2H3/t5-/m1/s1	FVCDMHWSPLRYAB-RXMQYKEDSA-N	84.05751488	CHEBI:131720		MMDBc0054903
BASm0008128	coproporphyrin III	Uroporphyrin is the porphyrin produced by oxidation of the methylene bridges in uroporphyrinogen. Uroporphyrins have four acetic acid and four propionic acid side chains attached to their pyrrole rings. The enzyme uroporphyrinogen I synthase catalyzes the formation of hydroxymethylbilane from four molecules of porphobilinogen. Uroporphyrinogen III cosynthase then catalyzes the conversion of hydroxymethylbilane into uroporphyrinogen III. Otherwise, hydroxymethylbilane cyclizes nonenzymatically to form uroporphyrinogen I. Uroporphyrinogen I and III yield their respective uroporphyrins via autooxidation or their respective coproporphyrinogens via decarboxylation. Excessive amounts of uroporphyrin I are excreted in congenital erythropoietic porphyria, and both uroporphyrin I and uroporphyrin III are excreted in porphyria cutanea tarda. Uroporphyrin I and III are the most common isomers. Under certain conditions, uroporphyrin III can act as a phototoxin, a neurotoxin, and a metabotoxin. A phototoxin leads to cell damage upon exposure to light. A neurotoxin causes damage to nerve cells and nerve tissues. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of porphyrins are associated with porphyrias such as porphyria variegate, acute intermittent porphyria, porphyria cutanea tarda, and hereditary coproporphyria (HCP). There are several types of porphyrias (most are inherited). Hepatic porphyrias are characterized by acute neurological attacks (seizures, psychosis, extreme back and abdominal pain, and an acute polyneuropathy), while the erythropoietic forms present with skin problems (usually a light-sensitive blistering rash and increased hair growth). The neurotoxicity of porphyrins may be due to their selective interactions with tubulin, which disrupt microtubule formation and cause neural malformations (PMID: 3441503).	18273-06-08	Solid	CC1=C(CCC(=O)[O-])c2cc3[nH]c(cc4nc(cc5[nH]c(cc1n2)c(CCC(=O)[O-])c5C)C(C)=C4CCC(=O)[O-])c(CCC(=O)[O-])c3C	C40H38N4O16	InChI=1S/C40H38N4O16/c45-33(46)5-1-17-21(9-37(53)54)29-14-27-19(3-7-35(49)50)22(10-38(55)56)30(43-27)15-28-20(4-8-36(51)52)24(12-40(59)60)32(44-28)16-31-23(11-39(57)58)18(2-6-34(47)48)26(42-31)13-25(17)41-29/h13-16,41,44H,1-12H2,(H,45,46)(H,47,48)(H,49,50)(H,51,52)(H,53,54)(H,55,56)(H,57,58)(H,59,60)/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-	VZVFNUAIRVUCEW-UJJXFSCMSA-N	830.2282812	CHEBI:131725	HMDB0000916	
BASm0008129					[H][NH2+][C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(=O)[O-])C(=O)[O-]	(C8H12N2O4S)n.C2H4NO2				CHEBI:131728		
BASm0008130	Glutathione	Glutathione is a compound synthesized from cysteine, perhaps the most important member of the body's toxic waste disposal team. Like cysteine, glutathione contains the crucial thiol (-SH) group that makes it an effective antioxidant. There are virtually no living organisms on this planet-animal or plant whose cells don't contain some glutathione. Scientists have speculated that glutathione was essential to the very development of life on earth. glutathione has many roles; in none does it act alone. It is a coenzyme in various enzymatic reactions. The most important of these are redox reactions, in which the thiol grouping on the cysteine portion of cell membranes protects against peroxidation; and conjugation reactions, in which glutathione (especially in the liver) binds with toxic chemicals in order to detoxify them. glutathione is also important in red and white blood cell formation and throughout the immune system. glutathione's clinical uses include the prevention of oxygen toxicity in hyperbaric oxygen therapy, treatment of lead and other heavy metal poisoning, lowering of the toxicity of chemotherapy and radiation in cancer treatments, and reversal of cataracts. (http://www.dcnutrition.com/AminoAcids/) glutathione participates in leukotriene synthesis and is a cofactor for the enzyme glutathione peroxidase. It is also important as a hydrophilic molecule that is added to lipophilic toxins and waste in the liver during biotransformation before they can become part of the bile. glutathione is also needed for the detoxification of methylglyoxal, a toxin produced as a by-product of metabolism. This detoxification reaction is carried out by the glyoxalase system. Glyoxalase I (EC 4.4.1.5) catalyzes the conversion of methylglyoxal and reduced glutathione to S-D-Lactoyl-glutathione. Glyoxalase II (EC 3.1.2.6) catalyzes the hydrolysis of S-D-Lactoyl-glutathione to glutathione and D-lactate. GSH is known as a substrate in both conjugation reactions and reduction reactions, catalyzed by glutathione S-transferase enzymes in cytosol, microsomes, and mitochondria. However, it is also capable of participating in non-enzymatic conjugation with some chemicals, as in the case of n-acetyl-p-benzoquinone imine (NAPQI), the reactive cytochrome P450-reactive metabolite formed by acetaminophen, that becomes toxic when GSH is depleted by an overdose (of acetaminophen). glutathione in this capacity binds to NAPQI as a suicide substrate and in the process detoxifies it, taking the place of cellular protein thiol groups which would otherwise be covalently modified; when all GSH has been spent, NAPQI begins to react with the cellular proteins, killing the cells in the process. The preferred treatment for an overdose of this painkiller is the administration (usually in atomized form) of N-acetylcysteine, which is used by cells to replace spent GSSG and renew the usable GSH pool. (http://en.wikipedia.org/wiki/glutathione).	70-18-8	Solid	N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O)C(O)=O	C10H17N3O6S	InChI=1S/C10H17N3O6S/c11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1	RWSXRVCMGQZWBV-WDSKDSINSA-N	307.083806	CHEBI:131728	HMDB0000125	MMDBc0029474
BASm0008131	2-tetradecanoyl-sn-glycero-3-phosphocholine					C22H46NO7P		IGZPHNNYPPAPLA-OAQYLSRUSA-N	467.3011898	CHEBI:131738		MMDBc0060113
BASm0008132	(8S)-3',8-cyclo-7,8-dihydroguanosine 5'-triphosphate			Expected Solid	[H][C@]1(O)[C@@]2([H])O[C@]([H])(COP([O-])(=O)OP(O)(=O)OP([O-])([O-])=O)[C@@]1(O)[C@@]1([H])NC3=C(NC(=N)N=C3[O-])N21	C10H12N5O14P3	InChI=1S/C10H16N5O14P3/c11-9-13-5-3(6(17)14-9)12-8-10(18)2(27-7(4(10)16)15(5)8)1-26-31(22,23)29-32(24,25)28-30(19,20)21/h2,4,7-8,12,16,18H,1H2,(H,22,23)(H,24,25)(H2,19,20,21)(H3,11,13,14,17)/p-4/t2-,4+,7-,8+,10+/m1/s1	HRBCPXBJAWPPIC-FLISOKMQSA-J	518.9615554	CHEBI:131766		MMDBc0054992
BASm0008133	D-erythrulose 1-phosphate			Expected Solid	[H][C@@](O)(CO)C(=O)COP([O-])([O-])=O	C4H7O7P	InChI=1S/C4H9O7P/c5-1-3(6)4(7)2-11-12(8,9)10/h3,5-6H,1-2H2,(H2,8,9,10)/p-2/t3-/m1/s1	TZCZUVPSFJZERP-GSVOUGTGSA-L	197.9940367	CHEBI:131767		MMDBc0055859
BASm0008134	2-hydroxyisobutanoyl-CoA			Expected Solid	[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)C(C)(C)O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C25H38N7O18P3S	InChI=1S/C25H42N7O18P3S/c1-24(2,18(35)21(36)28-6-5-14(33)27-7-8-54-23(37)25(3,4)38)10-47-53(44,45)50-52(42,43)46-9-13-17(49-51(39,40)41)16(34)22(48-13)32-12-31-15-19(26)29-11-30-20(15)32/h11-13,16-18,22,34-35,38H,5-10H2,1-4H3,(H,27,33)(H,28,36)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/p-4/t13-,16-,17-,18+,22-/m1/s1	FFVUICCDNWZCRC-ZSJPKINUSA-J	849.1228839	CHEBI:131780		MMDBc0055248
BASm0008135	(2S,3R)-2-hydroxy-3-(indol-3-yl)butanoate			Expected Solid	C[C@H](c1c[nH]c2ccccc12)[C@H](O)C(=O)[O-]	C12H12NO3	InChI=1S/C12H13NO3/c1-7(11(14)12(15)16)9-6-13-10-5-3-2-4-8(9)10/h2-7,11,13-14H,1H3,(H,15,16)/p-1/t7-,11+/m1/s1	NUFXPJOTSOMKFZ-HQJQHLMTSA-M	218.0822668	CHEBI:131783		MMDBc0054839
BASm0008136	2-glutathionyl-2-methylbut-3-enoate			Expected Solid	C=CC(C)(SC[C@H](NC(=O)CC[C@H]([NH3+])C(=O)[O-])C(=O)NCC(=O)[O-])C(=O)[O-]	C15H21N3O8S	InChI=1S/C15H23N3O8S/c1-3-15(2,14(25)26)27-7-9(12(22)17-6-11(20)21)18-10(19)5-4-8(16)13(23)24/h3,8-9H,1,4-7,16H2,2H3,(H,17,22)(H,18,19)(H,20,21)(H,23,24)(H,25,26)/p-2/t8-,9-,15?/m0/s1	GPWMCZLMCJWORL-KZGJKODISA-L	403.106033	CHEBI:131797		MMDBc0055229
BASm0008137	2-glutathionyl-2-methylbut-3-enal			Expected Solid	C=CC(C)(C=O)SC[C@H](NC(=O)CC[C@H]([NH3+])C(=O)[O-])C(=O)NCC(=O)[O-]	C15H22N3O7S	InChI=1S/C15H23N3O7S/c1-3-15(2,8-19)26-7-10(13(23)17-6-12(21)22)18-11(20)5-4-9(16)14(24)25/h3,8-10H,1,4-7,16H2,2H3,(H,17,23)(H,18,20)(H,21,22)(H,24,25)/p-1/t9-,10-,15?/m0/s1	KTSZDHMDBQVCIB-WUAMPTBBSA-M	388.1183948	CHEBI:131798		MMDBc0055228
BASm0008138					*N[C@@H](CCCC=O)C(*)=O					CHEBI:131803		
BASm0008139	a sulfamate				*NS(=O)(=O)[O-]					CHEBI:131822		
BASm0008141	2-methylpropane-1,2-diol				CC(C)(O)CO	C4H10O2	InChI=1S/C4H10O2/c1-4(2,6)3-5/h5-6H,3H2,1-2H3	BTVWZWFKMIUSGS-UHFFFAOYSA-N	90.06807956	CHEBI:131845	HMDB0171200	
BASm0008142	2-hydroxy-2-methylpropanal				CC(C)(O)C=O	C4H8O2	InChI=1S/C4H8O2/c1-4(2,6)3-5/h3,6H,1-2H3	HNVAGBIANFAIIL-UHFFFAOYSA-N	88.0524295	CHEBI:131846		MMDBc0055233
BASm0008143	2,4-didehydro-3-deoxy-L-rhamnonate			Expected Solid	C[C@H](O)C(=O)CC(=O)C(=O)[O-]	C6H7O5	InChI=1S/C6H8O5/c1-3(7)4(8)2-5(9)6(10)11/h3,7H,2H2,1H3,(H,10,11)/p-1/t3-/m0/s1	CQZFXXYDOLONCO-VKHMYHEASA-M	159.0298969	CHEBI:131847		MMDBc0055295
BASm0008144	D-erythritol 1-phosphate			Expected Solid	O=P([O-])([O-])OC[C@H](O)[C@H](O)CO	C4H9O7P	InChI=1S/C4H11O7P/c5-1-3(6)4(7)2-11-12(8,9)10/h3-7H,1-2H2,(H2,8,9,10)/p-2/t3-,4+/m1/s1	QRDCEYBRRFPBMZ-DMTCNVIQSA-L	200.0096868	CHEBI:131849		MMDBc0055857
BASm0008145	3,5-dimethylorsellinate			Expected Solid	Cc1c(C)c(C(=O)[O-])c(O)c(C)c1O	C10H11O4	InChI=1S/C10H12O4/c1-4-5(2)8(11)6(3)9(12)7(4)10(13)14/h11-12H,1-3H3,(H,13,14)/p-1	NZGSNQJCTOMELT-UHFFFAOYSA-M	195.0662824	CHEBI:131856		MMDBc0055430
BASm0008146	(3R)-3-farnesyl-6-hydroxy-2,3,5-trimethyl-4-oxocyclohexa-1,5-diene-1-carboxylate			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/C[C@@]1(C)C(=O)C(C)=C([O-])C(C(=O)[O-])=C1C	C25H34O4	InChI=1S/C25H36O4/c1-16(2)10-8-11-17(3)12-9-13-18(4)14-15-25(7)20(6)21(24(28)29)22(26)19(5)23(25)27/h10,12,14,26H,8-9,11,13,15H2,1-7H3,(H,28,29)/p-2/b17-12+,18-14+/t25-/m1/s1	BAJLPQKQXYOBIY-MNPZXIHOSA-L	398.2468067	CHEBI:131857		MMDBc0054893
BASm0008148	N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine phosphate				CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCOP(=O)([O-])[O-]		InChI=1S/C22H38NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(24)23-20-21-28-29(25,26)27/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21H2,1H3,(H,23,24)(H2,25,26,27)/p-2/b7-6-,10-9-,13-12-,16-15-	PZPHIQQEQWCEGG-DOFZRALJSA-L		CHEBI:131894		
BASm0008149					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1ccc(C)c(O)c1N)C(*)=O					CHEBI:131912		
BASm0008150					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1cc(O)c(C)c(O)c1N)C(*)=O					CHEBI:131913		
BASm0008151	violacein				O=C1NC(c2c[nH]c3ccc(O)cc23)=C/C1=C1\C(=O)Nc2ccccc21	C20H13N3O3	InChI=1S/C20H13N3O3/c24-10-5-6-15-12(7-10)14(9-21-15)17-8-13(19(25)23-17)18-11-3-1-2-4-16(11)22-20(18)26/h1-9,21,24H,(H,22,26)(H,23,25)	XAPNKXIRQFHCHN-UHFFFAOYSA-N	343.0956913	CHEBI:131914		
BASm0008152	deoxyviolacein				O=C1NC(c2c[nH]c3ccccc23)=C/C1=C1\C(=O)Nc2ccccc21	C20H13N3O2	InChI=1S/C20H13N3O2/c24-19-13(18-12-6-2-4-8-16(12)22-20(18)25)9-17(23-19)14-10-21-15-7-3-1-5-11(14)15/h1-10,21H,(H,22,25)(H,23,24)/b18-13-	OJUJNNKCVPCATE-AQTBWJFISA-N	327.1007767	CHEBI:131915		
BASm0008153	proviolacein			Expected Solid	O=C1N=C(c2c[nH]c3ccc(O)cc23)C=C1c1c[nH]c2ccccc12	C20H13N3O2	InChI=1S/C20H13N3O2/c24-11-5-6-18-13(7-11)16(10-22-18)19-8-14(20(25)23-19)15-9-21-17-4-2-1-3-12(15)17/h1-10,21-22,24H	AEUPUFUMWGIQGG-UHFFFAOYSA-N	327.1007767	CHEBI:131916		MMDBc0016601
BASm0008154	nocardicin G			Expected Solid	N[C@@H](C(=O)N[C@H]1CN([C@@H](C(O)=O)C2=CC=C(O)C=C2)C1=O)C1=CC=C(O)C=C1	C19H19N3O6	InChI=1S/C19H19N3O6/c20-15(10-1-5-12(23)6-2-10)17(25)21-14-9-22(18(14)26)16(19(27)28)11-3-7-13(24)8-4-11/h1-8,14-16,23-24H,9,20H2,(H,21,25)(H,27,28)/t14-,15+,16+/m0/s1	SAVAPYNOQXYBJS-ARFHVFGLSA-N	385.1273853	CHEBI:131919		MMDBc0053516
BASm0008155	isonocardicin C				N[C@@H](CCOC1=CC=C(C=C1)[C@@H](N)C(=O)N[C@H]1CN([C@@H](C(O)=O)C2=CC=C(O)C=C2)C1=O)C(O)=O	C23H26N4O8	InChI=1S/C23H26N4O8/c24-16(22(31)32)9-10-35-15-7-3-12(4-8-15)18(25)20(29)26-17-11-27(21(17)30)19(23(33)34)13-1-5-14(28)6-2-13/h1-8,16-19,28H,9-11,24-25H2,(H,26,29)(H,31,32)(H,33,34)/t16-,17-,18+,19+/m0/s1	CWTCWGGPTVMMLT-INDMIFKZSA-N	486.1750638	CHEBI:131920		
BASm0008156	ethylenediaminetriacetate				O=C([O-])CNCC[NH+](CC(=O)[O-])CC(=O)[O-]	C8H14N2O6	InChI=1S/C8H14N2O6/c11-6(12)3-9-1-2-10(4-7(13)14)5-8(15)16/h9H,1-5H2,(H,11,12)(H,13,14)(H,15,16)	OUDSFQBUEBFSPS-UHFFFAOYSA-N	234.0851862	CHEBI:131921	HMDB0247201	
BASm0008157	ethylenediaminediacetate				O=C([O-])CNCC[NH2+]CC(=O)[O-]	C6H12N2O4	InChI=1S/C6H12N2O4/c9-5(10)3-7-1-2-8-4-6(11)12/h7-8H,1-4H2,(H,9,10)(H,11,12)	IFQUWYZCAGRUJN-UHFFFAOYSA-N	176.0797069	CHEBI:131922	HMDB0246968	
BASm0008158	N-(2-methylpropyl)hydroxylamine				CC(C)CNO	C4H11NO	InChI=1S/C4H11NO/c1-4(2)3-5-6/h4-6H,3H2,1-2H3	NDCGVLJXFQKXOF-UHFFFAOYSA-N	89.08406398	CHEBI:131928		MMDBc0056102
BASm0008159	(E)-3-(indol-3-yl)acrylate			Expected Solid	[H]\C(=C(\[H])C1=CNC2=CC=CC=C12)C([O-])=O	C11H8NO2	InChI=1S/C11H9NO2/c13-11(14)6-5-8-7-12-10-4-2-1-3-9(8)10/h1-7,12H,(H,13,14)/p-1/b6-5+	PLVPPLCLBIEYEA-AATRIKPKSA-M	186.0560521	CHEBI:131929		MMDBc0055012
BASm0008160	(-)-dehydrodiconiferyl acid				COc1cc([C@@H]2Oc3c(OC)cc(/C=C/C(=O)[O-])cc3[C@H]2CO)ccc1O	C20H20O7	InChI=1S/C20H20O7/c1-25-16-9-12(4-5-15(16)22)19-14(10-21)13-7-11(3-6-18(23)24)8-17(26-2)20(13)27-19/h3-9,14,19,21-22H,10H2,1-2H3,(H,23,24)/b6-3+	FHYQIQMSODIFCP-ZZXKWVIFSA-N	372.120903	CHEBI:131932	HMDB0149534	
BASm0008161	(-)-dehydrodiconiferyl acid ketone	A monocarboxylic acid anion that is the conjugate base of (-)-DCA-CL, obtained by deprotonation of the carboxy group; major species at pH 7.3.			COc1cc([C@@H]2Oc3c(OC)cc(/C=C/C(=O)[O-])cc3[C@H]2C=O)ccc1O	C20H17O7	InChI=1S/C20H18O7/c1-25-16-9-12(4-5-15(16)22)19-14(10-21)13-7-11(3-6-18(23)24)8-17(26-2)20(13)27-19/h3-10,14,19,22H,1-2H3,(H,23,24)/p-1/b6-3+/t14-,19+/m1/s1	WJCNWNKOLJMKJE-WARYXCEBSA-M		CHEBI:131933		
BASm0008162	(-)-dehydrodiconiferyl acid carboxylate				COc1cc([C@@H]2Oc3c(OC)cc(/C=C/C(=O)[O-])cc3[C@H]2C(=O)[O-])ccc1O	C20H18O8	InChI=1S/C20H18O8/c1-26-14-9-11(4-5-13(14)21)18-17(20(24)25)12-7-10(3-6-16(22)23)8-15(27-2)19(12)28-18/h3-9,17-18,21H,1-2H3,(H,22,23)(H,24,25)/b6-3+/t17-,18+/m0/s1	JTHPLBUVRLOJBB-KCILRPRFSA-N	386.1001675	CHEBI:131934		
BASm0008163	(+)-dehydrodiconiferyl acid carboxylate				COc1cc([C@H]2Oc3c(OC)cc(/C=C/C(=O)[O-])cc3[C@@H]2C(=O)[O-])ccc1O	C20H18O8	InChI=1S/C20H18O8/c1-26-14-9-11(4-5-13(14)21)18-17(20(24)25)12-7-10(3-6-16(22)23)8-15(27-2)19(12)28-18/h3-9,17-18,21H,1-2H3,(H,22,23)(H,24,25)/b6-3+/t17-,18+/m0/s1	JTHPLBUVRLOJBB-KCILRPRFSA-N	386.1001675	CHEBI:131935		
BASm0008164	(+)-dehydrodiconiferyl acid ketone	A monocarboxylic acid anion that is the conjugate base of (+)-DCA-CL, obtained by deprotonation of the carboxy group; major species at pH 7.3.			COc1cc([C@H]2Oc3c(OC)cc(/C=C/C(=O)[O-])cc3[C@@H]2C=O)ccc1O	C20H17O7	InChI=1S/C20H18O7/c1-25-16-9-12(4-5-15(16)22)19-14(10-21)13-7-11(3-6-18(23)24)8-17(26-2)20(13)27-19/h3-10,14,19,22H,1-2H3,(H,23,24)/p-1/b6-3+/t14-,19+/m0/s1	WJCNWNKOLJMKJE-ZMOFONSMSA-M		CHEBI:131936		
BASm0008165	(+)-dehydrodiconiferyl acid				COc1cc([C@H]2Oc3c(OC)cc(/C=C/C(=O)[O-])cc3[C@@H]2CO)ccc1O	C20H20O7	InChI=1S/C20H20O7/c1-25-16-9-12(4-5-15(16)22)19-14(10-21)13-7-11(3-6-18(23)24)8-17(26-2)20(13)27-19/h3-9,14,19,21-22H,10H2,1-2H3,(H,23,24)/b6-3+	FHYQIQMSODIFCP-ZZXKWVIFSA-N	372.120903	CHEBI:131937	HMDB0149534	
BASm0008166	(5E)-tetradecenoyl-CoA			Expected Solid	CCCCCCCC/C=C/CCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C35H56N7O17P3S	InChI=1S/C35H60N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h11-12,22-24,28-30,34,45-46H,4-10,13-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/p-4/t24-,28-,29-,30+,34-/m1/s1	MRVDZOHJMLTLHJ-QSGBVPJFSA-J	971.2688199	CHEBI:131943		MMDBc0048689
BASm0008167	(2E,5E)-tetradecadienoyl-CoA			Expected Solid	CCCCCCCC/C=C/C/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C35H58N7O17P3S	InChI=1S/C35H58N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h11-12,14-15,22-24,28-30,34,45-46H,4-10,13,16-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/b12-11-,15-14?/t24-,28-,29-,30+,34-/m1/s1	JVEFYXPCQBMMAA-QETCARFBSA-N	973.2822756	CHEBI:131944		MMDBc0048770
BASm0008168	nocardicin C		59511-12-5		[NH3+][C@H](CCOc1ccc([C@@H]([NH3+])C(=O)N[C@H]2CN([C@@H](C(=O)[O-])c3ccc(O)cc3)C2=O)cc1)C(=O)[O-]	C23H26N4O8	InChI=1S/C23H26N4O8/c24-16(22(31)32)9-10-35-15-7-3-12(4-8-15)18(25)20(29)26-17-11-27(21(17)30)19(23(33)34)13-1-5-14(28)6-2-13/h1-8,16-19,28H,9-11,24-25H2,(H,26,29)(H,31,32)(H,33,34)/t16-,17+,18-,19-/m1/s1	CWTCWGGPTVMMLT-FCGDIQPGSA-N	486.1750638	CHEBI:131948		
BASm0008169	(5E)-tetradecenoyl-(R)-carnitine		835598-21-5		CCCCCCCC/C=C/CCCC(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C	C21H39NO4	InChI=1S/C21H39NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-21(25)26-19(17-20(23)24)18-22(2,3)4/h12-13,19H,5-11,14-18H2,1-4H3/b13-12-	NNCBVXBBLABOCB-SEYXRHQNSA-N		CHEBI:131957		
BASm0008170	(13S,14S)-epoxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoate	A polyunsaturated fatty acid anion that is the conjugate base of 13S,14S-epoxy-DHA, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CC/C=C\C/C=C\C[C@@H]1O[C@H]1/C=C/C=C/C=C\C/C=C\CCC(=O)[O-]	C22H29O3	InChI=1S/C22H30O3/c1-2-3-4-5-11-14-17-20-21(25-20)18-15-12-9-7-6-8-10-13-16-19-22(23)24/h3-4,6-7,9-15,18,20-21H,2,5,8,16-17,19H2,1H3,(H,23,24)/p-1/b4-3-,7-6-,12-9+,13-10-,14-11-,18-15+/t20-,21-/m0/s1	FFAHMRSFNLJTHE-WGHUZSCTSA-M		CHEBI:131958		
BASm0008171	(3E)-octenoyl-CoA	3-octenoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is an oct-3-enoic acid thioester of coenzyme A. 3-octenoyl-coa is an acyl-CoA with 8 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. 3-octenoyl-coa is therefore classified as a medium chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. 3-octenoyl-coa, being a medium chain acyl-CoA is a substrate for medium chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, 3-octenoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of 3-octenoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts 3-octenoyl-CoA into 3-octenoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, 3-octenoylcarnitine is converted back to 3-octenoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of 3-octenoyl-CoA occurs in four steps. First, since 3-octenoyl-CoA is a medium chain acyl-CoA it is the substrate for a medium chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of 3-octenoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until 3-octenoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CCCC/C=C/CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C29H48N7O17P3S	InChI=1S/C29H48N7O17P3S/c1-4-5-6-7-8-9-20(38)57-13-12-31-19(37)10-11-32-27(41)24(40)29(2,3)15-50-56(47,48)53-55(45,46)49-14-18-23(52-54(42,43)44)22(39)28(51-18)36-17-35-21-25(30)33-16-34-26(21)36/h7-8,16-18,22-24,28,39-40H,4-6,9-15H2,1-3H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)	CSCVMTFVEARIET-UHFFFAOYSA-N	891.2040253	CHEBI:131962	HMDB0301453	
BASm0008172	(14S,15R)-epoxy-(5Z,8Z,11Z)-eicosatrienoate	14,15-epoxy-5,8,11-eicosatrienoic acid is an epoxyeicosatrienoic acid (EET), a metabolite of arachidonic acid. The P450 eicosanoids epoxyeicosatrienoic acids (EETs) are endogenous lipid mediators produced by P450 epoxygenases and metabolized through multiple pathways including soluble epoxide hydrolase (sEH). The cytochrome P-450 (P450) monooxygenase pathway includes enzymes of the CYP1A, CYP2B, CYP2C, CYP2E, and CYP2J subfamilies that catalyze the formation of four regioisomeric products, 5,6-, 8,9-, 11,12-, and 14,15-epoxyeicosatrienoic acid. EETs are produced in brain and perform important biological functions, including protection from ischemic injury. Both light flashes and direct glial stimulation produce vasodilatation mediated by EETs. EETs may be involved in the development of hypertension and endothelial dysfunction in DOCA-salt rats, but not in excessive collagen deposition or electrophysiological abnormalities. EETs have vasodilator and natriuretic effect. Blockade of EET formation is associated with salt-sensitive hypertension. Four regioisomeric cis-EET are primary products of arachidonic acid metabolism by cytochrome P450 epoxygenases. Upon hydration by soluble epoxide hydrolase (sEH), EET are metabolized to dihydroxyeicosatrienoic acids (DHET). These hydration products are more stable and less biologically active than EETs. (PMID: 17494091, 17468203, 17434916, 17406062, 17361113, 15581597).	81276-03-1	Solid	CCCCC[C@H]1O[C@H]1C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H32O3	InChI=1S/C20H32O3/c1-2-3-12-15-18-19(23-18)16-13-10-8-6-4-5-7-9-11-14-17-20(21)22/h4,6-7,9-10,13,18-19H,2-3,5,8,11-12,14-17H2,1H3,(H,21,22)/b6-4-,9-7-,13-10-	JBSCUHKPLGKXKH-ILYOTBPNSA-N	320.2351449	CHEBI:131964	HMDB0004264	
BASm0008173	(14R,15S)-epoxy-(5Z,8Z,11Z)-eicosatrienoate	14,15-epoxy-5,8,11-eicosatrienoic acid is an epoxyeicosatrienoic acid (EET), a metabolite of arachidonic acid. The P450 eicosanoids epoxyeicosatrienoic acids (EETs) are endogenous lipid mediators produced by P450 epoxygenases and metabolized through multiple pathways including soluble epoxide hydrolase (sEH). The cytochrome P-450 (P450) monooxygenase pathway includes enzymes of the CYP1A, CYP2B, CYP2C, CYP2E, and CYP2J subfamilies that catalyze the formation of four regioisomeric products, 5,6-, 8,9-, 11,12-, and 14,15-epoxyeicosatrienoic acid. EETs are produced in brain and perform important biological functions, including protection from ischemic injury. Both light flashes and direct glial stimulation produce vasodilatation mediated by EETs. EETs may be involved in the development of hypertension and endothelial dysfunction in DOCA-salt rats, but not in excessive collagen deposition or electrophysiological abnormalities. EETs have vasodilator and natriuretic effect. Blockade of EET formation is associated with salt-sensitive hypertension. Four regioisomeric cis-EET are primary products of arachidonic acid metabolism by cytochrome P450 epoxygenases. Upon hydration by soluble epoxide hydrolase (sEH), EET are metabolized to dihydroxyeicosatrienoic acids (DHET). These hydration products are more stable and less biologically active than EETs. (PMID: 17494091, 17468203, 17434916, 17406062, 17361113, 15581597).	81276-03-1	Solid	CCCCC[C@@H]1O[C@@H]1C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H32O3	InChI=1S/C20H32O3/c1-2-3-12-15-18-19(23-18)16-13-10-8-6-4-5-7-9-11-14-17-20(21)22/h4,6-7,9-10,13,18-19H,2-3,5,8,11-12,14-17H2,1H3,(H,21,22)/b6-4-,9-7-,13-10-	JBSCUHKPLGKXKH-ILYOTBPNSA-N	320.2351449	CHEBI:131965	HMDB0004264	
BASm0008174	(11S,12R)-epoxy-(5Z,8Z,14Z)-eicosatrienoate	11,12-Epoxyeicosatrienoic acid is an epoxyeicosatrienoic acid (EET). Induction of CYP2C8 in native coronary artery endothelial cells by beta-naphthoflavone enhances the formation of 11,12-epoxyeicosatrienoic acid, as well as endothelium-derived hyperpolarizing factor-mediated hyperpolarization and relaxation. Transfection of coronary arteries with CYP2C8 antisense oligonucleotides resulted in decreased levels of CYP2C and attenuated the endothelium-derived hyperpolarizing factor-mediated vascular responses. Thus, a CYP-epoxygenase product is an essential component of the endothelium-derived hyperpolarizing factor-mediated relaxation in the porcine coronary artery, and CYP2C8 fulfills the criteria for the coronary endothelium-derived hyperpolarization factor synthase. The role of EETs in regulation of the cerebral circulation has become more important, since it was realized that EETs are produced in another specialized cell type of the brain, the astrocytes. It has become evident that EETs released from astrocytes may mediate cerebral functional hyperemia. Molecular and pharmacological evidence hve shown that neurotransmitter release and spillover onto astrocytes can generate EETs. Since these EETs may reach the vasculature via astrocyte foot-processes, they have the same potential as their endothelial counterparts to hyperpolarize and dilate cerebral vessels.  P450 enzymes contain heme in their catalytic domain and nitric oxide (NO) appears to bind to these heme moieties and block formation of P450 products, including EETs. Thus, there appears to be crosstalk between P450 enzymes and NO/NO synthase. The role of fatty acid metabolites and cerebral blood flow becomes even more complex in light of data demonstrating that cyclooxygenase products can act as substrates for P450 enzymes. (PMID: 17494091, 17468203, 17434916, 17406062, 17361113, 15581597, 11413051, 10519554) [HMDB]	81276-02-0	Solid	CCCCC/C=C\C[C@H]1O[C@H]1C/C=C\C/C=C\CCCC(=O)[O-]	C20H32O3	InChI=1S/C20H32O3/c1-2-3-4-5-9-12-15-18-19(23-18)16-13-10-7-6-8-11-14-17-20(21)22/h6,8-10,12-13,18-19H,2-5,7,11,14-17H2,1H3,(H,21,22)/b8-6+,12-9+,13-10+	DXOYQVHGIODESM-ATELOPIESA-N	320.2351449	CHEBI:131969	HMDB04673	
BASm0008175	(11R,12S)-epoxy-(5Z,8Z,14Z)-eicosatrienoate	11,12-Epoxyeicosatrienoic acid is an epoxyeicosatrienoic acid (EET). Induction of CYP2C8 in native coronary artery endothelial cells by beta-naphthoflavone enhances the formation of 11,12-epoxyeicosatrienoic acid, as well as endothelium-derived hyperpolarizing factor-mediated hyperpolarization and relaxation. Transfection of coronary arteries with CYP2C8 antisense oligonucleotides resulted in decreased levels of CYP2C and attenuated the endothelium-derived hyperpolarizing factor-mediated vascular responses. Thus, a CYP-epoxygenase product is an essential component of the endothelium-derived hyperpolarizing factor-mediated relaxation in the porcine coronary artery, and CYP2C8 fulfills the criteria for the coronary endothelium-derived hyperpolarization factor synthase. The role of EETs in regulation of the cerebral circulation has become more important, since it was realized that EETs are produced in another specialized cell type of the brain, the astrocytes. It has become evident that EETs released from astrocytes may mediate cerebral functional hyperemia. Molecular and pharmacological evidence hve shown that neurotransmitter release and spillover onto astrocytes can generate EETs. Since these EETs may reach the vasculature via astrocyte foot-processes, they have the same potential as their endothelial counterparts to hyperpolarize and dilate cerebral vessels.  P450 enzymes contain heme in their catalytic domain and nitric oxide (NO) appears to bind to these heme moieties and block formation of P450 products, including EETs. Thus, there appears to be crosstalk between P450 enzymes and NO/NO synthase. The role of fatty acid metabolites and cerebral blood flow becomes even more complex in light of data demonstrating that cyclooxygenase products can act as substrates for P450 enzymes. (PMID: 17494091, 17468203, 17434916, 17406062, 17361113, 15581597, 11413051, 10519554) [HMDB]	81276-02-0	Solid	CCCCC/C=C\C[C@@H]1O[C@@H]1C/C=C\C/C=C\CCCC(=O)[O-]	C20H32O3	InChI=1S/C20H32O3/c1-2-3-4-5-9-12-15-18-19(23-18)16-13-10-7-6-8-11-14-17-20(21)22/h6,8-10,12-13,18-19H,2-5,7,11,14-17H2,1H3,(H,21,22)/b8-6+,12-9+,13-10+	DXOYQVHGIODESM-ATELOPIESA-N	320.2351449	CHEBI:131970	HMDB04673	
BASm0008176	(1R,6R)-1,4,5,5a,6,9-hexahydrophenazine-1,6-dicarboxylate			Expected Solid	O=C([O-])[C@@H]1C=CCC2=C1N=C1CC=C[C@@H](C(=O)[O-])[C@@H]1N2	C14H12N2O4	InChI=1S/C14H14N2O4/c17-13(18)7-3-1-5-9-11(7)16-10-6-2-4-8(14(19)20)12(10)15-9/h1-4,7-8,11,16H,5-6H2,(H,17,18)(H,19,20)/p-2/t7-,8-,11+/m1/s1	MUDZFKKAMBPIJZ-XLDPMVHQSA-L	272.080804	CHEBI:131971		MMDBc0054773
BASm0008177	(1R,10aS)-1,4,10,10a-tetrahydrophenazine-1,6-dicarboxylate	A member of the class of phenazines that is 1,4,10,10a-tetrahydrophenazine substituted at positions 1 and 6 by carboxy groups (the 1R,10aS-diastereomer).		Expected Solid	O=C([O-])c1cccc2c1N=C1CC=C[C@@H](C(=O)[O-])[C@@H]1N2	C14H12N2O4	InChI=1S/C14H12N2O4/c17-13(18)7-3-1-5-9-11(7)16-10-6-2-4-8(14(19)20)12(10)15-9/h1-5,8,12,15H,6H2,(H,17,18)(H,19,20)/t8-,12+/m1/s1	CUYPWOPOBAHCCE-PELKAZGASA-N	272.0797069	CHEBI:131973		MMDBc0032889
BASm0008178	(8S,9R)-epoxy-(5Z,11Z,14Z)-eicosatrienoate		81246-85-7		CCCCC/C=C\C/C=C\C[C@H]1O[C@H]1C/C=C\CCCC(=O)[O-]	C20H32O3	InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-12-15-18-19(23-18)16-13-10-11-14-17-20(21)22/h6-7,9-10,12-13,18-19H,2-5,8,11,14-17H2,1H3,(H,21,22)/b7-6+,12-9+,13-10+	DBWQSCSXHFNTMO-QPZDSRGTSA-N		CHEBI:131974		
BASm0008179	(8R,9S)-epoxy-(5Z,11Z,14Z)-eicosatrienoate		81246-85-7		CCCCC/C=C\C/C=C\C[C@@H]1O[C@@H]1C/C=C\CCCC(=O)[O-]	C20H32O3	InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-12-15-18-19(23-18)16-13-10-11-14-17-20(21)22/h6-7,9-10,12-13,18-19H,2-5,8,11,14-17H2,1H3,(H,21,22)/b7-6+,12-9+,13-10+	DBWQSCSXHFNTMO-QPZDSRGTSA-N		CHEBI:131975		
BASm0008180	(5aS)-5,5a-dihydrophenazine-1,6-dicarboxylate	A member of the class of phenazines that is (5aS)-5,5a-dihydrophenazine substituted at positions 1 and 6 by carboxy groups.		Expected Solid	O=C([O-])C1=CC=CC2=Nc3c(cccc3C(=O)[O-])N[C@@H]12	C14H10N2O4	InChI=1S/C14H10N2O4/c17-13(18)7-3-1-5-9-11(7)16-10-6-2-4-8(14(19)20)12(10)15-9/h1-6,11,16H,(H,17,18)(H,19,20)/t11-/m0/s1	INPMVLIHPFWVLB-NSHDSACASA-N	270.0640568	CHEBI:131978		MMDBc0032890
BASm0008181	5,10-dihydrophenazine-1,6-dicarboxylate				O=C([O-])c1cccc2c1Nc1cccc(C(=O)[O-])c1N2	C14H10N2O4	InChI=1S/C14H10N2O4/c17-13(18)7-3-1-5-9-11(7)16-10-6-2-4-8(14(19)20)12(10)15-9/h1-6,15-16H,(H,17,18)(H,19,20)	NIZJSPFBUVJPIU-UHFFFAOYSA-N	270.0640568	CHEBI:131979		
BASm0008182	phenazine-1,6-dicarboxylate	A member of the class of phenazines carrying carboxy substituents at positions 1 and 6. A natural product found in Streptomyces species.		Expected Solid	O=C([O-])c1cccc2nc3c(C(=O)[O-])cccc3nc12	C14H8N2O4	InChI=1S/C14H8N2O4/c17-13(18)7-3-1-5-9-11(7)16-10-6-2-4-8(14(19)20)12(10)15-9/h1-6H,(H,17,18)(H,19,20)	MJALVONLCNWZHK-UHFFFAOYSA-N	268.0484068	CHEBI:131980		MMDBc0032892
BASm0008183	(1R,10aS)-1,4,10,10a-tetrahydrophenazine-1-carboxylate	A member of the class of phenazines that is 1,4,10,10a-tetrahydrophenazine substituted at position 1 by a carboxy group (the 1R,10aS-diastereomer).		Expected Solid	O=C([O-])[C@@H]1C=CCC2=Nc3ccccc3N[C@H]21	C13H12N2O2	InChI=1S/C13H12N2O2/c16-13(17)8-4-3-7-11-12(8)15-10-6-2-1-5-9(10)14-11/h1-6,8,12,15H,7H2,(H,16,17)/t8-,12+/m1/s1	RMSOWPIMGWWPCR-PELKAZGASA-N	228.0898776	CHEBI:131981		MMDBc0032891
BASm0008184	1-nonadecanoyl-sn-glycero-3-phosphocholine			Expected Solid	CCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OCC[N+](C)(C)C	C27H56NO7P	InChI=1S/C27H56NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-27(30)33-24-26(29)25-35-36(31,32)34-23-22-28(2,3)4/h26,29H,5-25H2,1-4H3/t26-/m1/s1	WYIMORDZGCUBAA-AREMUKBSSA-N	537.3794401	CHEBI:131989		MMDBc0000801
BASm0008185	(2E,5Z)-octadienoyl-CoA	Octa-2,5-dienoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is an octa-2_5-dienoic acid thioester of coenzyme A. Octa-2,5-dienoyl-coa is an acyl-CoA with 8 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. Octa-2,5-dienoyl-coa is therefore classified as a medium chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. Octa-2,5-dienoyl-coa, being a medium chain acyl-CoA is a substrate for medium chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, octa-2,5-dienoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of octa-2,5-dienoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts octa-2,5-dienoyl-CoA into octa-2_5-dienoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, octa-2_5-dienoylcarnitine is converted back to octa-2,5-dienoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of octa-2,5-dienoyl-CoA occurs in four steps. First, since octa-2,5-dienoyl-CoA is a medium chain acyl-CoA it is the substrate for a medium chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of octa-2,5-dienoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until octa-2,5-dienoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CC/C=C\C/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C29H46N7O17P3S	InChI=1S/C29H46N7O17P3S/c1-4-5-6-7-8-9-20(38)57-13-12-31-19(37)10-11-32-27(41)24(40)29(2,3)15-50-56(47,48)53-55(45,46)49-14-18-23(52-54(42,43)44)22(39)28(51-18)36-17-35-21-25(30)33-16-34-26(21)36/h5-6,8-9,16-18,22-24,28,39-40H,4,7,10-15H2,1-3H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)	UAKGSVLISZWLCH-UHFFFAOYSA-N	889.1883752	CHEBI:131990	HMDB0301472	
BASm0008186	5,6-epoxy-(8Z,11Z,14Z)-eicosatrienoate		81246-84-6	Expected Solid	CCCCC/C=C\C/C=C\C/C=C\CC1OC1CCCC(=O)[O-]	C20H31O3	InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18-19(23-18)16-14-17-20(21)22/h6-7,9-10,12-13,18-19H,2-5,8,11,14-17H2,1H3,(H,21,22)/p-1/b7-6-,10-9-,13-12-	VBQNSZQZRAGRIX-QNEBEIHSSA-M	319.2278684	CHEBI:131992	HMDB0002190	MMDBc0048149
BASm0008187	(10aS)-10,10a-dihydrophenazine-1-carboxylate			Expected Solid	O=C([O-])C1=CC=CC2=Nc3ccccc3N[C@@H]12	C13H10N2O2	InChI=1S/C13H10N2O2/c16-13(17)8-4-3-7-11-12(8)15-10-6-2-1-5-9(10)14-11/h1-7,12,15H,(H,16,17)/t12-/m0/s1	XMQOCNWUNJVNBJ-LBPRGKRZSA-N	226.0742276	CHEBI:132003		MMDBc0050012
BASm0008188	(1R)-1,4,5,10-tetrahydrophenazine-1-carboxylate			Expected Solid	O=C([O-])[C@@H]1C=CCC2=C1Nc1ccccc1N2	C13H12N2O2	InChI=1S/C13H12N2O2/c16-13(17)8-4-3-7-11-12(8)15-10-6-2-1-5-9(10)14-11/h1-6,8,14-15H,7H2,(H,16,17)/t8-/m1/s1	WGOVWFNMPRCMBJ-MRVPVSSYSA-N	228.0898776	CHEBI:132005		MMDBc0050134
BASm0008189	5,10-dihydrophenazine	A member of the class of phenazines obtained by hydrogenation of the 5 and 10 positions of phenazine.		Expected Solid	c1ccc2c(c1)Nc1ccccc1N2	C12H10N2	InChI=1S/C12H10N2/c1-2-6-10-9(5-1)13-11-7-3-4-8-12(11)14-10/h1-8,13-14H	IVURTNNWJAPOML-UHFFFAOYSA-N	182.0843983	CHEBI:132008		MMDBc0032852
BASm0008190	S-butanoyl-4'-phosphopantetheine	An S-acyl-4-phosphopantetheine obtained by deprotonation of the phosphate OH groups of S-butyryl-4'-phosphopantetheine; major species at pH 7.3.			CCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])[O-]	C15H27N2O8PS	InChI=1S/C15H29N2O8PS/c1-4-5-12(19)27-9-8-16-11(18)6-7-17-14(21)13(20)15(2,3)10-25-26(22,23)24/h13,20H,4-10H2,1-3H3,(H,16,18)(H,17,21)(H2,22,23,24)/p-2/t13-/m0/s1	PZIQDUSGQUZEBS-ZDUSSCGKSA-L		CHEBI:132011		
BASm0008191	hexanoyl-4'-phosphopantetheine	An S-acyl-4-phosphopantetheine obtained by deprotonation of the phosphate OH groups of S-hexanoyl-4'-phosphopantetheine; major species at pH 7.3.			CCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])[O-]	C17H31N2O8PS	InChI=1S/C17H33N2O8PS/c1-4-5-6-7-14(21)29-11-10-18-13(20)8-9-19-16(23)15(22)17(2,3)12-27-28(24,25)26/h15,22H,4-12H2,1-3H3,(H,18,20)(H,19,23)(H2,24,25,26)/p-2/t15-/m0/s1	KGMBPSVUBJAAEN-HNNXBMFYSA-L		CHEBI:132012		
BASm0008192	S-octanoyl-4'-phosphopantetheine	An S-acyl-4-phosphopantetheine obtained by deprotonation of the phosphate OH groups of S-octanoyl-4'-phosphopantetheine; major species at pH 7.3.			CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])[O-]	C19H35N2O8PS	InChI=1S/C19H37N2O8PS/c1-4-5-6-7-8-9-16(23)31-13-12-20-15(22)10-11-21-18(25)17(24)19(2,3)14-29-30(26,27)28/h17,24H,4-14H2,1-3H3,(H,20,22)(H,21,25)(H2,26,27,28)/p-2/t17-/m0/s1	JIQRMRIKUIPMRV-KRWDZBQOSA-L		CHEBI:132013		
BASm0008193	decanoyl-4'-phosphopantetheine	An S-acyl-4-phosphopantetheine obtained by deprotonation of the phosphate OH groups of S-decanoyl-4'-phosphopantetheine; major species at pH 7.3.			CCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])[O-]	C21H39N2O8PS	InChI=1S/C21H41N2O8PS/c1-4-5-6-7-8-9-10-11-18(25)33-15-14-22-17(24)12-13-23-20(27)19(26)21(2,3)16-31-32(28,29)30/h19,26H,4-16H2,1-3H3,(H,22,24)(H,23,27)(H2,28,29,30)/p-2/t19-/m0/s1	WBQLWGUAQDSZRE-IBGZPJMESA-L		CHEBI:132014		
BASm0008194	S-dodecanoyl-4'-phosphopantetheine	An S-acyl-4-phosphopantetheine obtained by deprotonation of the phosphate OH groups of S-dodecanoyl-4'-phosphopantetheine; major species at pH 7.3.			CCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])[O-]	C23H43N2O8PS	InChI=1S/C23H45N2O8PS/c1-4-5-6-7-8-9-10-11-12-13-20(27)35-17-16-24-19(26)14-15-25-22(29)21(28)23(2,3)18-33-34(30,31)32/h21,28H,4-18H2,1-3H3,(H,24,26)(H,25,29)(H2,30,31,32)/p-2/t21-/m0/s1	MVHUOSAYFQKAMT-NRFANRHFSA-L		CHEBI:132015		
BASm0008195	17-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate		128914-47-6		CCCC(O)C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H32O3	InChI=1S/C20H32O3/c1-2-16-19(21)17-14-12-10-8-6-4-3-5-7-9-11-13-15-18-20(22)23/h3,5-6,8-9,11-12,14,19,21H,2,4,7,10,13,15-18H2,1H3,(H,22,23)/b5-3-,8-6-,11-9-,14-12-	OPPIPPRXLIDJKN-JPURVOHMSA-N		CHEBI:132016		
BASm0008196	tetradecanoyl-4'-phosphopantetheine	An S-acyl-4-phosphopantetheine obtained by deprotonation of the phosphate OH groups of S-tetradecanoyl-4'-phosphopantetheine; major species at pH 7.3.			CCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])[O-]	C25H47N2O8PS	InChI=1S/C25H49N2O8PS/c1-4-5-6-7-8-9-10-11-12-13-14-15-22(29)37-19-18-26-21(28)16-17-27-24(31)23(30)25(2,3)20-35-36(32,33)34/h23,30H,4-20H2,1-3H3,(H,26,28)(H,27,31)(H2,32,33,34)/p-2/t23-/m0/s1	HDTINWYIVVMRIN-QHCPKHFHSA-L		CHEBI:132017		
BASm0008197	S-hexadecanoyl-4'-phosphopantetheine			Expected Solid	CCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])[O-]	C27H51N2O8PS	InChI=1S/C27H53N2O8PS/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-24(31)39-21-20-28-23(30)18-19-29-26(33)25(32)27(2,3)22-37-38(34,35)36/h25,32H,4-22H2,1-3H3,(H,28,30)(H,29,33)(H2,34,35,36)/p-2/t25-/m0/s1	JSWBEHRITPIXLC-VWLOTQADSA-L	594.3114719	CHEBI:132018		MMDBc0056301
BASm0008198	16-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate	16(R)-HETE is a metabolite of arachidonic acid, metabolized by the enzyme Cytochrome P450, family 2, subfamily C [EC:1.14.13.80 1.14.13.48 1.14.13.49]. 16(R)-HETE is an endogenous lipidic inhibitor of human neutrophil inhibitor of adhesion and aggregation activity. Human polymorphonuclear leukocytes (PMNs) produce 16(R)-HETE that modulates their function.  HETEs have different biological properties based on sites of production and can be stored in tissue lipids and released in response to hormonal stimuli. Eicosanoids generated during the actions of growth factors and vasoconstrictors can modulate disease processes by affecting vascular homeostasis, inflammation, cellular growth, apoptosis and oxidant stress. In lung, the presence of these eicosanoids in the pulmonary vasculature and airways, including effects on pulmonary vascular and bronchial smooth muscle tone and airway epithelial ion transport. (PMID: 16258232, 14626496, 12681244, 11123211,  14552765, 11126912) [HMDB]	128914-46-5	Solid	CCCCC(O)/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H32O3	InChI=1S/C20H32O3/c1-2-3-16-19(21)17-14-12-10-8-6-4-5-7-9-11-13-15-18-20(22)23/h4-5,8-11,14,17,19,21H,2-3,6-7,12-13,15-16,18H2,1H3,(H,22,23)/t19-/m1/s1	JEKNPVYFNMZRJG-LJQANCHMSA-N	320.2351449	CHEBI:132019	HMDB04680	
BASm0008199	S-choloyl-4'-phosphopantetheine	An S-acyl-4'-phosphopantetheine obtained by deprotonation of the phosphate OH groups of S-choloyl-4'-phosphopantetheine; major species at pH 7.3.			C[C@H](CCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])[O-])[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C35H59N2O11PS	InChI=1S/C35H61N2O11PS/c1-20(6-9-29(42)50-15-14-36-28(41)11-13-37-32(44)31(43)33(2,3)19-48-49(45,46)47)23-7-8-24-30-25(18-27(40)35(23,24)5)34(4)12-10-22(38)16-21(34)17-26(30)39/h20-27,30-31,38-40,43H,6-19H2,1-5H3,(H,36,41)(H,37,44)(H2,45,46,47)/p-2/t20-,21+,22-,23-,24+,25+,26-,27+,30+,31+,34+,35-/m1/s1	UPYNKWYJRGJDLW-PVNVRVFMSA-L		CHEBI:132020		
BASm0008200	3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-4'-phosphopantetheine	An S-acyl-4'-phosphopantetheine obtained by deprotonation of the phosphate OH groups of S-(3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl)-4'-phosphopantetheine; major species at pH 7.3.			CC(CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])[O-]	C38H65N2O11PS	InChI=1S/C38H67N2O11PS/c1-22(26-10-11-27-32-28(20-30(43)38(26,27)6)37(5)14-12-25(41)18-24(37)19-29(32)42)8-7-9-23(2)35(47)53-17-16-39-31(44)13-15-40-34(46)33(45)36(3,4)21-51-52(48,49)50/h22-30,32-33,41-43,45H,7-21H2,1-6H3,(H,39,44)(H,40,46)(H2,48,49,50)/p-2/t22-,23?,24+,25-,26-,27+,28+,29-,30+,32+,33+,37+,38-/m1/s1	FIWSQOCVKNESKS-JWGNTNLOSA-L		CHEBI:132021		
BASm0008201	(1R,2R)-12-hydroxyjasmonate			Expected Solid	O=C([O-])C[C@H]1CCC(=O)[C@@H]1C/C=C\CCO	C12H17O4	InChI=1S/C12H18O4/c13-7-3-1-2-4-10-9(8-12(15)16)5-6-11(10)14/h1-2,9-10,13H,3-8H2,(H,15,16)/p-1/b2-1-/t9-,10-/m1/s1	RZGFUGXQKMEMOO-BSANDHCLSA-M	225.1132326	CHEBI:132022		MMDBc0054769
BASm0008202	an acyl-4'-phosphopantetheine				*C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])[O-]					CHEBI:132023		
BASm0008203	19-hydroxy-(5Z,8Z,11Z)-eicosatrienoate	An (omega-1)-hydroxy fatty acid anion that is the conjugate base of 19-HETrE, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CC(O)CCCCCC/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H33O3	InChI=1S/C20H34O3/c1-19(21)17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-20(22)23/h3-6,10,12,19,21H,2,7-9,11,13-18H2,1H3,(H,22,23)/p-1/b5-3-,6-4-,12-10-	GXGFNSDOYGEKLT-OFROGHSZSA-M		CHEBI:132024		
BASm0008204	21-hydroxy-(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate	An (omega-1)-hydroxy fatty acid anion that is the conjugate base of 21-HDoHE, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C22H31O3		IXAMNXQQWDOFMN-NZONWQNANA-M	343.2278684	CHEBI:132025		
BASm0008205	20-hydroxy-(5Z,8Z,11Z)-eicosatrienoate	An omega-hydroxy fatty acid anion that is the conjugate base of 20-HETrE, obtained by deprotonation of the carboxy group; major species at pH 7.3.			O=C([O-])CCC/C=C\C/C=C\C/C=C\CCCCCCCCO	C20H33O3	InChI=1S/C20H34O3/c21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20(22)23/h1,3-4,6,10,12,21H,2,5,7-9,11,13-19H2,(H,22,23)/p-1/b3-1-,6-4-,12-10-	LPMWIQNZVQKTBR-DYRGNDFMSA-M		CHEBI:132026		
BASm0008206	tauroursodeoxycholate	Tauroursodeoxycholic acid is a bile acid also known as TUDCA formed in the liver by conjugation of deoxycholate with taurine, usually as the sodium salt. TUDCA is able to prevent apoptosis and protect mitochondria from cellular elements that would otherwise interfere with energy production. One of these elements is a protein called Bax. TUDCA plays an important role in preventing Bax from being transported to the mitochondria. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135).	14605-22-2	Solid	C[C@H](CCC(=O)NCCS(=O)(=O)[O-])[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C26H45NO6S	InChI=1S/C26H45NO6S/c1-16(4-7-23(30)27-12-13-34(31,32)33)19-5-6-20-24-21(9-11-26(19,20)3)25(2)10-8-18(28)14-17(25)15-22(24)29/h16-22,24,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)/t16-,17?,18-,19-,20+,21+,22+,24+,25+,26-/m1/s1	BHTRKEVKTKCXOH-VSHSPWMTSA-N	499.2967589	CHEBI:132028	HMDB0000874	
BASm0008207	18-hydroxy-(9Z,12Z)-octadecadienoate			Expected Solid	[H]\C(CCCCCO)=C(/[H])C\C([H])=C(\[H])CCCCCCCC([O-])=O	C18H31O3	InChI=1S/C18H32O3/c19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18(20)21/h1-2,5,7,19H,3-4,6,8-17H2,(H,20,21)/p-1/b2-1-,7-5-	KPBOLLJJMHIJPH-PQZOIKATSA-M	295.2278684	CHEBI:132029		MMDBc0055186
BASm0008208	glycoursodeoxycholate	Glycoursodeoxycholic acid is an acyl glycine and a bile acid-glycine conjugate. It is a secondary bile acid produced by the action of enzymes existing in the microbial flora of the colonic environment. In hepatocytes, both primary and secondary bile acids undergo amino acid conjugation at the C-24 carboxylic acid on the side chain, and almost all bile acids in the bile duct therefore exist in a glycine conjugated form (PMID: 16949895). Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135).	64480-66-6	Solid		C26H42NO5		GHCZAUBVMUEKKP-XROMFQGDSA-M	448.306847	CHEBI:132030	HMDB0000708	
BASm0008209	13-hydroxytetradecanoate				CC(O)CCCCCCCCCCCC(=O)[O-]	C14H28O3	InChI=1S/C14H28O3/c1-13(15)11-9-7-5-3-2-4-6-8-10-12-14(16)17/h13,15H,2-12H2,1H3,(H,16,17)	KNFJWKJXKURGQU-UHFFFAOYSA-N	244.2038448	CHEBI:132031	HMDB0171056	
BASm0008211	N-dodecanoyl-taurine	A fatty acid-taurine conjugate obtained by deprotonation of the sulfonate group of N-dodecanoyltaurine; major species at pH 7.3.			CCCCCCCCCCCC(=O)NCCS(=O)(=O)[O-]	C14H28NO4S	InChI=1S/C14H29NO4S/c1-2-3-4-5-6-7-8-9-10-11-14(16)15-12-13-20(17,18)19/h2-13H2,1H3,(H,15,16)(H,17,18,19)/p-1	KCFRUUYAXCDZNZ-UHFFFAOYSA-M		CHEBI:132042		
BASm0008212	N-tetradecanoyl-taurine	A fatty acid-taurine conjugate obtained by deprotonation of the sulfonate group of N-tetradecanoyltaurine; major species at pH 7.3.			CCCCCCCCCCCCCC(=O)NCCS(=O)(=O)[O-]	C16H32NO4S	InChI=1S/C16H33NO4S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16(18)17-14-15-22(19,20)21/h2-15H2,1H3,(H,17,18)(H,19,20,21)/p-1	XPZFMHCHEWYIGE-UHFFFAOYSA-M		CHEBI:132043		
BASm0008213	N-hexadecanoyl-taurine	N-Palmitoyltaurine, also known as N-hexadecanoyltaurine, belongs to the class of organic compounds known as N-acyl amines. N-Acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage. Thus, N-palmitoyltaurine is considered to be a fatty amide lipid molecule. N-Palmitoyltaurine is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Specifically, N-palmitoyltaurine belongs to the N-acyl taurines (NATs) fatty acid amide class. NATs with chains ranging in length from C16 to C24 have been identified in mice brain, liver, and kidney tissues. NATs were found to be regulated by the integral membrane enzyme fatty acid amide hydrolase (FAAH) and activated calcium channels from the transient receptor potential (TRP) family such as TRPV1 and TRPV4 (PMID: 16866345).	83982-06-3		CCCCCCCCCCCCCCCC(=O)NCCS(=O)(=O)[O-]	C18H37NO4S	InChI=1S/C18H37NO4S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(20)19-16-17-24(21,22)23/h2-17H2,1H3,(H,19,20)(H,21,22,23)	LPDJCYFKKSLKRO-UHFFFAOYSA-N	363.2443298	CHEBI:132045	HMDB0240594	
BASm0008214	N-octadecanoyl-taurine	N-Stearoyltaurine, also known as N-octadecanoyltaurine, belongs to the class of organic compounds known as N-acyl amines. N-Acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage. Thus, N-stearoyltaurine is considered to be a fatty amide lipid molecule. N-Stearoyltaurine is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Specifically, N-stearoyltaurine belongs to the N-acyl taurines (NATs) fatty acid amide class. NATs with chains ranging in length from C16 to C24 have been identified in mice brain, liver, and kidney tissues. NATs were found to be regulated by the integral membrane enzyme fatty acid amide hydrolase (FAAH) and activated calcium channels from the transient receptor potential (TRP) family such as TRPV1 and TRPV4 (PMID: 16866345).	63155-80-6		CCCCCCCCCCCCCCCCCC(=O)NCCS(=O)(=O)[O-]	C20H41NO4S	InChI=1S/C20H41NO4S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(22)21-18-19-26(23,24)25/h2-19H2,1H3,(H,21,22)(H,23,24,25)	LMIJIHJZVURGQK-UHFFFAOYSA-N	391.27563	CHEBI:132047	HMDB0240595	
BASm0008215	N-eicosanoyl-taurine	A fatty acid-taurine conjugate obtained by deprotonation of the sulfonate group of N-icosanoyltaurine; major species at pH 7.3.			CCCCCCCCCCCCCCCCCCCC(=O)NCCS(=O)(=O)[O-]	C22H44NO4S	InChI=1S/C22H45NO4S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(24)23-20-21-28(25,26)27/h2-21H2,1H3,(H,23,24)(H,25,26,27)/p-1	VQNADUSXOPUIFY-UHFFFAOYSA-M		CHEBI:132048		
BASm0008216	N-tetracosanoyl-taurine	A fatty acid-taurine conjugate obtained by deprotonation of the sulfonate group of N-tetracosanoyltaurine; major species at pH 7.3.			CCCCCCCCCCCCCCCCCCCCCCCC(=O)NCCS(=O)(=O)[O-]	C26H52NO4S	InChI=1S/C26H53NO4S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-26(28)27-24-25-32(29,30)31/h2-25H2,1H3,(H,27,28)(H,29,30,31)/p-1	DDCFSFYOVZMRHL-UHFFFAOYSA-M		CHEBI:132049		
BASm0008217	N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-taurine	A fatty acid-taurine conjugate obtained by deprotonation of the sulfonate group of N-arachidonoyltaurine; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCS(=O)(=O)[O-]	C22H36NO4S	InChI=1S/C22H37NO4S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(24)23-20-21-28(25,26)27/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21H2,1H3,(H,23,24)(H,25,26,27)/p-1/b7-6-,10-9-,13-12-,16-15-	YUNYSWCRLRYOPO-DOFZRALJSA-M		CHEBI:132060		
BASm0008218	N-(12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoyl-taurine	A fatty acid-taurine conjugate obtained by deprotonation of the sulfonate group of N-[12(S)-hydroperoxy-(5Z,8Z,10E,14Z)-icosatetraenoyl]taurine; major species at pH 7.3.			CCCCC/C=C\C[C@@H](/C=C/C=C\C/C=C\CCCC(=O)NCCS(=O)(=O)[O-])OO	C22H36NO6S	InChI=1S/C22H37NO6S/c1-2-3-4-5-10-13-16-21(29-25)17-14-11-8-6-7-9-12-15-18-22(24)23-19-20-30(26,27)28/h7-11,13-14,17,21,25H,2-6,12,15-16,18-20H2,1H3,(H,23,24)(H,26,27,28)/p-1/b9-7-,11-8-,13-10-,17-14+/t21-/m0/s1	SSECKXODJGCASI-KUJNIBRASA-M		CHEBI:132061		
BASm0008219	N-(15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoyl-taurine	A fatty acid-taurine conjugate obtained by deprotonation of the sulfonate group of N-[15(S)-hydroperoxy-(5Z,8Z,11Z,13E)-icosatetraenoyl]taurine; major species at pH 7.3.			CCCCC[C@@H](/C=C/C=C\C/C=C\C/C=C\CCCC(=O)NCCS(=O)(=O)[O-])OO	C22H36NO6S	InChI=1S/C22H37NO6S/c1-2-3-13-16-21(29-25)17-14-11-9-7-5-4-6-8-10-12-15-18-22(24)23-19-20-30(26,27)28/h4-5,8-11,14,17,21,25H,2-3,6-7,12-13,15-16,18-20H2,1H3,(H,23,24)(H,26,27,28)/p-1/b5-4-,10-8-,11-9-,17-14+/t21-/m0/s1	MGJLNRAMOCXZAS-BPVVGZHASA-M		CHEBI:132062		
BASm0008220	(12S)-hydroperoxy-(14R,15S)-epoxy-(5Z,8Z,10E)-eicosatrienoate	A polyunsaturated fatty acid anion that is the conjugate base of (12S)-hydroperoxy-(14R,15S)-EET, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CCCCC[C@@H]1O[C@@H]1C[C@@H](/C=C/C=C\C/C=C\CCCC(=O)[O-])OO	C20H31O5	InChI=1S/C20H32O5/c1-2-3-10-14-18-19(24-18)16-17(25-23)13-11-8-6-4-5-7-9-12-15-20(21)22/h5-8,11,13,17-19,23H,2-4,9-10,12,14-16H2,1H3,(H,21,22)/p-1/b7-5-,8-6-,13-11+/t17-,18+,19-/m1/s1	FRAUAYJDJWCREF-UZZJIDQZSA-M		CHEBI:132063		
BASm0008221	11-hydroxy-(12S,13S)-epoxy-(9Z)-octadecenoate	A monounsaturated fatty acid anion that is the conjugate base of 11-hydroxy-(12S,13S)-epoxy-(9Z)-octadecenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CCCCC[C@@H]1O[C@H]1C(O)/C=C\CCCCCCCC(=O)[O-]	C18H31O4	InChI=1S/C18H32O4/c1-2-3-9-13-16-18(22-16)15(19)12-10-7-5-4-6-8-11-14-17(20)21/h10,12,15-16,18-19H,2-9,11,13-14H2,1H3,(H,20,21)/p-1/b12-10-/t15?,16-,18-/m0/s1	UZCLYICSWADYGM-VHIAHCGJSA-M		CHEBI:132064		
BASm0008222	(12S)-hydroperoxy-(14S,15R)-epoxy-(5Z,8Z,10E)-eicosatrienoate	A polyunsaturated fatty acid anion that is the conjugate base of (12S)-hydroperoxy-(14S,15R)-epoxy-(5Z,8Z,10E)-icosatrienoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CCCCC[C@H]1O[C@H]1C[C@@H](/C=C/C=C\C/C=C\CCCC(=O)[O-])OO	C20H31O5	InChI=1S/C20H32O5/c1-2-3-10-14-18-19(24-18)16-17(25-23)13-11-8-6-4-5-7-9-12-15-20(21)22/h5-8,11,13,17-19,23H,2-4,9-10,12,14-16H2,1H3,(H,21,22)/p-1/b7-5-,8-6-,13-11+/t17-,18-,19+/m1/s1	FRAUAYJDJWCREF-FEXRMQIKSA-M		CHEBI:132065		
BASm0008223	(5S)-hydroperoxy-(14R,15S)-epoxy-(6E,8Z,11Z)-eicosatrienoate	A polyunsaturated fatty acid anion that is the conjugate base of (5S)-hydroperoxy-(14R,15S)-epoxy-(6E,8Z,11Z)-icosatrienoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CCCCC[C@@H]1O[C@@H]1C/C=C\C/C=C\C=C\[C@H](CCCC(=O)[O-])OO	C20H31O5	InChI=1S/C20H32O5/c1-2-3-8-14-18-19(24-18)15-10-7-5-4-6-9-12-17(25-23)13-11-16-20(21)22/h4,6-7,9-10,12,17-19,23H,2-3,5,8,11,13-16H2,1H3,(H,21,22)/p-1/b6-4-,10-7-,12-9+/t17-,18+,19-/m1/s1	KTJVOVFOUDDZLQ-UDZUBBEJSA-M		CHEBI:132067		
BASm0008224	(8S)-hydroperoxy-(14S,15R)-epoxy-(5Z,9E,11Z)-eicosatrienoate	A polyunsaturated fatty acid anion that is the conjugate base of (8S)-hydroperoxy-(14S,15R)-epoxy-(5Z,9E,11Z)-icosatrienoate, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CCCCC[C@H]1O[C@H]1C/C=C\C=C\[C@H](C/C=C\CCCC(=O)[O-])OO	C20H31O5	InChI=1S/C20H32O5/c1-2-3-7-14-18-19(24-18)15-10-6-9-13-17(25-23)12-8-4-5-11-16-20(21)22/h4,6,8-10,13,17-19,23H,2-3,5,7,11-12,14-16H2,1H3,(H,21,22)/p-1/b8-4-,10-6-,13-9+/t17-,18+,19-/m0/s1	LUBTVGBPYONJJZ-ZYWZSPIWSA-M		CHEBI:132068		
BASm0008225	(14S,15S)-epoxy-(5Z,8Z,10E,12E)-eicosatetraenoate				CCCCC[C@@H]1O[C@H]1/C=C/C=C/C=C\C/C=C\CCCC(=O)[O-]	C20H30O3	InChI=1S/C20H30O3/c1-2-3-12-15-18-19(23-18)16-13-10-8-6-4-5-7-9-11-14-17-20(21)22/h4,6-10,13,16,18-19H,2-3,5,11-12,14-15,17H2,1H3,(H,21,22)	URDQSJSEGRMOIT-UHFFFAOYSA-N	318.2194948	CHEBI:132070		
BASm0008226	N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-alanine	N-arachidonoyl alanine belongs to the class of compounds known as N-acylamides. These are molecules characterized by a fatty acyl group linked to a primary amine by an amide bond. More specifically, it is an Arachidonic acid amide of Alanine. It is believed that there are more than 800 types of N-acylamides in the human body. N-acylamides fall into several categories: amino acid conjugates (e.g., those acyl amides conjugated with amino acids), neurotransmitter conjugates (e.g., those acylamides conjugated with neurotransmitters), ethanolamine conjugates (e.g., those acylamides conjugated to ethanolamine), and taurine conjugates (e.g., those acyamides conjugated to taurine). N-Arachidonoyl Alanine is an amino acid conjugate. N-acylamides can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain N-acylamides; 2) medium-chain N-acylamides; 3) long-chain N-acylamides; and 4) very long-chain N-acylamides; 5) hydroxy N-acylamides; 6) branched chain N-acylamides; 7) unsaturated N-acylamides; 8) dicarboxylic N-acylamides and 9) miscellaneous N-acylamides. N-Arachidonoyl Alanine is therefore classified as a long chain N-acylamide. N-acyl amides have a variety of signaling functions in physiology, including in cardiovascular activity, metabolic homeostasis, memory, cognition, pain, motor control and others (PMID: 15655504). N-acyl amides have also been shown to play a role in cell migration, inflammation and certain pathological conditions such as diabetes, cancer, neurodegenerative disease, and obesity (PMID: 23144998; PMID: 25136293; PMID: 28854168).N-acyl amides can be synthesized both endogenously and by gut microbiota (PMID: 28854168). N-acylamides can be biosynthesized via different routes, depending on the parent amine group. N-acyl ethanolamines (NAEs) are formed via the hydrolysis of an unusual phospholipid precursor, N-acyl-phosphatidylethanolamine (NAPE), by a specific phospholipase D. N-acyl amino acids are synthesized via a circulating peptidase M20 domain containing 1 (PM20D1), which can catalyze the bidirectional the condensation and hydrolysis of a variety of N-acyl amino acids. The degradation of N-acylamides is largely mediated by an enzyme called fatty acid amide hydrolase (FAAH), which catalyzes the hydrolysis of N-acylamides into fatty acids and the biogenic amines. Many N-acylamides are involved in lipid signaling system through interactions with transient receptor potential channels (TRP). TRP channel proteins interact with N-acyl amides such as N-arachidonoyl ethanolamide (Anandamide), N-arachidonoyl dopamine and others in an opportunistic fashion (PMID: 23178153). This signaling system has been shown to play a role in the physiological processes involved in inflammation (PMID: 25136293). Other N-acyl amides, including N-oleoyl-glutamine, have also been characterized as TRP channel antagonists (PMID: 29967167). N-acylamides have also been shown to have G-protein-coupled receptors (GPCRs) binding activity (PMID: 28854168). The study of N-acylamides is an active area of research and it is likely that many novel N-acylamides will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)N[C@@H](C)C(=O)[O-]	C23H37NO3	InChI=1S/C23H37NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-22(25)24-21(2)23(26)27/h7-8,10-11,13-14,16-17,21H,3-6,9,12,15,18-20H2,1-2H3,(H,24,25)(H,26,27)	ZECSOKFEQQDUCP-UHFFFAOYSA-N	375.2773441	CHEBI:132071	HMDB0241989	
BASm0008227	N-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-gamma-aminobutanoate	N-Arachidonoyl GABA is also known as N-Arachidonoyl-g-aminobutanoate or Elmiric acid.  N-Arachidonoyl GABA is considered to be practically insoluble (in water) and acidic.  N-Arachidonoyl GABA is a fatty amide lipid molecule			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCCC(=O)[O-]	C24H39NO3	InChI=1S/C24H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-23(26)25-22-19-21-24(27)28/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-22H2,1H3,(H,25,26)(H,27,28)/b7-6-,10-9-,13-12-,16-15?	JKUDIEXTAYKJNX-CDIMZWLNSA-N	389.2929941	CHEBI:132072	HMDB0062330	
BASm0008228	N-(12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoyl-glycine	A monocarboxylic acid anion that is the conjugate base of N-[(12S)-hydroperoxy-(5Z,8Z,10E,14Z)-icosatetraenoyl]glycine, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CCCCC/C=C\C[C@@H](/C=C/C=C\C/C=C\CCCC(=O)NCC(=O)[O-])OO	C22H34NO5	InChI=1S/C22H35NO5/c1-2-3-4-5-10-13-16-20(28-27)17-14-11-8-6-7-9-12-15-18-21(24)23-19-22(25)26/h7-11,13-14,17,20,27H,2-6,12,15-16,18-19H2,1H3,(H,23,24)(H,25,26)/p-1/b9-7-,11-8-,13-10-,17-14+/t20-/m0/s1	NZGFEPPUQFZWCS-DJNHXDDZSA-M		CHEBI:132073		
BASm0008229	N-(12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoyl-alanine	An N-acyl-L-alpha-amino acid anion that is the conjugate base of N-[(12S)-hydroperoxy-(5Z,8Z,10E,14Z)-icosatetraenoyl]alanine, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C23H36NO5		HEDNIHSKHKFUON-RTYQQCFVSA-M	406.2598968	CHEBI:132074		
BASm0008230	N-(12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoyl-gamma-aminobutanoate	A monocarboxylic acid anion that is the conjugate base of N-[(12S)-hydroperoxy-(5Z,8Z,10E,14Z)-icosatetraenoyl]-gamma-aminobutanoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C24H38NO5		OFKDGLASQWCAIZ-YLIHFPLRSA-M	420.2755469	CHEBI:132075		
BASm0008231	N-(15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoyl-glycine	A monocarboxylic acid anion that is the conjugate base of N-[(15S)-hydroperoxy-(5Z,8Z,11Z,13E)-icosatetraenoyl]glycine, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C22H34NO5		BBMKNIXRDCQCME-RQYADBJFSA-M	392.2442468	CHEBI:132076		
BASm0008232	N-(15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoyl-alanine	An N-acyl-L-alpha-amino acid anion that is the conjugate base of N-[(15S)-hydroperoxy-(5Z,8Z,11Z,13E)-icosatetraenoyl]alanine, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C23H36NO5		PYTWJSOUEZSBDS-KWECEVBASA-M	406.2598968	CHEBI:132077		
BASm0008233	N-(15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoyl-gamma-aminobutanoate	A monocarboxylic acid anion that is the conjugate base of N-[(15S)-hydroperoxy-(5Z,8Z,11Z,13E)-icosatetraenoyl]-gamma-aminobutanoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CCCCC[C@@H](/C=C/C=C\C/C=C\C/C=C\CCCC(=O)NCCCC(=O)[O-])OO	C24H38NO5	InChI=1S/C24H39NO5/c1-2-3-13-17-22(30-29)18-14-11-9-7-5-4-6-8-10-12-15-19-23(26)25-21-16-20-24(27)28/h4-5,8-11,14,18,22,29H,2-3,6-7,12-13,15-17,19-21H2,1H3,(H,25,26)(H,27,28)/p-1/b5-4-,10-8-,11-9-,18-14+/t22-/m0/s1	MGNPEOZYWFYMNH-ORLNMRMGSA-M		CHEBI:132078		
BASm0008234	resolvin D1	Resolvin D1 (RvD1) is an autacoid resolvin. Autacoids are chemical mediators including the families of resolvins and protectins, defined by their potent bioactions and novel chemical structures. The bioactive local mediators, or autacoids, that require enzymatic generation from the omega-3 essential fatty acid EPA were first identified in resolving inflammatory exudates in vivo and carry potent stereoselective biological actions. Resolvins of the E (RvE) series are derived from eicosapentaenoic acid (EPA). Those derived from docosahexaenoic acid (DHA) were termed resolvins of the D series, for example resolvin D1 (RvD1).Resolvins and protectins have specific stereoselective actions which evoke biological actions in the nanogram range in vivo and are natural exudate products. Resolvins and protectins as distinct chemical families join the lipoxins as potent agonists of endogenous anti-inflammation and are proresolving chemical mediators of interest in human disease as potential new approaches to treatment. The term resolvins (resolution-phase interaction products) was first introduced to signify that these new structures were endogenous mediators, biosynthesized in the resolution phase of inflammatory exudates, possessing very potent anti-inflammatory and immunoregulatory actions. These actions include reducing neutrophil traffic, regulating cytokine and reactive oxygen species, and lowering the magnitude of the response. In recent years, investigators have recognized inflammation as playing a key role in many prevalent diseases not previously considered to be of inflammatory etiology. These include Alzheimer's disease, cardiovascular disease, and cancer, which now join those well-appreciated inflammatory disorders such as arthritis and periodontal disease. Identifying the molecular mechanism(s) that underlie the many reports of the benefits of dietary omega-3 PUFAs remains an important challenge for nutrition and medicine. Thus, that these new mediator families, resolvins and protectins, are biosynthesized from EPA and DHA, act locally, and possess potent, novel bioactions is of interest to researchers. (PMID: 17090225).			CC/C=C\C[C@H](O)/C=C/C=C\C=C\C=C\[C@@H](O)[C@@H](O)C/C=C\CCC(=O)[O-]	C22H32O5	InChI=1S/C22H32O5/c1-2-3-9-14-19(23)15-10-6-4-5-7-11-16-20(24)21(25)17-12-8-13-18-22(26)27/h3-12,15-16,19-21,23-25H,2,13-14,17-18H2,1H3,(H,26,27)/b6-4-,7-5+,9-3-,12-8-,15-10+,16-11+/t19-,20?,21-/m0/s1	OIWTWACQMDFHJG-NJIQAZPPSA-N	376.2249741	CHEBI:132079	HMDB0003733	
BASm0008235	8-oxoresolvin D1	A polyunsaturated fatty acid anion that is the conjugate base of 8-oxoresolvin D1, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CC/C=C\C[C@H](O)/C=C/C=C\C=C\C=C\C(=O)[C@@H](O)C/C=C\CCC(=O)[O-]	C22H29O5	InChI=1S/C22H30O5/c1-2-3-9-14-19(23)15-10-6-4-5-7-11-16-20(24)21(25)17-12-8-13-18-22(26)27/h3-12,15-16,19,21,23,25H,2,13-14,17-18H2,1H3,(H,26,27)/p-1/b6-4-,7-5+,9-3-,12-8-,15-10+,16-11+/t19-,21-/m0/s1	LUPPRXHPUZNWES-BZRROHBCSA-M		CHEBI:132080		
BASm0008236	17-oxoresolvin D1	A polyunsaturated fatty acid that is the conjugate base of 17-oxoresolvin D1, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CC/C=C\CC(=O)/C=C/C=C\C=C\C=C\[C@@H](O)[C@@H](O)C/C=C\CCC(=O)[O-]	C22H29O5	InChI=1S/C22H30O5/c1-2-3-9-14-19(23)15-10-6-4-5-7-11-16-20(24)21(25)17-12-8-13-18-22(26)27/h3-12,15-16,20-21,24-25H,2,13-14,17-18H2,1H3,(H,26,27)/p-1/b6-4-,7-5+,9-3-,12-8-,15-10+,16-11+/t20-,21+/m1/s1	UKRCOMRGFCFHQM-VPHBCXEASA-M		CHEBI:132081		
BASm0008237	(18S)-hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoate				CC[C@H](O)/C=C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H30O3	InChI=1S/C20H30O3/c1-2-19(21)17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-20(22)23/h4-7,10-13,15,17,19,21H,2-3,8-9,14,16,18H2,1H3,(H,22,23)/b6-4-,7-5+,12-10-,13-11-,17-15+/t19-/m0/s1	LRWYBGFSVUBWMO-NQZHIPPKSA-N		CHEBI:132083		
BASm0008238					*N[C@@H](CO[C@@H]1OC[C@@H](O)[C@H](O)[C@H]1O)C(*)=O					CHEBI:132085		
BASm0008239	(15S)-hydroxy-(5Z,8Z,11Z,13E,17Z)-eicosapentaenoate	15S-hydroxy-5Z,8Z,11Z,13E,17Z-eicosapentaenoic acid, also known as 15S-HEPE, is classified as a member of the Hydroxyeicosapentaenoic acids. Hydroxyeicosapentaenoic acids are eicosanoic acids with an attached hydroxyl group and five CC double bonds. 15S-hydroxy-5Z,8Z,11Z,13E,17Z-eicosapentaenoic acid is considered to be practically insoluble (in water) and acidic.  15S-hydroxy-5Z,8Z,11Z,13E,17Z-eicosapentaenoic acid is an eicosanoid lipid molecule			CC/C=C\C[C@H](O)/C=C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H30O3	InChI=1S/C20H30O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h3-5,8-11,13-14,17,19,21H,2,6-7,12,15-16,18H2,1H3,(H,22,23)/b5-4-,10-8-,11-9-,13-3-,17-14+/t19-/m0/s1	WLKCSMCLEKGITB-DBVSHIMFSA-N	318.2194948	CHEBI:132087	HMDB0062296	
BASm0008240					*N[C@@H](CO[C@@H]1OC[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)C(*)=O					CHEBI:132088		
BASm0008241					*N[C@@H](CO[C@@H]1OC[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@H]2O)[C@H](O)[C@H]1O)C(*)=O					CHEBI:132090		
BASm0008242	(5S)-hydroperoxy-(18S)-hydroxy-(6E,8Z,11Z,14Z,16E)-eicosapentaenoate	An icosanoid anion that is the conjugate base of (5S)-hydroperoxy-(18S)-hydroxy-(6E,8Z,11Z,14Z,16E)-icosapentaenoic acid, arising from deprotonation of the carboxylic acid group; major species at pH 7.3.			CC[C@H](O)/C=C/C=C\C/C=C\C/C=C\C=C\[C@H](CCCC(=O)[O-])OO	C20H29O5	InChI=1S/C20H30O5/c1-2-18(21)14-11-9-7-5-3-4-6-8-10-12-15-19(25-24)16-13-17-20(22)23/h3-4,7-12,14-15,18-19,21,24H,2,5-6,13,16-17H2,1H3,(H,22,23)/p-1/b4-3-,9-7-,10-8-,14-11+,15-12+/t18-,19+/m0/s1	JIOJPWROWDJRKM-SFHVADPASA-M		CHEBI:132091		
BASm0008243					*N[C@@H](CO[C@@H]1OC[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]4O)[C@H]3O)[C@H]2O)[C@H](O)[C@H]1O)C(*)=O					CHEBI:132093		
BASm0008244					*N[C@@H](CO[C@@H]1OC[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](C(=O)[O-])[C@@H](O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5NC(C)=O)[C@H](O)[C@H]4O)[C@H]3O)[C@H]2O)[C@H](O)[C@H]1O)C(*)=O					CHEBI:132104		
BASm0008245					*N[C@@H](CO[C@@H]1OC[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](C(=O)[O-])[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5NC(C)=O)[C@H](O)[C@H]4O)[C@H]3O)[C@H]2O)[C@H](O)[C@H]1O)C(*)=O					CHEBI:132105		
BASm0008246	syringate			Expected Solid	COc1cc(C(=O)[O-])cc(OC)c1O	C9H9O5	InChI=1S/C9H10O5/c1-13-6-3-5(9(11)12)4-7(14-2)8(6)10/h3-4,10H,1-2H3,(H,11,12)/p-1	JMSVCTWVEWCHDZ-UHFFFAOYSA-M	197.045547	CHEBI:132111		MMDBc0054670
BASm0008247	UDP-N-acetyl-alpha-D-galactosamine 4-sulfate	A UDP-N-acetyl-D-galactosamine 4-sulfate(4-) in which the anomeric centre of the galactosamine fragment has alpha-configuration			CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](CO)[C@H](OS(=O)(=O)[O-])[C@@H]1O	C17H24N3O20P2S	InChI=1S/C17H27N3O20P2S/c1-6(22)18-10-12(25)14(39-43(32,33)34)7(4-21)37-16(10)38-42(30,31)40-41(28,29)35-5-8-11(24)13(26)15(36-8)20-3-2-9(23)19-17(20)27/h2-3,7-8,10-16,21,24-26H,4-5H2,1H3,(H,18,22)(H,28,29)(H,30,31)(H,19,23,27)(H,32,33,34)/p-3/t7-,8-,10-,11-,12-,13-,14+,15-,16-/m1/s1	ITVFJXYJMFKBES-ACMLXWNCSA-K		CHEBI:132114		
BASm0008248	UDP-N-acetyl-alpha-D-galactosamine 4,6-bissulfate	A UDP-N-acetyl-D-galactosamine 4,6-bissulfate(4-) in which the anomeric centre of the galactosamine fragment has alpha-configuration			CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](COS(=O)(=O)[O-])[C@H](OS(=O)(=O)[O-])[C@@H]1O	C17H23N3O23P2S2	InChI=1S/C17H27N3O23P2S2/c1-6(21)18-10-12(24)14(42-47(34,35)36)8(5-38-46(31,32)33)40-16(10)41-45(29,30)43-44(27,28)37-4-7-11(23)13(25)15(39-7)20-3-2-9(22)19-17(20)26/h2-3,7-8,10-16,23-25H,4-5H2,1H3,(H,18,21)(H,27,28)(H,29,30)(H,19,22,26)(H,31,32,33)(H,34,35,36)/p-4/t7-,8-,10-,11-,12-,13-,14+,15-,16-/m1/s1	LPADIYKTUSHKJJ-ACMLXWNCSA-J		CHEBI:132115		
BASm0008249	a quinone				[1*]C1=C([2*])C(=O)C([3*])=C([4*])C1=O					CHEBI:132124		
BASm0008250	8-hydroxy-(11S,12S)-epoxy-(5Z,9E,14Z)-eicosatrienoate			Expected Solid	CCCCC/C=C\C[C@@H]1O[C@H]1/C=C/C(O)C/C=C\CCCC(=O)[O-]	C20H31O4	InChI=1S/C20H32O4/c1-2-3-4-5-6-10-13-18-19(24-18)16-15-17(21)12-9-7-8-11-14-20(22)23/h6-7,9-10,15-19,21H,2-5,8,11-14H2,1H3,(H,22,23)/p-1/b9-7-,10-6-,16-15+/t17?,18-,19+/m0/s1	SGTUOBURCVMACZ-CIQDQOFUSA-M	335.2227831	CHEBI:132127	HMDB0062619	MMDBc0049089
BASm0008251	(8S)-hydroxy-(11S,12S)-epoxy-(5Z,9E,14Z)-eicosatrienoate			Expected Solid	CCCCC/C=C\C[C@@H]1O[C@H]1/C=C/[C@@H](O)C/C=C\CCCC(=O)[O-]	C20H31O4	InChI=1S/C20H32O4/c1-2-3-4-5-6-10-13-18-19(24-18)16-15-17(21)12-9-7-8-11-14-20(22)23/h6-7,9-10,15-19,21H,2-5,8,11-14H2,1H3,(H,22,23)/p-1/b9-7-,10-6-,16-15+/t17?,18-,19+/m0/s1	SGTUOBURCVMACZ-CIQDQOFUSA-M	335.2227831	CHEBI:132129	HMDB0062619	MMDBc0049089
BASm0008252	(R)-demethyl-4-deoxygadusol			Expected Solid	O=C1C[C@@](O)(CO)CC([O-])=C1O	C7H9O5	InChI=1S/C7H10O5/c8-3-7(12)1-4(9)6(11)5(10)2-7/h8-9,11-12H,1-3H2/p-1/t7-/m1/s1	OWHGXOODGNBQRG-SSDOTTSWSA-M	173.045547	CHEBI:132139		MMDBc0055042
BASm0008253	prostaglandin D3		71902-47-1	Expected Solid	CC/C=C\C[C@H](O)/C=C/[C@H]1C(=O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)[O-]	C20H29O5	InChI=1S/C20H30O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h3-4,6-7,12-13,15-18,21-22H,2,5,8-11,14H2,1H3,(H,24,25)/p-1/b6-3-,7-4-,13-12+/t15-,16+,17+,18-/m0/s1	ANOICLBSJIMQTA-WXGBOJPQSA-M	349.2020476	CHEBI:132149	HMDB0003034	MMDBc0048495
BASm0008254	3-(4-deoxy-beta-D-gluc-4-enuronosyl)-N-acetyl-D-glucosamine		9007-27-6		CC(=O)N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@@H]1OC(C(=O)[O-])=C[C@H](O)[C@H]1O	C14H21NO11	InChI=1S/C14H21NO11/c1-4(17)15-8-11(10(20)7(3-16)24-13(8)23)26-14-9(19)5(18)2-6(25-14)12(21)22/h2,5,7-11,13-14,16,18-20,23H,3H2,1H3,(H,15,17)(H,21,22)/t5-,7-,8+,9-,10+,11-,13-,14?/m1/s1	DLGJWSVWTWEWBJ-HGGSSLSASA-N		CHEBI:132151		
BASm0008255	6-({2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid					C14H22NO12		LJORHONFMDUUHP-VOGNPWKQSA-M	396.1147487	CHEBI:132153	HMDB0155826	
BASm0008256	6-({2,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid					C14H22NO12		LJORHONFMDUUHP-VOGNPWKQSA-M	396.1147487	CHEBI:132153	HMDB0155826	
BASm0008257						C22H35N2O17		AFEUFAVYWMAMHL-PQHYAFJDSA-M	599.1941213	CHEBI:132154		
BASm0008258	all-trans-7,8-dihydroretinol	A retinoid obtained by formal hydrogenation across the 7,8-double bond of all-trans-retinol				C20H32O		XEMSPUZLYVPKPX-SHGBQBHBSA-N	288.2453157	CHEBI:132173		
BASm0008259	beta-D-glucosyl-(1->4)-N-acetyl-alpha-D-glucosaminyl di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid		C69H113NO17P2		UUCCUHBMBRNBLG-RDRPKIEGSA-L	1289.749472	CHEBI:132174		MMDBc0055749
BASm0008260	(3S)-3-hydroxyadipyl-CoA	3-Hydroxypentanoyl-CoA is also known as 3-Hydroxyadipoyl-CoA or S-(5-Carboxy-3-hydroxypentanoyl)-CoA.  3-Hydroxypentanoyl-CoA is considered to be slightly soluble (in water) and acidic.  3-Hydroxypentanoyl-CoA is a fatty ester lipid molecule				C27H39N7O20P3S		OTEACGAEDCIMBS-NOTSHUFBSA-I	906.1210868	CHEBI:132183	HMDB0062352	
BASm0008261	(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate			Expected Solid	[H]O[C@]([H])(C(\[H])=C(/[H])[C@@]([H])(SC([H])([H])[C@]([H])(N([H])C(=O)C([H])([H])C([H])([H])[C@@]([H])(C([O-])=O)[N+]([H])([H])[H])C(=O)N([H])C([H])([H])C([O-])=O)[C@@]([H])(O[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])C([H])=C([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([O-])=O	C30H47N3O10S	InChI=1S/C30H49N3O10S/c1-2-3-9-13-24(35)25(17-15-21(34)12-10-7-5-4-6-8-11-14-27(37)38)44-20-23(29(41)32-19-28(39)40)33-26(36)18-16-22(31)30(42)43/h4,6-7,10,15,17,21-25,34-35H,2-3,5,8-9,11-14,16,18-20,31H2,1H3,(H,32,41)(H,33,36)(H,37,38)(H,39,40)(H,42,43)/p-2/b6-4-,10-7-,17-15+/t21-,22-,23-,24-,25+/m0/s1	JHBHHPKTNQAMGQ-MHUJEVIJSA-L	641.2993131	CHEBI:132200		MMDBc0048482
BASm0008262	11(S)-hydroxy-14(S),15(S)-epoxy-(5Z,8Z,12E)-eicosatrienoate		219535-29-2		CCCCC[C@@H]1O[C@H]1/C=C/[C@@H](O)C/C=C\C/C=C\CCCC(=O)[O-]	C20H32O4	InChI=1S/C20H32O4/c1-2-3-9-13-18-19(24-18)16-15-17(21)12-10-7-5-4-6-8-11-14-20(22)23/h4,6-7,10,15-19,21H,2-3,5,8-9,11-14H2,1H3,(H,22,23)/b6-4+,10-7+,16-15+	WLMZMBKVRPUYIG-DQHCSFNSSA-N		CHEBI:132201		
BASm0008263	N-acetyl-beta-D-mannosaminyl-(1->4)-N-acetyl-alpha-D-glucosaminyl di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP(O)(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]2([H])N=C(C)[O-])[C@]([H])(O)[C@@]1([H])N=C(C)[O-])=C(\C)CCC=C(C)C	C71H116N2O17P2	InChI=1S/C71H118N2O17P2/c1-49(2)25-15-26-50(3)27-16-28-51(4)29-17-30-52(5)31-18-32-53(6)33-19-34-54(7)35-20-36-55(8)37-21-38-56(9)39-22-40-57(10)41-23-42-58(11)43-24-44-59(12)45-46-85-91(81,82)90-92(83,84)89-71-65(73-61(14)77)68(80)69(63(48-75)87-71)88-70-64(72-60(13)76)67(79)66(78)62(47-74)86-70/h25,27,29,31,33,35,37,39,41,43,45,62-71,74-75,78-80H,15-24,26,28,30,32,34,36,38,40,42,44,46-48H2,1-14H3,(H,72,76)(H,73,77)(H,81,82)(H,83,84)/p-2/b50-27+,51-29+,52-31-,53-33-,54-35-,55-37-,56-39-,57-41-,58-43-,59-45-/t62-,63-,64+,65-,66-,67-,68-,69-,70+,71-/m1/s1	CALMUTCFVFZDOC-BHUBDZAQSA-L	1330.776021	CHEBI:132210		MMDBc0056127
BASm0008264	4-O-[(2R)-glycerylphospho]-N-acetyl-beta-D-mannosaminyl-(1->4)-N-acetyl-alpha-D-glucosaminyl di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP(O)(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(OP([O-])(=O)OC[C@]([H])(O)CO)[C@]([H])(O)[C@@]2([H])N=C(C)[O-])[C@]([H])(O)[C@@]1([H])N=C(C)[O-])=C(\C)CCC=C(C)C	C74H122N2O22P3	InChI=1S/C74H125N2O22P3/c1-51(2)25-15-26-52(3)27-16-28-53(4)29-17-30-54(5)31-18-32-55(6)33-19-34-56(7)35-20-36-57(8)37-21-38-58(9)39-22-40-59(10)41-23-42-60(11)43-24-44-61(12)45-46-91-100(87,88)98-101(89,90)97-74-68(76-63(14)81)69(83)71(65(48-78)94-74)95-73-67(75-62(13)80)70(84)72(66(49-79)93-73)96-99(85,86)92-50-64(82)47-77/h25,27,29,31,33,35,37,39,41,43,45,64-74,77-79,82-84H,15-24,26,28,30,32,34,36,38,40,42,44,46-50H2,1-14H3,(H,75,80)(H,76,81)(H,85,86)(H,87,88)(H,89,90)/p-3/b52-27+,53-29+,54-31-,55-33-,56-35-,57-37-,58-39-,59-41-,60-43-,61-45-/t64-,65-,66-,67-,68-,69-,70-,71-,72-,73+,74-/m1/s1	VALAJJHDWQFMQN-YLMGTMOPSA-K	1483.771855	CHEBI:132211		MMDBc0055528
BASm0008265	(5S)-hydroperoxy-(18R)-hydroxy-(6E,8Z,11Z,14Z,16E)-eicosapentaenoate	An icosanoid anion arising from deprotonation of the carboxylic acid function of 5(S)-hydroperoxy-18(R)-hydroxy-(6E,8Z,11Z,14Z,16E)-icosapentaenoic acid; major species at pH 7.3.			CC[C@@H](O)/C=C/C=C\C/C=C\C/C=C\C=C\[C@H](CCCC(=O)[O-])OO	C20H29O5	InChI=1S/C20H30O5/c1-2-18(21)14-11-9-7-5-3-4-6-8-10-12-15-19(25-24)16-13-17-20(22)23/h3-4,7-12,14-15,18-19,21,24H,2,5-6,13,16-17H2,1H3,(H,22,23)/p-1/b4-3-,9-7-,10-8-,14-11+,15-12+/t18-,19-/m1/s1	JIOJPWROWDJRKM-NNQKPOSRSA-M		CHEBI:132218		
BASm0008266	(5S,6S)-epoxy-(18R)-hydroxy-(7E,9E,11Z,14Z,16E)-eicosapentaenoate	 5,6-epoxy,18R-HEPE is considered to be practically insoluble (in water) and acidic			CC[C@@H](O)/C=C/C=C\C/C=C\C=C\C=C\[C@@H]1O[C@H]1CCCC(=O)[O-]	C20H28O4	InChI=1S/C20H28O4/c1-2-17(21)13-10-8-6-4-3-5-7-9-11-14-18-19(24-18)15-12-16-20(22)23/h3,5-11,13-14,17-19,21H,2,4,12,15-16H2,1H3,(H,22,23)/b5-3+,8-6-,9-7+,13-10+,14-11+/t17-,18?,19?/m1/s1	ZPAJZAMPZXISSE-LZXXFFAVSA-N	332.1987594	CHEBI:132219	HMDB0062410	
BASm0008267	4-O-[di(2R)-glycerylphospho]-N-acetyl-beta-D-mannosaminyl-(1->4)-N-acetyl-alpha-D-glucosaminyl di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](OP(=O)([O-])OC[C@H](O)COP(=O)([O-])OC[C@H](O)CO)[C@H](O)[C@H]2NC(C)=O)[C@@H]1O	C77H128N2O27P4	InChI=1S/C77H132N2O27P4/c1-53(2)25-15-26-54(3)27-16-28-55(4)29-17-30-56(5)31-18-32-57(6)33-19-34-58(7)35-20-36-59(8)37-21-38-60(9)39-22-40-61(10)41-23-42-62(11)43-24-44-63(12)45-46-97-109(93,94)106-110(95,96)105-77-71(79-65(14)84)72(87)74(68(48-81)102-77)103-76-70(78-64(13)83)73(88)75(69(49-82)101-76)104-108(91,92)100-52-67(86)51-99-107(89,90)98-50-66(85)47-80/h25,27,29,31,33,35,37,39,41,43,45,66-77,80-82,85-88H,15-24,26,28,30,32,34,36,38,40,42,44,46-52H2,1-14H3,(H,78,83)(H,79,84)(H,89,90)(H,91,92)(H,93,94)(H,95,96)/p-4/b54-27+,55-29+,56-31-,57-33-,58-35-,59-37-,60-39-,61-41-,62-43-,63-45-/t66-,67-,68-,69-,70+,71-,72-,73-,74-,75-,76+,77-/m1/s1	XTZSKDGCELJMAX-RVJRVLLYSA-J	1636.767689	CHEBI:132224		MMDBc0055530
BASm0008268	all-trans-3,4-didehydroretinol	Vitamin A2 is the form, C20H28O, of vitamin A found in the retina and liver of freshwater fishes and certain invertebrates and amphibians; it differs from retinol (vitamin A1) in having one more conjugated double bond and has approximately one-third the biological activity of retinol. Called also retinol2.	79-80-1		C\C(=C/CO)\C=C\C=C(/C)\C=C\C1=C(C)C=CCC1(C)C	C20H28O	InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6-13,21H,14-15H2,1-5H3/b9-6+,12-11+,16-8+,17-13+	XWCYDHJOKKGVHC-OVSJKPMPSA-N	284.2140155	CHEBI:132246	HMDB0013117	
BASm0008269					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:132248		
BASm0008270	N-[(5Z,8Z,11Z,14Z)-eicosatetraenoyl]-serotonin	An N-acylserotonin obtained by formal condensation of the carboxy group of arachidonic acid with the primary amino group of serotonin.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCc1c[nH]c2ccc(O)cc12	C30H42N2O2	InChI=1S/C30H42N2O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(34)31-23-22-26-25-32-29-21-20-27(33)24-28(26)29/h6-7,9-10,12-13,15-16,20-21,24-25,32-33H,2-5,8,11,14,17-19,22-23H2,1H3,(H,31,34)/b7-6-,10-9-,13-12-,16-15-	QJDNHGXNNRLIGA-DOFZRALJSA-N		CHEBI:132255		
BASm0008271	2-oxo-N-[(5Z,8Z,11Z,14Z)-eicosatetraenoyl]-serotonin	A fatty amide obtained by formal condensation of the carboxy group of arachidonic acid with the amino group of 2-oxoserotonin.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCC1C(=O)Nc2ccc(O)cc21	C30H42N2O3	InChI=1S/C30H42N2O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-29(34)31-23-22-26-27-24-25(33)20-21-28(27)32-30(26)35/h6-7,9-10,12-13,15-16,20-21,24,26,33H,2-5,8,11,14,17-19,22-23H2,1H3,(H,31,34)(H,32,35)/b7-6-,10-9-,13-12-,16-15-	NTJHTZJPDOWXMN-DOFZRALJSA-N		CHEBI:132256		
BASm0008272	all-trans-4-hydroxyretinol				CC1=C(/C=C/C(C)=C/C=C/C(C)=C/CO)C(C)(C)CCC1O	C20H30O2	InChI=1S/C20H30O2/c1-15(7-6-8-16(2)12-14-21)9-10-18-17(3)19(22)11-13-20(18,4)5/h6-10,12,19,21-22H,11,13-14H2,1-5H3/b8-6+,10-9+,15-7+,16-12+	IOELQUUUYMBPSA-RMWYGNQTSA-N	302.2245802	CHEBI:132259	HMDB0156389	
BASm0008273	1-[(9S,10R)-epoxy-octadecanoyl]-sn-glycero-3-phosphocholine	An lysophosphatidylcholine derived from epoxidation across the double bond of 1-O-oleoyl-sn-glycero-3-phosphocholine.			CCCCCCCC[C@H]1O[C@H]1CCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OCC[N+](C)(C)C	C26H52NO8P	InChI=1S/C26H52NO8P/c1-5-6-7-8-10-13-16-24-25(35-24)17-14-11-9-12-15-18-26(29)32-21-23(28)22-34-36(30,31)33-20-19-27(2,3)4/h23-25,28H,5-22H2,1-4H3/t23-,24-,25+/m1/s1	UURNKRUZAWHJOR-SDHSZQHLSA-N		CHEBI:132278		
BASm0008274	1-[(9R,10S)-epoxy-octadecanoyl]-sn-glycero-3-phosphocholine	An lysophosphatidylcholine derived from epoxidation across the double bond of 1-O-oleoyl-sn-glycero-3-phosphocholine.			CCCCCCCC[C@@H]1O[C@@H]1CCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OCC[N+](C)(C)C	C26H52NO8P	InChI=1S/C26H52NO8P/c1-5-6-7-8-10-13-16-24-25(35-24)17-14-11-9-12-15-18-26(29)32-21-23(28)22-34-36(30,31)33-20-19-27(2,3)4/h23-25,28H,5-22H2,1-4H3/t23-,24+,25-/m1/s1	UURNKRUZAWHJOR-DSNGMDLFSA-N		CHEBI:132280		
BASm0008275	1-[8-hydroxy-(9Z)-octadecenoyl]-sn-glycero-3-phosphocholine	A 1-O-acyl-sn-glycero-3-phosphocholine obtained by hydroxylation at position 8 of 1-O-oleoyl-sn-glycero-3-phosphocholine.			CCCCCCCC/C=C\C(O)CCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OCC[N+](C)(C)C	C26H52NO8P	InChI=1S/C26H52NO8P/c1-5-6-7-8-9-10-11-14-17-24(28)18-15-12-13-16-19-26(30)33-22-25(29)23-35-36(31,32)34-21-20-27(2,3)4/h14,17,24-25,28-29H,5-13,15-16,18-23H2,1-4H3/b17-14-/t24?,25-/m1/s1	LXMIXPWDURHZGB-SQRAKKIQSA-N		CHEBI:132285		
BASm0008276	1-[11-hydroxy-(9Z)-octadecenoyl]-sn-glycero-3-phosphocholine	A 1-O-acyl-sn-glycero-3-phosphocholine obtained by hydroxylation at position 11 of 1-O-oleoyl-sn-glycero-3-phosphocholine.			CCCCCCCC(O)/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OCC[N+](C)(C)C	C26H52NO8P	InChI=1S/C26H52NO8P/c1-5-6-7-11-14-17-24(28)18-15-12-9-8-10-13-16-19-26(30)33-22-25(29)23-35-36(31,32)34-21-20-27(2,3)4/h15,18,24-25,28-29H,5-14,16-17,19-23H2,1-4H3/b18-15-/t24?,25-/m1/s1	AWUQKIQOTXHCGE-VVBBKONWSA-N		CHEBI:132286		
BASm0008277	(1S,2S)-pseudoephedrine	Pseudoephedrine is a member of the class of phenylethanolamines that is (1S)-2-(methylamino)-1-phenylethan-1-ol in which the pro-S hydrogen at position 2 is replaced by a methyl group. It has a role as a sympathomimetic agent, an anti-asthmatic drug, a bronchodilator agent, a vasoconstrictor agent, a central nervous system drug, a nasal decongestant, a xenobiotic and a plant metabolite. It is a secondary alcohol, a secondary amino compound and a member of phenylethanolamines. It is a conjugate base of a pseudoephedrine(1+). Pseudoephedrine is a sympathomimetic drug of the phenethylamine and amphetamine chemical classes. It may be used as a nasal/sinus decongestant, as a stimulant, or as a wakefulness-promoting agent in higher doses. It was first characterized in 1889, by the German chemists Ladenburg and Oelschlägel, who used a sample that had been isolated from Ephedra vulgaris by the Merck pharmaceutical corporation of Darmstadt, Germany. The salts pseudoephedrine hydrochloride and pseudoephedrine sulfate are found in many over-the-counter preparations, either as a single ingredient or (more commonly) in a fixed-dose combination with one or more additional active ingredients such as antihistamines, guaifenesin, dextromethorphan, paracetamol (acetaminophen) or an NSAID (such as aspirin or ibuprofen). At first, pseudoephedrine was known as a natural substance that occurs in shrubs of the Ephedra genus, which grow worldwide. Almost all commercial pseudoephedrine, however, is produced by fermenting dextrose in the presence of benzaldehyde. The primary product, (R)-phenylacetylcarbinol, is aminated to make pseudoephedrine. Pseudoephedrine acts on α- and β2-adrenergic receptors, to cause vasoconstriction and relaxation of smooth muscle in the bronchi, respectively. α-Adrenergic receptors are located on the muscles lining the walls of blood vessels. When these receptors are activated, the muscles contract, causing the blood vessels to constrict (vasoconstriction). The constricted blood vessels now allow less fluid to leave the blood vessels and enter the nose, throat and sinus linings, which results in decreased inflammation of nasal membranes, as well as decreased mucus production. Thus, by constriction of blood vessels, mainly those located in the nasal passages, pseudoephedrine causes a decrease in the symptoms of nasal congestion. Activation of β2-adrenergic receptors produces relaxation of smooth muscle of the bronchi, causing bronchial dilation and in turn decreasing congestion (although not fluid) and difficulty breathing.	90-82-4	Solid	C[NH2+][C@@H](C)[C@@H](O)c1ccccc1	C10H15NO	InChI=1S/C10H15NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,10-12H,1-2H3/t8-,10+/m0/s1	KWGRBVOPPLSCSI-WCBMZHEXSA-N	165.1153641	CHEBI:132296	HMDB0001943	
BASm0008278					CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](OP(=O)([O-])OC[C@H](O)COP(=O)([O-])OC[C@@H](CO)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@@H]1O	(C9H16O10P)n.C74H122N2O22P3				CHEBI:132356		
BASm0008279	1alpha-hydroxytestosterone				C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)C[C@H](O)[C@@]43C)[C@@H]1CC[C@@H]2O	C19H28O3	InChI=1S/C19H28O3/c1-18-8-7-15-13(14(18)5-6-16(18)21)4-3-11-9-12(20)10-17(22)19(11,15)2/h9,13-17,21-22H,3-8,10H2,1-2H3	LUWKGSHFDJJDAJ-UHFFFAOYSA-N	304.2038448	CHEBI:132358	HMDB0243903	
BASm0008280					*C[C@H](C)C[C@H](C)C[C@H](C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OC[C@H](N*)C(*)=O					CHEBI:132361		
BASm0008281	acceptor beta-D-glucuronoside				*[C@@H]1O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]1O					CHEBI:132367		
BASm0008282	glucuronate acceptor				*[H]					CHEBI:132368		
BASm0008283					*N[C@@H](CO[C@@H]1OC[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](C(=O)[O-])[C@@H](O[C@H]5O[C@H](CO)[C@@H](O[C@@H]6O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]6O)[C@H](O)[C@H]5NC(C)=O)[C@H](O)[C@H]4O)[C@H]3O)[C@H]2O)[C@H](O)[C@H]1O)C(*)=O					CHEBI:132415		
BASm0008284					*N[C@@H](CO[C@@H]1OC[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](C(=O)[O-])[C@@H](O[C@H]5O[C@H](CO)[C@@H](O[C@@H]6O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]6O)[C@H](O)[C@H]5NC(C)=O)[C@H](O)[C@H]4O)[C@H]3O)[C@H]2O)[C@H](O)[C@H]1O)C(*)=O					CHEBI:132415		
BASm0008285					*N[C@@H](CO[C@@H]1OC[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](C(=O)[O-])[C@@H](O[C@H]5O[C@H](CO)[C@@H](O[C@@H]6O[C@H](C(=O)[O-])[C@@H](O[C@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7NC(C)=O)[C@H](O)[C@H]6O)[C@H](O)[C@H]5NC(C)=O)[C@H](O)[C@H]4O)[C@H]3O)[C@H]2O)[C@H](O)[C@H]1O)C(*)=O					CHEBI:132416		
BASm0008286	chondrochloren A			Expected Solid	[H]\C(N=C(O)[C@]([H])(OC)[C@]([H])(O)[C@]([H])(OC)C(\[H])=C(/C)C(=O)[C@@]([H])(C)[C@@]([H])(O)[C@]([H])(C)CCCC)=C(/[H])C1=CC(Cl)=C(O)C=C1	C27H40ClNO7	InChI=1S/C27H40ClNO7/c1-7-8-9-16(2)23(31)18(4)24(32)17(3)14-22(35-5)25(33)26(36-6)27(34)29-13-12-19-10-11-21(30)20(28)15-19/h10-16,18,22-23,25-26,30-31,33H,7-9H2,1-6H3,(H,29,34)/b13-12-,17-14+/t16-,18+,22-,23+,25-,26-/m1/s1	FYBGSKAWXCBCIQ-JRAUAZSASA-N	525.2493303	CHEBI:132426		MMDBc0001334
BASm0008287	chondrochloren B			Expected Solid	[H]\C(N=C(O)[C@]([H])(OCC)[C@]([H])(O)[C@]([H])(OC)C(\[H])=C(/C)C(=O)[C@@]([H])(C)[C@@]([H])(O)[C@]([H])(C)CCCC)=C(/[H])C1=CC(Cl)=C(O)C=C1	C28H42ClNO7	InChI=1S/C28H42ClNO7/c1-7-9-10-17(3)24(32)19(5)25(33)18(4)15-23(36-6)26(34)27(37-8-2)28(35)30-14-13-20-11-12-22(31)21(29)16-20/h11-17,19,23-24,26-27,31-32,34H,7-10H2,1-6H3,(H,30,35)/b14-13-,18-15+/t17-,19+,23-,24+,26-,27-/m1/s1	BIBQKWSSQXEIHK-IRFDLBBPSA-N	539.2649804	CHEBI:132442		MMDBc0013335
BASm0008288	1,1'-dihydroxy-3,4-didehydro-1,2-dihydrolycopene				C\C(CCCC(C)(C)O)=C/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C=C(\C)/C=C/CC(C)(C)O	C40H58O2	InChI=1S/C40H58O2/c1-33(21-13-23-35(3)25-15-27-37(5)29-17-31-39(7,8)41)19-11-12-20-34(2)22-14-24-36(4)26-16-28-38(6)30-18-32-40(9,10)42/h11-17,19-29,41-42H,18,30-32H2,1-10H3/b12-11+,21-13+,22-14+,25-15+,26-16+,29-17+,33-19+,34-20+,35-23+,36-24+,37-27+,38-28+	NJDYXCXZPKNDPR-ABMRICDRSA-N	570.4436811	CHEBI:132450		MMDBc0057095
BASm0008289	alpha-D-Mannosyl-beta-D-mannosyl-diacetylchitobiosyldiphosphodolichol	alpha-D-Mannosyl-beta-D-mannosyl-diacetylchitobiosyldiphosphodolichol, also known as Man-a1->3man-b1->4glcnac-b1->4glcnac-PP-dol, is classified as a member of the Polyprenyl phospho carbohydrates. Polyprenyl phospho carbohydrates are polyprenyl phosphates with a carbohydrate moiety attached to it. alpha-D-Mannosyl-beta-D-mannosyl-diacetylchitobiosyldiphosphodolichol is considered to be practically insoluble (in water) and acidic				C53H90N2O27P2		LXNPFZYOWOXRQK-SGCJZEHESA-L	1248.521717	CHEBI:132510	HMDB0062446	
BASm0008290					CC(=O)N[C@H]1[C@H](O[C@H]2[C@H](O)[C@@H](NC(C)=O)[C@@H](OP(=O)([O-])OP(=O)([O-])OCCC(C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@@H]2CO)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H](O)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H]2O)[C@@H]1O	(C5H8)n.C54H92N2O32P2				CHEBI:132511		
BASm0008291	(Alpha-D-Mannosyl)4-Beta-D-Mannosyl-Diacetylchitobiosyldiphosphodolichol, Human Liver Homolog			Expected Solid	CC(=O)N[C@H]1[C@H](O[C@H]2[C@H](O)[C@@H](NC(C)=O)[C@@H](OP(=O)([O-])OP(=O)([O-])OCCC(C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@@H]2CO)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H](O)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H]2O)[C@@H]1O	C71H122N2O42P2	InChI=1S/C71H122N2O42P2/c1-30(2)13-9-14-31(3)15-10-16-32(4)17-11-18-33(5)19-12-20-34(6)21-22-101-116(96,97)115-117(98,99)114-66-45(73-36(8)81)52(88)60(42(28-79)107-66)109-65-44(72-35(7)80)51(87)61(41(27-78)106-65)110-69-59(95)62(50(86)43(108-69)29-100-67-57(93)53(89)46(82)37(23-74)102-67)111-70-64(56(92)49(85)39(25-76)104-70)113-71-63(55(91)48(84)40(26-77)105-71)112-68-58(94)54(90)47(83)38(24-75)103-68/h13,15,17,19,34,37-71,74-79,82-95H,9-12,14,16,18,20-29H2,1-8H3,(H,72,80)(H,73,81)(H,96,97)(H,98,99)/b31-15+,32-17+,33-19+/t34?,37-,38-,39-,40-,41-,42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53+,54+,55+,56+,57+,58+,59+,60-,61-,62+,63+,64+,65+,66-,67+,68-,69+,70-,71-/m1/s1	HYYPTQKNNHAOBO-ANCZOWNESA-N	1736.69474	CHEBI:132515		MMDBc0048912
BASm0008292					CC(=O)N[C@H]1[C@H](O[C@H]2[C@H](O)[C@@H](NC(C)=O)[C@@H](OP(=O)([O-])OP(=O)([O-])OCCC(C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@@H]2CO)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO[C@H]3O[C@H](CO)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H]3O)[C@@H](O)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H]2O)[C@@H]1O	(C5H8)n.C72H122N2O47P2				CHEBI:132516		
BASm0008293					CC(=O)N[C@H]1[C@H](O[C@H]2[C@H](O)[C@@H](NC(C)=O)[C@@H](OP(=O)([O-])OP(=O)([O-])OCCC(C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@@H]2CO)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO[C@H]3O[C@H](CO)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H]3O)[C@@H](O)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H]2O)[C@@H]1O	(C5H8)n.C78H132N2O52P2				CHEBI:132517		
BASm0008294					CC(=O)N[C@H]1[C@H](O[C@H]2[C@H](O)[C@@H](NC(C)=O)[C@@H](OP(=O)([O-])OP(=O)([O-])OCCC(C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@@H]2CO)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO[C@H]3O[C@H](CO[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H]3O)[C@@H](O)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H]2O)[C@@H]1O	(C5H8)n.C84H142N2O57P2				CHEBI:132519		
BASm0008295	(Alpha-D-Mannosyl)8-Beta-D-Mannosyl-Diacetylchitobiosyldiphosphodolichol, Human Liver Homolog			Expected Solid	CC(=O)N[C@H]1[C@H](O[C@H]2[C@H](O)[C@@H](NC(C)=O)[C@@H](OP(=O)([O-])OP(=O)([O-])OCCC(C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@@H]2CO)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO[C@H]3O[C@H](CO[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H]3O)[C@@H](O)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H]2O)[C@@H]1O	C95H162N2O62P2	InChI=1S/C95H162N2O62P2/c1-34(2)13-9-14-35(3)15-10-16-36(4)17-11-18-37(5)19-12-20-38(6)21-22-138-160(132,133)159-161(134,135)158-86-53(97-40(8)108)64(119)77(49(31-106)147-86)150-85-52(96-39(7)107)63(118)78(48(30-105)146-85)151-91-76(131)80(153-94-84(71(126)60(115)46(28-103)144-94)157-95-83(70(125)59(114)47(29-104)145-95)156-90-74(129)67(122)56(111)43(25-100)141-90)62(117)51(149-91)32-136-87-75(130)79(152-93-82(69(124)58(113)45(27-102)143-93)155-89-73(128)66(121)55(110)42(24-99)140-89)61(116)50(148-87)33-137-92-81(68(123)57(112)44(26-101)142-92)154-88-72(127)65(120)54(109)41(23-98)139-88/h13,15,17,19,38,41-95,98-106,109-131H,9-12,14,16,18,20-33H2,1-8H3,(H,96,107)(H,97,108)(H,132,133)(H,134,135)/b35-15+,36-17+,37-19+/t38?,41-,42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-,54-,55-,56-,57-,58-,59-,60-,61-,62-,63-,64-,65+,66+,67+,68+,69+,70+,71+,72+,73+,74+,75+,76+,77-,78-,79+,80+,81+,82+,83+,84+,85+,86-,87+,88-,89-,90-,91+,92+,93-,94-,95-/m1/s1	BJWUBPJLKOKNEN-QFDIRLSWSA-N	2384.906034	CHEBI:132520		MMDBc0049270
BASm0008296					CC(=O)N[C@H]1[C@H](O[C@H]2[C@H](O)[C@@H](NC(C)=O)[C@@H](OP(=O)([O-])OP(=O)([O-])OCCC(C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@@H]2CO)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO[C@H]3O[C@H](CO[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H]3O)[C@@H](O)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H]3O)[C@@H]2O)[C@@H]1O	(C5H8)n.C96H162N2O67P2				CHEBI:132521		
BASm0008297					CC(=O)N[C@H]1[C@H](O[C@H]2[C@H](O)[C@@H](NC(C)=O)[C@@H](OP(=O)([O-])OP(=O)([O-])OCCC(C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@@H]2CO)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO[C@H]3O[C@H](CO[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H]3O)[C@@H](O)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@H]4O)[C@@H]3O)[C@@H]2O)[C@@H]1O	(C5H8)n.C102H172N2O72P2				CHEBI:132522		
BASm0008298					CC(=O)N[C@H]1[C@H](O[C@H]2[C@H](O)[C@@H](NC(C)=O)[C@@H](OP(=O)([O-])OP(=O)([O-])OCCC(C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@@H]2CO)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO[C@H]3O[C@H](CO[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H]3O)[C@@H](O)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@H]4O)[C@@H]3O)[C@@H]2O)[C@@H]1O	(C5H8)n.C108H182N2O77P2				CHEBI:132523		
BASm0008300					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O*)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:132529		
BASm0008301					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H](CO[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O)[C@@H](O)[C@H](O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O)[C@@H]4O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O[C@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O[C@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)[C@H]5O)[C@@H]4O)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:132537		
BASm0008302					*C[C@@H](C)C[C@@H](C)C[C@@H](C)C[C@@H](C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OC[C@H](N*)C(*)=O					CHEBI:132569		
BASm0008303					*C[C@@H](C)C[C@@H](C)C[C@@H](C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OC[C@H](N*)C(*)=O					CHEBI:132570		
BASm0008304	11a-hydroxytetracycline				[H][C@@]12C[C@]3([H])[C@](C)(O)C4=CC=CC(O)=C4C(=O)[C@]3(O)C(=O)[C@]1(O)C(=O)C(C(N)=O)=C([O-])[C@H]2[NH+](C)C	C22H24N2O9	InChI=1S/C22H24N2O9/c1-20(31)8-5-4-6-10(25)12(8)16(27)22(33)11(20)7-9-14(24(2)3)15(26)13(18(23)29)17(28)21(9,32)19(22)30/h4-6,9,11,14,25-26,31-33H,7H2,1-3H3,(H2,23,29)/t9-,11+,14-,20+,21+,22-/m0/s1	FWVRSACGGAUWNP-BWOONYPSSA-N	460.1481804	CHEBI:132727		MMDBc0057096
BASm0008305	6-methylpretetramide			Expected Solid		C20H14NO6		WBDQDVXPSGTJAV-UHFFFAOYSA-M	364.0826608	CHEBI:132734		MMDBc0052440
BASm0008306	4-dedimethylamino-4-oxo-anhydrotetracycline				Cc1c2c(c(O)c3c(O)cccc13)C(=O)[C@]1(O)C(=O)C(C(N)=O)=C([O-])C(=O)[C@@H]1C2	C20H15NO8	InChI=1S/C20H15NO8/c1-6-7-3-2-4-10(22)11(7)15(24)12-8(6)5-9-14(23)16(25)13(19(21)28)18(27)20(9,29)17(12)26/h2-4,9,22,24-25,29H,5H2,1H3,(H2,21,28)/t9-,20-/m0/s1	OJQSYBOSDDVFNO-LXGOIASLSA-N	397.0797664	CHEBI:132737		
BASm0008307	(S)-nandinine				COc1ccc2c(c1O)CN1CCc3cc4c(cc3[C@@H]1C2)OCO4	C19H19NO4	InChI=1S/C19H19NO4/c1-22-16-3-2-11-6-15-13-8-18-17(23-10-24-18)7-12(13)4-5-20(15)9-14(11)19(16)21/h2-3,7-8,15,21H,4-6,9-10H2,1H3	PQECCKIOFCWGRJ-UHFFFAOYSA-N	325.1314081	CHEBI:132749		
BASm0008308	2-methylbutan-2-ol	2-Methyl-2-butanol, also known as t-amyl alcohol (TAA) or amylene hydrate, belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H). 2-Methyl-2-butanol is a pungent tasting compound. 2-methyl-2-butanol has been detected, but not quantified, in several different foods, such as red bell peppers, pepper (c. annuum), fruits, yellow bell peppers, and orange bell peppers. This could make 2-methyl-2-butanol a potential biomarker for the consumption of these foods. In 1930's TAA was mainly used as a solvent for tribromoethanol (TBE), forming Avertin at a 0.5:1 volume ratio of TAA to TBE. When ingested, the effects of TAA may begin in about 30 minutes and can last up to 2 days. The oral LD50 in rats is 1 g/kg.	75-85-4		CCC(C)(C)O	C5H12O	InChI=1S/C5H12O/c1-4-5(2,3)6/h6H,4H2,1-3H3	MSXVEPNJUHWQHW-UHFFFAOYSA-N	88.08881501	CHEBI:132750	HMDB0033772	
BASm0008309	3-hydroxy-3-methylbut-1-ene	Isoprenyl alcohol, also known as CH2=chc(CH3)2oh or methylbutenol, belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H). Isoprenyl alcohol is an earthy, herbal, and oily tasting compound. isoprenyl alcohol has been detected, but not quantified, in a few different foods, such as blackcurrants, citrus, and fruits. This could make isoprenyl alcohol a potential biomarker for the consumption of these foods. A tertiary alcohol that is 3-methylbut-1-ene carrying a hydroxy substituent at position 3.	115-18-4		CC(C)(O)C=C	C5H10O	InChI=1S/C5H10O/c1-4-5(2,3)6/h4,6H,1H2,2-3H3	HNVRRHSXBLFLIG-UHFFFAOYSA-N	86.07316494	CHEBI:132752	HMDB0033854	
BASm0008310	beta-maaliene	Beta-maaliene belongs to the class of organic compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. These are sesquiterpenoids with a structure based on the eudesmane skeleton.  Sesquiterpenoids are terpenes that contain 15 carbon atoms and are comprised of three isoprene units. The biosynthesis of sesquiterpenes is known to occur mainly through the mevalonic acid pathway (MVA), in the cytosol. However, recent studies have found evidence of pathway crosstalk with the methyl-eritritol-phosphate (MEP) pathway in the plastid (PMID: 19932496, 17710406). Farnesyl diphosphate (FPP) is a key intermediate in the biosynthesis of cyclic sesquiterpenes. FPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. Beta-maalinene is a sesquiterpenoid found in the essential oil from root of Dahurian angelica (PMID: 21657081) and also as a volatile component of cannabis samples (PMID: 26657499).		1	CC1=C2[C@H]3[C@@H](CC[C@]2(C)CCC1)C3(C)C	C15H24	InChI=1S/C15H24/c1-10-6-5-8-15(4)9-7-11-13(12(10)15)14(11,2)3/h11,13H,5-9H2,1-4H3/t11-,13-,15+/m1/s1	UPGLJTCDRBIZKP-KYOSRNDESA-N	204.1878008	CHEBI:132831		
BASm0008311	(R)-2-hydroxyglutaryl-CoA			Expected Solid	[H][C@@](O)(CCC([O-])=O)C(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C26H37N7O20P3S	InChI=1S/C26H42N7O20P3S/c1-26(2,20(39)23(40)29-6-5-15(35)28-7-8-57-25(41)13(34)3-4-16(36)37)10-50-56(47,48)53-55(45,46)49-9-14-19(52-54(42,43)44)18(38)24(51-14)33-12-32-17-21(27)30-11-31-22(17)33/h11-14,18-20,24,34,38-39H,3-10H2,1-2H3,(H,28,35)(H,29,40)(H,36,37)(H,45,46)(H,47,48)(H2,27,30,31)(H2,42,43,44)/p-5/t13-,14-,18-,19-,20+,24-/m1/s1	ITRSBJZNLOYNNR-WZZMXTMRSA-I	892.1054367	CHEBI:132946		MMDBc0055028
BASm0008312	7alpha,12alpha-dihydroxy-3-oxochol-4-en-24-oyl-CoA			Expected Solid	[H][C@@](C)(CCC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@]([H])(O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])C[C@]([H])(O)[C@]12C	C45H66N7O20P3S	InChI=1S/C45H70N7O20P3S/c1-23(26-7-8-27-34-28(18-31(55)45(26,27)5)44(4)12-10-25(53)16-24(44)17-29(34)54)6-9-33(57)76-15-14-47-32(56)11-13-48-41(60)38(59)43(2,3)20-69-75(66,67)72-74(64,65)68-19-30-37(71-73(61,62)63)36(58)42(70-30)52-22-51-35-39(46)49-21-50-40(35)52/h16,21-23,26-31,34,36-38,42,54-55,58-59H,6-15,17-20H2,1-5H3,(H,47,56)(H,48,60)(H,64,65)(H,66,67)(H2,46,49,50)(H2,61,62,63)/p-4/t23-,26-,27+,28+,29-,30-,31+,34+,36-,37-,38+,42-,44+,45-/m1/s1	KJGXHAKCKWIECY-FMNMLSRDSA-J	1149.331814	CHEBI:132977		MMDBc0055642
BASm0008313	12alpha-hydroxy-3-oxochola-4,6-dien-24-oyl-CoA			Expected Solid	[H][C@@](C)(CCC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])C=CC4=CC(=O)CC[C@]4(C)[C@@]3([H])C[C@]([H])(O)[C@]12C	C45H64N7O19P3S	InChI=1S/C45H68N7O19P3S/c1-24(28-9-10-29-27-8-7-25-18-26(53)12-14-44(25,4)30(27)19-32(54)45(28,29)5)6-11-34(56)75-17-16-47-33(55)13-15-48-41(59)38(58)43(2,3)21-68-74(65,66)71-73(63,64)67-20-31-37(70-72(60,61)62)36(57)42(69-31)52-23-51-35-39(46)49-22-50-40(35)52/h7-8,18,22-24,27-32,36-38,42,54,57-58H,6,9-17,19-21H2,1-5H3,(H,47,55)(H,48,59)(H,63,64)(H,65,66)(H2,46,49,50)(H2,60,61,62)/p-4/t24-,27+,28-,29+,30+,31-,32+,36-,37-,38+,42-,44+,45-/m1/s1	XXRCPHNWDYEHBJ-UCJRQDITSA-J	1131.321249	CHEBI:132978		MMDBc0055165
BASm0008314	alliin	(R)C(S)S-Alliin is found in garden onion. (R)C(S)S-Alliin is a constituent of garlic oil (Allium sativum), also from ramsons (Allium ursinum).	556-27-4	Solid	C=CC[S@](=O)C[C@H]([NH3+])C(=O)[O-]	C6H11NO3S	InChI=1S/C6H11NO3S/c1-2-3-11(10)4-5(7)6(8)9/h2,5H,1,3-4,7H2,(H,8,9)	XUHLIQGRKRUKPH-UHFFFAOYSA-N	177.0459639	CHEBI:132987	HMDB0033592	
BASm0008315	bradykinin		58-82-2		NC(=[NH2+])NCCC[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CO)NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CCCN1C(=O)[C@@H]([NH3+])CCCNC(N)=[NH2+])C(=O)[O-]	C50H73N15O11	InChI=1S/C50H73N15O11/c51-32(16-7-21-56-49(52)53)45(72)65-25-11-20-39(65)47(74)64-24-9-18-37(64)43(70)58-28-40(67)59-34(26-30-12-3-1-4-13-30)41(68)62-36(29-66)46(73)63-23-10-19-38(63)44(71)61-35(27-31-14-5-2-6-15-31)42(69)60-33(48(75)76)17-8-22-57-50(54)55/h1-6,12-15,32-39,66H,7-11,16-29,51H2,(H,58,70)(H,59,67)(H,60,69)(H,61,71)(H,62,68)(H,75,76)(H4,52,53,56)(H4,54,55,57)/t32-,33-,34-,35-,36-,37-,38-,39-/m0/s1	QXZGBUJJYSLZLT-FDISYFBBSA-N		CHEBI:132988		
BASm0008316	pregnenolone sulfate		1247-64-9	Expected Solid	[H]C1=C2C([H])([H])[C@@]([H])(OS([O-])(=O)=O)C([H])([H])C([H])([H])[C@]2(C([H])([H])[H])[C@@]2([H])C([H])([H])C([H])([H])[C@]3(C([H])([H])[H])[C@@]([H])(C(=O)C([H])([H])[H])C([H])([H])C([H])([H])[C@@]3([H])[C@]2([H])C1([H])[H]	C21H31O5S	InChI=1S/C21H32O5S/c1-13(22)17-6-7-18-16-5-4-14-12-15(26-27(23,24)25)8-10-20(14,2)19(16)9-11-21(17,18)3/h4,15-19H,5-12H2,1-3H3,(H,23,24,25)/p-1/t15-,16-,17+,18-,19-,20-,21+/m0/s1	DIJBBUIOWGGQOP-QGVNFLHTSA-M	395.1897689	CHEBI:133000	HMDB0000774	MMDBc0048315
BASm0008317	androsterone 3alpha-sulfate	Androsterone sulfate (Andros-S) is the most abundant 5-alpha-reduced androgen metabolite in serum (PMID: 8380602). Androsterone sulfate is clinically recognized as one of the major androgen metabolites found in urine. It is a cognate substrate for human dehydroepiandrosterone sulfotransferase, which catalyzes the transfer of the sulfonate group from 3'-phosphoadenosine-5'-phosphosulfate to dehydroepiandrosterone (DHEA) (PMID: 14573603). Androsterone sulfate has been identified in the human placenta (PMID: 32033212).	2479-86-9	Solid	C[C@]12CC[C@@H](OS(=O)(=O)[O-])C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12	C19H30O5S	InChI=1S/C19H30O5S/c1-18-9-7-13(24-25(21,22)23)11-12(18)3-4-14-15-5-6-17(20)19(15,2)10-8-16(14)18/h12-16H,3-11H2,1-2H3,(H,21,22,23)/t12-,13+,14-,15-,16-,18-,19-/m0/s1	ZMITXKRGXGRMKS-HLUDHZFRSA-N	370.1813948	CHEBI:133003	HMDB0002759	
BASm0008318	oxytetracycline	A tetracycline analog isolated from the actinomycete streptomyces rimosus and used in a wide variety of clinical conditions.	79-57-2	solid	[H][C@@]12[C@@H](O)[C@@]3([H])C(C(=O)C4=C(O)C=CC=C4[C@@]3(C)O)=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N(C)C	C22H24N2O9	InChI=1S/C22H24N2O9/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29/h4-6,12-14,17,25,27-29,32-33H,1-3H3,(H2,23,31)/t12-,13-,14+,17+,21-,22+/m1/s1	IWVCMVBTMGNXQD-PXOLEDIWSA-N	460.1481804	CHEBI:133011		
BASm0008319	5a,11a-dehydrooxytetracycline			Expected Solid	[H][C@@]12[C@@H](O)C3=C(C(=O)C4=C(C=CC=C4O)[C@@]3(C)O)C(=O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N(C)C	C22H22N2O9	InChI=1S/C22H22N2O9/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29/h4-6,13-14,17,25,27-28,32-33H,1-3H3,(H2,23,31)/t13-,14+,17+,21-,22+/m1/s1	ROBBXUWFDJWPEM-VIWJHOEESA-N	458.1325303	CHEBI:133012		MMDBc0052298
BASm0008320					*N[C@@H](CSC(=O)CCCCCCC)C(*)=O					CHEBI:133029		
BASm0008321	1-(2-aminophenyl)decane-1,3-dione			Expected Solid	CCCCCCCC(=O)CC(=O)C1=CC=CC=C1N	C16H23NO2	InChI=1S/C16H23NO2/c1-2-3-4-5-6-9-13(18)12-16(19)14-10-7-8-11-15(14)17/h7-8,10-11H,2-6,9,12,17H2,1H3	ZJDQJGJPYGJSGW-UHFFFAOYSA-N	261.172879	CHEBI:133039		MMDBc0050861
BASm0008322					*C(=O)[C@H](CCC(=O)[O-])NC(=O)[C@@H]([NH3+])CC(C)C					CHEBI:133041		
BASm0008323					*C(=O)[C@H](CC(=O)[O-])NC(=O)[C@@H]([NH3+])CC(C)C					CHEBI:133042		
BASm0008324					*C(=O)[C@H](CCCC[NH3+])NC(=O)[C@@H]([NH3+])CC(C)C					CHEBI:133043		
BASm0008325					*C(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@@H]([NH3+])CC(C)C					CHEBI:133044		
BASm0008326					*C(=O)[C@H](CC(=O)[O-])NC(=O)[C@@H]([NH3+])CCSC					CHEBI:133045		
BASm0008327					*C(=O)CNC(=O)CCCCCCCCCCCCC					CHEBI:133050		
BASm0008328					*C(=O)[C@H](CC(=O)[O-])NC(=O)[C@H](CCSC)NC(C)=O					CHEBI:133063		
BASm0008329	tauro-beta-muricholate	Tauro-b-muricholic acid is a bile acid. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135).	25696-60-0	Solid	C[C@H](CCC(=O)NCCS(=O)(=O)[O-])[C@H]1CC[C@H]2[C@@H]3[C@@H](O)[C@@H](O)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C26H45NO7S	InChI=1S/C26H45NO7S/c1-15(4-7-21(29)27-12-13-35(32,33)34)17-5-6-18-22-19(9-11-25(17,18)2)26(3)10-8-16(28)14-20(26)23(30)24(22)31/h15-20,22-24,28,30-31H,4-14H2,1-3H3,(H,27,29)(H,32,33,34)/t15-,16-,17-,18?,19?,20+,22?,23+,24-,25-,26-/m1/s1	XSOLDPYUICCHJX-OEYGYFRSSA-N	515.2916735	CHEBI:133064	HMDB0000932	
BASm0008330	bradykinin(1-8)				NC(=[NH2+])NCCC[C@H]([NH3+])C(=O)N1CCC[C@H]1C(=O)N1CCC[C@H]1C(=O)NCC(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CO)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)[O-]	C44H61N11O10	InChI=1S/C44H61N11O10/c45-29(15-7-19-48-44(46)47)40(61)55-22-10-18-35(55)42(63)54-21-8-16-33(54)38(59)49-25-36(57)50-30(23-27-11-3-1-4-12-27)37(58)52-32(26-56)41(62)53-20-9-17-34(53)39(60)51-31(43(64)65)24-28-13-5-2-6-14-28/h1-6,11-14,29-35,56H,7-10,15-26,45H2,(H,49,59)(H,50,57)(H,51,60)(H,52,58)(H,64,65)(H4,46,47,48)	VCEHWDBVPZFHAG-UHFFFAOYSA-N	903.4602872	CHEBI:133069	HMDB0244716	
BASm0008331	prostaglandin G1			Expected Solid	CCCCC[C@@H](/C=C/[C@@H]1[C@@H](CCCCCCC(=O)[O-])[C@@H]2C[C@H]1OO2)OO	C20H33O6	InChI=1S/C20H34O6/c1-2-3-6-9-15(24-23)12-13-17-16(18-14-19(17)26-25-18)10-7-4-5-8-11-20(21)22/h12-13,15-19,23H,2-11,14H2,1H3,(H,21,22)/p-1/b13-12+/t15-,16-,17-,18+,19-/m0/s1	QXCRWNZYEVOQMB-NDWDMBLISA-M	369.2282624	CHEBI:133084		MMDBc0049800
BASm0008332	(3beta,5alpha,17beta)-3-hydroxy-androstan-17-yl sulfate				C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](OS(=O)(=O)[O-])CC[C@@H]12	C19H32O5S	InChI=1S/C19H32O5S/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(24-25(21,22)23)19(15,2)10-8-16(14)18/h12-17,20H,3-11H2,1-2H3,(H,21,22,23)	KWYNDVHEQWYGIL-UHFFFAOYSA-N	372.1970453	CHEBI:133105	HMDB0247995	
BASm0008333	prostaglandin E3	Prostaglandin E3 is from the cyclooxygenase metabolism of eicosapentaenoic acid.Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.	802-31-3	Solid	CC/C=C\C[C@H](O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)[O-]	C20H30O5	InChI=1S/C20H30O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h3-4,6-7,12-13,15-17,19,21,23H,2,5,8-11,14H2,1H3,(H,24,25)/b6-3-,7-4-,13-12+/t15-,16+,17+,19+/m0/s1	CBOMORHDRONZRN-QLOYDKTKSA-N	350.2093241	CHEBI:133132	HMDB0002664	
BASm0008334	prostaglandin G3	A prostaglandin carboxylic acid anion that is the conjugate base of prostaglandin G3, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CC/C=C\C[C@@H](/C=C/[C@@H]1[C@@H](C/C=C\CCCC(=O)[O-])[C@@H]2C[C@H]1OO2)OO	C20H29O6	InChI=1S/C20H30O6/c1-2-3-6-9-15(24-23)12-13-17-16(18-14-19(17)26-25-18)10-7-4-5-8-11-20(21)22/h3-4,6-7,12-13,15-19,23H,2,5,8-11,14H2,1H3,(H,21,22)/p-1/b6-3-,7-4-,13-12+/t15-,16+,17+,18-,19+/m0/s1	LRRNKTJTXRCNJX-SAMSIYEGSA-M		CHEBI:133133		
BASm0008335	prostaglandin H3	Prostaglandin H3 (PGH3)can be enzymatically converted by platelets into thromboxane A3. Both PGH2 and thromboxane A2 aggregate human platelet-rich plasma. In contrast, PGH3 and thromboxane A3 do not. PGH3 and thromboxane A3 increase platelet cyclic AMP in platelet-rich plasma and thereby: (i) inhibit↵aggregation by other agonists, (ii) block the ADP-induced release reaction, and (iii) suppress platelet phospholipase-A2 activity or events leading to its activation. PGI3 (A'7-prostacyclin; synthesized from PGH3 by blood vessel enzyme) and PGI2(prostacyclin) exert similar effects. Both compounds are potent coronary relaxants that also inhibit aggregation in human platelet-rich plasma and increase platelet adenylate cyclase activity.↵↵Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs) and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes) and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signaling pathways. [HMDB]	60114-66-1	Solid	CC/C=C\C[C@H](O)/C=C/[C@@H]1[C@@H](C/C=C\CCCC(=O)[O-])[C@@H]2C[C@H]1OO2	C20H30O5	InChI=1S/C20H30O5/c1-2-3-6-9-15(21)12-13-17-16(18-14-19(17)25-24-18)10-7-4-5-8-11-20(22)23/h3-4,6-7,12-13,15-19,21H,2,5,8-11,14H2,1H3,(H,22,23)/b6-3-,7-4-,13-12+/t15-,16-,17-,18+,19-/m1/s1	PVTQTOGPOPGQGE-LWAFXZDQSA-N	350.2093241	CHEBI:133134	HMDB13040	
BASm0008336	1-O-(1Z-hexadecenyl)-sn-glycero-3-phosphoethanolamine				[H]\C(CCCCCCCCCCCCCC)=C(\[H])OC[C@@]([H])(O)COP(O)(=O)OCCN	C21H44NO6P	InChI=1S/C21H44NO6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17-26-19-21(23)20-28-29(24,25)27-18-16-22/h15,17,21,23H,2-14,16,18-20,22H2,1H3,(H,24,25)/b17-15+/t21-/m1/s1	QYTPGOPLNFESQC-RLHAVTDZSA-N	437.2906251	CHEBI:133139		
BASm0008337	L-Phe-L-Arg				NC(=[NH2+])NCCC[C@H](NC(=O)[C@@H]([NH3+])Cc1ccccc1)C(=O)[O-]	C15H23N5O3	InChI=1S/C15H23N5O3/c16-11(9-10-5-2-1-3-6-10)13(21)20-12(14(22)23)7-4-8-19-15(17)18/h1-3,5-6,11-12H,4,7-9,16H2,(H,20,21)(H,22,23)(H4,17,18,19)/t11-,12-/m0/s1	OZILORBBPKKGRI-RYUDHWBXSA-N	321.1800896	CHEBI:133147		
BASm0008338	omega-dicarboxyl-CoA				CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)*C(=O)[O-]					CHEBI:133241		
BASm0008339					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(*)=O)C(*)=O					CHEBI:133242		
BASm0008340					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(*)=O)C(*)=O					CHEBI:133243		
BASm0008341					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCCCCCCCCCCCc1ccc(O)cc1)C(*)=O					CHEBI:133300		
BASm0008342					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCCCCCCCCCCCCCc1ccc(O)cc1)C(*)=O					CHEBI:133301		
BASm0008343					*N[C@@H](CSC(=O)c1ccccc1N)C(*)=O					CHEBI:133304		
BASm0008344	12-oxo-leukotriene B4			Expected Solid	[H]O[C@]([H])(C(\[H])=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])C(=O)C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C([O-])=O	C20H29O4	InChI=1S/C20H30O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,19,22H,2-5,12-13,16-17H2,1H3,(H,23,24)/p-1/b8-7+,9-6-,14-10+,15-11-/t19-/m1/s1	SJVWVCVZWMJXOK-NOJHDUNKSA-M	333.207133	CHEBI:133309		MMDBc0048521
BASm0008345	12-oxo-(5S)-hydroxy-(6Z,8E,14Z)-eicosatrienoate	10,11-dihydro-12-oxo-LTB4 is formed when leukotriene B4 (LTB4) is metabolized by beta-oxidation.LTB4 is the major metabolite in neutrophil polymorphonuclear leukocytes. Leukotrienes are metabolites of arachidonic acid derived from the action of 5-LO (5-lipoxygenase). The immediate product of 5-LO is LTA4 (leukotriene A4), which is enzymatically converted into either LTB4 (leukotriene B4) by LTA4 hydrolase or LTC4 (leukotriene C4) by LTC4 synthase. The regulation of leukotriene production occurs at various levels, including expression of 5-LO, translocation of 5-LO to the perinuclear region and phosphorylation to either enhance or inhibit the activity of 5-LO. Biologically active LTB4 is metabolized by w-oxidation carried out by specific cytochrome P450s (CYP4F) followed by beta-oxidation from the w-carboxy position and after CoA ester formation. (PMID: 8632343, 9667737). Leukotrienes are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.		Solid	CCCCC/C=C\CC(=O)CC/C=C/C=C\[C@@H](O)CCCC(=O)[O-]	C20H32O4	InChI=1S/C20H32O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-9,11,15,19,22H,2-5,10,12-14,16-17H2,1H3,(H,23,24)/b8-7+,9-6-,15-11-/t19-/m0/s1	AHHXLFNPCWCNQF-SOOJVSLFSA-N	336.2300595	CHEBI:133319	HMDB0012498	
BASm0008346	10-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate		167697-52-1		CCCCC/C=C\C/C=C\C(O)/C=C\C/C=C\CCCC(=O)[O-]	C20H32O3	InChI=1S/C20H32O3/c1-2-3-4-5-6-7-10-13-16-19(21)17-14-11-8-9-12-15-18-20(22)23/h6-9,13-14,16-17,19,21H,2-5,10-12,15,18H2,1H3,(H,22,23)/b7-6-,9-8-,16-13-,17-14-	ZUOCVLADVGGUGH-OVMCANAPSA-N		CHEBI:133345		
BASm0008347	12-oxo-20-hydroxy-leukotriene B4			Expected Solid	O=C([O-])CCC[C@H](O)/C=C\C=C\C=C\C(=O)C/C=C\CCCCCO	C20H29O5	InChI=1S/C20H30O5/c21-17-10-6-2-1-3-7-12-18(22)13-8-4-5-9-14-19(23)15-11-16-20(24)25/h3-5,7-9,13-14,19,21,23H,1-2,6,10-12,15-17H2,(H,24,25)/p-1/b5-4+,7-3-,13-8+,14-9-/t19-/m0/s1	CZWPUWRHQBAXJS-PABROBRYSA-M	349.2020476	CHEBI:133346		MMDBc0048948
BASm0008348					*C(=O)[C@H](CC(N)=O)NC(=O)[C@@H]([NH3+])CCSC					CHEBI:133356		
BASm0008349					*C(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCSC)NC(C)=O					CHEBI:133358		
BASm0008350					*C(=O)[C@H](CCC(=O)[O-])NC(=O)[C@@H]([NH3+])CCSC					CHEBI:133359		
BASm0008351					*C(=O)[C@H](CCC(=O)[O-])NC(=O)[C@H](CCSC)NC(C)=O					CHEBI:133360		
BASm0008352					*C(=O)[C@H](CCC(N)=O)NC(=O)[C@@H]([NH3+])CCSC					CHEBI:133361		
BASm0008353					*C(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCSC)NC(C)=O					CHEBI:133362		
BASm0008354	resolvin D2	Resolvin D2 is an autacoid resolvin. Autacoids are chemical mediators including the families of resolvins and protectins, defined by their potent bioactions and novel chemical structures. The bioactive local mediators, or autacoids, that require enzymatic generation from the omega-3 essential fatty acid EPA were first identified in resolving inflammatory exudates in vivo and carry potent stereoselective biological actions. Resolvins of the E (RvE) series are derived from eicosapentaenoic acid (EPA). Those derived from docosahexaenoic acid (DHA) were termed resolvins of the D series, for example resolvin D1 (RvD1).Resolvins and protectins have specific stereoselective actions which evoke biological actions in the nanogram range in vivo and are natural exudate products. Resolvins and protectins as distinct chemical families join the lipoxins as potent agonists of endogenous anti-inflammation and are proresolving chemical mediators of interest in human disease as potential new approaches to treatment. The term resolvins (resolution-phase interaction products) was first introduced to signify that these new structures were endogenous mediators, biosynthesized in the resolution phase of inflammatory exudates, possessing very potent anti-inflammatory and immunoregulatory actions. These actions include reducing neutrophil traffic, regulating cytokine and reactive oxygen species, and lowering the magnitude of the response. In recent years, investigators have recognized inflammation as playing a key role in many prevalent diseases not previously considered to be of inflammatory etiology. These include Alzheimer's disease, cardiovascular disease, and cancer, which now join those well-appreciated inflammatory disorders such as arthritis and periodontal disease. Identifying the molecular mechanism(s) that underlie the many reports of the benefits of dietary omega-3 PUFAs remains an important challenge for nutrition and medicine. Thus, that these new mediator families, resolvins and protectins, are biosynthesized from EPA and DHA, act locally, and possess potent, novel bioactions is of interest to researchers. (PMID: 17090225).	82864-77-5	Solid	CC/C=C\C[C@H](O)[C@H](O)/C=C/C=C/C=C\C=C\[C@@H](O)C/C=C\CCC(=O)[O-]	C22H32O5	InChI=1S/C22H32O5/c1-2-3-9-16-20(24)21(25)17-12-7-5-4-6-10-14-19(23)15-11-8-13-18-22(26)27/h3-12,14,17,19-21,23-25H,2,13,15-16,18H2,1H3,(H,26,27)/b6-4-,7-5+,9-3-,11-8-,14-10+,17-12+/t19-,20-,21?/m0/s1	IKFAUGXNBOBQDM-GIINMYNKSA-N	376.2249741	CHEBI:133367	HMDB0002294	
BASm0008355	resolvin E2				CC[C@@H](O)/C=C/C=C\C/C=C\C/C=C\C=C\[C@@H](O)CCCC(=O)[O-]	C20H30O4	InChI=1S/C20H30O4/c1-2-18(21)14-11-9-7-5-3-4-6-8-10-12-15-19(22)16-13-17-20(23)24/h3-4,7-12,14-15,18-19,21-22H,2,5-6,13,16-17H2,1H3,(H,23,24)	KPRHYAOSTOHNQA-UHFFFAOYSA-N	334.2144094	CHEBI:133368	HMDB0257163	
BASm0008356					*C(=O)CNC(C)=O					CHEBI:133369		
BASm0008357	prostaglandin A2		13345-50-1	Expected Solid	CCCCC[C@H](O)/C=C/[C@H]1C=CC(=O)[C@@H]1C/C=C\CCCC(=O)[O-]	C20H29O4	InChI=1S/C20H30O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h4,7,12-18,21H,2-3,5-6,8-11H2,1H3,(H,23,24)/p-1/b7-4-,14-12+/t16-,17-,18+/m0/s1	MYHXHCUNDDAEOZ-FOSBLDSVSA-M	333.207133	CHEBI:133370	HMDB0002752	MMDBc0048493
BASm0008358					*C(=O)[C@@H](NC(C)=O)C(C)C					CHEBI:133371		
BASm0008359					*C(=O)[C@H](CS)NC(C)=O					CHEBI:133372		
BASm0008360	13,14-dihydro-15-oxo-PGF2alpha	13,14-dihydro-15-keto PGF2a E1 is an isoprostane. The isoprostanes embody a vast family of novel prostaglandin-like lipids that are produced by nonenzymatic peroxidation of arachidonic acid (AA) in response to free radicals and reactive oxygen species. Although free AA is required for the formation of prostaglandins by cyclooxygenases, the isoprostanes can be generated nonenzymatically from esterified AA in membrane phospholipids before being released by a phospholipase(s). Another dissimilarity is that isoprostanes feature side chains that are almost exclusively orientated cis relative to the cyclopentane ring and are therefore distinct from the prostaglandins, which always have side chains in the trans configuration. Nevertheless, isoprostanes are isomeric with prostaglandins and have been given the prefix D-, E-, and F{alpha}- to denote the prostane ring shared with PGD2, PGE2, and PGF2{alpha} respectively. An additional level of complexity is that peroxidation of AA can occur at one of any of four carbon atoms producing regioisomers, the so-called 5-, 12-, 8-, and 15-series isoprostanes, each consisting of eight racemic diastereomers. Thus, a total of 64 isomers can be generated for each of the D-, E-, and F{alpha}-ring isoprostanes. (PMID: 15528403)↵↵Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs) and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes) and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signaling pathways. [HMDB]	27376-76-7	Solid	CCCCCC(=O)CC[C@@H]1[C@@H](C/C=C\CCCC(=O)[O-])[C@@H](O)C[C@H]1O	C20H34O5	InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,16-19,22-23H,2-3,5-6,8-14H2,1H3,(H,24,25)/t16-,17-,18+,19-/m1/s1	VKTIONYPMSCHQI-AKHDSKFASA-N	354.2406242	CHEBI:133374	HMDB04685	
BASm0008361					*C(=O)[C@@H](NC(C)=O)[C@@H](C)O					CHEBI:133375		
BASm0008362					*C(=O)[C@H](CC(C)C)NC(=O)[C@@H]([NH3+])CCSC					CHEBI:133377		
BASm0008363					*C(=O)[C@H](CC(C)C)NC(=O)[C@H](CCSC)NC(C)=O					CHEBI:133378		
BASm0008364					*C(=O)[C@@H](NC(=O)[C@H](CCSC)NC(C)=O)[C@@H](C)CC					CHEBI:133379		
BASm0008365					*C(=O)[C@@H](NC(=O)[C@@H]([NH3+])CCSC)[C@@H](C)CC					CHEBI:133380		
BASm0008366					*C(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CCSC)NC(C)=O					CHEBI:133382		
BASm0008367					*C(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H]([NH3+])CCSC					CHEBI:133383		
BASm0008368					*C(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](CCSC)NC(C)=O					CHEBI:133384		
BASm0008369					*C(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H]([NH3+])CCSC					CHEBI:133385		
BASm0008370					*C(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](CCSC)NC(C)=O					CHEBI:133386		
BASm0008371					*C(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@@H]([NH3+])CCSC					CHEBI:133387		
BASm0008372	prostaglandin B2		13367-85-6	Expected Solid	[H]O[C@]([H])(C(\[H])=C(/[H])C1=C(C(=O)C([H])([H])C1([H])[H])C([H])([H])C([H])=C([H])C([H])([H])C([H])([H])C([H])([H])C([O-])=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]	C20H29O4	InChI=1S/C20H30O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h4,7,12,14,17,21H,2-3,5-6,8-11,13,15H2,1H3,(H,23,24)/p-1/b7-4-,14-12+/t17-/m0/s1	PRFXRIUZNKLRHM-HKVRTXJWSA-M	333.207133	CHEBI:133391	HMDB0004236	MMDBc0048519
BASm0008373	prostaglandin C2			Expected Solid	[H]O[C@]([H])(C(\[H])=C(/[H])C1=C([H])C([H])([H])C(=O)[C@]1([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([O-])=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]	C20H29O4	InChI=1S/C20H30O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h4,7,12-14,17-18,21H,2-3,5-6,8-11,15H2,1H3,(H,23,24)/p-1/b7-4-,14-12+/t17-,18+/m0/s1	CMBOTAQMTNMTBD-KLASNZEFSA-M	333.207133	CHEBI:133392	HMDB0060095	MMDBc0048518
BASm0008374	prostaglandin B1		13345-51-2	Expected Solid		C20H31O4		YBHMPNRDOVPQIN-VSOYFRJCSA-M	335.2227831	CHEBI:133393	HMDB0002982	MMDBc0048478
BASm0008375	prostaglandin J2	Delta-12-Prostaglandin J2 (d12-PGJ2) is the ultimate metabolite of Prostaglandin D2 (PGD2). PGD2 is an unstable molecule and undergoes dehydration to form PGJ2 in aqueous solution, and is then converted to d12-PGJ2, in the presence of serum albumin or plasma. d12-PGJ2 forms a conjugate with the thiol of glutathione (GSH) and GSH suppresses the d12-PGJ2-induced HSP synthesis and subsequent inhibition of cell growth (HSPs are a set of proteins synthesized in response to heat shock or to other environmental stresses). d12-PGJ2 has been shown to stimulate alkaline phosphatase activity and calcification of human osteoblastic cells, the potency of the PGs being comparable to that of 1-a,25-dihydroxy vitamin D. d12-PGJ2 enhances the type-1 collagen synthesis in human osteoblasts during calcification. Thus, d12-PGJ2 modulates osteogenesis through induction of the syntheses of multiple proteins related to mineralization. Considering that PGD2 is a major arachidonate metabolite in bone marrow, d12-PGJ2, may be physiologically involved in the modulation of osteogenesis. d12-PGJ2 induces heme oxygenase, HO-l. Heme oxygenase is a key enzyme in heme catabolism, oxidatively clearing heme to yield biliverdin, iron and carbon monoxide. The biological function of this enzyme is the conversion of potentially toxic heme to bile and the recovery of the iron. Furthermore, carbon monoxide produced on the enzymatic degradation of heme has been suggested to function as a neural messenger. Two isozymes of heme oxygenase, HO-l and HO-2, have been identified. HO-2 is constitutively expressed, while HO-l is drastically induced in response to a variety of stresses, including heavy metals, heat shock and UV irradiation. (PMID: 8777585)Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.	87893-54-7	Solid		C20H29O4		UQOQENZZLBSFKO-POPPZSFYSA-M	333.207133	CHEBI:133396	HMDB0004238	
BASm0008376					*C(=O)[C@H](C)NC(=O)[C@@H]([NH3+])CCSC					CHEBI:133398		
BASm0008377					*C(=O)[C@H](C)NC(=O)[C@H](CCSC)NC(C)=O					CHEBI:133399		
BASm0008378					*C(=O)[C@H](CO)NC(=O)[C@H](CCSC)NC(C)=O					CHEBI:133400		
BASm0008379					*C(=O)[C@H](CO)NC(=O)[C@@H]([NH3+])CCSC					CHEBI:133401		
BASm0008380					*C(=O)[C@@H](NC(=O)[C@H](CCSC)NC(C)=O)C(C)C					CHEBI:133402		
BASm0008381					*C(=O)[C@@H](NC(=O)[C@@H]([NH3+])CCSC)C(C)C					CHEBI:133403		
BASm0008382					*C(=O)[C@@H](NC(=O)[C@H](CCSC)NC(C)=O)[C@@H](C)O					CHEBI:133404		
BASm0008383					*C(=O)[C@@H](NC(=O)[C@@H]([NH3+])CCSC)[C@@H](C)O					CHEBI:133405		
BASm0008384					*C(=O)[C@H](CCCC[NH3+])NC(=O)[C@H](CCSC)NC(C)=O					CHEBI:133406		
BASm0008385					*C(=O)[C@H](CCCC[NH3+])NC(=O)[C@@H]([NH3+])CCSC					CHEBI:133407		
BASm0008386	13,14-dihydro-15-oxo-prostaglandin E1				CCCCCC(=O)CC[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)[O-]	C20H34O5	InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h16-17,19,23H,2-14H2,1H3,(H,24,25)	CDUVSQMTLOYKTR-UHFFFAOYSA-N	354.2406242	CHEBI:133408	HMDB0244516	
BASm0008387	15-oxoprostaglandin F2alpha			Expected Solid	[H]O[C@]1([H])C([H])([H])[C@]([H])(O[H])[C@]([H])(C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([O-])=O)[C@@]1([H])C(\[H])=C(/[H])C(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]	C20H31O5	InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,16-19,22-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/p-1/b7-4-,13-12+/t16-,17-,18+,19-/m1/s1	LOLJEILMPWPILA-AMFHKTBMSA-M	351.2176977	CHEBI:133409		MMDBc0048535
BASm0008388	13,14-dihydro-15-oxo-prostaglandin F1alpha	A prostaglandin carboxylic acid anion that is the conjugate base of 13,14-dihydro-15-keto-PGF1alpha, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CCCCCC(=O)CC[C@@H]1[C@@H](CCCCCCC(=O)[O-])[C@@H](O)C[C@H]1O	C20H35O5	InChI=1S/C20H36O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h16-19,22-23H,2-14H2,1H3,(H,24,25)/p-1/t16-,17-,18+,19-/m1/s1	FVPKMMQYALWZHV-AKHDSKFASA-M		CHEBI:133411		
BASm0008389					*C(=O)[C@H](CCSC)NC(C)=O					CHEBI:133414		
BASm0008390					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(N)=O)C(*)=O					CHEBI:133415		
BASm0008391					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CC(=O)CC(=O)CC(=O)CC(=O)CC(=O)CC(=O)CC(=O)CC(N)=O)C(*)=O					CHEBI:133417		
BASm0008392	phlorisobutanophenone	Phlorisobutyrophenone, also known as 2-methyl-1-(2,4,6-trihydroxyphenyl)-1-propanone or 1-isobutanoyl-2,4,6-trihydroxybenzene, is a member of the class of compounds known as alkyl-phenylketones. Alkyl-phenylketones are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Phlorisobutyrophenone is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Phlorisobutyrophenone can be found in a number of food items such as chickpea, common cabbage, angelica, and swamp cabbage, which makes phlorisobutyrophenone a potential biomarker for the consumption of these food products.			CC(C)C(=O)C1=C(O)C=C(O)C=C1O	C10H12O4	InChI=1S/C10H12O4/c1-5(2)10(14)9-7(12)3-6(11)4-8(9)13/h3-5,11-13H,1-2H3	BNEBXEZRBLYBCZ-UHFFFAOYSA-N	196.0735589	CHEBI:133419	HMDB0304461	
BASm0008393	Delta(12)-prostaglandin J2		87893-54-7		CCCCC[C@H](O)C/C=C1/C(=O)C=C[C@@H]1C/C=C\CCCC(=O)[O-]	C20H30O4	InChI=1S/C20H30O4/c1-2-3-6-10-17(21)13-14-18-16(12-15-19(18)22)9-7-4-5-8-11-20(23)24/h4,7,12,14-17,21H,2-3,5-6,8-11,13H2,1H3,(H,23,24)/b7-4-,18-14+/t16-,17-/m0/s1	TUXFWOHFPFBNEJ-GJGHEGAFSA-N		CHEBI:133424		
BASm0008394		3-amino-propanal is also known as 3-Ammoniopropanal(1+).  3-amino-propanal is considered to be soluble (in water) and relatively neutral			[NH3+]CCC=O	C3H8NO	InChI=1S/C3H7NO/c4-2-1-3-5/h3H,1-2,4H2/p+1	PCXDJQZLDDHMGX-UHFFFAOYSA-O	74.0600403	CHEBI:133427	HMDB0062210	
BASm0008395					*N[C@@H](CC[C@@H](O)C[NH3+])C(*)=O					CHEBI:133442		
BASm0008396					*N[C@@H](CC[C@H](C[NH3+])O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)C(*)=O					CHEBI:133443		
BASm0008397					*N[C@@H](CC[C@H](C[NH3+])O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(*)=O					CHEBI:133452		
BASm0008398	(2E)-decenal	2-Decenal is found in animal foods. 2-Decenal is a constituent of essential oil of coriander. Also present in French fries, tomato, wheat bread, cooked meats, roasted pecans, roasted filbert and rice. 2-Decenal is a flavouring agent	3913-71-1		CCCCCCC\C=C\C=O	C10H18O	InChI=1S/C10H18O/c1-2-3-4-5-6-7-8-9-10-11/h8-10H,2-7H2,1H3/b9-8+	MMFCJPPRCYDLLZ-CMDGGOBGSA-N	154.1357652	CHEBI:133455	HMDB0030999	
BASm0008399	1-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine	LysoPC(18:3(9Z,12Z,15Z)) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(18:3(9Z,12Z,15Z)), in particular, consists of one chain of a-linolenic acid at the C-1 position. The a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor family of integral membrane proteins. LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4.  binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood.  Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910).  LPCs have a number of protective or anti-inflammatory effects.  Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910).  Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.			[H][C@@](O)(COC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC)COP([O-])(=O)OCC[N+](C)(C)C	C26H48NO7P	InChI=1S/C26H48NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)32-23-25(28)24-34-35(30,31)33-22-21-27(2,3)4/h6-7,9-10,12-13,25,28H,5,8,11,14-24H2,1-4H3/b7-6-,10-9-,13-12-/t25-/m1/s1	WKQNRCYKYCKESD-YVHLTTHBSA-N	517.3168394	CHEBI:133456	HMDB0010388	
BASm0008400	(3E)-nonen-2-one		14309-57-0		[H]\C(CCCCC)=C(\[H])C(C)=O	C9H16O	InChI=1S/C9H16O/c1-3-4-5-6-7-8-9(2)10/h7-8H,3-6H2,1-2H3/b8-7+	HDKLIZDXVUCLHQ-BQYQJAHWSA-N	140.1201151	CHEBI:133457		
BASm0008402	hydantoin-5-propanoate		5624-26-0			C6H7N2O4		VWFWNXQAMGDPGG-UHFFFAOYNA-M	171.0411303	CHEBI:133476		
BASm0008403					*N[C@@H](CSC(*)=O)C(*)=O					CHEBI:133479		
BASm0008404	(indol-3-yl)acetyl-L-aspartate			Expected Solid	[H][C@@](CC([O-])=O)(N=C([O-])CC1=CNC2=CC=CC=C12)C(O)=O	C14H12N2O5	InChI=1S/C14H14N2O5/c17-12(16-11(14(20)21)6-13(18)19)5-8-7-15-10-4-2-1-3-9(8)10/h1-4,7,11,15H,5-6H2,(H,16,17)(H,18,19)(H,20,21)/p-2/t11-/m0/s1	VAFNMNRKDDAKRM-NSHDSACASA-L	288.0757187	CHEBI:133482		MMDBc0055019
BASm0008405	1-(9Z-octadecenoyl)-3-(9Z,12Z-octadecadienoyl)-glycerol					C39H70O5		GREDRAMJRDQWEJ-LTEAFHAINA-N	618.5223254	CHEBI:133484		
BASm0008406	alpha-D-Gal-(1->3)-alpha-D-GlcNAc-di-trans,octa-cis-undecaprenyl diphosphate					C69H113NO17P2		WZXSCLOEBAZOTJ-ATDYAINCSA-L	1289.749472	CHEBI:133491		MMDBc0057107
BASm0008407	4-methylsulfanyl-2-oxobutanoic acid			Expected Solid	CSCCC(=O)C(=O)[O-]	C5H7O3S	InChI=1S/C5H8O3S/c1-9-3-2-4(6)5(7)8/h2-3H2,1H3,(H,7,8)/p-1	SXFSQZDSUWACKX-UHFFFAOYSA-M	147.0121388	CHEBI:133493		MMDBc0055524
BASm0008408	2-[(2'-methylsulfanyl)ethyl]malate	Dicarboxylate anion of 2-(2-methylthioethyl)malic acid.			CSCCC(O)(CC(=O)[O-])C(=O)[O-]	C7H10O5S	InChI=1S/C7H12O5S/c1-13-3-2-7(12,6(10)11)4-5(8)9/h12H,2-4H2,1H3,(H,8,9)(H,10,11)/p-2	FZNWJRXTACKOPU-UHFFFAOYSA-L	206.0259918	CHEBI:133494		
BASm0008409	3-[(2'-methylsulfanyl)ethyl]malate	A 3-(ω-methylthio)alkylmalate(2−) obtained by deprotonation of both carboxy groups of 3-(2-methylthioethyl)malic acid; major species at pH 7.3.			CSCCC(C(=O)[O-])C(O)C(=O)[O-]	C7H10O5S	InChI=1S/C7H12O5S/c1-13-3-2-4(6(9)10)5(8)7(11)12/h4-5,8H,2-3H2,1H3,(H,9,10)(H,11,12)/p-2	UZRMQJKPFRLIDG-UHFFFAOYSA-L	206.0259918	CHEBI:133496		
BASm0008410	3-(2-methylsulfanyl)ethylmalate			Expected Solid	CSCCC(C(=O)[O-])C(O)C(=O)[O-]	C7H10O5S	InChI=1S/C7H12O5S/c1-13-3-2-4(6(9)10)5(8)7(11)12/h4-5,8H,2-3H2,1H3,(H,9,10)(H,11,12)/p-2	UZRMQJKPFRLIDG-UHFFFAOYSA-L	206.0259918	CHEBI:133497		MMDBc0051543
BASm0008411	2-[(2'-methylsulfanyl)ethyl]maleate	2-[(2'-Methylsulfanyl)ethyl]maleate has the chemical formula C7H8O4S, and an average molecular weight of 188.2. 2-[(2'-Methylsulfanyl)ethyl]maleate is involved in the L-Homomethionine Biosynthesis Pathway.			CSCC/C(=C/C(=O)[O-])C(=O)[O-]	C7H8O4S	InChI=1S/C7H10O4S/c1-12-3-2-5(7(10)11)4-6(8)9/h4H,2-3H2,1H3,(H,8,9)(H,10,11)/p-2/b5-4-	FCGNCJNTFRMBQY-PLNGDYQASA-L	188.0154271	CHEBI:133498		
BASm0008412	2-(2-methylsulfanyl)ethylmaleate			Expected Solid	CSCC/C(=C/C(=O)[O-])C(=O)[O-]	C7H8O4S	InChI=1S/C7H10O4S/c1-12-3-2-5(7(10)11)4-6(8)9/h4H,2-3H2,1H3,(H,8,9)(H,10,11)/p-2/b5-4-	FCGNCJNTFRMBQY-PLNGDYQASA-L	188.0154271	CHEBI:133499		MMDBc0051337
BASm0008413	2-(2-methylsulfanyl)propylmaleate	A 2-(omega-methylthio)alkylmaleate(2-) obtained by deprotonation of both carboxy groups of 2-(3-methylthiopropyl)maleic acid; major species at pH 7.3.			CSCCC/C(=C/C(=O)[O-])C(=O)[O-]	C8H10O4S	InChI=1S/C8H12O4S/c1-13-4-2-3-6(8(11)12)5-7(9)10/h5H,2-4H2,1H3,(H,9,10)(H,11,12)/p-2/b6-5-	RQAOZCCKOFEXBK-WAYWQWQTSA-L		CHEBI:133500		
BASm0008414	3-(3-methylsulfanyl)propylmalate	3-(3'-methylthio)propylmalate, also known as 3-(3-methylsulfanyl)propylmalic acid, belongs to medium-chain hydroxy acids and derivatives class of compounds. Those are hydroxy acids with a 6 to 12 carbon atoms long side chain. 3-(3'-methylthio)propylmalate is soluble (in water) and a weakly acidic compound (based on its pKa). 3-(3'-methylthio)propylmalate can be found in a number of food items such as elderberry, fig, bitter gourd, and potato, which makes 3-(3'-methylthio)propylmalate a potential biomarker for the consumption of these food products.			CSCCCC(C(=O)[O-])C(O)C(=O)[O-]	C8H12O5S	InChI=1S/C8H14O5S/c1-14-4-2-3-5(7(10)11)6(9)8(12)13/h5-6,9H,2-4H2,1H3,(H,10,11)(H,12,13)/p-2	SQXVIIOPMYSNCP-UHFFFAOYSA-L	220.0416418	CHEBI:133501	HMDB0304106	
BASm0008419	2-hydroxyoctanoate	Hydroxyoctanoic acid medium chain substrate of the 2-hydroxy acid oxidases associated with the 3 distinct human 2-hydroxy acid oxidase genes, HAOX1, HAOX2, and HAOX3. (PMID: 10777549).	617-73-2	Solid	CCCCCCC(O)C(=O)[O-]	C8H16O3	InChI=1S/C8H16O3/c1-2-3-4-5-6-7(9)8(10)11/h7,9H,2-6H2,1H3,(H,10,11)	JKRDADVRIYVCCY-UHFFFAOYSA-N	160.1099444	CHEBI:133514	HMDB0000711	
BASm0008420	3alpha-hydroxy-5alpha-androstane 17-O-(beta-D-glucuronate)				C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]3O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]3O)CC[C@@H]12	C25H40O8	InChI=1S/C25H40O8/c1-24-9-7-13(26)11-12(24)3-4-14-15-5-6-17(25(15,2)10-8-16(14)24)32-23-20(29)18(27)19(28)21(33-23)22(30)31/h12-21,23,26-29H,3-11H2,1-2H3,(H,30,31)	ZJYZOWMDMWQJIV-UHFFFAOYSA-N	468.2723182	CHEBI:133519	HMDB0248414	
BASm0008421	dopamine 3-O-sulfate	Dopamine 3-O-sulfate is a sulfonated form of dopamine. In human blood circulation endogenous dopamine exists predominantly in the sulfated form and dopamine sulfate accounts for more than 90% of all dopamine. Dopamine-3-O-sulfate predominates in human plasma, with concentrations about 10-fold higher than those of the regioisomer dopamine-4-O-sulfate. Sulfonation is the most important metabolic pathway that interferes with the binding of dopamine to its receptors. The origins of this preponderance for Dopamine-3-O-sulfate have not been determined, although there has been speculation about the contribution of the specificity of transport proteins and/or arylsulfatases. It has also been proposed to depend on the regiospecificity of the metabolizing enzyme(s) for the 3-hydroxy group of dopamine. It is believed that the vast majority of circulating dopamine sulfate originates in the upper gastrointestinal tract, and indeed that is the main site of expression of the enzyme responsible for its formation. Aryl sulfotransferase (SULT1A3, EC 2.8.2.1) is an enzyme that catalyzes the sulfonation of many endogenous and exogenous phenols and catechols; the most important endogenous substrate is dopamine. SULT1A3 strongly favors the 3-hydroxy group of dopamine over the 4-hydroxy group and may indeed be primarily responsible for the difference between the circulating levels of dopamine sulfates in human blood. (PMID: 17548063).	51317-41-0	Solid	[NH3+]CCc1ccc(O)c(OS(=O)(=O)[O-])c1	C8H11NO5S	InChI=1S/C8H11NO5S/c9-4-3-6-1-2-7(10)8(5-6)14-15(11,12)13/h1-2,5,10H,3-4,9H2,(H,11,12,13)	NZKRYJGNYPYXJZ-UHFFFAOYSA-N	233.0357932	CHEBI:133524	HMDB0006275	
BASm0008422	dopamine 4-O-sulfate	Dopamine 4-sulfate is one of the metabolic products of the endogenous catecholamine dopamine which have also been implicated as intermediate in noradrenaline biosynthesis. In human blood circulation endogenous dopamine exists predominantly in the sulfated form and dopamine sulfate accounts for more than 90% of all dopamine. Sulfonation is the most important metabolic pathway that interferes with the binding of dopamine to its receptors. Dopamine-4-O-sulfate has concentrations about a 10th of those of the regioisomer dopamine-3-O-sulfate. It is believed that the vast majority of circulating dopamine sulfate originates in the upper gastrointestinal tract, and indeed that is the main site of expression of the enzyme responsible for its formation. Aryl sulfotransferase (SULT1A3, EC 2.8.2.1) is an enzyme that catalyzes the sulfonation of many endogenous and exogenous phenols and catechols; the most important endogenous substrate is dopamine. SULT1A3 strongly favors the 3-hydroxy group of dopamine over the 4-hydroxy group and may indeed be primarily responsible for the difference between the circulating levels of dopamine sulfates in human blood. (PMID: 17548063).	38339-02-05	Solid	[NH3+]CCc1ccc(OS(=O)(=O)[O-])c(O)c1	C8H11NO5S	InChI=1S/C8H11NO5S/c9-4-3-6-1-2-8(7(10)5-6)14-15(11,12)13/h1-2,5,10H,3-4,9H2,(H,11,12,13)	DEKNNWJXAQTLFA-UHFFFAOYSA-N	233.0357932	CHEBI:133529	HMDB0004148	
BASm0008423	S-methyl-L-cysteine	S-n-methylcysteine, also known as (2r)-2-amino-3-(methylsulfanyl)propanoic acid or 3-(methylthio)-L-alanine, is a member of the class of compounds known as L-cysteine-s-conjugates. L-cysteine-s-conjugates are compounds containing L-cysteine where the thio-group is conjugated. S-n-methylcysteine is soluble (in water) and a moderately acidic compound (based on its pKa). S-n-methylcysteine can be found in soft-necked garlic, which makes S-n-methylcysteine a potential biomarker for the consumption of this food product. S-n-methylcysteine can be found primarily in blood and urine.			CSC[C@H]([NH3+])C(=O)[O-]	C4H9NO2S	InChI=1S/C4H9NO2S/c1-8-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1	IDIDJDIHTAOVLG-VKHMYHEASA-N	135.0353992	CHEBI:133545	HMDB0302211	
BASm0008425	2-hydroxy-4-methylpentanoate	Leucinic acid, also known as leucic acid, 2-hydroxyisocaproic acid or 2-hydroxy-4-methylvaleric acid, belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group. Leucinic acid is a valeric acid derivative having a hydroxy substituent at the 2-position and a methyl substituent at the 4-position. It is an alpha-hydroxy analogue of leucine and a metabolite of the branched-chain amino acid leucine. Leucinic acid is found in all organisms ranging from bacteria to plants to animals. Leucinic acid has been found in a patient with dihydrolipoyl dehydrogenase (DLD) deficiency (PMID: 6688766). DLD deficiency is caused by mutations in the DLD gene and is inherited in an autosomal recessive manner. A common feature of dihydrolipoamide dehydrogenase deficiency is a potentially life-threatening buildup of lactic acid in tissues (lactic acidosis), which can cause nausea, vomiting, severe breathing problems, and an abnormal heartbeat. Neurological problems are also common in this condition; the first symptoms in affected infants are often decreased muscle tone (hypotonia) and extreme tiredness (lethargy). As the problems worsen, affected infants can have difficulty feeding, decreased alertness, and seizures. Liver problems can also occur in dihydrolipoamide dehydrogenase deficiency, ranging from an enlarged liver (hepatomegaly) to life-threatening liver failure. In some affected people, liver disease, which can begin anytime from infancy to adulthood, is the primary symptom. Leucinic acid is also present in the urine of patients with short bowel syndrome (PMID: 4018104)	498-36-2	Solid	CC(C)CC(O)C(=O)[O-]	C6H12O3	InChI=1S/C6H12O3/c1-4(2)3-5(7)6(8)9/h4-5,7H,3H2,1-2H3,(H,8,9)	LVRFTAZAXQPQHI-UHFFFAOYSA-N	132.0786443	CHEBI:133577	HMDB0000665	
BASm0008426	7-chlorotetracycline			Expected Solid	[H][C@]12C[C@@]3([H])[C@]([H])(N(C)C)C(O)=C(C(O)=N)C(=O)[C@@]3(O)C(O)=C1C(=O)C1=C([O-])C=CC(Cl)=C1[C@@]2(C)O	C22H22ClN2O8	InChI=1S/C22H23ClN2O8/c1-21(32)7-6-8-15(25(2)3)17(28)13(20(24)31)19(30)22(8,33)18(29)11(7)16(27)12-10(26)5-4-9(23)14(12)21/h4-5,7-8,15,26,28-29,32-33H,6H2,1-3H3,(H2,24,31)/p-1/t7-,8-,15-,21-,22-/m0/s1	CYDMQBQPVICBEU-XRNKAMNCSA-M	477.107017	CHEBI:133598		MMDBc0055618
BASm0008427	methanesulfinate			Expected Solid	CS([O-])=O	CH3O2S	InChI=1S/CH4O2S/c1-4(2)3/h1H3,(H,2,3)/p-1	XNEFVTBPCXGIRX-UHFFFAOYSA-M	78.98592409	CHEBI:133603		MMDBc0056079
BASm0008428	1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)					C47H82O13P		KRTOMQDUKGRFDJ-ZAHDIIMDSA-M	885.5498533	CHEBI:133606		
BASm0008429	leukotriene F4	leukotriene-f4, also known as LTF4, is classified as a member of the Leukotrienes. Leukotrienes are eicosanoids containing a hydroxyl group attached to the aliphatic chain of an arachidonic acid. Leukotrienes have four double bonds, three (and only three) of which are conjugated. leukotriene-f4 is considered to be practically insoluble (in water) and acidic				C28H42N2O8S		PYSODLWHFWCFLV-VJBFNVCUSA-L	566.2672847	CHEBI:133618	HMDB0062488	
BASm0008430	hyocholate			Expected Solid		C24H39O5		DKPMWHFRUGMUKF-KWXDGCAGSA-M	407.2802979	CHEBI:133661		MMDBc0056389
BASm0008431	3-O-methyl-L-dopa	3-O-Methyl-a-methyldopa is a metabolite of methyldopa. Methyldopa (-α-Methyl-3,4-dihydroxyphenylalanine; Aldomet, Aldoril, Dopamet, Dopegyt, etc. ) is an alpha-adrenergic agonist (selective for α2-adrenergic receptors) psychoactive drug used as a sympatholytic or antihypertensive. Its use is now mostly deprecated following the introduction of alternative safer classes of agents. However, it continues to have a role in otherwise difficult to treat hypertension and gestational hypertension (also known as pregnancy-induced hypertension). (Wikipedia)			COC1=C(O)C=CC(C[C@H](N)C(O)=O)=C1	C10H13NO4	InChI=1S/C10H13NO4/c1-15-9-5-6(2-3-8(9)12)4-7(11)10(13)14/h2-3,5,7,12H,4,11H2,1H3,(H,13,14)/t7-/m0/s1	PFDUUKDQEHURQC-ZETCQYMHSA-N	211.0844579	CHEBI:133668	HMDB0060747	
BASm0008432	glyphosate	2-Amino-3-phosphonopropionic acid (AP-3 or 2-AP3), also known as 3-phosphonoalanine, is a non-proteinogenc alpha-amino acid that is alanine in which one of the hydrogens of the terminal methyl group has been replaced by a dihydroxy(oxido)-lambda(5)-phosphanyl group. It is found in many organisms ranging from microbes to invertebrates to animals. In humans AP-3 is found in diverse tissues, such as liver, intestine and spleen. (PMID: 2627760). 2-Amino-3-phosphonopropionic acid is a ubiquitous naturally occurring phosphonate used as a source of phosphorus by many prokaryotic organisms (PMID: 30119975). The natural occurrence of 2-amino-3-phosphonopropionic acid. the phosphonate analogue of aspartic acid, was first reported by Kittredge & Hughes (PMID: 14214094) in the sea anemone Zoanthus sociatus and the protozoon Tetrahymena pyriformis. It has since been established to be one of the most widely distributed of the biogenic C-P compounds, particularly among the lower marine invertebrates (PMID: 19191873). AP-3 has been determined to be a metabotropic glutamate receptor agonist (PMID: 8836635). It has been shown to block the amyloid precursor protein (APP) release evoked by glutamate receptor stimulation in neurons of the cortex and hippocampus. APP accumulation is believed to produce the damage in Alzheimer’s disease (PMID: 7644542).	5652-28-8	Solid		C3H7NO5P		XDDAORKBJWWYJS-UHFFFAOYSA-M	168.0067329	CHEBI:133673	HMDB0000370	
BASm0008433	aminomethylphosphonate		1066-51-9			CH5NO3P		MGRVRXRGTBOSHW-UHFFFAOYSA-M	110.0012536	CHEBI:133674		
BASm0008434	4-ethylphenyl sulfate					C8H9O4S		DWZGLEPNCRFCEP-UHFFFAOYSA-M	201.0227035	CHEBI:133681		
BASm0008435	4-methylamino-4-dedimethylamino-anhydrotetracycline			Expected Solid	[H][C@@]12CC3=C(C(O)=C4C(O)=CC=CC4=C3C)C(=O)[C@]1(O)C(=O)C(C(O)=N)=C(O)[C@@]2([H])NC	C21H20N2O7	InChI=1S/C21H20N2O7/c1-7-8-4-3-5-11(24)12(8)16(25)13-9(7)6-10-15(23-2)17(26)14(20(22)29)19(28)21(10,30)18(13)27/h3-5,10,15,23-26,30H,6H2,1-2H3,(H2,22,29)/t10-,15-,21-/m0/s1	IIHPMGDKNZPGON-QYAMTVPHSA-N	412.127051	CHEBI:133696		MMDBc0055519
BASm0008436	4-amino-4-dedimethylamino-anhydrotetracycline			Expected Solid	[H][C@@]12CC3=C(C(O)=C4C(O)=CC=CC4=C3C)C(=O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N	C20H18N2O7	InChI=1S/C20H18N2O7/c1-6-7-3-2-4-10(23)11(7)15(24)12-8(6)5-9-14(21)16(25)13(19(22)28)18(27)20(9,29)17(12)26/h2-4,9,14,23-25,29H,5,21H2,1H3,(H2,22,28)/t9-,14-,20-/m0/s1	INUFQOJZVFLXMQ-OWYOPICZSA-N	398.1114009	CHEBI:133697		MMDBc0051921
BASm0008437	N-acetyl-L-valine	N-Acetyl-L-valine or N-Acetylvaline, belongs to the class of organic compounds known as N-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. N-Acetylvaline can also be classified as an alpha amino acid or a derivatized alpha amino acid. Technically, N-Acetylvaline is a biologically available N-terminal capped form of the proteinogenic alpha amino acid L-valine. N-acetyl amino acids can be produced either via direct synthesis of specific N-acetyltransferases or via the proteolytic degradation of N-acetylated proteins by specific hydrolases. N-terminal acetylation of proteins is a widespread and highly conserved process in eukaryotes that is involved in protection and stability of proteins (PMID: 16465618).  About 85% of all human proteins and 68% of all yeast proteins are acetylated at their N-terminus (PMID: 21750686). Several proteins from prokaryotes and archaea are also modified by N-terminal acetylation. The majority of eukaryotic N-terminal-acetylation reactions occur through N-acetyltransferase enzymes or NAT’s (PMID: 30054468).  These enzymes consist of three main oligomeric complexes NatA, NatB, and NatC, which are composed of at least a unique catalytic subunit and one unique ribosomal anchor. The substrate specificities of different NAT enzymes are mainly determined by the identities of the first two N-terminal residues of the target protein. The human NatA complex co-translationally acetylates N-termini that bear a small amino acid (A, S, T, C, and occasionally V and G) (PMID: 30054468). NatA also exists in a monomeric state and can post-translationally acetylate acidic N-termini residues (D-, E-). NatB and NatC acetylate N-terminal methionine with further specificity determined by the identity of the second amino acid.  N-acetylated amino acids, such as N-acetylvaline can be released by an N-acylpeptide hydrolase from peptides generated by proteolytic degradation (PMID: 16465618). In addition to the NAT enzymes and protein-based acetylation, N-acetylation of free valine can also occur. Excessive amounts N-acetyl amino acids including N-acetylvaline(as well as N-acetylglycine, N-acetylserine, N-acetylmethionine, N-acetylglutamate, N-acetylalanine, N-acetylleucine and smaller amounts of N-acetylglutamine, N-acetylisoleucine, and N-acetylthreonine) can be detected in the urine with individuals with acylase I deficiency, a genetic disorder (PMID: 16465618). Aminoacylase I is a soluble homodimeric zinc binding enzyme that catalyzes the formation of free aliphatic amino acids from N-acetylated precursors. In humans, Aminoacylase I is encoded by the aminoacylase 1 gene (ACY1) on chromosome 3p21 that consists of 15 exons (OMIM 609924). Individuals with aminoacylase I deficiency will experience convulsions, hearing loss and difficulty feeding (PMID: 16465618). ACY1 can also catalyze the reverse reaction, the synthesis of acetylated amino acids. Many N-acetylamino acids, including N-acetylthreonine, are classified as uremic toxins if present in high abundance in the serum or plasma (PMID: 26317986; PMID: 20613759). Uremic toxins are a diverse group of endogenously produced molecules that, if not properly cleared or eliminated by the kidneys, can cause kidney damage, cardiovascular disease and neurological deficits (PMID: 18287557).	96-81-1	Solid		C7H12NO3		IHYJTAOFMMMOPX-LURJTMIESA-M	158.0822668	CHEBI:133716	HMDB0011757	
BASm0008438	naphthalene-1,2,4,8-tetrol				OC1=CC(O)=C(O)C2=C1C=CC=C2O	C10H8O4	InChI=1S/C10H8O4/c11-6-3-1-2-5-7(12)4-8(13)10(14)9(5)6/h1-4,11-14H	JNLWKNHLUVQHPV-UHFFFAOYSA-N	192.0422587	CHEBI:133723	HMDB0172097	
BASm0008439	epiandrosterone 3-sulfate				C[C@]12CC[C@H](OS(=O)(=O)[O-])C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12	C19H30O5S	InChI=1S/C19H30O5S/c1-18-9-7-13(24-25(21,22)23)11-12(18)3-4-14-15-5-6-17(20)19(15,2)10-8-16(14)18/h12-16H,3-11H2,1-2H3,(H,21,22,23)/t12-,13-,14+,15+,16+,18+,19+/m1/s1	ZMITXKRGXGRMKS-BNSUEQOYSA-N	370.1813952	CHEBI:133729	HMDB0159476	
BASm0008440	1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine	LysoPE(18:2(9Z,12Z)/0:0) is a lysophosphatidylethanolamine or a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce. They are also approved for indoor use to preserve stored crops and commercial cut flowers. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms.	85046-18-0	Solid	CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OCC[NH3+]	C23H44NO7P	InChI=1S/C23H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)29-20-22(25)21-31-32(27,28)30-19-18-24/h6-7,9-10,22,25H,2-5,8,11-21,24H2,1H3,(H,27,28)/b7-6-,10-9-/t22-/m1/s1	DBHKHNGBVGWQJE-USWSLJGRSA-N	477.2855393	CHEBI:133732	HMDB0011507	
BASm0008441	N-acetyl-L-isoleucine	N-Acetyl-L-isoleucine or N-Acetylisoleucine, belongs to the class of organic compounds known as N-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. N-Acetylisoleucine can also be classified as an alpha amino acid or a derivatized alpha amino acid. Technically, N-Acetylisoleucine is a biologically available N-terminal capped form of the proteinogenic alpha amino acid L-isolecuine. N-acetyl amino acids can be produced either via direct synthesis of specific N-acetyltransferases or via the proteolytic degradation of N-acetylated proteins by specific hydrolases. N-terminal acetylation of proteins is a widespread and highly conserved process in eukaryotes that is involved in protection and stability of proteins (PMID: 16465618).  About 85% of all human proteins and 68% of all yeast proteins are acetylated at their N-terminus (PMID: 21750686). Several proteins from prokaryotes and archaea are also modified by N-terminal acetylation. The majority of eukaryotic N-terminal-acetylation reactions occur through N-acetyltransferase enzymes or NAT’s (PMID: 30054468).  These enzymes consist of three main oligomeric complexes NatA, NatB, and NatC, which are composed of at least a unique catalytic subunit and one unique ribosomal anchor. The substrate specificities of different NAT enzymes are mainly determined by the identities of the first two N-terminal residues of the target protein. The human NatA complex co-translationally acetylates N-termini that bear a small amino acid (A, S, T, C, and occasionally V and G) (PMID: 30054468). NatA also exists in a monomeric state and can post-translationally acetylate acidic N-termini residues (D-, E-). NatB and NatC acetylate N-terminal methionine with further specificity determined by the identity of the second amino acid.  N-acetylated amino acids, such as N-acetylisoleucine can be released by an N-acylpeptide hydrolase from peptides generated by proteolytic degradation (PMID: 16465618). In addition to the NAT enzymes and protein-based acetylation, N-acetylation of free isoleucine can also occur. In particular, N-Acetylisoleucine can be biosynthesized from L-isoleucine and acetyl-CoA by the enzyme leucine/isoleucine N-acetyltransferase (EC 2.3.1.66). Excessive amounts N-acetyl amino acids including N-acetylisoleucine (as well as N-acetylglycine, N-acetylserine, N-acetylglutamine, N-acetylglutamate, N-acetylalanine, N-acetylmethionine and smaller amounts of N-acetylthreonine, N-acetylleucine, and N-acetylvaline) can be detected in the urine with individuals with acylase I deficiency, a genetic disorder (PMID: 16465618). Aminoacylase I is a soluble homodimeric zinc binding enzyme that catalyzes the formation of free aliphatic amino acids from N-acetylated precursors. In humans, Aminoacylase I is encoded by the aminoacylase 1 gene (ACY1) on chromosome 3p21 that consists of 15 exons (OMIM 609924). Individuals with aminoacylase I deficiency will experience convulsions, hearing loss and difficulty feeding (PMID: 16465618). ACY1 can also catalyze the reverse reaction, the synthesis of acetylated amino acids. Many N-acetylamino acids, including N-acetylisoleucine are classified as uremic toxins if present in high abundance in the serum or plasma (PMID: 26317986; PMID: 20613759). Uremic toxins are a diverse group of endogenously produced molecules that, if not properly cleared or eliminated by the kidneys, can cause kidney damage, cardiovascular disease and neurological deficits (PMID: 18287557).	3077-46-1		CC[C@H](C)[C@H](NC(C)=O)C(=O)[O-]	C8H15NO3	InChI=1S/C8H15NO3/c1-4-5(2)7(8(11)12)9-6(3)10/h5,7H,4H2,1-3H3,(H,9,10)(H,11,12)/t5-,7-/m0/s1	JDTWZSUNGHMMJM-FSPLSTOPSA-N	173.1051933	CHEBI:133735	HMDB0061684	
BASm0008442	N-acetyltaurine	N-Acetyltaurine (also known as NAT) is a highly water-soluble and hygroscopic compound formed by the acetylation of taurine. It is both an endogenous metabolite that is constitutively synthesized in the body and an exogenous metabolite formed by ethanol metabolism. NAT is formed by one or multiple N-acetylation reactions between taurine and ethanol metabolites (primarily acetate). The enzyme responsible for NAT synthesis is called NAT synthase, a cytosolic metalloenzyme located in the kidney and liver that can directly catalyze the esterification reaction between taurine and acetate, without the involvement of ATP and CoA. NAT is a potential biomarker of hyperacetatemia as well as ethanol consumption (PMID: 22228769). NAT is typically found in human urine with normal concentrations of 0.599-1.38 umol/mmol creatinine in alcohol-abstinent subjects. NAT can reach average levels of 8.38 umol/mmol creatinine (range 5.39-10.47 umol/mmol creatinine) in subjects consuming alcohol within 3 to 6 h after the start of drinking. Positive NAT results can be used as an indicator for recent alcohol consumption (PMID: 27520321). NAT is considered a direct alcohol biomarker that specifically represents the oxidative pathway of ethanol metabolism. Other direct alcohol biomarkers such as fatty acid ethyl esters (FAEE), ethyl glucuronide, ethyl sulfate, and phosphatidylethanol reflect the non-oxidative pathway of alcohol metabolism. NAT is also elevated in urine after periods of endurance exercise. NAT was previously found in nature as a major component in the sticky droplet of orb spider web. Due to its high hygroscopicity, N-acetyltaurine appears to ensure the orb spider’s web flexibility.	19213-70-8		CC(=O)NCCS(=O)(=O)[O-]	C4H9NO4S	InChI=1S/C4H9NO4S/c1-4(6)5-2-3-10(7,8)9/h2-3H2,1H3,(H,5,6)(H,7,8,9)	CXJAAWRLVGAKDV-UHFFFAOYSA-N	167.0252289	CHEBI:133737	HMDB0240253	
BASm0008443	2-hydroxyhexanoate	2-hydroxycaproic acid, also known as 2-hydroxyhexanoic acid is a hydroxy fatty acid that is caproic (hexanoic) acid substituted by a hydroxy group at position 2. It has a role as an animal metabolite. It derives from a hexanoic acid. It is a conjugate acid of a 2-hydroxyhexanoate. 2-hydroxycaproic acid is a branched-chain alpha-keto acid that have been reported in normal human blood (PMID:7130306) and in normal amniotic fluid (PMID:7076774). It has been found that 2-hydroxycaproic acid is the most significant metabolite found in the CSF of patients infected with Nocardia. Nocardia sp. is an uncommon cause of meningitis, and Nocardia meningitis has a clinical picture similar to that of tuberculous meningitis (PMID:3818936; PMID:20615997).	6064-63-7	Solid	CCCCC(O)C(=O)[O-]	C6H12O3	InChI=1S/C6H12O3/c1-2-3-4-5(7)6(8)9/h5,7H,2-4H2,1H3,(H,8,9)	NYHNVHGFPZAZGA-UHFFFAOYSA-N	132.0786443	CHEBI:133738	HMDB0001624	
BASm0008444	(2E)-dodecenal	(E)-2-Dodecenal is found in animal foods. (E)-2-Dodecenal is present in many foods including citrus peel, ginger, carrots, milk, roast peanuts, roast beef and cured pork. (E)-2-Dodecenal is a flavouring agent	4826-62-4		CCCCCCCCC/C=C/C=O	C12H22O	InChI=1S/C12H22O/c1-2-3-4-5-6-7-8-9-10-11-12-13/h10-12H,2-9H2,1H3/b11-10+	SSNZFFBDIMUILS-ZHACJKMWSA-N	182.1670653	CHEBI:133741	HMDB0031020	
BASm0008445	17alpha-hydroxypregnenolone 3-sulfate		28901-70-4	Expected Solid	CC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)[O-])CC[C@]4(C)[C@H]3CC[C@@]21C	C21H31O6S	InChI=1S/C21H32O6S/c1-13(22)21(23)11-8-18-16-5-4-14-12-15(27-28(24,25)26)6-9-19(14,2)17(16)7-10-20(18,21)3/h4,15-18,23H,5-12H2,1-3H3,(H,24,25,26)/p-1/t15?,16-,17+,18+,19+,20+,21+/m1/s1	OMOKWYAQVYBHMG-QUPIPBJSSA-M	411.1846835	CHEBI:133742		MMDBc0048566
BASm0008446	N-methyl-L-proline	N-Methyl-L-proline, also known as N-methyl-L-proline, (2S)-1-methylpyrrolidine-2-carboxylic acid, hydric acid, or monomethyl proline, is classified as a proline or a proline derivative. It is not naturally produced by humans and can only be obtained from the diet. In particular, it is a metabolically inert cell protectant found in many plants and is used by plants to protect against extremes in osmolarity and growth temperatures. N-Methyl-L-proline is found in the fruit juices of yellow orange, blood orange, lemon, mandarin, and bitter orange (PMID: 21838291).	0475-11-6		C[NH+]1CCC[C@H]1C(=O)[O-]	C6H11NO2	InChI=1S/C6H11NO2/c1-7-4-2-3-5(7)6(8)9/h5H,2-4H2,1H3,(H,8,9)/t5-/m0/s1	CWLQUGTUXBXTLF-YFKPBYRVSA-N	129.0789786	CHEBI:133743	HMDB0094696	
BASm0008447	dihydroferulate				COc1cc(CCC(=O)[O-])ccc1O	C10H11O4	InChI=1S/C10H12O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2,4,6,11H,3,5H2,1H3,(H,12,13)/p-1	BOLQJTPHPSDZHR-UHFFFAOYSA-M	195.0662824	CHEBI:133751		
BASm0008448	epsilon-(gamma-L-glutamyl)-L-lysine	In non-diabetic kidney scarring the protein crosslinking enzyme tissue transglutaminase (tTg) has been implicated in the process by the formation of increased epsilon-(gamma-glutamyl)lysine bonds between ECM components in both experimental and human disease. Changes in tTg and epsilon-(gamma-glutamyl)lysine occur in human Diabetic nephropathy as well, the leading cause of chronic kidney failure. (PMID 15292688). In Parkinson's disease (PD), conformational changes in the alpha-synuclein monomer precede the formation of Lewy bodies. Both tTG and its substrate-characteristic N(epsilon)-(gamma-glutamyl)-lysine crosslink are increased in PD nigral dopamine neurons. (PMID 15001552). Expression of tissue transglutaminase (tTgase) and epsilon-(gamma-glutamyl)-lysine was present in all scarring of the blebs sites, being the main cause of failure in glaucoma filtration surgery. Transglutaminases are calcium-dependent enzymes that catalyze the posttranslational modification of proteins through an acyl transfer reaction between the gamma-carboxamide group of a peptide-bound glutaminyl residue and various amines. Covalent cross-linking using epsilon-(gamma-glutamyl)-lysine bonds is stable and resistant to enzymatic, chemical, and mechanical disruption. (PMID: 16936095).	17105-15-6	Solid	[NH3+][C@@H](CCCCNC(=O)CC[C@H]([NH3+])C(=O)[O-])C(=O)[O-]	C11H21N3O5	InChI=1S/C11H21N3O5/c12-7(10(16)17)3-1-2-6-14-9(15)5-4-8(13)11(18)19/h7-8H,1-6,12-13H2,(H,14,15)(H,16,17)(H,18,19)/t7-,8-/m0/s1	JPKNLFVGUZRHOB-YUMQZZPRSA-N	275.1481208	CHEBI:133752	HMDB0003869	
BASm0008449	aurasperone B	Aurasperone B is a mycotoxin from Aspergillus niger, Aspergillus awamori and Aspergillus fonsecaeu	41689-67-2		COc1cc(OC)c2c(O)c3c(c(-c4c(OC)cc5cc6c(c(O)c5c4OC)C(=O)CC(C)(O)O6)c2c1)OC(C)(O)CC3=O	C32H30O12	InChI=1S/C32H30O12/c1-31(37)11-16(33)24-20(43-31)8-13-7-18(40-4)26(29(42-6)21(13)27(24)35)23-15-9-14(39-3)10-19(41-5)22(15)28(36)25-17(34)12-32(2,38)44-30(23)25/h7-10,35-38H,11-12H2,1-6H3	VIFQAHKDYKZMMS-UHFFFAOYSA-N	606.1737264	CHEBI:133756	HMDB0030857	
BASm0008450	naphtopyrone YWA1	O-Demethylfonsecin is a pigment from a mutant of Aspergillus fonsecaeus also known as Aspergillus carbonarius.			CC1(O)CC(=O)c2c(cc3cc(O)cc(O)c3c2O)O1	C14H12O6	InChI=1S/C14H12O6/c1-14(19)5-9(17)12-10(20-14)3-6-2-7(15)4-8(16)11(6)13(12)18/h2-4,15-16,18-19H,5H2,1H3	RTYDQIKVNMHQMZ-UHFFFAOYSA-N	276.0633881	CHEBI:133763	HMDB0033649	
BASm0008451	prostaglandin A2-S-(R)-glutathione			Expected Solid	CCCCC[C@H](O)/C=C/[C@H]1[C@H](SC[C@H](NC(=O)CC[C@H]([NH3+])C(=O)[O-])C(=O)NCC(=O)[O-])CC(=O)[C@@H]1C/C=C\CCCC(=O)[O-]	C30H45N3O10S	InChI=1S/C30H47N3O10S/c1-2-3-6-9-19(34)12-13-21-20(10-7-4-5-8-11-27(37)38)24(35)16-25(21)44-18-23(29(41)32-17-28(39)40)33-26(36)15-14-22(31)30(42)43/h4,7,12-13,19-23,25,34H,2-3,5-6,8-11,14-18,31H2,1H3,(H,32,41)(H,33,36)(H,37,38)(H,39,40)(H,42,43)/p-2/b7-4-,13-12+/t19?,20-,21+,22-,23-,25?/m1/s1	XUKIKVBUXFVHNV-MFAQWRDPSA-L	639.283663	CHEBI:133768		MMDBc0049082
BASm0008452	prostaglandin A2-S-(S)-glutathione			Expected Solid	CCCCC[C@H](O)/C=C/[C@H]1[C@@H](SC[C@H](NC(=O)CC[C@H]([NH3+])C(=O)[O-])C(=O)NCC(=O)[O-])CC(=O)[C@@H]1C/C=C\CCCC(=O)[O-]	C30H45N3O10S	InChI=1S/C30H47N3O10S/c1-2-3-6-9-19(34)12-13-21-20(10-7-4-5-8-11-27(37)38)24(35)16-25(21)44-18-23(29(41)32-17-28(39)40)33-26(36)15-14-22(31)30(42)43/h4,7,12-13,19-23,25,34H,2-3,5-6,8-11,14-18,31H2,1H3,(H,32,41)(H,33,36)(H,37,38)(H,39,40)(H,42,43)/p-2/b7-4-,13-12+/t19?,20-,21+,22-,23-,25?/m1/s1	XUKIKVBUXFVHNV-MFAQWRDPSA-L	639.283663	CHEBI:133769		MMDBc0049082
BASm0008453	prostaglandin J2-S-(R)-glutathione			Expected Solid	CCCCC[C@H](O)/C=C/[C@H]1C(=O)C[C@@H](SC[C@H](NC(=O)CC[C@H]([NH3+])C(=O)[O-])C(=O)NCC(=O)[O-])[C@@H]1C/C=C\CCCC(=O)[O-]	C30H45N3O10S	InChI=1S/C30H47N3O10S/c1-2-3-6-9-19(34)12-13-20-21(10-7-4-5-8-11-27(37)38)25(16-24(20)35)44-18-23(29(41)32-17-28(39)40)33-26(36)15-14-22(31)30(42)43/h4,7,12-13,19-23,25,34H,2-3,5-6,8-11,14-18,31H2,1H3,(H,32,41)(H,33,36)(H,37,38)(H,39,40)(H,42,43)/p-2/b7-4-,13-12+/t19-,20+,21+,22+,23+,25?/m0/s1	RJCPXHXLCWWGHO-APFRPCTBSA-L	639.283663	CHEBI:133771		MMDBc0048496
BASm0008454	prostaglandin J2-S-(S)-glutathione			Expected Solid	CCCCC[C@H](O)/C=C/[C@H]1C(=O)C[C@H](SC[C@H](NC(=O)CC[C@H]([NH3+])C(=O)[O-])C(=O)NCC(=O)[O-])[C@@H]1C/C=C\CCCC(=O)[O-]	C30H45N3O10S	InChI=1S/C30H47N3O10S/c1-2-3-6-9-19(34)12-13-20-21(10-7-4-5-8-11-27(37)38)25(16-24(20)35)44-18-23(29(41)32-17-28(39)40)33-26(36)15-14-22(31)30(42)43/h4,7,12-13,19-23,25,34H,2-3,5-6,8-11,14-18,31H2,1H3,(H,32,41)(H,33,36)(H,37,38)(H,39,40)(H,42,43)/p-2/b7-4-,13-12+/t19-,20+,21+,22+,23+,25?/m0/s1	RJCPXHXLCWWGHO-APFRPCTBSA-L	639.283663	CHEBI:133772		MMDBc0048496
BASm0008455	1alpha-hydroxyandrost-4-ene-3,17-dione	An androstanoid that is androst-4-ene-3,17-dione in which the hydrogen at the 1alpha position has been replaced by a hydroxy group.			C[C@@]12C(=CC(=O)C[C@@H]1O)CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12	C19H26O3	InChI=1S/C19H26O3/c1-18-8-7-15-13(14(18)5-6-16(18)21)4-3-11-9-12(20)10-17(22)19(11,15)2/h9,13-15,17,22H,3-8,10H2,1-2H3/t13-,14-,15-,17-,18-,19-/m0/s1	JVRABWKGNATXPC-HQRJMKCBSA-N		CHEBI:133778		
BASm0008456	(17S)-hydroperoxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoate			Expected Solid	CC/C=C\C[C@@H](/C=C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)[O-])OO	C22H31O4	InChI=1S/C22H32O4/c1-2-3-15-18-21(26-25)19-16-13-11-9-7-5-4-6-8-10-12-14-17-20-22(23)24/h3,5-8,11-16,19,21,25H,2,4,9-10,17-18,20H2,1H3,(H,23,24)/p-1/b7-5-,8-6-,13-11-,14-12-,15-3-,19-16+/t21-/m0/s1	BNHQALRBDJVUQB-YTQNUIGOSA-M	359.2227831	CHEBI:133795		MMDBc0054764
BASm0008457	(17S)-hydroperoxy-(4Z,7Z,10Z,13Z,15E)-docosapentaenoate	A hydroperoxydocosapentaenoate that is the conjugate base of (4Z,7Z,10Z,13Z,15E,17S)-17-hydroperoxydocosapentaenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CCCCC[C@@H](/C=C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)[O-])OO	C22H33O4	InChI=1S/C22H34O4/c1-2-3-15-18-21(26-25)19-16-13-11-9-7-5-4-6-8-10-12-14-17-20-22(23)24/h5-8,11-14,16,19,21,25H,2-4,9-10,15,17-18,20H2,1H3,(H,23,24)/p-1/b7-5-,8-6-,13-11-,14-12-,19-16+/t21-/m0/s1	ISPMDQHJXOPONJ-RUPKWMQGSA-M		CHEBI:133796		
BASm0008458	17-hydroperoxy-(7Z,10Z,13Z,15E,19Z)-docosapentaenoate	A hydroperoxydocosapentaenoate that is the conjugate base of 17-HPDoPE, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C22H33O4		PQYYUXHETXYOCV-UCMLWGQMNA-M	361.2384331	CHEBI:133797		
BASm0008459	14-hydroperoxy-(7Z,10Z,12E,16Z,19Z)-docosapentaenoate	A hydroperoxydocosapentaenoate that is the conjugate base of (7Z,10Z,12E,16Z,19Z)-14-hydroperoxydocosapentaenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C22H33O4		XHMXFEYXNLBDKE-GZVODVPDNA-M	361.2384331	CHEBI:133798		
BASm0008460	14-hydroperoxy-(4Z,7Z,10Z,12E,16Z)-docosapentaenoate	A hydroperoxydocosapentaenoate that is the conjugate base of (4Z,7Z,10Z,12E,16Z)-14-hydroperoxydocosapentaenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C22H33O4		UFJZZVIIOQTESD-OTAJNUQNNA-M	361.2384331	CHEBI:133799		
BASm0008461	(5S,6S)-epoxy-18-hydroxy-(7E,9E,11Z,14Z,16E)-eicosapentaenoate	 5,6-epoxy,18R-HEPE is considered to be practically insoluble (in water) and acidic				C20H27O4		ZPAJZAMPZXISSE-JXZUESEDSA-M	331.1914829	CHEBI:133812	HMDB0062410	
BASm0008462	13-hydroxy-(9Z,11E)-octadecadienoate	(9Z,​11E)-13-HODE or (9Z,​11E)​-13-hydroxyoctadecadienoic acid is a hydroxy fatty acid. In humans, fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation.	18104-45-5			C18H31O3		HNICUWMFWZBIFP-BSZOFBHHNA-M	295.2278684	CHEBI:133819	HMDB0112194	
BASm0008463	9-hydroxy-(10E,12Z)-octadecadienoate					C18H31O3		NPDSHTNEKLQQIJ-ZJHFMPGANA-M	295.2278684	CHEBI:133820		
BASm0008464	(5,6,15R)-trihydroxy-(7E,9E,11Z,13E,17Z)-eicosapentaenoate					C20H29O5		ZZMKOZNTEJVKRY-GUBQSTNLSA-M	349.2020476	CHEBI:133821		
BASm0008465	(5,12,18R)-trihydroxy-(6Z,8E,10E,14Z,16E)-eicosapentaenoate			Expected Solid		C20H29O5		AOPOCGPBAIARAV-OFVAGIAISA-M	349.2020476	CHEBI:133822		MMDBc0048507
BASm0008466	fonsecin B	Fonsecin B is a mycotoxin from a mutant of Aspergillus fonsecaeus also known as Aspergillus carbonarius.	1856-95-7	Solid		C16H16O6		ZYTKFYQKQVYVMW-UHFFFAOYNA-N	304.0946882	CHEBI:133825	HMDB0033866	
BASm0008467	4-O-[di(2R)-glycerylphospho]-N-acetyl-beta-D-mannosaminyl-(1->4)-N-acetyl-alpha-D-glucosaminyl di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP(O)(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(OP([O-])(=O)OC[C@]([H])(O)COP([O-])(=O)OC[C@]([H])(O)CO)[C@]([H])(O)[C@]2([H])N=C(C)[O-])[C@]([H])(O)[C@@]1([H])N=C(C)[O-])=C(\C)CCC=C(C)C	C77H128N2O27P4	InChI=1S/C77H132N2O27P4/c1-53(2)25-15-26-54(3)27-16-28-55(4)29-17-30-56(5)31-18-32-57(6)33-19-34-58(7)35-20-36-59(8)37-21-38-60(9)39-22-40-61(10)41-23-42-62(11)43-24-44-63(12)45-46-97-109(93,94)106-110(95,96)105-77-71(79-65(14)84)72(87)74(68(48-81)102-77)103-76-70(78-64(13)83)73(88)75(69(49-82)101-76)104-108(91,92)100-52-67(86)51-99-107(89,90)98-50-66(85)47-80/h25,27,29,31,33,35,37,39,41,43,45,66-77,80-82,85-88H,15-24,26,28,30,32,34,36,38,40,42,44,46-52H2,1-14H3,(H,78,83)(H,79,84)(H,89,90)(H,91,92)(H,93,94)(H,95,96)/p-4/b54-27+,55-29+,56-31-,57-33-,58-35-,59-37-,60-39-,61-41-,62-43-,63-45-/t66-,67-,68-,69-,70+,71-,72-,73-,74-,75-,76+,77-/m1/s1	XTZSKDGCELJMAX-RVJRVLLYSA-J	1636.767689	CHEBI:133867		MMDBc0055530
BASm0008468	4-O-[1-D-ribitylphospho-(2R)-1-glycerylphospho]-N-acetyl-beta-D-mannosaminyl-(1->4)-N-acetyl-alpha-D-glucosaminyl di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP(O)(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(OP([O-])(=O)OC[C@]([H])(O)COP([O-])(=O)OC[C@@]([H])(O)[C@@]([H])(O)[C@@]([H])(O)CO)[C@]([H])(O)[C@@]2([H])N=C(C)[O-])[C@]([H])(O)[C@@]1([H])N=C(C)[O-])=C(\C)CCC=C(C)C	C79H132N2O29P4	InChI=1S/C79H136N2O29P4/c1-53(2)25-15-26-54(3)27-16-28-55(4)29-17-30-56(5)31-18-32-57(6)33-19-34-58(7)35-20-36-59(8)37-21-38-60(9)39-22-40-61(10)41-23-42-62(11)43-24-44-63(12)45-46-101-113(97,98)110-114(99,100)109-79-72(81-65(14)86)74(91)76(69(48-83)106-79)107-78-71(80-64(13)85)75(92)77(70(49-84)105-78)108-112(95,96)103-51-66(87)50-102-111(93,94)104-52-68(89)73(90)67(88)47-82/h25,27,29,31,33,35,37,39,41,43,45,66-79,82-84,87-92H,15-24,26,28,30,32,34,36,38,40,42,44,46-52H2,1-14H3,(H,80,85)(H,81,86)(H,93,94)(H,95,96)(H,97,98)(H,99,100)/p-4/b54-27+,55-29+,56-31-,57-33-,58-35-,59-37-,60-39-,61-41-,62-43-,63-45-/t66-,67+,68-,69-,70-,71-,72-,73+,74-,75-,76-,77-,78+,79-/m1/s1	KFPAGFLTIOIHLD-WDHAKQNGSA-J	1696.788819	CHEBI:133892		MMDBc0055529
BASm0008469						C84H142N2O36P5		LSINQFDXOXFDJL-BWKIFHFOSA-I	1909.805782	CHEBI:133894		
BASm0008470						C82H138N2O34P5		WAOFXEGPSUNZBC-OBFQLUBXSA-I	1849.784652	CHEBI:133896		
BASm0008471	chromopyrrolate			Expected Solid		C22H13N3O4		FZDVNXHYGMEEDT-UHFFFAOYSA-L	383.0917031	CHEBI:133898		MMDBc0005886
BASm0008472	(8S,15S)-dihydroperoxy-(5Z,9E,11Z,13E)-eicosatetraenoate	An icosanoid anion that is the conjugate base of 8(S),15(S)-DiHPETE, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C20H31O6		CXDIKCDVBUPCCG-HCCKYKKOSA-M	367.2126123	CHEBI:133899		
BASm0008473	(14R,15S)-dihydroperoxy-(5Z,8Z,10E,12E)-eicosatetraenoate	A bis(hydroperoxy)icosatetraenoate that is the conjugate base of 14(R),15(S)-DiHPETE, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C20H31O6		USYFDKIQMRDNHC-PEPUZGFWSA-M	367.2126123	CHEBI:133900		
BASm0008474					*O[C@H]1C[C@H](n2ccc(=O)[nH]c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:133902		
BASm0008475	(8S,15S)-dihydroxy-(5Z,9E,11Z,13E)-eicosatetraenoate	A DiHETE(1-) that is the conjugate base of 8(S),15(S)-DiHETE arising from deprotonation of the carboxylic acid function; major species at pH 7.3.				C20H31O4		NNPWRKSGORGTIM-HCCKYKKOSA-M	335.2227831	CHEBI:133903		
BASm0008476	hypothiocyanous acid	As it is an organic compound, hypothiocyanite occurs naturally in the antimicrobial immune system of the human respiratory tract in a redox reaction catalyzed by the enzyme lactoperoxidase. It has been researched extensively for its capabilities as an alternative antibiotic as it is harmless to human body cells while being cytotoxic to bacteria. Of late, the exact processes for making hypothiocyanite have been patented as such an effective antimicrobial has many commercial applications. Whether or not this antimicrobial compound comprises the entirety of the immune system of the respiratory tract remains to be seen. Hypothiocyanite is the anion [OSCN]- and the conjugate base of hypothiocyanous acid. It is an organic compound part of the thiocyanates as it contains the functional group SCN. It is formed when an oxygen is singly bonded to the thiocyanate group. Hypothiocyanous acid (HOSCN) is a fairly weak acid as its acid dissociation constant is 5.3.	63296-34-4		OSC#N	CHNOS	InChI=1S/CHNOS/c2-1-4-3/h3H	ZCZCOXLLICTZAH-UHFFFAOYSA-N	74.97788435	CHEBI:133907	HMDB0012974	
BASm0008477	glycolaldehyde phosphate			Expected Solid	[O-]P([O-])(=O)OCC=O	C2H3O5P	InChI=1S/C2H5O5P/c3-1-2-7-8(4,5)6/h1H,2H2,(H2,4,5,6)/p-2	LSAQVYAXNBXMMR-UHFFFAOYSA-L	137.9729074	CHEBI:133927		MMDBc0056017
BASm0008478	indole-3-pyruvate imine dimer			Expected Solid		C22H18N4O4		CKBGWXPNAUCVQQ-UHFFFAOYNA-N	402.1328051	CHEBI:133928		MMDBc0056038
BASm0008479	7-chloroindole-3-pyruvate imine dimer	A zwitterion that is derived from 3,4-bis(7-chloroindol-3-yl)-2,5-diiminohexanedioic acid by deprotonation of both carboxylic acid groups and protonation of both amino groups; major species at pH 7.3.				C22H16Cl2N4O4		OKDJEEBLFWDDQL-UHFFFAOYNA-N	470.0548604	CHEBI:133929		
BASm0008480	5alpha-androst-1-ene-3,17-dione			Expected Solid	C[C@]12CC[C@H]3[C@@H](CC[C@H]4CC(=O)C=C[C@]34C)[C@@H]1CCC2=O	C19H26O2	InChI=1S/C19H26O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h7,9,12,14-16H,3-6,8,10-11H2,1-2H3/t12-,14-,15-,16-,18-,19-/m0/s1	WJIQCDPCDVWDDE-WZNAKSSCSA-N	286.1932801	CHEBI:133930		MMDBc0054291
BASm0008481	19,20-epoxy-(4Z,7Z,10Z,13Z,16Z)-docosapentaenoate					C22H31O3		OSXOPUBJJDUAOJ-MBYQGORINA-M	343.2278684	CHEBI:133931		
BASm0008482	16,17-epoxy-(4Z,7Z,10Z,13Z,19Z)-docosapentaenoate					C22H31O3		BCTXZWCPBLWCRV-ZYADFMMDNA-M	343.2278684	CHEBI:133932		
BASm0008483	13,14-epoxy-(4Z,7Z,10Z,16Z,19Z)-docosapentaenoate	A docosanoid anion that is the conjugate base of (4Z,7Z,10Z,16Z,19Z)-13,14-epoxydocosapentaenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C22H31O3		DCFKVKFLEPMEGT-UQZHZJRSNA-M	343.2278684	CHEBI:133933		
BASm0008484	10,11-epoxy-(4Z,7Z,13Z,16Z,19Z)-docosapentaenoate	A docosanoid anion that is the conjugate base of (4Z,7Z,13Z,16Z,19Z)-10,11-epoxydocosapentaenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C22H31O3		YYZNJWZRJUGQCW-UQZHZJRSNA-M	343.2278684	CHEBI:133934		
BASm0008485	19,20-epoxy-(7Z,10Z,13Z,16Z)-docosatetraenoate	A docosanoid anion that is the conjugate base of (7Z,10Z,13Z,16Z)-19,20-epoxydocosatetraenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3				C22H33O3		LKOFAUCMWTWGQQ-OUVYEZRBNA-M	345.2435185	CHEBI:133935		
BASm0008486	16,17-epoxy-(7Z,10Z,13Z,19Z)-docosatetraenoate	A docosanoid anion that is the conjugate base of (7Z,10Z,13Z,19Z)-16,17-epoxydocosatetraenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C22H33O3		QQYGVFSESLSOGB-JRGWTXQPNA-M	345.2435185	CHEBI:133936		
BASm0008487	13,14-epoxy-(7Z,10Z,16Z,19Z)-docosatetraenoate	A docosanoid anion that is the conjugate base of (7Z,10Z,16Z,19Z)-13,14-epoxydocosatetraenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C22H33O3		QOMFBJRPKDFMQK-WRWCHPBINA-M	345.2435185	CHEBI:133937		
BASm0008488	10,11-epoxy-(7Z,13Z,16Z,19Z)-docosatetraenoate	A docosanoid anion that is the conjugate base of (7Z,13Z,16Z,19Z)-10,11-epoxydocosatetraenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C22H33O3		QYYVKSXGFHDBFT-WRWCHPBINA-M	345.2435185	CHEBI:133938		
BASm0008489	20-hydroxy-(4Z,7Z,10Z,13Z,16Z)-docosapentaenoate	A docosanoid anion that is the conjugate base of (4Z,7Z,10Z,13Z,16Z)-20-hydroxydocosapentaenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C22H33O3		KFGLFEVIRKTJEW-MBYQGORINA-M	345.2435185	CHEBI:133939		
BASm0008490	lithocholate sulfate				[H][C@@](C)(CCC([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@@]([H])(CC[C@]4(C)[C@@]3([H])CC[C@]12C)OS([O-])(=O)=O	C24H38O6S	InChI=1S/C24H40O6S/c1-15(4-9-22(25)26)19-7-8-20-18-6-5-16-14-17(30-31(27,28)29)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21H,4-14H2,1-3H3,(H,25,26)(H,27,28,29)/p-2/t15-,16-,17-,18+,19-,20+,21+,23+,24-/m1/s1	AXDXVEYHEODSPN-HVATVPOCSA-L	454.2400073	CHEBI:133940	HMDB0242165	
BASm0008491	(3S,5R,10R,12S,14S,15R,16R)-3,5,10,14,15-pentahydroxy-12,16-dimethylicosan-2-one			Expected Solid	[H][C@](C)(C[C@]([H])(O)CCCC[C@@]([H])(O)C[C@]([H])(O)C(C)=O)C[C@]([H])(O)[C@]([H])(O)[C@]([H])(C)CCCC	C22H44O6	InChI=1S/C22H44O6/c1-5-6-9-16(3)22(28)21(27)13-15(2)12-18(24)10-7-8-11-19(25)14-20(26)17(4)23/h15-16,18-22,24-28H,5-14H2,1-4H3/t15-,16+,18+,19+,20-,21-,22+/m0/s1	NYWGYGGFNSPMLY-GXKXQWPPSA-N	404.3137891	CHEBI:133941		MMDBc0054918
BASm0008492	2-hydroxy-17beta-estradiol 3-sulfate					C18H23O6S		SAURDTOTDJOGPE-XSSYPUMDSA-M	367.1220832	CHEBI:133942	HMDB0155497	
BASm0008493	(10,17S)-dihydroperoxy-(4Z,7Z,11Z,13Z,15E,19Z)-docosahexaenoate	A docosanoid anion that is the conjugate base of (4Z,7Z,11Z,13Z,15E,17S,19Z)-10,17-bis(hydroperoxy)docosahexaenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C22H31O6		ALQAYVWWNWCFEN-KKEDPRABSA-M	391.2126123	CHEBI:133948		
BASm0008494	(10,17S)-dihydroperoxy-(4Z,7Z,11Z,13Z,15E)-docosapentaenoate	A hydroperoxydocosapentaenoate that is the conjugate base of (4Z,7Z,11Z,13Z,15E,17S)-10,17-bis(hydroperoxy)docosapentaenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C22H33O6		OBXRYBLVMCAPKM-WRMGERKZSA-M	393.2282624	CHEBI:133949		
BASm0008495	(10,17)-dihydroperoxy-(7Z,11Z,13Z,15E,19Z)-docosapentaenoate	A hydroperoxydocosapentaenoate that is the conjugate base of (7Z,11Z,13Z,15E,19Z)-10,17-bis(hydroperoxy)docosapentaenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C22H33O6		CLKAMUBRHDJOAX-OKNVVHAFNA-M	393.2282624	CHEBI:133950		
BASm0008496	tetraacetate lactone			Expected Solid	CC(=O)CC1=CC(O)=CC(=O)O1	C8H8O4	InChI=1S/C8H8O4/c1-5(9)2-7-3-6(10)4-8(11)12-7/h3-4,10H,2H2,1H3	STVPTNMFKNDFLX-UHFFFAOYSA-N	168.0422587	CHEBI:133952		MMDBc0007046
BASm0008497	2-ethyl-4,6-dihydroxy-3,5-dimethylbenzaldehyde			Expected Solid	CCc1c(C)c(O)c(C)c(O)c1C=O	C11H14O3	InChI=1S/C11H14O3/c1-4-8-6(2)10(13)7(3)11(14)9(8)5-12/h5,13-14H,4H2,1-3H3	UVMVOFJDJJPWBT-UHFFFAOYSA-N	194.0942943	CHEBI:133958		MMDBc0015262
BASm0008499					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2c[n+](C)c3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O					CHEBI:133968		
BASm0008500					*O[C@H]1[C@@H](OC)[C@H](*)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2c[n+](C)c3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O					CHEBI:133969		
BASm0008501	N-retinylidene-N-retinylphosphatidylethanolamine				*C(=O)OC[C@H](COP(=O)([O-])OCC[n+]1ccc(/C=C/C=C(C)/C=C/C2=C(C)CCCC2(C)C)cc1/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C)OC([1*])=O					CHEBI:133970		
BASm0008503	12-oxo-(5S)-hydroxy-(6E,8E,10E,14Z)-eicosatetraenoate		136696-10-1		CCCCC/C=C\CC(=O)/C=C/C=C/C=C/[C@@H](O)CCCC(=O)[O-]	C20H30O4	InChI=1S/C20H30O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,19,22H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7+,9-6+,14-10+,15-11+/t19-/m1/s1	SJVWVCVZWMJXOK-FBYSADQJSA-N		CHEBI:133974		
BASm0008504	(5S,12S)-dihydroxy-(6E,10E,12E,14Z)-eicosatetraenoate	Leukotriene B4 is the major metabolite in neutrophil polymorphonuclear leukocytes. Leukotrienes are metabolites of arachidonic acid derived from the action of 5-LO (5-lipoxygenase). The immediate product of 5-LO is LTA4 (leukotriene A4), which is enzymatically converted into either LTB4 (leukotriene B4) by LTA4 hydrolase or LTC4 (leukotriene C4) by LTC4 synthase. The regulation of leukotriene production occurs at various levels, including expression of 5-LO, translocation of 5-LO to the perinuclear region, and phosphorylation to either enhance or inhibit the activity of 5-LO. Biologically active LTB4 is metabolized by omega-oxidation carried out by specific cytochrome P450s (CYP4F) followed by beta-oxidation from the omega-carboxy position and after CoA ester formation. Other specific pathways of leukotriene metabolism include the 12-hydroxydehydrogenase/15-oxo-prostaglandin-13-reductase that form a series of conjugated diene metabolites that have been observed to be excreted in human urine. Metabolism of LTC4 occurs by sequential peptide cleavage reactions involving a gamma-glutamyl transpeptidase that forms LTD4 (leukotriene D4) and a membrane-bound dipeptidase that converts LTD4 into LTE4 (leukotriene E4) before omega-oxidation. These metabolic transformations of the primary leukotrienes are critical for termination of their biological activity, and defects in expression of participating enzymes may be involved in specific genetic disease. The term leukotriene was coined to indicate the presence of three conjugated double bonds within the 20-carbon structure of arachidonic acid as well as the fact that these compounds were derived from leucocytes such as PMNNs or transformed mast cells. Interestingly, most of the cells known to express 5-LO are of myeloid origin, which includes neutrophils, eosinophils, mast cells, macrophages, basophils, and monocytes. Leukotriene biosynthesis begins with the specific oxidation of arachidonic acid by a free radical mechanism as a consequence of interaction with 5-LO. The first enzymatic step involves the abstraction of a hydrogen atom from C-7 of arachidonate followed by the addition of molecular oxygen to form 5-HpETE (5-hydroperoxyeicosatetraenoic acid). A second enzymatic step is also catalyzed by 5-LO and involves removal of a hydrogen atom from C-10, resulting in the formation of the conjugated triene epoxide LTA4. LTA4 must then be released by 5-LO and encounter either LTA4-H (LTA4 hydrolase) or LTC4-S [LTC4 (leukotriene C4) synthase]. LTA4-H can stereospecifically add water to C-12 while retaining a specific double-bond geometry, leading to LTB4 [leukotriene B4, 5(S),12(R)-dihydroxy-6,8,10,14-(Z,E,E,Z)-eicosatetraenoic acid]. If LTA4 encounters LTC4-S, then the reactive epoxide is opened at C-6 by the thiol anion of glutathione to form the product LTC4 [5(S)-hydroxy-6(R)-S-glutathyionyl-7,9,11,14- (E,E,Z,Z)-eicosatetraenoic acid], essentially a glutathionyl adduct of oxidized arachidonic acid. Both of these terminal leukotrienes are biologically active in that specific GPCRs recognize these chemical structures and receptor recognition initiates complex intracellular signalling cascades. In order for these molecules to serve as lipid mediators, however, they must be released from the biosynthetic cell into the extracellular milieu so that they can encounter the corresponding GPCRs. Surprising features of this cascade include the recognition of the assembly of critical enzymes at the perinuclear region of the cell and even localization of 5-LO within the nucleus of some cells. Under some situations, the budding phagosome has been found to assemble these proteins. Non-enzymatic proteins such as FLAP are now known as critical partners of this protein-machine assembly. An unexpected pathway of leukotriene biosynthesis involves the transfer of the chemically reactive intermediate, LTA4, from the biosynthetic cell followed by conversion into LTB4 or LTC4 by other cells that do not express 5-LO (PMID: 17623009). Leukotrienes are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.	71160-24-2	Solid	CCCCC/C=C\C[C@H](O)/C=C/C=C/C=C/[C@@H](O)CCCC(=O)[O-]	C20H32O4	InChI=1S/C20H32O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,18-19,21-22H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7+,9-6-,14-10+,15-11-/t18-,19-/m1/s1	VNYSSYRCGWBHLG-AMOLWHMGSA-N	336.2300595	CHEBI:133975	HMDB0001085	
BASm0008505	2,4-dinitrophenyl-S-glutathione			Expected Solid	[NH3+][C@@H](CCC(=O)N[C@@H](CSc1ccc([N+](=O)[O-])cc1[N+](=O)[O-])C(=O)NCC(=O)[O-])C(=O)[O-]	C16H18N5O10S	InChI=1S/C16H19N5O10S/c17-9(16(26)27)2-4-13(22)19-10(15(25)18-6-14(23)24)7-32-12-3-1-8(20(28)29)5-11(12)21(30)31/h1,3,5,9-10H,2,4,6-7,17H2,(H,18,25)(H,19,22)(H,23,24)(H,26,27)/p-1/t9-,10-/m0/s1	FXEUKVKGTKDDIQ-UWVGGRQHSA-M	472.0779866	CHEBI:133977		MMDBc0048358
BASm0008506	17alpha-ethynylestradiol 3-sulfate				C#C[C@]1(O)CC[C@H]2[C@@H]3CCc4cc(OS(=O)(=O)[O-])ccc4[C@H]3CC[C@@]21C	C20H24O5S	InChI=1S/C20H24O5S/c1-3-20(21)11-9-18-17-6-4-13-12-14(25-26(22,23)24)5-7-15(13)16(17)8-10-19(18,20)2/h1,5,7,12,16-18,21H,4,6,8-11H2,2H3,(H,22,23,24)	WLGIWVFFGMPRLM-UHFFFAOYSA-N	376.134445	CHEBI:133978	HMDB0252017	
BASm0008507	2-glyceryl-prostaglandin D2	MG(0:0/PGD2/0:0) is an oxidized monoacyglycerol (MG). Oxidized monoacyglycerols are glycerolipids in which the fatty acyl chain has undergone oxidation. As all oxidized lipids, oxidized monoacyglycerols belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with other lipids, monoacyglycerols can be substituted by different fatty acids, with varying lengths, saturation and degrees of oxidation attached at the C-1, C-2 and C-3 positions. Lipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with lipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized lipids is continually in flux, owing to lipid degradation and the continuous lipid remodeling that occurs while these molecules are in membranes. Oxidized MGs can be synthesized via three different routes. In one route, the oxidized MG is synthetized de novo following the same mechanisms as for MGs but incorporating an oxidized acyl chain (PMID: 33329396). An alternative is the transacylation of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the MG backbone, mainly through the action of LOX (PMID: 33329396).			CCCCC[C@H](O)/C=C/[C@H]1C(=O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)OC(CO)CO	C23H38O7	InChI=1S/C23H38O7/c1-2-3-6-9-17(26)12-13-20-19(21(27)14-22(20)28)10-7-4-5-8-11-23(29)30-18(15-24)16-25/h4,7,12-13,17-21,24-27H,2-3,5-6,8-11,14-16H2,1H3/b7-4-,13-12+/t17-,19+,20+,21-/m0/s1	OCYWGBZEVKVWBQ-PQGWWSFGSA-N	426.2617536	CHEBI:133979	HMDB0260528	
BASm0008508	oxidized coenzyme F420-1			Expected Solid	C[C@H](OP(=O)([O-])OC[C@@H](O)[C@@H](O)[C@@H](O)Cn1c2nc(=O)[n-]c(=O)c-2cc2ccc(O)cc21)C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-]	C24H25N4O15P	InChI=1S/C24H29N4O15P/c1-10(21(35)25-14(23(37)38)4-5-18(32)33)43-44(40,41)42-9-17(31)19(34)16(30)8-28-15-7-12(29)3-2-11(15)6-13-20(28)26-24(39)27-22(13)36/h2-3,6-7,10,14,16-17,19,30-31,34H,4-5,8-9H2,1H3,(H6,25,26,27,29,32,33,35,36,37,38,39,40,41)/p-4/t10-,14-,16-,17+,19-/m0/s1	VXLZCIMPZIERNZ-LADHFWMSSA-J	640.1075974	CHEBI:133980		MMDBc0056241
BASm0008509	oxidized coenzyme F420-1			Expected Solid	C[C@H](OP(=O)([O-])OC[C@@H](O)[C@@H](O)[C@@H](O)Cn1c2nc(=O)[n-]c(=O)c-2cc2ccc(O)cc21)C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-]	C24H25N4O15P	InChI=1S/C24H29N4O15P/c1-10(21(35)25-14(23(37)38)4-5-18(32)33)43-44(40,41)42-9-17(31)19(34)16(30)8-28-15-7-12(29)3-2-11(15)6-13-20(28)26-24(39)27-22(13)36/h2-3,6-7,10,14,16-17,19,30-31,34H,4-5,8-9H2,1H3,(H6,25,26,27,29,32,33,35,36,37,38,39,40,41)/p-4/t10-,14-,16-,17+,19-/m0/s1	VXLZCIMPZIERNZ-LADHFWMSSA-J	640.1075974	CHEBI:133980		MMDBc0056241
BASm0008510	(13R)-hydroperoxy-(9Z,11E)-octadecadienoate			Expected Solid	CCCCC[C@H](/C=C/C=C\CCCCCCCC(=O)[O-])OO	C18H31O4	InChI=1S/C18H32O4/c1-2-3-11-14-17(22-21)15-12-9-7-5-4-6-8-10-13-16-18(19)20/h7,9,12,15,17,21H,2-6,8,10-11,13-14,16H2,1H3,(H,19,20)/p-1/b9-7-,15-12+/t17-/m1/s1	JDSRHVWSAMTSSN-PIHGWCCBSA-M	311.2227831	CHEBI:133985		MMDBc0054758
BASm0008511	(13R)-hydroperoxy-(9Z,11E,15Z)-octadecatrienoate			Expected Solid	CC/C=C\C[C@H](/C=C/C=C\CCCCCCCC(=O)[O-])OO	C18H29O4	InChI=1S/C18H30O4/c1-2-3-11-14-17(22-21)15-12-9-7-5-4-6-8-10-13-16-18(19)20/h3,7,9,11-12,15,17,21H,2,4-6,8,10,13-14,16H2,1H3,(H,19,20)/p-1/b9-7-,11-3-,15-12+/t17-/m1/s1	UYQGVDXDXBAABN-YVCRHRKHSA-M	309.207133	CHEBI:133987		MMDBc0054757
BASm0008512	(11R)-hydroperoxy-(9Z,12Z,15Z)-octadecatrienoate			Expected Solid	[H]\C(CC)=C(/[H])C\C([H])=C(\[H])[C@]([H])(OO)C(\[H])=C(\[H])CCCCCCCC([O-])=O	C18H29O4	InChI=1S/C18H30O4/c1-2-3-4-8-11-14-17(22-21)15-12-9-6-5-7-10-13-16-18(19)20/h3-4,11-12,14-15,17,21H,2,5-10,13,16H2,1H3,(H,19,20)/p-1/b4-3-,14-11-,15-12-/t17-/m0/s1	RYAKCZURVOCRAI-JZTOSSBESA-M	309.207133	CHEBI:133989		MMDBc0054751
BASm0008513	(9S,16S)-dihydroperoxy-(10E,12Z,14E)-octadecatrienoate			Expected Solid	[H]\C(=C(/[H])\C(\[H])=C(/[H])[C@]([H])(CCCCCCCC([O-])=O)OO)C([H])=C([H])[C@]([H])(CC)OO	C18H29O6	InChI=1S/C18H30O6/c1-2-16(23-21)12-8-6-7-10-14-17(24-22)13-9-4-3-5-11-15-18(19)20/h6-8,10,12,14,16-17,21-22H,2-5,9,11,13,15H2,1H3,(H,19,20)/p-1/b7-6-,12-8+,14-10+/t16-,17-/m0/s1	MFVHQYMRUDEPIO-NYOLHIHQSA-M	341.1969622	CHEBI:133991		MMDBc0054996
BASm0008514	N-(9Z-octadecenoyl)glycine		2601-90-3		CCCCCCCC/C=C\CCCCCCCC(=O)NCC(=O)[O-]	C20H37NO3	InChI=1S/C20H37NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19(22)21-18-20(23)24/h9-10H,2-8,11-18H2,1H3,(H,21,22)(H,23,24)/b10-9-	HPFXACZRFJDURI-KTKRTIGZSA-N		CHEBI:133992		
BASm0008515	4'-O-methylnorbelladine				COc1ccc(C[NH2+]CCc2ccc(O)cc2)cc1O	C16H19NO3	InChI=1S/C16H19NO3/c1-20-16-7-4-13(10-15(16)19)11-17-9-8-12-2-5-14(18)6-3-12/h2-7,10,17-19H,8-9,11H2,1H3	SDLILULALIDNSO-UHFFFAOYSA-N	273.1364935	CHEBI:133993		
BASm0008516	(10bR,4aS)-noroxomaritidine	An organic cation obtained by protonation of the tertiary amino group of (4aS,10bR)-noroxomaritidine; major species at pH 7.3.			COc1cc2c(cc1O)C[NH+]1CC[C@@]23C=CC(=O)C[C@H]13	C16H18NO3	InChI=1S/C16H17NO3/c1-20-14-8-12-10(6-13(14)19)9-17-5-4-16(12)3-2-11(18)7-15(16)17/h2-3,6,8,15,19H,4-5,7,9H2,1H3/p+1/t15-,16-/m0/s1	VEXDOCFQMVMPHJ-HOTGVXAUSA-O		CHEBI:133995		
BASm0008517	(10bS,4aR)-noroxomaritidine	An organic cation obtained by protonation of the tertiary amino group of (4aR,10bS)-noroxomaritidine; major species at pH 7.3.			COc1cc2c(cc1O)C[NH+]1CC[C@]23C=CC(=O)C[C@@H]13	C16H18NO3	InChI=1S/C16H17NO3/c1-20-14-8-12-10(6-13(14)19)9-17-5-4-16(12)3-2-11(18)7-15(16)17/h2-3,6,8,15,19H,4-5,7,9H2,1H3/p+1/t15-,16-/m1/s1	VEXDOCFQMVMPHJ-HZPDHXFCSA-O		CHEBI:133996		
BASm0008518	norbelladine	An organic cation obtained by protonation of the secondary amino group of norbelladine; major species at pH 7.3.			Oc1ccc(CC[NH2+]Cc2ccc(O)c(O)c2)cc1	C15H18NO3	InChI=1S/C15H17NO3/c17-13-4-1-11(2-5-13)7-8-16-10-12-3-6-14(18)15(19)9-12/h1-6,9,16-19H,7-8,10H2/p+1	YJYUDTAJVLORNV-UHFFFAOYSA-O		CHEBI:134001		
BASm0008520	N-(9Z-octadecenoyl)-L-phenylalanine	N-oleoyl phenylalanine, also known as oleoyl-L-phe-OH belongs to the class of compounds known as N-acylamides. These are molecules characterized by a fatty acyl group linked to a primary amine by an amide bond. More specifically, it is an Oleic acid amide of Phenylalanine. It is believed that there are more than 800 types of N-acylamides in the human body. N-acylamides fall into several categories: amino acid conjugates (e.g., those acyl amides conjugated with amino acids), neurotransmitter conjugates (e.g., those acylamides conjugated with neurotransmitters), ethanolamine conjugates (e.g., those acylamides conjugated to ethanolamine), and taurine conjugates (e.g., those acyamides conjugated to taurine). N-Oleoyl phenylalanine is an amino acid conjugate. N-acylamides can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain N-acylamides; 2) medium-chain N-acylamides; 3) long-chain N-acylamides; and 4) very long-chain N-acylamides; 5) hydroxy N-acylamides; 6) branched chain N-acylamides; 7) unsaturated N-acylamides; 8) dicarboxylic N-acylamides and 9) miscellaneous N-acylamides. N-Oleoyl phenylalanine is therefore classified as a long chain N-acylamide. N-acyl amides have a variety of signaling functions in physiology, including in cardiovascular activity, metabolic homeostasis, memory, cognition, pain, motor control and others (PMID: 15655504). N-acyl amides have also been shown to play a role in cell migration, inflammation and certain pathological conditions such as diabetes, cancer, neurodegenerative disease, and obesity (PMID: 23144998; PMID: 25136293; PMID: 28854168).N-acyl amides can be synthesized both endogenously and by gut microbiota (PMID: 28854168). N-acylamides can be biosynthesized via different routes, depending on the parent amine group. N-acyl ethanolamines (NAEs) are formed via the hydrolysis of an unusual phospholipid precursor, N-acyl-phosphatidylethanolamine (NAPE), by a specific phospholipase D. N-acyl amino acids are synthesized via a circulating peptidase M20 domain containing 1 (PM20D1), which can catalyze the bidirectional the condensation and hydrolysis of a variety of N-acyl amino acids. The degradation of N-acylamides is largely mediated by an enzyme called fatty acid amide hydrolase (FAAH), which catalyzes the hydrolysis of N-acylamides into fatty acids and the biogenic amines. Many N-acylamides are involved in lipid signaling system through interactions with transient receptor potential channels (TRP). TRP channel proteins interact with N-acyl amides such as N-arachidonoyl ethanolamide (Anandamide), N-arachidonoyl dopamine and others in an opportunistic fashion (PMID: 23178153). This signaling system has been shown to play a role in the physiological processes involved in inflammation (PMID: 25136293). Other N-acyl amides, including N-oleoyl-glutamine, have also been characterized as TRP channel antagonists (PMID: 29967167). N-acylamides have also been shown to have G-protein-coupled receptors (GPCRs) binding activity (PMID: 28854168). The study of N-acylamides is an active area of research and it is likely that many novel N-acylamides will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CCCCCCCC/C=C\CCCCCCCC(=O)N[C@@H](Cc1ccccc1)C(=O)[O-]	C27H43NO3	InChI=1S/C27H43NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-22-26(29)28-25(27(30)31)23-24-20-17-16-18-21-24/h9-10,16-18,20-21,25H,2-8,11-15,19,22-23H2,1H3,(H,28,29)(H,30,31)/b10-9-/t25-/m0/s1	UWKNPULCJWBBDD-JRUKXMRZSA-N	429.3242942	CHEBI:134020	HMDB0062336	
BASm0008521	N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine	N-arachidonoyl phenylalanine belongs to the class of compounds known as N-acylamides. These are molecules characterized by a fatty acyl group linked to a primary amine by an amide bond. More specifically, it is an Arachidonic acid amide of Phenylalanine. It is believed that there are more than 800 types of N-acylamides in the human body. N-acylamides fall into several categories: amino acid conjugates (e.g., those acyl amides conjugated with amino acids), neurotransmitter conjugates (e.g., those acylamides conjugated with neurotransmitters), ethanolamine conjugates (e.g., those acylamides conjugated to ethanolamine), and taurine conjugates (e.g., those acyamides conjugated to taurine). N-Arachidonoyl Phenylalanine is an amino acid conjugate. N-acylamides can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain N-acylamides; 2) medium-chain N-acylamides; 3) long-chain N-acylamides; and 4) very long-chain N-acylamides; 5) hydroxy N-acylamides; 6) branched chain N-acylamides; 7) unsaturated N-acylamides; 8) dicarboxylic N-acylamides and 9) miscellaneous N-acylamides. N-Arachidonoyl Phenylalanine is therefore classified as a long chain N-acylamide. N-acyl amides have a variety of signaling functions in physiology, including in cardiovascular activity, metabolic homeostasis, memory, cognition, pain, motor control and others (PMID: 15655504). N-acyl amides have also been shown to play a role in cell migration, inflammation and certain pathological conditions such as diabetes, cancer, neurodegenerative disease, and obesity (PMID: 23144998; PMID: 25136293; PMID: 28854168).N-acyl amides can be synthesized both endogenously and by gut microbiota (PMID: 28854168). N-acylamides can be biosynthesized via different routes, depending on the parent amine group. N-acyl ethanolamines (NAEs) are formed via the hydrolysis of an unusual phospholipid precursor, N-acyl-phosphatidylethanolamine (NAPE), by a specific phospholipase D. N-acyl amino acids are synthesized via a circulating peptidase M20 domain containing 1 (PM20D1), which can catalyze the bidirectional the condensation and hydrolysis of a variety of N-acyl amino acids. The degradation of N-acylamides is largely mediated by an enzyme called fatty acid amide hydrolase (FAAH), which catalyzes the hydrolysis of N-acylamides into fatty acids and the biogenic amines. Many N-acylamides are involved in lipid signaling system through interactions with transient receptor potential channels (TRP). TRP channel proteins interact with N-acyl amides such as N-arachidonoyl ethanolamide (Anandamide), N-arachidonoyl dopamine and others in an opportunistic fashion (PMID: 23178153). This signaling system has been shown to play a role in the physiological processes involved in inflammation (PMID: 25136293). Other N-acyl amides, including N-oleoyl-glutamine, have also been characterized as TRP channel antagonists (PMID: 29967167). N-acylamides have also been shown to have G-protein-coupled receptors (GPCRs) binding activity (PMID: 28854168). The study of N-acylamides is an active area of research and it is likely that many novel N-acylamides will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)N[C@@H](Cc1ccccc1)C(=O)[O-]	C29H41NO3	InChI=1S/C29H41NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21-24-28(31)30-27(29(32)33)25-26-22-19-18-20-23-26/h6-7,9-10,12-13,15-16,18-20,22-23,27H,2-5,8,11,14,17,21,24-25H2,1H3,(H,30,31)(H,32,33)	YHLNAFGXMQKMQX-UHFFFAOYSA-N	451.3086442	CHEBI:134022	HMDB0242001	
BASm0008522	N-(9Z-octadecenoyl)-L-serine	An N-acyl-L-alpha-amino acid anion resulting from the deprotonation of the carboxy group of N-oleoyl-L-serine. The major species at pH 7.3.			CCCCCCCC/C=C\CCCCCCCC(=O)N[C@@H](CO)C(=O)[O-]	C21H38NO4	InChI=1S/C21H39NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(24)22-19(18-23)21(25)26/h9-10,19,23H,2-8,11-18H2,1H3,(H,22,24)(H,25,26)/p-1/b10-9-/t19-/m0/s1	MBDKGXAMSZIDKF-VJIACCKLSA-M		CHEBI:134031		
BASm0008523	N-(9Z-octadecenoyl)-L-glutamine				CCCCCCCC/C=C\CCCCCCCC(=O)N[C@@H](CCC(N)=O)C(=O)[O-]	C23H42N2O4	InChI=1S/C23H42N2O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-22(27)25-20(23(28)29)18-19-21(24)26/h9-10,20H,2-8,11-19H2,1H3,(H2,24,26)(H,25,27)(H,28,29)/b10-9-/t20-/m0/s1	ZHVSXWCIYWYBQP-QJRAZLAKSA-N	410.3144578	CHEBI:134033		
BASm0008524	N-(9Z-octadecenoyl)-L-leucine	N-oleoyl leucine belongs to the class of compounds known as N-acylamides. These are molecules characterized by a fatty acyl group linked to a primary amine by an amide bond. More specifically, it is an Oleic acid amide of Leucine. It is believed that there are more than 800 types of N-acylamides in the human body. N-acylamides fall into several categories: amino acid conjugates (e.g., those acyl amides conjugated with amino acids), neurotransmitter conjugates (e.g., those acylamides conjugated with neurotransmitters), ethanolamine conjugates (e.g., those acylamides conjugated to ethanolamine), and taurine conjugates (e.g., those acyamides conjugated to taurine). N-Oleoyl Leucine is an amino acid conjugate. N-acylamides can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain N-acylamides; 2) medium-chain N-acylamides; 3) long-chain N-acylamides; and 4) very long-chain N-acylamides; 5) hydroxy N-acylamides; 6) branched chain N-acylamides; 7) unsaturated N-acylamides; 8) dicarboxylic N-acylamides and 9) miscellaneous N-acylamides. N-Oleoyl Leucine is therefore classified as a long chain N-acylamide. N-acyl amides have a variety of signaling functions in physiology, including in cardiovascular activity, metabolic homeostasis, memory, cognition, pain, motor control and others (PMID: 15655504). N-acyl amides have also been shown to play a role in cell migration, inflammation and certain pathological conditions such as diabetes, cancer, neurodegenerative disease, and obesity (PMID: 23144998; PMID: 25136293; PMID: 28854168).N-acyl amides can be synthesized both endogenously and by gut microbiota (PMID: 28854168). N-acylamides can be biosynthesized via different routes, depending on the parent amine group. N-acyl ethanolamines (NAEs) are formed via the hydrolysis of an unusual phospholipid precursor, N-acyl-phosphatidylethanolamine (NAPE), by a specific phospholipase D. N-acyl amino acids are synthesized via a circulating peptidase M20 domain containing 1 (PM20D1), which can catalyze the bidirectional the condensation and hydrolysis of a variety of N-acyl amino acids. The degradation of N-acylamides is largely mediated by an enzyme called fatty acid amide hydrolase (FAAH), which catalyzes the hydrolysis of N-acylamides into fatty acids and the biogenic amines. Many N-acylamides are involved in lipid signaling system through interactions with transient receptor potential channels (TRP). TRP channel proteins interact with N-acyl amides such as N-arachidonoyl ethanolamide (Anandamide), N-arachidonoyl dopamine and others in an opportunistic fashion (PMID: 23178153). This signaling system has been shown to play a role in the physiological processes involved in inflammation (PMID: 25136293). Other N-acyl amides, including N-oleoyl-glutamine, have also been characterized as TRP channel antagonists (PMID: 29967167). N-acylamides have also been shown to have G-protein-coupled receptors (GPCRs) binding activity (PMID: 28854168). The study of N-acylamides is an active area of research and it is likely that many novel N-acylamides will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CCCCCCCC/C=C\CCCCCCCC(=O)N[C@@H](CC(C)C)C(=O)[O-]	C24H45NO3	InChI=1S/C24H45NO3/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)25-22(24(27)28)20-21(2)3/h11-12,21-22H,4-10,13-20H2,1-3H3,(H,25,26)(H,27,28)	UMOAAMQGRRCHPA-UHFFFAOYSA-N	395.3399443	CHEBI:134035	HMDB0241962	
BASm0008525	N-octadecanoylglycine				CCCCCCCCCCCCCCCCCC(=O)NCC(=O)[O-]	C20H39NO3	InChI=1S/C20H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19(22)21-18-20(23)24/h2-18H2,1H3,(H,21,22)(H,23,24)	UEYROBDNFIWNST-UHFFFAOYSA-N		CHEBI:134041		
BASm0008526	N-(9Z-hexadecenoyl)-glycine	An N-acylglycinate resulting from the deprotonation of the carboxy group of N-[(9Z)-hexadecenoyl]glycine. The major species at pH 7.3.			CCCCCC/C=C\CCCCCCCC(=O)NCC(=O)[O-]	C18H32NO3	InChI=1S/C18H33NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17(20)19-16-18(21)22/h7-8H,2-6,9-16H2,1H3,(H,19,20)(H,21,22)/p-1/b8-7-	YWPIANMBCWTPEE-FPLPWBNLSA-M		CHEBI:134042		
BASm0008527	(8R)-hydroperoxy-(9E,11Z,14Z)-eicosatrienoate	A hydroperoxyicosatrienoate that is the conjugate base of (8R,9E,11Z,14Z)-8-hydroperoxyicosatrienoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CCCCC/C=C\C/C=C\C=C\[C@@H](CCCCCCC(=O)[O-])OO	C20H33O4	InChI=1S/C20H34O4/c1-2-3-4-5-6-7-8-9-10-13-16-19(24-23)17-14-11-12-15-18-20(21)22/h6-7,9-10,13,16,19,23H,2-5,8,11-12,14-15,17-18H2,1H3,(H,21,22)/p-1/b7-6-,10-9-,16-13+/t19-/m0/s1	FPEWUPLSXZKPMU-NAFMLRNLSA-M		CHEBI:134051		
BASm0008528	10-hydroperoxy-(8Z,11Z,14Z)-eicosatrienoate	A hydroperoxyicosatrienoate that is the conjugate base of (8Z,11Z,14Z)-10-hydroperoxyicosatrienoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CCCCC/C=C\C/C=C\C(/C=C\CCCCCCC(=O)[O-])OO	C20H33O4	InChI=1S/C20H34O4/c1-2-3-4-5-6-7-10-13-16-19(24-23)17-14-11-8-9-12-15-18-20(21)22/h6-7,13-14,16-17,19,23H,2-5,8-12,15,18H2,1H3,(H,21,22)/p-1/b7-6-,16-13-,17-14-	PLVFLCHPIRQAAD-NOWHTQDTSA-M		CHEBI:134052		
BASm0008529	11-hydroperoxy-(8Z,12E,14Z)-eicosatrienoate	A hydroperoxyicosatrienoate that is the conjugate base of (8Z,12E,14Z)-11-hydroperoxyicosatrienoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CCCCC/C=C\C=C\C(C/C=C\CCCCCCC(=O)[O-])OO	C20H33O4	InChI=1S/C20H34O4/c1-2-3-4-5-7-10-13-16-19(24-23)17-14-11-8-6-9-12-15-18-20(21)22/h7,10-11,13-14,16,19,23H,2-6,8-9,12,15,17-18H2,1H3,(H,21,22)/p-1/b10-7-,14-11-,16-13+	XXJNUAYGKYFCTM-KMHGCERFSA-M		CHEBI:134053		
BASm0008530	8,9-epoxy-(5Z,9E,11Z,14Z)-eicosatetraenoate				CCCCC/C=C\C/C=C\C=C1/O[C@@H]1C/C=C\CCCC(=O)[O-]	C20H29O3	InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-12-15-18-19(23-18)16-13-10-11-14-17-20(21)22/h6-7,9-10,12-13,15,19H,2-5,8,11,14,16-17H2,1H3,(H,21,22)/p-1/b7-6-,12-9-,13-10-,18-15-/t19-/m1/s1	PVKOQJATMIOZNV-DXJGWMFSSA-M		CHEBI:134054		
BASm0008531	12,13-epoxy-(9Z,11E,15Z)-octadecatrienoate					C18H27O3		YZBZORUZOSCZRN-DCUPSMFCSA-M	291.1965683	CHEBI:134055		
BASm0008532	8-hydroperoxy-(5Z,9E,11Z,14Z,17Z)-eicosapentaenoate	An icosanoid anion that is the conjugate base of (5Z,9E,11Z,14Z,17Z)-8-hydroperoxyicosapentaenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3				C20H29O4		FKUQDPQMNVKDHV-GXIKJMEPNA-M	333.207133	CHEBI:134056		
BASm0008533	10-hydroperoxy-(4Z,7Z,11E,13Z,16Z,19Z)-docosahexaenoate	(4Z,7Z,11E,13Z,16Z,19Z)-10-Hydroperoxydocosahexaenoic acid, also known as 10-HPDoHE or 10-peroxy-docosahexaenoic acid, is considered to be a practically insoluble (in water) and relatively neutral molecule. (4Z,7Z,11E,13Z,16Z,19Z)-10-Hydroperoxydocosahexaenoic acid can be biosynthesized from all-cis-docosa-4,7,10,13,16,19-hexaenoic acid.	121694-98-2	0	CC/C=C\C/C=C\C/C=C\C=C\C(C/C=C\C/C=C\CCC(=O)[O-])OO	C22H32O4	InChI=1S/C22H32O4/c1-2-3-4-5-6-7-8-9-12-15-18-21(26-25)19-16-13-10-11-14-17-20-22(23)24/h3-4,6-7,9,11-16,18,21,25H,2,5,8,10,17,19-20H2,1H3,(H,23,24)/b4-3-,7-6-,12-9-,14-11-,16-13-,18-15+	YBZVZSNFGOPPCL-SKSHMZPZSA-N	360.2300595	CHEBI:134057	HMDB0062277	
BASm0008534	N-hexadecanoyl-dopamine	A fatty amide resulting from the formal condensation of the carboxy group of hexadecanoic acid with the amino group of dopamine. It is present as an endogenous compound in the mammalian brain.			CCCCCCCCCCCCCCCC(=O)NCCc1ccc(O)c(O)c1	C24H41NO3	InChI=1S/C24H41NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-24(28)25-19-18-21-16-17-22(26)23(27)20-21/h16-17,20,26-27H,2-15,18-19H2,1H3,(H,25,28)	TWJJFOWLTIEYFO-UHFFFAOYSA-N		CHEBI:134058		
BASm0008535	N-hexadecanoyl-serotonin	An N-acylserotonin obtained by formal condensation of the carboxy group of hexadecanoic acid with the primary amino group of serotonin.			CCCCCCCCCCCCCCCC(=O)NCCc1c[nH]c2ccc(O)cc12	C26H42N2O2	InChI=1S/C26H42N2O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-26(30)27-19-18-22-21-28-25-17-16-23(29)20-24(22)25/h16-17,20-21,28-29H,2-15,18-19H2,1H3,(H,27,30)	AKQOZSXOPVLUHA-UHFFFAOYSA-N		CHEBI:134059		
BASm0008536	N-(9Z-octadecenoyl)-serotonin	An N-acylserotonin obtained by formal condensation of the carboxy group of oleoic acid with the primary amino group of serotonin.			CCCCCCCC/C=C\CCCCCCCC(=O)NCCc1c[nH]c2ccc(O)cc12	C28H44N2O2	InChI=1S/C28H44N2O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(32)29-21-20-24-23-30-27-19-18-25(31)22-26(24)27/h9-10,18-19,22-23,30-31H,2-8,11-17,20-21H2,1H3,(H,29,32)/b10-9-	LCQKHZYXPCLVBI-KTKRTIGZSA-N		CHEBI:134064		
BASm0008537	N-octadecanoyl-serotonin	An N-acylserotonin obtained by formal condensation of the carboxy group of stearic acid with the primary amino group of serotonin. It has been found in the jejunum and ileum of pigs and mice.			CCCCCCCCCCCCCCCCCC(=O)NCCc1c[nH]c2ccc(O)cc12	C28H46N2O2	InChI=1S/C28H46N2O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(32)29-21-20-24-23-30-27-19-18-25(31)22-26(24)27/h18-19,22-23,30-31H,2-17,20-21H2,1H3,(H,29,32)	FKWHKBXVLNKTGT-UHFFFAOYSA-N		CHEBI:134065		
BASm0008538		A D-glucopyranose 6-phosphate where α-D-glucose is the sugar component			[H]O[C@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H](O)[C@H]1O	C6H13O9P	InChI=1S/C6H13O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5-,6+/m1/s1	NBSCHQHZLSJFNQ-DVKNGEFBSA-N	260.0297185	CHEBI:134068		
BASm0008539	N-butanoylserotonin	An N-acylserotonin obtained by formal condensation of the carboxy group of butyric acid with the primary amino group of serotonin.				C14H18N2O2		RJNBGVJXJBZVJW-UHFFFAOYSA-N	246.1368278	CHEBI:134070		
BASm0008540	1,2-dihexadecanoyl-sn-glycero-3-phospho-(N-hexadecanoyl)-ethanolamine	An N-acylphosphatidylethanolamine(1-) obtained by deprotonation of the phosphate group of N-hexadecanoyl-1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine; major species at pH 7.3.				C53H103NO9P		KYTVUROWHYYKEL-VCZQVZGSSA-M	928.7375945	CHEBI:134072		
BASm0008541	(8R)-hydroperoxy-(5Z,9E,11Z,14Z,17Z)-eicosapentaenoate	(5Z,9E,11Z,14Z,17Z)-8-hydroperoxyicosapentaenoate in which the 8-hydroperoxy group has R-configuration.				C20H29O4		FKUQDPQMNVKDHV-CLXNAOOQSA-M	333.207133	CHEBI:134079		
BASm0008542	a (2R,3R)-flavan-3-ol				*c1c(*)c(*)c([C@H]2Oc3c(*)c(*)c(*)c(*)c3C(*)[C@H]2O)c(*)c1*					CHEBI:134086		
BASm0008544	a (2S,3R)-flavan-3-ol				*c1c(*)c(*)c([C@@H]2Oc3c(*)c(*)c(*)c(*)c3C(*)[C@H]2O)c(*)c1*					CHEBI:134088		
BASm0008545	a (2S,3S)-flavan-3-ol				*c1c(*)c(*)c([C@@H]2Oc3c(*)c(*)c(*)c(*)c3C(*)[C@@H]2O)c(*)c1*					CHEBI:134089		
BASm0008547	2-N-acetamidomethylphosphonate			Expected Solid	CC([O-])=NCP(O)(O)=O	C3H7NO4P	InChI=1S/C3H8NO4P/c1-3(5)4-2-9(6,7)8/h2H2,1H3,(H,4,5)(H2,6,7,8)/p-1	FDNUAHPLMXZWLS-UHFFFAOYSA-M	152.0118183	CHEBI:134093		MMDBc0055258
BASm0008548	(S)-1-aminoethylphosphonate			Expected Solid	C[C@@H]([NH3+])P(=O)([O-])[O-]	C2H7NO3P	InChI=1S/C2H8NO3P/c1-2(3)7(4,5)6/h2H,3H2,1H3,(H2,4,5,6)/p-1/t2-/m0/s1	UIQSKEDQPSEGAU-REOHCLBHSA-M	124.0169037	CHEBI:134098		MMDBc0055053
BASm0008549	[(1S)-1-acetamidoethyl]phosphonate			Expected Solid	CC(=O)N[C@H](C)P(=O)([O-])O	C4H9NO4P	InChI=1S/C4H10NO4P/c1-3(6)5-4(2)10(7,8)9/h4H,1-2H3,(H,5,6)(H2,7,8,9)/p-1/t4-/m0/s1	OWNNFWRGXJDEEX-BYPYZUCNSA-M	166.0274684	CHEBI:134099		MMDBc0055083
BASm0008550	(2R)-2-amino-4-oxopentanoate			Expected Solid	[H][C@@](N)(CC(C)=O)C(O)=O	C5H9NO3	InChI=1S/C5H9NO3/c1-3(7)2-4(6)5(8)9/h4H,2,6H2,1H3,(H,8,9)/t4-/m1/s1	QUCHWTCTBHQQDU-SCSAIBSYSA-N	131.0582432	CHEBI:134102		MMDBc0054818
BASm0008551	N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-leucine	N-arachidonoyl leucine belongs to the class of compounds known as N-acylamides. These are molecules characterized by a fatty acyl group linked to a primary amine by an amide bond. More specifically, it is an Arachidonic acid amide of Leucine. It is believed that there are more than 800 types of N-acylamides in the human body. N-acylamides fall into several categories: amino acid conjugates (e.g., those acyl amides conjugated with amino acids), neurotransmitter conjugates (e.g., those acylamides conjugated with neurotransmitters), ethanolamine conjugates (e.g., those acylamides conjugated to ethanolamine), and taurine conjugates (e.g., those acyamides conjugated to taurine). N-Arachidonoyl Leucine is an amino acid conjugate. N-acylamides can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain N-acylamides; 2) medium-chain N-acylamides; 3) long-chain N-acylamides; and 4) very long-chain N-acylamides; 5) hydroxy N-acylamides; 6) branched chain N-acylamides; 7) unsaturated N-acylamides; 8) dicarboxylic N-acylamides and 9) miscellaneous N-acylamides. N-Arachidonoyl Leucine is therefore classified as a long chain N-acylamide. N-acyl amides have a variety of signaling functions in physiology, including in cardiovascular activity, metabolic homeostasis, memory, cognition, pain, motor control and others (PMID: 15655504). N-acyl amides have also been shown to play a role in cell migration, inflammation and certain pathological conditions such as diabetes, cancer, neurodegenerative disease, and obesity (PMID: 23144998; PMID: 25136293; PMID: 28854168).N-acyl amides can be synthesized both endogenously and by gut microbiota (PMID: 28854168). N-acylamides can be biosynthesized via different routes, depending on the parent amine group. N-acyl ethanolamines (NAEs) are formed via the hydrolysis of an unusual phospholipid precursor, N-acyl-phosphatidylethanolamine (NAPE), by a specific phospholipase D. N-acyl amino acids are synthesized via a circulating peptidase M20 domain containing 1 (PM20D1), which can catalyze the bidirectional the condensation and hydrolysis of a variety of N-acyl amino acids. The degradation of N-acylamides is largely mediated by an enzyme called fatty acid amide hydrolase (FAAH), which catalyzes the hydrolysis of N-acylamides into fatty acids and the biogenic amines. Many N-acylamides are involved in lipid signaling system through interactions with transient receptor potential channels (TRP). TRP channel proteins interact with N-acyl amides such as N-arachidonoyl ethanolamide (Anandamide), N-arachidonoyl dopamine and others in an opportunistic fashion (PMID: 23178153). This signaling system has been shown to play a role in the physiological processes involved in inflammation (PMID: 25136293). Other N-acyl amides, including N-oleoyl-glutamine, have also been characterized as TRP channel antagonists (PMID: 29967167). N-acylamides have also been shown to have G-protein-coupled receptors (GPCRs) binding activity (PMID: 28854168). The study of N-acylamides is an active area of research and it is likely that many novel N-acylamides will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.				C26H42NO3		WNCPUJGFGSAQTQ-FBDUAZINSA-M	416.3170178	CHEBI:134103	HMDB0241998	
BASm0008552	(11S)-hydroperoxy-(9Z,12Z,15Z)-octadecatrienoate			Expected Solid	[H]\C(CC)=C(/[H])C\C([H])=C(\[H])[C@@]([H])(OO)C(\[H])=C(\[H])CCCCCCCC([O-])=O	C18H29O4	InChI=1S/C18H30O4/c1-2-3-4-8-11-14-17(22-21)15-12-9-6-5-7-10-13-16-18(19)20/h3-4,11-12,14-15,17,21H,2,5-10,13,16H2,1H3,(H,19,20)/p-1/b4-3-,14-11-,15-12-/t17-/m1/s1	RYAKCZURVOCRAI-TYAFUOHSSA-M	309.207133	CHEBI:134110		MMDBc0054753
BASm0008553	alpha-muricholate	alpha-Muricholic acid is a hydroxylated bile acid present in normal human urine (PMID: 1629271), and in free glycine-conjugated, taurine-conjugated, and sulfated forms in human feces (PMID: 3667743). Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135).	2393-58-0	Solid	C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@@H](O)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C24H40O5	InChI=1S/C24H40O5/c1-13(4-7-19(26)27)15-5-6-16-20-17(9-11-23(15,16)2)24(3)10-8-14(25)12-18(24)21(28)22(20)29/h13-18,20-22,25,28-29H,4-12H2,1-3H3,(H,26,27)/t13-,14-,15-,16+,17+,18+,20+,21+,22+,23-,24-/m1/s1	DKPMWHFRUGMUKF-GDYCBZMLSA-N	408.2875744	CHEBI:134116	HMDB0000506	
BASm0008554	beta-muricholate			Expected Solid	[H][C@@](C)(CCC([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@@]([H])(O)[C@@]([H])(O)[C@]4([H])C[C@]([H])(O)CC[C@]4(C)[C@@]3([H])CC[C@]12C	C24H39O5	InChI=1S/C24H40O5/c1-13(4-7-19(26)27)15-5-6-16-20-17(9-11-23(15,16)2)24(3)10-8-14(25)12-18(24)21(28)22(20)29/h13-18,20-22,25,28-29H,4-12H2,1-3H3,(H,26,27)/p-1/t13-,14-,15-,16+,17+,18+,20+,21+,22-,23-,24-/m1/s1	DKPMWHFRUGMUKF-CRKPLTDNSA-M	407.2802979	CHEBI:134119		MMDBc0056389
BASm0008555	N-(9Z-octadecenoyl)-L-isoleucine	N-oleoyl isoleucine belongs to the class of compounds known as N-acylamides. These are molecules characterized by a fatty acyl group linked to a primary amine by an amide bond. More specifically, it is an Oleic acid amide of Isoleucine. It is believed that there are more than 800 types of N-acylamides in the human body. N-acylamides fall into several categories: amino acid conjugates (e.g., those acyl amides conjugated with amino acids), neurotransmitter conjugates (e.g., those acylamides conjugated with neurotransmitters), ethanolamine conjugates (e.g., those acylamides conjugated to ethanolamine), and taurine conjugates (e.g., those acyamides conjugated to taurine). N-Oleoyl Isoleucine is an amino acid conjugate. N-acylamides can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain N-acylamides; 2) medium-chain N-acylamides; 3) long-chain N-acylamides; and 4) very long-chain N-acylamides; 5) hydroxy N-acylamides; 6) branched chain N-acylamides; 7) unsaturated N-acylamides; 8) dicarboxylic N-acylamides and 9) miscellaneous N-acylamides. N-Oleoyl Isoleucine is therefore classified as a long chain N-acylamide. N-acyl amides have a variety of signaling functions in physiology, including in cardiovascular activity, metabolic homeostasis, memory, cognition, pain, motor control and others (PMID: 15655504). N-acyl amides have also been shown to play a role in cell migration, inflammation and certain pathological conditions such as diabetes, cancer, neurodegenerative disease, and obesity (PMID: 23144998; PMID: 25136293; PMID: 28854168).N-acyl amides can be synthesized both endogenously and by gut microbiota (PMID: 28854168). N-acylamides can be biosynthesized via different routes, depending on the parent amine group. N-acyl ethanolamines (NAEs) are formed via the hydrolysis of an unusual phospholipid precursor, N-acyl-phosphatidylethanolamine (NAPE), by a specific phospholipase D. N-acyl amino acids are synthesized via a circulating peptidase M20 domain containing 1 (PM20D1), which can catalyze the bidirectional the condensation and hydrolysis of a variety of N-acyl amino acids. The degradation of N-acylamides is largely mediated by an enzyme called fatty acid amide hydrolase (FAAH), which catalyzes the hydrolysis of N-acylamides into fatty acids and the biogenic amines. Many N-acylamides are involved in lipid signaling system through interactions with transient receptor potential channels (TRP). TRP channel proteins interact with N-acyl amides such as N-arachidonoyl ethanolamide (Anandamide), N-arachidonoyl dopamine and others in an opportunistic fashion (PMID: 23178153). This signaling system has been shown to play a role in the physiological processes involved in inflammation (PMID: 25136293). Other N-acyl amides, including N-oleoyl-glutamine, have also been characterized as TRP channel antagonists (PMID: 29967167). N-acylamides have also been shown to have G-protein-coupled receptors (GPCRs) binding activity (PMID: 28854168). The study of N-acylamides is an active area of research and it is likely that many novel N-acylamides will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CCCCCCCC/C=C\CCCCCCCC(=O)N[C@H](C(=O)[O-])[C@@H](C)CC	C24H45NO3	InChI=1S/C24H45NO3/c1-4-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-22(26)25-23(24(27)28)21(3)5-2/h12-13,21,23H,4-11,14-20H2,1-3H3,(H,25,26)(H,27,28)	TYWACVZIFBZIQZ-UHFFFAOYSA-N	395.3399443	CHEBI:134121	HMDB0241961	
BASm0008556	N-(9Z-octadecenoyl)-L-glutamate	N-oleoyl glutamic acid, also known as N-oleoyl glutamate belongs to the class of compounds known as N-acylamides. These are molecules characterized by a fatty acyl group linked to a primary amine by an amide bond. More specifically, it is an Oleic acid amide of Glutamic acid. It is believed that there are more than 800 types of N-acylamides in the human body. N-acylamides fall into several categories: amino acid conjugates (e.g., those acyl amides conjugated with amino acids), neurotransmitter conjugates (e.g., those acylamides conjugated with neurotransmitters), ethanolamine conjugates (e.g., those acylamides conjugated to ethanolamine), and taurine conjugates (e.g., those acyamides conjugated to taurine). N-Oleoyl Glutamic acid is an amino acid conjugate. N-acylamides can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain N-acylamides; 2) medium-chain N-acylamides; 3) long-chain N-acylamides; and 4) very long-chain N-acylamides; 5) hydroxy N-acylamides; 6) branched chain N-acylamides; 7) unsaturated N-acylamides; 8) dicarboxylic N-acylamides and 9) miscellaneous N-acylamides. N-Oleoyl Glutamic acid is therefore classified as a long chain N-acylamide. N-acyl amides have a variety of signaling functions in physiology, including in cardiovascular activity, metabolic homeostasis, memory, cognition, pain, motor control and others (PMID: 15655504). N-acyl amides have also been shown to play a role in cell migration, inflammation and certain pathological conditions such as diabetes, cancer, neurodegenerative disease, and obesity (PMID: 23144998; PMID: 25136293; PMID: 28854168).N-acyl amides can be synthesized both endogenously and by gut microbiota (PMID: 28854168). N-acylamides can be biosynthesized via different routes, depending on the parent amine group. N-acyl ethanolamines (NAEs) are formed via the hydrolysis of an unusual phospholipid precursor, N-acyl-phosphatidylethanolamine (NAPE), by a specific phospholipase D. N-acyl amino acids are synthesized via a circulating peptidase M20 domain containing 1 (PM20D1), which can catalyze the bidirectional the condensation and hydrolysis of a variety of N-acyl amino acids. The degradation of N-acylamides is largely mediated by an enzyme called fatty acid amide hydrolase (FAAH), which catalyzes the hydrolysis of N-acylamides into fatty acids and the biogenic amines. Many N-acylamides are involved in lipid signaling system through interactions with transient receptor potential channels (TRP). TRP channel proteins interact with N-acyl amides such as N-arachidonoyl ethanolamide (Anandamide), N-arachidonoyl dopamine and others in an opportunistic fashion (PMID: 23178153). This signaling system has been shown to play a role in the physiological processes involved in inflammation (PMID: 25136293). Other N-acyl amides, including N-oleoyl-glutamine, have also been characterized as TRP channel antagonists (PMID: 29967167). N-acylamides have also been shown to have G-protein-coupled receptors (GPCRs) binding activity (PMID: 28854168). The study of N-acylamides is an active area of research and it is likely that many novel N-acylamides will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CCCCCCCC/C=C\CCCCCCCC(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-]	C23H41NO5	InChI=1S/C23H41NO5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(25)24-20(23(28)29)18-19-22(26)27/h9-10,20H,2-8,11-19H2,1H3,(H,24,25)(H,26,27)(H,28,29)	UUFVSGRELDGPGL-UHFFFAOYSA-N	411.2984734	CHEBI:134122	HMDB0241959	
BASm0008557	1beta-hydroxydeoxycholate		63266-91-1		C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)C[C@@H](O)[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C24H40O5	InChI=1S/C24H40O5/c1-13(4-9-22(28)29)17-7-8-18-16-6-5-14-10-15(25)11-20(26)23(14,2)19(16)12-21(27)24(17,18)3/h13-21,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14?,15?,16+,17-,18+,19+,20?,21?,23+,24-/m1/s1	DAKYVYUAVGJDRK-JZBKOBKOSA-N		CHEBI:134124		
BASm0008558	archaetidylethanolamine			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COC[C@@H](COP(=O)([O-])OCC[NH3+])OC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C	C45H78NO6P	InChI=1S/C45H78NO6P/c1-37(2)17-11-19-39(5)21-13-23-41(7)25-15-27-43(9)29-32-49-35-45(36-52-53(47,48)51-34-31-46)50-33-30-44(10)28-16-26-42(8)24-14-22-40(6)20-12-18-38(3)4/h17-18,21-22,25-26,29-30,45H,11-16,19-20,23-24,27-28,31-36,46H2,1-10H3,(H,47,48)/b39-21+,40-22+,41-25+,42-26+,43-29+,44-30+/t45-/m0/s1	DSANZEHUTZKIEB-JOSSBAKDSA-N	759.5566762	CHEBI:134176		MMDBc0055728
BASm0008559	all-trans-4-hydroxyretinoate			Expected Solid	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)[O-])C(C)(C)CCC1O	C20H27O3	InChI=1S/C20H28O3/c1-14(7-6-8-15(2)13-19(22)23)9-10-17-16(3)18(21)11-12-20(17,4)5/h6-10,13,18,21H,11-12H2,1-5H3,(H,22,23)/p-1/b8-6+,10-9+,14-7+,15-13+	KGUMXGDKXYTTEY-FRCNGJHJSA-M	315.1965683	CHEBI:134178	HMDB0006254	MMDBc0049644
BASm0008560	all-trans-(4S)-hydroxyretinoate			Expected Solid	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)[O-])C(C)(C)CC[C@@H]1O	C20H27O3	InChI=1S/C20H28O3/c1-14(7-6-8-15(2)13-19(22)23)9-10-17-16(3)18(21)11-12-20(17,4)5/h6-10,13,18,21H,11-12H2,1-5H3,(H,22,23)/p-1/b8-6+,10-9+,14-7+,15-13+	KGUMXGDKXYTTEY-FRCNGJHJSA-M	315.1965683	CHEBI:134185	HMDB0006254	MMDBc0049644
BASm0008561	all-trans-4-oxoretinoate			Expected Solid	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)[O-])C(C)(C)CCC1=O	C20H25O3	InChI=1S/C20H26O3/c1-14(7-6-8-15(2)13-19(22)23)9-10-17-16(3)18(21)11-12-20(17,4)5/h6-10,13H,11-12H2,1-5H3,(H,22,23)/p-1/b8-6+,10-9+,14-7+,15-13+	GGCUJPCCTQNTJF-FRCNGJHJSA-M	313.1809182	CHEBI:134186		MMDBc0048079
BASm0008562	capsiate	Capsiate is found in fruits. Capsiate is a constituent of fruits of Capsicum annuum			COc1cc(COC(=O)CCCC/C=C/C(C)C)ccc1O	C18H26O4	InChI=1S/C18H26O4/c1-14(2)8-6-4-5-7-9-18(20)22-13-15-10-11-16(19)17(12-15)21-3/h6,8,10-12,14,19H,4-5,7,9,13H2,1-3H3/b8-6+	ZICNYIDDNJYKCP-SOFGYWHQSA-N	306.1831093	CHEBI:134190	HMDB0034780	
BASm0008563	3',5'-cyclic IMP		3545-76-4	Expected Solid	O=c1[nH]cnc2c1ncn2[C@@H]1O[C@@H]2COP(=O)([O-])O[C@H]2[C@H]1O	C10H11N4O7P	InChI=1S/C10H11N4O7P/c15-6-7-4(1-19-22(17,18)21-7)20-10(6)14-3-13-5-8(14)11-2-12-9(5)16/h2-4,6-7,10,15H,1H2,(H,17,18)(H,11,12,16)/t4-,6-,7-,10-/m1/s1	DMJWGQPYNRPLGA-KQYNXXCUSA-N	330.0365352	CHEBI:134197		MMDBc0032986
BASm0008564	(R)-tembetarine				COc1ccc(C[C@@H]2c3cc(O)c(OC)cc3CC[N+]2(C)C)cc1O	C20H26NO4	InChI=1S/C20H25NO4/c1-21(2)8-7-14-11-20(25-4)18(23)12-15(14)16(21)9-13-5-6-19(24-3)17(22)10-13/h5-6,10-12,16H,7-9H2,1-4H3,(H-,22,23)/p+1	ABSDACFLIMOXJY-UHFFFAOYSA-O	344.1856347	CHEBI:134198		
BASm0008565	(S)-tembetarine				COc1ccc(C[C@H]2c3cc(O)c(OC)cc3CC[N+]2(C)C)cc1O	C20H26NO4	InChI=1S/C20H25NO4/c1-21(2)8-7-14-11-20(25-4)18(23)12-15(14)16(21)9-13-5-6-19(24-3)17(22)10-13/h5-6,10-12,16H,7-9H2,1-4H3,(H-,22,23)/p+1	ABSDACFLIMOXJY-UHFFFAOYSA-O	344.1856347	CHEBI:134199		
BASm0008566					*N[C@@H](Cc1ccc(O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)cc1)C(*)=O					CHEBI:134208		
BASm0008567	(S)-glaucine		475-81-0		COc1cc2c(cc1OC)-c1c(OC)c(OC)cc3c1[C@H](C2)[NH+](C)CC3	C21H25NO4	InChI=1S/C21H25NO4/c1-22-7-6-12-9-18(25-4)21(26-5)20-14-11-17(24-3)16(23-2)10-13(14)8-15(22)19(12)20/h9-11,15H,6-8H2,1-5H3	RUZIUYOSRDWYQF-UHFFFAOYSA-N		CHEBI:134212		
BASm0008568	(S)-N-methylglaucine	A aporphine alkaloid that is the quaternary ammonium ion obtained by methylation of the tertiary amino group of (S)-glaucine.			COc1cc2c(cc1OC)-c1c(OC)c(OC)cc3c1[C@H](C2)[N+](C)(C)CC3	C22H28NO4	InChI=1S/C22H28NO4/c1-23(2)8-7-13-10-19(26-5)22(27-6)21-15-12-18(25-4)17(24-3)11-14(15)9-16(23)20(13)21/h10-12,16H,7-9H2,1-6H3/q+1/t16-/m0/s1	WKHHFWJJIRCXHA-INIZCTEOSA-N		CHEBI:134213		
BASm0008569	L-xylo-3-hexulose			Expected Solid	O=C([C@H](O)CO)[C@H](O)[C@@H](O)CO	C6H12O6	InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-5,7-11H,1-2H2/t3-,4+,5+/m0/s1	DWJZKGYQNOQQEZ-VPENINKCSA-N	180.0633881	CHEBI:134214		MMDBc0056069
BASm0008570	(S)-bulbocapnine				COc1ccc2c(c1O)-c1c3c(cc4c1[C@H](C2)[NH+](C)CC4)OCO3	C19H19NO4	InChI=1S/C19H19NO4/c1-20-6-5-11-8-14-19(24-9-23-14)17-15(11)12(20)7-10-3-4-13(22-2)18(21)16(10)17/h3-4,8,12,21H,5-7,9H2,1-2H3	LODGIKWNLDQZBM-UHFFFAOYSA-N	325.1314081	CHEBI:134215	HMDB0249437	
BASm0008571	(S)-N-methylbulbocapnine					C20H22NO4		PQVMQKAGJGBKQC-ZDUSSCGKSA-O	340.1543346	CHEBI:134217		
BASm0008573	all-trans-(4S,16)-dihydroxyretinoate	A monocarboxylic acid anion resulting from the deprotonation of the carboxy group of (4S)-4,16-dihydroxyretinoic acid.				C20H27O4		DGCPGJKPROZYMN-RGKDZJHZSA-M	331.1914829	CHEBI:134233		
BASm0008574	(11R)-hydroperoxy-(9Z,12Z)-octadecadienoate			Expected Solid	[H]\C(CCCCC)=C(/[H])[C@@]([H])(OO)C(\[H])=C(\[H])CCCCCCCC([O-])=O	C18H31O4	InChI=1S/C18H32O4/c1-2-3-4-8-11-14-17(22-21)15-12-9-6-5-7-10-13-16-18(19)20/h11-12,14-15,17,21H,2-10,13,16H2,1H3,(H,19,20)/p-1/b14-11-,15-12-/t17-/m1/s1	PLWDMWAXENHPLY-LILDEJAOSA-M	311.2227831	CHEBI:134248		MMDBc0054752
BASm0008575	an alkanesulfonate				*CS(=O)(=O)[O-]					CHEBI:134249		
BASm0008576	a guaiacol				[1*]c1c([2*])c([3*])c([4*])c(O)c1OC					CHEBI:134251		
BASm0008577	lipid A (E. coli)			Expected Solid	[H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO[C@]2([H])O[C@]([H])(CO)[C@@]([H])(OP([O-])([O-])=O)[C@]([H])(OC(=O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@]2([H])N=C([O-])C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)O[C@]([H])(OP(O)(O)=O)[C@]1([H])N=C([O-])C[C@]([H])(O)CCCCCCCCCCC	C94H174N2O25P2	InChI=1S/C94H178N2O25P2/c1-7-13-19-25-31-37-38-44-50-56-62-68-84(103)115-78(66-60-54-48-42-35-29-23-17-11-5)72-86(105)119-92-88(96-82(101)71-77(65-59-53-47-41-34-28-22-16-10-4)114-83(102)67-61-55-49-43-36-30-24-18-12-6)93(116-79(73-97)90(92)120-122(107,108)109)113-74-80-89(106)91(118-85(104)70-76(99)64-58-52-46-40-33-27-21-15-9-3)87(94(117-80)121-123(110,111)112)95-81(100)69-75(98)63-57-51-45-39-32-26-20-14-8-2/h75-80,87-94,97-99,106H,7-74H2,1-6H3,(H,95,100)(H,96,101)(H2,107,108,109)(H2,110,111,112)/p-4/t75-,76-,77-,78-,79-,80-,87-,88-,89-,90-,91-,92-,93-,94-/m1/s1	GZQKNULLWNGMCW-PWQABINMSA-J	1793.190287	CHEBI:134257		MMDBc0056073
BASm0008578	beta-L-Ara4N-lipid A (E. coli)	A beta-L-Ara4N-lipid A(2-) that is obtained from E. coli.				C99H185N3O28P2		YMFWPVNDZMQXAY-ZHOUPIGSSA-L	1926.263083	CHEBI:134259		
BASm0008579	keto-L-tagatose			Expected Solid	[H][C@](O)(CO)[C@@]([H])(O)[C@@]([H])(O)C(=O)CO	C6H12O6	InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3,5-9,11-12H,1-2H2/t3-,5+,6-/m0/s1	BJHIKXHVCXFQLS-LFRDXLMFSA-N	180.0633881	CHEBI:134275		MMDBc0056052
BASm0008580	carboxy-S-adenosyl-L-methionine			Expected Solid	Nc1ncnc2c1ncn2[C@@H]1O[C@H](C[S+](CC[C@H]([NH3+])C(=O)[O-])CC(=O)[O-])[C@@H](O)[C@H]1O	C16H22N6O7S	InChI=1S/C16H22N6O7S/c17-7(16(27)28)1-2-30(4-9(23)24)3-8-11(25)12(26)15(29-8)22-6-21-10-13(18)19-5-20-14(10)22/h5-8,11-12,15,25-26H,1-4,17H2,(H3-,18,19,20,23,24,27,28)/t7-,8+,11+,12+,15+,30?/m0/s1	VFFTYSZNZJBRBG-DYXDMYNLSA-N	442.1270682	CHEBI:134278		MMDBc0056396
BASm0008581	keto-D-tagatose 6-phosphate	Fructose 6-phosphate, also known as neuberg ester or D-fructose-6-p, belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups. The open chain form of D-fructose 6-phosphate. Fructose 6-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Fructose 6-phosphate exists in all living species, ranging from bacteria to humans. fructose 6-phosphate and L-glutamine can be converted into glucosamine 6-phosphate and L-glutamic acid through the action of the enzyme glutamine--fructose-6-phosphate aminotransferase. In humans, fructose 6-phosphate is involved in homocarnosinosis. Outside of the human body, Fructose 6-phosphate has been detected, but not quantified in, carrots and milk (cow). This could make fructose 6-phosphate a potential biomarker for the consumption of these foods. Fructose 6-phosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.	643-13-0	1	O=C(CO)[C@@H](O)[C@@H](O)[C@H](O)COP(=O)([O-])[O-]	C6H13O9P	InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h4-7,9-11H,1-2H2,(H2,12,13,14)/t4-,5-,6-/m1/s1	GSXOAOHZAIYLCY-HSUXUTPPSA-N	260.0297	CHEBI:134283		
BASm0008582	keto-L-tagatose 6-phosphate	Fructose 6-phosphate, also known as neuberg ester or D-fructose-6-p, belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups. The open chain form of D-fructose 6-phosphate. Fructose 6-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Fructose 6-phosphate exists in all living species, ranging from bacteria to humans. fructose 6-phosphate and L-glutamine can be converted into glucosamine 6-phosphate and L-glutamic acid through the action of the enzyme glutamine--fructose-6-phosphate aminotransferase. In humans, fructose 6-phosphate is involved in homocarnosinosis. Outside of the human body, Fructose 6-phosphate has been detected, but not quantified in, carrots and milk (cow). This could make fructose 6-phosphate a potential biomarker for the consumption of these foods. Fructose 6-phosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.	643-13-0	1	O=C(CO)[C@H](O)[C@H](O)[C@@H](O)COP(=O)([O-])[O-]	C6H13O9P	InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h4-7,9-11H,1-2H2,(H2,12,13,14)/t4-,5-,6-/m1/s1	GSXOAOHZAIYLCY-HSUXUTPPSA-N	260.0297	CHEBI:134284		
BASm0008583	xanthogalenol	Xanthogalenol is found in alcoholic beverages. Xanthogalenol is isolated from Humulus lupulus (hops	265659-35-6		COc1cc(O)c(C(=O)/C=C/c2ccc(O)cc2)c([O-])c1CC=C(C)C	C21H22O5	InChI=1S/C21H22O5/c1-13(2)4-10-16-19(26-3)12-18(24)20(21(16)25)17(23)11-7-14-5-8-15(22)9-6-14/h4-9,11-12,22,24-25H,10H2,1-3H3/b11-7+	ALGFNVZQNNGHPA-YRNVUSSQSA-N	354.1467238	CHEBI:134308	HMDB0035002	
BASm0008584	4'-O-methylxanthohumol				COc1cc(OC)c(C(=O)/C=C/c2ccc(O)cc2)c([O-])c1CC=C(C)C	C22H24O5	InChI=1S/C22H24O5/c1-14(2)5-11-17-19(26-3)13-20(27-4)21(22(17)25)18(24)12-8-15-6-9-16(23)10-7-15/h5-10,12-13,23,25H,11H2,1-4H3	UVBDKJHYMQEAQV-UHFFFAOYSA-N	368.1623739	CHEBI:134309		
BASm0008585	D-altritol			Expected Solid	OC[C@@H](O)[C@H](O)[C@H](O)[C@H](O)CO	C6H14O6	InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4-,5-,6+/m1/s1	FBPFZTCFMRRESA-KAZBKCHUSA-N	182.0790382	CHEBI:134311		MMDBc0055847
BASm0008586	2-methyl-1-(2,4,6-trihydroxyphenyl)butan-1-one				CCC(C)C(=O)c1c(O)cc(O)cc1O	C11H14O4	InChI=1S/C11H14O4/c1-3-6(2)11(15)10-8(13)4-7(12)5-9(10)14/h4-6,12-14H,3H2,1-2H3	ASABIRFQGVWRDC-UHFFFAOYSA-N	210.0892089	CHEBI:134326		
BASm0008587	4-prenylphlormethylbutanophenone				CCC(C)C(=O)c1c(O)cc(O)c(CC=C(C)C)c1O	C16H22O4	InChI=1S/C16H22O4/c1-5-10(4)15(19)14-13(18)8-12(17)11(16(14)20)7-6-9(2)3/h6,8,10,17-18,20H,5,7H2,1-4H3	KYHKDOKSARWIDI-UHFFFAOYSA-N	278.1518092	CHEBI:134340		
BASm0008588	4-prenylphlorisovalerophenone	A 2-acyl-4-prenylphloroglucinol in which the acyl group is specified as 3-methylbutanoyl.			CC(C)=CCc1c(O)cc(O)c(C(=O)CC(C)C)c1O	C16H22O4	InChI=1S/C16H22O4/c1-9(2)5-6-11-12(17)8-14(19)15(16(11)20)13(18)7-10(3)4/h5,8,10,17,19-20H,6-7H2,1-4H3	LWLGKGHHVBVDKB-UHFFFAOYSA-N		CHEBI:134341		
BASm0008589	4-prenylphlorisobutanophenone	2-Methyl-1-[2,4,6-trihydroxy-3-(3-methyl-2-butenyl)phenyl]-1-propanone is found in alcoholic beverages. 2-Methyl-1-[2,4,6-trihydroxy-3-(3-methyl-2-butenyl)phenyl]-1-propanone is a constituent of Helichrysum species Also found in hops.	35932-36-6		CC(C)=CCc1c(O)cc(O)c(C(=O)C(C)C)c1O	C15H20O4	InChI=1S/C15H20O4/c1-8(2)5-6-10-11(16)7-12(17)13(15(10)19)14(18)9(3)4/h5,7,9,16-17,19H,6H2,1-4H3	IOBXAMCSYCVNET-UHFFFAOYSA-N	264.1361591	CHEBI:134342	HMDB0041284	
BASm0008590	lupulone	A beta-bitter acid(1-) that is the conjugate base of lupulone, obtained by deprotonation of the 1-hydroxy group. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).			CC(C)=CCC1=C(O)C(CC=C(C)C)(CC=C(C)C)C(=O)C(C(=O)CC(C)C)=C1[O-]	C26H37O4	InChI=1S/C26H38O4/c1-16(2)9-10-20-23(28)22(21(27)15-19(7)8)25(30)26(24(20)29,13-11-17(3)4)14-12-18(5)6/h9,11-12,19,28-29H,10,13-15H2,1-8H3/p-1	LSDULPZJLTZEFD-UHFFFAOYSA-M		CHEBI:134343		
BASm0008591	ergothioneine	Proteins that act as antioxidants by facilitating the reduction of other proteins by cysteine thiol-disulfide exchange	52500-60-4	Expected Solid	C[N+](C)(C)[C@@H](Cc1c[nH]c(S)[nH+]1)C(=O)[O-]	C9H16N3O2S	InChI=1S/C9H15N3O2S/c1-12(2,3)7(8(13)14)4-6-5-10-9(15)11-6/h5,7H,4H2,1-3H3,(H2-,10,11,13,14,15)/p+1/t7-/m0/s1	SSISHJJTAXXQAX-ZETCQYMHSA-O	230.0957744	CHEBI:134344		MMDBc0031902
BASm0008592	deoxyhumulone	4-Deoxyhumulone is found in alcoholic beverages. 4-Deoxyhumulone is isolated from hops (Humulus lupulus).	4374-93-0		CC(C)=CCc1c(O)c(CC=C(C)C)c(O)c(C(=O)CC(C)C)c1O	C21H30O4	InChI=1S/C21H30O4/c1-12(2)7-9-15-19(23)16(10-8-13(3)4)21(25)18(20(15)24)17(22)11-14(5)6/h7-8,14,23-25H,9-11H2,1-6H3	NQYBQBZOHCACCR-UHFFFAOYSA-N	346.2144094	CHEBI:134345	HMDB0036624	
BASm0008594	glandicoline B			Expected Solid	C=CC(C)(C)[C@]12C=C(O)C(=O)N3/C(=C/c4c[nH]cn4)C(=O)N[C@@]31N(O)c1ccccc12	C22H21N5O4	InChI=1S/C22H21N5O4/c1-4-20(2,3)21-10-17(28)19(30)26-16(9-13-11-23-12-24-13)18(29)25-22(21,26)27(31)15-8-6-5-7-14(15)21/h4-12,28,31H,1H2,2-3H3,(H,23,24)(H,25,29)/b16-9+	YEVSOYBNHBOQJZ-CXUHLZMHSA-N	419.1593542	CHEBI:134347		MMDBc0053297
BASm0008596	colupulone	A beta-bitter acid(1-) that is the conjugate base of colupulone, obtained by deprotonation of one of the enolic hydroxy groups. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).			CC(C)=CCC1=C(O)C(CC=C(C)C)(CC=C(C)C)C(=O)C(C(=O)C(C)C)=C1[O-]	C25H35O4	InChI=1S/C25H36O4/c1-15(2)9-10-19-22(27)20(21(26)18(7)8)24(29)25(23(19)28,13-11-16(3)4)14-12-17(5)6/h9,11-12,18,27-28H,10,13-14H2,1-8H3/p-1	UNCDMWKTFLUPHZ-UHFFFAOYSA-M		CHEBI:134349		
BASm0008597	lipid A 4'-(2-aminoethyl diphosphate)				*N[C@H]1[C@H](OC[C@H]2O[C@H](OP(=O)([O-])[O-])[C@H](N*)[C@@H](O*)[C@@H]2O)O[C@H](CO)[C@@H](OP(=O)([O-])OP(=O)([O-])OCC[NH3+])[C@@H]1O*					CHEBI:134350		
BASm0008598	lipid A 1-(2-aminoethyl diphosphate)				*N[C@H]1[C@H](OC[C@H]2O[C@H](OP(=O)([O-])OP(=O)([O-])OCC[NH3+])[C@H](N*)[C@@H](O*)[C@@H]2O)O[C@H](CO)[C@@H](OP(=O)([O-])[O-])[C@@H]1O*					CHEBI:134351		
BASm0008599	adlupulone	A beta-bitter acid(1-) that is the conjugate base of adlupulone, obtained by deprotonation of one of the enolic hydroxy groups. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).				C26H37O4		QXPOWGXRDUFAQW-UHFFFAOYNA-M	413.2697333	CHEBI:134352		
BASm0008600	deoxycohumulone	4-Deoxycohumulone is found in alcoholic beverages. 4-Deoxycohumulone is a bitter principle from hops (Humulus lupulus).	5880-42-2		CC(C)C(=O)C1=C(O)C(CC=C(C)C)=C(O)C(CC=C(C)C)=C1O	C20H28O4	InChI=1S/C20H28O4/c1-11(2)7-9-14-18(22)15(10-8-12(3)4)20(24)16(19(14)23)17(21)13(5)6/h7-8,13,22-24H,9-10H2,1-6H3	KKFIZYKKQLWBKH-UHFFFAOYSA-N	332.1987594	CHEBI:134353	HMDB0036623	
BASm0008601	deoxyadlupulone	4-Deoxyadhumulone is found in alcoholic beverages. 4-Deoxyadhumulone is isolated from hops (Humulus lupulus).	4374-92-9		CCC(C)C(=O)c1c(O)c(CC=C(C)C)c(O)c(CC=C(C)C)c1O	C21H30O4	InChI=1S/C21H30O4/c1-7-14(6)18(22)17-20(24)15(10-8-12(2)3)19(23)16(21(17)25)11-9-13(4)5/h8-9,14,23-25H,7,10-11H2,1-6H3	VXESUOYBWMDWCJ-UHFFFAOYSA-N	346.2144094	CHEBI:134354	HMDB0037378	
BASm0008602	8-methylmenaquinone-6			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC1=C(C)C(=O)c2c(C)cccc2C1=O	C42H58O2	InChI=1S/C42H58O2/c1-30(2)16-10-17-31(3)18-11-19-32(4)20-12-21-33(5)22-13-23-34(6)24-14-25-35(7)28-29-38-37(9)41(43)40-36(8)26-15-27-39(40)42(38)44/h15-16,18,20,22,24,26-28H,10-14,17,19,21,23,25,29H2,1-9H3/b31-18+,32-20+,33-22+,34-24+,35-28+	HAMLBJAJFRKXHQ-RCIYGOBDSA-N	594.4436811	CHEBI:134356		MMDBc0055657
BASm0008603	8-methylmenaquinol-6			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1c(C)c(O)c2c(C)cccc2c1O	C42H60O2	InChI=1S/C42H60O2/c1-30(2)16-10-17-31(3)18-11-19-32(4)20-12-21-33(5)22-13-23-34(6)24-14-25-35(7)28-29-38-37(9)41(43)40-36(8)26-15-27-39(40)42(38)44/h15-16,18,20,22,24,26-28,43-44H,10-14,17,19,21,23,25,29H2,1-9H3/b31-18+,32-20+,33-22+,34-24+,35-28+	OCLDWCUJKRHBTH-RCIYGOBDSA-N	596.4593312	CHEBI:134357		MMDBc0055656
BASm0008604	8-geranylumbelliferone				CC(C)=CCC/C(C)=C/Cc1c(O)ccc2ccc(=O)oc12	C19H22O3	InChI=1S/C19H22O3/c1-13(2)5-4-6-14(3)7-10-16-17(20)11-8-15-9-12-18(21)22-19(15)16/h5,7-9,11-12,20H,4,6,10H2,1-3H3	QPMKRRUDQIKGNH-UHFFFAOYSA-N	298.1568946	CHEBI:134358		
BASm0008605	8-geranylesculetin	A member of the class of hydroxycoumarins that is esculetin in which the ring hydrogen at position 8 has been replaced by a geranyl group.			CC(C)=CCC/C(C)=C/Cc1c(O)c(O)cc2ccc(=O)oc12	C19H22O4	InChI=1S/C19H22O4/c1-12(2)5-4-6-13(3)7-9-15-18(22)16(20)11-14-8-10-17(21)23-19(14)15/h5,7-8,10-11,20,22H,4,6,9H2,1-3H3/b13-7+	UFGRMMQWQBIHJB-NTUHNPAUSA-N		CHEBI:134359		
BASm0008608	beta-D-Glc-(1->4)-alpha-L-Rha-(1->3)-D-Glc			Expected Solid	C[C@@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](CO)OC(O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C18H32O15	InChI=1S/C18H32O15/c1-4-14(32-18-11(25)9(23)7(21)5(2-19)31-18)10(24)12(26)17(29-4)33-15-8(22)6(3-20)30-16(28)13(15)27/h4-28H,2-3H2,1H3/t4-,5+,6+,7+,8+,9-,10-,11+,12+,13+,14-,15-,16?,17-,18-/m0/s1	CWVRQJBCBCTFLT-CIVPZROJSA-N	488.1741203	CHEBI:134389		MMDBc0055758
BASm0008609	beta-D-Delta(4)-GlcA-(1->4)-beta-D-Glc-(1->4)-alpha-L-Rha-(1->3)-D-Glc			Expected Solid	C[C@@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](CO)OC(O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2OC(C(=O)[O-])=C[C@H](O)[C@H]2O)[C@H](O)[C@H]1O	C24H37O20	InChI=1S/C24H38O20/c1-5-17(12(30)14(32)23(38-5)44-19-11(29)8(3-25)39-21(37)16(19)34)42-24-15(33)13(31)18(9(4-26)41-24)43-22-10(28)6(27)2-7(40-22)20(35)36/h2,5-6,8-19,21-34,37H,3-4H2,1H3,(H,35,36)/p-1/t5-,6-,8+,9+,10+,11+,12-,13+,14+,15+,16+,17-,18+,19-,21?,22-,23-,24-/m0/s1	JMDPLHPAGLYHCI-PQVUBFRASA-M	645.1883672	CHEBI:134390		MMDBc0055745
BASm0008610	3,4,6-trichlorocatechol		32139-72-3		[O-]c1c(O)c(Cl)cc(Cl)c1Cl	C6H3Cl3O2	InChI=1S/C6H3Cl3O2/c7-2-1-3(8)5(10)6(11)4(2)9/h1,10-11H	LZHZRJKVYOHNTJ-UHFFFAOYSA-N	211.9198624	CHEBI:134391		
BASm0008611	D-proline betaine			Expected Solid	C[N+]1(C)CCC[C@@H]1C(=O)[O-]	C7H13NO2	InChI=1S/C7H13NO2/c1-8(2)5-3-4-6(8)7(9)10/h6H,3-5H2,1-2H3/t6-/m1/s1	CMUNUTVVOOHQPW-ZCFIWIBFSA-N	143.0946287	CHEBI:134398		MMDBc0055872
BASm0008612	N-acetylcadaverine		32343-73-0		CC(=O)NCCCCC[NH3+]	C7H16N2O	InChI=1S/C7H16N2O/c1-7(10)9-6-4-2-3-5-8/h2-6,8H2,1H3,(H,9,10)	RMOIHHAKNOFHOE-UHFFFAOYSA-N		CHEBI:134408		
BASm0008613	10-formyl-tetrahydrofolate mono-L-glutamate	10-Formyl-tetrahydrofolate mono-L-glutamate, also known as N10-formyl-THF mono-L-glutamic acid or N10-formyl-H4pteglu1, belongs to the class of organic compounds known as tetrahydrofolic acids. These are heterocyclic compounds based on the 5,6,7,8-tetrahydropteroic acid skeleton conjugated with at least one L-glutamic acid unit. 10-Formyl-tetrahydrofolate mono-L-glutamate is considered to be a practically insoluble (in water) and relatively neutral molecule.			Nc1nc2c(c(=O)[nH]1)N[C@@H](CN(C=O)c1ccc(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])cc1)CN2	C20H21N7O7	InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)23-11(7-22-16)8-27(9-28)12-3-1-10(2-4-12)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,11,13,23H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,22,25,26,32)/p-2/t11-,13+/m1/s1	AUFGTPPARQZWDO-YPMHNXCESA-L	471.1513432	CHEBI:134413		
BASm0008614	10-formyl-tetrahydrofolate mono-L-glutamate	10-Formyl-tetrahydrofolate mono-L-glutamate, also known as N10-formyl-THF mono-L-glutamic acid or N10-formyl-H4pteglu1, belongs to the class of organic compounds known as tetrahydrofolic acids. These are heterocyclic compounds based on the 5,6,7,8-tetrahydropteroic acid skeleton conjugated with at least one L-glutamic acid unit. 10-Formyl-tetrahydrofolate mono-L-glutamate is considered to be a practically insoluble (in water) and relatively neutral molecule.			Nc1nc2c(c(=O)[nH]1)N[C@@H](CN(C=O)c1ccc(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])cc1)CN2	C20H21N7O7	InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)23-11(7-22-16)8-27(9-28)12-3-1-10(2-4-12)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,11,13,23H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,22,25,26,32)/p-2/t11-,13+/m1/s1	AUFGTPPARQZWDO-YPMHNXCESA-L	471.1513432	CHEBI:134413		
BASm0008615	2-hydroxyhexacosanoyl-CoA	A fatty acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate functions of 2-hydroxyhexacosanoyl-CoA; major species at pH 7.3.			CCCCCCCCCCCCCCCCCCCCCCCCC(O)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C47H82N7O18P3S	InChI=1S/C47H86N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-35(55)46(60)76-30-29-49-37(56)27-28-50-44(59)41(58)47(2,3)32-69-75(66,67)72-74(64,65)68-31-36-40(71-73(61,62)63)39(57)45(70-36)54-34-53-38-42(48)51-33-52-43(38)54/h33-36,39-41,45,55,57-58H,4-32H2,1-3H3,(H,49,56)(H,50,59)(H,64,65)(H,66,67)(H2,48,51,52)(H2,61,62,63)/p-4/t35?,36-,39-,40-,41+,45-/m1/s1	LVZUJAQAVMAPMT-RVNPWDOLSA-J		CHEBI:134414		
BASm0008616					CC[C@H]1O[C@H](O[C@]2(CO)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O	(C6H10O5)n.C7H14O5				CHEBI:134464		
BASm0008617	[(2->6)-beta-D-fructofuranosyl-]n alpha-D-glucopyranoside				CC[C@H]1O[C@H](O[C@]2(CO)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O	C13H24O10	InChI=1S/C13H24O10/c1-2-5-7(16)9(18)10(19)12(21-5)23-13(4-15)11(20)8(17)6(3-14)22-13/h5-12,14-20H,2-4H2,1H3/t5-,6-,7-,8-,9+,10-,11+,12-,13+/m1/s1	SPZBBERMIORPHS-WSPRHHJNSA-N	340.136947	CHEBI:134464		
BASm0008618	(2S)-2-amino-3-butenoate	Vinylglycine is an irreversible inhibitor of aspartate aminotransferase.	70982-53-5	solid	N[C@@H](C=C)C(O)=O	C4H7NO2	InChI=1S/C4H7NO2/c1-2-3(5)4(6)7/h2-3H,1,5H2,(H,6,7)/t3-/m0/s1	RQVLGLPAZTUBKX-VKHMYHEASA-N	101.0476785	CHEBI:134467		
BASm0008619	1-hexadecanoyl-2-(7-oxoheptanoyl)-sn-glycero-3-phosphocholine	A 1,2-diacyl-sn-glycero-3-phosphocholine in which the 1- and 2-acyl groups are specified as hexadecanoyl and 7-oxoheptanoyl respectively.				C31H60NO9P		ZFFOCRIWYYAJIJ-GDLZYMKVSA-N	621.4005695	CHEBI:134601		
BASm0008620	beta-dihydromenaquinone-9			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CCC(C)CCC/C(C)=C/CC1=C(C)C(=O)c2ccccc2C1=O	C56H82O2	InChI=1S/C56H82O2/c1-42(2)22-14-23-43(3)24-15-25-44(4)26-16-27-45(5)28-17-29-46(6)30-18-31-47(7)32-19-33-48(8)34-20-35-49(9)36-21-37-50(10)40-41-52-51(11)55(57)53-38-12-13-39-54(53)56(52)58/h12-13,22,24,26,28,30,32,34,38-40,49H,14-21,23,25,27,29,31,33,35-37,41H2,1-11H3/b43-24+,44-26+,45-28+,46-30+,47-32+,48-34+,50-40+	SJOKRFJLUXNKIK-ISIUCFNPSA-N	786.6314819	CHEBI:134607		MMDBc0011040
BASm0008621	N-[(2S)-2-amino-2-carboxyethyl]-L-glutamate			Expected Solid	N[C@@H](C[NH2+][C@@H](CCC(=O)[O-])C(=O)[O-])C(=O)[O-]	C8H12N2O6	InChI=1S/C8H14N2O6/c9-4(7(13)14)3-10-5(8(15)16)1-2-6(11)12/h4-5,10H,1-3,9H2,(H,11,12)(H,13,14)(H,15,16)/p-2/t4-,5-/m0/s1	XYQHCOGLGSNTNV-WHFBIAKZSA-L	232.0706333	CHEBI:134610		MMDBc0056112
BASm0008622	2-(glutathione-S-yl)-hydroquinone			Expected Solid	[NH3+][C@@H](CCC(=O)N[C@@H](CSc1cc(O)ccc1O)C(=O)NCC(=O)[O-])C(=O)[O-]	C16H20N3O8S	InChI=1S/C16H21N3O8S/c17-9(16(26)27)2-4-13(22)19-10(15(25)18-6-14(23)24)7-28-12-5-8(20)1-3-11(12)21/h1,3,5,9-10,20-21H,2,4,6-7,17H2,(H,18,25)(H,19,22)(H,23,24)(H,26,27)/p-1/t9-,10-/m0/s1	PBSYQNUIZQXWAE-UWVGGRQHSA-M	414.0976594	CHEBI:134616		MMDBc0055201
BASm0008623	N-[omega-(9Z,12Z)-octadecadienoyloxy]acyl-beta-D-glucosyl-(1<->1)-octadecasphing-4E-enine				CCCCC/C=C\C/C=C\CCCCCCCC(=O)O*C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](O)/C=C/CCCCCCCCCCCCC					CHEBI:134621		
BASm0008624	N-[omega-(9R)-hydroperoxy-(10E,12Z)-octadecadienoyloxy]acyl-beta-D-glucosyl-(1<->1)-octadecasphing-4E-enine				CCCCC/C=C\C=C\[C@@H](CCCCCCCC(=O)O*C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](O)/C=C/CCCCCCCCCCCCC)OO					CHEBI:134624		
BASm0008625	N-[omega-(9R,10R)-epoxy-(13R)-hydroxy-(11E)-octadecadienoyloxy]acyl-beta-D-glucosyl-(1<->1)-octadecasphing-4E-enine				CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)NC(=O)*OC(=O)CCCCCCC[C@H]1O[C@@H]1/C=C/[C@H](O)CCCCC					CHEBI:134626		
BASm0008626	(1E,2S)-2-methylbutanal oxime	An (E)-2-methylbutanal oxime that has S configuration at position 2.			CC[C@H](C)/C=N/O	C5H11NO	InChI=1S/C5H11NO/c1-3-5(2)4-6-7/h4-5,7H,3H2,1-2H3/b6-4+/t5-/m0/s1	SEWWFHKIKWFJNV-WHEKYOLUSA-N		CHEBI:134628		
BASm0008627	(1Z,2S)-2-methylbutanal oxime	A (Z)-2-methylbutanal oxime that has S configuration at position 2.			CC[C@H](C)/C=N\O	C5H11NO	InChI=1S/C5H11NO/c1-3-5(2)4-6-7/h4-5,7H,3H2,1-2H3/b6-4-/t5-/m0/s1	SEWWFHKIKWFJNV-YIWIKUPCSA-N		CHEBI:134629		
BASm0008628	(2S)-2-methylbutanenitrile				CC[C@H](C)C#N	C5H9N	InChI=1S/C5H9N/c1-3-5(2)4-6/h5H,3H2,1-2H3	RCEJCSULJQNRQQ-UHFFFAOYSA-N		CHEBI:134630		
BASm0008629	Homomethionine	Homomethionine (CAS: 6094-76-4) belongs to the class of organic compounds known as alpha-amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Homomethionine is possibly neutral. Homomethionine has been detected, but not quantified in, several different foods, such as lima beans, red huckleberries, catjang pea, Chinese chestnuts, and pepper (C. annuum). This could make homomethionine a potential biomarker for the consumption of these foods. Homomethionine is found in brassicas and is isolated from cabbage and horseradish.	25148-30-5	Solid	CSCCC[C@H]([NH3+])C(=O)[O-]	C6H13NO2S	InChI=1S/C6H13NO2S/c1-10-4-2-3-5(7)6(8)9/h5H,2-4,7H2,1H3,(H,8,9)/t5-/m0/s1	SFSJZXMDTNDWIX-YFKPBYRVSA-N	163.0666998	CHEBI:134631	HMDB0030406	
BASm0008630	L-dihomomethionine	An L-polyhomomethionine zwitterion obtained by transfer of a proton from the carboxy to the amino group of L-dihomomethionine; major species at pH 7.3.			CSCCCC[C@H]([NH3+])C(=O)[O-]	C7H15NO2S	InChI=1S/C7H15NO2S/c1-11-5-3-2-4-6(8)7(9)10/h6H,2-5,8H2,1H3,(H,9,10)/t6-/m0/s1	FBWIRBFZWNIGJC-LURJTMIESA-N		CHEBI:134632		
BASm0008631	L-trihomomethionine				CSCCCCC[C@H]([NH3+])C(=O)[O-]	C8H17NO2S	InChI=1S/C8H17NO2S/c1-12-6-4-2-3-5-7(9)8(10)11/h7H,2-6,9H2,1H3,(H,10,11)	UKDJCWUSWYBRDM-UHFFFAOYSA-N	191.098	CHEBI:134633	HMDB0341435	
BASm0008632	L-tetrahomomethionine	An L-polyhomomethionine zwitterion obtained by transfer of a proton from the carboxy to the amino group of L-tetrahomomethionine; major species at pH 7.3.			CSCCCCCC[C@H]([NH3+])C(=O)[O-]	C9H19NO2S	InChI=1S/C9H19NO2S/c1-13-7-5-3-2-4-6-8(10)9(11)12/h8H,2-7,10H2,1H3,(H,11,12)/t8-/m0/s1	NBXNZQFZGOQQPE-QMMMGPOBSA-N		CHEBI:134634		
BASm0008633	L-pentahomomethionine	An L-polyhomomethionine zwitterion obtained by transfer of a proton from the carboxy to the amino group of L-pentahomomethionine; major species at pH 7.3.			CSCCCCCCC[C@H]([NH3+])C(=O)[O-]	C10H21NO2S	InChI=1S/C10H21NO2S/c1-14-8-6-4-2-3-5-7-9(11)10(12)13/h9H,2-8,11H2,1H3,(H,12,13)/t9-/m0/s1	GYYOKOIBHIWNHE-VIFPVBQESA-N		CHEBI:134635		
BASm0008634	L-hexahomomethionine	An L-polyhomomethionine zwitterion obtained by transfer of a proton from the carboxy to the amino group of L-hexahomomethionine; major species at pH 7.3.			CSCCCCCCCC[C@H]([NH3+])C(=O)[O-]	C11H23NO2S	InChI=1S/C11H23NO2S/c1-15-9-7-5-3-2-4-6-8-10(12)11(13)14/h10H,2-9,12H2,1H3,(H,13,14)/t10-/m0/s1	XVGBKWQWYRNGDG-JTQLQIEISA-N		CHEBI:134636		
BASm0008635					CSCCC[C@H](NO)C(=O)[O-]	(CH2)n.C5H10NO3S				CHEBI:134660		
BASm0008636	(5S,6S)-epoxy-(18S)-hydroxy-(7E,9E,11Z,14Z,16E)-eicosapentaenoate	 5,6-epoxy,18R-HEPE is considered to be practically insoluble (in water) and acidic			CC[C@H](O)/C=C/C=C\C/C=C\C=C\C=C\[C@@H]1O[C@H]1CCCC(=O)[O-]	C20H28O4	InChI=1S/C20H28O4/c1-2-17(21)13-10-8-6-4-3-5-7-9-11-14-18-19(24-18)15-12-16-20(22)23/h3,5-11,13-14,17-19,21H,2,4,12,15-16H2,1H3,(H,22,23)/b5-3+,8-6-,9-7+,13-10+,14-11+/t17-,18?,19?/m1/s1	ZPAJZAMPZXISSE-LZXXFFAVSA-N	332.1987594	CHEBI:134661	HMDB0062410	
BASm0008637					CSCCC[C@@H](C(=O)[O-])N(O)O	(CH2)n.C5H10NO4S				CHEBI:134663		
BASm0008638	N-hydroxy-L-dihomomethionine	An N-hydroxy-L-polyhomomethioninate that is the conjugate base of N-hydroxy-L-dihomomethionine, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C7H14NO3S		UCJWADAPVIQJLU-LURJTMIESA-M	192.0699881	CHEBI:134664		
BASm0008639	N,N-dihydroxy-L-dihomomethionine	An N,N-dihydroxy-L-polyhomomethioninate that is the conjugate base of N,N-dihydroxy-L-dihomomethionine, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C7H14NO4S		QUWOJKUKIVDGKY-LURJTMIESA-M	208.0649027	CHEBI:134665		
BASm0008640	N-hydroxy-L-trihomomethionine	An N-hydroxy-L-polyhomomethioninate that is the conjugate base of N-hydroxy-L-trihomomethionine, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CSCCCCC[C@H](NO)C(=O)[O-]	C8H16NO3S	InChI=1S/C8H17NO3S/c1-13-6-4-2-3-5-7(9-12)8(10)11/h7,9,12H,2-6H2,1H3,(H,10,11)/p-1/t7-/m0/s1	JCEAPZJPOHTKKJ-ZETCQYMHSA-M		CHEBI:134666		
BASm0008641	N,N-dihydroxy-L-trihomomethionine	An N,N-dihydroxy-L-polyhomomethioninate that is the conjugate base of N,N-dihydroxy-L-trihomomethionine, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CSCCCCC[C@@H](C(=O)[O-])N(O)O	C8H16NO4S	InChI=1S/C8H17NO4S/c1-14-6-4-2-3-5-7(8(10)11)9(12)13/h7,12-13H,2-6H2,1H3,(H,10,11)/p-1/t7-/m0/s1	PBLLFERESQOVTJ-ZETCQYMHSA-M		CHEBI:134667		
BASm0008642	N-hydroxy-L-tetrahomomethionine	An N-hydroxy-L-polyhomomethioninate that is the conjugate base of N-hydroxy-L-tetrahomomethionine, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CSCCCCCC[C@H](NO)C(=O)[O-]	C9H18NO3S	InChI=1S/C9H19NO3S/c1-14-7-5-3-2-4-6-8(10-13)9(11)12/h8,10,13H,2-7H2,1H3,(H,11,12)/p-1/t8-/m0/s1	CGCGAIDHWUSRHO-QMMMGPOBSA-M		CHEBI:134668		
BASm0008643	N,N-dihydroxy-L-tetrahomomethionine	An N,N-dihydroxy-L-polyhomomethioninate that is the conjugate base of N,N-dihydroxy-L-tetrahomomethionine, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CSCCCCCC[C@@H](C(=O)[O-])N(O)O	C9H18NO4S	InChI=1S/C9H19NO4S/c1-15-7-5-3-2-4-6-8(9(11)12)10(13)14/h8,13-14H,2-7H2,1H3,(H,11,12)/p-1/t8-/m0/s1	BMIHHOYYQXWVEG-QMMMGPOBSA-M		CHEBI:134669		
BASm0008644	N-hydroxy-L-pentahomomethionine	An N-hydroxy-L-polyhomomethioninate that is the conjugate base of N-hydroxy-L-pentahomomethionine, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CSCCCCCCC[C@H](NO)C(=O)[O-]	C10H20NO3S	InChI=1S/C10H21NO3S/c1-15-8-6-4-2-3-5-7-9(11-14)10(12)13/h9,11,14H,2-8H2,1H3,(H,12,13)/p-1/t9-/m0/s1	DPWLWTOLQTUIJL-VIFPVBQESA-M		CHEBI:134670		
BASm0008645	N,N-dihydroxy-L-pentahomomethionine	An N,N-dihydroxy-L-polyhomomethioninate that is the conjugate base of N,N-dihydroxy-L-pentahomomethionine, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C10H20NO4S		RIBOHFDQFNREER-VIFPVBQESA-M	250.1118529	CHEBI:134671		
BASm0008646	N-hydroxy-L-hexahomomethionine	An N-hydroxy-L-polyhomomethioninate that is the conjugate base of N-hydroxy-L-hexahomomethionine, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C11H22NO3S		YUVSLMOWLXLZEG-JTQLQIEISA-M	248.1325883	CHEBI:134672		
BASm0008647	N,N-dihydroxy-L-hexahomomethionine	An N,N-dihydroxy-L-polyhomomethioninate that is the conjugate base of N,N-dihydroxy-L-hexahomomethionine, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CSCCCCCCCC[C@@H](C(=O)[O-])N(O)O	C11H22NO4S	InChI=1S/C11H23NO4S/c1-17-9-7-5-3-2-4-6-8-10(11(13)14)12(15)16/h10,15-16H,2-9H2,1H3,(H,13,14)/p-1/t10-/m0/s1	HNSLELPGRITQOV-JTQLQIEISA-M		CHEBI:134673		
BASm0008648					CSCCC/C=N/O	(CH2)n.C4H9NOS				CHEBI:134680		
BASm0008649	(E)-6-(methylsulfanyl)hexanal oxime	A 6-methylthiohexanal oxime in which the oxime moiety has E configuration.			CSCCCCC/C=N/O	C7H15NOS	InChI=1S/C7H15NOS/c1-10-7-5-3-2-4-6-8-9/h6,9H,2-5,7H2,1H3/b8-6+	OKKDZUZMZMLOGY-SOFGYWHQSA-N		CHEBI:134681		
BASm0008650	(E)-5-(methylsulfanyl)pentanal oxime	A 5-(methylsulfanyl)pentanal oxime in which the oxime moiety has E configuration.			CSCCCC/C=N/O	C6H13NOS	InChI=1S/C6H13NOS/c1-9-6-4-2-3-5-7-8/h5,8H,2-4,6H2,1H3/b7-5+	KNFFJJFEYQLINT-FNORWQNLSA-N		CHEBI:134682		
BASm0008651	(E)-7-(methylsulfanyl)heptanal oxime	A 7-(methylsulfanyl)heptanal oxime in which the oxime moiety has E configuration.			CSCCCCCC/C=N/O	C8H17NOS	InChI=1S/C8H17NOS/c1-11-8-6-4-2-3-5-7-9-10/h7,10H,2-6,8H2,1H3/b9-7+	LLTRNSKZFVUNLQ-VQHVLOKHSA-N		CHEBI:134683		
BASm0008652	(E)-8-(methylsulfanyl)octanal oxime	A 8-(methylsulfanyl)octanal oxime in which the oxime moiety has E configuration.			CSCCCCCCC/C=N/O	C9H19NOS	InChI=1S/C9H19NOS/c1-12-9-7-5-3-2-4-6-8-10-11/h8,11H,2-7,9H2,1H3/b10-8+	XKNUDVRSFJJTNT-CSKARUKUSA-N		CHEBI:134684		
BASm0008653	(E)-9-(methylsulfanyl)nonanal oxime	An 8-(methylsulfanyl)nonanal oxime in which the oxime moiety has E configuration.			CSCCCCCCCC/C=N/O	C10H21NOS	InChI=1S/C10H21NOS/c1-13-10-8-6-4-2-3-5-7-9-11-12/h9,12H,2-8,10H2,1H3/b11-9+	AOYJXBVIPWAMOG-PKNBQFBNSA-N		CHEBI:134685		
BASm0008654	pentaerythritol trinitrate				O=[N+]([O-])OCC(CO)(CO[N+](=O)[O-])CO[N+](=O)[O-]	C5H9N3O10	InChI=1S/C5H9N3O10/c9-1-5(2-16-6(10)11,3-17-7(12)13)4-18-8(14)15/h9H,1-4H2	BRBAEHHXGZRCBK-UHFFFAOYSA-N	271.0287935	CHEBI:135114	HMDB0256293	
BASm0008655	rebeccamycin			Expected Solid	CO[C@H]1[C@H](O)[C@@H](O)[C@H](n2c3c(Cl)cccc3c3c4c(c5c6cccc(Cl)c6[nH]c5c32)C(=O)NC4=O)O[C@@H]1CO	C27H21Cl2N3O7	InChI=1S/C27H21Cl2N3O7/c1-38-24-13(8-33)39-27(23(35)22(24)34)32-20-10(5-3-7-12(20)29)15-17-16(25(36)31-26(17)37)14-9-4-2-6-11(28)18(9)30-19(14)21(15)32/h2-7,13,22-24,27,30,33-35H,8H2,1H3,(H,31,36,37)/t13-,22-,23-,24-,27-/m1/s1	QEHOIJJIZXRMAN-QZQSLCQPSA-N	569.0756554	CHEBI:135511		MMDBc0008692
BASm0008656	18S-resolvin E2				CC[C@H](O)/C=C/C=C\C/C=C\C/C=C\C=C\[C@@H](O)CCCC(=O)[O-]	C20H30O4	InChI=1S/C20H30O4/c1-2-18(21)14-11-9-7-5-3-4-6-8-10-12-15-19(22)16-13-17-20(23)24/h3-4,7-12,14-15,18-19,21-22H,2,5-6,13,16-17H2,1H3,(H,23,24)	KPRHYAOSTOHNQA-UHFFFAOYSA-N	334.2144094	CHEBI:136056	HMDB0257163	
BASm0008657	18S-resolvin E1			Expected Solid	CC[C@H](O)/C=C/C=C\C[C@@H](O)/C=C/C=C/C=C\[C@@H](O)CCCC(=O)[O-]	C20H29O5	InChI=1S/C20H30O5/c1-2-17(21)11-8-5-9-14-18(22)12-6-3-4-7-13-19(23)15-10-16-20(24)25/h3-9,11-13,17-19,21-23H,2,10,14-16H2,1H3,(H,24,25)/p-1/b4-3-,9-5-,11-8+,12-6+,13-7+/t17-,18-,19+/m1/s1	AOPOCGPBAIARAV-OSEJDTMESA-M	349.2020476	CHEBI:136057		MMDBc0048507
BASm0008658					CSCCC/C(=N\O)SC[C@H](NC(=O)CC[C@H]([NH3+])C(=O)[O-])C(=O)NCC(=O)[O-]	(CH2)n.C14H23N4O7S2				CHEBI:136061		
BASm0008659	propionate 3-nitronate			Expected Solid	O=C([O-])CC=[N+]([O-])O	C3H4NO4	InChI=1S/C3H5NO4/c5-3(6)1-2-4(7)8/h2H,1H2,(H,5,6)(H,7,8)/p-1	DCSLGQYKPBZRHI-UHFFFAOYSA-M	118.0145812	CHEBI:136067		MMDBc0056269
BASm0008660	8,9-epoxy-(5Z,11Z,14Z)-eicosatrienoyl-CoA	A polyunsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 8,9-epoxy-(5Z,11Z,14Z)-icosatrienoyl-CoA; major species at pH 7.3.			CCCCC/C=C\C/C=C\CC1OC1C/C=C\CCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H62N7O18P3S	InChI=1S/C41H66N7O18P3S/c1-4-5-6-7-8-9-10-11-14-17-28-29(63-28)18-15-12-13-16-19-32(50)70-23-22-43-31(49)20-21-44-39(53)36(52)41(2,3)25-62-69(59,60)66-68(57,58)61-24-30-35(65-67(54,55)56)34(51)40(64-30)48-27-47-33-37(42)45-26-46-38(33)48/h8-9,11-12,14-15,26-30,34-36,40,51-52H,4-7,10,13,16-25H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/p-4/b9-8-,14-11-,15-12-/t28?,29?,30-,34-,35-,36+,40-/m1/s1	LXSGFLHDCXXEGX-RNHTUXGESA-J		CHEBI:136107		
BASm0008661	11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoyl-CoA	(5z,8z)-10-[(2s,3r)-3-[(2z)-oct-2-en-1-yl]oxiran-2-yl]deca-5,8-dienoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a (5Z_8Z)-10-[(2S_3R)-3-[(2Z)-oct-2-en-1-yl]oxiran-2-yl]deca-5_8-dienoic acid thioester of coenzyme A. (5z,8z)-10-[(2s,3r)-3-[(2z)-oct-2-en-1-yl]oxiran-2-yl]deca-5,8-dienoyl-coa is an acyl-CoA with 20 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. (5z,8z)-10-[(2s,3r)-3-[(2z)-oct-2-en-1-yl]oxiran-2-yl]deca-5,8-dienoyl-coa is therefore classified as a long chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. (5z,8z)-10-[(2s,3r)-3-[(2z)-oct-2-en-1-yl]oxiran-2-yl]deca-5,8-dienoyl-coa, being a long chain acyl-CoA is a substrate for long chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, (5Z,8Z)-10-[(2S,3R)-3-[(2Z)-oct-2-en-1-yl]oxiran-2-yl]deca-5,8-dienoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of (5Z,8Z)-10-[(2S,3R)-3-[(2Z)-oct-2-en-1-yl]oxiran-2-yl]deca-5,8-dienoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts (5Z,8Z)-10-[(2S,3R)-3-[(2Z)-oct-2-en-1-yl]oxiran-2-yl]deca-5,8-dienoyl-CoA into (5Z_8Z)-10-[(2S_3R)-3-[(2Z)-oct-2-en-1-yl]oxiran-2-yl]deca-5_8-dienoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, (5Z_8Z)-10-[(2S_3R)-3-[(2Z)-oct-2-en-1-yl]oxiran-2-yl]deca-5_8-dienoylcarnitine is converted back to (5Z,8Z)-10-[(2S,3R)-3-[(2Z)-oct-2-en-1-yl]oxiran-2-yl]deca-5,8-dienoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of (5Z,8Z)-10-[(2S,3R)-3-[(2Z)-oct-2-en-1-yl]oxiran-2-yl]deca-5,8-dienoyl-CoA occurs in four steps. First, since (5Z,8Z)-10-[(2S,3R)-3-[(2Z)-oct-2-en-1-yl]oxiran-2-yl]deca-5,8-dienoyl-CoA is a long chain acyl-CoA it is the substrate for a long chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of (5Z,8Z)-10-[(2S,3R)-3-[(2Z)-oct-2-en-1-yl]oxiran-2-yl]deca-5,8-dienoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until (5Z,8Z)-10-[(2S,3R)-3-[(2Z)-oct-2-en-1-yl]oxiran-2-yl]deca-5,8-dienoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CCCCC/C=C\CC1OC1C/C=C\C/C=C\CCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H66N7O18P3S	InChI=1S/C41H66N7O18P3S/c1-4-5-6-7-11-14-17-28-29(63-28)18-15-12-9-8-10-13-16-19-32(50)70-23-22-43-31(49)20-21-44-39(53)36(52)41(2,3)25-62-69(59,60)66-68(57,58)61-24-30-35(65-67(54,55)56)34(51)40(64-30)48-27-47-33-37(42)45-26-46-38(33)48/h8,10-12,14-15,26-30,34-36,40,51-52H,4-7,9,13,16-25H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)	RYFQYGWUOLMBGD-UHFFFAOYSA-N	1069.33979	CHEBI:136115	HMDB0301626	
BASm0008662	14,15-epoxy-(5Z,8Z,11Z)-eicosatrienoyl-CoA	A polyunsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 14,15-epoxy-(5Z,8Z,11Z)-icosatrienoyl-CoA; major species at pH 7.3.			CCCCCC1OC1C/C=C\C/C=C\C/C=C\CCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H62N7O18P3S	InChI=1S/C41H66N7O18P3S/c1-4-5-14-17-28-29(63-28)18-15-12-10-8-6-7-9-11-13-16-19-32(50)70-23-22-43-31(49)20-21-44-39(53)36(52)41(2,3)25-62-69(59,60)66-68(57,58)61-24-30-35(65-67(54,55)56)34(51)40(64-30)48-27-47-33-37(42)45-26-46-38(33)48/h6,8-9,11-12,15,26-30,34-36,40,51-52H,4-5,7,10,13-14,16-25H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/p-4/b8-6-,11-9-,15-12-/t28?,29?,30-,34-,35-,36+,40-/m1/s1	CLMDPNDRJQGMHA-CFXBMLJWSA-J		CHEBI:136117		
BASm0008663	(+)-7-isojasmonate	Jasmonic acid, also known as jasmonate, belongs to the class of organic compounds known as jasmonic acids. These are lipids containing or derived from a jasmonic acid, with a structure characterized by the presence of an alkene chain linked to a 2-(3-oxocyclopentyl)acetic acid moiety. Jasmonic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Jasmonic acid is expected to be in Cannabis as all living plants are known to produce and metabolize it.	59366-47-1		CC/C=C\C[C@@H]1C(=O)CC[C@@H]1CC(=O)[O-]	C12H18O3	InChI=1S/C12H18O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h3-4,9-10H,2,5-8H2,1H3,(H,14,15)/b4-3-/t9-,10-/m1/s1	ZNJFBWYDHIGLCU-HWKXXFMVSA-N	210.1256	CHEBI:136179		
BASm0008664	L-isoleucine-(+)-7-isojasmonate			Expected Solid	CC/C=C\C[C@@H]1C(=O)CC[C@@H]1CC(=O)N[C@H](C(=O)[O-])[C@@H](C)CC	C18H29NO4	InChI=1S/C18H29NO4/c1-4-6-7-8-14-13(9-10-15(14)20)11-16(21)19-17(18(22)23)12(3)5-2/h6-7,12-14,17H,4-5,8-11H2,1-3H3,(H,19,21)(H,22,23)/b7-6-/t12-,13-,14+,17+/m1/s1	IBZYPBGPOGJMBF-ICNXKNSPSA-N	323.2096584	CHEBI:136180		MMDBc0012189
BASm0008665	L-isoleucine-(+)-12-hydroxy-7-isojasmonate	An N-jasmonyl-L-alpha-amino acid anion obtained by deprotonation of the carboxy group of N-[(+)-12-hydroxy-7-isojasmonyl]-L-isoleucine; major species at pH 7.3.				C18H28NO5		TXHIPUZLOILIIU-RAJZRIHCSA-M	338.1972966	CHEBI:136181		
BASm0008666	tuberonate			Expected Solid		C12H17O4		RZGFUGXQKMEMOO-SZXTZRQCSA-M	225.1132326	CHEBI:136182		MMDBc0054769
BASm0008669	9-(9Z-octadecenoyloxy)-octadecanoate	Branched fatty acid esters of hydroxy fatty acids (FAHFAs) are endogenous lipids found in adipose tissue and serum that correlate with insulin sensitivity and are reduced in insulin-resistant humans. Structurally, they are characterized by a branched ester linkage between a fatty acid and a hydroxy-fatty acid. Different positions of the branched ester on the hydroxy fatty acid results in different isomers. FAHFA(18:1(9Z)/9-O-18:0), in particular, is formed from the condensation of the carboxy group of oleic acid with the hydroxy group of 9-hydroxyoctadecanoic acid. It is alternatively named 9-OAHSA since it is the 9-hydroxy isomer of the OAHSA (oleic acid-hydroxystearic acid) family.	154086-90-5	Solid	CCCCCCCC/C=C\CCCCCCCC(=O)OC(CCCCCCCCC)CCCCCCCC(=O)[O-]	C36H68O4	InChI=1S/C36H68O4/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-25-29-33-36(39)40-34(30-26-22-19-10-8-6-4-2)31-27-23-21-24-28-32-35(37)38/h14-15,34H,3-13,16-33H2,1-2H3,(H,37,38)/b15-14-	PGKKGBQMNNEIHV-PFONDFGASA-N	564.5117607	CHEBI:136282	HMDB0112109	
BASm0008670	9-hydroxy-octadecanoate	9-Hydroxyoctadecanoic acid is a long-chain hydroxy fatty acid. In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. 	3384-24-5		CCCCCCCCCC(O)CCCCCCCC(=O)[O-]	C18H36O3	InChI=1S/C18H36O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h17,19H,2-16H2,1H3,(H,20,21)	RKHXDCVAPIMDMG-UHFFFAOYSA-N	300.266445	CHEBI:136286	HMDB0061661	
BASm0008671	12-(9Z-octadecenoyloxy)-octadecanoate	Branched fatty acid esters of hydroxy fatty acids (FAHFAs) are endogenous lipids found in adipose tissue and serum that correlate with insulin sensitivity and are reduced in insulin-resistant humans. Structurally, they are characterized by a branched ester linkage between a fatty acid and a hydroxy-fatty acid. Different positions of the branched ester on the hydroxy fatty acid results in different isomers. FAHFA(18:1(9Z)/12-O-18:0), in particular, is formed from the condensation of the carboxy group of oleic acid with the hydroxy group of 12-hydroxyoctadecanoic acid. It is alternatively named 12-OAHSA since it is the 12-hydroxy isomer of the OAHSA (oleic acid-hydroxystearic acid) family.	101901-73-9	Solid	CCCCCCCC/C=C\CCCCCCCC(=O)OC(CCCCCC)CCCCCCCCCCC(=O)[O-]	C36H68O4	InChI=1S/C36H68O4/c1-3-5-7-9-10-11-12-13-14-15-16-17-22-25-29-33-36(39)40-34(30-26-8-6-4-2)31-27-23-20-18-19-21-24-28-32-35(37)38/h13-14,34H,3-12,15-33H2,1-2H3,(H,37,38)/b14-13-	OCHJVQODRYVDAA-YPKPFQOOSA-N	564.5117607	CHEBI:136302	HMDB0112105	
BASm0008672	13-(9Z-octadecenoyloxy)-octadecanoate	Branched fatty acid esters of hydroxy fatty acids (FAHFAs) are endogenous lipids found in adipose tissue and serum that correlate with insulin sensitivity and are reduced in insulin-resistant humans. Structurally, they are characterized by a branched ester linkage between a fatty acid and a hydroxy-fatty acid. Different positions of the branched ester on the hydroxy fatty acid results in different isomers. FAHFA(18:1(9Z)/13-O-18:0), in particular, is formed from the condensation of the carboxy group of oleic acid with the hydroxy group of 13-hydroxyoctadecanoic acid. It is alternatively named 13-OAHSA since it is the 13-hydroxy isomer of the OAHSA (oleic acid-hydroxystearic acid) family.		Solid	CCCCCCCC/C=C\CCCCCCCC(=O)OC(CCCCC)CCCCCCCCCCCC(=O)[O-]	C36H68O4	InChI=1S/C36H68O4/c1-3-5-7-8-9-10-11-12-13-14-15-19-22-25-29-33-36(39)40-34(30-26-6-4-2)31-27-23-20-17-16-18-21-24-28-32-35(37)38/h12-13,34H,3-11,14-33H2,1-2H3,(H,37,38)/b13-12-	RCTXOTTXFKSGGU-SEYXRHQNSA-N	564.5117607	CHEBI:136303	HMDB0112145	
BASm0008673	13-hydroxy-octadecanoate	13-Hydroxyoctadecanoic acid is a long-chain hydroxy fatty acid. In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation.			CCCCCC(O)CCCCCCCCCCCC(=O)[O-]	C18H36O3	InChI=1S/C18H36O3/c1-2-3-11-14-17(19)15-12-9-7-5-4-6-8-10-13-16-18(20)21/h17,19H,2-16H2,1H3,(H,20,21)	MRWKWISFCDSNQN-UHFFFAOYSA-N	300.266445	CHEBI:136304	HMDB0061662	
BASm0008674	9-(9Z-hexadecenoyloxy)-octadecanoate	Branched fatty acid esters of hydroxy fatty acids (FAHFAs) are endogenous lipids found in adipose tissue and serum that correlate with insulin sensitivity and are reduced in insulin-resistant humans. Structurally, they are characterized by a branched ester linkage between a fatty acid and a hydroxy-fatty acid. Different positions of the branched ester on the hydroxy fatty acid results in different isomers. FAHFA(16:1(9Z)/9-O-18:0), in particular, is formed from the condensation of the carboxy group of palmitoleic acid with the hydroxy group of 9-hydroxyoctadecanoic acid. It is alternatively named 9-POHSA since it is the 9-hydroxy isomer of the POHSA (palmitoleic acid-hydroxystearic acid) family.	1481636-43-4	Solid	CCCCCC/C=C\CCCCCCCC(=O)OC(CCCCCCCCC)CCCCCCCC(=O)[O-]	C34H64O4	InChI=1S/C34H64O4/c1-3-5-7-9-11-12-13-14-15-16-18-23-27-31-34(37)38-32(28-24-20-17-10-8-6-4-2)29-25-21-19-22-26-30-33(35)36/h12-13,32H,3-11,14-31H2,1-2H3,(H,35,36)/b13-12-	VCXRHEIVUHPWLL-SEYXRHQNSA-N	536.4804605	CHEBI:136309	HMDB0112108	
BASm0008675	12-(9Z-hexadecenoyloxy)-octadecanoate	Branched fatty acid esters of hydroxy fatty acids (FAHFAs) are endogenous lipids found in adipose tissue and serum that correlate with insulin sensitivity and are reduced in insulin-resistant humans. Structurally, they are characterized by a branched ester linkage between a fatty acid and a hydroxy-fatty acid. Different positions of the branched ester on the hydroxy fatty acid results in different isomers. FAHFA(16:1(9Z)/12-O-18:0), in particular, is formed from the condensation of the carboxy group of palmitoleic acid with the hydroxy group of 12-hydroxyoctadecanoic acid. It is alternatively named 12-POHSA since it is the 12-hydroxy isomer of the POHSA (palmitoleic acid-hydroxystearic acid) family.	2042646-31-9	Solid	CCCCCC/C=C\CCCCCCCC(=O)OC(CCCCCC)CCCCCCCCCCC(=O)[O-]	C34H64O4	InChI=1S/C34H64O4/c1-3-5-7-9-10-11-12-13-14-15-20-23-27-31-34(37)38-32(28-24-8-6-4-2)29-25-21-18-16-17-19-22-26-30-33(35)36/h11-12,32H,3-10,13-31H2,1-2H3,(H,35,36)/b12-11-	XSYATLPMKFNWBI-QXMHVHEDSA-N	536.4804605	CHEBI:136312	HMDB0112117	
BASm0008676	13-(9Z-hexadecenoyloxy)-octadecanoate	Branched fatty acid esters of hydroxy fatty acids (FAHFAs) are endogenous lipids found in adipose tissue and serum that correlate with insulin sensitivity and are reduced in insulin-resistant humans. Structurally, they are characterized by a branched ester linkage between a fatty acid and a hydroxy-fatty acid. Different positions of the branched ester on the hydroxy fatty acid results in different isomers. FAHFA(16:1(9Z)/13-O-18:0), in particular, is formed from the condensation of the carboxy group of palmitoleic acid with the hydroxy group of 13-hydroxyoctadecanoic acid. It is alternatively named 13-POHSA since it is the 13-hydroxy isomer of the POHSA (palmitoleic acid-hydroxystearic acid) family.		Solid	CCCCCC/C=C\CCCCCCCC(=O)OC(CCCCC)CCCCCCCCCCCC(=O)[O-]	C34H64O4	InChI=1S/C34H64O4/c1-3-5-7-8-9-10-11-12-13-17-20-23-27-31-34(37)38-32(28-24-6-4-2)29-25-21-18-15-14-16-19-22-26-30-33(35)36/h10-11,32H,3-9,12-31H2,1-2H3,(H,35,36)/b11-10-	FHXCZZFHUCAQAA-KHPPLWFESA-N	536.4804605	CHEBI:136315	HMDB0112139	
BASm0008677	12-octadecanoyloxy-octadecanoate	Branched fatty acid esters of hydroxy fatty acids (FAHFAs) are endogenous lipids found in adipose tissue and serum that correlate with insulin sensitivity and are reduced in insulin-resistant humans. Structurally, they are characterized by a branched ester linkage between a fatty acid and a hydroxy-fatty acid. Different positions of the branched ester on the hydroxy fatty acid results in different isomers. FAHFA(18:0/12-O-18:0), in particular, is formed from the condensation of the carboxy group of stearic acid with the hydroxy group of 12-hydroxyoctadecanoic acid. It is alternatively named 12-SAHSA since it is the 12-hydroxy isomer of the SAHSA (stearic acid-hydroxystearic acid) family.	51350-61-9	Solid	CCCCCCCCCCCCCCCCCC(=O)OC(CCCCCC)CCCCCCCCCCC(=O)[O-]	C36H70O4	InChI=1S/C36H70O4/c1-3-5-7-9-10-11-12-13-14-15-16-17-22-25-29-33-36(39)40-34(30-26-8-6-4-2)31-27-23-20-18-19-21-24-28-32-35(37)38/h34H,3-33H2,1-2H3,(H,37,38)	HCUIHIKPUYHKSQ-UHFFFAOYSA-N	566.5274107	CHEBI:136330	HMDB0112120	
BASm0008678	13-octadecanoyloxy-octadecanoate	Branched fatty acid esters of hydroxy fatty acids (FAHFAs) are endogenous lipids found in adipose tissue and serum that correlate with insulin sensitivity and are reduced in insulin-resistant humans. Structurally, they are characterized by a branched ester linkage between a fatty acid and a hydroxy-fatty acid. Different positions of the branched ester on the hydroxy fatty acid results in different isomers. FAHFA(18:0/13-O-18:0), in particular, is formed from the condensation of the carboxy group of stearic acid with the hydroxy group of 13-hydroxyoctadecanoic acid. It is alternatively named 13-SAHSA since it is the 13-hydroxy isomer of the SAHSA (stearic acid-hydroxystearic acid) family.		Solid	CCCCCCCCCCCCCCCCCC(=O)OC(CCCCC)CCCCCCCCCCCC(=O)[O-]	C36H70O4	InChI=1S/C36H70O4/c1-3-5-7-8-9-10-11-12-13-14-15-19-22-25-29-33-36(39)40-34(30-26-6-4-2)31-27-23-20-17-16-18-21-24-28-32-35(37)38/h34H,3-33H2,1-2H3,(H,37,38)	OCKHONDLGBRMHC-UHFFFAOYSA-N	566.5274107	CHEBI:136335	HMDB0112133	
BASm0008679	5,6-epoxy-(8Z,11Z,14Z)-eicosatrienoyl-CoA	A polyunsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 5,6-epoxy-(8Z,11Z,14Z)-icosatrienoyl-CoA; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\CC1OC1CCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C41H62N7O18P3S	InChI=1S/C41H66N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-17-28-29(63-28)18-16-19-32(50)70-23-22-43-31(49)20-21-44-39(53)36(52)41(2,3)25-62-69(59,60)66-68(57,58)61-24-30-35(65-67(54,55)56)34(51)40(64-30)48-27-47-33-37(42)45-26-46-38(33)48/h8-9,11-12,14-15,26-30,34-36,40,51-52H,4-7,10,13,16-25H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/p-4/b9-8-,12-11-,15-14-/t28?,29?,30-,34-,35-,36+,40-/m1/s1	FDUSGMKUHAQABN-SDASWALNSA-J		CHEBI:136351		
BASm0008680	5-(9Z-hexadecenoyloxy)-octadecanoate	Branched fatty acid esters of hydroxy fatty acids (FAHFAs) are endogenous lipids found in adipose tissue and serum that correlate with insulin sensitivity and are reduced in insulin-resistant humans. Structurally, they are characterized by a branched ester linkage between a fatty acid and a hydroxy-fatty acid. Different positions of the branched ester on the hydroxy fatty acid results in different isomers. FAHFA(16:1(9Z)/5-O-18:0), in particular, is formed from the condensation of the carboxy group of palmitoleic acid with the hydroxy group of 5-hydroxyoctadecanoic acid. It is alternatively named 5-POHSA since it is the 5-hydroxy isomer of the POHSA (palmitoleic acid-hydroxystearic acid) family.		Solid	CCCCCC/C=C\CCCCCCCC(=O)OC(CCCCCCCCCCCCC)CCCC(=O)[O-]	C34H64O4	InChI=1S/C34H64O4/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-31-34(37)38-32(29-27-30-33(35)36)28-25-23-21-19-17-14-12-10-8-6-4-2/h13,15,32H,3-12,14,16-31H2,1-2H3,(H,35,36)/b15-13-	HADGPAWFBKHJNM-SQFISAMPSA-N	536.4804605	CHEBI:136369	HMDB0112134	
BASm0008681	5-hydroxy-octadecanoate	5-Hydroxyoctadecanoic acid is a long-chain hydroxy fatty acid. In humans, fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation.	2858-38-0		CCCCCCCCCCCCCC(O)CCCC(=O)[O-]	C18H36O3	InChI=1S/C18H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-14-17(19)15-13-16-18(20)21/h17,19H,2-16H2,1H3,(H,20,21)	YTITYUDOZJUZBE-UHFFFAOYSA-N	300.266445	CHEBI:136370	HMDB0112180	
BASm0008682	9-octadecanoyloxy-octadecanoate	Branched fatty acid esters of hydroxy fatty acids (FAHFAs) are endogenous lipids found in adipose tissue and serum that correlate with insulin sensitivity and are reduced in insulin-resistant humans. Structurally, they are characterized by a branched ester linkage between a fatty acid and a hydroxy-fatty acid. Different positions of the branched ester on the hydroxy fatty acid results in different isomers. FAHFA(18:0/9-O-18:0), in particular, is formed from the condensation of the carboxy group of stearic acid with the hydroxy group of 9-hydroxyoctadecanoic acid. It is alternatively named 9-SAHSA since it is the 9-hydroxy isomer of the SAHSA (stearic acid-hydroxystearic acid) family.	1895916-79-6	Solid	CCCCCCCCCCCCCCCCCC(=O)OC(CCCCCCCCC)CCCCCCCC(=O)[O-]	C36H70O4	InChI=1S/C36H70O4/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-25-29-33-36(39)40-34(30-26-22-19-10-8-6-4-2)31-27-23-21-24-28-32-35(37)38/h34H,3-33H2,1-2H3,(H,37,38)	NQJLCZWOOVLQNP-UHFFFAOYSA-N	566.5274107	CHEBI:136373	HMDB0112112	
BASm0008683	5-(9Z-octadecenoyloxy)-octadecanoate	Branched fatty acid esters of hydroxy fatty acids (FAHFAs) are endogenous lipids found in adipose tissue and serum that correlate with insulin sensitivity and are reduced in insulin-resistant humans. Structurally, they are characterized by a branched ester linkage between a fatty acid and a hydroxy-fatty acid. Different positions of the branched ester on the hydroxy fatty acid results in different isomers. FAHFA(18:1(9Z)/5-O-18:0), in particular, is formed from the condensation of the carboxy group of oleic acid with the hydroxy group of 5-hydroxyoctadecanoic acid. It is alternatively named 5-OAHSA since it is the 5-hydroxy isomer of the OAHSA (oleic acid-hydroxystearic acid) family.		Solid	CCCCCCCC/C=C\CCCCCCCC(=O)OC(CCCCCCCCCCCCC)CCCC(=O)[O-]	C36H68O4	InChI=1S/C36H68O4/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-33-36(39)40-34(31-29-32-35(37)38)30-27-25-23-21-19-14-12-10-8-6-4-2/h16-17,34H,3-15,18-33H2,1-2H3,(H,37,38)/b17-16-	FQZBGGYKEFIGPO-MSUUIHNZSA-N	564.5117607	CHEBI:136389	HMDB0112140	
BASm0008685	5-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoyl-CoA	A polyunsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 5-hydroxy-(6E,8Z,11Z,14Z)-icosatetraenoyl-CoA; major species at pH 7.3.				C41H62N7O18P3S		VDAITPNJZVEIAO-KUFUXVTLSA-J	1065.310685	CHEBI:136407		
BASm0008686	12-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoyl-CoA	(5z,8z,10e,12s,14z)-12-hydroxyicosa-5,8,10,14-tetraenoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a (5Z_8Z_10E_12S_14Z)-12-hydroxyicosa-5_8_10_14-tetraenoic acid thioester of coenzyme A. (5z,8z,10e,12s,14z)-12-hydroxyicosa-5,8,10,14-tetraenoyl-coa is an acyl-CoA with 20 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. (5z,8z,10e,12s,14z)-12-hydroxyicosa-5,8,10,14-tetraenoyl-coa is therefore classified as a long chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. (5z,8z,10e,12s,14z)-12-hydroxyicosa-5,8,10,14-tetraenoyl-coa, being a long chain acyl-CoA is a substrate for long chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, (5Z,8Z,10E,12S,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of (5Z,8Z,10E,12S,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts (5Z,8Z,10E,12S,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoyl-CoA into (5Z_8Z_10E_12S_14Z)-12-hydroxyicosa-5_8_10_14-tetraenoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, (5Z_8Z_10E_12S_14Z)-12-hydroxyicosa-5_8_10_14-tetraenoylcarnitine is converted back to (5Z,8Z,10E,12S,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of (5Z,8Z,10E,12S,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoyl-CoA occurs in four steps. First, since (5Z,8Z,10E,12S,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoyl-CoA is a long chain acyl-CoA it is the substrate for a long chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of (5Z,8Z,10E,12S,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until (5Z,8Z,10E,12S,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.				C41H62N7O18P3S		YCBRDAYQJTVLNF-ZHCDMPKSSA-J	1065.310685	CHEBI:136408	HMDB0301364	
BASm0008687	15-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoyl-CoA	A polyunsaturated fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 15-hydroxy-(5Z,8Z,11Z,13E)-icosatetraenoyl-CoA; major species at pH 7.3.				C41H62N7O18P3S		KEQIHYBJSHYRHT-YJSRCDSJSA-J	1065.310685	CHEBI:136409		
BASm0008688	(19R,20S)-epoxy-(4Z,7Z,10Z,13Z,16Z)-docosapentaenoate					C22H31O3		OSXOPUBJJDUAOJ-SDRHCZSHSA-M	343.2278684	CHEBI:136410		
BASm0008689	(19S,20R)-epoxy-(4Z,7Z,10Z,13Z,16Z)-docosapentaenoate					C22H31O3		OSXOPUBJJDUAOJ-MWEXLPNRSA-M	343.2278684	CHEBI:136411		
BASm0008690					*O[C@H]1C[C@H](*)O[C@@H]1COP(=O)([O-])[O-]					CHEBI:136412		
BASm0008691					*O[C@H]1C[C@H](*)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O					CHEBI:136413		
BASm0008692					*O[C@H]1C[C@H](*)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O					CHEBI:136414		
BASm0008693					*O[C@H]1C[C@H](*)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])[O-]					CHEBI:136415		
BASm0008694					*O[C@H]1C[C@H](*)O[C@@H]1CO					CHEBI:136416		
BASm0008695					*O[C@H]1C[C@H](*)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O					CHEBI:136418		
BASm0008696					*[C@H]1C[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(=O)[nH]c(N)nc43)[C@H](O)[C@@H]2O)[C@@H](COP(*)(=O)[O-])O1					CHEBI:136419		
BASm0008697					*[C@H]1C[C@H](OP(=O)([O-])[O-])[C@@H](COP(*)(=O)[O-])O1					CHEBI:136420		
BASm0008698	(Z)-desulfoglucotropeolin	A desulfoglucotropeolin in which the C=N double bond has Z configuration.			OC[C@H]1O[C@@H](S\C(CC2=CC=CC=C2)=N/O)[C@H](O)[C@@H](O)[C@@H]1O	C14H19NO6S	InChI=1S/C14H19NO6S/c16-7-9-11(17)12(18)13(19)14(21-9)22-10(15-20)6-8-4-2-1-3-5-8/h1-5,9,11-14,16-20H,6-7H2/b15-10-/t9-,11-,12+,13-,14+/m1/s1	QXWFHEDNDCNERW-RFEZBLSLSA-N	329.0933085	CHEBI:136422		
BASm0008699	Glucoiberverin					C11H20NO9S3		ZCZCVJVUJGULMO-IIPHORNXSA-M	406.0305683	CHEBI:136434	HMDB0304681	
BASm0008700			554-88-1		CS(=O)CCC/C(=N/OS(=O)(=O)[O-])S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C11H21NO10S3	InChI=1S/C11H21NO10S3/c1-24(17)4-2-3-7(12-22-25(18,19)20)23-11-10(16)9(15)8(14)6(5-13)21-11/h6,8-11,13-16H,2-5H2,1H3,(H,18,19,20)/b12-7+	PHYYADMVYQURSX-KPKJPENVSA-N		CHEBI:136435		
BASm0008701	2-hydroxy-(1H-indol-3-yl)acetate			Expected Solid	OC1=C(CC([O-])=O)C2=CC=CC=C2N1	C10H8NO3	InChI=1S/C10H9NO3/c12-9(13)5-7-6-3-1-2-4-8(6)11-10(7)14/h1-4,11,14H,5H2,(H,12,13)/p-1	CBECDMSAFNHLHY-UHFFFAOYSA-M	190.0509667	CHEBI:136436		MMDBc0055231
BASm0008702	8,9-epoxy-(5Z,11Z,14Z,17Z)-eicosatetraenoate				CC/C=C\C/C=C\C/C=C\CC1OC1C/C=C\CCCC(=O)[O-]	C20H30O3	InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-12-15-18-19(23-18)16-13-10-11-14-17-20(21)22/h3-4,6-7,9-10,12-13,18-19H,2,5,8,11,14-17H2,1H3,(H,21,22)/b4-3-,7-6-,12-9-,13-10-	YKIOHMXLFWMWKD-JJUYGIQRSA-N	318.2194948	CHEBI:136439	HMDB0341284	
BASm0008703	11,12-epoxy-(5Z,8Z,14Z,17Z)-eicosatetraenoate				CC/C=C\C/C=C\CC1OC1C/C=C\C/C=C\CCCC(=O)[O-]	C20H30O3	InChI=1S/C20H30O3/c1-2-3-4-5-9-12-15-18-19(23-18)16-13-10-7-6-8-11-14-17-20(21)22/h3-4,6,8-10,12-13,18-19H,2,5,7,11,14-17H2,1H3,(H,21,22)/b4-3-,8-6-,12-9-,13-10-	QHOKDYBJJBDJGY-BVILWSOJSA-N	318.2194948	CHEBI:136441	HMDB0341221	
BASm0008704	14,15-epoxy-(5Z,8Z,11Z,17Z)-eicosatetraenoate				CC/C=C\CC1OC1C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H30O3	InChI=1S/C20H30O3/c1-2-3-12-15-18-19(23-18)16-13-10-8-6-4-5-7-9-11-14-17-20(21)22/h3-4,6-7,9-10,12-13,18-19H,2,5,8,11,14-17H2,1H3,(H,21,22)/b6-4+,9-7+,12-3+,13-10+	RGZIXZYRGZWDMI-KTAZGHBQSA-N		CHEBI:136443		
BASm0008705	(E)-1-(glutathione-S-yl)-2-(1H-indol-3-yl)acetohydroximate	4-Amino-4-carboxy-N-{1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[(1Z)-1-(hydroxyimino)-2-(1H-indol-3-yl)ethyl]sulfanyl}ethyl}butanecarboximidate is considered to be a practically insoluble (in water) and relatively neutral molecule. Indole-3-acetohydroximoyl-glutathione has the chemical formula C20H24N5O7S, and an average molecular weight of 478.5. Indole-3-acetohydroximoyl-glutathione is involved in the Tryptophan Metabolism Pathway.			[NH3+][C@@H](CCC(=O)N[C@@H](CS/C(Cc1c[nH]c2ccccc12)=N/O)C(=O)NCC(=O)[O-])C(=O)[O-]	C20H24N5O7S	InChI=1S/C20H25N5O7S/c21-13(20(30)31)5-6-16(26)24-15(19(29)23-9-18(27)28)10-33-17(25-32)7-11-8-22-14-4-2-1-3-12(11)14/h1-4,8,13,15,22,32H,5-7,9-10,21H2,(H,23,29)(H,24,26)(H,27,28)(H,30,31)/p-1/b25-17-	RAKAOQJZHXOSHL-UQQQWYQISA-M	478.1401929	CHEBI:136444		
BASm0008706	1-aci-nitro-2-(1H-indol-3-yl)ethane	An aci-nitro compound resulting from the formal tautomerisation of the nitro group of 3-(2-nitroethyl)indole.			[O-][N+](O)=CCc1c[nH]c2ccccc12	C10H10N2O2	InChI=1S/C10H10N2O2/c13-12(14)6-5-8-7-11-10-4-2-1-3-9(8)10/h1-4,6-7,11H,5H2,(H,13,14)	LZEDEUNADWSJKX-UHFFFAOYSA-N		CHEBI:136445		
BASm0008707	(Z)-1-(glutathione-S-yl)-2-phenylacetohydroximate	An S-substituted glutathione(1-) obtained by deprotonation of the the two carboxy groups and protonation of the glutamyl amino group of (E)-1-(glutathion-S-yl)-2-phenylacetohydroximate. Major microspecies at pH 7.3.			[NH3+][C@@H](CCC(=O)N[C@@H](CS/C(Cc1ccccc1)=N\O)C(=O)NCC(=O)[O-])C(=O)[O-]	C18H23N4O7S	InChI=1S/C18H24N4O7S/c19-12(18(27)28)6-7-14(23)21-13(17(26)20-9-16(24)25)10-30-15(22-29)8-11-4-2-1-3-5-11/h1-5,12-13,29H,6-10,19H2,(H,20,26)(H,21,23)(H,24,25)(H,27,28)/p-1/b22-15-/t12-,13-/m0/s1	DMZSTCRTOPLDAY-XUJJJAFJSA-M		CHEBI:136447		
BASm0008708	N-octadecanoyl-sphinga-4E,14Z-dienine				CCC/C=C\CCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCCCC	C36H69NO3	InChI=1S/C36H69NO3/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-36(40)37-34(33-38)35(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h8,10,29,31,34-35,38-39H,3-7,9,11-28,30,32-33H2,1-2H3,(H,37,40)/b10-8-,31-29+/t34-,35+/m0/s1	LBBFOWQGVUEADU-PLAFRHTASA-N	563.5277451	CHEBI:136461	HMDB0240362	
BASm0008709	3-dehydro-4alpha-methylzymosterol	4a-Methyl-5a-cholesta-8,24-dien-3-one is an intermediate in the Cholesterol biosynthesis pathway, in a reaction catalyzed by the enzyme 3-keto-steroid reductase [EC 1.1.1.270]. (MetaCyc Pathway: cholesterol biosynthesis).	7377-73-3		CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)[C@@H](C)[C@@H]1CC3	C28H44O	InChI=1S/C28H44O/c1-18(2)8-7-9-19(3)22-12-13-24-21-10-11-23-20(4)26(29)15-17-28(23,6)25(21)14-16-27(22,24)5/h8,19-20,22-24H,7,9-17H2,1-6H3/t19-,20+,22-,23+,24+,27-,28+/m1/s1	DBPZYKHQDWKORQ-SINUOACOSA-N	396.339216	CHEBI:136486	HMDB0000981	
BASm0008710	N-(2,6-diethylphenyl)-2-chloroacetamide	Soil degradation produced of Alachlor <ht>DKW79-G</ht>.	6967-29-9		CCc1cccc(CC)c1NC(=O)CCl	C12H16ClNO	InChI=1S/C12H16ClNO/c1-3-9-6-5-7-10(4-2)12(9)14-11(15)8-13/h5-7H,3-4,8H2,1-2H3,(H,14,15)	LBJVHMAYBNQJBK-UHFFFAOYSA-N	225.0920418	CHEBI:136492	HMDB0032855	
BASm0008711	N-(2-ethyl-6-methylphenyl)-2-chloroacetamide			Expected Solid	CCc1cccc(C)c1NC(=O)CCl	C11H14ClNO	InChI=1S/C11H14ClNO/c1-3-9-6-4-5-8(2)11(9)13-10(14)7-12/h4-6H,3,7H2,1-2H3,(H,13,14)	SMINYPCTNJDYGK-UHFFFAOYSA-N	211.0763918	CHEBI:136494		MMDBc0056101
BASm0008712	mycobilin a			Expected Solid	C=CC1=C(C)/C(=C/C2=N/C(=C\c3[nH]c(C(=O)c4[nH]c(C=O)c(C)c4C=C)c(C)c3CCC(=O)[O-])C(CCC(=O)[O-])=C2C)NC1=O	C34H32N4O7	InChI=1S/C34H34N4O7/c1-7-20-16(3)28(15-39)37-32(20)33(44)31-19(6)23(10-12-30(42)43)27(36-31)14-26-22(9-11-29(40)41)18(5)24(35-26)13-25-17(4)21(8-2)34(45)38-25/h7-8,13-15,36-37H,1-2,9-12H2,3-6H3,(H,38,45)(H,40,41)(H,42,43)/p-2/b25-13-,26-14-	FGIWERLBODFBEY-WFBNZKAHSA-L	608.2281965	CHEBI:136507		MMDBc0056094
BASm0008713	mycobilin b			Expected Solid	C=CC1=C(C)C(=O)N/C1=C\c1[nH]c(/C=C2\N=C(C(=O)c3[nH]c(C=O)c(C=C)c3C)C(C)=C2CCC(=O)[O-])c(CCC(=O)[O-])c1C	C34H32N4O7	InChI=1S/C34H34N4O7/c1-7-20-17(4)31(37-28(20)15-39)33(44)32-18(5)23(10-12-30(42)43)27(36-32)14-26-22(9-11-29(40)41)16(3)24(35-26)13-25-21(8-2)19(6)34(45)38-25/h7-8,13-15,35,37H,1-2,9-12H2,3-6H3,(H,38,45)(H,40,41)(H,42,43)/p-2/b25-13-,27-14-	LMLDNIVBTHTSFX-POPOVHIPSA-L	608.2281965	CHEBI:136508		MMDBc0056095
BASm0008714	biliverdin IXbeta			Expected Solid	C=CC1=C(C)/C(=C/c2[nH]c(/C=C3\N=C(/C=C4\NC(=O)C(C)=C4CCC(=O)[O-])C(CCC(=O)[O-])=C3C)c(C)c2C=C)NC1=O	C33H32N4O6	InChI=1S/C33H34N4O6/c1-7-20-16(3)24(34-27(20)14-26-17(4)21(8-2)33(43)36-26)13-25-18(5)22(9-11-30(38)39)28(35-25)15-29-23(10-12-31(40)41)19(6)32(42)37-29/h7-8,13-15,34H,1-2,9-12H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/p-2/b25-13-,26-14-,29-15-	TXGRNAAVTFLEFF-IONLHYSMSA-L	580.2332819	CHEBI:136509		MMDBc0055780
BASm0008715	biliverdin IXdelta			Expected Solid	C=CC1=C(C)/C(=C/C2=C(C=C)C(C)C(=O)N2)[NH+]=C1/C=c1\[nH]/c(=C\C2=NC(=O)C(C)=C2CCC(=O)[O-])c(CCC(=O)[O-])c1C	C33H33N4O6	InChI=1S/C33H34N4O6/c1-7-20-16(3)24(14-27-21(8-2)18(5)32(42)36-27)34-26(20)13-25-17(4)22(9-11-30(38)39)28(35-25)15-29-23(10-12-31(40)41)19(6)33(43)37-29/h7-8,13-15,18,35H,1-2,9-12H2,3-6H3,(H,36,42)(H,38,39)(H,40,41)/p-1/b24-14-,25-13-,28-15-	XGNGXVWCKBFXIY-BKWOBGJNSA-M	581.2405584	CHEBI:136510		MMDBc0055781
BASm0008716	MnO2	Manganese dioxide is an oxide of manganese that occurs naturally as the mineral pyrolusite,  the main ore of manganese. It is used primarily for dry-cell batteries, but is also used as an  oxidant in organic synthesis. Manganese is a naturally occurring metal with the symbol Mn and the atomic number 25. It does not occur naturally in its pure form, but is found in many types of rocks in combination with other substances such as oxygen, sulfur, or chlorine. Manganese occurs naturally in most foods and small amounts are needed to stay healthy, as manganese ions act as cofactors for a number of enzymes. (L228, L229, L232)	1313-13-9	Solid	O=[Mn]=O	MnO2	InChI=1S/Mn.2O	NUJOXMJBOLGQSY-UHFFFAOYSA-N	86.92787888	CHEBI:136511		
BASm0008719	3-(aminomethyl)indole	Indole-3-methanamine, also known as 3-aminomethylindole or 3-indolylmethylamine, belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. An aralkylamino compound that is indole substituted at position 3 by an aminomethyl group. Indole-3-methanamine is a very strong basic compound (based on its pKa). Outside of the human body, indole-3-methanamine has been detected, but not quantified in, barley, cereals, and cereal products. This could make indole-3-methanamine a potential biomarker for the consumption of these foods.	22259-53-6	Solid	[NH3+]Cc1c[nH]c2ccccc12	C9H10N2	InChI=1S/C9H10N2/c10-5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5,10H2	JXYGLMATGAAIBU-UHFFFAOYSA-N	146.0843983	CHEBI:136514	HMDB0029740	
BASm0008720	(1H-indol-3-yl)-N-methylmethanamine				C[NH2+]Cc1c[nH]c2ccccc12	C10H12N2	InChI=1S/C10H12N2/c1-11-6-8-7-12-10-5-3-2-4-9(8)10/h2-5,7,11-12H,6H2,1H3	BIFJNBXQXNWYOL-UHFFFAOYSA-N		CHEBI:136515		
BASm0008721	gramine	3-(Dimethylaminomethyl)indole, also known as donaxin or (1H-indol-3-ylmethyl)dimethylamine, belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. An aminoalkylindole that is indole carrying a dimethylaminomethyl substituent at postion 3. 3-(Dimethylaminomethyl)indole has been detected, but not quantified, in several different foods, such as barley, brassicas, cereals and cereal products, common wheats, and lupines. This could make 3-(dimethylaminomethyl)indole a potential biomarker for the consumption of these foods.	87-52-5	Solid	C[NH+](C)Cc1c[nH]c2ccccc12	C11H14N2	InChI=1S/C11H14N2/c1-13(2)8-9-7-12-11-6-4-3-5-10(9)11/h3-7,12H,8H2,1-2H3	OCDGBSUVYYVKQZ-UHFFFAOYSA-N	174.1156985	CHEBI:136516	HMDB0035762	
BASm0008722	anaerobilin			Expected Solid	C=CC1=C(C)C(C=C)[NH+]=C1/C=c1\[nH]/c(=C\C2=[NH+]/C(=C\c3[nH]cc(C=C)c3C)C(C)=C2CCC(=O)[O-])c(CCC(=O)[O-])c1C	C35H38N4O4	InChI=1S/C35H38N4O4/c1-8-23-18-36-28(19(23)4)15-29-21(6)25(11-13-34(40)41)32(38-29)17-33-26(12-14-35(42)43)22(7)30(39-33)16-31-24(9-2)20(5)27(10-3)37-31/h8-10,15-18,27,36,39H,1-3,11-14H2,4-7H3,(H,40,41)(H,42,43)/b29-15-,30-16-,33-17-	XCXDCXFCDADSKR-VTRMHZAASA-N	578.2893057	CHEBI:136517		MMDBc0055724
BASm0008723	8-amino-8-demethylriboflavin			Expected Solid	Cc1cc2nc3c(=O)[n-]c(=O)nc-3n(C[C@H](O)[C@H](O)[C@H](O)CO)c2cc1N	C16H18N5O6	InChI=1S/C16H19N5O6/c1-6-2-8-9(3-7(6)17)21(4-10(23)13(25)11(24)5-22)14-12(18-8)15(26)20-16(27)19-14/h2-3,10-11,13,22-25H,4-5H2,1H3,(H3,17,19,20,26,27)/p-1/t10-,11+,13-/m0/s1	QKWPIZQKTLHNOD-LOWVWBTDSA-M	376.1262569	CHEBI:136518		MMDBc0055647
BASm0008724	8-demethyl-8-(methylamino)riboflavin	An organic anion that is the conjugate base of 8-demethyl-8-(methylamino)riboflavin, obtained by removal of the imide proton at position 3. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).			CNc1cc2c(cc1C)nc1c(=O)[n-]c(=O)nc-1n2C[C@H](O)[C@H](O)[C@H](O)CO	C17H20N5O6	InChI=1S/C17H21N5O6/c1-7-3-9-10(4-8(7)18-2)22(5-11(24)14(26)12(25)6-23)15-13(19-9)16(27)21-17(28)20-15/h3-4,11-12,14,23-26H,5-6H2,1-2H3,(H2,18,20,21,27,28)/p-1/t11-,12+,14-/m0/s1	MLEQSFGNEBXTPY-SCRDCRAPSA-M		CHEBI:136520		
BASm0008725	roseoflavin			Expected Solid		C18H22N5O6		IGQLDUYTWDABFK-GUTXKFCHSA-M	404.157557	CHEBI:136521		MMDBc0021166
BASm0008726	11-hydroxy-(9Z,12Z)-octadecadienoate					C18H31O3		GIJZWHLTBMCTJV-GFCQZRJLNA-M	295.2278684	CHEBI:136522	HMDB0160590	
BASm0008727	7-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate	7-HETE, also known as 7-Hydroxyeicosatetraenoic acid, is classified as a member of the Hydroxyeicosatetraenoic acids. Hydroxyeicosatetraenoic acids are eicosanoic acids with an attached hydroxyl group and four CC double bonds. 7-HETE is considered to be practically insoluble (in water) and acidic				C20H31O3		RXLAEFPIBOZBTL-UNXCDKAXNA-M	319.2278684	CHEBI:136523	HMDB0062431	
BASm0008728	13-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate		151910-72-4			C20H31O3		SAKQICHVWOJSNI-BWWNDVLWNA-M	319.2278684	CHEBI:136524		
BASm0008729	(Z)-indolylmethyl desulfoglucosinolate			Expected Solid		C16H20N2O6S		CWNIQCOMWQROPA-PIAXYHQTSA-N	368.1042075	CHEBI:136527		MMDBc0053357
BASm0008730	11-dehydro-thromboxane B2		67910-12-7		CCCCC[C@H](O)/C=C/[C@H]1OC(=O)C[C@H](O)[C@@H]1C/C=C\CCCC(=O)[O-]	C20H32O6	InChI=1S/C20H32O6/c1-2-3-6-9-15(21)12-13-18-16(17(22)14-20(25)26-18)10-7-4-5-8-11-19(23)24/h4,7,12-13,15-18,21-22H,2-3,5-6,8-11,14H2,1H3,(H,23,24)/b7-4+,13-12+/t15-,16-,17-,18+/m0/s1	KJYIVXDPWBUJBQ-SOGWKEBJSA-N		CHEBI:136539		
BASm0008731	(R)-2-(phosphonomethyl)malate			Expected Solid	O[C@@](CC([O-])=O)(CP(O)([O-])=O)C([O-])=O	C5H6O8P	InChI=1S/C5H9O8P/c6-3(7)1-5(10,4(8)9)2-14(11,12)13/h10H,1-2H2,(H,6,7)(H,8,9)(H2,11,12,13)/p-3/t5-/m0/s1	PHYKLCHCKYTLRX-YFKPBYRVSA-K	224.9816749	CHEBI:136541		MMDBc0055026
BASm0008732	(+)-sesamin monocatechol			Expected Solid	[H][C@]12CO[C@]([H])(C3=CC(O)=C(O)C=C3)[C@@]1([H])CO[C@]2([H])C1=CC2=C(OCO2)C=C1	C19H18O6	InChI=1S/C19H18O6/c20-14-3-1-10(5-15(14)21)18-12-7-23-19(13(12)8-22-18)11-2-4-16-17(6-11)25-9-24-16/h1-6,12-13,18-21H,7-9H2/t12-,13-,18+,19+/m0/s1	CGEORJKFOZSMEZ-MBZVMHRFSA-N	342.1103383	CHEBI:136542		MMDBc0054745
BASm0008733	(+)-sesamin dicatechol			Expected Solid	[H][C@]12CO[C@]([H])(C3=CC(O)=C(O)C=C3)[C@@]1([H])CO[C@]2([H])C1=CC(O)=C(O)C=C1	C18H18O6	InChI=1S/C18H18O6/c19-13-3-1-9(5-15(13)21)17-11-7-24-18(12(11)8-23-17)10-2-4-14(20)16(22)6-10/h1-6,11-12,17-22H,7-8H2/t11-,12-,17+,18+/m0/s1	OQSOTSIYXPYTRE-YDOWWZDFSA-N	330.1103383	CHEBI:136543		MMDBc0054744
BASm0008736	6-pyruvoyl-5,6,7,8-tetrahydropterin	Dyspropterin, an intermediate formed from dihydroneopterin triphosphate in the biosynthetic pathway of tetrahydrobiopterin.	89687-39-8	Solid	CC(=O)C(=O)[C@H]1CNc2nc(N)[nH]c(=O)c2N1	C9H11N5O3	InChI=1S/C9H11N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h4,12H,2H2,1H3,(H4,10,11,13,14,17)	WBJZXBUVECZHCE-UHFFFAOYSA-N	237.0861892	CHEBI:136564	HMDB0001195	
BASm0008737	6-lactoyl-5,6,7,8-tetrahydropterin	6-Lactoyltetrahydropterin is a putative intermediate in the de novo synthesis of tetrahydrobiopterin (BH4) pathway, in a reaction involving the enzyme sepiapterin reductase (E.C. 1.1.1.153) in human liver. In brain, an enzyme distinct from sepiapterin reductase catalyzes the TPNH-dependent reduction of 6-pyruvoyl-tetrahydropterin to 6-lactoyl-tetrahydropterin. (PMID: 4004850). In brain, the expression of other enzymes involved in BH4 biosynthesis includes aldose reductase, carbonyl reductase, GTP-cyclohydrolase I, and 6-pyruvoyltetrahydrobiopterin. Sepiapterin reductase expression is increased in Parkinson's disease brain tissue. (PMID: 17270157).	33405-80-0	Solid	CC(O)C(=O)[C@H]1CNc2nc(N)[nH]c(=O)c2N1	C9H13N5O3	InChI=1S/C9H13N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,12,15H,2H2,1H3,(H4,10,11,13,14,17)	HKCYZTKHPLJZDR-UHFFFAOYSA-N	239.1018393	CHEBI:136565	HMDB0002065	
BASm0008738	(24S)-hydroxycholesterol 24-sulfate	A steroid sulfate oxoanion obtained by deprotonation of the sulfo group of (24S)-hydroxycholesterol 24-sulfate.			CC(C)[C@H](CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)OS(=O)(=O)[O-]	C27H45O5S	InChI=1S/C27H46O5S/c1-17(2)25(32-33(29,30)31)11-6-18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-25,28H,6,8-16H2,1-5H3,(H,29,30,31)/p-1/t18-,20+,21+,22-,23+,24+,25+,26+,27-/m1/s1	ZNASARDBUYPQRC-XWXSNNQWSA-M		CHEBI:136566		
BASm0008739	(24S)-hydroxycholesterol 3-sulfate	A steroid sulfate oxoanion obtained by deprotonation of the sulfo group of (24S)-hydroxycholesterol 3-sulfate.			CC(C)[C@@H](O)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)[O-])CC[C@]4(C)[C@H]3CC[C@]12C	C27H45O5S	InChI=1S/C27H46O5S/c1-17(2)25(28)11-6-18(3)22-9-10-23-21-8-7-19-16-20(32-33(29,30)31)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-25,28H,6,8-16H2,1-5H3,(H,29,30,31)/p-1/t18-,20+,21+,22-,23+,24+,25+,26+,27-/m1/s1	UZRYBCGKNZOEMQ-XWXSNNQWSA-M		CHEBI:136567		
BASm0008740	(24S)-hydroxycholesterol 3,24-disulfate	A steroid sulfate oxoanion obtained by deprotonation of the sulfo groups of (24S)-hydroxycholesterol 3,24-disulfate.			CC(C)[C@H](CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)[O-])CC[C@]4(C)[C@H]3CC[C@]12C)OS(=O)(=O)[O-]	C27H44O8S2	InChI=1S/C27H46O8S2/c1-17(2)25(35-37(31,32)33)11-6-18(3)22-9-10-23-21-8-7-19-16-20(34-36(28,29)30)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-25H,6,8-16H2,1-5H3,(H,28,29,30)(H,31,32,33)/p-2/t18-,20+,21+,22-,23+,24+,25+,26+,27-/m1/s1	ASFDNKQCXMJFKH-XWXSNNQWSA-L		CHEBI:136568		
BASm0008741	(6R)-5,6,7,8-tetrahydrobiopterin	Sapropterin, also known as tetrahydrobiopterin, is converted from 7,8-dihydroneopterin triphosphate by 6-pyruvoyl tetrahydropterin synthase and sepiapterin reductase. It is essential in the formation of neurotransmitters and for nitric oxide synthase (PMID: 16946131). Sapropterin is part of the folate biosynthesis pathway. It is a substrate for sepiapterin reductase.	62989-33-7	Solid	CC(O)C(O)[C@H]1CNc2nc(N)[nH]c(=O)c2N1	C9H15N5O3	InChI=1S/C9H15N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,6,12,15-16H,2H2,1H3,(H4,10,11,13,14,17)/t3-,4+,6-/m0/s1	FNKQXYHWGSIFBK-RPDRRWSUSA-N	241.1174894	CHEBI:136570	HMDB0000787	
BASm0008742	(6R)-5,10-methylene-5,6,7,8-tetrahydrofolic acid			Expected Solid	Nc1nc2c(c(=O)[nH]1)N1CN(c3ccc(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])cc3)C[C@H]1CN2	C20H21N7O6	InChI=1S/C20H23N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,12-13H,5-9H2,(H,23,30)(H,28,29)(H,32,33)(H4,21,22,24,25,31)/p-2/t12-,13+/m1/s1	QYNUQALWYRSVHF-OLZOCXBDSA-L	455.1564286	CHEBI:136572		MMDBc0054976
BASm0008743	(6R)-5,10-methylene-5,6,7,8-tetrahydrofolic acid			Expected Solid	Nc1nc2c(c(=O)[nH]1)N1CN(c3ccc(C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])cc3)C[C@H]1CN2	C20H21N7O6	InChI=1S/C20H23N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,12-13H,5-9H2,(H,23,30)(H,28,29)(H,32,33)(H4,21,22,24,25,31)/p-2/t12-,13+/m1/s1	QYNUQALWYRSVHF-OLZOCXBDSA-L	455.1564286	CHEBI:136572		MMDBc0054976
BASm0008744	cholesterol sulfate		1256-86-6	Expected Solid	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)[O-])CC[C@]4(C)[C@H]3CC[C@]12C	C27H45O4S	InChI=1S/C27H46O4S/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(31-32(28,29)30)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25H,6-8,10-17H2,1-5H3,(H,28,29,30)/p-1/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1	BHYOQNUELFTYRT-DPAQBDIFSA-M	465.3044047	CHEBI:136579	HMDB0000653	MMDBc0048314
BASm0008745	17beta-estradiol 3-sulfate				C[C@]12CC[C@@H]3c4ccc(OS(=O)(=O)[O-])cc4CC[C@H]3[C@@H]1CC[C@@H]2O	C18H24O5S	InChI=1S/C18H24O5S/c1-18-9-8-14-13-5-3-12(23-24(20,21)22)10-11(13)2-4-15(14)16(18)6-7-17(18)19/h3,5,10,14-17,19H,2,4,6-9H2,1H3,(H,20,21,22)/t14?,15?,16?,17?,18-/m0/s1	QZIGLSSUDXBTLJ-AFKOEOOISA-N	352.134445	CHEBI:136582	HMDB0155493	
BASm0008748	4-O-phospho-D-threonate			Expected Solid	O=C([O-])[C@@H](O)[C@H](O)COP(=O)([O-])[O-]	C4H6O8P	InChI=1S/C4H9O8P/c5-2(3(6)4(7)8)1-12-13(9,10)11/h2-3,5-6H,1H2,(H,7,8)(H2,9,10,11)/p-3/t2-,3+/m1/s1	ZCZXOHUILRHRQJ-GBXIJSLDSA-K	212.9816749	CHEBI:136590		MMDBc0055536
BASm0008749	D-erythronate			Expected Solid	O=C([O-])[C@H](O)[C@H](O)CO	C4H7O5	InChI=1S/C4H8O5/c5-1-2(6)3(7)4(8)9/h2-3,5-7H,1H2,(H,8,9)/p-1/t2-,3-/m1/s1	JPIJQSOTBSSVTP-PWNYCUMCSA-M	135.0298969	CHEBI:136591		MMDBc0055858
BASm0008750	3-dehydro-4-O-phospho-L-erythronate			Expected Solid	O=C([O-])[C@@H](O)C(=O)COP(=O)([O-])[O-]	C4H4O8P	InChI=1S/C4H7O8P/c5-2(3(6)4(7)8)1-12-13(9,10)11/h3,6H,1H2,(H,7,8)(H2,9,10,11)/p-3/t3-/m0/s1	SMTGVDDLBJESIT-VKHMYHEASA-K	210.9660248	CHEBI:136592		MMDBc0055356
BASm0008751	3-dehydro-4-O-phospho-D-erythronate			Expected Solid	O=C([O-])[C@H](O)C(=O)COP(=O)([O-])[O-]	C4H4O8P	InChI=1S/C4H7O8P/c5-2(3(6)4(7)8)1-12-13(9,10)11/h3,6H,1H2,(H,7,8)(H2,9,10,11)/p-3/t3-/m1/s1	SMTGVDDLBJESIT-GSVOUGTGSA-K	210.9660248	CHEBI:136593		MMDBc0055355
BASm0008753	(R)-2,3-diaminopropanoate			Expected Solid	N[C@H](C[NH3+])C(=O)[O-]	C3H8N2O2	InChI=1S/C3H8N2O2/c4-1-2(5)3(6)7/h2H,1,4-5H2,(H,6,7)/t2-/m1/s1	PECYZEOJVXMISF-UWTATZPHSA-N	104.0585775	CHEBI:136599		MMDBc0054707
BASm0008756	estrone 3-O-(beta-D-glucuronate)		2479-90-5		C[C@]12CC[C@@H]3c4ccc(O[C@@H]5O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]5O)cc4CC[C@H]3[C@@H]1CCC2=O	C24H30O8	InChI=1S/C24H30O8/c1-24-9-8-14-13-5-3-12(10-11(13)2-4-15(14)16(24)6-7-17(24)25)31-23-20(28)18(26)19(27)21(32-23)22(29)30/h3,5,10,14-16,18-21,23,26-28H,2,4,6-9H2,1H3,(H,29,30)/t14-,15-,16+,18+,19+,20-,21+,23-,24+/m1/s1	FJAZVHYPASAQKM-JBAURARKSA-N		CHEBI:136634		
BASm0008757	16alpha-hydroxyestrone 3-O-(beta-D-glucuronate)				C[C@]12CC[C@@H]3c4ccc(O[C@@H]5O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]5O)cc4CC[C@H]3[C@@H]1C[C@@H](O)C2=O	C24H30O9	InChI=1S/C24H30O9/c1-24-7-6-13-12-5-3-11(32-23-19(28)17(26)18(27)20(33-23)22(30)31)8-10(12)2-4-14(13)15(24)9-16(25)21(24)29/h3,5,8,13-20,23,25-28H,2,4,6-7,9H2,1H3,(H,30,31)/t13?,14?,15?,16?,17?,18?,19?,20?,23?,24-/m0/s1	LUVBXKQCOJYEJY-ZMVFNCRCSA-N	462.1889825	CHEBI:136635	HMDB0155403	
BASm0008758	16alpha-hydroxyestrone 16-O-(beta-D-glucuronate)	A steroid glucuronide anion that is the conjugate base of 16alpha-hydroxyestrone 16-O-(beta-D-glucuronide) arising from deprotonation of the carboxylic acid function; major species at pH 7.3.				C24H29O9		JLYJQBHANCHTOW-OWYKRJLGSA-M	461.1817061	CHEBI:136636		
BASm0008759	testosterone 17-O-(beta-D-glucuronate)					C25H35O8		NIKZPECGCSUSBV-HMAFJQTKSA-M	463.2337417	CHEBI:136639	HMDB0186946	
BASm0008760	(3R)-1,2-didehydro-3-hydroxy-16-methoxy-2,3-dihydrotabersonine	An indole alkaloid cation that is the conjugate acid of (3R)-1,2-didehydro-3-hydroxy-16-methoxy-2,3-dihydrotabersonine, obtained by protonation of the tertiary amino group. Major species at pH 7.3.			CC[C@]12C=CC[NH+]3CC[C@]4(C(=Nc5cc(OC)ccc54)[C@@](O)(C(=O)OC)C1)[C@@H]32	C22H27N2O4	InChI=1S/C22H26N2O4/c1-4-20-8-5-10-24-11-9-21(18(20)24)15-7-6-14(27-2)12-16(15)23-17(21)22(26,13-20)19(25)28-3/h5-8,12,18,26H,4,9-11,13H2,1-3H3/p+1/t18-,20-,21-,22+/m0/s1	ADHQBWGHPFFYKI-JKLQHZFJSA-O		CHEBI:136640		
BASm0008761	17beta-estradiol 3-O-(beta-D-glucuronate)				C[C@]12CC[C@@H]3c4ccc(O[C@@H]5O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]5O)cc4CC[C@H]3[C@@H]1CC[C@@H]2O	C24H32O8	InChI=1S/C24H32O8/c1-24-9-8-14-13-5-3-12(10-11(13)2-4-15(14)16(24)6-7-17(24)25)31-23-20(28)18(26)19(27)21(32-23)22(29)30/h3,5,10,14-21,23,25-28H,2,4,6-9H2,1H3,(H,29,30)/t14-,15-,16+,17+,18+,19+,20-,21+,23?,24+/m1/s1	MUOHJTRCBBDUOW-BFXFFQJBSA-N		CHEBI:136641		
BASm0008762	17alpha-estradiol 17-O-(beta-D-glucuronate)				C[C@]12CC[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1CC[C@H]2O[C@@H]1O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]1O	C24H32O8	InChI=1S/C24H32O8/c1-24-9-8-14-13-5-3-12(25)10-11(13)2-4-15(14)16(24)6-7-17(24)31-23-20(28)18(26)19(27)21(32-23)22(29)30/h3,5,10,14-21,23,25-28H,2,4,6-9H2,1H3,(H,29,30)/t14?,15?,16?,17-,18-,19-,20+,21-,23+,24-/m0/s1	MTKNDAQYHASLID-RNFKDHMMSA-N		CHEBI:136642		
BASm0008763	16alpha,17beta-estriol 3-O-(beta-D-glucuronate)	A steroid glucuronide anion that is the conjugate base of estriol 3-O-(beta-D-glucuronide) arising from deprotonation of the carboxylic acid function; major species at pH 7.3.				C24H31O9		UZKIAJMSMKLBQE-JRSYHJKYSA-M	463.1973562	CHEBI:136649		
BASm0008764	16alpha,17beta-estriol 16-O-(beta-D-glucuronate)					C24H31O9		FQYGGFDZJFIDPU-JRSYHJKYSA-M	463.1973562	CHEBI:136650		
BASm0008765	20-hydroxy prostaglandin E2	20-hydroxy PGE2 is a product of cytochrome P450 metabolism of PGE2.1 2 &#969;-Oxidation at C-20 followed by beta-oxidation and the loss of up to 4 carbons from the lower side chain is a prominent metabolic pathway for PGE2. 20-hydroxy PGE2 is the putative first intermediate in this chain of chemical transformations. -- www.caymanchem.com↵↵Dinoprostone is a naturally occurring prostaglandin E2 (PGE2) and the most common and most biologically active of the mammalian prostaglandins. It has important effects in labour and also stimulates osteoblasts to release factors which stimulate bone resorption by osteoclasts (a type of bone cell that removes bone tissue by removing the bone's mineralized matrix). PGE2 has been shown to increase vasodilation and cAMP production, to enhance the effects of bradykinin and histamine, to induce uterine contractions and to activate platelet aggregation.  PGE2 is also responsible for maintaining the open passageway of the fetal ductus arteriosus; decreasing T-cell proliferation and lymphocyte migration and activating the secretion of IL-1alpha and IL-2.  PGE2 exhibits both pro- and anti-inflammatory effects, particularly on dendritic cells (DC). Depending on the nature of maturation signals, PGE2 has different and sometimes opposite effects on DC biology. PGE2 exerts an inhibitory action, reducing the maturation of DC and their ability to present antigen. PGE2 has also been shown to stimulate DC and promote IL-12 production when given in combination with TNF-alpha. PGE2 is an environmentally bioactive substance. Its action is prolonged and sustained by other factors especially IL-10. It modulates the activities of professional DC by acting on their differentiation, maturation and their ability to secrete cytokines. PGE2 is a potent inducer of IL-10 in bone marrow-derived DC (BM-DC), and PGE2-induced IL-10 is a key regulator of the BM-DC pro-inflammatory phenotype. (PMID: 16978535)↵↵Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs) and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes) and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signaling pathways. [HMDB]	57930-95-7	Solid	O=C([O-])CCC/C=C\C[C@H]1C(=O)C[C@@H](O)[C@@H]1/C=C/[C@@H](O)CCCCCO	C20H32O6	InChI=1S/C20H32O6/c21-13-7-3-4-8-15(22)11-12-17-16(18(23)14-19(17)24)9-5-1-2-6-10-20(25)26/h1,5,11-12,15-17,19,21-22,24H,2-4,6-10,13-14H2,(H,25,26)/t15-,16+,17+,19+/m0/s1	AZIGEYVZEVXWAD-DODZYUBVSA-N	368.2198888	CHEBI:136653	HMDB03247	
BASm0008766	13(S)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate		151910-72-4		CCCCC/C=C\[C@H](O)/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H32O3	InChI=1S/C20H32O3/c1-2-3-4-10-13-16-19(21)17-14-11-8-6-5-7-9-12-15-18-20(22)23/h6-9,13-14,16-17,19,21H,2-5,10-12,15,18H2,1H3,(H,22,23)/b8-6-,9-7-,16-13-,17-14-	SAKQICHVWOJSNI-BWWNDVLWSA-N		CHEBI:136654		
BASm0008767	(13R)-hydroxy-(9Z,11E)-octadecadienoate	(9Z,​11E)-13-HODE or (9Z,​11E)​-13-hydroxyoctadecadienoic acid is a hydroxy fatty acid. In humans, fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation.	18104-45-5		CCCCC[C@@H](O)/C=C/C=C\CCCCCCCC(=O)[O-]	C18H32O3	InChI=1S/C18H32O3/c1-2-3-11-14-17(19)15-12-9-7-5-4-6-8-10-13-16-18(20)21/h7,9,12,15,17,19H,2-6,8,10-11,13-14,16H2,1H3,(H,20,21)/b9-7-,15-12+	HNICUWMFWZBIFP-BSZOFBHHSA-N	296.2351449	CHEBI:136655	HMDB0112194	
BASm0008768	20-hydroxy prostaglandin E1	A prostaglandin carboxylic acid anion that is the conjugate base of 20-hydroxyprostaglandin E1, obtained by deprotonation of the carboxy group; major species at pH 7.3.			O=C([O-])CCCCCC[C@H]1C(=O)C[C@@H](O)[C@@H]1/C=C/[C@@H](O)CCCCCO	C20H33O6	InChI=1S/C20H34O6/c21-13-7-3-4-8-15(22)11-12-17-16(18(23)14-19(17)24)9-5-1-2-6-10-20(25)26/h11-12,15-17,19,21-22,24H,1-10,13-14H2,(H,25,26)/p-1/b12-11+/t15-,16+,17+,19+/m0/s1	LDUBDFDZFOQXGF-HTGUDJHRSA-M		CHEBI:136661		
BASm0008769	20-hydroxy prostaglandin A1	A prostaglandin carboxylic acid anion that is the conjugate base of 20-hydroxyprostaglandin A1, obtained by deprotonation of the carboxy group; major species at pH 7.3.			O=C([O-])CCCCCC[C@H]1C(=O)C=C[C@@H]1/C=C/[C@@H](O)CCCCCO	C20H31O5	InChI=1S/C20H32O5/c21-15-7-3-4-8-17(22)13-11-16-12-14-19(23)18(16)9-5-1-2-6-10-20(24)25/h11-14,16-18,21-22H,1-10,15H2,(H,24,25)/p-1/b13-11+/t16-,17-,18+/m0/s1	UVENTFXDEXEMMD-OLMSDWHISA-M		CHEBI:136663		
BASm0008770	eupatorin				COc1ccc(-c2cc(=O)c3c(O)c(OC)c(OC)cc3o2)cc1O	C18H16O7	InChI=1S/C18H16O7/c1-22-12-5-4-9(6-10(12)19)13-7-11(20)16-14(25-13)8-15(23-2)18(24-3)17(16)21/h4-8,19,21H,1-3H3	KLAOKWJLUQKWIF-UHFFFAOYSA-N	344.0896029	CHEBI:136666	HMDB0252128	
BASm0008771	2-dehydro-D-erythronate			Expected Solid	O=C([O-])C(=O)[C@H](O)CO	C4H5O5	InChI=1S/C4H6O5/c5-1-2(6)3(7)4(8)9/h2,5-6H,1H2,(H,8,9)/p-1/t2-/m1/s1	CODPBKJMVNZFKR-UWTATZPHSA-M	133.0142468	CHEBI:136668		MMDBc0055218
BASm0008772	2-dehydro-L-erythronate			Expected Solid	O=C([O-])C(=O)[C@@H](O)CO	C4H5O5	InChI=1S/C4H6O5/c5-1-2(6)3(7)4(8)9/h2,5-6H,1H2,(H,8,9)/p-1/t2-/m0/s1	CODPBKJMVNZFKR-REOHCLBHSA-M	133.0142468	CHEBI:136669		MMDBc0055219
BASm0008773	3-dehydro-L-erythronate			Expected Solid	O=C([O-])[C@@H](O)C(=O)CO	C4H5O5	InChI=1S/C4H6O5/c5-1-2(6)3(7)4(8)9/h3,5,7H,1H2,(H,8,9)/p-1/t3-/m0/s1	SCSGVVIUUUPOOJ-VKHMYHEASA-M	133.0142468	CHEBI:136670		MMDBc0055358
BASm0008774	epitestosterone 17-O-(beta-D-glucuronate)				C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@H]2O[C@@H]1O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]1O	C25H36O8	InChI=1S/C25H36O8/c1-24-9-7-13(26)11-12(24)3-4-14-15-5-6-17(25(15,2)10-8-16(14)24)32-23-20(29)18(27)19(28)21(33-23)22(30)31/h11,14-21,23,27-29H,3-10H2,1-2H3,(H,30,31)/t14?,15?,16?,17?,18?,19?,20?,21?,23?,24-,25-/m0/s1	NIKZPECGCSUSBV-FVJOYDIDSA-N	464.2410181	CHEBI:136673	HMDB0186946	
BASm0008775	7alpha-hydroxy-3-oxochol-24-oyl-CoA			Expected Solid	C[C@H](CCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C45H68N7O19P3S	InChI=1S/C45H72N7O19P3S/c1-24(27-7-8-28-34-29(11-14-45(27,28)5)44(4)13-10-26(53)18-25(44)19-30(34)54)6-9-33(56)75-17-16-47-32(55)12-15-48-41(59)38(58)43(2,3)21-68-74(65,66)71-73(63,64)67-20-31-37(70-72(60,61)62)36(57)42(69-31)52-23-51-35-39(46)49-22-50-40(35)52/h22-25,27-31,34,36-38,42,54,57-58H,6-21H2,1-5H3,(H,47,55)(H,48,59)(H,63,64)(H,65,66)(H2,46,49,50)(H2,60,61,62)/p-4/t24-,25+,27-,28+,29+,30-,31-,34+,36-,37-,38+,42-,44+,45-/m1/s1	DDGZATCAACOBPH-LDYZKSDSSA-J	1135.352549	CHEBI:136698		MMDBc0055635
BASm0008776	7alpha,12alpha-dihydroxy-3-oxochol-24-oyl-CoA			Expected Solid	C[C@H](CCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4CC(=O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C45H68N7O20P3S	InChI=1S/C45H72N7O20P3S/c1-23(26-7-8-27-34-28(18-31(55)45(26,27)5)44(4)12-10-25(53)16-24(44)17-29(34)54)6-9-33(57)76-15-14-47-32(56)11-13-48-41(60)38(59)43(2,3)20-69-75(66,67)72-74(64,65)68-19-30-37(71-73(61,62)63)36(58)42(70-30)52-22-51-35-39(46)49-21-50-40(35)52/h21-24,26-31,34,36-38,42,54-55,58-59H,6-20H2,1-5H3,(H,47,56)(H,48,60)(H,64,65)(H,66,67)(H2,46,49,50)(H2,61,62,63)/p-4/t23-,24+,26-,27+,28+,29-,30-,31+,34+,36-,37-,38+,42-,44+,45-/m1/s1	DABYNUYNLLSQQV-QROUSYAVSA-J	1151.347464	CHEBI:136700		MMDBc0055640
BASm0008777	12alpha-hydroxy-3-oxocholan-24-oyl-CoA			Expected Solid	C[C@H](CCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CC(=O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C45H68N7O19P3S	InChI=1S/C45H72N7O19P3S/c1-24(28-9-10-29-27-8-7-25-18-26(53)12-14-44(25,4)30(27)19-32(54)45(28,29)5)6-11-34(56)75-17-16-47-33(55)13-15-48-41(59)38(58)43(2,3)21-68-74(65,66)71-73(63,64)67-20-31-37(70-72(60,61)62)36(57)42(69-31)52-23-51-35-39(46)49-22-50-40(35)52/h22-25,27-32,36-38,42,54,57-58H,6-21H2,1-5H3,(H,47,55)(H,48,59)(H,63,64)(H,65,66)(H2,46,49,50)(H2,60,61,62)/p-4/t24-,25-,27+,28-,29+,30+,31-,32+,36-,37-,38+,42-,44+,45-/m1/s1	DUXMITADCRRTKI-REQADMJUSA-J	1135.352549	CHEBI:136701		MMDBc0055166
BASm0008778	3-oxocholan-24-oyl-CoA			Expected Solid	C[C@H](CCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C45H68N7O18P3S	InChI=1S/C45H72N7O18P3S/c1-25(29-9-10-30-28-8-7-26-20-27(53)12-15-44(26,4)31(28)13-16-45(29,30)5)6-11-34(55)74-19-18-47-33(54)14-17-48-41(58)38(57)43(2,3)22-67-73(64,65)70-72(62,63)66-21-32-37(69-71(59,60)61)36(56)42(68-32)52-24-51-35-39(46)49-23-50-40(35)52/h23-26,28-32,36-38,42,56-57H,6-22H2,1-5H3,(H,47,54)(H,48,58)(H,62,63)(H,64,65)(H2,46,49,50)(H2,59,60,61)/p-4/t25-,26-,28+,29-,30+,31+,32-,36-,37-,38+,42-,44+,45-/m1/s1	URZYEVFFDFMJGU-BEVXJUHISA-J	1119.357635	CHEBI:136703		MMDBc0055413
BASm0008779	N-propanoyl-L-methioninate			Expected Solid	CCC(=O)N[C@@H](CCSC)C(=O)[O-]	C8H14NO3S	InChI=1S/C8H15NO3S/c1-3-7(10)9-6(8(11)12)4-5-13-2/h6H,3-5H2,1-2H3,(H,9,10)(H,11,12)/p-1/t6-/m0/s1	RBAAEQRITQHPJM-LURJTMIESA-M	204.0699881	CHEBI:136704		MMDBc0056155
BASm0008780					*N[C@@H](CO[C@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3NC(C)=O)[C@H]2NC(C)=O)[C@H](O)[C@@H]1O)C(*)=O					CHEBI:136707		
BASm0008781					*N[C@@H](CO[C@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3NC(C)=O)[C@H]2NC(C)=O)[C@H](O)[C@@H]1O)C(*)=O					CHEBI:136708		
BASm0008782					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3NC(C)=O)[C@H]2NC(C)=O)[C@H](O)[C@@H]1O					CHEBI:136709		
BASm0008783					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3NC(C)=O)[C@H]2NC(C)=O)[C@H](O)[C@@H]1O					CHEBI:136710		
BASm0008784	2,2-dimethylpropanoyl-CoA			Expected Solid	[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)C(C)(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C26H40N7O17P3S	InChI=1S/C26H44N7O17P3S/c1-25(2,3)24(38)54-9-8-28-15(34)6-7-29-22(37)19(36)26(4,5)11-47-53(44,45)50-52(42,43)46-10-14-18(49-51(39,40)41)17(35)23(48-14)33-13-32-16-20(27)30-12-31-21(16)33/h12-14,17-19,23,35-36H,6-11H2,1-5H3,(H,28,34)(H,29,37)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/p-4/t14-,17-,18-,19+,23-/m1/s1	FCMKBHDFOPWWQK-NDZSKPAWSA-J	847.1436193	CHEBI:136712		MMDBc0055280
BASm0008785					*N[C@@H](CCC(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C(=O)[O-]					CHEBI:136714		
BASm0008787					*N[C@@H](CCC(=O)N[C@@H](CCC(=O)OP(=O)([O-])[O-])C(=O)[O-])C(=O)[O-]					CHEBI:136717		
BASm0008788					*O[C@H]1C[C@H](n2cc(CO)c(N)nc2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:136731		
BASm0008789	(2R)-2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl-(1->2)]-glycerate			Expected Solid		C15H25O14		DMTGFWVSBPXWQU-MJPWOAHQSA-M	429.1249791	CHEBI:136742		MMDBc0054824
BASm0008790	(2R)-2-O-[6-O-octanoyl-alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl-(1->2)]-glycerate			Expected Solid		C23H39O15		VGKUTDQBPZMQAK-KADMOUQGSA-M	555.2294441	CHEBI:136743		MMDBc0054823
BASm0008791	5-phospho-D-xylonate			Expected Solid	[H][C@@](O)(COP([O-])([O-])=O)[C@]([H])(O)[C@@]([H])(O)C([O-])=O	C5H8O9P	InChI=1S/C5H11O9P/c6-2(1-14-15(11,12)13)3(7)4(8)5(9)10/h2-4,6-8H,1H2,(H,9,10)(H2,11,12,13)/p-3/t2-,3+,4-/m1/s1	HNECGPFIYSOYHF-FLRLBIABSA-K	242.9922396	CHEBI:136749		MMDBc0055583
BASm0008792	D-xylono-1,4-lactone 5-phosphate			Expected Solid	[H][C@]1(O)C(=O)O[C@]([H])(COP([O-])([O-])=O)[C@]1([H])O	C5H7O8P	InChI=1S/C5H9O8P/c6-3-2(1-12-14(9,10)11)13-5(8)4(3)7/h2-4,6-7H,1H2,(H2,9,10,11)/p-2/t2-,3+,4-/m1/s1	BBDKIROTABXPPX-FLRLBIABSA-L	225.9889513	CHEBI:136751		MMDBc0055879
BASm0008793	L-arabino-1,4-lactone 5-phosphate			Expected Solid	[H][C@]1(O)C(=O)O[C@@]([H])(COP([O-])([O-])=O)[C@]1([H])O	C5H7O8P	InChI=1S/C5H9O8P/c6-3-2(1-12-14(9,10)11)13-5(8)4(3)7/h2-4,6-7H,1H2,(H2,9,10,11)/p-2/t2-,3-,4+/m0/s1	BBDKIROTABXPPX-YVZJFKFKSA-L	225.9889513	CHEBI:136753		MMDBc0056058
BASm0008794	5-phospho-L-arabinonate			Expected Solid	[H][C@](O)(COP([O-])([O-])=O)[C@]([H])(O)[C@@]([H])(O)C([O-])=O	C5H8O9P	InChI=1S/C5H11O9P/c6-2(1-14-15(11,12)13)3(7)4(8)5(9)10/h2-4,6-8H,1H2,(H,9,10)(H2,11,12,13)/p-3/t2-,3-,4+/m0/s1	HNECGPFIYSOYHF-YVZJFKFKSA-K	242.9922396	CHEBI:136756		MMDBc0055584
BASm0008797	(22E)-3-oxochola-4,22-dien-24-oyl-CoA			Expected Solid	[H]\C(=C(\[H])[C@@]([H])(C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)C(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C45H64N7O18P3S	InChI=1S/C45H68N7O18P3S/c1-25(29-9-10-30-28-8-7-26-20-27(53)12-15-44(26,4)31(28)13-16-45(29,30)5)6-11-34(55)74-19-18-47-33(54)14-17-48-41(58)38(57)43(2,3)22-67-73(64,65)70-72(62,63)66-21-32-37(69-71(59,60)61)36(56)42(68-32)52-24-51-35-39(46)49-23-50-40(35)52/h6,11,20,23-25,28-32,36-38,42,56-57H,7-10,12-19,21-22H2,1-5H3,(H,47,54)(H,48,58)(H,62,63)(H,64,65)(H2,46,49,50)(H2,59,60,61)/p-4/b11-6+/t25-,28+,29-,30+,31+,32-,36-,37-,38+,42-,44+,45-/m1/s1	KECDKXTVBMMQTC-FZQSAGNESA-J	1115.326335	CHEBI:136759		MMDBc0054786
BASm0008799					*N[C@@H](CCC(=O)N[C@@H](CCC=O)C(=O)[O-])C(=O)[O-]					CHEBI:136761		
BASm0008800					*N[C@@H](CCC(=O)N[C@@H](CCC[NH3+])C(=O)[O-])C(=O)[O-]					CHEBI:136763		
BASm0008801	L-alpha-phenylglycine			Expected Solid	[H][C@@](N)(C(O)=O)C1=CC=CC=C1	C8H9NO2	InChI=1S/C8H9NO2/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7H,9H2,(H,10,11)/t7-/m0/s1	ZGUNAGUHMKGQNY-ZETCQYMHSA-N	151.0633285	CHEBI:136765		MMDBc0054533
BASm0008802	N-acetyl-L-alpha-phenylglycine			Expected Solid	[H][C@@](N=C(C)[O-])(C(O)=O)C1=CC=CC=C1	C10H10NO3	InChI=1S/C10H11NO3/c1-7(12)11-9(10(13)14)8-5-3-2-4-6-8/h2-6,9H,1H3,(H,11,12)(H,13,14)/p-1/t9-/m0/s1	VKDFZMMOLPIWQQ-VIFPVBQESA-M	192.0666168	CHEBI:136766		MMDBc0056139
BASm0008804					*O[C@H]1[C@@H](O)[C@H](n2ccc(=S)[nH]c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:136798		
BASm0008805					*O[C@H]1[C@@H](O)[C@H](n2cc(C)c(=O)[nH]c2=S)O[C@@H]1COP(*)(=O)[O-]					CHEBI:136799		
BASm0008806	3-methoxybenzaldehyde	3-Methoxybenzaldehyde is found in cloves. Anisaldehyde, or anisic aldehyde, is an organic compound that consists of a benzene ring substituted with an aldehyde and a methoxy group. It is a clear colorless liquid with a strong aroma. It comes in 3 varieties, ortho, meta, and para in which the two functional groups (methoxy and aldehyde) are alpha, beta, and gamma, respectively to each other. The unmodified term anisaldehyde generally refers to the para isomer. Anisaldehyde is found in anise, from which it gets its name. It is similar in structure to vanillin. (Wikipedia	591-31-1		COC1=CC(C=O)=CC=C1	C8H8O2	InChI=1S/C8H8O2/c1-10-8-4-2-3-7(5-8)6-9/h2-6H,1H3	WMPDAIZRQDCGFH-UHFFFAOYSA-N	136.0524295	CHEBI:136805	HMDB0031459	
BASm0008807	3,5-dihydroxyanisole	3,5-Dihydroxyanisole, also known as 5-methoxyresorcinol or flamenol, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. 3,5-Dihydroxyanisole is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 3,5-dihydroxyanisole has been detected, but not quantified in, several different foods, such as annual wild rice, prairie turnips, thistles, grapefruit/pummelo hybrids, and pecan nuts. This could make 3,5-dihydroxyanisole a potential biomarker for the consumption of these foods. BioTransformer predicts that 3,5-dihydroxyanisole is a product of helichrysetin metabolism via a keto-hydrolysis-pattern5 reaction occurring in human gut microbiota and catalyzed by an unspecified-gutmicro enzyme (PMID: 30612223).	2174-64-3		COC1=CC(O)=CC(O)=C1	C7H8O3	InChI=1S/C7H8O3/c1-10-7-3-5(8)2-6(9)4-7/h2-4,8-9H,1H3	HDVRLUFGYQYLFJ-UHFFFAOYSA-N	140.0473441	CHEBI:136806	HMDB0132905	
BASm0008810	an 11-hydroxyjasmonate				CC(O)/C=C\CC1C(=O)CCC1CC(=O)[O-]	C12H18O4	InChI=1S/C12H18O4/c1-8(13)3-2-4-10-9(7-12(15)16)5-6-11(10)14/h2-3,8-10,13H,4-7H2,1H3,(H,15,16)	KLPBEXRQJBKPDM-UHFFFAOYSA-N	226.1205091	CHEBI:136812		
BASm0008811	an 11-sulfojasmonate	A 5-oxo monocarboxylic acid anion obtained by deprotonation of the carboxy and sulfate groups of 11-sulfojasmonic acid. Major species at pH 7.3			CC(/C=C\CC1C(=O)CCC1CC(=O)[O-])OS(=O)(=O)[O-]	C12H16O7S	InChI=1S/C12H18O7S/c1-8(19-20(16,17)18)3-2-4-10-9(7-12(14)15)5-6-11(10)13/h2-3,8-10H,4-7H2,1H3,(H,14,15)(H,16,17,18)/p-2/b3-2-	XOANNBHPTKIFSM-IHWYPQMZSA-L		CHEBI:136813		
BASm0008812	cyclobis-(1->3)-alpha-D-isomaltosyl			Expected Solid	OC[C@H]1O[C@@H]2OC[C@H]3O[C@H](O[C@@H]4[C@@H](O)[C@@H](OC[C@H]5O[C@H](O[C@H]([C@H]2O)[C@@H]1O)[C@H](O)[C@@H](O)[C@@H]5O)O[C@H](CO)[C@H]4O)[C@H](O)[C@@H](O)[C@@H]3O	C24H40O20	InChI=1S/C24H40O20/c25-1-5-11(29)19-17(35)21(39-5)37-3-7-9(27)14(32)16(34)24(42-7)44-20-12(30)6(2-26)40-22(18(20)36)38-4-8-10(28)13(31)15(33)23(41-8)43-19/h5-36H,1-4H2/t5-,6-,7-,8-,9-,10-,11-,12-,13+,14+,15-,16-,17-,18-,19+,20+,21+,22+,23-,24-/m1/s1	NIFXVRWMHZPIFE-KCLHJWPFSA-N	648.2112937	CHEBI:136822		MMDBc0055837
BASm0008813	alpha-isomaltosyl-(1->3)-isomaltose				OC[C@H]1O[C@H](OC[C@H]2O[C@H](O[C@@H]3[C@@H](O)[C@@H](OC[C@H]4OC(O)[C@H](O)[C@@H](O)[C@@H]4O)O[C@H](CO)[C@H]3O)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O	C24H42O21	InChI=1S/C24H42O21/c25-1-5-9(27)14(32)17(35)22(42-5)39-4-8-11(29)15(33)18(36)24(44-8)45-20-12(30)6(2-26)43-23(19(20)37)40-3-7-10(28)13(31)16(34)21(38)41-7/h5-38H,1-4H2	WUWPXNNUBKKWHD-UHFFFAOYSA-N	666.2218584	CHEBI:136823	HMDB0176707	
BASm0008814					CSCCC/C(=N\O)SC[C@H]([NH3+])C(=O)NCC(=O)[O-]	(CH2)n.C9H17N3O4S2				CHEBI:136825		
BASm0008815	1-aci-nitro-2-(phenyl)ethane	An aci-nitro compound resulting from the formal tautomerisation of the nitro group of (2-nitroethyl)benzene.			[O-][N+](O)=CCc1ccccc1	C8H9NO2	InChI=1S/C8H9NO2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5,7H,6H2,(H,10,11)	KUPCZGVUUHIRGX-UHFFFAOYSA-N		CHEBI:136829		
BASm0008816	(Z)-1-(glycyl-L-cystein-S-yl)-2-phenylacetohydroximate	A dipeptide zwitterion resulting from transfer of a proton from the carboxy to the amino group of S-[(Z)-N-hydroxy-2-phenylethanimidoyl]-L-cysteinylglycine; major species at pH 7.3.			[NH3+][C@@H](CS/C(Cc1ccccc1)=N\O)C(=O)NCC(=O)[O-]	C13H17N3O4S	InChI=1S/C13H17N3O4S/c14-10(13(19)15-7-12(17)18)8-21-11(16-20)6-9-4-2-1-3-5-9/h1-5,10,20H,6-8,14H2,(H,15,19)(H,17,18)/b16-11-/t10-/m0/s1	FRNQPMDCZLCKPZ-WSJCWXPMSA-N		CHEBI:136830		
BASm0008817	(E)-1-(glycyl-L-cystein-S-yl)-2-(1H-indol-3-yl)acetohydroximate			Expected Solid	[NH3+][C@@H](CS/C(Cc1c[nH]c2ccccc12)=N/O)C(=O)NCC(=O)[O-]	C15H18N4O4S	InChI=1S/C15H18N4O4S/c16-11(15(22)18-7-14(20)21)8-24-13(19-23)5-9-6-17-12-4-2-1-3-10(9)12/h1-4,6,11,17,23H,5,7-8,16H2,(H,18,22)(H,20,21)/b19-13-	PQEHILHGDWJAOT-UYRXBGFRSA-N	350.1048763	CHEBI:136831		MMDBc0053354
BASm0008818	2-(glycyl-L-cystein-S-yl)-2-(1H-indol-3-yl)acetonitrile			Expected Solid	N#CC(SC[C@H]([NH3+])C(=O)NCC(=O)[O-])c1c[nH]c2ccccc12	C15H16N4O3S	InChI=1S/C15H16N4O3S/c16-5-13(10-6-18-12-4-2-1-3-9(10)12)23-8-11(17)15(22)19-7-14(20)21/h1-4,6,11,13,18H,7-8,17H2,(H,19,22)(H,20,21)/t11-,13?/m0/s1	KRSCQOPJLNSQDL-AMGKYWFPSA-N	332.0943116	CHEBI:136832		MMDBc0050851
BASm0008819	glycolaldehyde triphosphate	An organophosphate oxoanion obtained by removal of four protons from the triphosphate function of glycolaldehyde triphosphate; major species at pH 7.3.			O=CCOP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-]	C2H3O11P3	InChI=1S/C2H7O11P3/c3-1-2-11-15(7,8)13-16(9,10)12-14(4,5)6/h1H,2H2,(H,7,8)(H,9,10)(H2,4,5,6)/p-4	YCHNXNZRJSWRAB-UHFFFAOYSA-J		CHEBI:136833		
BASm0008820	2-sulfenohercynine	A L-histidine derivative that is ergothioneine in which the thiol hydrogen has been replaced by a hydroxy group.			C[N+](C)(C)[C@@H](Cc1c[nH]c(SO)n1)C(=O)[O-]	C9H15N3O3S	InChI=1S/C9H15N3O3S/c1-12(2,3)7(8(13)14)4-6-5-10-9(11-6)16-15/h5,7H,4H2,1-3H3,(H2-,10,11,13,14,15)/t7-/m0/s1	ZLPHHLCGSBYNCO-ZETCQYMHSA-N		CHEBI:136834		
BASm0008821	pheophytin a	A cyclic tetrapyrrole anion that is the carbanion obtained by removal of the acidic proton from position 21 of pheophytin a. Major species at pH 7.3			C=Cc1c(C)c2cc3nc(c4c5[nH]c(cc6nc(cc1[nH]2)C(C)=C6CC)c(C)c5C(=O)[C-]4C(=O)OC)[C@@H](CCC(=O)OC/C=C(\C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)[C@@H]3C	C55H73N4O5	InChI=1S/C55H73N4O5/c1-13-39-35(8)42-28-44-37(10)41(24-25-48(60)64-27-26-34(7)23-17-22-33(6)21-16-20-32(5)19-15-18-31(3)4)52(58-44)50-51(55(62)63-12)54(61)49-38(11)45(59-53(49)50)30-47-40(14-2)36(9)43(57-47)29-46(39)56-42/h13,26,28-33,37,41,56,59H,1,14-25,27H2,2-12H3/q-1/b34-26+,42-28-,43-29-,44-28-,45-30-,46-29-,47-30-,52-50-/t32-,33-,37+,41+/m1/s1	LLVXKSZYOLYEIN-ICMCHARKSA-N		CHEBI:136840		
BASm0008822	Ni-sirohydrochlorin			Expected Solid	C[C@@]1(CC(=O)[O-])C2=CC3=[N+]4C(=Cc5c(CC(=O)[O-])c(CCC(=O)[O-])c6n5[Ni-2]45N2C(=CC2=[N+]5C(=C6)C(CCC(=O)[O-])=C2CC(=O)[O-])[C@H]1CCC(=O)[O-])[C@@](C)(CC(=O)[O-])[C@@H]3CCC(=O)[O-]	C42H36N4NiO16	InChI=1S/C42H46N4O16.Ni/c1-41(17-39(59)60)23(5-9-35(51)52)29-14-27-21(11-37(55)56)19(3-7-33(47)48)25(43-27)13-26-20(4-8-34(49)50)22(12-38(57)58)28(44-26)15-31-42(2,18-40(61)62)24(6-10-36(53)54)30(46-31)16-32(41)45-29;/h13-16,23-24H,3-12,17-18H2,1-2H3,(H10,43,44,45,46,47,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62);/q;+2/p-10/t23-,24-,41+,42+;/m1./s1	CSCBRZIGJLRQGM-QIISWYHFSA-D	910.152362	CHEBI:136841		MMDBc0056216
BASm0008823	tenuazonic acid	An organic anion that is the carbanion obtained by removal of the acidic proton from position 3 of tenuazonic acid; major speies at pH 7.3.			CC[C@H](C)[C@@H]1NC(=O)[C-](C(C)=O)C1=O	C10H14NO3	InChI=1S/C10H14NO3/c1-4-5(2)8-9(13)7(6(3)12)10(14)11-8/h5,8H,4H2,1-3H3,(H,11,14)/q-1/t5-,8-/m0/s1	RMVICHDKDSPVFL-XNCJUZBTSA-N		CHEBI:136842		
BASm0008825	O-succinyl-L-serine			Expected Solid	[H][C@](N)(COC(=O)CCC([O-])=O)C(O)=O	C7H10NO6	InChI=1S/C7H11NO6/c8-4(7(12)13)3-14-6(11)2-1-5(9)10/h4H,1-3,8H2,(H,9,10)(H,12,13)/p-1/t4-/m0/s1	ZAHSBRLHJRVFAU-BYPYZUCNSA-M	204.0513606	CHEBI:136856		MMDBc0056232
BASm0008828	1-O-(3,4-dihydroxy-benzoyl)-beta-D-glucose	An O-acyl carbohydrate that is beta-D-glucopyranose in which the anomeric hydroxy hydrogen has been replaced by a 3,4-dihydroxybenzoyl group.				C13H16O9		MOBYACALHPXMHU-HMUNZLOLSA-N	316.0794321	CHEBI:136876		
BASm0008829					*O[C@H]1[C@@H](O)[C@H](n2cc(O)c(=O)[nH]c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:136877		
BASm0008830					*CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OC[C@H](N*)C(*)=O					CHEBI:136878		
BASm0008831					*O[C@H]1[C@@H](O)[C@H](n2cc(OCC(=O)[O-])c(=O)[nH]c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:136879		
BASm0008832	16alpha,17alpha-estriol 3-O-(beta-D-glucuronate)	A steroid glucuronide anion that is the conjugate base of 17-epiestriol 3-O-(beta-D-glucuronide) arising from deprotonation of the carboxylic acid function; major species at pH 7.3.			C[C@]12CC[C@@H]3c4ccc(O[C@@H]5O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]5O)cc4CC[C@H]3[C@@H]1C[C@@H](O)[C@H]2O	C24H31O9	InChI=1S/C24H32O9/c1-24-7-6-13-12-5-3-11(32-23-19(28)17(26)18(27)20(33-23)22(30)31)8-10(12)2-4-14(13)15(24)9-16(25)21(24)29/h3,5,8,13-21,23,25-29H,2,4,6-7,9H2,1H3,(H,30,31)/p-1/t13-,14-,15+,16-,17+,18+,19-,20+,21-,23-,24+/m1/s1	UZKIAJMSMKLBQE-PHEYUCJMSA-M		CHEBI:136882		
BASm0008833	16alpha,17alpha-estriol 17-O-(beta-D-glucuronate)		7219-89-8		C[C@]12CC[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1C[C@@H](O)[C@H]2O[C@@H]1O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]1O	C24H32O9	InChI=1S/C24H32O9/c1-24-7-6-13-12-5-3-11(25)8-10(12)2-4-14(13)15(24)9-16(26)21(24)33-23-19(29)17(27)18(28)20(32-23)22(30)31/h3,5,8,13-21,23,25-29H,2,4,6-7,9H2,1H3,(H,30,31)/t13-,14-,15+,16+,17-,18-,19+,20-,21-,23?,24-/m0/s1	CZGFLAQOJPXVRV-GITAKMRZSA-N		CHEBI:136883		
BASm0008834	16alpha,17alpha-estriol 16-O-(beta-D-glucuronate)				C[C@]12CC[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1C[C@@H](O[C@@H]1O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]1O)[C@H]2O	C24H32O9		FQYGGFDZJFIDPU-BNIZCIJQSA-N	464.2046326	CHEBI:136884		
BASm0008835	16beta,17beta-estriol 3-O-(beta-D-glucuronate)	A steroid glucuronide anion that is the conjugate base of 16-epiestriol 3-O-(beta-D-glucuronide) arising from deprotonation of the carboxylic acid function; major species at pH 7.3.			C[C@]12CC[C@@H]3c4ccc(O[C@@H]5O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]5O)cc4CC[C@H]3[C@@H]1C[C@H](O)[C@@H]2O	C24H31O9	InChI=1S/C24H32O9/c1-24-7-6-13-12-5-3-11(32-23-19(28)17(26)18(27)20(33-23)22(30)31)8-10(12)2-4-14(13)15(24)9-16(25)21(24)29/h3,5,8,13-21,23,25-29H,2,4,6-7,9H2,1H3,(H,30,31)/p-1/t13-,14-,15+,16+,17+,18+,19-,20+,21+,23-,24+/m1/s1	UZKIAJMSMKLBQE-FFLBMIEMSA-M		CHEBI:136885		
BASm0008836	16beta,17beta-estriol 16-O-(beta-D-glucuronate)				C[C@]12CC[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1C[C@H](O[C@@H]1O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]1O)[C@@H]2O	C24H32O9		FQYGGFDZJFIDPU-BNIZCIJQSA-N	464.2046326	CHEBI:136886		
BASm0008837	Ni-sirohydrochlorin a,c-diamide			Expected Solid	C[C@@]1(CC(N)=O)C2=CC3=[N+]4C(=Cc5c(CC(=O)[O-])c(CCC(=O)[O-])c6n5[Ni-2]45N2C(=CC2=[N+]5C(=C6)C(CCC(=O)[O-])=C2CC(=O)[O-])[C@H]1CCC(=O)[O-])[C@@](C)(CC(N)=O)[C@@H]3CCC(=O)[O-]	C42H40N6NiO14	InChI=1S/C42H48N6O14.Ni/c1-41(17-33(43)49)23(5-9-37(55)56)29-14-27-21(11-39(59)60)19(3-7-35(51)52)25(45-27)13-26-20(4-8-36(53)54)22(12-40(61)62)28(46-26)15-31-42(2,18-34(44)50)24(6-10-38(57)58)30(48-31)16-32(41)47-29;/h13-16,23-24H,3-12,17-18H2,1-2H3,(H12,43,44,45,46,47,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62);/q;+2/p-8/t23-,24-,41+,42+;/m1./s1	RIGHEWUFSUWNMM-QIISWYHFSA-F	910.198883	CHEBI:136887		MMDBc0056217
BASm0008838	15,17(3)-seco-F430-17(3)-acid			Expected Solid	C[C@@]12CC(=O)N[C@@]13C[C@H]1[C@@H](CCC(=O)[O-])[C@](C)(CC(N)=O)C4=[N+]1[Ni-2]15N6C(=CC7=[N+]1[C@H](C4)[C@@H](CC(=O)[O-])[C@@H]7CCC(=O)[O-])[C@@H](CCC(=O)[O-])[C@H](CC(=O)[O-])C6=CC(=[N+]35)[C@H]2CCC(=O)[O-]	C42H47N6NiO14	InChI=1S/C42H54N6O14.Ni/c1-40(17-32(43)49)23(5-9-36(55)56)30-16-42-41(2,18-33(50)48-42)24(6-10-37(57)58)29(47-42)14-27-21(11-38(59)60)19(3-7-34(51)52)25(44-27)13-26-20(4-8-35(53)54)22(12-39(61)62)28(45-26)15-31(40)46-30;/h13-14,19-24,28,30H,3-12,15-18H2,1-2H3,(H10,43,44,45,47,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62);/q;+2/p-7/t19-,20-,21-,22-,23+,24+,28+,30-,40-,41-,42-;/m0./s1	HHAOAZMDQIXGKF-MYQROCLPSA-G	917.25311	CHEBI:136888		MMDBc0055178
BASm0008839	3-dimethylallyl-4-hydroxymandelate			Expected Solid	CC(C)=CCc1cc(C(O)C(=O)[O-])ccc1O	C13H15O4	InChI=1S/C13H16O4/c1-8(2)3-4-9-7-10(5-6-11(9)14)12(15)13(16)17/h3,5-7,12,14-15H,4H2,1-2H3,(H,16,17)/p-1	VBHJEUYYPUPECH-UHFFFAOYSA-M	235.0975825	CHEBI:136890		MMDBc0055365
BASm0008841					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O					CHEBI:136896		
BASm0008842					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@@](C)(O)CC(=O)[O-])C(*)=O					CHEBI:136897		
BASm0008843	chenodeoxycholoyl-24-O-(beta-D-glucuronate)	A steroid glucuronide anion that is the conjugate base of chenodeoxycholic acid 24-O-(beta-D-glucuronide) arising from deprotonation of the carboxylic acid function; major species at pH 7.3.			C[C@H](CCC(=O)O[C@@H]1O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]1O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C30H47O10	InChI=1S/C30H48O10/c1-14(4-7-21(33)39-28-25(36)23(34)24(35)26(40-28)27(37)38)17-5-6-18-22-19(9-11-30(17,18)3)29(2)10-8-16(31)12-15(29)13-20(22)32/h14-20,22-26,28,31-32,34-36H,4-13H2,1-3H3,(H,37,38)/p-1/t14-,15+,16-,17-,18+,19+,20-,22+,23+,24+,25-,26+,28-,29+,30-/m1/s1	ZTJBLIAPAIPNJE-BWGRGVIUSA-M		CHEBI:136899		
BASm0008844	choloyl-24-O-(beta-D-glucuronate)	A steroid glucuronide anion that is the conjugate base of cholic acid 24-O-(beta-D-glucuronide) arising from deprotonation of the carboxylic acid function; major species at pH 7.3.			C[C@H](CCC(=O)O[C@@H]1O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]1O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C30H47O11	InChI=1S/C30H48O11/c1-13(4-7-21(34)40-28-25(37)23(35)24(36)26(41-28)27(38)39)16-5-6-17-22-18(12-20(33)30(16,17)3)29(2)9-8-15(31)10-14(29)11-19(22)32/h13-20,22-26,28,31-33,35-37H,4-12H2,1-3H3,(H,38,39)/p-1/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24+,25-,26+,28-,29+,30-/m1/s1	AIUGVBWFKAVAIZ-SXYQVCRBSA-M		CHEBI:136900		
BASm0008845	deoxycholoyl-24-O-(beta-D-glucuronate)	A steroid glucuronide anion that is the conjugate base of deoxycholic acid 24-O-(beta-D-glucuronide) arising from deprotonation of the carboxylic acid function; major species at pH 7.3.			C[C@H](CCC(=O)O[C@@H]1O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]1O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C30H47O10	InChI=1S/C30H48O10/c1-14(4-9-22(33)39-28-25(36)23(34)24(35)26(40-28)27(37)38)18-7-8-19-17-6-5-15-12-16(31)10-11-29(15,2)20(17)13-21(32)30(18,19)3/h14-21,23-26,28,31-32,34-36H,4-13H2,1-3H3,(H,37,38)/p-1/t14-,15-,16-,17+,18-,19+,20+,21+,23+,24+,25-,26+,28-,29+,30-/m1/s1	MZVCLCMWDVOQAH-GYSLYLNXSA-M		CHEBI:136901		
BASm0008846	lithocholoyl-24-O-(beta-D-glucuronate)	A steroid glucuronide anion that is the conjugate base of lithocholic acid 24-O-(beta-D-glucuronide) arising from deprotonation of the carboxylic acid function; major species at pH 7.3.			C[C@H](CCC(=O)O[C@@H]1O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]1O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C30H47O9	InChI=1S/C30H48O9/c1-15(4-9-22(32)38-28-25(35)23(33)24(34)26(39-28)27(36)37)19-7-8-20-18-6-5-16-14-17(31)10-12-29(16,2)21(18)11-13-30(19,20)3/h15-21,23-26,28,31,33-35H,4-14H2,1-3H3,(H,36,37)/p-1/t15-,16-,17-,18+,19-,20+,21+,23+,24+,25-,26+,28-,29+,30-/m1/s1	YRGNGOBHHWKRFH-VYACWCJYSA-M		CHEBI:136902		
BASm0008847	hyodeoxycholoyl-24-O-(beta-D-glucuronate)	A steroid glucuronide anion that is the conjugate base of hyodeoxycholic acid 24-O-(beta-D-glucuronide) arising from deprotonation of the carboxylic acid function; major species at pH 7.3.			C[C@H](CCC(=O)O[C@@H]1O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]1O)[C@H]1CC[C@H]2[C@@H]3C[C@H](O)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C30H47O10	InChI=1S/C30H48O10/c1-14(4-7-22(33)39-28-25(36)23(34)24(35)26(40-28)27(37)38)17-5-6-18-16-13-21(32)20-12-15(31)8-10-30(20,3)19(16)9-11-29(17,18)2/h14-21,23-26,28,31-32,34-36H,4-13H2,1-3H3,(H,37,38)/p-1/t14-,15-,16+,17-,18+,19+,20+,21+,23+,24+,25-,26+,28-,29-,30-/m1/s1	GSKDKHGYQRRKMF-HHUAQUJWSA-M		CHEBI:136903		
BASm0008848	hyocholoyl-24-O-(beta-D-glucuronate)	A steroid glucuronide anion that is the conjugate base of hyocholic acid 24-O-(beta-D-glucuronide) arising from deprotonation of the carboxylic acid function; major species at pH 7.3.			C[C@H](CCC(=O)O[C@@H]1O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]1O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)[C@H](O)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C30H47O11	InChI=1S/C30H48O11/c1-13(4-7-19(32)40-28-25(37)23(35)24(36)26(41-28)27(38)39)15-5-6-16-20-17(9-11-29(15,16)2)30(3)10-8-14(31)12-18(30)21(33)22(20)34/h13-18,20-26,28,31,33-37H,4-12H2,1-3H3,(H,38,39)/p-1/t13-,14-,15-,16+,17+,18+,20+,21-,22+,23+,24+,25-,26+,28-,29-,30-/m1/s1	XPBXRQXFXJGCIA-RAJUUOCTSA-M		CHEBI:136904		
BASm0008849	hyodeoxycholate 6-O-(beta-D-glucuronate)					C30H46O10		MAXKTGFGXCXJFY-HHUAQUJWSA-L	566.3101948	CHEBI:136905	HMDB0184545	
BASm0008850	hyocholate 6-O-(beta-D-glucuronate)					C30H46O11		XVNRNIWARCALGY-UAUNMXJXSA-L	582.3051095	CHEBI:136906	HMDB0157789	
BASm0008851					*C[C@@H](O)CCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OC[C@H](N*)C(*)=O					CHEBI:136907		
BASm0008852					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCC[C@@H](O)[C@@H](*)O)C(*)=O					CHEBI:136908		
BASm0008853					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCC=O)C(*)=O					CHEBI:136910		
BASm0008854					*N[C@@H](CCCC[NH+]=CCCC[NH3+])C(*)=O					CHEBI:136911		
BASm0008855	a glycerophospholipid				[1*]C(=O)OC[C@H](COP(=O)([O-])O[3*])OC([2*])=O					CHEBI:136912		
BASm0008857	5alpha-dihydrotestosterone 17-O-(beta-D-glucuronate)		42037-24-1			C25H37O8		CLQMBSSRTBUNDV-CPKOJWPQSA-M	465.2493917	CHEBI:136914		
BASm0008858	5alpha-dihydrotestosterone 17-O-[beta-D-glucuronosyl-(1->2)-glucuronate]				C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[C@@H]3O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]3O[C@@H]3O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]3O)CC[C@@H]12	C31H46O14	InChI=1S/C31H46O14/c1-30-9-7-13(32)11-12(30)3-4-14-15-5-6-17(31(15,2)10-8-16(14)30)42-29-25(21(36)20(35)24(44-29)27(40)41)45-28-22(37)18(33)19(34)23(43-28)26(38)39/h12,14-25,28-29,33-37H,3-11H2,1-2H3,(H,38,39)(H,40,41)	HCBFNYJWBTZVOD-UHFFFAOYSA-N	642.2887562	CHEBI:136916	HMDB0251334	
BASm0008859	2-hydroxy-17beta-estradiol 3-O-(beta-D-glucuronate)				C[C@]12CC[C@@H]3c4cc(O)c(O[C@@H]5O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]5O)cc4CC[C@H]3[C@@H]1CC[C@@H]2O	C24H32O9	InChI=1S/C24H32O9/c1-24-7-6-11-12(14(24)4-5-17(24)26)3-2-10-8-16(15(25)9-13(10)11)32-23-20(29)18(27)19(28)21(33-23)22(30)31/h8-9,11-12,14,17-21,23,25-29H,2-7H2,1H3,(H,30,31)/t11?,12?,14?,17?,18?,19?,20?,21?,23?,24-/m0/s1	JHQREQGUZKWDML-HFVZODMLSA-N	464.2046326	CHEBI:136931	HMDB0155495	
BASm0008860	17beta-estradiol 2-O-(beta-D-glucuronate)				C[C@]12CC[C@@H]3c4cc(O[C@@H]5O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]5O)c(O)cc4CC[C@H]3[C@@H]1CC[C@@H]2O	C24H32O9	InChI=1S/C24H32O9/c1-24-7-6-11-12(14(24)4-5-17(24)26)3-2-10-8-15(25)16(9-13(10)11)32-23-20(29)18(27)19(28)21(33-23)22(30)31/h8-9,11-12,14,17-21,23,25-29H,2-7H2,1H3,(H,30,31)/t11?,12?,14?,17?,18?,19?,20?,21?,23?,24-/m1/s1	JWRIQYSRJXLEHG-KZZQPAPTSA-N	464.2046326	CHEBI:136933	HMDB0155494	
BASm0008861	4-hydroxy-17beta-estradiol 3-O-(beta-D-glucuronate)	A steroid glucuronide anion that is the conjugate base of 4-hydroxy-17beta-estradiol 3-O-(beta-D-glucuronide) arising from deprotonation of the carboxylic acid function; major species at pH 7.3.			C[C@]12CC[C@@H]3c4ccc(O[C@@H]5O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]5O)c(O)c4CC[C@H]3[C@@H]1CC[C@@H]2O	C24H31O9	InChI=1S/C24H32O9/c1-24-9-8-11-10-4-6-15(32-23-20(29)18(27)19(28)21(33-23)22(30)31)17(26)13(10)3-2-12(11)14(24)5-7-16(24)25/h4,6,11-12,14,16,18-21,23,25-29H,2-3,5,7-9H2,1H3,(H,30,31)/p-1/t11-,12-,14+,16+,18+,19+,20-,21+,23-,24+/m1/s1	HGCOILRQOIIUJW-ICTMVFLBSA-M		CHEBI:136936		
BASm0008862	17beta-estradiol 4-O-(beta-D-glucuronate)	A steroid glucuronide anion that is the conjugate base of 4-hydroxy-17beta-estradiol 4-O-(beta-D-glucuronide) arising from deprotonation of the carboxylic acid function; major species at pH 7.3.			C[C@]12CC[C@@H]3c4ccc(O)c(O[C@@H]5O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]5O)c4CC[C@H]3[C@@H]1CC[C@@H]2O	C24H31O9	InChI=1S/C24H32O9/c1-24-9-8-11-10-4-6-15(25)20(13(10)3-2-12(11)14(24)5-7-16(24)26)32-23-19(29)17(27)18(28)21(33-23)22(30)31/h4,6,11-12,14,16-19,21,23,25-29H,2-3,5,7-9H2,1H3,(H,30,31)/p-1/t11-,12-,14+,16+,17+,18+,19-,21+,23-,24+/m1/s1	YQYZVYZSWJLJHS-WJXPAFDLSA-M		CHEBI:136937		
BASm0008863	4-O-(beta-D-glucosyl)-4-(E)-coniferyl aldehyde				COc1cc(/C=C/C=O)ccc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C16H20O8	InChI=1S/C16H20O8/c1-22-11-7-9(3-2-6-17)4-5-10(11)23-16-15(21)14(20)13(19)12(8-18)24-16/h2-7,12-16,18-21H,8H2,1H3	PJFKUPRDDXTASO-UHFFFAOYSA-N	340.1158176	CHEBI:136949		
BASm0008864	Dehydrodolichol Diphosphate, Human Liver Homolog			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C\CC/C(C)=C\COP(=O)([O-])OP(=O)([O-])[O-]	C25H41O7P2	InChI=1S/C25H44O7P2/c1-21(2)11-7-12-22(3)13-8-14-23(4)15-9-16-24(5)17-10-18-25(6)19-20-31-34(29,30)32-33(26,27)28/h11,13,15,17,19H,7-10,12,14,16,18,20H2,1-6H3,(H,29,30)(H2,26,27,28)/p-3/b22-13+,23-15+,24-17-,25-19-	JMVSBFJBMXQNJW-PSTDWBAXSA-K	515.2343984	CHEBI:136960		MMDBc0048235
BASm0008865	lithocholoyl-3-O-(beta-D-glucuronate)				C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[C@@H]5O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]5O)CC[C@]4(C)[C@H]3CC[C@]12C	C30H48O9	InChI=1S/C30H48O9/c1-15(4-9-22(31)32)19-7-8-20-18-6-5-16-14-17(10-12-29(16,2)21(18)11-13-30(19,20)3)38-28-25(35)23(33)24(34)26(39-28)27(36)37/h15-21,23-26,28,33-35H,4-14H2,1-3H3,(H,31,32)(H,36,37)	GIQXKAXWRLHLDD-UHFFFAOYSA-N	552.3298331	CHEBI:136965	HMDB0254126	
BASm0008867	2-hydroxyestrone 3-O-(beta-D-glucuronate)				C[C@]12CC[C@@H]3c4cc(O)c(O[C@@H]5O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]5O)cc4CC[C@H]3[C@@H]1CCC2=O	C24H30O9	InChI=1S/C24H30O9/c1-24-7-6-11-12(14(24)4-5-17(24)26)3-2-10-8-16(15(25)9-13(10)11)32-23-20(29)18(27)19(28)21(33-23)22(30)31/h8-9,11-12,14,18-21,23,25,27-29H,2-7H2,1H3,(H,30,31)/t11?,12?,14?,18?,19?,20?,21?,23?,24-/m0/s1	OSGKEDCKMGOZOQ-MGUCMRMSSA-N	462.1889825	CHEBI:136967	HMDB0154709	
BASm0008868	4-hydroxyestrone 3-O-(beta-D-glucuronate)	A steroid glucuronide anion that is the conjugate base of 4-hydroxyestrone 3-O-(beta-D-glucuronide) arising from deprotonation of the carboxylic acid function; major species at pH 7.3.			C[C@]12CC[C@@H]3c4ccc(O[C@@H]5O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]5O)c(O)c4CC[C@H]3[C@@H]1CCC2=O	C24H29O9	InChI=1S/C24H30O9/c1-24-9-8-11-10-4-6-15(32-23-20(29)18(27)19(28)21(33-23)22(30)31)17(26)13(10)3-2-12(11)14(24)5-7-16(24)25/h4,6,11-12,14,18-21,23,26-29H,2-3,5,7-9H2,1H3,(H,30,31)/p-1/t11-,12-,14+,18+,19+,20-,21+,23-,24+/m1/s1	QAOFTFHHOWYCDI-WOKPNQEWSA-M		CHEBI:136969		
BASm0008869	estrone 4-O-(beta-D-glucuronate)				C[C@]12CC[C@@H]3c4ccc(O)c(O[C@@H]5O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]5O)c4CC[C@H]3[C@@H]1CCC2=O	C24H30O9		XSEHSKUBWMKIFT-GYXVRBGDSA-N	462.1889825	CHEBI:136970		
BASm0008870	2-methoxyestrone 3-O-(beta-D-glucuronate)	2-Methoxyestrone 3-glucuronide belongs to the class of organic compounds known as steroid glucuronide conjugates. These are sterol lipids containing a glucuronide moiety linked to the steroid skeleton. Thus, 2-methoxyestrone 3-glucuronide is considered to be a steroid conjugate lipid molecule. 2-Methoxyestrone 3-glucuronide is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 2-Methoxyestrone 3-glucuronide is a natural human metabolite of 2-methoxyestrone generated in the liver by UDP glucuronosyltransferase. 2-Methoxyestrone is a metabolite of 2-hydroxyestrone (a nonuterotrophic metabolite of estradiol). Glucuronidation is used to assist in the excretion of toxic substances, drugs, or other substances that cannot be used as an energy source. Glucuronic acid is attached via a glycosidic bond to the substance, and the resulting glucuronide, which has a much higher water solubility than the original substance, is eventually excreted by the kidneys.	25577-70-2	Solid	COc1cc2c(cc1O[C@@H]1O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]1O)CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12	C25H32O9	InChI=1S/C25H32O9/c1-25-8-7-12-13(15(25)5-6-18(25)26)4-3-11-9-17(16(32-2)10-14(11)12)33-24-21(29)19(27)20(28)22(34-24)23(30)31/h9-10,12-13,15,19-22,24,27-29H,3-8H2,1-2H3,(H,30,31)/t12-,13+,15-,19-,20-,21+,22-,24+,25-/m0/s1	NZTHZDNDYACBSX-FJNWEKAQSA-N	476.2046326	CHEBI:136971	HMDB0004482	
BASm0008871	4-methoxyestrone	This compound belongs to the family of Ketosteroids. These are steroid derivatives comprising a ketone group attached to steroid skeleton.			COc1c(O)ccc2c1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12	C19H24O3	InChI=1S/C19H24O3/c1-19-10-9-12-11-5-7-16(20)18(22-2)14(11)4-3-13(12)15(19)6-8-17(19)21/h5,7,12-13,15,20H,3-4,6,8-10H2,1-2H3/t12-,13-,15+,19-/m1/s1	PUEXVLNGOBYUEW-PITQQHRWSA-N	300.1725446	CHEBI:136972	HMDB0060088	
BASm0008872	4-methoxyestrone 3-O-(beta-D-glucuronate)	A steroid glucuronide anion that is the conjugate base of 4-methoxyestrone 3-O-(beta-D-glucuronide) arising from deprotonation of the carboxylic acid function; major species at pH 7.3.			COc1c(O[C@@H]2O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]2O)ccc2c1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12	C25H31O9	InChI=1S/C25H32O9/c1-25-10-9-12-11-5-7-16(33-24-20(29)18(27)19(28)22(34-24)23(30)31)21(32-2)14(11)4-3-13(12)15(25)6-8-17(25)26/h5,7,12-13,15,18-20,22,24,27-29H,3-4,6,8-10H2,1-2H3,(H,30,31)/p-1/t12-,13-,15+,18+,19+,20-,22+,24-,25+/m1/s1	ULHTYWWLVUWDHV-RQKNUILLSA-M		CHEBI:136973		
BASm0008873	2-methoxy-17beta-estradiol 3-O-(beta-D-glucuronate)					C25H33O9		LLCPFVIBUZJITJ-GVEMAFOVSA-M	477.2130062	CHEBI:136974		
BASm0008874	4-methoxy-17beta-estradiol	4-Methoxy-17beta-estradiol, also known as 4-methoxyestradiol or 4-ME2, is a member of the class of compounds known as estrogens and derivatives. These compounds are steroids with a structure containing a 3-hydroxylated estrane. 4-Methoxy-17beta-estradiol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 4-Methoxy-17beta-estradiol can be synthesized from 17beta-estradiol. 4-Methoxy-17beta-estradiol can also be synthesized into 4-methoxy-17beta-estradiol 3-O-(beta-D-glucuronide).	26788-23-8		[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]1([H])C3=CC=C(O)C(OC)=C3CC[C@@]21[H]	C19H26O3	InChI=1S/C19H26O3/c1-19-10-9-12-11-5-7-16(20)18(22-2)14(11)4-3-13(12)15(19)6-8-17(19)21/h5,7,12-13,15,17,20-21H,3-4,6,8-10H2,1-2H3/t12-,13-,15+,17+,19+/m1/s1	BCWZIZLVBYHFES-PYEWSWHRSA-N	302.1881947	CHEBI:136975	HMDB0012782	
BASm0008875	4-methoxy-17beta-estradiol 3-O-(beta-D-glucuronate)	A steroid glucuronide anion that is the conjugate base of 4-methoxy-17beta-estradiol 3-O-(beta-D-glucuronide) arising from deprotonation of the carboxylic acid function; major species at pH 7.3.				C25H33O9		KBFMKDGMUPKRND-UTXOSXIHSA-M	477.2130062	CHEBI:136976		
BASm0008876					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](OC)[C@H](*)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2c[n+](C)c3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O					CHEBI:136977		
BASm0008877					*O[C@H]1[C@@H](OC)[C@H](*)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](OC)[C@H](*)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2c[n+](C)c3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O					CHEBI:136978		
BASm0008878					*O[C@H]1[C@@H](O)[C@H](n2cnc3c(=O)n4c(C)c(C)nc4[nH]c32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:136979		
BASm0008879	2-hydroxy-3-methoxy-estrone					C19H24O3		YBCPNMOFBUWYTP-QPWUGHHJSA-N	300.1725446	CHEBI:136980		
BASm0008880	5alpha-dihydrotestosterone sulfate			Expected Solid	C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](OS(=O)(=O)[O-])CC[C@@H]12	C19H29O5S	InChI=1S/C19H30O5S/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(24-25(21,22)23)19(15,2)10-8-16(14)18/h12,14-17H,3-11H2,1-2H3,(H,21,22,23)/p-1/t12-,14-,15-,16-,17-,18-,19-/m0/s1	KYVPWJSGFKNNLD-ABEVXSGRSA-M	369.1741188	CHEBI:136982	HMDB0006278	MMDBc0048173
BASm0008881	(3beta,5alpha,17beta)-3-hydroxyandrostan-17-yl sulfate				C[C@]12CC[C@H](O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](OS(=O)(=O)[O-])CC[C@@H]12	C19H32O5S	InChI=1S/C19H32O5S/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(24-25(21,22)23)19(15,2)10-8-16(14)18/h12-17,20H,3-11H2,1-2H3,(H,21,22,23)	KWYNDVHEQWYGIL-UHFFFAOYSA-N	372.1970453	CHEBI:136983	HMDB0247995	
BASm0008882	N-(5,6-epoxy-8Z,11Z,14Z-eicosatrienoyl)-ethanolamine	An N-(polyunsaturated fatty acyl)ethanolamine obtained by formal epoxidation across the 5,6-double bond of anandamide.			CCCCC/C=C\C/C=C\C/C=C\CC1OC1CCCC(=O)NCCO	C22H37NO3	InChI=1S/C22H37NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-20-21(26-20)16-14-17-22(25)23-18-19-24/h6-7,9-10,12-13,20-21,24H,2-5,8,11,14-19H2,1H3,(H,23,25)/b7-6-,10-9-,13-12-	RTDIKSCKKJORSI-QNEBEIHSSA-N		CHEBI:136988		
BASm0008883	N-(8,9-epoxy-5Z,11Z,14Z-eicosatrienoyl)-ethanolamine	(±)8(9)-EET ethanolamide is a cytochrome P450 (CYP450) metabolite of arachidonoyl ethanolamide (AEA), although specific stereochemistry rather than a racemic mixture would likely ensue from enzymatic metabolism (PMID: 17272674). AEA is an endogenous lipid neurotransmitter with cannabingeric activity, binding to both the central cannabinoid (CB1) and peripheral cannabinoid (CB2) receptors (PMID: 8395053, 16078824). Fatty acid amide hydrolase (FAAH) is the enzyme responsible for the hydrolysis and inactivation of AEA (PMID: 12052036). Metabolism of AEA by COX-2, lipoxygenases, and CYP450 enzymes has also been documented (PMID: 12052037, 17272674). Human liver microsomes metabolize AEA to 5,6-, 8,9-, 11,12-, and 14,15-EET ethanolamides in a time and protein concentration dependent manner (PMID: 17272674). (±)8(9)-EET reduces glomerular filtration rate through cyclooxygenase dependent preglomerular vasoconstriction (PMID: 1928373). The physiological actions of (±)8(9)-EET ethanolamide have not been examined.		Solid	CCCCC/C=C\C/C=C\CC1OC1C/C=C\CCCC(=O)NCCO	C22H37NO3	InChI=1S/C22H37NO3/c1-2-3-4-5-6-7-8-9-12-15-20-21(26-20)16-13-10-11-14-17-22(25)23-18-19-24/h6-7,9-10,12-13,20-21,24H,2-5,8,11,14-19H2,1H3,(H,23,25)/b7-6-,12-9-,13-10-	BXHPMUQFGGSDAK-TYAUOURKSA-N	363.2773441	CHEBI:136989	HMDB0013659	
BASm0008884	N-(11,12-epoxy-5Z,8Z,14Z-eicosatrienoyl)-ethanolamine	(±)11(12)-EET ethanolamide is a potential cytochrome P450 (CYP450) metabolite of arachidonoyl ethanolamide (AEA; anandamide), although specific stereochemistry rather than a racemic mixture would likely ensue from enzymatic metabolism. AEA is an endogenous lipid neurotransmitter with cannibingeric activity, binding to both the central cannabinoid (CB1) and peripheral cannabinoid CB2 receptors (PMID: 8395053, 16078824). Fatty acid amide hydrolase (FAAH) is the enzyme responsible for the hydrolysis and inactivation of AEA (PMID: 12052036). Metabolism of AEA by cyclooxygenase-2, leading to formation of prostaglandin ethanolamides, and by lipoxygenases has also been documented (PMID: 12052037). CYP450 metabolism of AEA may be particularly relevant under conditions of FAAH inhibition. Evidence for the formation of 11(12)-EET ethanolamide in vivo has not been documented.			CCCCC/C=C\CC1OC1C/C=C\C/C=C\CCCC(=O)NCCO	C22H37NO3	InChI=1S/C22H37NO3/c1-2-3-4-5-9-12-15-20-21(26-20)16-13-10-7-6-8-11-14-17-22(25)23-18-19-24/h6,8-10,12-13,20-21,24H,2-5,7,11,14-19H2,1H3,(H,23,25)/b8-6-,12-9-,13-10-	TYRRSRADDAROSO-KROJNAHFSA-N	363.2773441	CHEBI:136990	HMDB0013652	
BASm0008885	N-(14,15-epoxy-5Z,8Z,11Z-eicosatrienoyl)-ethanolamine	An N-(polyunsaturated fatty acyl)ethanolamine obtained by formal epoxidation across the 14,15-double bond of anandamide.			CCCCCC1OC1C/C=C\C/C=C\C/C=C\CCCC(=O)NCCO	C22H37NO3	InChI=1S/C22H37NO3/c1-2-3-12-15-20-21(26-20)16-13-10-8-6-4-5-7-9-11-14-17-22(25)23-18-19-24/h4,6-7,9-10,13,20-21,24H,2-3,5,8,11-12,14-19H2,1H3,(H,23,25)/b6-4-,9-7-,13-10-	WYVHLKMCZZDTOU-ILYOTBPNSA-N		CHEBI:136991		
BASm0008886	N-(20-hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine	20-HETE ethanolamide is an N-acylethanolamine. N-Acylethanolamines (NAEs) constitute a class of lipid compounds naturally present in both animal and plant membranes as constituents of the membrane-bound phospholipid, N-acylphosphatidylethanolamine (NAPE). NAPE is composed of a third fatty acid moiety linked to the amino head group of the commonly occurring membrane phospholipid, phosphatidylethanolamine. NAEs are released from NAPE by phospholipase D-type hydrolases in response to a variety of stimuli. Transient NAE release and accumulation has been attributed a variety of biological activities, including neurotransmission, membrane protection, and immunomodulation in animals. N-Oleoylethanolamine is an inhibitor of the sphingolipid signalling pathway via specific ceramidase inhibition (ceramidase converts ceramide to sphingosine). N-Oleoylethanolamine blocks the effects of TNF- and arachidonic acid on intracellular Ca concentration (PMID: 12692337, 12056855, 12560208, 11997249).	942069-11-6		O=C(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCO)NCCO	C22H37NO3	InChI=1S/C22H37NO3/c24-20-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-22(26)23-19-21-25/h1,3-4,6-7,9-10,12,24-25H,2,5,8,11,13-21H2,(H,23,26)/b3-1-,6-4-,9-7-,12-10-	QRMZDMUHHZLRMH-DTLRTWKJSA-N	363.2773441	CHEBI:136992	HMDB0013630	
BASm0008887	staphyloferrin B			Expected Solid	[NH3+][C@@H](CNC(=O)C[C@@](O)(CC(=O)NCCNC(=O)CCC(=O)C(=O)[O-])C(=O)[O-])C(=O)[O-]	C16H24N4O11	InChI=1S/C16H24N4O11/c17-8(13(25)26)7-20-12(24)6-16(31,15(29)30)5-11(23)19-4-3-18-10(22)2-1-9(21)14(27)28/h8,31H,1-7,17H2,(H,18,22)(H,19,23)(H,20,24)(H,25,26)(H,27,28)(H,29,30)/t8-,16-/m0/s1	SIAZVTIHOHTZDD-PWJLMRLQSA-N	448.1441576	CHEBI:136993		MMDBc0013317
BASm0008888					*NC(*)C(=O)NCC(=O)[O-]					CHEBI:137000		
BASm0008889					*NC(*)C(N)=O					CHEBI:137001		
BASm0008890	1-O-(1Z-octadecenyl)-sn-glycero-3-phospho-N-hexadecanoyl-ethanolamine	A 1-(alk-1Z-enyl)-sn-glycero-3-phospho-(N-acyl)ethanolamine(1-) obtained by deprotonation of the phosphate OH group of 1-O-(1Z-octadecenyl)-sn-glycero-3-phospho-(N-hexadecanoyl)ethanolamine; major species at pH 7.3.			CCCCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)([O-])OCCNC(=O)CCCCCCCCCCCCCCC	C39H77NO7P	InChI=1S/C39H78NO7P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-34-45-36-38(41)37-47-48(43,44)46-35-33-40-39(42)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h31,34,38,41H,3-30,32-33,35-37H2,1-2H3,(H,40,42)(H,43,44)/p-1/b34-31-/t38-/m1/s1	NRZUNBGUEHDCKK-WBXWDXDJSA-M		CHEBI:137009		
BASm0008891	1-O-(1Z-octadecenyl)-sn-glycero-3-phospho-(N-9Z-octadecenoyl)-ethanolamine	A 1-(alk-1Z-enyl)-sn-glycero-3-phospho-(N-acyl)ethanolamine(1-) obtained by deprotonation of the phosphate OH group of 1-(1Z-octadecenyl)-sn-glycero-3-phospho-(N-oleoyl)ethanolamine; major species at pH 7.3.			CCCCCCCC/C=C\CCCCCCCC(=O)NCCOP(=O)([O-])OC[C@H](O)CO/C=C\CCCCCCCCCCCCCCCC	C41H79NO7P	InChI=1S/C41H80NO7P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-36-47-38-40(43)39-49-50(45,46)48-37-35-42-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20,33,36,40,43H,3-17,19,21-32,34-35,37-39H2,1-2H3,(H,42,44)(H,45,46)/p-1/b20-18-,36-33-/t40-/m1/s1	UIBLEFROXMSMHK-QZEVRULJSA-M		CHEBI:137010		
BASm0008892	3-dehydro-scyllo-inosose			Expected Solid	O=C1[C@H](O)C(=O)[C@H](O)[C@@H](O)[C@@H]1O	C6H8O6	InChI=1S/C6H8O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-3,6-9,12H/t1-,2-,3+,6-	XQCGHIBXRBNZFL-PCGRLTQBSA-N	176.032088	CHEBI:137015		MMDBc0055359
BASm0008893	1-O-(1Z-octadecenyl)-sn-glycero-3-phospho-(N-5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine	A 1-(alk-1Z-enyl)-sn-glycero-3-phospho-(N-acyl)ethanolamine(1-) obtained by deprotonation of the phosphate OH group of 1-(1Z-octadecenyl)-sn-glycero-3-phospho-(N-arachidonoyl)ethanolamine; major species at pH 7.3.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCOP(=O)([O-])OC[C@H](O)CO/C=C\CCCCCCCCCCCCCCCC	C43H77NO7P	InChI=1S/C43H78NO7P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-43(46)44-37-39-50-52(47,48)51-41-42(45)40-49-38-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h11,13,17,19,22,24,28,30,35,38,42,45H,3-10,12,14-16,18,20-21,23,25-27,29,31-34,36-37,39-41H2,1-2H3,(H,44,46)(H,47,48)/p-1/b13-11-,19-17-,24-22-,30-28-,38-35-/t42-/m1/s1	CMDASQIIPCUQNP-FXMFQVEGSA-M		CHEBI:137016		
BASm0008894	1-O-(1Z-octadecenyl)-sn-glycero-3-phosphate	A 1-(Z)-alk-1-enyl-sn-glycero-3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of any 1-(1Z-octadecenyl)-sn-glycero-3-phosphate; major species at pH 7.3.				C21H41O6P		OZJLEDRUBLSXFE-RPBSFSNWSA-L	420.2651732	CHEBI:137017		
BASm0008895	17beta,19-dihydroxy-3-oxo-5alpha-androstanone					C19H30O3		ZCXLTIZTHGOSFH-GLOHGQAKSA-N	306.2194948	CHEBI:137031	HMDB0155969	
BASm0008896	17beta-hydroxy-3,19-dioxo-5alpha-androstanone	An androstanoid that is 5alpha-dihydrotestosterone carrying an additional oxo susbstituent at position 19.				C19H28O3		AFTUEXSGQQDJKS-GLOHGQAKSA-N	304.2038448	CHEBI:137032		
BASm0008897	17beta,18-dihydroxy-3-oxo-5alpha-androstanone					C19H30O3		JZIBJMFPRNIDRR-SGDLSELDSA-N	306.2194948	CHEBI:137037	HMDB0155970	
BASm0008899	quinine		56-54-2			C20H25N2O2		LOUPRKONTZGTKE-WZBLMQSHSA-O	325.1910545	CHEBI:137041		
BASm0008900	6beta,16alpha,17alpha-trihydroxyprogesterone	A 3-oxo-Delta(4) steroid that is progesterone substituted by hydroxy groups at positions 6, 16 and 17 (6beta,16alpha,17alpha-stereoisomer).				C21H30O5		SSBCUQUXYYMNRG-NAUTVQSMSA-N	362.2093241	CHEBI:137046		
BASm0008901	16alpha,17alpha-dihydroxypregnenolone					C21H32O4		JUTWIBFBXPFWGP-XXHSLLPRSA-N	348.2300595	CHEBI:137049	HMDB0156112	
BASm0008902	(24Z),26-hydroxydesmosterol				C/C(=C/CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)CO	C27H44O2	InChI=1S/C27H44O2/c1-18(17-28)6-5-7-19(2)23-10-11-24-22-9-8-20-16-21(29)12-14-26(20,3)25(22)13-15-27(23,24)4/h6,8,19,21-25,28-29H,5,7,9-17H2,1-4H3/t19?,21?,22-,23?,24-,25-,26-,27+/m0/s1	CLACDUUQGFRYIM-XAHQDQSFSA-N	400.3341307	CHEBI:137053	HMDB0184848	
BASm0008903	cholesta-5,7-dien-3beta,25-diol	A cholestanoid that is 7-dehydrocholesterol carrying an additional hydroxy substituent at position 25.			C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H44O2	InChI=1S/C27H44O2/c1-18(7-6-14-25(2,3)29)22-10-11-23-21-9-8-19-17-20(28)12-15-26(19,4)24(21)13-16-27(22,23)5/h8-9,18,20,22-24,28-29H,6-7,10-17H2,1-5H3/t18-,20+,22-,23+,24+,26+,27-/m1/s1	JJFYNCJHSCTBPW-TVQCKQBJSA-N		CHEBI:137057		
BASm0008904	cholesta-5,7-dien-3beta,24S-diol	A cholestanoid that is 7-dehydrocholesterol carrying an additional hydroxy substituent at position 24 (24S-stereoisomer).			CC(C)[C@@H](O)CC[C@@H](C)[C@H]1CC[C@H]2C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H44O2	InChI=1S/C27H44O2/c1-17(2)25(29)11-6-18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7-8,17-18,20,22-25,28-29H,6,9-16H2,1-5H3/t18-,20+,22-,23+,24+,25+,26+,27-/m1/s1	JZCPTPIGOKTFQQ-ADYUQSCBSA-N		CHEBI:137061		
BASm0008905	5alpha-cholestan-7-oxo-3beta-ol				CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3C(=O)C[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H46O2	InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h17-23,25,28H,6-16H2,1-5H3/t18?,19?,20?,21?,22-,23-,25-,26-,27+/m0/s1	QIHXSWPLWOYYST-NUPRXCMSSA-N	402.3497807	CHEBI:137062	HMDB0159640	
BASm0008906	7alpha,8alpha-epoxy-5alpha-cholestan-3beta-ol	A cholestanoid that is lathosterol in which the double bond at position 7,8 has been oxidised to the corresponding epoxide (the 7alpha,8alpha stereoisomer).			CC(C)CCC[C@@H](C)[C@H]1CC[C@@H]2[C@]1(C)CC[C@@H]1[C@@]3(C)CC[C@H](O)C[C@@H]3C[C@H]3O[C@]123	C27H46O2	InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-26(21,5)14-12-23-25(4)13-11-20(28)15-19(25)16-24-27(22,23)29-24/h17-24,28H,6-16H2,1-5H3/t18-,19-,20+,21-,22-,23-,24-,25+,26-,27+/m1/s1	JUEGMZBKIWIYAP-JGSBZTSISA-N		CHEBI:137063		
BASm0008907	1beta-hydroxytestosterone				C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)C[C@@H](O)[C@@]43C)[C@@H]1CC[C@@H]2O	C19H28O3	InChI=1S/C19H28O3/c1-18-8-7-15-13(14(18)5-6-16(18)21)4-3-11-9-12(20)10-17(22)19(11,15)2/h9,13-17,21-22H,3-8,10H2,1-2H3	LUWKGSHFDJJDAJ-UHFFFAOYSA-N	304.2038448	CHEBI:137076	HMDB0243903	
BASm0008908	2beta-hydroxytestosterone	2beta-Hydroxytestosterone is a Testosterone derivative metabolite. Testosterone is reported to have an acute vasodilating action in vitro, an effect that may impart a favourable haemodynamic response in patients with chronic heart failure.	10390-14-4		C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)[C@@H](O)C[C@@]43C)[C@@H]1CC[C@@H]2O	C19H28O3	InChI=1S/C19H28O3/c1-18-8-7-14-12(13(18)5-6-17(18)22)4-3-11-9-15(20)16(21)10-19(11,14)2/h9,12-14,16-17,21-22H,3-8,10H2,1-2H3/t12?,13?,14?,16-,17-,18-,19-/m0/s1	ZOIPFFUVGMVQGE-MYLKINFHSA-N	304.2038448	CHEBI:137077	HMDB0012654	
BASm0008909	5-dehydro-L-gluconate			Expected Solid	O=C([O-])[C@@H](O)[C@H](O)[C@@H](O)C(=O)CO	C6H9O7	InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h3-5,7,9-11H,1H2,(H,12,13)/p-1/t3-,4+,5-/m0/s1	IZSRJDGCGRAUAR-LMVFSUKVSA-M	193.0353762	CHEBI:137108		MMDBc0055556
BASm0008910	17beta-hydroxy-3-oxo-19-nor-5alpha-androst-1-ene	A 3-oxo-5alpha-steroid that is 5alpha-estrane which is substituted by an oxo group at position 3, a hydroxy group at the 17beta position, and which has a double bond between positions 1 and 10. It is a 19-norsteroid arising from successive oxidation of dihydrotestosterone at C19.			C[C@]12CC[C@@H]3C4=CCC(=O)C[C@@H]4CC[C@H]3[C@@H]1CC[C@@H]2O	C18H26O2	InChI=1S/C18H26O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h5,11,14-17,20H,2-4,6-10H2,1H3/t11-,14+,15+,16-,17-,18-/m0/s1	NIELHBRGWMDPDV-PONDEJGUSA-N		CHEBI:137110		
BASm0008911	N-carbamoyl-L-methionine	An N-carbamoyl-L-alpha-amino acid anion obtained by deprotonation of the carboxy group of N-carbamoyl-L-methionine. Major microspecies at pH 7.3.			CSCC[C@H](NC(N)=O)C(=O)[O-]	C6H11N2O3S	InChI=1S/C6H12N2O3S/c1-12-3-2-4(5(9)10)8-6(7)11/h4H,2-3H2,1H3,(H,9,10)(H3,7,8,11)/p-1/t4-/m0/s1	DEWDMTSMCKXBNP-BYPYZUCNSA-M		CHEBI:137116		
BASm0008912	L-5-[2-(methysulfanyl)ethyl]hydantoin	An L-5-monosubstituted hydantoin in which the substituent is specified as 2-(methylthio)ethyl.			CSCC[C@@H]1NC(=O)NC1=O	C6H10N2O2S	InChI=1S/C6H10N2O2S/c1-11-3-2-4-5(9)8-6(10)7-4/h4H,2-3H2,1H3,(H2,7,8,9,10)/t4-/m0/s1	SBKRXUMXMKBCLD-BYPYZUCNSA-N		CHEBI:137117		
BASm0008913	tetradecamide				CCCCCCCCCCCCCC(N)=O	C14H29NO	InChI=1S/C14H29NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h2-13H2,1H3,(H2,15,16)	QEALYLRSRQDCRA-UHFFFAOYSA-N	227.2249146	CHEBI:137125		
BASm0008914	D-5-[2-(methylsulfanyl)ethyl]hydantoin	A D-5-monosubstituted hydantoin in which the substituent is specified as 2-(methylthio)ethyl.				C6H10N2O2S		SBKRXUMXMKBCLD-SCSAIBSYSA-N	174.0462987	CHEBI:137150		
BASm0008915	N-carbamoyl-D-methionine	An N-carbamoyl-D-alpha-amino acid anion obtained by deprotonation of the carboxy group of N-carbamoyl-D-methionine. Major microspecies at pH 7.3.				C6H11N2O3S		DEWDMTSMCKXBNP-SCSAIBSYSA-M	191.049587	CHEBI:137152		
BASm0008916	(3S)-6-acetamido-3-aminohexanoate			Expected Solid	[H][C@](N)(CCCN=C(C)O)CC(O)=O	C8H16N2O3	InChI=1S/C8H16N2O3/c1-6(11)10-4-2-3-7(9)5-8(12)13/h7H,2-5,9H2,1H3,(H,10,11)(H,12,13)/t7-/m0/s1	MBZWIPOSTWTKSV-ZETCQYMHSA-N	188.1160924	CHEBI:137165		MMDBc0054931
BASm0008917	16(R)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate	16(R)-HETE is a metabolite of arachidonic acid, metabolized by the enzyme Cytochrome P450, family 2, subfamily C [EC:1.14.13.80 1.14.13.48 1.14.13.49]. 16(R)-HETE is an endogenous lipidic inhibitor of human neutrophil inhibitor of adhesion and aggregation activity. Human polymorphonuclear leukocytes (PMNs) produce 16(R)-HETE that modulates their function.  HETEs have different biological properties based on sites of production and can be stored in tissue lipids and released in response to hormonal stimuli. Eicosanoids generated during the actions of growth factors and vasoconstrictors can modulate disease processes by affecting vascular homeostasis, inflammation, cellular growth, apoptosis and oxidant stress. In lung, the presence of these eicosanoids in the pulmonary vasculature and airways, including effects on pulmonary vascular and bronchial smooth muscle tone and airway epithelial ion transport. (PMID: 16258232, 14626496, 12681244, 11123211,  14552765, 11126912) [HMDB]	128914-46-5	Solid		C20H31O3		JEKNPVYFNMZRJG-STHMYGMFSA-M	319.2278684	CHEBI:137166	HMDB04680	
BASm0008918	16(S)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate	16(R)-HETE is a metabolite of arachidonic acid, metabolized by the enzyme Cytochrome P450, family 2, subfamily C [EC:1.14.13.80 1.14.13.48 1.14.13.49]. 16(R)-HETE is an endogenous lipidic inhibitor of human neutrophil inhibitor of adhesion and aggregation activity. Human polymorphonuclear leukocytes (PMNs) produce 16(R)-HETE that modulates their function.  HETEs have different biological properties based on sites of production and can be stored in tissue lipids and released in response to hormonal stimuli. Eicosanoids generated during the actions of growth factors and vasoconstrictors can modulate disease processes by affecting vascular homeostasis, inflammation, cellular growth, apoptosis and oxidant stress. In lung, the presence of these eicosanoids in the pulmonary vasculature and airways, including effects on pulmonary vascular and bronchial smooth muscle tone and airway epithelial ion transport. (PMID: 16258232, 14626496, 12681244, 11123211,  14552765, 11126912) [HMDB]	128914-46-5	Solid		C20H31O3		JEKNPVYFNMZRJG-IFOZKBMWSA-M	319.2278684	CHEBI:137167	HMDB04680	
BASm0008919	alpha-D-mannosyl-(1->3)-N-acetyl-alpha-D-glucosaminyl-di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP([O-])(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]2([H])O)[C@@]1([H])N=C(C)[O-])=C(\C)CCC=C(C)C	C69H113NO17P2	InChI=1S/C69H115NO17P2/c1-48(2)24-14-25-49(3)26-15-27-50(4)28-16-29-51(5)30-17-31-52(6)32-18-33-53(7)34-19-35-54(8)36-20-37-55(9)38-21-39-56(10)40-22-41-57(11)42-23-43-58(12)44-45-82-88(78,79)87-89(80,81)86-68-62(70-59(13)73)67(64(75)61(47-72)83-68)85-69-66(77)65(76)63(74)60(46-71)84-69/h24,26,28,30,32,34,36,38,40,42,44,60-69,71-72,74-77H,14-23,25,27,29,31,33,35,37,39,41,43,45-47H2,1-13H3,(H,70,73)(H,78,79)(H,80,81)/p-2/b49-26+,50-28+,51-30-,52-32-,53-34-,54-36-,55-38-,56-40-,57-42-,58-44-/t60-,61-,62-,63-,64-,65+,66+,67-,68-,69-/m1/s1	WZXSCLOEBAZOTJ-GYCJNRKJSA-L	1289.749472	CHEBI:137168		MMDBc0055710
BASm0008920	alpha-D-mannosyl-(1->3)-alpha-D-mannosyl-(1->3)-alpha-D-mannosyl-(1->3)-N-acetyl-alpha-D-glucosaminyl-di-trans,octa-cis-undecaprenyl diphosphate	An organophosphate oxoanion obtained by deprotonation of both free diphosphate OH groups of alpha-D-mannosyl-(1->3)-alpha-D-mannosyl-(1->3)-alpha-D-mannosyl-(1->3)-N-acetyl-alpha-D-glucosaminyl-1-diphospho-ditrans,polycis-undecaprenol; major species at pH 7.3.				C81H133NO27P2		JVFOXZWIJXUDDC-AFORAGQFSA-L	1613.855119	CHEBI:137169		
BASm0008921	2-glyceryl-prostaglandin E2	GE2 glycerol ester is a COX-2 oxidative metabolite of 2-arachidonoyl glycerol, modulates inhibitory synaptic transmission in mouse hippocampal neurons. 2-Arachidonoyl glycerol (2-AG) has been isolated from porcine brain,1 and has been characterized as the natural endocannabinoid ligand for the CB1 receptor.2 Incubation of 2-AG with COX-2 and specific prostaglandin H2 (PGH2) isomerases in cell cultures and isolated enzyme preparations results in prostaglandin glycerol ester formation.3 The biosynthesis of PGH, PGD, PGE, PGF, and TXA-2-glyceryl ester compounds have all been documented. The 2-glyceryl ester moiety equilibrates rapidly (within minutes) with the more stable 1-glyceryl ester, producing a 10:90 2:1-glyceryl ester mixture in typical aqueous media. While the stability and metabolism of these prostaglandin products has been investigated,4 little is known about their intrinsic biological activity. Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.			CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(=O)OC(CO)CO	C23H38O7	InChI=1S/C23H38O7/c1-2-3-6-9-17(26)12-13-20-19(21(27)14-22(20)28)10-7-4-5-8-11-23(29)30-18(15-24)16-25/h4,7,12-13,17-20,22,24-26,28H,2-3,5-6,8-11,14-16H2,1H3/b7-4-,13-12+/t17-,19+,20+,22+/m0/s1	HJWDPZIOTMUWRW-CXZSOYKBSA-N	426.2617536	CHEBI:137172	HMDB0013045	
BASm0008922	UDP-2,3-diacyl-alpha-D-glucosamine				*C(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1OC(*)=O					CHEBI:137179		
BASm0008923	2,3-diacyl-alpha-D-glucosaminyl 1-phosphate				*C(=O)N[C@H]1[C@@H](OP(=O)([O-])[O-])O[C@H](CO)[C@@H](O)[C@@H]1OC(*)=O					CHEBI:137180		
BASm0008924					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O[C@@H]2O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]2O)[C@H]1NC(C)=O)C(*)=O					CHEBI:137182		
BASm0008925					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H]3O[C@@H]3OC[C@@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:137186		
BASm0008926	2-[15(S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoyl]-glycerol	A 2-monoglyceride obtained by formal condensation of the carboxy group of 15(S)-HPETE with the 2-hydroxy group of glycerol.				C23H38O6		WIOXBLSWBZHOHV-BPVVGZHASA-N	410.2668389	CHEBI:137187		
BASm0008927					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]2O)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:137207		
BASm0008928	(13S)-hydroxy-(14S,15S)-epoxy-(5Z,8Z,11Z)-eicosatrienoate	A 13-hydroxy-14,15-epoxy-(5Z,8Z,11Z)-icosatrienoate that is the conjugate base of 13(S)-hydroxy-(14S,15S)-epoxy-(5Z,8Z,11Z)-icosatrienoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C20H31O4		FMRVHRPEVIVXKX-SRWZPIOTSA-M	335.2227831	CHEBI:137320		
BASm0008929					*N[C@@H](CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O)C(*)=O					CHEBI:137321		
BASm0008930					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O					CHEBI:137323		
BASm0008931	13-hydroxy-(14R,15S)-epoxy-(5Z,8Z,11Z)-eicosatrienoate	A 13-hydroxy-14,15-epoxy-(5Z,8Z,11Z)-icosatrienoate that is the conjugate base of 13-hydroxy-(14R,15S)-epoxy-(5Z,8Z,11Z)-icosatrienoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C20H31O4		FMRVHRPEVIVXKX-XHTADQAHSA-M	335.2227831	CHEBI:137324		
BASm0008932	N-(dodecanoyl)-sphing-4-enine-1-phosphocholine	Sphingomyelin (d18:1/12:0) or SM(d18:1/12:0) is a type of sphingolipid found in animal cell membranes, especially in the membranous myelin sheath which surrounds some nerve cell axons. In humans, sphingomyelin is the only membrane phospholipid not derived from glycerol. Like all sphingolipids, SPH has a ceramide core (sphingosine bonded to a fatty acid via an amide linkage). In addition it contains one polar head group, which is either phosphocholine or phosphoethanolamine. The plasma membrane of cells is highly enriched in sphingomyelin and is considered largely to be found in the exoplasmic leaflet of the cell membrane. However, there is some evidence that there may also be a sphingomyelin pool in the inner leaflet of the membrane. Moreover, neutral sphingomyelinase-2 - an enzyme that breaks down sphingomyelin into ceramide has been found to localise exclusively to the inner leaflet further suggesting that there may be sphingomyelin present there. Sphingomyelin can accumulate in a rare hereditary disease called Niemann-Pick Disease, types A and B. Niemann-Pick disease is a genetically-inherited disease caused by a deficiency in the enzyme Sphingomyelinase, which causes the accumulation of Sphingomyelin in spleen, liver, lungs, bone marrow, and the brain, causing irreversible neurological damage. SMs play a role in signal transduction. Sphingomyelins are synthesized by the transfer of phosphorylcholine from phosphatidylcholine to a ceramide in a reaction catalyzed by sphingomyelin synthase.			CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](COP([O-])(=O)OCC[N+](C)(C)C)NC(=O)CCCCCCCCCCC	C35H71N2O6P	InChI=1S/C35H71N2O6P/c1-6-8-10-12-14-16-17-18-19-21-22-24-26-28-34(38)33(32-43-44(40,41)42-31-30-37(3,4)5)36-35(39)29-27-25-23-20-15-13-11-9-7-2/h26,28,33-34,38H,6-25,27,29-32H2,1-5H3,(H-,36,39,40,41)/b28-26+/t33-,34+/m0/s1	HZCLJRFPXMKWHR-FEBLJDHQSA-N	646.5049745	CHEBI:137334	HMDB0012096	
BASm0008933	pyridinium-3,5-dicarboxylate mononucleotide			Expected Solid	[H][C@]1(COP([O-])([O-])=O)O[C@@]([H])([N+]2=CC(=CC(=C2)C([O-])=O)C([O-])=O)[C@]([H])(O)[C@]1([H])O	C12H11NO11P	InChI=1S/C12H14NO11P/c14-8-7(4-23-25(20,21)22)24-10(9(8)15)13-2-5(11(16)17)1-6(3-13)12(18)19/h1-3,7-10,14-15H,4H2,(H3-,16,17,18,19,20,21,22)/p-3/t7-,8-,9-,10-/m1/s1	QZWRRRIWSQHKCZ-ZYUZMQFOSA-K	376.0086179	CHEBI:137353		MMDBc0056285
BASm0008934	5-carboxy-1-(5-O-phospho-beta-D-ribofuranosyl)pyridinium-3-carbonyl adenylate	An organophosphate oxoanion obtained by deprotonation of the carboxy and phosphate OH groups of 5-carboxy-1-(5-O-phosphono-beta-D-ribofuranosyl)pyridinium-3-carbonyl adenylate; major species at pH 7.3.				C22H23N6O17P2		XFGNNUKNRVMPRK-HISDBWNOSA-K	705.061138	CHEBI:137355		
BASm0008935					*N[C@@H](CSC(=O)c1cc(C(=O)[O-])c[n+]([C@@H]2O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]2O)c1)C(*)=O					CHEBI:137356		
BASm0008936					*N[C@@H](CSC(=O)c1cc(C(=O)[S-])c[n+]([C@@H]2O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]2O)c1)C(*)=O					CHEBI:137357		
BASm0008937	1-(5-O-phospho-beta-D-ribofuranosyl)-5-(sulfanylcarbonyl)pyridinium-3-carbonyl adenylate	An organophosphate oxoanion obtained by deprotonation of the sulfanylcarbonyl and phosphate OH groups of 1-(5-O-phosphono-beta-D-ribofuranosyl)-5-(sulfanylcarbonyl)pyridinium-3-carbonyl adenylate; major species at pH 7.3.				C22H23N6O16P2S		BXFOCKPGPXKYAL-HISDBWNOSA-K	721.0382946	CHEBI:137358		
BASm0008938	pyridinium-3,5-bisthiocarboxylate mononucleotide			Expected Solid	[H][C@]1(COP([O-])([O-])=O)O[C@@]([H])([N+]2=CC(=CC(=C2)C([S-])=O)C([S-])=O)[C@]([H])(O)[C@]1([H])O	C12H11NO9PS2	InChI=1S/C12H14NO9PS2/c14-8-7(4-21-23(18,19)20)22-10(9(8)15)13-2-5(11(16)24)1-6(3-13)12(17)25/h1-3,7-10,14-15H,4H2,(H3-,16,17,18,19,20,24,25)/p-3/t7-,8-,9-,10-/m1/s1	KAWCHOIDVYCQHC-ZYUZMQFOSA-K	407.962931	CHEBI:137372		MMDBc0056284
BASm0008939	Ni(II)-pyridinium-3,5-bisthiocarboxylate mononucleotide			Expected Solid	[Ni+].[H][C@]1(O)[C@@]([H])(O)[C@@]([H])(O[C@]1([H])COP([O-])([O-])=O)[N+]1=CC(=C=C([CH]1)C([S-])=O)C(S)=O	C12H11NNiO9PS2	InChI=1S/C12H13NO9PS2.Ni/c14-8-7(4-21-23(18,19)20)22-10(9(8)15)13-2-5(11(16)24)1-6(3-13)12(17)25;/h2-3,7-10,14-15H,4H2,(H3-,16,17,18,19,20,24,25);/q;+1/p-2/t7-,8-,9-,10-;/m1./s1	GIEIRHLCPQGQDJ-WFFMJNDQSA-L	465.897176	CHEBI:137373		MMDBc0056218
BASm0008940					*O[C@H]1C[C@H](n2cc(C)c(=O)[nH]c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:137386		
BASm0008941					*O[C@H]1C[C@H](n2cc(C)c(OC)nc2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:137387		
BASm0008942	19-hydroxy-leukotriene B4	A leukotriene anion that is the conjugate base of 19-hydroxyleukotriene B4, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C20H31O5		XZKUIIFETKOPRD-VUKNTZOFSA-M	351.2176977	CHEBI:137390		
BASm0008943	18-hydroxy-leukotriene B4	A leukotriene anion that is the conjugate base of 18-hydroxyleukotriene B4, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C20H31O5		SBXDKWTYHRBIPS-SYZIFMGCSA-M	351.2176977	CHEBI:137391		
BASm0008944	1-hexanoyl-2-acyl-sn-glycero-3-phosphocholine				*C(=O)O[C@H](COC(=O)CCCCC)COP(=O)([O-])OCC[N+](C)(C)C					CHEBI:137403		
BASm0008945	5-hydroxybenzimidazole			Expected Solid	OC1=CC2=C(C=C1)N=CN2	C7H6N2O	InChI=1S/C7H6N2O/c10-5-1-2-6-7(3-5)9-4-8-6/h1-4,10H,(H,8,9)	KRKSOBREFNTJJY-UHFFFAOYSA-N	134.0480128	CHEBI:137404		MMDBc0055569
BASm0008948	(13R)-S-glutathionyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoate	A docosanoid anion obtained by deprotonation of the three carboxy groups and protonation of the glutamyl alpha-amino group of  (13R)-S-glutathionyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid; major species at pH 7.3.				C32H45N3O9S		NWYKIASJHFGEAN-CPMAONNBSA-L	647.2887484	CHEBI:137407		
BASm0008949	(13R)-S-cysteinylglycyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoate	A docosanoid anion obtained by deprotonation of the two carboxy groups and protonation of the glutamyl alpha-amino group of (13R)-S-cysteinylglycinyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid; major species at pH 7.3.				C27H39N2O6S		CPBQPRBQBDLLLA-VZUSUAOUSA-M	519.2534317	CHEBI:137408		
BASm0008950	L-sorbose 1-phosphate	Sorbose 1-phosphate is formed when extracellular sorbose is taken into the cell. The enzyme responsible for this is PTS-Sor-EIIA [EC:2.7.1.69]. Sorbose 1-phosphate has been found to be a metabolite of Klebsiella and Lactobacillus (PMID: 6361004; PMID: 12177329).		Solid		C6H11O9P		ZKLLSNQJRLJIGT-OTWZMJIISA-L	258.0151661	CHEBI:137409	HMDB0006797	
BASm0008951	(13R)-S-cysteinyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoate	A docosanoid anion obtained by deprotonation of the two carboxy groups and protonation of the glutamyl alpha-amino group of (13R)-S-cysteinylglycinyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid; major species at pH 7.3.				C25H36NO5S		GIIVKOKEBBFSDI-AIYHDIOKSA-M	462.231968	CHEBI:137410		
BASm0008952	1-hexadecanoyl-2-(11Z,14Z,17Z-eicosatrienoyl)-sn-glycero-3-phosphocholine	LysoPC(16:0/20:3(11Z,14Z,17Z)) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. LysoPC(16:0/20:3(11Z,14Z,17Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 11Z,14Z,17Z-eicosatrienoyl  to the C-2 atom. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(20:3(5Z,8Z,11Z)), in particular, consists of one chain of mead acid at the C-1 position. The mead acid moiety is derived from fish oils, liver and kidney. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. 				C44H82NO8P		FHYXYDNOQOCPNC-FNLFQJMVSA-N	783.5778056	CHEBI:137411		
BASm0008953	(11Z,14Z,17Z-eicosatrienoyl)-cholesterol	A cholesteryl ester obtained by formal condensation of the carboxy group of (11Z,14Z,17Z)-icosatrienoic acid with the 3-hydroxy group of cholesterol.				C47H78O2		ARRNWLFGLUXSFU-AWELCHRJSA-N	674.6001818	CHEBI:137412		
BASm0008955	(13R,14S)-dihydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoate	A docosanoid anion that is the conjugate base of (13R,14S)-dihydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C22H31O4		ALWYOLKNLLFCAY-GYROAIJESA-M	359.2227831	CHEBI:137442		
BASm0008956	18-hydroxy-9,10-epoxy-octadecanoate	(9R,10S)-9,10-epoxy-18-hydroxyoctadecanoic acid, also known as (9R,10S)-18-hydroxy-9,10-epoxystearic acid or 18-hydroxy-(9R,10S)-epoxy-octadecanoic acid, belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms (9R,10S)-9,10-epoxy-18-hydroxyoctadecanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 9,10-Epoxyoctadecanoic acid is expected to be in Cannabis as all living plants are known to produce and metabolize it.	154966-80-0			C18H33O4		ITTPZDMHCNGAGQ-UHFFFAOYNA-M	313.2384331	CHEBI:137457		
BASm0008957	18-hydroxy-(9S,10R)-epoxy-octadecanoate	(9R,10S)-9,10-epoxy-18-hydroxyoctadecanoic acid, also known as (9R,10S)-18-hydroxy-9,10-epoxystearic acid or 18-hydroxy-(9R,10S)-epoxy-octadecanoic acid, belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms (9R,10S)-9,10-epoxy-18-hydroxyoctadecanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 9,10-Epoxyoctadecanoic acid is expected to be in Cannabis as all living plants are known to produce and metabolize it.	154966-80-0			C18H33O4		ITTPZDMHCNGAGQ-SJORKVTESA-M	313.2384331	CHEBI:137458		
BASm0008958	18-hydroxy-(9R,10S)-epoxy-octadecanoate	(9R,10S)-9,10-epoxy-18-hydroxyoctadecanoic acid, also known as (9R,10S)-18-hydroxy-9,10-epoxystearic acid or 18-hydroxy-(9R,10S)-epoxy-octadecanoic acid, belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms (9R,10S)-9,10-epoxy-18-hydroxyoctadecanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 9,10-Epoxyoctadecanoic acid is expected to be in Cannabis as all living plants are known to produce and metabolize it.	154966-80-0			C18H33O4		ITTPZDMHCNGAGQ-DLBZAZTESA-M	313.2384331	CHEBI:137459		
BASm0008959	(9R,10S)-epoxy-octadecanoate					C18H33O3		IMYZYCNQZDBZBQ-DLBZAZTESA-M	297.2435185	CHEBI:137460		
BASm0008960	(9S,10R)-epoxy-octadecanoate					C18H33O3		IMYZYCNQZDBZBQ-SJORKVTESA-M	297.2435185	CHEBI:137461		
BASm0008961	18-hydroxy-9,10-epoxy-(12Z)-octadecenoate					C18H31O4		JGMIHDBBTJHADQ-YWEYNIOJNA-M	311.2227831	CHEBI:137467		
BASm0008962	18-hydroxy-12,13-epoxy-(9Z)-octadecenoate	An octadecanoid anion that is the conjugate base of 18-hydroxy-12,13-epoxy-(9Z)-octadecenoic acid arising from deprotonation of the carboxylic acid function; major species at pH 7.3				C18H31O4		QOUKBWWKBHWVNI-YVMONPNENA-M	311.2227831	CHEBI:137469		
BASm0008963	20-hydroxy-8,9-epoxy-(5Z,11Z,14Z)-eicosatrienoate	An epoxy(hydroxy)icosatrienoate that is the conjugate base of 8,9-epoxy-20-hydroxy-(5Z,11Z,14Z)-icosatrienoic acid arising from deprotonation of the carboxylic acid function; major species at pH 7.3.				C20H31O4		IJXQUCAFIAUOCV-CWNYAIHGNA-M	335.2227831	CHEBI:137474		
BASm0008964	20-hydroxy-11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoate	An epoxy(hydroxy)icosatrienoate that is the conjugate base of 20-hydroxy-11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoic acid arising from deprotonation of the carboxylic acid function; major species at pH 7.3.				C20H31O4		IGTPAVNSPWMOQM-WDVHGCLENA-M	335.2227831	CHEBI:137475		
BASm0008965	20-hydroxy-14,15-epoxy-(5Z,8Z,11Z)-eicosatrienoate	An icosanoid anion that is the conjugate base of 14,15-epoxy-20-hydroxy-(5Z,8Z,11Z)-icosatrienoic acid arising from deprotonation of the carboxylic acid function; major species at pH 7.3.				C20H31O4		BLHHGTASRFNKLG-TVQVUPQZNA-M	335.2227831	CHEBI:137476		
BASm0008967	(2R,5S)-2,5-diaminohexanoate			Expected Solid	[H][C@@](C)([NH3+])CC[C@@]([H])(N)C(O)=O	C6H15N2O2	InChI=1S/C6H14N2O2/c1-4(7)2-3-5(8)6(9)10/h4-5H,2-3,7-8H2,1H3,(H,9,10)/p+1/t4-,5+/m0/s1	CEVCRLBFUJAKOG-CRCLSJGQSA-O	147.1128042	CHEBI:137487		MMDBc0054816
BASm0008968	7-oxoresolvin D2	A docosanoid anion that is the conjugate base of 7-oxoresolvin D2, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C22H29O5		FFBDGMOHDOFVHM-JXVZLQIESA-M	373.2020476	CHEBI:137497		
BASm0008969	16-oxoresolvin D2	A docosanoid anion that is the conjugate base of 16-oxoresolvin D2, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C22H29O5		CTWAHHIYDLSAPS-UHJGEWICSA-M	373.2020476	CHEBI:137498		
BASm0008970	(2Z,10Z)-3-hydroxy-5,17-dioxo-4,5-secoestra-2,10-diene-3-oate	A steroid acid anion that is the conjugate base of (2Z,10Z)-3-hydroxy-5,17-dioxo-4,5-secoestra-2,10-diene-3-oic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3. A meta-cleavage  metabolite in the estrogen degradation pathway.				C18H21O5		JRZZGZUMLBSRII-XPRWOFODSA-M	317.1394474	CHEBI:137521		
BASm0008971	(+)-isoafricanol			Expected Solid	[H][C@]12C[C@@]1(C)[C@]1([H])CC[C@@]([H])(C)[C@]1(O)CC(C)(C)C2	C15H26O	InChI=1S/C15H26O/c1-10-5-6-12-14(4)8-11(14)7-13(2,3)9-15(10,12)16/h10-12,16H,5-9H2,1-4H3/t10-,11+,12+,14-,15-/m1/s1	KVFZUTBKAXAVDX-CYHVGBIXSA-N	222.1983655	CHEBI:137522		MMDBc0054736
BASm0008972	(-)-spiroviolene			Expected Solid		C20H32		RCIADIYJKCSKCC-YNGBHSAQSA-N	272.250401	CHEBI:137523		MMDBc0024263
BASm0008973	CDP-D-ribulose	A nucleotide-sugar oxoanion arising from deprotonation of the free diphosphate OH groups of CDP-D-ribulose. Major microspecies at pH 7.3.				C14H21N3O15P2		CPZOFDVOYWJRNZ-RXSOLEHHSA-L	533.0458881	CHEBI:137524		
BASm0008974	CDP-D-ribose	A nucleotide-sugar oxoanion arising from deprotonation of the free diphosphate OH groups of CDP-D-ribose. Major microspecies at pH 7.3.				C14H21N3O15P2		FCHBMOTWOURDNP-HRENORGGSA-L	533.0458881	CHEBI:137525		
BASm0008975	tsukubadiene			Expected Solid		C20H32		JZGOFJIAHJJJDK-ICZJPRMTSA-N	272.250401	CHEBI:137528		MMDBc0015326
BASm0008976	(2S,3R,6S,9S)-(-)-protoillud-7-ene	A tricyclic sesquiterpene with formula C15H24 which is biosynthesised from farnesyl diphosphate by a diterpene cyclase enzyme from Dictyostelium discoideum.				C15H24		XVBFDFFOYTTYHD-OSFYFWSMSA-N	204.1878008	CHEBI:137530		
BASm0008977	(3S)-(+)-asterisca-2(9),6-diene	A bicyclic sesquiterpene with formula C15H24 which is biosynthesised from farnesyl diphosphate by a diterpene cyclase enzyme from Dictyostelium discoideum.				C15H24		CXGSNSSJAGLQTG-DSDFTUOUSA-N	204.1878008	CHEBI:137531		
BASm0008978	(-)-alpha-amorphene			Expected Solid	[H][C@]1(CC=C(C)[C@]2([H])CCC(C)=C[C@]12[H])C(C)C	C15H24	InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h6,9-10,13-15H,5,7-8H2,1-4H3/t13-,14-,15+/m0/s1	QMAYBMKBYCGXDH-SOUVJXGZSA-N	204.1878008	CHEBI:137533		MMDBc0054727
BASm0008979	(+)-corvol ether A			Expected Solid		C15H26O		WNZXPDXXLQCXHX-KEKZVJSRSA-N	222.1983655	CHEBI:137535		MMDBc0054733
BASm0008980	(+)-corvol ether B			Expected Solid	[H][C@]1(C)CC[C@@]23C[C@@](C)(CC[C@]12[H])O[C@@]3([H])C(C)C	C15H26O	InChI=1S/C15H26O/c1-10(2)13-15-8-5-11(3)12(15)6-7-14(4,9-15)16-13/h10-13H,5-9H2,1-4H3/t11-,12+,13-,14+,15+/m0/s1	SWPWNLQMJDQTRD-XPABHHOTSA-N	222.1983655	CHEBI:137536		MMDBc0054734
BASm0008981					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@@H]1O					CHEBI:137540		
BASm0008982	(5S,6R)-dihydroxy-(7E,9E,11Z,14Z)-eicosatetraenoate	(5S,6S)-di-HETE (5,6-dihydroxy-7,9,11,14-eicosatetraenoic acid) is a leukotriene. Leukotrienes are fatty signaling molecules. Leukotrienes are synthesized in the cell from arachidonic acid. The catalytic mechanism involves the insertion of an oxygen moiety at a specific position in the arachidonic acid backbone. [Wikipedia]		Expected Solid		C20H31O4		UVZBUUTTYHTDRR-NSEFZGNTSA-M	335.2227831	CHEBI:137542		MMDBc0033103
BASm0008983	(5S,15S)-dihydroperoxy-(6E,8Z,11Z,13E)-eicosatetraenoate					C20H31O6		PCIOUQYHTPPZEM-BVHTXILBSA-M	367.2126123	CHEBI:137543		
BASm0008984	(5S)-hydroxy-(15S)-hydroperoxy-(6E,8Z,11Z,13E)-eicosatetraenoate	An hydroperoxy(hydroxy)icosatetraenoate that is the conjugate base of (5S)-hydroxy-(15S)-hydroperoxy-(6E,8Z,11Z,13E)-icosatetraenoic acid; major species at pH 7.3.				C20H31O5		WILWDBJHNLQDON-WZXFMMTGSA-M	351.2176977	CHEBI:137546		
BASm0008985	(5S,6R)-dihydroxy-(15S)-hydroperoxy-(7E,9E,11Z,13E)-eicosatetraenoate	An hydroperoxy(hydroxy)icosatetraenoate that is the conjugate base of (5S,6R)-dihydroxy-(15S)-hydroperoxy-(7E,9E,11Z,13E)-icosatetraenoic acid; major species at pH 7.3.				C20H31O6		ZTTPPKHGJLLMDB-SSQFXEBMSA-M	367.2126123	CHEBI:137547		
BASm0008986	pyridinestrone carboxylate	A steroid acid anion, that is the conjugate base of pyridinestrone-3-carboxylic acid. An abiotic metabolite in the 4,5-seco pathway of aerobic estrogen degradation by the bacterium Sphingomonas sp. strain KC8.				C18H20NO3		SSCPJWFEGZXWAB-IMEWIIRVSA-M	298.1448671	CHEBI:137549		
BASm0008987	(+)-eremophilene			Expected Solid	[H][C@@]1(CCC2=CCC[C@@]([H])(C)[C@]2(C)C1)C(C)=C	C15H24	InChI=1S/C15H24/c1-11(2)13-8-9-14-7-5-6-12(3)15(14,4)10-13/h7,12-13H,1,5-6,8-10H2,2-4H3/t12-,13+,15+/m1/s1	QEBNYNLSCGVZOH-IPYPFGDCSA-N	204.1878008	CHEBI:137562		MMDBc0010092
BASm0008988	(1R,4R,5S)-(-)-guaia-6,10(14)-diene			Expected Solid	[H][C@@]1(C)CC[C@@]2([H])C(=C)CCC(=C[C@]12[H])C(C)C	C15H24	InChI=1S/C15H24/c1-10(2)13-7-5-11(3)14-8-6-12(4)15(14)9-13/h9-10,12,14-15H,3,5-8H2,1-2,4H3/t12-,14+,15-/m1/s1	QCESRPKOTSPFAU-VHDGCEQUSA-N	204.1878008	CHEBI:137563		MMDBc0024253
BASm0008989	(+)-(1(10)E,4E,6S,7R)-germacradien-6-ol			Expected Solid	[H]\C1=C(C)/CC[C@]([H])(C(C)C)[C@]([H])(O)\C([H])=C(C)\CC1	C15H26O	InChI=1S/C15H26O/c1-11(2)14-9-8-12(3)6-5-7-13(4)10-15(14)16/h6,10-11,14-16H,5,7-9H2,1-4H3/b12-6+,13-10+/t14-,15-/m1/s1	PXMCURAOQSNMOZ-AHNWEQDZSA-N	222.1983655	CHEBI:137564		MMDBc0054730
BASm0008990	(3E,7E)-dolabella-3,7-dien-18-ol					C20H34O		OEBBSSBZPLXOHC-HJHANVIFSA-N	290.2609657	CHEBI:137565		
BASm0008991	2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoyl]-sn-glycero-3-phosphoethanolamine	A 2-acyl-sn-glycero-3-phosphoethanolamine zwitterion obtained by transfer of a proton from the phosphate to the amino group of 2-(11R)-hydroxy-(5Z,8Z,12E,14Z)-icosatetraenoyl-sn-glycero-3-phosphoethanolamine; major species at pH 7.3.				C25H44NO8P		YYNINOSNLIMLAJ-XQSHPIDZSA-N	517.2804544	CHEBI:137580		
BASm0008992	2-(prostaglandin E2)-sn-glycero-3-phosphoethanolamine	A 2-acyl-sn-glycero-3-phosphoethanolamine zwitterion obtained by transfer of a proton from the phosphate to the amino group of 2-[(5Z,13E,15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dien-1-oyl]-sn-glycero-3-phosphoethanolamine; major species at pH 7.3.				C25H44NO10P		MDIBHDWHCLLWJU-FLOWIMSISA-N	549.2702836	CHEBI:137581		
BASm0008993	2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoyl]-sn-glycero-3-phosphocholine	A 2-acyl-sn-glycero-3-phosphocholine in which the acyl group is specified as (11R)-hydroxy-(5Z,8Z,12E,14Z)-icosatetraenoyl.				C28H50NO8P		LVIIPAXNGUJAAT-YLLKXINESA-N	559.3274046	CHEBI:137582		
BASm0008994	2-[(15R)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoyl]-sn-glycero-3-phosphocholine	A 2-acyl-sn-glycero-3-phosphocholine in which the acyl group is specified as (15R)-hydroxy-(5Z,8Z,11Z,13E)-icosatetraenoyl.				C28H50NO8P		UGWAFZVUHJCWOQ-FWJSUUQISA-N	559.3274046	CHEBI:137583		
BASm0008995	2-[(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoyl]-sn-glycero-3-phosphocholine	A 2-acyl-sn-glycero-3-phosphocholine in which the acyl group is specified as (15S)-hydroxy-(5Z,8Z,11Z,13E)-icosatetraenoyl.				C28H50NO8P		UGWAFZVUHJCWOQ-SUJBQGSKSA-N	559.3274046	CHEBI:137584		
BASm0008996	2-(prostaglandin E2)-sn-glycero-3-phosphocholine	A 2-acyl-sn-glycero-3-phosphocholine in which the acyl group is specified as (5Z,13E,15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dien-1-oyl				C28H50NO10P		QFBMVHPGUOVSGP-QJRTVADPSA-N	591.3172338	CHEBI:137585		
BASm0008997	(2E,4Z)-decadienoyl-CoA	Trans-delta2, cis-delta4-decadienoyl-coa is also known as (2e,4z)-decadienoyl-coa. Trans-delta2, cis-delta4-decadienoyl-coa is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa). Trans-delta2, cis-delta4-decadienoyl-coa can be found in a number of food items such as tartary buckwheat, bitter gourd, mulberry, and ginger, which makes trans-delta2, cis-delta4-decadienoyl-coa a potential biomarker for the consumption of these food products.			[H]\C(CCCCC)=C(/[H])\C(\[H])=C(/[H])C(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C31H46N7O17P3S	InChI=1S/C31H50N7O17P3S/c1-4-5-6-7-8-9-10-11-22(40)59-15-14-33-21(39)12-13-34-29(43)26(42)31(2,3)17-52-58(49,50)55-57(47,48)51-16-20-25(54-56(44,45)46)24(41)30(53-20)38-19-37-23-27(32)35-18-36-28(23)38/h8-11,18-20,24-26,30,41-42H,4-7,12-17H2,1-3H3,(H,33,39)(H,34,43)(H,47,48)(H,49,50)(H2,32,35,36)(H2,44,45,46)/p-4/b9-8-,11-10+/t20-,24-,25-,26+,30-/m1/s1	FASAKYLWSRDQOH-IMVFQKDNSA-J	913.1905695	CHEBI:137593	HMDB0304510	
BASm0008998	N-acetyl-alpha-D-muramate 1-phosphate			Expected Solid	[H][C@](C)(O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)O[C@]([H])(OP(O)([O-])=O)[C@]1([H])N=C(C)[O-])C([O-])=O	C11H17NO11P	InChI=1S/C11H20NO11P/c1-4(10(16)17)21-9-7(12-5(2)14)11(23-24(18,19)20)22-6(3-13)8(9)15/h4,6-9,11,13,15H,3H2,1-2H3,(H,12,14)(H,16,17)(H2,18,19,20)/p-3/t4-,6-,7-,8-,9-,11-/m1/s1	DTSXRQWOCZUNPL-YVNCZSHWSA-K	370.0555681	CHEBI:137594		MMDBc0056124
BASm0008999	4-aminosalicylate		65-49-6			C7H6NO3		WUBBRNOQWQTFEX-UHFFFAOYSA-M	152.0353166	CHEBI:137598		
BASm0009000	2-hydroxy-7,8-dihydropteroate			Expected Solid	OC(=O)C1=C([O-])C=C(NCC2=NC3=C(NC2)NC(=N)N=C3O)C=C1	C14H13N6O4	InChI=1S/C14H14N6O4/c15-14-19-11-10(12(22)20-14)18-7(5-17-11)4-16-6-1-2-8(13(23)24)9(21)3-6/h1-3,16,21H,4-5H2,(H,23,24)(H4,15,17,19,20,22)/p-1	GIQHIMWSWCCNJG-UHFFFAOYSA-M	329.1003765	CHEBI:137600		MMDBc0055242
BASm0009001	allocholate	Allocholic acid is a bile acid. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135).	2464-18-8	Solid		C24H39O5		BHQCQFFYRZLCQQ-PGHAKIONSA-M	407.2802979	CHEBI:137661	HMDB0000505	
BASm0009002	allodeoxycholate	Allodeoxycholic acid is a bile acid. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135).	1912-55-6	Solid		C24H39O4		KXGVEGMKQFWNSR-WFTUMUMQSA-M	391.2853833	CHEBI:137662	HMDB0000478	
BASm0009003	allocholoyl-CoA			Expected Solid	[H][C@@](C)(CCC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@]([H])(O)C[C@@]4([H])C[C@]([H])(O)CC[C@]4(C)[C@@]3([H])C[C@]([H])(O)[C@]12C	C45H70N7O20P3S	InChI=1S/C45H74N7O20P3S/c1-23(26-7-8-27-34-28(18-31(55)45(26,27)5)44(4)12-10-25(53)16-24(44)17-29(34)54)6-9-33(57)76-15-14-47-32(56)11-13-48-41(60)38(59)43(2,3)20-69-75(66,67)72-74(64,65)68-19-30-37(71-73(61,62)63)36(58)42(70-30)52-22-51-35-39(46)49-21-50-40(35)52/h21-31,34,36-38,42,53-55,58-59H,6-20H2,1-5H3,(H,47,56)(H,48,60)(H,64,65)(H,66,67)(H2,46,49,50)(H2,61,62,63)/p-4/t23-,24-,25-,26-,27+,28+,29-,30-,31+,34+,36-,37-,38+,42-,44+,45-/m1/s1	ZKWNOTQHFKYUNU-JGGGILNFSA-J	1153.363114	CHEBI:137663		MMDBc0055698
BASm0009004	allodeoxycholoyl-CoA			Expected Solid	[H][C@@](C)(CCC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])C[C@]([H])(O)CC[C@]4(C)[C@@]3([H])C[C@]([H])(O)[C@]12C	C45H70N7O19P3S	InChI=1S/C45H74N7O19P3S/c1-24(28-9-10-29-27-8-7-25-18-26(53)12-14-44(25,4)30(27)19-32(54)45(28,29)5)6-11-34(56)75-17-16-47-33(55)13-15-48-41(59)38(58)43(2,3)21-68-74(65,66)71-73(63,64)67-20-31-37(70-72(60,61)62)36(57)42(69-31)52-23-51-35-39(46)49-22-50-40(35)52/h22-32,36-38,42,53-54,57-58H,6-21H2,1-5H3,(H,47,55)(H,48,59)(H,63,64)(H,65,66)(H2,46,49,50)(H2,60,61,62)/p-4/t24-,25+,26-,27+,28-,29+,30+,31-,32+,36-,37-,38+,42-,44+,45-/m1/s1	YTGXPYMXYISPEB-OYTCJBBASA-J	1137.3682	CHEBI:137664		MMDBc0055699
BASm0009006	beta-muricholoyl-CoA			Expected Solid	[H][C@@](C)(CCC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@@]([H])(O)[C@@]([H])(O)[C@]4([H])C[C@]([H])(O)CC[C@]4(C)[C@@]3([H])CC[C@]12C	C45H70N7O20P3S	InChI=1S/C45H74N7O20P3S/c1-23(25-7-8-26-32-27(11-14-44(25,26)4)45(5)13-10-24(53)18-28(45)34(56)35(32)57)6-9-31(55)76-17-16-47-30(54)12-15-48-41(60)38(59)43(2,3)20-69-75(66,67)72-74(64,65)68-19-29-37(71-73(61,62)63)36(58)42(70-29)52-22-51-33-39(46)49-21-50-40(33)52/h21-29,32,34-38,42,53,56-59H,6-20H2,1-5H3,(H,47,54)(H,48,60)(H,64,65)(H,66,67)(H2,46,49,50)(H2,61,62,63)/p-4/t23-,24-,25-,26+,27+,28+,29-,32+,34+,35-,36-,37-,38+,42-,44-,45-/m1/s1	GGOBJYLDOQWHDT-TWQBTYDKSA-J	1153.363114	CHEBI:137668		MMDBc0055774
BASm0009007	3-sulfinopropanoate			Expected Solid	[O-]C(=O)CCS([O-])=O	C3H4O4S	InChI=1S/C3H6O4S/c4-3(5)1-2-8(6)7/h1-2H2,(H,4,5)(H,6,7)/p-2	GBHSTQUVJWQJOK-UHFFFAOYSA-L	135.9841269	CHEBI:137673		MMDBc0055420
BASm0009008	benzylthiol	Phenylmethanethiol is a flavouring agent	100-53-8		SCC1=CC=CC=C1	C7H8S	InChI=1S/C7H8S/c8-6-7-4-2-1-3-5-7/h1-5,8H,6H2	UENWRTRMUIOCKN-UHFFFAOYSA-N	124.0346709	CHEBI:137674	HMDB0029633	
BASm0009009	benzothialdehyde			Expected Solid	S=CC1=CC=CC=C1	C7H6S	InChI=1S/C7H6S/c8-6-7-4-2-1-3-5-7/h1-6H	ACOOSTZBTYEGER-UHFFFAOYSA-N	122.0190214	CHEBI:137675		MMDBc0055740
BASm0009010	ursodeoxycholoyl-CoA			Expected Solid	[H][C@@](C)(CCC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@@]([H])(O)C[C@]4([H])C[C@]([H])(O)CC[C@]4(C)[C@@]3([H])CC[C@]12C	C45H70N7O19P3S	InChI=1S/C45H74N7O19P3S/c1-24(27-7-8-28-34-29(11-14-45(27,28)5)44(4)13-10-26(53)18-25(44)19-30(34)54)6-9-33(56)75-17-16-47-32(55)12-15-48-41(59)38(58)43(2,3)21-68-74(65,66)71-73(63,64)67-20-31-37(70-72(60,61)62)36(57)42(69-31)52-23-51-35-39(46)49-22-50-40(35)52/h22-31,34,36-38,42,53-54,57-58H,6-21H2,1-5H3,(H,47,55)(H,48,59)(H,63,64)(H,65,66)(H2,46,49,50)(H2,60,61,62)/p-4/t24-,25+,26-,27-,28+,29+,30+,31-,34+,36-,37-,38+,42-,44+,45-/m1/s1	IIWDDMINEZBCTG-AIDYBKPZSA-J	1137.3682	CHEBI:137679		MMDBc0056367
BASm0009011	(24S)-hydroxycholestanol					C27H48O2		DGZVTDWQDGXMNS-WWWAIJEQSA-N	404.3654308	CHEBI:137687		
BASm0009012	(25R)-26-hydroxycholestanol					C27H48O2		DKISDYAXCJJSLZ-VCDYLVHKSA-N	404.3654308	CHEBI:137688		
BASm0009013	7-oxotaurolithocholate			Expected Solid	[H][C@@](C)(CCC([O-])=NCCS(O)(=O)=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])C(=O)C[C@]4([H])C[C@]([H])(O)CC[C@]4(C)[C@@]3([H])CC[C@]12C	C26H42NO6S	InChI=1S/C26H43NO6S/c1-16(4-7-23(30)27-12-13-34(31,32)33)19-5-6-20-24-21(9-11-26(19,20)3)25(2)10-8-18(28)14-17(25)15-22(24)29/h16-21,24,28H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)/p-1/t16-,17+,18-,19-,20+,21+,24+,25+,26-/m1/s1	QNRIYEYAHVEGQJ-SWQVIYSDSA-M	496.2738328	CHEBI:137724		MMDBc0055626
BASm0009014					*O[C@H]1C[C@H](n2cc(C=O)c(N)nc2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:137731		
BASm0009015					*O[C@H]1C[C@H](n2cc(C(=O)[O-])c(N)nc2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:137732		
BASm0009018	7,12-dioxo-lithocholate				C[C@H](CCC([O-])=O)[C@H]1CC[C@H]2[C@H]3[C@H](CC(=O)[C@]12C)[C@@]1(C)CC[C@@H](O)C[C@H]1CC3=O	C24H35O5	InChI=1S/C24H36O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-18,22,25H,4-12H2,1-3H3,(H,28,29)/p-1/t13-,14+,15-,16-,17+,18+,22+,23+,24-/m1/s1	MAFJMPFLJJCSTB-FQBQTYDJSA-M	403.2489978	CHEBI:137789	HMDB0240337	
BASm0009019	2,5,6-triamino-4-hydroxypyrimidine			Expected Solid	NC1=C(N)C(O)=NC(=N)N1	C4H7N5O	InChI=1S/C4H7N5O/c5-1-2(6)8-4(7)9-3(1)10/h5H2,(H5,6,7,8,9,10)	SYEYEGBZVSWYPK-UHFFFAOYSA-N	141.0650599	CHEBI:137796		MMDBc0054207
BASm0009020	7-oxoglycolithocholate			Expected Solid	[H][C@@](C)(CCC([O-])=NCC(O)=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])C(=O)C[C@]4([H])C[C@]([H])(O)CC[C@]4(C)[C@@]3([H])CC[C@]12C	C26H40NO5	InChI=1S/C26H41NO5/c1-15(4-7-22(30)27-14-23(31)32)18-5-6-19-24-20(9-11-26(18,19)3)25(2)10-8-17(28)12-16(25)13-21(24)29/h15-20,24,28H,4-14H2,1-3H3,(H,27,30)(H,31,32)/p-1/t15-,16+,17-,18-,19+,20+,24+,25+,26-/m1/s1	MOZIKWXTNVWDAB-JPNWVCBHSA-M	446.291197	CHEBI:137818		MMDBc0055624
BASm0009021	7-oxo-taurodeoxycholate			Expected Solid	[H][C@@](C)(CCC([O-])=NCCS(O)(=O)=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])C(=O)C[C@]4([H])C[C@]([H])(O)CC[C@]4(C)[C@@]3([H])C[C@]([H])(O)[C@]12C	C26H42NO7S	InChI=1S/C26H43NO7S/c1-15(4-7-23(31)27-10-11-35(32,33)34)18-5-6-19-24-20(14-22(30)26(18,19)3)25(2)9-8-17(28)12-16(25)13-21(24)29/h15-20,22,24,28,30H,4-14H2,1-3H3,(H,27,31)(H,32,33,34)/p-1/t15-,16+,17-,18-,19+,20+,22+,24+,25+,26-/m1/s1	VXWYZDSFMHCNQA-UUGCEIAESA-M	512.2687475	CHEBI:137820		MMDBc0055623
BASm0009022	7-oxo-glycodeoxycholate			Expected Solid	[H][C@@](C)(CCC([O-])=NCC(O)=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])C(=O)C[C@]4([H])C[C@]([H])(O)CC[C@]4(C)[C@@]3([H])C[C@]([H])(O)[C@]12C	C26H40NO6	InChI=1S/C26H41NO6/c1-14(4-7-22(31)27-13-23(32)33)17-5-6-18-24-19(12-21(30)26(17,18)3)25(2)9-8-16(28)10-15(25)11-20(24)29/h14-19,21,24,28,30H,4-13H2,1-3H3,(H,27,31)(H,32,33)/p-1/t14-,15+,16-,17-,18+,19+,21+,24+,25+,26-/m1/s1	LSIUQFINAGKPOI-OOHCVHQXSA-M	462.2861116	CHEBI:137824		MMDBc0055622
BASm0009023	(5Z,8Z,11Z,14Z)-eicosatetraenamide	A primary fatty amide resulting from the formal condensation of the carboxy group of arachidonic acid with ammonia.				C20H33NO		BNBSCAZCQDLUDU-DOFZRALJSA-N	303.2562147	CHEBI:137830		
BASm0009024	ursocholate	Ursocholic acid is a bile acid. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135). Ursocholic acid is the 7 beta-hydroxyepimer of cholic acid. It induces a reduction of bile cholesterol saturation.	2955-27-3	Solid		C24H39O5		BHQCQFFYRZLCQQ-UTLSPDKDSA-M	407.2802979	CHEBI:137880	HMDB0000917	
BASm0009025	dehydrocholate		81-23-2			C24H33O5		OHXPGWPVLFPUSM-KLRNGDHRSA-M	401.2333477	CHEBI:137881		
BASm0009026	7beta-hydroxy-3,12-dioxo-5beta-cholan-24-oate			Expected Solid	[H][C@@](C)(CCC([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@@]([H])(O)C[C@]4([H])CC(=O)CC[C@]4(C)[C@@]3([H])CC(=O)[C@]12C	C24H35O5	InChI=1S/C24H36O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-14,16-19,22,26H,4-12H2,1-3H3,(H,28,29)/p-1/t13-,14+,16-,17+,18+,19+,22+,23+,24-/m1/s1	LOGQGKJLNOCUQM-XDFFKFLRSA-M	403.2489978	CHEBI:137882		MMDBc0055645
BASm0009027	3alpha,7beta-dihydroxy-12-oxo-5beta-cholan-24-oate			Expected Solid	[H][C@@](C)(CCC([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@@]([H])(O)C[C@]4([H])C[C@]([H])(O)CC[C@]4(C)[C@@]3([H])CC(=O)[C@]12C	C24H37O5	InChI=1S/C24H38O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-19,22,25-26H,4-12H2,1-3H3,(H,28,29)/p-1/t13-,14+,15-,16-,17+,18+,19+,22+,23+,24-/m1/s1	MIHNUBCEFJLAGN-RAEYQWLJSA-M	405.2646479	CHEBI:137886		MMDBc0055447
BASm0009028	CDP-alpha-D-glucose	CDPglucose is a member of the chemical class known as Pyrimidine Nucleotide Sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group.  GDP-D-glucose is involved in Ebosin biosynthesis. The CDP-D glucose synthase encoded by ste17 gene is involved in the formation of nucleotide sugar (CDP-D-glucose) as glucose precursor in Ebosin biosynthesis. (PMID 19330326)		Expected Solid	[H][C@]1(COP([O-])(=O)OP(O)(=O)O[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)O[C@@]([H])(N2C=CC(=N)N=C2[O-])[C@]([H])(O)[C@]1([H])O	C15H23N3O16P2	InChI=1S/C15H25N3O16P2/c16-7-1-2-18(15(25)17-7)13-11(23)9(21)6(31-13)4-30-35(26,27)34-36(28,29)33-14-12(24)10(22)8(20)5(3-19)32-14/h1-2,5-6,8-14,19-24H,3-4H2,(H,26,27)(H,28,29)(H2,16,17,25)/p-2/t5-,6-,8-,9-,10+,11-,12-,13-,14-/m1/s1	CGPHZDRCVSLMCF-JZMIEXBBSA-L	563.0553547	CHEBI:137927	HMDB03369	MMDBc0029762
BASm0009029	TDP-alpha-D-glucose			Expected Solid	[H][C@]1(COP([O-])(=O)OP(O)(=O)O[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)O[C@@]([H])(N2C=C(C)C([O-])=NC2=O)[C@]([H])(O)[C@]1([H])O	C16H24N2O17P2	InChI=1S/C16H26N2O17P2/c1-5-2-18(16(26)17-13(5)25)14-11(23)9(21)7(32-14)4-31-36(27,28)35-37(29,30)34-15-12(24)10(22)8(20)6(3-19)33-15/h2,6-12,14-15,19-24H,3-4H2,1H3,(H,27,28)(H,29,30)(H,17,25,26)/p-2/t6-,7-,8-,9-,10+,11-,12-,14-,15-/m1/s1	PNFJZOCDYNFHQC-ZATQAWDKSA-L	578.0561185	CHEBI:137931		MMDBc0056325
BASm0009030					*O[C@H]1C[C@H](n2ccc(NC)nc2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:137933		
BASm0009031		Citral, or 3,7-dimethyl-2,6-octadienal or lemonal, is either of, or a mixture of, a pair of terpenoids with the molecular formula C10H16O. The two compounds are double bond isomers. The E-isomer is known as geranial or citral A. The Z-isomer is known as neral or citral B. Citral is found in many foods, some of which are lime, okra, sweet bay, and wild carrot.	5392-40-5		CC(C)=CCC\C(C)=C\C=O	C10H16O	InChI=1S/C10H16O/c1-9(2)5-4-6-10(3)7-8-11/h5,7-8H,4,6H2,1-3H3/b10-7+	WTEVQBCEXWBHNA-JXMROGBWSA-N	152.1201151	CHEBI:137934	HMDB35092	
BASm0009032						C13H23NO2S		OEMZZJFEMJBCHD-VNKGSWCUSA-N	257.1449502	CHEBI:137935		
BASm0009035					*N[C@@H](CO[C@H]1O[C@H](CO)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H]1NC(C)=O)C(*)=O					CHEBI:137949		
BASm0009036					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](CO)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H]1NC(C)=O					CHEBI:137950		
BASm0009037					*N[C@@H](CCCCNC(=O)/C=C/C)C(*)=O					CHEBI:137954		
BASm0009038					*N[C@@H](CCCCNC(=O)CCC)C(*)=O					CHEBI:137955		
BASm0009039					*N[C@@H](CCCCNC(*)=O)C(*)=O					CHEBI:137967		
BASm0009040					*N[C@@H](COP(=O)([O-])OC[C@H]1O[C@H](O[C@@H]2[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(C)=O)O[C@H]2n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O)C(*)=O					CHEBI:137976		
BASm0009041	5-amino-1-(5-phospho-beta-D-ribosyl)imidazole	 5-amino-1-(5-phosphonato-D-ribosyl)imidazol-3-ium is considered to be soluble (in water) and acidic				C8H13N3O7P		PDACUKOKVHBVHJ-XVFCMESISA-M	294.0496603	CHEBI:137981	HMDB0062575	
BASm0009042	a tertiary amine				*[NH+](*)*					CHEBI:137982		
BASm0009045						C30H53N15O13		SHZNCSVWZLZUED-QQCJEOGWSA-N	831.3947268	CHEBI:137986		
BASm0009046	Cyanophycin primer					C30H53N15O13		SHZNCSVWZLZUED-QQCJEOGWSA-N	831.3947268	CHEBI:137986		
BASm0009047						C30H53N15O13		SHZNCSVWZLZUED-QQCJEOGWSA-N	831.3947268	CHEBI:137986		
BASm0009048	19-hydroxy-prostaglandin I2	A prostaglandin carboxylic acid anion that is the conjugate base of 19-hydroxyprostaglandin I2, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C20H31O6		PGRXDTJFXIPRSO-QAQUDUTNSA-M	367.2126123	CHEBI:137987		
BASm0009049	19-hydroxy-thromboxane A2	A thromboxane anion that is the conjugate base of 19-hydroxythromboxane A2, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C20H31O6		WOQBOHYWWJRXPR-SVALGRSTSA-M	367.2126123	CHEBI:137988		
BASm0009050	18-hydroxy-thromboxane A2	A thromboxane anion that is the conjugate base of 18-hydroxythromboxane A2, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C20H31O6		BFIKSPBWSHKXFY-XLQYSURASA-M	367.2126123	CHEBI:137989		
BASm0009051						C34H57N16O16		XGIYQBSRCUVADZ-RBZZARIASA-M	945.4143934	CHEBI:137990		
BASm0009052	L-4-(L-arginin-2-N-yl)aspartate			Expected Solid	N[C@@H](CC(=O)N[C@@H](CCCNC(N)=N)C(O)=O)C(O)=O	C10H19N5O5	InChI=1S/C10H19N5O5/c11-5(8(17)18)4-7(16)15-6(9(19)20)2-1-3-14-10(12)13/h5-6H,1-4,11H2,(H,15,16)(H,17,18)(H,19,20)(H4,12,13,14)/t5-,6-/m0/s1	QCGCETFHYOEVAI-WDSKDSINSA-N	289.1386187	CHEBI:137991		MMDBc0054530
BASm0009053	(2E)-2-ethylidene-4-hydroxy-5-methylfuran-3(2H)-one	A member of the class of furans that is (2E)-2-ethylidenefuran-3(2H)-one carrying additional hydroxy and methyl substituents at positions 4 and 5 respectively.			[H]\C(C)=C1/OC(C)=C(O)C1=O	C7H8O3	InChI=1S/C7H8O3/c1-3-5-7(9)6(8)4(2)10-5/h3,8H,1-2H3/b5-3+	CWXWDRXNERDGHE-HWKANZROSA-N	140.0473441	CHEBI:137994		
BASm0009054	2-ethyl-4-hydroxy-5-methyl-3(2H)-furanone	Homofureanol is found in fruits. Homofureanol is a volatile flavour and aroma component of Japanese style soya sauce (shoyu) and fermented soya bean paste (miso). Antioxidant. It is isolated from Theobroma grandiforum (cupuassu).	27538-10-9			C7H10O3		GWCRPYGYVRXVLI-UHFFFAOYNA-N	142.0629942	CHEBI:137995	HMDB0033736	
BASm0009055					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC[C@H]([NH3+])C(=O)[O-])C(*)=O					CHEBI:137996		
BASm0009056					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCC[NH3+])C(*)=O					CHEBI:137997		
BASm0009057					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCNC(=O)CC[C@H]([NH3+])C(=O)[O-])C(*)=O					CHEBI:137998		
BASm0009058					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)[C@@H](O)CCNC(=O)CC[C@H]([NH3+])C(=O)[O-])C(*)=O					CHEBI:137999		
BASm0009059	(8S,9S)-dihydroxy-(5Z,11Z,14Z)-eicosatrienoate		192461-96-4			C20H33O4		DCJBINATHQHPKO-VHVLZKDYSA-M	337.2384331	CHEBI:138002		
BASm0009060	(14R,15R)-dihydroxy-(5Z,8Z,11Z)-eicosatrienoate	14,15-DiHETrE is a Cytochrome P450 (P450) eicosanoid. Eicosanoids generated from arachidonic acid metabolism by cytochrome P450 (P450) enzymes are important autocrine and paracrine factors that have diverse biological functions. P450 eicosanoids are involved in the regulation of vascular tone, renal tubular transport, cardiac contractility, cellular proliferation, and inflammation. Regulation of P450 eicosanoid levels is determined by many factors, including the induction or repression of the P450 enzymes responsible for their formation. Fibrate drugs are part of a diverse group of compounds known as peroxisome proliferators, which also include herbicides and phthalate ester plasticizers. Peroxisome proliferators act via peroxisome proliferator-activated receptor (PPAR). This receptor is a member of the PPAR nuclear receptor family that also consists of the PPAR and PPAR isoforms. PPAR is mainly expressed in the heart, liver, and kidney, whereas the expression of PPAR is predominantly in the adipose tissue. The biological role of PPAR as a lipid sensor has been well established. 14,15-DiHETrE is a potent activators of PPAR and PPAR, shown to induce the binding of PPAR to a peroxisome proliferator response element (PPRE). Furthermore, 14,15-DiHETrE behaves like peroxisome proliferators in that is able to alter apoA-I and apoA-II mRNA expression. 14,15-DiHETrE is the most potent PPARalpha activator in a COS-7 cell expression system producing a 12-fold increase in PPARalpha-mediated luciferase activity. (PMID: 17431031, 16113065).	77667-09-5	Solid		C20H33O4		SYAWGTIVOGUZMM-JHIAIUNDSA-M	337.2384331	CHEBI:138003	HMDB0002265	
BASm0009061	(11R,12R)-dihydroxy-(5Z,8Z,14Z)-eicosatrienoate		192461-95-3			C20H33O4		LRPPQRCHCPFBPE-FYVRRLHDSA-M	337.2384331	CHEBI:138004		
BASm0009062	(11S,12S)-dihydroxy-(5Z,8Z,14Z)-eicosatrienoate		192461-95-3			C20H33O4		LRPPQRCHCPFBPE-FLWFMKAKSA-M	337.2384331	CHEBI:138005		
BASm0009063	(14S,15S)-dihydroxy-(5Z,8Z,11Z)-eicosatrienoate	14,15-DiHETrE is a Cytochrome P450 (P450) eicosanoid. Eicosanoids generated from arachidonic acid metabolism by cytochrome P450 (P450) enzymes are important autocrine and paracrine factors that have diverse biological functions. P450 eicosanoids are involved in the regulation of vascular tone, renal tubular transport, cardiac contractility, cellular proliferation, and inflammation. Regulation of P450 eicosanoid levels is determined by many factors, including the induction or repression of the P450 enzymes responsible for their formation. Fibrate drugs are part of a diverse group of compounds known as peroxisome proliferators, which also include herbicides and phthalate ester plasticizers. Peroxisome proliferators act via peroxisome proliferator-activated receptor (PPAR). This receptor is a member of the PPAR nuclear receptor family that also consists of the PPAR and PPAR isoforms. PPAR is mainly expressed in the heart, liver, and kidney, whereas the expression of PPAR is predominantly in the adipose tissue. The biological role of PPAR as a lipid sensor has been well established. 14,15-DiHETrE is a potent activators of PPAR and PPAR, shown to induce the binding of PPAR to a peroxisome proliferator response element (PPRE). Furthermore, 14,15-DiHETrE behaves like peroxisome proliferators in that is able to alter apoA-I and apoA-II mRNA expression. 14,15-DiHETrE is the most potent PPARalpha activator in a COS-7 cell expression system producing a 12-fold increase in PPARalpha-mediated luciferase activity. (PMID: 17431031, 16113065).	77667-09-5	Solid		C20H33O4		SYAWGTIVOGUZMM-UMIKWQAVSA-M	337.2384331	CHEBI:138006	HMDB0002265	
BASm0009064	N-acetyl-alpha-D-hexosamine 1-phosphate		901851-43-2	Solid		C8H14NO9P		FZLJPEPAYPUMMR-YVKWHVBHSA-L	299.0417152	CHEBI:138007	HMDB01367	
BASm0009065	(8R,9R)-dihydroxy-(5Z,11Z,14Z)-eicosatrienoate		192461-96-4			C20H33O4		DCJBINATHQHPKO-CALMLMJYSA-M	337.2384331	CHEBI:138008		
BASm0009066	6-(alpha-D-glucose-1-phospho)-alpha-D-mannosyl derivative				*O[C@H]1O[C@H](COP(=O)([O-])O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@@H]1O					CHEBI:138011		
BASm0009067					*N[C@@H](CCCCNC(=O)CC)C(*)=O					CHEBI:138019		
BASm0009068					*N[C@H](C(*)=O)[C@H](O)c1c[nH]cn1					CHEBI:138021		
BASm0009074	dTDP-4-formamido-4,6-dideoxy-alpha-D-glucose			Expected Solid	[H][C@]1(O)C[C@@]([H])(O[C@]1([H])COP(O)(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(C)[C@@]([H])(N=C[O-])[C@]([H])(O)[C@@]1([H])O)N1C=C(C)C([O-])=NC1=O	C17H25N3O15P2	InChI=1S/C17H27N3O15P2/c1-7-4-20(17(26)19-15(7)25)11-3-9(22)10(33-11)5-31-36(27,28)35-37(29,30)34-16-14(24)13(23)12(18-6-21)8(2)32-16/h4,6,8-14,16,22-24H,3,5H2,1-2H3,(H,18,21)(H,27,28)(H,29,30)(H,19,25,26)/p-2/t8-,9+,10-,11-,12-,13+,14-,16-/m1/s1	QULUVRDLMBXPHO-GJSHGOAISA-L	573.0771883	CHEBI:138034		MMDBc0055951
BASm0009075					*N[C@@H](CSSC[C@H](NC(C)=O)C(=O)N[C@H]1[C@@H](O[C@@H]2[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O)C(*)=O					CHEBI:138035		
BASm0009076	10-epi-juneol	Junenol is found in alcoholic beverages. Junenol is a constituent of the juniper berry (Juniperus communis)	62358-38-7			C15H26O		MSJJKJCIFIGTJY-XGUBFFRZSA-N	222.1983655	CHEBI:138037	HMDB0034982	
BASm0009077	(3E,7E)-dolathalia-3,7,11-triene	A bicyclic diterpene consisting of 2,3,5,6,9,10,13,13a-octahydro-1H-benzo[11]annulene carrying five methyl substituents at positions 3, 3, 7, 11 and 13a.				C20H32		KDEVGDLVYKBTQM-WPNGSOMFNA-N	272.250401	CHEBI:138039		
BASm0009078	7-epi-alpha-eudesmol			Expected Solid	[H][C@@]1(CC[C@@]2(C)CCC=C(C)[C@]2([H])C1)C(C)(C)O	C15H26O	InChI=1S/C15H26O/c1-11-6-5-8-15(4)9-7-12(10-13(11)15)14(2,3)16/h6,12-13,16H,5,7-10H2,1-4H3/t12-,13-,15+/m0/s1	FCSRUSQUAVXUKK-KCQAQPDRSA-N	222.1983655	CHEBI:138040		MMDBc0055619
BASm0009079	4-epi-cubebol			Expected Solid	[H][C@]12[C@@]3([H])[C@@]1(CC[C@]3(C)O)[C@@]([H])(C)CC[C@]2([H])C(C)C	C15H26O	InChI=1S/C15H26O/c1-9(2)11-6-5-10(3)15-8-7-14(4,16)13(15)12(11)15/h9-13,16H,5-8H2,1-4H3/t10-,11+,12-,13+,14-,15-/m0/s1	KONGRWVLXLWGDV-DEPYFDJDSA-N	222.1983655	CHEBI:138041		MMDBc0055478
BASm0009080	tau-cadinol	Cedrelanol is found in fruits. Cedrelanol is a constituent of Juniperus communis (juniper).	5937-11-01	Solid	[H][C@@]12C=C(C)CC[C@@]1([H])[C@@](C)(O)CC[C@H]2C(C)C	C15H26O	InChI=1S/C15H26O/c1-10(2)12-7-8-15(4,16)14-6-5-11(3)9-13(12)14/h9-10,12-14,16H,5-8H2,1-4H3/t12-,13-,14+,15-/m0/s1	LHYHMMRYTDARSZ-XQLPTFJDSA-N	222.1983655	CHEBI:138042	HMDB0036646	
BASm0009081	(2E,6E)-hedycaryol			Expected Solid		C15H26O		SDMLCXJKAYFHQM-MKJLVJGCSA-N	222.1983655	CHEBI:138043		MMDBc0054873
BASm0009082	(2Z,6E)-hedycaryol			Expected Solid	[H]\C1=C(C)/CC[C@]([H])(C\C([H])=C(C)/CC1)C(C)(C)O	C15H26O	InChI=1S/C15H26O/c1-12-6-5-7-13(2)9-11-14(10-8-12)15(3,4)16/h6,9,14,16H,5,7-8,10-11H2,1-4H3/b12-6+,13-9-/t14-/m1/s1	SDMLCXJKAYFHQM-NCUXMUJLSA-N	222.1983655	CHEBI:138044		MMDBc0054873
BASm0009083	10-epi-cubebol			Expected Solid	[H][C@@]12[C@]3([H])[C@]1(CC[C@]3(C)O)[C@@]([H])(C)CC[C@@]2([H])C(C)C	C15H26O	InChI=1S/C15H26O/c1-9(2)11-6-5-10(3)15-8-7-14(4,16)13(15)12(11)15/h9-13,16H,5-8H2,1-4H3/t10-,11-,12+,13-,14-,15+/m0/s1	KONGRWVLXLWGDV-RODWMJHOSA-N	222.1983655	CHEBI:138045		MMDBc0055154
BASm0009084	sesterfisherol			Expected Solid	[H][C@@]1(C)CC\C2=C(C)\[C@@]3(O)C[C@@]4([H])[C@]([H])(CC[C@]4(C)C[C@]3([H])[C@@]([H])(C)CC[C@@]12[H])C(C)C	C25H42O	InChI=1S/C25H42O/c1-15(2)19-11-12-24(6)13-22-17(4)8-9-20-16(3)7-10-21(20)18(5)25(22,26)14-23(19)24/h15-17,19-20,22-23,26H,7-14H2,1-6H3/b21-18-/t16-,17+,19-,20+,22-,23+,24-,25+/m1/s1	VQMHZILKNHUAMP-AISFCYSSSA-N	358.323566	CHEBI:138046		MMDBc0056308
BASm0009085	beta-thujene	Beta-thujene, also known as beta-thujene, is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other. Beta-thujene can be found in rosemary, which makes beta-thujene a potential biomarker for the consumption of this food product.				C10H16		GJYKUZUTZNTBEC-UHFFFAOYNA-N	136.1252005	CHEBI:138047	HMDB0302926	
BASm0009086	stellata-2,6,19-triene			Expected Solid		C25H40		JFQLHYSXZPELNV-LNYIGJDBSA-N	340.3130013	CHEBI:138048		MMDBc0005275
BASm0009087	guaia-4,6-diene					C15H24		HLXDFKWNOTZIEI-UHFFFAOYNA-N	204.1878008	CHEBI:138049		
BASm0009088	pseudolaratriene	A bicyclic diterpene that is 1,2,3,3a,4,5,8,8a-octahydroazulene carrying two methyl substituents at positions 6 and 8a as well as a 6-methylhepta-2,5-dien-2-yl at position 3. The relative stereochemistry has been assigned tentatively.				C20H32		FUOLWDALQQTTKB-OHAZERQJSA-N	272.250401	CHEBI:138050		
BASm0009089	selina-4(15),7(11)-diene	gamma-Selinene is found in alcoholic beverages. gamma-Selinene is a constituent of essential oil of hops (Humulus lupulus).	515-17-3		[H][C@@]12CC(CC[C@@]1(C)CCCC2=C)=C(C)C	C15H24	InChI=1S/C15H24/c1-11(2)13-7-9-15(4)8-5-6-12(3)14(15)10-13/h14H,3,5-10H2,1-2,4H3/t14-,15+/m0/s1	RMZHSBMIZBMVMN-LSDHHAIUSA-N	204.1878008	CHEBI:138051	HMDB0038118	
BASm0009090					*C(=O)[C@@H]1[C@@H](O)C(O)CN1*					CHEBI:138052		
BASm0009091					*O[C@H]1[C@@H](O)[C@H](n2cc(OCC(=O)OC)c(=O)[nH]c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:138053		
BASm0009092	2,4,5-trihydroxyphenylacetate			Expected Solid	OC(=O)CC1=CC(O)=C(O)C=C1[O-]	C8H7O5	InChI=1S/C8H8O5/c9-5-3-7(11)6(10)1-4(5)2-8(12)13/h1,3,9-11H,2H2,(H,12,13)/p-1	FKWSAXDBQYTQDO-UHFFFAOYSA-M	183.0298969	CHEBI:138056		MMDBc0055299
BASm0009093					*C(=O)[C@H](CCCC[NH3+])NC(=O)[C@@H]1CCCN1C(=O)[C@H](C)[NH3+]					CHEBI:138057		
BASm0009094					*C(=O)[C@H](CCCC[NH3+])NC(=O)[C@@H]1CCCN1C(=O)[C@H](C)[NH2+]C					CHEBI:138058		
BASm0009095					*C(=O)[C@H](CCCC[NH3+])NC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CCC[NH2+]1					CHEBI:138059		
BASm0009096					*C(=O)[C@H](CCCC[NH3+])NC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CCC[NH+]1C					CHEBI:138060		
BASm0009097					*C(=O)[C@H](CCCC[NH3+])NC(=O)[C@@H]1CCCN1C(=O)[C@@H]([NH3+])CO					CHEBI:138061		
BASm0009098					*C(=O)[C@H](CCCC[NH3+])NC(=O)[C@@H]1CCCN1C(=O)[C@H](CO)[NH2+]C					CHEBI:138062		
BASm0009099	coelenterazine h dioxetanone	A member of the class of oxidized luciferins that is obtained via formal oxidative cleavage of Renilla luciferin.				C26H21N3O4		SPOLSUBPKBTDTA-UHFFFAOYNA-N	439.1532062	CHEBI:138063		
BASm0009100					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1NC(C)=O					CHEBI:138067		
BASm0009102					*O[C@H]1[C@@H](O)[C@H](n2cc(C=O)c(N)nc2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:138075		
BASm0009103	1,1'-dihydroxy-1,1',2,2'-tetrahydroneurosporene			Expected Solid	[H]\C(CC\C(C)=C(/[H])\C(\[H])=C(/[H])\C(\C)=C(/[H])\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)CCCC(C)(C)O)=C(\C)CCCC(C)(C)O	C40H62O2	InChI=1S/C40H62O2/c1-33(21-13-23-35(3)25-15-27-37(5)29-17-31-39(7,8)41)19-11-12-20-34(2)22-14-24-36(4)26-16-28-38(6)30-18-32-40(9,10)42/h11-15,19-25,27-28,41-42H,16-18,26,29-32H2,1-10H3/b12-11+,21-13+,22-14+,25-15+,33-19+,34-20+,35-23+,36-24+,37-27+,38-28+	YBUVIHJIZVAODP-ZDVIUYNHSA-N	574.4749812	CHEBI:138076		MMDBc0055120
BASm0009104	1-hydroxy-all-trans-1,2-dihydro-neurosporene			Expected Solid	CC(C)=CCC\C(C)=C\CC\C(C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C=C(/C)CCCC(C)(C)O	C40H60O	InChI=1S/C40H60O/c1-33(2)19-13-22-36(5)25-16-28-37(6)26-14-23-34(3)20-11-12-21-35(4)24-15-27-38(7)29-17-30-39(8)31-18-32-40(9,10)41/h11-12,14-15,17,19-21,23-27,29-30,41H,13,16,18,22,28,31-32H2,1-10H3/b12-11+,23-14+,24-15+,29-17+,34-20+,35-21+,36-25+,37-26+,38-27+,39-30+	IWZRTQIXVDXLNL-PZKADDIDSA-N	556.4644166	CHEBI:138077		MMDBc0054124
BASm0009105	2''-O-acyl-ADP-D-ribose				*C(=O)O[C@H]1C(O)O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)[C@H]1O					CHEBI:138087		
BASm0009107	2-(prostaglandin G2)-sn-glycero-3-phosphoethanolamine	A 2-acyl-sn-glycero-3-phosphoethanolamine zwitterion obtained by transfer of a proton from the phosphate to the amino group of 2-[(9S,11R)-epidioxy-15(S)-hydroperoxy-(5Z,13E)-prostadienoyl]-sn-glycero-3-phosphoethanolamine; major species at pH 7.3.				C25H44NO11P		GARJYNYOLGHMOP-GONZANLZSA-N	565.2651982	CHEBI:138098		
BASm0009108	2-(prostaglandin H2)-sn-glycero-3-phosphoethanolamine	A 2-acyl-sn-glycero-3-phosphoethanolamine zwitterion obtained by transfer of a proton from the phosphate to the amino group of 2-[(9S,11R)-epidioxy-(15S)-hydroxy-(5Z,13E)-prostadienoyl]-sn-glycero-3-phosphoethanolamine; major species at pH 7.3.				C25H44NO10P		JORBVYOHRWCTFB-GONZANLZSA-N	549.2702836	CHEBI:138099		
BASm0009109	2-(prostaglandin G2)-sn-glycero-3-phosphocholine	A 2-acyl-sn-glycero-3-phosphocholine in which the acyl group is specified as (9S,11R)-epidioxy-(15S)-hydroperoxy-(5Z,13E)-prostadienoyl.				C28H50NO11P		TYNKWIHBJRQZNW-BWEJQOJRSA-N	607.3121484	CHEBI:138100		
BASm0009110	2-(prostaglandin H2)-sn-glycero-3-phosphocholine	A prostanoid-LPC that is the ammonium betaine of a 2-(prostaglandin H2)-sn-glycero-3-phosphocholine arising from deprotonation of the phosphate OH group; major species at pH 7.3.				C28H50NO10P		QNEYMHCJQNZTAZ-BWEJQOJRSA-N	591.3172338	CHEBI:138101		
BASm0009111					*N[C@@H](CC(=O)OC1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O)C(*)=O					CHEBI:138102		
BASm0009112					*N[C@H](C(*)=O)[C@H](O)C(N)=O					CHEBI:138107		
BASm0009113					*N[C@H](C(*)=O)[C@H](O)C(=O)[O-]					CHEBI:138111		
BASm0009114						C14H20NO18S2		YMRGBHXQASMOMH-MMPMEFKSSA-K	554.0138259	CHEBI:138112		
BASm0009115					*N[C@H](C(*)=O)[C@@H](C)OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O					CHEBI:138113		
BASm0009116					*N[C@@H](Cc1ccc(OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(=O)[nH]c(N)nc43)[C@H](O)[C@@H]2O)cc1)C(*)=O					CHEBI:138114		
BASm0009117						C14H20NO18S2		YMRGBHXQASMOMH-FWMKGIEWSA-K	554.0138259	CHEBI:138121		
BASm0009124	1,2-di-(9Z-hexadecenoyl)-sn-glycero-3-phosphoethanolamine	PE(16:1(9Z)/16:1(9Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(16:1(9Z)/16:1(9Z)), in particular, consists of two chains of palmitoleic acid at the C-1 and C-2 positions. The palmitoleic acid moieties are derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	C37H70NO8P	InChI=1S/C37H70NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38)46-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,35H,3-12,17-34,38H2,1-2H3,(H,41,42)/b15-13-,16-14-/t35-/m1/s1	PGPMCWZMPPZJML-NAFNZUQFSA-N	687.4839052	CHEBI:138145	HMDB0008957	
BASm0009125					*[C@H]1C[C@H](OP(=O)([O-])[O-])[C@@H](COP(*)(=O)[O-])O1					CHEBI:138147		
BASm0009126					*[C@H]1C[C@H](O)[C@@H](COP(*)(=O)[O-])O1					CHEBI:138148		
BASm0009127	D-tagatopyranose 1-phosphate			Expected Solid	[H][C@@]1(O)COC(O)(COP([O-])([O-])=O)[C@@]([H])(O)[C@@]1([H])O	C6H11O9P	InChI=1S/C6H13O9P/c7-3-1-14-6(10,5(9)4(3)8)2-15-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/p-2/t3-,4+,5+,6?/m1/s1	HXRNACQBNUPKDX-OEXCPVAWSA-L	258.0151661	CHEBI:138150		MMDBc0055876
BASm0009128	(+)-(2S,3R,9R)-pristinol			Expected Solid	C/C1=C2\CC[C@@H](C)[C@@H]2CC(C)(C)C[C@@H](O)C1	C15H26O	InChI=1S/C15H26O/c1-10-5-6-13-11(2)7-12(16)8-15(3,4)9-14(10)13/h10,12,14,16H,5-9H2,1-4H3/b13-11-/t10-,12+,14+/m1/s1	PXKJCWZAMAFFIW-GLBIRDDMSA-N	222.1983655	CHEBI:138165		MMDBc0054731
BASm0009129	nezukol				C=C[C@@]1(C)CC[C@H]2[C@@](O)(CC[C@H]3C(C)(C)CCC[C@@]32C)C1	C20H34O	InChI=1S/C20H34O/c1-6-18(4)12-8-16-19(5)11-7-10-17(2,3)15(19)9-13-20(16,21)14-18/h6,15-16,21H,1,7-14H2,2-5H3	IYDAPILQPCDHTO-UHFFFAOYNA-N	290.2609657	CHEBI:138166		
BASm0009130	5-hydroxy-alpha-gurjunene					C15H26O		OHFMYRJCMYNZKO-KUKPGQNJSA-N	222.1983655	CHEBI:138167		
BASm0009131	5'-O-phosphonoadenylyl-(3'->5')-adenosine			Expected Solid	[H][C@]1(COP([O-])(=O)O[C@]2([H])[C@@]([H])(COP([O-])([O-])=O)O[C@@]([H])(N3C=NC4=C(N)N=CN=C34)[C@]2([H])O)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O	C20H23N10O13P2	InChI=1S/C20H26N10O13P2/c21-15-9-17(25-3-23-15)29(5-27-9)19-12(32)11(31)7(41-19)1-40-45(37,38)43-14-8(2-39-44(34,35)36)42-20(13(14)33)30-6-28-10-16(22)24-4-26-18(10)30/h3-8,11-14,19-20,31-33H,1-2H2,(H,37,38)(H2,21,23,25)(H2,22,24,26)(H2,34,35,36)/p-3/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1	GTUJJVSZIHQLHA-XPWFQUROSA-K	673.0937756	CHEBI:138171		MMDBc0055590
BASm0009132					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)[C@H](*)[NH3+])C(*)=O					CHEBI:138175		
BASm0009137					*C(=O)N[C@@H](*)C(=O)O[C@H]1[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:138191		
BASm0009138	1,2-dihexanoyl-sn-glycero-3-phosphocholine	A phosphatidylcholine 12:0 in which both acyl groups are specified as hexanoyl.				C20H40NO8P		DVZARZBAWHITHR-GOSISDBHSA-N	453.2491543	CHEBI:138194		
BASm0009139	1,2-diheptanoyl-sn-glycero-3-phosphocholine	A phosphatidylcholine 14:0 in which both acyl groups are specified as heptanoyl.				C22H44NO8P		RBFSPQDASPEAID-HXUWFJFHSA-N	481.2804544	CHEBI:138195		
BASm0009140	1-hexanoyl-2-heptanoyl-sn-glycero-3-phosphocholine	A 1-hexanoyl-2-acyl-sn-glycero-3-phosphocholine in which the acyl group at position 2 is specified as heptanoyl.				C21H42NO8P		FKCJGWFCANEGLV-LJQANCHMSA-N	467.2648043	CHEBI:138197		
BASm0009141	1-heptanoyl-2-hexanoyl-sn-glycero-3-phosphocholine	A phosphatidylcholine 13:0 in which the acyl groups at positions 1 and 2 are specified as heptanoyl and hexanoyl respectively.				C21H42NO8P		ILEMXBCROCGAHC-LJQANCHMSA-N	467.2648043	CHEBI:138198		
BASm0009142	1-hexadecanoyl-2-heptanoyl-sn-glycero-3-phosphocholine	1-palmitoyl-2-acyl-sn-glycero-3-phosphocholine in which the 2-acyl group is specified as heptanoyl.				C31H62NO8P		FNMPMPYALKNMBE-GDLZYMKVSA-N	607.421305	CHEBI:138199		
BASm0009143	1-heptanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholine	1-acyl-2-palmitoyl-sn-glycero-3-phosphocholine in which the 1-acyl group is specified as heptanoyl.				C31H62NO8P		DGIVTKVYWNNXNU-GDLZYMKVSA-N	607.421305	CHEBI:138200		
BASm0009144	1-octadecanoyl-2-pentanoyl-sn-glycero-3-phosphocholine	A 1,2-diacyl-sn-glycero-3-phosphocholine in which the acyl groups at positions 1 and 2 are specified as octadecanoyl and pentanoyl respectively.				C31H62NO8P		MPCREWBYZXMEFD-GDLZYMKVSA-N	607.421305	CHEBI:138211		
BASm0009145	1-octadecanoyl-2-hexanoyl-sn-glycero-3-phosphocholine	A phosphatidylcholine 24:0 in which the acyl groups at positions 1 and 2 are specified as octadecanoyl and hexanoyl respectively.				C32H64NO8P		WAXXWSHAPYWALO-SSEXGKCCSA-N	621.436955	CHEBI:138212		
BASm0009146	1-octadecanoyl-2-octanoyl-sn-glycero-3-phosphocholine	A phosphatidylcholine 26:0 in which the acyl groups at positions 1 and 2 are specified as octadecanoyl and octanoyl respectively.				C34H68NO8P		DLNRUGDIZLLLEA-JGCGQSQUSA-N	649.4682552	CHEBI:138213		
BASm0009147	1-octadecanoyl-2-nonanoyl-sn-glycero-3-phosphocholine	A phosphatidylcholine 27:0 in which the acyl groups at positions 1 and 2 are specified as octadecanoyl and nonanoyl respectively.				C35H70NO8P		CLUNFPZKGTYNMF-MGBGTMOVSA-N	663.4839052	CHEBI:138214		
BASm0009148	1-octadecanoyl-2-dodecanoyl-sn-glycero-3-phosphocholine	PC(18:0/12:0) belongs to the class of organic compounds known as phosphatidylcholines. These are glycerophosphocholines in which the two free -OH are attached to one fatty acid each through an ester linkage. Thus, PC(18:0/12:0) is considered to be a glycerophosphocholine lipid molecule. PC(18:0/12:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCC	C38H76NO8P	InChI=1S/C38H76NO8P/c1-6-8-10-12-14-16-17-18-19-20-21-23-24-26-28-30-37(40)44-34-36(35-46-48(42,43)45-33-32-39(3,4)5)47-38(41)31-29-27-25-22-15-13-11-9-7-2/h36H,6-35H2,1-5H3/t36-/m1/s1	BRNGDJBMPAYDPP-PSXMRANNSA-N	705.5308554	CHEBI:138215		
BASm0009149	1,2-dihexanoyl-sn-glycero-3-phosphoethanolamine	1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the acyl groups at positions 1 and 2 are both specified as hexanoyl.				C17H34NO8P		PELYUHWUVHDSSU-OAHLLOKOSA-N	411.2022041	CHEBI:138216		
BASm0009150	1-heptanoyl-2-hexanoyl-sn-glycero-3-phosphoethanolamine	1,2-diacyl-sn-glycero-3-phosphoethanolamine zwitterion in which the acyl groups at positions 1 and 2 are specified as heptanoyl and hexanoyl respectively.				C18H36NO8P		BVSONJOGLYNESH-MRXNPFEDSA-N	425.2178541	CHEBI:138217		
BASm0009151	1,2-diheptadecanoyl-sn-glycero-3-phosphoethanolamine	PE(17:0/17:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(17:0/17:0), in particular, consists of two heptadecanoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCC	C39H78NO8P	InChI=1S/C39H78NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-38(41)45-35-37(36-47-49(43,44)46-34-33-40)48-39(42)32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h37H,3-36,40H2,1-2H3,(H,43,44)/t37-/m1/s1	YSFFAUPDXKTJMR-DIPNUNPCSA-N	719.5465055	CHEBI:138218		MMDBc0030229
BASm0009152	ent-atiserene					C20H32		LFRRHLVVLXYROS-YQXATGRUSA-N	272.250401	CHEBI:138219		
BASm0009153	1,2-diheptadecanoyl-sn-glycero-3-phospho-N-hexadecanoyl-ethanolamine	An N-hexadecanoylphosphatidylethanolamine(1-) in which the acyl groups at positions 1 and 2 are both specified as heptadecanoyl.				C55H107NO9P		WWFQTGZIKSHZIJ-OIVUAWODSA-M	956.7688946	CHEBI:138220		
BASm0009154	1,2-diheptadecanoyl-sn-glycero-3-phospho-N-(9Z-octadecenoyl)-ethanolamine	An N-oleoylphosphatidylethanolamine(1-) in which the acyl groups at positions 1 and 2 are both specified as heptadecanoyl.				C57H109NO9P		PCUGWEAIXCPPIT-JRTFMWKKSA-M	982.7845447	CHEBI:138222		
BASm0009155	ent-8alpha-hydroxylabd-13-en-15-yl diphosphate	An organophosphate oxoanion obtained by deprotonation of the diphosphate OH groups of ent-copal-8-ol diphosphate; major species at pH 7.3.				C20H35O8P2		ZDGVATANBJCRHY-BVVYIIRBSA-K	465.1823628	CHEBI:138223		
BASm0009156	ent-13-epi-manoyl oxide	Manoyl oxide, also known as (-)-ent-13-epi-manoyl oxide, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Manoyl oxide is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Manoyl oxide can be found in pot marjoram, which makes manoyl oxide a potential biomarker for the consumption of this food product.			CC1(C)CCC[C@]2(C)[C@@H]1CC[C@]1(C)O[C@](C)(CC[C@@H]21)C=C	C20H34O	InChI=1S/C20H34O/c1-7-18(4)13-9-16-19(5)12-8-11-17(2,3)15(19)10-14-20(16,6)21-18/h7,15-16H,1,8-14H2,2-6H3/t15-,16+,18+,19-,20+/m1/s1	IGGWKHQYMAJOHK-QVHQYWGISA-N	290.2609657	CHEBI:138224	HMDB0302821	
BASm0009157	beta-geranylfarnesene			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CCC(=C)C=C)=C(\C)CCC=C(C)C	C25H40	InChI=1S/C25H40/c1-8-22(4)14-10-16-24(6)18-12-20-25(7)19-11-17-23(5)15-9-13-21(2)3/h8,13,16-17,20H,1,4,9-12,14-15,18-19H2,2-3,5-7H3/b23-17+,24-16+,25-20+	ZAENFYLULMRPFH-ITTVFDGXSA-N	340.3130013	CHEBI:138226		MMDBc0055770
BASm0009158	beta-hexaprene			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CCC(=C)C=C)=C(\C)CCC=C(C)C	C30H48	InChI=1S/C30H48/c1-9-26(4)16-11-18-28(6)20-13-22-30(8)24-14-23-29(7)21-12-19-27(5)17-10-15-25(2)3/h9,15,18-19,22-23H,1,4,10-14,16-17,20-21,24H2,2-3,5-8H3/b27-19+,28-18+,29-23+,30-22+	HVNMFMZGDPZXND-ICZYJQKRSA-N	408.3756015	CHEBI:138227		MMDBc0055772
BASm0009159	beta-heptaprene			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CCC(=C)C=C)=C(\C)CCC=C(C)C	C35H56	InChI=1S/C35H56/c1-10-30(4)18-12-20-32(6)22-14-24-34(8)26-16-28-35(9)27-15-25-33(7)23-13-21-31(5)19-11-17-29(2)3/h10,17,20-21,24-25,28H,1,4,11-16,18-19,22-23,26-27H2,2-3,5-9H3/b31-21+,32-20+,33-25+,34-24+,35-28+	YNWDINKHLIWBQT-YDTSVZKTSA-N	476.4382018	CHEBI:138228		MMDBc0055771
BASm0009160	peregrinol diphosphate	An organophosphate oxoanion obtained by deprotonation of the diphosphate OH groups of peregrinol diphosphate; major species at pH 7.3.				C20H35O8P2		BXBWAHVSCRSIHO-UEHSRLBXSA-K	465.1823628	CHEBI:138232		
BASm0009161	(13R)-9,13-epoxylabd-14-ene	A tricyclic diterpenoid that is an intermediate in the biosynthesis of marrubiin by the medicinal plant Marrubium vulgare.				C20H34O		YFIVBYGSVFHTOP-XIHRTOKZSA-N	290.2609657	CHEBI:138233		
BASm0009162	(13R)-manoyl oxide		1227-93-6			C20H34O		IGGWKHQYMAJOHK-CZKCSJLSSA-N	290.2609657	CHEBI:138234		
BASm0009164	cycloaraneosene			Expected Solid	[H][C@@]1(C)CC[C@@]2([H])C(=C)CCC3=C(CC[C@@]3(C)C[C@]12[H])C(C)C	C20H32	InChI=1S/C20H32/c1-13(2)16-10-11-20(5)12-18-15(4)6-8-17(18)14(3)7-9-19(16)20/h13,15,17-18H,3,6-12H2,1-2,4-5H3/t15-,17+,18-,20+/m1/s1	RROMSRXZXPWQPJ-QEEHTWDDSA-N	272.250401	CHEBI:138247		MMDBc0055836
BASm0009165	3-hydroxyhexane-2,5-dione					C6H10O3		MXGSILCFPNVDMX-UHFFFAOYNA-N	130.0629942	CHEBI:138251		
BASm0009166	N-(4-oxoglutaryl)-L-cysteinylglycine			Expected Solid		C10H12N2O7S		PMIVQUCENWNWHX-YFKPBYRVSA-L	304.0376191	CHEBI:138256		MMDBc0054570
BASm0009168	2-heptanoyl-sn-glycero-3-phosphocholine	A 2-acyl-sn-glycero-3-phosphocholine in which the acyl group is specified as heptanoyl.				C15H32NO7P		XHIJUZNRGPLVKF-CQSZACIVSA-N	369.1916394	CHEBI:138266		
BASm0009169	hexanoyl-sn-glycero-3-phosphoethanolamine				*OC[C@H](COP(=O)([O-])OCC[NH3+])O*					CHEBI:138267		
BASm0009170	D-xylulose 1,5-bisphosphate					C5H8O11P2		YAHZABJORDUQGO-WUJLRWPWSA-J	305.9563794	CHEBI:138268		
BASm0009171	1-O-hexadecyl-2-nonadioyl-sn-glycero-3-phosphocholine	An anionic phospholipid obtained by deprotonation of the free carboxy group of 1-O-hexadecyl-2-(8-carboxyoctanoyl)-sn-glycero-3-phosphocholine; major species at pH 7.3.				C33H65NO9P		ZDFOCDTXDPKJKA-WJOKGBTCSA-M	650.4402433	CHEBI:138269		
BASm0009172	excited coelenteramide h monoanion	An organic anion obtained by deprotonation of the amide group of oxidized Renilla luciferin. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).				C25H20N3O2		FIQGECQMUNSCET-UHFFFAOYSA-M	394.1561005	CHEBI:138275		
BASm0009173					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])OP(=O)([O-])[O-]					CHEBI:138276		
BASm0009174					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](n2cnc3c(=O)[nH]c(N)nc32)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-]					CHEBI:138278		
BASm0009175					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O					CHEBI:138280		
BASm0009176					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])[O-]					CHEBI:138282		
BASm0009177					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1CO					CHEBI:138284		
BASm0009178					*C(=O)[C@H](CCCC[NH3+])NC(=O)[C@@H]1CCCN1C(=O)[C@H](C)[NH+](C)C					CHEBI:138286		
BASm0009179					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-]					CHEBI:138288		
BASm0009180	2-hydroxyoctanoyl-CoA	An acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 2-hydroxyoctanoyl-CoA; major species at pH 7.3.				C29H46N7O18P3S		OVBGFRQBFVNBFL-PMDCUQHOSA-J	905.1854842	CHEBI:138290		
BASm0009181	2-hydroxydecanoyl-CoA	2-hydroxydecanoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a 2-hydroxydecanoic acid thioester of coenzyme A. 2-hydroxydecanoyl-coa is an acyl-CoA with 3 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. 2-hydroxydecanoyl-coa is therefore classified as a short chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. 2-hydroxydecanoyl-coa, being a short chain acyl-CoA is a substrate for short chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, 2-Hydroxydecanoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of 2-Hydroxydecanoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts 2-Hydroxydecanoyl-CoA into 2-Hydroxydecanoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, 2-Hydroxydecanoylcarnitine is converted back to 2-Hydroxydecanoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of 2-Hydroxydecanoyl-CoA occurs in four steps. First, since 2-Hydroxydecanoyl-CoA is a short chain acyl-CoA it is the substrate for a short chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of 2-Hydroxydecanoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until 2-Hydroxydecanoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.				C31H50N7O18P3S		PQDFXIRPSAHPRP-DCLPJPSESA-J	933.2167843	CHEBI:138292	HMDB0300861	
BASm0009182					*N[C@@H](CCCCNP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O)C(*)=O					CHEBI:138294		
BASm0009183	2-hydroxy-3-methylbutanoyl-CoA	A fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 2-hydroxyisovaleryl-CoA; major species at pH 7.3.				C26H40N7O18P3S		OSGWCUXYFMVTPH-MPVICIIESA-J	863.138534	CHEBI:138296		
BASm0009184	2-hydroxyheptadecanoyl-CoA	A fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 2-hydroxyheptadecanoyl-CoA; major species at pH 7.3.				C38H64N7O18P3S		UORNFJCSMDDBIC-FWWYCUMBSA-J	1031.326335	CHEBI:138297		
BASm0009185	2-hydroxyeicosanoyl-CoA	2-hydroxyicosanoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a 2-hydroxyicosanoic acid thioester of coenzyme A. 2-hydroxyicosanoyl-coa is an acyl-CoA with 20 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. 2-hydroxyicosanoyl-coa is therefore classified as a long chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. 2-hydroxyicosanoyl-coa, being a long chain acyl-CoA is a substrate for long chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, 2-hydroxyicosanoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of 2-hydroxyicosanoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts 2-hydroxyicosanoyl-CoA into 2-hydroxyicosanoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, 2-hydroxyicosanoylcarnitine is converted back to 2-hydroxyicosanoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of 2-hydroxyicosanoyl-CoA occurs in four steps. First, since 2-hydroxyicosanoyl-CoA is a long chain acyl-CoA it is the substrate for a long chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of 2-hydroxyicosanoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until 2-hydroxyicosanoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.				C41H70N7O18P3S		OABXIFAEJYWYDG-MNCIRMMRSA-J	1073.373285	CHEBI:138298	HMDB0301343	
BASm0009186	2-hydroxydodecanoyl-CoA	A fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 2-hydroxydodecanoyl-CoA; major species at pH 7.3.				C33H54N7O18P3S		DGCUOCHMLBJZEF-NJLCRHPKSA-J	961.2480844	CHEBI:138299		
BASm0009187	2-hydroxytetradecanoyl-CoA	A fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 2-hydroxytetradecanoyl-CoA; major species at pH 7.3.				C35H58N7O18P3S		FTHAAWMGKVTJIF-UCXPIXOESA-J	989.2793845	CHEBI:138300		
BASm0009188	labda-7,13(16),14-triene			Expected Solid	[H][C@]1(CCC(=C)C=C)C(C)=CC[C@@]2([H])C(C)(C)CCC[C@]12C	C20H32	InChI=1S/C20H32/c1-7-15(2)9-11-17-16(3)10-12-18-19(4,5)13-8-14-20(17,18)6/h7,10,17-18H,1-2,8-9,11-14H2,3-6H3/t17-,18-,20+/m0/s1	KRSHQVOXPYIJQR-CMKODMSKSA-N	272.250401	CHEBI:138301		MMDBc0056070
BASm0009189	(12E)-labda-8(17),12,14-triene			Expected Solid	[H][C@@]12CCC(=C)[C@H](C\C=C(/C)C=C)[C@@]1(C)CCCC2(C)C	C20H32	InChI=1S/C20H32/c1-7-15(2)9-11-17-16(3)10-12-18-19(4,5)13-8-14-20(17,18)6/h7,9,17-18H,1,3,8,10-14H2,2,4-6H3/b15-9+/t17-,18-,20+/m0/s1	VJVMMXUPZGOBSN-DIUMXTPXSA-N	272.250401	CHEBI:138302		MMDBc0054019
BASm0009190	alpha-onocerin					C30H50O2		GESZMTVZGWZBPW-IHIDZKKCSA-N	442.3810809	CHEBI:138303		
BASm0009191	pre-alpha-onocerin	A triterpenoid that is an intermediate in the biosynthesis of alpha-onocerin by the fern Lycopodium clavatum.				C30H50O2		YOXYJGZFQYXPHZ-AEBUGLRVSA-N	442.3810809	CHEBI:138305		
BASm0009193	(3S,22S)-2,3:22,23-diepoxysqualene					C30H50O2		KABSNIWLJXCBGG-OQSIWNGOSA-N	442.3810809	CHEBI:138307	HMDB0249937	
BASm0009194	(-)-kolavenyl diphosphate			Expected Solid		C20H33O7P2		LKJRXYMJDDAXEN-UUMJGGROSA-K	447.1717981	CHEBI:138310		MMDBc0056327
BASm0009195	(+)-kolavenyl diphosphate			Expected Solid	[H]\C(COP([O-])(=O)OP([O-])([O-])=O)=C(\C)CC[C@]1(C)[C@@]([H])(C)CC[C@]2(C)C(C)=CCC[C@@]12[H]	C20H33O7P2	InChI=1S/C20H36O7P2/c1-15(11-14-26-29(24,25)27-28(21,22)23)9-12-19(4)17(3)10-13-20(5)16(2)7-6-8-18(19)20/h7,11,17-18H,6,8-10,12-14H2,1-5H3,(H,24,25)(H2,21,22,23)/p-3/b15-11+/t17-,18-,19+,20+/m0/s1	LKJRXYMJDDAXEN-LZLHAIBVSA-K	447.1717981	CHEBI:138311		MMDBc0054739
BASm0009196	(+)-kolavelool			Expected Solid	[H][C@]1(C)CC[C@]2(C)C(C)=CCC[C@@]2([H])[C@]1(C)CCC(C)(O)C=C	C20H34O	InChI=1S/C20H34O/c1-7-18(4,21)13-14-20(6)16(3)11-12-19(5)15(2)9-8-10-17(19)20/h7,9,16-17,21H,1,8,10-14H2,2-6H3/t16-,17+,18?,19+,20+/m0/s1	YBDUXZKWDIUNSG-JPNUPGBZSA-N	290.2609657	CHEBI:138313		MMDBc0054738
BASm0009197	allylsulfenate	Allylsulfenate, also known as allylsulfenic acid or 2-propenesulfenic acid, is a member of the class of compounds known as allyl sulfur compounds. Allyl sulfur compounds are compounds containing an allylsulfur group, with the general structure H2C(=CH2)CS. Allylsulfenate is soluble (in water) and a very weakly acidic compound (based on its pKa). Allylsulfenate can be found in a number of food items such as wax gourd, acorn, pineappple sage, and calabash, which makes allylsulfenate a potential biomarker for the consumption of these food products.			OSCC=C	C3H6OS	InChI=1S/C3H6OS/c1-2-3-5-4/h2,4H,1,3H2	WLHNIAVMSNXYHO-UHFFFAOYSA-N	90.01393599	CHEBI:138314	HMDB0304264	
BASm0009198					*C(=O)[C@H](CCCC[NH3+])NC(=O)[C@@H]1CCCN1C(=O)[C@H](C)[N+](C)(C)C					CHEBI:138315		
BASm0009199					*C(=O)[C@H](CCCC[NH3+])NC(=O)[C@@H]1CCCN1C(=O)[C@H](CO)[NH+](C)C					CHEBI:138316		
BASm0009200					*C(=O)[C@H](CCCC[NH3+])NC(=O)[C@@H]1CCCN1C(=O)[C@H](CO)[N+](C)(C)C					CHEBI:138317		
BASm0009201					*C(=O)[C@H](CCCC[NH3+])NC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CCC[N+]1(C)C					CHEBI:138318		
BASm0009202					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1ccc(O)cc1)C(*)=O					CHEBI:138321		
BASm0009203	9alpha,11alpha-methylene thromboxane A2					C21H33O4		VQUUFWNZZIMDBR-SXNJQZKASA-M	349.2384331	CHEBI:138322		
BASm0009204	19-hydroxy-9alpha,11alpha-methylene thromboxane A2	A thromboxane anion that is the conjugate base of 19-hydroxycarbocyclic thromboxane A2, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C21H33O5		RWKLFZNKJPQWRW-RBHGNWNXSA-M	365.2333477	CHEBI:138323		
BASm0009205	18-hydroxy-9alpha,11alpha-methylene thromboxane A2	A thromboxane anion that is the conjugate base of 18-hydroxycarbocyclic thromboxane A2, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C21H33O5		GQTKTVLOOUFFTJ-QLKVQSEBSA-M	365.2333477	CHEBI:138324		
BASm0009206	L-firefly luciferyl-CoA	An acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of L-firefly luciferyl-CoA; major species at pH 7.3.				C32H38N9O18P3S3		UIZNKBFSRZHFMA-UMHTZZNJSA-J	1025.073174	CHEBI:138328		
BASm0009207	firefly L-luciferin					C11H7N2O3S2		BJGNCJDXODQBOB-ZETCQYMHSA-M	278.990358	CHEBI:138329		
BASm0009208	pyridinium-3-carboxylate-5-thiocarboxylate mononucleotide			Expected Solid	[H][C@]1(COP([O-])([O-])=O)O[C@@]([H])([N+]2=CC(=CC(=C2)C([S-])=O)C([O-])=O)[C@]([H])(O)[C@]1([H])O	C12H11NO10PS	InChI=1S/C12H14NO10PS/c14-8-7(4-22-24(19,20)21)23-10(9(8)15)13-2-5(11(16)17)1-6(3-13)12(18)25/h1-3,7-10,14-15H,4H2,(H3-,16,17,18,19,20,21,25)/p-3/t7-,8-,9-,10-/m1/s1	ALIWKEBIEDUSIU-ZYUZMQFOSA-K	391.9857745	CHEBI:138330		MMDBc0056283
BASm0009209					*N[C@@H](Cc1cn(P(=O)([O-])OC[C@H]2O[C@@H](n3c[n+](C)c4c(=O)[nH]c(N)nc43)[C@H](O)[C@@H]2O)cn1)C(*)=O					CHEBI:138334		
BASm0009212	4-sulfanylbutanoate			Expected Solid	[O-]C(=O)CCCS	C4H7O2S	InChI=1S/C4H8O2S/c5-4(6)2-1-3-7/h7H,1-3H2,(H,5,6)/p-1	DTRIDVOOPAQEEL-UHFFFAOYSA-M	119.0172242	CHEBI:138358		MMDBc0055539
BASm0009213	4,4'-disulfanyldibutanoate			Expected Solid	[O-]C(=O)CCCSSCCCC([O-])=O	C8H12O4S2	InChI=1S/C8H14O4S2/c9-7(10)3-1-5-13-14-6-2-4-8(11)12/h1-6H2,(H,9,10)(H,11,12)/p-2	YYSCJLLOWOUSHH-UHFFFAOYSA-L	236.0187984	CHEBI:138359		MMDBc0055543
BASm0009214						C59H87O49		QFIXNMXRCCTKLZ-IEGWRHROSA-K	1579.43324	CHEBI:138369		
BASm0009215					*N[C@@H](CCCCNC(=O)CC[C@H](N*)C(*)=O)C(*)=O					CHEBI:138370		
BASm0009218	4-methylpent-3-en-1-yl acetate	An acetate ester resulting from the formal condensation of the hydroxy group of 4-methylpent-3-en-1-ol with acetic acid.				C8H14O2		BLCVRQROLSDXAH-UHFFFAOYSA-N	142.0993797	CHEBI:138373		
BASm0009220	(1E)-2,6-dimethylhepta-1,5-dien-1-yl formate	A formate ester resulting from the formal condensation of the E-enol tautomer of 2,6-dimethylhept-5-enal with formic acid.			CC(C)=CCC/C(C)=C/OC=O	C10H16O2	InChI=1S/C10H16O2/c1-9(2)5-4-6-10(3)7-12-8-11/h5,7-8H,4,6H2,1-3H3/b10-7+	IKCSRILZGJCOGF-JXMROGBWSA-N		CHEBI:138375		
BASm0009221	(4S,7R)-7-isopropyl-4-methyloxepan-2-one			Expected Solid	[H][C@]1(C)CC[C@@]([H])(OC(=O)C1)C(C)C	C10H18O2	InChI=1S/C10H18O2/c1-7(2)9-5-4-8(3)6-10(11)12-9/h7-9H,4-6H2,1-3H3/t8-,9+/m0/s1	GGAXPLCKKANQED-DTWKUNHWSA-N	170.1306798	CHEBI:138383		MMDBc0054957
BASm0009222					*N[C@@H](CCCNC(=[NH2+])N[C@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](OP(=O)([O-])[O-])[C@@H]2O)[C@@H](O)[C@H]1O)C(*)=O					CHEBI:138385		
BASm0009223	OPC8-CoA	OPC8-CoA participates in alpha-Linolenic acid metabolism. OPC8-CoA is produced from 8-[(1R,2R)-3-Oxo-2-{(Z)-pent-2-enyl}cyclopentyl]octanoate. However, OPC8-CoA reacts with acyl-CoA oxidase [EC:1.3.3.6] to give rise to trans-2-Enoyl-OPC8-CoA.		Solid	CC/C=C\C[C@@H]1C(=O)CC[C@@H]1CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)C(O)[C@H]1OP(=O)([O-])[O-]	C39H64N7O18P3S	InChI=1S/C39H64N7O18P3S/c1-4-5-9-13-26-25(15-16-27(26)47)12-10-7-6-8-11-14-30(49)68-20-19-41-29(48)17-18-42-37(52)34(51)39(2,3)22-61-67(58,59)64-66(56,57)60-21-28-33(63-65(53,54)55)32(50)38(62-28)46-24-45-31-35(40)43-23-44-36(31)46/h5,9,23-26,28,32-34,38,50-51H,4,6-8,10-22H2,1-3H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/b9-5-/t25?,26-,28+,32?,33-,34-,38+/m0/s1	JZIQDJLBFKTBAK-BYGLJXPTSA-N	1043.324139	CHEBI:138396	HMDB0011115	
BASm0009224	(10Z,15Z)-12-oxophytodienoyl-CoA	A fatty acyl-CoA(4-) that is the tetraanion of (15Z)-12-oxophyto-10,15-dienoyl-CoA, arising from deprotonation of phosphate and diphosphate functions; major species at pH 7.3.			CC/C=C\C[C@@H]1C(=O)C=C[C@@H]1CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C39H58N7O18P3S	InChI=1S/C39H62N7O18P3S/c1-4-5-9-13-26-25(15-16-27(26)47)12-10-7-6-8-11-14-30(49)68-20-19-41-29(48)17-18-42-37(52)34(51)39(2,3)22-61-67(58,59)64-66(56,57)60-21-28-33(63-65(53,54)55)32(50)38(62-28)46-24-45-31-35(40)43-23-44-36(31)46/h5,9,15-16,23-26,28,32-34,38,50-51H,4,6-8,10-14,17-22H2,1-3H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/p-4/b9-5-/t25-,26-,28+,32+,33+,34-,38+/m0/s1	XQXACJRPGQOJGP-LLHOYASASA-J		CHEBI:138398		
BASm0009225					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C/CCCCC/C=C\CCCCCC)C(*)=O					CHEBI:138403		
BASm0009226	(4E)-hexenoyl-CoA			Expected Solid	C/C=C/CCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C27H40N7O17P3S	InChI=1S/C27H44N7O17P3S/c1-4-5-6-7-18(36)55-11-10-29-17(35)8-9-30-25(39)22(38)27(2,3)13-48-54(45,46)51-53(43,44)47-12-16-21(50-52(40,41)42)20(37)26(49-16)34-15-33-19-23(28)31-14-32-24(19)34/h4-5,14-16,20-22,26,37-38H,6-13H2,1-3H3,(H,29,35)(H,30,39)(H,43,44)(H,45,46)(H2,28,31,32)(H2,40,41,42)/p-4/b5-4+/t16-,20-,21-,22+,26-/m1/s1	PNNYOOSXZDIZBV-HWYUJMJYSA-J	859.1436193	CHEBI:138404		MMDBc0054948
BASm0009227					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCC/C=C\CCCCCC)C(*)=O					CHEBI:138405		
BASm0009228					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCCC/C=C\CCCCCC)C(*)=O					CHEBI:138406		
BASm0009229					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@H](O)CCCCC/C=C\CCCCCC)C(*)=O					CHEBI:138407		
BASm0009230					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)C/C=C\CCCCCC)C(*)=O					CHEBI:138410		
BASm0009231					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@H](O)C/C=C\CCCCCC)C(*)=O					CHEBI:138411		
BASm0009232					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C/C/C=C\CCCCCC)C(*)=O					CHEBI:138413		
BASm0009233	OPC-6		136768-22-4		CC/C=C\C[C@H]1C(=O)CC[C@H]1CCCCCC(=O)[O-]	C16H26O3	InChI=1S/C16H26O3/c1-2-3-5-9-14-13(11-12-15(14)17)8-6-4-7-10-16(18)19/h3,5,13-14H,2,4,6-12H2,1H3,(H,18,19)/b5-3-/t13-,14-/m1/s1	WIJWBOWLVOOYFR-BDSSXFGHSA-N		CHEBI:138430		
BASm0009234	OPC-6-CoA	OPC6-CoA participates in alpha-Linolenic acid metabolism. OPC6-CoA is produced from 3-Oxo-OPC8-CoA. However, OPC6-CoA reacts with acyl-CoA oxidase [EC: 1.3.3.6] to produce trans-2-Enoyl-OPC6-CoA. [HMDB]		Solid	CC/C=C\C[C@@H]1C(=O)CC[C@@H]1CCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C37H60N7O18P3S	InChI=1S/C37H60N7O18P3S/c1-4-5-7-11-24-23(13-14-25(24)45)10-8-6-9-12-28(47)66-18-17-39-27(46)15-16-40-35(50)32(49)37(2,3)20-59-65(56,57)62-64(54,55)58-19-26-31(61-63(51,52)53)30(48)36(60-26)44-22-43-29-33(38)41-21-42-34(29)44/h5,7,21-24,26,30-32,36,48-49H,4,6,8-20H2,1-3H3,(H,39,46)(H,40,50)(H,54,55)(H,56,57)(H2,38,41,42)(H2,51,52,53)/t23?,24-,26+,30?,31-,32-,36+/m0/s1	VWFUYQVGVAEVNH-BTFWWZQISA-N	1015.292838	CHEBI:138431	HMDB11114	
BASm0009235	dinor-OPDA				CC/C=C\C[C@@H]1C(=O)C=C[C@@H]1CCCCCC(=O)[O-]	C16H24O3	InChI=1S/C16H24O3/c1-2-3-5-9-14-13(11-12-15(14)17)8-6-4-7-10-16(18)19/h3,5,11-14H,2,4,6-10H2,1H3,(H,18,19)/b5-3-/t13-,14-/m0/s1	SZVNKXCDJUBPQO-DWMAKUKJSA-N	264.1725446	CHEBI:138432	HMDB0341312	
BASm0009236	dinor-OPDA-CoA	A fatty acyl-CoA(4) arising from deprotonation of phosphate and diphosphate functions of (9S,13S)-1a,1b-dinor-12-oxo-10,15-phytodienoyl-CoA; major species at pH 7.3.			CC/C=C\C[C@@H]1C(=O)C=C[C@@H]1CCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C37H54N7O18P3S	InChI=1S/C37H58N7O18P3S/c1-4-5-7-11-24-23(13-14-25(24)45)10-8-6-9-12-28(47)66-18-17-39-27(46)15-16-40-35(50)32(49)37(2,3)20-59-65(56,57)62-64(54,55)58-19-26-31(61-63(51,52)53)30(48)36(60-26)44-22-43-29-33(38)41-21-42-34(29)44/h5,7,13-14,21-24,26,30-32,36,48-49H,4,6,8-12,15-20H2,1-3H3,(H,39,46)(H,40,50)(H,54,55)(H,56,57)(H2,38,41,42)(H2,51,52,53)/p-4/b7-5-/t23-,24-,26+,30+,31+,32-,36+/m0/s1	JGHNLAZCRGYSEE-WZGLBKMISA-J		CHEBI:138433		
BASm0009237	hexadecanoyl phosphate	Hexadecanoyl-phosphate (n-c16:0) belongs to the class of Acyl Phosphates. These are organic compounds containing the functional group -CO-P(O)(O)OH. (inferred from compound structure)		Expected Solid	CCCCCCCCCCCCCCCC(=O)OP(=O)([O-])[O-]	C16H31O5P	InChI=1S/C16H33O5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)21-22(18,19)20/h2-15H2,1H3,(H2,18,19,20)/p-2	KUIJPSLAGAQZTC-UHFFFAOYSA-L	334.1909106	CHEBI:138436		MMDBc0031615
BASm0009238	(3S)-hydroxytetradecanoate			Expected Solid	CCCCCCCCCCC[C@H](O)CC(=O)[O-]	C14H27O3	InChI=1S/C14H28O3/c1-2-3-4-5-6-7-8-9-10-11-13(15)12-14(16)17/h13,15H,2-12H2,1H3,(H,16,17)/p-1/t13-/m0/s1	ATRNZOYKSNPPBF-ZDUSSCGKSA-M	243.1965683	CHEBI:138437		MMDBc0054934
BASm0009239					[H]O[C@@H]1[C@@H](O[C@@H]2[C@H](O)[C@@H](O[C@@H]3[C@H](O)[C@@H](O[C@@H]4[C@@H](O[C@@H]5[C@@H](O[C@@H]6[C@H](O)[C@@H](O[C@@H]7[C@H](O)[C@@H](O[C@H]8[C@H](O)[C@@H](CO)O[C@H](OP(=O)([O-])OP(=O)([O-])OC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)[C@@H]8NC(C)=O)O[C@H](CO)[C@H]7O)O[C@H](CO)[C@H]6O)O[C@H](CO)[C@@H](O)[C@@H]5O)O[C@H](CO)[C@@H](O)[C@@H]4O)O[C@H](CO)[C@H]3O)O[C@H](CO)[C@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O	(C24H40O20)n.C81H133NO27P2				CHEBI:138439		
BASm0009240	alpha-D-Man-(1->3)-alpha-D-Man-(1->3)-alpha-D-Man-(1->2)-alpha-D-Man-(1->2)-alpha-D-Man-(1->3)-alpha-D-Man-(1->3)-alpha-Man-(1->3)-alpha-D-GlcNAc-diphospho-ditrans,octacis-undecaprenol				[H]O[C@@H]1[C@@H](O[C@@H]2[C@H](O)[C@@H](O[C@@H]3[C@H](O)[C@@H](O[C@@H]4[C@@H](O[C@@H]5[C@@H](O[C@@H]6[C@H](O)[C@@H](O[C@@H]7[C@H](O)[C@@H](O[C@H]8[C@H](O)[C@@H](CO)O[C@H](OP(=O)([O-])OP(=O)([O-])OC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)[C@@H]8NC(C)=O)O[C@H](CO)[C@H]7O)O[C@H](CO)[C@H]6O)O[C@H](CO)[C@@H](O)[C@@H]5O)O[C@H](CO)[C@@H](O)[C@@H]4O)O[C@H](CO)[C@H]3O)O[C@H](CO)[C@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O	C105H173NO47P2-2	InChI=1S/C105H175NO47P2/c1-54(2)24-14-25-55(3)26-15-27-56(4)28-16-29-57(5)30-17-31-58(6)32-18-33-59(7)34-19-35-60(8)36-20-37-61(9)38-21-39-62(10)40-22-41-63(11)42-23-43-64(12)44-45-136-154(132,133)153-155(134,135)152-98-74(106-65(13)115)91(78(119)69(49-110)137-98)145-100-87(128)93(80(121)70(50-111)139-100)147-102-90(131)95(82(123)73(53-114)141-102)149-104-97(85(126)77(118)67(47-108)143-104)151-105-96(84(125)76(117)68(48-109)144-105)150-103-89(130)94(81(122)72(52-113)142-103)148-101-88(129)92(79(120)71(51-112)140-101)146-99-86(127)83(124)75(116)66(46-107)138-99/h24,26,28,30,32,34,36,38,40,42,44,66-105,107-114,116-131H,14-23,25,27,29,31,33,35,37,39,41,43,45-53H2,1-13H3,(H,106,115)(H,132,133)(H,134,135)/p-2/b55-26+,56-28+,57-30-,58-32-,59-34-,60-36-,61-38-,62-40-,63-42-,64-44-/t66-,67-,68-,69-,70-,71-,72-,73-,74-,75-,76-,77-,78-,79-,80-,81-,82-,83+,84+,85+,86+,87+,88+,89+,90+,91-,92+,93+,94+,95+,96+,97+,98-,99-,100-,101-,102-,103-,104-,105-/m1/s1	PEKCGWVETOEGDP-YFNJDAGPSA-L	2262.065316	CHEBI:138439		
BASm0009243					*N[C@@H](CO[C@@H]1OC[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](C(=O)[O-])[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O[C@@H]6O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]6O)[C@H]5NC(C)=O)[C@H](O)[C@H]4O)[C@H]3O)[C@H]2O)[C@H](O)[C@H]1O)C(*)=O					CHEBI:138442		
BASm0009244					*N[C@@H](CO[C@@H]1OC[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](C(=O)[O-])[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O[C@@H]6O[C@H](C(=O)[O-])[C@@H](O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7NC(C)=O)[C@H](O)[C@H]6O)[C@H]5NC(C)=O)[C@H](O)[C@H]4O)[C@H]3O)[C@H]2O)[C@H](O)[C@H]1O)C(*)=O					CHEBI:138443		
BASm0009245					*N[C@@H](CO[C@@H]1OC[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](C(=O)[O-])[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O[C@@H]6O[C@H](C(=O)[O-])[C@@H](O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O[C@@H]8O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]8O)[C@H]7NC(C)=O)[C@H](O)[C@H]6O)[C@H]5NC(C)=O)[C@H](O)[C@H]4O)[C@H]3O)[C@H]2O)[C@H](O)[C@H]1O)C(*)=O					CHEBI:138444		
BASm0009246					*N[C@@H](CO[C@@H]1OC[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](C(=O)[O-])[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O[C@@H]6O[C@H](C(=O)[O-])[C@@H](O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7NC(C)=O)[C@H](O)[C@H]6O)[C@H]5NC(C)=O)[C@H](O)[C@H]4O)[C@H]3O)[C@H]2O)[C@H](O)[C@H]1O)C(*)=O					CHEBI:138445		
BASm0009247					*N[C@@H](CO[C@@H]1OC[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](C(=O)[O-])[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O[C@@H]6O[C@H](C(=O)[O-])[C@@H](O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7NC(C)=O)[C@H](O)[C@H]6O)[C@H]5NC(C)=O)[C@H](O)[C@H]4O)[C@H]3O)[C@H]2O)[C@H](O)[C@H]1O)C(*)=O					CHEBI:138445		
BASm0009248	(3R)-3-hydroxy-2,3-dihydrotabersonine	An indole alkaloid cation that is the conjugate acid of (3R)-3-hydroxy-2,3-dihydrotabersonine, obtained by protonation of the tertiary amino group. Major species at pH 7.3.				C21H27N2O3		GITWMSHGVHCOTC-GZSKETOLSA-O	355.2016192	CHEBI:138461		
BASm0009249	(3R)-1,2-didehydro-3-hydroxy-2,3-dihydrotabersonine	An indole alkaloid cation that is the conjugate acid of (3R)-1,2-didehydro-3-hydroxy-2,3-dihydrotabersonine, obtained by protonation of the tertiary amino group. Major species at pH 7.3.				C21H25N2O3		DZPMBJHSZPWWDS-ZIBCJSCZSA-O	353.1859691	CHEBI:138462		
BASm0009258					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCCCCC/C=C\CCCCCC)C(*)=O					CHEBI:138538		
BASm0009259	(3E,5Z)-dodecadienoyl-CoA			Expected Solid	[H]\C(CCCCCC)=C(/[H])\C(\[H])=C(/[H])CC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C33H50N7O17P3S	InChI=1S/C33H54N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-24(42)61-17-16-35-23(41)14-15-36-31(45)28(44)33(2,3)19-54-60(51,52)57-59(49,50)53-18-22-27(56-58(46,47)48)26(43)32(55-22)40-21-39-25-29(34)37-20-38-30(25)40/h9-12,20-22,26-28,32,43-44H,4-8,13-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48)/p-4/b10-9-,12-11+/t22-,26-,27-,28+,32-/m1/s1	ARQUZFJQPYWSSL-IAMYAYMBSA-J	941.2218697	CHEBI:138558		MMDBc0054883
BASm0009260	(3E,5Z)-dodecadienoate			Expected Solid	[H]\C(CCCCCC)=C(/[H])\C(\[H])=C(/[H])CC([O-])=O	C12H19O2	InChI=1S/C12H20O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h7-10H,2-6,11H2,1H3,(H,13,14)/p-1/b8-7-,10-9+	HXIKQPSPGQKVNW-UQGDGPGGSA-M	195.1390534	CHEBI:138569		MMDBc0054882
BASm0009261	(3R)-3-hydroxypentanoyl-CoA			Expected Solid	[H][C@@](O)(CC)CC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C26H40N7O18P3S	InChI=1S/C26H44N7O18P3S/c1-4-14(34)9-17(36)55-8-7-28-16(35)5-6-29-24(39)21(38)26(2,3)11-48-54(45,46)51-53(43,44)47-10-15-20(50-52(40,41)42)19(37)25(49-15)33-13-32-18-22(27)30-12-31-23(18)33/h12-15,19-21,25,34,37-38H,4-11H2,1-3H3,(H,28,35)(H,29,39)(H,43,44)(H,45,46)(H2,27,30,31)(H2,40,41,42)/p-4/t14-,15-,19-,20-,21+,25-/m1/s1	YYGYPCRWZMLSGK-MXYRDGFCSA-J	863.138534	CHEBI:138587		MMDBc0054901
BASm0009262	(3R)-3-hydroxypentanoate			Expected Solid	CC[C@@H](O)CC(=O)[O-]	C5H9O3	InChI=1S/C5H10O3/c1-2-4(6)3-5(7)8/h4,6H,2-3H2,1H3,(H,7,8)/p-1/t4-/m1/s1	REKYPYSUBKSCAT-SCSAIBSYSA-M	117.0557177	CHEBI:138588		MMDBc0054900
BASm0009263	(24Z)-ethylidenelanosterol			Expected Solid	C/C=C(/CC[C@@H](C)[C@H]1CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3)C(C)C	C32H54O	InChI=1S/C32H54O/c1-10-23(21(2)3)12-11-22(4)24-15-19-32(9)26-13-14-27-29(5,6)28(33)17-18-30(27,7)25(26)16-20-31(24,32)8/h10,21-22,24,27-28,33H,11-20H2,1-9H3/b23-10-/t22-,24-,27+,28+,30-,31-,32+/m1/s1	XCGCVXQNARNGON-RNBJSANHSA-N	454.4174664	CHEBI:138589		MMDBc0054787
BASm0009264					*N[C@@H](COP(=O)([O-])OCC[N+](C)(C)C)C(*)=O					CHEBI:138595		
BASm0009265	(4S,7S)-7-hydroxy-4-isopropenyl-7-methyloxepan-2-one			Expected Solid	C=C(C)[C@H]1CC[C@@](C)(O)OC(=O)C1	C10H16O3	InChI=1S/C10H16O3/c1-7(2)8-4-5-10(3,12)13-9(11)6-8/h8,12H,1,4-6H2,2-3H3/t8-,10-/m0/s1	ZZVPZXLETLTSEB-WPRPVWTQSA-N	184.1099444	CHEBI:138596		MMDBc0054958
BASm0009266	(4R,7R)-7-hydroxy-4-isopropenyl-7-methyloxepan-2-one			Expected Solid	C=C(C)[C@@H]1CC[C@](C)(O)OC(=O)C1	C10H16O3	InChI=1S/C10H16O3/c1-7(2)8-4-5-10(3,12)13-9(11)6-8/h8,12H,1,4-6H2,2-3H3/t8-,10-/m1/s1	ZZVPZXLETLTSEB-PSASIEDQSA-N	184.1099444	CHEBI:138597		MMDBc0054950
BASm0009267	all-trans-4,4'-diapolycopen-4-al			Expected Solid	CC(C)=C/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C=C(\C)C=O	C30H38O	InChI=1S/C30H38O/c1-25(2)14-10-17-28(5)20-11-18-26(3)15-8-9-16-27(4)19-12-21-29(6)22-13-23-30(7)24-31/h8-24H,1-7H3/b9-8+,17-10+,18-11+,19-12+,22-13+,26-15+,27-16+,28-20+,29-21+,30-23+	WJIRXBXHLMIPEE-FXMPDBABSA-N	414.2922658	CHEBI:138599		MMDBc0055694
BASm0009268	all-trans-4,4'-diapolycopen-4-oate			Expected Solid	CC(C)=C/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C=C(\C)C(=O)[O-]	C30H37O2	InChI=1S/C30H38O2/c1-24(2)14-10-17-27(5)20-11-18-25(3)15-8-9-16-26(4)19-12-21-28(6)22-13-23-29(7)30(31)32/h8-23H,1-7H3,(H,31,32)/p-1/b9-8+,17-10+,18-11+,19-12+,22-13+,25-15+,26-16+,27-20+,28-21+,29-23+	FUIUCBAOBOEADA-ZPZIOZIESA-M	429.279904	CHEBI:138600		MMDBc0055695
BASm0009270	[4-(6-methylheptanoyl)-5-oxo-2H-furan-3-yl]methyl phosphate			Expected Solid	CC(C)CCCCC(=O)C1=C(COP(=O)([O-])[O-])COC1=O	C13H19O7P	InChI=1S/C13H21O7P/c1-9(2)5-3-4-6-11(14)12-10(7-19-13(12)15)8-20-21(16,17)18/h9H,3-8H2,1-2H3,(H2,16,17,18)/p-2	YBTPRHSACHYWOV-UHFFFAOYSA-L	318.0879371	CHEBI:138604		MMDBc0055087
BASm0009271	[(3S,4R)-4-(6-methylheptanoyl)-5-oxooxolan-3-yl]methyl phosphate			Expected Solid	CC(C)CCCCC(=O)[C@@H]1C(=O)OC[C@H]1COP(=O)([O-])[O-]	C13H21O7P	InChI=1S/C13H23O7P/c1-9(2)5-3-4-6-11(14)12-10(7-19-13(12)15)8-20-21(16,17)18/h9-10,12H,3-8H2,1-2H3,(H2,16,17,18)/p-2/t10-,12+/m0/s1	SVSJADIUUOOBST-CMPLNLGQSA-L	320.1035872	CHEBI:138605		MMDBc0055086
BASm0009272	(3S)-3-hydroxypentanoyl-CoA			Expected Solid	CC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C26H40N7O18P3S	InChI=1S/C26H44N7O18P3S/c1-4-14(34)9-17(36)55-8-7-28-16(35)5-6-29-24(39)21(38)26(2,3)11-48-54(45,46)51-53(43,44)47-10-15-20(50-52(40,41)42)19(37)25(49-15)33-13-32-18-22(27)30-12-31-23(18)33/h12-15,19-21,25,34,37-38H,4-11H2,1-3H3,(H,28,35)(H,29,39)(H,43,44)(H,45,46)(H2,27,30,31)(H2,40,41,42)/p-4/t14-,15+,19+,20+,21-,25+/m0/s1	YYGYPCRWZMLSGK-VDGSKMPFSA-J	863.138534	CHEBI:138607		MMDBc0054930
BASm0009273	(3S)-3-hydroxypentanoate			Expected Solid	[H][C@](O)(CC)CC([O-])=O	C5H9O3	InChI=1S/C5H10O3/c1-2-4(6)3-5(7)8/h4,6H,2-3H2,1H3,(H,7,8)/p-1/t4-/m0/s1	REKYPYSUBKSCAT-BYPYZUCNSA-M	117.0557177	CHEBI:138608		MMDBc0054929
BASm0009275					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C/CC(C)C)C(*)=O					CHEBI:138610		
BASm0009276					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCC(C)C)C(*)=O					CHEBI:138611		
BASm0009277	D-alanyl-5'-AMP	A zwitterion resulting from the transfer of a proton from the phosphate to the amino group of D-alanyl-AMP; major species at pH 7.3.				C13H19N6O8P		ISYFCRWDMNBLTM-VQPBACBFSA-N	418.1001986	CHEBI:138619		
BASm0009278					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)[C@@H](C)[NH3+])C(*)=O					CHEBI:138620		
BASm0009280					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)[C@@H]1CCC[NH2+]1)C(*)=O					CHEBI:138622		
BASm0009281					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1ccc[nH]1)C(*)=O					CHEBI:138623		
BASm0009282	L-isoleucine-12-hydroxyjasmonate	An N-jasmonyl-L-alpha-amino acid anion obtained by deprotonation of the carboxy group of N-(12-hydroxyjasmonyl)-L-isoleucine; major species at pH 7.3.			CC[C@H](C)[C@H](NC(=O)C[C@H]1CCC(=O)C1C/C=C\CCO)C(=O)[O-]	C18H28NO5	InChI=1S/C18H29NO5/c1-3-12(2)17(18(23)24)19-16(22)11-13-8-9-15(21)14(13)7-5-4-6-10-20/h4-5,12-14,17,20H,3,6-11H2,1-2H3,(H,19,22)(H,23,24)/p-1/b5-4-/t12-,13+,14?,17-/m0/s1	TXHIPUZLOILIIU-MJYWSMEFSA-M		CHEBI:138626		
BASm0009283	a jasmonyl-L-isoleucinate			Expected Solid	CC/C=C\CC1C(=O)CC[C@@H]1CC(=O)N[C@H](C(=O)[O-])[C@@H](C)CC	C18H29NO4	InChI=1S/C18H29NO4/c1-4-6-7-8-14-13(9-10-15(14)20)11-16(21)19-17(18(22)23)12(3)5-2/h6-7,12-14,17H,4-5,8-11H2,1-3H3,(H,19,21)(H,22,23)/b7-6-/t12-,13-,14+,17+/m1/s1	IBZYPBGPOGJMBF-ICNXKNSPSA-N	323.2096584	CHEBI:138627		MMDBc0012189
BASm0009284	2-hydroxybutanoyl-CoA			Expected Solid	CCC(O)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C25H38N7O18P3S	InChI=1S/C25H42N7O18P3S/c1-4-13(33)24(38)54-8-7-27-15(34)5-6-28-22(37)19(36)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-18(49-51(39,40)41)17(35)23(48-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-14,17-19,23,33,35-36H,4-10H2,1-3H3,(H,27,34)(H,28,37)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/p-4/t13-,14-,17-,18-,19+,23-/m1/s1	AIYBLGFBHQLGMH-XGVFZYDCSA-J	849.1228839	CHEBI:138628		MMDBc0054832
BASm0009285	2-hydroxyhexanoyl-CoA	A medium chain fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 2-hydroxyhexanoyl-CoA; major species at pH 7.3.			CCCCC(O)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C27H42N7O18P3S	InChI=1S/C27H46N7O18P3S/c1-4-5-6-15(35)26(40)56-10-9-29-17(36)7-8-30-24(39)21(38)27(2,3)12-49-55(46,47)52-54(44,45)48-11-16-20(51-53(41,42)43)19(37)25(50-16)34-14-33-18-22(28)31-13-32-23(18)34/h13-16,19-21,25,35,37-38H,4-12H2,1-3H3,(H,29,36)(H,30,39)(H,44,45)(H,46,47)(H2,28,31,32)(H2,41,42,43)/p-4/t15?,16-,19-,20-,21+,25-/m1/s1	FWPHMBHGUDAPRV-XGGCCDIMSA-J		CHEBI:138630		
BASm0009286	heptadecanal	Heptadecanal is found in citrus. Heptadecanal is isolated from lemon oil (Citrus limon	629-90-3		CCCCCCCCCCCCCCCCC=O	C17H34O	InChI=1S/C17H34O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18/h17H,2-16H2,1H3	PIYDVAYKYBWPPY-UHFFFAOYSA-N	254.2609657	CHEBI:138631	HMDB0031039	
BASm0009287	2-hydroxy-3-methylundecanoyl-CoA	A medium chain fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 2-hydroxy-3-methylundecanoyl-CoA; major species at pH 7.3.			CCCCCCCCC(C)C(O)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C33H54N7O18P3S	InChI=1S/C33H58N7O18P3S/c1-5-6-7-8-9-10-11-20(2)24(42)32(46)62-15-14-35-22(41)12-13-36-30(45)27(44)33(3,4)17-55-61(52,53)58-60(50,51)54-16-21-26(57-59(47,48)49)25(43)31(56-21)40-19-39-23-28(34)37-18-38-29(23)40/h18-21,24-27,31,42-44H,5-17H2,1-4H3,(H,35,41)(H,36,45)(H,50,51)(H,52,53)(H2,34,37,38)(H2,47,48,49)/p-4/t20?,21-,24?,25-,26-,27+,31-/m1/s1	AJXYXFQWXBHSBR-GISZRNOTSA-J		CHEBI:138632		
BASm0009288	2-hydroxy-3-methylnonanoyl-CoA	A medium chain fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 2-hydroxy-3-methylnonanoyl-CoA; major species at pH 7.3.			CCCCCCC(C)C(O)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C31H50N7O18P3S	InChI=1S/C31H54N7O18P3S/c1-5-6-7-8-9-18(2)22(40)30(44)60-13-12-33-20(39)10-11-34-28(43)25(42)31(3,4)15-53-59(50,51)56-58(48,49)52-14-19-24(55-57(45,46)47)23(41)29(54-19)38-17-37-21-26(32)35-16-36-27(21)38/h16-19,22-25,29,40-42H,5-15H2,1-4H3,(H,33,39)(H,34,43)(H,48,49)(H,50,51)(H2,32,35,36)(H2,45,46,47)/p-4/t18?,19-,22?,23-,24-,25+,29-/m1/s1	VKJHFPCCYROAEH-KMIJOLQASA-J		CHEBI:138633		
BASm0009289	3-methylnonanoyl-CoA	3-methylnonanoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a 3-methylnonanoic acid thioester of coenzyme A. 3-methylnonanoyl-coa is an acyl-CoA with 9 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. 3-methylnonanoyl-coa is therefore classified as a medium chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. 3-methylnonanoyl-coa, being a medium chain acyl-CoA is a substrate for medium chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, 3-Methylnonanoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of 3-Methylnonanoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts 3-Methylnonanoyl-CoA into 3-Methylnonanoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, 3-Methylnonanoylcarnitine is converted back to 3-Methylnonanoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of 3-Methylnonanoyl-CoA occurs in four steps. First, since 3-Methylnonanoyl-CoA is a medium chain acyl-CoA it is the substrate for a medium chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of 3-Methylnonanoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until 3-Methylnonanoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CCCCCCC(C)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C31H54N7O17P3S	InChI=1S/C31H54N7O17P3S/c1-5-6-7-8-9-19(2)14-22(40)59-13-12-33-21(39)10-11-34-29(43)26(42)31(3,4)16-52-58(49,50)55-57(47,48)51-15-20-25(54-56(44,45)46)24(41)30(53-20)38-18-37-23-27(32)35-17-36-28(23)38/h17-20,24-26,30,41-42H,5-16H2,1-4H3,(H,33,39)(H,34,43)(H,47,48)(H,49,50)(H2,32,35,36)(H2,44,45,46)	KWEZYLNBQQYXLW-UHFFFAOYSA-N	921.2509755	CHEBI:138634	HMDB0300593	
BASm0009290	(2R)-hydroxyhexadecanal			Expected Solid	CCCCCCCCCCCCCC[C@@H](O)C=O	C16H32O2	InChI=1S/C16H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16(18)15-17/h15-16,18H,2-14H2,1H3/t16-/m1/s1	BKBDVQVDRVGXKT-MRXNPFEDSA-N	256.2402303	CHEBI:138635		MMDBc0054833
BASm0009291	2-hydroxy-3-methyldodecanoyl-CoA	A medium chain fatty acyl-CoA(4-) arising from deprotonation of the phosphate and diphosphate functions of 2-hydroxy-3-methyldodecanoyl-CoA; major species at pH 7.3.			CCCCCCCCCC(C)C(O)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C34H56N7O18P3S	InChI=1S/C34H60N7O18P3S/c1-5-6-7-8-9-10-11-12-21(2)25(43)33(47)63-16-15-36-23(42)13-14-37-31(46)28(45)34(3,4)18-56-62(53,54)59-61(51,52)55-17-22-27(58-60(48,49)50)26(44)32(57-22)41-20-40-24-29(35)38-19-39-30(24)41/h19-22,25-28,32,43-45H,5-18H2,1-4H3,(H,36,42)(H,37,46)(H,51,52)(H,53,54)(H2,35,38,39)(H2,48,49,50)/p-4/t21?,22-,25?,26-,27-,28+,32-/m1/s1	QVMHSWYPRSCCHY-ZVRLPPNOSA-J		CHEBI:138636		
BASm0009292	3-methyldodecanoyl-CoA	3-methyldodecanoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a 3-methyldodecanoic acid thioester of coenzyme A. 3-methyldodecanoyl-coa is an acyl-CoA with 12 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. 3-methyldodecanoyl-coa is therefore classified as a long chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. 3-methyldodecanoyl-coa, being a long chain acyl-CoA is a substrate for long chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, 3-Methyldodecanoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of 3-Methyldodecanoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts 3-Methyldodecanoyl-CoA into 3-Methyldodecanoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, 3-Methyldodecanoylcarnitine is converted back to 3-Methyldodecanoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of 3-Methyldodecanoyl-CoA occurs in four steps. First, since 3-Methyldodecanoyl-CoA is a long chain acyl-CoA it is the substrate for a long chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of 3-Methyldodecanoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until 3-Methyldodecanoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CCCCCCCCCC(C)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C34H60N7O17P3S	InChI=1S/C34H60N7O17P3S/c1-5-6-7-8-9-10-11-12-22(2)17-25(43)62-16-15-36-24(42)13-14-37-32(46)29(45)34(3,4)19-55-61(52,53)58-60(50,51)54-18-23-28(57-59(47,48)49)27(44)33(56-23)41-21-40-26-30(35)38-20-39-31(26)41/h20-23,27-29,33,44-45H,5-19H2,1-4H3,(H,36,42)(H,37,46)(H,50,51)(H,52,53)(H2,35,38,39)(H2,47,48,49)	IHISIHLMYMTWKU-UHFFFAOYSA-N	963.2979257	CHEBI:138637	HMDB0300617	
BASm0009293					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(*)=O)C(*)=O					CHEBI:138651		
BASm0009294	(2R)-hydroxyhexadecanoyl-CoA			Expected Solid	CCCCCCCCCCCCCC[C@@H](O)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C37H62N7O18P3S	InChI=1S/C37H66N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-25(45)36(50)66-20-19-39-27(46)17-18-40-34(49)31(48)37(2,3)22-59-65(56,57)62-64(54,55)58-21-26-30(61-63(51,52)53)29(47)35(60-26)44-24-43-28-32(38)41-23-42-33(28)44/h23-26,29-31,35,45,47-48H,4-22H2,1-3H3,(H,39,46)(H,40,49)(H,54,55)(H,56,57)(H2,38,41,42)(H2,51,52,53)/p-4/t25?,26-,29-,30-,31+,35-/m1/s1	KCYAHSOGWAZYJF-QGGHQSAPSA-J	1017.310685	CHEBI:138654		MMDBc0055247
BASm0009295	rhizathalene A	A carbotricyclic compound and diterpene that is 1',2',3',3a',5',6',7',7a'-octahydrospiro[cyclohex-3-ene-1,4'-indene] which is substituted by methyl groups at the 4, 5', and 7a' positions, and by an isopropenyl group at the 3' position. It is produced in the stele of Arabidopsis roots and contributes to the direct defense against root herbivores.			C=C(C)[C@H]1CC[C@]2(C)CC[C@@H](C)[C@]3(CC=C(C)CC3)[C@@H]12	C20H32	InChI=1S/C20H32/c1-14(2)17-9-11-19(5)10-8-16(4)20(18(17)19)12-6-15(3)7-13-20/h6,16-18H,1,7-13H2,2-5H3/t16-,17-,18+,19+,20-/m1/s1	IIMQNFIZNZKEMW-SWBPCFCJSA-N		CHEBI:138656		
BASm0009296	di-(9Z,12Z)-octadecadienoylglycerol				[1*]OC(CO[2*])COC(=O)CCCCCCC/C=C\C/C=C\CCCCC					CHEBI:138658		
BASm0009297	1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(N-hexadecanoyl)-serine	An anionic phospholipid obtained by deprotonation of the carboxy and phosphate groups of N-hexadecanoyl-O-(1-octadecanoyl-2-oleoyl-sn-glycero-3-phospho)-L-serine; major species at pH 7.3.			CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])OC[C@H](NC(=O)CCCCCCCCCCCCCCC)C(=O)[O-]	C58H108NO11P	InChI=1S/C58H110NO11P/c1-4-7-10-13-16-19-22-25-27-30-33-36-39-42-45-48-56(61)67-50-53(70-57(62)49-46-43-40-37-34-31-28-26-23-20-17-14-11-8-5-2)51-68-71(65,66)69-52-54(58(63)64)59-55(60)47-44-41-38-35-32-29-24-21-18-15-12-9-6-3/h26,28,53-54H,4-25,27,29-52H2,1-3H3,(H,59,60)(H,63,64)(H,65,66)/p-2/b28-26-/t53-,54+/m1/s1	DMBATYOPPCIICJ-YWPJBLNKSA-L		CHEBI:138661		
BASm0009298	1-octadecanoyl-2-hydroxy-sn-glycero-3-phospho-(N-hexadecanoyl)-serine	An anionic phospholipid obtained by deprotonation of the carboxy and phosphate groups of N-hexadecanoyl-O-(1-octadecanoyl-sn-glycero-3-phospho)-L-serine; major species at pH 7.3.			CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OC[C@H](NC(=O)CCCCCCCCCCCCCCC)C(=O)[O-]	C40H76NO10P	InChI=1S/C40H78NO10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(44)49-33-36(42)34-50-52(47,48)51-35-37(40(45)46)41-38(43)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h36-37,42H,3-35H2,1-2H3,(H,41,43)(H,45,46)(H,47,48)/p-2/t36-,37+/m1/s1	ADVRBBXWUTVFNX-AARKOHAPSA-L		CHEBI:138662		
BASm0009299	1-O-(1Z-octadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-N-hexadecanoyl-ethanolamine	An anionic phospholipid obtained by deprotonation of the phosphate OH group of any N-hexadecanoyl-1-[(1Z)-octadecenoyl]-2-oleoyl-sn-glycero-3-phosphoethanolamine; major species at pH 7.3.				C57H109NO8P		UQKONGBTZFNBQX-SFVTZJANSA-M	966.7896301	CHEBI:138663		
BASm0009300	N-(30-hydroxytriacontanoyl)-sphing-4-enine	An N-acylsphingosine that has omega-hydroxytriacontanoyl as the acyl group. A bioactive sphingolipid found in the stratum corneum layer of mammalian epidermis.				C48H95NO4		KSVODRGOBYCXKF-HFBOQBPWSA-N	749.7261105	CHEBI:138664		
BASm0009301	11-cis-retinyl tetradecanoate	A retinyl ester obtained by formal condensation of the carboxy group of tetradecanoic acid with the hydroxy group of 11-cis-retinol.				C34H56O2		WIYYXLSPNGTKOH-IIFYKUDISA-N	496.428031	CHEBI:138676		
BASm0009302	9-cis-retinyl tetradecanoate	A retinyl ester obtained by formal condensation of the carboxy group of tetradecanoic acid with the hydroxy group of 9-cis-retinol.				C34H56O2		WIYYXLSPNGTKOH-ZAEWJIFQSA-N	496.428031	CHEBI:138691		
BASm0009303	13-cis-retinyl tetradecanoate	A retinyl ester obtained by formal condensation of the carboxy group of tetradecanoic acid with the hydroxy group of 13-cis-retinol.				C34H56O2		WIYYXLSPNGTKOH-IRPZNPCQSA-N	496.428031	CHEBI:138704		
BASm0009304	all-trans-retinyl tetradecanoate	An all-trans-retinyl ester obtained by formal condensation of the carboxy group of tetradecanoic acid with the hydroxy group of all-trans-retinol.				C34H56O2		WIYYXLSPNGTKOH-OGBLRLSYSA-N	496.428031	CHEBI:138718		
BASm0009305	tetradecanyl tetradecanoate				CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCC	C28H56O2	InChI=1S/C28H56O2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-30-28(29)26-24-22-20-18-16-14-12-10-8-6-4-2/h3-27H2,1-2H3	DZKXJUASMGQEMA-UHFFFAOYSA-N	424.428031	CHEBI:138721		
BASm0009306	13-cis-retinyl hexadecanoate		79-81-2			C36H60O2		VYGQUTWHTHXGQB-ILAPVCSWSA-N	524.4593312	CHEBI:138722		
BASm0009307	1-(9Z-octadecenoyl)-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate	PA(18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid		C43H69O8P		VHSGASDFETVZBV-PYQLHGAXSA-L	744.4741033	CHEBI:138723	HMDB0114943	
BASm0009308	all-trans-retinyl heptanoate	An all-trans-retinyl ester obtained by formal condensation of the carboxy group of heptanoic acid with the hydroxy group of all-trans-retinol.				C27H42O2		QLFIHDFIMGLXEA-XOEOKOMISA-N	398.3184806	CHEBI:138724		
BASm0009309	9-cis-retinyl hexadecanoate	Nutrient, appearance control agent for colours and colour modifiers. Found in fish liver oils. Dietary supplement, permitted in infant formulas↵↵Palmitate is an antioxidant and a vitamin A compound added to low fat milk and other dairy products to replace the vitamin content lost through the removal of milk fat. Palmitate is attached to the alcohol form of vitamin A, retinol, in order to make vitamin A stable in milk.[citation needed]; Retinyl palmitate is a synthetic alternate for retinyl acetate in vitamin A supplements, and is available in oily or dry forms. It is a common vitamin supplement, available in both oral and injectable forms for treatment of vitamin A deficiency, under the brand names Aquasol A, Palmitate A and many others. It is a pre-formed version of vitamin A, and can thus be realistically over-dosed, unlike beta-carotene.; Retinyl palmitate, or vitamin A palmitate, is a common vitamin supplement, with formula C36H60O2. It is available in both oral and injectable forms for treatment of vitamin A deficiency, under the brand names Aquasol and Palmitate. ; Retinyl palmitate is an alternate for retinyl acetate in vitamin A supplements, and is available in oily or dry forms. It is a pre-formed version of vitamin A, and can thus be realistically over-dosed, unlike beta-carotene.	79-81-2	Solid	[H]\C(COC(=O)CCCCCCCCCCCCCCC)=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(/C)C([H])=C([H])C1=C(C)CCCC1(C)C	C36H60O2	InChI=1S/C36H60O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-25-35(37)38-30-28-32(3)23-20-22-31(2)26-27-34-33(4)24-21-29-36(34,5)6/h20,22-23,26-28H,7-19,21,24-25,29-30H2,1-6H3/b23-20+,27-26+,31-22-,32-28+	VYGQUTWHTHXGQB-UMNZIDCRSA-N	524.4593312	CHEBI:138725	HMDB03648	
BASm0009314	alpha-D-galactosyl-di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP([O-])(=O)OP([O-])(=O)O[C@@]1([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)[C@@]1([H])O)=C(\C)CCC=C(C)C	C61H100O12P2	InChI=1S/C61H102O12P2/c1-46(2)23-13-24-47(3)25-14-26-48(4)27-15-28-49(5)29-16-30-50(6)31-17-32-51(7)33-18-34-52(8)35-19-36-53(9)37-20-38-54(10)39-21-40-55(11)41-22-42-56(12)43-44-70-74(66,67)73-75(68,69)72-61-60(65)59(64)58(63)57(45-62)71-61/h23,25,27,29,31,33,35,37,39,41,43,57-65H,13-22,24,26,28,30,32,34,36,38,40,42,44-45H2,1-12H3,(H,66,67)(H,68,69)/p-2/b47-25+,48-27+,49-29-,50-31-,51-33-,52-35-,53-37-,54-39-,55-41-,56-43-/t57-,58+,59+,60-,61-/m1/s1	WADQQVAMGZIDFQ-IKGTUSEWSA-L	1086.6701	CHEBI:138733		MMDBc0055704
BASm0009315	1-O-(9Z-octadecenyl)-2,3-di-(9Z-octadecenoyl)glycerol	A 1-alkyl-2,3-diacylglycerol in which the alkyl group is specified as (9Z)-octadecenyl while the two acyl groups are both oleoyl.				C57H106O5		CWVUILNZCWRGFS-IUPFWZBJNA-N	870.8040265	CHEBI:138735		
BASm0009316					*O[C@H]1[C@@H](O)[C@H](n2cc(C(N)=[NH2+])c3c(=O)[nH]c(N)nc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:138803		
BASm0009317	CDP-4-dehydro-6-deoxy-alpha-D-glucose					C15H21N3O15P2		PUBYMNIINUUJLL-JPHISPRKSA-L	545.0458881	CHEBI:138808		
BASm0009318	(3R)-3-hydroxy-4-oxobutanoate			Expected Solid	[H][C@@](O)(CC([O-])=O)C=O	C4H5O4	InChI=1S/C4H6O4/c5-2-3(6)1-4(7)8/h2-3,6H,1H2,(H,7,8)/p-1/t3-/m1/s1	QWHDXIUUXWGQME-GSVOUGTGSA-M	117.0193322	CHEBI:138809		MMDBc0054895
BASm0009321	beta-D-fructose 1-phosphate			Expected Solid	[H][C@]1(O)[C@]([H])(O)[C@@](O)(COP([O-])([O-])=O)O[C@]1([H])CO	C6H11O9P	InChI=1S/C6H13O9P/c7-1-3-4(8)5(9)6(10,15-3)2-14-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/p-2/t3-,4-,5+,6-/m1/s1	RHKKZBWRNHGJEZ-ARQDHWQXSA-L	258.0151661	CHEBI:138881		MMDBc0054711
BASm0009323	(3R,3'S)-zeaxanthin				C\C(\C=C\C=C(/C)\C=C\C1=C(C)C[C@H](O)CC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)C[C@@H](O)CC1(C)C	C40H56O2	InChI=1S/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-24,35-36,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-,36+	JKQXZKUSFCKOGQ-YOPUJPICSA-N	568.428031	CHEBI:138919		
BASm0009324					*N[C@@H](CCCCNC(=O)CCCCCCCCCCCCCCC)C(*)=O					CHEBI:138936		
BASm0009325	11-hydroxyferruginol	An abietane diterpenoid that is ferruginol in which the hydrogen ortho to the phenolic hydroxy group has been replaced by a hydroxy group.				C20H30O2		MUVSVZOWXAYLSD-YWZLYKJASA-N	302.2245802	CHEBI:138942		
BASm0009326	carnosate	Isolated from Salvia officinalis (sage) and Rosamarinus officinalis (rosemary). Carnosic acid is found in many foods, some of which are ginger, nutmeg, star anise, and caraway.	639426	Solid		C20H27O4		QRYRORQUOLYVBU-VBKZILBWSA-M	331.1914829	CHEBI:138943	HMDB02358	
BASm0009327	salviol				CC(C)c1cc2c(cc1O)[C@@]1(C)C[C@@H](O)CC(C)(C)[C@@H]1CC2	C20H30O2	InChI=1S/C20H30O2/c1-12(2)15-8-13-6-7-18-19(3,4)10-14(21)11-20(18,5)16(13)9-17(15)22/h8-9,12,14,18,21-22H,6-7,10-11H2,1-5H3/t14?,18?,20-/m1/s1	PRYXPGFZVGZNBL-FPMRRHDISA-N		CHEBI:138944		
BASm0009328	maniladiol	3alpha-Maniladiol is found in fruits. 3alpha-Maniladiol is a constituent of Canarium album (Chinese white olive).	595-17-5		CC1(C)CC[C@]2(C)[C@@H](O)C[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2C1	C30H50O2	InChI=1S/C30H50O2/c1-25(2)15-16-27(5)20(17-25)19-9-10-22-28(6)13-12-23(31)26(3,4)21(28)11-14-29(22,7)30(19,8)18-24(27)32/h9,20-24,31-32H,10-18H2,1-8H3	VLRYIIPJIVGFIV-UHFFFAOYSA-N	442.3810808	CHEBI:138945	HMDB0034550	
BASm0009329	cochalate		510-30-5		CC1(C)CC[C@]2(C(=O)[O-])[C@@H](O)C[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2C1	C30H48O4	InChI=1S/C30H48O4/c1-25(2)14-15-30(24(33)34)19(16-25)18-8-9-21-27(5)12-11-22(31)26(3,4)20(27)10-13-28(21,6)29(18,7)17-23(30)32/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)	YKOPWPOFWMYZJZ-UHFFFAOYSA-N		CHEBI:138946		
BASm0009330	(4S)-2,3-dehydroleucocyanidin	An organic anion that is the conjugate base of (4S)-2,3-dehydroleucocyanidin, obtained by deprotonation of the 3-hydroxy group. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).			[O-]C1=C(c2ccc(O)c(O)c2)Oc2cc(O)cc(O)c2[C@@H]1O	C15H11O7	InChI=1S/C15H12O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,13,16-21H/p-1/t13-/m0/s1	YAAGNRWEJSZFLV-ZDUSSCGKSA-M		CHEBI:138948		
BASm0009331	(4S)-2,3-dehydroleucopelargonidin	An organic anion that is the conjugate base of (4S)-2,3-dehydroleucopelargonidin, obtained by deprotonation of the 3-hydroxy group. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).			[O-]C1=C(c2ccc(O)cc2)Oc2cc(O)cc(O)c2[C@@H]1O	C15H11O6	InChI=1S/C15H12O6/c16-8-3-1-7(2-4-8)15-14(20)13(19)12-10(18)5-9(17)6-11(12)21-15/h1-6,13,16-20H/p-1/t13-/m0/s1	GMICVRNSOOSANN-ZDUSSCGKSA-M		CHEBI:138950		
BASm0009333	daturadiol				CC1(C)CC[C@]2(C)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5[C@H](O)C[C@]43C)[C@@H]2C1	C30H50O2	InChI=1S/C30H50O2/c1-25(2)13-14-27(5)15-16-29(7)19(20(27)17-25)9-10-22-28(6)12-11-23(32)26(3,4)24(28)21(31)18-30(22,29)8/h9,20-24,31-32H,10-18H2,1-8H3	JYNBNJRQZZSLPN-UHFFFAOYSA-N	442.3810809	CHEBI:138955		
BASm0009334	sugiol	Sugiol is found in fruits. Sugiol is a constituent of Juniperus communis (juniper).	0511-05-07	Solid	CC(C)c1cc2c(cc1O)[C@@]1(C)CCCC(C)(C)[C@@H]1CC2=O	C20H28O2	InChI=1S/C20H28O2/c1-12(2)13-9-14-15(10-16(13)21)20(5)8-6-7-19(3,4)18(20)11-17(14)22/h9-10,12,18,21H,6-8,11H2,1-5H3	IPEHJNRNYPOFII-UHFFFAOYSA-N	300.2089301	CHEBI:138961	HMDB0036564	
BASm0009335	11-hydroxysugiol				CC(C)c1cc2c(c(O)c1O)[C@@]1(C)CCCC(C)(C)[C@@H]1CC2=O	C20H28O3	InChI=1S/C20H28O3/c1-11(2)12-9-13-14(21)10-15-19(3,4)7-6-8-20(15,5)16(13)18(23)17(12)22/h9,11,15,22-23H,6-8,10H2,1-5H3	GDLRDIDXYBIPFY-UHFFFAOYSA-N	316.2038448	CHEBI:138962		
BASm0009336	11,20-dihydroxysugiol				CC(C)c1cc2c(c(O)c1O)[C@@]1(CO)CCCC(C)(C)[C@@H]1CC2=O	C20H28O4	InChI=1S/C20H28O4/c1-11(2)12-8-13-14(22)9-15-19(3,4)6-5-7-20(15,10-21)16(13)18(24)17(12)23/h8,11,15,21,23-24H,5-7,9-10H2,1-4H3	PUXJVXOVZKVJTD-UHFFFAOYSA-N	332.1987594	CHEBI:138963		
BASm0009337	11,20-dihydroxyferruginol				CC(C)c1cc2c(c(O)c1O)[C@@]1(CO)CCCC(C)(C)[C@@H]1CC2	C20H30O3	InChI=1S/C20H30O3/c1-12(2)14-10-13-6-7-15-19(3,4)8-5-9-20(15,11-21)16(13)18(23)17(14)22/h10,12,15,21-23H,5-9,11H2,1-4H3	ZBPGOZPDUZTLRB-UHFFFAOYSA-N	318.2194948	CHEBI:138965		
BASm0009338	9beta-pimara-7,15-diene-3beta-ol				C=C[C@]1(C)CC[C@@H]2C(=CC[C@H]3C(C)(C)[C@@H](O)CC[C@]23C)C1	C20H32O	InChI=1S/C20H32O/c1-6-19(4)11-9-15-14(13-19)7-8-16-18(2,3)17(21)10-12-20(15,16)5/h6-7,15-17,21H,1,8-13H2,2-5H3	BLRQCWSOICYRPH-UHFFFAOYSA-N	288.2453157	CHEBI:138966		
BASm0009339	ent-cassa-12,15-dien-2beta-ol	A diterpenoid that is ent-cassa-12,15-diene in which the hydrogen at position 2beta has been replaced by a hydroxy group.			C=CC1=CC[C@@H]2[C@H](CC[C@@H]3C(C)(C)C[C@H](O)C[C@@]23C)[C@@H]1C	C20H32O	InChI=1S/C20H32O/c1-6-14-7-9-17-16(13(14)2)8-10-18-19(3,4)11-15(21)12-20(17,18)5/h6-7,13,15-18,21H,1,8-12H2,2-5H3/t13-,15+,16-,17-,18-,20+/m1/s1	XABYPRBWQNEUHH-IIPJSQIGSA-N		CHEBI:138967		
BASm0009340	ent-cassa-12,15-dien-2beta,3beta-ol	A diterpenoid that is ent-cassa-12,15-diene in which the hydrogens at positions 2beta and 3beta have been replaced by hydroxy groups.			C=CC1=CC[C@@H]2[C@H](CC[C@@H]3C(C)(C)[C@H](O)[C@H](O)C[C@@]23C)[C@@H]1C	C20H32O2	InChI=1S/C20H32O2/c1-6-13-7-9-15-14(12(13)2)8-10-17-19(3,4)18(22)16(21)11-20(15,17)5/h6-7,12,14-18,21-22H,1,8-11H2,2-5H3/t12-,14-,15-,16-,17-,18-,20+/m1/s1	FMPZXFBEGPUMKF-HUIUSYGUSA-N		CHEBI:138968		
BASm0009341	ent-cassa-12,15-dien-2-one	A diterpenoid that is ent-cassa-12,15-diene in which the methylene hydrogens at position 2 have been replaced by a keto group.			C=CC1=CC[C@@H]2[C@H](CC[C@@H]3C(C)(C)CC(=O)C[C@@]23C)[C@@H]1C	C20H30O	InChI=1S/C20H30O/c1-6-14-7-9-17-16(13(14)2)8-10-18-19(3,4)11-15(21)12-20(17,18)5/h6-7,13,16-18H,1,8-12H2,2-5H3/t13-,16-,17-,18-,20+/m1/s1	UAILOMMIENLFJQ-HSJLDRMUSA-N		CHEBI:138969		
BASm0009342	ent-3beta-hydroxycassa-12,15-dien-2-one	A diterpenoid that is ent-cassa-12,15-diene carrying oxo and hydroxy substituents at positions 2 and 3beta respectively.			C=CC1=CC[C@@H]2[C@H](CC[C@@H]3C(C)(C)[C@H](O)C(=O)C[C@@]23C)[C@@H]1C	C20H30O2	InChI=1S/C20H30O2/c1-6-13-7-9-15-14(12(13)2)8-10-17-19(3,4)18(22)16(21)11-20(15,17)5/h6-7,12,14-15,17-18,22H,1,8-11H2,2-5H3/t12-,14-,15-,17-,18-,20+/m1/s1	RKUSAVLJYNJIBF-NOZYNBGTSA-N		CHEBI:138970		
BASm0009343	(5S,10S)-(9R)-7-drimene-11,12-diol				CC1(C)CCC[C@]2(C)[C@@H](CO)C(CO)=CC[C@@H]12	C15H26O2	InChI=1S/C15H26O2/c1-14(2)7-4-8-15(3)12(10-17)11(9-16)5-6-13(14)15/h5,12-13,16-17H,4,6-10H2,1-3H3	KUTDAKOPPDXZDV-UHFFFAOYSA-N	238.1932801	CHEBI:138971		
BASm0009344	11-hydroxycucurbitadienol	A tetracyclic triterpenoid that is 4,9-cyclo-9,10-secocholesta-5,24-diene substituted by methyl groups at positions 9beta, 10, and 14, and by hydroxy groups at positions 1 and 11alpha.			CC(C)=CCC[C@@H](C)[C@H]1CC[C@@]2(C)[C@@H]3CC=C4[C@@H](CC[C@H](O)C4(C)C)[C@]3(C)[C@H](O)C[C@]12C	C30H50O2	InChI=1S/C30H50O2/c1-19(2)10-9-11-20(3)21-16-17-28(6)24-14-12-22-23(13-15-25(31)27(22,4)5)30(24,8)26(32)18-29(21,28)7/h10,12,20-21,23-26,31-32H,9,11,13-18H2,1-8H3/t20-,21-,23-,24+,25+,26-,28+,29-,30+/m1/s1	BXJMMHFVUAQJBV-WSZKGZBVSA-N		CHEBI:138972		
BASm0009345	11-oxocucurbitadienol	A tetracyclic triterpenoid that is cucurbitadienol in which the methylene hydrogens at position 11 have been replaced by an oxo group.			CC(C)=CCC[C@@H](C)[C@H]1CC[C@@]2(C)[C@@H]3CC=C4[C@@H](CC[C@H](O)C4(C)C)[C@]3(C)C(=O)C[C@]12C	C30H48O2	InChI=1S/C30H48O2/c1-19(2)10-9-11-20(3)21-16-17-28(6)24-14-12-22-23(13-15-25(31)27(22,4)5)30(24,8)26(32)18-29(21,28)7/h10,12,20-21,23-25,31H,9,11,13-18H2,1-8H3/t20-,21-,23-,24+,25+,28+,29-,30+/m1/s1	GBFPAYOKITZRAZ-XALYZVBKSA-N		CHEBI:138973		
BASm0009346	mogrol				C[C@H](CC[C@@H](O)C(C)(C)O)[C@H]1CC[C@@]2(C)[C@@H]3CC=C4[C@@H](CC[C@H](O)C4(C)C)[C@]3(C)[C@H](O)C[C@]12C	C30H52O4	InChI=1S/C30H52O4/c1-18(9-13-24(32)27(4,5)34)19-15-16-28(6)22-12-10-20-21(11-14-23(31)26(20,2)3)30(22,8)25(33)17-29(19,28)7/h10,18-19,21-25,31-34H,9,11-17H2,1-8H3	JLYBBRAAICDTIS-UHFFFAOYSA-N	476.3865602	CHEBI:138974	HMDB0254830	
BASm0009347	mogroside IE				C[C@H](CC[C@@H](O)C(C)(C)O)[C@H]1CC[C@@]2(C)[C@@H]3CC=C4[C@@H](CC[C@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)C4(C)C)[C@]3(C)[C@H](O)C[C@]12C	C36H62O9	InChI=1S/C36H62O9/c1-19(9-13-25(38)33(4,5)43)20-15-16-34(6)24-12-10-21-22(36(24,8)26(39)17-35(20,34)7)11-14-27(32(21,2)3)45-31-30(42)29(41)28(40)23(18-37)44-31/h10,19-20,22-31,37-43H,9,11-18H2,1-8H3	LLZGAVAIPZROOJ-UHFFFAOYSA-N	638.4393836	CHEBI:138975		
BASm0009348	AZD1979	An ammonium ion resulting from the protonation of the tertiary amino group of AZD1979.  A melanin concentrating hormone receptor 1 (MCHr1) antagonist.				C25H27N4O5		BKKPIQPFRAPEAY-UHFFFAOYSA-O	463.1975964	CHEBI:138980		
BASm0009349	AZD1979 oxetane hydrolysis product	A diol resulting from hydrolysis of the oxetane ring of AZD1979.				C25H28N4O6		OTFLAJNTHVWZOG-UHFFFAOYSA-N	480.2008846	CHEBI:139019		
BASm0009350	a cis-alkene				*/C=C\*					CHEBI:139021		
BASm0009351	nerylneryl diphosphate	An organophosphate oxoanion obtained by deprotonation of the diphosphate OH groups of nerylneryl diphosphate; major species at pH 7.3.			CC(C)=CCC/C(C)=C\CC/C(C)=C\CC/C(C)=C\COP(=O)([O-])OP(=O)([O-])[O-]	C20H33O7P2	InChI=1S/C20H36O7P2/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-26-29(24,25)27-28(21,22)23/h9,11,13,15H,6-8,10,12,14,16H2,1-5H3,(H,24,25)(H2,21,22,23)/p-3/b18-11-,19-13-,20-15-	OINNEUNVOZHBOX-XBQSVVNOSA-K		CHEBI:139032		
BASm0009352	a dihydroceramide				[1*]C[C@@H](O)[C@H](CO)NC([2*])=O					CHEBI:139048		
BASm0009358	4-hydroxytryptamine				[NH3+]CCc1c[nH]c2cccc(O)c12	C10H12N2O	InChI=1S/C10H12N2O/c11-5-4-7-6-12-8-2-1-3-9(13)10(7)8/h1-3,6,12-13H,4-5,11H2	FKIRTWDHOWAQGX-UHFFFAOYSA-N	176.094963	CHEBI:139069	HMDB0156383	
BASm0009359	4-hydoxytryptamine 4-phosphate			Expected Solid	[NH3+]CCc1c[nH]c2cccc(OP(=O)([O-])[O-])c12	C10H12N2O4P	InChI=1S/C10H13N2O4P/c11-5-4-7-6-12-8-2-1-3-9(10(7)8)16-17(13,14)15/h1-3,6,12H,4-5,11H2,(H2,13,14,15)/p-1	IKQGYCWFBVEAKF-UHFFFAOYSA-M	255.0540175	CHEBI:139070		MMDBc0055481
BASm0009360	4-hydroxy-N-methyltryptamine 4-phosphate			Expected Solid	C[NH2+]CCc1c[nH]c2cccc(OP(=O)([O-])[O-])c12	C11H15N2O4P	InChI=1S/C11H15N2O4P/c1-12-6-5-8-7-13-9-3-2-4-10(11(8)9)17-18(14,15)16/h2-4,7,12-13H,5-6H2,1H3,(H2,14,15,16)	WTPBXXCVZZZXKR-UHFFFAOYSA-N	270.076944	CHEBI:139071		MMDBc0004126
BASm0009361	psilocybin	Psilocybin (pronounced /ˌsaɪlɵˈsaɪbɪn/ SYE-lə-SYE-bin) (also known as psilocybine) is a hallucinogenic (entheogenic, psychedelic) indole of the tryptamine family, found in psilocybin mushrooms. It is present in hundreds of species of fungi, including those of the genus Psilocybe, such as Psilocybe cubensis and Psilocybe semilanceata, but also reportedly isolated from a dozen or so other genera. Psilocybin mushrooms are commonly called "sacred mushrooms," "magic mushrooms," or more simply "shrooms". Possession, and in some cases usage, of psilocybin or psilocin has been outlawed in most countries across the globe. Proponents of its usage consider it to be an entheogen and a tool to supplement various types of practices for transcendence, including in meditation, psychonautics, and psychedelic psychotherapy. The intensity and duration of entheogenic effects of psilocybin mushrooms are highly variable, depending on species/cultivar of mushrooms, dosage, individual physiology, and set and setting. Though psilocybin rarely attracts much attention from mainstream media, when it does the focus tends to be on the recreational use, generally excluding any other uses of the drug. (L1143)	520-52-5	Solid	C[NH+](C)CCc1c[nH]c2cccc(OP(=O)([O-])[O-])c12	C12H17N2O4P	InChI=1S/C12H17N2O4P/c1-14(2)7-6-9-8-13-10-4-3-5-11(12(9)10)18-19(15,16)17/h3-5,8,13H,6-7H2,1-2H3,(H2,15,16,17)	QVDSEJDULKLHCG-UHFFFAOYSA-N		CHEBI:139072		
BASm0009362	N(5)-phospho-L-glutamine			Expected Solid	[NH3+][C@@H](CCC(=O)NP(=O)([O-])[O-])C(=O)[O-]	C5H9N2O6P	InChI=1S/C5H11N2O6P/c6-3(5(9)10)1-2-4(8)7-14(11,12)13/h3H,1-2,6H2,(H,9,10)(H3,7,8,11,12,13)/p-2/t3-/m0/s1	SXNYIVOHZKYIJV-VKHMYHEASA-L	224.0209202	CHEBI:139073		MMDBc0056189
BASm0009363					*O[C@H]1C[C@H](n2ccc(N)[n+](C)c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:139075		
BASm0009365					*O[C@H]1CC(O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:139095		
BASm0009366					*O[C@H]1C[C@H](n2cnc3c(N)[n+](C)cnc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:139096		
BASm0009367	(3R)-3-[(3R)-3-hydroxydecanoyloxy]decanoate			Expected Solid	CCCCCCC[C@@H](O)CC(=O)O[C@H](CCCCCCC)CC(=O)[O-]	C20H37O5	InChI=1S/C20H38O5/c1-3-5-7-9-11-13-17(21)15-20(24)25-18(16-19(22)23)14-12-10-8-6-4-2/h17-18,21H,3-16H2,1-2H3,(H,22,23)/p-1/t17-,18-/m1/s1	ZFPAFAWFRTWCSK-QZTJIDSGSA-M	357.2646479	CHEBI:139104		MMDBc0054892
BASm0009371					*N[C@@H](CSC(N)=O)C(=O)[O-]					CHEBI:139126		
BASm0009372					*N[C@@H](CSC#N)C(=O)[O-]					CHEBI:139127		
BASm0009375	beta-D-glucosyl-N-(9Z-octadecenoyl)-sphing-4E-enine	GlcCer(d18:1/9Z-18:1) is a glycosphingolipid (ceramide and oligosaccharide)or oligoglycosylceramide with one or more sialic acids (i.e. n-acetylneuraminic acid) linked on the sugar chain. It is a component the cell plasma membrane which modulates cell signal transduction events. Gangliosides have been found to be highly important in immunology. Ganglioside GL1a carries a net-negative charge at pH 7.0 and is acidic. Gangliosides can amount to 6% of the weight of lipids from brain, but they are found at low levels in all animal tissues.Cerebrosides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides. Cerebrosides have a single sugar group linked to ceramide. The most common are galactocerebrosides (containing galactose), the least common are glucocerebrosides (containing glucose). Galactocerebrosides are found predominantly in neuronal cell membranes. In contrast glucocerebrosides are not normally found in membranes. Instead, they are typically intermediates in the synthesis or degradation of more complex glycosphingolipids. Galactocerebrosides are synthesized from ceramide and UDP-galactose. Excess lysosomal accumulation of glucocerebrosides is found in Gaucher disease.			CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)NC(=O)CCCCCCC\C=C/CCCCCCCC	C42H79NO8	InChI=1S/C42H79NO8/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-38(46)43-35(34-50-42-41(49)40(48)39(47)37(33-44)51-42)36(45)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,29,31,35-37,39-42,44-45,47-49H,3-16,19-28,30,32-34H2,1-2H3,(H,43,46)/b18-17-,31-29+/t35-,36+,37+,39+,40-,41+,42+/m0/s1	MVGFIPNJBNBHNC-HVFXMTMESA-N	725.5805685	CHEBI:139140	HMDB0004970	
BASm0009376						C90H151N3O39P5		CGWVOSJMYGNKHF-BBHOKJNGSA-I	2052.864025	CHEBI:139145		
BASm0009377					CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](OP(=O)([O-])OC[C@H](O)COP(=O)([O-])OC[C@H](O)COP(=O)([O-])OC[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3NC(C)=O)[C@@H](O)[C@@H](O)CO)[C@H](O)[C@H]2NC(C)=O)[C@@H]1O	(C13H23NO12P)n.C77H128N2O27P4				CHEBI:139146		
BASm0009378	mannosylinositol-1-phosphate			Expected Solid	[H][C@]1(O)[C@]([H])(O)[C@@]([H])(CO)OC([H])(O[C@]2([H])[C@@]([H])(O)[C@]([H])(O)[C@@]([H])(O)[C@@]([H])(O)[C@@]2([H])OP([O-])([O-])=O)[C@@]1([H])O	C12H21O14P	InChI=1S/C12H23O14P/c13-1-2-3(14)4(15)9(20)12(24-2)25-10-7(18)5(16)6(17)8(19)11(10)26-27(21,22)23/h2-20H,1H2,(H2,21,22,23)/p-2/t2-,3-,4+,5-,6-,7+,8-,9+,10-,11-,12?/m1/s1	UJXBXUSHOWRLIG-JDLYWALLSA-L	420.0679895	CHEBI:139147		MMDBc0056078
BASm0009379	mannosyldiinositol-1-phosphate			Expected Solid	[H][C@]1(O)[C@]([H])(O)[C@@]([H])(O)[C@]([H])(OP([O-])(=O)OC[C@@]2([H])OC([H])(O[C@]3([H])[C@@]([H])(O)[C@]([H])(O)[C@@]([H])(O)[C@@]([H])(O)[C@@]3([H])OP([O-])([O-])=O)[C@@]([H])(O)[C@@]([H])(O)[C@]2([H])O)[C@]([H])(O)[C@]1([H])O	C18H31O22P2	InChI=1S/C18H34O22P2/c19-3-2(1-36-42(34,35)40-15-10(26)6(22)5(21)7(23)11(15)27)37-18(14(30)4(3)20)38-16-12(28)8(24)9(25)13(29)17(16)39-41(31,32)33/h2-30H,1H2,(H,34,35)(H2,31,32,33)/p-3/t2-,3-,4+,5-,6-,7+,8-,9-,10-,11-,12+,13-,14+,15-,16-,17-,18?/m1/s1	DKHMHRQWWQWLAI-PNMGQCLPSA-K	661.0798674	CHEBI:139148		MMDBc0056077
BASm0009380						C90H152N2O41P5		WXIJINYZLXBCSY-STSZKNHQSA-I	2071.858605	CHEBI:139149		
BASm0009381	3-(9Z-octadecenoyl)-sn-glycero-1-phospho-(3'-(9Z-octadecenoyl)-1'-sn-glycerol)	A 3,3'-lysobisphosphatidate obtained by deprotonation of the phosphate OH group of (S,S)-bis-(3-oleoylglycero)-1-phosphate; major species at pH 7.3.				C42H78O10P		GNCZTBXGLUHKAP-JOZUOZHYSA-M	773.5338093	CHEBI:139150		
BASm0009382	ADP-5-ethyl-4-methylthiazole-2-carboxylate			solid	[H][C@]1(COP([O-])(=O)OP([O-])(=O)OCCC2=C(C)N=C(S2)C([O-])=O)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O	C17H19N6O12P2S	InChI=1S/C17H22N6O12P2S/c1-7-9(38-15(22-7)17(26)27)2-3-32-36(28,29)35-37(30,31)33-4-8-11(24)12(25)16(34-8)23-6-21-10-13(18)19-5-20-14(10)23/h5-6,8,11-12,16,24-25H,2-4H2,1H3,(H,26,27)(H,28,29)(H,30,31)(H2,18,19,20)/p-3/t8-,11-,12-,16-/m1/s1	VGXBGQACJQRWLV-LKGUXBDMSA-K	593.0256888	CHEBI:139151		
BASm0009383	3-(9Z-octadecenoyl)-sn-glycero-1-phospho-(1'-sn-glycerol)	1-acyl-sn-glycero-3-phosphoglycerol (n-c18:1) belongs to the class of Lysophosphatidylglycerols. These are glycerophosphoglycerols  (molecules containing a glycerol moiety attached to the phosphate group linked to a glycerol) in which only one fatty acid is bonded to the 1-glycerol moiety (through an ester linkage). (inferred from compound structure)				C24H46O9P		FQQQKGAFQIIGLQ-RXWKEIDKSA-M	509.2884936	CHEBI:139152		
BASm0009384	(S,S)-2-(9Z-octadecenoyl)-sn-glycero-1-phospho-(2'-(9Z-octadecenoyl)-1'-sn-glycerol)	A 1,1'-lysobisphosphatidate obtained by deprotonation of the phosphate OH group of (S,S)-bis-(2-oleoylglycero)-1-phosphate; major species at pH 7.3.				C42H78O10P		ZCXRIDHJRROVJY-JOZUOZHYSA-M	773.5338093	CHEBI:139156		
BASm0009385	(S,S)-2-(9Z-octadecenoyl)-sn-glycero-1-phospho-(1'-sn-glycerol)					C24H46O9P		UJUVFUFXJONDDC-RXWKEIDKSA-M	509.2884936	CHEBI:139157		MMDBc0060300
BASm0009386	alpha-L-rhamnosyl-(1->4)-D-glucuronic acid				[H]O[C@H]1O[C@H](C(=O)[O-])[C@H](O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O)[C@H](O)[C@H]1O	C12H20O11	InChI=1S/C12H20O11/c1-2-3(13)4(14)7(17)12(21-2)23-8-5(15)6(16)11(20)22-9(8)10(18)19/h2-9,11-17,20H,1H3,(H,18,19)	YLAIFAUCSMMVDB-UHFFFAOYSA-N	340.1005615	CHEBI:139158		
BASm0009387	Rha1GalA2				[H]O[C@H]1O[C@H](C(=O)[O-])[C@H](O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O[C@H]2O[C@H](C(=O)[O-])[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O	C18H28O17	InChI=1S/C18H28O17/c1-2-3(19)5(21)12(35-17-9(25)4(20)6(22)11(34-17)14(26)27)18(31-2)33-10-7(23)8(24)16(30)32-13(10)15(28)29/h2-13,16-25,30H,1H3,(H,26,27)(H,28,29)	IZRLTPJODRHEPZ-UHFFFAOYSA-N	516.1326494	CHEBI:139159		
BASm0009388	1-(4-methoxyphenyl)-N-methyl-N-[(3-methyloxetan-3-yl)methyl]methanamine	An ammonium ion obtained by protonation of the amino group of 1-(4-methoxyphenyl)-N-methyl-N-[(3-methyloxetan-3-yl)methyl]methanamine. The major species at pH 7.3.			COc1ccc(C[NH+](C)CC2(C)COC2)cc1	C14H22NO2	InChI=1S/C14H21NO2/c1-14(10-17-11-14)9-15(2)8-12-4-6-13(16-3)7-5-12/h4-7H,8-11H2,1-3H3/p+1	PHGMVEPLTMCGOB-UHFFFAOYSA-O		CHEBI:139161		
BASm0009389	oleuropein aglycone	3,4-DHPEA-EA is found in olive. 3,4-DHPEA-EA is the major form of the oleuropein-aglycone			C/C=C1/[C@H](O)OC=C(C(=O)OC)[C@H]1CC(=O)OCCc1ccc(O)c(O)c1	C19H22O8	InChI=1S/C19H22O8/c1-3-12-13(14(18(23)25-2)10-27-19(12)24)9-17(22)26-7-6-11-4-5-15(20)16(21)8-11/h3-5,8,10,13,19-21,24H,6-7,9H2,1-2H3/b12-3-/t13-,19+/m0/s1	BIWKXNFEOZXNLX-SQOYHTLWSA-N	378.1314677	CHEBI:139162	HMDB0029304	
BASm0009390	2-{[(4-methoxybenzyl)(methyl)amino]methyl}-2-methylpropane-1,3-diol	An ammonium ion resulting from the protonation of the amino group of 2-{[(4-methoxybenzyl)(methyl)amino]methyl}-2-methylpropane-1,3-diol.			COc1ccc(C[NH+](C)CC(C)(CO)CO)cc1	C14H24NO3	InChI=1S/C14H23NO3/c1-14(10-16,11-17)9-15(2)8-12-4-6-13(18-3)7-5-12/h4-7,16-17H,8-11H2,1-3H3/p+1	LGEIPBYULZCRGR-UHFFFAOYSA-O		CHEBI:139164		
BASm0009392	all-trans-retinoyl-1-O-(beta-D-glucuronate)		401-10-5	Expected Solid	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[C@@H]2O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]2O)C(C)(C)CCC1	C26H35O8	InChI=1S/C26H36O8/c1-15(11-12-18-17(3)10-7-13-26(18,4)5)8-6-9-16(2)14-19(27)33-25-22(30)20(28)21(29)23(34-25)24(31)32/h6,8-9,11-12,14,20-23,25,28-30H,7,10,13H2,1-5H3,(H,31,32)/p-1/b9-6+,12-11?,15-8+,16-14+/t20-,21-,22+,23-,25+/m0/s1	MTGFYEHKPMOVNE-JVJOLNLISA-M	475.2337417	CHEBI:139181	HMDB0003141	MMDBc0048823
BASm0009393	all-trans-4-hydroxy-4-O-(beta-D-glucuronide)-retinoate				CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)[O-])C(C)(C)CCC1O[C@@H]1O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]1O	C26H36O9	InChI=1S/C26H36O9/c1-14(7-6-8-15(2)13-19(27)28)9-10-17-16(3)18(11-12-26(17,4)5)34-25-22(31)20(29)21(30)23(35-25)24(32)33/h6-10,13,18,20-23,25,29-31H,11-12H2,1-5H3,(H,27,28)(H,32,33)/b8-6+,10-9+,14-7+,15-13+	LVCMXFSJTNPFHH-FRCNGJHJSA-N	492.2359328	CHEBI:139182		
BASm0009394	all-trans-5,6-epoxyretinoate				CC(/C=C/C12OC1(C)CCCC2(C)C)=C\C=C\C(C)=C\C(=O)[O-]	C20H28O3		KEEHJLBAOLGBJZ-ADUQSEPCNA-N	316.2038448	CHEBI:139183		
BASm0009395	all-trans-5,6-epoxyretinoyl-1-O-(beta-D-glucuronate)				CC(/C=C/C12OC1(C)CCCC2(C)C)=C\C=C\C(C)=C\C(=O)O[C@@H]1O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]1O	C26H36O9	InChI=1S/C26H36O9/c1-15(10-13-26-24(3,4)11-7-12-25(26,5)35-26)8-6-9-16(2)14-17(27)33-23-20(30)18(28)19(29)21(34-23)22(31)32/h6,8-10,13-14,18-21,23,28-30H,7,11-12H2,1-5H3,(H,31,32)/b9-6+,13-10+,15-8+,16-14+	BZPOQLONXBJGAZ-WEDZBJJJSA-N	492.2359327	CHEBI:139184	HMDB0186785	
BASm0009396	all-trans-4-oxoretinoate 1-O-(beta-D-glucuronate)				CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[C@@H]2O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]2O)C(C)(C)CCC1=O	C26H34O9	InChI=1S/C26H34O9/c1-14(9-10-17-16(3)18(27)11-12-26(17,4)5)7-6-8-15(2)13-19(28)34-25-22(31)20(29)21(30)23(35-25)24(32)33/h6-10,13,20-23,25,29-31H,11-12H2,1-5H3,(H,32,33)/b8-6+,10-9+,14-7+,15-13+	SIKFAVWPHMSCBL-FRCNGJHJSA-N	490.2202827	CHEBI:139185		
BASm0009398	(R,R)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(2'-(9Z-octadecenoyl)-3'-sn-glycerol)	A 2-acylglycerophospho-(2'-acylglycerol)(1-) obtained by deprotonation of the phosphate OH group of (R,R)-bis-(2-oleoylglycero)-1-phosphate; major species at pH 7.3.			CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](CO)COP(=O)([O-])OC[C@@H](CO)OC(=O)CCCCCCC/C=C\CCCCCCCC	C42H78O10P	InChI=1S/C42H79O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(45)51-39(35-43)37-49-53(47,48)50-38-40(36-44)52-42(46)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,39-40,43-44H,3-16,21-38H2,1-2H3,(H,47,48)/p-1/b19-17-,20-18-/t39-,40-/m1/s1	ZCXRIDHJRROVJY-VGHPCWFHSA-M		CHEBI:139228		
BASm0009399	(R,R)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(3'-sn-glycerol)				CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](CO)COP(=O)([O-])OC[C@H](O)CO	C24H46O9P	0	UJUVFUFXJONDDC-KTKRTIGZSA-M	509.2884936	CHEBI:139230		MMDBc0060300
BASm0009403		Beta-n-acetylneuraminate belongs to the class of Neuraminic Acid Derivatives. These are compounds containingor dervivated from a neuraminic acid moeity (5-amino-3,5-dideoxy-D-glycero-D-galacto-non-2-ulosonic acid), which is a 9-carbon monosaccharide. (inferred from compound structure)<br/><br/> N-acetyl-D-neuraminic acid (Neu5Ac) is a precursor for producing many pharmaceutical drugs such as zanamivir which have been used in clinical trials to treat and prevent the infection with influenza virus, such as the avian influenza virus H5N1 and the current 2009 H1N1. (PMID 19888576) E. coli Neu5Ac synthase is the Neu5Ac-9-P synthase. The Neu5Ac-9-P synthase is a cytosolic enzyme and ubiquitously distributed in mouse various tissues. (PMID 10873658) The CMP-sialic acid synthetase (CMP-Neu5Ac, synthetase) is responsible for the synthesis of CMP-Neu5Ac, which is the donor used by sialyltransferases to attach sialic acid to acceptor hydroxyl groups in various polysaccharides, glycolipids, and glycoproteins. (PMID 12135555) A prerequisite for the synthesis of sialylated glycoconjugates is the activated sugar-nucleotide cytidine 5'-monophosphate N-acetylneuraminic acid (CMP-Neu5Ac), which provides a substrate for Golgi sialyltransferases. (PMID 9689047)			[H]O[C@]1(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O1	C11H18NO9	InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/p-1/t5-,6-,7?,8?,9+,11-/m0/s1	SQVRNKJHWKZAKO-BZEZHRKQSA-M	308.0981562	CHEBI:139252		
BASm0009404		Beta-n-acetylneuraminate belongs to the class of Neuraminic Acid Derivatives. These are compounds containingor dervivated from a neuraminic acid moeity (5-amino-3,5-dideoxy-D-glycero-D-galacto-non-2-ulosonic acid), which is a 9-carbon monosaccharide. (inferred from compound structure)<br/><br/> N-acetyl-D-neuraminic acid (Neu5Ac) is a precursor for producing many pharmaceutical drugs such as zanamivir which have been used in clinical trials to treat and prevent the infection with influenza virus, such as the avian influenza virus H5N1 and the current 2009 H1N1. (PMID 19888576) E. coli Neu5Ac synthase is the Neu5Ac-9-P synthase. The Neu5Ac-9-P synthase is a cytosolic enzyme and ubiquitously distributed in mouse various tissues. (PMID 10873658) The CMP-sialic acid synthetase (CMP-Neu5Ac, synthetase) is responsible for the synthesis of CMP-Neu5Ac, which is the donor used by sialyltransferases to attach sialic acid to acceptor hydroxyl groups in various polysaccharides, glycolipids, and glycoproteins. (PMID 12135555) A prerequisite for the synthesis of sialylated glycoconjugates is the activated sugar-nucleotide cytidine 5'-monophosphate N-acetylneuraminic acid (CMP-Neu5Ac), which provides a substrate for Golgi sialyltransferases. (PMID 9689047)			[H]O[C@]1(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O1	C11H18NO9	InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/p-1/t5-,6-,7?,8?,9+,11-/m0/s1	SQVRNKJHWKZAKO-BZEZHRKQSA-M	308.0981562	CHEBI:139252		
BASm0009405	9-cis-4-hydroxyretinoate			Expected Solid		C20H27O3		KGUMXGDKXYTTEY-NAXRMXIQNA-M	315.1965683	CHEBI:139253	HMDB0006254	MMDBc0049644
BASm0009406	9-cis-4-oxoretinoate			Expected Solid		C20H25O3		GGCUJPCCTQNTJF-NAXRMXIQSA-M	313.1809182	CHEBI:139254		MMDBc0048081
BASm0009407	all-trans-18-hydroxyretinoate			Expected Solid	[H]OC([H])([H])C1=C(\C([H])=C(/[H])\C(=C(/[H])\C(\[H])=C(/[H])\C(=C(/[H])C([O-])=O)\C([H])([H])[H])\C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])C1([H])[H]	C20H27O3	InChI=1S/C20H28O3/c1-15(7-5-8-16(2)13-19(22)23)10-11-18-17(14-21)9-6-12-20(18,3)4/h5,7-8,10-11,13,21H,6,9,12,14H2,1-4H3,(H,22,23)/p-1/b8-5+,11-10+,15-7+,16-13+	XSJOIRFEYHJNAW-FCKHSPHMSA-M	315.1965683	CHEBI:139258	HMDB0012452	MMDBc0049010
BASm0009408	6beta-hydroxycortisone					C21H28O6		BCHHPSBWEQCAPG-WTCKOWDJSA-N	376.1885886	CHEBI:139269	HMDB0185104	
BASm0009409	6beta-hydroxycortisol					C21H30O6		GNFTWPCIRXSCQF-UJXAPRPESA-N	378.2042387	CHEBI:139271	HMDB0154732	
BASm0009410	calcitriol 25-O-(beta-D-glucuronide)	A steroid glucuronide anion that is the conjugate base of calcitriol 25-O-(beta-D-glucuronide) arising from deprotonation of the carboxylic acid function; major species at pH 7.3.				C33H51O9		UBEXJJQDSPZXNL-BHNPUNFPSA-M	591.3538568	CHEBI:139274		
BASm0009411	calcidiol 25-O-(beta-D-glucuronide)	A steroid glucuronide anion that is the conjugate base of calcidiol 25-O-(beta-D-glucuronide) arising from deprotonation of the carboxylic acid function; major species at pH 7.3.				C33H51O8		RQQPJTROOXJOLQ-IBWLQHGESA-M	575.3589422	CHEBI:139277		
BASm0009412	calcidiol 3-O-(beta-D-glucuronide)	A steroid glucuronide anion that is the conjugate base of calcidiol 3-O-(beta-D-glucuronide) arising from deprotonation of the carboxylic acid function; major species at pH 7.3.			C=C1CC[C@H](O[C@@H]2O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]2O)C/C1=C/C=C1\CCC[C@]2(C)[C@@H]([C@H](C)CCCC(C)(C)O)CC[C@@H]12	C33H51O8	InChI=1S/C33H52O8/c1-19-10-13-23(40-31-28(36)26(34)27(35)29(41-31)30(37)38)18-22(19)12-11-21-9-7-17-33(5)24(14-15-25(21)33)20(2)8-6-16-32(3,4)39/h11-12,20,23-29,31,34-36,39H,1,6-10,13-18H2,2-5H3,(H,37,38)/p-1/b21-11+,22-12-/t20-,23+,24-,25+,26+,27+,28-,29+,31-,33-/m1/s1	RYOQRDXVFJRWFJ-VIVSZJOJSA-M		CHEBI:139278		
BASm0009413			18529-63-0		[H]O[C@]1(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](OC(C)=O)[C@H](O)CO)O1	C13H21NO10	InChI=1S/C13H21NO10/c1-5(16)14-9-7(18)3-13(22,12(20)21)24-11(9)10(8(19)4-15)23-6(2)17/h7-11,15,18-19,22H,3-4H2,1-2H3,(H,14,16)(H,20,21)/t7-,8+,9+,10+,11+,13-/m0/s1	DUOKWMWKFGDUDQ-GRRZBWEESA-N		CHEBI:139285		
BASm0009414	N-acetyl-O-acetylneuraminate	This compound belongs to the family of Neuraminic Acid Derivatives. These are compounds containingor dervivated from a neuraminic acid moeity (5-amino-3,5-dideoxy-D-glycero-D-galacto-non-2-ulosonic acid), which is a 9-carbon monosaccharide.			[H]O[C@]1(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)COC(C)=O)O1	C13H21NO10	InChI=1S/C13H21NO10/c1-5(15)14-9-7(17)3-13(22,12(20)21)24-11(9)10(19)8(18)4-23-6(2)16/h7-11,17-19,22H,3-4H2,1-2H3,(H,14,15)(H,20,21)/t7-,8+,9+,10?,11+,13-/m0/s1	NYWZBRWKDRMPAS-CQYNJFSHSA-N	351.1165459	CHEBI:139286	HMDB0060492	
BASm0009415					[H]O[C@]1(C(=O)[O-])C[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O1	(C17H26NO13)n.H2O				CHEBI:139287		
BASm0009416					[H]O[C@]1(C(=O)[O-])C[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](NC(C)=O)[C@H]([C@H](OC(C)=O)[C@H](O)CO)O1	(C19H28NO14)n.H2O				CHEBI:139288		
BASm0009417					[H]O[C@]1(C(=O)[O-])C[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)COC(C)=O)O1	(C19H28NO14)n.H2O				CHEBI:139289		
BASm0009418	a chlorophyll				*C1=C(*)C2=[N+]3C1=Cc1c(*)c(*)c4n1[Mg-2]31n3c(c(C)c5c3=C(C3=[N+]1C(=C4)[C@@H](C)[C@@H]3CCC(=O)OC/C=C(\C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)[C-](C(=O)OC)C5=O)=C2					CHEBI:139291		
BASm0009419	a chlorophyllide				*C1=C(*)C2=[N+]3C1=Cc1c(*)c(*)c4n1[Mg-2]31n3c(c(C)c5c3=C(C3=[N+]1C(=C4)[C@@H](C)[C@@H]3CCC(=O)[O-])[C-](C(=O)OC)C5=O)=C2					CHEBI:139292		
BASm0009420	20beta-dihydrocortisol				C[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O)[C@H](O)CO	C21H32O5	InChI=1S/C21H32O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,14-18,22,24-26H,3-8,10-11H2,1-2H3	AWWCEQOCFFQUKS-UHFFFAOYSA-N	364.2249741	CHEBI:139311	HMDB0245599	
BASm0009421					*N[C@@H](CSSS)C(*)=O					CHEBI:139319		
BASm0009422					*N[C@@H](CSSS(=O)(=O)[O-])C(*)=O					CHEBI:139321		
BASm0009423	coelenterazine 2-hydroperoxide	A member of the class of oxidized luciferins that is obtained via formal hydroperoxidation at position 2 of Oplophorus luciferin.				C26H21N3O5		HOSWCJDTHOAORT-UHFFFAOYNA-N	455.1481208	CHEBI:139323		
BASm0009424	coelenterazine dioxetanone	A member of the class of oxidized luciferins that is obtained via formal oxidative cleavage of Oplophorus luciferin.				C26H21N3O5		NLLFPPYBCPDOHN-UHFFFAOYNA-N	455.1481208	CHEBI:139324		
BASm0009425	5-chloro-L-tryptophan				[H][C@](N)(CC1=CNC2=C1C=C(Cl)C=C2)C(O)=O	C11H11ClN2O2	InChI=1S/C11H11ClN2O2/c12-7-1-2-10-8(4-7)6(5-14-10)3-9(13)11(15)16/h1-2,4-5,9,14H,3,13H2,(H,15,16)/t9-/m0/s1	TUKKZLIDCNWKIN-VIFPVBQESA-N	238.0509053	CHEBI:139332		
BASm0009426	6-chloro-L-tryptophan		17808-21-8		[H][C@](N)(CC1=CNC2=C1C=CC(Cl)=C2)C(O)=O	C11H11ClN2O2	InChI=1S/C11H11ClN2O2/c12-7-1-2-8-6(3-9(13)11(15)16)5-14-10(8)4-7/h1-2,4-5,9,14H,3,13H2,(H,15,16)/t9-/m0/s1	FICLVQOYKYBXFN-VIFPVBQESA-N	238.0509053	CHEBI:139335		
BASm0009427	6,7-dichloro-L-tryptophan	An L-alpha-amino acid zwitterion resulting from the transfer of a proton from the carboxy group to the alpha-amino group of 6,7-dichloro-L-tryptophan; major species at pH 7.3.				C11H10Cl2N2O2		FWPPTMJFWIEUPY-QMMMGPOBSA-N	272.011933	CHEBI:139336		
BASm0009428	(4Z,8Z)-4,8-dimethyl-12-oxotrideca-4,8-dienal	A sesquiterpenoid that is (4Z,8Z)-4,8-dimethyltrideca-4,8-diene carrying two oxo substituents at positions 1 and 12. A product from bacterial degradation of rubber.			CC(=O)CC/C=C(/C)CC/C=C(/C)CCC=O	C15H24O2	InChI=1S/C15H24O2/c1-13(9-5-11-15(3)17)7-4-8-14(2)10-6-12-16/h8-9,12H,4-7,10-11H2,1-3H3/b13-9-,14-8-	WFSIQNRAWDRWLN-RDBXOABQSA-N		CHEBI:139337		
BASm0009429	all-trans-4-hydroxyretinal			Solid	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=O)C(C)(C)CCC1O	C20H28O2	InChI=1S/C20H28O2/c1-15(7-6-8-16(2)12-14-21)9-10-18-17(3)19(22)11-13-20(18,4)5/h6-10,12,14,19,22H,11,13H2,1-5H3/b8-6+,10-9+,15-7+,16-12+	CYVVUYORRQQAQE-RMWYGNQTSA-N	300.2089301	CHEBI:139346	HMDB0156401	
BASm0009430	all-trans-4-oxoretinal			Expected Solid	CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=O)C(C)(C)CCC1=O	C20H26O2	InChI=1S/C20H26O2/c1-15(7-6-8-16(2)12-14-21)9-10-18-17(3)19(22)11-13-20(18,4)5/h6-10,12,14H,11,13H2,1-5H3/b8-6+,10-9+,15-7-,16-12+	PLILDISEFZJECC-NXTBRRCASA-N	298.1932801	CHEBI:139347		MMDBc0048259
BASm0009431	theacrine	Temurin is a methyl derivative of uric acid, found occasionally in human urine. Temurin is one of the purine components in urinary calculi. Methylated purines originate from the metabolism of methylxanthines (caffeine, theophylline and theobromine). Methyluric acids are indistinguishable from uric acid by simple methods routinely used in clinical laboratories, requiring the use of high-performance liquid chromatography (HPLC). Purine derivatives in urinary calculi could be considered markers of abnormal purine metabolism. The content of a purine derivative in stone depends on its average urinary excretion in the general population, similarity to the chemical structure of uric acid, and content of the latter in stone. This suggests that purines in stones represent a solid solution with uric acid as solvent. It is also plausible that methylxanthines, ubiquitous components of the diet and drugs, are involved in the pathogenesis of urolithiasis. (PMID: 11712316, 15833286, 3506820, 15013152).	2309-49-1		Cn1c(=O)c2c(n(C)c1=O)n(C)c(=O)n2C	C9H12N4O3	InChI=1S/C9H12N4O3/c1-10-5-6(11(2)8(10)15)12(3)9(16)13(4)7(5)14/h1-4H3	QGDOQULISIQFHQ-UHFFFAOYSA-N	224.0909403	CHEBI:139388	HMDB0004328	
BASm0009432	eriodictyol-7-O-beta-D-glucoside	A flavanone glycoside that is eriodictyol attached to a beta-D-glucopyranosyl residue at position 7 via a glycosidic linkage. It is an Nrf2 activator and provides protection against cisplatin-induced toxicity.			O=C1C[C@@H](c2ccc(O)c(O)c2)Oc2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c21	C21H22O11	InChI=1S/C21H22O11/c22-7-16-18(27)19(28)20(29)21(32-16)30-9-4-12(25)17-13(26)6-14(31-15(17)5-9)8-1-2-10(23)11(24)3-8/h1-5,14,16,18-25,27-29H,6-7H2/t14-,16+,18+,19-,20+,21+/m0/s1	RAFHNDRXYHOLSH-SFTVRKLSSA-N		CHEBI:139458		
BASm0009433	(+)-O-methylkolavelool			Expected Solid	C=CC(C)(CC[C@]1(C)[C@@H](C)CC[C@]2(C)C(C)=CCC[C@@H]12)OC	C21H36O	InChI=1S/C21H36O/c1-8-19(4,22-7)14-15-21(6)17(3)12-13-20(5)16(2)10-9-11-18(20)21/h8,10,17-18H,1,9,11-15H2,2-7H3/t17-,18+,19?,20+,21+/m0/s1	VRVYZZJPEDVTBX-POFDQXHJSA-N	304.2766158	CHEBI:139480		MMDBc0054742
BASm0009434					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H](CO[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O)[C@@H](O)[C@H](O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O)[C@@H]4O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:139493		
BASm0009435	beta-pinacene		37905-11-6		C/C1=C/C=C(/C(C)C)CC/C(C)=C/CC/C(C)=C/CC1	C20H32	InChI=1S/C20H32/c1-16(2)20-14-12-18(4)10-6-8-17(3)9-7-11-19(5)13-15-20/h8,11-12,14,16H,6-7,9-10,13,15H2,1-5H3/b17-8-,18-12-,19-11-,20-14-	UJUWZMUCEGGBOH-CXDHOTJMSA-N		CHEBI:139494		
BASm0009436					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H](CO[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O)[C@@H](O)[C@H](O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O)[C@@H]4O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:139497		
BASm0009437					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H](CO[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O)[C@@H](O)[C@H](O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O)[C@@H]4O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:139498		
BASm0009438					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H](CO[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O)[C@@H](O)[C@H](O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O)[C@@H]4O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:139499		
BASm0009439					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H](CO[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O)[C@@H](O)[C@H](O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O)[C@@H]4O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:139500		
BASm0009440					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:139504		
BASm0009441					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5NC(C)=O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:139507		
BASm0009444					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H](CO[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5NC(C)=O)[C@@H](O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5NC(C)=O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:139510		
BASm0009445					C[C@H](OP(=O)([O-])OC[C@@H](O)[C@@H](O)[C@@H](O)CN1c2cc(O)ccc2Cc2c1[nH]c(=O)[nH]c2=O)C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-]	(C5H6NO3)n.C19H22N3O12P				CHEBI:139511		
BASm0009446					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H](CO[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5NC(C)=O)[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5NC(C)=O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5NC(C)=O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:139513		
BASm0009447	nonaflavuxanthin			Expected Solid	C=C(C)C(C/C=C(\C)CO)CC/C(C)=C/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C=C(\C)CCC=C(C)C	C45H64O	InChI=1S/C45H64O/c1-36(2)19-14-22-40(7)25-17-28-41(8)26-15-23-38(5)20-12-13-21-39(6)24-16-27-42(9)29-18-30-43(10)31-33-45(37(3)4)34-32-44(11)35-46/h12-13,15-21,23-30,32,45-46H,3,14,22,31,33-35H2,1-2,4-11H3/b13-12+,23-15+,24-16+,28-17+,29-18+,38-20+,39-21+,40-25+,41-26+,42-27+,43-30+,44-32+	DVCGBQVEWVCRNX-WJDABEKTSA-N	620.4957167	CHEBI:139514		MMDBc0011865
BASm0009448	flavuxanthin			Expected Solid	C=C(C)C(C/C=C(\C)CO)CC/C(C)=C/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C=C(\C)CCC(C/C=C(\C)CO)C(=C)C	C50H72O2	InChI=1S/C50H72O2/c1-39(2)49(35-31-47(11)37-51)33-29-45(9)27-17-25-43(7)23-15-21-41(5)19-13-14-20-42(6)22-16-24-44(8)26-18-28-46(10)30-34-50(40(3)4)36-32-48(12)38-52/h13-28,31-32,49-52H,1,3,29-30,33-38H2,2,4-12H3/b14-13+,21-15+,22-16+,25-17+,26-18+,41-19+,42-20+,43-23+,44-24+,45-27+,46-28+,47-31+,48-32+	AYPYRCXQBMEHMB-YHYHROLUSA-N	704.5532316	CHEBI:139515		MMDBc0055988
BASm0009449					*O[C@H]1C[C@H]2O[C@@H]1COP(=O)([O-])O[C@H]1C[C@@H](O[C@@H]1COP(*)(=O)[O-])N1C[C@@](C)(Cc3cn2c(=O)[nH]c3=O)C(=O)NC1=O					CHEBI:139518		
BASm0009450					*O[C@H]1C[C@H](n2cc(C)c(=O)[nH]c2=O)O[C@@H]1COP(=O)([O-])O[C@H]1C[C@H](n2cc(C)c(=O)[nH]c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:139519		
BASm0009453	(12R)-hydroxy-(9Z)-octadecenoyl-CoA			Expected Solid	[H]\C(CCCCCCCC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O)=C(/[H])C[C@]([H])(O)CCCCCC	C39H64N7O18P3S	InChI=1S/C39H68N7O18P3S/c1-4-5-6-13-16-27(47)17-14-11-9-7-8-10-12-15-18-30(49)68-22-21-41-29(48)19-20-42-37(52)34(51)39(2,3)24-61-67(58,59)64-66(56,57)60-23-28-33(63-65(53,54)55)32(50)38(62-28)46-26-45-31-35(40)43-25-44-36(31)46/h11,14,25-28,32-34,38,47,50-51H,4-10,12-13,15-24H2,1-3H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/p-4/b14-11-/t27-,28-,32-,33-,34+,38-/m1/s1	BHVZCCKRRPYXCV-MGNVXPIMSA-J	1043.326335	CHEBI:139559		MMDBc0054755
BASm0009454						C31H56O9P		UEMWSLAAOAZKOB-OHEUBQMVSA-M	603.366744	CHEBI:139561		
BASm0009455						C37H63O15P		BYEQYKTUQNUQGA-UJXSDCTDSA-L	778.3915555	CHEBI:139562		
BASm0009456	8-amino-8-demethylriboflavin 5'-phosphate			Expected Solid	[H][C@@](O)(COP(O)([O-])=O)[C@@]([H])(O)[C@@]([H])(O)CN1C2=CC(=N)C(C)=CC2=NC2=C1N=C([O-])[N-]C2=O	C16H17N5O9P	InChI=1S/C16H20N5O9P/c1-6-2-8-9(3-7(6)17)21(14-12(18-8)15(25)20-16(26)19-14)4-10(22)13(24)11(23)5-30-31(27,28)29/h2-3,10-11,13,22-24H,4-5H2,1H3,(H5,17,19,20,25,26,27,28,29)/p-3/t10-,11+,13-/m0/s1	WGPNFBBJYNPRBO-LOWVWBTDSA-K	454.0780349	CHEBI:139569		MMDBc0055648
BASm0009457	8-demethyl-8-formylriboflavin 5'-phosphate	An organophosphate oxoanion obtained by deprotonation of the phosphate and 3-imido groups of 8-formyl-8-demethylriboflavin 5'-phosphate. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).				C17H16N4O10P		TZAPMZFMEMVUSE-SCRDCRAPSA-K	467.0620505	CHEBI:139570		
BASm0009458	8-carboxy-8-demethylriboflavin 5'-phosphate	An organophosphate oxoanion obtained by deprotonation of the phosphate, carboxy and 3-imido groups of 8-formyl-8-demethylriboflavin 5'-phosphate. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).				C17H15N4O11P		BNNMNFPEVVMCTR-LOWVWBTDSA-J	482.0496886	CHEBI:139571		
BASm0009460					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@H]1NC(C)=O					CHEBI:139580		
BASm0009461					*N[C@@H](CO[C@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@H]1NC(C)=O)C(*)=O					CHEBI:139581		
BASm0009462	4-O-methylxanthohumol					C22H24O5		HOOCUUOYPZNVKX-XYOKQWHBSA-N	368.1623739	CHEBI:139593		
BASm0009464					*N[C@@H](CO[C@H]1O[C@H](CO)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@]3(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O3)[C@H]2O)[C@H]1NC(C)=O)C(*)=O					CHEBI:139597		
BASm0009465					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](CO)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@]3(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O3)[C@H]2O)[C@H]1NC(C)=O					CHEBI:139598		
BASm0009467					*N[C@@H](CO[C@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H]1NC(C)=O)C(*)=O					CHEBI:139605		
BASm0009468					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H]1NC(C)=O					CHEBI:139607		
BASm0009469					*N[C@@H](CO[C@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3NC(C)=O)[C@H](O)[C@H]2O)[C@H]1NC(C)=O)C(*)=O					CHEBI:139611		
BASm0009470					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3NC(C)=O)[C@H](O)[C@H]2O)[C@H]1NC(C)=O					CHEBI:139612		
BASm0009471	asc-C9-CoA					C36H58N7O21P3S		RZJQHWLIHIAVBC-OUSLZRTPSA-J	1049.264128	CHEBI:139617		
BASm0009472	asc-C7-CoA					C34H54N7O21P3S		JHLVPKOFYBDMGA-UCLBOIGHSA-J	1021.232828	CHEBI:139646		
BASm0009473	asc-DeltaC13-CoA				C[C@H](CCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O	C40H64N7O21P3S	InChI=1S/C40H68N7O21P3S/c1-24(64-39-27(49)19-26(48)25(2)65-39)13-11-9-7-5-6-8-10-12-14-30(51)72-18-17-42-29(50)15-16-43-37(54)34(53)40(3,4)21-63-71(60,61)68-70(58,59)62-20-28-33(67-69(55,56)57)32(52)38(66-28)47-23-46-31-35(41)44-22-45-36(31)47/h12,14,22-28,32-34,38-39,48-49,52-53H,5-11,13,15-21H2,1-4H3,(H,42,50)(H,43,54)(H,58,59)(H,60,61)(H2,41,44,45)(H2,55,56,57)/p-4/b14-12+/t24-,25+,26-,27-,28-,32-,33-,34+,38-,39-/m1/s1	IJFOVOXYTMJNNT-OMZVDAQLSA-J		CHEBI:139652		
BASm0009474	asc-C13-CoA				C[C@H](CCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O	C40H66N7O21P3S	InChI=1S/C40H70N7O21P3S/c1-24(64-39-27(49)19-26(48)25(2)65-39)13-11-9-7-5-6-8-10-12-14-30(51)72-18-17-42-29(50)15-16-43-37(54)34(53)40(3,4)21-63-71(60,61)68-70(58,59)62-20-28-33(67-69(55,56)57)32(52)38(66-28)47-23-46-31-35(41)44-22-45-36(31)47/h22-28,32-34,38-39,48-49,52-53H,5-21H2,1-4H3,(H,42,50)(H,43,54)(H,58,59)(H,60,61)(H2,41,44,45)(H2,55,56,57)/p-4/t24-,25+,26-,27-,28-,32-,33-,34+,38-,39-/m1/s1	NGYZNCDTCQYDGF-GVCRIRRXSA-J		CHEBI:139655		
BASm0009475	asc-DeltaC9-CoA				C[C@H](CCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O	C36H56N7O21P3S	InChI=1S/C36H60N7O21P3S/c1-20(60-35-23(45)15-22(44)21(2)61-35)9-7-5-6-8-10-26(47)68-14-13-38-25(46)11-12-39-33(50)30(49)36(3,4)17-59-67(56,57)64-66(54,55)58-16-24-29(63-65(51,52)53)28(48)34(62-24)43-19-42-27-31(37)40-18-41-32(27)43/h8,10,18-24,28-30,34-35,44-45,48-49H,5-7,9,11-17H2,1-4H3,(H,38,46)(H,39,50)(H,54,55)(H,56,57)(H2,37,40,41)(H2,51,52,53)/p-4/b10-8+/t20-,21+,22-,23-,24-,28-,29-,30+,34-,35-/m1/s1	LJNHJSMQBSSAJU-RSGXBDOCSA-J		CHEBI:139706		
BASm0009476	asc-DeltaC7-CoA				C[C@H](CC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O	C34H52N7O21P3S	InChI=1S/C34H56N7O21P3S/c1-18(58-33-21(43)13-20(42)19(2)59-33)7-5-6-8-24(45)66-12-11-36-23(44)9-10-37-31(48)28(47)34(3,4)15-57-65(54,55)62-64(52,53)56-14-22-27(61-63(49,50)51)26(46)32(60-22)41-17-40-25-29(35)38-16-39-30(25)41/h6,8,16-22,26-28,32-33,42-43,46-47H,5,7,9-15H2,1-4H3,(H,36,44)(H,37,48)(H,52,53)(H,54,55)(H2,35,38,39)(H2,49,50,51)/p-4/b8-6+/t18-,19+,20-,21-,22-,26-,27-,28+,32-,33-/m1/s1	SESCPHWMUINXHL-JHOQZYNTSA-J		CHEBI:139712		
BASm0009477	asc-omegaC7-CoA	An acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate groups of oscr#1-CoA; major species at pH 7.3.			C[C@@H]1O[C@@H](OCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2OP(=O)([O-])[O-])[C@H](O)C[C@H]1O	C34H54N7O21P3S	InChI=1S/C34H58N7O21P3S/c1-19-20(42)14-21(43)33(59-19)56-12-7-5-4-6-8-24(45)66-13-11-36-23(44)9-10-37-31(48)28(47)34(2,3)16-58-65(54,55)62-64(52,53)57-15-22-27(61-63(49,50)51)26(46)32(60-22)41-18-40-25-29(35)38-17-39-30(25)41/h17-22,26-28,32-33,42-43,46-47H,4-16H2,1-3H3,(H,36,44)(H,37,48)(H,52,53)(H,54,55)(H2,35,38,39)(H2,49,50,51)/p-4/t19-,20+,21+,22+,26+,27+,28-,32+,33+/m0/s1	OVQXUWRJYQBXHL-DOBPLDRNSA-J		CHEBI:139994		
BASm0009478	asc-omegaDeltaC7-CoA	An acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate groups of oscr#7-CoA; major species at pH 7.3.			C[C@@H]1O[C@@H](OCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2OP(=O)([O-])[O-])[C@H](O)C[C@H]1O	C34H52N7O21P3S	InChI=1S/C34H56N7O21P3S/c1-19-20(42)14-21(43)33(59-19)56-12-7-5-4-6-8-24(45)66-13-11-36-23(44)9-10-37-31(48)28(47)34(2,3)16-58-65(54,55)62-64(52,53)57-15-22-27(61-63(49,50)51)26(46)32(60-22)41-18-40-25-29(35)38-17-39-30(25)41/h6,8,17-22,26-28,32-33,42-43,46-47H,4-5,7,9-16H2,1-3H3,(H,36,44)(H,37,48)(H,52,53)(H,54,55)(H2,35,38,39)(H2,49,50,51)/p-4/b8-6+/t19-,20+,21+,22+,26+,27+,28-,32+,33+/m0/s1	ZQRUHCIHYLDUGE-YAOUEKBHSA-J		CHEBI:140057		
BASm0009479	asc-omegaC5-CoA	An acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate groups of oscr#9-CoA; major species at pH 7.3.			C[C@@H]1O[C@@H](OCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2OP(=O)([O-])[O-])[C@H](O)C[C@H]1O	C32H50N7O21P3S	InChI=1S/C32H54N7O21P3S/c1-17-18(40)12-19(41)31(57-17)54-10-5-4-6-22(43)64-11-9-34-21(42)7-8-35-29(46)26(45)32(2,3)14-56-63(52,53)60-62(50,51)55-13-20-25(59-61(47,48)49)24(44)30(58-20)39-16-38-23-27(33)36-15-37-28(23)39/h15-20,24-26,30-31,40-41,44-45H,4-14H2,1-3H3,(H,34,42)(H,35,46)(H,50,51)(H,52,53)(H2,33,36,37)(H2,47,48,49)/p-4/t17-,18+,19+,20+,24+,25+,26-,30+,31+/m0/s1	OJJVYBQJWBBERR-XKGQWQQESA-J		CHEBI:140060		
BASm0009480					*N[C@@H](CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:140080		
BASm0009481	2-octanoyl-sn-glycero-3-phosphocholine	A 2-acyl-sn-glycero-3-phosphocholine in which the acyl group is specified as octanoyl.			CCCCCCCC(=O)O[C@H](CO)COP(=O)([O-])OCC[N+](C)(C)C	C16H34NO7P	InChI=1S/C16H34NO7P/c1-5-6-7-8-9-10-16(19)24-15(13-18)14-23-25(20,21)22-12-11-17(2,3)4/h15,18H,5-14H2,1-4H3/t15-/m1/s1	JUUIDMXSEXFSAB-OAHLLOKOSA-N		CHEBI:140082		
BASm0009482					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1NC(C)=O					CHEBI:140083		
BASm0009483	all-trans-retinyl octanoate	An all-trans-retinyl ester obtained by formal condensation of the carboxy group of octanoic acid with the hydroxy group of all-trans-retinol.			CCCCCCCC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C	C28H44O2	InChI=1S/C28H44O2/c1-7-8-9-10-11-17-27(29)30-22-20-24(3)15-12-14-23(2)18-19-26-25(4)16-13-21-28(26,5)6/h12,14-15,18-20H,7-11,13,16-17,21-22H2,1-6H3/b15-12+,19-18+,23-14+,24-20+	AWGMQQGZWRIUJI-UBMBPVGBSA-N		CHEBI:140084		
BASm0009484					*N[C@@H](CO[C@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@@H](O)[C@H](O)[C@@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:140085		
BASm0009485					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@@H](O)[C@H](O)[C@@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1NC(C)=O					CHEBI:140087		
BASm0009486	2-dodecanoyl-sn-glycero-3-phosphocholine				CCCCCCCCCCCC(=O)O[C@H](CO)COP(=O)([O-])OCC[N+](C)(C)C	C20H42NO7P	0	GLSCDHQUIDQFRP-LJQANCHMSA-N	439.2698897	CHEBI:140088		MMDBc0060117
BASm0009487	all-trans-retinyl dodecanoate				CCCCCCCCCCCC(=O)OC/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C	C32H52O2	InChI=1S/C32H52O2/c1-7-8-9-10-11-12-13-14-15-21-31(33)34-26-24-28(3)19-16-18-27(2)22-23-30-29(4)20-17-25-32(30,5)6/h16,18-19,22-24H,7-15,17,20-21,25-26H2,1-6H3	ZGISOPBIAXHOTQ-UHFFFAOYSA-N	468.3967309	CHEBI:140089	HMDB0257177	
BASm0009488					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H](CO[C@@H]5O[C@H](CO)[C@@H](O[C@@H]6O[C@H](CO)[C@H](O)[C@H](O)[C@H]6O)[C@H](O)[C@H]5NC(C)=O)[C@@H](O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@H](CO)[C@H](O)[C@H](O[C@]6(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O6)[C@H]5O)[C@H](O)[C@H]4NC(C)=O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O[C@@H]6O[C@H](CO)[C@H](O)[C@H](O)[C@H]6O)[C@H](O)[C@H]5NC(C)=O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@H](CO[C@]6(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O6)[C@H](O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4NC(C)=O)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:140168		
BASm0009489					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H](CO[C@@H]5O[C@H](CO)[C@@H](O[C@@H]6O[C@H](CO)[C@H](O)[C@H](O)[C@H]6O)[C@H](O)[C@H]5NC(C)=O)[C@@H](O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@H](CO)[C@H](O)[C@H](O[C@]6(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O6)[C@H]5O)[C@H](O)[C@H]4NC(C)=O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O[C@@H]6O[C@H](CO)[C@H](O)[C@H](O)[C@H]6O)[C@H](O)[C@H]5NC(C)=O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@H](CO)[C@H](O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4NC(C)=O)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:140169		
BASm0009490					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H](CO[C@@H]5O[C@H](CO)[C@@H](O[C@@H]6O[C@H](CO)[C@H](O)[C@H](O)[C@H]6O)[C@H](O)[C@H]5NC(C)=O)[C@@H](O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@H](CO)[C@H](O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4NC(C)=O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O[C@@H]6O[C@H](CO)[C@H](O)[C@H](O)[C@H]6O)[C@H](O)[C@H]5NC(C)=O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@H](CO)[C@H](O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4NC(C)=O)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:140170		
BASm0009491	3'-L-prolyl-AMP	An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups and protonation of the amino group of 3'-L-prolyl-AMP; major species at pH 7.3.				C15H20N6O8P		VSRPBSCQACUDPU-TWBCTODHSA-M	443.1085722	CHEBI:140179		
BASm0009493	hydroxyalbendazole	A member of the class of benzimidazoles that is albendazole in which one of the terminal methyl hydrogens on the propyl group has been replaced by a hydroxy group.				C12H15N3O3S		BPWSOQXIMDMJHB-UHFFFAOYSA-N	281.0834125	CHEBI:140182		
BASm0009495	4'-hydroxyfenbendazole				COC(=O)NC1=NC2=C(N1)C=C(SC1=CC=C(O)C=C1)C=C2	C15H13N3O3S	InChI=1S/C15H13N3O3S/c1-21-15(20)18-14-16-12-7-6-11(8-13(12)17-14)22-10-4-2-9(19)3-5-10/h2-8,19H,1H3,(H2,16,17,18,20)	KFNQNAKZKBFJAZ-UHFFFAOYSA-N	315.0677625	CHEBI:140184	HMDB0246457	
BASm0009496	ent-isokauren-2beta-ol	An ent-kaurane diterpenoid in which the ent-kaurane skeleton has a double bond at C-15 and carries an alpha-configured hydroxy group at C-2.				C20H32O		KMRGROLDAASNIW-UELOQWINSA-N	288.2453157	CHEBI:140188		
BASm0009497	omega-hydroxy-beta-dihydromenaquinone-9	A member of the class of menaquinones that is menaquinone-9 in which the double bond that is second nearest to the naphthoquinone moiety has been dihydrogenated and one of the terminal methyl hydrogens has been replaced by a hydroxy group.			CC1=C(C/C=C(\C)CCCC(C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CO)C(=O)c2ccccc2C1=O	C56H82O3	InChI=1S/C56H82O3/c1-42(22-14-24-44(3)26-16-28-46(5)30-18-32-48(7)34-20-36-50(9)41-57)21-13-23-43(2)25-15-27-45(4)29-17-31-47(6)33-19-35-49(8)39-40-52-51(10)55(58)53-37-11-12-38-54(53)56(52)59/h11-12,21,24-25,28-29,32,36-39,47,57H,13-20,22-23,26-27,30-31,33-35,40-41H2,1-10H3/b42-21+,43-25+,44-24+,45-29+,46-28+,48-32+,49-39+,50-36+	SIXCRFGMVUATBG-HSHHTCJHSA-N		CHEBI:140189		
BASm0009498	21-phosphorifampicin	An organophosphate oxoanion obtained by deprotonation of the phosphate and 5-hydroxy groups as well as protonation of the tertiary amino group of 21-phosphorifampicin. It is the major species at pH 7.3 (according to Marvin v 6.2.0.).			CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C)c([O-])c4c(O)c(c(/C=N/N5CC[NH+](C)CC5)c(O)c4c3C2=O)NC(=O)/C(C)=C\C=C\[C@H](C)[C@H](OP(=O)([O-])[O-])[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C	C43H57N4O15P	InChI=1S/C43H59N4O15P/c1-21-12-11-13-22(2)42(54)45-33-28(20-44-47-17-15-46(9)16-18-47)36(51)30-31(37(33)52)35(50)26(6)40-32(30)41(53)43(8,61-40)59-19-14-29(58-10)23(3)39(60-27(7)48)25(5)34(49)24(4)38(21)62-63(55,56)57/h11-14,19-21,23-25,29,34,38-39,49-52H,15-18H2,1-10H3,(H,45,54)(H2,55,56,57)/p-2/b12-11+,19-14+,22-13-,44-20+/t21-,23+,24-,25+,29-,34+,38-,39+,43-/m0/s1	DLPFYGTUMXCNLJ-WSSVZIAPSA-L		CHEBI:140195		
BASm0009499	3-bromo-4-hydroxybenzoate				O=C([O-])c1ccc(O)c(Br)c1	C7H5BrO3	InChI=1S/C7H5BrO3/c8-5-3-4(7(10)11)1-2-6(5)9/h1-3,9H,(H,10,11)	XMEQDAIDOBVHEK-UHFFFAOYSA-N	215.942207	CHEBI:140203		
BASm0009500	3-bromo-4,5-dihydroxybenzoate	A dihydroxybenzoate that is the conjugate base of 3-bromo-4,5-dihydroxybenzoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.			O=C([O-])c1cc(O)c(O)c(Br)c1	C7H4BrO4	InChI=1S/C7H5BrO4/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1-2,9-10H,(H,11,12)/p-1	XCTQCHNCFZFEGN-UHFFFAOYSA-M		CHEBI:140211		
BASm0009501	3,5-dibromobenzene-1,2-diol	A member of the class of catechols carrying two bromo substituents at positions 3 and 5.			Oc1cc(Br)cc(Br)c1O	C6H4Br2O2	InChI=1S/C6H4Br2O2/c7-3-1-4(8)6(10)5(9)2-3/h1-2,9-10H	PSHYJLFHLSZNLM-UHFFFAOYSA-N		CHEBI:140214		
BASm0009502					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1cc(Cl)c(Cl)[nH]1)C(*)=O					CHEBI:140219		
BASm0009503					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1ccc(Cl)[nH]1)C(*)=O					CHEBI:140221		
BASm0009504	sordaricin				CC(C)C1=C[C@H]2C[C@]3(C=O)[C@@H]4CC[C@@H](C)[C@H]4C[C@@]2(CO)[C@]13C(=O)[O-]	C20H28O4	InChI=1S/C20H28O4/c1-11(2)16-6-13-7-19(10-22)15-5-4-12(3)14(15)8-18(13,9-21)20(16,19)17(23)24/h6,10-15,21H,4-5,7-9H2,1-3H3,(H,23,24)	QIMCUSGGYZHVEF-UHFFFAOYSA-N	332.1987594	CHEBI:140232		
BASm0009505	4'-O-demethylsordarin			Expected Solid	CC(C)C1=C[C@H]2C[C@]3(C=O)[C@@H]4CC[C@@H](C)[C@H]4C[C@@]2(CO[C@@H]2O[C@H](C)[C@@H](O)[C@@H](O)[C@@H]2O)[C@]13C(=O)[O-]	C26H38O8	InChI=1S/C26H38O8/c1-12(2)18-7-15-8-24(10-27)17-6-5-13(3)16(17)9-25(15,26(18,24)23(31)32)11-33-22-21(30)20(29)19(28)14(4)34-22/h7,10,12-17,19-22,28-30H,5-6,8-9,11H2,1-4H3,(H,31,32)/t13-,14?,15?,16-,17-,19?,20?,21?,22?,24?,25?,26?/m1/s1	YTWDSZAPPKUSFS-RMPMTSDOSA-N	478.2566682	CHEBI:140233		MMDBc0015004
BASm0009506	ent-isokaurene-2beta,3beta-diol	An ent-kaurane diterpenoid in which the ent-kaurane skeleton has a double bond at C-15 and carries two alpha-configured hydroxy groups at C-2 and C-3.			CC1=C[C@@]23CC[C@@H]4C(C)(C)[C@H](O)[C@H](O)C[C@@]4(C)[C@@H]2CC[C@@H]1C3	C20H32O2	InChI=1S/C20H32O2/c1-12-9-20-8-7-15-18(2,3)17(22)14(21)11-19(15,4)16(20)6-5-13(12)10-20/h9,13-17,21-22H,5-8,10-11H2,1-4H3/t13-,14-,15-,16+,17-,19-,20-/m1/s1	WNDMUTXXXQEUPV-VWZCVCQNSA-N		CHEBI:140275		
BASm0009509					*O[C@H]1C[C@H](*)O[C@@H]1COP(*)(=O)[O-]					CHEBI:140284		
BASm0009510					*O[C@H]1C[C@H](*)O[C@@H]1COP(*)(=O)OC					CHEBI:140286		
BASm0009511	5'-triphosphoadenylyl-(2'->5')-adenosine				Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])O[C@@H]2[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])O[C@H]2n2cnc3c(N)ncnc32)[C@@H](O)[C@H]1O	C20H28N10O19P4	InChI=1S/C20H28N10O19P4/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(45-19)1-43-51(37,38)47-14-12(32)8(2-44-52(39,40)49-53(41,42)48-50(34,35)36)46-20(14)30-6-28-10-16(22)24-4-26-18(10)30/h3-8,11-14,19-20,31-33H,1-2H2,(H,37,38)(H,39,40)(H,41,42)(H2,21,23,25)(H2,22,24,26)(H2,34,35,36)	YHHSPPDBQDMAPZ-UHFFFAOYSA-N	836.0482667	CHEBI:140294		
BASm0009516	genistein 7-O-beta-D-glucoside	Genistin is found in fruits. Genistin is present in soy foods. Potential nutriceutical. It is isolated from Prunus avium (wild cherry) Genistin is one of several known isoflavones. Genistin is found in a number of plants and herbs like soy	529-59-9	Solid	O=c1c(-c2ccc(O)cc2)coc2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc([O-])c12	C21H20O10	InChI=1S/C21H20O10/c22-7-15-18(26)19(27)20(28)21(31-15)30-11-5-13(24)16-14(6-11)29-8-12(17(16)25)9-1-3-10(23)4-2-9/h1-6,8,15,18-24,26-28H,7H2	ZCOLJUOHXJRHDI-UHFFFAOYSA-N	432.1056469	CHEBI:140305	HMDB0033988	
BASm0009517	2'-hydroxygenistein		1156-78-1		O=c1c(-c2ccc(O)cc2O)coc2cc([O-])cc(O)c12	C15H10O6	InChI=1S/C15H10O6/c16-7-1-2-9(11(18)3-7)10-6-21-13-5-8(17)4-12(19)14(13)15(10)20/h1-6,16-19H	GSSOWCUOWLMMRJ-UHFFFAOYSA-N		CHEBI:140306		
BASm0009520	a phenyl acetate				*c1c(*)c(*)c(OC(C)=O)c(*)c1*					CHEBI:140310		
BASm0009521	FMNH•			Expected Solid	[H][C@@](O)(COP(O)(O)=O)[C@@]([H])(O)[C@@]([H])(O)CN1C2=C([N]C3=C1N=C([O-])N=C3[O-])C=C(C)C(C)=C2	C17H20N4O9P	InChI=1S/C17H22N4O9P/c1-7-3-9-10(4-8(7)2)21(15-13(18-9)16(25)20-17(26)19-15)5-11(22)14(24)12(23)6-30-31(27,28)29/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H2,27,28,29)(H2,19,20,25,26)/p-2/t11-,12+,14-/m0/s1	QRMADBXCFSIJKL-SCRDCRAPSA-L	455.0978874	CHEBI:140311		MMDBc0056383
BASm0009522						C43H69N9O23		UURVLNBFAKAOHX-BMWWWBHFSA-L	1079.451727	CHEBI:140312		
BASm0009523	an aryl sulfate				*c1c(*)c(*)c(OS(=O)(=O)[O-])c(*)c1*					CHEBI:140317		
BASm0009526	13-deoxycarminomycin			Expected Solid		C26H30NO9		UHYFCDBUKBJSFA-JYFLSIMMSA-O	500.191508	CHEBI:140329		MMDBc0007266
BASm0009527	13-dihydrocarminomycin			Expected Solid	[H][C@](C)(O)[C@]1(O)CC2=C(O)C3=C(C(O)=C2[C@]([H])(C1)O[C@@]1([H])C[C@]([H])([NH3+])[C@]([H])(O)[C@]([H])(C)O1)C(=O)C1=C(C=CC=C1O)C3=O	C26H30NO10	InChI=1S/C26H29NO10/c1-9-21(30)13(27)6-16(36-9)37-15-8-26(35,10(2)28)7-12-18(15)25(34)20-19(23(12)32)22(31)11-4-3-5-14(29)17(11)24(20)33/h3-5,9-10,13,15-16,21,28-30,32,34-35H,6-8,27H2,1-2H3/p+1/t9-,10+,13-,15-,16-,21+,26-/m0/s1	YXBSCYMMPXQFDS-LBIZDXDESA-O	516.1864226	CHEBI:140330		MMDBc0055170
BASm0009530						C21H33O19		GPEOEAOYOXIFLP-IKLRGTITSA-M	589.1621524	CHEBI:140335		
BASm0009531						C22H35O19		IBPXPPHZZQVGHN-NPARFUQOSA-M	603.1778025	CHEBI:140336		
BASm0009533	(7S,17S)-dihydroperoxy-(4Z,8E,10Z,13Z,15E,19Z)-docosahexaenoate	A docosanoid anion that is the conjugate base of (7S,17S)-bis(hydroperoxy)-(4Z,8E,10Z,13Z,15E,19Z)-docosahexaenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C22H31O6		NQUUEKCCEOGKDL-XGTWDWJNSA-M	391.2126123	CHEBI:140349		
BASm0009535					*N[C@@H](CC(=O)N*O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)C(*)=O					CHEBI:140357		
BASm0009538					*N[C@@H](CC(=O)N*O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O[C@H]1O[C@H](COP(=O)([O-])O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H](O)[C@H]1O)C(*)=O					CHEBI:140369		
BASm0009539					*N[C@@H](CC(=O)N*O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O[C@H]1O[C@H](COP(=O)([O-])[O-])[C@H](O)[C@H](O)[C@H]1O)C(*)=O					CHEBI:140371		
BASm0009540	3,5-bis(diphospho)-1D-myo-inositol 1,2,4,6-tetrakisphosphate			Expected Solid	[H][C@@]1(OP([O-])([O-])=O)[C@]([H])(OP([O-])([O-])=O)[C@]([H])(OP(O)(=O)OP([O-])([O-])=O)[C@@]([H])(OP([O-])([O-])=O)[C@]([H])(OP([O-])(=O)OP([O-])([O-])=O)[C@@]1([H])OP([O-])([O-])=O	C6H7O30P8	InChI=1S/C6H20O30P8/c7-37(8,9)29-1-2(30-38(10,11)12)5(33-43(25,26)35-41(19,20)21)4(32-40(16,17)18)6(3(1)31-39(13,14)15)34-44(27,28)36-42(22,23)24/h1-6H,(H,25,26)(H,27,28)(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/p-13/t1-,2-,3-,4-,5+,6-/m0/s1	HHQOOERQSFJGEP-ZSIQDKGESA-A	806.6994413	CHEBI:140372		MMDBc0047897
BASm0009541	3-diphospho-1D-myo-inositol 1,2,4,5,6-pentakisphosphate			Expected Solid		C6H6O27P7		UPHPWXPNZIOZJL-PTQMNWPWSA-A	726.7331105	CHEBI:140374		MMDBc0033009
BASm0009542	a (2S)-flavan-4-one				*c1c(*)c(*)c([C@@H]2CC(=O)c3c(*)c(*)c(*)c(*)c3O2)c(*)c1*					CHEBI:140377		
BASm0009543	an aldopyranose				*C1OC(O)C(O)C(O)C1O					CHEBI:140379		
BASm0009544	aldono-1,5-lactone				*C1OC(=O)C(O)C(O)C1O					CHEBI:140380		
BASm0009545	(3R)-hydroxybutanoate pentamer			Expected Solid	[H][C@](C)(O)CC(=O)O[C@]([H])(C)CC(=O)O[C@]([H])(C)CC(=O)O[C@]([H])(C)CC(=O)O[C@]([H])(C)CC([O-])=O	C20H31O11	InChI=1S/C20H32O11/c1-11(21)6-17(24)29-13(3)8-19(26)31-15(5)10-20(27)30-14(4)9-18(25)28-12(2)7-16(22)23/h11-15,21H,6-10H2,1-5H3,(H,22,23)/p-1/t11-,12-,13-,14-,15-/m1/s1	REGBMADJTTZONK-KJWHEZOQSA-M	447.1871854	CHEBI:140383		MMDBc0054908
BASm0009546	(3R)-hydroxybutanoate tetramer			Expected Solid	[H][C@](C)(O)CC(=O)O[C@]([H])(C)CC(=O)O[C@]([H])(C)CC(=O)O[C@]([H])(C)CC([O-])=O	C16H25O9	InChI=1S/C16H26O9/c1-9(17)5-14(20)24-11(3)7-16(22)25-12(4)8-15(21)23-10(2)6-13(18)19/h9-12,17H,5-8H2,1-4H3,(H,18,19)/p-1/t9-,10-,11-,12-/m1/s1	KKXWXOTXCXUUCX-DDHJBXDOSA-M	361.150406	CHEBI:140384		MMDBc0054909
BASm0009547	(3R)-hydroxybutanoate trimer			Expected Solid	[H][C@](C)(O)CC(=O)O[C@]([H])(C)CC(=O)O[C@]([H])(C)CC([O-])=O	C12H19O7	InChI=1S/C12H20O7/c1-7(13)4-11(16)19-9(3)6-12(17)18-8(2)5-10(14)15/h7-9,13H,4-6H2,1-3H3,(H,14,15)/p-1/t7-,8-,9-/m1/s1	CWLWBMWELZSMPG-IWSPIJDZSA-M	275.1136265	CHEBI:140385		MMDBc0054910
BASm0009548					*[C@@H]1O[C@H](COP(=O)([O-])O[H])[C@@H](O)[C@H]1O					CHEBI:140395		
BASm0009549					*[C@@H]1O[C@H](COP(=O)([O-])O[H])[C@@H](O)[C@H]1O					CHEBI:140395		
BASm0009550	N-acyl-1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine				[1*]/C=C\OC[C@@H](O)COP(=O)([O-])OCCNC([3*])=O					CHEBI:140403		
BASm0009551	2,4,6-trichlorophenol	2,4,6-Trichlorophenol (or 2,4,6-TCP) is a chlorinated phenol that has been used as a fungicide, herbicide, insecticide, antiseptic, defoliant, and glue preservative. It is a yellow solid with a strong, sweet odour. It decomposes on heating to produce toxic and corrosive fumes including hydrogen chloride and chlorine. The technical grade of this substance may contain polychlorinated dibenzodioxins (PCDDs), polychlorinated dibenzofurans (PCDFs), and other contaminants. It is an environmental pollutant that has been found in fresh water lakes such as the Great Lakes. (L158)	32296	Solid		C6H2Cl3O		LINPIYWFGCPVIE-UHFFFAOYSA-M	194.9176714	CHEBI:140426		
BASm0009552	(9Z-hexadecenoyl)-sn-glycero-3-phosphocholine				*OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)O*					CHEBI:140432		
BASm0009553	GDP-6-deoxy-alpha-D-altrose			Expected Solid	[H][C@]1(COP([O-])(=O)OP(O)(=O)O[C@@]2([H])O[C@]([H])(C)[C@@]([H])(O)[C@@]([H])(O)[C@]2([H])O)O[C@@]([H])(N2C=NC3=C2NC(=N)N=C3[O-])[C@]([H])(O)[C@]1([H])O	C16H23N5O15P2	InChI=1S/C16H25N5O15P2/c1-4-7(22)9(24)11(26)15(33-4)35-38(30,31)36-37(28,29)32-2-5-8(23)10(25)14(34-5)21-3-18-6-12(21)19-16(17)20-13(6)27/h3-5,7-11,14-15,22-26H,2H2,1H3,(H,28,29)(H,30,31)(H3,17,19,20,27)/p-2/t4-,5-,7-,8-,9-,10-,11+,14-,15-/m1/s1	LQEBEXMHBLQMDB-AVOXIQDMSA-L	587.0676862	CHEBI:140433		MMDBc0056005
BASm0009554	3-[(Z)-2-isocyanoethenyl]-1H-indole			Expected Solid	[H]\C([N+]#[C-])=C(/[H])C1=CNC2=CC=CC=C12	C11H8N2	InChI=1S/C11H8N2/c1-12-7-6-9-8-13-11-5-3-2-4-10(9)11/h2-8,13H/b7-6-	JQMYMZZLIOIXEO-SREVYHEPSA-N	168.0687483	CHEBI:140434		MMDBc0055341
BASm0009555	3-geranyl-3-[(Z)-2-isocyanoethenyl]-1H-indole	A member of the class of indoles in which the hydrogens at position 3 of 3H-indole have been replaced by 2-isocyanovinyl and geranyl groups.				C21H24N2		RDFHTLPPJOQCJA-DATWYKNKNA-N	304.1939488	CHEBI:140439		
BASm0009556	hapalindole H					C21H24N2		SLUFHMQYBPOTFZ-LKRGOLFISA-N	304.1939488	CHEBI:140440		
BASm0009557	12-epi-hapalindole U					C21H24N2		SLUFHMQYBPOTFZ-BQBKMSKFSA-N	304.1939488	CHEBI:140441		
BASm0009558	12-epi-fischerindole U			Expected Solid	[H][C@]12CC[C@@](C)(C=C)[C@]([H])([N+]#[C-])[C@]1([H])C1=C(NC3=CC=CC=C13)C2(C)C	C21H24N2	InChI=1S/C21H24N2/c1-6-21(4)12-11-14-17(19(21)22-5)16-13-9-7-8-10-15(13)23-18(16)20(14,2)3/h6-10,14,17,19,23H,1,11-12H2,2-4H3/t14-,17-,19+,21+/m0/s1	NEYJIGPAQAKWSI-QBGRRASTSA-N	304.1939488	CHEBI:140442		MMDBc0009286
BASm0009559	(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine				*OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)O*					CHEBI:140444		
BASm0009560	(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine				*OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)O*					CHEBI:140445		
BASm0009561	(12R-hydroxy-9Z-octadecenoyl)-sn-glycero-3-phosphocholine				*OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)O*					CHEBI:140446		
BASm0009562	N-acyl-1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphoethanolamine				[1*]/C=C\OC[C@H](COP(=O)([O-])OCCNC([3*])=O)OC([2*])=O					CHEBI:140451		
BASm0009563	1-O-(1Z-octadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate	A 1-(Z)-alk-1-enyl-2-acyl-sn-glycero-3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-[(1Z)-octadecenyl]-2-oleoyl-sn-glycero-3-phosphate; major species at pH 7.3.				C39H73O7P		ZJGMUQGWZOJOAO-VDWFBKDDSA-L	684.5104888	CHEBI:140452		
BASm0009564					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1ccc(Br)[nH]1)C(*)=O					CHEBI:140454		
BASm0009565					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1cc(Br)c(Br)[nH]1)C(*)=O					CHEBI:140455		
BASm0009566					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1[nH]c(Br)c(Br)c1Br)C(*)=O					CHEBI:140456		
BASm0009567	hederagenin		465-99-6			C30H47O4		PGOYMURMZNDHNS-MYPRUECHSA-M	471.3479836	CHEBI:140466		
BASm0009568	gypsogenin					C30H45O4		QMHCWDVPABYZMC-MYPRUECHSA-M	469.3323335	CHEBI:140467	HMDB0175888	
BASm0009569	gypsogenate					C30H44O5		PAIBKVQNJKUVCE-JUENUIDLSA-L	484.3199717	CHEBI:140468		
BASm0009570	1,2,3-tri-(12R-hydroxy-9Z-octadecenoyl)-glycerol	Triricinolein is found in fats and oils. Triricinolein is isolated from castor oil (Ricinus communis).	2540-54-7			C57H104O9		ZEMPKEQAKRGZGQ-VBJOUPRGSA-N	932.7680349	CHEBI:140471	HMDB0038061	
BASm0009571					*N[C@@H](CO[C@@H]1OC[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@H]2O)[C@H](O)[C@H]1OP(=O)([O-])[O-])C(*)=O					CHEBI:140494		
BASm0009572					*N[C@@H](CO[C@@H]1OC[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]4O)[C@H]3O)[C@H]2O)[C@H](O)[C@H]1OP(=O)([O-])[O-])C(*)=O					CHEBI:140495		
BASm0009573	12,18-didecarboxysiroheme			Expected Solid	[Fe++].[H][C@@]1(CCC([O-])=O)\C2=C\C3=C(C)C(CCC([O-])=O)=C([N-]3)\C=C3/[N-]\C(=C/C4=N/C(=C\C(=N2)[C@@]1(C)CC([O-])=O)/[C@@]([H])(CCC([O-])=O)[C@]4(C)CC([O-])=O)C(C)=C3CCC([O-])=O	C40H38FeN4O12	InChI=1S/C40H46N4O12.Fe/c1-19-21(5-9-33(45)46)27-14-28-22(6-10-34(47)48)20(2)26(42-28)15-31-40(4,18-38(55)56)24(8-12-36(51)52)30(44-31)16-32-39(3,17-37(53)54)23(7-11-35(49)50)29(43-32)13-25(19)41-27;/h13-16,23-24H,5-12,17-18H2,1-4H3,(H8,41,42,43,44,45,46,47,48,49,50,51,52,53,54,55,56);/q;+2/p-8/t23-,24-,39+,40+;/m1./s1	JJIIPBCQUZPJAW-MQNDWNIASA-F	822.18685	CHEBI:140497		MMDBc0055161
BASm0009574	dihydro-heme d1			Expected Solid	[Fe++].CC1=C(CCC([O-])=O)C2=CC3=NC(=CC4=NC(=CC5=NC(C=C1[N-]2)=C([O-])[C@]5(C)CC([O-])=O)C(=O)[C@]4(C)CC([O-])=O)C(C)=C3CCC([O-])=O	C34H28FeN4O10	InChI=1S/C34H34N4O10.Fe/c1-15-17(5-7-27(39)40)21-10-22-18(6-8-28(41)42)16(2)20(36-22)11-25-33(3,13-29(43)44)32(48)24(38-25)12-26-34(4,14-30(45)46)31(47)23(37-26)9-19(15)35-21;/h9-12H,5-8,13-14H2,1-4H3,(H6,35,36,37,38,39,40,41,42,43,44,45,46,47,48);/q;+2/p-6/t33-,34-;/m1./s1	XLQCGNUTSJTZNF-YDXXJHAFSA-H	708.117673	CHEBI:140498		MMDBc0055919
BASm0009575	6-chloro-D-tryptophan		17808-21-8			C11H11ClN2O2		FICLVQOYKYBXFN-SECBINFHSA-N	238.0509053	CHEBI:140509		
BASm0009576	METHYL alpha-D-GALACTOPYRANURONATE		18486-47-0		[H][C@]1(O)O[C@]([H])(C(=O)OC)[C@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C7H12O7	InChI=1S/C7H12O7/c1-13-7(12)5-3(9)2(8)4(10)6(11)14-5/h2-6,8-11H,1H3/t2-,3+,4+,5-,6-/m0/s1	DICCNWCUKCYGNF-KGJVWPDLSA-N	208.0583027	CHEBI:140522		
BASm0009577					[H][C@]1(O)O[C@]([H])(C(=O)OC)[C@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C7H12O7	InChI=1S/C7H12O7/c1-13-7(12)5-3(9)2(8)4(10)6(11)14-5/h2-6,8-11H,1H3/t2-,3+,4+,5-,6-/m0/s1	DICCNWCUKCYGNF-KGJVWPDLSA-N	208.0583027	CHEBI:140522		
BASm0009578			1700908	Solid		C6H9O7		AEMOLEFTQBMNLQ-BKBMJHBISA-M	193.0353762	CHEBI:140523	HMDB00127	
BASm0009579			1700908	Solid		C6H9O7		AEMOLEFTQBMNLQ-BKBMJHBISA-M	193.0353762	CHEBI:140523	HMDB00127	
BASm0009580			1700908	Solid		C6H9O7		AEMOLEFTQBMNLQ-BKBMJHBISA-M	193.0353762	CHEBI:140523	HMDB00127	
BASm0009581			1700908	Solid		C6H9O7		AEMOLEFTQBMNLQ-BKBMJHBISA-M	193.0353762	CHEBI:140523	HMDB00127	
BASm0009582	1,2-di-(12R-hydroxy-9Z-octadecenoyl)-sn-glycerol					C39H72O7		IZAGFRITZBFHFI-TUAYVKMKSA-N	652.5278047	CHEBI:140525		
BASm0009583	1,2-dihexanoyl-sn-glycerol	A 1,2-diacyl-sn-glycerol in which both acyl groups are specified as hexanoyl.				C15H28O5		DRUFTGMQJWWIOL-ZDUSSCGKSA-N	288.193674	CHEBI:140526		
BASm0009584	1,2-dihexanoyl-3-(9Z-octadecenoyl)-sn-glycerol					C33H60O6		GECPZXRQQXVFDC-PPFYFSGOSA-N	552.4389897	CHEBI:140527		
BASm0009585	6-methylthioguanine		1198-47-6		CSC1=NC(=N)NC2=C1N=CN2	C6H7N5S	InChI=1S/C6H7N5S/c1-12-5-3-4(9-2-8-3)10-6(7)11-5/h2H,1H3,(H3,7,8,9,10,11)	YEGKYFQLKYGHAR-UHFFFAOYSA-N	181.0422164	CHEBI:140528		
BASm0009586	N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-1,2-diacyl-sn-glycero-3-phosphoethanolamine				[1*]C(=O)OC[C@H](COP(=O)([O-])OCCNC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)OC([2*])=O					CHEBI:140532		
BASm0009587	3-acetylamino-4-hydroxybenzoate	A carboxylic acid anion resulting from the deprotonation of the carboxy group of 3-acetamido-4-hydroxybenzoic acid. The major microspecies at pH 7.3.				C9H8NO4		BXBFVCYLJXGOGI-UHFFFAOYSA-M	194.0458813	CHEBI:140533		
BASm0009588	3-acetylamino-4-hydroxybenzaldehyde					C9H8NO3		ODYOPAJBVPISJD-UHFFFAOYSA-M	178.0509667	CHEBI:140534		
BASm0009589	diethylphosphate	Diethylphosphate is product of metabolism and of environmental degradation of Chlorpyrifos (CPF; a commonly used diethylphosphorothionate organophosphorus (OP) insecticide) and are routinely measured in urine as biomarkers of exposure.  (A32).	598-02-7	Solid		C4H10O4P		UCQFCFPECQILOL-UHFFFAOYSA-M	153.0322194	CHEBI:140537	HMDB12209	
BASm0009591	[(2S,3R,4S,5R,6R)-2,3,5-trihydroxy-6-(phosphonatooxymethyl)oxan-4-yl] phosphate					C6H10O12P2		BWTSOKASODVSMM-TVIMKVIFSA-J	335.9669441	CHEBI:140561		
BASm0009592	delta-cadinene	1(10),4-Cadinadiene is a cadinene (FDB009046) of the delta-serie [FooDB].	189165-79-5			C15H24		FUCYIEXQVQJBKY-UHFFFAOYNA-N	204.1878008	CHEBI:140564	HMDB0030644	
BASm0009593	heparan sulfate alpha-D-glucosaminide N-sulfate				O=C([O-])[C@@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](NS(=O)(=O)[O-])[C@@H](O)O[C@@H]2COS(=O)(=O)[O-])[C@H](OS(=O)(=O)[O-])[C@@H](O)[C@@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1NS(=O)(=O)[O-]	C18H27N2O27S4-5	InChI=1S/C18H32N2O27S4/c21-1-3-7(22)8(23)6(20-49(32,33)34)17(43-3)45-12-10(25)13(47-51(38,39)40)18(46-14(12)15(26)27)44-11-4(2-41-50(35,36)37)42-16(28)5(9(11)24)19-48(29,30)31/h3-14,16-25,28H,1-2H2,(H,26,27)(H,29,30,31)(H,32,33,34)(H,35,36,37)(H,38,39,40)/p-5/t3-,4-,5-,6-,7-,8-,9-,10+,11-,12+,13-,14-,16+,17-,18-/m1/s1	LKURSDKEXOHXBE-BCMGMHEASA-I	830.9684033	CHEBI:140572		
BASm0009594					*N[C@@H](Cc1ccc(O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc1)C(*)=O					CHEBI:140573		
BASm0009595					*N[C@@H](Cc1ccc(O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc1)C(*)=O					CHEBI:140574		
BASm0009596					*N[C@@H](Cc1ccc(O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc1)C(*)=O					CHEBI:140574		
BASm0009597					*N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O)[C@@H](O[C@H]2OC[C@@H](O)[C@H](O)[C@H]2O)[C@H]1O)C(*)=O					CHEBI:140575		
BASm0009598					*N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O)[C@@H](O)[C@H]1O)C(*)=O					CHEBI:140576		
BASm0009599	an ethanediol				*C(*)(O)C(*)(*)O					CHEBI:140594		
BASm0009601	a disubstituted aliphatic (S)-hydroxynitrile				[1*][C@@]([2*])(O)C#N					CHEBI:140597		
BASm0009602					*N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O)[C@@H](O[C@H]2OC[C@@H](O)[C@H](O[C@H]3OC[C@@H](O)[C@H](O)[C@H]3O)[C@H]2O)[C@H]1O)C(*)=O					CHEBI:140599		
BASm0009603	heparan sulfate alpha-D-glucosaminide 6-sulfate				[NH3+][C@H]1[C@@H](O[C@H]2[C@H](O)[C@@H](OS(=O)(=O)[O-])[C@H](O[C@H]3[C@H](O)[C@@H](NS(=O)(=O)[O-])[C@@H](O)O[C@@H]3COS(=O)(=O)[O-])O[C@H]2C(=O)[O-])O[C@H](COS(=O)(=O)[O-])[C@@H](O)[C@@H]1O	C18H28N2O27S4-4	InChI=1S/C18H32N2O27S4/c19-5-8(22)7(21)3(1-40-49(31,32)33)43-17(5)45-12-10(24)13(47-51(37,38)39)18(46-14(12)15(25)26)44-11-4(2-41-50(34,35)36)42-16(27)6(9(11)23)20-48(28,29)30/h3-14,16-18,20-24,27H,1-2,19H2,(H,25,26)(H,28,29,30)(H,31,32,33)(H,34,35,36)(H,37,38,39)/p-4/t3-,4-,5-,6-,7-,8-,9-,10+,11-,12+,13-,14-,16+,17-,18-/m1/s1	PRLIYKXXLFYLTJ-BCMGMHEASA-J	831.9762283	CHEBI:140604		
BASm0009604	tetrahydrosulfopterin			Expected Solid	[H][C@@](O)(CO)[C@@]([H])(O)[C@@]([H])(O)CC1=CC=C(NCC2([H])CNC3=C(N2)C(O)=NC(=N)N3)C=C1	C18H26N6O5	InChI=1S/C18H26N6O5/c19-18-23-16-14(17(29)24-18)22-11(7-21-16)6-20-10-3-1-9(2-4-10)5-12(26)15(28)13(27)8-25/h1-4,11-13,15,20,22,25-28H,5-8H2,(H4,19,21,23,24,29)/t11?,12-,13+,15-/m0/s1	NAKPFGZQINPHPR-FLTXBFBQSA-N	406.196468	CHEBI:140605		MMDBc0056331
BASm0009605	5,10-methylenetetrahydrosulfopterin			Expected Solid	[H][C@@](O)(CO)[C@@]([H])(O)[C@@]([H])(O)CC1=CC=C(C=C1)N1CN2C3=C(NCC2([H])C1)NC(=N)N=C3O	C19H26N6O5	InChI=1S/C19H26N6O5/c20-19-22-17-15(18(30)23-19)25-9-24(7-12(25)6-21-17)11-3-1-10(2-4-11)5-13(27)16(29)14(28)8-26/h1-4,12-14,16,26-29H,5-9H2,(H4,20,21,22,23,30)/t12?,13-,14+,16-/m0/s1	ANKAHQUVZAJBJB-HUORLRHWSA-N	418.196468	CHEBI:140606		MMDBc0055586
BASm0009606					*N[C@@H](CSC1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O)C(*)=O					CHEBI:140607		
BASm0009607	4'-hydroxyechinenone				CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C2=C(C)C(O)CCC2(C)C)C(C)(C)CCC1=O	C40H54O2	InChI=1S/C40H54O2/c1-29(17-13-19-31(3)21-23-35-33(5)37(41)25-27-39(35,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-36-34(6)38(42)26-28-40(36,9)10/h11-24,37,41H,25-28H2,1-10H3/b12-11+,17-13?,18-14+,23-21?,24-22+,29-15?,30-16+,31-19?,32-20+	RONAGRFBGGXGHB-XQIHNALSSA-N	566.412381	CHEBI:140610		
BASm0009608	L,L-homocystine		626-72-2		[H][C@](N)(CCSSCC[C@]([H])(N)C(O)=O)C(O)=O	C8H16N2O4S2	InChI=1S/C8H16N2O4S2/c9-5(7(11)12)1-3-15-16-4-2-6(10)8(13)14/h5-6H,1-4,9-10H2,(H,11,12)(H,13,14)/t5-,6-/m0/s1	ZTVZLYBCZNMWCF-WDSKDSINSA-N	268.0551484	CHEBI:140613		
BASm0009616	a globoside DSGG				[1*]C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O[C@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](CO[C@]5(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O5)[C@H](O)[C@H](O[C@@H]5O[C@H](CO)[C@H](O)[C@H](O[C@]6(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O6)[C@H]5O)[C@H]4NC(C)=O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)[C@@H]([2*])O					CHEBI:140624		
BASm0009617	5-chlorocarbonyl-4-hydroxy-penta-2,4-dienoate			Expected Solid	OC(=O)C=CC([O-])=CC(Cl)=O	C6H4ClO4	InChI=1S/C6H5ClO4/c7-5(9)3-4(8)1-2-6(10)11/h1-3,8H,(H,10,11)/p-1	IXBJPYLKCPOFEX-UHFFFAOYSA-M	174.9803599	CHEBI:140625		MMDBc0055553
BASm0009618	dialurate			Expected Solid	O[C-]1C(O)=NC(=O)N=C1O	C4H3N2O4	InChI=1S/C4H3N2O4/c7-1-2(8)5-4(10)6-3(1)9/h7H,(H2,5,6,8,9,10)/q-1	OYSYBUXEAFXXMH-UHFFFAOYSA-N	143.0098302	CHEBI:140629		MMDBc0055913
BASm0009619					*O[C@H]1[C@@H](O)[C@H](n2cc(C[NH2+]C)c(=O)nc2SC/C=C(\C)CCC=C(C)C)O[C@@H]1COP(*)(=O)[O-]					CHEBI:140632		
BASm0009620	5-formyl-3-hydroxy-2-methylpyridine-4-carboxylate			Expected Solid	CC1=C([O-])C(C(O)=O)=C(C=O)C=N1	C8H6NO4	InChI=1S/C8H7NO4/c1-4-7(11)6(8(12)13)5(3-10)2-9-4/h2-3,11H,1H3,(H,12,13)/p-1	JTWNWNJMNSJYDL-UHFFFAOYSA-M	180.0302313	CHEBI:140633		MMDBc0055563
BASm0009621	3-oxochol-4,6-dien-24-oyl-CoA			Expected Solid	[H][C@@](C)(CCC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])C=CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C	C45H64N7O18P3S	InChI=1S/C45H68N7O18P3S/c1-25(29-9-10-30-28-8-7-26-20-27(53)12-15-44(26,4)31(28)13-16-45(29,30)5)6-11-34(55)74-19-18-47-33(54)14-17-48-41(58)38(57)43(2,3)22-67-73(64,65)70-72(62,63)66-21-32-37(69-71(59,60)61)36(56)42(68-32)52-24-51-35-39(46)49-23-50-40(35)52/h7-8,20,23-25,28-32,36-38,42,56-57H,6,9-19,21-22H2,1-5H3,(H,47,54)(H,48,58)(H,62,63)(H,64,65)(H2,46,49,50)(H2,59,60,61)/p-4/t25-,28+,29-,30+,31+,32-,36-,37-,38+,42-,44+,45-/m1/s1	IQGCDPWHEHJEGO-ABDXREKHSA-J	1115.326335	CHEBI:140634		MMDBc0055408
BASm0009622	12alpha-hydroxy-3-oxochol-4-en-24-oyl-CoA			Expected Solid	[H][C@@](C)(CCC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3([H])C[C@]([H])(O)[C@]12C	C45H66N7O19P3S	InChI=1S/C45H70N7O19P3S/c1-24(28-9-10-29-27-8-7-25-18-26(53)12-14-44(25,4)30(27)19-32(54)45(28,29)5)6-11-34(56)75-17-16-47-33(55)13-15-48-41(59)38(58)43(2,3)21-68-74(65,66)71-73(63,64)67-20-31-37(70-72(60,61)62)36(57)42(69-31)52-23-51-35-39(46)49-22-50-40(35)52/h18,22-24,27-32,36-38,42,54,57-58H,6-17,19-21H2,1-5H3,(H,47,55)(H,48,59)(H,63,64)(H,65,66)(H2,46,49,50)(H2,60,61,62)/p-4/t24-,27+,28-,29+,30+,31-,32+,36-,37-,38+,42-,44+,45-/m1/s1	YHNAADKYQGFQKO-UCJRQDITSA-J	1133.336899	CHEBI:140635		MMDBc0055163
BASm0009623	7alpha-hydroxy-3-oxochol-4-en-24-oyl-CoA			Expected Solid	[H][C@@](C)(CCC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@]([H])(O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C	C45H66N7O19P3S	InChI=1S/C45H70N7O19P3S/c1-24(27-7-8-28-34-29(11-14-45(27,28)5)44(4)13-10-26(53)18-25(44)19-30(34)54)6-9-33(56)75-17-16-47-32(55)12-15-48-41(59)38(58)43(2,3)21-68-74(65,66)71-73(63,64)67-20-31-37(70-72(60,61)62)36(57)42(69-31)52-23-51-35-39(46)49-22-50-40(35)52/h18,22-24,27-31,34,36-38,42,54,57-58H,6-17,19-21H2,1-5H3,(H,47,55)(H,48,59)(H,63,64)(H,65,66)(H2,46,49,50)(H2,60,61,62)/p-4/t24-,27-,28+,29+,30-,31-,34+,36-,37-,38+,42-,44+,45-/m1/s1	WTSQHJYZDLRRNB-WZRVWTAJSA-J	1133.336899	CHEBI:140636		MMDBc0055637
BASm0009624	7beta-hydroxy-3-oxochol-24-oyl-CoA			Expected Solid	[H][C@@](C)(CCC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@@]([H])(O)C[C@]4([H])CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C	C45H68N7O19P3S	InChI=1S/C45H72N7O19P3S/c1-24(27-7-8-28-34-29(11-14-45(27,28)5)44(4)13-10-26(53)18-25(44)19-30(34)54)6-9-33(56)75-17-16-47-32(55)12-15-48-41(59)38(58)43(2,3)21-68-74(65,66)71-73(63,64)67-20-31-37(70-72(60,61)62)36(57)42(69-31)52-23-51-35-39(46)49-22-50-40(35)52/h22-25,27-31,34,36-38,42,54,57-58H,6-21H2,1-5H3,(H,47,55)(H,48,59)(H,63,64)(H,65,66)(H2,46,49,50)(H2,60,61,62)/p-4/t24-,25+,27-,28+,29+,30+,31-,34+,36-,37-,38+,42-,44+,45-/m1/s1	DDGZATCAACOBPH-NAUAOZFASA-J	1135.352549	CHEBI:140637		MMDBc0055643
BASm0009625	7beta-hydroxy-3-oxochol-4-en-24-oyl-CoA			Expected Solid	[H][C@@](C)(CCC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@@]([H])(O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C	C45H66N7O19P3S	InChI=1S/C45H70N7O19P3S/c1-24(27-7-8-28-34-29(11-14-45(27,28)5)44(4)13-10-26(53)18-25(44)19-30(34)54)6-9-33(56)75-17-16-47-32(55)12-15-48-41(59)38(58)43(2,3)21-68-74(65,66)71-73(63,64)67-20-31-37(70-72(60,61)62)36(57)42(69-31)52-23-51-35-39(46)49-22-50-40(35)52/h18,22-24,27-31,34,36-38,42,54,57-58H,6-17,19-21H2,1-5H3,(H,47,55)(H,48,59)(H,63,64)(H,65,66)(H2,46,49,50)(H2,60,61,62)/p-4/t24-,27-,28+,29+,30+,31-,34+,36-,37-,38+,42-,44+,45-/m1/s1	WTSQHJYZDLRRNB-ALVMJZEASA-J	1133.336899	CHEBI:140638		MMDBc0055644
BASm0009626	dihydro-4-coumaroyl-CoA	P-dihydrocoumaroyl-coa is also known as 4-hydroxydihydrocinnamoyl-coa. P-dihydrocoumaroyl-coa is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa). P-dihydrocoumaroyl-coa can be found in a number of food items such as chinese mustard, half-highbush blueberry, muskmelon, and black radish, which makes P-dihydrocoumaroyl-coa a potential biomarker for the consumption of these food products.			[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)CCC1=CC=C([O-])C=C1)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)([O-])=O	C30H40N7O18P3S	InChI=1S/C30H44N7O18P3S/c1-30(2,25(42)28(43)33-10-9-20(39)32-11-12-59-21(40)8-5-17-3-6-18(38)7-4-17)14-52-58(49,50)55-57(47,48)51-13-19-24(54-56(44,45)46)23(41)29(53-19)37-16-36-22-26(31)34-15-35-27(22)37/h3-4,6-7,15-16,19,23-25,29,38,41-42H,5,8-14H2,1-2H3,(H,32,39)(H,33,43)(H,47,48)(H,49,50)(H2,31,34,35)(H2,44,45,46)/p-4/t19-,23-,24-,25+,29-/m1/s1	KGYNXBHEANIYOS-FUEUKBNZSA-J	911.138534	CHEBI:140639	HMDB0304449	
BASm0009627	dihydroferuloyl-CoA				COc1cc(CCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2OP(=O)([O-])[O-])ccc1O		InChI=1S/C31H46N7O19P3S/c1-31(2,26(43)29(44)34-9-8-21(40)33-10-11-61-22(41)7-5-17-4-6-18(39)19(12-17)52-3)14-54-60(50,51)57-59(48,49)53-13-20-25(56-58(45,46)47)24(42)30(55-20)38-16-37-23-27(32)35-15-36-28(23)38/h4,6,12,15-16,20,24-26,30,39,42-43H,5,7-11,13-14H2,1-3H3,(H,33,40)(H,34,44)(H,48,49)(H,50,51)(H2,32,35,36)(H2,45,46,47)/p-4/t20-,24-,25-,26+,30-/m1/s1	JUUQGRDBWMTHDA-HSJNEKGZSA-J		CHEBI:140640		
BASm0009628	rhizobitoxine			Expected Solid	[H]\C(OCC([H])([NH3+])CO)=C(\[H])[C@]([H])(N)C(O)=O	C7H15N2O4	InChI=1S/C7H14N2O4/c8-5(3-10)4-13-2-1-6(9)7(11)12/h1-2,5-6,10H,3-4,8-9H2,(H,11,12)/p+1/b2-1+/t5?,6-/m0/s1	SLUXPOIDTZWGCG-YGLUVCJFSA-O	191.1026334	CHEBI:140641		MMDBc0056288
BASm0009629	dihydrorhizobitoxine				[NH3+]C(CO)COCC[C@H]([NH3+])C(=O)[O-]	C7H16N2O4	InChI=1S/C7H16N2O4/c8-5(3-10)4-13-2-1-6(9)7(11)12/h5-6,10H,1-4,8-9H2,(H,11,12)	AMWXKTONOZFJHL-UHFFFAOYSA-N	192.111007	CHEBI:140642		
BASm0009630	5-(2-Hydroxyethoxycarbonyl)furan-2-carboxylate				[H]OCCOC(=O)c1ccc(C(=O)[O-])o1	C8H7O6-	InChI=1S/C8H8O6/c9-3-4-13-8(12)6-2-1-5(14-6)7(10)11/h1-2,9H,3-4H2,(H,10,11)/p-1	TVAULEXYEOZOPM-UHFFFAOYSA-M	199.0242629	CHEBI:140646		
BASm0009631					[H]OCCOC(=O)c1ccc(C(=O)[O-])o1					CHEBI:140646		
BASm0009632	(2S)-3-(4-hydroxyphenyl)-2-isocyanopropanoate			Expected Solid	[H][C@@](CC1=CC=C([O-])C=C1)([N+]#[C-])C(O)=O	C10H8NO3	InChI=1S/C10H9NO3/c1-11-9(10(13)14)6-7-2-4-8(12)5-3-7/h2-5,9,12H,6H2,(H,13,14)/p-1/t9-/m0/s1	YAVJAMZLLTZAJX-VIFPVBQESA-M	190.0509667	CHEBI:140647		MMDBc0054860
BASm0009633	(2E)-3-(4-hydroxyphenyl)-2-isocyanoprop-2-enoate			Expected Solid	[H]\C(=C(/[N+]#[C-])C(O)=O)C1=CC=C([O-])C=C1	C10H6NO3	InChI=1S/C10H7NO3/c1-11-9(10(13)14)6-7-2-4-8(12)5-3-7/h2-6,12H,(H,13,14)/p-1/b9-6+	FGAAMKTYLMBGNP-RMKNXTFCSA-M	188.0353166	CHEBI:140648		MMDBc0054805
BASm0009634	4-[(E)-2-isocyanoethenyl]phenol			Expected Solid	[H]\C([N+]#[C-])=C(\[H])C1=CC=C(O)C=C1	C9H7NO	InChI=1S/C9H7NO/c1-10-7-6-8-2-4-9(11)5-3-8/h2-7,11H/b7-6+	DPQRSJXKWWAJGK-VOTSOKGWSA-N	145.0527638	CHEBI:140650		MMDBc0055466
BASm0009635	(2S)-3-(1H-indol-3-yl)-2-isocyanopropanoate			Expected Solid	[H][C@@](CC1=CNC2=CC=CC=C12)([N+]#[C-])C([O-])=O	C12H9N2O2	InChI=1S/C12H10N2O2/c1-13-11(12(15)16)6-8-7-14-10-5-3-2-4-9(8)10/h2-5,7,11,14H,6H2,(H,15,16)/p-1/t11-/m0/s1	UBSZGFBFCQBSCZ-NSHDSACASA-M	213.0669511	CHEBI:140652		MMDBc0054859
BASm0009636	3-[(E)-2-isocyanovinyl]indole			Expected Solid	[C-]#[N+]/C=C/c1c[nH]c2ccccc12	C11H8N2	InChI=1S/C11H8N2/c1-12-7-6-9-8-13-11-5-3-2-4-10(9)11/h2-8,13H/b7-6-	JQMYMZZLIOIXEO-SREVYHEPSA-N	168.0687483	CHEBI:140654		MMDBc0055341
BASm0009637	16alpha-hydroxy-beta-amyrin		595-17-5		CC1(C)CC[C@]2(C)[C@H](O)C[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2C1	C30H50O2	InChI=1S/C30H50O2/c1-25(2)15-16-27(5)20(17-25)19-9-10-22-28(6)13-12-23(31)26(3,4)21(28)11-14-29(22,7)30(19,8)18-24(27)32/h9,20-24,31-32H,10-18H2,1-8H3	VLRYIIPJIVGFIV-UHFFFAOYSA-N		CHEBI:140655		
BASm0009638					*C(=O)OC[C@H](CSC[C@H]([NH3+])C(*)=O)OC(*)=O					CHEBI:140656		
BASm0009639					*C(=O)N[C@@H](CSC[C@@H](COC(*)=O)OC(*)=O)C(*)=O					CHEBI:140657		
BASm0009640					*N[C@@H](CSC[C@@H](COC(*)=O)OC(*)=O)C(*)=O					CHEBI:140658		
BASm0009642	2,4-diacetylphloroglucinol			Expected Solid	CC(=O)c1c([O-])cc(O)c(C(C)=O)c1O	C10H10O5	InChI=1S/C10H10O5/c1-4(11)8-6(13)3-7(14)9(5(2)12)10(8)15/h3,13-15H,1-2H3	PIFFQYJYNWXNGE-UHFFFAOYSA-N	210.0528234	CHEBI:140662		MMDBc0020458
BASm0009644					*N[C@@H](CSSSS(=O)(=O)[O-])C(*)=O					CHEBI:140664		
BASm0009646	4',4'-dihydroxyechinenone				CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C2=C(C)C(O)(O)CCC2(C)C)C(C)(C)CCC1=O		InChI=1S/C40H54O3/c1-29(17-13-19-31(3)21-23-35-33(5)37(41)25-26-38(35,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-36-34(6)40(42,43)28-27-39(36,9)10/h11-24,42-43H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+	ITSJHBXHRYIFLX-DKLMTRRASA-N		CHEBI:140676		
BASm0009647	4-hydroxy-all-trans-beta-carotene				CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C2=C(C)C(O)CCC2(C)C)C(C)(C)CCC1	C40H56O	InChI=1S/C40H56O/c1-30(18-13-20-32(3)23-25-36-34(5)22-15-28-39(36,7)8)16-11-12-17-31(2)19-14-21-33(4)24-26-37-35(6)38(41)27-29-40(37,9)10/h11-14,16-21,23-26,38,41H,15,22,27-29H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,26-24+,30-16+,31-17+,32-20+,33-21+	JCRCKXUPYKELBT-QQGJMDNJSA-N	552.4331164	CHEBI:140677	HMDB0160340	
BASm0009648	4,4-dihydroxy-all-trans-beta-carotene				CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C2=C(C)C(O)(O)CCC2(C)C)C(C)(C)CCC1		InChI=1S/C40H56O2/c1-30(18-13-20-32(3)23-25-36-34(5)22-15-27-38(36,7)8)16-11-12-17-31(2)19-14-21-33(4)24-26-37-35(6)40(41,42)29-28-39(37,9)10/h11-14,16-21,23-26,41-42H,15,22,27-29H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,26-24+,30-16+,31-17+,32-20+,33-21+	NMQZISAUULLQSP-QQGJMDNJSA-N		CHEBI:140678		
BASm0009650	3-sulfinopyruvate	3-Sulfinylpyruvic acid is a compound found in the mammalian cysteine metabolic pathway. It is the deaminated form of cysteine sulfinic acid which subsequently spontaneously reacts to form pyruvate and release sulfur dioxide (PMID: 3925121, 6822523). It is the byproduct of oxidoreductases (EC 1.4.1.-), and aspartate transaminase (EC 2.6.1.1). It is also often associated with hepatic disease, and the presence of aspartate transaminase is used in diagnostic biochemical assays of such ailments (PMID: 17310554).	88947-38-0	Solid	O=C([O-])C(=O)CS(=O)[O-]	C3H4O5S	InChI=1S/C3H4O5S/c4-2(3(5)6)1-9(7)8/h1H2,(H,5,6)(H,7,8)	JXYLQEMXCAAMOL-UHFFFAOYSA-N	151.9779439	CHEBI:140699	HMDB0001405	
BASm0009657	D-5-phenylhydantoin			Expected Solid	[H][C@@]1(N=C(O)N=C1O)C1=CC=CC=C1	C9H8N2O2	InChI=1S/C9H8N2O2/c12-8-7(10-9(13)11-8)6-4-2-1-3-5-6/h1-5,7H,(H2,10,11,12,13)/t7-/m1/s1	NXQJDVBMMRCKQG-SSDOTTSWSA-N	176.0585775	CHEBI:140750		MMDBc0055845
BASm0009658	N-carbamoyl-D-phenylglycine			Expected Solid	[H][C@](NC(O)=N)(C([O-])=O)C1=CC=CC=C1	C9H9N2O3	InChI=1S/C9H10N2O3/c10-9(14)11-7(8(12)13)6-4-2-1-3-5-6/h1-5,7H,(H,12,13)(H3,10,11,14)/p-1/t7-/m1/s1	GIOUOHDKHHZWIQ-SSDOTTSWSA-M	193.0618657	CHEBI:140758		MMDBc0056144
BASm0009660		A dextrodisaccharide from malt and starch. It is used as a sweetening agent and fermentable intermediate in brewing (Grant & Hackh&#39;s Chemical Dictionary, 5th ed).	69-79-4	solid	OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O	C12H22O11	InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8-,9-,10-,11?,12-/m1/s1	GUBGYTABKSRVRQ-PICCSMPSSA-N	342.1162115	CHEBI:140774		
BASm0009661		Trehalose, also known as mycose, is a 1-alpha (disaccharide) sugar found extensively but not abundantly in nature. It is thought to be implicated in anhydrobiosis - the ability of plants and animals to withstand prolonged periods of desiccation. The sugar is thought to form a gel phase as cells dehydrate, which prevents disruption of internal cell organelles by effectively splinting them in position. Rehydration then allows normal cellular activity to be resumed without the major, generally lethal damage that would normally follow a dehydration/reyhdration cycle. Trehalose is a non-reducing sugar formed from two glucose units joined by a 1-1 alpha bond giving it the name of alpha-D-glucopyranoglucopyranosyl-1,1-alpha-D-glucopyranoside. The bonding makes trehalose very resistant to acid hydrolysis, and therefore stable in solution at high temperatures even under acidic conditions. The bonding also keeps non-reducing sugars in closed-ring form, such that the aldehyde or ketone end-groups do not bind to the lysine or arginine residues of proteins (a process called glycation). The enzyme trehalase, present but not abundant in most people, breaks it into two glucose molecules, which can then be readily absorbed in the gut. Trehalose is an important components of insects circulating fluid. It acts as a storage form of insect circulating fluid and it is important in respiration. Trehalose has also been found to be a metabolite of Burkholderia, Escherichia and Propionibacterium (PMID:12105274; PMID:25479689) (krishikosh.egranth.ac.in/bitstream/1/84382/1/88571%20P-1257.pdf).	99-20-7	Solid	OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O	C12H22O11	InChI=1S/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1	HDTRYLNUVZCQOY-LIZSDCNHSA-N	342.1162115	CHEBI:140775	HMDB0000975	
BASm0009663	IC-asc-C7	A monocarboxylic acid anion that is the conjugate base of icas#1 resulting from the deprotonation of the carboxy group; Major species at pH 7.3.				C22H28NO7		YRHZEQFAUQVVIS-FAVIALCLSA-M	418.1871258	CHEBI:140800		
BASm0009664	IC-asc-C9	A monocarboxylic acid anion that is the conjugate base of icas#10 resulting from the deprotonation of the carboxy group; Major species at pH 7.3.				C24H32NO7		VGNCAEIQHDZOLI-JTCUFRKPSA-M	446.218426	CHEBI:140801		
BASm0009666					*C(=O)[C@@H]1CCCN1C(C)=O					CHEBI:140859		
BASm0009667	tetra-trans,hexa-cis-undecaprenyl diphosphate			Expected Solid		C55H89O7P2		NTXGVHCCXVHYCL-NHGILVFESA-K	923.6099999	CHEBI:140981		MMDBc0055910
BASm0009670	4-nitrophenyl sulfate		1080-04-02	Expected Solid	[H]C1=C([H])C(=C([H])C([H])=C1OS([O-])(=O)=O)[N+]([O-])=O	C6H4NO6S	InChI=1S/C6H5NO6S/c8-7(9)5-1-3-6(4-2-5)13-14(10,11)12/h1-4H,(H,10,11,12)/p-1	JBGHTSSFSSUKLR-UHFFFAOYSA-M	217.9764816	CHEBI:140994	HMDB0006492	MMDBc0048284
BASm0009671	D-maltotriose	Maltotriose is a trisaccharide (three-part sugar) consisting of three glucose molecules linked with α-1,4 glycosidic bonds. It is most commonly produced by the digestive enzyme alpha-amylase (a common enzyme in human saliva) on amylose in starch. The creation of both maltotriose and maltose during this process is due to the random manner in which alpha amylase hydrolyses α-1,4 glycosidic bonds. It is the shortest chain oligosaccharide that can be classified as maltodextrin. Maltotriose belongs to the class of organic compounds known as oligosaccharides. These are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds. Maltotriose is a common oligosaccharide metabolite found in human urine after maltose ingestion or infusion (PMID:6645121). Maltotriose is increased in glycogen storage disease II (OMIM: 232300) due to a mutation of the enzyme alpha-1,4-glucosidase (EC 3.2.1.20) (PMID:4286143).	1109-28-0	Solid	OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O[C@H]3[C@H](O)[C@@H](O)C(O)O[C@@H]3CO)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O	C18H32O16	InChI=1S/C18H32O16/c19-1-4-7(22)8(23)12(27)17(31-4)34-15-6(3-21)32-18(13(28)10(15)25)33-14-5(2-20)30-16(29)11(26)9(14)24/h4-29H,1-3H2/t4-,5-,6-,7-,8+,9-,10-,11-,12-,13-,14-,15-,16?,17-,18-/m1/s1	FYGDTMLNYKFZSV-DZOUCCHMSA-N	504.169035	CHEBI:140999	HMDB0001262	
BASm0009672	12-epi-fischerindole G			Expected Solid	[H][C@]12C[C@@]([H])(Cl)[C@@](C)(C=C)[C@]([H])([N+]#[C-])[C@]1([H])C1=C(NC3=CC=CC=C13)C2(C)C	C21H23ClN2	InChI=1S/C21H23ClN2/c1-6-21(4)15(22)11-13-17(19(21)23-5)16-12-9-7-8-10-14(12)24-18(16)20(13,2)3/h6-10,13,15,17,19,24H,1,11H2,2-4H3/t13-,15+,17-,19+,21+/m0/s1	ADPQVXWEVQETCB-AGPIPWNKSA-N	338.1549764	CHEBI:141002		MMDBc0010916
BASm0009673	(+)-piperitol			Expected Solid	[H][C@@]1(OC[C@]2([H])[C@]([H])(OC[C@]12[H])C1=CC(OC)=C(O)C=C1)C1=CC2=C(OCO2)C=C1	C20H20O6	InChI=1S/C20H20O6/c1-22-17-6-11(2-4-15(17)21)19-13-8-24-20(14(13)9-23-19)12-3-5-16-18(7-12)26-10-25-16/h2-7,13-14,19-21H,8-10H2,1H3/t13-,14-,19+,20+/m0/s1	VBIRCRCPHNUJAS-AFHBHXEDSA-N	356.1259884	CHEBI:141003		MMDBc0005882
BASm0009674	alpha-D-galacturonosyl-(1->4)-D-galacturonate			Expected Solid	[H]C1(O)O[C@]([H])(C([O-])=O)[C@]([H])(O[C@@]2([H])O[C@]([H])(C([O-])=O)[C@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@]([H])(O)[C@@]1([H])O	C12H16O13	InChI=1S/C12H18O13/c13-1-2(14)7(9(18)19)25-12(5(1)17)24-6-3(15)4(16)11(22)23-8(6)10(20)21/h1-8,11-17,22H,(H,18,19)(H,20,21)/p-2/t1-,2+,3+,4+,5+,6+,7-,8-,11?,12-/m0/s1	IGSYEZFZPOZFNC-LKIWRGPLSA-L	368.0601877	CHEBI:141004		MMDBc0055705
BASm0009675	5,6,7,8-Tetrahydrofolic acid	5,6,7,8-Tetrahydrofolic acid is a soluble coenzyme (vitamin B9) that is synthesized de novo by plants and microorganisms, and absorbed from the diet by animals. It is composed of three distinct parts: a pterin ring, a p-ABA (p-aminobenzoic acid) and a polyglutamate chain with a number of residues varying between 1 and 8. Only the tetra-reduced form of the molecule serves as a coenzyme for C1 transfer reactions. In biological systems, the C1-units exist under various oxidation states and the different tetrahydrofolate derivatives constitute a family of related molecules named indistinctly under the generic term folate. (PMID 16042593 ). Folate is important for cells and tissues that rapidly divide. Cancer cells divide rapidly, and drugs that interfere with folate metabolism are used to treat cancer. Methotrexate is a drug often used to treat cancer because it inhibits the production of the active form, tetrahydrofolate. Unfortunately, methotrexate can be toxic, producing side effects such as inflammation in the digestive tract that make it difficult to eat normally. -- Wikipedia ; Signs of folic acid deficiency are often subtle. Diarrhea, loss of appetite, and weight loss can occur. Additional signs are weakness, sore tongue, headaches, heart palpitations, irritability, and behavioral disorders. Women with folate deficiency who become pregnant are more likely to give birth to low birth weight and premature infants, and infants with neural tube defects. In adults, anemia is a sign of advanced folate deficiency. In infants and children, folate deficiency can slow growth rate. Some of these symptoms can also result from a variety of medical conditions other than folate deficiency. It is important to have a physician evaluate these symptoms so that appropriate medical care can be given. -- Wikipedia ; Folinic acid is a form of folate that can help 'rescue' or reverse the toxic effects of methotrexate. Folinic acid is not the same as folic acid. Folic acid supplements have little established role in cancer chemotherapy. There have been cases of severe adverse effects of accidental substitution of folic acid for folinic acid in patients receiving methotrexate cancer chemotherapy. It is important for anyone receiving methotrexate to follow medical advice on the use of folic or folinic acid supplements. -- Wikipedia . Low concentrations of folate, vitamin B12, or vitamin B6 may increase the level of homocysteine, an amino acid normally found in blood. There is evidence that an elevated homocysteine level is an independent risk factor for heart disease and stroke. The evidence suggests that high levels of homocysteine may damage coronary arteries or make it easier for blood clotting cells called platelets to clump together and form a clot. However, there is currently no evidence available to suggest that lowering homocysteine with vitamins will reduce your risk of heart disease. Clinical intervention trials are needed to determine whether supplementation with folic acid, vitamin B12 or vitamin B6 can lower your risk of developing coronary heart disease. -- Wikipedia .	135-16-0	Solid	[H][C@@](CCC([O-])=O)(NC(=O)C1=CC=C(NC[C@@]2([H])CNC3=C(N2)C([O-])=NC(=N)N3)C=C1)C(O)=O	C19H21N7O6	InChI=1S/C19H23N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,11-12,21,23H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/p-2/t11-,12-/m0/s1	MSTNYGQPCMXVAQ-RYUDHWBXSA-L	443.1564286	CHEBI:141005		MMDBc0033003
BASm0009676					[H][C@@](CCC([O-])=O)(NC(=O)C1=CC=C(NC[C@@]2([H])CNC3=C(N2)C([O-])=NC(=N)N3)C=C1)C(O)=O	C19H21N7O6	InChI=1S/C19H23N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,11-12,21,23H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/p-2/t11-,12-/m0/s1	MSTNYGQPCMXVAQ-RYUDHWBXSA-L	443.1564286	CHEBI:141005		
BASm0009677	cob(II)inamide			Expected Solid	[Co++].[H][C@](C)(O)CN=C(O)CC[C@@]1(C)C2=N[C@]([H])([C@]1([H])CC(O)=N)[C@]1(C)NC(=C(C)C3=NC(=CC4=NC(=C2C)[C@@]([H])(CCC(O)=N)C4(C)C)[C@@]([H])(CCC([NH-])=O)[C@]3(C)CC(O)=N)[C@@]([H])(CCC(O)=N)[C@]1(C)CC(O)=N	C48H72CoN11O8	InChI=1S/C48H73N11O8.Co/c1-23(60)22-55-38(67)16-17-45(6)29(18-35(52)64)43-48(9)47(8,21-37(54)66)28(12-15-34(51)63)40(59-48)25(3)42-46(7,20-36(53)65)26(10-13-32(49)61)30(56-42)19-31-44(4,5)27(11-14-33(50)62)39(57-31)24(2)41(45)58-43;/h19,23,26-29,43,60H,10-18,20-22H2,1-9H3,(H14,49,50,51,52,53,54,55,56,57,58,59,61,62,63,64,65,66,67);/q;+2/p-1/t23-,26-,27-,28-,29+,43-,45-,46+,47+,48+;/m1./s1	GFVWZOGCSKVPRA-JFYQDRLCSA-M	989.489179	CHEBI:141013		MMDBc0055825
BASm0009679	cyclooctat-9-ene-5,7-diol			Expected Solid	[H]\C1=C2/[C@]([H])(CC[C@]2(C)C[C@]2([H])[C@]([H])(C)C[C@@]([H])(O)[C@@]2([H])[C@@](C)(O)C1)C(C)C	C20H34O2	InChI=1S/C20H34O2/c1-12(2)14-6-8-19(4)11-15-13(3)10-17(21)18(15)20(5,22)9-7-16(14)19/h7,12-15,17-18,21-22H,6,8-11H2,1-5H3/b16-7-/t13-,14-,15-,17-,18+,19-,20+/m1/s1	PAGWWOOUBKDVRF-NNLKJMRESA-N	306.2558803	CHEBI:141020		MMDBc0055839
BASm0009680	2,3,6-trichlorohydroquinone			Expected Solid	OC1=C(Cl)C(Cl)=C([O-])C=C1Cl	C6H2Cl3O2	InChI=1S/C6H3Cl3O2/c7-2-1-3(10)4(8)5(9)6(2)11/h1,10-11H/p-1	ZIIRLFNUZROIBX-UHFFFAOYSA-M	210.912586	CHEBI:141023		MMDBc0055292
BASm0009681	2,6-dichlorohydroquinone	2,6-Dichlorohydroquinone, also known as 2,6-dichloro-1,4-benzenediol, belongs to the class of organic compounds known as 1,4-dihydroxy-2-halobenzenoids. These are aromatic compounds containing a 1,2-dihydroxybenzene moiety, which carries a halogen atom at position 2 of the ring. 2,6-dichlorohydroquinone is a dichlorohydroquinone that is hydroquinone substituted by chloro groups at positions 2 and 6. 2,6-Dichlorohydroquinone is formed during the combustion of cannabis and is therefore a constituent of cannabis smoke (https://doi.org/10.1007/978-1-59259-947-9_2).	20103-10-0		[O-]c1c(Cl)cc(O)cc1Cl	C6H4Cl2O2	InChI=1S/C6H4Cl2O2/c7-4-1-3(9)2-5(8)6(4)10/h1-2,9-10H	QQAHQUBHRBQWBL-UHFFFAOYSA-N	177.9588	CHEBI:141024		
BASm0009682					*N[C@H](C(*)=O)[C@@H](C)OC(C)=O					CHEBI:141025		
BASm0009683					*N[C@@H](CCC(=O)[O-])C(=O)N[C@@H](*)C(=O)N[C@@H](*)C(=O)N[C@@H](*)C(=O)N[C@@H](Cc1ccc(O)cc1)C(*)=O					CHEBI:141026		
BASm0009684					*N[C@H]1CC(C(=O)[O-])c2cc(ccc2O)C[C@@H](C(*)=O)NC(=O)[C@H](*)NC(=O)[C@H](*)NC(=O)[C@H](*)NC1=O					CHEBI:141027		
BASm0009685	(2Z,4E)-4-amino-6-oxohepta-2,4-dienedioate	A polyunsaturated dicarboxylic acid dianion resulting from the deprotonation of both of the carboxy groups of (2Z,4E)-4-amino-6-oxohepta-2,4-dienedioic acid. The major species at pH 7.3.			NC(/C=C\C(=O)[O-])=C/C(=O)C(=O)[O-]	C7H5NO5	InChI=1S/C7H7NO5/c8-4(1-2-6(10)11)3-5(9)7(12)13/h1-3H,8H2,(H,10,11)(H,12,13)/p-2/b2-1-,4-3+	SGUXCHHLXDUUHD-BXTBVDPRSA-L		CHEBI:141047		
BASm0009686	nocamycin E			Expected Solid	CC(/C=C/C([O-])=C1/C(=O)CNC1=O)=C\[C@@H](C)[C@H]1O[C@@]23O[C@H](C(=O)C[C@]2(C)O[C@H](C)[C@@H]3C(=O)[O-])[C@@H]1C	C25H29NO9	InChI=1S/C25H31NO9/c1-11(6-7-15(27)18-17(29)10-26-22(18)30)8-12(2)20-13(3)21-16(28)9-24(5)25(34-20,35-21)19(23(31)32)14(4)33-24/h6-8,12-14,19-21,27H,9-10H2,1-5H3,(H,26,30)(H,31,32)/p-2/b7-6+,11-8+,18-15+/t12-,13-,14-,19-,20-,21+,24+,25+/m1/s1	YDAVVQGHGNWHJN-QOYUFUAZSA-L	487.1853287	CHEBI:141048		MMDBc0056220
BASm0009687	nocamycin I			Expected Solid	COC(=O)[C@H]1[C@@H](C)O[C@@]2(C)CC(=O)[C@H]3O[C@@]12O[C@H]([C@H](C)/C=C(C)/C=C/C([O-])=C1/C(=O)CNC1=O)[C@H]3C	C26H32NO9	InChI=1S/C26H33NO9/c1-12(7-8-16(28)19-18(30)11-27-23(19)31)9-13(2)21-14(3)22-17(29)10-25(5)26(35-21,36-22)20(15(4)34-25)24(32)33-6/h7-9,13-15,20-22,28H,10-11H2,1-6H3,(H,27,31)/p-1/b8-7+,12-9+,19-16+/t13-,14-,15-,20-,21-,22+,25+,26+/m1/s1	DTURANKMSHIDDI-GMYASLLUSA-M	502.2082552	CHEBI:141049		MMDBc0056221
BASm0009688	1,6-didemethyltoxoflavin	A pyrimidotriazine that is 5,6,7,8-tetrahydropyrimido[5,4-e][1,2,4]triazine with oxo groups at positions 5 and 7.			O=c1[nH]c(=O)c2ncnnc2[nH]1	C5H3N5O2	InChI=1S/C5H3N5O2/c11-4-2-3(8-5(12)9-4)10-7-1-6-2/h1H,(H2,8,9,10,11,12)	IDJLTUNWTSUIHO-UHFFFAOYSA-N		CHEBI:141050		
BASm0009689					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(*)=O)C(*)=O					CHEBI:141052		
BASm0009691	(2E,5S,6E,8E,10E)-5-hydroxydodeca-2,6,8,10-tetraenal	A polyunsaturated fatty aldehyde that is (2E,6E,8E,10E)-dodeca-2,6,8,10-tetraenal in which the pro-S hydrogen at position 5 has been replaced by a hydroxy group.			C/C=C/C=C/C=C/[C@@H](O)C/C=C/C=O	C12H16O2	InChI=1S/C12H16O2/c1-2-3-4-5-6-9-12(14)10-7-8-11-13/h2-9,11-12,14H,10H2,1H3/b3-2+,5-4+,8-7+,9-6+/t12-/m1/s1	DGTDQLBODFQKFP-QHHLHPODSA-N		CHEBI:141054		
BASm0009692	(2R)-2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-glycerate			Expected Solid	[H][C@](CO)(O[C@@]1([H])O[C@]([H])(CO[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@]([H])(O)[C@]([H])(O)[C@@]1([H])O)C([O-])=O	C15H25O14	InChI=1S/C15H26O14/c16-1-4-7(18)9(20)11(22)14(27-4)26-3-6-8(19)10(21)12(23)15(29-6)28-5(2-17)13(24)25/h4-12,14-23H,1-3H2,(H,24,25)/p-1/t4-,5-,6-,7-,8+,9+,10+,11-,12-,14+,15+/m1/s1	DMTGFWVSBPXWQU-WSLUIUCSSA-M	429.1249791	CHEBI:141056		MMDBc0054824
BASm0009693	validoxylamine B			Expected Solid	[H][C@@]1(O)C(CO)=C[C@]([H])(N[C@]2([H])[C@]([H])(O)[C@@]([H])(O)[C@]([H])(O)[C@@]([H])(CO)[C@@]2([H])O)[C@]([H])(O)[C@@]1([H])O	C14H25NO9	InChI=1S/C14H25NO9/c16-2-4-1-6(11(21)13(23)8(4)18)15-7-9(19)5(3-17)10(20)14(24)12(7)22/h1,5-24H,2-3H2/t5-,6-,7-,8+,9+,10+,11-,12-,13-,14-/m0/s1	OTSKEODGNQKECL-WSRAPPRJSA-N	351.1529314	CHEBI:141057		MMDBc0056371
BASm0009694	(2R)-2-O-[6-O-octanoyl-alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-glycerate			Expected Solid	[H][C@](CO)(O[C@@]1([H])O[C@]([H])(CO[C@@]2([H])O[C@]([H])(COC(=O)CCCCCCC)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@]([H])(O)[C@]([H])(O)[C@@]1([H])O)C([O-])=O	C23H39O15	InChI=1S/C23H40O15/c1-2-3-4-5-6-7-14(25)34-9-12-15(26)17(28)19(30)22(37-12)35-10-13-16(27)18(29)20(31)23(38-13)36-11(8-24)21(32)33/h11-13,15-20,22-24,26-31H,2-10H2,1H3,(H,32,33)/p-1/t11-,12-,13-,15-,16+,17+,18+,19-,20-,22+,23+/m1/s1	VGKUTDQBPZMQAK-LOPSRDRFSA-M	555.2294441	CHEBI:141058		MMDBc0054823
BASm0009696	UDP-4-dehydro-beta-L-rhamnose	UDP-4-dehydro-6-deoxy-alpha-D-glucose, also known as UDP-4-keto-6-deoxy-D-glucose, belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. UDP-4-dehydro-6-deoxy-alpha-D-glucose is an extremely weak basic (essentially neutral) compound (based on its pKa). UDP-4-dehydro-6-deoxy-D-glucose is expected to be in Cannabis as all living plants are known to produce and metabolize it.	13094-28-5	1	C[C@@H]1O[C@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)[C@H](O)[C@H](O)C1=O	C15H22N2O16P2	InChI=1S/C15H22N2O16P2/c1-5-8(19)10(21)12(23)14(30-5)32-35(27,28)33-34(25,26)29-4-6-9(20)11(22)13(31-6)17-3-2-7(18)16-15(17)24/h2-3,5-6,9-14,20-23H,4H2,1H3,(H,25,26)(H,27,28)(H,16,18,24)/t5-,6-,9-,10+,11-,12-,13-,14-/m1/s1	DDWGQQADOIMFOI-JPHISPRKSA-N	548.0445	CHEBI:141069		
BASm0009697	(S)-1-phenylethylamine	An ammonium ion resulting from the protonation of the amino group of (S)-1-phenylethanamine; major microspecies at pH 7.3.			C[C@H]([NH3+])c1ccccc1	C8H12N	InChI=1S/C8H11N/c1-7(9)8-5-3-2-4-6-8/h2-7H,9H2,1H3/p+1/t7-/m0/s1	RQEUFEKYXDPUSK-ZETCQYMHSA-O		CHEBI:141108		
BASm0009698	(S)-N-acetyl-1-phenylethylamine	An N-(1-phenylethyl)acetamide that has S configuration.			CC(=O)N[C@@H](C)c1ccccc1	C10H13NO	InChI=1S/C10H13NO/c1-8(11-9(2)12)10-6-4-3-5-7-10/h3-8H,1-2H3,(H,11,12)/t8-/m0/s1	PAVMRYVMZLANOQ-QMMMGPOBSA-N		CHEBI:141109		
BASm0009699	(R)-N-acetyl-1-phenylethylamine	An N-(1-phenylethyl)acetamide that has R configuration.			CC(=O)N[C@H](C)c1ccccc1	C10H13NO	InChI=1S/C10H13NO/c1-8(11-9(2)12)10-6-4-3-5-7-10/h3-8H,1-2H3,(H,11,12)/t8-/m1/s1	PAVMRYVMZLANOQ-MRVPVSSYSA-N		CHEBI:141111		
BASm0009700	(R)-1-phenylethylamine	An ammonium ion resulting from the protonation of the amino group of (R)-1-phenylethanamine; major microspecies at pH 7.3.			C[C@@H]([NH3+])c1ccccc1	C8H12N	InChI=1S/C8H11N/c1-7(9)8-5-3-2-4-6-8/h2-7H,9H2,1H3/p+1/t7-/m1/s1	RQEUFEKYXDPUSK-SSDOTTSWSA-O		CHEBI:141112		
BASm0009701					*C(=O)[C@@H]1C[C@]2(C/C=C(\C)CCC=C(C)C)c3ccccc3N[C@@H]2N1*					CHEBI:141127		
BASm0009702					*N[C@@H](COC(C)=O)C(*)=O					CHEBI:141128		
BASm0009703					*N[C@@H](CCCCNC(=O)CCCCCCCCCCCCC)C(*)=O					CHEBI:141129		
BASm0009704	an acyl-AMP				*C(=O)OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O					CHEBI:141131		
BASm0009706	17beta-hydroxy-androst-5-en-3-one				C[C@]12CC[C@H]3[C@@H](CC=C4CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2O		InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h3,14-17,21H,4-11H2,1-2H3/t14-,15-,16-,17-,18-,19-/m0/s1	SEDRVEWTPRTLOZ-DYKIIFRCSA-N		CHEBI:141179		
BASm0009707	2-(methylsulfanyl)acetaldehyde	(Methylthio)acetaldehyde is a flavouring ingredien	23328-62-3		CSCC=O	C3H6OS	InChI=1S/C3H6OS/c1-5-3-2-4/h2H,3H2,1H3	NCNSBFDGXBKAKB-UHFFFAOYSA-N	90.0139355	CHEBI:141184	HMDB0031718	
BASm0009708	(E)-hex-2-en-1-ol	2-Hexen-1-ol (CAS: 2305-21-7), also known as 2-hexenyl alcohol, belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. The E-isomer has been isolated from tea and is a constituent of many fruits (e.g. apples, grapes). It is also present in asparagus (cooked or raw), cooked potato, cooked beef, beer, cognac, white wine, soybean and olives. The Z-isomer is found in cereals and cereal products, currants, and hops. The Z-isomer is also a food flavouring for baked goods and candies, producing a fresher note than the E-isomer.	928-95-0		CCC\C=C\CO	C6H12O	InChI=1S/C6H12O/c1-2-3-4-5-6-7/h4-5,7H,2-3,6H2,1H3/b5-4+	ZCHHRLHTBGRGOT-SNAWJCMRSA-N	100.088815	CHEBI:141205	HMDB0030952	
BASm0009709	(R)-3-hydroxy-2-methylpropanoate		1910-47-0		C[C@H](CO)C(=O)[O-]	C4H8O3	InChI=1S/C4H8O3/c1-3(2-5)4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m1/s1	DBXBTMSZEOQQDU-GSVOUGTGSA-N		CHEBI:141211		
BASm0009710	(R)-2-methyl-3-oxopropanoate				C[C@H](C=O)C(=O)[O-]	C4H5O3	InChI=1S/C4H6O3/c1-3(2-5)4(6)7/h2-3H,1H3,(H,6,7)/p-1	VOKUMXABRRXHAR-UHFFFAOYSA-M		CHEBI:141212		
BASm0009711	D-apiofuranose		639-97-4		OC[C@@]1(O)COC(O)[C@@H]1O	C5H10O5	InChI=1S/C5H10O5/c6-1-5(9)2-10-4(8)3(5)7/h3-4,6-9H,1-2H2	ASNHGEVAWNWCRQ-UHFFFAOYSA-N		CHEBI:141215		
BASm0009712	D-apionolactone			Expected Solid	O=C1OC[C@](O)(CO)[C@H]1O	C5H8O5	InChI=1S/C5H8O5/c6-1-5(9)2-10-4(8)3(5)7/h3,6-7,9H,1-2H2/t3-,5+/m0/s1	MTSAHRPUAGVYCZ-WVZVXSGGSA-N	148.0371734	CHEBI:141216		MMDBc0055849
BASm0009713	3,5-dimethoxytoluene	3,5-Dimethoxytoluene belongs to the family of Anisoles. These are organic compounds contaiing a methoxybenzene or a derivative thereof			COc1cc(C)cc(OC)c1	C9H12O2	InChI=1S/C9H12O2/c1-7-4-8(10-2)6-9(5-7)11-3/h4-6H,1-3H3	RIZBLVRXRWHLFA-UHFFFAOYSA-N	152.0837296	CHEBI:141217	HMDB0059853	
BASm0009714	(4E,6E)-allo-ocimene	Alloocimene i, also known as alloocimene, (e,z)-isomer, is a member of the class of compounds known as acyclic monoterpenoids. Acyclic monoterpenoids are monoterpenes that do not contain a cycle. Thus, alloocimene i is considered to be a hydrocarbon lipid molecule. Alloocimene i can be found in wild celery, which makes alloocimene i a potential biomarker for the consumption of this food product.			C/C=C(C)/C=C/C=C(C)C	C10H16	InChI=1S/C10H16/c1-5-10(4)8-6-7-9(2)3/h5-8H,1-4H3/b8-6+,10-5+	GQVMHMFBVWSSPF-SOYUKNQTSA-N	136.1252005	CHEBI:141222	HMDB0302253	
BASm0009715	(6E)-nerolidol	Nerolidol is found in bitter gourd. Nerolidol is a component of many essential oils. The (S)-enantiomer is the commoner and occurs mostly as the (S)-(E)-isomer. Nerolidol is a flavouring agent. ↵↵Nerolidol has been shown to exhibit anti-fungal function (A7933).↵↵Nerolidol belongs to the family of Sesquiterpenes. These are terpenes with three consecutive isoprene units.	7212-44-4	Liquid	C=CC(C)(O)CC/C=C(\C)CCC=C(C)C	C15H26O	InChI=1S/C15H26O/c1-6-15(5,16)12-8-11-14(4)10-7-9-13(2)3/h6,9,11,16H,1,7-8,10,12H2,2-5H3/b14-11+	FQTLCLSUCSAZDY-SDNWHVSQSA-N		CHEBI:141283	HMDB35662	
BASm0009716	6alpha-hydroxygermacra-1(10),4,11(13)-trien-12-oate				C=C(C(=O)[O-])[C@@H]1CC/C(C)=C/CC/C(C)=C/[C@H]1O	C15H21O3	InChI=1S/C15H22O3/c1-10-5-4-6-11(2)9-14(16)13(8-7-10)12(3)15(17)18/h5,9,13-14,16H,3-4,6-8H2,1-2H3,(H,17,18)/p-1/b10-5+,11-9+/t13-,14+/m0/s1	DCBBYKNERJKYSH-AHNJNIBGSA-M		CHEBI:141318		
BASm0009717	apulose			Expected Solid	O=C(CO)C(O)(CO)CO	C5H10O5	InChI=1S/C5H10O5/c6-1-4(9)5(10,2-7)3-8/h6-8,10H,1-3H2	KNWXMEXZFWGIPP-UHFFFAOYSA-N	150.0528234	CHEBI:141348		MMDBc0055726
BASm0009718	3,6-dichloro-2-methoxybenzoate			Expected Solid	COc1c(Cl)ccc(Cl)c1C(=O)[O-]	C8H5Cl2O3	InChI=1S/C8H6Cl2O3/c1-13-7-5(10)3-2-4(9)6(7)8(11)12/h2-3H,1H3,(H,11,12)/p-1	IWEDIXLBFLAXBO-UHFFFAOYSA-M	218.962123	CHEBI:141349		MMDBc0055432
BASm0009719	3,6-dichlorosalicylate			Expected Solid	O=C([O-])c1c(Cl)ccc(Cl)c1O	C7H3Cl2O3	InChI=1S/C7H4Cl2O3/c8-3-1-2-4(9)6(10)5(3)7(11)12/h1-2,10H,(H,11,12)/p-1	FKIKPQHMWFZFEB-UHFFFAOYSA-M	204.9464729	CHEBI:141350		MMDBc0055433
BASm0009720	apulose 4-phosphate			Expected Solid	O=C(CO)C(O)(CO)COP(=O)([O-])[O-]	C5H9O8P	InChI=1S/C5H11O8P/c6-1-4(8)5(9,2-7)3-13-14(10,11)12/h6-7,9H,1-3H2,(H2,10,11,12)/p-2	ICOBPPWZFJRDGN-UHFFFAOYSA-L	228.0046014	CHEBI:141351		MMDBc0055727
BASm0009721	D-apionate			Expected Solid	O=C([O-])[C@H](O)C(O)(CO)CO	C5H9O6	InChI=1S/C5H10O6/c6-1-5(11,2-7)3(8)4(9)10/h3,6-8,11H,1-2H2,(H,9,10)/p-1/t3-/m0/s1	WCFGGAKDAXZIAM-VKHMYHEASA-M	165.0404616	CHEBI:141352		MMDBc0055848
BASm0009722	3-oxoisoapionate			Expected Solid	O=C([O-])C(O)(CO)C(=O)CO	C5H7O6	InChI=1S/C5H8O6/c6-1-3(8)5(11,2-7)4(9)10/h6-7,11H,1-2H2,(H,9,10)/p-1	HBARXKFONQENLN-UHFFFAOYSA-M	163.0248115	CHEBI:141353		MMDBc0055414
BASm0009723	3-oxoisoapionate 4-phosphate			Expected Solid	O=C([O-])C(O)(CO)C(=O)COP(=O)([O-])[O-]	C5H6O9P	InChI=1S/C5H9O9P/c6-2-5(10,4(8)9)3(7)1-14-15(11,12)13/h6,10H,1-2H2,(H,8,9)(H2,11,12,13)/p-3	TXTFWFIPNSYGGP-UHFFFAOYSA-K	240.9765895	CHEBI:141357		MMDBc0055415
BASm0009724	N(beta)-acetylstreptothricin F			Expected Solid	CC(=O)N[C@@H](CCC[NH3+])CC(=O)N[C@@H]1[C@H](O)[C@@H](OC(N)=O)[C@@H](CO)O[C@H]1/[NH+]=C1/N[C@@H]2[C@H](O)CNC(=O)[C@H]2N1	C21H38N8O9	InChI=1S/C21H36N8O9/c1-8(31)25-9(3-2-4-22)5-12(33)26-15-16(34)17(38-20(23)36)11(7-30)37-19(15)29-21-27-13-10(32)6-24-18(35)14(13)28-21/h9-11,13-17,19,30,32,34H,2-7,22H2,1H3,(H2,23,36)(H,24,35)(H,25,31)(H,26,33)(H2,27,28,29)/p+2/t9-,10+,11+,13+,14-,15+,16-,17-,19+/m0/s1	KNRGVMKMLCZEDK-NNXJIFFLSA-P	546.2750777	CHEBI:141394		MMDBc0056207
BASm0009725	N(beta)-acetylstreptothricin D			Expected Solid	CC(=O)N[C@@H](CCCNC(=O)C[C@@H]([NH3+])CCCNC(=O)C[C@@H]([NH3+])CCC[NH3+])CC(=O)N[C@@H]1[C@H](O)[C@@H](OC(N)=O)[C@@H](CO)O[C@H]1/[NH+]=C1/N[C@@H]2[C@H](O)CNC(=O)[C@H]2N1	C33H64N12O11	InChI=1S/C33H60N12O11/c1-16(47)41-19(7-4-10-39-23(50)12-18(36)6-3-9-38-22(49)11-17(35)5-2-8-34)13-24(51)42-27-28(52)29(56-32(37)54)21(15-46)55-31(27)45-33-43-25-20(48)14-40-30(53)26(25)44-33/h17-21,25-29,31,46,48,52H,2-15,34-36H2,1H3,(H2,37,54)(H,38,49)(H,39,50)(H,40,53)(H,41,47)(H,42,51)(H2,43,44,45)/p+4/t17-,18-,19-,20+,21+,25+,26-,27+,28-,29-,31+/m0/s1	WPMGFKKSCCXUAK-YFZUDYRPSA-R	804.4795566	CHEBI:141396		MMDBc0056206
BASm0009726	5,5'-dehydrodivanillate		2134-90-9			C16H12O8		QGCWGSXMGCSFDM-UHFFFAOYSA-L	332.0543145	CHEBI:141401		
BASm0009727	2,2',3-trihydroxy-3'-methoxy-5,5'-dicarboxybiphenyl					C15H10O8		IOAGJFSRYOGIAF-UHFFFAOYSA-L	318.0386644	CHEBI:141402		
BASm0009728	(Z)-2-((N-methylformamido)methylene)-5-hydroxybutanolactone			Expected Solid	[H]\C(N(C)C=O)=C1/C[C@]([H])(O)OC1=O	C7H9NO4	InChI=1S/C7H9NO4/c1-8(4-9)3-5-2-6(10)12-7(5)11/h3-4,6,10H,2H2,1H3/b5-3-/t6-/m1/s1	CKZDQHXHGRMYBG-CWVDAHFDSA-N	171.0531578	CHEBI:141413		MMDBc0055079
BASm0009729	(E)-2-((N-methylformamido) methylene)succinate			Expected Solid	[H]\C(N(C)C=O)=C(\CC([O-])=O)C([O-])=O	C7H7NO5	InChI=1S/C7H9NO5/c1-8(4-9)3-5(7(12)13)2-6(10)11/h3-4H,2H2,1H3,(H,10,11)(H,12,13)/p-2/b5-3+	KAJVKDPSEUVDTF-HWKANZROSA-L	185.0335195	CHEBI:141414		MMDBc0055007
BASm0009730						C18H32O16		GEMKLMOVLYWXIB-ISBVFXGKSA-N	504.169035	CHEBI:141418		
BASm0009731	an acyl-3-O-(beta-D-galactosyl)-sn-glycerol				[1*]OC[C@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)O[2*]					CHEBI:141434		
BASm0009732					*O[C@H]1[C@@H](O)[C@H](n2ccc(N)nc2=S)O[C@@H]1COP(*)(=O)[O-]					CHEBI:141453		
BASm0009733	S-methyl-1-thio-D-xylulose 5-phosphate			Expected Solid	[H][C@@](O)(COP([O-])([O-])=O)[C@]([H])(O)C(=O)CSC	C6H11O7PS	InChI=1S/C6H13O7PS/c1-15-3-5(8)6(9)4(7)2-13-14(10,11)12/h4,6-7,9H,2-3H2,1H3,(H2,10,11,12)/p-2/t4-,6+/m1/s1	JQZPXWYLEQDBGH-XINAWCOVSA-L	257.997408	CHEBI:141466		MMDBc0056302
BASm0009734	S-methyl glutathione	0				C11H18N3O6S		QTQDDTSVRVWHMO-BQBZGAKWSA-M	320.0921801	CHEBI:141467	HMDB0061366	
BASm0009735	S-(methylsulfanyl)glutathione					C11H18N3O6S2		JNHSMKPVSPHKIJ-BQBZGAKWSA-M	352.0642512	CHEBI:141468	HMDB0187001	
BASm0009736	2-hydroxy-5-oxoproline					C5H6NO4		XWXRVFUXLXYGHK-UHFFFAOYNA-M	144.0302313	CHEBI:141483		
BASm0009737	(R)-octopamine					C8H12NO2		QHGUCRYDKWKLMG-QMMMGPOBSA-O	154.0862551	CHEBI:141486		
BASm0009738	2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol)					C24H46O9P		UJUVFUFXJONDDC-SNZQZGEVSA-M	509.2884936	CHEBI:141490		MMDBc0060300
BASm0009739					*N[C@H](C(*)=O)[C@@H](O)CCC[NH3+]					CHEBI:141492		
BASm0009740					*N[C@@H](CC(O)CC[NH3+])C(*)=O					CHEBI:141495		
BASm0009741	(3S)-3-hydroxy-N(6),N(6),N(6)-trimethyl-L-lysine			Expected Solid	[H][C@@](N)(C(O)=O)[C@@]([H])(O)CCC[N+](C)(C)C	C9H21N2O3	InChI=1S/C9H20N2O3/c1-11(2,3)6-4-5-7(12)8(10)9(13)14/h7-8,12H,4-6,10H2,1-3H3/p+1/t7-,8-/m0/s1	ZRJHLGYVUCPZNH-YUMQZZPRSA-O	205.154669	CHEBI:141499		MMDBc0054927
BASm0009742					*N[C@@H](CCCNC(=[NH2+])NC(O)C=O)C(*)=O					CHEBI:141553		
BASm0009743					*N[C@@H](CCCC[NH2+]C(O)C=O)C(*)=O					CHEBI:141554		
BASm0009744					*N[C@@H](CSC(O)C=O)C(*)=O					CHEBI:141555		
BASm0009745	2,2-dimethylpropanal				CC(C)(C)C=O	C5H10O	InChI=1S/C5H10O/c1-5(2,3)4-6/h4H,1-3H3	FJJYHTVHBVXEEQ-UHFFFAOYSA-N	86.07316494	CHEBI:141557		
BASm0009746	N(2)-(1-hydroxy-2-oxopropyl)-dGTP			Expected Solid	[H]C(O)(NC1=NC2=C(N=CN2[C@@]2([H])C[C@]([H])(O)[C@@]([H])(COP([O-])(=O)OP(O)(=O)OP([O-])([O-])=O)O2)C([O-])=N1)C(C)=O	C13H16N5O15P3	InChI=1S/C13H20N5O15P3/c1-5(19)11(21)16-13-15-10-9(12(22)17-13)14-4-18(10)8-2-6(20)7(31-8)3-30-35(26,27)33-36(28,29)32-34(23,24)25/h4,6-8,11,20-21H,2-3H2,1H3,(H,26,27)(H,28,29)(H2,23,24,25)(H2,15,16,17,22)/p-4/t6-,7+,8+,11?/m0/s1	FKQDKVFTNVVOIH-STAMCERTSA-J	574.9877701	CHEBI:141569		MMDBc0056172
BASm0009747	N(2)-(1-hydroxy-2-oxopropyl)-GTP			Expected Solid	[H]C(O)(NC1=NC2=C(N=CN2[C@]2([H])O[C@]([H])(COP([O-])(=O)OP(O)(=O)OP([O-])([O-])=O)[C@@]([H])(O)[C@@]2([H])O)C([O-])=N1)C(C)=O	C13H16N5O16P3	InChI=1S/C13H20N5O16P3/c1-4(19)10(22)16-13-15-9-6(11(23)17-13)14-3-18(9)12-8(21)7(20)5(32-12)2-31-36(27,28)34-37(29,30)33-35(24,25)26/h3,5,7-8,10,12,20-22H,2H2,1H3,(H,27,28)(H,29,30)(H2,24,25,26)(H2,15,16,17,23)/p-4/t5-,7-,8-,10?,12-/m1/s1	FWHMENQXRRHGQH-OOPGLKBPSA-J	590.9826848	CHEBI:141570		MMDBc0056175
BASm0009748	N(2)-(1-hydroxy-2-oxoethyl)-GTP			Expected Solid	[H]C(O)(C=O)N=C1NC2=C(N=CN2[C@]2([H])O[C@]([H])(COP([O-])(=O)OP(O)(=O)OP([O-])([O-])=O)[C@@]([H])(O)[C@@]2([H])O)C([O-])=N1	C12H14N5O16P3	InChI=1S/C12H18N5O16P3/c18-1-5(19)14-12-15-9-6(10(22)16-12)13-3-17(9)11-8(21)7(20)4(31-11)2-30-35(26,27)33-36(28,29)32-34(23,24)25/h1,3-5,7-8,11,19-21H,2H2,(H,26,27)(H,28,29)(H2,23,24,25)(H2,14,15,16,22)/p-4/t4-,5?,7-,8-,11-/m1/s1	UOSQWCIOFGIVKX-VXSOYKKHSA-J	576.9670347	CHEBI:141571		MMDBc0056171
BASm0009749	N(2)-(1-hydroxy-2-oxoethyl)-dGTP			Expected Solid	[H]C(O)(C=O)N=C1NC2=C(N=CN2[C@@]2([H])C[C@]([H])(O)[C@@]([H])(COP([O-])(=O)OP(O)(=O)OP([O-])([O-])=O)O2)C([O-])=N1	C12H14N5O15P3	InChI=1S/C12H18N5O15P3/c18-2-7(20)14-12-15-10-9(11(21)16-12)13-4-17(10)8-1-5(19)6(30-8)3-29-34(25,26)32-35(27,28)31-33(22,23)24/h2,4-8,19-20H,1,3H2,(H,25,26)(H,27,28)(H2,22,23,24)(H2,14,15,16,21)/p-4/t5-,6+,7?,8+/m0/s1	FGMFNGUEAPXMHP-CZLDRYSHSA-J	560.9721201	CHEBI:141572		MMDBc0056168
BASm0009750	N(2)-(1-hydroxy-2-oxopropyl)-GDP			Expected Solid	[H]C(O)(NC1=NC2=C(N=CN2[C@]2([H])O[C@]([H])(COP(O)(=O)OP([O-])([O-])=O)[C@@]([H])(O)[C@@]2([H])O)C([O-])=N1)C(C)=O	C13H16N5O13P2	InChI=1S/C13H19N5O13P2/c1-4(19)10(22)16-13-15-9-6(11(23)17-13)14-3-18(9)12-8(21)7(20)5(30-12)2-29-33(27,28)31-32(24,25)26/h3,5,7-8,10,12,20-22H,2H2,1H3,(H,27,28)(H2,24,25,26)(H2,15,16,17,23)/p-3/t5-,7-,8-,10?,12-/m1/s1	DBIZLPJAHXOSTG-OOPGLKBPSA-K	512.0236303	CHEBI:141573		MMDBc0056173
BASm0009751	N(2)-(1-hydroxy-2-oxoethyl)-GDP			Expected Solid	[H]C(O)(C=O)N=C1NC2=C(N=CN2[C@]2([H])O[C@]([H])(COP(O)(=O)OP([O-])([O-])=O)[C@@]([H])(O)[C@@]2([H])O)C([O-])=N1	C12H14N5O13P2	InChI=1S/C12H17N5O13P2/c18-1-5(19)14-12-15-9-6(10(22)16-12)13-3-17(9)11-8(21)7(20)4(29-11)2-28-32(26,27)30-31(23,24)25/h1,3-5,7-8,11,19-21H,2H2,(H,26,27)(H2,23,24,25)(H2,14,15,16,22)/p-3/t4-,5?,7-,8-,11-/m1/s1	QDSKEQBPIYYJRK-VXSOYKKHSA-K	498.0079803	CHEBI:141574		MMDBc0056169
BASm0009752	N(2)-(1-hydroxy-2-oxopropyl)-GMP			Expected Solid	[H]C(O)(NC1=NC2=C(N=CN2[C@]2([H])O[C@]([H])(COP(O)([O-])=O)[C@@]([H])(O)[C@@]2([H])O)C([O-])=N1)C(C)=O	C13H16N5O10P	InChI=1S/C13H18N5O10P/c1-4(19)10(22)16-13-15-9-6(11(23)17-13)14-3-18(9)12-8(21)7(20)5(28-12)2-27-29(24,25)26/h3,5,7-8,10,12,20-22H,2H2,1H3,(H2,24,25,26)(H2,15,16,17,23)/p-2/t5-,7-,8-,10?,12-/m1/s1	RHIXZSUZFPBGGL-OOPGLKBPSA-L	433.0645759	CHEBI:141575		MMDBc0056174
BASm0009753	N(2)-(1-hydroxy-2-oxoethyl)-GMP			Expected Solid	[H]C(O)(C=O)N=C1NC2=C(N=CN2[C@]2([H])O[C@]([H])(COP(O)([O-])=O)[C@@]([H])(O)[C@@]2([H])O)C([O-])=N1	C12H14N5O10P	InChI=1S/C12H16N5O10P/c18-1-5(19)14-12-15-9-6(10(22)16-12)13-3-17(9)11-8(21)7(20)4(27-11)2-26-28(23,24)25/h1,3-5,7-8,11,19-21H,2H2,(H2,23,24,25)(H2,14,15,16,22)/p-2/t4-,5?,7-,8-,11-/m1/s1	BVTOKVVYWXWDHK-VXSOYKKHSA-L	419.0489258	CHEBI:141576		MMDBc0056170
BASm0009754					*O[C@H]1C[C@H](n2cnc3c(=O)[nH]c(NC(O)C(C)=O)nc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:141578		
BASm0009755					*O[C@H]1C[C@H](n2cnc3c(=O)[nH]c(NC(O)C=O)nc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:141579		
BASm0009756					*O[C@H]1[C@@H](O)[C@H](n2cnc3c(=O)[nH]c(NC(O)C(C)=O)nc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:141580		
BASm0009757					*O[C@H]1[C@@H](O)[C@H](n2cnc3c(=O)[nH]c(NC(O)C=O)nc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:141581		
BASm0009758	cytidine 5'-diphosphoramidate			Expected Solid	[H][C@]1(O)[C@@]([H])(O)[C@@]([H])(O[C@]1([H])COP(O)(=O)OP(N)([O-])=O)N1C=CC(=N)N=C1[O-]	C9H14N4O10P2	InChI=1S/C9H16N4O10P2/c10-5-1-2-13(9(16)12-5)8-7(15)6(14)4(22-8)3-21-25(19,20)23-24(11,17)18/h1-2,4,6-8,14-15H,3H2,(H,19,20)(H2,10,12,16)(H3,11,17,18)/p-2/t4-,6-,7-,8-/m1/s1	BSLSKFONEPFAKO-XVFCMESISA-L	400.0196138	CHEBI:141582		MMDBc0055843
BASm0009759	N(5)-(cytidine 5'-diphosphoramidyl)-L-glutamine			Expected Solid	[H][C@](N)(CCC([O-])=NP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=CC(=N)N=C2O)[C@]([H])(O)[C@]1([H])O)C([O-])=O	C14H21N5O13P2	InChI=1S/C14H23N5O13P2/c15-6(13(23)24)1-2-9(20)18-33(26,27)32-34(28,29)30-5-7-10(21)11(22)12(31-7)19-4-3-8(16)17-14(19)25/h3-4,6-7,10-12,21-22H,1-2,5,15H2,(H,23,24)(H,28,29)(H2,16,17,25)(H2,18,20,26,27)/p-2/t6-,7+,10+,11+,12+/m0/s1	LXCLWZMVNJKMKJ-MXMUJRTHSA-L	529.0622069	CHEBI:141583		MMDBc0056185
BASm0009760	cytidine 3'-phospho-5'-diphosphoramidate			Expected Solid	[H][C@@]1(O)[C@]([H])(OP([O-])([O-])=O)[C@@]([H])(COP(O)(=O)OP(N)([O-])=O)O[C@@]1([H])N1C=CC(=N)N=C1[O-]	C9H13N4O13P3	InChI=1S/C9H17N4O13P3/c10-5-1-2-13(9(15)12-5)8-6(14)7(25-28(18,19)20)4(24-8)3-23-29(21,22)26-27(11,16)17/h1-2,4,6-8,14H,3H2,(H,21,22)(H2,10,12,15)(H3,11,16,17)(H2,18,19,20)/p-4/t4-,6-,7-,8-/m1/s1	IBTJOXBAHPGOJB-XVFCMESISA-J	477.9713918	CHEBI:141584		MMDBc0055840
BASm0009761					*C(=O)[C@H](CC(=O)[O-])NC(=O)[C@H](CC(=O)[O-])NC(=O)[C@@H]([NH3+])CC(=O)[O-]					CHEBI:141602		
BASm0009762					*C(=O)[C@H](CCC(=O)[O-])NC(=O)[C@H](CCC(=O)[O-])NC(=O)[C@@H]([NH3+])CCC(=O)[O-]					CHEBI:141603		
BASm0009763					*C(=O)[C@H](CC(=O)[O-])NC(=O)[C@H](CC(=O)[O-])NC(=O)[C@H](CC(=O)[O-])NC(C)=O					CHEBI:141604		
BASm0009764					*C(=O)[C@H](CCC(=O)[O-])NC(=O)[C@H](CCC(=O)[O-])NC(=O)[C@H](CCC(=O)[O-])NC(C)=O					CHEBI:141606		
BASm0009765					*C(=O)[C@H](*)NC(=O)[C@H](*)NC(=O)[C@H](*)[NH3+]					CHEBI:141607		
BASm0009766					*C(=O)[C@H](*)NC(=O)[C@H](*)NC(=O)[C@H](*)NC(C)=O					CHEBI:141608		
BASm0009767	3-hydroxy-4-methyl-L-kynurenine				Cc1ccc(C(=O)C[C@H]([NH3+])C(=O)[O-])c(N)c1O		InChI=1S/C11H14N2O4/c1-5-2-3-6(9(13)10(5)15)8(14)4-7(12)11(16)17/h2-3,7,15H,4,12-13H2,1H3,(H,16,17)/t7-/m0/s1	BHPWCYYINLFUDE-ZETCQYMHSA-N		CHEBI:141609		
BASm0009768	3-hydroxy-D-kynurenine		606-14-4		Nc1c(O)cccc1C(=O)C[C@@H]([NH3+])C(=O)[O-]	C10H12N2O4	InChI=1S/C10H12N2O4/c11-6(10(15)16)4-8(14)5-2-1-3-7(13)9(5)12/h1-3,6,13H,4,11-12H2,(H,15,16)/t6-/m0/s1	VCKPUUFAIGNJHC-LURJTMIESA-N		CHEBI:141610		
BASm0009769	3-hydroxy-4-methyl-D-kynurenine				Cc1ccc(C(=O)C[C@@H]([NH3+])C(=O)[O-])c(N)c1O		InChI=1S/C11H14N2O4/c1-5-2-3-6(9(13)10(5)15)8(14)4-7(12)11(16)17/h2-3,7,15H,4,12-13H2,1H3,(H,16,17)/t7-/m1/s1	BHPWCYYINLFUDE-SSDOTTSWSA-N		CHEBI:141611		
BASm0009770	(1R)-(2-amino-1-hydroxyethyl)phosphonate			Expected Solid	[H][C@](O)(CN)P(O)(O)=O	C2H8NO4P	InChI=1S/C2H8NO4P/c3-1-2(4)8(5,6)7/h2,4H,1,3H2,(H2,5,6,7)/t2-/m1/s1	RTTXIBKRJFIBBG-UWTATZPHSA-N	141.0190943	CHEBI:141612		MMDBc0054025
BASm0009771	hapalindole U				[C-]#[N+][C@@H]1[C@@H]2c3c[nH]c4cccc(c34)C(C)(C)[C@H]2CC[C@]1(C)C=C	C21H24N2	InChI=1S/C21H24N2/c1-6-21(4)11-10-15-18(19(21)22-5)13-12-23-16-9-7-8-14(17(13)16)20(15,2)3/h6-9,12,15,18-19,23H,1,10-11H2,2-4H3	SLUFHMQYBPOTFZ-UHFFFAOYSA-N	304.1939488	CHEBI:141613		
BASm0009772	hapalindole G			Expected Solid	[C-]#[N+][C@@H]1[C@@H]2c3c[nH]c4cccc(c34)C(C)(C)[C@H]2C[C@@H](Cl)[C@]1(C)C=C	C21H23ClN2	InChI=1S/C21H23ClN2/c1-6-21(4)16(22)10-14-18(19(21)23-5)12-11-24-15-9-7-8-13(17(12)15)20(14,2)3/h6-9,11,14,16,18-19,24H,1,10H2,2-4H3	UGBGKUYYYCTXAK-UHFFFAOYSA-N	338.1549764	CHEBI:141614		MMDBc0009781
BASm0009773	(S)-1-hydroxy-N-methylcanadine	A quaternary ammonium ion that is (S)-N-methylcanadine in which the hydrogen at position 14 is substituted by a hydroxy group.				C21H24NO5		FJOUYKHTSXWRMH-UEDXYCIISA-O	370.1648993	CHEBI:141633		
BASm0009774	(13S,14R)-1,13-dihydroxy-N-methylcanadine	A quaternary ammonium ion resulting from the methylation of the amino group of (S)-canadine in which the hydrogen at position 1 and the pro-S hydrogen at position 13 have been replaced by hydroxy groups.			COc1ccc2c(c1OC)C[N+]1(C)CCc3cc4c(c(O)c3[C@@H]1[C@H]2O)OCO4	C21H24NO6	InChI=1S/C21H23NO6/c1-22-7-6-11-8-15-21(28-10-27-15)19(24)16(11)17(22)18(23)12-4-5-14(25-2)20(26-3)13(12)9-22/h4-5,8,17-18,23H,6-7,9-10H2,1-3H3/p+1/t17-,18+,22?/m1/s1	NEHFHOHLVOGDCL-HVHHGIHYSA-O		CHEBI:141639		
BASm0009775	(13S,14R)-13-O-acetyl-1-hydroxy-N-methylcanadine	A quaternary ammonium ion that is (13S,14R)-1,13-dihydroxy-N-methylcanadine in which the alcoholic hydroxy group at position 13 has been converted into the corresponding acetate ester.			COc1ccc2c(c1OC)C[N+]1(C)CCc3cc4c(c(O)c3[C@@H]1[C@H]2OC(C)=O)OCO4	C23H26NO7	InChI=1S/C23H25NO7/c1-12(25)31-22-14-5-6-16(27-3)21(28-4)15(14)10-24(2)8-7-13-9-17-23(30-11-29-17)20(26)18(13)19(22)24/h5-6,9,19,22H,7-8,10-11H2,1-4H3/p+1/t19-,22+,24?/m1/s1	UNFCTLFLKCGAOK-LOMQJKJHSA-O		CHEBI:141640		
BASm0009776	(13S,14R)-13-O-acetyl-1,8-dihydroxy-N-methylcanadine	A quaternary ammonium ion that is (13S,14R)-1-hydroxy-13-O-acetyl-N-methylcanadine which carries a hydroxy group at position 8.			COc1ccc2c(c1OC)C(O)[N+]1(C)CCc3cc4c(c(O)c3[C@@H]1[C@H]2OC(C)=O)OCO4	C23H26NO8	InChI=1S/C23H25NO8/c1-11(25)32-20-13-5-6-14(28-3)21(29-4)17(13)23(27)24(2)8-7-12-9-15-22(31-10-30-15)19(26)16(12)18(20)24/h5-6,9,18,20,23,27H,7-8,10H2,1-4H3/p+1/t18-,20+,23?,24?/m1/s1	ZMVJJIWEZXWPAJ-DIOGXUQJSA-O		CHEBI:141642		
BASm0009777	3-O-acetyl-4'-O-demethylpapaveroxine	A benzylisoquinoline alkaloid that is 8-hydroxy-2-methyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline which is substituted at the 1-pro-R position by an (acetyloxy)(2-formyl-3,4-dimethoxyphenyl)methyl group. An intermediate in the biosynthesis of noscarpine in the opium poppy, Papaver somniferum.			COc1ccc([C@H](OC(C)=O)[C@H]2c3c(cc4c(c3O)OCO4)CCN2C)c(C=O)c1OC	C23H25NO8	InChI=1S/C23H25NO8/c1-12(26)32-22(14-5-6-16(28-3)21(29-4)15(14)10-25)19-18-13(7-8-24(19)2)9-17-23(20(18)27)31-11-30-17/h5-6,9-10,19,22,27H,7-8,11H2,1-4H3/t19-,22+/m1/s1	XKBBRFAPWMBHPG-KNQAVFIVSA-N		CHEBI:141643		
BASm0009778	3-O-acetylpapaveroxine				COc1ccc([C@H](OC(C)=O)[C@H]2c3c(cc4c(c3OC)OCO4)CCN2C)c(C=O)c1OC	C24H27NO8	InChI=1S/C24H27NO8/c1-13(27)33-22(15-6-7-17(28-3)21(29-4)16(15)11-26)20-19-14(8-9-25(20)2)10-18-23(24(19)30-5)32-12-31-18/h6-7,10-11,20,22H,8-9,12H2,1-5H3	JUUOWVIBIPDOSQ-UHFFFAOYSA-N	457.1736668	CHEBI:141645		
BASm0009779	narcotine hemiacetal				COc1ccc2c(c1OC)C(O)O[C@@H]2[C@H]1c2c(cc3c(c2OC)OCO3)CCN1C	C22H25NO7	InChI=1S/C22H25NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18,22,24H,7-8,10H2,1-4H3	TZNFGVJRQISOHK-UHFFFAOYSA-N	415.1631021	CHEBI:141667		
BASm0009780	L-tyrosinal			Expected Solid	[NH3+][C@H](C=O)Cc1ccc(O)cc1	C9H11NO2	InChI=1S/C9H11NO2/c10-8(6-11)5-7-1-3-9(12)4-2-7/h1-4,6,8,12H,5,10H2/t8-/m0/s1	DXGAIOIQACHYRK-QMMMGPOBSA-N	165.0789786	CHEBI:141668		MMDBc0054548
BASm0009781	staphylopine			Expected Solid	[H]C(C)(N[C@@]([H])(CCN[C@]([H])(CC1=CN=CN1)C(O)=O)C(O)=O)C([O-])=O	C13H19N4O6	InChI=1S/C13H20N4O6/c1-7(11(18)19)17-9(12(20)21)2-3-15-10(13(22)23)4-8-5-14-6-16-8/h5-7,9-10,15,17H,2-4H2,1H3,(H,14,16)(H,18,19)(H,20,21)(H,22,23)/p-1/t7?,9-,10+/m0/s1	WLNNYKMTYVPSDL-VYDKEIKOSA-M	327.1310079	CHEBI:141669		MMDBc0056314
BASm0009782	3-methoxycatechol	3-methoxybenzene-1,2-diol is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3-methoxyphenol. It is generated by cyp1a2 enzyme via a hydroxylation-of-benzene-ortho-to-edg reaction. This hydroxylation-of-benzene-ortho-to-edg occurs in humans.			COC1=CC=CC(O)=C1O	C7H8O3	InChI=1S/C7H8O3/c1-10-6-4-2-3-5(8)7(6)9/h2-4,8-9H,1H3	LPYUENQFPVNPHY-UHFFFAOYSA-N	140.0473441	CHEBI:141700	HMDB0125538	
BASm0009783	guaethol			Expected Solid	CCOC1=CC=CC=C1O	C8H10O2	InChI=1S/C8H10O2/c1-2-10-8-6-4-3-5-7(8)9/h3-6,9H,2H2,1H3	MOEFFSWKSMRFRQ-UHFFFAOYSA-N	138.0680796	CHEBI:141701		MMDBc0054500
BASm0009784	2-methylanisole	1-Methoxy-2-methylbenzene is a flavouring ingredien	578-58-5		COC1=CC=CC=C1C	C8H10O	InChI=1S/C8H10O/c1-7-5-3-4-6-8(7)9-2/h3-6H,1-2H3	DTFKRVXLBCAIOZ-UHFFFAOYSA-N	122.0731649	CHEBI:141702	HMDB0032074	
BASm0009785	ganglioside GQ1b alpha				[1*][C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O[C@@H]3O[C@H](CO[C@]4(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O4)[C@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O[C@]5(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O5)[C@H]4O)[C@H]3NC(C)=O)[C@H](O[C@]3(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@@H](CO)O[C@]4(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O4)O3)[C@H]2O)[C@H](O)[C@H]1O)NC([2*])=O					CHEBI:141711		
BASm0009786	ganglioside GT1a alpha				[1*][C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O[C@@H]3O[C@H](CO[C@]4(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O4)[C@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O[C@]5(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O5)[C@H]4O)[C@H]3NC(C)=O)[C@H](O[C@]3(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O3)[C@H]2O)[C@H](O)[C@H]1O)NC([2*])=O					CHEBI:141724		
BASm0009790	4-O-(beta-D-glucosyl)-trans-sinapate		117405-52-4		COc1cc(/C=C/C(=O)[O-])cc(OC)c1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C17H22O10	InChI=1S/C17H22O10/c1-24-9-5-8(3-4-12(19)20)6-10(25-2)16(9)27-17-15(23)14(22)13(21)11(7-18)26-17/h3-6,11,13-15,17-18,21-23H,7H2,1-2H3,(H,19,20)/b4-3+	KKLWTTVTWMTNBP-ONEGZZNKSA-N		CHEBI:141763		
BASm0009791	4-O-beta-D-glucosyl-trans-ferulate				COc1cc(/C=C/C(=O)[O-])ccc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O		InChI=1S/C16H20O9/c1-23-10-6-8(3-5-12(18)19)2-4-9(10)24-16-15(22)14(21)13(20)11(7-17)25-16/h2-6,11,13-17,20-22H,7H2,1H3,(H,18,19)/p-1/b5-3+/t11-,13-,14+,15-,16-/m1/s1	IEMIRSXOYFWPFD-BJGSYIFTSA-M		CHEBI:141767		
BASm0009792	2-hydroxydodecanoate			Expected Solid	CCCCCCCCCCC(O)C(=O)[O-]	C12H23O3	InChI=1S/C12H24O3/c1-2-3-4-5-6-7-8-9-10-11(13)12(14)15/h11,13H,2-10H2,1H3,(H,14,15)/p-1	YDZIJQXINJLRLL-UHFFFAOYSA-M	215.1652682	CHEBI:141772		MMDBc0055246
BASm0009795	2,3-dihydroxydodecanoate			Expected Solid	CCCCCCCCCC(O)C(O)C(=O)[O-]	C12H23O4	InChI=1S/C12H24O4/c1-2-3-4-5-6-7-8-9-10(13)11(14)12(15)16/h10-11,13-14H,2-9H2,1H3,(H,15,16)/p-1	JJIJQULYODNGKJ-UHFFFAOYSA-M	231.1601828	CHEBI:141780		MMDBc0055288
BASm0009798	3-hydroxybutane-1,2,3-tricarboxylate			Expected Solid	CC(O)(C(=O)[O-])C(CC(=O)[O-])C(=O)[O-]	C7H7O7	InChI=1S/C7H10O7/c1-7(14,6(12)13)3(5(10)11)2-4(8)9/h3,14H,2H2,1H3,(H,8,9)(H,10,11)(H,12,13)/p-3	HHKPKXCSHMJWCF-UHFFFAOYSA-K	203.0208233	CHEBI:141790		MMDBc0055381
BASm0009800	(2S)-2-amino-4-{[(1R)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino}butanoate			Expected Solid	[H][C@](N)(CCN[C@]([H])(CC1=CN=CN1)C(O)=O)C(O)=O	C10H16N4O4	InChI=1S/C10H16N4O4/c11-7(9(15)16)1-2-13-8(10(17)18)3-6-4-12-5-14-6/h4-5,7-8,13H,1-3,11H2,(H,12,14)(H,15,16)(H,17,18)/t7-,8+/m0/s1	PQUPEWJRDBYFHU-JGVFFNPUSA-N	256.117155	CHEBI:141808		MMDBc0054851
BASm0009801	ganglioside GalNAc-GM1b				[1*][C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O[C@@H]5O[C@H](CO)[C@H](O)[C@H](O)[C@H]5NC(C)=O)[C@H](O[C@]5(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O5)[C@H]4O)[C@H]3NC(C)=O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)NC([2*])=O					CHEBI:141814		
BASm0009802	3beta-hydroxy-15,16-epoxydolabrene	A tricyclic diterpenoid that is 15,16-epoxydolabrene in which the pro-S hydrogen at position 3 has been replaced by a hydroxy group.			C=C1[C@@H](O)CC[C@H]2[C@]3(C)CC[C@](C)(C4CO4)C[C@H]3CC[C@]12C	C20H32O2	InChI=1S/C20H32O2/c1-13-15(21)5-6-16-19(13,3)8-7-14-11-18(2,17-12-22-17)9-10-20(14,16)4/h14-17,21H,1,5-12H2,2-4H3/t14-,15+,16-,17?,18+,19-,20-/m1/s1	JPGKQPWEFBWKDM-XVMBTQODSA-N		CHEBI:141820		
BASm0009803	15,16-epoxydolabrene	A tricyclic diterpenoid that is dolabradiene in which vinyl substituent has undergone oxidation to give the corresponding epoxide.			C=C1CCC[C@H]2[C@]3(C)CC[C@](C)(C4CO4)C[C@H]3CC[C@]12C	C20H32O	InChI=1S/C20H32O/c1-14-6-5-7-16-19(14,3)9-8-15-12-18(2,17-13-21-17)10-11-20(15,16)4/h15-17H,1,5-13H2,2-4H3/t15-,16-,17?,18+,19-,20-/m1/s1	MDUIQYUVECBDRX-LBNFNQNDSA-N		CHEBI:141821		
BASm0009804	dolabradiene				C=C[C@@]1(C)CC[C@]2(C)[C@H](CC[C@]3(C)C(=C)CCC[C@@H]23)C1	C20H32	InChI=1S/C20H32/c1-6-18(3)12-13-20(5)16(14-18)10-11-19(4)15(2)8-7-9-17(19)20/h6,16-17H,1-2,7-14H2,3-5H3	GHYZJFFJSPZRIU-UHFFFAOYSA-N	272.250401	CHEBI:141822		
BASm0009805	beta-D-Gal-(1->3)-beta-D-GalNAc-(1->3)-alpha-D-Gal-(1->4)-beta-D-Gal-(1->4)-D-Glc	A linear amino pentasaccharide comprising D-glucose at the reducing end with a beta-D-galactosyl-(1->3)-N-acetyl-beta-D-glucosaminyl-(1->3)-alpha-D-galactosyl-(1->4)-beta-D-galactosyl moiety at the 4-position.			CC(=O)N[C@H]1[C@H](O[C@H]2[C@@H](O)[C@@H](CO)O[C@H](O[C@@H]3[C@H](O)[C@@H](O)[C@H](O[C@H]4[C@H](O)[C@@H](O)C(O)O[C@@H]4CO)O[C@@H]3CO)[C@@H]2O)O[C@H](CO)[C@H](O)[C@@H]1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O	C32H55NO26	InChI=1S/C32H55NO26/c1-7(39)33-13-26(58-30-21(47)17(43)14(40)8(2-34)53-30)15(41)9(3-35)52-29(13)59-27-16(42)10(4-36)54-32(23(27)49)57-25-12(6-38)55-31(22(48)19(25)45)56-24-11(5-37)51-28(50)20(46)18(24)44/h8-32,34-38,40-50H,2-6H2,1H3,(H,33,39)/t8-,9-,10-,11-,12-,13-,14+,15+,16+,17+,18-,19-,20-,21-,22-,23-,24-,25+,26-,27+,28?,29+,30+,31+,32-/m1/s1	UPMYJLDHPCCTMK-RBZMJFMESA-N		CHEBI:141842		
BASm0009806					*N[C@@H](CC[C@H](O)C[NH3+])C(*)=O					CHEBI:141843		
BASm0009807					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](n2cnc3c(=O)[nH]c(N)nc32)O[C@@H]1COP(=O)([O-])[O-]					CHEBI:141847		
BASm0009808	[(4S)-4-(5,5-dimethylcyclohex-1-en-1-yl)-cyclohex-1-en-1-yl]methanol	A sesquiterpenoid that is (S)-beta-macrocarpene in which a hydrogen of the methyl group that is attached to a double bond has been replaced by a hydroxy group. The first step in the biosynthesis of the sesquiterpene phytoalexin zealexin A1 from (S)-beta-macrocarpene in maize.			CC1(C)CCC=C([C@@H]2CC=C(CO)CC2)C1	C15H24O	InChI=1S/C15H24O/c1-15(2)9-3-4-14(10-15)13-7-5-12(11-16)6-8-13/h4-5,13,16H,3,6-11H2,1-2H3/t13-/m1/s1	TWLSWZMXZCBDMX-CYBMUJFWSA-N		CHEBI:141850		
BASm0009809	(4S)-4-(5,5-dimethylcyclohex-1-en-1-yl)cyclohex-1-ene-1-carbaldehyde	A sesquiterpenoid that is (S)-beta-macrocarpen-15-ol in which the hydroxy group has been oxidised to an aldehyde group. The second step in the biosynthesis of the sesquiterpene phytoalexin zealexin A1 from (S)-beta-macrocarpene in maize.			CC1(C)CCC=C([C@@H]2CC=C(C=O)CC2)C1	C15H22O	InChI=1S/C15H22O/c1-15(2)9-3-4-14(10-15)13-7-5-12(11-16)6-8-13/h4-5,11,13H,3,6-10H2,1-2H3/t13-/m1/s1	FITVEUXUZLYLPG-CYBMUJFWSA-N		CHEBI:141851		
BASm0009810	zealexin A1	A monocarboxylic acid anion resulting forom the deprotonation of the carboxy group of zealexin A1. The major speciess at pH 7.3.			CC1(C)CCC=C([C@@H]2CC=C(C(=O)[O-])CC2)C1	C15H21O2	InChI=1S/C15H22O2/c1-15(2)9-3-4-13(10-15)11-5-7-12(8-6-11)14(16)17/h4,7,11H,3,5-6,8-10H2,1-2H3,(H,16,17)/p-1/t11-/m1/s1	IQKSHFZTCNUYOT-LLVKDONJSA-M		CHEBI:141852		
BASm0009811					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-]					CHEBI:141855		
BASm0009812					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])[O-]					CHEBI:141856		
BASm0009813	akuammiline				C/C=C1/CN2CC[C@]34C(=Nc5ccccc53)[C@@H]2C[C@@H]1C4(COC(C)=O)C(=O)OC	C23H26N2O4	InChI=1S/C23H26N2O4/c1-4-15-12-25-10-9-22-16-7-5-6-8-18(16)24-20(22)19(25)11-17(15)23(22,21(27)28-3)13-29-14(2)26/h4-8,17,19H,9-13H2,1-3H3/b15-4-	QBHALCZZZWCCLV-TVPGTPATSA-N	394.1892573	CHEBI:141879		
BASm0009814	7-deoxyloganetic alcohol	A cyclopentapyran that is (4aS,7aR)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran substituted at position 1 by a hydroxy group and at positions 4 and 7 by a hydroxymethyl and methyl group, respectively (the 1R,4aS,7S,7aR-diastereomer).			C[C@H]1CC[C@@H]2C(CO)=CO[C@@H](O)[C@@H]21	C10H16O3	InChI=1S/C10H16O3/c1-6-2-3-8-7(4-11)5-13-10(12)9(6)8/h5-6,8-12H,2-4H2,1H3/t6-,8+,9+,10+/m0/s1	HNINLNSOSQUTPL-JZKKDOLYSA-N		CHEBI:141988		
BASm0009815	7-deoxyloganetic aldehyde	A cyclopentapyran that is (4aS,7aR)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran substituted at position 1 by a hydroxy group and at positions 4 and 7 by a formyl and methyl group, respectively (the 1R,4aS,7S,7aR-diastereomer).			C[C@H]1CC[C@@H]2C(C=O)=CO[C@@H](O)[C@@H]21	C10H14O3	InChI=1S/C10H14O3/c1-6-2-3-8-7(4-11)5-13-10(12)9(6)8/h4-6,8-10,12H,2-3H2,1H3/t6-,8+,9+,10+/m0/s1	VWIYAPDYXJYDDI-JZKKDOLYSA-N		CHEBI:141989		
BASm0009817	(2S)-2-hydroxynaringenin		58124-18-8		O=C1C[C@@](O)(c2ccc(O)cc2)Oc2cc(O)cc(O)c21	C15H12O6	InChI=1S/C15H12O6/c16-9-3-1-8(2-4-9)15(20)7-12(19)14-11(18)5-10(17)6-13(14)21-15/h1-6,16-18,20H,7H2	NFENYLPEYDNIMO-UHFFFAOYSA-N		CHEBI:141994		
BASm0009818	(2S)-2-hydroxyeriodictyol	A 2-(3,4-dihydroxyphenyl)-2,5,7-trihydroxy-2,3-dihydro-4H-chromen-4-one that has (S) configuration.			O=C1C[C@@](O)(c2ccc(O)c(O)c2)Oc2cc(O)cc(O)c21	C15H12O7	InChI=1S/C15H12O7/c16-8-4-11(19)14-12(20)6-15(21,22-13(14)5-8)7-1-2-9(17)10(18)3-7/h1-5,16-19,21H,6H2/t15-/m0/s1	WBHCYFXEVWJBEE-HNNXBMFYSA-N		CHEBI:141995		
BASm0009819	(2S)-2-hydroxypinocembrin		106009-52-3		O=C1C[C@@](O)(c2ccccc2)Oc2cc(O)cc(O)c21	C15H12O5	InChI=1S/C15H12O5/c16-10-6-11(17)14-12(18)8-15(19,20-13(14)7-10)9-4-2-1-3-5-9/h1-7,16-17,19H,8H2	KRSTWHCNVMDXQW-UHFFFAOYSA-N	272.0684735	CHEBI:141996		
BASm0009824					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@H](O)C[C@H](O)CC[C@@H]1[C@H]2CCCC[C@@H]2C=C[C@@H]1C)C(*)=O					CHEBI:142039		
BASm0009825	alpha-nootkatol					C15H24O		GFNWRKNVTHDNPV-GBOPCIDUSA-N	220.1827154	CHEBI:142043		
BASm0009826	dihydro-ML-236C carboxylate			Expected Solid	[H][C@@](O)(CC[C@@]1([H])[C@@]([H])(C)C=C[C@@]2([H])CCCC[C@]12[H])C[C@@]([H])(O)CC([O-])=O	C18H29O4	InChI=1S/C18H30O4/c1-12-6-7-13-4-2-3-5-17(13)16(12)9-8-14(19)10-15(20)11-18(21)22/h6-7,12-17,19-20H,2-5,8-11H2,1H3,(H,21,22)/p-1/t12-,13+,14+,15+,16-,17-/m0/s1	SCRFTRABHSKSMO-MDOLAMBHSA-M	309.207133	CHEBI:142045		MMDBc0055920
BASm0009827	3alpha-hydroxy-3,5-dihydro-ML-236C carboxylate					C18H29O5		XURYLQWHJLNCFX-RLVGIJBXSA-M	325.2020476	CHEBI:142046		
BASm0009828	ML-236C carboxylate			Expected Solid	[H][C@@](O)(CC[C@@]1([H])[C@@]([H])(C)C=CC2=CCCC[C@]12[H])C[C@@]([H])(O)CC([O-])=O	C18H27O4	InChI=1S/C18H28O4/c1-12-6-7-13-4-2-3-5-17(13)16(12)9-8-14(19)10-15(20)11-18(21)22/h4,6-7,12,14-17,19-20H,2-3,5,8-11H2,1H3,(H,21,22)/p-1/t12-,14+,15+,16-,17-/m0/s1	AZCVVNXOMBSHNP-WFKFIOEPSA-M	307.1914829	CHEBI:142047		MMDBc0056086
BASm0009829	ML-236A carboxylate			Expected Solid	[H][C@@](O)(CC[C@@]1([H])[C@@]([H])(C)C=CC2=CCC[C@]([H])(O)[C@]12[H])C[C@@]([H])(O)CC([O-])=O	C18H27O5	InChI=1S/C18H28O5/c1-11-5-6-12-3-2-4-16(21)18(12)15(11)8-7-13(19)9-14(20)10-17(22)23/h3,5-6,11,13-16,18-21H,2,4,7-10H2,1H3,(H,22,23)/p-1/t11-,13+,14+,15-,16-,18-/m0/s1	CKSMAJWSIYUHLV-DZSDEGEFSA-M	323.1863975	CHEBI:142048		MMDBc0056085
BASm0009831	mevinic carboxylate			Expected Solid	[H][C@@](O)(CC[C@@]1([H])[C@@]([H])(C)C=CC2=CCC[C@]([H])(OC(=O)[C@@]([H])(C)CC)[C@]12[H])C[C@@]([H])(O)CC([O-])=O	C23H35O6	InChI=1S/C23H36O6/c1-4-14(2)23(28)29-20-7-5-6-16-9-8-15(3)19(22(16)20)11-10-17(24)12-18(25)13-21(26)27/h6,8-9,14-15,17-20,22,24-25H,4-5,7,10-13H2,1-3H3,(H,26,27)/p-1/t14-,15-,17+,18+,19-,20-,22-/m0/s1	BOZILQFLQYBIIY-INTXDZFKSA-M	407.2439124	CHEBI:142050		MMDBc0056084
BASm0009833	equisetin			Expected Solid		C22H30NO4		QNQBPPQLRODXET-HMHJLHGTSA-M	372.218032	CHEBI:142060		MMDBc0014136
BASm0009834	trichosetin			Expected Solid	[H]\C(C)=C(\[H])[C@]1([H])C=C[C@]2([H])C[C@]([H])(C)CC[C@@]2([H])[C@]1(C)C(\[O-])=C1\C(O)=N[C@@]([H])(CO)C1=O	C21H28NO4	InChI=1S/C21H29NO4/c1-4-5-14-8-7-13-10-12(2)6-9-15(13)21(14,3)19(25)17-18(24)16(11-23)22-20(17)26/h4-5,7-8,12-16,23,25H,6,9-11H2,1-3H3,(H,22,26)/p-1/b5-4+,19-17-/t12-,13-,14-,15-,16+,21-/m1/s1	TYCWBBBQIATAJE-GEZPOGBYSA-M	358.202382	CHEBI:142061		MMDBc0056342
BASm0009837	2beta-hydroxy-5-epi-aristolochene	An eremorphilane sesquiterpenoid that is (+)-5-epi-aristolochene in which the pro-R hydrogen at position 2 has been replaced by a hydroxy group.				C15H24O		XDDXSIZQZMVBQB-QHSBEEBCSA-N	220.1827154	CHEBI:142082		
BASm0009838	4-epi-eremophilene	Eremophilene is a member of the class of compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5. Eremophilene can be found in burdock, which makes eremophilene a potential biomarker for the consumption of this food product. 	10219-75-7			C15H24		QEBNYNLSCGVZOH-UMVBOHGHSA-N	204.1878008	CHEBI:142083		
BASm0009839	4-epi-eremophilene-2beta-ol					C15H24O		GFNWRKNVTHDNPV-QHSBEEBCSA-N	220.1827154	CHEBI:142084		
BASm0009841	(R)-S-adenosyl-L-methionine				[H]OC(=O)[C@@]([H])(N([H])[H])C([H])([H])C([H])([H])[S@@+](C([H])([H])[H])C([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C(N=C([H])N=C23)N([H])[H])[C@]([H])(O[H])[C@]1([H])O[H]	C15H23N6O5S	InChI=1S/C15H22N6O5S/c1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25)/p+1/t7-,8+,10+,11+,14+,27+/m0/s1	MEFKEPWMEQBLKI-TYYLHDHTSA-O	399.1445155	CHEBI:142093		
BASm0009842	(S)-S-adenosyl-L-methionine	S-adenosyl-L-methioninate, also known as SAM or AdoMet, is classified as a member of the 5'-deoxy-5'-thionucleosides. 5'-deoxy-5'-thionucleosides are 5'-deoxyribonucleosides  in which the ribose is thio-substituted at the 5'position by a S-alkyl group. S-adenosyl-L-methioninate is considered to be slightly soluble (in water) and acidic		0		C15H23N6O5S		MEFKEPWMEQBLKI-FCKMPRQPSA-O	399.1445155	CHEBI:142094	HMDB0062709	
BASm0009843	sideretin (reduced form)	A hydroxycoumarin that is fraxetin which has been substituted by an additional hydroxy group at positions 5. It is the primary molecule exuded by Arabidopsis thaliana roots in response to iron deficiency.				C10H8O6		WMAQKVUYHVUULI-UHFFFAOYSA-N	224.032088	CHEBI:142095		
BASm0009844	5,6-dihydrouridine 5'-phosphate					C9H13N2O9P		NBWDKGJHOHJBRJ-XVFCMESISA-L	324.0369642	CHEBI:142106		MMDBc0057143
BASm0009845	8-Methylmenaquinone					C17H18O2		IVNPZSKVTQDZDD-UHFFFAOYSA-N	254.1306798	CHEBI:142110		
BASm0009846					[H]C/C(C)=C/CC1=CC(=O)c2c(C)cccc2C1=O	(C5H8)n.C11H8O2				CHEBI:142111		
BASm0009847	4-O-(beta-D-glucosyl)-4-trans-sinapoyl aldehyde				COc1cc(/C=C/C=O)cc(OC)c1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C17H22O9	InChI=1S/C17H22O9/c1-23-10-6-9(4-3-5-18)7-11(24-2)16(10)26-17-15(22)14(21)13(20)12(8-19)25-17/h3-7,12-15,17,19-22H,8H2,1-2H3	OYTCTPHTVUEGCL-UHFFFAOYSA-N	370.1263823	CHEBI:142126		
BASm0009848	4-hydroxy-indole-3-carbonyl nitrile	A member of the class of hydroxyindoles that is 1H-indol-4-ol which is substituted by a nitriloacetyl group at the 3 position.			N#CC(=O)c1c[nH]c2cccc(O)c12	C10H6N2O2	InChI=1S/C10H6N2O2/c11-4-9(14)6-5-12-7-2-1-3-8(13)10(6)7/h1-3,5,12-13H	KVUDODPZCDAFRS-UHFFFAOYSA-N		CHEBI:142138		
BASm0009849	indole-3-carbonyl nitrile	A member of the class of indoles that is 1H-indole which is substituted by a nitriloacetyl group at the 3 position.			N#CC(=O)c1c[nH]c2ccccc12	C10H6N2O	InChI=1S/C10H6N2O/c11-5-10(13)8-6-12-9-4-2-1-3-7(8)9/h1-4,6,12H	YWKCWNQLRJKTBZ-UHFFFAOYSA-N		CHEBI:142139		
BASm0009850	ganglioside Gal-(Fuc)-GA1				[1*][C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O[C@H]5O[C@H](CO)[C@H](O)[C@H](O)[C@H]5O)[C@H]4O[C@@H]4O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]4O)[C@H]3NC(C)=O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)NC([2*])=O					CHEBI:142141		
BASm0009851	ganglioside GalNAcGal-(Fuc)-GA1				[1*][C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O[C@H]5O[C@H](CO)[C@H](O)[C@H](O[C@@H]6O[C@H](CO)[C@H](O)[C@H](O)[C@H]6NC(C)=O)[C@H]5O)[C@H]4O[C@@H]4O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]4O)[C@H]3NC(C)=O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)NC([2*])=O					CHEBI:142147		
BASm0009852	ganglioside SM1a				[1*][C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O)[C@H]3NC(C)=O)[C@H](OS(=O)(=O)[O-])[C@H]2O)[C@H](O)[C@H]1O)NC([2*])=O					CHEBI:142153		
BASm0009853	ganglioside SM1b				[1*][C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](OS(=O)(=O)[O-])[C@H]4O)[C@H]3NC(C)=O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)NC([2*])=O					CHEBI:142159		
BASm0009860	beta-D-galacturonosyl di-trans,nona-cis-dodecaprenyl phosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP([O-])(=O)O[C@]1([H])O[C@]([H])(C([O-])=O)[C@]([H])(O)[C@]([H])(O)[C@@]1([H])O)=C(\C)CCC=C(C)C	C66H105O10P	InChI=1S/C66H107O10P/c1-49(2)25-14-26-50(3)27-15-28-51(4)29-16-30-52(5)31-17-32-53(6)33-18-34-54(7)35-19-36-55(8)37-20-38-56(9)39-21-40-57(10)41-22-42-58(11)43-23-44-59(12)45-24-46-60(13)47-48-74-77(72,73)76-66-63(69)61(67)62(68)64(75-66)65(70)71/h25,27,29,31,33,35,37,39,41,43,45,47,61-64,66-69H,14-24,26,28,30,32,34,36,38,40,42,44,46,48H2,1-13H3,(H,70,71)(H,72,73)/p-2/b50-27+,51-29+,52-31-,53-33-,54-35-,55-37-,56-39-,57-41-,58-43-,59-45-,60-47-/t61-,62+,63+,64-,66-/m0/s1	KNRKMSRCMYRVRK-MXOBNJFFSA-L	1088.745634	CHEBI:142217		MMDBc0055755
BASm0009861	all-trans-3,4-didehydro-13,14-dihydroretinol	A retinoid that is all-trans-3,4-didehydroretinol in which the double bond alpha- to the the terminal hydroxy group has been reduced to a single bond.			CC1=C(/C=C/C(C)=C/C=C/C(C)CCO)C(C)(C)CC=C1	C20H30O	InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6-12,17,21H,13-15H2,1-5H3/b9-6+,12-11+,16-8+	HRIZQYUEJYDJLD-HRYGCDPOSA-N		CHEBI:142226		
BASm0009862					*CCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OC[C@H](N*)C(*)=O					CHEBI:142233		
BASm0009863					*/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OC[C@H](N*)C(*)=O					CHEBI:142234		
BASm0009864					*N[C@@H](CS[Se]C[C@H](N*)C(*)=O)C(*)=O					CHEBI:142235		
BASm0009865					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C(C)C(=O)/C(C)=C/CCC[C@@H](O)C[C@H](O)CCCCCCCCCCCCCCCCCCC)C(*)=O					CHEBI:142236		
BASm0009866					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C(C)C(=O)/C(C)=C/CCC[C@@H](O)C[C@H](O)CCCCCCCCCCCCCCCCCCCCC)C(*)=O					CHEBI:142237		
BASm0009867					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCCCCCCCCCCCCCCCC)C(*)=O					CHEBI:142238		
BASm0009868	(13Z)-docosenamide				[H]\C(CCCCCCCC)=C(/[H])CCCCCCCCCCCC(O)=N	C22H43NO	InChI=1S/C22H43NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h9-10H,2-8,11-21H2,1H3,(H2,23,24)/b10-9-	UAUDZVJPLUQNMU-KTKRTIGZSA-N	337.334465	CHEBI:142245		
BASm0009869					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C(C)C(=O)/C(C)=C/CCC[C@@H](O)C[C@H](O)CCCCCCCCCCCCCCCCc1ccc(O)cc1)C(*)=O					CHEBI:142259		
BASm0009870					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C(C)C(=O)/C(C)=C/CCC[C@@H](O)C[C@H](O)CCCCCCCCCCCCCCCCCCc1ccc(O)cc1)C(*)=O					CHEBI:142260		
BASm0009871	3-methyl-4-nitrocatechol	A nitrotoluene that is 2-nitrotoluene carrying two hydroxy substituents at positions 5 and 6.			Cc1c([N+](=O)[O-])ccc(O)c1O	C7H7NO4	InChI=1S/C7H7NO4/c1-4-5(8(11)12)2-3-6(9)7(4)10/h2-3,9-10H,1H3	IDTXJDQVEWSWDD-UHFFFAOYSA-N		CHEBI:142280		
BASm0009872	2-chloro-6-nitrotoluene		83-42-1		CC1=C(Cl)C=CC=C1N(=O)=O	C7H6ClNO2	InChI=1S/C7H6ClNO2/c1-5-6(8)3-2-4-7(5)9(10)11/h2-4H,1H3	XCSNRORTQRKCHB-UHFFFAOYSA-N	171.0087061	CHEBI:142281		
BASm0009873	4-chloro-3-methylcatechol	A chlorocatechol that is catechol which is substituted by a methyl group at position 3 and a chlorine at position 4.			Cc1c(Cl)ccc(O)c1O	C7H7ClO2	InChI=1S/C7H7ClO2/c1-4-5(8)2-3-6(9)7(4)10/h2-3,9-10H,1H3	IRYAHOGVOVVMOG-UHFFFAOYSA-N		CHEBI:142282		
BASm0009874	2-chloro-4-nitrotoluene		121-86-8		CC1=C(Cl)C=C(C=C1)N(=O)=O	C7H6ClNO2	InChI=1S/C7H6ClNO2/c1-5-2-3-6(9(10)11)4-7(5)8/h2-4H,1H3	LLYXJBROWQDVMI-UHFFFAOYSA-N	171.0087061	CHEBI:142283		
BASm0009875	3-chloro-4-methylcatechol	A chlorocatechol that is catechol which is substituted by a chlorine at position 3 and a methyl group at position 4.			Cc1ccc(O)c(O)c1Cl	C7H7ClO2	InChI=1S/C7H7ClO2/c1-4-2-3-5(9)7(10)6(4)8/h2-3,9-10H,1H3	KMTSTVDXZGLBBJ-UHFFFAOYSA-N		CHEBI:142284		
BASm0009876	3,4-dinitrotoluene		610-39-9		CC1=CC(=C(C=C1)N(=O)=O)N(=O)=O	C7H6N2O4	InChI=1S/C7H6N2O4/c1-5-2-3-6(8(10)11)7(4-5)9(12)13/h2-4H,1H3	INYDMNPNDHRJQJ-UHFFFAOYSA-N	182.0327567	CHEBI:142285		
BASm0009877	4-methyl-6-nitrocatechol	A methylcatechol that is 3-nitrocatechol carrying a methyl substituent at position 5.			Cc1cc(O)c(O)c([N+](=O)[O-])c1	C7H7NO4	InChI=1S/C7H7NO4/c1-4-2-5(8(11)12)7(10)6(9)3-4/h2-3,9-10H,1H3	MQGZDMVKFBSAQP-UHFFFAOYSA-N		CHEBI:142286		
BASm0009878	2,3-dinitrotoluene				CC1=C(C(=CC=C1)N(=O)=O)N(=O)=O	C7H6N2O4	InChI=1S/C7H6N2O4/c1-5-3-2-4-6(8(10)11)7(5)9(12)13/h2-4H,1H3	DYSXLQBUUOPLBB-UHFFFAOYSA-N	182.0327567	CHEBI:142287	HMDB0245410	
BASm0009879	4-methyl-3-nitrocatechol	A phenolate anion resulting from the deprotonation of the hydroxy group that is ortho to the nitro group of 4-methyl-3-nitrocatechol; the major microspecies at pH 7.3.			Cc1ccc(O)c([O-])c1[N+](=O)[O-]	C7H6NO4	InChI=1S/C7H7NO4/c1-4-2-3-5(9)7(10)6(4)8(11)12/h2-3,9-10H,1H3/p-1	JNHOFPQUTOBFOM-UHFFFAOYSA-M		CHEBI:142288		
BASm0009880	ganglioside Fuc(Gal)-GM1				[1*][C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O[C@H]5O[C@H](CO)[C@H](O)[C@H](O)[C@H]5O)[C@H]4O[C@@H]4O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]4O)[C@H]3NC(C)=O)[C@H](O[C@]3(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O3)[C@H]2O)[C@H](O)[C@H]1O)NC([2*])=O					CHEBI:142289		
BASm0009881	di-trans,nona-cis-dodecaprenyl phosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CCC(C)=C([H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP([O-])([O-])=O)=C(\C)CCC=C(C)C	C60H97O4P	InChI=1S/C60H99O4P/c1-49(2)25-14-26-50(3)27-15-28-51(4)29-16-30-52(5)31-17-32-53(6)33-18-34-54(7)35-19-36-55(8)37-20-38-56(9)39-21-40-57(10)41-22-42-58(11)43-23-44-59(12)45-24-46-60(13)47-48-64-65(61,62)63/h25,27,29,31,33,35,37,39,41,43,45,47H,14-24,26,28,30,32,34,36,38,40,42,44,46,48H2,1-13H3,(H2,61,62,63)/p-2/b50-27+,51-29+,52-31-,53-33-,54-35-,55-37-,56-39-,57-41-,58-43-,59-45-,60-47-	SESCGLQZDCBQBB-VAWIHWGVSA-L	912.7135458	CHEBI:142345		MMDBc0055909
BASm0009886	(E)-feruloylacetyl-CoA	A feruloylacetyl-CoA(4-) in which the C=C double bond of the feruloyl group has trans configuration.			COc1cc(/C=C/C(=O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2OP(=O)([O-])[O-])ccc1O	C33H42N7O20P3S	InChI=1S/C33H46N7O20P3S/c1-33(2,28(46)31(47)36-9-8-23(43)35-10-11-64-24(44)13-19(41)6-4-18-5-7-20(42)21(12-18)55-3)15-57-63(53,54)60-62(51,52)56-14-22-27(59-61(48,49)50)26(45)32(58-22)40-17-39-25-29(34)37-16-38-30(25)40/h4-7,12,16-17,22,26-28,32,42,45-46H,8-11,13-15H2,1-3H3,(H,35,43)(H,36,47)(H,51,52)(H,53,54)(H2,34,37,38)(H2,48,49,50)/p-4/b6-4+/t22-,26-,27-,28?,32-/m1/s1	KBVPPTKWCRMUEW-MKBARTHHSA-J		CHEBI:142389		
BASm0009887	(E)-6-hydroxyferuloyl-CoA			Expected Solid		C31H40N7O20P3S		NWKKCROQKYNXQZ-GLMZNTAHSA-J	955.1283632	CHEBI:142390		MMDBc0052336
BASm0009888	(E)-2,4-dihydroxycinnamoyl-CoA				CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C/c1ccc(O)cc1O		InChI=1S/C30H42N7O19P3S/c1-30(2,25(43)28(44)33-8-7-20(40)32-9-10-60-21(41)6-4-16-3-5-17(38)11-18(16)39)13-53-59(50,51)56-58(48,49)52-12-19-24(55-57(45,46)47)23(42)29(54-19)37-15-36-22-26(31)34-14-35-27(22)37/h3-6,11,14-15,19,23-25,29,38-39,42-43H,7-10,12-13H2,1-2H3,(H,32,40)(H,33,44)(H,48,49)(H,50,51)(H2,31,34,35)(H2,45,46,47)/p-4/b6-4+/t19-,23-,24-,25+,29-/m1/s1	PGFXNMKOJHFQIE-ZSELIEHESA-J		CHEBI:142398		
BASm0009889	alpha-D-galactosamine 1-phosphate			Expected Solid	[H][C@@]1(N)[C@@]([H])(O)[C@@]([H])(O)[C@@]([H])(CO)O[C@]1([H])OP(O)([O-])=O	C6H13NO8P	InChI=1S/C6H14NO8P/c7-3-5(10)4(9)2(1-8)14-6(3)15-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)/p-1/t2-,3-,4+,5-,6-/m1/s1	YMJBYRVFGYXULK-VFUOTHLCSA-M	258.038427	CHEBI:142399		MMDBc0055703
BASm0009890					*N[C@@H](CO[C@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](OP(=O)([O-])OC[C@@H](O)[C@@H](O)[C@@H](O)COP(=O)([O-])OC[C@@H](O)[C@@H](O)[C@@H](O)CO)[C@H]3NC(C)=O)[C@H]2NC(C)=O)[C@H](O)[C@@H]1O)C(*)=O					CHEBI:142401		
BASm0009891					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](OP(=O)([O-])OC[C@@H](O)[C@@H](O)[C@@H](O)COP(=O)([O-])OC[C@@H](O)[C@@H](O)[C@@H](O)CO)[C@H]3NC(C)=O)[C@H]2NC(C)=O)[C@H](O)[C@@H]1O					CHEBI:142403		
BASm0009892					*N[C@@H](CO[C@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](OP(=O)([O-])OC[C@@H](O)[C@@H](O)[C@@H](O)COP(=O)([O-])OC[C@@H](O[C@@H]4OC[C@@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@@H](O)CO)[C@H]3NC(C)=O)[C@H]2NC(C)=O)[C@H](O)[C@@H]1O)C(*)=O					CHEBI:142404		
BASm0009893					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](OP(=O)([O-])OC[C@@H](O)[C@@H](O)[C@@H](O)COP(=O)([O-])OC[C@@H](O[C@@H]4OC[C@@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@@H](O)CO)[C@H]3NC(C)=O)[C@H]2NC(C)=O)[C@H](O)[C@@H]1O					CHEBI:142405		
BASm0009894	5-amino-1-(beta-D-ribosyl)imidazole			Expected Solid	[H][C@]1(CO)O[C@@]([H])(N2C=NC=C2[NH3+])[C@]([H])(O)[C@]1([H])O	C8H14N3O4	InChI=1S/C8H13N3O4/c9-5-1-10-3-11(5)8-7(14)6(13)4(2-12)15-8/h1,3-4,6-8,12-14H,2,9H2/p+1/t4-,6-,7-,8-/m1/s1	NKYAAYKKNSYIIW-XVFCMESISA-O	216.0978824	CHEBI:142407		MMDBc0055550
BASm0009896	guanosine 3'-diphosphate 5'-triphosphate				Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])[C@@H](OP(=O)([O-])OP(=O)([O-])O)[C@H]2O)c(=O)[nH]1	C10H12N5O20P5	InChI=1S/C10H18N5O20P5/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6(32-39(26,27)33-36(18,19)20)3(31-9)1-30-38(24,25)35-40(28,29)34-37(21,22)23/h2-3,5-6,9,16H,1H2,(H,24,25)(H,26,27)(H,28,29)(H2,18,19,20)(H2,21,22,23)(H3,11,13,14,17)/p-6	KCPMACXZAITQAX-UHFFFAOYSA-H		CHEBI:142410		
BASm0009898					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@@H]([NH3+])CCC(=O)OP(=O)([O-])[O-]					CHEBI:142449		
BASm0009899					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@@H](N)CC(=O)OP(=O)([O-])[O-]					CHEBI:142450		
BASm0009900	acetyl-AMP		13015-87-7		CC(=O)OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O	C12H16N5O8P	InChI=1S/C12H16N5O8P/c1-5(18)25-26(21,22)23-2-6-8(19)9(20)12(24-6)17-4-16-7-10(13)14-3-15-11(7)17/h3-4,6,8-9,12,19-20H,2H2,1H3,(H,21,22)(H2,13,14,15)/t6-,8-,9-,12-/m1/s1	UBPVOHPZRZIJHM-WOUKDFQISA-N		CHEBI:142453		
BASm0009901	mutildienyl diphosphate				C=C(C)[C@]12CCC[C@H]1[C@](C)(CC/C(C)=C/COP(=O)([O-])OP(=O)([O-])[O-])[C@H](C)CC2		InChI=1S/C20H36O7P2/c1-15(2)20-11-6-7-18(20)19(5,17(4)9-13-20)12-8-16(3)10-14-26-29(24,25)27-28(21,22)23/h10,17-18H,1,6-9,11-14H2,2-5H3,(H,24,25)(H2,21,22,23)/p-3/b16-10+/t17-,18+,19-,20-/m1/s1	QAQWSQUHPLKXKY-BYQVLKJJSA-K		CHEBI:142454		
BASm0009902	premutilin	A tricyclic diterpenoid which is an intermediate in the biosynthetic pathway leading to the synthesis of the antibiotic, pleuromutilin.			C=C[C@]1(C)C[C@@H](O)[C@]2(C)C(C)CC[C@]3(CCC[C@H]32)[C@@H](C)C1	C20H34O	InChI=1S/C20H34O/c1-6-18(4)12-15(3)20-10-7-8-16(20)19(5,17(21)13-18)14(2)9-11-20/h6,14-17,21H,1,7-13H2,2-5H3/t14?,15-,16-,17+,18-,19+,20+/m0/s1	OPVUAGGKMBXOGV-IQWJVPKTSA-N		CHEBI:142455		
BASm0009903	cyclic hexaadenylate			Expected Solid	Nc1ncnc2c1ncn2[C@@H]1O[C@@H]2COP(=O)([O-])O[C@H]3[C@@H](O)[C@H](n4cnc5c(N)ncnc54)O[C@@H]3COP(=O)([O-])O[C@H]3[C@@H](O)[C@H](n4cnc5c(N)ncnc54)O[C@@H]3COP(=O)([O-])O[C@H]3[C@@H](O)[C@H](n4cnc5c(N)ncnc54)O[C@@H]3COP(=O)([O-])O[C@H]3[C@@H](O)[C@H](n4cnc5c(N)ncnc54)O[C@@H]3COP(=O)([O-])O[C@H]3[C@@H](O)[C@H](n4cnc5c(N)ncnc54)O[C@@H]3COP(=O)([O-])O[C@H]2[C@H]1O	C60H66N30O36P6	InChI=1S/C60H72N30O36P6/c61-43-25-49(73-7-67-43)85(13-79-25)55-31(91)37-19(115-55)1-109-127(97,98)122-38-20(116-56(32(38)92)86-14-80-26-44(62)68-8-74-50(26)86)2-111-129(101,102)124-40-22(118-58(34(40)94)88-16-82-28-46(64)70-10-76-52(28)88)4-113-131(105,106)126-42-24(120-60(36(42)96)90-18-84-30-48(66)72-12-78-54(30)90)6-114-132(107,108)125-41-23(119-59(35(41)95)89-17-83-29-47(65)71-11-77-53(29)89)5-112-130(103,104)123-39-21(3-110-128(99,100)121-37)117-57(33(39)93)87-15-81-27-45(63)69-9-75-51(27)87/h7-24,31-42,55-60,91-96H,1-6H2,(H,97,98)(H,99,100)(H,101,102)(H,103,104)(H,105,106)(H,107,108)(H2,61,67,73)(H2,62,68,74)(H2,63,69,75)(H2,64,70,76)(H2,65,71,77)(H2,66,72,78)/p-6/t19-,20-,21-,22-,23-,24-,31-,32-,33-,34-,35-,36-,37-,38-,39-,40-,41-,42-,55-,56-,57-,58-,59-,60-/m1/s1	HGZSDNLBIZFIHC-WPYUWTNHSA-H	1968.271462	CHEBI:142456		MMDBc0055832
BASm0009904	cyclic tetraadenylate			Expected Solid	Nc1ncnc2c1ncn2[C@@H]1O[C@@H]2COP(=O)([O-])O[C@H]3[C@@H](O)[C@H](n4cnc5c(N)ncnc54)O[C@@H]3COP(=O)([O-])O[C@H]3[C@@H](O)[C@H](n4cnc5c(N)ncnc54)O[C@@H]3COP(=O)([O-])O[C@H]3[C@@H](O)[C@H](n4cnc5c(N)ncnc54)O[C@@H]3COP(=O)([O-])O[C@H]2[C@H]1O	C40H44N20O24P4	InChI=1S/C40H48N20O24P4/c41-29-17-33(49-5-45-29)57(9-53-17)37-21(61)25-13(77-37)1-73-85(65,66)82-26-14(78-38(22(26)62)58-10-54-18-30(42)46-6-50-34(18)58)2-75-87(69,70)84-28-16(80-40(24(28)64)60-12-56-20-32(44)48-8-52-36(20)60)4-76-88(71,72)83-27-15(3-74-86(67,68)81-25)79-39(23(27)63)59-11-55-19-31(43)47-7-51-35(19)59/h5-16,21-28,37-40,61-64H,1-4H2,(H,65,66)(H,67,68)(H,69,70)(H,71,72)(H2,41,45,49)(H2,42,46,50)(H2,43,47,51)(H2,44,48,52)/p-4/t13-,14-,15-,16-,21-,22-,23-,24-,25-,26-,27-,28-,37-,38-,39-,40-/m1/s1	MIALYWQLJTUJBG-HKIDEBSPSA-J	1312.180975	CHEBI:142457		MMDBc0055833
BASm0009905	5'-hydroxy-diadenylate 2',3'-cylic phosphate			Expected Solid	Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@@H]3OP(=O)([O-])O[C@@H]32)[C@H]1O	C20H22N10O12P2	InChI=1S/C20H24N10O12P2/c21-15-9-17(25-3-23-15)29(5-27-9)19-11(32)12(7(1-31)38-19)40-43(33,34)37-2-8-13-14(42-44(35,36)41-13)20(39-8)30-6-28-10-16(22)24-4-26-18(10)30/h3-8,11-14,19-20,31-32H,1-2H2,(H,33,34)(H,35,36)(H2,21,23,25)(H2,22,24,26)/p-2/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1	ZKDCIJKZCQKMKS-XPWFQUROSA-L	656.0904873	CHEBI:142458		MMDBc0055589
BASm0009906	kojibiose			Expected Solid	OC[C@H]1O[C@H](O[C@H]2C(O)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O	C12H22O11	InChI=1S/C12H22O11/c13-1-3-6(16)8(18)10(11(20)21-3)23-12-9(19)7(17)5(15)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9+,10+,11?,12+/m1/s1	HIWPGCMGAMJNRG-FZFXURTHSA-N	342.1162115	CHEBI:142460		MMDBc0055768
BASm0009907	harderoheme III			Expected Solid	C=Cc1c(C)c2n3c1C=C1C(C)=C(CCC(=O)[O-])C4=[N+]1[Fe-2]31n3c(c(C)c(CCC(=O)[O-])c3=CC3=[N+]1C(=C2)C(C)=C3CCC(=O)[O-])=C4	C35H31FeN4O6	InChI=1S/C35H36N4O6.Fe/c1-6-21-17(2)25-13-26-18(3)23(8-11-34(42)43)31(37-26)16-32-24(9-12-35(44)45)20(5)28(39-32)15-30-22(7-10-33(40)41)19(4)27(38-30)14-29(21)36-25;/h6,13-16H,1,7-12H2,2-5H3,(H5,36,37,38,39,40,41,42,43,44,45);/q;+2/p-5/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-;	WHUQBNXBFVNCIJ-RGGAHWMASA-I	659.160941	CHEBI:142463		MMDBc0056021
BASm0009908	8beta-hydroxygermacra-1(10),4,11(13)-trien-12-oate				C=C(C(=O)[O-])[C@H]1C/C=C(\C)CC/C=C(\C)C[C@H]1O	C15H21O3	InChI=1S/C15H22O3/c1-10-5-4-6-11(2)9-14(16)13(8-7-10)12(3)15(17)18/h6-7,13-14,16H,3-5,8-9H2,1-2H3,(H,17,18)/p-1/b10-7+,11-6+/t13-,14-/m1/s1	RSVUVHWOGWOXAY-BQULMBIYSA-M		CHEBI:142464		
BASm0009909	6alpha,8beta-hydroxygermacra-1(10),4,11(13)-trien-12-oate				C=C(C(=O)[O-])[C@H]1[C@H](O)/C=C(\C)CC/C=C(\C)C[C@H]1O	C15H21O4	InChI=1S/C15H22O4/c1-9-5-4-6-10(2)8-13(17)14(12(16)7-9)11(3)15(18)19/h5,8,12-14,16-17H,3-4,6-7H2,1-2H3,(H,18,19)/p-1/b9-5+,10-8+/t12-,13-,14-/m1/s1	QSQCRXKRLUTFEL-OURLZOILSA-M		CHEBI:142466		
BASm0009910	8-epi-inunolide				C=C1C(=O)O[C@H]2C/C(C)=C/CC/C(C)=C/C[C@H]12	C15H20O2	InChI=1S/C15H20O2/c1-10-5-4-6-11(2)9-14-13(8-7-10)12(3)15(16)17-14/h6-7,13-14H,3-5,8-9H2,1-2H3	BBMLTTOFEBDQIR-UHFFFAOYSA-N	232.1463299	CHEBI:142470		
BASm0009911					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)[C@@H](C)C[C@@H](C)C[C@@H](C)C[C@@H](C)C[C@@H](C)C[C@@H](C)C[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCC)C(*)=O					CHEBI:142472		
BASm0009912					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)[C@@H](C)C[C@@H](C)C[C@@H](C)C[C@@H](C)C[C@@H](C)C[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCC)C(*)=O					CHEBI:142473		
BASm0009917	2-O-sulfo-2'-O-octadecanoyl-alpha,alpha-trehalose				CCCCCCCCCCCCCCCCCC(=O)O[C@H]1[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2OS(=O)(=O)[O-])O[C@H](CO)[C@@H](O)[C@@H]1O		InChI=1S/C30H56O15S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-22(33)43-27-25(36)23(34)20(18-31)41-29(27)44-30-28(45-46(38,39)40)26(37)24(35)21(19-32)42-30/h20-21,23-32,34-37H,2-19H2,1H3,(H,38,39,40)/p-1/t20-,21-,23-,24-,25+,26+,27-,28-,29-,30-/m1/s1	FJSYDIDIVMGPGY-VEFFTAHGSA-M		CHEBI:142478		
BASm0009918	(2-acetamidoethyl)phosphonate			Expected Solid	CC(=O)NCCP(=O)([O-])O	C4H10NO4P	InChI=1S/C4H10NO4P/c1-4(6)5-2-3-10(7,8)9/h2-3H2,1H3,(H,5,6)(H2,7,8,9)	ACVGHZIZZPJLSQ-UHFFFAOYSA-N	167.0347448	CHEBI:142479		MMDBc0005012
BASm0009921	(20S)-20-O-(beta-D-glucosyl)-3-hydroxydammarene	A tetracyclic triterpenoid that is dammarenediol-II where the hydrogen of the hydroxy group at position 20 is replaced by a beta-D-glucoside.				C36H62O7		JQOUYGJYNQSCQP-UZTNOJNJSA-N	606.4495543	CHEBI:142484		
BASm0009922	(20S)-ginsenoside Rh1	Ginsenoside Rh1 is found in tea. Ginsenoside Rh1 is isolated from Panax species.	63223-86-9			C36H62O9		RAQNTCRNSXYLAH-RFCGZQMISA-N	638.4393836	CHEBI:142487	HMDB0039554	
BASm0009923	oleanolate 3-O-beta-D-glucoside					C36H57O8		ZNFRITHWVZXJRK-YHFBEQRYSA-M	617.4058924	CHEBI:142488		
BASm0009924	8alpha-hydroxygermacra-1(10),4,11(13)-trien-12-oate				C=C(C(=O)[O-])[C@H]1C/C=C(\C)CC/C=C(\C)C[C@@H]1O	C15H21O3	InChI=1S/C15H22O3/c1-10-5-4-6-11(2)9-14(16)13(8-7-10)12(3)15(17)18/h6-7,13-14,16H,3-5,8-9H2,1-2H3,(H,17,18)/p-1/b10-7+,11-6+/t13-,14+/m1/s1	RSVUVHWOGWOXAY-IAJVGIPZSA-M		CHEBI:142490		
BASm0009926	1-eicosanoylglycerol					C23H46O4		UMEKPPOFCOUEDT-UHFFFAOYNA-N	386.33961	CHEBI:142495		
BASm0009927	1-(11Z-eicosenoyl)-glycerol					C23H44O4		HPTOSMWVVSKAGZ-KTKRTIGZNA-N	384.3239599	CHEBI:142496		
BASm0009928	1-docosanoylglycerol	Glyceryl behenate is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]")	77538-19-3		CCCCCCCCCCCCCCCCCCCCCC(=O)OCC(O)CO	C25H50O4	InChI=1S/C25H50O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(28)29-23-24(27)22-26/h24,26-27H,2-23H2,1H3	OKMWKBLSFKFYGZ-UHFFFAOYSA-N	414.3709101	CHEBI:142497	HMDB0032296	
BASm0009929	1-(13Z-docosenoyl)-glycerol	MG(22:1(13Z)/0:0/0:0) belongs to the family of monoradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at one fatty acyl group is attached. Their general formula is [R1]OCC(CO[R2])O[R3]. MG(22:1(13Z)/0:0/0:0) is made up of one 13Z-docosenoyl(R1). This compound is expected to be in Cannabis as all living plants are known to produce and metabolize it.				C25H48O4		ZXNAIPHYBVMMPY-KTKRTIGZNA-N	412.35526	CHEBI:142498		
BASm0009930	1-(7Z,10Z,13Z,16Z-docosatetraenoyl)-glycerol	MG(22:4(7Z,10Z,13Z,16Z)/0:0/0:0) belongs to the family of monoradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at one fatty acyl group is attached. Their general formula is [R1]OCC(CO[R2])O[R3]. MG(22:4(7Z,10Z,13Z,16Z)/0:0/0:0) is made up of one 7Z,10Z,13Z,16Z-docosatetraenoyl(R1).		Solid		C25H42O4		UDZUDFKFJCAENZ-DOFZRALJNA-N	406.3083098	CHEBI:142499	HMDB11584	
BASm0009931	1-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-glycerol	MG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. [HMDB]		Solid		C25H38O4		JWPHORDRFVRZPP-KUBAVDMBNA-N	402.2770097	CHEBI:142500	HMDB11587	
BASm0009932	2-sulfinoacetaldehyde			Expected Solid	[O-]S(=O)CC=O	C2H3O3S	InChI=1S/C2H4O3S/c3-1-2-6(4)5/h1H,2H2,(H,4,5)/p-1	GPIFJZBDHMKDSK-UHFFFAOYSA-M	106.9808387	CHEBI:142501		MMDBc0055279
BASm0009934	1-tetracosanoylglycerol				CCCCCCCCCCCCCCCCCCCCCCCC(=O)OCC(O)CO	C27H54O4	InChI=1S/C27H54O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-27(30)31-25-26(29)24-28/h26,28-29H,2-25H2,1H3	KIWLCEXSSGNBJU-UHFFFAOYSA-N	442.4022102	CHEBI:142505		
BASm0009935	1-(15Z-tetracosenoyl)-glycerol	MG(24:1(15Z)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.		Solid		C27H52O4		NVQGQHXFWUBOAU-KTKRTIGZNA-N	440.3865602	CHEBI:142506	HMDB0011589	
BASm0009936	1''-O-acetyl-ADP-alpha-D-ribose					C17H23N5O15P2		IJOUKWCBVUMMCR-DLFWLGJNSA-L	599.0676862	CHEBI:142511		
BASm0009937	Adenosine diphosphate ribose	Adenosine diphosphate ribose is a member of the chemical class known as Purine Ribonucleoside Diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety.  Adenosine diphosphate ribose is a molecule formed into chains by the enzyme poly ADP ribose polymerase. It binds to and activates the TRPM2 ion channel (WikiPedia)	20762-30-5	Solid	[H]O[C@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	C15H23N5O14P2	InChI=1S/C15H23N5O14P2/c16-12-7-13(18-3-17-12)20(4-19-7)14-10(23)8(21)5(32-14)1-30-35(26,27)34-36(28,29)31-2-6-9(22)11(24)15(25)33-6/h3-6,8-11,14-15,21-25H,1-2H2,(H,26,27)(H,28,29)(H2,16,17,18)/t5-,6-,8-,9-,10-,11-,14-,15-/m1/s1	SRNWOUGRCWSEMX-KEOHHSTQSA-N	559.0716735	CHEBI:142512	HMDB01178	MMDBc0029579
BASm0009938		Adenosine diphosphate ribose is a member of the chemical class known as Purine Ribonucleoside Diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety.  Adenosine diphosphate ribose is a molecule formed into chains by the enzyme poly ADP ribose polymerase. It binds to and activates the TRPM2 ion channel (WikiPedia)	20762-30-5	Solid	[H]O[C@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	C15H23N5O14P2	InChI=1S/C15H23N5O14P2/c16-12-7-13(18-3-17-12)20(4-19-7)14-10(23)8(21)5(32-14)1-30-35(26,27)34-36(28,29)31-2-6-9(22)11(24)15(25)33-6/h3-6,8-11,14-15,21-25H,1-2H2,(H,26,27)(H,28,29)(H2,16,17,18)/t5-,6-,8-,9-,10-,11-,14-,15-/m1/s1	SRNWOUGRCWSEMX-KEOHHSTQSA-N	559.0716735	CHEBI:142512	HMDB01178	
BASm0009939					*N[C@@H](CCCC[NH2+]C1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O)C(*)=O					CHEBI:142515		
BASm0009940					*N[C@@H](COP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O)C(*)=O					CHEBI:142516		
BASm0009941	tetrahydroalstonine	An ammonium ion resulting from the protonation of the tertiary amino group of tetrahydroalstonine. The major microspecies at pH 7.3.			COC(=O)C1=CO[C@@H](C)[C@@H]2C[NH+]3CCc4c([nH]c5ccccc45)[C@@H]3C[C@H]12	C21H25N2O3	InChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/p+1/t12-,15-,16-,19-/m0/s1	GRTOGORTSDXSFK-DLLGKBFGSA-O		CHEBI:142526		
BASm0009942	ajmalicine	An ammonium ion resulting from the protonation of the tertiary amino group of ajmalicine. The major species at pH 7.3.			COC(=O)C1=CO[C@@H](C)[C@H]2C[NH+]3CCc4c([nH]c5ccccc45)[C@@H]3C[C@H]12	C21H25N2O3	InChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/p+1/t12-,15-,16+,19-/m0/s1	GRTOGORTSDXSFK-XJTZBENFSA-O		CHEBI:142527		
BASm0009943	alstonine				COC(=O)C1=CO[C@@H](C)[C@@H]2C[n+]3ccc4c([nH]c5ccccc54)c3C[C@H]12	C21H20N2O3	InChI=1S/C21H20N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-8,11-12,15-16H,9-10H2,1-2H3	WYTGDNHDOZPMIW-UHFFFAOYSA-N	348.1473925	CHEBI:142530		
BASm0009944	serpentine				COC(=O)C1=CO[C@@H](C)[C@H]2C[n+]3ccc4c([nH]c5ccccc54)c3C[C@H]12	C21H20N2O3	InChI=1S/C21H20N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-8,11-12,15-16H,9-10H2,1-2H3	WYTGDNHDOZPMIW-UHFFFAOYSA-N	348.1473925	CHEBI:142531		
BASm0009945	dihydroalstonine				COC(=O)C1=CO[C@@H](C)[C@@H]2C[N+]3=CCc4c([nH]c5ccccc45)[C@@H]3C[C@H]12		InChI=1S/C21H23N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,8,11-12,15-16,19,22H,7,9-10H2,1-2H3/q+1/t12-,15-,16-,19-/m0/s1	PFIUINHQUIEFCH-DLLGKBFGSA-N		CHEBI:142534		
BASm0009946	dihydroserpentine				COC(=O)C1=CO[C@@H](C)[C@H]2C[N+]3=CCc4c([nH]c5ccccc45)[C@@H]3C[C@H]12		InChI=1S/C21H23N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,8,11-12,15-16,19,22H,7,9-10H2,1-2H3/q+1/t12-,15-,16+,19-/m0/s1	PFIUINHQUIEFCH-XJTZBENFSA-N		CHEBI:142535		
BASm0009947	7-epi-ent-eudesmane-5,11-diol				C[C@H]1CCC[C@@]2(C)CC[C@@H](C(C)(C)O)C[C@]12O	C15H28O2	InChI=1S/C15H28O2/c1-11-6-5-8-14(4)9-7-12(13(2,3)16)10-15(11,14)17/h11-12,16-17H,5-10H2,1-4H3	DUMZYTYPNQNWMU-UHFFFAOYSA-N	240.2089301	CHEBI:142536		
BASm0009948	(-)-5-epi-eremophilene	Eremophilene is a member of the class of compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5. Eremophilene can be found in burdock, which makes eremophilene a potential biomarker for the consumption of this food product. 	10219-75-7		C=C(C)[C@@H]1CCC2=CCC[C@H](C)[C@]2(C)C1	C15H24	InChI=1S/C15H24/c1-11(2)13-8-9-14-7-5-6-12(3)15(14,4)10-13/h7,12-13H,1,5-6,8-10H2,2-4H3	QEBNYNLSCGVZOH-UHFFFAOYSA-N	204.1878008	CHEBI:142537		
BASm0009949	all-trans-lycopaoctaene				CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C	C40H66	InChI=1S/C40H66/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h19-22,27-30H,11-18,23-26,31-32H2,1-10H3	BGVXBZXEFXMRGJ-UHFFFAOYSA-N	546.5164521	CHEBI:142538		
BASm0009950	(14E,18E)-lycopadiene				C/C(=C\CC/C=C(\C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C	C40H78	InChI=1S/C40H78/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h21-22,33-34,37-40H,11-20,23-32H2,1-10H3	JBDZFQFIKGPIRH-UHFFFAOYSA-N	558.6103525	CHEBI:142539		
BASm0009951					*N[C@@H](CCC(=O)OC1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O)C(*)=O					CHEBI:142540		
BASm0009952	hydropyrene			Expected Solid	C=C1C[C@@]2(C)CCC[C@@]3(C)CC[C@@H]4[C@H]([C@@H]32)[C@H]1CC[C@H]4C	C20H32	InChI=1S/C20H32/c1-13-6-7-15-14(2)12-20(4)10-5-9-19(3)11-8-16(13)17(15)18(19)20/h13,15-18H,2,5-12H2,1,3-4H3/t13-,15-,16-,17+,18-,19-,20+/m0/s1	SRSMHCPRTXUJJM-QRMDPYFQSA-N	272.250401	CHEBI:142541		MMDBc0028918
BASm0009953	hydropyrenol			Expected Solid	C[C@@H]1CC[C@@H]2[C@@H]3[C@H]1CC[C@]1(C)CCC[C@](C)(C[C@]2(C)O)[C@@H]31	C20H34O	InChI=1S/C20H34O/c1-13-6-7-15-16-14(13)8-11-18(2)9-5-10-19(3,17(16)18)12-20(15,4)21/h13-17,21H,5-12H2,1-4H3/t13-,14-,15+,16-,17-,18-,19+,20-/m0/s1	QMUQTWJCAUSPCE-HUJIKHNRSA-N	290.2609657	CHEBI:142542		MMDBc0009997
BASm0009954	isoelisabethatriene	A carbobicylic compound that is 1,2,3,4,5,6-hexahydronaphthalene which is carrying a (6S)-2-methylhept-2-en-6-yl group at position 1 and methyl groups at positions 4R and 7.			CC(C)=CCC[C@@H](C)[C@@H]1CC[C@@H](C)C2=C1C=C(C)CC2	C20H32	InChI=1S/C20H32/c1-14(2)7-6-8-16(4)19-12-10-17(5)18-11-9-15(3)13-20(18)19/h7,13,16-17,19H,6,8-12H2,1-5H3/t16-,17-,19+/m1/s1	UICVRWIQUTTXLD-LMMKCTJWSA-N		CHEBI:142543		
BASm0009955	(2E,5S,6E,8E,10E)-1-aminododeca-2,6,8,10-tetraen-5-ol	An ammonium ion resulting from the protonation of the amino group of (2E,5S,6E,8E,10E)-1-aminododeca-2,6,8,10-tetraen-5-ol. The major species at pH 7.3.			C/C=C/C=C/C=C/[C@@H](O)C/C=C/C[NH3+]	C12H20NO	InChI=1S/C12H19NO/c1-2-3-4-5-6-9-12(14)10-7-8-11-13/h2-9,12,14H,10-11,13H2,1H3/p+1/b3-2+,5-4+,8-7+,9-6+/t12-/m1/s1	IWHNBGKZOVCSTH-QHHLHPODSA-O		CHEBI:142545		
BASm0009956					*N[C@@H](CCCNC(=[NH2+])NC1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O)C(*)=O					CHEBI:142554		
BASm0009957					*N[C@@H](CC(=O)NC1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O)C(*)=O					CHEBI:142555		
BASm0009958					*N[C@@H](COC1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O)C(*)=O					CHEBI:142556		
BASm0009959					*N[C@@H](Cc1ccc(OC2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)cc1)C(*)=O					CHEBI:142557		
BASm0009960					*NCC(=O)OC1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O					CHEBI:142558		
BASm0009961	25-substituted-cholesterol				*C(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C					CHEBI:142575		
BASm0009962	25-substituted-cholesteryl beta-D-glucoside				*C(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)CC[C@]4(C)[C@H]3CC[C@]12C					CHEBI:142576		
BASm0009963	2-oxododecanoate	An oxo fatty acid anion resulting from the deprotonation of the carboxy group of 2-oxododecanoic acid. The major species at pH 7.3.			CCCCCCCCCCC(=O)C(=O)[O-]	C12H21O3	InChI=1S/C12H22O3/c1-2-3-4-5-6-7-8-9-10-11(13)12(14)15/h2-10H2,1H3,(H,14,15)/p-1	MIMUDKBBERJQHQ-UHFFFAOYSA-M		CHEBI:142579		
BASm0009964	beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-Glc-(1<->1)-ceramide				[1*][C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3NC(C)=O)[C@H]2O)[C@H](O)[C@H]1O)NC([2*])=O					CHEBI:142587		
BASm0009965	(Z)-non-6-enal	(Z)-6-Nonenal is found in fishes. (Z)-6-Nonenal is a flavour component of melon (Cucumis melo). Also present in cucumber (Cucumis sativus), raw lean fish and pepino fruit (Solanum muricaturm). (Z)-6-Nonenal is a flavouring agent	2277-19-2		CC/C=C\CCCCC=O	C9H16O	InChI=1S/C9H16O/c1-2-3-4-5-6-7-8-9-10/h3-4,9H,2,5-8H2,1H3/b4-3-	RTNPCOBSXBGDMO-ARJAWSKDSA-N	140.1201151	CHEBI:142591	HMDB0030958	
BASm0009966	(E)-non-2-enal		18829-56-6	Solid	CCCCCC\C=C\C=O	C9H16O	InChI=1S/C9H16O/c1-2-3-4-5-6-7-8-9-10/h7-9H,2-6H2,1H3/b8-7+	BSAIUMLZVGUGKX-BQYQJAHWSA-N	140.1201151	CHEBI:142592		MMDBc0033720
BASm0009968					*C(=O)[C@H](CCC(=O)[O-])NC(=O)[C@H](CCCC[NH3+])NC(=O)C[NH3+]					CHEBI:142597		
BASm0009969					*C(=O)[C@H](CCC(=O)[O-])NC(=O)[C@H](CCCC[NH3+])NC(=O)C[NH2+]C					CHEBI:142598		
BASm0009970					*C(=O)[C@H](CCC(=O)[O-])NC(=O)[C@H](CCCC[NH3+])NC(=O)C[NH+](C)C					CHEBI:142599		
BASm0009971					*C(=O)[C@H](CCC(=O)[O-])NC(=O)[C@H](CCCC[NH3+])NC(=O)C[N+](C)(C)C					CHEBI:142600		
BASm0009972	(Z)-non-6-en-1-ol	(Z)-6-Nonen-1-ol is found in fruits. (Z)-6-Nonen-1-ol is a flavouring ingredient. (Z)-6-Nonen-1-ol is present in melon (Cucumis melo).	35854-86-5		CC\C=C/CCCCCO	C9H18O	InChI=1S/C9H18O/c1-2-3-4-5-6-7-8-9-10/h3-4,10H,2,5-9H2,1H3/b4-3-	XJHRZBIBSSVCEL-ARJAWSKDSA-N	142.1357652	CHEBI:142603	HMDB0040581	
BASm0009973	(E)-non-2-en-1-ol	2-Nonen-1-ol is found in alcoholic beverages. 2-Nonen-1-ol is used in food flavouring. 2-Nonen-1-ol is present in melon, cucumber, chicken fat, armagnac, brown algae, nectarine and prickly pear (Opuntia ficus Indica).	22104-79-6		CCCCCC\C=C\CO	C9H18O	InChI=1S/C9H18O/c1-2-3-4-5-6-7-8-9-10/h7-8,10H,2-6,9H2,1H3/b8-7+	NSSALFVIQPAIQK-BQYQJAHWSA-N	142.1357652	CHEBI:142604	HMDB0041498	
BASm0009976	beta-D-glucosyl-(1->3)-O-chenodeoxycholate	A bile acid anion that results from the deprotonation of the carboxy group of chenodeoxycholic acid-3-O-beta-D-glucoside; Major species at pH 7.3.			C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)CC[C@]4(C)[C@H]3CC[C@]12C	C30H49O9	InChI=1S/C30H50O9/c1-15(4-7-23(33)34)18-5-6-19-24-20(9-11-30(18,19)3)29(2)10-8-17(12-16(29)13-21(24)32)38-28-27(37)26(36)25(35)22(14-31)39-28/h15-22,24-28,31-32,35-37H,4-14H2,1-3H3,(H,33,34)/p-1/t15-,16+,17-,18-,19+,20+,21-,22-,24+,25-,26+,27-,28-,29+,30-/m1/s1	QRLIJDGVRXVHQD-UVMPBBQUSA-M		CHEBI:142610		
BASm0009977	beta-D-glucosyl-(1->3)-O-lithocholate				C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)CC[C@]4(C)[C@H]3CC[C@]12C		InChI=1S/C30H50O8/c1-16(4-9-24(32)33)20-7-8-21-19-6-5-17-14-18(10-12-29(17,2)22(19)11-13-30(20,21)3)37-28-27(36)26(35)25(34)23(15-31)38-28/h16-23,25-28,31,34-36H,4-15H2,1-3H3,(H,32,33)/p-1/t16-,17-,18-,19+,20-,21+,22+,23-,25-,26+,27-,28-,29+,30-/m1/s1	OAKSTNPCHNFJFI-IPFQDVGCSA-M		CHEBI:142611		
BASm0009979	(2E,6Z)-nona-2,6-dien-1-ol				CC/C=C\CC/C=C/CO	C9H16O	InChI=1S/C9H16O/c1-2-3-4-5-6-7-8-9-10/h3-4,7-8,10H,2,5-6,9H2,1H3/b4-3-,8-7+	AMXYRHBJZOVHOL-ODYTWBPASA-N	140.1201151	CHEBI:142615	HMDB0167031	
BASm0009980	(E)-oct-2-en-1-ol	Oct-trans-2-en-1-ol is a member of the class of compounds known as fatty alcohols. Fatty alcohols are aliphatic alcohols consisting of a chain of a least six carbon atoms. Thus, oct-trans-2-en-1-ol is considered to be a fatty alcohol lipid molecule. Oct-trans-2-en-1-ol is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). Oct-trans-2-en-1-ol can be found in corn, oat, and watermelon, which makes oct-trans-2-en-1-ol a potential biomarker for the consumption of these food products.			CCCCC/C=C/CO	C8H16O	InChI=1S/C8H16O/c1-2-3-4-5-6-7-8-9/h6-7,9H,2-5,8H2,1H3/b7-6+	AYQPVPFZWIQERS-VOTSOKGWSA-N	128.1201151	CHEBI:142616	HMDB0302352	
BASm0009981	(E)-4-hydroxynon-2-en-1-ol				CCCCCC(O)/C=C/CO	C9H18O2	InChI=1S/C9H18O2/c1-2-3-4-6-9(11)7-5-8-10/h5,7,9-11H,2-4,6,8H2,1H3	ZDHRSPRSUBAAIO-UHFFFAOYSA-N	158.1306798	CHEBI:142617	HMDB0245271	
BASm0009982	4-amino-3-all-trans-hexaprenylbenzoate			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1cc(C(=O)[O-])ccc1N	C37H54NO2	InChI=1S/C37H55NO2/c1-28(2)13-8-14-29(3)15-9-16-30(4)17-10-18-31(5)19-11-20-32(6)21-12-22-33(7)23-24-34-27-35(37(39)40)25-26-36(34)38/h13,15,17,19,21,23,25-27H,8-12,14,16,18,20,22,24,38H2,1-7H3,(H,39,40)/p-1/b29-15+,30-17+,31-19+,32-21+,33-23+	ZBVQLNVIBOLJDL-LAAQXVIISA-M	544.4160036	CHEBI:142618		MMDBc0055468
BASm0009983	4-amino-5-hydroxy-3-all-trans-hexaprenylbenzoate			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1cc(C(=O)[O-])cc(O)c1N	C37H54NO3	InChI=1S/C37H55NO3/c1-27(2)13-8-14-28(3)15-9-16-29(4)17-10-18-30(5)19-11-20-31(6)21-12-22-32(7)23-24-33-25-34(37(40)41)26-35(39)36(33)38/h13,15,17,19,21,23,25-26,39H,8-12,14,16,18,20,22,24,38H2,1-7H3,(H,40,41)/p-1/b28-15+,29-17+,30-19+,31-21+,32-23+	RDJHHAKRFMKPKL-IRVXXIIISA-M	560.4109182	CHEBI:142619		MMDBc0055470
BASm0009985	(E)-4-oxonon-2-en-1-ol	A medium-chain fatty alcohol that is (E)-non-2-en-1-ol which is substituted with an oxo group at position 4.			CCCCCC(=O)/C=C/CO	C9H16O2	InChI=1S/C9H16O2/c1-2-3-4-6-9(11)7-5-8-10/h5,7,10H,2-4,6,8H2,1H3/b7-5+	GLYROUYLKGPVGY-FNORWQNLSA-N		CHEBI:142624		
BASm0009986	(E,E)-2,4-hexadien-1-ol			Expected Solid	C/C=C/C=C/CO	C6H10O	InChI=1S/C6H10O/c1-2-3-4-5-6-7/h2-5,7H,6H2,1H3/b3-2+,5-4+	MEIRRNXMZYDVDW-MQQKCMAXSA-N	98.07316494	CHEBI:142625		MMDBc0033649
BASm0009987	dihydropyriculol			Expected Solid	C/C=C/[C@H](O)[C@H](O)/C=C/c1cccc(O)c1CO	C14H18O4	InChI=1S/C14H18O4/c1-2-4-13(17)14(18)8-7-10-5-3-6-12(16)11(10)9-15/h2-8,13-18H,9H2,1H3/b4-2+,8-7+/t13-,14+/m0/s1	QCNHRELJZMEYCW-COOXUBAGSA-N	250.1205091	CHEBI:142635		MMDBc0055931
BASm0009988	pyriculariol			Expected Solid	C[C@H](O)[C@H](O)/C=C/C=C/c1cccc(O)c1C=O	C14H16O4	InChI=1S/C14H16O4/c1-10(16)13(17)7-3-2-5-11-6-4-8-14(18)12(11)9-15/h2-10,13,16-18H,1H3/b5-2+,7-3+/t10-,13+/m0/s1	UPAHLPUINKDRNK-BZUCXLHXSA-N	248.104859	CHEBI:142636		MMDBc0056281
BASm0009989	dihydropyriculariol			Expected Solid	C[C@H](O)[C@H](O)/C=C/C=C/c1cccc(O)c1CO	C14H18O4	InChI=1S/C14H18O4/c1-10(16)13(17)7-3-2-5-11-6-4-8-14(18)12(11)9-15/h2-8,10,13,15-18H,9H2,1H3/b5-2+,7-3+/t10-,13+/m0/s1	FIAPAWSJVOXFNR-BZUCXLHXSA-N	250.1205091	CHEBI:142637		MMDBc0055930
BASm0009990	nectriapyrone			Expected Solid	C/C=C(\C)c1cc(OC)c(C)c(=O)o1	C11H14O3	InChI=1S/C11H14O3/c1-5-7(2)9-6-10(13-4)8(3)11(12)14-9/h5-6H,1-4H3/b7-5+	NRLCQITWKJENAT-FNORWQNLSA-N	194.0942943	CHEBI:142639		MMDBc0056211
BASm0009991	desmethylnectriapyrone			Expected Solid	C/C=C(\C)c1cc(O)c(C)c(=O)o1	C10H12O3	InChI=1S/C10H12O3/c1-4-6(2)9-5-8(11)7(3)10(12)13-9/h4-5,11H,1-3H3/b6-4+	OBAWNXJOHPSFMJ-GQCTYLIASA-N	180.0786442	CHEBI:142640		MMDBc0055903
BASm0009992	N-hexadecanoylglycine		158305-64-7			C18H34NO3		KVTFEOAKFFQCCX-UHFFFAOYSA-M	312.2544175	CHEBI:142655		
BASm0009993	trans-(S)-nicotine N(1')-oxide				[H][C@]1(CCC[N@+]1(C)[O-])C1=CN=CC=C1	C10H14N2O	InChI=1S/C10H14N2O/c1-12(13)7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3/t10-,12-/m0/s1	RWFBQHICRCUQJJ-JQWIXIFHSA-N	178.1106131	CHEBI:142660	HMDB0341404	
BASm0009994	17-dehydrostemmadenine					C21H24N2O3		CDAXKECXRUNDCS-OSZHWHEXSA-N	352.1786926	CHEBI:142667		
BASm0009995	3,17-didehydrostemmadenine				C/C=C1/C[N+]2=CC[C@@H]1[C@](C=O)(C(=O)OC)c1[nH]c3ccccc3c1CC2		InChI=1S/C21H23N2O3/c1-3-14-12-23-10-8-16-15-6-4-5-7-18(15)22-19(16)21(13-24,20(25)26-2)17(14)9-11-23/h3-7,11,13,17,22H,8-10,12H2,1-2H3/q+1/b14-3-/t17-,21-/m0/s1	QWXYZCJEXYQNEI-OSZHWHEXSA-N		CHEBI:142668		
BASm0009996	(16R)-deshydroxymethyl-stemmadenine				C/C=C1/C[NH+]2CCc3c([nH]c4ccccc34)[C@H](C(=O)OC)[C@H]1CC2	C20H24N2O2	InChI=1S/C20H24N2O2/c1-3-13-12-22-10-8-14(13)18(20(23)24-2)19-16(9-11-22)15-6-4-5-7-17(15)21-19/h3-7,14,18,21H,8-12H2,1-2H3/b13-3-	FWGFCRSCPPSXQL-DXNYSGJVSA-N	324.183778	CHEBI:142670		
BASm0009997	(16S)-deshydroxymethyl-stemmadenine				C/C=C1/C[NH+]2CCc3c([nH]c4ccccc34)[C@@H](C(=O)OC)[C@H]1CC2	C20H24N2O2	InChI=1S/C20H24N2O2/c1-3-13-12-22-10-8-14(13)18(20(23)24-2)19-16(9-11-22)15-6-4-5-7-17(15)21-19/h3-7,14,18,21H,8-12H2,1-2H3/b13-3-	FWGFCRSCPPSXQL-DXNYSGJVSA-N	324.183778	CHEBI:142671		
BASm0009998	O-acetyl-15alpha-stemmadenine	An ammonium ion resulting from the protonation of the tertiary amino group of O-acetyl-15alpha-stemmadenine. The major species at pH 7.3.			C/C=C1/C[NH+]2CCc3c([nH]c4ccccc34)[C@@](COC(C)=O)(C(=O)OC)[C@H]1CC2	C23H29N2O4	InChI=1S/C23H28N2O4/c1-4-16-13-25-11-9-18-17-7-5-6-8-20(17)24-21(18)23(22(27)28-3,14-29-15(2)26)19(16)10-12-25/h4-8,19,24H,9-14H2,1-3H3/p+1/b16-4-/t19-,23-/m0/s1	ZNCUMLJVNWXVLT-ISNKGDJGSA-O		CHEBI:142673		
BASm0009999	15alpha-stemmadenine				C/C=C1/C[NH+]2CCc3c([nH]c4ccccc34)[C@@](CO)(C(=O)OC)[C@H]1CC2	C21H26N2O3	InChI=1S/C21H26N2O3/c1-3-14-12-23-10-8-16-15-6-4-5-7-18(15)22-19(16)21(13-24,20(25)26-2)17(14)9-11-23/h3-7,17,22,24H,8-13H2,1-2H3/b14-3-	MBXJCHZRHROMQA-BNNQUZSASA-N	354.1943427	CHEBI:142674		
BASm0010000	catharanthine				CCC1=C[C@@H]2C[NH+]3CCc4c([nH]c5ccccc45)[C@@](C(=O)OC)(C2)[C@@H]13	C21H24N2O2	InChI=1S/C21H24N2O2/c1-3-14-10-13-11-21(20(24)25-2)18-16(8-9-23(12-13)19(14)21)15-6-4-5-7-17(15)22-18/h4-7,10,13,19,22H,3,8-9,11-12H2,1-2H3	CMKFQVZJOWHHDV-UHFFFAOYSA-N	336.183778	CHEBI:142675	HMDB0242242	
BASm0010001	N-dodecanoylglycine				CCCCCCCCCCCC(=O)NCC(=O)[O-]	C14H27NO3	InChI=1S/C14H27NO3/c1-2-3-4-5-6-7-8-9-10-11-13(16)15-12-14(17)18/h2-12H2,1H3,(H,15,16)(H,17,18)	JWGGSJFIGIGFSQ-UHFFFAOYSA-N		CHEBI:142678		
BASm0010002	N-(9Z,12Z,15Z)-octadecatrienoylglycine	An N-acylglycinate that is the conjugate base of N-(9Z,12Z,15Z)-octadecatrienoylglycine, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)NCC(=O)[O-]	C20H32NO3	InChI=1S/C20H33NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19(22)21-18-20(23)24/h3-4,6-7,9-10H,2,5,8,11-18H2,1H3,(H,21,22)(H,23,24)/p-1/b4-3-,7-6-,10-9-	QYPLHBZIMGVCOV-PDBXOOCHSA-M		CHEBI:142679		
BASm0010003	N-decanoylglycine				CCCCCCCCCC(=O)NCC(=O)[O-]	C12H23NO3	InChI=1S/C12H23NO3/c1-2-3-4-5-6-7-8-9-11(14)13-10-12(15)16/h2-10H2,1H3,(H,13,14)(H,15,16)	WRRYZYASRAUROW-UHFFFAOYSA-N		CHEBI:142680		
BASm0010004	N-octanoylglycine	Capryloylglycine is an acylglycine consisting of caprylic acid (an 8-carbon medium chain fatty acid) conjugated to glycine. Acylglycines have an aliphatic acyl chain attached to the amino group of glycine through a peptide bond. Capryloylglycine is a solid with moderate solubility in water.  Acylglycines are produced through the action of the enzyme glycine N-acyltransferase (EC 2.3.1.13).  Acylglycines are normally minor metabolites of fatty acids. However, the excretion of certain acylglycines is increased in several inborn errors of metabolism. In certain cases, the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation, including medium-chain acyl-coenzyme A (CoA) dehydrogenase (MCAD) deficiency and multiple acyl-CoA dehydrogenation defect (MAD) (PMID: 10708405). Capryloylglycine is frequently used as a cosmetic ingredient where it functions as a conditioning agent or a surfactant. It helps protect the skin’s surface from water loss and can enhance the effectiveness of cosmetic preservatives. Capryloylglycine-containing creams have been shown to inhibit hair growth in individuals suffering from hypertrichosis (PMID: 33934471), due to it inhibiting ornithine decarboxylase 1, which is present in hair follicles.	14246-53-8	Solid	CCCCCCCC(=O)NCC(=O)[O-]	C10H19NO3	InChI=1S/C10H19NO3/c1-2-3-4-5-6-7-9(12)11-8-10(13)14/h2-8H2,1H3,(H,11,12)(H,13,14)	SAVLIIGUQOSOEP-UHFFFAOYSA-N	201.1364935	CHEBI:142681	HMDB0000832	
BASm0010005	octanamide				CCCCCCCC(N)=O	C8H17NO	InChI=1S/C8H17NO/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3,(H2,9,10)	LTHCSWBWNVGEFE-UHFFFAOYSA-N	143.1310142	CHEBI:142682	HMDB0255903	
BASm0010006	(9Z,12Z,15Z)-octadecatrienamide	A fatty amide resulting from the formal condensation of the carboxy group of alpha-linolenic acid with ammonia.			CC/C=C\C/C=C\C/C=C\CCCCCCCC(N)=O	C18H31NO	InChI=1S/C18H31NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10H,2,5,8,11-17H2,1H3,(H2,19,20)/b4-3-,7-6-,10-9-	NHUOWASJBBPFMB-PDBXOOCHSA-N		CHEBI:142684		
BASm0010007	3-deoxyfructose	3-Deoxyglucosone (3DG) is a dicarbonyl sugar used as a marker of hyperglycemia in diabetic patients (PMID: 10491986). 3DG is naturally synthesized from the Maillard reaction. It forms after glucose reacts with primary amino groups of lysine and arginine, found in proteins. 3DG also arises via the degradation of fructose 3-phsophate (PMID: 2300805). 3DG is highly reactive toward amine groups. It reacts with amino groups of proteins and forms advanced glycation end-products (AGEs). 3DG as well as AGEs play a role in the modification and cross-linking of long-lived proteins such as crystallin and collagen, contributing to diseases such as the vascular complications of diabetes, atherosclerosis, hypertension, Alzheimer's disease, inflammation, and aging (PMID: 27164965, 10491986, 9836531, 9430981). 3DG inactivates aldehyde reductase (PMID: 7827091).  Aldehyde reductase is the cellular enzyme that protects the body from 3DG. Detoxification of 3DG to 3-deoxyfructose (3DF) is impaired in diabetics. Aminoguanidine (AG) is an investigational drug used to deactivate 3-DG (PMID: 8194672).	6196-57-2		O=C(CO)C[C@H](O)[C@H](O)CO	C6H12O5	InChI=1S/C6H12O5/c7-2-4(9)1-5(10)6(11)3-8/h5-8,10-11H,1-3H2/t5-,6+/m0/s1	OXFWZSUJNURRMW-NTSWFWBYSA-N	164.0684735	CHEBI:142685	HMDB0005876	
BASm0010008	aldehydo-D-glucuronate		3402-98-0		O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)C(=O)[O-]	C6H10O7	InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h1-5,8-11H,(H,12,13)/t2-,3+,4-,5+/m1/s1	IAJILQKETJEXLJ-LECHCGJUSA-N		CHEBI:142686		
BASm0010010	(3Z)-2-oxo-4-carboxy-3-hexenedioate			Expected Solid	O=C([O-])C/C(=C/C(=O)C(=O)[O-])C(=O)[O-]	C7H3O7	InChI=1S/C7H6O7/c8-4(7(13)14)1-3(6(11)12)2-5(9)10/h1H,2H2,(H,9,10)(H,11,12)(H,13,14)/p-3/b3-1-	POTZSFVTPSBXLW-IWQZZHSRSA-K	198.9895232	CHEBI:142690		MMDBc0054939
BASm0010011	N-octanoyl-(2S)-hydroxyglycine	An N-acyl-(2S)-hydroxyglycinate resulting from the deprotonation of the carboxy group of N-octanoyl-(2S)-hydroxyglycine. The major species at pH 7.3.			CCCCCCCC(=O)N[C@@H](O)C(=O)[O-]	C10H18NO4	InChI=1S/C10H19NO4/c1-2-3-4-5-6-7-8(12)11-9(13)10(14)15/h9,13H,2-7H2,1H3,(H,11,12)(H,14,15)/p-1/t9-/m0/s1	HBGXZSWRZZHJKJ-VIFPVBQESA-M		CHEBI:142691		
BASm0010012	N-decanoyl-(2S)-hydroxyglycine	An N-acyl-(2S)-hydroxyglycinate resulting from the deprotonation of the carboxy group of N-decanoyl-(2S)-hydroxyglycine. The major species at pH 7.3.			CCCCCCCCCC(=O)N[C@@H](O)C(=O)[O-]	C12H22NO4	InChI=1S/C12H23NO4/c1-2-3-4-5-6-7-8-9-10(14)13-11(15)12(16)17/h11,15H,2-9H2,1H3,(H,13,14)(H,16,17)/p-1/t11-/m0/s1	TXYMGWWVRQYAHW-NSHDSACASA-M		CHEBI:142692		
BASm0010013	N-dodecanoyl-(2S)-hydroxyglycine	An N-acyl-(2S)-hydroxyglycinate resulting from the deprotonation of the carboxy group of N-dodecanoyl-(2S)-hydroxyglycine. The major species at pH 7.3.			CCCCCCCCCCCC(=O)N[C@@H](O)C(=O)[O-]	C14H26NO4	InChI=1S/C14H27NO4/c1-2-3-4-5-6-7-8-9-10-11-12(16)15-13(17)14(18)19/h13,17H,2-11H2,1H3,(H,15,16)(H,18,19)/p-1/t13-/m0/s1	JHNQOAIDMUHKEW-ZDUSSCGKSA-M		CHEBI:142693		
BASm0010014	N-tetradecanoyl-(2S)-hydroxyglycine	An N-acyl-(2S)-hydroxyglycinate resulting from the deprotonation of the carboxy group of N-tetradecanoyl-(2S)-hydroxyglycine. The major species at pH 7.3.				C16H30NO4		KIPDAEACRNPJOL-HNNXBMFYSA-M	300.218032	CHEBI:142694		
BASm0010015	N-(9Z-octadecenoyl)-(2S)-hydroxyglycine	An N-acyl-(2S)-hydroxyglycinate that is the conjugate base of N-(9Z-octadecenoyl)-(2S)-hydroxyglycine, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CCCCCCCC/C=C\CCCCCCCC(=O)N[C@@H](O)C(=O)[O-]	C20H36NO4	InChI=1S/C20H37NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(22)21-19(23)20(24)25/h9-10,19,23H,2-8,11-17H2,1H3,(H,21,22)(H,24,25)/p-1/b10-9-/t19-/m0/s1	QFZBGCAHQGWTGN-VJIACCKLSA-M		CHEBI:142696		
BASm0010016	N-(9Z,12Z,15Z)-octadecatrienoyl-(2S)-hydroxyglycine	An N-acyl-(2S)-hydroxyglycinate that is the conjugate base of N-(9Z,12Z,15Z)-octadeca-9,12,15-trienoyl-(2S)-hydroxyglycine, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)N[C@@H](O)C(=O)[O-]	C20H32NO4	InChI=1S/C20H33NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(22)21-19(23)20(24)25/h3-4,6-7,9-10,19,23H,2,5,8,11-17H2,1H3,(H,21,22)(H,24,25)/p-1/b4-3-,7-6-,10-9-/t19-/m0/s1	VULBXMJTZIZSRA-MULKPHPQSA-M		CHEBI:142697		
BASm0010017	(2S)-2-hydroxy-4-oxobutane-1,2,4-tricarboxylate			Expected Solid	O=C([O-])C[C@@](O)(CC(=O)C(=O)[O-])C(=O)[O-]	C7H5O8	InChI=1S/C7H8O8/c8-3(5(11)12)1-7(15,6(13)14)2-4(9)10/h15H,1-2H2,(H,9,10)(H,11,12)(H,13,14)/p-3/t7-/m0/s1	RQMCNDRMPZBEOD-ZETCQYMHSA-K	217.0000879	CHEBI:142706		MMDBc0054854
BASm0010018	tigecycline			Expected Solid	CN(C)c1cc(NC(=O)C[NH2+]C(C)(C)C)c(O)c2c1C[C@H]1C[C@H]3[C@H]([NH+](C)C)C([O-])=C(C(N)=O)C(=O)[C@@]3(O)C(O)=C1C2=O	C29H40N5O8	InChI=1S/C29H39N5O8/c1-28(2,3)31-11-17(35)32-15-10-16(33(4)5)13-8-12-9-14-21(34(6)7)24(38)20(27(30)41)26(40)29(14,42)25(39)18(12)23(37)19(13)22(15)36/h10,12,14,21,31,36,38-39,42H,8-9,11H2,1-7H3,(H2,30,41)(H,32,35)/p+1/t12-,14-,21-,29-/m0/s1	FPZLLRFZJZRHSY-HJYUBDRYSA-O	586.2871397	CHEBI:142708		MMDBc0056334
BASm0010019	11a-hydroxytigecycline			Expected Solid	CN(C)c1cc(NC(=O)C[NH2+]C(C)(C)C)c(O)c2c1C[C@H]1C[C@H]3[C@H]([NH+](C)C)C([O-])=C(C(N)=O)C(=O)[C@@]3(O)C(=O)[C@@]1(O)C2=O	C29H40N5O9	InChI=1S/C29H39N5O9/c1-27(2,3)31-11-17(35)32-15-10-16(33(4)5)13-8-12-9-14-20(34(6)7)22(37)19(25(30)40)24(39)29(14,43)26(41)28(12,42)23(38)18(13)21(15)36/h10,12,14,20,31,36-37,42-43H,8-9,11H2,1-7H3,(H2,30,40)(H,32,35)/p+1/t12-,14-,20-,28-,29+/m0/s1	RKNGHEJZSVXSDR-GAABGNNBSA-O	602.2820543	CHEBI:142709		MMDBc0055155
BASm0010020	N(2)-(ADP-D-ribosyl)-GDP				Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2OC(Nc3nc4c(ncn4[C@@H]4O[C@H](COP(=O)([O-])OP(=O)([O-])[O-])[C@@H](O)[C@H]4O)c(=O)[nH]3)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O		InChI=1S/C25H36N10O24P4/c26-18-10-19(28-4-27-18)34(5-29-10)23-16(40)13(37)9(56-23)3-54-63(50,51)59-62(48,49)53-1-7-12(36)15(39)22(55-7)33-25-31-20-11(21(42)32-25)30-6-35(20)24-17(41)14(38)8(57-24)2-52-61(46,47)58-60(43,44)45/h4-9,12-17,22-24,36-41H,1-3H2,(H,46,47)(H,48,49)(H,50,51)(H2,26,27,28)(H2,43,44,45)(H2,31,32,33,42)/p-5/t7-,8-,9-,12-,13-,14-,15-,16-,17-,22?,23-,24-/m1/s1	FRXOBTWYIGOGDY-SMYGHKHBSA-I		CHEBI:142713		
BASm0010021	N(2)-(ADP-D-ribosyl)-guanosine				Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2OC(Nc3nc4c(ncn4[C@@H]4O[C@H](CO)[C@@H](O)[C@H]4O)c(=O)[nH]3)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O		InChI=1S/C25H34N10O18P2/c26-18-10-19(28-4-27-18)34(5-29-10)23-17(42)14(39)9(52-23)3-49-55(46,47)53-54(44,45)48-2-8-13(38)15(40)22(50-8)33-25-31-20-11(21(43)32-25)30-6-35(20)24-16(41)12(37)7(1-36)51-24/h4-9,12-17,22-24,36-42H,1-3H2,(H,44,45)(H,46,47)(H2,26,27,28)(H2,31,32,33,43)/p-2/t7-,8-,9-,12-,13-,14-,15-,16-,17-,22?,23-,24-/m1/s1	HSPOOQIEWBAPQC-SMYGHKHBSA-L		CHEBI:142714		
BASm0010022	N(2)-(ADP-D-ribosyl)-2'-deoxyguanosine				Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2OC(Nc3nc4c(ncn4[C@H]4C[C@H](O)[C@@H](CO)O4)c(=O)[nH]3)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O		InChI=1S/C25H34N10O17P2/c26-19-13-20(28-5-27-19)35(7-29-13)24-18(41)16(39)11(51-24)4-48-54(45,46)52-53(43,44)47-3-10-15(38)17(40)23(50-10)33-25-31-21-14(22(42)32-25)30-6-34(21)12-1-8(37)9(2-36)49-12/h5-12,15-18,23-24,36-41H,1-4H2,(H,43,44)(H,45,46)(H2,26,27,28)(H2,31,32,33,42)/p-2/t8-,9+,10+,11+,12+,15+,16+,17+,18+,23?,24+/m0/s1	VOIWLXSMVXYPCS-LEGLRYGTSA-L		CHEBI:142715		
BASm0010023	N(2)-(ADP-D-ribosyl)-guanine				Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2OC(Nc3nc4[nH]cnc4c(=O)[nH]3)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O		InChI=1S/C20H26N10O14P2/c21-14-8-16(25-4-23-14)30(5-26-8)19-13(34)11(32)7(43-19)2-41-46(38,39)44-45(36,37)40-1-6-10(31)12(33)18(42-6)29-20-27-15-9(17(35)28-20)22-3-24-15/h3-7,10-13,18-19,31-34H,1-2H2,(H,36,37)(H,38,39)(H2,21,23,25)(H3,22,24,27,28,29,35)/p-2/t6-,7-,10-,11-,12-,13-,18?,19-/m1/s1	REISTPJDYOQJMJ-MCTWQFKWSA-L		CHEBI:142716		
BASm0010024	N(2)-(ADP-D-ribosyl)-GMP				Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2OC(Nc3nc4c(ncn4[C@@H]4O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]4O)c(=O)[nH]3)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O		InChI=1S/C25H35N10O21P3/c26-18-10-19(28-4-27-18)34(5-29-10)23-16(40)14(38)9(55-23)3-52-59(48,49)56-58(46,47)51-2-7-12(36)15(39)22(53-7)33-25-31-20-11(21(42)32-25)30-6-35(20)24-17(41)13(37)8(54-24)1-50-57(43,44)45/h4-9,12-17,22-24,36-41H,1-3H2,(H,46,47)(H,48,49)(H2,26,27,28)(H2,43,44,45)(H2,31,32,33,42)/p-4/t7-,8-,9-,12-,13-,14-,15-,16-,17-,22?,23-,24-/m1/s1	MZHQOLZWXFJHJK-SMYGHKHBSA-J		CHEBI:142717		
BASm0010025	N(2)-(ADP-D-ribosyl)-dGMP				Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2OC(Nc3nc4c(ncn4[C@H]4C[C@H](O)[C@@H](COP(=O)([O-])[O-])O4)c(=O)[nH]3)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O		InChI=1S/C25H35N10O20P3/c26-19-13-20(28-5-27-19)35(7-29-13)24-18(40)16(38)11(54-24)4-51-58(47,48)55-57(45,46)50-3-10-15(37)17(39)23(53-10)33-25-31-21-14(22(41)32-25)30-6-34(21)12-1-8(36)9(52-12)2-49-56(42,43)44/h5-12,15-18,23-24,36-40H,1-4H2,(H,45,46)(H,47,48)(H2,26,27,28)(H2,42,43,44)(H2,31,32,33,41)/p-4/t8-,9+,10+,11+,12+,15+,16+,17+,18+,23?,24+/m0/s1	ISBUVBIQKGYJQG-LEGLRYGTSA-J		CHEBI:142718		
BASm0010026	N(2)-(ADP-D-ribosyl)-GTP				Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2OC(Nc3nc4c(ncn4[C@@H]4O[C@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])[C@@H](O)[C@H]4O)c(=O)[nH]3)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O		InChI=1S/C25H37N10O27P5/c26-18-10-19(28-4-27-18)34(5-29-10)23-16(40)13(37)8(58-23)2-55-65(48,49)61-64(46,47)54-1-7-12(36)15(39)22(57-7)33-25-31-20-11(21(42)32-25)30-6-35(20)24-17(41)14(38)9(59-24)3-56-66(50,51)62-67(52,53)60-63(43,44)45/h4-9,12-17,22-24,36-41H,1-3H2,(H,46,47)(H,48,49)(H,50,51)(H,52,53)(H2,26,27,28)(H2,43,44,45)(H2,31,32,33,42)/p-6/t7-,8-,9-,12-,13-,14-,15-,16-,17-,22?,23-,24-/m1/s1	ISGNGIJZGAYVLX-SMYGHKHBSA-H		CHEBI:142719		
BASm0010027	N(2)-(ADP-D-ribosyl)-dGTP				Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2OC(Nc3nc4c(ncn4[C@H]4C[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])O4)c(=O)[nH]3)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O		InChI=1S/C25H37N10O26P5/c26-19-13-20(28-5-27-19)35(7-29-13)24-18(40)16(38)11(58-24)4-55-64(47,48)60-63(45,46)54-3-10-15(37)17(39)23(57-10)33-25-31-21-14(22(41)32-25)30-6-34(21)12-1-8(36)9(56-12)2-53-65(49,50)61-66(51,52)59-62(42,43)44/h5-12,15-18,23-24,36-40H,1-4H2,(H,45,46)(H,47,48)(H,49,50)(H,51,52)(H2,26,27,28)(H2,42,43,44)(H2,31,32,33,41)/p-6/t8-,9+,10+,11+,12+,15+,16+,17+,18+,23?,24+/m0/s1	ITFDGIOHXPGDQF-LEGLRYGTSA-H		CHEBI:142720		
BASm0010028	N(2)-(ADP-D-ribosyl)-3',5'-cyclic GMP				Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2OC(Nc3nc4c(ncn4[C@@H]4O[C@@H]5COP(=O)([O-])O[C@H]5[C@H]4O)c(=O)[nH]3)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O		InChI=1S/C25H33N10O20P3/c26-18-10-19(28-4-27-18)34(5-29-10)23-15(39)13(37)8(52-23)2-50-58(46,47)55-57(44,45)49-1-7-12(36)14(38)22(51-7)33-25-31-20-11(21(41)32-25)30-6-35(20)24-16(40)17-9(53-24)3-48-56(42,43)54-17/h4-9,12-17,22-24,36-40H,1-3H2,(H,42,43)(H,44,45)(H,46,47)(H2,26,27,28)(H2,31,32,33,41)/p-3/t7-,8-,9-,12-,13-,14-,15-,16-,17-,22?,23-,24-/m1/s1	JAHNWSMQWATOLB-SMYGHKHBSA-K		CHEBI:142721		
BASm0010029					*O[C@H]1C[C@H](n2cnc3c(=O)[nH]c(NC4O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]5O[C@@H](n6cnc7c(N)ncnc76)[C@H](O)[C@@H]5O)[C@@H](O)[C@H]4O)nc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:142722		
BASm0010030	3''-O-acetyl-ADP-D-ribose			Expected Solid	CC(=O)O[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)OC(O)[C@@H]1O	C17H23N5O15P2	InChI=1S/C17H25N5O15P2/c1-6(23)34-13-8(36-17(27)12(13)26)3-33-39(30,31)37-38(28,29)32-2-7-10(24)11(25)16(35-7)22-5-21-9-14(18)19-4-20-15(9)22/h4-5,7-8,10-13,16-17,24-27H,2-3H2,1H3,(H,28,29)(H,30,31)(H2,18,19,20)/p-2/t7-,8-,10-,11-,12-,13-,16-,17?/m1/s1	HNHCIVXQBMBKPQ-YDKGJHSESA-L	599.0676862	CHEBI:142723		MMDBc0047868
BASm0010031	UDP-N-acetyl-alpha-D-muramoyl-L-alanyl-L-glutamate			Expected Solid	CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H](C)C(=O)N[C@@H](C)C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-]	C28H39N5O23P2	InChI=1S/C28H43N5O23P2/c1-10(23(42)31-13(26(44)45)4-5-17(37)38)29-24(43)11(2)52-22-18(30-12(3)35)27(54-14(8-34)20(22)40)55-58(49,50)56-57(47,48)51-9-15-19(39)21(41)25(53-15)33-7-6-16(36)32-28(33)46/h6-7,10-11,13-15,18-22,25,27,34,39-41H,4-5,8-9H2,1-3H3,(H,29,43)(H,30,35)(H,31,42)(H,37,38)(H,44,45)(H,47,48)(H,49,50)(H,32,36,46)/p-4/t10-,11+,13-,14+,15+,18+,19+,20+,21+,22+,25+,27+/m0/s1	OJZCATPXPWFLHF-AOSDSTFBSA-J	875.1533009	CHEBI:142725		MMDBc0056363
BASm0010032	rifamycin SV hemiaminal	A phenolate anion resulting from the deporotonation of the phenolic hydroxy group of rifamycin SV hemiaminal. The major species at pH 7.3.			CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C)c([O-])c4c(c3C2=O)C(O)=CC(O)(NC(=O)/C(C)=C\C=C\[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C)C4=O	C37H46NO13	InChI=1S/C37H47NO13/c1-16-11-10-12-17(2)35(46)38-37(47)15-23(40)25-26(34(37)45)30(43)21(6)32-27(25)33(44)36(8,51-32)49-14-13-24(48-9)18(3)31(50-22(7)39)20(5)29(42)19(4)28(16)41/h10-16,18-20,24,28-29,31,40-43,47H,1-9H3,(H,38,46)/p-1/b11-10+,14-13+,17-12-/t16-,18+,19+,20+,24-,28-,29+,31+,36-,37?/m0/s1	HUFKGEYPPQXDFN-PYQVGWJQSA-M		CHEBI:142726		
BASm0010033	rifamycin SV ortho-naphthoquinone carboxamide				CO[C@@H](/C=C/O[C@@]1(C)Oc2c(C)c([O-])c3c(c2C1=O)C([O-])=CC(=O)C3=O)[C@@H](C)[C@@H](OC(C)=O)[C@H](C)[C@H](O)[C@H](C)[C@@H](O)[C@@H](C)/C=C/C=C(/C)C(N)=O		InChI=1S/C37H47NO13/c1-16(11-10-12-17(2)36(38)47)29(42)19(4)30(43)20(5)33(50-22(7)39)18(3)25(48-9)13-14-49-37(8)35(46)28-26-23(40)15-24(41)32(45)27(26)31(44)21(6)34(28)51-37/h10-16,18-20,25,29-30,33,40,42-44H,1-9H3,(H2,38,47)/p-2/b11-10+,14-13+,17-12-/t16-,18+,19+,20+,25-,29-,30+,33+,37-/m0/s1	ULAMBQNXARXVJX-ODRIEIDWSA-L		CHEBI:142727		
BASm0010034	rifamycin SV para-naphthoquinone carboxamide			Expected Solid	CO[C@@H](/C=C/O[C@@]1(C)Oc2c(C)c([O-])c3c(c2C1=O)C(=O)C=C([O-])C3=O)[C@@H](C)[C@@H](OC(C)=O)[C@H](C)[C@H](O)[C@H](C)[C@@H](O)[C@@H](C)/C=C/C=C(/C)C(N)=O	C37H45NO13	InChI=1S/C37H47NO13/c1-16(11-10-12-17(2)36(38)47)29(42)19(4)30(43)20(5)33(50-22(7)39)18(3)25(48-9)13-14-49-37(8)35(46)28-26-23(40)15-24(41)32(45)27(26)31(44)21(6)34(28)51-37/h10-16,18-20,25,29-30,33,41-44H,1-9H3,(H2,38,47)/p-2/b11-10+,14-13+,17-12-/t16-,18+,19+,20+,25-,29-,30+,33+,37-/m0/s1	IGTXWELEYCMXQP-ODRIEIDWSA-L	711.2901877	CHEBI:142728		MMDBc0056291
BASm0010035	rifampicin hemiaminal					C43H56N4O13		PHOQLYOMQAOQFO-BDDKTQRPSA-L	836.385485	CHEBI:142729		
BASm0010036	rifampicin ortho-naphthoquinone carboxamide					C43H56N4O13		CNVYFCQADLMUJV-OKVYCZLSSA-L	836.385485	CHEBI:142730		
BASm0010037	rifampicin para-naphthoquinone carboxamide			Expected Solid	[H]\C(O[C@@]1(C)OC2=C(C1=O)C1=C(C([O-])=C2C)C(=O)C([O-])=C(\C([H])=N\N2CCN(C)CC2)C1=O)=C(\[H])[C@]([H])(OC)[C@@]([H])(C)[C@@]([H])(OC(C)=O)[C@]([H])(C)[C@]([H])(O)[C@]([H])(C)[C@@]([H])(O)[C@@]([H])(C)C(\[H])=C(/[H])\C(\[H])=C(\C)C(O)=N	C43H56N4O13	InChI=1S/C43H58N4O13/c1-21(12-11-13-22(2)42(44)56)33(49)24(4)34(50)25(5)39(59-27(7)48)23(3)29(57-10)14-19-58-43(8)41(55)32-30-31(35(51)26(6)40(32)60-43)38(54)37(53)28(36(30)52)20-45-47-17-15-46(9)16-18-47/h11-14,19-21,23-25,29,33-34,39,49-51,53H,15-18H2,1-10H3,(H2,44,56)/p-2/b12-11+,19-14+,22-13-,45-20+/t21-,23+,24+,25+,29-,33-,34+,39+,43-/m0/s1	ABIUUBSHMGGSQA-OKVYCZLSSA-L	836.385485	CHEBI:142731		MMDBc0056289
BASm0010038					*N[C@@H](CC[S+](C)C)C(*)=O					CHEBI:142742		
BASm0010039	1-hexadecanoyl-2-(5-hydroxypentanoyl)-sn-glycero-3-phosphocholine	A 1-palmitoyl-2-acyl-sn-glycero-3-phosphocholine in which the 2-acyl group is specified as 5-hydroxypentanoyl.				C29H58NO9P		SDMRQBYTTVCDFR-HHHXNRCGSA-N	595.3849195	CHEBI:142747		
BASm0010040	1-hexadecanoyl-2-(7-hydroxyheptanoyl)-sn-glycero-3-phosphocholine	A 1-palmitoyl-2-acyl-sn-glycero-3-phosphocholine in which the 2-acyl group is specified as 7-hydroxyheptanoyl.				C31H62NO9P		GOMSHNWPVLAKPE-GDLZYMKVSA-N	623.4162196	CHEBI:142748		
BASm0010041	1-hexadecanoyl-2-(9-hydroxynonanoyl)-sn-glycero-3-phosphocholine	A 1-palmitoyl-2-acyl-sn-glycero-3-phosphocholine in which the 2-acyl group is specified as 9-hydroxynonanoyl.				C33H66NO9P		RELSMTOEBYVLCG-WJOKGBTCSA-N	651.4475197	CHEBI:142749		
BASm0010042	1-hexadecanoyl-2-(5-oxopentanoyl)-sn-glycero-3-phosphoethanolamine					C26H50NO9P		NMWPZVLQFDIILH-XMMPIXPASA-N	551.3223192	CHEBI:142750		
BASm0010043	1-hexadecanoyl-2-(5-hydroxypentanoyl)-sn-glycero-3-phosphoethanolamine					C26H52NO9P		DXBJYKYBXAGDOJ-XMMPIXPASA-N	553.3379693	CHEBI:142751		
BASm0010044	5'-pApG-3'			Expected Solid	[H][C@]1(COP(O)(=O)O[C@]2([H])[C@@]([H])(COP([O-])([O-])=O)O[C@@]([H])(N3C=NC4=C(N)N=CN=C34)[C@]2([H])O)O[C@@]([H])(N2C=NC3=C2NC(=N)N=C3[O-])[C@]([H])(O)[C@]1([H])O	C20H23N10O14P2	InChI=1S/C20H26N10O14P2/c21-14-8-15(24-3-23-14)29(4-25-8)19-12(33)13(7(43-19)2-40-45(35,36)37)44-46(38,39)41-1-6-10(31)11(32)18(42-6)30-5-26-9-16(30)27-20(22)28-17(9)34/h3-7,10-13,18-19,31-33H,1-2H2,(H,38,39)(H2,21,23,24)(H2,35,36,37)(H3,22,27,28,34)/p-3/t6-,7-,10-,11-,12-,13-,18-,19-/m1/s1	SXJAFMAZBFVAJD-INFSMZHSSA-K	689.0886902	CHEBI:142752		MMDBc0055591
BASm0010045	5'-ApG-3'			Expected Solid	[H][C@]1(CO)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C2NC(=N)N=C3[O-])[C@]([H])(O)[C@]1([H])O	C20H24N10O11P	InChI=1S/C20H25N10O11P/c21-14-8-15(24-3-23-14)29(4-25-8)19-12(34)13(6(1-31)39-19)41-42(36,37)38-2-7-10(32)11(33)18(40-7)30-5-26-9-16(30)27-20(22)28-17(9)35/h3-7,10-13,18-19,31-34H,1-2H2,(H,36,37)(H2,21,23,24)(H3,22,27,28,35)/p-1/t6-,7-,10-,11-,12-,13-,18-,19-/m1/s1	LWBLDUTUVIXFJE-INFSMZHSSA-M	611.1369122	CHEBI:142753		MMDBc0055587
BASm0010046	akuammicine					C20H23N2O2		AGZMFTKKLPHOMT-DUJTVWLASA-O	323.1754044	CHEBI:142754		
BASm0010047	1-hexadecanoyl-2-(5-oxopentanoyl)-sn-glycero-3-phospho-(1'-sn-glycerol)					C27H50O11P		QLZLSMOBIJWBNU-LOSJGSFVSA-M	581.309623	CHEBI:142758		
BASm0010048	1-hexadecanoyl-2-(5-hydroxypentanoyl)-sn-glycero-3-phospho-(1'-sn-glycerol)					C27H52O11P		NYOYKYOADIOTAC-LOSJGSFVSA-M	583.3252731	CHEBI:142759		
BASm0010049	1-hexadecanoyl-2-(5-oxopentanoyl)-sn-glycero-3-phosphate					C24H43O9P		VBHDGFSMWJQFFD-JOCHJYFZSA-L	506.2655671	CHEBI:142760		
BASm0010050	1-hexadecanoyl-2-(5-hydroxypentanoyl)-sn-glycero-3-phosphate					C24H45O9P		QZAHTFSGMLGKKU-JOCHJYFZSA-L	508.2812172	CHEBI:142761		
BASm0010051	1-O-(1Z-hexadecenyl)-2-(5-oxopentanoyl)-sn-glycero-3-phosphocholine					C29H56NO8P		VPXCTMNAAMJRNF-HVHHJAFASA-N	577.3743548	CHEBI:142762		
BASm0010052	1-O-(1Z-hexadecenyl)-2-(5-hydroxypentanoyl)-sn-glycero-3-phosphocholine					C29H58NO8P		PADJCGGHQBZCRM-HVHHJAFASA-N	579.3900048	CHEBI:142763		
BASm0010053	1-O-hexadecyl-2-(5-oxopentanoyl)-sn-glycero-3-phosphocholine	A 2-acyl-1-alkyl-sn-glycero-3-phosphocholine in which the alkyl and the acyl groups at positions 1 and 2 are specified as hexadecyl and 4-oxobutyl respectively.				C29H58NO8P		RRRUICADYFPTGA-MUUNZHRXSA-N	579.3900048	CHEBI:142764		
BASm0010054	1-O-hexadecyl-2-(5-hydroxypentanoyl)-sn-glycero-3-phosphocholine	A 2-acyl-1-alkyl-sn-glycero-3-phosphocholine in which the alkyl and the acyl groups at positions 1 and 2 are specified as hexadecyl and 4-hydroxybutyl respectively.				C29H60NO8P		VHBPWHRLMCOWQC-MUUNZHRXSA-N	581.4056549	CHEBI:142765		
BASm0010055					*NC(*)C(=O)N[C@@H](O)C(=O)[O-]					CHEBI:142768		
BASm0010056	precondylocarpine acetate	An organic cation which is an intermediate in the biosynthetic pathway leading to the synthesis of the monoterpenoid indole alkaloids, catharanthine and tabersonine.				C23H27N2O4		YCGQEMDBJBQBSW-ISNKGDJGSA-N	395.1965338	CHEBI:142769		
BASm0010057	dihydroprecondylocarpine acetate	An organic cation which is an intermediate in the biosynthetic pathway leading to the synthesis of the monoterpenoid indole alkaloids, catharanthine and tabersonine.				C23H29N2O4		QXQMGTOURBIIKD-RUMUXARQSA-N	397.2121838	CHEBI:142770		
BASm0010058	(-)-vincadifformine					C21H27N2O2		GIGFIWJRTMBSRP-ACRUOGEOSA-O	339.2067045	CHEBI:142771		
BASm0010059	FADH2-C4alpha-hydroperoxide					C27H33N9O17P2		GPSQSNUPRVYZDD-XDHWKVHASA-L	817.1480618	CHEBI:142775		
BASm0010060					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])OC					CHEBI:142776		
BASm0010061					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)(OC)OC					CHEBI:142777		
BASm0010062	petrobactin					C34H51N6O11		SESZZOOISCLDTE-UHFFFAOYSA-O	719.3610329	CHEBI:142778		
BASm0010063	Fe(III)-petrobactin					C34H46FeN6O11		VRORXMMKFLMYSM-UHFFFAOYSA-K	770.257941	CHEBI:142779		
BASm0010064	2,3,4,7,9-pentahydroxy-6-methyl-1H-phenalen-1-one			Expected Solid	CC1=CC([O-])=C2C(O)=C(O)C(=O)C3=C(O)C=C(O)C1=C23	C14H9O6	InChI=1S/C14H10O6/c1-4-2-5(15)9-11-8(4)6(16)3-7(17)10(11)13(19)14(20)12(9)18/h2-3,15-18,20H,1H3/p-1	WKCIPEFSZITGMF-UHFFFAOYSA-M	273.0404616	CHEBI:142788		MMDBc0055291
BASm0010065					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](n2cnc3c(=O)[nH]c(N)nc32)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC					CHEBI:142789		
BASm0010066	5-methyl-CTP			Expected Solid	[H][C@]1(O)[C@@]([H])(O)[C@@]([H])(O[C@]1([H])COP([O-])(=O)OP(O)(=O)OP([O-])([O-])=O)N1C=C(C)C(=N)N=C1[O-]	C10H14N3O14P3	InChI=1S/C10H18N3O14P3/c1-4-2-13(10(16)12-8(4)11)9-7(15)6(14)5(25-9)3-24-29(20,21)27-30(22,23)26-28(17,18)19/h2,5-7,9,14-15H,3H2,1H3,(H,20,21)(H,22,23)(H2,11,12,16)(H2,17,18,19)/p-4/t5-,6-,7-,9-/m1/s1	YIJVOACVHQZMKI-JXOAFFINSA-J	492.9710575	CHEBI:142795		MMDBc0055574
BASm0010067	5-methyl-CMP			Expected Solid	Cc1cn([C@@H]2O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]2O)c(=O)nc1N	C10H16N3O8P	InChI=1S/C10H16N3O8P/c1-4-2-13(10(16)12-8(4)11)9-7(15)6(14)5(21-9)3-20-22(17,18)19/h2,5-7,9,14-15H,3H2,1H3,(H2,11,12,16)(H2,17,18,19)/t5-,6-,7-,9-/m1/s1	NJQONZSFUKNYOY-JXOAFFINSA-N	337.067501	CHEBI:142796		MMDBc0054282
BASm0010068	5-methyl-UMP			Expected Solid	[H][C@]1(COP(O)([O-])=O)O[C@@]([H])(N2C=C(C)C([O-])=NC2=O)[C@]([H])(O)[C@]1([H])O	C10H13N2O9P	InChI=1S/C10H15N2O9P/c1-4-2-12(10(16)11-8(4)15)9-7(14)6(13)5(21-9)3-20-22(17,18)19/h2,5-7,9,13-14H,3H2,1H3,(H,11,15,16)(H2,17,18,19)/p-2/t5-,6-,7-,9-/m1/s1	IGWHDMPTQKSDTL-JXOAFFINSA-L	336.0369642	CHEBI:142797		MMDBc0055576
BASm0010069	psi-UTP			Expected Solid	[H][C@]1(COP(O)(=O)OP(O)(=O)OP([O-])([O-])=O)O[C@@]([H])(C2=CN=C([O-])N=C2[O-])[C@]([H])(O)[C@]1([H])O	C9H11N2O15P3	InChI=1S/C9H15N2O15P3/c12-5-4(2-23-28(19,20)26-29(21,22)25-27(16,17)18)24-7(6(5)13)3-1-10-9(15)11-8(3)14/h1,4-7,12-13H,2H2,(H,19,20)(H,21,22)(H2,16,17,18)(H2,10,11,14,15)/p-4/t4-,5-,6-,7+/m1/s1	VEWJOCYCKIZKKV-GBNDHIKLSA-J	479.939423	CHEBI:142798		MMDBc0056279
BASm0010070					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CC(=O)CC(=O)CC(=O)CC(=O)CC(C)=O)C(*)=O					CHEBI:142800		
BASm0010071	3,6,7,9-tetrahydroxy-3-methyl-2,3-dihydro-1H-naphtho[2,1-b]pyran-1-one			Expected Solid	CC1(O)CC(=O)c2c(cc([O-])c3c(O)cc(O)cc23)O1	C14H11O6	InChI=1S/C14H12O6/c1-14(19)5-10(18)13-7-2-6(15)3-8(16)12(7)9(17)4-11(13)20-14/h2-4,15-17,19H,5H2,1H3/p-1	XHAKGHGCOBKEEK-UHFFFAOYSA-M	275.0561117	CHEBI:142802		MMDBc0055434
BASm0010073	(+)-vincadifformine				CC[C@@]12CCC[NH+]3CC[C@@]4(C(=C(C(=O)OC)C1)Nc1ccccc14)[C@H]32	C21H26N2O2	InChI=1S/C21H26N2O2/c1-3-20-9-6-11-23-12-10-21(19(20)23)15-7-4-5-8-16(15)22-17(21)14(13-20)18(24)25-2/h4-5,7-8,19,22H,3,6,9-13H2,1-2H3	GIGFIWJRTMBSRP-UHFFFAOYSA-N	338.1994281	CHEBI:142830		
BASm0010074	9R,10R-dihydroxyoctadecanoate	(9s,10s)-9,10-dihydroxyoctadecanoate is part of the Arachidonic acid metabolism, and Peroxisome pathways. It is a substrate for: Bifunctional epoxide hydrolase 2.		Solid	CCCCCCCC[C@@H](O)[C@H](O)CCCCCCCC(=O)[O-]	C18H36O4	InChI=1S/C18H36O4/c1-2-3-4-5-7-10-13-16(19)17(20)14-11-8-6-9-12-15-18(21)22/h16-17,19-20H,2-15H2,1H3,(H,21,22)/t16-,17-/m0/s1	VACHUYIREGFMSP-IRXDYDNUSA-N	316.2613596	CHEBI:142837	HMDB0059633	
BASm0010075	luteothin			Expected Solid	COc1oc(CC/C(C)=C/C(C)=C/c2ccc([N+](=O)[O-])cc2)c(C)c(=O)c1C	C22H25NO5	InChI=1S/C22H25NO5/c1-14(6-11-20-16(3)21(24)17(4)22(27-5)28-20)12-15(2)13-18-7-9-19(10-8-18)23(25)26/h7-10,12-13H,6,11H2,1-5H3/b14-12+,15-13+	QJCZWAGFDPHLHZ-QUMQEAAQSA-N	383.1732729	CHEBI:142840		MMDBc0013548
BASm0010076	deoxyspectinabilin	A member of the class of 4-pyranones that is 2-methoxy-3,5-dimethylpyran-4-one which is substituted at position 6 by a [(3E,5E,7E,9E)-3,5,7,9-tetramethyl-10-(4-nitrophenyl)deca-3,5,7,9-tetraen-1-yl] group. The immediate precursor of the Streptomyces spectabilis metabolite spectinabilin.			COc1oc(CC/C(C)=C/C(C)=C/C(C)=C/C(C)=C/c2ccc([N+](=O)[O-])cc2)c(C)c(=O)c1C	C28H33NO5	InChI=1S/C28H33NO5/c1-18(8-13-26-22(5)27(30)23(6)28(33-7)34-26)14-19(2)15-20(3)16-21(4)17-24-9-11-25(12-10-24)29(31)32/h9-12,14-17H,8,13H2,1-7H3/b18-14+,19-15+,20-16+,21-17+	DNKUZPCQKAFHJN-FUPFHJOOSA-N		CHEBI:142843		
BASm0010077	4alpha-hydroxymethyl-ergosta-7,24(24(1))-dien-3beta-ol				C=C(CC[C@@H](C)[C@H]1CC[C@H]2C3=CC[C@H]4[C@H](CO)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C	C29H48O2	InChI=1S/C29H48O2/c1-18(2)19(3)7-8-20(4)23-11-12-24-21-9-10-25-22(17-30)27(31)14-16-29(25,6)26(21)13-15-28(23,24)5/h9,18,20,22-27,30-31H,3,7-8,10-17H2,1-2,4-6H3	QFGCPIMZVWPNNF-UHFFFAOYSA-N		CHEBI:142848		
BASm0010078	4alpha-formyl-ergosta-7,24(24(1))-dien-3beta-ol				C=C(CC[C@@H](C)[C@H]1CC[C@H]2C3=CC[C@H]4[C@H](C=O)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C	C29H46O2	InChI=1S/C29H46O2/c1-18(2)19(3)7-8-20(4)23-11-12-24-21-9-10-25-22(17-30)27(31)14-16-29(25,6)26(21)13-15-28(23,24)5/h9,17-18,20,22-27,31H,3,7-8,10-16H2,1-2,4-6H3/t20-,22+,23?,24?,25?,26?,27+,28-,29+/m1/s1	RFKHEEQSEZBUAP-UPNGPVLHSA-N		CHEBI:142849		
BASm0010079	4alpha-carboxy-ergosta-7,24(24(1))-dien-3beta-ol				C=C(CC[C@@H](C)[C@H]1CC[C@H]2C3=CC[C@H]4[C@H](C(=O)[O-])[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C	C29H45O3	InChI=1S/C29H46O3/c1-17(2)18(3)7-8-19(4)21-11-12-22-20-9-10-24-26(27(31)32)25(30)14-16-29(24,6)23(20)13-15-28(21,22)5/h9,17,19,21-26,30H,3,7-8,10-16H2,1-2,4-6H3,(H,31,32)/p-1	URESBFJPXATWDO-UHFFFAOYSA-M		CHEBI:142850		
BASm0010080					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)[C@@H]([NH3+])Cc1ccc(N)cc1)C(*)=O					CHEBI:142855		
BASm0010081					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)[C@@H]([NH3+])[C@H](O)c1ccc(N)cc1)C(*)=O					CHEBI:142857		
BASm0010082	L-phosphinothricin	An organic anion resulting from the deprotonation of the phosphinic acid group of (2R)-glufosinate-P zwitterion.			CP(=O)([O-])CC[C@H]([NH3+])C(=O)[O-]	C5H11NO4P	InChI=1S/C5H12NO4P/c1-11(9,10)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)(H,9,10)/p-1/t4-/m0/s1	IAJOBQBIJHVGMQ-BYPYZUCNSA-M		CHEBI:142859		
BASm0010083	omega-sulfo-beta-dihydromenaquinone-9				CC1=C(C/C=C(\C)CCCC(C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)COS(=O)(=O)[O-])C(=O)c2ccccc2C1=O		InChI=1S/C56H82O6S/c1-42(22-14-24-44(3)26-16-28-46(5)30-18-32-48(7)34-20-36-50(9)41-62-63(59,60)61)21-13-23-43(2)25-15-27-45(4)29-17-31-47(6)33-19-35-49(8)39-40-52-51(10)55(57)53-37-11-12-38-54(53)56(52)58/h11-12,21,24-25,28-29,32,36-39,47H,13-20,22-23,26-27,30-31,33-35,40-41H2,1-10H3,(H,59,60,61)/p-1/b42-21+,43-25+,44-24+,45-29+,46-28+,48-32+,49-39+,50-36+	YLFBUPJPGZEDIM-HSHHTCJHSA-M		CHEBI:142861		
BASm0010084	4-nitrobenzoate			Expected Solid	O=C([O-])c1ccc([N+](=O)[O-])cc1	C7H4NO4	InChI=1S/C7H5NO4/c9-7(10)5-1-3-6(4-2-5)8(11)12/h1-4H,(H,9,10)/p-1	OTLNPYWUJOZPPA-UHFFFAOYSA-M	166.0145812	CHEBI:142863		MMDBc0055525
BASm0010085	1-carboxybiuret			Expected Solid	NC(=O)NC(=O)NC(=O)[O-]	C3H4N3O4	InChI=1S/C3H5N3O4/c4-1(7)5-2(8)6-3(9)10/h(H,9,10)(H4,4,5,6,7,8)/p-1	HAKPEUOAOGGSPC-UHFFFAOYSA-M	146.0207292	CHEBI:142864		MMDBc0055099
BASm0010086	urea-1,3-dicarboxylate			Expected Solid	O=C([O-])NC(=O)NC(=O)[O-]	C3H2N2O5	InChI=1S/C3H4N2O5/c6-1(4-2(7)8)5-3(9)10/h(H,7,8)(H,9,10)(H2,4,5,6)/p-2	OBMKNHGTYMWONF-UHFFFAOYSA-L	145.9974683	CHEBI:142865		MMDBc0056365
BASm0010087	(3S,4R)-7,2'-dihydroxy-4'-methoxyisoflavanol				COc1ccc([C@H]2COc3cc(O)ccc3[C@@H]2O)c(O)c1	C16H16O5	InChI=1S/C16H16O5/c1-20-10-3-5-11(14(18)7-10)13-8-21-15-6-9(17)2-4-12(15)16(13)19/h2-7,13,16-19H,8H2,1H3/t13-,16-/m0/s1	YZBBUYKPTHDZHF-BBRMVZONSA-N	288.0997736	CHEBI:142866		
BASm0010088	(3R,4R)-3-(6-hydroxy-1,3-benzodioxol-5-yl)-3,4-dihydro-2H-chromene-4,7-diol	A member of the class of hydroxyisoflavans that is isoflavan-4,7-diol which is substituted by a hydroxy group at the 2' position and by a methylenedioxy group at the 4'-5' positions (the R,R stereoisomer).				C16H14O6		VGLBFRZJJZBAST-ZBEGNZNMSA-N	302.0790382	CHEBI:142868		
BASm0010089	(3R,4R)-7,2',4'-trihydroxyisoflavanol					C15H14O5		GEFJKNBTBQBFOH-WFASDCNBSA-N	274.0841236	CHEBI:142869		
BASm0010090	demethylluteothin					C21H22NO5		TWLUULBJSDGQQK-PHEQNACWSA-M	368.1503464	CHEBI:142870		
BASm0010091	4-nitrobenzoyl-CoA					C28H35N8O19P3S		MQPUEXKBWYQBOT-TYHXJLICSA-J	912.0973974	CHEBI:142871		
BASm0010092	demethyldeoxyspectinabilin	An enolate anion resulting from the deprotonation of the enol moiety of demethyldeoxyspectinabilin. The major species at pH 7.3.				C27H30NO5		CELSPYRBTSNTTI-AQWWNALJSA-M	448.2129467	CHEBI:142872		
BASm0010093	cytidine 5'-{[hydroxy(2-hydroxyethyl)phosphonoyl]phosphate}			Expected Solid	[H][C@]1(COP(O)(=O)OP([O-])(=O)CCO)O[C@@]([H])(N2C=CC(=N)N=C2[O-])[C@]([H])(O)[C@]1([H])O	C11H17N3O11P2	InChI=1S/C11H19N3O11P2/c12-7-1-2-14(11(18)13-7)10-9(17)8(16)6(24-10)5-23-27(21,22)25-26(19,20)4-3-15/h1-2,6,8-10,15-17H,3-5H2,(H,19,20)(H,21,22)(H2,12,13,18)/p-2/t6-,8-,9-,10-/m1/s1	ODFOOQGQRDVSPW-PEBGCTIMSA-L	429.0349295	CHEBI:142876		MMDBc0055841
BASm0010094	cytidine 5'-({hydroxy[(S)-2-hydroxypropyl]phosphonoyl}phosphate)			Expected Solid		C12H19N3O11P2		VQDRQBLAARRQFV-CNYIRLTGSA-L	443.0505796	CHEBI:142877		MMDBc0055842
BASm0010095	4-O-([3-N-acetyl-beta-D-glucosaminyl-1-D-ribitylphospho]n-di{[2R]-1-glycerylphospho})-N-acetyl-beta-D-mannosaminyl-(1->4)-N-acetyl-alpha-D-glucosaminyl ditrans,octacis-undecaprenyl diphosphate					C90H151N3O39P5		SBLXUYKMCAWXNX-AJYSVGFSSA-I	2052.864025	CHEBI:142885		
BASm0010096	bis(myo-inositol) 1,3'-phosphate			Expected Solid	[H][C@]1(O)[C@]([H])(O)[C@]([H])(O)[C@]([H])(OP([O-])(=O)O[C@@]2([H])[C@]([H])(O)[C@@]([H])(O)[C@]([H])(O)[C@@]([H])(O)[C@@]2([H])O)[C@@]([H])(O)[C@]1([H])O	C12H22O14P	InChI=1S/C12H23O14P/c13-1-3(15)7(19)11(8(20)4(1)16)25-27(23,24)26-12-9(21)5(17)2(14)6(18)10(12)22/h1-22H,(H,23,24)/p-1/t1-,2-,3-,4+,5-,6+,7-,8-,9+,10+,11-,12-	FIIUDBCIQWHEHT-VOEMVRBLSA-M	421.075266	CHEBI:142886		MMDBc0055784
BASm0010097	2-O-(beta-D-mannosyl-(1->2)-beta-D-mannosyl)-bis(myo-inositol) 1,3'-phosphate			Expected Solid	O=P([O-])(O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O)O[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O	C24H42O24P	InChI=1S/C24H43O24P/c25-1-3-5(27)7(29)18(40)23(43-3)46-22-13(35)6(28)4(2-26)44-24(22)45-20-16(38)11(33)12(34)17(39)21(20)48-49(41,42)47-19-14(36)9(31)8(30)10(32)15(19)37/h3-40H,1-2H2,(H,41,42)/p-1/t3-,4-,5-,6-,7+,8-,9-,10+,11-,12-,13+,14-,15-,16+,17+,18+,19-,20+,21-,22+,23-,24-/m1/s1	PMUCECFZOHGHSS-PHIWOPILSA-M	745.1809128	CHEBI:142887		MMDBc0055263
BASm0010098	2-O-(beta-D-mannosyl)-bis(myo-inositol) 1,3'-phosphate			Expected Solid	O=P([O-])(O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O)O[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O	C18H32O19P	InChI=1S/C18H33O19P/c19-1-2-3(20)4(21)14(31)18(34-2)35-16-12(29)8(25)9(26)13(30)17(16)37-38(32,33)36-15-10(27)6(23)5(22)7(24)11(15)28/h2-31H,1H2,(H,32,33)/p-1/t2-,3-,4+,5-,6-,7+,8-,9-,10-,11-,12+,13+,14+,15-,16+,17-,18-/m1/s1	RQXSBVMUGIVOOA-SROYCTHLSA-M	583.1280894	CHEBI:142888		MMDBc0055264
BASm0010099	cycloeucalenone	4-Epicycloeucalenone is found in fruits. 4-Epicycloeucalenone is isolated from Musa sapientum (banana	1255-12-5		C=C(CC[C@@H](C)[C@H]1CC[C@@]2(C)[C@@H]3CC[C@H]4[C@H](C)C(=O)CC[C@@]45C[C@@]35CC[C@]12C)C(C)C	C30H48O	InChI=1S/C30H48O/c1-19(2)20(3)8-9-21(4)23-12-14-28(7)26-11-10-24-22(5)25(31)13-15-29(24)18-30(26,29)17-16-27(23,28)6/h19,21-24,26H,3,8-18H2,1-2,4-7H3	NFRXSIOHGADFRG-UHFFFAOYSA-N	424.3705162	CHEBI:142915	HMDB0030507	
BASm0010100	4alpha-carboxy-4beta,14alpha-dimethyl-9beta,19-cyclo-5alpha-ergost-24(24(1))-en-3beta-ol				C=C(CC[C@@H](C)[C@H]1CC[C@@]2(C)[C@@H]3CC[C@H]4[C@](C)(C(=O)[O-])[C@@H](O)CC[C@@]45C[C@@]35CC[C@]12C)C(C)C	C31H49O3	InChI=1S/C31H50O3/c1-19(2)20(3)8-9-21(4)22-12-14-28(6)23-10-11-24-29(7,26(33)34)25(32)13-15-30(24)18-31(23,30)17-16-27(22,28)5/h19,21-25,32H,3,8-18H2,1-2,4-7H3,(H,33,34)/p-1/t21-,22?,23?,24?,25+,27-,28+,29+,30?,31?/m1/s1	RLRGKMMFFVWPHT-IJTKOOHQSA-M		CHEBI:142916		
BASm0010101	4alpha-hydroxymethyl,4beta,14alpha-dimethyl-9beta,19-cyclo-5alpha-ergost-24(24(1))-en-3beta-ol				C=C(CC[C@@H](C)[C@H]1CC[C@@]2(C)[C@@H]3CC[C@H]4[C@](C)(CO)[C@@H](O)CC[C@@]45C[C@@]35CC[C@]12C)C(C)C	C31H52O2	InChI=1S/C31H52O2/c1-20(2)21(3)8-9-22(4)23-12-14-29(7)25-11-10-24-27(5,19-32)26(33)13-15-30(24)18-31(25,30)17-16-28(23,29)6/h20,22-26,32-33H,3,8-19H2,1-2,4-7H3/t22-,23?,24?,25?,26+,27+,28-,29+,30?,31?/m1/s1	FQXKPPBUTHZNET-PJGVALEYSA-N		CHEBI:142917		
BASm0010102	4alpha-formyl,4beta,14alpha-dimethyl-9beta,19-cyclo-5alpha-ergost-24(24(1))-en-3beta-ol				C=C(CC[C@@H](C)[C@H]1CC[C@@]2(C)[C@@H]3CC[C@H]4[C@](C)(C=O)[C@@H](O)CC[C@@]45C[C@@]35CC[C@]12C)C(C)C	C31H50O2	InChI=1S/C31H50O2/c1-20(2)21(3)8-9-22(4)23-12-14-29(7)25-11-10-24-27(5,19-32)26(33)13-15-30(24)18-31(25,30)17-16-28(23,29)6/h19-20,22-26,33H,3,8-18H2,1-2,4-7H3	FAQRUJCAUFLERP-UHFFFAOYSA-N		CHEBI:142918		
BASm0010103	4alpha-carboxy-stigmasta-7,24(24(1))-dien-3beta-ol				C/C=C(/CC[C@@H](C)[C@H]1CC[C@H]2C3=CC[C@H]4[C@H](C(=O)[O-])[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C	C30H47O3	InChI=1S/C30H48O3/c1-7-20(18(2)3)9-8-19(4)22-12-13-23-21-10-11-25-27(28(32)33)26(31)15-17-30(25,6)24(21)14-16-29(22,23)5/h7,10,18-19,22-27,31H,8-9,11-17H2,1-6H3,(H,32,33)/p-1/b20-7-/t19-,22?,23?,24?,25?,26+,27+,29-,30-/m1/s1	PLFNGFVQAIAQFS-GORJCXOYSA-M		CHEBI:142919		
BASm0010104	(E)-4-hydroxynon-2-enoate	A hydroxy monounsaturated fatty acid anion arising from the deprotonation of the carboxy group of (2E)-4-hydroxynon-2-enoic acid.			CCCCCC(O)/C=C/C(=O)[O-]	C9H15O3	InChI=1S/C9H16O3/c1-2-3-4-5-8(10)6-7-9(11)12/h6-8,10H,2-5H2,1H3,(H,11,12)/p-1/b7-6+	RLNIWODKAMVILO-VOTSOKGWSA-M		CHEBI:142920		
BASm0010105	cinnamaldehyde				O=CC=Cc1ccccc1	C9H8O	InChI=1S/C9H8O/c10-8-4-7-9-5-2-1-3-6-9/h1-8H	KJPRLNWUNMBNBZ-UHFFFAOYSA-N	132.0575149	CHEBI:142921	HMDB0245299	
BASm0010106	4alpha-hydroxymethyl-stigmasta-7,24(24(1))-dien-3beta-ol				C/C=C(/CC[C@@H](C)[C@H]1CC[C@H]2C3=CC[C@H]4[C@H](CO)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C	C30H50O2	InChI=1S/C30H50O2/c1-7-21(19(2)3)9-8-20(4)24-12-13-25-22-10-11-26-23(18-31)28(32)15-17-30(26,6)27(22)14-16-29(24,25)5/h7,10,19-20,23-28,31-32H,8-9,11-18H2,1-6H3	NUAGPLGAOGOSCQ-UHFFFAOYSA-N		CHEBI:142928		
BASm0010107	4alpha-formyl-stigmasta-7,24(24(1))-dien-3beta-ol				C/C=C(/CC[C@@H](C)[C@H]1CC[C@H]2C3=CC[C@H]4[C@H](C=O)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C	C30H48O2	InChI=1S/C30H48O2/c1-7-21(19(2)3)9-8-20(4)24-12-13-25-22-10-11-26-23(18-31)28(32)15-17-30(26,6)27(22)14-16-29(24,25)5/h7,10,18-20,23-28,32H,8-9,11-17H2,1-6H3/b21-7-/t20-,23+,24?,25?,26?,27?,28+,29-,30+/m1/s1	YTPAERFJSRKUSQ-UHNXXBSUSA-N		CHEBI:142929		
BASm0010108	3,7-dimethylocta-2,6-dienoate	Geranate is also known as geranic acid. Geranate is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Geranate can be found in a number of food items such as chinese cinnamon, saskatoon berry, white lupine, and flaxseed, which makes geranate a potential biomarker for the consumption of these food products. Geranic acid, or 3,7-dimethyl-2,6-octadienoic acid, is a pheromone used by some organisms. It is a double bond isomer of nerolic acid .			CC(C)=CCCC(C)=CC(=O)[O-]	C10H15O2	InChI=1S/C10H16O2/c1-8(2)5-4-6-9(3)7-10(11)12/h5,7H,4,6H2,1-3H3,(H,11,12)/p-1	ZHYZQXUYZJNEHD-UHFFFAOYSA-M	167.1077533	CHEBI:142930	HMDB0304369	
BASm0010109	5-diphospho-1D-myo-inositol 1,3,4,6-tetrakisphosphate				O=P([O-])([O-])O[C@@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])[O-])[C@H](OP(=O)([O-])[O-])[C@@H](OP(=O)([O-])[O-])[C@@H](O)[C@H]1OP(=O)([O-])[O-]	C6H7O24P6	InChI=1S/C6H18O24P6/c7-1-2(25-31(8,9)10)4(27-33(14,15)16)6(29-36(23,24)30-35(20,21)22)5(28-34(17,18)19)3(1)26-32(11,12)13/h1-7H,(H,23,24)(H2,8,9,10)(H2,11,12,13)(H2,14,15,16)(H2,17,18,19)(H2,20,21,22)/p-11/t1-,2+,3-,4-,5+,6+	FFZGWHDHUIRNPY-KXXVROSKSA-C	648.7813325	CHEBI:142939		MMDBc0057097
BASm0010110	dihexadecanoylglycerol				[1*]OCC(COC(=O)CCCCCCCCCCCCCCC)O[2*]					CHEBI:142940		
BASm0010111	6-sulfo-alpha-D-quinovose			Expected Solid	O=S(=O)([O-])C[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O	C6H11O8S	InChI=1S/C6H12O8S/c7-3-2(1-15(11,12)13)14-6(10)5(9)4(3)8/h2-10H,1H2,(H,11,12,13)/p-1/t2-,3-,4+,5-,6?/m1/s1	QFBWOLBPVQLZEH-GASJEMHNSA-M	243.0180121	CHEBI:142956		MMDBc0055612
BASm0010112	6-sulfo-beta-D-quinovose			Expected Solid		C6H11O8S		QFBWOLBPVQLZEH-VFUOTHLCSA-M	243.0180121	CHEBI:142957		MMDBc0055612
BASm0010113	monoglucosyl-enterobactin			Expected Solid		C36H37N3O20		OZCSADRHPOQOPI-MMOFNVBNSA-N	831.1970406	CHEBI:142958		MMDBc0056090
BASm0010114	diglucosyl-enterobactin			Expected Solid	O=C(N[C@H]1COC(=O)[C@@H](NC(=O)c2cc([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c2O)COC(=O)[C@@H](NC(=O)c2cc([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c2O)COC1=O)c1cccc(O)c1O	C42H47N3O25	InChI=1S/C42H47N3O25/c46-8-24-29(54)31(56)33(58)35(69-24)13-4-16(27(52)22(49)6-13)38(61)44-19-11-67-40(63)18(43-37(60)15-2-1-3-21(48)26(15)51)10-66-41(64)20(12-68-42(19)65)45-39(62)17-5-14(7-23(50)28(17)53)36-34(59)32(57)30(55)25(9-47)70-36/h1-7,18-20,24-25,29-36,46-59H,8-12H2,(H,43,60)(H,44,61)(H,45,62)/t18-,19-,20-,24+,25+,29+,30+,31-,32-,33+,34+,35-,36-/m0/s1	NIGHGCIRXQBJIN-VUCKQUTDSA-N	993.249864	CHEBI:142959		MMDBc0055918
BASm0010115	triglucosyl-enterobactin			Expected Solid	O=C(N[C@H]1COC(=O)[C@@H](NC(=O)c2cc([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c2O)COC(=O)[C@@H](NC(=O)c2cc([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c2O)COC1=O)c1cc([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc(O)c1O	C48H57N3O30	InChI=1S/C48H57N3O30/c52-7-25-31(61)34(64)37(67)40(79-25)13-1-16(28(58)22(55)4-13)43(70)49-19-10-76-47(74)21(51-45(72)18-3-15(6-24(57)30(18)60)42-39(69)36(66)33(63)27(9-54)81-42)12-78-48(75)20(11-77-46(19)73)50-44(71)17-2-14(5-23(56)29(17)59)41-38(68)35(65)32(62)26(8-53)80-41/h1-6,19-21,25-27,31-42,52-69H,7-12H2,(H,49,70)(H,50,71)(H,51,72)/t19-,20-,21-,25+,26+,27+,31+,32+,33+,34-,35-,36-,37+,38+,39+,40-,41-,42-/m0/s1	LXGNQOHOKDJICJ-DXZSBXLRSA-N	1155.302687	CHEBI:142960		MMDBc0056343
BASm0010116	D-histidine			Expected Solid	[NH3+][C@H](Cc1c[nH]cn1)C(=O)[O-]	C6H9N3O2	InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/t5-/m1/s1	HNDVDQJCIGZPNO-RXMQYKEDSA-N	155.0694765	CHEBI:142967		MMDBc0055866
BASm0010117	2-[(L-alanin-3-ylcarbamoyl)methyl]-2-hydroxybutanedioate			Expected Solid	[NH3+][C@@H](CNC(=O)C[C@](O)(CC(=O)[O-])C(=O)[O-])C(=O)[O-]	C9H12N2O8	InChI=1S/C9H14N2O8/c10-4(7(15)16)3-11-5(12)1-9(19,8(17)18)2-6(13)14/h4,19H,1-3,10H2,(H,11,12)(H,13,14)(H,15,16)(H,17,18)/p-2/t4-,9-/m0/s1	RACKNMPLNJKJHK-IGJIYHIXSA-L	276.0604625	CHEBI:142969		MMDBc0055203
BASm0010118	2-[(2-aminoethylcarbamoyl)methyl]-2-hydroxybutanedioate			Expected Solid	[NH3+]CCNC(=O)C[C@](O)(CC(=O)[O-])C(=O)[O-]	C8H13N2O6	InChI=1S/C8H14N2O6/c9-1-2-10-5(11)3-8(16,7(14)15)4-6(12)13/h16H,1-4,9H2,(H,10,11)(H,12,13)(H,14,15)/p-1/t8-/m0/s1	KQWWDTIPDRWKGZ-QMMMGPOBSA-M	233.0779097	CHEBI:142970		MMDBc0055202
BASm0010119	2-[(L-alanin-3-ylcarbamoyl)methyl]-3-(2-aminoethylcarbamoyl)-2-hydroxypropanoate			Expected Solid	[NH3+]CCNC(=O)C[C@](O)(CC(=O)NC[C@H]([NH3+])C(=O)[O-])C(=O)[O-]	C11H20N4O7	InChI=1S/C11H20N4O7/c12-1-2-14-7(16)3-11(22,10(20)21)4-8(17)15-5-6(13)9(18)19/h6,22H,1-5,12-13H2,(H,14,16)(H,15,17)(H,18,19)(H,20,21)/t6-,11-/m0/s1	GKMWYFDLBOVUPV-KGFZYKRKSA-N	320.133199	CHEBI:142971		MMDBc0055204
BASm0010120	N(5)-[(S)-citryl]-D-ornithine			Expected Solid	[NH3+][C@H](CCCNC(=O)C[C@](O)(CC(=O)[O-])C(=O)[O-])C(=O)[O-]	C11H16N2O8	InChI=1S/C11H18N2O8/c12-6(9(17)18)2-1-3-13-7(14)4-11(21,10(19)20)5-8(15)16/h6,21H,1-5,12H2,(H,13,14)(H,15,16)(H,17,18)(H,19,20)/p-2/t6-,11+/m1/s1	FFFKYGCGRTUBJH-KBUNVGBDSA-L	304.0917626	CHEBI:142972		MMDBc0056186
BASm0010121	staphyloferrin A			Expected Solid	O=C([O-])C[C@@](O)(CC(=O)NCCC[C@@H](NC(=O)C[C@@](O)(CC(=O)[O-])C(=O)[O-])C(=O)[O-])C(=O)[O-]	C17H19N2O14	InChI=1S/C17H24N2O14/c20-9(4-16(32,14(28)29)6-11(22)23)18-3-1-2-8(13(26)27)19-10(21)5-17(33,15(30)31)7-12(24)25/h8,32-33H,1-7H2,(H,18,20)(H,19,21)(H,22,23)(H,24,25)(H,26,27)(H,28,29)(H,30,31)/p-5/t8-,16+,17-/m1/s1	VJSIXUQLTJCRCS-DFQXCPINSA-I	475.0863712	CHEBI:142973		MMDBc0056313
BASm0010122	pseudomonate C				C/C(=C\C(=O)OCCCCCCCCC(=O)[O-])C[C@@H]1OC[C@H](C/C=C/[C@@H](C)[C@H](C)O)[C@@H](O)[C@H]1O	C26H44O8	InChI=1S/C26H44O8/c1-18(16-24(30)33-14-9-7-5-4-6-8-13-23(28)29)15-22-26(32)25(31)21(17-34-22)12-10-11-19(2)20(3)27/h10-11,16,19-22,25-27,31-32H,4-9,12-15,17H2,1-3H3,(H,28,29)	KKMHFUKZHJOMJL-UHFFFAOYSA-N	484.3036184	CHEBI:142974		
BASm0010123	marinolate C	A monocarboxylic acid anion resulting from the deprotonation of the carboxy group of marinolic acid C. The major species at pH 7.3.			C/C(=C\C(=O)OCCCCCCCC(=O)[O-])C[C@@H]1OC[C@H](C/C=C/[C@@H](C)[C@H](C)O)[C@@H](O)[C@H]1O	C25H41O8	InChI=1S/C25H42O8/c1-17(15-23(29)32-13-8-6-4-5-7-12-22(27)28)14-21-25(31)24(30)20(16-33-21)11-9-10-18(2)19(3)26/h9-10,15,18-21,24-26,30-31H,4-8,11-14,16H2,1-3H3,(H,27,28)/p-1/b10-9+,17-15+/t18-,19+,20+,21+,24-,25+/m1/s1	RJHPSMAZNAJFHT-YUDKCSBMSA-M		CHEBI:142975		
BASm0010124	marinoloyl-CoA C				C/C(=C\C(=O)OCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])C[C@@H]1OC[C@H](C/C=C/[C@@H](C)[C@H](C)O)[C@@H](O)[C@H]1O		InChI=1S/C46H76N7O23P3S/c1-27(20-31-38(59)37(58)30(22-71-31)13-11-12-28(2)29(3)54)21-34(56)70-18-10-8-6-7-9-14-35(57)80-19-17-48-33(55)15-16-49-44(62)41(61)46(4,5)24-73-79(68,69)76-78(66,67)72-23-32-40(75-77(63,64)65)39(60)45(74-32)53-26-52-36-42(47)50-25-51-43(36)53/h11-12,21,25-26,28-32,37-41,45,54,58-61H,6-10,13-20,22-24H2,1-5H3,(H,48,55)(H,49,62)(H,66,67)(H,68,69)(H2,47,50,51)(H2,63,64,65)/p-4/b12-11+,27-21+/t28-,29+,30+,31+,32-,37-,38+,39-,40-,41+,45-/m1/s1	GTZVPCXLFKVDJU-BPAGBPQKSA-J		CHEBI:142976		
BASm0010125	pseudomonoyl-CoA C				C/C(=C\C(=O)OCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])C[C@@H]1OC[C@H](C/C=C/[C@@H](C)[C@H](C)O)[C@@H](O)[C@H]1O		InChI=1S/C47H78N7O23P3S/c1-28(21-32-39(60)38(59)31(23-72-32)14-12-13-29(2)30(3)55)22-35(57)71-19-11-9-7-6-8-10-15-36(58)81-20-18-49-34(56)16-17-50-45(63)42(62)47(4,5)25-74-80(69,70)77-79(67,68)73-24-33-41(76-78(64,65)66)40(61)46(75-33)54-27-53-37-43(48)51-26-52-44(37)54/h12-13,22,26-27,29-33,38-42,46,55,59-62H,6-11,14-21,23-25H2,1-5H3,(H,49,56)(H,50,63)(H,67,68)(H,69,70)(H2,48,51,52)(H2,64,65,66)/p-4/b13-12+,28-22+/t29-,30+,31+,32+,33-,38-,39+,40-,41-,42+,46-/m1/s1	RTZDOFHFRVAJGR-IYGJNVRZSA-J		CHEBI:142977		
BASm0010126	icosanoyl-AMP				CCCCCCCCCCCCCCCCCCCC(=O)OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O		InChI=1S/C30H52N5O8P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-24(36)43-44(39,40)41-20-23-26(37)27(38)30(42-23)35-22-34-25-28(31)32-21-33-29(25)35/h21-23,26-27,30,37-38H,2-20H2,1H3,(H,39,40)(H2,31,32,33)/p-1/t23-,26-,27-,30-/m1/s1	IBBLAKBUPKFSJS-WFCSWSGSSA-M		CHEBI:142979		
BASm0010127	docosanoyl-AMP				CCCCCCCCCCCCCCCCCCCCCC(=O)OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O		InChI=1S/C32H56N5O8P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-26(38)45-46(41,42)43-22-25-28(39)29(40)32(44-25)37-24-36-27-30(33)34-23-35-31(27)37/h23-25,28-29,32,39-40H,2-22H2,1H3,(H,41,42)(H2,33,34,35)/p-1/t25-,28-,29-,32-/m1/s1	GSAWLIAMNVVWQN-FANUBLADSA-M		CHEBI:142980		
BASm0010128	octadecanoyl-AMP				CCCCCCCCCCCCCCCCCC(=O)OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O		InChI=1S/C28H48N5O8P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-22(34)41-42(37,38)39-18-21-24(35)25(36)28(40-21)33-20-32-23-26(29)30-19-31-27(23)33/h19-21,24-25,28,35-36H,2-18H2,1H3,(H,37,38)(H2,29,30,31)/p-1/t21-,24-,25-,28-/m1/s1	SWOLRYFPKWBFHG-VGSCBBJJSA-M		CHEBI:142984		
BASm0010129	cyclolaudenol	Cyclolaudenol is found in french plantain. Cyclolaudenol is found in opiu	511-61-5		C=C(C)[C@@H](C)CC[C@@H](C)[C@H]1CC[C@@]2(C)[C@@H]3CC[C@H]4C(C)(C)[C@@H](O)CC[C@@]45C[C@@]35CC[C@]12C	C31H52O	InChI=1S/C31H52O/c1-20(2)21(3)9-10-22(4)23-13-15-29(8)25-12-11-24-27(5,6)26(32)14-16-30(24)19-31(25,30)18-17-28(23,29)7/h21-26,32H,1,9-19H2,2-8H3	IXHACUTUTOCSJE-UHFFFAOYSA-N	440.4018163	CHEBI:142990	HMDB0035911	
BASm0010130	L-homoarginine	L-homoarginine, also known as N6-(aminoiminomethyl)-L-lysine or N6-amidino-L-lysine, is a member of the class of compounds known as L-alpha-amino acids. L-alpha-amino acids are alpha amino acids which have the L-configuration of the alpha-carbon atom. More specifically, L-homoarginine is a naturally occurring, non-proteinogenic, cationic amino acid. It is formed in the liver in a reaction catalyzed by L-arginine:glycine amidinotransferase (AGAT) when transferring the amidino group from arginine to lysine. It is an alternative substrate for nitric oxide (NO) synthase. L-homoarginine increases the availability of NO and thereby affects endothelial function. High homoarginine levels may exert positive actions that are relevant to cardiovascular health, including enhanced endothelial function, inhibition of platelet aggregation and stimulation of insulin secretion (PMID: 30866658). Recent studies have demonstrated that low serum homoarginine levels are a strong predictor of cardiovascular mortality (PMID: 24583919). L-homoarginine is a substrate of the human cationic amino acid CAT1 [solute carrier family 7 (SLC7A1)], CAT2A (SLC7A2A) or CAT2B (SLC7A2B) (PMID: 28684763). According to published human metabolomic data, L-homoarginine can be found primarily in blood, cerebrospinal fluid (CSF), and urine, as well as in human intestinal and testes tissues. Moreover, L-homoarginine has been found to be associated with liver cirrhosis and the genetic disorder, hyperargininemia. Homoarginine is an organ-specific uncompetitive inhibitor of human liver and bone alkaline phosphohydrolase (PMID: 5063678).	156-86-5	Solid	NC(=[NH2+])NCCCC[C@H]([NH3+])C(=O)[O-]	C7H16N4O2	InChI=1S/C7H16N4O2/c8-5(6(12)13)3-1-2-4-11-7(9)10/h5H,1-4,8H2,(H,12,13)(H4,9,10,11)/t5-/m0/s1	QUOGESRFPZDMMT-YFKPBYRVSA-N	188.1273258	CHEBI:143006	HMDB0000670	
BASm0010131	(R)-3-(4-hydroxyphenyl)lactoyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)[C@H](O)Cc1ccc(O)cc1	C30H40N7O19P3S	InChI=1S/C30H44N7O19P3S/c1-30(2,24(42)27(43)33-8-7-20(40)32-9-10-60-29(44)18(39)11-16-3-5-17(38)6-4-16)13-53-59(50,51)56-58(48,49)52-12-19-23(55-57(45,46)47)22(41)28(54-19)37-15-36-21-25(31)34-14-35-26(21)37/h3-6,14-15,18-19,22-24,28,38-39,41-42H,7-13H2,1-2H3,(H,32,40)(H,33,43)(H,48,49)(H,50,51)(H2,31,34,35)(H2,45,46,47)/p-4/t18-,19-,22-,23-,24+,28-/m1/s1	GIITZIBVBMYMGJ-NHZRKUKBSA-J	927.1334486	CHEBI:143007		MMDBc0055031
BASm0010132	(R)-3-(indol-3-yl)lactoyl-CoA			Expected Solid	[H][C@@](O)(CC1=CNC2=CC=CC=C12)C(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C32H41N8O18P3S	InChI=1S/C32H45N8O18P3S/c1-32(2,26(44)29(45)35-8-7-22(42)34-9-10-62-31(46)20(41)11-17-12-36-19-6-4-3-5-18(17)19)14-55-61(52,53)58-60(50,51)54-13-21-25(57-59(47,48)49)24(43)30(56-21)40-16-39-23-27(33)37-15-38-28(23)40/h3-6,12,15-16,20-21,24-26,30,36,41,43-44H,7-11,13-14H2,1-2H3,(H,34,42)(H,35,45)(H,50,51)(H,52,53)(H2,33,37,38)(H2,47,48,49)/p-4/t20-,21-,24-,25-,26+,30-/m1/s1	MPWARWLZAPSVRG-MCIGHZANSA-J	950.149433	CHEBI:143008		MMDBc0055033
BASm0010133	(E)-3-(indol-3-yl)acryloyl-CoA			Expected Solid	[H]\C(=C(\[H])C1=CNC2=CC=CC=C12)C(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C32H39N8O17P3S	InChI=1S/C32H43N8O17P3S/c1-32(2,27(44)30(45)35-10-9-22(41)34-11-12-61-23(42)8-7-18-13-36-20-6-4-3-5-19(18)20)15-54-60(51,52)57-59(49,50)53-14-21-26(56-58(46,47)48)25(43)31(55-21)40-17-39-24-28(33)37-16-38-29(24)40/h3-8,13,16-17,21,25-27,31,36,43-44H,9-12,14-15H2,1-2H3,(H,34,41)(H,35,45)(H,49,50)(H,51,52)(H2,33,37,38)(H2,46,47,48)/p-4/b8-7+/t21-,25-,26-,27+,31-/m1/s1	LQFMEOXXQRDBPP-BTOWARJYSA-J	932.1388683	CHEBI:143009		MMDBc0055013
BASm0010134	Fe(III)-[N-(2,3-dihydroxybenzoyl)-L-serine]			Expected Solid	[Fe+3].[H][C@@](CO)(N=C([O-])C1=C([O-])C([O-])=CC=C1)C(O)=O	C10H8FeNO6	InChI=1S/C10H11NO6.Fe/c12-4-6(10(16)17)11-9(15)5-2-1-3-7(13)8(5)14;/h1-3,6,12-14H,4H2,(H,11,15)(H,16,17);/q;+3/p-3/t6-;/m0./s1	GRWHJFDPSIMTMT-RGMNGODLSA-K	293.970098	CHEBI:143010		MMDBc0055976
BASm0010135	Fe(III)-[N-(2,3-dihydroxybenzoyl)-L-serine]3			Expected Solid	[Fe+3].[H][C@@](COC(=O)[C@]([H])(COC(=O)[C@]([H])(CO)N=C([O-])C1=C([O-])C([O-])=CC=C1)N=C(O)C1=C([O-])C([O-])=CC=C1)(N=C(O)C1=C([O-])C([O-])=CC=C1)C(O)=O	C30H22FeN3O16	InChI=1S/C30H29N3O16.Fe/c34-10-16(31-25(41)13-4-1-7-19(35)22(13)38)29(46)49-12-18(33-27(43)15-6-3-9-21(37)24(15)40)30(47)48-11-17(28(44)45)32-26(42)14-5-2-8-20(36)23(14)39;/h1-9,16-18,34-40H,10-12H2,(H,31,41)(H,32,42)(H,33,43)(H,44,45);/q;+3/p-7/t16-,17-,18-;/m0./s1	QNAUHHROLOGFEY-UVJOBNTFSA-G	736.037137	CHEBI:143011		MMDBc0055978
BASm0010136	Fe(III)-[N-(2,3-dihydroxybenzoyl)-L-serine]2			Expected Solid	[Fe+3].[H][C@@](COC(=O)[C@]([H])(CO)N=C([O-])C1=C([O-])C([O-])=CC=C1)(N=C(O)C1=C([O-])C([O-])=CC=C1)C(O)=O	C20H15FeN2O11	InChI=1S/C20H20N2O11.Fe/c23-7-11(21-17(28)9-3-1-5-13(24)15(9)26)20(32)33-8-12(19(30)31)22-18(29)10-4-2-6-14(25)16(10)27;/h1-6,11-12,23-27H,7-8H2,(H,21,28)(H,22,29)(H,30,31);/q;+3/p-5/t11-,12-;/m0./s1	BAYYDYBPOKJHII-FXMYHANSSA-I	515.003617	CHEBI:143012		MMDBc0055977
BASm0010137	1'-hydroxy-demethylspheroidene			Expected Solid	[H]\C(CC(C)(C)O)=C(\[H])/C(/C)=C(\[H])/C(/[H])=C(\[H])/C(/C)=C(\[H])/C(/[H])=C(\[H])/C(/C)=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)CC\C([H])=C(/C)CCCC(C)(C)O	C40H60O2	InChI=1S/C40H60O2/c1-33(21-13-23-35(3)25-15-27-37(5)29-17-31-39(7,8)41)19-11-12-20-34(2)22-14-24-36(4)26-16-28-38(6)30-18-32-40(9,10)42/h11-15,17,19-25,27-29,41-42H,16,18,26,30-32H2,1-10H3/b12-11+,21-13+,22-14+,25-15+,29-17+,33-19+,34-20+,35-23+,36-24+,37-27+,38-28+	QWBRVLJPJJNHCQ-SDTALWBMSA-N	572.4593312	CHEBI:143013		MMDBc0055147
BASm0010139	N-(2,3-dihydroxybenzoyl)-L-serine trimer			Expected Solid	[H][C@@](COC(=O)[C@]([H])(COC(=O)[C@]([H])(CO)N=C(O)C1=C(O)C([O-])=CC=C1)N=C(O)C1=C(O)C(O)=CC=C1)(N=C(O)C1=C(O)C(O)=CC=C1)C(O)=O	C30H28N3O16	InChI=1S/C30H29N3O16/c34-10-16(31-25(41)13-4-1-7-19(35)22(13)38)29(46)49-12-18(33-27(43)15-6-3-9-21(37)24(15)40)30(47)48-11-17(28(44)45)32-26(42)14-5-2-8-20(36)23(14)39/h1-9,16-18,34-40H,10-12H2,(H,31,41)(H,32,42)(H,33,43)(H,44,45)/p-1/t16-,17-,18-/m0/s1	NTWRWGRCGVKQNS-BZSNNMDCSA-M	686.1475054	CHEBI:143020		MMDBc0056103
BASm0010140	[N-(C-5-[deoxy-beta-D-glucosyl]-2,3-dihydroxybenzoyl)-L-serine]3			Expected Solid	[H][C@@](CO)(N=C(O)C1=C(O)C([O-])=CC(=C1)[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O)C(=O)OC[C@]([H])(N=C(O)C1=C(O)C(O)=CC(=C1)[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O)C(=O)OC[C@]([H])(N=C(O)C1=C(O)C(O)=CC(=C1)[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O)C(O)=O	C48H58N3O31	InChI=1S/C48H59N3O31/c52-7-19(49-43(71)16-1-13(4-22(56)28(16)59)40-37(68)34(65)31(62)25(8-53)80-40)47(76)79-12-21(51-45(73)18-3-15(6-24(58)30(18)61)42-39(70)36(67)33(64)27(10-55)82-42)48(77)78-11-20(46(74)75)50-44(72)17-2-14(5-23(57)29(17)60)41-38(69)35(66)32(63)26(9-54)81-41/h1-6,19-21,25-27,31-42,52-70H,7-12H2,(H,49,71)(H,50,72)(H,51,73)(H,74,75)/p-1/t19-,20-,21-,25+,26+,27+,31+,32+,33+,34-,35-,36-,37+,38+,39+,40-,41-,42-/m0/s1	ZSWUFDUOFUXWEE-DXZSBXLRSA-M	1172.305976	CHEBI:143021		MMDBc0055094
BASm0010141	N-(2,3-dihydroxybenzoyl)-L-seryl-[N-(C-5-[deoxy-beta-D-glucosyl]-2,3-dihydroxybenzoyl)-L-serine]2			Expected Solid	O=C(N[C@@H](COC(=O)[C@H](COC(=O)[C@H](CO)NC(=O)c1cccc(O)c1O)NC(=O)c1cc([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc(O)c1O)C(=O)[O-])c1cc([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc(O)c1O	C42H48N3O26	InChI=1S/C42H49N3O26/c46-8-18(43-37(61)15-2-1-3-21(49)26(15)52)41(66)69-12-20(45-39(63)17-5-14(7-23(51)28(17)54)36-34(60)32(58)30(56)25(10-48)71-36)42(67)68-11-19(40(64)65)44-38(62)16-4-13(6-22(50)27(16)53)35-33(59)31(57)29(55)24(9-47)70-35/h1-7,18-20,24-25,29-36,46-60H,8-12H2,(H,43,61)(H,44,62)(H,45,63)(H,64,65)/p-1/t18-,19-,20-,24+,25+,29+,30+,31-,32-,33+,34+,35-,36-/m0/s1	KOWIASWMTAELML-VUCKQUTDSA-M	1010.253152	CHEBI:143022		MMDBc0056104
BASm0010142	[N-(2,3-dihydroxybenzoyl)-L-seryl]2-N-(C-5-[deoxy-beta-D-glucosyl]-2,3-dihydroxybenzoyl)-L-serine			Expected Solid	O=C(N[C@@H](COC(=O)[C@H](COC(=O)[C@H](CO)NC(=O)c1cccc(O)c1O)NC(=O)c1cccc(O)c1O)C(=O)[O-])c1cc([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc(O)c1O	C36H38N3O21	InChI=1S/C36H39N3O21/c40-9-17(37-31(51)14-3-1-5-20(42)24(14)45)35(56)59-12-19(39-32(52)15-4-2-6-21(43)25(15)46)36(57)58-11-18(34(54)55)38-33(53)16-7-13(8-22(44)26(16)47)30-29(50)28(49)27(48)23(10-41)60-30/h1-8,17-19,23,27-30,40-50H,9-12H2,(H,37,51)(H,38,53)(H,39,52)(H,54,55)/p-1/t17-,18-,19-,23+,27+,28-,29+,30-/m0/s1	BVNRZRVHEIZRPP-AEZKMRPASA-M	848.2003288	CHEBI:143023		MMDBc0055093
BASm0010143	firefly D-sulfoluciferin	The conjugate base of firefly sulfoluciferin; major species at pH 7.3.			O=C([O-])[C@H]1CSC(c2nc3ccc(OS(=O)(=O)[O-])cc3s2)=N1	C11H6N2O6S3	InChI=1S/C11H8N2O6S3/c14-11(15)7-4-20-9(13-7)10-12-6-2-1-5(3-8(6)21-10)19-22(16,17)18/h1-3,7H,4H2,(H,14,15)(H,16,17,18)/p-2/t7-/m1/s1	LPKFAQWRYNJJRB-SSDOTTSWSA-L		CHEBI:143025		
BASm0010144	firefly L-sulfoluciferin	An  aryl sulfate oxoanion that is the enantiomer of firefly D-sulfoluciferin(2-); major species at pH 7.3.			O=C([O-])[C@@H]1CSC(c2nc3ccc(OS(=O)(=O)[O-])cc3s2)=N1	C11H6N2O6S3	InChI=1S/C11H8N2O6S3/c14-11(15)7-4-20-9(13-7)10-12-6-2-1-5(3-8(6)21-10)19-22(16,17)18/h1-3,7H,4H2,(H,14,15)(H,16,17,18)/p-2/t7-/m0/s1	LPKFAQWRYNJJRB-ZETCQYMHSA-L		CHEBI:143028		
BASm0010145	D-maltobiono-1,5-lactone			Expected Solid	O=C1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O	C12H20O11	InChI=1S/C12H20O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-10,12-19H,1-2H2/t3-,4-,5-,6+,7-,8-,9-,10-,12-/m1/s1	FSICMNGKCHFHGP-QOKIMYEXSA-N	340.1005615	CHEBI:143029		MMDBc0055869
BASm0010146	D-maltobionate		96-82-2		O=C([O-])[C@H](O)[C@@H](O)[C@H](O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](O)CO	C12H22O12	InChI=1S/C12H22O12/c13-1-3(15)10(7(18)8(19)11(21)22)24-12-9(20)6(17)5(16)4(2-14)23-12/h3-10,12-20H,1-2H2,(H,21,22)/t3-,4-,5+,6+,7-,8-,9-,10-,12+/m1/s1	JYTUSYBCFIZPBE-AMTLMPIISA-N		CHEBI:143067		
BASm0010147	lactobiono-1,5-lactone			Expected Solid	O=C1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O	C12H20O11	InChI=1S/C12H20O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-10,12-19H,1-2H2/t3-,4-,5+,6+,7-,8-,9-,10-,12+/m1/s1	FSICMNGKCHFHGP-AMTLMPIISA-N	340.1005615	CHEBI:143068		MMDBc0056072
BASm0010148	lactobionate		96-82-2		O=C([O-])[C@H](O)[C@@H](O)[C@H](O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)[C@H](O)CO	C12H22O12	InChI=1S/C12H22O12/c13-1-3(15)10(7(18)8(19)11(21)22)24-12-9(20)6(17)5(16)4(2-14)23-12/h3-10,12-20H,1-2H2,(H,21,22)/t3-,4-,5+,6+,7-,8-,9-,10-,12+/m1/s1	JYTUSYBCFIZPBE-AMTLMPIISA-N		CHEBI:143069		
BASm0010149	4-amino-4-deoxyprephenate			Expected Solid	[NH3+][C@H]1C=C[C@@](CC(=O)C(=O)[O-])(C(=O)[O-])C=C1	C10H10NO5	InChI=1S/C10H11NO5/c11-6-1-3-10(4-2-6,9(15)16)5-7(12)8(13)14/h1-4,6H,5,11H2,(H,13,14)(H,15,16)/p-1/t6-,10+	OJJQTAMHYLSXHT-XGAOUMNUSA-M	224.056446	CHEBI:143070		MMDBc0055469
BASm0010150	3-(4-aminophenyl)pyruvate			Expected Solid	Nc1ccc(CC(=O)C(=O)[O-])cc1	C9H8NO3	InChI=1S/C9H9NO3/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4H,5,10H2,(H,12,13)/p-1	HWDZIRSKXFAMFU-UHFFFAOYSA-M	178.0509667	CHEBI:143071		MMDBc0055326
BASm0010151	4-amino-L-phenylalanine			Expected Solid	Nc1ccc(C[C@H]([NH3+])C(=O)[O-])cc1	C9H12N2O2	InChI=1S/C9H12N2O2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,10-11H2,(H,12,13)/t8-/m0/s1	CMUHFUGDYMFHEI-QMMMGPOBSA-N	180.0898776	CHEBI:143072		MMDBc0054262
BASm0010152	L-homocarnosine	Homocarnosine is a normal human metabolite, the brain-specific dipeptide of gamma-aminobutyric acid (GABA) and histidine. (PMID 1266573). Increased concentration of CSF homocarnosine has been found in familial spastic paraplegia. (PMID 842287). Homocarnosinosis (an inherited disorder, OMIM 236130) is characterized by an elevated level of the dipeptide homocarnosine (Hca) in the Cerebrospinal fluid (CSF) and the brain and by carnosinuria and serum carnosinase deficiency, and can co-exist with paraplegia, retinitis pigmentosa, and a progressive mental deficiency. (PMID 3736769). In glial tumors of human brain the content of homocarnosine has been found to be lower than in brain tissue (PMID 1032224), while an increase in content of homocarnosine was observed in brain tissue of animals under experimental trauma of cranium. (PMID 1025883).	3650-73-5	Solid	[NH3+]CCCC(=O)N[C@@H](Cc1c[nH]cn1)C(=O)[O-]	C10H16N4O3	InChI=1S/C10H16N4O3/c11-3-1-2-9(15)14-8(10(16)17)4-7-5-12-6-13-7/h5-6,8H,1-4,11H2,(H,12,13)(H,14,15)(H,16,17)/t8-/m0/s1	CCLQKVKJOGVQLU-QMMMGPOBSA-N	240.1222404	CHEBI:143075	HMDB0000745	
BASm0010153	N(pros)-methyl-L-histidine	3-Methylhistidine, also known as 3-MHis, 3MH, pi-methylhistidine or pros-methylhistidine, belongs to the class of organic compounds known as histidine and derivatives. 3MH is also classified as a methylamino acid. Methylamino acids are primarily proteogenic amino acids (found in proteins) which have been methylated (in situ) on their side chains by various methyltransferase enzymes. Histidine can be methylated at either the N1 or N3 position of its imidazole ring, yielding the isomers 1-methylhistidine (1MH; also referred to as tau-methylhistidine, according to IUPAC) or 3-methylhistidine (3MH; pi-methylhistidine, according to IUPAC), respectively. There is considerable confusion with regard to the nomenclature of the methylated nitrogen atoms on the imidazole ring of histidine in histidine-containing proteins (such as actin and myosin) as well as histidine-containing peptides (such as anserine and ophidine/balenine). In particular, older literature (mostly prior to the year 2000) as well as most biochemists and nutrition scientists incorrectly number the imidazole nitrogen atom most proximal to the side chain beta-carbon as 1 or N1, while organic chemists correctly designate it as 3 or N3. As a result, biochemists and nutrition scientists historically designated anserine (Npi-methylated) as beta-alanyl-N1-methylhistidine (or beta-alanyl-1-methylhistidine), whereas according to standard IUPAC nomenclature, anserine is correctly named as beta-alanyl-N3-methylhistidine. As a result, for several decades, many papers incorrectly identified 1MH as a specific marker for dietary consumption or various pathophysiological effects when they really are referring to 3MH – and vice versa (PMID: 24137022). To help resolve this issue the IUPAC commission (PMID: 6743224 and IUPAC Compendium of Chemical Terminology, 2nd ed. (the 'Gold Book'). Compiled by A. D. McNaught and A. Wilkinson. Blackwell Scientific Publications, Oxford (1997)) revised the nomenclature for histidine and introduced the terms pi (for prox or pros – near) and tau (for tele – far) to label the imidazole nitrogens in histidine. Therefore, the pi nitrogen is the nitrogen closest to the side chain beta carbon (atom #3 or N3) while the tau nitrogen is most distant from the side chain beta carbon (atom #1 or N1). IUPAC’s goal is for the global community to refer to the molecule depicted here is as “pi-methylhistidine” with the hope that the archaic term, 3-methylhistidine will eventually disappear. Unfortunately, this has not happened and confusion still persists.  Older versions of the HMDB (prior to 2022) as well as current versions of some databases, such as PubChem, KEGG, and UniProt, indicate that an acceptable synonym for 3MH is tau-methylhistidine or otherwise somehow equate 1MH and 3MH. This is incorrect and it continues to sow confusion. Indeed, a key paper that identified METTL9 as the enzyme responsible for pi-methylation of histidine in most vertebrates also incorrectly labeled the METTL9 product as 1MH (PMID: 33563959). Similarly, a key paper that identified METTL18 as the enzyme responsible for tau-methylation of histidine incorrectly labelled the METTL18 product as 3MH (PMID: 33693809). Likewise, many members of the biochemical/nutrition community still incorrectly refer to 1MH as pi-methlyhistidine and 3MH as tau-methylhistidine. This has led to even more confusion. To maintain consistency for this compound description, all papers cited herein that incorrectly refer to 3MH as 1MH and vice versa, will have their conclusions re-stated and the citation will be marked with the phrase “3MH/1MH switch”. 3MH is a free amino acid arising from the proteolysis of 3MH-containing proteins and peptides.  It is not synthesized on its own, nor can it be incorporated into proteins as an amino acid. However, it can be incorporated into certain dipeptides through the action of the enzyme known as carnosine synthase I. 3MH can only be generated from histidine residues through the action of methyltransferases as a protein post-translational modification event. Histidine methylation on the 3- or pi site of histidine-containing proteins is mediated by only one known enzyme – METTL9. Recent discoveries have shown that 3MH is produced in essentially all vertebrates via the methyltransferase enzyme known as METTL9 (3MH/1MH switch - PMID: 33563959). METTL9 is a broad-specificity S-adenosylmethionine-mediated methyltransferase that mediates the formation of the majority of 3MH present in mammalian and other vertebrate proteomes. METTL9-catalyzed methylation requires a His-x-His (HxH) motif, where 'x' is a small amino acid consisting of A, N, G, S, or T. This H[ANGST]H or HxH motif is found in a number of abundant mammalian proteins such as ARMC6, S100A9, and NDUFB3 (3MH/1MH switch - PMID: 33563959). In addition to these pi-His-methylated proteins, a specialized dipeptide called anserine (called beta-alanyl-3-methyl-L-histidine) that consists of beta-alanine and 3MH is also known and particularly well studied (PMID: 24137022). This methylated analog of carnosine, which is naturally produced in the liver via the enzyme carnosine synthase I (PMID: 20097752), is especially abundant in the skeletal muscles and brains of mammals, birds, and fish (PMID: 24137022).  Anserine, like its homologs ophidine and carnosine, is believed to act as a pH buffer (for lactic acid generated by muscles), an antiglycating agent, and an antioxidant. Neither ophidine nor anserine are produced in humans, with humans being the only vertebrate not producing (or producing very little) methylated histidine versions of carnosine (PMID: 24137022). Because of its abundance in some muscle-related proteins but especially because of the high abundance of anserine found in poultry and fish, 3MH has been found to be a good biomarker for the consumption of meat (PMID: 21527577). Dietary studies have shown that general poultry consumption (p-trend = 0.0006) and especially chicken consumption (p-trend = 0.0003) are associated with increased levels of 3MH in human plasma (PMID: 30018457). The consumption of fish, especially salmon and cod, has also been shown to increase the levels of 3MH in serum and urine (3MH/1MH switch PMID: 31401679). As a general rule, urinary 3MH is associated with white meat intake (p< 0.001), whereas urinary 1MH is associated with red meat intake (p< 0.001) (3MH/1MH switch - PMID: 34091671).	368-16-1	Solid	Cn1cncc1C[C@H]([NH3+])C(=O)[O-]	C7H11N3O2	InChI=1S/C7H11N3O2/c1-10-4-9-3-5(10)2-6(8)7(11)12/h3-4,6H,2,8H2,1H3,(H,11,12)/t6-/m0/s1	JDHILDINMRGULE-LURJTMIESA-N	169.0851266	CHEBI:143076	HMDB0000479	
BASm0010154	D-leucine	An essential branched-chain amino acid important for hemoglobin formation. [PubChem]; Branched chain amino acids (BCAA) are essential amino acids whose carbon structure is marked by a branch point. These three amino acids are critical to human life and are particularly involved in stress, energy and muscle metabolism. BCAA supplementation as therapy, both oral and intravenous, in human health and disease holds great promise. 'BCAA' denotes valine, isoleucine and leucine which are branched chain essential amino acids. Despite their structural similarities, the branched amino acids have different metabolic routes, with valine going solely to carbohydrates, leucine solely to fats and isoleucine to both. The different metabolism accounts for different requirements for these essential amino acids in humans: 12 mg/kg, 14 mg/kg and 16 mg/kg of valine, leucine and isoleucine respectively. Furthermore, these amino acids have different deficiency symptoms. Valine deficiency is marked by neurological defects in the brain, while isoleucine deficiency is marked by muscle tremors. Many types of inborn errors of BCAA metabolism exist, and are marked by various abnormalities. The most common form is the maple syrup urine disease, marked by a characteristic urinary odor. Other abnormalities are associated with a wide range of symptoms, such as mental retardation, ataxia, hypoglycemia, spinal muscle atrophy, rash, vomiting and excessive muscle movement. Most forms of BCAA metabolism errors are corrected by dietary restriction of BCAA and at least one form is correctable by supplementation with 10 mg of biotin daily. BCAA are useful because they are metabolized primarily by muscle. Stress state- e.g surgery, trauma, cirrhosis, infections, fever and starvation--require proportionately more BCAA than other amino acids and probably proportionately more leucine than either valine or isoleucine. BCAA and other amino acids are frequently fed intravenously (TPN) to malnourished surgical patients and in some cases of severe trauma. BCAA, particularly leucine, stimulate protein synthesis, increase reutilization of amino acids in many organs and reduce protein breakdown. Furthermore, leucine can be an important source of calories, and is superior as fuel to the ubiquitous intravenous glucose (dextrose). Leucine also stimulates insulin release, which in turn stimulates protein synthesis and inhibits protein breakdown. These effects are particularly useful in athletic training. BCAA should also replace the use of steroids as commonly used by weightlifters. Huntington's chorea and anorexic disorders both are characterized by low serum BCAA. These diseases, as well as forms of Parkinson's, may respond to BCAA therapy. BCAA, and particularly leucine, are among the amino acids most essential for muscle health. (http://www.dcnutrition.com); Leucine (abbreviated as Leu or L) is a branched-chain amino acid with the chemical formula HO2CCH(NH2)CH2CH(CH3)2. Leucine is classified as a hydrophobic amino acid due to its aliphatic isobutyl side chain. It is encoded by six codons (UUA, UUG, CUU, CUC, CUA, and CUG) and is a major component of the subunits in ferritin, astacin and other 'buffer' proteins. Leucine is an essential amino acid. Leucine is a branched-chain amino acid (BCAA) since it possesses an aliphatic side-chain that is non-linear.	328-38-1	Solid	CC(C)C[C@@H]([NH3+])C(=O)[O-]	C6H13NO2	InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m1/s1	ROHFNLRQFUQHCH-RXMQYKEDSA-N	131.0946287	CHEBI:143079	HMDB0013773	
BASm0010155	D-2-aminohexanoate			Expected Solid	CCCC[C@@H]([NH3+])C(=O)[O-]	C6H13NO2	InChI=1S/C6H13NO2/c1-2-3-4-5(7)6(8)9/h5H,2-4,7H2,1H3,(H,8,9)/t5-/m1/s1	LRQKBLKVPFOOQJ-RXMQYKEDSA-N	131.0946287	CHEBI:143080		MMDBc0054418
BASm0010156	D-homoserine			Expected Solid	[NH3+][C@H](CCO)C(=O)[O-]	C4H9NO3	InChI=1S/C4H9NO3/c5-3(1-2-6)4(7)8/h3,6H,1-2,5H2,(H,7,8)/t3-/m1/s1	UKAUYVFTDYCKQA-GSVOUGTGSA-N	119.0582432	CHEBI:143081		MMDBc0055867
BASm0010157	1-octadecanoyl-2-(9,10-epoxyoctadecanoyl)-sn-glycero-3-phospho-L-serine				CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-])OC(=O)CCCCCCCC1OC1CCCCCCCC		InChI=1S/C42H80NO11P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-23-27-31-40(44)50-33-36(34-51-55(48,49)52-35-37(43)42(46)47)53-41(45)32-28-24-20-22-26-30-39-38(54-39)29-25-21-10-8-6-4-2/h36-39H,3-35,43H2,1-2H3,(H,46,47)(H,48,49)/p-1/t36-,37+,38?,39?/m1/s1	FWUHPCJHRCUGCZ-CUFWPVFCSA-M		CHEBI:143087		
BASm0010158	1-octadecanoyl-2-(10-hydroxyoctadecanoyl)-sn-glycero-3-phospho-L-serine				CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OC[C@H]([NH3+])C(=O)[O-])OC(=O)CCCCCCCCC(O)CCCCCCCC		InChI=1S/C42H82NO11P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-24-28-32-40(45)51-34-38(35-52-55(49,50)53-36-39(43)42(47)48)54-41(46)33-29-25-21-20-23-27-31-37(44)30-26-22-10-8-6-4-2/h37-39,44H,3-36,43H2,1-2H3,(H,47,48)(H,49,50)/p-1/t37?,38-,39+/m1/s1	QOQYXRDZQGUBRY-UTIJYACASA-M		CHEBI:143088		
BASm0010159	10-hydroxyoctadecanoate					C18H35O3		PAZZVPKITDJCPV-UHFFFAOYNA-M	299.2591686	CHEBI:143089	HMDB0240324	
BASm0010160	2',3'-cGAMP				NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP([O-])(=O)O[C@@H]4[C@@H](COP([O-])(=O)O[C@@H]2[C@@H]3O)O[C@H]([C@@H]4O)N2C=NC3=C2N=CN=C3N)C(=O)N1	C20H22N10O13P2	InChI=1S/C20H24N10O13P2/c21-14-8-15(24-3-23-14)29(4-25-8)18-11(32)12-7(41-18)2-39-45(36,37)43-13-10(31)6(1-38-44(34,35)42-12)40-19(13)30-5-26-9-16(30)27-20(22)28-17(9)33/h3-7,10-13,18-19,31-32H,1-2H2,(H,34,35)(H,36,37)(H2,21,23,24)(H3,22,27,28,33)/p-2/t6-,7-,10-,11-,12-,13-,18-,19-/m1/s1	XRILCFTWUCUKJR-INFSMZHSSA-L	672.085402	CHEBI:143093		MMDBc0057098
BASm0010161	1-hexadecanoyl-2-(10-hydroxyoctadecanoyl)-sn-glycero-3-phospho-L-serine					C40H77NO11P		IFRPSJGYJYXETK-FUYIYIERSA-M	778.5239729	CHEBI:143094		
BASm0010162	Gp(2'-5')Ap(3')				NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2OP([O-])(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP([O-])([O-])=O)N2C=NC3=C2N=CN=C3N)C(=O)N1	C20H23N10O14P2	InChI=1S/C20H26N10O14P2/c21-14-8-15(24-3-23-14)29(4-25-8)18-11(33)12(43-45(35,36)37)7(42-18)2-40-46(38,39)44-13-10(32)6(1-31)41-19(13)30-5-26-9-16(30)27-20(22)28-17(9)34/h3-7,10-13,18-19,31-33H,1-2H2,(H,38,39)(H2,21,23,24)(H2,35,36,37)(H3,22,27,28,34)/p-3/t6-,7-,10-,11-,12-,13-,18-,19-/m1/s1	OVXKSNAROFCXFB-INFSMZHSSA-K	689.0886902	CHEBI:143098		MMDBc0057099
BASm0010164	a fatty acylamide				*C(N)=O					CHEBI:143129		
BASm0010165	beta-D-GlcNAc-(1->4)-Mur2Ac(oyl-L-Ala-gamma-D-O-P-Glu-L-Lys-D-Ala-D-Ala)-di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP(O)(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])N=C(C)[O-])[C@]([H])(O[C@]([H])(C)C(O)=N[C@@]([H])(C)C(O)=N[C@]([H])(CCC([O-])=N[C@@]([H])(CCCCN)C(O)=N[C@]([H])(C)C([O-])=N[C@]([H])(C)C(O)=O)C(=O)OP(O)(O)=O)[C@@]1([H])N=C(C)[O-])=C(\C)CCC=C(C)C	C94H153N8O29P3	InChI=1S/C94H157N8O29P3/c1-59(2)31-21-32-60(3)33-22-34-61(4)35-23-36-62(5)37-24-38-63(6)39-25-40-64(7)41-26-42-65(8)43-27-44-66(9)45-28-46-67(10)47-29-48-68(11)49-30-50-69(12)54-56-124-133(120,121)131-134(122,123)130-94-82(100-75(18)106)86(85(79(58-104)127-94)128-93-81(99-74(17)105)84(109)83(108)78(57-103)126-93)125-73(16)89(112)96-71(14)88(111)102-77(92(116)129-132(117,118)119)52-53-80(107)101-76(51-19-20-55-95)90(113)97-70(13)87(110)98-72(15)91(114)115/h31,33,35,37,39,41,43,45,47,49,54,70-73,76-79,81-86,93-94,103-104,108-109H,19-30,32,34,36,38,40,42,44,46,48,50-53,55-58,95H2,1-18H3,(H,96,112)(H,97,113)(H,98,110)(H,99,105)(H,100,106)(H,101,107)(H,102,111)(H,114,115)(H,120,121)(H,122,123)(H2,117,118,119)/p-4/b60-33+,61-35+,62-37-,63-39-,64-41-,65-43-,66-45-,67-47-,68-49-,69-54-/t70-,71+,72-,73-,76+,77-,78-,79-,81-,82-,83-,84-,85-,86-,93+,94-/m1/s1	YVDOHCYUJLXIMH-OVTFQNCVSA-J	1950.997826	CHEBI:143132		MMDBc0055762
BASm0010166	S-(2-succino)-L-cysteine			Expected Solid	[NH3+][C@@H](CSC(CC(=O)[O-])C(=O)[O-])C(=O)[O-]	C7H9NO6S	InChI=1S/C7H11NO6S/c8-3(6(11)12)2-15-4(7(13)14)1-5(9)10/h3-4H,1-2,8H2,(H,9,10)(H,11,12)(H,13,14)/p-2/t3-,4?/m0/s1	XPKKFTKCRVIDAG-WUCPZUCCSA-L	235.0161553	CHEBI:143133		MMDBc0056294
BASm0010167					*N[C@@H](CSC(CC(=O)[O-])C(=O)[O-])C(*)=O					CHEBI:143134		
BASm0010168					*NCC(=O)O[C@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4CC[C@H]([C@H](C)CCCC(C)C)[C@@]4(C)CC[C@@H]32)C1					CHEBI:143135		
BASm0010169					*N[C@@H](CC(=O)OC(CCCCCCCC(=O)[O-])C(=O)C/C=C\CCCCC)C(*)=O					CHEBI:143138		
BASm0010170	9S,10-epoxy-(10,12Z)-octadecadienoate	A long-chain unsaturated fatty acid anion that is the conjugate base of (9S),10-epoxy-(10,12Z)-octadecadienoic acid, arising from deprotonation of the carboxylic acid group.			CCCCC/C=C\C=C1O[C@H]1CCCCCCCC(=O)[O-]	C18H29O3	InChI=1S/C18H30O3/c1-2-3-4-5-7-10-13-16-17(21-16)14-11-8-6-9-12-15-18(19)20/h7,10,13,17H,2-6,8-9,11-12,14-15H2,1H3,(H,19,20)/p-1/b10-7-,16-13?/t17-/m0/s1	LVVCDOSOKGYQFY-IDQNXFEJSA-M		CHEBI:143139		
BASm0010171					*NCC(=O)N[C@@H](CS)C(*)=O					CHEBI:143140		
BASm0010172	N,N',N''-triacetylchitotriose				CC(=O)N[C@H]1[C@H](O[C@H]2[C@H](O)[C@@H](NC(C)=O)C(O)O[C@@H]2CO)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@@H]1O	C24H41N3O16	InChI=1S/C24H41N3O16/c1-7(31)25-13-18(36)20(11(5-29)39-22(13)38)42-24-15(27-9(3)33)19(37)21(12(6-30)41-24)43-23-14(26-8(2)32)17(35)16(34)10(4-28)40-23/h10-24,28-30,34-38H,4-6H2,1-3H3,(H,25,31)(H,26,32)(H,27,33)	WZZVUHWLNMNWLW-UHFFFAOYSA-N	627.2486823	CHEBI:143141		
BASm0010173	N,N',N'',N'''-tetraacetylchitotetraose			Expected Solid	[H]C1(O)O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O[C@]3([H])O[C@]([H])(CO)[C@@]([H])(O[C@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]4([H])N=C(C)O)[C@]([H])(O)[C@@]3([H])N=C(C)O)[C@]([H])(O)[C@@]2([H])N=C(C)O)[C@]([H])(O)[C@@]1([H])N=C(C)O	C32H54N4O21	InChI=1S/C32H54N4O21/c1-9(41)33-17-23(47)26(14(6-38)51-29(17)50)55-31-19(35-11(3)43)25(49)28(16(8-40)53-31)57-32-20(36-12(4)44)24(48)27(15(7-39)54-32)56-30-18(34-10(2)42)22(46)21(45)13(5-37)52-30/h13-32,37-40,45-50H,5-8H2,1-4H3,(H,33,41)(H,34,42)(H,35,43)(H,36,44)/t13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29?,30+,31+,32+/m1/s1	PFZKWTWCVGDJQC-VNVOTFTJSA-N	830.3280548	CHEBI:143142		MMDBc0056162
BASm0010174	N,N',N'',N'''-tetraacetylchitotetraono-1,5-lactone			Expected Solid	[H][C@]1(CO)OC(=O)[C@]([H])(N=C(C)O)[C@@]([H])(O)[C@]1([H])O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O[C@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])N=C(C)O)[C@]([H])(O)[C@@]2([H])N=C(C)O)[C@]([H])(O)[C@@]1([H])N=C(C)O	C32H52N4O21	InChI=1S/C32H52N4O21/c1-9(41)33-17-23(47)26(14(6-38)51-29(17)50)55-31-19(35-11(3)43)25(49)28(16(8-40)53-31)57-32-20(36-12(4)44)24(48)27(15(7-39)54-32)56-30-18(34-10(2)42)22(46)21(45)13(5-37)52-30/h13-28,30-32,37-40,45-49H,5-8H2,1-4H3,(H,33,41)(H,34,42)(H,35,43)(H,36,44)/t13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,30+,31+,32+/m1/s1	ZWAGRNFKEYEKAL-GIWPWQNKSA-N	828.3124047	CHEBI:143143		MMDBc0056161
BASm0010175	N,N',N''-triacetylchitotriono-1,5-lactone			Expected Solid	[H][C@]1(CO)OC(=O)[C@]([H])(N=C(C)O)[C@@]([H])(O)[C@]1([H])O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])N=C(C)O)[C@]([H])(O)[C@@]1([H])N=C(C)O	C24H39N3O16	InChI=1S/C24H39N3O16/c1-7(31)25-13-18(36)20(11(5-29)39-22(13)38)42-24-15(27-9(3)33)19(37)21(12(6-30)41-24)43-23-14(26-8(2)32)17(35)16(34)10(4-28)40-23/h10-21,23-24,28-30,34-37H,4-6H2,1-3H3,(H,25,31)(H,26,32)(H,27,33)/t10-,11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,21-,23+,24+/m1/s1	YCSSMHRQBYJXHJ-XUQOLGQRSA-N	625.2330322	CHEBI:143144		MMDBc0056160
BASm0010176	N,N'-diacetylchitobiono-1,5-lactone			Expected Solid	[H][C@]1(CO)OC(=O)[C@]([H])(N=C(C)O)[C@@]([H])(O)[C@]1([H])O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])N=C(C)O	C16H26N2O11	InChI=1S/C16H26N2O11/c1-5(21)17-9-13(25)14(8(4-20)27-15(9)26)29-16-10(18-6(2)22)12(24)11(23)7(3-19)28-16/h7-14,16,19-20,23-25H,3-4H2,1-2H3,(H,17,21)(H,18,22)/t7-,8-,9-,10-,11-,12-,13-,14-,16+/m1/s1	QEWMGEYMXSBQHP-XYLIUAONSA-N	422.1536597	CHEBI:143145		MMDBc0056159
BASm0010177					*C(=O)[C@H](CS)NC(=O)CCCCCCCCCCCCCCC					CHEBI:143147		
BASm0010178	(S)-codamine		21040-59-5			C20H26NO4		OKORHWXYDBSYNO-INIZCTEOSA-O	344.1856347	CHEBI:143148		
BASm0010179	N,N'-diacetylchitobionate					C16H27N2O12		NKGJBHYZBYNMFS-XYLIUAONSA-M	439.1569479	CHEBI:143149		
BASm0010180	N,N',N''-triacetylchitotrionate					C24H40N3O17		VGLQYDNHJOMJBS-XUQOLGQRSA-M	642.2363204	CHEBI:143150		
BASm0010181	N,N',N'',N'''-tetraacetylchitotetraonate					C32H53N4O22		VXRASKQZVKDFQM-GIWPWQNKSA-M	845.3156929	CHEBI:143151		
BASm0010182	D-xylobiono-1,5-lactone			Expected Solid	[H][C@@]1(O)CO[C@@]([H])(O[C@]2([H])COC(=O)[C@]([H])(O)[C@@]2([H])O)[C@]([H])(O)[C@@]1([H])O	C10H16O9	InChI=1S/C10H16O9/c11-3-1-18-10(8(15)5(3)12)19-4-2-17-9(16)7(14)6(4)13/h3-8,10-15H,1-2H2/t3-,4-,5+,6+,7-,8-,10+/m1/s1	PKYGRWKSPPKWKL-LGPZGGMRSA-N	280.0794321	CHEBI:143156		MMDBc0055877
BASm0010183	beta-alanyl-L-arginine					C9H20N5O3		DLRGFJGVZXSSTP-LURJTMIESA-O	246.1560659	CHEBI:143157		
BASm0010184	N(2)-(4-aminobutanoyl)-L-arginine					C10H22N5O3		RWVVCWHSHOUJBD-ZETCQYMHSA-O	260.171716	CHEBI:143158		
BASm0010185	N(2)-(4-aminobutanoyl)-L-lysine	gamma-Aminobutyryllysine, also known as N2-(4-amino-1-oxobutyl)-lysine, belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond. gamma-Aminobutyryllysine is a very strong basic compound (based on its pKa). gamma-Aminobutyryllysine is a dipeptide present in the human brain. This dipeptide occurs in much higher concentrations in the human brain than in the brains of lower mammals (PMID: 5559257). Adult brain and cerebrospinal fluid gamma-aminobutyryllysine levels and adult brain homocarnosine levels are higher than those found in children (PMID: 5031796).	22468-02-6	Solid		C10H22N3O3		OCBQYJFUZHJRIU-QMMMGPOBSA-O	232.165568	CHEBI:143159	HMDB0001959	
BASm0010186	N(2)-(4-aminobutanoyl)-L-ornithine					C9H20N3O3		PQOISWFOHLXORE-ZETCQYMHSA-O	218.1499179	CHEBI:143160		
BASm0010187	beta-alanyl-L-lysine					C9H20N3O3		PLDCWKCPEXNWJH-ZETCQYMHSA-O	218.1499179	CHEBI:143161		
BASm0010188	beta-alanyl-L-ornithine					C8H18N3O3		BVYMCOYDWKSPFS-LURJTMIESA-O	204.1342679	CHEBI:143162		
BASm0010189	glycyl-L-leucine	Glycylleucine is a dipeptide composed of glycine and leucine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. It appears to be a common substrate for glycyl-leucine dipeptidase.	869-19-2	Solid	CC(C)C[C@H](NC(=O)CN)C(O)=O	C8H16N2O3	InChI=1S/C8H16N2O3/c1-5(2)3-6(8(12)13)10-7(11)4-9/h5-6H,3-4,9H2,1-2H3,(H,10,11)(H,12,13)/t6-/m0/s1	DKEXFJVMVGETOO-LURJTMIESA-N	188.1160924	CHEBI:143163	HMDB0000759	
BASm0010190	D-xylotriono-1,5-lactone			Expected Solid	[H][C@@]1(O)CO[C@@]([H])(O[C@]2([H])CO[C@@]([H])(O[C@]3([H])COC(=O)[C@]([H])(O)[C@@]3([H])O)[C@]([H])(O)[C@@]2([H])O)[C@]([H])(O)[C@@]1([H])O	C15H24O13	InChI=1S/C15H24O13/c16-4-1-25-14(11(21)7(4)17)28-6-3-26-15(12(22)9(6)19)27-5-2-24-13(23)10(20)8(5)18/h4-12,14-22H,1-3H2/t4-,5-,6-,7+,8+,9+,10-,11-,12-,14+,15+/m1/s1	GBPWGBKZMRUFCA-WKURFPTNSA-N	412.1216908	CHEBI:143164		MMDBc0055882
BASm0010191	D-xylotetraono-1,5-lactone			Expected Solid	[H][C@@]1(O)CO[C@@]([H])(O[C@]2([H])CO[C@@]([H])(O[C@]3([H])CO[C@@]([H])(O[C@]4([H])COC(=O)[C@]([H])(O)[C@@]4([H])O)[C@]([H])(O)[C@@]3([H])O)[C@]([H])(O)[C@@]2([H])O)[C@]([H])(O)[C@@]1([H])O	C20H32O17	InChI=1S/C20H32O17/c21-5-1-32-18(14(27)9(5)22)36-7-3-34-20(16(29)11(7)24)37-8-4-33-19(15(28)12(8)25)35-6-2-31-17(30)13(26)10(6)23/h5-16,18-29H,1-4H2/t5-,6-,7-,8-,9+,10+,11+,12+,13-,14-,15-,16-,18+,19+,20+/m1/s1	URBPSIJAPPFFDR-NMABQMPMSA-N	544.1639496	CHEBI:143165		MMDBc0055880
BASm0010192	D-xylobionate					C10H17O10		DGXURXUMSDNLNT-LGPZGGMRSA-M	297.0827203	CHEBI:143166		
BASm0010193	D-xylotrionate					C15H25O14		BVISSQNVOKXBRV-WKURFPTNSA-M	429.1249791	CHEBI:143167		
BASm0010194	D-xylotetraonate					C20H33O18		ODPPUXHVJBBEHZ-NMABQMPMSA-M	561.1672378	CHEBI:143168		
BASm0010195	D-cellotriono-1,5-lactone			Expected Solid	[H][C@]1(O)C(=O)O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O[C@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)[C@]([H])(O)[C@@]2([H])O)[C@]1([H])O	C18H30O16	InChI=1S/C18H30O16/c19-1-4-7(22)8(23)12(27)17(31-4)34-15-6(3-21)32-18(13(28)10(15)25)33-14-5(2-20)30-16(29)11(26)9(14)24/h4-15,17-28H,1-3H2/t4-,5-,6-,7-,8+,9-,10-,11-,12-,13-,14-,15-,17+,18+/m1/s1	OJYJVXIGXVWXKV-REIOPUSASA-N	502.1533849	CHEBI:143171		MMDBc0055856
BASm0010196	D-cellotetraono-1,5-lactone			Expected Solid	[H][C@]1(O)C(=O)O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O[C@]3([H])O[C@]([H])(CO)[C@@]([H])(O[C@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]4([H])O)[C@]([H])(O)[C@@]3([H])O)[C@]([H])(O)[C@@]2([H])O)[C@]1([H])O	C24H40O21	InChI=1S/C24H40O21/c25-1-5-9(29)10(30)15(35)22(40-5)44-19-7(3-27)42-24(17(37)12(19)32)45-20-8(4-28)41-23(16(36)13(20)33)43-18-6(2-26)39-21(38)14(34)11(18)31/h5-20,22-37H,1-4H2/t5-,6-,7-,8-,9-,10+,11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,22+,23+,24+/m1/s1	FAUZEDDJHGPBJZ-HGEKWHHESA-N	664.2062083	CHEBI:143172		MMDBc0055855
BASm0010197	D-cellopentaono-1,5-lactone			Expected Solid	[H][C@]1(O)C(=O)O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O[C@]3([H])O[C@]([H])(CO)[C@@]([H])(O[C@]4([H])O[C@]([H])(CO)[C@@]([H])(O[C@]5([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]5([H])O)[C@]([H])(O)[C@@]4([H])O)[C@]([H])(O)[C@@]3([H])O)[C@]([H])(O)[C@@]2([H])O)[C@]1([H])O	C30H50O26	InChI=1S/C30H50O26/c31-1-6-11(36)12(37)18(43)27(49-6)54-23-8(3-33)51-29(20(45)14(23)39)56-25-10(5-35)52-30(21(46)16(25)41)55-24-9(4-34)50-28(19(44)15(24)40)53-22-7(2-32)48-26(47)17(42)13(22)38/h6-25,27-46H,1-5H2/t6-,7-,8-,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,27+,28+,29+,30+/m1/s1	WZLSAIPXWOSENT-GGMNNXMPSA-N	826.2590317	CHEBI:143173		MMDBc0055853
BASm0010198	D-cellohexaono-1,5-lactone			Expected Solid	[H][C@]1(O)C(=O)O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O[C@]3([H])O[C@]([H])(CO)[C@@]([H])(O[C@]4([H])O[C@]([H])(CO)[C@@]([H])(O[C@]5([H])O[C@]([H])(CO)[C@@]([H])(O[C@]6([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]6([H])O)[C@]([H])(O)[C@@]5([H])O)[C@]([H])(O)[C@@]4([H])O)[C@]([H])(O)[C@@]3([H])O)[C@]([H])(O)[C@@]2([H])O)[C@]1([H])O	C36H60O31	InChI=1S/C36H60O31/c37-1-7-13(43)14(44)21(51)32(58-7)64-27-9(3-39)60-34(23(53)16(27)46)66-29-11(5-41)62-36(25(55)18(29)48)67-30-12(6-42)61-35(24(54)19(30)49)65-28-10(4-40)59-33(22(52)17(28)47)63-26-8(2-38)57-31(56)20(50)15(26)45/h7-30,32-55H,1-6H2/t7-,8-,9-,10-,11-,12-,13-,14+,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,32+,33+,34+,35+,36+/m1/s1	QYBQUOGVPYOWBW-WLFNWXPVSA-N	988.3118552	CHEBI:143174		MMDBc0055852
BASm0010199	D-cellotrionate					C18H31O17		YFLYSNSGNLXMJW-REIOPUSASA-M	519.1566731	CHEBI:143175		
BASm0010200	D-cellotetraonate			Expected Solid	[H][C@@](O)(CO)[C@@]([H])(O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O[C@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)[C@]([H])(O)[C@@]2([H])O)[C@]([H])(O)[C@@]1([H])O)[C@]([H])(O)[C@@]([H])(O)C([O-])=O	C24H41O22	InChI=1S/C24H42O22/c25-1-5(29)18(11(32)14(35)21(39)40)44-23-16(37)12(33)20(7(3-27)42-23)46-24-17(38)13(34)19(8(4-28)43-24)45-22-15(36)10(31)9(30)6(2-26)41-22/h5-20,22-38H,1-4H2,(H,39,40)/p-1/t5-,6-,7-,8-,9-,10+,11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,22+,23+,24+/m1/s1	XVYVCBHKMNSDPD-HGEKWHHESA-M	681.2094965	CHEBI:143176		MMDBc0055854
BASm0010201	D-cellopentaonate				O=C([O-])[C@H](O)[C@@H](O)[C@H](O[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)CO		InChI=1S/C30H52O27/c31-1-6(36)22(13(39)17(43)26(48)49)54-28-19(45)14(40)24(8(3-33)51-28)56-30-21(47)16(42)25(10(5-35)53-30)57-29-20(46)15(41)23(9(4-34)52-29)55-27-18(44)12(38)11(37)7(2-32)50-27/h6-25,27-47H,1-5H2,(H,48,49)/p-1/t6-,7-,8-,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,27+,28+,29+,30+/m1/s1	FSTNTTWISJSANC-GGMNNXMPSA-M		CHEBI:143177		
BASm0010202	D-cellohexaonate				O=C([O-])[C@H](O)[C@@H](O)[C@H](O[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O[C@@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)CO		InChI=1S/C36H62O32/c37-1-7(43)26(15(46)20(51)31(57)58)64-33-22(53)16(47)28(9(3-39)60-33)66-35-24(55)18(49)30(11(5-41)62-35)68-36-25(56)19(50)29(12(6-42)63-36)67-34-23(54)17(48)27(10(4-40)61-34)65-32-21(52)14(45)13(44)8(2-38)59-32/h7-30,32-56H,1-6H2,(H,57,58)/p-1/t7-,8-,9-,10-,11-,12-,13-,14+,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,32+,33+,34+,35+,36+/m1/s1	VNXNZTVFRFQYHM-WLFNWXPVSA-M		CHEBI:143178		
BASm0010203	D-maltotetraose	Maltotetraose belongs to the class of organic compounds known as oligosaccharides. These are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds. Maltotetraose exists in all living organisms, ranging from bacteria to humans. Outside of the human body, maltotetraose has been detected, but not quantified in several different foods, such as welsh onions, kales, small-leaf lindens, other bread, and romaine lettuces. Maltotetraose is a normal human oligo saccharide present in plasma, but is elevated in cases of Pompe disease (PMID 15886040).	34612-38-9		OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O[C@H]3[C@H](O)[C@@H](O)[C@@H](O[C@H]4[C@H](O)[C@@H](O)C(O)O[C@@H]4CO)O[C@@H]3CO)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O	C24H42O21	InChI=1S/C24H42O21/c25-1-5-9(29)10(30)15(35)22(40-5)44-19-7(3-27)42-24(17(37)12(19)32)45-20-8(4-28)41-23(16(36)13(20)33)43-18-6(2-26)39-21(38)14(34)11(18)31/h5-38H,1-4H2/t5-,6-,7-,8-,9-,10+,11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,21?,22-,23-,24-/m1/s1	LUEWUZLMQUOBSB-AYQJAVFRSA-N	666.2218584	CHEBI:143180	HMDB0001296	
BASm0010204	D-maltopentaose		34620-76-3		OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O[C@H]3[C@H](O)[C@@H](O)[C@@H](O[C@H]4[C@H](O)[C@@H](O)[C@@H](O[C@H]5[C@H](O)[C@@H](O)C(O)O[C@@H]5CO)O[C@@H]4CO)O[C@@H]3CO)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O	C30H52O26	InChI=1S/C30H52O26/c31-1-6-11(36)12(37)18(43)27(49-6)54-23-8(3-33)51-29(20(45)14(23)39)56-25-10(5-35)52-30(21(46)16(25)41)55-24-9(4-34)50-28(19(44)15(24)40)53-22-7(2-32)48-26(47)17(42)13(22)38/h6-47H,1-5H2	FTNIPWXXIGNQQF-UHFFFAOYSA-N		CHEBI:143181		
BASm0010205	D-maltohexaose	Maltohexaose is hexasaccaride or more specifically a hexasaccharide comprised of six D-glucose residues connected by alpha(1->4) linkages.  It is a substrate for energy metabolism and carbon for E. coli.  Maltohexaose is imported into the cell via the maltooligosaccharide-specific LamB-channel of Escherichia coli (also called maltoporin). It is degraded by alpha amylase.	34620-77-4	Solid	OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O[C@H]3[C@H](O)[C@@H](O)[C@@H](O[C@H]4[C@H](O)[C@@H](O)[C@@H](O[C@H]5[C@H](O)[C@@H](O)[C@@H](O[C@H]6[C@H](O)[C@@H](O)C(O)O[C@@H]6CO)O[C@@H]5CO)O[C@@H]4CO)O[C@@H]3CO)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O	C36H62O31	InChI=1S/C36H62O31/c37-1-7-13(43)14(44)21(51)32(58-7)64-27-9(3-39)60-34(23(53)16(27)46)66-29-11(5-41)62-36(25(55)18(29)48)67-30-12(6-42)61-35(24(54)19(30)49)65-28-10(4-40)59-33(22(52)17(28)47)63-26-8(2-38)57-31(56)20(50)15(26)45/h7-56H,1-6H2/t7-,8-,9-,10-,11-,12-,13-,14+,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,31?,32-,33-,34-,35-,36-/m1/s1	OCIBBXPLUVYKCH-LIGGPISVSA-N	990.3275053	CHEBI:143182	HMDB12253	
BASm0010206	D-maltoheptaose		34620-78-5		OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O[C@H]3[C@H](O)[C@@H](O)[C@@H](O[C@H]4[C@H](O)[C@@H](O)[C@@H](O[C@H]5[C@H](O)[C@@H](O)[C@@H](O[C@H]6[C@H](O)[C@@H](O)[C@@H](O[C@H]7[C@H](O)[C@@H](O)C(O)O[C@@H]7CO)O[C@@H]6CO)O[C@@H]5CO)O[C@@H]4CO)O[C@@H]3CO)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O	C42H72O36	InChI=1S/C42H72O36/c43-1-8-15(50)16(51)24(59)37(67-8)74-31-10(3-45)69-39(26(61)18(31)53)76-33-12(5-47)71-41(28(63)20(33)55)78-35-14(7-49)72-42(29(64)22(35)57)77-34-13(6-48)70-40(27(62)21(34)56)75-32-11(4-46)68-38(25(60)19(32)54)73-30-9(2-44)66-36(65)23(58)17(30)52/h8-65H,1-7H2	BNABBHGYYMZMOA-UHFFFAOYSA-N		CHEBI:143183		
BASm0010207	D-maltotriono-1,5-lactone			Expected Solid	O=C1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O	C18H30O16	InChI=1S/C18H30O16/c19-1-4-7(22)8(23)12(27)17(31-4)34-15-6(3-21)32-18(13(28)10(15)25)33-14-5(2-20)30-16(29)11(26)9(14)24/h4-15,17-28H,1-3H2/t4-,5-,6-,7-,8+,9-,10-,11-,12-,13-,14-,15-,17+,18+/m1/s1	OJYJVXIGXVWXKV-REIOPUSASA-N	502.1533849	CHEBI:143184		MMDBc0055856
BASm0010208	D-maltotetraono-1,5-lactone			Expected Solid	O=C1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O	C24H40O21	InChI=1S/C24H40O21/c25-1-5-9(29)10(30)15(35)22(40-5)44-19-7(3-27)42-24(17(37)12(19)32)45-20-8(4-28)41-23(16(36)13(20)33)43-18-6(2-26)39-21(38)14(34)11(18)31/h5-20,22-37H,1-4H2/t5-,6-,7-,8-,9-,10+,11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,22+,23+,24+/m1/s1	FAUZEDDJHGPBJZ-HGEKWHHESA-N	664.2062083	CHEBI:143185		MMDBc0055855
BASm0010209	D-maltopentaono-1,5-lactone			Expected Solid	O=C1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O[C@H]4O[C@H](CO)[C@@H](O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O	C30H50O26	InChI=1S/C30H50O26/c31-1-6-11(36)12(37)18(43)27(49-6)54-23-8(3-33)51-29(20(45)14(23)39)56-25-10(5-35)52-30(21(46)16(25)41)55-24-9(4-34)50-28(19(44)15(24)40)53-22-7(2-32)48-26(47)17(42)13(22)38/h6-25,27-46H,1-5H2/t6-,7-,8-,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,27+,28+,29+,30+/m1/s1	WZLSAIPXWOSENT-GGMNNXMPSA-N	826.2590317	CHEBI:143186		MMDBc0055853
BASm0010210	D-maltohexaono-1,5-lactone			Expected Solid	O=C1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O[C@H]4O[C@H](CO)[C@@H](O[C@H]5O[C@H](CO)[C@@H](O[C@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O	C36H60O31	InChI=1S/C36H60O31/c37-1-7-13(43)14(44)21(51)32(58-7)64-27-9(3-39)60-34(23(53)16(27)46)66-29-11(5-41)62-36(25(55)18(29)48)67-30-12(6-42)61-35(24(54)19(30)49)65-28-10(4-40)59-33(22(52)17(28)47)63-26-8(2-38)57-31(56)20(50)15(26)45/h7-30,32-55H,1-6H2/t7-,8-,9-,10-,11-,12-,13-,14+,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,32+,33+,34+,35+,36+/m1/s1	QYBQUOGVPYOWBW-WLFNWXPVSA-N	988.3118552	CHEBI:143187		MMDBc0055852
BASm0010211	D-maltoheptaono-1,5-lactone				O=C1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O[C@H]4O[C@H](CO)[C@@H](O[C@H]5O[C@H](CO)[C@@H](O[C@H]6O[C@H](CO)[C@@H](O[C@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@H](O)[C@H]6O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O		InChI=1S/C42H70O36/c43-1-8-15(50)16(51)24(59)37(67-8)74-31-10(3-45)69-39(26(61)18(31)53)76-33-12(5-47)71-41(28(63)20(33)55)78-35-14(7-49)72-42(29(64)22(35)57)77-34-13(6-48)70-40(27(62)21(34)56)75-32-11(4-46)68-38(25(60)19(32)54)73-30-9(2-44)66-36(65)23(58)17(30)52/h8-35,37-64H,1-7H2/t8-,9-,10-,11-,12-,13-,14-,15-,16+,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,31-,32-,33-,34-,35-,37-,38-,39-,40-,41-,42-/m1/s1	KXTCDGRHGVMZOH-SLVMBWJPSA-N		CHEBI:143188		
BASm0010212	D-maltotrionate				O=C([O-])[C@H](O)[C@@H](O)[C@H](O[C@H]1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)CO		InChI=1S/C18H32O17/c19-1-4(22)14(9(25)11(27)16(30)31)34-18-13(29)10(26)15(6(3-21)33-18)35-17-12(28)8(24)7(23)5(2-20)32-17/h4-15,17-29H,1-3H2,(H,30,31)/p-1/t4-,5-,6-,7-,8+,9-,10-,11-,12-,13-,14-,15-,17-,18-/m1/s1	YFLYSNSGNLXMJW-IVJVVCOPSA-M		CHEBI:143189		
BASm0010213	D-maltotetraonate			Expected Solid	O=C([O-])[C@H](O)[C@@H](O)[C@H](O[C@H]1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)CO	C24H41O22	InChI=1S/C24H42O22/c25-1-5(29)18(11(32)14(35)21(39)40)44-23-16(37)12(33)20(7(3-27)42-23)46-24-17(38)13(34)19(8(4-28)43-24)45-22-15(36)10(31)9(30)6(2-26)41-22/h5-20,22-38H,1-4H2,(H,39,40)/p-1/t5-,6-,7-,8-,9-,10+,11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,22+,23+,24+/m1/s1	XVYVCBHKMNSDPD-HGEKWHHESA-M	681.2094965	CHEBI:143190		MMDBc0055854
BASm0010214	D-maltopentaonate				O=C([O-])[C@H](O)[C@@H](O)[C@H](O[C@H]1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)CO		InChI=1S/C30H52O27/c31-1-6(36)22(13(39)17(43)26(48)49)54-28-19(45)14(40)24(8(3-33)51-28)56-30-21(47)16(42)25(10(5-35)53-30)57-29-20(46)15(41)23(9(4-34)52-29)55-27-18(44)12(38)11(37)7(2-32)50-27/h6-25,27-47H,1-5H2,(H,48,49)/p-1/t6-,7-,8-,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,27-,28-,29-,30-/m1/s1	FSTNTTWISJSANC-WVXRWCISSA-M		CHEBI:143191		
BASm0010215	D-maltohexaonate				O=C([O-])[C@H](O)[C@@H](O)[C@H](O[C@H]1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O[C@H]4O[C@H](CO)[C@@H](O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)CO		InChI=1S/C36H62O32/c37-1-7(43)26(15(46)20(51)31(57)58)64-33-22(53)16(47)28(9(3-39)60-33)66-35-24(55)18(49)30(11(5-41)62-35)68-36-25(56)19(50)29(12(6-42)63-36)67-34-23(54)17(48)27(10(4-40)61-34)65-32-21(52)14(45)13(44)8(2-38)59-32/h7-30,32-56H,1-6H2,(H,57,58)/p-1/t7-,8-,9-,10-,11-,12-,13-,14+,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,32-,33-,34-,35-,36-/m1/s1	VNXNZTVFRFQYHM-UDVGAWOKSA-M		CHEBI:143192		
BASm0010216	D-maltoheptaonate				O=C([O-])[C@H](O)[C@@H](O)[C@H](O[C@H]1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O[C@H]4O[C@H](CO)[C@@H](O[C@H]5O[C@H](CO)[C@@H](O[C@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)CO		InChI=1S/C42H72O37/c43-1-8(50)30(17(53)23(59)36(66)67)74-38-25(61)18(54)32(10(3-45)69-38)76-40-27(63)20(56)34(12(5-47)71-40)78-42-29(65)22(58)35(14(7-49)73-42)79-41-28(64)21(57)33(13(6-48)72-41)77-39-26(62)19(55)31(11(4-46)70-39)75-37-24(60)16(52)15(51)9(2-44)68-37/h8-35,37-65H,1-7H2,(H,66,67)/p-1/t8-,9-,10-,11-,12-,13-,14-,15-,16+,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,31-,32-,33-,34-,35-,37-,38-,39-,40-,41-,42-/m1/s1	UKSFGJRYBMAOIA-SLVMBWJPSA-M		CHEBI:143193		
BASm0010217	D-cellohexaose				OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](O[C@H]4[C@H](O)[C@@H](O)[C@H](O[C@H]5[C@H](O)[C@@H](O)[C@H](O[C@H]6[C@H](O)[C@@H](O)C(O)O[C@@H]6CO)O[C@@H]5CO)O[C@@H]4CO)O[C@@H]3CO)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O	C36H62O31	InChI=1S/C36H62O31/c37-1-7-13(43)14(44)21(51)32(58-7)64-27-9(3-39)60-34(23(53)16(27)46)66-29-11(5-41)62-36(25(55)18(29)48)67-30-12(6-42)61-35(24(54)19(30)49)65-28-10(4-40)59-33(22(52)17(28)47)63-26-8(2-38)57-31(56)20(50)15(26)45/h7-56H,1-6H2/t7-,8-,9-,10-,11-,12-,13-,14+,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,31?,32+,33+,34+,35+,36+/m1/s1	OCIBBXPLUVYKCH-UOHXBEGVSA-N	990.3275052	CHEBI:143194		MMDBc0057100
BASm0010218	(2S)-2-amino-4-{[(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino}butanoate			Expected Solid	[NH3+][C@@H](CC[NH2+][C@@H](Cc1c[nH]cn1)C(=O)[O-])C(=O)[O-]	C10H16N4O4	InChI=1S/C10H16N4O4/c11-7(9(15)16)1-2-13-8(10(17)18)3-6-4-12-5-14-6/h4-5,7-8,13H,1-3,11H2,(H,12,14)(H,15,16)(H,17,18)/t7-,8-/m0/s1	PQUPEWJRDBYFHU-YUMQZZPRSA-N	256.117155	CHEBI:143196		MMDBc0054852
BASm0010219	pseudopaline			Expected Solid	O=C([O-])CCC([NH2+][C@@H](CC[NH2+][C@@H](Cc1c[nH]cn1)C(=O)[O-])C(=O)[O-])C(=O)[O-]	C15H20N4O8	InChI=1S/C15H22N4O8/c20-12(21)2-1-9(13(22)23)19-10(14(24)25)3-4-17-11(15(26)27)5-8-6-16-7-18-8/h6-7,9-11,17,19H,1-5H2,(H,16,18)(H,20,21)(H,22,23)(H,24,25)(H,26,27)/p-2/t9?,10-,11-/m0/s1	RLSXUJSGKUUKFH-DVRYWGNFSA-L	384.1292108	CHEBI:143198		MMDBc0056278
BASm0010220					*N[C@@H](CSC(=O)CCCCCCCCCCCCC)C(*)=O					CHEBI:143199		
BASm0010221					*N[C@@H](CSC(=O)CCCCCCCCCCCCCCCCC)C(*)=O					CHEBI:143200		
BASm0010222					*N[C@@H](CSC(=O)CCCCCCC/C=C\CCCCCCCC)C(*)=O					CHEBI:143201		
BASm0010223					*N[C@@H](CSC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)C(*)=O					CHEBI:143202		
BASm0010224					*N[C@@H](CCCCNC(=O)CCCCCCCCCCCCCCCCC)C(*)=O					CHEBI:143206		
BASm0010225	N(delta)-hydroxy-N(omega)-methyl-L-arginine					C7H17N4O3		DFZYNUZCICQYAK-YFKPBYRVSA-O	205.1295168	CHEBI:143207		
BASm0010226	N(delta),N(omega')-dihydroxy-N(omega)-methyl-L-arginine					C7H16N4O4		IJGHVDBSMAKBBH-YFKPBYRVSA-N	220.117155	CHEBI:143208		
BASm0010227	N(delta)-hydroxy-N(omega)-methyl-N(omega)-nitroso-L-citrulline					C7H14N4O5		MWLMDLOPROTZCL-YFKPBYRVSA-N	234.0964196	CHEBI:143209		
BASm0010228	N(delta)-hydroxy-N(omega)-methyl-L-citrulline					C7H15N3O4		BFAJHARTSOPNFL-YFKPBYRVSA-N	205.106256	CHEBI:143210		
BASm0010229					*N[C@@H](CCCCNC(=O)CCCCCCCCCCC)C(*)=O					CHEBI:143221		
BASm0010230					*N[C@@H](CCCCNC(=O)CCCCCCCCC)C(*)=O					CHEBI:143222		
BASm0010231					*C(=O)CNC(=O)CCCCCCCCCCCCCCC					CHEBI:143223		
BASm0010232	yersinopine			Expected Solid	[H]C(C)(N[C@@]([H])(CCN[C@@]([H])(CC1=CN=CN1)C(O)=O)C(O)=O)C([O-])=O	C13H19N4O6	InChI=1S/C13H20N4O6/c1-7(11(18)19)17-9(12(20)21)2-3-15-10(13(22)23)4-8-5-14-6-16-8/h5-7,9-10,15,17H,2-4H2,1H3,(H,14,16)(H,18,19)(H,20,21)(H,22,23)/p-1/t7?,9-,10-/m0/s1	WLNNYKMTYVPSDL-IVNRZZHDSA-M	327.1310079	CHEBI:143224		MMDBc0056381
BASm0010233					*N[C@@H](CCCC[NH2+]CC(=O)[C@@H](O)[C@H](O)[C@H](O)CO)C(*)=O					CHEBI:143253		
BASm0010234					*N[C@@H](CCCC[NH2+]CC(=O)[C@@H](OP(=O)([O-])[O-])[C@H](O)[C@H](O)CO)C(*)=O					CHEBI:143254		
BASm0010235	(+)-dehydrodiconiferyl alcohol				COC1=CC(\C=C\CO)=CC2=C1O[C@@H]([C@H]2CO)C1=CC(OC)=C(O)C=C1	C20H22O6	InChI=1S/C20H22O6/c1-24-17-10-13(5-6-16(17)23)19-15(11-22)14-8-12(4-3-7-21)9-18(25-2)20(14)26-19/h3-6,8-10,15,19,21-23H,7,11H2,1-2H3/b4-3+/t15-,19+/m0/s1	KUSXBOZNRPQEON-LNFBDUAVSA-N	358.1416384	CHEBI:143256		
BASm0010236	(2S,3R)-dihydrodehydrodiconiferyl alcohol		28199-69-1		COC1=CC(CCCO)=CC2=C1O[C@@H]([C@H]2CO)C1=CC(OC)=C(O)C=C1	C20H24O6	InChI=1S/C20H24O6/c1-24-17-10-13(5-6-16(17)23)19-15(11-22)14-8-12(4-3-7-21)9-18(25-2)20(14)26-19/h5-6,8-10,15,19,21-23H,3-4,7,11H2,1-2H3/t15-,19+/m0/s1	SBLZVJIHPWRSQQ-HNAYVOBHSA-N	360.1572885	CHEBI:143257		
BASm0010237	(2R,3S)-dihydrodehydrodiconiferyl alcohol		28199-69-1			C20H24O6		SBLZVJIHPWRSQQ-BEFAXECRSA-N	360.1572885	CHEBI:143258		
BASm0010238	(S)-isodihydrodehydrodiconiferyl alcohol				COc1cc(C[C@H](CO)c2cc(/C=C/CO)cc(OC)c2O)ccc1O		InChI=1S/C20H24O6/c1-25-18-10-14(5-6-17(18)23)8-15(12-22)16-9-13(4-3-7-21)11-19(26-2)20(16)24/h3-6,9-11,15,21-24H,7-8,12H2,1-2H3/b4-3+/t15-/m1/s1	NKGIDUKYPKQLIB-NHZBNJEXSA-N		CHEBI:143259		
BASm0010239	(R)-isodihydrodehydrodiconiferyl alcohol				COc1cc(C[C@@H](CO)c2cc(/C=C/CO)cc(OC)c2O)ccc1O		InChI=1S/C20H24O6/c1-25-18-10-14(5-6-17(18)23)8-15(12-22)16-9-13(4-3-7-21)11-19(26-2)20(16)24/h3-6,9-11,15,21-24H,7-8,12H2,1-2H3/b4-3+/t15-/m0/s1	NKGIDUKYPKQLIB-BWPKMQGJSA-N		CHEBI:143260		
BASm0010240	(S)-tetrahydrodehydrodiconiferyl alcohol				COc1cc(C[C@H](CO)c2cc(CCCO)cc(OC)c2O)ccc1O		InChI=1S/C20H26O6/c1-25-18-10-14(5-6-17(18)23)8-15(12-22)16-9-13(4-3-7-21)11-19(26-2)20(16)24/h5-6,9-11,15,21-24H,3-4,7-8,12H2,1-2H3/t15-/m1/s1	QTGXBVBJDIWUBL-OAHLLOKOSA-N		CHEBI:143262		
BASm0010241	(R)-tetrahydrodehydrodiconiferyl alcohol				COc1cc(C[C@@H](CO)c2cc(CCCO)cc(OC)c2O)ccc1O		InChI=1S/C20H26O6/c1-25-18-10-14(5-6-17(18)23)8-15(12-22)16-9-13(4-3-7-21)11-19(26-2)20(16)24/h5-6,9-11,15,21-24H,3-4,7-8,12H2,1-2H3/t15-/m0/s1	QTGXBVBJDIWUBL-HNNXBMFYSA-N		CHEBI:143263		
BASm0010242	(S)-norcodamine				COc1cc2c(cc1O)[C@H](Cc1ccc(OC)c(OC)c1)[NH2+]CC2	C19H23NO4	InChI=1S/C19H23NO4/c1-22-17-5-4-12(9-19(17)24-3)8-15-14-11-16(21)18(23-2)10-13(14)6-7-20-15/h4-5,9-11,15,20-21H,6-8H2,1-3H3	YUUVQMNYXHZRSK-UHFFFAOYSA-N	329.1627082	CHEBI:143271	HMDB0177092	
BASm0010243					*N[C@@H](CO[C@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@@H](O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:143272		
BASm0010244	(S)-norreticuline				COc1ccc(C[C@@H]2[NH2+]CCc3cc(OC)c(O)cc32)cc1O	C18H21NO4	InChI=1S/C18H21NO4/c1-22-17-4-3-11(8-15(17)20)7-14-13-10-16(21)18(23-2)9-12(13)5-6-19-14/h3-4,8-10,14,19-21H,5-7H2,1-2H3	FVEMXQCEJGGXJB-UHFFFAOYSA-N	315.1470582	CHEBI:143273		
BASm0010245	(indol-3-yl)butanoate		67763-14-8		O=C([O-])CCCc1c[nH]c2ccccc12	C12H13NO2	InChI=1S/C12H13NO2/c14-12(15)7-3-4-9-8-13-11-6-2-1-5-10(9)11/h1-2,5-6,8,13H,3-4,7H2,(H,14,15)	JTEDVYBZBROSJT-UHFFFAOYSA-N		CHEBI:143274		
BASm0010246	(indol-3-yl)butanoyl-L-glutamine	An N(2)-acyl-L-glutaminate resulting from the deprotonation of the carboxy group of N(2)-[4-(indol-3-yl)butanoyl]-L-glutamine. The major species at pH 7.3.			NC(=O)CC[C@H](NC(=O)CCCc1c[nH]c2ccccc12)C(=O)[O-]	C17H20N3O4	InChI=1S/C17H21N3O4/c18-15(21)9-8-14(17(23)24)20-16(22)7-3-4-11-10-19-13-6-2-1-5-12(11)13/h1-2,5-6,10,14,19H,3-4,7-9H2,(H2,18,21)(H,20,22)(H,23,24)/p-1/t14-/m0/s1	DGZSVIAYDFRXQW-AWEZNQCLSA-M		CHEBI:143275		
BASm0010247	4-chloro-L-lysine			Expected Solid	[H][C@](N)(CC([H])(Cl)CC[NH3+])C(O)=O	C6H14ClN2O2	InChI=1S/C6H13ClN2O2/c7-4(1-2-8)3-5(9)6(10)11/h4-5H,1-3,8-9H2,(H,10,11)/p+1/t4?,5-/m0/s1	RARMVOFXKPZWMG-AKGZTFGVSA-O	181.0738318	CHEBI:143276		MMDBc0055471
BASm0010248	4-(2,4-dichlorophenoxy)butanoate	2,4-DB or 4-(2,4-dichlorophenoxy)butyric acid is a selective systemic phenoxy herbicide used to control many annual and perennial broadleaf weeds in alfalfa, peanuts, soybeans, and other crops. Its active metabolite, 2,4-D, inhibits growth at the tips of stems and roots. It is classified in toxicity class III.	94-82-6	Solid	O=C([O-])CCCOc1ccc(Cl)cc1Cl	C10H10Cl2O3	InChI=1S/C10H10Cl2O3/c11-7-3-4-9(8(12)6-7)15-5-1-2-10(13)14/h3-4,6H,1-2,5H2,(H,13,14)	YIVXMZJTEQBPQO-UHFFFAOYSA-N		CHEBI:143277		
BASm0010249	4-(2,4-dichlorophenoxy)butanoyl-L-glutamine	An N-acyl-L-alpha-amino acid anion resulting from the deprotonation of the carboxy group of N(2)-[4-(2,4-dichlorophenoxy)butanoyl]-L-glutamine. The major species at pH 7.3.			NC(=O)CC[C@H](NC(=O)CCCOc1ccc(Cl)cc1Cl)C(=O)[O-]	C15H17Cl2N2O5	InChI=1S/C15H18Cl2N2O5/c16-9-3-5-12(10(17)8-9)24-7-1-2-14(21)19-11(15(22)23)4-6-13(18)20/h3,5,8,11H,1-2,4,6-7H2,(H2,18,20)(H,19,21)(H,22,23)/p-1/t11-/m0/s1	KDJOGNVMKQDCJK-NSHDSACASA-M		CHEBI:143278		
BASm0010250					*N[C@@H](CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:143279		
BASm0010251	(indol-3-yl)butanoyl-L-cysteine	An N-acyl-L-alpha-amino acid anion resulting from the deprotonation of the carboxy group of N-[4-(indol-3-yl)butanoyl]-L-cysteine. The major species at pH 7.3.			O=C(CCCc1c[nH]c2ccccc12)N[C@@H](CS)C(=O)[O-]	C15H17N2O3S	InChI=1S/C15H18N2O3S/c18-14(17-13(9-21)15(19)20)7-3-4-10-8-16-12-6-2-1-5-11(10)12/h1-2,5-6,8,13,16,21H,3-4,7,9H2,(H,17,18)(H,19,20)/p-1/t13-/m0/s1	LXMVSQPUILWDOQ-ZDUSSCGKSA-M		CHEBI:143280		
BASm0010252	L-propargylglycine			Expected Solid	C#CC[C@H]([NH3+])C(=O)[O-]	C5H7NO2	InChI=1S/C5H7NO2/c1-2-3-4(6)5(7)8/h1,4H,3,6H2,(H,7,8)/t4-/m0/s1	DGYHPLMPMRKMPD-BYPYZUCNSA-N	113.0476785	CHEBI:143285		MMDBc0021200
BASm0010253	L-gamma-glutamyl-L-propargylglycine			Expected Solid	C#CC[C@H](NC(=O)CC[C@H]([NH3+])C(=O)[O-])C(=O)[O-]	C10H13N2O5	InChI=1S/C10H14N2O5/c1-2-3-7(10(16)17)12-8(13)5-4-6(11)9(14)15/h1,6-7H,3-5,11H2,(H,12,13)(H,14,15)(H,16,17)/p-1/t6-,7-/m0/s1	ZQMGEQGKFKWRLU-BQBZGAKWSA-M	241.0829951	CHEBI:143286		MMDBc0056064
BASm0010254	L-gamma-glutamyl-(3R)-L-beta-ethynylserine			Expected Solid	C#C[C@@H](O)[C@H](NC(=O)CC[C@H]([NH3+])C(=O)[O-])C(=O)[O-]	C10H13N2O6	InChI=1S/C10H14N2O6/c1-2-6(13)8(10(17)18)12-7(14)4-3-5(11)9(15)16/h1,5-6,8,13H,3-4,11H2,(H,12,14)(H,15,16)(H,17,18)/p-1/t5-,6+,8-/m0/s1	KTLVUFLBLWWBNE-BBVRLYRLSA-M	257.0779097	CHEBI:143287		MMDBc0056063
BASm0010255	(2E)-octenoate		1871-67-6		CCCCC/C=C/C(=O)[O-]	C8H14O2	InChI=1S/C8H14O2/c1-2-3-4-5-6-7-8(9)10/h6-7H,2-5H2,1H3,(H,9,10)/b7-6+	CWMPPVPFLSZGCY-VOTSOKGWSA-N		CHEBI:143526		
BASm0010256	(2E)-decenoate		334-49-6		CCCCCCC/C=C/C(=O)[O-]	C10H18O2	InChI=1S/C10H18O2/c1-2-3-4-5-6-7-8-9-10(11)12/h8-9H,2-7H2,1H3,(H,11,12)/b9-8+	WXBXVVIUZANZAU-CMDGGOBGSA-N		CHEBI:143529		
BASm0010257	2-methyloctadecanoate				CCCCCCCCCCCCCCCCC(C)C(=O)[O-]	C19H38O2	InChI=1S/C19H38O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(2)19(20)21/h18H,3-17H2,1-2H3,(H,20,21)	GBZDALHFANHWOF-UHFFFAOYSA-N	298.2871805	CHEBI:143530		
BASm0010258	2-methyloctadecanoyl-CoA				CCCCCCCCCCCCCCCCC(C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]		InChI=1S/C40H72N7O17P3S/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-28(2)39(52)68-23-22-42-30(48)20-21-43-37(51)34(50)40(3,4)25-61-67(58,59)64-66(56,57)60-24-29-33(63-65(53,54)55)32(49)38(62-29)47-27-46-31-35(41)44-26-45-36(31)47/h26-29,32-34,38,49-50H,5-25H2,1-4H3,(H,42,48)(H,43,51)(H,56,57)(H,58,59)(H2,41,44,45)(H2,53,54,55)/p-4/t28?,29-,32-,33-,34+,38-/m1/s1	BKWDZUVHXBVCDT-WFSMWQGZSA-J		CHEBI:143531		
BASm0010259	prostaglandin F2alpha-CoA				CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C/C=C\CCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2OP(=O)([O-])[O-])[C@@H](O)C[C@H]1O		InChI=1S/C41H68N7O20P3S/c1-4-5-8-11-25(49)14-15-27-26(28(50)20-29(27)51)12-9-6-7-10-13-32(53)72-19-18-43-31(52)16-17-44-39(56)36(55)41(2,3)22-65-71(62,63)68-70(60,61)64-21-30-35(67-69(57,58)59)34(54)40(66-30)48-24-47-33-37(42)45-23-46-38(33)48/h6,9,14-15,23-30,34-36,40,49-51,54-55H,4-5,7-8,10-13,16-22H2,1-3H3,(H,43,52)(H,44,56)(H,60,61)(H,62,63)(H2,42,45,46)(H2,57,58,59)/p-4/b9-6-,15-14+/t25-,26+,27+,28-,29+,30+,34+,35+,36-,40+/m0/s1	SQSDFKGORGQPEL-XIAPILJESA-J		CHEBI:143532		
BASm0010260	2,6-dimethylheptanoate	A methyl-branched fatty acid anion that is the conjugate base of 2,6-dimethylheptanoic acid, arising from the deprotonation of the carboxy group.			CC(C)CCCC(C)C(=O)[O-]	C9H17O2	InChI=1S/C9H18O2/c1-7(2)5-4-6-8(3)9(10)11/h7-8H,4-6H2,1-3H3,(H,10,11)/p-1	MDAPKSVKYITQHQ-UHFFFAOYSA-M		CHEBI:143533		
BASm0010261					*N[C@@H](CSC(*)=O)C(*)=O					CHEBI:143535		
BASm0010262					*N[C@H](C(*)=O)[C@@H](C)OC(=O)CCCCCCC					CHEBI:143547		
BASm0010263					*N[C@@H](COC(=O)CCCCCCC)C(*)=O					CHEBI:143548		
BASm0010264					*N[C@@H](COC(=O)CCCCCCCCC)C(*)=O					CHEBI:143549		
BASm0010265	sesquisabinene B		58319-04-3		C=C1CC[C@]2([C@@H](C)CCC=C(C)C)C[C@H]12	C15H24	InChI=1S/C15H24/c1-11(2)6-5-7-13(4)15-9-8-12(3)14(15)10-15/h6,13-14H,3,5,7-10H2,1-2,4H3	DYUSFBWNOCHOFP-UHFFFAOYSA-N		CHEBI:143550		
BASm0010266	sesquisabinene A		58319-04-3		C=C1CC[C@]2([C@H](C)CCC=C(C)C)C[C@H]12	C15H24	InChI=1S/C15H24/c1-11(2)6-5-7-13(4)15-9-8-12(3)14(15)10-15/h6,13-14H,3,5,7-10H2,1-2,4H3	DYUSFBWNOCHOFP-UHFFFAOYSA-N		CHEBI:143551		
BASm0010267	8-oxo-GTP				Nc1nc2c([nH]c(=O)n2[C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])[C@@H](O)[C@H]2O)c(=O)[nH]1	C10H12N5O15P3	InChI=1S/C10H16N5O15P3/c11-9-13-6-3(7(18)14-9)12-10(19)15(6)8-5(17)4(16)2(28-8)1-27-32(23,24)30-33(25,26)29-31(20,21)22/h2,4-5,8,16-17H,1H2,(H,12,19)(H,23,24)(H,25,26)(H2,20,21,22)(H3,11,13,14,18)/p-4	JCHLKIQZUXYLPW-UHFFFAOYSA-J		CHEBI:143553		
BASm0010268	8-oxo-GDP			Expected Solid	[H][C@]1(COP(O)(=O)OP(O)([O-])=O)O[C@@]([H])(N2C([O-])=NC3=C2NC(=N)N=C3[O-])[C@]([H])(O)[C@]1([H])O	C10H12N5O12P2	InChI=1S/C10H15N5O12P2/c11-9-13-6-3(7(18)14-9)12-10(19)15(6)8-5(17)4(16)2(26-8)1-25-29(23,24)27-28(20,21)22/h2,4-5,8,16-17H,1H2,(H,12,19)(H,23,24)(H2,20,21,22)(H3,11,13,14,18)/p-3/t2-,4-,5-,8-/m1/s1	PQVZQFDCRLHZRP-UMMCILCDSA-K	455.9974156	CHEBI:143554		MMDBc0055659
BASm0010269	3-hydroxy-3-methylhexanoate			Expected Solid		C7H13O3		RGRNSTGIHROKJB-UHFFFAOYNA-M	145.0870179	CHEBI:143555		MMDBc0055372
BASm0010270	N(2)-(3-hydroxy-3-methylhexanoyl)-L-glutaminate			Expected Solid	[H][C@@](CCC([O-])=N)(N=C(O)CC(C)(O)CCC)C(O)=O	C12H21N2O5	InChI=1S/C12H22N2O5/c1-3-6-12(2,19)7-10(16)14-8(11(17)18)4-5-9(13)15/h8,19H,3-7H2,1-2H3,(H2,13,15)(H,14,16)(H,17,18)/p-1/t8-,12?/m0/s1	VICYTSBIRVLSRJ-KBPLZSHQSA-M	273.1455954	CHEBI:143556		MMDBc0056176
BASm0010271	N(2)-[(2E)-3-methylhex-2-enoyl]-L-glutaminate			Expected Solid	CCC/C(C)=C/C(=O)N[C@@H](CCC(N)=O)C(=O)[O-]	C12H19N2O4	InChI=1S/C12H20N2O4/c1-3-4-8(2)7-11(16)14-9(12(17)18)5-6-10(13)15/h7,9H,3-6H2,1-2H3,(H2,13,15)(H,14,16)(H,17,18)/p-1/b8-7+/t9-/m0/s1	AUBGCRXOZPJJJG-FLOXNTQESA-M	255.1350307	CHEBI:143557		MMDBc0056177
BASm0010272	(2E)-3-methylhex-2-enoate			Expected Solid	CCC/C(C)=C/C(=O)[O-]	C7H11O2	InChI=1S/C7H12O2/c1-3-4-6(2)5-7(8)9/h5H,3-4H2,1-2H3,(H,8,9)/p-1/b6-5+	NTWSIWWJPQHFTO-AATRIKPKSA-M	127.0764532	CHEBI:143558		MMDBc0054807
BASm0010278	4beta-hydroxymethyl-4alpha-methylzymosterol				CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@](C)(CO)[C@@H]1CC3	C29H48O2	InChI=1S/C29H48O2/c1-19(2)8-7-9-20(3)22-11-12-23-21-10-13-25-28(5,24(21)14-16-27(22,23)4)17-15-26(31)29(25,6)18-30/h8,20,22-23,25-26,30-31H,7,9-18H2,1-6H3/t20?,22?,23?,25?,26-,27+,28+,29-/m0/s1	LEUVIESGHNFBEK-AEWFMJFUSA-N		CHEBI:143572		
BASm0010279	4beta-formylmethyl-4alpha-methyl-5alpha-cholesta-8,24-dien-3beta-ol				CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@](C)(C=O)[C@@H]1CC3	C29H46O2	InChI=1S/C29H46O2/c1-19(2)8-7-9-20(3)22-11-12-23-21-10-13-25-28(5,24(21)14-16-27(22,23)4)17-15-26(31)29(25,6)18-30/h8,18,20,22-23,25-26,31H,7,9-17H2,1-6H3/t20?,22?,23?,25?,26-,27+,28+,29-/m0/s1	GFGANDKVOKQAGH-AEWFMJFUSA-N		CHEBI:143573		
BASm0010280	4beta-carboxy-4alpha-methyl-5alpha-cholesta-8,24-dien-3beta-ol			Expected Solid	CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@](C)(C(=O)[O-])[C@@H]1CC3	C29H45O3	InChI=1S/C29H46O3/c1-18(2)8-7-9-19(3)21-11-12-22-20-10-13-24-28(5,23(20)14-16-27(21,22)4)17-15-25(30)29(24,6)26(31)32/h8,19,21-22,24-25,30H,7,9-17H2,1-6H3,(H,31,32)/p-1/t19-,21-,22+,24-,25+,27-,28-,29?/m1/s1	MYWAIWDQTCHPTH-CKXAGKIBSA-M	441.3374189	CHEBI:143574		MMDBc0047879
BASm0010281	4alpha-carboxyzymosterol			Expected Solid	CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@H](C(=O)[O-])[C@@H]1CC3	C28H43O3	InChI=1S/C28H44O3/c1-17(2)7-6-8-18(3)20-11-12-21-19-9-10-23-25(26(30)31)24(29)14-16-28(23,5)22(19)13-15-27(20,21)4/h7,18,20-21,23-25,29H,6,8-16H2,1-5H3,(H,30,31)/p-1/t18-,20-,21+,23+,24+,25+,27-,28-/m1/s1	JHIWIFRQJXLNEU-GSQAGGHASA-M	427.3217688	CHEBI:143575		MMDBc0047882
BASm0010282	an anthocyanidin				*c1cc(-c2[o+]c3cc(O)cc([O-])c3cc2[O-])cc(*)c1O					CHEBI:143576		
BASm0010284	alpha-D-Gal-(1->4)-beta-D-Gal-(1<->1')-Cer				[1*][C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@H](O[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)NC([2*])=O					CHEBI:143594		
BASm0010285	alpha-D-Gal-(1->4)-beta-D-Gal-(1<->1')-Cer(d18:1(4E))				[1*]C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@H](O[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)/C=C/CCCCCCCCCCCCC					CHEBI:143595		
BASm0010286	sodorifen				C=C1[C@@H](C)[C@]2(C)C(C)=C(C)[C@@](C)([C@H]2C)[C@H]1C	C16H26	InChI=1S/C16H26/c1-9-10(2)15(7)12(4)13(5)16(8,11(9)3)14(15)6/h10-11,14H,1H2,2-8H3	GXPHTJFKVOCWKQ-UHFFFAOYSA-N	218.2034508	CHEBI:143611		
BASm0010287	pre-sodorifen diphosphate				CC1=C(C)[C@@](C)(CC/C(C)=C/COP(=O)([O-])OP(=O)([O-])[O-])[C@H](C)[C@H]1C		InChI=1S/C16H30O7P2/c1-11(8-10-22-25(20,21)23-24(17,18)19)7-9-16(6)14(4)12(2)13(3)15(16)5/h8,12,14H,7,9-10H2,1-6H3,(H,20,21)(H2,17,18,19)/p-3/b11-8+/t12-,14+,16-/m0/s1	ZODJECNQEXUGEC-WBUYXRLSSA-K		CHEBI:143612		
BASm0010288					*O[C@H]1C[C@H](n2cc(C[C@H](O)[C@@H](O)CO)c(N)nc2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:143613		
BASm0010289					*O[C@H]1C[C@H](n2cc(C[C@@H](O)[C@@H](O)CO)c(N)nc2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:143614		
BASm0010290					*N[C@@H](CCC(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C(*)=O					CHEBI:143622		
BASm0010291					*N[C@@H](CCC(=O)N[C@@H](CCC(=O)[O-])C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C(*)=O					CHEBI:143623		
BASm0010292					*N[C@@H](CCC(=O)N[C@@H](CCC(=O)[O-])C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C(*)=O					CHEBI:143623		
BASm0010293					*N[C@@H](CCC(=O)N[C@@H](CCC(=O)[O-])C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C(*)=O					CHEBI:143623		
BASm0010294					*N[C@@H](CCC(=O)N[C@@H](CCC(=O)[O-])C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C(*)=O					CHEBI:143623		
BASm0010295					*N[C@@H](CCC(=O)N[C@@H](CCC(=O)[O-])C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C(*)=O					CHEBI:143623		
BASm0010296					*N[C@@H](CCC(=O)N[C@@H](CCC(=O)[O-])C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C(*)=O					CHEBI:143623		
BASm0010297	D-galactofuranose	UL			[H][C@@](O)(CO)[C@]1([H])OC([H])(O)[C@]([H])(O)[C@@]1([H])O	C6H12O6	InChI=1S/C6H12O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2-11H,1H2/t2-,3-,4-,5+,6?/m1/s1	AVVWPBAENSWJCB-RSVSWTKNSA-N	180.0633881	CHEBI:143624	HMDB0062100	
BASm0010298	vincristine					C46H58N4O10		OGWKCGZFUXNPDA-XQKSVPLYSA-P	826.4141969	CHEBI:143658	HMDB0259473	
BASm0010299	enolpyruvoyl-2-diphospho-5'-guanosine			Expected Solid	[H][C@]1(COP([O-])(=O)OP(O)(=O)OC(=C)C([O-])=O)O[C@@]([H])(N2C=NC3=C2NC(=N)N=C3[O-])[C@]([H])(O)[C@]1([H])O	C13H14N5O13P2	InChI=1S/C13H17N5O13P2/c1-4(12(22)23)30-33(26,27)31-32(24,25)28-2-5-7(19)8(20)11(29-5)18-3-15-6-9(18)16-13(14)17-10(6)21/h3,5,7-8,11,19-20H,1-2H2,(H,22,23)(H,24,25)(H,26,27)(H3,14,16,17,21)/p-3/t5-,7-,8-,11-/m1/s1	HEEGRWSFVXWVAQ-IOSLPCCCSA-K	510.0079803	CHEBI:143701		MMDBc0055966
BASm0010300					*O[C@H]1[C@@H](O)[C@H](n2cc(C[NH2+]C)c(=O)nc2[Se]P(=O)([O-])[O-])O[C@@H]1COP(*)(=O)[O-]					CHEBI:143702		
BASm0010301	(2E)-thiogeraniol	Thiogeraniol is a flavouring and perfumery ingredien	39067-80-6		[H]\C(CS)=C(\C)CCC=C(C)C	C10H18S	InChI=1S/C10H18S/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7+	FACAUSJJVBMWLV-JXMROGBWSA-N	170.1129218	CHEBI:143703	HMDB0036106	
BASm0010302	dehydro coenzyme F420-0			Expected Solid	[H][C@@](O)(COP(O)(=O)OC(=C)C([O-])=O)[C@@]([H])(O)[C@@]([H])(O)CN1C2=CC(=O)C=CC2=CC2=C1N=C([O-])[N-]C2=O	C19H17N3O12P	InChI=1S/C19H20N3O12P/c1-8(18(28)29)34-35(31,32)33-7-14(25)15(26)13(24)6-22-12-5-10(23)3-2-9(12)4-11-16(22)20-19(30)21-17(11)27/h2-5,13-15,24-26H,1,6-7H2,(H4,20,21,23,27,28,29,30,31,32)/p-3/t13-,14+,15-/m0/s1	TVDWUIWMKSEGKW-ZNMIVQPWSA-K	510.0566307	CHEBI:143705		MMDBc0055890
BASm0010303	7-deoxycylindrospermopsin				C[C@H]1[C@@H](OS(=O)(=O)[O-])C[C@@H]2C[C@H](Cc3cc(=O)[nH]c(=O)[nH]3)NC3=[N+]2[C@@H]1CN3		InChI=1S/C15H21N5O6S/c1-7-11-6-16-14-17-8(2-9-4-13(21)19-15(22)18-9)3-10(20(11)14)5-12(7)26-27(23,24)25/h4,7-8,10-12H,2-3,5-6H2,1H3,(H4,16,17,18,19,21,22,23,24,25)/t7-,8+,10+,11-,12+/m1/s1	UAKZERPIIKNQHK-GATYQTQLSA-N		CHEBI:143706		
BASm0010304	7-epi-cylindrospermopsin			Expected Solid	C[C@H]1[C@@H](OS(=O)(=O)[O-])C[C@@H]2C[C@H]([C@H](O)c3cc(=O)[nH]c(=O)[nH]3)NC3=[N+]2[C@@H]1CN3	C15H21N5O7S	InChI=1S/C15H21N5O7S/c1-6-10-5-16-14-17-8(13(22)9-4-12(21)19-15(23)18-9)2-7(20(10)14)3-11(6)27-28(24,25)26/h4,6-8,10-11,13,22H,2-3,5H2,1H3,(H4,16,17,18,19,21,23,24,25,26)	KDNLTVRXCBZFNF-UHFFFAOYSA-N	415.1161692	CHEBI:143707		MMDBc0027093
BASm0010305	N-octanoylanthranilate			Expected Solid	CCCCCCCC(=O)Nc1ccccc1C(=O)[O-]	C15H20NO3	InChI=1S/C15H21NO3/c1-2-3-4-5-6-11-14(17)16-13-10-8-7-9-12(13)15(18)19/h7-10H,2-6,11H2,1H3,(H,16,17)(H,18,19)/p-1	DIBJPKPIMHBNDD-UHFFFAOYSA-M	262.1448671	CHEBI:143722		MMDBc0056154
BASm0010306	Fe(III)-di(C-5-deoxy-beta-D-glucosyl)-enterobactin			Expected Solid	O=C1N[C@H]2COC(=O)[C@@H]3COC(=O)[C@H](COC2=O)NC(=O)c2cc([C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)cc4c2O[Fe-3]25(Oc6cccc1c6O2)(O4)Oc1cc([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc(c1O5)C(=O)N3	C42H41FeN3O25	InChI=1S/C42H47N3O25.Fe/c46-8-24-29(54)31(56)33(58)35(69-24)13-4-16(27(52)22(49)6-13)38(61)44-19-11-67-40(63)18(43-37(60)15-2-1-3-21(48)26(15)51)10-66-41(64)20(12-68-42(19)65)45-39(62)17-5-14(7-23(50)28(17)53)36-34(59)32(57)30(55)25(9-47)70-36;/h1-7,18-20,24-25,29-36,46-59H,8-12H2,(H,43,60)(H,44,61)(H,45,62);/q;+3/p-6/t18-,19-,20-,24+,25+,29+,30+,31-,32-,33+,34+,35-,36-;/m0./s1	GDDKOOSAVSOPQR-GYQOYKAHSA-H	1043.139496	CHEBI:143771		MMDBc0055985
BASm0010307	Fe(III)-C-5-deoxy-beta-D-glucosyl-enterobactin			Expected Solid	O=C1N[C@H]2COC(=O)[C@@H]3COC(=O)[C@H](COC2=O)NC(=O)c2cc([C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)cc4c2O[Fe-3]25(Oc6cccc1c6O2)(Oc1cccc(c1O5)C(=O)N3)O4	C36H31FeN3O20	InChI=1S/C36H37N3O20.Fe/c40-9-23-27(47)28(48)29(49)30(59-23)13-7-16(26(46)22(43)8-13)33(52)39-19-12-58-35(54)17(37-31(50)14-3-1-5-20(41)24(14)44)10-56-34(53)18(11-57-36(19)55)38-32(51)15-4-2-6-21(42)25(15)45;/h1-8,17-19,23,27-30,40-49H,9-12H2,(H,37,50)(H,38,51)(H,39,52);/q;+3/p-6/t17-,18-,19-,23+,27+,28-,29+,30-;/m0./s1	UJGYDVQMCBVHLD-LNWNQGHSSA-H	881.086672	CHEBI:143772		MMDBc0055984
BASm0010308	Fe(III)-{N-(2,3-dihydroxybenzoyl)-L-seryl-[N-(C-5-[deoxy-beta-D-glucosyl]-2,3-dihydroxybenzoyl)-L-serine]2}			Expected Solid	O=C1N[C@H](C(=O)[O-])COC(=O)[C@@H]2COC(=O)[C@H](CO)NC(=O)c3cccc4c3O[Fe-3]35(Oc6cc([C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)cc1c6O3)(O4)Oc1cc([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(c1O5)C(=O)N2	C42H42FeN3O26	InChI=1S/C42H49N3O26.Fe/c46-8-18(43-37(61)15-2-1-3-21(49)26(15)52)41(66)69-12-20(45-39(63)17-5-14(7-23(51)28(17)54)36-34(60)32(58)30(56)25(10-48)71-36)42(67)68-11-19(40(64)65)44-38(62)16-4-13(6-22(50)27(16)53)35-33(59)31(57)29(55)24(9-47)70-35;/h1-7,18-20,24-25,29-36,46-60H,8-12H2,(H,43,61)(H,44,62)(H,45,63)(H,64,65);/q;+3/p-7/t18-,19-,20-,24+,25+,29+,30+,31-,32-,33+,34+,35-,36-;/m0./s1	TVPDLHGLFXAKQV-GYQOYKAHSA-G	1060.142784	CHEBI:143773		MMDBc0055982
BASm0010309	Fe(III)-{di[N-(2,3-dihydroxybenzoyl)-L-seryl]-N-(C-5-[deoxy-beta-D-glucosyl]-2,3-dihydroxybenzoyl)-L-serine}			Expected Solid	O=C1N[C@H](C(=O)[O-])COC(=O)[C@@H]2COC(=O)[C@H](CO)NC(=O)c3cccc4c3O[Fe-3]35(Oc6cc([C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)cc1c6O3)(O4)Oc1cccc(c1O5)C(=O)N2	C36H32FeN3O21	InChI=1S/C36H39N3O21.Fe/c40-9-17(37-31(51)14-3-1-5-20(42)24(14)45)35(56)59-12-19(39-32(52)15-4-2-6-21(43)25(15)46)36(57)58-11-18(34(54)55)38-33(53)16-7-13(8-22(44)26(16)47)30-29(50)28(49)27(48)23(10-41)60-30;/h1-8,17-19,23,27-30,40-50H,9-12H2,(H,37,51)(H,38,53)(H,39,52)(H,54,55);/q;+3/p-7/t17-,18-,19-,23+,27+,28-,29+,30-;/m0./s1	RMPVXFYPPIKQLJ-LNWNQGHSSA-G	898.08996	CHEBI:143774		MMDBc0055981
BASm0010310	Fe(III)-{N-(2,3-dihydroxybenzoyl)-L-seryl-N-(C-5-[deoxy-beta-D-glucosyl]-2,3-dihydroxybenzoyl)-L-serine}			Expected Solid	O=C1N[C@H](C(=O)[O-])COC(=O)[C@H](CO)NC(=O)c2cccc3c2O[Fe-]2(Oc4cc([C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)cc1c4O2)O3	C26H25FeN2O16	InChI=1S/C26H30N2O16.Fe/c29-6-12(27-23(38)10-2-1-3-14(31)17(10)33)26(42)43-8-13(25(40)41)28-24(39)11-4-9(5-15(32)18(11)34)22-21(37)20(36)19(35)16(7-30)44-22;/h1-5,12-13,16,19-22,29-37H,6-8H2,(H,27,38)(H,28,39)(H,40,41);/q;+3/p-5/t12-,13-,16+,19+,20-,21+,22-;/m0./s1	TZDNYZWVPMIXNW-GKECYKDFSA-I	677.056441	CHEBI:143775		MMDBc0055983
BASm0010311	Fe(III)-[N-(C-5-[deoxy-beta-D-glucosyl]-2,3-dihydroxybenzoyl)-L-serine]2			Expected Solid	O=C1N[C@H](C(=O)[O-])COC(=O)[C@H](CO)NC(=O)c2cc([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc3c2O[Fe-]2(Oc4cc([C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)cc1c4O2)O3	C32H35FeN2O21	InChI=1S/C32H40N2O21.Fe/c35-5-13(33-29(48)11-1-9(3-15(38)19(11)40)27-25(46)23(44)21(42)17(6-36)54-27)32(52)53-8-14(31(50)51)34-30(49)12-2-10(4-16(39)20(12)41)28-26(47)24(45)22(43)18(7-37)55-28;/h1-4,13-14,17-18,21-28,35-47H,5-8H2,(H,33,48)(H,34,49)(H,50,51);/q;+3/p-5/t13-,14-,17+,18+,21+,22+,23-,24-,25+,26+,27-,28-;/m0./s1	GCFJENJKAKJHRU-YOSWHHHASA-I	839.109264	CHEBI:143776		MMDBc0055980
BASm0010312	Fe(III)-[N-(C-5-[deoxy-beta-D-glucosyl]-2,3-dihydroxybenzoyl)-L-serine]			Expected Solid	O=C(N[C@@H](CO)C(=O)[O-])c1cc([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc2c1O[Fe+]O2	C16H18FeNO11	InChI=1S/C16H21NO11.Fe/c18-3-7(16(26)27)17-15(25)6-1-5(2-8(20)10(6)21)14-13(24)12(23)11(22)9(4-19)28-14;/h1-2,7,9,11-14,18-24H,3-4H2,(H,17,25)(H,26,27);/q;+3/p-3/t7-,9+,11+,12-,13+,14-;/m0./s1	XQDCQPPMOATTGF-CSCLAODDSA-K	456.022921	CHEBI:143777		MMDBc0055979
BASm0010313	N-(C-5-[deoxy-beta-D-glucosyl]-2,3-dihydroxybenzoyl)-L-serine			Expected Solid	O=C(N[C@@H](CO)C(=O)[O-])c1cc([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc(O)c1O	C16H20NO11	InChI=1S/C16H21NO11/c18-3-7(16(26)27)17-15(25)6-1-5(2-8(20)10(6)21)14-13(24)12(23)11(22)9(4-19)28-14/h1-2,7,9,11-14,18-24H,3-4H2,(H,17,25)(H,26,27)/p-1/t7-,9+,11+,12-,13+,14-/m0/s1	DZGUVNHTZMXFAA-SKLLSKDGSA-M	402.104184	CHEBI:143778		MMDBc0056109
BASm0010314	valerianol	Valerianol is found in fats and oils. Valerianol is a constituent of the root of Valeriana officinalis (valerian)	20489-45-6		C[C@@H]1CCC=C2CC[C@@H](C(C)(C)O)C[C@]21C	C15H26O	InChI=1S/C15H26O/c1-11-6-5-7-12-8-9-13(14(2,3)16)10-15(11,12)4/h7,11,13,16H,5-6,8-10H2,1-4H3	MQWIFDHBNGIVPO-UHFFFAOYSA-N	222.1983655	CHEBI:143779	HMDB0034951	
BASm0010315	(Z)-2-methylureidoacrylate			Expected Solid	C/C(=C/NC(N)=O)C(=O)[O-]	C5H7N2O3	InChI=1S/C5H8N2O3/c1-3(4(8)9)2-7-5(6)10/h2H,1H3,(H,8,9)(H3,6,7,10)/p-1/b3-2-	XHTOIFCGKIBYRK-IHWYPQMZSA-M	143.0462157	CHEBI:143783		MMDBc0055081
BASm0010316	N(1)-(5-phospho-beta-D-ribosyl)glycinamide			Expected Solid	[NH3+]CC(=O)N[C@@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C7H14N2O8P	InChI=1S/C7H15N2O8P/c8-1-4(10)9-7-6(12)5(11)3(17-7)2-16-18(13,14)15/h3,5-7,11-12H,1-2,8H2,(H,9,10)(H2,13,14,15)/p-1/t3-,5-,6-,7-/m1/s1	OBQMLSFOUZUIOB-SHUUEZRQSA-M	285.049326	CHEBI:143788		MMDBc0056165
BASm0010317	S-substituted gamma-glutamyl-L-cysteine				*SC[C@H](NC(=O)CC[C@H]([NH3+])C(=O)[O-])C(=O)[O-]					CHEBI:143789		
BASm0010318	isophthalyl-CoA				CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1cccc(C(=O)[O-])c1		InChI=1S/C29H40N7O19P3S/c1-29(2,22(39)25(40)32-7-6-18(37)31-8-9-59-28(43)16-5-3-4-15(10-16)27(41)42)12-52-58(49,50)55-57(47,48)51-11-17-21(54-56(44,45)46)20(38)26(53-17)36-14-35-19-23(30)33-13-34-24(19)36/h3-5,10,13-14,17,20-22,26,38-39H,6-9,11-12H2,1-2H3,(H,31,37)(H,32,40)(H,41,42)(H,47,48)(H,49,50)(H2,30,33,34)(H2,44,45,46)/p-5/t17-,20-,21-,22+,26-/m1/s1	ADQGBGKUUIGXEU-TYHXJLICSA-I		CHEBI:143791		
BASm0010319	3,5,6-trichloropyridin-2-ol	Environmental contaminant arising from the degradation of Chlorpyrifos <ht>HHB89-F</ht> and Triclopyr <ht>DLG07-O</ht>.	6515-38-4		Oc1nc(Cl)c(Cl)cc1Cl	C5H2Cl3NO	InChI=1S/C5H2Cl3NO/c6-2-1-3(7)5(10)9-4(2)8/h1H,(H,9,10)	WCYYAQFQZQEUEN-UHFFFAOYSA-N	196.9201968	CHEBI:143794	HMDB0039853	
BASm0010320	c-di-UMP			Expected Solid	[H][C@@]12COP(O)(=O)O[C@]3([H])[C@@]([H])(COP(O)(=O)O[C@@]1([H])[C@@]([H])(O)[C@@]([H])(O2)N1C=CC([O-])=NC1=O)O[C@@]([H])(N1C=CC([O-])=NC1=O)[C@]3([H])O	C18H20N4O16P2	InChI=1S/C18H22N4O16P2/c23-9-1-3-21(17(27)19-9)15-11(25)13-7(35-15)5-33-40(31,32)38-14-8(6-34-39(29,30)37-13)36-16(12(14)26)22-4-2-10(24)20-18(22)28/h1-4,7-8,11-16,25-26H,5-6H2,(H,29,30)(H,31,32)(H,19,23,27)(H,20,24,28)/p-2/t7-,8-,11-,12-,13-,14-,15-,16-/m1/s1	ADHSUZMEJHOWOL-NCOIDOBVSA-L	610.0360517	CHEBI:143807		MMDBc0055786
BASm0010321	3',3'-cUAMP			Expected Solid	[H][C@@]12COP([O-])(=O)O[C@]3([H])[C@@]([H])(COP(O)(=O)O[C@@]1([H])[C@@]([H])(O)[C@@]([H])(O2)N1C=NC2=C(N)N=CN=C12)O[C@@]([H])(N1C=CC([O-])=NC1=O)[C@]3([H])O	C19H21N7O14P2	InChI=1S/C19H23N7O14P2/c20-15-10-16(22-5-21-15)26(6-23-10)18-12(29)14-8(38-18)4-36-41(31,32)39-13-7(3-35-42(33,34)40-14)37-17(11(13)28)25-2-1-9(27)24-19(25)30/h1-2,5-8,11-14,17-18,28-29H,3-4H2,(H,31,32)(H,33,34)(H2,20,21,22)(H,24,27,30)/p-2/t7-,8-,11-,12-,13-,14-,17-,18-/m1/s1	CYVLWDUVMGUTIY-KPKSGTNCSA-L	633.0632695	CHEBI:143809		MMDBc0055441
BASm0010322	3',3',3'-cAAG			Expected Solid	[H][C@@]12COP(O)(=O)O[C@]3([H])[C@@]([H])(COP([O-])(=O)O[C@]4([H])[C@@]([H])(COP([O-])(=O)O[C@@]1([H])[C@@]([H])(O)[C@@]([H])(O2)N1C=NC2=C(N)N=CN=C12)O[C@@]([H])(N1C=NC2=C(N)N=CN=C12)[C@]4([H])O)O[C@@]([H])(N1C=NC2=C1NC(=N)N=C2[O-])[C@]3([H])O	C30H33N15O19P3	InChI=1S/C30H36N15O19P3/c31-21-12-23(36-4-34-21)43(6-38-12)27-15(46)18-10(60-27)2-57-67(54,55)64-20-11(61-29(17(20)48)45-8-40-14-25(45)41-30(33)42-26(14)49)3-58-66(52,53)63-19-9(1-56-65(50,51)62-18)59-28(16(19)47)44-7-39-13-22(32)35-5-37-24(13)44/h4-11,15-20,27-29,46-48H,1-3H2,(H,50,51)(H,52,53)(H,54,55)(H2,31,34,36)(H2,32,35,37)(H3,33,41,42,49)/p-3/t9-,10-,11-,15-,16-,17-,18-,19-,20-,27-,28-,29-/m1/s1	OCQIWYNXZJSERX-ZQWUJQRXSA-K	1000.130646	CHEBI:143810		MMDBc0055829
BASm0010323	cyclic CMP-UMP			Expected Solid	[H][C@@]12COP(O)(=O)O[C@]3([H])[C@@]([H])(COP(O)(=O)O[C@@]1([H])[C@@]([H])(O)[C@@]([H])(O2)N1C=CC(=N)N=C1[O-])O[C@@]([H])(N1C=CC([O-])=NC1=O)[C@]3([H])O	C18H21N5O15P2	InChI=1S/C18H23N5O15P2/c19-9-1-3-22(17(27)20-9)15-11(25)13-7(35-15)5-33-40(31,32)38-14-8(6-34-39(29,30)37-13)36-16(12(14)26)23-4-2-10(24)21-18(23)28/h1-4,7-8,11-16,25-26H,5-6H2,(H,29,30)(H,31,32)(H2,19,20,27)(H,21,24,28)/p-2/t7-,8-,11-,12-,13-,14-,15-,16-/m1/s1	ZYYFMINQGWQYTI-NCOIDOBVSA-L	609.0520362	CHEBI:143811		MMDBc0055830
BASm0010324	L-cystine-bis-glycine				[NH3+][C@@H](CSSC[C@H]([NH3+])C(=O)NCC(=O)[O-])C(=O)NCC(=O)[O-]	C10H18N4O6S2	InChI=1S/C10H18N4O6S2/c11-5(9(19)13-1-7(15)16)3-21-22-4-6(12)10(20)14-2-8(17)18/h5-6H,1-4,11-12H2,(H,13,19)(H,14,20)(H,15,16)(H,17,18)	KDJVKDYFFTWHBO-UHFFFAOYSA-N	354.0667767	CHEBI:143812	HMDB0242125	
BASm0010325					*O[C@H]1[C@@H](O)[C@H](n2cc(OC)c(=O)[nH]c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:143860		
BASm0010326	N-dodecanoyl-heptadecasphing-4-enine-1-phosphoethanolamine				CCCCCCCCCCCC/C=C/[C@@H](O)[C@H](COP(=O)([O-])OCC[NH3+])NC(=O)CCCCCCCCCCC		InChI=1S/C31H63N2O6P/c1-3-5-7-9-11-13-14-15-17-18-20-22-24-30(34)29(28-39-40(36,37)38-27-26-32)33-31(35)25-23-21-19-16-12-10-8-6-4-2/h22,24,29-30,34H,3-21,23,25-28,32H2,1-2H3,(H,33,35)(H,36,37)/b24-22+/t29-,30+/m0/s1	ZIEWVPJUBVRCAL-DQBIDPIGSA-N		CHEBI:143864		
BASm0010327	N-dodecanoyl-heptadecasphing-4-enine-1,3-cyclic phosphate				CCCCCCCCCCCC/C=C/[C@H]1OP(=O)([O-])OC[C@@H]1NC(=O)CCCCCCCCCCC		InChI=1S/C29H56NO5P/c1-3-5-7-9-11-13-14-15-17-18-20-22-24-28-27(26-34-36(32,33)35-28)30-29(31)25-23-21-19-16-12-10-8-6-4-2/h22,24,27-28H,3-21,23,25-26H2,1-2H3,(H,30,31)(H,32,33)/p-1/b24-22+/t27-,28+/m0/s1	WCWADZSYRHRKHD-LVDQGNEYSA-M		CHEBI:143865		
BASm0010328	1-octanoyl-sn-glycero-3-phosphocholine				CCCCCCCC(=O)OC[C@@H](O)COP(=O)([O-])OCC[N+](C)(C)C		InChI=1S/C16H34NO7P/c1-5-6-7-8-9-10-16(19)22-13-15(18)14-24-25(20,21)23-12-11-17(2,3)4/h15,18H,5-14H2,1-4H3/t15-/m1/s1	ZVPMBHRQDPDKEF-OAHLLOKOSA-N		CHEBI:143866		
BASm0010329	1-octanoyl-sn-glycero-2,3-cyclic phosphate				CCCCCCCC(=O)OC[C@@H]1COP(=O)([O-])O1		InChI=1S/C11H21O6P/c1-2-3-4-5-6-7-11(12)15-8-10-9-16-18(13,14)17-10/h10H,2-9H2,1H3,(H,13,14)/p-1/t10-/m1/s1	JNXSWFMVPGGUBM-SNVBAGLBSA-M		CHEBI:143876		
BASm0010330	N-acetyl-L-tryptophan	N-Acetyl-L-tryptophan or N-Acetyltryptophan, belongs to the class of organic compounds known as N-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. N-Acetyltryptophan can also be classified as an alpha amino acid or a derivatized alpha amino acid. Technically, N-Acetyltryptophan is a biologically available N-terminal capped form of the proteinogenic alpha amino acid L-tryptophan. N-acetyl amino acids can be produced either via direct synthesis of specific N-acetyltransferases or via the proteolytic degradation of N-acetylated proteins by specific hydrolases. N-terminal acetylation of proteins is a widespread and highly conserved process in eukaryotes that is involved in protection and stability of proteins (PMID: 16465618).  About 85% of all human proteins and 68% of all yeast proteins are acetylated at their N-terminus (PMID: 21750686). Several proteins from prokaryotes and archaea are also modified by N-terminal acetylation. The majority of eukaryotic N-terminal-acetylation reactions occur through N-acetyltransferase enzymes or NAT’s (PMID: 30054468).  These enzymes consist of three main oligomeric complexes NatA, NatB, and NatC, which are composed of at least a unique catalytic subunit and one unique ribosomal anchor. The substrate specificities of different NAT enzymes are mainly determined by the identities of the first two N-terminal residues of the target protein. The human NatA complex co-translationally acetylates N-termini that bear a small amino acid (A, S, T, C, and occasionally V and G) (PMID: 30054468). NatA also exists in a monomeric state and can post-translationally acetylate acidic N-termini residues (D-, E-). NatB and NatC acetylate N-terminal methionine with further specificity determined by the identity of the second amino acid.  N-acetylated amino acids, such as N-acetyltryptophan can be released by an N-acylpeptide hydrolase from peptides generated by proteolytic degradation (PMID: 16465618). In addition to the NAT enzymes and protein-based acetylation, N-acetylation of free tryptophan can also occur. Many N-acetylamino acids, including N-acetyltryptophan are classified as uremic toxins if present in high abundance in the serum or plasma (PMID: 26317986; PMID: 20613759). Uremic toxins are a diverse group of endogenously produced molecules that, if not properly cleared or eliminated by the kidneys, can cause kidney damage, cardiovascular disease and neurological deficits (PMID: 18287557). N-Acetyltryptophan has also been used as a protein stabilizer. It prevents protein molecules from oxidative degradation by scavenging oxygen dissolved in protein solutions (PMID: 21903216 ). N-Acetyltryptophan has been identified as a catabolite of tryptophan generated by the gut microbiota. After absorption through the intestinal epithelium, tryptophan catabolites enter the bloodstream and are later excreted in the urine (PMID: 28916042). N-Acetyltryptophan is an inhibitor of cytochrome c release and an antagonist of the neurokinin 1 receptor (NK-1R). These inhibitory effects are thought have a useful role in neuroprotection. For instance, in mouse models of amyotrophic lateral sclerosis (ALS) the administration of N-Acetyltryptophan has been shown delay disease onset, extend survival, and ameliorate deterioration in motor performance ALS transgenic mice (PMID: 25986728). N-acetyltryptophan has been shown to significantly reduce blood-brain barrier permeability and improve functional outcome in rat models of traumatic brain injury (PMID: 29256408). N-Acetyltryptophan has also been shown to have a role in preventing hepatic ischemia-reperfusion injury.  This is thought to occur through de-activation of the RIP2/caspase/IL-1beta signaling pathway (PMID: 31184936).	1218-34-4	Solid	CC(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)[O-]	C13H14N2O3	InChI=1S/C13H14N2O3/c1-8(16)15-12(13(17)18)6-9-7-14-11-5-3-2-4-10(9)11/h2-5,7,12,14H,6H2,1H3,(H,15,16)(H,17,18)/t12-/m0/s1	DZTHIGRZJZPRDV-LBPRGKRZSA-N	246.1004423	CHEBI:143877	HMDB0013713	
BASm0010331	N-acetyl-D-phenylalanine		2018-61-3		CC(=O)N[C@H](Cc1ccccc1)C(=O)[O-]	C11H13NO3	InChI=1S/C11H13NO3/c1-8(13)12-10(11(14)15)7-9-5-3-2-4-6-9/h2-6,10H,7H2,1H3,(H,12,13)(H,14,15)/t10-/m0/s1	CBQJSKKFNMDLON-JTQLQIEISA-N		CHEBI:143878		
BASm0010332	N-acetyl-L-glutamine	N-Acetyl-L-glutamine (NAcGln) or N-Acetylglutamine, belongs to the class of organic compounds known as N-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. N-Acetylglutamine can also be classified as an alpha amino acid or a derivatized alpha amino acid. Technically, N-Acetylglutamine is a biologically available N-terminal capped form of the proteinogenic alpha amino acid L-glutamine. N-acetyl amino acids can be produced either via direct synthesis of specific N-acetyltransferases or via the proteolytic degradation of N-acetylated proteins by specific hydrolases. N-terminal acetylation of proteins is a widespread and highly conserved process in eukaryotes that is involved in protection and stability of proteins (PMID: 16465618).  About 85% of all human proteins and 68% of all yeast proteins are acetylated at their N-terminus (PMID: 21750686). Several proteins from prokaryotes and archaea are also modified by N-terminal acetylation. The majority of eukaryotic N-terminal-acetylation reactions occur through N-acetyltransferase enzymes or NAT’s (PMID: 30054468).  These enzymes consist of three main oligomeric complexes NatA, NatB, and NatC, which are composed of at least a unique catalytic subunit and one unique ribosomal anchor. The substrate specificities of different NAT enzymes are mainly determined by the identities of the first two N-terminal residues of the target protein. The human NatA complex co-translationally acetylates N-termini that bear a small amino acid (A, S, T, C, and occasionally V and G) (PMID: 30054468). NatA also exists in a monomeric state and can post-translationally acetylate acidic N-termini residues (D-, E-). NatB and NatC acetylate N-terminal methionine with further specificity determined by the identity of the second amino acid.  N-acetylated amino acids, such as N-acetylglutamine can be released by an N-acylpeptide hydrolase from peptides generated by proteolytic degradation (PMID: 16465618). In addition to the NAT enzymes and protein-based acetylation, N-acetylation of free glutamine can also occur. In particular, N-Acetylglutamine can be biosynthesized from L-glutamine and acetyl-CoA by the enzyme glutamine N-acyltransferase (EC 2.3.1.68). Excessive amounts N-acetyl amino acids including N-acetylglutamine (as well as N-acetylglycine, N-acetylserine, N-acetylmethionine, N-acetylglutamate, N-acetylalanine, N-acetylleucine and smaller amounts of N-acetylthreonine, N-acetylisoleucine, and N-acetylvaline) can be detected in the urine with individuals with acylase I deficiency, a genetic disorder (PMID: 16465618). Aminoacylase I is a soluble homodimeric zinc binding enzyme that catalyzes the formation of free aliphatic amino acids from N-acetylated precursors. In humans, Aminoacylase I is encoded by the aminoacylase 1 gene (ACY1) on chromosome 3p21 that consists of 15 exons (OMIM 609924). Individuals with aminoacylase I deficiency will experience convulsions, hearing loss and difficulty feeding (PMID: 16465618). ACY1 can also catalyze the reverse reaction, the synthesis of acetylated amino acids. Many N-acetylamino acids, including N-acetylglutamine are classified as uremic toxins if present in high abundance in the serum or plasma (PMID: 26317986; PMID: 20613759). Uremic toxins are a diverse group of endogenously produced molecules that, if not properly cleared or eliminated by the kidneys, can cause kidney damage, cardiovascular disease and neurological deficits (PMID: 18287557). N-acetylglutamine can be used for parenteral nutrition as a source of glutamine since glutamine is too unstable whereas N-acetylglutamine is very stable. In patients treated with aminoglycosides and/or glycopeptides, an elevation of N-acetylglutamine in urine suggests renal tubular injury.	2490-97-3	Solid	CC(=O)N[C@@H](CCC(N)=O)C(=O)[O-]	C7H12N2O4	InChI=1S/C7H12N2O4/c1-4(10)9-5(7(12)13)2-3-6(8)11/h5H,2-3H2,1H3,(H2,8,11)(H,9,10)(H,12,13)/t5-/m0/s1	KSMRODHGGIIXDV-YFKPBYRVSA-N	188.0797069	CHEBI:143879	HMDB0006029	
BASm0010333	N-acetyl-D-glutamine			Expected Solid	CC(=O)N[C@H](CCC(N)=O)C(=O)[O-]	C7H11N2O4	InChI=1S/C7H12N2O4/c1-4(10)9-5(7(12)13)2-3-6(8)11/h5H,2-3H2,1H3,(H2,8,11)(H,9,10)(H,12,13)/p-1/t5-/m1/s1	KSMRODHGGIIXDV-RXMQYKEDSA-M	187.0724304	CHEBI:143880		MMDBc0056136
BASm0010334	1-tetradecanoyl-sn-glycero-2,3-cyclic phosphate				CCCCCCCCCCCCCC(=O)OC[C@@H]1COP(=O)([O-])O1		InChI=1S/C17H33O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(18)21-14-16-15-22-24(19,20)23-16/h16H,2-15H2,1H3,(H,19,20)/p-1/t16-/m1/s1	MSZPBSMTOOJTEX-MRXNPFEDSA-M		CHEBI:143882		
BASm0010335	N-(hexanoyl)-sphing-4-enine-1,3-cyclic phosphate				CCCCCCCCCCCCC/C=C/[C@H]1OP(=O)([O-])OC[C@@H]1NC(=O)CCCCC		InChI=1S/C24H46NO5P/c1-3-5-7-8-9-10-11-12-13-14-15-16-18-19-23-22(21-29-31(27,28)30-23)25-24(26)20-17-6-4-2/h18-19,22-23H,3-17,20-21H2,1-2H3,(H,25,26)(H,27,28)/p-1/b19-18+/t22-,23+/m0/s1	LEQIFDXNJJECKQ-QFWQFVLDSA-M		CHEBI:143883		
BASm0010336	N-dodecanoyl-sphing-4-enine-1,3-cyclic phosphate				CCCCCCCCCCCCC/C=C/[C@H]1OP(=O)([O-])OC[C@@H]1NC(=O)CCCCCCCCCCC		InChI=1S/C30H58NO5P/c1-3-5-7-9-11-13-14-15-16-18-19-21-23-25-29-28(27-35-37(33,34)36-29)31-30(32)26-24-22-20-17-12-10-8-6-4-2/h23,25,28-29H,3-22,24,26-27H2,1-2H3,(H,31,32)(H,33,34)/p-1/b25-23+/t28-,29+/m0/s1	QSUSTOFGUONMHK-VARSQMIESA-M		CHEBI:143884		
BASm0010337	sn-glycero-3-phosphoethanolamine				[NH3+]CCOP(=O)([O-])OC[C@H](O)CO		InChI=1S/C5H14NO6P/c6-1-2-11-13(9,10)12-4-5(8)3-7/h5,7-8H,1-4,6H2,(H,9,10)/t5-/m1/s1	JZNWSCPGTDBMEW-RXMQYKEDSA-N		CHEBI:143890		
BASm0010340	1-hexadecanoyl-sn-glycero-2,3-cyclic phosphate				CCCCCCCCCCCCCCCC(=O)OC[C@@H]1COP(=O)([O-])O1	C19H37O6P	InChI=1S/C19H37O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(20)23-16-18-17-24-26(21,22)25-18/h18H,2-17H2,1H3,(H,21,22)	WLYRJURLXSFXRK-UHFFFAOYSA-N		CHEBI:143893		
BASm0010341	(R,R)-chrysanthemol				CC(C)=C[C@@H]1[C@@H](CO)C1(C)C	C10H18O	InChI=1S/C10H18O/c1-7(2)5-8-9(6-11)10(8,3)4/h5,8-9,11H,6H2,1-4H3	HIPIENNKVJCMAP-UHFFFAOYSA-N	154.1357652	CHEBI:143898		
BASm0010342	(1R,3R)-chrysanthemal				CC(C)=C[C@@H]1[C@@H](C=O)C1(C)C	C10H16O	InChI=1S/C10H16O/c1-7(2)5-8-9(6-11)10(8,3)4/h5-6,8-9H,1-4H3	NQLKPDBZZUIQGM-UHFFFAOYSA-N	152.1201151	CHEBI:143899		
BASm0010343	(1R,3R)-chrysanthemate				CC(C)=C[C@@H]1[C@@H](C(=O)[O-])C1(C)C	C10H15O2	InChI=1S/C10H16O2/c1-6(2)5-7-8(9(11)12)10(7,3)4/h5,7-8H,1-4H3,(H,11,12)/p-1	XLOPRKKSAJMMEW-UHFFFAOYSA-M	167.1077533	CHEBI:143900		
BASm0010344	(11R)-dihydroartemisinate				CC1=C[C@H]2[C@@H](CC1)[C@H](C)CC[C@H]2[C@@H](C)C(=O)[O-]	C15H24O2	InChI=1S/C15H24O2/c1-9-4-6-12-10(2)5-7-13(14(12)8-9)11(3)15(16)17/h8,10-14H,4-7H2,1-3H3,(H,16,17)	JYGAZEJXUVDYHI-UHFFFAOYSA-N	236.17763	CHEBI:143905		
BASm0010345	(E)-non-2-enoate		14812-03-4			C9H15O2		ADLXTJMPCFOTOO-BQYQJAHWSA-M	155.1077533	CHEBI:143908		
BASm0010346	(E)-hept-2-enal	(2E)-2-Heptenal, also known as 3-butylacrolein or 2-trans-heptenal, belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms. (2E)-2-Heptenal is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Thus, (2E)-2-heptenal is considered to be a fatty aldehyde lipid molecule. Uremic toxins such as 2-Heptenal are actively transported into the kidneys via organic ion transporters (especially OAT3). (2E)-2-Heptenal is an almond, and fatty tasting compound. (2E)-2-Heptenal is found, on average, in the highest concentration within safflowers. (2E)-2-Heptenal has also been detected, but not quantified, in several different foods, such as roselles, common grapes, cucumbers, garden tomato, and evergreen blackberries. (2E)-2-Heptenal is a potentially toxic compound. Uremic toxins tend to accumulate in the blood either through dietary excess or through poor filtration by the kidneys. As a uremic toxin, this compound can cause uremic syndrome. Chronic exposure to uremic toxins can lead to a number of conditions including renal damage, chronic kidney disease and cardiovascular disease. This seems to be mediated by the direct binding or inhibition by uremic toxins of the enzyme NADPH oxidase (especially NOX4 which is abundant in the kidneys and heart) (A7868). Shortness of breath from fluid buildup in the space between the lungs and the chest wall (pleural effusion) can also be present. It can also cause changes in mental status, such as confusion, reduced awareness, agitation, psychosis, seizures, and coma.	2463-63-0		CCCC\C=C\C=O	C7H12O	InChI=1S/C7H12O/c1-2-3-4-5-6-7-8/h5-7H,2-4H2,1H3/b6-5+	NDFKTBCGKNOHPJ-AATRIKPKSA-N	112.088815	CHEBI:143912	HMDB0033827	
BASm0010347	(E)-hept-2-enoate		18999-28-5			C7H11O2		YURNCBVQZBJDAJ-AATRIKPKSA-M	127.0764532	CHEBI:143913		
BASm0010348	(S)-(-)-citronellate		502-47-6			C10H17O2		GJWSUKYXUMVMGX-VIFPVBQESA-M	169.1234034	CHEBI:143914		
BASm0010349					*N[C@@H](CCCC/N=C/c1c(COP(=O)([O-])[O-])cnc(C)c1O)C(*)=O					CHEBI:143915		
BASm0010351	(R)-lavandulyl diphosphate					C10H17O7P2		LHLLBECTIHFNGQ-JTQLQIEISA-K	311.0465976	CHEBI:143949		
BASm0010352	(1R,3R)-chrysanthemoyl-CoA					C31H46N7O17P3S		IOIRXYHMXCHGNR-JRAGNYAJSA-J	913.1905695	CHEBI:143950		
BASm0010353	(Z,S)-jasmololone		54383-66-3			C11H16O2		SVRKACAGHUZSGU-LWTINBJPSA-N	180.1150298	CHEBI:143951		
BASm0010354	(Z,S)-cinerolone					C10H14O2		YLKLJBPHNWWPSF-TYRPZCRBSA-N	166.0993797	CHEBI:143952		
BASm0010355	(1R,3R)-pyrethroyl-CoA					C32H46N7O19P3S		WNKXMJIVIPXJRK-JBVDTTRUSA-J	957.1803988	CHEBI:143953		
BASm0010356	gibberellin A53	Gibberellin A53, also known as GA53, belongs to the class of organic compounds known as c20-gibberellin 6-carboxylic acids. These are c20-gibberellins with a carboxyl group at the 6-position. Gibberellin A53 is an extremely weak basic (essentially neutral) compound (based on its pKa). Gibberellin A53 is expected to be in Cannabis as all living plants are known to produce and metabolize it.	51576-08-0	1		C20H26O5		CZEMYYICWZPENF-VOLTXKGXSA-L	346.1791211	CHEBI:143954		
BASm0010357	gibberellin A44			Expected Solid	C[C@]1(CCC[C@@]2(CO)[C@@H]3CC[C@]4(O)C[C@]3(CC4=C)[C@H]([C@H]12)C([O-])=O)C([O-])=O	C20H26O6	InChI=1S/C20H28O6/c1-11-8-19-9-20(11,26)7-4-12(19)18(10-21)6-3-5-17(2,16(24)25)14(18)13(19)15(22)23/h12-14,21,26H,1,3-10H2,2H3,(H,22,23)(H,24,25)/p-2/t12-,13+,14+,17+,18+,19-,20-/m0/s1	AXEUUXHMKSPQAI-YTJHIPEWSA-L	362.1740357	CHEBI:143955		MMDBc0053290
BASm0010358	gibberellin A15			Expected Solid	C[C@]1(CCC[C@@]2(CO)[C@@H]3CC[C@@H]4C[C@]3(CC4=C)[C@H]([C@H]12)C([O-])=O)C([O-])=O	C20H26O5	InChI=1S/C20H28O5/c1-11-8-20-9-12(11)4-5-13(20)19(10-21)7-3-6-18(2,17(24)25)15(19)14(20)16(22)23/h12-15,21H,1,3-10H2,2H3,(H,22,23)(H,24,25)/p-2/t12-,13+,14-,15-,18-,19-,20+/m1/s1	TZGXVFYTKTWKCU-CXXOJBQZSA-L	346.1791211	CHEBI:143956		MMDBc0053277
BASm0010359	gibberellin A24				C[C@]1(CCC[C@@]2(C=O)[C@@H]3CC[C@@H]4C[C@]3(CC4=C)[C@H]([C@H]12)C([O-])=O)C([O-])=O	C20H24O5	InChI=1S/C20H26O5/c1-11-8-20-9-12(11)4-5-13(20)19(10-21)7-3-6-18(2,17(24)25)15(19)14(20)16(22)23/h10,12-15H,1,3-9H2,2H3,(H,22,23)(H,24,25)/p-2/t12-,13+,14-,15-,18-,19-,20+/m1/s1	QQRSSHFHXYSOMF-CXXOJBQZSA-L	344.163471	CHEBI:143957		
BASm0010360	gibberellin A17	Gibberellin A17 (GA17) belongs to the class of organic compounds known as C20-gibberellin 20-carboxylic acids. These are C20-gibberellins with a carboxyl group at the 6-position. Thus, gibberellin A17 is considered to be an isoprenoid lipid molecule. Gibberellin A17 is found in apple. Gibberellin A17 is isolated from seeds of Phaseolus vulgaris (kidney bean).	18411-79-5	Solid		C20H23O7		AUKMHZZVLPQAOX-CDNFTCFOSA-K	375.1460238	CHEBI:143958	HMDB0036897	
BASm0010361	gibberellin A25				[H][C@@]12C[C@@]3(CC1=C)[C@@]([H])(CC2)[C@@]1(CCC[C@@](C)(C([O-])=O)[C@@]1([H])[C@]3([H])C([O-])=O)C([O-])=O	C20H23O6	InChI=1S/C20H26O6/c1-10-8-19-9-11(10)4-5-12(19)20(17(25)26)7-3-6-18(2,16(23)24)14(20)13(19)15(21)22/h11-14H,1,3-9H2,2H3,(H,21,22)(H,23,24)(H,25,26)/p-3/t11-,12-,13-,14-,18-,19+,20-/m1/s1	XOUJCIPAKFLTCI-POPXMCHDSA-K	359.1511092	CHEBI:143959		
BASm0010362	gibberellin A14 aldehyde		35470-76-9			C20H27O4		YMDYUWHAQBYOMU-HYAYUQHRSA-M	331.1914829	CHEBI:143960		
BASm0010363	gibberellin A14			Expected Solid	C[C@@]12CC[C@H](O)[C@](C)([C@H]1[C@H](C([O-])=O)[C@@]13C[C@@H](CC[C@@H]21)C(=C)C3)C([O-])=O	C20H26O5	InChI=1S/C20H28O5/c1-10-8-20-9-11(10)4-5-12(20)18(2)7-6-13(21)19(3,17(24)25)15(18)14(20)16(22)23/h11-15,21H,1,4-9H2,2-3H3,(H,22,23)(H,24,25)/p-2/t11-,12+,13+,14-,15+,18+,19-,20+/m1/s1	NJEWNTGSXKRWKA-MJPABCAUSA-L	346.1791211	CHEBI:143961		MMDBc0053276
BASm0010364					*O[C@H]1[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-]					CHEBI:143963		
BASm0010365					*O[C@H]1[C@@H](O)[C@H](n2cnc3c(=O)[nH]c(N)nc32)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-]					CHEBI:143964		
BASm0010366	P(1),P(2)-bis(5'-adenosyl) diphosphate					C20H24N10O13P2		AKDJDUXNKGWGAZ-XPWFQUROSA-L	674.101052	CHEBI:143965		
BASm0010367					*O[C@H]1[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(=O)([O-])OP(=O)([O-])[O-]					CHEBI:143969		
BASm0010368					*O[C@H]1[C@@H](O)[C@H](n2cnc3c(=O)[nH]c(N)nc32)O[C@@H]1COP(=O)([O-])OP(=O)([O-])[O-]					CHEBI:143970		
BASm0010369					*O[C@H]1[C@@H](O)[C@H](n2cnc3c(=O)[nH]c(N)nc32)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O					CHEBI:143971		
BASm0010370					*O[C@H]1[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O					CHEBI:143973		
BASm0010371					*O[C@H]1[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2c[n+](C)c3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O					CHEBI:143974		
BASm0010372					*O[C@H]1[C@@H](O)[C@H](n2cnc3c(=O)[nH]c(N)nc32)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2c[n+](C)c3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O					CHEBI:143975		
BASm0010373					*O[C@H]1[C@@H](OC)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2c[n+](C)c3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O					CHEBI:143976		
BASm0010374					*O[C@H]1[C@@H](OC)[C@H](n2cnc3c(=O)[nH]c(N)nc32)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2c[n+](C)c3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O					CHEBI:143977		
BASm0010375					*O[C@H]1[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(=O)([O-])[O-]					CHEBI:143978		
BASm0010376					*O[C@H]1[C@@H](O)[C@H](n2cnc3c(=O)[nH]c(N)nc32)O[C@@H]1COP(=O)([O-])[O-]					CHEBI:143979		
BASm0010377					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])[O-]					CHEBI:144019		
BASm0010378					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2c[n+](C)c3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O					CHEBI:144021		
BASm0010379					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](n2cnc3c(=O)[nH]c(N)nc32)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2c[n+](C)c3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O					CHEBI:144022		
BASm0010380	(N(7)-methyl 5'-triphospho-guanosine)-adenosine					C21H27N10O17P3		QQOHNVHGNZYSBP-XPWFQUROSA-L	784.0779476	CHEBI:144023		
BASm0010381	(N(7)-methyl 5'-triphospho-guanosine)-guanosine					C21H27N10O18P3		FHHZHGZBHYYWTG-INFSMZHSSA-L	800.0728622	CHEBI:144024		
BASm0010382					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H]([n+]2cccc(C(N)=O)c2)[C@H](O)[C@@H]1O					CHEBI:144029		
BASm0010383	13-hydroperoxy-(9Z,11E,15Z)-octadecatrienoate			Expected Solid		C18H29O4		UYQGVDXDXBAABN-JDTPQGGVNA-M	309.207133	CHEBI:144034		MMDBc0054759
BASm0010384	17-hydroxy-(9Z)-octadecenoate			Expected Solid		C18H33O3		UMIZOHMCQYCZRX-IHWYPQMZNA-M	297.2435185	CHEBI:144040		MMDBc0055183
BASm0010385	17-hydroxy-(9Z,12Z)-octadecadienoate			Expected Solid		C18H31O3		PLKBLKWFUGXKDQ-YXRHTCTQNA-M	295.2278684	CHEBI:144041		MMDBc0055182
BASm0010387	(9Z)-16-hydroxyhexadec-9-enoate			Expected Solid	[H]\C(CCCCCCO)=C(/[H])CCCCCCCC([O-])=O	C16H29O3	InChI=1S/C16H30O3/c17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16(18)19/h1,3,17H,2,4-15H2,(H,18,19)/p-1/b3-1-	RPQJFAIEPUKQHK-IWQZZHSRSA-M	269.2122184	CHEBI:144048		MMDBc0055000
BASm0010388					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(=O)([O-])[O-]					CHEBI:144051		
BASm0010389	isorhamnetin	Isorhamnetin, also known as 3-methylquercetin, belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, isorhamnetin is considered to be a flavonoid lipid molecule. A monomethoxyflavone that is quercetin in which the hydroxy group at position 3' is replaced by a methoxy group. Isorhamnetin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Isorhamnetin exists in all eukaryotes, ranging from yeast to humans. Isorhamnetin is a bitter tasting compound. Outside of the human body, Isorhamnetin is found, on average, in the highest concentration within a few different foods, such as parsley, green bell peppers, and dills and in a lower concentration in romaine lettuces, chinese cabbages, and pears. Isorhamnetin has also been detected, but not quantified in, several different foods, such as lemons, agars, chickpea, apples, and cucurbita. This could make isorhamnetin a potential biomarker for the consumption of these foods. Isorhamnetin is expected to be in Cannabis as all living plants are known to produce and metabolize it.	480-19-3	1		C16H11O7		IZQSVPBOUDKVDZ-UHFFFAOYSA-M	315.0510263	CHEBI:144055		
BASm0010390	(9Z)-17-hydroxyoctadec-9-enoate 17-O-beta-D-glucoside			Expected Solid	[H]\C(CCCCCCCC([O-])=O)=C(/[H])CCCCCCC([H])(C)O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C24H43O8	InChI=1S/C24H44O8/c1-18(31-24-23(30)22(29)21(28)19(17-25)32-24)15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-20(26)27/h2-3,18-19,21-25,28-30H,4-17H2,1H3,(H,26,27)/p-1/b3-2-/t18?,19-,21-,22+,23-,24-/m1/s1	URYIEBAECVJCIQ-GBUXOBLISA-M	459.2963419	CHEBI:144057		MMDBc0055001
BASm0010391	(9Z)-17-hydroxyoctadec-9-enoate 17-O-sophoroside			Expected Solid	[H]\C(CCCCCCCC([O-])=O)=C(/[H])CCCCCCC([H])(C)O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C30H53O13	InChI=1S/C30H54O13/c1-19(15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-22(33)34)40-30-28(26(38)24(36)21(18-32)42-30)43-29-27(39)25(37)23(35)20(17-31)41-29/h2-3,19-21,23-32,35-39H,4-18H2,1H3,(H,33,34)/p-1/b3-2-/t19?,20-,21-,23-,24-,25+,26+,27-,28-,29+,30-/m1/s1	MRMIIYJPIRIFCV-QNFSESTQSA-M	621.3491653	CHEBI:144058		MMDBc0055002
BASm0010392	(9Z)-18-hydroxyoctadec-9-enoate 18-O-beta-D-glucoside			Expected Solid	[H]\C(CCCCCCCCO[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O)=C(/[H])CCCCCCCC([O-])=O	C24H43O8	InChI=1S/C24H44O8/c25-18-19-21(28)22(29)23(30)24(32-19)31-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-20(26)27/h1-2,19,21-25,28-30H,3-18H2,(H,26,27)/p-1/b2-1-/t19-,21-,22+,23-,24-/m1/s1	IWRYUGLEERCEKN-SBUXAMOSSA-M	459.2963419	CHEBI:144061		MMDBc0055003
BASm0010393	12-oxododecanoate	A omega-oxo fatty acid anion that is the conjugate base of 12-oxododecanoic acid, arising from the deprotonation of the carboxy group; major species at pH 7.3.			O=CCCCCCCCCCCC(=O)[O-]	C12H21O3	InChI=1S/C12H22O3/c13-11-9-7-5-3-1-2-4-6-8-10-12(14)15/h11H,1-10H2,(H,14,15)/p-1	KGEACANGAYABKT-UHFFFAOYSA-M		CHEBI:144067		
BASm0010394	16-oxohexadecanoate	16-oxo-palmitate is also known as 16-oxo-hexadecanoate. 16-oxo-palmitate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 16-oxo-palmitate can be found in a number of food items such as garden rhubarb, japanese pumpkin, carrot, and soy bean, which makes 16-oxo-palmitate a potential biomarker for the consumption of these food products.			[O-]C(=O)CCCCCCCCCCCCCCC=O	C16H29O3	InChI=1S/C16H30O3/c17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16(18)19/h15H,1-14H2,(H,18,19)/p-1	NKVUEIHJDGURIA-UHFFFAOYSA-M	269.2122184	CHEBI:144068	HMDB0304028	
BASm0010395					*N[C@@H](CSCC(CC(=O)[O-])C(=O)[O-])C(*)=O					CHEBI:144095		
BASm0010396	5-hydroxy-3,7,3',4'-tetramethoxyflavone		1245-15-4		COc1cc([O-])c2c(=O)c(OC)c(-c3ccc(OC)c(OC)c3)oc2c1	C19H18O7	InChI=1S/C19H18O7/c1-22-11-8-12(20)16-15(9-11)26-18(19(25-4)17(16)21)10-5-6-13(23-2)14(7-10)24-3/h5-9,20H,1-4H3	HHGPYJLEJGNWJA-UHFFFAOYSA-N		CHEBI:144096		
BASm0010397	atranorin			Expected Solid	COC(=O)C1=C(C)C=C(OC(=O)C2=C(C)C=C(O)C(C=O)=C2O)C(C)=C1O	C19H18O8	InChI=1S/C19H18O8/c1-8-5-12(21)11(7-20)17(23)15(8)19(25)27-13-6-9(2)14(18(24)26-4)16(22)10(13)3/h5-7,21-23H,1-4H3	YLOYKYXNDHOHHT-UHFFFAOYSA-N	374.1001675	CHEBI:144119		MMDBc0006219
BASm0010398	(+)-minovincinine				COC(=O)C1=C2Nc3ccccc3[C@]23CC[NH+]2CCC[C@]([C@H](C)O)(C1)[C@@H]23	C21H26N2O3	InChI=1S/C21H26N2O3/c1-13(24)20-8-5-10-23-11-9-21(19(20)23)15-6-3-4-7-16(15)22-17(21)14(12-20)18(25)26-2/h3-4,6-7,13,19,22,24H,5,8-12H2,1-2H3	BKMGDPNQILJWLI-UHFFFAOYSA-N	354.1943427	CHEBI:144371		
BASm0010399	(-)-(R)-19-hydroxytabersonine				COC(=O)C1=C2Nc3ccccc3[C@@]23CC[NH+]2CC=C[C@@]([C@@H](C)O)(C1)[C@H]23	C21H24N2O3	InChI=1S/C21H24N2O3/c1-13(24)20-8-5-10-23-11-9-21(19(20)23)15-6-3-4-7-16(15)22-17(21)14(12-20)18(25)26-2/h3-8,13,19,22,24H,9-12H2,1-2H3	XDGRXQNYJMQLPU-UHFFFAOYSA-N	352.1786926	CHEBI:144372		
BASm0010400	(-)-minovincinine				COC(=O)C1=C2Nc3ccccc3[C@@]23CC[NH+]2CCC[C@@]([C@@H](C)O)(C1)[C@H]23	C21H26N2O3	InChI=1S/C21H26N2O3/c1-13(24)20-8-5-10-23-11-9-21(19(20)23)15-6-3-4-7-16(15)22-17(21)14(12-20)18(25)26-2/h3-4,6-7,13,19,22,24H,5,8-12H2,1-2H3	BKMGDPNQILJWLI-UHFFFAOYSA-N	354.1943427	CHEBI:144373		
BASm0010401	lochnericine				CC[C@@]12CC(C(=O)OC)=C3Nc4ccccc4[C@@]34CC[NH+](C[C@@H]3O[C@@H]31)[C@@H]24	C21H24N2O3	InChI=1S/C21H24N2O3/c1-3-20-10-12(18(24)25-2)16-21(13-6-4-5-7-14(13)22-16)8-9-23(19(20)21)11-15-17(20)26-15/h4-7,15,17,19,22H,3,8-11H2,1-2H3	AUVZFRDLRJQTQF-UHFFFAOYSA-N	352.1786926	CHEBI:144374		
BASm0010402	horhammericine				COC(=O)C1=C2Nc3ccccc3[C@@]23CC[NH+]2C[C@@H]4O[C@@H]4[C@@]([C@@H](C)O)(C1)[C@H]23	C21H24N2O4	InChI=1S/C21H24N2O4/c1-11(24)21-9-12(18(25)26-2)16-20(13-5-3-4-6-14(13)22-16)7-8-23(19(20)21)10-15-17(21)27-15/h3-6,11,15,17,19,22,24H,7-10H2,1-2H3	QVNXPWJNUKKMHP-UHFFFAOYSA-N	368.1736073	CHEBI:144375		
BASm0010403	19-O-acetylhorhammericine	An ammonium ion derivative resulting from the protonation of the tertiary amino group of 19-O-acetylhoerhammericine. The major species at pH 7.3. Note the stereoconfiguration of the epoxy group is based on CHEBI:144374, and of the 19-acetoxy group on CHEBI:144372.			COC(=O)C1=C2Nc3ccccc3[C@@]23CC[NH+]2C[C@@H]4O[C@@H]4[C@@]([C@@H](C)OC(C)=O)(C1)[C@H]23	C23H27N2O5	InChI=1S/C23H26N2O5/c1-12(29-13(2)26)23-10-14(20(27)28-3)18-22(15-6-4-5-7-16(15)24-18)8-9-25(21(22)23)11-17-19(23)30-17/h4-7,12,17,19,21,24H,8-11H2,1-3H3/p+1/t12-,17+,19+,21-,22+,23+/m1/s1	UHJSNZNSAVJLSA-TZQKRGQNSA-O		CHEBI:144376		
BASm0010404	(-)-(R)-19-O-acetyltabersonine				COC(=O)C1=C2Nc3ccccc3[C@@]23CC[NH+]2CC=C[C@@]([C@@H](C)OC(C)=O)(C1)[C@H]23		InChI=1S/C23H26N2O4/c1-14(29-15(2)26)22-9-6-11-25-12-10-23(21(22)25)17-7-4-5-8-18(17)24-19(23)16(13-22)20(27)28-3/h4-9,14,21,24H,10-13H2,1-3H3/p+1/t14-,21+,22+,23+/m1/s1	YBXUUELSZBVEKX-HZTRNQAASA-O		CHEBI:144377		
BASm0010406	(+)-echitovenine				COC(=O)C1=C2Nc3ccccc3[C@]23CC[NH+]2CCC[C@](C(C)OC(C)=O)(C1)[C@@H]23	C23H28N2O4	InChI=1S/C23H28N2O4/c1-14(29-15(2)26)22-9-6-11-25-12-10-23(21(22)25)17-7-4-5-8-18(17)24-19(23)16(13-22)20(27)28-3/h4-5,7-8,14,21,24H,6,9-13H2,1-3H3	UELNVPGLHDEZFM-UHFFFAOYSA-N	396.2049074	CHEBI:144379		
BASm0010407	(E)-5-hydroxyferulate				COc1cc(/C=C/C(=O)[O-])cc(O)c1O	C10H10O5	InChI=1S/C10H10O5/c1-15-8-5-6(2-3-9(12)13)4-7(11)10(8)14/h2-5,11,14H,1H3,(H,12,13)/b3-2-	YFXWTVLDSKSYLW-IHWYPQMZSA-N	210.0528234	CHEBI:144381	HMDB0178258	
BASm0010408	(-)-echitovenine				COC(=O)C1=C2Nc3ccccc3[C@@]23CC[NH+]2CCC[C@@]([C@@H](C)OC(C)=O)(C1)[C@H]23	C23H28N2O4	InChI=1S/C23H28N2O4/c1-14(29-15(2)26)22-9-6-11-25-12-10-23(21(22)25)17-7-4-5-8-18(17)24-19(23)16(13-22)20(27)28-3/h4-5,7-8,14,21,24H,6,9-13H2,1-3H3	UELNVPGLHDEZFM-UHFFFAOYSA-N	396.2049074	CHEBI:144384		
BASm0010410	myricetin 3-O-[(6-O-(E)-caffeoyl-beta-D-glucosyl)-(1->2)-alpha-L-rhamnoside]	A flavonoid oxoanion resulting from the deprotonation of the hydroxy group at position 7 of myricetin 3-O-[(6-O-caffeoyl-beta-D-glucosyl)-(1->2)-alpha-L-rhamnoside]. The major species at pH 7.3.			C[C@@H]1O[C@@H](Oc2c(-c3cc(O)c(O)c(O)c3)oc3cc([O-])cc(O)c3c2=O)[C@H](O[C@@H]2O[C@H](COC(=O)/C=C/c3ccc(O)c(O)c3)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O	C36H35O20	InChI=1S/C36H36O20/c1-12-25(44)30(49)34(56-35-31(50)29(48)27(46)22(54-35)11-51-23(43)5-3-13-2-4-16(38)17(39)6-13)36(52-12)55-33-28(47)24-18(40)9-15(37)10-21(24)53-32(33)14-7-19(41)26(45)20(42)8-14/h2-10,12,22,25,27,29-31,34-42,44-46,48-50H,11H2,1H3/p-1/b5-3+/t12-,22+,25-,27+,29-,30+,31+,34+,35-,36-/m0/s1	YHIHWLPOKDIYGF-ZLGVOOGTSA-M		CHEBI:144428		
BASm0010411	myricetin 3-O-[beta-D-glucosyl-(1->2)-alpha-L-rhamnoside]	A flavonoid oxoanion resulting from the deprotonation of the hydroxy group at position 7 of myricetin 3-O-[beta-D-glucosyl-(1->2)-alpha-L-rhamnoside]. The major species at pH 7.3.			C[C@@H]1O[C@@H](Oc2c(-c3cc(O)c(O)c(O)c3)oc3cc([O-])cc(O)c3c2=O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O	C27H29O17	InChI=1S/C27H30O17/c1-7-16(33)21(38)25(44-26-22(39)20(37)18(35)14(6-28)42-26)27(40-7)43-24-19(36)15-10(30)4-9(29)5-13(15)41-23(24)8-2-11(31)17(34)12(32)3-8/h2-5,7,14,16,18,20-22,25-35,37-39H,6H2,1H3/p-1/t7-,14+,16-,18+,20-,21+,22+,25+,26-,27-/m0/s1	JRHHAUSYXYDKGJ-SEDTXNTKSA-M		CHEBI:144429		
BASm0010412	myricetin 3-O-alpha-L-rhamnoside	Myricitrin is found in black walnut. Myricitrin is a chemical compound. It can be isolated from the root bark of Myrica cerifera (Bayberry, a small tree native to North America)	17912-87-7	Solid	C[C@@H]1O[C@@H](Oc2c(-c3cc(O)c(O)c(O)c3)oc3cc([O-])cc(O)c3c2=O)[C@H](O)[C@H](O)[C@H]1O	C21H20O12	InChI=1S/C21H20O12/c1-6-14(26)17(29)18(30)21(31-6)33-20-16(28)13-9(23)4-8(22)5-12(13)32-19(20)7-2-10(24)15(27)11(25)3-7/h2-6,14,17-18,21-27,29-30H,1H3	DCYOADKBABEMIQ-UHFFFAOYSA-N	464.0954761	CHEBI:144432	HMDB0034360	
BASm0010413	kaempferol 3-O-alpha-L-rhamnoside			Expected Solid		C21H19O10		SOSLMHZOJATCCP-AEIZVZFYSA-M	431.0983704	CHEBI:144433		MMDBc0052851
BASm0010414	quercetin 3,7-bis-O-alpha-L-rhamnoside		28638-13-3			C27H29O15		GXLQUHPXGLZNGE-BJBZVNFPSA-M	593.1511938	CHEBI:144435		
BASm0010415	quercetin 3-O-beta-D-glucoside-7-O-alpha-L-rhamnoside		18016-58-5			C27H29O16		OTUCXMIQUNROBJ-JFNZIVIESA-M	609.1461084	CHEBI:144436		
BASm0010416	quercetin 3-O-beta-D-glucoside		482-36-0		O=c1c(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c(-c2ccc(O)c(O)c2)oc2cc([O-])cc(O)c12	C21H20O12	InChI=1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15+,17+,18-,21+/m1/s1	OVSQVDMCBVZWGM-DTGCRPNFSA-N		CHEBI:144437		
BASm0010417	quercetin 3-O-beta-D-glucosyl-(1->2)-beta-D-glucoside		95043-15-5		O=c1c(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c(-c2ccc(O)c(O)c2)oc2cc([O-])cc(O)c12	C27H30O17	InChI=1S/C27H30O17/c28-6-14-17(34)20(37)22(39)26(41-14)44-25-21(38)18(35)15(7-29)42-27(25)43-24-19(36)16-12(33)4-9(30)5-13(16)40-23(24)8-1-2-10(31)11(32)3-8/h1-5,14-15,17-18,20-22,25-35,37-39H,6-7H2	RDUAJIJVNHKTQC-UHFFFAOYSA-N		CHEBI:144438		
BASm0010418	myricetin 3-O-beta-D-glucosyl-(1->2)-beta-D-glucoside	A flavonoid oxoanion resulting from the deprotonation of the hydroxy group at position 7 of the flavonoid moiety of myricetin 3-O-beta-D-glucosyl-(1->2)-beta-D-glucoside. The major species at pH 7.3. Identified in PMID 29667287 Fig. S17, peak 8.			O=c1c(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c(-c2cc(O)c(O)c(O)c2)oc2cc([O-])cc(O)c12	C27H29O18	InChI=1S/C27H30O18/c28-5-13-17(35)20(38)22(40)26(42-13)45-25-21(39)18(36)14(6-29)43-27(25)44-24-19(37)15-9(31)3-8(30)4-12(15)41-23(24)7-1-10(32)16(34)11(33)2-7/h1-4,13-14,17-18,20-22,25-36,38-40H,5-6H2/p-1/t13-,14-,17-,18-,20+,21+,22-,25-,26+,27+/m1/s1	IIDMOSGKMRTITM-FPFFPGFSSA-M		CHEBI:144439		
BASm0010419	quercetin 3-O-[(6-O-[(E)-caffeoyl]-beta-D-glucosyl)-(1->2)-beta-D-glucoside]		1261956-98-2		O=C(/C=C/c1ccc(O)c(O)c1)OC[C@H]1O[C@@H](O[C@H]2[C@H](Oc3c(-c4ccc(O)c(O)c4)oc4cc([O-])cc([O-])c4c3=O)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O	C36H36O20	InChI=1S/C36H36O20/c37-11-22-26(45)30(49)34(56-35-31(50)29(48)27(46)23(54-35)12-51-24(44)6-2-13-1-4-16(39)18(41)7-13)36(53-22)55-33-28(47)25-20(43)9-15(38)10-21(25)52-32(33)14-3-5-17(40)19(42)8-14/h1-10,22-23,26-27,29-31,34-43,45-46,48-50H,11-12H2/b6-2+/t22-,23-,26-,27-,29+,30+,31-,34-,35+,36+/m1/s1	ASKKBFPSRBVOKI-NRZHIGSDSA-N	788.1799936	CHEBI:144440		
BASm0010420	myricetin 3-O-beta-D-glucoside		19833-12-6		O=c1c(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c(-c2cc(O)c(O)c(O)c2)oc2cc([O-])cc(O)c12	C21H20O13	InChI=1S/C21H20O13/c22-5-12-15(28)17(30)18(31)21(33-12)34-20-16(29)13-8(24)3-7(23)4-11(13)32-19(20)6-1-9(25)14(27)10(26)2-6/h1-4,12,15,17-18,21-28,30-31H,5H2/t12-,15-,17+,18-,21+/m1/s1	FOHXFLPXBUAOJM-LIBJPBHASA-N		CHEBI:144444		
BASm0010421	myricetin 3-O-[(6-O-(E)-4-coumaroyl-beta-D-glucosyl)-(1->2)-alpha-L-rhamnoside]	A flavonoid oxoanion resulting from the deprotonation of the hydroxy groups at positions 5 and 7 of the flavonoid ring of myricetin 3-O-[(6-O-trans-4-coumaroyl-beta-D-glucosyl)-(1->2)-alpha-L-rhamnoside]. Identified in Fig. S21 peak 2 of PMID:29967287.			C[C@@H]1O[C@@H](Oc2c(-c3cc(O)c(O)c(O)c3)oc3cc([O-])cc([O-])c3c2=O)[C@H](O[C@@H]2O[C@H](COC(=O)/C=C/c3ccc(O)cc3)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O	C36H34O19	InChI=1S/C36H36O19/c1-13-25(43)30(48)34(55-35-31(49)29(47)27(45)22(53-35)12-50-23(42)7-4-14-2-5-16(37)6-3-14)36(51-13)54-33-28(46)24-18(39)10-17(38)11-21(24)52-32(33)15-8-19(40)26(44)20(41)9-15/h2-11,13,22,25,27,29-31,34-41,43-45,47-49H,12H2,1H3/p-2/b7-4+/t13-,22+,25-,27+,29-,30+,31+,34+,35-,36-/m0/s1	OIUNOWVSORDZMQ-KFDFXPCISA-L		CHEBI:144445		
BASm0010422	myricetin 3-O-[(6-O-[(E)-feruloyl]-beta-D-glucosyl)-(1->2)-alpha-L-rhamnoside]				COc1cc(/C=C/C(=O)OC[C@H]2O[C@@H](O[C@H]3[C@H](Oc4c(-c5cc(O)c(O)c(O)c5)oc5cc([O-])cc([O-])c5c4=O)O[C@@H](C)[C@H](O)[C@H]3O)[C@H](O)[C@@H](O)[C@@H]2O)ccc1O		InChI=1S/C37H38O20/c1-13-26(44)31(49)35(57-36-32(50)30(48)28(46)23(55-36)12-52-24(43)6-4-14-3-5-17(39)21(7-14)51-2)37(53-13)56-34-29(47)25-18(40)10-16(38)11-22(25)54-33(34)15-8-19(41)27(45)20(42)9-15/h3-11,13,23,26,28,30-32,35-42,44-46,48-50H,12H2,1-2H3/p-2/b6-4+/t13-,23+,26-,28+,30-,31+,32+,35+,36-,37-/m0/s1	FDLCWZWBKKRDLM-SIZJWXLGSA-L		CHEBI:144446		
BASm0010423	myricetin 3-O-[(6-O-acetyl-beta-D-glucosyl)-(1->2)-alpha-L-rhamnoside]	A flavonoid oxoanion resulting from the deprotonation of the hydroxy group at positio 7 of the flavonoid moiety of myricetin 3-O-[(6-O-acetyl-beta-D-glucosyl)-(1->2)-alpha-L-rhamnoside]. Identified in PMID: 23549747 Fig. S21 peak 4.			CC(=O)OC[C@H]1O[C@@H](O[C@H]2[C@H](Oc3c(-c4cc(O)c(O)c(O)c4)oc4cc([O-])cc(O)c4c3=O)O[C@@H](C)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O	C29H31O18	InChI=1S/C29H32O18/c1-8-18(35)23(40)27(47-28-24(41)22(39)20(37)16(45-28)7-42-9(2)30)29(43-8)46-26-21(38)17-12(32)5-11(31)6-15(17)44-25(26)10-3-13(33)19(36)14(34)4-10/h3-6,8,16,18,20,22-24,27-29,31-37,39-41H,7H2,1-2H3/p-1/t8-,16+,18-,20+,22-,23+,24+,27+,28-,29-/m0/s1	FTRKDRKEWHDGFS-GXMGNJQQSA-M		CHEBI:144447		
BASm0010426	8-nitro-cGMP				Nc1nc2c(nc([N+](=O)[O-])n2[C@@H]2O[C@@H]3COP(=O)([O-])O[C@H]3[C@H]2O)c(=O)[nH]1	C10H11N6O9P	InChI=1S/C10H11N6O9P/c11-9-13-6-3(7(18)14-9)12-10(16(19)20)15(6)8-4(17)5-2(24-8)1-23-26(21,22)25-5/h2,4-5,8,17H,1H2,(H,21,22)(H3,11,13,14,18)	XRKODJJSPSPDGM-UHFFFAOYSA-N	390.032513	CHEBI:144462	HMDB0247452	
BASm0010427					*N[C@@H](CSc1nc2c(=O)[nH]c(N)nc2n1[C@@H]1O[C@@H]2COP(=O)([O-])O[C@H]2[C@H]1O)C(*)=O					CHEBI:144463		
BASm0010428					*N[C@@H](CCCNc1nc(SC[C@H](N*)C(*)=O)c(C)[nH]1)C(*)=O					CHEBI:144464		
BASm0010429	1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol-3-phosphate)			Expected Solid	[H]\C(CCCCCCCC)=C(/[H])CCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(O)[C@]([H])(O)[C@@]([H])(OP([O-])([O-])=O)[C@@]1([H])O)OC(=O)CCCCCCC\C([H])=C(\[H])CCCCCCCC	C45H81O16P2	InChI=1S/C45H84O16P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(46)57-35-37(59-39(47)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)36-58-63(55,56)61-45-42(50)40(48)41(49)44(43(45)51)60-62(52,53)54/h17-20,37,40-45,48-51H,3-16,21-36H2,1-2H3,(H,55,56)(H2,52,53,54)/p-3/b19-17-,20-18-/t37-,40+,41+,42-,43-,44-,45+/m1/s1	ISKUBHYPLQMTBH-PZWVBASKSA-K	939.5016313	CHEBI:144472		MMDBc0055121
BASm0010430	(S)-8-oxocitronellyl enol	An 8-oxocitronellyl enol in which the chiral centre has S configuration.			C/C(C=O)=C\CC[C@H](C)/C=C/O	C10H16O2	InChI=1S/C10H16O2/c1-9(6-7-11)4-3-5-10(2)8-12/h5-9,11H,3-4H2,1-2H3/b7-6+,10-5+/t9-/m0/s1	CUVKIWGKVWHEEO-BVRNBXKUSA-N		CHEBI:144481		
BASm0010431	cis-cis-nepetalactone		17257-15-7		CC1=COC(=O)[C@H]2[C@@H](C)CC[C@@H]12	C10H14O2	InChI=1S/C10H14O2/c1-6-3-4-8-7(2)5-12-10(11)9(6)8/h5-6,8-9H,3-4H2,1-2H3	ZDKZHVNKFOXMND-UHFFFAOYSA-N		CHEBI:144482		
BASm0010432	(2R)-2-amino-2-carboxylatoethyl-disulfanyl-oxopropanoate			Expected Solid	[H][C@](N)(CSSCC(=O)C(O)=O)C([O-])=O	C6H8NO5S2	InChI=1S/C6H9NO5S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3H,1-2,7H2,(H,9,10)(H,11,12)/p-1/t3-/m0/s1	BEZUIRBPGNVXFZ-VKHMYHEASA-M	237.9849383	CHEBI:144484		MMDBc0054817
BASm0010433	cis-cis-nepetalactol				CC1=COC(O)[C@H]2[C@@H](C)CC[C@@H]12	C10H16O2	InChI=1S/C10H16O2/c1-6-3-4-8-7(2)5-12-10(11)9(6)8/h5-6,8-11H,3-4H2,1-2H3	OJGPEAXUHQRLNC-UHFFFAOYSA-N	168.1150298	CHEBI:144485		
BASm0010434	(R)-8-oxocitronellyl enol	An 8-oxocitronellyl enol in which the chiral centre has R configuration.			C/C(C=O)=C\CC[C@@H](C)/C=C/O	C10H16O2	InChI=1S/C10H16O2/c1-9(6-7-11)4-3-5-10(2)8-12/h5-9,11H,3-4H2,1-2H3/b7-6+,10-5+/t9-/m1/s1	CUVKIWGKVWHEEO-YYSBFJSKSA-N		CHEBI:144487		
BASm0010435	(2Z,4E)-2-hydroxy-6-oxohepta-2,4-dienoate			Expected Solid	[H]\C(=C(\[H])C(C)=O)\C(\[H])=C(/[O-])C(O)=O	C7H7O4	InChI=1S/C7H8O4/c1-5(8)3-2-4-6(9)7(10)11/h2-4,9H,1H3,(H,10,11)/p-1/b3-2+,6-4-	HVZGWILTESYJSP-ZPYFUIHZSA-M	155.0349823	CHEBI:144490		MMDBc0054867
BASm0010436	5-deoxy-D-ribulose 1-phosphate			Expected Solid	[H][C@](C)(O)[C@@]([H])(O)C(=O)COP([O-])([O-])=O	C5H9O7P	InChI=1S/C5H11O7P/c1-3(6)5(8)4(7)2-12-13(9,10)11/h3,5-6,8H,2H2,1H3,(H2,9,10,11)/p-2/t3-,5-/m1/s1	AVEHMJVDRGMBHD-NQXXGFSBSA-L	212.0096868	CHEBI:144504		MMDBc0055558
BASm0010438	3beta-hydroxycostunolide				C=C1C(=O)O[C@@H]2/C=C(\C)[C@@H](O)C/C=C(\C)CC[C@@H]12	C15H20O3	InChI=1S/C15H20O3/c1-9-4-6-12-11(3)15(17)18-14(12)8-10(2)13(16)7-5-9/h5,8,12-14,16H,3-4,6-7H2,1-2H3	XQVSREKNQZKAKU-UHFFFAOYSA-N	248.1412445	CHEBI:144560		
BASm0010439	3beta-hydroxyparthenolide				C=C1C(=O)O[C@@H]2[C@H]3O[C@]3(C)[C@@H](O)C/C=C(\C)CC[C@@H]12	C15H20O4	InChI=1S/C15H20O4/c1-8-4-6-10-9(2)14(17)18-12(10)13-15(3,19-13)11(16)7-5-8/h5,10-13,16H,2,4,6-7H2,1,3H3	BBXAUSVGMAQCDJ-UHFFFAOYSA-N	264.1361591	CHEBI:144561		
BASm0010440	4-methylumbelliferone sulfate				Cc1cc(=O)oc2cc(OS(=O)(=O)[O-])ccc12	C10H8O6S	InChI=1S/C10H8O6S/c1-6-4-10(11)15-9-5-7(2-3-8(6)9)16-17(12,13)14/h2-5H,1H3,(H,12,13,14)	FUYLLJCBCKRIAL-UHFFFAOYSA-N	256.0041592	CHEBI:144581		
BASm0010441	4-methylumbelliferone beta-D-glucuronate				Cc1cc(=O)oc2cc(O[C@@H]3O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]3O)ccc12	C16H16O9	InChI=1S/C16H16O9/c1-6-4-10(17)24-9-5-7(2-3-8(6)9)23-16-13(20)11(18)12(19)14(25-16)15(21)22/h2-5,11-14,16,18-20H,1H3,(H,21,22)/t11-,12-,13+,14-,16+/m0/s1	ARQXEQLMMNGFDU-JHZZJYKESA-N	352.0794321	CHEBI:144582		
BASm0010442	5,7-dimethyl-2-methylamino-4-(3-pyridylmethyl)-1,3-benzothiazol-6-yl sulfate	An aryl sulfate oxoanion that is the conjugate base of 5,7-dimethyl-2-methylamino-4-(3-pyridylmethyl)-1,3-benzothiazol-6-yl hydrogen sulfate, obtained by deprotonation of the sulfo group; major species at pH 7.3.			CNc1nc2c(Cc3cccnc3)c(C)c(OS(=O)(=O)[O-])c(C)c2s1	C16H16N3O4S2	InChI=1S/C16H17N3O4S2/c1-9-12(7-11-5-4-6-18-8-11)13-15(24-16(17-3)19-13)10(2)14(9)23-25(20,21)22/h4-6,8H,7H2,1-3H3,(H,17,19)(H,20,21,22)/p-1	LPZDTQCWCMPFND-UHFFFAOYSA-M		CHEBI:144583		
BASm0010443	5,7-dimethyl-2-methylamino-4-(3-pyridylmethyl)-1,3-benzothiazol-6-yl beta-D-glucuronate	A beta-D-glucosiduronate that is the conjugate base of E3040 glucuronide, obtained by the deprotonation of the carboxy group; major species at pH 7.3.			CNc1nc2c(Cc3cccnc3)c(C)c(O[C@@H]3O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]3O)c(C)c2s1	C22H24N3O7S	InChI=1S/C22H25N3O7S/c1-9-12(7-11-5-4-6-24-8-11)13-19(33-22(23-3)25-13)10(2)17(9)31-21-16(28)14(26)15(27)18(32-21)20(29)30/h4-6,8,14-16,18,21,26-28H,7H2,1-3H3,(H,23,25)(H,29,30)/p-1/t14-,15-,16+,18-,21+/m0/s1	RJBKVKVYNJTHJS-DQSYDGHTSA-M		CHEBI:144584		
BASm0010444	(S)-4,5-dihydroxy-2-oxopentanal	A ketoaldopentose and deoxypentose that is 2-oxopentanal that is substituted at positions 4 and 5 by hydroxy groups (the 4S) enantiomer).			O=CC(=O)C[C@H](O)CO	C5H8O4	InChI=1S/C5H8O4/c6-2-4(8)1-5(9)3-7/h2,5,7,9H,1,3H2/t5-/m0/s1	QFNWRVAZZYFNCF-YFKPBYRVSA-N		CHEBI:144585		
BASm0010445	4-hydroxy-2-oxobutanal	A 2-oxo aldehyde that is 4-hydroxybutanal carrying an oxo group at position 2. It is a degradation product of vitamin C.			O=CC(=O)CCO	C4H6O3	InChI=1S/C4H6O3/c5-2-1-4(7)3-6/h3,5H,1-2H2	CUSSNCHZLYDUPJ-UHFFFAOYSA-N		CHEBI:144586		
BASm0010446					*N[C@@H](CCCC[NH2+]CC(=O)[C@H](O)CO)C(*)=O					CHEBI:144587		
BASm0010447					*N[C@@H](CCCC[NH2+]CC(=O)[C@@H](O)[C@H](O)[C@H](O)COP(=O)([O-])[O-])C(*)=O					CHEBI:144588		
BASm0010448					*N[C@@H](CCCC[NH2+]CC(=O)[C@H](O)[C@H](O)COP(=O)([O-])[O-])C(*)=O					CHEBI:144589		
BASm0010449	N(6)-(D-ribulosyl)-L-lysine			Expected Solid	[NH3+][C@@H](CCCC[NH2+]CC(=O)[C@H](O)[C@H](O)CO)C(=O)[O-]	C11H23N2O6	InChI=1S/C11H22N2O6/c12-7(11(18)19)3-1-2-4-13-5-8(15)10(17)9(16)6-14/h7,9-10,13-14,16-17H,1-6,12H2,(H,18,19)/p+1/t7-,9+,10-/m0/s1	SMNBVUPHZDTVSW-SFGNSQDASA-O	279.1550629	CHEBI:144590		MMDBc0056197
BASm0010451	N(6)-(3-O-phospho-D-ribulosyl)-L-lysine			Expected Solid	[NH3+][C@@H](CCCC[NH2+]CC(=O)[C@H](OP(=O)([O-])[O-])[C@H](O)CO)C(=O)[O-]	C11H22N2O9P	InChI=1S/C11H23N2O9P/c12-7(11(17)18)3-1-2-4-13-5-8(15)10(9(16)6-14)22-23(19,20)21/h7,9-10,13-14,16H,1-6,12H2,(H,17,18)(H2,19,20,21)/p-1/t7-,9+,10-/m0/s1	YTGLSMMTLBLOES-SFGNSQDASA-M	357.1068409	CHEBI:144611		MMDBc0056192
BASm0010452	N-(D-ribulosyl)-cadaverine			Expected Solid	[NH3+]CCCCC[NH2+]CC(=O)[C@H](O)[C@H](O)CO	C10H24N2O4	InChI=1S/C10H22N2O4/c11-4-2-1-3-5-12-6-8(14)10(16)9(15)7-13/h9-10,12-13,15-16H,1-7,11H2/p+2/t9-,10+/m1/s1	BZKXSLSRJJQPEX-ZJUUUORDSA-P	236.1725101	CHEBI:144612		MMDBc0056111
BASm0010453	N-(3-O-phospho-D-ribulosyl)-cadaverine			Expected Solid	[NH3+]CCCCC[NH2+]CC(=O)[C@H](OP(=O)([O-])[O-])[C@H](O)CO	C10H23N2O7P	InChI=1S/C10H23N2O7P/c11-4-2-1-3-5-12-6-8(14)10(9(15)7-13)19-20(16,17)18/h9-10,12-13,15H,1-7,11H2,(H2,16,17,18)/t9-,10+/m1/s1	KIZNUUOCZFPQOU-ZJUUUORDSA-N	314.1242881	CHEBI:144614		MMDBc0056106
BASm0010454	N(6)-(D-erythrulosyl)-L-lysine			Expected Solid	[NH3+][C@@H](CCCC[NH2+]CC(=O)[C@H](O)CO)C(=O)[O-]	C10H21N2O5	InChI=1S/C10H20N2O5/c11-7(10(16)17)3-1-2-4-12-5-8(14)9(15)6-13/h7,9,12-13,15H,1-6,11H2,(H,16,17)/p+1/t7-,9+/m0/s1	BQEYSITZFSTDJF-IONNQARKSA-O	249.1444982	CHEBI:144617		MMDBc0056194
BASm0010455	N(6)-(3-O-phospho-D-erythrulosyl)-L-lysine			Expected Solid	[H][C@](N)(CCCCNCC(=O)[C@@]([H])(CO)OP(O)(O)=O)C([O-])=O	C10H20N2O8P	InChI=1S/C10H21N2O8P/c11-7(10(15)16)3-1-2-4-12-5-8(14)9(6-13)20-21(17,18)19/h7,9,12-13H,1-6,11H2,(H,15,16)(H2,17,18,19)/p-1/t7-,9+/m0/s1	GTVSYSAUQGSLRO-IONNQARKSA-M	327.0962762	CHEBI:144618		MMDBc0056191
BASm0010456	N-(D-erythrulosyl)-cadaverine			Expected Solid	[H][C@@](O)(CO)C(=O)C[NH2+]CCCCC[NH3+]	C9H22N2O3	InChI=1S/C9H20N2O3/c10-4-2-1-3-5-11-6-8(13)9(14)7-12/h9,11-12,14H,1-7,10H2/p+2/t9-/m1/s1	KPELHIULMZRUEN-SECBINFHSA-P	206.1619454	CHEBI:144619		MMDBc0056110
BASm0010457	N-(3-O-phospho-D-erythrulosyl)-cadaverine			Expected Solid	[H][C@](CO)(OP(O)(O)=O)C(=O)CNCCCCCN	C9H21N2O6P	InChI=1S/C9H21N2O6P/c10-4-2-1-3-5-11-6-8(13)9(7-12)17-18(14,15)16/h9,11-12H,1-7,10H2,(H2,14,15,16)/t9-/m1/s1	BVHCVVNNNQYJRV-SECBINFHSA-N	284.1137234	CHEBI:144620		MMDBc0056105
BASm0010458					*N[C@@H](CCCC[NH2+]CC(=O)[C@H](O)[C@H](O)[C@H](O)CO)C(*)=O					CHEBI:144621		
BASm0010459					*N[C@@H](CCCC[NH2+]CC(=O)[C@H](OP(=O)([O-])[O-])[C@H](O)[C@H](O)CO)C(*)=O					CHEBI:144622		
BASm0010460					*N[C@@H](CCCC[NH2+]CC(=O)[C@H](O)COP(=O)([O-])[O-])C(*)=O					CHEBI:144623		
BASm0010461					*N[C@@H](CCCC[NH2+]CC(=O)[C@@H](CO)OP(=O)([O-])[O-])C(*)=O					CHEBI:144624		
BASm0010462	indoxyl sulfate	Indoxyl sulfate, also known as 3-indoxyl sulfate, is a member of the class of organic compounds known as arylsulfates. These are organic compounds containing a sulfate group that carries an aryl group through an ether group. Indoxyl sulfate is a metabolite of the common amino acid tryptophan and is derived through the consumption, digestion and microbial processing of protein-rich foods. Indoxyl sulfate is technically a bacterial co-metabolite, meaning that it is derived from both bacterial and host metabolism. Specifically, it is generated from dietary L-tryptophan which is converted to indole in the large intestine via tryptophanase-expressing gastrointestinal bacteria (PMID: 27102537 ). The resulting indole is converted to indoxyl in the liver via enzyme-mediated hydroxylation by the CYP450 enzyme CYP2E1 (PMID 11808865 ). Subsequently, indoxyl is converted into indoxyl sulfate by the SULT1A1 sulfotransferase enzyme in the liver (PMID: 12064372 ). Indoxyl sulfate has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821 ) and is classified as a protein-bound uremic solute. Indoxyl sulfate is known to bind to serum albumin (PMID: 22626821 ), to be transported by the OAT1 transporter (PMID: 34678967 ) and to be an agonist for the arylhydrocarbon receptor (AhR) (PMID: 32527975 ). High concentrations of indoxyl sulfate in whole blood or blood plasma are known to be associated with the development and progression of chronic kidney disease (CKD) as well as the development of cardiovascular disease (CVD) in humans and other mammals (PMID: 28754616 ). As a uremic toxin, indoxyl sulfate is known to stimulate glomerular sclerosis (PMID: 8035108 ), interstitial fibrosis (PMID: 33138205 ) and increase the rate of progression of renal failure. Indoxyl sulfate is a known tubular toxin (i.e., a renal tubule toxin) and directly induces apoptotic and necrotic cell death of tubular cells in the kidney (PMID: 33138205 ). Indoxyl sulfate upregulates signal transducers and activators of transcription 3 phosphorylation leading to increases in TGF-β1, monocyte chemotactic protein-1 and alpha-smooth muscle actin production, all of which participate in interstitial inflammation, renal fibrosis and, consequently, CKD progression (PMID: 33138205 ). Indoxyl sulfate is also a known cardiotoxin (PMID: 30200452 ). In plasma, indoxyl sulfate induces endothelial dysfunction by inhibiting endothelial proliferation and migration as well as disrupting wound repair in vitro (PMID: 14717914 ). Indoxyl sulfate is known to impair angiogenesis by suppressing endothelial cell tube formation and endothelial cell proliferation via chronic aryl hydrocarbon receptor (AhR) activation. Many studies suggest that indoxyl sulfate increases oxidative stress which further exacerbates endothelial dysfunction (PMID: 20876676 ). This ultimately leads to atherosclerosis, peripheral artery disease and cardiovascular disease, which are common in patients with CKD (PMID: 33456671 ). In hemodialyzed patients, serum levels of indoxyl sulfate are associated with levels of pentosidine, a marker of carbonyl and oxidative stress (PMID: 14524578 ). In vitro, indoxyl sulfate increases reactive oxygen species (ROS) production in tubular cells and increases NAD(P)H oxidase activity in endothelial cells (PMID: 29976888 ). Indoxyl sulfate also strongly decreases the levels of glutathione, one of the most active antioxidant systems of the cell (PMID: 29474405 ). In addition to its well-known renal toxicity and cardiotoxicity, indoxyl sulfate appears to have osteotoxic, myotoxic and neurotoxic effects. As an osteotoxin, indoxyl sulfate impairs osteoblast function and induces abnormalities of bone turnover (PMID: 28781957 ). Indoxyl sulfate appears to induce low-turnover bone disease by directly acting on both osteoblasts and osteoclast precursors to suppress bone formation and bone resorption. In vitro studies with mouse osteoblasts have shown that indoxyl sulfate suppresses the gene expression of osterix, osteocalcin, and bone morphogenetic protein 2 (BMP2), thereby inhibiting the formation of mineralized bone nodules, leading to suppressed bone formation (PMID: 28781957 ). As a myotoxin, indoxyl sulfate appears to induce sarcopenia, which is especially common in patients with CKD. In particular, indoxyl sulfate increases the production of several factors related to skeletal muscle breakdown, including reactive oxygen species (ROS) and inflammatory cytokines (TNF-α, IL-6 and TGF-β1) (PMID: 27549031 ). It also enhances the production of muscle atrophy-related genes, myostatin and atrogin-1 (PMID: 27549031 ). As a neurotoxin, indoxyl sulfate appears to disrupt the blood brain barrier. In particular, indoxyl sulfate binds to the aryl hydrocarbon receptor (AhR), which is widely expressed in the central nervous system. The binding of indoxyl sulfate to the AhR leads to blood-brain barrier disruption, which is associated with cognitive impairment in animal models of CKD (PMID: 32527975 ). Indoxyl sulfate, along with quinolinic acid and kynurenine, are significantly elevated in blood/plasma of individuals with dementia (PMID: 34493657 ). Recently, indoxyl sulfate has been shown to be associated with altered neural processing (as shown by functional MRI) and the serum abundance of indoxyl sulfate is positively correlated with severity of psychic anxiety in humans (PMID: 34697401 ).	487-94-5	Solid	OS(=O)(=O)OC1=CNC2=CC=CC=C12	C8H7NO4S	InChI=1S/C8H7NO4S/c10-14(11,12)13-8-5-9-7-4-2-1-3-6(7)8/h1-5,9H,(H,10,11,12)	BXFFHSIDQOFMLE-UHFFFAOYSA-N	213.0095784	CHEBI:144643	HMDB00682	MMDBc0000001
BASm0010463	a tetracycline				*c1cc(*)c2c(c1O)C(=O)C1=C(O)[C@]3(O)C(=O)C(C(N)=O)=C([O-])[C@@H]([NH+](C)C)[C@@H]3[C@@H](*)[C@@H]1C2(*)*					CHEBI:144644		
BASm0010465	11a-hydroxy-oxytetracycline				[H][C@@]12[C@@H](O)[C@]3([H])[C@](C)(O)C4=CC=CC(O)=C4C(=O)[C@]3(O)C(=O)[C@]1(O)C(=O)C(C(N)=O)=C([O-])[C@H]2[NH+](C)C	C22H24N2O10	InChI=1S/C22H24N2O10/c1-20(32)7-5-4-6-8(25)9(7)16(28)22(34)15(20)14(27)11-12(24(2)3)13(26)10(18(23)30)17(29)21(11,33)19(22)31/h4-6,11-12,14-15,25-27,32-34H,1-3H3,(H2,23,30)/t11-,12+,14-,15-,20-,21-,22+/m1/s1	PMJXYABPGXMLDM-LUVPITIUSA-N	476.143095	CHEBI:144646		MMDBc0057101
BASm0010466	(1S,10S,10aS)-3-(CONH2)-9-Cl-1-(Me2N)-3,3a,4,10-(HO)4-10-Me-2,5-dioxo-1H,10aH,11H,11aH-cyclopenta[b]anthracen-6-olate			Expected Solid	CN(C)[C@@H]1C(=O)C(O)(C(N)=O)C2(O)C(O)=C3C(=O)c4c([O-])ccc(Cl)c4[C@@](C)(O)[C@H]3CC12	C21H22ClN2O8	InChI=1S/C21H23ClN2O8/c1-19(30)7-6-8-14(24(2)3)17(28)21(32,18(23)29)20(8,31)16(27)11(7)15(26)12-10(25)5-4-9(22)13(12)19/h4-5,7-8,14,25,27,30-32H,6H2,1-3H3,(H2,23,29)/p-1/t7-,8?,14-,19-,20?,21?/m0/s1	IJKKFSRYRZQEBJ-VSSGKYIQSA-M	465.107017	CHEBI:144647		MMDBc0054775
BASm0010467	N-acetyl-S-(2-succino)-L-cysteine			Expected Solid	[H]C(CC([O-])=O)(SC[C@]([H])(N=C(C)[O-])C([O-])=O)C(O)=O	C9H10NO7S	InChI=1S/C9H13NO7S/c1-4(11)10-5(8(14)15)3-18-6(9(16)17)2-7(12)13/h5-6H,2-3H2,1H3,(H,10,11)(H,12,13)(H,14,15)(H,16,17)/p-3/t5-,6?/m0/s1	VWRYIVZHCHQFKJ-ZBHICJROSA-K	276.0194436	CHEBI:144658		MMDBc0056142
BASm0010468	N-(4-carboxy-4-oxobutanoyl)-L-ethylglycylglycine			Expected Solid	[H][C@@](CC)(N=C([O-])CCC(=O)C(O)=O)C(O)=NCC([O-])=O	C11H14N2O7	InChI=1S/C11H16N2O7/c1-2-6(10(18)12-5-9(16)17)13-8(15)4-3-7(14)11(19)20/h6H,2-5H2,1H3,(H,12,18)(H,13,15)(H,16,17)(H,19,20)/p-2/t6-/m0/s1	RRBLCHIJUKCUNR-LURJTMIESA-L	286.081198	CHEBI:144697		MMDBc0056107
BASm0010469	N-(2-aminobutanoyl)glycine			Expected Solid	[H][C@](N)(CC)C(O)=NCC(O)=O	C6H12N2O3	InChI=1S/C6H12N2O3/c1-2-4(7)6(11)8-3-5(9)10/h4H,2-3,7H2,1H3,(H,8,11)(H,9,10)/t4-/m0/s1	SVHUWZOIWWJJJM-BYPYZUCNSA-N	160.0847923	CHEBI:144699		MMDBc0056100
BASm0010475	2',3,4-trihydroxy-trans-chalcone			Expected Solid	[H]\C(=C(\[H])C1=CC(O)=C(O)C=C1)C(=O)C1=CC=CC=C1[O-]	C15H11O4	InChI=1S/C15H12O4/c16-12-4-2-1-3-11(12)13(17)7-5-10-6-8-14(18)15(19)9-10/h1-9,16,18-19H/p-1/b7-5+	PSYVAIWGYVDYHN-FNORWQNLSA-M	255.0662824	CHEBI:144744		MMDBc0055312
BASm0010476	3',4'-dihydroxyaurone			Expected Solid	[H]\C(=C1\OC2=CC=CC=C2C1=O)C1=CC(O)=C(O)C=C1	C15H10O4	InChI=1S/C15H10O4/c16-11-6-5-9(7-12(11)17)8-14-15(18)10-3-1-2-4-13(10)19-14/h1-8,16-17H/b14-8-	HCBULGQMULJTCM-ZSOIEALJSA-N	254.0579088	CHEBI:144745		MMDBc0055442
BASm0010479	delphinidin	Delphinidin, also known as delphinidin chloride (CAS: 528-53-0), belongs to the class of organic compounds known as 7-hydroxyflavonoids. These are flavonoids that bear one hydroxyl group at the C-7 position of the flavonoid skeleton. Thus, delphinidin is considered to be a flavonoid lipid molecule. Delphinidin is found, on average, in the highest concentration within a few different foods, such as bilberries, cowpea, and blackcurrants, and in a lower concentration in common beans, common pea, and wheats. Delphinidin has also been detected, but not quantified in, several different foods, such as Brussel sprouts, fruits, horseradish tree, pepper (C. pubescens), and macadamia nuts. This could make delphinidin a potential biomarker for the consumption of these foods. Delphinidin is an anthocyanin and a primary plant pigment. Delphinidin gives blue hues to flowers like violas and delphiniums. It also gives the blue-red colour of the grape that produces Cabernet Sauvignon, and can be found in cranberries (Wikipedia). BioTransformer predicts that delphinidin is a product of 5,7-dihydroxy-3-{oxy}-2-(3,4,5-trihydroxyphenyl)-1λ⁴-chromen-1-ylium metabolism via a glycoside-hydrolysis reaction occurring in human gut microbiota and catalyzed by an EC.3.2.1.X enzyme (PMID: 30612223).	13270-61-6	Solid	[O-]c1cc2c([O-])cc(O)cc2[o+]c1-c1cc(O)c(O)c(O)c1	C15H11O7	InChI=1S/C15H10O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-5H,(H5-,16,17,18,19,20,21)/p+1	JKHRCGUTYDNCLE-UHFFFAOYSA-O	303.0504777	CHEBI:144775	HMDB0003074	
BASm0010480	delphinidin 3-O-beta-D-glucoside	Delphinidin 3-glucoside is found in adzuki bean. Delphinidin 3-glucoside is isolated from grapes and many other plant species Delphinidin 3-glucoside is present in red wine.	6906-38-3		[O-]c1cc(O)cc2[o+]c(-c3cc(O)c(O)c(O)c3)c(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc12	C21H21O12	InChI=1S/C21H20O12/c22-6-15-17(28)18(29)19(30)21(33-15)32-14-5-9-10(24)3-8(23)4-13(9)31-20(14)7-1-11(25)16(27)12(26)2-7/h1-5,15,17-19,21-22,28-30H,6H2,(H4-,23,24,25,26,27)/p+1/t15-,17-,18+,19-,21-/m1/s1	XENHPQQLDPAYIJ-PEVLUNPASA-O	465.1033011	CHEBI:144776	HMDB0037997	
BASm0010481	pelargonidin	Pelargonidin is expected to be in Cannabis as all living plants are known to produce and metabolize it.	7690-51-9	1	[O-]c1cc2c([O-])cc(O)cc2[o+]c1-c1ccc(O)cc1	C15H11O5	InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)15-13(19)7-11-12(18)5-10(17)6-14(11)20-15/h1-7H,(H3-,16,17,18,19)/p+1	XVFMGWDSJLBXDZ-UHFFFAOYSA-O	271.0606	CHEBI:144777		
BASm0010482	pelargonidin 3-O-beta-D-glucoside	An organic betaine obtained by deprotonation of the hydroxy group at the 5 position of pelargonidin 3-O-beta-D-glucoside. It is the major microspecies at pH 7.3.			[O-]c1cc(O)cc2[o+]c(-c3ccc(O)cc3)c(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc12	C21H20O10	InChI=1S/C21H20O10/c22-8-16-17(26)18(27)19(28)21(31-16)30-15-7-12-13(25)5-11(24)6-14(12)29-20(15)9-1-3-10(23)4-2-9/h1-7,16-19,21-22,26-28H,8H2,(H2-,23,24,25)/t16-,17-,18+,19-,21-/m1/s1	ABVCUBUIXWJYSE-GQUPQBGVSA-N		CHEBI:144778		
BASm0010483	peonidin	Peonidin is an anthocyanidin, and a primary plant pigment. Peonidin gives purplish-red hues to flowers such as the peony, from which it takes its name, and roses. It is also present in some blue flowers, such as the morning glory.	134-01-0	Solid	COc1cc(-c2[o+]c3cc(O)cc([O-])c3cc2[O-])ccc1O	C16H13ClO6	InChI=1S/C16H12O6.ClH/c1-21-15-4-8(2-3-11(15)18)16-13(20)7-10-12(19)5-9(17)6-14(10)22-16;/h2-7H,1H3,(H3-,17,18,19,20);1H	OGBSHLKSHNAPEW-UHFFFAOYSA-N	336.0400659	CHEBI:144779	HMDB0005797	
BASm0010484	peonidin 3-O-beta-D-glucoside	An oxonium betaine obtained by deprotonation of the 5 position of peonidin 3-O-beta-D-glucoside. It is the major microspecies at pH 7.3.			COc1cc(-c2[o+]c3cc(O)cc([O-])c3cc2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)ccc1O	C22H22O11	InChI=1S/C22H22O11/c1-30-15-4-9(2-3-12(15)25)21-16(7-11-13(26)5-10(24)6-14(11)31-21)32-22-20(29)19(28)18(27)17(8-23)33-22/h2-7,17-20,22-23,27-29H,8H2,1H3,(H2-,24,25,26)/t17-,18-,19+,20-,22-/m1/s1	ZZWPMFROUHHAKY-OUUKCGNVSA-N		CHEBI:144780		
BASm0010485	malvidin	Malvidin is an anthocyanidin. As a primary plant pigment, its glycosides are highly abundant in nature. It is primarily responsible for the color of red wine, Vitis vinifera being one of its sources. Malvidin is a biomarker for the consumption of blueberries. Malvidin is found in many foods, some of which are fruits, pulses, highbush blueberry, and common grape.	643-84-5	Liquid	COc1cc(-c2[o+]c3cc(O)cc([O-])c3cc2[O-])cc(OC)c1O	C17H15O7	InChI=1S/C17H14O7/c1-22-14-3-8(4-15(23-2)16(14)21)17-12(20)7-10-11(19)5-9(18)6-13(10)24-17/h3-7H,1-2H3,(H3-,18,19,20,21)/p+1	KZMACGJDUUWFCH-UHFFFAOYSA-O	331.0817778	CHEBI:144781	HMDB03201	
BASm0010486	malvidin 3-O-beta-D-glucoside		7228-78-6		COc1cc(-c2[o+]c3cc(O)cc([O-])c3cc2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc(OC)c1O	C23H25O12	InChI=1S/C23H24O12/c1-31-14-3-9(4-15(32-2)18(14)27)22-16(7-11-12(26)5-10(25)6-13(11)33-22)34-23-21(30)20(29)19(28)17(8-24)35-23/h3-7,17,19-21,23-24,28-30H,8H2,1-2H3,(H2-,25,26,27)/p+1/t17-,19-,20+,21-,23-/m1/s1	PXUQTDZNOHRWLI-OXUVVOBNSA-O		CHEBI:144782		
BASm0010489	(15S)-hydroperoxy-(8Z,11Z,13E)-eicosatrienoate			Expected Solid	CCCCC[C@@H](/C=C/C=C\C/C=C\CCCCCCC(=O)[O-])OO	C20H33O4	InChI=1S/C20H34O4/c1-2-3-13-16-19(24-23)17-14-11-9-7-5-4-6-8-10-12-15-18-20(21)22/h4-5,9,11,14,17,19,23H,2-3,6-8,10,12-13,15-16,18H2,1H3,(H,21,22)/p-1/b5-4-,11-9-,17-14+/t19-/m0/s1	IUXBNSNRPLXHER-OAHXIXLCSA-M	337.2384331	CHEBI:144787		MMDBc0054763
BASm0010490	3-tyramine	m-Tyramine is an amine derived from Tyrosine, Phenylethylamine and other catecholamines. (PMID 7335956).	0588-05-06	Solid	[NH3+]CCc1cccc(O)c1	C8H11NO	InChI=1S/C8H11NO/c9-5-4-7-2-1-3-8(10)6-7/h1-3,6,10H,4-5,9H2	GHFGJTVYMNRGBY-UHFFFAOYSA-N	137.084064	CHEBI:144800	HMDB0004989	
BASm0010493	D-galactosamine	D-mannosamine belongs to the class of Hexoses. These are monosaccharides in which the sugar unit is a hexose. (inferred from compound structure)<br/><br/>Mannosamine is a hexosamine derivative of mannose. (WikiPedia)	5505-63-5		[NH3+][C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O	C6H14NO5	InChI=1S/C6H13NO5/c7-3-5(10)4(9)2(1-8)12-6(3)11/h2-6,8-11H,1,7H2/p+1/t2-,3+,4-,5-,6?/m1/s1	MSWZFWKMSRAUBD-CBPJZXOFSA-O	180.0871976	CHEBI:144817		
BASm0010494	(3R,4R)-3,4-dihydroxycyclohexa-1,5-diene-1-carbonyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C1=C[C@@H](O)[C@H](O)C=C1	C28H38N7O19P3S	InChI=1S/C28H42N7O19P3S/c1-28(2,22(40)25(41)31-6-5-18(38)30-7-8-58-27(42)14-3-4-15(36)16(37)9-14)11-51-57(48,49)54-56(46,47)50-10-17-21(53-55(43,44)45)20(39)26(52-17)35-13-34-19-23(29)32-12-33-24(19)35/h3-4,9,12-13,15-17,20-22,26,36-37,39-40H,5-8,10-11H2,1-2H3,(H,30,38)(H,31,41)(H,46,47)(H,48,49)(H2,29,32,33)(H2,43,44,45)/p-4/t15-,16-,17-,20-,21-,22+,26-/m1/s1	IVBQPDODGZRFEX-VMLLLTOESA-J	901.1177985	CHEBI:144823		MMDBc0054889
BASm0010495	(4R,5R)-4,5-dihydroxycyclohex-2-ene-1-carbonyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C1C=C[C@@H](O)[C@H](O)C1	C28H40N7O19P3S	InChI=1S/C28H44N7O19P3S/c1-28(2,22(40)25(41)31-6-5-18(38)30-7-8-58-27(42)14-3-4-15(36)16(37)9-14)11-51-57(48,49)54-56(46,47)50-10-17-21(53-55(43,44)45)20(39)26(52-17)35-13-34-19-23(29)32-12-33-24(19)35/h3-4,12-17,20-22,26,36-37,39-40H,5-11H2,1-2H3,(H,30,38)(H,31,41)(H,46,47)(H,48,49)(H2,29,32,33)(H2,43,44,45)/p-4/t14?,15-,16-,17-,20-,21-,22+,26-/m1/s1	MWLPXLFXDOZBTP-FBXVULCTSA-J	903.1334486	CHEBI:144824		MMDBc0054949
BASm0010496	(5S)-5-hydroxycyclohex-1-ene-1-carbonyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C1=CCC[C@H](O)C1	C28H40N7O18P3S	InChI=1S/C28H44N7O18P3S/c1-28(2,22(39)25(40)31-7-6-18(37)30-8-9-57-27(41)15-4-3-5-16(36)10-15)12-50-56(47,48)53-55(45,46)49-11-17-21(52-54(42,43)44)20(38)26(51-17)35-14-34-19-23(29)32-13-33-24(19)35/h4,13-14,16-17,20-22,26,36,38-39H,3,5-12H2,1-2H3,(H,30,37)(H,31,40)(H,45,46)(H,47,48)(H2,29,32,33)(H2,42,43,44)/p-4/t16-,17+,20+,21+,22-,26+/m0/s1	KKBUHPBECHCCGG-IPWBBTITSA-J	887.138534	CHEBI:144830		MMDBc0054972
BASm0010497	(3S)-3-hydroxycyclohexane-1-carbonyl-CoA			Expected Solid	[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)C1([H])CCC[C@]([H])(O)C1)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C28H42N7O18P3S	InChI=1S/C28H46N7O18P3S/c1-28(2,22(39)25(40)31-7-6-18(37)30-8-9-57-27(41)15-4-3-5-16(36)10-15)12-50-56(47,48)53-55(45,46)49-11-17-21(52-54(42,43)44)20(38)26(51-17)35-14-34-19-23(29)32-13-33-24(19)35/h13-17,20-22,26,36,38-39H,3-12H2,1-2H3,(H,30,37)(H,31,40)(H,45,46)(H,47,48)(H2,29,32,33)(H2,42,43,44)/p-4/t15?,16-,17+,20+,21+,22-,26+/m0/s1	NTWSKNYLVQNJHE-ICVJBFRHSA-J	889.154184	CHEBI:144831		MMDBc0054928
BASm0010498	(15S)-hydroperoxy-(11Z,13E)-eicosadienoate			Expected Solid	[H]\C(CCCCCCCCCC([O-])=O)=C(/[H])\C(\[H])=C(/[H])[C@]([H])(CCCCC)OO	C20H35O4	InChI=1S/C20H36O4/c1-2-3-13-16-19(24-23)17-14-11-9-7-5-4-6-8-10-12-15-18-20(21)22/h9,11,14,17,19,23H,2-8,10,12-13,15-16,18H2,1H3,(H,21,22)/p-1/b11-9-,17-14+/t19-/m0/s1	KEXNVBSLXJLOPR-XMSPSUPSSA-M	339.2540832	CHEBI:144832		MMDBc0054761
BASm0010499	N(6)-methyl-AMP	A nucleoside 5'-monophosphate(2-) that results from the removal of two protons from the phosphate group of N(6)-methyl-AMP.				C11H14N5O7P		WETVNPRPZIYMAC-IOSLPCCCSA-L	359.064182	CHEBI:144842		
BASm0010500	amicoumacin A					C20H30N3O7		DCPWYLSPIAHJFU-YKRRISCLSA-O	424.2078267	CHEBI:144858		
BASm0010502	6-chloropyridine-2,3,5-triol	A hydroxypyridine that is pyridine substituted by hydroxy groups at positions 2,3 and 5 and a chloro group at position 6. It is a metabolite of the agrochemical chlorpyrifos.				C5H4ClNO3		YBXJGUPODIBASS-UHFFFAOYSA-N	160.9879707	CHEBI:144865		
BASm0010503	3,6-dihydroxypyridine-2,5-dione	An organic anion that is the conjugate base of 3,6-dihydroxypyridine-2,5-dione, obtained by selective deprotonation of the hydroxy group at positions 2.				C5H2NO4		PMCYMVXRSAUBSH-UHFFFAOYSA-M	139.9989311	CHEBI:144866		
BASm0010504	6-chloro-3-hydroxypyridine-2,5-dione	An enolate anion resulting from the deprotonation of the hydroxy group of 6-chloro-3-hydroxypyridine-2,5-dione. The major species at pH 7.3.			O=C1C=C([O-])C(=O)N=C1Cl	C5HClNO3	InChI=1S/C5H2ClNO3/c6-4-2(8)1-3(9)5(10)7-4/h1,9H/p-1	UHSNLTHAMWTIQQ-UHFFFAOYSA-M		CHEBI:144867		
BASm0010505	3,6-dichloropyridine-2,5-dione	A pyridone that is pyridine-2,5-dione which is substituted at positions 3 and 6 by chloro groups. It is a metabolite of the agrochemical, chlorpyrifos.			O=C1C=C(Cl)C(=O)N=C1Cl	C5HCl2NO2	InChI=1S/C5HCl2NO2/c6-2-1-3(9)4(7)8-5(2)10/h1H	NJDNYRDNVPDTJX-UHFFFAOYSA-N		CHEBI:144868		
BASm0010506	FMN-N(5)-oxide				Cc1cc2c(cc1C)[n+]([O-])c1c(=O)[n-]c(=O)nc-1n2C[C@H](O)[C@H](O)[C@H](O)COP(=O)([O-])[O-]		InChI=1S/C17H21N4O10P/c1-7-3-9-10(4-8(7)2)21(27)13-15(18-17(26)19-16(13)25)20(9)5-11(22)14(24)12(23)6-31-32(28,29)30/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H3,19,25,26,28,29,30)/p-3/t11-,12+,14-/m0/s1	CJSNKIURMDSSIA-SCRDCRAPSA-K		CHEBI:144890		
BASm0010507	3-dehydrolevoglucosan				O=C1[C@@H](O)[C@@H]2OC[C@@H](O2)[C@H]1O	C6H8O5	InChI=1S/C6H8O5/c7-3-2-1-10-6(11-2)5(9)4(3)8/h2-3,5-7,9H,1H2/t2-,3-,5-,6-/m1/s1	METXFULYFGSWDE-MNEPWGMJSA-N		CHEBI:144894		
BASm0010508	5-aminopentanal	5-Aminopentanal belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group. 5-Aminopentanal is a very strong basic compound (based on its pKa). 5-Aminopentanal exists in all living organisms, ranging from bacteria to humans. Thus, a double scenario arises, showing the use of aldehydes from diamines to obtain a large number of organisms of Leishmania infantum promastigotes to use in serological studies, whereas the aldehydes derived from polyamines could be used as a new strategy for therapeutic treatment against these parasites. The aminoaldehydes 5-aminopentanal, derived from the oxidation of the diamines putrescine and cadaverine,is produced utilizing a copper amine oxidase (CAO) from Euphorbia characias latex and tested with in vitro cultivation of Leishmania infantum promastigotes. Outside of the human body, 5-Aminopentanal has been detected, but not quantified in, several different foods, such as malabar plums, bamboo shoots, custard apples, common salsifies, and grapes. This could make 5-aminopentanal a potential biomarker for the consumption of these foods. Whereas the aminoaldehydes derived from the oxidation of the diamines were stimulating factors for growth of Leishmania infantum promastigotes, the aldehydes derived from polyamines oxidation had a drastic inhibitory effect on the vitality and growth of these parasites. 5-Aminopentanal is expected to be in Cannabis as all living plants are known to produce and metabolize it.		1	[NH3+]CCCCC=O	C5H11NO	InChI=1S/C5H11NO/c6-4-2-1-3-5-7/h5H,1-4,6H2	SZBGXBOFCGNPEU-UHFFFAOYSA-N	101.0841	CHEBI:144896		
BASm0010509	1-piperideine				C1=[NH+]CCCC1	C5H9N	InChI=1S/C5H9N/c1-2-4-6-5-3-1/h4H,1-3,5H2	DWKUKQRKVCMOLP-UHFFFAOYSA-N	83.07349929	CHEBI:144897	HMDB0243998	
BASm0010510	L-cysteinyl-5'-AMP				Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OC(=O)[C@@H]([NH3+])CS)[C@@H](O)[C@H]1O		InChI=1S/C13H19N6O8PS/c14-5(2-29)13(22)27-28(23,24)25-1-6-8(20)9(21)12(26-6)19-4-18-7-10(15)16-3-17-11(7)19/h3-6,8-9,12,20-21,29H,1-2,14H2,(H,23,24)(H2,15,16,17)/t5-,6+,8+,9+,12+/m0/s1	CHQCHJWWSCSGOJ-MACXSXHHSA-N		CHEBI:144924		
BASm0010511					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)[C@@H]([NH3+])CS)C(*)=O					CHEBI:144926		
BASm0010512					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)[C@@H]([NH3+])[C@@H](C)O)C(*)=O					CHEBI:144927		
BASm0010513	N(delta)-methyl-L-arginine				CN(CCC[C@H]([NH3+])C(=O)[O-])C(N)=[NH2+]	C7H16N4O2	InChI=1S/C7H16N4O2/c1-11(7(9)10)4-2-3-5(8)6(12)13/h5H,2-4,8H2,1H3,(H3,9,10)(H,12,13)	XKCWNEVAXQCMGP-UHFFFAOYSA-N	188.1273258	CHEBI:144928	HMDB0250980	
BASm0010514	N(omega)-hydroxy-N(delta)-methyl-L-arginine				CN(CCC[C@H]([NH3+])C(=O)[O-])C(=[NH2+])NO		InChI=1S/C7H16N4O3/c1-11(7(9)10-14)4-2-3-5(8)6(12)13/h5,14H,2-4,8H2,1H3,(H2,9,10)(H,12,13)/p+1/t5-/m0/s1	AUQNEMXAWPGGNP-YFKPBYRVSA-O		CHEBI:144929		
BASm0010515	(2E,6E,10E)-geranylgeranyl phosphate				CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)([O-])[O-]		InChI=1S/C20H35O4P/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-24-25(21,22)23/h9,11,13,15H,6-8,10,12,14,16H2,1-5H3,(H2,21,22,23)/p-2/b18-11+,19-13+,20-15+	VHUBNUSXPIJYSG-QIRCYJPOSA-L		CHEBI:144936		
BASm0010516	L-tryptophyl-5'-AMP				Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OC(=O)[C@@H](N)Cc2c[nH]c3ccccc23)[C@@H](O)[C@H]1O		InChI=1S/C21H24N7O8P/c22-12(5-10-6-24-13-4-2-1-3-11(10)13)21(31)36-37(32,33)34-7-14-16(29)17(30)20(35-14)28-9-27-15-18(23)25-8-26-19(15)28/h1-4,6,8-9,12,14,16-17,20,24,29-30H,5,7,22H2,(H,32,33)(H2,23,25,26)/p-1/t12-,14+,16+,17+,20+/m0/s1	IFQVDHDRFCKAAW-SQIXAUHQSA-M		CHEBI:144939		
BASm0010517	L-alanyl-5'-AMP				C[C@H]([NH3+])C(=O)OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O		InChI=1S/C13H19N6O8P/c1-5(14)13(22)27-28(23,24)25-2-6-8(20)9(21)12(26-6)19-4-18-7-10(15)16-3-17-11(7)19/h3-6,8-9,12,20-21H,2,14H2,1H3,(H,23,24)(H2,15,16,17)/t5-,6+,8+,9+,12+/m0/s1	ISYFCRWDMNBLTM-MACXSXHHSA-N		CHEBI:144940		
BASm0010518	L-glutamyl-5'-AMP				Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OC(=O)[C@@H]([NH3+])CCC(=O)[O-])[C@@H](O)[C@H]1O		InChI=1S/C15H21N6O10P/c16-6(1-2-8(22)23)15(26)31-32(27,28)29-3-7-10(24)11(25)14(30-7)21-5-20-9-12(17)18-4-19-13(9)21/h4-7,10-11,14,24-25H,1-3,16H2,(H,22,23)(H,27,28)(H2,17,18,19)/p-1/t6-,7+,10+,11+,14+/m0/s1	KQRQKNUGLKGTSJ-LTOLZBHSSA-M		CHEBI:144941		
BASm0010519	3,4-dihydroxybenzoyl-5'-AMP			Expected Solid	Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OC(=O)c2ccc(O)c(O)c2)[C@@H](O)[C@H]1O	C17H17N5O10P	InChI=1S/C17H18N5O10P/c18-14-11-15(20-5-19-14)22(6-21-11)16-13(26)12(25)10(31-16)4-30-33(28,29)32-17(27)7-1-2-8(23)9(24)3-7/h1-3,5-6,10,12-13,16,23-26H,4H2,(H,28,29)(H2,18,19,20)/p-1/t10-,12-,13-,16-/m1/s1	YDVDHHNNOYDHLY-XNIJJKJLSA-M	482.0718523	CHEBI:144942		MMDBc0055427
BASm0010520	L-arginyl-AMP	An organic cation resulting from the deprotonation of the phosphate group and protonation of the alpha-amino and imine nitrogens of the L-arginine moiety of L-arginyl-AMP; Major species at pH 7.3.			NC(=[NH2+])NCCC[C@H]([NH3+])C(=O)OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O	C16H27N9O8P	InChI=1S/C16H26N9O8P/c17-7(2-1-3-21-16(19)20)15(28)33-34(29,30)31-4-8-10(26)11(27)14(32-8)25-6-24-9-12(18)22-5-23-13(9)25/h5-8,10-11,14,26-27H,1-4,17H2,(H,29,30)(H2,18,22,23)(H4,19,20,21)/p+1/t7-,8+,10+,11+,14+/m0/s1	AJYPLWAQPDERQG-TWBCTODHSA-O		CHEBI:144944		
BASm0010521	glycero-2-phosphocholine				C[N+](C)(C)CCOP(=O)([O-])OC(CO)CO		InChI=1S/C8H20NO6P/c1-9(2,3)4-5-14-16(12,13)15-8(6-10)7-11/h8,10-11H,4-7H2,1-3H3	DQBGWLUPOYEQQT-UHFFFAOYSA-N		CHEBI:144950		
BASm0010522					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[NH3+])C(*)=O					CHEBI:144951		
BASm0010523					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)[C@@H]([NH3+])CO)C(*)=O					CHEBI:144955		
BASm0010524					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)[C@@H]([NH3+])Cc1c[nH]c2ccccc12)C(*)=O					CHEBI:144956		
BASm0010525					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)[C@H](C)[NH3+])C(*)=O					CHEBI:144958		
BASm0010526					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)[C@@H]([NH3+])CCC(=O)[O-])C(*)=O					CHEBI:144960		
BASm0010527					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1ccc(O)c(O)c1)C(*)=O					CHEBI:144963		
BASm0010528					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)[C@@H]([NH3+])CCCNC(N)=[NH2+])C(*)=O					CHEBI:144966		
BASm0010529					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1cc(N)cc(O)c1)C(*)=O					CHEBI:144967		
BASm0010530					*N[C@@H](CCCCNC(=O)C(C)(C)O)C(*)=O					CHEBI:144968		
BASm0010531	2''-O-(2-hydroxyisobutanoyl)-ADP-D-ribose			Expected Solid	[H]C1(O)O[C@]([H])(COP([O-])(=O)OP([O-])(=O)OC[C@@]2([H])O[C@@]([H])(N3C=NC4=C(N)N=CN=C34)[C@]([H])(O)[C@]2([H])O)[C@@]([H])(O)[C@@]1([H])OC(=O)C(C)(C)O	C19H27N5O16P2	InChI=1S/C19H29N5O16P2/c1-19(2,30)18(29)39-13-11(26)8(38-17(13)28)4-36-42(33,34)40-41(31,32)35-3-7-10(25)12(27)16(37-7)24-6-23-9-14(20)21-5-22-15(9)24/h5-8,10-13,16-17,25-28,30H,3-4H2,1-2H3,(H,31,32)(H,33,34)(H2,20,21,22)/p-2/t7-,8-,10-,11-,12-,13-,16-,17?/m1/s1	TXHWICCBLWPPDD-YDKGJHSESA-L	643.093901	CHEBI:144969		MMDBc0055316
BASm0010532					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)[C@@H]([NH3+])[C@H](O)CCl)C(*)=O					CHEBI:144979		
BASm0010533	steviolbioside	Steviobioside belongs to the class of organic compounds known as steviol glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically linked to a steviol (a diterpenoid based on a 13-hydroxykaur-16-en-18-oic acid) moiety. Steviobioside is an extremely weak basic (essentially neutral) compound (based on its pKa). Steviobioside is present in Stevia rebaudiana (stevia) extracts.	41093-60-1			C32H49O13		OMHUCGDTACNQEX-OSHKXICASA-M	641.3178652	CHEBI:145009	HMDB0036707	
BASm0010534	steviolmonoside					C26H39O8		QSIDJGUAAUSPMG-CULFPKEHSA-M	479.2650418	CHEBI:145010		
BASm0010535	steviol	Steviol is found in fruits. Steviol is isolated from Cucurbita maxima Rebaudioside B, D, and E may also be present in minute quantities; however, it is suspected that rebaudioside B is a byproduct of the isolation technique. The two majority compounds stevioside and rebaudioside, primarily responsible for the sweet taste of stevia leaves, were first isolated by two French chemists in 1931.	471-80-7	Solid		C20H29O3		QFVOYBUQQBFCRH-VQSWZGCSSA-M	317.2122184	CHEBI:145011	HMDB0036706	
BASm0010536	rebaudioside A	Rebaudioside A belongs to the class of organic compounds known as steviol glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically linked to a steviol (a diterpenoid based on a 13-hydroxykaur-16-en-18-oic acid) moiety. Steviol glycosides are the chemical compounds responsible for the sweet taste of the leaves of the South American plant Stevia rebaudiana (Asteraceae), which is a member of the sunflower family native to Paraguay and Brazil.  Steviol glycosides are the main ingredients (or precursors) of many sweeteners marketed under the generic name stevia and several other trade names. Stevia is widely used as a non-nutritive replacement for common sugar (sucrose). Rebaudioside A is one of the major sweetening constituents of commercial stevia. Stevia leaves typically contain 9.1% stevioside and 3.8% rebaudioside A (by dry weight) as the two major sweeteners (PMID: 19961353). Rebaudioside A is the sweetest and most stable steviol glycoside. Rebaudioside A was first isolated by two French chemists (Bridel and Lavielle) in 1931. A recent evaluation found rebaudoside A to be about 240 times sweeter, and stevioside about 140 times sweeter than sucrose (PMID: 17397883). Rebaudioside A also had the least bitterness and aftertaste of all steviol glycosides (PMID: 19961353). Rebaudioside A binds to the T1R2 and T1R3 (sweet) receptors as well as the T2R4 and T2R14 (bitter) receptors (PMID: 24705770).  Rebaudioside A is not an endogenously occurring human metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Rebaudioside A is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults or impacts from environmental, dietary and occupational sources.	58543-16-1		[H][C@]1(O)[C@]([H])(O)[C@@]([H])(CO)O[C@@]([H])(OC(=O)[C@]2(C)CCC[C@@]3(C)[C@]4([H])CC[C@@]5(C[C@]4(CC5=C)CC[C@]23[H])O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O[C@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)[C@@]2([H])O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@]1([H])O	C44H70O23	InChI=1S/C44H70O23/c1-17-11-43-9-5-22-41(2,7-4-8-42(22,3)40(59)66-38-33(58)30(55)26(51)20(14-47)62-38)23(43)6-10-44(17,16-43)67-39-35(65-37-32(57)29(54)25(50)19(13-46)61-37)34(27(52)21(15-48)63-39)64-36-31(56)28(53)24(49)18(12-45)60-36/h18-39,45-58H,1,4-16H2,2-3H3/t18-,19-,20-,21-,22+,23+,24-,25-,26-,27-,28+,29+,30+,31-,32-,33-,34+,35-,36+,37+,38+,39+,41-,42-,43-,44+/m1/s1	HELXLJCILKEWJH-NCGAPWICSA-N	966.4307885	CHEBI:145012	HMDB0034950	
BASm0010537	rebaudioside B	Rebaudioside B, also known as stevioside A4, belongs to the class of organic compounds known as steviol glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically linked to a steviol (a diterpenoid based on a 13-Hydroxykaur-16-en-18-oic acid) moiety. Steviol glycosides are the chemical compounds responsible for the sweet taste of the leaves of the South American plant Stevia rebaudiana (Asteraceae), which is a member of the sunflower family native to Paraguay and Brazil.  Steviol glycosides are the main ingredients (or precursors) of many sweeteners marketed under the generic name stevia and several other trade names. Rebaudioside B, is found in minute quantities in stevia extracts, however, it is suspected that rebaudioside B is a byproduct of the isolation technique (doi:10.4141/P97-114). Rebaudioside B binds to the T1R2 and T1R3 (sweet) receptors as well as the T2R4 and T2R14 (bitter) receptors (PMID: 24705770).  Rebaudioside B is not an endogenously occurring human metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Rebaudioside B is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults or impacts from environmental, dietary and occupational sources.	58543-17-2	Solid		C38H59O18		DRSKVOAJKLUMCL-MMUIXFKXSA-M	803.3706886	CHEBI:145013	HMDB0034949	
BASm0010538	a D-guloside				*OC1O[C@H](CO)[C@H](O)[C@@H](O)[C@H]1O					CHEBI:145014		
BASm0010539	3''-O-propanoyl-ADP-D-ribose					C18H25N5O15P2		QXEZVVRQEHCZDW-PMJZGJRDSA-L	613.0833363	CHEBI:145015		
BASm0010542	rebaudioside E	A rebaudioside that is stevioside in which the hydroxy group at position 2 of the glucosyl ester moiety has been converted into the corresponding beta-D-glucoside.				C44H70O23		RLLCWNUIHGPAJY-SFUUMPFESA-N	966.4307885	CHEBI:145018		
BASm0010543	rebaudioside M	A rebaudioside that is rebaudioside A in which the the hydroxy groups at positions 2 and 3 of the beta-D-glucosyl ester moiety have both been converted to the corresponding beta-D-glucoside. Found in very low concentraitions in the leaves of Stevia Rebaudiana, it is more than 200 times sweeter than sucrose.				C56H90O33		GSGVXNMGMKBGQU-PHESRWQRSA-N	1290.536435	CHEBI:145019		
BASm0010544	rubusoside				[H][C@]1(O)[C@]([H])(O)[C@@]([H])(CO)O[C@@]([H])(OC(=O)[C@]2(C)CCC[C@@]3(C)[C@]4([H])CC[C@@]5(C[C@]4(CC5=C)CC[C@]23[H])O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@]1([H])O	C32H50O13	InChI=1S/C32H50O13/c1-15-11-31-9-5-18-29(2,7-4-8-30(18,3)28(41)44-26-24(39)22(37)20(35)16(12-33)42-26)19(31)6-10-32(15,14-31)45-27-25(40)23(38)21(36)17(13-34)43-27/h16-27,33-40H,1,4-14H2,2-3H3/t16-,17-,18+,19+,20-,21-,22+,23+,24-,25-,26+,27+,29-,30-,31-,32+/m1/s1	YWPVROCHNBYFTP-OSHKXICASA-N	642.3251417	CHEBI:145021	HMDB0341391	
BASm0010545	rebaudioside D	Rebaudioside D is a constituent of Stevia rebaudiana (stevia)	63279-13-0		C=C1C[C@@]23CC[C@H]4[C@@](C)(CCC[C@@]4(C)C(=O)O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H]2CC[C@]1(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C3	C50H80O28	InChI=1S/C50H80O28/c1-18-11-49-9-5-24-47(2,7-4-8-48(24,3)46(68)77-44-39(34(64)29(59)22(15-54)72-44)75-42-36(66)32(62)27(57)20(13-52)70-42)25(49)6-10-50(18,17-49)78-45-40(76-43-37(67)33(63)28(58)21(14-53)71-43)38(30(60)23(16-55)73-45)74-41-35(65)31(61)26(56)19(12-51)69-41/h19-45,51-67H,1,4-17H2,2-3H3	RPYRMTHVSUWHSV-UHFFFAOYSA-N	1128.483612	CHEBI:145022	HMDB0034948	
BASm0010546	L-allulose			Expected Solid	O=C(CO)[C@@H](O)[C@@H](O)[C@@H](O)CO	C6H12O6	InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3,5-9,11-12H,1-2H2/t3-,5-,6+/m0/s1	BJHIKXHVCXFQLS-ZXEDONINSA-N	180.0633881	CHEBI:145026		MMDBc0056056
BASm0010547	4-deoxy-6-O-methyl-L-threo-hex-4-enopyranuronate					C7H10O6		KNJLRCXIQHOXIL-GRQBSOMGSA-N	190.047738	CHEBI:145031		
BASm0010548	1-O-methyl-20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate	A methyl ester resulting from the formal condensation of the carboxy group of (5Z,8Z,11Z,14Z)-20-hydroxyicosa-5,8,11,14-tetraenoic acid (20-HETE) with methanol.				C21H34O3		OZKZRNXTERFDEC-WGBGRZMPSA-N	334.250795	CHEBI:145032		
BASm0010549	1-O-methyl-8-hydroperoxy-20-hydroxy-(5Z,9E,11Z,14Z)-eicosatetraenoate	A hydroperoxy fatty ester resulting from the formal condensation of the carboxy group of  (5Z,9E,11Z,14Z)-8-hydroperoxy-20-hydroxyicosa-5,9,11,14-tetraenoic acid with methanol.				C21H34O5		ZJMPTHRYKXAAMR-ZRRHSYQRNA-N	366.2406242	CHEBI:145033		
BASm0010550	1-O-methyl-12-hydroperoxy-20-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate	A hydroperoxy fatty ester that is the methyl ester of 12-hydroperoxy-20-hydroxy-(5Z,8Z,10E,14Z)-icosatetraenoic acid.				C21H34O5		HUFUYTHLHNPQBR-JGGWLCIRNA-N	366.2406242	CHEBI:145034		
BASm0010551	1-O-methyl-9-hydroperoxy-20-hydroxy-(5Z,7E,11Z,14Z)-eicosatetraenoate	A hydroperoxy fatty ester resulting from the formal condensation of the carboxy group of (5Z,7E,11Z,14Z)-9-hydroperoxy-20-hydroxyicosa-5,7,11,14-tetraenoic acid with methanol.				C21H34O5		HNUSCMBPVLHNND-LTJHAWNRNA-N	366.2406242	CHEBI:145035		
BASm0010552	1-O-methyl-(9R)-hydroperoxy-(10E,12Z)-octadecadienoate	A hydroperoxy fatty ester that is the methyl ester of (9R,10E,12Z)-9-hydroperoxyoctadeca-10,12-dienoic acid.				C19H34O4		NAIVAZYIMZYEHW-GJHUJFKISA-N	326.2457096	CHEBI:145036		
BASm0010553	brassicasterol 3-beta-D-glucoside					C34H56O6		ILUZPRRJJSFYEH-OBNQGTFASA-N	560.4076895	CHEBI:145041		
BASm0010554	solasodine 3-beta-D-glucoside					C33H54NO7		XMLLJGHZPHTUKK-GAMIEDRGSA-O	576.3894795	CHEBI:145042		
BASm0010555	solasodine	Solasodine is found in eggplant. Solasodine is a poisonous glycoalkaloid chemical compound that occurs in plants of the Solanaceae family	126-17-0	Solid		C27H44NO2		KWVISVAMQJWJSZ-VKROHFNGSA-O	414.3366561	CHEBI:145043	HMDB0035282	
BASm0010556	pregnenolone 3-beta-D-glucoside					C27H42O7		KCBQUTGDLFZEIG-KNSPFVISSA-N	478.2930537	CHEBI:145044		
BASm0010557	3beta-hydroxy-16alpha,17alpha-epoxypregnenolone	An epoxy steroid that is pregnenolone which has an epoxy group whose oxygen is attached to the 16alpha and 17alpha-positions.				C21H30O3		UQVIXFCYKBWZPJ-XXHSLLPRSA-N	330.2194948	CHEBI:145045		
BASm0010558	3beta-hydroxy-16alpha,17alpha-epoxypregnenolone 3-beta-D-glucoside	An epoxy steroid that is 3beta-hydroxypregnenolone 3-beta-D-glucoside in which the hydrogens at the 16alpha and 17alpha positions have been replaced by the oxygen of the epoxide ring.				C27H40O8		SQOBYKQKYDLAPW-JTUWGOFYSA-N	492.2723182	CHEBI:145046		
BASm0010559	epiandrosterone 3-beta-D-glucoside	A sterol 3-beta-D-glucoside that has epiandrosterone as the sterol component.				C25H40O7		KNJIBCLNEUIEHR-ZZYATJHVSA-N	452.2774036	CHEBI:145048		
BASm0010560	16,17-didehydropregnenolone 3-beta-D-glucoside	A sterol 3beta-D-glucoside in which the parent sterol is 16,17-didehydropregnenolone.				C27H40O7		QGPKWSCRJIOXBP-XLDQIIBYSA-N	476.2774036	CHEBI:145050		
BASm0010561	dehydroepiandrosterone 3-beta-D-glucoside					C25H38O7		MPVTUSBXPNOQNU-YLACOBMXSA-N	450.2617536	CHEBI:145051		
BASm0010562	betaenone C			Expected Solid	[H]\C(O)=C(/[H])C(=O)[C@@]1(C)[C@@]([H])([C@]([H])(C)CC)[C@](C)(O)C(=O)[C@@]2([H])C[C@](C)(O)C[C@@]([H])(C)[C@]12[H]	C21H34O5	InChI=1S/C21H34O5/c1-7-12(2)17-20(5,15(23)8-9-22)16-13(3)10-19(4,25)11-14(16)18(24)21(17,6)26/h8-9,12-14,16-17,22,25-26H,7,10-11H2,1-6H3/b9-8-/t12-,13-,14+,16+,17-,19-,20-,21+/m1/s1	YRYPVWAJOMXOHH-ITBWMFDCSA-N	366.2406242	CHEBI:145053		MMDBc0003396
BASm0010563	betaenone B			Expected Solid	[H][C@@](C)(CC)[C@@]1([H])[C@](C)(O)C(=O)[C@@]2([H])C[C@](C)(O)C[C@@]([H])(C)[C@]2([H])[C@@]1(C)C(=O)CCO	C21H36O5	InChI=1S/C21H36O5/c1-7-12(2)17-20(5,15(23)8-9-22)16-13(3)10-19(4,25)11-14(16)18(24)21(17,6)26/h12-14,16-17,22,25-26H,7-11H2,1-6H3/t12-,13-,14+,16+,17-,19-,20-,21+/m1/s1	PUZNAAVWFXQUDM-HBKHSIGZSA-N	368.2562743	CHEBI:145054		MMDBc0055777
BASm0010564	betaenone A			Expected Solid	CC[C@@H](C)[C@@H]1[C@]2(C)C(=O)/C(=C\O)[C@@](O)([C@H]3C[C@](C)(O)C[C@@H](C)[C@@H]32)[C@@]1(C)O	C21H34O5	InChI=1S/C21H34O5/c1-7-11(2)16-19(5)15-12(3)8-18(4,24)9-13(15)21(26,20(16,6)25)14(10-22)17(19)23/h10-13,15-16,22,24-26H,7-9H2,1-6H3/b14-10+/t11-,12-,13+,15+,16-,18-,19-,20+,21+/m1/s1	FHJXKTOXQHRDTL-PSWVRJCXSA-N	366.2406242	CHEBI:145055		MMDBc0055776
BASm0010565	dehydroprobetaenone I			Expected Solid	CC[C@@H](C)[C@H]1C(C)=C[C@H]2C[C@@H](C)C[C@@H](C)[C@@H]2[C@@]1(C)C(=O)/C=C\O	C21H34O2	InChI=1S/C21H34O2/c1-7-14(3)19-16(5)12-17-11-13(2)10-15(4)20(17)21(19,6)18(23)8-9-22/h8-9,12-15,17,19-20,22H,7,10-11H2,1-6H3/b9-8-/t13-,14+,15+,17+,19-,20-,21-/m0/s1	BINVZINZKJFBTL-QQJLSPJJSA-N	318.2558803	CHEBI:145061		MMDBc0055893
BASm0010566	probetaenone I			Expected Solid	CC[C@@H](C)[C@H]1C(C)=C[C@H]2C[C@@H](C)C[C@@H](C)[C@@H]2[C@@]1(C)C(=O)CCO	C21H36O2	InChI=1S/C21H36O2/c1-7-14(3)19-16(5)12-17-11-13(2)10-15(4)20(17)21(19,6)18(23)8-9-22/h12-15,17,19-20,22H,7-11H2,1-6H3/t13-,14+,15+,17+,19-,20-,21-/m0/s1	CWVNYXDUEQFYMM-YDGZXZOGSA-N	320.2715304	CHEBI:145062		MMDBc0056268
BASm0010567	stemphyloxin II			Expected Solid	CC[C@@H](CO)[C@@H]1[C@]2(C)C(=O)/C(=C\O)[C@@](O)([C@H]3C[C@](C)(O)C[C@@H](C)[C@@H]32)[C@@]1(C)O	C21H34O6	InChI=1S/C21H34O6/c1-6-12(9-22)16-19(4)15-11(2)7-18(3,25)8-13(15)21(27,20(16,5)26)14(10-23)17(19)24/h10-13,15-16,22-23,25-27H,6-9H2,1-5H3/b14-10+/t11-,12+,13+,15+,16-,18-,19-,20+,21+/m1/s1	JTFGPTHCAAUOQL-RNPLJHCFSA-N	382.2355388	CHEBI:145066		MMDBc0056316
BASm0010568	epoxybetaenone			Expected Solid	CC[C@@H](C)[C@H]1[C@]2(C)O[C@@H]2[C@H]2C[C@@H](C)C[C@@H](C)[C@@H]2[C@@]1(C)/C(O)=C/C=O	C21H34O3	InChI=1S/C21H34O3/c1-7-13(3)18-20(5,16(23)8-9-22)17-14(4)10-12(2)11-15(17)19-21(18,6)24-19/h8-9,12-15,17-19,23H,7,10-11H2,1-6H3/b16-8-/t12-,13+,14+,15-,17-,18+,19+,20+,21-/m0/s1	PXUDDXPBZDEGAF-QMJXDUBLSA-N	334.250795	CHEBI:145069		MMDBc0055970
BASm0010569	stemphyloxin I			Expected Solid	CC[C@@H](CO)[C@@H]1[C@](C)(C(=O)/C=C\O)[C@H]2[C@H](C)C[C@@](C)(O)C[C@@H]2C(=O)[C@@]1(C)O	C21H34O6	InChI=1S/C21H34O6/c1-6-13(11-23)17-20(4,15(24)7-8-22)16-12(2)9-19(3,26)10-14(16)18(25)21(17,5)27/h7-8,12-14,16-17,22-23,26-27H,6,9-11H2,1-5H3/b8-7-/t12-,13+,14+,16+,17-,19-,20-,21+/m1/s1	YRECHDUAXCBBOZ-HOCCXODSSA-N	382.2355388	CHEBI:145070		MMDBc0028734
BASm0010570	campesteryl 3-beta-D-glucoside		32214-82-7		CC(C)[C@H](C)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)CC[C@]4(C)[C@H]3CC[C@]12C	C34H58O6	InChI=1S/C34H58O6/c1-19(2)20(3)7-8-21(4)25-11-12-26-24-10-9-22-17-23(13-15-33(22,5)27(24)14-16-34(25,26)6)39-32-31(38)30(37)29(36)28(18-35)40-32/h9,19-21,23-32,35-38H,7-8,10-18H2,1-6H3	FWNZEKQVBDXWKA-UHFFFAOYSA-N		CHEBI:145072		
BASm0010571	asperphenamate			Expected Solid	O=C(N[C@H](COC(=O)[C@H](Cc1ccccc1)NC(=O)c1ccccc1)Cc1ccccc1)c1ccccc1	C32H30N2O4	InChI=1S/C32H30N2O4/c35-30(26-17-9-3-10-18-26)33-28(21-24-13-5-1-6-14-24)23-38-32(37)29(22-25-15-7-2-8-16-25)34-31(36)27-19-11-4-12-20-27/h1-20,28-29H,21-23H2,(H,33,35)(H,34,36)/t28-,29-/m0/s1	CVULDJMCSSACEO-VMPREFPWSA-N	506.2205575	CHEBI:145105		MMDBc0028238
BASm0010572	N-benzoyl-L-phenylalaninol			Expected Solid	O=C(N[C@H](CO)Cc1ccccc1)c1ccccc1	C16H17NO2	InChI=1S/C16H17NO2/c18-12-15(11-13-7-3-1-4-8-13)17-16(19)14-9-5-2-6-10-14/h1-10,15,18H,11-12H2,(H,17,19)/t15-/m0/s1	RFYNAVYPYXLVOM-HNNXBMFYSA-N	255.1259288	CHEBI:145107		MMDBc0009045
BASm0010573	bassianolide			Expected Solid	CC(C)C[C@H]1C(=O)O[C@H](C(C)C)C(=O)N(C)[C@@H](CC(C)C)C(=O)O[C@H](C(C)C)C(=O)N(C)[C@@H](CC(C)C)C(=O)O[C@H](C(C)C)C(=O)N(C)[C@@H](CC(C)C)C(=O)O[C@H](C(C)C)C(=O)N1C	C48H84N4O12	InChI=1S/C48H84N4O12/c1-25(2)21-33-45(57)61-38(30(11)12)42(54)50(18)35(23-27(5)6)47(59)63-40(32(15)16)44(56)52(20)36(24-28(7)8)48(60)64-39(31(13)14)43(55)51(19)34(22-26(3)4)46(58)62-37(29(9)10)41(53)49(33)17/h25-40H,21-24H2,1-20H3/t33-,34-,35-,36-,37+,38+,39+,40+/m0/s1	QVZZPLDJERFENQ-NKTUOASPSA-N	908.6085742	CHEBI:145108		MMDBc0020333
BASm0010574	isoepoxydon			Expected Solid	O=C1C(CO)=C[C@H](O)[C@H]2O[C@@H]12	C7H8O4	InChI=1S/C7H8O4/c8-2-3-1-4(9)6-7(11-6)5(3)10/h1,4,6-9H,2H2/t4-,6+,7-/m0/s1	VTLJDPHPVHSVGR-JHYUDYDFSA-N	156.0422587	CHEBI:145109		MMDBc0056045
BASm0010575	phyllostine			Expected Solid	O=C1C=C(CO)C(=O)[C@@H]2O[C@H]12	C7H6O4	InChI=1S/C7H6O4/c8-2-3-1-4(9)6-7(11-6)5(3)10/h1,6-8H,2H2/t6-,7+/m0/s1	PLELZLHJHUZIGY-NKWVEPMBSA-N	154.0266087	CHEBI:145110		MMDBc0007422
BASm0010576	neopatulin			Expected Solid	O=C1C=C2COC(O)C=C2O1	C7H6O4	InChI=1S/C7H6O4/c8-6-2-5-4(3-10-6)1-7(9)11-5/h1-2,6,8H,3H2	ZGBMSNKHUHZKEP-UHFFFAOYSA-N	154.0266087	CHEBI:145111		MMDBc0056212
BASm0010577	(E)-ascladiol			Expected Solid	O=C1C=C(CO)/C(=C\CO)O1	C7H8O4	InChI=1S/C7H8O4/c8-2-1-6-5(4-9)3-7(10)11-6/h1,3,8-9H,2,4H2/b6-1+	HLJKDERCZVTVSN-LZCJLJQNSA-N	156.0422587	CHEBI:145112		MMDBc0055014
BASm0010578	24-methylene cholesteryl beta-D-glucoside				C=C(CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C	C34H56O6	InChI=1S/C34H56O6/c1-19(2)20(3)7-8-21(4)25-11-12-26-24-10-9-22-17-23(13-15-33(22,5)27(24)14-16-34(25,26)6)39-32-31(38)30(37)29(36)28(18-35)40-32/h9,19,21,23-32,35-38H,3,7-8,10-18H2,1-2,4-6H3	YQEUTOSZVKSYTM-UHFFFAOYSA-N	560.4076895	CHEBI:145114		
BASm0010579	1-O-octadecyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine				CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COCCCCCCCCCCCCCCCCCC)COP(=O)([O-])OCC[NH3+]	C41H82NO7P	0	CEVVUBCHWNKKNN-NRSORJFFSA-N	731.582891	CHEBI:145178	HMDB0341536	
BASm0010580	1-O-(13-methyltetradecyl)-2-(13-methyltetradecanoyl)-sn-glycero-3-phosphoethanolamine			Expected Solid	CC(C)CCCCCCCCCCCCOC[C@H](COP(=O)([O-])OCC[NH3+])OC(=O)CCCCCCCCCCCC(C)C	C35H72NO7P	InChI=1S/C35H72NO7P/c1-32(2)24-20-16-12-8-5-6-11-15-19-23-28-40-30-34(31-42-44(38,39)41-29-27-36)43-35(37)26-22-18-14-10-7-9-13-17-21-25-33(3)4/h32-34H,5-31,36H2,1-4H3,(H,38,39)/t34-/m1/s1	MVNNGAYHEUJLNG-UUWRZZSWSA-N	649.5046407	CHEBI:145179		MMDBc0055116
BASm0010581	1-O-(1Z-13-methyltetradecenyl)-2-(13-methyltetradecanoyl)-sn-glycero-3-phosphoethanolamine			Expected Solid	[H]\C(CCCCCCCCCCC(C)C)=C(/[H])OC[C@]([H])(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCC(C)C	C35H70NO7P	InChI=1S/C35H70NO7P/c1-32(2)24-20-16-12-8-5-6-11-15-19-23-28-40-30-34(31-42-44(38,39)41-29-27-36)43-35(37)26-22-18-14-10-7-9-13-17-21-25-33(3)4/h23,28,32-34H,5-22,24-27,29-31,36H2,1-4H3,(H,38,39)/b28-23-/t34-/m1/s1	WFCKUURGYDSXHH-ILIIBKBHSA-N	647.4889906	CHEBI:145180		MMDBc0055117
BASm0010588	5,6-trans-vitamin D3	5,6-trans-vitamin D3 is the result of photodegradation of vitamin D3, and once formed in the skin, exposure to sunlight results in its rapid photodegradation to a variety of photoproducts. During chronic exposure to sunlight vitamin D3 in the skin can be photoisomerized to a variety of photoproducts, including 5,6-trans-vitamin D3. Because 5,6-Trans-vitamin D3 is a photoproduct of vitamin D3 and have a pseudo-1-alpha-hydroxyl structure due to the 180-degree rotation of the 3-hydroxyl group during isomerization. 5,6-trans-vitamin D3 can mimic the intestinal calcium transport activity of 1alpha,25(OH)2D (the active form of vitamine D). (PMID: 10876100, 2541158).	22350-41-0			C27H44O		QYSXJUFSXHHAJI-FVUVGDFOSA-N	384.339216	CHEBI:145213	HMDB0006719	
BASm0010589	(E)-pent-3-en-2-one	Methyl propenyl ketone, also known as (3E)-3-penten-2-one or 2-oxo-3-pentene, belongs to the class of organic compounds known as enones. Enones are compounds containing the enone functional group, with the structure RC(=O)CR'. Thus, methyl propenyl ketone is considered to be an oxygenated hydrocarbon lipid molecule. Methyl propenyl ketone is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Methyl propenyl ketone, with regard to humans, has been found to be associated with several diseases such as nonalcoholic fatty liver disease and ulcerative colitis. Methyl propenyl ketone has also been linked to the inborn metabolic disorder celiac disease. Methyl propenyl ketone is occasionally found as a volatile component of normal human biofluids. It is found as a volatile in the hawthorn fruit upon ripening, and also is part of the scent components of the urine of some animals. Methyl propenyl ketone is a volatile organic compound.	625-33-2	Liquid	C/C=C/C(C)=O	C5H8O	InChI=1S/C5H8O/c1-3-4-5(2)6/h3-4H,1-2H3/b4-3+	LABTWGUMFABVFG-ONEGZZNKSA-N	84.05751488	CHEBI:145276	HMDB0001184	
BASm0010594	alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-D-Glc				CC(=O)N[C@H]1[C@H](O[C@H]2[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]3[C@H](O)[C@@H](O)C(O)O[C@@H]3CO)[C@@H]2O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@]3(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O3)[C@H]2O)[C@@H]1O		InChI=1S/C37H62N2O29/c1-9(45)38-17-11(47)3-37(36(58)59,67-29(17)19(49)12(48)4-40)68-31-21(51)14(6-42)62-35(26(31)56)64-27-16(8-44)63-33(18(22(27)52)39-10(2)46)66-30-20(50)13(5-41)61-34(25(30)55)65-28-15(7-43)60-32(57)24(54)23(28)53/h11-35,40-44,47-57H,3-8H2,1-2H3,(H,38,45)(H,39,46)(H,58,59)/p-1/t11-,12+,13+,14+,15+,16+,17+,18+,19+,20-,21-,22+,23+,24+,25+,26+,27+,28+,29+,30-,31-,32?,33-,34-,35-,37-/m0/s1	JJDJLGKBNIXJPW-UWQVXSKMSA-M		CHEBI:145346		
BASm0010595	alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->4)-[alpha-L-Fuc-(1->3)]-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-D-Glc				CC(=O)N[C@H]1[C@H](O[C@H]2[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]3[C@H](O)[C@@H](O)C(O)O[C@@H]3CO)[C@@H]2O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@]3(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O3)[C@H]2O)[C@@H]1O[C@@H]1O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]1O		InChI=1S/C43H72N2O33/c1-10-21(55)25(59)28(62)39(68-10)75-34-20(45-12(3)52)38(76-35-23(57)15(6-47)70-40(29(35)63)73-31-17(8-49)69-37(65)27(61)26(31)60)72-18(9-50)32(34)74-41-30(64)36(24(58)16(7-48)71-41)78-43(42(66)67)4-13(53)19(44-11(2)51)33(77-43)22(56)14(54)5-46/h10,13-41,46-50,53-65H,4-9H2,1-3H3,(H,44,51)(H,45,52)(H,66,67)/p-1/t10-,13-,14+,15+,16+,17+,18+,19+,20+,21+,22+,23-,24-,25+,26+,27+,28-,29+,30+,31+,32+,33+,34+,35-,36-,37?,38-,39-,40-,41-,43-/m0/s1	QLSXTAKLCDGTLR-BENLRBFVSA-M		CHEBI:145347		
BASm0010602	alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->4)-[alpha-L-Fuc-(1->3)]-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc					C59H97N4O43		GHQJUQAWRUPQOF-NTVYDSBRSA-M	1549.553201	CHEBI:145398		
BASm0010603	alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc					C53H87N4O39		PRGHSAXSQGMLMV-RPMMOUILSA-M	1403.495293	CHEBI:145399		
BASm0010604	alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->4)-[alpha-L-Fuc-(1->3)]-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-[alpha-L-Fuc-(1->3)]-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc	A carbohydrate acid derivative anion  resulting from the deprotonation of the carboxy group of alpha-Neup5Ac-(2->3)-beta-D-Galp-(1->4)-[alpha-L-Fucp-(1->3)]-beta-D-GlcpNAc-(1->3)-beta-D-Galp-(1->4)-[alpha-L-Fucp-(1->3)]-beta-D-GlcpNAc-(1->3)-beta-D-Galp-(1->4)-beta-D-GlcpNAc. The major species at pH 7.3			CC(=O)N[C@H]1[C@H](O[C@H]2[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]3[C@H](O)[C@@H](NC(C)=O)C(O)O[C@@H]3CO)[C@@H]2O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O[C@]5(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O5)[C@H]4O)[C@H](O[C@@H]4O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]4O)[C@H]3NC(C)=O)[C@H]2O)[C@@H]1O[C@@H]1O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]1O	C65H107N4O47	InChI=1S/C65H108N4O47/c1-15-33(83)40(90)42(92)59(100-15)111-51-31(68-19(5)79)57(113-53-36(86)23(9-71)103-61(44(53)94)108-47-26(12-74)102-56(97)30(39(47)89)67-18(4)78)106-27(13-75)48(51)109-62-45(95)54(37(87)24(10-72)104-62)114-58-32(69-20(6)80)52(112-60-43(93)41(91)34(84)16(2)101-60)49(28(14-76)107-58)110-63-46(96)55(38(88)25(11-73)105-63)116-65(64(98)99)7-21(81)29(66-17(3)77)50(115-65)35(85)22(82)8-70/h15-16,21-63,70-76,81-97H,7-14H2,1-6H3,(H,66,77)(H,67,78)(H,68,79)(H,69,80)(H,98,99)/p-1/t15-,16-,21-,22+,23+,24+,25+,26+,27+,28+,29+,30+,31+,32+,33+,34+,35+,36-,37-,38-,39+,40+,41+,42-,43-,44+,45+,46+,47+,48+,49+,50+,51+,52+,53-,54-,55-,56?,57-,58-,59-,60-,61-,62-,63-,65-/m0/s1	MVHQMCYYWJOUQD-JJINHPHOSA-M		CHEBI:145400		
BASm0010605	alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-[alpha-L-Fuc-(1->3)]-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc	A carbohydrate acid derivative anion resulting from the deprotonation of the carboxy group of alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-[alpha-L-Fuc-(1->3)]-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-beta-D-GlcNAc. The major species at pH 7.3.			CC(=O)N[C@H]1[C@H](O[C@H]2[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]3[C@H](O[C@@H]4O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]4O)[C@@H](NC(C)=O)[C@H](O[C@H]4[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]5[C@H](O)[C@@H](NC(C)=O)C(O)O[C@@H]5CO)[C@@H]4O)O[C@@H]3CO)[C@@H]2O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@]3(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O3)[C@H]2O)[C@@H]1O	C59H97N4O43	InChI=1S/C59H98N4O43/c1-14-31(77)38(84)39(85)54(92-14)102-47-30(63-18(5)74)53(104-49-34(80)21(8-65)94-55(40(49)86)99-43-24(11-68)93-51(89)28(36(43)82)61-16(3)72)98-26(13-70)45(47)101-56-41(87)48(33(79)22(9-66)95-56)103-52-29(62-17(4)73)37(83)44(25(12-69)97-52)100-57-42(88)50(35(81)23(10-67)96-57)106-59(58(90)91)6-19(75)27(60-15(2)71)46(105-59)32(78)20(76)7-64/h14,19-57,64-70,75-89H,6-13H2,1-5H3,(H,60,71)(H,61,72)(H,62,73)(H,63,74)(H,90,91)/p-1/t14-,19-,20+,21+,22+,23+,24+,25+,26+,27+,28+,29+,30+,31+,32+,33-,34-,35-,36+,37+,38+,39-,40+,41+,42+,43+,44+,45+,46+,47+,48-,49-,50-,51?,52-,53-,54-,55-,56-,57-,59-/m0/s1	ILKGMXULMYCOMF-NTVYDSBRSA-M		CHEBI:145401		
BASm0010606	6-phospho-D-galactono-1,5-lactone				O=C1O[C@H](COP(=O)([O-])[O-])[C@H](O)[C@H](O)[C@H]1O		InChI=1S/C6H11O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-5,7-9H,1H2,(H2,11,12,13)/p-2/t2-,3+,4+,5-/m1/s1	IJOJIVNDFQSGAB-MGCNEYSASA-L		CHEBI:145419		
BASm0010607	2-deoxy-6-phospho-D-glucono-1,5-lactone				O=C1C[C@@H](O)[C@H](O)[C@@H](COP(=O)([O-])[O-])O1		InChI=1S/C6H11O8P/c7-3-1-5(8)14-4(6(3)9)2-13-15(10,11)12/h3-4,6-7,9H,1-2H2,(H2,10,11,12)/p-2/t3-,4-,6+/m1/s1	QNVCCLZIWINYSH-KODRXGBYSA-L		CHEBI:145420		
BASm0010608	2-amino-2-deoxy-6-phospho-D-glucono-1,5-lactone				N[C@H]1C(=O)O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@@H]1O		InChI=1S/C6H12NO8P/c7-3-5(9)4(8)2(15-6(3)10)1-14-16(11,12)13/h2-5,8-9H,1,7H2,(H2,11,12,13)/p-2/t2-,3-,4-,5-/m1/s1	BMFNJBCGYNQCSJ-TXICZTDVSA-L		CHEBI:145423		
BASm0010609	6-sulfo-D-glucono-1,5-lactone				O=C1O[C@H](COS(=O)(=O)[O-])[C@@H](O)[C@H](O)[C@H]1O	C6H10O9S	InChI=1S/C6H10O9S/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-5,7-9H,1H2,(H,11,12,13)	XPXSOFVVPLBTRO-UHFFFAOYSA-N	258.0045531	CHEBI:145424	HMDB0155464	
BASm0010610	D-glucose 6-sulfate	An organosulfate oxoanion resulting from deprotonation of the sulfate OH group of D-glucopyranose 6-sulfate; major species at pH 7.3.			O=S(=O)([O-])OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O	C6H11O9S	InChI=1S/C6H12O9S/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-10H,1H2,(H,11,12,13)/p-1/t2-,3-,4+,5-,6?/m1/s1	OKUVUONOJCDUJY-GASJEMHNSA-M		CHEBI:145427		
BASm0010611	(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine				*OC[C@H](COP(=O)([O-])OCC[NH3+])O*					CHEBI:145434		
BASm0010612	1,2-di-(9Z-octadecenoyl)-sn-glycero-3-diphosphate				CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OP(=O)([O-])[O-])OC(=O)CCCCCCC/C=C\CCCCCCCC		InChI=1S/C39H74O11P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)47-35-37(36-48-52(45,46)50-51(42,43)44)49-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,37H,3-16,21-36H2,1-2H3,(H,45,46)(H2,42,43,44)/p-3/b19-17-,20-18-/t37-/m1/s1	SKWFYHADBYFCMH-DSSVUWSHSA-K		CHEBI:145439		
BASm0010613	N-(9Z-octadecenoyl)-ethanolamine phosphate				CCCCCCCC/C=C\CCCCCCCC(=O)NCCOP(=O)([O-])[O-]		InChI=1S/C20H40NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(22)21-18-19-26-27(23,24)25/h9-10H,2-8,11-19H2,1H3,(H,21,22)(H2,23,24,25)/p-2/b10-9-	BCSUWOZFWWBYSX-KTKRTIGZSA-L		CHEBI:145465		
BASm0010614	beta-D-glucosaminyl-(1->4)-N-acetyl-D-glucosamine			Expected Solid	CC(=O)N[C@H]1C(O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2[NH3+])[C@@H]1O	C14H27N2O10	InChI=1S/C14H26N2O10/c1-4(19)16-8-11(22)12(6(3-18)24-13(8)23)26-14-7(15)10(21)9(20)5(2-17)25-14/h5-14,17-18,20-23H,2-3,15H2,1H3,(H,16,19)/p+1/t5-,6-,7-,8-,9-,10-,11-,12-,13?,14+/m1/s1	TVLSMEPJGATPGK-UEVOBBHASA-O	383.1660215	CHEBI:145478		MMDBc0055763
BASm0010616	adenosine 3'-diphosphate,5'-triphosphate			Expected Solid	Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])[C@@H](OP(=O)([O-])OP(=O)([O-])O)[C@H]1O	C10H12N5O19P5	InChI=1S/C10H18N5O19P5/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(31-38(25,26)32-35(17,18)19)4(30-10)1-29-37(23,24)34-39(27,28)33-36(20,21)22/h2-4,6-7,10,16H,1H2,(H,23,24)(H,25,26)(H,27,28)(H2,11,12,13)(H2,17,18,19)(H2,20,21,22)/p-6/t4-,6-,7-,10-/m1/s1	BEZXPSZCIDIMAS-KQYNXXCUSA-H	660.8847497	CHEBI:145540		MMDBc0055681
BASm0010617	adenosine 3'-diphosphate,5'-phosphate			Expected Solid	Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](OP(=O)([O-])OP(=O)([O-])[O-])[C@H]1O	C10H11N5O13P3	InChI=1S/C10H16N5O13P3/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(4(26-10)1-25-29(17,18)19)27-31(23,24)28-30(20,21)22/h2-4,6-7,10,16H,1H2,(H,23,24)(H2,11,12,13)(H2,17,18,19)(H2,20,21,22)/p-5/t4-,6-,7-,10-/m1/s1	OCAVMIYYCZYQAY-KQYNXXCUSA-I	501.9593643	CHEBI:145541		MMDBc0055680
BASm0010618					*O[C@H]1[C@@H](O)[C@H](n2cc(C(=[NH2+])NCCCC[C@H]([NH3+])C(=O)[O-])c3c(=O)[nH]c(N)nc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:145542		
BASm0010619	viteagnusin D				C=CC(C)(O)CC[C@@]1(O)[C@H](C)CC[C@H]2C(C)(C)CCC[C@@]21C	C20H36O2	InChI=1S/C20H36O2/c1-7-18(5,21)13-14-20(22)15(2)9-10-16-17(3,4)11-8-12-19(16,20)6/h7,15-16,21-22H,1,8-14H2,2-6H3	QNIUYBRZAVVKNV-UHFFFAOYSA-N	308.2715304	CHEBI:145543		
BASm0010620	S-nitrosoglutathione				[NH3+][C@@H](CCC(=O)N[C@@H](CSN=O)C(=O)NCC(=O)[O-])C(=O)[O-]	C10H16N4O7S	InChI=1S/C10H16N4O7S/c11-5(10(19)20)1-2-7(15)13-6(4-22-14-21)9(18)12-3-8(16)17/h5-6H,1-4,11H2,(H,12,18)(H,13,15)(H,16,17)(H,19,20)	HYHSBSXUHZOYLX-UHFFFAOYSA-N	336.07397	CHEBI:145544	HMDB0257412	
BASm0010621	S-nitroso-CoA	Tetraanion of S-nitrosothiol arising from deprotonation of phosphate and diphosphate groups; Major species at pH 7.3.			CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSN=O	C21H31N8O17P3S	InChI=1S/C21H35N8O17P3S/c1-21(2,16(32)19(33)24-4-3-12(30)23-5-6-50-28-34)8-43-49(40,41)46-48(38,39)42-7-11-15(45-47(35,36)37)14(31)20(44-11)29-10-27-13-17(22)25-9-26-18(13)29/h9-11,14-16,20,31-32H,3-8H2,1-2H3,(H,23,30)(H,24,33)(H,38,39)(H,40,41)(H2,22,25,26)(H2,35,36,37)/p-4/t11-,14-,15-,16+,20-/m1/s1	CNWRHTNOZSOAKE-IBOSZNHHSA-J		CHEBI:145546		
BASm0010622	sulfinamide-CoA				CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCS(N)=O		InChI=1S/C21H37N8O17P3S/c1-21(2,16(32)19(33)25-4-3-12(30)24-5-6-50(23)41)8-43-49(39,40)46-48(37,38)42-7-11-15(45-47(34,35)36)14(31)20(44-11)29-10-28-13-17(22)26-9-27-18(13)29/h9-11,14-16,20,31-32H,3-8,23H2,1-2H3,(H,24,30)(H,25,33)(H,37,38)(H,39,40)(H2,22,26,27)(H2,34,35,36)/p-4/t11-,14-,15-,16+,20-,50?/m1/s1	MWWQQWXDRMNQHJ-YDMXNRAMSA-J		CHEBI:145548		
BASm0010623	labd-13(16),14-diene-9-ol	A labdane diterpenoid resulting from the formal dehydration of the allylic hydroxy group of peregrinol.				C20H34O		PDMYSSCHAFCEEN-LCLWPZTBSA-N	290.2609657	CHEBI:145549		
BASm0010624	peregrinol					C20H36O2		XFADQGUJWIMYJI-UEHSRLBXSA-N	308.2715304	CHEBI:145550		
BASm0010625	labd-13Z-ene-9,15,16-triol	A labdane diterpenoid that is peregrinol in which one of the hydrogens of the methyl group attached to the double bond has been replaced by a hydroxy group.			C[C@@H]1CC[C@H]2C(C)(C)CCC[C@]2(C)[C@@]1(O)CC/C(=C/CO)CO	C20H36O3	InChI=1S/C20H36O3/c1-15-6-7-17-18(2,3)10-5-11-19(17,4)20(15,23)12-8-16(14-22)9-13-21/h9,15,17,21-23H,5-8,10-14H2,1-4H3/b16-9-/t15-,17+,19+,20-/m1/s1	NNDLUXBYTPAACV-VFRSJJQYSA-N		CHEBI:145552		
BASm0010626	syn-isopimara-7,15-diene		68556-53-6		C=C[C@@]1(C)CC[C@@H]2C(=CC[C@H]3C(C)(C)CCC[C@]23C)C1	C20H32	InChI=1S/C20H32/c1-6-19(4)13-10-16-15(14-19)8-9-17-18(2,3)11-7-12-20(16,17)5/h6,8,16-17H,1,7,9-14H2,2-5H3/t16-,17-,19+,20-/m1/s1	VCOVNILQQQZROK-IZBJGVDFSA-N		CHEBI:145566		
BASm0010627					*O[C@H]1C[C@H]2O[C@@H]1COP(=O)([O-])O[C@H]1C[C@@H](O[C@@H]1COP(*)(=O)[O-])N1C(=O)NC(=O)[C@](C)(O)[C@@H]1c1nc(=O)n2cc1C					CHEBI:145571		
BASm0010628					*O[C@H]1C[C@H]2O[C@@H]1COP(=O)([O-])O[C@H]1C[C@@H](O[C@@H]1COP(*)(=O)[O-])N1C(=O)NC(=O)[C@](C)(N)[C@@H]1c1ccn2c(=O)n1					CHEBI:145572		
BASm0010629					*O[C@H]1C[C@H]2O[C@@H]1COP(=O)([O-])O[C@H]1C[C@@H](O[C@@H]1COP(*)(=O)[O-])N1C(=O)N=C(N)[C@H]([NH3+])[C@@H]1c1ccn2c(=O)n1					CHEBI:145573		
BASm0010630					*O[C@H]1C[C@H]2O[C@@H]1COP(=O)([O-])O[C@H]1C[C@@H](O[C@@H]1COP(*)(=O)[O-])N1C(=O)N=C(N)[C@H](O)[C@@H]1c1nc(=O)n2cc1C					CHEBI:145574		
BASm0010631					*O[C@H]1C[C@H](n2ccc(N)nc2=O)O[C@@H]1COP(=O)([O-])O[C@H]1C[C@H](n2cc(C)c(=O)[nH]c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:145647		
BASm0010632					*O[C@H]1C[C@H](n2cc(C)c(=O)[nH]c2=O)O[C@@H]1COP(=O)([O-])O[C@H]1C[C@H](n2ccc(N)nc2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:145648		
BASm0010633					*O[C@H]1C[C@H](n2ccc(N)nc2=O)O[C@@H]1COP(=O)([O-])O[C@H]1C[C@H](n2ccc(N)nc2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:145649		
BASm0010634	(+)-malbrancheamide			Expected Solid	CC1(C)c2[nH]c3cc(Cl)c(Cl)cc3c2C[C@@]23C[NH+]4CCC[C@]4(C[C@@H]12)C(=O)N3	C21H23Cl2N3O	InChI=1S/C21H23Cl2N3O/c1-19(2)16-9-21-4-3-5-26(21)10-20(16,25-18(21)27)8-12-11-6-13(22)14(23)7-15(11)24-17(12)19/h6-7,16,24H,3-5,8-10H2,1-2H3,(H,25,27)/t16-,20+,21-/m0/s1	GZGGCZADGIBRHT-DQLDELGASA-N	403.1218178	CHEBI:145651		MMDBc0007888
BASm0010635	(S)-3-(indol-3-ylmethyl)-6,7,8,8a-tetrahydropyrrolo[1,2-a]pyrazin-1-one			Expected Solid	[H][C@@]12CCCN1C=C(CC1=CNC3=CC=CC=C13)N=C2O	C16H17N3O	InChI=1S/C16H17N3O/c20-16-15-6-3-7-19(15)10-12(18-16)8-11-9-17-14-5-2-1-4-13(11)14/h1-2,4-5,9-10,15,17H,3,6-8H2,(H,18,20)/t15-/m0/s1	FJRBFGWVEWZBJD-HNNXBMFYSA-N	267.1371622	CHEBI:145652		MMDBc0055063
BASm0010636	(S)-3-{[2-(1,1-dimethylallyl)-indol-3-yl]methyl}-6,7,8,8a-tetrahydropyrrolo[1,2-a]pyrazin-1-one			Expected Solid	[H][C@@]12CCCN1C=C(CC1=C(NC3=CC=CC=C13)C(C)(C)C=C)N=C2O	C21H25N3O	InChI=1S/C21H25N3O/c1-4-21(2,3)19-16(15-8-5-6-9-17(15)23-19)12-14-13-24-11-7-10-18(24)20(25)22-14/h4-6,8-9,13,18,23H,1,7,10-12H2,2-3H3,(H,22,25)/t18-/m0/s1	ILMMVPUJKFMUIW-SFHVURJKSA-N	335.1997624	CHEBI:145655		MMDBc0055064
BASm0010637	1-hydroxy-3-{[2-(1,1-dimethylallyl)-indol-3-yl]methyl}-6H,7H,8H-5lambda(5)-pyrrolo[1,2-a]pyrazine			Expected Solid	CC(C)(C=C)C1=C(CC2=[NH+]C(=O)C3=[N](CCC3)=C2)C2=CC=CC=C2N1	C21H24N3O	InChI=1S/C21H23N3O/c1-4-21(2,3)19-16(15-8-5-6-9-17(15)23-19)12-14-13-24-11-7-10-18(24)20(25)22-14/h4-6,8-9,13,23H,1,7,10-12H2,2-3H3/p+1	LRBCTERRSZUZIM-UHFFFAOYSA-O	334.1913888	CHEBI:145657		MMDBc0055114
BASm0010638	(+)-premalbrancheamide			Expected Solid	[H][C@@]12C[C@]34CCCN3C[C@@]1(CC1=C([NH2+]C3=CC=CC=C13)C2(C)C)N=C4O	C21H26N3O	InChI=1S/C21H25N3O/c1-19(2)16-11-21-8-5-9-24(21)12-20(16,23-18(21)25)10-14-13-6-3-4-7-15(13)22-17(14)19/h3-4,6-7,16,22H,5,8-12H2,1-2H3,(H,23,25)/p+1/t16-,20+,21-/m0/s1	LBTZXCFDJFHPMI-DQLDELGASA-O	336.2070389	CHEBI:145658		MMDBc0054743
BASm0010639	(R)-2-hydroxy-3-methylbutyrate			Expected Solid	[H][C@@](O)(C(C)C)C([O-])=O	C5H9O3	InChI=1S/C5H10O3/c1-3(2)4(6)5(7)8/h3-4,6H,1-2H3,(H,7,8)/p-1/t4-/m1/s1	NGEWQZIDQIYUNV-SCSAIBSYSA-M	117.0557177	CHEBI:145660		MMDBc0055027
BASm0010640	salicylate 2-O-beta-D-glucoside	Salicylic acid 2-beta-d-glucoside, also known as 2-O-&beta;-glucopyranosylsalicylic acid or sag, is a member of the class of compounds known as phenolic glycosides. Phenolic glycosides are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Salicylic acid 2-beta-d-glucoside is soluble (in water) and a weakly acidic compound (based on its pKa). Salicylic acid 2-beta-d-glucoside can be found in common thyme, rosemary, sweet basil, and sweet marjoram, which makes salicylic acid 2-beta-d-glucoside a potential biomarker for the consumption of these food products.			[H][C@]1(CO)O[C@@]([H])(OC2=CC=CC=C2C([O-])=O)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O	C13H15O8	InChI=1S/C13H16O8/c14-5-8-9(15)10(16)11(17)13(21-8)20-7-4-2-1-3-6(7)12(18)19/h1-4,8-11,13-17H,5H2,(H,18,19)/p-1/t8-,9-,10+,11-,13-/m1/s1	TZPBMNKOLMSJPF-BZNQNGANSA-M	299.077241	CHEBI:145670	HMDB0302794	
BASm0010641	1-hydroxy-3-{[2-(1,1-dimethylallyl)-indol-3-yl]methyl}-4H,6H,7H,8H-pyrrolo[1,2-a]pyrazine			Expected Solid	CC(C)(C=C)C1=C(CC2=[NH+]C(O)=C3CCCN3C2)C2=CC=CC=C2N1	C21H26N3O	InChI=1S/C21H25N3O/c1-4-21(2,3)19-16(15-8-5-6-9-17(15)23-19)12-14-13-24-11-7-10-18(24)20(25)22-14/h4-6,8-9,23,25H,1,7,10-13H2,2-3H3/p+1	IBZVLSUKARHHFO-UHFFFAOYSA-O	336.2070389	CHEBI:145675		MMDBc0055113
BASm0010642	adenosine 3'-diphosphate,5'-diphosphate			Expected Solid	[H][C@]1(COP([O-])(=O)OP([O-])([O-])=O)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(=O)OP([O-])([O-])=O	C10H12N5O16P4	InChI=1S/C10H17N5O16P4/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(29-35(25,26)31-33(20,21)22)4(28-10)1-27-34(23,24)30-32(17,18)19/h2-4,6-7,10,16H,1H2,(H,23,24)(H,25,26)(H2,11,12,13)(H2,17,18,19)(H2,20,21,22)/p-5/t4-,6-,7-,10-/m1/s1	DWZMGWMGGHNJLF-KQYNXXCUSA-I	581.9256952	CHEBI:145676		MMDBc0055679
BASm0010643	(+)-malbrancheamide B			Expected Solid	[H][C@@]12C[C@]34CCCN3C[C@@]1(CC1=C([NH2+]C3=C1C=CC(Cl)=C3)C2(C)C)N=C4O	C21H25ClN3O	InChI=1S/C21H24ClN3O/c1-19(2)16-10-21-6-3-7-25(21)11-20(16,24-18(21)26)9-14-13-5-4-12(22)8-15(13)23-17(14)19/h4-5,8,16,23H,3,6-7,9-11H2,1-2H3,(H,24,26)/p+1/t16-,20+,21-/m0/s1	DXPVAKSJZFQGSS-DQLDELGASA-O	370.1680666	CHEBI:145677		MMDBc0054740
BASm0010644	(+)-isomalbrancheamide B			Expected Solid	CC1(C)c2[nH]c3ccc(Cl)cc3c2C[C@@]23C[NH+]4CCC[C@]4(C[C@@H]12)C(=O)N3	C21H24ClN3O	InChI=1S/C21H24ClN3O/c1-19(2)16-10-21-6-3-7-25(21)11-20(16,24-18(21)26)9-14-13-8-12(22)4-5-15(13)23-17(14)19/h4-5,8,16,23H,3,6-7,9-11H2,1-2H3,(H,24,26)/t16-,20+,21-/m0/s1	OLTNNHBFPVARTE-DQLDELGASA-N	369.1607901	CHEBI:145678		MMDBc0018368
BASm0010645	(+)-malbrancheamide C			Expected Solid	CC1(C)c2[nH]c3cc(Br)ccc3c2C[C@@]23C[NH+]4CCC[C@]4(C[C@@H]12)C(=O)N3	C21H24BrN3O	InChI=1S/C21H24BrN3O/c1-19(2)16-10-21-6-3-7-25(21)11-20(16,24-18(21)26)9-14-13-5-4-12(22)8-15(13)23-17(14)19/h4-5,8,16,23H,3,6-7,9-11H2,1-2H3,(H,24,26)/t16-,20+,21-/m0/s1	LMABZAWQQDGLLN-DQLDELGASA-N	413.110275	CHEBI:145679		MMDBc0001955
BASm0010646	(+)-isomalbrancheamide C			Expected Solid	CC1(C)c2[nH]c3ccc(Br)cc3c2C[C@@]23C[NH+]4CCC[C@]4(C[C@@H]12)C(=O)N3	C21H24BrN3O	InChI=1S/C21H24BrN3O/c1-19(2)16-10-21-6-3-7-25(21)11-20(16,24-18(21)26)9-14-13-8-12(22)4-5-15(13)23-17(14)19/h4-5,8,16,23H,3,6-7,9-11H2,1-2H3,(H,24,26)/t16-,20+,21-/m0/s1	NPJZWUULBVDKRA-DQLDELGASA-N	413.110275	CHEBI:145680		MMDBc0002010
BASm0010647	1-O-salicyl-beta-D-glucose	A D-glucosyl salicylate in which the glucosyl moiety has beta-configuration at the anomeric centre. A transferrin binding compound used in research for cancer therapy.			O=C(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)c1ccccc1O	C13H16O8	InChI=1S/C13H16O8/c14-5-8-9(16)10(17)11(18)13(20-8)21-12(19)6-3-1-2-4-7(6)15/h1-4,8-11,13-18H,5H2/t8-,9-,10+,11-,13+/m1/s1	XNHKMZHWRNMFCU-HMUNZLOLSA-N		CHEBI:145681		
BASm0010648	6-hydroxydeoxybrevianamide E			Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(CC1=C(NC3=C1C=CC(O)=C3)C(C)(C)C=C)N=C2O	C21H25N3O3	InChI=1S/C21H25N3O3/c1-4-21(2,3)18-14(13-8-7-12(25)10-15(13)22-18)11-16-20(27)24-9-5-6-17(24)19(26)23-16/h4,7-8,10,16-17,22,25H,1,5-6,9,11H2,2-3H3,(H,23,26)/t16-,17-/m0/s1	DHOZDQLRUFUUQZ-IRXDYDNUSA-N	367.1895917	CHEBI:145682		MMDBc0055602
BASm0010649	notoamide S			Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(CC1=C(NC3=C1C=CC(O)=C3CC=C(C)C)C(C)(C)C=C)N=C2O	C26H33N3O3	InChI=1S/C26H33N3O3/c1-6-26(4,5)23-18(14-19-25(32)29-13-7-8-20(29)24(31)27-19)16-11-12-21(30)17(22(16)28-23)10-9-15(2)3/h6,9,11-12,19-20,28,30H,1,7-8,10,13-14H2,2-5H3,(H,27,31)/t19-,20-/m0/s1	ZGWIWQJHQKPWGB-PMACEKPBSA-N	435.2521919	CHEBI:145683		MMDBc0020230
BASm0010650	notoamide E			Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(CC1=C(NC3=C1C=CC1=C3C=CC(C)(C)O1)C(C)(C)C=C)N=C2O	C26H31N3O3	InChI=1S/C26H31N3O3/c1-6-25(2,3)22-17(14-18-24(31)29-13-7-8-19(29)23(30)27-18)15-9-10-20-16(21(15)28-22)11-12-26(4,5)32-20/h6,9-12,18-19,28H,1,7-8,13-14H2,2-5H3,(H,27,30)/t18-,19-/m0/s1	FQFSPHHVEQZCED-OALUTQOASA-N	433.2365419	CHEBI:145684		MMDBc0006200
BASm0010651	notoamide C			Expected Solid	C=CC(C)(C)[C@]1(C[C@@H]2NC(=O)[C@@H]3CCCN3C2=O)C(=O)Nc2c1ccc1c2C=CC(C)(C)O1	C26H31N3O4	InChI=1S/C26H31N3O4/c1-6-24(2,3)26(14-17-22(31)29-13-7-8-18(29)21(30)27-17)16-9-10-19-15(20(16)28-23(26)32)11-12-25(4,5)33-19/h6,9-12,17-18H,1,7-8,13-14H2,2-5H3,(H,27,30)(H,28,32)/t17-,18-,26+/m0/s1	KNFZHRYXLWKRSU-QSAFDGGLSA-N	449.2314565	CHEBI:145685		MMDBc0015020
BASm0010652	notoamide D			Expected Solid	[H][C@@]12CCCN1C(=O)[C@]1([H])C[C@@]3(O)C4=C(N[C@]3(N1C2=O)C(C)(C)C=C)C1=C(OC(C)(C)C=C1)C=C4	C26H31N3O4	InChI=1S/C26H31N3O4/c1-6-23(2,3)26-25(32,14-18-21(30)28-13-7-8-17(28)22(31)29(18)26)16-9-10-19-15(20(16)27-26)11-12-24(4,5)33-19/h6,9-12,17-18,27,32H,1,7-8,13-14H2,2-5H3/t17-,18-,25+,26-/m0/s1	ZPTMKNVJQZMLNE-SSQYTKQRSA-N	449.2314565	CHEBI:145686		MMDBc0011076
BASm0010653	8-oxo-GMP			Expected Solid	[H][C@]1(COP(O)(O)=O)O[C@@]([H])(N2C([O-])=NC3=C2NC(=N)N=C3[O-])[C@]([H])(O)[C@]1([H])O	C10H12N5O9P	InChI=1S/C10H14N5O9P/c11-9-13-6-3(7(18)14-9)12-10(19)15(6)8-5(17)4(16)2(24-8)1-23-25(20,21)22/h2,4-5,8,16-17H,1H2,(H,12,19)(H2,20,21,22)(H3,11,13,14,18)/p-2/t2-,4-,5-,8-/m1/s1	MDSQIQSLWQTQDK-UMMCILCDSA-L	377.0383611	CHEBI:145694		MMDBc0055660
BASm0010654	(S)-2-methylamino-1-phenylpropan-1-one				C[NH2+][C@@H](C)C(=O)c1ccccc1	C10H13NO		LPLLVINFLBSFRP-MRVPVSSYSA-N	163.099714	CHEBI:145731		
BASm0010655	(Z)-2-methylaminoacrylate			Expected Solid	[H]\C(N)=C(/C)C([O-])=O	C4H6NO2	InChI=1S/C4H7NO2/c1-3(2-5)4(6)7/h2H,5H2,1H3,(H,6,7)/p-1/b3-2-	SQNWFKZOFAOCHM-IHWYPQMZSA-M	100.040402	CHEBI:145735		MMDBc0055080
BASm0010656	3,3'-di-O-methyl-4alpha-mannobiose			Expected Solid	[H][C@]1(O)O[C@]([H])(CO)[C@@]([H])(O[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(OC)[C@]2([H])O)[C@]([H])(OC)[C@]1([H])O	C14H26O11	InChI=1S/C14H26O11/c1-21-11-7(17)5(3-15)24-14(9(11)19)25-10-6(4-16)23-13(20)8(18)12(10)22-2/h5-20H,3-4H2,1-2H3/t5-,6-,7-,8+,9+,10-,11+,12-,13+,14-/m1/s1	VHPIGROAJWTJIW-NKTQMSGFSA-N	370.1475117	CHEBI:145745		MMDBc0055426
BASm0010657	1,3,3'-tri-O-methyl-4alpha-mannobiose			Expected Solid	[H][C@@]1(O)[C@@]([H])(CO)O[C@@]([H])(O[C@]2([H])[C@@]([H])(CO)O[C@]([H])(OC)[C@@]([H])(O)[C@@]2([H])OC)[C@@]([H])(O)[C@@]1([H])OC	C15H28O11	InChI=1S/C15H28O11/c1-21-12-8(18)6(4-16)24-15(9(12)19)26-11-7(5-17)25-14(23-3)10(20)13(11)22-2/h6-20H,4-5H2,1-3H3/t6-,7-,8-,9+,10+,11-,12+,13-,14+,15+/m1/s1	GJVGVCRJQPOURF-AAYHEAFJSA-N	384.1631617	CHEBI:145746		MMDBc0055136
BASm0010658	3-hydroxy-3-(3,4-dihydroxyphenyl)propanoyl-CoA				CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(O)c1ccc(O)c(O)c1		InChI=1S/C30H44N7O20P3S/c1-30(2,25(44)28(45)33-6-5-20(41)32-7-8-61-21(42)10-17(39)15-3-4-16(38)18(40)9-15)12-54-60(51,52)57-59(49,50)53-11-19-24(56-58(46,47)48)23(43)29(55-19)37-14-36-22-26(31)34-13-35-27(22)37/h3-4,9,13-14,17,19,23-25,29,38-40,43-44H,5-8,10-12H2,1-2H3,(H,32,41)(H,33,45)(H,49,50)(H,51,52)(H2,31,34,35)(H2,46,47,48)/p-4/t17?,19-,23-,24-,25+,29-/m1/s1	PIDCKTUHAFJESG-YBHYYHSUSA-J		CHEBI:145752		
BASm0010659	L-lyxonate			Expected Solid	O=C([O-])[C@H](O)[C@H](O)[C@@H](O)CO	C5H9O6	InChI=1S/C5H10O6/c6-1-2(7)3(8)4(9)5(10)11/h2-4,6-9H,1H2,(H,10,11)/p-1/t2-,3+,4+/m0/s1	QXKAIJAYHKCRRA-PZGQECOJSA-M	165.0404616	CHEBI:145753		MMDBc0048881
BASm0010660	L-canaline		496-93-5	solid	NOCC[C@H](N)C(O)=O	C4H10N2O3	InChI=1S/C4H10N2O3/c5-3(4(7)8)1-2-9-6/h3H,1-2,5-6H2,(H,7,8)/t3-/m0/s1	FQPGMQABJNQLLF-VKHMYHEASA-N	134.0691422	CHEBI:145769		
BASm0010661	2-nonadioyl-sn-glycero-3-phosphocholine				C[N+](C)(C)CCOP(=O)([O-])OC[C@@H](CO)OC(=O)CCCCCCCC(=O)[O-]		InChI=1S/C17H34NO9P/c1-18(2,3)11-12-25-28(23,24)26-14-15(13-19)27-17(22)10-8-6-4-5-7-9-16(20)21/h15,19H,4-14H2,1-3H3,(H-,20,21,23,24)/p-1/t15-/m1/s1	WVKDDHFUHISZRK-OAHLLOKOSA-M		CHEBI:145780		
BASm0010662	2-glutaroyl-sn-glycero-3-phosphocholine				C[N+](C)(C)CCOP(=O)([O-])OC[C@@H](CO)OC(=O)CCCC(=O)[O-]		InChI=1S/C13H26NO9P/c1-14(2,3)7-8-21-24(19,20)22-10-11(9-15)23-13(18)6-4-5-12(16)17/h11,15H,4-10H2,1-3H3,(H-,16,17,19,20)/p-1/t11-/m1/s1	MIHNUFMBTFWYCS-LLVKDONJSA-M		CHEBI:145781		
BASm0010663	2-(5-oxopentanoyl)-sn-glycero-3-phosphocholine				C[N+](C)(C)CCOP(=O)([O-])OC[C@@H](CO)OC(=O)CCCC=O		InChI=1S/C13H26NO8P/c1-14(2,3)7-9-20-23(18,19)21-11-12(10-16)22-13(17)6-4-5-8-15/h8,12,16H,4-7,9-11H2,1-3H3/t12-/m1/s1	XSDCTKAQCWOPEH-GFCCVEGCSA-N		CHEBI:145782		
BASm0010664	2-(9-oxononanoyl)-sn-glycero-3-phosphocholine				C[N+](C)(C)CCOP(=O)([O-])OC[C@@H](CO)OC(=O)CCCCCCCC=O		InChI=1S/C17H34NO8P/c1-18(2,3)11-13-24-27(22,23)25-15-16(14-20)26-17(21)10-8-6-4-5-7-9-12-19/h12,16,20H,4-11,13-15H2,1-3H3/t16-/m1/s1	ZOTBEPCAAHROHR-MRXNPFEDSA-N		CHEBI:145783		
BASm0010665	dihydroouabagenin			Expected Solid	[H]C1(COC(=O)C1)[C@@]1([H])CC[C@]2(O)[C@]3([H])CC[C@]4(O)C[C@@]([H])(O)C[C@@]([H])(O)[C@]4(CO)[C@@]3([H])[C@]([H])(O)C[C@]12C	C23H36O8	InChI=1S/C23H36O8/c1-20-9-16(26)19-15(23(20,30)5-3-14(20)12-6-18(28)31-10-12)2-4-21(29)8-13(25)7-17(27)22(19,21)11-24/h12-17,19,24-27,29-30H,2-11H2,1H3/t12?,13-,14+,15+,16+,17+,19+,20+,21-,22+,23-/m0/s1	GPAJSFBFHYEBLX-HVZYHUFESA-N	440.2410181	CHEBI:145789		MMDBc0055927
BASm0010666	2-hydroxymelatonin	A member of the class of hydroxyindoles that is melatonin in which the hydrogen at position 2 of the indole ring has been replaced by a hydroxy group. A predominant hydroxylated melatonin metabolite in plants.			COc1ccc2[nH]c(O)c(CCNC(C)=O)c2c1	C13H16N2O3	InChI=1S/C13H16N2O3/c1-8(16)14-6-5-10-11-7-9(18-2)3-4-12(11)15-13(10)17/h3-4,7,15,17H,5-6H2,1-2H3,(H,14,16)	CIEAUFSGHUWAMC-UHFFFAOYSA-N		CHEBI:145792		
BASm0010667	digoxin	Digoxin is a cardiac glycoside extracted from the foxglove plant, digitalis. It is widely used in the treatment of various heart conditions, namely atrial fibrillation, atrial flutter and congestive heart failure that cannot be controlled by other medication. Digoxin preparations are commonly marketed under the trade name Lanoxin. Digoxin has positive inotropic and negative chronotropic activity. It is used to control ventricular rate in atrial fibrillation and in the management of congestive heart failure with atrial fibrillation. Its use in congestive heart failure and sinus rhythm is less certain. The margin between toxic and therapeutic doses is small. (From Martindale, The Extra Pharmacopoeia, 30th ed, p666) -- Pubchem; Digoxin is a cardiotonic glycoside obtained mainly from Digitalis lanata; It consists of three sugars and the aglycone digoxigenin. Digoxin binds to a site on the extracellular aspect of the of the Na+/K+ ATPase pump in the membranes of heart cells (myocytes). This causes an increase in the level of sodium ions in the myocytes, which then leads to a rise in the level of calcium ions. The proposed mechanism is the following: inhibition of the Na+/K+ pump leads to increased Na+ levels, which in turn slows down the extrusion of Ca2+ via the Na+/Ca2+ exchange pump. Increased amounts of Ca2+ are then stored in the sarcoplasmic reticulum and released by each action potential, which is unchanged by digoxin. This is a different mechanism from that of catecholamines. -- Wikipedia; Owing to its narrow therapeutic index (the margin between effectiveness and toxicity), side effects of digoxin are inevitable. Nausea, vomiting and GIT upset are common, especially in higher doses. Decreased conduction in the AV node can lead to AV blocks, increased intracellular Ca2+ causes a type of arrhythmia called bigeminy (coupled beats), eventually ventricular tachycardia or fibrillation. An often described but rarely seen side effect of digoxin is a disturbance of color vision (mostly yellow and green color) called xanthopsia.	20830-75-5	Solid	C[C@H]1O[C@@H](O[C@H]2[C@@H](O)C[C@H](O[C@H]3[C@@H](O)C[C@H](O[C@H]4CC[C@@]5(C)[C@H](CC[C@@H]6[C@@H]5C[C@@H](O)[C@]5(C)[C@@H](c7cc(=O)o[cH-]7)CC[C@]65O)C4)O[C@@H]3C)O[C@@H]2C)C[C@H](O)[C@@H]1O	C41H64O14	InChI=1S/C41H64O14/c1-19-36(47)28(42)15-34(50-19)54-38-21(3)52-35(17-30(38)44)55-37-20(2)51-33(16-29(37)43)53-24-8-10-39(4)23(13-24)6-7-26-27(39)14-31(45)40(5)25(9-11-41(26,40)48)22-12-32(46)49-18-22/h12,19-21,23-31,33-38,42-45,47-48H,6-11,13-18H2,1-5H3/t19-,20-,21-,23-,24+,25-,26-,27+,28+,29+,30+,31-,33+,34+,35+,36-,37-,38-,39+,40+,41+/m1/s1	LTMHDMANZUZIPE-PUGKRICDSA-N	780.4296068	CHEBI:145795	HMDB0001917	
BASm0010668	digitoxin	An organic anion that is the conjugate base of digitoxin resulting from the deprotonation of furanone moiety; major species at pH 7.3.			C[C@H]1O[C@@H](O[C@H]2[C@@H](O)C[C@H](O[C@H]3[C@@H](O)C[C@H](O[C@H]4CC[C@@]5(C)[C@H](CC[C@@H]6[C@@H]5CC[C@]5(C)[C@@H](c7cc(=O)o[cH-]7)CC[C@]65O)C4)O[C@@H]3C)O[C@@H]2C)C[C@H](O)[C@@H]1O	C41H63O13	InChI=1S/C41H63O13/c1-20-36(46)29(42)16-34(49-20)53-38-22(3)51-35(18-31(38)44)54-37-21(2)50-33(17-30(37)43)52-25-8-11-39(4)24(15-25)6-7-28-27(39)9-12-40(5)26(10-13-41(28,40)47)23-14-32(45)48-19-23/h14,19-22,24-31,33-38,42-44,46-47H,6-13,15-18H2,1-5H3/q-1/t20-,21-,22-,24-,25+,26-,27+,28-,29+,30+,31+,33+,34+,35+,36-,37-,38-,39+,40-,41+/m1/s1	YQICPRLGRXWDHI-XUDUSOBPSA-N		CHEBI:145796		
BASm0010669	digoxigenin	An organic anion that is the conjugate base of digoxigenin resulting from the deprotonation of the furanone moiety; major species at pH 7.3.			C[C@]12CC[C@H](O)C[C@H]1CC[C@@H]1[C@@H]2C[C@@H](O)[C@]2(C)[C@@H](c3cc(=O)o[cH-]3)CC[C@]12O	C23H33O5	InChI=1S/C23H33O5/c1-21-7-5-15(24)10-14(21)3-4-17-18(21)11-19(25)22(2)16(6-8-23(17,22)27)13-9-20(26)28-12-13/h9,12,14-19,24-25,27H,3-8,10-11H2,1-2H3/q-1/t14-,15+,16-,17-,18+,19-,21+,22+,23+/m1/s1	BRHAFJDGHCKNDJ-KCZCNTNESA-N		CHEBI:145797		
BASm0010670	ouabain	Glycosides is found in allspice. Ouabain, a cardiac glycoside similar to digitoxin, is used to treat congestive heart failure and supraventricular arrhythmias due to reentry mechanisms, and to control ventricular rate in the treatment of chronic atrial fibrillation		Solid	C[C@@H]1O[C@@H](O[C@H]2C[C@@H](O)[C@]3(CO)[C@H]4[C@H](O)C[C@]5(C)[C@@H](c6cc(=O)o[cH-]6)CC[C@]5(O)[C@@H]4CC[C@]3(O)C2)[C@H](O)[C@H](O)[C@H]1O	C29H44O12	InChI=1S/C29H44O12/c1-13-22(34)23(35)24(36)25(40-13)41-15-8-19(32)28(12-30)21-17(3-5-27(28,37)9-15)29(38)6-4-16(14-7-20(33)39-11-14)26(29,2)10-18(21)31/h7,13,15-19,21-25,30-32,34-38H,3-6,8-12H2,1-2H3/t13-,15+,16+,17-,18-,19+,21-,22-,23-,24-,25+,26-,27-,28-,29-/m1/s1	LPMXVESGRSUGHW-NZMIQZKWSA-N	584.2832769	CHEBI:145798	HMDB0031448	
BASm0010671	ouabagenin			Expected Solid	C[C@]12C[C@@H](O)[C@H]3[C@@H](CC[C@]4(O)C[C@@H](O)C[C@@H](O)[C@]34CO)[C@@]1(O)CC[C@@H]2c1cc(=O)o[cH-]1	C23H33O8	InChI=1S/C23H33O8/c1-20-9-16(26)19-15(23(20,30)5-3-14(20)12-6-18(28)31-10-12)2-4-21(29)8-13(25)7-17(27)22(19,21)11-24/h6,10,13-17,19,24-27,29-30H,2-5,7-9,11H2,1H3/q-1/t13-,14+,15+,16+,17+,19+,20+,21-,22+,23-/m0/s1	RPGXJNPPWHRVMA-QOHCMMFCSA-N	437.2180916	CHEBI:145799		MMDBc0056238
BASm0010672	S-benzyl-L-cysteinylglycine			Expected Solid	[NH3+][C@@H](CSCc1ccccc1)C(=O)NCC(=O)[O-]	C12H16N2O3S	InChI=1S/C12H16N2O3S/c13-10(12(17)14-6-11(15)16)8-18-7-9-4-2-1-3-5-9/h1-5,10H,6-8,13H2,(H,14,17)(H,15,16)/t10-/m0/s1	JBOHJUDJUVTRCF-JTQLQIEISA-N	268.0881636	CHEBI:145802		MMDBc0056300
BASm0010673	S-benzyl-L-cysteine			Expected Solid	[NH3+][C@@H](CSCc1ccccc1)C(=O)[O-]	C10H13NO2S	InChI=1S/C10H13NO2S/c11-9(10(12)13)7-14-6-8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)/t9-/m0/s1	GHBAYRBVXCRIHT-VIFPVBQESA-N	211.0666994	CHEBI:145803		MMDBc0054659
BASm0010674	S-(1-hydroxy-3-methylhexan-3-yl)-L-cysteinylglycine			Expected Solid	CCCC(C)(CCO)SC[C@H]([NH3+])C(=O)NCC(=O)[O-]	C12H24N2O4S	InChI=1S/C12H24N2O4S/c1-3-4-12(2,5-6-15)19-8-9(13)11(18)14-7-10(16)17/h9,15H,3-8,13H2,1-2H3,(H,14,18)(H,16,17)/t9-,12?/m0/s1	FIKNGFBNGIHRJV-QHGLUPRGSA-N	292.1456784	CHEBI:145804		MMDBc0056293
BASm0010675	S-(1-hydroxy-3-methylhexan-3-yl)-L-cysteine			Expected Solid	CCCC(C)(CCO)SC[C@H]([NH3+])C(=O)[O-]	C10H21NO3S	InChI=1S/C10H21NO3S/c1-3-4-10(2,5-6-12)15-7-8(11)9(13)14/h8,12H,3-7,11H2,1-2H3,(H,13,14)/t8-,10?/m0/s1	TZOZQHMXIZVAKI-PEHGTWAWSA-N	235.1242147	CHEBI:145805		MMDBc0056292
BASm0010676	(4R)-perillyl alcohol	(R)-p-Mentha-1,8-dien-7-ol is found in herbs and spices. (R)-p-Mentha-1,8-dien-7-ol is isolated from caraway seed oi	57717-97-2		C=C(C)[C@H]1CC=C(CO)CC1	C10H16O	InChI=1S/C10H16O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,10-11H,1,4-7H2,2H3/t10-/m0/s1	NDTYTMIUWGWIMO-JTQLQIEISA-N	152.1201151	CHEBI:145806	HMDB0036087	
BASm0010677	D-cystine	Cystine is an oxidized dimeric form of the amino acid cysteine. It is formed by linking two cysteine residues via a disulfide bond (cys-S-S-cys) between the -SH groups. Through formation of disulfide bonds within and between protein molecules, cystine is a significant determinant of the tertiary structure of most proteins. Disulfide bonding, along with hydrogen bonding and hydrophobic interactions is partially responsible for the formation of the gluten matrix in bread.	349-46-2	Expected Solid	[NH3+][C@H](CSSC[C@@H]([NH3+])C(=O)[O-])C(=O)[O-]	C6H12N2O4S2	InChI=1S/C6H12N2O4S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/t3-,4-/m1/s1	LEVWYRKDKASIDU-QWWZWVQMSA-N	240.0238483	CHEBI:145813		MMDBc0033156
BASm0010678	5-hydroperoxy-(6E,8Z,11Z,14Z,17Z)-eicosapentaenoate			Expected Solid	CC/C=C\C/C=C\C/C=C\C/C=C\C=C\C(CCCC(=O)[O-])OO	C20H29O4	InChI=1S/C20H30O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(24-23)17-15-18-20(21)22/h3-4,6-7,9-10,12-14,16,19,23H,2,5,8,11,15,17-18H2,1H3,(H,21,22)/p-1	NKXYOIJDQPQELO-UHFFFAOYSA-M	333.207133	CHEBI:145815		MMDBc0049817
BASm0010679	7-hydroperoxy-(4Z,8E,10Z,13Z,16Z,19Z)-docosahexaenoate				CC/C=C\C/C=C\C/C=C\C/C=C\C=C\C(C/C=C\CCC(=O)[O-])OO		InChI=1S/C22H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18-21(26-25)19-16-14-17-20-22(23)24/h3-4,6-7,9-10,12-16,18,21,25H,2,5,8,11,17,19-20H2,1H3,(H,23,24)/p-1/b4-3-,7-6-,10-9-,13-12-,16-14-,18-15+	IYPGULUSNSBANC-XJAVJPOHSA-M		CHEBI:145816		
BASm0010680					*N[C@@H](*)C(=O)N[C@@H](CO)C(*)=O					CHEBI:145819		
BASm0010681					*N[C@@H](*)C(=O)N[C@H](C(*)=O)[C@@H](C)O					CHEBI:145820		
BASm0010682					*N[C@@H](*)C(=O)N[C@@H](CS)C(*)=O					CHEBI:145821		
BASm0010683					*N[C@@H](*)C1=N[C@H](C(*)=O)CO1					CHEBI:145822		
BASm0010684					*N[C@@H](*)c1nc(C(*)=O)co1					CHEBI:145823		
BASm0010685					*N[C@@H](*)C1=N[C@H](C(*)=O)CS1					CHEBI:145824		
BASm0010686					*N[C@@H](*)c1nc(C(*)=O)cs1					CHEBI:145825		
BASm0010687					*N[C@@H](*)C1=N[C@H](C(*)=O)C(C)O1					CHEBI:145826		
BASm0010688					*N[C@@H](*)c1nc(C(*)=O)c(C)o1					CHEBI:145827		
BASm0010689	trilobatin	Trilobatin is found in pomes. Trilobatin is isolated from apple leaves.	4192-90-9		[H][C@]1(CO)O[C@@]([H])(OC2=CC(O)=C(C(=O)CCC3=CC=C(O)C=C3)C(O)=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O	C21H24O10	InChI=1S/C21H24O10/c22-9-16-18(27)19(28)20(29)21(31-16)30-12-7-14(25)17(15(26)8-12)13(24)6-3-10-1-4-11(23)5-2-10/h1-2,4-5,7-8,16,18-23,25-29H,3,6,9H2/t16-,18-,19+,20-,21-/m1/s1	GSTCPEBQYSOEHV-QNDFHXLGSA-N	436.136947	CHEBI:145829	HMDB0037505	
BASm0010690	(5Z,8Z)-eicosadienoate					C20H35O2		HSHDOYQKHGCWCC-QGLGPCELSA-M	307.2642539	CHEBI:145835		
BASm0010691	(5S)-hydroperoxy-(6E,8Z)-eicosadienoate				CCCCCCCCCCC/C=C\C=C\[C@H](CCCC(=O)[O-])OO		InChI=1S/C20H36O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(24-23)17-15-18-20(21)22/h12-14,16,19,23H,2-11,15,17-18H2,1H3,(H,21,22)/p-1/b13-12-,16-14+/t19-/m1/s1	RDHFKVSJUOLISK-ZVRDGTKVSA-M		CHEBI:145836		
BASm0010692	(5S)-hydroperoxy-(12S)-hydroxy-(6E,8Z,10E,14Z)-eicosatetraenoate				CCCCC/C=C\C[C@H](O)/C=C/C=C\C=C\[C@H](CCCC(=O)[O-])OO		InChI=1S/C20H32O5/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(25-24)16-12-17-20(22)23/h6-11,14-15,18-19,21,24H,2-5,12-13,16-17H2,1H3,(H,22,23)/p-1/b8-7-,9-6-,14-10+,15-11+/t18-,19+/m0/s1	BAKYVWYMXUCYFS-RYYHSVJXSA-M		CHEBI:145837		
BASm0010693	norrubrofusarin			Expected Solid	CC1=CC(=O)C2=C(O)C3=C(O)C=C([O-])C=C3C=C2O1	C14H9O5	InChI=1S/C14H10O5/c1-6-2-9(16)13-11(19-6)4-7-3-8(15)5-10(17)12(7)14(13)18/h2-5,15,17-18H,1H3/p-1	RVRLLYKHCMHGKV-UHFFFAOYSA-M	257.045547	CHEBI:145839		MMDBc0056227
BASm0010694	ustilaginoidin A				Cc1cc(=O)c2c([O-])c3c(O)cc(O)c(-c4c(O)cc(O)c5c([O-])c6c(=O)cc(C)oc6cc45)c3cc2o1	C28H18O10	InChI=1S/C28H18O10/c1-9-3-13(29)25-19(37-9)5-11-21(15(31)7-17(33)23(11)27(25)35)22-12-6-20-26(14(30)4-10(2)38-20)28(36)24(12)18(34)8-16(22)32/h3-8,31-36H,1-2H3	GCSBLYZTGOQVPI-UHFFFAOYSA-N	514.0899968	CHEBI:145840		
BASm0010695					*O[C@H]1[C@@H](OC)[C@H](n2cnc3c(NC)ncnc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:145853		
BASm0010696	2,4,7,9-tetrahydroxy-6-methyl-8-(2-methylbut-3-en-2-yl)-1-oxo-1H-phenalen-3-ol			Expected Solid	CC1=CC([O-])=C2C(O)=C(O)C(=O)C3=C(O)C(=C(O)C1=C23)C(C)(C)C=C	C19H17O6	InChI=1S/C19H18O6/c1-5-19(3,4)13-14(21)9-7(2)6-8(20)10-11(9)12(15(13)22)17(24)18(25)16(10)23/h5-6,20-23,25H,1H2,2-4H3/p-1	CVTRCJLWCGBOMT-UHFFFAOYSA-M	341.1030618	CHEBI:145870		MMDBc0055300
BASm0010697	(2'R)-atrovenetin			Expected Solid	[H][C@]1(C)OC2=C(C(O)=C3C(=O)C(O)=C(O)C4=C([O-])C=C(C)C2=C34)C1(C)C	C19H17O6	InChI=1S/C19H18O6/c1-6-5-8(20)10-11-9(6)18-13(19(3,4)7(2)25-18)14(21)12(11)16(23)17(24)15(10)22/h5,7,20-22,24H,1-4H3/p-1/t7-/m1/s1	QQCGLXMFCOVAAG-SSDOTTSWSA-M	341.1030618	CHEBI:145872		MMDBc0054785
BASm0010698	5-amino-1-(5-phospho-D-ribosyl)imidazole-4-thiocarboxamide				NC(=S)c1ncn([C@@H]2O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]2O)c1N		InChI=1S/C9H15N4O7PS/c10-7-4(8(11)22)12-2-13(7)9-6(15)5(14)3(20-9)1-19-21(16,17)18/h2-3,5-6,9,14-15H,1,10H2,(H2,11,22)(H2,16,17,18)/p-2/t3-,5-,6-,9-/m1/s1	ICVRYQWTGDCSSQ-UUOKFMHZSA-L		CHEBI:145873		
BASm0010699	deoxyherqueinone			Expected Solid	[H][C@]1(C)OC2=C(C(O)=C3C(=O)C(OC)=C(O)C4=C([O-])C=C(C)C2=C34)C1(C)C	C20H19O6	InChI=1S/C20H20O6/c1-7-6-9(21)11-12-10(7)18-14(20(3,4)8(2)26-18)15(22)13(12)17(24)19(25-5)16(11)23/h6,8,21-23H,1-5H3/p-1/t8-/m1/s1	VZWSSCQUCMSKLE-MRVPVSSYSA-M	355.1187119	CHEBI:145874		MMDBc0055898
BASm0010700	6-thio-IMP				O=P([O-])([O-])OC[C@H]1O[C@@H](n2cnc3c(=S)[nH]cnc32)[C@H](O)[C@@H]1O	C10H13N4O7PS	InChI=1S/C10H13N4O7PS/c15-6-4(1-20-22(17,18)19)21-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)23/h2-4,6-7,10,15-16H,1H2,(H,11,12,23)(H2,17,18,19)/t4-,6-,7-,10-/m0/s1	ZKRFOXLVOKTUTA-DEGSGYPDSA-N		CHEBI:145875		
BASm0010701	herqueinone			Expected Solid	COc1c([O-])c2c3c(c1O)C(=O)[C@@]1(O)C(=C3C(C)=CC2=O)O[C@H](C)C1(C)C	C20H20O7	InChI=1S/C20H20O7/c1-7-6-9(21)11-12-10(7)18-20(25,19(3,4)8(2)27-18)17(24)13(12)15(23)16(26-5)14(11)22/h6,8,22-23,25H,1-5H3/t8-,20+/m1/s1	PKJJEYCUTMFGJW-SQFXPLBJSA-N	372.120903	CHEBI:145876		MMDBc0026292
BASm0010702	rubrofusarin		3567-00-8		COc1cc(O)c2c([O-])c3c(=O)cc(C)oc3cc2c1	C15H12O5	InChI=1S/C15H12O5/c1-7-3-10(16)14-12(20-7)5-8-4-9(19-2)6-11(17)13(8)15(14)18/h3-6,17-18H,1-2H3	FPNKCZKRICBAKG-UHFFFAOYSA-N		CHEBI:145894		
BASm0010703	1,2,3,4,6-pentakis-O-galloyl-beta-D-glucose				O=C(OC[C@H]1O[C@@H](OC(=O)c2cc(O)c([O-])c(O)c2)[C@H](OC(=O)c2cc(O)c(O)c(O)c2)[C@@H](OC(=O)c2cc(O)c(O)c(O)c2)[C@@H]1OC(=O)c1cc(O)c(O)c(O)c1)c1cc(O)c(O)c(O)c1		InChI=1S/C41H32O26/c42-17-1-12(2-18(43)28(17)52)36(57)62-11-27-33(64-37(58)13-3-19(44)29(53)20(45)4-13)34(65-38(59)14-5-21(46)30(54)22(47)6-14)35(66-39(60)15-7-23(48)31(55)24(49)8-15)41(63-27)67-40(61)16-9-25(50)32(56)26(51)10-16/h1-10,27,33-35,41-56H,11H2/p-1/t27-,33-,34+,35-,41+/m1/s1	QJYNZEYHSMRWBK-NIKIMHBISA-M		CHEBI:145902		
BASm0010704	tellimagrandin II	Tellimagrandin II is found in acorn. Tellimagrandin II is isolated from Eugenia caryophyllata (clove) and Filipendula ulmaria (meadowsweet).	58970-75-5		O=C(O[C@@H]1O[C@@H]2COC(=O)c3cc(O)c(O)c(O)c3-c3c(cc(O)c(O)c3[O-])C(=O)O[C@H]2[C@H](OC(=O)c2cc(O)c(O)c(O)c2)[C@H]1OC(=O)c1cc(O)c(O)c(O)c1)c1cc(O)c([O-])c(O)c1	C41H30O26	InChI=1S/C41H30O26/c42-15-1-10(2-16(43)26(15)50)36(57)65-34-33-23(9-62-39(60)13-7-21(48)29(53)31(55)24(13)25-14(40(61)64-33)8-22(49)30(54)32(25)56)63-41(67-38(59)12-5-19(46)28(52)20(47)6-12)35(34)66-37(58)11-3-17(44)27(51)18(45)4-11/h1-8,23,33-35,41-56H,9H2	JCGHAEBIBSEQAD-UHFFFAOYSA-N	938.1025311	CHEBI:145905	HMDB0039265	
BASm0010705	cornusiin E				O=C(O[C@@H]1O[C@@H]2COC(=O)c3cc(O)c(O)c(O)c3-c3c(cc(Oc4c(C(=O)O[C@@H]5O[C@@H]6COC(=O)c7cc(O)c(O)c(O)c7-c7c(cc(O)c(O)c7[O-])C(=O)O[C@H]6[C@H](OC(=O)c6cc(O)c(O)c(O)c6)[C@H]5OC(=O)c5cc(O)c(O)c(O)c5)cc(O)c([O-])c4O)c([O-])c3[O-])C(=O)O[C@H]2[C@H](OC(=O)c2cc(O)c(O)c(O)c2)[C@H]1OC(=O)c1cc(O)c(O)c(O)c1)c1cc(O)c(O)c(O)c1		InChI=1S/C82H58O52/c83-28-1-18(2-29(84)49(28)97)71(112)129-67-66-43(125-81(133-75(116)22-9-36(91)53(101)37(92)10-22)69(67)131-73(114)20-5-32(87)51(99)33(88)6-20)16-122-77(118)24-12-39(94)55(103)60(108)46(24)48-26(79(120)128-66)15-42(58(106)62(48)110)124-64-27(14-41(96)57(105)63(64)111)80(121)134-82-70(132-74(115)21-7-34(89)52(100)35(90)8-21)68(130-72(113)19-3-30(85)50(98)31(86)4-19)65-44(126-82)17-123-76(117)23-11-38(93)54(102)59(107)45(23)47-25(78(119)127-65)13-40(95)56(104)61(47)109/h1-15,43-44,65-70,81-111H,16-17H2/p-4/t43-,44-,65-,66-,67+,68+,69-,70-,81+,82+/m1/s1	QFXITXVOJCXDCJ-YLVKXZTISA-J		CHEBI:145907		
BASm0010706	rubrofusarin B			Expected Solid	COc1cc(OC)c2c([O-])c3c(=O)cc(C)oc3cc2c1	C16H14O5	InChI=1S/C16H14O5/c1-8-4-11(17)15-13(21-8)6-9-5-10(19-2)7-12(20-3)14(9)16(15)18/h4-7,18H,1-3H3	HFPQKJMLIONCGP-UHFFFAOYSA-N	286.0841236	CHEBI:145920		MMDBc0054657
BASm0010707	bifonsecin B			Expected Solid	COc1cc(OC)c2c(O)c3c(c(-c4c5c(c(O)c6c(OC)cc(OC)cc46)C(=O)CC(C)(O)O5)c2c1)OC(C)(O)CC3=O	C32H30O12	InChI=1S/C32H30O12/c1-31(37)11-17(33)25-27(35)21-15(7-13(39-3)9-19(21)41-5)23(29(25)43-31)24-16-8-14(40-4)10-20(42-6)22(16)28(36)26-18(34)12-32(2,38)44-30(24)26/h7-10,35-38H,11-12H2,1-6H3	LQWXBAQWPMRQDM-UHFFFAOYSA-N	606.1737264	CHEBI:145921		MMDBc0055779
BASm0010708	monapinone A			Expected Solid	[H][C@@](O)(CCCCC)C[C@@]([H])(O)C[C@]1([H])CC2=C(C(=O)O1)C(O)=C1C(O)=CC(OC)=CC1=C2	C23H30O7	InChI=1S/C23H30O7/c1-3-4-5-6-15(24)10-16(25)11-18-9-14-7-13-8-17(29-2)12-19(26)20(13)22(27)21(14)23(28)30-18/h7-8,12,15-16,18,24-27H,3-6,9-11H2,1-2H3/t15-,16-,18+/m1/s1	BORADZXTFNEYDA-NUJGCVRESA-N	418.1991533	CHEBI:145922		MMDBc0001447
BASm0010709	dinapinone A			Expected Solid	[H][C@@](O)(CCCCC)C[C@@]([H])(O)C[C@]1([H])CC2=CC3=CC(OC)=C(C(O)=C3C(O)=C2C(=O)O1)C1=C(OC)C=C2C=C3C[C@@]([H])(C[C@]([H])(O)C[C@]([H])(O)CCCCC)OC(=O)C3=C(O)C2=C1O	C46H58O14	InChI=1S/C46H58O14/c1-5-7-9-11-27(47)19-29(49)21-31-15-23-13-25-17-33(57-3)39(43(53)35(25)41(51)37(23)45(55)59-31)40-34(58-4)18-26-14-24-16-32(22-30(50)20-28(48)12-10-8-6-2)60-46(56)38(24)42(52)36(26)44(40)54/h13-14,17-18,27-32,47-54H,5-12,15-16,19-22H2,1-4H3/t27-,28-,29-,30-,31+,32+/m1/s1	ZQTBMGRBMQTZNU-GJLCVQKQSA-N	834.3826565	CHEBI:145923		MMDBc0014671
BASm0010710	glycyldehydrophenylalanine				[NH3+]CC(=O)NC(=Cc1ccccc1)C(=O)[O-]		InChI=1S/C11H12N2O3/c12-7-10(14)13-9(11(15)16)6-8-4-2-1-3-5-8/h1-6H,7,12H2,(H,13,14)(H,15,16)	PRVHUDHZTISSOD-UHFFFAOYSA-N		CHEBI:145925		
BASm0010711	2,3-didehydrophenylalanine				[NH3+]C(=Cc1ccccc1)C(=O)[O-]		InChI=1S/C9H9NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-6H,10H2,(H,11,12)	YWIQQKOKNPPGDO-UHFFFAOYSA-N		CHEBI:145926		
BASm0010712	4-(indol-3-yl)butanoyl-beta-D-glucose	A beta-D-glucoside resulting from the formal condensation of 1-hydroxy group of beta-D-glucopyranose with the carboxy group of indole-3-butyric acid.			O=C(CCCc1c[nH]c2ccccc12)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C18H23NO7	InChI=1S/C18H23NO7/c20-9-13-15(22)16(23)17(24)18(25-13)26-14(21)7-3-4-10-8-19-12-6-2-1-5-11(10)12/h1-2,5-6,8,13,15-20,22-24H,3-4,7,9H2/t13-,15-,16+,17-,18+/m1/s1	CIJFFKOICMQHCH-LHKMKVQPSA-N		CHEBI:145927		
BASm0010713	1-hydroxy-3-(indol-3-ylmethyl)-6H,7H,8H-5lambda(5)-pyrrolo[1,2-a]pyrazine			Expected Solid	Oc1nc(Cc2c[nH]c3ccccc23)c[n+]2c1CCC2	C16H16N3O	InChI=1S/C16H15N3O/c20-16-15-6-3-7-19(15)10-12(18-16)8-11-9-17-14-5-2-1-4-13(11)14/h1-2,4-5,9-10,17H,3,6-8H2/p+1	FWQUFPSRHRHXPN-UHFFFAOYSA-O	266.1287886	CHEBI:145928		MMDBc0055112
BASm0010714	(+)-malbrancheamide D			Expected Solid	CC1(C)c2[nH]c3cc(Cl)c(Br)cc3c2C[C@@]23C[NH+]4CCC[C@]4(C[C@@H]12)C(=O)N3	C21H24BrClN3O	InChI=1S/C21H23BrClN3O/c1-19(2)16-9-21-4-3-5-26(21)10-20(16,25-18(21)27)8-12-11-6-13(22)14(23)7-15(11)24-17(12)19/h6-7,16,24H,3-5,8-10H2,1-2H3,(H,25,27)/p+1/t16-,20+,21-/m0/s1	VLIVGPAAISBPTR-DQLDELGASA-O	448.07858	CHEBI:145929		MMDBc0054741
BASm0010715	(+)-isomalbrancheamide D			Expected Solid	CC1(C)c2[nH]c3cc(Br)c(Cl)cc3c2C[C@@]23C[NH+]4CCC[C@]4(C[C@@H]12)C(=O)N3	C21H24BrClN3O	InChI=1S/C21H23BrClN3O/c1-19(2)16-9-21-4-3-5-26(21)10-20(16,25-18(21)27)8-12-11-6-14(23)13(22)7-15(11)24-17(12)19/h6-7,16,24H,3-5,8-10H2,1-2H3,(H,25,27)/p+1/t16-,20+,21-/m0/s1	HGDDRCCRXJDDLU-DQLDELGASA-O	448.07858	CHEBI:145930		MMDBc0054737
BASm0010716	pravastatin diol lactone			Expected Solid	C[C@H]1C=CC2=C[C@@H](O)C[C@H](O)[C@@H]2[C@H]1CC[C@@H]1C[C@@H](O)CC(=O)O1	C18H26O5	InChI=1S/C18H26O5/c1-10-2-3-11-6-12(19)8-16(21)18(11)15(10)5-4-14-7-13(20)9-17(22)23-14/h2-3,6,10,12-16,18-21H,4-5,7-9H2,1H3/t10-,12+,13+,14+,15-,16-,18-/m0/s1	FFTQUPQRPRHNQZ-CGDZNSRRSA-N	322.1780239	CHEBI:145931		MMDBc0056256
BASm0010717	(S)-2-methylbutanoate			Expected Solid	CC[C@H](C)C(=O)[O-]	C5H9O2	InChI=1S/C5H10O2/c1-3-4(2)5(6)7/h4H,3H2,1-2H3,(H,6,7)/p-1/t4-/m0/s1	WLAMNBDJUVNPJU-BYPYZUCNSA-M	101.0608031	CHEBI:145932		MMDBc0055061
BASm0010718	pravastatin lactone			Expected Solid	CC[C@H](C)C(=O)O[C@H]1C[C@H](O)C=C2C=C[C@H](C)[C@H](CC[C@@H]3C[C@@H](O)CC(=O)O3)[C@H]21	C23H34O6	InChI=1S/C23H34O6/c1-4-13(2)23(27)29-20-11-16(24)9-15-6-5-14(3)19(22(15)20)8-7-18-10-17(25)12-21(26)28-18/h5-6,9,13-14,16-20,22,24-25H,4,7-8,10-12H2,1-3H3/t13-,14-,16+,17+,18+,19-,20-,22-/m0/s1	OQARDMYXSOFTLN-PZAWKZKUSA-N	406.2355388	CHEBI:145933		MMDBc0054642
BASm0010719	methyl-8-{[beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl]oxy}nonanoate				COC(=O)CCCCCCCCO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1NC(C)=O		InChI=1S/C24H43NO13/c1-13(28)25-17-19(31)22(38-24-21(33)20(32)18(30)14(11-26)36-24)15(12-27)37-23(17)35-10-8-6-4-3-5-7-9-16(29)34-2/h14-15,17-24,26-27,30-33H,3-12H2,1-2H3,(H,25,28)/t14-,15-,17-,18+,19-,20+,21-,22-,23-,24+/m1/s1	GHFINFLCQVDPOQ-CYABAIRNSA-N		CHEBI:145934		
BASm0010720	methyl 8-{[beta-D-galactosyl-(1->4)-[alpha-L-fucosyl-(1->3)]-N-acetyl-beta-D-glucosaminyl]oxy}nonanoate					C30H53NO17		WACAMKYYEIIMEH-JAXMHQHXSA-N	699.3313493	CHEBI:145935		
BASm0010721	methyl 8-{[alpha-L-fucosyl-(1->2)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl]oxy}nonanoate					C30H53NO17		RFCJRSPWDJBDOC-JZBPMIOASA-N	699.3313493	CHEBI:145936		
BASm0010722	N-acetyl-alpha-neuraminosyl-(2->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosamine					C25H41N2O19		GVXWGQLSDZJHFY-DIZWBPKDSA-M	673.2309007	CHEBI:145937	HMDB0246107	
BASm0010723	N-acetyl-alpha-neuraminosyl-(2->3)-beta-D-galactosyl-(1->4)-[alpha-L-fucosyl-(1->3)]-N-acetyl-beta-D-glucosamine					C31H51N2O23		NIGUVXFURDGQKZ-KRAHZTDDSA-M	819.2888095	CHEBI:145938	HMDB0258280	
BASm0010724	methyl 8-{[N-acetyl-alpha-neuraminosyl-(2->3)-beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl]oxy}nonanoate					C35H59N2O21		UFGHTQQNLWEXOD-SAPHIERISA-M	843.3615805	CHEBI:145939		
BASm0010725	methyl 8-{[N-acetyl-alpha-neuraminosyl-(2->3)-beta-D-galactosyl-(1->4)-[alpha-L-fucosyl-(1->3)]-N-acetyl-beta-D-glucosaminyl]oxy}nonanoate					C41H69N2O25		RKTUZGOSPRTQQA-KYXCDNDQSA-M	989.4194893	CHEBI:145940		
BASm0010726	4alpha-hydroxymethyl-5alpha-cholest-7-en-3beta-ol	A 4alpha-hydroxymethyl steroid that is 5-alpha-cholest-7-en-3beta-ol in which the alpha-hydrogen at position 4 has been replaced by a hydroxymethyl group.				C28H48O2		IHCCUGWTVWSKGF-LVSAPHKCSA-N	416.3654308	CHEBI:145941		
BASm0010727	4alpha-formyl-5alpha-cholest-7-en-3beta-ol					C28H46O2		JOBRDKSINVPTQA-FBPXSBKWSA-N	414.3497807	CHEBI:145942		
BASm0010728	4alpha-carboxy-5alpha-cholest-7-en-3beta-ol					C28H45O3		FXBZYWGMTFSORP-DWAJTJKJSA-M	429.3374189	CHEBI:145943		
BASm0010729	N-acetyl-D-leucine		19764-30-8	Expected Solid		C8H14NO3		WXNXCEHXYPACJF-SSDOTTSWSA-M	172.0979169	CHEBI:145946		MMDBc0033148
BASm0010730	nigerone	Nigerone is produced by Aspergillus niger. Mycotoxin.	76069-41-5		COC1=CC2=C(C(O)=C3C(=O)C=C(C)OC3=C2C2=C3OC(C)=CC(=O)C3=C(O)C3=C2C=C(OC)C=C3OC)C(OC)=C1	C32H26O10	InChI=1S/C32H26O10/c1-13-7-19(33)27-29(35)23-17(9-15(37-3)11-21(23)39-5)25(31(27)41-13)26-18-10-16(38-4)12-22(40-6)24(18)30(36)28-20(34)8-14(2)42-32(26)28/h7-12,35-36H,1-6H3	MBDIPBHBEVOYQB-UHFFFAOYSA-N	570.1525971	CHEBI:145950	HMDB0033496	
BASm0010731	methyl 8-{[beta-D-galactosyl-(1->3)-N-acetyl-beta-D-glucosamyl]oxy}nonanoate					C24H43NO13		QCWPROARBPOGDI-CYABAIRNSA-N	553.2734404	CHEBI:145976		
BASm0010732	methyl 8-{[beta-D-galactosyl-(1->3)-[alpha-L-fucosyl-(1->4)]-N-acetyl-beta-D-glucosaminyl]oxy}nonanoate					C30H53NO17		RAWIMSUPKCBBKH-JAXMHQHXSA-N	699.3313493	CHEBI:145977		
BASm0010733	methyl 8-{[alpha-L-fucosyl-(1->2)-beta-D-galactosyl-(1->3)-N-acetyl-beta-D-glucosaminyl]oxy}nonanoate					C30H53NO17		QEZKYNPMOCSVNG-JZBPMIOASA-N	699.3313493	CHEBI:145978		
BASm0010734	methyl 8-{[alpha-L-fucosyl-(1->2)-beta-D-galactosyl-(1->3)-[alpha-L-fucosyl-(1->4)]-N-acetyl-beta-D-glucosaminyl]oxy}nonanoate					C36H63NO21		SPMVUZNAHMSIDA-VQIHNLMTSA-N	845.3892581	CHEBI:145980		
BASm0010735	methyl 8-{[N-acetyl-alpha-neuraminosyl-(2->3)-beta-D-galactosyl-(1->3)-N-acetyl-beta-D-glucosaminyl]oxy}nonanoate					C35H59N2O21		SHEDRPLGXZDJOE-VIXPEKPXSA-M	843.3615805	CHEBI:145984		
BASm0010736	methyl 8-{[N-acetyl-alpha-neuraminosyl-(2->3)-beta-D-galactosyl-(1->3)-[alpha-L-fucosyl-(1->4)]-N-acetyl-beta-D-glucosaminyl]oxy}nonanoate					C41H69N2O25		MRVHODPGJNSPTI-KYXCDNDQSA-M	989.4194893	CHEBI:145985		
BASm0010737	julichrome Q6	A member of the class of anthracenes that is 3,8,9-trihydroxy-3-methyl-3,4-dihydroanthracen-1(2H)-one which is substituted at position 4 by a 1-acetoxyetyl group and in which the acetoxy-bearing carbon has R configuration while the remaining two chiral centres have S configuration. A putative precursor in the biosynthesis of julichrome Q6-6. The corresponding 8-glucuronide has been isolated from a soil-derived strain of Streptomyces sp.				C19H20O6		ITWYRVHXDMFLBT-BJBLRFPOSA-N	344.1259884	CHEBI:145986		
BASm0010738	3-phosphoshikimate	Shikimate 3-phosphate is a member of the chemical class known as Organophosphate Esters. These are organic compounds containing phosphoric acid ester functional group.  Shikimate 3-phosphate is involved in the shikimate pathway. The shikimate pathway enzyme 5-enolpyruvyl shikimate-3-phosphate synthase (EPSP synthase) has received attention in the past because it is the target of the broad-spectrum herbicide glyphosate. (PMID 16225867) The enzyme 5-enolpyruvylshikimate-3-phosphate synthase (EPSPS) catalyzes the penultimate step of the shikimate pathway and is the target of the broad-spectrum herbicide glyphosate. (PMID 15736934)		Expected Solid	[H][C@@]1(O)CC(=C[C@@]([H])(OP([O-])([O-])=O)[C@@]1([H])O)C([O-])=O	C7H8O8P	InChI=1S/C7H11O8P/c8-4-1-3(7(10)11)2-5(6(4)9)15-16(12,13)14/h2,4-6,8-9H,1H2,(H,10,11)(H2,12,13,14)/p-3/t4-,5-,6+/m1/s1	QYOJSKGCWNAKGW-PBXRRBTRSA-K	250.997325	CHEBI:145989		MMDBc0030096
BASm0010739	7-demethylsiderin			Expected Solid	COC1=CC(=O)OC2=CC(O)=CC(C)=C12	C11H10O4	InChI=1S/C11H10O4/c1-6-3-7(12)4-9-11(6)8(14-2)5-10(13)15-9/h3-5,12H,1-2H3	UMLNUFLSRYJZFA-UHFFFAOYSA-N	206.0579088	CHEBI:145991		MMDBc0054299
BASm0010740	orlandin			Expected Solid		C22H17O8		SSGXAFNGBRRLQM-UHFFFAOYSA-M	409.0928911	CHEBI:145992		MMDBc0054615
BASm0010741	desertorin A			Expected Solid		C22H17O8		PRMZXICFBUXBCX-UHFFFAOYSA-M	409.0928911	CHEBI:145993		MMDBc0054449
BASm0010742	aurasperone A		15085-74-2			C32H24O10		QAHRSPAZSGMZMT-UHFFFAOYSA-L	568.1380441	CHEBI:146001		
BASm0010743	julichrome Q6-6			Expected Solid		C38H37O12		UYEWMDUNNUBCMC-WJUADSEPSA-M	685.2290502	CHEBI:146003		MMDBc0020512
BASm0010744	monapinone E			Expected Solid		C23H30O8		YHQGYEAIRQPZFF-NUJGCVRESA-N	434.1940679	CHEBI:146004		MMDBc0009144
BASm0010745	dinapinone E			Expected Solid	[H][C@@](O)(CCCCCO)C[C@@]([H])(O)C[C@]1([H])CC2=CC3=CC(OC)=C(C(O)=C3C(O)=C2C(=O)O1)C1=C(OC)C=C2C=C3C[C@@]([H])(C[C@]([H])(O)C[C@]([H])(O)CCCCCO)OC(=O)C3=C(O)C2=C1O	C46H58O16	InChI=1S/C46H58O16/c1-59-33-17-25-13-23-15-31(21-29(51)19-27(49)9-5-3-7-11-47)61-45(57)37(23)41(53)35(25)43(55)39(33)40-34(60-2)18-26-14-24-16-32(22-30(52)20-28(50)10-6-4-8-12-48)62-46(58)38(24)42(54)36(26)44(40)56/h13-14,17-18,27-32,47-56H,3-12,15-16,19-22H2,1-2H3/t27-,28-,29-,30-,31+,32+/m1/s1	CWJCSQVZVOXGSH-GJLCVQKQSA-N	866.3724858	CHEBI:146005		MMDBc0055936
BASm0010746	(M)-viriditoxin			Expected Solid	[H][C@@]1(CC(=O)OC)CC2=CC3=C(C(O)=CC(OC)=C3C3=C(OC)C=C(O)C4=C3C=C3C[C@@]([H])(CC(=O)OC)OC(=O)C3=C4O)C(O)=C2C(=O)O1	C34H30O14	InChI=1S/C34H30O14/c1-43-21-11-19(35)27-17(7-13-5-15(9-23(37)45-3)47-33(41)25(13)31(27)39)29(21)30-18-8-14-6-16(10-24(38)46-4)48-34(42)26(14)32(40)28(18)20(36)12-22(30)44-2/h7-8,11-12,15-16,35-36,39-40H,5-6,9-10H2,1-4H3/t15-,16-/m0/s1	GMCZVCXZGZGZPX-HOTGVXAUSA-N	662.1635556	CHEBI:146007		MMDBc0055021
BASm0010747	semiviriditoxin			Expected Solid	[H][C@@]1(CC(=O)OC)CC2=C(C(=O)O1)C(O)=C1C(O)=CC(OC)=CC1=C2	C17H16O7	InChI=1S/C17H16O7/c1-22-10-4-8-3-9-5-11(7-13(19)23-2)24-17(21)15(9)16(20)14(8)12(18)6-10/h3-4,6,11,18,20H,5,7H2,1-2H3/t11-/m0/s1	CVDVPYTVGZWTON-NSHDSACASA-N	332.0896029	CHEBI:146008		MMDBc0056307
BASm0010748	7,9,10-trihydroxy-3-(2-oxopropyl)-1H-benzo[g]isochromen-1-one			Expected Solid	CC(=O)Cc1cc2cc3cc(O)cc(O)c3c(O)c2c(=O)o1	C16H12O6	InChI=1S/C16H12O6/c1-7(17)2-11-5-9-3-8-4-10(18)6-12(19)13(8)15(20)14(9)16(21)22-11/h3-6,18-20H,2H2,1H3	VJOFKHCSFNJVLR-UHFFFAOYSA-N	300.0633881	CHEBI:146009		MMDBc0055632
BASm0010749	9,10-dihydroxy-7-methoxy-3-(2-oxopropyl)-1H-benzo[g]isochromen-1-one			Expected Solid	COc1cc(O)c2c(O)c3c(=O)oc(CC(C)=O)cc3cc2c1	C17H14O6	InChI=1S/C17H14O6/c1-8(18)3-12-6-10-4-9-5-11(22-2)7-13(19)14(9)16(20)15(10)17(21)23-12/h4-7,19-20H,3H2,1-2H3	JXHZOZYBFPWARN-UHFFFAOYSA-N	314.0790382	CHEBI:146010		MMDBc0055666
BASm0010750	(3S)-9,10-dihydroxy-7-methoxy-3-(2-oxopropyl)-1H,3H,4H-naphtho[2,3-c]pyran-1-one			Expected Solid	COc1cc(O)c2c(O)c3c(cc2c1)C[C@@H](CC(C)=O)OC3=O	C17H16O6	InChI=1S/C17H16O6/c1-8(18)3-12-6-10-4-9-5-11(22-2)7-13(19)14(9)16(20)15(10)17(21)23-12/h4-5,7,12,19-20H,3,6H2,1-2H3/t12-/m1/s1	IAKUBBVEJZWVIH-GFCCVEGCSA-N	316.0946882	CHEBI:146011		MMDBc0054933
BASm0010751	methyl 2-[(3S)-9,10-dihydroxy-7-methoxy-1-oxo-1H,3H,4H-naphtho[2,3-c]pyran-3-yl]acetate			Expected Solid	COC(=O)Cc1cc2cc3cc(OC)cc(O)c3c(O)c2c(=O)o1	C17H14O7	InChI=1S/C17H14O7/c1-22-10-4-8-3-9-5-11(7-13(19)23-2)24-17(21)15(9)16(20)14(8)12(18)6-10/h3-6,18,20H,7H2,1-2H3	MPGOVJDYMMGUQB-UHFFFAOYSA-N	330.0739528	CHEBI:146012		MMDBc0056081
BASm0010752	nor-toralactone			Expected Solid	Cc1cc2cc3cc(O)cc(O)c3c(O)c2c(=O)o1	C14H10O5	InChI=1S/C14H10O5/c1-6-2-7-3-8-4-9(15)5-10(16)11(8)13(17)12(7)14(18)19-6/h2-5,15-17H,1H3	CHFXJVIAQRGNOY-UHFFFAOYSA-N	258.0528234	CHEBI:146018		MMDBc0056225
BASm0010753	1-(3,4,5-trihydroxy-7-methoxynaphthalen-2-yl)propan-2-one			Expected Solid	COC1=CC2=CC(CC(C)=O)=C(O)C(O)=C2C(O)=C1	C14H14O5	InChI=1S/C14H14O5/c1-7(15)3-9-4-8-5-10(19-2)6-11(16)12(8)14(18)13(9)17/h4-6,16-18H,3H2,1-2H3	GPPDGBMAJNJLMU-UHFFFAOYSA-N	262.0841236	CHEBI:146020		MMDBc0055096
BASm0010756	4alpha-hydroxymethylzymosterol	 4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol is considered to be practically insoluble (in water) and relatively neutral.  4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol is a sterol lipid molecule			[H][C@@](C)(CCC=C(C)C)[C@@]1([H])CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@]([H])(O)[C@@]([H])(CO)[C@]1([H])CC3	C28H46O2	InChI=1S/C28H46O2/c1-18(2)7-6-8-19(3)22-11-12-23-20-9-10-24-21(17-29)26(30)14-16-28(24,5)25(20)13-15-27(22,23)4/h7,19,21-24,26,29-30H,6,8-17H2,1-5H3/t19-,21+,22-,23+,24+,26+,27-,28+/m1/s1	ORZKEIGPXNMCHC-NUESBDPTSA-N	414.3497807	CHEBI:146130	HMDB0062392	
BASm0010757	4alpha-formylzymosterol	 4α-formyl-5α-cholesta-8,24-dien-3β-ol is considered to be practically insoluble (in water) and relatively neutral.  4α-formyl-5α-cholesta-8,24-dien-3β-ol is a sterol lipid molecule			[H][C@@](C)(CCC=C(C)C)[C@@]1([H])CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@]([H])(O)[C@@]([H])(C=O)[C@]1([H])CC3	C28H44O2	InChI=1S/C28H44O2/c1-18(2)7-6-8-19(3)22-11-12-23-20-9-10-24-21(17-29)26(30)14-16-28(24,5)25(20)13-15-27(22,23)4/h7,17,19,21-24,26,30H,6,8-16H2,1-5H3/t19-,21+,22-,23+,24+,26+,27-,28+/m1/s1	ZLQSSFNCEUGGJF-NUESBDPTSA-N	412.3341307	CHEBI:146131	HMDB0062389	
BASm0010758	N(4)-acetyl-2'-deoxycytidine			Expected Solid	[H][C@]1(O)C[C@@]([H])(O[C@]1([H])CO)N1C=CC(N=C(C)O)=NC1=O	C11H15N3O5	InChI=1S/C11H15N3O5/c1-6(16)12-9-2-3-14(11(18)13-9)10-4-7(17)8(5-15)19-10/h2-3,7-8,10,15,17H,4-5H2,1H3,(H,12,13,16,18)/t7-,8+,10+/m0/s1	RWYFZABPLDFELM-QXFUBDJGSA-N	269.1011706	CHEBI:146133		MMDBc0056182
BASm0010759	N(4)-acetylcytosine			Expected Solid	CC(O)=NC1=NC(O)=NC=C1	C6H7N3O2	InChI=1S/C6H7N3O2/c1-4(10)8-5-2-3-7-6(11)9-5/h2-3H,1H3,(H2,7,8,9,10,11)	IJCKBIINTQEGLY-UHFFFAOYSA-N	153.0538265	CHEBI:146134		MMDBc0056183
BASm0010760					*C(=O)[C@H](*)[N+](C)(C)C					CHEBI:146135		
BASm0010761	4alpha-hydroxymethyl-4beta-methyl-5alpha-cholest-7-en-3beta-ol	4-beta-hydroxymethyl-4-alpha-methyl-5-alpha-cholest-7-en-3-beta-ol is part of the Steroid biosynthesis pathway. It is a substrate for: Methylsterol monooxygenase 1, and Methylsterol monooxygenase 1.		Solid	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2C3=CC[C@H]4[C@](C)(CO)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C29H50O2	InChI=1S/C29H50O2/c1-19(2)8-7-9-20(3)22-11-12-23-21-10-13-25-28(5,24(21)14-16-27(22,23)4)17-15-26(31)29(25,6)18-30/h10,19-20,22-26,30-31H,7-9,11-18H2,1-6H3/t20-,22-,23+,24+,25?,26?,27-,28-,29?/m1/s1	DWEXIFLNCXYYAA-NGHOBUOVSA-N	430.3810808	CHEBI:146140	HMDB0059642	
BASm0010762	1alpha,25-dihydroxy-2beta-(1,3-dihydroxypropoxy)-cholecalciferol				C=C1/C(=C\C=C2/CCC[C@]3(C)[C@@H]([C@H](C)CCCC(C)(C)O)CC[C@@H]23)C[C@@H](O)[C@@H](OC(O)CCO)[C@@H]1O		InChI=1S/C30H50O6/c1-19(8-6-15-29(3,4)35)23-12-13-24-21(9-7-16-30(23,24)5)10-11-22-18-25(32)28(27(34)20(22)2)36-26(33)14-17-31/h10-11,19,23-28,31-35H,2,6-9,12-18H2,1,3-5H3/b21-10+,22-11-/t19-,23-,24+,25-,26?,27-,28-,30-/m1/s1	GZDPNQKGISMNTG-RCDUEGHXSA-N		CHEBI:146141		
BASm0010763	ilicicolinate B			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC1=C([O-])C=C(C)C(C(O)=O)=C1O)=C(\C)CCC=C(C)C	C23H31O4	InChI=1S/C23H32O4/c1-15(2)8-6-9-16(3)10-7-11-17(4)12-13-19-20(24)14-18(5)21(22(19)25)23(26)27/h8,10,12,14,24-25H,6-7,9,11,13H2,1-5H3,(H,26,27)/p-1/b16-10+,17-12+	QPIZDZGIXDKCRC-JTCWOHKRSA-M	371.2227831	CHEBI:146152		MMDBc0056037
BASm0010764	ilicicolin B			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC1=C(O)C=C(C)C(C=O)=C1O)=C(\C)CCC=C(C)C	C23H32O3	InChI=1S/C23H32O3/c1-16(2)8-6-9-17(3)10-7-11-18(4)12-13-20-22(25)14-19(5)21(15-24)23(20)26/h8,10,12,14-15,25-26H,6-7,9,11,13H2,1-5H3/b17-10+,18-12+	QAPOXOGEDXIOHD-VZRGJMDUSA-N	356.2351449	CHEBI:146153		MMDBc0056035
BASm0010765	ilicicolin A			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC1=C(O)C(Cl)=C(C)C(C=O)=C1[O-])=C(\C)CCC=C(C)C	C23H30ClO3	InChI=1S/C23H31ClO3/c1-15(2)8-6-9-16(3)10-7-11-17(4)12-13-19-22(26)20(14-25)18(5)21(24)23(19)27/h8,10,12,14,26-27H,6-7,9,11,13H2,1-5H3/p-1/b16-10+,17-12+	MHWOMRMBQGSTFS-JTCWOHKRSA-M	389.1888961	CHEBI:146154		MMDBc0056033
BASm0010766	ilicicolin A epoxide			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC1=C(O)C(Cl)=C(C)C(C=O)=C1[O-])=C(\C)CC[C@]1([H])OC1(C)C	C23H30ClO4	InChI=1S/C23H31ClO4/c1-14(7-6-8-15(2)10-12-19-23(4,5)28-19)9-11-17-21(26)18(13-25)16(3)20(24)22(17)27/h8-9,13,19,26-27H,6-7,10-12H2,1-5H3/p-1/b14-9+,15-8+/t19-/m0/s1	LMVCGMIGVKSDEQ-LHDPSMIPSA-M	405.1838107	CHEBI:146155		MMDBc0056034
BASm0010767	ilicicolin C			Expected Solid	[H]\C(CC1=C(O)C(Cl)=C(C)C(C=O)=C1[O-])=C(\C)CC[C@@]1(C)[C@]([H])(C)CCC(=O)[C@]1([H])C	C23H30ClO4	InChI=1S/C23H31ClO4/c1-13(10-11-23(5)14(2)7-9-19(26)16(23)4)6-8-17-21(27)18(12-25)15(3)20(24)22(17)28/h6,12,14,16,27-28H,7-11H2,1-5H3/p-1/b13-6+/t14-,16+,23+/m1/s1	IJEHYEVNWOYGMS-WGUBEYSISA-M	405.1838107	CHEBI:146156		MMDBc0056036
BASm0010768	ascochlorin			Expected Solid	CC(/C=C/[C@@]1(C)[C@H](C)CCC(=O)[C@@H]1C)=C\Cc1c([O-])c(Cl)c(C)c(C=O)c1O	C23H29ClO4	InChI=1S/C23H29ClO4/c1-13(10-11-23(5)14(2)7-9-19(26)16(23)4)6-8-17-21(27)18(12-25)15(3)20(24)22(17)28/h6,10-12,14,16,27-28H,7-9H2,1-5H3/b11-10+,13-6+/t14-,16+,23+/m1/s1	SETVRSKZJJWOPA-FLDGXQSCSA-N	404.1754371	CHEBI:146157		MMDBc0021223
BASm0010769	16-hydroxy-ilicicolin A epoxide			Expected Solid	[H]\C(CC1=C(O)C(Cl)=C(C)C(C=O)=C1[O-])=C(\C)CC\C([H])=C(/C)[C@@]([H])(O)C[C@]1([H])OC1(C)C	C23H30ClO5	InChI=1S/C23H31ClO5/c1-13(7-6-8-14(2)18(26)11-19-23(4,5)29-19)9-10-16-21(27)17(12-25)15(3)20(24)22(16)28/h8-9,12,18-19,26-28H,6-7,10-11H2,1-5H3/p-1/b13-9+,14-8+/t18-,19-/m0/s1	DQMDYVQTDVZQLV-UZFWGDPLSA-M	421.1787253	CHEBI:146158		MMDBc0055180
BASm0010770	ascofuranol				C/C(=C\Cc1c([O-])c(Cl)c(C)c(C=O)c1O)CC/C=C(\C)[C@@H]1C[C@H](O)C(C)(C)O1	C23H31ClO5	InChI=1S/C23H31ClO5/c1-13(7-6-8-14(2)18-11-19(26)23(4,5)29-18)9-10-16-21(27)17(12-25)15(3)20(24)22(16)28/h8-9,12,18-19,26-28H,6-7,10-11H2,1-5H3	YHXSUSPTGLHIRR-UHFFFAOYSA-N	422.1860018	CHEBI:146159		
BASm0010771	ascofuranone			Expected Solid	C/C(=C\Cc1c([O-])c(Cl)c(C)c(C=O)c1O)CC/C=C(\C)[C@@H]1CC(=O)C(C)(C)O1	C23H29ClO5	InChI=1S/C23H29ClO5/c1-13(7-6-8-14(2)18-11-19(26)23(4,5)29-18)9-10-16-21(27)17(12-25)15(3)20(24)22(16)28/h8-9,12,18,27-28H,6-7,10-11H2,1-5H3/b13-9+,14-8+/t18-/m1/s1	VGYPZLGWVQQOST-LWTYEDPSSA-N	420.1703517	CHEBI:146160		MMDBc0021170
BASm0010772	(9Z)-hexadecenamide				CCCCCC/C=C\CCCCCCCC(N)=O	C16H31NO	InChI=1S/C16H31NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h7-8H,2-6,9-15H2,1H3,(H2,17,18)	YRPQTVNCCVPGFA-UHFFFAOYSA-N	253.2405646	CHEBI:146162	HMDB0256086	
BASm0010773	(8Z,11Z,14Z)-eicosatrienamide	A primary fatty amide resulting from the formal condensation of the carboxy group of all-cis-icosa-8,11,14-trienoic acid with ammonia.			CCCCC/C=C\C/C=C\C/C=C\CCCCCCC(N)=O	C20H35NO	InChI=1S/C20H35NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13H,2-5,8,11,14-19H2,1H3,(H2,21,22)/b7-6-,10-9-,13-12-	FEEKQVCOKHTLSP-QNEBEIHSSA-N		CHEBI:146163		
BASm0010774	(11Z,14Z,17Z)-eicosatrienamide	A primary fatty amide resulting from the formal condensation of the carboxy group of all-cis-icosa-11,14,17-trienoic acid with ammonia.			CC/C=C\C/C=C\C/C=C\CCCCCCCCCC(N)=O	C20H35NO	InChI=1S/C20H35NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10H,2,5,8,11-19H2,1H3,(H2,21,22)/b4-3-,7-6-,10-9-	BWADZBIKQNRUPR-PDBXOOCHSA-N		CHEBI:146164		
BASm0010775	(11Z,14Z)-eicosadienamide	A primary fatty amide resulting from the formal condensation of the carboxy group of (11Z,14Z)-icosadienoic acid with ammonia.			CCCCC/C=C\C/C=C\CCCCCCCCCC(N)=O	C20H37NO	InChI=1S/C20H37NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10H,2-5,8,11-19H2,1H3,(H2,21,22)/b7-6-,10-9-	NAVGEXCVGUBSOQ-HZJYTTRNSA-N		CHEBI:146165		
BASm0010776	(15Z)-tetracosenamide	A primary fatty amide resulting from the formal condensation of the carboxy group of (15Z)-tetracosenoic acid with ammonia.			CCCCCCCC/C=C\CCCCCCCCCCCCCC(N)=O	C24H47NO	InChI=1S/C24H47NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24(25)26/h9-10H,2-8,11-23H2,1H3,(H2,25,26)/b10-9-	FXUDPARCGRIVON-KTKRTIGZSA-N		CHEBI:146166		
BASm0010777	(11Z)-eicosenamide	A primary fatty amide resulting from the formal condensation of the carboxy group of (11Z)-icos-11-enoic acid with ammonia.			CCCCCCCC/C=C\CCCCCCCCCC(N)=O	C20H39NO	InChI=1S/C20H39NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h9-10H,2-8,11-19H2,1H3,(H2,21,22)/b10-9-	LBHQTVBKPMHICN-KTKRTIGZSA-N		CHEBI:146167		
BASm0010778	(6Z)-octadecenamide	A primary fatty amide resulting from the formal condensation of the carboxy group of petroselinic acid with ammonia.			CCCCCCCCCCC/C=C\CCCCC(N)=O	C18H35NO	InChI=1S/C18H35NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h12-13H,2-11,14-17H2,1H3,(H2,19,20)/b13-12-	AWIZWICJDMFGHV-SEYXRHQNSA-N		CHEBI:146168		
BASm0010779	5-methylorsellinate			Expected Solid	Cc1c(O)cc(O)c(C(=O)[O-])c1C	C9H9O4	InChI=1S/C9H10O4/c1-4-5(2)8(9(12)13)7(11)3-6(4)10/h3,10-11H,1-2H3,(H,12,13)/p-1	GIBRZOCMRFRCOQ-UHFFFAOYSA-M	181.0506324	CHEBI:146172		MMDBc0055577
BASm0010780	2,4-dihydroxy 5,6-dimethylbenzaldehyde			Expected Solid	Cc1c(O)cc(O)c(C=O)c1C	C9H10O3	InChI=1S/C9H10O3/c1-5-6(2)8(11)3-9(12)7(5)4-10/h3-4,11-12H,1-2H3	LQIYIUJTJNQJTJ-UHFFFAOYSA-N	166.0629942	CHEBI:146173		MMDBc0055296
BASm0010781	S-adenosylglutathione				Nc1ncnc2c1ncn2[C@@H]1O[C@H](CSC[C@H](NC(=O)CC[C@H]([NH3+])C(=O)[O-])C(=O)NCC(=O)[O-])[C@@H](O)[C@H]1O		InChI=1S/C20H28N8O9S/c21-8(20(35)36)1-2-11(29)27-9(18(34)23-3-12(30)31)4-38-5-10-14(32)15(33)19(37-10)28-7-26-13-16(22)24-6-25-17(13)28/h6-10,14-15,19,32-33H,1-5,21H2,(H,23,34)(H,27,29)(H,30,31)(H,35,36)(H2,22,24,25)/p-1/t8-,9-,10+,14+,15+,19+/m0/s1	YNFYTDQKNCDEAH-WFFDEMFDSA-M		CHEBI:146184		
BASm0010782	N-docosanoyl-ethanolamine				CCCCCCCCCCCCCCCCCCCCCC(=O)NCCO	C24H49NO2	InChI=1S/C24H49NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-24(27)25-22-23-26/h26H,2-23H2,1H3,(H,25,27)	XHFWUECSNJWBJU-UHFFFAOYSA-N		CHEBI:146186		
BASm0010783	N-(15Z-tetracosenoyl)-ethanolamine	A N-(long-chain-acyl)ethanolamine that is the ethanolamide of (15Z)-tetracosenoic acid.			CCCCCCCC/C=C\CCCCCCCCCCCCCC(=O)NCCO	C26H51NO2	InChI=1S/C26H51NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-26(29)27-24-25-28/h9-10,28H,2-8,11-25H2,1H3,(H,27,29)/b10-9-	LISKWSFNVJTQKH-KTKRTIGZSA-N		CHEBI:146187		
BASm0010784	N-(9Z-octadecenoyl)-taurine				CCCCCCCC/C=C\CCCCCCCC(=O)NCCS(=O)(=O)[O-]	C20H39NO4S	InChI=1S/C20H39NO4S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(22)21-18-19-26(23,24)25/h9-10H,2-8,11-19H2,1H3,(H,21,22)(H,23,24,25)/b10-9-	KOGRJTUIKPMZEJ-KTKRTIGZSA-N	389.2599799	CHEBI:146191	HMDB0242113	
BASm0010785	N-docosanoyl-taurine	A fatty acid-taurine conjugate(1-) obtained by deprotonation of the sulfo group of N-docosanoyltaurine; major species at pH 7.3.			CCCCCCCCCCCCCCCCCCCCCC(=O)NCCS(=O)(=O)[O-]	C24H48NO4S	InChI=1S/C24H49NO4S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-24(26)25-22-23-30(27,28)29/h2-23H2,1H3,(H,25,26)(H,27,28,29)/p-1	SAIMYQVCHHQQMU-UHFFFAOYSA-M		CHEBI:146196		
BASm0010786	N-tricosanoyl-taurine				CCCCCCCCCCCCCCCCCCCCCCC(=O)NCCS(=O)(=O)[O-]		InChI=1S/C25H51NO4S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-25(27)26-23-24-31(28,29)30/h2-24H2,1H3,(H,26,27)(H,28,29,30)/p-1	NNEJCMAQXBYQCD-UHFFFAOYSA-M		CHEBI:146197		
BASm0010787	N-(15Z-tetracosenoyl)-taurine	A fatty acid-taurine conjugate obtained by deprotonation of the sulfonate group of N-nervonoyltaurine; major species at pH 7.3.			CCCCCCCC/C=C\CCCCCCCCCCCCCC(=O)NCCS(=O)(=O)[O-]	C26H50NO4S	InChI=1S/C26H51NO4S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-26(28)27-24-25-32(29,30)31/h9-10H,2-8,11-25H2,1H3,(H,27,28)(H,29,30,31)/p-1/b10-9-	QIEYQUYASMRRHE-KTKRTIGZSA-M		CHEBI:146198		
BASm0010788					*N[C@@H](CSSC[C@H](NC(=O)CC[C@H]([NH3+])C(=O)[O-])C(=O)NCC(=O)[O-])C(*)=O					CHEBI:146199		
BASm0010789	(25R)-3-oxocholest-4-en-26-oyl-CoA				[H][C@@](C)(CCC[C@@H](C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP([O-])(=O)OP([O-])(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP([O-])([O-])=O)N1C=NC2=C1N=CN=C2N)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C	C48H72N7O18P3S	InChI=1S/C48H76N7O18P3S/c1-27(32-12-13-33-31-11-10-29-22-30(56)14-17-47(29,5)34(31)15-18-48(32,33)6)8-7-9-28(2)45(61)77-21-20-50-36(57)16-19-51-43(60)40(59)46(3,4)24-70-76(67,68)73-75(65,66)69-23-35-39(72-74(62,63)64)38(58)44(71-35)55-26-54-37-41(49)52-25-53-42(37)55/h22,25-28,31-35,38-40,44,58-59H,7-21,23-24H2,1-6H3,(H,50,57)(H,51,60)(H,65,66)(H,67,68)(H2,49,52,53)(H2,62,63,64)/p-4/t27-,28-,31+,32-,33+,34+,35-,38-,39-,40+,44-,47+,48-/m1/s1	QHTNQHCVKNUPEI-BKUXIBRWSA-J	1159.388935	CHEBI:146202		MMDBc0057102
BASm0010790	(2R)-ibuprofenoyl-CoA			Expected Solid	[H][C@](C)(C(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O)C1=CC=C(CC(C)C)C=C1	C34H48N7O17P3S	InChI=1S/C34H52N7O17P3S/c1-19(2)14-21-6-8-22(9-7-21)20(3)33(46)62-13-12-36-24(42)10-11-37-31(45)28(44)34(4,5)16-55-61(52,53)58-60(50,51)54-15-23-27(57-59(47,48)49)26(43)32(56-23)41-18-40-25-29(35)38-17-39-30(25)41/h6-9,17-20,23,26-28,32,43-44H,10-16H2,1-5H3,(H,36,42)(H,37,45)(H,50,51)(H,52,53)(H2,35,38,39)(H2,47,48,49)/p-4/t20-,23-,26-,27-,28+,32-/m1/s1	ZWOQHSZKILPKKA-NGSKWOHTSA-J	951.2062196	CHEBI:146203		MMDBc0054835
BASm0010791	(2S)-ibuprofenoyl-CoA			Expected Solid	[H][C@@](C)(C(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O)C1=CC=C(CC(C)C)C=C1	C34H48N7O17P3S	InChI=1S/C34H52N7O17P3S/c1-19(2)14-21-6-8-22(9-7-21)20(3)33(46)62-13-12-36-24(42)10-11-37-31(45)28(44)34(4,5)16-55-61(52,53)58-60(50,51)54-15-23-27(57-59(47,48)49)26(43)32(56-23)41-18-40-25-29(35)38-17-39-30(25)41/h6-9,17-20,23,26-28,32,43-44H,10-16H2,1-5H3,(H,36,42)(H,37,45)(H,50,51)(H,52,53)(H2,35,38,39)(H2,47,48,49)/p-4/t20-,23+,26+,27+,28-,32+/m0/s1	ZWOQHSZKILPKKA-MIXAKNBRSA-J	951.2062196	CHEBI:146204		MMDBc0054864
BASm0010792	(10bR,4aS)-oxomaritidine					C16H20NO3		PYHUCQARENXJND-HOTGVXAUSA-O	274.1437699	CHEBI:146208		
BASm0010793	(10bS,4aR)-oxomaritidine				COc1cc2c(cc1O)C[NH+]1CC[C@]23CCC(=O)C[C@@H]13		InChI=1S/C16H19NO3/c1-20-14-8-12-10(6-13(14)19)9-17-5-4-16(12)3-2-11(18)7-15(16)17/h6,8,15,19H,2-5,7,9H2,1H3/p+1/t15-,16-/m1/s1	PYHUCQARENXJND-HZPDHXFCSA-O		CHEBI:146209		
BASm0010794	2,3,6,8,9-pentahydroxy-3-(2-oxopropyl)-1,2,3,4-tetrahydroanthracen-1-one	A member of the class of anthracenones that is 3,4-tetrahydroanthracen-1-one which is substituted by hydroxy groups at positions 2, 3, 6, 8 and 9, and a 2-oxopropyl group at position 3.			CC(=O)CC1(O)Cc2cc3cc(O)cc(O)c3c(O)c2C(=O)C1O	C17H16O7	InChI=1S/C17H16O7/c1-7(18)5-17(24)6-9-2-8-3-10(19)4-11(20)12(8)14(21)13(9)15(22)16(17)23/h2-4,16,19-21,23-24H,5-6H2,1H3	HHMCVNYEPCHWIX-UHFFFAOYSA-N		CHEBI:146216		
BASm0010795	TAN-1612				COc1cc(O)c2c(O)c3c(cc2c1)CC1(O)CC([O-])=C(C(C)=O)C(=O)C1(O)C3=O	C21H18O9	InChI=1S/C21H18O9/c1-8(22)14-13(24)7-20(28)6-10-3-9-4-11(30-2)5-12(23)15(9)17(25)16(10)19(27)21(20,29)18(14)26/h3-5,23-25,28-29H,6-7H2,1-2H3	CHBGBJNXHMNLOQ-UHFFFAOYSA-N	414.0950822	CHEBI:146217		
BASm0010796	2-acetyl-3,4a,8,10,11,12a-hexahydroxy-1,4,4a,5,12,12a-hexahydrotetracene-1,12-dione			Expected Solid	CC(=O)C1=C([O-])CC2(O)Cc3cc4cc(O)cc(O)c4c(O)c3C(=O)C2(O)C1=O	C20H15O9	InChI=1S/C20H16O9/c1-7(21)13-12(24)6-19(28)5-9-2-8-3-10(22)4-11(23)14(8)16(25)15(9)18(27)20(19,29)17(13)26/h2-4,22-25,28-29H,5-6H2,1H3/p-1	QUQTYIYOYNVOJS-UHFFFAOYSA-M	399.0721556	CHEBI:146218		MMDBc0055205
BASm0010797	(-)-voacangine				CC[C@H]1C[C@@H]2C[NH+]3CCc4c([nH]c5ccc(OC)cc45)[C@](C(=O)OC)(C2)[C@H]13	C22H28N2O3	InChI=1S/C22H28N2O3/c1-4-14-9-13-11-22(21(25)27-3)19-16(7-8-24(12-13)20(14)22)17-10-15(26-2)5-6-18(17)23-19/h5-6,10,13-14,20,23H,4,7-9,11-12H2,1-3H3	MMAYTCMMKJYIAM-UHFFFAOYSA-N	368.2099928	CHEBI:146230		
BASm0010798	(-)-coronaridine				CC[C@H]1C[C@H]2C[N@@H+]3CCc4c([nH]c5ccccc45)[C@](C(=O)OC)(C2)[C@H]13	C21H26N2O2	InChI=1S/C21H26N2O2/c1-3-14-10-13-11-21(20(24)25-2)18-16(8-9-23(12-13)19(14)21)15-6-4-5-7-17(15)22-18/h4-7,13-14,19,22H,3,8-12H2,1-2H3	NVVDQMVGALBDGE-UHFFFAOYSA-N	338.1994281	CHEBI:146232		
BASm0010799					*O[C@H]1[C@@H](O)[C@H](c2cn(C)c(=O)n(CC[C@H]([NH3+])C(=O)[O-])c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:146234		
BASm0010800	dehydrosecodine	A tertiary ammonium ion result from the protonation of the tertiary amino group of dehydrosecodine (the enamine form). An intermediate in the biosynthesis of aspidospermaand iboga alkaloids.			C=C(C(=O)OC)c1[nH]c2ccccc2c1CC[NH+]1C=C(CC)C=CC1	C21H25N2O2	InChI=1S/C21H24N2O2/c1-4-16-8-7-12-23(14-16)13-11-18-17-9-5-6-10-19(17)22-20(18)15(2)21(24)25-3/h5-10,14,22H,2,4,11-13H2,1,3H3/p+1	FGHJSNGBTCVANJ-UHFFFAOYSA-O		CHEBI:146237		
BASm0010801	(-)-10-hydroxycoronaridine				CC[C@H]1C[C@H]2C[N@@H+]3CCc4c([nH]c5ccc(O)cc45)[C@](C(=O)OC)(C2)[C@H]13	C21H26N2O3	InChI=1S/C21H26N2O3/c1-3-13-8-12-10-21(20(25)26-2)18-15(6-7-23(11-12)19(13)21)16-9-14(24)4-5-17(16)22-18/h4-5,9,12-13,19,22,24H,3,6-8,10-11H2,1-2H3	TUZCJNZERFWZAS-UHFFFAOYSA-N	354.1943427	CHEBI:146238		
BASm0010802	2-[12-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoyl]-glycerol			Expected Solid	CCCCC/C=C\CC(/C=C/C=C\C/C=C\CCCC(=O)OC(CO)CO)OO	C23H38O6	InChI=1S/C23H38O6/c1-2-3-4-5-10-13-16-21(29-27)17-14-11-8-6-7-9-12-15-18-23(26)28-22(19-24)20-25/h7-11,13-14,17,21-22,24-25,27H,2-6,12,15-16,18-20H2,1H3/t21-/m0/s1	DRKQAMJEQFTELM-NRFANRHFSA-N	410.2668389	CHEBI:146254		MMDBc0049798
BASm0010803	ibogamine				CC[C@H]1C[C@@H]2C[C@H]3c4[nH]c5ccccc5c4CC[N@@H+](C2)[C@@H]13	C19H24N2	InChI=1S/C19H24N2/c1-2-13-9-12-10-16-18-15(7-8-21(11-12)19(13)16)14-5-3-4-6-17(14)20-18/h3-6,12-13,16,19-20H,2,7-11H2,1H3	LRLCVRYKAFDXKU-UHFFFAOYSA-N	280.1939488	CHEBI:146257	HMDB0242533	
BASm0010804	noribogaine				CC[C@H]1C[C@@H]2C[C@H]3c4[nH]c5ccc(O)cc5c4CC[N@@H+](C2)[C@@H]13	C19H24N2O	InChI=1S/C19H24N2O/c1-2-12-7-11-8-16-18-14(5-6-21(10-11)19(12)16)15-9-13(22)3-4-17(15)20-18/h3-4,9,11-12,16,19-20,22H,2,5-8,10H2,1H3	RAUCDOKTMDOIPF-UHFFFAOYSA-N	296.1888634	CHEBI:146258	HMDB0242425	
BASm0010805	(-)-ibogaine				CC[C@H]1C[C@@H]2C[C@H]3c4[nH]c5ccc(OC)cc5c4CC[N@@H+](C2)[C@@H]13	C20H26N2O	InChI=1S/C20H26N2O/c1-3-13-8-12-9-17-19-15(6-7-22(11-12)20(13)17)16-10-14(23-2)4-5-18(16)21-19/h4-5,10,12-13,17,20-21H,3,6-9,11H2,1-2H3	HSIBGVUMFOSJPD-UHFFFAOYSA-N	310.2045135	CHEBI:146259	HMDB0242213	
BASm0010806	spectinomycin			Expected Solid	CN[C@H]1[C@@H](O)[C@@H]([NH2+]C)[C@H](O)[C@H]2O[C@@H]3O[C@H](C)CC(=O)[C@]3(O)O[C@H]12	C14H24N2O7	InChI=1S/C14H24N2O7/c1-5-4-6(17)14(20)13(21-5)22-12-10(19)7(15-2)9(18)8(16-3)11(12)23-14/h5,7-13,15-16,18-20H,4H2,1-3H3	UNFWWIHTNXNPBV-UHFFFAOYSA-N	332.1583511	CHEBI:146260		MMDBc0012035
BASm0010807	9-O-adenylylspectinomycin			Expected Solid	CN[C@H]1[C@@H](O)[C@@H]([NH2+]C)[C@H](OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)[C@H]2O[C@@H]3O[C@H](C)CC(=O)[C@]3(O)O[C@H]12	C24H36N7O13P	InChI=1S/C24H36N7O13P/c1-8-4-10(32)24(36)23(40-8)42-19-17(43-24)11(26-2)15(34)12(27-3)18(19)44-45(37,38)39-5-9-14(33)16(35)22(41-9)31-7-30-13-20(25)28-6-29-21(13)31/h6-9,11-12,14-19,22-23,26-27,33-36H,4-5H2,1-3H3,(H,37,38)(H2,25,28,29)/t8-,9-,11+,12-,14-,15-,16-,17-,18+,19+,22-,23+,24+/m1/s1	YWELMMKQVLJFMW-QEYXCPIGSA-N	661.2108712	CHEBI:146261		MMDBc0055664
BASm0010808	6-O-adenylylstreptomycin			Expected Solid	C[NH2+][C@@H]1[C@H](O[C@H]2[C@H](O[C@H]3[C@H](O)[C@@H](OP(=O)([O-])OC[C@H]4O[C@@H](n5cnc6c(N)ncnc65)[C@H](O)[C@@H]4O)[C@H](NC(N)=[NH2+])[C@@H](O)[C@@H]3NC(N)=[NH2+])O[C@@H](C)[C@]2(O)C=O)O[C@@H](CO)[C@H](O)[C@H]1O	C31H53N12O18P	InChI=1S/C31H51N12O18P/c1-8-31(52,5-45)23(60-27-13(37-2)18(49)15(46)9(3-44)58-27)28(56-8)59-21-11(41-29(33)34)17(48)12(42-30(35)36)22(20(21)51)61-62(53,54)55-4-10-16(47)19(50)26(57-10)43-7-40-14-24(32)38-6-39-25(14)43/h5-13,15-23,26-28,37,44,46-52H,3-4H2,1-2H3,(H,53,54)(H2,32,38,39)(H4,33,34,41)(H4,35,36,42)/p+2/t8-,9-,10+,11-,12+,13-,15-,16+,17-,18-,19+,20-,21+,22-,23-,26+,27-,28-,31+/m0/s1	WTARMSKPYZJSQR-ZJVZNLSDSA-P	912.3327428	CHEBI:146262		MMDBc0055607
BASm0010809	1-octadecanoyl-2-(15-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine	PE(18:0/20:4(5Z,8Z,11Z,13E)-OH(15S)) is an oxidized phosphatidylethanolamine (PE). Oxidized phosphatidylethanolamines are glycerophospholipids in which a phosphorylethanolamine moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidylethanolamines belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidylethanolamines can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PE(18:0/20:4(5Z,8Z,11Z,13E)-OH(15S)), in particular, consists of one chain of one octadecanoyl at the C-1 position and one chain of 15-Hydroxyeicosatetraenoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PEs can be synthesized via three different routes. In one route, the oxidized PE is synthetized de novo following the same mechanisms as for PEs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PE backbone, mainly through the action of LOX (PMID: 33329396).			CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[NH3+])OC(=O)CCC/C=C\C/C=C\C/C=C\C=C\C(O)CCCCC	C43H78NO9P	InChI=1S/C43H78NO9P/c1-3-5-7-8-9-10-11-12-13-14-17-20-23-26-30-34-42(46)50-38-41(39-52-54(48,49)51-37-36-44)53-43(47)35-31-27-24-21-18-15-16-19-22-25-29-33-40(45)32-28-6-4-2/h15-16,21-22,24-25,29,33,40-41,45H,3-14,17-20,23,26-28,30-32,34-39,44H2,1-2H3,(H,48,49)/b16-15-,24-21-,25-22-,33-29+/t40-,41+/m0/s1	ICSHQSNRXGUFHT-AQLFUWFLSA-N	783.5414201	CHEBI:146277	HMDB0261106	
BASm0010810	1-octadecanoyl-2-(15-hydroperoxy-5Z,8Z,11Z,13E-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine				CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[NH3+])OC(=O)CCC/C=C\C/C=C\C/C=C\C=C\C(CCCCC)OO		InChI=1S/C43H78NO10P/c1-3-5-7-8-9-10-11-12-13-14-17-20-23-26-30-34-42(45)50-38-41(39-52-55(48,49)51-37-36-44)53-43(46)35-31-27-24-21-18-15-16-19-22-25-29-33-40(54-47)32-28-6-4-2/h15-16,21-22,24-25,29,33,40-41,47H,3-14,17-20,23,26-28,30-32,34-39,44H2,1-2H3,(H,48,49)/b16-15-,24-21-,25-22-,33-29+/t40?,41-/m1/s1	ILISYDMFRZNALR-LWZJHDPASA-N		CHEBI:146282		
BASm0010811	1-octadecanoyl-2-(15-hydroperoxy-5Z,8Z,11Z,13E-eicosatetraenoyl)-sn-glycero-3-phosphocholine				CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCC/C=C\C/C=C\C/C=C\C=C\C(CCCCC)OO		InChI=1S/C46H84NO10P/c1-6-8-10-11-12-13-14-15-16-17-20-23-26-29-33-37-45(48)53-41-44(42-55-58(51,52)54-40-39-47(3,4)5)56-46(49)38-34-30-27-24-21-18-19-22-25-28-32-36-43(57-50)35-31-9-7-2/h18-19,24-25,27-28,32,36,43-44H,6-17,20-23,26,29-31,33-35,37-42H2,1-5H3,(H-,50,51,52)/b19-18-,27-24-,28-25-,36-32+/t43?,44-/m1/s1	VZVJELKWXFHACO-XVQSNERZSA-N		CHEBI:146283		
BASm0010812	1-octadecanoyl-2-(15-hydroperoxy-5Z,8Z,11Z,13E-eicosatetraenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)				CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O)OC(=O)CCC/C=C\C/C=C\C/C=C\C=C\C(CCCCC)OO		InChI=1S/C47H83O15P/c1-3-5-7-8-9-10-11-12-13-14-17-20-23-26-30-34-40(48)58-36-39(37-59-63(56,57)62-47-45(53)43(51)42(50)44(52)46(47)54)60-41(49)35-31-27-24-21-18-15-16-19-22-25-29-33-38(61-55)32-28-6-4-2/h15-16,21-22,24-25,29,33,38-39,42-47,50-55H,3-14,17-20,23,26-28,30-32,34-37H2,1-2H3,(H,56,57)/p-1/b16-15-,24-21-,25-22-,33-29+/t38?,39-,42-,43-,44+,45-,46-,47-/m1/s1	GQSFRVKLQCAIJY-QVTLSPDWSA-M		CHEBI:146284		
BASm0010816	8-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoate			Expected Solid		C20H31O4		QQUFCXFFOZDXLA-HEJOTXCHNA-M	335.2227831	CHEBI:146288		MMDBc0049828
BASm0010817	9-hydroperoxy-(5Z,7E,11Z,14Z)-eicosatetraenoate			Expected Solid		C20H31O4		LIYCOTUUWOESJK-OIZRIKEUNA-M	335.2227831	CHEBI:146289		MMDBc0049827
BASm0010818	11-hydroperoxy-(5Z,8Z,12E,14Z)-eicosatetraenoate			Expected Solid		C20H31O4		PCGWZQXAGFGRTQ-RLZWZWKONA-M	335.2227831	CHEBI:146291		MMDBc0049826
BASm0010819	15-hydroperoxy-(8Z,11Z,13E)-eicosatrienoate			Expected Solid	CCCCCC(/C=C/C=C\C/C=C\CCCCCCC(=O)[O-])OO	C20H33O4	InChI=1S/C20H34O4/c1-2-3-13-16-19(24-23)17-14-11-9-7-5-4-6-8-10-12-15-18-20(21)22/h4-5,9,11,14,17,19,23H,2-3,6-8,10,12-13,15-16,18H2,1H3,(H,21,22)/p-1/b5-4-,11-9-,17-14+/t19-/m0/s1	IUXBNSNRPLXHER-OAHXIXLCSA-M	337.2384331	CHEBI:146292		MMDBc0054763
BASm0010820	9-hydroperoxy-(10E,12Z)-octadecadienoate	9(S)-HPODE is an intermediate in Linoleic acid metabolism(KEGG ID ⇥↵C14827). It is  the second to last step in the synthesis of 9-oxoODE, and is converted from linoleate via the enzyme arachidonate 5-lipoxygenase [EC:1.13.11.34]. It is then converted to 9(S)-HODE. [HMDB]		Solid	CCCCC/C=C\C=C\C(CCCCCCCC(=O)[O-])OO	C18H32O4	InChI=1S/C18H32O4/c1-2-3-4-5-6-8-11-14-17(22-21)15-12-9-7-10-13-16-18(19)20/h6,8,11,14,17,21H,2-5,7,9-10,12-13,15-16H2,1H3,(H,19,20)/b8-6?,14-11+	JGUNZIWGNMQSBM-KPWHUNMNSA-N	312.2300595	CHEBI:146293	HMDB06940	
BASm0010821	3-methylorsellinate			Expected Solid	Cc1cc(O)c(C)c(O)c1C(=O)[O-]	C9H9O4	InChI=1S/C9H10O4/c1-4-3-6(10)5(2)8(11)7(4)9(12)13/h3,10-11H,1-2H3,(H,12,13)/p-1	VHNLJRRECIZZPX-UHFFFAOYSA-M	181.0506324	CHEBI:146372		MMDBc0055396
BASm0010822	D-xylofuranose				OC[C@H]1OC(O)[C@H](O)[C@H]1O	C5H10O5	InChI=1S/C5H10O5/c6-1-2-3(7)4(8)5(9)10-2/h2-9H,1H2/t2-,3+,4-,5?/m1/s1	HMFHBZSHGGEWLO-IOVATXLUSA-N	150.0528234	CHEBI:146758		MMDBc0057103
BASm0010823	3-methyl-3-sulfanylhexan-1-ol				CCCC(C)(S)CCO	C7H16OS	InChI=1S/C7H16OS/c1-3-4-7(2,9)5-6-8/h8-9H,3-6H2,1-2H3	PSALIMFZUGITJC-UHFFFAOYSA-N	148.0921863	CHEBI:146780		MMDBc0055394
BASm0010824	alpha-L-Fuc-(1->2)-beta-D-Gal-(1->4)-D-Glc	Present in the free state in human milk↵↵2-Fucosyllactose  (Fuc-a( 1->2)Galb(1->4)Glc) is an oligosaccharide first found in milk in the 1950s, and a well established isolation technique was found in 1972 (PMID: 5012321). It has been used as an acceptor substrate in assays of the blood group A and B gene specified glycosyltransferases since. (PMID 6894927)	41263-94-9	Solid	C[C@@H]1O[C@@H](O[C@H]2[C@H](O[C@H]3[C@H](O)[C@@H](O)C(O)O[C@@H]3CO)O[C@H](CO)[C@H](O)[C@@H]2O)[C@@H](O)[C@H](O)[C@@H]1O	C18H32O15	InChI=1S/C18H32O15/c1-4-7(21)9(23)13(27)17(29-4)33-15-10(24)8(22)5(2-19)31-18(15)32-14-6(3-20)30-16(28)12(26)11(14)25/h4-28H,2-3H2,1H3	SNFSYLYCDAVZGP-UHFFFAOYSA-N	488.1741204	CHEBI:147155	HMDB02098	
BASm0010825	N(2)-formyl-N(1)-(5-phospho-beta-D-ribosyl)glycinamide			Expected Solid	O=CNCC(=O)N[C@@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C8H13N2O9P	InChI=1S/C8H15N2O9P/c11-3-9-1-5(12)10-8-7(14)6(13)4(19-8)2-18-20(15,16)17/h3-4,6-8,13-14H,1-2H2,(H,9,11)(H,10,12)(H2,15,16,17)/p-2/t4-,6-,7-,8-/m1/s1	VDXLUNDMVKSKHO-XVFCMESISA-L	312.0369642	CHEBI:147286		MMDBc0056180
BASm0010826	2-formamido-N(1)-(5-O-phospho-beta-D-ribosyl)acetamidine			Expected Solid	[NH2+]=C(CNC=O)N[C@@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C8H15N3O8P	InChI=1S/C8H16N3O8P/c9-5(1-10-3-12)11-8-7(14)6(13)4(19-8)2-18-20(15,16)17/h3-4,6-8,13-14H,1-2H2,(H2,9,11)(H,10,12)(H2,15,16,17)/p-1/t4-,6-,7-,8-/m1/s1	PMCOGCVKOAOZQM-XVFCMESISA-M	312.060225	CHEBI:147287		MMDBc0055225
BASm0010828	Fe(II)-heme i				C=CC1=C(C)C2=Cc3c([C@@H](O)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)c(C)c4n3[Fe-2]35n6c(c(C)c(CCC(=O)[O-])c6=CC6=[N+]3C(=C4)C(CO)=C6CCC(=O)[O-])=CC1=[N+]25		InChI=1S/C49H60N4O6.Fe/c1-9-34-31(6)39-25-45-49(46(55)18-12-17-30(5)16-11-15-29(4)14-10-13-28(2)3)33(8)40(52-45)24-44-37(27-54)36(20-22-48(58)59)43(53-44)26-42-35(19-21-47(56)57)32(7)38(51-42)23-41(34)50-39;/h9,13,15,17,23-26,46,54-55H,1,10-12,14,16,18-22,27H2,2-8H3,(H4,50,51,52,53,56,57,58,59);/q;+2/p-4/b29-15+,30-17+,38-23-,39-25-,40-24-,41-23-,42-26-,43-26-,44-24-,45-25-;/t46-;/m0./s1	DUDFUCVGSNDDBK-YRJWGCQVSA-J		CHEBI:147291		
BASm0010829	Fe(II)-hydroxyheme i					C49H56FeN4O7		WLGRCQGURUMQMH-JEZRNDINSA-J	868.350933	CHEBI:147292		
BASm0010831	1-O-octadecyl-2-acetyl-sn-glycerol	2-Acetyl-1-octadecyl-sn-glycerol, or DG(O-18:0/2:0/0:0), is an intermediate in ether lipid metabolism. 2-Acetyl-1-octadecyl-sn-glycerol is converted from 1-octadecyl-glycerone-3-phosphate. This is an ether lipid with a structure similar to platelet-activating factor which has an acetyl group instead of an acyl chain at the second position (SN-2). Ether lipids are lipids in which one or more of the carbon atoms on glycerol is bonded to an alkyl chain via an ether linkage, as opposed to the usual ester linkage.		Solid	[H][C@](CO)(COCCCCCCCCCCCCCCCCCC)OC(C)=O	C23H46O4	InChI=1S/C23H46O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-26-21-23(20-24)27-22(2)25/h23-24H,3-21H2,1-2H3/t23-/m0/s1	HUQABGDIJUXLRG-QHCPKHFHSA-N	386.33961	CHEBI:147296	HMDB0011147	
BASm0010832	2,6-dichlorobenzoquinone				ClC1=CC(=O)C=C(Cl)C1=O	C6H2Cl2O2	InChI=1S/C6H2Cl2O2/c7-4-1-3(9)2-5(8)6(4)10/h1-2H	JCARTGJGWCGSSU-UHFFFAOYSA-N	175.9431847	CHEBI:147298		
BASm0010833	2-chloro-6-hydroxy-1,4-benzoquinone	An organic anion that is the conjugate base of 2-chloro-6-hydroxy-1,4-benzoquinone, obtained from the deprotonation of the hydroxy group. Major microspecies at pH 7.3.				C6H2ClO3		IRXYWXQHJBMURT-UHFFFAOYSA-M	156.9697952	CHEBI:147300		
BASm0010834	3,6-dichloropyridine-2,5-diol	A organic anion that is the conjugate base of 3,6-dichloropyridine-2,5-diol, resulting from the deprotonation of the 5-hydroxy group.			[O-]c1cc(Cl)c(O)nc1Cl	C5H2Cl2NO2	InChI=1S/C5H3Cl2NO2/c6-2-1-3(9)4(7)8-5(2)10/h1,9H,(H,8,10)/p-1	NMDKZMIQHHSAFC-UHFFFAOYSA-M		CHEBI:147301		
BASm0010835	3-[(R)-glyceryl]-diphospho-5'-guanosine			Expected Solid	Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@@H](O)C(=O)[O-])[C@@H](O)[C@H]2O)c(=O)[nH]1	C13H16N5O14P2	InChI=1S/C13H19N5O14P2/c14-13-16-9-6(10(22)17-13)15-3-18(9)11-8(21)7(20)5(31-11)2-30-34(27,28)32-33(25,26)29-1-4(19)12(23)24/h3-5,7-8,11,19-21H,1-2H2,(H,23,24)(H,25,26)(H,27,28)(H3,14,16,17,22)/p-3/t4-,5-,7-,8-,11-/m1/s1	UBONPDGCIQEDRL-QWEIRQIHSA-K	528.018545	CHEBI:147306		MMDBc0055340
BASm0010836	CMP-(2-aminoethyl)phosphonate			Expected Solid	Nc1ccn([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])CC[NH3+])[C@@H](O)[C@H]2O)c(=O)n1	C11H19N4O10P2	InChI=1S/C11H20N4O10P2/c12-2-4-26(19,20)25-27(21,22)23-5-6-8(16)9(17)10(24-6)15-3-1-7(13)14-11(15)18/h1,3,6,8-10,16-17H,2,4-5,12H2,(H,19,20)(H,21,22)(H2,13,14,18)/p-1/t6-,8-,9-,10-/m1/s1	FBADRUOBFLBKJQ-PEBGCTIMSA-M	429.0581904	CHEBI:147307	HMDB0060067	MMDBc0048828
BASm0010837	1,2,3-tri-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerol	TG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)) is a triarachidonic acid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid tri-esters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of arachidonic acid at the C-1 position, one chain of arachidonic acid at the C-2 position and one chain of arachidonic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(COC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)OC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC	C63H98O6	InChI=1S/C63H98O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-52-55-61(64)67-58-60(69-63(66)57-54-51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)59-68-62(65)56-53-50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h16-21,25-30,34-39,43-48,60H,4-15,22-24,31-33,40-42,49-59H2,1-3H3/b19-16-,20-17-,21-18-,28-25-,29-26-,30-27-,37-34-,38-35-,39-36-,46-43-,47-44-,48-45-	HYVJNYYVNIYMDK-QSEXIABDSA-N	950.7363409	CHEBI:147308	HMDB0005478	
BASm0010838	1,2,3-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-glycerol	TG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a tridocosahexaenoic acid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid tri-esters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of docosahexaenoic acid at the C-1 position, one chain of docosahexaenoic acid at the C-2 position and one chain of docosahexaenoic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)OCC(COC(=O)CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)OC(=O)CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC	C69H98O6	InChI=1S/C69H98O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-52-55-58-61-67(70)73-64-66(75-69(72)63-60-57-54-51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)65-74-68(71)62-59-56-53-50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h7-12,16-21,25-30,34-39,43-48,52-57,66H,4-6,13-15,22-24,31-33,40-42,49-51,58-65H2,1-3H3/b10-7-,11-8-,12-9-,19-16-,20-17?,21-18-,28-25-,29-26-,30-27-,37-34-,38-35?,39-36-,46-43?,47-44-,48-45-,55-52-,56-53-,57-54-	SOFMPBOQLPVEQZ-IGLCCECBSA-N	1022.736341	CHEBI:147311	HMDB0010562	
BASm0010839	oxidized 3PG-factor420-0				O=C([O-])[C@H](O)COP(=O)([O-])OC[C@@H](O)[C@@H](O)[C@@H](O)Cn1c2nc(=O)[n-]c(=O)c-2cc2ccc(O)cc21		InChI=1S/C19H22N3O13P/c23-9-2-1-8-3-10-16(20-19(31)21-17(10)28)22(11(8)4-9)5-12(24)15(27)13(25)6-34-36(32,33)35-7-14(26)18(29)30/h1-4,12-15,24-27H,5-7H2,(H4,20,21,23,28,29,30,31,32,33)/p-3/t12-,13+,14+,15-/m0/s1	OVWKDMZZLOUNGB-YJNKXOJESA-K		CHEBI:147312		
BASm0010840	all-trans-octaprenol				CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CO	C40H66O	InChI=1S/C40H66O/c1-33(2)17-10-18-34(3)19-11-20-35(4)21-12-22-36(5)23-13-24-37(6)25-14-26-38(7)27-15-28-39(8)29-16-30-40(9)31-32-41/h17,19,21,23,25,27,29,31,41H,10-16,18,20,22,24,26,28,30,32H2,1-9H3	BZORESSIXXHLNB-UHFFFAOYSA-N	562.5113667	CHEBI:147320		
BASm0010841	all-trans-hexaprenol				CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CO	C30H50O	InChI=1S/C30H50O/c1-25(2)13-8-14-26(3)15-9-16-27(4)17-10-18-28(5)19-11-20-29(6)21-12-22-30(7)23-24-31/h13,15,17,19,21,23,31H,8-12,14,16,18,20,22,24H2,1-7H3	RXILURRBPAWICG-UHFFFAOYSA-N	426.3861662	CHEBI:147321		
BASm0010842	all-trans-octaprenyl phosphate				CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)([O-])[O-]		InChI=1S/C40H67O4P/c1-33(2)17-10-18-34(3)19-11-20-35(4)21-12-22-36(5)23-13-24-37(6)25-14-26-38(7)27-15-28-39(8)29-16-30-40(9)31-32-44-45(41,42)43/h17,19,21,23,25,27,29,31H,10-16,18,20,22,24,26,28,30,32H2,1-9H3,(H2,41,42,43)/p-2/b34-19+,35-21+,36-23+,37-25+,38-27+,39-29+,40-31+	KVTNIWHEHVWGJC-DJMILUHSSA-L		CHEBI:147322		
BASm0010843	all-trans-hexaprenyl phosphate				CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)([O-])[O-]		InChI=1S/C30H51O4P/c1-25(2)13-8-14-26(3)15-9-16-27(4)17-10-18-28(5)19-11-20-29(6)21-12-22-30(7)23-24-34-35(31,32)33/h13,15,17,19,21,23H,8-12,14,16,18,20,22,24H2,1-7H3,(H2,31,32,33)/p-2/b26-15+,27-17+,28-19+,29-21+,30-23+	YTOYOTOIGWLULD-MMSZMYIBSA-L		CHEBI:147323		
BASm0010844	biphenyl-2,2',3,3'-tetraol				Oc1cccc(-c2cccc(O)c2O)c1O		InChI=1S/C12H10O4/c13-9-5-1-3-7(11(9)15)8-4-2-6-10(14)12(8)16/h1-6,13-16H	AIEZFWSIZQLXEG-UHFFFAOYSA-N		CHEBI:147330		
BASm0010845	2-propylphenol	2-Propylphenol is a flavouring ingredien	644-35-9		CCCc1ccccc1O	C9H12O	InChI=1S/C9H12O/c1-2-5-8-6-3-4-7-9(8)10/h3-4,6-7,10H,2,5H2,1H3	LCHYEKKJCUJAKN-UHFFFAOYSA-N	136.088815	CHEBI:147331	HMDB0032624	
BASm0010846	3-propylcatechol	A member of the class of catechols that is catechol which is substituted by a propyl group at position 3. It is a chemical component in tobacco.			CCCc1cccc(O)c1O	C9H12O2	InChI=1S/C9H12O2/c1-2-4-7-5-3-6-8(10)9(7)11/h3,5-6,10-11H,2,4H2,1H3	GOZVFLWHGAXTPA-UHFFFAOYSA-N		CHEBI:147332		
BASm0010848	fumigermin			Expected Solid	C/C=C(\C)c1oc(=O)c(C)c(O)c1C	C11H14O3	InChI=1S/C11H14O3/c1-5-6(2)10-7(3)9(12)8(4)11(13)14-10/h5,12H,1-4H3/b6-5+	FBHONFXHWOMMPP-AATRIKPKSA-N	194.0942943	CHEBI:147341		MMDBc0055995
BASm0010849	angiotensin I	Angiotensin I appears to have no biological activity and exists solely as a precursor to angiotensin 2. Angiotensin I is formed by the action of renin on angiotensinogen. Renin cleaves the peptide bond between the leucine (Leu) and valine (Val) residues on angiotensinogen, creating the ten-amino acid peptide (des-Asp) angiotensin I. Renin is produced in the kidneys in response to renal sympathetic activity, decreased intrarenal blood pressure at the juxtaglomerular cells, or decreased delivery of Na+ and Cl- to the macula densa.[3] If less Na+ is sensed by the macula densa, renin release by juxtaglomerular cells is increased. (Wikipedia)			CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](NC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@@H]([NH3+])CC(=O)[O-])C(C)C)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@@H](CC(C)C)C(=O)[O-]	C62H89N17O14	InChI=1S/C62H89N17O14/c1-7-35(6)51(78-56(87)44(25-37-17-19-40(80)20-18-37)74-58(89)50(34(4)5)77-53(84)42(15-11-21-68-62(64)65)71-52(83)41(63)28-49(81)82)59(90)75-46(27-39-30-67-32-70-39)60(91)79-22-12-16-48(79)57(88)73-43(24-36-13-9-8-10-14-36)54(85)72-45(26-38-29-66-31-69-38)55(86)76-47(61(92)93)23-33(2)3/h8-10,13-14,17-20,29-35,41-48,50-51,80H,7,11-12,15-16,21-28,63H2,1-6H3,(H,66,69)(H,67,70)(H,71,83)(H,72,85)(H,73,88)(H,74,89)(H,75,90)(H,76,86)(H,77,84)(H,78,87)(H,81,82)(H,92,93)(H4,64,65,68)/t35-,41-,42-,43-,44-,45-,46-,47-,48-,50-,51-/m0/s1	ORWYRWWVDCYOMK-HBZPZAIKSA-N	1295.677491	CHEBI:147350	HMDB0061196	
BASm0010850	angiotensin-(1-9)				CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](NC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@@H]([NH3+])CC(=O)[O-])C(C)C)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)[O-]	C56H78N16O13	InChI=1S/C56H78N16O13/c1-5-31(4)46(71-50(79)40(22-33-15-17-36(73)18-16-33)67-52(81)45(30(2)3)70-48(77)38(13-9-19-62-56(58)59)65-47(76)37(57)25-44(74)75)53(82)68-41(23-34-26-60-28-63-34)54(83)72-20-10-14-43(72)51(80)66-39(21-32-11-7-6-8-12-32)49(78)69-42(55(84)85)24-35-27-61-29-64-35/h6-8,11-12,15-18,26-31,37-43,45-46,73H,5,9-10,13-14,19-25,57H2,1-4H3,(H,60,63)(H,61,64)(H,65,76)(H,66,80)(H,67,81)(H,68,82)(H,69,78)(H,70,77)(H,71,79)(H,74,75)(H,84,85)(H4,58,59,62)/t31-,37-,38-,39-,40-,41-,42-,43-,45-,46-/m0/s1	LJXGOQOPNPFXFT-JWRYNVNRSA-N	1182.593427	CHEBI:147351		
BASm0010851	bradykinin(1-7)				NC(=[NH2+])NCCC[C@H]([NH3+])C(=O)N1CCC[C@H]1C(=O)N1CCC[C@H]1C(=O)NCC(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CO)C(=O)N1CCC[C@H]1C(=O)[O-]	C35H52N10O9	InChI=1S/C35H52N10O9/c36-22(10-4-14-39-35(37)38)31(50)44-16-6-12-26(44)33(52)43-15-5-11-25(43)30(49)40-19-28(47)41-23(18-21-8-2-1-3-9-21)29(48)42-24(20-46)32(51)45-17-7-13-27(45)34(53)54/h1-3,8-9,22-27,46H,4-7,10-20,36H2,(H,40,49)(H,41,47)(H,42,48)(H,53,54)(H4,37,38,39)	CRROPKNGCGVIOG-UHFFFAOYSA-N	756.3918733	CHEBI:147352	HMDB0248578	
BASm0010852	neurotensin				CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCC[NH3+])NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(=O)[O-])NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H]1CCC(=O)N1)C(=O)N[C@@H](CC(C)C)C(=O)[O-]	C78H121N21O20	InChI=1S/C78H121N21O20/c1-7-43(6)63(73(115)96-57(76(118)119)37-42(4)5)97-70(112)55(39-45-21-25-47(101)26-22-45)95-72(114)59-18-13-35-99(59)75(117)52(16-11-33-86-78(83)84)90-64(106)48(15-10-32-85-77(81)82)89-71(113)58-17-12-34-98(58)74(116)51(14-8-9-31-79)91-69(111)56(40-60(80)102)94-66(108)50(28-30-62(104)105)88-68(110)54(38-44-19-23-46(100)24-20-44)93-67(109)53(36-41(2)3)92-65(107)49-27-29-61(103)87-49/h19-26,41-43,48-59,63,100-101H,7-18,27-40,79H2,1-6H3,(H2,80,102)(H,87,103)(H,88,110)(H,89,113)(H,90,106)(H,91,111)(H,92,107)(H,93,109)(H,94,108)(H,95,114)(H,96,115)(H,97,112)(H,104,105)(H,118,119)(H4,81,82,85)(H4,83,84,86)	PCJGZPGTCUMMOT-UHFFFAOYSA-N	1671.909675	CHEBI:147362	HMDB0255566	
BASm0010853	neurotensin-(1-12)	A peptide cation obtained from the deprotonation of the carboxy groups of L-alpha-glutamyl and L-isoleucine residues, and protonation of the side chains of L-lysyl and L-arginyl residues of neurotensin (1-12). It is the major species at pH 7.3.			CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCC[NH3+])NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(=O)[O-])NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H]1CCC(=O)N1)C(=O)[O-]	C72H111N20O19	InChI=1S/C72H110N20O19/c1-5-39(4)58(70(110)111)90-65(105)51(36-41-19-23-43(94)24-20-41)89-67(107)54-16-11-33-92(54)69(109)48(14-9-31-80-72(77)78)84-59(99)44(13-8-30-79-71(75)76)83-66(106)53-15-10-32-91(53)68(108)47(12-6-7-29-73)85-64(104)52(37-55(74)95)88-61(101)46(26-28-57(97)98)82-63(103)50(35-40-17-21-42(93)22-18-40)87-62(102)49(34-38(2)3)86-60(100)45-25-27-56(96)81-45/h17-24,38-39,44-54,58,93-94H,5-16,25-37,73H2,1-4H3,(H2,74,95)(H,81,96)(H,82,103)(H,83,106)(H,84,99)(H,85,104)(H,86,100)(H,87,102)(H,88,101)(H,89,107)(H,90,105)(H,97,98)(H,110,111)(H4,75,76,79)(H4,77,78,80)/p+1/t39-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-,54-,58-/m0/s1	DJENXOAWLQVFNU-IWCUNIDFSA-O		CHEBI:147363		
BASm0010854	kinetensin	Kinetensin is a nonapeptide, originally isolated from pepsin-treated plasma that shares some sequence homology with the C-terminal end of neurotensin, serum albumin and angiotensin. It is a potent histamine releaser in rodents and may serve as an inflammatory mediator [HMDB]	103131-69-7	Solid	CC[C@H](C)[C@H]([NH3+])C(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(N)=[NH2+])C(=O)N[C@@H](CCCNC(N)=[NH2+])C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CC(C)C)C(=O)[O-]	C56H85N17O11	InChI=1S/C56H85N17O11/c1-6-32(4)45(57)52(81)66-33(5)46(75)67-38(15-10-22-63-55(58)59)47(76)68-39(16-11-23-64-56(60)61)48(77)71-42(28-36-29-62-30-65-36)53(82)73-24-12-17-44(73)51(80)70-41(27-35-18-20-37(74)21-19-35)49(78)69-40(26-34-13-8-7-9-14-34)50(79)72-43(54(83)84)25-31(2)3/h7-9,13-14,18-21,29-33,38-45,74H,6,10-12,15-17,22-28,57H2,1-5H3,(H,62,65)(H,66,81)(H,67,75)(H,68,76)(H,69,78)(H,70,80)(H,71,77)(H,72,79)(H,83,84)(H4,58,59,63)(H4,60,61,64)/t32-,33+,38-,39+,40+,41-,42-,43+,44-,45-/m0/s1	PANUJGMSOSQAAY-HAGIGRARSA-N	1171.661447	CHEBI:147364	HMDB12988	
BASm0010855	kinetensin-(1-8)	Kinetensin 1-8 is a fraction of Kinetensin with only Ile-Ala-Arg-Arg-His-Pro-Tyr-Phe peptide chain.↵↵Kinetensin is a nonapeptide, originally isolated from pepsin-treated plasma that shares some sequence homology with the C-terminal end of neurotensin, serum albumin and angiotensin. It is a potent histamine releaser in rodents and may serve as an inflammatory mediator [HMDB]	123496-28-6	Solid	CC[C@H](C)[C@H]([NH3+])C(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(N)=[NH2+])C(=O)N[C@@H](CCCNC(N)=[NH2+])C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@@H](Cc1ccccc1)C(=O)[O-]	C50H74N16O10	InChI=1S/C50H74N16O10/c1-4-28(2)40(51)46(73)60-29(3)41(68)61-34(13-8-20-57-49(52)53)42(69)62-35(14-9-21-58-50(54)55)43(70)64-37(25-32-26-56-27-59-32)47(74)66-22-10-15-39(66)45(72)63-36(23-31-16-18-33(67)19-17-31)44(71)65-38(48(75)76)24-30-11-6-5-7-12-30/h5-7,11-12,16-19,26-29,34-40,67H,4,8-10,13-15,20-25,51H2,1-3H3,(H,56,59)(H,60,73)(H,61,68)(H,62,69)(H,63,72)(H,64,70)(H,65,71)(H,75,76)(H4,52,53,57)(H4,54,55,58)/t28-,29+,34-,35+,36+,37-,38-,39+,40-/m1/s1	KLNGALQMFAURPH-DCLZXSHISA-N	1058.577383	CHEBI:147365	HMDB12985	
BASm0010856	angiotensin-(1-5)				CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](NC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@@H]([NH3+])CC(=O)[O-])C(C)C)C(=O)[O-]	C30H48N8O9	InChI=1S/C30H48N8O9/c1-5-16(4)24(29(46)47)38-27(44)21(13-17-8-10-18(39)11-9-17)36-28(45)23(15(2)3)37-26(43)20(7-6-12-34-30(32)33)35-25(42)19(31)14-22(40)41/h8-11,15-16,19-21,23-24,39H,5-7,12-14,31H2,1-4H3,(H,35,42)(H,36,45)(H,37,43)(H,38,44)(H,40,41)(H,46,47)(H4,32,33,34)/t16-,19-,20-,21-,23-,24-/m0/s1	UVPBVMCAVNABKX-GXYVSGTKSA-N	664.3544252	CHEBI:147375		
BASm0010857	L-phenylalanyl-L-histidine	Phenylalanylhistidine is a dipeptide composed of phenylalanine and histidine. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.	33367-37-2	Solid	[NH3+][C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)[O-]	C15H18N4O3	InChI=1S/C15H18N4O3/c16-12(6-10-4-2-1-3-5-10)14(20)19-13(15(21)22)7-11-8-17-9-18-11/h1-5,8-9,12-13H,6-7,16H2,(H,17,18)(H,19,20)(H,21,22)/t12-,13-/m0/s1	OHUXOEXBXPZKPT-STQMWFEESA-N	302.1378905	CHEBI:147377	HMDB0028997	
BASm0010858	L-histidyl-L-proline	Histidylproline is a dipeptide composed of histidine and proline. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.	20930-58-9	Solid	[NH3+][C@@H](Cc1c[nH]cn1)C(=O)N1CCC[C@H]1C(=O)[O-]	C11H16N4O3	InChI=1S/C11H16N4O3/c12-8(4-7-5-13-6-14-7)10(16)15-3-1-2-9(15)11(17)18/h5-6,8-9H,1-4,12H2,(H,13,14)(H,17,18)/t8-,9-/m0/s1	LNCFUHAPNTYMJB-IUCAKERBSA-N	252.1222404	CHEBI:147379	HMDB0028893	
BASm0010859	ecdysone 22-phosphate				C[C@@H]([C@H]1CC[C@@]2(O)C3=CC(=O)[C@@H]4C[C@@H](O)[C@@H](O)C[C@]4(C)[C@H]3CC[C@]12C)[C@@H](CCC(C)(C)O)OP(=O)([O-])[O-]	C27H45O9P	InChI=1S/C27H45O9P/c1-15(23(36-37(33,34)35)8-9-24(2,3)31)16-7-11-27(32)18-12-20(28)19-13-21(29)22(30)14-25(19,4)17(18)6-10-26(16,27)5/h12,15-17,19,21-23,29-32H,6-11,13-14H2,1-5H3,(H2,33,34,35)	FUMILPJJVXGPIT-UHFFFAOYSA-N	544.28012	CHEBI:147380		
BASm0010860	dynorphin A-(1-13)				CC[C@H](C)[C@H](NC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)[C@@H]([NH3+])Cc1ccc(O)cc1)C(=O)N[C@@H](CCCNC(N)=[NH2+])C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCC[NH3+])C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCC[NH3+])C(=O)[O-]	C75H126N24O15	InChI=1S/C75H126N24O15/c1-7-45(6)61(70(111)94-53(25-17-35-87-75(83)84)71(112)99-36-18-26-58(99)69(110)93-50(21-11-13-31-76)64(105)96-56(38-44(4)5)67(108)95-54(72(113)114)22-12-14-32-77)98-65(106)52(24-16-34-86-74(81)82)91-63(104)51(23-15-33-85-73(79)80)92-66(107)55(37-43(2)3)97-68(109)57(40-46-19-9-8-10-20-46)90-60(102)42-88-59(101)41-89-62(103)49(78)39-47-27-29-48(100)30-28-47/h8-10,19-20,27-30,43-45,49-58,61,100H,7,11-18,21-26,31-42,76-78H2,1-6H3,(H,88,101)(H,89,103)(H,90,102)(H,91,104)(H,92,107)(H,93,110)(H,94,111)(H,95,108)(H,96,105)(H,97,109)(H,98,106)(H,113,114)(H4,79,80,85)(H4,81,82,86)(H4,83,84,87)	OVVIBUHLQIYUEU-UHFFFAOYSA-N	1602.983449	CHEBI:147381	HMDB0251653	
BASm0010861	20-hydroxyecdysone 22-phosphate				CC(C)(O)CC[C@@H](OP(=O)([O-])[O-])[C@](C)(O)[C@H]1CC[C@@]2(O)C3=CC(=O)[C@@H]4C[C@@H](O)[C@@H](O)C[C@]4(C)[C@H]3CC[C@]12C	C27H45O10P	InChI=1S/C27H45O10P/c1-23(2,31)9-8-22(37-38(34,35)36)26(5,32)21-7-11-27(33)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-22,29-33H,6-11,13-14H2,1-5H3,(H2,34,35,36)	VQMWDPXOYFYYKP-UHFFFAOYSA-N	560.2750346	CHEBI:147382		
BASm0010862	dynorphin A-(1-12)				CC[C@H](C)[C@H](NC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)[C@@H]([NH3+])Cc1ccc(O)cc1)C(=O)N[C@@H](CCCNC(N)=[NH2+])C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCC[NH3+])C(=O)N[C@@H](CC(C)C)C(=O)[O-]		InChI=1S/C69H114N22O14/c1-7-41(6)56(64(102)87-49(22-15-31-80-69(76)77)65(103)91-32-16-23-53(91)63(101)86-46(19-11-12-28-70)59(97)89-52(66(104)105)34-40(4)5)90-60(98)48(21-14-30-79-68(74)75)84-58(96)47(20-13-29-78-67(72)73)85-61(99)50(33-39(2)3)88-62(100)51(36-42-17-9-8-10-18-42)83-55(94)38-81-54(93)37-82-57(95)45(71)35-43-24-26-44(92)27-25-43/h8-10,17-18,24-27,39-41,45-53,56,92H,7,11-16,19-23,28-38,70-71H2,1-6H3,(H,81,93)(H,82,95)(H,83,94)(H,84,96)(H,85,99)(H,86,101)(H,87,102)(H,88,100)(H,89,97)(H,90,98)(H,104,105)(H4,72,73,78)(H4,74,75,79)(H4,76,77,80)/p+4/t41-,45-,46-,47-,48-,49-,50-,51-,52-,53-,56-/m0/s1	RPMUYLYFDVEEGF-XLWMICEOSA-R		CHEBI:147383		
BASm0010863	2-deoxyecdysone 22-phosphate				C[C@@H]([C@H]1CC[C@@]2(O)C3=CC(=O)[C@@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)[C@@H](CCC(C)(C)O)OP(=O)([O-])[O-]	C27H45O8P	InChI=1S/C27H45O8P/c1-16(23(35-36(32,33)34)9-10-24(2,3)30)18-8-13-27(31)20-15-22(29)21-14-17(28)6-11-25(21,4)19(20)7-12-26(18,27)5/h15-19,21,23,28,30-31H,6-14H2,1-5H3,(H2,32,33,34)	AOKIBCRWTSJHIE-UHFFFAOYSA-N	528.2852054	CHEBI:147386		
BASm0010864	beta-casomorphin-7			Expected Solid	CC[C@H](C)[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCC(=O)[O-])NC(=O)[C@@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H]1CCCN1C(=O)[C@@H]([NH3+])Cc1ccc(O)cc1)C(C)C)C(=O)[O-]	C44H60N7O11	InChI=1S/C44H61N7O11/c1-5-26(4)37(44(61)62)49-40(57)34-14-10-22-51(34)43(60)31(19-20-35(53)54)46-41(58)36(25(2)3)48-38(55)32(24-27-11-7-6-8-12-27)47-39(56)33-13-9-21-50(33)42(59)30(45)23-28-15-17-29(52)18-16-28/h6-8,11-12,15-18,25-26,30-34,36-37,52H,5,9-10,13-14,19-24,45H2,1-4H3,(H,46,58)(H,47,56)(H,48,55)(H,49,57)(H,53,54)(H,61,62)/p-1	ADBHAJDGVKLXHK-UHFFFAOYSA-M	862.4356294	CHEBI:147390		MMDBc0049678
BASm0010865	beta-casomorphin-6			Expected Solid	CC(C)[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H]1CCCN1C(=O)[C@@H]([NH3+])Cc1ccc(O)cc1)C(=O)N[C@@H](CCC(=O)[O-])C(=O)N1CCC[C@H]1C(=O)[O-]	C38H49N6O10	InChI=1S/C38H50N6O10/c1-22(2)32(35(50)40-27(16-17-31(46)47)37(52)44-19-7-11-30(44)38(53)54)42-33(48)28(21-23-8-4-3-5-9-23)41-34(49)29-10-6-18-43(29)36(51)26(39)20-24-12-14-25(45)15-13-24/h3-5,8-9,12-15,22,26-30,32,45H,6-7,10-11,16-21,39H2,1-2H3,(H,40,50)(H,41,49)(H,42,48)(H,46,47)(H,53,54)/p-1/t26-,27+,28+,29-,30+,32-/m1/s1	WUHXJZCLFYNVBB-QNLYJVETSA-M	749.3515654	CHEBI:147391		MMDBc0049665
BASm0010866	L-histidyl-L-leucine	Histidylleucine is a dipeptide composed of histidine and leucine. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.	7763-65-7	Solid	CC(C)C[C@H](NC(=O)[C@@H]([NH3+])Cc1c[nH]cn1)C(=O)[O-]	C12H20N4O3	InChI=1S/C12H20N4O3/c1-7(2)3-10(12(18)19)16-11(17)9(13)4-8-5-14-6-15-8/h5-7,9-10H,3-4,13H2,1-2H3,(H,14,15)(H,16,17)(H,18,19)/t9-,10-/m0/s1	MMFKFJORZBJVNF-UWVGGRQHSA-N	268.1535405	CHEBI:147392	HMDB0028889	
BASm0010867	neurotensin-(1-8)				CC(C)C[C@H](NC(=O)[C@@H]1CCC(=O)N1)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@@H](CCC(=O)[O-])C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CCCC[NH3+])C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(N)=[NH2+])C(=O)[O-]	C46H71N13O14	InChI=1S/C46H71N13O14/c1-24(2)21-31(56-38(65)27-14-16-36(62)52-27)40(67)57-32(22-25-10-12-26(60)13-11-25)41(68)53-28(15-17-37(63)64)39(66)58-33(23-35(48)61)42(69)54-29(7-3-4-18-47)44(71)59-20-6-9-34(59)43(70)55-30(45(72)73)8-5-19-51-46(49)50/h10-13,24,27-34,60H,3-9,14-23,47H2,1-2H3,(H2,48,61)(H,52,62)(H,53,68)(H,54,69)(H,55,70)(H,56,65)(H,57,67)(H,58,66)(H,63,64)(H,72,73)(H4,49,50,51)	ZJPYPJIAUOEHJV-UHFFFAOYSA-N	1029.524344	CHEBI:147393	HMDB0255569	
BASm0010868	neurotensin-(1-7)	A peptide anion of neurotensin (1-7) resulting from the deprotonation of the carboxy groups of L-alpha-glutamyl and L-proline residues, and protonation of the side chain of L-lysyl group. It is the major species at pH 7.3.			CC(C)C[C@H](NC(=O)[C@@H]1CCC(=O)N1)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@@H](CCC(=O)[O-])C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CCCC[NH3+])C(=O)N1CCC[C@H]1C(=O)[O-]	C40H58N9O13	InChI=1S/C40H59N9O13/c1-21(2)18-27(46-34(55)24-12-14-32(52)43-24)36(57)47-28(19-22-8-10-23(50)11-9-22)37(58)44-25(13-15-33(53)54)35(56)48-29(20-31(42)51)38(59)45-26(6-3-4-16-41)39(60)49-17-5-7-30(49)40(61)62/h8-11,21,24-30,50H,3-7,12-20,41H2,1-2H3,(H2,42,51)(H,43,52)(H,44,58)(H,45,59)(H,46,55)(H,47,57)(H,48,56)(H,53,54)(H,61,62)/p-1/t24-,25-,26-,27-,28-,29-,30-/m0/s1	BFBHOALZWJNUPJ-FLMSMKGQSA-M		CHEBI:147394		
BASm0010869	apelin-13				CSCC[C@H](NC(=O)[C@@H]1CCCN1C(=O)CNC(=O)[C@H](CCCC[NH3+])NC(=O)[C@H](Cc1cnc[nH]1)NC(=O)[C@H](CO)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@@H]([NH3+])CCC(N)=O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)[O-]	C69H111N23O16S	InChI=1S/C69H111N23O16S/c1-39(2)32-47(86-58(98)44(17-9-26-78-68(73)74)83-63(103)52-20-12-29-91(52)65(105)45(18-10-27-79-69(75)76)84-56(96)42(71)22-23-54(72)94)59(99)89-50(37-93)61(101)87-48(34-41-35-77-38-81-41)60(100)82-43(16-7-8-25-70)57(97)80-36-55(95)90-28-11-19-51(90)62(102)85-46(24-31-109-3)66(106)92-30-13-21-53(92)64(104)88-49(67(107)108)33-40-14-5-4-6-15-40/h4-6,14-15,35,38-39,42-53,93H,7-13,16-34,36-37,70-71H2,1-3H3,(H2,72,94)(H,77,81)(H,80,97)(H,82,100)(H,83,103)(H,84,96)(H,85,102)(H,86,98)(H,87,101)(H,88,104)(H,89,99)(H,107,108)(H4,73,74,78)(H4,75,76,79)/t42-,43+,44-,45-,46+,47-,48-,49+,50-,51+,52+,53-/m0/s1	XXCCRHIAIBQDPX-YHQCEEEXSA-N		CHEBI:147395		
BASm0010870	apelin-12	This compound belongs to the family of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.				C60H105N22O15S		QZNKGTRFBWGADN-SLUWFFAESA-Q	1405.783401	CHEBI:147396	HMDB0060264	
BASm0010871	6-azauridine 5'-phosphate	An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of 6-azauridine 5'-monophosphate. Major species at pH 7.3.				C8H10N3O9P		LRVZOSYMNMNQFR-SHUUEZRQSA-L	323.0165631	CHEBI:147401		
BASm0010872	prunetin	Prunetin is found in herbs and spices. Prunetin occurs in several Prunus species and Glycyrrhiza glabra (licorice).	552-59-0	Solid		C16H11O5		KQMVAGISDHMXJJ-UHFFFAOYSA-M	283.061197	CHEBI:147403	HMDB0034127	
BASm0010873	prunetin-4'-O-beta-D-glucuronide					C22H19O11		HCIOHNLNMCOETA-SXFAUFNYSA-M	459.093285	CHEBI:147404	HMDB0147611	
BASm0010874	prunetin-5-O-beta-D-glucuronide					C22H19O11		CATNYWBROAUMSP-SXFAUFNYSA-M	459.093285	CHEBI:147405		
BASm0010875	prunetin-C(8)-beta-D-glucuronide					C22H18O11		RNCFSMSRDUFVRA-SACAXFFCSA-L	458.0860086	CHEBI:147407		
BASm0010876	5-fluorouridine 5'-phosphate	5-Fluorouridine monophosphate is a metabolite of fluorouracil. Fluorouracil (5-FU or f5U) (sold under the brand names Adrucil, Carac, Efudix, Efudex and Fluoroplex) is a drug that is a pyrimidine analog which is used in the treatment of cancer. It is a suicide inhibitor and works through irreversible inhibition of thymidylate synthase. It belongs to the family of drugs called antimetabolites. It is typically administered with leucovorin. (Wikipedia)				C9H10FN2O9P		RNBMPPYRHNWTMA-UAKXSSHOSA-L	340.0118922	CHEBI:147410	HMDB0060397	
BASm0010877	[Pyr1]apelin-13					C69H110N22O16S		GGMAXEWLXWJGSF-PEWBXTNBSA-P	1534.81799	CHEBI:147415	HMDB0243766	
BASm0010878	[Pyr1]apelin-12					C60H101N21O15S		RDEHKCXWTDAMPV-SLUWFFAESA-P	1387.749576	CHEBI:147416		
BASm0010879	neocasomorphin			Expected Solid	CC[C@H](C)[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCC(=O)[O-])NC(=O)[C@@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H]([NH3+])Cc1ccc(O)cc1)C(C)C)C(=O)[O-]	C35H51N6O10	InChI=1S/C35H52N6O10/c1-5-20(4)29(35(50)51)39-31(46)26-9-7-17-41(26)34(49)24(14-15-27(43)44)37-32(47)28(19(2)3)38-30(45)25-8-6-16-40(25)33(48)23(36)18-21-10-12-22(42)13-11-21/h10-13,19-20,23-26,28-29,42H,5-9,14-18,36H2,1-4H3,(H,37,47)(H,38,45)(H,39,46)(H,43,44)(H,50,51)/p-1/t20-,23+,24+,25+,26+,28-,29-/m0/s1	OFSHRWCWYJBWJP-CMAHKSKVSA-M	715.3672154	CHEBI:147417		MMDBc0049666
BASm0010880	neocasomorphin-(1-5)			Expected Solid	CC(C)[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H]([NH3+])Cc1ccc(O)cc1)C(=O)N[C@@H](CCC(=O)[O-])C(=O)N1CCC[C@H]1C(=O)[O-]	C29H40N5O9	InChI=1S/C29H41N5O9/c1-16(2)24(26(39)31-20(11-12-23(36)37)28(41)34-14-4-6-22(34)29(42)43)32-25(38)21-5-3-13-33(21)27(40)19(30)15-17-7-9-18(35)10-8-17/h7-10,16,19-22,24,35H,3-6,11-15,30H2,1-2H3,(H,31,39)(H,32,38)(H,36,37)(H,42,43)/p-1/t19-,20-,21-,22-,24+/m1/s1	WRNQQFNBEUKAAX-MOGNJTFLSA-M	602.2831515	CHEBI:147418		MMDBc0049667
BASm0010881	apelin-17				CSCC[C@H](NC(=O)[C@@H]1CCCN1C(=O)CNC(=O)[C@H](CCCC[NH3+])NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](CO)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H]([NH3+])CCCC[NH3+])C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)[O-]	C96H156N34O20S	InChI=1S/C96H156N34O20S/c1-55(2)47-67(83(140)127-71(53-131)86(143)125-69(50-58-51-109-54-115-58)85(142)116-60(26-11-13-38-98)78(135)114-52-76(133)128-43-18-31-72(128)87(144)122-66(36-46-151-3)91(148)130-45-20-33-74(130)89(146)126-70(92(149)150)49-57-23-8-5-9-24-57)124-81(138)63(29-16-41-112-95(105)106)120-88(145)73-32-19-44-129(73)90(147)65(30-17-42-113-96(107)108)121-82(139)64(34-35-75(100)132)119-80(137)61(27-14-39-110-93(101)102)117-79(136)62(28-15-40-111-94(103)104)118-84(141)68(48-56-21-6-4-7-22-56)123-77(134)59(99)25-10-12-37-97/h4-9,21-24,51,54-55,59-74,131H,10-20,25-50,52-53,97-99H2,1-3H3,(H2,100,132)(H,109,115)(H,114,135)(H,116,142)(H,117,136)(H,118,141)(H,119,137)(H,120,145)(H,121,139)(H,122,144)(H,123,134)(H,124,138)(H,125,143)(H,126,146)(H,127,140)(H,149,150)(H4,101,102,110)(H4,103,104,111)(H4,105,106,112)(H4,107,108,113)	SVWSKJCJNAIKNH-UHFFFAOYSA-N	2137.195585	CHEBI:147421	HMDB0248510	
BASm0010882	apelin-16				CSCC[C@H](NC(=O)[C@@H]1CCCN1C(=O)CNC(=O)[C@H](CCCC[NH3+])NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](CO)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H]([NH3+])CCCC[NH3+])C(=O)N1CCC[C@H]1C(=O)[O-]		InChI=1S/C87H147N33O19S/c1-49(2)42-60(75(130)117-63(47-121)78(133)116-62(44-51-45-100-48-106-51)77(132)107-53(21-8-10-33-89)70(125)105-46-68(123)118-38-15-26-64(118)79(134)113-59(31-41-140-3)82(137)120-40-17-28-66(120)83(138)139)115-73(128)56(24-13-36-103-86(96)97)111-80(135)65-27-16-39-119(65)81(136)58(25-14-37-104-87(98)99)112-74(129)57(29-30-67(91)122)110-72(127)54(22-11-34-101-84(92)93)108-71(126)55(23-12-35-102-85(94)95)109-76(131)61(43-50-18-5-4-6-19-50)114-69(124)52(90)20-7-9-32-88/h4-6,18-19,45,48-49,52-66,121H,7-17,20-44,46-47,88-90H2,1-3H3,(H2,91,122)(H,100,106)(H,105,125)(H,107,132)(H,108,126)(H,109,131)(H,110,127)(H,111,135)(H,112,129)(H,113,134)(H,114,124)(H,115,128)(H,116,133)(H,117,130)(H,138,139)(H4,92,93,101)(H4,94,95,102)(H4,96,97,103)(H4,98,99,104)/p+6/t52-,53-,54-,55-,56-,57-,58-,59-,60-,61-,62-,63-,64-,65-,66-/m0/s1	ZGFPLFJKWXQONA-ORCNDFFUSA-T		CHEBI:147422		
BASm0010883	(8S)-8-amino-7-oxononanoate	8-Amino-7-oxononanoic acid, also known as 7-keto-8-aminopelargonic acid (7-KAP) or KAPA, belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. 8-Amino-7-oxononanoic acid has been identified in urine (PMID: 22409530).	682799-71-9		C[C@H]([NH3+])C(=O)CCCCCC(=O)[O-]	C9H17NO3	InChI=1S/C9H17NO3/c1-7(10)8(11)5-3-2-4-6-9(12)13/h7H,2-6,10H2,1H3,(H,12,13)/t7-/m0/s1	GUAHPAJOXVYFON-ZETCQYMHSA-N	187.1208434	CHEBI:149468	HMDB0240687	
BASm0010884	(7R,8S)-7,8-diammoniononanoate			Expected Solid	C[C@H]([NH3+])[C@H]([NH3+])CCCCCC(=O)[O-]	C9H21N2O2	InChI=1S/C9H20N2O2/c1-7(10)8(11)5-3-2-4-6-9(12)13/h7-8H,2-6,10-11H2,1H3,(H,12,13)/p+1/t7-,8+/m0/s1	KCEGBPIYGIWCDH-JGVFFNPUSA-O	189.1597543	CHEBI:149469		MMDBc0054984
BASm0010885	(7R,8S)-8-amino-7-(carboxyamino)nonanoate			Expected Solid	C[C@H]([NH3+])[C@@H](CCCCCC(=O)[O-])NC(=O)[O-]	C10H19N2O4	InChI=1S/C10H20N2O4/c1-7(11)8(12-10(15)16)5-3-2-4-6-9(13)14/h7-8,12H,2-6,11H2,1H3,(H,13,14)(H,15,16)/p-1/t7-,8+/m0/s1	OQNJZSIPDMTUAJ-JGVFFNPUSA-M	231.1350307	CHEBI:149470		MMDBc0054985
BASm0010886					*N[C@@H](CCCC[NH2+][C@H](CCCCCC(=O)[O-])[C@H](C)[NH3+])C(*)=O					CHEBI:149472		
BASm0010887	(4R,5S)-dethiobiotin	Dethiobiotin is a synthetic metabolite that mimic the effects of biotin on gene expression and thus have biotin-like activities. It is an intermediate in biotin metabolism, and converted to biotin via biotin synthase (EC:2.8.1.6). (KEGG) Biotin serves as a coenzyme for carboxylases such as propionyl-CoA carboxylase. (PMID 12730407)	533-48-2	Solid	C[C@@H]1NC(=O)N[C@@H]1CCCCCC(=O)[O-]	C10H18N2O3	InChI=1S/C10H18N2O3/c1-7-8(12-10(15)11-7)5-3-2-4-6-9(13)14/h7-8H,2-6H2,1H3,(H,13,14)(H2,11,12,15)/t7-,8+/m0/s1	AUTOLBMXDDTRRT-JGVFFNPUSA-N	214.1317425	CHEBI:149473	HMDB0003581	MMDBc0029726
BASm0010888	alcohol glucuronate acceptor				*O					CHEBI:149480		
BASm0010889	SN-38 O-beta-D-glucuronide	SN38 glucuronide is a metabolite of irinotecan. Irinotecan is a drug used for the treatment of cancer. Irinotecan prevents DNA from unwinding by inhibition of topoisomerase 1. In chemical terms, it is a semisynthetic analogue of the natural alkaloid camptothecin. Its main use is in colon cancer, in particular, in combination with other chemotherapy agents. This includes the regimen FOLFIRI, which consists of infusional 5-fluorouracil, leucovorin, and irinotecan. Irinotecan received accelerated approval by the U.S. (Wikipedia)				C28H27N2O11		SSJQVDUAKDRWTA-CAYKMONMSA-M	567.1620333	CHEBI:149482	HMDB0060511	
BASm0010890	mycophenolate 7-O-beta-D-glucuronide	Mycophenolic acid glucuronide is a metabolite of mycophenolate mofetil. Mycophenolate mofetil (MMF) (brand names CellCept, Myfortic) is an immunosuppressant and prodrug of mycophenolic acid, used extensively in transplant medicine. It is a reversible inhibitor of inosine monophosphate dehydrogenase (IMPDH) in purine biosynthesis which is necessary for the growth of T cells and B cells. Other cells are able to recover purines via a separate, scavenger, pathway and are, thus, able to escape the effect. MMF is a less toxic alternative to azathioprine. (Wikipedia)				C23H26O12		BYFGTSAYQQIUCN-HGIHDBQLSA-L	494.1435234	CHEBI:149486	HMDB0060634	
BASm0010891					*N[C@@H](CSN=O)C(*)=O					CHEBI:149494		
BASm0010896	losartan	An organic anion that is the conjugate base of losartan, obtained from the deprotonation of the tetrazole NH group. Major species at pH 7.3.				C22H22ClN6O		MDMTUGIZSFHDIC-UHFFFAOYSA-N	421.1549106	CHEBI:149504		
BASm0010897	losartan-1-N-beta-D-glucuronide					C28H30ClN6O7		OVOPSQNVVWGEQG-RTCYWULBSA-M	597.1869986	CHEBI:149506		
BASm0010898	losartan-2-N-beta-D-glucuronide				CCCCc1nc(Cl)c(CO)n1Cc1ccc(-c2ccccc2-c2nnn([C@@H]3O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]3O)n2)cc1	C28H31ClN6O7	InChI=1S/C28H31ClN6O7/c1-2-3-8-20-30-25(29)19(14-36)34(20)13-15-9-11-16(12-10-15)17-6-4-5-7-18(17)26-31-33-35(32-26)27-23(39)21(37)22(38)24(42-27)28(40)41/h4-7,9-12,21-24,27,36-39H,2-3,8,13-14H2,1H3,(H,40,41)/t21-,22-,23+,24-,27+/m0/s1	NGFMQMUIOUSHGR-RTCYWULBSA-N		CHEBI:149507		
BASm0010899	candesartan	A monocarboxylic acid anion resulting from the deprotonation of the tetrazole NH group and carboxy group of candesartan. It is the major species at pH 7.3.			CCOc1nc2cccc(C(=O)[O-])c2n1Cc1ccc(-c2ccccc2-c2nnn[n-]2)cc1	C24H18N6O3	InChI=1S/C24H20N6O3/c1-2-33-24-25-20-9-5-8-19(23(31)32)21(20)30(24)14-15-10-12-16(13-11-15)17-6-3-4-7-18(17)22-26-28-29-27-22/h3-13H,2,14H2,1H3,(H2,26,27,28,29,31,32)/p-2	BSLSLQSFLOCXQQ-UHFFFAOYSA-L		CHEBI:149509		
BASm0010900	candesartan O-beta-D-glucuronoside				CCOc1nc2cccc(C(=O)O[C@@H]3O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]3O)c2n1Cc1ccc(-c2ccccc2-c2nnn[n-]2)cc1		InChI=1S/C30H28N6O9/c1-2-43-30-31-20-9-5-8-19(28(42)45-29-24(39)22(37)23(38)25(44-29)27(40)41)21(20)36(30)14-15-10-12-16(13-11-15)17-6-3-4-7-18(17)26-32-34-35-33-26/h3-13,22-25,29,37-39H,2,14H2,1H3,(H2,32,33,34,35,40,41)/p-2/t22-,23-,24+,25-,29-/m0/s1	QUWFWLVOMRZLER-GMQKQUAPSA-L		CHEBI:149522		
BASm0010901	candesartan-2-N-beta-D-glucuronide				CCOc1nc2cccc(C(=O)[O-])c2n1Cc1ccc(-c2ccccc2-c2nnn([C@@H]3O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]3O)n2)cc1		InChI=1S/C30H28N6O9/c1-2-44-30-31-20-9-5-8-19(28(40)41)21(20)35(30)14-15-10-12-16(13-11-15)17-6-3-4-7-18(17)26-32-34-36(33-26)27-24(39)22(37)23(38)25(45-27)29(42)43/h3-13,22-25,27,37-39H,2,14H2,1H3,(H,40,41)(H,42,43)/p-2/t22-,23-,24+,25-,27+/m0/s1	LYKDYQVBGWTPMW-GAYSTUHSSA-L		CHEBI:149523		
BASm0010902	zolasartan	A monocarboxylic acid anion obtained from the deprotonation of the carboxy group and tetrazole NH group of zolasartan. Major microspecies at pH 7.3.			CCCCc1nc(Cl)c(C(=O)[O-])n1Cc1ccc2oc(-c3ccccc3-c3nnn[n-]3)c(Br)c2c1	C24H18BrClN6O3	InChI=1S/C24H20BrClN6O3/c1-2-3-8-18-27-22(26)20(24(33)34)32(18)12-13-9-10-17-16(11-13)19(25)21(35-17)14-6-4-5-7-15(14)23-28-30-31-29-23/h4-7,9-11H,2-3,8,12H2,1H3,(H2,28,29,30,31,33,34)/p-2	UKNCIPAJCXMEME-UHFFFAOYSA-L		CHEBI:149524		
BASm0010903	zolarsartan O-beta-D-glucuronoside				CCCCc1nc(Cl)c(C(=O)O[C@@H]2O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]2O)n1Cc1ccc2oc(-c3ccccc3-c3nnn[n-]3)c(Br)c2c1		InChI=1S/C30H28BrClN6O9/c1-2-3-8-18-33-26(32)20(29(44)47-30-23(41)21(39)22(40)25(46-30)28(42)43)38(18)12-13-9-10-17-16(11-13)19(31)24(45-17)14-6-4-5-7-15(14)27-34-36-37-35-27/h4-7,9-11,21-23,25,30,39-41H,2-3,8,12H2,1H3,(H2,34,35,36,37,42,43)/p-2/t21-,22-,23+,25-,30-/m0/s1	ZSPJGCKHEILDML-LSJIXTRLSA-L		CHEBI:149526		
BASm0010904	zolarsartan-1-N-beta-D-glucuronide				CCCCc1nc(Cl)c(C(=O)[O-])n1Cc1ccc2oc(-c3ccccc3-c3nnnn3[C@@H]3O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]3O)c(Br)c2c1		InChI=1S/C30H28BrClN6O9/c1-2-3-8-18-33-26(32)20(29(42)43)37(18)12-13-9-10-17-16(11-13)19(31)24(46-17)14-6-4-5-7-15(14)27-34-35-36-38(27)28-23(41)21(39)22(40)25(47-28)30(44)45/h4-7,9-11,21-23,25,28,39-41H,2-3,8,12H2,1H3,(H,42,43)(H,44,45)/p-2/t21-,22-,23+,25-,28+/m0/s1	VCBGYNSJUOISSF-WXCVBFKSSA-L		CHEBI:149527		
BASm0010905	zolarsartan-2-N-beta-D-glucuronide				CCCCc1nc(Cl)c(C(=O)[O-])n1Cc1ccc2oc(-c3ccccc3-c3nnn([C@@H]4O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]4O)n3)c(Br)c2c1		InChI=1S/C30H28BrClN6O9/c1-2-3-8-18-33-26(32)20(29(42)43)37(18)12-13-9-10-17-16(11-13)19(31)24(46-17)14-6-4-5-7-15(14)27-34-36-38(35-27)28-23(41)21(39)22(40)25(47-28)30(44)45/h4-7,9-11,21-23,25,28,39-41H,2-3,8,12H2,1H3,(H,42,43)(H,44,45)/p-2/t21-,22-,23+,25-,28+/m0/s1	BVTXDDRVQANRRF-WXCVBFKSSA-L		CHEBI:149528		
BASm0010906	kermesate				Cc1c(C(=O)[O-])c(O)cc2c1C(=O)c1c(O)cc(O)c(O)c1C2=O	C16H10O8	InChI=1S/C16H10O8/c1-4-9-5(2-6(17)10(4)16(23)24)13(20)12-11(15(9)22)7(18)3-8(19)14(12)21/h2-3,17-19,21H,1H3,(H,23,24)	CXORMDKZEUMQHX-UHFFFAOYSA-N	330.0375673	CHEBI:149530		
BASm0010907	carminate	A monocarboxylic acid anion obtained from the deprotonation of the 3-hydroxy and 7-carboxy groups of carminic acid. Major species at pH 7.3.			Cc1c(C(=O)[O-])c(O)cc2c1C(=O)c1c(O)c([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c([O-])c(O)c1C2=O	C22H18O13	InChI=1S/C22H20O13/c1-4-8-5(2-6(24)9(4)22(33)34)13(25)10-11(15(8)27)16(28)12(18(30)17(10)29)21-20(32)19(31)14(26)7(3-23)35-21/h2,7,14,19-21,23-24,26,28-32H,3H2,1H3,(H,33,34)/p-2/t7-,14-,19+,20-,21+/m1/s1	DGQLVPJVXFOQEV-JNVSTXMASA-L		CHEBI:149531		
BASm0010908	flavokermesate		18499-84-8		Cc1c(C(=O)[O-])c(O)cc2c1C(=O)c1c(O)cc(O)cc1C2=O	C16H10O7	InChI=1S/C16H10O7/c1-5-11-8(4-10(19)12(5)16(22)23)14(20)7-2-6(17)3-9(18)13(7)15(11)21/h2-4,17-19H,1H3,(H,22,23)	DDTNCHWMNZLWKO-UHFFFAOYSA-N		CHEBI:149532		
BASm0010909	flavokermesate 7-C-beta-D-glucoside				Cc1c(C(=O)[O-])c(O)cc2c1C(=O)c1c(cc([O-])c([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c1O)C2=O		InChI=1S/C22H20O12/c1-5-11-6(2-8(24)12(5)22(32)33)15(26)7-3-9(25)14(18(29)13(7)17(11)28)21-20(31)19(30)16(27)10(4-23)34-21/h2-3,10,16,19-21,23-25,27,29-31H,4H2,1H3,(H,32,33)/p-2/t10-,16-,19+,20-,21+/m1/s1	JJQLPVPDBCOEKG-ZZYYVCGHSA-L		CHEBI:149533		
BASm0010910	5-deoxy-D-ribose				C[C@H]1OC(O)[C@H](O)[C@@H]1O		InChI=1S/C5H10O4/c1-2-3(6)4(7)5(8)9-2/h2-8H,1H3/t2-,3-,4-,5?/m1/s1	MKMRBXQLEMYZOY-SOOFDHNKSA-N		CHEBI:149540		
BASm0010911	emetine		483-18-1		CC[C@H]1C[NH+]2CCc3cc(OC)c(OC)cc3[C@@H]2C[C@@H]1C[C@H]1[NH2+]CCc2cc(OC)c(OC)cc21	C29H40N2O4	InChI=1S/C29H40N2O4/c1-6-18-17-31-10-8-20-14-27(33-3)29(35-5)16-23(20)25(31)12-21(18)11-24-22-15-28(34-4)26(32-2)13-19(22)7-9-30-24/h13-16,18,21,24-25,30H,6-12,17H2,1-5H3/t18-,21-,24+,25-/m0/s1	AUVVAXYIELKVAI-CKBKHPSWSA-N		CHEBI:149548		
BASm0010912	1-O-(1Z-alkenyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine				*/C=C\OC[C@H](COP(=O)([O-])OCC[NH3+])OC(=O)CCCCCCC/C=C\C/C=C\CCCCC					CHEBI:149549		
BASm0010913	GDP-beta-L-gulose				Nc1nc2c(ncn2C2O[C@H](COP(=O)([O-])OP(=O)([O-])O[C@H]3O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1		InChI=1S/C16H25N5O16P2/c17-16-19-12-6(13(28)20-16)18-3-21(12)14-10(26)8(24)5(34-14)2-33-38(29,30)37-39(31,32)36-15-11(27)9(25)7(23)4(1-22)35-15/h3-5,7-11,14-15,22-27H,1-2H2,(H,29,30)(H,31,32)(H3,17,19,20,28)/p-2/t4-,5+,7+,8+,9-,10+,11-,14?,15+/m0/s1	MVMSCBBUIHUTGJ-KTEPSGLNSA-L		CHEBI:149550		
BASm0010914					*N[C@@H](*)C(=O)N[C@@H](CCC(=O)[O-])C(=O)N[C@@H](CCC(=O)[O-])C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)[O-]					CHEBI:149554		
BASm0010915					*N[C@@H](*)C(=O)N[C@@H](CCC(=O)[O-])C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-]					CHEBI:149555		
BASm0010916					*N[C@@H](*)C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-]					CHEBI:149556		
BASm0010917	N(8)-citryl-spermidine			Expected Solid	[NH3+]CCC[NH2+]CCCCNC(=O)CC(O)(CC(=O)[O-])C(=O)[O-]	C13H25N3O6	InChI=1S/C13H25N3O6/c14-4-3-6-15-5-1-2-7-16-10(17)8-13(22,12(20)21)9-11(18)19/h15,22H,1-9,14H2,(H,16,17)(H,18,19)(H,20,21)	JJVVKHQEFSESNM-UHFFFAOYSA-N	319.1743355	CHEBI:149586		MMDBc0056202
BASm0010918	N(8),N'(8)-citryl-bis(spermidine)			Expected Solid	[NH3+]CCC[NH2+]CCCCNC(=O)CC(O)(CC(=O)NCCCC[NH2+]CCC[NH3+])C(=O)[O-]	C20H45N6O5	InChI=1S/C20H42N6O5/c21-7-5-11-23-9-1-3-13-25-17(27)15-20(31,19(29)30)16-18(28)26-14-4-2-10-24-12-6-8-22/h23-24,31H,1-16,21-22H2,(H,25,27)(H,26,28)(H,29,30)/p+3	TWSVXJTXJAEAHP-UHFFFAOYSA-Q	449.3434978	CHEBI:149592		MMDBc0056203
BASm0010919	N(1)-(3,4-dihydroxybenzoyl)-N(8)-citryl-spermidine			Expected Solid	O=C([O-])CC(O)(CC(=O)NCCCC[NH2+]CCCNC(=O)c1ccc(O)c(O)c1)C(=O)[O-]	C20H28N3O9	InChI=1S/C20H29N3O9/c24-14-5-4-13(10-15(14)25)18(29)23-9-3-7-21-6-1-2-8-22-16(26)11-20(32,19(30)31)12-17(27)28/h4-5,10,21,24-25,32H,1-3,6-9,11-12H2,(H,22,26)(H,23,29)(H,27,28)(H,30,31)/p-1	FXIUYHSBLDKCJD-UHFFFAOYSA-M	454.1831031	CHEBI:149593		MMDBc0056163
BASm0010920	N(1)-(3,4-dihydroxybenzoyl)-N(8),N'(8)-citryl-bis(spermidine)			Expected Solid	[NH3+]CCC[NH2+]CCCCNC(=O)CC(O)(CC(=O)NCCCC[NH2+]CCCNC(=O)c1ccc(O)c(O)c1)C(=O)[O-]	C27H48N6O8	InChI=1S/C27H46N6O8/c28-9-5-12-29-10-1-3-14-31-23(36)18-27(41,26(39)40)19-24(37)32-15-4-2-11-30-13-6-16-33-25(38)20-7-8-21(34)22(35)17-20/h7-8,17,29-30,34-35,41H,1-6,9-16,18-19,28H2,(H,31,36)(H,32,37)(H,33,38)(H,39,40)/p+2	WFTUITCRVHXYNE-UHFFFAOYSA-P	584.3522654	CHEBI:149594		MMDBc0056164
BASm0010921	vanillylamine		1196-92-5		COc1cc(C[NH3+])ccc1O	C8H11NO2	InChI=1S/C8H11NO2/c1-11-8-4-6(5-9)2-3-7(8)10/h2-4,10H,5,9H2,1H3	WRPWWVNUCXQDQV-UHFFFAOYSA-N		CHEBI:149596		
BASm0010922	(6E)-8-methylnon-6-enoyl-CoA	(6e)-8-methylnon-6-enoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a (6E)-8-methylnon-6-enoic acid thioester of coenzyme A. (6e)-8-methylnon-6-enoyl-coa is an acyl-CoA with 9 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. (6e)-8-methylnon-6-enoyl-coa is therefore classified as a medium chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. (6e)-8-methylnon-6-enoyl-coa, being a medium chain acyl-CoA is a substrate for medium chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, (6E)-8-Methylnon-6-enoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of (6E)-8-Methylnon-6-enoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts (6E)-8-Methylnon-6-enoyl-CoA into (6E)-8-Methylnon-6-enoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, (6E)-8-Methylnon-6-enoylcarnitine is converted back to (6E)-8-Methylnon-6-enoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of (6E)-8-Methylnon-6-enoyl-CoA occurs in four steps. First, since (6E)-8-Methylnon-6-enoyl-CoA is a medium chain acyl-CoA it is the substrate for a medium chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of (6E)-8-Methylnon-6-enoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until (6E)-8-Methylnon-6-enoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CC(C)/C=C/CCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C31H52N7O17P3S	InChI=1S/C31H52N7O17P3S/c1-19(2)9-7-5-6-8-10-22(40)59-14-13-33-21(39)11-12-34-29(43)26(42)31(3,4)16-52-58(49,50)55-57(47,48)51-15-20-25(54-56(44,45)46)24(41)30(53-20)38-18-37-23-27(32)35-17-36-28(23)38/h7,9,17-20,24-26,30,41-42H,5-6,8,10-16H2,1-4H3,(H,33,39)(H,34,43)(H,47,48)(H,49,50)(H2,32,35,36)(H2,44,45,46)	JGNCYWQFXLYWMO-UHFFFAOYSA-N	919.2353254	CHEBI:149597	HMDB0300594	
BASm0010923	(2R)-2-hydroperoxydodecanoate				CCCCCCCCCC[C@@H](OO)C(=O)[O-]		InChI=1S/C12H24O4/c1-2-3-4-5-6-7-8-9-10-11(16-15)12(13)14/h11,15H,2-10H2,1H3,(H,13,14)/p-1/t11-/m1/s1	ZOTULBWGMSDACS-LLVKDONJSA-M		CHEBI:149611		
BASm0010924	(2R)-2-hydroperoxyhexadecanoate					C16H31O4		IVNJLKVSGFEPKH-OAHLLOKOSA-M	287.2227831	CHEBI:149616		
BASm0010925	(2R)-2-hydroperoxytetradecanoate					C14H27O4		QPKAARDIEBQXBY-CYBMUJFWSA-M	259.1914829	CHEBI:149617		
BASm0010926	(2R,9Z,12Z)-2-hydroperoxyoctadecadienoate					C18H31O4		ZBNXJJKFWACAPS-SVCKQPKZSA-M	311.2227831	CHEBI:149618		
BASm0010927	isoaspulvinone E			Expected Solid		C17H11O5		BNNVVTQUWNGKPH-NTEUORMPSA-M	295.061197	CHEBI:149620		MMDBc0001782
BASm0010928	(2R)-2-hydroperoxyoctadecanoate					C18H35O4		WWJRXRMKUGIUFF-QGZVFWFLSA-M	315.2540832	CHEBI:149622		
BASm0010929	(2R,9Z)-2-hydroperoxyoctadecenoate					C18H33O4		ZWELXPYFRPTEGE-DOOKAGJSSA-M	313.2384331	CHEBI:149623		
BASm0010930	[2-(trimethylamino)ethyl]phosphonate				C[N+](C)(C)CCP(O)([O-])=O	C5H14NO3P	InChI=1S/C5H14NO3P/c1-6(2,3)4-5-10(7,8)9/h4-5H2,1-3H3,(H-,7,8,9)	VCANKBLUHKRQLL-UHFFFAOYSA-N	167.0711303	CHEBI:149625		
BASm0010931	[(1R)-1-hydroxy-2-(trimethylamino)ethyl]phosphonate					C5H14NO4P		YJIOAKRBBHTUPD-RXMQYKEDSA-N	183.0660449	CHEBI:149626		
BASm0010932	3(1)-hydroxy-L-isoleucine			Expected Solid	[H][C@@](N)(C(O)=O)[C@]([H])(CC)CO	C6H13NO3	InChI=1S/C6H13NO3/c1-2-4(3-8)5(7)6(9)10/h4-5,8H,2-3,7H2,1H3,(H,9,10)/t4-,5+/m1/s1	FBQPPRTWSNHYNZ-UHNVWZDZSA-N	147.0895433	CHEBI:149627		MMDBc0055444
BASm0010933	(4S)-3(1),4-dihydroxy-L-isoleucine			Expected Solid	[H][C@@](C)(O)[C@]([H])(CO)[C@]([H])(N)C(O)=O	C6H13NO4	InChI=1S/C6H13NO4/c1-3(9)4(2-8)5(7)6(10)11/h3-5,8-9H,2,7H2,1H3,(H,10,11)/t3-,4-,5-/m0/s1	UBLKCZXWFBWGNA-YUPRTTJUSA-N	163.0844579	CHEBI:149628		MMDBc0054961
BASm0010934	phenguignardate			Expected Solid	[H]\C(=C1\O[C@@](CC2=CC=CC=C2)(OC1=O)C([O-])=O)C1=CC=CC=C1	C18H13O5	InChI=1S/C18H14O5/c19-16-15(11-13-7-3-1-4-8-13)22-18(23-16,17(20)21)12-14-9-5-2-6-10-14/h1-11H,12H2,(H,20,21)/p-1/b15-11-/t18-/m0/s1	OLOMGTHWMBYIQH-RXBGNRNISA-M	309.0768471	CHEBI:149629		MMDBc0056252
BASm0010935	(2S)-2-(4-hydoxybenzyl)-3-(4-hydroxyphenyl)-2-furonol carboxylate			Expected Solid	OC(=O)[C@@]1(CC2=CC=C([O-])C=C2)OC(=O)C(O)=C1C1=CC=C(O)C=C1	C18H13O7	InChI=1S/C18H14O7/c19-12-5-1-10(2-6-12)9-18(17(23)24)14(15(21)16(22)25-18)11-3-7-13(20)8-4-11/h1-8,19-21H,9H2,(H,23,24)/p-1/t18-/m0/s1	DVKOSMUSPQXJAK-SFHVURJKSA-M	341.0666763	CHEBI:149630		MMDBc0054847
BASm0010936	N-hexanoyl-sphinga-4E,14Z-dienine					C24H45NO3		FFYMXZBIZOWVCN-RPRXMZGESA-N	395.3399443	CHEBI:149631		
BASm0010937	sphinga-4E,14Z-dienine-1-phosphate					C18H35NO5P		UYQLIIBGFGHMQC-YQDZIVAPSA-M	376.2258338	CHEBI:149632		
BASm0010938	N-hexadecanoyl-sphinga-4E,14Z-dienine	Ceramides, also known as N-acylsphingosines, consist of a sphingoid base linked to a fatty acid chain via the amine group. Ceramides are one of the hydrolysis byproducts of sphingomyelin via the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase, EC 3.1.4.12) which has been identified in the subcellular fractions of human epidermis and many other tissues (PMID: 25935). They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID: 14998372). Ceramides are key to the biosynthesis of glycosphingolipids and gangliosides. Cer(d18:2(4E,14Z)/16:0), in particular, consists of a diunsaturated 18-carbon dihydroxylated sphingoid base linked to one chain of palmitic acid.	1919028-96-8		[H][C@@](CO)(NC(=O)CCCCCCCCCCCCCCC)[C@H](O)\C=C\CCCCCCCC\C=C/CCC	C34H65NO3	InChI=1S/C34H65NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(37)32(31-36)35-34(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h7,9,27,29,32-33,36-37H,3-6,8,10-26,28,30-31H2,1-2H3,(H,35,38)/b9-7-,29-27+/t32-,33+/m0/s1	XXWRZIYYFPIQHE-XPAOSYCESA-N	535.496445	CHEBI:149633	HMDB0240686	
BASm0010939	atromentin			Expected Solid	O=C1C(O)=C(c2ccc(O)cc2)C(=O)C([O-])=C1c1ccc(O)cc1	C18H12O6	InChI=1S/C18H12O6/c19-11-5-1-9(2-6-11)13-15(21)17(23)14(18(24)16(13)22)10-3-7-12(20)8-4-10/h1-8,19-21,24H	FKQQKMGWCJGUCS-UHFFFAOYSA-N	324.0633881	CHEBI:149642		MMDBc0018515
BASm0010940	N(4)-acetylcytidine 5'-phosphate				CC(=O)Nc1ccn([C@@H]2O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]2O)c(=O)n1		InChI=1S/C11H16N3O9P/c1-5(15)12-7-2-3-14(11(18)13-7)10-9(17)8(16)6(23-10)4-22-24(19,20)21/h2-3,6,8-10,16-17H,4H2,1H3,(H2,19,20,21)(H,12,13,15,18)/p-2/t6-,8-,9-,10-/m1/s1	ZVZPSHDOUJPFEV-PEBGCTIMSA-L		CHEBI:149643		
BASm0010941	4-thiouridine 5'-phosphate				O=c1[nH]c(=S)ccn1[C@@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]1O		InChI=1S/C9H13N2O8PS/c12-6-4(3-18-20(15,16)17)19-8(7(6)13)11-2-1-5(21)10-9(11)14/h1-2,4,6-8,12-13H,3H2,(H,10,14,21)(H2,15,16,17)/p-2/t4-,6-,7-,8-/m1/s1	CKTAUHRBDDXUDJ-XVFCMESISA-L		CHEBI:149644		
BASm0010942	5-hydroxyuridine	A member of the class of uridines that is uridine in which the hydrogen at position 5 of the uracil ring is substituted by a hydroxy group.			O=c1[nH]c(=O)n([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)cc1O	C9H12N2O7	InChI=1S/C9H12N2O7/c12-2-4-5(14)6(15)8(18-4)11-1-3(13)7(16)10-9(11)17/h1,4-6,8,12-15H,2H2,(H,10,16,17)/t4-,5-,6-,8-/m1/s1	QXDXBKZJFLRLCM-UAKXSSHOSA-N		CHEBI:149645		
BASm0010943	5-hydroxyuridine 5'-phosphate				O=c1[nH]c(=O)n([C@@H]2O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]2O)cc1O		InChI=1S/C9H13N2O10P/c12-3-1-11(9(16)10-7(3)15)8-6(14)5(13)4(21-8)2-20-22(17,18)19/h1,4-6,8,12-14H,2H2,(H,10,15,16)(H2,17,18,19)/p-2/t4-,5-,6-,8-/m1/s1	YGRIIPJUCYYPFJ-UAKXSSHOSA-L		CHEBI:149646		
BASm0010944	2-thiocytidine 5'-phosphate				Nc1ccn([C@@H]2O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]2O)c(=S)n1		InChI=1S/C9H14N3O7PS/c10-5-1-2-12(9(21)11-5)8-7(14)6(13)4(19-8)3-18-20(15,16)17/h1-2,4,6-8,13-14H,3H2,(H2,10,11,21)(H2,15,16,17)/p-2/t4-,6-,7-,8-/m1/s1	BPWVHBCPZTVLLY-XVFCMESISA-L		CHEBI:149647		
BASm0010945	5-fluorocytidine 5'-phosphate				Nc1nc(=O)n([C@@H]2O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]2O)cc1F		InChI=1S/C9H13FN3O8P/c10-3-1-13(9(16)12-7(3)11)8-6(15)5(14)4(21-8)2-20-22(17,18)19/h1,4-6,8,14-15H,2H2,(H2,11,12,16)(H2,17,18,19)/p-2/t4-,5-,6-,8-/m1/s1	VLZKLBLFWAHHJM-UAKXSSHOSA-L		CHEBI:149648		
BASm0010946	(2E,12Z)-hexadecadienal				CCC/C=C\CCCCCCCC/C=C/C=O		InChI=1S/C16H28O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h4-5,14-16H,2-3,6-13H2,1H3/b5-4-,15-14+	LONIPGWTNKHADU-YQMRQDNGSA-N		CHEBI:149656		
BASm0010947	alpha-L-Fuc-(1->2)-beta-D-Gal-(1->4)-[alpha-L-Fuc-(1->3)]-D-Glc				C[C@@H]1O[C@@H](O[C@H]2[C@H](O[C@H]3[C@H](O[C@@H]4O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]4O)[C@@H](O)C(O)O[C@@H]3CO)O[C@H](CO)[C@H](O)[C@@H]2O)[C@@H](O)[C@H](O)[C@@H]1O	C24H42O19	InChI=1S/C24H42O19/c1-5-9(27)12(30)15(33)22(37-5)42-19-17(35)21(36)39-8(4-26)18(19)41-24-20(14(32)11(29)7(3-25)40-24)43-23-16(34)13(31)10(28)6(2)38-23/h5-36H,3-4H2,1-2H3	LKOHREGGXUJGKC-UHFFFAOYSA-N	634.2320291	CHEBI:149659		
BASm0010948	N-(13Z-docosenoyl)-sphinganine	Ceramides (N-acylsphingosine) are one of the hydrolysis byproducts of sphingomyelin by the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis (PMID 25935) and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID 14998372). Is key in the biosynthesis of glycosphingolipids and gangliosides.		Solid	CCCCCCCC/C=C\CCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC	C40H79NO3	InChI=1S/C40H79NO3/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-40(44)41-38(37-42)39(43)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h17-18,38-39,42-43H,3-16,19-37H2,1-2H3,(H,41,44)/b18-17-/t38-,39+/m0/s1	AOHMXFJFQLUIJL-RDUWXOKWSA-N	621.6059954	CHEBI:149661	HMDB0011766	
BASm0010949	N-(13Z-docosenoyl)-4R-hydroxysphinganine				CCCCCCCC/C=C\CCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC	C40H79NO4	0	KBVAIKYKOQVABM-ZCXUNETKSA-N	637.60091	CHEBI:149662		MMDBc0060448
BASm0010952	(5S,9S,10S)-drim-7-en-11-yl diphosphate				CC1=CC[C@H]2C(C)(C)CCC[C@]2(C)[C@H]1COP(=O)([O-])OP(=O)([O-])[O-]		InChI=1S/C15H28O7P2/c1-11-6-7-13-14(2,3)8-5-9-15(13,4)12(11)10-21-24(19,20)22-23(16,17)18/h6,12-13H,5,7-10H2,1-4H3,(H,19,20)(H2,16,17,18)/p-3/t12-,13-,15+/m0/s1	SSOUWUHBWJPFIP-KCQAQPDRSA-K		CHEBI:149665		
BASm0010953	(S,S)-drim-8-en-11-yl phosphate				CC1=C(COP(=O)([O-])[O-])[C@@]2(C)CCCC(C)(C)[C@@H]2CC1		InChI=1S/C15H27O4P/c1-11-6-7-13-14(2,3)8-5-9-15(13,4)12(11)10-19-20(16,17)18/h13H,5-10H2,1-4H3,(H2,16,17,18)/p-2/t13-,15+/m0/s1	MHSKFTXKEMAQJO-DZGCQCFKSA-L		CHEBI:149666		
BASm0010954	14-deacetyl astellolide A				CC(=O)OC[C@]12CCC[C@](C)(CO)[C@@H]1[C@H](OC(=O)c1ccccc1)CC1=C2COC1=O		InChI=1S/C24H28O7/c1-15(26)30-14-24-10-6-9-23(2,13-25)20(24)19(11-17-18(24)12-29-22(17)28)31-21(27)16-7-4-3-5-8-16/h3-5,7-8,19-20,25H,6,9-14H2,1-2H3/t19-,20+,23-,24+/m1/s1	KONJWLJZLZTFSK-JDBUVZGPSA-N		CHEBI:149667		
BASm0010955	14-deacetyl astellolide B			Expected Solid	CC(=O)OC[C@]12CCC[C@](C)(CO)[C@@H]1[C@H](OC(=O)c1ccc(O)cc1)CC1=C2COC1=O	C24H28O8	InChI=1S/C24H28O8/c1-14(26)31-13-24-9-3-8-23(2,12-25)20(24)19(10-17-18(24)11-30-22(17)29)32-21(28)15-4-6-16(27)7-5-15/h4-7,19-20,25,27H,3,8-13H2,1-2H3	OSJNWDRTTGIQSH-UHFFFAOYSA-N	444.1784179	CHEBI:149668		MMDBc0005880
BASm0010956	(S)-phenylacetylcarbinol		1798-60-3		CC(=O)[C@@H](O)c1ccccc1	C9H10O2	InChI=1S/C9H10O2/c1-7(10)9(11)8-5-3-2-4-6-8/h2-6,9,11H,1H3	ZBFFNPODXBJBPW-UHFFFAOYSA-N		CHEBI:149670		
BASm0010957	(R)-phenylacetylcarbinol		1798-60-3			C9H10O2		ZBFFNPODXBJBPW-VIFPVBQESA-N	150.0680796	CHEBI:149671		
BASm0010958	(1S,2R)-ephedrine					C10H16NO		KWGRBVOPPLSCSI-PSASIEDQSA-O	166.1226406	CHEBI:149673		
BASm0010959	(1R,2R)-pseudoephedrine					C10H16NO		KWGRBVOPPLSCSI-SCZZXKLOSA-O	166.1226406	CHEBI:149674		
BASm0010960	(R)-2-methylamino-1-phenylpropan-1-one					C10H14NO		LPLLVINFLBSFRP-MRVPVSSYSA-O	164.1069905	CHEBI:149676		
BASm0010961					*N[C@@H](COP(=O)([O-])OP(=O)([O-])[O-])C(*)=O					CHEBI:149682		
BASm0010962	2,3,6,8,9-pentahydroxy-1-oxo-3-(2-oxopropyl)-1,2,3,4-tetrahydroanthracene-2-carboxylate			Expected Solid	CC(=O)CC1(O)Cc2cc3cc(O)cc(O)c3c(O)c2C(=O)C1(O)C(=O)[O-]	C18H15O9	InChI=1S/C18H16O9/c1-7(19)5-17(26)6-9-2-8-3-10(20)4-11(21)12(8)14(22)13(9)15(23)18(17,27)16(24)25/h2-4,20-22,26-27H,5-6H2,1H3,(H,24,25)/p-1	VCTAIMOLJVTPNG-UHFFFAOYSA-M	375.0721556	CHEBI:149683		MMDBc0055294
BASm0010963					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C1C(=O)c2c(cc3cc(O)cc(O)c3c2O)CC1(O)CC(C)=O)C(*)=O					CHEBI:149685		
BASm0010964					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C1(O)C(=O)c2c(cc3cc(O)cc(O)c3c2O)CC1(O)CC(C)=O)C(*)=O					CHEBI:149686		
BASm0010965					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C1C(=O)c2c(cc3cc(O)cc(O)c3c2O)CC1(O)CC(=O)CC(C)=O)C(*)=O					CHEBI:149687		
BASm0010966					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C1(O)C(=O)c2c(cc3cc(O)cc(O)c3c2O)CC1(O)CC(=O)CC(C)=O)C(*)=O					CHEBI:149688		
BASm0010967	D-dopa	L-Dopa, also known as dopar or dopaston, belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. L-Dopa is a very strong basic compound (based on its pKa). L-Dopa exists in all living organisms, ranging from bacteria to humans. Within humans, L-dopa participates in a number of enzymatic reactions. In particular, L-dopa and tetrahydrobiopterin can be converted into dopamine and 4a-hydroxytetrahydrobiopterin through its interaction with the enzyme aromatic-L-amino-acid decarboxylase. In addition, L-dopa can be converted into dopaquinone; which is catalyzed by the enzyme tyrosinase. In humans, L-dopa is involved in the metabolic disorder called hawkinsinuria. L-Dopa is an odorless tasting compound. Outside of the human body, L-Dopa is found, on average, in the highest concentration within a few different foods, such as broad beans, swiss chards, and yellow wax beans and in a lower concentration in spinachs, garden onions, and green beans. L-Dopa has also been detected, but not quantified in, several different foods, such as chicory roots, bitter gourds, mustard spinachs, pistachio, and savoy cabbages. This could make L-dopa a potential biomarker for the consumption of these foods. L-Dopa is a potentially toxic compound. L-Dopa, with regard to humans, has been found to be associated with several diseases such as eosinophilic esophagitis and alzheimer's disease; L-dopa has also been linked to several inborn metabolic disorders including aromatic l-amino acid decarboxylase deficiency and sepiapterin reductase deficiency. An optically active form of dopa having L-configuration. L-Dopa is expected to be in Cannabis as all living plants are known to produce and metabolize it.	59-92-7	1	[NH3+][C@H](Cc1ccc(O)c(O)c1)C(=O)[O-]	C9H11NO4	InChI=1S/C9H11NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6,11-12H,3,10H2,(H,13,14)/t6-/m0/s1	WTDRDQBEARUVNC-LURJTMIESA-N	197.0688	CHEBI:149689		
BASm0010969	N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-serine	N-arachidonoyl serine belongs to the class of compounds known as N-acylamides. These are molecules characterized by a fatty acyl group linked to a primary amine by an amide bond. More specifically, it is an Arachidonic acid amide of Serine. It is believed that there are more than 800 types of N-acylamides in the human body. N-acylamides fall into several categories: amino acid conjugates (e.g., those acyl amides conjugated with amino acids), neurotransmitter conjugates (e.g., those acylamides conjugated with neurotransmitters), ethanolamine conjugates (e.g., those acylamides conjugated to ethanolamine), and taurine conjugates (e.g., those acyamides conjugated to taurine). N-Arachidonoyl Serine is an amino acid conjugate. N-acylamides can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain N-acylamides; 2) medium-chain N-acylamides; 3) long-chain N-acylamides; and 4) very long-chain N-acylamides; 5) hydroxy N-acylamides; 6) branched chain N-acylamides; 7) unsaturated N-acylamides; 8) dicarboxylic N-acylamides and 9) miscellaneous N-acylamides. N-Arachidonoyl Serine is therefore classified as a long chain N-acylamide. N-acyl amides have a variety of signaling functions in physiology, including in cardiovascular activity, metabolic homeostasis, memory, cognition, pain, motor control and others (PMID: 15655504). N-acyl amides have also been shown to play a role in cell migration, inflammation and certain pathological conditions such as diabetes, cancer, neurodegenerative disease, and obesity (PMID: 23144998; PMID: 25136293; PMID: 28854168).N-acyl amides can be synthesized both endogenously and by gut microbiota (PMID: 28854168). N-acylamides can be biosynthesized via different routes, depending on the parent amine group. N-acyl ethanolamines (NAEs) are formed via the hydrolysis of an unusual phospholipid precursor, N-acyl-phosphatidylethanolamine (NAPE), by a specific phospholipase D. N-acyl amino acids are synthesized via a circulating peptidase M20 domain containing 1 (PM20D1), which can catalyze the bidirectional the condensation and hydrolysis of a variety of N-acyl amino acids. The degradation of N-acylamides is largely mediated by an enzyme called fatty acid amide hydrolase (FAAH), which catalyzes the hydrolysis of N-acylamides into fatty acids and the biogenic amines. Many N-acylamides are involved in lipid signaling system through interactions with transient receptor potential channels (TRP). TRP channel proteins interact with N-acyl amides such as N-arachidonoyl ethanolamide (Anandamide), N-arachidonoyl dopamine and others in an opportunistic fashion (PMID: 23178153). This signaling system has been shown to play a role in the physiological processes involved in inflammation (PMID: 25136293). Other N-acyl amides, including N-oleoyl-glutamine, have also been characterized as TRP channel antagonists (PMID: 29967167). N-acylamides have also been shown to have G-protein-coupled receptors (GPCRs) binding activity (PMID: 28854168). The study of N-acylamides is an active area of research and it is likely that many novel N-acylamides will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)N[C@@H](CO)C(=O)[O-]	C23H37NO4	InChI=1S/C23H37NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(26)24-21(20-25)23(27)28/h6-7,9-10,12-13,15-16,21,25H,2-5,8,11,14,17-20H2,1H3,(H,24,26)(H,27,28)	FQUVPTVNRMUOPO-UHFFFAOYSA-N	391.2722587	CHEBI:149697	HMDB0242003	
BASm0010970	an N-(fatty acyl)-L-serine				*C(=O)N[C@@H](CO)C(=O)[O-]					CHEBI:149698		
BASm0010971	N-hexadecanoyl-L-phenylalanine	N-palmitoyl phenylalanine belongs to the class of compounds known as N-acylamides. These are molecules characterized by a fatty acyl group linked to a primary amine by an amide bond. More specifically, it is a Palmitic acid amide of Phenylalanine. It is believed that there are more than 800 types of N-acylamides in the human body. N-acylamides fall into several categories: amino acid conjugates (e.g., those acyl amides conjugated with amino acids), neurotransmitter conjugates (e.g., those acylamides conjugated with neurotransmitters), ethanolamine conjugates (e.g., those acylamides conjugated to ethanolamine), and taurine conjugates (e.g., those acyamides conjugated to taurine). N-Palmitoyl phenylalanine is an amino acid conjugate. N-acylamides can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain N-acylamides; 2) medium-chain N-acylamides; 3) long-chain N-acylamides; and 4) very long-chain N-acylamides; 5) hydroxy N-acylamides; 6) branched chain N-acylamides; 7) unsaturated N-acylamides; 8) dicarboxylic N-acylamides and 9) miscellaneous N-acylamides. N-Palmitoyl phenylalanine is therefore classified as a long chain N-acylamide. N-acyl amides have a variety of signaling functions in physiology, including in cardiovascular activity, metabolic homeostasis, memory, cognition, pain, motor control and others (PMID: 15655504). N-acyl amides have also been shown to play a role in cell migration, inflammation and certain pathological conditions such as diabetes, cancer, neurodegenerative disease, and obesity (PMID: 23144998; PMID: 25136293; PMID: 28854168).N-acyl amides can be synthesized both endogenously and by gut microbiota (PMID: 28854168). N-acylamides can be biosynthesized via different routes, depending on the parent amine group. N-acyl ethanolamines (NAEs) are formed via the hydrolysis of an unusual phospholipid precursor, N-acyl-phosphatidylethanolamine (NAPE), by a specific phospholipase D. N-acyl amino acids are synthesized via a circulating peptidase M20 domain containing 1 (PM20D1), which can catalyze the bidirectional the condensation and hydrolysis of a variety of N-acyl amino acids. The degradation of N-acylamides is largely mediated by an enzyme called fatty acid amide hydrolase (FAAH), which catalyzes the hydrolysis of N-acylamides into fatty acids and the biogenic amines. Many N-acylamides are involved in lipid signaling system through interactions with transient receptor potential channels (TRP). TRP channel proteins interact with N-acyl amides such as N-arachidonoyl ethanolamide (Anandamide), N-arachidonoyl dopamine and others in an opportunistic fashion (PMID: 23178153). This signaling system has been shown to play a role in the physiological processes involved in inflammation (PMID: 25136293). Other N-acyl amides, including N-oleoyl-glutamine, have also been characterized as TRP channel antagonists (PMID: 29967167). N-acylamides have also been shown to have G-protein-coupled receptors (GPCRs) binding activity (PMID: 28854168). The study of N-acylamides is an active area of research and it is likely that many novel N-acylamides will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CCCCCCCCCCCCCCCC(=O)N[C@@H](Cc1ccccc1)C(=O)[O-]	C25H41NO3	InChI=1S/C25H41NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-17-20-24(27)26-23(25(28)29)21-22-18-15-14-16-19-22/h14-16,18-19,23H,2-13,17,20-21H2,1H3,(H,26,27)(H,28,29)/t23-/m0/s1	BAHIJPSQSKWCJX-QHCPKHFHSA-N	403.3086442	CHEBI:149699	HMDB0062339	
BASm0010972	N-octadecanoyl-L-phenylalanine	N-stearoyl phenylalanine belongs to the class of compounds known as N-acylamides. These are molecules characterized by a fatty acyl group linked to a primary amine by an amide bond. More specifically, it is a Stearic acid amide of Phenylalanine. It is believed that there are more than 800 types of N-acylamides in the human body. N-acylamides fall into several categories: amino acid conjugates (e.g., those acyl amides conjugated with amino acids), neurotransmitter conjugates (e.g., those acylamides conjugated with neurotransmitters), ethanolamine conjugates (e.g., those acylamides conjugated to ethanolamine), and taurine conjugates (e.g., those acyamides conjugated to taurine). N-Stearoyl phenylalanine is an amino acid conjugate. N-acylamides can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain N-acylamides; 2) medium-chain N-acylamides; 3) long-chain N-acylamides; and 4) very long-chain N-acylamides; 5) hydroxy N-acylamides; 6) branched chain N-acylamides; 7) unsaturated N-acylamides; 8) dicarboxylic N-acylamides and 9) miscellaneous N-acylamides. N-Stearoyl phenylalanine is therefore classified as a long chain N-acylamide. N-acyl amides have a variety of signaling functions in physiology, including in cardiovascular activity, metabolic homeostasis, memory, cognition, pain, motor control and others (PMID: 15655504). N-acyl amides have also been shown to play a role in cell migration, inflammation and certain pathological conditions such as diabetes, cancer, neurodegenerative disease, and obesity (PMID: 23144998; PMID: 25136293; PMID: 28854168).N-acyl amides can be synthesized both endogenously and by gut microbiota (PMID: 28854168). N-acylamides can be biosynthesized via different routes, depending on the parent amine group. N-acyl ethanolamines (NAEs) are formed via the hydrolysis of an unusual phospholipid precursor, N-acyl-phosphatidylethanolamine (NAPE), by a specific phospholipase D. N-acyl amino acids are synthesized via a circulating peptidase M20 domain containing 1 (PM20D1), which can catalyze the bidirectional the condensation and hydrolysis of a variety of N-acyl amino acids. The degradation of N-acylamides is largely mediated by an enzyme called fatty acid amide hydrolase (FAAH), which catalyzes the hydrolysis of N-acylamides into fatty acids and the biogenic amines. Many N-acylamides are involved in lipid signaling system through interactions with transient receptor potential channels (TRP). TRP channel proteins interact with N-acyl amides such as N-arachidonoyl ethanolamide (Anandamide), N-arachidonoyl dopamine and others in an opportunistic fashion (PMID: 23178153). This signaling system has been shown to play a role in the physiological processes involved in inflammation (PMID: 25136293). Other N-acyl amides, including N-oleoyl-glutamine, have also been characterized as TRP channel antagonists (PMID: 29967167). N-acylamides have also been shown to have G-protein-coupled receptors (GPCRs) binding activity (PMID: 28854168). The study of N-acylamides is an active area of research and it is likely that many novel N-acylamides will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CCCCCCCCCCCCCCCCCC(=O)N[C@@H](Cc1ccccc1)C(=O)[O-]	C27H45NO3	InChI=1S/C27H45NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-22-26(29)28-25(27(30)31)23-24-20-17-16-18-21-24/h16-18,20-21,25H,2-15,19,22-23H2,1H3,(H,28,29)(H,30,31)/t25-/m0/s1	PHZQULSGYVCYNC-VWLOTQADSA-N	431.3399443	CHEBI:149700	HMDB0062342	
BASm0010973	N-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-L-phenylalanine	N-docosahexaenoyl phenylalanine belongs to the class of compounds known as N-acylamides. These are molecules characterized by a fatty acyl group linked to a primary amine by an amide bond. More specifically, it is a Docosahexaenoyl amide of Phenylalanine. It is believed that there are more than 800 types of N-acylamides in the human body. N-acylamides fall into several categories: amino acid conjugates (e.g., those acyl amides conjugated with amino acids), neurotransmitter conjugates (e.g., those acylamides conjugated with neurotransmitters), ethanolamine conjugates (e.g., those acylamides conjugated to ethanolamine), and taurine conjugates (e.g., those acyamides conjugated to taurine). N-Docosahexaenoyl phenylalanine is an amino acid conjugate. N-acylamides can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain N-acylamides; 2) medium-chain N-acylamides; 3) long-chain N-acylamides; and 4) very long-chain N-acylamides; 5) hydroxy N-acylamides; 6) branched chain N-acylamides; 7) unsaturated N-acylamides; 8) dicarboxylic N-acylamides and 9) miscellaneous N-acylamides. N-Docosahexaenoyl phenylalanine is therefore classified as a very long chain N-acylamide. N-acyl amides have a variety of signaling functions in physiology, including in cardiovascular activity, metabolic homeostasis, memory, cognition, pain, motor control and others (PMID: 15655504). N-acyl amides have also been shown to play a role in cell migration, inflammation and certain pathological conditions such as diabetes, cancer, neurodegenerative disease, and obesity (PMID: 23144998; PMID: 25136293; PMID: 28854168).N-acyl amides can be synthesized both endogenously and by gut microbiota (PMID: 28854168). N-acylamides can be biosynthesized via different routes, depending on the parent amine group. N-acyl ethanolamines (NAEs) are formed via the hydrolysis of an unusual phospholipid precursor, N-acyl-phosphatidylethanolamine (NAPE), by a specific phospholipase D. N-acyl amino acids are synthesized via a circulating peptidase M20 domain containing 1 (PM20D1), which can catalyze the bidirectional the condensation and hydrolysis of a variety of N-acyl amino acids. The degradation of N-acylamides is largely mediated by an enzyme called fatty acid amide hydrolase (FAAH), which catalyzes the hydrolysis of N-acylamides into fatty acids and the biogenic amines. Many N-acylamides are involved in lipid signaling system through interactions with transient receptor potential channels (TRP). TRP channel proteins interact with N-acyl amides such as N-arachidonoyl ethanolamide (Anandamide), N-arachidonoyl dopamine and others in an opportunistic fashion (PMID: 23178153). This signaling system has been shown to play a role in the physiological processes involved in inflammation (PMID: 25136293). Other N-acyl amides, including N-oleoyl-glutamine, have also been characterized as TRP channel antagonists (PMID: 29967167). N-acylamides have also been shown to have G-protein-coupled receptors (GPCRs) binding activity (PMID: 28854168). The study of N-acylamides is an active area of research and it is likely that many novel N-acylamides will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)N[C@@H](Cc1ccccc1)C(=O)[O-]	C31H41NO3	InChI=1S/C31H41NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23-26-30(33)32-29(31(34)35)27-28-24-21-20-22-25-28/h3-4,6-7,9-10,12-13,15-16,18-22,24-25,29H,2,5,8,11,14,17,23,26-27H2,1H3,(H,32,33)(H,34,35)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-/t29-/m0/s1	FUOZUQXXOVQAMJ-ZANAJQNJSA-N	475.3086442	CHEBI:149701	HMDB0062333	
BASm0010974	nicotinyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)c1cccnc1	C27H35N8O17P3S	InChI=1S/C27H39N8O17P3S/c1-27(2,21(38)24(39)31-7-5-17(36)30-8-9-56-26(40)15-4-3-6-29-10-15)12-49-55(46,47)52-54(44,45)48-11-16-20(51-53(41,42)43)19(37)25(50-16)35-14-34-18-22(28)32-13-33-23(18)35/h3-4,6,10,13-14,16,19-21,25,37-38H,5,7-9,11-12H2,1-2H3,(H,30,36)(H,31,39)(H,44,45)(H,46,47)(H2,28,32,33)(H2,41,42,43)/p-4/t16-,19-,20-,21+,25-/m1/s1	UORAOPAXZXNLTD-MJQNIGQHSA-J	868.1075682	CHEBI:149703		MMDBc0056219
BASm0010975	benzoyl-AMP	An organophosphate oxoanion obtained by deprotonation of the phosphate OH group of benzoyl-AMP; major species at pH 7.3.			Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OC(=O)c2ccccc2)[C@@H](O)[C@H]1O	C17H17N5O8P	InChI=1S/C17H18N5O8P/c18-14-11-15(20-7-19-14)22(8-21-11)16-13(24)12(23)10(29-16)6-28-31(26,27)30-17(25)9-4-2-1-3-5-9/h1-5,7-8,10,12-13,16,23-24H,6H2,(H,26,27)(H2,18,19,20)/p-1/t10-,12-,13-,16-/m1/s1	PTJTVELTWZMHPG-XNIJJKJLSA-M		CHEBI:149705		
BASm0010976	4-hydroxy-6-(pyridin-3-yl)-2H-pyran-2-one			Expected Solid	[O-]C1=CC(=O)OC(=C1)C1=CN=CC=C1	C10H6NO3	InChI=1S/C10H7NO3/c12-8-4-9(14-10(13)5-8)7-2-1-3-11-6-7/h1-6,12H/p-1	HWOWEGAQDKKHDR-UHFFFAOYSA-M	188.0353166	CHEBI:149707		MMDBc0055510
BASm0010977	4-hydroxy-3-[(2E,6E)-farnesyl]-6-(pyridin-3-yl)-2H-pyran-2-one			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC1=C([O-])C=C(OC1=O)C1=CN=CC=C1)=C(\C)CCC=C(C)C	C25H30NO3	InChI=1S/C25H31NO3/c1-18(2)8-5-9-19(3)10-6-11-20(4)13-14-22-23(27)16-24(29-25(22)28)21-12-7-15-26-17-21/h7-8,10,12-13,15-17,27H,5-6,9,11,14H2,1-4H3/p-1/b19-10+,20-13+	ZNJZUQFWKYQGPY-OPBVARBZSA-M	392.2231174	CHEBI:149708		MMDBc0055484
BASm0010978	2-oxo-3-[(8S)-epoxy-(2E,6E)-farnesyl]-6-(pyridin-3-yl)-2H-pyran-4-olate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC1=C([O-])C=C(OC1=O)C1=CN=CC=C1)=C(\C)CC[C@]1([H])OC1(C)C	C25H30NO4	InChI=1S/C25H31NO4/c1-17(7-5-8-18(2)11-13-23-25(3,4)30-23)10-12-20-21(27)15-22(29-24(20)28)19-9-6-14-26-16-19/h6,8-10,14-16,23,27H,5,7,11-13H2,1-4H3/p-1/b17-10+,18-8+/t23-/m0/s1	RZIYORCRADGFNA-AWVGLTPVSA-M	408.218032	CHEBI:149709		MMDBc0055272
BASm0010979	deacetylpyripyropene E			Expected Solid	[H][C@]1(O)CC[C@@]2(C)[C@@]([H])(CC[C@@]3(C)OC4=C(C[C@]23[H])C(=O)OC(=C4)C2=CN=CC=C2)C1(C)C	C25H31NO4	InChI=1S/C25H31NO4/c1-23(2)19-7-10-25(4)20(24(19,3)9-8-21(23)27)12-16-18(30-25)13-17(29-22(16)28)15-6-5-11-26-14-15/h5-6,11,13-14,19-21,27H,7-10,12H2,1-4H3/t19-,20+,21-,24-,25+/m0/s1	HOWVEDNNRUDLMG-XVFVLVJGSA-N	409.2253085	CHEBI:149710		MMDBc0055886
BASm0010980					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C1C(=O)c2c(cc3cc(O)cc(O)c3c2O)CC1(C)O)C(*)=O					CHEBI:149712		
BASm0010981	atrochrysone carboxylate			Expected Solid		C16H13O7		VKCGEUGXAZNCKN-UHFFFAOYNA-M	317.0666763	CHEBI:149713		MMDBc0055738
BASm0010983					*NCC(*)=S					CHEBI:149715		
BASm0010984	alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-[alpha-Neu5Ac-(2->6)]-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-D-Glc		61278-38-4			C48H77N3O37		FCIROHDMPFOSFG-LAVSNGQLSA-L	1287.424688	CHEBI:149717		
BASm0010985	N-(9Z-octadecenoyl)-L-asparagine	N-oleoyl asparagine belongs to the class of compounds known as N-acylamides. These are molecules characterized by a fatty acyl group linked to a primary amine by an amide bond. More specifically, it is an Oleic acid amide of Asparagine. It is believed that there are more than 800 types of N-acylamides in the human body. N-acylamides fall into several categories: amino acid conjugates (e.g., those acyl amides conjugated with amino acids), neurotransmitter conjugates (e.g., those acylamides conjugated with neurotransmitters), ethanolamine conjugates (e.g., those acylamides conjugated to ethanolamine), and taurine conjugates (e.g., those acyamides conjugated to taurine). N-Oleoyl Asparagine is an amino acid conjugate. N-acylamides can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain N-acylamides; 2) medium-chain N-acylamides; 3) long-chain N-acylamides; and 4) very long-chain N-acylamides; 5) hydroxy N-acylamides; 6) branched chain N-acylamides; 7) unsaturated N-acylamides; 8) dicarboxylic N-acylamides and 9) miscellaneous N-acylamides. N-Oleoyl Asparagine is therefore classified as a long chain N-acylamide. N-acyl amides have a variety of signaling functions in physiology, including in cardiovascular activity, metabolic homeostasis, memory, cognition, pain, motor control and others (PMID: 15655504). N-acyl amides have also been shown to play a role in cell migration, inflammation and certain pathological conditions such as diabetes, cancer, neurodegenerative disease, and obesity (PMID: 23144998; PMID: 25136293; PMID: 28854168).N-acyl amides can be synthesized both endogenously and by gut microbiota (PMID: 28854168). N-acylamides can be biosynthesized via different routes, depending on the parent amine group. N-acyl ethanolamines (NAEs) are formed via the hydrolysis of an unusual phospholipid precursor, N-acyl-phosphatidylethanolamine (NAPE), by a specific phospholipase D. N-acyl amino acids are synthesized via a circulating peptidase M20 domain containing 1 (PM20D1), which can catalyze the bidirectional the condensation and hydrolysis of a variety of N-acyl amino acids. The degradation of N-acylamides is largely mediated by an enzyme called fatty acid amide hydrolase (FAAH), which catalyzes the hydrolysis of N-acylamides into fatty acids and the biogenic amines. Many N-acylamides are involved in lipid signaling system through interactions with transient receptor potential channels (TRP). TRP channel proteins interact with N-acyl amides such as N-arachidonoyl ethanolamide (Anandamide), N-arachidonoyl dopamine and others in an opportunistic fashion (PMID: 23178153). This signaling system has been shown to play a role in the physiological processes involved in inflammation (PMID: 25136293). Other N-acyl amides, including N-oleoyl-glutamine, have also been characterized as TRP channel antagonists (PMID: 29967167). N-acylamides have also been shown to have G-protein-coupled receptors (GPCRs) binding activity (PMID: 28854168). The study of N-acylamides is an active area of research and it is likely that many novel N-acylamides will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.				C22H39N2O4		MZSJQKKCFOSWBW-VJIACCKLSA-M	395.2915313	CHEBI:149730	HMDB0241955	
BASm0010986	N-(9Z-octadecenoyl)-L-lysine				CCCCCCCC/C=C\CCCCCCCC(=O)N[C@@H](CCCC[NH3+])C(=O)[O-]		InChI=1S/C24H46N2O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20-23(27)26-22(24(28)29)19-17-18-21-25/h9-10,22H,2-8,11-21,25H2,1H3,(H,26,27)(H,28,29)/b10-9-/t22-/m0/s1	JJUHWJQHBPFMJW-DYYZXQNHSA-N		CHEBI:149731		
BASm0010987	N-(9Z-octadecenoyl)-L-methionine				CCCCCCCC/C=C\CCCCCCCC(=O)N[C@@H](CCSC)C(=O)[O-]		InChI=1S/C23H43NO3S/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-22(25)24-21(23(26)27)19-20-28-2/h10-11,21H,3-9,12-20H2,1-2H3,(H,24,25)(H,26,27)/p-1/b11-10-/t21-/m0/s1	ATFITIQQSWCPIQ-XPTLAUCJSA-M		CHEBI:149732		
BASm0010988	N-(9Z-octadecenoyl)-L-tryptophan				CCCCCCCC/C=C\CCCCCCCC(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)[O-]		InChI=1S/C29H44N2O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-21-28(32)31-27(29(33)34)22-24-23-30-26-20-18-17-19-25(24)26/h9-10,17-20,23,27,30H,2-8,11-16,21-22H2,1H3,(H,31,32)(H,33,34)/p-1/b10-9-/t27-/m0/s1	XAKJNQLDKZLAKM-ZDQMOETHSA-M		CHEBI:149733		
BASm0010989	N-(9Z-octadecenoyl)-L-tyrosine	N-oleoyl tyrosine belongs to the class of compounds known as N-acylamides. These are molecules characterized by a fatty acyl group linked to a primary amine by an amide bond. More specifically, it is an Oleic acid amide of Tyrosine. It is believed that there are more than 800 types of N-acylamides in the human body. N-acylamides fall into several categories: amino acid conjugates (e.g., those acyl amides conjugated with amino acids), neurotransmitter conjugates (e.g., those acylamides conjugated with neurotransmitters), ethanolamine conjugates (e.g., those acylamides conjugated to ethanolamine), and taurine conjugates (e.g., those acyamides conjugated to taurine). N-Oleoyl tyrosine is an amino acid conjugate. N-acylamides can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain N-acylamides; 2) medium-chain N-acylamides; 3) long-chain N-acylamides; and 4) very long-chain N-acylamides; 5) hydroxy N-acylamides; 6) branched chain N-acylamides; 7) unsaturated N-acylamides; 8) dicarboxylic N-acylamides and 9) miscellaneous N-acylamides. N-Oleoyl tyrosine is therefore classified as a long chain N-acylamide. N-acyl amides have a variety of signaling functions in physiology, including in cardiovascular activity, metabolic homeostasis, memory, cognition, pain, motor control and others (PMID: 15655504). N-acyl amides have also been shown to play a role in cell migration, inflammation and certain pathological conditions such as diabetes, cancer, neurodegenerative disease, and obesity (PMID: 23144998; PMID: 25136293; PMID: 28854168).N-acyl amides can be synthesized both endogenously and by gut microbiota (PMID: 28854168). N-acylamides can be biosynthesized via different routes, depending on the parent amine group. N-acyl ethanolamines (NAEs) are formed via the hydrolysis of an unusual phospholipid precursor, N-acyl-phosphatidylethanolamine (NAPE), by a specific phospholipase D. N-acyl amino acids are synthesized via a circulating peptidase M20 domain containing 1 (PM20D1), which can catalyze the bidirectional the condensation and hydrolysis of a variety of N-acyl amino acids. The degradation of N-acylamides is largely mediated by an enzyme called fatty acid amide hydrolase (FAAH), which catalyzes the hydrolysis of N-acylamides into fatty acids and the biogenic amines. Many N-acylamides are involved in lipid signaling system through interactions with transient receptor potential channels (TRP). TRP channel proteins interact with N-acyl amides such as N-arachidonoyl ethanolamide (Anandamide), N-arachidonoyl dopamine and others in an opportunistic fashion (PMID: 23178153). This signaling system has been shown to play a role in the physiological processes involved in inflammation (PMID: 25136293). Other N-acyl amides, including N-oleoyl-glutamine, have also been characterized as TRP channel antagonists (PMID: 29967167). N-acylamides have also been shown to have G-protein-coupled receptors (GPCRs) binding activity (PMID: 28854168). The study of N-acylamides is an active area of research and it is likely that many novel N-acylamides will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.			CCCCCCCC/C=C\CCCCCCCC(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)[O-]	C27H43NO4	InChI=1S/C27H43NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-26(30)28-25(27(31)32)22-23-18-20-24(29)21-19-23/h9-10,18-21,25,29H,2-8,11-17,22H2,1H3,(H,28,30)(H,31,32)/b10-9-/t25-/m0/s1	UOIBFJBJAWHQNM-JRUKXMRZSA-N	445.3192089	CHEBI:149734	HMDB0062337	
BASm0010990	an N-(fatty acyl)-L-asparagine				*C(=O)N[C@@H](CC(N)=O)C(=O)[O-]					CHEBI:149735		
BASm0010991	an N-(fatty acyl)-L-lysine				*C(=O)N[C@@H](CCCC[NH3+])C(=O)[O-]					CHEBI:149736		
BASm0010992	an N-(fatty acyl)-L-methionine				*C(=O)N[C@@H](CCSC)C(=O)[O-]					CHEBI:149737		
BASm0010993	an N-(fatty acyl)-L-tryptophan				*C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)[O-]					CHEBI:149738		
BASm0010994	an N-(fatty acyl)-L-tyrosine				*C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)[O-]					CHEBI:149739		
BASm0010995	an N-(fatty acyl)-L-leucine				*C(=O)N[C@@H](CC(C)C)C(=O)[O-]					CHEBI:149740		
BASm0010996	an N-(fatty acyl)-L-isoleucine				*C(=O)N[C@H](C(=O)[O-])[C@@H](C)CC					CHEBI:149741		
BASm0010997	an N-(fatty acyl)-glycine				*C(=O)NCC(=O)[O-]					CHEBI:149742		
BASm0010998	an N-(fatty acyl)-L-glutamine				*C(=O)N[C@@H](CCC(N)=O)C(=O)[O-]					CHEBI:149743		
BASm0010999	alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-beta-D-GlcNAc-(1->3)-beta-D-Gal-(1->4)-D-Glc				CC(=O)N[C@H]1[C@H](O[C@H]2[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]3[C@H](O)[C@@H](O)C(O)O[C@@H]3CO)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O[C@]2(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O2)[C@H]1O	C37H62N2O29	InChI=1S/C37H62N2O29/c1-9(45)38-17-11(47)3-37(36(58)59,67-29(17)19(49)12(48)4-40)68-31-22(52)15(7-43)63-35(26(31)56)65-28-18(39-10(2)46)33(61-13(5-41)20(28)50)66-30-21(51)14(6-42)62-34(25(30)55)64-27-16(8-44)60-32(57)24(54)23(27)53/h11-35,40-44,47-57H,3-8H2,1-2H3,(H,38,45)(H,39,46)(H,58,59)	IOAPDMZSLCJVCR-UHFFFAOYSA-N	998.343824	CHEBI:149746		
BASm0011000	2-methyl-L-serine				C[C@]([NH3+])(CO)C(=O)[O-]	C4H9NO3	InChI=1S/C4H9NO3/c1-4(5,2-6)3(7)8/h6H,2,5H2,1H3,(H,7,8)	CDUUKBXTEOFITR-UHFFFAOYSA-N	119.0582432	CHEBI:149759	HMDB0240310	
BASm0011001	2-ethyl-L-serine					C5H11NO3		BBDCDIPAXJTFJT-YFKPBYRVSA-N	133.0738932	CHEBI:149760		
BASm0011002	2-carboxy-L-lyxonate					C6H8O8		CQIRJDZGDXTXKF-STHAYSLISA-L	208.0230144	CHEBI:149765		
BASm0011003	1-(10Z-heptadecenoyl)-sn-glycero-3-phosphoethanolamine					C22H44NO7P		RVPLNCFWJATBMI-GIWCCYDRSA-N	465.2855398	CHEBI:149768		
BASm0011004	1-(10Z-heptadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine					C42H74NO8P		XLNIMUOAEAYAMC-SBGKTPPBSA-N	751.5152053	CHEBI:149769		
BASm0011005	1-(10Z-heptadecenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine					C40H74NO8P		QMZZFUUVJUZBAT-ZFKWIENVSA-N	727.5152053	CHEBI:149770		
BASm0011006	N-(9Z,12Z-octadecadienoyl)-glycine					C20H34NO3		YCRHZEHWEYAHCO-HZJYTTRNSA-M	336.2544175	CHEBI:150011	HMDB0240344	
BASm0011007	dihydrogeodin			Expected Solid		C17H12Cl2O7		AXIPUIQLQUNOCF-UHFFFAOYSA-L	397.9971053	CHEBI:150012		MMDBc0054459
BASm0011008	emodin anthrone	Emodinanthranol is found in alcoholic beverages. Emodinanthranol is isolated from Hypericum perforatum (St. John's wort).	491-60-1		Cc1cc(O)c2c(c1)Cc1cc(O)cc(O)c1C2=O	C15H12O4	InChI=1S/C15H12O4/c1-7-2-8-4-9-5-10(16)6-12(18)14(9)15(19)13(8)11(17)3-7/h2-3,5-6,16-18H,4H2,1H3	LAJSXCAVRQXZIO-UHFFFAOYSA-N	256.0735589	CHEBI:150013	HMDB0036457	
BASm0011009	1-phenylpropylamine				CCC([NH3+])c1ccccc1	C9H14N	InChI=1S/C9H13N/c1-2-9(10)8-6-4-3-5-7-8/h3-7,9H,2,10H2,1H3/p+1	AQFLVLHRZFLDDV-UHFFFAOYSA-O	136.1120759	CHEBI:150015		
BASm0011010	atrochrysone			Expected Solid	CC1(O)CC(=O)c2c(cc3cc(O)cc(O)c3c2O)C1	C15H14O5	InChI=1S/C15H14O5/c1-15(20)5-8-2-7-3-9(16)4-10(17)12(7)14(19)13(8)11(18)6-15/h2-4,16-17,19-20H,5-6H2,1H3	FELQSDLZFDTZJN-UHFFFAOYSA-N	274.0841236	CHEBI:150016		MMDBc0054351
BASm0011011	3-aminobutanoate	3-aminobutyrate is classified as a beta amino acid or a Beta amino acid derivative. Beta amino acids are amino acids having a (-NH2) group attached to the beta carbon atom. 3-aminobutyrate is considered to be a soluble (in water) and a weak acidic compound. 3-aminobutyrate can be found in feces.			CC([NH3+])CC(=O)[O-]	C4H9NO2	InChI=1S/C4H9NO2/c1-3(5)2-4(6)7/h3H,2,5H2,1H3,(H,6,7)	OQEBBZSWEGYTPG-UHFFFAOYSA-N	103.0633285	CHEBI:150018	HMDB0094693	
BASm0011012	3,8,9,10-tetrahydroxy-6-methyl-1,4-dihydroanthracen-1-one			Expected Solid	Cc1cc(O)c2c(O)c3c(c(O)c2c1)CC(O)=CC3=O	C15H12O5	InChI=1S/C15H12O5/c1-6-2-8-12(10(17)3-6)15(20)13-9(14(8)19)4-7(16)5-11(13)18/h2-3,5,16-17,19-20H,4H2,1H3	LJRSVKUSUARDIJ-UHFFFAOYSA-N	272.0684735	CHEBI:150020		MMDBc0055438
BASm0011013	(3R)-3,8,9,10-tetrahydroxy-6-methyl-1,2,3,4-tetrahydroanthracen-1-one			Expected Solid	Cc1cc(O)c2c(O)c3c(c(O)c2c1)C[C@@H](O)CC3=O	C15H14O5	InChI=1S/C15H14O5/c1-6-2-8-12(10(17)3-6)15(20)13-9(14(8)19)4-7(16)5-11(13)18/h2-3,7,16-17,19-20H,4-5H2,1H3/t7-/m1/s1	KKXGLTXTYPCGPF-SSDOTTSWSA-N	274.0841236	CHEBI:150021		MMDBc0054904
BASm0011014	(4S,8R)-2,13,16,20-tetrahydroxy-7,9-dioxapentacyclo[10.8.0.0(3,10).0(4,8).0(14,19)]icosa-1(12),2,5,10,13,16,19-heptaen-18-one			Expected Solid	O=C1C=C(O)Cc2c1c(O)c1c(O)c3c(cc1c2O)O[C@H]1OC=C[C@@H]31	C18H12O7	InChI=1S/C18H12O7/c19-6-3-8-12(10(20)4-6)16(22)14-9(15(8)21)5-11-13(17(14)23)7-1-2-24-18(7)25-11/h1-2,4-5,7,18-19,21-23H,3H2/t7-,18+/m0/s1	DWIQZFOGDHNQGC-ULCDLSAGSA-N	340.0583027	CHEBI:150859		MMDBc0054960
BASm0011015	(4S,8R,16R)-2,13,16,20-tetrahydroxy-7,9-dioxapentacyclo[10.8.0.0(3,10).0(4,8).0(14,19)]icosa-1(12),2,5,10,13,19-hexaen-18-one			Expected Solid	O=C1C[C@H](O)Cc2c1c(O)c1c(O)c3c(cc1c2O)O[C@H]1OC=C[C@@H]31	C18H14O7	InChI=1S/C18H14O7/c19-6-3-8-12(10(20)4-6)16(22)14-9(15(8)21)5-11-13(17(14)23)7-1-2-24-18(7)25-11/h1-2,5-7,18-19,21-23H,3-4H2/t6-,7+,18-/m1/s1	QATMRPSCQAYYCA-OIROLDLGSA-N	342.0739528	CHEBI:150860		MMDBc0054959
BASm0011016	3-phenylpropylamine				[NH3+]CCCc1ccccc1	C9H13N	InChI=1S/C9H13N/c10-8-4-7-9-5-2-1-3-6-9/h1-3,5-6H,4,7-8,10H2	LYUQWQRTDLVQGA-UHFFFAOYSA-N	135.1047994	CHEBI:150861	HMDB0245973	
BASm0011017	pre-mycofactocin			Expected Solid	CC1(C)C(=O)C(=O)NC1Cc1ccc(O)cc1	C13H15NO3	InChI=1S/C13H15NO3/c1-13(2)10(14-12(17)11(13)16)7-8-3-5-9(15)6-4-8/h3-6,10,15H,7H2,1-2H3,(H,14,17)	MNKCCFOQDGJSLR-UHFFFAOYSA-N	233.1051933	CHEBI:150862		MMDBc0056257
BASm0011018	3-amino-5-[(4-hydroxyphenyl)methyl]-4,4-dimethyl-2-pyrrolidin-2-one			Expected Solid	CC1(C)C(Cc2ccc(O)cc2)NC(=O)C1[NH3+]	C13H19N2O2	InChI=1S/C13H18N2O2/c1-13(2)10(15-12(17)11(13)14)7-8-3-5-9(16)6-4-8/h3-6,10-11,16H,7,14H2,1-2H3,(H,15,17)/p+1	MCRWIHVHOLDIFL-UHFFFAOYSA-O	235.1441043	CHEBI:150863		MMDBc0055346
BASm0011019	5-[(4-hydroxyphenyl)methyl]-3-imino-4,4-dimethylpyrrolidin-2-one	A member of the class of pyrrolidin-2-ones that is 3-iminopyrrolidin-2-one which is substituted by two methyl groups at position 4 and by a 4-hydroxybenzyl group at position 5.			CC1(C)C(=N)C(=O)NC1Cc1ccc(O)cc1	C13H16N2O2	InChI=1S/C13H16N2O2/c1-13(2)10(15-12(17)11(13)14)7-8-3-5-9(16)6-4-8/h3-6,10,14,16H,7H2,1-2H3,(H,15,17)	RMXPIGPTRDTXGT-UHFFFAOYSA-N		CHEBI:150864		
BASm0011020	2,4,6-trihydroxyphenylhexan-1-one	A 2-acylphloroglucinol in which the acyl group is specified as hexanoyl. It is the intermediate biosynthetic precursor for differentiation-inducing factor 1 (DIF-1).			CCCCCC(=O)c1c(O)cc(O)cc1O	C12H16O4	InChI=1S/C12H16O4/c1-2-3-4-5-9(14)12-10(15)6-8(13)7-11(12)16/h6-7,13,15-16H,2-5H2,1H3	RGMMTOZHCJCZRW-UHFFFAOYSA-N		CHEBI:150865		
BASm0011021	(+)-geodin			Expected Solid	COC(=O)C1=CC(=O)C=C(OC)[C@]12Oc1c(Cl)c(C)c(Cl)c([O-])c1C2=O	C17H11Cl2O7	InChI=1S/C17H12Cl2O7/c1-6-11(18)13(21)10-14(12(6)19)26-17(15(10)22)8(16(23)25-3)4-7(20)5-9(17)24-2/h4-5,21H,1-3H3/p-1/t17-/m1/s1	LUBKKVGXMXTXOZ-QGZVFWFLSA-M	396.9887317	CHEBI:150868		MMDBc0054735
BASm0011022	cholesteryl (7Z)-octadecenoate				CCCCCCCCCC/C=C\CCCCCC(=O)O[C@H]1CC[C@@]2(C)C(=CCC3C4CCC([C@H](C)CCCC(C)C)[C@@]4(C)CCC32)C1		InChI=1S/C45H78O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25-43(46)47-38-30-32-44(5)37(34-38)26-27-39-41-29-28-40(36(4)24-22-23-35(2)3)45(41,6)33-31-42(39)44/h16-17,26,35-36,38-42H,7-15,18-25,27-34H2,1-6H3/b17-16-/t36-,38+,39?,40?,41?,42?,44+,45-/m1/s1	MREOOHOCPSHRGR-AFFZRSIFSA-N		CHEBI:152049		
BASm0011023	(7Z)-octadecenoyl-CoA			Expected Solid	CCCCCCCCCC/C=C\CCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C39H64N7O17P3S	InChI=1S/C39H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h13-14,26-28,32-34,38,49-50H,4-12,15-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/p-4/b14-13-/t28-,32-,33-,34+,38-/m1/s1	IVOWZZDWEHGSGB-JUGOISETSA-J	1027.33142	CHEBI:152050		MMDBc0048679
BASm0011024	nataloe emodin					C15H9O5		WLOSKKPZIOUGFB-UHFFFAOYSA-M	269.045547	CHEBI:152055	HMDB0176687	
BASm0011025	cladofulvin			Expected Solid		C30H16O10		XHKQDFVQROFUEL-UHFFFAOYSA-L	536.0754439	CHEBI:152057		MMDBc0011464
BASm0011026	(3-chloro-2,4,6-trihydroxyphenyl)hexan-1-one	A phenolate anion resulting from the removal of a proton from the phenolic hydroxy group of (3-chloro-2,4,6-trihydroxyphenyl)hexan-1-one that is para to the hexanoyl group. It is the major species at pH 7.3.				C12H14ClO4		OTRYFPNTAFPSBU-UHFFFAOYSA-M	257.0586102	CHEBI:152555		
BASm0011027	(15S)-15-hydroperoxy-prostaglandin E2					C20H31O6		RGQICUMNQVAHES-ARSRFYASSA-M	367.2126123	CHEBI:152564		
BASm0011028	beta-D-GalNAc-(1->4)-alpha-L-IdoA-(1->3)-beta-D-GalNAc-4-sulfate-(1->4)-alpha-L-IdoA-(1->3)-D-GalNAc-4-sulfate					C36H53N3O34S2		JPDWLRJMWHYFTN-LYWAPBACSA-J	1135.197382	CHEBI:152565		
BASm0011029	alpha-L-IdoA-(1->3)-beta-D-GalNAc-4-sulfate-(1->4)-alpha-L-IdoA-(1->3)-D-GalNAc-4-sulfate					C28H40N2O29S2		IEQBVJNSCPUISF-LVHQNXSRSA-J	932.1180099	CHEBI:152566		
BASm0011030	N-acetyl-beta-D-6-sulfogalactosaminyl-(1->4)-alpha-L-iduronyl-(1->3)-N-acetyl-D-6-sulfogalactosamine					C22H33N2O23S2		JYUWZQTYAWSZTE-CBMSEYHFSA-K	757.0931984	CHEBI:152567		
BASm0011031	alpha-L-iduronyl-(1->3)-N-acetyl-D-6-sulfogalactosamine					C14H21NO15S		HMCUNCSRFXXUOR-DAXMSAKASA-L	475.0642873	CHEBI:152568	HMDB0160737	
BASm0011032	sn-3-O-phytanylglycerol 1-phosphate			Expected Solid	[H][C@@](C)(CCCC(C)C)CCC[C@@]([H])(C)CCC[C@@]([H])(C)CCOC[C@]([H])(O)COP([O-])([O-])=O	C23H47O6P	InChI=1S/C23H49O6P/c1-19(2)9-6-10-20(3)11-7-12-21(4)13-8-14-22(5)15-16-28-17-23(24)18-29-30(25,26)27/h19-24H,6-18H2,1-5H3,(H2,25,26,27)/p-2/t20-,21-,22-,23+/m1/s1	WCBOMWXMXNCTOM-ODAXIHTASA-L	450.3121234	CHEBI:152569		MMDBc0056309
BASm0011033	beta-D-glucosyl-(1->4)-D-galactose	A glycosylgalactose consisting of beta-D-glucopyranose and D-galactopyranose residues joined in sequence by a (1->4) glycosidic bond.				C12H22O11		GUBGYTABKSRVRQ-NIUKIHERSA-N	342.1162115	CHEBI:152811		
BASm0011034	N-acetyl-D-6-sulfogalactosamine		10356-99-7			C8H14NO9S		WJFVEEAIYIOATH-KEWYIRBNSA-M	300.0394758	CHEBI:153064		
BASm0011035	(S)-oxalosuccinate			Expected Solid	[H][C@@](CC([O-])=O)(C([O-])=O)C(=O)C([O-])=O	C6H3O7	InChI=1S/C6H6O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2H,1H2,(H,7,8)(H,10,11)(H,12,13)/p-3/t2-/m0/s1	UFSCUAXLTRFIDC-REOHCLBHSA-K	186.9895232	CHEBI:153066		MMDBc0055075
BASm0011036	2-[(E)-caffeoyl]-D-threo-isocitrate(3-)			Expected Solid		C15H11O10		KYSQDMNDMYECNZ-GGKWECFFSA-K	351.0368673	CHEBI:153067		MMDBc0054780
BASm0011037	solabiose					C12H22O11		QIGJYVCQYDKYDW-KQBIKJCISA-N	342.1162115	CHEBI:155139		
BASm0011038	N-acetyl-D-muramoyl-L-alanyl-D-isoglutamine				CC(=O)N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H](C)C(=O)N[C@@H](C)C(=O)N[C@H](CCC(=O)[O-])C(N)=O	C19H32N4O11	InChI=1S/C19H32N4O11/c1-7(17(30)23-10(16(20)29)4-5-12(26)27)21-18(31)8(2)33-15-13(22-9(3)25)19(32)34-11(6-24)14(15)28/h7-8,10-11,13-15,19,24,28,32H,4-6H2,1-3H3,(H2,20,29)(H,21,31)(H,22,25)(H,23,30)(H,26,27)	BSOQXXWZTUDTEL-UHFFFAOYSA-N	492.2067579	CHEBI:155830	HMDB0246932	
BASm0011040	glycyl-sarcosine				CN(CC(O)=O)C(=O)CN	C5H10N2O3	InChI=1S/C5H10N2O3/c1-7(3-5(9)10)4(8)2-6/h2-3,6H2,1H3,(H,9,10)	VYAMLSCELQQRAE-UHFFFAOYSA-N	146.0691422	CHEBI:155838	HMDB0252887	
BASm0011041	(3R)-3-hydroxy-L-glutamate			Expected Solid	[H][C@@](O)(CC([O-])=O)[C@]([H])(N)C(O)=O	C5H8NO5	InChI=1S/C5H9NO5/c6-4(5(10)11)2(7)1-3(8)9/h2,4,7H,1,6H2,(H,8,9)(H,10,11)/p-1/t2-,4+/m1/s1	LKZIEAUIOCGXBY-FONMRSAGSA-M	162.0407959	CHEBI:155841		MMDBc0054897
BASm0011042					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCCC=C)C(*)=O					CHEBI:155842		
BASm0011043					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCCC#C)C(*)=O					CHEBI:155843		
BASm0011044	(+)-6-hydroxypinoresinol	A member of the class of pinoresinols that is (+)-pinoresinol carrying a hydroxy group at position 1S.			COc1cc([C@H]2OC[C@H]3[C@@H]2CO[C@]3(O)c2ccc(O)c(OC)c2)ccc1O	C20H22O7	InChI=1S/C20H22O7/c1-24-17-7-11(3-5-15(17)21)19-13-9-27-20(23,14(13)10-26-19)12-4-6-16(22)18(8-12)25-2/h3-8,13-14,19,21-23H,9-10H2,1-2H3/t13-,14-,19+,20+/m0/s1	JGWZMWCBIAYEIJ-AFHBHXEDSA-N		CHEBI:155844		
BASm0011045	25-hydroxycholest-4-en-3-one				C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H44O2	InChI=1S/C27H44O2/c1-18(7-6-14-25(2,3)29)22-10-11-23-21-9-8-19-17-20(28)12-15-26(19,4)24(21)13-16-27(22,23)5/h17-18,21-24,29H,6-16H2,1-5H3	APRTUYUNMHTWBF-UHFFFAOYSA-N	400.3341307	CHEBI:155845		
BASm0011046	L-leucyl-L-proline	Leucylproline is a dipeptide composed of leucine and proline. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. It is found in urine (PMID: 3782411).	6403-35-6	Solid	CC(C)C[C@H]([NH3+])C(=O)N1CCC[C@H]1C(=O)[O-]	C11H20N2O3	InChI=1S/C11H20N2O3/c1-7(2)6-8(12)10(14)13-5-3-4-9(13)11(15)16/h7-9H,3-6,12H2,1-2H3,(H,15,16)/t8-,9-/m0/s1	VTJUNIYRYIAIHF-IUCAKERBSA-N	228.1473925	CHEBI:155847	HMDB0011175	
BASm0011047	L-alanyl-L-proline	Alanylproline is a dipeptide composed of alanine and proline. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.	13485-59-1	Solid	C[C@H]([NH3+])C(=O)N1CCC[C@H]1C(=O)[O-]	C8H14N2O3	InChI=1S/C8H14N2O3/c1-5(9)7(11)10-4-2-3-6(10)8(12)13/h5-6H,2-4,9H2,1H3,(H,12,13)/t5-,6-/m0/s1	WPWUFUBLGADILS-WDSKDSINSA-N	186.1004423	CHEBI:155848	HMDB0028695	
BASm0011048	L-alanyl-L-prolylglycine	A tripeptide zwitterion resulting from the transfer of a proton from the carboxy group to the amino group of Ala-Pro-Gly. Major microspecies at pH 7.3.			C[C@H]([NH3+])C(=O)N1CCC[C@H]1C(=O)NCC(=O)[O-]	C10H17N3O4	InChI=1S/C10H17N3O4/c1-6(11)10(17)13-4-2-3-7(13)9(16)12-5-8(14)15/h6-7H,2-5,11H2,1H3,(H,12,16)(H,14,15)/t6-,7-/m0/s1	UGTHTQWIQKEDEH-BQBZGAKWSA-N		CHEBI:155849		
BASm0011049	glycylglycyl-L-isoleucine	A tripeptide zwitterion resulting from the transfer of a proton from the carboxy group to the amino group of Gly-Gly-Ile. Major microspecies at pH 7.3.			CC[C@H](C)[C@H](NC(=O)CNC(=O)C[NH3+])C(=O)[O-]	C10H19N3O4	InChI=1S/C10H19N3O4/c1-3-6(2)9(10(16)17)13-8(15)5-12-7(14)4-11/h6,9H,3-5,11H2,1-2H3,(H,12,14)(H,13,15)(H,16,17)/t6-,9-/m0/s1	XMPXVJIDADUOQB-RCOVLWMOSA-N		CHEBI:155850		
BASm0011050	glycylglycyl-L-proline	A tripeptide zwitterion resulting from the transfer of a proton from the carboxy group to the amino group of Gly-Gly-Pro. Major microspecies at pH 7.3.			[NH3+]CC(=O)NCC(=O)N1CCC[C@H]1C(=O)[O-]	C9H15N3O4	InChI=1S/C9H15N3O4/c10-4-7(13)11-5-8(14)12-3-1-2-6(12)9(15)16/h6H,1-5,10H2,(H,11,13)(H,15,16)/t6-/m0/s1	BUEFQXUHTUZXHR-LURJTMIESA-N		CHEBI:155851		
BASm0011051	(2R)-2-hydroxy-4-(methylsulfanyl)butanoate		120-91-2		CSCC[C@@H](O)C(=O)[O-]	C5H10O3S	InChI=1S/C5H10O3S/c1-9-3-2-4(6)5(7)8/h4,6H,2-3H2,1H3,(H,7,8)	ONFOSYPQQXJWGS-UHFFFAOYSA-N		CHEBI:155852		
BASm0011052	(2R)-4-(dimethylsulfaniumyl)-2-hydroxybutanoate				C[S+](C)CC[C@@H](O)C(=O)[O-]		InChI=1S/C6H12O3S/c1-10(2)4-3-5(7)6(8)9/h5,7H,3-4H2,1-2H3/t5-/m1/s1	BEBZGOSIJCIAKQ-RXMQYKEDSA-N		CHEBI:155853		
BASm0011053	4-[(2E,7S,8E,10E,13R,14R,16E,18E)-14-ethyl-7,13-dihydroxy-2,16,18-trimethylicosa-2,8,10,16,18-pentaenoyl]-2-methylidene-5-oxo-2,5-dihydro-1H-pyrrol-3-olate			Expected Solid	C=C1NC(=O)C(C(=O)/C(C)=C/CCC[C@H](O)/C=C/C=C/C[C@@H](O)[C@H](CC)C/C(C)=C/C(C)=C/C)=C1[O-]	C30H42NO5	InChI=1S/C30H43NO5/c1-7-20(3)18-21(4)19-24(8-2)26(33)17-11-9-10-15-25(32)16-13-12-14-22(5)28(34)27-29(35)23(6)31-30(27)36/h7,9-11,14-15,18,24-26,32-33,35H,6,8,12-13,16-17,19H2,1-5H3,(H,31,36)/p-1/b11-9+,15-10+,20-7+,21-18+,22-14+/t24-,25-,26-/m1/s1	FCGZEXQWFXATHB-NGHADPOJSA-M	496.306847	CHEBI:155854		MMDBc0055465
BASm0011054	4-[(1R,2R,4aS,5S,8aR)-2-[(2R,3R,5E,7E)-3-ethyl-2-hydroxy-5,7-dimethylnona-5,7-dien-1-yl]-5-hydroxy-1-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbonyl]-2-methylidene-5-oxo-2,5-dihydro-1H-pyrrol-3-olate			Expected Solid	C=C1NC(=O)C(C(=O)[C@@]2(C)[C@@H]3CCC[C@H](O)[C@H]3C=C[C@H]2C[C@@H](O)[C@H](CC)C/C(C)=C/C(C)=C/C)=C1[O-]	C30H42NO5	InChI=1S/C30H43NO5/c1-7-17(3)14-18(4)15-20(8-2)25(33)16-21-12-13-22-23(10-9-11-24(22)32)30(21,6)28(35)26-27(34)19(5)31-29(26)36/h7,12-14,20-25,32-34H,5,8-11,15-16H2,1-4,6H3,(H,31,36)/p-1/b17-7+,18-14+/t20-,21+,22+,23-,24+,25-,30-/m1/s1	WAHHOBXSQMNWES-RPKBUXNYSA-M	496.306847	CHEBI:155855		MMDBc0055463
BASm0011055	(1S,3R,6R,8R,9R,11R,14S,15S,19R,20R)-8-ethyl-9,15-dihydroxy-3,4,6,20-tetramethyl-21,23-dioxo-24-azapentacyclo[20.2.1.0(1,6).0(11,20).0(14,19)]pentacosa-4,12,22(25)-trien-25-olate			Expected Solid	CC[C@@H]1C[C@]2(C)C=C(C)[C@H](C)C[C@]23NC(=O)C(=C3[O-])C(=O)[C@@]2(C)[C@@H]3CCC[C@H](O)[C@H]3C=C[C@H]2C[C@H]1O	C30H42NO5	InChI=1S/C30H43NO5/c1-6-18-15-28(4)13-16(2)17(3)14-30(28)26(35)24(27(36)31-30)25(34)29(5)19(12-23(18)33)10-11-20-21(29)8-7-9-22(20)32/h10-11,13,17-23,32-33,35H,6-9,12,14-15H2,1-5H3,(H,31,36)/p-1/t17-,18-,19+,20+,21-,22+,23-,28+,29-,30-/m1/s1	FVMMLTQICWHKRS-XEYQCMGESA-M	496.306847	CHEBI:155856		MMDBc0054776
BASm0011056	dehydrocitreoisocoumarin			Expected Solid	CC(=O)CC(=O)Cc1cc2cc(O)cc(O)c2c(=O)o1	C14H12O6	InChI=1S/C14H12O6/c1-7(15)2-9(16)5-11-4-8-3-10(17)6-12(18)13(8)14(19)20-11/h3-4,6,17-18H,2,5H2,1H3	XEKXZRSDQWXNPC-UHFFFAOYSA-N	276.0633881	CHEBI:155857		MMDBc0055892
BASm0011057	6,8-dihydroxy-3-(2-oxopropyl)-isocoumarin			Expected Solid	CC(=O)Cc1cc2cc(O)cc(O)c2c(=O)o1	C12H10O5	InChI=1S/C12H10O5/c1-6(13)2-9-4-7-3-8(14)5-10(15)11(7)12(16)17-9/h3-5,14-15H,2H2,1H3	ASXQQFFJWJUYLO-UHFFFAOYSA-N	234.0528234	CHEBI:155858		MMDBc0055613
BASm0011058					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CC(=O)CC(=O)CC(=O)CC(C)=O)C(*)=O					CHEBI:155859		
BASm0011059	2,4-dihydroxy-3-methyl-6-(2-oxopropyl)benzaldehyde			Expected Solid	CC(=O)Cc1cc(O)c(C)c(O)c1C=O	C11H12O4	InChI=1S/C11H12O4/c1-6(13)3-8-4-10(14)7(2)11(15)9(8)5-12/h4-5,14-15H,3H2,1-2H3	NYFZWIIIOFTTKN-UHFFFAOYSA-N	208.0735589	CHEBI:155860		MMDBc0008443
BASm0011060	6-[(3E,5E,7S)-5,7-dimethyl-2-oxonona-3,5-dienyl]-2,4-dihydroxy-3-methylbenzaldehyde			Expected Solid	CC[C@H](C)/C=C(C)/C=C/C(=O)Cc1cc(O)c(C)c(O)c1C=O	C19H24O4	InChI=1S/C19H24O4/c1-5-12(2)8-13(3)6-7-16(21)9-15-10-18(22)14(4)19(23)17(15)11-20/h6-8,10-12,22-23H,5,9H2,1-4H3/b7-6+,13-8+/t12-/m0/s1	SRUILBLGVMJFPG-YDROHTJRSA-N	316.1674593	CHEBI:155861		MMDBc0055594
BASm0011061	2,4-dihydroxy-6-[(3E,5E,7E)-2-oxonona-3,5,7-trienyl]benzaldehyde			Expected Solid	C/C=C/C=C/C=C/C(=O)Cc1cc([O-])cc(O)c1C=O	C16H15O4	InChI=1S/C16H16O4/c1-2-3-4-5-6-7-13(18)8-12-9-14(19)10-16(20)15(12)11-17/h2-7,9-11,19-20H,8H2,1H3/p-1/b3-2+,5-4+,7-6+	LITHMLBEDFFPOX-ICDJNDDTSA-M	271.0975825	CHEBI:155862		MMDBc0055298
BASm0011062	orsellinaldehyde			Expected Solid	Cc1cc(O)cc(O)c1C=O	C8H8O3	InChI=1S/C8H8O3/c1-5-2-6(10)3-8(11)7(5)4-9/h2-4,10-11H,1H3	LJFQTUKKYWDRAT-UHFFFAOYSA-N	152.0473441	CHEBI:155863		MMDBc0017428
BASm0011063	2,4-dihydroxy-3-methyl-6-(2-oxoundecyl)benzaldehyde			Expected Solid	CCCCCCCCCC(=O)CC1=CC(O)=C(C)C(O)=C1C=O	C19H28O4	InChI=1S/C19H28O4/c1-3-4-5-6-7-8-9-10-16(21)11-15-12-18(22)14(2)19(23)17(15)13-20/h12-13,22-23H,3-11H2,1-2H3	FOEJULHRUDNBNT-UHFFFAOYSA-N	320.1987594	CHEBI:155864		MMDBc0055297
BASm0011064					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C/C(C)=C/[C@@H](C)CC)C(*)=O					CHEBI:155871		
BASm0011065					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C/C=C/C=C/C)C(*)=O					CHEBI:155872		
BASm0011066	2-butyloctyl sulfate					C12H25O4S		CYEJSYGBYQRTPJ-UHFFFAOYNA-M	265.147904	CHEBI:155873		
BASm0011071	8-epi-ilicicolin H			Expected Solid	[H]\C(C)=C(\[H])[C@@]1([H])[C@]([H])(C=C(C)[C@@]2([H])CC[C@]([H])(C)C[C@]12[H])C(=O)C1=C(O)C(=CN=C1O)C1=CC=C(O)C=C1	C27H31NO4	InChI=1S/C27H31NO4/c1-4-5-20-21-12-15(2)6-11-19(21)16(3)13-22(20)25(30)24-26(31)23(14-28-27(24)32)17-7-9-18(29)10-8-17/h4-5,7-10,13-15,19-22,29H,6,11-12H2,1-3H3,(H2,28,31,32)/b5-4+/t15-,19+,20+,21-,22-/m0/s1	BYVVOONSAAQMKI-NMEWZTTESA-N	433.2253085	CHEBI:155888		MMDBc0055654
BASm0011072	3-[(2E,4E,8S,10E,12Z)-4,8-dimethyltetradeca-2,4,10,12-tetraenoyl]-4-hydroxy-5-(4-hydroxyphenyl)-1,2-dihydropyridin-2-one			Expected Solid	[H]\C(C)=C(/[H])\C(\[H])=C(/[H])C[C@@]([H])(C)CC\C([H])=C(/C)\C(\[H])=C(/[H])C(=O)C1=C(O)C(=CN=C1O)C1=CC=C(O)C=C1	C27H31NO4	InChI=1S/C27H31NO4/c1-4-5-6-7-9-19(2)10-8-11-20(3)12-17-24(30)25-26(31)23(18-28-27(25)32)21-13-15-22(29)16-14-21/h4-7,11-19,29H,8-10H2,1-3H3,(H2,28,31,32)/b5-4-,7-6+,17-12+,20-11+/t19-/m1/s1	WEDGCCUNYOUPHX-BQACNKTJSA-N	433.2253085	CHEBI:155889		MMDBc0055335
BASm0011073	(3E,5S)-3-[(2E,4E,8S,10E,12Z)-1-hydroxy-4,8-dimethyltetradeca-2,4,10,12-tetraen-1-ylidene]-5-[(4-hydroxyphenyl)methyl]pyrrolidine-2,4-dione			Expected Solid	[H]\C(C)=C(/[H])\C(\[H])=C(/[H])C[C@@]([H])(C)CC\C([H])=C(/C)\C(\[H])=C(/[H])\C(\O)=C1/C(O)=N[C@@]([H])(CC2=CC=C([O-])C=C2)C1=O	C27H32NO4	InChI=1S/C27H33NO4/c1-4-5-6-7-9-19(2)10-8-11-20(3)12-17-24(30)25-26(31)23(28-27(25)32)18-21-13-15-22(29)16-14-21/h4-7,11-17,19,23,29-30H,8-10,18H2,1-3H3,(H,28,32)/p-1/b5-4-,7-6+,17-12+,20-11+,25-24+/t19-,23+/m1/s1	YSSAANFDQOSWCH-KTTQBTPYSA-M	434.2336821	CHEBI:155890		MMDBc0054881
BASm0011074					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)CC(=O)/C=C/C(C)=C/CC[C@H](C)C/C=C\C=C\C)C(*)=O					CHEBI:155893		
BASm0011075	dauca-4,7-diene			Expected Solid	[H][C@]12CC=C(C)CC[C@]1(C)CCC2=C(C)C	C15H24	InChI=1S/C15H24/c1-11(2)13-8-10-15(4)9-7-12(3)5-6-14(13)15/h5,14H,6-10H2,1-4H3/t14-,15-/m1/s1	BHSLMCXELUOVBY-HUUCEWRRSA-N	204.1878008	CHEBI:155906		MMDBc0055885
BASm0011076	asperaculane D			Expected Solid	[H][C@]12CC=C(C)CC[C@]1(C)CC\C2=C(\C)C([O-])=O	C15H21O2	InChI=1S/C15H22O2/c1-10-4-5-13-12(11(2)14(16)17)7-9-15(13,3)8-6-10/h4,13H,5-9H2,1-3H3,(H,16,17)/p-1/b12-11+/t13-,15-/m1/s1	KFDDUAXEWGCSIT-QXFGWPSGSA-M	233.1547035	CHEBI:155907		MMDBc0055735
BASm0011077	asperaculane E			Expected Solid	[H][C@]12CC=C(C)C[C@]([H])(O)[C@]1(C)CC\C2=C(\C)C([O-])=O	C15H21O3	InChI=1S/C15H22O3/c1-9-4-5-12-11(10(2)14(17)18)6-7-15(12,3)13(16)8-9/h4,12-13,16H,5-8H2,1-3H3,(H,17,18)/p-1/b11-10+/t12-,13+,15-/m1/s1	UBTZCHHLMCBTIV-WDHFGGHWSA-M	249.1496181	CHEBI:155909		MMDBc0055736
BASm0011078	aculene D			Expected Solid	[H][C@]12CC=C(C)C[C@]([H])(O)[C@]1(C)C(=O)C=C2CC	C14H20O2	InChI=1S/C14H20O2/c1-4-10-8-13(16)14(3)11(10)6-5-9(2)7-12(14)15/h5,8,11-12,15H,4,6-7H2,1-3H3/t11-,12+,14-/m1/s1	IIQOUDJDCRTCJY-MBNYWOFBSA-N	220.1463299	CHEBI:155910		MMDBc0055678
BASm0011079	asperaculane G			Expected Solid	[H][C@@]1(O)C\C(=C(\C)C([O-])=O)[C@@]2([H])CC=C(C)C[C@]([H])(O)[C@]12C	C15H21O4	InChI=1S/C15H22O4/c1-8-4-5-11-10(9(2)14(18)19)7-13(17)15(11,3)12(16)6-8/h4,11-13,16-17H,5-7H2,1-3H3,(H,18,19)/p-1/b10-9+/t11-,12+,13-,15-/m1/s1	SFKVYZKKPMSRCR-JBOWGTNDSA-M	265.1445327	CHEBI:155911		MMDBc0055737
BASm0011080	aculene C			Expected Solid	[H][C@]1(O)CC(C)=CC=C2C(CC)=CC(=O)[C@@]12C	C14H18O2	InChI=1S/C14H18O2/c1-4-10-8-13(16)14(3)11(10)6-5-9(2)7-12(14)15/h5-6,8,12,15H,4,7H2,1-3H3/t12-,14+/m0/s1	UCCFSWQSMDQYHO-GXTWGEPZSA-N	218.1306798	CHEBI:155912		MMDBc0012099
BASm0011081	aculene B			Expected Solid	CCC1=CC(=O)[C@@]2(C)[C@@H](OC(=O)[C@@H]3CCC[NH2+]3)CC(C)=CC[C@H]12	C19H27NO3	InChI=1S/C19H27NO3/c1-4-13-11-16(21)19(3)14(13)8-7-12(2)10-17(19)23-18(22)15-6-5-9-20-15/h7,11,14-15,17,20H,4-6,8-10H2,1-3H3/t14-,15+,17+,19+/m1/s1	DLPUOZGNMZKXKB-YEWFCNIMSA-N	317.1990937	CHEBI:155913		MMDBc0018792
BASm0011082	aculene A			Expected Solid	CCC1=CC(=O)[C@]2(C)C1=CC=C(C)C[C@@H]2OC(=O)[C@@H]1CCC[NH2+]1	C19H25NO3	InChI=1S/C19H25NO3/c1-4-13-11-16(21)19(3)14(13)8-7-12(2)10-17(19)23-18(22)15-6-5-9-20-15/h7-8,11,15,17,20H,4-6,9-10H2,1-3H3/t15-,17-,19-/m0/s1	LOOAMPJDSIVZQC-IEZWGBDMSA-N	315.1834437	CHEBI:155914		MMDBc0008413
BASm0011087	(7S)-hydroperoxy-(4Z,8E,10Z,13Z,16Z,19Z)-docosahexaenoate				CC/C=C\C/C=C\C/C=C\C/C=C\C=C\[C@H](C/C=C\CCC(=O)[O-])OO		InChI=1S/C22H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18-21(26-25)19-16-14-17-20-22(23)24/h3-4,6-7,9-10,12-16,18,21,25H,2,5,8,11,17,19-20H2,1H3,(H,23,24)/p-1/b4-3-,7-6-,10-9-,13-12-,16-14-,18-15+/t21-/m1/s1	IYPGULUSNSBANC-VPNHEHDPSA-M		CHEBI:156049		
BASm0011088					*N[C@@H](COP(=O)([O-])OC[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1O)C(*)=O					CHEBI:156051		
BASm0011089					*N[C@H](C(*)=O)[C@@H](C)OP(=O)([O-])OC[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1O					CHEBI:156052		
BASm0011090	(E)-sinapoyl actetate				COc1cc(/C=C/COC(C)=O)cc(OC)c1O		InChI=1S/C13H16O5/c1-9(14)18-6-4-5-10-7-11(16-2)13(15)12(8-10)17-3/h4-5,7-8,15H,6H2,1-3H3/b5-4+	JMBAYAOTPDVMAE-SNAWJCMRSA-N		CHEBI:156067		
BASm0011091	N-acetyl-alpha-neuraminosyl-(2->3)-beta-D-galactosyl-(1->4)-D-glucose			Expected Solid	[H][C@@](O)(CO)[C@@]([H])(O)[C@]1([H])O[C@@](C[C@]([H])(O)[C@@]1([H])N=C(C)[O-])(O[C@@]1([H])[C@@]([H])(O)[C@@]([H])(CO)O[C@@]([H])(O[C@]2([H])[C@@]([H])(CO)OC([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@]1([H])O)C(O)=O	C23H38NO19	InChI=1S/C23H39NO19/c1-6(28)24-11-7(29)2-23(22(37)38,42-18(11)12(31)8(30)3-25)43-19-13(32)9(4-26)40-21(16(19)35)41-17-10(5-27)39-20(36)15(34)14(17)33/h7-21,25-27,29-36H,2-5H2,1H3,(H,24,28)(H,37,38)/p-1/t7-,8+,9+,10+,11+,12+,13-,14+,15+,16+,17+,18+,19-,20?,21-,23-/m0/s1	CILYIEBUXJIHCO-METZQCMUSA-M	632.2043516	CHEBI:156068		MMDBc0056125
BASm0011092	(E)-cinnamyl acetate	Cinnamyl acetate is found in ceylan cinnamon. Cinnamyl acetate is a constituent of Cassia and basil oils. Also present in guava fruit and peel, starfruit, melon and strawberry jam. Cinnamyl acetate is a flavouring ingredient	21040-45-9		CC(=O)OC/C=C/c1ccccc1	C11H12O2	InChI=1S/C11H12O2/c1-10(12)13-9-5-8-11-6-3-2-4-7-11/h2-8H,9H2,1H3/b8-5-	WJSDHUCWMSHDCR-YVMONPNESA-N	176.0837296	CHEBI:156069	HMDB0029699	
BASm0011093	butyl benzoate	UL			CCCCOC(=O)C1=CC=CC=C1	C11H14O2	InChI=1S/C11H14O2/c1-2-3-9-13-11(12)10-7-5-4-6-8-10/h4-8H,2-3,9H2,1H3	XSIFPSYPOVKYCO-UHFFFAOYSA-N	178.0993797	CHEBI:156070	HMDB0062090	
BASm0011094	butyl 3-(methylsulfanyl)propanoate	A carboxylic ester obtained by the formal condensation of the carboxy group of 3-(methylthio)propionic acid with butan-1-ol.			CCCCOC(=O)CCSC	C8H16O2S	InChI=1S/C8H16O2S/c1-3-4-6-10-8(9)5-7-11-2/h3-7H2,1-2H3	AOUVGXHIHWHVEM-UHFFFAOYSA-N		CHEBI:156073		
BASm0011095	ethyl benzoate	Ethyl benzoate, also known as benzoic ether or fema 2422, belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Ethyl benzoate is the ester formed by the condensation of benzoic acid and ethanol. It is a component of some artificial fruit flavors. It is a colorless liquid that is almost insoluble in water, but miscible with most organic solvents. As with many volatile esters, ethyl benzoate has a pleasant odor. Ethyl benzoate is a sweet, anise, and balsam tasting compound. Ethyl benzoate has been detected, but not quantified, in several different foods, such as black elderberries, pomes, alcoholic beverages, allspices, and blackcurrants. It has also been found in various fruits, e.g. apple, banana, sweet cherryand is also present in milk, butter, wines, black tea, bourbon vanilla and fruit brandies. Ethyl benzoate is a potentially toxic compound. ; 	93-89-0		CCOC(=O)C1=CC=CC=C1	C9H10O2	InChI=1S/C9H10O2/c1-2-11-9(10)8-6-4-3-5-7-8/h3-7H,2H2,1H3	MTZQAGJQAFMTAQ-UHFFFAOYSA-N	150.0680796	CHEBI:156074	HMDB0033967	
BASm0011096	2-(methylsulfanyl)acetyl-CoA				CSCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]		InChI=1S/C24H40N7O17P3S2/c1-24(2,19(35)22(36)27-5-4-14(32)26-6-7-53-15(33)9-52-3)10-45-51(42,43)48-50(40,41)44-8-13-18(47-49(37,38)39)17(34)23(46-13)31-12-30-16-20(25)28-11-29-21(16)31/h11-13,17-19,23,34-35H,4-10H2,1-3H3,(H,26,32)(H,27,36)(H,40,41)(H,42,43)(H2,25,28,29)(H2,37,38,39)/p-4/t13-,17-,18-,19+,23-/m1/s1	IWLBMPJBKLWIQI-IEXPHMLFSA-J		CHEBI:156076		
BASm0011097	butyl 2-(methylsulfanyl)acetate	A carboxylic ester obtained by the formal condensation of the carboxy group of (methylthio)acetic acid with butan-1-ol.			CCCCOC(=O)CSC	C7H14O2S	InChI=1S/C7H14O2S/c1-3-4-5-9-7(8)6-10-2/h3-6H2,1-2H3	QXJSYAFLDDZIQI-UHFFFAOYSA-N		CHEBI:156077		
BASm0011098	(7S,14S)-dihydroperoxy-(4Z,8E,10Z,12E,16Z,19Z)-docosahexaenoate				CC/C=C\C/C=C\C[C@@H](/C=C/C=C\C=C\[C@H](C/C=C\CCC(=O)[O-])OO)OO		InChI=1S/C22H32O6/c1-2-3-4-5-6-10-15-20(27-25)16-11-7-8-12-17-21(28-26)18-13-9-14-19-22(23)24/h3-4,6-13,16-17,20-21,25-26H,2,5,14-15,18-19H2,1H3,(H,23,24)/p-1/b4-3-,8-7-,10-6-,13-9-,16-11+,17-12+/t20-,21+/m0/s1	LWOCSKALTQGXLZ-VDBKHXQVSA-M		CHEBI:156082		
BASm0011099					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O					CHEBI:156085		
BASm0011100					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1NC(C)=O					CHEBI:156086		
BASm0011101	diphenylmethanol				OC(c1ccccc1)c1ccccc1	C13H12O		QILSFLSDHQAZET-UHFFFAOYSA-N	184.088815	CHEBI:156087		
BASm0011102	(E)-2-pentenal		764-39-6		CC/C=C/C=O	C5H8O	InChI=1S/C5H8O/c1-2-3-4-5-6/h3-5H,2H2,1H3/b4-3+	DTCCTIQRPGSLPT-ONEGZZNKSA-N		CHEBI:156100		
BASm0011103	4-hydroxynonanal				CCCCCC(O)CCC=O	C9H18O2	InChI=1S/C9H18O2/c1-2-3-4-6-9(11)7-5-8-10/h8-9,11H,2-7H2,1H3	JKDRLGCUTJVKCE-UHFFFAOYSA-N	158.1306798	CHEBI:156112	HMDB0246461	
BASm0011104	(11S)-hydroperoxy-(4Z,7Z,9E,13Z,16Z,19Z)-docosahexaenoate	(4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid, also known as 11-HPDoHE or 11-peroxy-docosahexaenoic acid, is considered to be a practically insoluble (in water) and relatively neutral molecule. (4Z,7Z,9E,13Z,16Z,19Z)-11-Hydroperoxydocosahexaenoic acid can be biosynthesized from all-cis-docosa-4,7,10,13,16,19-hexaenoic acid.	121694-97-1	0	CC/C=C\C/C=C\C/C=C\C[C@@H](/C=C/C=C\C/C=C\CCC(=O)[O-])OO	C22H32O4	InChI=1S/C22H32O4/c1-2-3-4-5-6-7-9-12-15-18-21(26-25)19-16-13-10-8-11-14-17-20-22(23)24/h3-4,6-7,10-16,19,21,25H,2,5,8-9,17-18,20H2,1H3,(H,23,24)/b4-3-,7-6-,13-10-,14-11-,15-12-,19-16+	HSHRTZVKQSPCGR-BGKMTWLOSA-N	360.2300595	CHEBI:156131	HMDB0062285	
BASm0011105	S-(2-aminoethyl)-L-cysteine	S-Aminoethyl-L-cysteine, also known as thialysine, is a toxic analog of the amino acid lysine in which the second carbon of the amino acid's R-group (side chain) has been replaced with a sulfur atom. 4-thialysine is a substrate of lysine 2,3-aminomutase.		Solid	[NH3+]CCSC[C@H]([NH3+])C(=O)[O-]	C5H12N2O2S	InChI=1S/C5H12N2O2S/c6-1-2-10-3-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/t4-/m0/s1	GHSJKUNUIHUPDF-BYPYZUCNSA-N	164.0619483	CHEBI:156132	HMDB0029178	
BASm0011106	(4S)-5,6-dihydro-4H-1,3-thiazine-4-carboxylate				O=C([O-])[C@@H]1CCSC=N1		InChI=1S/C5H7NO2S/c7-5(8)4-1-2-9-3-6-4/h3-4H,1-2H2,(H,7,8)/p-1/t4-/m0/s1	PACJZQMVWCEFSY-BYPYZUCNSA-M		CHEBI:156133		
BASm0011107	S-(2-acetamidoethyl)-L-cysteine	A S-alkyl-L-cysteine zwitterion resulting from the transfer of a proton from the carboxy group to the amino group of N-acetyl-L-thialysine. Major microspecies at pH 7.3.			CC(=O)NCCSC[C@H]([NH3+])C(=O)[O-]	C7H14N2O3S	InChI=1S/C7H14N2O3S/c1-5(10)9-2-3-13-4-6(8)7(11)12/h6H,2-4,8H2,1H3,(H,9,10)(H,11,12)/t6-/m0/s1	NTYDEVWJGFRRKF-LURJTMIESA-N		CHEBI:156134		
BASm0011108	S-(2-aminoethyl)-homocysteine				[NH3+]CCSCCC([NH3+])C(=O)[O-]		InChI=1S/C6H14N2O2S/c7-2-4-11-3-1-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/p+1	USMOWBVMWHEAKZ-UHFFFAOYSA-O		CHEBI:156135		
BASm0011109	S-(2-acetamidoethyl)-homocysteine				CC(=O)NCCSCCC([NH3+])C(=O)[O-]		InChI=1S/C8H16N2O3S/c1-6(11)10-3-5-14-4-2-7(9)8(12)13/h7H,2-5,9H2,1H3,(H,10,11)(H,12,13)	CFSCWUKWZKWJIZ-UHFFFAOYSA-N		CHEBI:156136		
BASm0011110	O-(2-aminoethyl)-L-serine				[NH3+]CCOC[C@H]([NH3+])C(=O)[O-]		InChI=1S/C5H12N2O3/c6-1-2-10-3-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/p+1/t4-/m0/s1	SLTGLTLBIVDQKE-BYPYZUCNSA-O		CHEBI:156137		
BASm0011111	O-(2-acetamidoethyl)-L-serine				CC(=O)NCCOC[C@H]([NH3+])C(=O)[O-]		InChI=1S/C7H14N2O4/c1-5(10)9-2-3-13-4-6(8)7(11)12/h6H,2-4,8H2,1H3,(H,9,10)(H,11,12)/t6-/m0/s1	PXEORARDVWCTHU-LURJTMIESA-N		CHEBI:156138		
BASm0011112	S-3-(hexan-1-ol)-L-cysteine			Expected Solid	CCCC(CCO)SC[C@H]([NH3+])C(=O)[O-]	C9H19NO3S	InChI=1S/C9H19NO3S/c1-2-3-7(4-5-11)14-6-8(10)9(12)13/h7-8,11H,2-6,10H2,1H3,(H,12,13)/t7?,8-/m0/s1	GTJBXOQYHBJVCS-MQWKRIRWSA-N	221.1085647	CHEBI:156140		MMDBc0056299
BASm0011113	3-sulfanylpentan-1-ol-L-cysteine			Expected Solid	[H][C@](N)(CSC([H])(CC)CCO)C(O)=O	C8H17NO3S	InChI=1S/C8H17NO3S/c1-2-6(3-4-10)13-5-7(9)8(11)12/h6-7,10H,2-5,9H2,1H3,(H,11,12)/t6?,7-/m0/s1	DAWUNVINPBLNRY-MLWJPKLSSA-N	207.0929146	CHEBI:156143		MMDBc0055418
BASm0011114	3-sulfanyl-1-pentanol					C5H12OS		PRJACVDGNSZBLE-UHFFFAOYNA-N	120.0608862	CHEBI:156144		MMDBc0055417
BASm0011115	S-ethyl-L-cysteine			Expected Solid	[H][C@](N)(CSCC)C(O)=O	C5H11NO2S	InChI=1S/C5H11NO2S/c1-2-9-3-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1	ULXKXLZEOGLCRJ-BYPYZUCNSA-N	149.0510493	CHEBI:156145		MMDBc0054660
BASm0011116	S-(4-hydroxy-3-methylbutan-2-yl)-L-cysteine			Expected Solid	[H][C@](N)(CSC([H])(C)C([H])(C)CO)C(O)=O	C8H17NO3S	InChI=1S/C8H17NO3S/c1-5(3-10)6(2)13-4-7(9)8(11)12/h5-7,10H,3-4,9H2,1-2H3,(H,11,12)/t5?,6?,7-/m0/s1	LAIIJHAXDJYLBE-AHXFUIDQSA-N	207.0929146	CHEBI:156146		MMDBc0056295
BASm0011117	2-methyl-3-sulfanylbutan-1-ol					C5H12OS		RFMHFOPFUZZBAD-UHFFFAOYNA-N	120.0608862	CHEBI:156147		MMDBc0054177
BASm0011118	(-)-delta-cadinol	Muurolol is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Muurolol is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Muurolol can be found in mugwort, which makes muurolol a potential biomarker for the consumption of this food product.			[H][C@@]12C=C(C)CC[C@]1([H])[C@](C)(O)CC[C@H]2C(C)C	C15H26O	InChI=1S/C15H26O/c1-10(2)12-7-8-15(4,16)14-6-5-11(3)9-13(12)14/h9-10,12-14,16H,5-8H2,1-4H3/t12-,13-,14-,15+/m0/s1	LHYHMMRYTDARSZ-ZQDZILKHSA-N	222.1983655	CHEBI:156223	HMDB0302334	
BASm0011119	1-naphthaleneacetate		86-87-3		O=C([O-])Cc1cccc2ccccc12	C12H10O2	InChI=1S/C12H10O2/c13-12(14)8-10-6-3-5-9-4-1-2-7-11(9)10/h1-7H,8H2,(H,13,14)	PRPINYUDVPFIRX-UHFFFAOYSA-N		CHEBI:156230		
BASm0011120	3-hydroxy-benzyl benzoate				O=C(OCc1cccc(O)c1)c1ccccc1	C14H12O3		RNXDSUVYRWSRJD-UHFFFAOYSA-N	228.0786442	CHEBI:156231		
BASm0011121	3-hydroxy-benzyl acetate	An acetate ester resulting from the formal condensation of the carboxy group of acetic acid with the hydroxy group of 3-hydroxybenzyl alcohol.			CC(=O)OCc1cccc(O)c1	C9H10O3	InChI=1S/C9H10O3/c1-7(10)12-6-8-3-2-4-9(11)5-8/h2-5,11H,6H2,1H3	OUIXENXOUKVZBO-UHFFFAOYSA-N		CHEBI:156232		
BASm0011122	phenethyl benzoate	2-Phenylethyl benzoate is found in ceylan cinnamon. 2-Phenylethyl benzoate is a flavouring ingredient.	94-47-3		O=C(OCCc1ccccc1)c1ccccc1	C15H14O2	InChI=1S/C15H14O2/c16-15(14-9-5-2-6-10-14)17-12-11-13-7-3-1-4-8-13/h1-10H,11-12H2	OSORMYZMWHVFOZ-UHFFFAOYSA-N	226.0993797	CHEBI:156233	HMDB0033946	
BASm0011123	(2E)-geranyl benzoate	Geranyl benzoate is a flavouring ingredient.	94-48-4		CC(C)=CCC/C(C)=C/COC(=O)c1ccccc1	C17H22O2	InChI=1S/C17H22O2/c1-14(2)8-7-9-15(3)12-13-19-17(18)16-10-5-4-6-11-16/h4-6,8,10-12H,7,9,13H2,1-3H3/b15-12-	YDVXYTIIPGKIJP-QINSGFPZSA-N	258.1619799	CHEBI:156234	HMDB0033478	
BASm0011124	(3Z)-hex-3-en-1-yl benzoate	cis-3-Hexenyl benzoate is found in fruits. cis-3-Hexenyl benzoate is a constituent of black tea aroma. Also present in bilberry, lingon berry, cowberry and feijoa fruit and peel. cis-3-Hexenyl benzoate is a flavouring agent.	25152-85-6		CC/C=C\CCOC(=O)c1ccccc1	C13H16O2	InChI=1S/C13H16O2/c1-2-3-4-8-11-15-13(14)12-9-6-5-7-10-12/h3-7,9-10H,2,8,11H2,1H3/b4-3-	BCOXBEHFBZOJJZ-ARJAWSKDSA-N	204.1150298	CHEBI:156235	HMDB0033379	
BASm0011125	octyl benzoate	Octyl benzoate, also known as octyl benzoic acid, is a member of the class of compounds known as benzoic acid esters. Benzoic acid esters are ester derivatives of benzoic acid. Octyl benzoate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Octyl benzoate is a balsam and fruity tasting compound found in lemon balm, which makes octyl benzoate a potential biomarker for the consumption of this food product.			CCCCCCCCOC(=O)c1ccccc1	C15H22O2	InChI=1S/C15H22O2/c1-2-3-4-5-6-10-13-17-15(16)14-11-8-7-9-12-14/h7-9,11-12H,2-6,10,13H2,1H3	VECVSKFWRQYTAL-UHFFFAOYSA-N	234.1619799	CHEBI:156236	HMDB0303722	
BASm0011126	phomopsene				CC1=C2CC[C@H](C)[C@]23C[C@@]2(C)CCC(C)(C)[C@H]2[C@@H]3CC1	C20H32	InChI=1S/C20H32/c1-13-6-8-16-17-18(3,4)10-11-19(17,5)12-20(16)14(2)7-9-15(13)20/h14,16-17H,6-12H2,1-5H3	WFXPJSKWJXCYJM-UHFFFAOYSA-N	272.250401	CHEBI:156237		
BASm0011127	(E)-5-hydroxyferuloyl-CoA				COc1cc(/C=C/C(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2OP(=O)([O-])[O-])cc(O)c1O	C31H40N7O20P3S	InChI=1S/C31H44N7O20P3S/c1-31(2,26(44)29(45)34-7-6-20(40)33-8-9-62-21(41)5-4-16-10-17(39)23(42)18(11-16)53-3)13-55-61(51,52)58-60(49,50)54-12-19-25(57-59(46,47)48)24(43)30(56-19)38-15-37-22-27(32)35-14-36-28(22)38/h4-5,10-11,14-15,19,24-26,30,39,42-44H,6-9,12-13H2,1-3H3,(H,33,40)(H,34,45)(H,49,50)(H,51,52)(H2,32,35,36)(H2,46,47,48)/p-4	ILSPFIPSQSFPCN-UHFFFAOYSA-J		CHEBI:156249		
BASm0011128					*C(=O)[C@@H]([NH3+])CS(=O)[O-]					CHEBI:156254		
BASm0011129	octanoyl-AMP				CCCCCCCC(=O)OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O		InChI=1S/C18H28N5O8P/c1-2-3-4-5-6-7-12(24)31-32(27,28)29-8-11-14(25)15(26)18(30-11)23-10-22-13-16(19)20-9-21-17(13)23/h9-11,14-15,18,25-26H,2-8H2,1H3,(H,27,28)(H2,19,20,21)/p-1/t11-,14-,15-,18-/m1/s1	AJYSFZDSJUTHRW-XKLVTHTNSA-M		CHEBI:156260		
BASm0011130	decanoyl-AMP			Expected Solid	CCCCCCCCCC(=O)OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O	C20H31N5O8P	InChI=1S/C20H32N5O8P/c1-2-3-4-5-6-7-8-9-14(26)33-34(29,30)31-10-13-16(27)17(28)20(32-13)25-12-24-15-18(21)22-11-23-19(15)25/h11-13,16-17,20,27-28H,2-10H2,1H3,(H,29,30)(H2,21,22,23)/p-1/t13-,16-,17-,20-/m1/s1	ZLACHMRUYPYEFG-AEVYOOLXSA-M	500.1915736	CHEBI:156261		MMDBc0055888
BASm0011131	S-acetyl-4'-phosphopantetheine				CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])[O-]		InChI=1S/C13H25N2O8PS/c1-9(16)25-7-6-14-10(17)4-5-15-12(19)11(18)13(2,3)8-23-24(20,21)22/h11,18H,4-8H2,1-3H3,(H,14,17)(H,15,19)(H2,20,21,22)/p-2/t11-/m0/s1	AJFWMDFTVVFMHY-NSHDSACASA-L		CHEBI:156266		
BASm0011132	4-hydroxychlorothalonil		28343-61-5		N#Cc1c([O-])c(Cl)c(Cl)c(C#N)c1Cl	C8HCl3N2O	InChI=1S/C8HCl3N2O/c9-5-3(1-12)6(10)7(11)8(14)4(5)2-13/h14H	MDQKYGOECVSPIW-UHFFFAOYSA-N		CHEBI:156267		
BASm0011133	7alpha-hydroxy-3,12-dioxo-5beta-cholanate			Expected Solid	C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4CC(=O)CC[C@]4(C)[C@H]3CC(=O)[C@]12C	C24H35O5	InChI=1S/C24H36O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-14,16-19,22,26H,4-12H2,1-3H3,(H,28,29)/p-1/t13-,14+,16-,17+,18+,19-,22+,23+,24-/m1/s1	LOGQGKJLNOCUQM-RGMYPYHHSA-M	403.2489978	CHEBI:156270		MMDBc0055638
BASm0011134	siccayne			Expected Solid	C=C(C)C#Cc1cc(O)ccc1O	C11H10O2	InChI=1S/C11H10O2/c1-8(2)3-4-9-7-10(12)5-6-11(9)13/h5-7,12-13H,1H2,2H3	ZUEGEPDZNAILQJ-UHFFFAOYSA-N	174.0680796	CHEBI:156304		MMDBc0021036
BASm0011135	pestalodiol			Expected Solid	C=C(C)C#Cc1cc(O)cc(CC=C(C)C)c1O	C16H18O2	InChI=1S/C16H18O2/c1-11(2)5-7-13-9-15(17)10-14(16(13)18)8-6-12(3)4/h6,9-10,17-18H,1,8H2,2-4H3	XLJZQTJROGTDLX-UHFFFAOYSA-N	242.1306798	CHEBI:156305		MMDBc0056246
BASm0011136	4-acetoxybenzyl alcohol			Expected Solid	CC(=O)OC1=CC=C(CO)C=C1	C9H10O3	InChI=1S/C9H10O3/c1-7(11)12-9-4-2-8(6-10)3-5-9/h2-5,10H,6H2,1H3	FKMVNGWJGSSDCF-UHFFFAOYSA-N	166.0629942	CHEBI:156306		MMDBc0055467
BASm0011137	4-cyanobenzyl alcohol			Expected Solid	OCC1=CC=C(C=C1)C#N	C8H7NO	InChI=1S/C8H7NO/c9-5-7-1-3-8(6-10)4-2-7/h1-4,10H,6H2	XAASLEJRGFPHEV-UHFFFAOYSA-N	133.0527638	CHEBI:156307		MMDBc0055475
BASm0011138	4-cyanobenzaldehyde				O=CC1=CC=C(C=C1)C#N	C8H5NO	InChI=1S/C8H5NO/c9-5-7-1-3-8(6-10)4-2-7/h1-4,6H	WZWIQYMTQZCSKI-UHFFFAOYSA-N	131.0371138	CHEBI:156308	HMDB0341270	
BASm0011139	4-(trifluoromethyl)benzaldehyde				FC(F)(F)C1=CC=C(C=O)C=C1	C8H5F3O	InChI=1S/C8H5F3O/c9-8(10,11)7-3-1-6(5-12)2-4-7/h1-5H	BEOBZEOPTQQELP-UHFFFAOYSA-N	174.0292493	CHEBI:156309	HMDB0246314	
BASm0011140	4-(trifluoromethyl)benzyl alcohol			Expected Solid	OCC1=CC=C(C=C1)C(F)(F)F	C8H7F3O	InChI=1S/C8H7F3O/c9-8(10,11)7-3-1-6(5-12)2-4-7/h1-4,12H,5H2	MOOUWXDQAUXZRG-UHFFFAOYSA-N	176.0448993	CHEBI:156310		MMDBc0055462
BASm0011143	S-[(2E,6E,10E)-geranylgeranyl]-L-glutathione					C30H48N3O6S		BAJIBEVLRWVBAZ-DPRMOSMCSA-M	578.326931	CHEBI:156326		
BASm0011144	S-[(2E,6E,10E)-geranylgeranyl]-L-cysteinylglycine					C25H42N2O3S		TYCCRNJYZFFAOS-UAQSTNRTSA-N	450.2916144	CHEBI:156330		
BASm0011145	(3Z,5E)-dodecadienoyl-CoA			Expected Solid	[H]C(CCCCCC)=C([H])C(\[H])=C(\[H])CC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C33H50N7O17P3S	InChI=1S/C33H54N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-24(42)61-17-16-35-23(41)14-15-36-31(45)28(44)33(2,3)19-54-60(51,52)57-59(49,50)53-18-22-27(56-58(46,47)48)26(43)32(55-22)40-21-39-25-29(34)37-20-38-30(25)40/h9-12,20-22,26-28,32,43-44H,4-8,13-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48)/p-4/b10-9+,12-11-/t22-,26-,27-,28+,32-/m1/s1	ARQUZFJQPYWSSL-NBLUIMTHSA-J	941.2218697	CHEBI:156333		MMDBc0054938
BASm0011146	(3Z,5E)-dodecadienoate			Expected Solid	[H]\C(CCCCCC)=C(\[H])/C(/[H])=C(/[H])CC([O-])=O	C12H19O2	InChI=1S/C12H20O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h7-10H,2-6,11H2,1H3,(H,13,14)/p-1/b8-7+,10-9-	HXIKQPSPGQKVNW-GOJKSUSPSA-M	195.1390534	CHEBI:156334		MMDBc0054937
BASm0011147	preaustinoid A2			Expected Solid	[H][C@@]12C[C@]3(C)C(=C)[C@@](C(=O)OC)(C(=O)[C@@](C)(O)C3=O)[C@@]1(C)CC[C@@]1([H])[C@@]2(C)C=CC(=O)OC1(C)C	C26H34O7	InChI=1S/C26H34O7/c1-14-23(5)13-16-22(4)11-10-17(27)33-21(2,3)15(22)9-12-24(16,6)26(14,20(30)32-8)19(29)25(7,31)18(23)28/h10-11,15-16,31H,1,9,12-13H2,2-8H3/t15-,16+,22-,23-,24+,25+,26+/m1/s1	SGTJQTPUMKGFFZ-RFMSQVAGSA-N	458.2304534	CHEBI:156343		MMDBc0056261
BASm0011148	1-(10Z-heptadecenoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine					C40H76NO8P		NAATUJUDSXLUNF-GTYXVALASA-N	729.5308554	CHEBI:156344		
BASm0011149	1-(10Z-heptadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphoethanolamine					C38H74NO8P		BRYOYMHQKFZILR-MRDDHZETSA-N	703.5152053	CHEBI:156345		
BASm0011150	preaustinoid A3			Expected Solid	COC(=O)[C@@]12C(=C)[C@@](C)(CC3=C(C)[C@@]4(CC[C@]13C)C=CC(=O)OC4(C)C)C(=O)[C@](C)(O)C2=O	C26H32O7	InChI=1S/C26H32O7/c1-14-16-13-22(5)15(2)26(20(30)32-8,19(29)24(7,31)18(22)28)23(16,6)11-12-25(14)10-9-17(27)33-21(25,3)4/h9-10,31H,2,11-13H2,1,3-8H3/t22-,23+,24+,25+,26+/m1/s1	HYHJAMQARBFCBV-RXBPMRIASA-N	456.2148034	CHEBI:156346		MMDBc0056262
BASm0011151	hexan-2-yl benzoate					C13H18O2		RDZOLJBSUTTYRO-UHFFFAOYNA-N	206.1306798	CHEBI:156347		
BASm0011152	hexan-3-yl benzoate					C13H18O2		ZUUPNDANIDMUPX-UHFFFAOYNA-N	206.1306798	CHEBI:156348		
BASm0011153	protoaustinoid A			Expected Solid	[H][C@@]1(O)CC[C@]2(C)[C@]([H])(CC[C@@]3(C)[C@@]2([H])C[C@]2(C)C(=C)[C@@]3(C(=O)OC)C(=O)[C@]([H])(C)C2=O)C1(C)C	C26H38O5	InChI=1S/C26H38O5/c1-14-19(28)24(6)13-17-23(5)11-10-18(27)22(3,4)16(23)9-12-25(17,7)26(15(24)2,20(14)29)21(30)31-8/h14,16-18,27H,2,9-13H2,1,3-8H3/t14-,16-,17+,18-,23-,24-,25+,26+/m1/s1	RYGSIWHMOJZNHQ-LXDQHLFBSA-N	430.2719243	CHEBI:156350		MMDBc0056272
BASm0011154	S-(acetaldehyde)-L-cysteine					C5H9NO3S		DRZHETASIKUFOK-BYPYZUCNSA-N	163.0303143	CHEBI:156378		
BASm0011155	protoaustinoid B			Expected Solid	[H][C@@]1(C)C(=O)[C@]2(C)C[C@@]3([H])[C@]4(C)CCC(=O)C(C)(C)[C@@]4([H])CC[C@]3(C)[C@@](C(=O)OC)(C2=C)C1=O	C26H36O5	InChI=1S/C26H36O5/c1-14-19(28)24(6)13-17-23(5)11-10-18(27)22(3,4)16(23)9-12-25(17,7)26(15(24)2,20(14)29)21(30)31-8/h14,16-17H,2,9-13H2,1,3-8H3/t14-,16-,17+,23-,24-,25+,26+/m1/s1	GHUUUTISLYNCMY-SGMCZAPESA-N	428.2562743	CHEBI:156380		MMDBc0056273
BASm0011156	3-hydroxydodecanoyl-CoA				CCCCCCCCCC(O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP([O-])(=O)OP([O-])(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP([O-])([O-])=O)N1C=NC2=C1N=CN=C2N	C33H54N7O18P3S	InChI=1S/C33H58N7O18P3S/c1-4-5-6-7-8-9-10-11-21(41)16-24(43)62-15-14-35-23(42)12-13-36-31(46)28(45)33(2,3)18-55-61(52,53)58-60(50,51)54-17-22-27(57-59(47,48)49)26(44)32(56-22)40-20-39-25-29(34)37-19-38-30(25)40/h19-22,26-28,32,41,44-45H,4-18H2,1-3H3,(H,35,42)(H,36,46)(H,50,51)(H,52,53)(H2,34,37,38)(H2,47,48,49)/p-4/t21?,22-,26-,27-,28+,32-/m1/s1	IJFLXRCJWPKGKJ-XIRPNGCASA-J	961.2480844	CHEBI:156383		MMDBc0057105
BASm0011157	(S)-indan-1-ol	Indan-1-ol is part of the Steroid hormone biosynthesis, and Arachidonic acid metabolism pathways. It is a substrate for: Aldo-keto reductase family 1 member C1, and Aldo-keto reductase family 1 member C3.		Solid	O[C@H]1CCc2ccccc21	C9H10O	InChI=1S/C9H10O/c10-9-6-5-7-3-1-2-4-8(7)9/h1-4,9-10H,5-6H2	YIAPLDFPUUJILH-UHFFFAOYSA-N	134.0731649	CHEBI:156384	HMDB0059601	
BASm0011158					*N[C@@H](CO[C@H]1O[C@H](CO)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@]3(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O3)[C@H]2O)[C@H]1NC(C)=O)C(*)=O					CHEBI:156395		
BASm0011159					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](CO)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@]3(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O3)[C@H]2O)[C@H]1NC(C)=O					CHEBI:156396		
BASm0011160					*N[C@@H](CO[C@H]1O[C@H](CO[C@]2(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O2)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@]3(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O3)[C@H]2O)[C@H]1NC(C)=O)C(*)=O					CHEBI:156397		
BASm0011161					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](CO[C@]2(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O2)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@]3(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O3)[C@H]2O)[C@H]1NC(C)=O					CHEBI:156398		
BASm0011162					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(*)=O)C(*)=O					CHEBI:156399		
BASm0011163					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(*)=O)C(*)=O					CHEBI:156400		
BASm0011164					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(*)=O)C(*)=O					CHEBI:156401		
BASm0011165					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(*)=O)C(*)=O					CHEBI:156402		
BASm0011166	N-acetyl-alpha-neuraminosyl-(2->3)-beta-D-galactosyl-(1->3)-N-acetyl-D-galactosamine				CC(=O)N[C@H]1[C@H]([C@H](O)[C@H](O)CO)O[C@@](O[C@H]2[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]3[C@@H](O)[C@@H](CO)OC(O)[C@@H]3NC(C)=O)[C@@H]2O)(C(=O)[O-])C[C@@H]1O		InChI=1S/C25H42N2O19/c1-7(31)26-13-9(33)3-25(24(40)41,45-20(13)15(35)10(34)4-28)46-21-17(37)12(6-30)43-23(18(21)38)44-19-14(27-8(2)32)22(39)42-11(5-29)16(19)36/h9-23,28-30,33-39H,3-6H2,1-2H3,(H,26,31)(H,27,32)(H,40,41)/p-1/t9-,10+,11+,12+,13+,14+,15+,16-,17-,18+,19+,20+,21-,22?,23-,25-/m0/s1	KMRCGPSUZRGVOV-RYGDDSFPSA-M		CHEBI:156406		
BASm0011167	N-acetyl-alpha-neuraminosyl-(2->3)-beta-D-galactosyl-(1->3)-[N-acetyl-alpha-neuraminosyl-(2->6)]-N-acetyl-D-galactosamine				CC(=O)N[C@H]1[C@H]([C@H](O)[C@H](O)CO)O[C@@](OC[C@H]2OC(O)[C@H](NC(C)=O)[C@@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@]4(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O4)[C@H]3O)[C@H]2O)(C(=O)[O-])C[C@@H]1O		InChI=1S/C36H59N3O27/c1-10(43)37-19-13(46)4-35(33(56)57,64-28(19)22(50)15(48)6-40)60-9-18-25(53)27(21(31(55)61-18)39-12(3)45)63-32-26(54)30(24(52)17(8-42)62-32)66-36(34(58)59)5-14(47)20(38-11(2)44)29(65-36)23(51)16(49)7-41/h13-32,40-42,46-55H,4-9H2,1-3H3,(H,37,43)(H,38,44)(H,39,45)(H,56,57)(H,58,59)/p-2/t13-,14-,15+,16+,17+,18+,19+,20+,21+,22+,23+,24-,25-,26+,27+,28+,29+,30-,31?,32-,35+,36-/m0/s1	QDVVSMLRZUPDCM-NQXGSQGUSA-L		CHEBI:156407		
BASm0011168	verruculide C			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/Cc1c(O)cc(O)c2c1C[C@@H](C)OC2=O	C25H34O4	InChI=1S/C25H34O4/c1-16(2)8-6-9-17(3)10-7-11-18(4)12-13-20-21-14-19(5)29-25(28)24(21)23(27)15-22(20)26/h8,10,12,15,19,26-27H,6-7,9,11,13-14H2,1-5H3/b17-10+,18-12+/t19-/m1/s1	SEDUMZIDOXQAEK-NDHADCBJSA-N	398.2457096	CHEBI:156409		MMDBc0056376
BASm0011169	verruculide C epoxide			Expected Solid	C/C(=C\Cc1c(O)cc(O)c2c1C[C@@H](C)OC2=O)CC/C=C(\C)CC[C@@H]1OC1(C)C	C25H34O5	InChI=1S/C25H34O5/c1-15(7-6-8-16(2)10-12-22-25(4,5)30-22)9-11-18-19-13-17(3)29-24(28)23(19)21(27)14-20(18)26/h8-9,14,17,22,26-27H,6-7,10-13H2,1-5H3/b15-9+,16-8+/t17-,22+/m1/s1	XTABYFFFAONWLS-YDIHSEQDSA-N	414.2406242	CHEBI:156410		MMDBc0056377
BASm0011170	3-hydroxypentacecilide A			Expected Solid	C[C@@H]1Cc2c3c(cc(O)c2C(=O)O1)O[C@@]1(C)CC[C@H]2C(C)(C)[C@@H](O)CC[C@]2(C)[C@@H]1C3	C25H34O5	InChI=1S/C25H34O5/c1-13-10-15-14-11-19-24(4)8-7-20(27)23(2,3)18(24)6-9-25(19,5)30-17(14)12-16(26)21(15)22(28)29-13/h12-13,18-20,26-27H,6-11H2,1-5H3/t13-,18+,19+,20+,24+,25+/m1/s1	LUDRFZYCQUZPEW-VAVZLDKJSA-N	414.2406242	CHEBI:156411		MMDBc0055383
BASm0011171	chrodrimanin C			Expected Solid	C[C@@H]1Cc2c3c(cc(O)c2C(=O)O1)O[C@@]1(C)CC[C@H]2C(C)(C)C(=O)CC[C@]2(C)[C@@H]1C3	C25H32O5	InChI=1S/C25H32O5/c1-13-10-15-14-11-19-24(4)8-7-20(27)23(2,3)18(24)6-9-25(19,5)30-17(14)12-16(26)21(15)22(28)29-13/h12-13,18-19,26H,6-11H2,1-5H3/t13-,18+,19+,24+,25+/m1/s1	CFWQLQINZAVWGP-IZCXAEKASA-N	412.2249741	CHEBI:156412		MMDBc0055800
BASm0011172	verruculide A			Expected Solid	C[C@@H]1Cc2c3c(cc(O)c2C(=O)O1)O[C@@]1(C)CC[C@H]2C(C)(C)C(=O)C=C[C@]2(C)[C@@H]1C3	C25H30O5	InChI=1S/C25H30O5/c1-13-10-15-14-11-19-24(4)8-7-20(27)23(2,3)18(24)6-9-25(19,5)30-17(14)12-16(26)21(15)22(28)29-13/h7-8,12-13,18-19,26H,6,9-11H2,1-5H3	KSQRSKKEHRYRCT-UHFFFAOYSA-N	410.2093241	CHEBI:156413		MMDBc0019032
BASm0011173	chrodrimanin T			Expected Solid	C[C@H]1OC(=O)c2c(O)cc3c(c2[C@H]1O)C[C@H]1[C@@]2(C)C=CC(=O)C(C)(C)[C@@H]2CC[C@]1(C)O3	C25H30O6	InChI=1S/C25H30O6/c1-12-21(28)19-13-10-17-24(4)8-7-18(27)23(2,3)16(24)6-9-25(17,5)31-15(13)11-14(26)20(19)22(29)30-12/h7-8,11-12,16-17,21,26,28H,6,9-10H2,1-5H3/t12-,16+,17+,21+,24+,25+/m1/s1	ZQEZDIWZMVYYDQ-FCGGSIJASA-N	426.2042387	CHEBI:156414		MMDBc0055801
BASm0011174	chrodrimanin F			Expected Solid	C[C@@H]1Cc2c3c(cc(O)c2C(=O)O1)O[C@@]1(C)[C@@H](O)C[C@H]2C(C)(C)[C@@H](O)CC[C@]2(C)[C@@H]1C3	C25H34O6	InChI=1S/C25H34O6/c1-12-8-14-13-9-18-24(4)7-6-19(27)23(2,3)17(24)11-20(28)25(18,5)31-16(13)10-15(26)21(14)22(29)30-12/h10,12,17-20,26-28H,6-9,11H2,1-5H3/t12-,17+,18+,19+,20+,24+,25-/m1/s1	YMGGKEHLQJSJSU-CJVWRCMMSA-N	430.2355388	CHEBI:156415		MMDBc0006725
BASm0011175	chrodrimanin H			Expected Solid	[H][C@@]1(C)CC2=C3C[C@@]4([H])[C@@]5(C)CCC(=O)C(C)(C)[C@]5([H])C[C@]([H])(O)[C@]4(C)OC3=CC(O)=C2C(=O)O1	C25H32O6	InChI=1S/C25H32O6/c1-12-8-14-13-9-18-24(4)7-6-19(27)23(2,3)17(24)11-20(28)25(18,5)31-16(13)10-15(26)21(14)22(29)30-12/h10,12,17-18,20,26,28H,6-9,11H2,1-5H3/t12-,17+,18+,20+,24+,25-/m1/s1	FWXJBWSYMUZVRM-GIOGGLKRSA-N	428.2198888	CHEBI:156416		MMDBc0017753
BASm0011176	chrodrimanin E			Expected Solid	[H][C@@]1(C)CC2=C3C[C@]4([H])[C@@](C)(OC3=CC(O)=C2C(=O)O1)[C@@]([H])(O)C[C@@]1([H])C(C)(C)C(=O)C=C[C@]41C	C25H30O6	InChI=1S/C25H30O6/c1-12-8-14-13-9-18-24(4)7-6-19(27)23(2,3)17(24)11-20(28)25(18,5)31-16(13)10-15(26)21(14)22(29)30-12/h6-7,10,12,17-18,20,26,28H,8-9,11H2,1-5H3/t12-,17+,18+,20+,24+,25-/m1/s1	AUYPZMROTWAQMT-GIOGGLKRSA-N	426.2042387	CHEBI:156417		MMDBc0004657
BASm0011177	chrodrimanin A			Expected Solid	[H][C@]1(C)OC(=O)C2=C(C3=C(O[C@@]4(C)[C@@]([H])(O)C[C@@]5([H])C(C)(C)C(=O)C=C[C@]5(C)[C@]4([H])C3)C=C2O)[C@@]1([H])O	C25H30O7	InChI=1S/C25H30O7/c1-11-21(29)19-12-8-16-24(4)7-6-17(27)23(2,3)15(24)10-18(28)25(16,5)32-14(12)9-13(26)20(19)22(30)31-11/h6-7,9,11,15-16,18,21,26,28-29H,8,10H2,1-5H3/t11-,15+,16+,18+,21+,24+,25-/m1/s1	KCLJXKIILUZVBN-WREWNJFMSA-N	442.1991533	CHEBI:156418		MMDBc0012573
BASm0011178	chrodrimanin B			Expected Solid		C27H32O8		DYQKBALSPZQWQD-FWEFFTEASA-N	484.209718	CHEBI:156420		MMDBc0019986
BASm0011179	(2R)-2-methylbutanoyl-CoA			Expected Solid		C26H40N7O17P3S		LYNVNYDEQMMNMZ-KPOKFQMXSA-J	847.1436193	CHEBI:156439		MMDBc0054856
BASm0011180	ethylacryloyl-CoA					C26H38N7O17P3S		AFGOUAJMIYVFTF-DJVIHCHSSA-J	845.1279693	CHEBI:156440		
BASm0011181	valproyl-CoA	Valproic acid CoA is a metabolite of valproic acid. Valproic acid (VPA) is a chemical compound and an acid that has found clinical use as an anticonvulsant and mood-stabilizing drug, primarily in the treatment of epilepsy, bipolar disorder, and, less commonly, major depression. It is also used to treat migraine headaches and schizophrenia. VPA is a liquid at room temperature, but it can be reacted with a base such as sodium hydroxide to form the salt sodium valproate, which is a solid. (Wikipedia)				C29H46N7O17P3S		UCIOSJWVYJWBEO-SXQYHYLKSA-J	889.1905695	CHEBI:156457	HMDB0060877	
BASm0011182	(2E)-2-propylpent-2-enoyl-CoA	2-ene-Valproic acid CoA is a metabolite of valproic acid. Valproic acid (VPA) is a chemical compound and an acid that has found clinical use as an anticonvulsant and mood-stabilizing drug, primarily in the treatment of epilepsy, bipolar disorder, and, less commonly, major depression. It is also used to treat migraine headaches and schizophrenia. VPA is a liquid at room temperature, but it can be reacted with a base such as sodium hydroxide to form the salt sodium valproate, which is a solid. (Wikipedia)			CC/C=C(\CCC)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C29H48N7O17P3S	InChI=1S/C29H48N7O17P3S/c1-5-7-17(8-6-2)28(41)57-12-11-31-19(37)9-10-32-26(40)23(39)29(3,4)14-50-56(47,48)53-55(45,46)49-13-18-22(52-54(42,43)44)21(38)27(51-18)36-16-35-20-24(30)33-15-34-25(20)36/h7,15-16,18,21-23,27,38-39H,5-6,8-14H2,1-4H3,(H,31,37)(H,32,40)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)/b17-7+/t18-,21-,22-,23+,27-/m0/s1	HEDYLZWFAMEVGS-MFVXEZHDSA-N	891.2040234	CHEBI:156458	HMDB0060714	
BASm0011183	asnovolin A			Expected Solid	[H][C@]1(C)CC[C@]2([H])[C@](C)(CCC(=O)OC2(C)C)[C@]11C[C@@]2(C)C(O1)=C(C)C(=O)[C@@]([H])(C(=O)OC)[C@]2([H])C	C26H38O6	InChI=1S/C26H38O6/c1-14-9-10-17-23(4,5)31-18(27)11-12-25(17,7)26(14)13-24(6)16(3)19(22(29)30-8)20(28)15(2)21(24)32-26/h14,16-17,19H,9-13H2,1-8H3/t14-,16-,17-,19-,24+,25-,26-/m0/s1	GUSKPTPZRRTGAQ-IGZQQFENSA-N	446.2668389	CHEBI:156459		MMDBc0021981
BASm0011184	novofumigatonin			Expected Solid	[H][C@@]12O[C@@]34O[C@]1(C)OC(=O)[C@]2([H])[C@]([H])(C)[C@@]3(C)C[C@]1(O4)[C@@]([H])(C)CC[C@]2([H])[C@]1(CO)C=CC(=O)OC2(C)C	C25H34O8	InChI=1S/C25H34O8/c1-13-7-8-15-20(3,4)29-16(27)9-10-23(15,12-26)24(13)11-21(5)14(2)17-18-22(6,31-19(17)28)32-25(21,30-18)33-24/h9-10,13-15,17-18,26H,7-8,11-12H2,1-6H3/t13-,14-,15-,17+,18-,21+,22-,23+,24-,25+/m0/s1	SWGQNGCZUALAAZ-VCGJBDIASA-N	462.2253681	CHEBI:156460		MMDBc0056229
BASm0011185					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2c[n+](C)c3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O					CHEBI:156461		
BASm0011186					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2c[n+](C)c3c(=O)[nH]c(N(C)C)nc32)[C@H](O)[C@@H]1O					CHEBI:156462		
BASm0011187	N(2),N(2),N(7)-trimethyl-GDP				CN(C)c1nc2c(c(=O)[nH]1)[n+](C)cn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])[O-])[C@@H](O)[C@H]1O		InChI=1S/C13H21N5O11P2/c1-16(2)13-14-10-7(11(21)15-13)17(3)5-18(10)12-9(20)8(19)6(28-12)4-27-31(25,26)29-30(22,23)24/h5-6,8-9,12,19-20H,4H2,1-3H3,(H3-,14,15,21,22,23,24,25,26)/p-2/t6-,8-,9-,12-/m1/s1	PNODMPNXTCNTCY-WOUKDFQISA-L		CHEBI:156463		
BASm0011188	chermesin D			Expected Solid	CC1=C2O[C@@]3(C[C@]2(C)C(C)=C(C(=O)[O-])C1=O)[C@@H](C)CC[C@H]1C(C)(C)C(=O)CC[C@@]13C	C25H34O5	InChI=1S/C25H34O5/c1-13-8-9-16-22(4,5)17(26)10-11-24(16,7)25(13)12-23(6)15(3)18(21(28)29)19(27)14(2)20(23)30-25/h13,16H,8-12H2,1-7H3,(H,28,29)/t13-,16-,23+,24-,25-/m0/s1	YBYNSKQXIRSCQF-CQOOHDILSA-N	414.2406242	CHEBI:156464		MMDBc0021891
BASm0011189	asnovolin H			Expected Solid	[H][C@]1(C)CC[C@@]2([H])C(C)(C)[C@@]([H])(O)CC[C@]2(C)[C@]11C[C@@]2(C)C(O1)=C(C)C(=O)C(C([O-])=O)=C2C	C25H35O5	InChI=1S/C25H36O5/c1-13-8-9-16-22(4,5)17(26)10-11-24(16,7)25(13)12-23(6)15(3)18(21(28)29)19(27)14(2)20(23)30-25/h13,16-17,26H,8-12H2,1-7H3,(H,28,29)/p-1/t13-,16-,17-,23+,24-,25-/m0/s1	IPYDBSMFYHWPBT-ACHAHUHRSA-M	415.2489978	CHEBI:156465		MMDBc0055731
BASm0011190					*O[C@H]1[C@@H](O)[C@H](n2cnc3c(=O)[nH]c(N)nc32)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2c[n+](C)c3c(=O)[nH]c(N(C)C)nc32)[C@H](O)[C@@H]1O					CHEBI:156474		
BASm0011191					*O[C@H]1[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2c[n+](C)c3c(=O)[nH]c(N(C)C)nc32)[C@H](O)[C@@H]1O					CHEBI:156475		
BASm0011192					*[C@H]1[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](n2cc(C)c(=O)[nH]c2=O)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](OC)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O					CHEBI:156482		
BASm0011193					*[C@H]1[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](n2cc(C)c(=O)[nH]c2=O)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](OC)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2c[n+](C)c3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O					CHEBI:156483		
BASm0011194					*[C@H]1[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](n2cc(C)c(=O)[nH]c2=O)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O					CHEBI:156484		
BASm0011195	2-methylbutyl butanoate	2-methylbutylbutyrate is a member of the class of compounds known as fatty acid esters. Fatty acid esters are carboxylic ester derivatives of a fatty acid. Thus, 2-methylbutylbutyrate is considered to be a fatty ester lipid molecule. 2-methylbutylbutyrate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). 2-methylbutylbutyrate can be found in roman camomile, which makes 2-methylbutylbutyrate a potential biomarker for the consumption of this food product.			CCCC(=O)OCC(C)CC	C9H18O2	InChI=1S/C9H18O2/c1-4-6-9(10)11-7-8(3)5-2/h8H,4-7H2,1-3H3	MBZKQDXXFMITAC-UHFFFAOYSA-N	158.1306798	CHEBI:156490	HMDB0302497	
BASm0011196	hexyl 2-methylbutanoate	Hexyl 2-methylbutanoate is a flavouring ingredient.	10032-15-2		CCCCCCOC(=O)C(C)CC	C11H22O2	InChI=1S/C11H22O2/c1-4-6-7-8-9-13-11(12)10(3)5-2/h10H,4-9H2,1-3H3	YUECNVSODFDKOQ-UHFFFAOYSA-N	186.1619799	CHEBI:156491	HMDB0039215	
BASm0011197	hexyl hexanoate	Hexyl hexanoate, also known as capryl caproate or fema 2572, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Hexyl hexanoate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.	6378-65-0		CCCCCCOC(=O)CCCCC	C12H24O2	InChI=1S/C12H24O2/c1-3-5-7-9-11-14-12(13)10-8-6-4-2/h3-11H2,1-2H3	NCDCLPBOMHPFCV-UHFFFAOYSA-N	200.17763	CHEBI:156492	HMDB0033619	
BASm0011198					*[C@H]1[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](n2cc(C)c(=O)[nH]c2=O)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-]					CHEBI:156503		
BASm0011199	2',3',3'-c-tri-AMP			Expected Solid	Nc1ncnc2c1ncn2[C@@H]1O[C@@H]2COP(=O)([O-])O[C@@H]3[C@H](O)[C@@H](COP(=O)([O-])O[C@H]4[C@@H](O)[C@H](n5cnc6c(N)ncnc65)O[C@@H]4COP(=O)([O-])O[C@H]2[C@H]1O)O[C@H]3n1cnc2c(N)ncnc21	C30H33N15O18P3	InChI=1S/C30H36N15O18P3/c31-22-13-25(37-4-34-22)43(7-40-13)28-17(47)19-11(59-28)2-56-65(51,52)62-20-12(60-29(18(20)48)44-8-41-14-23(32)35-5-38-26(14)44)3-57-66(53,54)63-21-16(46)10(1-55-64(49,50)61-19)58-30(21)45-9-42-15-24(33)36-6-39-27(15)45/h4-12,16-21,28-30,46-48H,1-3H2,(H,49,50)(H,51,52)(H,53,54)(H2,31,34,37)(H2,32,35,38)(H2,33,36,39)/p-3/t10-,11-,12-,16-,17-,18-,19-,20-,21-,28-,29-,30-/m1/s1	KHEWXENMERNBOR-UQTMIEBXSA-K	984.135731	CHEBI:156512		MMDBc0055315
BASm0011200					*NCC(=O)N[C@H](C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)[O-])C(C)C					CHEBI:156515		
BASm0011201					*NCC(=O)N[C@H](C(=O)NC=Cc1ccc(O)cc1)C(C)C					CHEBI:156517		
BASm0011202					*NCC(=O)NC1C(=O)NC(Cc2ccc(O)cc2)C1(C)C					CHEBI:156518		
BASm0011203	3beta,20alpha-dihydroxy-5beta-pregnane		254036		C[C@H](O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C21H36O2	InChI=1S/C21H36O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h13-19,22-23H,4-12H2,1-3H3/t13-,14+,15+,16-,17+,18-,19-,20-,21+/m0/s1	YWYQTGBBEZQBGO-BERLURQNSA-N		CHEBI:156526		
BASm0011204	all-trans-3-hydroxyretinol			Solid		C20H30O2		OBODKGDXEIUEIH-DAWLFQHYNA-N	302.2245802	CHEBI:156530	HMDB0156394	
BASm0011206	beta-D-Gal-(1->3)-beta-D-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-D-Gal-(1->4)-D-Glc			Expected Solid	[H][C@@](O)(CO)[C@@]([H])(O)[C@]1([H])O[C@@](C[C@]([H])(O)[C@@]1([H])N=C(C)[O-])(O[C@]1([H])[C@@]([H])(O)[C@]([H])(O[C@]2([H])[C@@]([H])(CO)OC([H])(O)[C@]([H])(O)[C@@]2([H])O)O[C@]([H])(CO)[C@]1([H])O[C@]1([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@@]1([H])N=C(C)O)C(O)=O	C37H61N2O29	InChI=1S/C37H62N2O29/c1-9(45)38-17-11(47)3-37(36(58)59,67-30(17)19(49)12(48)4-40)68-31-26(56)35(64-27-15(7-43)60-32(57)24(54)23(27)53)63-16(8-44)28(31)65-33-18(39-10(2)46)29(21(51)14(6-42)61-33)66-34-25(55)22(52)20(50)13(5-41)62-34/h11-35,40-44,47-57H,3-8H2,1-2H3,(H,38,45)(H,39,46)(H,58,59)/p-1/t11-,12+,13+,14+,15+,16+,17+,18+,19+,20-,21-,22-,23+,24+,25+,26+,27+,28-,29+,30+,31+,32?,33-,34-,35-,37-/m0/s1	NSWYGIPOSHIRHB-PMUPLFRPSA-M	997.3365475	CHEBI:156537		MMDBc0055748
BASm0011207	alpha-Fuc-(1->2)-beta-Gal-(1->3)-beta-GalNAc-(1->4)-[alpha-Neu5Ac-(2->3)]-beta-Gal-(1->4)-Glc			Expected Solid	[H][C@@](O)(CO)[C@@]([H])(O)[C@]1([H])O[C@@](C[C@]([H])(O)[C@@]1([H])N=C(C)[O-])(O[C@]1([H])[C@@]([H])(O)[C@]([H])(O[C@]2([H])[C@@]([H])(CO)OC([H])(O)[C@]([H])(O)[C@@]2([H])O)O[C@]([H])(CO)[C@]1([H])O[C@]1([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)[C@@]2([H])O[C@]2([H])O[C@@]([H])(C)[C@@]([H])(O)[C@@]([H])(O)[C@]2([H])O)[C@@]1([H])N=C(C)O)C(O)=O	C43H71N2O33	InChI=1S/C43H72N2O33/c1-10-21(55)25(59)29(63)39(68-10)76-36-26(60)23(57)15(6-47)71-41(36)75-33-20(45-12(3)52)38(70-16(7-48)24(33)58)74-32-18(9-50)72-40(73-31-17(8-49)69-37(65)28(62)27(31)61)30(64)35(32)78-43(42(66)67)4-13(53)19(44-11(2)51)34(77-43)22(56)14(54)5-46/h10,13-41,46-50,53-65H,4-9H2,1-3H3,(H,44,51)(H,45,52)(H,66,67)/p-1/t10-,13-,14+,15+,16+,17+,18+,19+,20+,21+,22+,23-,24-,25+,26-,27+,28+,29-,30+,31+,32-,33+,34+,35+,36+,37?,38-,39-,40-,41-,43-/m0/s1	HZUOSHNDAQUEQC-URPMETKKSA-M	1143.394456	CHEBI:156538		MMDBc0055713
BASm0011208	2-methylbutyl hexanoate	2-Methylbutyl hexanoate belongs to the family of Fatty Acid Esters. These are carboxylic ester derivatives of a fatty acid.				C11H22O2		ZWMQVDONBUJJLL-UHFFFAOYNA-N	186.1619799	CHEBI:156542	HMDB0059860	
BASm0011209	kainate		487-79-6		C=C(C)[C@H]1C[NH2+][C@H](C(=O)[O-])[C@H]1CC(=O)[O-]	C10H15NO4	InChI=1S/C10H15NO4/c1-5(2)7-4-11-9(10(14)15)6(7)3-8(12)13/h6-7,9,11H,1,3-4H2,2H3,(H,12,13)(H,14,15)/t6-,7+,9-/m0/s1	VLSMHEGGTFMBBZ-OOZYFLPDSA-N		CHEBI:156548		
BASm0011210	S-(9Z-octadecenoyl)-4'-phosphopantetheine			Expected Solid	[H]\C(CCCCCCCC)=C(/[H])CCCCCCCC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(O)=O	C29H53N2O8PS	InChI=1S/C29H55N2O8PS/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-26(33)41-23-22-30-25(32)20-21-31-28(35)27(34)29(2,3)24-39-40(36,37)38/h11-12,27,34H,4-10,13-24H2,1-3H3,(H,30,32)(H,31,35)(H2,36,37,38)/p-2/b12-11-/t27-/m0/s1	AINKKKUPSQZPIP-VMAVNYORSA-L	620.327122	CHEBI:156553		MMDBc0056297
BASm0011211	S-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-4'-phosphopantetheine			Expected Solid	[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])C\C([H])=C(\[H])CC([H])=C([H])CCCC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(O)=O	C31H51N2O8PS	InChI=1S/C31H53N2O8PS/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-28(35)43-25-24-32-27(34)22-23-33-30(37)29(36)31(2,3)26-41-42(38,39)40/h8-9,11-12,14-15,17-18,29,36H,4-7,10,13,16,19-26H2,1-3H3,(H,32,34)(H,33,37)(H2,38,39,40)/p-2/b9-8-,12-11-,15-14-,18-17-/t29-/m0/s1	MOJJLJJUZFXGSD-SDQDSITQSA-L	642.3114719	CHEBI:156554		MMDBc0056296
BASm0011213	4-hydroxycasbene				C/C1=C\CC(O)/C(C)=C/[C@@H]2[C@H](CC/C(C)=C/CC1)C2(C)C		InChI=1S/C20H32O/c1-14-7-6-8-15(2)10-12-19(21)16(3)13-18-17(11-9-14)20(18,4)5/h7,10,13,17-19,21H,6,8-9,11-12H2,1-5H3/b14-7+,15-10+,16-13+/t17-,18+,19?/m0/s1	WMRXBBBPPAWODQ-YOIVSRADSA-N		CHEBI:156578		
BASm0011214	jolkinol C				C/C1=C\[C@H]2C(=O)[C@@H](C)C[C@]2(O)C(=O)/C(C)=C/[C@@H]2[C@H](CC1)C2(C)C		InChI=1S/C20H28O3/c1-11-6-7-14-15(19(14,4)5)9-12(2)18(22)20(23)10-13(3)17(21)16(20)8-11/h8-9,13-16,23H,6-7,10H2,1-5H3/b11-8+,12-9+/t13-,14-,15+,16-,20+/m0/s1	IJTPHJTXFYPJHI-GPBLISQPSA-N		CHEBI:156580		
BASm0011215	(-)-casbene				C\C1=C/CC\C(C)=C\[C@@H]2[C@H](CC\C(C)=C\CC1)C2(C)C	C20H32	InChI=1S/C20H32/c1-15-8-6-10-16(2)12-13-18-19(20(18,4)5)14-17(3)11-7-9-15/h9-10,14,18-19H,6-8,11-13H2,1-5H3/b15-9+,16-10+,17-14+/t18-,19+/m0/s1	ZJMVJDFTNPZVMB-UNUVTCOTSA-N	272.250401	CHEBI:157595		
BASm0011217	8-hydroxycasbene				C/C1=C\[C@@H]2[C@H](CC/C(C)=C/CC(O)/C(C)=C/CC1)C2(C)C		InChI=1S/C20H32O/c1-14-9-11-17-18(20(17,4)5)13-15(2)7-6-8-16(3)19(21)12-10-14/h8,10,13,17-19,21H,6-7,9,11-12H2,1-5H3/b14-10+,15-13+,16-8+/t17-,18+,19?/m0/s1	WQLVGRORJXHSLF-BXZMJSRDSA-N		CHEBI:157600		
BASm0011218	4,8-dihydroxycasbene				C/C1=C\CC(O)/C(C)=C/CC(O)/C(C)=C/[C@@H]2[C@H](CC1)C2(C)C		InChI=1S/C20H32O2/c1-13-6-9-16-17(20(16,4)5)12-15(3)19(22)11-8-14(2)18(21)10-7-13/h7-8,12,16-19,21-22H,6,9-11H2,1-5H3/b13-7+,14-8+,15-12+/t16-,17+,18?,19?/m0/s1	GJAXTHSJTDLRTP-YTHUXUQLSA-N		CHEBI:157601		
BASm0011219	4,5,8-trihydroxycasbene				C/C1=C\CC(O)/C(C)=C/C(O)C(O)/C(C)=C/[C@@H]2[C@H](CC1)C2(C)C		InChI=1S/C20H32O3/c1-12-6-8-15-16(20(15,4)5)10-14(3)19(23)18(22)11-13(2)17(21)9-7-12/h7,10-11,15-19,21-23H,6,8-9H2,1-5H3/b12-7+,13-11+,14-10+/t15-,16+,17?,18?,19?/m0/s1	FXEXTSDJPOVBHU-WGRYBOCWSA-N		CHEBI:157602		
BASm0011220	sphinga-(4E,8Z)-dienine				CCCCCCCCC/C=C\CC/C=C/[C@@H](O)[C@@H]([NH3+])CO	C18H35NO2	InChI=1S/C18H35NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h10-11,14-15,17-18,20-21H,2-9,12-13,16,19H2,1H3	RTQVJTLVVBJRJG-UHFFFAOYSA-N	297.2667794	CHEBI:157606		
BASm0011221	(4R)-hydroxysphing-(8Z)-enine				CCCCCCCCC/C=C\CCC[C@@H](O)[C@@H](O)[C@@H]([NH3+])CO	C18H37NO3	InChI=1S/C18H37NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(21)18(22)16(19)15-20/h10-11,16-18,20-22H,2-9,12-15,19H2,1H3	CQKNELOTFUSOTP-UHFFFAOYSA-N	315.2773441	CHEBI:157607		
BASm0011222	1,2-diacyl-3-(3-O-sulfo-beta-D-galactosyl)-sn-glycerol				*C(=O)OC[C@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](OS(=O)(=O)[O-])[C@H]1O)OC(*)=O					CHEBI:157618		
BASm0011223	N-tetracosanoyl-(4R)-hydroxysphing-(8E)-enine				CCCCCCCCC/C=C/CCC[C@@H](O)[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCCCCCCCCCC		InChI=1S/C42H83NO4/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-41(46)43-39(38-44)42(47)40(45)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h28,30,39-40,42,44-45,47H,3-27,29,31-38H2,1-2H3,(H,43,46)/b30-28+/t39-,40+,42-/m0/s1	WLPNRZCQBKEKIH-MYDHYNNLSA-N		CHEBI:157620		
BASm0011224	N-tetracosanoyl-(4R)-hydroxysphing-(8Z)-enine				CCCCCCCCC/C=C\CCC[C@@H](O)[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCCCCCCCCCC		InChI=1S/C42H83NO4/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-41(46)43-39(38-44)42(47)40(45)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h28,30,39-40,42,44-45,47H,3-27,29,31-38H2,1-2H3,(H,43,46)/b30-28-/t39-,40+,42-/m0/s1	WLPNRZCQBKEKIH-QGINQLESSA-N		CHEBI:157621		
BASm0011225	N-hexadecanoylsphinga-(4E,8E)-dienine		141980-53-2		CCCCCCCCC/C=C/CC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCC	C34H65NO3	InChI=1S/C34H65NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(37)32(31-36)35-34(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h19,21,27,29,32-33,36-37H,3-18,20,22-26,28,30-31H2,1-2H3,(H,35,38)/b21-19-,29-27-	GMWIWVUTMCBDSP-RTXSCNSFSA-N		CHEBI:157623		
BASm0011226	N-hexadecanoylsphinga-(4E,8Z)-dienine		141980-53-2		CCCCCCCCC/C=C\CC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCC	C34H65NO3	InChI=1S/C34H65NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(37)32(31-36)35-34(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h19,21,27,29,32-33,36-37H,3-18,20,22-26,28,30-31H2,1-2H3,(H,35,38)/b21-19-,29-27-	GMWIWVUTMCBDSP-RTXSCNSFSA-N		CHEBI:157624		
BASm0011227	N-tetracosanoylsphinga-(4E,8Z)-dienine				CCCCCCCCC/C=C\CC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCCCCCCCCCC		InChI=1S/C42H81NO3/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-42(46)43-40(39-44)41(45)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h27,29,35,37,40-41,44-45H,3-26,28,30-34,36,38-39H2,1-2H3,(H,43,46)/b29-27-,37-35+/t40-,41+/m0/s1	ZCUCZYYSYGKQQV-PZYFEVQHSA-N		CHEBI:157626		
BASm0011228	N-tetracosanoylsphinga-(4E,8E)-dienine				CCCCCCCCC/C=C/CC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCCCCCCCCCC		InChI=1S/C42H81NO3/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-42(46)43-40(39-44)41(45)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h27,29,35,37,40-41,44-45H,3-26,28,30-34,36,38-39H2,1-2H3,(H,43,46)/b29-27+,37-35+/t40-,41+/m0/s1	ZCUCZYYSYGKQQV-VQHFJEIZSA-N		CHEBI:157628		
BASm0011229	N-(28-hydroxyoctacosanoyl)-sphing-4-enine				CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCO		InChI=1S/C46H91NO4/c1-2-3-4-5-6-7-8-22-25-28-31-34-37-40-45(50)44(43-49)47-46(51)41-38-35-32-29-26-23-20-18-16-14-12-10-9-11-13-15-17-19-21-24-27-30-33-36-39-42-48/h37,40,44-45,48-50H,2-36,38-39,41-43H2,1H3,(H,47,51)/b40-37+/t44-,45+/m0/s1	BYBVAXYUPPNNKR-SVYKYBGCSA-N		CHEBI:157643		
BASm0011230	N-(32-hydroxydotriacontanoyl)-sphing-4-enine				CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO		InChI=1S/C50H99NO4/c1-2-3-4-5-6-7-8-26-29-32-35-38-41-44-49(54)48(47-53)51-50(55)45-42-39-36-33-30-27-24-22-20-18-16-14-12-10-9-11-13-15-17-19-21-23-25-28-31-34-37-40-43-46-52/h41,44,48-49,52-54H,2-40,42-43,45-47H2,1H3,(H,51,55)/b44-41+/t48-,49+/m0/s1	KTUFFKGQVWCEJY-FUEXHLDUSA-N		CHEBI:157644		
BASm0011231	N-(32-hydroxydotriacontenoyl)-sphing-4-enine				CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(=O)[1*]CO					CHEBI:157645		
BASm0011237	N-(28-(9Z,12Z-octadecadienoyloxy)-octacosanoyl)-sphing-4-enine				CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCCCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)/C=C/CCCCCCCCCCCCC		InChI=1S/C64H121NO5/c1-3-5-7-9-11-13-15-17-29-34-38-42-46-50-54-58-64(69)70-59-55-51-47-43-39-35-31-28-26-24-22-20-18-19-21-23-25-27-30-33-37-41-45-49-53-57-63(68)65-61(60-66)62(67)56-52-48-44-40-36-32-16-14-12-10-8-6-4-2/h11,13,17,29,52,56,61-62,66-67H,3-10,12,14-16,18-28,30-51,53-55,57-60H2,1-2H3,(H,65,68)/b13-11-,29-17-,56-52+/t61-,62+/m0/s1	JXMILGVWFPPHGA-NWVYCAGWSA-N		CHEBI:157652		
BASm0011238	N-(32-(9Z,12Z-octadecadienoyloxy)-dotricontanoyl)-sphing-4-enine				CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)/C=C/CCCCCCCCCCCCC		InChI=1S/C68H129NO5/c1-3-5-7-9-11-13-15-17-33-38-42-46-50-54-58-62-68(73)74-63-59-55-51-47-43-39-35-32-30-28-26-24-22-20-18-19-21-23-25-27-29-31-34-37-41-45-49-53-57-61-67(72)69-65(64-70)66(71)60-56-52-48-44-40-36-16-14-12-10-8-6-4-2/h11,13,17,33,56,60,65-66,70-71H,3-10,12,14-16,18-32,34-55,57-59,61-64H2,1-2H3,(H,69,72)/b13-11-,33-17-,60-56+/t65-,66+/m0/s1	NKZDGPMKCOVGRH-ARKMRHPDSA-N		CHEBI:157653		
BASm0011239	cholest-1,4-dien-3-one				CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3CC[C@]12C		InChI=1S/C27H42O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h13,15,17-19,22-25H,6-12,14,16H2,1-5H3/t19-,22+,23-,24+,25+,26+,27-/m1/s1	AARSTNLEOKIRTL-GYKMGIIDSA-N		CHEBI:157654		
BASm0011240	25-hydroxycholest-1,4-dien-3-one				C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3CC[C@]12C		InChI=1S/C27H42O2/c1-18(7-6-14-25(2,3)29)22-10-11-23-21-9-8-19-17-20(28)12-15-26(19,4)24(21)13-16-27(22,23)5/h12,15,17-18,21-24,29H,6-11,13-14,16H2,1-5H3/t18-,21+,22-,23+,24+,26+,27-/m1/s1	PFXYJIRDMVQBGX-REEZCCHISA-N		CHEBI:157655		
BASm0011249	25-hydroxycholest-4,6-dien-3-one					C27H42O2		AZRATUGPUNWLEH-REEZCCHISA-N	398.3184806	CHEBI:157664	HMDB0184139	
BASm0011250	cholest-4,6-dien-3-one	Cholesta-4,6-dien-3-one is a product of the oxidation of cholesteral. It may be metabolized to 4-cholesten-3-one and cholestanol by liver, adrenals and brain. An accumulation of cholesta-4,6-dien-3-one is found in serum of patients with cerebrotendinous xanthomatosis, and it is possible that accumulation of cholesterol in these patients is secondary to accumulation of cholesta-4,6-dien-3-one (PMID: 3557306; 16757819; 3676336).	566-93-8	Solid	[H][C@@]12CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C=CC2=CC(=O)CC[C@]12C	C27H42O	InChI=1S/C27H42O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9-10,17-19,22-25H,6-8,11-16H2,1-5H3/t19-,22+,23-,24+,25+,26+,27-/m1/s1	XIWMRKFKSRYSIJ-GYKMGIIDSA-N	382.323566	CHEBI:157665	HMDB0002394	
BASm0011251	alpha-D-Man-(1->4)-alpha-L-Rha-(1->3)-alpha-D-Gal-di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP([O-])(=O)OP([O-])(=O)O[C@@]1([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O[C@]2([H])O[C@@]([H])(C)[C@]([H])(O[C@@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]3([H])O)[C@@]([H])(O)[C@@]2([H])O)[C@@]1([H])O)=C(\C)CCC=C(C)C	C73H120O21P2	InChI=1S/C73H122O21P2/c1-48(2)24-14-25-49(3)26-15-27-50(4)28-16-29-51(5)30-17-31-52(6)32-18-33-53(7)34-19-35-54(8)36-20-37-55(9)38-21-39-56(10)40-22-41-57(11)42-23-43-58(12)44-45-87-95(83,84)94-96(85,86)93-73-68(82)70(63(77)61(47-75)90-73)92-71-67(81)65(79)69(59(13)88-71)91-72-66(80)64(78)62(76)60(46-74)89-72/h24,26,28,30,32,34,36,38,40,42,44,59-82H,14-23,25,27,29,31,33,35,37,39,41,43,45-47H2,1-13H3,(H,83,84)(H,85,86)/p-2/b49-26+,50-28+,51-30-,52-32-,53-34-,54-36-,55-38-,56-40-,57-42-,58-44-/t59-,60+,61+,62+,63-,64-,65-,66-,67+,68+,69-,70-,71-,72+,73+/m0/s1	PWFHKWYTYWTQSK-VQWRVLIDSA-L	1394.780832	CHEBI:157670		MMDBc0055709
BASm0011252	alpha-D-Abe-(1->3)-alpha-D-Man-(1->4)-alpha-L-Rha-(1->3)-alpha-D-Gal-di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP([O-])(=O)OP([O-])(=O)O[C@@]1([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O[C@]2([H])O[C@@]([H])(C)[C@]([H])(O[C@@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O[C@@]4([H])O[C@]([H])(C)[C@]([H])(O)C[C@@]4([H])O)[C@]3([H])O)[C@@]([H])(O)[C@@]2([H])O)[C@@]1([H])O)=C(\C)CCC=C(C)C	C79H130O24P2	InChI=1S/C79H132O24P2/c1-50(2)25-15-26-51(3)27-16-28-52(4)29-17-30-53(5)31-18-32-54(6)33-19-34-55(7)35-20-36-56(8)37-21-38-57(9)39-22-40-58(10)41-23-42-59(11)43-24-44-60(12)45-46-94-104(90,91)103-105(92,93)102-79-72(89)75(68(85)66(49-81)98-79)101-77-70(87)69(86)73(62(14)96-77)99-78-71(88)74(67(84)65(48-80)97-78)100-76-64(83)47-63(82)61(13)95-76/h25,27,29,31,33,35,37,39,41,43,45,61-89H,15-24,26,28,30,32,34,36,38,40,42,44,46-49H2,1-14H3,(H,90,91)(H,92,93)/p-2/b51-27+,52-29+,53-31-,54-33-,55-35-,56-37-,57-39-,58-41-,59-43-,60-45-/t61-,62+,63-,64-,65-,66-,67-,68+,69+,70-,71+,72-,73+,74+,75+,76-,77+,78-,79-/m1/s1	PTVYOHQZLXNCIG-IXAGMXAFSA-L	1524.843826	CHEBI:157673		MMDBc0055701
BASm0011253	alpha-D-Tyv-(1->3)-alpha-D-Man-(1->4)-alpha-L-Rha-(1->3)-alpha-D-Gal-di-trans,octa-cis-undecaprenyl diphosphate			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\CC/C(C)=C\COP(=O)([O-])OP(=O)([O-])O[C@H]1O[C@H](CO)[C@H](O)[C@H](O[C@@H]2O[C@@H](C)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O[C@H]4O[C@H](C)[C@@H](O)C[C@@H]4O)[C@@H]3O)[C@@H](O)[C@H]2O)[C@H]1O	C79H130O24P2	InChI=1S/C79H132O24P2/c1-50(2)25-15-26-51(3)27-16-28-52(4)29-17-30-53(5)31-18-32-54(6)33-19-34-55(7)35-20-36-56(8)37-21-38-57(9)39-22-40-58(10)41-23-42-59(11)43-24-44-60(12)45-46-94-104(90,91)103-105(92,93)102-79-72(89)75(68(85)66(49-81)98-79)101-77-70(87)69(86)73(62(14)96-77)99-78-71(88)74(67(84)65(48-80)97-78)100-76-64(83)47-63(82)61(13)95-76/h25,27,29,31,33,35,37,39,41,43,45,61-89H,15-24,26,28,30,32,34,36,38,40,42,44,46-49H2,1-14H3,(H,90,91)(H,92,93)/p-2/b51-27+,52-29+,53-31-,54-33-,55-35-,56-37-,57-39-,58-41-,59-43-,60-45-/t61-,62+,63-,64-,65-,66-,67-,68+,69+,70-,71+,72-,73+,74+,75+,76-,77+,78-,79-/m1/s1	PTVYOHQZLXNCIG-IXAGMXAFSA-L	1524.843826	CHEBI:157674		MMDBc0055701
BASm0011255	butyl sulfate				CCCCOS(=O)(=O)[O-]	C4H10O4S	InChI=1S/C4H10O4S/c1-2-3-4-8-9(5,6)7/h2-4H2,1H3,(H,5,6,7)	ZTHQBROSBNNGPU-UHFFFAOYSA-N	154.02998	CHEBI:157686	HMDB0171126	
BASm0011256	pentyl sulfate				CCCCCOS(=O)(=O)[O-]	C5H12O4S	InChI=1S/C5H12O4S/c1-2-3-4-5-9-10(6,7)8/h2-5H2,1H3,(H,6,7,8)	ZIRHAFGGEBQZKX-UHFFFAOYSA-N	168.04563	CHEBI:157687	HMDB0171215	
BASm0011257	hexyl sulfate				CCCCCCOS([O-])(=O)=O	C6H13O4S	InChI=1S/C6H14O4S/c1-2-3-4-5-6-10-11(7,8)9/h2-6H2,1H3,(H,7,8,9)/p-1	IDUWTCGPAPTSFB-UHFFFAOYSA-M	181.0540037	CHEBI:157688		
BASm0011258	heptyl sulfate				CCCCCCCOS(=O)(=O)[O-]	C7H16O4S	InChI=1S/C7H16O4S/c1-2-3-4-5-6-7-11-12(8,9)10/h2-7H2,1H3,(H,8,9,10)	MIHVYISIUZTFER-UHFFFAOYSA-N	196.0769302	CHEBI:157689	HMDB0166792	
BASm0011259	nonyl sufate		26856-96-2		CCCCCCCCCOS(=O)(=O)[O-]	C9H20O4S	InChI=1S/C9H20O4S/c1-2-3-4-5-6-7-8-9-13-14(10,11)12/h2-9H2,1H3,(H,10,11,12)	KETHQOOVMIVLCH-UHFFFAOYSA-N		CHEBI:157690		
BASm0011260					*N[C@@H](CC(=O)CO)C(*)=O					CHEBI:157692		
BASm0011263					*[C@H]1C[C@H](OP(=O)([O-])OC[C@@H](O)/C=C/C=O)[C@@H](COP(*)(=O)[O-])O1					CHEBI:157695		
BASm0011264					*[C@H]1C[C@H](OP(=O)([O-])Oc2ccc(C[C@H]([NH3+])C(=O)[O-])cc2)[C@@H](COP(*)(=O)[O-])O1					CHEBI:157696		
BASm0011265					*O[C@H]1C[C@H](*)O[C@@H]1COP(=O)([O-])Oc1ccc(C[C@H]([NH3+])C(=O)[O-])cc1					CHEBI:157697		
BASm0011266	3-(3-chloro-4-methylphenyl)-1-methylurea		22175-22-0		CN=C(O)NC1=CC(Cl)=C(C)C=C1	C9H11ClN2O	InChI=1S/C9H11ClN2O/c1-6-3-4-7(5-8(6)10)12-9(13)11-2/h3-5H,1-2H3,(H2,11,12,13)	GUMFWXBSFOHZDC-UHFFFAOYSA-N	198.0559907	CHEBI:157701		
BASm0011267	3-(3-chloro-4-methoxylphenyl)-1-methylurea				CNC(=O)Nc1ccc(OC)c(Cl)c1		InChI=1S/C9H11ClN2O2/c1-11-9(13)12-6-3-4-8(14-2)7(10)5-6/h3-5H,1-2H3,(H2,11,12,13)	YWHRNWZTCCNWSH-UHFFFAOYSA-N		CHEBI:157702		
BASm0011268	3-(4-chlorophenyl)-1-methylurea				CNC(=O)Nc1ccc(Cl)cc1		InChI=1S/C8H9ClN2O/c1-10-8(12)11-7-4-2-6(9)3-5-7/h2-5H,1H3,(H2,10,11,12)	XOXCBXRQHPLFNA-UHFFFAOYSA-N		CHEBI:157703		
BASm0011269	3-[3-(trifluoromethyl)phenyl]-1-methylurea				CNC(=O)Nc1cccc(C(F)(F)F)c1		InChI=1S/C9H9F3N2O/c1-13-8(15)14-7-4-2-3-6(5-7)9(10,11)12/h2-5H,1H3,(H2,13,14,15)	SPOVEJAPXRPMBI-UHFFFAOYSA-N		CHEBI:157704		
BASm0011270	1-methyl-3-phenylurea	1-Methyl-3-phenylurea belongs to the class of organic compounds known as N-phenylureas. N-phenylureas are compounds containing a N-phenylurea moiety, which is structurally characterized by a phenyl group linked to one nitrogen atom of a urea group. 1-Methyl-3-phenylurea exists as a white powder and is one of two isomers of methylphenyurea, the other one being 1-methyl-1-phenylurea. Methylphenylureas are found in marijuana (cannabis) smoke. 1-Methyl-3-phenylurea is formed during the combustion of cannabis and is therefore a constituent of cannabis smoke (https://doi.org/10.1007/978-1-59259-947-9_2).			CN=C(O)NC1=CC=CC=C1	C8H10N2O	InChI=1S/C8H10N2O/c1-9-8(11)10-7-5-3-2-4-6-7/h2-6H,1H3,(H2,9,10,11)	SQBHGDSDVWCPHN-UHFFFAOYSA-N	150.079313	CHEBI:157705		
BASm0011271	(2E,4S)-4,5-dihydroxypent-2-enal				O=C/C=C/[C@H](O)CO		InChI=1S/C5H8O3/c6-3-1-2-5(8)4-7/h1-3,5,7-8H,4H2/b2-1+/t5-/m0/s1	MERWVFZVBUHPAV-WYPBCBNTSA-N		CHEBI:157706		
BASm0011272					*O[C@H]1[C@@H](O)[C@H](n2cnc3c(NC/C=C(\C)CO)nc(SC)nc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:157739		
BASm0011273	17beta-hydroxyandrostan-1,3-dione				C[C@]12CC[C@H]3[C@@H](CC[C@H]4CC(=O)CC(=O)[C@@]43C)[C@@H]1CC[C@@H]2O		InChI=1S/C19H28O3/c1-18-8-7-15-13(14(18)5-6-16(18)21)4-3-11-9-12(20)10-17(22)19(11,15)2/h11,13-16,21H,3-10H2,1-2H3/t11-,13-,14-,15-,16-,18-,19-/m0/s1	WIFFAONSZWGQAR-DOXLZLGISA-N		CHEBI:157749		
BASm0011276	1,17beta-dihydroxyandrostan-3-one				C[C@]12CC[C@H]3[C@@H](CC[C@H]4CC(=O)CC(O)[C@@]43C)[C@@H]1CC[C@@H]2O		InChI=1S/C19H30O3/c1-18-8-7-15-13(14(18)5-6-16(18)21)4-3-11-9-12(20)10-17(22)19(11,15)2/h11,13-17,21-22H,3-10H2,1-2H3/t11-,13-,14-,15-,16-,17?,18-,19-/m0/s1	MFLXKQKZFDLMMZ-KBLLDUHYSA-N		CHEBI:157753		
BASm0011277	1-hydroxy-5alpha-androstan-3,17-dione				C[C@]12C(O)CC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12		InChI=1S/C19H28O3/c1-18-8-7-15-13(14(18)5-6-16(18)21)4-3-11-9-12(20)10-17(22)19(11,15)2/h11,13-15,17,22H,3-10H2,1-2H3/t11-,13-,14-,15-,17?,18-,19-/m0/s1	YCZHNKMIZDECIP-LQSVDBQCSA-N		CHEBI:157754		
BASm0011278	5alpha-androstan-1,3,17-trione				C[C@]12C(=O)CC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12		InChI=1S/C19H26O3/c1-18-8-7-15-13(14(18)5-6-16(18)21)4-3-11-9-12(20)10-17(22)19(11,15)2/h11,13-15H,3-10H2,1-2H3/t11-,13-,14-,15-,18-,19-/m0/s1	AWZFYBOODPIYEC-HYCFJWNYSA-N		CHEBI:157755		
BASm0011279	4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoate			Expected Solid	Nc1c(O)cccc1C(=O)CC(=O)C(=O)[O-]	C10H8NO5	InChI=1S/C10H9NO5/c11-9-5(2-1-3-6(9)12)7(13)4-8(14)10(15)16/h1-3,12H,4,11H2,(H,15,16)/p-1	YCJNYHCCOXVYAF-UHFFFAOYSA-M	222.0407959	CHEBI:157756	HMDB0004083	MMDBc0049659
BASm0011280	1,2-diacyl-sn-glycero-3-phospho-N-acyl-L-serine				[1*]C(=O)OC[C@H](COP(=O)([O-])OC[C@H](NC([3*])=O)C(=O)[O-])OC([2*])=O					CHEBI:157757		
BASm0011281	1-acyl-sn-glycero-3-phospho-N-acyl-L-serine				[1*]C(=O)OC[C@@H](O)COP(=O)([O-])OC[C@H](NC([2*])=O)C(=O)[O-]					CHEBI:157758		
BASm0011283	2-heptyl-1-hydroxy-4(1H)-quinolinone			Expected Solid	CCCCCCCc1cc(=O)c2ccccc2n1O	C16H21NO2	InChI=1S/C16H21NO2/c1-2-3-4-5-6-9-13-12-16(18)14-10-7-8-11-15(14)17(13)19/h7-8,10-12,19H,2-6,9H2,1H3	ICTVCUOZYWNYHM-UHFFFAOYSA-N	259.1572289	CHEBI:157768		MMDBc0026276
BASm0011284	2-heptyl-1-methoxy-4(1H)-quinolinone			Expected Solid	CCCCCCCc1cc(=O)c2ccccc2n1OC	C17H23NO2	InChI=1S/C17H23NO2/c1-3-4-5-6-7-10-14-13-17(19)15-11-8-9-12-16(15)18(14)20-2/h8-9,11-13H,3-7,10H2,1-2H3	IDTUWEWAKTXKFB-UHFFFAOYSA-N	273.172879	CHEBI:157769		MMDBc0055230
BASm0011285	3-bromo-2-heptyl-1-hydroxy-4(1H)-quinolinone			Expected Solid	CCCCCCCc1c(Br)c(=O)c2ccccc2n1O	C16H20BrNO2	InChI=1S/C16H20BrNO2/c1-2-3-4-5-6-11-14-15(17)16(19)12-9-7-8-10-13(12)18(14)20/h7-10,20H,2-6,11H2,1H3	CWANSYKGRXASKS-UHFFFAOYSA-N	337.067742	CHEBI:157778		MMDBc0055349
BASm0011286	3-bromo-2-heptyl-1-methoxy-4(1H)-quinolinone			Expected Solid	CCCCCCCc1c(Br)c(=O)c2ccccc2n1OC	C17H22BrNO2	InChI=1S/C17H22BrNO2/c1-3-4-5-6-7-12-15-16(18)17(20)13-10-8-9-11-14(13)19(15)21-2/h8-11H,3-7,12H2,1-2H3	LIRPXMMSNXPIQP-UHFFFAOYSA-N	351.083392	CHEBI:157779		MMDBc0055350
BASm0011287	3-methyl-1-oxo-2-[3-oxo-3-(pyrrolidin-1-yl)propyl]-1,5-dihydrobenzo[4,5]imidazo[1,2-a]pyridine-4-carbonitrile			Expected Solid	Cc1c(CCC(=O)N2CCCC2)c(=O)n2c([nH]c3ccccc32)c1C#N	C20H20N4O2	InChI=1S/C20H20N4O2/c1-13-14(8-9-18(25)23-10-4-5-11-23)20(26)24-17-7-3-2-6-16(17)22-19(24)15(13)12-21/h2-3,6-7,22H,4-5,8-11H2,1H3	AEVYTKKOGUOZJH-UHFFFAOYSA-N	348.1586259	CHEBI:158799		MMDBc0055393
BASm0011288	3,5-dimethyl-1-oxo-2-[3-oxo-3-(pyrrolidin-1-yl)propyl]-1,5-dihydrobenzo[4,5]imidazo[1,2-a]pyridine-4-carbonitrile			Expected Solid	Cc1c(CCC(=O)N2CCCC2)c(=O)n2c3ccccc3n(C)c2c1C#N	C21H22N4O2	InChI=1S/C21H22N4O2/c1-14-15(9-10-19(26)24-11-5-6-12-24)21(27)25-18-8-4-3-7-17(18)23(2)20(25)16(14)13-22/h3-4,7-8H,5-6,9-12H2,1-2H3	XUCPFEBLRWHXIN-UHFFFAOYSA-N	362.174276	CHEBI:158993		MMDBc0055429
BASm0011289	(2Z,6E)-farnesyl diphosphate				CC(C)=CCC/C(C)=C/CC/C(C)=C\COP(=O)([O-])OP(=O)([O-])[O-]	C15H28O7P2	InChI=1S/C15H28O7P2/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-21-24(19,20)22-23(16,17)18/h7,9,11H,5-6,8,10,12H2,1-4H3,(H,19,20)(H2,16,17,18)/b14-9+,15-11-	VWFJDQUYCIWHTN-PVMFERMNSA-N	382.1310272	CHEBI:162247		
BASm0011290	6,8-dihydroxypurine	6,8-Dihydroxypurine is an endogenous nucleoside found in human fluids. Purine bases are present in higher amounts in tumor-bearing patients compared to healthy controls. DNA hypermethylation is a common finding in malignant cells and has been explored as a therapeutic target for hypomethylating agents. When chemical bonds to DNA, the DNA becomes damaged and proper and complete replication cannot occur to make the normal intended cell. A DNA adduct is an abnormal piece of DNA covalently-bonded to a cancer-causing chemical. This has shown to be the start of a cancerous cell, or carcinogenesis. DNA adducts in scientific experiments are used as bio-markers and as such are themselves measured to reflect quantitatively, for comparison, the amount of cancer in the subject. (PMID: 3506820, 17044778, 17264127, 16799933).	13231-00-0		O=c1[nH]c2nc[nH]c(=O)c2[nH]1	C5H4N4O2	InChI=1S/C5H4N4O2/c10-4-2-3(6-1-7-4)9-5(11)8-2/h1H,(H3,6,7,8,9,10,11)	BYUOBSUZYQAFJM-UHFFFAOYSA-N	152.0334254	CHEBI:165832	HMDB0001182	
BASm0011291	5-methoxyindoleacetaldehyde				COc1ccc2[nH]cc(CC=O)c2c1		InChI=1S/C11H11NO2/c1-14-9-2-3-11-10(6-9)8(4-5-13)7-12-11/h2-3,5-7,12H,4H2,1H3	XVHHCGDXCDKKLH-UHFFFAOYSA-N		CHEBI:166541		
BASm0011292	allo-aromadendrene	Aromadendrene or Alloaromadendrene belongs to the class of organic compounds known as 5,10-cycloaromadendrane sesquiterpenoids. These are aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton. Aromadendrene is possibly neutral. Aromadendrene is one of the terpenoids that are found in the cannabis plant only in trace amount. (PMID: 6991645)	25246-27-9	1	C=C1CCC2C([C@@H]3[C@H](C)CC[C@H]13)C2(C)C	C15H24	InChI=1S/C15H24/c1-9-6-8-12-14(15(12,3)4)13-10(2)5-7-11(9)13/h10-14H,1,5-8H2,2-4H3/t10-,11-,12+,13+,14+/m0/s1	ITYNGVSTWVVPIC-ODXJTPSBSA-N	204.1878	CHEBI:166670		
BASm0011293	32-oxolanosterol	4,4-dimethyl-14alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol is also known as 32-Ketolanosterol.  4,4-dimethyl-14alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol is considered to be practically insoluble (in water) and basic.  4,4-dimethyl-14alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol is a sterol lipid molecule			CC(C)=CCC[C@@H](C)[C@H]1CC[C@@]2(C=O)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3	C30H48O2	InChI=1S/C30H48O2/c1-20(2)9-8-10-21(3)22-14-18-30(19-31)24-11-12-25-27(4,5)26(32)15-16-28(25,6)23(24)13-17-29(22,30)7/h9,19,21-22,25-26,32H,8,10-18H2,1-7H3/t21-,22-,25+,26+,28-,29-,30-/m1/s1	PGGIMLIQOHYFIS-PUXRVUTHSA-N	440.3654308	CHEBI:166681	HMDB0062378	
BASm0011294	32-hydroxylanosterol	4,4-Dimethyl-14α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol has the chemical formula C30H50O2, and an average molecular weight of 442.728. 4,4-Dimethyl-14α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol is involved in the Bloch Pathway (Cholesterol Biosynthesis) .			[H][C@@](C)(CCC=C(C)C)[C@@]1([H])CC[C@@]2(CO)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@]1([H])CC3	C30H50O2	InChI=1S/C30H50O2/c1-20(2)9-8-10-21(3)22-14-18-30(19-31)24-11-12-25-27(4,5)26(32)15-16-28(25,6)23(24)13-17-29(22,30)7/h9,21-22,25-26,31-32H,8,10-19H2,1-7H3/t21-,22-,25+,26+,28-,29-,30-/m1/s1	DWVYYKFZEDMMPU-PUXRVUTHSA-N	442.3810809	CHEBI:166806		
BASm0011295	3'-deoxy-3',4'-didehydro-CTP					C9H10N3O13P3		DGUQXKKDZHTKIE-HTRCEHHLSA-J	460.9448427	CHEBI:166821		
BASm0011296					*[C@H]([NH3+])C(=O)N[C@@H](*)C(=O)[O-]					CHEBI:166823		
BASm0011297					*O[C@H]1C[C@H](n2cnc3c(NCC(N)=O)ncnc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:166827		
BASm0011298	ochratoxin A	Ochratoxin A, a toxin produced by Aspergillus ochraceus and Penicillium verrucosum, is one of the most abundant food-contaminating mycotoxins in the world. Human exposure occurs mainly through consumption of improperly stored food products, particularly contaminated grain and pork products, as well as coffee, wine grapes and dried grapes. The toxin has been found in the tissues and organs of animals, including human blood and breast milk. Ochratoxin A toxicity has large species- and sex-specific differences.	303-47-9			C20H17ClNO6		RWQKHEORZBHNRI-BMIGLBTASA-M	402.0749886	CHEBI:166829	HMDB29399	
BASm0011299	tachysterol 3	Tachysterol 3 is a normal human secosterooid metabolite from the class of vitamin D3 photoisomer derivatives. It is synthesized from 7-Dehydrocholesterol in the epidermis in response to ultraviolet irradiation. When human skin is exposed to ultraviolet radiation, epidermal 7-dehydrocholesterol is converted to previtamin D, and during prolonged exposure, the synthesis of previtamin D3 reaches a plateau at about 10 to 15 percent of the original 7-dehydrocholesterol content, and previtamin D3 is photoisomerized to two biologically inert isomers and tachysterol 3 is one of them (the other one being lumisterol 3). Therefore, tachysterol is a metabolite to chronic exposure to sunlight. Tachysterol 3, as well as other photoisomers of vitamin D3 and previtamin D3 has been demonstrated to have inhibited keratinocyte proliferation. Thus, sunlight provides vitamin D3 photoproducts that may act directly to regulate epidermal proliferation and differentiation under physiologic conditions. (PMID 6256855, 10876100).	17592-07-3		CC(C)CCC[C@@H](C)[C@@]1([H])CC[C@@]2([H])C(=CCC[C@]12C)\C=C\C1=C(C)CC[C@H](O)C1	C27H44O	InChI=1S/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h10,12-13,19,21,24-26,28H,6-9,11,14-18H2,1-5H3/b13-12+/t21-,24+,25-,26+,27-/m1/s1	YUGCAAVRZWBXEQ-FMCTZRJNSA-N	384.339216	CHEBI:166835	HMDB0006560	
BASm0011300	lumisterol 3	Lumisterol 3 is a normal human secosterooid metabolite from the class of vitamin D3 photoisomer derivatives. It is synthesized from 7-Dehydrocholesterol in the epidermis in response to ultraviolet irradiation. When human skin is exposed to ultraviolet radiation, epidermal 7-dehydrocholesterol is converted to previtamin D, and during prolonged exposure, the synthesis of previtamin D3 reaches a plateau at about 10 to 15 percent of the original 7-dehydrocholesterol content, and previtamin D3 is photoisomerized to two biologically inert isomers and lumisterol 3 is one of them (the other one being lumisterol 3). Therefore, lumisterol 3 is a metabolite to chronic exposure to sunlight. Lumisterol 3, as well as other photoisomers of vitamin D3 and previtamin D3 has been demonstrated to have inhibited keratinocyte proliferation. Thus, sunlight provides vitamin D3 photoproducts that may act directly to regulate epidermal proliferation and differentiation under physiologic conditions. (PMID 6256855, 10876100).	5226-01-07	Solid	[H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@@]4(C)[C@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C	C27H44O	InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9-10,18-19,21,23-25,28H,6-8,11-17H2,1-5H3/t19-,21+,23-,24+,25-,26-,27-/m1/s1	UCTLRSWJYQTBFZ-XMVWLVNMSA-N	384.339216	CHEBI:166836	HMDB0006505	
BASm0011301					*N[C@@H](CC[C@@H](O)C/N=S(\C)CC[C@H](N*)C(*)=O)C(*)=O					CHEBI:166866		
BASm0011302					*N[C@@H](CCCC/N=S(\C)CC[C@H](N*)C(*)=O)C(*)=O					CHEBI:166867		
BASm0011303					*N[C@H](CC[C@H](C)NC(N)=[NH2+])C(*)=O					CHEBI:166868		
BASm0011304	5-methoxytryptamine		608-07-1		COc1ccc2[nH]cc(CC[NH3+])c2c1	C11H14N2O	InChI=1S/C11H14N2O/c1-14-9-2-3-11-10(6-9)8(4-5-12)7-13-11/h2-3,6-7,13H,4-5,12H2,1H3	JTEJPPKMYBDEMY-UHFFFAOYSA-N		CHEBI:166874		
BASm0011305	N-acetylnoradrenaline				CC(=O)NCC(O)c1ccc(O)c(O)c1	C10H13NO4	InChI=1S/C10H13NO4/c1-6(12)11-5-10(15)7-2-3-8(13)9(14)4-7/h2-4,10,13-15H,5H2,1H3,(H,11,12)	WEFKVTFPZQEBGF-UHFFFAOYSA-N	211.0844579	CHEBI:166875		
BASm0011306	N-butanoyltyramine					C12H17NO2		UCELBUIXQQYTKJ-UHFFFAOYSA-N	207.1259288	CHEBI:166900		
BASm0011307	N-hexanoyltyramine				CCCCCC(=O)NCCc1ccc(O)cc1		InChI=1S/C14H21NO2/c1-2-3-4-5-14(17)15-11-10-12-6-8-13(16)9-7-12/h6-9,16H,2-5,10-11H2,1H3,(H,15,17)	OOAYUBIIDJANMN-UHFFFAOYSA-N		CHEBI:166901		
BASm0011308	noradrenaline	Norepinephrine is the precursor of epinephrine that is secreted by the adrenal medulla and is a widespread central and autonomic neurotransmitter. Norepinephrine is the principal transmitter of most postganglionic sympathetic fibers and of the diffuse projection system in the brain arising from the locus ceruleus. It is also found in plants and is used pharmacologically as a sympathomimetic. Norepinephrine is elevated in the urine of people who consume bananas. Norepinephrine is also a microbial metabolite; urinary noradrenaline is produced by Escherichia, Bacillus, and Saccharomyces (PMID: 24621061). Norepinephrine is found in alcoholic beverages, banana peels and pulp (Musa paradisiaca), red plum fruit (Prunus domestica), orange pulp (Citrus sinensis), potato tubers (Solanum tuberosum), and whole purslane (Portulaca oleracea). P. oleracea is the richest of these sources. Norepinephrine has also been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821).	51-41-2	Solid	[NH3+]CC(O)c1ccc(O)c(O)c1	C8H11NO3	InChI=1S/C8H11NO3/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8,10-12H,4,9H2/t8-/m0/s1	SFLSHLFXELFNJZ-QMMMGPOBSA-N	169.0738932	CHEBI:166902	HMDB0000216	
BASm0011309	taurochenodeoxycholate 3-sulfate				C[C@H](CCC(=O)NCCS(=O)(=O)[O-])[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](OS(=O)(=O)[O-])CC[C@]4(C)[C@H]3CC[C@]12C		InChI=1S/C26H45NO9S2/c1-16(4-7-23(29)27-12-13-37(30,31)32)19-5-6-20-24-21(9-11-26(19,20)3)25(2)10-8-18(36-38(33,34)35)14-17(25)15-22(24)28/h16-22,24,28H,4-15H2,1-3H3,(H,27,29)(H,30,31,32)(H,33,34,35)/p-2/t16-,17+,18-,19-,20+,21+,22-,24+,25+,26-/m1/s1	GLVWZDCWCRWVFM-BJLOMENOSA-L		CHEBI:166912		
BASm0011313	asc-omegaDeltaC5-CoA				C[C@@H]1O[C@@H](OCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2OP(=O)([O-])[O-])[C@H](O)C[C@H]1O		InChI=1S/C32H52N7O21P3S/c1-17-18(40)12-19(41)31(57-17)54-10-5-4-6-22(43)64-11-9-34-21(42)7-8-35-29(46)26(45)32(2,3)14-56-63(52,53)60-62(50,51)55-13-20-25(59-61(47,48)49)24(44)30(58-20)39-16-38-23-27(33)36-15-37-28(23)39/h4,6,15-20,24-26,30-31,40-41,44-45H,5,7-14H2,1-3H3,(H,34,42)(H,35,46)(H,50,51)(H,52,53)(H2,33,36,37)(H2,47,48,49)/p-4/b6-4+/t17-,18+,19+,20+,24+,25+,26-,30+,31+/m0/s1	POHOGCSKCVODEW-BHXKPVSNSA-J		CHEBI:166969		
BASm0011314	IC-asc-C9-CoA				C[C@H](CCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])O[C@@H]1O[C@@H](C)[C@H](OC(=O)c2c[nH]c3ccccc23)C[C@H]1O		InChI=1S/C45H67N8O22P3S/c1-25(70-44-30(54)19-31(26(2)71-44)73-43(60)28-20-49-29-13-10-9-12-27(28)29)11-7-5-6-8-14-34(56)79-18-17-47-33(55)15-16-48-41(59)38(58)45(3,4)22-69-78(66,67)75-77(64,65)68-21-32-37(74-76(61,62)63)36(57)42(72-32)53-24-52-35-39(46)50-23-51-40(35)53/h9-10,12-13,20,23-26,30-32,36-38,42,44,49,54,57-58H,5-8,11,14-19,21-22H2,1-4H3,(H,47,55)(H,48,59)(H,64,65)(H,66,67)(H2,46,50,51)(H2,61,62,63)/p-4/t25-,26+,30-,31-,32-,36-,37-,38+,42-,44-/m1/s1	NQNMAMRMBCYUJB-XOGJWDHUSA-J		CHEBI:166973		
BASm0011315	IC-asc-DeltaC9-CoA				C[C@H](CCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])O[C@@H]1O[C@@H](C)[C@H](OC(=O)c2c[nH]c3ccccc23)C[C@H]1O		InChI=1S/C45H65N8O22P3S/c1-25(70-44-30(54)19-31(26(2)71-44)73-43(60)28-20-49-29-13-10-9-12-27(28)29)11-7-5-6-8-14-34(56)79-18-17-47-33(55)15-16-48-41(59)38(58)45(3,4)22-69-78(66,67)75-77(64,65)68-21-32-37(74-76(61,62)63)36(57)42(72-32)53-24-52-35-39(46)50-23-51-40(35)53/h8-10,12-14,20,23-26,30-32,36-38,42,44,49,54,57-58H,5-7,11,15-19,21-22H2,1-4H3,(H,47,55)(H,48,59)(H,64,65)(H,66,67)(H2,46,50,51)(H2,61,62,63)/p-4/b14-8+/t25-,26+,30-,31-,32-,36-,37-,38+,42-,44-/m1/s1	ULAHBGLKYQKMTI-VSHRVGAASA-J		CHEBI:166974		
BASm0011316	IC-asc-C7-CoA				C[C@H](CCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])O[C@@H]1O[C@@H](C)[C@H](OC(=O)c2c[nH]c3ccccc23)C[C@H]1O		InChI=1S/C43H63N8O22P3S/c1-23(68-42-28(52)17-29(24(2)69-42)71-41(58)26-18-47-27-11-7-6-10-25(26)27)9-5-8-12-32(54)77-16-15-45-31(53)13-14-46-39(57)36(56)43(3,4)20-67-76(64,65)73-75(62,63)66-19-30-35(72-74(59,60)61)34(55)40(70-30)51-22-50-33-37(44)48-21-49-38(33)51/h6-7,10-11,18,21-24,28-30,34-36,40,42,47,52,55-56H,5,8-9,12-17,19-20H2,1-4H3,(H,45,53)(H,46,57)(H,62,63)(H,64,65)(H2,44,48,49)(H2,59,60,61)/p-4/t23-,24+,28-,29-,30-,34-,35-,36+,40-,42-/m1/s1	JCDSEEFGQRURNN-LRZHQNEJSA-J		CHEBI:166976		
BASm0011317	IC-asc-DeltaC7-CoA				C[C@H](CC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])O[C@@H]1O[C@@H](C)[C@H](OC(=O)c2c[nH]c3ccccc23)C[C@H]1O		InChI=1S/C43H61N8O22P3S/c1-23(68-42-28(52)17-29(24(2)69-42)71-41(58)26-18-47-27-11-7-6-10-25(26)27)9-5-8-12-32(54)77-16-15-45-31(53)13-14-46-39(57)36(56)43(3,4)20-67-76(64,65)73-75(62,63)66-19-30-35(72-74(59,60)61)34(55)40(70-30)51-22-50-33-37(44)48-21-49-38(33)51/h6-8,10-12,18,21-24,28-30,34-36,40,42,47,52,55-56H,5,9,13-17,19-20H2,1-4H3,(H,45,53)(H,46,57)(H,62,63)(H,64,65)(H2,44,48,49)(H2,59,60,61)/p-4/b12-8+/t23-,24+,28-,29-,30-,34-,35-,36+,40-,42-/m1/s1	VTPJEYVOLSJKNB-GDHXFCNSSA-J		CHEBI:166977		
BASm0011318	(8R)-8-hydroxynonanoyl-CoA				C[C@@H](O)CCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]		InChI=1S/C30H52N7O18P3S/c1-18(38)8-6-4-5-7-9-21(40)59-13-12-32-20(39)10-11-33-28(43)25(42)30(2,3)15-52-58(49,50)55-57(47,48)51-14-19-24(54-56(44,45)46)23(41)29(53-19)37-17-36-22-26(31)34-16-35-27(22)37/h16-19,23-25,29,38,41-42H,4-15H2,1-3H3,(H,32,39)(H,33,43)(H,47,48)(H,49,50)(H2,31,34,35)(H2,44,45,46)/p-4/t18-,19-,23-,24-,25+,29-/m1/s1	HBIUUUAGZIBYQB-JOQFVOQGSA-J		CHEBI:166978		
BASm0011319	(2E,8R)-8-hydroxynonenoyl-CoA				C[C@@H](O)CCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]		InChI=1S/C30H50N7O18P3S/c1-18(38)8-6-4-5-7-9-21(40)59-13-12-32-20(39)10-11-33-28(43)25(42)30(2,3)15-52-58(49,50)55-57(47,48)51-14-19-24(54-56(44,45)46)23(41)29(53-19)37-17-36-22-26(31)34-16-35-27(22)37/h7,9,16-19,23-25,29,38,41-42H,4-6,8,10-15H2,1-3H3,(H,32,39)(H,33,43)(H,47,48)(H,49,50)(H2,31,34,35)(H2,44,45,46)/p-4/b9-7+/t18-,19-,23-,24-,25+,29-/m1/s1	GWQFBUOTIWHOCA-MXZPXWEMSA-J		CHEBI:166979		
BASm0011320	(2E)-heptenoyl-CoA			Expected Solid	[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C(\[H])=C(/[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C(N=C([H])N=C23)N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C28H42N7O17P3S	InChI=1S/C28H46N7O17P3S/c1-4-5-6-7-8-19(37)56-12-11-30-18(36)9-10-31-26(40)23(39)28(2,3)14-49-55(46,47)52-54(44,45)48-13-17-22(51-53(41,42)43)21(38)27(50-17)35-16-34-20-24(29)32-15-33-25(20)35/h7-8,15-17,21-23,27,38-39H,4-6,9-14H2,1-3H3,(H,30,36)(H,31,40)(H,44,45)(H,46,47)(H2,29,32,33)(H2,41,42,43)/p-4/b8-7+/t17-,21-,22-,23+,27-/m1/s1	PWHBHJPLLWGXPL-YSSUZGETSA-J	873.1592694	CHEBI:166980		MMDBc0048776
BASm0011321	IC-asc-C7-AMP				C[C@H](CCCCC(=O)OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O)O[C@@H]1O[C@@H](C)[C@H](OC(=O)c2c[nH]c3ccccc23)C[C@H]1O		InChI=1S/C32H41N6O13P/c1-16(47-32-21(39)11-22(17(2)48-32)50-31(43)19-12-34-20-9-5-4-8-18(19)20)7-3-6-10-24(40)51-52(44,45)46-13-23-26(41)27(42)30(49-23)38-15-37-25-28(33)35-14-36-29(25)38/h4-5,8-9,12,14-17,21-23,26-27,30,32,34,39,41-42H,3,6-7,10-11,13H2,1-2H3,(H,44,45)(H2,33,35,36)/p-1/t16-,17+,21-,22-,23-,26-,27-,30-,32-/m1/s1	FSZCUKZJWUKCBV-MNMXCXDCSA-M		CHEBI:166982		
BASm0011322	IC-asc-C9-AMP				C[C@H](CCCCCCC(=O)OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O)O[C@@H]1O[C@@H](C)[C@H](OC(=O)c2c[nH]c3ccccc23)C[C@H]1O		InChI=1S/C34H45N6O13P/c1-18(49-34-23(41)13-24(19(2)50-34)52-33(45)21-14-36-22-11-8-7-10-20(21)22)9-5-3-4-6-12-26(42)53-54(46,47)48-15-25-28(43)29(44)32(51-25)40-17-39-27-30(35)37-16-38-31(27)40/h7-8,10-11,14,16-19,23-25,28-29,32,34,36,41,43-44H,3-6,9,12-13,15H2,1-2H3,(H,46,47)(H2,35,37,38)/p-1/t18-,19+,23-,24-,25-,28-,29-,32-,34-/m1/s1	PLRIDSQINZKIPR-NVBWPLLWSA-M		CHEBI:166983		
BASm0011323	nonanoyl-AMP				CCCCCCCCC(=O)OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O		InChI=1S/C19H30N5O8P/c1-2-3-4-5-6-7-8-13(25)32-33(28,29)30-9-12-15(26)16(27)19(31-12)24-11-23-14-17(20)21-10-22-18(14)24/h10-12,15-16,19,26-27H,2-9H2,1H3,(H,28,29)(H2,20,21,22)/p-1/t12-,15-,16-,19-/m1/s1	ACFJGALADOEHQX-BGIGGGFGSA-M		CHEBI:166985		
BASm0011324	tigogenin 3-O-beta-D-glucopyranoside				C[C@@H]1CC[C@@]2(OC1)O[C@H]1C[C@H]3[C@@H]4CC[C@H]5C[C@@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)CC[C@]5(C)[C@H]4CC[C@]3(C)[C@H]1[C@@H]2C		InChI=1S/C33H54O8/c1-17-7-12-33(38-16-17)18(2)26-24(41-33)14-23-21-6-5-19-13-20(8-10-31(19,3)22(21)9-11-32(23,26)4)39-30-29(37)28(36)27(35)25(15-34)40-30/h17-30,34-37H,5-16H2,1-4H3/t17-,18+,19+,20+,21-,22+,23+,24+,25-,26+,27-,28+,29-,30-,31+,32+,33-/m1/s1	ZNEIIZNXGCIAAL-WILLDVSMSA-N		CHEBI:166995		
BASm0011325	solanidine		80-78-4		C[C@H]1CC[C@@H]2[C@@H](C)[C@H]3[C@H](C[C@H]4[C@@H]5CC=C6C[C@@H](O)CC[C@]6(C)[C@H]5CC[C@]34C)[NH+]2C1	C27H43NO	InChI=1S/C27H43NO/c1-16-5-8-23-17(2)25-24(28(23)15-16)14-22-20-7-6-18-13-19(29)9-11-26(18,3)21(20)10-12-27(22,25)4/h6,16-17,19-25,29H,5,7-15H2,1-4H3	JVKYZPBMZPJNAJ-UHFFFAOYSA-N		CHEBI:166996		
BASm0011326	solanidine 3-O-beta-D-glucopyranoside		511-36-4		C[C@H]1CC[C@@H]2[C@@H](C)[C@H]3[C@H](C[C@H]4[C@@H]5CC=C6C[C@@H](O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)CC[C@]6(C)[C@H]5CC[C@]34C)[NH+]2C1	C33H53NO6	InChI=1S/C33H53NO6/c1-17-5-8-24-18(2)27-25(34(24)15-17)14-23-21-7-6-19-13-20(9-11-32(19,3)22(21)10-12-33(23,27)4)39-31-30(38)29(37)28(36)26(16-35)40-31/h6,17-18,20-31,35-38H,5,7-16H2,1-4H3	IDGKMGZVTKHZDA-UHFFFAOYSA-N		CHEBI:166997		
BASm0011327	tomatidine 3-O-beta-D-glucopyranoside				C[C@H]1CC[C@]2([NH2+]C1)O[C@H]1C[C@H]3[C@@H]4CC[C@H]5C[C@@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)CC[C@]5(C)[C@H]4CC[C@]3(C)[C@H]1[C@@H]2C	C33H55NO7	InChI=1S/C33H55NO7/c1-17-7-12-33(34-15-17)18(2)26-24(41-33)14-23-21-6-5-19-13-20(8-10-31(19,3)22(21)9-11-32(23,26)4)39-30-29(38)28(37)27(36)25(16-35)40-30/h17-30,34-38H,5-16H2,1-4H3	JDRMNHOIHYWSFN-UHFFFAOYSA-N	577.3978531	CHEBI:166998	HMDB0175341	
BASm0011328	tomatidine	Tomatidine is the aglycone derivative of tomatine. Tomatidine belongs to the chemical family known as Spirosolanes and Derivatives. These are steroidal alkaloids whose structure contains a spirosolane skeleton. Tomatine (the glycosylated form of tomatidine) is a mildly toxic glycoalkaloid or glycospirosolane found in the stems and leaves of tomato plants as well as in the fruit of unripened (green) tomatoes (up to 500 mg/kg).  Red, ripe tomatoes have somewhat reduced amounts of tomatine and tomatidine.  Both tomatine and tomatidine possess antimicrobial, antifungal and antiviral properties. Tomatidine has been shown to exhibit anti-virulence activity against normal strains of Staphylococcus aureus as well as the ability to potentiate the effect of aminoglycoside antibiotics (PMID: 24877760).  Recent studies have shown that tomatidine stimulates mTORC1 signaling and anabolism, leading to accumulation of protein and mitochondria, and ultimately, cell growth. Furthermore, in mice, tomatidine has been shown to increase skeletal muscle mTORC1 signaling, reduce skeletal muscle atrophy, enhance recovery from skeletal muscle atrophy, stimulate skeletal muscle hypertrophy, and increase strength and exercise capacity (PMID: 24719321).  Tomatidine has also been shown to significantly inhibit cholesterol ester accumulation induced by acetylated LDL in human monocyte-derived macrophages in a dose-dependent manner. Tomatidine also inhibits cholesterol ester formation in Chinese hamster ovary cells overexpressing acyl-CoA:cholesterol acyl-transferase (ACAT)-1 or ACAT-2, suggesting that tomatidine suppresses both ACAT-1 and ACAT-2 activities. The oral administration of tomatidine to apoE-deficient mice significantly reduces levels of serum cholesterol, LDL-cholesterol, and the size of atherosclerotic lesions (PMID: 22224814).	77-59-8	Solid	C[C@H]1CC[C@]2([NH2+]C1)O[C@H]1C[C@H]3[C@@H]4CC[C@H]5C[C@@H](O)CC[C@]5(C)[C@H]4CC[C@]3(C)[C@H]1[C@@H]2C	C27H45NO2	InChI=1S/C27H45NO2/c1-16-7-12-27(28-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(29)8-10-25(18,3)21(20)9-11-26(22,24)4/h16-24,28-29H,5-15H2,1-4H3	XYNPYHXGMWJBLV-UHFFFAOYSA-N	415.3450297	CHEBI:166999	HMDB0034731	
BASm0011332	a D-mannosyl-alpha-1->6-inositol-1-phosphate			Expected Solid	O=P([O-])([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O	C12H21O14P	InChI=1S/C12H23O14P/c13-1-2-3(14)4(15)9(20)12(24-2)25-10-7(18)5(16)6(17)8(19)11(10)26-27(21,22)23/h2-20H,1H2,(H2,21,22,23)/p-2/t2-,3-,4+,5-,6-,7+,8-,9+,10-,11-,12?/m1/s1	UJXBXUSHOWRLIG-JDLYWALLSA-L	420.0679895	CHEBI:167051		MMDBc0056078
BASm0011333	alpha-D-mannosyl-di-(inositol-1-phosphate)			Expected Solid	O=P([O-])([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O[C@H]1O[C@H](COP(=O)([O-])O[C@@H]2[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@@H]1O	C18H31O22P2	InChI=1S/C18H34O22P2/c19-3-2(1-36-42(34,35)40-15-10(26)6(22)5(21)7(23)11(15)27)37-18(14(30)4(3)20)38-16-12(28)8(24)9(25)13(29)17(16)39-41(31,32)33/h2-30H,1H2,(H,34,35)(H2,31,32,33)/p-3/t2-,3-,4+,5-,6-,7+,8-,9-,10-,11-,12+,13-,14+,15-,16-,17-,18?/m1/s1	DKHMHRQWWQWLAI-PNMGQCLPSA-K	661.0798674	CHEBI:167052		MMDBc0056077
BASm0011334	(3aS,4S,5R,7aS)-5-hydroxy-7a-methyl-1-oxo-octahydro-1H-indene-4-carboxyl-CoA			Expected Solid	[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)[C@@]1([H])[C@]2([H])CCC(=O)[C@@]2(C)CC[C@@]1([H])O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C32H46N7O19P3S	InChI=1S/C32H50N7O19P3S/c1-31(2,25(44)28(45)35-9-7-20(42)34-10-11-62-30(46)21-16-4-5-19(41)32(16,3)8-6-17(21)40)13-55-61(52,53)58-60(50,51)54-12-18-24(57-59(47,48)49)23(43)29(56-18)39-15-38-22-26(33)36-14-37-27(22)39/h14-18,21,23-25,29,40,43-44H,4-13H2,1-3H3,(H,34,42)(H,35,45)(H,50,51)(H,52,53)(H2,33,36,37)(H2,47,48,49)/p-4/t16-,17+,18+,21-,23+,24+,25-,29+,32-/m0/s1	LWDSDRAPSKPQDI-NEIWHQIASA-J	957.1803988	CHEBI:167058		MMDBc0054877
BASm0011335	(2E)-3-[(3aS,4S,5R,7aS)-5-hydroxy-7a-methyl-1-oxo-octahydro-1H-inden-4-yl]prop-2-enoyl-CoA			Expected Solid	[H]\C(=C(\[H])[C@@]1([H])[C@]2([H])CCC(=O)[C@@]2(C)CC[C@@]1([H])O)C(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C34H48N7O19P3S	InChI=1S/C34H52N7O19P3S/c1-33(2,28(47)31(48)37-11-9-23(44)36-12-13-64-24(45)7-4-18-19-5-6-22(43)34(19,3)10-8-20(18)42)15-57-63(54,55)60-62(52,53)56-14-21-27(59-61(49,50)51)26(46)32(58-21)41-17-40-25-29(35)38-16-39-30(25)41/h4,7,16-21,26-28,32,42,46-47H,5-6,8-15H2,1-3H3,(H,36,44)(H,37,48)(H,52,53)(H,54,55)(H2,35,38,39)(H2,49,50,51)/p-4/b7-4+/t18-,19-,20+,21+,26+,27+,28-,32+,34-/m0/s1	MHYJAWUBQZNCMM-OQKZBKOQSA-J	983.1960488	CHEBI:167059		MMDBc0054806
BASm0011336	(5R,7aS)-5-hydroxy-7a-methyl-1-oxo-2,3,5,6,7,7a-hexahydro-1H-indene-carboxyl-CoA			Expected Solid	[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)C1=C2CCC(=O)[C@@]2(C)CC[C@@]1([H])O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C32H44N7O19P3S	InChI=1S/C32H48N7O19P3S/c1-31(2,25(44)28(45)35-9-7-20(42)34-10-11-62-30(46)21-16-4-5-19(41)32(16,3)8-6-17(21)40)13-55-61(52,53)58-60(50,51)54-12-18-24(57-59(47,48)49)23(43)29(56-18)39-15-38-22-26(33)36-14-37-27(22)39/h14-15,17-18,23-25,29,40,43-44H,4-13H2,1-3H3,(H,34,42)(H,35,45)(H,50,51)(H,52,53)(H2,33,36,37)(H2,47,48,49)/p-4/t17-,18-,23-,24-,25+,29-,32+/m1/s1	AHXWXHCFFOBYFE-ADSWQPCDSA-J	955.1647487	CHEBI:167096		MMDBc0054967
BASm0011337	(7aS)-7a-methyl-1,5-dioxo-2,3,5,6,7,7a-hexahydro-1H-indene-carboxyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C1=C2CCC(=O)[C@@]2(C)CCC1=O	C32H42N7O19P3S	InChI=1S/C32H46N7O19P3S/c1-31(2,25(44)28(45)35-9-7-20(42)34-10-11-62-30(46)21-16-4-5-19(41)32(16,3)8-6-17(21)40)13-55-61(52,53)58-60(50,51)54-12-18-24(57-59(47,48)49)23(43)29(56-18)39-15-38-22-26(33)36-14-37-27(22)39/h14-15,18,23-25,29,43-44H,4-13H2,1-3H3,(H,34,42)(H,35,45)(H,50,51)(H,52,53)(H2,33,36,37)(H2,47,48,49)/p-4/t18-,23-,24-,25+,29-,32+/m1/s1	DSMYBMHDKFUSQW-MOQSZCTQSA-J	953.1490986	CHEBI:167100		MMDBc0054983
BASm0011338	(3E)-2-(2-carboxylatoethyl)-3-methyl-6-oxocyclohex-1-ene-1-carboxyl-CoA			Expected Solid	C[C@@H]1CCC(=O)C(C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2OP(=O)([O-])[O-])=C1CCC(=O)[O-]	C32H43N7O20P3S	InChI=1S/C32H48N7O20P3S/c1-16-4-6-18(40)22(17(16)5-7-21(42)43)31(47)63-11-10-34-20(41)8-9-35-29(46)26(45)32(2,3)13-56-62(53,54)59-61(51,52)55-12-19-25(58-60(48,49)50)24(44)30(57-19)39-15-38-23-27(33)36-14-37-28(23)39/h14-16,19,24-26,30,44-45H,4-13H2,1-3H3,(H,34,41)(H,35,46)(H,42,43)(H,51,52)(H,53,54)(H2,33,36,37)(H2,48,49,50)/p-5/t16-,19-,24-,25-,26+,30-/m1/s1	YGPXJBGPTHBWOJ-FMCILZLBSA-I	970.1523869	CHEBI:167101		MMDBc0054886
BASm0011339	6-methyl-3,7-dioxodecanedioyl-CoA			Expected Solid	CC(CCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])C(=O)CCC(=O)[O-]	C32H45N7O21P3S	InChI=1S/C32H50N7O21P3S/c1-17(19(41)6-7-22(43)44)4-5-18(40)12-23(45)64-11-10-34-21(42)8-9-35-30(48)27(47)32(2,3)14-57-63(54,55)60-62(52,53)56-13-20-26(59-61(49,50)51)25(46)31(58-20)39-16-38-24-28(33)36-15-37-29(24)39/h15-17,20,25-27,31,46-47H,4-14H2,1-3H3,(H,34,42)(H,35,48)(H,43,44)(H,52,53)(H,54,55)(H2,33,36,37)(H2,49,50,51)/p-5/t17?,20-,25-,26-,27+,31-/m1/s1	AXSVBUFHIJJGAA-UKABSPJOSA-I	988.1629516	CHEBI:167102		MMDBc0055604
BASm0011340	4-methyl-5-oxo-octanedioyl-CoA			Expected Solid	CC(CCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])C(=O)CCC(=O)[O-]	C30H43N7O20P3S	InChI=1S/C30H48N7O20P3S/c1-16(17(38)5-6-20(40)41)4-7-21(42)61-11-10-32-19(39)8-9-33-28(45)25(44)30(2,3)13-54-60(51,52)57-59(49,50)53-12-18-24(56-58(46,47)48)23(43)29(55-18)37-15-36-22-26(31)34-14-35-27(22)37/h14-16,18,23-25,29,43-44H,4-13H2,1-3H3,(H,32,39)(H,33,45)(H,40,41)(H,49,50)(H,51,52)(H2,31,34,35)(H2,46,47,48)/p-5/t16?,18-,23-,24-,25+,29-/m1/s1	OAGAGDFENNYUCN-VGNFRWPCSA-I	946.1523869	CHEBI:167103		MMDBc0055518
BASm0011341	scalar-17(25)-en-19-ol				C=C1CC[C@@H]2[C@](C)(CCC3[C@@]4(C)CCCC(C)(C)C4CC[C@]32C)[C@H]1CO		InChI=1S/C25H42O/c1-17-8-9-20-23(4,18(17)16-26)14-11-21-24(5)13-7-12-22(2,3)19(24)10-15-25(20,21)6/h18-21,26H,1,7-16H2,2-6H3/t18-,19?,20+,21?,23+,24-,25-/m0/s1	WVKSTABIRLGGSH-PVTHSSJPSA-N		CHEBI:167124		
BASm0011342	18-episcalar-17(25)-en-19-ol				C=C1CC[C@@H]2[C@](C)(CCC3[C@@]4(C)CCCC(C)(C)C4CC[C@]32C)[C@@H]1CO		InChI=1S/C25H42O/c1-17-8-9-20-23(4,18(17)16-26)14-11-21-24(5)13-7-12-22(2,3)19(24)10-15-25(20,21)6/h18-21,26H,1,7-16H2,2-6H3/t18-,19?,20-,21?,23-,24+,25+/m1/s1	WVKSTABIRLGGSH-WDIKVJQRSA-N		CHEBI:167125		
BASm0011343	scalarane-17alpha-19-diol					C25H44O2		VZNYYJUVKNBHLF-NTHWTESCSA-N	376.3341307	CHEBI:167126		
BASm0011344	1-(9Z,12Z,15Z-octadecatrienoyl)-2-acyl-3-[alpha-D-galactosyl-(1->6)-beta-D-galactosyl]-sn-glycerol				*C(=O)O[C@H](COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)CO[C@@H]1O[C@H](CO[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O					CHEBI:167127		
BASm0011345	1-(9Z,12Z,15Z-octadecatrienoyl)-2-acyl-3-[beta-D-galactosyl]-sn-glycerol				*C(=O)O[C@H](COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O					CHEBI:167128		
BASm0011346	1-acyl-2-(9Z,12Z,15Z-octadecatrienoyl)-3-[alpha-D-galactosyl-(1->6)-beta-D-galactosyl]-sn-glycerol				*C(=O)OC[C@H](CO[C@@H]1O[C@H](CO[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O)OC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC					CHEBI:167129		
BASm0011347	14betaH-scalarane-17alpha-19-diol					C25H44O2		VZNYYJUVKNBHLF-TYYWNJPKSA-N	376.3341307	CHEBI:167130		
BASm0011348	(17E)-cheilanthenediol					C25H44O2		PDRNQNQJDMLWPU-YBWUIBAASA-N	376.3341307	CHEBI:167131		
BASm0011349	gypsogenate 28-beta-D-glucoside			Expected Solid	[H][C@]1(O)CC[C@@]2(C)[C@@]([H])(CC[C@]3(C)[C@]2([H])CC=C2[C@]4([H])CC(C)(C)CC[C@@]4(CC[C@@]32C)C(=O)O[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@]1(C)C([O-])=O	C36H55O10	InChI=1S/C36H56O10/c1-31(2)13-15-36(30(44)46-28-27(41)26(40)25(39)21(18-37)45-28)16-14-33(4)19(20(36)17-31)7-8-22-32(3)11-10-24(38)35(6,29(42)43)23(32)9-12-34(22,33)5/h7,20-28,37-41H,8-18H2,1-6H3,(H,42,43)/p-1/t20-,21+,22+,23+,24-,25+,26-,27+,28+,32+,33+,34+,35-,36-/m0/s1	OKQLTVHTONLCTA-DHXNQODGSA-M	647.3800716	CHEBI:167132		MMDBc0056019
BASm0011350	gypsogenin 28-beta-D-glucoside					C36H56O9		JGTHNRAJDIUMIQ-UIJKDBGXSA-N	632.3924334	CHEBI:167133	HMDB0176119	
BASm0011351	16alpha-hydroxygypsogenate					C30H44O6		NZUXOCGZXRCSGC-DRLBPWGQSA-L	500.3148863	CHEBI:167134		
BASm0011352	16alpha-hydroxygypsogenate 28-beta-D-glucoside					C36H55O11		HLXPBKFHRUAJIQ-WMNZDZEASA-M	663.3749862	CHEBI:167135		
BASm0011353	quillate					C30H45O5		MQUFAARYGOUYEV-UAWZMHPWSA-M	485.3272481	CHEBI:167136		
BASm0011354	quillaic acid 28-beta-D-glucoside	A beta-D-glucoside that is quillaic acid in which the carboxy group at position 28 is substituted by a beta-D-glucopyranoside group.				C36H56O10		ZVZVUYATPFOSIP-GTECIAEHSA-N	648.387348	CHEBI:167137		
BASm0011355	(2E,6E,10E,14E)-geranylfarnesol	Important compound involved in N- glycol biosynthesis, terpenoid backbone biosynthesis and the biosynthesis of terpenoids, steroids, and secondary metabolites. 			CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CO	(C5H8)nC20H34O	InChI=1S/C25H42O/c1-21(2)11-7-12-22(3)13-8-14-23(4)15-9-16-24(5)17-10-18-25(6)19-20-26/h11,13,15,17,19,26H,7-10,12,14,16,18,20H2,1-6H3/b22-13+,23-15+,24-17-,25-19-	YHTCXUSSQJMLQD-PSTDWBAXSA-N	0	CHEBI:167138		
BASm0011356	(2Z,6E,10E,14E)-geranylfarnesol	Important compound involved in N- glycol biosynthesis, terpenoid backbone biosynthesis and the biosynthesis of terpenoids, steroids, and secondary metabolites. 			CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C\CO	(C5H8)nC20H34O	InChI=1S/C25H42O/c1-21(2)11-7-12-22(3)13-8-14-23(4)15-9-16-24(5)17-10-18-25(6)19-20-26/h11,13,15,17,19,26H,7-10,12,14,16,18,20H2,1-6H3/b22-13+,23-15+,24-17-,25-19-	YHTCXUSSQJMLQD-PSTDWBAXSA-N	0	CHEBI:167139		
BASm0011357	alpha-D-mannosyl-(1->3)-N-acetyl-alpha-D-galctosaminyl-1-diphospho-di-trans,octa-cis-undecaprenol				CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@H](CO)[C@H](O)[C@@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O	C69H113NO17P2	InChI=1S/C69H115NO17P2/c1-48(2)24-14-25-49(3)26-15-27-50(4)28-16-29-51(5)30-17-31-52(6)32-18-33-53(7)34-19-35-54(8)36-20-37-55(9)38-21-39-56(10)40-22-41-57(11)42-23-43-58(12)44-45-82-88(78,79)87-89(80,81)86-68-62(70-59(13)73)67(64(75)61(47-72)83-68)85-69-66(77)65(76)63(74)60(46-71)84-69/h24,26,28,30,32,34,36,38,40,42,44,60-69,71-72,74-77H,14-23,25,27,29,31,33,35,37,39,41,43,45-47H2,1-13H3,(H,70,73)(H,78,79)(H,80,81)/p-2/b49-26+,50-28+,51-30-,52-32-,53-34-,54-36-,55-38-,56-40-,57-42-,58-44-/t60-,61-,62-,63-,64+,65+,66+,67-,68-,69-/m1/s1	WZXSCLOEBAZOTJ-AIXVZFPVSA-L	1289.749472	CHEBI:167140		MMDBc0057107
BASm0011358	alpha-D-rhamnosyl-(1->3)-N-acetyl-alpha-D-glucosaminyl-1-diphospho-di-trans,octa-cis-undecaprenol			Expected Solid	CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1O[C@H](C)[C@@H](O)[C@H](O)[C@@H]1O	C69H113NO16P2	InChI=1S/C69H115NO16P2/c1-48(2)25-15-26-49(3)27-16-28-50(4)29-17-30-51(5)31-18-32-52(6)33-19-34-53(7)35-20-36-54(8)37-21-38-55(9)39-22-40-56(10)41-23-42-57(11)43-24-44-58(12)45-46-81-87(77,78)86-88(79,80)85-68-62(70-60(14)72)67(64(74)61(47-71)83-68)84-69-66(76)65(75)63(73)59(13)82-69/h25,27,29,31,33,35,37,39,41,43,45,59,61-69,71,73-76H,15-24,26,28,30,32,34,36,38,40,42,44,46-47H2,1-14H3,(H,70,72)(H,77,78)(H,79,80)/p-2/b49-27+,50-29+,51-31-,52-33-,53-35-,54-37-,55-39-,56-41-,57-43-,58-45-/t59-,61-,62-,63-,64-,65+,66+,67-,68-,69-/m1/s1	ORYXFVQODWYDMG-MZAXECTBSA-L	1273.754558	CHEBI:167141		MMDBc0055712
BASm0011359	alpha-D-rhamnosyl-(1->3)-N-acetyl-alpha-D-galactosaminyl-1-diphospho-di-trans,octa-cis-undecaprenol			Expected Solid	CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(/C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C)O[C@H](CO)[C@H](O)[C@@H]1O[C@H]1O[C@H](C)[C@@H](O)[C@H](O)[C@@H]1O	C69H113NO16P2	InChI=1S/C69H115NO16P2/c1-48(2)25-15-26-49(3)27-16-28-50(4)29-17-30-51(5)31-18-32-52(6)33-19-34-53(7)35-20-36-54(8)37-21-38-55(9)39-22-40-56(10)41-23-42-57(11)43-24-44-58(12)45-46-81-87(77,78)86-88(79,80)85-68-62(70-60(14)72)67(64(74)61(47-71)83-68)84-69-66(76)65(75)63(73)59(13)82-69/h25,27,29,31,33,35,37,39,41,43,45,59,61-69,71,73-76H,15-24,26,28,30,32,34,36,38,40,42,44,46-47H2,1-14H3,(H,70,72)(H,77,78)(H,79,80)/p-2/b49-27+,50-29+,51-31-,52-33-,53-35-,54-37-,55-39-,56-41-,57-43-,58-45-/t59-,61-,62-,63-,64+,65+,66+,67-,68-,69-/m1/s1	ORYXFVQODWYDMG-XITXOAJLSA-L	1273.754558	CHEBI:167142		MMDBc0055711
BASm0011360	1-acyl-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine				*C(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC					CHEBI:167146		
BASm0011361	1-(9Z,12Z,15Z-octadecatrienoyl)-2-acyl-sn-glycero-3-phosphocholine				*C(=O)O[C@H](COC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC)COP(=O)([O-])OCC[N+](C)(C)C					CHEBI:167147		
BASm0011362	1-(9Z,12Z-octadecadienoyl)-2-acyl-sn-glycero-3-phosphocholine				*C(=O)O[C@H](COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)COP(=O)([O-])OCC[N+](C)(C)C					CHEBI:167148		
BASm0011363	1-acyl-2-(9Z,12Z-octadecadienoyl)-3-[alpha-D-galactosyl-(1->6)-beta-D-galactosyl]-sn-glycerol				*C(=O)OC[C@H](CO[C@@H]1O[C@H](CO[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC					CHEBI:167149		
BASm0011364	1-(9Z,12Z-octadecadienoyl)-2-acyl-3-[alpha-D-galactosyl-(1->6)-beta-D-galactosyl]-sn-glycerol				*C(=O)O[C@H](COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)CO[C@@H]1O[C@H](CO[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O					CHEBI:167150		
BASm0011365	1-(9Z,12Z-octadecadienoyl)-2-acyl-3-[beta-D-galactosyl]-sn-glycerol				*C(=O)O[C@H](COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O					CHEBI:167151		
BASm0011366					*N[C@@H](Cc1ccc(OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)cc1)C(*)=O					CHEBI:167160		
BASm0011367					*N[C@@H](Cc1ccc(OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)cc1)C(*)=O					CHEBI:167161		
BASm0011368	3-oxocholestane	5-beta-cholestan-3-one is part of the Primary bile acid biosynthesis, and Steroid hormone biosynthesis pathways. It is a substrate for: 3-oxo-5-beta-steroid 4-dehydrogenase.		Solid	CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H46O	InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-20,22-25H,6-17H2,1-5H3/t19-,20?,22+,23-,24+,25+,26+,27-/m1/s1	PESKGJQREUXSRR-ZTPZMMAUSA-N	386.3548661	CHEBI:167166	HMDB0059604	
BASm0011369	25-hydroxy 3-oxocholestane				C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@@H]3CCC4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	C27H46O2	InChI=1S/C27H46O2/c1-18(7-6-14-25(2,3)29)22-10-11-23-21-9-8-19-17-20(28)12-15-26(19,4)24(21)13-16-27(22,23)5/h18-19,21-24,29H,6-17H2,1-5H3/t18?,19?,21?,22?,23?,24?,26-,27+/m0/s1	AFBVMKBXEPWMLL-LRCFEVCDSA-N	402.3497807	CHEBI:167167	HMDB0160424	
BASm0011370	2-naphthyl sulfate				O=S(=O)([O-])Oc1ccc2ccccc2c1	C10H8O4S	InChI=1S/C10H8O4S/c11-15(12,13)14-10-6-5-8-3-1-2-4-9(8)7-10/h1-7H,(H,11,12,13)	HXEZIDSFDHEIIQ-UHFFFAOYSA-N	224.0143299	CHEBI:167170	HMDB0242152	
BASm0011371	bisphenyl A sulfate	A phenyl sulfate oxoanion that is the conjugate base of bisphenol A sulfate, obtained by deprotonation of the sulfo group; major species at pH 7.3.			CC(C)(c1ccc(O)cc1)c1ccc(OS(=O)(=O)[O-])cc1	C15H15O5S	InChI=1S/C15H16O5S/c1-15(2,11-3-7-13(16)8-4-11)12-5-9-14(10-6-12)20-21(17,18)19/h3-10,16H,1-2H3,(H,17,18,19)/p-1	DOJJVTGTRZSDLJ-UHFFFAOYSA-M		CHEBI:167171		
BASm0011372	4-isopropylphenol	p-Isopropylphenol is found in cumin. p-Isopropylphenol occurs in oil of Eucalyptus sp. [CCD	99-89-8		CC(C)C1=CC=C(O)C=C1	C9H12O	InChI=1S/C9H12O/c1-7(2)8-3-5-9(10)6-4-8/h3-7,10H,1-2H3	YQUQWHNMBPIWGK-UHFFFAOYSA-N	136.088815	CHEBI:167172	HMDB0031446	
BASm0011373	4-isopropylphenyl sulfate					C9H11O4S		ATVYHUAANHMUAO-UHFFFAOYSA-M	215.0383536	CHEBI:167173	HMDB0169124	
BASm0011374					*N[C@@H](CCC(=O)NCCc1c[nH]c2ccc(O)cc12)C(*)=O					CHEBI:167174		
BASm0011375					*N[C@@H](CCC(=O)NCCc1ccc(O)c(O)c1)C(*)=O					CHEBI:167175		
BASm0011376	preluffariellolide A	A sesterterpenoid that is cyclohexane substituted by methyl, hydroxy, (2E,6E,10E)-1-hydroxy-3,7,11-trimethyltrideca-2,6,10-trien-13-yl, methyl and methyl groups at positions 1,1,2,3 and 3, respectively.				C25H44O2		QUPQWMJLAYCBOI-VHJBELJQSA-N	376.3341307	CHEBI:167177		
BASm0011377					*N[C@@H](CCC(=O)NC[C@H](O)c1ccc(O)c(O)c1)C(*)=O					CHEBI:167178		
BASm0011378					*N[C@@H](CCC(=O)NCCc1c[nH]cn1)C(*)=O					CHEBI:167179		
BASm0011379					*O[C@H]1C[C@H](*)O[C@@H]1COP(=O)([O-])O[C@H]1C[C@H](O)O[C@@H]1COP(=O)([O-])O[C@H]1C[C@H](*)O[C@@H]1COP(*)(=O)[O-]					CHEBI:167181		
BASm0011380	dopamine quinone		50673-96-6	Expected Solid	[H]C1=C([H])C(=C([H])C(=O)C1=O)C([H])([H])C([H])([H])[N+]([H])([H])[H]	C8H10NO2	InChI=1S/C8H9NO2/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5H,3-4,9H2/p+1	PQPXZWUZIOASKS-UHFFFAOYSA-O	152.070605	CHEBI:167191		MMDBc0048288
BASm0011381	GpCpCpA			Expected Solid	[H][C@]1(CO)O[C@@]([H])(N2C=NC3=C2NC(=N)N=C3[O-])[C@]([H])(O)[C@]1([H])OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=CC(=N)N=C2[O-])[C@]([H])(O)[C@]1([H])OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=CC(=N)N=C2[O-])[C@]([H])(O)[C@]1([H])OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O	C38H46N16O25P3	InChI=1S/C38H49N16O25P3/c39-16-1-3-51(37(62)47-16)33-23(59)26(78-80(64,65)70-6-13-20(56)21(57)32(74-13)53-10-45-18-28(41)43-9-44-29(18)53)15(76-33)8-72-82(68,69)79-27-14(75-34(24(27)60)52-4-2-17(40)48-38(52)63)7-71-81(66,67)77-25-12(5-55)73-35(22(25)58)54-11-46-19-30(54)49-36(42)50-31(19)61/h1-4,9-15,20-27,32-35,55-60H,5-8H2,(H,64,65)(H,66,67)(H,68,69)(H2,39,47,62)(H2,40,48,63)(H2,41,43,44)(H3,42,49,50,61)/p-3/t12-,13-,14-,15-,20-,21-,22-,23-,24-,25-,26-,27-,32-,33-,34-,35-/m1/s1	ZWEBKXFMFBISCQ-OOMRTMTCSA-K	1219.204933	CHEBI:167197		MMDBc0056018
BASm0011382					*[C@@H]1O[C@H](COP(*)(=O)[O-])[C@@H](OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(=O)[nH]c(N)nc43)[C@H](O)[C@@H]2OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(N)nc3=O)[C@H](O)[C@@H]2OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(N)nc3=O)[C@H](O)[C@@H]2OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)[C@H]1O					CHEBI:167198		
BASm0011383					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)[C@@H]([NH3+])C[C@H](O)[C@H](Cc1ccc(O)c(O)c1)[NH2+]C)C(*)=O					CHEBI:167304		
BASm0011384					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)[C@@H]([NH3+])C[C@H](O)[C@@H]1Cc2ccc(O)c(O)c2C[NH2+]1)C(*)=O					CHEBI:167307		
BASm0011385					*N[C@@H](CCCNC(=[NH2+])N[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:167322		
BASm0011386	koraiol	Koraiol is a constituent of Pinus koraiensis (Korean pine).	72188-51-3		[H][C@]12CC(C)(C)[C@@]1([H])CC[C@](C)(O)[C@@]1([H])CC[C@]21C	C15H26O	InChI=1S/C15H26O/c1-13(2)9-11-10(13)5-8-15(4,16)12-6-7-14(11,12)3/h10-12,16H,5-9H2,1-4H3/t10-,11-,12-,14+,15-/m0/s1	CPLGPDHGFNXBOA-JVSQWTDWSA-N	222.1983655	CHEBI:167323	HMDB0037234	
BASm0011387	(-)-alpha-acorenol			Expected Solid	C[C@@H]1CC[C@@H](C(C)(C)O)[C@]11CCC(C)=CC1	C15H26O	InChI=1S/C15H26O/c1-11-7-9-15(10-8-11)12(2)5-6-13(15)14(3,4)16/h7,12-13,16H,5-6,8-10H2,1-4H3/t12-,13+,15-/m1/s1	XDVDHFJMCJWDPI-VNHYZAJKSA-N	222.1983655	CHEBI:167324		MMDBc0054726
BASm0011388	trichobrasilenol			Expected Solid	[H][C@]1(C)CC[C@]2([H])\C(CC(C)(C)C[C@@]12[H])=C(/C)CO	C15H26O	InChI=1S/C15H26O/c1-10-5-6-12-13(10)7-15(3,4)8-14(12)11(2)9-16/h10,12-13,16H,5-9H2,1-4H3/b14-11+/t10-,12-,13-/m0/s1	DJBXKQSFHIRXRM-JRYBIPSHSA-N	222.1983655	CHEBI:167379		MMDBc0025548
BASm0011389	african-3-ene			Expected Solid	[H][C@]12C[C@@]1(C)[C@]1([H])CC=C(C)[C@@]1([H])CC(C)(C)C2	C15H24	InChI=1S/C15H24/c1-10-5-6-13-12(10)9-14(2,3)7-11-8-15(11,13)4/h5,11-13H,6-9H2,1-4H3/t11-,12+,13+,15+/m0/s1	LOWGZUQIXFZBPD-KYEXWDHISA-N	204.1878008	CHEBI:167380		MMDBc0055691
BASm0011390	african-1-ene			Expected Solid	[H][C@]12C[C@@]1(C)[C@]1([H])CC[C@@]([H])(C)C1=CC(C)(C)C2	C15H24	InChI=1S/C15H24/c1-10-5-6-13-12(10)9-14(2,3)7-11-8-15(11,13)4/h9-11,13H,5-8H2,1-4H3/t10-,11+,13-,15-/m1/s1	FCQGZOYPTSMOOM-NDPMZMCLSA-N	204.1878008	CHEBI:167381		MMDBc0055690
BASm0011391	4,6-dihydroxy-2-(hydroxymethyl)-3-methylbenzoate			Expected Solid	CC1=C(CO)C(C(O)=O)=C(O)C=C1[O-]	C9H9O5	InChI=1S/C9H10O5/c1-4-5(3-10)8(9(13)14)7(12)2-6(4)11/h2,10-12H,3H2,1H3,(H,13,14)/p-1	FNQLRCIVBGMHTI-UHFFFAOYSA-M	197.045547	CHEBI:167385		MMDBc0055545
BASm0011392	4-farnesyl-3,5-dihydroxy-6-methylphthalide			Expected Solid	CC(C)=CCC/C(C)=C/CC/C(C)=C/Cc1c(O)c(C)c2c(c1O)C(=O)OC2	C24H32O4	InChI=1S/C24H32O4/c1-15(2)8-6-9-16(3)10-7-11-17(4)12-13-19-22(25)18(5)20-14-28-24(27)21(20)23(19)26/h8,10,12,25-26H,6-7,9,11,13-14H2,1-5H3/b16-10+,17-12+	HKULYCOWDDIJCV-JTCWOHKRSA-N	384.2300595	CHEBI:167386		MMDBc0055479
BASm0011393	(4E,8E)-10-(4,6-dihydroxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4,8-dimethyldeca-4,8-dienoate			Expected Solid	C/C(=C\Cc1c(O)c(C)c2c(c1O)C(=O)OC2)CC/C=C(\C)CCC(=O)[O-]	C21H25O6	InChI=1S/C21H26O6/c1-12(5-4-6-13(2)8-10-17(22)23)7-9-15-19(24)14(3)16-11-27-21(26)18(16)20(15)25/h6-7,24-25H,4-5,8-11H2,1-3H3,(H,22,23)/p-1/b12-7+,13-6+	LFMVGCLSSWANEO-GTAKWKLUSA-M	373.1656621	CHEBI:167389		MMDBc0054947
BASm0011394	(4E,8E)-10-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4,8-dimethyldeca-4,8-dienoate			Expected Solid	COc1c(C)c2c(c(O)c1C/C=C(\C)CC/C=C(\C)CCC(=O)[O-])C(=O)OC2	C22H27O6	InChI=1S/C22H28O6/c1-13(6-5-7-14(2)9-11-18(23)24)8-10-16-20(25)19-17(12-28-22(19)26)15(3)21(16)27-4/h7-8,25H,5-6,9-12H2,1-4H3,(H,23,24)/p-1/b13-8+,14-7+	NEGCNVRPGPHOAR-CCLLZULESA-M	387.1813122	CHEBI:167390		MMDBc0054945
BASm0011395	aristolene	Aristolene is found in herbs and spices. Aristolene is a constituent of calarene from sweet flag oil	6831-16-9		CC1CCCC2=CCC3C(C3(C)C)C21C	C15H24	InChI=1S/C15H24/c1-10-6-5-7-11-8-9-12-13(14(12,2)3)15(10,11)4/h8,10,12-13H,5-7,9H2,1-4H3	FOBXOZMHEKILEY-UHFFFAOYSA-N	204.1878008	CHEBI:167397	HMDB0035146	
BASm0011396	calarene				CC1CCC=C2CCC3C(C3(C)C)C21C	C15H24	InChI=1S/C15H24/c1-10-6-5-7-11-8-9-12-13(14(12,2)3)15(10,11)4/h7,10,12-13H,5-6,8-9H2,1-4H3	MBIPADCEHSKJDQ-UHFFFAOYSA-N	204.1878008	CHEBI:167398		
BASm0011397	4-ethylbenzaldehyde	4-Ethylbenzaldehyde is found in alcoholic beverages. 4-Ethylbenzaldehyde is present in roasted chicken, cider, tea and roasted peanuts. 4-Ethylbenzaldehyde is a flavouring ingredien	4748-78-1		CCC1=CC=C(C=O)C=C1	C9H10O	InChI=1S/C9H10O/c1-2-8-3-5-9(7-10)6-4-8/h3-7H,2H2,1H3	QNGNSVIICDLXHT-UHFFFAOYSA-N	134.0731649	CHEBI:167400	HMDB0032024	
BASm0011398	3,4-dimethylbenzaldehyde		5973-71-7		CC1=CC=C(C=O)C=C1C	C9H10O	InChI=1S/C9H10O/c1-7-3-4-9(6-10)5-8(7)2/h3-6H,1-2H3	POQJHLBMLVTHAU-UHFFFAOYSA-N	134.0731649	CHEBI:167406		
BASm0011399	3-methoxy-5-methylphenol				COC1=CC(C)=CC(O)=C1	C8H10O2	InChI=1S/C8H10O2/c1-6-3-7(9)5-8(4-6)10-2/h3-5,9H,1-2H3	NOTCZLKDULMKBR-UHFFFAOYSA-N	138.0680796	CHEBI:167432		
BASm0011400					*N[C@@H](CCCNC(=[NH2+])N[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O)C(*)=O					CHEBI:167445		
BASm0011401	(4E,8E)-10-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4,8-dimethyldeca-4,8-dienoyl-CoA			Expected Solid	[H]\C(CCC(C)=C([H])CC1=C([O-])C2=C(COC2=O)C(C)=C1OC)=C(\C)CCC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)([O-])=O	C43H58N7O21P3S	InChI=1S/C43H62N7O21P3S/c1-23(10-12-26-33(53)31-27(18-66-42(31)57)25(3)35(26)65-6)8-7-9-24(2)11-13-30(52)75-17-16-45-29(51)14-15-46-40(56)37(55)43(4,5)20-68-74(63,64)71-73(61,62)67-19-28-36(70-72(58,59)60)34(54)41(69-28)50-22-49-32-38(44)47-21-48-39(32)50/h9-10,21-22,28,34,36-37,41,53-55H,7-8,11-20H2,1-6H3,(H,45,51)(H,46,56)(H,61,62)(H,63,64)(H2,44,47,48)(H2,58,59,60)/p-4/b23-10+,24-9+/t28-,34-,36-,37+,41-/m1/s1	ZISNXSVFWCUBME-JYPJTZHNSA-J	1133.264128	CHEBI:167446		MMDBc0054946
BASm0011402	mycophenolyl-CoA			Expected Solid	[H]C(CC1=C([O-])C2=C(COC2=O)C(C)=C1OC)=C(C)CCC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)([O-])=O	C38H50N7O21P3S	InChI=1S/C38H54N7O21P3S/c1-19(6-8-21-28(48)26-22(14-61-37(26)52)20(2)30(21)60-5)7-9-25(47)70-13-12-40-24(46)10-11-41-35(51)32(50)38(3,4)16-63-69(58,59)66-68(56,57)62-15-23-31(65-67(53,54)55)29(49)36(64-23)45-18-44-27-33(39)42-17-43-34(27)45/h6,17-18,23,29,31-32,36,48-50H,7-16H2,1-5H3,(H,40,46)(H,41,51)(H,56,57)(H,58,59)(H2,39,42,43)(H2,53,54,55)/p-4/b19-6+/t23-,29-,31-,32+,36-/m1/s1	RZGVYPYOUBIPOV-NMQLJLOUSA-J	1065.201528	CHEBI:167447		MMDBc0056097
BASm0011403	2-hexadecanoyl-sn-glycero-3-phospho-(1D-myo-inositol)	Lyso-PI(0:0/16:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PI(0:0/16:0), in particular, consists of one hexadecanoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylinositol is an endogenous lysophospholipid and endocannabinoid neurotransmitter.			CCCCCCCCCCCCCCCC(=O)O[C@H](CO)COP(=O)([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O	C25H49O12P	InChI=1S/C25H49O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)36-18(16-26)17-35-38(33,34)37-25-23(31)21(29)20(28)22(30)24(25)32/h18,20-26,28-32H,2-17H2,1H3,(H,33,34)/t18-,20?,21-,22?,23?,24?,25-/m1/s1	NUDRHGDMWNFXMD-IOHPDQHLSA-N	572.296164	CHEBI:167448		
BASm0011404	wortmanamide A			Expected Solid	C[C@@H](O)C/C=C/CCCCCCCC/C=C/C(=O)NCCCCC(=O)[O-]	C21H37NO4	InChI=1S/C21H37NO4/c1-19(23)15-11-9-7-5-3-2-4-6-8-10-12-16-20(24)22-18-14-13-17-21(25)26/h9,11-12,16,19,23H,2-8,10,13-15,17-18H2,1H3,(H,22,24)(H,25,26)/t19-/m1/s1	OFAIMODNBSGXLZ-LJQANCHMSA-N	367.2722587	CHEBI:167452		MMDBc0022794
BASm0011405	wortmanamide B			Expected Solid	C[C@@H](O)C/C=C/CCCCCCCCCC/C=C/C(=O)NCCCCC(=O)[O-]	C23H41NO4	InChI=1S/C23H41NO4/c1-21(25)17-13-11-9-7-5-3-2-4-6-8-10-12-14-18-22(26)24-20-16-15-19-23(27)28/h11,13-14,18,21,25H,2-10,12,15-17,19-20H2,1H3,(H,24,26)(H,27,28)/t21-/m1/s1	SHJUILIXISHHRJ-OAQYLSRUSA-N	395.3035588	CHEBI:167453		MMDBc0022793
BASm0011406	stellatate			Expected Solid	C=C(C)[C@H]1CC[C@]2(C)[C@@H]1CC[C@]1(C)C/C=C(\C(=O)[O-])CC/C=C(\C)CC[C@H]12	C25H37O2	InChI=1S/C25H38O2/c1-17(2)20-12-16-25(5)21(20)13-15-24(4)14-11-19(23(26)27)8-6-7-18(3)9-10-22(24)25/h7,11,20-22H,1,6,8-10,12-16H2,2-5H3,(H,26,27)/p-1/b18-7+,19-11-/t20-,21-,22-,24+,25-/m1/s1	FSKFLBQJBSQQKA-DMZCBJAKSA-M	369.279904	CHEBI:167454		MMDBc0056315
BASm0011407	N-[(S)-lactoyl]-L-phenylalanine	N-Lactoylphenylalanine is a lactoyl derivative of phenylalanine. N-Lactoyl-amino acids are ubiquitous pseudodipeptides of lactic acid and amino acids that are rapidly formed by reverse proteolysis. A protease, cytosolic nonspecific dipeptidase 2 (CNDP2), catalyzes their formation. The plasma levels of these metabolites strongly correlate with plasma levels of lactate and amino acid (PMID: 25964343).	183241-73-8	0		C12H14NO4		IIRJJZHHNGABMQ-WPRPVWTQSA-M	236.0928315	CHEBI:167456	HMDB0062175	
BASm0011408					*[C@H](CC(=O)[O-])O[H]					CHEBI:167457		
BASm0011409					*[C@H](CC(=O)[O-])O[H]					CHEBI:167457		
BASm0011410					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)[C@@H](C)CC)C(*)=O					CHEBI:167462		
BASm0011411	5-hydroxyanthranilate					C7H6NO3		HYNQTSZBTIOFKH-UHFFFAOYSA-M	152.0353166	CHEBI:167463		
BASm0011412	avenanthramide A	(Z)-N-Coumaroyl-5-hydroxyanthranilic acid is found in cereals and cereal products. (Z)-N-Coumaroyl-5-hydroxyanthranilic acid is isolated from oats (Avena sativa).	108605-70-5	Solid		C16H12NO5		QGUMNWHANDITDB-FPYGCLRLSA-M	298.0720961	CHEBI:167464	HMDB0038577	
BASm0011413	avenanthramide B	(Z)-N-Feruloyl-5-hydroxyanthranilic acid is found in cereals and cereal products. (Z)-N-Feruloyl-5-hydroxyanthranilic acid is isolated from oats (Avena sativa).	108605-69-2	Solid		C17H14NO6		JXFZHMCSCYADIX-XVNBXDOJSA-M	328.0826608	CHEBI:167465	HMDB0038575	
BASm0011414	(2S)-2-[5-amino-1-(beta-D-ribosyl)imidazole-4-carboxamido]succinate	Succinylaminoimidazole carboxamide riboside, also known as SAICAr, is the riboside form of the better known compound SAICAR (the ribotide). Ribosides chemically resemble ribotides except they do not contain a phosphate group. The appearance of succinylaminoimidazolecarboxamide riboside (SAICAriboside) and succinyladenosine (S-Ado) in cerebrospinal fluid, in urine, and, to a lesser extent, in plasma is characteristic of a heritable deficiency known as adenylosuccinate lyase deficiency (ADSL). Adenylosuccinate lyase deficiency is responsible for a range of symptoms that involve psychomotor retardation, often accompanied by epileptic seizures, and autistic features. In adenylosuccinate lyase deficiency it is believed that the buildup of SAICAr causes neurotoxic effects. In the severely affected individuals, the concentration levels of SAICAr and S-Ado are comparable, whereas in people with milder forms of the disease, the concentration of S-Ado is more than double that of those more severely affected, while SAICAr concentration levels remain comparable. Therefore, when present in sufficiently high levels, SAICAr can act as a metabotoxin and an acidogen. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart, liver, and kidney abnormalities, seizures, coma, and possibly death. These are also the characteristic symptoms of untreated adenylosuccinate lyase deficiency. Many affected children with organic acidemias experience intellectual disability or delayed development.	17388-80-6			C13H16N4O9		XNKLTOHYNRQCLJ-ZZZDFHIKSA-L	372.0928253	CHEBI:167466	HMDB0240295	
BASm0011415	alpha-L-rhamnosyl-(1->3)-alpha-D-galactosyl-1-diphospho-di-trans,octa-cis-undecaprenol					C67H110O16P2		NIIZNTCKIIHQLM-PQZFNBIFSA-L	1232.728009	CHEBI:167467		
BASm0011416	alpha-D-mannosyl-(1->3)-alpha-D-galactosyl-diphospho-di-trans,octa-cis-undecaprenol					C67H110O17P2		WQMUJTCEWOGKHQ-ZXWKMAPNSA-L	1248.722923	CHEBI:167468		
BASm0011417	beta-D-Man-(1->4)-alpha-L-Rha-(1->3)-alpha-D-Gal-diphospho-di-trans,octa-cis-undecaprenol			Expected Solid		C73H120O21P2		PWFHKWYTYWTQSK-WLNJILEOSA-L	1394.780832	CHEBI:167469		MMDBc0055709
BASm0011418	domoate	Isodomoic acid F is found in mollusks. Isodomoic acid F is isolated from mussels.	14277-97-5	Solid		C15H19NO6		VZFRNCSOCOPNDB-AOKDLOFSSA-L	309.1223345	CHEBI:167470	HMDB0033939	
BASm0011419	alpha-D-Man-(1->2)-alpha-D-Man-(1->3)-alpha-D-Gal-di-trans,octa-cis-undecaprenyl diphosphate					C73H120O22P2		NIYYKFGGDBVUEX-LLHSJKRMSA-L	1410.775747	CHEBI:167471		
BASm0011420	alpha-L-Rha-(1->2)-alpha-D-Man-(1->2)-alpha-D-Man-(1->3)-alpha-D-Gal-di-trans,octa-cis-undecaprenyl diphosphate					C79H130O26P2		ACQGDWIIHAHMOT-LMARRCNHSA-L	1556.833655	CHEBI:167472		
BASm0011421	N-acetyl-beta-D-muramate-(1->4)-N-acetyl-D-glucosamine			Expected Solid	[H][C@](C)(O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)O[C@@]([H])(O[C@]2([H])[C@@]([H])(CO)OC([H])(O)[C@]([H])(N=C(C)[O-])[C@@]2([H])O)[C@]1([H])N=C(C)O)C(O)=O	C19H31N2O13	InChI=1S/C19H32N2O13/c1-6(17(28)29)31-16-12(21-8(3)25)19(33-9(4-22)13(16)26)34-15-10(5-23)32-18(30)11(14(15)27)20-7(2)24/h6,9-16,18-19,22-23,26-27,30H,4-5H2,1-3H3,(H,20,24)(H,21,25)(H,28,29)/p-1/t6-,9-,10-,11-,12-,13-,14-,15-,16-,18?,19+/m1/s1	SJKBAJLKHOPUHW-NNRGKNABSA-M	495.1831626	CHEBI:167476		MMDBc0056129
BASm0011422	6-phospho-N-acetyl-beta-D-muramate-(1->4)-N-acetyl-D-glucosamine			Expected Solid	[H][C@](C)(O[C@@]1([H])[C@]([H])(O)[C@@]([H])(COP(O)(O)=O)O[C@@]([H])(O[C@]2([H])[C@@]([H])(CO)OC([H])(O)[C@]([H])(N=C(C)[O-])[C@@]2([H])O)[C@]1([H])N=C(C)[O-])C([O-])=O	C19H30N2O16P	InChI=1S/C19H33N2O16P/c1-6(17(27)28)34-16-12(21-8(3)24)19(36-10(13(16)25)5-33-38(30,31)32)37-15-9(4-22)35-18(29)11(14(15)26)20-7(2)23/h6,9-16,18-19,22,25-26,29H,4-5H2,1-3H3,(H,20,23)(H,21,24)(H,27,28)(H2,30,31,32)/p-3/t6-,9-,10-,11-,12-,13-,14-,15-,16-,18?,19+/m1/s1	XQLZNTOJYKUHKQ-NNRGKNABSA-K	573.1349406	CHEBI:167477		MMDBc0055611
BASm0011423	coproporphyrin I	Coproporphyrin I is a porphyrin metabolite arising from heme synthesis. Porphyrins are pigments found in both animal and plant life. Coproporphyrin I is a tetrapyrrole dead-end product from the spontaneous oxidation of the methylene bridges of coproporphynogen, arising from heme synthesis and secreted in feces and urine. Increased levels of coproporphyrins can indicate congenital erythropoietic porphyria or sideroblastic anaemia. Porphyria is a pathological state characterised by abnormalities of porphyrin metabolism and results in the excretion of large quantities of porphyrins in the urine and in extreme sensitivity to light. A large number of factors are capable of increasing porphyrin excretion, owing to different and multiple causes and etiologies: 1) the main site of the chronic hepatic porphyria disease process concentrates on the liver, 2) a functional and morphologic liver injury is almost regularly associated with this chronic porphyria, 3) the toxic form due to occupational and environmental exposure takes mainly a subclinical course. Hepatic factors includes disturbance in coproporphyrinogen metabolism, which results from inhibition of coproporphyrinogen oxidase as well as from the rapid loss from, and diminished utilization of coproporphyrinogen in the hepatocytes, which may also explain why coproporphyrin, its autoxidation product, predominates physiologically in the urine; decreased biliary excretion of coproporphyrin leading to a compensatory urinary excretion, so that the coproporphyrin ring isomer ratio (1:III) becomes a sensitive index for impaired liver function and intrahepatic cholestasis; and disturbed activity of hepatic uroporphyrinogen decarboxylase. In itself, secondary coproporphyrinuria is not associated with porphyria symptoms of a hepatologic-gastroenterologic, neurologic, or dermatologic order, even though coproporphyrinuria can occur with such symptoms.  (A3413).	531-14-6	Solid		C36H34N4O8		VORBHEGMEBOMMB-JRHDEHKPSA-J	650.2398584	CHEBI:167478	HMDB00643	
BASm0011424	uroporphyrin III	Uroporphyrin is the porphyrin produced by oxidation of the methylene bridges in uroporphyrinogen. Uroporphyrins have four acetic acid and four propionic acid side chains attached to their pyrrole rings. The enzyme uroporphyrinogen I synthase catalyzes the formation of hydroxymethylbilane from four molecules of porphobilinogen. Uroporphyrinogen III cosynthase then catalyzes the conversion of hydroxymethylbilane into uroporphyrinogen III. Otherwise, hydroxymethylbilane cyclizes nonenzymatically to form uroporphyrinogen I. Uroporphyrinogen I and III yield their respective uroporphyrins via autooxidation or their respective coproporphyrinogens via decarboxylation. Excessive amounts of uroporphyrin I are excreted in congenital erythropoietic porphyria, and both uroporphyrin I and uroporphyrin III are excreted in porphyria cutanea tarda. Uroporphyrin I and III are the most common isomers. Under certain conditions, uroporphyrin III can act as a phototoxin, a neurotoxin, and a metabotoxin. A phototoxin leads to cell damage upon exposure to light. A neurotoxin causes damage to nerve cells and nerve tissues. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of porphyrins are associated with porphyrias such as porphyria variegate, acute intermittent porphyria, porphyria cutanea tarda, and hereditary coproporphyria (HCP). There are several types of porphyrias (most are inherited). Hepatic porphyrias are characterized by acute neurological attacks (seizures, psychosis, extreme back and abdominal pain, and an acute polyneuropathy), while the erythropoietic forms present with skin problems (usually a light-sensitive blistering rash and increased hair growth). The neurotoxicity of porphyrins may be due to their selective interactions with tubulin, which disrupt microtubule formation and cause neural malformations (PMID: 3441503).	18273-06-08	Solid		C40H30N4O16		VZVFNUAIRVUCEW-UJJXFSCMSA-F	822.1700695	CHEBI:167479	HMDB0000916	
BASm0011425	uroporphyrin I	Uroporphyrin is the porphyrin produced by oxidation of the methylene bridges in uroporphyrinogen. Uroporphyrins have four acetic acid and four propionic acid side chains attached to their pyrrole rings. The enzyme uroporphyrinogen I synthase catalyzes the formation of hydroxymethylbilane from four molecules of porphobilinogen. Uroporphyrinogen III cosynthase then catalyzes the conversion of hydroxymethylbilane into uroporphyrinogen III. Otherwise, hydroxymethylbilane cyclizes nonenzymatically to form uroporphyrinogen I. Uroporphyrinogen I and III yield their respective uroporphyrins via autooxidation or their respective coproporphyrinogens via decarboxylation. Excessive amounts of uroporphyrin I are excreted in congenital erythropoietic porphyria, and both uroporphyrin I and uroporphyrin III are excreted in porphyria cutanea tarda. Uroporphyrin I and III are the most common isomers. Under certain conditions, uroporphyrin I can act as a phototoxin, a neurotoxin, and a metabotoxin. A phototoxin leads to cell damage upon exposure to light. A neurotoxin causes damage to nerve cells and nerve tissues. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of porphyrins are associated with porphyrias such as porphyria variegate, acute intermittent porphyria, porphyria cutanea tarda, and hereditary coproporphyria (HCP). There are several types of porphyrias (most are inherited). Hepatic porphyrias are characterized by acute neurological attacks (seizures, psychosis, extreme back and abdominal pain, and an acute polyneuropathy), while the erythropoietic forms present with skin problems (usually a light-sensitive blistering rash and increased hair growth). The neurotoxicity of porphyrins may be due to their selective interactions with tubulin, which disrupt microtubule formation and cause neural malformations (PMID: 3441503).	607-14-7	Solid		C40H30N4O16		DAFUFNRZWDWXJP-JRHDEHKPSA-F	822.1700695	CHEBI:167480	HMDB0000936	
BASm0011426	pisiferate					C20H27O3		ATHWSPHADLLZSS-PXNSSMCTSA-M	315.1965683	CHEBI:167487		
BASm0011427	miltiradien-20-al	An abietane diterpenoid that is miltiradiene which carries a formyl group at position 20. It is a metabolite of miltiradiene.				C20H30O		DXZVYKQSBOZWKK-ICSRJNTNSA-N	286.2296656	CHEBI:167488		
BASm0011428	N-methyl-L-dopa			Expected Solid	[H][C@@](CC1=CC(O)=C(O)C=C1)(NC)C(O)=O	C10H13NO4	InChI=1S/C10H13NO4/c1-11-7(10(14)15)4-6-2-3-8(12)9(13)5-6/h2-3,5,7,11-13H,4H2,1H3,(H,14,15)/t7-/m0/s1	QZIWDCLHLOADPK-ZETCQYMHSA-N	211.0844579	CHEBI:167490		MMDBc0056153
BASm0011429	N-methyl-D-dopa			Expected Solid	[H][C@](CC1=CC(O)=C(O)C=C1)(NC)C(O)=O	C10H13NO4	InChI=1S/C10H13NO4/c1-11-7(10(14)15)4-6-2-3-8(12)9(13)5-6/h2-3,5,7,11-13H,4H2,1H3,(H,14,15)/t7-/m1/s1	QZIWDCLHLOADPK-SSDOTTSWSA-N	211.0844579	CHEBI:167491		MMDBc0056152
BASm0011430	(3S)-7,8-dihydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate			Expected Solid	[H][C@]1(CC2=C(CN1)C(O)=C(O)C=C2)C(O)=O	C10H11NO4	InChI=1S/C10H11NO4/c12-8-2-1-5-3-7(10(14)15)11-4-6(5)9(8)13/h1-2,7,11-13H,3-4H2,(H,14,15)/t7-/m0/s1	HFMTZGXVYGDMEC-ZETCQYMHSA-N	209.0688078	CHEBI:167492		MMDBc0054932
BASm0011431	(3R)-7,8-dihydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate			Expected Solid	[H][C@@]1(CC2=C(CN1)C(O)=C(O)C=C2)C(O)=O	C10H11NO4	InChI=1S/C10H11NO4/c12-8-2-1-5-3-7(10(14)15)11-4-6(5)9(8)13/h1-2,7,11-13H,3-4H2,(H,14,15)/t7-/m1/s1	HFMTZGXVYGDMEC-SSDOTTSWSA-N	209.0688078	CHEBI:167493		MMDBc0054905
BASm0011432	11-oxomiltiradiene	An abietane diterpenoid that is miltiradiene in which the carbon at position 11 has been oxidised to the corresponding oxo group.				C20H30O		LAHVGYYTGUTYOE-PXNSSMCTSA-N	286.2296656	CHEBI:167496		
BASm0011433	preasperterpenoid A			Expected Solid	[H][C@]12C[C@@]1(C)[C@]1([H])CCC(C)=C1C[C@@]1(C)CC[C@]3(C)CC[C@]([H])(C(C)C)[C@@]3([H])[C@]21[H]	C25H40	InChI=1S/C25H40/c1-15(2)17-9-10-23(4)11-12-24(5)13-18-16(3)7-8-19(18)25(6)14-20(25)22(24)21(17)23/h15,17,19-22H,7-14H2,1-6H3/t17-,19-,20-,21+,22+,23+,24-,25+/m1/s1	LJBOQHBHJKFMQV-OMNLMRHKSA-N	340.3130013	CHEBI:167511		MMDBc0056258
BASm0011434	asperterpenoid A			Expected Solid		C25H37O3		IVOQOKYIPJPDKP-LQAIXYHKSA-M	385.2748186	CHEBI:167512		MMDBc0003056
BASm0011435	asperterpenoid B			Expected Solid		C25H34O4		VHYIXEUPLWPJOV-JZHZUCQKSA-L	398.2468067	CHEBI:167513		MMDBc0025634
BASm0011436	asperterpenoid C			Expected Solid		C25H37O4		HOJAIZSMUNKBJQ-SXFKLJQYSA-M	401.2697333	CHEBI:167514		MMDBc0025635
BASm0011437	quiannulatene	A sesterterpene that is produced by the heterologous expression of sesterterpene synthase EvQS from Aspergillus stellatus.				C25H40		KZVSASHATZZHHJ-SBISLLLRSA-N	340.3130013	CHEBI:167518		
BASm0011438	quiannulatate			Expected Solid		C25H37O2		XXBPHKHKRDOYCF-JSCOTLTNSA-M	369.279904	CHEBI:167519		MMDBc0014595
BASm0011439	mannosyl-alpha-1->6-inositol phospho-N-tetracosanoylsphinganine					C54H105NO16P		GZIVPMFXRVKOKZ-AZNKRKKUSA-M	1054.717647	CHEBI:167525		
BASm0011440	8-hydroxydodecanoate					C12H23O3		PPHSOXADSWJILD-UHFFFAOYNA-M	215.1652682	CHEBI:167541	HMDB0340732	
BASm0011441	10-hydroxydodecanoate					C12H23O3		GBMPJGRZJKHERD-UHFFFAOYNA-M	215.1652682	CHEBI:167542		
BASm0011442	9-hydroxydodecanoate					C12H23O3		XKNUGGWMUJBFJT-UHFFFAOYNA-M	215.1652682	CHEBI:167543	HMDB0340734	
BASm0011443	9-hydroxytetradecanoate	A hydroxy fatty acid anion that is the conjugate base of 9-hydroxymyristic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C14H27O3		KRUIJHPTWXBHHE-UHFFFAOYNA-M	243.1965683	CHEBI:167544		
BASm0011444	10-hydroxytetradecanoate					C14H27O3		WWQJYRLZAYKMGV-UHFFFAOYNA-M	243.1965683	CHEBI:167545		
BASm0011445	12-hydroxytetradecanoate	A hydroxy fatty acid anion that is the conjugate base of 12-hydroxymyristic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.				C14H27O3		CNFJMOLKOFPBNF-UHFFFAOYNA-M	243.1965683	CHEBI:167546		
BASm0011446	11-hydroxytetradecanoate					C14H27O3		DMCZWEUMVOFXBT-UHFFFAOYNA-M	243.1965683	CHEBI:167547		
BASm0011447	ophiobolin C			Expected Solid		C25H38O3		PLWMYIADTRHIMY-BNFAVABNSA-N	386.2820951	CHEBI:167548		MMDBc0006062
BASm0011448	soppiline B			Expected Solid	[H]\C(C)=C(\C)CCCCCCC\C([H])=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(/[H])CC1=CC(O)=CC(O)=C1	C24H34O2	InChI=1S/C24H34O2/c1-3-21(2)16-14-12-10-8-6-4-5-7-9-11-13-15-17-22-18-23(25)20-24(26)19-22/h3,5,7,9,11,13,15,18-20,25-26H,4,6,8,10,12,14,16-17H2,1-2H3/b7-5-,11-9+,15-13-,21-3+	IBTUEOUYYLIJLK-LOFTVMHWSA-N	354.2558803	CHEBI:167549		MMDBc0025643
BASm0011449	soppiline C			Expected Solid		C24H31O4		KNXPXXWZSYPYFN-VQJZLJOXSA-M	383.2227831	CHEBI:167551		MMDBc0025644
BASm0011450	cyclo-acetoacetyl-L-tryptophan			Expected Solid	[H][C@@]1(CC2=CNC3=CC=CC=C23)N=C(O)\C(=C(\C)[O-])C1=O	C15H13N2O3	InChI=1S/C15H14N2O3/c1-8(18)13-14(19)12(17-15(13)20)6-9-7-16-11-5-3-2-4-10(9)11/h2-5,7,12,16,18H,6H2,1H3,(H,17,20)/p-1/b13-8-/t12-/m0/s1	ADTDXFWSOBUFSD-OEMOTLHWSA-M	269.0931659	CHEBI:167552		MMDBc0055834
BASm0011451	cannabichromenate			Expected Solid		C22H29O4		HRHJHXJQMNWQTF-UHFFFAOYNA-M	357.207133	CHEBI:167554		MMDBc0052908
BASm0011452	soppiline A			Expected Solid		C21H33O3		FPUNLEAKMBDJNH-ZVJVAIEISA-M	333.2435185	CHEBI:167558		MMDBc0025642
BASm0011453	avenanthramide C	N-(3,4-Dihydroxycinnamoyl)-2-amino-5-hydroxybenzoic acid is found in cereals and cereal products. N-(3,4-Dihydroxycinnamoyl)-2-amino-5-hydroxybenzoic acid is isolated from oats (Avena sativa).				C16H12NO6		IDUUXROOZBOOPH-QHHAFSJGSA-M	314.0670107	CHEBI:167577	HMDB0038576	
BASm0011454	alpha-L-2OAcRha-(1->2)-alpha-D-Man-(1->2)-alpha-D-Man-(1->3)-alpha-D-Gal-di-trans,octa-cis-undecaprenyl diphosphate					C81H132O27P2		VMZHJYXTZIBKAT-PHNFHCGCSA-L	1598.84422	CHEBI:167582		
BASm0011455	alpha-D-Abe-(1->3)-alpha-L-Rha2OAc-(1->2)-alpha-D-Man-(1->2)-alpha-D-Man-(1->3)-alpha-D-Gal-di-trans,octa-cis-undecaprenyl diphosphate					C87H142O30P2		DIOSJYAHXQXREE-JPDDABNASA-L	1728.907214	CHEBI:167601		
BASm0011456					*O[C@H]1[C@@H](OC)[C@H](*)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2c[n+](C)c3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O					CHEBI:167609		
BASm0011457	3-methylpentanoate		105-43-1			C6H11O2		IGIDLTISMCAULB-UHFFFAOYNA-M	115.0764532	CHEBI:167610		
BASm0011458	2-methylpentanoate		97-61-0			C6H11O2		OVBFMEVBMNZIBR-UHFFFAOYNA-M	115.0764532	CHEBI:167611		
BASm0011459					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](OC)[C@H](*)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2c[n+](C)c3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O					CHEBI:167612		
BASm0011460	3-methylpentanoyl-CoA	3-methylpentanoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a 3-methylpentanoic acid thioester of coenzyme A. 3-methylpentanoyl-coa is an acyl-CoA with 5 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. 3-methylpentanoyl-coa is therefore classified as a medium chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. 3-methylpentanoyl-coa, being a medium chain acyl-CoA is a substrate for medium chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, 3-Methylpentanoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of 3-Methylpentanoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts 3-Methylpentanoyl-CoA into 3-Methylpentanoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, 3-Methylpentanoylcarnitine is converted back to 3-Methylpentanoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of 3-Methylpentanoyl-CoA occurs in four steps. First, since 3-Methylpentanoyl-CoA is a medium chain acyl-CoA it is the substrate for a medium chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of 3-Methylpentanoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until 3-Methylpentanoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.				C27H42N7O17P3S		MJSAQAWCQFOQKK-SNIDVWGTSA-J	861.1592694	CHEBI:167613	HMDB0300836	
BASm0011461					*O[C@H]1[C@@H](OC)[C@H](*)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](OC)[C@H](*)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2c[n+](C)c3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O					CHEBI:167614		
BASm0011462	2-methylpentanoyl-CoA					C27H42N7O17P3S		LHPULTTWLKQXCY-XGGCCDIMSA-J	861.1592694	CHEBI:167615		
BASm0011463					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])OP(=O)([O-])[O-]					CHEBI:167616		
BASm0011464					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O					CHEBI:167617		
BASm0011465					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-]					CHEBI:167618		
BASm0011466					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2c[n+](C)c3c(=O)[nH]c(N(C)C)nc32)[C@H](O)[C@@H]1O					CHEBI:167623		
BASm0011467	(glutathione)4[2Fe(III)-2S] cluster					C40H60Fe2N12O24S6		IDTNQDIRRGSCRY-JKYQTTSOSA-F	1396.089931	CHEBI:167627		
BASm0011468	(8aS)-octahydroindolizin-1-one			Expected Solid	[H][C@@]12CCCC[NH+]1CCC2=O	C8H14NO	InChI=1S/C8H13NO/c10-8-4-6-9-5-2-1-3-7(8)9/h7H,1-6H2/p+1/t7-/m0/s1	GSQLNIVPNDDIHU-ZETCQYMHSA-O	140.1069905	CHEBI:167645		MMDBc0054987
BASm0011469	(1R,8aS)-octahydroindolizin-1-ol			Expected Solid	[H][C@@]1(O)CC[NH+]2CCCC[C@@]12[H]	C8H16NO	InChI=1S/C8H15NO/c10-8-4-6-9-5-2-1-3-7(8)9/h7-8,10H,1-6H2/p+1/t7-,8+/m0/s1	IATZHJGSCGLJSL-JGVFFNPUSA-O	142.1226406	CHEBI:167675		MMDBc0054774
BASm0011470	(1S,8aS)-octahydroindolizin-1-ol			Expected Solid	[H][C@]1(O)CC[NH+]2CCCC[C@@]12[H]	C8H16NO	InChI=1S/C8H15NO/c10-8-4-6-9-5-2-1-3-7(8)9/h7-8,10H,1-6H2/p+1/t7-,8-/m0/s1	IATZHJGSCGLJSL-YUMQZZPRSA-O	142.1226406	CHEBI:167676		MMDBc0054783
BASm0011471	(3R)-[(10S)-11-epoxyfarnesyl]-2,3,5-trimethyl-6-oxido-4-oxocyclohexa-1,5-diene-1-carboxylate			Expected Solid	[H]\C(CC\C(C)=C(/[H])C[C@]1(C)C(C)=C(C([O-])=O)C([O-])=C(C)C1=O)=C(\C)CC[C@]1([H])OC1(C)C	C25H34O5	InChI=1S/C25H36O5/c1-15(11-12-19-24(5,6)30-19)9-8-10-16(2)13-14-25(7)18(4)20(23(28)29)21(26)17(3)22(25)27/h9,13,19,26H,8,10-12,14H2,1-7H3,(H,28,29)/p-2/b15-9+,16-13+/t19-,25+/m0/s1	UAGATZVLKBZLFU-RKWYXZQCSA-L	414.2417214	CHEBI:167682		MMDBc0054891
BASm0011472	asnovolin J			Expected Solid	[H][C@]1(C)CC[C@@]2([H])C(C)(C)C(=O)CC[C@]2(C)[C@]11C[C@@]2(C)C(O1)=C(C)C(=O)[C@@]([H])(C(=O)OC)[C@]2([H])C	C26H38O5	InChI=1S/C26H38O5/c1-14-9-10-17-23(4,5)18(27)11-12-25(17,7)26(14)13-24(6)16(3)19(22(29)30-8)20(28)15(2)21(24)31-26/h14,16-17,19H,9-13H2,1-8H3/t14-,16-,17-,19-,24+,25-,26-/m0/s1	XKJJMXDQESYKLS-IGZQQFENSA-N	430.2719243	CHEBI:167683		MMDBc0055733
BASm0011473	asnovolin I			Expected Solid	[H][C@]1(C)CC[C@]2([H])[C@](C)(CCC(=O)OC2(C)C)[C@]11C[C@@]2(C)C(O1)=C(C)C(=O)C(C([O-])=O)=C2C	C25H33O6	InChI=1S/C25H34O6/c1-13-8-9-16-22(4,5)30-17(26)10-11-24(16,7)25(13)12-23(6)15(3)18(21(28)29)19(27)14(2)20(23)31-25/h13,16H,8-12H2,1-7H3,(H,28,29)/p-1/t13-,16-,23+,24-,25-/m0/s1	CQIYAXMUJHIADR-CQOOHDILSA-M	429.2282624	CHEBI:167684		MMDBc0055732
BASm0011474	asnovolin K			Expected Solid	[H][C@]1(C)CC[C@]2([H])[C@](C)(CCC(=O)OC2(C)C)[C@]11C[C@@]2(C)C(O1)=C(C)C(=O)C(C(=O)OC)=C2C	C26H36O6	InChI=1S/C26H36O6/c1-14-9-10-17-23(4,5)31-18(27)11-12-25(17,7)26(14)13-24(6)16(3)19(22(29)30-8)20(28)15(2)21(24)32-26/h14,17H,9-13H2,1-8H3/t14-,17-,24+,25-,26-/m0/s1	YQWBCSIREWBSHS-MNKLQMRISA-N	444.2511889	CHEBI:167685		MMDBc0055734
BASm0011475	fumigatonoid A			Expected Solid	[H][C@]1(C)CC[C@]2([H])[C@@]3(CCC(=O)OC2(C)C)COO[C@@]24O[C@@]13C[C@]2(C)[C@@]([H])(C)[C@]([H])(C(=O)OC)C(=O)[C@@]4(C)O	C26H38O9	InChI=1S/C26H38O9/c1-14-8-9-16-21(3,4)33-17(27)10-11-24(16)13-32-35-26-22(5,12-25(14,24)34-26)15(2)18(20(29)31-7)19(28)23(26,6)30/h14-16,18,30H,8-13H2,1-7H3/t14-,15-,16-,18-,22+,23+,24+,25-,26-/m0/s1	FKVSHWDGJOLCOC-QLDZKYQNSA-N	494.2515828	CHEBI:167687		MMDBc0055992
BASm0011476	fumigatonoid B			Expected Solid	[H][C@]1(O)[C@]2([H])C(=O)O[C@@]1(C)[C@]13O[C@@]4(C[C@]1(C)[C@@]2([H])C)[C@@]([H])(C)CC[C@]1([H])[C@@]4(CCC(=O)OC1(C)C)COO3	C25H36O8	InChI=1S/C25H36O8/c1-13-7-8-15-20(3,4)30-16(26)9-10-23(15)12-29-33-25-21(5,11-24(13,23)32-25)14(2)17-18(27)22(25,6)31-19(17)28/h13-15,17-18,27H,7-12H2,1-6H3/t13-,14-,15-,17+,18-,21+,22+,23+,24-,25-/m0/s1	YEXJTWSPGCSJNA-WYVMSHAGSA-N	464.2410181	CHEBI:167688		MMDBc0055993
BASm0011477	fumigatonoid C			Expected Solid	[H][C@]1(O)[C@]2([H])C(=O)O[C@@]1(C)O[C@]13O[C@@]4(C[C@]1(C)[C@@]2([H])C)[C@@]([H])(C)CC[C@]1([H])[C@]4(CO3)CCC(=O)OC1(C)C	C25H36O8	InChI=1S/C25H36O8/c1-13-7-8-15-20(3,4)30-16(26)9-10-23(15)12-29-25-21(5,11-24(13,23)33-25)14(2)17-18(27)22(6,32-25)31-19(17)28/h13-15,17-18,27H,7-12H2,1-6H3/t13-,14-,15-,17+,18-,21+,22-,23+,24-,25-/m0/s1	WIDQCQPZDGKHGX-DHFAPYKTSA-N	464.2410181	CHEBI:167689		MMDBc0055994
BASm0011478	chermesin D methyl ester			Expected Solid	[H][C@]1(C)CC[C@@]2([H])C(C)(C)C(=O)CC[C@]2(C)[C@]11C[C@@]2(C)C(O1)=C(C)C(=O)C(C(=O)OC)=C2C	C26H36O5	InChI=1S/C26H36O5/c1-14-9-10-17-23(4,5)18(27)11-12-25(17,7)26(14)13-24(6)16(3)19(22(29)30-8)20(28)15(2)21(24)31-26/h14,17H,9-13H2,1-8H3/t14-,17-,24+,25-,26-/m0/s1	WZDKBDIIRCLIKU-MNKLQMRISA-N	428.2562743	CHEBI:167691		MMDBc0055795
BASm0011479	myceliothermophin E			Expected Solid		C26H37NO2		TXVWNUBEANXHMB-FXVWVMPXSA-N	395.2824294	CHEBI:167709		MMDBc0008773
BASm0011480	melleolide F	Melleolide F is found in mushrooms. Melleolide F is a metabolite of Armillaria mellea (honey mushroom	117258-74-9		[H][C@]1(C[C@]2(C)[C@@]3([H])CC(C)(C)C[C@@]3([H])C=C(CO)[C@]12O)OC(=O)C1=C(O)C=C(O)C=C1C	C23H30O6	InChI=1S/C23H30O6/c1-12-5-15(25)7-17(26)19(12)20(27)29-18-10-22(4)16-9-21(2,3)8-13(16)6-14(11-24)23(18,22)28/h5-7,13,16,18,24-26,28H,8-11H2,1-4H3/t13-,16+,18-,22-,23+/m1/s1	PAOHIYZPMWDBLO-IDOJSZHESA-N	402.2042387	CHEBI:167712	HMDB0035027	
BASm0011481	6'-chloromelleolide F			Expected Solid		C23H28ClO6		NSKSXJALDJPPSI-PPUVGZBRSA-M	435.1579899	CHEBI:167713		MMDBc0012431
BASm0011482	6'-bromomelleolide F			Expected Solid	[H][C@]1(C[C@]2(C)[C@@]3([H])CC(C)(C)C[C@@]3([H])C=C(CO)[C@]12O)OC(=O)C1=C(C)C(Br)=C(O)C=C1O	C23H29BrO6	InChI=1S/C23H29BrO6/c1-11-18(15(26)6-16(27)19(11)24)20(28)30-17-9-22(4)14-8-21(2,3)7-12(14)5-13(10-25)23(17,22)29/h5-6,12,14,17,25-27,29H,7-10H2,1-4H3/t12-,14+,17-,22-,23+/m1/s1	WVNDEZRWZBQWIL-PPUVGZBRSA-N	480.114752	CHEBI:167714		MMDBc0055615
BASm0011483	(2E,4E,8E)-10-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4,8-dimethyldeca-2,4,8-trienoyl-CoA					C43H56N7O21P3S		LYCYPKPOYMXTPA-BSYISINFSA-J	1131.248478	CHEBI:167862		
BASm0011484	(4E,8E)-10-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-(3R)-hydroxy-4,8-dimethyldeca-4,8-dienoyl-CoA					C43H58N7O22P3S		SLRWGIUROXWJNC-CVEXOHRESA-J	1149.259043	CHEBI:167863		
BASm0011485	(4E,8E)-10-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-3-oxo-4,8-dimethyldeca-4,8-dienoyl-CoA					C43H56N7O22P3S		YEAMCDUFAYUNPX-GUJHICRLSA-J	1147.243393	CHEBI:167864		
BASm0011486	(2E,6E)-8-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-2,6-dimethylocta-2,6-dienoyl-CoA					C41H54N7O21P3S		LLDOTYOQNHDNEU-IWNRUFMLSA-J	1105.232828	CHEBI:167865		
BASm0011487	(6E)-8-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-(3R)-hydroxy-2,6-dimethyloct-6-enoyl-CoA					C41H56N7O22P3S		LPOJLZMDWMNADL-CDWCRHLESA-J	1123.243393	CHEBI:167866		
BASm0011488	(6E)-8-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-3-oxo-2,6-dimethyloct-6-enoyl-CoA					C41H54N7O22P3S		WUXXARPEBCEAPX-YJWBSMDXSA-J	1121.227743	CHEBI:167867		
BASm0011489	3-(3-hydroxyphenyl)pyruvate					C9H7O4		PNYWALDMLUDDTA-UHFFFAOYSA-M	179.0349823	CHEBI:167869		
BASm0011490	N-all-trans-retinylidenephosphatidylethanolamine				*C(=O)OC[C@H](COP(=O)([O-])OCC/N=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C)OC(*)=O					CHEBI:167884		
BASm0011491	primary fluorescent dioxobilin-type chlorophyll catabolite					C34H39N4O7		UNBPOXUZLVARJD-JMXLDNMHSA-M	615.2824232	CHEBI:167885		
BASm0011492	N-11-cis-retinylidenephosphatidylethanolamine				*C(=O)OC[C@H](COP(=O)([O-])OCC/N=C\C=C(C)\C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C)OC(*)=O					CHEBI:167887		
BASm0011493	O13(4)-desmethyl pFDCC					C33H36N4O7		DKRDLZLOHMLLPQ-ZGOOIZNUSA-L	600.2594967	CHEBI:167889		
BASm0011494					*N[C@@H](CCC(=O)NCC(=O)[O-])C(*)=O					CHEBI:167890		
BASm0011495					*N[C@@H](CCC(=O)NCC(=O)NCC(=O)[O-])C(*)=O					CHEBI:167891		
BASm0011496					*N[C@@H](CCC(=O)NCC(=O)NCC(=O)[O-])C(*)=O					CHEBI:167891		
BASm0011497	sch 210972			Expected Solid		C25H33NO6		AVZATKWNGXCSDN-IIRHHVPJSA-L	443.2318849	CHEBI:167897		MMDBc0017529
BASm0011498	(2S,4S)-4-hydroxy-4-methylglutamate			Expected Solid	[H][C@](N)(C[C@](C)(O)C(O)=O)C([O-])=O	C6H10NO5	InChI=1S/C6H11NO5/c1-6(12,5(10)11)2-3(7)4(8)9/h3,12H,2,7H2,1H3,(H,8,9)(H,10,11)/p-1/t3-,6-/m0/s1	ONTAOGAXMOTXQW-DZSWIPIPSA-M	176.056446	CHEBI:167901		MMDBc0054846
BASm0011499	(2S)-3-[(2S)-3,5-dioxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]pyrrolidin-2-yl]-2-hydroxy-2-methylpropanoate			Expected Solid	[H]\C(C)=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\[H])C[C@@]([H])(C)C[C@@]([H])(C)C(\[H])=C(/[H])C(=O)[C-]1C([O-])=N[C@@]([H])(C[C@](C)(O)C(O)=O)C1=O	C25H33NO6	InChI=1S/C25H34NO6/c1-6-16(2)10-8-7-9-11-17(3)14-18(4)12-13-20(27)21-22(28)19(26-23(21)29)15-25(5,32)24(30)31/h6-10,12-13,17-19,32H,11,14-15H2,1-5H3,(H,26,29)(H,30,31)/q-1/p-1/b9-7+,10-8+,13-12+,16-6+/t17-,18+,19+,25+/m1/s1	XWIZBMORQRLANJ-MJZDXNEPSA-M	443.2318849	CHEBI:167907		MMDBc0054861
BASm0011500	1'-[1-acyl-2-(9-hydroxy-(10E,12Z)-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1,2-diacyl-sn-glycero-3-phospho]-glycerol				[1*]C(=O)OC[C@H](COP(=O)([O-])OCC(O)COP(=O)([O-])OC[C@@H](COC([3*])=O)OC([2*])=O)OC(=O)CCCCCCCC(O)/C=C/C=C\CCCCC					CHEBI:167908		
BASm0011501	(2S,4R)-4-hydroxy-4-methylglutamate			Expected Solid	[H][C@](N)(C[C@@](C)(O)C(O)=O)C([O-])=O	C6H10NO5	InChI=1S/C6H11NO5/c1-6(12,5(10)11)2-3(7)4(8)9/h3,12H,2,7H2,1H3,(H,8,9)(H,10,11)/p-1/t3-,6+/m0/s1	ONTAOGAXMOTXQW-BBIVZNJYSA-M	176.056446	CHEBI:167910		MMDBc0054845
BASm0011502	sch 210971			Expected Solid		C25H33NO6		AVZATKWNGXCSDN-UGIHOUBQSA-L	443.2318849	CHEBI:167911		MMDBc0017529
BASm0011503	(2R)-3-[(2S)-3,5-dioxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]pyrrolidin-2-yl]-2-hydroxy-2-methylpropanoate			Expected Solid	[H]\C(C)=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\[H])C[C@@]([H])(C)C[C@@]([H])(C)C(\[H])=C(/[H])C(=O)[C-]1C([O-])=N[C@@]([H])(C[C@@](C)(O)C(O)=O)C1=O	C25H33NO6	InChI=1S/C25H34NO6/c1-6-16(2)10-8-7-9-11-17(3)14-18(4)12-13-20(27)21-22(28)19(26-23(21)29)15-25(5,32)24(30)31/h6-10,12-13,17-19,32H,11,14-15H2,1-5H3,(H,26,29)(H,30,31)/q-1/p-1/b9-7+,10-8+,13-12+,16-6+/t17-,18+,19+,25-/m1/s1	XWIZBMORQRLANJ-NPPXQRPRSA-M	443.2318849	CHEBI:167912		MMDBc0054829
BASm0011504	(1R,3R,6S,7E,10S,12R)-17-methoxy-3,10,12-trimethyl-16-oxatricyclo[12.2.1.0(1,6)]heptadeca-4,7,14(17)-triene-9,13,15-trione					C20H24O5		ANVVFZSODIYUDY-LNBSDWLWSA-N	344.1623739	CHEBI:169926		
BASm0011505	(1R,3R,6S,7E,10S,12R)-17-hydroxy-3,10,12-trimethyl-16-oxatricyclo[12.2.1.0(1,6)]heptadeca-4,7,14(17)-triene-9,13,15-trione					C19H21O5		OWDPBNOVKXSRIH-RSAQLFCCSA-M	329.1394474	CHEBI:169927		
BASm0011506	(2R,4S,6E,8E,10E)-1-(4-methoxy-5-methylidene-2-oxo-2,5-dihydrofuran-3-yl)-2,4-dimethyldodeca-6,8,10-triene-1,5-dione					C20H24O5		DWDVLBRQUCLSIZ-JKCIQWBTSA-N	344.1623739	CHEBI:169928		
BASm0011507	(2R,4S,6E,8E,10E)-1-(4-hydroxy-5-methylidene-2-oxo-2,5-dihydrofuran-3-yl)-2,4-dimethyldodeca-6,8,10-triene-1,5-dione					C19H21O5		IHDUVTNKEYLVTO-NLJBVMSWSA-M	329.1394474	CHEBI:169929		
BASm0011508	(5S)-5-(2-methylpropyl)-3-[(2E,6R,8E,10E,12E)-6,8,10,12-tetramethyltetradeca-2,8,10,12-tetraenoyl]-2,5-dihydro-1H-pyrrol-2-one			Expected Solid	[H]\C(C)=C(\C)/C(/[H])=C(\C)/C(/[H])=C(\C)C[C@]([H])(C)CC\C([H])=C(/[H])C(=O)C1=C[C@]([H])(CC(C)C)N=C1O	C26H39NO2	InChI=1S/C26H39NO2/c1-8-19(4)14-21(6)16-22(7)15-20(5)11-9-10-12-25(28)24-17-23(13-18(2)3)27-26(24)29/h8,10,12,14,16-18,20,23H,9,11,13,15H2,1-7H3,(H,27,29)/b12-10+,19-8+,21-14+,22-16+/t20-,23+/m1/s1	GIYRGJGMHNSYLK-MTXVQFIFSA-N	397.2980795	CHEBI:169930		MMDBc0054971
BASm0011509	(3Z)-3-[(2E,6R,8E,10E,12E)-1-hydroxy-6,8,10,12-tetramethyltetradeca-2,8,10,12-tetraen-1-ylidene]-5-(2-methylpropyl)-2,3-dihydro-1H-pyrrol-2-one					C26H39NO2		FURRPQOHZQBPSM-IJEGNXLNSA-N	397.2980795	CHEBI:169931		
BASm0011510	(5Z)-5-(2-methylpropylidene)-3-[(2E,6R,8E,10E,12E)-6,8,10,12-tetramethyltetradeca-2,8,10,12-tetraenoyl]-2,5-dihydro-1H-pyrrol-2-one			Expected Solid	[H]\C(C)=C(\C)/C(/[H])=C(\C)/C(/[H])=C(\C)C[C@]([H])(C)CC\C([H])=C(/[H])C(=O)C1=C\C(N=C1O)=C(/[H])C(C)C	C26H37NO2	InChI=1S/C26H37NO2/c1-8-19(4)14-21(6)16-22(7)15-20(5)11-9-10-12-25(28)24-17-23(13-18(2)3)27-26(24)29/h8,10,12-14,16-18,20H,9,11,15H2,1-7H3,(H,27,29)/b12-10+,19-8+,21-14+,22-16+,23-13-/t20-/m1/s1	OGOOQDHSWFFUNL-PIUTVPOOSA-N	395.2824294	CHEBI:169932		MMDBc0054974
BASm0011511	(5S)-3-[(1S,2R,4aR,6R,8aS)-2-(but-2-en-2-yl)-3,4a,6-trimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbonyl]-5-(2-methylpropyl)-2,5-dihydro-1H-pyrrol-2-one			Expected Solid	[H]C(C)=C(C)[C@]1([H])C(C)=C[C@]2(C)C[C@]([H])(C)CC[C@@]2([H])[C@]1([H])C(=O)C1=C[C@]([H])(CC(C)C)N=C1O	C26H39NO2	InChI=1S/C26H39NO2/c1-8-17(5)22-18(6)14-26(7)13-16(4)9-10-21(26)23(22)24(28)20-12-19(11-15(2)3)27-25(20)29/h8,12,14-16,19,21-23H,9-11,13H2,1-7H3,(H,27,29)/b17-8+/t16-,19+,21+,22-,23+,26+/m1/s1	DBHUBRADIOMJGQ-YMBOSVBOSA-N	397.2980795	CHEBI:169934		MMDBc0054969
BASm0011512	3-{[(1S,2R,4aR,6R,8aS)-2-(but-2-en-2-yl)-3,4a,6-trimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl](hydroxy)methylidene}-5-(2-methylpropyl)-2,3-dihydro-1H-pyrrol-2-one					C26H39NO2		ZUIALKIVKWXIHE-UDMWZNATSA-N	397.2980795	CHEBI:169935		
BASm0011513	(5S)-3-[(2E,6R,8E,10E,12E)-2,6-dimethyltetradeca-2,8,10,12-tetraenoyl]-5-(hydroxymethyl)pyrrolidine-2,4-dione			Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])C[C@]([H])(C)CC\C([H])=C(/C)C(=O)[C-]1C(O)=N[C@@]([H])(CO)C1=O	C21H28NO4	InChI=1S/C21H28NO4/c1-4-5-6-7-8-9-11-15(2)12-10-13-16(3)19(24)18-20(25)17(14-23)22-21(18)26/h4-9,13,15,17,23H,10-12,14H2,1-3H3,(H,22,26)/q-1/b5-4+,7-6+,9-8+,16-13+/t15-,17-/m0/s1	GZZQDCWZFRVQLN-BIVXZIHOSA-N	358.202382	CHEBI:169938		MMDBc0054970
BASm0011514	kaempferol 3-O-beta-D-glucoside	Astragalin is found in alcoholic beverages. Astragalin is present in red wine. It is isolated from many plant species.Astragalin is a 3-O-glucoside of kaempferol. Astragalin is a chemical compound. It can be isolated from Phytolacca americana (the American pokeweed).	0480-10-4	Solid		C21H19O11		JPUKWEQWGBDDQB-QSOFNFLRSA-M	447.093285	CHEBI:169942	HMDB0037429	
BASm0011515	kaempferol 3-O-(6-O-malonyl-beta-D-glucoside)		81149-02-2			C24H20O14		XEXCLTHHXIWUHO-UJKBSQBPSA-L	532.0864025	CHEBI:169943		
BASm0011516	kaempferol 7-O-beta-D-glucoside					C21H19O11		YPWHZCPMOQGCDQ-HMGRVEAOSA-M	447.093285	CHEBI:169944		
BASm0011517	kaempferol 7-O-(6-O-malonyl-beta-D-glucoside)		86546-87-4			C24H20O14		FIVFPODHFQLHTO-ZQIGZIPLSA-L	532.0864025	CHEBI:169945		
BASm0011518	6-O-malonyl-rhaponticin	A dicarboxylic acid monoester(1-) that is the conjugate base of 6-O-malonyl-trans-rhaponticin, resulting from the deprotonation of the carboxy group. Major microspecies at pH 7.3.				C24H25O12		FZBULCMNVYWMJO-YKQZOWBRSA-M	505.1351498	CHEBI:169946		
BASm0011519	quercetin 3-O-(6-O-malonyl-beta-D-glucoside)	Quercetin 3-(6''-malonyl-glucoside) is found in endive. Quercetin 3-(6''-malonyl-glucoside) is isolated from Apocynum venetum and Salicornia europaea [CCD].	96862-01-0			C24H20O15		NBQPHANHNTWDML-UJKBSQBPSA-L	548.0813171	CHEBI:169948	HMDB0037368	
BASm0011520	apigenin 7-O-(6-O-malonyl-beta-D-glucoside)					C24H20O13		JXWAQRJFONLTSI-ASDZUOGYSA-L	516.0914879	CHEBI:169949		
BASm0011521	(2S)-naringenin 7-O-(6-O-malonyl-beta-D-glucoside)					C24H23O13		AFZVEROKPWBXGE-ORBVZETASA-M	519.1144144	CHEBI:169950		
BASm0011522	13-cis-retinoate		4759-48-2	Expected Solid	[H]/C(=C(/[H])\C(=C(\[H])C([O-])=O)\C([H])([H])[H])/C(/[H])=C(/C(/[H])=C(\[H])C1=C(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C1(C([H])([H])[H])C([H])([H])[H])\C([H])([H])[H]	C20H27O2	InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/p-1/b9-6+,12-11+,15-8+,16-14-	SHGAZHPCJJPHSC-XFYACQKRSA-M	299.2016537	CHEBI:169952	HMDB0006219	MMDBc0048080
BASm0011523	L-threonyl-L-threonine					C8H16N2O5		DSGIVWSDDRDJIO-ZXXMMSQZSA-N	220.1059216	CHEBI:169953		
BASm0011524	L-threonyl-L-serine	Threonylserine is a dipeptide composed of threonine and serine. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.	61043-86-5	Solid	C[C@@H](O)[C@H](N)C(=O)N[C@@H](CO)C(O)=O	C7H14N2O5	InChI=1S/C7H14N2O5/c1-3(11)5(8)6(12)9-4(2-10)7(13)14/h3-5,10-11H,2,8H2,1H3,(H,9,12)(H,13,14)/t3-,4+,5+/m1/s1	GXDLGHLJTHMDII-WISUUJSJSA-N	206.0902716	CHEBI:169954	HMDB0029070	
BASm0011525	L-seryl-L-threonine	Serylthreonine is a dipeptide composed of serine and threonine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.	61043-85-4	Solid	C[C@@H](O)[C@H](NC(=O)[C@@H](N)CO)C(O)=O	C7H14N2O5	InChI=1S/C7H14N2O5/c1-3(11)5(7(13)14)9-6(12)4(8)2-10/h3-5,10-11H,2,8H2,1H3,(H,9,12)(H,13,14)/t3-,4+,5+/m1/s1	LDEBVRIURYMKQS-WISUUJSJSA-N	206.0902716	CHEBI:169955	HMDB0029049	
BASm0011526	glycyl-L-histidine					C8H12N4O3		YIWFXZNIBQBFHR-LURJTMIESA-N	212.0909403	CHEBI:169956		
BASm0011527	L-alanyl-L-cysteine	Alanylcysteine is a dipeptide composed of alanine and cysteine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.	2490-72-4	Solid	C[C@H](N)C(=O)N[C@@H](CS)C(O)=O	C6H12N2O3S	InChI=1S/C6H12N2O3S/c1-3(7)5(9)8-4(2-12)6(10)11/h3-4,12H,2,7H2,1H3,(H,8,9)(H,10,11)/t3-,4-/m0/s1	JQDFGZKKXBEANU-IMJSIDKUSA-N	192.0568634	CHEBI:169958	HMDB0028684	
BASm0011528	5beta-cholestane-3alpha,7alpha,25-triol			Expected Solid		C27H48O3		UROPIWALBBMYRP-JTKZRGNMSA-N	420.3603454	CHEBI:169972		MMDBc0048856
BASm0011529	5beta-cholestane-3alpha,7alpha,12alpha,25-tetrol	5β-Cholestane-3α,7α,12α,25-tetrol is an intermediate in the bile acid synthetic pathway, and is secreted into the bile and urine following glucuronidation. It does not undergo enterohepatic circulation. In cerebrotendinous xanthomatosis (CTX), a bile acid synthesis disorder caused by sterol 27-hydroxylase (CYP27) deficiency, early intermediates and cholestanol accumulate in a variety of tissues, and glucuronides of 25-hydroxylated bile alcohols are released in bile, blood, and urine (PMID: 11181760). Bile acid synthesis from cholesterol is tightly regulated via a feedback mechanism mediated by the farnesoid X receptor (FXR), a nuclear receptor activated by bile acids. Synthesis via the classic pathway is initiated by a series of cholesterol ring modifications and followed by the side chain cleavage. The enhanced cholesterol 7 alpha-hydroxylase (CYP7A1) expression in CYP27 deficiency may be the result of a decreased flux of bile acids and bile alcohols into the liver, while production of FXR-activating 5β-cholestane-3α,7α,12α,25-tetrol is increased (PMID: 15145977).	18866-87-0	Solid	[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCCC(C)(C)O	C27H48O4	InChI=1S/C27H48O4/c1-16(7-6-11-25(2,3)31)19-8-9-20-24-21(15-23(30)27(19,20)5)26(4)12-10-18(28)13-17(26)14-22(24)29/h16-24,28-31H,6-15H2,1-5H3/t16-,17+,18-,19-,20+,21+,22-,23+,24+,26+,27-/m1/s1	NTIXPPFPXLYJCT-RNUSRIHUSA-N	436.35526	CHEBI:169973	HMDB0000524	
BASm0011530	O(6)-methyl-dGTP					C11H14N5O13P3		DBLXDDWXGWLUAZ-RRKCRQDMSA-J	516.9822908	CHEBI:169974		
BASm0011531	O(6)-methyl-dGMP					C11H14N5O7P		GFRAHVJOXXMIDI-RRKCRQDMSA-L	359.064182	CHEBI:169975		
BASm0011532	N(6)-methyl-dAMP					C11H14N5O6P		MGKYNCZAQIZDCV-XLPZGREQSA-L	343.0692673	CHEBI:169976		
BASm0011534	(1R,6S)-isopiperitenol					C10H16O		OLAKPNFIICOONC-VHSXEESVSA-N	152.1201151	CHEBI:169979	HMDB0187618	
BASm0011535	prekainate					C10H16NO4		GTTRMHDYNCRQPY-QMMMGPOBSA-M	214.1084816	CHEBI:170011		
BASm0011537	(2R)-2-hydroxyoctadecanoyl-CoA	(2s)-2-hydroxyoctadecanoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is a (2S)-2-hydroxyoctadecanoic acid thioester of coenzyme A. (2s)-2-hydroxyoctadecanoyl-coa is an acyl-CoA with 18 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. (2s)-2-hydroxyoctadecanoyl-coa is therefore classified as a long chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. (2s)-2-hydroxyoctadecanoyl-coa, being a long chain acyl-CoA is a substrate for long chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, (2S)-2-hydroxyoctadecanoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of (2S)-2-hydroxyoctadecanoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts (2S)-2-hydroxyoctadecanoyl-CoA into (2S)-2-hydroxyoctadecanoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, (2S)-2-hydroxyoctadecanoylcarnitine is converted back to (2S)-2-hydroxyoctadecanoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of (2S)-2-hydroxyoctadecanoyl-CoA occurs in four steps. First, since (2S)-2-hydroxyoctadecanoyl-CoA is a long chain acyl-CoA it is the substrate for a long chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of (2S)-2-hydroxyoctadecanoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until (2S)-2-hydroxyoctadecanoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.				C39H66N7O18P3S		OJQMIXCIJFLULT-MXQBTARFSA-J	1045.341985	CHEBI:171666	HMDB0301308	
BASm0011539	4-O-methyl-alpha-D-glucuronate derivative				*O[C@H]1O[C@H](C(=O)[O-])[C@@H](OC)[C@H](O)[C@H]1O					CHEBI:171668		
BASm0011540	delta-dodecalactone	xi-5-Dodecanolide is found in alcoholic beverages. xi-5-Dodecanolide is isolated from coconut oil, peach, raspberry, strawberry and other fruits, peppermint oil, cheeses, cooked meats and white wine.	3051-22-7			C12H22O2		QRPLZGZHJABGRS-UHFFFAOYNA-N	198.1619799	CHEBI:171817	HMDB0037742	
BASm0011541	2-methoxybenzaldehyde	2-Methoxybenzaldehyde is found in Chinese cinnamon. 2-Methoxybenzaldehyde is present in cinnamon (Cinnamomum zeylanicum). 2-Methoxybenzaldehyde is a flavouring ingredient. Anisaldehyde, or anisic aldehyde, is an organic compound that consists of a benzene ring substituted with an aldehyde and a methoxy group. It is a clear colorless liquid with a strong aroma. It comes in 3 varieties, ortho, meta, and para in which the two functional groups (methoxy and aldehyde) are alpha, beta, and gamma, respectively to each other. The unmodified term anisaldehyde generally refers to the para isomer. Anisaldehyde is found in anise, from which it gets its name. It is similar in structure to vanillin. (Wikipedia).	135-02-4		COC1=CC=CC=C1C=O	C8H8O2	InChI=1S/C8H8O2/c1-10-8-5-3-2-4-7(8)6-9/h2-6H,1H3	PKZJLOCLABXVMC-UHFFFAOYSA-N	136.0524295	CHEBI:172139	HMDB0033766	
BASm0011542	propanoyl-4'-phosphopantetheine					C14H25N2O8PS		OJIOOMFWBNFBLF-LBPRGKRZSA-L	412.1080211	CHEBI:172362		
BASm0011543	malonyl-4'-phosphopantetheine					C14H22N2O10PS		RNFWAFOKCVKQGB-LBPRGKRZSA-K	441.0749238	CHEBI:172363		
BASm0011544	succinyl-4'-phosphopantetheine					C15H24N2O10PS		MXNQXHSOAQSSDD-ZDUSSCGKSA-K	455.0905739	CHEBI:172364		
BASm0011545	N-geranyl-L-glutamate					C15H24NO4		WRAUYKHQSOIVEN-SRXBQZRASA-M	282.1710818	CHEBI:172365		
BASm0011546	N-(7'-carboxy-7'-demethylgeranyl)-L-glutamate					C15H21NO6		GLOMHRXTBJVWKY-UIZYFNENSA-L	311.1379846	CHEBI:172366		
BASm0011547	isodomoate A					C15H19NO6		DDAJBUQQWFXHDM-UUYKTWPLSA-L	309.1223345	CHEBI:172367		
BASm0011548					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCS					CHEBI:172371		
BASm0011549					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OC[C@@H](O)[C@@H](O)[C@@H](O)Cn1c2nc(=O)[n-]c(=O)c-2nc2cc(C)c(C)cc21					CHEBI:172372		
BASm0011550	1-nonadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine					C45H88NO8P		WMCPHMOQTITNBG-KXTYCBLYSA-N	801.6247558	CHEBI:172373		
BASm0011551	1-nonadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine					C45H86NO8P		LOOVXTAPKGYHKO-HJTCUGKVSA-N	799.6091057	CHEBI:172374		
BASm0011552	(6Z)-octenoyl-CoA	6-octenoyl-coa is an acyl-CoA or acyl-coenzyme A. More specifically, it is an oct-6-enoic acid thioester of coenzyme A. 6-octenoyl-coa is an acyl-CoA with 8 fatty acid group as the acyl moiety attached to coenzyme A. Coenzyme A was discovered in 1946 by Fritz Lipmann (Journal of Biological Chemistry (1946) 162 (3): 743–744) and its structure was determined in the early 1950s at the Lister Institute in London. Coenzyme A is a complex, thiol-containing molecule that is naturally synthesized from pantothenate (vitamin B5), which is found in various foods such as meat, vegetables, cereal grains, legumes, eggs, and milk. More specifically, coenzyme A (CoASH or CoA) consists of a beta-mercaptoethylamine group linked to the vitamin pantothenic acid (B5) through an amide linkage and 3'-phosphorylated ADP. Coenzyme A is synthesized in a five-step process that requires four molecules of ATP, pantothenate and cysteine. It is believed that there are more than 1100 types of acyl-CoA’s in the human body, which also corresponds to the number of acylcarnitines in the human body. Acyl-CoAs exists in all living species, ranging from bacteria to plants to humans. The general role of acyl-CoA’s is to assist in transferring fatty acids from the cytoplasm to mitochondria. This process facilitates the production of fatty acids in cells, which are essential in cell membrane structure. Acyl-CoA's are also susceptible to beta oxidation, forming, ultimately, acetyl-CoA. Acetyl-CoA can enter the citric acid cycle, eventually forming several equivalents of ATP. In this way, fats are converted to ATP -- or biochemical energy. Acyl-CoAs can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain acyl-CoAs; 2) medium-chain acyl-CoAs; 3) long-chain acyl-CoAs; and 4) very long-chain acyl-CoAs; 5) hydroxy acyl-CoAs; 6) branched chain acyl-CoAs; 7) unsaturated acyl-CoAs; 8) dicarboxylic acyl-CoAs and 9) miscellaneous acyl-CoAs. Short-chain acyl-CoAs have acyl-groups with two to four carbons (C2-C4), medium-chain acyl-CoAs have acyl-groups with five to eleven carbons (C5-C11), long-chain acyl-CoAs have acyl-groups with twelve to twenty carbons (C12-C20) while very long-chain acyl-CoAs have acyl groups with more than 20 carbons. 6-octenoyl-coa is therefore classified as a medium chain acyl-CoA. The oxidative degradation of fatty acids is a two-step process, catalyzed by acyl-CoA synthetase/synthase. Fatty acids are first converted to their acyl phosphate, the precursor to acyl-CoA. The latter conversion is mediated by acyl-CoA synthase. Three types of acyl-CoA synthases are employed, depending on the chain length of the fatty acid. 6-octenoyl-coa, being a medium chain acyl-CoA is a substrate for medium chain acyl-CoA synthase. The second step of fatty acid degradation is beta oxidation. Beta oxidation occurs in mitochondria and, in the case of very long chain acyl-CoAs, the peroxisome. After its formation in the cytosol, 6-octenoyl-CoA is transported into the mitochondria, the locus of beta oxidation. Transport of 6-octenoyl-CoA into the mitochondria requires carnitine palmitoyltransferase 1 (CPT1), which converts 6-octenoyl-CoA into 6-octenoylcarnitine, which gets transported into the mitochondrial matrix. Once in the matrix, 6-octenoylcarnitine is converted back to 6-octenoyl-CoA by CPT2, whereupon beta-oxidation can begin. Beta oxidation of 6-octenoyl-CoA occurs in four steps. First, since 6-octenoyl-CoA is a medium chain acyl-CoA it is the substrate for a medium chain acyl-CoA dehydrogenase, which catalyzes dehydrogenation of 6-octenoyl-CoA, creating a double bond between the alpha and beta carbons. FAD is the hydrogen acceptor, yielding FADH2. Second, Enoyl-CoA hydrase catalyzes the addition of water across the newly formed double bond to make an alcohol. Third, 3-hydroxyacyl-CoA dehydrogenase oxidizes the alcohol group to a ketone and NADH is produced from NAD+. Finally, Thiolase cleaves between the alpha carbon and ketone to release one molecule of acetyl-CoA and a new acyl-CoA which is now 2 carbons shorter. This four-step process repeats until 6-octenoyl-CoA has had all its carbons removed from the chain, leaving only acetyl-CoA. Beta oxidation, as well as alpha-oxidation, also occurs in the peroxisome. The peroxisome handles beta oxidation of fatty acids that have more than 20 carbons in their chain because the peroxisome contains very-long-chain Acyl-CoA synthetases and dehydrogenases. The heart primarily metabolizes fat for energy and Acyl-CoA metabolism has been identified as a critical molecule in early-stage heart muscle pump failure. Cellular acyl-CoA content also correlates with insulin resistance, suggesting that it can mediate lipotoxicity in non-adipose tissues. Acyl-CoA: diacylglycerol acyltransferase (DGAT) plays an important role in energy metabolism on account of key enzyme in triglyceride biosynthesis. The study of acyl-CoAs is an active area of research and it is likely that many novel acyl-CoAs will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.				C29H44N7O17P3S		VPCJPSQOELOJTD-QRAXJIFUSA-J	887.1749195	CHEBI:172383	HMDB0301454	
BASm0011553	S-(6Z-octenoyl)-4'-phosphopantetheine					C19H33N2O8PS		VFKKOGCWUVRICY-CHYADLBTSA-L	480.1706214	CHEBI:172384		
BASm0011554	S-(4,8-dimethylnonanoyl)-4'-phosphopantetheine					C22H41N2O8PS		UGVIHVOYCYWYSX-OZBJMMHXSA-L	524.2332216	CHEBI:172385		
BASm0011555	S-(9Z,12Z,15Z-octadecatrienoyl)-4'-phosphopantetheine					C29H49N2O8PS		YFHJDTOWJZWIMM-ZFANHAOZSA-L	616.2958219	CHEBI:172386		
BASm0011556	S-(9Z,12Z-octadecadienoyl)-4'-phosphopantetheine					C29H51N2O8PS		AZBMFBCIGCGHBH-CEDYABLVSA-L	618.3114719	CHEBI:172387		
BASm0011557	S-(9Z-hexadecenoyl)-4'-phosphopantetheine					C27H49N2O8PS		IKLUIZJWBLJHAQ-JRUKXMRZSA-L	592.2958219	CHEBI:172388		
BASm0011558	S-(9Z-tetradecenoyl)-4'-phosphopantetheine					C25H45N2O8PS		PVYTUCQHZTYRCD-YLNCNTMDSA-L	564.2645217	CHEBI:172389		
BASm0011559	cholate 7-sulfate		60320-05-0			C24H38O8S		RRVLNNMINXAIKC-OELDTZBJSA-L	486.2298365	CHEBI:172392		
BASm0011560	glycocholate 7-sulfate					C26H41NO9S		BJPPZTDOLXZUSK-FRVQLJSFSA-L	543.2513002	CHEBI:172393	HMDB0155353	
BASm0011561	taurocholate 7-sulfate					C26H43NO10S2		UFNAFAYTUSPZIR-HZAMXZRMSA-L	593.2339361	CHEBI:172394	HMDB0154896	
BASm0011562	chenodeoxycholate 7-sulfate		59132-31-9			C24H38O7S		DPVCTIYTPXYDMQ-BSWAIDMHSA-L	470.2349219	CHEBI:172395		
BASm0011563	taurochenodeoxycholate 7-sulfate		66874-12-2			C26H43NO9S2		WTKQKSAFONWCMW-BJLOMENOSA-L	577.2390215	CHEBI:172396		
BASm0011564	alpha-muricholate 7-sulfate					C24H38O8S		URTZEGBTMAIZEU-GDYCBZMLSA-L	486.2298365	CHEBI:172398	HMDB0157792	
BASm0011565	tauro-alpha-muricholate		25696-60-0			C26H44NO7S		XSOLDPYUICCHJX-QQXJNSDFSA-M	514.2843975	CHEBI:172400		
BASm0011566	tauro-alpha-muricholate 7-sulfate					C26H43NO10S2		ZQNYLSSCIXOIBO-QQXJNSDFSA-L	593.2339361	CHEBI:172401		
BASm0011567	1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine	PE(18:2(9Z,12Z)/18:2(9Z,12Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:2(9Z,12Z)/18:2(9Z,12Z)), in particular, consists of two chains of linoleic acid at the C-1 and C-2 positions. The linoleic acid moieties are derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.	20707-71-5	Solid	[H][C@@](COC(=O)CCCCCCC\C=C/C\C=C/CCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	C41H74NO8P	InChI=1S/C41H74NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11-14,17-20,39H,3-10,15-16,21-38,42H2,1-2H3,(H,45,46)/b13-11-,14-12-,19-17-,20-18-/t39-/m1/s1	SSCDRSKJTAQNNB-DWEQTYCFSA-N	739.5152049	CHEBI:172403	HMDB0009093	
BASm0011568	N-octadecanoyl-heptadecasphing-4-enine	Ceramides, also known as N-acylsphingosines, consist of a sphingoid base linked to a fatty acid chain via the amine group. Ceramides are one of the hydrolysis byproducts of sphingomyelin via the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase, EC 3.1.4.12) which has been identified in the subcellular fractions of human epidermis and many other tissues (PMID: 25935). They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis (PMID: 14998372). Ceramides are key to the biosynthesis of glycosphingolipids and gangliosides. Cer(d17:1/18:0), in particular, consists of a monounsaturated 17-carbon dihydroxylated sphingoid base linked to one chain of stearic acid.	123065-42-9		[H][C@@](CO)(NC(=O)CCCCCCCCCCCCCCCCC)[C@H](O)\C=C\CCCCCCCCCCCC	C35H69NO3	InChI=1S/C35H69NO3/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-35(39)36-33(32-37)34(38)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h28,30,33-34,37-38H,3-27,29,31-32H2,1-2H3,(H,36,39)/b30-28+/t33-,34+/m0/s1	KGEXFGDEDXQZLQ-QKSCFGQVSA-N	551.5277451	CHEBI:172405	HMDB0240683	
BASm0011569	1,2-diacyl-sn-glycero-3-phosphoethanolamine-N-glycine				[1*]C(=O)OC[C@H](COP(=O)([O-])OCCNC(=O)C[NH3+])OC([2*])=O					CHEBI:172870		
BASm0011570	8-oxo-dATP					C10H12N5O13P3		KQEYPBIHTGDPHF-KVQBGUIXSA-J	502.9666408	CHEBI:172871		
BASm0011571	N(6)-methyl-dATP					C11H14N5O12P3		MALRVWPOKBDVSZ-XLPZGREQSA-J	500.9873762	CHEBI:172872		
BASm0011572	N(6)-methyl-ATP					C11H14N5O13P3		LCQWKKZWHQFOAH-IOSLPCCCSA-J	516.9822908	CHEBI:172873		
BASm0011573					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2c[n+](C)c3c(=O)[nH]c(N)nc32)[C@H](O)[C@@H]1O					CHEBI:172876		
BASm0011575	2-oxo-ATP					C10H12N5O14P3		DJHOBIUAJLDRDQ-UUOKFMHZSA-J	518.9615554	CHEBI:172878		
BASm0011576					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2c[n+](C)c3c(=O)[nH]c(NC)nc32)[C@H](O)[C@@H]1O					CHEBI:172880		
BASm0011577	(2S)-2-amino-2'-deoxyadenylo-succinate			Expected Solid	[H][C@@](CC([O-])=O)(NC1=C2N=CN(C2=NC(=N)N1)[C@@]1([H])C[C@]([H])(O)[C@@]([H])(COP([O-])([O-])=O)O1)C([O-])=O	C14H15N6O10P	InChI=1S/C14H19N6O10P/c15-14-18-11(17-5(13(24)25)1-9(22)23)10-12(19-14)20(4-16-10)8-2-6(21)7(30-8)3-29-31(26,27)28/h4-8,21H,1-3H2,(H,22,23)(H,24,25)(H2,26,27,28)(H3,15,17,18,19)/p-4/t5-,6-,7+,8+/m0/s1	GOIAPHWMMMFKRU-RULNZFCNSA-J	458.060922	CHEBI:172924		MMDBc0054850
BASm0011578	beta-acoradiene					C15H24		DVBSKQAFCDJNSL-ILXRZTDVSA-N	204.1878008	CHEBI:172925		
BASm0011579	alpha-acoradiene					C15H24		DVBSKQAFCDJNSL-QLFBSQMISA-N	204.1878008	CHEBI:172926		
BASm0011580	dZMP			Expected Solid	[H][C@]1(O)C[C@@]([H])(O[C@]1([H])COP([O-])([O-])=O)N1C=NC2=C(N)NC(=N)N=C12	C10H13N6O6P	InChI=1S/C10H15N6O6P/c11-8-7-9(15-10(12)14-8)16(3-13-7)6-1-4(17)5(22-6)2-21-23(18,19)20/h3-6,17H,1-2H2,(H2,18,19,20)(H4,11,12,14,15)/p-2/t4-,5+,6+/m0/s1	RZZBUMCFKOLHEH-KVQBGUIXSA-L	344.0645163	CHEBI:172927		MMDBc0055963
BASm0011581	dZDP			Expected Solid	[H][C@]1(O)C[C@@]([H])(O[C@]1([H])COP([O-])(=O)OP([O-])([O-])=O)N1C=NC2=C(N)NC(=N)N=C12	C10H13N6O9P2	InChI=1S/C10H16N6O9P2/c11-8-7-9(15-10(12)14-8)16(3-13-7)6-1-4(17)5(24-6)2-23-27(21,22)25-26(18,19)20/h3-6,17H,1-2H2,(H,21,22)(H2,18,19,20)(H4,11,12,14,15)/p-3/t4-,5+,6+/m0/s1	VYJMSGDLIGSRJI-KVQBGUIXSA-K	423.0235708	CHEBI:172929		MMDBc0055962
BASm0011582	dZTP			Expected Solid	[H][C@]1(O)C[C@@]([H])(O[C@]1([H])COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)N1C=NC2=C(N)NC(=N)N=C12	C10H13N6O12P3	InChI=1S/C10H17N6O12P3/c11-8-7-9(15-10(12)14-8)16(3-13-7)6-1-4(17)5(26-6)2-25-30(21,22)28-31(23,24)27-29(18,19)20/h3-6,17H,1-2H2,(H,21,22)(H,23,24)(H2,18,19,20)(H4,11,12,14,15)/p-4/t4-,5+,6+/m0/s1	JFVJZFMWJVSZNC-KVQBGUIXSA-J	501.9826252	CHEBI:172931		MMDBc0055207
BASm0011583	astellifadiene			Expected Solid		C25H40		PKKHDWUOTCTVFH-UWLZFXEESA-N	340.3130013	CHEBI:172939		MMDBc0024252
BASm0011584					*N[C@@H](*)C(=O)NCC(=O)[O-]					CHEBI:172940		
BASm0011585					*N[C@@H](*)C(=O)NCC(=O)NCCOP(=O)([O-])OC[C@@H](COC([1*])=O)OC([2*])=O					CHEBI:172941		
BASm0011586					*N[C@@H](*)C(=O)NCC(=O)N[C@@H](COP(=O)([O-])OC[C@@H](COC([1*])=O)OC([2*])=O)C(=O)[O-]					CHEBI:172942		
BASm0011589					*[C@H]1C[C@H](OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)nc(N)nc43)C[C@@H]2O)[C@@H](COP(=O)([O-])O[H])O1					CHEBI:172959		
BASm0011590	1-O-alkyl-2-acyl-sn-glycero-3-phospho-(1'-myo-inositol-5'-phosphate)				*OC[C@H](COP(=O)([O-])O[C@H]1[C@H](O)[C@@H](OP(=O)([O-])[O-])[C@H](O)[C@@H](O)[C@H]1O)OC(*)=O					CHEBI:173076		
BASm0011591					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](n2ccc(=O)[nH]c2=O)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](n2ccc(=O)[nH]c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:173079		
BASm0011592					*P(=O)([O-])OC[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1OP(=O)([O-])OC[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@@H]2OP(=O)([O-])O[C@@H]21					CHEBI:173080		
BASm0011593	aceneuramate	N-Acetylneuraminic acid (NeuAc) (CAS: 131-48-6), also known as sialic acid, is an acetyl derivative of the amino sugar neuraminic acid. It occurs in many glycoproteins, glycolipids, and polysaccharides in both mammals and bacteria. The most abundant sialic acid, NeuAc, is synthesized in vivo from N-acetylated D-mannosamine (ManNAc) or D-glucosamine (GlcNAc). NeuAc and its activated form, CMP-NeuAc, are biosynthesized in five consecutive reactions that form the intermediates UDP-N-acetylglucosamine (UDP-GlcNAc), N-acetylmannosamine (ManNAc), ManNAc 6-phosphate, NeuAc 9-phosphate, and CMP-NeuAc. CMP-NeuAc is transported into the Golgi apparatus and, with the aid of specific sialyltransferases, added onto nonreducing positions on oligosaccharide chains of glycoproteins and glycolipids. NeuAc is widely distributed throughout human tissues and found in several fluids, including serum, cerebrospinal fluid, saliva, urine, amniotic fluid, and breast milk. It is found in high levels in the brain, adrenal glands, and the heart. Serum and urine levels of the free acid are elevated in individuals suffering from renal failure. Serum and saliva Neu5Ac levels are also elevated in alcoholics. A genetic disorder known as Salla disease or infantile NeuAc storage disease is also characterized by high serum and urine levels of this compound. The negative charge is responsible for the slippery feel of saliva and mucins coating the body's organs. This particular sialic acid is known to act as a "decoy"" for invading pathogens. Along with involvement in preventing infections (mucus associated with mucous membranes — mouth, nose, GI, respiratory tract), Neu5Ac acts as a receptor for influenza viruses, allowing attachment to mucous cells via hemagglutinin (an early step in acquiring influenzavirus infection). NeuAc is also becoming known as an agent necessary for mediating ganglioside distribution and structures in the brain. Sialic acid (SA) is an N-acetylated derivative of neuraminic acid that is an abundant terminal monosaccharide of glycoconjugates. Normal human serum SA is largely bound to glycoproteins or glycolipids (total sialic acid (TSA): 1.5-2.5 mmol/L), with small amounts of free SA (1-3 umol/L). Negatively charged SA units stabilize glycoprotein conformation in cell surface receptors to increase cell rigidity. This enables signal recognition and adhesion to ligands, antibodies, enzymes, and microbes. SA residues are antigenic determinant residues in carbohydrate chains of glycolipids and glycoproteins, chemical messengers in tissue and body fluids, and may regulate glomeruli basement membrane permeability. Sialic acids are structurally unique nine-carbon keto sugars occupying the interface between the host and commensal or pathogenic microorganisms. An important function of host sialic acid is to regulate innate immunity. Sialic acid is the moiety most actively recycled for metabolic purposes in the salvage pathways in glycosphingolipid metabolism. Sialic acid is indispensable for the neuritogenic activities of ganglioside constituents which are unique in that a sialic acid directly binds to the glucose of the cerebroside, they are mutually connected in tandem, and some are located in the internal parts of the sugar chain. Sialylation (sialic acid linked to galactose, N-acetylgalactosamine, or another sialic acid) represents one of the most frequently occurring terminations of the oligosaccharide chains of glycoproteins and glycolipids. The biosynthesis of the various linkages is mediated by the different members of the sialyltransferase family (PMID: 11425186, 11287396, 12770781, 16624269, 12510390, 15007099).	19342-33-7	Solid		C11H18NO9		KBGAYAKRZNYFFG-BOHATCBPSA-M	308.0987047	CHEBI:173083	HMDB0000230	
BASm0011594					*[C@H]1C[C@H](O)[C@@H](COP(=O)([O-])O[H])O1					CHEBI:173112		
BASm0011595					*[C@H]1C[C@H](O)[C@@H](COP(=O)([O-])O[H])O1					CHEBI:173112		
BASm0011596					*[C@@H]1O[C@H](COP(*)(=O)[O-])[C@@H](O)[C@H]1OP(=O)([O-])[O-]					CHEBI:173113		
BASm0011597					*[C@@H]1O[C@H](COP(=O)([O-])O[H])[C@@H](O)[C@H]1O					CHEBI:173114		
BASm0011598					*[C@@H]1O[C@H](COP(=O)([O-])O[H])[C@@H](O)[C@H]1O					CHEBI:173114		
BASm0011599					*[C@@H]1O[C@H](COP(=O)([O-])O[H])[C@@H](OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)[C@H]1O					CHEBI:173115		
BASm0011600					*[C@@H]1O[C@H](COP(=O)([O-])O[H])[C@@H](OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)[C@H]1O					CHEBI:173116		
BASm0011601					*O[C@H]1[C@@H](O)[C@H](n2ccc(=O)[nH]c2=O)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(*)(=O)[O-]					CHEBI:173117		
BASm0011602					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(*)(=O)[O-]					CHEBI:173118		
BASm0011603	(6Z)-nerolidol		3790-78-1			C15H26O		FQTLCLSUCSAZDY-KAMYIIQDNA-N	222.1983655	CHEBI:173119		
BASm0011604	(6R,7S)-himachala-9,11-diene					C15H24		JMGZKUMTFGHNRS-OLZOCXBDSA-N	204.1878008	CHEBI:173120		
BASm0011605	(1S,6S,7R)-sesquipiperitol					C15H26O		ZOYAMQNIYAMHTE-QLFBSQMISA-N	222.1983655	CHEBI:173121		
BASm0011606	1'-[1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho]-3'-[1-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phospho]-glycerol			Expected Solid	[H]\C(CCCCCCCC)=C(/[H])CCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC([H])(O)COP([O-])(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C([H])=C(\[H])CCCCCCCC)OC(=O)CCCCCCCC([H])=C([H])CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-36-40-43-47-51-55-59-63-76(81)89-69-74(95-78(83)65-61-57-53-49-45-39-32-28-24-20-16-12-8-4)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2/h33-38,73-75,80H,5-32,39-72H2,1-4H3,(H,85,86)(H,87,88)/p-2/b36-33-,37-34-,38-35-/t73?,74-,75-/m1/s1	JUNMAHCDPSQWFI-YBYXMQIVSA-L	1429.004624	CHEBI:173221		MMDBc0055143
BASm0011607	1'-[1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho]-3'-[1-(9Z-octadecenoyl)-2-(9Z-hexadecenoyl)-sn-glycero-3-phospho]-glycerol			Expected Solid	[H]\C(CCCCCC)=C(/[H])CCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C([H])=C(\[H])CCCCCCCC)COP([O-])(=O)OCC([H])(O)COP([O-])(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C([H])=C(\[H])CCCCCCCC)OC(=O)CCCCCCC\C([H])=C(\[H])CCCCCCCC	C79H144O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-36-40-43-47-51-55-59-63-76(81)89-69-74(95-78(83)65-61-57-53-49-45-39-32-28-24-20-16-12-8-4)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2/h28,32-38,73-75,80H,5-27,29-31,39-72H2,1-4H3,(H,85,86)(H,87,88)/p-2/b32-28-,36-33-,37-34-,38-35-/t73?,74-,75-/m1/s1	NSHXPPPROQLOLP-JCTFJLGASA-L	1426.988974	CHEBI:173222		MMDBc0055141
BASm0011608	1'-[1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho]-3'-[1-(9Z-octadecenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol			Expected Solid	[H]\C(CCCCCCCC)=C(/[H])CCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC([H])(O)COP([O-])(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C([H])=C(\[H])CCCCCCCC)OC(=O)CCCCCCC\C([H])=C(\[H])C\C([H])=C(\[H])CCCCC)OC(=O)CCCCCCC\C([H])=C(\[H])CCCCCCCC	C81H146O17P2	InChI=1S/C81H148O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h23,27,33-40,75-77,82H,5-22,24-26,28-32,41-74H2,1-4H3,(H,87,88)(H,89,90)/p-2/b27-23-,37-33-,38-34-,39-35-,40-36-/t75?,76-,77-/m1/s1	HGIKPGJCIWRORL-TVFZIFOYSA-L	1453.004624	CHEBI:173223		MMDBc0055142
BASm0011609					*O[C@H]1[C@@H](O)[C@H](n2ccc(=O)[nH]c2=O)O[C@@H]1CO					CHEBI:173224		
BASm0011611	(E,E)-piperlonguminine	(E,E)-Piperlonguminine is found in herbs and spices. (E,E)-Piperlonguminine is an alkaloid from Piper longum (long pepper) and other Piper specie	5950-12-09		CC(C)C\N=C(/O)\C=C\C=C\C1=CC2=C(OCO2)C=C1	C16H19NO3	InChI=1S/C16H19NO3/c1-12(2)10-17-16(18)6-4-3-5-13-7-8-14-15(9-13)20-11-19-14/h3-9,12H,10-11H2,1-2H3,(H,17,18)/b5-3+,6-4+	WHAAPCGHVWVUEX-GGWOSOGESA-N	273.1364935	CHEBI:173942	HMDB0030187	
BASm0011612	pilosin	Pilosin is found in herbs and spices. Pilosin is a constituent of Ocimum americanum var. pilosum and Ocimum x citriodorum (lemon basil).			COC1=CC=C(C=C1)C1=CC(=O)C2=C(O1)C(O)=C(O)C(OC)=C2O	C17H14O7	InChI=1S/C17H14O7/c1-22-9-5-3-8(4-6-9)11-7-10(18)12-13(19)17(23-2)15(21)14(20)16(12)24-11/h3-7,19-21H,1-2H3	ASAOSMVQLGTAQO-UHFFFAOYSA-N	330.0739528	CHEBI:174456	HMDB0037096	
BASm0011613	19-oxo-11-deoxycorticosterone		75220-37-0			C21H28O4		PDNIPWXQYQYCSU-ZOCXKQACSA-N	344.1987594	CHEBI:174650		
BASm0011614	taxifolin 3'-methyl ether	Dihydroisorhamnetin is found in beverages. Dihydroisorhamnetin is isolated from Dillenia indica (elephant apple).	55812-91-4			C16H14O7		JWYULKXTGMJKKM-UHFFFAOYNA-N	318.0739528	CHEBI:175075	HMDB0037501	
BASm0011615	(2E,6E)-farnesyl diphosphate	Farnesyl pyrophosphate is an intermediate in the HMG-CoA reductase pathway used by organisms in the biosynthesis of terpenes and terpenoids. -- Wikipedia.	13058-04-03	Solid		C15H25O7P2		VWFJDQUYCIWHTN-YFVJMOTDSA-K	379.1091979	CHEBI:175763	HMDB0000961	
BASm0011623					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](CO)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](COS(=O)(=O)[O-])[C@@H](O)[C@H](O)[C@H]3NC(C)=O)[C@H]2O)[C@H]1NC(C)=O					CHEBI:176489		
BASm0011624					*N[C@@H](CO[C@H]1O[C@H](CO)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](COS(=O)(=O)[O-])[C@@H](O)[C@H](O)[C@H]3NC(C)=O)[C@H]2O)[C@H]1NC(C)=O)C(*)=O					CHEBI:176490		
BASm0011625					*N[C@@H](CO[C@H]1O[C@H](CO)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3NC(C)=O)[C@H]2O)[C@H]1NC(C)=O)C(*)=O					CHEBI:176491		
BASm0011626					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](CO)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3NC(C)=O)[C@H]2O)[C@H]1NC(C)=O					CHEBI:176492		
BASm0011627					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](CO[C@@H]2O[C@H](COS(=O)(=O)[O-])[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H]1NC(C)=O					CHEBI:176493		
BASm0011628					*N[C@@H](CO[C@H]1O[C@H](CO[C@@H]2O[C@H](COS(=O)(=O)[O-])[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H]1NC(C)=O)C(*)=O					CHEBI:176494		
BASm0011629	FMN-N(5)-peroxide					C17H21N4O11P		SMYOLUWJGSPWQL-SCRDCRAPSA-L	488.0955417	CHEBI:176498		
BASm0011630	3,3',5-triiodo-L-thyronine sulfate		31135-55-4	Expected Solid	[H]C1=C([H])C(OS([O-])(=O)=O)=C(I)C([H])=C1OC1=C(I)C([H])=C(C([H])=C1I)C([H])([H])[C@@]([H])(C([O-])=O)[N+]([H])([H])[H]	C15H11I3NO7S	InChI=1S/C15H12I3NO7S/c16-9-6-8(1-2-13(9)26-27(22,23)24)25-14-10(17)3-7(4-11(14)18)5-12(19)15(20)21/h1-4,6,12H,5,19H2,(H,20,21)(H,22,23,24)/p-1/t12-/m0/s1	XBQYQXVJBNDCGY-LBPRGKRZSA-M	729.73958	CHEBI:176511		MMDBc0048292
BASm0011631	L-thyroxine sulfate		77074-49-8			C15H10I4NO7S		QYXIJUZWSSQICT-LBPRGKRZSA-M	855.63623	CHEBI:176512		
BASm0011632	3,3',5'-triiodo-L-thyronine sulfate					C15H11I3NO7S		BWRJFXXHPZMDPS-LBPRGKRZSA-M	729.73958	CHEBI:176513	HMDB0259224	
BASm0011633	3,3'-diiodo-L-thyronine			Expected Solid	[H][C@](N)(CC1=CC(I)=C(OC2=CC(I)=C(O)C=C2)C=C1)C(O)=O	C15H13I2NO4	InChI=1S/C15H13I2NO4/c16-10-7-9(2-3-13(10)19)22-14-4-1-8(5-11(14)17)6-12(18)15(20)21/h1-5,7,12,19H,6,18H2,(H,20,21)/t12-/m0/s1	CPCJBZABTUOGNM-LBPRGKRZSA-N	524.8933947	CHEBI:176514		MMDBc0049752
BASm0011634	3,3'-diiodo-L-thyronine sulfate			Expected Solid	[H]OC(=O)[C@@]([H])(N([H])[H])C([H])([H])C1=C([H])C([H])=C(OC2=C([H])C([H])=C(OS([O-])(=O)=O)C(I)=C2[H])C(I)=C1[H]	C15H12I2NO7S	InChI=1S/C15H13I2NO7S/c16-10-5-8(6-12(18)15(19)20)1-3-13(10)24-9-2-4-14(11(17)7-9)25-26(21,22)23/h1-5,7,12H,6,18H2,(H,19,20)(H,21,22,23)/p-1/t12-/m0/s1	NBAZIIRGURJZJA-LBPRGKRZSA-M	603.84294	CHEBI:176515		MMDBc0049456
BASm0011635					*P(=O)([O-])OC[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O					CHEBI:176518		
BASm0011636					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCC(=O)[O-])C(*)=O					CHEBI:176519		
BASm0011637	UDP-N-acetyl-alpha-D-quinovosamine			Expected Solid		C17H25N3O16P2		INJACODUUNZJCO-WNSRFTAOSA-L	589.0721029	CHEBI:176522		MMDBc0056346
BASm0011638	1-arsono-3-phospho-D-glycerate					C3H4AsO10P		NFEPGYRUGCYOSR-UWTATZPHSA-J	305.877998	CHEBI:176523		
BASm0011639	GDP-N-formyl-alpha-D-perosamine			Expected Solid	[H][C@]1(COP(O)(=O)OP(O)(=O)O[C@@]2([H])O[C@]([H])(C)[C@@]([H])(N=C[O-])[C@]([H])(O)[C@]2([H])O)O[C@@]([H])(N2C=NC3=C2NC(=N)N=C3[O-])[C@]([H])(O)[C@]1([H])O	C17H24N6O15P2	InChI=1S/C17H26N6O15P2/c1-5-7(20-4-24)10(26)12(28)16(35-5)37-40(32,33)38-39(30,31)34-2-6-9(25)11(27)15(36-6)23-3-19-8-13(23)21-17(18)22-14(8)29/h3-7,9-12,15-16,25-28H,2H2,1H3,(H,20,24)(H,30,31)(H,32,33)(H3,18,21,22,29)/p-2/t5-,6-,7-,9-,10+,11-,12+,15-,16-/m1/s1	IPOGOXMRDKQDJS-KFYKYABVSA-L	614.0785853	CHEBI:176524		MMDBc0056011
BASm0011640	(2S)-3-sulfopropanediol			Expected Solid		C3H7O5S		YPFUJZAAZJXMIP-VKHMYHEASA-M	155.0019681	CHEBI:176527		MMDBc0054831
BASm0011641	3-oxopropane-1-sulfonate	An organosulfonate oxoanion that is the conjugate base of 3-oxopropane-1-sulfonic acid, obtained by deprotonation of the sulfo group; major species at pH 7.3.				C3H5O4S		CZJYONJVHLMKCY-UHFFFAOYSA-M	136.9914034	CHEBI:176528		
BASm0011644	1,2-diacyl-sn-glycero-3-phospho-L-serine-N-glycine				*C(=O)OC[C@H](COP(=O)([O-])OC[C@H](NC(=O)C[NH3+])C(=O)[O-])OC(*)=O					CHEBI:176543		
BASm0011645	3-(4-hydroxyphenyl)propionic acid methyl ether				COC(=O)CCC1=CC=C(O)C=C1	C10H12O3	InChI=1S/C10H12O3/c1-13-10(12)7-4-8-2-5-9(11)6-3-8/h2-3,5-6,11H,4,7H2,1H3	XRAMJHXWXCMGJM-UHFFFAOYSA-N	180.0786442	CHEBI:176565		
BASm0011646	L-lysyl-5'-AMP					C16H27N7O8P		RZWIOOBQBMRZTQ-OPYVMVOTSA-O	476.1653243	CHEBI:176581		
BASm0011647					*P(=O)([O-])OC[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1OP(=O)([O-])[O-]					CHEBI:176589		
BASm0011648					*N[C@H](CC(=O)OC)C(*)=O					CHEBI:176590		
BASm0011649	2-oxohexadecanoate					C16H29O3		ZVNHILZUTNYFGT-UHFFFAOYSA-M	269.2122184	CHEBI:176593		
BASm0011650					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](CO[C@@H]2O[C@H](COS(=O)(=O)[O-])[C@@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H]1NC(C)=O					CHEBI:176634		
BASm0011651					*N[C@@H](CO[C@H]1O[C@H](CO[C@@H]2O[C@H](COS(=O)(=O)[O-])[C@@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H]1NC(C)=O)C(*)=O					CHEBI:176635		
BASm0011652	2-oxooctanoate			Expected Solid	CCCCCCC(=O)C([O-])=O	C8H13O3	InChI=1S/C8H14O3/c1-2-3-4-5-6-7(9)8(10)11/h2-6H2,1H3,(H,10,11)/p-1	GPPUPQFYDYLTIY-UHFFFAOYSA-M	157.0870179	CHEBI:176689		MMDBc0055275
BASm0011653	presqualene phosphate	A double charged organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of presqualene monophosphate. Major species at pH 7.3.				C30H49O4P		GPKFJNOMPPCLGX-VYCBRMPGSA-L	504.3379442	CHEBI:176803		
BASm0011654	4-methylamino-L-phenylalanine			Expected Solid	[H][C@](N)(CC1=CC=C(NC)C=C1)C(O)=O	C10H14N2O2	InChI=1S/C10H14N2O2/c1-12-8-4-2-7(3-5-8)6-9(11)10(13)14/h2-5,9,12H,6,11H2,1H3,(H,13,14)/t9-/m0/s1	XWDFHSRKLQGCDB-VIFPVBQESA-N	194.1055277	CHEBI:176804		MMDBc0055520
BASm0011655	4-dimethylamino-L-phenylalanine			Expected Solid	[H][C@](N)(CC1=CC=C(C=C1)N(C)C)C(O)=O	C11H16N2O2	InChI=1S/C11H16N2O2/c1-13(2)9-5-3-8(4-6-9)7-10(12)11(14)15/h3-6,10H,7,12H2,1-2H3,(H,14,15)/t10-/m0/s1	USEYFCOAPFGKLX-JTQLQIEISA-N	208.1211778	CHEBI:176805		MMDBc0055477
BASm0011656	(S)-cystathionine ketimine		87254-95-3			C7H7NO4S		XJUQJVUYGRTQGI-BYPYZUCNSA-L	201.010676	CHEBI:176808		
BASm0011657	(3R,5S)-2,3,5,6,7-pentahydro-1,4-thiazepine-3,5-dicarboxylate					C7H10NO4S		IGBAFIMATACJON-WHFBIAKZSA-M	204.0336026	CHEBI:176810		
BASm0011658	(3R)-1,4-thiomorpholine-3-carboxylate	Thiomorpholine 3-carboxylate is a substrate for: Thiomorpholine-carboxylate dehydrogenase.		Solid		C5H9NO2S		JOKIQGQOKXGHDV-BYPYZUCNSA-N	147.0353997	CHEBI:176873	HMDB0059611	
BASm0011659	(R)-lanthionine ketimine		83923-11-9			C6H5NO4S		XIVVIYYWXOMYOD-VKHMYHEASA-L	186.995026	CHEBI:176891		
BASm0011660	(3R,5R)-1,4-thiomorpholine-3,5-dicarboxylate					C6H8NO4S		MHRLWUPLSHYLOK-IMJSIDKUSA-M	190.0179525	CHEBI:176892		
BASm0011661	Delta(2)-thiazoline-2-carboxylate					C4H4NO2S		RFKAGFYMWORAGT-UHFFFAOYSA-M	129.9968231	CHEBI:176895		
BASm0011662	L-thiazolidine-2-carboxylate					C4H7NO2S		ULSZVNJBVJWEJE-VKHMYHEASA-N	133.0197496	CHEBI:176896		
BASm0011666					*N[C@@H](Cc1cn(P(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(=O)[nH]c(N)nc43)[C@H](O)[C@@H]2O)cn1)C(*)=O					CHEBI:176906		
BASm0011667					*[C@@H]1O[C@H](COP(*)(=O)[O-])[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(=O)[nH]c(N)nc43)[C@H](O)[C@@H]2O)[C@H]1O					CHEBI:176907		
BASm0011668	a fatty acyl-L-carnitine				*C(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C					CHEBI:176910		
BASm0011669	presqualene alcohol					C30H50O		XLTBFLSFXLLDAZ-VYCBRMPGSA-N	426.3861662	CHEBI:176962		
BASm0011670	N-(8'-hydroxygeranyl)-L-glutamate					C15H24NO5		DIFCQUCKDCMGLZ-KCXYUNALSA-M	298.1659965	CHEBI:176971		
BASm0011671	N-(8'-oxogeranyl)-L-glutamate					C15H22NO5		LASAIISDRHGWAN-KCXYUNALSA-M	296.1503464	CHEBI:176972		
BASm0011672	dainate A	A dicarboxylic acid anion that is conjugate base of dainic acid A, arising from the deprotonation of the carboxy groups and protonation of the pyrrolidine nitrogen. Major species at pH 7.3.				C15H22NO4		GSLRBTJVJMDETK-LCZAJGKFSA-M	280.1554318	CHEBI:176974		
BASm0011673	a fatty acid phytyl ester				*C(=O)OC/C=C(\C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C					CHEBI:177021		
BASm0011674	hexadecanoate phytyl ester					C36H70O2		JDFCEOMVLWWUMP-LDIAVGPLSA-N	534.5375815	CHEBI:177022		
BASm0011675	(2R,5R)-hexanediol			Expected Solid	[H][C@](C)(O)CC[C@@]([H])(C)O	C6H14O2	InChI=1S/C6H14O2/c1-5(7)3-4-6(2)8/h5-8H,3-4H2,1-2H3/t5-,6-/m1/s1	OHMBHFSEKCCCBW-PHDIDXHHSA-N	118.0993797	CHEBI:177024		MMDBc0054044
BASm0011676	tetradecanoate phytyl ester					C34H66O2		QYGFRANKWSAZOD-NTGYCHQQSA-N	506.5062814	CHEBI:177026		
BASm0011677	dodecanoate phytyl ester					C32H62O2		AGWFXWWNJHQGIB-KONNFPMYSA-N	478.4749812	CHEBI:177027		
BASm0011678	decanoate phytyl ester	A fatty acid phytyl ester resulting from the formal condensation of the hydroxy group of phytol with the carboxy group of decanoic acid.				C30H58O2		VQNBYXCYEWSWMZ-JNXGHUNNSA-N	450.4436811	CHEBI:177028		
BASm0011679	(7Z,10Z,13Z)-hexadecatrienoate phytyl ester	A fatty acid phytyl ester resulting from the formal condensation of the hydroxy group of phytol with the carboxy group of all-cis-7,10,13-hexadecatrienoic acid.				C36H64O2		IFLGMCSHRVRADR-FJZIQLJRSA-N	528.4906313	CHEBI:177029		
BASm0011680	velutin				COC1=CC(O)=C2C(=O)C=C(OC2=C1)C1=CC=C(O)C(OC)=C1	C17H14O6	InChI=1S/C17H14O6/c1-21-10-6-12(19)17-13(20)8-14(23-16(17)7-10)9-3-4-11(18)15(5-9)22-2/h3-8,18-19H,1-2H3	ROCUOVBWAWAQFD-UHFFFAOYSA-N	314.0790382	CHEBI:177047		
BASm0011681	1,2-dihexanoylglycerol					C15H28O5		DRUFTGMQJWWIOL-UHFFFAOYNA-N	288.193674	CHEBI:177077		
BASm0011682	1,2-dihexanoyl-3-tetradecanoylglycerol					C29H54O6		VERCGCZENFQOAX-UHFFFAOYNA-N	498.3920395	CHEBI:177078		
BASm0011683	1,2-dihexanoyl-3-hexadecanoylglycerol					C31H58O6		BMQVAIAHLOUREL-UHFFFAOYNA-N	526.4233396	CHEBI:177079		
BASm0011684	1,2-dihexanoyl-3-octadecanoylglycerol					C33H62O6		PFUKHRZVJUFMPJ-UHFFFAOYNA-N	554.4546397	CHEBI:177080		
BASm0011685	1,2-dihexanoyl-3-(7Z,10Z,13Z-hexadecatrienoyl)-glycerol					C31H52O6		MUYBMSXMOVGTML-OONBLLCPNA-N	520.3763894	CHEBI:177083		
BASm0011686	1,2-dihexanoyl-3-(9Z-octadecenoyl)-glycerol					C33H60O6		GECPZXRQQXVFDC-NXVVXOECNA-N	552.4389897	CHEBI:177087		
BASm0011687	1,2-dihexanoyl-3-(9Z,12Z,15Z-octadecatrienoyl)-glycerol					C33H56O6		XEZJFBZAAMYFDF-OONBLLCPNA-N	548.4076895	CHEBI:177088		
BASm0011688	(7Z,10Z,13Z)-hexadecatrienoyl-CoA			Expected Solid	[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C2N=C([H])N=C3N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O	C37H56N7O17P3S	InChI=1S/C37H60N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(46)65-21-20-39-27(45)18-19-40-35(49)32(48)37(2,3)23-58-64(55,56)61-63(53,54)57-22-26-31(60-62(50,51)52)30(47)36(59-26)44-25-43-29-33(38)41-24-42-34(29)44/h5-6,8-9,11-12,24-26,30-32,36,47-48H,4,7,10,13-23H2,1-3H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)/p-4/b6-5-,9-8-,12-11-/t26-,30-,31-,32+,36-/m1/s1	ABCIQUBYFOVMTP-KBFHBFIISA-J	995.2688199	CHEBI:177091		MMDBc0048681
BASm0011689	kainate lactone					C10H15NO4		GPHFPCZKKXKXCJ-HAFWLYHUSA-N	213.100108	CHEBI:177124		
BASm0011690					*N[C@@H](COC(*)=O)C(*)=O					CHEBI:177286		
BASm0011691					*N[C@@H](COC(=O)CCC)C(*)=O					CHEBI:177287		
BASm0011692					*N[C@@H](COC(=O)CCCC)C(*)=O					CHEBI:177288		
BASm0011693					*N[C@@H](COC(=O)CCCCC)C(*)=O					CHEBI:177289		
BASm0011694					*N[C@@H](COC(=O)CCCCCC)C(*)=O					CHEBI:177290		
BASm0011695					*N[C@@H](COC(=O)CCCCCCCC)C(*)=O					CHEBI:177291		
BASm0011696					*N[C@@H](COC(=O)CCCCCCCCCCC)C(*)=O					CHEBI:177292		
BASm0011697					*N[C@@H](COC(=O)CCCCCCCCCCCCC)C(*)=O					CHEBI:177293		
BASm0011698	1D-myo-inositol 1,2,3,4,5-pentakisphosphate					C6H7O21P5		CTPQAXVNYGZUAJ-PTQMNWPWSA-D	569.822278	CHEBI:177294		
BASm0011699	1D-myo-inositol 2,3,4,5-tetrakisphosphate			Expected Solid	[H][C@]1(O)[C@]([H])(O)[C@@]([H])(OP([O-])([O-])=O)[C@]([H])(OP([O-])([O-])=O)[C@@]([H])(OP([O-])([O-])=O)[C@@]1([H])OP([O-])([O-])=O	C6H8O18P4	InChI=1S/C6H16O18P4/c7-1-2(8)4(22-26(12,13)14)6(24-28(18,19)20)5(23-27(15,16)17)3(1)21-25(9,10)11/h1-8H,(H2,9,10,11)(H2,12,13,14)(H2,15,16,17)(H2,18,19,20)/p-8/t1-,2-,3-,4+,5-,6-/m0/s1	MRVYFOANPDTYBY-CNWJWELYSA-F	491.8705	CHEBI:177295		MMDBc0055193
BASm0011700	1D-myo-inositol 2,4,5-triphosphate			Expected Solid	[H][C@]1(O)[C@]([H])(O)[C@@]([H])(OP([O-])([O-])=O)[C@]([H])(OP([O-])([O-])=O)[C@@]([H])(O)[C@@]1([H])OP([O-])([O-])=O	C6H9O15P3	InChI=1S/C6H15O15P3/c7-1-2(8)5(20-23(13,14)15)6(21-24(16,17)18)3(9)4(1)19-22(10,11)12/h1-9H,(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)/p-6/t1-,2-,3-,4-,5+,6+/m0/s1	MMWCIQZXVOZEGG-LKPKBOIGSA-H	413.9187221	CHEBI:177296		MMDBc0055194
BASm0011701	1D-myo-inositol 2,5-bisphosphate			Expected Solid	[H][C@]1(O)[C@]([H])(O)[C@@]([H])(OP([O-])([O-])=O)[C@]([H])(O)[C@@]([H])(O)[C@@]1([H])OP([O-])([O-])=O	C6H10O12P2	InChI=1S/C6H14O12P2/c7-1-2(8)6(18-20(14,15)16)4(10)3(9)5(1)17-19(11,12)13/h1-10H,(H2,11,12,13)(H2,14,15,16)/p-4/t1-,2-,3+,4+,5-,6+	PELZSPZCXGTUMR-QWBQGLJISA-J	335.9669441	CHEBI:177297		MMDBc0055195
BASm0011702	(R)-4'-phosphopantetheine sulfonate					C11H20N2O10PS		USVKSSSBJQTIBQ-VIFPVBQESA-K	403.0592738	CHEBI:177300		
BASm0011703	(R)-pantetheine sulfonate					C11H21N2O7S		PSAJPLNSWWYXDV-VIFPVBQESA-M	325.1074958	CHEBI:177301		
BASm0011704	(R)-4'-phospho-S-sulfopantetheine					C11H20N2O10PS2		HNCTZPQIHHQPCO-VIFPVBQESA-K	435.0313449	CHEBI:177302		
BASm0011705	(R)-S-sulfopantetheine					C11H21N2O7S2		XZYZGXXLESEEBE-VIFPVBQESA-M	357.079567	CHEBI:177303		
BASm0011706					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](OP(=O)([O-])OC[C@@H](O)[C@@H](O)[C@@H](O)CO)[C@H]3NC(C)=O)[C@H]2NC(C)=O)[C@H](O)[C@@H]1O					CHEBI:177331		
BASm0011707	3',2'-cGAMP					C20H22N10O13P2		FAFONCPHZLORMH-INFSMZHSSA-L	672.085402	CHEBI:177334		
BASm0011708	pppA(2'-5')pG					C20H23N10O20P4		WBUSFVFHVWYPDY-INFSMZHSSA-I	847.0067991	CHEBI:177335		
BASm0011709					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](OP(=O)([O-])OC[C@@H](O)[C@@H](O)[C@@H](O)COP(=O)([O-])OC[C@@H](O[C@@H]4OC[C@@H](O[C@@H]5O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4O)[C@@H](O)[C@@H](O)CO)[C@H]3NC(C)=O)[C@H]2NC(C)=O)[C@H](O)[C@@H]1O					CHEBI:177336		
BASm0011710					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](OP(=O)([O-])OC[C@@H](O)[C@@H](O)[C@@H](O)COP(=O)([O-])OC[C@@H](O[C@@H]4OC[C@@H](O[C@@H]5O[C@H](C(=O)[O-])[C@@H](O)[C@H](O[C@H]6OC[C@@H](O)[C@H](O)[C@H]6O)[C@H]5O)[C@H](O)[C@H]4O)[C@@H](O)[C@@H](O)CO)[C@H]3NC(C)=O)[C@H]2NC(C)=O)[C@H](O)[C@@H]1O					CHEBI:177352		
BASm0011711					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](OP(=O)([O-])OC[C@@H](O)[C@@H](O)[C@@H](O)COP(=O)([O-])OC[C@@H](O[C@@H]4OC[C@@H](O[C@@H]5O[C@H](C(=O)[O-])[C@@H](O)[C@H](O[C@H]6OC[C@@H](O)[C@H](O)[C@H]6O)[C@H]5O)[C@H](O)[C@H]4O)[C@@H](O)[C@@H](O)CO)[C@H]3NC(C)=O)[C@H]2NC(C)=O)[C@H](O)[C@@H]1O					CHEBI:177354		
BASm0011712					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](OP(=O)([O-])OC[C@@H](O)[C@@H](O)[C@@H](O)COP(=O)([O-])OC[C@@H](O[C@@H]4OC[C@@H](O[C@@H]5O[C@H](C(=O)[O-])[C@@H](O)[C@H](O[C@H]6OC[C@@H](O)[C@H](O)[C@H]6O)[C@H]5O)[C@H](O)[C@H]4O)[C@@H](O)[C@@H](O)CO)[C@H]3NC(C)=O)[C@H]2NC(C)=O)[C@H](O)[C@@H]1O					CHEBI:177354		
BASm0011713					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](OP(=O)([O-])OC[C@@H](O)[C@@H](O)[C@@H](O)COP(=O)([O-])OC[C@@H](O[C@@H]4OC[C@@H](O[C@@H]5O[C@H](C(=O)[O-])[C@@H](O)[C@H](O[C@H]6OC[C@@H](O)[C@H](O[C@@H]7O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]7O)[C@H]6O)[C@H]5O)[C@H](O)[C@H]4O)[C@@H](O)[C@@H](O)CO)[C@H]3NC(C)=O)[C@H]2NC(C)=O)[C@H](O)[C@@H]1O					CHEBI:177355		
BASm0011714	dehydro-L-arabinono-1,4-lactone			Expected Solid	[H][C@@]1(CO)OC(=O)C(O)=C1[O-]	C5H5O5	InChI=1S/C5H6O5/c6-1-2-3(7)4(8)5(9)10-2/h2,6-8H,1H2/p-1/t2-/m0/s1	ZZZCUOFIHGPKAK-REOHCLBHSA-M	145.0142468	CHEBI:177361		MMDBc0055891
BASm0011715					*N[C@H](C(*)=O)[C@@H](C)O[C@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](OP(=O)([O-])OC[C@@H](O)[C@@H](O)[C@@H](O)COP(=O)([O-])OC[C@@H](O[C@@H]4OC[C@@H](O[C@@H]5O[C@H](C(=O)[O-])[C@@H](O)[C@H](O[C@H]6OC[C@@H](O)[C@H](O[C@@H]7O[C@H](C(=O)[O-])[C@@H](O)[C@H](OS(=O)(=O)[O-])[C@H]7O)[C@H]6O)[C@H]5O)[C@H](O)[C@H]4O)[C@@H](O)[C@@H](O)CO)[C@H]3NC(C)=O)[C@H]2NC(C)=O)[C@H](O)[C@@H]1O					CHEBI:177363		
BASm0011716	2-C-methyl-D-erythritol 3,4-cyclophosphate			Expected Solid	[H][C@@]1(COP([O-])(=O)O1)[C@@](C)(O)CO	C5H10O6P	InChI=1S/C5H11O6P/c1-5(7,3-6)4-2-10-12(8,9)11-4/h4,6-7H,2-3H2,1H3,(H,8,9)/p-1/t4-,5+/m1/s1	BOPIGILYBRIHTQ-UHNVWZDZSA-M	197.0220486	CHEBI:177365		MMDBc0055212
BASm0011717					*C(=O)[C@@H]1C[C@]2(C/C=C(\C)CC/C=C(\C)CCC=C(C)C)c3ccccc3N[C@@H]2N1*					CHEBI:177368		
BASm0011718	aspoquinolone A			Expected Solid	[H]\C(=C(\[H])[C@@]1(C)OC(C)(C)[C@]2([H])C[C@]12[H])C1=C(O)C2=C(C=C1)N=C(O)[C@]([H])(OC)[C@@]2(O)C1=CC=C(OC)C=C1	C27H31NO6	InChI=1S/C27H31NO6/c1-25(2)18-14-19(18)26(3,34-25)13-12-15-6-11-20-21(22(15)29)27(31,23(33-5)24(30)28-20)16-7-9-17(32-4)10-8-16/h6-13,18-19,23,29,31H,14H2,1-5H3,(H,28,30)/b13-12+/t18-,19+,23+,26-,27-/m1/s1	AISVMTZASACEBH-RSVMIURYSA-N	465.2151377	CHEBI:177743		MMDBc0015253
BASm0011719	bisucaberin			Expected Solid	ON1CCCCCN=C(O)CCC(=O)N(O)CCCCCN=C(O)CCC1=O	C18H32N4O6	InChI=1S/C18H32N4O6/c23-15-7-10-18(26)22(28)14-6-2-4-12-20-16(24)8-9-17(25)21(27)13-5-1-3-11-19-15/h27-28H,1-14H2,(H,19,23)(H,20,24)	GTADQMQBQBOJIO-UHFFFAOYSA-N	400.2321848	CHEBI:177848		MMDBc0019444
BASm0011720	indole-5,6-quinone-2-carboxylate			Expected Solid	[O-]C(=O)C1=CC2=CC(=O)C(=O)C=C2N1	C9H4NO4	InChI=1S/C9H5NO4/c11-7-2-4-1-6(9(13)14)10-5(4)3-8(7)12/h1-3,10H,(H,13,14)/p-1	FXURFKFOPCZEKG-UHFFFAOYSA-M	190.0145812	CHEBI:177869		MMDBc0048385
BASm0011721	a percarboxylic acid				*C(=O)OO					CHEBI:177878		
BASm0011722	(2R,3S)-iso(homo)3citrate			Expected Solid	[H][C@](O)(C([O-])=O)[C@]([H])(CCCCC([O-])=O)C([O-])=O	C9H11O7	InChI=1S/C9H14O7/c10-6(11)4-2-1-3-5(8(13)14)7(12)9(15)16/h5,7,12H,1-4H2,(H,10,11)(H,13,14)(H,15,16)/p-3/t5-,7+/m0/s1	NLOCBSDWTSPKMJ-CAHLUQPWSA-K	231.0521234	CHEBI:177881		MMDBc0054813
BASm0011723	2-oxosuberate			Expected Solid	[O-]C(=O)CCCCCC(=O)C([O-])=O	C8H10O5	InChI=1S/C8H12O5/c9-6(8(12)13)4-2-1-3-5-7(10)11/h1-5H2,(H,10,11)(H,12,13)/p-2	HAGOOZVJLSSXGZ-UHFFFAOYSA-L	186.0539206	CHEBI:177882		MMDBc0055278
BASm0011724	variediene	A tricyclic diterpene that was initially produced by a chimeric terpene synthase gene found in the fungus Emericella variecolor which was heterologously expressed in Aspergillus oryzae.				C20H32		IYERWQNZLUNKRO-VODJRPGGSA-N	272.250401	CHEBI:177888		
BASm0011725	(+)-penichrysol	A diterpenoid that is produced by the fungal chimeric terpene synthases, PTTS087 and PTTS136.				C20H34O		RRJWCNIOKHDFRX-AFJLWXLSSA-N	290.2609657	CHEBI:177897		
BASm0011726	(3R)-3-hydroxy-10'-apo-beta-carotenal					C27H36O2		HQPQTQQUHPFUOA-ZCPYHVQDSA-N	392.2715304	CHEBI:177902		
BASm0011727	(3R,6R)-3-hydroxy-10'-apo-alpha-carotenal					C27H36O2		QUMCCRHAAVCYTC-YRJFDJKRSA-N	392.2715304	CHEBI:177903		
BASm0011728	(3R,6R)-hydroxy-alpha-ionone					C13H20O2		FDSNVAKZRJLMJN-WTIVYXKASA-N	208.1463299	CHEBI:177904		
BASm0011729	5-cis-lycopene	5-cis-Lycopene is a carotenoid found in human fluids. Carotenoids are isoprenoid molecules that are widespread in nature and are typically seen as pigments in fruits, flowers, birds and crustacea. Animals are unable to synthesise carotenoids de novo, and rely upon the diet as a source of these compounds. Over recent years there has been considerable interest in dietary carotenoids with respect to their potential in alleviating age-related diseases in humans. This attention has been mirrored by significant advances in cloning most of the carotenoid genes and in the genetic manipulation of crop plants with the intention of increasing levels in the diet. Studies have shown an inverse relationship between the consumption of certain fruits and vegetables and the risk of epithelial cancer. Since carotenoids are among the micronutrients found in cancer preventive foods, detailed qualitative and quantitative determination of these compounds, particularly in fruits and vegetables and in human plasma, have recently become increasingly important (PMID: 15003396).	101468-86-4		CC(C)=CCC\C(C)=C/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C=C(\C)CCC=C(C)C	C40H56	InChI=1S/C40H56/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15-22,25-32H,13-14,23-24H2,1-10H3/b12-11+,25-15+,26-16+,31-17+,32-18+,35-21+,36-22+,37-27-,38-28+,39-29+,40-30+	OAIJSZIZWZSQBC-IKZLVQEUSA-N	536.4382018	CHEBI:177905	HMDB0002297	
BASm0011730	5-cis-10'-apo-lycopenal					C27H36O		IVMLONFHZYZDNZ-OGRVSQEASA-N	376.2766158	CHEBI:177906		
BASm0011731	13-cis-lycopene	(13z)-lycopene is a member of the class of compounds known as carotenes. Carotenes are a type of unsaturated hydrocarbons containing eight consecutive isoprene units. They are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family (13z)-lycopene can be found in guava, which makes (13z)-lycopene a potential biomarker for the consumption of this food product.			CC(C)=CCC\C(C)=C\C=C\C(\C)=C\C=C\C(\C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C=C(\C)CCC=C(C)C	C40H56	InChI=1S/C40H56/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15-22,25-32H,13-14,23-24H2,1-10H3/b12-11+,25-15+,26-16+,31-17+,32-18+,35-21-,36-22+,37-27+,38-28+,39-29+,40-30+	OAIJSZIZWZSQBC-FZXCKFLSSA-N	536.4382018	CHEBI:177907	HMDB0302034	
BASm0011732	13-cis-10'-apo-lycopenal					C27H36O		IVMLONFHZYZDNZ-HCGDVMRPSA-N	376.2766158	CHEBI:177908		
BASm0011733	(S)-3-hydroxyglutaryl-CoA			Expected Solid		C26H37N7O20P3S		IIYZSYKTQRIPRG-UPWLPGGHSA-I	892.1054367	CHEBI:177916		MMDBc0049186
BASm0011736	a fatty acyl phosphate				*C(=O)OP(=O)([O-])[O-]					CHEBI:177921		
BASm0011737	6-methoxycoumarin				COC1=CC=C2OC(=O)C=CC2=C1	C10H8O3	InChI=1S/C10H8O3/c1-12-8-3-4-9-7(6-8)2-5-10(11)13-9/h2-6H,1H3	VKVCJIMMVPXDQD-UHFFFAOYSA-N	176.0473441	CHEBI:178005		
BASm0011738	26-hydroxylanosterol			Expected Solid	[H]\C(CC[C@@]([H])(C)[C@@]1([H])CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@]([H])(O)C(C)(C)[C@]1([H])CC3)=C(\C)CO	C30H50O2	InChI=1S/C30H50O2/c1-20(19-31)9-8-10-21(2)22-13-17-30(7)24-11-12-25-27(3,4)26(32)15-16-28(25,5)23(24)14-18-29(22,30)6/h9,21-22,25-26,31-32H,8,10-19H2,1-7H3/b20-9+/t21-,22-,25+,26+,28-,29-,30+/m1/s1	DLYSUCFWWJEGFQ-AZIDVCJLSA-N	442.3810809	CHEBI:178023		MMDBc0055321
BASm0011739	26-oxolanosterol			Expected Solid	[H]\C(CC[C@@]([H])(C)[C@@]1([H])CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@]([H])(O)C(C)(C)[C@]1([H])CC3)=C(\C)C=O	C30H48O2	InChI=1S/C30H48O2/c1-20(19-31)9-8-10-21(2)22-13-17-30(7)24-11-12-25-27(3,4)26(32)15-16-28(25,5)23(24)14-18-29(22,30)6/h9,19,21-22,25-26,32H,8,10-18H2,1-7H3/b20-9+/t21-,22-,25+,26+,28-,29-,30+/m1/s1	YVJWSYCNRKXINY-AZIDVCJLSA-N	440.3654308	CHEBI:178024		MMDBc0055322
BASm0011740	3beta-hydroxy-lanosta-8, 24-dien-26-oate			Expected Solid	[H]\C(CC[C@@]([H])(C)[C@@]1([H])CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@]([H])(O)C(C)(C)[C@]1([H])CC3)=C(\C)C([O-])=O	C30H47O3	InChI=1S/C30H48O3/c1-19(9-8-10-20(2)26(32)33)21-13-17-30(7)23-11-12-24-27(3,4)25(31)15-16-28(24,5)22(23)14-18-29(21,30)6/h10,19,21,24-25,31H,8-9,11-18H2,1-7H3,(H,32,33)/p-1/b20-10+/t19-,21-,24+,25+,28-,29-,30+/m1/s1	KGELVXQPIUKGCO-SPPZYOJVSA-M	455.353069	CHEBI:178025		MMDBc0055450
BASm0011741	ganoderate DM			Expected Solid	[H]\C(CC[C@@]([H])(C)[C@@]1([H])CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)C(C)(C)C1([H])CC3=O)=C(\C)C([O-])=O	C30H43O4	InChI=1S/C30H44O4/c1-18(9-8-10-19(2)26(33)34)20-11-16-30(7)25-21(12-15-29(20,30)6)28(5)14-13-24(32)27(3,4)23(28)17-22(25)31/h10,18,20,23H,8-9,11-17H2,1-7H3,(H,33,34)/p-1/b19-10+/t18-,20-,23?,28-,29-,30+/m1/s1	ZTKZZRIVAYGFSF-LYWQSRDLSA-M	467.3166834	CHEBI:178026		MMDBc0056001
BASm0011742	hainanate A			Expected Solid	[H]\C(=C(\C)C([O-])=O)[C@@]([H])(O)C[C@@]([H])(C)[C@@]1([H])CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)C(C)(C)C1([H])CC3=O	C30H43O5	InChI=1S/C30H44O5/c1-17(14-19(31)15-18(2)26(34)35)20-8-13-30(7)25-21(9-12-29(20,30)6)28(5)11-10-24(33)27(3,4)23(28)16-22(25)32/h15,17,19-20,23,31H,8-14,16H2,1-7H3,(H,34,35)/p-1/b18-15+/t17-,19+,20-,23?,28-,29-,30+/m1/s1	WCPRSKXCWMBEHO-DLDLXSDHSA-M	483.3115981	CHEBI:178027		MMDBc0056020
BASm0011743	ganoderate TR			Expected Solid	[H]\C(CC[C@@]([H])(C)[C@@]1([H])C[C@]([H])(O)[C@@]2(C)C3=CCC4([H])C(C)(C)C(=O)CC[C@]4(C)C3=CC[C@]12C)=C(\C)C([O-])=O	C30H43O4	InChI=1S/C30H44O4/c1-18(9-8-10-19(2)26(33)34)22-17-25(32)30(7)21-11-12-23-27(3,4)24(31)14-15-28(23,5)20(21)13-16-29(22,30)6/h10-11,13,18,22-23,25,32H,8-9,12,14-17H2,1-7H3,(H,33,34)/p-1/b19-10+/t18-,22-,23?,25+,28-,29-,30-/m1/s1	SNZQBBATMLGADX-UXRQJHJJSA-M	467.3166834	CHEBI:178028		MMDBc0056003
BASm0011744	ganoderate Jc			Expected Solid	[H]\C(=C(\C)C([O-])=O)[C@@]([H])(O)C[C@@]([H])(C)[C@@]1([H])C[C@]([H])(O)[C@@]2(C)C3=CCC4([H])C(C)(C)C(=O)CC[C@]4(C)C3=CC[C@]12C	C30H43O5	InChI=1S/C30H44O5/c1-17(14-19(31)15-18(2)26(34)35)22-16-25(33)30(7)21-8-9-23-27(3,4)24(32)11-12-28(23,5)20(21)10-13-29(22,30)6/h8,10,15,17,19,22-23,25,31,33H,9,11-14,16H2,1-7H3,(H,34,35)/p-1/b18-15+/t17-,19+,22-,23?,25+,28-,29-,30-/m1/s1	NUTLQKXDJNCAOL-GXZIOYFYSA-M	483.3115981	CHEBI:178029		MMDBc0056002
BASm0011745	gamma-gurjunene	Gamma-gurjunene, also known as gamma-gurjunene, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Gamma-gurjunene is a musty tasting compound found in pot marjoram and sweet basil, which makes gamma-gurjunene a potential biomarker for the consumption of these food products.				C15H24		DUYRYUZIBGFLDD-UHFFFAOYNA-N	204.1878008	CHEBI:178033	HMDB0302789	
BASm0011746	prostaglandin F1	Prostaglandin F1a is derived mainly from Prostaglandin E1, and is metabolized to 6-Keto Prostaglandin F1a. Prostaglandin F1a is excreted directly into the urine. Prostaglandin F1a contracts the circular muscle of the gut in opposition to the Prostaglandins of the E series. Prostaglandin F1a is a cytoprotector, protecting mucosal tissue from damage produced by ulcerogenic stimuli.Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.	745-62-0	Solid		C20H35O5		DZUXGQBLFALXCR-OYAZWUNMSA-M	355.2489978	CHEBI:178049	HMDB0002685	
BASm0011747	20beta-dihydrocortisone					C21H30O5		XBIDABJJGYNJTK-GNIMZFFESA-N	362.2093241	CHEBI:178084		
BASm0011748					*N[C@@H](CSC(C)C1=C(C)[C@@H](Cc2[nH]c(/C=C3\N=C(/C=C4\NC(=O)[C@H](C)[C@H]4C(C)SC[C@H](N*)C(*)=O)C(C)=C3CCC(=O)[O-])c(CCC(=O)[O-])c2C)NC1=O)C(*)=O					CHEBI:178086		
BASm0011749	17beta-estradiol 3-O-(3-sulfo-beta-D-glucuronate)					C24H30O11S		SQOPKKTYGVIMPS-ZDFSTSLFSA-L	526.1519801	CHEBI:178093		
BASm0011750	17beta-estradiol 3-O-(3-sulfo-beta-D-glucuronate) 17-sulfate					C24H29O14S2		VFPGVQRZZWWOOK-ZDFSTSLFSA-K	605.1015187	CHEBI:178094		
BASm0011751	17beta-estradiol 3-O-(beta-D-glucuronate) 17-sulfate					C24H30O11S		XZXBPAODZJETKT-QXYWQCSFSA-L	526.1519801	CHEBI:178095		
BASm0011752	17beta-estradiol 17-O-(3-sulfo-beta-D-glucuronate)					C24H30O11S		IJATWYJZSVYJPL-ZDFSTSLFSA-L	526.1519801	CHEBI:178096		
BASm0011753	16alpha,17beta-estriol 3-O-(3-sulfo-beta-D-glucuronate)					C24H30O12S		BHCABORSOHBHQA-OJTRGOJISA-L	542.1468947	CHEBI:178097		
BASm0011754	16alpha,17beta-estriol 16-O-(3-sulfo-beta-D-glucuronate)					C24H30O12S		DJBILGRPIMMSMY-OJTRGOJISA-L	542.1468947	CHEBI:178098		
BASm0011755	16alpha,17beta-estriol 17-O-(3-sulfo-beta-D-glucuronate)					C24H30O12S		WZEUDTCDCKLJGM-LJJCFFLASA-L	542.1468947	CHEBI:178099		
BASm0011756	16alpha,17beta-estriol 17-O-(beta-D-glucuronate)		7219-89-8			C24H31O9		CZGFLAQOJPXVRV-FLVROIOLSA-M	463.1973562	CHEBI:178100		
BASm0011757	estrone 3-O-(3-sulfo-beta-D-glucuronate)					C24H28O11S		OHNDSIZOMMVECR-NFMHSUPCSA-L	524.1363301	CHEBI:178101		
BASm0011758	3alpha,20alpha-dihydroxy-5beta-pregnane 3-O-(beta-D-glucuronate)					C27H43O8		ZFFFJLDTCLJDHL-JQYCEVDMSA-M	495.2963419	CHEBI:178102		
BASm0011759	3alpha,20alpha-dihydroxy-5beta-pregnane 3-O-(3-sulfo-beta-D-glucuronate)					C27H42O11S		DZRVFQXQIDBRQP-GYDHMEJXSA-L	574.2458805	CHEBI:178103		
BASm0011760	testosterone 17-O-(3-sulfo-beta-D-glucuronate)					C25H34O11S		XVWRVYDYWWOOTO-PXSSYGRGSA-L	542.1832802	CHEBI:178104		
BASm0011761	3beta-androst-5-en-17-one 3-O-(beta-D-glucuronate)					C25H35O8		GLONBVCUAVPJFV-PCDHEYSGSA-M	463.2337417	CHEBI:178105		
BASm0011762	3beta-androst-5-en-17-one 3-O-(3-sulfo-beta-D-glucuronate)					C25H34O11S		TWXJVJRXDDFULE-FLCQFZNTSA-L	542.1832802	CHEBI:178106		
BASm0011763	3alpha,17alpha-dihydroxy-5beta-androstane-11-one-17beta-carboxylate 3-O-(beta-D-glucuronate)					C26H36O11		DUGCRLFACJHMID-KIFSAKCFSA-L	524.2268591	CHEBI:178107		
BASm0011764	3alpha,17alpha-dihydroxy-5beta-androstane-11-one-17beta-carboxylate 3-O-(3-sulfo-beta-D-glucuronate)					C26H35O14S		SZRSGILSSQWABQ-GVGHDQGYSA-K	603.1763977	CHEBI:178108		
BASm0011765	L-lanthionine	Lanthionine belongs to the class of organic compounds known as L-cysteine-S-conjugates. These are compounds containing L-cysteine where the thio-group is conjugated. Lanthionine is a uremic toxin (PMID: 30087103).	922-55-4		N[C@@H](CSC[C@H](N)C(O)=O)C(O)=O	C6H12N2O4S	InChI=1S/C6H12N2O4S/c7-3(5(9)10)1-13-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/t3-,4-/m0/s1	DWPCPZJAHOETAG-IMJSIDKUSA-N	208.051778	CHEBI:178193	HMDB0240656	
BASm0011766	L-homolanthionine	Homolanthionine is formed from homocysteine and homoserine by a condensation analogous to that normally leading to cystathionine. The only other known occurrence of homolanthionine in nature is in a methionine-requiring mutant strain of Escherichia coli. Patients with homocystinuria excrete small amounts of L-homolanthionine in their urine.	31982-10-2	Solid		C8H16N2O4S		MBEPFGPQVBIIES-WDSKDSINSA-N	236.0830782	CHEBI:178194	HMDB0002034	
BASm0011767	3alpha-hydroxyetiocholan-17-one 3-O-(beta-D-glucuronate)		1852-43-3			C25H37O8		VFUIRAVTUVCQTF-SDHZCXLISA-M	465.2493917	CHEBI:178197		
BASm0011768	3alpha-hydroxyetiocholan-17-one 3-O-(3-sulfo-beta-D-glucuronate)					C25H36O11S		DQNZSFSAXYWEPI-OCDJPEPRSA-L	544.1989303	CHEBI:178198		
BASm0011769	2,4-dimethylbenzaldehyde	2,4-Dimethylbenzaldehyde is a flavouring ingredien	15764-16-6		CC1=CC(C)=C(C=O)C=C1	C9H10O	InChI=1S/C9H10O/c1-7-3-4-9(6-10)8(2)5-7/h3-6H,1-2H3	GISVICWQYMUPJF-UHFFFAOYSA-N	134.0731649	CHEBI:178624	HMDB0032142	
BASm0011770	4-ethyl-2-methoxyphenol	4-Ethyl-2-methoxyphenol is found in arabica coffee. 4-Ethyl-2-methoxyphenol is a constituent of numerous plant species and cooked foods. 4-Ethyl-2-methoxyphenol is a flavouring agent.	2785-89-9		CCC1=CC(OC)=C(O)C=C1	C9H12O2	InChI=1S/C9H12O2/c1-3-7-4-5-8(10)9(6-7)11-2/h4-6,10H,3H2,1-2H3	CHWNEIVBYREQRF-UHFFFAOYSA-N	152.0837296	CHEBI:179252	HMDB0040175	
BASm0011771	4-ethylcatechol	4-Ethyl-1,2-benzenediol is found in arabica coffee. 4-Ethyl-1,2-benzenediol is a constituent of roasted coffee. Also isolated from eggplant leaves (Solanum melongena).	1124-39-6		CCC1=CC(O)=C(O)C=C1	C8H10O2	InChI=1S/C8H10O2/c1-2-6-3-4-7(9)8(10)5-6/h3-5,9-10H,2H2,1H3	HFLGBNBLMBSXEM-UHFFFAOYSA-N	138.0680796	CHEBI:179260	HMDB0040174	
BASm0011772	4-O-beta-D-glucosyl-vanillin		494-08-6			C14H18O8		LPRNQMUKVDHCFX-RKQHYHRCSA-N	314.1001675	CHEBI:179508		
BASm0011773	3-methylbutan-2-one				CC(C)C(C)=O	C5H10O	InChI=1S/C5H10O/c1-4(2)5(3)6/h4H,1-3H3	SYBYTAAJFKOIEJ-UHFFFAOYSA-N	86.07316494	CHEBI:179699	HMDB0163717	
BASm0011774	5-hydroxyoctan-4-one	(±)-5-Hydroxy-4-octanone is a flavouring agent	116296-89-0			C8H16O2		BVEYJWQCMOVMAR-UHFFFAOYNA-N	144.1150298	CHEBI:179933	HMDB0035457	
BASm0011775	4-methylsulfanylbutyl isothionate	Erucin is found in brassicas. Erucin occurs in seeds of salad rocket.	4430-36-8		CSCCCCN=C=S	C6H11NS2	InChI=1S/C6H11NS2/c1-9-5-3-2-4-7-6-8/h2-5H2,1H3	IHQDGXUYTSZGOG-UHFFFAOYSA-N	161.0332907	CHEBI:180130	HMDB0033764	
BASm0011776	PF1022A			Expected Solid	[H][C@]1(C)OC(=O)[C@]([H])(CC(C)C)N(C)C(=O)[C@@]([H])(CC2=CC=CC=C2)OC(=O)[C@]([H])(CC(C)C)N(C)C(=O)[C@@]([H])(C)OC(=O)[C@]([H])(CC(C)C)N(C)C(=O)[C@@]([H])(CC2=CC=CC=C2)OC(=O)[C@]([H])(CC(C)C)N(C)C1=O	C52H76N4O12	InChI=1S/C52H76N4O12/c1-31(2)25-39-49(61)65-35(9)45(57)53(11)42(28-34(7)8)52(64)68-44(30-38-23-19-16-20-24-38)48(60)56(14)40(26-32(3)4)50(62)66-36(10)46(58)54(12)41(27-33(5)6)51(63)67-43(47(59)55(39)13)29-37-21-17-15-18-22-37/h15-24,31-36,39-44H,25-30H2,1-14H3/t35-,36-,39+,40+,41+,42+,43-,44-/m1/s1	YJNUXGPXJFAUQJ-LYWANRAQSA-N	948.5459739	CHEBI:180461		MMDBc0056247
BASm0011777	PF1022B			Expected Solid	[H][C@]1(CC2=CC=CC=C2)OC(=O)[C@]([H])(CC(C)C)N(C)C(=O)[C@@]([H])(CC2=CC=CC=C2)OC(=O)[C@]([H])(CC(C)C)N(C)C(=O)[C@@]([H])(CC2=CC=CC=C2)OC(=O)[C@]([H])(CC(C)C)N(C)C(=O)[C@@]([H])(CC2=CC=CC=C2)OC(=O)[C@]([H])(CC(C)C)N(C)C1=O	C64H84N4O12	InChI=1S/C64H84N4O12/c1-41(2)33-49-61(73)77-54(38-46-27-19-14-20-28-46)58(70)66(10)51(35-43(5)6)63(75)79-56(40-48-31-23-16-24-32-48)60(72)68(12)52(36-44(7)8)64(76)80-55(39-47-29-21-15-22-30-47)59(71)67(11)50(34-42(3)4)62(74)78-53(57(69)65(49)9)37-45-25-17-13-18-26-45/h13-32,41-44,49-56H,33-40H2,1-12H3/t49-,50-,51-,52-,53+,54+,55+,56+/m0/s1	ILQZHPWFOWCYND-SQZSLCRCSA-N	1100.608574	CHEBI:180462		MMDBc0056248
BASm0011778	PF1022C			Expected Solid	[H][C@]1(C)OC(=O)[C@]([H])(CC(C)C)N(C)C(=O)[C@@]([H])(CC2=CC=CC=C2)OC(=O)[C@]([H])(CC(C)C)N(C)C(=O)[C@@]([H])(CC2=CC=CC=C2)OC(=O)[C@]([H])(CC(C)C)N(C)C(=O)[C@@]([H])(CC2=CC=CC=C2)OC(=O)[C@]([H])(CC(C)C)N(C)C1=O	C58H80N4O12	InChI=1S/C58H80N4O12/c1-36(2)29-44-55(67)71-40(9)51(63)59(10)45(30-37(3)4)56(68)72-49(34-42-25-19-15-20-26-42)53(65)61(12)47(32-39(7)8)58(70)74-50(35-43-27-21-16-22-28-43)54(66)62(13)46(31-38(5)6)57(69)73-48(52(64)60(44)11)33-41-23-17-14-18-24-41/h14-28,36-40,44-50H,29-35H2,1-13H3/t40-,44+,45+,46+,47+,48-,49-,50-/m1/s1	SJCUDFLMYKZDIG-WTJZDKHRSA-N	1024.577274	CHEBI:180463		MMDBc0056249
BASm0011779	PF1022D			Expected Solid	[H][C@]1(C)OC(=O)[C@]([H])(CC(C)C)N(C)C(=O)[C@@]([H])(C)OC(=O)[C@]([H])(CC(C)C)N(C)C(=O)[C@@]([H])(CC2=CC=CC=C2)OC(=O)[C@]([H])(CC(C)C)N(C)C(=O)[C@@]([H])(C)OC(=O)[C@]([H])(CC(C)C)N(C)C1=O	C46H72N4O12	InChI=1S/C46H72N4O12/c1-26(2)21-34-43(55)59-30(9)39(51)47(12)35(22-27(3)4)44(56)60-32(11)41(53)49(14)37(24-29(7)8)46(58)62-38(25-33-19-17-16-18-20-33)42(54)50(15)36(23-28(5)6)45(57)61-31(10)40(52)48(34)13/h16-20,26-32,34-38H,21-25H2,1-15H3/t30-,31-,32-,34+,35+,36+,37+,38-/m1/s1	MKIYOQCNSJBUEG-CRZGXZBZSA-N	872.5146738	CHEBI:180464		MMDBc0056250
BASm0011780	PF1022F			Expected Solid	[H][C@]1(C)OC(=O)[C@]([H])(CC(C)C)N(C)C(=O)[C@@]([H])(C)OC(=O)[C@]([H])(CC(C)C)N(C)C(=O)[C@@]([H])(C)OC(=O)[C@]([H])(CC(C)C)N(C)C(=O)[C@@]([H])(C)OC(=O)[C@]([H])(CC(C)C)N(C)C1=O	C40H68N4O12	InChI=1S/C40H68N4O12/c1-21(2)17-29-37(49)53-26(10)34(46)42(14)31(19-23(5)6)39(51)55-28(12)36(48)44(16)32(20-24(7)8)40(52)56-27(11)35(47)43(15)30(18-22(3)4)38(50)54-25(9)33(45)41(29)13/h21-32H,17-20H2,1-16H3/t25-,26-,27-,28-,29+,30+,31+,32+/m1/s1	YTZVBUCDOMTKGC-AUQHPUDISA-N	796.4833736	CHEBI:180465		MMDBc0056251
BASm0011781	(6R,7S)-2,2,6-trimethyl-10-methylenebicyclo[5.4.0]undec-1(11)-ene					C15H24		UPQOJPOSKCDZFM-OLZOCXBDSA-N	204.1878008	CHEBI:180494		
BASm0011782	gamma-cadinene	gamma-Cadinene is found in allspice. gamma-Cadinene is a constituent of citronella oil.	39029-41-9	Liquid	C=C1CCC(C(C)C)C2C=C(C)CCC12	C15H24	InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h9-10,13-15H,4-8H2,1-3H3/t13-,14-,15-/m1/s1	WRHGORWNJGOVQY-RBSFLKMASA-N	204.1878008	CHEBI:180496	HMDB0038207	
BASm0011783	7-oxo-25-hydroxycholesterol					C27H44O3		NQBVGGWSAXBLBE-BYJKJZODSA-N	416.3290453	CHEBI:180497	HMDB0159647	
BASm0011784	7beta-25-dihydroxycholesterol		64907-22-8			C27H46O3		BQMSKLCEWBSPPY-CGSQRZAOSA-N	418.3446953	CHEBI:180498		
BASm0011785	piperonylate			Expected Solid	[O-]C(=O)C1=CC2=C(OCO2)C=C1	C8H5O4	InChI=1S/C8H6O4/c9-8(10)5-1-2-6-7(3-5)12-4-11-6/h1-3H,4H2,(H,9,10)/p-1	VDVJGIYXDVPQLP-UHFFFAOYSA-M	165.0193322	CHEBI:180537		MMDBc0056255
BASm0011786	3-methoxybenzoate			Expected Solid	COC1=CC=CC(=C1)C([O-])=O	C8H7O3	InChI=1S/C8H8O3/c1-11-7-4-2-3-6(5-7)8(9)10/h2-5H,1H3,(H,9,10)/p-1	XHQZJYCNDZAGLW-UHFFFAOYSA-M	151.0400677	CHEBI:180538		MMDBc0055390
BASm0011787	(S)-2-hydroxymethylglutarate			Expected Solid	[H][C@@](CO)(CCC([O-])=O)C([O-])=O	C6H8O5	InChI=1S/C6H10O5/c7-3-4(6(10)11)1-2-5(8)9/h4,7H,1-3H2,(H,8,9)(H,10,11)/p-2/t4-/m0/s1	XPQIPNORJZZYPV-BYPYZUCNSA-L	160.0382705	CHEBI:180543		MMDBc0055059
BASm0011788	7-hydroxy-8-methoxycoumarin				COC1=C(O)C=CC2=C1OC(=O)C=C2	C10H8O4	InChI=1S/C10H8O4/c1-13-10-7(11)4-2-6-3-5-8(12)14-9(6)10/h2-5,11H,1H3	HAQWEMHXSIRYBE-UHFFFAOYSA-N	192.0422587	CHEBI:180544		
BASm0011789	(3S)-1,2-diazinane-3-carboxylate					C5H9N2O2		BZIBRGSBQKLEDC-BYPYZUCNSA-M	129.0669511	CHEBI:180656		
BASm0011790	3-amino-2,4-dihydroxybenzoate	An aminobenzoate that is the conjugate base of 3-amino-2,4-dihydroxybenzoic acid arising from the deprotonation of the carboxy group; major species at pH 7.3.				C7H6NO4		GBAYSGRTRJSJIK-UHFFFAOYSA-M	168.0302313	CHEBI:180657		
BASm0011791	3-amino-2-hydroxy-4-methoxybenzoate					C8H8NO4		GLNDMRAULQPRMT-UHFFFAOYSA-M	182.0458813	CHEBI:180662		
BASm0011792	cremeomycin	A monocarboxylic acid anion that is the conjugate base of cremeomycin resulting from the deprotonation of the carboxy group; major species at pH 7.3.				C8H5N2O4		HTCPEWKHGGGJBI-UHFFFAOYSA-M	193.0254802	CHEBI:180678		
BASm0011793	N-hydroxy-L-aspartate					C4H5NO5		YDBVAWZTOAZPTJ-REOHCLBHSA-L	147.0178694	CHEBI:180679		
BASm0011794	N,N-dihydroxy-L-aspartate					C4H5NO6		YBYXZVYDFGHKQO-REOHCLBHSA-L	163.012784	CHEBI:180680		
BASm0011795	(2S)-2-nitrosobutanedioate					C4H3NO5		UPITYFJYCRTREW-REOHCLBHSA-L	145.0022194	CHEBI:180681		
BASm0011796	2-nitrobutanedioate					C4H3NO6		ALYOQPBWHZJZLF-REOHCLBHSA-L	160.997134	CHEBI:180682		
BASm0011797	kynuramine		363-36-0			C9H13N2O		QLPVTIQQFGWSQQ-UHFFFAOYSA-O	165.1022395	CHEBI:180898		
BASm0011798	3-(2-aminophenyl)-3-oxopropanal					C9H9NO2		IDWFMUPAEMSFNQ-UHFFFAOYSA-N	163.0633285	CHEBI:180899		
BASm0011799	spermine dialdehyde		2578-88-3	Expected Solid	[H]C(=O)C([H])([H])C([H])([H])[N+]([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[N+]([H])([H])C([H])([H])C([H])([H])C([H])=O	C10H22N2O2	InChI=1S/C10H20N2O2/c13-9-3-7-11-5-1-2-6-12-8-4-10-14/h9-12H,1-8H2/p+2	WPBJCXUUUSDQJO-UHFFFAOYSA-P	202.1670308	CHEBI:180902		MMDBc0048243
BASm0011800	spermine monoaldehyde			Expected Solid	[H]C(=O)C([H])([H])C([H])([H])[N+]([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[N+]([H])([H])C([H])([H])C([H])([H])C([H])([H])[N+]([H])([H])[H]	C10H26N3O	InChI=1S/C10H23N3O/c11-5-3-8-12-6-1-2-7-13-9-4-10-14/h10,12-13H,1-9,11H2/p+3	ADZORAWYLNDBGZ-UHFFFAOYSA-Q	204.2059417	CHEBI:180903		MMDBc0048242
BASm0011801	N-hydroxyputrescine					C4H13N2O		BKPWWGCYCSOYNQ-UHFFFAOYSA-O	105.1022395	CHEBI:180909		
BASm0011802	N-amidino-(2R)-hydroxypyrrolidine					C5H12N3O		TYEGCDAQOQXVAF-SCSAIBSYSA-O	130.0974884	CHEBI:180910		
BASm0011803	N-(2-carboxyethyl)putrescine	Putreanine is a new amino acid isolated from mammalian and bird brain.Its structure represents a condensation of putrescine and b-alanine and is therefore named putreanine.This amino acid can be synthesized by condensation of 4-phthalimino-1-bromobutane and ethyl b-alaninate followed by add hydrolysis.It was only detected in the central nervous system of mammalian and avian organisms. Its concentration was highest in caudal regions of the brain, and the white matter of the cerebral and cerebellar cortices and the spinal cord contained more than grey matter of the corresponding areas. Putreanine appears in the brain of rats 2 weeks after birth and subsequently its concentration increases for several months.The concentration of this amino acid in mammalian brain is roughly 50 mmoles per g, which is comparable to the concentrations of branched amino acids, aromatic amino acids, histidine, and ornithine in the same tissue.[PMID:5350953].	25887-39-2	Solid	[NH3+]CCCCNCCC(O)=O	C7H17N2O2	InChI=1S/C7H16N2O2/c8-4-1-2-5-9-6-3-7(10)11/h9H,1-6,8H2,(H,10,11)/p+1	BTSHXVLJDRJCMM-UHFFFAOYSA-O	161.1290028	CHEBI:180912	HMDB0006078	
BASm0011804	N-(2-carboxyethyl)spermidine			Expected Solid	[H][N+]([H])([H])C([H])([H])C([H])([H])C([H])([H])[N+]([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[N+]([H])([H])C([H])([H])C([H])([H])C([O-])=O	C10H25N3O2	InChI=1S/C10H23N3O2/c11-5-3-8-12-6-1-2-7-13-9-4-10(14)15/h12-13H,1-9,11H2,(H,14,15)/p+2	JQNGEJIUZQDHIS-UHFFFAOYSA-P	219.1935799	CHEBI:180913		MMDBc0048069
BASm0011805	(R)-3,4-dihydroxymandelaldehyde					C8H8O4		YUGMCLJIWGEKCK-QMMMGPOBSA-N	168.0422587	CHEBI:180943		
BASm0011806	peniprequinolone			Expected Solid	[H][C@]1(OC)C(O)=NC2=C(C(O)=C(CC=C(C)C)C=C2)[C@]1(O)C1=CC=C(OC)C=C1	C22H25NO5	InChI=1S/C22H25NO5/c1-13(2)5-6-14-7-12-17-18(19(14)24)22(26,20(28-4)21(25)23-17)15-8-10-16(27-3)11-9-15/h5,7-12,20,24,26H,6H2,1-4H3,(H,23,25)/t20-,22+/m0/s1	ZRZQXSGEIJXJEO-RBBKRZOGSA-N	383.1732729	CHEBI:181572		MMDBc0013177
BASm0011807	quinolinone B			Expected Solid	[H][C@]1(OC)C(O)=NC2=C(C(O)=CC=C2)[C@]1(O)C1=CC=C(OC)C=C1	C17H17NO5	InChI=1S/C17H17NO5/c1-22-11-8-6-10(7-9-11)17(21)14-12(4-3-5-13(14)19)18-16(20)15(17)23-2/h3-9,15,19,21H,1-2H3,(H,18,20)/t15-,17+/m0/s1	RKXDYKMWUHSLGF-DOTOQJQBSA-N	315.1106727	CHEBI:182576		MMDBc0019860
BASm0011808					*N[C@@H](CCC(=O)N[C@@H](CCC(=O)[O-])C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C(*)=O					CHEBI:183054		
BASm0011809	(E)-alk-1-en-1-SO-peroxol				*/C=C/SO					CHEBI:183056		
BASm0011810	(E)-prop-1-en-1-SO-peroxol	(E)-1-Propene-1-sulfenic acid is found in onion-family vegetables. (E)-1-Propene-1-sulfenic acid is present in onion (Allium cepa			C\C=C\SO	C3H6OS	InChI=1S/C3H6OS/c1-2-3-5-4/h2-4H,1H3/b3-2+	MJPOWQTYEJVYKF-NSCUHMNNSA-N	90.0139355	CHEBI:183057	HMDB0031636	
BASm0011811	(E)-but-1-en-1-SO-peroxol					C4H8OS		NGMITSIERXESJI-ONEGZZNKSA-N	104.0295861	CHEBI:183058		
BASm0011812	(Z)-alkanethial oxide				*C/C=[S+]\[O-]					CHEBI:183059		
BASm0011813	(Z)-butanethial oxide					C4H8OS		BQXJLKVZTDDERJ-UHFFFAOYSA-N	104.0295861	CHEBI:183060		
BASm0011814	(Z)-phenyl-N-(sulfonatooxy)methanimidothioate					C8H7NO4S2		HDEIGSIJUBUHSO-UHFFFAOYSA-L	244.9827472	CHEBI:183061		
BASm0011815	(Z)-N-(sulfonatooxy)prop-2-enimidothioate					C4H5NO4S2		KUCLLOHRTWVXPV-UHFFFAOYSA-L	194.9670972	CHEBI:183062		
BASm0011816	but-3-enenitrile	3-Butenenitrile is found in brassicas. 3-Butenenitrile is a constituent of mustard oil	109-75-1		C=CCC#N	C4H5N	InChI=1S/C4H5N/c1-2-3-4-5/h2H,1,3H2	SJNALLRHIVGIBI-UHFFFAOYSA-N	67.04219917	CHEBI:183063	HMDB0031323	
BASm0011817	2-(thiiran-2-yl)acetonitrile	Thiiraneacetonitrile is found in brassicas. Thiiraneacetonitrile is a hydrolysis  produced from seeds of Brassica campestris.	58130-93-1		N#CCC1CS1	C4H5NS	InChI=1S/C4H5NS/c5-2-1-4-3-6-4/h4H,1,3H2	BKIZJNMVTRYGSW-UHFFFAOYSA-N	99.01426986	CHEBI:183064	HMDB0038624	
BASm0011818	allyl thiocyanate	3-Thiocyanato-1-propene is found in brassicas. 3-Thiocyanato-1-propene is present in seeds of Brassica juncea	764-49-8		C=CCSC#N	C4H5NS	InChI=1S/C4H5NS/c1-2-3-6-4-5/h2H,1,3H2	IFVYHJRLWCUVBB-UHFFFAOYSA-N	99.01426986	CHEBI:183082	HMDB0029755	
BASm0011820	an epithionitrile				N#C*C1CS1					CHEBI:183085		
BASm0011821	(omega-1)-methyl-3-oxo-fatty acyl-CoA				CC(C)*CC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]					CHEBI:183086		
BASm0011822	(omega-1)-methyl-(3R)-hydroxy-fatty acyl-CoA				CC(C)*C[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]					CHEBI:183087		
BASm0011824	(Z)-3-hydroxypropyl glucosinolate					C10H18NO10S2		WIGYSAIZPJAWDF-GLVDENFASA-M	376.0377617	CHEBI:183090		
BASm0011825	(Z)-3-hydroxypropyl-N-(sulfonatooxy)methanimidothioate					C4H7NO5S2		FFVOKCIERAZYGJ-UHFFFAOYSA-L	212.9776618	CHEBI:183091		
BASm0011826	4-hydroxybutylnitrile	A hydroxynitrile that is butanenitrile substituted by a hydroxy group at position 4.				C4H7NO		BAQQRABCRRQRSR-UHFFFAOYSA-N	85.05276385	CHEBI:183092		
BASm0011827	(Z)-4-methylsufinylbutyl-N-(sulfonatooxy)methanimidothioate					C6H11NO5S3		FMJUTBOFNVTKSJ-UHFFFAOYNA-L	272.9810331	CHEBI:183093		
BASm0011828	5-methylsulfinylpentyl nitrile					C6H11NOS		FGYQUFZANKOISC-UHFFFAOYNA-N	145.0561352	CHEBI:183095		
BASm0011829	progoitrin	Progoitrin, also known as 2(R)-2-hydroxy-3-butenyl glucosinolate or glucorapiferin, is a member of the class of compounds known as alkylglucosinolates. Alkylglucosinolates are organic compounds containing a glucosinolate moiety that carries an alkyl chain. Progoitrin is soluble (in water) and an extremely strong acidic compound (based on its pKa). Progoitrin is a bitter tasting compound and can be found in a number of food items such as white cabbage, common cabbage, cabbage, and garden cress, which makes progoitrin a potential biomarker for the consumption of these food products. Progoitrin is a biochemical from the glucosinolate family that is found in some food, which is inactive but after ingestion is converted to goitrin. Goitrin decrease the thyroid hormone production .	19237-18-4			C11H18NO10S2		MYHSVHWQEVDFQT-ZLKQMKLXSA-M	388.0377617	CHEBI:183096		
BASm0011830	(Z)-(2R)-2-hydroxy-3-butenyl-N-(sulfonatooxy)methanimidothioate					C5H7NO5S2		AVNALOICIMCLQH-BYPYZUCNSA-L	224.9776618	CHEBI:183097	HMDB0170171	
BASm0011833	(3R)-3-hydroxy-3-(thiiran-2-yl)propanenitrile			Expected Solid	[H][C@@](O)(CC#N)C1([H])CS1	C5H7NOS	InChI=1S/C5H7NOS/c6-2-1-4(7)5-3-8-5/h4-5,7H,1,3H2/t4-,5?/m1/s1	YHHMEZJFUCZIOV-CNZKWPKMSA-N	129.024835	CHEBI:183100		MMDBc0054894
BASm0011834	an alkenyl isothiocyanate				C=C*N=C=S					CHEBI:183102		
BASm0011835	3-hydroxypropyl isothiocyanate	An isothiocyanate that is 1-isothiocyanatopropane substituted by a hydroxy group at position 3.				C4H7NOS		HKKOVTXONDHGLP-UHFFFAOYSA-N	117.024835	CHEBI:183103		
BASm0011836	3-hydroxypent-4-ene nitrile		7451-85-6			C5H7NO		PBCLOVRWBLGJQA-YFKPBYRVSA-N	97.05276385	CHEBI:183221		
BASm0011837	(Z)-4-methylsulfanylbutyl-N-(sulfonatooxy)methanimidothioate					C6H12NO4S3		ASMOKNJFABYERB-UHFFFAOYSA-M	257.993395	CHEBI:183222		
BASm0011838	5-(methylsulfanyl)pentanenitrile	5-(methylthio)-pentanonitrile is a member of the class of compounds known as nitriles. Nitriles are compounds having the structure RC#N; thus C-substituted derivatives of hydrocyanic acid, HC#N. 5-(methylthio)-pentanonitrile can be found in kohlrabi, which makes 5-(methylthio)-pentanonitrile a potential biomarker for the consumption of this food product.			CSCCCCC#N	C6H11NS	InChI=1S/C6H11NS/c1-8-6-4-2-3-5-7/h2-4,6H2,1H3	XPUDGEZWSNPCMM-UHFFFAOYSA-N	129.06122	CHEBI:183223	HMDB0302371	
BASm0011839	(E)-4-hexen-3-one	4-Hexen-3-one (CAS: 2497-21-4), also known as 2-hexen-4-one or ethyl 1-propenyl ketone, belongs to the class of organic compounds known as enones. Enones are compounds containing the enone functional group, with the structure RC(=O)CR'. 4-Hexen-3-one is an extremely weak basic (essentially neutral) compound (based on its pKa). 4-Hexen-3-one is an ethereal, green, and metallic tasting compound. Outside of the human body, 4-hexen-3-one has been detected, but not quantified in, several different foods, such as pepper (C. baccatum), tea leaf willows, turmerics, sweet oranges, and other soy products. This could make 4-hexen-3-one a potential biomarker for the consumption of these foods. 4-Hexen-3-one is a flavouring ingredient.	50396-87-7		CCC(=O)\C=C\C	C6H10O	InChI=1S/C6H10O/c1-3-5-6(7)4-2/h3,5H,4H2,1-2H3/b5-3+	FEWIGMWODIRUJM-HWKANZROSA-N	98.07316494	CHEBI:183229	HMDB0035239	
BASm0011840	6-diazo-5-oxo-L-norleucine					C6H9N3O3		YCWQAMGASJSUIP-YFKPBYRVSA-N	171.0643912	CHEBI:183231	HMDB0247054	
BASm0011841	N(alpha)-acetyl-6-diazo-5-oxo-L-norleucine					C8H10N3O4		WBSWOKCKZUNHQV-ZETCQYMHSA-M	212.0676794	CHEBI:183232		
BASm0011842	(3R)-4-(dimethylamino)-3-hydroxybutanoate					C6H13NO3		NXDDNODAJKZARA-RXMQYKEDSA-N	147.0895433	CHEBI:183234		
BASm0011843	2''-O-(2E)-but-2-enoyl-ADP-D-ribose					C19H25N5O15P2		HWEPUSWATFRHSJ-UDCOKLPCSA-L	625.0833363	CHEBI:183235		
BASm0011844	S-1-propenyl-L-cysteine sulfoxide	S-(1-propenyl)-cysteine sulfoxide, also known as prensco, is a member of the class of compounds known as L-alpha-amino acids. L-alpha-amino acids are alpha amino acids which have the L-configuration of the alpha-carbon atom. S-(1-propenyl)-cysteine sulfoxide is soluble (in water) and a moderately acidic compound (based on its pKa). S-(1-propenyl)-cysteine sulfoxide can be found in a number of food items such as babassu palm, spirulina, elderberry, and cassava, which makes S-(1-propenyl)-cysteine sulfoxide a potential biomarker for the consumption of these food products.			C\C=C\S(=O)C[C@H](N)C(O)=O	C6H11NO3S	InChI=1S/C6H11NO3S/c1-2-3-11(10)4-5(7)6(8)9/h2-3,5H,4,7H2,1H3,(H,8,9)/b3-2+/t5-,11?/m0/s1	OKYHUOHBRKWCQJ-FTJYXMLISA-N	177.0459639	CHEBI:183319	HMDB0302221	
BASm0011845	3beta,7beta-dihydroxyandrost-5-en-17-one	7b-Hydroxydehydroepiandrosterone is one of the major metabolites of dehydroepiandrosterone. Dehydroepiandrosterone (DHEA) is a precursor of testosterone. DHEA) is 7a-hydroxylated by the cytochrome P450 7B1 (CYP7B1) in the human brain and liver. This produces 7a-hydroxy-DHEA that is a substrate for 11b-hydroxysteroid dehydrogenase type 1 (11b-HSD1) which exists in the same tissues and carries out the inter-conversion of 7a- and 7b-hydroxy-DHEA through a 7-oxo-intermediary. Both 7a-hydroxy-DHEA and 7b-hydroxy-DHEA competitively inhibited the cortisol oxidation, 7b-hydroxy-DHEA being seven times more potent in humans. Distinct species-specific routes of metabolism of DHEA and the interconversion of its metabolites obviate extrapolation of animal studies to humans. (PMID: 17467270, 12667489).	2487-48-1		[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@@H](O)C=C2C[C@@H](O)CC[C@]12C	C19H28O3	InChI=1S/C19H28O3/c1-18-7-5-12(20)9-11(18)10-15(21)17-13-3-4-16(22)19(13,2)8-6-14(17)18/h10,12-15,17,20-21H,3-9H2,1-2H3/t12-,13-,14-,15-,17-,18-,19-/m0/s1	OLPSAOWBSPXZEA-GCNMQWDSSA-N	304.2038448	CHEBI:183368	HMDB0004624	
BASm0011846	thiosulfinate					C6H10OS2		GYJUUWJKEUIYPF-GGWOSOGENA-N	162.0173073	CHEBI:183507		
BASm0011847					*N[C@@H](Cc1ccc(O)c(Br)c1)C(*)=O					CHEBI:183512		
BASm0011848	arsenic triglutathione					C30H45AsN9O18S3		UXNWJLSRLNSHSI-QQCJEOGWSA-K	990.12771	CHEBI:183640		
BASm0011849	(Z)-propanethial S-oxide	Thial-1-Propene-1-thiol S-oxide is found in garden onion. Lachrymatory factor of onion (Allium cepa).	32157-29-2		CCC=S=O	C3H6OS	InChI=1S/C3H6OS/c1-2-3-5-4/h3H,2H2,1H3	BAZSXBOAXJLRNH-UHFFFAOYSA-N	90.0139355	CHEBI:183657	HMDB0040346	
BASm0011850	N-(4-aminobutyl)-3-aminopropanal			Expected Solid	[H]C(=O)C([H])([H])C([H])([H])[N+]([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[N+]([H])([H])[H]	C7H18N2O	InChI=1S/C7H16N2O/c8-4-1-2-5-9-6-3-7-10/h7,9H,1-6,8H2/p+2	MMMHAACFRAVQHI-UHFFFAOYSA-P	146.140816	CHEBI:183796		MMDBc0048241
BASm0011851	7beta-hydroxypregnenolone					C21H32O3		UEWNVBNIVGLQPG-OCHQKFOUSA-N	332.2351449	CHEBI:183806	HMDB0156094	
BASm0011852	7-oxopregnenolone					C21H30O3		WNHLZNUVEVVTSY-GVQHXQKQSA-N	330.2194948	CHEBI:183807		
BASm0011853	3beta-hydroxy-5-androstene-7,17-dione					C19H26O3		KPRGOTLNGIBVFL-GINZOMEDSA-N	302.1881947	CHEBI:183808	HMDB0247266	
BASm0011854	3beta,7beta-dihydroxy-5alpha-androstan-17-one					C19H30O3		VFPMCLQMAUVEHD-UCPSWNCLSA-N	306.2194948	CHEBI:183809	HMDB0259631	
BASm0011856	(+)-delta-cadinol		19912-62-0			C15H26O		LHYHMMRYTDARSZ-TUVASFSCSA-N	222.1983655	CHEBI:184119		
BASm0011857	UDP-2-acetamido-3-amino-2,3-dideoxy-alpha-D-glucopyranose					C17H27N4O16P2		QPTCOSNRFJXEED-CFRASDGPSA-M	605.0902784	CHEBI:184123		
BASm0011858	beta-D-GlcNAc-(1->3)-[beta-D-GlcNAc-(1->6)]-beta-D-Gal-(1->4)-beta-D-GlcNAc-R				*O[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3NC(C)=O)[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3NC(C)=O)[C@H]2O)[C@H](O)[C@H]1NC(C)=O					CHEBI:184298		
BASm0011859	N-acetyl-D-galactosamino-1,5-lactone			Expected Solid	[H][C@]1(CO)OC(=O)[C@]([H])(N=C(C)O)[C@@]([H])(O)[C@@]1([H])O	C8H13NO6	InChI=1S/C8H13NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-7,10,12-13H,2H2,1H3,(H,9,11)/t4-,5-,6+,7-/m1/s1	NELQYZRSPDCGRQ-MVIOUDGNSA-N	219.0742871	CHEBI:184299		MMDBc0056132
BASm0011860					*N[C@@H](CCCN1C(=N)O[C@@H]2[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)O[C@@H]21)C(*)=O					CHEBI:184300		
BASm0011861	6-O-guanylylstreptomycin			Expected Solid	[H][C@@]1(C)O[C@@]([H])(O[C@@]2([H])[C@]([H])(O)[C@@]([H])(OP(O)(=O)OC[C@@]3([H])O[C@@]([H])(N4C=NC5=C4NC(=N)N=C5O)[C@]([H])(O)[C@]3([H])O)[C@]([H])(NC(N)=N)[C@@]([H])(O)[C@]2([H])NC([NH3+])=[NH2+])[C@]([H])(O[C@]2([H])O[C@@]([H])(CO)[C@]([H])(O)[C@@]([H])(O)[C@]2([H])NC)[C@@]1(O)C=O	C31H53N12O19P	InChI=1S/C31H51N12O19P/c1-7-31(53,5-45)22(61-26-12(37-2)17(49)14(46)8(3-44)59-26)27(57-7)60-20-10(39-28(32)33)16(48)11(40-29(34)35)21(19(20)51)62-63(54,55)56-4-9-15(47)18(50)25(58-9)43-6-38-13-23(43)41-30(36)42-24(13)52/h5-12,14-22,25-27,37,44,46-51,53H,3-4H2,1-2H3,(H,54,55)(H4,32,33,39)(H4,34,35,40)(H3,36,41,42,52)/p+2/t7-,8-,9+,10-,11+,12-,14-,15+,16-,17-,18+,19-,20+,21-,22-,25+,26-,27-,31+/m0/s1	DLHWUVGNCLQQJH-PSFJNKIMSA-P	928.3276574	CHEBI:184374		MMDBc0055608
BASm0011862	6-O-adenylylstreptidine			Expected Solid	[H][C@]1(COP(O)(=O)O[C@]2([H])[C@@]([H])(O)[C@]([H])(O)[C@@]([H])(NC(N)=N)[C@]([H])(O)[C@@]2([H])NC(N)=N)O[C@@]([H])(N2C=NC3=C([NH3+])N=CN=C23)[C@]([H])(O)[C@]1([H])O	C18H31N11O10P	InChI=1S/C18H30N11O10P/c19-14-7-15(25-2-24-14)29(3-26-7)16-12(34)8(30)4(38-16)1-37-40(35,36)39-13-6(28-18(22)23)9(31)5(27-17(20)21)10(32)11(13)33/h2-6,8-13,16,30-34H,1H2,(H,35,36)(H2,19,24,25)(H4,20,21,27)(H4,22,23,28)/p+1/t4-,5+,6-,8-,9+,10-,11+,12-,13+,16-/m1/s1	HNYZZTVCUNXAIP-BKCFTUSJSA-O	592.1987497	CHEBI:184375		MMDBc0055606
BASm0011863	streptidine			Expected Solid	[H][C@@]1(O)[C@@]([H])(O)[C@]([H])(NC(N)=N)[C@@]([H])(O)[C@]([H])(NC([NH3+])=[NH2+])[C@@]1([H])O	C8H20N6O4	InChI=1S/C8H18N6O4/c9-7(10)13-1-3(15)2(14-8(11)12)5(17)6(18)4(1)16/h1-6,15-18H,(H4,9,10,13)(H4,11,12,14)/p+2/t1-,2+,3-,4+,5-,6-	MSXMXWJPFIDEMT-FAEUDGQSSA-P	264.153506	CHEBI:184376		MMDBc0056317
BASm0011864	(S)-serinol phosphate			Expected Solid	[H][C@](N)(CO)COP(O)([O-])=O	C3H9NO5P	InChI=1S/C3H10NO5P/c4-3(1-5)2-9-10(6,7)8/h3,5H,1-2,4H2,(H2,6,7,8)/p-1/t3-/m0/s1	WDWYJNPKBKWDBL-VKHMYHEASA-M	170.022383	CHEBI:184377		MMDBc0055078
BASm0011865	alpha-D-tagatopyranose 1-phosphate					C6H11O9P		HXRNACQBNUPKDX-VANKVMQKSA-L	258.0151661	CHEBI:184379		
BASm0011866	bacitracin A	Bacitracin is a mixture of related cyclic polypeptides produced by organisms of the licheniformis group of Bacillus subtilis var Tracy. Its unique name derives from the fact that the bacillus producing it was first isolated in 1943 from a knee scrape from a girl named Margaret Tracy. As a toxic and difficult-to-use antibiotic, bacitracin doesn't work well orally. However, it is very effective topically. Bacitracin is synthesised via the so-called nonribosomal peptide synthetases (NRPSs), which means that ribosomes are not involved in its synthesis.	1405-87-4	Solid		C66H103N17O16S		CLKOFPXJLQSYAH-BBLSSJOMSA-N	1421.748941	CHEBI:184381	HMDB0014764	
BASm0011867					*N[C@@H](CCCCNC(=O)CCCC[C@@H](S)CCSC(=O)CCCC(=O)[O-])C(*)=O					CHEBI:184385		
BASm0011868	3',5'-cyclic UMP					C9H10N2O8P		NXIHNBWNDCFCGL-XVFCMESISA-M	305.0180259	CHEBI:184387		MMDBc0057148
BASm0011869	7-oxatyphasterol	2-Deoxybrassinolide is found in green vegetables. 2-Deoxybrassinolide is a constituent of seeds of Apium graveolens (celery) and Pisum sativum (pea).	144071-55-6			C28H48O5		LLFIMDUWAVPJEJ-AVWWTISCSA-N	464.3501746	CHEBI:185407	HMDB0041135	
BASm0011870	alpha-isomaltosyl-(1->4)-D-maltotriose					C30H52O26		RXZIXVGOTLJIBP-NFIPZDLJSA-N	828.2746818	CHEBI:186601		
BASm0011871	2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-glycerol	MG(0:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.			[H]C(CO)(CO)OC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC	C25H38O4	InChI=1S/C25H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(28)29-24(22-26)23-27/h3-4,6-7,9-10,12-13,15-16,18-19,24,26-27H,2,5,8,11,14,17,20-23H2,1H3/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-	NHNGEAQTTQPSCX-KUBAVDMBSA-N	402.2770097	CHEBI:186738	HMDB0011557	
BASm0011872	alpha-isomaltosyl-(1->3)-alpha-isomaltosyl-(1->4)-D-maltotriose					C42H72O36		YENCWDAXEAYUDD-KICIQLIBSA-N	1152.380329	CHEBI:187867		
BASm0011873					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5NC(C)=O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:187873		
BASm0011874					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H](CO[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5NC(C)=O)[C@@H](O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:187874		
BASm0011875					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H](CO[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5NC(C)=O)[C@@H](O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5NC(C)=O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:187875		
BASm0011876					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]2O)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5NC(C)=O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:187877		
BASm0011877					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@H](CO)[C@H](O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4NC(C)=O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:187878		
BASm0011878					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@H](CO)[C@H](O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4NC(C)=O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5NC(C)=O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:187879		
BASm0011879					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H](CO[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O)[C@@H](O)[C@H](O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O)[C@@H]4O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:187880		
BASm0011880					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H](CO[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O)[C@@H](O)[C@H](O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O)[C@@H]4O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5NC(C)=O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:187881		
BASm0011881					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:187882		
BASm0011882					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5NC(C)=O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:187883		
BASm0011884	(Z)-glucobrassicin	Glucobrassicin belongs to the class of organic compounds known as alkylglucosinolates. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain. Glucobrassicin is an extremely weak basic (essentially neutral) compound (based on its pKa). Glucobrassicin is a bitter tasting compound. Outside of the human body, Glucobrassicin has been detected, but not quantified in, several different foods, such as cauliflowers, broccoli, horseradish, chinese mustards, and swedes. This could make glucobrassicin a potential biomarker for the consumption of these foods. A single glucosylation occurs attaching a glucose molecule to the indole hydroximate through a thioether linkage. Several derivatives of glucobrassicin are known. The biosynthesis of glucobrassicin begins with tryptophan produced through several steps from the Shikimic acid pathway compound, chorismic acid. The compound itself was first isolated from Brassica plants, hence the ending of the name. As for other glucosinolates, degradation by the enzyme myrosinase is expected to produce an isothiocyanate, indol-3-ylmethylisothiocyanate. However, a large number of other reaction products are known, and indole-3-carbinol is not the dominant degradation product when glucosinolate degradation takes place in crushed plant tissue or in intact plants. Currently, the following six derivatives are known from plants:1-Methoxyglucobrassicin (neoglucobrassicin)4-Hydroxyglucobrassicin4-Methoxyglucobrassicin1,4-Dimethoxyglucobrassicin1-Sulfoglucobrassicin6'-IsoferuloylglucobrassicinThe three first mentioned derivatives are as frequent in crucifers as glucobrassicin itself. Tryptophan is converted to indole-3-acetaldoxime (IAOx) by cytochrome p450 enzymes (the redundant CYP92B3 and CYP79B3 in Arabidopsis thaliana) using NADPH and molecular Oxygen. Glucobrassicin is expected to be in Cannabis as all living plants are known to produce and metabolize it.	4356-52-9	1		C16H19N2O9S2		DNDNWOWHUWNBCK-PIAXYHQTSA-M	447.0537461	CHEBI:187898		
BASm0011885	(Z)-2-(indol-3-yl)-1-thioacetohydroximate			Expected Solid		C10H9N2OS		NPTAQBFHUNRJAR-UHFFFAOYSA-M	205.0441077	CHEBI:187899		MMDBc0053358
BASm0011886	4-Methylthiobutylthiohydroximate					C5H10NOS2		LQVOUPXXRIMQIM-UHFFFAOYSA-M	164.0209299	CHEBI:187900		
BASm0011887	(2E,5Z,8Z,11Z,14Z,17Z)-icosahexaenoyl-CoA					C41H58N7O17P3S		VQZSGNHVCQFBNO-LITCGSSXSA-J	1045.28447	CHEBI:187901		
BASm0011888	quercetin 4'-O-beta-D-glucoside		20229-56-5			C21H19O12		OIUBYZLTFSLSBY-HMGRVEAOSA-M	463.0881996	CHEBI:187902		
BASm0011889	luteolin 4'-O-beta-D-glucoside		6920-38-3			C21H19O11		UHNXUSWGOJMEFO-QNDFHXLGSA-M	447.093285	CHEBI:187903		
BASm0011890	(22S)-22-hydroxysitosterol					C29H50O2		YCZQDKIUGZGCAN-REJZWNMHSA-N	430.3810809	CHEBI:187980		
BASm0011891	(indol-3-yl)acetyl-AMP					C20H20N6O8P		BCGXTVVDYBAZGZ-AEVYOOLXSA-M	503.1085722	CHEBI:188353		
BASm0011892	phenylacetyl-AMP					C18H19N5O8P		VUKDZGAUWUDQRZ-XKLVTHTNSA-M	464.0976732	CHEBI:188354		
BASm0011893	3-phenylsuccinyl-CoA					C31H39N7O19P3S		JYNPQBIODXWWLU-NVQRUNIKSA-I	938.1261721	CHEBI:188355		
BASm0011894	phenylsuccinate					C10H8O4		LVFFZQQWIZURIO-UHFFFAOYNA-L	192.0433559	CHEBI:188356		
BASm0011895	2-phenylsuccinyl-CoA					C31H39N7O19P3S		KODKGCNKVWLCNY-NVQRUNIKSA-I	938.1261721	CHEBI:188357		
BASm0011896	(S)-2-benzylsuccinate					C11H10O4		GTOFKXZQQDSVFH-VIFPVBQESA-L	206.059006	CHEBI:188358		
BASm0011897	(S)-2-benzylsuccinyl-CoA					C32H41N7O19P3S		KIRGTNPWUTXDFF-PNPVFPMQSA-I	952.1418222	CHEBI:188359		
BASm0011898	benzylmalonyl-CoA					C31H39N7O19P3S		DRQIVITWDNJGHP-LNSOOWQSSA-I	938.1261721	CHEBI:188360		
BASm0011899	(2-aminophenyl)succinate					C10H9NO4		BIMROQBWBJXECW-UHFFFAOYNA-L	207.0542549	CHEBI:188439		
BASm0011900	3-(2-aminophenyl)succinyl-CoA					C31H40N8O19P3S		IDPODWJLQAIJHH-YBHYYHSUSA-I	953.1370712	CHEBI:188440		
BASm0011901	2-(2-aminophenyl)succinyl-CoA					C31H40N8O19P3S		NHFKMGAXFSSTLU-YBHYYHSUSA-I	953.1370712	CHEBI:188441		
BASm0011902	(2-aminobenzyl)malonyl-CoA					C31H40N8O19P3S		XWMYAGMMKIDKPJ-DTKOOQATSA-I	953.1370712	CHEBI:188442		
BASm0011903	(E)-2-aminocinnamoyl-CoA					C30H39N8O17P3S		RXRIXPOZRFYPEQ-UIJMKMFPSA-J	908.1388683	CHEBI:188443		
BASm0011904	2-oxindole-3-acetate	xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid is found in brassicas. xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid is isolated from Ribes rubrum (currant), Brassica species and Helianthus annuus (sunflower). xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid is a product of catabolism of 1H-Indole-3-acetic acid <ht>BNC14-M</ht> in Zea mays (sweetcorn		Solid		C10H8NO3		ILGMGHZPXRDCCS-UHFFFAOYNA-M	190.0509667	CHEBI:188445	HMDB0035514	MMDBc0000708
BASm0011905	(2-oxoindol-3-yl)acetyl-CoA					C31H39N8O18P3S		FNICQZVXFBLDDL-KAXUAMJNSA-J	936.1337829	CHEBI:188446		
BASm0011907					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@H]([NH3+])Cc1ccccc1					CHEBI:188448		
BASm0011908					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@H]([NH3+])CC(=O)[O-]					CHEBI:188449		
BASm0011909					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@H](N)Cc1c[nH]c2ccccc12					CHEBI:188450		
BASm0011910	beta-ylangene					C15H24		UPVZPMJSRSWJHQ-XUPBQHKHSA-N	204.1878008	CHEBI:188453		
BASm0011911	2-aminobenzoyl-AMP					C17H18N6O8P		XZXXWUQOHYJTTC-XNIJJKJLSA-M	465.0929221	CHEBI:188464		
BASm0011912	(22S)-22-hydroxycholestanol					C27H48O2		IPYACDRNRIVGLI-DMUCZSEVSA-N	404.3654308	CHEBI:188465		
BASm0011913					*O[C@H]1[C@@H](O)[C@H](n2cnc3c(N(C)C(=O)N[C@H](C(=O)[O-])[C@@H](C)O)ncnc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:188470		
BASm0011914	6alpha-hydroxytyphasterol					C28H50O4		QQPPQQNYVDYNAA-VKTWQGKFSA-N	450.3709101	CHEBI:188495		
BASm0011915	3-dehydro-6alpha-hydroxyteasterone					C28H48O4		VIPVRXUSPSUXNI-XDMMOTQBSA-N	448.35526	CHEBI:188496		
BASm0011916	6alpha-hydroxyteasterone					C28H50O4		QQPPQQNYVDYNAA-QJZSHHPBSA-N	450.3709101	CHEBI:188499		
BASm0011917	(R)-benzodiazepinedione			Expected Solid		C18H15N3O2		AQDZAHJUWYRHGM-MRXNPFEDSA-N	305.1164267	CHEBI:188914		MMDBc0015501
BASm0011918	7-oxateasterone	2-deoxybrassinolide belongs to brassinolides and derivatives class of compounds. Those are cholestane based steroid lactones containing benzo[c]indeno[5,4-e]oxepin-3-one. 2-deoxybrassinolide is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 2-deoxybrassinolide can be found in common pea, green vegetables, and pulses, which makes 2-deoxybrassinolide a potential biomarker for the consumption of these food products. 	144071-55-6			C28H48O5		LLFIMDUWAVPJEJ-ADEPYQPQSA-N	464.3501746	CHEBI:188918		
BASm0011920	a (22S)-22-hydroxy C27-steroid					C27H48O		OLYXNPLLTCKGPC-SZMCTDDBSA-N	388.3705162	CHEBI:188920		
BASm0011922	a (22S)-22-hydroxy C28-steroid					C28H50O		XCYIMZFGSRPMQH-YVXPVVMSSA-N	402.3861662	CHEBI:188922		
BASm0011924	a (22S)-22-hydroxy C29-steroid					C29H52O		TVGPNLFBDBNZSL-GPVPRDKBSA-N	416.4018163	CHEBI:188924		
BASm0011925	clavatol				CC(=O)C1=CC(C)=C(O)C(C)=C1O	C10H12O3	InChI=1S/C10H12O3/c1-5-4-8(7(3)11)10(13)6(2)9(5)12/h4,12-13H,1-3H3	AMZNYVFIWCPUAY-UHFFFAOYSA-N	180.0786442	CHEBI:188925		
BASm0011926	hydroxyclavatol					C10H12O4		NZEIRBAZKZISJD-UHFFFAOYSA-N	196.0735589	CHEBI:188926		
BASm0011927	o-quinone methide					C10H10O3		KPYMODXRSSIYIB-UHFFFAOYSA-N	178.0629942	CHEBI:188927		
BASm0011928	hydroxyclavatol methyl ether			Expected Solid	COCC1=C(O)C(C)=CC(C(C)=O)=C1O	C11H14O4	InChI=1S/C11H14O4/c1-6-4-8(7(2)12)11(14)9(5-15-3)10(6)13/h4,13-14H,5H2,1-3H3	GKRZTNJKOXOWDK-UHFFFAOYSA-N	210.0892089	CHEBI:188928		MMDBc0019026
BASm0011929	hydroxyclavatol ethyl ether					C12H16O4		NQEKHQQEPLPUST-UHFFFAOYSA-N	224.104859	CHEBI:188929		
BASm0011930	(R)-5-methyl-tetronate					C5H5O3		JGAAAWQBYJNOIW-GSVOUGTGSA-M	113.0244176	CHEBI:188931		
BASm0011931	(S)-5-carboxymethyl-tetronate					C6H5O5		VDVHBZFWTAJSMR-BYPYZUCNSA-M	157.0142468	CHEBI:188932		
BASm0011932	2-hydroxy-4-methoxybenzoate		2237-36-7			C8H7O4		MRIXVKKOHPQOFK-UHFFFAOYSA-M	167.0349823	CHEBI:188933		
BASm0011933	penilactone D			Expected Solid		C16H14O8		UUIXAUNVUMHZTJ-NSHDSACASA-L	334.0699646	CHEBI:188934		MMDBc0025290
BASm0011934	peniphenone D			Expected Solid		C15H15O6		YLIUZRWENFNXMA-MRVPVSSYSA-M	291.0874118	CHEBI:188935		MMDBc0019426
BASm0011935	penilactone B			Expected Solid		C26H25O11		BZMBZYHOJLRPNO-LGIRGXTLSA-M	513.1402352	CHEBI:188936		MMDBc0016086
BASm0011936	penilactone A			Expected Solid	[H][C@]1(C)OC(=O)[C@@]2(CC3=C(O)C(C)=CC(C(C)=O)=C3O)CC3=C(O)C(=CC(C)=C3O[C@@]12O)C(C)=O	C25H26O9	InChI=1S/C25H26O9/c1-10-6-15(12(3)26)20(29)17(19(10)28)8-24-9-18-21(30)16(13(4)27)7-11(2)22(18)34-25(24,32)14(5)33-23(24)31/h6-7,14,28-30,32H,8-9H2,1-5H3/t14-,24-,25+/m1/s1	PJEDYQWLAZPOEC-ZIHYYHESSA-N	470.1576824	CHEBI:188937		MMDBc0006269
BASm0011937	6-deoxo-28-norteasterone		378795-16-5			C27H48O3		FHSVMYDBGPVTTJ-ZYHYDSQVSA-N	420.3603454	CHEBI:188985		
BASm0011938	6alpha-hydroxy-28-norteasterone					C27H48O4		ZZAPBLBSABULBK-FFMUGVTPSA-N	436.35526	CHEBI:188987		
BASm0011939	28-norteasterone	A brassinosteroid that is 6-deoxo-28-norteasterone carrying an oxo group at position 6.				C27H46O4		LEHNWZXASREXJG-ODJNXLQUSA-N	434.33961	CHEBI:188988		
BASm0011940	3-dehydro-6-deoxo-28-norteasterone					C27H46O3		VNYRYHUSEXFRBX-CAVUVSGNSA-N	418.3446953	CHEBI:188989		
BASm0011941	3-dehydro-6alpha-hydroxy-28-norteasterone					C27H46O4		OJTWEEFPSNPVQC-GFEZGRAESA-N	434.33961	CHEBI:188990		
BASm0011942	6-dehydro-28-norteasterone					C27H44O4		LEBLEEMZTVYEMR-YEDPTYDDSA-N	432.3239599	CHEBI:188991		
BASm0011943	6-deoxo-28-nortyphasterol	(3alpha,5alpha,22R,23R)-Cholestane-3,22,23-triol is found in garden tomato. (3alpha,5alpha,22R,23R)-Cholestane-3,22,23-triol is a constituent of tomato (Lycopersicon esculentum).	378795-16-5	Solid		C27H48O3		FHSVMYDBGPVTTJ-RXZLMXHMSA-N	420.3603454	CHEBI:188992	HMDB0039463	
BASm0011944	6alpha-hydroxy-28-nortyphasterol					C27H48O4		ZZAPBLBSABULBK-TVXOAMHSSA-N	436.35526	CHEBI:188993		
BASm0011945	28-nortyphasterol					C27H46O4		LEHNWZXASREXJG-GZKOXJRBSA-N	434.33961	CHEBI:188994		
BASm0011946	6-deoxo-28-norcastasterone					C27H48O4		LCZMVUQKRUXUPG-MFGLZFITSA-N	436.35526	CHEBI:188995		
BASm0011947	6alpha-hydroxy-28-norcastasterone					C27H48O5		OAYNXMLLFRHUSD-RRLWMNRQSA-N	452.3501746	CHEBI:188996		
BASm0011948	28-norcastasterone	28-norcastasterone belongs to tetrahydroxy bile acids, alcohols and derivatives class of compounds. Those are prenol lipids structurally characterized by a bile acid or alcohol which bears four hydroxyl groups. 28-norcastasterone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 28-norcastasterone can be found in a number of food items such as corn, tea, turnip, and broad bean, which makes 28-norcastasterone a potential biomarker for the consumption of these food products.	83464-85-1		[H][C@@]12CC[C@H]([C@H](C)[C@@H](O)[C@H](O)CC(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC(=O)[C@@]2([H])C[C@H](O)[C@H](O)C[C@]12C	C27H46O5	InChI=1S/C27H46O5/c1-14(2)10-23(30)25(32)15(3)17-6-7-18-16-11-21(28)20-12-22(29)24(31)13-27(20,5)19(16)8-9-26(17,18)4/h14-20,22-25,29-32H,6-13H2,1-5H3/t15-,16-,17+,18-,19-,20+,22-,23+,24+,25+,26+,27+/m0/s1	YNZRNENZMVIPBX-SCLBUMFYSA-N	450.3345246	CHEBI:188997	HMDB0301791	
BASm0011949	alpha-D-xylulofuranose					C5H10O5		LQXVFWRQNMEDEE-WISUUJSJSA-N	150.0528234	CHEBI:188998		
BASm0011950	N-methyldopaminechrome					C9H9NO2		AAKISOQUIWOBTP-UHFFFAOYSA-N	163.0633285	CHEBI:189001		
BASm0011951	dopaminechrome				O=C1C=C2CCNC2=CC1=O	C8H7NO2	InChI=1S/C8H7NO2/c10-7-3-5-1-2-9-6(5)4-8(7)11/h3-4,9H,1-2H2	XDEURYRPQDIBSL-UHFFFAOYSA-N	149.0476785	CHEBI:189002	HMDB0248311	
BASm0011952	5,6-dihydroxyindole-N-methyl					C9H9NO2		VXOSJAYSAUDUOR-UHFFFAOYSA-N	163.0633285	CHEBI:189003		
BASm0011953	3'-NADP(+)					C21H25N7O17P3		HRJGRSFNJUHUBY-NNYOXOHSSA-K	740.0536241	CHEBI:189004		
BASm0011954	nicotinate-adenine dinucleotide 3'-phosphate					C21H23N6O18P3		GFNQFHVWGPUVBW-HISDBWNOSA-J	740.0303632	CHEBI:189005		
BASm0011955	GDP-D-glycero-4-keto-alpha-D-lyxo-heptose					C17H23N5O17P2		AOEYBRKHIQUFGO-BGTMOGMYSA-L	631.0575155	CHEBI:189049		
BASm0011956	20beta-dihydrocorticosterone					C21H32O4		DCMCEXCRUWBAFV-LDGASQGZSA-N	348.2300595	CHEBI:189050	HMDB0186453	
BASm0011957	(2S)-[(R)-hydroxy(phenyl)methyl]succinyl-CoA					C32H41N7O20P3S		DVSQFPLMOLPRDU-WCROGVKBSA-I	968.1367368	CHEBI:189059		
BASm0011958	(S)-2-benzoylsuccinyl-CoA	An acyl-CoA(4-) arising from deprotonation of the phosphate, diphosphate and carboxy groups of (S)-2-benzoylsuccinyl-CoA.				C32H39N7O20P3S		SGNPJINSCKFITG-BBJTXHABSA-I	966.1210868	CHEBI:189060		
BASm0011959	cholesteryl 3-beta-D-galactoside					C33H56O6		FSMCJUNYLQOAIM-YQDUOBHUSA-N	548.4076895	CHEBI:189066		
BASm0011960	cholesteryl 3-beta-D-xyloside					C32H54O5		UOCVCGQIJOLRSA-INKJFGPASA-N	518.3971248	CHEBI:189067		
BASm0011962	beta-D-xylosyl-(1<->1')-N-(9Z-octadecenoyl)-sphing-4-enine					C41H77NO7		DFXVGNVLVOXYBX-QTCJPVROSA-N	695.5700038	CHEBI:189081		
BASm0011963	L-fucono-1,4-lactone					C6H10O5		VASLEPDZAKCNJX-NEEWWZBLSA-N	162.0528234	CHEBI:189082		
BASm0011964	1D-myo-inositol 3,4,6-trisphosphate	myo-Inositol 1,4,5-trisphosphate (CAS: 20298-95-7), also known as Ins(1,4,5)P3 or InsP3, is an intracellular messenger formed by the action of phospholipase C on phosphatidylinositol 4,5-bisphosphate, which is one of the phospholipids that make up the cell membrane (PMID: 22453946). It is released into the cytoplasm where it releases calcium ions from internal stores within the cell's endoplasmic reticulum. These calcium ions stimulate the activity of B kinase or calmodulin (PMID: 15189149). Its transient accumulation is due both to the enhanced metabolism via the Ca2+-calmodulin-sensitive Ins(1,4,5)P3 kinase, as well as a down-regulation of phosphatidylinositol 4,5-bisphosphate hydrolysis (PMID: 3041962). It is a major regulator of apoptotic signalling driving calcium (Ca2+) transients from the endoplasmic reticulum to mitochondria, thereby establishing a functional and physical link between these organelles. It also regulates autophagy through the interaction with Beclin 1 complex, and in particular, its inhibition/depletion strongly induces macroautophagy (PMID: 19325567). In addition, recent evidence suggests that the penetrating sperm delivers into mammalian eggs a novel isoform of phospholipase C (PLC), which promotes the formation of inositol 1,4,5-trisphosphate (PMID: 15362223).	88269-39-0	Solid		C6H9O15P3		MMWCIQZXVOZEGG-GSRZWBRNSA-H	413.9187221	CHEBI:189099	HMDB0001498	MMDBc0032957
BASm0011965	gamma-L-glutamyl-(2S)-2-aminobutanoate			Expected Solid		C9H15N2O5		FUZOZPRKGAXGOB-WDSKDSINSA-M	231.0986452	CHEBI:189406		MMDBc0049443
BASm0011966	2-carboxy-L-lyxonolactone					C6H7O7		ZNJUNWARRIXWAA-IKABJLMCSA-M	191.0197261	CHEBI:189412		
BASm0011967	beta-D-Man-(1->4)-[alpha-D-Gal-(1->6)]-beta-D-Man-(1->4)-beta-D-Man-(1->4)-D-Man					C30H52O26		AKFRFUPYIPBPQQ-IZJUMBLGSA-N	828.2746818	CHEBI:189417		
BASm0011968	alpha-D-Gal-(1->6)-beta-D-Man-(1->4)-beta-D-Man-(1->4)-D-Man					C24H42O21		FPBCRLIOSBQLHS-KOYNTSQSSA-N	666.2218584	CHEBI:189418		
BASm0011969	3-chloro-L-tyrosine	3-Chlorotyrosine, a specific marker of myeloperoxidase-catalyzed oxidation, is markedly elevated in low density lipoprotein isolated from human atherosclerotic intima. (PMID 9151778). In particular, myeloperoxidase halogenates tyrosine residues in plasma proteins and and generates 3-chlorotyrosine (CY). The detection of free chlorotyrosine in blood or urine arises from the degradation of these chlorinated proteins. CY concentrations may be useful for monitoring the activation of neutrophils in asthmatic patients (PMID 15196282).	7423-93-0	Solid		C9H10ClNO3		ACWBBAGYTKWBCD-ZETCQYMHSA-N	215.0349209	CHEBI:189422	HMDB0001885	
BASm0011970	3-bromo-L-tyrosine		54788-30-6			C9H10BrNO3		HGWOSUKIFQMEIF-ZETCQYMHSA-N	258.984406	CHEBI:189423		
BASm0011971	N-hexadecanoyl-3-oxosphinganine					C34H67NO3		KOBCXJLOSVLMFJ-YTTGMZPUSA-N	537.512095	CHEBI:189534		
BASm0011972	N-acyl-3-oxosphinganine				*C(=O)N[C@@H](CO)C(=O)CCCCCCCCCCCCCCC					CHEBI:189535		
BASm0011973	N-tetradecanoyl-3-oxosphinganine					C32H63NO3		LGVOWFDBBQAFOS-PMERELPUSA-N	509.4807949	CHEBI:189536		
BASm0011974	N-dodecanoyl-3-oxosphinganine					C30H59NO3		CPHUADCSSNYTPL-NDEPHWFRSA-N	481.4494948	CHEBI:189537		
BASm0011975	N-decanoyl-3-oxosphinganine					C28H55NO3		HFJACIFXJWXLFZ-SANMLTNESA-N	453.4181946	CHEBI:189538		
BASm0011976	N-octanoyl-3-oxosphinganine					C26H51NO3		URVYCCDCBZCAJG-DEOSSOPVSA-N	425.3868945	CHEBI:189539		
BASm0011977	N-octadecanoyl-3-oxosphinganine					C36H71NO3		GEETWOIPZNDIGH-UMSFTDKQSA-N	565.5433952	CHEBI:189540		
BASm0011978	N-eicosanoyl-3-oxosphinganine					C38H75NO3		HQZDACGDHBRUFJ-BHVANESWSA-N	593.5746953	CHEBI:189541		
BASm0011979	N-docosanoyl-3-ketodihydrosphingosine					C40H79NO3		FESKEHGEZATRNN-LHEWISCISA-N	621.6059954	CHEBI:189542		
BASm0011980	N-tetracosanoyl-3-oxosphinganine					C42H83NO3		AOIWIVYVNRDQBB-FAIXQHPJSA-N	649.6372955	CHEBI:189543		
BASm0011981	N-(9Z-hexadecenoyl)-3-oxosphinganine					C34H65NO3		ZUTNFFQGTRZIQE-ZMHHRVERSA-N	535.496445	CHEBI:189544		
BASm0011982	(2E,6E,10E)-geranylgeranial					C20H32O		AVHRJMXIKKJVHG-QIRCYJPOSA-N	288.2453157	CHEBI:189549		
BASm0011983	[(2E,6E,10E)-geranylgeranyl]-L-cysteine					C23H39NO2S		ZVHYBHXYDZELLD-REPDADMKSA-N	393.2701507	CHEBI:189554		
BASm0011984					*O[C@H]1C[C@H](n2cnc3c(N)[n+](CC)cnc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:189555		
BASm0011985	3-hydroxyphenylacetyl-CoA					C29H38N7O18P3S		WOPRCGRQVLJGCX-CECATXLMSA-J	897.1228839	CHEBI:189556		
BASm0011986	4-hydroxyphenylacetyl-CoA					C29H38N7O18P3S		GPCAQTOAAYEBGJ-CECATXLMSA-J	897.1228839	CHEBI:189557		
BASm0011987	3,4-dihydroxyphenylacetyl-CoA					C29H38N7O19P3S		BWFUCVJSCADRJW-CECATXLMSA-J	913.1177985	CHEBI:189558		
BASm0011988	(3,5-dihydroxyphenyl)acetate	3, 5-dihydroxyphenylacetic acid is classified as a member of the resorcinols. Resorcinols are compounds containing a resorcinol moiety, which is a benzene ring bearing two hydroxyl groups at positions 1 and 3. 3, 5-dihydroxyphenylacetic acid is considered to be a slightly soluble (in water) and a weak acidic compound. 3, 5-dihydroxyphenylacetic acid can be found in humans.				C8H7O4		IOVOJJDSFSXJQN-UHFFFAOYSA-M	167.0349823	CHEBI:189559	HMDB0094709	
BASm0011989	2''-O-lipoyl-ADP-D-ribose					C23H33N5O15P2S2		QVYAUSLTHSZPGE-PTDMADCPSA-L	745.0900789	CHEBI:189572		
BASm0011990	2''-O-biotinyl-ADP-D-ribose					C25H35N7O16P2S		GCWCBBFOEBTFCM-ZRNDBVKMSA-L	783.1347204	CHEBI:189573		
BASm0011991	1-O-alkyl-2-acetyl-3-acylglycerol				*OCC(COC(*)=O)OC(C)=O					CHEBI:189574		
BASm0011992					*O[C@H]1C[C@H](n2cnc3c2ncn2ccnc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:189583		
BASm0011993					*O[C@H]1C[C@H](n2ccc3nccn3c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:189585		
BASm0011994					*O[C@H]1C[C@H](n2cnc3c(=O)n4cc[nH]c4nc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:189586		
BASm0011995	N,N-dimethylsphing-4-enine		30632-11-2			C20H42NO2		YRXOQXUDKDCXME-YIVRLKKSSA-O	328.321006	CHEBI:189587		
BASm0011996					*N[C@H](C(*)=O)[C@@H](C)O[C@@H]1O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]1O					CHEBI:189631		
BASm0011997					*N[C@@H](CO[C@@H]1O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]1O)C(*)=O					CHEBI:189632		
BASm0011998					*N[C@@H](CO[C@@H]1O[C@@H](C)[C@@H](O)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@@H]1O)C(*)=O					CHEBI:189633		
BASm0011999					*N[C@H](C(*)=O)[C@@H](C)O[C@@H]1O[C@@H](C)[C@@H](O)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@@H]1O					CHEBI:189634		
BASm0012000					*N[C@H](C(*)=O)[C@@H](C)O[C@@H]1O[C@@H](C)[C@@H](O)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]1O					CHEBI:189636		
BASm0012001					*N[C@@H](CO[C@@H]1O[C@@H](C)[C@@H](O)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]1O)C(*)=O					CHEBI:189637		
BASm0012002					*N[C@H](C(*)=O)[C@@H](C)O[C@@H]1O[C@@H](C)[C@@H](O)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@@H]1O					CHEBI:189638		
BASm0012003					*N[C@@H](CO[C@@H]1O[C@@H](C)[C@@H](O)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@@H]1O)C(*)=O					CHEBI:189639		
BASm0012004	(R)-normetanephrine					C9H14NO3		YNYAYWLBAHXHLL-QMMMGPOBSA-O	184.0968197	CHEBI:189645		
BASm0012005	(R)-metanephrine		5001-33-2	Expected Solid	[H]OC1=C(OC([H])([H])[H])C([H])=C(C([H])=C1[H])[C@@]([H])(O[H])C([H])([H])[N+]([H])([H])C([H])([H])[H]	C10H16NO3	InChI=1S/C10H15NO3/c1-11-6-9(13)7-3-4-8(12)10(5-7)14-2/h3-5,9,11-13H,6H2,1-2H3/p+1/t9-/m0/s1	JWJCTZKFYGDABJ-VIFPVBQESA-O	198.1124698	CHEBI:189646	HMDB0004063	MMDBc0049773
BASm0012006	2''-O-hexadecanoyl-ADP-D-ribose					C31H51N5O15P2		KFLCWQDLOJLOAV-PPZPTHIZSA-L	795.2867871	CHEBI:189673		
BASm0012007	2''-O-tetradecanoyl-ADP-D-ribose					C29H47N5O15P2		UIDOGMGTRGOBRS-XTIGVTNDSA-L	767.255487	CHEBI:189674		
BASm0012008	2''-O-dodecanoyl-ADP-D-ribose					C27H43N5O15P2		JNNOTBZHIYZBTB-JVCKPCHYSA-L	739.2241869	CHEBI:189687		
BASm0012009	2''-O-decanoyl-ADP-D-ribose					C25H39N5O15P2		OWVFTUODSKMWAZ-GMCRMSNUSA-L	711.1928867	CHEBI:189688		
BASm0012010	2''-O-octanoyl-ADP-D-ribose					C23H35N5O15P2		HMQLJKZQKUITKI-IUHSBPRQSA-L	683.1615866	CHEBI:189693		
BASm0012011	1-octadecanoyl-2-acyl-sn-glycero-3-phosphoethanolamine				*C(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCCC)COP(=O)([O-])OCC[NH3+]					CHEBI:189703		
BASm0012012	ophthalmate		495-27-2			C11H18N3O6		JCMUOFQHZLPHQP-BQBZGAKWSA-M	288.1201089	CHEBI:189750		
BASm0012013	2''-O-hexanoyl-ADP-D-ribose					C21H31N5O15P2		VCCDTGOUZKULQV-XOIFJVBMSA-L	655.1302865	CHEBI:189844		
BASm0012014	1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-N-methylethanolamine	PE-NMe(18:2(9Z,12Z)/18:2(9Z,12Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(18:2(9Z,12Z)/18:2(9Z,12Z)), in particular, consists of two 9Z,12Z-octadecadienoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. This compound is expected to be in Cannabis as all living plants are known to produce and metabolize it.		1		C42H76NO8P		OTAOWKWQWVDLPA-OZPUJIEZSA-N	753.5308554	CHEBI:189848		
BASm0012015	1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho-N,N-dimethylethanolamine	PE-NMe2(18:2(9Z,12Z)/18:2(9Z,12Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(18:2(9Z,12Z)/18:2(9Z,12Z)), in particular, consists of two 9Z,12Z-octadecadienoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. This compound is expected to be in Cannabis as all living plants are known to produce and metabolize it.		1		C43H78NO8P		OUZIZLCUHUZKOQ-GKEUTSOASA-N	767.5465055	CHEBI:189849		
BASm0012016					*N[C@@H](CCCCNC(=O)CCCCC)C(*)=O					CHEBI:189850		
BASm0012017					*N[C@@H](CCCCNC(=O)CCCCCCC/C=C\CCCCCC)C(*)=O					CHEBI:189851		
BASm0012018					*N[C@@H](CCCCNC(*)=O)C(*)=O					CHEBI:189854		
BASm0012019					*C(=O)[C@H](CCCC[NH3+])NC(=O)C[NH3+]					CHEBI:189855		
BASm0012020					*C(=O)[C@H](CCCCNC(=O)CCCCCCCCCCCCC)NC(=O)C[NH3+]					CHEBI:189856		
BASm0012021	4-deoxy-4-sulfo-D-erythrose					C4H7O6S		PJVQIWBXSIOYLU-IUYQGCFVSA-M	182.9968827	CHEBI:189857		
BASm0012022	1,2-di-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphoethanolamine	PE(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)), in particular, consists of two chains of a-linolenic acid at the C-1 and C-2 positions. The a-linolenic acid moieties are derived from seed oils, especially canola and soybean oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC	C41H70NO8P	InChI=1S/C41H70NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5-8,11-14,17-20,39H,3-4,9-10,15-16,21-38,42H2,1-2H3,(H,45,46)/b7-5-,8-6-,13-11-,14-12-,19-17-,20-18-/t39-/m1/s1	WIHSZOXPODIZSW-KJIWEYRQSA-N	735.4839047	CHEBI:189858	HMDB0009161	
BASm0012023	1,2-di-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phospho-N-methylethanolamine	PE-NMe(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)), in particular, consists of two 9Z,12Z,15Z-octadecatrienoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. This compound is expected to be in Cannabis as all living plants are known to produce and metabolize it.		1		C42H72NO8P		DCGZAURDQLFITG-RANGPUTESA-N	749.4995553	CHEBI:189859		
BASm0012024	1,2-di-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phospho-N,N-dimethylethanolamine	PE-NMe2(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)), in particular, consists of two 9Z,12Z,15Z-octadecatrienoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. This compound is expected to be in Cannabis as all living plants are known to produce and metabolize it.		1		C43H74NO8P		NHTLNXKTYAMULV-WBFRYJMQSA-N	763.5152053	CHEBI:189860		
BASm0012025	1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phospho-N-methylethanolamine	PE-NMe(16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and it is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids are ubiquitous in nature. They are key components of the cell lipid bilayer and are involved in metabolism and signaling.		Solid		C44H76NO8P		TWKFKYIDQXCADO-HUGOHECISA-N	777.5308554	CHEBI:189861	HMDB0113058	
BASm0012026	1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phospho-N,N-dimethylethanolamine	PE-NMe2(16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and it is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe2(16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids are ubiquitous in nature. They are key components of the cell lipid bilayer and are involved in metabolism and signaling.		Solid		C45H78NO8P		MAEOLZGXEMAHLZ-REGBRMSYSA-N	791.5465055	CHEBI:189862	HMDB0113959	
BASm0012027	Met-enkephalin	Metenkefalin  is an endogenous opioid and beta-endorphin.[A23225] It has been shown to reduce chromosomal abberations in patients with multiple sclerosis.[A2321] Metenkefalin, along with [tridecactide], are under investigation as an immunomodulatory therapy for moderate to severe COVID-19.[L13874,L13877]	58569-55-4		CSCC[C@H](NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)CNC(=O)CNC(=O)[C@@H](N)CC1=CC=C(O)C=C1)C(O)=O	C27H35N5O7S	InChI=1S/C27H35N5O7S/c1-40-12-11-21(27(38)39)32-26(37)22(14-17-5-3-2-4-6-17)31-24(35)16-29-23(34)15-30-25(36)20(28)13-18-7-9-19(33)10-8-18/h2-10,20-22,33H,11-16,28H2,1H3,(H,29,34)(H,30,36)(H,31,35)(H,32,37)(H,38,39)/t20-,21-,22-/m0/s1	YFGBQHOOROIVKG-FKBYEOEOSA-N	573.2257197	CHEBI:189868		
BASm0012028	Met-enkephalin-Arg-Phe					C42H57N10O9S		KTQKWSPZOZKAEE-LJADHVKFSA-O	877.4025211	CHEBI:189869	HMDB0254488	
BASm0012029	L-arginyl-L-phenylalanine	Arginylphenylalanine is a dipeptide composed of arginine and phenylalanine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.	2047-13-4	Solid		C15H24N5O3		PQBHGSGQZSOLIR-RYUDHWBXSA-O	322.1873661	CHEBI:189870	HMDB0028716	
BASm0012030	3-(6-sulfo-alpha-D-quinovosyl)glycerol					C9H17O10S		JTXHNMDHGMNPEG-NZJLWHDDSA-M	317.0547915	CHEBI:190012		
BASm0012031	6-dehydro-D-glucose					C6H10O6		LABWFKZNXLWHGQ-GASJEMHNSA-N	178.047738	CHEBI:190013		
BASm0012032	4-deoxy-4-sulfo-D-erythrulose					C4H7O6S		IBQFBVHKUPRSDO-SCSAIBSYSA-M	182.9968827	CHEBI:190015		
BASm0012033	6-sulfo-D-rhamnose			Expected Solid		C6H11O8S		QFBWOLBPVQLZEH-QTVWNMPRSA-M	243.0180121	CHEBI:190019		MMDBc0055612
BASm0012034	2-deoxy-alpha-D-ribose 1,5-bisphosphate					C5H8O10P2		GBXLSZYXQQKEER-VPENINKCSA-J	289.9614648	CHEBI:190126		
BASm0012035	alpha-D-mannose 1,6-bisphosphate	Alpha-D-glucose 1,6-bisphosphate is considered to be a major regulator of carbohydrate metabolism. Glucose 1,6-diphosphate (G 1,6-P2) have been recognized as a regulatory signal implicated in the control of metabolism, oxygen affinity of red cells and other cellular functions. G 1,6-P2 is a potent allosteric activator of phosphofructokinase.	10139-18-1	Solid		C6H10O12P2		RWHOZGRAXYWRNX-RWOPYEJCSA-J	335.9669441	CHEBI:190127	HMDB0003514	MMDBc0029719
BASm0012036	4-methylaminobutanal					C5H12NO		PJZBKCVVFPTFAW-UHFFFAOYSA-O	102.0913404	CHEBI:190141		
BASm0012037	(S)-nornicotine					C9H13N2		MYKUKUCHPMASKF-VIFPVBQESA-O	149.1073248	CHEBI:190184		
BASm0012038	S-methylmercury-L-cysteine					C4H9HgNO2S		OMYFBIZVJYGJJA-JIZZDEOASA-M	337.006043	CHEBI:190186		
BASm0012039	cordypyrone A					C22H28O3		KEUFXCOYUXJBSZ-FLTLSNBBSA-N	340.2038448	CHEBI:190187		
BASm0012040	cordypyrone B					C22H28O4		SJIXRAZKFFPFAN-AKDBFBRESA-N	356.1987594	CHEBI:190188		
BASm0012041	androst-5-ene-diol 3-sulfate					C19H29O5S		HXJFCUUBVWOORF-LOVVWNRFSA-M	369.1741188	CHEBI:190287	HMDB0248416	
BASm0012042	hispidin			Expected Solid		C13H9O5		SGJNQVTUYXCBKH-HNQUOIGGSA-M	245.045547	CHEBI:190288		MMDBc0006320
BASm0012043	3-hydroxyhispidin					C13H9O6		KBZZJHPTCGVLDQ-HNQUOIGGSA-M	261.0404616	CHEBI:190289		
BASm0012044	(E)-caffeoylpyruvate					C12H9O6		IQCMUVAMSBTUJE-KFSGTSSPSA-M	249.0404616	CHEBI:190290		
BASm0012045	4-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-1,7-dihydroxy-2,3,5-trioxabicyclo[2.2.2]oct-7-en-6-one					C13H9O8		YKRIHJNBOCNWST-ONEGZZNKNA-M	293.0302908	CHEBI:190291		
BASm0012046	trihazone A					C20H24O6		VWAWGKGDNFIWJF-VXXNQEJFNA-L	360.1583857	CHEBI:190400		
BASm0012047	trihazone D					C19H23O4		PTUUXHJGEXBFMW-DLKPQKIYNA-M	315.1601828	CHEBI:190401		
BASm0012048	17beta-estradiol 17-sulfate					C18H23O5S		JSUDNGPWAXYETN-ZBRFXRBCSA-M	351.1271686	CHEBI:190469	HMDB0155415	
BASm0012049	epitestosterone 17-sulfate		651-45-6	Expected Solid		C19H27O5S		WAQBISPOEAOCOG-KZYORJDKSA-M	367.1584687	CHEBI:190485	HMDB0002833	MMDBc0048316
BASm0012050	testosterone 17-sulfate		651-45-6	Expected Solid	[H]C1=C2C([H])([H])C([H])([H])[C@@]3([H])[C@]4([H])C([H])([H])C([H])([H])[C@]([H])(OS([O-])(=O)=O)[C@@]4(C([H])([H])[H])C([H])([H])C([H])([H])[C@]3([H])[C@@]2(C([H])([H])[H])C([H])([H])C([H])([H])C1=O	C19H27O5S	InChI=1S/C19H28O5S/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(24-25(21,22)23)19(15,2)10-8-16(14)18/h11,14-17H,3-10H2,1-2H3,(H,21,22,23)/p-1/t14-,15-,16-,17-,18-,19-/m0/s1	WAQBISPOEAOCOG-DYKIIFRCSA-M	367.1584687	CHEBI:190489	HMDB0002833	MMDBc0048316
BASm0012051	2alpha-hydroxytaxusin	A taxane diterpenoid that is taxusin substituted by a hydroxy group at position 2alpha.				C28H40O9		SCJZVZRWMAAWIK-IMWBZJKQSA-N	520.2672329	CHEBI:190505		
BASm0012052	2alpha,7beta-dihydroxytaxusin	A taxane diterpenoid that is taxusin substituted by hydroxy groups at positions 2alpha and 7beta.				C28H40O10		VWTJGLYGEBYALH-LNLYLEBQSA-N	536.2621475	CHEBI:190506		
BASm0012053	Leu-enkephalin	Enkephalin L is an opioid peptide. Opioid peptides are a group of neuropeptides which include enkephalins, endorphins and dynorphins. In addition to their central and peripheral antinociceptive function, opioids can modulate immune activity and cell proliferation. Enkephalins typically have a turnover rate measured in seconds to minutes, both in vivo and in vitro, and this stability is related to the age of the cell system under study. It is noteworthy that the residues most essential to enkephalin function are also either neurotransmitters themselves (glycine) or immediate precursors of L-Dopa, dopamine and norepinephrine (tyrosine and phenylalanine). The variable fifth amino acid leucine (leu5) or methionine (met5) has not yet been assigned any neurotransmitter candidacy. Again, this suggests that enkephalin is polyfunctional in that, in its intact state it elicits binding to the same sites in the brain as morphine and other opiates, and its degradation products have a potential for follow-up accessory functions by reacting as signaling entities themselves, or as the immediate precursors to inhibitory or metabotropic neurotransmitters. Enkephalins are present in macrophages infiltrating the dermal papillae in involved psoriatic skin and that the amount of enkephalin is significantly increased in involved psoriatic skin. Major enkephalin pathways in the brain involve the extrapyramidal system, including motor pathways controlled by the basal ganglia, the limbic system that governs emotional and behavioral control, and the hypothalamic-neuroendocrine axis. The apparent overlap of localization within the central nervous system of dopaminergic, glycinergic, and enkephalinergic pathways is speculated to be of neurophysiological significance, especially in light of the relatively short half-life of the enkephalins and the immediate precursor-product relationship between tyrosine and dopamine, and glycinergic signaling. Enkephalins are released into the bloodstream of mammals by the adrenal medulla. Once they are in the blood, these peptides undergo a fairly rapid hydrolysis by several plasma-contained enzymes. However, a fraction of the enkephalins present in the plasma are bound to the serum albumin, and the bound peptides are almost completely intact even after a long incubation in the presence of serum enzymes. (PMID: 9450624, 16802191, 4069309).	14-18-6	Solid	CC(C)C[C@H](NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)CNC(=O)CNC(=O)[C@@H](N)CC1=CC=C(O)C=C1)C(O)=O	C28H37N5O7	InChI=1S/C28H37N5O7/c1-17(2)12-23(28(39)40)33-27(38)22(14-18-6-4-3-5-7-18)32-25(36)16-30-24(35)15-31-26(37)21(29)13-19-8-10-20(34)11-9-19/h3-11,17,21-23,34H,12-16,29H2,1-2H3,(H,30,35)(H,31,37)(H,32,36)(H,33,38)(H,39,40)/t21-,22-,23-/m0/s1	URLZCHNOLZSCCA-VABKMULXSA-N	555.2692986	CHEBI:190689	HMDB0001045	
BASm0012054	6-(N-acetyl-alpha-D-glucosaminyl)-(1-octadecanoyl,2-(9Z)-octadecenoyl-sn-glycero-3-phospho)-1D-myo-inositol					C53H97NO18P		USJMLBSSFFVDQB-BTVXTOJRSA-M	1066.644876	CHEBI:190690		
BASm0012055	6-(alpha-D-glucosaminyl)-(1-octadecanoyl,2-(9Z)-octadecenoyl-sn-glycero-3-phospho)-1D-myo-inositol					C51H96NO17P		JVSBGAUKBXMXFL-GYCGEYASSA-N	1025.641588	CHEBI:190691		
BASm0012056	substance P		148465-45-6			C63H101N18O13S		ADNPLDHMAVUMIW-CUZNLEPHSA-Q	1349.749976	CHEBI:190692		
BASm0012057	substance P(1-9)					C52H79N15O12		FVHHQLNFRHVTSN-TZPCGENMSA-P	1105.602166	CHEBI:190693		
BASm0012058	substance P(1-8)					C50H76N14O11		ADYNSUPPHKMQGI-FDISYFBBSA-P	1048.580702	CHEBI:190694		
BASm0012059	substance P(1-7)					C41H67N13O10		KPHDBQWTCKBKIL-XIJWKTHWSA-P	901.5122883	CHEBI:190695	HMDB0258530	
BASm0012060	substance P(1-6)					C32H58N12O9		UFTDINHLCHPVEW-LLINQDLYSA-P	754.4438743	CHEBI:190696		
BASm0012061	L-Phe-L-Phe-Gly-L-Leu-L-Met-NH2	A peptide cation that is the conjugate acid of L-Phe-L-Phe-Gly-L-Leu-L-Met-NH2, arising from the protonation of the N-terminal amino group. Major species at pH 7.3.				C31H45N6O5S		RBKYMAQIAMFDOE-CQJMVLFOSA-O	613.3166662	CHEBI:190697		
BASm0012062	L-Phe-Gly-L-Leu-L-Met-NH2	A peptide cation that is the conjugate acid of L-Phe-Gly-L-Leu-L-Met-NH2, arising from the protonation of the N-terminal amino group. Major species at pH 7.3.				C22H36N5O4S		JIJRURCWBONLPN-BZSNNMDCSA-O	466.2482523	CHEBI:190698		
BASm0012063	Gly-L-Leu-L-Met-NH2	A peptide cation that is the conjugate acid of Gly-L-Leu-L-Met-NH2, arising from the protonation of the N-terminal amino group. Major species at pH 7.3.				C13H27N4O3S		RLXSTJVYBMNHEP-UWVGGRQHSA-O	319.1798383	CHEBI:190699		
BASm0012064	L-Leu-L-Met-NH2	A peptide cation that is the conjugate acid of L-Leu-L-Met-NH2, arising from the protonation of the N-terminal amino group. Major species at pH 7.3.				C11H24N3O2S		FMHTVEOMIPKKJG-IUCAKERBSA-O	262.1583746	CHEBI:190700		
BASm0012065	goralatide		120081-14-3			C20H32N5O9		HJDRXEQUFWLOGJ-AJNGGQMLSA-M	486.2205512	CHEBI:190701		
BASm0012066	N-acetyl-L-seryl-L-aspartate			Expected Solid		C9H12N2O7		GFPWFSOXDSNMDC-WDSKDSINSA-L	260.0655479	CHEBI:190702		MMDBc0049444
BASm0012067	L-lysyl-L-proline	Lysylproline is a dipeptide composed of lysine and proline. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.	52766-27-5	Solid		C11H22N3O3		AIXUQKMMBQJZCU-IUCAKERBSA-O	244.165568	CHEBI:190703	HMDB0028959	
BASm0012068	neurotensin(1-11)					C66H100N19O18		CUQGKXAMPVUPEU-TZIGXLGFSA-O	1446.748824	CHEBI:190704	HMDB0255567	
BASm0012069	neurotensin(1-10)					C57H91N18O16		HRJVZMYUVJBTHQ-NUDUWCFGSA-O	1283.685495	CHEBI:190705		
BASm0012070	L-isoleucyl-L-leucine	Isoleucyl-Leucine is a dipeptide composed of isoleucine and leucine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an 'Expected' metabolite.		Solid		C12H24N2O3		JWBXCSQZLLIOCI-GUBZILKMSA-N	244.1786926	CHEBI:190706	HMDB0028911	
BASm0012071	L-tyrosyl-L-isoleucyl-L-leucine					C21H33N3O5		HVPPEXXUDXAPOM-MGHWNKPDSA-N	407.2420212	CHEBI:190707		
BASm0012072	L-tyrosylglycylglycine					C13H17N3O5		HIINQLBHPIQYHN-JTQLQIEISA-N	295.1168207	CHEBI:190708	HMDB0247865	
BASm0012073	L-phenylalanyl-L-methionine	Phenylalanylmethionine is a dipeptide composed of phenylalanine and methionine. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.	15080-84-9	Solid	CSCC[C@H](NC(=O)[C@@H](N)CC1=CC=CC=C1)C(O)=O	C14H20N2O3S	InChI=1S/C14H20N2O3S/c1-20-8-7-12(14(18)19)16-13(17)11(15)9-10-5-3-2-4-6-10/h2-6,11-12H,7-9,15H2,1H3,(H,16,17)(H,18,19)/t11-,12-/m0/s1	PYOHODCEOHCZBM-RYUDHWBXSA-N	296.1194637	CHEBI:190709	HMDB0029001	
BASm0012074	L-phenylalanyl-L-leucine			Expected Solid		C15H22N2O3		RFCVXVPWSPOMFJ-STQMWFEESA-N	278.1630426	CHEBI:190710		MMDBc0049465
BASm0012075	dihydro-6-demethylsterigmatocystin		30517-66-9			C17H12O6		WUSMTEDKVPWFDN-BWKAKNAASA-N	312.0633881	CHEBI:190744		
BASm0012076					*O[C@H]1C[C@H](n2cc(CO)c(=O)[nH]c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:190917		
BASm0012077					*O[C@H]1C[C@H](n2cc(COP(=O)([O-])[O-])c(=O)[nH]c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:190918		
BASm0012078					*O[C@H]1C[C@H](n2cc(C[NH2+]CC(=O)[O-])c(=O)[nH]c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:190919		
BASm0012079					*O[C@H]1C[C@H](n2cc(C[NH2+]CCCC[NH3+])c(=O)[nH]c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:190920		
BASm0012080					*O[C@H]1C[C@H](n2cc(COC[C@H]([NH3+])C(=O)[O-])c(=O)[nH]c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:190922		
BASm0012081					*O[C@H]1C[C@H](n2cc(COCC[NH3+])c(=O)[nH]c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:190923		
BASm0012082					*O[C@H]1C[C@H](n2cc(CC([NH3+])C(=O)[O-])c(=O)[nH]c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:190924		
BASm0012083					*O[C@H]1C[C@H](n2cc(CC[NH3+])c(=O)[nH]c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:190925		
BASm0012084					*O[C@H]1C[C@H](n2cc(C[NH3+])c(=O)[nH]c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:190926		
BASm0012085					*O[C@H]1C[C@H](n2cc(CNC(C)=O)c(=O)[nH]c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:190928		
BASm0012086	3-nitrobenzyl alcohol					C7H7NO3		CWNPOQFCIIFQDM-UHFFFAOYSA-N	153.0425931	CHEBI:191016		
BASm0012087					*O[C@H]1C[C@H](n2cc(C)c(=O)n([C@H]3O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]4O[C@@H](n5cnc6c(N)ncnc65)[C@H](O)[C@@H]4O)[C@@H](O)[C@H]3O)c2=O)O[C@@H]1COP(*)(=O)[O-]					CHEBI:191199		
BASm0012089	L-lysyl-glycine					C8H18N3O3		HGNRJCINZYHNOU-LURJTMIESA-O	204.1342679	CHEBI:191202		
BASm0012090	L-aspartyl-glycine					C6H9N2O5		JHFNSBBHKSZXKB-VKHMYHEASA-M	189.051695	CHEBI:191203		
BASm0012091	glycyl-L-aspartate					C6H9N2O5		SCCPDJAQCXWPTF-VKHMYHEASA-M	189.051695	CHEBI:191204		
BASm0012092	L-phenylalanyl-L-phenylalanine	Phenylalanylphenylalanine (Phe-Phe) is a peptide made of two phenylalanine molecules. Phenylalanine is an essential amino acid and the precursor for the amino acid tyrosine. Like tyrosine, it is the precursor of catecholamines in the body (tyramine, dopamine, epinephrine and norepinephrine). The psychotropic drugs (mescaline, morphine, codeine, and papaverine) also have phenylalanine as a constituent. Phenylalanine is a precursor of the neurotransmitters called catecholamines, which are adrenalin-like substances. Phenylalanine is highly concentrated in the human brain and plasma. The Phe-Phe recognition motif of Alzheimer's amyloid-beta peptide is the smallest peptide able to assemble into higher-order structures (PMID: 17172307).	2577-40-4	Solid	N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O	C18H20N2O3	InChI=1S/C18H20N2O3/c19-15(11-13-7-3-1-4-8-13)17(21)20-16(18(22)23)12-14-9-5-2-6-10-14/h1-10,15-16H,11-12,19H2,(H,20,21)(H,22,23)/t15-,16-/m0/s1	GKZIWHRNKRBEOH-HOTGVXAUSA-N	312.1473925	CHEBI:191205	HMDB0013302	
BASm0012093	L-leucyl-L-leucine	Leucylleucine is a dipeptide composed of two leucine residues. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.	3303-31-9	Solid	CC(C)C[C@H](N)C(=O)N[C@@H](CC(C)C)C(O)=O	C12H24N2O3	InChI=1S/C12H24N2O3/c1-7(2)5-9(13)11(15)14-10(12(16)17)6-8(3)4/h7-10H,5-6,13H2,1-4H3,(H,14,15)(H,16,17)/t9-,10-/m0/s1	LCPYQJIKPJDLLB-UWVGGRQHSA-N	244.1786926	CHEBI:191208	HMDB0028933	
BASm0012094	L-tyrosylglycine	Tyrosylglycine is a dipeptide composed of asparagine and glycine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. Tyrosylglycine has been identified in the human placenta (PMID: 32033212).	0673-08-05	Solid	N[C@@H](CC1=CC=C(O)C=C1)C(=O)NCC(O)=O	C11H14N2O4	InChI=1S/C11H14N2O4/c12-9(11(17)13-6-10(15)16)5-7-1-3-8(14)4-2-7/h1-4,9,14H,5-6,12H2,(H,13,17)(H,15,16)/t9-/m0/s1	HPYDSVWYXXKHRD-VIFPVBQESA-N	238.0953569	CHEBI:191210	HMDB0029105	
BASm0012095	L-methionyl-L-phenylalanyl-L-methionine	A tripeptide zwitterion resulting from the transfer of a proton from the carboxy group to the amino group of Met-Phe-Met. Major microspecies at pH 7.3.				C19H29N3O4S2		ZACMJPCWVSLCNS-JYJNAYRXSA-N	427.1599488	CHEBI:191211		
BASm0012096	L-alanyl-L-leucyl-L-alanine	A tripeptide zwitterion resulting from the transfer of a proton from the carboxy group to the amino group of Ala-Leu-Ala. Major microspecies at pH 7.3.				C12H23N3O4		HCZXHQADHZIEJD-CIUDSAMLSA-N	273.1688562	CHEBI:191212		
BASm0012097	3-hydroxyglutarate			Expected Solid	[H]OC([H])(C([H])([H])C([O-])=O)C([H])([H])C([O-])=O	C5H6O5	InChI=1S/C5H8O5/c6-3(1-4(7)8)2-5(9)10/h3,6H,1-2H2,(H,7,8)(H,9,10)/p-2	ZQHYXNSQOIDNTL-UHFFFAOYSA-L	146.0226205	CHEBI:191379		MMDBc0049035
BASm0012098	2,2-dimethylsuccinate		597-43-3			C6H8O4		GOHPTLYPQCTZSE-UHFFFAOYSA-L	144.0433559	CHEBI:191383		
BASm0012099	2,3-dimethylsuccinate					C6H8O4		KLZYRCVPDWTZLH-UHFFFAOYNA-L	144.0433559	CHEBI:191384	HMDB0240327	
BASm0012100	fusoxypene A					C25H40		ZUDOUHDDSIJHEB-IGCMXNHPSA-N	340.3130013	CHEBI:191385		
BASm0012101	fusoxypene B					C25H40		IDOGVORUULFTNQ-MRULKJKZSA-N	340.3130013	CHEBI:191386		
BASm0012102	fusoxypene C					C25H40		RGXPVTCXXHGAHK-CVLIZMCSSA-N	340.3130013	CHEBI:191387		
BASm0012103	(-)-astellatene					C25H40		BNWVWSCWYORWIG-JATVCGARSA-N	340.3130013	CHEBI:191388		
BASm0012104	preaspterpenacid acid I					C25H42O		NSHZOWJAHBYWHH-ZHJPMIONSA-N	358.323566	CHEBI:191389		
BASm0012105	preaspterpenacid acid II					C25H42O2		TXPAICIGWPMOFA-WFXAGTFYSA-N	374.3184806	CHEBI:191390		
BASm0012106	fusahexin					C30H50N6O7		KALBWDFILFPIEW-MGESPVMDSA-N	606.374098	CHEBI:191392		
BASm0012107	butyrolactone II					C19H16O7		AEKPZNDJHWFONI-IBGZPJMESA-N	356.0896029	CHEBI:191395		
BASm0012108	butyrolactone I			Expected Solid	COC(=O)[C@@]1(CC2=CC(CC=C(C)C)=C(O)C=C2)OC(=O)C(O)=C1C1=CC=C(O)C=C1	C24H24O7	InChI=1S/C24H24O7/c1-14(2)4-6-17-12-15(5-11-19(17)26)13-24(23(29)30-3)20(21(27)22(28)31-24)16-7-9-18(25)10-8-16/h4-5,7-12,25-27H,6,13H2,1-3H3/t24-/m0/s1	NGOLMNWQNHWEKU-DEOSSOPVSA-N	424.1522031	CHEBI:191397		MMDBc0011011
BASm0012109					*N[C@@H](Cc1cn(C2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)cn1)C(*)=O					CHEBI:191398		
BASm0012110	tauronorcholate					C25H42NO7S		FLCYLDUFOVBENV-SRNOMOOLSA-M	500.2687475	CHEBI:191405		
BASm0012111	tauroallocholate					C26H44NO7S		WBWWGRHZICKQGZ-FETCCXJJSA-M	514.2843975	CHEBI:191406		
BASm0012112	taurohyodeoxycholate	UL				C26H44NO6S		HMXPOCDLAFAFNT-BHYUGXBJSA-M	498.2894829	CHEBI:191407	HMDB0062157	
BASm0012113	L-glutamyl-L-arginyl-glycyl-L-methionyl-L-threonine			Expected Solid	[H][C@](C)(O)[C@]([H])(N=C(O)[C@]([H])(CCSC)N=C(O)CN=C(O)[C@]([H])(CCCNC(N)=N)N=C(O)[C@@]([H])(N)CCC(O)=O)C(O)=O	C22H40N8O9S	InChI=1S/C22H40N8O9S/c1-11(31)17(21(38)39)30-20(37)14(7-9-40-2)28-15(32)10-27-19(36)13(4-3-8-26-22(24)25)29-18(35)12(23)5-6-16(33)34/h11-14,17,31H,3-10,23H2,1-2H3,(H,27,36)(H,28,32)(H,29,35)(H,30,37)(H,33,34)(H,38,39)(H4,24,25,26)/t11-,12+,13+,14+,17+/m1/s1	UADFBAYKKYBIBS-RVFOSREFSA-N	592.2638961	CHEBI:191852		MMDBc0018213
BASm0012114	(1S,2S)-OPC-8	An oxo monocarboxylic acid anion that is the conjugate base of 8-[(1S,2S)-3-oxo-2-{(Z)-pent-2-en-1-yl}cyclopentyl]octanoic acid resulting from the deprotonation of the carboxy group; major species at pH 7.3.				C18H29O3		BZXZFDKIRZBJEP-JMTMCXQRSA-M	293.2122184	CHEBI:191855		
BASm0012115	3'-deoxy-3',4'-didehydro-GTP					C10H10N5O13P3		OZXHUXPCLAORHF-MLUIRONXSA-J	500.9509907	CHEBI:191857		
BASm0012116	3'-deoxy-3',4'-didehydro-UTP					C9H9N2O14P3		DKBYXYLHITWDDN-HTRCEHHLSA-J	461.9288583	CHEBI:191858		
BASm0012117	5alpha-androstane-3alpha,17beta-diol 3-O-(beta-D-glucuronate)		65535-18-4			C25H39O8		GYNWSIBKBBWJJW-WWLGJQRMSA-M	467.2650418	CHEBI:191859		
BASm0012118	(16S,22S)-dihydroxycholesterol					C27H46O3		IIGMATMTMWUMJV-QKFQEXBKSA-N	418.3446953	CHEBI:191938		
BASm0012119	(+)-isoborneol	(+)-Isoborneol, also known as (S,S,S)-(+)-isoborneol, belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. (+)-Isoborneol is a flavouring agent.	16725-71-6	Solid	CC1(C)[C@H]2CC[C@]1(C)[C@@H](O)C2	C10H18O	InChI=1S/C10H18O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7-8,11H,4-6H2,1-3H3/t7-,8-,10+/m0/s1	DTGKSKDOIYIVQL-OYNCUSHFSA-N	154.1357652	CHEBI:191949	HMDB0035815	
BASm0012120	2-methyl-2-(methylamino)propanoate	N-Methyl-a-aminoisobutyric acid, also known as 2-(methylamino)isobutyrate or AMAIB, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). N-Methyl-a-aminoisobutyric acid is a drug. N-Methyl-a-aminoisobutyric acid is a metabolite that is actively incorporated into the cell by the actions of Interleukin 1-beta and Interleukin 6 via sodium dependent transport systems (PMID 16202926).	2566-34-9	Solid	CNC(C)(C)C(O)=O	C5H11NO2	InChI=1S/C5H11NO2/c1-5(2,6-3)4(7)8/h6H,1-3H3,(H,7,8)	DLAMVQGYEVKIRE-UHFFFAOYSA-N	117.0789786	CHEBI:192077	HMDB0002141	
BASm0012121	3-methoxytyramine	3-methoxytyramine, also known as 4-(2-amino-Ethyl)-2-methoxy-phenol or 3-O-Methyldopamine, is classified as a member of the Methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. 3-methoxytyramine is considered to be slightly soluble (in water) and acidic.  3-methoxytyramine can be found primarily in human brain and most tissues tissues; and in blood, cerebrospinal fluid (csf) or urine. Within a cell, 3-methoxytyramine is primarily located in the cytoplasm	554-52-9	Solid		C9H14NO2		DIVQKHQLANKJQO-UHFFFAOYSA-O	168.1019051	CHEBI:192089	HMDB0000022	
BASm0012123	alpha-D-fructofuranose-beta-D-fructofuranose 2',1:2,3'-dianhydride					C12H20O10		KSRQDWNGXKYIDO-TWOHWVPZSA-N	324.1056468	CHEBI:192285	HMDB0251271	
BASm0012124	(E)-4-coumaroyl-AMP					C19H19N5O9P		NEHWTTYGYVLSIC-PFQVGCJCSA-M	492.0925878	CHEBI:192348		
BASm0012125	(E)-caffeoyl-AMP					C19H19N5O10P		HDSGMSZEZRYUTA-LNTBVICDSA-M	508.0875024	CHEBI:192349		
BASm0012126	(E)-feruloyl-AMP					C20H21N5O10P		PWYOJDOMPJUZED-NLGGRGNSSA-M	522.1031525	CHEBI:192350		
BASm0012127					*N[C@@H](*)C(=O)N[C@@H](CCC(=O)[O-])C(=O)N[C@@H](CCC(=O)[O-])C(=O)N[C@@H](Cc1ccccc1)C(=O)[O-]					CHEBI:192362		
BASm0012128					*N[C@H](C(*)=O)[C@@H](C)OC1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O					CHEBI:192363		
BASm0012129	secoxyloganin					C17H23O11		MQLSOVRLZHTATK-PEYNGXJCSA-M	403.1245851	CHEBI:192364	HMDB0258204	
BASm0012130	1,6-dihydroxyphenazine				OC1=CC=CC2=NC3=C(O)C=CC=C3N=C12	C12H8N2O2	InChI=1S/C12H8N2O2/c15-9-5-1-3-7-11(9)14-8-4-2-6-10(16)12(8)13-7/h1-6,15-16H	JOXNFMAXWAPITK-UHFFFAOYSA-N	212.0585775	CHEBI:192365		
BASm0012131	1-hydroxy-6-methoxyphenazine				COC1=C2N=C3C=CC=C(O)C3=NC2=CC=C1	C13H10N2O2	InChI=1S/C13H10N2O2/c1-17-11-7-3-5-9-13(11)15-8-4-2-6-10(16)12(8)14-9/h2-7,16H,1H3	DUXXRWZHWRRFTL-UHFFFAOYSA-N	226.0742276	CHEBI:192366		
BASm0012132	1,6-dimethoxyphenazine				COC1=CC=CC2=NC3=C(OC)C=CC=C3N=C12	C14H12N2O2	InChI=1S/C14H12N2O2/c1-17-11-7-3-5-9-13(11)15-10-6-4-8-12(18-2)14(10)16-9/h3-8H,1-2H3	SFNYAHCOEPIPGO-UHFFFAOYSA-N	240.0898776	CHEBI:192367		
BASm0012133	1-hydroxy-6-methoxyphenazine N(10)-oxide					C13H9N2O3		REXYCMKIWYTGET-UHFFFAOYSA-M	241.0618657	CHEBI:192368		
BASm0012134	1,6-dimethoxyphenazine N(5)-oxide	An N-oxide that is 1,6-dimethoxyphenazine carrying an oxido group at positions 5; Major microspecies at pH 7.3.				C14H12N2O3		YJPUKVVGBLRGID-UHFFFAOYSA-N	256.0847923	CHEBI:192369		
BASm0012135	1,6-dihydroxyphenazine N(5)-oxide					C12H7N2O3		OTVHGXNVYMIHFH-UHFFFAOYSA-M	227.0462157	CHEBI:192371		
BASm0012136	1,6-dihydroxyphenazine N(5),N(10)-dioxide			Expected Solid		C12H6N2O4		NBMOVCYIGUDQJE-UHFFFAOYSA-L	242.0338538	CHEBI:192372		MMDBc0014940
BASm0012137	1-hydroxy-6-methoxyphenazine N(5),N(10)-dioxide					C13H9N2O4		JIDVGUQUQSOHOL-UHFFFAOYSA-M	257.0567804	CHEBI:192373	HMDB0254981	
BASm0012138	1,6-dimethoxyphenazine N(5),N(10)-dioxide	An N-oxide that is 1,6-dimethoxyphenazine carrying oxido groups at positions 5 and 10; Major microspecies at pH 7.3.				C14H12N2O4		OGNXLFBCXQYFDB-UHFFFAOYSA-N	272.0797069	CHEBI:192374		
BASm0012139	(22R)-hydroxy-3-oxo-chol-4-ene-24-oyl-CoA					C45H66N7O19P3S		PWKWOPLMMQRHSP-BIYRDJFFSA-J	1133.336899	CHEBI:192383		
BASm0012140	(22S)-hydroxy-3-oxo-chol-4-ene-24-oyl-CoA					C45H66N7O19P3S		PWKWOPLMMQRHSP-OQNOLXRFSA-J	1133.336899	CHEBI:192468		
BASm0012141	(E)-sinapoyl-AMP					C21H23N5O11P		IEHUREDUHQQSOO-ZSYRKKTNSA-M	552.1137172	CHEBI:192469		
BASm0012142	L-alanyl-L-lysine	Alanyllysine is a dipeptide composed of alanine and lysine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.	6366-77-4	Solid		C9H20N3O3		QXRNAOYBCYVZCD-BQBZGAKWSA-O	218.1499179	CHEBI:192470	HMDB0028692	
BASm0012143	L-alanyl-L-valine	Alanylvaline is a dipeptide composed of alanine and valine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.	3303-45-5	Solid	CC(C)[C@H](NC(=O)[C@H](C)N)C(O)=O	C8H16N2O3	InChI=1S/C8H16N2O3/c1-4(2)6(8(12)13)10-7(11)5(3)9/h4-6H,9H2,1-3H3,(H,10,11)(H,12,13)/t5-,6-/m0/s1	LIWMQSWFLXEGMA-WDSKDSINSA-N	188.1160924	CHEBI:192471	HMDB0028700	
BASm0012144	N-(2-hydroxy-fatty acyl)-dihydroceramide				[1*]C[C@@H](O)[C@H](CO)NC(=O)C([2*])O					CHEBI:192473		
BASm0012145	inositol-1-phospho-N-(2-hydroxy-fatty acyl)-dihydroceramide				[1*]C[C@@H](O)[C@H](COP(=O)([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O)NC(=O)C([2*])O					CHEBI:192475		
BASm0012146	8-hydroxyquinoline N-oxide	An organic anion arising from the deprotonation of the hydroxy group of 8-hydroxyquinoline N-oxide; major microspecies at pH 7.3.				C9H6NO2		FJKUOCCQEBLPNX-UHFFFAOYSA-M	160.040402	CHEBI:192492		
BASm0012147	6-hydroxyphenazine-1-carboxylate	A hydroxy monocarboxylic acid anion that is the conjugate base of 6-hydroxyphenazine-1-carboxylic acid resulting from the deprotonation of the carboxy group; major microspecies at pH 7.3.				C13H7N2O3		QXWUQPXBVUWEOH-UHFFFAOYSA-M	239.0462157	CHEBI:192496		
BASm0012148	G[3'-5']pAp[3']					C20H23N10O14P2		NDYQOBQZTXLUPH-INFSMZHSSA-K	689.0886902	CHEBI:192497		
BASm0012149	U[3'-5']pAp[3']					C19H22N7O15P2		IEHKZPBEPUJCDH-KPKSGTNCSA-K	650.0665578	CHEBI:192498		
BASm0012150	N(6)-[(R)-dihydrolipoyl]-5'-AMP					C18H27N5O8PS2		OIIRLKOJPFNMMA-ADUAKINBSA-M	536.1044158	CHEBI:192510		
BASm0012151	3'-dehydrocarminate					C22H16O13		DZLXWZXWMQZUAN-NDYUPKPWSA-L	488.0601877	CHEBI:192513		
BASm0012152	polyporic acid					C18H11O4		HZKFHDXTSAYOSN-UHFFFAOYSA-M	291.0662824	CHEBI:192516		
BASm0012153	ascocorynin					C18H11O5		PNTORJXTFRBTDZ-UHFFFAOYSA-M	307.061197	CHEBI:192517		
BASm0012154	3',3',3'-c-tri-AMP					C30H33N15O18P3		OEJXFVYXZQYNND-UQTMIEBXSA-K	984.135731	CHEBI:192523		
BASm0012155	7-methylmellein	An isochromane that is mellein bearing an additional methyl substituent at position 7.			Cc1ccc2c(c1O)C(=O)OC(C)C2	C11H12O3	InChI=1S/C11H12O3/c1-6-3-4-8-5-7(2)14-11(13)9(8)10(6)12/h3-4,7,12H,5H2,1-2H3	SLYRNFYMGDTQEZ-UHFFFAOYSA-N		CHEBI:192524		
BASm0012156	7-carboxymellein				CC1Cc2ccc(C(=O)[O-])c(O)c2C(=O)O1	C11H10O5	InChI=1S/C11H10O5/c1-5-4-6-2-3-7(10(13)14)9(12)8(6)11(15)16-5/h2-3,5,12H,4H2,1H3,(H,13,14)	POPKYYDFBOZZGX-UHFFFAOYSA-N	222.0528234	CHEBI:192525		
BASm0012157	ochratoxin B	Ochratoxin B is a metabolite of Aspergillus ochraceu	4825-86-9	Solid	C[C@@H]1Cc2ccc(C(=O)N[C@@H](Cc3ccccc3)C(=O)[O-])c(O)c2C(=O)O1	C20H19NO6	InChI=1S/C20H19NO6/c1-11-9-13-7-8-14(17(22)16(13)20(26)27-11)18(23)21-15(19(24)25)10-12-5-3-2-4-6-12/h2-8,11,15,22H,9-10H2,1H3,(H,21,23)(H,24,25)	DAEYIVCTQUFNTM-UHFFFAOYSA-N	369.1212373	CHEBI:192526	HMDB0029401	
BASm0012158	ochratoxin alpha				C[C@@H]1Cc2c(Cl)cc(C(=O)[O-])c(O)c2C(=O)O1	C11H9ClO5	InChI=1S/C11H9ClO5/c1-4-2-5-7(12)3-6(10(14)15)9(13)8(5)11(16)17-4/h3-4,13H,2H2,1H3,(H,14,15)	OSFWJKYWJMZKSM-UHFFFAOYSA-N	256.0138511	CHEBI:192527	HMDB0244736	
BASm0012159	anthocyanin A6				O=C(/C=C/c1ccc(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc1)OC[C@H]1O[C@@H](Oc2cc3c(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)cc([O-])cc3[o+]c2-c2ccc(O)c(O)c2)[C@H](O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O	C47H55O27	InChI=1S/C47H54O27/c48-13-28-33(56)36(59)40(63)45(71-28)67-20-5-1-17(2-6-20)3-8-31(54)65-16-30-35(58)38(61)43(74-44-39(62)32(55)24(53)15-66-44)47(73-30)70-27-12-21-25(68-42(27)18-4-7-22(51)23(52)9-18)10-19(50)11-26(21)69-46-41(64)37(60)34(57)29(14-49)72-46/h1-12,24,28-30,32-41,43-49,53,55-64H,13-16H2,(H2-,50,51,52)/p+1	OPWPCWHMCUWCGG-UHFFFAOYSA-O	1051.292523	CHEBI:192528		
BASm0012160	anthocyanin A10				COc1cc(/C=C/C(=O)O[C@H]2[C@H](O[C@H]3[C@H](Oc4cc5c(O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)cc([O-])cc5[o+]c4-c4ccc(O)c(O)c4)O[C@H](COC(=O)/C=C/c4ccc(O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)cc4)[C@@H](O)[C@@H]3O)OC[C@@H](O)[C@@H]2O)cc(OC)c1O	C58H65O31	InChI=1S/C58H64O31/c1-77-34-13-24(14-35(78-2)43(34)68)6-12-41(66)88-53-42(67)31(64)21-80-57(53)89-54-49(74)46(71)39(22-79-40(65)11-5-23-3-8-27(9-4-23)81-55-50(75)47(72)44(69)37(19-59)85-55)87-58(54)84-36-18-28-32(82-52(36)25-7-10-29(62)30(63)15-25)16-26(61)17-33(28)83-56-51(76)48(73)45(70)38(20-60)86-56/h3-18,31,37-39,42,44-51,53-60,64,67,69-76H,19-22H2,1-2H3,(H3-,61,62,63,66,68)/p+1	QPUCGPFRKWVURQ-UHFFFAOYSA-O	1257.350432	CHEBI:192529		
BASm0012161	A[3'-5']pA[3'-5']pAp[3']				Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])O[C@H]2[C@@H](O)[C@H](n3cnc4c(N)ncnc43)O[C@@H]2COP(=O)([O-])O[C@H]2[C@@H](O)[C@H](n3cnc4c(N)ncnc43)O[C@@H]2CO)[C@@H](OP(=O)([O-])[O-])[C@H]1O		InChI=1S/C30H38N15O19P3/c31-22-13-25(37-4-34-22)43(7-40-13)28-16(47)19(10(1-46)59-28)63-66(53,54)58-3-12-21(18(49)30(61-12)45-9-42-15-24(33)36-6-39-27(15)45)64-67(55,56)57-2-11-20(62-65(50,51)52)17(48)29(60-11)44-8-41-14-23(32)35-5-38-26(14)44/h4-12,16-21,28-30,46-49H,1-3H2,(H,53,54)(H,55,56)(H2,31,34,37)(H2,32,35,38)(H2,33,36,39)(H2,50,51,52)/p-4/t10-,11-,12-,16-,17-,18-,19-,20-,21-,28-,29-,30-/m1/s1	XPLNTPPAJKTKAH-UQTMIEBXSA-J		CHEBI:192530		
BASm0012162	G[3'-5']pA[3'-5']pAp[3']				Nc1nc2c(ncn2[C@@H]2O[C@H](CO)[C@@H](OP(=O)([O-])OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3OP(=O)([O-])OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3OP(=O)([O-])[O-])[C@H]2O)c(=O)[nH]1		InChI=1S/C30H38N15O20P3/c31-21-12-23(36-4-34-21)43(6-38-12)27-16(48)19(63-66(51,52)53)10(61-27)2-58-68(56,57)65-20-11(62-28(17(20)49)44-7-39-13-22(32)35-5-37-24(13)44)3-59-67(54,55)64-18-9(1-46)60-29(15(18)47)45-8-40-14-25(45)41-30(33)42-26(14)50/h4-11,15-20,27-29,46-49H,1-3H2,(H,54,55)(H,56,57)(H2,31,34,36)(H2,32,35,37)(H2,51,52,53)(H3,33,41,42,50)/p-4/t9-,10-,11-,15-,16-,17-,18-,19-,20-,27-,28-,29-/m1/s1	ABDBYLBDCXBFQM-ZQWUJQRXSA-J		CHEBI:192532		
BASm0012163	A[3'-5']pG[3'-5']pAp[3']				Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)([O-])O[C@H]3[C@@H](O)[C@H](n4cnc5c(N)ncnc54)O[C@@H]3CO)[C@@H](OP(=O)([O-])OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3OP(=O)([O-])[O-])[C@H]2O)c(=O)[nH]1		InChI=1S/C30H38N15O20P3/c31-21-12-23(36-4-34-21)43(6-38-12)27-15(47)18(9(1-46)60-27)64-67(54,55)59-3-11-20(17(49)29(62-11)45-8-40-14-25(45)41-30(33)42-26(14)50)65-68(56,57)58-2-10-19(63-66(51,52)53)16(48)28(61-10)44-7-39-13-22(32)35-5-37-24(13)44/h4-11,15-20,27-29,46-49H,1-3H2,(H,54,55)(H,56,57)(H2,31,34,36)(H2,32,35,37)(H2,51,52,53)(H3,33,41,42,50)/p-4/t9-,10-,11-,15-,16-,17-,18-,19-,20-,27-,28-,29-/m1/s1	OVMDAUZWXHEDLO-ZQWUJQRXSA-J		CHEBI:192533		
BASm0012164	anthocyanin A3		163060-00-2		O=C(/C=C/c1ccc(O)cc1)OC[C@H]1O[C@@H](Oc2cc3c(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)cc([O-])cc3[o+]c2-c2ccc(O)c(O)c2)[C@H](O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O	C41H45O22	InChI=1S/C41H44O22/c42-13-27-31(50)33(52)36(55)40(61-27)59-25-11-19(44)10-24-20(25)12-26(37(58-24)17-4-7-21(45)22(46)9-17)60-41-38(63-39-35(54)30(49)23(47)14-57-39)34(53)32(51)28(62-41)15-56-29(48)8-3-16-1-5-18(43)6-2-16/h1-12,23,27-28,30-36,38-42,47,49-55H,13-15H2,(H3-,43,44,45,46,48)/p+1	JSYDBTWJIIAZPU-UHFFFAOYSA-O		CHEBI:192536		
BASm0012165	anthocyanin A5				O=C([O-])CC(=O)OC[C@H]1O[C@@H](Oc2cc([O-])cc3[o+]c(-c4ccc(O)c(O)c4)c(O[C@@H]4O[C@H](COC(=O)/C=C/c5ccc(O)cc5)[C@@H](O)[C@H](O)[C@H]4O[C@@H]4OC[C@@H](O)[C@H](O)[C@H]4O)cc23)[C@H](O)[C@@H](O)[C@@H]1O	C44H47O25	InChI=1S/C44H46O25/c45-19-5-1-17(2-6-19)3-8-31(52)61-15-29-35(56)37(58)41(69-42-38(59)33(54)24(49)14-63-42)44(68-29)66-27-12-21-25(64-40(27)18-4-7-22(47)23(48)9-18)10-20(46)11-26(21)65-43-39(60)36(57)34(55)28(67-43)16-62-32(53)13-30(50)51/h1-12,24,28-29,33-39,41-44,49,54-60H,13-16H2,(H4-,45,46,47,48,50,51,52)/p+1	JKGXHHXZZLNEGD-UHFFFAOYSA-O	975.2400934	CHEBI:192537		
BASm0012166	anthocyanin A7				COc1cc(/C=C/C(=O)O[C@H]2[C@H](O[C@H]3[C@H](Oc4cc5c(O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)cc([O-])cc5[o+]c4-c4ccc(O)c(O)c4)O[C@H](COC(=O)/C=C/c4ccc(O)cc4)[C@@H](O)[C@@H]3O)OC[C@@H](O)[C@@H]2O)cc(OC)c1O		InChI=1S/C52H54O26/c1-68-33-13-23(14-34(69-2)41(33)62)6-12-39(60)77-48-40(61)30(58)20-71-51(48)78-49-45(66)43(64)37(21-70-38(59)11-5-22-3-8-25(54)9-4-22)76-52(49)74-35-18-27-31(72-47(35)24-7-10-28(56)29(57)15-24)16-26(55)17-32(27)73-50-46(67)44(65)42(63)36(19-53)75-50/h3-18,30,36-37,40,42-46,48-53,58,61,63-67H,19-21H2,1-2H3,(H4-,54,55,56,57,59,60,62)/t30-,36-,37-,40+,42-,43-,44+,45+,46-,48-,49-,50-,51+,52-/m1/s1	ABJDYMVXHLYTHZ-JKXZSVHKSA-N		CHEBI:192542		
BASm0012167	anthocyanin A9					C55H55O29		MAKMINQMKSULBY-GWCBQTKKSA-M	1179.283449	CHEBI:192543		
BASm0012168	4-O-demethylbarbatate					C18H17O7		COUKTHZXLGYKPK-UHFFFAOYSA-M	345.0979765	CHEBI:192547		
BASm0012169	proatranorin I			Expected Solid	COC(=O)C1=C(C)C=C(OC(=O)C2=C(C)C=C(O)C(C)=C2O)C(C)=C1O	C19H20O7	InChI=1S/C19H20O7/c1-8-6-12(20)10(3)16(21)15(8)19(24)26-13-7-9(2)14(18(23)25-5)17(22)11(13)4/h6-7,20-22H,1-5H3	ODMVDRJFBPXTRQ-UHFFFAOYSA-N	360.120903	CHEBI:192548		MMDBc0013012
BASm0012170	proatranorin II				Cc1cc(OC(=O)c2c(C)cc(O)c(CO)c2O)c(C)c(O)c1C(=O)[O-]		InChI=1S/C18H18O8/c1-7-4-11(20)10(6-19)16(22)14(7)18(25)26-12-5-8(2)13(17(23)24)15(21)9(12)3/h4-5,19-22H,6H2,1-3H3,(H,23,24)/p-1	OWDMCBYTWXMTNI-UHFFFAOYSA-M		CHEBI:192549		
BASm0012171	proatranorin III				Cc1cc(OC(=O)c2c(C)cc(O)c(C=O)c2O)c(C)c(O)c1C(=O)[O-]		InChI=1S/C18H16O8/c1-7-4-11(20)10(6-19)16(22)14(7)18(25)26-12-5-8(2)13(17(23)24)15(21)9(12)3/h4-6,20-22H,1-3H3,(H,23,24)/p-1	OSOPPDZKOZTJJK-UHFFFAOYSA-M		CHEBI:192550		
BASm0012172	didemethylasterriquinone D				O=C1C(O)=C(c2c[nH]c3ccccc23)C(=O)C([O-])=C1c1c[nH]c2ccccc12	C22H14N2O4	InChI=1S/C22H14N2O4/c25-19-17(13-9-23-15-7-3-1-5-11(13)15)20(26)22(28)18(21(19)27)14-10-24-16-8-4-2-6-12(14)16/h1-10,23-25,28H	HNGJGZFTQRJUIF-UHFFFAOYSA-N	370.0953569	CHEBI:192553		
BASm0012173	proatranorin IV				COC(=O)c1c(C)cc(OC(=O)c2c(C)cc(O)c(CO)c2O)c(C)c1O	C19H20O8	InChI=1S/C19H20O8/c1-8-5-12(21)11(7-20)17(23)15(8)19(25)27-13-6-9(2)14(18(24)26-4)16(22)10(13)3/h5-6,20-23H,7H2,1-4H3	WHDBRSOTWRZEGF-UHFFFAOYSA-N	376.1158176	CHEBI:192556		
BASm0012174	asterriquinone C1			Expected Solid	C=CC(C)(C)c1[nH]c2ccccc2c1C1=C([O-])C(=O)C(c2c[nH]c3ccccc23)=C(O)C1=O	C27H22N2O4	InChI=1S/C27H22N2O4/c1-4-27(2,3)26-19(15-10-6-8-12-18(15)29-26)21-24(32)22(30)20(23(31)25(21)33)16-13-28-17-11-7-5-9-14(16)17/h4-13,28-30,33H,1H2,2-3H3	BKRWGHXVQLNRMR-UHFFFAOYSA-N	438.1579572	CHEBI:192557		MMDBc0015421
BASm0012175	harmol	Harmol is found in fruits. Harmol is an alkaloid from Elaeagnus angustifolia (Russian olive) and Passiflora incarnata (maypops).	487-03-6		Cc1nccc2c1[nH]c1cc(O)ccc12	C12H10N2O	InChI=1S/C12H10N2O/c1-7-12-10(4-5-13-7)9-3-2-8(15)6-11(9)14-12/h2-6,14-15H,1H3	SATMZMMKDDTOSQ-UHFFFAOYSA-N	198.079313	CHEBI:192558	HMDB0034217	
BASm0012176	6-(3-dimethylallyl)harmol					C17H18N2O		WDOKVNFEDPJLPR-UHFFFAOYSA-N	266.1419132	CHEBI:192559		
BASm0012177	(2R,3S,11R)-aszonalenin			Expected Solid		C23H23N3O2		AVLMMDWEIUEKEK-AAIMPIBUSA-N	373.179027	CHEBI:192681		MMDBc0007737
BASm0012178	(2R,3S,11R)-acetylaszonalenin				C=CC(C)(C)[C@]12C[C@@H]3C([O-])=[NH+]c4ccccc4C(=O)N3[C@H]1N(C(C)=O)c1ccccc12	C25H25N3O3	InChI=1S/C25H25N3O3/c1-5-24(3,4)25-14-20-21(30)26-18-12-8-6-10-16(18)22(31)28(20)23(25)27(15(2)29)19-13-9-7-11-17(19)25/h5-13,20,23H,1,14H2,2-4H3,(H,26,30)	TXNJQKDZOVFCAQ-UHFFFAOYSA-N	415.1895917	CHEBI:192682		
BASm0012179	(2S,3R,11R)-aszonalenin			Expected Solid	C=CC(C)(C)[C@@]12C[C@@H]3C([O-])=[NH+]c4ccccc4C(=O)N3[C@@H]1Nc1ccccc12	C23H23N3O2	InChI=1S/C23H23N3O2/c1-4-22(2,3)23-13-18-19(27)24-16-11-7-5-9-14(16)20(28)26(18)21(23)25-17-12-8-6-10-15(17)23/h4-12,18,21,25H,1,13H2,2-3H3,(H,24,27)/t18-,21?,23-/m0/s1	AVLMMDWEIUEKEK-IAZWUMQMSA-N	373.179027	CHEBI:192690		MMDBc0007737
BASm0012180	(2S,3R,11S)-aszonalenin			Expected Solid	C=CC(C)(C)[C@@]12C[C@H]3C([O-])=[NH+]c4ccccc4C(=O)N3[C@@H]1Nc1ccccc12	C23H23N3O2	InChI=1S/C23H23N3O2/c1-4-22(2,3)23-13-18-19(27)24-16-11-7-5-9-14(16)20(28)26(18)21(23)25-17-12-8-6-10-15(17)23/h4-12,18,21,25H,1,13H2,2-3H3,(H,24,27)/t18-,21?,23-/m0/s1	AVLMMDWEIUEKEK-IAZWUMQMSA-N	373.179027	CHEBI:192691		MMDBc0007737
BASm0012181	(2R,3S,11S)-aszonalenin			Expected Solid	C=CC(C)(C)[C@]12C[C@H]3C([O-])=[NH+]c4ccccc4C(=O)N3[C@H]1Nc1ccccc12	C23H23N3O2	InChI=1S/C23H23N3O2/c1-4-22(2,3)23-13-18-19(27)24-16-11-7-5-9-14(16)20(28)26(18)21(23)25-17-12-8-6-10-15(17)23/h4-12,18,21,25H,1,13H2,2-3H3,(H,24,27)/t18-,21?,23-/m0/s1	AVLMMDWEIUEKEK-IAZWUMQMSA-N	373.179027	CHEBI:192692		MMDBc0007737
BASm0012182	(S)-benzodiazepinedione			Expected Solid	O=C1N[C@@H](Cc2c[nH]c3ccccc23)C(=O)Nc2ccccc21	C18H15N3O2	InChI=1S/C18H15N3O2/c22-17-13-6-2-4-8-15(13)20-18(23)16(21-17)9-11-10-19-14-7-3-1-5-12(11)14/h1-8,10,16,19H,9H2,(H,20,23)(H,21,22)/t16-/m0/s1	AQDZAHJUWYRHGM-INIZCTEOSA-N	305.1164267	CHEBI:192693		MMDBc0015501
BASm0012183					*C(=O)[C@H](*)NC(=O)[C@@H]([NH3+])Cc1c[nH]c2ccccc12					CHEBI:192694		
BASm0012184	genkwanin				COc1cc([O-])c2c(=O)cc(-c3ccc(O)cc3)oc2c1	C16H12O5	InChI=1S/C16H12O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3	JPMYFOBNRRGFNO-UHFFFAOYSA-N		CHEBI:192700		
BASm0012185	scutellarein 7-methyl ether				COc1cc2oc(-c3ccc(O)cc3)cc(=O)c2c(O)c1O	C16H12O6	InChI=1S/C16H12O6/c1-21-13-7-12-14(16(20)15(13)19)10(18)6-11(22-12)8-2-4-9(17)5-3-8/h2-7,17,19-20H,1H3	UWARRXZVZDFPQU-UHFFFAOYSA-N	300.0633881	CHEBI:192701		
BASm0012186	ladanein				COc1ccc(-c2cc(=O)c3c(O)c(O)c(OC)cc3o2)cc1	C17H14O6	InChI=1S/C17H14O6/c1-21-10-5-3-9(4-6-10)12-7-11(18)15-13(23-12)8-14(22-2)16(19)17(15)20/h3-8,19-20H,1-2H3	UUQJTIHOVGMQIH-UHFFFAOYSA-N	314.0790382	CHEBI:192702		
BASm0012187	salvigenin	Salvigenin, also known as psathyrotin or 7-O-methylpectolinarigenin, is a member of the class of compounds known as 7-O-methylated flavonoids. 7-O-Methylated flavonoids are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, salvigenin is considered to be a flavonoid lipid molecule. Salvigenin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Salvigenin has been detected, but not quantified in, several different foods, such as rosemaries, mandarin orange (clementine, tangerine), common sages, sweet basils, and peppermints. This could make salvigenin a potential biomarker for the consumption of these foods. BioTransformer predicts that salvigenin is a product of tetramethylscutellarein metabolism via an O-dealkylation reaction catalyzed by CYP1A2, CYP2C9, CYP2C19, CYP2D6, CYP2E1, and CYP3A4 enzymes (PMID: 30612223).	19103-54-9		COc1ccc(-c2cc(=O)c3c(O)c(OC)c(OC)cc3o2)cc1	C18H16O6	InChI=1S/C18H16O6/c1-21-11-6-4-10(5-7-11)13-8-12(19)16-14(24-13)9-15(22-2)18(23-3)17(16)20/h4-9,20H,1-3H3	QCDYOIZVELGOLZ-UHFFFAOYSA-N	328.0946882	CHEBI:192703	HMDB0128577	
BASm0012188	8-hydroxysalvigenin		2798-22-3		COc1ccc(-c2cc(=O)c3c(O)c(OC)c(OC)c(O)c3o2)cc1	C18H16O7	InChI=1S/C18H16O7/c1-22-10-6-4-9(5-7-10)12-8-11(19)13-14(20)17(23-2)18(24-3)15(21)16(13)25-12/h4-8,20-21H,1-3H3	ZNLSNAZJVYNXLN-UHFFFAOYSA-N	344.0896029	CHEBI:192704		
BASm0012189	luteolin 7-methyl ether	Luteolin 7-methyl ether is found in common sage. Luteolin 7-methyl ether is isolated from Salvia officinalis (sage).	20243-59-8	Solid	COc1cc([O-])c2c(=O)cc(-c3ccc(O)c(O)c3)oc2c1	C16H12O6	InChI=1S/C16H12O6/c1-21-9-5-12(19)16-13(20)7-14(22-15(16)6-9)8-2-3-10(17)11(18)4-8/h2-7,17-19H,1H3	RRRSSAVLTCVNIQ-UHFFFAOYSA-N	300.0633881	CHEBI:192705	HMDB0037339	
BASm0012190	rhamnetin		90-19-7		COc1cc(O)c2c(=O)c([O-])c(-c3ccc(O)c(O)c3)oc2c1	C16H12O7	InChI=1S/C16H12O7/c1-22-8-5-11(19)13-12(6-8)23-16(15(21)14(13)20)7-2-3-9(17)10(18)4-7/h2-6,17-19,21H,1H3	JGUZGNYPMHHYRK-UHFFFAOYSA-N		CHEBI:192706		
BASm0012191	kaempferol 7-methyl ether				COc1cc(O)c2c(=O)c([O-])c(-c3ccc(O)cc3)oc2c1	C16H12O6	InChI=1S/C16H12O6/c1-21-10-6-11(18)13-12(7-10)22-16(15(20)14(13)19)8-2-4-9(17)5-3-8/h2-7,17-18,20H,1H3	MQSZRBPYXNEFHF-UHFFFAOYSA-N		CHEBI:192707		
BASm0012193	4',7,8-trihydroxyflavone				O=c1cc(-c2ccc(O)cc2)oc2c(O)c([O-])ccc12	C15H10O5	InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)13-7-12(18)10-5-6-11(17)14(19)15(10)20-13/h1-7,16-17,19H	HJCIUNMVLYBADX-UHFFFAOYSA-N	270.0528234	CHEBI:192709		
BASm0012194					*N[C@@H](CC(=O)N[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO*)[C@@H](O)[C@H](O*)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H]1NC(C)=O)C(*)=O					CHEBI:192714		
BASm0012196	(E,E,E)-alpha-springene					C20H32		KFHRKQVLZRJWNB-OBHWEXPVSA-N	272.250401	CHEBI:192746		
BASm0012197	diosmetin	Diosmetin is found in citrus. Diosmetin is isolated from peel of lemon (Citrus limon) and other	520-34-3	Solid		C16H11O6		MBNGWHIJMBWFHU-UHFFFAOYSA-M	299.0561117	CHEBI:192749	HMDB0029676	
BASm0012198	luteolin 4',7-dimethyl ether				COC1=CC(O)=C2C(=O)C=C(OC2=C1)C1=CC=C(OC)C(O)=C1	C17H14O6	InChI=1S/C17H14O6/c1-21-10-6-12(19)17-13(20)8-15(23-16(17)7-10)9-3-4-14(22-2)11(18)5-9/h3-8,18-19H,1-2H3	UDBHJDTXPDRDNS-UHFFFAOYSA-N	314.0790382	CHEBI:192751		
BASm0012199	scutellarein 4'-methyl ether				COc1ccc(-c2cc(=O)c3c(O)c(O)c([O-])cc3o2)cc1	C16H12O6	InChI=1S/C16H12O6/c1-21-9-4-2-8(3-5-9)12-6-10(17)14-13(22-12)7-11(18)15(19)16(14)20/h2-7,18-20H,1H3	XVMMEYCPXZYLAI-UHFFFAOYSA-N	300.0633881	CHEBI:192755		
BASm0012200	nevadensin		10176-66-6		COc1ccc(-c2cc(=O)c3c(O)c(OC)c([O-])c(OC)c3o2)cc1	C18H16O7	InChI=1S/C18H16O7/c1-22-10-6-4-9(5-7-10)12-8-11(19)13-14(20)17(23-2)15(21)18(24-3)16(13)25-12/h4-8,20-21H,1-3H3	KRFBMPVGAYGGJE-UHFFFAOYSA-N		CHEBI:192756		
BASm0012201	4',8-dihydroxy-7-methoxyflavone				COc1ccc2c(=O)cc(-c3ccc(O)cc3)oc2c1O		InChI=1S/C16H12O5/c1-20-13-7-6-11-12(18)8-14(21-16(11)15(13)19)9-2-4-10(17)5-3-9/h2-8,17,19H,1H3	CIWJGXKPZJIQOQ-UHFFFAOYSA-N		CHEBI:192764		
BASm0012202	4',7-dihydroxy-8-methoxyflavone				COc1c([O-])ccc2c(=O)cc(-c3cccc(O)c3)oc12		InChI=1S/C16H12O5/c1-20-16-12(18)6-5-11-13(19)8-14(21-15(11)16)9-3-2-4-10(17)7-9/h2-8,17-18H,1H3/p-1	XWNGZFCAANGSRW-UHFFFAOYSA-M		CHEBI:192765		
BASm0012203	8-hydroxy-7-methoxyflavone				COc1ccc2c(=O)cc(-c3ccccc3)oc2c1O		InChI=1S/C16H12O4/c1-19-13-8-7-11-12(17)9-14(20-16(11)15(13)18)10-5-3-2-4-6-10/h2-9,18H,1H3	YUFKWMXGTOJNRX-UHFFFAOYSA-N		CHEBI:192766		
BASm0012204	7,8-dimethoxyflavone				COC1=CC=C2C(=O)C=C(OC2=C1OC)C1=CC=CC=C1	C17H14O4	InChI=1S/C17H14O4/c1-19-14-9-8-12-13(18)10-15(11-6-4-3-5-7-11)21-16(12)17(14)20-2/h3-10H,1-2H3	KJRQQECDVUXBCO-UHFFFAOYSA-N	282.0892089	CHEBI:192767		
BASm0012205	rhamnacene		552-54-5			C17H13O7		MYMGKIQXYXSRIJ-UHFFFAOYSA-M	329.0666763	CHEBI:192768		
BASm0012206	3',4',7,8-tetrahydroxyflavone				O=c1cc(-c2ccc(O)c(O)c2)oc2c(O)c([O-])ccc12	C15H10O6	InChI=1S/C15H10O6/c16-9-3-1-7(5-12(9)19)13-6-11(18)8-2-4-10(17)14(20)15(8)21-13/h1-6,16-17,19-20H	ARYCMKPCDNHQCL-UHFFFAOYSA-N	286.047738	CHEBI:192774		
BASm0012207	4',7,8-trihydroxy-3'-methoxyflavone-7-olate				COc1cc(-c2cc(=O)c3ccc([O-])c(O)c3o2)ccc1O		InChI=1S/C16H12O6/c1-21-14-6-8(2-4-10(14)17)13-7-12(19)9-3-5-11(18)15(20)16(9)22-13/h2-7,17-18,20H,1H3/p-1	XKHFFEXSEGYYFD-UHFFFAOYSA-M		CHEBI:192775		
BASm0012208	7,8-dihydroxy-4'-methoxyflavone				COc1ccc(-c2cc(=O)c3ccc([O-])c(O)c3o2)cc1		InChI=1S/C16H12O5/c1-20-10-4-2-9(3-5-10)14-8-13(18)11-6-7-12(17)15(19)16(11)21-14/h2-8,17,19H,1H3/p-1	RURKPPYMSHZUEY-UHFFFAOYSA-M		CHEBI:192777		
BASm0012209	(2R,3S)-piscidate		35388-57-9		O=C([O-])[C@@H](O)[C@](O)(Cc1ccc(O)cc1)C(=O)[O-]	C11H12O7	InChI=1S/C11H12O7/c12-7-3-1-6(2-4-7)5-11(18,10(16)17)8(13)9(14)15/h1-4,8,12-13,18H,5H2,(H,14,15)(H,16,17)	TUODPMGCCJSJRH-UHFFFAOYSA-N		CHEBI:192789		
BASm0012210	cimicifugate K				O=C(/C=C/c1ccc(O)cc1)O[C@H](C(=O)[O-])[C@](O)(Cc1ccc(O)cc1)C(=O)[O-]	C20H18O9	InChI=1S/C20H18O9/c21-14-6-1-12(2-7-14)5-10-16(23)29-17(18(24)25)20(28,19(26)27)11-13-3-8-15(22)9-4-13/h1-10,17,21-22,28H,11H2,(H,24,25)(H,26,27)	BNBCNSZOUCPLOA-UHFFFAOYSA-N	402.0950822	CHEBI:192790		
BASm0012211	cimicifugate D				O=C(/C=C/c1ccc(O)c(O)c1)O[C@H](C(=O)[O-])[C@](O)(Cc1ccc(O)cc1)C(=O)[O-]	C20H18O10	InChI=1S/C20H18O10/c21-13-5-1-12(2-6-13)10-20(29,19(27)28)17(18(25)26)30-16(24)8-4-11-3-7-14(22)15(23)9-11/h1-9,17,21-23,29H,10H2,(H,25,26)(H,27,28)	MTGTYFYLZVUKQG-UHFFFAOYSA-N	418.0899968	CHEBI:192791		
BASm0012212	cimicifugate J				COc1cc(/C=C/C(=O)O[C@H](C(=O)[O-])[C@](O)(Cc2ccc(O)cc2)C(=O)[O-])cc(OC)c1O	C22H22O11	InChI=1S/C22H22O11/c1-31-15-9-13(10-16(32-2)18(15)25)5-8-17(24)33-19(20(26)27)22(30,21(28)29)11-12-3-6-14(23)7-4-12/h3-10,19,23,25,30H,11H2,1-2H3,(H,26,27)(H,28,29)	BTQPTWPZTSYUPW-UHFFFAOYSA-N	462.1162115	CHEBI:192792		
BASm0012213	cimicifugate E				COc1cc(/C=C/C(=O)O[C@H](C(=O)[O-])[C@](O)(Cc2ccc(O)cc2)C(=O)[O-])ccc1O	C21H20O10	InChI=1S/C21H20O10/c1-30-16-10-12(4-8-15(16)23)5-9-17(24)31-18(19(25)26)21(29,20(27)28)11-13-2-6-14(22)7-3-13/h2-10,18,22-23,29H,11H2,1H3,(H,25,26)(H,27,28)	CAIGUMKGQLGFBR-UHFFFAOYSA-N	432.1056468	CHEBI:192793		
BASm0012214	beta-alanyl-tryptamine				[NH3+]CCC(=O)NCCc1c[nH]c2ccccc12		InChI=1S/C13H17N3O/c14-7-5-13(17)15-8-6-10-9-16-12-4-2-1-3-11(10)12/h1-4,9,16H,5-8,14H2,(H,15,17)/p+1	ANPPXRSQOVOACQ-UHFFFAOYSA-O		CHEBI:192794		
BASm0012215	beta-alanyl-5'-AMP				Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OC(=O)CC[NH3+])[C@@H](O)[C@H]1O		InChI=1S/C13H19N6O8P/c14-2-1-7(20)27-28(23,24)25-3-6-9(21)10(22)13(26-6)19-5-18-8-11(15)16-4-17-12(8)19/h4-6,9-10,13,21-22H,1-3,14H2,(H,23,24)(H2,15,16,17)/t6-,9-,10-,13-/m1/s1	SLFHFMMTFFKDQQ-ZRFIDHNTSA-N		CHEBI:192795		
BASm0012216					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC[NH3+])C(*)=O					CHEBI:192796		
BASm0012217	carcinine				[NH3+]CCC(=O)NCCc1c[nH]cn1	C8H14N4O	InChI=1S/C8H14N4O/c9-3-1-8(13)11-4-2-7-5-10-6-12-7/h5-6H,1-4,9H2,(H,10,12)(H,11,13)	ANRUJJLGVODXIK-UHFFFAOYSA-N	182.1167611	CHEBI:192797	HMDB0249666	
BASm0012218	beta-alanyl-dopamine				[NH3+]CCC(=O)NCCc1ccc(O)c(O)c1		InChI=1S/C11H16N2O3/c12-5-3-11(16)13-6-4-8-1-2-9(14)10(15)7-8/h1-2,7,14-15H,3-6,12H2,(H,13,16)/p+1	KGZWXTYWZFMLSQ-UHFFFAOYSA-O		CHEBI:192799		
BASm0012219	(2S)-7-methylcarthamidin				COc1cc2c(c(O)c1O)C(=O)C[C@@H](c1ccc(O)cc1)O2		InChI=1S/C16H14O6/c1-21-13-7-12-14(16(20)15(13)19)10(18)6-11(22-12)8-2-4-9(17)5-3-8/h2-5,7,11,17,19-20H,6H2,1H3/t11-/m0/s1	NTPLIZCSFKSXCB-NSHDSACASA-N		CHEBI:192815		
BASm0012220	(2S)-naringenin 4',7-dimethyl ether				COc1ccc([C@@H]2CC(=O)c3c(O)cc(OC)cc3O2)cc1	C17H16O5	InChI=1S/C17H16O5/c1-20-11-5-3-10(4-6-11)15-9-14(19)17-13(18)7-12(21-2)8-16(17)22-15/h3-8,15,18H,9H2,1-2H3	CKEXCBVNKRHAMX-UHFFFAOYSA-N	300.0997736	CHEBI:192816		
BASm0012221	(2S)-carthamidin-4',7-dimethyl ether				COc1ccc([C@@H]2CC(=O)c3c(cc(OC)c(O)c3O)O2)cc1	C17H16O6	InChI=1S/C17H16O6/c1-21-10-5-3-9(4-6-10)12-7-11(18)15-13(23-12)8-14(22-2)16(19)17(15)20/h3-6,8,12,19-20H,7H2,1-2H3	MFNNBYIVJIVZFM-UHFFFAOYSA-N	316.0946882	CHEBI:192817		
BASm0012222	protochlorophyllide b					C35H29MgN4O6		BAIPOUHEYUFZLV-WCJGJDACNA-K	625.1943	CHEBI:192818		
BASm0012225	3',4',7-trihydroxyflavone		2150-11-0			C15H9O5		PVFGJHYLIHMCQD-UHFFFAOYSA-M	269.045547	CHEBI:192822		
BASm0012226	4',7-dihydroxy-3'-methoxyflavone		21583-32-4		COc1cc(-c2cc(=O)c3ccc([O-])cc3o2)ccc1O	C16H12O5	InChI=1S/C16H12O5/c1-20-16-6-9(2-5-12(16)18)14-8-13(19)11-4-3-10(17)7-15(11)21-14/h2-8,17-18H,1H3	OUMMPAFEQHTYIZ-UHFFFAOYSA-N		CHEBI:192825		
BASm0012227	3',4,7-trihydroxy-8-methoxyflavone				COc1c([O-])ccc2c(=O)cc(-c3ccc(O)c(O)c3)oc12		InChI=1S/C16H12O6/c1-21-16-11(18)5-3-9-12(19)7-14(22-15(9)16)8-2-4-10(17)13(20)6-8/h2-7,17-18,20H,1H3/p-1	ZWPBZVHIAQOYML-UHFFFAOYSA-M		CHEBI:192826		
BASm0012228	7,8-dihydroxyflavone		38183-03-8		O=c1cc(-c2ccccc2)oc2c(O)c([O-])ccc12	C15H10O4	InChI=1S/C15H10O4/c16-11-7-6-10-12(17)8-13(19-15(10)14(11)18)9-4-2-1-3-5-9/h1-8,16,18H	COCYGNDCWFKTMF-UHFFFAOYSA-N		CHEBI:192827		
BASm0012229	7-hydroxy-8-methoxyflavone				COc1c([O-])ccc2c(=O)cc(-c3ccccc3)oc12		InChI=1S/C16H12O4/c1-19-16-12(17)8-7-11-13(18)9-14(20-15(11)16)10-5-3-2-4-6-10/h2-9,17H,1H3/p-1	DEEUASFOBQPPHH-UHFFFAOYSA-M		CHEBI:192828		
BASm0012230						C5H11NO2S		KZCTZQMFYMYSGR-UHFFFAOYSA-N	149.0510498	CHEBI:192829		
BASm0012231					CSCCC/C(=N/O)S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C11H21NO6S2	InChI=1S/C11H21NO6S2/c1-19-4-2-3-7(12-17)20-11-10(16)9(15)8(14)6(5-13)18-11/h6,8-11,13-17H,2-5H2,1H3	OYTRJEKRRFSKHF-UHFFFAOYSA-N		CHEBI:192830		
BASm0012232	(E,E)-piperate		5285-18-7		O=C([O-])/C=C/C=C/c1ccc2c(c1)OCO2	C12H10O4	InChI=1S/C12H10O4/c13-12(14)4-2-1-3-9-5-6-10-11(7-9)16-8-15-10/h1-7H,8H2,(H,13,14)/b3-1-,4-2+	RHBGITBPARBDPH-HSFFGMMNSA-N		CHEBI:192831		
BASm0012233	(E,E)-feruperate				COc1cc(/C=C/C=C/C(=O)[O-])ccc1O		InChI=1S/C12H12O4/c1-16-11-8-9(6-7-10(11)13)4-2-3-5-12(14)15/h2-8,13H,1H3,(H,14,15)/p-1/b4-2+,5-3+	PZTHQMWVDHEWPY-ZUVMSYQZSA-M		CHEBI:192832		
BASm0012234	(E,E)-piperoyl-AMP				Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OC(=O)/C=C/C=C/c2ccc3c(c2)OCO3)[C@@H](O)[C@H]1O		InChI=1S/C22H22N5O10P/c23-20-17-21(25-9-24-20)27(10-26-17)22-19(30)18(29)15(36-22)8-35-38(31,32)37-16(28)4-2-1-3-12-5-6-13-14(7-12)34-11-33-13/h1-7,9-10,15,18-19,22,29-30H,8,11H2,(H,31,32)(H2,23,24,25)/p-1/b3-1+,4-2+/t15-,18-,19-,22-/m1/s1	IKECPGUQUUTZIL-OZTNHYSXSA-M		CHEBI:192833		
BASm0012236	talaropentaene	A triterpene produced by Talaromyces verruculosus talaropentaene synthase from all-trans-hexaprenyl diphosphate.			CC(C)=CCC/C(C)=C/CCC(C)C1=CCC2(C)C/C=C(\C)CC/C=C(\C)CCC12	C30H48	InChI=1S/C30H48/c1-23(2)11-8-12-24(3)15-10-16-27(6)28-20-22-30(7)21-19-26(5)14-9-13-25(4)17-18-29(28)30/h11,13,15,19-20,27,29H,8-10,12,14,16-18,21-22H2,1-7H3/b24-15+,25-13+,26-19+/t27?,29-,30-/m0/s1	VVHPNQSUMLARNW-IKWXLNSOSA-N		CHEBI:192978		
BASm0012237	macrophomene	A triterpene produced by Macrophomina phaseolina macrophomene synthase.			C/C1=C\CC/C(C)=C/CC/C(C)=C/[C@@H]2[C@@H](CC/C(C)=C/CC/C(C)=C/CC1)C2(C)C	C30H48	InChI=1S/C30H48/c1-23-12-8-14-24(2)16-10-18-26(4)20-21-28-29(30(28,6)7)22-27(5)19-11-17-25(3)15-9-13-23/h13-14,17-18,22,28-29H,8-12,15-16,19-21H2,1-7H3/b23-13+,24-14+,25-17+,26-18+,27-22+/t28-,29-/m1/s1	RHBWEVCRGQZVST-SGDJXXCCSA-N		CHEBI:192980		
BASm0012238	colleterpenol	A triterpenoid produced by Colletotrichum gloeosporioides colleterpenol synthase from all-trans-hexaprenyl diphosphate.			CC(C)=CCC/C(C)=C/CC[C@](C)(O)[C@H]1C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC1	C30H50O	InChI=1S/C30H50O/c1-24(2)12-8-13-26(4)18-11-23-30(7,31)29-21-19-27(5)16-9-14-25(3)15-10-17-28(6)20-22-29/h12,14,17-19,29,31H,8-11,13,15-16,20-23H2,1-7H3/b25-14+,26-18+,27-19+,28-17+/t29-,30-/m0/s1	ZVJDDUGYQUUMSZ-ACKQZMBFSA-N		CHEBI:192981		
BASm0012239	(5R,12R,14S)-dolasta-1(15),8-diene				C=C1CCC[C@]2(C)CCC3=C(C(C)C)CC[C@]3(C)C[C@@H]12		InChI=1S/C20H32/c1-14(2)16-8-11-20(5)13-18-15(3)7-6-10-19(18,4)12-9-17(16)20/h14,18H,3,6-13H2,1-2,4-5H3/t18-,19+,20+/m0/s1	DZJFCKMCGDMBLE-XUVXKRRUSA-N		CHEBI:192990		
BASm0012240	delta-araneosene			Expected Solid	C/C1=C\C[C@@]2(C)CCC(C(C)C)=C2CC/C(C)=C/CC1	C20H32	InChI=1S/C20H32/c1-15(2)18-12-14-20(5)13-11-17(4)8-6-7-16(3)9-10-19(18)20/h7,11,15H,6,8-10,12-14H2,1-5H3/b16-7-,17-11-/t20-/m0/s1	MCSCRBZMKVBNJL-CRQGJTKCSA-N	272.250401	CHEBI:192991		MMDBc0009216
BASm0012241	4-methoxytyramine		3213-30-7		COc1ccc(CC[NH3+])cc1O	C9H13NO2	InChI=1S/C9H13NO2/c1-12-9-3-2-7(4-5-10)6-8(9)11/h2-3,6,11H,4-5,10H2,1H3	WJXQFVMTIGJBFX-UHFFFAOYSA-N		CHEBI:192993		
BASm0012242	discoidol				C[C@H]1CCCC2=CCC(C(C)(C)O)C[C@]21C	C15H26O	InChI=1S/C15H26O/c1-11-6-5-7-12-8-9-13(14(2,3)16)10-15(11,12)4/h8,11,13,16H,5-7,9-10H2,1-4H3	KEBVXBNFLKYWDP-UHFFFAOYSA-N	222.1983655	CHEBI:192996		
BASm0012243	cyclo(L-tryptophyl-L-alanyl)				C[C@@H]1NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC1=O	C14H15N3O2	InChI=1S/C14H15N3O2/c1-8-13(18)17-12(14(19)16-8)6-9-7-15-11-5-3-2-4-10(9)11/h2-5,7-8,12,15H,6H2,1H3,(H,16,19)(H,17,18)	VDMMFAOUINDEGC-UHFFFAOYSA-N	257.1164267	CHEBI:193002		
BASm0012244	preechinulin			Expected Solid	[H][C@@]1(C)N=C(O)[C@]([H])(CC2=C(NC3=CC=CC=C23)C(C)(C)C=C)N=C1O	C19H23N3O2	InChI=1S/C19H23N3O2/c1-5-19(3,4)16-13(12-8-6-7-9-14(12)21-16)10-15-18(24)20-11(2)17(23)22-15/h5-9,11,15,21H,1,10H2,2-4H3,(H,20,24)(H,22,23)/t11-,15-/m0/s1	LVPZJIGICMPWFH-NHYWBVRUSA-N	325.179027	CHEBI:193003		MMDBc0020120
BASm0012245	neoechinulin A			Expected Solid		C19H21N3O2		MYRPIYZIAHOECW-KBVGCWLLSA-N	323.1633769	CHEBI:193004		MMDBc0020122
BASm0012246	neoechinulin B					C19H18N3O2		MRRLNBCXYXFMFO-UHFFFAOYSA-M	320.1404504	CHEBI:193005		
BASm0012247	tardioxopiperazine B			Expected Solid	C[C@@H]1NC(=O)[C@H](CC2=C(NC3=C2C=CC=C3CC=C(C)C)C(C)(C)C=C)NC1=O	C24H31N3O2	InChI=1S/C24H31N3O2/c1-7-24(5,6)21-18(13-19-23(29)25-15(4)22(28)26-19)17-10-8-9-16(20(17)27-21)12-11-14(2)3/h7-11,15,19,27H,1,12-13H2,2-6H3,(H,25,29)(H,26,28)/t15-,19-/m0/s1	QNQMVKRHUCFRIY-KXBFYZLASA-N	393.2416273	CHEBI:193006		MMDBc0002840
BASm0012248	tardioxopiperazine A				C=CC(C)(C)c1[nH]c2ccc(CC=C(C)C)cc2c1C[C@@H]1NC(=O)[C@H](C)NC1=O	C24H31N3O2	InChI=1S/C24H31N3O2/c1-7-24(5,6)21-18(13-20-23(29)25-15(4)22(28)27-20)17-12-16(9-8-14(2)3)10-11-19(17)26-21/h7-8,10-12,15,20,26H,1,9,13H2,2-6H3,(H,25,29)(H,27,28)	WXGWEFVOPYZZTA-UHFFFAOYSA-N	393.2416273	CHEBI:193007		
BASm0012249	variecolorin L			Expected Solid	C=CC(C)(C)c1[nH]c2ccc(CC=C(C)C)c(CC=C(C)C)c2c1C[C@@H]1NC(=O)[C@H](C)NC1=O	C29H39N3O2	InChI=1S/C29H39N3O2/c1-9-29(7,8)26-22(16-24-28(34)30-19(6)27(33)32-24)25-21(14-11-18(4)5)20(12-10-17(2)3)13-15-23(25)31-26/h9-11,13,15,19,24,31H,1,12,14,16H2,2-8H3,(H,30,34)(H,32,33)/t19-,24-/m0/s1	XYEWKBJTXXXGRB-CYFREDJKSA-N	461.3042275	CHEBI:193008		MMDBc0008415
BASm0012250	variecolorin G			Expected Solid	C=CC(C)(C)c1[nH]c2c(CC=C(C)C)cccc2c1/C=C1/NC(=O)[C@H](C)NC1=O	C24H29N3O2	InChI=1S/C24H29N3O2/c1-7-24(5,6)21-18(13-19-23(29)25-15(4)22(28)26-19)17-10-8-9-16(20(17)27-21)12-11-14(2)3/h7-11,13,15,27H,1,12H2,2-6H3,(H,25,29)(H,26,28)/b19-13-/t15-/m0/s1	CVRBXJYAJQNPNW-CCNLRRDASA-N	391.2259772	CHEBI:193009		MMDBc0002498
BASm0012251	isoechinulin A				C=CC(C)(C)c1[nH]c2ccc(CC=C(C)C)cc2c1/C=C1/NC(=O)[C@H](C)NC1=O	C24H29N3O2	InChI=1S/C24H29N3O2/c1-7-24(5,6)21-18(13-20-23(29)25-15(4)22(28)27-20)17-12-16(9-8-14(2)3)10-11-19(17)26-21/h7-8,10-13,15,26H,1,9H2,2-6H3,(H,25,29)(H,27,28)	ZHKHUDVCZTVZPU-UHFFFAOYSA-N	391.2259772	CHEBI:193010		
BASm0012252	dehydroechinulin				C=CC(C)(C)c1[nH]c2c(CC=C(C)C)cc(CC=C(C)C)cc2c1/C=C1/NC(=O)[C@H](C)NC1=O	C29H37N3O2	InChI=1S/C29H37N3O2/c1-9-29(7,8)26-23(16-24-28(34)30-19(6)27(33)31-24)22-15-20(12-10-17(2)3)14-21(25(22)32-26)13-11-18(4)5/h9-11,14-16,19,32H,1,12-13H2,2-8H3,(H,30,34)(H,31,33)	NVZHTXBVXJVJTP-UHFFFAOYSA-N	459.2885774	CHEBI:193011		
BASm0012255	isoechinulin B				C=CC(C)(C)c1[nH]c2ccc(CC=C(C)C)cc2c1/C=c1/[n-]c(=O)c(=C)[nH]c1=O		InChI=1S/C24H27N3O2/c1-7-24(5,6)21-18(13-20-23(29)25-15(4)22(28)27-20)17-12-16(9-8-14(2)3)10-11-19(17)26-21/h7-8,10-13H,1,4,9H2,2-3,5-6H3,(H3,25,26,27,28,29)/p-1	GTMHFJGKEYNNHJ-UHFFFAOYSA-M		CHEBI:193026		
BASm0012256	17alpha-hydroxywithaferin A				CC1=C(CO)C(=O)O[C@@H]([C@@H](C)[C@@]2(O)CC[C@H]3[C@@H]4C[C@H]5O[C@]56[C@@H](O)C=CC(=O)[C@]6(C)[C@H]4CC[C@@]32C)C1	C28H38O7	InChI=1S/C28H38O7/c1-14-11-20(34-24(32)17(14)13-29)15(2)27(33)10-8-18-16-12-23-28(35-23)22(31)6-5-21(30)26(28,4)19(16)7-9-25(18,27)3/h5-6,15-16,18-20,22-23,29,31,33H,7-13H2,1-4H3	HLZVPWRVYKJCMY-UHFFFAOYSA-N	486.2617536	CHEBI:193027		
BASm0012257	17alpha-sitoindoside IX				CC1=C(CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(=O)O[C@@H]([C@@H](C)[C@@]2(O)CC[C@H]3[C@@H]4C[C@H]5O[C@]56[C@@H](O)C=CC(=O)[C@]6(C)[C@H]4CC[C@@]32C)C1		InChI=1S/C34H48O12/c1-15-11-21(44-29(41)18(15)14-43-30-28(40)27(39)26(38)22(13-35)45-30)16(2)33(42)10-8-19-17-12-25-34(46-25)24(37)6-5-23(36)32(34,4)20(17)7-9-31(19,33)3/h5-6,16-17,19-22,24-28,30,35,37-40,42H,7-14H2,1-4H3/t16-,17+,19+,20+,21-,22-,24+,25-,26-,27+,28-,30-,31+,32+,33+,34-/m1/s1	KWIFYNJSBRPQGZ-MHWLCCPPSA-N		CHEBI:193029		
BASm0012260	27-hydroxywithanone				CC1=C(CO)C(=O)O[C@@H]([C@@H](C)[C@@]2(O)CC[C@H]3[C@@H]4[C@@H]5O[C@@H]5[C@@]5(O)CC=CC(=O)[C@]5(C)[C@H]4CC[C@@]32C)C1	C28H38O7	InChI=1S/C28H38O7/c1-14-12-19(34-24(31)16(14)13-29)15(2)27(32)11-8-17-21-18(7-10-25(17,27)3)26(4)20(30)6-5-9-28(26,33)23-22(21)35-23/h5-6,15,17-19,21-23,29,32-33H,7-13H2,1-4H3	XOKCBESGXYESDY-UHFFFAOYSA-N	486.2617536	CHEBI:193033		
BASm0012261	withanone 27-O-beta-D-glucoside				CC1=C(CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(=O)O[C@@H]([C@@H](C)[C@@]2(O)CC[C@H]3[C@@H]4[C@@H]5O[C@@H]5[C@@]5(O)CC=CC(=O)[C@]5(C)[C@H]4CC[C@@]32C)C1		InChI=1S/C34H48O12/c1-15-12-20(44-29(40)17(15)14-43-30-26(39)25(38)24(37)21(13-35)45-30)16(2)33(41)11-8-18-23-19(7-10-31(18,33)3)32(4)22(36)6-5-9-34(32,42)28-27(23)46-28/h5-6,16,18-21,23-28,30,35,37-39,41-42H,7-14H2,1-4H3/t16-,18+,19+,20-,21-,23+,24-,25+,26-,27+,28+,30-,31+,32+,33+,34+/m1/s1	GHMBTUCPPDHSEB-ALXGINQXSA-N		CHEBI:193034		
BASm0012262	5alpha,6beta,17alpha,27-tetrahydroxywithanolide				CC1=C(CO)C(=O)O[C@@H]([C@@H](C)[C@@]2(O)CC[C@H]3[C@@H]4C[C@@H](O)[C@@]5(O)CC=CC(=O)[C@]5(C)[C@H]4CC[C@@]32C)C1		InChI=1S/C28H40O7/c1-15-12-21(35-24(32)18(15)14-29)16(2)27(33)11-8-19-17-13-23(31)28(34)9-5-6-22(30)26(28,4)20(17)7-10-25(19,27)3/h5-6,16-17,19-21,23,29,31,33-34H,7-14H2,1-4H3/t16-,17+,19+,20+,21-,23-,25+,26+,27+,28+/m1/s1	DDFLYRZLCDGOEF-GOASYUQISA-N		CHEBI:193035		
BASm0012263	5alpha,6beta,17alpha-trihydroxywithanolide 27-O-beta-D-glucoside				CC1=C(CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(=O)O[C@@H]([C@@H](C)[C@@]2(O)CC[C@H]3[C@@H]4C[C@@H](O)[C@@]5(O)CC=CC(=O)[C@]5(C)[C@H]4CC[C@@]32C)C1		InChI=1S/C34H50O12/c1-16-12-22(45-29(41)19(16)15-44-30-28(40)27(39)26(38)23(14-35)46-30)17(2)33(42)11-8-20-18-13-25(37)34(43)9-5-6-24(36)32(34,4)21(18)7-10-31(20,33)3/h5-6,17-18,20-23,25-28,30,35,37-40,42-43H,7-15H2,1-4H3/t17-,18+,20+,21+,22-,23-,25-,26-,27+,28-,30-,31+,32+,33+,34+/m1/s1	GEXURBSESGZMHD-WBFXMXERSA-N		CHEBI:193036		
BASm0012264	gamma-L-glutamylspermidine				[NH3+]CCC[NH2+]CCCCNC(=O)CC[C@H]([NH3+])C(=O)[O-]		InChI=1S/C12H26N4O3/c13-6-3-8-15-7-1-2-9-16-11(17)5-4-10(14)12(18)19/h10,15H,1-9,13-14H2,(H,16,17)(H,18,19)/p+2/t10-/m0/s1	UDSKGBFGTTXSBC-JTQLQIEISA-P		CHEBI:193051		
BASm0012265	gamma-L-glutamylspermine					C15H36N5O3		ONKGWWXHTADVND-ZDUSSCGKSA-Q	334.2801693	CHEBI:193052		
BASm0012266	gamma-L-glutamylcadaverine					C10H22N3O3		PBMPYYMSXBOZFN-QMMMGPOBSA-O	232.165568	CHEBI:193053		
BASm0012267	gamma-L-glutamylethanolamide	Constituent of the fruiting body of Agaricus bisporus (button mushroom). N-(gamma-Glutamyl)ethanolamine is found in mushrooms.	2650-74-0		[NH3+][C@@H](CCC(=O)NCCO)C(=O)[O-]	C7H14N2O4	InChI=1S/C7H14N2O4/c8-5(7(12)13)1-2-6(11)9-3-4-10/h5,10H,1-4,8H2,(H,9,11)(H,12,13)/t5-/m0/s1	DGBJQQBLTDLFMF-YFKPBYRVSA-N	190.0953569	CHEBI:193054	HMDB39222	
BASm0012268	2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1D-myo-inositol)	Lyso-PI(0:0/20:4(5Z,8Z,11Z,14Z)) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PI(0:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one 5Z,8Z,11Z,14Z-eicosatetraenoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylinositol is an endogenous lysophospholipid and endocannabinoid neurotransmitter.		Solid	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@H](CO)COP(=O)([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O	C29H49O12P	InChI=1S/C29H49O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(31)40-22(20-30)21-39-42(37,38)41-29-27(35)25(33)24(32)26(34)28(29)36/h6-7,9-10,12-13,15-16,22,24-30,32-36H,2-5,8,11,14,17-21H2,1H3,(H,37,38)/b7-6-,10-9-,13-12-,16-15-	OKEQUIXTUXJQNT-DOFZRALJSA-N	620.296164	CHEBI:193055		MMDBc0045164
BASm0012269	psilocin	Psilocin (4-OH-DMT), an aromatic compound, sometimes also spelled psilocine, psilocyn, or psilotsin, is a psychedelic mushroom alkaloid. It is found in most psychedelic mushrooms together with its phosphorylated counterpart psilocybin. Psilocin is a Schedule I drug under the Convention on Psychotropic Substances. The mind-altering effects of psilocin are highly variable and subjective, but resemble those caused by LSD and mescaline. The effects typically last anywhere from three to eight hours depending on certain variables (such as metabolism, food interaction); however the effects can seem to last much longer due to psilocin's ability to distort the perception of time. Sulfur analogs are known with a benzothienyl replacement as well as 4-SH-DMT. N1-methylpsilocin is a functionally 5-HT2C receptor preferring agonists. 4-fluoro-N,N-dimethyltryptamine is known. O-Acetylpsilocin is an acetylized analog of psilocin, also known as 4-AcO-DMT. Additionally, substitution of a methyl group at the dimethylated nitrogen with an isopropyl or ethyl group yields 4-HO-MIPT (4-Hydroxy-N-Methyl-N-Isopropyltryptamine) and 4-HO-MET (4-Hydroxy-N-Methyl-N-Ethyltryptamine), respectively.	520-53-6	Solid	C[NH+](C)CCc1c[nH]c2cccc(O)c12	C12H16N2O	InChI=1S/C12H16N2O/c1-14(2)7-6-9-8-13-10-4-3-5-11(15)12(9)10/h3-5,8,13,15H,6-7H2,1-2H3	SPCIYGNTAMCTRO-UHFFFAOYSA-N	204.1262631	CHEBI:193059	HMDB0042000	
BASm0012270	aeruginascin			Expected Solid	C[N+](C)(C)CCc1c[nH]c2cccc(OP(=O)([O-])[O-])c12	C13H20N2O4P	InChI=1S/C13H19N2O4P/c1-15(2,3)8-7-10-9-14-11-5-4-6-12(13(10)11)19-20(16,17)18/h4-6,9,14H,7-8H2,1-3H3,(H-,16,17,18)/p+1	OIIPFLWAQQNCHA-UHFFFAOYSA-O	299.1155206	CHEBI:193060		MMDBc0008197
BASm0012271	4-hydroxy-N,N,N-trimethyltryptamine				C[N+](C)(C)CCc1c[nH]c2cccc(O)c12		InChI=1S/C13H18N2O/c1-15(2,3)8-7-10-9-14-11-5-4-6-12(16)13(10)11/h4-6,9,14H,7-8H2,1-3H3/p+1	RMPOMMZKJNCOTM-UHFFFAOYSA-O		CHEBI:193061		
BASm0012272	2-(2,4-dihydroxy-6-oxidobenzoyl)-5-hydroxy-3-methylbenzenolate				Cc1cc(O)cc([O-])c1C(=O)c1c([O-])cc(O)cc1O		InChI=1S/C14H12O6/c1-6-2-7(15)3-9(17)12(6)14(20)13-10(18)4-8(16)5-11(13)19/h2-5,15-19H,1H3/p-2	KKACYWFPFLWVTP-UHFFFAOYSA-L		CHEBI:193062		
BASm0012273	norlichexanthone				Cc1cc([O-])cc2oc3cc(O)cc(O)c3c(=O)c12	C14H10O5	InChI=1S/C14H10O5/c1-6-2-7(15)4-10-12(6)14(18)13-9(17)3-8(16)5-11(13)19-10/h2-5,15-17H,1H3	AQZHBCDRWFMXIN-UHFFFAOYSA-N	258.0528234	CHEBI:193063		
BASm0012274	griseophenone D				COc1cc([O-])c(C(=O)c2c(C)cc(O)cc2[O-])c(O)c1		InChI=1S/C15H14O6/c1-7-3-8(16)4-10(17)13(7)15(20)14-11(18)5-9(21-2)6-12(14)19/h3-6,16-19H,1-2H3/p-2	MHIAEHHUBPESRR-UHFFFAOYSA-L		CHEBI:193064		
BASm0012275	griseophenone C			Expected Solid	COc1cc([O-])c(C(=O)c2c(C)cc(O)cc2OC)c(O)c1	C16H16O6	InChI=1S/C16H16O6/c1-8-4-9(17)5-13(22-3)14(8)16(20)15-11(18)6-10(21-2)7-12(15)19/h4-7,17-19H,1-3H3	XZDCIORWACLZKX-UHFFFAOYSA-N	304.0946882	CHEBI:193065		MMDBc0007161
BASm0012276	griseophenone B				COc1cc([O-])c(C(=O)c2c(C)cc(O)cc2OC)c([O-])c1Cl	C16H15ClO6	InChI=1S/C16H15ClO6/c1-7-4-8(18)5-10(22-2)12(7)15(20)13-9(19)6-11(23-3)14(17)16(13)21/h4-6,18-19,21H,1-3H3	DSJPUSRRLBBBAS-UHFFFAOYSA-N	338.0557159	CHEBI:193066		
BASm0012277	desmethyl-dehydrogriseofulvin				COC1=CC(=O)C=C(C)[C@]12Oc1c(Cl)c(OC)cc(O)c1C2=O		InChI=1S/C16H13ClO6/c1-7-4-8(18)5-11(22-3)16(7)15(20)12-9(19)6-10(21-2)13(17)14(12)23-16/h4-6,19H,1-3H3/t16-/m0/s1	CBXSKYYDMDVVJP-INIZCTEOSA-N		CHEBI:193067		
BASm0012282	(-)-beta-barbatene			Expected Solid	C=C1CC[C@@]2(C)C[C@@H]1[C@@]1(C)CCC[C@@]21C	C15H24	InChI=1S/C15H24/c1-11-6-9-13(2)10-12(11)14(3)7-5-8-15(13,14)4/h12H,1,5-10H2,2-4H3/t12-,13-,14+,15-/m1/s1	RTONMYLSQISFQA-APIJFGDWSA-N	204.1878008	CHEBI:193072		MMDBc0002657
BASm0012283	(S)-(+)-nephthenol			Expected Solid		C20H34O		ZJWQYSDAWSDJRA-SZPHWZFISA-N	290.2609657	CHEBI:193073		MMDBc0055047
BASm0012284	beta-araneosene				CC(C)=C1CC[C@@]2(C)C/C=C(\C)CC/C=C(\C)CC[C@H]12	C20H32	InChI=1S/C20H32/c1-15(2)18-12-14-20(5)13-11-17(4)8-6-7-16(3)9-10-19(18)20/h7,11,19H,6,8-10,12-14H2,1-5H3	VSEDLQDFSQWMRG-UHFFFAOYSA-N	272.250401	CHEBI:193074		
BASm0012285	L-alpha-D-Hep-(1->3)-4-O-phospho-L-alpha-D-Hep-(1->5)-[alpha-Kdo-(2->4)]-alpha-Kdo-(2->6)-lipid A (E. coli)					C124H219N2O54P3		QQDKROYPLTZMSD-UHFFFAOYSA-F	2693.370894	CHEBI:193075		
BASm0012286	L-alpha-D-Hep-(1->7)-L-alpha-D-Hep-(1->3)-4-O-phospho-L-alpha-D-Hep-(1->5)-[alpha-Kdo-(2->4)]-alpha-Kdo-(2->6)-lipid A (E. coli)					C131H231N2O60P3		XXFUDNMSYJEWIT-SEXMHTGBSA-F	2885.434282	CHEBI:193076		
BASm0012287	yaequinolone E			Expected Solid	[H]\C(=C(\[H])C1=C(O)C2=C(C=C1)N=C(O)[C@]([H])(OC)[C@@]2(O)C1=CC=C(OC)C=C1)C(C)=C	C22H23NO5	InChI=1S/C22H23NO5/c1-13(2)5-6-14-7-12-17-18(19(14)24)22(26,20(28-4)21(25)23-17)15-8-10-16(27-3)11-9-15/h5-12,20,24,26H,1H2,2-4H3,(H,23,25)/b6-5+/t20-,22+/m0/s1	QBZBACCGHXCJIP-KJXQILNXSA-N	381.1576228	CHEBI:193077		MMDBc0013709
BASm0012288	[(1'E)-3'-hydroxy-3',7'-dimethylocta-1',6'-dien-1'-yl]-quinolinone B				COc1ccc([C@@]2(O)c3c(ccc(/C=C/C(C)(O)CCC=C(C)C)c3O)NC(=O)[C@@H]2OC)cc1		InChI=1S/C27H33NO6/c1-17(2)7-6-15-26(3,31)16-14-18-8-13-21-22(23(18)29)27(32,24(34-5)25(30)28-21)19-9-11-20(33-4)12-10-19/h7-14,16,24,29,31-32H,6,15H2,1-5H3,(H,28,30)/b16-14+/t24-,26?,27+/m0/s1	MVLMGUZQNIKFDI-VQVNFTCJSA-N		CHEBI:193078		
BASm0012289	[(1'E)-5'-(3',3'-dimethyloxiran-2'-yl)-3'-hydroxy-3'-methylpent-1'-en-1'-yl]-quinolinone B				COc1ccc([C@@]2(O)c3c(ccc(/C=C/C(C)(O)CCC4OC4(C)C)c3O)NC(=O)[C@@H]2OC)cc1		InChI=1S/C27H33NO7/c1-25(2)20(35-25)13-15-26(3,31)14-12-16-6-11-19-21(22(16)29)27(32,23(34-5)24(30)28-19)17-7-9-18(33-4)10-8-17/h6-12,14,20,23,29,31-32H,13,15H2,1-5H3,(H,28,30)/b14-12+/t20?,23-,26?,27+/m0/s1	OKZFFGYDLFOKMX-RPJCIHFCSA-N		CHEBI:193079		
BASm0012291	(3R)-3-[(carboxymethyl)amino]butanoate				C[C@H](CC(=O)[O-])[NH2+]CC(=O)[O-]		InChI=1S/C6H11NO4/c1-4(2-5(8)9)7-3-6(10)11/h4,7H,2-3H2,1H3,(H,8,9)(H,10,11)/p-1/t4-/m1/s1	VRGLRLBEHJTRMK-SCSAIBSYSA-M		CHEBI:193081		
BASm0012293	(3R)-3-{[carboxy(hydroxy)methyl]amino}butanoate				C[C@H](CC(=O)[O-])[NH2+]C(O)C(=O)[O-]		InChI=1S/C6H11NO5/c1-3(2-4(8)9)7-5(10)6(11)12/h3,5,7,10H,2H2,1H3,(H,8,9)(H,11,12)/p-1/t3-,5?/m1/s1	JHNXGAXXJGEJGB-VXPOTGITSA-M		CHEBI:193083		
BASm0012295	(3R)-3-isocyanylbutanoate				[C-]#[N+][C@H](C)CC(=O)[O-]		InChI=1S/C5H7NO2/c1-4(6-2)3-5(7)8/h4H,3H2,1H3,(H,7,8)/p-1/t4-/m1/s1	IRAFDPURHLLFIK-SCSAIBSYSA-M		CHEBI:193085		
BASm0012296	sn-3-(O-farnesylgeranyl)glycerol 1-phosphate				CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COC[C@H](O)COP(=O)([O-])[O-]		InChI=1S/C28H49O6P/c1-23(2)11-7-12-24(3)13-8-14-25(4)15-9-16-26(5)17-10-18-27(6)19-20-33-21-28(29)22-34-35(30,31)32/h11,13,15,17,19,28-29H,7-10,12,14,16,18,20-22H2,1-6H3,(H2,30,31,32)/p-2/b24-13+,25-15+,26-17+,27-19+/t28-/m0/s1	LZZUUYIZXZJJAK-HLBVBGQJSA-L		CHEBI:193087		
BASm0012297	2,3-bis-O-(geranylfarnesyl)-sn-glycerol 1-phosphate				CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COC[C@@H](COP(=O)([O-])[O-])OC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)CCC=C(C)C		InChI=1S/C53H89O6P/c1-43(2)21-13-23-45(5)25-15-27-47(7)29-17-31-49(9)33-19-35-51(11)37-39-57-41-53(42-59-60(54,55)56)58-40-38-52(12)36-20-34-50(10)32-18-30-48(8)28-16-26-46(6)24-14-22-44(3)4/h21-22,25-26,29-30,33-34,37-38,53H,13-20,23-24,27-28,31-32,35-36,39-42H2,1-12H3,(H2,54,55,56)/p-2/b45-25+,46-26+,47-29+,48-30+,49-33+,50-34+,51-37+,52-38+/t53-/m0/s1	INVNXICFIHGVNH-PZDZMOPZSA-L		CHEBI:193088		
BASm0012298	phenyl phosphate		701-64-4		O=P([O-])([O-])Oc1ccccc1	C6H7O4P	InChI=1S/C6H7O4P/c7-11(8,9)10-6-4-2-1-3-5-6/h1-5H,(H2,7,8,9)	CMPQUABWPXYYSH-UHFFFAOYSA-N		CHEBI:193089		
BASm0012299	2-aminoisobutanoate		62-57-7	solid	CC(C)([NH3+])C(=O)[O-]	C4H9NO2	InChI=1S/C4H9NO2/c1-4(2,5)3(6)7/h5H2,1-2H3,(H,6,7)	FUOOLUPWFVMBKG-UHFFFAOYSA-N	103.0633285	CHEBI:193090		
BASm0012300	menaquinol-4				CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1c(C)c(O)c2ccccc2c1O	C31H42O2	InChI=1S/C31H42O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(27)33/h7-8,12,14,16,18-20,32-33H,9-11,13,15,17,21H2,1-6H3	NIOZAZRLJCBEGX-UHFFFAOYSA-N	446.3184806	CHEBI:193091	HMDB0254433	
BASm0012301	discodiene				C[C@H]1CCCC2=CC=CC[C@]21C		InChI=1S/C12H18/c1-10-6-5-8-11-7-3-4-9-12(10,11)2/h3-4,7,10H,5-6,8-9H2,1-2H3/t10-,12-/m0/s1	BEUFNPDESFGGNV-JQWIXIFHSA-N		CHEBI:193096		
BASm0012302	delphinidin 3-O-beta-D-galactoside		6906-38-3		[O-]c1cc([O-])c2cc(O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)c(-c3cc(O)c(O)c(O)c3)[o+]c2c1	C21H21O12	InChI=1S/C21H20O12/c22-6-15-17(28)18(29)19(30)21(33-15)32-14-5-9-10(24)3-8(23)4-13(9)31-20(14)7-1-11(25)16(27)12(26)2-7/h1-5,15,17-19,21-22,28-30H,6H2,(H4-,23,24,25,26,27)/p+1/t15-,17-,18+,19-,21-/m0/s1	XENHPQQLDPAYIJ-CBHOWOPOSA-O		CHEBI:193097		
BASm0012303	peonidin 3-O-beta-D-galactoside				COc1cc(-c2[o+]c3cc(O)cc([O-])c3cc2O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)ccc1O		InChI=1S/C22H22O11/c1-30-15-4-9(2-3-12(15)25)21-16(7-11-13(26)5-10(24)6-14(11)31-21)32-22-20(29)19(28)18(27)17(8-23)33-22/h2-7,17-20,22-23,27-29H,8H2,1H3,(H2-,24,25,26)/t17-,18+,19+,20-,22-/m1/s1	ZZWPMFROUHHAKY-VRRLNDPFSA-N		CHEBI:193098		
BASm0012304	pelargonidin 3-O-beta-D-galactoside betaine				[O-]c1cc(O)cc2[o+]c(-c3ccc(O)cc3)c(O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)cc12		InChI=1S/C21H20O10/c22-8-16-17(26)18(27)19(28)21(31-16)30-15-7-12-13(25)5-11(24)6-14(12)29-20(15)9-1-3-10(23)4-2-9/h1-7,16-19,21-22,26-28H,8H2,(H2-,23,24,25)/t16-,17+,18+,19-,21-/m1/s1	ABVCUBUIXWJYSE-WVXKDWSHSA-N		CHEBI:193099		
BASm0012305	malvidin 3-O-beta-D-galactoside		7228-78-6			C23H23O12		PXUQTDZNOHRWLI-XSEKTIEYSA-M	491.1194998	CHEBI:193100		
BASm0012306	petunidin	Isolated from bilberries (Vaccinium myrtillus), giant granadilla (Passiflora quadrangularis), Amonum subulatum (Nepal cardamon) and other plantsand is also found in red table wine and red wine vinegar. Glycosides also widely distributed↵↵Petunidin is an anthocyanin.; Anthocyanins are water soluble pigments belonging to the flavonoids compound family involved in nature in a wide range of functions such as flowers, fruits, and seeds pigmentation to attract pollinators, to disperse seeds, to protect against UV light damage, and in plant defense to protect against pathogen attack.  Because anthocyanins impart much of the color and flavor of fruits and vegetables, they are usually components of the human diet and are not only considered exclusively as food products but also as therapeutic agents; in fact, anthocyanins have been suggested to protect against oxidative stress, coronary heart diseases, certain cancers, and other age-related diseases. At least part of these presumed health-promoting features can be attributed to the antioxidant properties of these compounds whose chemical structure appears ideal for free radical scavenging. (PMID: 16277406).	1429-30-7	Solid		C16H11O7		AFOLOMGWVXKIQL-UHFFFAOYSA-M	315.0510263	CHEBI:193101	HMDB03173	
BASm0012307	petunidin 3-O-beta-D-galactoside		6988-81-4		COc1cc(-c2[o+]c3cc(O)cc([O-])c3cc2O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)cc(O)c1O	C22H23O12	InChI=1S/C22H22O12/c1-31-14-3-8(2-12(26)17(14)27)21-15(6-10-11(25)4-9(24)5-13(10)32-21)33-22-20(30)19(29)18(28)16(7-23)34-22/h2-6,16,18-20,22-23,28-30H,7H2,1H3,(H3-,24,25,26,27)/p+1/t16-,18-,19+,20-,22-/m1/s1	CCQDWIRWKWIUKK-QKYBYQKWSA-O		CHEBI:193102		
BASm0012308	petunidin 3-O-beta-D-glucoside		6988-81-4		COc1cc(-c2[o+]c3cc(O)cc([O-])c3cc2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc(O)c1O	C22H23O12	InChI=1S/C22H22O12/c1-31-14-3-8(2-12(26)17(14)27)21-15(6-10-11(25)4-9(24)5-13(10)32-21)33-22-20(30)19(29)18(28)16(7-23)34-22/h2-6,16,18-20,22-23,28-30H,7H2,1H3,(H3-,24,25,26,27)/p+1/t16-,18-,19+,20-,22-/m1/s1	CCQDWIRWKWIUKK-QKYBYQKWSA-O		CHEBI:193103		
BASm0012310	N(6),N(6)-dimethyl-L-lysine				C[NH+](C)CCCC[C@H]([NH3+])C(=O)[O-]		InChI=1S/C8H18N2O2/c1-10(2)6-4-3-5-7(9)8(11)12/h7H,3-6,9H2,1-2H3,(H,11,12)/p+1/t7-/m0/s1	XXEWFEBMSGLYBY-ZETCQYMHSA-O		CHEBI:193107		
BASm0012311	N,N-dimethyl-cadaverine				C[NH+](C)CCCCC[NH3+]		InChI=1S/C7H18N2/c1-9(2)7-5-3-4-6-8/h3-8H2,1-2H3/p+2	ZQEQANWXEQSAGL-UHFFFAOYSA-P		CHEBI:193108		
BASm0012312	(6S)-6-amino-3,3-dimethyl-2-oxoheptanedioate				CC(C)(CC[C@H]([NH3+])C(=O)[O-])C(=O)C(=O)[O-]		InChI=1S/C9H15NO5/c1-9(2,6(11)8(14)15)4-3-5(10)7(12)13/h5H,3-4,10H2,1-2H3,(H,12,13)(H,14,15)/p-1/t5-/m0/s1	AEFLBEFDGSFJEE-YFKPBYRVSA-M		CHEBI:193109		
BASm0012315	taxifolin 4'-methyl ether	Tamarixetin is a flavanoid component of the Ginko Biloba extract. Exhibits antioxidant properties.	603-61-2	Solid	COc1ccc(C2Oc3cc(O)cc(O)c3C(=O)C2O)cc1O	C16H14O7	InChI=1S/C16H14O7/c1-22-11-3-2-7(4-9(11)18)16-15(21)14(20)13-10(19)5-8(17)6-12(13)23-16/h2-6,15-19,21H,1H3	KQNGHARGJDXHKF-UHFFFAOYSA-N	318.0739528	CHEBI:193113	HMDB0002937	
BASm0012316	(5Z)-3-(3,4-dihydroxyphenyl)-5-[(3,4-dihydroxyphenyl)methylidene]-5-oxo-2,5-dihydrofuran-3-olate				O=C1O/C(=C\c2ccc(O)c(O)c2)C([O-])=C1c1ccc(O)c(O)c1		InChI=1S/C17H12O7/c18-10-3-1-8(5-12(10)20)6-14-16(22)15(17(23)24-14)9-2-4-11(19)13(21)7-9/h1-7,18-22H/p-1/b14-6-	FSDFCUAREMOFMW-NSIKDUERSA-M		CHEBI:193114		
BASm0012317	(2Z)-2-[(3,4-dioxocyclohexa-1,5-dien-1-yl)methylidene]-4-(4-hydroxyphenyl)-5-oxo-2,5-dihydrofuran-3-olate				O=C1C=CC(/C=C2\OC(=O)C(c3ccc(O)cc3)=C2[O-])=CC1=O		InChI=1S/C17H10O6/c18-11-4-2-10(3-5-11)15-16(21)14(23-17(15)22)8-9-1-6-12(19)13(20)7-9/h1-8,18,21H/p-1/b14-8-	XCAJKWRKGYWTHV-ZSOIEALJSA-M		CHEBI:193115		
BASm0012318					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@@H]([NH3+])CCO					CHEBI:193130		
BASm0012320	a lipid A				*C(=O)O[C@H](*)CC(=O)N[C@H]1[C@H](OC[C@H]2O[C@H](OP(=O)([O-])[O-])[C@H](NC(=O)C[C@@H](*)O)[C@@H](OC(=O)C[C@@H](*)O)[C@@H]2O)O[C@H](CO)[C@@H](OP(=O)([O-])[O-])[C@@H]1OC(=O)C[C@@H](*)OC(*)=O					CHEBI:193141		
BASm0012321	a hepta-acyl lipid A				*C(=O)O[C@H](*)CC(=O)N[C@H]1[C@H](OC[C@H]2O[C@H](OP(=O)([O-])[O-])[C@H](NC(=O)C[C@@H](*)OC(*)=O)[C@@H](OC(=O)C[C@@H](*)O)[C@@H]2O)O[C@H](CO)[C@@H](OP(=O)([O-])[O-])[C@@H]1OC(=O)C[C@@H](*)OC(*)=O					CHEBI:193142		
BASm0012322	a lipid IVB				*C(=O)O[C@H](*)CC(=O)N[C@H]1[C@@H](OP(=O)([O-])[O-])O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](OP(=O)([O-])[O-])[C@H](OC(=O)C[C@@H](*)O)[C@H]2NC(=O)C[C@@H](*)O)[C@@H](O)[C@@H]1OC(=O)C[C@@H](*)O					CHEBI:193143		
BASm0012323	a lipid IIA				*[C@@H](O)CC(=O)N[C@H]1[C@H](OC[C@H]2O[C@H](OP(=O)([O-])O[C@H]3OC[C@H]([NH3+])[C@H](O)[C@H]3O)[C@H](NC(=O)C[C@@H](*)O)[C@@H](OC(=O)C[C@@H](*)O)[C@@H]2O)O[C@H](CO)[C@@H](OP(=O)([O-])[O-])[C@@H]1OC(=O)C[C@@H](*)O					CHEBI:193144		
BASm0012325	an acyl-alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid IVA				*C(=O)O[C@H](*)CC(=O)N[C@H]1[C@H](OC[C@H]2O[C@H](OP(=O)([O-])[O-])[C@H](NC(=O)C[C@@H](*)O)[C@@H](OC(=O)C[C@@H](*)O)[C@@H]2O)O[C@H](CO[C@]2(C(=O)[O-])C[C@@H](O[C@]3(C(=O)[O-])C[C@@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O3)[C@@H](O)[C@@H]([C@H](O)CO)O2)[C@@H](OP(=O)([O-])[O-])[C@@H]1OC(=O)C[C@@H](*)O					CHEBI:193149		
BASm0012327	D-isoleucine		319-78-8	Solid	CC[C@@H](C)[C@@H](N)C(O)=O	C6H13NO2	InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t4-,5-/m1/s1	AGPKZVBTJJNPAG-RFZPGFLSSA-N	131.0946287	CHEBI:193151		MMDBc0033161
BASm0012328	12alpha-hydroxy-3-oxochola-4-en-24-oate					C24H35O4		BGHDKUPKUZDVRW-QUPGBHKMSA-M	387.2540832	CHEBI:193152		
BASm0012329	(-)-cyatha-3,12-diene			Expected Solid	[H][C@]12CCC(C)=CC[C@]1(C)CC[C@@]1(C)CCC(C(C)C)=C21	C20H32	InChI=1S/C20H32/c1-14(2)16-9-11-20(5)13-12-19(4)10-8-15(3)6-7-17(19)18(16)20/h8,14,17H,6-7,9-13H2,1-5H3/t17-,19-,20-/m1/s1	HYUVPCPBEOBIGN-MISYRCLQSA-N	272.250401	CHEBI:193155		MMDBc0003425
BASm0012330	talarodiene				[H][C@@]12C[C@@]3(C)CCC(C)(C)C=C3C\C=C(C)/[C@]1([H])CC[C@@H]2C	C20H32	InChI=1S/C20H32/c1-14-6-8-16-12-19(3,4)10-11-20(16,5)13-18-15(2)7-9-17(14)18/h6,12,15,17-18H,7-11,13H2,1-5H3/b14-6-/t15-,17-,18-,20+/m0/s1	XTOGEKDHHWZDDZ-JAMRKFNNSA-N	272.250401	CHEBI:193158		
BASm0012331	5-dehydrofumagillol			Expected Solid	[H][C@]1(CC=C(C)C)O[C@]1(C)[C@@]1([H])[C@]([H])(OC)C(=O)CC[C@]11CO1	C16H24O4	InChI=1S/C16H24O4/c1-10(2)5-6-12-15(3,20-12)14-13(18-4)11(17)7-8-16(14)9-19-16/h5,12-14H,6-9H2,1-4H3/t12-,13-,14-,15+,16+/m1/s1	RKYFKXLMWVUYJY-SUJAAXHWSA-N	280.1674593	CHEBI:193165		MMDBc0004832
BASm0012332	(+)-exo-beta-bergamotene					C15H24		DGZBGCMPRYFWFF-SOUVJXGZSA-N	204.1878008	CHEBI:193166		
BASm0012333	(5R)-hydroxy-beta-trans-bergamotene					C15H24O		IFAXDPROEMVFHI-SOUVJXGZSA-N	220.1827154	CHEBI:193167		
BASm0012334	(3S)-3-[2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-4-methylidenecyclohexan-1-one				C=C1CCC(=O)C[C@@H]1C1(C)OC1CC=C(C)C		InChI=1S/C15H22O2/c1-10(2)5-8-14-15(4,17-14)13-9-12(16)7-6-11(13)3/h5,13-14H,3,6-9H2,1-2,4H3/t13-,14?,15?/m0/s1	SRMVXSMAPQIPBH-NFOMZHRRSA-N		CHEBI:193168		
BASm0012335	5-dehydro-6-demethoxyfumagillol				CC(C)=CC[C@H]1O[C@]1(C)[C@H]1CC(=O)CC[C@]12CO2		InChI=1S/C15H22O3/c1-10(2)4-5-13-14(3,18-13)12-8-11(16)6-7-15(12)9-17-15/h4,12-13H,5-9H2,1-3H3/t12-,13-,14-,15+/m1/s1	NGJHYKKKKKBPBZ-TUVASFSCSA-N		CHEBI:193517		
BASm0012336	5-dehydro-6-demethoxy-6-hydroxyfumagillol				CC(C)=CC[C@H]1O[C@]1(C)[C@H]1[C@H](O)C(=O)CC[C@]12CO2		InChI=1S/C15H22O4/c1-9(2)4-5-11-14(3,19-11)13-12(17)10(16)6-7-15(13)8-18-15/h4,11-13,17H,5-8H2,1-3H3/t11-,12-,13-,14+,15+/m1/s1	DSGRZHOZFJPOFL-ZSAUSMIDSA-N		CHEBI:193518		
BASm0012337					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C/C=C/C=C/C=C/C=C/C)C(*)=O					CHEBI:193519		
BASm0012338	prefumagillin				C/C=C/C=C/C=C/C=C/C=C/C(=O)O[C@@H]1CC[C@]2(CO2)[C@@H]([C@@]2(C)O[C@@H]2CC=C(C)C)[C@@H]1OC		InChI=1S/C28H38O5/c1-6-7-8-9-10-11-12-13-14-15-24(29)32-22-18-19-28(20-31-28)26(25(22)30-5)27(4)23(33-27)17-16-21(2)3/h6-16,22-23,25-26H,17-20H2,1-5H3/b7-6+,9-8+,11-10+,13-12+,15-14+/t22-,23-,25-,26-,27+,28+/m1/s1	CBFRYQFEUIODNP-KIKJWTPJSA-N		CHEBI:193520		
BASm0012339	N-methylmyosmine				C[NH+]1CCC=C1c1cccnc1	C10H12N2		TVKHGXPZBZKXFM-UHFFFAOYSA-N	160.1000484	CHEBI:193521		
BASm0012340	(-)-cyclopenine			Expected Solid	CN1C(=O)c2ccccc2NC(=O)[C@]12O[C@@H]2c1ccccc1	C17H14N2O3	InChI=1S/C17H14N2O3/c1-19-15(20)12-9-5-6-10-13(12)18-16(21)17(19)14(22-17)11-7-3-2-4-8-11/h2-10,14H,1H3,(H,18,21)	APLKWZASYUZSBL-UHFFFAOYSA-N	294.1004423	CHEBI:193522		MMDBc0015489
BASm0012341	(-)-4'-methoxycyclopenine				COc1ccc([C@H]2O[C@]23C(=O)Nc2ccccc2C(=O)N3C)cc1		InChI=1S/C18H16N2O4/c1-20-16(21)13-5-3-4-6-14(13)19-17(22)18(20)15(24-18)11-7-9-12(23-2)10-8-11/h3-10,15H,1-2H3,(H,19,22)/t15-,18+/m1/s1	SWIRFBNCYVYLDV-QAPCUYQASA-N		CHEBI:193535		
BASm0012342	4'-methoxyviridicatin				COc1ccc(-c2c([O-])c(=O)[nH]c3ccccc23)cc1		InChI=1S/C16H13NO3/c1-20-11-8-6-10(7-9-11)14-12-4-2-3-5-13(12)17-16(19)15(14)18/h2-9,18H,1H3,(H,17,19)/p-1	MRADUAZPSIKGLX-UHFFFAOYSA-M		CHEBI:193536		
BASm0012343	(-)-4'-methoxycyclopeptine				COc1ccc(C[C@H]2C(=O)Nc3ccccc3C(=O)N2C)cc1	C18H18N2O3	InChI=1S/C18H18N2O3/c1-20-16(11-12-7-9-13(23-2)10-8-12)17(21)19-15-6-4-3-5-14(15)18(20)22/h3-10,16H,11H2,1-2H3,(H,19,21)	UOYDZPKQPOLDIR-UHFFFAOYSA-N	310.1317424	CHEBI:193537		
BASm0012344	(Z)-4'-methoxydehydrocyclopeptine				COc1ccc(/C=C2/C(=O)Nc3ccccc3C(=O)N2C)cc1		InChI=1S/C18H16N2O3/c1-20-16(11-12-7-9-13(23-2)10-8-12)17(21)19-15-6-4-3-5-14(15)18(20)22/h3-11H,1-2H3,(H,19,21)/b16-11-	MWFWGXGLRBDFOQ-WJDWOHSUSA-N		CHEBI:193538		
BASm0012345	viridicatin				O=c1[nH]c2ccccc2c(-c2ccccc2)c1[O-]	C15H11NO2	InChI=1S/C15H11NO2/c17-14-13(10-6-2-1-3-7-10)11-8-4-5-9-12(11)16-15(14)18/h1-9,17H,(H,16,18)	QSRVMXWVVMILDI-UHFFFAOYSA-N	237.0789786	CHEBI:193553		
BASm0012346	O-methyl-L-tyrosine		68555-75-9		[H][C@](N)(CC1=CC=C(OC)C=C1)C(O)=O	C10H13NO3	InChI=1S/C10H13NO3/c1-14-8-4-2-7(3-5-8)6-9(11)10(12)13/h2-5,9H,6,11H2,1H3,(H,12,13)/t9-/m0/s1	GEYBMYRBIABFTA-VIFPVBQESA-N	195.0895433	CHEBI:193554		
BASm0012347	yaequinolone C			Expected Solid	[H]\C(=C(\[H])C1(C)CCC([H])(O1)C(C)(C)O)C1=C(O)C2=C(C=C1)N=C(O)[C@]([H])(OC)[C@@]2(O)C1=CC=C(OC)C=C1	C27H33NO7	InChI=1S/C27H33NO7/c1-25(2,31)20-13-15-26(3,35-20)14-12-16-6-11-19-21(22(16)29)27(32,23(34-5)24(30)28-19)17-7-9-18(33-4)10-8-17/h6-12,14,20,23,29,31-32H,13,15H2,1-5H3,(H,28,30)/b14-12+/t20?,23-,26?,27+/m0/s1	UUEDXFOVEZEJLQ-RPJCIHFCSA-N	483.2257024	CHEBI:193557		MMDBc0011979
BASm0012348	yaequinolone D			Expected Solid	[H]\C(=C(\[H])C1(C)CCC(C)(C)C([H])(O)O1)C1=C(O)C2=C(C=C1)N=C(O)[C@]([H])(OC)[C@@]2(O)C1=CC=C(OC)C=C1	C27H33NO7	InChI=1S/C27H33NO7/c1-25(2)14-15-26(3,35-24(25)31)13-12-16-6-11-19-20(21(16)29)27(32,22(34-5)23(30)28-19)17-7-9-18(33-4)10-8-17/h6-13,22,24,29,31-32H,14-15H2,1-5H3,(H,28,30)/b13-12+/t22-,24?,26?,27+/m0/s1	XEODWAJPLQOYPN-XARLSHHXSA-N	483.2257024	CHEBI:193558		MMDBc0001264
BASm0012349	penigequinolone A			Expected Solid	[H]\C(=C(\[H])[C@]1(C)CCC(C)(C)CO1)C1=C(O)C2=C(C=C1)N=C(O)[C@]([H])(OC)[C@@]2(O)C1=CC=C(OC)C=C1	C27H33NO6	InChI=1S/C27H33NO6/c1-25(2)14-15-26(3,34-16-25)13-12-17-6-11-20-21(22(17)29)27(31,23(33-5)24(30)28-20)18-7-9-19(32-4)10-8-18/h6-13,23,29,31H,14-16H2,1-5H3,(H,28,30)/b13-12+/t23-,26+,27+/m0/s1	CVWJKBJRSZXDIW-WIAMJCSFSA-N	467.2307878	CHEBI:193559		MMDBc0004209
BASm0012350	penigequinolone B			Expected Solid	COc1ccc([C@@]2(O)c3c(ccc(/C=C/[C@@]4(C)CCC(C)(C)CO4)c3O)NC(=O)[C@@H]2OC)cc1	C27H33NO6	InChI=1S/C27H33NO6/c1-25(2)14-15-26(3,34-16-25)13-12-17-6-11-20-21(22(17)29)27(31,23(33-5)24(30)28-20)18-7-9-19(32-4)10-8-18/h6-13,23,29,31H,14-16H2,1-5H3,(H,28,30)/b13-12+/t23-,26?,27+/m0/s1	CVWJKBJRSZXDIW-IUEPNFFLSA-N	467.2307878	CHEBI:193560		MMDBc0017923
BASm0012351	(1'E,3'E)-5-(3,3-dimethyloxiran-2-yl)-3-methylhexa-1,3-dienyl-quinolinone B				COc1ccc([C@@]2(O)c3c(ccc(/C=C/C(C)=C/CC4OC4(C)C)c3O)NC(=O)[C@@H]2OC)cc1		InChI=1S/C27H31NO6/c1-16(7-15-21-26(2,3)34-21)6-8-17-9-14-20-22(23(17)29)27(31,24(33-5)25(30)28-20)18-10-12-19(32-4)13-11-18/h6-14,21,24,29,31H,15H2,1-5H3,(H,28,30)/b8-6+,16-7+/t21?,24-,27+/m0/s1	BJXAHPRMTWSZRG-MKGCGASNSA-N		CHEBI:193561		
BASm0012352	aspoquinolone B			Expected Solid	[H]\C(=C(\[H])[C@@]1(C)OC(C)(C)[C@@]2([H])C[C@@]12[H])C1=C(O)C2=C(C=C1)N=C(O)[C@]([H])(OC)[C@@]2(O)C1=CC=C(OC)C=C1	C27H31NO6	InChI=1S/C27H31NO6/c1-25(2)18-14-19(18)26(3,34-25)13-12-15-6-11-20-21(22(15)29)27(31,23(33-5)24(30)28-20)16-7-9-17(32-4)10-8-16/h6-13,18-19,23,29,31H,14H2,1-5H3,(H,28,30)/b13-12+/t18-,19+,23-,26+,27+/m0/s1	AISVMTZASACEBH-YCFXYUOFSA-N	465.2151377	CHEBI:193562		MMDBc0007494
BASm0012353	archaetidylglycerol				CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@@H](C)CCOC[C@@H](COP(=O)([O-])OC[C@H](O)CO)OCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C	C46H95O8P	InChI=1S/C46H95O8P/c1-37(2)17-11-19-39(5)21-13-23-41(7)25-15-27-43(9)29-31-51-35-46(36-54-55(49,50)53-34-45(48)33-47)52-32-30-44(10)28-16-26-42(8)24-14-22-40(6)20-12-18-38(3)4/h37-48H,11-36H2,1-10H3,(H,49,50)	AFYVWQWWQKSZEV-UHFFFAOYSA-N	806.676457	CHEBI:193565		
BASm0012354	macrocyclic archaetidylglycerol				CC1CCC[C@@H](C)CCC[C@@H](C)CCC[C@@H](C)CCOC[C@@H](COP(=O)([O-])OC[C@H](O)CO)OCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCCC(C)CC1		InChI=1S/C46H93O8P/c1-37-15-9-17-39(3)21-13-25-43(7)29-31-51-35-46(36-54-55(49,50)53-34-45(48)33-47)52-32-30-44(8)26-14-22-40(4)18-10-16-38(2)20-12-24-42(6)28-27-41(5)23-11-19-37/h37-48H,9-36H2,1-8H3,(H,49,50)/p-1/t37-,38-,39+,40+,41?,42?,43+,44+,45+,46-/m0/s1	LOGBXQDBRUPWTK-HJHXRGTFSA-M		CHEBI:193566		
BASm0012355	glycerol dibiphytanyl glycerol tetraether glycerophospholipid				CC1CCC[C@@H](C)CCC[C@@H](C)CCC[C@@H](C)CCOC[C@@H](COP(=O)([O-])OC[C@H](O)CO)OCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCCC(C)CCC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@@H](C)CCOC[C@@H](COP(=O)([O-])OC[C@H](O)CO)OCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCCC(C)CC1		InChI=1S/C92H186O16P2/c1-73-29-17-33-77(5)41-25-49-85(13)57-61-101-69-91(71-107-109(97,98)105-67-89(95)65-93)103-63-59-87(15)52-28-44-80(8)36-20-32-76(4)40-24-48-84(12)56-54-82(10)46-22-38-74(2)30-18-34-78(6)42-26-50-86(14)58-62-102-70-92(72-108-110(99,100)106-68-90(96)66-94)104-64-60-88(16)51-27-43-79(7)35-19-31-75(3)39-23-47-83(11)55-53-81(9)45-21-37-73/h73-96H,17-72H2,1-16H3,(H,97,98)(H,99,100)/p-2/t73-,74-,75-,76-,77+,78+,79+,80+,81?,82?,83?,84?,85+,86+,87+,88+,89+,90+,91-,92-/m0/s1	RJWLQKJWQDVESQ-LEWNNOATSA-L		CHEBI:193567		
BASm0012356	(2S,3R)-3-methyl-L-aspartate			Expected Solid	C[C@@H](C(=O)[O-])[C@H]([NH3+])C(=O)[O-]	C5H8NO4	InChI=1S/C5H9NO4/c1-2(4(7)8)3(6)5(9)10/h2-3H,6H2,1H3,(H,7,8)(H,9,10)/p-1/t2-,3-/m0/s1	LXRUAYBIUSUULX-HRFVKAFMSA-M	146.0458813	CHEBI:193569		MMDBc0054843
BASm0012357	macrocyclic archaeol				CC1CCC[C@@H](C)CCC[C@@H](C)CCC[C@@H](C)CCOC[C@@H](CO)OCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCCC(C)CC1	C43H86O3	InChI=1S/C43H86O3/c1-35-15-9-17-37(3)21-13-25-41(7)29-31-45-34-43(33-44)46-32-30-42(8)26-14-22-38(4)18-10-16-36(2)20-12-24-40(6)28-27-39(5)23-11-19-35/h35-44H,9-34H2,1-8H3	SCROVKPCXMRTCT-UHFFFAOYSA-N	650.6576966	CHEBI:193595		
BASm0012358	aldosterone hemiacetal 18-beta-glucuronide		3604-86-2		C[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2[C@@H]2C[C@]3(C(O[C@@H]4O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]4O)O2)[C@@H](C(=O)CO)CC[C@@H]13	C27H36O11	InChI=1S/C27H36O11/c1-26-7-6-12(29)8-11(26)2-3-13-14-4-5-15(16(30)10-28)27(14)9-17(18(13)26)36-25(27)38-24-21(33)19(31)20(32)22(37-24)23(34)35/h8,13-15,17-22,24-25,28,31-33H,2-7,9-10H2,1H3,(H,34,35)/t13?,14?,15-,17-,18?,19+,20+,21-,22+,24+,25?,26+,27?/m1/s1	OMRIQCUHVVBJKI-ACOLCOCVSA-N		CHEBI:193596		
BASm0012359					*C(=O)[C@H](CC(=O)[O-])NC(=O)[C@H](CS)NC(C)=O					CHEBI:193599		
BASm0012360					*C(=O)[C@H](CCC(=O)[O-])NC(=O)[C@H](CS)NC(C)=O					CHEBI:193601		
BASm0012361	fumagillin			Expected Solid	CO[C@@H]1[C@H](OC(=O)/C=C/C=C/C=C/C=C/C(=O)[O-])CC[C@]2(CO2)[C@H]1[C@@]1(C)O[C@@H]1CC=C(C)C	C26H34O7	InChI=1S/C26H34O7/c1-18(2)13-14-20-25(3,33-20)24-23(30-4)19(15-16-26(24)17-31-26)32-22(29)12-10-8-6-5-7-9-11-21(27)28/h5-13,19-20,23-24H,14-17H2,1-4H3,(H,27,28)/b7-5+,8-6+,11-9+,12-10+/t19-,20-,23-,24-,25+,26+/m1/s1	NGGMYCMLYOUNGM-CSDLUJIJSA-N	458.2304534	CHEBI:194019		MMDBc0010556
BASm0012362	(2S)-5,5-dimethyl-2,3,4,5-tetrahydropyridine-2,6-dicarboxylate				CC1(C)CC[C@@H](C(=O)[O-])N=C1C(=O)[O-]		InChI=1S/C9H13NO4/c1-9(2)4-3-5(7(11)12)10-6(9)8(13)14/h5H,3-4H2,1-2H3,(H,11,12)(H,13,14)/p-2/t5-/m0/s1	QFZUAQLFOODZQP-YFKPBYRVSA-L		CHEBI:194020		
BASm0012363	glycerol dibiphytanyl glycerol tetraether			Expected Solid	CC1CCC[C@@H](C)CCC[C@@H](C)CCC[C@@H](C)CCOC[C@@H](CO)OCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCCC(C)CCC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@@H](C)CCOC[C@@H](CO)OCC[C@H](C)CCC[C@H](C)CCC[C@H](C)CCCC(C)CC1	C86H172O6	InChI=1S/C86H172O6/c1-69-29-17-33-73(5)41-25-49-81(13)57-61-89-67-85(65-87)91-63-59-83(15)52-28-44-76(8)36-20-32-72(4)40-24-48-80(12)56-54-78(10)46-22-38-70(2)30-18-34-74(6)42-26-50-82(14)58-62-90-68-86(66-88)92-64-60-84(16)51-27-43-75(7)35-19-31-71(3)39-23-47-79(11)55-53-77(9)45-21-37-69/h69-88H,17-68H2,1-16H3	VMHUDYKDOMRJOK-UHFFFAOYSA-N	1301.315393	CHEBI:194021		MMDBc0004305
BASm0012367	(6S)-3,3-dimethylpiperidine-2,6-dicarboxylate				CC1(C)CC[C@@H](C(=O)[O-])[NH2+]C1C(=O)[O-]		InChI=1S/C9H15NO4/c1-9(2)4-3-5(7(11)12)10-6(9)8(13)14/h5-6,10H,3-4H2,1-2H3,(H,11,12)(H,13,14)/p-1/t5-,6?/m0/s1	ZMGOJFHCWFDVNB-ZBHICJROSA-M		CHEBI:194025		
BASm0012368	(2S)-5,5-dimethylpiperidine-2-carboxylate				CC1(C)CC[C@@H](C(=O)[O-])[NH2+]C1		InChI=1S/C8H15NO2/c1-8(2)4-3-6(7(10)11)9-5-8/h6,9H,3-5H2,1-2H3,(H,10,11)/t6-/m0/s1	RNCALCQUIUHJEP-LURJTMIESA-N		CHEBI:194026		
BASm0012369	(1R,4R,5S)-acoradiene				C=C(C)[C@H]1CC[C@@H](C)[C@]12CC=C(C)CC2	C15H24	InChI=1S/C15H24/c1-11(2)14-6-5-13(4)15(14)9-7-12(3)8-10-15/h7,13-14H,1,5-6,8-10H2,2-4H3	DVBSKQAFCDJNSL-UHFFFAOYSA-N	204.1878008	CHEBI:194028		
BASm0012370	3,3'-O-dimethylquercetin				COc1cc(-c2oc3cc([O-])cc(O)c3c(=O)c2OC)ccc1O	C17H14O7	InChI=1S/C17H14O7/c1-22-12-5-8(3-4-10(12)19)16-17(23-2)15(21)14-11(20)6-9(18)7-13(14)24-16/h3-7,18-20H,1-2H3	FMEHGPQTMOPUGM-UHFFFAOYSA-N	330.0739528	CHEBI:194063		
BASm0012371	3',4'-O-dimethylquercetin		3306-29-4		COc1ccc(-c2oc3cc([O-])cc(O)c3c(=O)c2[O-])cc1OC	C17H14O7	InChI=1S/C17H14O7/c1-22-11-4-3-8(5-12(11)23-2)17-16(21)15(20)14-10(19)6-9(18)7-13(14)24-17/h3-7,18-19,21H,1-2H3	MHALJYZRPGYQSI-UHFFFAOYSA-N		CHEBI:194064		
BASm0012372	7-O-methylmyricetin				COc1cc([O-])c2c(=O)c(O)c(-c3cc(O)c(O)c(O)c3)oc2c1	C16H12O8	InChI=1S/C16H12O8/c1-23-7-4-8(17)12-11(5-7)24-16(15(22)14(12)21)6-2-9(18)13(20)10(19)3-6/h2-5,17-20,22H,1H3	BDZXSHDKBKYQKJ-UHFFFAOYSA-N	332.0532173	CHEBI:194065		
BASm0012373	3,3'-O-dimethylmyricetin				COc1cc(-c2oc3cc([O-])cc(O)c3c(=O)c2OC)cc(O)c1O	C17H14O8	InChI=1S/C17H14O8/c1-23-12-4-7(3-10(20)14(12)21)16-17(24-2)15(22)13-9(19)5-8(18)6-11(13)25-16/h3-6,18-21H,1-2H3	ZMQFEBINFTWTLH-UHFFFAOYSA-N	346.0688674	CHEBI:194066		
BASm0012374	7,4'-O-dimethylkaempferol		15486-33-6		COc1ccc(-c2oc3cc(OC)cc(O)c3c(=O)c2[O-])cc1	C17H14O6	InChI=1S/C17H14O6/c1-21-10-5-3-9(4-6-10)17-16(20)15(19)14-12(18)7-11(22-2)8-13(14)23-17/h3-8,18,20H,1-2H3	KZBAXKKOXPLOBX-UHFFFAOYSA-N	314.0790382	CHEBI:194067		
BASm0012375	7,4'-O-dimethylquercetin				COc1cc(O)c2c(=O)c([O-])c(-c3ccc(OC)c(O)c3)oc2c1	C17H14O7	InChI=1S/C17H14O7/c1-22-9-6-11(19)14-13(7-9)24-17(16(21)15(14)20)8-3-4-12(23-2)10(18)5-8/h3-7,18-19,21H,1-2H3	BWORNNDZQGOKBY-UHFFFAOYSA-N	330.0739528	CHEBI:194068		
BASm0012376	7,3',5'-O-trimethylmyricetin				COc1cc(O)c2c(=O)c([O-])c(-c3cc(OC)c(O)c(OC)c3)oc2c1		InChI=1S/C18H16O8/c1-23-9-6-10(19)14-11(7-9)26-18(17(22)16(14)21)8-4-12(24-2)15(20)13(5-8)25-3/h4-7,19-20,22H,1-3H3/p-1	JWXGGDYYTFLUNW-UHFFFAOYSA-M		CHEBI:194069		
BASm0012377	3',4',5'-O-trimethylmyricetin				COc1cc(-c2oc3cc([O-])cc(O)c3c(=O)c2[O-])cc(OC)c1OC		InChI=1S/C18H16O8/c1-23-12-4-8(5-13(24-2)18(12)25-3)17-16(22)15(21)14-10(20)6-9(19)7-11(14)26-17/h4-7,19-20,22H,1-3H3/p-2	LHNLHJJGLDWGFS-UHFFFAOYSA-L		CHEBI:194070		
BASm0012378	7,3',4',5'-O-tetramethylmyricetin				COc1cc(O)c2c(=O)c([O-])c(-c3cc(OC)c(OC)c(OC)c3)oc2c1		InChI=1S/C19H18O8/c1-23-10-7-11(20)15-12(8-10)27-18(17(22)16(15)21)9-5-13(24-2)19(26-4)14(6-9)25-3/h5-8,20,22H,1-4H3/p-1	XNIAWIUYUMBOBR-UHFFFAOYSA-M		CHEBI:194071		
BASm0012379	3-O-methylmyricetin				COc1c(-c2cc(O)c(O)c(O)c2)oc2cc([O-])cc(O)c2c1=O	C16H12O8	InChI=1S/C16H12O8/c1-23-16-14(22)12-8(18)4-7(17)5-11(12)24-15(16)6-2-9(19)13(21)10(20)3-6/h2-5,17-21H,1H3	XWTLYULBWZQAAZ-UHFFFAOYSA-N	332.0532173	CHEBI:194072	HMDB0152192	
BASm0012380	3-O-methylkaempferol				COc1c(-c2ccc(O)cc2)oc2cc([O-])cc(O)c2c1=O	C16H12O6	InChI=1S/C16H12O6/c1-21-16-14(20)13-11(19)6-10(18)7-12(13)22-15(16)8-2-4-9(17)5-3-8/h2-7,17-19H,1H3	VJJZJBUCDWKPLC-UHFFFAOYSA-N		CHEBI:194073		
BASm0012381	3,4'-O-dimethylkaempferol				COc1ccc(-c2oc3cc([O-])cc(O)c3c(=O)c2OC)cc1	C17H14O6	InChI=1S/C17H14O6/c1-21-11-5-3-9(4-6-11)16-17(22-2)15(20)14-12(19)7-10(18)8-13(14)23-16/h3-8,18-19H,1-2H3	RJCJVIFSIXKSAH-UHFFFAOYSA-N	314.0790382	CHEBI:194074		
BASm0012382	3,3',5'-O-trimethylmyricetin				COc1cc(-c2oc3cc([O-])cc(O)c3c(=O)c2OC)cc(OC)c1O	C18H16O8	InChI=1S/C18H16O8/c1-23-12-4-8(5-13(24-2)15(12)21)17-18(25-3)16(22)14-10(20)6-9(19)7-11(14)26-17/h4-7,19-21H,1-3H3	PLORYRPFPGAIDS-UHFFFAOYSA-N	360.0845175	CHEBI:194075		
BASm0012383	3,3',4',5'-O-tetramethylmyricetin				COc1cc(-c2oc3cc([O-])cc(O)c3c(=O)c2OC)cc(OC)c1OC	C19H18O8	InChI=1S/C19H18O8/c1-23-13-5-9(6-14(24-2)18(13)25-3)17-19(26-4)16(22)15-11(21)7-10(20)8-12(15)27-17/h5-8,20-21H,1-4H3	YSXLGTWJLNLXKQ-UHFFFAOYSA-N	374.1001675	CHEBI:194076		
BASm0012384	(R)-salsolinol	Salsolinol is an endogenous catechol isoquinoline detected in humans. Salsolinol was detected in urine of parkinsonian patients administered with L-DOPA. This finding stimulated the studies on Salsolinol derivatives in the brain, and gave new aspects of the endogenous alkaloids, which had been considered to occur only in plants. In normal non-alcoholic subjects and alcoholics, Salsolinol and O-methylated Salsolinol were found in urine, cerebrospinal fluid and brains. Salsolinol has an asymmetric center at first position and exists as (R)- and (S)enantiomer. The (R)enantiomer of Salsolinol is predominant in urine from healthy volunteers. Only the (R)enantiomers of Salsolinol and N-methylated Salsolinol occur in the human brain, cerebrospinal fluid (CSF) and intraventricular fluid (IVF), and the (S)enantiomers were not detected. (R)salsolinol synthase catalyzes the enantio-selective synthesis of (R)Salsolinol and 1-carboxyl(R)Salsolinol from dopamine with acetaldehyde or pyruvic acid. The N-methylation of (R)salsolinol into N-methylsalsolinol (NMSal) is catalyzed by two N-methyltransferases with different optimum pH, at pH 7.0 and 8.4. NM(R)Salsolinol is enzymatically oxidized into 1,2-dimethyl-6,7-dihydroxyisoquinolinium ion (DMDHIQ+) by an oxidase sensitive to semicarbaside and also non-enzymatically by autoxidation. NM(R)Salsolinol and its precursor, dopamine, were found to occur selectively in the nigro-striatum, whereas (R)Salsolinol distributes uniformly among the brain regions. (PMID 14697894).	525-72-4	Solid	C[C@H]1[NH2+]CCc2cc(O)c(O)cc21	C10H13NO2	InChI=1S/C10H13NO2/c1-6-8-5-10(13)9(12)4-7(8)2-3-11-6/h4-6,11-13H,2-3H2,1H3	IBRKLUSXDYATLG-UHFFFAOYSA-N	179.0946287	CHEBI:194082	HMDB0005199	
BASm0012385	N-methyl-(R)-salsolinol	1(R),2(N)-dimethyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline [N-methyl-(R)salsolinol, NM(R)Sal] is the most potent toxin among isoquinolines. Endogenous isoquinolines with and without catechol structure have been proposed to be neurotoxins specific for dopamine neurons. (PMID 9085193). (R)salsolinol N-methyltransferase synthesizes N-methyl(R)salsolinol, which is further oxidized into 1,2-dimethyl-6,7-dihydroxyisoquinolinium ion by non-enzymatic and enzymatic oxidation. (PMID 14697894). Dopamine-derived N-methyl(R)salsolinol is an endogenous MPTP-like neurotoxin to cause Parkinson's disease. In the cerebrospinal fluid from newly diagnosed untreated patients with Parkinson's disease, the level of this toxin was found to increase significantly, compared to control and a disease control, multiple system atrophy. L-DOPA therapy did not seem to affect the level of this toxin. The results suggest that N-methyl(R)salsolinol level in the cerebrospinal fluid may indicate remaining dopamine neurons in the parkinsonian brain. (PMID 10076861). N-methyl(R)salsolinol (NM(R)Sal) induces apoptosis (but not necrosis) in SH-SY5Y cells, and the apoptotic cascade is initiated by mitochondrial permeability transition and activated by stepwise reactions. (PMID 12200198).	53622-84-7	Solid	C[C@@H]1c2cc(O)c(O)cc2CC[NH+]1C	C11H15NO2	InChI=1S/C11H15NO2/c1-7-9-6-11(14)10(13)5-8(9)3-4-12(7)2/h5-7,13-14H,3-4H2,1-2H3/t7-/m1/s1	RKMGOUZXGHZLBJ-SSDOTTSWSA-N	193.1102787	CHEBI:194083	HMDB0003626	
BASm0012387	3-diphospho-1D-myo-inositol 1,2,4,5-tetrakisphosphate				O=P([O-])([O-])O[C@@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])[O-])[C@@H](OP(=O)([O-])[O-])[C@@H](OP(=O)([O-])[O-])[C@H](O)[C@H]1OP(=O)([O-])[O-]	C6H7O24P6	InChI=1S/C6H18O24P6/c7-1-2(25-31(8,9)10)4(27-33(14,15)16)6(29-36(23,24)30-35(20,21)22)5(28-34(17,18)19)3(1)26-32(11,12)13/h1-7H,(H,23,24)(H2,8,9,10)(H2,11,12,13)(H2,14,15,16)(H2,17,18,19)(H2,20,21,22)/p-11/t1-,2+,3-,4-,5+,6+	FFZGWHDHUIRNPY-KXXVROSKSA-C	648.7813325	CHEBI:194087		MMDBc0057097
BASm0012388	pre-flavunoidine				CC1CCC2C13CCC1(C)OC2(C)C([NH2+]CCCCC[NH+](C)C)C1C3		InChI=1S/C22H40N2O/c1-16-9-10-18-21(3)19(23-13-7-6-8-14-24(4)5)17-15-22(16,18)12-11-20(17,2)25-21/h16-19,23H,6-15H2,1-5H3/p+2	YLLLLBHEAHDXCP-UHFFFAOYSA-P		CHEBI:194090		
BASm0012389	flavunoidine				CC1CCC2C3(C)OC4(C)CC(OC(=O)[C@@H]5CCC(C)(C)CN5)C12CC4C3[NH2+]CCCCC[NH+](C)C		InChI=1S/C30H53N3O3/c1-20-11-12-23-29(5)25(31-15-9-8-10-16-33(6)7)21-17-30(20,23)24(18-28(21,4)36-29)35-26(34)22-13-14-27(2,3)19-32-22/h20-25,31-32H,8-19H2,1-7H3/p+2/t20?,21?,22-,23?,24?,25?,28?,29?,30?/m0/s1	ANNRITYMAUJQPW-OFBHBXPESA-P		CHEBI:194091		
BASm0012390	(R)-salsolinol-1-carboxylate		57256-34-5		C[C@@]1(C(=O)[O-])[NH2+]CCc2cc(O)c(O)cc21	C11H13NO4	InChI=1S/C11H13NO4/c1-11(10(15)16)7-5-9(14)8(13)4-6(7)2-3-12-11/h4-5,12-14H,2-3H2,1H3,(H,15,16)/t11-/m0/s1	XHGLVMDBZZZXDP-NSHDSACASA-N		CHEBI:194092		
BASm0012391	norsalsolinol		34827-33-3	Expected Solid	Oc1cc2c(cc1O)C[NH2+]CC2	C9H12NO2	InChI=1S/C9H11NO2/c11-8-3-6-1-2-10-5-7(6)4-9(8)12/h3-4,10-12H,1-2,5H2/p+1	MBFUSGLXKQWVDW-UHFFFAOYSA-O	166.0862551	CHEBI:194093	HMDB0006044	MMDBc0049719
BASm0012392	(E)-4-coumaric acid methyl ester	Methyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of methyl 3-phenylprop-2-enoate. It is generated by cyp2b6 and cyp2e1 enzymes via a p-hydroxylation-of-monosubstituted-benzene reaction. This p-hydroxylation-of-monosubstituted-benzene occurs in humans.			COC(=O)/C=C/c1ccc(O)cc1	C10H10O3	InChI=1S/C10H10O3/c1-13-10(12)7-4-8-2-5-9(11)6-3-8/h2-7,11H,1H3/b7-4+	NITWSHWHQAQBAW-QPJJXVBHSA-N	178.0629942	CHEBI:194094	HMDB0131168	
BASm0012393	(2E)-but-2-enoyl-AMP				C/C=C/C(=O)OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O		InChI=1S/C14H18N5O8P/c1-2-3-8(20)27-28(23,24)25-4-7-10(21)11(22)14(26-7)19-6-18-9-12(15)16-5-17-13(9)19/h2-3,5-7,10-11,14,21-22H,4H2,1H3,(H,23,24)(H2,15,16,17)/p-1/b3-2+/t7-,10-,11-,14-/m1/s1	UNFTUPIAGYZQFW-YPPKKJEXSA-M		CHEBI:194098		
BASm0012394	(3R)-3-isocyanylbutanoyl-AMP				[C-]#[N+][C@H](C)CC(=O)OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O		InChI=1S/C15H19N6O8P/c1-7(17-2)3-9(22)29-30(25,26)27-4-8-11(23)12(24)15(28-8)21-6-20-10-13(16)18-5-19-14(10)21/h5-8,11-12,15,23-24H,3-4H2,1H3,(H,25,26)(H2,16,18,19)/p-1/t7-,8-,11-,12-,15-/m1/s1	JBFSKHOPBPNSQO-RLNMVWRESA-M		CHEBI:194101		
BASm0012395					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@@H](C)[N+]#[C-])C(*)=O					CHEBI:194102		
BASm0012398					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@@H](*)[N+]#[C-])C(*)=O					CHEBI:194105		
BASm0012401	(2S)-2,6-bis[(3R)-3-isocyanobutanamido]hexan-1-ol					C16H26N4O3		OWRVBXRUAASKRV-MCIONIFRSA-N	322.2004907	CHEBI:194108		
BASm0012402	erythrostominone					C17H16O8		QJFPHYRULNXPLS-YUMQZZPRSA-N	348.0845175	CHEBI:194114		
BASm0012403	deoxyerythrostominone				COc1cc(O)c2c(c1O)C(=O)C1=C(CC[C@H](CC(C)=O)O1)C2=O	C17H16O7	InChI=1S/C17H16O7/c1-7(18)5-8-3-4-9-14(20)12-10(19)6-11(23-2)15(21)13(12)16(22)17(9)24-8/h6,8,19,21H,3-5H2,1-2H3	XMKYJFYLCGTMAT-UHFFFAOYSA-N	332.0896029	CHEBI:194115		
BASm0012404	epierythrostominol				COc1cc(O)c2c(c1O)C(=O)C1=C(C2=O)[C@@H](O)C[C@H](CC(C)O)O1	C17H18O8	InChI=1S/C17H18O8/c1-6(18)3-7-4-8(19)12-15(22)11-9(20)5-10(24-2)14(21)13(11)16(23)17(12)25-7/h5-8,18-21H,3-4H2,1-2H3	RJZGUEMWNPRKJP-UHFFFAOYSA-N	350.1001675	CHEBI:194116		
BASm0012405	deoxyerythrostominol				COc1cc(O)c2c(c1O)C(=O)C1=C(CC[C@H](CC(C)O)O1)C2=O	C17H18O7	InChI=1S/C17H18O7/c1-7(18)5-8-3-4-9-14(20)12-10(19)6-11(23-2)15(21)13(12)16(22)17(9)24-8/h6-8,18-19,21H,3-5H2,1-2H3	TZOBDSKKDKBNHS-UHFFFAOYSA-N	334.1052529	CHEBI:194117		
BASm0012406	(E)-cinnamic acid methyl ester	Flavouring compound [Flavornet]			COC(=O)/C=C/c1ccccc1	C10H10O2	InChI=1S/C10H10O2/c1-12-10(11)8-7-9-5-3-2-4-6-9/h2-8H,1H3/b8-7+	CCRCUPLGCSFEDV-BQYQJAHWSA-N	162.0680796	CHEBI:194138	HMDB0303905	
BASm0012407	9-(9Z,12Z-octadecadienoyloxy)-octadecanoate				CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC(CCCCCCCCC)CCCCCCCC(=O)[O-]		InChI=1S/C36H66O4/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-25-29-33-36(39)40-34(30-26-22-19-10-8-6-4-2)31-27-23-21-24-28-32-35(37)38/h11-12,14-15,34H,3-10,13,16-33H2,1-2H3,(H,37,38)/p-1/b12-11-,15-14-	LRKBHXWTBBPDIN-HDXUUTQWSA-M		CHEBI:194142		
BASm0012408	1,2,3-tri-(10Z)-heptadecenoylglycerol				CCCCCC/C=C\CCCCCCCCC(=O)OCC(COC(=O)CCCCCCCC/C=C\CCCCCC)OC(=O)CCCCCCCC/C=C\CCCCCC		InChI=1S/C54H98O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-52(55)58-49-51(60-54(57)48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)50-59-53(56)47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h19-24,51H,4-18,25-50H2,1-3H3/b22-19-,23-20-,24-21-	DIGREBPJOKUGDR-BUTYCLJRSA-N		CHEBI:194143		
BASm0012409	9-(10Z-heptadecenoyloxy)-octadecanoate				CCCCCC/C=C\CCCCCCCCC(=O)OC(CCCCCCCCC)CCCCCCCC(=O)[O-]		InChI=1S/C35H66O4/c1-3-5-7-9-11-12-13-14-15-16-17-19-24-28-32-35(38)39-33(29-25-21-18-10-8-6-4-2)30-26-22-20-23-27-31-34(36)37/h12-13,33H,3-11,14-32H2,1-2H3,(H,36,37)/p-1/b13-12-	DCCKTKSMIHVHQQ-SEYXRHQNSA-M		CHEBI:194145		
BASm0012410	adenosine 2',5'-bisphosphate				Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]1OP(=O)([O-])[O-]		InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(25-27(20,21)22)6(16)4(24-10)1-23-26(17,18)19/h2-4,6-7,10,16H,1H2,(H2,11,12,13)(H2,17,18,19)(H2,20,21,22)/p-4/t4-,6-,7-,10-/m1/s1	AEOBEOJCBAYXBA-KQYNXXCUSA-J		CHEBI:194156		
BASm0012411	(1R)-(1-hydroxyethyl)phosphonate				C[C@H](O)P(=O)([O-])O		InChI=1S/C2H7O4P/c1-2(3)7(4,5)6/h2-3H,1H3,(H2,4,5,6)/p-1/t2-/m1/s1	ZBURELSAUHPHKC-UWTATZPHSA-M		CHEBI:194177		
BASm0012412	all-trans-13,14-dihydroretinal			Solid	CC1=C(/C=C/C(C)=C/C=C/C(C)CC=O)C(C)(C)CCC1	C20H30O	InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-12,15,17H,7,10,13-14H2,1-5H3/b9-6+,12-11+,16-8+	YBLASMZMTCDCLQ-HRYGCDPOSA-N	286.2296656	CHEBI:194182	HMDB0156414	
BASm0012413	all-trans-13,14-dihydroretinoate			Solid	CC1=C(/C=C/C(C)=C/C=C/C(C)CC(=O)[O-])C(C)(C)CCC1	C20H30O2	InChI=1S/C20H30O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,16H,7,10,13-14H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8-	XTOYXKSKSDVOOD-ACUHIMHNSA-N	302.2245802	CHEBI:194183	HMDB0183789	
BASm0012414	all-trans-4-oxo-13,14-dihydroretinoate			Expected Solid	CC1=C(/C=C/C(C)=C/C=C/C(C)CC(=O)[O-])C(C)(C)CCC1=O	C20H27O3	InChI=1S/C20H28O3/c1-14(7-6-8-15(2)13-19(22)23)9-10-17-16(3)18(21)11-12-20(17,4)5/h6-10,15H,11-13H2,1-5H3,(H,22,23)/p-1/b8-6+,10-9+,14-7-	XMIWQNUYRMSNDU-INKCALMPSA-M	315.1965683	CHEBI:194184		MMDBc0048076
BASm0012415	neomorphinone				C[NH+]1CC[C@@]23C4=CCC(=O)[C@@H]2Oc2c(O)ccc(c23)C[C@H]41		InChI=1S/C17H17NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-4,11,16,19H,5-8H2,1H3/p+1/t11-,16+,17+/m1/s1	KNHGELGZIJONEB-NVGVWMPQSA-O		CHEBI:194188		
BASm0012416	neopine		467-14-1		COc1ccc2c3c1O[C@H]1[C@@H](O)CC=C4[C@@H](C2)[NH+](C)CC[C@]431	C18H21NO3	InChI=1S/C18H21NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3-4,6,12-13,17,20H,5,7-9H2,1-2H3	NNDKZTBFZTWKLA-UHFFFAOYSA-N		CHEBI:194190		
BASm0012417	neoverrucosan-5beta-ol			Expected Solid	CC(C)[C@@H]1CC[C@]2(C)CC[C@@]3(C)C[C@@H](O)[C@@]4(C)C[C@H]4[C@@H]3[C@@H]12	C20H34O	InChI=1S/C20H34O/c1-12(2)13-6-7-18(3)8-9-19(4)11-15(21)20(5)10-14(20)17(19)16(13)18/h12-17,21H,6-11H2,1-5H3/t13-,14-,15+,16+,17+,18+,19-,20-/m0/s1	JXDKJHNZVVRXON-ROJCJYFNSA-N	290.2609657	CHEBI:194191		MMDBc0013005
BASm0012418	verrucosan-2beta-ol			Expected Solid	CC(C)[C@@H]1CC[C@]2(C)CC[C@@]3(C)C[C@H]4C[C@@]4(C)[C@@H](O)[C@@H]3[C@@H]12	C20H34O	InChI=1S/C20H34O/c1-12(2)14-6-7-18(3)8-9-19(4)10-13-11-20(13,5)17(21)16(19)15(14)18/h12-17,21H,6-11H2,1-5H3/t13-,14-,15+,16-,17-,18+,19-,20+/m0/s1	QQHDEGUZXBOWLH-HXCJBJRFSA-N	290.2609657	CHEBI:194192		MMDBc0007163
BASm0012419	lydicene				CC1=CC[C@]2(C)CC[C@@]3(C)CCC(C)(C)CC3=C2CC1	C20H32	InChI=1S/C20H32/c1-15-6-7-16-17-14-18(2,3)10-11-20(17,5)13-12-19(16,4)9-8-15/h8H,6-7,9-14H2,1-5H3/t19-,20-/m1/s1	YOIRRAMAGAXTPB-WOJBJXKFSA-N	272.250401	CHEBI:194193		MMDBc0024293
BASm0012420	(R)-axinyssene					C20H32		XENHETWDODOOQC-YZILGEIOSA-N	272.250401	CHEBI:194194		
BASm0012421	mangiferin		4773-96-0		O=c1c2cc(O)c(O)cc2oc2cc([O-])c([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(O)c12	C19H18O11	InChI=1S/C19H18O11/c20-4-11-15(25)17(27)18(28)19(30-11)12-8(23)3-10-13(16(12)26)14(24)5-1-6(21)7(22)2-9(5)29-10/h1-3,11,15,17-23,25-28H,4H2	AEDDIBAIWPIIBD-UHFFFAOYSA-N		CHEBI:194216		
BASm0012422	3'-dehydromangiferin				O=C1[C@@H](O)[C@H](c2c([O-])cc3oc4cc(O)c(O)cc4c(=O)c3c2O)O[C@H](CO)[C@H]1O		InChI=1S/C19H16O11/c20-4-11-15(25)17(27)18(28)19(30-11)12-8(23)3-10-13(16(12)26)14(24)5-1-6(21)7(22)2-9(5)29-10/h1-3,11,15,18-23,25-26,28H,4H2/p-1/t11-,15-,18-,19+/m1/s1	BCCQEDNNRWQNFZ-OWCDTVLYSA-M		CHEBI:194217		
BASm0012423	3''-dehydroisoorientin				O=C1[C@@H](O)[C@H](c2c([O-])cc3oc(-c4ccc(O)c(O)c4)cc(=O)c3c2O)O[C@H](CO)[C@H]1O		InChI=1S/C21H18O11/c22-6-14-17(27)19(29)20(30)21(32-14)16-11(26)5-13-15(18(16)28)10(25)4-12(31-13)7-1-2-8(23)9(24)3-7/h1-5,14,17,20-24,26-28,30H,6H2/p-1/t14-,17-,20-,21+/m1/s1	RNSACPUPPGOAKB-NVGWVTIJSA-M		CHEBI:194218		
BASm0012424	3''-dehydroisovitexin				O=C1[C@@H](O)[C@H](c2c([O-])cc3oc(-c4ccc(O)cc4)cc(=O)c3c2O)O[C@H](CO)[C@H]1O		InChI=1S/C21H18O10/c22-7-14-17(26)19(28)20(29)21(31-14)16-11(25)6-13-15(18(16)27)10(24)5-12(30-13)8-1-3-9(23)4-2-8/h1-6,14,17,20-23,25-27,29H,7H2/p-1/t14-,17-,20-,21+/m1/s1	GZICSZPUJIGKAM-NVGWVTIJSA-M		CHEBI:194219		
BASm0012425					*C(=O)[C@@H]([NH3+])CC(C)C					CHEBI:194222		
BASm0012426					*C(=O)[C@H](CC(C)C)NC(C)=O					CHEBI:194223		
BASm0012429	D-arabinono-1,5-lactone				O=C1OC[C@@H](O)[C@@H](O)[C@@H]1O	C5H8O5	InChI=1S/C5H8O5/c6-2-1-10-5(9)4(8)3(2)7/h2-4,6-8H,1H2/t2-,3+,4-/m1/s1	XXBSUZSONOQQGK-FLRLBIABSA-N		CHEBI:194242		
BASm0012430	(10R,11R)-epoxy-(9S)-hydroxy-(12Z)-octadecenoate				CCCCC/C=C\[C@H]1O[C@@H]1[C@@H](O)CCCCCCCC(=O)[O-]		InChI=1S/C18H32O4/c1-2-3-4-6-10-13-16-18(22-16)15(19)12-9-7-5-8-11-14-17(20)21/h10,13,15-16,18-19H,2-9,11-12,14H2,1H3,(H,20,21)/p-1/b13-10-/t15-,16+,18+/m0/s1	NFFSPFJIYOTZQX-OVXXOIRXSA-M		CHEBI:194243		
BASm0012431	2'cADPR				Nc1ncnc2c1ncn2[C@@H]1O[C@@H]2COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](O[C@@H]1[C@@H]2O)[C@H](O)[C@@H]3O		InChI=1S/C15H21N5O13P2/c16-12-7-13(18-3-17-12)20(4-19-7)14-11-9(22)6(30-14)2-29-35(26,27)33-34(24,25)28-1-5-8(21)10(23)15(31-5)32-11/h3-6,8-11,14-15,21-23H,1-2H2,(H,24,25)(H,26,27)(H2,16,17,18)/p-2/t5-,6-,8-,9-,10-,11-,14-,15+/m1/s1	FWMYLCHFFTZWAN-ZQSHOCFMSA-L		CHEBI:194248		
BASm0012432	3'cADPR				Nc1ncnc2c1ncn2[C@@H]1O[C@@H]2COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](O[C@H]2[C@H]1O)[C@H](O)[C@@H]3O		InChI=1S/C15H21N5O13P2/c16-12-7-13(18-3-17-12)20(4-19-7)14-10(23)11-6(30-14)2-29-35(26,27)33-34(24,25)28-1-5-8(21)9(22)15(31-5)32-11/h3-6,8-11,14-15,21-23H,1-2H2,(H,24,25)(H,26,27)(H2,16,17,18)/p-2/t5-,6-,8-,9-,10-,11-,14-,15+/m1/s1	NDSLKXAJVDJCEG-ZQSHOCFMSA-L		CHEBI:194249		
BASm0012433	N-hydroxyguanidine	A guanidinium ion that is the conjugate acid of N-hydroxyguanidine, resulting from the protonation of the imine nitrogen; Major species at pH 7.3.			NC(=[NH2+])NO	CH6N3O	InChI=1S/CH5N3O/c2-1(3)4-5/h5H,(H4,2,3,4)/p+1	WFBHRSAKANVBKH-UHFFFAOYSA-O		CHEBI:194307		
BASm0012434	N-formyl-L-methionyl-L-leucyl-L-phenylalanine				CSCC[C@H](NC=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1ccccc1)C(=O)[O-]	C21H31N3O5S	InChI=1S/C21H31N3O5S/c1-14(2)11-17(23-19(26)16(22-13-25)9-10-30-3)20(27)24-18(21(28)29)12-15-7-5-4-6-8-15/h4-8,13-14,16-18H,9-12H2,1-3H3,(H,22,25)(H,23,26)(H,24,27)(H,28,29)	PRQROPMIIGLWRP-UHFFFAOYSA-N	437.1984423	CHEBI:194314	HMDB0255144	
BASm0012435	lactenocin				CC[C@H]1OC(=O)C[C@@H](O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)[C@@H](O)[C@H]([NH+](C)C)[C@H]2O)[C@@H](CC=O)C[C@@H](C)C(=O)/C=C/C(C)=C/[C@@H]1CO[C@@H]1O[C@H](C)[C@@H](O)[C@@H](O)[C@H]1OC	C38H63NO14	InChI=1S/C38H63NO14/c1-10-28-25(18-49-38-36(48-9)34(47)32(45)23(6)51-38)15-19(2)11-12-26(41)20(3)16-24(13-14-40)35(21(4)27(42)17-29(43)52-28)53-37-33(46)30(39(7)8)31(44)22(5)50-37/h11-12,14-15,20-25,27-28,30-38,42,44-47H,10,13,16-18H2,1-9H3	CFMSCYSETWZXRS-UHFFFAOYSA-N	757.4248557	CHEBI:194319		
BASm0012436	glycyl-L-lysine				[NH3+]CCCC[C@H](NC(=O)C[NH3+])C(=O)[O-]	C8H17N3O3	InChI=1S/C8H17N3O3/c9-4-2-1-3-6(8(13)14)11-7(12)5-10/h6H,1-5,9-10H2,(H,11,12)(H,13,14)	IKAIKUBBJHFNBZ-UHFFFAOYSA-N	203.1269914	CHEBI:194323		
BASm0012437	cortalcerone				O=C1C=CCOC1(O)C(O)O	C6H8O5	InChI=1S/C6H8O5/c7-4-2-1-3-11-6(4,10)5(8)9/h1-2,5,8-10H,3H2	CCBGJZIXYONESN-UHFFFAOYNA-N	160.0371734	CHEBI:194327		
BASm0012438	32-hydroxyeburicol				C=C(CC[C@@H](C)[C@H]1CC[C@@]2(CO)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3)C(C)C		InChI=1S/C31H52O2/c1-20(2)21(3)9-10-22(4)23-14-18-31(19-32)25-11-12-26-28(5,6)27(33)15-16-29(26,7)24(25)13-17-30(23,31)8/h20,22-23,26-27,32-33H,3,9-19H2,1-2,4-8H3/t22-,23-,26+,27+,29-,30-,31-/m1/s1	FLUVBAXFCMTFEM-VAPIERHISA-N		CHEBI:194328		
BASm0012439	32-oxoeburicol				C=C(CC[C@@H](C)[C@H]1CC[C@@]2(C=O)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3)C(C)C		InChI=1S/C31H50O2/c1-20(2)21(3)9-10-22(4)23-14-18-31(19-32)25-11-12-26-28(5,6)27(33)15-16-29(26,7)24(25)13-17-30(23,31)8/h19-20,22-23,26-27,33H,3,9-18H2,1-2,4-8H3/t22-,23-,26+,27+,29-,30-,31-/m1/s1	SRGDGDSDQBHQSM-VAPIERHISA-N		CHEBI:194329		
BASm0012440	14-demethyleburicol					C30H48O		XMPNQYNQWPJRDZ-LQDFGTQMSA-N	424.3705162	CHEBI:194330		
BASm0012441	25-hydroxyvitamin D3 sulfate				C=C1CC[C@H](OS(=O)(=O)[O-])C/C1=C/C=C1\CCC[C@]2(C)[C@@H]([C@H](C)CCCC(C)(C)O)CC[C@@H]12		InChI=1S/C27H44O5S/c1-19-10-13-23(32-33(29,30)31)18-22(19)12-11-21-9-7-17-27(5)24(14-15-25(21)27)20(2)8-6-16-26(3,4)28/h11-12,20,23-25,28H,1,6-10,13-18H2,2-5H3,(H,29,30,31)/p-1/b21-11+,22-12-/t20-,23+,24-,25+,27-/m1/s1	ABCWYYHMKLOVPI-DTOXIADCSA-M		CHEBI:194336		
BASm0012442	(3R)-3-[(carboxylmethyl)amino]decanoate				CCCCCCC[C@H](CC(=O)[O-])[NH2+]CC(=O)[O-]		InChI=1S/C12H23NO4/c1-2-3-4-5-6-7-10(8-11(14)15)13-9-12(16)17/h10,13H,2-9H2,1H3,(H,14,15)(H,16,17)/p-1/t10-/m1/s1	DKLSSPDDVJYWNG-SNVBAGLBSA-M		CHEBI:194341		
BASm0012443	N-acetyl-S-benzyl-L-cysteine				CC(=O)N[C@@H](CSCc1ccccc1)C(=O)[O-]	C12H15NO3S	InChI=1S/C12H15NO3S/c1-9(14)13-11(12(15)16)8-17-7-10-5-3-2-4-6-10/h2-6,11H,7-8H2,1H3,(H,13,14)(H,15,16)	BJUXDERNWYKSIQ-UHFFFAOYSA-N	253.0772645	CHEBI:194342	HMDB0255061	
BASm0012444	(R)-N-acetyl-S-benzyl-L-cysteine sulfoxide				CC(=O)N[C@@H](C[S@+]([O-])Cc1ccccc1)C(=O)[O-]		InChI=1S/C12H15NO4S/c1-9(14)13-11(12(15)16)8-18(17)7-10-5-3-2-4-6-10/h2-6,11H,7-8H2,1H3,(H,13,14)(H,15,16)/p-1/t11-,18+/m0/s1	WSOCUVDAIZMOCD-BBATYDOGSA-M		CHEBI:194343		
BASm0012445	N-acetyl-S-hydroxy-L-cysteine	An S-substituted N-acetyl-L-cysteinate that is the conjugate base of N-acetyl-S-hydroxy-L-cysteine resulting from the deprotonation of the carboxy group; major species at pH 7.3.			CC(=O)N[C@@H](CSO)C(=O)[O-]	C5H8NO4S	InChI=1S/C5H9NO4S/c1-3(7)6-4(2-11-10)5(8)9/h4,10H,2H2,1H3,(H,6,7)(H,8,9)/p-1/t4-/m0/s1	UDRNLIPAONYIBJ-BYPYZUCNSA-M		CHEBI:194344		
BASm0012446	erinacol			Expected Solid	CC1=C[C@H](O)[C@]2(C)CC[C@@]3(C)CCC(C(C)C)=C3[C@H]2CC1	C20H32O	InChI=1S/C20H32O/c1-13(2)15-8-9-19(4)10-11-20(5)16(18(15)19)7-6-14(3)12-17(20)21/h12-13,16-17,21H,6-11H2,1-5H3/t16-,17+,19-,20-/m1/s1	ZTGGPQBJLZKPHO-PIKOESSRSA-N	288.2453157	CHEBI:194345		MMDBc0008100
BASm0012447	cyathadiol	A tricyclic diterpenoid with formula C20H32O2.			CC(C)C1=C2[C@H]3CCC(CO)=C[C@H](O)[C@]3(C)CC[C@@]2(C)CC1	C20H32O2	InChI=1S/C20H32O2/c1-13(2)15-7-8-19(3)9-10-20(4)16(18(15)19)6-5-14(12-21)11-17(20)22/h11,13,16-17,21-22H,5-10,12H2,1-4H3/t16-,17+,19-,20-/m1/s1	ARKJITGRSNWNOF-PIKOESSRSA-N		CHEBI:194346		
BASm0012448	N-acetyl-S-methyl-L-cysteine				CSC[C@H](NC(C)=O)C(=O)[O-]	C6H11NO3S	InChI=1S/C6H11NO3S/c1-4(8)7-5(3-11-2)6(9)10/h5H,3H2,1-2H3,(H,7,8)(H,9,10)/t5-/m0/s1	RYGLCORNOFFGTB-YFKPBYRVSA-N	177.0459644	CHEBI:194347		
BASm0012449	(R)-N-acetyl-S-methyl-L-cysteine sulfoxide				CC(=O)N[C@@H](C[S@@+](C)[O-])C(=O)[O-]		InChI=1S/C6H11NO4S/c1-4(8)7-5(6(9)10)3-12(2)11/h5H,3H2,1-2H3,(H,7,8)(H,9,10)/p-1/t5-,12+/m0/s1	NOVBJFBGUYOLLL-IXIIUGLYSA-M		CHEBI:194348		
BASm0012450	cyathatriol			Expected Solid	CC(C)C1=C2[C@H]3C[C@@H](O)C(CO)=C[C@H](O)[C@]3(C)CC[C@@]2(C)CC1	C20H32O3	InChI=1S/C20H32O3/c1-12(2)14-5-6-19(3)7-8-20(4)15(18(14)19)10-16(22)13(11-21)9-17(20)23/h9,12,15-17,21-23H,5-8,10-11H2,1-4H3/t15-,16-,17+,19-,20-/m1/s1	YQGDZWWLYAMTAU-HPUSYDDDSA-N	320.2351449	CHEBI:194349		MMDBc0011632
BASm0012451	(11S)-hydroxy-(9S,10S)-epoxy-(12Z)-octadecenoate				CCCCC/C=C\[C@H](O)[C@@H]1O[C@H]1CCCCCCCC(=O)[O-]		InChI=1S/C18H32O4/c1-2-3-4-6-9-12-15(19)18-16(22-18)13-10-7-5-8-11-14-17(20)21/h9,12,15-16,18-19H,2-8,10-11,13-14H2,1H3,(H,20,21)/p-1/b12-9-/t15-,16-,18-/m0/s1	RQBBZCMCNSJACV-MLYFJTHBSA-M		CHEBI:194351		
BASm0012452	11-hydroxy-12,13-epoxy-(9Z)-octadecenoate				CCCCCC1OC1C(O)/C=C\CCCCCCCC(=O)[O-]		InChI=1S/C18H32O4/c1-2-3-9-13-16-18(22-16)15(19)12-10-7-5-4-6-8-11-14-17(20)21/h10,12,15-16,18-19H,2-9,11,13-14H2,1H3,(H,20,21)/p-1/b12-10-	UZCLYICSWADYGM-BENRWUELSA-M		CHEBI:194353		
BASm0012453	11-O-acetylcyathatriol	A tricyclic diterpenoid with formula C22H34O4. It is produced by the bird's nest fungus Cyathus earlei.			CC(=O)O[C@@H]1C[C@@H]2C3=C(C(C)C)CC[C@]3(C)CC[C@@]2(C)[C@@H](O)C=C1CO	C22H34O4	InChI=1S/C22H34O4/c1-13(2)16-6-7-21(4)8-9-22(5)17(20(16)21)11-18(26-14(3)24)15(12-23)10-19(22)25/h10,13,17-19,23,25H,6-9,11-12H2,1-5H3/t17-,18-,19+,21-,22-/m1/s1	AOIDBNSVSJUUHH-PXIKZMAHSA-N		CHEBI:194354		
BASm0012454	11-O-acetylcyathin A3			Expected Solid	CC(=O)O[C@@H]1C[C@@H]2C3=C(C(C)C)CC[C@]3(C)CC[C@@]2(C)C(=O)C=C1CO	C22H32O4	InChI=1S/C22H32O4/c1-13(2)16-6-7-21(4)8-9-22(5)17(20(16)21)11-18(26-14(3)24)15(12-23)10-19(22)25/h10,13,17-18,23H,6-9,11-12H2,1-5H3/t17-,18-,21-,22-/m1/s1	XWNYJTMVXNAWFA-MCEIDBOGSA-N	360.2300595	CHEBI:194355		MMDBc0002047
BASm0012455	erinacine Q2				CC(=O)O[C@@H]1C[C@@H]2C3=C(C(C)C)CC[C@]3(C)CC[C@@]2(C)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C1CO		InChI=1S/C28H44O9/c1-14(2)17-6-7-27(4)8-9-28(5)18(22(17)27)11-19(35-15(3)31)16(12-29)10-21(28)37-26-25(34)24(33)23(32)20(13-30)36-26/h10,14,18-21,23-26,29-30,32-34H,6-9,11-13H2,1-5H3/t18-,19-,20-,21+,23-,24+,25-,26+,27-,28-/m1/s1	DKDHCPURWYANFN-ZHHQWEAXSA-N		CHEBI:194356		
BASm0012456	erinacine Q			Expected Solid	CC(=O)O[C@@H]1C[C@@H]2C3=C(C(C)C)CC[C@]3(C)CC[C@@]2(C)[C@@H](O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)C=C1CO	C27H42O8	InChI=1S/C27H42O8/c1-14(2)17-6-7-26(4)8-9-27(5)18(22(17)26)11-20(34-15(3)29)16(12-28)10-21(27)35-25-24(32)23(31)19(30)13-33-25/h10,14,18-21,23-25,28,30-32H,6-9,11-13H2,1-5H3/t18-,19-,20-,21+,23+,24-,25+,26-,27-/m1/s1	BNEKFVWNEHVFNT-JGSLRZJPSA-N	494.2879683	CHEBI:194357		MMDBc0013312
BASm0012457	ectocarpin A				C/C=C/[C@@H]1C[C@@H]2O[C@@H]2[C@H]1/C=C\CCCCCCCC(=O)[O-]		InChI=1S/C18H28O3/c1-2-10-14-13-16-18(21-16)15(14)11-8-6-4-3-5-7-9-12-17(19)20/h2,8,10-11,14-16,18H,3-7,9,12-13H2,1H3,(H,19,20)/p-1/b10-2+,11-8-/t14-,15+,16+,18-/m1/s1	IWYBFCQYGWQGDW-DEQZJPLVSA-M		CHEBI:194362		
BASm0012458	ectocarpin B				C/C=C/[C@@H]1C[C@@H]2O[C@@H]2[C@H]1/C=C\C/C=C\C/C=C\CCCC(=O)[O-]		InChI=1S/C20H28O3/c1-2-12-16-15-18-20(23-18)17(16)13-10-8-6-4-3-5-7-9-11-14-19(21)22/h2,4-7,10,12-13,16-18,20H,3,8-9,11,14-15H2,1H3,(H,21,22)/p-1/b6-4-,7-5-,12-2+,13-10-/t16-,17+,18+,20-/m1/s1	UUFIBTWFNNGHMY-QYHMWJMBSA-M		CHEBI:194363		
BASm0012459	ectocarpin C					C20H29O4		JXYOANMVJXRDSA-LUZGOERCSA-M	333.207133	CHEBI:194364		
BASm0012460	ectocarpin D				CC[C@H](O)[C@@H]1C[C@@H](O)[C@H](O)[C@H]1/C=C\C/C=C\C/C=C\CCCC(=O)[O-]		InChI=1S/C20H32O5/c1-2-17(21)16-14-18(22)20(25)15(16)12-10-8-6-4-3-5-7-9-11-13-19(23)24/h4-7,10,12,15-18,20-22,25H,2-3,8-9,11,13-14H2,1H3,(H,23,24)/p-1/b6-4-,7-5-,12-10-/t15-,16+,17-,18+,20+/m0/s1	CUDSMMVJCRGFRR-RWBXRWPUSA-M		CHEBI:194365		
BASm0012461	plasmodiophorol A				CC[C@H](O)[C@@H]1C[C@@H]2O[C@@H]2[C@H]1/C=C\CCCCCCCC(=O)[O-]		InChI=1S/C18H30O4/c1-2-15(19)14-12-16-18(22-16)13(14)10-8-6-4-3-5-7-9-11-17(20)21/h8,10,13-16,18-19H,2-7,9,11-12H2,1H3,(H,20,21)/p-1/b10-8-/t13-,14+,15-,16-,18+/m0/s1	UMHMXTXOIVYKOO-RLHIQTTISA-M		CHEBI:194366		
BASm0012462	plasmodiophorol B				CC[C@@H]1O[C@@H]2[C@@H](/C=C\CCCCCCCC(=O)[O-])[C@H]1C[C@H]2O		InChI=1S/C18H30O4/c1-2-16-14-12-15(19)18(22-16)13(14)10-8-6-4-3-5-7-9-11-17(20)21/h8,10,13-16,18-19H,2-7,9,11-12H2,1H3,(H,20,21)/p-1/b10-8-/t13-,14+,15+,16-,18+/m0/s1	QVWADKXXJXPCDQ-RAETWKFMSA-M		CHEBI:194367		
BASm0012463	plasmodiophorol C				CC[C@H](O)[C@@H]1C[C@@H](O)[C@H](O)[C@H]1/C=C\CCCCCCCC(=O)[O-]		InChI=1S/C18H32O5/c1-2-15(19)14-12-16(20)18(23)13(14)10-8-6-4-3-5-7-9-11-17(21)22/h8,10,13-16,18-20,23H,2-7,9,11-12H2,1H3,(H,21,22)/p-1/b10-8-/t13-,14+,15-,16+,18+/m0/s1	QFAVOSCGUOCENL-FNIQTPRVSA-M		CHEBI:194368		
BASm0012464	(15S)-hydroperoxy-(5Z,8Z,11Z,13E,17Z)-eicosapentaenoate			Expected Solid	CC/C=C\C[C@@H](/C=C/C=C\C/C=C\C/C=C\CCCC(=O)[O-])OO	C20H29O4	InChI=1S/C20H30O4/c1-2-3-13-16-19(24-23)17-14-11-9-7-5-4-6-8-10-12-15-18-20(21)22/h3-5,8-11,13-14,17,19,23H,2,6-7,12,15-16,18H2,1H3,(H,21,22)/p-1/t19-/m1/s1	FPMFSFWYWZLDKP-LJQANCHMSA-M	333.207133	CHEBI:194369		MMDBc0049807
BASm0012465	14-oxo-15-hydroxy-(5Z,8Z,11Z,17Z)-eicosatetraenoate				CC/C=C\CC(O)C(=O)C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]		InChI=1S/C20H30O4/c1-2-3-12-15-18(21)19(22)16-13-10-8-6-4-5-7-9-11-14-17-20(23)24/h3-4,6-7,9-10,12-13,18,21H,2,5,8,11,14-17H2,1H3,(H,23,24)/p-1/b6-4-,9-7-,12-3-,13-10-	SRTZIKLTFOLNLO-QXBXTPPVSA-M		CHEBI:194370		
BASm0012466	queuosine 5'-phosphate				Nc1nc2c(c(CN[C@H]3C=C[C@H](O)[C@@H]3O)cn2[C@@H]2O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]2O)c(=O)[nH]1		InChI=1S/C17H24N5O10P/c18-17-20-14-10(15(27)21-17)6(3-19-7-1-2-8(23)11(7)24)4-22(14)16-13(26)12(25)9(32-16)5-31-33(28,29)30/h1-2,4,7-9,11-13,16,19,23-26H,3,5H2,(H2,28,29,30)(H3,18,20,21,27)/p-2/t7-,8-,9+,11+,12+,13+,16+/m0/s1	BSABGNSIPKXNDL-AEZJAUAXSA-L		CHEBI:194371		
BASm0012467	(12S,13R)-epoxy-(10R)-hydroxy-(8E)-octadecenoate				CCCCC[C@H]1O[C@H]1C[C@@H](O)/C=C/CCCCCCC(=O)[O-]		InChI=1S/C18H32O4/c1-2-3-8-12-16-17(22-16)14-15(19)11-9-6-4-5-7-10-13-18(20)21/h9,11,15-17,19H,2-8,10,12-14H2,1H3,(H,20,21)/p-1/b11-9+/t15-,16+,17-/m0/s1	YDQAQEBATLAAEP-DQWVTDRNSA-M		CHEBI:194375		
BASm0012468	(8R)-hydroperoxy-(9Z)-octadecenoate				CCCCCCCC/C=C\[C@@H](CCCCCCC(=O)[O-])OO		InChI=1S/C18H34O4/c1-2-3-4-5-6-7-8-11-14-17(22-21)15-12-9-10-13-16-18(19)20/h11,14,17,21H,2-10,12-13,15-16H2,1H3,(H,19,20)/p-1/b14-11-/t17-/m0/s1	JOACVYKMIMFTFT-IFCKCIONSA-M		CHEBI:194403		
BASm0012469	(10R)-hydroperoxy-(8E,12Z,15Z)-octadecatrienoate			Expected Solid	CC/C=C\C/C=C\C[C@H](/C=C/CCCCCCC(=O)[O-])OO	C18H29O4	InChI=1S/C18H30O4/c1-2-3-4-5-8-11-14-17(22-21)15-12-9-6-7-10-13-16-18(19)20/h3-4,8,11-12,15,17,21H,2,5-7,9-10,13-14,16H2,1H3,(H,19,20)/p-1/b4-3-,11-8-,15-12+/t17-/m0/s1	PTYXOLTZOUXIKI-ZLXVQWIVSA-M	309.207133	CHEBI:194405		MMDBc0054989
BASm0012470	(8R)-hydroperoxy-(9Z,12Z,15Z)-octadecatrienoate				CC/C=C\C/C=C\C/C=C\[C@@H](CCCCCCC(=O)[O-])OO		InChI=1S/C18H30O4/c1-2-3-4-5-6-7-8-11-14-17(22-21)15-12-9-10-13-16-18(19)20/h3-4,6-7,11,14,17,21H,2,5,8-10,12-13,15-16H2,1H3,(H,19,20)/p-1/b4-3-,7-6-,14-11-/t17-/m0/s1	RDHSVEGFAYBNGG-ZEXIVUOKSA-M		CHEBI:194406		
BASm0012471	12,13-epoxy-(10R)-hydroxy-(8E,15Z)-octadecadienoate				CC/C=C\CC1OC1C[C@@H](O)/C=C/CCCCCCC(=O)[O-]		InChI=1S/C18H30O4/c1-2-3-8-12-16-17(22-16)14-15(19)11-9-6-4-5-7-10-13-18(20)21/h3,8-9,11,15-17,19H,2,4-7,10,12-14H2,1H3,(H,20,21)/p-1/b8-3-,11-9+/t15-,16?,17?/m0/s1	HRNKZRSAMQOHNK-PWFJRZAFSA-M		CHEBI:194407		
BASm0012472	10,11-epoxy-12-hydroxy-(14Z)-eicosenoate				CCCCC/C=C\CC(O)C1OC1CCCCCCCCC(=O)[O-]		InChI=1S/C20H36O4/c1-2-3-4-5-8-11-14-17(21)20-18(24-20)15-12-9-6-7-10-13-16-19(22)23/h8,11,17-18,20-21H,2-7,9-10,12-16H2,1H3,(H,22,23)/p-1/b11-8-	XHWDFNMBHDNLIH-FLIBITNWSA-M		CHEBI:194408		
BASm0012473	14,15-epoxy-12-hydroxy-(10E)-eicosenoate				CCCCCC1OC1CC(O)/C=C/CCCCCCCCC(=O)[O-]		InChI=1S/C20H36O4/c1-2-3-10-14-18-19(24-18)16-17(21)13-11-8-6-4-5-7-9-12-15-20(22)23/h11,13,17-19,21H,2-10,12,14-16H2,1H3,(H,22,23)/p-1/b13-11+	MSRAYPQYDZBUKQ-ACCUITESSA-M		CHEBI:194409		
BASm0012474	10,11-epoxy-12-hydroxy-(14Z,17Z)-eicosadienoate				CC/C=C\C/C=C\CC(O)C1OC1CCCCCCCCC(=O)[O-]		InChI=1S/C20H34O4/c1-2-3-4-5-8-11-14-17(21)20-18(24-20)15-12-9-6-7-10-13-16-19(22)23/h3-4,8,11,17-18,20-21H,2,5-7,9-10,12-16H2,1H3,(H,22,23)/p-1/b4-3-,11-8-	QTWJUMSZNHVIDR-MLQKXRJWSA-M		CHEBI:194410		
BASm0012475	14,15-epoxy-12-hydroxy-(10E,17Z)-eicosadienoate				CC/C=C\CC1OC1CC(O)/C=C/CCCCCCCCC(=O)[O-]		InChI=1S/C20H34O4/c1-2-3-10-14-18-19(24-18)16-17(21)13-11-8-6-4-5-7-9-12-15-20(22)23/h3,10-11,13,17-19,21H,2,4-9,12,14-16H2,1H3,(H,22,23)/p-1/b10-3-,13-11+	CDADNDVRWOHLRS-AQWGXPIYSA-M		CHEBI:194411		
BASm0012476	(12R,13R)-epoxy-(11S)-hydroxy-(9Z)-octadecenoate				CCCCC[C@H]1O[C@@H]1[C@@H](O)/C=C\CCCCCCCC(=O)[O-]		InChI=1S/C18H32O4/c1-2-3-9-13-16-18(22-16)15(19)12-10-7-5-4-6-8-11-14-17(20)21/h10,12,15-16,18-19H,2-9,11,13-14H2,1H3,(H,20,21)/p-1/b12-10-/t15-,16+,18+/m0/s1	UZCLYICSWADYGM-RXWDXHPSSA-M		CHEBI:194412		
BASm0012477	12-hydroperoxy-(10E,14Z)-eicosadienoate				CCCCC/C=C\CC(/C=C/CCCCCCCCC(=O)[O-])OO		InChI=1S/C20H36O4/c1-2-3-4-5-10-13-16-19(24-23)17-14-11-8-6-7-9-12-15-18-20(21)22/h10,13-14,17,19,23H,2-9,11-12,15-16,18H2,1H3,(H,21,22)/p-1/b13-10-,17-14+	GVCORSDPHAPZSB-ICMDQPEBSA-M		CHEBI:194414		
BASm0012478	12-hydroperoxy-(10E,14Z,17Z)-eicosatrienoate				CC/C=C\C/C=C\CC(/C=C/CCCCCCCCC(=O)[O-])OO		InChI=1S/C20H34O4/c1-2-3-4-5-10-13-16-19(24-23)17-14-11-8-6-7-9-12-15-18-20(21)22/h3-4,10,13-14,17,19,23H,2,5-9,11-12,15-16,18H2,1H3,(H,21,22)/p-1/b4-3-,13-10-,17-14+	RMUNKRUHIXCOKZ-BTWXQDJTSA-M		CHEBI:194415		
BASm0012479	(12R,13S)-epoxy-(9Z)-octadecenoate	A vernolate that is the conjugate base of (-)-vernolic acid, resulting from the deprotonation of the carboxy group; Major species at pH 7.3.			CCCCC[C@@H]1O[C@@H]1C/C=C\CCCCCCCC(=O)[O-]	C18H31O3	InChI=1S/C18H32O3/c1-2-3-10-13-16-17(21-16)14-11-8-6-4-5-7-9-12-15-18(19)20/h8,11,16-17H,2-7,9-10,12-15H2,1H3,(H,19,20)/p-1/b11-8-/t16-,17+/m0/s1	CCPPLLJZDQAOHD-BEBBCNLGSA-M		CHEBI:194416		
BASm0012480	(12R,13S)-epoxy-(10R)-hydroperoxy-(8E)-octadecenoate				CCCCC[C@@H]1O[C@@H]1C[C@H](/C=C/CCCCCCC(=O)[O-])OO		InChI=1S/C18H32O5/c1-2-3-8-12-16-17(22-16)14-15(23-21)11-9-6-4-5-7-10-13-18(19)20/h9,11,15-17,21H,2-8,10,12-14H2,1H3,(H,19,20)/p-1/b11-9+/t15-,16-,17+/m0/s1	IBWCHSVKKKGXHJ-PMUXNBMCSA-M		CHEBI:194417		
BASm0012481					*O[C@H]1[C@@H](O)[C@H](n2cc(CN[C@H]3C=C[C@H](O)[C@@H]3O)c3c(=O)[nH]c(N)nc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:194431		
BASm0012482	rhodoquinones				[H]C/C(C)=C/CC1=C(C)C(=O)C(N)=C(OC)C1=O			BMIVXVNCYCTSRX-UHFFFAOYSA-N		CHEBI:194432		
BASm0012483	rhodoquinol					C13H19NO3		FKDSQKXLVIJSAR-UHFFFAOYSA-N	237.1364935	CHEBI:194433		
BASm0012484	(10S)-hydroxy-(12Z)-octadecenoate					C18H33O3		WVYIZGMCLSGZGG-SDMNGIDPSA-M	297.2435185	CHEBI:194434	HMDB0340913	
BASm0012485	10-oxo-(12Z)-octadecenoate				CCCCC/C=C\CC(=O)CCCCCCCCC(=O)[O-]		InChI=1S/C18H32O3/c1-2-3-4-5-8-11-14-17(19)15-12-9-6-7-10-13-16-18(20)21/h8,11H,2-7,9-10,12-16H2,1H3,(H,20,21)/p-1/b11-8-	IEQLMTRAAYQDSD-FLIBITNWSA-M		CHEBI:194435		
BASm0012486	10-oxo-(11E)-octadecenoate				CCCCCC/C=C/C(=O)CCCCCCCCC(=O)[O-]		InChI=1S/C18H32O3/c1-2-3-4-5-8-11-14-17(19)15-12-9-6-7-10-13-16-18(20)21/h11,14H,2-10,12-13,15-16H2,1H3,(H,20,21)/p-1/b14-11+	SBQFPIFSENQOQP-SDNWHVSQSA-M		CHEBI:194436		
BASm0012487	10-oxooctadecanoate		825060		CCCCCCCCC(=O)CCCCCCCCC(=O)[O-]	C18H34O3	InChI=1S/C18H34O3/c1-2-3-4-5-8-11-14-17(19)15-12-9-6-7-10-13-16-18(20)21/h2-16H2,1H3,(H,20,21)	BGKROBBCCGUUCF-UHFFFAOYSA-N		CHEBI:194437		
BASm0012488	(10E)-octadecenoate		67701-08-0		CCCCCCC/C=C/CCCCCCCCC(=O)[O-]	C18H34O2	InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h8-9H,2-7,10-17H2,1H3,(H,19,20)/b9-8+	QXJSBBXBKPUZAA-CMDGGOBGSA-N		CHEBI:194438		
BASm0012489	10-hydroxy-(11E)-octadecenoate				CCCCCC/C=C/C(O)CCCCCCCCC(=O)[O-]	C18H34O3	InChI=1S/C18H34O3/c1-2-3-4-5-8-11-14-17(19)15-12-9-6-7-10-13-16-18(20)21/h11,14,17,19H,2-10,12-13,15-16H2,1H3,(H,20,21)/b14-11-	VALAUXDVLYFOEG-KAMYIIQDSA-N	298.250795	CHEBI:194439	HMDB0187011	
BASm0012490	(9E,11E)-octadecadienoate		2540-56-9		CCCCCC/C=C/C=C/CCCCCCCC(=O)[O-]	C18H32O2	InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-10H,2-6,11-17H2,1H3,(H,19,20)/b8-7-,10-9+	JBYXPOFIGCOSSB-UQGDGPGGSA-N		CHEBI:194440		
BASm0012491					*O[C@H]1[C@@H](O)[C@H](n2cc(CN[C@H]3C=C[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H]3O)c3c(=O)[nH]c(N)nc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:194442		
BASm0012492					*O[C@H]1[C@@H](O)[C@H](n2cc(CN[C@@H]3[C@@H](O)[C@@H](O)[C@@H]4O[C@H]34)c3c(=O)[nH]c(N)nc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:194443		
BASm0012493	4'-phosphopantetheinyl-CoA disulfide				CC(C)(COP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSSCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]		InChI=1S/C32H57N9O23P4S2/c1-31(2,14-60-65(49,50)51)24(45)28(47)36-7-5-19(42)34-9-11-69-70-12-10-35-20(43)6-8-37-29(48)25(46)32(3,4)15-61-68(57,58)64-67(55,56)59-13-18-23(63-66(52,53)54)22(44)30(62-18)41-17-40-21-26(33)38-16-39-27(21)41/h16-18,22-25,30,44-46H,5-15H2,1-4H3,(H,34,42)(H,35,43)(H,36,47)(H,37,48)(H,55,56)(H,57,58)(H2,33,38,39)(H2,49,50,51)(H2,52,53,54)/p-6/t18-,22-,23-,24+,25+,30-/m1/s1	GASVJHINGZNKAZ-KXGUSNQESA-H		CHEBI:194444		
BASm0012494	10-hydroxyhexadecanoate	10-Hydroxyhexadecanoic acid is a hydroxy fatty acid. In humans, fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation.	23048-75-1		CCCCCCC(O)CCCCCCCCC(=O)[O-]	C16H32O3	InChI=1S/C16H32O3/c1-2-3-4-9-12-15(17)13-10-7-5-6-8-11-14-16(18)19/h15,17H,2-14H2,1H3,(H,18,19)	QUFMVAWAOYDYFV-UHFFFAOYSA-N	272.2351449	CHEBI:194446	HMDB0112188	
BASm0012495	(10S)-hydroxy-(12Z,15Z)-octadecadienoate				CC/C=C\C/C=C\C[C@@H](O)CCCCCCCCC(=O)[O-]	C18H32O3	InChI=1S/C18H32O3/c1-2-3-4-5-8-11-14-17(19)15-12-9-6-7-10-13-16-18(20)21/h3-4,8,11,17,19H,2,5-7,9-10,12-16H2,1H3,(H,20,21)/b4-3-,11-8-	WPPBDPYWQAWPCV-MLQKXRJWSA-N	296.2351449	CHEBI:194447	HMDB0340918	
BASm0012496	(10S)-hydroxy-(6Z,12Z)-octadecadienoate				CCCCC/C=C\C[C@@H](O)CC/C=C\CCCCC(=O)[O-]		InChI=1S/C18H32O3/c1-2-3-4-5-8-11-14-17(19)15-12-9-6-7-10-13-16-18(20)21/h6,8-9,11,17,19H,2-5,7,10,12-16H2,1H3,(H,20,21)/p-1/b9-6-,11-8-/t17-/m1/s1	HBFPDKYDZJCBKU-WVZPOVNESA-M		CHEBI:194448		
BASm0012497	(10S)-hydroxy-(6Z,12Z,15Z)-octadecatrienoate				CC/C=C\C/C=C\C[C@@H](O)CC/C=C\CCCCC(=O)[O-]		InChI=1S/C18H30O3/c1-2-3-4-5-8-11-14-17(19)15-12-9-6-7-10-13-16-18(20)21/h3-4,6,8-9,11,17,19H,2,5,7,10,12-16H2,1H3,(H,20,21)/p-1/b4-3-,9-6-,11-8-/t17-/m1/s1	JCDGKYCOZAGNJR-MRWIZEHZSA-M		CHEBI:194449		
BASm0012498	(5Z,8Z)-octadecadienoate	An octadecadienoate that is the conjugate base of (5Z,8Z)-octadecadienoic acid, resulting from the deprotonation of the carboxy group; Major species at pH 7.3.			CCCCCCCCC/C=C\C/C=C\CCCC(=O)[O-]	C18H31O2	InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h10-11,13-14H,2-9,12,15-17H2,1H3,(H,19,20)/p-1/b11-10-,14-13-	UQQPKQIHIFHHKO-XVTLYKPTSA-M		CHEBI:194450		
BASm0012499	(5S)-hydroperoxy-(6E,8Z)-octadecadienoate				CCCCCCCCC/C=C\C=C\[C@H](CCCC(=O)[O-])OO		InChI=1S/C18H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-14-17(22-21)15-13-16-18(19)20/h10-12,14,17,21H,2-9,13,15-16H2,1H3,(H,19,20)/p-1/b11-10-,14-12+/t17-/m1/s1	UEUMZUDZOYTZTE-LGMATZFVSA-M		CHEBI:194451		
BASm0012500	5-oxo-(6E,8Z)-octadecadienoate				CCCCCCCCC/C=C\C=C\C(=O)CCCC(=O)[O-]	C18H30O3	InChI=1S/C18H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-14-17(19)15-13-16-18(20)21/h10-12,14H,2-9,13,15-16H2,1H3,(H,20,21)	YVWMHFYOIJMUMN-UHFFFAOYSA-N	294.2194948	CHEBI:194452		
BASm0012501	(5S)-hydroxy-(6E,8Z)-octadecadienoate				CCCCCCCCC/C=C\C=C\[C@@H](O)CCCC(=O)[O-]		InChI=1S/C18H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-14-17(19)15-13-16-18(20)21/h10-12,14,17,19H,2-9,13,15-16H2,1H3,(H,20,21)/p-1/b11-10-,14-12+/t17-/m1/s1	YGKJJUMHBUARLK-LGMATZFVSA-M		CHEBI:194458		
BASm0012502	(5S,18)-dihydroxy-(6E,8Z)-octadecadienoate				O=C([O-])CCC[C@H](O)/C=C/C=C\CCCCCCCCCO		InChI=1S/C18H32O4/c19-16-11-9-7-5-3-1-2-4-6-8-10-13-17(20)14-12-15-18(21)22/h6,8,10,13,17,19-20H,1-5,7,9,11-12,14-16H2,(H,21,22)/p-1/b8-6-,13-10+/t17-/m1/s1	RPFAXJQGBOULPA-CQLUAUNVSA-M		CHEBI:194459		
BASm0012503	5-oxo-18-hydroxy-(6E,8Z)-octadecadienoate				O=C([O-])CCCC(=O)/C=C/C=C\CCCCCCCCCO		InChI=1S/C18H30O4/c19-16-11-9-7-5-3-1-2-4-6-8-10-13-17(20)14-12-15-18(21)22/h6,8,10,13,19H,1-5,7,9,11-12,14-16H2,(H,21,22)/p-1/b8-6-,13-10+	WUMXVBSMANMBJK-WLPHGBIISA-M		CHEBI:194460		
BASm0012504	all-trans-4-hydroxy-13,14-dihydroretinoate				CC1=C(/C=C/C(C)=C/C=C/C(C)CC(=O)[O-])C(C)(C)CCC1O	C20H30O3	InChI=1S/C20H30O3/c1-14(7-6-8-15(2)13-19(22)23)9-10-17-16(3)18(21)11-12-20(17,4)5/h6-10,15,18,21H,11-13H2,1-5H3,(H,22,23)/b8-6+,10-9+,14-7-	ZJWNTFRBIBFJFC-INKCALMPSA-N	318.2194948	CHEBI:194478	HMDB0183810	
BASm0012505					*N[C@@H](CO[C@H]1O[C@H]([C@H](O)CO)[C@@H](O)[C@H](O)[C@@H]1O)C(*)=O					CHEBI:194481		
BASm0012506					*N[C@@H](CO[C@H]1O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]1O)C(*)=O					CHEBI:194483		
BASm0012507	ADP-1-deoxy-1,O(4)-didehydro-D-ribose				Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2[O+]=C[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O		InChI=1S/C15H21N5O13P2/c16-13-9-14(18-4-17-13)20(5-19-9)15-12(24)11(23)8(32-15)3-31-35(27,28)33-34(25,26)30-2-7-10(22)6(21)1-29-7/h1,4-8,10-12,15,21-24H,2-3H2,(H3-,16,17,18,25,26,27,28)/p-1/t6-,7+,8+,10-,11+,12+,15+/m0/s1	KSCHUVRNGRNNEZ-AOOZFPJJSA-M		CHEBI:194486		
BASm0012508	holothin				Nc1c2sscc-2[nH]c1=O		InChI=1S/C5H4N2OS2/c6-3-4-2(1-9-10-4)7-5(3)8/h1H,6H2,(H,7,8)	JSZVYHFPIFBAHE-UHFFFAOYSA-N		CHEBI:194488		
BASm0012509	pseudomonic acid C--holothin				C/C(=C\C(=O)OCCCCCCCCC(=O)Nc1c2sscc-2[nH]c1=O)C[C@@H]1OC[C@H](C/C=C/[C@@H](C)[C@H](C)O)[C@@H](O)[C@H]1O		InChI=1S/C31H46N2O8S2/c1-19(15-24-29(38)28(37)22(17-41-24)12-10-11-20(2)21(3)34)16-26(36)40-14-9-7-5-4-6-8-13-25(35)33-27-30-23(18-42-43-30)32-31(27)39/h10-11,16,18,20-22,24,28-29,34,37-38H,4-9,12-15,17H2,1-3H3,(H,32,39)(H,33,35)/b11-10+,19-16+/t20-,21+,22+,24+,28-,29+/m1/s1	IWXUKMUCNIDVNW-TZXPVZFCSA-N		CHEBI:194489		
BASm0012510	serinol		534-03-2		[NH3+]C(CO)CO	C3H9NO2	InChI=1S/C3H9NO2/c4-3(1-5)2-6/h3,5-6H,1-2,4H2	KJJPLEZQSCZCKE-UHFFFAOYSA-N		CHEBI:194490		
BASm0012511	6-O-phospho-N-acetyl-D-muramoyl-L-alanyl-D-isoglutamine				CC(=O)N[C@H]1C(O)O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@@H]1O[C@H](C)C(=O)N[C@@H](C)C(=O)N[C@H](CCC(=O)[O-])C(N)=O		InChI=1S/C19H33N4O14P/c1-7(17(29)23-10(16(20)28)4-5-12(25)26)21-18(30)8(2)36-15-13(22-9(3)24)19(31)37-11(14(15)27)6-35-38(32,33)34/h7-8,10-11,13-15,19,27,31H,4-6H2,1-3H3,(H2,20,28)(H,21,30)(H,22,24)(H,23,29)(H,25,26)(H2,32,33,34)/p-3/t7-,8+,10+,11+,13+,14+,15+,19?/m0/s1	BUFVUXUWHKVIRE-QAQREVAFSA-K		CHEBI:194492		
BASm0012512	(S)-4-aminopentanoate				C[C@H]([NH3+])CCC(=O)[O-]		InChI=1S/C5H11NO2/c1-4(6)2-3-5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1	ABSTXSZPGHDTAF-BYPYZUCNSA-N		CHEBI:194493		
BASm0012513	15-deoxy-Delta(12,14)-prostaglandin J2-S-(R)-glutathione				CCCCC/C=C/C=C1/C(=O)CC(SC[C@H](NC(=O)CC[C@H]([NH3+])C(=O)[O-])C(=O)NCC(=O)[O-])[C@@H]1C/C=C\CCCC(=O)[O-]		InChI=1S/C30H45N3O9S/c1-2-3-4-5-6-9-12-20-21(13-10-7-8-11-14-27(36)37)25(17-24(20)34)43-19-23(29(40)32-18-28(38)39)33-26(35)16-15-22(31)30(41)42/h6-7,9-10,12,21-23,25H,2-5,8,11,13-19,31H2,1H3,(H,32,40)(H,33,35)(H,36,37)(H,38,39)(H,41,42)/p-2/b9-6+,10-7-,20-12+/t21-,22+,23+,25?/m1/s1	PJVSKAKTGJJITI-YPYHUWNQSA-L		CHEBI:194498		
BASm0012514	oripavine	Oripavine is an alkaloid from opium poppy (Papaver somniferum	0467-04-09	Solid	COC1=CC=C2[C@H]3Cc4ccc(O)c5c4[C@@]2(CC[NH+]3C)[C@H]1O5	C18H19NO3	InChI=1S/C18H19NO3/c1-19-8-7-18-11-4-6-14(21-2)17(18)22-16-13(20)5-3-10(15(16)18)9-12(11)19/h3-6,12,17,20H,7-9H2,1-2H3	ZKLXUUYLEHCAMF-UHFFFAOYSA-N	297.1364935	CHEBI:194499	HMDB0030251	
BASm0012515	(S)-3-O-demethylscoulerine				COc1ccc2c(c1O)CN1CCc3cc(O)c(O)cc3[C@@H]1C2		InChI=1S/C18H19NO4/c1-23-17-3-2-10-6-14-12-8-16(21)15(20)7-11(12)4-5-19(14)9-13(10)18(17)22/h2-3,7-8,14,20-22H,4-6,9H2,1H3/t14-/m0/s1	WDZUKYLSGVBAHN-AWEZNQCLSA-N		CHEBI:194500		
BASm0012516	(S)-6-O-demethylreticuline				COc1ccc(C[C@H]2c3cc(O)c(O)cc3CC[NH+]2C)cc1O		InChI=1S/C18H21NO4/c1-19-6-5-12-9-15(20)16(21)10-13(12)14(19)7-11-3-4-18(23-2)17(22)8-11/h3-4,8-10,14,20-22H,5-7H2,1-2H3/p+1/t14-/m0/s1	HNZXQEFQDFGSPN-AWEZNQCLSA-O		CHEBI:194502		
BASm0012517	2'-deoxyxanthosine				O=c1[nH]c(=O)c2ncn([C@H]3C[C@H](O)[C@@H](CO)O3)c2[nH]1		InChI=1S/C10H12N4O5/c15-2-5-4(16)1-6(19-5)14-3-11-7-8(14)12-10(18)13-9(7)17/h3-6,15-16H,1-2H2,(H2,12,13,17,18)/t4-,5+,6+/m0/s1	NQAZHXBSLFDVKM-KVQBGUIXSA-N		CHEBI:194503		
BASm0012518	(11R)-carlactonoate			Expected Solid	CC1=C[C@H](O/C=C(\C=C\C2=C(C)CCCC2(C)C)C(=O)[O-])OC1=O	C19H23O5	InChI=1S/C19H24O5/c1-12-6-5-9-19(3,4)15(12)8-7-14(17(20)21)11-23-16-10-13(2)18(22)24-16/h7-8,10-11,16H,5-6,9H2,1-4H3,(H,20,21)/p-1/b8-7+,14-11+	WUBRWXCVIPHXLX-DQBULIGTSA-M	331.1550974	CHEBI:194504		MMDBc0052931
BASm0012519	(11R)-methyl carlactonoate				COC(=O)C(/C=C/C1=C(C)CCCC1(C)C)=C/O[C@H]1C=C(C)C(=O)O1		InChI=1S/C20H26O5/c1-13-7-6-10-20(3,4)16(13)9-8-15(19(22)23-5)12-24-17-11-14(2)18(21)25-17/h8-9,11-12,17H,6-7,10H2,1-5H3/b9-8+,15-12+/t17-/m1/s1	CKPATFHQOSFGEL-ULWPIZCHSA-N		CHEBI:194506		
BASm0012520	argipressin	Oxytocin is a mammalian hormone that also acts as a neurotransmitter in the brain. In women, it is released mainly after distention of the cervix and vagina during labor, and after stimulation of the nipples, facilitating birth and breastfeeding, respectively. Oxytocin is released during orgasm in both sexes. In the brain, oxytocin is involved in social recognition and bonding, and might be involved in the formation of trust between people. -- Wikipedia; In the pituitary gland, oxytocin is packaged in large, dense-core vesicles, where it is bound to neurophysin as shown in the inset of the figure; neurophysin is a large peptide fragment of the giant precursor protein molecule from which oxytocin is derived by enzymatic cleavage. -- Wikipedia; Oxytocin is a peptide of nine amino acids (a nonapeptide). The sequence is cysteine - tyrosine - isoleucine - glutamine - asparagine - cysteine - proline - leucine - glycine (CYIQNCPLG). The cysteine residues form a sulfur bridge. Oxytocin has a molecular mass of 1007 daltons. One international unit (IU) of oxytocin is the equivalent of about 2 micrograms of pure peptide. -- Wikipedia; Oxytocin has peripheral (hormonal) actions, and also has actions in the brain. The actions of oxytocin are mediated by specific, high affinity oxytocin receptors. The oxytocin receptor is a G-protein-coupled receptor which requires Mg2+ and cholesterol. It belongs to the rhodopsin-type (class I) group of G-protein-coupled receptors. -- Wikipedia.	50-56-6	Solid		C46H67N15O12S2		KBZOIRJILGZLEJ-DOBJGBPZSA-P	1085.452408	CHEBI:194507	HMDB0002865	
BASm0012521	(11R)-carlactone			Expected Solid	C\C(=C\O[C@@H]1OC(=O)C(C)=C1)\C=C\C1=C(C)CCCC1(C)C	C19H26O3	InChI=1S/C19H26O3/c1-13(12-21-17-11-15(3)18(20)22-17)8-9-16-14(2)7-6-10-19(16,4)5/h8-9,11-12,17H,6-7,10H2,1-5H3/b9-8+,13-12-/t17-/m1/s1	OTIYLZVFQIMLQH-UIUAQFKNSA-N	302.1881947	CHEBI:194508		MMDBc0052930
BASm0012522	(11R)-19-hydroxycarlactone				CC1=C[C@H](O/C=C(\C=C\C2=C(C)CCCC2(C)C)CO)OC1=O		InChI=1S/C19H26O4/c1-13-6-5-9-19(3,4)16(13)8-7-15(11-20)12-22-17-10-14(2)18(21)23-17/h7-8,10,12,17,20H,5-6,9,11H2,1-4H3/b8-7+,15-12+/t17-/m1/s1	QPLXYEHYTUWHNG-TYVCBRTJSA-N		CHEBI:194510		
BASm0012523	(11R)-19-oxocarlactone				CC1=C[C@H](O/C=C(C=O)\C=C\C2=C(C)CCCC2(C)C)OC1=O		InChI=1S/C19H24O4/c1-13-6-5-9-19(3,4)16(13)8-7-15(11-20)12-22-17-10-14(2)18(21)23-17/h7-8,10-12,17H,5-6,9H2,1-4H3/b8-7+,15-12+/t17-/m1/s1	LFLCTJPNVBWOOI-TYVCBRTJSA-N		CHEBI:194511		
BASm0012524	(11R)-hydroxymethyl carlactonoate				CC1=C[C@H](O/C=C(\C=C\C2=C(C)CCCC2(C)C)C(=O)OCO)OC1=O		InChI=1S/C20H26O6/c1-13-6-5-9-20(3,4)16(13)8-7-15(19(23)25-12-21)11-24-17-10-14(2)18(22)26-17/h7-8,10-11,17,21H,5-6,9,12H2,1-4H3/b8-7+,15-11+/t17-/m1/s1	VMHHKWXZZUOHAX-UYNHAXNCSA-N		CHEBI:194512		
BASm0012525	neomorphine				C[NH+]1CC[C@@]23C4=CC[C@H](O)[C@@H]2Oc2c(O)ccc(c23)C[C@H]41		InChI=1S/C17H19NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-4,11,13,16,19-20H,5-8H2,1H3/p+1/t11-,13+,16+,17+/m1/s1	DDLQMRQOVJKVNB-DTJGQCLQSA-O		CHEBI:194513		
BASm0012526	(S)-cis-N-methyltetrahydropalmatine				COc1cc2c(cc1OC)[C@@H]1Cc3ccc(OC)c(OC)c3C[N@+]1(C)CC2	C22H28NO4	InChI=1S/C22H28NO4/c1-23-9-8-15-11-20(25-3)21(26-4)12-16(15)18(23)10-14-6-7-19(24-2)22(27-5)17(14)13-23/h6-7,11-12,18H,8-10,13H2,1-5H3/q+1	BMQBFTBKHPYZFM-UHFFFAOYSA-N	370.2012848	CHEBI:194514		
BASm0012527	heliamine				COc1cc2c(cc1OC)C[NH2+]CC2	C11H15NO2	InChI=1S/C11H15NO2/c1-13-10-5-8-3-4-12-7-9(8)6-11(10)14-2/h5-6,12H,3-4,7H2,1-2H3	CEIXWJHURKEBMQ-UHFFFAOYSA-N	193.1102787	CHEBI:194515		
BASm0012528	N-methylheliamine	O-Methylcorypalline is found in coffee and coffee products. O-Methylcorypalline is an alkaloid from Nelumbo nucifera (East Indian lotus	16620-96-5	Solid	COc1cc2c(cc1OC)C[NH+](C)CC2	C12H17NO2	InChI=1S/C12H17NO2/c1-13-5-4-9-6-11(14-2)12(15-3)7-10(9)8-13/h6-7H,4-5,8H2,1-3H3	TXPPKWZEHFNZOE-UHFFFAOYSA-N	207.1259288	CHEBI:194516	HMDB0029370	
BASm0012529	norreticuline				COc1ccc(CC2[NH2+]CCc3cc(OC)c(O)cc32)cc1O	C18H21NO4	InChI=1S/C18H21NO4/c1-22-17-4-3-11(8-15(17)20)7-14-13-10-16(21)18(23-2)9-12(13)5-6-19-14/h3-4,8-10,14,19-21H,5-7H2,1-2H3	FVEMXQCEJGGXJB-UHFFFAOYSA-N	315.1470582	CHEBI:194517		
BASm0012530	reticuline	(S)-Reticuline is an endogenous precursor of morphine (PMID: 15383669). (S)-Reticuline is a key intermediate in the synthesis of morphine, the major active metabolite of the opium poppy. "Endogenous morphine" has been long isolated and authenticated by mass spectrometry in trace amounts from animal- and human-specific tissue or fluids (PMID: 15874902). Human neuroblastoma cells (SH-SY5Y) were shown capable of synthesizing morphine as well. (S)-Reticuline undergoes a change of configuration at C-1 during its transformation into salutaridinol and thebaine. From thebaine, there is a bifurcate pathway leading to morphine proceeding via codeine or oripavine, in both plants and mammals (PMID 15937106).	485-19-8	Solid	COc1ccc(CC2c3cc(O)c(OC)cc3CC[NH+]2C)cc1O	C19H23NO4	InChI=1S/C19H23NO4/c1-20-7-6-13-10-19(24-3)17(22)11-14(13)15(20)8-12-4-5-18(23-2)16(21)9-12/h4-5,9-11,15,21-22H,6-8H2,1-3H3/t15-/m0/s1	BHLYRWXGMIUIHG-HNNXBMFYSA-N	329.1627082	CHEBI:194518	HMDB0003601	
BASm0012531	(S)-cis-N-methyltetrahydrothalifendine				COc1c(O)ccc2c1C[N@+]1(C)CCc3cc4c(cc3[C@@H]1C2)OCO4	C20H22NO4	InChI=1S/C20H21NO4/c1-21-6-5-13-8-18-19(25-11-24-18)9-14(13)16(21)7-12-3-4-17(22)20(23-2)15(12)10-21/h3-4,8-9,16H,5-7,10-11H2,1-2H3/p+1	UTUGYZCGZXJEHE-UHFFFAOYSA-O	340.1543346	CHEBI:194521		
BASm0012532	7-hydroxy-8-methoxy-11-methyl-17,19-dioxa-11-azatetracyclo[12.7.0.0(4,9).0(16,20)]henicosa-1(21),4(9),5,7,14,16(20)-hexaen-2-one				COc1c(O)ccc2c1CN(C)CCc1cc3c(cc1C(=O)C2)OCO3	C20H21NO5	InChI=1S/C20H21NO5/c1-21-6-5-13-8-18-19(26-11-25-18)9-14(13)17(23)7-12-3-4-16(22)20(24-2)15(12)10-21/h3-4,8-9,22H,5-7,10-11H2,1-2H3	JUQBPFGIFICIIN-UHFFFAOYSA-N	355.1419728	CHEBI:194522		
BASm0012533	muramine		2292-20-8		COc1cc2c(cc1OC)C(=O)Cc1ccc(OC)c(OC)c1CN(C)CC2	C22H27NO5	InChI=1S/C22H27NO5/c1-23-9-8-15-11-20(26-3)21(27-4)12-16(15)18(24)10-14-6-7-19(25-2)22(28-5)17(14)13-23/h6-7,11-12H,8-10,13H2,1-5H3	HUIJAZQRYSCNED-UHFFFAOYSA-N	385.188923	CHEBI:194523		
BASm0012534	3-carboxy-4-methyl-5-propyl-2-furanpropanoate				CCCc1oc(CCC(=O)[O-])c(C(=O)[O-])c1C		InChI=1S/C12H16O5/c1-3-4-8-7(2)11(12(15)16)9(17-8)5-6-10(13)14/h3-6H2,1-2H3,(H,13,14)(H,15,16)/p-2	WMCQWXZMVIETAO-UHFFFAOYSA-L		CHEBI:194524		
BASm0012535	L-sepiapterin	Sepiapterin, also known as 2-amino-6-lactoyl-7,8-dihydropteridin-4(3H)-one, belongs to the class of organic compounds known as pterins and derivatives. These are polycyclic aromatic compounds containing a pterin moiety, which consist of a pteridine ring bearing a ketone and an amine group to form 2-aminopteridin-4(3H)-one. Sepiapterin is also classified as a member of the pteridine class of organic chemicals. It is a yellow fluorescing pigment. Sepiapterin is an intermediate in the salvage pathway of tetrahydrobiopterin (BH(4)). More specifically, sepiapterin can be metabolized into tetrahydrobiopterin via the BH(4) salvage pathway. Tetrahydrobiopterin is an essential cofactor in humans for breakdown of phenylalanine and a catalyst of the metabolism of phenylalanine, tyrosine, and tryptophan to the neurotransmitters dopamine and serotonin. A deficiency of tetrahydrobiopterin can cause toxic buildup of phenylalanine (phenylketonuria) as well as deficiencies of dopamine, norepinephrine, and epinephrine, leading to dystonia and other neurological illnesses. Sepiapterin accumulates in the brain of patients with sepiapterin reductase (SR) deficiency, an inborn error of metabolism. Sepiapterin reductase deficiency is a condition characterized by movement problems, most often a pattern of involuntary, sustained muscle contractions known as dystonia. Other movement problems can include muscle stiffness (spasticity), tremors, problems with coordination and balance (ataxia), and involuntary jerking movements (chorea). People with sepiapterin reductase deficiency can experience episodes called oculogyric crises. These episodes involve abnormal rotation of the eyeballs; extreme irritability and agitation; and pain, muscle spasms, and uncontrolled movements, especially of the head and neck. Movement abnormalities are often worse late in the day. Most affected individuals have delayed development of motor skills such as sitting and crawling, and they typically are not able to walk unassisted. The problems with movement tend to worsen over time. Within humans, sepiapterin participates in a number of enzymatic reactions. In particular, sepiapterin can be converted into 7,8-dihydroneopterin; which is mediated by the enzyme sepiapterin reductase. In addition, sepiapterin can be converted into 7,8-dihydroneopterin through its interaction with the enzyme carbonyl reductase [NADPH] 1.	17094-01-08	Solid	C[C@H](O)C(=O)C1=Nc2c(nc(N)[nH]c2=O)NC1	C9H11N5O3	InChI=1S/C9H11N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3,15H,2H2,1H3,(H4,10,11,13,14,17)/t3-/m0/s1	VPVOXUSPXFPWBN-VKHMYHEASA-N	237.0861892	CHEBI:194527	HMDB0000238	
BASm0012538	6-O-demethylthebaine					C18H19NO3		LZBSENLMWCKCPN-UUWFMWQGSA-N	297.1364935	CHEBI:194545		
BASm0012539	ervincine				C/C=C1/CN2[C@@H]3C[C@@]45c6ccccc6N(C)[C@]4(O3)[C@@H]2C[C@@H]1[C@H]5C(=O)OC	C21H24N2O3	InChI=1S/C21H24N2O3/c1-4-12-11-23-16-9-13(12)18(19(24)25-3)20-10-17(23)26-21(16,20)22(2)15-8-6-5-7-14(15)20/h4-8,13,16-18H,9-11H2,1-3H3/b12-4-	DSIOBDCLSMIECF-QCDXTXTGSA-N	352.1786926	CHEBI:194555		
BASm0012540	perivine	A secondary ammonium ion that is the conjugate acid of perivine obtained by protonation of the secondary amino group; major species at pH 7.3.			C/C=C1/C[NH2+][C@H]2Cc3c([nH]c4ccccc34)C(=O)C[C@@H]1[C@@H]2C(=O)OC	C20H23N2O3	InChI=1S/C20H22N2O3/c1-3-11-10-21-16-8-14-12-6-4-5-7-15(12)22-19(14)17(23)9-13(11)18(16)20(24)25-2/h3-7,13,16,18,21-22H,8-10H2,1-2H3/p+1/b11-3-/t13-,16-,18-/m0/s1	NKTORRNHKYVXSU-XXMLWKDOSA-O		CHEBI:194556		
BASm0012541	18-hydroxy-11-deoxycorticosterone				C[C@]12CCC(=O)C=C1CC[C@H]1[C@@H]3CC[C@H](C(=O)CO)[C@@]3(CO)CC[C@@H]12	C21H30O4	InChI=1S/C21H30O4/c1-20-8-6-14(24)10-13(20)2-3-15-16(20)7-9-21(12-23)17(15)4-5-18(21)19(25)11-22/h10,15-18,22-23H,2-9,11-12H2,1H3/t15-,16+,17+,18-,20+,21-/m1/s1	VPJHREHKRNIYDB-TZGXILGRSA-N	346.2144094	CHEBI:195166	HMDB0061195	
BASm0012542	19-hydroxy-11-deoxycorticosterone	19-hydroxydeoxycorticosterone (19,21-dihydroxy-4-pregnen-3,20-dione), 19-oxo-deoxycorticosterone (21-hydroxy-4-pregnen-3,19,20-trione), and 19-oic-deoxycorticosterone (19-oic-21-hydroxy-4-pregnen-3,20-dione)are formed from precursor deoxycorticosterone by adrenal glands obtained from intact rats and from rats undergoing adrenal regeneration.rat adrenals have the enzymes required to convert deoxycorticosterone to 19-hydroxydeoxycorticosterone, 19-oxo-deoxycorticosterone, and 19-oic-deoxycorticosterone; however, rat adrenals do not convert deoxycorticosterone or any of the oxygenated metabolites to 19-nor-deoxycorticosterone (21-hydroxy-19-nor-4-pregnen-3,20-dione). It is possible, however, that 19-nor-deoxycorticosterone is formed at peripheral sites from the oxygenated deoxycorticosterone precursors.	2394-23-2	Solid	C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43CO)[C@@H]1CC[C@@H]2C(=O)CO	C21H30O4	InChI=1S/C21H30O4/c1-20-8-7-17-15(16(20)4-5-18(20)19(25)11-22)3-2-13-10-14(24)6-9-21(13,17)12-23/h10,15-18,22-23H,2-9,11-12H2,1H3/t15?,16?,17?,18-,20+,21-/m1/s1	LFISWQXWWGJHBL-RJPFGDFGSA-N	346.2144094	CHEBI:195167	HMDB0012612	
BASm0012543	18-hydroxy-11-deoxycortisol				C[C@]12CCC(=O)C=C1CC[C@H]1[C@@H]3CC[C@](O)(C(=O)CO)[C@@]3(CO)CC[C@@H]12	C21H30O5	InChI=1S/C21H30O5/c1-19-7-4-14(24)10-13(19)2-3-15-16(19)5-8-20(12-23)17(15)6-9-21(20,26)18(25)11-22/h10,15-17,22-23,26H,2-9,11-12H2,1H3/t15-,16?,17?,19+,20-,21+/m1/s1	TXZGUJHXOGBBMR-RXJYTXCNSA-N	362.2093241	CHEBI:195179	HMDB0154728	
BASm0012544	L-alanyl-L-alanine	Alanylalanine is a dipeptide composed of two alanine residues. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.	1948-31-8	Solid	C[C@H]([NH3+])C(=O)N[C@@H](C)C(=O)[O-]	C6H12N2O3	InChI=1S/C6H12N2O3/c1-3(7)5(9)8-4(2)6(10)11/h3-4H,7H2,1-2H3,(H,8,9)(H,10,11)/t3-,4-/m0/s1	DEFJQIDDEAULHB-IMJSIDKUSA-N	160.0847923	CHEBI:195181	HMDB0028680	
BASm0012545	1-L-glutamo-2-N(6-)L-lysinohydrazine				[NH3+][C@@H](CCCCNN[C@@H](CCC(=O)[O-])C(=O)[O-])C(=O)[O-]	C11H19N3O6	InChI=1S/C11H21N3O6/c12-7(10(17)18)3-1-2-6-13-14-8(11(19)20)4-5-9(15)16/h7-8,13-14H,1-6,12H2,(H,15,16)(H,17,18)(H,19,20)/p-2/t7-,8-/m0/s1	JQGDXPPINNEUET-YUMQZZPRSA-L		CHEBI:195186		
BASm0012546					*[C@@H]1O[C@H](COP(*)(=O)[O-])[C@@H](OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(N)nc3=O)[C@H](O)[C@@H]2OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(N)nc3=O)[C@H](O)[C@@H]2OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(N)nc3=O)[C@H](O)[C@@H]2OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(N)nc3=O)[C@H](O)[C@@H]2OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)[C@H]1O					CHEBI:195187		
BASm0012547	(Z)-(indol-3-yl)-N-(sulfonatooxy)methanimidothioate			Expected Solid	O=S(=O)([O-])O/N=C(\[S-])Cc1c[nH]c2ccccc12	C10H8N2O4S2	InChI=1S/C10H10N2O4S2/c13-18(14,15)16-12-10(17)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,17)(H,13,14,15)/p-2	IDPCCZAHFVRMNJ-UHFFFAOYSA-L	283.9936463	CHEBI:195189		MMDBc0053356
BASm0012548					*NCC(=O)NCC(*)=O					CHEBI:195192		
BASm0012549					*O[C@H]1C[C@H](*)O[C@@H]1COP(=O)([O-])O[C@H]1C[C@H](O)O[C@@H]1COP(=O)([O-])[O-]					CHEBI:195194		
BASm0012550	(2E,4S)-4-hydroxypenten-2-al-5-phosphate				O=C/C=C/[C@H](O)COP(=O)([O-])[O-]		InChI=1S/C5H9O6P/c6-3-1-2-5(7)4-11-12(8,9)10/h1-3,5,7H,4H2,(H2,8,9,10)/p-2/b2-1+/t5-/m0/s1	XGGCBXHNTNZKEL-WYPBCBNTSA-L		CHEBI:195195		
BASm0012551	Xaa-L-Pro dipeptide				*[C@H]([NH3+])C(=O)N1CCC[C@H]1C(=O)[O-]					CHEBI:195196		
BASm0012552			1191-25-9		[H]OCCCCCC(=O)[O-]	C6H12O3	InChI=1S/C6H12O3/c7-5-3-1-2-4-6(8)9/h7H,1-5H2,(H,8,9)	IWHLYPDWHHPVAA-UHFFFAOYSA-N		CHEBI:195201		
BASm0012553			1191-25-9			C6H11O3		IWHLYPDWHHPVAA-UHFFFAOYSA-M	131.0713678	CHEBI:195201		
BASm0012554	N-acetyl-beta-D-glucosaminyl-(1->4)-1,6-anhydro-N-acetyl-beta-D-muramoyl-L-alanyl-gamma-D-glutamyl-meso-diaminoheptanedioate-D-alanine			Expected Solid		C37H57N7O20		UPFMKPIBAIPLHT-RSJSDIDPSA-L	919.3669344	CHEBI:195208		MMDBc0053298
BASm0012555	N-acetyl-beta-D-glucosaminyl-(1->4)-1,6-anhydro-N-acetyl-beta-D-muramate	N-acetyl-d-glucosamine(anhydrous)n-acetylmuramic acid belongs to the class of Hexoses. These are monosaccharides in which the sugar unit is a hexose. (inferred from compound structure)			CC(=O)N[C@H]1[C@H](O[C@H]2[C@H](O[C@H](C)C(=O)[O-])[C@@H](NC(C)=O)[C@@H]3OC[C@H]2O3)O[C@H](CO)[C@@H](O)[C@@H]1O	C19H30N2O12	InChI=1S/C19H30N2O12/c1-6(17(27)28)30-16-12(21-8(3)24)18-29-5-10(32-18)15(16)33-19-11(20-7(2)23)14(26)13(25)9(4-22)31-19/h6,9-16,18-19,22,25-26H,4-5H2,1-3H3,(H,20,23)(H,21,24)(H,27,28)/t6?,9-,10?,11-,12?,13-,14-,15?,16?,18?,19+/m1/s1	MWWQKONGFKUAEK-AJSMYUJSSA-N	478.1798744	CHEBI:195209		
BASm0012556	N-acetyl-beta-D-glucosaminyl-(1->4)-1,6-anhydro-N-acetyl-beta-D-muramoyl-L-alanyl-gamma-D-glutamyl-meso-diaminoheptanedioate				CC(=O)N[C@H]1[C@H](O[C@H]2[C@H](O[C@H](C)C(=O)N[C@@H](C)C(=O)N[C@H](CCC(=O)N[C@@H](CCC[C@@H]([NH3+])C(=O)[O-])C(=O)[O-])C(=O)[O-])[C@@H](NC(C)=O)[C@@H]3OC[C@H]2O3)O[C@H](CO)[C@@H](O)[C@@H]1O		InChI=1S/C34H54N6O19/c1-12(28(47)40-18(32(53)54)8-9-21(44)39-17(31(51)52)7-5-6-16(35)30(49)50)36-29(48)13(2)56-27-23(38-15(4)43)33-55-11-20(58-33)26(27)59-34-22(37-14(3)42)25(46)24(45)19(10-41)57-34/h12-13,16-20,22-27,33-34,41,45-46H,5-11,35H2,1-4H3,(H,36,48)(H,37,42)(H,38,43)(H,39,44)(H,40,47)(H,49,50)(H,51,52)(H,53,54)/p-2/t12-,13+,16+,17-,18+,19+,20+,22+,23+,24+,25+,26+,27+,33+,34-/m0/s1	DOEJFZOCNOYIFL-SLVNCHPGSA-L		CHEBI:195210		
BASm0012557	N-acetyl-beta-D-glucosaminyl-(1->4)-1,6-anhydro-N-acetyl-beta-D-muramoyl-L-alanyl-gamma-D-glutamyl-meso-diaminoheptanedioyl-D-alanyl-D-alanine				CC(=O)N[C@H]1[C@H](O[C@H]2[C@H](O[C@H](C)C(=O)N[C@@H](C)C(=O)N[C@H](CCC(=O)N[C@@H](CCC[C@@H]([NH3+])C(=O)[O-])C(=O)N[C@H](C)C(=O)N[C@H](C)C(=O)[O-])C(=O)[O-])[C@@H](NC(C)=O)[C@@H]3OC[C@H]2O3)O[C@H](CO)[C@@H](O)[C@@H]1O		InChI=1S/C40H64N8O21/c1-14(32(55)44-16(3)36(59)60)43-35(58)21(9-7-8-20(41)37(61)62)47-25(52)11-10-22(38(63)64)48-33(56)15(2)42-34(57)17(4)66-31-27(46-19(6)51)39-65-13-24(68-39)30(31)69-40-26(45-18(5)50)29(54)28(53)23(12-49)67-40/h14-17,20-24,26-31,39-40,49,53-54H,7-13,41H2,1-6H3,(H,42,57)(H,43,58)(H,44,55)(H,45,50)(H,46,51)(H,47,52)(H,48,56)(H,59,60)(H,61,62)(H,63,64)/p-2/t14-,15+,16-,17-,20-,21+,22-,23-,24-,26-,27-,28-,29-,30-,31-,39-,40+/m1/s1	XHMAKYORQAVSPY-WSLAIONWSA-L		CHEBI:195211		
BASm0012558	glycylglycylglycine	Glycylglycylglycine, also known as GGG or triglycine, belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. A tripeptide in which three glycine units are linked via peptide bonds in a linear sequence. Glycylglycylglycine has been detected, but not quantified, in fruits. This could make glycylglycylglycine a potential biomarker for the consumption of these foods. Glycylglycylglycine is a potentially toxic compound.	556-33-2	Solid	NC\C(O)=N\C\C(O)=N\CC(O)=O	C6H11N3O4	InChI=1S/C6H11N3O4/c7-1-4(10)8-2-5(11)9-3-6(12)13/h1-3,7H2,(H,8,10)(H,9,11)(H,12,13)	XKUKSGPZAADMRA-UHFFFAOYSA-N	189.0749559	CHEBI:195214	HMDB0029419	
BASm0012559	(S)-N-methyltetrahydropapaverine		2688-77-9		COc1ccc(C[C@H]2c3cc(OC)c(OC)cc3CC[NH+]2C)cc1OC	C21H27NO4	InChI=1S/C21H27NO4/c1-22-9-8-15-12-20(25-4)21(26-5)13-16(15)17(22)10-14-6-7-18(23-2)19(11-14)24-3/h6-7,11-13,17H,8-10H2,1-5H3	KGPAYJZAMGEDIQ-UHFFFAOYSA-N		CHEBI:195218		
BASm0012560	(S)-tetrahydropapaverine				COc1ccc(C[C@@H]2[NH2+]CCc3cc(OC)c(OC)cc32)cc1OC	C20H25NO4	InChI=1S/C20H25NO4/c1-22-17-6-5-13(10-18(17)23-2)9-16-15-12-20(25-4)19(24-3)11-14(15)7-8-21-16/h5-6,10-12,16,21H,7-9H2,1-4H3	YXWQTVWJNHKSCC-UHFFFAOYSA-N	343.1783583	CHEBI:195219	HMDB0258902	
BASm0012561	2-hydroxymethyl-3-pentylphenol			Expected Solid	CCCCCC1=C(CO)C(O)=CC=C1	C12H18O2	InChI=1S/C12H18O2/c1-2-3-4-6-10-7-5-8-12(14)11(10)9-13/h5,7-8,13-14H,2-4,6,9H2,1H3	BVZSJLRAINTEAD-UHFFFAOYSA-N	194.1306798	CHEBI:195220		MMDBc0022087
BASm0012562	(8S)-annullatin E			Expected Solid	[H][C@](O)(CCCC)C1=C(CO)C(O)=CC=C1	C12H18O3	InChI=1S/C12H18O3/c1-2-3-6-11(14)9-5-4-7-12(15)10(9)8-13/h4-5,7,11,13-15H,2-3,6,8H2,1H3/t11-/m0/s1	PTXJXZCRKMFHHW-NSHDSACASA-N	210.1255944	CHEBI:195221		MMDBc0009187
BASm0012563	(8S)-annullatin J				CCCC[C@H](O)c1ccc(CC=C(C)C)c(O)c1CO		InChI=1S/C17H26O3/c1-4-5-6-16(19)14-10-9-13(8-7-12(2)3)17(20)15(14)11-18/h7,9-10,16,18-20H,4-6,8,11H2,1-3H3/t16-/m0/s1	QHQGWXJGRUWJLL-INIZCTEOSA-N		CHEBI:195222		
BASm0012564	(2S,9S)-annullatin H				CCCC[C@H](O)c1ccc2c(c1CO)O[C@H](C(C)(C)O)C2		InChI=1S/C17H26O4/c1-4-5-6-14(19)12-8-7-11-9-15(17(2,3)20)21-16(11)13(12)10-18/h7-8,14-15,18-20H,4-6,9-10H2,1-3H3/t14-,15-/m0/s1	RRYGIZGZNVIWNR-GJZGRUSLSA-N		CHEBI:195223		
BASm0012565	(2S,9S)-annullatin D			Expected Solid	CCCC[C@@H]1OC(=O)c2c1ccc1c2O[C@H](C(C)(C)O)C1	C17H22O4	InChI=1S/C17H22O4/c1-4-5-6-12-11-8-7-10-9-13(17(2,3)19)21-15(10)14(11)16(18)20-12/h7-8,12-13,19H,4-6,9H2,1-3H3/t12-,13+/m0/s1	PVNMYTXDEUELFI-QWHCGFSZSA-N	290.1518092	CHEBI:195224		MMDBc0003141
BASm0012566	(2R,9S)-annullatin H				CCCC[C@H](O)c1ccc2c(c1CO)O[C@@H](C(C)(C)O)C2		InChI=1S/C17H26O4/c1-4-5-6-14(19)12-8-7-11-9-15(17(2,3)20)21-16(11)13(12)10-18/h7-8,14-15,18-20H,4-6,9-10H2,1-3H3/t14-,15+/m0/s1	RRYGIZGZNVIWNR-LSDHHAIUSA-N		CHEBI:195225		
BASm0012567	(2R)-annullatin F				CCCCC(=O)c1ccc2c(c1CO)O[C@@H](C(C)(C)O)C2		InChI=1S/C17H24O4/c1-4-5-6-14(19)12-8-7-11-9-15(17(2,3)20)21-16(11)13(12)10-18/h7-8,15,18,20H,4-6,9-10H2,1-3H3/t15-/m1/s1	UFNSFUHAWJHSPD-OAHLLOKOSA-N		CHEBI:195226		
BASm0012568	L-aspartyl-L-methionine	Aspartyl-Methionine is a dipeptide composed of aspartate and methionine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an 'Expected' metabolite.		Solid	CSCC[C@H](NC(=O)[C@@H]([NH3+])CC(=O)[O-])C(=O)[O-]	C9H16N2O5S	InChI=1S/C9H16N2O5S/c1-17-3-2-6(9(15)16)11-8(14)5(10)4-7(12)13/h5-6H,2-4,10H2,1H3,(H,11,14)(H,12,13)(H,15,16)	DYDKXJWQCIVTMR-UHFFFAOYSA-N	264.0779923	CHEBI:195235	HMDB0028759	
BASm0012569	hexadecane-1,16-diol				OCCCCCCCCCCCCCCCCO	C16H34O2	InChI=1S/C16H34O2/c17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18/h17-18H,1-16H2	GJBXIPOYHVMPQJ-UHFFFAOYSA-N	258.2558803	CHEBI:195244		
BASm0012570	hydroxyhexadecanal				O=CCCCCCCCCCCCCCCCO	C16H32O2	InChI=1S/C16H32O2/c17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18/h15,18H,1-14,16H2	NPNZIZYGFQAUKD-UHFFFAOYSA-N		CHEBI:195245		
BASm0012571	N-acyl-1-deoxysphing-14Z-enine				[1*]C(=O)N[C@@H](C)[C@H](O)CCCCCCCCCC/C=C\CCC					CHEBI:195246		
BASm0012572	5-hydroxy-3-methylfuran-2(5H)-one				CC1=CC(O)OC1=O	C5H6O3	InChI=1S/C5H6O3/c1-3-2-4(6)8-5(3)7/h2,4,6H,1H3	HQIZYPQNJWENRT-UHFFFAOYSA-N	114.0316941	CHEBI:195253		
BASm0012573	orobanchol				CC1=C[C@H](O/C=C2/C(=O)O[C@H]3C4=C(CCCC4(C)C)[C@H](O)[C@@H]23)OC1=O	C19H22O6	InChI=1S/C19H22O6/c1-9-7-12(24-17(9)21)23-8-11-13-15(20)10-5-4-6-19(2,3)14(10)16(13)25-18(11)22/h7-8,12-13,15-16,20H,4-6H2,1-3H3	CDBBMEYPRMUMTR-UHFFFAOYSA-N	346.1416384	CHEBI:195254		
BASm0012574	gentamicin X2				C[NH2+][C@@H]1[C@@H](O)[C@@H](O[C@@H]2[C@@H](O)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3[NH3+])[C@@H]([NH3+])C[C@H]2[NH3+])OC[C@]1(C)O	C19H38N4O10	InChI=1S/C19H38N4O10/c1-19(29)5-30-18(13(28)16(19)23-2)33-15-7(21)3-6(20)14(12(15)27)32-17-9(22)11(26)10(25)8(4-24)31-17/h6-18,23-29H,3-5,20-22H2,1-2H3	HFLKNINDVFJPQT-UHFFFAOYSA-N	482.2587934	CHEBI:195255		
BASm0012575	geneticin				C[NH2+][C@@H]1[C@@H](O)[C@@H](O[C@@H]2[C@@H](O)[C@H](O[C@H]3O[C@H](C(C)O)[C@@H](O)[C@H](O)[C@H]3[NH3+])[C@@H]([NH3+])C[C@H]2[NH3+])OC[C@]1(C)O		InChI=1S/C20H40N4O10/c1-6(25)14-11(27)10(26)9(23)18(32-14)33-15-7(21)4-8(22)16(12(15)28)34-19-13(29)17(24-3)20(2,30)5-31-19/h6-19,24-30H,4-5,21-23H2,1-3H3/p+4/t6?,7-,8+,9+,10+,11-,12-,13+,14+,15+,16-,17+,18+,19+,20-/m0/s1	BRZYSWJRSDMWLG-CAXSIQPQSA-R		CHEBI:195256		
BASm0012576	orobanchol ABC-rings	An indenofuran that is (3aS,8bR)-3,3a,4,5,6,7,8,8b-octahydro-2H-indeno[1,2-b]furan substituted by oxo, hydroxymethylidene, hydroxy, methyl, and methyl groups at positions 2, 3, 4, 8, and 8, respectively.			CC1(C)CCCC2=C1[C@@H]1OC(=O)/C(=C/O)[C@@H]1[C@H]2O	C14H18O4	InChI=1S/C14H18O4/c1-14(2)5-3-4-7-10(14)12-9(11(7)16)8(6-15)13(17)18-12/h6,9,11-12,15-16H,3-5H2,1-2H3/b8-6+/t9-,11+,12-/m1/s1	RRADQMRHCHUZBZ-BTRAOZKXSA-N		CHEBI:195257		
BASm0012577	(-)-2'-epi-GR24				CC1=C[C@H](O/C=C2/C(=O)O[C@H]3c4ccccc4C[C@@H]23)OC1=O		InChI=1S/C17H14O5/c1-9-6-14(21-16(9)18)20-8-13-12-7-10-4-2-3-5-11(10)15(12)22-17(13)19/h2-6,8,12,14-15H,7H2,1H3/b13-8+/t12-,14+,15-/m0/s1	XHSDUVBUZOUAOQ-VEEPAONSSA-N		CHEBI:195258		
BASm0012578	(-)-2'-epi-GR24 ABC-rings				O=C1O[C@H]2c3ccccc3C[C@H]2/C1=C\O		InChI=1S/C12H10O3/c13-6-10-9-5-7-3-1-2-4-8(7)11(9)15-12(10)14/h1-4,6,9,11,13H,5H2/b10-6+/t9-,11-/m0/s1	KQZJQEXMNIFYCA-CXZNFISWSA-N		CHEBI:195259		
BASm0012579	N-acetyl-D-glutamate	N-Acetyl-L-glutamic acid or N-Acetylglutamate, belongs to the class of organic compounds known as N-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. N-Acetyl-L-glutamate can also be classified as an alpha amino acid or a derivatized alpha amino acid. Technically, N-Acetyl-L-glutamate is a biologically available N-terminal capped form of the proteinogenic alpha amino acid L-glutamic acid. N-Acetyl-L-glutamic acid is found in all organisms ranging from bacteria to plants to animals. N-acetyl amino acids can be produced either via direct synthesis of specific N-acetyltransferases or via the proteolytic degradation of N-acetylated proteins by specific hydrolases. N-terminal acetylation of proteins is a widespread and highly conserved process in eukaryotes that is involved in protection and stability of proteins (PMID: 16465618).  About 85% of all human proteins and 68% of all yeast proteins are acetylated at their N-terminus (PMID: 21750686). Several proteins from prokaryotes and archaea are also modified by N-terminal acetylation. The majority of eukaryotic N-terminal-acetylation reactions occur through N-acetyltransferase enzymes or NAT’s (PMID: 30054468).  These enzymes consist of three main oligomeric complexes NatA, NatB, and NatC, which are composed of at least a unique catalytic subunit and one unique ribosomal anchor. The substrate specificities of different NAT enzymes are mainly determined by the identities of the first two N-terminal residues of the target protein. The human NatA complex co-translationally acetylates N-termini that bear a small amino acid (A, S, T, C, and occasionally V and G) (PMID: 30054468). NatA also exists in a monomeric state and can post-translationally acetylate acidic N-termini residues (D-, E-). NatB and NatC acetylate N-terminal methionine with further specificity determined by the identity of the second amino acid.  N-acetylated amino acids, such as N-acetylglutamate can be released by an N-acylpeptide hydrolase from peptides generated by proteolytic degradation (PMID: 16465618). In addition to the NAT enzymes and protein-based acetylation, N-acetylation of free glutamic acid can also occur. In particular, N-Acetyl-L-glutamic acid can be biosynthesized from glutamate and acetylornithine by ornithine acetyltransferase, and from glutamic acid and acetyl-CoA by the enzyme known as N-acetylglutamate synthase. N-Acetyl-L-glutamic acid is the first intermediate involved in the biosynthesis of arginine in prokaryotes and simple eukaryotes and a regulator of the urea cycle in vertebrates. In vertebrates, N-acetylglutamic acid is the allosteric activator molecule to mitochondrial carbamyl phosphate synthetase I (CPSI) which is the first enzyme in the urea cycle. It triggers the production of the first urea cycle intermediate, a compound known as carbamyl phosphate. Notably the CPSI enzyme is inactive when N-acetylglutamic acid is not present. A deficiency in N-acetyl glutamate synthase or a genetic mutation in the gene coding for the enzyme will lead to urea cycle failure in which ammonia is not converted to urea, but rather accumulated in the blood leading to the condition called Type I hyperammonemia. Excessive amounts N-acetyl amino acids can be detected in the urine with individuals with aminoacylase I deficiency, a genetic disorder (PMID: 16465618). These include N-acetylalanine (as well as N-acetylserine, N-acetylglutamine, N-acetylglutamate, N-acetylglycine, N-acetylmethionine and smaller amounts of N-acetylthreonine, N-acetylleucine, N-acetylvaline and N-acetylisoleucine. Aminoacylase I is a soluble homodimeric zinc binding enzyme that catalyzes the formation of free aliphatic amino acids from N-acetylated precursors. In humans, Aminoacylase I is encoded by the aminoacylase 1 gene (ACY1) on chromosome 3p21 that consists of 15 exons (OMIM 609924). Individuals with aminoacylase I deficiency will experience convulsions, hearing loss and difficulty feeding (PMID: 16465618). ACY1 can also catalyze the reverse reaction, the synthesis of acetylated amino acids. Many N-acetylamino acids are classified as uremic toxins if present in high abundance in the serum or plasma (PMID: 26317986; PMID: 20613759). Uremic toxins are a diverse group of endogenously produced molecules that, if not properly cleared or eliminated by the kidneys, can cause kidney damage, cardiovascular disease and neurological deficits (PMID: 18287557).		Expected Solid		C7H9NO5		RFMMMVDNIPUKGG-RXMQYKEDSA-L	187.0491696	CHEBI:195260	HMDB0001138	MMDBc0000384
BASm0012580	1-(ergostan-3beta-yl)-L-aspartate				CC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC[C@H]2C3=CC=C4C[C@@H](OC(=O)[C@@H]([NH3+])CC(=O)[O-])CC[C@]4(C)[C@H]3CC[C@]12C		InChI=1S/C32H49NO4/c1-19(2)20(3)7-8-21(4)25-11-12-26-24-10-9-22-17-23(37-30(36)28(33)18-29(34)35)13-15-31(22,5)27(24)14-16-32(25,26)6/h7-10,19-21,23,25-28H,11-18,33H2,1-6H3,(H,34,35)/b8-7+/t20-,21+,23-,25+,26-,27-,28-,31-,32+/m0/s1	DHFWBWIMRDXKBG-QCNWGZANSA-N		CHEBI:195261		
BASm0012581	ipecoside aglycone				C=C[C@H]1[C@H](O)OC=C(C(=O)OC)[C@H]1C[C@@H]1c2cc(O)c(O)cc2CCN1C(C)=O		InChI=1S/C21H25NO7/c1-4-13-15(16(20(26)28-3)10-29-21(13)27)8-17-14-9-19(25)18(24)7-12(14)5-6-22(17)11(2)23/h4,7,9-10,13,15,17,21,24-25,27H,1,5-6,8H2,2-3H3/t13-,15+,17-,21-/m1/s1	FEADSTKHIJOQFA-ZKXXJIQUSA-N		CHEBI:195262		
BASm0012583	N-acetyl-D-aspartate	N-Acetylaspartic acid is a derivative of aspartic acid. It is the second most concentrated molecule in the brain after the amino acid glutamate. It is synthesized in neurons from the amino acid aspartate and acetyl coenzyme A. The various functions served by N-acetylaspartic acid are still under investigation, but the primary proposed functions include:. 1) A neuronal osmolyte that is involved in fluid balance in the brain 2) A source of acetate for lipid and myelin synthesis in oligodendrocytes, the glial cells that myelinate neuronal axons 3) A precursor for the synthesis of the important neuronal dipeptide N-acetylaspartylglutamate 4)N-Acetylaspartic acid may also be involved in energy production from the amino acid glutamate in neuronal mitochondria.	997-55-7	Solid	CC(=O)N[C@H](CC(=O)[O-])C(=O)[O-]	C6H9NO5	InChI=1S/C6H9NO5/c1-3(8)7-4(6(11)12)2-5(9)10/h4H,2H2,1H3,(H,7,8)(H,9,10)(H,11,12)/t4-/m0/s1	OTCCIMWXFLJLIA-BYPYZUCNSA-N		CHEBI:195274	HMDB00812	
BASm0012584	1,5-anhydro-D-erythro-hex-1-en-3-ulose				O=C1C(O)=CO[C@H](CO)[C@H]1O		InChI=1S/C6H8O5/c7-1-4-6(10)5(9)3(8)2-11-4/h2,4,6-8,10H,1H2/t4-,6-/m1/s1	CLDKGBMTBWSEPC-INEUFUBQSA-N		CHEBI:195275		
BASm0012585	4-deoxy-L-erythro-hex-4-enopyranuronate				O=C([O-])C1=C[C@H](O)[C@H](O)C(O)O1		InChI=1S/C6H8O6/c7-2-1-3(5(9)10)12-6(11)4(2)8/h1-2,4,6-8,11H,(H,9,10)/p-1/t2-,4-,6?/m0/s1	IAKKJSVSFCTLRY-CXNXMFLNSA-M		CHEBI:195276		
BASm0012586	4-deoxy-L-threo-hex-4-enopyranuronate				O=C([O-])C1=C[C@H](O)[C@@H](O)C(O)O1		InChI=1S/C6H8O6/c7-2-1-3(5(9)10)12-6(11)4(2)8/h1-2,4,6-8,11H,(H,9,10)/p-1/t2-,4+,6?/m0/s1	IAKKJSVSFCTLRY-BAKTXGBYSA-M		CHEBI:195277		
BASm0012588	1,3,3'-tri-O-methyl-4alpha-mannobiose			Expected Solid	CO[C@H]1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](OC)[C@@H]2O)[C@H](OC)[C@@H]1O	C15H28O11	InChI=1S/C15H28O11/c1-21-12-8(18)6(4-16)24-15(9(12)19)26-11-7(5-17)25-14(23-3)10(20)13(11)22-2/h6-20H,4-5H2,1-3H3/t6-,7-,8-,9+,10+,11-,12+,13-,14+,15+/m1/s1	GJVGVCRJQPOURF-AAYHEAFJSA-N	384.1631617	CHEBI:195279		MMDBc0055136
BASm0012589					CO[C@H]1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@H](OC)[C@@H]2O)[C@H](OC)[C@@H]1O	(C7H12O5)n.C14H26O11				CHEBI:195281		
BASm0012590	(12Z)-10-hydroxyoctadecenoate				CCCCC/C=C\CC(O)CCCCCCCCC(=O)[O-]	C18H34O3	InChI=1S/C18H34O3/c1-2-3-4-5-8-11-14-17(19)15-12-9-6-7-10-13-16-18(20)21/h8,11,17,19H,2-7,9-10,12-16H2,1H3,(H,20,21)/b11-8-	WVYIZGMCLSGZGG-FLIBITNWSA-N	298.250795	CHEBI:195300	HMDB0340913	
BASm0012591	10,13-dihydroxyoctadecanoate	A hydroxy fatty acid anion that is the conjugate base of 10,13-dihydroxyoctadecanoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.			CCCCCC(O)CCC(O)CCCCCCCCC(=O)[O-]	C18H35O4	InChI=1S/C18H36O4/c1-2-3-8-11-16(19)14-15-17(20)12-9-6-4-5-7-10-13-18(21)22/h16-17,19-20H,2-15H2,1H3,(H,21,22)/p-1	NMQSHRONGDFSQZ-UHFFFAOYSA-M		CHEBI:195301		
BASm0012592	(12Z,15Z)-10-hydroxyoctadecadienoate				CC/C=C\C/C=C\CC(O)CCCCCCCCC(=O)[O-]	C18H32O3	InChI=1S/C18H32O3/c1-2-3-4-5-8-11-14-17(19)15-12-9-6-7-10-13-16-18(20)21/h3-4,8,11,17,19H,2,5-7,9-10,12-16H2,1H3,(H,20,21)/b4-3-,11-8-	WPPBDPYWQAWPCV-MLQKXRJWSA-N	296.2351449	CHEBI:195302	HMDB0340918	
BASm0012593	(E)-2,3-didehydroadipoyl-CoA			Expected Solid	CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C/CCC(=O)[O-]	C27H37N7O19P3S	InChI=1S/C27H42N7O19P3S/c1-27(2,22(40)25(41)30-8-7-16(35)29-9-10-57-18(38)6-4-3-5-17(36)37)12-50-56(47,48)53-55(45,46)49-11-15-21(52-54(42,43)44)20(39)26(51-15)34-14-33-19-23(28)31-13-32-24(19)34/h4,6,13-15,20-22,26,39-40H,3,5,7-12H2,1-2H3,(H,29,35)(H,30,41)(H,36,37)(H,45,46)(H,47,48)(H2,28,31,32)(H2,42,43,44)/p-5/t15-,20-,21-,22+,26-/m1/s1	ZFXICKRXPZTFPB-BIEWRJSYSA-I	888.1105221	CHEBI:195329		MMDBc0055284
BASm0012594	11-cis-retinyl ester				*C(=O)OC/C=C(C)/C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C					CHEBI:195358		
BASm0012595	13-cis-retinyl ester				*C(=O)OC/C=C(C)\C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C					CHEBI:195359		
BASm0012596	9-cis-retinyl ester				*C(=O)OC/C=C(C)/C=C/C=C(C)\C=C\C1=C(C)CCCC1(C)C					CHEBI:195360		
BASm0012597	(6R)-10-formyltetrahydrofolate			Expected Solid	[H][C@@](CCC([O-])=O)(NC(=O)C1=CC=C(C=C1)N(C[C@@]1([H])CNC2=C(N1)C([O-])=NC(=N)N2)C=O)C(O)=O	C20H21N7O7	InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)23-11(7-22-16)8-27(9-28)12-3-1-10(2-4-12)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,11,13,23H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,22,25,26,32)/p-2/t11-,13+/m1/s1	AUFGTPPARQZWDO-YPMHNXCESA-L	471.1513432	CHEBI:195366		MMDBc0054072
BASm0012598	(1S)-2-methyl-cyclohexylamine					C7H16N		FEUISMYEFPANSS-MLWJPKLSSA-O	114.1277259	CHEBI:195387		
BASm0012599	(1S)-3-methyl-cyclohexylamine				CC1CCC[C@H]([NH3+])C1		InChI=1S/C7H15N/c1-6-3-2-4-7(8)5-6/h6-7H,2-5,8H2,1H3/p+1/t6?,7-/m0/s1	JYDYHSHPBDZRPU-MLWJPKLSSA-O		CHEBI:195388		
BASm0012600	4-methyl-cyclohexylamine				CC1CCC([NH3+])CC1		InChI=1S/C7H15N/c1-6-2-4-7(8)5-3-6/h6-7H,2-5,8H2,1H3/p+1	KSMVBYPXNKCPAJ-UHFFFAOYSA-O		CHEBI:195389		
BASm0012601	2-methylcyclohexanone	(±)-2-Methylcyclohexanone is a flavouring ingredien	583-60-8		CC1CCCCC1=O	C7H12O	InChI=1S/C7H12O/c1-6-4-2-3-5-7(6)8/h6H,2-5H2,1H3	LFSAPCRASZRSKS-UHFFFAOYSA-N	112.088815	CHEBI:195390	HMDB0031539	
BASm0012602	3-methylcyclohexanone	(R)-3-Methylcyclohexanone is found in fats and oils. (R)-3-Methylcyclohexanone is isolated from oil of Hedeoma pulegioides (American pennyroyal), Mentha species and other oils.	625-96-7	Liquid	CC1CCCC(=O)C1	C7H12O	InChI=1S/C7H12O/c1-6-3-2-4-7(8)5-6/h6H,2-5H2,1H3	UJBOOUHRTQVGRU-UHFFFAOYSA-N	112.088815	CHEBI:195391	HMDB0033667	
BASm0012603	4-methylcyclohexanone	4-Methylcyclohexanone is a flavouring for baked goods and candie	589-92-4		CC1CCC(=O)CC1	C7H12O	InChI=1S/C7H12O/c1-6-2-4-7(8)5-3-6/h6H,2-5H2,1H3	VGVHNLRUAMRIEW-UHFFFAOYSA-N	112.088815	CHEBI:195392	HMDB0031540	
BASm0012604	2-methylcyclopentanone				CC1CCCC1=O	C6H10O	InChI=1S/C6H10O/c1-5-3-2-4-6(5)7/h5H,2-4H2,1H3	ZIXLDMFVRPABBX-UHFFFAOYSA-N	98.07316494	CHEBI:195393		
BASm0012605	2-methylcyclopentanamine				CC1CCCC1[NH3+]		InChI=1S/C6H13N/c1-5-3-2-4-6(5)7/h5-6H,2-4,7H2,1H3/p+1	TYDMZADCGUWTCH-UHFFFAOYSA-O		CHEBI:195395		
BASm0012606	(5S)-hydroperoxy-(6E,8Z,11Z,14Z,17Z)-eicosapentaenoate			Expected Solid	CC/C=C\C/C=C\C/C=C\C/C=C\C=C\[C@H](CCCC(=O)[O-])OO	C20H29O4	InChI=1S/C20H30O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(24-23)17-15-18-20(21)22/h3-4,6-7,9-10,12-14,16,19,23H,2,5,8,11,15,17-18H2,1H3,(H,21,22)/p-1	NKXYOIJDQPQELO-UHFFFAOYSA-M	333.207133	CHEBI:195399		MMDBc0049817
BASm0012607	(5S)-hydroxy-(6E,8Z,11Z,14Z,17Z)-eicosapentaenoate				CC/C=C\C/C=C\C/C=C\C/C=C\C=C\[C@@H](O)CCCC(=O)[O-]		InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h3-4,6-7,9-10,12-14,16,19,21H,2,5,8,11,15,17-18H2,1H3,(H,22,23)/p-1/b4-3-,7-6-,10-9-,13-12-,16-14+/t19-/m1/s1	FTAGQROYQYQRHF-GHWNLOBHSA-M		CHEBI:195400		
BASm0012608	(12S)-hydroxy-(5Z,8Z,10E,14Z,17Z)-eicosapentaenoate				CC/C=C\C/C=C\C[C@H](O)/C=C/C=C\C/C=C\CCCC(=O)[O-]		InChI=1S/C20H30O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h3-4,7-11,13-14,17,19,21H,2,5-6,12,15-16,18H2,1H3,(H,22,23)/p-1/b4-3-,9-7-,11-8-,13-10-,17-14+/t19-/m0/s1	MCRJLMXYVFDXLS-UOLHMMFFSA-M		CHEBI:195401		
BASm0012609	(15S)-hydroxy-(11Z,13E)-eicosadienoate				CCCCC[C@H](O)/C=C/C=C\CCCCCCCCCC(=O)[O-]		InChI=1S/C20H36O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h9,11,14,17,19,21H,2-8,10,12-13,15-16,18H2,1H3,(H,22,23)/p-1/b11-9-,17-14+/t19-/m0/s1	ZTRWPEHMGCHTIT-XMSPSUPSSA-M		CHEBI:195402		
BASm0012610	(17S)-hydroxy-(4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoate		90780-52-2		CC/C=C\C[C@H](O)/C=C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)[O-]	C22H32O3	InChI=1S/C22H32O3/c1-2-3-15-18-21(23)19-16-13-11-9-7-5-4-6-8-10-12-14-17-20-22(24)25/h3,5-8,11-16,19,21,23H,2,4,9-10,17-18,20H2,1H3,(H,24,25)/b7-5+,8-6+,13-11+,14-12+,15-3+,19-16+	SWTYBBUBEPPYCX-NGJSVXFXSA-N		CHEBI:195403		
BASm0012611	3-decanol	3-Decanol (CAS: 1565-81-7), also known as 3-hydroxydecane or 1-ethyl-1-octanol, belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. 3-Decanol is a flavouring ingredient.	138256-81-2		CCCCCCCC(O)CC	C10H22O	InChI=1S/C10H22O/c1-3-5-6-7-8-9-10(11)4-2/h10-11H,3-9H2,1-2H3/t10-/m1/s1	ICEQLCZWZXUUIJ-SNVBAGLBSA-N	158.1670653	CHEBI:195405	HMDB0031408	
BASm0012612	5-dodecanol	A secondary alcohol that is dodecane substituted by a hydroxy group at position 5.			CCCCCCCC(O)CCCC	C12H26O	InChI=1S/C12H26O/c1-3-5-7-8-9-11-12(13)10-6-4-2/h12-13H,3-11H2,1-2H3	AVERNHDYEFYHIV-UHFFFAOYSA-N		CHEBI:195406		
BASm0012613	7-tetradecanol				CCCCCCCC(O)CCCCCC	C14H30O	InChI=1S/C14H30O/c1-3-5-7-9-11-13-14(15)12-10-8-6-4-2/h14-15H,3-13H2,1-2H3	FFAQYGTZIMVBFJ-UHFFFAOYSA-N	214.2296656	CHEBI:195412		
BASm0012614	1,5-dodecanediol	A medium-chain primary fatty alcohol that is dodecane carrying hydroxy groups at positions 1 and 5.			CCCCCCCC(O)CCCCO	C12H26O2	InChI=1S/C12H26O2/c1-2-3-4-5-6-9-12(14)10-7-8-11-13/h12-14H,2-11H2,1H3	CRGUYVKXAVIZEB-UHFFFAOYSA-N		CHEBI:195414		
BASm0012615	1,3-decanediol					C10H22O2		ANWMPOLHSRXCNH-UHFFFAOYNA-N	174.1619799	CHEBI:195415		
BASm0012616	5-hydroxydodecanoate		7779-95-5			C12H23O3		LXNOENXQFNYMGT-UHFFFAOYNA-M	215.1652682	CHEBI:195418		
BASm0012617	7-hydroxytetradecanoate				CCCCCCCC(O)CCCCCC(=O)[O-]	C14H28O3	InChI=1S/C14H28O3/c1-2-3-4-5-7-10-13(15)11-8-6-9-12-14(16)17/h13,15H,2-12H2,1H3,(H,16,17)	LXFWNUZFODRHJO-UHFFFAOYSA-N	244.2038448	CHEBI:195419		
BASm0012618	9-hydroxyhexadecanoate	9-Hydroxyhexadecanoic acid is a hydroxy fatty acid. In humans, fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation.	17833-52-2		CCCCCCCC(O)CCCCCCCC(=O)[O-]	C16H32O3	InChI=1S/C16H32O3/c1-2-3-4-6-9-12-15(17)13-10-7-5-8-11-14-16(18)19/h15,17H,2-14H2,1H3,(H,18,19)	LMLPQXIASCHLIF-UHFFFAOYSA-N	272.2351449	CHEBI:195420	HMDB0112187	
BASm0012619	1,3-dodecanediol	A medium-chain primary fatty alcohol that is dodecane carrying hydroxy groups at positions 1 and 3.			CCCCCCCCCC(O)CCO	C12H26O2	InChI=1S/C12H26O2/c1-2-3-4-5-6-7-8-9-12(14)10-11-13/h12-14H,2-11H2,1H3	GVEPAEOOBURRFW-UHFFFAOYSA-N		CHEBI:195421		
BASm0012620	1,4-dodecanediol	A medium-chain primary fatty alcohol that is dodecane carrying hydroxy groups at positions 1 and 4.			CCCCCCCCC(O)CCCO	C12H26O2	InChI=1S/C12H26O2/c1-2-3-4-5-6-7-9-12(14)10-8-11-13/h12-14H,2-11H2,1H3	HOIZOMIUZHPUHJ-UHFFFAOYSA-N		CHEBI:195422		
BASm0012623	1,7-decanediol	A diol that is decane substituted by hydroxy groups at position 1 and 7.			CCCC(O)CCCCCCO	C10H22O2	InChI=1S/C10H22O2/c1-2-7-10(12)8-5-3-4-6-9-11/h10-12H,2-9H2,1H3	QGNYXNXFYTZJHR-UHFFFAOYSA-N		CHEBI:195438		
BASm0012624	2-aminopropan-1-ol				CC([NH3+])CO	C3H10NO	InChI=1S/C3H9NO/c1-3(4)2-5/h3,5H,2,4H2,1H3/p+1	BKMMTJMQCTUHRP-UHFFFAOYSA-O	76.07623895	CHEBI:195439		
BASm0012625	3-aminobutan-2-ol				CC([NH3+])C(C)O		InChI=1S/C4H11NO/c1-3(5)4(2)6/h3-4,6H,5H2,1-2H3/p+1	FERWBXLFSBWTDE-UHFFFAOYSA-O		CHEBI:195440		
BASm0012626	3-aminobutan-1-ol		61477-40-5		CC([NH3+])CCO	C4H11NO	InChI=1S/C4H11NO/c1-4(5)2-3-6/h4,6H,2-3,5H2,1H3	AGMZSYQMSHMXLT-UHFFFAOYSA-N		CHEBI:195441		
BASm0012627	(2S)-2-aminobutan-1-ol		5856-63-3		CC[C@H]([NH3+])CO	C4H11NO	InChI=1S/C4H11NO/c1-2-4(5)3-6/h4,6H,2-3,5H2,1H3	JCBPETKZIGVZRE-UHFFFAOYSA-N		CHEBI:195442		
BASm0012628	2-aminopentan-1-ol				CCCC([NH3+])CO		InChI=1S/C5H13NO/c1-2-3-5(6)4-7/h5,7H,2-4,6H2,1H3/p+1	ULAXUFGARZZKTK-UHFFFAOYSA-O		CHEBI:195443		
BASm0012629	1,6-dodecanediol	A medium-chain primary fatty alcohol that is dodecane carrying hydroxy groups at positions 1 and 6.			CCCCCCC(O)CCCCCO	C12H26O2	InChI=1S/C12H26O2/c1-2-3-4-6-9-12(14)10-7-5-8-11-13/h12-14H,2-11H2,1H3	PWFJZHKVDZWYHG-UHFFFAOYSA-N		CHEBI:195445		
BASm0012630	1,9-dodecanediol	A medium-chain primary fatty alcohol that is dodecane carrying hydroxy groups at positions 1 and 9.			CCCC(O)CCCCCCCCO	C12H26O2	InChI=1S/C12H26O2/c1-2-9-12(14)10-7-5-3-4-6-8-11-13/h12-14H,2-11H2,1H3	PKBPBCBNUCWCBN-UHFFFAOYSA-N		CHEBI:195446		
BASm0012631	1,10-dodecanediol	A medium-chain primary fatty alcohol that is dodecane carrying hydroxy groups at positions 1 and 10.			CCC(O)CCCCCCCCCO	C12H26O2	InChI=1S/C12H26O2/c1-2-12(14)10-8-6-4-3-5-7-9-11-13/h12-14H,2-11H2,1H3	BWELVAFPJUDDFX-UHFFFAOYSA-N		CHEBI:195447		
BASm0012632	(S)-isoleucinol				CC[C@H](C)[C@H]([NH3+])CO		InChI=1S/C6H15NO/c1-3-5(2)6(7)4-8/h5-6,8H,3-4,7H2,1-2H3/p+1/t5-,6+/m0/s1	VTQHAQXFSHDMHT-NTSWFWBYSA-O		CHEBI:195448		
BASm0012633	(3S)-1-hydroxy-3-methylpentan-2-one				CC[C@H](C)C(=O)CO		InChI=1S/C6H12O2/c1-3-5(2)6(8)4-7/h5,7H,3-4H2,1-2H3/t5-/m0/s1	FBLPDPUHAXQBLV-YFKPBYRVSA-N		CHEBI:195449		
BASm0012634	(S)-methioninol				CSCC[C@H]([NH3+])CO		InChI=1S/C5H13NOS/c1-8-3-2-5(6)4-7/h5,7H,2-4,6H2,1H3/p+1/t5-/m0/s1	MIQJGZAEWQQAPN-YFKPBYRVSA-O		CHEBI:195450		
BASm0012635	1-hydroxy-4-(methythio)butan-2-one					C5H10O2S		HFABMVXGFGEPKQ-UHFFFAOYSA-N	134.0401507	CHEBI:195451		
BASm0012636	hexylamine	Hexylamine is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]")	111-26-2	Liquid	CCCCCC[NH3+]	C6H16N	InChI=1S/C6H15N/c1-2-3-4-5-6-7/h2-7H2,1H3/p+1	BMVXCPBXGZKUPN-UHFFFAOYSA-O	102.1277259	CHEBI:195452	HMDB0032323	
BASm0012637	octylamine		111-86-4			C8H20N		IOQPZZOEVPZRBK-UHFFFAOYSA-O	130.1590261	CHEBI:195453		
BASm0012638	(S)-sec-butylamine	sec-Butylamine is an organic chemical compound, specifically a secondary amine, with the formula CH3CH2CH(NH2)CH3. sec-Butylamine belongs to the class of organic compounds known as monoalkylamines. Together with n-butylamine, tert-butylamine, and isobutylamine, sec-butylamine is one of the isomeric amines of butane. The amine function on position two makes sec-butylamine a chiral compound and therefore exists as two enantiomers. sec-Butylamine is a weak basic compound (based on its pKa). It is a colorless to yellow clear liquid, with a strong fishy-ammonia odor. Sec-Butylamine has been used to control fungal infection in crops (PMID: 5464092) and is also industrially used in the production of some pesticides. sec-Butylamine is also an amine that has been detected in cannabis plants (PMID: 6991645).	13250-12-9	1		C4H12N		BHRZNVHARXXAHW-BYPYZUCNSA-O	74.09642581	CHEBI:195454		
BASm0012639	(R)-sec-butylamine	sec-Butylamine is an organic chemical compound, specifically a secondary amine, with the formula CH3CH2CH(NH2)CH3. sec-Butylamine belongs to the class of organic compounds known as monoalkylamines. Together with n-butylamine, tert-butylamine, and isobutylamine, sec-butylamine is one of the isomeric amines of butane. The amine function on position two makes sec-butylamine a chiral compound and therefore exists as two enantiomers. sec-Butylamine is a weak basic compound (based on its pKa). It is a colorless to yellow clear liquid, with a strong fishy-ammonia odor. Sec-Butylamine has been used to control fungal infection in crops (PMID: 5464092) and is also industrially used in the production of some pesticides. sec-Butylamine is also an amine that has been detected in cannabis plants (PMID: 6991645).	13250-12-9	1		C4H12N		BHRZNVHARXXAHW-SCSAIBSYSA-O	74.09642581	CHEBI:195455		
BASm0012640	2-aminopentane				CCCC(C)[NH3+]		InChI=1S/C5H13N/c1-3-4-5(2)6/h5H,3-4,6H2,1-2H3/p+1	IGEIPFLJVCPEKU-UHFFFAOYSA-O		CHEBI:195456		
BASm0012641	3-aminopentane				CCC([NH3+])CC		InChI=1S/C5H13N/c1-3-5(6)4-2/h5H,3-4,6H2,1-2H3/p+1	PQPFFKCJENSZKL-UHFFFAOYSA-O		CHEBI:195457		
BASm0012642	butylamine	1-Butylamine, also known as 1-aminobutan or N-C4H9NH2, belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group. Butylamine is a colourless liquid which acquires a yellow colour upon storage in air. 1-Butylamine is an ammonia and fishy tasting compound. 1-Butylamine has been detected, but not quantified, in several different foods, such as cocoa and cocoa products, brassicas, fishes, garden tomato, and milk and milk products. This could make 1-butylamine a potential biomarker for the consumption of these foods. It is one of the four isomeric amines of butane. It is known to have the fishy, ammonia-like odor common to amines. Found in mulberry leaves, kale, swede, tomato, wheat bread, cheeses, caviar, raw fatty fish, cooked chicken or beef, beer, cocoa, and other foodstuffs.	109-73-9	Liquid	CCCC[NH3+]	C4H11N	InChI=1S/C4H11N/c1-2-3-4-5/h2-5H2,1H3	HQABUPZFAYXKJW-UHFFFAOYSA-N	73.08914936	CHEBI:195458	HMDB0031321	
BASm0012643	2-hexyl-5-pentylresorcinol			Expected Solid	CCCCCCc1c(O)cc(CCCCC)cc1O	C17H28O2	InChI=1S/C17H28O2/c1-3-5-7-9-11-15-16(18)12-14(13-17(15)19)10-8-6-4-2/h12-13,18-19H,3-11H2,1-2H3	GAZJVWPMPITOLB-UHFFFAOYSA-N	264.2089301	CHEBI:195466		MMDBc0001167
BASm0012644	2-hexyl-5-(5-hydroxypentyl)resorcinol				CCCCCCc1c(O)cc(CCCCCO)cc1O		InChI=1S/C17H28O3/c1-2-3-4-7-10-15-16(19)12-14(13-17(15)20)9-6-5-8-11-18/h12-13,18-20H,2-11H2,1H3	YMIICUFIBSCUQA-UHFFFAOYSA-N		CHEBI:195467		
BASm0012645	2-hexyl-5-heptylresorcinol				CCCCCCCc1cc(O)c(CCCCCC)c(O)c1	C19H32O2	InChI=1S/C19H32O2/c1-3-5-7-9-10-12-16-14-18(20)17(19(21)15-16)13-11-8-6-4-2/h14-15,20-21H,3-13H2,1-2H3	KLAVUSHQLJDZCS-UHFFFAOYSA-N	292.2402303	CHEBI:195468		
BASm0012646	2-hexyl-5-(7-hydroxyheptyl)resorcinol				CCCCCCc1c(O)cc(CCCCCCCO)cc1O		InChI=1S/C19H32O3/c1-2-3-4-9-12-17-18(21)14-16(15-19(17)22)11-8-6-5-7-10-13-20/h14-15,20-22H,2-13H2,1H3	PSNHHFAYKAKYQW-UHFFFAOYSA-N		CHEBI:195469		
BASm0012647	5-hydroxypentan-2-one				CC(=O)CCCO	C5H10O2	InChI=1S/C5H10O2/c1-5(7)3-2-4-6/h6H,2-4H2,1H3	JSHPTIGHEWEXRW-UHFFFAOYSA-N	102.0680796	CHEBI:195472	HMDB0245797	
BASm0012648	5-hydroxypentan-2-amine				CC([NH3+])CCCO		InChI=1S/C5H13NO/c1-5(6)3-2-4-7/h5,7H,2-4,6H2,1H3/p+1	JAXJUENAJXWFBX-UHFFFAOYSA-O		CHEBI:195473		
BASm0012649	2-hydroxy-1-phenylethan-1-amine				[NH3+]C(CO)c1ccccc1		InChI=1S/C8H11NO/c9-8(6-10)7-4-2-1-3-5-7/h1-5,8,10H,6,9H2/p+1	IJXJGQCXFSSHNL-UHFFFAOYSA-O		CHEBI:195474		
BASm0012650	hexan-2-amine	A primary aliphatic ammonium ion that is the conjugate acid of 2-hexanamine resulting from the protonation of the amino group; Major species at pH 7.3.			CCCCC(C)[NH3+]	C6H16N	InChI=1S/C6H15N/c1-3-4-5-6(2)7/h6H,3-5,7H2,1-2H3/p+1	WGBBUURBHXLGFM-UHFFFAOYSA-O		CHEBI:195475		
BASm0012651	3-aminohexane				CCCC([NH3+])CC		InChI=1S/C6H15N/c1-3-5-6(7)4-2/h6H,3-5,7H2,1-2H3/p+1	HQLZFBUAULNEGP-UHFFFAOYSA-O		CHEBI:195479		
BASm0012652	3-methyl-2-aminobutane				CC(C)C(C)[NH3+]		InChI=1S/C5H13N/c1-4(2)5(3)6/h4-5H,6H2,1-3H3/p+1	JOZZAIIGWFLONA-UHFFFAOYSA-O		CHEBI:195480		
BASm0012653	N-methyl-2-methylpropanamine				C[NH2+]CC(C)C	C5H13N	InChI=1S/C5H13N/c1-5(2)4-6-3/h5-6H,4H2,1-3H3	QKYWADPCTHTJHQ-UHFFFAOYSA-N	87.10479942	CHEBI:195481		
BASm0012654	2-methylbutanamine	2-Methylbutylamine is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]")	96-15-1		CCC(C)C[NH3+]	C5H13N	InChI=1S/C5H13N/c1-3-5(2)4-6/h5H,3-4,6H2,1-2H3	VJROPLWGFCORRM-UHFFFAOYSA-N	87.10479942	CHEBI:195482	HMDB0032392	
BASm0012655	1-(9Z-octadecenoyl)-2-(7Z,10Z,13Z,16Z,19Z-docosapentaenoyl)-sn-glycero-3-phospho-1D-myo-inositol				CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCC(=O)O[C@H](COC(=O)CCCCCCC/C=C\CCCCCCCC)COP(=O)([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O		InChI=1S/C49H83O13P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-43(51)61-41(40-60-63(57,58)62-49-47(55)45(53)44(52)46(54)48(49)56)39-59-42(50)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h5,7,11,13,17-19,21-23,26,28,41,44-49,52-56H,3-4,6,8-10,12,14-16,20,24-25,27,29-40H2,1-2H3,(H,57,58)/p-1/b7-5-,13-11-,19-17-,22-21-,23-18-,28-26-/t41-,44-,45-,46+,47-,48-,49-/m1/s1	CVDYOYNJWLXMAW-CZVDDYSZSA-M		CHEBI:195484		
BASm0012656	1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho-1D-myo-inositol				CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O)OC(=O)CCCCCCC/C=C\CCCCCCCC	C45H83O13P	InChI=1S/C45H83O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(46)55-35-37(36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52)57-39(47)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,37,40-45,48-52H,3-16,21-36H2,1-2H3,(H,53,54)/b19-17+,20-18+/t37-,40?,41-,42?,43?,44?,45-/m1/s1	LALGUHSIWLNTNW-ABRTXILHSA-N		CHEBI:195485		
BASm0012657	2-(7Z,10Z,13Z,16Z,19Z-docosapentaenoyl)-sn-glycero-3-phospho-1D-myo-inositol					C31H50O12P		ZWBQFBXCLSLPPE-NLPGLUKWSA-M	645.3045376	CHEBI:195486		
BASm0012658	2-(9Z-octadecenoyl)-sn-glycero-3-phospho-1D-myo-inositol	Lyso-PI(0:0/18:1(9Z)) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PI(0:0/18:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylinositol is an endogenous lysophospholipid and endocannabinoid neurotransmitter.		Solid		C27H50O12P		ILUXUYQKWSBQGI-FRWBGTIISA-M	597.3045376	CHEBI:195487		MMDBc0045162
BASm0012659	1-(9Z-octadecenoyl)-2-(8Z,11Z,14Z-eicosatrienoyl)-sn-glycero-3-phospho-1D-myo-inositol					C47H82O13P		WTRAJKINRRDLTR-QHWJKRFQSA-M	885.5498533	CHEBI:195488		
BASm0012660	2-(8Z,11Z,14Z-eicosatrienoyl)-sn-glycero-3-phospho-1D-myo-inositol				CCCCC/C=C\C/C=C\C/C=C\CCCCCCC(=O)O[C@H](CO)COP(=O)([O-])O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O		InChI=1S/C29H51O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(31)40-22(20-30)21-39-42(37,38)41-29-27(35)25(33)24(32)26(34)28(29)36/h6-7,9-10,12-13,22,24-30,32-36H,2-5,8,11,14-21H2,1H3,(H,37,38)/p-1/b7-6-,10-9-,13-12-/t22-,24-,25-,26+,27-,28-,29-/m1/s1	NXMTUWJGAHZQDK-XPKIYXIUSA-M		CHEBI:195489		
BASm0012661	10-hydroxy-pre-flavunoidine				CC1CCC2C3(C)OC4(C)CC(O)C12CC4C3[NH2+]CCCCC[NH+](C)C		InChI=1S/C22H40N2O2/c1-15-9-10-17-21(3)19(23-11-7-6-8-12-24(4)5)16-13-22(15,17)18(25)14-20(16,2)26-21/h15-19,23,25H,6-14H2,1-5H3/p+2	WOPTWQVXPWEBSB-UHFFFAOYSA-P		CHEBI:195495		
BASm0012662	(2S)-2-amino-3-methylbutan-1-ol				CC(C)[C@H]([NH3+])CO		InChI=1S/C5H13NO/c1-4(2)5(6)3-7/h4-5,7H,3,6H2,1-2H3/p+1/t5-/m1/s1	NWYYWIJOWOLJNR-RXMQYKEDSA-O		CHEBI:195496		
BASm0012663	1-hydroxy-3-methylbutan-2-one	A primary alpha-hydroxy ketone that is 3-methylbutane-1,2-diol in which the hydroxy group at position 2 has been formally oxidised to give the corresponding ketone.			CC(C)C(=O)CO	C5H10O2	InChI=1S/C5H10O2/c1-4(2)5(7)3-6/h4,6H,3H2,1-2H3	NBEGXSQMVJTIAR-UHFFFAOYSA-N		CHEBI:195497		
BASm0012664	(S)-leucinol				CC(C)C[C@H]([NH3+])CO		InChI=1S/C6H15NO/c1-5(2)3-6(7)4-8/h5-6,8H,3-4,7H2,1-2H3/p+1/t6-/m0/s1	VPSSPAXIFBTOHY-LURJTMIESA-O		CHEBI:195498		
BASm0012665	1-hydroxy-4-methylpentan-2-one		68113-55-3		CC(C)CC(=O)CO	C6H12O2	InChI=1S/C6H12O2/c1-5(2)3-6(8)4-7/h5,7H,3-4H2,1-2H3	ARVGGOVEVYSUPQ-UHFFFAOYSA-N		CHEBI:195499		
BASm0012666	2-aminocyclohexanol				[NH3+]C1CCCCC1O		InChI=1S/C6H13NO/c7-5-3-1-2-4-6(5)8/h5-6,8H,1-4,7H2/p+1	PQMCFTMVQORYJC-UHFFFAOYSA-O		CHEBI:195500		
BASm0012667	(2R)-heptan-2-amine				CCCCC[C@@H](C)[NH3+]		InChI=1S/C7H17N/c1-3-4-5-6-7(2)8/h7H,3-6,8H2,1-2H3/p+1/t7-/m1/s1	VSRBKQFNFZQRBM-SSDOTTSWSA-O		CHEBI:195503		
BASm0012668	(2S)-heptan-2-amine				CCCCC[C@H](C)[NH3+]		InChI=1S/C7H17N/c1-3-4-5-6-7(2)8/h7H,3-6,8H2,1-2H3/p+1/t7-/m0/s1	VSRBKQFNFZQRBM-ZETCQYMHSA-O		CHEBI:195504		
BASm0012669	4-hydroxyhexan-3-amine				CCC([NH3+])C(O)CC		InChI=1S/C6H15NO/c1-3-5(7)6(8)4-2/h5-6,8H,3-4,7H2,1-2H3/p+1	IOYVGJNAPMXLLT-UHFFFAOYSA-O		CHEBI:195505		
BASm0012670	5-hydroxyoctan-4-amine					C8H20NO		CTDFCRIOSLTKFQ-UHFFFAOYNA-O	146.1539407	CHEBI:195506		
BASm0012671	4-phenylbutan-2-one	4-phenylbutan-2-one is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 4-phenylbut-3-en-2-one. It is generated by abkar1 enzyme via a reduction-of-alpha-beta-unsaturated-compounds-pattern1 reaction. This reduction-of-alpha-beta-unsaturated-compounds-pattern1 occurs in humans.			CC(=O)CCC1=CC=CC=C1	C10H12O	InChI=1S/C10H12O/c1-9(11)7-8-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3	AKGGYBADQZYZPD-UHFFFAOYSA-N	148.088815	CHEBI:195507	HMDB0133746	
BASm0012672	4-phenylbutan-2-amine					C10H16N		WECUIGDEWBNQJJ-UHFFFAOYNA-O	150.1277259	CHEBI:195508		
BASm0012673	3,5-dimethylcyclohexanone	A member of the class of cyclohexanones that is cyclohexanone substituted by methyl groups at positions 3 and 5.				C8H14O		MSANHHHQJYQEOK-UHFFFAOYNA-N	126.1044651	CHEBI:195509		
BASm0012674	3,5-dimethylcyclohexanamine				CC1CC(C)CC([NH3+])C1		InChI=1S/C8H17N/c1-6-3-7(2)5-8(9)4-6/h6-8H,3-5,9H2,1-2H3/p+1	AUVPFHDQSZJPSZ-UHFFFAOYSA-O		CHEBI:195510		
BASm0012675	cyclopentylamine				[NH3+]C1CCCC1	C5H11N	InChI=1S/C5H11N/c6-5-3-1-2-4-5/h5H,1-4,6H2	NISGSNTVMOOSJQ-UHFFFAOYSA-N	85.08914936	CHEBI:195511	HMDB0250671	
BASm0012676	3-methylcyclopentanone				CC1CCC(=O)C1		InChI=1S/C6H10O/c1-5-2-3-6(7)4-5/h5H,2-4H2,1H3	AOKRXIIIYJGNNU-UHFFFAOYSA-N		CHEBI:195512		
BASm0012677	3-methylcyclopentanamine				CC1CCC([NH3+])C1		InChI=1S/C6H13N/c1-5-2-3-6(7)4-5/h5-6H,2-4,7H2,1H3/p+1	LGSSDLSVHUCRFI-UHFFFAOYSA-O		CHEBI:195513		
BASm0012678	1-cyclohexylethanone	A methyl ketone that is cyclohexane substituted by an acetyl group at position 1.			CC(=O)C1CCCCC1	C8H14O	InChI=1S/C8H14O/c1-7(9)8-5-3-2-4-6-8/h8H,2-6H2,1H3	RIFKADJTWUGDOV-UHFFFAOYSA-N		CHEBI:195514		
BASm0012679	1-cyclohexylethanamine				CC([NH3+])C1CCCCC1		InChI=1S/C8H17N/c1-7(9)8-5-3-2-4-6-8/h7-8H,2-6,9H2,1H3/p+1	XBWOPGDJMAJJDG-UHFFFAOYSA-O		CHEBI:195515		
BASm0012680	pentylamine	Pentylamine, or CH3(CH2)4NH2, also known as amylanine, 1-pentylamine or 1-aminopentane, is a member of the class of compounds known as monoalkylamines. Monoalkylamines are organic compounds containing a primary aliphatic amine group. Pentylamine is a strong basic compound that is soluble in water. Pentylamine is an ammoniacal and fishy taste and can be found in a number of food items such as yellow bell pepper, apple, pepper (Capsicum annuum), and cabbage, which makes pentylamine a potential biomarker for the consumption of these food products. It is used as a solvent, as a raw material in the manufacture of a variety of other compounds, including dyes, emulsifiers, and pharmaceutical products, and as a flavoring agent. Pentylamine is also found in Cannabis plants (PMID: 6991645).	110-58-7	1	CCCCC[NH3+]	C5H13N	InChI=1S/C5H13N/c1-2-3-4-5-6/h2-6H2,1H3	DPBLXKKOBLCELK-UHFFFAOYSA-N	87.1048	CHEBI:195516		
BASm0012681	5-S-cysteinyldopa		19641-92-0		[NH3+][C@@H](CSc1cc(C[C@H]([NH3+])C(=O)[O-])cc(O)c1O)C(=O)[O-]	C12H16N2O6S	InChI=1S/C12H16N2O6S/c13-6(11(17)18)1-5-2-8(15)10(16)9(3-5)21-4-7(14)12(19)20/h2-3,6-7,15-16H,1,4,13-14H2,(H,17,18)(H,19,20)/t6-,7-/m0/s1	SXISMOAILJWTID-BQBZGAKWSA-N	316.0729074	CHEBI:195517		
BASm0012682	5-S-cysteinyldopaquinone			Expected Solid	[NH3+][C@@H](CSC1=CC(C[C@H]([NH3+])C(=O)[O-])=CC(=O)C1=O)C(=O)[O-]	C12H14N2O6S	InChI=1S/C12H14N2O6S/c13-6(11(17)18)1-5-2-8(15)10(16)9(3-5)21-4-7(14)12(19)20/h2-3,6-7H,1,4,13-14H2,(H,17,18)(H,19,20)/t6-,7+/m1/s1	HOKJXHGZPDVBLS-RQJHMYQMSA-N	314.0572574	CHEBI:195518		MMDBc0048303
BASm0012683	isochorismoyl-L-glutamate				C=C(O[C@H]1C=CC=C(C(=O)[O-])[C@@H]1O)C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-]		InChI=1S/C15H17NO9/c1-7(13(20)16-9(15(23)24)5-6-11(17)18)25-10-4-2-3-8(12(10)19)14(21)22/h2-4,9-10,12,19H,1,5-6H2,(H,16,20)(H,17,18)(H,21,22)(H,23,24)/p-3/t9-,10-,12-/m0/s1	SYHKPNAMUNWTOX-NHCYSSNCSA-K		CHEBI:195519		
BASm0012684	N-pyruvoyl-L-glutamate				CC(=O)C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-]		InChI=1S/C8H11NO6/c1-4(10)7(13)9-5(8(14)15)2-3-6(11)12/h5H,2-3H2,1H3,(H,9,13)(H,11,12)(H,14,15)/p-2/t5-/m0/s1	JHLSCKRPFIRSSX-YFKPBYRVSA-L		CHEBI:195520		
BASm0012685	(R)-mevaldate				C[C@@](O)(CC=O)CC(=O)[O-]	C6H10O4	InChI=1S/C6H10O4/c1-6(10,2-3-7)4-5(8)9/h3,10H,2,4H2,1H3,(H,8,9)	CWCYSIIDJAVQSK-UHFFFAOYSA-N	146.0579088	CHEBI:195523	HMDB0155922	
BASm0012686	(4S)-4-hydroxy-L-arginine				NC(=[NH2+])NC[C@@H](O)C[C@H]([NH3+])C(=O)[O-]		InChI=1S/C6H14N4O3/c7-4(5(12)13)1-3(11)2-10-6(8)9/h3-4,11H,1-2,7H2,(H,12,13)(H4,8,9,10)/p+1/t3-,4-/m0/s1	OPCBKDJCJYBGTQ-IMJSIDKUSA-O		CHEBI:195526		
BASm0012687	2,6,9-trimethyl-13-oxatetracyclo[6.3.1.1(6,9).0(1,5)]tridecane carbocation				CC1CCC2C3(C)[CH+]C4CC12CCC4(C)O3		InChI=1S/C15H23O/c1-10-4-5-12-14(3)8-11-9-15(10,12)7-6-13(11,2)16-14/h8,10-12H,4-7,9H2,1-3H3/q+1	PJUXPHVUUBDVMM-UHFFFAOYSA-N		CHEBI:195527		
BASm0012688	1D-myo-inositol 1,2,3,6-tetrakisphosphate			Expected Solid	O=P([O-])([O-])O[C@@H]1[C@H](OP(=O)([O-])[O-])[C@H](OP(=O)([O-])[O-])[C@@H](O)[C@H](O)[C@H]1OP(=O)([O-])[O-]	C6H8O18P4	InChI=1S/C6H16O18P4/c7-1-2(8)4(22-26(12,13)14)6(24-28(18,19)20)5(23-27(15,16)17)3(1)21-25(9,10)11/h1-8H,(H2,9,10,11)(H2,12,13,14)(H2,15,16,17)(H2,18,19,20)/p-8/t1-,2-,3-,4+,5-,6-/m0/s1	MRVYFOANPDTYBY-CNWJWELYSA-F	491.8705	CHEBI:195534		MMDBc0055193
BASm0012689	1D-myo-inositol 1,2,5,6-tetrakisphosphate			Expected Solid	O=P([O-])([O-])O[C@H]1[C@H](OP(=O)([O-])[O-])[C@@H](OP(=O)([O-])[O-])[C@H](O)[C@@H](O)[C@H]1OP(=O)([O-])[O-]	C6H8O18P4	InChI=1S/C6H16O18P4/c7-1-2(8)4(22-26(12,13)14)6(24-28(18,19)20)5(23-27(15,16)17)3(1)21-25(9,10)11/h1-8H,(H2,9,10,11)(H2,12,13,14)(H2,15,16,17)(H2,18,19,20)/p-8/t1-,2-,3-,4+,5-,6-/m0/s1	MRVYFOANPDTYBY-CNWJWELYSA-F	491.8705	CHEBI:195535		MMDBc0055193
BASm0012690	1D-myo-inositol 1,2,3-trisphosphate					C6H9O15P3		GKDKOMAJZATYAY-QWBQGLJISA-H	413.9187221	CHEBI:195536		
BASm0012691	1D-myo-inositol 1,2,6-trisphosphate					C6H9O15P3		GKDKOMAJZATYAY-UOTPTPDRSA-H	413.9187221	CHEBI:195537		
BASm0012692	1D-myo-inositol 2,3-bisphosphate	D-myo-Inositol 3,4-bisphosphate, also known as inositol 3,4-bisphosphoric acid or ins(3,4)P2, belongs to the class of organic compounds known as inositol phosphates. Inositol phosphates are compounds containing a phosphate group attached to an inositol (or cyclohexanehexol) moiety. D-myo-Inositol 3,4-bisphosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). D-myo-Inositol 3,4-bisphosphate exists in all eukaryotes, ranging from yeast to humans. D-myo-Inositol 3,4-bisphosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.	69256-53-7	1	O=P([O-])([O-])O[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C6H14O12P2	InChI=1S/C6H14O12P2/c7-1-2(8)4(10)6(18-20(14,15)16)5(3(1)9)17-19(11,12)13/h1-10H,(H2,11,12,13)(H2,14,15,16)/t1-,2-,3-,4+,5-,6-/m0/s1	MCKAJXMRULSUKI-CNWJWELYSA-N	339.996	CHEBI:195538		
BASm0012693	1D-myo-inositol 1,2-bisphosphate	D-myo-Inositol 3,4-bisphosphate, also known as inositol 3,4-bisphosphoric acid or ins(3,4)P2, belongs to the class of organic compounds known as inositol phosphates. Inositol phosphates are compounds containing a phosphate group attached to an inositol (or cyclohexanehexol) moiety. D-myo-Inositol 3,4-bisphosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). D-myo-Inositol 3,4-bisphosphate exists in all eukaryotes, ranging from yeast to humans. D-myo-Inositol 3,4-bisphosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.	69256-53-7	1	O=P([O-])([O-])O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1OP(=O)([O-])[O-]	C6H14O12P2	InChI=1S/C6H14O12P2/c7-1-2(8)4(10)6(18-20(14,15)16)5(3(1)9)17-19(11,12)13/h1-10H,(H2,11,12,13)(H2,14,15,16)/t1-,2-,3-,4+,5-,6-/m0/s1	MCKAJXMRULSUKI-CNWJWELYSA-N	339.996	CHEBI:195539		
BASm0012694	1D-myo-inositol 4,5-bisphosphate	D-myo-Inositol 3,4-bisphosphate, also known as inositol 3,4-bisphosphoric acid or ins(3,4)P2, belongs to the class of organic compounds known as inositol phosphates. Inositol phosphates are compounds containing a phosphate group attached to an inositol (or cyclohexanehexol) moiety. D-myo-Inositol 3,4-bisphosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). D-myo-Inositol 3,4-bisphosphate exists in all eukaryotes, ranging from yeast to humans. D-myo-Inositol 3,4-bisphosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.	69256-53-7	1	O=P([O-])([O-])O[C@@H]1[C@@H](O)[C@H](O)[C@H](O)[C@H](O)[C@H]1OP(=O)([O-])[O-]	C6H14O12P2	InChI=1S/C6H14O12P2/c7-1-2(8)4(10)6(18-20(14,15)16)5(3(1)9)17-19(11,12)13/h1-10H,(H2,11,12,13)(H2,14,15,16)/t1-,2-,3-,4+,5-,6-/m0/s1	MCKAJXMRULSUKI-CNWJWELYSA-N	339.996	CHEBI:195540		
BASm0012695	biocytin	Biocytin is a naturally occurring low molecular weight analog of biotin, and a primary source of this essential metabolite for mammals. Biotinidase acts as a hydrolase by cleaving biocytin and biotinyl-peptides, thereby liberating biotin for reutilization. Mammals cannot synthesize biotin and, therefore, derive the vitamin from dietary sources or from the endogenous turnover of the carboxylases. Free biotin can readily enter the biotin pool, whereas holocarboxylases or other biotin-containing proteins must first be degraded proteolytically to biocytin (biotinyl-e-lysine) or biotinyl-peptides. Biocytin is also an especially versatile marker for neuroanatomical investigations, shown that may have multiple applications, especially for labeling neurons. (PMID:8930409, 1384763, 2479450).	576-19-2	Solid	[NH3+][C@@H](CCCCNC(=O)CCCC[C@@H]1SC[C@@H]2NC(=O)N[C@@H]21)C(=O)[O-]	C16H28N4O4S	InChI=1S/C16H28N4O4S/c17-10(15(22)23)5-3-4-8-18-13(21)7-2-1-6-12-14-11(9-25-12)19-16(24)20-14/h10-12,14H,1-9,17H2,(H,18,21)(H,22,23)(H2,19,20,24)/t10-,11-,12-,14-/m0/s1	BAQMYDQNMFBZNA-MNXVOIDGSA-N	372.1831261	CHEBI:195545	HMDB0003134	
BASm0012696	N-acetyl-1-seleno-beta-D-glucosamine				CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1[Se-]		InChI=1S/C8H15NO5Se/c1-3(11)9-5-7(13)6(12)4(2-10)14-8(5)15/h4-8,10,12-13,15H,2H2,1H3,(H,9,11)/p-1/t4-,5-,6-,7-,8+/m1/s1	VFPDTXQTLXFSOX-PVFLNQBWSA-M		CHEBI:195547		
BASm0012697	hercynyl-SeGlcNAc selenoxide				CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1[Se](=O)c1nc(C[C@@H](C(=O)[O-])[N+](C)(C)C)c[nH]1		InChI=1S/C17H28N4O8Se/c1-8(23)19-12-14(25)13(24)11(7-22)29-16(12)30(28)17-18-6-9(20-17)5-10(15(26)27)21(2,3)4/h6,10-14,16,22,24-25H,5,7H2,1-4H3,(H2-,18,19,20,23,26,27)/t10-,11+,12+,13+,14+,16-,30?/m0/s1	DCZKGZKGWVFKRN-YCMHKJCISA-N		CHEBI:195548		
BASm0012698	(5'S,6'R)-C-glycyluridine				[NH3+][C@@H](C(=O)[O-])[C@H](O)[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1O		InChI=1S/C11H15N3O8/c12-4(10(19)20)5(16)8-6(17)7(18)9(22-8)14-2-1-3(15)13-11(14)21/h1-2,4-9,16-18H,12H2,(H,19,20)(H,13,15,21)/t4-,5+,6+,7-,8-,9-/m1/s1	WWVQJTLJSQSIQJ-JZHWRPJLSA-N		CHEBI:195553		
BASm0012699	uridine-5'-carboxamide				NC(=O)[C@H](O)[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1O		InChI=1S/C10H13N3O7/c11-8(18)6(17)7-4(15)5(16)9(20-7)13-2-1-3(14)12-10(13)19/h1-2,4-7,9,15-17H,(H2,11,18)(H,12,14,19)/t4-,5+,6+,7-,9+/m0/s1	NVVOVEUCRYFAFM-SDBNBOCMSA-N		CHEBI:195554		
BASm0012701	(3Z)-decenoyl-CoA				CCCCCC/C=C\CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C31H52N7O17P3S	InChI=1S/C31H52N7O17P3S/c1-4-5-6-7-8-9-10-11-22(40)59-15-14-33-21(39)12-13-34-29(43)26(42)31(2,3)17-52-58(49,50)55-57(47,48)51-16-20-25(54-56(44,45)46)24(41)30(53-20)38-19-37-23-27(32)35-18-36-28(23)38/h9-10,18-20,24-26,30,41-42H,4-8,11-17H2,1-3H3,(H,33,39)(H,34,43)(H,47,48)(H,49,50)(H2,32,35,36)(H2,44,45,46)/t20-,24-,25-,26+,30-/m1/s1	CQGVNMQHZQJNII-HSJNEKGZSA-N	919.2353254	CHEBI:195601	HMDB02137	
BASm0012702	3beta-hydroxy-5-cholenate				C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C		InChI=1S/C24H38O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h5,15,17-21,25H,4,6-14H2,1-3H3,(H,26,27)/p-1/t15-,17+,18+,19-,20+,21+,23+,24-/m1/s1	HIAJCGFYHIANNA-QIZZZRFXSA-M		CHEBI:195610		
BASm0012703	3beta-sulfo-5-cholenate				C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OS(=O)(=O)[O-])CC[C@]4(C)[C@H]3CC[C@]12C	C24H38O6S	InChI=1S/C24H38O6S/c1-15(4-9-22(25)26)19-7-8-20-18-6-5-16-14-17(30-31(27,28)29)10-12-23(16,2)21(18)11-13-24(19,20)3/h5,15,17-21H,4,6-14H2,1-3H3,(H,25,26)(H,27,28,29)/t15?,17?,18-,19?,20-,21-,23-,24+/m0/s1	YZVVZYNJACRDSJ-SNSLTCGCSA-N	454.2389101	CHEBI:195614	HMDB0156559	
BASm0012704	3alpha-sulfodeoxycholate				C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)[O-])CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C24H40O7S	InChI=1S/C24H40O7S/c1-14(4-9-22(26)27)18-7-8-19-17-6-5-15-12-16(31-32(28,29)30)10-11-23(15,2)20(17)13-21(25)24(18,19)3/h14-21,25H,4-13H2,1-3H3,(H,26,27)(H,28,29,30)/t14?,15-,16?,17-,18?,19-,20-,21?,23-,24+/m0/s1	ARGCPGOJOKCMSW-GCDACNDLSA-N	472.2494748	CHEBI:195622	HMDB0157473	
BASm0012705	3alpha-sulfoglycodeoxycholate				C[C@H](CCC(=O)NCC(=O)[O-])[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)[O-])CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C26H43NO8S	InChI=1S/C26H43NO8S/c1-15(4-9-23(29)27-14-24(30)31)19-7-8-20-18-6-5-16-12-17(35-36(32,33)34)10-11-25(16,2)21(18)13-22(28)26(19,20)3/h15-22,28H,4-14H2,1-3H3,(H,27,29)(H,30,31)(H,32,33,34)/t15-,16-,17-,18+,19-,20+,21+,22+,25+,26-/m1/s1	QJZCNFGUZPMYAX-BUXLTGKBSA-N	529.2709385	CHEBI:195624	HMDB0341325	
BASm0012706	3alpha-sulfotaurodeoxycholate				C[C@H](CCC(=O)NCCS(=O)(=O)[O-])[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OS(=O)(=O)[O-])CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C		InChI=1S/C26H45NO9S2/c1-16(4-9-24(29)27-12-13-37(30,31)32)20-7-8-21-19-6-5-17-14-18(36-38(33,34)35)10-11-25(17,2)22(19)15-23(28)26(20,21)3/h16-23,28H,4-15H2,1-3H3,(H,27,29)(H,30,31,32)(H,33,34,35)/p-2/t16-,17-,18-,19+,20-,21+,22+,23+,25+,26-/m1/s1	UCVGCHGIKFWAGH-VAYUFCLWSA-L		CHEBI:195625		
BASm0012707					*N[C@@H](Cc1c([C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[nH]c2ccccc12)C(*)=O					CHEBI:195646		
BASm0012708	pseudomonine	Pseudomonine is found in fishes. Pseudomonine is an alkaloid from cultures of Pseudomonas fluorescens AH2 isolated from spoiled Nile perch from Lake Victoria.	172923-94-3			C16H18N4O4		XYEWTJQWOJBDBL-HZMBPMFUSA-N	330.1328051	CHEBI:196587	HMDB0041438	
BASm0012709	pre-pseudomonine	A hydroxamic acid resulting from the formal condensation of the carboxy group of (4S,5R)-2-(2-hydroxyphenyl)-5-methyl-4,5-dihydro-1,3-oxazole-4-carboxylic acid with N-hydroxy-2-(1H-imidazol-4-yl)ethanamine. It is a biosynthetic intermediate in the synthesis of pseudomonine.				C16H18N4O4		VUWQVSPTFMKLPM-YGRLFVJLSA-N	330.1328051	CHEBI:196949		
BASm0012710	N-hydroxyhistamine	A hydroxylamine that is  histamine in which the primary amino group is replaced by a hydroxyamino group.				C5H9N3O		RQLLCBPTFACWDH-UHFFFAOYSA-N	127.0745619	CHEBI:196952		
BASm0012711	Man(a1-4)Man3Me(a1-4)a-Man3Me				CO[C@@H]1[C@H](O)[C@@H](O[C@H]2[C@H](OC)[C@H](O)C(O)O[C@@H]2CO)O[C@H](CO)[C@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O	C20H36O16	InChI=1S/C20H36O16/c1-30-16-12(27)18(29)32-7(4-22)14(16)36-20-13(28)17(31-2)15(8(5-23)34-20)35-19-11(26)10(25)9(24)6(3-21)33-19/h6-29H,3-5H2,1-2H3/t6-,7-,8-,9-,10+,11+,12+,13+,14-,15-,16-,17-,18+,19-,20-/m1/s1	SAJWQBHCJKERFU-PTERKFCGSA-N	532.2003351	CHEBI:196962		
BASm0012712	3,3'-di-O-methyl-4alpha-mannobiose			Expected Solid	CO[C@@H]1[C@H](O)[C@@H](O[C@H]2[C@H](OC)[C@H](O)C(O)O[C@@H]2CO)O[C@H](CO)[C@H]1O	C14H26O11	InChI=1S/C14H26O11/c1-21-11-7(17)5(3-15)24-14(9(11)19)25-10-6(4-16)23-13(20)8(18)12(10)22-2/h5-20H,3-4H2,1-2H3/t5-,6-,7-,8+,9+,10-,11+,12-,13+,14-/m1/s1	VHPIGROAJWTJIW-NKTQMSGFSA-N	370.1475117	CHEBI:196967		MMDBc0055426
BASm0012713	tetrahydroanabasine				C1=NCCCC1C1CCCC[NH2+]1	C10H18N2	InChI=1S/C10H18N2/c1-2-7-12-10(5-1)9-4-3-6-11-8-9/h8-10,12H,1-7H2	NPBVVFSCSMZKTB-UHFFFAOYSA-N	166.1469986	CHEBI:197286		
BASm0012714	ammodendrine				CC(=O)N1C=C(C2CCCC[NH2+]2)CCC1	C12H20N2O	InChI=1S/C12H20N2O/c1-10(15)14-8-4-5-11(9-14)12-6-2-3-7-13-12/h9,12-13H,2-8H2,1H3	APKLQIQRPUDADG-UHFFFAOYSA-N	208.1575633	CHEBI:197287		
BASm0012715	5-(3,3-dimethylguanidino)-2-oxopentanoate	Dimethylguanidino valeric acid or DMGV is a product formed from the transamination of asymmetric dimethylarginine (ADMA) via the enzyme alanine-glyoxylate aminotransferase 2 (AGXT2). This pathway is involved in nitric oxide regulation. DMGV has been detected in both blood and urine (PMID:  21945966 ). More recently DMGV has been identified as an independent plasma biomarker of nonalcoholic fatty liver disease (NAFLD). Furthermore, plasma DMGV levels are correlated with biopsy-proven nonalcoholic steatohepatitis (NASH). Plasma DMGV levels have also been found to decline in parallel with improvements in post-procedure cardiometabolic parameters. Plasma DMGV levels have been shown to be able to predict the development of type 2 diabetes up to 12 years before disease onset (PMID: 29083323). Baseline plasma levels of DMGV have been shown to be positively associated with body fat percentage, abdominal visceral fat, very low-density lipoprotein cholesterol (VLDL), and triglycerides. Plasma levels of DMGV are inversely associated with insulin sensitivity, low-density lipoprotein cholesterol, high-density lipoprotein size, and high-density lipoprotein cholesterol (HDL). Overall, DMGV is associated with partial resistance to metabolic health benefits of regular exercise (PMID: 31166569).	107347-90-0		CN(C)C(=[NH2+])NCCCC(=O)C(=O)[O-]	C8H15N3O3	InChI=1S/C8H15N3O3/c1-11(2)8(9)10-5-3-4-6(12)7(13)14/h3-5H2,1-2H3,(H2,9,10)(H,13,14)	GLWRPXRMUUZNMD-UHFFFAOYSA-N	201.1113414	CHEBI:197301	HMDB0240212	
BASm0012716	N(omega),N('omega)-dimethyl-L-arginine				CN/C(NCCC[C@H]([NH3+])C(=O)[O-])=[NH+]\C	C8H18N4O2	InChI=1S/C8H18N4O2/c1-10-8(11-2)12-5-3-4-6(9)7(13)14/h6H,3-5,9H2,1-2H3,(H,13,14)(H2,10,11,12)/t6-/m0/s1	HVPFXCBJHIIJGS-LURJTMIESA-N	202.1429758	CHEBI:197308		
BASm0012717	5-(3,3'-dimethylguanidino)-2-oxopentanoate				CN/C(NCCCC(=O)C(=O)[O-])=[NH+]/C		InChI=1S/C8H15N3O3/c1-9-8(10-2)11-5-3-4-6(12)7(13)14/h3-5H2,1-2H3,(H,13,14)(H2,9,10,11)	UGCSDGKDYVLCLE-UHFFFAOYSA-N		CHEBI:197310		
BASm0012718	5-(3-methylguanidino)-2-oxopentanoate				CNC(=[NH2+])NCCCC(=O)C(=O)[O-]		InChI=1S/C7H13N3O3/c1-9-7(8)10-4-2-3-5(11)6(12)13/h2-4H2,1H3,(H,12,13)(H3,8,9,10)	QTXALLPDCOJHGD-UHFFFAOYSA-N		CHEBI:197314		
BASm0012719					*C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@]3(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@@H](CO)O[C@]4(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@@H](CO)O[C@]5(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O5)O4)O3)[C@H]2O)[C@H](O)[C@H]1O)[C@@H](*)O					CHEBI:197322		
BASm0012720					*C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@]3(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@@H](CO)O[C@]4(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@@H](CO)O[C@]5(C(=O)[O-])C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O5)O4)O3)[C@H]2O)[C@H](O)[C@H]1O)[C@@H](*)O					CHEBI:197322		
BASm0012721	(2S)-2-hydroxy-3-phenylpropanenitrile				N#C[C@@H](O)Cc1ccccc1	C9H9NO	InChI=1S/C9H9NO/c10-7-9(11)6-8-4-2-1-3-5-8/h1-5,9,11H,6H2	GOOUUOYVIYFDBL-UHFFFAOYSA-N	147.0684139	CHEBI:197323		
BASm0012722	(2S)-2-hydroxy-4-phenylbutanenitrile				N#C[C@@H](O)CCc1ccccc1		InChI=1S/C10H11NO/c11-8-10(12)7-6-9-4-2-1-3-5-9/h1-5,10,12H,6-7H2/t10-/m0/s1	CUJUQPVHWIDESZ-JTQLQIEISA-N		CHEBI:197324		
BASm0012723	(2S,3E)-2-hydroxy-4-phenylbut-3-enenitrile				N#C[C@@H](O)/C=C/c1ccccc1		InChI=1S/C10H9NO/c11-8-10(12)7-6-9-4-2-1-3-5-9/h1-7,10,12H/b7-6+/t10-/m0/s1	FJMOXBHYSJFRPZ-FGEFZZPRSA-N		CHEBI:197325		
BASm0012724	(2S)-2-hydroxy-2-(2-methoxyphenyl)acetonitrile				COc1ccccc1[C@H](O)C#N		InChI=1S/C9H9NO2/c1-12-9-5-3-2-4-7(9)8(11)6-10/h2-5,8,11H,1H3/t8-/m1/s1	UYOPHIQZIDOLKF-MRVPVSSYSA-N		CHEBI:197326		
BASm0012725	(2S)-2-hydroxy-2-(3-methoxyphenyl)acetonitrile				COc1cccc([C@H](O)C#N)c1		InChI=1S/C9H9NO2/c1-12-8-4-2-3-7(5-8)9(11)6-10/h2-5,9,11H,1H3/t9-/m1/s1	XDOJPCPGMDHJAA-SECBINFHSA-N		CHEBI:197327		
BASm0012726	(2S)-2-hydroxy-2-(4-methoxyphenyl)acetonitrile					C9H9NO2		WLDAAMXETLHTER-SECBINFHSA-N	163.0633285	CHEBI:197328		
BASm0012727	(2R)-2-(furan-2-yl)-2-hydroxyacetonitrile					C6H5NO2		OWECZOWCEFVROP-RXMQYKEDSA-N	123.0320284	CHEBI:197329		
BASm0012728	(2R)-2-hydroxy-2-(thiophen-2-yl)acetonitrile					C6H5NOS		MDOLBFYWOIYESI-RXMQYKEDSA-N	139.009185	CHEBI:197332		
BASm0012729	(2S)-2-hydroxy-2-(thiophen-3-yl)acetonitrile					C6H5NOS		VQBQLZSERGUMHI-ZCFIWIBFSA-N	139.009185	CHEBI:197333		
BASm0012731	alpha-Neu5Ac-(2->8)-alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->4)-6S-D-GlcNAc					C36H56N3O30S		BJWWWNVSUWWREA-DVTRKUHYSA-K	1042.268579	CHEBI:197339		
BASm0012732	alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->4)-6S-D-GlcNAc					C25H40N2O22S		YJVPINIUOLHXAF-XQCNPUDTSA-L	752.1804393	CHEBI:197340		
BASm0012733	(2S)-2-hydroxy-2-methylpentanenitrile				CCC[C@](C)(O)C#N		InChI=1S/C6H11NO/c1-3-4-6(2,8)5-7/h8H,3-4H2,1-2H3/t6-/m0/s1	DOTBWZRLSYDMSC-LURJTMIESA-N		CHEBI:197344		
BASm0012734	(2S)-2-hydroxy-2-methylhexanenitrile				CCCC[C@](C)(O)C#N		InChI=1S/C7H13NO/c1-3-4-5-7(2,9)6-8/h9H,3-5H2,1-2H3/t7-/m0/s1	CTRMPDFUGMJXKE-ZETCQYMHSA-N		CHEBI:197345		
BASm0012735	(2S)-2-hydroxy-2-methylheptanenitrile				CCCCC[C@](C)(O)C#N		InChI=1S/C8H15NO/c1-3-4-5-6-8(2,10)7-9/h10H,3-6H2,1-2H3/t8-/m0/s1	QAXOKMZVYDLXEW-QMMMGPOBSA-N		CHEBI:197346		
BASm0012736	(2S)-2-hydroxy-2,4-dimethylpentanenitrile				CC(C)C[C@](C)(O)C#N		InChI=1S/C7H13NO/c1-6(2)4-7(3,9)5-8/h6,9H,4H2,1-3H3/t7-/m0/s1	DWZKXPAWEWMLEJ-ZETCQYMHSA-N		CHEBI:197348		
BASm0012737	3,3-dimethylbutan-2-one		75-97-8		CC(=O)C(C)(C)C	C6H12O	InChI=1S/C6H12O/c1-5(7)6(2,3)4/h1-4H3	PJGSXYOJTGTZAV-UHFFFAOYSA-N	100.088815	CHEBI:197349		
BASm0012738	(2S)-2-hydroxy-2-methyl-3,3-dimethylbutanenitrile				CC(C)(C)[C@](C)(O)C#N		InChI=1S/C7H13NO/c1-6(2,3)7(4,9)5-8/h9H,1-4H3/t7-/m1/s1	PHRSLUPJKDVWPF-SSDOTTSWSA-N		CHEBI:197350		
BASm0012739	(2S)-2-hydroxy-2-phenylpropanenitrile				C[C@@](O)(C#N)c1ccccc1		InChI=1S/C9H9NO/c1-9(11,7-10)8-5-3-2-4-6-8/h2-6,11H,1H3/t9-/m1/s1	NGLPDXCYIUHTNP-SECBINFHSA-N		CHEBI:197351		
BASm0012740	(2S)-2-hydroxybutanenitrile				CC[C@H](O)C#N		InChI=1S/C4H7NO/c1-2-4(6)3-5/h4,6H,2H2,1H3/t4-/m0/s1	NHSSTOSZJANVEV-BYPYZUCNSA-N		CHEBI:197352		
BASm0012741	(2S)-2-hydroxyhexanenitrile				CCCC[C@H](O)C#N		InChI=1S/C6H11NO/c1-2-3-4-6(8)5-7/h6,8H,2-4H2,1H3/t6-/m0/s1	VKIGAWAEXPTIOL-LURJTMIESA-N		CHEBI:197353		
BASm0012742	(2S)-2-hydroxy-3-methylbutanenitrile				CC(C)[C@H](O)C#N	C5H9NO	InChI=1S/C5H9NO/c1-4(2)5(7)3-6/h4-5,7H,1-2H3	YRBPUNHOIVAUFA-UHFFFAOYSA-N	99.06841391	CHEBI:197354		
BASm0012743	(2S)-2-hydroxy-3,3-dimethylbutanenitrile				CC(C)(C)[C@H](O)C#N		InChI=1S/C6H11NO/c1-6(2,3)5(8)4-7/h5,8H,1-3H3/t5-/m1/s1	SAOOLIIHRNLCBT-RXMQYKEDSA-N		CHEBI:197355		
BASm0012744	(2S)-2-hydroxybut-3-enenitrile				C=C[C@H](O)C#N	C4H5NO	InChI=1S/C4H5NO/c1-2-4(6)3-5/h2,4,6H,1H2	WKFMHXZXCCJSJK-UHFFFAOYSA-N	83.03711379	CHEBI:197356		
BASm0012745	(2S,3E)-2-hydroxypent-3-enenitrile				C/C=C/[C@H](O)C#N	C5H7NO	InChI=1S/C5H7NO/c1-2-3-5(7)4-6/h2-3,5,7H,1H3	AKXFVHOXDAJSMM-UHFFFAOYSA-N	97.05276385	CHEBI:197357	HMDB0245162	
BASm0012746	(2S,3E)-2-hydroxyhept-3-enenitrile				CCC/C=C/[C@H](O)C#N		InChI=1S/C7H11NO/c1-2-3-4-5-7(9)6-8/h4-5,7,9H,2-3H2,1H3/b5-4+/t7-/m0/s1	SWBORZICEYIYCG-KPJROHGDSA-N		CHEBI:197358		
BASm0012747	cyclohexanecarbaldehyde				O=CC1CCCCC1	C7H12O	InChI=1S/C7H12O/c8-6-7-4-2-1-3-5-7/h6-7H,1-5H2	KVFDZFBHBWTVID-UHFFFAOYSA-N	112.088815	CHEBI:197359		
BASm0012748	(2S)-2-cyclohexyl-2-hydroxyacetonitrile				N#C[C@@H](O)C1CCCCC1		InChI=1S/C8H13NO/c9-6-8(10)7-4-2-1-3-5-7/h7-8,10H,1-5H2/t8-/m1/s1	JLNKJTJSIQKWEU-MRVPVSSYSA-N		CHEBI:197360		
BASm0012749	(2S)-2-(2H-1,3-benzodioxol-5-yl)-2-hydroxyacetonitrile				N#C[C@@H](O)c1ccc2c(c1)OCO2		InChI=1S/C9H7NO3/c10-4-7(11)6-1-2-8-9(3-6)13-5-12-8/h1-3,7,11H,5H2/t7-/m1/s1	JWZKLCWLXKKOLL-SSDOTTSWSA-N		CHEBI:197361		
BASm0012750	(2S)-2-(furan-3-yl)-2-hydroxyacetonitrile				N#C[C@@H](O)c1ccoc1		InChI=1S/C6H5NO2/c7-3-6(8)5-1-2-9-4-5/h1-2,4,6,8H/t6-/m1/s1	KQROQTWESIOQFM-ZCFIWIBFSA-N		CHEBI:197362		
BASm0012751	(2S)-2-hydroxypentanenitrile				CCC[C@H](O)C#N		InChI=1S/C5H9NO/c1-2-3-5(7)4-6/h5,7H,2-3H2,1H3/t5-/m0/s1	AANFRDGJHYLLAE-YFKPBYRVSA-N		CHEBI:197363		
BASm0012752	(2S)-2-hydroxyheptanenitrile					C7H13NO		JEWPACUDYNBTSN-ZETCQYMHSA-N	127.099714	CHEBI:197364		
BASm0012753	(2S)-2-hydroxydecanenitrile					C10H19NO		PEZRXEBWVUSWAE-JTQLQIEISA-N	169.1466642	CHEBI:197365		
BASm0012754	1-butanoyl-2-(9Z-octadecenoyl)-glycerol					C25H46O5		KSOVALZHNUYBPU-QXMHVHEDNA-N	426.3345246	CHEBI:197386		
BASm0012755	1-octanoyl-2-(9Z-octadecenoyl)-glycerol					C29H54O5		KJIDXLFNTLKOKK-YPKPFQOONA-N	482.3971248	CHEBI:197391		
BASm0012756	1-eicosanoyl-2-(9Z-octadecenoyl)-glycerol					C41H78O5		OTBWOSZDBGKQNH-UZYVYHOENA-N	650.5849256	CHEBI:197392		
BASm0012757	9-hexadecanol	A secondary fatty alcohol that is hexadecane substituted by a hydroxy group at position 8.			CCCCCCCCC(O)CCCCCCC	C16H34O	InChI=1S/C16H34O/c1-3-5-7-9-11-13-15-16(17)14-12-10-8-6-4-2/h16-17H,3-15H2,1-2H3	OLVNUMHZZANJCG-UHFFFAOYSA-N		CHEBI:197398		
BASm0012758	1-(9Z-octadecenoyl)-3-octadecanoyl-sn-glycerol	DG(18:0/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](O)COC(=O)CCCCCCCCCCCCCCCCC	C39H74O5	InChI=1S/C39H74O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-35-37(40)36-44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17,19,37,40H,3-16,18,20-36H2,1-2H3/b19-17-/t37-/m1/s1	IIPIJHXZZCPSGV-PXYGFXEISA-N	622.5536255	CHEBI:197404	HMDB07160	MMDBc0031863
BASm0012759	1-octanoyl-3-(9Z-octadecenoyl)-glycerol				CCCCCCCC/C=C\CCCCCCCC(=O)OCC(O)COC(=O)CCCCCCC		InChI=1S/C29H54O5/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-20-22-24-29(32)34-26-27(30)25-33-28(31)23-21-19-8-6-4-2/h13-14,27,30H,3-12,15-26H2,1-2H3/b14-13-	YWTLJLUETWTDAL-YPKPFQOOSA-N		CHEBI:197405		
BASm0012760	1-dodecanoyl-3-(9Z-octadecenoyl)-glycerol	DG(18:1(9Z)/12:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.			CCCCCCCC/C=C\CCCCCCCC(=O)OCC(O)COC(=O)CCCCCCCCCCC	C33H62O5	InChI=1S/C33H62O5/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-33(36)38-30-31(34)29-37-32(35)27-25-23-21-19-12-10-8-6-4-2/h15-16,31,34H,3-14,17-30H2,1-2H3/b16-15-/t31-/m1/s1	PQTQNYZOCAKARX-AHVPQQLLSA-N	538.4597251	CHEBI:197406		
BASm0012761	1-octadecanoyl-3-(9Z-octadecenoyl)-glycerol				CCCCCCCC/C=C\CCCCCCCC(=O)OCC(O)COC(=O)CCCCCCCCCCCCCCCCC	C39H74O5	InChI=1S/C39H74O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-35-37(40)36-44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17,19,37,40H,3-16,18,20-36H2,1-2H3/b19-17-/t37-/m0/s1	IIPIJHXZZCPSGV-DGZCRLAFSA-N	622.5536255	CHEBI:197407		
BASm0012762	1-(9Z,12Z,15Z-octadecatrienoyl)-3-(9Z-octadecenoyl)-glycerol				CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)OCC(O)COC(=O)CCCCCCC/C=C\CCCCCCCC	C39H68O5	InChI=1S/C39H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-35-37(40)36-44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11,13,17-20,37,40H,3-4,6,8-10,12,14-16,21-36H2,1-2H3/b7-5-,13-11-,19-17-,20-18-/t37-/m0/s1	GFFNKKHWIUCOAF-LGRGBMOQSA-N	616.5066753	CHEBI:197408		
BASm0012763	sn-glycero-1-phospho-(1'-sn-glycerol)	Glycerophosphoglycerol (CAS: 6418-92-4) belongs to the class of organic compounds known as dialkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly two alkyl chains. Glycerophosphoglycerol forms the head group of a class of glycerophospholipids in which a phosphoglycerol moiety occupies a glycerol substitution site. Termed, phosphatidylglycerols (PG), these lipids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18, and 20 carbons are the most common.	185615-51-4		O=P([O-])(OC[C@@H](O)CO)OC[C@@H](O)CO	C6H15O8P	InChI=1S/C6H15O8P/c7-1-5(9)3-13-15(11,12)14-4-6(10)2-8/h5-10H,1-4H2,(H,11,12)/t5-,6+	LLCSXHMJULHSJN-OLQVQODUSA-N	246.0504544	CHEBI:197411	HMDB0240316	
BASm0012764	3-octadecanoyl-sn-glycero-1-phospho-(1'-sn-glycerol)	1-acyl-sn-glycero-3-phosphoglycerol (n-c18:0) belongs to the class of Lysophosphatidylglycerols. These are glycerophosphoglycerols  (molecules containing a glycerol moiety attached to the phosphate group linked to a glycerol) in which only one fatty acid is bonded to the 1-glycerol moiety (through an ester linkage). (inferred from compound structure)			CCCCCCCCCCCCCCCCCC(=O)OC[C@H](O)COP(=O)([O-])OC[C@@H](O)CO	C24H48O9P	InChI=1S/C24H49O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-24(28)31-19-23(27)21-33-34(29,30)32-20-22(26)18-25/h22-23,25-27H,2-21H2,1H3,(H,29,30)/p-1	HFJVKBVEKQHVTO-UHFFFAOYSA-M	511.3035946	CHEBI:197412		
BASm0012765	3-tetradecanoyl-sn-glycero-1-phospho-(1'-sn-glycerol)	1-acyl-sn-glycero-3-phosphoglycerol (n-c14:0) belongs to the class of Lysophosphatidylglycerols. These are glycerophosphoglycerols  (molecules containing a glycerol moiety attached to the phosphate group linked to a glycerol) in which only one fatty acid is bonded to the 1-glycerol moiety (through an ester linkage). (inferred from compound structure)			CCCCCCCCCCCCCC(=O)OC[C@H](O)COP(=O)([O-])OC[C@@H](O)CO	C20H40O9P	InChI=1S/C20H41O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-20(24)27-15-19(23)17-29-30(25,26)28-16-18(22)14-21/h18-19,21-23H,2-17H2,1H3,(H,25,26)/p-1	LUTDZDAPSDZVAL-UHFFFAOYSA-M	455.2409944	CHEBI:197413		
BASm0012766	3-octadecanoyl-sn-glycero-1-phospho-(3'-octadecanoyl-1'-sn-glycerol)				CCCCCCCCCCCCCCCCCC(=O)OC[C@H](O)COP(=O)([O-])OC[C@@H](O)COC(=O)CCCCCCCCCCCCCCCCC		InChI=1S/C42H83O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(45)49-35-39(43)37-51-53(47,48)52-38-40(44)36-50-42(46)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h39-40,43-44H,3-38H2,1-2H3,(H,47,48)/p-1/t39-,40-/m0/s1	RQOMICXLEUQNOU-ZAQUEYBZSA-M		CHEBI:197414		
BASm0012767	3-hexadecanoyl-sn-glycero-1-phospho-(3'-hexadecanoyl-1'-sn-glycerol)				CCCCCCCCCCCCCCCC(=O)OC[C@H](O)COP(=O)([O-])OC[C@@H](O)COC(=O)CCCCCCCCCCCCCCC		InChI=1S/C38H75O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(41)45-31-35(39)33-47-49(43,44)48-34-36(40)32-46-38(42)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h35-36,39-40H,3-34H2,1-2H3,(H,43,44)/p-1/t35-,36-/m0/s1	PYVJQTOJILSVJY-ZPGRZCPFSA-M		CHEBI:197415		
BASm0012768	3-tetradecanoyl-sn-glycero-1-phospho-(3'-tetradecanoyl-1'-sn-glycerol)				CCCCCCCCCCCCCC(=O)OC[C@H](O)COP(=O)([O-])OC[C@@H](O)COC(=O)CCCCCCCCCCCCC		InChI=1S/C34H67O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-33(37)41-27-31(35)29-43-45(39,40)44-30-32(36)28-42-34(38)26-24-22-20-18-16-14-12-10-8-6-4-2/h31-32,35-36H,3-30H2,1-2H3,(H,39,40)/p-1/t31-,32-/m0/s1	BOZFQWKFFURSAG-ACHIHNKUSA-M		CHEBI:197416		
BASm0012769	[4-(deca-1,8-diyl)-2,5-dioxo-2,5-dihydro-3-furanyl]acetate				C/C=C/CCCCC/C=C/C1=C(CC(=O)[O-])C(=O)OC1=O		InChI=1S/C16H20O5/c1-2-3-4-5-6-7-8-9-10-12-13(11-14(17)18)16(20)21-15(12)19/h2-3,9-10H,4-8,11H2,1H3,(H,17,18)/p-1/b3-2+,10-9+	LIFIIRLVOKVXIZ-SCIPBJTFSA-M		CHEBI:197420		
BASm0012770	(4-octa-1-enyl-2,5-dioxo-2,5-dihydro-3-furanyl)acetate				CCCCCC/C=C/C1=C(CC(=O)[O-])C(=O)OC1=O		InChI=1S/C14H18O5/c1-2-3-4-5-6-7-8-10-11(9-12(15)16)14(18)19-13(10)17/h7-8H,2-6,9H2,1H3,(H,15,16)/p-1/b8-7+	LWIQBUDMIAXBBV-BQYQJAHWSA-M		CHEBI:197421		
BASm0012772	1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-3-(9Z-octadecenoyl)-glycerol					C41H70O5		JTWQIPWOHKTYGW-SSCXCDNPNA-N	642.5223254	CHEBI:197426		
BASm0012773	1-tetradecanoyl-3-(9Z-octadecenoyl)-glycerol	DG(14:0/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C35H66O5		DPKKTCYRXHCYKZ-MSUUIHNZNA-N	566.4910252	CHEBI:197427	HMDB07015	
BASm0012774	(2E,10E)-dode-2,10-dicenoyl-CoA					C33H50N7O17P3S		KFINQAQUAAXMCB-LCBCRMLMSA-J	941.2218697	CHEBI:197428		
BASm0012775	1-O-(9Z-octadecyl)-3-(9Z-octadecenoyl)-glycerol					C39H74O4		PAKUDVAYFOFFOK-CLFAGFIQNA-N	606.5587109	CHEBI:197429		
BASm0012776	1-decanoyl-3-(9Z-octadecenoyl)-glycerol	DG(18:1(9Z)/10:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/10:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C31H58O5		XRRBSRZFTRPGAI-PFONDFGANA-N	510.428425	CHEBI:197430		
BASm0012777	(-)-phomoidride B			Expected Solid	C/C=C/CCCCC[C@H]1C=C2C34OC(=O)[C@]2(CC(=O)[O-])CC2=C(C(=O)OC2=O)[C@H]3[C@@H]1C[C@@H](C(=O)CC/C=C/C)O4	C31H36O9	InChI=1S/C31H36O9/c1-3-5-7-8-9-11-12-18-14-23-30(17-24(33)34)16-20-25(28(36)38-27(20)35)26-19(18)15-22(21(32)13-10-6-4-2)39-31(23,26)40-29(30)37/h3-6,14,18-19,22,26H,7-13,15-17H2,1-2H3,(H,33,34)/b5-3+,6-4+/t18-,19+,22-,26+,30-,31+/m1/s1	PZLSMKXFWOLXHD-LZQVYANHSA-N	552.2359327	CHEBI:197432		MMDBc0013310
BASm0012778	phomoidride A			Expected Solid	C/C=C/CCCCC[C@H]1C=C2C3(O)OC(=O)[C@]2(CC(=O)[O-])CC2=C(C(=O)OC2=O)[C@H]3[C@@H]1C[C@H](O)C(=O)CC/C=C/C	C31H38O10	InChI=1S/C31H38O10/c1-3-5-7-8-9-11-12-18-14-23-30(17-24(34)35)16-20-25(28(37)40-27(20)36)26(31(23,39)41-29(30)38)19(18)15-22(33)21(32)13-10-6-4-2/h3-6,14,18-19,22,26,33,39H,7-13,15-17H2,1-2H3,(H,34,35)/b5-3+,6-4+/t18-,19+,22-,26+,30-,31+/m1/s1	PXJMQYXPSSIUGS-LZQVYANHSA-N	570.2464974	CHEBI:197433		MMDBc0019447
BASm0012779	2-[(1R,8S,14R,15R)-11-hydroxy-14,15-bis[(6E)-oct-6-en-1-yl]-3,5,9-trioxo-4,10-dioxatetracyclo[9.4.0.0(2,6).0(8,12)]pentadeca-2(6),12-dien-8-yl]acetate				C/C=C/CCCCC[C@@H]1[C@@H](CCCCC/C=C/C)C=C2C3(O)OC(=O)[C@]2(CC(=O)[O-])CC2=C(C(=O)OC2=O)[C@@H]13		InChI=1S/C31H40O8/c1-3-5-7-9-11-13-15-20-17-23-30(19-24(32)33)18-22-25(28(35)38-27(22)34)26(31(23,37)39-29(30)36)21(20)16-14-12-10-8-6-4-2/h3-6,17,20-21,26,37H,7-16,18-19H2,1-2H3,(H,32,33)/p-1/b5-3+,6-4+/t20-,21+,26+,30-,31?/m0/s1	VHYZFYQOJOKJHH-LAOVHBEMSA-M		CHEBI:197434		
BASm0012780	3',3'-cGMP-UMP					C19H21N7O15P2		GHDXHQOZZWXEQN-VMIOUTBZSA-L	649.0581842	CHEBI:197444		
BASm0012781	(4E,11E)-2-hydroxytrideca-4,11-dien-1,2,3-tricarboxylate				C/C=C/CCCCC/C=C/C(C(=O)[O-])C(O)(CC(=O)[O-])C(=O)[O-]		InChI=1S/C16H24O7/c1-2-3-4-5-6-7-8-9-10-12(14(19)20)16(23,15(21)22)11-13(17)18/h2-3,9-10,12,23H,4-8,11H2,1H3,(H,17,18)(H,19,20)(H,21,22)/p-3/b3-2+,10-9+	UVLMDUFYHADCCX-SCIPBJTFSA-K		CHEBI:197445		
BASm0012783					*N[C@@H](CCCCN(C)C(C)=O)C(*)=O					CHEBI:197459		
BASm0012784					*[C@@H]1O[C@H](COP(=O)([O-])O[C@H]2[C@@H](O)[C@H](*)O[C@@H]2COP(*)(=O)[O-])[C@@H](O)[C@H]1O					CHEBI:197502		
BASm0012785	GDGT-0				CC1CCCC(C)CCCC(C)CCC(C)CCCC(C)CCCC(C)CCCC(C)CCOC(CO)COCCC(C)CCCC(C)CCCC(C)CCCC(C)CCC(C)CCCC(C)CCCC(C)CCCC(C)CCOC(CO)COCCC(C)CCC1	C86H172O6	InChI=1S/C86H172O6/c1-69-29-17-33-73(5)41-25-49-81(13)57-61-89-67-85(65-87)91-63-59-83(15)52-28-44-76(8)36-20-32-72(4)40-24-48-80(12)56-54-78(10)46-22-38-70(2)30-18-34-74(6)42-26-50-82(14)58-62-90-68-86(66-88)92-64-60-84(16)51-27-43-75(7)35-19-31-71(3)39-23-47-79(11)55-53-77(9)45-21-37-69/h69-88H,17-68H2,1-16H3	VMHUDYKDOMRJOK-UHFFFAOYSA-N	1301.315393	CHEBI:200628		MMDBc0004305
BASm0012786	sartorypyrone D	A meroterpenoid with formula C26H38O4. It is a fungal metabolite produced by Neosartorya fischeri FO-5897.			C=C1CC[C@H](O)C(C)(C)[C@@H]1CC/C(C)=C/CC/C(C)=C/Cc1c(O)cc(C)oc1=O	C26H38O4	InChI=1S/C26H38O4/c1-17(10-13-21-23(27)16-20(4)30-25(21)29)8-7-9-18(2)11-14-22-19(3)12-15-24(28)26(22,5)6/h9-10,16,22,24,27-28H,3,7-8,11-15H2,1-2,4-6H3/b17-10+,18-9+/t22-,24+/m1/s1	YFZBONHCMBXFDD-JVRYRRRMSA-N		CHEBI:201384		
BASm0012787	1D-myo-inositol 1,4,5-trisphosphate	myo-Inositol 1,4,5-trisphosphate (CAS: 20298-95-7), also known as Ins(1,4,5)P3 or InsP3, is an intracellular messenger formed by the action of phospholipase C on phosphatidylinositol 4,5-bisphosphate, which is one of the phospholipids that make up the cell membrane (PMID: 22453946). It is released into the cytoplasm where it releases calcium ions from internal stores within the cell's endoplasmic reticulum. These calcium ions stimulate the activity of B kinase or calmodulin (PMID: 15189149). Its transient accumulation is due both to the enhanced metabolism via the Ca2+-calmodulin-sensitive Ins(1,4,5)P3 kinase, as well as a down-regulation of phosphatidylinositol 4,5-bisphosphate hydrolysis (PMID: 3041962). It is a major regulator of apoptotic signalling driving calcium (Ca2+) transients from the endoplasmic reticulum to mitochondria, thereby establishing a functional and physical link between these organelles. It also regulates autophagy through the interaction with Beclin 1 complex, and in particular, its inhibition/depletion strongly induces macroautophagy (PMID: 19325567). In addition, recent evidence suggests that the penetrating sperm delivers into mammalian eggs a novel isoform of phospholipase C (PLC), which promotes the formation of inositol 1,4,5-trisphosphate (PMID: 15362223).	85166-31-0	Solid		C6H9O15P3		MMWCIQZXVOZEGG-XJTPDSDZSA-H	413.9187221	CHEBI:203600	HMDB0001498	
BASm0012788	sartorypyrone A			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC1=C(O)C=C(C)OC1=O)=C(\C)CC[C@]1([H])C(=C)CC[C@]([H])(OC(C)=O)C1(C)C	C28H40O5	InChI=1S/C28H40O5/c1-18(11-14-23-25(30)17-21(4)32-27(23)31)9-8-10-19(2)12-15-24-20(3)13-16-26(28(24,6)7)33-22(5)29/h10-11,17,24,26,30H,3,8-9,12-16H2,1-2,4-7H3/b18-11+,19-10+/t24-,26+/m1/s1	VDURTFXVMLMCFA-GISJPLNESA-N	456.2875744	CHEBI:203993		MMDBc0007618
BASm0012789	penifulvin A			Expected Solid	[H][C@]12CC[C@@]3([H])C(C)(C)C[C@]4(C)CC(=O)O[C@@]([H])(OC1=O)[C@]234	C15H20O4	InChI=1S/C15H20O4/c1-13(2)7-14(3)6-10(16)18-12-15(14)8(11(17)19-12)4-5-9(13)15/h8-9,12H,4-7H2,1-3H3/t8-,9-,12-,14-,15-/m0/s1	NGAMYGLHRNCUQC-AWPZLMCQSA-N	264.1361591	CHEBI:209256		MMDBc0014218
BASm0012790	somaliensene A			Expected Solid	[H]\C(CC\C(C)=C(/[H])CC[C@]1(C)[C@]2([H])C[C@@]1([H])C(C)=CC2)=C(\C)CCC=C(C)C	C25H40	InChI=1S/C25H40/c1-19(2)10-7-11-20(3)12-8-13-21(4)14-9-17-25(6)23-16-15-22(5)24(25)18-23/h10,12,14-15,23-24H,7-9,11,13,16-18H2,1-6H3/b20-12+,21-14+/t23-,24-,25+/m0/s1	VJINTGNFGLYKKX-LMVZUQRVSA-N	340.3130013	CHEBI:209271		MMDBc0022578
BASm0012791	(-)-somaliensene B			Expected Solid	[H]\C(CC\C(C)=C(/[H])CCC(=C)[C@@]1([H])CCC(C)=CC1)=C(\C)CCC=C(C)C	C25H40	InChI=1S/C25H40/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-15-24(6)25-18-16-23(5)17-19-25/h10,12,14,16,25H,6-9,11,13,15,17-19H2,1-5H3/b21-12+,22-14+/t25-/m1/s1	BGFULIZGCATQRB-WWYOOSCYSA-N	340.3130013	CHEBI:209277		MMDBc0022579
BASm0012792	bonnadiene	A diterpene produced by a bacterial diterpene synthase from Allokutzneria albata.			CC1=C[C@H]2[C@@H](C(C)C)CCC(C)=C3CC[C@@H](C)[C@@]32CC1	C20H32	InChI=1S/C20H32/c1-13(2)17-8-6-15(4)18-9-7-16(5)20(18)11-10-14(3)12-19(17)20/h12-13,16-17,19H,6-11H2,1-5H3/t16-,17-,19+,20+/m1/s1	QKYMGWUTPNTJDU-JYBIWHBTSA-N		CHEBI:219774		
BASm0012793	allokutznerene			Expected Solid	CC1=C2C[C@@]3(C)CCC(C)(C)[C@H]3[C@@H]3CC[C@H](C)[C@]23CC1	C20H32	InChI=1S/C20H32/c1-13-8-9-20-14(2)6-7-15(20)17-18(3,4)10-11-19(17,5)12-16(13)20/h14-15,17H,6-12H2,1-5H3/t14-,15-,17+,19+,20-/m1/s1	GQNONAWUSDSPNL-FWUZGWGZSA-N	272.250401	CHEBI:219780		MMDBc0024326
BASm0012794	sungeidine A				CC1=CC(=O)[C@H]2c3cccc4c3[C@H]3[C@@H]1[C@@H]2CN3c1ccc2c3c(c5cc(O)ccc5c-4c13)SC2=O		InChI=1S/C30H19NO3S/c1-12-9-21(33)23-15-3-2-4-16-24-14-6-5-13(32)10-18(14)29-26-17(30(34)35-29)7-8-20(27(24)26)31-11-19(23)22(12)28(31)25(15)16/h2-10,19,22-23,28,32H,11H2,1H3/t19-,22-,23-,28+/m0/s1	LWKFDGQRSRTLMH-CBGTVWSLSA-N		CHEBI:220866		
BASm0012795	sungeidine B				CC1=CC(=O)[C@H]2c3ccccc3[C@H]3[C@@H]1[C@@H]2CN3c1ccc2c3c(c4cc(O)ccc4cc13)SC2=O		InChI=1S/C30H21NO3S/c1-14-10-24(33)26-17-4-2-3-5-18(17)28-25(14)22(26)13-31(28)23-9-8-19-27-21(23)11-15-6-7-16(32)12-20(15)29(27)35-30(19)34/h2-12,22,25-26,28,32H,13H2,1H3/t22-,25-,26-,28-/m0/s1	QGPZBTSBJQUOSK-FKPYENBGSA-N		CHEBI:220871		
BASm0012796	sungeidine E				CC1=CC(=O)[C@H]2c3ccccc3[C@H]3[C@@H]1[C@@H]2CN3c1ccc2c3c(c4c(cc13)C=C[C@@H](O)[C@@H]4O)SC2=O		InChI=1S/C30H23NO4S/c1-13-10-22(33)25-15-4-2-3-5-16(15)27-23(13)19(25)12-31(27)20-8-7-17-26-18(20)11-14-6-9-21(32)28(34)24(14)29(26)36-30(17)35/h2-11,19,21,23,25,27-28,32,34H,12H2,1H3/t19-,21+,23-,25-,27-,28-/m0/s1	YASKTPKJJBPLQA-LAQSNJLJSA-N		CHEBI:220885		
BASm0012797	sungeidine F				CC1=CC(=O)[C@H]2c3cccc4c3[C@H]3[C@@H]1[C@@H]2CN3c1ccc2c3c(c5c(c-4c13)C=C[C@@H](O)[C@@H]5O)SC2=O		InChI=1S/C30H21NO4S/c1-11-9-19(33)21-12-3-2-4-13-22-14-6-8-18(32)28(34)25(14)29-24-15(30(35)36-29)5-7-17(26(22)24)31-10-16(21)20(11)27(31)23(12)13/h2-9,16,18,20-21,27-28,32,34H,10H2,1H3/t16-,18+,20-,21-,27+,28-/m0/s1	MFPKKZSDAGOGCM-WZCLLJMXSA-N		CHEBI:220887		
BASm0012798	hancockiamide B				COc1cc(C[C@H]2CN(C(C)=O)[C@@H](Cc3ccccc3)CN2C(=O)/C=C/c2ccccc2)cc(OC)c1O		InChI=1S/C31H34N2O5/c1-22(34)32-20-27(17-25-18-28(37-2)31(36)29(19-25)38-3)33(21-26(32)16-24-12-8-5-9-13-24)30(35)15-14-23-10-6-4-7-11-23/h4-15,18-19,26-27,36H,16-17,20-21H2,1-3H3/b15-14+/t26-,27-/m0/s1	OMTJOJRPQJQFEV-HHJSHYQQSA-N		CHEBI:221688		
BASm0012799	hancockiamide C				COc1cc(C[C@H]2CN(C(C)=O)[C@@H](Cc3ccccc3)CN2C(=O)/C=C/c2ccccc2)cc2c1OCO2		InChI=1S/C31H32N2O5/c1-22(34)32-19-27(16-25-17-28(36-2)31-29(18-25)37-21-38-31)33(20-26(32)15-24-11-7-4-8-12-24)30(35)14-13-23-9-5-3-6-10-23/h3-14,17-18,26-27H,15-16,19-21H2,1-2H3/b14-13+/t26-,27-/m0/s1	RVLALFABWNVGIS-HKRYAFHYSA-N		CHEBI:221693		
BASm0012800	tert-butylamine	2-Methyl-2-propanamine, also known as trimethylaminomethane or 1,1-dimethylethylamine, belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing a primary aliphatic amine group. A primary aliphatic amine that is ethylamine substituted by two methyl groups at position 1. 2-Methyl-2-propanamine with the molecular formula (CH3)3CNH2 is a strong basic compound (based on its pKa). 2-Methyl-2-propanamine is a colorless liquid with a typical amine-like odor. 2-Methyl-2-propanamine or tert-Butylamine is one of the four isomeric amines of butane, the others being n-butylamine, sec-butylamine and isobutylamine. 2-Methyl-2-propanamine is produced commercially by direct amination of isobutylene using zeolite catalysts. In the laboratory, it can be prepared by the hydrogenolysis of 2,2-dimethylethylenimine, or via tert-butylphthalimide. 2-Methyl-2-propanamine is used as an intermediate in the preparation of the sulfenamides such as N-tert-butyl-2-benzothiazylsulfenamide and N-tert-butyl-2-benzothiazylsulfenimide. In pharmacology under the name erbumine, 2-methyl-2-propanamine has been used as a counterion in drug substances such as perindopril erbumine. 2-methyl-2-propanamine has also been found in the volatile fraction of Cannabis sativa samples obtained from police seizures (PMID: 26657499) and is likely a smoke component of marijuana (https://doi.org/10.1007/978-1-59259-947-9_2).		1	CC(C)(C)[NH3+]	C4H11N	InChI=1S/C4H11N/c1-4(2,3)5/h5H2,1-3H3	YBRBMKDOPFTVDT-UHFFFAOYSA-N	73.0891	CHEBI:224366		
BASm0012801	2-phenylethylamine	Phenylethylamine (PEA) is an aromatic amine, which is a colorless liquid at room temperature. It is soluble in water, ethanol, and ether. Similar to other low-molecular-weight amines, it has a fishy odor. Upon exposure to air, it forms a solid carbonate salt with carbon dioxide. Phenethylamine is strongly basic and forms a stable crystalline hydrochloride salt with a melting point of 217 °C. Phenethylamine is also a skin irritant and possible sensitizer. Phenethylamine also has a constitutional isomer (+)-phenylethylamine (1-phenylethylamine), which has two stereoisomers: (R)-(+)-1-phenylethylamine and (S)-(-)-1-phenylethylamine. In the human brain, 2-phenethylamine is believed to function as a neuromodulator or neurotransmitter (a trace amine). Phenethylamine can be biosynthesized from the amino acid phenylalanine by enzymatic decarboxylation. It is also found in many foods such as chocolate, especially after microbial fermentation. However trace amounts from food are quickly metabolized by the enzyme MAO-B (into phenylacetic acid), preventing significant concentrations from reaching the brain. Phenylethylamine is a precursor to the neurotransmitter phenylethanolamine. High levels of PEA have been found in the urine of schizophrenics but it is not significantly elevated in the serum or CSF of schizophrenics (PMID:7906896, PMID:7360842).¬† Urinary levels of PEA are significantly lower in children with attention deficit hyperactivity disorder (ADHD) (PMID:12205654).¬† It has been found that PEA is the primary compound found in carnivore (especially cat) urine that leads to rodent (mouse and rat) avoidance. In other words, phenylethylamine is useful for scaring off rodent pests.¬† Quantitative HPLC analysis across 38 mammalian species has shown that PEA production in urine is especially enhanced in carnivores, with some producing >3,000-fold more than herbivores (PMID:21690383). Phenethylamine has been found to be a metabolite of Bacillus, Enterococcus and Lactobacillus (PMID:22953951; PMID:17307265; PMID:16630269).	64-04-0	Solid	[NH3+]CCc1ccccc1	C8H11N	InChI=1S/C8H11N/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7,9H2	BHHGXPLMPWCGHP-UHFFFAOYSA-N	121.0891494	CHEBI:225237	HMDB0012275	
BASm0012802	benzylamine		100-46-9		[NH3+]Cc1ccccc1	C7H9N	InChI=1S/C7H9N/c8-6-7-4-2-1-3-5-7/h1-5H,6,8H2	WGQKYBSKWIADBV-UHFFFAOYSA-N		CHEBI:225238		
BASm0012803	cattleyene			Expected Solid	C[C@@H]1CCC2=C3C[C@@]4(C)CCC(C)(C)[C@H]4[C@@H]3CC[C@]21C	C20H32	InChI=1S/C20H32/c1-13-6-7-16-15-12-19(4)11-10-18(2,3)17(19)14(15)8-9-20(13,16)5/h13-14,17H,6-12H2,1-5H3/t13-,14-,17-,19-,20+/m1/s1	RNFNEBCHHXUETQ-KSOAMXKZSA-N	272.250401	CHEBI:226390		MMDBc0025523
BASm0012804	N-(1-deoxy-beta-D-fructopyranos-1-yl)glycine				O=C([O-])C[NH2+]C[C@@]1(O)OC[C@@H](O)[C@@H](O)[C@@H]1O		InChI=1S/C8H15NO7/c10-4-2-16-8(15,7(14)6(4)13)3-9-1-5(11)12/h4,6-7,9-10,13-15H,1-3H2,(H,11,12)/t4-,6-,7+,8-/m1/s1	BVWXBDYZZFSXIL-CCXZUQQUSA-N		CHEBI:228140		
BASm0012805	N-(1-deoxy-beta-D-fructopyranos-1-yl)-L-alanine				C[C@H]([NH2+]C[C@@]1(O)OC[C@@H](O)[C@@H](O)[C@@H]1O)C(=O)[O-]		InChI=1S/C9H17NO7/c1-4(8(14)15)10-3-9(16)7(13)6(12)5(11)2-17-9/h4-7,10-13,16H,2-3H2,1H3,(H,14,15)/t4-,5+,6+,7-,9+/m0/s1	UEKCFAIUNCFLEA-SDBNBOCMSA-N		CHEBI:228141		
BASm0012806	2-[(E)-{[(2R,3S,4R,5R)-2,3,4,5-tetrahydroxyoxan-2-yl]methylidene}amino]acetate				O=C([O-])C/N=C/[C@@]1(O)OC[C@@H](O)[C@@H](O)[C@@H]1O		InChI=1S/C8H13NO7/c10-4-2-16-8(15,7(14)6(4)13)3-9-1-5(11)12/h3-4,6-7,10,13-15H,1-2H2,(H,11,12)/p-1/b9-3+/t4-,6-,7+,8-/m1/s1	OBHNPWQOGQBFQX-LFYIVBANSA-M		CHEBI:228142		
BASm0012809	N-(1-deoxy-beta-D-fructopyranos-1-yl)-L-valine				CC(C)[C@H]([NH2+]C[C@@]1(O)OC[C@@H](O)[C@@H](O)[C@@H]1O)C(=O)[O-]		InChI=1S/C11H21NO7/c1-5(2)7(10(16)17)12-4-11(18)9(15)8(14)6(13)3-19-11/h5-9,12-15,18H,3-4H2,1-2H3,(H,16,17)/t6-,7+,8-,9+,11-/m1/s1	LXTJQOKOTMRERV-RKYHVTRTSA-N		CHEBI:228146		
BASm0012810	(2S)-3-methyl-2-[(E)-{[(2R,3S,4R,5R)-2,3,4,5-tetrahydroxyoxan-2-yl]methylidene}amino]butanoate				CC(C)[C@H](/N=C/[C@@]1(O)OC[C@@H](O)[C@@H](O)[C@@H]1O)C(=O)[O-]		InChI=1S/C11H19NO7/c1-5(2)7(10(16)17)12-4-11(18)9(15)8(14)6(13)3-19-11/h4-9,13-15,18H,3H2,1-2H3,(H,16,17)/p-1/b12-4+/t6-,7+,8-,9+,11-/m1/s1	NZMIEXITDXNBBG-CBVDEEPNSA-M		CHEBI:228147		
BASm0012811	(2S)-2-[(E)-{[(2R,3S,4R,5R)-2,3,4,5-tetrahydroxyoxan-2-yl]methylidene}amino]propanoate				C[C@H](/N=C/[C@@]1(O)OC[C@@H](O)[C@@H](O)[C@@H]1O)C(=O)[O-]		InChI=1S/C9H15NO7/c1-4(8(14)15)10-3-9(16)7(13)6(12)5(11)2-17-9/h3-7,11-13,16H,2H2,1H3,(H,14,15)/p-1/b10-3+/t4-,5+,6+,7-,9+/m0/s1	CBQODBIUUCCMKO-CHSLVFSOSA-M		CHEBI:228148		
BASm0012812	N-(1-deoxy-beta-D-fructopyranos-1-yl)-L-glutamate				O=C([O-])CC[C@H]([NH2+]C[C@@]1(O)OC[C@@H](O)[C@@H](O)[C@@H]1O)C(=O)[O-]		InChI=1S/C11H19NO9/c13-6-3-21-11(20,9(17)8(6)16)4-12-5(10(18)19)1-2-7(14)15/h5-6,8-9,12-13,16-17,20H,1-4H2,(H,14,15)(H,18,19)/p-1/t5-,6+,8+,9-,11+/m0/s1	RHYOFQJYHNHREU-VISRLPHGSA-M		CHEBI:228149		
BASm0012813	(2S)-2-[(E)-{[(2R,3S,4R,5R)-2,3,4,5-tetrahydroxyoxan-2-yl]methylidene}amino]pentanedioate					C11H15NO9		SIWPOWSUHDOIFR-VCHGLHKXSA-L	305.0757782	CHEBI:228150		
BASm0012814	N-(1-deoxy-beta-D-fructopyranos-1-yl)-L-tyrosine				O=C([O-])[C@H](Cc1ccc(O)cc1)[NH2+]C[C@@]1(O)OC[C@@H](O)[C@@H](O)[C@@H]1O		InChI=1S/C15H21NO8/c17-9-3-1-8(2-4-9)5-10(14(21)22)16-7-15(23)13(20)12(19)11(18)6-24-15/h1-4,10-13,16-20,23H,5-7H2,(H,21,22)/t10-,11+,12+,13-,15+/m0/s1	FWMCIFGEKHMBGO-IHWVXMPCSA-N		CHEBI:228151		
BASm0012815	(2S)-3-(4-hydroxyphenyl)-2-[(E)-{[(2R,3S,4R,5R)-2,3,4,5-tetrahydroxyoxan-2-yl]methylidene}amino]propanoate				O=C([O-])[C@H](Cc1ccc(O)cc1)/N=C/[C@@]1(O)OC[C@@H](O)[C@@H](O)[C@@H]1O		InChI=1S/C15H19NO8/c17-9-3-1-8(2-4-9)5-10(14(21)22)16-7-15(23)13(20)12(19)11(18)6-24-15/h1-4,7,10-13,17-20,23H,5-6H2,(H,21,22)/p-1/b16-7+/t10-,11+,12+,13-,15+/m0/s1	WABMICCKGLZQJE-NCCXEITCSA-M		CHEBI:228152		
BASm0012816	N-(1-deoxy-beta-D-fructopyranos-1-yl)-L-phenylalanine				O=C([O-])[C@H](Cc1ccccc1)[NH2+]C[C@@]1(O)OC[C@@H](O)[C@@H](O)[C@@H]1O		InChI=1S/C15H21NO7/c17-11-7-23-15(22,13(19)12(11)18)8-16-10(14(20)21)6-9-4-2-1-3-5-9/h1-5,10-13,16-19,22H,6-8H2,(H,20,21)/t10-,11+,12+,13-,15+/m0/s1	CPXVOVGNKRERLG-IHWVXMPCSA-N		CHEBI:228153		
BASm0012817	(2S)-3-phenyl-2-[(E)-{[(2R,3S,4R,5R)-2,3,4,5-tetrahydroxyoxan-2-yl]methylidene}amino]propanoate				O=C([O-])[C@H](Cc1ccccc1)/N=C/[C@@]1(O)OC[C@@H](O)[C@@H](O)[C@@H]1O		InChI=1S/C15H19NO7/c17-11-7-23-15(22,13(19)12(11)18)8-16-10(14(20)21)6-9-4-2-1-3-5-9/h1-5,8,10-13,17-19,22H,6-7H2,(H,20,21)/p-1/b16-8+/t10-,11+,12+,13-,15+/m0/s1	FFRKMPHJRHVTCF-NMDBKXRCSA-M		CHEBI:228154		
BASm0012818	N-(1-deoxy-beta-D-fructopyranos-1-yl)-L-leucine				CC(C)C[C@H]([NH2+]C[C@@]1(O)OC[C@@H](O)[C@@H](O)[C@@H]1O)C(=O)[O-]		InChI=1S/C12H23NO7/c1-6(2)3-7(11(17)18)13-5-12(19)10(16)9(15)8(14)4-20-12/h6-10,13-16,19H,3-5H2,1-2H3,(H,17,18)/t7-,8+,9+,10-,12+/m0/s1	ZVFBUGZJZNDPOS-TYCYOEEFSA-N		CHEBI:228155		
BASm0012819	(2S)-4-methyl-2-[(E)-{[(2R,3S,4R,5R)-2,3,4,5-tetrahydroxyoxan-2-yl]methylidene}amino]pentanoate				CC(C)C[C@H](/N=C/[C@@]1(O)OC[C@@H](O)[C@@H](O)[C@@H]1O)C(=O)[O-]		InChI=1S/C12H21NO7/c1-6(2)3-7(11(17)18)13-5-12(19)10(16)9(15)8(14)4-20-12/h5-10,14-16,19H,3-4H2,1-2H3,(H,17,18)/p-1/b13-5+/t7-,8+,9+,10-,12+/m0/s1	RSQUDZRAUMQIEA-LLPRFKBNSA-M		CHEBI:228156		
BASm0012820	(1-deoxy-D-fructos-1-yl)amine		191936-12-6		[NH3+]CC(=O)[C@@H](O)[C@H](O)[C@H](O)CO	C6H13NO5	InChI=1S/C6H13NO5/c7-1-3(9)5(11)6(12)4(10)2-8/h4-6,8,10-12H,1-2,7H2	XBBIACPUMILHFE-UHFFFAOYSA-N	179.0793725	CHEBI:228165		
BASm0012821	1,2-di-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerol	DG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/0:0), in particular, consists of two chains of arachidonic acid at the C-1 and C-2 positions. The arachidonic acid moieties are derived from animal fats and eggs.  Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections.↵↵Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.↵↵Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position. [HMDB]		Solid	CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC(CO)OC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC	C43H68O5	InChI=1S/C43H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-42(45)47-40-41(39-44)48-43(46)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11-14,17-20,23-26,29-32,41,44H,3-10,15-16,21-22,27-28,33-40H2,1-2H3/t41-/m0/s1	FVXRWZPVZULNCQ-RWYGWLOXSA-N	664.5066753	CHEBI:228166	HMDB07518	
BASm0012822	N(2)-(1-deoxy-beta-D-fructopyranos-1-yl)-L-lysine				[NH3+]CCCC[C@H]([NH2+]C[C@@]1(O)OC[C@@H](O)[C@@H](O)[C@@H]1O)C(=O)[O-]		InChI=1S/C12H24N2O7/c13-4-2-1-3-7(11(18)19)14-6-12(20)10(17)9(16)8(15)5-21-12/h7-10,14-17,20H,1-6,13H2,(H,18,19)/p+1/t7-,8+,9+,10-,12+/m0/s1	MJTOFLFMNGKVNS-TYCYOEEFSA-O		CHEBI:228167		
BASm0012823	N(6)-(1-deoxy-beta-D-fructopyranos-1-yl)-L-lysine				[NH3+][C@@H](CCCC[NH2+]C[C@@]1(O)OC[C@@H](O)[C@@H](O)[C@@H]1O)C(=O)[O-]		InChI=1S/C12H24N2O7/c13-7(11(18)19)3-1-2-4-14-6-12(20)10(17)9(16)8(15)5-21-12/h7-10,14-17,20H,1-6,13H2,(H,18,19)/p+1/t7-,8+,9+,10-,12+/m0/s1	ILTPZXUNQYGXOJ-TYCYOEEFSA-O		CHEBI:228168		
BASm0012824	N-(1-deoxy-beta-D-fructopyranos-1-yl)-L-6-aminohexanoate				O=C([O-])CCCCC[NH2+]C[C@@]1(O)OC[C@@H](O)[C@@H](O)[C@@H]1O		InChI=1S/C12H23NO7/c14-8-6-20-12(19,11(18)10(8)17)7-13-5-3-1-2-4-9(15)16/h8,10-11,13-14,17-19H,1-7H2,(H,15,16)/t8-,10-,11+,12-/m1/s1	NEDUACVLBFTKTH-KXGXSXBTSA-N		CHEBI:228169		
BASm0012825	1,2-di-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-glycerol				CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)OCC(CO)OC(=O)CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC		InChI=1S/C47H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-46(49)51-44-45(43-48)52-47(50)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5-8,11-14,17-20,23-26,29-32,35-38,45,48H,3-4,9-10,15-16,21-22,27-28,33-34,39-44H2,1-2H3/b7-5-,8-6-,13-11-,14-12-,19-17-,20-18-,25-23-,26-24-,31-29-,32-30-,37-35-,38-36-	XIAZEYRSKHAPND-GZSOIYOPSA-N		CHEBI:228170		
BASm0012826					*[C@H]1C[C@H](OP(=O)([O-])OC[C@H]2O[C@@H](*)C[C@@H]2O)[C@@H](COP(*)(=O)[O-])O1					CHEBI:228185		
BASm0012827	1-formylpyrrolizidine	A tertiary ammonium ion that is the conjugate acid of 1-formylpyrrolizidine resulting from the protonation of the amino group; Major species at pH 7.3.			O=CC1CC[NH+]2CCCC12	C8H14NO	InChI=1S/C8H13NO/c10-6-7-3-5-9-4-1-2-8(7)9/h6-8H,1-5H2/p+1	LUXKVBLHJUGCSC-UHFFFAOYSA-O		CHEBI:228186		
BASm0012828	N-(4-aminobutylpyrrolinium) ion				[NH3+]CCCC[N+]1=CCCC1		InChI=1S/C8H17N2/c9-5-1-2-6-10-7-3-4-8-10/h7H,1-6,8-9H2/q+1/p+1	PSISLYNHYRYJFB-UHFFFAOYSA-O		CHEBI:228188		
BASm0012829	N-(4-oxobutylpyrrolinium) ion					C8H14NO		RWUWAUHULBYXFJ-UHFFFAOYSA-N	140.1069905	CHEBI:228189		
BASm0012830	2,3-di-(10Z-heptadecenoyl)-sn-glycerol					C37H68O5		ALQHHSSCPZYZAG-NAFNZUQFSA-N	592.5066753	CHEBI:228204		
BASm0012831	1,3-di-(10Z-heptadecenoyl)-glycerol				CCCCCC/C=C\CCCCCCCCC(=O)OCC(O)COC(=O)CCCCCCCC/C=C\CCCCCC		InChI=1S/C37H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-36(39)41-33-35(38)34-42-37(40)32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,35,38H,3-12,17-34H2,1-2H3/b15-13-,16-14-	BDLAKBJAFJEWNJ-VMNXYWKNSA-N		CHEBI:228205		
BASm0012832					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)[C@H]1N=C(c2ccccc2O)O[C@@H]1C)C(*)=O					CHEBI:228207		
BASm0012833					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(*)(O)CC(=O)[O-])C(*)=O					CHEBI:228215		
BASm0012834	urobilinogen		14684-37-8		CCC1=C(C)C(Cc2[nH]c(Cc3[nH]c(CC4NC(=O)C(C)=C4CC)c(C)c3CCC(=O)[O-])c(CCC(=O)[O-])c2C)NC1=O	C33H44N4O6	InChI=1S/C33H44N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h26-27,34-35H,7-15H2,1-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)	OBHRVMZSZIDDEK-UHFFFAOYSA-N		CHEBI:228218		
BASm0012836	9-(acyloxy)-octadecanoate				*C(=O)OC(CCCCCCCCC)CCCCCCCC(=O)[O-]					CHEBI:228230		
BASm0012839	2',3'-c-di-UMP				O=c1ccn([C@@H]2O[C@@H]3COP(=O)([O-])O[C@@H]4[C@H](O)[C@@H](COP(=O)([O-])O[C@H]3[C@H]2O)O[C@H]4n2ccc(=O)[nH]c2=O)c(=O)[nH]1		InChI=1S/C18H22N4O16P2/c23-9-1-3-21(17(27)19-9)15-12(26)13-8(36-15)6-34-40(31,32)38-14-11(25)7(5-33-39(29,30)37-13)35-16(14)22-4-2-10(24)20-18(22)28/h1-4,7-8,11-16,25-26H,5-6H2,(H,29,30)(H,31,32)(H,19,23,27)(H,20,24,28)/p-2/t7-,8-,11-,12-,13-,14-,15-,16-/m1/s1	ARRMKRZAYWJWAL-NCOIDOBVSA-L		CHEBI:228233		
BASm0012840	1-acyl-3-O-[alpha-D-galactosyl-(1->6)-beta-D-galactosyl]-sn-glycerol				[2*]C(=O)OC[C@@H](O)CO[C@@H]1O[C@H](CO[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O					CHEBI:228239		
BASm0012841					*[C@@H]1O[C@H](COP(=O)([O-])O[H])[C@@H](OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(=O)[nH]c(N)nc43)[C@H](O)[C@@H]2O)[C@H]1O					CHEBI:228240		
BASm0012842	2-acyl-3-O-[alpha-D-galactosyl-(1->6)-beta-D-galactosyl]-sn-glycerol				[2*]C(=O)O[C@H](CO)CO[C@@H]1O[C@H](CO[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O					CHEBI:228241		
BASm0012844	gadusol	3,5,6-Trihydroxy-5-(hydroxymethyl)-2-methoxy-2-cyclohexen-1-one is found in crustaceans. 3,5,6-Trihydroxy-5-(hydroxymethyl)-2-methoxy-2-cyclohexen-1-one is isolated from the eggs of brine shrimp (Artemia), sea urchin, cod and other fish.	76663-30-4	Solid	COC1=C([O-])[C@H](O)[C@](O)(CO)CC1=O	C8H12O6	InChI=1S/C8H12O6/c1-14-6-4(10)2-8(13,3-9)7(12)5(6)11/h7,9-10,12-13H,2-3H2,1H3	OPIUUJWCOWMEJN-UHFFFAOYSA-N	204.0633881	CHEBI:228248	HMDB0041031	
BASm0012845	demethylgadusol				O=C1C[C@@](O)(CO)[C@@H](O)C([O-])=C1O		InChI=1S/C7H10O6/c8-2-7(13)1-3(9)4(10)5(11)6(7)12/h6,8,10-13H,1-2H2/p-1/t6-,7+/m0/s1	LPGZCSYNTZEOIL-NKWVEPMBSA-M		CHEBI:228249		
BASm0012846	N-(1H-1,3-benzodiazol-2-yl)carbamate					C8H6N3O2		WEYSQARHSRZNTC-UHFFFAOYSA-M	176.04655	CHEBI:228250	HMDB0248994	
BASm0012847					*O[C@H]1[C@@H](O)[C@H](n2cc(CN[C@H]3C=C[C@H](O)[C@@H]3O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)c3c(=O)[nH]c(N)nc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:228254		
BASm0012848	(R)-3-methyl-2-oxopentanoate	3-Methyl-2-oxovaleric acid (CAS: 1460-34-0) is an abnormal metabolite that arises from the incomplete breakdown of branched-chain amino acids. 3-Methyl-2-oxovaleric acid is a neurotoxin, an acidogen, and a metabotoxin. A neurotoxin causes damage to nerve cells and nerve tissues. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of 3-methyl-2-oxovaleric acid are associated with maple syrup urine disease. MSUD is a metabolic disorder caused by a deficiency of the branched-chain alpha-keto acid dehydrogenase complex (BCKDC), leading to a buildup of the branched-chain amino acids (leucine, isoleucine, and valine) and their toxic by-products (ketoacids) in the blood and urine. The symptoms of MSUD often show in infancy and lead to severe brain damage if untreated. MSUD may also present later depending on the severity of the disease. If left untreated in older individuals, during times of metabolic crisis, symptoms of the condition include uncharacteristically inappropriate, extreme, or erratic behaviour and moods, hallucinations, anorexia, weight loss, anemia, diarrhea, vomiting, dehydration, lethargy, oscillating hypertonia and hypotonia, ataxia, seizures, hypoglycemia, ketoacidosis, opisthotonus, pancreatitis, rapid neurological decline, and coma.  In maple syrup urine disease, the brain concentration of branched-chain ketoacids can increase 10- to 20-fold. This leads to a depletion of glutamate and a consequent reduction in the concentration of brain glutamine, aspartate, alanine, and other amino acids. The result is a compromise of energy metabolism because of a failure of the malate-aspartate shuttle and a diminished rate of protein synthesis (PMID: 15930465). 3-Methyl-2-oxovaleric acid is a keto-acid, which is a subclass of organic acids. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart, liver, and kidney abnormalities, seizures, coma, and possibly death. These are also the characteristic symptoms of untreated MSUD. Many affected children with organic acidemias experience intellectual disability or delayed development.	24809-08-03	Solid		C6H9O3		JVQYSWDUAOAHFM-SCSAIBSYSA-M	129.0557177	CHEBI:228255	HMDB0000491	
BASm0012849	(S)-3-hydroxy-2-oxobutanoate					C4H5O4		QWZIITCYKKSZGN-REOHCLBHSA-M	117.0193322	CHEBI:228256		
BASm0012850	(R)-3-hydroxy-2-oxobutanoate				C[C@@H](O)C(=O)C(=O)[O-]	C4H5O4	0	QWZIITCYKKSZGN-UWTATZPHSA-M	117.0193322	CHEBI:228257		MMDBc0060110
BASm0012851	(R,2E)-alpha-cericerene				CC(C)=CC/C=C(\C)[C@H]1C/C=C(\C)CC/C=C(\C)CC/C=C(\C)CC1		InChI=1S/C25H40/c1-20(2)10-7-15-24(6)25-18-16-22(4)13-8-11-21(3)12-9-14-23(5)17-19-25/h10-11,14-16,25H,7-9,12-13,17-19H2,1-6H3/b21-11+,22-16+,23-14+,24-15+/t25-/m0/s1	XAYAQYFQCPHHSL-ZIDPCNJYSA-N		CHEBI:228261		
BASm0012852	2',3'-cUAMP				Nc1ncnc2c1ncn2[C@@H]1O[C@@H]2COP(=O)([O-])O[C@@H]3[C@H](O)[C@@H](COP(=O)([O-])O[C@H]2[C@H]1O)O[C@H]3n1ccc(=O)[nH]c1=O		InChI=1S/C19H23N7O14P2/c20-15-10-16(22-5-21-15)26(6-23-10)17-12(29)13-8(38-17)4-36-42(33,34)40-14-11(28)7(3-35-41(31,32)39-13)37-18(14)25-2-1-9(27)24-19(25)30/h1-2,5-8,11-14,17-18,28-29H,3-4H2,(H,31,32)(H,33,34)(H2,20,21,22)(H,24,27,30)/p-2/t7-,8-,11-,12-,13-,14-,17-,18-/m1/s1	QFSRDWZEQDGHEV-KPKSGTNCSA-L		CHEBI:228269		
BASm0012853	5'-pGpA(2'-5')				Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]2OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)c(=O)[nH]1		InChI=1S/C20H26N10O14P2/c21-14-8-15(24-3-23-14)29(4-25-8)18-12(33)10(31)6(42-18)2-41-46(38,39)44-13-11(32)7(1-40-45(35,36)37)43-19(13)30-5-26-9-16(30)27-20(22)28-17(9)34/h3-7,10-13,18-19,31-33H,1-2H2,(H,38,39)(H2,21,23,24)(H2,35,36,37)(H3,22,27,28,34)/p-3/t6-,7-,10-,11-,12-,13-,18-,19-/m1/s1	GMLXOOYDDUZWOK-INFSMZHSSA-K		CHEBI:228270		
BASm0012854	5'-GpA(2'-5')					C20H24N10O11P		ZLNKIMYMVZHDPX-INFSMZHSSA-M	611.1369122	CHEBI:228271		
BASm0012855	bilirubin IXbeta					C33H34N4O6		MNGDAXJRPWAIKA-WDGYLHENSA-L	582.248932	CHEBI:228295		
BASm0012856	sesterfisherate				C/C1=C2\CC[C@@H](C)[C@@H]2CC[C@H](C)[C@H]2C[C@@]3(C(=O)[O-])CC[C@H](C(C)C)[C@@H]3C[C@]12O		InChI=1S/C25H40O3/c1-14(2)18-10-11-24(23(26)27)12-21-16(4)7-8-19-15(3)6-9-20(19)17(5)25(21,28)13-22(18)24/h14-16,18-19,21-22,28H,6-13H2,1-5H3,(H,26,27)/p-1/b20-17-/t15-,16+,18-,19+,21-,22+,24+,25+/m1/s1	SLCDJJDPKICHGM-ZIFIXUEUSA-M		CHEBI:228367		
BASm0012860	2-amino-4-phosphonobutanoate					C4H9NO5P		DDOQBQRIEWHWBT-UHFFFAOYNA-M	182.022383	CHEBI:229205	HMDB0244992	
BASm0012861	CMP-5'-(3-aminopropyl)phosphonate					C12H21N4O10P2		OGKREJFVUHDHTP-QCNRFFRDSA-M	443.0738405	CHEBI:229206		
BASm0012862	CMP-5'-(N-hydroxy-3-aminopropyl)phosphonate					C12H20N4O11P2		RFUUWOPHUGSHMU-QCNRFFRDSA-L	458.0614786	CHEBI:229207		
BASm0012863	CMP-5'-(N-acetyl-N-hydroxy-3-aminopropyl)phosphonate					C14H22N4O12P2		HITZUCVQZISFQN-OJAKKHQRSA-L	500.0720433	CHEBI:229208		
BASm0012864	3-(N-acetyl-N-hydroxy)aminopropylphosphonate				CC(=O)N(O)CCCP(O)([O-])=O	C5H11NO5P	InChI=1S/C5H12NO5P/c1-5(7)6(8)3-2-4-12(9,10)11/h8H,2-4H2,1H3,(H2,9,10,11)/p-1	PKMNDDZSIHLLLI-UHFFFAOYSA-M	196.038033	CHEBI:229209		
BASm0012865	(R)-(3-(acetylhydroxyamino)-2-hydroxypropyl)phosphonate			Expected Solid		C5H11NO6P		SMXUDUOWTDBXDT-RXMQYKEDSA-M	212.0329477	CHEBI:229210		MMDBc0005825
BASm0012867	CMP-5'-(3-amino-3-carboxypropyl)phosphonate					C13H20N4O12P2		GWUKUUHZZNCSPS-JANFQQFMSA-L	486.0563933	CHEBI:229214		
BASm0012868	N-acetyl-2,7-anhydro-alpha-neuraminate					C11H16NO8		NCMJSVDTRDLWJE-YRMXFSIDSA-M	290.0881401	CHEBI:229228		
BASm0012869	2-deoxy-2,3-dehydro-N-acetylneuraminate					C11H16NO8		JINJZWSZQKHCIP-UFGQHTETSA-M	290.0881401	CHEBI:229229		
BASm0012870	(5'S,6'S)-C-glycyluridine				[NH3+][C@H](C(=O)[O-])[C@H](O)[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1O		InChI=1S/C11H15N3O8/c12-4(10(19)20)5(16)8-6(17)7(18)9(22-8)14-2-1-3(15)13-11(14)21/h1-2,4-9,16-18H,12H2,(H,19,20)(H,13,15,21)/t4-,5-,6-,7+,8+,9+/m0/s1	WWVQJTLJSQSIQJ-ZQBLYPSISA-N		CHEBI:229461		
BASm0012871	S-disulfanyl-L-cysteine	An L-alpha-amino acid zwitterion that results from the transfer of a proton from the carboxylic acid group to the amino group of 3-trisulfanyl-L-alanine; Major species at pH 7.3.			[NH3+][C@@H](CSSS)C(=O)[O-]	C3H7NO2S3	InChI=1S/C3H7NO2S3/c4-2(3(5)6)1-8-9-7/h2,7H,1,4H2,(H,5,6)/t2-/m0/s1	WBUQYANSBCOQMP-REOHCLBHSA-N		CHEBI:229465		
BASm0012872	15,20-dihydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate				O=C([O-])CCC/C=C\C/C=C\C/C=C\C=C\C(O)CCCCCO		InChI=1S/C20H32O4/c21-18-14-10-12-16-19(22)15-11-8-6-4-2-1-3-5-7-9-13-17-20(23)24/h1-2,5-8,11,15,19,21-22H,3-4,9-10,12-14,16-18H2,(H,23,24)/p-1/b2-1-,7-5-,8-6-,15-11+	JEVGEQXHKWVAFE-MKRWSHOHSA-M		CHEBI:229486		
BASm0012873	4-(hydroxy(methyl)phosphoryl)-2-oxobutanoate				CP(=O)([O-])CCC(=O)C(=O)[O-]		InChI=1S/C5H9O5P/c1-11(9,10)3-2-4(6)5(7)8/h2-3H2,1H3,(H,7,8)(H,9,10)/p-2	YJTNHDYMQPHXFO-UHFFFAOYSA-L		CHEBI:229517		
BASm0012874					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@@H]([NH3+])CSS					CHEBI:229520		
BASm0012875					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(=O)[C@@H]([NH3+])CSSS					CHEBI:229521		
BASm0012876	silphinene				C[C@@H]1CC[C@H]2C(C)(C)C[C@]3(C)CC=C[C@]123	C15H24	InChI=1S/C15H24/c1-11-6-7-12-13(2,3)10-14(4)8-5-9-15(11,12)14/h5,9,11-12H,6-8,10H2,1-4H3	VHIAMHVUKUKCHP-UHFFFAOYSA-N	204.1878008	CHEBI:229523		
BASm0012877	gamma-lactone-2-keto[5.5.5.5]fenestrane				CC1(C)C[C@]2(C)CC(=O)C3OC(=O)[C@@H]4CC[C@@H]1[C@]342		InChI=1S/C15H20O3/c1-13(2)7-14(3)6-9(16)11-15(14)8(12(17)18-11)4-5-10(13)15/h8,10-11H,4-7H2,1-3H3/t8-,10-,11?,14-,15-/m0/s1	QBKIWUDMUSNYPB-MWSRYMSPSA-N		CHEBI:229524		
BASm0012878	silphinene-15-oate				CC1(C)C[C@]2(C)CC=C[C@@]23[C@H](C(=O)[O-])CC[C@@H]13		InChI=1S/C15H22O2/c1-13(2)9-14(3)7-4-8-15(14)10(12(16)17)5-6-11(13)15/h4,8,10-11H,5-7,9H2,1-3H3,(H,16,17)/p-1/t10-,11-,14-,15-/m0/s1	YYTIOTLIOKVKTE-GVARAGBVSA-M		CHEBI:229528		
BASm0012881					*N[C@H](C(*)=O)C1CC1C					CHEBI:229546		
BASm0012882	3'-dehydromaltose		15990-62-2		O=C1[C@@H](O)[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)O[C@H](CO)[C@H]1O	C12H20O11	InChI=1S/C12H20O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-5,7-15,17-20H,1-2H2/t3-,4-,5+,7-,8-,9-,10-,11?,12+/m1/s1	HKKHTABTHSUDBP-ILXILVFVSA-N		CHEBI:229548		
BASm0012883	alpha-L-rhamnosyl-(1->4)-D-glucuronate				C[C@@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](C(=O)[O-])OC(O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O		InChI=1S/C12H20O11/c1-2-3(13)4(14)5(15)12(21-2)23-8-6(16)9(10(18)19)22-11(20)7(8)17/h2-9,11-17,20H,1H3,(H,18,19)/p-1/t2-,3-,4+,5+,6-,7+,8-,9-,11?,12-/m0/s1	MXWFYQSKMPNNOC-YXUGCBFCSA-M		CHEBI:229550		
BASm0012886	N-deacetylipecoside aglycone				C=C[C@H]1[C@H](O)OC=C(C(=O)OC)[C@H]1C[C@H]1[NH2+]CCc2cc(O)c(O)cc21		InChI=1S/C19H23NO6/c1-3-11-13(14(18(23)25-2)9-26-19(11)24)7-15-12-8-17(22)16(21)6-10(12)4-5-20-15/h3,6,8-9,11,13,15,19-22,24H,1,4-5,7H2,2H3/p+1/t11-,13+,15-,19-/m1/s1	FITCZSHJHBKURR-WTZBSYPQSA-O		CHEBI:229554		
BASm0012887	6-O-methyl-N-deacetylisoipecoside				C=C[C@H]1[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)OC=C(C(=O)OC)[C@H]1C[C@@H]1[NH2+]CCc2cc(OC)c(O)cc21		InChI=1S/C26H35NO11/c1-4-13-15(8-17-14-9-18(29)19(34-2)7-12(14)5-6-27-17)16(24(33)35-3)11-36-25(13)38-26-23(32)22(31)21(30)20(10-28)37-26/h4,7,9,11,13,15,17,20-23,25-32H,1,5-6,8,10H2,2-3H3/p+1/t13-,15+,17+,20-,21-,22+,23-,25+,26+/m1/s1	BAMBZZTUDRDYEE-QIAPLWSDSA-O		CHEBI:229555		
BASm0012888	6-O-methyl-N-deacetylisoipecoside aglycone				C=C[C@H]1[C@H](O)OC=C(C(=O)OC)[C@H]1C[C@@H]1[NH2+]CCc2cc(OC)c(O)cc21		InChI=1S/C20H25NO6/c1-4-12-14(15(19(23)26-3)10-27-20(12)24)8-16-13-9-17(22)18(25-2)7-11(13)5-6-21-16/h4,7,9-10,12,14,16,20-22,24H,1,5-6,8H2,2-3H3/p+1/t12-,14+,16+,20-/m1/s1	KOBLTMOWUOJKTH-ZWBYBESUSA-O		CHEBI:229556		
BASm0012889	N-deacetylisoipecoside aglycone					C19H24NO6		FITCZSHJHBKURR-UJFVYYJSSA-O	362.1598139	CHEBI:229557		
BASm0012890	6-O-methyl-N-deacetylipecoside					C26H36NO11		BAMBZZTUDRDYEE-YVJMXFEMSA-O	538.2282874	CHEBI:229558		
BASm0012891	6-O-methyl-N-deacetylipecoside aglycone				C=C[C@H]1[C@H](O)OC=C(C(=O)OC)[C@H]1C[C@H]1[NH2+]CCc2cc(OC)c(O)cc21		InChI=1S/C20H25NO6/c1-4-12-14(15(19(23)26-3)10-27-20(12)24)8-16-13-9-17(22)18(25-2)7-11(13)5-6-21-16/h4,7,9-10,12,14,16,20-22,24H,1,5-6,8H2,2-3H3/p+1/t12-,14+,16-,20-/m1/s1	KOBLTMOWUOJKTH-SOKAGXEVSA-O		CHEBI:229559		
BASm0012892	3''-dehydroorientin				O=C1[C@@H](O)[C@H](c2c([O-])cc(O)c3c(=O)cc(-c4ccc(O)c(O)c4)oc23)O[C@H](CO)[C@H]1O		InChI=1S/C21H18O11/c22-6-14-17(28)18(29)19(30)21(32-14)16-11(26)4-10(25)15-12(27)5-13(31-20(15)16)7-1-2-8(23)9(24)3-7/h1-5,14,17,19,21-26,28,30H,6H2/p-1/t14-,17-,19-,21+/m1/s1	PSJJCBOFYLERKW-QTRJSKNGSA-M		CHEBI:229564		
BASm0012893	3''-dehydropuerarin				O=C1[C@@H](O)[C@H](c2c([O-])ccc3c(=O)c(-c4ccc(O)cc4)coc23)O[C@H](CO)[C@H]1O		InChI=1S/C21H18O9/c22-7-14-17(26)18(27)19(28)21(30-14)15-13(24)6-5-11-16(25)12(8-29-20(11)15)9-1-3-10(23)4-2-9/h1-6,8,14,17,19,21-24,26,28H,7H2/p-1/t14-,17-,19-,21+/m1/s1	LLPCWHBATNIIFS-QTRJSKNGSA-M		CHEBI:229571		
BASm0012894	puerarin				O=c1c(-c2ccc(O)cc2)coc2c([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c([O-])ccc12	C21H20O9	InChI=1S/C21H20O9/c22-7-14-17(26)18(27)19(28)21(30-14)15-13(24)6-5-11-16(25)12(8-29-20(11)15)9-1-3-10(23)4-2-9/h1-6,8,14,17-19,21-24,26-28H,7H2	HKEAFJYKMMKDOR-UHFFFAOYSA-N	416.1107322	CHEBI:229573		
BASm0012895	N(1)-[(S)-3-amino-3-carboxypropyl]agmatine				NC(=[NH2+])NCCCC[NH2+]CC[C@H]([NH3+])C(=O)[O-]		InChI=1S/C9H21N5O2/c10-7(8(15)16)3-6-13-4-1-2-5-14-9(11)12/h7,13H,1-6,10H2,(H,15,16)(H4,11,12,14)/p+2/t7-/m0/s1	QFUFHOKZTAVOFF-ZETCQYMHSA-P		CHEBI:229577		
BASm0012897					*NC(CSSSCC(N*)C(*)=O)C(*)=O					CHEBI:229579		
BASm0012898	(3R)-5-guanidino-3-methyl-2-oxopentanoate			Expected Solid	C[C@H](CCNC(N)=[NH2+])C(=O)C(=O)[O-]	C7H13N3O3	InChI=1S/C7H13N3O3/c1-4(5(11)6(12)13)2-3-10-7(8)9/h4H,2-3H2,1H3,(H,12,13)(H4,8,9,10)	HLXRGRMMMNFZHD-UHFFFAOYSA-N	187.0956913	CHEBI:229580		MMDBc0055564
BASm0012899	N(1)-acetyl-N(1)-hydroxyputrescine				CC(=O)N(O)CCCC[NH3+]		InChI=1S/C6H14N2O2/c1-6(9)8(10)5-3-2-4-7/h10H,2-5,7H2,1H3/p+1	CFORGILBPYHKOH-UHFFFAOYSA-O		CHEBI:229591		
BASm0012900	ambiguine A				[C-]#[N+][C@@H]1[C@@H]2c3c(C(C)(C)C=C)[nH]c4cccc(c34)C(C)(C)[C@H]2C[C@@H](Cl)[C@]1(C)C=C		InChI=1S/C26H31ClN2/c1-9-24(3,4)22-21-19-15(12-11-13-17(19)29-22)25(5,6)16-14-18(27)26(7,10-2)23(28-8)20(16)21/h9-13,16,18,20,23,29H,1-2,14H2,3-7H3/t16-,18+,20-,23+,26-/m0/s1	GHYIJWADNLIVDB-UMIISBCRSA-N		CHEBI:229592		
BASm0012901	(3R)-3-methyl-L-arginine			Expected Solid	C[C@H](CCNC(N)=[NH2+])[C@H]([NH3+])C(=O)[O-]	C7H16N4O2	InChI=1S/C7H16N4O2/c1-4(5(8)6(12)13)2-3-11-7(9)10/h4-5H,2-3,8H2,1H3,(H,12,13)(H4,9,10,11)	VRWSVIUPXSFVFZ-UHFFFAOYSA-N	188.1273258	CHEBI:229593		MMDBc0024682
BASm0012903	ent-beyerene				CC1(C)CCC[C@]2(C)[C@@H]1CC[C@@]13C=C[C@@](C)(CC[C@H]12)C3	C20H32	InChI=1S/C20H32/c1-17(2)8-5-9-19(4)15(17)7-11-20-13-12-18(3,14-20)10-6-16(19)20/h12-13,15-16H,5-11,14H2,1-4H3	GXMKKDDGINQVBE-UHFFFAOYSA-N	272.250401	CHEBI:229601		
BASm0012908	(GlcNAc)2(Man)2(PP-Dol)1					C53H90N2O27P2		ICYFCNYPVWLQIE-KBUHXJTDSA-L	1248.521717	CHEBI:229641		
BASm0012909					*C/C(=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OC[C@H](N*)C(*)=O)CC(=O)[O-]					CHEBI:229663		
BASm0012910					*C/C(C)=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OC[C@H](N*)C(*)=O					CHEBI:229664		
BASm0012911	(2E)-3-methyl-5-phosphooxypent-2-enoate					C6H8O6P		OEFZZOSHOIKWRU-SNAWJCMRSA-K	207.0074957	CHEBI:229665		
BASm0012912					*CC(O)(CC(=O)[O-])CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OC[C@H](N*)C(*)=O					CHEBI:229667		
BASm0012913	3-aminoavenalumate					C11H10NO3		WVBIXHAMNDUEIA-ZPUQHVIOSA-M	204.0666168	CHEBI:229669		
BASm0012914	3-diazoavenalumate	A monocarboxylic acid anion that is the conjugate base of 3-diazoavenalumic acid resulting from the deprotonation of the carboxy group; Major microspecies at pH 7.3.				C11H8N2O3		CFDKWAUEJMBGEX-ZPUQHVIOSA-N	216.0534921	CHEBI:229670		
BASm0012915	(E)-3-aminocoumarate					C9H8NO3		YFSWWWWRYQAWSB-DUXPYHPUSA-M	178.0509667	CHEBI:229672		
BASm0012916	(E)-3-diazocoumarate					C9H6N2O3		HIPZKJMIBCPNSL-DUXPYHPUSA-N	190.0378421	CHEBI:229673		
BASm0012917	3-diazo-4-hydroxybenzoate					C7H4N2O3		ITTRBYGCGWWMSD-UHFFFAOYSA-N	164.022192	CHEBI:229674		
BASm0012918					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)/C=C(\C)CC(=O)[O-])C(*)=O					CHEBI:229678		
BASm0012919					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C=C(C)C)C(*)=O					CHEBI:229679		
BASm0012920	GDP-alpha-D-lincosamide					C18H29N6O16P2		JEOJYHIQZARGEY-IFWZHRFOSA-M	647.1120765	CHEBI:229681		
BASm0012921	ergothioneyl-alpha-D-lincosamide					C17H31N4O7S		MZDFOQLXMBUKGA-KSZMXYAJSA-O	435.1907969	CHEBI:229682		
BASm0012922	S-methyl-(E)-thiourocanate				CSc1nc(/C=C/C(=O)[O-])c[nH]1		InChI=1S/C7H8N2O2S/c1-12-7-8-4-5(9-7)2-3-6(10)11/h2-4H,1H3,(H,8,9)(H,10,11)/p-1/b3-2+	ONIAGRIJGZWVQU-NSCUHMNNSA-M		CHEBI:229683		
BASm0012923	S-methyl-thiohydantoin-5-propanoate				CSc1nc(CCC(=O)[O-])c(O)[nH]1		InChI=1S/C7H10N2O3S/c1-13-7-8-4(6(12)9-7)2-3-5(10)11/h12H,2-3H2,1H3,(H,8,9)(H,10,11)/p-1	NYBVERBMQHENFN-UHFFFAOYSA-M		CHEBI:229685		
BASm0012924	3'-deoxyinosine				O=c1[nH]cnc2c1ncn2[C@@H]1O[C@H](CO)C[C@H]1O	C10H12N4O4		RPZDLTVHZJHPAW-GZRQHRFASA-N	252.0858549	CHEBI:229694		
BASm0012925	(4Z,15Z)-mesobilirubin IXalpha				CCC1=C(C)/C(=C/c2[nH]c(Cc3[nH]c(/C=C4\NC(=O)C(C)=C4CC)c(C)c3CCC(=O)[O-])c(CCC(=O)[O-])c2C)NC1=O		InChI=1S/C33H40N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h13-14,34-35H,7-12,15H2,1-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/p-2/b26-13-,27-14-	HVHKMUMXERBUAN-IFADSCNNSA-L		CHEBI:229696		
BASm0012926	(3R)-hydroxy-(6Z,9Z,12Z,15Z,18Z,21Z)-tetracosahexaenoyl-CoA	This compound belongs to the family of Acyl CoAs. These are organic compounds contaning a coenzyme A substructure linked to another moeity through an ester bond.			CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]	C45H70N7O18P3S	InChI=1S/C45H70N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-33(53)28-36(55)74-27-26-47-35(54)24-25-48-43(58)40(57)45(2,3)30-67-73(64,65)70-72(62,63)66-29-34-39(69-71(59,60)61)38(56)44(68-34)52-32-51-37-41(46)49-31-50-42(37)52/h5-6,8-9,11-12,14-15,17-18,20-21,31-34,38-40,44,53,56-57H,4,7,10,13,16,19,22-30H2,1-3H3,(H,47,54)(H,48,58)(H,62,63)(H,64,65)(H2,46,49,50)(H2,59,60,61)/b6-5-,9-8-,12-11-,15-14-,18-17-,21-20-/t33?,34-,38-,39-,40+,44-/m1/s1	JJCGUWRDULVWQG-MOYVEXGTSA-N	1121.371089	CHEBI:229700	HMDB0060312	
BASm0012927	cis-4-hydroxycyclohexane-1-carboxylate		17419-81-7		O=C([O-])[C@H]1CC[C@@H](O)CC1	C7H12O3	InChI=1S/C7H12O3/c8-6-3-1-5(2-4-6)7(9)10/h5-6,8H,1-4H2,(H,9,10)	HCFRWBBJISAZNK-UHFFFAOYSA-N		CHEBI:229701		
BASm0012928	4-oxocyclohex-2-ene-1-carboxylate	A cyclohexenecarboxylate that is the conjugate base of 4-oxocyclohex-2-ene-1-carboxylic acid resulting from the deprotonation of the carboxy group; Major microspecies at pH 7.3.			O=C1C=CC(C(=O)[O-])CC1	C7H7O3	InChI=1S/C7H8O3/c8-6-3-1-5(2-4-6)7(9)10/h1,3,5H,2,4H2,(H,9,10)/p-1	JBSILJIXXSXXTF-UHFFFAOYSA-M		CHEBI:229702		
BASm0012929	4-oxocyclohexa-2,5-diene-1-carboxylate				O=C1C=CC(C(=O)[O-])C=C1		InChI=1S/C7H6O3/c8-6-3-1-5(2-4-6)7(9)10/h1-5H,(H,9,10)/p-1	FRJCLFVLGNIIPX-UHFFFAOYSA-M		CHEBI:229703		
BASm0012930	(4Z,15Z)-bilirubin IXalpha C8-beta-D-glucuronoside			Expected Solid	C=CC1=C(C)/C(=C/c2[nH]c(Cc3[nH]c(/C=C4\NC(=O)C(C)=C4C=C)c(C)c3CCC(=O)O[C@@H]3O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]3O)c(CCC(=O)[O-])c2C)NC1=O	C39H44N4O12	InChI=1S/C39H44N4O12/c1-7-20-19(6)36(50)43-27(20)14-25-18(5)23(10-12-31(46)54-39-34(49)32(47)33(48)35(55-39)38(52)53)29(41-25)15-28-22(9-11-30(44)45)17(4)24(40-28)13-26-16(3)21(8-2)37(51)42-26/h7-8,13-14,32-35,39-41,47-49H,1-2,9-12,15H2,3-6H3,(H,42,51)(H,43,50)(H,44,45)(H,52,53)/b26-13+,27-14-/t32-,33-,34+,35-,39+/m0/s1	ARBDURHEPGRPSR-JTCNQIQHSA-N	760.2955729	CHEBI:229704		MMDBc0049595
BASm0012931	(4Z,15Z)-bilirubin IXalpha C12-beta-D-glucuronoside				C=CC1=C(C)/C(=C/c2[nH]c(Cc3[nH]c(/C=C4\NC(=O)C(C)=C4C=C)c(C)c3CCC(=O)[O-])c(CCC(=O)O[C@@H]3O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]3O)c2C)NC1=O		InChI=1S/C39H44N4O12/c1-7-20-19(6)36(50)43-27(20)14-25-17(4)22(9-11-30(44)45)28(41-25)15-29-23(18(5)24(40-29)13-26-16(3)21(8-2)37(51)42-26)10-12-31(46)54-39-34(49)32(47)33(48)35(55-39)38(52)53/h7-8,13-14,32-35,39-41,47-49H,1-2,9-12,15H2,3-6H3,(H,42,51)(H,43,50)(H,44,45)(H,52,53)/p-2/b26-13-,27-14-/t32-,33-,34+,35-,39+/m0/s1	MQRFWGRFUKAJAX-LCNKTQGVSA-L		CHEBI:229705		
BASm0012932	(4Z,15Z)-bilirubin IXalpha C8,C12-beta-D-bisglucuronoside	Bilirubin diglucuronide is a water soluble version of bilirubin. E. coli living in the mammalian gut can use this compound as a substrate for growth.  Bilirubin glucuronides are water-soluble.	17459-92-6	Solid	C=CC1=C(C)/C(=C/c2[nH]c(Cc3[nH]c(/C=C4\NC(=O)C(C)=C4C=C)c(C)c3CCC(=O)O[C@@H]3O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]3O)c(CCC(=O)O[C@@H]3O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]3O)c2C)NC1=O	C45H52N4O18	InChI=1S/C45H52N4O18/c1-7-20-19(6)40(58)49-27(20)14-25-18(5)23(10-12-31(51)65-45-37(57)33(53)35(55)39(67-45)43(62)63)29(47-25)15-28-22(17(4)24(46-28)13-26-16(3)21(8-2)41(59)48-26)9-11-30(50)64-44-36(56)32(52)34(54)38(66-44)42(60)61/h7-8,13-14,32-39,44-47,52-57H,1-2,9-12,15H2,3-6H3,(H,48,59)(H,49,58)(H,60,61)(H,62,63)/b26-13-,27-14-/t32-,33-,34-,35-,36+,37+,38-,39-,44+,45+/m0/s1	SCJLWMXOOYZBTH-BTVQFETGSA-N	936.3276609	CHEBI:229706	HMDB03325	
BASm0012933	oxo-taxadiene-4alpha-ol				CC1=C2CC[C@]3(C)CCC4OC[C@@]4(O)[C@H]3C[C@H](CC1)C2(C)C		InChI=1S/C20H32O2/c1-13-5-6-14-11-16-19(4,9-7-15(13)18(14,2)3)10-8-17-20(16,21)12-22-17/h14,16-17,21H,5-12H2,1-4H3/t14-,16-,17+,19+,20+/m0/s1	WFOFTTUMRWXDJQ-BUVCFRMYSA-N		CHEBI:229707		
BASm0012934	oxo-taxadiene-4alpha,9alpha-diol				CC1=C2CC(O)[C@]3(C)CCC4OC[C@@]4(O)[C@H]3C[C@H](CC1)C2(C)C		InChI=1S/C20H32O3/c1-12-5-6-13-9-15-19(4,8-7-17-20(15,22)11-23-17)16(21)10-14(12)18(13,2)3/h13,15-17,21-22H,5-11H2,1-4H3/t13-,15-,16?,17+,19+,20+/m0/s1	KNEDASIARFSPRT-YMXFWWKPSA-N		CHEBI:229708		
BASm0012936	L-alanocholate	Cholylalanine belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Cholylalanine consists of the bile acid cholic acid conjugated to the amino acid Alanine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Cholylalanine, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Cholylalanine appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			C[C@H](NC(=O)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C)C(=O)[O-]	C27H45NO6	InChI=1S/C27H45NO6/c1-14(5-8-23(32)28-15(2)25(33)34)18-6-7-19-24-20(13-22(31)27(18,19)4)26(3)10-9-17(29)11-16(26)12-21(24)30/h14-22,24,29-31H,5-13H2,1-4H3,(H,28,32)(H,33,34)	AZWGEBXBDOIOHW-UHFFFAOYSA-N	479.3246882	CHEBI:229710	HMDB0242370	
BASm0012937	L-serocholate	Cholylserine belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Cholylserine consists of the bile acid cholic acid conjugated to the amino acid Serine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Cholylserine, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Cholylserine appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).				C27H44NO7		LLEBFOGPKXFKIL-QCBZUUICSA-M	494.3123263	CHEBI:229711	HMDB0242388	
BASm0012938	L-histidocholate	Cholylhistidine belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Cholylhistidine consists of the bile acid cholic acid conjugated to the amino acid Histidine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Cholylhistidine, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Cholylhistidine appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).				C30H46N3O6		GOBIDZCUVCOUAI-YJZFKLOMSA-M	544.3392098	CHEBI:229712	HMDB0242389	
BASm0012939	L-arginocholate	Cholylarginine belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Cholylarginine consists of the bile acid cholic acid conjugated to the amino acid Arginine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Cholylarginine, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Cholylarginine appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			C[C@H](CCC(=O)N[C@@H](CCCNC(N)=[NH2+])C(=O)[O-])[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C30H52N4O6	InChI=1S/C30H52N4O6/c1-16(6-9-25(38)34-22(27(39)40)5-4-12-33-28(31)32)19-7-8-20-26-21(15-24(37)30(19,20)3)29(2)11-10-18(35)13-17(29)14-23(26)36/h16-24,26,35-37H,4-15H2,1-3H3,(H,34,38)(H,39,40)(H4,31,32,33)	VFJSXFXCQQBGTM-UHFFFAOYSA-N	564.3886854	CHEBI:229713	HMDB0242375	
BASm0012940	L-phenylalanocholate	0	0	0	C[C@H](CCC(=O)N[C@@H](Cc1ccccc1)C(=O)[O-])[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C33H49NO6	InChI=1S/C33H49NO6/c1-19(9-12-29(38)34-26(31(39)40)15-20-7-5-4-6-8-20)23-10-11-24-30-25(18-28(37)33(23,24)3)32(2)14-13-22(35)16-21(32)17-27(30)36/h4-8,19,21-28,30,35-37H,9-18H2,1-3H3,(H,34,38)(H,39,40)/t19-,21?,22-,23?,24?,25?,26?,27-,28-,30?,32+,33-/m1/s1	IQKZHEVJCMKOED-PUKNZGNBSA-N	555.3559883	CHEBI:229714	HMDB0240691	
BASm0012941	S-(hydroxysulfenamide)glutathione				[NH3+][C@@H](CCC(=O)N[C@@H](CSNO)C(=O)NCC(=O)[O-])C(=O)[O-]		InChI=1S/C10H18N4O7S/c11-5(10(19)20)1-2-7(15)13-6(4-22-14-21)9(18)12-3-8(16)17/h5-6,14,21H,1-4,11H2,(H,12,18)(H,13,15)(H,16,17)(H,19,20)/p-1/t5-,6-/m0/s1	ZOIIDZWLSVVTGQ-WDSKDSINSA-M		CHEBI:229723		
BASm0012942	3,4-epoxy-1-cyclohexene	An epoxide that is cyclohexene substituted at positions 3 and 4 by an epoxy group.			C1=CC2OC2CC1	C6H8O	InChI=1S/C6H8O/c1-2-4-6-5(3-1)7-6/h1,3,5-6H,2,4H2	ILSLNOWZSKKNJQ-UHFFFAOYSA-N		CHEBI:229725		
BASm0012943	1,2-epoxy-9-decene				C=CCCCCCCC1CO1		InChI=1S/C10H18O/c1-2-3-4-5-6-7-8-10-9-11-10/h2,10H,1,3-9H2	FCZHJHKCOZGQJZ-UHFFFAOYSA-N		CHEBI:229726		
BASm0012944	3,4-dimethoxy-L-phenylalanine				COc1ccc(C[C@H]([NH3+])C(=O)[O-])cc1OC	C11H15NO4	InChI=1S/C11H15NO4/c1-15-9-4-3-7(6-10(9)16-2)5-8(12)11(13)14/h3-4,6,8H,5,12H2,1-2H3,(H,13,14)	VWTFNYVAFGYEKI-UHFFFAOYSA-N	225.100108	CHEBI:229727		
BASm0012945	3,4-dimethoxy-(E)-cinnamate		14737-89-4		COc1ccc(/C=C/C(=O)[O-])cc1OC	C11H12O4	InChI=1S/C11H12O4/c1-14-9-5-3-8(4-6-11(12)13)7-10(9)15-2/h3-7H,1-2H3,(H,12,13)/b6-4+	HJBWJAPEBGSQPR-GQCTYLIASA-N		CHEBI:229728		
BASm0012946	N(3)-1,2-dicarboxyethyl-diaminobutanoate				C[C@@H]([NH2+]C(CC(=O)[O-])C(=O)[O-])[C@H](N)C(=O)[O-]		InChI=1S/C8H14N2O6/c1-3(6(9)8(15)16)10-4(7(13)14)2-5(11)12/h3-4,6,10H,2,9H2,1H3,(H,11,12)(H,13,14)(H,15,16)/p-2/t3-,4?,6+/m1/s1	NQFSGJKODGVYCI-UNEIAVTISA-L		CHEBI:229740		
BASm0012947	(2S,3R)-diaminobutanoate		25023-80-7	solid	C[C@@H]([NH3+])[C@H](N)C(=O)[O-]	C4H10N2O2	InChI=1S/C4H10N2O2/c1-2(5)3(6)4(7)8/h2-3H,5-6H2,1H3,(H,7,8)/t2-,3+/m1/s1	SXGMVGOVILIERA-GBXIJSLDSA-N	118.0742276	CHEBI:229741		
BASm0012948	(2S,3S)-diaminobutanoate				C[C@H]([NH3+])[C@H](N)C(=O)[O-]		InChI=1S/C4H10N2O2/c1-2(5)3(6)4(7)8/h2-3H,5-6H2,1H3,(H,7,8)/t2-,3-/m0/s1	SXGMVGOVILIERA-HRFVKAFMSA-N		CHEBI:229742		
BASm0012949	hydrolyzed zearalenone				C[C@H](O)CCCC(=O)CCC/C=C/c1cc(O)cc(O)c1C(=O)[O-]		InChI=1S/C18H24O6/c1-12(19)6-5-9-14(20)8-4-2-3-7-13-10-15(21)11-16(22)17(13)18(23)24/h3,7,10-12,19,21-22H,2,4-6,8-9H2,1H3,(H,23,24)/p-1/b7-3+/t12-/m0/s1	KZABMNZGZHPCFB-QBODLPLBSA-M		CHEBI:229751		
BASm0012950	decarboxylated hydrolyzed zearalenone				C[C@H](O)CCCC(=O)CCC/C=C/c1cc(O)cc(O)c1		InChI=1S/C17H24O4/c1-13(18)6-5-9-15(19)8-4-2-3-7-14-10-16(20)12-17(21)11-14/h3,7,10-13,18,20-21H,2,4-6,8-9H2,1H3/b7-3+/t13-/m0/s1	TVXRLKRGDWQGQV-MXPWBENCSA-N		CHEBI:229752		
BASm0012951	ambiguine H	An organic cation that is the conjugate acid of ambiguine H resulting from the protonation of the isocyano group; Major microspecies at pH 7.3.			C#[N+][C@@H]1[C@@H]2c3c(C(C)(C)C=C)[nH]c4cccc(c34)C(C)(C)[C@H]2CC[C@]1(C)C=C	C26H33N2	InChI=1S/C26H33N2/c1-9-24(3,4)22-21-19-16(12-11-13-18(19)28-22)25(5,6)17-14-15-26(7,10-2)23(27-8)20(17)21/h8-13,17,20,23,28H,1-2,14-15H2,3-7H3/q+1/t17-,20-,23+,26-/m0/s1	KQWAKTWJWYLNME-CSOFANMDSA-N		CHEBI:229756		
BASm0012952	etherolenate	A long-chain fatty acid anion that is the conjugate base of etherolenic acid resulting from the deprotonation of the carboxy group; Major microspecies at pH 7.3.			CC/C=C\C=C\O/C=C/C=C\CCCCCCCC(=O)[O-]	C18H27O3	InChI=1S/C18H28O3/c1-2-3-4-13-16-21-17-14-11-9-7-5-6-8-10-12-15-18(19)20/h3-4,9,11,13-14,16-17H,2,5-8,10,12,15H2,1H3,(H,19,20)/p-1/b4-3-,11-9-,16-13+,17-14+	QWRJRLCIDLDGLM-GTTHPXIQSA-M		CHEBI:229758		
BASm0012953	etheroleate					C18H29O3		NQNHRHWFZHFAAH-XSWVPMOFSA-M	293.2122184	CHEBI:229759		
BASm0012954	N-(3-carboxypropanoyl)-N-hydroxyputrescine					C8H16N2O4		HJMSTRBGVUJGAI-UHFFFAOYSA-N	204.111007	CHEBI:229776		
BASm0012955	pre-putrebactin	A zwitterion obtained by transfer of a proton from the carboxy group to the amino group of pre-putrebactin; Major microspecies at pH 7.3.			[NH3+]CCCCN(O)C(=O)CCC(=O)NCCCCN(O)C(=O)CCC(=O)[O-]	C16H30N4O7	InChI=1S/C16H30N4O7/c17-9-1-3-11-19(26)14(22)6-5-13(21)18-10-2-4-12-20(27)15(23)7-8-16(24)25/h26-27H,1-12,17H2,(H,18,21)(H,24,25)	MMTPETIUERTJQL-UHFFFAOYSA-N		CHEBI:229777		
BASm0012956	N-(3-carboxypropanoyl)-N-hydroxycadaverine				[NH3+]CCCCCN(O)C(=O)CCC(=O)[O-]		InChI=1S/C9H18N2O4/c10-6-2-1-3-7-11(15)8(12)4-5-9(13)14/h15H,1-7,10H2,(H,13,14)	VUXMGAKZQBQIAH-UHFFFAOYSA-N		CHEBI:229778		
BASm0012957	bisucaberin B	A tautomer resulting from the transfer of a proton from the carboxy group to the amino group of bisucaberin B; Major microspecies at pH 7.3.			[NH3+]CCCCCN(O)C(=O)CCC(=O)NCCCCCN(O)C(=O)CCC(=O)[O-]	C18H34N4O7	InChI=1S/C18H34N4O7/c19-11-3-1-5-13-21(28)16(24)8-7-15(23)20-12-4-2-6-14-22(29)17(25)9-10-18(26)27/h28-29H,1-14,19H2,(H,20,23)(H,26,27)	BFOMYWUPLOKASM-UHFFFAOYSA-N		CHEBI:229779		
BASm0012958	8-iso-prostaglandin F2alpha-glucuronide				CCCCC[C@@H](/C=C/[C@@H]1[C@H](C/C=C\CCCC(=O)[O-])[C@@H](O)C[C@H]1O)O[C@@H]1O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]1O		InChI=1S/C26H42O11/c1-2-3-6-9-15(36-26-23(33)21(31)22(32)24(37-26)25(34)35)12-13-17-16(18(27)14-19(17)28)10-7-4-5-8-11-20(29)30/h4,7,12-13,15-19,21-24,26-28,31-33H,2-3,5-6,8-11,14H2,1H3,(H,29,30)(H,34,35)/p-2/b7-4-,13-12+/t15-,16-,17+,18-,19+,21-,22-,23+,24-,26+/m0/s1	NLZULYVCGNMYSF-CKBSYWFFSA-L		CHEBI:229786		
BASm0012959	5-epi-5-F2t-IsoP				CCCCC/C=C\C[C@@H]1[C@H](/C=C/[C@H](O)CCCC(=O)[O-])[C@@H](O)C[C@H]1O	C20H34O5	InChI=1S/C20H34O5/c1-2-3-4-5-6-7-10-16-17(19(23)14-18(16)22)13-12-15(21)9-8-11-20(24)25/h6-7,12-13,15-19,21-23H,2-5,8-11,14H2,1H3,(H,24,25)	RZCPXIZGLPAGEV-UHFFFAOYSA-N	354.2406242	CHEBI:229787	HMDB0243554	
BASm0012960	5-epi-5-F2t-IsoP-glucuronide				CCCCC/C=C\C[C@@H]1[C@H](/C=C/[C@@H](CCCC(=O)[O-])O[C@@H]2O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)C[C@H]1O		InChI=1S/C26H42O11/c1-2-3-4-5-6-7-10-16-17(19(28)14-18(16)27)13-12-15(9-8-11-20(29)30)36-26-23(33)21(31)22(32)24(37-26)25(34)35/h6-7,12-13,15-19,21-24,26-28,31-33H,2-5,8-11,14H2,1H3,(H,29,30)(H,34,35)/p-2/b7-6-,13-12+/t15-,16-,17+,18-,19+,21+,22+,23-,24+,26-/m1/s1	LKJKBLUIGXHKEY-QQIVJUKFSA-L		CHEBI:229788		
BASm0012961	sobralene				CC1=C2C/C=C(/C)CCC/C(C)=C\CC(CC1)C2(C)C		InChI=1S/C20H32/c1-15-7-6-8-16(2)10-14-19-17(3)11-13-18(12-9-15)20(19,4)5/h9-10,18H,6-8,11-14H2,1-5H3/b15-9-,16-10-	PCIXTRZRJQICOW-VULZFCBJSA-N		CHEBI:229939		
BASm0012962	CMP-N-beta-acetyl-9-O-acetylneuraminate				CC(=O)N[C@H]1[C@H]([C@H](O)[C@H](O)COC(C)=O)O[C@](OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(N)nc3=O)[C@H](O)[C@@H]2O)(C(=O)[O-])C[C@@H]1O		InChI=1S/C22H33N4O17P/c1-8(27)24-14-10(29)5-22(20(34)35,42-18(14)15(31)11(30)6-39-9(2)28)43-44(37,38)40-7-12-16(32)17(33)19(41-12)26-4-3-13(23)25-21(26)36/h3-4,10-12,14-19,29-33H,5-7H2,1-2H3,(H,24,27)(H,34,35)(H,37,38)(H2,23,25,36)/p-2/t10-,11+,12+,14+,15+,16+,17+,18+,19+,22+/m0/s1	ZMMQGPOJIJZZEV-BFFRMRRTSA-L		CHEBI:229947		
BASm0012963	L-aspartyl-L-lysine	Aspartyllysine is a hydrophilic dipeptide composed of aspartic acid and lysine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. Aspartyllysine is widely distributed in nature and is present in wheat, fish, and other nutrients. It has been demonstrated to be absorbed by the intestinal H+/peptide transporter PepT1. It is excreted by the kidney-specific high-affinity H+/peptide cotransport system (PMID:1982012, 9922316, 7589991).	5891-51-0	Solid	[NH3+]CCCC[C@H](NC(=O)[C@@H]([NH3+])CC(=O)[O-])C(=O)[O-]	C10H19N3O5	InChI=1S/C10H19N3O5/c11-4-2-1-3-7(10(17)18)13-9(16)6(12)5-8(14)15/h6-7H,1-5,11-12H2,(H,13,16)(H,14,15)(H,17,18)/t6-,7-/m0/s1	OAMLVOVXNKILLQ-BQBZGAKWSA-N	261.1324707	CHEBI:229953	HMDB0004987	
BASm0012964	L-lysyl-L-alanine	Lysylalanine is a dipeptide composed of lysine and alanine. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.	17043-71-9	Solid	C[C@H](NC(=O)[C@@H]([NH3+])CCCC[NH3+])C(=O)[O-]	C9H19N3O3	InChI=1S/C9H19N3O3/c1-6(9(14)15)12-8(13)7(11)4-2-3-5-10/h6-7H,2-5,10-11H2,1H3,(H,12,13)(H,14,15)/t6-,7-/m0/s1	QOOWRKBDDXQRHC-BQBZGAKWSA-N	217.1426415	CHEBI:229954	HMDB0028944	
BASm0012965	L-arginyl-glycine	A peptide cation obtained by deprotonation of the carboxy terminus and protonation of the amino groups of Arg-Gly; major species at pH 7.3.			NC(=[NH2+])NCCC[C@H]([NH3+])C(=O)NCC(=O)[O-]	C8H18N5O3	InChI=1S/C8H17N5O3/c9-5(2-1-3-12-8(10)11)7(16)13-4-6(14)15/h5H,1-4,9H2,(H,13,16)(H,14,15)(H4,10,11,12)/p+1/t5-/m0/s1	XUUXCWCKKCZEAW-YFKPBYRVSA-O		CHEBI:229955		
BASm0012966	L-lysyl-L-lysine	Lysyllysine is a dipeptide composed of two lysine residues. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.	13184-13-9	Solid	[NH3+]CCCC[C@H](NC(=O)[C@@H]([NH3+])CCCC[NH3+])C(=O)[O-]	C12H26N4O3	InChI=1S/C12H26N4O3/c13-7-3-1-5-9(15)11(17)16-10(12(18)19)6-2-4-8-14/h9-10H,1-8,13-15H2,(H,16,17)(H,18,19)/t9-,10-/m0/s1	NVGBPTNZLWRQSY-UWVGGRQHSA-N	274.2004907	CHEBI:229956	HMDB0028956	
BASm0012967	L-histidyl-glycine	Histidylglycine is a dipeptide composed of histidine and glycine. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.	2578-58-7	Solid	[NH3+][C@@H](Cc1c[nH]cn1)C(=O)NCC(=O)[O-]	C8H12N4O3	InChI=1S/C8H12N4O3/c9-6(1-5-2-10-4-12-5)8(15)11-3-7(13)14/h2,4,6H,1,3,9H2,(H,10,12)(H,11,15)(H,13,14)/t6-/m0/s1	LYCVKHSJGDMDLM-LURJTMIESA-N	212.0909403	CHEBI:229957	HMDB0028885	
BASm0012968	L-histidyl-L-alpha-amino acid				*[C@H](NC(=O)[C@@H]([NH3+])Cc1c[nH]cn1)C(=O)[O-]					CHEBI:229964		
BASm0012969	L-lysyl-L-alpha-amino acid				*[C@H](NC(=O)[C@@H]([NH3+])CCCC[NH3+])C(=O)[O-]					CHEBI:229965		
BASm0012970	L-alpha-aminoacyl-L-lysine				*[C@H]([NH3+])C(=O)N[C@@H](CCCC[NH3+])C(=O)[O-]					CHEBI:229966		
BASm0012971	L-alpha-aminoacyl-L-histidine				*[C@H]([NH3+])C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)[O-]					CHEBI:229967		
BASm0012972	L-alpha-aminoacyl-L-arginine				*[C@H]([NH3+])C(=O)N[C@@H](CCCNC(N)=[NH2+])C(=O)[O-]					CHEBI:229968		
BASm0012973	1-(1Z-octadecenyl)-sn-glycero-3-phosphoethanolamine	LysoPE(P-18:0/0:0) is a phospho-ether lipid. Ether lipids are lipids in which one or more of the carbon atoms on glycerol is bonded to an alkyl chain via an ether linkage, as opposed to the usual ester linkage. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodelling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine, and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin and choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0, and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.	174062-73-8		CCCCCCCCCCCCCCCC\C=C/OC[C@@H](O)COP(O)(=O)OCCN	C23H48NO6P	InChI=1S/C23H48NO6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19-28-21-23(25)22-30-31(26,27)29-20-18-24/h17,19,23,25H,2-16,18,20-22,24H2,1H3,(H,26,27)/b19-17-/t23-/m1/s1	KACDZDULGKPXHT-HIVNOOBXSA-N	465.3219253	CHEBI:229972	HMDB0240598	
BASm0012974	3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propanoate					C10H11O5		ABTZMSOARGMKMK-UHFFFAOYNA-M	211.061197	CHEBI:229973		
BASm0012975	3-hydroxy-3-(4-O-beta-D-glucosyl-3-methoxyphenyl)propanoate				COc1cc(C(O)CC(=O)[O-])ccc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O		InChI=1S/C16H22O10/c1-24-10-4-7(8(18)5-12(19)20)2-3-9(10)25-16-15(23)14(22)13(21)11(6-17)26-16/h2-4,8,11,13-18,21-23H,5-6H2,1H3,(H,19,20)/p-1/t8?,11-,13-,14+,15-,16-/m1/s1	VCZRWMYTVKRCOI-VALWFRSZSA-M		CHEBI:229974		
BASm0012976	3-hydroxy-3-(4-hydroxyphenyl)propanoate				O=C([O-])CC(O)c1ccc(O)cc1	C9H10O4	InChI=1S/C9H10O4/c10-7-3-1-6(2-4-7)8(11)5-9(12)13/h1-4,8,10-11H,5H2,(H,12,13)	AKWHTKRUNUYXDS-UHFFFAOYSA-N	182.0579088	CHEBI:229975		
BASm0012977	CMP-N-beta-acetyl-7-O-acetylneuraminate				CC(=O)N[C@H]1[C@H]([C@H](OC(C)=O)[C@H](O)CO)O[C@](OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(N)nc3=O)[C@H](O)[C@@H]2O)(C(=O)[O-])C[C@@H]1O		InChI=1S/C22H33N4O17P/c1-8(28)24-14-10(30)5-22(20(34)35,42-18(14)17(11(31)6-27)40-9(2)29)43-44(37,38)39-7-12-15(32)16(33)19(41-12)26-4-3-13(23)25-21(26)36/h3-4,10-12,14-19,27,30-33H,5-7H2,1-2H3,(H,24,28)(H,34,35)(H,37,38)(H2,23,25,36)/p-2/t10-,11+,12+,14+,15+,16+,17+,18+,19+,22+/m0/s1	SXXZZRFINHAESH-BFFRMRRTSA-L		CHEBI:229976		
BASm0012978	CMP-N-beta-acetyl-8-O-acetylneuraminate				CC(=O)N[C@H]1[C@H]([C@H](O)[C@@H](CO)OC(C)=O)O[C@](OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(N)nc3=O)[C@H](O)[C@@H]2O)(C(=O)[O-])C[C@@H]1O		InChI=1S/C22H33N4O17P/c1-8(28)24-14-10(30)5-22(20(34)35,42-18(14)16(32)11(6-27)40-9(2)29)43-44(37,38)39-7-12-15(31)17(33)19(41-12)26-4-3-13(23)25-21(26)36/h3-4,10-12,14-19,27,30-33H,5-7H2,1-2H3,(H,24,28)(H,34,35)(H,37,38)(H2,23,25,36)/p-2/t10-,11+,12+,14+,15+,16+,17+,18+,19+,22+/m0/s1	BQTSNMUBUZXVKN-BFFRMRRTSA-L		CHEBI:229977		
BASm0012984	CDP-6-keto-D-fructose				Nc1ccn([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@@H](O)[C@@H](O)[C@H](O)C(=O)CO)[C@@H](O)[C@H]2O)c(=O)n1		InChI=1S/C15H25N3O16P2/c16-9-1-2-18(15(26)17-9)14-13(25)12(24)8(33-14)5-32-36(29,30)34-35(27,28)31-4-7(21)11(23)10(22)6(20)3-19/h1-2,7-8,10-14,19,21-25H,3-5H2,(H,27,28)(H,29,30)(H2,16,17,26)/p-2/t7-,8-,10-,11-,12-,13-,14-/m1/s1	OXHCGGFIJZYBHJ-DYEJMGOVSA-L		CHEBI:230461		
BASm0012985	CDP-D-glucitol				Nc1ccn([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)CO)[C@@H](O)[C@H]2O)c(=O)n1		InChI=1S/C15H27N3O16P2/c16-9-1-2-18(15(26)17-9)14-13(25)12(24)8(33-14)5-32-36(29,30)34-35(27,28)31-4-7(21)11(23)10(22)6(20)3-19/h1-2,6-8,10-14,19-25H,3-5H2,(H,27,28)(H,29,30)(H2,16,17,26)/p-2/t6-,7+,8+,10+,11+,12+,13+,14+/m0/s1	WSJYSDVJOUCAAL-WZWGQWAVSA-L		CHEBI:230462		
BASm0012986	N(1)-acetyl-sym-homospermidine					C10H25N3O		LZPNCFINRBSVNQ-UHFFFAOYSA-P	203.1986653	CHEBI:230463		
BASm0012989	17-dehydropreakuammicine					C21H23N2O3		OBUYIUIFFBCOOV-OQTQPSEISA-O	351.170319	CHEBI:230469		
BASm0012990	17-dehydropreakuammicine hydrate					C21H25N2O4		TZLHPXHOPLCTTE-KSPARTEWSA-O	369.1808837	CHEBI:230472		
BASm0012991	rhazimal					C21H22N2O3		NOKTUSVPNZHPFL-OQTQPSEISA-N	350.1630426	CHEBI:230473		
BASm0012992	rhazimol					C21H25N2O3		XLHUHYFKFFGUFE-OQTQPSEISA-O	353.1859691	CHEBI:230474		
BASm0012995	variecoladiene					C25H40		KSXPRRSHHYDZBU-PTQXHSCKSA-N	340.3130013	CHEBI:230481		
BASm0012996	(20S)-19,20-dihydrovomilenine				CC[C@H]1[C@@H]2C[C@H]3C4=Nc5ccccc5[C@]45C[C@@H](C2[C@H]5OC(C)=O)N3[C@@H]1O		InChI=1S/C21H24N2O3/c1-3-11-12-8-15-18-21(13-6-4-5-7-14(13)22-18)9-16(23(15)20(11)25)17(12)19(21)26-10(2)24/h4-7,11-12,15-17,19-20,25H,3,8-9H2,1-2H3/t11-,12-,15-,16-,17?,19+,20+,21+/m0/s1	HQZUCSQUBHQEDH-MAPGWTOISA-N		CHEBI:230482		
BASm0012997	dihydroprecondylocarpine acetate (enamine form)				CCC1=C[NH+]2CCc3c([nH]c4ccccc34)[C@@](COC(C)=O)(C(=O)OC)[C@H]1CC2		InChI=1S/C23H28N2O4/c1-4-16-13-25-11-9-18-17-7-5-6-8-20(17)24-21(18)23(22(27)28-3,14-29-15(2)26)19(16)10-12-25/h5-8,13,19,24H,4,9-12,14H2,1-3H3/p+1/t19-,23-/m0/s1	OTBAOEPNAGWHCY-CVDCTZTESA-O		CHEBI:230485		
BASm0012998	4-methylajmaline				CC[C@H]1[C@@H]2C[C@H]3[C@@H]4N(C)c5ccccc5[C@]45C[C@@H](C2[C@H]5O)[N+]3(C)[C@@H]1O		InChI=1S/C21H29N2O2/c1-4-11-12-9-15-18-21(13-7-5-6-8-14(13)22(18)2)10-16(17(12)19(21)24)23(15,3)20(11)25/h5-8,11-12,15-20,24-25H,4,9-10H2,1-3H3/q+1/t11-,12-,15-,16-,17?,18-,19+,20+,21+,23?/m0/s1	NCFABVDNFAPWSM-VKTPQWCKSA-N		CHEBI:230509		
BASm0012999	4-methylnorajmaline				CC[C@H]1[C@@H]2C[C@H]3[C@@H]4Nc5ccccc5[C@]45C[C@@H](C2[C@H]5O)[N+]3(C)[C@@H]1O		InChI=1S/C20H27N2O2/c1-3-10-11-8-14-17-20(12-6-4-5-7-13(12)21-17)9-15(16(11)18(20)23)22(14,2)19(10)24/h4-7,10-11,14-19,21,23-24H,3,8-9H2,1-2H3/q+1/t10-,11-,14-,15-,16?,17-,18+,19+,20+,22?/m0/s1	JZAZLBSWQUUXFV-KPWAWLCZSA-N		CHEBI:230510		
BASm0013002	(2R,3R,5S)-2-(S-pantetheinyl)-carbapenam-3-carboxylate				CC(C)(CO)[C@@H](O)C(=O)NCCC(=O)NCCS[C@@H]1C[C@H]2CC(=O)N2[C@@H]1C(=O)[O-]		InChI=1S/C18H29N3O7S/c1-18(2,9-22)15(25)16(26)20-4-3-12(23)19-5-6-29-11-7-10-8-13(24)21(10)14(11)17(27)28/h10-11,14-15,22,25H,3-9H2,1-2H3,(H,19,23)(H,20,26)(H,27,28)/p-1/t10-,11+,14-,15-/m0/s1	XJMYKDFZQNYDFC-JLUCKKNBSA-M		CHEBI:230520		
BASm0013003	(2R,3R,5S,6R)-6-(methyl)-2-(S-pantetheinyl)-carbapenam-3-carboxylate				C[C@H]1C(=O)N2[C@H](C(=O)[O-])[C@H](SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)CO)C[C@@H]12		InChI=1S/C19H31N3O7S/c1-10-11-8-12(14(18(28)29)22(11)17(10)27)30-7-6-20-13(24)4-5-21-16(26)15(25)19(2,3)9-23/h10-12,14-15,23,25H,4-9H2,1-3H3,(H,20,24)(H,21,26)(H,28,29)/p-1/t10-,11+,12-,14+,15+/m1/s1	AQNMGEYJWABTGR-MIBAYGRRSA-M		CHEBI:230521		
BASm0013004	(2R,3R,5S,6R)-6-(ethyl)-2-(S-pantetheinyl)-carbapenam-3-carboxylate				CC[C@H]1C(=O)N2[C@H](C(=O)[O-])[C@H](SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)CO)C[C@@H]12		InChI=1S/C20H33N3O7S/c1-4-11-12-9-13(15(19(29)30)23(12)18(11)28)31-8-7-21-14(25)5-6-22-17(27)16(26)20(2,3)10-24/h11-13,15-16,24,26H,4-10H2,1-3H3,(H,21,25)(H,22,27)(H,29,30)/p-1/t11-,12+,13-,15+,16+/m1/s1	VBDJIAPAESIRHW-WALBABNVSA-M		CHEBI:230522		
BASm0013009	sulfosungeidine F				CC1=CC(=O)[C@H]2c3cccc4c3[C@H]3[C@@H]1[C@@H]2CN3c1ccc2c3c(c5c(c-4c13)C=C[C@@H](O)[C@@H]5OS(=O)(=O)[O-])SC2=O		InChI=1S/C30H21NO7S2/c1-11-9-19(33)21-12-3-2-4-13-22-14-6-8-18(32)28(38-40(35,36)37)25(14)29-24-15(30(34)39-29)5-7-17(26(22)24)31-10-16(21)20(11)27(31)23(12)13/h2-9,16,18,20-21,27-28,32H,10H2,1H3,(H,35,36,37)/p-1/t16-,18+,20-,21-,27+,28-/m0/s1	SSQRKOPMCGMNEI-WZCLLJMXSA-M		CHEBI:230528		
BASm0013010	sulfosungeidine E				CC1=CC(=O)[C@H]2c3ccccc3[C@H]3[C@@H]1[C@@H]2CN3c1ccc2c3c(c4c(cc13)C=C[C@@H](O)[C@@H]4OS(=O)(=O)[O-])SC2=O		InChI=1S/C30H23NO7S2/c1-13-10-22(33)25-15-4-2-3-5-16(15)27-23(13)19(25)12-31(27)20-8-7-17-26-18(20)11-14-6-9-21(32)28(38-40(35,36)37)24(14)29(26)39-30(17)34/h2-11,19,21,23,25,27-28,32H,12H2,1H3,(H,35,36,37)/p-1/t19-,21+,23-,25-,27-,28-/m0/s1	AGGXWTWEDJRFOX-LAQSNJLJSA-M		CHEBI:230533		
BASm0013011	6-diphospho-1D-myo-inositol pentakisphosphate			Expected Solid	O=P([O-])([O-])O[C@H]1[C@@H](OP(=O)([O-])[O-])[C@@H](OP(=O)([O-])[O-])[C@H](OP(=O)([O-])OP(=O)([O-])[O-])[C@@H](OP(=O)([O-])[O-])[C@@H]1OP(=O)([O-])[O-]	C6H19O27P7	InChI=1S/C6H19O27P7/c7-34(8,9)27-1-2(28-35(10,11)12)4(30-37(16,17)18)6(32-40(25,26)33-39(22,23)24)5(31-38(19,20)21)3(1)29-36(13,14)15/h1-6H,(H,25,26)(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/t1-,2-,3-,4+,5-,6-/m0/s1	UPHPWXPNZIOZJL-CNWJWELYSA-N	739.827701	CHEBI:230534		MMDBc0033009
BASm0013016	cyclo(L-arginyl-L-tyrosyl)				NC(=[NH2+])NCCC[C@@H]1NC(=O)[C@H](Cc2ccc(O)cc2)NC1=O		InChI=1S/C15H21N5O3/c16-15(17)18-7-1-2-11-13(22)20-12(14(23)19-11)8-9-3-5-10(21)6-4-9/h3-6,11-12,21H,1-2,7-8H2,(H,19,23)(H,20,22)(H4,16,17,18)/p+1/t11-,12-/m0/s1	VFPZSTOWKCRDSF-RYUDHWBXSA-O		CHEBI:230543		
BASm0013017	cyclo(L-arginyl-L-dehydrotyrosyl)				NC(=[NH2+])NCCC[C@@H]1NC(=O)/C(=C/c2ccc(O)cc2)NC1=O	C15H19N5O3	InChI=1S/C15H19N5O3/c16-15(17)18-7-1-2-11-13(22)20-12(14(23)19-11)8-9-3-5-10(21)6-4-9/h3-6,8,11,21H,1-2,7H2,(H,19,23)(H,20,22)(H4,16,17,18)	AIMUJHSVDYNKJR-UHFFFAOYSA-N	317.1487895	CHEBI:230544		
BASm0013021	6-hydroxy-L-homoarginine				NC(=[NH2+])NC(O)CCC[C@H]([NH3+])C(=O)[O-]		InChI=1S/C7H16N4O3/c8-4(6(13)14)2-1-3-5(12)11-7(9)10/h4-5,12H,1-3,8H2,(H,13,14)(H4,9,10,11)/p+1/t4-,5?/m0/s1	LAXHMXWVQGTYCV-ROLXFIACSA-O		CHEBI:231270		
BASm0013022	5-hydroxy-L-arginine	A guanidinium ion resulting from the protonation of both the primary amino and guanidino groups and deprotonation of the carboxy group of 5-hydroxy-L-arginine; Major microspecies at pH 7.3.			NC(=[NH2+])NC(O)CC[C@H]([NH3+])C(=O)[O-]	C6H15N4O3	InChI=1S/C6H14N4O3/c7-3(5(12)13)1-2-4(11)10-6(8)9/h3-4,11H,1-2,7H2,(H,12,13)(H4,8,9,10)/p+1/t3-,4?/m0/s1	WWURQGFETAMJQN-WUCPZUCCSA-O		CHEBI:231271		
BASm0013023	cyclo(L-arginyl-(Z)-dehydro-3,4-dihydroxytyrosyl)				NC(=[NH2+])NCCC[C@@H]1NC(=O)/C(=C/c2ccc(O)c(O)c2)NC1=O		InChI=1S/C15H19N5O4/c16-15(17)18-5-1-2-9-13(23)20-10(14(24)19-9)6-8-3-4-11(21)12(22)7-8/h3-4,6-7,9,21-22H,1-2,5H2,(H,19,24)(H,20,23)(H4,16,17,18)/p+1/b10-6-/t9-/m0/s1	NYFFKTPLJWCNGB-LKJZUNMESA-O		CHEBI:231272		
BASm0013024	cyclo(L-arginyl-(Z)-dehydro-4-O-homoseryl-tyrosyl)				NC(=[NH2+])NCCC[C@@H]1NC(=O)/C(=C/c2ccc(O)c(OCC[C@H]([NH3+])C(=O)[O-])c2)NC1=O		InChI=1S/C19H26N6O6/c20-11(18(29)30)5-7-31-15-9-10(3-4-14(15)26)8-13-17(28)24-12(16(27)25-13)2-1-6-23-19(21)22/h3-4,8-9,11-12,26H,1-2,5-7,20H2,(H,24,28)(H,25,27)(H,29,30)(H4,21,22,23)/p+1/b13-8-/t11-,12-/m0/s1	YXDHOJMNOJRVBT-JTXXYJNRSA-O		CHEBI:231316		
BASm0013025	NK13650 B			Expected Solid	NC(=[NH2+])NCCC[C@@H]1NC(=O)/C(=C/c2ccc(O)c(OCC[C@H](NC(=O)C[C@](O)(CC(=O)[O-])C(=O)[O-])C(=O)[O-])c2)NC1=O	C25H32N6O12	InChI=1S/C25H32N6O12/c26-24(27)28-6-1-2-13-20(36)31-15(21(37)30-13)8-12-3-4-16(32)17(9-12)43-7-5-14(22(38)39)29-18(33)10-25(42,23(40)41)11-19(34)35/h3-4,8-9,13-14,32,42H,1-2,5-7,10-11H2,(H,29,33)(H,30,37)(H,31,36)(H,34,35)(H,38,39)(H,40,41)(H4,26,27,28)	GRAFKVRBLJRCBH-UHFFFAOYSA-N	608.2078205	CHEBI:231317		MMDBc0011122
BASm0013026	NK13650 D				COc1ccc(/C=C2\NC(=O)[C@H](CCCNC(N)=[NH2+])NC2=O)cc1OCC[C@H](NC(=O)C[C@](O)(CC(=O)[O-])C(=O)[O-])C(=O)[O-]		InChI=1S/C26H34N6O12/c1-43-17-5-4-13(9-16-22(37)31-14(21(36)32-16)3-2-7-29-25(27)28)10-18(17)44-8-6-15(23(38)39)30-19(33)11-26(42,24(40)41)12-20(34)35/h4-5,9-10,14-15,42H,2-3,6-8,11-12H2,1H3,(H,30,33)(H,31,37)(H,32,36)(H,34,35)(H,38,39)(H,40,41)(H4,27,28,29)/p-2/b16-9-/t14-,15-,26-/m0/s1	VJDOKFRZSMTBQY-SBVULYHXSA-L		CHEBI:231318		
BASm0013027	NK13650 C				COc1ccc(/C=C2\NC(=O)[C@H](CCCNC(N)=[NH2+])NC2=O)cc1OCC[C@H](NC(=O)C[C@](O)(CC(=O)N[C@@H](CC(=O)[O-])C(=O)[O-])C(=O)[O-])C(=O)[O-]		InChI=1S/C30H39N7O15/c1-51-19-5-4-14(9-17-25(43)36-15(24(42)37-17)3-2-7-33-29(31)32)10-20(19)52-8-6-16(26(44)45)34-21(38)12-30(50,28(48)49)13-22(39)35-18(27(46)47)11-23(40)41/h4-5,9-10,15-16,18,50H,2-3,6-8,11-13H2,1H3,(H,34,38)(H,35,39)(H,36,43)(H,37,42)(H,40,41)(H,44,45)(H,46,47)(H,48,49)(H4,31,32,33)/p-3/b17-9-/t15-,16-,18-,30-/m0/s1	UVRNONDKFJRPCJ-QEUCXVEYSA-K		CHEBI:231319		
BASm0013028	NK13650 A			Expected Solid	NC(=[NH2+])NCCC[C@@H]1NC(=O)/C(=C/c2ccc(O)c(OCC[C@H](NC(=O)C[C@](O)(CC(=O)N[C@@H](CC(=O)[O-])C(=O)[O-])C(=O)[O-])C(=O)[O-])c2)NC1=O	C29H37N7O15	InChI=1S/C29H37N7O15/c30-28(31)32-6-1-2-14-23(42)36-16(24(43)35-14)8-13-3-4-18(37)19(9-13)51-7-5-15(25(44)45)33-20(38)11-29(50,27(48)49)12-21(39)34-17(26(46)47)10-22(40)41/h3-4,8-9,14-15,17,37,50H,1-2,5-7,10-12H2,(H,33,38)(H,34,39)(H,35,43)(H,36,42)(H,40,41)(H,44,45)(H,46,47)(H,48,49)(H4,30,31,32)/t14-,15-,17-,29-/m0/s1	CVSHHZDMYAPZPV-HHGYSXJGSA-N	723.2347635	CHEBI:231320		MMDBc0016569
BASm0013029	cyclo(L-arginyl-L-tryptophyl)				NC(=[NH2+])NCCC[C@@H]1NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC1=O		InChI=1S/C17H22N6O2/c18-17(19)20-7-3-6-13-15(24)23-14(16(25)22-13)8-10-9-21-12-5-2-1-4-11(10)12/h1-2,4-5,9,13-14,21H,3,6-8H2,(H,22,25)(H,23,24)(H4,18,19,20)/p+1/t13-,14-/m0/s1	YARVCVUEYLGDJV-KBPBESRZSA-O		CHEBI:231323		
BASm0013030	O-[(5Z),(8Z),(11Z),(14Z)-eicosatetraenoyl]-beta-D-glucuronate				CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[C@@H]1O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]1O		InChI=1S/C26H40O8/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(27)33-26-23(30)21(28)22(29)24(34-26)25(31)32/h6-7,9-10,12-13,15-16,21-24,26,28-30H,2-5,8,11,14,17-19H2,1H3,(H,31,32)/p-1/b7-6-,10-9-,13-12-,16-15-/t21-,22-,23+,24-,26+/m0/s1	VWVMDERVVBLEDD-LSYDOSTCSA-M		CHEBI:231327		
BASm0013031	20-O-(beta-D-glucuronosyl)-(5Z,8Z,11Z,14Z)-eicosatetraenoate				O=C([O-])CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCO[C@@H]1O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]1O		InChI=1S/C26H40O9/c27-20(28)18-16-14-12-10-8-6-4-2-1-3-5-7-9-11-13-15-17-19-34-26-23(31)21(29)22(30)24(35-26)25(32)33/h1,3-4,6-7,9-10,12,21-24,26,29-31H,2,5,8,11,13-19H2,(H,27,28)(H,32,33)/p-2/b3-1-,6-4-,9-7-,12-10-/t21-,22-,23+,24-,26+/m0/s1	WTCXSINGJNZZJC-YTLVPEGVSA-L		CHEBI:231328		
BASm0013032	15-O-(beta-D-glucuronosyl)-(5Z,8Z,11Z,14Z)-eicosatetraenoate				CCCCCC(/C=C/C=C\C/C=C\C/C=C\CCCC(=O)[O-])O[C@@H]1O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]1O		InChI=1S/C26H40O9/c1-2-3-13-16-19(34-26-23(31)21(29)22(30)24(35-26)25(32)33)17-14-11-9-7-5-4-6-8-10-12-15-18-20(27)28/h4-5,8-11,14,17,19,21-24,26,29-31H,2-3,6-7,12-13,15-16,18H2,1H3,(H,27,28)(H,32,33)/p-2/b5-4-,10-8-,11-9-,17-14+/t19?,21-,22-,23+,24-,26+/m0/s1	IRMVKDVEBXHONS-FNCRSQDMSA-L		CHEBI:231329		
BASm0013033	15-O-(beta-D-glucuronosyl)-prostaglandin B1				CCCCC[C@@H](/C=C/C1=C(CCCCCCC(=O)[O-])C(=O)CC1)O[C@@H]1O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]1O	C26H40O10	InChI=1S/C26H40O10/c1-2-3-6-9-17(35-26-23(32)21(30)22(31)24(36-26)25(33)34)14-12-16-13-15-19(27)18(16)10-7-4-5-8-11-20(28)29/h12,14,17,21-24,26,30-32H,2-11,13,15H2,1H3,(H,28,29)(H,33,34)/b14-12+	CNTHWSPZLFMYDF-WYMLVPIESA-N	512.2621475	CHEBI:231330	HMDB0186070	
BASm0013034	(E)-4-O-(beta-D-glucuronosyl)-ferulate				COc1cc(/C=C/C(=O)[O-])ccc1O[C@@H]1O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]1O	C16H18O10	InChI=1S/C16H18O10/c1-24-9-6-7(3-5-10(17)18)2-4-8(9)25-16-13(21)11(19)12(20)14(26-16)15(22)23/h2-6,11-14,16,19-21H,1H3,(H,17,18)(H,22,23)/b5-3+/t11-,12-,13?,14?,16+/m0/s1	TWSIWBHKRJLZCF-CNFYPOONSA-N	370.0899968	CHEBI:231331		
BASm0013035	(E)-ferulic acid beta-D-glucuronate ester				COc1cc(/C=C/C(=O)O[C@@H]2O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]2O)ccc1O	C16H18O10	InChI=1S/C16H18O10/c1-24-9-6-7(2-4-8(9)17)3-5-10(18)25-16-13(21)11(19)12(20)14(26-16)15(22)23/h2-6,11-14,16-17,19-21H,1H3,(H,22,23)/b5-3+	QJPVKEBTJJKZFP-HWKANZROSA-N	370.0899968	CHEBI:231332		
BASm0013036	2',4'-dihydroxychalcone				O=C(/C=C/c1ccccc1)c1ccc(O)cc1O	C15H12O3	InChI=1S/C15H12O3/c16-12-7-8-13(15(18)10-12)14(17)9-6-11-4-2-1-3-5-11/h1-10,16,18H/b9-6+	JUMSUVHHUVPSOY-RMKNXTFCSA-N	240.0786442	CHEBI:231337	HMDB0151865	
BASm0013037	avenalumate				O=C([O-])/C=C/C=C/c1ccc(O)cc1	C11H10O3	InChI=1S/C11H10O3/c12-10-7-5-9(6-8-10)3-1-2-4-11(13)14/h1-8,12H,(H,13,14)	CYYTUYSFBHDJRH-UHFFFAOYSA-N	190.0629942	CHEBI:231422		
BASm0013039	L-Ornithine Dimer				[NH3+]CCC[C@H]([NH3+])C(=O)NCCC[C@H]([NH3+])C(=O)[O-]	C10H22N4O3	InChI=1S/C10H22N4O3/c11-5-1-3-7(12)9(15)14-6-2-4-8(13)10(16)17/h7-8H,1-6,11-13H2,(H,14,15)(H,16,17)	MCMLHDBHZRLOED-YUMQZZPRSA-P	246.1691906	CHEBI:231429		
BASm0013040	N~5~-D-Ornithyl-L-Ornithine				[NH3+]CCC[C@@H]([NH3+])C(=O)NCCC[C@@H]([NH3+])C(=O)[O-]	C10H22N4O3	InChI=1S/C10H22N4O3/c11-5-1-3-7(12)9(15)14-6-2-4-8(13)10(16)17/h7-8H,1-6,11-13H2,(H,14,15)(H,16,17)/t7-,8+/m1/s1	MCMLHDBHZRLOED-HTQZYQBOSA-P	246.1691906	CHEBI:231430		
BASm0013041	(3R,4S,5R)-3,4,5,6-tetrahydroxy-2-oxohexanoate	2-Dehydro-D-gluconate is a substrate for the enzyme dehydrogluconokinase [EC 2.7.1.13].		Solid	O=C([O-])C(=O)[C@H](O)[C@@H](O)[C@H](O)CO	C6H9O7	InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-4,7-10H,1H2,(H,12,13)/p-1/t2-,3-,4+/m1/s1	VBUYCZFBVCCYFD-JJYYJPOSSA-M	193.0348276	CHEBI:231434		
BASm0013042	(3S,4S,5S)-3,4,5,6-tetrahydroxy-2-oxohexanoate	2-Dehydro-D-gluconate is a substrate for the enzyme dehydrogluconokinase [EC 2.7.1.13].		Solid	O=C([O-])C(=O)[C@@H](O)[C@@H](O)[C@@H](O)CO	C6H9O7	InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-4,7-10H,1H2,(H,12,13)/p-1/t2-,3-,4+/m1/s1	VBUYCZFBVCCYFD-JJYYJPOSSA-M	193.0348276	CHEBI:231435		
BASm0013043	(3S,4S,5R)-3,4,5-trihydroxy-2-oxohexanoate				C[C@@H](O)[C@H](O)[C@H](O)C(=O)C(=O)[O-]		InChI=1S/C6H10O6/c1-2(7)3(8)4(9)5(10)6(11)12/h2-4,7-9H,1H3,(H,11,12)/p-1/t2-,3+,4+/m1/s1	JEPQLUDQLBAFLB-UZBSEBFBSA-M		CHEBI:231436		
BASm0013044	(3S,4R,5R)-3,4,5-trihydroxy-2-oxohexanoate				C[C@@H](O)[C@@H](O)[C@H](O)C(=O)C(=O)[O-]		InChI=1S/C6H10O6/c1-2(7)3(8)4(9)5(10)6(11)12/h2-4,7-9H,1H3,(H,11,12)/p-1/t2-,3-,4+/m1/s1	JEPQLUDQLBAFLB-JJYYJPOSSA-M		CHEBI:231437		
BASm0013045	(3S,4S,5S)-3,4,5-trihydroxy-2-oxohexanoate				C[C@H](O)[C@H](O)[C@H](O)C(=O)C(=O)[O-]		InChI=1S/C6H10O6/c1-2(7)3(8)4(9)5(10)6(11)12/h2-4,7-9H,1H3,(H,11,12)/p-1/t2-,3-,4-/m0/s1	JEPQLUDQLBAFLB-HZLVTQRSSA-M		CHEBI:231438		
BASm0013046	(3S,4S,5R,6R)-3,4,5,6,7-pentahydroxy-2-oxoheptanoate				O=C([O-])C(=O)[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO		InChI=1S/C7H12O8/c8-1-2(9)3(10)4(11)5(12)6(13)7(14)15/h2-5,8-12H,1H2,(H,14,15)/p-1/t2-,3-,4+,5+/m1/s1	NGECPFWYOSEXMF-MBMOQRBOSA-M		CHEBI:231439		
BASm0013047	adenylyl MoO3-molybdopterin cofactor				Nc1nc2c(c(=O)[nH]1)N[C@H]1C3=C(S[Mo-2](=O)(=O)(=O)S3)[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)O[C@H]1N2		InChI=1S/C20H26N10O12P2S2.Mo.3O/c21-14-8-16(24-3-23-14)30(4-25-8)19-11(32)10(31)5(41-19)1-38-43(34,35)42-44(36,37)39-2-6-12(45)13(46)7-18(40-6)27-15-9(26-7)17(33)29-20(22)28-15;;;;/h3-7,10-11,18-19,26,31-32,45-46H,1-2H2,(H,34,35)(H,36,37)(H2,21,23,24)(H4,22,27,28,29,33);;;;/p-4/t5-,6-,7+,10-,11-,18-,19-;;;;/m1..../s1	ZDGVBQQZOIGKBT-NKWKRPJXSA-J		CHEBI:231441		
BASm0013048	adenylyl MoO2(OH)-molybdopterin cofactor				Nc1nc2c(c(=O)[nH]1)N[C@H]1C3=C(S[Mo-](=O)(=O)([O-])S3)[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)O[C@H]1N2		InChI=1S/C20H26N10O12P2S2.Mo.3O/c21-14-8-16(24-3-23-14)30(4-25-8)19-11(32)10(31)5(41-19)1-38-43(34,35)42-44(36,37)39-2-6-12(45)13(46)7-18(40-6)27-15-9(26-7)17(33)29-20(22)28-15;;;;/h3-7,10-11,18-19,26,31-32,45-46H,1-2H2,(H,34,35)(H,36,37)(H2,21,23,24)(H4,22,27,28,29,33);;;;/q;+1;;;-1/p-4/t5-,6-,7+,10-,11-,18-,19-;;;;/m1..../s1	OOQOEPNVFLIVOM-NKWKRPJXSA-J		CHEBI:231442		
BASm0013049	4-hydroxylamino-2-nitrotoluene				Cc1ccc(NO)cc1[N+](=O)[O-]		InChI=1S/C7H8N2O3/c1-5-2-3-6(8-10)4-7(5)9(11)12/h2-4,8,10H,1H3	AJABDGUPMVJPGF-UHFFFAOYSA-N		CHEBI:231447		
BASm0013050	4-methyl-1,3,5-trinitrocyclohexa-2,4-dien-1-ide				CC1=C([N+](=O)[O-])C[C-]([N+](=O)[O-])C=C1[N+](=O)[O-]		InChI=1S/C7H6N3O6/c1-4-6(9(13)14)2-5(8(11)12)3-7(4)10(15)16/h2H,3H2,1H3/q-1	RAFGJLKEYPUFEQ-UHFFFAOYSA-N		CHEBI:231448		
BASm0013051	2-methyl-1,3,5-trinitrocyclohex-2-en-1-ide				CC1=C([N+](=O)[O-])CC([N+](=O)[O-])C[C-]1[N+](=O)[O-]		InChI=1S/C7H8N3O6/c1-4-6(9(13)14)2-5(8(11)12)3-7(4)10(15)16/h5H,2-3H2,1H3/q-1	XFAYKCWYJZILOY-UHFFFAOYSA-N		CHEBI:231449		
BASm0013052	dihydroniloticin				C[C@@H](C[C@@H](O)[C@@H]1OC1(C)C)[C@@H]1CC[C@]2(C)C3=CC[C@H]4C(C)(C)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]12C	C30H50O3	InChI=1S/C30H50O3/c1-18(17-22(31)25-27(4,5)33-25)19-11-15-30(8)21-9-10-23-26(2,3)24(32)13-14-28(23,6)20(21)12-16-29(19,30)7/h9,18-20,22-25,31-32H,10-17H2,1-8H3	UMTABACRBSGXGK-UHFFFAOYSA-N	458.3759955	CHEBI:231450		
BASm0013053	melianol				CC1(C)O[C@H]1[C@H]1C[C@@H]([C@@H]2CC[C@]3(C)C4=CC[C@H]5C(C)(C)[C@@H](O)CC[C@]5(C)[C@H]4CC[C@@]23C)C(O)O1	C30H48O4	InChI=1S/C30H48O4/c1-26(2)22-9-8-20-19(28(22,5)13-12-23(26)31)11-15-29(6)18(10-14-30(20,29)7)17-16-21(33-25(17)32)24-27(3,4)34-24/h8,17-19,21-25,31-32H,9-16H2,1-7H3	DABHSVCBZNIZDT-UHFFFAOYSA-N	472.35526	CHEBI:231451		
BASm0013054	7,8-epoxymelianol				CC1(C)O[C@H]1[C@H]1C[C@@H]([C@@H]2CC[C@]3(C)[C@@]45O[C@@H]4C[C@H]4C(C)(C)[C@@H](O)CC[C@]4(C)[C@H]5CC[C@@]23C)C(O)O1		InChI=1S/C30H48O5/c1-25(2)20-15-22-30(34-22)19(27(20,5)11-10-21(25)31)9-12-28(6)17(8-13-29(28,30)7)16-14-18(33-24(16)32)23-26(3,4)35-23/h16-24,31-32H,8-15H2,1-7H3/t16-,17-,18+,19+,20-,21-,22+,23-,24?,27+,28-,29-,30-/m0/s1	FZLGEYYCZBAQHN-MLTWZQFGSA-N		CHEBI:231452		
BASm0013055	isomeliandiol					C30H48O5		BBEYJDHSMDJTPB-PNMIRTDWSA-N	488.3501746	CHEBI:231453		
BASm0013056	protoglabretal					C30H48O5		QMNOQUXZKUEYBM-QEMCERIBSA-N	488.3501746	CHEBI:231454		
BASm0013057	21-O-acetyl-isomeliandiol				CC(=O)O[C@@H]1O[C@@H]([C@@H]2OC2(C)C)C[C@H]1[C@@H]1CC=C2[C@]3(C)[C@H](O)C[C@H]4C(C)(C)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]21C	C32H50O6	InChI=1S/C32H50O6/c1-17(33)36-27-18(15-20(37-27)26-29(4,5)38-26)19-9-10-21-30(19,6)13-11-22-31(7)14-12-24(34)28(2,3)23(31)16-25(35)32(21,22)8/h10,18-20,22-27,34-35H,9,11-16H2,1-8H3	YKXCXXQWZMJJST-UHFFFAOYSA-N	530.3607393	CHEBI:231455		
BASm0013058	(21S)-21-acetoxyl-apo-melianone				CC(=O)O[C@@H]1O[C@@H]([C@@H]2OC2(C)C)C[C@H]1[C@@H]1CC=C2[C@]3(C)[C@H](O)C[C@H]4C(C)(C)C(=O)CC[C@]4(C)[C@H]3CC[C@]21C	C32H48O6	InChI=1S/C32H48O6/c1-17(33)36-27-18(15-20(37-27)26-29(4,5)38-26)19-9-10-21-30(19,6)13-11-22-31(7)14-12-24(34)28(2,3)23(31)16-25(35)32(21,22)8/h10,18-20,22-23,25-27,35H,9,11-16H2,1-8H3	JJYFVZGESRUJQK-UHFFFAOYSA-N	528.3450893	CHEBI:231456		
BASm0013059	4-hydroxylaminobenzoate				O=C([O-])c1ccc(NO)cc1	C7H7NO3	InChI=1S/C7H7NO3/c9-7(10)5-1-3-6(8-11)4-2-5/h1-4,8,11H,(H,9,10)	ZIJKJLVJUJMAOP-UHFFFAOYSA-N	153.0425931	CHEBI:231457	HMDB0177404	
BASm0013060	motiol				CC(C)[C@H]1CC[C@@H]2[C@]1(C)CC[C@]1(C)C3=CC[C@H]4C(C)(C)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	C30H50O	InChI=1S/C30H50O/c1-19(2)20-9-12-24-28(20,6)17-18-29(7)22-10-11-23-26(3,4)25(31)14-15-27(23,5)21(22)13-16-30(24,29)8/h10,19-21,23-25,31H,9,11-18H2,1-8H3	VLRMAVHXJLVDCY-UHFFFAOYSA-N	426.3861662	CHEBI:231458		
BASm0013061	4beta-carboxyl motiol				CC(C)[C@H]1CC[C@@H]2[C@]1(C)CC[C@]1(C)C3=CC[C@@H]4[C@](C)(CC[C@H](O)[C@@]4(C)C(=O)[O-])[C@H]3CC[C@@]21C		InChI=1S/C30H48O3/c1-18(2)19-8-10-22-27(19,4)16-17-28(5)21-9-11-23-26(3,20(21)12-15-29(22,28)6)14-13-24(31)30(23,7)25(32)33/h9,18-20,22-24,31H,8,10-17H2,1-7H3,(H,32,33)/p-1/t19-,20+,22-,23-,24+,26-,27-,28-,29+,30+/m1/s1	SAOKDHMYZROAHR-WNXARQBZSA-M		CHEBI:231459		
BASm0013062	2alpha-hydroxyl, 4beta-carboxyl motiol				CC(C)[C@H]1CC[C@@H]2[C@]1(C)CC[C@]1(C)C3=CC[C@@H]4[C@](C)(C[C@@H](O)[C@H](O)[C@@]4(C)C(=O)[O-])[C@H]3CC[C@@]21C		InChI=1S/C30H48O4/c1-17(2)18-8-10-22-26(18,3)14-15-28(5)20-9-11-23-27(4,19(20)12-13-29(22,28)6)16-21(31)24(32)30(23,7)25(33)34/h9,17-19,21-24,31-32H,8,10-16H2,1-7H3,(H,33,34)/p-1/t18-,19+,21-,22-,23-,24+,26-,27-,28-,29+,30+/m1/s1	XQMZDRVRGJBBML-ZFOSFCLZSA-M		CHEBI:231460		
BASm0013063	polytolypin					C30H44O7		XQTYVRJXBNIGML-WCANRZOWSA-L	516.3098009	CHEBI:231461		
BASm0013064	2-deoxypolytolypin					C30H44O6		ZDWFZJWRVJRESV-ZWWQTBKFSA-L	500.3148863	CHEBI:231462		
BASm0013065	1-O-hexadecyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine					C41H76NO7P		YGQNJBFCFNPRKR-FHXSHDTFSA-N	725.5359408	CHEBI:231463		
BASm0013066	1-O-hexadecyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine	2-(9Z-octadecanoyl)-1-hexadecyl-sn-glycero-3-phosphoethanolamine is an ether lipid. Ether lipids are lipids in which one or more of the carbon atoms on glycerol is bonded to an alkyl chain via an ether linkage, as opposed to the usual ester linkage. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	[H][C@@](COCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC	C39H78NO7P	InChI=1S/C39H78NO7P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-39(41)47-38(37-46-48(42,43)45-35-33-40)36-44-34-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h17,19,38H,3-16,18,20-37,40H2,1-2H3,(H,42,43)/b19-17-/t38-/m1/s1	JJGMGPGKWYLISM-NPBIGWJUSA-N	703.5515904	CHEBI:231464	HMDB0011157	
BASm0013067	(21S)-21-acetyl-1-hydroxy-apo-melianone				CC(=O)O[C@@H]1O[C@@H]([C@@H]2OC2(C)C)C[C@H]1[C@@H]1CC=C2[C@]3(C)[C@H](O)C[C@H]4C(C)(C)C(=O)CC(O)[C@]4(C)[C@H]3CC[C@]21C		InChI=1S/C32H48O7/c1-16(33)37-27-17(13-19(38-27)26-29(4,5)39-26)18-9-10-20-30(18,6)12-11-21-31(20,7)24(35)14-22-28(2,3)23(34)15-25(36)32(21,22)8/h10,17-19,21-22,24-27,35-36H,9,11-15H2,1-8H3/t17-,18-,19+,21-,22-,24+,25?,26-,27+,30-,31-,32+/m0/s1	KDBMZUSEVIPVDJ-IOFXMLJZSA-N		CHEBI:231465		
BASm0013068	epi-neemfruitin B				CC(=O)O[C@@H]1O[C@@H]([C@@H]2OC2(C)C)C[C@H]1[C@@H]1CC=C2[C@]3(C)[C@H](O)C[C@H]4C(C)(C)C(=O)C=C[C@]4(C)[C@H]3CC[C@]21C	C32H46O6	InChI=1S/C32H46O6/c1-17(33)36-27-18(15-20(37-27)26-29(4,5)38-26)19-9-10-21-30(19,6)13-11-22-31(7)14-12-24(34)28(2,3)23(31)16-25(35)32(21,22)8/h10,12,14,18-20,22-23,25-27,35H,9,11,13,15-16H2,1-8H3	XMCMUDYVTGMGFJ-UHFFFAOYSA-N	526.3294392	CHEBI:231467		
BASm0013069	7-acetyl-epi-neemfruitin B				CC(=O)O[C@@H]1O[C@@H]([C@@H]2OC2(C)C)C[C@H]1[C@@H]1CC=C2[C@@]3(C)[C@H](CC[C@]21C)[C@@]1(C)C=CC(=O)C(C)(C)[C@@H]1C[C@H]3OC(C)=O	C34H48O7	InChI=1S/C34H48O7/c1-18(35)38-27-17-25-30(3,4)26(37)13-15-33(25,8)24-12-14-32(7)21(10-11-23(32)34(24,27)9)20-16-22(28-31(5,6)41-28)40-29(20)39-19(2)36/h11,13,15,20-22,24-25,27-29H,10,12,14,16-17H2,1-9H3	ZTCBOAIWPIKLEJ-UHFFFAOYSA-N	568.3400039	CHEBI:231469		
BASm0013070	(S)-lactoyl-AMP				C[C@H](O)C(=O)OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O	C13H17N5O9P	InChI=1S/C13H18N5O9P/c1-5(19)13(22)27-28(23,24)25-2-6-8(20)9(21)12(26-6)18-4-17-7-10(14)15-3-16-11(7)18/h3-6,8-9,12,19-21H,2H2,1H3,(H,23,24)(H2,14,15,16)/p-1/t5-,6+,8+,9+,12+/m0/s1	WJDXIAHYAHWJLH-MACXSXHHSA-M		CHEBI:231470		
BASm0013071	(1S,3bR,4R,5aR,9aR,9bR,11aS)-1-[(4R)-5-[(2S)-3,3-dimethyloxiran-2-yl]-1,4-dihydroxybutan-2-yl]-3b,6,6,9a,11a-pentamethyl-7-oxo-1H,2H,3bH,4H,5H,5aH,6H,7H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-4-yl acetate				CC(=O)O[C@@H]1C[C@H]2C(C)(C)C(=O)C=C[C@]2(C)[C@H]2CC[C@]3(C)C(=CC[C@H]3C(CO)C[C@@H](O)[C@@H]3OC3(C)C)[C@@]21C		InChI=1S/C32H48O6/c1-18(34)37-26-16-24-28(2,3)25(36)12-14-31(24,7)23-11-13-30(6)20(9-10-22(30)32(23,26)8)19(17-33)15-21(35)27-29(4,5)38-27/h10,12,14,19-21,23-24,26-27,33,35H,9,11,13,15-17H2,1-8H3/t19?,20-,21+,23+,24-,26+,27-,30-,31+,32-/m0/s1	WWUAPUNRXYKGPI-ILYBAXELSA-N		CHEBI:231471		
BASm0013072	cyclo(L-arginyl-tyrosyl)				NC(=[NH2+])NCCC[C@@H]1NC(=O)C(Cc2ccc(O)cc2)NC1=O		InChI=1S/C15H21N5O3/c16-15(17)18-7-1-2-11-13(22)20-12(14(23)19-11)8-9-3-5-10(21)6-4-9/h3-6,11-12,21H,1-2,7-8H2,(H,19,23)(H,20,22)(H4,16,17,18)/p+1/t11-,12?/m0/s1	VFPZSTOWKCRDSF-PXYINDEMSA-O		CHEBI:231472		
BASm0013073	(1S,3bR,4R,5aR,9aR,9bR,11aS)-1-(1-hydroxy-4-oxobutan-2-yl)-3b,6,6,9a,11a-pentamethyl-7-oxo-1H,2H,3bH,4H,5H,5aH,6H,7H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-4-yl acetate				CC(=O)O[C@@H]1C[C@H]2C(C)(C)C(=O)C=C[C@]2(C)[C@H]2CC[C@]3(C)C(=CC[C@H]3C(CO)CC=O)[C@@]21C		InChI=1S/C28H40O5/c1-17(31)33-24-15-22-25(2,3)23(32)10-13-27(22,5)21-9-12-26(4)19(18(16-30)11-14-29)7-8-20(26)28(21,24)6/h8,10,13-14,18-19,21-22,24,30H,7,9,11-12,15-16H2,1-6H3/t18?,19-,21+,22-,24+,26-,27+,28-/m0/s1	GPXAIHWMFWUTGF-VYXIXSOMSA-N		CHEBI:231473		
BASm0013074	luvungin A				CC(=O)O[C@@H]1O[C@@H]([C@@H]2OC2(C)C)C[C@H]1[C@@H]1CC=C2[C@]3(C)[C@H](O)C[C@H]4C(C)(C)OC(=O)CC[C@]4(C)[C@H]3CC[C@]21C	C32H48O7	InChI=1S/C32H48O7/c1-17(33)36-27-18(15-20(37-27)26-29(4,5)39-26)19-9-10-21-30(19,6)13-11-22-31(7)14-12-25(35)38-28(2,3)23(31)16-24(34)32(21,22)8/h10,18-20,22-24,26-27,34H,9,11-16H2,1-8H3	XFBKYNDAKVXPHE-UHFFFAOYSA-N	544.3400039	CHEBI:231475		
BASm0013075	(1S)-1-hydroxy-luvungin A				CC(=O)O[C@@H]1O[C@@H]([C@@H]2OC2(C)C)C[C@H]1[C@@H]1CC=C2[C@]3(C)[C@H](O)C[C@H]4C(C)(C)OC(=O)C[C@H](O)[C@]4(C)[C@H]3CC[C@]21C		InChI=1S/C32H48O8/c1-16(33)37-27-17(13-19(38-27)26-29(4,5)40-26)18-9-10-20-30(18,6)12-11-21-31(20,7)23(34)14-22-28(2,3)39-25(36)15-24(35)32(21,22)8/h10,17-19,21-24,26-27,34-35H,9,11-15H2,1-8H3/t17-,18-,19+,21-,22-,23+,24-,26-,27+,30-,31-,32+/m0/s1	QRBPYRBPBGQADH-IZNSHQPESA-N		CHEBI:231477		
BASm0013076	(1S)-1-acetoxy-luvungin A				CC(=O)O[C@@H]1O[C@@H]([C@@H]2OC2(C)C)C[C@H]1[C@@H]1CC=C2[C@]3(C)[C@H](O)C[C@H]4C(C)(C)OC(=O)C[C@H](OC(C)=O)[C@]4(C)[C@H]3CC[C@]21C		InChI=1S/C34H50O9/c1-17(35)39-26-16-27(38)42-30(3,4)24-15-25(37)33(8)22-11-10-20(32(22,7)13-12-23(33)34(24,26)9)19-14-21(28-31(5,6)43-28)41-29(19)40-18(2)36/h11,19-21,23-26,28-29,37H,10,12-16H2,1-9H3/t19-,20-,21+,23-,24-,25+,26-,28-,29+,32-,33-,34+/m0/s1	MVEURBWBLFBFRP-DFBPXWGESA-N		CHEBI:231478		
BASm0013077	(1S)-1,7-diacetoxy-luvungin A				CC(=O)O[C@@H]1O[C@@H]([C@@H]2OC2(C)C)C[C@H]1[C@@H]1CC=C2[C@]3(C)[C@H](OC(C)=O)C[C@H]4C(C)(C)OC(=O)C[C@H](OC(C)=O)[C@]4(C)[C@H]3CC[C@]21C	C36H52O10	InChI=1S/C36H52O10/c1-18(37)41-27-16-26-32(4,5)45-29(40)17-28(42-19(2)38)36(26,10)25-13-14-34(8)22(11-12-24(34)35(25,27)9)21-15-23(30-33(6,7)46-30)44-31(21)43-20(3)39/h12,21-23,25-28,30-31H,11,13-17H2,1-10H3	AVVJHONDHCEGRL-UHFFFAOYSA-N	644.3560479	CHEBI:231479		
BASm0013078	(1R,2R,3S,8R,10R,11R,15S,16S)-3-(acetyloxy)-15-[(4R)-4-[(2S)-3,3-dimethyloxiran-2-yl]-1,4-dihydroxybutan-2-yl]-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.0(2,8).0(12,16)]octadec-12-en-10-yl acetate				CC(=O)O[C@H]1CC(=O)OC(C)(C)[C@@H]2C[C@@H](OC(C)=O)[C@@]3(C)C4=CC[C@@H](C(CO)C[C@@H](O)[C@@H]5OC5(C)C)[C@]4(C)CC[C@@H]3[C@@]12C		InChI=1S/C34H52O9/c1-18(36)40-26-15-25-30(3,4)42-28(39)16-27(41-19(2)37)34(25,9)24-12-13-32(7)21(10-11-23(32)33(24,26)8)20(17-35)14-22(38)29-31(5,6)43-29/h11,20-22,24-27,29,35,38H,10,12-17H2,1-9H3/t20?,21-,22+,24-,25-,26+,27-,29-,32-,33-,34+/m0/s1	BBCQAEMIGQXEIR-JBKRWUOFSA-N		CHEBI:231480		
BASm0013079	(1R,2R,3S,8R,10R,11R,15S,16S)-3-(acetyloxy)-15-(1-hydroxy-4-oxobutan-2-yl)-2,7,7,11,16-pentamethyl-5-oxo-6-oxatetracyclo[9.7.0.0(2,8).0(12,16)]octadec-12-en-10-yl acetate				CC(=O)O[C@H]1CC(=O)OC(C)(C)[C@@H]2C[C@@H](OC(C)=O)[C@@]3(C)C4=CC[C@@H](C(CO)CC=O)[C@]4(C)CC[C@@H]3[C@@]12C		InChI=1S/C30H44O8/c1-17(33)36-24-14-23-27(3,4)38-26(35)15-25(37-18(2)34)30(23,7)22-10-12-28(5)20(19(16-32)11-13-31)8-9-21(28)29(22,24)6/h9,13,19-20,22-25,32H,8,10-12,14-16H2,1-7H3/t19?,20-,22-,23-,24+,25-,28-,29-,30+/m0/s1	RVDMHQHLUPFLON-HGDRCIAJSA-N		CHEBI:231481		
BASm0013080	kihadalactone A				CC(=O)O[C@H]1CC(=O)OC(C)(C)[C@@H]2C[C@@H](OC(C)=O)[C@@]3(C)C4=CC[C@@H](c5ccoc5)[C@]4(C)CC[C@@H]3[C@@]12C	C30H40O7	InChI=1S/C30H40O7/c1-17(31)35-24-14-23-27(3,4)37-26(33)15-25(36-18(2)32)30(23,7)22-10-12-28(5)20(19-11-13-34-16-19)8-9-21(28)29(22,24)6/h9,11,13,16,20,22-25H,8,10,12,14-15H2,1-7H3	ONWYJKOVGIGNQN-UHFFFAOYSA-N	512.2774036	CHEBI:231482		
BASm0013081	2''-O-(S)-lactoyl-ADP-D-ribose				C[C@H](O)C(=O)O[C@H]1C(O)O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)[C@H]1O		InChI=1S/C18H27N5O16P2/c1-6(24)17(28)38-13-11(26)8(37-18(13)29)3-35-41(32,33)39-40(30,31)34-2-7-10(25)12(27)16(36-7)23-5-22-9-14(19)20-4-21-15(9)23/h4-8,10-13,16,18,24-27,29H,2-3H2,1H3,(H,30,31)(H,32,33)(H2,19,20,21)/p-2/t6-,7+,8+,10+,11+,12+,13+,16+,18?/m0/s1	ALAHXTYGLZVNGC-QYUSWSHGSA-L		CHEBI:231484		
BASm0013082	3-nitrobenzaldehyde				[O-][N+](=O)C1=CC=CC(C=O)=C1	C7H5NO3	InChI=1S/C7H5NO3/c9-5-6-2-1-3-7(4-6)8(10)11/h1-5H	ZETIVVHRRQLWFW-UHFFFAOYSA-N	151.026943	CHEBI:231487	HMDB0245945	
BASm0013083	3-nitrobenzoate		121-92-6		O=C([O-])c1cccc([N+](=O)[O-])c1	C7H5NO4	InChI=1S/C7H5NO4/c9-7(10)5-2-1-3-6(4-5)8(11)12/h1-4H,(H,9,10)	AFPHTEQTJZKQAQ-UHFFFAOYSA-N		CHEBI:231488		
BASm0013084	cyclo(L-arginyl-L-aspartyl)				NC(=[NH2+])NCCC[C@@H]1NC(=O)[C@H](CC(=O)[O-])NC1=O		InChI=1S/C10H17N5O4/c11-10(12)13-3-1-2-5-8(18)15-6(4-7(16)17)9(19)14-5/h5-6H,1-4H2,(H,14,19)(H,15,18)(H,16,17)(H4,11,12,13)/t5-,6-/m0/s1	LPFZILBYUYKZSU-WDSKDSINSA-N		CHEBI:231489		
BASm0013085	cyclo(L-arginyl-L-glutamyl)				NC(=[NH2+])NCCC[C@@H]1NC(=O)[C@H](CCC(=O)[O-])NC1=O		InChI=1S/C11H19N5O4/c12-11(13)14-5-1-2-6-9(19)16-7(10(20)15-6)3-4-8(17)18/h6-7H,1-5H2,(H,15,20)(H,16,19)(H,17,18)(H4,12,13,14)/t6-,7-/m0/s1	JQECHQVXJZKTDN-BQBZGAKWSA-N		CHEBI:231490		
BASm0013086	cyclo(L-arginyl-L-prolyl)				NC(=[NH2+])NCCC[C@@H]1NC(=O)[C@@H]2CCCN2C1=O		InChI=1S/C11H19N5O2/c12-11(13)14-5-1-3-7-10(18)16-6-2-4-8(16)9(17)15-7/h7-8H,1-6H2,(H,15,17)(H4,12,13,14)/p+1/t7-,8-/m0/s1	ZRJHYOXNWCMGMW-YUMQZZPRSA-O		CHEBI:231491		
BASm0013087	cyclo(L-arginyl-L-leucyl)				CC(C)C[C@@H]1NC(=O)[C@H](CCCNC(N)=[NH2+])NC1=O		InChI=1S/C12H23N5O2/c1-7(2)6-9-11(19)16-8(10(18)17-9)4-3-5-15-12(13)14/h7-9H,3-6H2,1-2H3,(H,16,19)(H,17,18)(H4,13,14,15)/p+1/t8-,9-/m0/s1	ITXHVWPICGMUBU-IUCAKERBSA-O		CHEBI:231492		
BASm0013088	palustrol	Palustrol is a member of the class of compounds known as 5,10-cycloaromadendrane sesquiterpenoids. 5,10-cycloaromadendrane sesquiterpenoids are aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton. Palustrol is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Palustrol can be found in cloves, which makes palustrol a potential biomarker for the consumption of this food product.			C[C@@H]1CC[C@H]2[C@@H]([C@H]3[C@@H](C)CC[C@]31O)C2(C)C	C15H26O	InChI=1S/C15H26O/c1-9-7-8-15(16)10(2)5-6-11-13(12(9)15)14(11,3)4/h9-13,16H,5-8H2,1-4H3	QWRTXOOFEHOROQ-UHFFFAOYSA-N	222.1983655	CHEBI:231493	HMDB0302999	
BASm0013089	selina-6-en-4-ol				CC(C)C1=C[C@@H]2[C@](C)(CCC[C@]2(C)O)CC1	C15H26O	InChI=1S/C15H26O/c1-11(2)12-6-9-14(3)7-5-8-15(4,16)13(14)10-12/h10-11,13,16H,5-9H2,1-4H3	PBGYWCDUYHJYFV-UHFFFAOYSA-N	222.1983655	CHEBI:231497		
BASm0013090	2,4-dimethylbenzyl alcohol	A methylbenzyl alcohol that is benzyl alcohol substituted by methyl groups at positions 2 and 4.			Cc1ccc(CO)c(C)c1	C9H12O	InChI=1S/C9H12O/c1-7-3-4-9(6-10)8(2)5-7/h3-5,10H,6H2,1-2H3	QUIMJTKRVOBTQN-UHFFFAOYSA-N		CHEBI:231516		
BASm0013091	3,4-dimethylbenzyl alcohol	A methylbenzyl alcohol that is benzyl alcohol substituted by methyl groups at positions 3 and 4.			Cc1ccc(CO)cc1C	C9H12O	InChI=1S/C9H12O/c1-7-3-4-9(6-10)5-8(7)2/h3-5,10H,6H2,1-2H3	OKGZCXPDJKKZAP-UHFFFAOYSA-N		CHEBI:231517		
BASm0013092	3,5-dimethylbenzyl alcohol	A methylbenzyl alcohol that is benzyl alcohol substituted by methyl groups at positions 3 and 5.			Cc1cc(C)cc(CO)c1	C9H12O	InChI=1S/C9H12O/c1-7-3-8(2)5-9(4-7)6-10/h3-5,10H,6H2,1-2H3	IQWWTJDRVBWBEL-UHFFFAOYSA-N		CHEBI:231518		
BASm0013093	4-ethylbenzyl alcohol	A member of the class of benzyl alcohols in which the hydrogen at position 4 on the phenyl ring of benzyl alcohol has been replaced by an ethyl group.			CCc1ccc(CO)cc1	C9H12O	InChI=1S/C9H12O/c1-2-8-3-5-9(7-10)6-4-8/h3-6,10H,2,7H2,1H3	YSLBFFIVJGJBSA-UHFFFAOYSA-N		CHEBI:231519		
BASm0013094	3,5-dimethylbenzaldehyde	UL			Cc1cc(C)cc(C=O)c1	C9H10O	InChI=1S/C9H10O/c1-7-3-8(2)5-9(4-7)6-10/h3-6H,1-2H3	NBEFMISJJNGCIZ-UHFFFAOYSA-N	134.0731649	CHEBI:231520	HMDB0062048	
BASm0013095	2-hydroxylamino-4,6-dinitrotoluene-O-beta-D-glucoside				Cc1c(NO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc([N+](=O)[O-])cc1[N+](=O)[O-]	C13H17N3O10	InChI=1S/C13H17N3O10/c1-5-7(2-6(15(21)22)3-8(5)16(23)24)14-26-13-12(20)11(19)10(18)9(4-17)25-13/h2-3,9-14,17-20H,4H2,1H3	FDHKZWGRIMCNIS-UHFFFAOYSA-N		CHEBI:231521		
BASm0013096	4-hydroxylamino-2,6-dinitrotoluene-O-beta-D-glucoside				Cc1c([N+](=O)[O-])cc(NO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc1[N+](=O)[O-]	C13H17N3O10	InChI=1S/C13H17N3O10/c1-5-7(15(21)22)2-6(3-8(5)16(23)24)14-26-13-12(20)11(19)10(18)9(4-17)25-13/h2-3,9-14,17-20H,4H2,1H3	YBIKXELGQAEZAC-UHFFFAOYSA-N		CHEBI:231522		
BASm0013097	2-amino-4,6-dinitrotoluene beta-D-glucoside				Cc1c(N[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc([N+](=O)[O-])cc1[N+](=O)[O-]	C13H17N3O9	InChI=1S/C13H17N3O9/c1-5-7(2-6(15(21)22)3-8(5)16(23)24)14-13-12(20)11(19)10(18)9(4-17)25-13/h2-3,9-14,17-20H,4H2,1H3	CMGFICSLNOXZET-UHFFFAOYSA-N		CHEBI:231523		
BASm0013098	4-amino-2,6-dinitrotoluene beta-D-glucoside				Cc1c([N+](=O)[O-])cc(N[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc1[N+](=O)[O-]	C13H17N3O9	InChI=1S/C13H17N3O9/c1-5-7(15(21)22)2-6(3-8(5)16(23)24)14-13-12(20)11(19)10(18)9(4-17)25-13/h2-3,9-14,17-20H,4H2,1H3	YGGQRUODYYKCTL-UHFFFAOYSA-N		CHEBI:231524		
BASm0013099	2-hydroxylamino-4,6-dinitrotoluene-3C-beta-D-glucoside				Cc1c([N+](=O)[O-])cc([N+](=O)[O-])c([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c1NO		InChI=1S/C13H17N3O10/c1-4-5(15(22)23)2-6(16(24)25)8(9(4)14-21)13-12(20)11(19)10(18)7(3-17)26-13/h2,7,10-14,17-21H,3H2,1H3/t7-,10-,11+,12-,13+/m1/s1	LQVHMKSGVVHSHF-HCLZXYDTSA-N		CHEBI:231525		
BASm0013100	4-hydroxylamino-2,6-dinitrotoluene-3C-beta-D-glucoside					C13H17N3O10		PQZHEDVVKNTFII-HCLZXYDTSA-N	375.0913938	CHEBI:231526		
BASm0013101					*N[C@@H](CCCCNC(=O)[C@H](C)O)C(*)=O					CHEBI:231527		
BASm0013102	(S)-lactoyl-CoA			Expected Solid		C24H36N7O18P3S		VIWKEBOLLIEAIL-IBNUZSNCSA-J	835.1072338	CHEBI:231528		MMDBc0055044
BASm0013103	2,4,6-trinitrotoluene radical					C7H6N3O6		YYEVVKDDTNYDFM-UHFFFAOYSA-N	228.0256599	CHEBI:231530		
BASm0013104	S-(4,6-dinitrotoluyl)glutathione				Cc1c(SC[C@H](NC(=O)CC[C@H]([NH3+])C(=O)[O-])C(=O)NCC(=O)[O-])cc([N+](=O)[O-])cc1[N+](=O)[O-]		InChI=1S/C17H21N5O10S/c1-8-12(22(31)32)4-9(21(29)30)5-13(8)33-7-11(16(26)19-6-15(24)25)20-14(23)3-2-10(18)17(27)28/h4-5,10-11H,2-3,6-7,18H2,1H3,(H,19,26)(H,20,23)(H,24,25)(H,27,28)/p-1/t10-,11-/m0/s1	GZCVDUUXUHYGPT-QWRGUYRKSA-M		CHEBI:231531		
BASm0013105	S-(2,6-dinitro-4-hydroxylaminotoluyl)glutathione				[NH3+][C@@H](CCC(=O)N[C@@H](CSCc1c([N+](=O)[O-])cc(NO)cc1[N+](=O)[O-])C(=O)NCC(=O)[O-])C(=O)[O-]		InChI=1S/C17H22N6O11S/c18-10(17(28)29)1-2-14(24)20-11(16(27)19-5-15(25)26)7-35-6-9-12(22(31)32)3-8(21-30)4-13(9)23(33)34/h3-4,10-11,21,30H,1-2,5-7,18H2,(H,19,27)(H,20,24)(H,25,26)(H,28,29)/p-1/t10-,11-/m0/s1	JHOZIFHIZPPEBR-QWRGUYRKSA-M		CHEBI:231532		
BASm0013106	S-(2,4-dinitro-6-hydroxylaminotoluyl)glutathione				[NH3+][C@@H](CCC(=O)N[C@@H](CSCc1c(NO)cc([N+](=O)[O-])cc1[N+](=O)[O-])C(=O)NCC(=O)[O-])C(=O)[O-]		InChI=1S/C17H22N6O11S/c18-10(17(28)29)1-2-14(24)20-12(16(27)19-5-15(25)26)7-35-6-9-11(21-30)3-8(22(31)32)4-13(9)23(33)34/h3-4,10,12,21,30H,1-2,5-7,18H2,(H,19,27)(H,20,24)(H,25,26)(H,28,29)/p-1/t10-,12-/m0/s1	LEOHWHVQWZWNQO-JQWIXIFHSA-M		CHEBI:231533		
BASm0013107	(S)-azetidine-2-carboxylate		2133-34-8		O=C([O-])[C@@H]1CC[NH2+]1	C4H7NO2	InChI=1S/C4H7NO2/c6-4(7)3-1-2-5-3/h3,5H,1-2H2,(H,6,7)	IADUEWIQBXOCDZ-UHFFFAOYSA-N		CHEBI:231534		
BASm0013108	2-hydroxy-4-aminobutanoate				[NH3+]CCC(O)C(=O)[O-]		InChI=1S/C4H9NO3/c5-2-1-3(6)4(7)8/h3,6H,1-2,5H2,(H,7,8)	IVUOMFWNDGNLBJ-UHFFFAOYSA-N		CHEBI:231535		
BASm0013109	(2S)-N-acetylazetidine-2-carboxylate				CC(=O)N1CC[C@H]1C(=O)[O-]		InChI=1S/C6H9NO3/c1-4(8)7-3-2-5(7)6(9)10/h5H,2-3H2,1H3,(H,9,10)/p-1/t5-/m0/s1	KGMNLCHUEVFDHL-YFKPBYRVSA-M		CHEBI:231539		
BASm0013110	2,4-dihydroxybenzoate	Protocatechuic acid, also known as protocatechuate or 3,4-dihydroxybenzoate, belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups. The enzyme protocatechuate 3,4-dioxygenase uses 3,4-dihydroxybenzoate and O2 to produce 3-carboxy-cis,cis-muconate. Protocatechuic acid is a drug. In the analogous hardening of the cockroach ootheca, the phenolic substance concerned is protocatechuic acid. Protocatechuic acid is a mild, balsamic, and phenolic tasting compound. Outside of the human body, protocatechuic acid is found, on average, in the highest concentration in a few different foods, such as garden onions, cocoa powders, and star anises and in a lower concentration in lentils, liquors, and red raspberries. Protocatechuic acid has also been detected, but not quantified in several different foods, such as cloud ear fungus, american pokeweeds, common mushrooms, fruits, and feijoa. This could make protocatechuic acid a potential biomarker for the consumption of these foods. It is also found in Allium cepa (17,540 ppm). It is a major metabolite of antioxidant polyphenols found in green tea. Similarly, PCA was reported to increase proliferation and inhibit apoptosis of neural stem cells. In vitro testing documented antioxidant and anti-inflammatory activity of PCA, while liver protection in vivo was measured by chemical markers and histological assessment.	99-50-3	Solid	O=C([O-])c1ccc(O)cc1O	C7H6O4	InChI=1S/C7H6O4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H,(H,10,11)	YQUVCSBJEUQKSH-UHFFFAOYSA-N	154.0266087	CHEBI:231556	HMDB0001856	
BASm0013111	cephaeline				CC[C@H]1C[NH+]2CCc3cc(OC)c(OC)cc3[C@@H]2C[C@@H]1C[C@H]1[NH2+]CCc2cc(O)c(OC)cc21	C28H38N2O4	InChI=1S/C28H38N2O4/c1-5-17-16-30-9-7-19-13-27(33-3)28(34-4)15-22(19)24(30)11-20(17)10-23-21-14-26(32-2)25(31)12-18(21)6-8-29-23/h12-15,17,20,23-24,29,31H,5-11,16H2,1-4H3	DTGZHCFJNDAHEN-UHFFFAOYSA-N	466.2831577	CHEBI:231587	HMDB0249806	
BASm0013112	7'-O-demethylcephaeline				CC[C@H]1C[NH+]2CCc3cc(OC)c(OC)cc3[C@@H]2C[C@@H]1C[C@H]1[NH2+]CCc2cc(O)c(O)cc21	C27H36N2O4	InChI=1S/C27H36N2O4/c1-4-16-15-29-8-6-18-12-26(32-2)27(33-3)14-21(18)23(29)10-19(16)9-22-20-13-25(31)24(30)11-17(20)5-7-28-22/h11-14,16,19,22-23,28,30-31H,4-10,15H2,1-3H3	HGQNZTBYUKKJLH-UHFFFAOYSA-N	452.2675076	CHEBI:231589		
BASm0013113	3,7,11,15,19-Pentamethylicosa-2,6,10,14,18-pentaenal				CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C\CC/C(C)=C\C=O	C25H40O	InChI=1S/C25H40O/c1-21(2)11-7-12-22(3)13-8-14-23(4)15-9-16-24(5)17-10-18-25(6)19-20-26/h11,13,15,17,19-20H,7-10,12,14,16,18H2,1-6H3	MFGFXZMIIRCQOA-PSTDWBAXSA-N	356.3079159	CHEBI:231623		
BASm0013114	an aliphatic sulfonate				*CS(=O)(=O)[O-]					CHEBI:231625		
BASm0013115	7-O-methyldeacetylisoipecoside				C=C[C@H]1[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)OC=C(C(=O)OC)[C@H]1C[C@@H]1[NH2+]CCc2cc(O)c(OC)cc21		InChI=1S/C26H35NO11/c1-4-13-15(8-17-14-9-19(34-2)18(29)7-12(14)5-6-27-17)16(24(33)35-3)11-36-25(13)38-26-23(32)22(31)21(30)20(10-28)37-26/h4,7,9,11,13,15,17,20-23,25-32H,1,5-6,8,10H2,2-3H3/p+1/t13-,15+,17+,20-,21-,22+,23-,25+,26+/m1/s1	LJWLPPYGYDAGSL-QIAPLWSDSA-O		CHEBI:231626		
BASm0013116	6,7-O,O-bismethyldeacetylisoipecoside				C=C[C@H]1[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)OC=C(C(=O)OC)[C@H]1C[C@@H]1[NH2+]CCc2cc(OC)c(OC)cc21		InChI=1S/C27H37NO11/c1-5-14-16(9-18-15-10-20(35-3)19(34-2)8-13(15)6-7-28-18)17(25(33)36-4)12-37-26(14)39-27-24(32)23(31)22(30)21(11-29)38-27/h5,8,10,12,14,16,18,21-24,26-32H,1,6-7,9,11H2,2-4H3/p+1/t14-,16+,18+,21-,22-,23+,24-,26+,27+/m1/s1	YRJVFYFTCSOXLY-KPRZXNSKSA-O		CHEBI:231627		
BASm0013117	isococlaurine				COc1cc2c(cc1O)CC[NH2+]C2Cc1ccc(O)cc1	C17H19NO3	InChI=1S/C17H19NO3/c1-21-17-10-14-12(9-16(17)20)6-7-18-15(14)8-11-2-4-13(19)5-3-11/h2-5,9-10,15,18-20H,6-8H2,1H3	HDQFMSLXNCGZDJ-UHFFFAOYSA-N	285.1364935	CHEBI:231628		
BASm0013118	7-O-methylcoclaurine				COc1cc2c(cc1OC)C(Cc1ccc(O)cc1)[NH2+]CC2	C18H21NO3	InChI=1S/C18H21NO3/c1-21-17-10-13-7-8-19-16(15(13)11-18(17)22-2)9-12-3-5-14(20)6-4-12/h3-6,10-11,16,19-20H,7-9H2,1-2H3	NKBBUUNAVOMVER-UHFFFAOYSA-N	299.1521435	CHEBI:231629		
BASm0013119	(S)-norprotosinomenine				COc1ccc(C[C@@H]2[NH2+]CCc3cc(O)c(OC)cc32)cc1O	C18H21NO4	InChI=1S/C18H21NO4/c1-22-17-4-3-11(8-15(17)20)7-14-13-10-18(23-2)16(21)9-12(13)5-6-19-14/h3-4,8-10,14,19-21H,5-7H2,1-2H3	IZAGEUPZVNIFBT-UHFFFAOYSA-N	315.1470582	CHEBI:231630		
BASm0013120	(R)-norprotosinomenine					C18H22NO4		IZAGEUPZVNIFBT-CQSZACIVSA-O	316.1543346	CHEBI:231631		
BASm0013121	(S)-6-O-methylnorprotosinomenine					C19H24NO4		PBARFBACJNHQIC-HNNXBMFYSA-O	330.1699847	CHEBI:231632		
BASm0013122	(R)-6-O-methylnorprotosinomenine				COc1ccc(C[C@H]2[NH2+]CCc3cc(OC)c(OC)cc32)cc1O		InChI=1S/C19H23NO4/c1-22-17-5-4-12(9-16(17)21)8-15-14-11-19(24-3)18(23-2)10-13(14)6-7-20-15/h4-5,9-11,15,20-21H,6-8H2,1-3H3/p+1/t15-/m1/s1	PBARFBACJNHQIC-OAHLLOKOSA-O		CHEBI:231633		
BASm0013123	3,7,11,15,19-Pentamethylicosa-6,10,14,18-tetraenal				CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C\CCC(C)CC=O	C25H42O	InChI=1S/C25H42O/c1-21(2)11-7-12-22(3)13-8-14-23(4)15-9-16-24(5)17-10-18-25(6)19-20-26/h11,13,15,17,20,25H,7-10,12,14,16,18-19H2,1-6H3	AMKLQSQDJSKVPL-QOLULZROSA-N	358.323566	CHEBI:231637		
BASm0013125	GMGT-0				CC1CCCC(C)CCCC(C)CCC2CCCC(C)CCCC(C)CCCC(C)CCOC(CO)COCCC(C)CCCC(C)CCCC(C)CCCC(CCC(C)CCCC(C)CCCC(C)CCCC(C)CCOC(CO)COCCC(C)CCC1)CC2		InChI=1S/C86H170O6/c1-69-27-15-29-71(3)37-21-43-79(11)57-61-89-67-85(65-87)91-63-59-81(13)45-23-39-73(5)30-16-28-70(2)36-20-42-78(10)52-53-83-49-25-47-75(7)33-17-31-72(4)38-22-44-80(12)58-62-90-68-86(66-88)92-64-60-82(14)46-24-40-74(6)32-18-34-76(8)48-26-50-84(56-55-83)54-51-77(9)41-19-35-69/h69-88H,15-68H2,1-14H3	SUAYXMARQJEBDT-UHFFFAOYSA-N		CHEBI:231648		
BASm0013126	norfluorocurarine				C/C=C1/C[NH+]2CC[C@]34C(=C(C=O)[C@H]1C[C@H]23)Nc1ccccc14	C19H20N2O	InChI=1S/C19H20N2O/c1-2-12-10-21-8-7-19-15-5-3-4-6-16(15)20-18(19)14(11-22)13(12)9-17(19)21/h2-6,11,13,17,20H,7-10H2,1H3	VFUITWPFKLGEQA-UHFFFAOYSA-N	292.1575633	CHEBI:231650		
BASm0013127	18-hydroxynorfluorocurarine				O=CC1=C2Nc3ccccc3[C@@]23CC[NH+]2C/C(=C/CO)[C@@H]1C[C@H]23	C19H20N2O2	InChI=1S/C19H20N2O2/c22-8-5-12-10-21-7-6-19-15-3-1-2-4-16(15)20-18(19)14(11-23)13(12)9-17(19)21/h1-5,11,13,17,20,22H,6-10H2	AMUXRBXLNYRDMU-UHFFFAOYSA-N	308.1524779	CHEBI:231652		
BASm0013128	(19E)-cur-19-en-17-al				C/C=C1/C[NH+]2CC[C@]34c5ccccc5N[C@H]3[C@H](C=O)[C@H]1C[C@H]24	C19H22N2O	InChI=1S/C19H22N2O/c1-2-12-10-21-8-7-19-15-5-3-4-6-16(15)20-18(19)14(11-22)13(12)9-17(19)21/h2-6,11,13-14,17-18,20H,7-10H2,1H3	GOUXXPLYMIUQLE-UHFFFAOYSA-N	294.1732133	CHEBI:231653		
BASm0013129	bis(2-hydroxyethyl) terephthalate				O=C(OCCO)c1ccc(C(=O)OCCO)cc1	C12H14O6	InChI=1S/C12H14O6/c13-5-7-17-11(15)9-1-2-10(4-3-9)12(16)18-8-6-14/h1-4,13-14H,5-8H2	QPKOBORKPHRBPS-UHFFFAOYSA-N	254.0790382	CHEBI:231672	HMDB0249245	
BASm0013132	N(alpha),N(alpha)-dimethyl-L-tryptophan				C[NH+](C)[C@@H](Cc1c[nH]c2ccccc12)C(=O)[O-]	C13H16N2O2	InChI=1S/C13H16N2O2/c1-15(2)12(13(16)17)7-9-8-14-11-6-4-3-5-10(9)11/h3-6,8,12,14H,7H2,1-2H3,(H,16,17)	SOSHNYKNINOSTB-UHFFFAOYSA-N	232.1211778	CHEBI:231710		
BASm0013133	(S)-3-chloro-1,2-propanediol		96-24-2		OC[C@H](O)CCl	C3H7ClO2	InChI=1S/C3H7ClO2/c4-1-3(6)2-5/h3,5-6H,1-2H2	SSZWWUDQMAHNAQ-UHFFFAOYSA-N		CHEBI:231711		
BASm0013134	dec-9-ene-1,2-diol					C10H20O2		JZRZUZGKZKFMJO-UHFFFAOYNA-N	172.1463299	CHEBI:231712	HMDB0180497	
BASm0013135	(R)-styrene glycol		25779-13-9		OC[C@H](O)c1ccccc1	C8H10O2	InChI=1S/C8H10O2/c9-6-8(10)7-4-2-1-3-5-7/h1-5,8-10H,6H2/t8-/m1/s1	PWMWNFMRSKOCEY-MRVPVSSYSA-N		CHEBI:231713		
BASm0013136	(S)-styrene glycol	Flavouring compound [Flavornet]			[H][C@@](O)(CO)C1=CC=CC=C1	C8H10O2	InChI=1S/C8H10O2/c9-6-8(10)7-4-2-1-3-5-7/h1-5,8-10H,6H2/t8-/m1/s1	PWMWNFMRSKOCEY-MRVPVSSYSA-N	138.0680796	CHEBI:231714	HMDB0303891	
BASm0013137	cyclohex-3-ene-1,2-diol					C6H10O2		GRRYTPLUXFDFCG-UHFFFAOYNA-N	114.0680796	CHEBI:231715		
BASm0013138	(3R)-3,4-dimethyl-2-oxopentanoate				CC(C)[C@@H](C)C(=O)C(=O)[O-]		InChI=1S/C7H12O3/c1-4(2)5(3)6(8)7(9)10/h4-5H,1-3H3,(H,9,10)/p-1/t5-/m1/s1	LJVGNAAEAOXGRU-RXMQYKEDSA-M		CHEBI:231720		
BASm0013139	(S)-3-hydroxy-5-oxohexanoate	3-hydroxy-5-oxohexanoate is a member of the chemical class known as Medium-chain Keto Acids and Derivatives. These are keto acids with a 6 to 12  carbon atoms long side chain. It is a substrate for butyryl coenzyme A transferase (EC 2.8.3.8) and it sometimes an associated byproduct of gallic acid degradation.	109138-72-9		CC(=O)C[C@H](O)CC(=O)[O-]	C6H10O4	InChI=1S/C6H10O4/c1-4(7)2-5(8)3-6(9)10/h5,8H,2-3H2,1H3,(H,9,10)	APWDZEIBFNZVND-UHFFFAOYSA-N	146.0579088	CHEBI:231733		
BASm0013140	N-acetylneuraminate 9-phosphate		37992-17-9	Expected Solid	[H]O[C@]([H])(C([H])([H])OP([O-])([O-])=O)[C@@]([H])(O[H])[C@]1([H])OC(O[H])(C([O-])=O)C([H])([H])[C@]([H])(O[H])[C@@]1([H])N([H])C(=O)C([H])([H])[H]	C11H17NO12P	InChI=1S/C11H20NO12P/c1-4(13)12-7-5(14)2-11(19,10(17)18)24-9(7)8(16)6(15)3-23-25(20,21)22/h5-9,14-16,19H,2-3H2,1H3,(H,12,13)(H,17,18)(H2,20,21,22)/p-3/t5-,6+,7+,8+,9+,11?/m0/s1	SQMNIXJSBCSNCI-LUWBGTNYSA-K	386.0504827	CHEBI:231734	HMDB0004381	MMDBc0048454
BASm0013141	aldehydo-D-mannose 6-phosphate			Expected Solid	O=C[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)COP(=O)([O-])[O-]	C6H13O9P	InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h1,3-6,8-11H,2H2,(H2,12,13,14)/t3-,4+,5+,6-/m0/s1	VFRROHXSMXFLSN-KCDKBNATSA-N	260.0297185	CHEBI:231735		MMDBc0054325
BASm0013142	(2E,6E,10E)-geranylgeranyl-triacetate lactone				CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/Cc1c(O)cc(C)oc1=O		InChI=1S/C26H38O3/c1-19(2)10-7-11-20(3)12-8-13-21(4)14-9-15-22(5)16-17-24-25(27)18-23(6)29-26(24)28/h10,12,14,16,18,27H,7-9,11,13,15,17H2,1-6H3/b20-12+,21-14+,22-16+	WWGXUYIEOFNMHZ-VOLDSXALSA-N		CHEBI:231737		
BASm0013143	(S)-(2E,6E,10E)-epoxygeranylgeranyl-triacetate lactone				C/C(=C\CC/C(C)=C/Cc1c(O)cc(C)oc1=O)CC/C=C(\C)CC[C@@H]1OC1(C)C		InChI=1S/C26H38O4/c1-18(10-8-12-20(3)14-16-24-26(5,6)30-24)9-7-11-19(2)13-15-22-23(27)17-21(4)29-25(22)28/h9,12-13,17,24,27H,7-8,10-11,14-16H2,1-6H3/b18-9+,19-13+,20-12+/t24-/m0/s1	NOUDQNHOBOKUQE-BHPSZCLXSA-N		CHEBI:231738		
BASm0013144	sartorypyrone F				C=C1CC[C@H]2C(C)(C)[C@@H](O)CC[C@]2(C)[C@H]1CC/C(C)=C/Cc1c(O)cc(C)oc1=O		InChI=1S/C26H38O4/c1-16(7-10-19-21(27)15-18(3)30-24(19)29)8-11-20-17(2)9-12-22-25(4,5)23(28)13-14-26(20,22)6/h7,15,20,22-23,27-28H,2,8-14H2,1,3-6H3/b16-7+/t20-,22-,23-,26+/m0/s1	UCQLZQQYQRWQRU-KMZVNXNLSA-N		CHEBI:231739		
BASm0013145	sartorypyrone G				C=C1CC[C@H]2C(C)(C)[C@@H](OC(C)=O)CC[C@]2(C)[C@H]1CC/C(C)=C/Cc1c(O)cc(C)oc1=O		InChI=1S/C28H40O5/c1-17(8-11-21-23(30)16-19(3)32-26(21)31)9-12-22-18(2)10-13-24-27(5,6)25(33-20(4)29)14-15-28(22,24)7/h8,16,22,24-25,30H,2,9-15H2,1,3-7H3/b17-8+/t22-,24-,25-,28+/m0/s1	ATKBLSRWUFYKSB-MPEQJHNYSA-N		CHEBI:231741		
BASm0013147	N-[(3R)-3-hydroxyhexadecanoyl]-glycine				CCCCCCCCCCCCC[C@@H](O)CC(=O)NCC(=O)[O-]		InChI=1S/C18H35NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-16(20)14-17(21)19-15-18(22)23/h16,20H,2-15H2,1H3,(H,19,21)(H,22,23)/p-1/t16-/m1/s1	MZUHHHSFDVDBCZ-MRXNPFEDSA-M		CHEBI:231743		
BASm0013148	a glycine lipid				[1*][C@H](CC(=O)NCC(=O)[O-])OC([2*])=O					CHEBI:231744		
BASm0013149	N-[(3R)-3-(hexadecanoyloxy)hexadecanoyl]-glycine				CCCCCCCCCCCCCCCC(=O)O[C@H](CCCCCCCCCCCCC)CC(=O)NCC(=O)[O-]		InChI=1S/C34H65NO5/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-34(39)40-31(29-32(36)35-30-33(37)38)27-25-23-21-19-17-14-12-10-8-6-4-2/h31H,3-30H2,1-2H3,(H,35,36)(H,37,38)/p-1/t31-/m1/s1	GFABHZOVNJOLFL-WJOKGBTCSA-M		CHEBI:231745		
BASm0013150	17,18-epoxy-17-hydroxycur-19-ene				OC1OCC=C2C[NH+]3CC[C@]45c6ccccc6N[C@H]4[C@H]1[C@H]2C[C@H]35	C19H22N2O2	InChI=1S/C19H22N2O2/c22-18-16-12-9-15-19(6-7-21(15)10-11(12)5-8-23-18)13-3-1-2-4-14(13)20-17(16)19/h1-5,12,15-18,20,22H,6-10H2	UFUDXCDPABDFHK-UHFFFAOYSA-N	310.168128	CHEBI:231746		
BASm0013151	diaboline				CC(=O)N1c2ccccc2[C@@]23CC[NH+]4CC5=CCOC(O)[C@@H]([C@H]12)[C@H]5C[C@H]43	C21H24N2O3	InChI=1S/C21H24N2O3/c1-12(24)23-16-5-3-2-4-15(16)21-7-8-22-11-13-6-9-26-20(25)18(19(21)23)14(13)10-17(21)22/h2-6,14,17-20,25H,7-11H2,1H3	QSDMAJZSSDNJPO-UHFFFAOYSA-N	352.1786926	CHEBI:231747		
BASm0013152	prestrychnine				O=C([O-])CC(=O)N1c2ccccc2[C@@]23CC[NH+]4CC5=CCOC(O)[C@@H]([C@H]12)[C@H]5C[C@H]43		InChI=1S/C22H24N2O5/c25-17(10-18(26)27)24-15-4-2-1-3-14(15)22-6-7-23-11-12-5-8-29-21(28)19(20(22)24)13(12)9-16(22)23/h1-5,13,16,19-21,28H,6-11H2,(H,26,27)/t13-,16-,19+,20-,21?,22+/m0/s1	NAOVADXKDNYEDD-NFQHTMJASA-N		CHEBI:231748		
BASm0013153	isostrychnine				O=C1CC=C2[C@H]3C[C@@H]4[NH+](CC[C@@]45c4ccccc4N1[C@@H]25)C/C3=C/CO	C21H22N2O2	InChI=1S/C21H22N2O2/c24-10-7-13-12-22-9-8-21-16-3-1-2-4-17(16)23-19(25)6-5-14(20(21)23)15(13)11-18(21)22/h1-5,7,15,18,20,24H,6,8-12H2	PNYOGGAOQVIZDM-UHFFFAOYSA-N	334.168128	CHEBI:231753		
BASm0013154	10-hydroxystrychnine				O=C1C[C@@H]2OCC=C3C[NH+]4CC[C@]56c7cc(O)ccc7N1[C@H]5[C@H]2[C@H]3C[C@H]46	C21H22N2O3	InChI=1S/C21H22N2O3/c24-12-1-2-15-14(7-12)21-4-5-22-10-11-3-6-26-16-9-18(25)23(15)20(21)19(16)13(11)8-17(21)22/h1-3,7,13,16-17,19-20,24H,4-6,8-10H2	LTUSPDUPSHDPTN-UHFFFAOYSA-N	350.1630426	CHEBI:231754		
BASm0013155	beta-colubrine				COc1ccc2c(c1)[C@@]13CC[NH+]4CC5=CCO[C@H]6CC(=O)N2[C@H]1[C@H]6[C@H]5C[C@H]43	C22H24N2O3	InChI=1S/C22H24N2O3/c1-26-13-2-3-16-15(8-13)22-5-6-23-11-12-4-7-27-17-10-19(25)24(16)21(22)20(17)14(12)9-18(22)23/h2-4,8,14,17-18,20-21H,5-7,9-11H2,1H3	ZTHVHELPCLGXHF-UHFFFAOYNA-N	364.1786926	CHEBI:231755		
BASm0013156	11-demethylbrucine				COc1cc2c(cc1O)N1C(=O)C[C@@H]3OCC=C4C[NH+]5CC[C@@]26[C@@H]1[C@H]3[C@H]4C[C@H]56		InChI=1S/C22H24N2O4/c1-27-16-7-13-14(8-15(16)25)24-19(26)9-17-20-12-6-18-22(13,21(20)24)3-4-23(18)10-11(12)2-5-28-17/h2,7-8,12,17-18,20-21,25H,3-6,9-10H2,1H3/p+1/t12-,17-,18-,20-,21-,22+/m0/s1	ZOJKSTMZJYKGGH-QOQMYPBTSA-O		CHEBI:231756		
BASm0013157	brucine					C23H27N2O4		RRKTZKIUPZVBMF-IBTVXLQLSA-O	395.1965338	CHEBI:231757		
BASm0013158	mescaline				COC1=CC(CC[NH3+])=CC(OC)=C1OC	C11H18NO3	InChI=1S/C11H17NO3/c1-13-9-6-8(4-5-12)7-10(14-2)11(9)15-3/h6-7H,4-5,12H2,1-3H3/p+1	RHCSKNNOAZULRK-UHFFFAOYSA-O	212.1281199	CHEBI:231762		
BASm0013159	3,4-dihydroxy-5-methoxyphenethylamine				COc1cc(CC[NH3+])cc(O)c1O	C9H13NO3	InChI=1S/C9H13NO3/c1-13-8-5-6(2-3-10)4-7(11)9(8)12/h4-5,11-12H,2-3,10H2,1H3	VAXRELHTGBYXIA-UHFFFAOYSA-N	183.0895433	CHEBI:231763	HMDB0154785	
BASm0013160	leucodopachrome	Leucodopachrome is an indolic intermediate in the melanogenesis pathway, the non-enzymatic product of dopaquinone through cyclization in a reaction whose operation is determined by a pH greater than 4 (melanin synthesis in human pigment cell lysates is maximal at pH 6.8). Leucodopachrome participates in redox exchange with dopaquinone to give the eumelanin precursor dopachrome plus DOPA. Dopaquinone (the quinone intermediate resulting from tyrosinase-mediated oxidation of tyrosine, monophenol dihydroxyphenylalanine:oxygen oxidoreductase, EC 1.14.18.1) could be a toxic metabolite in melanin biosynthesis (PMID: 6807981, 1445949, 413870, 11461115, 11171088, 12755639).	18766-67-1	Solid	O=C([O-])[C@@H]1Cc2cc(O)c(O)cc2[NH2+]1	C9H9NO4	InChI=1S/C9H9NO4/c11-7-2-4-1-6(9(13)14)10-5(4)3-8(7)12/h2-3,6,10-12H,1H2,(H,13,14)/t6-/m0/s1	JDWYRSDDJVCWPB-LURJTMIESA-N	195.0531578	CHEBI:231766	HMDB0004067	
BASm0013161	4-hydroxy-3,5-dimethoxyphenethylamine				COc1cc(CC[NH3+])cc(OC)c1O	C10H15NO3	InChI=1S/C10H15NO3/c1-13-8-5-7(3-4-11)6-9(14-2)10(8)12/h5-6,12H,3-4,11H2,1-2H3	ISVPPMXWQFCRSS-UHFFFAOYSA-N	197.1051933	CHEBI:231768	HMDB0154796	
BASm0013162	3-hydroxy-4,5-dimethoxyphenethylamine				COc1cc(CC[NH3+])cc(O)c1OC	C10H15NO3	InChI=1S/C10H15NO3/c1-13-9-6-7(3-4-11)5-8(12)10(9)14-2/h5-6,12H,3-4,11H2,1-2H3	PDKPJPTZKPCMKR-UHFFFAOYSA-N	197.1051933	CHEBI:231769		
BASm0013163	hordenine		539-15-1	Expected Solid	C[NH+](C)CCc1ccc(O)cc1	C10H16NO	InChI=1S/C10H15NO/c1-11(2)8-7-9-3-5-10(12)6-4-9/h3-6,12H,7-8H2,1-2H3/p+1	KUBCEEMXQZUPDQ-UHFFFAOYSA-O	166.1226406	CHEBI:231770	HMDB0004366	MMDBc0049677
BASm0013164	N-methyl-dopamine		501-15-5		C[NH2+]CCc1ccc(O)c(O)c1	C9H13NO2	InChI=1S/C9H13NO2/c1-10-5-4-7-2-3-8(11)9(12)6-7/h2-3,6,10-12H,4-5H2,1H3	NGKZFDYBISXGGS-UHFFFAOYSA-N		CHEBI:231771		
BASm0013165	N,N-dimethyldopamine		21581-37-3		C[NH+](C)CCc1ccc(O)c(O)c1	C10H15NO2	InChI=1S/C10H15NO2/c1-11(2)6-5-8-3-4-9(12)10(13)7-8/h3-4,7,12-13H,5-6H2,1-2H3	XJTVXBWTYZCUJX-UHFFFAOYSA-N	181.1102787	CHEBI:231772		
BASm0013166	N-methyl-3-methoxytyramine				C[NH2+]CCc1ccc(O)c(OC)c1	C10H15NO2	InChI=1S/C10H15NO2/c1-11-6-5-8-3-4-9(12)10(7-8)13-2/h3-4,7,11-12H,5-6H2,1-2H3	VGPSEFMDUHBQNN-UHFFFAOYSA-N	181.1102787	CHEBI:231773		
BASm0013167	N,N-dimethyl-3-methoxytyramine				COc1cc(CC[NH+](C)C)ccc1O	C11H17NO2	InChI=1S/C11H17NO2/c1-12(2)7-6-9-4-5-10(13)11(8-9)14-3/h4-5,8,13H,6-7H2,1-3H3	SQKKYSLRUHVTFX-UHFFFAOYSA-N	195.1259288	CHEBI:231774		
BASm0013168	N-methyl-3,4-dihydroxy-5-methoxyphenethylamine				C[NH2+]CCc1cc(O)c(O)c(OC)c1		InChI=1S/C10H15NO3/c1-11-4-3-7-5-8(12)10(13)9(6-7)14-2/h5-6,11-13H,3-4H2,1-2H3/p+1	IMNHSQPRLWZUGS-UHFFFAOYSA-O		CHEBI:231775		
BASm0013169	N,N-dimethyl-3,4-dihydroxy-5-methoxyphenethylamine				COc1cc(CC[NH+](C)C)cc(O)c1O		InChI=1S/C11H17NO3/c1-12(2)5-4-8-6-9(13)11(14)10(7-8)15-3/h6-7,13-14H,4-5H2,1-3H3/p+1	BVJGRXXIMZTLKN-UHFFFAOYSA-O		CHEBI:231776		
BASm0013170	N-methyl-4-hydroxy-3,5-dimethoxyphenethylamine				C[NH2+]CCc1cc(OC)c(O)c(OC)c1		InChI=1S/C11H17NO3/c1-12-5-4-8-6-9(14-2)11(13)10(7-8)15-3/h6-7,12-13H,4-5H2,1-3H3/p+1	CQRXQNMRCIMDPZ-UHFFFAOYSA-O		CHEBI:231777		
BASm0013171	N,N-dimethyl-4-hydroxy-3,5-dimethoxyphenethylamine				COc1cc(CC[NH+](C)C)cc(OC)c1O		InChI=1S/C12H19NO3/c1-13(2)6-5-9-7-10(15-3)12(14)11(8-9)16-4/h7-8,14H,5-6H2,1-4H3/p+1	KCJSOMKZGOMQCA-UHFFFAOYSA-O		CHEBI:231778		
BASm0013172	N-methyl-3-hydroxy-4,5-dimethoxyphenethylamine				C[NH2+]CCc1cc(O)c(OC)c(OC)c1	C11H17NO3	InChI=1S/C11H17NO3/c1-12-5-4-8-6-9(13)11(15-3)10(7-8)14-2/h6-7,12-13H,4-5H2,1-3H3	ZIXMCYWHHXSJOK-UHFFFAOYSA-N	211.1208434	CHEBI:231779		
BASm0013173	N,N-dimethyl-3-hydroxy-4,5-dimethoxyphenethylamine					C12H20NO3		INYMWXUUZSMPQM-UHFFFAOYSA-O	226.1437699	CHEBI:231780		
BASm0013174	N-methylmescaline					C12H20NO3		OTXANOLOOUNVSR-UHFFFAOYSA-O	226.1437699	CHEBI:231781		
BASm0013175	N,N-dimethylmescaline					C13H22NO3		BTSKBPJWJZFTPQ-UHFFFAOYSA-O	240.15942	CHEBI:231782		
BASm0013176	7beta,14,16-trihydroxyconfertifolin					C15H22O5		HNUDWMWACNXTIF-OSRDXIQISA-N	282.1467238	CHEBI:231784		
BASm0013177	dideacetyl astellolide B					C22H26O7		LEVSRAIMOZLZAW-OSZJIOELSA-N	402.1678532	CHEBI:231785		
BASm0013178	dideacetyl astellolide A					C22H26O6		BENHWNCEXLLTDC-OSZJIOELSA-N	386.1729386	CHEBI:231786		
BASm0013179	hancockiamide D					C20H27N2O3		XSGLOXNZKHLMNE-IRXDYDNUSA-O	343.2016192	CHEBI:231787		
BASm0013180	hancockiamide A					C29H33N2O4		JRBUGAHICHRVSG-NGOZIHSBSA-O	473.243484	CHEBI:231788		
BASm0013181	hancockiamide G				COc1cc(C[C@H]2C[NH2+][C@@H](Cc3ccccc3)CN2C(=O)/C=C/c2ccccc2)cc2c1OCO2		InChI=1S/C29H30N2O4/c1-33-26-16-23(17-27-29(26)35-20-34-27)15-25-18-30-24(14-22-10-6-3-7-11-22)19-31(25)28(32)13-12-21-8-4-2-5-9-21/h2-13,16-17,24-25,30H,14-15,18-20H2,1H3/p+1/b13-12+/t24-,25-/m0/s1	YUCPAFATLXEDRX-YPBJQLICSA-O		CHEBI:231789		
BASm0013182	a diphosphatidylglycerone				[1*]C(=O)OC[C@H](COP(=O)([O-])OCC(=O)COP(=O)([O-])OC[C@@H](COC([3*])=O)OC([4*])=O)OC([2*])=O					CHEBI:231790		
BASm0013183	1',3'-bis-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerone				CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC(=O)COP(=O)([O-])OC[C@@H](COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC		InChI=1S/C81H140O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h21-28,33-40,76-77H,5-20,29-32,41-74H2,1-4H3,(H,87,88)(H,89,90)/p-2/b25-21-,26-22-,27-23-,28-24-,37-33-,38-34-,39-35-,40-36-/t76-,77-/m1/s1	XMBIHTUFGGMBAE-XGJIDDIWSA-L		CHEBI:231791		
BASm0013185	hancockiamide H				COc1cc(C[C@H]2C[NH2+][C@@H](Cc3ccccc3)CN2)cc2c1OCO2		InChI=1S/C20H24N2O3/c1-23-18-9-15(10-19-20(18)25-13-24-19)8-17-12-21-16(11-22-17)7-14-5-3-2-4-6-14/h2-6,9-10,16-17,21-22H,7-8,11-13H2,1H3/p+1/t16-,17-/m0/s1	RWGZXMUUNVSQHD-IRXDYDNUSA-O		CHEBI:231794		
BASm0013186	N-propanoyltaurine				CCC(=O)NCCS(=O)(=O)[O-]		InChI=1S/C5H11NO4S/c1-2-5(7)6-3-4-11(8,9)10/h2-4H2,1H3,(H,6,7)(H,8,9,10)/p-1	CIPJBOMLFKUUEH-UHFFFAOYSA-M		CHEBI:231795		
BASm0013187	(S,S)-drim-8-en-11-yl diphosphate				CC1=C(COP(=O)([O-])OP(=O)([O-])[O-])[C@@]2(C)CCCC(C)(C)[C@@H]2CC1		InChI=1S/C15H28O7P2/c1-11-6-7-13-14(2,3)8-5-9-15(13,4)12(11)10-21-24(19,20)22-23(16,17)18/h13H,5-10H2,1-4H3,(H,19,20)(H2,16,17,18)/p-3/t13-,15+/m0/s1	LFJUGVLMIOOWFG-DZGCQCFKSA-K		CHEBI:231796		
BASm0013188	(S,S)-drim-8-en-11-ol				CC1=C(CO)[C@@]2(C)CCCC(C)(C)[C@@H]2CC1		InChI=1S/C15H26O/c1-11-6-7-13-14(2,3)8-5-9-15(13,4)12(11)10-16/h13,16H,5-10H2,1-4H3/t13-,15+/m0/s1	HEFHXIIJACYLNN-DZGCQCFKSA-N		CHEBI:231797		
BASm0013189					*N[C@@H](COP(=O)([O-])OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@@H](O)/C=C/CCCC/C=C/CCCCCCC)C(*)=O					CHEBI:231803		
BASm0013190	3-oxopresphingofungin				CCCCCCC/C=C/CCCC/C=C/[C@H](O)CC(=O)[C@H](N)C(=O)[O-]		InChI=1S/C20H35NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17(22)16-18(23)19(21)20(24)25/h8-9,14-15,17,19,22H,2-7,10-13,16,21H2,1H3,(H,24,25)/p-1/b9-8+,15-14+/t17-,19-/m0/s1	KEGJBZQQWQOZLM-YQHODMHPSA-M		CHEBI:231804		
BASm0013191	presphingofungin				CCCCCCC/C=C/CCCC/C=C/[C@H](O)C[C@H](O)[C@H]([NH3+])C(=O)[O-]		InChI=1S/C20H37NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17(22)16-18(23)19(21)20(24)25/h8-9,14-15,17-19,22-23H,2-7,10-13,16,21H2,1H3,(H,24,25)/b9-8+,15-14+/t17-,18-,19-/m0/s1	VDTWYJUHNMNWJB-QSWGLJOXSA-N		CHEBI:231805		
BASm0013192	sphingofungin B1				CCCCCC[C@@H](O)CCCCCC/C=C/[C@H](O)C[C@H](O)[C@H]([NH3+])C(=O)[O-]		InChI=1S/C20H39NO5/c1-2-3-4-9-12-16(22)13-10-7-5-6-8-11-14-17(23)15-18(24)19(21)20(25)26/h11,14,16-19,22-24H,2-10,12-13,15,21H2,1H3,(H,25,26)/b14-11+/t16-,17+,18+,19+/m1/s1	SBZQHLPRUFVFDF-ZMTHGBDOSA-N		CHEBI:231806		
BASm0013193	sphingofungin B				CCCCCC[C@@H](O)CCCCCC/C=C/[C@H](O)[C@@H](O)[C@H](O)[C@H]([NH3+])C(=O)[O-]	C20H39NO6	InChI=1S/C20H39NO6/c1-2-3-4-9-12-15(22)13-10-7-5-6-8-11-14-16(23)18(24)19(25)17(21)20(26)27/h11,14-19,22-25H,2-10,12-13,21H2,1H3,(H,26,27)	UAPFYKYEEDCCTL-UHFFFAOYSA-N	389.277738	CHEBI:231807		
BASm0013194	sphingofungin C			Expected Solid	CCCCCC[C@@H](O)CCCCCC/C=C/[C@H](OC(C)=O)[C@@H](O)[C@H](O)[C@H]([NH3+])C(=O)[O-]	C22H41NO7	InChI=1S/C22H41NO7/c1-3-4-5-10-13-17(25)14-11-8-6-7-9-12-15-18(30-16(2)24)20(26)21(27)19(23)22(28)29/h12,15,17-21,25-27H,3-11,13-14,23H2,1-2H3,(H,28,29)	PBKBHDLANIOIKK-UHFFFAOYSA-N	431.2883027	CHEBI:231808		MMDBc0015473
BASm0013195	decarboxy 3-dehydropresphingofungin				CCCCCCC/C=C/CCCC/C=C/[C@H](O)CC(=O)C[NH3+]		InChI=1S/C19H35NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)16-19(22)17-20/h8-9,14-15,18,21H,2-7,10-13,16-17,20H2,1H3/p+1/b9-8+,15-14+/t18-/m0/s1	ZMYZEEWFFMLUMV-CMISWSHUSA-O		CHEBI:231809		
BASm0013196	ent-trachylobane				CC1(C)CCC[C@]2(C)[C@@H]1CC[C@@]13CC4[C@@H](C[C@H]12)[C@]4(C)C3	C20H32	InChI=1S/C20H32/c1-17(2)7-5-8-18(3)15(17)6-9-20-11-14-13(10-16(18)20)19(14,4)12-20/h13-16H,5-12H2,1-4H3	JTJZAWZRQPNBLR-UHFFFAOYSA-N	272.250401	CHEBI:231826		
BASm0013197	ent-(12E)-labda-8(17),12,14-triene			Expected Solid		C20H32		VJVMMXUPZGOBSN-DZIHMOSASA-N	272.250401	CHEBI:231828		MMDBc0054019
BASm0013198	16alpha-hydroxy-ent-kaurene	Ent-kauran-16-beta-ol is a member of the class of compounds known as kaurane diterpenoids. Kaurane diterpenoids are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D. Ent-kauran-16-beta-ol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Ent-kauran-16-beta-ol can be found in sunflower, which makes ent-kauran-16-beta-ol a potential biomarker for the consumption of this food product.			[H][C@@]12CC[C@@H]3C[C@]1(C[C@@]3(C)O)CC[C@]1([H])C(C)(C)CCC[C@@]21C	C20H34O	InChI=1S/C20H34O/c1-17(2)9-5-10-18(3)15(17)8-11-20-12-14(6-7-16(18)20)19(4,21)13-20/h14-16,21H,5-13H2,1-4H3/t14-,15-,16+,18-,19-,20+/m1/s1	FZSRMADKTOBCNT-HFJXXIIPSA-N	290.2609657	CHEBI:231830	HMDB0302663	
BASm0013199	alpha-(hydroxymethyl)serine				NC(CO)(CO)C(O)=O	C4H9NO4	InChI=1S/C4H9NO4/c5-4(1-6,2-7)3(8)9/h6-7H,1-2,5H2,(H,8,9)	ZRPDXDBGEYHEBJ-UHFFFAOYSA-N	135.0531578	CHEBI:231831		
BASm0013200	2-(methylaminoethyl)phosphonate				CNCCP(O)(O)=O	C3H10NO3P	InChI=1S/C3H10NO3P/c1-4-2-3-8(5,6)7/h4H,2-3H2,1H3,(H2,5,6,7)	KMMKKNKMHUQJAW-UHFFFAOYSA-N	139.0398302	CHEBI:231835		
BASm0013201	2-(dimethylaminoethyl)phosphonate				CN(C)CCP(O)(O)=O	C4H12NO3P	InChI=1S/C4H12NO3P/c1-5(2)3-4-9(6,7)8/h3-4H2,1-2H3,(H2,6,7,8)	QVUUJUCAEDDQDR-UHFFFAOYSA-N	153.0554802	CHEBI:231836		
BASm0013202					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(=O)[nH]c(N)nc32)[C@@H]2OP(=O)([O-])O[C@@H]21					CHEBI:231849		
BASm0013203					*O[C@H]1[C@@H](O)[C@H](n2ccc(=O)[nH]c2=O)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](n2cnc3c(=O)[nH]c(N)nc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:231850		
BASm0013204	(-)-16-carbomethoxycleaviminium				CCC1=C[C@@H]2C[C@@H](C(=O)OC)c3[nH]c4ccccc4c3CC[N+](=C1)C2		InChI=1S/C21H25N2O2/c1-3-14-10-15-11-18(21(24)25-2)20-17(8-9-23(12-14)13-15)16-6-4-5-7-19(16)22-20/h4-7,10,12,15,18,22H,3,8-9,11,13H2,1-2H3/q+1/t15-,18-/m1/s1	KQUKYMVTQLUZKQ-CRAIPNDOSA-N		CHEBI:231852		
BASm0013205	11-hydroxystrychnine				O=C1C[C@@H]2OCC=C3C[NH+]4CC[C@]56c7ccc(O)cc7N1[C@H]5[C@H]2[C@H]3C[C@H]46		InChI=1S/C21H22N2O3/c24-12-1-2-14-15(7-12)23-18(25)9-16-19-13-8-17-21(14,20(19)23)4-5-22(17)10-11(13)3-6-26-16/h1-3,7,13,16-17,19-20,24H,4-6,8-10H2/p+1/t13-,16-,17-,19-,20-,21+/m0/s1	YKQVEYOJOBZATM-FVWCLLPLSA-O		CHEBI:231863		
BASm0013206	alpha-colubrine				COc1ccc2c(c1)N1C(=O)C[C@@H]3OCC=C4C[NH+]5CC[C@@]26[C@@H]1[C@H]3[C@H]4C[C@H]56	C22H24N2O3	InChI=1S/C22H24N2O3/c1-26-13-2-3-15-16(8-13)24-19(25)10-17-20-14-9-18-22(15,21(20)24)5-6-23(18)11-12(14)4-7-27-17/h2-4,8,14,17-18,20-21H,5-7,9-11H2,1H3	CAPUGADOGHKUQS-UHFFFAOYSA-N	364.1786926	CHEBI:231864		
BASm0013210					*O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](*)O[C@@H]1CO					CHEBI:231871		
BASm0013211					*O[C@H]1C[C@H](*)O[C@@H]1COP(=O)([O-])O[C@H]1C[C@H](*)O[C@@H]1CO					CHEBI:231873		
BASm0013212					*O[C@H]1[C@@H](O)[C@H](n2ccc(=O)[nH]c2=O)O[C@@H]1COP(=O)([O-])O[C@H]1[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O[C@@H]1COP(*)(=O)[O-]					CHEBI:231879		
BASm0013213					*P(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@@H]2OP(=O)([O-])O[C@@H]21					CHEBI:231881		
BASm0013214	UDP-N-acetyl-alpha-D-xylosamine				CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)OC[C@@H](O)[C@@H]1O		InChI=1S/C16H25N3O16P2/c1-6(20)17-10-11(23)7(21)4-31-15(10)34-37(29,30)35-36(27,28)32-5-8-12(24)13(25)14(33-8)19-3-2-9(22)18-16(19)26/h2-3,7-8,10-15,21,23-25H,4-5H2,1H3,(H,17,20)(H,27,28)(H,29,30)(H,18,22,26)/p-2/t7-,8-,10-,11+,12-,13-,14-,15-/m1/s1	UEPNWXBOXKZBEW-MLNBQNOVSA-L		CHEBI:231888		
BASm0013215	1'-carboxy-chondrochloren A				CCCC[C@@H](C)[C@H](O)[C@H](C)C(=O)/C(C)=C/[C@@H](OC)[C@@H](O)[C@@H](OC)C(=O)N[C@H](Cc1ccc(O)c(Cl)c1)C(=O)[O-]		InChI=1S/C28H42ClNO9/c1-7-8-9-15(2)23(32)17(4)24(33)16(3)12-22(38-5)25(34)26(39-6)27(35)30-20(28(36)37)14-18-10-11-21(31)19(29)13-18/h10-13,15,17,20,22-23,25-26,31-32,34H,7-9,14H2,1-6H3,(H,30,35)(H,36,37)/p-1/b16-12+/t15-,17+,20-,22-,23+,25-,26-/m1/s1	HYQSCHJXSUDQHR-YEIDZEKPSA-M		CHEBI:231889		
BASm0013216	1'-carboxy-chondrochloren B				CCCC[C@@H](C)[C@H](O)[C@H](C)C(=O)/C(C)=C/[C@@H](OC)[C@@H](O)[C@@H](OCC)C(=O)N[C@H](Cc1ccc(O)c(Cl)c1)C(=O)[O-]		InChI=1S/C29H44ClNO9/c1-7-9-10-16(3)24(33)18(5)25(34)17(4)13-23(39-6)26(35)27(40-8-2)28(36)31-21(29(37)38)15-19-11-12-22(32)20(30)14-19/h11-14,16,18,21,23-24,26-27,32-33,35H,7-10,15H2,1-6H3,(H,31,36)(H,37,38)/p-1/b17-13+/t16-,18+,21-,23-,24+,26-,27-/m1/s1	GOTORXHCOMNKGN-HKTLKUQXSA-M		CHEBI:231890		
BASm0013217	3-amino-1,5-dihydropyridine-2,6-dione				NC1=CCC(=O)NC1=O		InChI=1S/C5H6N2O2/c6-3-1-2-4(8)7-5(3)9/h1H,2,6H2,(H,7,8,9)	LLEPOVIGJSBULW-UHFFFAOYSA-N		CHEBI:231893		
BASm0013218	UDP-N-acetyl-alpha-D-galactosaminuronate				CC(=O)N[C@H]1[C@@H](OP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](C(=O)[O-])[C@H](O)[C@@H]1O	C17H25N3O18P2	InChI=1S/C17H25N3O18P2/c1-5(21)18-8-10(24)11(25)13(15(27)28)36-16(8)37-40(32,33)38-39(30,31)34-4-6-9(23)12(26)14(35-6)20-3-2-7(22)19-17(20)29/h2-3,6,8-14,16,23-26H,4H2,1H3,(H,18,21)(H,27,28)(H,30,31)(H,32,33)(H,19,22,29)/t6-,8-,9-,10-,11-,12-,13+,14-,16-/m1/s1	DZOGQXKQLXAPND-ALERELDYSA-N	621.060835	CHEBI:231899		
BASm0013219	glycerol 1-phosphate	Glycerol 3-phosphate is a chemical intermediate in the glycolysis metabolic pathway. It is commonly confused with the similarly named glycerate 3-phosphate or glyceraldehyde 3-phosphate. Glycerol 3-phosphate is produced from glycerol, the triose sugar backbone of triglycerides and glycerophospholipids, by the enzyme glycerol kinase. Glycerol 3-phospate may then be converted by dehydrogenation to dihydroxyacetone phosphate (DHAP) by the enzyme glycerol-3-phosphate dehydrogenase. DHAP can then be rearranged into glyceraldehyde 3-phosphate (GA3P) by triose phosphate isomerase (TIM), and feed into glycolysis. The glycerol 3-phosphate shuttle is used to rapidly regenerate NAD+ in the brain and skeletal muscle cells of mammals (wikipedia).	1957-03-04	Solid	O=P([O-])([O-])OCC(O)CO	C3H9O6P	InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/t3-/m1/s1	AWUCVROLDVIAJX-GSVOUGTGSA-N	172.0136745	CHEBI:231935	HMDB0000126	
BASm0013220	dUMP	dUMP, also known as deoxyuridylate or deoxy-UMP, belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleoside monophosphates. These are pyrimidine nucleotides with a monophosphate group linked to the ribose moiety lacking a hydroxyl group at position 2. dUMP is an extremely weak basic (essentially neutral) compound (based on its pKa). dUMP exists in all living species, ranging from bacteria to humans. Within humans, dUMP participates in a number of enzymatic reactions. In particular, dUMP can be biosynthesized from dCMP through its interaction with the enzyme deoxycytidylate deaminase. In addition, dUMP can be biosynthesized from deoxyuridine; which is mediated by the enzyme thymidine kinase, cytosolic. In humans, dUMP is involved in pyrimidine metabolism. A pyrimidine 2'-deoxyribonucleoside 5'-monophosphate having uracil as the nucleobase. Outside of the human body, dUMP has been detected, but not quantified in, several different foods, such as breadnut tree seeds, sea-buckthornberries, sour cherries, black walnuts, and common oregano. This could make dUMP a potential biomarker for the consumption of these foods. dUMP is expected to be in Cannabis as all living plants are known to produce and metabolize it.	964-26-1	1	O=c1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)([O-])[O-])O2)c(=O)[nH]1	C9H13N2O8P	InChI=1S/C9H13N2O8P/c12-5-3-8(11-2-1-7(13)10-9(11)14)19-6(5)4-18-20(15,16)17/h1-2,5-6,8,12H,3-4H2,(H,10,13,14)(H2,15,16,17)/t5-,6+,8+/m0/s1	JSRLJPSBLDHEIO-SHYZEUOFSA-N	308.041	CHEBI:246422		
BASm0013221	dihydrodigitoxin			Expected Solid	[H][C@]1(COC(=O)C1)[C@@]1([H])CC[C@]2(O)[C@]3([H])CC[C@]4([H])C[C@]([H])(CC[C@]4(C)[C@@]3([H])CC[C@]12C)O[C@@]1([H])C[C@]([H])(O)[C@]([H])(O[C@@]2([H])C[C@]([H])(O)[C@]([H])(O[C@@]3([H])C[C@]([H])(O)[C@]([H])(O)[C@@]([H])(C)O3)[C@@]([H])(C)O2)[C@@]([H])(C)O1	C41H66O13	InChI=1S/C41H66O13/c1-20-36(46)29(42)16-34(49-20)53-38-22(3)51-35(18-31(38)44)54-37-21(2)50-33(17-30(37)43)52-25-8-11-39(4)24(15-25)6-7-28-27(39)9-12-40(5)26(10-13-41(28,40)47)23-14-32(45)48-19-23/h20-31,33-38,42-44,46-47H,6-19H2,1-5H3/t20-,21-,22-,23+,24-,25+,26-,27+,28-,29+,30+,31+,33+,34+,35+,36-,37-,38-,39+,40-,41+/m1/s1	WWCGMGNIMDOEGK-XWQQVMAMSA-N	766.4503422	CHEBI:282234		MMDBc0055923
BASm0013222	phosphocholine	Phosphorylcholine, also known as choline phosphate or CHOP, belongs to the class of organic compounds known as phosphocholines. Phosphocholines are compounds containing a [2-(trimethylazaniumyl)ethoxy]phosphonic acid or derivative. The phosphate of choline, and the parent compound of the phosphorylcholine family. Phosphorylcholine exists in all living species, ranging from bacteria to humans. Within humans, phosphorylcholine participates in a number of enzymatic reactions. In particular, phosphorylcholine can be converted into choline through its interaction with the enzyme phosphoethanolamine/phosphocholine phosphatase. In addition, phosphorylcholine can be converted into CDP-choline; which is mediated by the enzyme choline-phosphate cytidylyltransferase a. In humans, phosphorylcholine is involved in phospholipid biosynthesis. Outside of the human body, phosphorylcholine has been detected, but not quantified in several different foods, such as barley, pak choy, black radish, saskatoon berries, and acorns.	3616-04-04	Solid	C[N+](C)(C)CCOP([O-])([O-])=O	C5H13NO4P	InChI=1S/C5H14NO4P/c1-6(2,3)4-5-10-11(7,8)9/h4-5H2,1-3H3,(H-,7,8,9)/p-1	YHHSONZFOIEMCP-UHFFFAOYSA-M	182.0587685	CHEBI:295975	HMDB0001565	
BASm0013223	thyroxine					C15H11I4NO4		XUIIKFGFIJCVMT-UHFFFAOYNA-N	776.68669	CHEBI:305790	HMDB0185011	
BASm0013224	isoliquiritigenin	Isoliquiritigenin is found in pulses. Isoliquiritigenin is isolated from Medicago specie	961-29-5	Solid	[H]\C(=C(\[H])C1=CC=C(O)C=C1)C(=O)C1=C(O)C=C(O)C=C1	C15H12O4	InChI=1S/C15H12O4/c16-11-4-1-10(2-5-11)3-8-14(18)13-7-6-12(17)9-15(13)19/h1-9,16-17,19H/b8-3+	DXDRHHKMWQZJHT-FPYGCLRLSA-N	256.0735589	CHEBI:310312	HMDB0037316	
BASm0013225	fumagillol					C16H26O4		CEVCTNCUIVEQOY-JQOWZUPLSA-N	282.1831093	CHEBI:324935	HMDB0252515	
BASm0013226	putrescine	Putrescine, also known as 1,4-butanediamine or 1,4-diaminobutane, belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group. Putrescine is a very strong basic compound (based on its pKa). Putrescine exists in all living species, ranging from bacteria to humans. S-adenosylmethioninamine and putrescine can be converted into 5'-methylthioadenosine and spermidine through the action of the enzyme spermidine synthase. In humans, putrescine is involved in the metabolic disorder called hypermethioninemia. Outside of the human body, Putrescine is found, on average, in the highest concentration within a few different foods, such as grape wines, wheats, and barley and in a lower concentration in dills, turnips, and carrots. Putrescine has also been detected, but not quantified in, several different foods, such as chestnuts, cardamoms, tinda, apples, and asian pears. This could make putrescine a potential biomarker for the consumption of these foods. Putrescine is a potentially toxic compound. Putrescine is expected to be in Cannabis as all living plants are known to produce and metabolize it.	1071-98-3			C4H14N2		KIDHWZJUCRJVML-UHFFFAOYSA-P	90.1146013	CHEBI:326268		
BASm0013227	tyramine	Tyraminium is also known as Tyramine or Tyraminium cation.  Tyraminium is considered to be slightly soluble (in water) and acidic. Tyraminium has been found to be a metabolite in Bacillus, Carnobacterium, Enterococcus, Gluconacetobacter, Granulibacter, Lactobacillus, Pseudomonas and Tetragenococcus (PMID: 22369263).			[NH3+]CCC1=CC=C(O)C=C1	C8H12NO	InChI=1S/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2/p+1	DZGWFCGJZKJUFP-UHFFFAOYSA-O	138.0913404	CHEBI:327995	HMDB0062629	
BASm0013228	dichloroarcyriaflavin A			Expected Solid	ClC1=CC=CC2=C1NC1=C2C2=C(C(=O)NC2=O)C2=C1NC1=C(Cl)C=CC=C21	C20H9Cl2N3O2	InChI=1S/C20H9Cl2N3O2/c21-9-5-1-3-7-11-13-14(20(27)25-19(13)26)12-8-4-2-6-10(22)16(8)24-18(12)17(11)23-15(7)9/h1-6,23-24H,(H,25,26,27)	ZGCSNRKSJLVANE-UHFFFAOYSA-N	393.0071819	CHEBI:330772		MMDBc0054453
BASm0013229	serotonin		50-67-9		[NH3+]CCc1c[nH]c2ccc(O)cc12	C10H12N2O	InChI=1S/C10H12N2O/c11-4-3-7-6-12-10-2-1-8(13)5-9(7)10/h1-2,5-6,12-13H,3-4,11H2	QZAYGJVTTNCVMB-UHFFFAOYSA-N		CHEBI:350546		
BASm0013230	5-aminopentanoate	5-Aminopentanoic acid (or 5-aminovalerate) is a lysine degradation product.  It can be produced both endogenously or through bacterial catabolism of lysine.  5-aminovalerate is formed via the following multi-step reaction: L-lysine leads to cadverine leads to L-piperideine leads 5-aminovalerate (PMID:405455).  In other words it is a metabolite of cadaverine which is formed via the intermediate, 1-piperideine (PMID:6436440).  Cadaverine is a foul-smelling diamine compound produced by protein hydrolysis during putrefaction of animal tissue. High levels of 5-aminovalerate in biofluids may indicate bacterial overgrowth or endogenous tissue necrosis.  In most cases  endogenous 5-aminovalerate is thought to be primarily a microbial metabolite produced by the gut or oral microflora, although it can be produced endogenously.  5-aminovalerate is a normal metabolite present in human saliva, with a tendency to elevated concentration in patients with chronic periodontitis. Bacterial contamination and decomposition of salivary proteins is primarily responsible for elevated salivary levels (PMID 3481959). Beyond being a general waste product, 5-aminovalerate is also believed to act as a methylene homologue of gamma-aminobutyric acid (GABA) and functions as a weak GABA agonist (PMID:4031870). It is also known as an antifibrinolytic amino acid analog and so it functions as a weak inhibitor of the blood clotting pathway (PMID:6703712). 5- aminovalerate is an in vivo substrate of 4-aminobutyrate:2-oxoglutarate aminotransferase (PMID:4031870). It can be found in Corynebacterium (PMID:27717386).	660-88-8	Solid	[NH3+]CCCCC(=O)[O-]	C5H11NO2	InChI=1S/C5H11NO2/c6-4-2-1-3-5(7)8/h1-4,6H2,(H,7,8)	JJMDCOVWQOJGCB-UHFFFAOYSA-N	117.0789786	CHEBI:356010	HMDB0003355	
BASm0013231	5-aminolevulinate	5-Aminolevulinic acid, also known as 5-aminolevulinate or 5-amino-4-oxopentanoate, belongs to the class of organic compounds known as delta amino acids and derivatives. Delta amino acids and derivatives are compounds containing a carboxylic acid group and an amino group at the C5 carbon atom. 5-Aminolevulinic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 5-Aminolevulinic acid exists in all living species, ranging from bacteria to humans. 5-aminolevulinic acid can be biosynthesized from glycine and succinyl-CoA by the enzyme 5-aminolevulinate synthase. The simplest delta-amino acid in which the hydrogens at the gamma position are replaced by an oxo group. In humans, 5-aminolevulinic acid is involved in the metabolic disorder called the dimethylglycine dehydrogenase deficiency pathway. Outside of the human body, 5-Aminolevulinic acid has been detected, but not quantified in several different foods, such as american butterfish, vaccinium (blueberry, cranberry, huckleberry), amaranths, purple mangosteens, and garden cress. Used (in the form of the hydrochloride salt) in combination with blue light illumination for the treatment of minimally to moderately thick actinic keratosis of the face or scalp. It is metabolised to protoporphyrin IX, a photoactive compound which accumulates in the skin.	106-60-5	Solid	[NH3+]CC(=O)CCC(=O)[O-]	C5H9NO3	InChI=1S/C5H9NO3/c6-3-4(7)1-2-5(8)9/h1-3,6H2,(H,8,9)	ZGXJTSGNIOSYLO-UHFFFAOYSA-N	131.0582432	CHEBI:356416	HMDB0001149	
BASm0013232	glycylglycine	The simplest peptide, made of two glycine molecules; used in the synthesis of more complicated peptides. Glycine is a simple, nonessential amino acid, although experimental animals show reduced growth on low-glycine diets. The average adult ingests 3 to 5 grams of glycine daily. Glycine is involved in the body's production of DNA, phospholipids and collagen, and in release of energy. Glycine levels are effectively measured in plasma in both normal patients and those with inborn errors of glycine metabolism. (http://www.dcnutrition.com/AminoAcids/) Nonketotic hyperglycinaemia (OMIM 606899) is an autosomal recessive condition caused by deficient enzyme activity of the glycine cleavage enzyme system (EC 2.1.1.10). The glycine cleavage enzyme system comprises four proteins: P-, T-, H- and L-proteins (EC 1.4.4.2, EC 2.1.2.10 and EC 1.8.1.4 for P-, T- and L-proteins). Mutations have been described in the GLDC (OMIM 238300), AMT (OMIM 238310), and GCSH (OMIM 238330) genes encoding the P-, T-, and H-proteins respectively. The glycine cleavage system catalyses the oxidative conversion of glycine into carbon dioxide and ammonia, with the remaining one-carbon unit transferred to folate as methylenetetrahydrofolate. It is the main catabolic pathway for glycine and it also contributes to one-carbon metabolism. Patients with a deficiency of this enzyme system have increased glycine in plasma, urine and cerebrospinal fluid (CSF) with an increased CSF: plasma glycine ratio. (PMID 16151895).	556-50-3	Solid	[NH3+]CC(=O)NCC(=O)[O-]	C4H8N2O3	InChI=1S/C4H8N2O3/c5-1-3(7)6-2-4(8)9/h1-2,5H2,(H,6,7)(H,8,9)	YMAWOPBAYDPSLA-UHFFFAOYSA-N	132.0534921	CHEBI:356445	HMDB0011733	
BASm0013233	N-benzyloxycarbonylglycine	An N-acylglycinate that is the conjugate base of N-benzyloxycarbonylglycine; major species at pH 7.3.			O=C([O-])CNC(=O)OCc1ccccc1	C10H10NO4	InChI=1S/C10H11NO4/c12-9(13)6-11-10(14)15-7-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,11,14)(H,12,13)/p-1	CJUMAFVKTCBCJK-UHFFFAOYSA-M		CHEBI:368997		
BASm0013234	xylitol 5-phosphate				O=P([O-])([O-])OC[C@@H](O)[C@H](O)[C@@H](O)CO	C5H13O8P	InChI=1S/C5H13O8P/c6-1-3(7)5(9)4(8)2-13-14(10,11)12/h3-9H,1-2H2,(H2,10,11,12)/t3-,4+,5-/m0/s1	VJDOAZKNBQCAGE-LMVFSUKVSA-N	232.0348039	CHEBI:370252		
BASm0013235	5-hydroxymethylfurfural	5-Hydroxymethyl-2-furancarboxaldehyde belongs to the family of Furans. These are compounds containing a furan ring, which is a five-member aromatic ring with one oxygen atom, four carbon atoms. 5-Hydroxymethyl-2-furancarboxaldehyde is found in garden onion. Obtainable from various carbohydrates. 5-Hydroxymethyl-2-furancarboxaldehyde is present in tomatoes, tobacco oil etc. 5-Hydroxymethyl-2-furancarboxaldehyde is a constituent of numerous plant species. 5-Hydroxymethyl-2-furancarboxaldehyde is used as an index of heat treatment and deterioration in food such as tomato paste, honey and fruit juices. Also an indicator of adulteration with acid-converted invert sugars.  5-Hydroxymethylfurfural is a biomarker for the consumption of beer	67-47-0		O=Cc1ccc(CO)o1	C6H6O3	InChI=1S/C6H6O3/c7-3-5-1-2-6(4-8)9-5/h1-3,8H,4H2	NOEGNKMFWQHSLB-UHFFFAOYSA-N	126.0316941	CHEBI:412516	HMDB0034355	
BASm0013236	1-phenylpropan-1-one	1-Phenyl-1-propanone is found in coffee and coffee products. 1-Phenyl-1-propanone is present in Camembert cheese, coffee, tea and roasted nuts. 1-Phenyl-1-propanone is a flavouring ingredien	93-55-0		CCC(=O)c1ccccc1	C9H10O	InChI=1S/C9H10O/c1-2-9(10)8-6-4-3-5-7-8/h3-7H,2H2,1H3	KRIOVPPHQSLHCZ-UHFFFAOYSA-N	134.0731649	CHEBI:425902	HMDB0032623	
BASm0013237	(S)-columbianetin				CC(C)(O)[C@@H]1Cc2c(ccc3ccc(=O)oc23)O1	C14H14O4	InChI=1S/C14H14O4/c1-14(2,16)11-7-9-10(17-11)5-3-8-4-6-12(15)18-13(8)9/h3-6,11,16H,7H2,1-2H3/t11-/m1/s1	YRAQEMCYCSSHJG-LLVKDONJSA-N		CHEBI:437678		
BASm0013238	AMP	Adenosine monophosphate, also known as 5'-adenylic acid and abbreviated AMP, is a nucleotide that is found in RNA. It is an ester of phosphoric acid with the nucleoside adenosine. AMP consists of the phosphate group, the pentose sugar ribose, and the nucleobase adenine. AMP can be produced during ATP synthesis by the enzyme adenylate kinase. AMP has recently been approved as a 'Bitter Blocker' additive to foodstuffs. When AMP is added to bitter foods or foods with a bitter aftertaste it makes them seem 'sweeter'. This potentially makes lower calorie food products more palatable.	61-19-8		Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@H]1O	C10H14N5O7P	InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1	UDMBCSSLTHHNCD-KQYNXXCUSA-N	347.0630843	CHEBI:456215	HMDB0000045	
BASm0013239	ADP	Adenosine diphosphate (ADP), also known as adenosine pyrophosphate (APP), is an important organic compound in metabolism and is essential to the flow of energy in living cells. ADP consists of three important structural components: a sugar backbone attached to adenine and two phosphate groups bonded to the 5 carbon atom of ribose. The diphosphate group of ADP is attached to the 5’ carbon of the sugar backbone, while the adenine attaches to the 1’ carbon. ADP belongs to the class of organic compounds known as purine ribonucleoside diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety. It is an ester of pyrophosphoric acid with the nucleotide adenine. Adenosine diphosphate is a nucleotide. ADP exists in all living species, ranging from bacteria to humans. In humans, ADP is involved in d4-gdi signaling pathway. ADP is the product of ATP dephosphorylation by ATPases. ADP is converted back to ATP by ATP synthases. ADP consists of the pyrophosphate group, the pentose sugar ribose, and the nucleobase adenine.	58-64-0	Solid		C10H12N5O10P2		XTWYTFMLZFPYCI-KQYNXXCUSA-K	424.0075863	CHEBI:456216	HMDB0001341	
BASm0013240	clavulanate		58001-44-8			C8H8NO5		HZZVJAQRINQKSD-PBFISZAISA-M	198.0407959	CHEBI:487869		
BASm0013241	esculetin	Aesculetin, also known as cichorigenin or cichoriin aglucon, belongs to the class of organic compounds known as 6,7-dihydroxycoumarins. These are coumarins bearing two hydroxyl groups at positions 6 and 7 of the coumarin skeleton, respectively. Aesculetin is found, on average, in the highest concentration within sherries. Aesculetin has also been detected, but not quantified, in several different foods, such as horseradish, carrots, dandelions, grape wines, and highbush blueberries. This could make aesculetin a potential biomarker for the consumption of these foods.	0305-01-01	Solid	OC1=C(O)C=C2C=CC(=O)OC2=C1	C9H6O4	InChI=1S/C9H6O4/c10-6-3-5-1-2-9(12)13-8(5)4-7(6)11/h1-4,10-11H	ILEDWLMCKZNDJK-UHFFFAOYSA-N	178.0266087	CHEBI:490095	HMDB0030819	
BASm0013242	N-acetyl-D-glucosamine	N-Acetyl-D-Glucosamine (N-acetlyglucosamine) is a monosaccharide derivative of glucose. Chemically it is an amide between glucosamine and acetic acid. A single N-acetlyglucosamine moiety linked to serine or threonine residues on nuclear and cytoplasmic proteins -O-GlcNAc, is an ubiquitous post-translational protein modification. O-GlcNAc modified proteins are involved in sensing the nutrient status of the surrounding cellular environment and adjusting the activity of cellular proteins accordingly. O-GlcNAc regulates cellular responses to hormones such as insulin, initiates a protective response to stress, modulates a cell's capacity to grow and divide, and regulates gene transcription. In humans, it exists in skin, cartilage and blood vessel as a component of hyaluronic acid, and bone tissue, cornea and aorta as a component of keratan sulfate. (PMID 16237703).	7512-17-6	Solid	CC(=O)N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O	C8H15NO6	InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6-,7-,8?/m1/s1	OVRNDRQMDRJTHS-RTRLPJTCSA-N	221.0899372	CHEBI:506227	HMDB0000215	
BASm0013243	taurine	Taurine is a sulfur amino acid like methionine, cystine, cysteine, and homocysteine. It is a lesser-known amino acid because it is not incorporated into the structural building blocks of protein. Yet taurine is an essential amino acid in pre-term and newborn infants of humans and many other species. Adults can synthesize their own taurine, yet are probably dependent, in part, on dietary taurine. Taurine is abundant in the brain, heart, breast, gallbladder, and kidney and has important roles in health and disease in these organs. Taurine has many diverse biological functions including serving as a neurotransmitter in the brain, a stabilizer of cell membranes, and a facilitator in the transport of ions such as sodium, potassium, calcium, and magnesium. Taurine is highly concentrated in animal and fish protein, which are good sources of dietary taurine. It can be synthesized by the body from cysteine when vitamin B6 is present. Deficiency of taurine occurs in premature infants, neonates fed formula milk, and various disease states. Several inborn errors of taurine metabolism have been described. Perry syndrome is an unusual neuropsychiatric disorder inherited in an autosomal dominant fashion through three generations of a family. Symptoms began late in the fifth decade in 6 affected persons and death occurred after 4 to 6 years. The earliest and most prominent symptom was mental depression that was not responsive to antidepressant drugs or electroconvulsive therapy. Sleep disturbances, exhaustion, and marked weight loss were features. Parkinsonism developed later, and respiratory failure occurred terminally (OMIM: 168605). Hypertaurinuric cardiomyopathy describes congestive cardiomyopathy and markedly elevated urinary taurine levels (about 5 times normal). Other family members had late or holosystolic mitral valve prolapse and elevated urinary taurine values (about 2.5 times normal). In two with mitral valve prolapse, congestive cardiomyopathy eventually developed while the amounts of urinary taurine doubled (OMIM: 145350). Taurine, after GABA, is the second most important inhibitory neurotransmitter in the brain. Its inhibitory effect is one source of taurine's anticonvulsant and antianxiety properties. It also lowers glutamic acid in the brain, and preliminary clinical trials suggest taurine may be useful in some forms of epilepsy. Taurine in the brain is usually associated with zinc or manganese. The amino acids alanine and glutamic acid, as well as pantothenic acid, inhibit taurine metabolism while vitamins A and B6, zinc, and manganese help build taurine. Cysteine and B6 are the nutrients most directly involved in taurine synthesis. Taurine levels have been found to decrease significantly in many depressed patients. One reason that the findings are not entirely clear is that taurine is often elevated in the blood of epileptics who need it. It is often difficult to distinguish compensatory changes in human biochemistry from true metabolic or deficiency disease. Low levels of taurine are found in retinitis pigmentosa. Taurine deficiency in experimental animals produces degeneration of light-sensitive cells. Therapeutic applications of taurine to eye disease are likely to be forthcoming. Taurine has many important metabolic roles. Supplements can stimulate prolactin and insulin release. The parathyroid gland makes a peptide hormone called glutataurine (glutamic acid-taurine), which further demonstrates taurine's role in endocrinology. Taurine increases bilirubin and cholesterol excretion in bile, critical to normal gallbladder function. It seems to inhibit the effect of morphine and potentiates the effects of opiate antagonists. Low plasma taurine levels have been found in a variety of conditions, i.e. depression, hypertension, hypothyroidism, gout, institutionalized patients, infertility, obesity, kidney failure, and others (http://www.dcnutrition.com/AminoAcids/). Moreover, taurine is found to be associated with maple syrup urine disease, which is an inborn error of metabolism.	107-35-7	Solid	[NH3+]CCS(=O)(=O)[O-]	C2H7NO3S	InChI=1S/C2H7NO3S/c3-1-2-7(4,5)6/h1-3H2,(H,4,5,6)	XOAAWQZATWQOTB-UHFFFAOYSA-N	125.0146638	CHEBI:507393	HMDB0000251	
BASm0013244	2'-O-methylisoliquiritigenin	2'-O-Methylisoliquiritigenin (CAS: 51828-10-5), also known as 4,4'-dihydroxy-2'-methoxychalcone or 3-deoxysappanchalcone, belongs to the class of organic compounds known as cinnamylphenols. These are organic compounds containing the 1,3-diphenylpropene moiety with one benzene ring bearing one or more hydroxyl groups. Thus, 2'-O-methylisoliquiritigenin is considered to be a flavonoid lipid molecule. 2'-O-Methylisoliquiritigenin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 2'-O-Methylisoliquiritigenin is a stress metabolite of Pisum sativum (pea).	112408-67-0	Solid	COc1cc(O)ccc1C(=O)/C=C/c1ccc(O)cc1	C16H14O4	InChI=1S/C16H14O4/c1-20-16-10-13(18)7-8-14(16)15(19)9-4-11-2-5-12(17)6-3-11/h2-10,17-18H,1H3/b9-4+	PACBGANPVNHGNP-RUDMXATFSA-N	270.0892089	CHEBI:519567	HMDB0037319	
BASm0013245	3,3',5-triiodo-L-thyronine	Liothyronine is a T3 thyroid hormone normally synthesized and secreted by the thyroid gland in much smaller quantities than thyroxine (T4). Most T3 is derived from peripheral monodeiodination of T4 at the 5' position of the outer ring of the iodothyronine nucleus. The hormone that is finally delivered and used by the tissues is mainly T3. Liothyronine is mildly toxic by ingestion and is an experimental teratogen. When heated to decomposition it emits toxic fumes of NOx, I(-), and Cl(-) (Sax's Dangerous Properties of Industrial Materials).	6893-02-03	Solid	[NH3+][C@@H](Cc1cc(I)c(Oc2ccc(O)c(I)c2)c(I)c1)C(=O)[O-]	C15H12I3NO4	InChI=1S/C15H12I3NO4/c16-9-6-8(1-2-13(9)20)23-14-10(17)3-7(4-11(14)18)5-12(19)15(21)22/h1-4,6,12,20H,5,19H2,(H,21,22)/t12-/m0/s1	AUYYCJSJGJYCDS-LBPRGKRZSA-N	650.7900381	CHEBI:533015	HMDB0000265	
BASm0013246	L-aspartate 4-semialdehyde	L-Aspartate-semialdehyde (CAS: 15106-57-7) is involved in both the lysine biosynthesis I and homoserine biosynthesis pathways. In the lysine biosynthesis I pathway, L-aspartate-semialdehyde is produced from a reaction between L-aspartyl-4-phosphate and NADPH, with phosphate and NADP+ as byproducts. The reaction is catalyzed by aspartate-semialdehyde dehydrogenase. L-Aspartate-semialdehyde reacts with pyruvate to produce L-2,3-dihydrodipicolinate and water. Dihydrodipicolinate synthase catalyzes this reaction. In the homoserine biosynthesis pathway, L-aspartate-semialdehyde is produced from a reaction between L-aspartyl-4-phosphate and NADPH, with phosphate and NADP+ as byproducts. The reaction is catalyzed by aspartate-semialdehyde dehydrogenase. L-Aspartate-semialdehyde reacts with NAD(P)H and H+ to form homoserine and NAD(P)+.	160042	Solid	[NH3+][C@@H](CC=O)C(=O)[O-]	C4H7NO3	InChI=1S/C4H7NO3/c5-3(1-2-6)4(7)8/h2-3H,1,5H2,(H,7,8)/t3-/m0/s1	HOSWPDPVFBCLSY-VKHMYHEASA-N	117.0425931	CHEBI:537519	HMDB0012249	
BASm0013247	3beta-hydroxy-5alpha-androstan-17-one	Epiandrosterone is a naturally occurring steroid synthesized in the adrenal cortex, gonads, brain, and gastrointestinal tract. It is less active than androsterone and excreted in small amounts in normal human urine. Epiandrosterone is a metabolite of the most abundant adrenal androgenic steroid dehydroepiandrosterone (DHEA) in young adult humans, but is not completely inactive and is considered an effector as well. Epiandrosterone is a precursor or substrate for cytochrome P450 species and enzymes (EC 1.14.13.100, 25-hydroxycholesterol 7alpha-hydroxylase) that produce 7alpha- and 7beta-hydroxylated metabolites in the human brain and other organs. These 7-hydroxylated derivatives exert anti-glucocorticoid and neuroprotective effects (PMID: 17017935, 12475725, 15650074, 15784286).	481-29-8		C[C@]12CC[C@H](O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12	C19H30O2	InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-16,20H,3-11H2,1-2H3/t12?,13-,14-,15-,16-,18-,19-/m0/s1	QGXBDMJGAMFCBF-QRIARFFBSA-N	290.2245802	CHEBI:541975	HMDB0000365	
BASm0013248	beta-D-galactosyl-(1->3)-N-acetyl-D-galactosamine			Expected Solid	CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O	C14H25NO11	InChI=1S/C14H25NO11/c1-4(18)15-7-12(9(20)6(3-17)24-13(7)23)26-14-11(22)10(21)8(19)5(2-16)25-14/h5-14,16-17,19-23H,2-3H2,1H3,(H,15,18)/t5-,6-,7-,8+,9+,10+,11-,12-,13?,14+/m1/s1	HMQPEDMEOBLSQB-UITYFYQISA-N	383.1427606	CHEBI:546807		MMDBc0055751
BASm0013249	malonaldehyde	Malondialdehyde (MDA) is the dialdehyde of malonic acid and a biomarker of oxidative damage to lipids caused by smoking. Oxidized lipids are able to produce MDA as a decomposition product. The mechanism is thought to involve formation of prostaglandin-like endoperoxides from polyunsaturated fatty acids with two or more double bonds. An alternative mechanism is based on successive hydroperoxide formation and β-cleavage of polyunsaturated fatty acids. MDA is then directly formed by β-scission of a 3-hydroperoxyaldehyde or by reaction between acrolein and hydroxyl radicals. While oxidation of polyunsaturated fatty acids is the major source of MDA in vivo, other minor sources exists such as byproducts of free radical generation by ionizing radiation and of the biosynthesis of prostaglandins. Aldehydes are generally reactive species capable of forming adducts and complexes in biological systems and MDA is no exception although the main species at physiological pH is the enolate ion which is of relative low reactivity. Consistent evidence is available for the reaction between MDA and cellular macromolecules such as proteins, RNA and DNA. MDA reacts with DNA to form adducts to deoxyguanosine and deoxyadenosine which may be mutagenic and these can be quantified in several human tissues. Oxidative stress is an imbalance between oxidants and antioxidants on a cellular or individual level. Oxidative damage is one result of such an imbalance and includes oxidative modification of cellular macromolecules, induction of cell death by apoptosis or necrosis, as well as structural tissue damage. Chemically speaking, oxidants are compounds capable of oxidizing target molecules. This can take place in three ways: abstraction of hydrogen, abstraction of electrons or addition of oxygen. All cells living under aerobic conditions are continuously exposed to a large numbers of oxidants derived from various endogenous and exogenous sources. The endogenous sources of oxidants are several and include the respiratory chain in the mitochondria, immune reactions, enzymes such as xanthine oxidase and nitric oxide synthase and transition metal mediated oxidation. Various exogenous sources of ROS also contribute directly or indirectly to the total oxidant load. These include effects of ionizing and non-ionizing radiation, air pollution and natural toxic gases such as ozone, and chemicals and toxins including oxidizing disinfectants. A poor diet containing inadequate amounts of nutrients may also indirectly result in oxidative stress by impairing cellular defense mechanisms. The cellular macromolecules, in particular lipids, proteins and DNA, are natural targets of oxidation. Oxidants are capable of initiating lipid oxidation by abstraction of an allylic proton from a polyunsaturated fatty acid. This process, by multiple stages leading to the formation of lipid hydroperoxides, is a known contributor to the development of atherosclerosis. (PMID: 17336279). MDA has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821).	542-78-9	Solid	O=CCC=O	C3H4O2	InChI=1S/C3H4O2/c4-2-1-3-5/h2-3H,1H2	WSMYVTOQOOLQHP-UHFFFAOYSA-N	72.02112937	CHEBI:566274	HMDB0006112	
BASm0013250	ethylamine	Ethylamine, also known as 1-aminoethane or ethanamine, belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group. Ethylamine exists in all living organisms, ranging from bacteria to humans. Ethylamine is an ammonia and fishy tasting compound. Ethylamine can be found found in a few different foods, such as barley, apples, and corns and in a lower concentration in white cabbages, wild carrots, and cabbages. Ethylamine has also been detected, but not quantified, in several different foods, such as black elderberries, common grapes, french plantains, soy beans, and spinachs. Ethylamine is a uremic toxin. Most uremic toxins are metabolic waste products and are normally excreted in the urine or feces. Uremic syndrome may affect any part of the body and can cause nausea, vomiting, loss of appetite, and weight loss. Ethylamine is component of normal human urine it has been suggested that this short aliphatic chain may play a significant role in the central nervous system disturbances observe during hepatic and renal disease especially when the blood brain barrier is compromised.	1975-04-07	Liquid	CC[NH3+]	C2H7N	InChI=1S/C2H7N/c1-2-3/h2-3H2,1H3	QUSNBJAOOMFDIB-UHFFFAOYSA-N	45.05784923	CHEBI:566789	HMDB0013231	
BASm0013251	propylamine	1-Propylamine, also known as 1-aminopropane or 3-aminopropyl, belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group. 1-Propylamine is an ammoniacal tasting compound. It is a colorless volatile liquid. 1-Propylamine is found, on average, in the highest concentration within a few different foods, such as yellow bell peppers, red bell peppers, and pepper (c. annuum) and in a lower concentration in orange bell peppers and green bell peppers. 1-Propylamine has also been detected, but not quantified, in common grapes and wild celeries. Propylamine is a weak base. Propyl amine hydrochloride can be prepared by reacting 1-propanol with ammonium chloride at high temperature and pressure using a Lewis acid catalyst such as ferric chloride.	0107-10-8	Liquid	CCC[NH3+]	C3H9N	InChI=1S/C3H9N/c1-2-3-4/h2-4H2,1H3	WGYKZJWCGVVSQN-UHFFFAOYSA-N	59.07349929	CHEBI:566825	HMDB0034006	
BASm0013252	piperidine				C1CC[NH2+]CC1	C5H12N	InChI=1S/C5H11N/c1-2-4-6-5-3-1/h6H,1-5H2/p+1	NQRYJNQNLNOLGT-UHFFFAOYSA-O	86.09642581	CHEBI:589779		
BASm0013253	4'-demethylrebeccamycin			Expected Solid	O=C1NC(=O)c2c1c1c3cccc(Cl)c3[nH]c1c1c2c2cccc(Cl)c2n1[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C26H19Cl2N3O7	InChI=1S/C26H19Cl2N3O7/c27-10-5-1-3-8-13-15-16(25(37)30-24(15)36)14-9-4-2-6-11(28)19(9)31(20(14)18(13)29-17(8)10)26-23(35)22(34)21(33)12(7-32)38-26/h1-6,12,21-23,26,29,32-35H,7H2,(H,30,36,37)/t12-,21-,22+,23-,26-/m1/s1	NNPBOGAWNUIKAO-RJZBGXQMSA-N	555.0600054	CHEBI:595389		MMDBc0055547
BASm0013254	pyridoxal 5'-phosphate	Pyridoxal phosphate, also known as PLP, pyridoxal 5'-phosphate or P5P, is the active form of vitamin B6. It is a coenzyme in a variety of enzymatic reactions. Pyridoxal 5'-phosphate belongs to the class of organic compounds known as pyridoxals and derivatives. Pyridoxals and derivatives are compounds containing a pyridoxal moiety, which consists of a pyridine ring substituted at positions 2,3,4, and 5 by a methyl group, a hydroxyl group, a carbaldehyde group, and a hydroxymethyl group, respectively. Pyridoxal 5'-phosphate is a drug which is used for nutritional supplementation and for treating dietary shortage or imbalance. Pyridoxal 5'-phosphate exists in all living species, ranging from bacteria to humans. In humans, pyridoxal 5'-phosphate is involved in glycine and serine metabolism. Outside of the human body, pyridoxal 5'-phosphate is found, on average, in the highest concentration within cow milk. Pyridoxal 5'-phosphate has also been detected, but not quantified in several different foods, such as soursops, italian sweet red peppers, muscadine grapes, european plums, and blackcurrants. Pyridoxal 5'-phosphate, with regard to humans, has been found to be associated with several diseases such as epilepsy, early-onset, vitamin B6-dependent, odontohypophosphatasia, pyridoxamine 5-prime-phosphate oxidase deficiency, and hypophosphatasia. Pyridoxal 5'-phosphate has also been linked to the inborn metabolic disorder celiac disease.	54-47-7	Solid	Cc1ncc(COP(=O)([O-])[O-])c(C=O)c1O	C8H10NO6P	InChI=1S/C8H10NO6P/c1-5-8(11)7(3-10)6(2-9-5)4-15-16(12,13)14/h2-3,11H,4H2,1H3,(H2,12,13,14)	NGVDGCNFYWLIFO-UHFFFAOYSA-N	247.0245736	CHEBI:597326	HMDB0001491	
BASm0013255	prostaglandin E2	The naturally occurring prostaglandin E2 (PGE2) is known in medicine as dinoprostone, and it is the most common and most biologically active of the mammalian prostaglandins. It has important effects during labour and also stimulates osteoblasts to release factors which stimulate bone resorption by osteoclasts (a type of bone cell that removes bone tissue by removing the bone's mineralized matrix). PGE2 is also the prostaglandin that ultimately induces fever. PGE2 has been shown to increase vasodilation and cAMP production, enhance the effects of bradykinin and histamine, and induce uterine contractions and platelet aggregation. PGE2 is also responsible for maintaining the open passageway of the fetal ductus arteriosus, decreasing T-cell proliferation and lymphocyte migration, and activating the secretion of IL-1α and IL-2. PGE2 exhibits both pro- and anti-inflammatory effects, particularly on dendritic cells (DC). Depending on the nature of maturation signals, PGE2 has different and sometimes opposite effects on DC biology. PGE2 exerts an inhibitory action, reducing the maturation of DC and their ability to present antigen. PGE2 has also been shown to stimulate DC and promote IL-12 production when given in combination with TNF-alpha. PGE2 is an environmentally bioactive substance. Its action is prolonged and sustained by other factors especially IL-10. It modulates the activities of professional DC by acting on their differentiation, maturation, and their ability to secrete cytokines. PGE2 is a potent inducer of IL-10 in bone marrow-derived DC (BM-DC). PGE2-induced IL-10 is a key regulator of the BM-DC pro-inflammatory phenotype (PMID:16978535). Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent and are able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis through receptor-mediated G-protein linked signalling pathways.	363-24-6	Solid	CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)[O-]	C20H32O5	InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,19+/m0/s1	XEYBRNLFEZDVAW-ARSRFYASSA-N	352.2249741	CHEBI:606564	HMDB0001220	
BASm0013256	N-benzoylglycine	Hippuric acid is an acyl glycine formed from the conjugation of benzoic acid with glycine. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction: acyl-CoA + glycine < -- > CoA + N-acylglycine. Hippuric acid is a normal component of urine and is typically increased with increased consumption of phenolic compounds (tea, wine, fruit juices). These phenols are converted into benzoic acid which is then converted into hippuric acid and excreted in the urine. Hippuric acid is the most frequently used biomarker in the biological monitoring of occupational exposure to toluene. This product of solvent biotransformation may be also found in the urine of individuals who have not been exposed to the solvent. A smaller fraction of the absorbed toluene is oxidized into aromatic compounds including ortho-cresol, which is not found in the urine of nonexposed individuals in a significant amount. The concentration of hippuric acid in the urine of individuals exposed to a low toluene concentration does not differ from that of individuals not exposed to the solvent. This has led to the conclusion that hippuric acid should not be utilized in the biological monitoring of occupational exposure to low levels of toluene in the air. Protein-bound organic acids such as hippuric acid are markedly accumulated in uremic plasma and produce defective protein binding of drugs (PMID: 9120876 , 8734460). Hippuric acid has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821). Hippuric acid is also found to be associated with phenylketonuria, propionic acidemia, and tyrosinemia I, which are inborn errors of metabolism. Hippuric acid is an endogenous phenolic acid metabolite detected after the consumption of whole grain.	495-69-2	Solid	O=C([O-])CNC(=O)c1ccccc1	C9H9NO3	InChI=1S/C9H9NO3/c11-8(12)6-10-9(13)7-4-2-1-3-5-7/h1-5H,6H2,(H,10,13)(H,11,12)	QIAFMBKCNZACKA-UHFFFAOYSA-N	179.0582432	CHEBI:606565	HMDB0000714	
BASm0013257	1,3,7-trimethylurate	1,3,7-Trimethyluric acid is a methyl derivative of uric acid, found occasionally in human urine. 1,3,7-Trimethyluracil is one of the purine components in urinary calculi. Methylated purines originate from the metabolism of methylxanthines (caffeine, theophylline and theobromine). Methyluric acids are indistinguishable from uric acid by simple methods routinely used in clinical laboratories, requiring the use of high-performance liquid chromatography (HPLC). Purine derivatives in urinary calculi could be considered markers of abnormal purine metabolism. The content of a purine derivative in stone depends on its average urinary excretion in the general population, similarity to the chemical structure of uric acid, and content of the latter in stone. This suggests that purines in stones represent a solid solution with uric acid as solvent. It is also plausible that methylxanthines, ubiquitous components of the diet and drugs, are involved in the pathogenesis of urolithiasis. Caffeine is metabolized via successive pathways mainly catalyzed by CYP1A2, xanthine oxidase or N-acetyltransferase-2 to give 14 different metabolites. CYP1A2 activity shows an inter-individual variability among the population. CYP1A2, an isoform of the CYP1A cytochrome P450 super-family, is involved in the metabolism of many drugs and plays a potentially important role in the induction of chemical carcinogenesis. (PMID:11712316, 15833286, 3506820, 15013152).	5415-44-1		CN1C(=O)NC2=C1C(=O)N(C)C(=O)N2C	C8H10N4O3	InChI=1S/C8H10N4O3/c1-10-4-5(9-7(10)14)11(2)8(15)12(3)6(4)13/h1-3H3,(H,9,14)	BYXCFUMGEBZDDI-UHFFFAOYSA-N	210.0752902	CHEBI:691622	HMDB0002123	
BASm0013258	ferroheme a(2−)					C49H56FeN4O6		AGFDAVHVTSYCNW-PRYGPKJJSA-L	852.356019	CHEBI:61715		
BASm0013259	D-hexose 6-phosphate(2−)					C5H9O9P		VPFDELVVUOEHIT-UHFFFAOYNA-L	243.999516	CHEBI:229467	HMDB0304534	
BASm0013260	oxo-ETE anion				CCCCCC(=O)/C=C/C=C\C/C=C\C/C=C\CCCC(=O)[O-]	C20H30O3	InChI=1S/C20H30O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h4-5,8-11,14,17H,2-3,6-7,12-13,15-16,18H2,1H3,(H,22,23)/p-1/b5-4-,10-8-,11-9-,17-14+	GURBRQGDZZKITB-VXBMJZGYSA-N		CHEBI:229467	HMDB0013633	
BASm0013261	MMDBc0033000				PW125759		3-oxohexadecanoylcarnitine is an acylcarnitine. The general role of acylcarnitines is to transport acyl-groups, organic acids and fatty acids, from the cytoplasm into the mitochondria so that they can be broken down to produce energy. As part of this process, 3-oxohexadecanoic acid is first transported into the cell via the long-chain fatty acid transport protein 1 (FATP1). Once inside the cell it undergoes a reaction to form an acyl-CoA derivative called 3-oxohexadecanoyl-CoA. This reaction is facilitated by the long-chain fatty-acid CoA ligase 1 protein, which adds a CoA moiety to appropriate acyl groups. Many acyl-CoA groups will then further react with other zwitterionic compounds such as carnitine (to form acylcarnitines) and amino acids (to form acyl amides). The carnitine needed to form acylcarnitines inside the cell is transported into the cell by the organic cation/carnitine transporter 2. In forming an acylcarnitine derivative, 3-oxohexadecanoyl-CoA reacts with L-carnitine to form 3-oxohexadecanoylcarnitine. This reaction is catalyzed by carnitine O-palmitoyltransferase. This enzyme resides in the mitochondrial outer membrane. While this reaction takes place, the 3-oxohexadecanoylcarnitine is moved into the mitochondrial intermembrane space. Following the reaction, the newly synthesized acylcarnitine is transported into the mitochondrial matrix by a mitochondrial carnitine/acylcarnitine carrier protein found in the mitochondrial inner membrane. Once in the matrix, 3-oxohexadecanoylcarnitine can react with the carnitine O-palmitoyltransferase 2 enzyme found in the mitochondrial inner membrane to once again form 3-oxohexadecanoyl-CoA and L-carnitine. 3-oxohexadecanoyl-CoA then enters into the mitochondrial beta-oxidation pathway to form aceytl-CoA. Acetyl-CoA can go on to enter the TCA cycle, or it can react with L-carnitine to form L-acetylcarnitine in a reaction catalyzed by Carnitine O-acetyltransferase. This reaction can occur in both directions, and L-acetylcarnitine and CoA can react to form acetyl-CoA and L-carnitine in certain circumstances. Finally, acetyl-CoA in the cytosol can be catalyzed by acetyl-CoA carboxylase 1 to form malonyl-CoA, which inhibits the action of carnitine O-palmitoyltransferase 1, thereby preventing 3-oxohexadecanoylcarnitine from forming and thereby preventing it from being transported into the mitochondria.	Acylcarnitine 3-oxohexadecanoylcarnitine		SMP0124303		
BASm0013262	MMDBc0000001				PW124587		Indoxyl sulfate is an indole compound that is formed through gut microbial metabolism from dietary tryptophan and a sulfation reaction in liver hepatic cells. After being transported into gut microbes, tryptophan undergoes a reaction with the enzyme tryptophanase to form indole. Indole that is produced from the gut microbes then enters systemic circulation. Ultimately this compound undergoes a sulfation reaction in a liver hepatocyte through a sulfotransferase enzyme to form Indoxyl sulfate. When this compound returns back into systemic circulation it is shown to be a major uremic toxin through high levels of retention. Indoxyl sulfate, like indoxyl glucuronide, is shown to cause a reduction in Erythropoetin production which ultimately results in renal anemia. It is also shown to cause vascular calcification and disrupt the electron transport chain and oxidative phosphorylation causing muscle atrophy	Metabolism and Physiological Effects of Indoxyl Sulfate		SMP0123237		
BASm0013263	MMDBc0032957				PW057579		Chlorphenamine (chlorpheniramine) is a first-generation alkylamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Chlorphenamine H1-Antihistamine Action		SMP0056661		
BASm0013264	MMDBc0032957				PW057580		Pheniramine is a first-generation alkylamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Pheniramine H1-Antihistamine Action		SMP0056662		
BASm0013265	MMDBc0032957				PW057732		Dexchlorpheniramine is a first-generation alkylamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Dexchlorpheniramine H1-Antihistamine Action		SMP0056811		
BASm0013266	MMDBc0032957				PW058500		Brompheniramine is a first-generation alkylamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Brompheniramine H1-Antihistamine Action		SMP0057579		
BASm0013267	MMDBc0032957				PW058503		Dexbrompheniramine is a first-generation alkylamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Dexbrompheniramine H1-Antihistamine Action		SMP0057580		
BASm0013268	MMDBc0032957				PW058506		Triprolidine is a first-generation alkylamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Triprolidine H1-Antihistamine Action		SMP0057581		
BASm0013269	MMDBc0032957				PW058507		Dimetindene is a first-generation alkylamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Dimetindene H1-Antihistamine Action		SMP0057582		
BASm0013270	MMDBc0032957				PW058508		Mepyramine (pyrilamine) is a first-generation ethylenediamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Mepyramine H1-Antihistamine Action		SMP0057583		
BASm0013271	MMDBc0032957				PW058509		Antazoline is a first-generation ethylenediamine H1-antihistamine.  H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Antazoline H1-Antihistamine Action		SMP0057584		
BASm0013272	MMDBc0032957				PW058510		Chloropyramine is a first-generation ethylenediamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Chloropyramine H1-Antihistamine Action		SMP0057585		
BASm0013273	MMDBc0032957				PW058511		Talastine is a first-generation alkylamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Talastine H1-Antihistamine Action		SMP0057586		
BASm0013274	MMDBc0032957				PW058512		Tripelennamine is a first-generation ethylenediamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Tripelennamine H1-Antihistamine Action		SMP0057587		
BASm0013275	MMDBc0032957				PW059657		Histapyrrodine is a first-generation ethylenediamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Histapyrrodine H1-Antihistamine Action		SMP0058732		
BASm0013276	MMDBc0032957				PW059667		Methapyrilene is a first-generation ethylenediamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions. Methapyrilene, formerly marketed in many drug products, was shown to be a potent carcinogen. Manufacturers voluntarily withdrew methapyriline drug products from the market in May and June 1979 (DB04819).	Methapyrilene H1-Antihistamine Action		SMP0058741		
BASm0013277	MMDBc0032957				PW059696		Thonzylamine is a first-generation ethylenediamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Thonzylamine H1-Antihistamine Action		SMP0058769		
BASm0013278	MMDBc0032957				PW059712		Diphenhydramine is a first-generation ethanolamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Diphenhydramine H1-Antihistamine Action		SMP0058785		
BASm0013279	MMDBc0032957				PW059724		Carbinoxamine is a first-generation ethanolamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Carbinoxamine H1-Antihistamine Action		SMP0058797		
BASm0013280	MMDBc0032957				PW059730		Doxylamine is a first-generation ethanolamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Doxylamine H1-Antihistamine Action		SMP0058803		
BASm0013281	MMDBc0032957				PW059735		Orphenadrine is a first-generation ethanolamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions. Structurally, orphenadrine is similar to diphenhydramine. As a "dirty drug", orphenadrine acts on various receptors in the CNS. Orphenadrine can antagonize H1 receptors, NMDA receptors, and non-selectively antagonize muscarinic acetylcholine receptors (hence its use as an anticholinergic). It also blocks the HERG potassium channel along with Nav1.7, Nav1.8, and Nav1.9 sodium channels, and is a norepinephrine and dopamine reuptake inhibitor. Orphenadrine acts as an anticholinergic to treat muscle pain and relax skeletal muscle, though its use is reducing as better drugs are developed for motor control management with fewer off-target effects. By acting as a muscarinic antagonist, it can be used as an adjunct symptomatic treatment for parkinsonism and to relieve discomfort or pain from muscle spasm. In parkinsonism, there is reduced CNS dopamine - this dopamine deficiency in the striatum increases the stimulating effects of the cholinergic system, which often presents as hyperkinesia, tremor, and muscle rigidity. This excess stimulation is counteracted by the anticholinergic effect of orphenadrine. It may have a relaxing effect on skeletal muscle spasms and it has a mood elevating effect, though exact mechanisms for these effects are currently unclear (i.e. it is known to be due to a combination of neurotransmitter modulation, but the exact molecular signalling is not yet elucidated). It is metabolized in the liver.	Orphenadrine Drug Action		SMP0058808		
BASm0013282	MMDBc0032957				PW059740		Bromodiphenhydramine (Bromazine) is a first-generation ethanolamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Bromodiphenhydramine H1-Antihistamine Action		SMP0058813		
BASm0013283	MMDBc0032957				PW059823		Clemastine is a first-generation ethanolamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Clemastine H1-Antihistamine Action		SMP0058891		
BASm0013284	MMDBc0032957				PW059836		Chlorphenoxamine (Phenoxene) is a first-generation ethanolamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Chlorphenoxamine H1-Antihistamine Action		SMP0058903		
BASm0013285	MMDBc0032957				PW059841		Diphenylpyraline is a first-generation piperidine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Diphenylpyraline H1-Antihistamine Action		SMP0058908		
BASm0013286	MMDBc0032957				PW059850		Phenyltoloxamine is a first-generation ethanolamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Phenyltoloxamine H1-Antihistamine Action		SMP0058916		
BASm0013287	MMDBc0032957				PW059857		Cyclizine is a first-generation piperazine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Cyclizine H1-Antihistamine Action		SMP0058923		
BASm0013288	MMDBc0032957				PW059865		Chlorcyclizine is a first-generation piperazine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Chlorcyclizine H1-Antihistamine Action		SMP0058931		
BASm0013289	MMDBc0032957				PW059870		Hydroxyzine is a first-generation piperazine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Hydroxyzine H1-Antihistamine Action		SMP0058936		
BASm0013290	MMDBc0032957				PW059891		Meclizine (Meclozine) is a first-generation piperazine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Meclizine H1-Antihistamine Action		SMP0058956		
BASm0013291	MMDBc0032957				PW059899		Buclizine is a first-generation piperazine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Buclizine H1-Antihistamine Action		SMP0058964		
BASm0013292	MMDBc0032957				PW059980		Oxatomide is a first-generation piperazine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Oxatomide H1-Antihistamine Action		SMP0059044		
BASm0013293	MMDBc0032957				PW059995		Cetirizine is a second-generation piperazine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Cetirizine H1-Antihistamine Action		SMP0059058		
BASm0013294	MMDBc0032957				PW060049		Cinnarizine is a first-generation piperazine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Cinnarizine H1-Antihistamine Action		SMP0059110		
BASm0013295	MMDBc0032957				PW060053		Levocetirizine is a second-generation piperazine H1-antihistamine. It has also been labeled as a third-generation antihistamine because it is developed from a second-generation antihistamine (cetirizine). H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Levocetirizine H1-Antihistamine Action		SMP0059114		
BASm0013296	MMDBc0032957				PW060150		Promethazine is a first-generation phenothiazine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Promethazine H1-Antihistamine Action		SMP0059211		
BASm0013297	MMDBc0032957				PW060631		Alimemazine (trimeprazine) is a first-generation phenothiazine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Alimemazine H1-Antihistamine Action		SMP0059689		
BASm0013298	MMDBc0032957				PW060636		Cyproheptadine is a first-generation piperidine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Cyproheptadine H1-Antihistamine Action		SMP0059694		
BASm0013299	MMDBc0032957				PW060645		Phenbenzamine is a first-generation ethylenediamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Phenbenzamine H1-Antihistamine Action		SMP0059702		
BASm0013300	MMDBc0032957				PW060650		Fenethazine (phenethazinum) is a first-generation phenothiazine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Fenethazine H1-Antihistamine Action		SMP0059707		
BASm0013301	MMDBc0032957				PW060653		Hydroxyethylpromethazine is a first-generation phenothiazine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Hydroxyethylpromethazine H1-Antihistamine Action		SMP0059710		
BASm0013302	MMDBc0032957				PW060659		Isothipendyl is a first-generation phenothiazine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Isothipendyl H1-Antihistamine Action		SMP0059716		
BASm0013303	MMDBc0032957				PW060663		Mequitazine is a first-generation phenothiazine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Mequitazine H1-Antihistamine Action		SMP0059720		
BASm0013304	MMDBc0032957				PW060674		Methdilazine is a first-generation phenothiazine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Methdilazine H1-Antihistamine Action		SMP0059730		
BASm0013305	MMDBc0032957				PW060682		Oxomemazine is a first-generation phenothiazine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Oxomemazine H1-Antihistamine Action		SMP0059738		
BASm0013306	MMDBc0032957				PW060809		Azatadine is a first-generation piperidine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Azatadine H1-Antihistamine Action		SMP0059865		
BASm0013307	MMDBc0032957				PW060812		Ketotifen is a first-generation piperidine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Ketotifen H1-Antihistamine Action		SMP0059868		
BASm0013308	MMDBc0032957				PW060816		Doxepin is a first-generation tricyclic H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Doxepin H1-Antihistamine Action		SMP0059872		
BASm0013309	MMDBc0032957				PW060826		Acrivastine is a second-generation alkylamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Acrivastine H1-Antihistamine Action		SMP0059881		
BASm0013310	MMDBc0032957				PW060843		Astemizole is a second-generation piperidine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Astemizole H1-Antihistamine Action		SMP0059897		
BASm0013311	MMDBc0032957				PW061004		Bepotastine is a second-generation piperidine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Bepotastine H1-Antihistamine Action		SMP0060058		
BASm0013312	MMDBc0032957				PW061119		Bilastine is a second-generation piperidine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Bilastine H1-Antihistamine Action		SMP0060170		
BASm0013313	MMDBc0032957				PW061144		Loratadine is a second-generation tricyclic H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Loratadine H1-Antihistamine Action		SMP0060195		
BASm0013314	MMDBc0032957				PW061150		Desloratadine is a second-generation tricyclic H1-antihistamine. It has also been labeled as a third-generation antihistamine because it is developed from a second-generation antihistamine (loratadine). H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Desloratadine H1-Antihistamine Action		SMP0060201		
BASm0013315	MMDBc0032957				PW061153		Ebastine is a second-generation piperidine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Ebastine H1-Antihistamine Action		SMP0060204		
BASm0013316	MMDBc0032957				PW061157		Terfenadine is a second-generation piperidine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Terfenadine H1-Antihistamine Action		SMP0060208		
BASm0013317	MMDBc0032957				PW061167		Fexofenadine is a second-generation piperidine H1-antihistamine. It has also been labeled as a third-generation antihistamine because it is developed from a second-generation antihistamine (terfenadine). H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Fexofenadine H1-Antihistamine Action		SMP0060218		
BASm0013318	MMDBc0032957				PW061173		Levocabastine is a second-generation piperidine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Levocabastine H1-Antihistamine Action		SMP0060224		
BASm0013319	MMDBc0032957				PW061180		Mizolastine (mizollen) is a second-generation piperidine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Mizolastine H1-Antihistamine Action		SMP0060230		
BASm0013320	MMDBc0032957				PW061185		Rupatadine is a second-generation piperidine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Rupatadine H1-Antihistamine Action		SMP0060235		
BASm0013321	MMDBc0032957				PW061690		Olopatadine is a second-generation tricyclic H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Olopatadine H1-Antihistamine Action		SMP0060740		
BASm0013322	MMDBc0032957				PW061691		Azelastine is a second-generation H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Azelastine H1-Antihistamine Action		SMP0060741		
BASm0013323	MMDBc0032957				PW061692		Thiazinamium is a first-generation phenothiazine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Thiazinamium H1-Antihistamine Action		SMP0060742		
BASm0013324	MMDBc0032957				PW061693		Quifenadine is a second-generation H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Quifenadine H1-Antihistamine Action		SMP0060743		
BASm0013325	MMDBc0032957				PW061694		Betahistine is a first-generation H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Betahistine H1-Antihistamine Action		SMP0060744		
BASm0013326	MMDBc0032957				PW061990		Emedastine is a first-generation ethanolamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Emedastine H1-Antihistamine Action		SMP0061040		
BASm0013327	MMDBc0032957				PW061997		Flunarizine is a first-generation H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Flunarizine H1-Antihistamine Action		SMP0061047		
BASm0013328	MMDBc0032957				PW062003		Mebhydrolin is a first-generation H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Mebhydrolin H1-Antihistamine Action		SMP0061052		
BASm0013329	MMDBc0032957				PW062141		Phenindamine is a first-generation tricyclic H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Phenindamine H1-Antihistamine Action		SMP0061190		
BASm0013330	MMDBc0032957				PW062142		Epinastine is a second-generation tetracyclic H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Epinastine H1-Antihistamine Action		SMP0061191		
BASm0013331	MMDBc0032957				PW063576		Tolpropamine is an alkylamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Tolpropamine H1-Antihistamine Action		SMP0062621		
BASm0013332	MMDBc0032957				PW063577		Embramine is an ethanolamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Embramine H1-Antihistamine Action		SMP0062622		
BASm0013333	MMDBc0032957				PW063578		Latrepirdine is a tricyclic H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Latrepirdine H1-Antihistamine Action		SMP0062623		
BASm0013334	MMDBc0032957				PW063579		Thenyldiamine is an ethylenediamine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Thenyldiamine H1-Antihistamine Action		SMP0062624		
BASm0013335	MMDBc0032957				PW063580		Propiomazine is a phenothiazine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Propiomazine H1-Antihistamine Action		SMP0062625		
BASm0013336	MMDBc0032957				PW063744		Clocinizine is a first-generation diphenylmethylpiperazine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Clocinizine H1-Antihistamine Action		SMP0062788		
BASm0013337	MMDBc0032957				PW063751		Homochlorcyclizine is a diphenylmethylpiperazine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Homochlorcyclizine H1-Antihistamine Action		SMP0062795		
BASm0013338	MMDBc0032957				PW063837		Temelastine is a second-generation H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Temelastine H1-Antihistamine Action		SMP0062880		
BASm0013339	MMDBc0032957				PW063838		Alcaftadine is a second-generation piperidine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Alcaftadine H1-Antihistamine Action		SMP0062881		
BASm0013340	MMDBc0032957				PW063839		Bamipine is a first-generation piperidine H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Bamipine H1-Antihistamine Action		SMP0062882		
BASm0013341	MMDBc0032957				PW063840		Deptropine is a tricyclic H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Deptropine H1-Antihistamine Action		SMP0062883		
BASm0013342	MMDBc0032957				PW063841		Quetiapine is a tricyclic H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Quetiapine H1-Antihistamine Action		SMP0062884		
BASm0013343	MMDBc0032957				PW063842		Mirtazapine is a tetracyclic H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Mirtazapine H1-Antihistamine Action		SMP0062885		
BASm0013344	MMDBc0032957				PW063843		Pimethixene is a thioxanthene H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Pimethixene H1-Antihistamine Action		SMP0062886		
BASm0013345	MMDBc0032957				PW063844		Pyrrobutamine is an H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Pyrrobutamine H1-Antihistamine Action		SMP0062887		
BASm0013346	MMDBc0032957				PW063852		Thenalidine is a piperidine H1-antihistamine that was withdrawn from Canadian, US, and UK markets in 1963 due to concerns involving neutropenia (DB04826). H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Thenalidine H1-Antihistamine Action		SMP0062894		
BASm0013347	MMDBc0032957				PW063854		Tritoqualine is an H1-antihistamine. H1-antihistamines interfere with the agonist action of histamine at the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Reducing the activity of the NF-κB immune response transcription factor through the phospholipase C and the phosphatidylinositol (PIP2) signalling pathways also decreases antigen presentation and the expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. Furthermore, lowering calcium ion concentration leads to increased mast cell stability which reduces further histamine release. First-generation antihistamines readily cross the blood-brain barrier and cause sedation and other adverse central nervous system (CNS) effects (e.g. nervousness and insomnia). Second-generation antihistamines are more selective for H1-receptors of the peripheral nervous system (PNS) and do not cross the blood-brain barrier. Consequently, these newer drugs elicit fewer adverse drug reactions.	Tritoqualine H1-Antihistamine Action		SMP0062895		
BASm0013348	MMDBc0032957				PW064412		Histamine is a ubiquitous messenger molecule released from mast cells, basophils, enterochromaffin-like cells, and neurons. Its various actions are mediated by histamine receptors H1, H2, H3, and H4. Histamine receptor H1 belongs to the family of G-protein-coupled receptors (GPCRs), and it is expressed in smooth muscles, on vascular endothelial cells, in the heart, and in the central nervous system. It is linked to an intracellular G-protein (Gαq) that activates phospholipase C and the phosphatidylinositol (PIP2) signalling pathway which promotes inflammatory processes through calcium ion release and expression of the NF-κB immune response transcription factor. H1-antihistamines inactivate the H1 receptor and are administered to attenuate inflammatory process in order to treat conditions such as allergic rhinitis, allergic conjunctivitis, and urticaria. Upon binding by histamine, the H1 receptor allosterically activates the G-protein by exchanging GDP for GTP at the G-protein's alpha subunit (Gαq). This results in the dissociation of a Gαq-GTP monomer and a Gβγ dimer from the receptor . Gαq-GTP activates phospholipase C-beta which cleaves the membrane lipid phosphatidylinositol 4,5-bisphosphate (PIP2) into the secondary messengers inositol 1,4,5-trisphosphate (IP3) and diacylglycerol (DAG). IP3 diffuses through the cytoplasm to the ER and binds to the inositol 1,4,5-trisphosphate (Ins3P) receptor, releasing calcium from the endoplasmic reticulum into the cytoplasm. An increase in the calcium concentration results in increased mediator release and decreased mast cell stability. Both calcium and DAG activate the kinase activity of protein kinase C beta (PKC). Among many other functions, PKC activates NF-κB. This leads to increased antigen presentation and increased expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors.	Histamine H1 Receptor Activation		SMP0063452		
BASm0013349	MMDBc0032957				PW064736		Lysophosphatidic acid (LPA) is a water-soluble phospholipid derivative and a potent signalling molecule that binds to six known lysophosphatidic acid receptors (LPARs), named LPA1-LPA6. All six receptors belong to the G protein-coupled receptor (GPCR) superfamily which initiates intracellular signalling cascades via four G protein classes differentiated by their α subunit type: Gαs, Gαi/o, Gαq/11, Gα12/13. GPCRs mediate a wide range of biological processes, including cell survival, proliferation, migration, and differentiation, vascular regulation, and cytokine release. Due to LPA's physiological importance, abnormal LPA signalling likely contributes to the pathophysiology of many diseases. LPA biosynthesis proceeds through two major pathways: (1) the conversion of lysophospholipids (e.g. LPC, LPE, LPS) into LPA via autotaxin (ATX/Enpp2) and (2) the conversion of phosphatidic acid (PA) into LPA via phospholipase A1 or A2 (PLA1/PLA2). The binding of LPA to an LPAR allosterically activates the heterotrimeric G protein by exchanging GDP for GTP at the G protein's alpha subunit. This results in the dissociation of a Gα-GTP monomer and a Gβγ dimer from the receptor which allows both complexes to begin signalling cascades via downstream effectors. LPA1 signalling has been implicated in important processes such as cell survival, proliferation, adhesion, migration, immune function, and myelination. This receptor can couple with the G proteins Gαi/o, Gαq/11, and Gα12/13. The Gαi/o subunit inhibits the enzyme adenylyl cyclase (AC) which catalyzes the production of the important secondary messenger 3',5'-cyclic AMP (cAMP) from adenosine triphosphate (ATP). Other downstream effectors of Gαi/o include the MAPK/ERK pathway, the PI3K/Akt pathway, and P13K/Rac signalling. The Gαq/11 subunit activates phospholipase C (PLC) which cleaves the membrane lipid phosphatidylinositol 4,5-bisphosphate (PIP2) into the secondary messengers inositol 1,4,5-trisphosphate (IP3) and diacylglycerol (DAG). IP3 diffuses through the cytoplasm to the ER and binds to the inositol 1,4,5-trisphosphate (Ins3P) receptor, releasing calcium from the endoplasmic reticulum into the cytoplasm. Both calcium and DAG activate the kinase activity of protein kinase C beta (PKC). Among many other functions, PKC activates NF-κB. This leads to increased antigen presentation and increased expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. The Gα12/13 subunit regulates cell motility and cytoskeletal remodelling by activating the Rho/ROCK and Rho/SRF pathways.	Lysophosphatidic Acid LPA1 Signalling		SMP0063746		
BASm0013350	MMDBc0032957				PW064743		Lysophosphatidic acid (LPA) is a water-soluble phospholipid derivative and a potent signalling molecule that binds to six known lysophosphatidic acid receptors (LPARs), named LPA1-LPA6. All six receptors belong to the G protein-coupled receptor (GPCR) superfamily which initiates intracellular signalling cascades via four G protein classes differentiated by their α subunit type: Gαs, Gαi/o, Gαq/11, Gα12/13. GPCRs mediate a wide range of biological processes, including cell survival, proliferation, migration, and differentiation, vascular regulation, and cytokine release. Due to LPA's physiological importance, abnormal LPA signalling likely contributes to the pathophysiology of many diseases. LPA biosynthesis proceeds through two major pathways: (1) the conversion of lysophospholipids (e.g. LPC, LPE, LPS) into LPA via autotaxin (ATX/Enpp2) and (2) the conversion of phosphatidic acid (PA) into LPA via phospholipase A1 or A2 (PLA1/PLA2). The binding of LPA to an LPAR allosterically activates the heterotrimeric G protein by exchanging GDP for GTP at the G protein's alpha subunit. This results in the dissociation of a Gα-GTP monomer and a Gβγ dimer from the receptor which allows both complexes to begin signalling cascades via downstream effectors. LPA1 signalling has been implicated in important processes such as cell survival, proliferation, adhesion, migration, immune function, and myelination. This receptor can couple with the G proteins Gαi/o, Gαq/11, and Gα12/13. The Gαi/o subunit inhibits the enzyme adenylyl cyclase (AC) which catalyzes the production of the important secondary messenger 3',5'-cyclic AMP (cAMP) from adenosine triphosphate (ATP). Other downstream effectors of Gαi/o include the MAPK/ERK pathway, the PI3K/Akt pathway, and P13K/Rac signalling. The Gαq/11 subunit activates phospholipase C (PLC) which cleaves the membrane lipid phosphatidylinositol 4,5-bisphosphate (PIP2) into the secondary messengers inositol 1,4,5-trisphosphate (IP3) and diacylglycerol (DAG). IP3 diffuses through the cytoplasm to the ER and binds to the inositol 1,4,5-trisphosphate (Ins3P) receptor, releasing calcium from the endoplasmic reticulum into the cytoplasm. Both calcium and DAG activate the kinase activity of protein kinase C beta (PKC). Among many other functions, PKC activates NF-κB. This leads to increased antigen presentation and increased expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. The Gα12/13 subunit regulates cell motility and cytoskeletal remodelling by activating the Rho/ROCK and Rho/SRF pathways.	Lysophosphatidic Acid LPA2 Signalling		SMP0063753		
BASm0013351	MMDBc0032957				PW064745		Lysophosphatidic acid (LPA) is a water-soluble phospholipid derivative and a potent signalling molecule that binds to six known lysophosphatidic acid receptors (LPARs), named LPA1-LPA6. All six receptors belong to the G protein-coupled receptor (GPCR) superfamily which initiates intracellular signalling cascades via four G protein classes differentiated by their α subunit type: Gαs, Gαi/o, Gαq/11, Gα12/13. GPCRs mediate a wide range of biological processes, including cell survival, proliferation, migration, and differentiation, vascular regulation, and cytokine release. Due to LPA's physiological importance, abnormal LPA signalling likely contributes to the pathophysiology of many diseases. LPA biosynthesis proceeds through two major pathways: (1) the conversion of lysophospholipids (e.g. LPC, LPE, LPS) into LPA via autotaxin (ATX/Enpp2) and (2) the conversion of phosphatidic acid (PA) into LPA via phospholipase A1 or A2 (PLA1/PLA2). The binding of LPA to an LPAR allosterically activates the heterotrimeric G protein by exchanging GDP for GTP at the G protein's alpha subunit. This results in the dissociation of a Gα-GTP monomer and a Gβγ dimer from the receptor which allows both complexes to begin signalling cascades via downstream effectors. LPA1 signalling has been implicated in important processes such as cell survival, proliferation, adhesion, migration, immune function, and myelination. This receptor can couple with the G proteins Gαi/o, Gαq/11, and Gα12/13. The Gαi/o subunit inhibits the enzyme adenylyl cyclase (AC) which catalyzes the production of the important secondary messenger 3',5'-cyclic AMP (cAMP) from adenosine triphosphate (ATP). Other downstream effectors of Gαi/o include the MAPK/ERK pathway, the PI3K/Akt pathway, and P13K/Rac signalling. The Gαq/11 subunit activates phospholipase C (PLC) which cleaves the membrane lipid phosphatidylinositol 4,5-bisphosphate (PIP2) into the secondary messengers inositol 1,4,5-trisphosphate (IP3) and diacylglycerol (DAG). IP3 diffuses through the cytoplasm to the ER and binds to the inositol 1,4,5-trisphosphate (Ins3P) receptor, releasing calcium from the endoplasmic reticulum into the cytoplasm. Both calcium and DAG activate the kinase activity of protein kinase C beta (PKC). Among many other functions, PKC activates NF-κB. This leads to increased antigen presentation and increased expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. The Gα12/13 subunit regulates cell motility and cytoskeletal remodelling by activating the Rho/ROCK and Rho/SRF pathways.	Lysophosphatidic Acid LPA3 Signalling		SMP0063755		
BASm0013352	MMDBc0032957				PW064746		Lysophosphatidic acid (LPA) is a water-soluble phospholipid derivative and a potent signalling molecule that binds to six known lysophosphatidic acid receptors (LPARs), named LPA1-LPA6. All six receptors belong to the G protein-coupled receptor (GPCR) superfamily which initiates intracellular signalling cascades via four G protein classes differentiated by their α subunit type: Gαs, Gαi/o, Gαq/11, Gα12/13. GPCRs mediate a wide range of biological processes, including cell survival, proliferation, migration, and differentiation, vascular regulation, and cytokine release. Due to LPA's physiological importance, abnormal LPA signalling likely contributes to the pathophysiology of many diseases. LPA biosynthesis proceeds through two major pathways: (1) the conversion of lysophospholipids (e.g. LPC, LPE, LPS) into LPA via autotaxin (ATX/Enpp2) and (2) the conversion of phosphatidic acid (PA) into LPA via phospholipase A1 or A2 (PLA1/PLA2). The binding of LPA to an LPAR allosterically activates the heterotrimeric G protein by exchanging GDP for GTP at the G protein's alpha subunit. This results in the dissociation of a Gα-GTP monomer and a Gβγ dimer from the receptor which allows both complexes to begin signalling cascades via downstream effectors. LPA1 signalling has been implicated in important processes such as cell survival, proliferation, adhesion, migration, immune function, and myelination. This receptor can couple with the G proteins Gαi/o, Gαq/11, and Gα12/13. The Gαi/o subunit inhibits the enzyme adenylyl cyclase (AC) which catalyzes the production of the important secondary messenger 3',5'-cyclic AMP (cAMP) from adenosine triphosphate (ATP). Other downstream effectors of Gαi/o include the MAPK/ERK pathway, the PI3K/Akt pathway, and P13K/Rac signalling. The Gαq/11 subunit activates phospholipase C (PLC) which cleaves the membrane lipid phosphatidylinositol 4,5-bisphosphate (PIP2) into the secondary messengers inositol 1,4,5-trisphosphate (IP3) and diacylglycerol (DAG). IP3 diffuses through the cytoplasm to the ER and binds to the inositol 1,4,5-trisphosphate (Ins3P) receptor, releasing calcium from the endoplasmic reticulum into the cytoplasm. Both calcium and DAG activate the kinase activity of protein kinase C beta (PKC). Among many other functions, PKC activates NF-κB. This leads to increased antigen presentation and increased expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. The Gα12/13 subunit regulates cell motility and cytoskeletal remodelling by activating the Rho/ROCK and Rho/SRF pathways.	Lysophosphatidic Acid LPA4 Signalling		SMP0063756		
BASm0013353	MMDBc0032957				PW064747		Lysophosphatidic acid (LPA) is a water-soluble phospholipid derivative and a potent signalling molecule that binds to six known lysophosphatidic acid receptors (LPARs), named LPA1-LPA6. All six receptors belong to the G protein-coupled receptor (GPCR) superfamily which initiates intracellular signalling cascades via four G protein classes differentiated by their α subunit type: Gαs, Gαi/o, Gαq/11, Gα12/13. GPCRs mediate a wide range of biological processes, including cell survival, proliferation, migration, and differentiation, vascular regulation, and cytokine release. Due to LPA's physiological importance, abnormal LPA signalling likely contributes to the pathophysiology of many diseases. LPA biosynthesis proceeds through two major pathways: (1) the conversion of lysophospholipids (e.g. LPC, LPE, LPS) into LPA via autotaxin (ATX/Enpp2) and (2) the conversion of phosphatidic acid (PA) into LPA via phospholipase A1 or A2 (PLA1/PLA2). The binding of LPA to an LPAR allosterically activates the heterotrimeric G protein by exchanging GDP for GTP at the G protein's alpha subunit. This results in the dissociation of a Gα-GTP monomer and a Gβγ dimer from the receptor which allows both complexes to begin signalling cascades via downstream effectors. LPA1 signalling has been implicated in important processes such as cell survival, proliferation, adhesion, migration, immune function, and myelination. This receptor can couple with the G proteins Gαi/o, Gαq/11, and Gα12/13. The Gαi/o subunit inhibits the enzyme adenylyl cyclase (AC) which catalyzes the production of the important secondary messenger 3',5'-cyclic AMP (cAMP) from adenosine triphosphate (ATP). Other downstream effectors of Gαi/o include the MAPK/ERK pathway, the PI3K/Akt pathway, and P13K/Rac signalling. The Gαq/11 subunit activates phospholipase C (PLC) which cleaves the membrane lipid phosphatidylinositol 4,5-bisphosphate (PIP2) into the secondary messengers inositol 1,4,5-trisphosphate (IP3) and diacylglycerol (DAG). IP3 diffuses through the cytoplasm to the ER and binds to the inositol 1,4,5-trisphosphate (Ins3P) receptor, releasing calcium from the endoplasmic reticulum into the cytoplasm. Both calcium and DAG activate the kinase activity of protein kinase C beta (PKC). Among many other functions, PKC activates NF-κB. This leads to increased antigen presentation and increased expression of pro-inflammatory cytokines, cell adhesion molecules, and chemotactic factors. The Gα12/13 subunit regulates cell motility and cytoskeletal remodelling by activating the Rho/ROCK and Rho/SRF pathways.	Lysophosphatidic Acid LPA5 Signalling		SMP0063757		
BASm0013354	MMDBc0032957				PW064769		Nitric oxide (NO) is a neurotransmitter that synthesized from L-arginine with faciltation of nitric oxide synthase (NOS). Nitric oxide is essential and required in central nervous system (CNS) and peripheral nervous system (PNS). Nitric oxide has several important functions such as immune responses, blood flow regulation and modulation of neurotransmission. Nitric oxide also participates in controlling sleep, adjusting body temperature, neurosecretion as well as synaptic modulation and plasticity in CNS. While in PNS, nitric oxide participates in visceral smooth muscle relaxation as well as vasodilation mediation.	Nitric Oxide Signaling Pathway		SMP0063777		
BASm0013355	MMDBc0032957				PW064815		Epidermal growth factor (EGF) is a potent polypeptide mitogen that initiates its biological activity by interacting with the cell surface. The E G F receptors are both transmembrane proteins with cytosolically exposed tyrosine specific protein kinases which are stimulated by ligand binding. Current data strongly suggests that these kinases are causally linked to many if not all of the biological activities of the EGF receptors. Transmembrane signalling is the result of a composite of ligand-receptor interactions in the endosome (stimulation) and modifications of the primary or quaternary structure of the receptor (activation).	EGF Signalling Pathway		SMP0063810		
BASm0013356	MMDBc0032957				PW067987		The T-cell receptor signalling pathway is an intracellular pathway that depicts how T-cells are activated as part of the cell-mediated immune response. T-cells are a type of lymphocyte produced by the thymus gland (T stands for thymus) that have a unique protein on their surface called the T-cell receptor. The T-cell receptor (TCR) is responsible for recognizing fragments of antigen as peptides bound to major histocompatibility complex (MHC) molecules (PMID: 6336315). T-cells are activated when they encounter another immune cell such as a dendritic cell or a B-cell that has digested a protein antigen and displayed the resulting peptide antigen fragments on their surface MHC molecules. These antigen-bound dendritic or B-cells are called antigen-presenting cells or APCs. The MHC-antigen complex from these APCs binds to the TCR of a given T-cell and then, through a series of signalling events (depicted in this pathway), the T-cell begins to secrete cytokines (PMID: 19132916).  Some cytokines help the T-cell mature while other cytokines spur the growth of even more T-cells. The MHC-antigen-TCR binding event activates several signalling pathways such as the PI3K pathway that generates inositol triphosphate (IP3) at the plasma membrane. This leads to the recruitment of signalling molecules like PDK1 (pyruvate dehydrogenase kinase 1), PLC-gamma-1 (phospholipase C-gamma), diacylglycerol (DAG) and others that are essential for the activation of PKC-theta (protein kinase C-theta), and eventually the production of interleukin-2 (IL-2) as well as other cytokines (PMID: 19132916). As shown in this pathway the antigen is first presented to the T-cell receptor (consisting of an alpha and beta subunit) and the CD3 glycoprotein complex (PMID: 19132916). An early event in TCR activation is the phosphorylation of certain tyrosine containing motifs on the cytosolic side of the TCR/CD3 complex by a protein known as lymphocyte protein tyrosine kinase or Lck. After this phosphorylation event, a protein called the zeta-chain associated protein kinase (Zap-70) is recruited to the phosphorylated TCR/CD3 complex where it becomes activated (PMID: 7539035). This promotes the recruitment and phosphorylation of other proteins. For instance, the phosphorylation of SLP-76 by Zap-70 promotes the recruitment of a protein known as Vav (a guanine nucleotide exchange factor), as well as the adaptor proteins NCK and GADS, and an inducible T cell kinase known as Itk. Phosphorylation of PLC-gamma-1 by Itk results in the hydrolysis of phosphatidylinositol 4,5-bisphosphate (PIP2) to produce the secondary messengers known as diacylglycerol (DAG) and inositol trisphosphate (IP3). DAG activates PKC-theta and the MAPK/Erk pathways, both promoting transcription factor NF-kappa-B activation. IP3 triggers the release of calcium from the endoplasmic reticulum, which promotes entry of extracellular Ca2+ into the T-cells where it is bound by calmodulin. Calcium-bound calmodulin (Ca2+/CaM) activates the phosphatase known as calcineurin (PMID: 22100452), which promotes IL-2 gene transcription through the transcription factor NFAT (Nuclear factor of activated T-cells) (PMID: 3260404).	T Cell Receptor Signaling Pathway 		SMP0066977		
BASm0013357	MMDBc0032957				PW070885		The BCR signalling pathway is a pathway that plays a vital role in the development and all other functions of B-cells, which means it is vital for the immune response. The BCR, also known as the B-cell receptor, is usually found on the outer membrane of B-cells. B-cells grab antigens from immune synapses, through a number of processes including cell spreading and receptor transport. After these have been performed, endocytosis and antigen-presentation occur. B-cells manipulate the dynamic of BCR-antigen bonds. They group and spread the antigen, increasing the relation with BCR, which creates sensitivity. The two main functions of the BCR pathway is to signal transduction, and the second is to prepare the antigen for processing by the helper T cells. Any defects in this pathway may lead to the patient being immunodeficient, or having B-cell malignancy. ↵	BCR Signaling Pathway		SMP0069871		
BASm0013358	MMDBc0032957				PW091052		Ionomycin is an ionophore, a compound that binds calcium ions reversibly, and is used to transport calcium ions across the cell’s plasma membrane, increasing cellular calcium concentration. This increased concentration activates the protein-tyrosine kinase 2-beta, which is responsible for regulation of actin in the cell’s cytoskeleton, as well as cell movement, polarization, adhesion and spreading. It is also important for B-cells and T-cells to migrate and spread.↵When the P2Y purinoceptor 2 is activated on the cell surface, it activates 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-1 (PLCG1), an enzyme that is responsible for regulating the conversion of phosphatidylinositol (PIP2) into inositol 1,4,5-trisphosphate (IP3) and diacylglycerol (DG). IP3 then activates an IP3 sensitive calcium channel, increasing the concentration of intracellular calcium. The calcium can activate protein-tyrosine kinase 2-beta, and can also activate protein kinase C. DG also works to activate protein kinase C in the cell.↵Phorbal esters are compounds found in certain families of plants, and are found to promote tumor growth. As such, they are commonly used in research. In this pathway, they are shown to activate protein kinase C in the same way as calcium does, as well as mimicking the action of DG. ↵Phorbal esters, in conjunction with ionomycin, are used in this case to study the cellular response to DAG and calcium signalling without needing the cells to undergo other stimulation, mimicking things like T-cell activation easily.↵	Ion Channel and Phorbal Esters Signaling Pathway		SMP0090032		
BASm0013359	MMDBc0000133				PW122397		Melanin is the term used for multiple pigments found in many organisms, and specifically our skin, hair and iris tissues. There are three types of melanin, eumelanin, pheomelanin and neuromelanin. Eumelanin is the most common, and can be brown or black. Melanin is produced by melanocytes, and is a polymer made of smaller components, so there are many types with different polymerization patterns and proportions of components.↵To begin, this pathway takes L-dopachrome from the L-dopa and L-dopachrome biosynthesis pathways and, in the melanosome, it can either spontaneously form 5,6-dihydroxyindole, or can form 5,6-dihydroxyindole-2-carboxylic acid using L-dopachrome tautomerase as the catalyst. Both 5,6-dihydroxyindole and 5,6-dihydroxyindole-2-carboxylic acid use tyrosinase as a catalyst to form indole-5,6-quinone and indole-5,6-quinone-2-carboxylate respectively. Finally, some combination of 5,6-hydroxyindole, indole-5,6-quinone, 5,6-dihydroxyindole-2-carboxylic acid and indole-5,6-quinone-2-carboxylate combine to form melanochrome, an intermediate in the formation of eumelanin, and finally forms eumelanin, the final product of this pathway.	Eumelanin Biosynthesis		SMP0121124		
BASm0013360	MMDBc0000197				PW122396		Arsenate is a compound similar to phosphate, but containing an arsenic atom instead of the phosphorous. As such, it is treated similarly to a phosphate ion. However, if the arsenate replaces inorganic phosphates in glycolysis, it allows glycolysis to proceed, but does not generate ATP, uncoupling glycolysis. It can also bind to lipoic acid in the Krebs cycle, leading to a greater loss of ATP.↵Arsenate can enter into the cell via aquaporins 7 and 9, as well as facilitated glucose transporter members 1 and 4 of solute carrier family 2, and does so by diffusion.↵Once inside the cell, the arsenate can be converted to arsenite via the glutathione S-transferase omega-1 enzyme, or it can be converted to ribose-1-arsenate via the purine nucleoside phosphorylase. Ribose-1-arsenate then can spontaneously form arsenite through a reaction involving hydrogen and dihydrolipoate. After arsenite has been formed by either of these methods, arsenite methyltransferase catalyzes its formation into methylarsonate. From here, it forms methylarsonite via the glutathione S-transferase omega-1 enzyme again. The methylarsonite reacts with S-adenosylmethionine, catalyzed by arsenite methyltransferase, in order to become dimethylarsinate. Finally, the compound once again interacts with the glutathione S-transferase omega-1 enzyme to form dimethylarsinous acid, the final compound in this pathway.	Arsenate Detoxification		SMP0121123		
BASm0013361	MMDBc0029474				PW122396		Arsenate is a compound similar to phosphate, but containing an arsenic atom instead of the phosphorous. As such, it is treated similarly to a phosphate ion. However, if the arsenate replaces inorganic phosphates in glycolysis, it allows glycolysis to proceed, but does not generate ATP, uncoupling glycolysis. It can also bind to lipoic acid in the Krebs cycle, leading to a greater loss of ATP.↵Arsenate can enter into the cell via aquaporins 7 and 9, as well as facilitated glucose transporter members 1 and 4 of solute carrier family 2, and does so by diffusion.↵Once inside the cell, the arsenate can be converted to arsenite via the glutathione S-transferase omega-1 enzyme, or it can be converted to ribose-1-arsenate via the purine nucleoside phosphorylase. Ribose-1-arsenate then can spontaneously form arsenite through a reaction involving hydrogen and dihydrolipoate. After arsenite has been formed by either of these methods, arsenite methyltransferase catalyzes its formation into methylarsonate. From here, it forms methylarsonite via the glutathione S-transferase omega-1 enzyme again. The methylarsonite reacts with S-adenosylmethionine, catalyzed by arsenite methyltransferase, in order to become dimethylarsinate. Finally, the compound once again interacts with the glutathione S-transferase omega-1 enzyme to form dimethylarsinous acid, the final compound in this pathway.	Arsenate Detoxification		SMP0121123		
BASm0013362	MMDBc0050323				PW122411		This pathway is part of a major route of the degradation of L-tryptophan. It begins with 2-amino-3-carboxymuconate-6-semialdehyde which is generated from L-tryptophan degradation. The 2-amino-3-carboxymuconate-6-semialdehyde first is acted upon by a decarboxylase, forming 2-aminomuconic acid semialdehyde, which is then dehydrogenated by 2-aminomuconic semialdehyde dehydrogenase to form 2-aminomuconic acid. An unknown protein forms a 2-aminomuconate deaminase which forms (3E)-2-oxohex-3-enedioate, and a second unknown protein forms a 2-aminomuconate reductase, which forms oxoadipic acid from (3E)-2-oxohex-3-enedioate. Finally, within the mitochondria, oxoadipic acid is dehydrogenated and a coenzyme A is attached by the organelle’s oxoglutarate dehydrogenase complex, forming glutaryl-CoA. Glutaryl-CoA can then be further degraded.	2-Amino-3-Carboxymuconate Semialdehyde Degradation		SMP0121131		
BASm0013363	MMDBc0032957				PW090863		Tubby protein is a part of a family of proteins called Tubby Like Proteins (TULP) characterized by 260 amino acids that form a helix-filled barrel structure at the carboxylic acid terminal (Tubby domain). Using its Tubby domain to bind phosphatidylinositol 4,5-bisphosphate (PIP2), Tubby proteins are able to localize on the plasma membrane. Through the receptor mediated activation of G-proteins, the enzyme phospholipase C–beta (PLC-beta) hydrolyses PIP2 releasing tubby from the plasma membrane. This triggers protein translocation of tubby to the nucleus allowing tubby to act as a transcription regulator. 	G-Protein Signaling Through Tubby Proteins		SMP0089843		
BASm0014029	(S)-3-Hydroxyisobutyric acid	Indolylacryloylglycine, also known as IAG or indoleacrylic glycine, belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. Indolylacryloylglycine (IAG) is a compound that is derived, in the same way as many other indole compounds, from tryptophan or indole compounds in the diet. Indolylacryloylglycine is a moderately basic compound (based on its pKa). Outside of the human body, Indolylacryloylglycine has been detected, but not quantified in, milk (cow). This could make indolylacryloylglycine a potential biomarker for the consumption of these foods. Indolylacryloylglycine is elevated in the urine of autistic children with gastrointestinal disturbances. It is likely a product of gut metabolism although the exact source is still unclear.	26543-05-5	Expected Solid	[H]N[C@@H](CC(N)=O)C(=O)N[C@@H](C[SeH])C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(O)=O	C19H35N5O6Se	InChI=1S/C19H35N5O6Se/c1-9(2)5-12(17(27)23-13(19(29)30)6-10(3)4)22-18(28)14(8-31)24-16(26)11(20)7-15(21)25/h9-14,31H,5-8,20H2,1-4H3,(H2,21,25)(H,22,28)(H,23,27)(H,24,26)(H,29,30)/t11-,12-,13-,14-/m0/s1	VOSSYQZSALYRPE-XUXIUFHCSA-N	509.175256			MMDBc0057091
BASm0014031	Butyric acid	Butyric acid, a four-carbon fatty acid, is formed in the human colon by bacterial fermentation of carbohydrates (including dietary fiber), and putatively suppresses colorectal cancer (CRC). Butyrate has diverse and apparently paradoxical effects on cellular proliferation, apoptosis and differentiation that may be either pro-neoplastic or anti-neoplastic, depending upon factors such as the level of exposure, availability of other metabolic substrate and the intracellular milieu. In humans, the relationship between luminal butyrate exposure and CRC has been examined only indirectly in case-control studies, by measuring fecal butyrate concentrations, although this may not accurately reflect effective butyrate exposure during carcinogenesis. Perhaps not surprisingly, results of these investigations have been mutually contradictory. The direct effect of butyrate on tumorigenesis has been assessed in a no. of in vivo animal models, which have also yielded conflicting results. In part, this may be explained by methodology: differences in the amount and route of butyrate administration, which are likely to significantly influence delivery of butyrate to the distal colon. (PMID: 16460475) Butyric acid is a carboxylic acid found in rancid butter, parmesan cheese, and vomit, and has an unpleasant odor and acrid taste, with a sweetish aftertaste (similar to ether). Butyric acid is a fatty acid occurring in the form of esters in animal fats and plant oils. Interestingly, low-molecular-weight esters of butyric acid, such as methyl butyrate, have mostly pleasant aromas or tastes. As a consequence, they find use as food and perfume additives. Butyrate is produced as end-product of a fermentation process solely performed by obligate anaerobic bacteria. It is a metabololite of Anaerostipes, Coprococcus, Eubacterium, Faecalibacterium and Roseburia (PMID: 12324374; PMID: 27446020).	107-92-6	Expected Solid	CCCC(O)=O	C4H8O2	InChI=1S/C4H8O2/c1-2-3-4(5)6/h2-3H2,1H3,(H,5,6)	FERIUCNNQQJTOY-UHFFFAOYSA-N	88.0524295			MMDBc0000010
BASm0014032	Acetic acid	Acetic acid is one of the simplest carboxylic acids. It is an important chemical reagent and industrial chemical that is used in the production of plastic soft drink bottles, photographic film; and polyvinyl acetate for wood glue, as well as many synthetic fibres and fabrics. In households diluted acetic acid is often used as a cleaning agent. In the food industry acetic acid is used as an acidity regulator. The acetyl group, derived from acetic acid, is fundamental to the biochemistry of virtually all forms of life. When bound to coenzyme A it is central to the metabolism of carbohydrates and fats. However, the concentration of free acetic acid in cells is kept at a low level to avoid disrupting the control of the pH of the cell contents. Acetic acid is produced and excreted by certain bacteria, notably the Acetobacter genus and Clostridium acetobutylicum. These bacteria are found universally in foodstuffs, water, and soil, and acetic acid is produced naturally as fruits and some other foods spoil. Acetic acid is also a component of the vaginal lubrication of humans and other primates, where it appears to serve as a mild antibacterial agent. Acetic acid is found to be associated with phenylketonuria, which is an inborn error of metabolism. Urinary acetic acid is produced by Escherichia coli, Pseudomonas aeruginosa, Klebsiella pneumonia, Enterobacter, Acinetobacter, Proteus mirabilis, Citrobacter frundii, Enterococcus faecalis, Streptococcus group B, Staphylococcus saprophyticus (PMID: 22292465). Concentrations greater than 30 uM/mM creatinine indicate a urinary tract infection, which typically indicates the presence of E. coli or Klebshiella pneumonia. (PMID: 24909875) Acetic acid is also found in Akkermansia, Bacteroidetes, Bifidobacterium, Prevotella and Ruminococcus (PMID: 20444704; PMID: 22292465).	64-19-7	Expected Solid	CC(O)=O	C2H4O2	InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4)	QTBSBXVTEAMEQO-UHFFFAOYSA-N	60.02112937			MMDBc0000011
BASm0014033	Ammonia	Ammonia is a colourless alkaline gas and is one of the most abundant nitrogen-containing compounds in the atmosphere. It is an irritant with a characteristic pungent odor that is widely used in industry. Inasmuch as ammonia is highly soluble in water and, upon inhalation, is deposited in the upper airways, occupational exposures to ammonia have commonly been associated with sinusitis, upper airway irritation, and eye irritation. Acute exposures to high levels of ammonia have also been associated with diseases of the lower airways and interstitial lung. Small amounts of ammonia are naturally formed in nearly all tissues and organs of the vertebrate organism. Ammonia is both a neurotoxin and a metabotoxin. In fact, it is the most common endogenous neurotoxin. A neurotoxin is a compound that causes damage to neural tissue and neural cells. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Ammonia is recognized to be central in the pathogenesis of a brain condition known as hepatic encephalopathy, which arises from various liver diseases and leads to a build up ammonia in the blood (hyperammonemia). More than 40% of people with cirrhosis develop hepatic encephalopathy. Part of the neurotoxicity of ammonia arises from the fact that it easily crosses the blood-brain barrier and is absorbed and metabolized by the astrocytes, a population of cells in the brain that constitutes 30% of the cerebral cortex. Astrocytes use ammonia when synthesizing glutamine from glutamate. The increased levels of glutamine lead to an increase in osmotic pressure in the astrocytes, which become swollen. There is increased activity of the inhibitory gamma-aminobutyric acid (GABA) system, and the energy supply to other brain cells is decreased. This can be thought of as an example of brain edema. The source of the ammonia leading to hepatic encaphlopahy is not entirely clear. The gut produces ammonia, which is metabolized in the liver, and almost all organ systems are involved in ammonia metabolism. Colonic bacteria produce ammonia by splitting urea and other amino acids, however this does not fully explain hyperammonemia and hepatic encephalopathy. The alternative explanation is that hyperammonemia is the result of intestinal breakdown of amino acids, especially glutamine. The intestines have significant glutaminase activity, predominantly located in the enterocytes. On the other hand, intestinal tissues only have a little glutamine synthetase activity, making it a major glutamine-consuming organ. In addition to the intestine, the kidney is an important source of blood ammonia in patients with liver disease. Ammonia is also taken up by the muscle and brain in hepatic coma, and there is confirmation that ammonia is metabolized in muscle. Excessive formation of ammonia in the brains of Alzheimer's disease patients has also been demonstrated, and it has been shown that some Alzheimer's disease patients exhibit elevated blood ammonia concentrations. Ammonia is the most important natural modulator of lysosomal protein processing. Indeed, there is strong evidence for the involvement of aberrant lysosomal processing of beta-amyloid precursor protein (beta-APP) in the formation of amyloid deposits. Inflammatory processes and activation of microglia are widely believed to be implicated in the pathology of Alzheimer's disease. Ammonia is able to affect the characteristic functions of microglia, such as endocytosis, and cytokine production. Based on these facts, an ammonia-based hypothesis for Alzheimer's disease has been suggested (PMID: 17006913, 16167195, 15377862, 15369278). Chronically high levels of ammonia in the blood are associated with nearly twenty different inborn errors of metabolism including: 3-hydroxy-3-methylglutaryl-CoA lyase deficiency, 3-methyl-crotonylglycinuria, argininemia, argininosuccinic aciduria, beta-ketothiolase deficiency, biotinidase deficiency, carbamoyl phosphate synthetase deficiency, carnitine-acylcarnitine translocase deficiency, citrullinemia type I, hyperinsulinism-hyperammonemia syndrome, hyperornithinemia-hyperammonemia-homocitrullinuria syndrome, isovaleric aciduria, lysinuric protein intolerance, malonic aciduria, methylmalonic aciduria, methylmalonic aciduria due to cobalamin-related disorders, propionic acidemia, pyruvate carboxylase deficiency, and short chain acyl CoA dehydrogenase deficiency (SCAD deficiency). Many of these inborn errors of metabolism are associated with urea cycle disorders or impairment to amino acid metabolism. High levels of ammonia in the blood (hyperammonemia) lead to the activation of NMDA receptors in the brain. This results in the depletion of brain ATP, which in turn leads to release of glutamate. Ammonia also leads to the impairment of mitochondrial function and calcium homeostasis, thereby decreasing ATP synthesis. Excess ammonia also increases the formation of nitric oxide (NO), which in turn reduces the activity of glutamine synthetase, and thereby decreases the elimination of ammonia in the brain (PMID: 12020609). As a neurotoxin, ammonia predominantly affects astrocytes. Disturbed mitochondrial function and oxidative stress, factors implicated in the induction of the mitochondrial permeability transition, appear to be involved in the mechanism of ammonia neurotoxicity. Ammonia can also affect the glutamatergic and GABAergic neuronal systems, the two prevailing neuronal systems of the cortical structures. All of these effects can lead to irreversible brain damage, coma, and/or death. Infants with urea cycle disorders and hyperammonia initially exhibit vomiting and increasing lethargy. If untreated, seizures, hypotonia (poor muscle tone, floppiness), respiratory distress (respiratory alkalosis), and coma can occur. Adults with urea cycle disorders and hyperammonia will exhibit episodes of disorientation, confusion, slurred speech, unusual and extreme combativeness or agitation, stroke-like symptoms, lethargy, and delirium. Ammonia also has toxic effects when an individual is exposed to ammonia solutions. Acute exposure to high levels of ammonia in air may be irritating to skin, eyes, throat, and lungs and cause coughing and burns. Lung damage and death may occur after exposure to very high concentrations of ammonia. Swallowing concentrated solutions of ammonia can cause burns in the mouth, throat, and stomach. Splashing ammonia into eyes can cause burns and even blindness.	7664-41-7	Expected Solid	N	H3N	InChI=1S/H3N/h1H3	QGZKDVFQNNGYKY-UHFFFAOYSA-N	17.0265491			MMDBc0000016
BASm0014034	L-Carnitine	Carnitine is not an essential amino acid; it can be synthesized in the body. However, it is so important in providing energy to muscles (including the heart) that some researchers are now recommending carnitine supplements in the diet, particularly for people who do not consume much red meat (the main food source for carnitine). Carnitine has been described as a vitamin, an amino acid, or a metabimin (i.e. an essential metabolite). Like the B vitamins, carnitine contains nitrogen and is very soluble in water, and to some researchers carnitine is a vitamin (Liebovitz 1984). It was found that an animal (yellow mealworm) could not grow without carnitine in its diet. However, as it turned out, almost all other animals, including humans, do make their own carnitine; thus, it is no longer considered a vitamin. Nevertheless, in certain circumstances, such as deficiencies of methionine, lysine, or vitamin C or kidney dialysis, carnitine shortages develop. Under these conditions, carnitine must be absorbed from food, and for this reason, it is sometimes referred to as a "metabimin" or a conditionally essential metabolite. Like the other amino acids used or manufactured by the body, carnitine is an amine. But like choline, which is sometimes considered to be a B vitamin, carnitine is also an alcohol (specifically, a trimethylated carboxy-alcohol). Thus, carnitine is an unusual amino acid and has different functions than most other amino acids, which are usually employed by the body in the construction of protein. Carnitine is an essential factor in fatty acid metabolism in mammals. Its most important known metabolic function is to transport fat into the mitochondria of muscle cells, including those in the heart, for oxidation. This is how the heart gets most of its energy. In humans, about 25% of carnitine is synthesized in the liver, kidney, and brain from the amino acids lysine and methionine. Most of the carnitine in the body comes from dietary sources such as red meat and dairy products. Inborn errors of carnitine metabolism can lead to brain deterioration like that of Reye's syndrome, gradually worsening muscle weakness, Duchenne-like muscular dystrophy, and extreme muscle weakness with fat accumulation in muscles. Borum et al. (1979) describe carnitine as an essential nutrient for pre-term babies and individuals who are unable to eat a normal diet (e.g. non-ketotic hypoglycemics, kidney dialysis patients) (PMID: 115309). In conditions such as kwashiorkor, cirrhosis, and heart muscle disease (cardiomyopathy) as well as in inborn errors of metabolism such as type IV hyperlipidemia and propionic or organic aciduria (acid urine resulting from genetic or other anomalies), carnitine is essential to life and carnitine supplements are valuable. Carnitine therapy may also be useful in a wide variety of clinical conditions. Carnitine supplementation has improved some patients who have angina secondary to coronary artery disease. It may also be worth a trial for patients with any form of hyperlipidemia or muscle weakness. Carnitine supplements may also be useful in many forms of toxic or metabolic liver disease and in cases of heart muscle disease. Hearts undergoing severe arrhythmia quickly deplete their stores of carnitine. Athletes, particularly in Europe, have used carnitine supplements for improved endurance. Carnitine may improve muscle building by improving fat utilization and may even be useful in treating obesity. Carnitine joins a long list of nutrients which may be of value in treating pregnant women, hypothyroid individuals, and male infertility due to the low motility of sperm. Carnitine deficiency is noted in abnormal liver function, renal dialysis patients, and severe to moderate muscular weakness with associated anorexia (http://www.dcnutrition.com). Carnitine is a biomarker for the consumption of meat.	541-15-1	Expected Solid	C[N+](C)(C)C[C@H](O)CC(O)=O	C7H16NO3	InChI=1S/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3/p+1/t6-/m1/s1	PHIQHXFUZVPYII-ZCFIWIBFSA-O	162.1130184			MMDBc0000019
BASm0014035	Glycolic acid	Glycolic acid (or hydroxyacetic acid) is the smallest alpha-hydroxy acid (AHA). This colourless, odourless, and hygroscopic crystalline solid is highly soluble in water. Due to its excellent capability to penetrate skin, glycolic acid is often used in skin care products, most often as a chemical peel. It may reduce wrinkles, acne scarring, and hyperpigmentation and improve many other skin conditions, including actinic keratosis, hyperkeratosis, and seborrheic keratosis. Once applied, glycolic acid reacts with the upper layer of the epidermis, weakening the binding properties of the lipids that hold the dead skin cells together. This allows the outer skin to dissolve, revealing the underlying skin. It is thought that this is due to the reduction of calcium ion concentrations in the epidermis and the removal of calcium ions from cell adhesions, leading to desquamation. Glycolic acid is a known inhibitor of tyrosinase. This can suppress melanin formation and lead to a lightening of skin colour. Acute doses of glycolic acid on skin or eyes leads to local effects that are typical of a strong acid (e.g. dermal and eye irritation). Glycolate is a nephrotoxin if consumed orally. A nephrotoxin is a compound that causes damage to the kidney and kidney tissues. Glycolic acid's renal toxicity is due to its metabolism to oxalic acid. Glycolic and oxalic acid, along with excess lactic acid, are responsible for the anion gap metabolic acidosis. Oxalic acid readily precipitates with calcium to form insoluble calcium oxalate crystals. Renal tissue injury is caused by widespread deposition of oxalate crystals and the toxic effects of glycolic acid. Glycolic acid does exhibit some inhalation toxicity and can cause respiratory, thymus, and liver damage if present in very high levels over long periods of time. Elevated glycolic acid without elevated oxalic acid is most likely a result of GI yeast overgrowth (Aspergillus, Penicillium, probably Candida) or due to dietary sources containing glycerol (glycerine). (http://drweyrich.weyrich.com/labs/oat.html). Glycolic acid has also been found to be a metabolite in Acetobacter, Acidithiobacillus, Alcaligenes, Corynebacterium, Cryptococcus, Escherichia, Gluconobacter, Kluyveromyces, Leptospirillum, Pichia, Rhodococcus, Rhodotorula and Saccharomyces (PMID: 11758919; PMID: 26360870; PMID: 14390024).	79-14-1	Expected Solid	OCC(O)=O	C2H4O3	InChI=1S/C2H4O3/c3-1-2(4)5/h3H,1H2,(H,4,5)	AEMRFAOFKBGASW-UHFFFAOYSA-N	76.01604399			MMDBc0000030
BASm0014036	Glyoxylic acid	Glyoxylic acid or oxoacetic acid is an organic compound that is both an aldehyde and a carboxylic acid. Glyoxylic acid is a liquid with a melting point of -93°C and a boiling point of 111°C. It is an intermediate of the glyoxylate cycle, which enables certain organisms to convert fatty acids into carbohydrates. The conjugate base of glyoxylic acid is known as glyoxylate (PMID: 16396466). In humans, glyoxylate is produced via two pathways: (1) through the oxidation of glycolate in peroxisomes and (2) through the catabolism of hydroxyproline in mitochondria. In the peroxisomes, glyoxylate is converted into glycine by glyoxylate aminotransferase (AGT1) or into oxalate by glycolate oxidase. In the mitochondria, glyoxylate is converted into glycine by mitochondrial glyoxylate aminotransferase AGT2 or into glycolate by glycolate reductase. A small amount of glyoxylate is converted into oxalate by cytoplasmic lactate dehydrogenase. Glyoxylic acid is found to be associated with primary hyperoxaluria I, which is an inborn error of metabolism. Under certain circumstances, glyoxylate can be a nephrotoxin and a metabotoxin. A nephrotoxin is a compound that causes damage to the kidney and kidney tissues. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. High levels of glyoxylate are involved in the development of hyperoxaluria, a key cause of nephrolithiasis (commonly known as kidney stones). Glyoxylate is both a substrate and inductor of sulfate anion transporter-1 (SAT-1), a gene responsible for oxalate transportation, allowing it to increase SAT-1 mRNA expression, and as a result oxalate efflux from the cell. The increased oxalate release allows the buildup of calcium oxalate in the urine, and thus the eventual formation of kidney stones. As an aldehyde, glyoxylate is also highly reactive and will modify proteins to form advanced glycation products (AGEs).	298-12-4	Expected Solid	OC(=O)C=O	C2H2O3	InChI=1S/C2H2O3/c3-1-2(4)5/h1H,(H,4,5)	HHLFWLYXYJOTON-UHFFFAOYSA-N	74.00039393			MMDBc0000031
BASm0014037	Fumaric acid	Fumaric acid is a dicarboxylic acid. It is a precursor to L-malate in the Krebs tricarboxylic acid (TCA) cycle. It is formed by the oxidation of succinic acid by succinate dehydrogenase. Fumarate is converted by the enzyme fumarase to malate. Fumaric acid has recently been identified as an oncometabolite or an endogenous, cancer causing metabolite. High levels of this organic acid can be found in tumors or biofluids surrounding tumors. Its oncogenic action appears to due to its ability to inhibit prolyl hydroxylase-containing enzymes. In many tumours, oxygen availability becomes limited (hypoxia) very quickly due to rapid cell proliferation and limited blood vessel growth. The major regulator of the response to hypoxia is the HIF transcription factor (HIF-alpha). Under normal oxygen levels, protein levels of HIF-alpha are very low due to constant degradation, mediated by a series of post-translational modification events catalyzed by the prolyl hydroxylase domain-containing enzymes PHD1, 2 and 3, (also known as EglN2, 1 and 3) that hydroxylate HIF-alpha and lead to its degradation. All three of the PHD enzymes are inhibited by fumarate. Fumaric acid is found to be associated with fumarase deficiency, which is an inborn error of metabolism. It is also a metabolite of Aspergillus.	110-17-8	Expected Solid	OC(=O)\C=C\C(O)=O	C4H4O4	InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1+	VZCYOOQTPOCHFL-OWOJBTEDSA-N	116.0109586			MMDBc0000039
BASm0014038	Malic acid	Malic acid (CAS: 6915-15-7) is a tart-tasting organic dicarboxylic acid that plays a role in many sour or tart foods. Apples contain malic acid, which contributes to the sourness of a green apple. Malic acid can make a wine taste tart, although the amount decreases with increasing fruit ripeness (Wikipedia). In its ionized form, malic acid is called malate. Malate is an intermediate of the TCA cycle along with fumarate. It can also be formed from pyruvate as one of the anaplerotic reactions. In humans, malic acid is both derived from food sources and synthesized in the body through the citric acid cycle or Krebs cycle which takes place in the mitochondria. Malate's importance to the production of energy in the body during both aerobic and anaerobic conditions is well established. Under aerobic conditions, the oxidation of malate to oxaloacetate provides reducing equivalents to the mitochondria through the malate-aspartate redox shuttle. During anaerobic conditions, where a buildup of excess reducing equivalents inhibits glycolysis, malic acid's simultaneous reduction to succinate and oxidation to oxaloacetate is capable of removing the accumulating reducing equivalents. This allows malic acid to reverse hypoxia's inhibition of glycolysis and energy production. In studies on rats, it has been found that only tissue malate is depleted following exhaustive physical activity. Other key metabolites from the citric acid cycle needed for energy production were found to be unchanged. Because of this, a deficiency of malic acid has been hypothesized to be a major cause of physical exhaustion. Notably, the administration of malic acid to rats has been shown to elevate mitochondrial malate and increase mitochondrial respiration and energy production. Malic acid has been found to be a metabolite in Aspergillus (Hugo Vanden Bossche, D.W.R. Mackenzie and G. Cauwenbergh. Aspergillus and Aspergillosis, 1987).	97-67-6	Expected Solid	O[C@@H](CC(O)=O)C(O)=O	C4H6O5	InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m0/s1	BJEPYKJPYRNKOW-REOHCLBHSA-N	134.0215233			MMDBc0000046
BASm0014039	L-Lactic acid	Lactic acid is an organic acid. It is a chiral molecule, consisting of two optical isomers, L-lactic acid and D-lactic acid, with the L-isomer being the most common in living organisms. Lactic acid plays a role in several biochemical processes and is produced in the muscles during intense activity. In animals, L-lactate is constantly produced from pyruvate via the enzyme lactate dehydrogenase (LDH) in a process of fermentation during normal metabolism and exercise. It does not increase in concentration until the rate of lactate production exceeds the rate of lactate removal. This is governed by a number of factors, including monocarboxylate transporters, lactate concentration, the isoform of LDH, and oxidative capacity of tissues. The concentration of blood lactate is usually 1-2 mmol/L at rest, but can rise to over 20 mmol/L during intense exertion. There are some indications that lactate, and not glucose, is preferentially metabolized by neurons in the brain of several mammalian species, including mice, rats, and humans. Glial cells, using the lactate shuttle, are responsible for transforming glucose into lactate, and for providing lactate to the neurons. Lactate measurement in critically ill patients has been traditionally used to stratify patients with poor outcomes. However, plasma lactate levels are the result of a finely tuned interplay of factors that affect the balance between its production and its clearance. When the oxygen supply does not match its consumption, organisms adapt in many different ways, up to the point when energy failure occurs. Lactate, being part of the adaptive response, may then be used to assess the severity of the supply/demand imbalance. In such a scenario, the time to intervention becomes relevant: early and effective treatment may allow tissues and cells to revert to a normal state, as long as the oxygen machinery (i.e. mitochondria) is intact. Conversely, once the mitochondria are deranged, energy failure occurs even in the presence of normoxia. The lactate increase in critically ill patients may, therefore, be viewed as an early marker of a potentially reversible state (PMID: 16356243). When present in sufficiently high levels, lactic acid can act as an oncometabolite, an immunosuppressant, an acidogen, and a metabotoxin. An oncometabolite is a compound that promotes tumor growth and survival. An immunosuppressant reduces or arrests the activity of the immune system. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of lactic acid are associated with at least a dozen inborn errors of metabolism, including 2-methyl-3-hydroxybutyryl CoA dehydrogenase deficiency, biotinidase deficiency, fructose-1,6-diphosphatase deficiency, glycogen storage disease type 1A (GSD1A) or Von Gierke disease, glycogenosis type IB, glycogenosis type IC, glycogenosis type VI, Hers disease, lactic acidemia, Leigh syndrome, methylmalonate semialdehyde dehydrogenase deficiency, pyruvate decarboxylase E1 component deficiency, pyruvate dehydrogenase complex deficiency, pyruvate dehydrogenase deficiency, and short chain acyl CoA dehydrogenase deficiency (SCAD deficiency). Locally high concentrations of lactic acid or lactate are found near many tumors due to the upregulation of lactate dehydrogenase (PMID: 15279558). Lactic acid produced by tumors through aerobic glycolysis acts as an immunosuppressant and tumor promoter (PMID: 23729358). Indeed, lactic acid has been found to be a key player or regulator in the development and malignant progression of a variety of cancers (PMID: 22084445). A number of studies have demonstrated that malignant transformation is associated with an increase in aerobic cellular lactate excretion. Lactate concentrations in various carcinomas (e.g. uterine cervix, head and neck, colorectal region) at first diagnosis of the disease, can be relatively low or extremely high (up to 40 µmol/g) in different individual tumors or within the same lesion (PMID: 15279558). High molar concentrations of lactate are correlated with a high incidence of distant metastasis. Low lactate tumors (< median of approximately 8 µmol/g) are associated with both an overall longer and disease-free survival compared to high lactate lesions (lactate > approximately 8 µmol/g). Lactate-induced secretion of hyaluronan by tumor-associated fibroblasts creates a milieu favourable for cell migration and metastases (PMID: 22084445). An acidic environment (pH 6-6.5), which is common in many tumors, allows tumor cells to evade the immune response, and therefore allows them to grow unchecked. Locally high concentrations of lactic acid are known to markedly impede the function of normal immune cells and will lead to a loss of T-cell function of human tumor-infiltrating lymphocytes (PMID: 22084445). Lactic acid is also an organic acid and acts as a general acidogen. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart abnormalities, kidney abnormalities, liver damage, seizures, coma, and possibly death. These are also the characteristic symptoms of the untreated IEMs mentioned above. Many affected children with organic acidemias experience intellectual disability or delayed development. Lactic acid is also a microbial metabolite, urinary lactic acid is produced by Escherichia coli, Pseudomonas aeruginosa, Klebsiella pneumonia, Enterobacter, Acinetobacter, Proteus mirabilis, Citrobacter frundii, Enterococcus faecalis, Streptococcus group B, Staphylococcus saprophyticus (PMID: 22292465), Bacillus, Corynebacterium, Rhizopus and Saccharomyces cerevisiae (PMID: 26360870).	79-33-4	Expected Solid	C[C@H](O)C(O)=O	C3H6O3	InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m0/s1	JVTAAEKCZFNVCJ-REOHCLBHSA-N	90.03169406			MMDBc0000062
BASm0014040	Indoleacetic acid	Indoleacetic acid (IAA) is a breakdown product of tryptophan metabolism and is often produced by the action of bacteria in the mammalian gut. Higher levels of IAA are associated with bacteria from Clostridium species including C. stricklandii, C. lituseburense, C. subterminale, and C. putrefaciens (PMID: 12173102). IAA can be found in Agrobacterium, Azospirillum, Bacillus, Bradyrhizobium, Clostridium, Enterobacter, Pantoea, Pseudomonas, Rhizobium (PMID: 12173102, PMID: 17555270, PMID: 12147474, PMID: 19400643, PMID: 9450337, PMID: 21397014) (https://link.springer.com/chapter/10.1007/978-1-4612-3084-7_7) (https://escholarship.org/uc/item/1bf1b5m3). Some endogenous production of IAA in mammalian tissues also occurs. It may be produced by the decarboxylation of tryptamine or the oxidative deamination of tryptophan. IAA frequently occurs at low levels in urine and has been found in elevated levels in the urine of patients with phenylketonuria (PMID: 13610897). IAA has also been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821). Using material extracted from human urine, it was discovered by Kogl in 1933 that indoleacetic acid is also an important plant hormone (PMID: 13610897). Specifically, IAA is a member of the group of phytohormones called auxins. IAA is generally considered to be the most important native auxin. Plant cells synthesize IAA from tryptophan (Wikipedia). IAA and some derivatives can be oxidized by horseradish peroxidase (HRP) into cytotoxic species. IAA is only toxic after oxidative decarboxylation; the effect of IAA/HRP is thought to be due in part to the formation of methylene-oxindole, which may conjugate with DNA bases and protein thiols. IAA/HRP could be used as the basis for targeted cancer, a potential new role for plant auxins in cancer therapy (PMID: 11163327).	87-51-4	Expected Solid	OC(=O)CC1=CNC2=CC=CC=C12	C10H9NO2	InChI=1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13)	SEOVTRFCIGRIMH-UHFFFAOYSA-N	175.0633285			MMDBc0000065
BASm0014041	Oleic acid	Oleic acid is an unsaturated fatty acid that is the most widely distributed and abundant fatty acid in nature. It is used commercially in the preparation of oleates and lotions, and as a pharmaceutical solvent (Stedman, 26th ed). Biological source: Major constituent of plant oils e.g. olive oil (about 80%), almond oil (about 80%) and many others, mainly as glyceride. Constituent of tall oil and present in fruits Use/Importance: Food additive. Oleic acid is used in manufacturing of surfactants, soaps, plasticizers. Emulsifying agent in foods and pharmaceuticals. Biological Use/Importance: Skin penetrant. Herbicide, insecticide, fungicide (Dictionary of Organic Compounds). Oleic acid is a fatty acid that occurs naturally in various animal and vegetable fats and oils. It is an odorless, colourless oil, although commercial samples may be yellowish. In chemical terms, oleic acid is classified as a monounsaturated omega-9 fatty acid. It has the formula CH3(CH2)7CH=CH(CH2)7COOH. The term "oleic" means related to, or derived from, oil or olive, the oil that is predominantly composed of oleic acid (Wikipedia). Oleic acid is found to be associated with isovaleric acidemia, which is an inborn error of metabolism.	112-80-1	Expected Solid	CCCCCCCC\C=C/CCCCCCCC(O)=O	C18H34O2	InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9-	ZQPPMHVWECSIRJ-KTKRTIGZSA-N	282.2558803			MMDBc0000066
BASm0014042	Oxoglutaric acid	Oxoglutaric acid, also known as alpha-ketoglutarate, alpha-ketoglutaric acid, AKG, or 2-oxoglutaric acid, is classified as a gamma-keto acid or a gamma-keto acid derivative. gamma-Keto acids are organic compounds containing an aldehyde substituted with a keto group on the C4 carbon atom. alpha-Ketoglutarate is considered to be soluble (in water) and acidic. alpha-Ketoglutarate is a key molecule in the TCA cycle, playing a fundamental role in determining the overall rate of this important metabolic process (PMID: 26759695). In the TCA cycle, AKG is decarboxylated to succinyl-CoA and carbon dioxide by AKG dehydrogenase, which functions as a key control point of the TCA cycle. Additionally, AKG can be generated from isocitrate by oxidative decarboxylation catalyzed by the enzyme known as isocitrate dehydrogenase (IDH). In addition to these routes of production, AKG can be produced from glutamate by oxidative deamination via glutamate dehydrogenase, and as a product of pyridoxal phosphate-dependent transamination reactions (mediated by branched-chain amino acid transaminases) in which glutamate is a common amino donor. AKG is a nitrogen scavenger and a source of glutamate and glutamine that stimulates protein synthesis and inhibits protein degradation in muscles. In particular, AKG can decrease protein catabolism and increase protein synthesis to enhance bone tissue formation in skeletal muscles (PMID: 26759695). Interestingly, enteric feeding of AKG supplements can significantly increase circulating plasma levels of hormones such as insulin, growth hormone, and insulin-like growth factor-1 (PMID: 26759695). It has recently been shown that AKG can extend the lifespan of adult C. elegans by inhibiting ATP synthase and TOR (PMID: 24828042). In combination with molecular oxygen, alpha-ketoglutarate is required for the hydroxylation of proline to hydroxyproline in the production of type I collagen. A recent study has shown that alpha-ketoglutarate promotes TH1 differentiation along with the depletion of glutamine thereby favouring Treg (regulatory T-cell) differentiation (PMID: 26420908). alpha-Ketoglutarate has been found to be associated with fumarase deficiency, 2-ketoglutarate dehydrogenase complex deficiency, and D-2-hydroxyglutaric aciduria, which are all inborn errors of metabolism (PMID: 8338207). Oxoglutaric acid has been found to be a metabolite produced by Corynebacterium and yeast (PMID: 27872963) (YMDB).	328-50-7	Expected Solid	OC(=O)CCC(=O)C(O)=O	C5H6O5	InChI=1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10)	KPGXRSRHYNQIFN-UHFFFAOYSA-N	146.0215233			MMDBc0000067
BASm0014043	Phenylacetic acid	Phenyl acetate (or phenylacetate) is a carboxylic acid ester that has been found in the biofluids of patients with nephritis and/or hepatitis as well as patients with phenylketonuria (PKU), an inborn error of metabolism. Phenyl acetate has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821). Excess phenylalanine in the body can be disposed of through a transamination process leading to the production of phenylpyruvate. The phenylpyruvate can be further metabolized into a number of products. Decarboxylation of phenylpyruvate gives phenylacetate, while a reduction reaction gives phenyllactate. The phenylacetate can be further conjugated with glutamine to give phenylacetyl glutamine. All of these metabolites can be detected in serum and urine of PKU patients. Phenyl acetate is also produced endogenously as the metabolite of 2-Phenylethylamine, which is mainly metabolized by monoamine oxidase to form phenyl acetate. 2-phenylethylamine is an "endogenous amphetamine" which may modulate central adrenergic functions, and the urinary phenyl acetate levels have been postulated as a marker for depression. (PMID: 17978765 , 476920 , 6857245). Phenylacetate is also found in essential oils, e.g. neroli, rose oil, free and as esters' and in many fruits. As a result it is used as a perfumery and flavoring ingredient. Phenyl acetate is a microbial metabolite.	103-82-2	Expected Solid	OC(=O)CC1=CC=CC=C1	C8H8O2	InChI=1S/C8H8O2/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)	WLJVXDMOQOGPHL-UHFFFAOYSA-N	136.0524295			MMDBc0000068
BASm0014044	Orotic acid	Orotic acid is a minor dietary constituent. Indeed, until it was realized that it could be synthesized by humans, orotic acid was known as vitamin B-13. The richest dietary sources of orotic acid are cow's milk and other dairy products as well as root vegetables such as carrots and beets. Dietary intake probably contributes to a basal rate of orotic acid excretion in urine because fasting decreases excretion by ~50%. However, it is now apparent that most urinary orotic acid is synthesized in the body, where it arises as an intermediate in the pathway for the synthesis of pyrimidine nucleotides. Orotic acid is converted to UMP by UMP synthase, a multifunctional protein with both orotate phosphoribosyltransferase and orotidylate decarboxylase activity. The most frequently observed inborn error of pyrimidine nucleotide synthesis is a mutation of the multifunctional protein UMP synthase (UMP synthase deficiency or orotic aciduria). This disorder prevents the conversion of orotic acid to UMP, and thus to other pyrimidines. As a result, plasma orotic acid accumulates to high concentrations, and increased quantities appear in the urine. Indeed, urinary orotic acid is so markedly increased in individuals harboring a mutation in UMP synthase that orotic acid crystals can form in the urine. The urinary concentration of orotic acid in individuals suffering from orotic aciduria can be of the order of millimoles per millimole creatinine. By comparison, the urinary level in unaffected individuals is ~ 1 µmol/mmol creatinine (PMID: 17513443). Orotic aciduria is characterized by megaloblastic anemia and orotic acid crystalluria that is frequently associated with some degree of physical and mental retardation. These features respond to appropriate pyrimidine replacement therapy and most cases appear to have a good prognosis. When present in sufficiently high levels, orotic acid can act as an acidogen and a metabotoxin. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of orotic acid are associated with at least seven inborn errors of metabolism, including argininemia, LPI syndrome (lysinuric protein intolerance), hyperornithinemia-hyperammonemia-homocitrullinuria (HHH), OTC deficiency, citrullinemia type I, purine nucleoside phosphorylase deficiency, and orotic aciduria. Orotic acid is an organic acid. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart abnormalities, seizures, coma, and possibly death. These are also the characteristic symptoms of the untreated IEMs mentioned above. Many affected children with organic acidemias experience intellectual disability or delayed development. In adults, acidosis or acidemia is characterized by headaches, confusion, feeling tired, tremors, sleepiness, and seizures.	65-86-1	Expected Solid	OC(=O)C1=CC(=O)NC(=O)N1	C5H4N2O4	InChI=1S/C5H4N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h1H,(H,9,10)(H2,6,7,8,11)	PXQPEWDEAKTCGB-UHFFFAOYSA-N	156.0171066			MMDBc0000076
BASm0014045	Propionic acid	Propionic acid (PA) is widely used as an antifungal agent in food. It is present naturally at low levels in dairy products and occurs ubiquitously, together with other short-chain fatty acids (SCFA), in the gastro-intestinal tract of humans and other mammals as an end-product of the microbial digestion of carbohydrates. It has significant physiological activity in animals. PA is irritant but produces no acute systemic effects and has no demonstrable genotoxic potential. (PMID 1628870) Propionic aciduria is one of the most frequent organic acidurias, a disease that comprise many various disorders. The outcome of patients born with Propionic aciduria (genetic disorder) is poor intellectual development patterns, with 60% having an IQ less than 75 and requiring special education. Successful liver and/or renal transplantations, in a few patients, have resulted in better quality of life but have not necessarily prevented neurological and various visceral complications. These results emphasize the need for permanent metabolic follow-up whatever the therapeutic strategy. (PMID 15868474) Decreased early mortality, less severe symptoms at diagnosis, and more favorable short-term neurodevelopmental outcome were recorded in patients identified through expanded newborn screening. (PMID 16763906). Propionic acid is a metabolite of Bacteroides, Clostridium, Dialister, Megasphaera, Phascolarctobacterium, Propionibacterium, Propionigenum, Salmonella, Selenomonas and Veillonella (https://www.mdpi.com/2311-5637/3/2/21).	1979-09-04	Expected Solid	CCC(O)=O	C3H6O2	InChI=1S/C3H6O2/c1-2-3(4)5/h2H2,1H3,(H,4,5)	XBDQKXXYIPTUBI-UHFFFAOYSA-N	74.03677944			MMDBc0000080
BASm0014046	7-Ketodeoxycholic acid	7-Ketodeoxycholic acid is a bile acid. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487; 16037564; 12576301; 11907135 ).	911-40-0	Expected Solid	[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])C(=O)C[C@]2([H])C[C@H](O)CC[C@]12C	C24H38O5	InChI=1S/C24H38O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-18,20,22,25,27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,20+,22+,23+,24-/m1/s1	RHCPKKNRWFXMAT-RRWYKFPJSA-N	406.2719243			MMDBc0000100
BASm0014047	3a,6b,7b-Trihydroxy-5b-cholanoic acid	3a,6b,7b-Trihydroxy-5b-cholanoic acid is a bile acid found in urine exhibiting a complex modification pattern, including free, glyco- and sulfoconjugated forms (PMID 3834660). A bile acid. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135).	2393-59-1	Expected Solid	[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@@H](O)[C@@H](O)[C@]2([H])C[C@H](O)CC[C@]12C	C24H40O5	InChI=1S/C24H40O5/c1-13(4-7-19(26)27)15-5-6-16-20-17(9-11-23(15,16)2)24(3)10-8-14(25)12-18(24)21(28)22(20)29/h13-18,20-22,25,28-29H,4-12H2,1-3H3,(H,26,27)/t13-,14-,15-,16+,17+,18+,20+,21+,22-,23-,24-/m1/s1	DKPMWHFRUGMUKF-CRKPLTDNSA-N	408.2875744			MMDBc0000101
BASm0014048	Nutriacholic acid	Nutriacholic acid is a bile acid. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487; 16037564; 12576301; 11907135 ).	4651-67-6	Expected Solid	[H][C@@]12CCC([C@@H](C)CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C(=O)C[C@]2([H])C[C@H](O)CC[C@]12C	C24H38O4	InChI=1S/C24H38O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-19,22,25H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16+,17?,18-,19-,22-,23-,24+/m0/s1	DXOCDBGWDZAYRQ-QPVZPPSOSA-N	390.2770097			MMDBc0000105
BASm0014049	Caprylic acid	Caprylic acid is the common name for the eight-carbon straight-chain fatty acid known by the systematic name octanoic acid. It is found naturally in coconuts and breast milk. It is an oily liquid with a slightly unpleasant rancid taste that is minimally soluble in water. Caprylic acid is used commercially in the production of esters used in perfumery and also in the manufacture of dyes (Wikipedia). Caprylic acid can be found in numerous foods such as Prunus (Cherry, Plum), pineapple sages, black raspberries, and shallots. Caprylic acid is found to be associated with medium-chain acyl-CoA dehydrogenase deficiency, which is an inborn error of metabolism.	124-07-2	Expected Solid	CCCCCCCC(O)=O	C8H16O2	InChI=1S/C8H16O2/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3,(H,9,10)	WWZKQHOCKIZLMA-UHFFFAOYSA-N	144.1150298			MMDBc0000106
BASm0014050	Vanillic acid	Vanillic acid is a phenolic acid found in some forms of vanilla and many other plant extracts. It is a flavouring and scent agent that produces a pleasant, creamy odour. It is the intermediate product in the two-step bioconversion of ferulic acid to vanillin (J Biotechnol 1996;50(2-3):107-13). Vanillic acid, which is a chlorogenic acid, is an oxidized form of vanillin. It is also an intermediate in the production of vanillin from ferulic acid. Vanillic acid is a metabolic byproduct of caffeic acid and is often found in the urine of humans who have consumed coffee, chocolate, tea, and vanilla-flavoured confectionary. Vanillic acid selectively and specifically inhibits 5'nucleotidase activity (PMID: 16899266). Vanillic acid is a microbial metabolite found in Amycolatopsis, Delftia, and Pseudomonas (PMID: 11152072, 10543794, 11728709, 9579070).	121-34-6	Expected Solid	COC1=CC(=CC=C1O)C(O)=O	C8H8O4	InChI=1S/C8H8O4/c1-12-7-4-5(8(10)11)2-3-6(7)9/h2-4,9H,1H3,(H,10,11)	WKOLLVMJNQIZCI-UHFFFAOYSA-N	168.0422587			MMDBc0000107
BASm0014051	Capric acid	Capric acid is a member of the series of fatty acids found in oils and animal fats. The names of caproic, caprylic, and capric acids are all derived from the word caper (Latin for goat). These fatty acids are light yellowish transparent oily liquids with uncomfortable smells. They are used in organic synthesis, perfume manufacturing, medicine, lubricating grease, rubber, and dye (Chemicalland21).	334-48-5	Expected Solid	CCCCCCCCCC(O)=O	C10H20O2	InChI=1S/C10H20O2/c1-2-3-4-5-6-7-8-9-10(11)12/h2-9H2,1H3,(H,11,12)	GHVNFZFCNZKVNT-UHFFFAOYSA-N	172.1463299			MMDBc0000111
BASm0014052	Caproic acid	Caproic acid is a colourless oily liquid that smells like cheese. It is a fatty acid found naturally in various animal fats and oils. Caproic acid is a medium chain triglyceride (MCT). MCTs are widely used for parenteral nutrition in individuals requiring supplemental nutrition, and are being more widely used in foods, drugs, and cosmetics (MCTs are essentially non-toxic). It is safe for human dietary consumption up to levels of 1g/kg (PMID: 10685018 ). Caproic acid is found to be associated with medium chain acyl-CoA dehydrogenase deficiency, which is an inborn error of metabolism. As a volatile organic compound, it has been identified as a fecal biomarker of Clostridium difficile infection (PMID: 30986230).	142-62-1	Expected Solid	CCCCCC(O)=O	C6H12O2	InChI=1S/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8)	FUZZWVXGSFPDMH-UHFFFAOYSA-N	116.0837296			MMDBc0000114
BASm0014053	D-alpha-Aminobutyric acid	D-alpha-Aminobutyric acid is the D-isomer of alpha-aminobutyric acid. The L-form of this amino acid is used in the biosynthesis of ophthalmic acid (a tripeptide analogue of glutathione in which the cysteine group is replaced by L-2-aminobutyrate, which was first discovered and isolated from calf lens). The D-form of this amino acid is a substrate for D-amino acid oxidase. There is little evidence that the D-form of this amino acid is found in human biofluids or tissues. What little does exist is likely of bacterial origin.	2623-91-8	Expected Solid	CC[C@@H](N)C(O)=O	C4H9NO2	InChI=1S/C4H9NO2/c1-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m1/s1	QWCKQJZIFLGMSD-GSVOUGTGSA-N	103.0633285			MMDBc0000131
BASm0014054	Chondroitin 4-sulfate	Chondroitin 4-sulfate, also known as chondroitin sulfate A, is a derivative of chondroitin which has a sulfate moiety esterified to carbon 4 of the N-acetylgalactosamine (GalNAc) sugar. Chondroitin sulfate (CS) is a linear heteropolysaccharide consisting of repeating disaccharide units of glucuronic acid and galactosamine, which is commonly sulfated at C-4 and/or C-6 of galactosamine. Chondroitin sulfate is a glycosaminoglycan (GAG) covalently linked to proteins forming proteoglycans (PGs). GAGs are all anionic linear heteropolysaccharide chains of repeating disaccharide units. According to the monosaccharide types and the glycosidic bonds between them, GAGs are divided into (1) hyaluronan, (2) CS and dermatan sulfate (DS), (3) heparan sulfate and heparin, and (4) keratan sulfate. CS was isolated from cartilage in 1884, but the nature of its monosaccharides and structure was first described in 1925. On the basis of the structure of chondroitin sulfate, at least five enzyme activities could be predicted, including three transferases (EC 2.4.1.79, the initiating GalNAc transferase; EC 2.4.1.175, polymerizing GalNAc; and EC 2.4.1.17, GlcA transferase) and two sulfotransferases (EC 2.8.2.5, GalNAc 4-sulfotransferase and EC 2.8.2.17, GalNAc 6-sulfotransferase). Additional enzymes exist for the epimerization of GlcA, sulfation of the uronic acids, and other patterns of sulfation found in unusual species of chondroitin. Chondroitin sulfate assembly can occur on virtually all proteoglycans, depending on the cell in which the core protein is expressed. Chondroitin sulfates from different sources vary in the location of sulfate groups. Separation of the products reveals that many types of chondroitin sulfate exist in nature but many chains are hybrid structures containing more than one type of disaccharide. Animal cells also degrade chondroitin sulfate in lysosomes using a series of exoglycolytic activities (PMID: 8993162). Chondroiton sulfate is a polymer that can contain up to 100 individual sugars.	24967-93-9	Expected Solid	[H]O[C@@H]1O[C@H](CO)[C@H](OS(O)(=O)=O)[C@H](O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)[C@H]1NC(C)=O	(C14H21NO14S)nH2O	InChI=1S/C14H23NO15S/c1-3(17)15-5-10(9(30-31(24,25)26)4(2-16)27-13(5)23)28-14-8(20)6(18)7(19)11(29-14)12(21)22/h4-11,13-14,16,18-20,23H,2H2,1H3,(H,15,17)(H,21,22)(H,24,25,26)/t4-,5-,6+,7+,8-,9+,10-,11+,13-,14-/m1/s1	AVJBPWGFOQAPRH-MMPMEFKSSA-N	0			MMDBc0000132
BASm0014055	Linoleic acid	Linoleic acid is a doubly unsaturated fatty acid, also known as an omega-6 fatty acid, occurring widely in plant glycosides. In this particular polyunsaturated fatty acid (PUFA), the first double bond is located between the sixth and seventh carbon atom from the methyl end of the fatty acid (n-6). Linoleic acid is an essential fatty acid in human nutrition because it cannot be synthesized by humans. It is used in the biosynthesis of prostaglandins (via arachidonic acid) and cell membranes (From Stedman, 26th ed). Linoleic acid is found to be associated with isovaleric acidemia, which is an inborn error of metabolism.	60-33-3	Expected Solid	CCCCC\C=C/C\C=C/CCCCCCCC(O)=O	C18H32O2	InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6-,10-9-	OYHQOLUKZRVURQ-HZJYTTRNSA-N	280.2402303			MMDBc0000136
BASm0014056	Malonic acid	Malonic acid (IUPAC systematic name: propanedioic acid) is a dicarboxylic acid with structure CH2(COOH)2. The ionised form of malonic acid, as well as its esters and salts, are known as malonates. For example, diethyl malonate is malonic acid's ethyl ester. The name originates from Latin malum, meaning apple. Malonic acid is the archetypal example of a competitive inhibitor: it acts against succinate dehydrogenase (complex II) in the respiratory electron transport chain. Malonic acid is found to be associated with malonyl-CoA decarboxylase deficiency, which is an inborn error of metabolism.	141-82-2	Expected Solid	OC(=O)CC(O)=O	C3H4O4	InChI=1S/C3H4O4/c4-2(5)1-3(6)7/h1H2,(H,4,5)(H,6,7)	OFOBLEOULBTSOW-UHFFFAOYSA-N	104.0109586			MMDBc0000138
BASm0014057	Isovaleric acid	Isovaleric acid, is a natural fatty acid found in a wide variety of plants and essential oils. Isovaleric acid is clear colorless liquid that is sparingly soluble in water, but well soluble in most common organic solvents. It has been suggested that isovaleric acid from pilot whales, a species frequently consumed in the Faroe Islands, may be the unusual dietary factor in prolonged gestation in the population of the Faroe Islands. Previous studies suggested that was due to the high intake of n-3 polyunsaturated fatty acids has been, but fatty acid data for eicosapentaenoic acid (EPA) and docosahexanoic acid (DHA) in blood lipids of Faroese and Norwegians was reviewed in terms of the type of fish eaten (mostly lean white fish with DHA much greater than EPA); the popular lean fish, thus, probably provides too little EPA to produce a marked effect on human biochemistry (PMID 2646392). Isovaleric acid is found to be associated with isovaleric acidemia, which is an inborn error of metabolism.	503-74-2	Expected Solid	CC(C)CC(O)=O	C5H10O2	InChI=1S/C5H10O2/c1-4(2)3-5(6)7/h4H,3H2,1-2H3,(H,6,7)	GWYFCOCPABKNJV-UHFFFAOYSA-N	102.0680796			MMDBc0000143
BASm0014058	Myristic acid	Myristic acid is a saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat, as well as coconut, palm, and nutmeg oils. It is used to synthesize flavour and as an ingredient in soaps and cosmetics (From Dorland, 28th ed). Myristic acid is also commonly added to a penultimate nitrogen terminus glycine in receptor-associated kinases to confer the membrane localization of the enzyme. This is achieved by the myristic acid having a high enough hydrophobicity to become incorporated into the fatty acyl core of the phospholipid bilayer of the plasma membrane of the eukaryotic cell (Wikipedia).	544-63-8	Expected Solid	CCCCCCCCCCCCCC(O)=O	C14H28O2	InChI=1S/C14H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h2-13H2,1H3,(H,15,16)	TUNFSRHWOTWDNC-UHFFFAOYSA-N	228.2089301			MMDBc0000154
BASm0014059	Stearic acid	Stearic acid, also called octadecanoic acid, is one of the useful types of saturated fatty acids that comes from many animal and vegetable fats and oils. It is a waxy solid, and its chemical formula is CH3(CH2)16COOH. Its name comes from the Greek word stear, which means tallow. Its IUPAC name is octadecanoic acid. -- Wikipedia.	1957-11-04	Expected Solid	CCCCCCCCCCCCCCCCCC(O)=O	C18H36O2	InChI=1S/C18H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-17H2,1H3,(H,19,20)	QIQXTHQIDYTFRH-UHFFFAOYSA-N	284.2715304			MMDBc0000156
BASm0014060	Pelargonic acid	Pelargonic acid, or nonanoic acid, is a fatty acid which occurs naturally as esters is the oil of pelargonium. Synthetic esters, such as methyl nonanoate, are used as flavorings. Pelargonic acid is an organic compound composed of a nine-carbon chain terminating in a carboxylic acid. It is an oily liquid with an unpleasant, rancid odor. It is nearly insoluble in water, but well soluble in chloroform and ether. The derivative 4-nonanoylmorpholine is an ingredient in some pepper sprays.	112-05-0	Expected Solid	CCCCCCCCC(O)=O	C9H18O2	InChI=1S/C9H18O2/c1-2-3-4-5-6-7-8-9(10)11/h2-8H2,1H3,(H,10,11)	FBUKVWPVBMHYJY-UHFFFAOYSA-N	158.1306798			MMDBc0000157
BASm0014061	Pimelic acid	Pimelic acid, also known as heptanedioic acid is a dicarboxylic acid.  Derivatives of pimelic acid are involved in the biosynthesis of the amino acid called lysine. Pimelic acid is one methylene longer than a related dicarboxylic acid, adipic acid, a precursor to many polyesters and polyamides. Pimelic acid is essential for the synthesis of biotin (also called vitamin B7). Biotin is a heterocyclic, S-containing monocarboxylic acid that is made from two precursors, alanine and pimeloyl-CoA. Biotin is important in fatty acid synthesis, branched-chain amino acid catabolism, and gluconeogenesis. Biotin is found in a wide range of foods. Likewise, intestinal bacteria synthesize biotin, which is then absorbed by the host animal. Pimelic acid (which is the precursor for pimeloyl-CoA) is synthesized in many bacteria via a head-to-tail incorporation of acetate units through a modified fatty acid synthetic pathway using O-methyl esters disguised to resemble the canonical intermediates of the fatty acid synthetic pathway (PMID: 21435937). Some bacteria and yeast synthesize pimelic acid not by biosynthesis, but via cleavage of longer chain fatty acids (such as linolenic acid) via a cytochrome P450-like enzyme (PMID: 28196402, 21435937, 3236079). Pimelic acid is excreted in elevated amounts in the urine of individuals with mitochondrial beta-oxidation disorders and peroxisomal beta oxidation disorders (PMID: 1527989)	111-16-0	Expected Solid	OC(=O)CCCCCC(O)=O	C7H12O4	InChI=1S/C7H12O4/c8-6(9)4-2-1-3-5-7(10)11/h1-5H2,(H,8,9)(H,10,11)	WLJVNTCWHIRURA-UHFFFAOYSA-N	160.0735589			MMDBc0000159
BASm0014062	Valeric acid	Valeric acid, or pentanoic acid, is a straight chain alkyl carboxylic acid with the chemical formula CH3(CH2)3COOH. Like other low molecular weight carboxylic acids, it has a very unpleasant odor. Valeric acid is commonly found in human feces, with an average concentration of 2.4 umol/g feces (range of 0.6-3.8 umol/g) (PMID: 6740214). Valeric acid is a produced by the gut microbiota, typically Clostridia species and other gut bacterial species such as Megasphaera massiliensis MRx0029 (PMID: 30052654) via the condensation of ethanol with propionic acid (PMID: 18116989). Valeric acid is largely considered as a gut microbial metabolite. Recently, valeric acid has been found to exert strong gut protective effects. Studies involving mice that received high doses of radiation showed that valeric acid replenishment (via oral gavage) elevated the survival rate of irradiated mice, protected hematogenic organs (such as the thymus and spleen), improved gastrointestinal (GI) tract function and enhanced intestinal epithelial integrity (PMID: 31931652). Valeric acid was also found to restore the enteric bacteria taxonomic proportions and reprogram the small intestinal protein profile to normal levels. Valeric acid, like butyric acid, also appears to be a potent histone deacetylase (HDAC) inhibitor. High levels of HDAC proteins have been implicated in a variety of disease pathologies, from cancer and colitis to cardiovascular disease and neurodegeneration (PMID: 30052654). Valeric acid is also found in certain plants, specifically in the perennial flowering plant valerian (Valeriana officinalis), from which it gets its name. Industrially valeric acid is primarily used is in the synthesis of its esters. Volatile esters of valeric acid tend to have pleasant odors and are used in perfumes and cosmetics. Ethyl valerate and pentyl valerate are used as food additives because of their fruity flavours. Hydrolysis of these valerate-containing food additives in the gut can also lead to the appearance of valerate in blood, urine and stool samples.	109-52-4	Expected Solid	CCCCC(O)=O	C5H10O2	InChI=1S/C5H10O2/c1-2-3-4-5(6)7/h2-4H2,1H3,(H,6,7)	NQPDZGIKBAWPEJ-UHFFFAOYSA-N	102.0680796			MMDBc0000165
BASm0014063	Taurodeoxycholic acid	Taurodeoxycholic acid is a bile salt formed in the liver by conjugation of deoxycholate with taurine, usually as the sodium salt. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135). Taurodeoxycholic acid can be found in Escherichia (PMID: 30736766).	516-50-7	Expected Solid	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCC(=O)NCCS(O)(=O)=O	C26H45NO6S	InChI=1S/C26H45NO6S/c1-16(4-9-24(30)27-12-13-34(31,32)33)20-7-8-21-19-6-5-17-14-18(28)10-11-25(17,2)22(19)15-23(29)26(20,21)3/h16-23,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)/t16-,17-,18-,19+,20-,21+,22+,23+,25+,26-/m1/s1	AWDRATDZQPNJFN-VAYUFCLWSA-N	499.2967589			MMDBc0000166
BASm0014064	Arachidonic acid	Arachidonic acid is a polyunsaturated, essential fatty acid that has a 20-carbon chain as a backbone and four cis-double bonds at the C5, C8, C11, and C14 positions. It is found in animal and human fat as well as in the liver, brain, and glandular organs, and is a constituent of animal phosphatides. It is synthesized from dietary linoleic acid. Arachidonic acid mediates inflammation and the functioning of several organs and systems either directly or upon its conversion into eicosanoids. Arachidonic acid in cell membrane phospholipids is the substrate for the synthesis of a range of biologically active compounds (eicosanoids) including prostaglandins, thromboxanes, and leukotrienes. These compounds can act as mediators in their own right and can also act as regulators of other processes, such as platelet aggregation, blood clotting, smooth muscle contraction, leukocyte chemotaxis, inflammatory cytokine production, and immune function. Arachidonic acid can be metabolized by cytochrome p450 (CYP450) enzymes into 5,6-, 8,9-, 11,12-, and 14,15-epoxyeicosatrienoic acids (EETs), their corresponding dihydroxyeicosatrienoic acids (DHETs), and 20-hydroxyeicosatetraenoic acid (20-HETE). The production of kidney CYP450 arachidonic acid metabolites is altered in diabetes, pregnancy, hepatorenal syndrome, and in various models of hypertension, and it is likely that changes in this system contribute to the abnormalities in renal function that are associated with many of these conditions. Phospholipase A2 (PLA2) catalyzes the hydrolysis of the sn-2 position of membrane glycerophospholipids to liberate arachidonic acid (PMID: 12736897, 12736897, 12700820, 12570747, 12432908). The beneficial effects of omega-3 fatty acids are believed to be due in part to selective alteration of arachidonate metabolism that involves cyclooxygenase (COX) enzymes (PMID: 23371504). 9-Oxononanoic acid (9-ONA), one of the major products of peroxidized fatty acids, was found to stimulate the activity of phospholipase A2 (PLA2), the key enzyme to initiate the arachidonate cascade and eicosanoid production (PMID: 23704812). Arachidonate lipoxygenase (ALOX) enzymes metabolize arachidonic acid to generate potent inflammatory mediators and play an important role in inflammation-associated diseases (PMID: 23404351).	506-32-1	Expected Solid	CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O	C20H32O2	InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-15-	YZXBAPSDXZZRGB-DOFZRALJSA-N	304.2402303			MMDBc0000179
BASm0014065	N-Acetylmannosamine	N-Acetylmannosamine is a monosaccharide that is used as a precursor in the chemical or enzymatic synthesis of the neuraminic acids found in glycolipids and glycoproteins. N-Acetyl-D-mannosamine (ManNAc) is a specific substrate for the synthesis of N-acetylneuraminic acid, the essential precursor of bacterial capsular polysialic acid (PA). N-Acetyl-D-mannosamine is used for the synthesis of sialic acid. It is also a synthetic intermediate for a number of carbohydrate-derived families of biologically active compounds and pharmaceutical candidates. N-Acetylmannosamine is a microbial metabolite of Escherichia (PMID: 7772033).	7772-94-3	Expected Solid	CC(=O)N[C@@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O	C8H15NO6	InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5+,6-,7-,8-/m1/s1	OVRNDRQMDRJTHS-OZRXBMAMSA-N	221.0899372			MMDBc0000181
BASm0014066	L-Sorbose	L-Sorbose (CAS: 87-79-6) is a ketose belonging to the group of sugars known as monosaccharides. The commercial production of vitamin C (ascorbic acid) often begins with sorbose. Sorbose has been found to be a metabolites of Ketogulonicigenium (PMID: 15785002).	470-15-5	Expected Solid	OC[C@@]1(O)OC[C@H](O)[C@@H](O)[C@@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-2-6(11)5(10)4(9)3(8)1-12-6/h3-5,7-11H,1-2H2/t3-,4+,5-,6+/m0/s1	LKDRXBCSQODPBY-BGPJRJDNSA-N	180.0633881			MMDBc0000184
BASm0014067	p-Aminobenzoic acid	p-Aminobenzoic acid, also known as 4-aminobenzoic acid or PABA, is an organic compound with molecular formula C7H7NO2. PABA is a white crystalline substance that is only slightly soluble in water. It consists of a benzene ring substituted with an amino group and a carboxylic acid. PABA is an essential nutrient for some bacteria and is sometimes called vitamin Bx. However, PABA is not essential for humans and it varies in its activity from other B vitamins. PABA is sometimes marketed as an essential nutrient under the premise that it can stimulate intestinal bacteria. Certain bacteria in the human intestinal tract such as E. coli generate PABA from chorismate. Humans lack the enzymes to convert PABA into folate, and therefore require folate from dietary sources such as green leafy vegetables. Although some intestinal bacteria can synthesize folate from PABA and some E. coli can synthesize folate this requires six enzymatic activities in folate synthesis which are not all done in the same bacteria. PABA used to be a common sunscreen agent until it was found to also be a sensitizer. The potassium salt of PABA is used therapeutically in fibrotic skin disorders. PABA can also be found in Acetobacter (DOI: 10.3181/00379727-52-14147).	150-13-0	Expected Solid	NC1=CC=C(C=C1)C(O)=O	C7H7NO2	InChI=1S/C7H7NO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,8H2,(H,9,10)	ALYNCZNDIQEVRV-UHFFFAOYSA-N	137.0476785			MMDBc0000191
BASm0014068	Nicotinic acid	Nicotinic acid, also known as niacin or vitamin B3, is a water-soluble vitamin whose derivatives such as NADH, NAD, NAD+, and NADP play essential roles in energy metabolism in the living cell and DNA repair. The designation vitamin B3 also includes the amide form, nicotinamide or niacinamide. Severe lack of niacin causes the deficiency disease pellagra, whereas a mild deficiency slows down the metabolism decreasing cold tolerance. The recommended daily allowance of niacin is 2-12 mg a day for children, 14 mg a day for women, 16 mg a day for men, and 18 mg a day for pregnant or breast-feeding women. It is found in various animal and plant tissues and has pellagra-curative, vasodilating, and antilipemic properties. The liver can synthesize niacin from the essential amino acid tryptophan (see below), but the synthesis is extremely slow and requires vitamin B6; 60 mg of tryptophan are required to make one milligram of niacin. Bacteria in the gut may also perform the conversion but are inefficient.	59-67-6	Expected Solid	OC(=O)C1=CN=CC=C1	C6H5NO2	InChI=1S/C6H5NO2/c8-6(9)5-2-1-3-7-4-5/h1-4H,(H,8,9)	PVNIIMVLHYAWGP-UHFFFAOYSA-N	123.0320284			MMDBc0000198
BASm0014069	Hyaluronic acid	Hyaluronic acid (HA) is the most abundant glycosaminoglycan (GAG) in mammalian tissue. It is present in high concentrations in connective tissue, such as skin, vitreous humour, cartilage, and umbilical cord, but the largest single reservoir is the synovial fluid (SF) of the diarthrodial joints, where concentrations of 0.5-4 mg/mL are achieved. Hyaluronic acid is the major hydrodynamic nonprotein component of joint SF. Its unique viscoelastic properties confer remarkable shock absorbing and lubricating abilities to SF, while its enormous macromolecular size and hydrophilicity serve to retain fluid in the joint cavity during articulation. HA restricts the entry of large plasma proteins and cells into SF but facilitates solute exchange between the synovial capillaries and cartilage and other joint tissues. In addition, HA can form a pericellular coat around cells, interact with proinflammatory mediators, and bind to cell receptors, such as cluster determinant (CD)44 and receptor for hyaluronate-mediated motility (RHAMM), where it modulates cell proliferation, migration, and gene expression. All these physicochemical and biologic properties of HA have been shown to be molecular weight (MW) dependent. The diverse physicochemical properties of HA arise from its unique macromolecular structure. The HA is an exceptionally long (3-30 μm) and unbranched nonsulfated GAG composed of repeating disaccharide units of N-acetylglucosamine and glucuronic acid glycosidically linked through their respective 1-4 ring positions. Hydroxyl group oxygens at the glucuronyl-1 and glucosamine 3-positions are used for further polymerization of the HA disaccharide units to form chains that, when released from the cell plasma membrane, are of variable length and thus polydispersity. Despite the simplicity of the HA primary structure, this linear polyelectrolyte adopts complex conformations in solution, which engender it with diverse biologic properties. Within the joint cavity, HA molecules are predominately synthesized by the type B synovial cells (PMID: 12219318).	9004-61-9	Expected Solid	[H]O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2C(O)=O)[C@@H]1NC(C)=O	(C14H21NO11)nH2O	InChI=1S/C14H23NO12/c1-3(17)15-5-7(19)6(18)4(2-16)25-14(5)27-10-8(20)9(21)13(24)26-11(10)12(22)23/h4-11,13-14,16,18-21,24H,2H2,1H3,(H,15,17)(H,22,23)/t4-,5-,6-,7-,8-,9-,10+,11+,13-,14+/m1/s1	LJKKEBYAXYCTNF-GIXQJHCPSA-N				MMDBc0000210
BASm0014070	Oxalic acid	Oxalic acid is a strong dicarboxylic acid occurring in many plants and vegetables. It is produced in the body by metabolism of glyoxylic acid or ascorbic acid. It is not metabolized but excreted in the urine. It is used as an analytical reagent and general reducing agent (Pubchem). Oxalic acid (IUPAC name: ethanedioic acid, formula H2C2O4) is a dicarboxylic acid with structure (HOOC)-(COOH). Because of the joining of two carboxyl groups, this is one of the strongest organic acids. It is also a reducing agent. The anions of oxalic acid as well as its salts and esters are known as oxalates (Wikipedia). Bodily oxalic acid may also be synthesized via the metabolism of either glyoxylic acid or unused ascorbic acid (vitamin C), which is a serious health consideration for long term megadosers of vitamin C supplements. 80% of kidney stones are formed from calcium oxalate. Some Aspergillus species produce oxalic acid, which reacts with blood or tissue calcium to precipitate calcium oxalate. There is some preliminary evidence that the administration of probiotics can affect oxalic acid excretion rates (and presumably oxalic acid levels as well) (Wikipedia). Oxalic acid is found to be associated with fumarase deficiency and primary hyperoxaluria I, which are inborn errors of metabolism. Oxalic acid is a marker for yeast overgrowth from Aspergillus, Penicillum and/or Candida. Can also be elevated due to exposures from vitamin C or ethylene glycol poisoning. Oxalate is elevated in the urine of children with autism. (PMID: 21911305). Oxalic acid has also been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821).	144-62-7	Expected Solid	OC(=O)C(O)=O	C2H2O4	InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6)	MUBZPKHOEPUJKR-UHFFFAOYSA-N	89.99530855			MMDBc0000217
BASm0014071	Chitin	Chitin is one of the main components in the cell walls of fungi, the exoskeletons of insects and other arthropods (such as crustaceans) as well as fish and frogs. It is a polysaccharide that is constructed from units of acetylglucosamine (more completely, N-acetyl-D-glucose-2-amine). These are linked together in beta-1,4 fashion (in a similar manner to the glucose units which form cellulose). In effect, chitin may be described as cellulose with one hydroxyl group on each monomer replaced by an acetylamine group. This allows for increased hydrogen bonding between adjacent polymers, giving the polymer increased strength. Chitin is the second most abundant polysaccharide in the world (after cellulose). Chitinases break down chitin and are a part of the defence mechanism of mammals against chitin-containing parasites in lower life forms. Under certain circumstances, chitin can act as an allergen. Research using murine models has shown that chitin is a size-dependent microbial-associated molecular pattern (MAMP) that can induce an immunological response via pattern recognition receptors. Medium-sized chitin micro-particles (CMPs) have been shown to induce inflammation, while small-sized CMPs reduce inflammation. Additionally, mammalian chitinases may play a key role in mediating the T-helper 2 cell-driven inflammatory response that is commonly associated with asthma. The high prevalence of asthma among people working with chitinous substances, such as crabs and fungi, suggests that chitin might be an allergen playing a significant role in the development of asthma.	1398-61-4	Expected Solid	CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3NC(C)=O)[C@H](O)[C@H]2NC(C)=O)[C@@H]1O	C24H41N3O16	InChI=1S/C24H41N3O16/c1-7(31)25-13-18(36)20(11(5-29)39-22(13)38)42-24-15(27-9(3)33)19(37)21(12(6-30)41-24)43-23-14(26-8(2)32)17(35)16(34)10(4-28)40-23/h10-24,28-30,34-38H,4-6H2,1-3H3,(H,25,31)(H,26,32)(H,27,33)/t10-,11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+,24+/m1/s1	WZZVUHWLNMNWLW-VFCSDQTKSA-N	627.2486823			MMDBc0000235
BASm0014072	Pectin	Pectin is a heterosaccharide derived from the cell wall of plants. Pectins vary in their chain lengths, complexity and the order of each of the monosaccharide units. The characteristic structure of pectin is a linear chain of alpha(1-4)linked D-galacturonic acid that forms the pectin-backbone, a homogalacturonan.	9000-69-5	Expected Solid	O[C@@H]1O[C@@H]([C@H](O)[C@H](O)[C@H]1O)C(O)=O	C6H10O7	InChI=1S/C6H10O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,6-9,12H,(H,10,11)/t1-,2+,3+,4-,6+/m0/s1	AEMOLEFTQBMNLQ-DTEWXJGMSA-N	194.0426527			MMDBc0000239
BASm0014073	D-Tagatose	D-Tagatose (CAS: 87-81-0), a rare natural hexoketose, is an isomer of D-galactose. D-Tagatose occurs naturally in Sterculia setigera gum, and it is also found in small quantities in various foods such as sterilized and powdered cow's milk, hot cocoa, and a variety of cheeses, yogurts, and other dairy products. It can be synthesized from D-galactose by isomerization under alkaline conditions in the presence of calcium. D-Tagatose has numerous health benefits, including promotion of weight loss; no glycemic effect; anti-plaque, non-cariogenic, anti-halitosis, prebiotic, and anti-biofilm properties; organ transplants; enhancement of flavor; improvement of pregnancy and fetal development; obesity treatment; and reduction in symptoms associated with type 2 diabetes, hyperglycemia, anemia, and hemophilia (PMID: 17492284).	20197-42-6	Expected Solid	OC[C@@]1(O)OC[C@@H](O)[C@H](O)[C@@H]1O	C6H12O6	InChI=1S/C6H12O6/c7-2-6(11)5(10)4(9)3(8)1-12-6/h3-5,7-11H,1-2H2/t3-,4+,5+,6-/m1/s1	LKDRXBCSQODPBY-DPYQTVNSSA-N	180.0633881			MMDBc0000244
BASm0014074	Levan	Levan is a substantial component of bacterial plaque produced by certain streptococci and actinomyces, and lipopolysaccharides from Gram-negative bacteria. These bacterial products are B cell mitogens which may have an adjuvant or tolerizing effect on immune responses. (PubMed ID 346320 ).	9013-95-0	Expected Solid	OC[C@H]1O[C@@](CO)(OC[C@H]2O[C@@](CO)(CO[C@H]3O[C@](O)(CO)[C@@H](O)[C@@H]3O)[C@@H](O)[C@@H]2O)[C@@H](O)[C@@H]1O	C18H32O16	InChI=1S/C18H32O16/c19-1-7-9(23)14(28)18(5-22,33-7)31-2-8-10(24)12(26)16(3-20,32-8)6-30-15-11(25)13(27)17(29,4-21)34-15/h7-15,19-29H,1-6H2/t7-,8-,9-,10-,11+,12+,13+,14+,15+,16+,17-,18-/m1/s1	AIHDCSAXVMAMJH-GFBKWZILSA-N	504.169035			MMDBc0000246
BASm0014075	2-Hydroxyethanesulfonate	2-Hydroxyethanesulfonate (also known as 2-Hydroxyethanesulfonic acid or isethionic acid) is an organosulfur compound containing a short chain alkane sulfonate linked to a hydroxyl group. It is a water-soluble liquid used in the manufacture of mild, biodegradable, and high-foaming anionic surfactants. These surfactants provide gentle cleansing and a soft skin feel. 2-Hydroxyethanesulfonate forms a colourless, syrupy, and strongly acidic liquid that can form detergents with oleic acid. 2-Hydroxyethanesulfonate is frequently used in the industrial production of taurine. Mammals are also able to endogenously synthesize 2-hydroxyethanesulfonate via taurine through a possible enzymatic deamination process (PMID: 14490797). 2-Hydroxyethanesulfonate can be found in both human plasma and urine (PMID: 1159536, PMID: 6066118). Higher plasma levels of 2-hydroxyethanesulfonate have been shown to be protective against type 2 diabetes.	107-36-8	Expected Solid	OCCS(O)(=O)=O	C2H6O4S	InChI=1S/C2H6O4S/c3-1-2-7(4,5)6/h3H,1-2H2,(H,4,5,6)	SUMDYPCJJOFFON-UHFFFAOYSA-N	125.9986794			MMDBc0000249
BASm0014076	Galactan	Galactan is a beta-glucan consisting of polymerized galactose. Beta -glucans are glucose polymers found in the cell walls of plants, fungi, and bacteria and as conserved structures can be considered to be classical pathogen-associated molecular patterns. These polymers belong to a class of drugs known as biological response modifiers and have a variety of effects on the immune system, including antitumor and anti-infective activities, protecting against fungal, bacterial, viral, and protozoal infections. Both particulate and soluble beta -glucans mediate these activities by activating leukocytes and stimulating their phagocytic activity and the production of reactive oxygen intermediates, inflammatory mediators, and cytokines. Despite the wealth of knowledge regarding the effects of beta-glucans and their obvious therapeutic potential, the molecular mechanisms that underlie these responses are not well understood. A number of receptors are thought to play a role in mediating these responses, including murine Dectin-1, which we recently identified as a beta-glucan receptor. Dectin-1 is a C-type lectin receptor that mediates the production of reactive oxygen species and inflammatory cytokines. Galactan is found in hemicellulose and can be converted to galactose by hydrolysis. (PMID: 11567029, 11567029, 16880608). Galactan can be produced by bacteria, such as Bifidobacteria, Lactococcus and Methylobacterium (http://www.scielo.br/pdf/babt/v54n6/02.pdf).	39300-87-3	Expected Solid	CO[C@@H]1O[C@H](CO)[C@H](O[C@@H]2O[C@H](CO)[C@H](OC)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O	(C12H20O11)nC2H6	InChI=1S/C14H26O11/c1-21-11-5(3-15)24-14(10(20)7(11)17)25-12-6(4-16)23-13(22-2)9(19)8(12)18/h5-20H,3-4H2,1-2H3/t5-,6-,7-,8-,9-,10-,11+,12+,13-,14+/m1/s1	PTHCMJGKKRQCBF-ICIGWGHZSA-N				MMDBc0000250
BASm0014077	Turanose	D-(+)-Turanose is a reducing disaccharide. Its systematic name is a-D-glucopyranosyl-(1-->3)-a-D-fructofuranose. It is an analog of sucrose not metabolized by higher plants, but rather acquired through the action of sucrose transporters for intracellular carbohydrate signaling. In addition to its involvement in signal transduction, D-(+)-Turanose can also be used as a carbon source by many organisms including numerous species of bacteria and fungi (Wikipedia).	547-25-1	Expected Solid	OC[C@@H](O)[C@@H](O)[C@H](O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(=O)CO	C12H22O11	InChI=1S/C12H22O11/c13-1-4(16)7(18)11(5(17)2-14)23-12-10(21)9(20)8(19)6(3-15)22-12/h4,6-16,18-21H,1-3H2/t4-,6-,7-,8-,9+,10-,11-,12-/m1/s1	RULSWEULPANCDV-PIXUTMIVSA-N	342.1162115			MMDBc0000261
BASm0014078	1-Pentanol	Amyl alcohol is an organic compound with the formula C5H12O. All eight isomers of amyl alcohol are known:; It is a colourless liquid of density 0.8247 g/cm3 (0 oC), boiling at 131.6 oC, slightly soluble in water, easily soluble in organic solvents. It possesses a characteristic strong smell and a sharp burning taste. When pure, it is nontoxic, while the impure product is toxic. On passing its vapour through a red-hot tube, it decomposes with production of acetylene, ethylene, propylene, and other compounds. It is oxidized by chromic acid to isovaleraldehyde, and it forms crystalline addition compounds with calcium chloride and tin(IV) chloride. The other amyl alcohols may be obtained synthetically. Of these, tertiary butyl carbinol has been the most difficult to obtain, its synthesis having first been reported in 1891, by L. Tissier (Comptes Rendus, 1891, 112, p. 1065) by the reduction of a mixture of trimethyl acetic acid and trimethylacetyl chloride with sodium amalgam. It is a solid that melts at 48 to 50 oC and boils at 112.3 oC.	71-41-0	Expected Solid	CCCCCO	C5H12O	InChI=1S/C5H12O/c1-2-3-4-5-6/h6H,2-5H2,1H3	AMQJEAYHLZJPGS-UHFFFAOYSA-N	88.08881501			MMDBc0000266
BASm0014079	Furan	Furan is a member of the class of compounds known as furans. These are molecules containing a heterocyclic organic group consisting of a five-membered aromatic ring with four carbon atoms and one oxygen. Furan is aromatic because one of the lone pairs of electrons on the oxygen atom is delocalized into the ring, creating a 4n+2 aromatic system similar to benzene. Because of the aromaticity, furan is flat and lacks discrete double bonds. Furan is a colourless, flammable, highly volatile liquid with a boiling point close to room temperature (31°C). It is soluble in common organic solvents, including alcohol, ether, and acetone, but is insoluble in water. It has a strong ethereal odour. Furan is found in heat-treated (e.g. cooked, roasted, baked, pasteurized, and sterilized) commercial foods and is produced through thermal degradation of natural food constituents (PMID: 22641279). It can be found in roasted coffee, instant coffee, and processed baby foods (PMID: 22641279). In particular, the highest furan levels can be detected in coffee, with mean values between 42 and 3 660 ng/g for brewed coffee and roasted coffee beans. Furan can also be detected at levels between 0.2 and 3.2 ng/g in infant formula, from 22 to 24 ng/g in baked beans, from 13 to 17 ng/g in meat products, and from 23 to 24 ng/g in soups. In soy sauce, furan is detectable at 27 ng/g (PMID: 26483883). Research has indicated that coffee made in espresso makers and, above all, coffee made from capsules, contains more furan than that made in traditional drip coffee makers, although the levels are still within safe health limits. Various pathways have been reported for the formation of furan: (1) thermal degradation and/or thermal rearrangement of carbohydrates in the presence of amino acids, (2) thermal degradation of certain amino acids (aspartic acid, threonine, α-alanine, serine, and cysteine), (3) oxidation of ascorbic acid at higher temperatures, and (4) oxidation of polyunsaturated fatty acids and carotenoids (PMID: 26483883). Several studies have reported that furan formation occurs to a large extent during the Maillard reaction. The Maillard reaction involves the thermal degradation and rearrangement of carbohydrates (i.e. non-enzymatic browning reactions during food processing and cooking). Reducing hexoses often go through the Maillard reaction in the presence of amino acids and produce reactive intermediates such as 1-deoxy- and 3-deoxyosones, aldotetrose, and 2-deoxy-3-keto-aldotetrose. 2-Deoxy-3-keto-aldotetrose typically goes through retro-aldol cleavage leading to 3-deoxyosone which undergoes α-dicarbonyl cleavage, followed by oxidation and decarboxylation to form 2-deoxyaldotetrose, which is a direct precursor of furan. In addition to the formation of furan via carbohydrate degradation, furan can also be formed through thermal degradation of certain amino acids. Specifically, the amino acids that can form acetaldehyde and glycolaldehyde can produce furan by aldol condensation and cyclization (PMID: 26483883). Furan is toxic and may be carcinogenic. In particular, furan is a potent hepatotoxin and hepatocarcinogen in rodents, causing hepatocellular adenomas and carcinomas in rats and mice, and high incidences of cholangiocarcinomas in rats at doses ≥ 2 mg/kg (PMID: 22641279).	110-00-9	Expected Solid	O1C=CC=C1	C4H4O	InChI=1S/C4H4O/c1-2-4-5-3-1/h1-4H	YLQBMQCUIZJEEH-UHFFFAOYSA-N	68.02621475			MMDBc0000267
BASm0014080	Mannan	Mannan is found in arabica coffee. Mannan is found in custard apples. Mannan is widely used in food industry, e.g. in the preparation of rice substitutes and in jellies. Thickening agent Detection of mannan leads to lysis in the mannan-binding lectin pathway.It is generally found in yeast, bacteria and plants. It shows (1-4) linkage. It is a form of a storage polysaccharide. Mannan is a plant polysaccharide that is a polymer of the sugar mannose	9036-88-8	Expected Solid	OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O[C@H]3[C@H](O)[C@H](O)[C@H](O[C@@H]4[C@H](O)[C@H](O)[C@H](O)O[C@@H]4CO)O[C@@H]3CO)O[C@@H]2CO)[C@@H](O)[C@@H](O)[C@@H]1O	C24H42O21	InChI=1S/C24H42O21/c25-1-5-9(29)10(30)15(35)22(40-5)44-19-7(3-27)42-24(17(37)12(19)32)45-20-8(4-28)41-23(16(36)13(20)33)43-18-6(2-26)39-21(38)14(34)11(18)31/h5-38H,1-4H2/t5-,6-,7-,8-,9-,10+,11-,12-,13-,14+,15+,16+,17-,18+,19-,20-,21-,22+,23+,24+/m1/s1	LUEWUZLMQUOBSB-GFVSVBBRSA-N	666.2218584			MMDBc0000273
BASm0014081	sec-Butylamine	sec-Butylamine is one of the four isomeric amines of butane, the others being n-butylamine, tert-butylamine and isobutylamine. It is very harmful to aquatic organisms. (Wikipedia	13952-84-6	Expected Solid		C4H11N		BHRZNVHARXXAHW-UHFFFAOYNA-N	73.08914936			MMDBc0000277
BASm0014082	L-Idonic acid	L-Idonic acid is a sugar acid belonging to the chemical class of aldonates. Its chemical structure features a six-carbon backbone with a carboxylic acid functional group, characteristic of its classification as an aldonic acid. The core structure of L-idonic acid was established through various analytical techniques, including GC, NMR, and MS, which revealed its relationship to other hexoses (PMID:39330277). In metabolic pathways, L-idonic acid is involved in several enzymatic reactions, notably as a substrate for L-idonic acid dehydrogenase, which catalyzes its degradation through oxidation/decarboxylation in Agrobacterium radiobacter K84 (PMID:32569553). Additionally, it plays a role in the biosynthesis of L-tartaric acid, where the reduction of 2-keto-L-gulonic acid to L-idonic acid is a critical step, utilizing NADPH as a coenzyme (PMID:31488549). This reduction is facilitated by the enzyme Vv2KGR, which is a d-isomer-specific 2-hydroxyacid dehydrogenase (PMID:31488549). Furthermore, the oxidation of L-idonic acid is proposed to be the rate-limiting step in the pathway linking L-tartaric acid to vitamin C catabolism in the Vitaceae (PMID:16567629).	1114-17-6	Expected Solid	[H][C@](O)(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]([H])(O)C(O)=O	C6H12O7	InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/t2-,3+,4-,5+/m0/s1	RGHNJXZEOKUKBD-SKNVOMKLSA-N	196.0583027			MMDBc0000288
BASm0014083	2-Amino-2-deoxy-D-galactopyranose	2-Amino-2-deoxy-D-galactopyranose is a carbohydrate derivative belonging to the class of amino sugars. Its chemical structure features a galactopyranose ring with an amino group substituting at the C-2 position, which distinguishes it from its parent sugar, D-galactose. This compound plays a role in various biochemical pathways, particularly in the synthesis of glycoproteins and glycolipids, which are essential for cell recognition and signaling processes. For instance, it is a component of the O unit, which comprises one residue each of D-galactopyranose, N-acetyl-D-galactosamine (2-amino-2-deoxy-D-galactopyranose), and D-glucopyranose, along with two colitose side-branch residues (PMID:21321053). The presence of 2-amino-2-deoxy-D-galactopyranose in glycan structures suggests its involvement in cellular interactions and immune responses, highlighting its importance in the realm of biochemistry and cellular biology.	7535-00-4	Expected Solid	N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O	C6H13NO5	InChI=1S/C6H13NO5/c7-3-5(10)4(9)2(1-8)12-6(3)11/h2-6,8-11H,1,7H2/t2-,3-,4+,5-,6?/m1/s1	MSWZFWKMSRAUBD-GASJEMHNSA-N	179.0793725			MMDBc0000294
BASm0014084	Glycogen	Glycogen is a highly-branched polymer of about 30,000 glucose residues and has a molecular weight between 106 and 107 daltons (4.8 million approx.). Most of Glc units are linked by alpha-1,4 glycosidic bonds, approximately 1 in 12 Glc residues also makes -1,6 glycosidic bond with a second Glc which results in the creation of a branch. Glycogen only has one reducing end and a large number of non-reducing ends with a free hydroxyl group at carbon 4. The glycogen granules contain both glycogen and the enzymes of glycogen synthesis (glycogenesis) and degradation (glycogenolysis). The enzymes are nested between the outer branches of the glycogen molecules and act on the non-reducing ends. Therefore, the many non-reducing end-branches of glycogen facilitate its rapid synthesis and breakdown. In hypoglycemia caused by excessive insulin, liver glycogen levels are high, but the high insulin level prevents the glycogenolysis necessary to maintain normal blood sugar levels. Glucagon is a common treatment for this type of hypoglycemia. Glycogen is a polysaccharide that is the principal storage form of glucose (Glc) in animal and human cells. Glycogen is found in the form of granules in the cytosol in many cell types. Hepatocytes (liver cells) have the highest concentration of it - up to 8% of the fresh weight in well fed state, or 100 to 120 g in an adult - giving liver a distinctive, 'starchy taste'. In the muscles, glycogen is found in a much lower concentration (1% of the muscle mass), but the total amount exceeds that in liver. Small amounts of glycogen are found in the kidneys, and even smaller amounts in certain glial cells in the brain and white blood cells.	9005-79-2	Expected Solid	OC[C@H]1O[C@H](OC[C@H]2O[C@H](O[C@H]3[C@H](O)[C@@H](O)[C@@H](O)O[C@@H]3CO)[C@H](O)[C@@H](O)[C@@H]2O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O	C24H42O21	InChI=1S/C24H42O21/c25-1-5-9(28)11(30)16(35)22(41-5)39-4-8-20(45-23-17(36)12(31)10(29)6(2-26)42-23)14(33)18(37)24(43-8)44-19-7(3-27)40-21(38)15(34)13(19)32/h5-38H,1-4H2/t5-,6-,7-,8-,9-,10-,11+,12+,13-,14-,15-,16-,17-,18-,19-,20-,21+,22+,23-,24-/m1/s1	BYSGBSNPRWKUQH-UJDJLXLFSA-N	666.2218584			MMDBc0000297
BASm0014085	Amylopectin	Amylopectin is a highly branched polymer of glucose found in plants. It is one of the two components of starch, the other being amylose. It is insoluble in water. Glucose units are linked in a linear way with α(1→4) bonds. Branching takes place with α(1→6) bonds occurring every 24 to 30 glucose units. Its counterpart in animals is glycogen which has the same composition and structure, but with more extensive branching that occurs every 8 to 12 glucose units. Starch is made of about 80% amylopectin. Amylopectin is highly branched, being formed of 2 000 to 200 000 glucose units. Its inner chains are formed of 20-24 glucose subunits. The glucose residues are linked through alpha-1,4 glycosidic linkages (Wikipedia).	9037-22-3	Expected Solid	OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](OC[C@H]3O[C@H](O[C@H]4[C@H](O)[C@@H](O)[C@@H](O)O[C@@H]4CO)[C@H](O)[C@@H](O)[C@@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O	C30H52O26	InChI=1S/C30H52O26/c31-1-6-11(35)13(37)19(43)28(50-6)55-24-9(4-34)52-27(21(45)16(24)40)48-5-10-25(56-29-20(44)14(38)12(36)7(2-32)51-29)17(41)22(46)30(53-10)54-23-8(3-33)49-26(47)18(42)15(23)39/h6-47H,1-5H2/t6-,7-,8-,9-,10-,11-,12-,13+,14+,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26+,27+,28-,29-,30-/m1/s1	WMGFVAGNIYUEEP-WUYNJSITSA-N	828.2746818			MMDBc0000298
BASm0014086	Amylose	Amylose is defined as a linear molecule of (1&#8594;4) linked alpha-D-glucopyranosyl units, but it is today well established that some molecules are slightly branched by (1&#8594;6)-alpha-linkages. The oldest criteria for linearity consisted in the susceptibility of the molecule to complete hydrolysis by beta-amylase. This enzyme splits the (1&#8594;4) bonds from the non-reducing end of a chain releasing beta-maltosyl units, but cannot cleave the (1&#8594;6) bonds. When degraded by pure beta-amylase, linear macromolecules are completely converted into maltose, whereas branched chains give also one beta-limit dextrin consisting of the remaining inner core polysaccharide structure with its outer chains recessed. Starches of different botanical origins possess different granular sizes, morphology, polymorphism and enzyme digestibility. These characteristics are related to the chemical structures of the amylopectin and amylose and how they are arranged in the starch granule. (PMID 9730163).	9005-82-7	Expected Solid	CO[C@H]1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](OC)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O	(C12H20O11)nC2H6	InChI=1S/C14H26O11/c1-21-11-5(3-15)24-14(10(20)7(11)17)25-12-6(4-16)23-13(22-2)9(19)8(12)18/h5-20H,3-4H2,1-2H3/t5-,6-,7-,8-,9-,10-,11-,12-,13+,14-/m1/s1	PTHCMJGKKRQCBF-OLYDTGNASA-N				MMDBc0000299
BASm0014087	Dextrin	Dextrin, derived from dextrose (glucose), is a low-molecular-weight polysaccharide produced from the hydrolysis of starch or glycogen using enzymes such as amylases or via malting/mashing. Dextrin or dextrins are mixtures of polymers of D-glucose units linked by α-(1→4) or α-(1→6) glycosidic bonds. Dextrin is used in adhesives and sizing agents for the textile and paper industry. It is also used in many glue products due to its adhesive properties. Three forms of dextrins are now available; white dextrins, yellow (or canary) dextrins, and British gums (PMID: 19215668). Yellow dextrins are used s water-soluble glues and as printing thickeners or binders in paint. White dextrins are used as crispness enhancers in food batters, coatings and glazes. White dextrin is also used as a thickening and binding agent in pharmaceuticals and paper coatings. Dextrin is considered a prebiotic as it promotes healthy intestinal flora (PMID: 22429361). Dextrin has been reported to help maintain healthy cholesterol levels by reducing triglycerides (PMID: 16457989). Moreover, it eliminates wastes from the body through increased bowel movement frequency (PMID: 23326148). Dextrin can be used in combination with other dietary fibers to reduce the glycemic load of a meal, thereby helping to maintain healthy blood sugar levels (PMID: 19126874, 25024710).	9004-53-9	Expected Solid	OC[C@H]1OC(O[C@H]2[C@H](O)[C@@H](O)C(O[C@H]3[C@H](O)[C@@H](O)[C@@H](O)O[C@@H]3CO)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O	C18H32O16	InChI=1S/C18H32O16/c19-1-4-7(22)8(23)12(27)17(31-4)34-15-6(3-21)32-18(13(28)10(15)25)33-14-5(2-20)30-16(29)11(26)9(14)24/h4-29H,1-3H2/t4-,5-,6-,7-,8+,9-,10-,11-,12-,13-,14-,15-,16+,17?,18?/m1/s1	FYGDTMLNYKFZSV-MRCIVHHJSA-N	504.169035			MMDBc0000300
BASm0014088	PE(24:1(15Z)/P-18:1(9Z))	PE(24:1(15Z)/P-18:1(9Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(24:1(15Z)/P-18:1(9Z)), in particular, consists of one chain of nervonic acid at the C-1 position and one chain of plasmalogen 18:1n9 at the C-2 position. The nervonic acid moiety is derived from fish oils, while the plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)O\C=C/CCCCCC\C=C/CCCCCCCC	C47H90NO7P	InChI=1S/C47H90NO7P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-28-30-32-34-36-38-40-47(49)53-44-46(45-55-56(50,51)54-43-41-48)52-42-39-37-35-33-31-29-27-20-18-16-14-12-10-8-6-4-2/h17-20,39,42,46H,3-16,21-38,40-41,43-45,48H2,1-2H3,(H,50,51)/b19-17-,20-18-,42-39-/t46-/m1/s1	FAEYIXWOZKBCOW-BRXUZWRZSA-N	811.6454908			MMDBc0000305
BASm0014089	Glycyl-Phenylalanine	Glycyl-Phenylalanine is a dipeptide composed of glycine and phenylalanine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an 'Expected' metabolite.		Expected Solid	NCC(O)=NC(CC1=CC=CC=C1)C(O)=O	C11H14N2O3	InChI=1S/C11H14N2O3/c12-7-10(14)13-9(11(15)16)6-8-4-2-1-3-5-8/h1-5,9H,6-7,12H2,(H,13,14)(H,15,16)	JBCLFWXMTIKCCB-UHFFFAOYSA-N	222.1004423			MMDBc0000308
BASm0014090	Leucyl-Glycine	Leucyl-Glycine is a dipeptide composed of leucine and glycine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an 'Expected' metabolite.		Expected Solid	CC(C)CC(N)C(=O)NCC(O)=O	C8H16N2O3	InChI=1S/C8H16N2O3/c1-5(2)3-6(9)8(13)10-4-7(11)12/h5-6H,3-4,9H2,1-2H3,(H,10,13)(H,11,12)	LESXFEZIFXFIQR-UHFFFAOYSA-N	188.1160924			MMDBc0000309
BASm0014091	Cellohexaose	Cellohexaose is a carbohydrate belonging to the chemical class of oligosaccharides, specifically composed of six glucose units linked by β-1,4-glycosidic bonds. Its chemical structure can be represented as Glc6, where each glucose unit contributes to the overall polymeric chain. Cellohexaose plays a significant role in various biochemical pathways, particularly in the degradation of cellulose. For instance, molecular dynamics simulations indicate that cellohexaose exhibits binding interactions with specific enzymes, such as BlCel9A, which facilitates substrate binding and product release (PMID:38286536). Additionally, enzymes like PnAA16 selectively act on cellohexaose, producing native cellooligosaccharides and oxidized products through regioselective oxidation (PMID:39276894). In silico studies have shown that endo-β-1,4-glucanases from different insect species possess high affinity for cellohexaose among other substrates (PMID:37967019). Furthermore, the acetyltransferase activity of WssI has been demonstrated on cellulose oligomers, including the conversion of cellotetraose to cellohexaose (PMID:37224964). These interactions underscore the importance of cellohexaose in cellulose metabolism and enzymatic activity.		Expected Solid	[H][C@@]1(O)O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O[C@]3([H])O[C@]([H])(CO)[C@@]([H])(O[C@]4([H])O[C@]([H])(CO)[C@@]([H])(O[C@]5([H])O[C@]([H])(CO)[C@@]([H])(O[C@]6([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]6([H])O)[C@]([H])(O)[C@@]5([H])O)[C@]([H])(O)[C@@]4([H])O)[C@]([H])(O)[C@@]3([H])O)[C@]([H])(O)[C@@]2([H])O)[C@]([H])(O)[C@@]1([H])O	C36H62O31	InChI=1S/C36H62O31/c37-1-7-13(43)14(44)21(51)32(58-7)64-27-9(3-39)60-34(23(53)16(27)46)66-29-11(5-41)62-36(25(55)18(29)48)67-30-12(6-42)61-35(24(54)19(30)49)65-28-10(4-40)59-33(22(52)17(28)47)63-26-8(2-38)57-31(56)20(50)15(26)45/h7-56H,1-6H2/t7-,8-,9-,10-,11-,12-,13-,14+,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,31-,32+,33+,34+,35+,36+/m1/s1	OCIBBXPLUVYKCH-FYTDUCIRSA-N	990.3275053			MMDBc0000311
BASm0014092	D-Fructofuranuronic acid	D-Fructofuranuronic acid is a sugar acid belonging to the class of uronic acids. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@]1(O)[C@]([H])(O)C(O)(CO)O[C@]1([H])C(O)=O	C6H10O7	InChI=1S/C6H10O7/c7-1-6(12)4(9)2(8)3(13-6)5(10)11/h2-4,7-9,12H,1H2,(H,10,11)/t2-,3+,4+,6?/m1/s1	PTCIWUZVDIQTOW-XDJBDKDSSA-N	194.0426527			MMDBc0000318
BASm0014093	beta-Cellopentaose	beta-Cellopentaose is a carbohydrate belonging to the class of oligosaccharides. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@]1(O)O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O[C@]3([H])O[C@]([H])(CO)[C@@]([H])(O[C@]4([H])O[C@]([H])(CO)[C@@]([H])(O[C@]5([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]5([H])O)[C@]([H])(O)[C@@]4([H])O)[C@]([H])(O)[C@@]3([H])O)[C@]([H])(O)[C@@]2([H])O)[C@]([H])(O)[C@@]1([H])O	C30H52O26	InChI=1S/C30H52O26/c31-1-6-11(36)12(37)18(43)27(49-6)54-23-8(3-33)51-29(20(45)14(23)39)56-25-10(5-35)52-30(21(46)16(25)41)55-24-9(4-34)50-28(19(44)15(24)40)53-22-7(2-32)48-26(47)17(42)13(22)38/h6-47H,1-5H2/t6-,7-,8-,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27+,28+,29+,30+/m1/s1	FTNIPWXXIGNQQF-FFFJRYSISA-N	828.2746818			MMDBc0000320
BASm0014094	1-Methylhistidine	1-Methylhistidine, also known as 1-MHis, 1MH, tau-methylhistidine or tele-methylhistidine, belongs to the class of organic compounds known as histidine and derivatives. 1MH is also classified as a methylamino acid. Methylamino acids are primarily proteogenic amino acids (found in proteins) which have been methylated (in situ) on their side chains by various methyltransferase enzymes. Histidine can be methylated at either the N1 or N3 position of its imidazole ring, yielding the isomers 1-methylhistidine (1MH; also referred to as tau-methylhistidine, according to IUPAC) or 3-methylhistidine (3MH; pi-methylhistidine, according to IUPAC), respectively. There is considerable confusion with regard to the nomenclature of the methylated nitrogen atoms on the imidazole ring of histidine in histidine-containing proteins (such as actin and myosin) as well as histidine-containing peptides (such as anserine and ophidine/balenine). In particular, older literature (mostly prior to the year 2000) as well as most biochemists and nutrition scientists incorrectly number the imidazole nitrogen atom most proximal to the side chain beta-carbon as 1 or N1, while organic chemists correctly designate it as 3 or N3. As a result, biochemists and nutrition scientists historically designated anserine (Npi-methylated) as beta-alanyl-N1-methylhistidine (or beta-alanyl-1-methylhistidine), whereas according to standard IUPAC nomenclature, anserine is correctly named as beta-alanyl-N3-methylhistidine. As a result, for several decades, many papers incorrectly identified 1MH as a specific marker for dietary consumption or various pathophysiological effects when they really are referring to 3MH – and vice versa (PMID: 24137022). To help resolve this issue the IUPAC commission (PMID: 6743224 and IUPAC Compendium of Chemical Terminology, 2nd ed. (the 'Gold Book'). Compiled by A. D. McNaught and A. Wilkinson. Blackwell Scientific Publications, Oxford (1997)) revised the nomenclature for histidine and introduced the terms pi (for prox or pros – near) and tau (for tele – far) to label the imidazole nitrogens in histidine. Therefore, the pi nitrogen is the nitrogen closest to the side chain beta carbon (atom #3 or N3) while the tau nitrogen is most distant from the side chain beta carbon (atom #1 or N1). IUPAC's goal is for the global community to refer to the molecule depicted here is as 'tau-methylhistidine' with the hope that the archaic term, 1-methylhistidine will eventually disappear. Unfortunately, this has not happened and confusion still persists.  Older versions of the HMDB (prior to 2022) as well as current versions of some databases, such as PubChem, KEGG, and UniProt, indicate that an acceptable synonym for 1MH is pi-methylhistidine or otherwise somehow equate 1MH and 3MH. This is incorrect and it continues to sow confusion. Indeed, a key paper that identified METTL9 as the enzyme responsible for pi-methylation of histidine in most vertebrates also incorrectly labeled the METTL9 product as 1MH (PMID: 33563959). Similarly, a key paper that identified METTL18 as the enzyme responsible for tau-methylation of histidine incorrectly labelled the METTL18 product as 3MH (PMID: 33693809). Likewise, many members of the biochemical/nutrition community still incorrectly refer to 1MH as pi-methlyhistidine and 3MH as tau-methylhistidine. This has led to even more confusion. To maintain consistency for this compound description, all papers cited herein that incorrectly refer to 3MH as 1MH and vice versa, will have their conclusions re-stated and the citation will be marked with the phrase '3MH/1MH switch'. 1MH is a free amino acid arising from the proteolysis of 1MH-containing proteins and peptides.  It is not synthesized on its own, nor can it be incorporated into proteins as an amino acid. However, it can be incorporated into certain dipeptides through the action of the enzyme known as carnosine synthase I. 1MH can only be generated from histidine residues through the action of methyltransferases as a protein post-translational modification event. Histidine methylation on the 1- or tau site of histidine-containing proteins is mediated by at least two enzymes: SETD3 (PMID: 30526847) and METTL18 (3MH/1MH switch - PMID: 33693809).  SETD3, or SET domain-containing protein 3, is a protein-histidine N-methyltransferase that specifically mediates 1-methylhistidine (tau-methylhistidine) methylation of actin at 'His-73' (PMID: 30526847; 3MH/1MH switch - PMID: 30626964). SETD3 is a methyltransferase that uses S-adenosyl-L-methionine to transfer the methyl group to histidine at the tau position. Histidine methylation of actin His-73 is required for smooth muscle contraction of the laboring uterus during delivery (3MH/1MH switch - PMID: 30626964). It also reduces the nucleotide exchange rate on actin monomers and modestly accelerates actin filament assembly (3MH/1MH switch - PMID: 30626964). SETD3-mediated histidine methylation appears to occur in all higher eukaryotes with actin, from plants to insects to vertebrates. Within cells, SETD3 is found in the cytoplasm and nucleus. In contrast to SETD3, METTL18 is a nuclear methyltransferase protein that contains a functional nuclear localization signal and accumulates in nucleoli. Specifically, METTL18 is a seven β-strand (7BS) methyltransferase that uses S-adenosyl-L-methionine to transfer the methyl group to the tau position of His-245 on ribosomal protein L3, RPL3 (3MH/1MH switch - PMID: 33693809).  METTL18 is highly conserved and found in essentially all eukaryotes (from yeast to humans). METTL18-mediated methylation of RPL3 is important for optimal ribosome biogenesis and function (3MH/1MH switch - PMID: 33693809). Other proteins that are known to have 1MH modifications include myosin and myosin kinase.  In addition to these tau-His-methylated proteins, a specialized dipeptide called ophidine (balenine) that consists of beta-alanine and 1MH is also known (PMID: 24137022). This methylated analog of carnosine, which is naturally produced in the liver via the enzyme carnosine synthase I (PMID: 20097752), is especially abundant in the skeletal muscles and brains of whales and dolphins but almost completely absent in other vertebrates (PMID: 24137022).  Ophidine, like its homologs anserine and carnosine, is believed to act as a pH buffer (for lactic acid generated by muscles), an antiglycating agent, and an antioxidant. Neither ophidine nor anserine are produced in humans, with humans being the only vertebrate not producing (or producing very little) methylated histidine versions of carnosine (PMID: 24137022).  Because 1MH is so abundant in skeletal muscle tissues (being found in the main myofibrillar proteins actin and myosin), the urinary concentrations of 1-methylhistidine can be used as a biomarker for skeletal muscle protein breakdown, especially for those who have been subject to muscle injury (3MH/1MH switch - PMID: 16079625). During protein catabolism, 1-methylhistidine is released but cannot be reutilized. Therefore, the plasma concentration and urine excretion of 1-methylhistidine serve as sensitive markers of myofibrillar protein degradation (3MH/1MH switch - PMID: 32235743). Approximately 75% of 1-methylhistidine in the human body is estimated to originate from skeletal muscle (3MH/1MH switch - PMID: 32235743). In addition to the degradation of muscle proteins, the 1-methylhistidine level can be moderately affected by the degradation of intestinal proteins and meat intake. 1-Methylhistidine has been found to be associated with several diseases such as Alzheimer's disease, preeclampsia, obesity, kidney disease. The normal concentration of 1-methylhistidine in the urine of healthy adult humans has been detected and quantified in a range of 17.7-153.8 micromoles per millimole (umol/mmol) of creatinine, with most studies reporting the average urinary concentration between 25-40 umol/mmol of creatinine. The average concentration of 1-methylhistidine in human blood plasma has been detected and quantified at 12.7 micromolar (uM) with a range of 9.8-15.6 uM. As a general rule, urinary 3MH is associated with white meat intake (p< 0.001), whereas urinary 1MH is associated with red meat intake (p< 0.001) (3MH/1MH switch - PMID: 34091671).		Expected Solid	CN1C=NC(CC(N)C(O)=O)=C1	C7H11N3O2	InChI=1S/C7H11N3O2/c1-10-3-5(9-4-10)2-6(8)7(11)12/h3-4,6H,2,8H2,1H3,(H,11,12)	BRMWTNUJHUMWMS-UHFFFAOYSA-N	169.0851266			MMDBc0000323
BASm0014095	Bilirubin	Bilirubin is a yellow bile pigment that is a degradation product of heme. It occurs in the normal catabolic pathway that breaks down heme in vertebrates. This catabolism is a necessary process in the body's clearance of waste products that arise from the destruction of aged or abnormal red blood cells. Bilirubin has been found in all vertebrates and in certain plants including Strelitzia nicolai (PMID: 28573242). Bilirubin levels in humans are elevated in certain diseases such as jaundice and liver disease and it is responsible for the yellow color of bruises and the yellow discoloration in jaundice. Bilirubin breakdown products, such as stercobilin, cause the brown color of feces. A different breakdown product, urobilin, is the main component of the straw-yellow color in urine. Bilirubin consists of an open chain of four pyrroles (tetrapyrrole). It is formed by oxidative cleavage of a porphyrin in heme, which leads to biliverdin, a green tetrapyrrolic bile pigment that is also a product of heme catabolism. Biliverdin is then reduced to bilirubin via biliverdin reductase. After conjugation with glucuronic acid, bilirubin can be excreted in the urine. Bilirubin is structurally similar to the pigment phycobilin used by certain algae to capture light energy, and to the pigment phytochrome used by plants to sense light. Elevated bilirubin levels in humans are associated with Crigler-Najjar syndrome type I, which is an inborn error of metabolism. Crigler-Najjar syndrome is a rare genetic disorder characterized by an inability to properly convert and clear bilirubin from the body. Affected individuals cannot convert unconjugated bilirubin to the conjugated form because they lack a specific liver enzyme required to break down (metabolize) bilirubin. Since they cannot convert bilirubin, they develop abnormally high levels of unconjugated bilirubin in the blood (hyperbilirubinemia). Crigler-Najjar syndrome is caused by mutations in the UGT1A1 gene. The hallmark finding of Crigler-Najjar syndrome is a persistent yellowing of the skin, mucous membranes and whites of the eyes (jaundice). Elevation of both alanine aminotransferase and bilirubin levels in serum or plasma can be indicative of serious liver injury. High levels of bilirubin are indicative of jaundice, which is easily recognizable due to a yellowing of the skin and eyes.  Bilirubin is also an antioxidant. Bilirubin's antioxidant activity may be particularly important in the brain, where it prevents excitotoxicity and neuronal death by scavenging superoxide during N-methyl-D-aspartic acid neurotransmission (PMID: 31353321).		Expected Solid	CC1=C(C=C)\C(NC1=O)=C\C1=C(C)C(CCC(O)=O)=C(CC2=C(CCC(O)=O)C(C)=C(N2)\C=C2/NC(=O)C(C=C)=C2C)N1	C33H36N4O6	InChI=1S/C33H36N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,13-14,34-35H,1-2,9-12,15H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b26-13-,27-14-	BPYKTIZUTYGOLE-IFADSCNNSA-N	584.2634849			MMDBc0000328
BASm0014096	Cyclic AMP	Cyclic AMP (cAMP) or cyclic adenosine monophosphate is an adenine nucleotide containing one phosphate group which is esterified to both the 3'- and 5'-positions of the sugar moiety. cAMP is found in all organisms ranging from bacteria to plants to animals. In humans and other mammals it is a second messenger and a key intracellular regulator, functioning as a mediator of activity for a number of hormones, including epinephrine, glucagon and ACTH. cAMP is synthesized from ATP by adenylate cyclase. Adenylate cyclase is located at the inner side of cell membranes. Adenylate cyclase is activated by the hormones glucagon and adrenaline and by G protein. Liver adenylate cyclase responds more strongly to glucagon, and muscle adenylate cyclase responds more strongly to adrenaline. cAMP decomposition into AMP is catalyzed by the enzyme phosphodiesterase. cAMP is primarily used for intracellular signal transduction, such as transferring into cells the effects of hormones like glucagon and adrenaline, which cannot pass through the plasma membrane. cAMP is also involved in the activation of protein kinases. In addition, cAMP binds to and regulates the function of ion channels such as the HCN channels. Hyperpolarization-activated cyclic nucleotide-gated (HCN) channels are integral membrane proteins that serve as nonselective voltage-gated cation channels in the plasma membranes of heart and brain cells. HCN channels are sometimes referred to as pacemaker channels because they help to generate rhythmic activity within groups of heart and brain cells.		Expected Solid	[H][C@@]12COP(O)(=O)O[C@@]1([H])[C@@H](O)[C@@H](O2)N1C=NC2=C1N=CN=C2N	C10H12N5O6P	InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1	IVOMOUWHDPKRLL-KQYNXXCUSA-N	329.0525197			MMDBc0000329
BASm0014097	Gentisic acid	Gentisic acid, also known as gentisate or 2,5-dioxybenzoate, belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups. Gentisic acid is also classified as a dihydroxybenzoic acid.  It is a derivative of benzoic acid and a minor (1%) product of the metabolic break down of aspirin, which is excreted by the kidneys. Gentisic acid is found in essentially all organisms ranging from bacteria to fungi to plants to animals. Gentisic acid has been associated with a number of useful effects on human health and exhibits anti-inflammatory, antigenotoxic, hepatoprotective, neuroprotective, antimicrobial, and especially antioxidant activities (PMID: 31825145). It is widely distributed in plants as a secondary plant product such as Gentiana spp., Citrus spp., Vitis vinifera, Pterocarpus santalinus, Helianthus tuberosus, Hibiscus rosa-sinensis, Olea europaea, and Sesamum indicum and in fruits such as avocados, batoko plum, kiwi fruits, apple, bitter melon, black berries, pears, and some mushrooms (PMID: 31825145). Gentisic acid is found in higher concentrations in a number of foods such as tarragons, common thymes, and common sages and in a lower concentration in grape wines, rosemaries, and sweet marjorams. Gentisic acid has also been shown to act as a pathogen-inducible signal for the activation of plant defenses in tomato plants and cucumbers (PMID: 16321412; https://doi.org/10.1094/MPMI.1999.12.3.227).		Expected Solid	OC(=O)C1=C(O)C=CC(O)=C1	C7H6O4	InChI=1S/C7H6O4/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,8-9H,(H,10,11)	WXTMDXOMEHJXQO-UHFFFAOYSA-N	154.0266087			MMDBc0000336
BASm0014098	3b-Hydroxy-5-cholenoic acid	3b-Hydroxy-5-cholenoic acid, also known as 3b-hydroxy-chol-5-en-24-oate or cholenate, belongs to the class of organic compounds known as monohydroxy bile acids. These are bile acids bearing a hydroxyl group. Bile acids facilitate fat absorption and cholesterol excretion. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, and depends only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine, and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH, and consequently require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487 , 16037564 , 12576301 , 11907135 ). When present in sufficiently high levels, bile acids can act as hepatotoxins and metabotoxisn. A hepatotoxin causes damage to the liver or liver cells. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Among the primary bile acids, cholic acid is considered to be the least hepatotoxic while deoxycholic acid is the most hepatoxic (PMID: 1641875 ). The liver toxicity of bile acids appears to be due to their ability to peroxidate lipids and to lyse liver cells. Chronically high levels of cholic acid are associated with familial hypercholanemia. In hypercholanemia, bile acids are elevated in the blood. This disease causes liver damage, extensive itching, poor fat absorption, and can lead to rickets due to lack of calcium in bones. The deficiency of normal bile acids in the intestines results in a deficiency of vitamin K, which also adversely affects clotting of the blood. 		Expected Solid	[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C	C24H38O3	InChI=1S/C24H38O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h5,15,17-21,25H,4,6-14H2,1-3H3,(H,26,27)/t15-,17+,18+,19-,20+,21+,23+,24-/m1/s1	HIAJCGFYHIANNA-QIZZZRFXSA-N	374.2820951			MMDBc0000339
BASm0014099	2-Hydroxy-3-methylpentanoic acid	2-Hydroxy-3-methylpentanoic acid or 2-hydroxy-3-methylvaleric acid (HMVA) is an organic acid generated by L-isoleucine metabolism. It is derived from the reduction of 2-Keto-3-methylvaleric acid (KMVA), possibly through the action of a lactate dehydrogenase (PMID: 1429566). There are 4 stereoisomers of HMVA (2S,3S-HMVA, 2R,3R-HMVA, 2S,3R-HMVA and 2R,3S-HMVA), of which the 2S,3S and 2S,3R derivatives are generally separable. HMVA is found in the urine and blood of normal individuals but in very elevated levels in patients with maple syrup urine disease (MSUD) (PMID: 1429566). Maple syrup urine disease (MSUD) is an inherited metabolic disease predominantly characterized by neurological dysfunction including psychomotor/delay/mental retardation.		Expected Solid	CC[C@@H](C)[C@@H](O)C(O)=O	C6H12O3	InChI=1S/C6H12O3/c1-3-4(2)5(7)6(8)9/h4-5,7H,3H2,1-2H3,(H,8,9)/t4-,5-/m1/s1	RILPIWOPNGRASR-RFZPGFLSSA-N	132.0786443			MMDBc0000340
BASm0014100	3,7-Dihydroxy-12-oxocholanoic acid	3,7-Dihydroxy-12-oxocholanoic acid is a bile acid. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135).		Expected Solid	[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)C(=O)C[C@@]1([H])[C@@]2([H])[C@H](O)C[C@]2([H])C[C@H](O)CC[C@]12C	C24H38O5	InChI=1S/C24H38O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-19,22,25-26H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,19-,22+,23+,24-/m1/s1	MIHNUBCEFJLAGN-DMMBONCOSA-N	406.2719243			MMDBc0000342
BASm0014101	5-Hydroxylysine	5-Hydroxylysine (Hyl), also known as hydroxylysine or 5-Hydroxy-L-lysine, belongs to the class of organic compounds known as L-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. Amino acids are organic compounds that contain amino (-NH2) and carboxyl (-COOH) functional groups, along with a side chain (R group) specific to each amino acid. 5-Hydroxylysine is a hydroxylated derivative of the amino acid lysine that is present in certain collagens, the chief structural protein of mammalian skin and connective tissue. 5-Hydroxylysine arises from a post-translational hydroxy modification of lysine and is biosynthesized from lysine via oxidation by lysyl hydroxylase enzymes. 5-Hydroxylysine can then undergo further modification by glycosylation, giving rise to galactosyl hydroxylysine (GH) and glucosylgalactosyl hydroxylysine (GGH). These glycosylated forms of hydroxylysine contribute to collagen’s unusual toughness and resiliency. The monoglycosylated, galactosyl-hydroxylysine is enriched in bone compared with the disaccharide form, glucosyl-galactosyl-hydroxylysine, which is the major form in skin. 5-Hydroxylysine exists in all eukaryotes, ranging from yeast to humans. It was first discovered in 1921 by Donald Van Slyke. Free forms of hydroxylysine arise through proteolytic degradation of collagen.  Urinary excretion of 5-Hydroxylysine and its glycosides can be used as an index of collagen degradation, with high levels being indicative of more rapid or extensive collagen degradation (often seen in patients with thermal burns, Paget's disease of bone or hyperphosphatasia) (PMID: 404321).		Expected Solid	NC[C@H](O)CC[C@H](N)C(O)=O	C6H14N2O3	InChI=1S/C6H14N2O3/c7-3-4(9)1-2-5(8)6(10)11/h4-5,9H,1-3,7-8H2,(H,10,11)/t4-,5+/m1/s1	YSMODUONRAFBET-UHNVWZDZSA-N	162.1004423			MMDBc0000344
BASm0014102	cis-4-Hydroxycyclohexylacetic acid	cis-4-Hydroxycyclohexylacetic acid is a tyrosine metabolite that has been found in the urine of a patient with a defect of 4-hydroxyphenylpyruvate dioxygenase (or HPPD) (EC 1.13.11.27), an inborn error of metabolism (PMIDs 701419, 719903) also called hawkinsinuria. 4-Hydroxyphenylpyruvate dioxygenase participates in the tyrosine catabolic pathway by catalyzing the conversion of 4-hydroxyphenylpyruvate to homogentisate (Hager et al., 1957). The mechanism of action of 4-hydroxyphenylpyruvate dioxygenase involves a decarboxylation step and an oxidation step, followed by a rearrangement step to form homogentisic acid (Tomoeda et al., 2000). Awata et al. (1994) determined that the HPD gene contains 14 exons. Analysis of the 5-prime flanking sequence of the gene suggested that expression of the gene is regulated by hepatocyte-specific and liver-enriched transcription factors, as well as by hormones (OMIM: 609695). cis-4-Hydroxycyclohexylacetic acid has also been found to be a microbial metabolite (PMID: 20615997).		Expected Solid	OC1CCC(CC(O)=O)CC1	C8H14O3	InChI=1S/C8H14O3/c9-7-3-1-6(2-4-7)5-8(10)11/h6-7,9H,1-5H2,(H,10,11)	ALTAAUJNHYWOGS-UHFFFAOYSA-N	158.0942943			MMDBc0000345
BASm0014103	Stigmastanol	Stigmastanol, also known as sitostanol or (3b)-stigmastan-3-ol, belongs to stigmastanes and derivatives class of compounds. Those are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. Stigmastanol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Stigmastanol can be found primarily in blood and feces, as well as in human skeletal muscle tissue. Stigmastanol can be found anywhere throughout the human cell, such as in in the peroxisome, in the cytoplasm, in the Golgi apparatus, and in the membrane (predicted from logP). It can also be found in the extracellular space. Moreover, stigmastanol is found to be associated with sitosterolemia, an inborn error of metabolism. Stigmastanol (sitostanol) is a phytosterol found in a variety of plant sources. Similar to sterol esters and stanol esters, stigmastanol inhibits the absorption of cholesterol from the diet. Animal studies suggest that it also inhibits biosynthesis of cholesterol in the liver (Wikipedia). Stigmastanol is plant stanol. It can decrease the circulating LDL-cholesterol level by reducing intestinal cholesterol absorption (PMID 16910223).		Expected Solid	CC[C@H](CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C	C29H52O	InChI=1S/C29H52O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h19-27,30H,7-18H2,1-6H3/t20-,21-,22?,23+,24+,25-,26+,27+,28+,29-/m1/s1	LGJMUZUPVCAVPU-KZXGMYDKSA-N	416.4018163			MMDBc0000351
BASm0014104	4,5-Dihydroorotic acid	4,5-Dihydroorotic acid, also known as dihydroorotate or hydroorotate is a pyrimidinemonocarboxylic acid that results from the base-catalysed cyclisation of N-alpha-carbethoxyasparagine. It is classified as a secondary amide, a monocarboxylic acid, a pyrimidinemonocarboxylic acid and a N-acylurea. 4,5-Dihydroorotic acid is a derivative of orotic acid which serves as an intermediate in pyrimidine biosynthesis. 4,5-Dihydroorotic acid exists in all living species, ranging from bacteria to plants to humans. 4,5-Dihydroorotic acid is synthesized by the enzyme known as Dihydroorotase (EC 3.5.2.3) which converts carbamoyl aspartic acid into 4,5-dihydroorotic acid as part of the de novo pyrimidine biosynthesis pathway (PMID: 13163076). 4,5-Dihydroorotic acid is also a substrate for the enzyme known as dihydroorotate dehydrogenase (DHODH).  In mammalian species, DHODH catalyzes the fourth step in the de novo pyrimidine biosynthesis pathway, which involves the ubiquinone-mediated oxidation of dihydroorotate to orotate and the reduction of flavin mononucleotide (FMN) to dihydroflavin mononucleotide (FMNH2). Inhibition of DHODH activity with teriflunomide (an immunomodulatory drug) or expression with RNA interference results in reduced ROS generation and consequent apoptosis of transformed skin and prostate epithelial cells. Mutations in the DHOD gene have been shown to cause Miller syndrome, also known as Genee-Wiedemann syndrome, Wildervanck-Smith syndrome or post-axial acrofacial dystosis (PMID: 19915526).		Expected Solid	OC(=O)C1CC(=O)NC(=O)N1	C5H6N2O4	InChI=1S/C5H6N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h2H,1H2,(H,9,10)(H2,6,7,8,11)	UFIVEPVSAGBUSI-UHFFFAOYSA-N	158.0327567			MMDBc0000352
BASm0014105	Acetylglycine	N-Acetyl-glycine or N-Acetylglycine, belongs to the class of organic compounds known as N-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. N-Acetylglycine can also be classified as an alpha amino acid or a derivatized alpha amino acid. Technically, N-Acetylglycine is a biologically available N-terminal capped form of the proteinogenic alpha amino acid glycine. N-acetyl amino acids can be produced either via direct synthesis of specific N-acetyltransferases or via the proteolytic degradation of N-acetylated proteins by specific hydrolases. N-terminal acetylation of proteins is a widespread and highly conserved process in eukaryotes that is involved in protection and stability of proteins (PMID: 16465618).  About 85% of all human proteins and 68% of all yeast proteins are acetylated at their N-terminus (PMID: 21750686). Several proteins from prokaryotes and archaea are also modified by N-terminal acetylation. The majority of eukaryotic N-terminal-acetylation reactions occur through N-acetyltransferase enzymes or NAT’s (PMID: 30054468).  These enzymes consist of three main oligomeric complexes NatA, NatB, and NatC, which are composed of at least a unique catalytic subunit and one unique ribosomal anchor. The substrate specificities of different NAT enzymes are mainly determined by the identities of the first two N-terminal residues of the target protein. The human NatA complex co-translationally acetylates N-termini that bear a small amino acid (A, S, T, C, and occasionally V and G) (PMID: 30054468). NatA also exists in a monomeric state and can post-translationally acetylate acidic N-termini residues (D-, E-). NatB and NatC acetylate N-terminal methionine with further specificity determined by the identity of the second amino acid.  N-acetylated amino acids, such as N-acetylglycine can be released by an N-acylpeptide hydrolase from peptides generated by proteolytic degradation (PMID: 16465618). In addition to the NAT enzymes and protein-based acetylation, N-acetylation of free glycine can also occur. In particular, N-Acetylglycine can be biosynthesized from glycine and acetyl-CoA by the enzyme glycine N-acyltransferase (GLYAT) (EC 2.3.1.13). Excessive amounts N-acetyl amino acids including N-acetylglycine (as well as N-acetylserine, N-acetylglutamine, N-acetylglutamate, N-acetylalanine, Nacetylmethionine and smaller amounts of N-acetylthreonine, N-acetylleucine, N-acetylvaline and N-acetylisoleucine) can be detected in the urine with individuals with acylase I deficiency, a genetic disorder (PMID: 16465618). Aminoacylase I is a soluble homodimeric zinc binding enzyme that catalyzes the formation of free aliphatic amino acids from N-acetylated precursors. In humans, Aminoacylase I is encoded by the aminoacylase 1 gene (ACY1) on chromosome 3p21 that consists of 15 exons (OMIM 609924). Individuals with aminoacylase I deficiency will experience convulsions, hearing loss and difficulty feeding (PMID: 16465618). ACY1 can also catalyze the reverse reaction, the synthesis of acetylated amino acids. Many N-acetylamino acids, including N-acetylglycine, are classified as uremic toxins if present in high abundance in the serum or plasma (PMID: 26317986; PMID: 20613759). Uremic toxins are a diverse group of endogenously produced molecules that, if not properly cleared or eliminated by the kidneys, can cause kidney damage, cardiovascular disease and neurological deficits (PMID: 18287557).		Expected Solid	CC(=O)NCC(O)=O	C4H7NO3	InChI=1S/C4H7NO3/c1-3(6)5-2-4(7)8/h2H2,1H3,(H,5,6)(H,7,8)	OKJIRPAQVSHGFK-UHFFFAOYSA-N	117.0425931			MMDBc0000353
BASm0014106	5beta-Coprostanol	5beta-Coprostanol, also known as coprosterol or coprostanol, is a cholesterol derivative found in human feces, gallstones, eggs, and other biological matter. Coprosterol is the odorous principle of feces. It is formed from the biohydrogenation of cholesterol (cholest-5en-3β-ol) in the gut of most higher animals and birds. This compound has frequently been used as a biomarker for the presence of human faecal matter in the environment. American physician Austin Flint named it stercorin (Wikipedia ). The transformation of cholesterol into coprosterol in its passage through the body involves a reduction of the C5:C6 double bond, and a transition from the allocholanic- to the cholanic-ring system. Although it is established that the bacterial flora of the intestine is concerned in the reduction process, the mechanism by which the stereochemical change is brought about is unknown. Current data suggests that cholestenone and coprostanone, and not cholesterol itself, are the immediate precursors of coprosterol which is formed from them in the intestine by bacterial reduction. Coprosterol is also a microbial metabolite, it can be produced by Lactobacillus (PMID: 20338415 ).		Expected Solid	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C	C27H48O	InChI=1S/C27H48O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-25,28H,6-17H2,1-5H3/t19-,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1	QYIXCDOBOSTCEI-NWKZBHTNSA-N	388.3705162			MMDBc0000355
BASm0014107	gamma-Glutamylphenylalanine	gamma-Glutamylphenylalanine is a dipeptide composed of gamma-glutamate and phenylalanine, and is a proteolytic breakdown product of larger proteins. It is probably formed by transpeptidation between glutathione and the corresponding amino acid, catalyzed by gamma-glutamyl transpeptidase (PMID: 237763). gamma-Glutamylphenylalanine belongs to the family of N-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. gamma-Glutamylphenylalanine is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. It can be detected in the urine of patients with phenylketonuria, which is a human genetic disorder due to the lack of phenylalanine hydroxylase to metabolize phenylalanine to tyrosine (Wikipedia). gamma-Glutamylphenylalanine is found in adzuki bean, onion (Allium cepa), garlic (Allium sativum), and soybean.		Expected Solid	N[C@@H](CCC(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O)C(O)=O	C14H18N2O5	InChI=1S/C14H18N2O5/c15-10(13(18)19)6-7-12(17)16-11(14(20)21)8-9-4-2-1-3-5-9/h1-5,10-11H,6-8,15H2,(H,16,17)(H,18,19)(H,20,21)/t10-,11-/m0/s1	XHHOHZPNYFQJKL-QWRGUYRKSA-N	294.1215717			MMDBc0000356
BASm0014108	Erythronic acid	Erythronic acid is a sugar component of aqueous humour (eye). It may be derived from glycated proteins or from degradation of ascorbic acid. Erythronic acid is a normal organic acid present in a healthy adult and pediatric population. It has been found in urine, plasma, CSF, and synovial fluid (PMID: 14708889, 8087979, 8376520, 10420182). Erythronic acid is formed when N-acetyl-D-glucosamine (GlcNAc) is oxidized. GlcNAc is a constituent of hyaluronic acid (HA), a polysaccharide consisting of alternating units of glucuronic acid and GlcNAc, present as an aqueous solution in synovial fluid. In the synovial fluid of patients suffering from rheumatoid arthritis, HA is thought to be degraded either by radicals generated by Fenton chemistry (Fe2+/H2O2) or by NaOCl generated by myeloperoxidase (PMID: 10614067).		Expected Solid	OC[C@@H](O)[C@@H](O)C(O)=O	C4H8O5	InChI=1S/C4H8O5/c5-1-2(6)3(7)4(8)9/h2-3,5-7H,1H2,(H,8,9)/t2-,3-/m1/s1	JPIJQSOTBSSVTP-PWNYCUMCSA-N	136.0371734			MMDBc0000357
BASm0014109	Isocaproic acid	Isocaproic acid, a metabolite of 20 alpha-hydroxycholesterol (PMID 14446007) and is an important metabolite in early placentas enabling the convertion from cholesterol to pregnenolone to Dehydroepiandrosterone (DHEA) (PMID 11972299).		Expected Solid	CC(C)CCC(O)=O	C6H12O2	InChI=1S/C6H12O2/c1-5(2)3-4-6(7)8/h5H,3-4H2,1-2H3,(H,7,8)	FGKJLKRYENPLQH-UHFFFAOYSA-N	116.0837296			MMDBc0000362
BASm0014110	Hydroxypropionic acid	3-Hydroxypropionic acid is a carboxylic acid. It is an intermediate in the breakdown of branched-chain amino acids and propionic acid from the gut. Typically it originates from propionyl-CoA and a defect in the enzyme propionyl carboxylase. This leads to a buildup in propionyl-CoA in the mitochondria.  Such a buildup can lead to a disruption of the esterified CoA:free CoA ratio and ultimately to mitochondrial toxicity. Detoxification of these metabolic end products occurs via the transfer of the propionyl moiety to carnitine-forming propionyl-carnitine, which is then transferred across the inner mitochondrial membrane. 3-Hydroxypropionic acid is then released as the free acid. As an industrial chemical, it is used in the production of various chemicals such as acrylates in industry. When present in sufficiently high levels, 3-hydroxypropionic acid can act as an acidogen and a metabotoxin. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of hydroxypropionic acid are associated with many inborn errors of metabolism including biotinidase deficiency, malonic aciduria, methylmalonate semialdehyde dehydrogenase deficiency, methylmalonic aciduria, methylmalonic aciduria due to cobalamin-related disorders, and propionic acidemia. Hydroxypropionic acid is an organic acid. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. Infants with acidosis have symptoms that include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart, liver, and kidney abnormalities, seizures, coma, and possibly death. These are also the characteristic symptoms of the IEMs mentioned above. Many affected children with organic acidemias experience intellectual disability or delayed development. In adults, acidosis or acidemia is characterized by headaches, confusion, feeling tired, tremors, sleepiness, and seizures. 3-Hydroxypropionic acid is also a microbial metabolite found in Escherichia, Klebsiella and Saccharomyces (PMID: 26360870).		Expected Solid	OCCC(O)=O	C3H6O3	InChI=1S/C3H6O3/c4-2-1-3(5)6/h4H,1-2H2,(H,5,6)	ALRHLSYJTWAHJZ-UHFFFAOYSA-N	90.03169406			MMDBc0000364
BASm0014111	Orotidine	Orotidine is a nucleoside formed by attaching orotic acid to a ribose ring via a beta-N1-glycosidic bond. It is a water-soluble solid.  Orotidine is found in bacteria, fungi, plants, and animals.  In humans, orotidine occurs as its 5'-phosphate (orotidylic acid), which is an intermediate in the biosynthesis of pyrimidine nucleosides (cytidine and uridine) that are found in nucleic acids (as the nucleotides containing the bases cytosine and uracil). Orotidine itself is not a component of nucleic acid.  Orotidine monophosphate (OMP) is converted to uridine monophosphate by OMP decarboxylase, which is inhibited by mononucleotide precursors.  Large amounts of orotidine are excreted in the urine of cancer patients treated with 6-azauridine, which is one such inhibitor, indicating that the subject has increased DNA synthesis due to cancer.  Orotidine was first isolated from a mutant strain of the fungus Neurospora by A. Michael Michelson, William Drell, and Herschel K. Mitchell (PMID: 14853953).		Expected Solid	OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C(=O)NC(=O)C=C1C(O)=O	C10H12N2O8	InChI=1S/C10H12N2O8/c13-2-4-6(15)7(16)8(20-4)12-3(9(17)18)1-5(14)11-10(12)19/h1,4,6-8,13,15-16H,2H2,(H,17,18)(H,11,14,19)/t4-,6-,7-,8-/m1/s1	FKCRAVPPBFWEJD-XVFCMESISA-N	288.0593654			MMDBc0000368
BASm0014112	Phytanic acid	Phytanic acid (or 3,7,11,15-tetramethylhexadecanoic acid) is a 20-carbon branched-chain fatty acid that humans can obtain through the consumption of dairy products, ruminant animal fats, and certain fish. It is primarily formed by bacterial degradation of chlorophyll in the intestinal tract of ruminants. Unlike most fatty acids, phytanic acid cannot be metabolized by beta-oxidation (because of a methyl group in the beta position). Instead, it undergoes alpha-oxidation in the peroxisome, where it is converted into pristanic acid by the removal of one carbon. Pristanic acid can undergo several rounds of beta-oxidation in the peroxisome to form medium-chain fatty acids that can be converted into carbon dioxide and water in mitochondria. Refsum disease, an autosomal recessive neurological disorder caused by mutations in the PHYH gene, is characterized by having impaired alpha-oxidation activity. Individuals with Refsum disease accumulate large stores of phytanic acid in their blood and tissues. This frequently leads to peripheral polyneuropathy, cerebellar ataxia, retinitis pigmentosa, anosmia, and hearing loss. Therefore, chronically high levels of phytanic acid can be neurotoxic. Phytanic acid's neurotoxicity appears to lie in its ability to initiate astrocyte/neural cell death by activating the mitochondrial route of apoptosis. In particular, phytanic acid can induce the substantial generation of reactive oxygen species in isolated mitochondria as well as in intact cells. It also induces the release of cytochrome c from mitochondria.		Expected Solid	CC(C)CCCC(C)CCCC(C)CCCC(C)CC(O)=O	C20H40O2	InChI=1S/C20H40O2/c1-16(2)9-6-10-17(3)11-7-12-18(4)13-8-14-19(5)15-20(21)22/h16-19H,6-15H2,1-5H3,(H,21,22)	RLCKHJSFHOZMDR-UHFFFAOYSA-N	312.3028305			MMDBc0000369
BASm0014113	N-alpha-Acetyl-L-citrulline	N-alpha-Acetyl-L-citrulline, also known as N-acetylcitrulline, is an N-acetylated metabolite of citrulline that is part of the arginine biosynthetic pathway. Arginine biosynthesis is notable for its complexity and variability at the genetic level, and by its connection with several other pathways, such as pyrimidine and polyamine biosynthesis, and certain degradative pathways. The initial steps of the arginine biosynthetic pathways proceed via N-acetylated intermediates. The presumed reason for this is that the acetylation prevents the spontaneous cyclization of glutamate derivatives, which leads to proline biosynthesis. N-acetyl-L-ornithine can be transcarbamylated directly by the enzyme acetylornithine transcarbamylase, resulting in N-acetyl-L-citrulline. The enzyme acetylornithine deacetylase can accept N-acetyl-L-citrulline as a substrate and can deacetylate it into citrulline. N-alpha-Acetyl-L-citrulline is found in cases of deficiency of the urea cycle enzyme argininosuccinate synthase (EC 6.3.4.5) that leads to increased concentrations of citrulline and N-acetylcitrulline in the urine (PMID: 14633929 ).		Expected Solid	CC(=O)N[C@@H](CCCNC(N)=O)C(O)=O	C8H15N3O4	InChI=1S/C8H15N3O4/c1-5(12)11-6(7(13)14)3-2-4-10-8(9)15/h6H,2-4H2,1H3,(H,11,12)(H,13,14)(H3,9,10,15)/t6-/m0/s1	WMQMIOYQXNRROC-LURJTMIESA-N	217.106256			MMDBc0000373
BASm0014114	Phenylpropionylglycine	Phenylpropionylglycine is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction: acyl-CoA + glycine < -- > CoA + N-acylglycine. The detection of phenylpropionylglycine in urine after an oral load of phenylpropionic acid can be used to diagnose deficiency of medium-chain acyl-CoA dehydrogenase, a frequent and treatable metabolic defect. (PMID 9234867).		Expected Solid	OC(=O)CNC(=O)CCC1=CC=CC=C1	C11H13NO3	InChI=1S/C11H13NO3/c13-10(12-8-11(14)15)7-6-9-4-2-1-3-5-9/h1-5H,6-8H2,(H,12,13)(H,14,15)	YEIQSAXUPKPPBN-UHFFFAOYSA-N	207.0895433			MMDBc0000374
BASm0014115	N-Acetyl-L-tyrosine	N-Acetyl-L-tyrosine or N-Acetyltyrosine, belongs to the class of organic compounds known as N-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. N-Acetyltyrosine can also be classified as an alpha amino acid or a derivatized alpha amino acid. Technically, N-Acetyltyrosine is a biologically available N-terminal capped form of the proteinogenic alpha amino acid L-tyrosine. N-acetyl amino acids can be produced either via direct synthesis of specific N-acetyltransferases or via the proteolytic degradation of N-acetylated proteins by specific hydrolases. N-terminal acetylation of proteins is a widespread and highly conserved process in eukaryotes that is involved in protection and stability of proteins (PMID: 16465618).  About 85% of all human proteins and 68% of all yeast proteins are acetylated at their N-terminus (PMID: 21750686). Several proteins from prokaryotes and archaea are also modified by N-terminal acetylation. The majority of eukaryotic N-terminal-acetylation reactions occur through N-acetyltransferase enzymes or NAT’s (PMID: 30054468).  These enzymes consist of three main oligomeric complexes NatA, NatB, and NatC, which are composed of at least a unique catalytic subunit and one unique ribosomal anchor. The substrate specificities of different NAT enzymes are mainly determined by the identities of the first two N-terminal residues of the target protein. The human NatA complex co-translationally acetylates N-termini that bear a small amino acid (A, S, T, C, and occasionally V and G) (PMID: 30054468). NatA also exists in a monomeric state and can post-translationally acetylate acidic N-termini residues (D-, E-). NatB and NatC acetylate N-terminal methionine with further specificity determined by the identity of the second amino acid.  N-acetylated amino acids, such as N-acetyltyrosine can be released by an N-acylpeptide hydrolase from peptides generated by proteolytic degradation (PMID: 16465618). In addition to the NAT enzymes and protein-based acetylation, N-acetylation of free tyrosine can also occur. Many N-acetylamino acids, including N-acetyltyrosine are classified as uremic toxins if present in high abundance in the serum or plasma (PMID: 26317986; PMID: 20613759). Uremic toxins are a diverse group of endogenously produced molecules that, if not properly cleared or eliminated by the kidneys, can cause kidney damage, cardiovascular disease and neurological deficits (PMID: 18287557). N-Acetyl-L-tyrosine, has also been associated with several inborn metabolic disorders including tyrosinemia I and aromatic l-amino acid decarboxylase deficiency. N-acetyltyrosine, is used in place of as a tyrosine precursor and administered as a source of nutritional support where oral nutrition is inadequate or cannot be tolerated (PMID: 14621123). N-acetyltyrosine has also been identified as an endogenous stress response factor. Under stress conditions, mitochondria release low levels of reactive oxygen species (ROS), which triggers a cytoprotective response, called "mitohormesis". N-acetyltyrosine has recently been identified as an intrinsic triggering factor of mitohormesis in stressed animals (PMID: 32118349). Interventions and small molecules, which promote formation of reactive oxygen species (ROS), have been shown to increase stress resistance and lifespan of different model organisms. These phenotypes occur only in response to low concentrations of ROS, while higher concentrations of ROS exert opposing effects. In this regard, a stress-dependent increase in N-acetyltyrosine was recently found to occur in insect larvae that had endured high temperatures (i.e. thermal stress). N-acetyltyrosine treatment has also been demonstrated to induce thermotolerance in several tested insect species. N-acetyltyrosine has been identified in the serum of humans as well as mice, and its concentration in mice was shown to be increased by heat stress, with N-acetyltyrosine pretreatment lowering the concentrations of corticosterone and peroxidized lipids in heat stressed mice (PMID: 33617888).		Expected Solid	CC(=O)N[C@@H](CC1=CC=C(O)C=C1)C(O)=O	C11H13NO4	InChI=1S/C11H13NO4/c1-7(13)12-10(11(15)16)6-8-2-4-9(14)5-3-8/h2-5,10,14H,6H2,1H3,(H,12,13)(H,15,16)/t10-/m0/s1	CAHKINHBCWCHCF-JTQLQIEISA-N	223.0844579			MMDBc0000375
BASm0014116	Undecanedioic acid	Undecanedioic acid has been found in parts of human aortas with advanced atherosclerotic lesions associated with intercellular matrix macromolecules and specifically with elastin, and may be the result of an increased hydrolysis of esters and (or) a decreased esterification. (PMID:131675). Undecanedioic acid has been found (among other unusual dicarboxylic acids) in the urine from patients under hopantenate therapy during episodes of Reye's-like syndrome. (PMID:2331533).		Expected Solid	OC(=O)CCCCCCCCCC(O)=O	C11H20O4	InChI=1S/C11H20O4/c12-10(13)8-6-4-2-1-3-5-7-9-11(14)15/h1-9H2,(H,12,13)(H,14,15)	LWBHHRRTOZQPDM-UHFFFAOYSA-N	216.1361591			MMDBc0000376
BASm0014117	7-Methylguanine	7-Methylguanine is a metabolite of DNA methylation and depurination observed in normal human biofluids; however, it has been found significantly higher in the urine of smokers than in nonsmokers. (PMID 16059882). 7-Methylguanine has been identified in the human placenta (PMID: 32033212).		Expected Solid	CN1C=NC2=C1C(=O)N=C(N)N2	C6H7N5O	InChI=1S/C6H7N5O/c1-11-2-8-4-3(11)5(12)10-6(7)9-4/h2H,1H3,(H3,7,9,10,12)	FZWGECJQACGGTI-UHFFFAOYSA-N	165.0650599			MMDBc0000377
BASm0014118	Biliverdin	Biliverdin is a green pigment formed as a byproduct of hemoglobin breakdown. It consists of four linearly connected pyrrole rings (a tetrapyrrole). Biliverdin is formed when the heme group in hemoglobin is cleaved at its alpha-methene bridge. The resulting biliverdin is then reduced to bilirubin, a yellow pigment, by the enzyme biliverdin reductase. The changing color of a bruise from deep purple to yellow over time is a graphical indicator of this reaction. Biliverdin occurs in the bile of amphibia and of birds, but not in normal human bile or serum.		Expected Solid	CC1=C(C=C)\C(NC1=O)=C\C1=C(C)C(CCC(O)=O)=C(N1)\C=C1/N=C(/C=C2\NC(=O)C(C=C)=C2C)C(C)=C1CCC(O)=O	C33H34N4O6	InChI=1S/C33H34N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,13-15,35H,1-2,9-12H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b26-13-,27-14-,28-15-	QBUVFDKTZJNUPP-BBROENKCSA-N	582.2478348			MMDBc0000382
BASm0014119	N6,N6,N6-Trimethyl-L-lysine	N6,N6,N6-Trimethyl-L-lysine is a methylated derivative of the amino acid lysine. It is a component of histone proteins, a precursor of carnitine and a coenzyme of fatty acid oxidation. N6,N6,N6-Trimethyl-L-lysine residues are found in a number of proteins and are generated by the action of S-adenosyl-L-methionine on exposed lysine residues. When trimethyllysine is released from cognate proteins via proteolysis, it serves as a precursor for carnitine biosynthesis. Mitochondrial 6-N-trimethyllysine dioxygenase converts 6-N-trimethyllysine to 3-hydroxy-6-N-trimethyllysine as the first step for carnitine biosynthesis. Because the subsequent carnitine biosynthesis enzymes are cytosolic, 3-hydroxy-6-N-trimethyllysine must be transported out of the mitochondria by a putative mitochondrial 6-N-trimethyllysine/3-hydroxy-6-N-trimethyllysine transporter system. Plasma -N-trimethyllysine concentrations are significantly lower in systemic carnitine deficiency patients compared to normal individuals, but no significant difference in urinary -N-trimethyllysine excretion is seen between the two groups.		Expected Solid	C[N+](C)(C)CCCC[C@H](N)C([O-])=O	C9H20N2O2	InChI=1S/C9H20N2O2/c1-11(2,3)7-5-4-6-8(10)9(12)13/h8H,4-7,10H2,1-3H3/t8-/m0/s1	MXNRLFUSFKVQSK-QMMMGPOBSA-N	188.1524779			MMDBc0000387
BASm0014120	Methylsuccinic acid	Methylsuccinic acid (CAS: 498-21-5) is a normal metabolite found in human fluids. Increased urinary levels of methylsuccinic acid (together with ethylmalonic acid) are the main biochemical measurable features in ethylmalonic encephalopathy (OMIM: 602473), a rare metabolic disorder with an autosomal recessive mode of inheritance that is clinically characterized by neuromotor delay, hyperlactic acidemia, recurrent petechiae, orthostatic acrocyanosis, and chronic diarrhea (PMID:12382164). The underlying biochemical defect involves isoleucine catabolism (PMID:9667231). Methylsuccinic acid levels were found to have decreased in the urine of animals under D-serine-induced nephrotoxicity (D-serine causes selective necrosis of the proximal straight tubules in the rat kidney) (PMID:15596249). Moreover, methylsuccinic acid is found to be associated with ethylmalonic encephalopathy, isovaleric acidemia, and medium-chain acyl-CoA dehydrogenase deficiency, which are also inborn errors of metabolism.		Expected Solid	C[C@@H](CC(O)=O)C(O)=O	C5H8O4	InChI=1S/C5H8O4/c1-3(5(8)9)2-4(6)7/h3H,2H2,1H3,(H,6,7)(H,8,9)/t3-/m0/s1	WXUAQHNMJWJLTG-VKHMYHEASA-N	132.0422587			MMDBc0000392
BASm0014121	gamma-CEHC	gamma-CEHC (gamma-carboxyethyl hydroxychroman) is a metabolite of vitamin E. Smokers have a significantly higher excretion level of urinary gamma-CEHC, and therefore require more vitamin E compared to non-smokers. Cigarette smoking is associated with increased oxidative stress and increased risk of degenerative disease. As the major lipophilic antioxidant, requirements for vitamin E may also be higher in smokers due to increased utilization (PMID: 15493460).		Expected Solid	CC1=C(O)C=C2CCC(C)(CCC(O)=O)OC2=C1C	C15H20O4	InChI=1S/C15H20O4/c1-9-10(2)14-11(8-12(9)16)4-6-15(3,19-14)7-5-13(17)18/h8,16H,4-7H2,1-3H3,(H,17,18)	VMJQLPNCUPGMNQ-UHFFFAOYSA-N	264.1361591			MMDBc0000397
BASm0014122	3-Hydroxyoctanoic acid	3-Hydroxyoctanoic acid (CAS: 14292-27-4) is an organic 3-hydroxy dicarboxylic acid, a metabolite of medium-chain fatty acid oxidation found in human urine. It is believed that urinary 3-hydroxy dicarboxylic acids are derived from the omega-oxidation of 3-hydroxy fatty acids and the subsequent beta-oxidation of longer-chain 3-hydroxy dicarboxylic acids. (PMID:1870421). 3-Hydroxyoctanoic acid has been identified in the human placenta (PMID: 32033212).		Expected Solid	CCCCC[C@H](O)CC(O)=O	C8H16O3	InChI=1S/C8H16O3/c1-2-3-4-5-7(9)6-8(10)11/h7,9H,2-6H2,1H3,(H,10,11)/t7-/m0/s1	NDPLAKGOSZHTPH-ZETCQYMHSA-N	160.1099444			MMDBc0000398
BASm0014123	Dimethylmalonic acid	Dimethylmalonic acid is a dicarboxylic acid that is malonic acid in which both methylene hydrogens have been replaced by methyl groups. It has a role as a fatty acid synthesis inhibitor. Dimethylmalonic acid, also known as 2,2-dimethylmalonate or propanedioate, belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. Dimethylmalonic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.		Expected Solid	CC(C)(C(O)=O)C(O)=O	C5H8O4	InChI=1S/C5H8O4/c1-5(2,3(6)7)4(8)9/h1-2H3,(H,6,7)(H,8,9)	OREAFAJWWJHCOT-UHFFFAOYSA-N	132.0422587			MMDBc0000400
BASm0014124	Methionine sulfoxide	Methionine sulfoxide (MetO) or L-Methionine sulfoxide belongs to the class of organic compounds known as L-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. Methionine sulfoxide arises through the oxidation of methionine residues in proteins by reactive oxygen species (ROS). Oxidation of methionine results in a mixture of the two diastereomers methionine-S-sulfoxide and methionine-R-sulfoxide. Methionine oxidation is considered an important post-translational event in protein synthesis and can affect the function and activity of many proteins. The oxidation of methionine plays an important role in vivo, during biological conditions of oxidative stress, as well as for protein stability in vitro. For instance, the oxidation of methionine residues in tissue proteins can cause them to misfold or otherwise render them dysfunctional. Most organisms have developed systems to restore these oxidized methionine residues back to methionine (i.e., converting MetO to Met). This reduction is done by the methionine sulfoxide reductase (MSR) system, with the MSRs type A (MSRA) and type B (MSRB) being specific for the S and R forms of MetO, respectively (PMID: 28917052). In mammals, the selenoprotein MSRB1 plays an important MetO repair function, and its expression is tightly regulated by dietary selenium (PMID: 28917052). The eventual proteolyis of any unfolded or misfolded MetO modified proteins leads to the production of free methionine sulfoxide that can be detected in blood or urine.  MetO is not a proteogenic amino acid and cannot be incorporated into proteins during ribosomal mediated translation. Levels of free MetO are closely correlated with levels of oxidative stress. Methionine sulfoxide (MetO), increases with age in body tissues, and its presence is believed by some to contribute to biological aging.  Levels of MetO are also increased in individuals suffering from chronic bacterial infections (tuberculosis) or other conditions causing inflammation (PMID: 32123207). Similarly, MetO is increased in the serum/plasma of patients diagnosed with sepsis (PMID: 27501420). This likely reflects the high production of ROS species arising from the overactive (but underperforming) immune response.		Expected Solid	CS(=O)CC[C@H](N)C(O)=O	C5H11NO3S	InChI=1S/C5H11NO3S/c1-10(9)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-,10?/m0/s1	QEFRNWWLZKMPFJ-YGVKFDHGSA-N	165.0459644			MMDBc0000401
BASm0014125	1-Phenylethylamine	1-Phenylethylamine, or alpha-phenethylamine, is an amine. Individual enantiomers of this basic compound are useful for performing chiral resolution of acidic compounds by forming diastereomeric salts. -- Wikipedia.		Expected Solid	CC(N)C1=CC=CC=C1	C8H11N	InChI=1S/C8H11N/c1-7(9)8-5-3-2-4-6-8/h2-7H,9H2,1H3	RQEUFEKYXDPUSK-UHFFFAOYSA-N	121.0891494			MMDBc0000402
BASm0014126	Syringic acid	Syringic acid, also known as syringate or cedar acid, belongs to the class of organic compounds known as gallic acid and derivatives. Gallic acid and derivatives are compounds containing a 3,4,5-trihydroxybenzoic acid moiety. Outside of the human body, Syringic acid is found, on average, in the highest concentration within a few different foods, such as common walnuts, swiss chards, and olives and in a lower concentration in apples, tarragons, and peanuts. Syringic acid has also been detected, but not quantified in several different foods, such as sweet marjorams, silver lindens, bulgurs, annual wild rices, and barley. This could make syringic acid a potential biomarker for the consumption of these foods. Syringic acid is correlated with high antioxidant activity and inhibition of LDL oxidation. Research suggests that phenolics from wine may play a positive role against oxidation of low-density lipoprotein (LDL), which is a key step in the development of atherosclerosis. Syringic acid is a phenol present in some distilled alcohol beverages. It is also a product of microbial (gut) metabolism of anthocyanins and other polyphenols that have been consumed (in fruits and alcoholic beverages - PMID:18767860). Syringic acid is also a microbial metabolite that can be found in Bifidobacterium (PMID:24958563).		Expected Solid	COC1=CC(=CC(OC)=C1O)C(O)=O	C9H10O5	InChI=1S/C9H10O5/c1-13-6-3-5(9(11)12)4-7(14-2)8(6)10/h3-4,10H,1-2H3,(H,11,12)	JMSVCTWVEWCHDZ-UHFFFAOYSA-N	198.0528234			MMDBc0000405
BASm0014127	Methylcysteine	Methylcysteine is one of the identified number of bioactive substances in garlic that are water soluble (PMID 16484549). It has been suggested that the use of these organosulfur agents derived from garlic could protect partially oxidized and glycated LDL or plasma against further oxidative and glycative deterioration, which might benefit patients with diabetic-related vascular diseases (PMID 15161248). It may also exert some chemopreventive effects on chemical carcinogenesis. However, it should be borne in mind that may also demonstrate promotion potential, depending on the organ examined (PMID 9591199). Methylcystein is a biomarker for the consumption of dried and cooked beans.		Expected Solid	CSC[C@@H](N)C(O)=O	C4H9NO2S	InChI=1S/C4H9NO2S/c1-8-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m1/s1	IDIDJDIHTAOVLG-GSVOUGTGSA-N	135.0353997			MMDBc0000407
BASm0014128	N1,N12-Diacetylspermine	N1,N12-Diacetylspermine is a polyamine commonly occurring in normal human urine (PMID 7775374). It has been reported that urinary N1,N12-Diacetylspermine can be used as a marker to efficiently detect colorectal and breast cancers at early stages (PMID 15837752). N1,N12-Diacetylspermine has been identified in the human placenta (PMID: 32033212).		Expected Solid	CC(=O)NCCCNCCCCNCCCNC(C)=O	C14H30N4O2	InChI=1S/C14H30N4O2/c1-13(19)17-11-5-9-15-7-3-4-8-16-10-6-12-18-14(2)20/h15-16H,3-12H2,1-2H3,(H,17,19)(H,18,20)	NPDTUDWGJMBVEP-UHFFFAOYSA-N	286.2368762			MMDBc0000408
BASm0014129	Desaminotyrosine	Desaminotyrosine, also known as 4-hydroxyphenylpropionic acid, is a normal constituent of human urine. It is a product of tyrosine metabolism; its concentration in urine increases in patients with gastrointestinal diseases. Desaminotyrosine is a major phenolic acid breakdown product of proanthocyanidin metabolism (PMID:15315398). Urinary desaminotyrosine is produced by Clostridium sporogenes and C. botulinum (PMID:29168502). Desaminotyrosine is also found in Acinetobacter, Bacteroides, Bifidobacteria, Bifidobacterium, Clostridium, Enterococcus, Escherichia, Eubacterium, Klebsiella, Lactobacillus, Pseudomonas, and Staphylococcus (PMID:29168502, 28393285, 19961416). Desaminotyrosine is a phenolic acid metabolite formed by the gut microflora detected after the consumption of whole grain.		Expected Solid	OC(=O)CCC1=CC=C(O)C=C1	C9H10O3	InChI=1S/C9H10O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-2,4-5,10H,3,6H2,(H,11,12)	NMHMNPHRMNGLLB-UHFFFAOYSA-N	166.0629942			MMDBc0000409
BASm0014130	N-Carboxyethyl-g-aminobutyric acid	Induces formation of Epstein Barr Virus lymphocytes immediately following infection. (282990).		Solid	OC(=O)CCCNCCC(O)=O	C7H13NO4	InChI=1S/C7H13NO4/c9-6(10)2-1-4-8-5-3-7(11)12/h8H,1-5H2,(H,9,10)(H,11,12)	SRGQUICKDUQCKO-UHFFFAOYSA-N	175.0844579			MMDBc0000410
BASm0014131	Imidazolepropionic acid	Imidazolepropionic acid, also known as deaminohistidine or 4-imidazolylpropionate (ImP), belongs to the class of organic compounds known as imidazolyl carboxylic acids and derivatives. These are organic compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an imidazole ring. ImP is a metabolite of histidine and it is formed from histidine via a urocanate intermediate in gut microbiota by the enzyme urocanate reductase (urdA). ImP is a very strong basic compound (based on its pKa). ImP is a product of histidine metabolism which may involve oxidation or transamination. This compound is found in the urine of rats loaded with histidine (PMID: 6021220). ImP (100 µM) decreases protein levels of insulin receptor substrate 1 (IRS-1), IRS-2, and phosphorylated Akt and increases levels of the mTORC1 activation marker phosphorylated p70 ribosomal S6 kinase enzyme (p70S6K) in primary mouse hepatocytes. It induces deficits in glucose tolerance in germ-free and conventionally raised mice when administered at doses of 500 and 100 µg/animal, respectively. It has also been found to prevent reductions in blood glucose levels induced by Metformin - a first-line therapy for type 2 diabetes - in mice (PMID: 33208748, PMID: 32783890, PMID: 30401435 ). Microbiota-host-diet interactions are known to contribute to the development of metabolic diseases and ImP is a known such microbially produced metabolic derivative histidine that impairs the mechanism of glucose. Specifically, ImP is found to be elevated in serum of individuals with pre-diabetes and diabetes (PMID: 33208748). Those with type 2 diabetes are shown to have significantly increased levels of serum ImP [0.028 μM (0.016–0.059) median and interquartile range; n = 140] compared to subjects with prediabetes [0.028 μM (0.017–0.049) median and interquartile range; n = 654] or normal glucose tolerance [0.020 μM (0.013–0.033) median and interquartile range; n = 359] (PMID: 33208748). ImP is also found to be elevated in serum of individuals with cardiovascular disease (CVD) (PMID: 33208748). ImP levels were significantly increased in CVD individuals [0.037 μM (0.021–0.069) median and interquartile range; n = 390] compared to individuals without CVD [0.025 μM (0.015–0.048) median and interquartile range; n = 1568] (P < 0.001, linear regression after adjustment for age, gender, BMI, ethnicity, diabetes status, and creatinine clearance) (PMID: 33208748).		Expected Solid	OC(=O)CCC1=CNC=N1	C6H8N2O2	InChI=1S/C6H8N2O2/c9-6(10)2-1-5-3-7-4-8-5/h3-4H,1-2H2,(H,7,8)(H,9,10)	ZCKYOWGFRHAZIQ-UHFFFAOYSA-N	140.0585775			MMDBc0000412
BASm0014132	Imidazolelactic acid	Imidazolelactic acid is the component of normal human urine. (PMID: 5856262). histidine loading causes an increase in the excretion of imidazolelactic acid. (PMID: 6021220). During pregnancy the values for imidazolelactic acid in urine is increased 3-fold. An interaction of allergic reactions and anomalies in the metabolism of the sex hormones are considered to form the basis of the pregnancy-specific illnesses that were studied. (PMID: 5789877). Urinary excretion of imidazolelactic acid is also an indication for folic acid and vitamin B12 deficiency. (PMID: 4645251).		Expected Solid	OC(CN1C=CN=C1)C(O)=O	C6H8N2O3	InChI=1S/C6H8N2O3/c9-5(6(10)11)3-8-2-1-7-4-8/h1-2,4-5,9H,3H2,(H,10,11)	JTYMXXCJQKGGFG-UHFFFAOYSA-N	156.0534921			MMDBc0000413
BASm0014133	N-Acetylserine	N-Acetyl-L-serine or N-Acetylserine, belongs to the class of organic compounds known as N-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. N-Acetylserine can also be classified as an alpha amino acid or a derivatized alpha amino acid. Technically, N-Acetylserine is a biologically available N-terminal capped form of the proteinogenic alpha amino acid L-serine. N-acetyl amino acids can be produced either via direct synthesis of specific N-acetyltransferases or via the proteolytic degradation of N-acetylated proteins by specific hydrolases. N-terminal acetylation of proteins is a widespread and highly conserved process in eukaryotes that is involved in protection and stability of proteins (PMID: 16465618).  About 85% of all human proteins and 68% of all yeast proteins are acetylated at their N-terminus (PMID: 21750686). Several proteins from prokaryotes and archaea are also modified by N-terminal acetylation. The majority of eukaryotic N-terminal-acetylation reactions occur through N-acetyltransferase enzymes or NAT’s (PMID: 30054468).  These enzymes consist of three main oligomeric complexes NatA, NatB, and NatC, which are composed of at least a unique catalytic subunit and one unique ribosomal anchor. The substrate specificities of different NAT enzymes are mainly determined by the identities of the first two N-terminal residues of the target protein. The human NatA complex co-translationally acetylates N-termini that bear a small amino acid (A, S, T, C, and occasionally V and G) (PMID: 30054468). NatA also exists in a monomeric state and can post-translationally acetylate acidic N-termini residues (D-, E-). NatB and NatC acetylate N-terminal methionine with further specificity determined by the identity of the second amino acid.  N-acetylated amino acids, such as N-acetylserine can be released by an N-acylpeptide hydrolase from peptides generated by proteolytic degradation (PMID: 16465618). In addition to the NAT enzymes and protein-based acetylation, N-acetylation of free serine can also occur. Excessive amounts N-acetyl amino acids including N-acetylserine (as well as N-acetylglycine, N-acetylglutamine, N-acetylmethionine, N-acetylglutamate, N-acetylalanine, N-acetylleucine and smaller amounts of N-acetylthreonine, N-acetylisoleucine, and N-acetylvaline) can be detected in the urine with individuals with acylase I deficiency, a genetic disorder (PMID: 16465618). Aminoacylase I is a soluble homodimeric zinc binding enzyme that catalyzes the formation of free aliphatic amino acids from N-acetylated precursors. In humans, Aminoacylase I is encoded by the aminoacylase 1 gene (ACY1) on chromosome 3p21 that consists of 15 exons (OMIM 609924). Individuals with aminoacylase I deficiency will experience convulsions, hearing loss and difficulty feeding (PMID: 16465618). ACY1 can also catalyze the reverse reaction, the synthesis of acetylated amino acids. Many N-acetylamino acids, including N-acetylserine are classified as uremic toxins if present in high abundance in the serum or plasma (PMID: 26317986; PMID: 20613759). Uremic toxins are a diverse group of endogenously produced molecules that, if not properly cleared or eliminated by the kidneys, can cause kidney damage, cardiovascular disease and neurological deficits (PMID: 18287557).		Expected Solid	CC(=O)N[C@@H](CO)C(O)=O	C5H9NO4	InChI=1S/C5H9NO4/c1-3(8)6-4(2-7)5(9)10/h4,7H,2H2,1H3,(H,6,8)(H,9,10)/t4-/m0/s1	JJIHLJJYMXLCOY-BYPYZUCNSA-N	147.0531578			MMDBc0000418
BASm0014134	Deoxyribose	Deoxyribose is an aldopentose, a monosaccharide containing five carbon atoms, and including an aldehyde functional group. It is derived from the pentose sugar ribose by the replacement of the hydroxyl group at the 2 position with hydrogen, leading to the net loss of an oxygen atom, and has chemical formula C5H10O4. In deoxyribose, the carbon furthest from the attached carbon is stripped of the oxygen atom in what would be a hydroxyl group in ribose. The common base adenine (a purine derivative) coupled to deoxyribose is called deoxyadenosine. The 5-triphosphate derivative of adenosine, commonly called adenosine triphosphate (ATP) is an important energy transport molecule in cells. -- Wikipedia.		Expected Solid	OC[C@@H]1O[C@H](O)C[C@H]1O	C5H10O4	InChI=1S/C5H10O4/c6-2-4-3(7)1-5(8)9-4/h3-8H,1-2H2/t3-,4+,5+/m1/s1	PDWIQYODPROSQH-WISUUJSJSA-N	134.0579088			MMDBc0000422
BASm0014135	4-Acetamidobutanoic acid	4-Acetamidobutanoic acid, also known as 4-acetamidobutanoate or N-acetyl-4-aminobutyric acid, is a member of the class of compounds known as gamma amino acids and derivatives. These compounds are amino acids having an -NH2 group attached to the gamma carbon atom. 4-Acetamidobutanoic acid is soluble in water. 4-Acetamidobutanoic acid can be found in a number of food items such as Rubus species (blackberry, raspberry), cassava, pepper (Capsicum frutescens), and napa cabbage, which makes 4-acetamidobutanoic acid a potential biomarker for the consumption of these food products. 4-Acetamidobutanoic acid can be found in blood, feces, and urine, as well as in human prostate tissue. 4-Acetamidobutanoic acid exists in all eukaryotes, ranging from yeast to humans. 4-Acetamidobutanoic acid is a GABA derivative, a product of the urea cycle and the metabolism of amino groups, and the product of NAD-linked aldehyde dehydrogenase (EC 1.2.1.3) (KEGG).		Expected Solid	CC(=O)NCCCC(O)=O	C6H11NO3	InChI=1S/C6H11NO3/c1-5(8)7-4-2-3-6(9)10/h2-4H2,1H3,(H,7,8)(H,9,10)	UZTFMUBKZQVKLK-UHFFFAOYSA-N	145.0738932			MMDBc0000427
BASm0014136	3-Aminoisobutanoic acid	3-Aminoisobutanoic acid, also known as b-aminoisobutyrate or 2-methyl-beta-alanine, belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom. 3-Aminoisobutanoic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 3-Aminoisobutanoic acid exists in all eukaryotes, ranging from yeast to humans. 3-aminoisobutanoic acid can be biosynthesized from ureidoisobutyric acid; which is mediated by the enzyme Beta-ureidopropionase. In humans, 3-aminoisobutanoic acid is involved in the metabolic disorder called the beta-ureidopropionase deficiency pathway. Beta-ureidopropionase deficiency is an inborn error of pyrimidine degradation associated with neurological abnormalities (OMIM 606673). 3-Aminoisobutanoic acid is a potentially toxic compound.		Expected Solid	CC(CN)C(O)=O	C4H9NO2	InChI=1S/C4H9NO2/c1-3(2-5)4(6)7/h3H,2,5H2,1H3,(H,6,7)	QCHPKSFMDHPSNR-UHFFFAOYSA-N	103.0633285			MMDBc0000429
BASm0014137	D-Urobilin	Urobilin is one of the final by-products of hemoglobin breakdown. Urobilin is excreted in both the urine and feces from many mammals, particularly humans. It is primarily responsible for the yellow color of urine. The breakdown of hemoglobin to biliverdin is common to most animals, while the next step, the conversion of biliverdin to bilirubin, and subsequently to the urobilinogens (urobilin is one particular oxidized chemical form of urobilinogen) is unique to mammals. (PMID: 16604237).		Expected Solid	CCC1=C(C)C(=O)NC1CC1=C(C)C(CCC(O)=O)=C(N1)\C=C1/N=C(CC2NC(=O)C(C=C)=C2C)C(C)=C1CCC(O)=O	C33H40N4O6	InChI=1S/C33H40N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h8,15,26-27,35H,2,7,9-14H2,1,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b28-15-	DOKCNDVEPDZOJQ-MBTHVWNTSA-N	588.294785			MMDBc0000430
BASm0014138	N-a-Acetyl-L-arginine	N-alpha-Acetyl-L-arginine, also known as N-alpha-acetylarginine, belongs to the class of organic compounds known as N-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. N-Acetylarginine can also be classified as an alpha amino acid or a derivatized alpha amino acid. Technically, N-Acetylarginine is a biologically available N-terminal capped form of the proteinogenic alpha amino acid L-arginine. N-acetyl amino acids can be produced either via direct synthesis of specific N-acetyltransferases or via the proteolytic degradation of N-acetylated proteins by specific hydrolases. N-terminal acetylation of proteins is a widespread and highly conserved process in eukaryotes that is involved in protection and stability of proteins (PMID: 16465618).  About 85% of all human proteins and 68% of all yeast proteins are acetylated at their N-terminus (PMID: 21750686). Several proteins from prokaryotes and archaea are also modified by N-terminal acetylation. The majority of eukaryotic N-terminal-acetylation reactions occur through N-acetyltransferase enzymes or NAT’s (PMID: 30054468).  These enzymes consist of three main oligomeric complexes NatA, NatB, and NatC, which are composed of at least a unique catalytic subunit and one unique ribosomal anchor. The substrate specificities of different NAT enzymes are mainly determined by the identities of the first two N-terminal residues of the target protein. The human NatA complex co-translationally acetylates N-termini that bear a small amino acid (A, S, T, C, and occasionally V and G) (PMID: 30054468). NatA also exists in a monomeric state and can post-translationally acetylate acidic N-termini residues (D-, E-). NatB and NatC acetylate N-terminal methionine with further specificity determined by the identity of the second amino acid.  N-acetylated amino acids, such as N-acetylarginine can be released by an N-acylpeptide hydrolase from peptides generated by proteolytic degradation (PMID: 16465618). In addition to the NAT enzymes and protein-based acetylation, N-acetylation of free arginine can also occur. Many N-acetylamino acids, including N-acetylarginine are classified as uremic toxins if present in high abundance in the serum or plasma (PMID: 26317986; PMID: 20613759; PMID: 7777105). Uremic toxins are a diverse group of endogenously produced molecules that, if not properly cleared or eliminated by the kidneys, can cause kidney damage, cardiovascular disease and neurological deficits (PMID: 18287557). N-alpha-Acetyl-L-arginine serum levels (and other guanidino compounds) were elevated of all the hyperargininemic patients are higher than the normal range. Untreated hyperargininemic patients have the highest guanidino compound levels in cerebrospinal fluid. N-alpha-Acetyl-L-arginine is also increased in the urine or hyperargininemic patients. N-alpha-Acetyl-L-arginine is one of the guanidino compounds found elevated in the serum of hemodialyzed renal insufficient (uremic) pediatric patients. 		Expected Solid	CC(=O)N[C@@H](CCCNC(N)=N)C(O)=O	C8H16N4O3	InChI=1S/C8H16N4O3/c1-5(13)12-6(7(14)15)3-2-4-11-8(9)10/h6H,2-4H2,1H3,(H,12,13)(H,14,15)(H4,9,10,11)/t6-/m0/s1	SNEIUMQYRCDYCH-LURJTMIESA-N	216.1222404			MMDBc0000432
BASm0014139	N-Acetylasparagine	N-Acetyl-L-asparagine or N-Acetylasparagine, belongs to the class of organic compounds known as N-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. N-Acetylasparagine can also be classified as an alpha amino acid or a derivatized alpha amino acid. Technically, N-Acetylasparagine is a biologically available N-terminal capped form of the proteinogenic alpha amino acid L-asparagine. N-acetyl amino acids can be produced either via direct synthesis of specific N-acetyltransferases or via the proteolytic degradation of N-acetylated proteins by specific hydrolases. N-terminal acetylation of proteins is a widespread and highly conserved process in eukaryotes that is involved in protection and stability of proteins (PMID: 16465618).  About 85% of all human proteins and 68% of all yeast proteins are acetylated at their N-terminus (PMID: 21750686). Several proteins from prokaryotes and archaea are also modified by N-terminal acetylation. The majority of eukaryotic N-terminal-acetylation reactions occur through N-acetyltransferase enzymes or NAT’s (PMID: 30054468).  These enzymes consist of three main oligomeric complexes NatA, NatB, and NatC, which are composed of at least a unique catalytic subunit and one unique ribosomal anchor. The substrate specificities of different NAT enzymes are mainly determined by the identities of the first two N-terminal residues of the target protein. The human NatA complex co-translationally acetylates N-termini that bear a small amino acid (A, S, T, C, and occasionally V and G) (PMID: 30054468). NatA also exists in a monomeric state and can post-translationally acetylate acidic N-termini residues (D-, E-). NatB and NatC acetylate N-terminal methionine with further specificity determined by the identity of the second amino acid.  N-acetylated amino acids, such as N-acetylasparagine can be released by an N-acylpeptide hydrolase from peptides generated by proteolytic degradation (PMID: 16465618). In addition to the NAT enzymes and protein-based acetylation, N-acetylation of free asparagine can also occur. In particular, N-Acetylasparagine can be biosynthesized from L-asparagine and acetyl-CoA by the enzyme NAT1 or the arylamine acetyltransferase I (https://doi.org/10.1096/fasebj.31.1_supplement.821.8). Many N-acetylamino acids are classified as uremic toxins if present in high abundance in the serum or plasma (PMID: 26317986; PMID: 20613759). Uremic toxins are a diverse group of endogenously produced molecules that, if not properly cleared or eliminated by the kidneys, can cause kidney damage, cardiovascular disease and neurological deficits (PMID: 18287557).		Expected Solid	CC(=O)N[C@@H](CC(N)=O)C(O)=O	C6H10N2O4	InChI=1S/C6H10N2O4/c1-3(9)8-4(6(11)12)2-5(7)10/h4H,2H2,1H3,(H2,7,10)(H,8,9)(H,11,12)/t4-/m0/s1	HXFOXFJUNFFYMO-BYPYZUCNSA-N	174.0640568			MMDBc0000437
BASm0014140	Enterolactone	Enterolactone (CAS: 78473-71-9) is a mammalian lignan that has a similar biphenolic structure to lignans from plants. Lignans are compounds with estrogenic properties and are probably the most important source of phytoestrogens in western diets. Mammalian lignans are formed from precursors that are contained mainly in vegetables, whole grain products, and berries, via the action of intestinal microflora. Enterolactone is produced in the colon by the action of bacteria on secoisolariciresinol, matairesinol, and its glycosides. Secoisolariciresinol is converted to enterodiol which is subsequently converted to enterolactone as it passes through the colon. Matairesinol is converted directly to enterolactone. Enterolactone has been shown to possess weakly estrogenic and antiestrogenic activities, and it has been suggested that the high production of this antiestrogenic mammalian lignans in the gut may serve to protect against breast cancer in women and prostate cancer in men; however epidemiological evidence to date is conflicting (PMID: 16168401, 12270221, 11216511, 12107024). Enterolactone is a biomarker for the consumption of soybeans and other soy products.		Expected Solid	OC1=CC=CC(C[C@@H]2COC(=O)[C@H]2CC2=CC(O)=CC=C2)=C1	C18H18O4	InChI=1S/C18H18O4/c19-15-5-1-3-12(8-15)7-14-11-22-18(21)17(14)10-13-4-2-6-16(20)9-13/h1-6,8-9,14,17,19-20H,7,10-11H2/t14-,17+/m1/s1	HVDGDHBAMCBBLR-PBHICJAKSA-N	298.1205091			MMDBc0000438
BASm0014141	12-HETE	12-Hydroxyeicosatetraenoic acid (CAS: 71030-37-0), also known as 12-HETE, is an eicosanoid, a 5-lipoxygenase metabolite of arachidonic acid. 5-Lipoxygenase (LO)-derived leukotrienes are involved in inflammatory glomerular injury. LO product 12-HETE is associated with the pathogenesis of hypertension and may mediate angiotensin II and TGFbeta induced mesangial cell abnormality in diabetic nephropathy. 12-HETE is markedly elevated in the psoriatic lesions. 12-HETE is a vasoconstrictor eicosanoid that contributes to high blood pressure in (renovascular) hypertension and pregnancy-induced hypertension. A significant percentage of patients suffering from a selective increase in plasma LDL cholesterol (type IIa hyperlipoproteinemia) exhibits increased platelet reactivity. This includes enhanced platelet responsiveness against a variety of platelet-stimulating agents ex vivo and enhanced arachidonic acid metabolism associated with increased generation of arachidonic acid metabolites such as 12-HETE, and secretion of platelet-storage products (PMID: 7562532, 12480795, 17361113, 8498970, 1333255, 2119633). 12-HETE is a highly selective ligand used to label mu-opioid receptors in both membranes and tissue sections. The 12-S-HETE analog has been reported to augment tumour cell metastatic potential through activation of protein kinase C. 12-HETE has a diversity of biological actions and is generated by a number of tissues including the renal glomerulus and the vasculature. 12-HETE is one of the six monohydroxy fatty acids produced by the non-enzymatic oxidation of arachidonic acid. 12-HETE is a neuromodulator that is synthesized during ischemia. Its neuronal effects include attenuation of calcium influx and glutamate release as well as inhibition of AMPA receptor (AMPA-R) activation. 12-HETE is found to be associated with peroxisomal biogenesis defect and Zellweger syndrome, which are inborn errors of metabolism.		Expected Solid	CCCCC\C=C/C[C@H](O)\C=C\C=C/C\C=C/CCCC(O)=O	C20H32O3	InChI=1S/C20H32O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13-14,17,19,21H,2-6,12,15-16,18H2,1H3,(H,22,23)/b9-7-,11-8-,13-10-,17-14+/t19-/m0/s1	ZNHVWPKMFKADKW-LQWMCKPYSA-N	320.2351449			MMDBc0000439
BASm0014142	3-Hydroxyhippuric acid			Expected Solid	OC(=O)CNC(=O)C1=CC=CC(O)=C1	C9H9NO4	InChI=1S/C9H9NO4/c11-7-3-1-2-6(4-7)9(14)10-5-8(12)13/h1-4,11H,5H2,(H,10,14)(H,12,13)	XDOFWFNMYJRHEW-UHFFFAOYSA-N	195.0531578			MMDBc0000440
BASm0014143	gamma-Glutamylalanine	gamma-Glutamylalanine is a dipeptide composed of gamma-glutamate and alanine, and is a proteolytic breakdown product of larger proteins. It belongs to the family of N-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. gamma-Glutamylalanine is a natural substrate of the enzyme (5-L-glutamyl)-L-amino acid 5-glutamyltransferase (cyclizing) (g-glutamylcyclotransferase, EC 2.3.2.2) in the glutathione metabolism pathway, which cleaves gamma-glutamylalanine to produce L-5-oxoproline. gamma-Glutamylcyclotransferase is widely distributed in both human and animal tissues where it catalyzes the scission of the y-peptide bonds of many different gamma-glutamyl-amino acids and gamma-glutamyl-gamma-glutamyl-amino acids. The latter are 'better' substrates of the enzyme than the corresponding gamma-glutamyl-amino acids (PMID: 2570694, 2893631).		Expected Solid	C[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O	C8H14N2O5	InChI=1S/C8H14N2O5/c1-4(7(12)13)10-6(11)3-2-5(9)8(14)15/h4-5H,2-3,9H2,1H3,(H,10,11)(H,12,13)(H,14,15)/t4-,5-/m0/s1	WQXXXVRAFAKQJM-WHFBIAKZSA-N	218.0902716			MMDBc0000441
BASm0014144	1-Methylxanthine	1-Methylxanthine is one of the major metabolites of caffeine in humans. The oxidation of 1-methylxanthine to 1-methyluric acid occurs so rapidly that the parent compound could not be detected in plasma, and only low concentrations could be detected in the brain (PMID: 28863020).		Expected Solid	CN1C(=O)NC2=C(NC=N2)C1=O	C6H6N4O2	InChI=1S/C6H6N4O2/c1-10-5(11)3-4(8-2-7-3)9-6(10)12/h2H,1H3,(H,7,8)(H,9,12)	MVOYJPOZRLFTCP-UHFFFAOYSA-N	166.0490755			MMDBc0000442
BASm0014145	1,7-Dimethyluric acid	1,7-Dimethyluric acid is the major urinary caffeine metabolite that is produced in the human body. 1,7-Dimethyluric acid is formed during caffeine metabolism and the process is catalyzed primarily by CYP2A6 (PMID: 18715882).		Expected Solid	CN1C(=O)NC2=C1C(=O)N(C)C(=O)N2	C7H8N4O3	InChI=1S/C7H8N4O3/c1-10-3-4(8-6(10)13)9-7(14)11(2)5(3)12/h1-2H3,(H,8,13)(H,9,14)	NOFNCLGCUJJPKU-UHFFFAOYSA-N	196.0596401			MMDBc0000443
BASm0014146	5-Acetylamino-6-formylamino-3-methyluracil			Expected Solid	CN1C(=O)NC(NC=O)=C(NC(C)=O)C1=O	C8H10N4O4	InChI=1S/C8H10N4O4/c1-4(14)10-5-6(9-3-13)11-8(16)12(2)7(5)15/h3H,1-2H3,(H,9,13)(H,10,14)(H,11,16)	RDZNZFGKEVDNPK-UHFFFAOYSA-N	226.0702048			MMDBc0000444
BASm0014147	gamma-Glutamylisoleucine	gamma-Glutamylisoleucine is a dipeptide composed of gamma-glutamate and isoleucine, and is a proteolytic breakdown product of larger proteins. It belongs to the family of N-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. gamma-Glutamylisoleucine is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. It is found in urine (PMID: 3782411).		Expected Solid	CC[C@H](C)[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O	C11H20N2O5	InChI=1S/C11H20N2O5/c1-3-6(2)9(11(17)18)13-8(14)5-4-7(12)10(15)16/h6-7,9H,3-5,12H2,1-2H3,(H,13,14)(H,15,16)(H,17,18)/t6-,7-,9-/m0/s1	SNCKGJWJABDZHI-ZKWXMUAHSA-N	260.1372218			MMDBc0000445
BASm0014148	gamma-Glutamylleucine	gamma-Glutamylleucine is a dipeptide composed of gamma-glutamate and leucine, and is a proteolytic breakdown product of larger proteins. It belongs to the family of N-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. gamma-Glutamylleucine is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. gamma-Glutamylleucine is a biomarker for the consumption of whey protein. It is found in urine (PMID: 3782411).		Expected Solid	CC(C)C[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O	C11H20N2O5	InChI=1S/C11H20N2O5/c1-6(2)5-8(11(17)18)13-9(14)4-3-7(12)10(15)16/h6-8H,3-5,12H2,1-2H3,(H,13,14)(H,15,16)(H,17,18)/t7-,8-/m0/s1	MYFMARDICOWMQP-YUMQZZPRSA-N	260.1372218			MMDBc0000446
BASm0014149	gamma-Glutamylvaline	gamma-Glutamylvaline is a dipeptide composed of gamma-glutamate and valine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. gamma-Glutamylvaline belongs to the family of N-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. It is found in urine (PMID: 3782411).		Expected Solid	CC(C)[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O	C10H18N2O5	InChI=1S/C10H18N2O5/c1-5(2)8(10(16)17)12-7(13)4-3-6(11)9(14)15/h5-6,8H,3-4,11H2,1-2H3,(H,12,13)(H,14,15)(H,16,17)/t6-,8-/m0/s1	AQAKHZVPOOGUCK-XPUUQOCRSA-N	246.1215717			MMDBc0000447
BASm0014150	Cinnamoylglycine	Cinnamoylglycine is known as a urinary metabolite in man (PMID 649712) although whether it is formed de novo from plant cinnamate or is a plant product excreted. unchanged has not been conclusively demonstrated. When cinnamoylglycine occurs naturally it is probably a food constituent excreted unchanged. It is not found when small quantities (0.5-6 g) of cinnamic acid are fed to man, but by analogy with animal experiments may be produced when much larger quantities are given. (PMID 6743769).		Expected Solid	OC(=O)CNC(=O)\C=C\C1=CC=CC=C1	C11H11NO3	InChI=1S/C11H11NO3/c13-10(12-8-11(14)15)7-6-9-4-2-1-3-5-9/h1-7H,8H2,(H,12,13)(H,14,15)/b7-6+	YAADMLWHGMUGQL-VOTSOKGWSA-N	205.0738932			MMDBc0000451
BASm0014151	p-Cresol sulfate	p-Cresol sulfate is a microbial metabolite that is found in urine and likely derives from secondary metabolism of p-cresol. It appears to be elevated in the urine of individuals with progressive multiple sclerosis (PMID:10775436). p-Cresol sulfate is the major component of urinary MBPLM (myelin basic protein-like material). p-Cresol sulfate is a small protein-bound molecule that is poorly cleared with dialysis. It has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID:22626821). Uremic toxins include other low-molecular-weight compounds such as indoxyl sulfate, 3-carboxy-4-methyl-5-propyl-2-furanpropionic acid, and asymmetric dimethylarginine (PMID:18941347). It has also been linked to cardiovascular disease and oxidative injury. Higher levels are associated with overgrowth of intestinal bacteria from Clostridia species, including C. difficile. p-Cresol is generated by the partial breakdown of tyrosine and phenylalanine by a wide range of intestinal obligate or facultative anaerobes, including the genera Bacteroides, Lactobacillus, Enterobacter, Bifidobacterium, and especially Clostridium (PMID:2394806).		Expected Solid	CC1=CC=C(OS(O)(=O)=O)C=C1	C7H8O4S	InChI=1S/C7H8O4S/c1-6-2-4-7(5-3-6)11-12(8,9)10/h2-5H,1H3,(H,8,9,10)	WGNAKZGUSRVWRH-UHFFFAOYSA-N	188.0143294			MMDBc0000002
BASm0014152	gamma-Glutamylglycine	gamma-Glutamylglycine is one of the dipeptides that is commonly produced from polypeptides by the action of the enzyme dipeptidyl peptidase. Dietary proteins are digested to dipeptides and amino acids, and the dipeptides are absorbed more rapidly than the amino acids because their uptake involves a separate mechanism. Dipeptides activate G-cells found in the stomach to secrete gastrin. gamma-Glutamylglycine is an excitatory amino acid receptor antagonist with a structure similar to gamma-aminobutyric acid (GABA) (PMID: 6146532).		Expected Solid	N[C@@H](CCC(=O)NCC(O)=O)C(O)=O	C7H12N2O5	InChI=1S/C7H12N2O5/c8-4(7(13)14)1-2-5(10)9-3-6(11)12/h4H,1-3,8H2,(H,9,10)(H,11,12)(H,13,14)/t4-/m0/s1	ACIJGUBIMXQCMF-BYPYZUCNSA-N	204.0746215			MMDBc0000453
BASm0014153	gamma-Glutamylglutamic acid	gamma-Glutamylglutamic acid is a dipeptide composed of gamma-glutamate and glutamic acid. Glutamic acid (Glu), also referred to as glutamate (the anion), is one of the 20 proteinogenic amino acids. It is not among the essential amino acids. Glutamate is a key molecule in cellular metabolism. In humans, dietary proteins are broken down by digestion into amino acids, which serve as metabolic fuel and other functional roles in the body. Glutamate is the most abundant fast excitatory neurotransmitter in the mammalian nervous system. At chemical synapses, glutamate is stored in vesicles. Nerve impulses trigger release of glutamate from the pre-synaptic cell. In the opposing post-synaptic cell, glutamate receptors, such as the NMDA receptor, bind glutamate and are activated. Because of its role in synaptic plasticity, it is believed that glutamic acid is involved in cognitive functions like learning and memory in the brain. Glutamate transporters are found in neuronal and glial membranes. They rapidly remove glutamate from the extracellular space. In brain injury or disease, they can work in reverse and excess glutamate can accumulate outside cells. This process causes calcium ions to enter cells via NMDA receptor channels, leading to neuronal damage and eventual cell death, and is called excitotoxicity. The mechanisms of cell death include: (1) damage to mitochondria from excessively high intracellular Ca2+ (2) Glu/Ca2+-mediated promotion of transcription factors for pro-apoptotic genes, or downregulation of transcription factors for anti-apoptotic genes. Excitotoxicity due to glutamate occurs as part of the ischemic cascade and is associated with stroke and diseases like amyotrophic lateral sclerosis, lathyrism, and Alzheimer's disease. Glutamic acid has been implicated in epileptic seizures. Microinjection of glutamic acid into neurons produce spontaneous depolarization around one second apart, and this firing pattern is similar to what is known as paroxysmal depolarizing shift in epileptic attacks. This change in the resting membrane potential at seizure foci could cause spontaneous opening of voltage activated calcium channels, leading to glutamic acid release and further depolarization (Wikipedia).		Expected Solid	N[C@@H](CCC(=O)N[C@@H](CCC(O)=O)C(O)=O)C(O)=O	C10H16N2O7	InChI=1S/C10H16N2O7/c11-5(9(16)17)1-3-7(13)12-6(10(18)19)2-4-8(14)15/h5-6H,1-4,11H2,(H,12,13)(H,14,15)(H,16,17)(H,18,19)/t5-,6-/m0/s1	OWQDWQKWSLFFFR-WDSKDSINSA-N	276.0957509			MMDBc0000454
BASm0014154	N2-gamma-Glutamylglutamine	N2-gamma-Glutamylglutamine, also known as gamma-L-Glu-L-Gln or L-gamma-glutamyl-L-glutamine, belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. N2-gamma-Glutamylglutamine is a very strong basic compound (based on its pKa). N2-gamma-Glutamylglutamine is a dipeptide obtained from the condensation of the gamma-carboxy group of glutamic acid with the alpha-amino group of glutamine. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.		Expected Solid	N[C@@H](CCC(=O)N[C@@H](CCC(N)=O)C(O)=O)C(O)=O	C10H17N3O6	InChI=1S/C10H17N3O6/c11-5(9(16)17)1-4-8(15)13-6(10(18)19)2-3-7(12)14/h5-6H,1-4,11H2,(H2,12,14)(H,13,15)(H,16,17)(H,18,19)/t5-,6-/m0/s1	JBFYFLXEJFQWMU-WDSKDSINSA-N	275.1117353			MMDBc0000455
BASm0014155	gamma-Glutamyltyrosine	gamma-Glutamyltyrosine is a dipeptide composed of gamma-glutamate and tyrosine, and is a proteolytic breakdown product of larger proteins. It belongs to the family of N-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. gamma-Glutamyltyrosine is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.		Expected Solid	N[C@@H](CCC(=O)N[C@@H](CC1=CC=C(O)C=C1)C(O)=O)C(O)=O	C14H18N2O6	InChI=1S/C14H18N2O6/c15-10(13(19)20)5-6-12(18)16-11(14(21)22)7-8-1-3-9(17)4-2-8/h1-4,10-11,17H,5-7,15H2,(H,16,18)(H,19,20)(H,21,22)/t10-,11-/m0/s1	VVLXCWVSSLFQDS-QWRGUYRKSA-N	310.1164863			MMDBc0000456
BASm0014156	N-Acetyl-L-methionine	N-Acetyl-L-methionine or N-Acetylmethionine, belongs to the class of organic compounds known as N-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. N-Acetylmethionine can also be classified as an alpha amino acid or a derivatized alpha amino acid. Technically, N-Acetylmethionine is a biologically available N-terminal capped form of the proteinogenic alpha amino acid L-methionine. N-acetyl amino acids can be produced either via direct synthesis of specific N-acetyltransferases or via the proteolytic degradation of N-acetylated proteins by specific hydrolases. N-terminal acetylation of proteins is a widespread and highly conserved process in eukaryotes that is involved in protection and stability of proteins (PMID: 16465618).  About 85% of all human proteins and 68% of all yeast proteins are acetylated at their N-terminus (PMID: 21750686). Several proteins from prokaryotes and archaea are also modified by N-terminal acetylation. The majority of eukaryotic N-terminal-acetylation reactions occur through N-acetyltransferase enzymes or NAT’s (PMID: 30054468).  These enzymes consist of three main oligomeric complexes NatA, NatB, and NatC, which are composed of at least a unique catalytic subunit and one unique ribosomal anchor. The substrate specificities of different NAT enzymes are mainly determined by the identities of the first two N-terminal residues of the target protein. The human NatA complex co-translationally acetylates N-termini that bear a small amino acid (A, S, T, C, and occasionally V and G) (PMID: 30054468). NatA also exists in a monomeric state and can post-translationally acetylate acidic N-termini residues (D-, E-). NatB and NatC acetylate N-terminal methionine with further specificity determined by the identity of the second amino acid.  N-acetylated amino acids, such as N-acetylmethionine can be released by an N-acylpeptide hydrolase from peptides generated by proteolytic degradation (PMID: 16465618). In addition to the NAT enzymes and protein-based acetylation, N-acetylation of free methionine can also occur. In particular, N-Acetylmethionine can be biosynthesized from L-methionine and acetyl-CoA by the enzyme methionine N-acetyltransferase (EC 2.3.1.66). Excessive amounts N-acetyl amino acids including N-acetylmethionine (as well as N-acetylglycine, N-acetylserine, N-acetylglutamine, N-acetylglutamate, N-acetylalanine, N-acetylleucine and smaller amounts of N-acetylthreonine, N-acetylisoleucine, and N-acetylvaline) can be detected in the urine with individuals with acylase I deficiency, a genetic disorder (PMID: 16465618). Aminoacylase I is a soluble homodimeric zinc binding enzyme that catalyzes the formation of free aliphatic amino acids from N-acetylated precursors. In humans, Aminoacylase I is encoded by the aminoacylase 1 gene (ACY1) on chromosome 3p21 that consists of 15 exons (OMIM 609924). Individuals with aminoacylase I deficiency will experience convulsions, hearing loss and difficulty feeding (PMID: 16465618). ACY1 can also catalyze the reverse reaction, the synthesis of acetylated amino acids. Many N-acetylamino acids, including N-acetylmethionine are classified as uremic toxins if present in high abundance in the serum or plasma (PMID: 26317986; PMID: 20613759). Uremic toxins are a diverse group of endogenously produced molecules that, if not properly cleared or eliminated by the kidneys, can cause kidney damage, cardiovascular disease and neurological deficits (PMID: 18287557).		Expected Solid	CSCC[C@H](NC(C)=O)C(O)=O	C7H13NO3S	InChI=1S/C7H13NO3S/c1-5(9)8-6(7(10)11)3-4-12-2/h6H,3-4H2,1-2H3,(H,8,9)(H,10,11)/t6-/m0/s1	XUYPXLNMDZIRQH-LURJTMIESA-N	191.061614			MMDBc0000457
BASm0014157	2-Piperidinone			Expected Solid	O=C1CCCCN1	C5H9NO	InChI=1S/C5H9NO/c7-5-3-1-2-4-6-5/h1-4H2,(H,6,7)	XUWHAWMETYGRKB-UHFFFAOYSA-N	99.06841392			MMDBc0000458
BASm0014158	N-Acetylhistamine			Expected Solid	CC(=O)NCCC1=CN=CN1	C7H11N3O	InChI=1S/C7H11N3O/c1-6(11)9-3-2-7-4-8-5-10-7/h4-5H,2-3H2,1H3,(H,8,10)(H,9,11)	XJWPISBUKWZALE-UHFFFAOYSA-N	153.090212			MMDBc0000462
BASm0014159	3,5-Dihydroxybenzoic acid	3,5-Dihydroxybenzoic acid (3,5-DHBA) is a primary metabolite of alkylresorcinols which has been hydrolyzed by liver enzymes during phase I metabolism after several cycles of beta-oxidation. 3,5-Dihydroxybenzoic acid is a potential urinary biomarker of whole grain intake (PMID: 15282102).		Expected Solid	OC(=O)C1=CC(O)=CC(O)=C1	C7H6O4	InChI=1S/C7H6O4/c8-5-1-4(7(10)11)2-6(9)3-5/h1-3,8-9H,(H,10,11)	UYEMGAFJOZZIFP-UHFFFAOYSA-N	154.0266087			MMDBc0000463
BASm0014160	Carglumic acid	Carglumic acid is an orphan drug used for the treatment of hyperammonaemia in patients with N-acetylglutamate synthase deficiency. This rare genetic disorder results in elevated blood levels of ammonia, which can eventually cross the blood-brain barrier and cause neurologic problems, cerebral edema, coma, and death. Carglumic acid was approved by the U.S. Food and Drug Administration (FDA) on 18 March 2010.		Expected Solid	NC(=O)N[C@@H](CCC(O)=O)C(O)=O	C6H10N2O5	InChI=1S/C6H10N2O5/c7-6(13)8-3(5(11)12)1-2-4(9)10/h3H,1-2H2,(H,9,10)(H,11,12)(H3,7,8,13)/t3-/m0/s1	LCQLHJZYVOQKHU-VKHMYHEASA-N	190.0589714			MMDBc0000465
BASm0014161	Glycyl-Isoleucine	Glycyl-Isoleucine is a dipeptide composed of glycine and isoleucine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an 'Expected' metabolite.		Expected Solid		C8H16N2O3		KGVHCTWYMPWEGN-UHFFFAOYNA-N	188.1160924			MMDBc0000467
BASm0014162	Glycylvaline	Glycylvaline is a dipeptide composed of glycine and valine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.		Expected Solid	CC(C)[C@H](NC(=O)CN)C(O)=O	C7H14N2O3	InChI=1S/C7H14N2O3/c1-4(2)6(7(11)12)9-5(10)3-8/h4,6H,3,8H2,1-2H3,(H,9,10)(H,11,12)/t6-/m0/s1	STKYPAFSDFAEPH-LURJTMIESA-N	174.1004423			MMDBc0000468
BASm0014163	Leucylalanine	Leucylalanine is a dipeptide composed of leucine and alanine. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.		Expected Solid	CC(C)C[C@H](N)C(=O)N[C@@H](C)C(O)=O	C9H18N2O3	InChI=1S/C9H18N2O3/c1-5(2)4-7(10)8(12)11-6(3)9(13)14/h5-7H,4,10H2,1-3H3,(H,11,12)(H,13,14)/t6-,7-/m0/s1	HSQGMTRYSIHDAC-BQBZGAKWSA-N	202.1317424			MMDBc0000469
BASm0014164	Isoleucyl-Glycine	Isoleucyl-Glycine is a dipeptide composed of isoleucine and glycine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an 'Expected' metabolite.		Expected Solid		C8H16N2O3		UCGDDTHMMVWVMV-UHFFFAOYNA-N	188.1160924			MMDBc0000470
BASm0014165	Lysylleucine	Lysylleucine is a dipeptide composed of lysine and leucine. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.		Expected Solid	CC(C)C[C@H](NC(=O)[C@@H](N)CCCCN)C(O)=O	C12H25N3O3	InChI=1S/C12H25N3O3/c1-8(2)7-10(12(17)18)15-11(16)9(14)5-3-4-6-13/h8-10H,3-7,13-14H2,1-2H3,(H,15,16)(H,17,18)/t9-,10-/m0/s1	ATIPDCIQTUXABX-UWVGGRQHSA-N	259.1895917			MMDBc0000471
BASm0014166	Phenylalanylglycine	Phenylalanylglycine is a dipeptide composed of phenylalanine and glycine. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.		Expected Solid	N[C@@H](CC1=CC=CC=C1)C(=O)NCC(O)=O	C11H14N2O3	InChI=1S/C11H14N2O3/c12-9(11(16)13-7-10(14)15)6-8-4-2-1-3-5-8/h1-5,9H,6-7,12H2,(H,13,16)(H,14,15)/t9-/m0/s1	GLUBLISJVJFHQS-VIFPVBQESA-N	222.1004423			MMDBc0000472
BASm0014167	Valylglycine	Valylglycine is a dipeptide composed of valine and glycine. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.		Expected Solid	CC(C)[C@H](N)C(=O)NCC(O)=O	C7H14N2O3	InChI=1S/C7H14N2O3/c1-4(2)6(8)7(12)9-3-5(10)11/h4,6H,3,8H2,1-2H3,(H,9,12)(H,10,11)/t6-/m0/s1	IOUPEELXVYPCPG-LURJTMIESA-N	174.1004423			MMDBc0000473
BASm0014168	Valylleucine	Valylleucine is a dipeptide composed of valine and leucine. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.		Expected Solid	CC(C)C[C@H](NC(=O)[C@@H](N)C(C)C)C(O)=O	C11H22N2O3	InChI=1S/C11H22N2O3/c1-6(2)5-8(11(15)16)13-10(14)9(12)7(3)4/h6-9H,5,12H2,1-4H3,(H,13,14)(H,15,16)/t8-,9-/m0/s1	XCTHZFGSVQBHBW-IUCAKERBSA-N	230.1630426			MMDBc0000474
BASm0014169	gamma-Glutamylhistidine	gamma-Glutamylhistidine is a dipeptide composed of gamma-glutamate and histidine, and is a proteolytic breakdown product of larger proteins. It belongs to the family of N-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. gamma-Glutamylhistidine is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.		Expected Solid	N[C@@H](CCC(=O)N[C@@H](CC1=CNC=N1)C(O)=O)C(O)=O	C11H16N4O5	InChI=1S/C11H16N4O5/c12-7(10(17)18)1-2-9(16)15-8(11(19)20)3-6-4-13-5-14-6/h4-5,7-8H,1-3,12H2,(H,13,14)(H,15,16)(H,17,18)(H,19,20)/t7-,8-/m0/s1	PXVCMZCJAUJLJP-YUMQZZPRSA-N	284.1120696			MMDBc0000475
BASm0014170	Saccharin	Saccharin, ammonium salt is used as a food additive [EAFUS] (EAFUS: Everything Added to Food in the United States). Saccharin belongs to the family of aromatic homomonocyclic compounds. These are aromatic compounds containing only one ring, which is homocyclic.		Expected Solid	OC1=NS(=O)(=O)C2=CC=CC=C12	C7H5NO3S	InChI=1S/C7H5NO3S/c9-7-5-3-1-2-4-6(5)12(10,11)8-7/h1-4H,(H,8,9)	CVHZOJJKTDOEJC-UHFFFAOYSA-N	182.9990137			MMDBc0000476
BASm0014171	N-Acetylhistidine	N-Acetyl-L-histidine or N-Acetylhistidine, belongs to the class of organic compounds known as N-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. N-Acetylhistidine can also be classified as an alpha amino acid or a derivatized alpha amino acid. Technically, N-Acetylhistidine is a biologically available N-terminal capped form of the proteinogenic alpha amino acid L-histidine. N-acetyl amino acids can be produced either via direct synthesis of specific N-acetyltransferases or via the proteolytic degradation of N-acetylated proteins by specific hydrolases. N-terminal acetylation of proteins is a widespread and highly conserved process in eukaryotes that is involved in protection and stability of proteins (PMID: 16465618).  About 85% of all human proteins and 68% of all yeast proteins are acetylated at their N-terminus (PMID: 21750686). Several proteins from prokaryotes and archaea are also modified by N-terminal acetylation. The majority of eukaryotic N-terminal-acetylation reactions occur through N-acetyltransferase enzymes or NAT’s (PMID: 30054468).  These enzymes consist of three main oligomeric complexes NatA, NatB, and NatC, which are composed of at least a unique catalytic subunit and one unique ribosomal anchor. The substrate specificities of different NAT enzymes are mainly determined by the identities of the first two N-terminal residues of the target protein. The human NatA complex co-translationally acetylates N-termini that bear a small amino acid (A, S, T, C, and occasionally V and G) (PMID: 30054468). NatA also exists in a monomeric state and can post-translationally acetylate acidic N-termini residues (D-, E-). NatB and NatC acetylate N-terminal methionine with further specificity determined by the identity of the second amino acid.  N-acetylated amino acids, such as N-acetylhistidine can be released by an N-acylpeptide hydrolase from peptides generated by proteolytic degradation (PMID: 16465618). In addition to the NAT enzymes and protein-based acetylation, N-acetylation of free histidine can also occur. In particular, N-Acetylhistidine can be biosynthesized from L-histidine and acetyl-CoA by the enzyme histidine N-acetyltransferase (EC 2.3.1.33). Many N-acetylamino acids are classified as uremic toxins if present in high abundance in the serum or plasma (PMID: 26317986; PMID: 20613759). Uremic toxins are a diverse group of endogenously produced molecules that, if not properly cleared or eliminated by the kidneys, can cause kidney damage, cardiovascular disease and neurological deficits (PMID: 18287557).		Expected Solid	CC(=O)N[C@@H](CC1=CNC=N1)C(O)=O	C8H11N3O3	InChI=1S/C8H11N3O3/c1-5(12)11-7(8(13)14)2-6-3-9-4-10-6/h3-4,7H,2H2,1H3,(H,9,10)(H,11,12)(H,13,14)/t7-/m0/s1	KBOJOGQFRVVWBH-ZETCQYMHSA-N	197.0800412			MMDBc0000479
BASm0014172	Pyrraline	Pyrraline is Maillard produced, obtained by reaction between <ht>BCS47-B</ht> and <ht>HHS42-T</ht>.		Expected Solid	NC(CCCCN1C(CO)=CC=C1C=O)C(O)=O	C12H18N2O4	InChI=1S/C12H18N2O4/c13-11(12(17)18)3-1-2-6-14-9(7-15)4-5-10(14)8-16/h4-5,7,11,16H,1-3,6,8,13H2,(H,17,18)	VTYFITADLSVOAS-UHFFFAOYSA-N	254.1266571			MMDBc0000481
BASm0014173	gamma-Glutamylmethionine			Expected Solid	CSCC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O	C10H18N2O5S	InChI=1S/C10H18N2O5S/c1-18-5-4-7(10(16)17)12-8(13)3-2-6(11)9(14)15/h6-7H,2-5,11H2,1H3,(H,12,13)(H,14,15)(H,16,17)/t6-,7-/m0/s1	RQNSKRXMANOPQY-BQBZGAKWSA-N	278.0936429			MMDBc0000483
BASm0014174	N6-Carbamoyl-L-threonyladenosine	N6-Carbamoyl-L-threonyladenosine is a member of the class of compounds known as purine nucleosides. Purine nucleosides are compounds composed of a purine base attached to a ribosyl or deoxyribosyl moiety. N6-Carbamoyl-L-threonyladenosine is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Within the cell, N6-carbamoyl-L-threonyladenosine is primarily located in the cytoplasm. It can also be found in the extracellular space. N6-Carbamoyl-L-threonyladenosine is a minor constituent found in human and bovine milk (PMID: 7702711).		Expected Solid	C[C@@H](O)[C@H](NC(N)=O)C(=O)NC1=C2N=CN([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C2=NC=N1	C15H21N7O7	InChI=1S/C15H21N7O7/c1-5(24)7(20-15(16)28)13(27)21-11-8-12(18-3-17-11)22(4-19-8)14-10(26)9(25)6(2-23)29-14/h3-7,9-10,14,23-26H,2H2,1H3,(H3,16,20,28)(H,17,18,21,27)/t5-,6-,7+,9-,10-,14-/m1/s1	GYCVHQYQICRFAX-CKTDUXNWSA-N	411.150246			MMDBc0000484
BASm0014175	N-Phenylacetylglutamic acid			Expected Solid	OC(=O)CC[C@H](NC(=O)CC1=CC=CC=C1)C(O)=O	C13H15NO5	InChI=1S/C13H15NO5/c15-11(8-9-4-2-1-3-5-9)14-10(13(18)19)6-7-12(16)17/h1-5,10H,6-8H2,(H,14,15)(H,16,17)(H,18,19)/t10-/m0/s1	PTSRBZOZSRJCKX-JTQLQIEISA-N	265.0950226			MMDBc0000485
BASm0014176	N-Acetylthreonine	N-Acetyl-L-threonine (or N-Acetylthreonine, belongs to the class of organic compounds known as N-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. N-Acetylthreonine can also be classified as an alpha amino acid or a derivatized alpha amino acid. Technically, N-Acetylthreonine is a biologically available N-terminal capped form of the proteinogenic alpha amino acid L-threonine. N-acetyl amino acids can be produced either via direct synthesis of specific N-acetyltransferases or via the proteolytic degradation of N-acetylated proteins by specific hydrolases. N-terminal acetylation of proteins is a widespread and highly conserved process in eukaryotes that is involved in protection and stability of proteins (PMID: 16465618).  About 85% of all human proteins and 68% of all yeast proteins are acetylated at their N-terminus (PMID: 21750686). Several proteins from prokaryotes and archaea are also modified by N-terminal acetylation. The majority of eukaryotic N-terminal-acetylation reactions occur through N-acetyltransferase enzymes or NAT’s (PMID: 30054468).  These enzymes consist of three main oligomeric complexes NatA, NatB, and NatC, which are composed of at least a unique catalytic subunit and one unique ribosomal anchor. The substrate specificities of different NAT enzymes are mainly determined by the identities of the first two N-terminal residues of the target protein. The human NatA complex co-translationally acetylates N-termini that bear a small amino acid (A, S, T, C, and occasionally V and G) (PMID: 30054468). NatA also exists in a monomeric state and can post-translationally acetylate acidic N-termini residues (D-, E-). NatB and NatC acetylate N-terminal methionine with further specificity determined by the identity of the second amino acid.  N-acetylated amino acids, such as N-acetylthreonine can be released by an N-acylpeptide hydrolase from peptides generated by proteolytic degradation (PMID: 16465618). In addition to the NAT enzymes and protein-based acetylation, N-acetylation of free threonine can also occur. Excessive amounts N-acetyl amino acids including N-acetylthreonine (as well as N-acetylglycine, N-acetylserine, N-acetylmethionine, N-acetylglutamate, N-acetylalanine, N-acetylleucine and smaller amounts of N-acetylglutamine, N-acetylisoleucine, and N-acetylvaline) can be detected in the urine with individuals with acylase I deficiency, a genetic disorder (PMID: 16465618). Aminoacylase I is a soluble homodimeric zinc binding enzyme that catalyzes the formation of free aliphatic amino acids from N-acetylated precursors. In humans, Aminoacylase I is encoded by the aminoacylase 1 gene (ACY1) on chromosome 3p21 that consists of 15 exons (OMIM 609924). Individuals with aminoacylase I deficiency will experience convulsions, hearing loss and difficulty feeding (PMID: 16465618). ACY1 can also catalyze the reverse reaction, the synthesis of acetylated amino acids. Many N-acetylamino acids, including N-acetylthreonine are classified as uremic toxins if present in high abundance in the serum or plasma (PMID: 26317986; PMID: 20613759). Uremic toxins are a diverse group of endogenously produced molecules that, if not properly cleared or eliminated by the kidneys, can cause kidney damage, cardiovascular disease and neurological deficits (PMID: 18287557). N-Acetylthreonine has been identified in the human placenta (PMID: 32033212).		Expected Solid	C[C@@H](O)[C@H](NC(C)=O)C(O)=O	C6H11NO4	InChI=1S/C6H11NO4/c1-3(8)5(6(10)11)7-4(2)9/h3,5,8H,1-2H3,(H,7,9)(H,10,11)/t3-,5+/m1/s1	PEDXUVCGOLSNLQ-WUJLRWPWSA-N	161.0688078			MMDBc0000488
BASm0014177	N-Acetylmuramate	This compound belongs to the family of N-acyl-alpha-hexosamines. These are carbohydrate derivatives containing a hexose moeity in which the oxygen atom is replaced by an n-acyl group.			[H][C@](C)(O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)OC([H])(O)[C@]1([H])N=C(C)O)C(O)=O	C11H19NO8	InChI=1S/C11H19NO8/c1-4(10(16)17)19-9-7(12-5(2)14)11(18)20-6(3-13)8(9)15/h4,6-9,11,13,15,18H,3H2,1-2H3,(H,12,14)(H,16,17)/t4-,6-,7-,8-,9-,11?/m1/s1	MNLRQHMNZILYPY-MKFCKLDKSA-N	293.1110666			MMDBc0000489
BASm0014178	p-Hydroxyphenylacetic acid	p-Hydroxyphenylacetic acid, also known as 4-hydroxybenzeneacetate, is classified as a member of the 1-hydroxy-2-unsubstituted benzenoids. 1-Hydroxy-2-unsubstituted benzenoids are phenols that are unsubstituted at the 2-position. p-Hydroxyphenylacetic acid is considered to be slightly soluble (in water) and acidic.  p-Hydroxyphenylacetic acid can be synthesized from acetic acid. It is also a parent compound for other transformation products, including but not limited to, methyl 2-(4-hydroxyphenyl)acetate, ixerochinolide, and lactucopicrin 15-oxalate.  p-Hydroxyphenylacetic acid can be found in numerous foods such as olives, cocoa beans, oats, and mushrooms. p-Hydroxyphenylacetic acid can be found throughout all human tissues and in all biofluids. Within a cell, p-hydroxyphenylacetic acid is primarily located in the cytoplasm and in the extracellular space. p-Hydroxyphenylacetic acid is also a microbial metabolite produced by Acinetobacter, Clostridium, Klebsiella, Pseudomonas, and Proteus. Higher levels of this metabolite are associated with an overgrowth of small intestinal bacteria from Clostridia species including C. difficile, C. stricklandii, C. lituseburense, C. subterminale, C. putrefaciens, and C. propionicum (PMID: 476929, 12173102). p-Hydroxyphenylacetic acid is detected after the consumption of whole grain.		Expected Solid	OC(=O)CC1=CC=C(O)C=C1	C8H8O3	InChI=1S/C8H8O3/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11)	XQXPVVBIMDBYFF-UHFFFAOYSA-N	152.0473441			MMDBc0000491
BASm0014179	Pipecolic acid	Pipecolic acid is a metabolite of lysine found in human physiological fluids such as urine, plasma and CSF. However, it is uncertain if pipecolic acid originates directly from food intake or from mammalian or intestinal bacterial enzyme metabolism. Recent studies suggest that plasma pipecolic acid, particularly the D-isomer, originates mainly from the catabolism of dietary lysine by intestinal bacteria rather than by direct food intake. In classic Zellweger syndrome (a cerebro-hepato-renal genetic disorder, OMIM 214100) pipecolic acid accumulate in the plasma of the patients. It is known that plasma pipecolic acid levels are also elevated in patients with chronic liver diseases. Pipecolic acid is moderately elevated in patients with pyridoxine-dependent seizures and might therefore be a possible biochemical marker for selecting candidates for pyridoxine therapy (Plecko et al 2000). Pipecolic acid was also elevated in CSF in these vitamin B6-responsive patients (PMID 12705501). Pipecolic acid is found to be associated with adrenoleukodystrophy, infantile Refsum disease, and peroxisomal biogenesis defect, which are also inborn errors of metabolism. Pipecolic acid is a biomarker for the consumption of dried and cooked beans.		Expected Solid	OC(=O)C1CCCCN1	C6H11NO2	InChI=1S/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9)	HXEACLLIILLPRG-UHFFFAOYSA-N	129.0789786			MMDBc0000492
BASm0014180	Dihydrothymine	Dihydrothymine (CAS: 696-04-8) is an intermediate breakdown product of thymine. Dihydropyrimidine dehydrogenase catalyzes the reduction of thymine into 5,6-dihydrothymine; then dihydropyrimidinase hydrolyzes 5,6-dihydrothymine into N-carbamyl-beta-alanine. Finally, beta-ureidopropionase catalyzes the conversion of N-carbamyl-beta-alanine into beta-alanine. When present at abnormally high levels, dihydrothymine can be toxic, although the mechanism of toxicity is not clear. In particular, patients with dihydropyrimidinase deficiency exhibit highly increased concentrations of 5,6-dihydrouracil and 5,6-dihydrothymine; and moderately increased concentrations of uracil and thymine can be detected in urine. Dihydropyrimidinase deficiency is a disorder that can cause neurological and gastrointestinal problems in some affected individuals. The most common neurological abnormalities that occur are intellectual disability, seizures, weak muscle tone (hypotonia), abnormally small head size (microcephaly), and autistic behaviours that affect communication and social interaction. Gastrointestinal problems that occur in dihydropyrimidinase deficiency include the backflow of acidic stomach contents into the esophagus (gastroesophageal reflux) and recurrent episodes of vomiting.		Expected Solid	C[C@H]1CNC(=O)NC1=O	C5H8N2O2	InChI=1S/C5H8N2O2/c1-3-2-6-5(9)7-4(3)8/h3H,2H2,1H3,(H2,6,7,8,9)/t3-/m0/s1	NBAKTGXDIBVZOO-VKHMYHEASA-N	128.0585775			MMDBc0000493
BASm0014181	L-Acetylcarnitine			Expected Solid	CC(=O)O[C@H](CC(O)=O)C[N+](C)(C)C	C9H18NO4	InChI=1S/C9H17NO4/c1-7(11)14-8(5-9(12)13)6-10(2,3)4/h8H,5-6H2,1-4H3/p+1/t8-/m1/s1	RDHQFKQIGNGIED-MRVPVSSYSA-O	204.1235831			MMDBc0000501
BASm0014182	Vaccenic acid	Vaccenic acid is a naturally occurring trans fatty acid. It is the predominant kind of trans-fatty acid found in human milk, in the fat of ruminants, and in dairy products such as milk, butter, and yogurt. Trans fat in human milk may depend on trans fat content in food. Its IUPAC name is (11E)-11-octadecenoic acid, and its lipid shorthand name is 18:1 trans-11. The name was derived from the Latin vacca (cow). Vaccenic acid belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Vaccenic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.		Expected Solid	CCCCCC\C=C\CCCCCCCCCC(O)=O	C18H34O2	InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-8H,2-6,9-17H2,1H3,(H,19,20)/b8-7+	UWHZIFQPPBDJPM-BQYQJAHWSA-N	282.2558803			MMDBc0000504
BASm0014183	Mevalonic acid	Mevalonic acid, also known as MVA, mevalonate, or hiochic acid, belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group. Mevalonic acid is a key organic compound in biochemistry. It is found in most higher organisms ranging from plants to animals. Mevalonic acid is a precursor in the biosynthetic pathway known as the mevalonate pathway that produces terpenes (in plants) and steroids (in animals). Mevalonic acid is the primary precursor of isopentenyl pyrophosphate (IPP), that is in turn the basis for all terpenoids. The production of mevalonic acid by the enzyme 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA) reductase, is the rate-limiting step in the biosynthesis of cholesterol (PMID: 12872277). The cholesterol biosynthetic pathway has three major steps: (1) acetate to mevalonate, (2) mevalonate to squalene, and (3) squalene to cholesterol. In the first step, which catalyzed by thiolase, two acetyl-CoA molecules form acetoacetyl-CoA and one CoA molecule is released, then the acetoacetyl-CoA reacts with another molecule of acetyl-CoA and generates 3-hydroxy-3-methylglutaryl-CoA (HMGCoA). The enzyme responsible for this reaction is 3-hydroxy-3-methylglutaryl-CoA synthase (HMG-CoA synthase): In the pathway to synthesize cholesterol, one of the HMG-CoA carboxyl groups undergoes reduction to an alcohol, releasing CoA, leading to the formation of mevalonate, a six carbon compound. This reaction is catalyzed by hydroxy-methylglutaryl-CoA reductase, In the second step (mevalonate to squalene) mevalonate receives a phosphoryl group from ATP to form 5-phosphomevalonate. This compound accepts another phosphate to generate mevalonate-5-pyrophosphate. After a third phosphorylation, the compound is decarboxylated, loses water, and generates isopentenyl pyrophosphate (IPP). Then through successive condensations, IPP forms squalene, a terpene hydrocarbon that contains 30 carbon atoms. By cyclization and other changes, this compound will finally result in cholesterol. Mevalonic acid is found, on average, in the highest concentration within a few different foods, such as apples, corns, and wild carrots and in a lower concentration in garden tomato (var.), pepper (C. frutescens), and cucumbers. Mevalonic acid has also been detected, but not quantified in, several different foods, such as sweet oranges, potato, milk (cow), cabbages, and white cabbages. This could make mevalonic acid a potential biomarker for the consumption of these foods. Plasma concentrations and urinary excretion of MVA are decreased by HMG-CoA reductase inhibitor drugs such as pravastatin, simvastatin, and atorvastatin (PMID: 8808497).		Expected Solid	C[C@@](O)(CCO)CC(O)=O	C6H12O4	InChI=1S/C6H12O4/c1-6(10,2-3-7)4-5(8)9/h7,10H,2-4H2,1H3,(H,8,9)/t6-/m1/s1	KJTLQQUUPVSXIM-ZCFIWIBFSA-N	148.0735589			MMDBc0000506
BASm0014184	Vanillylmandelic acid	Vanillylmandelic acid, also known as vanillylmandelate or VMA, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Vanillylmandelic acid is a sweet and vanilla tasting compound. Vanillylmandelic acid (VMA) is a chemical intermediate in the synthesis of artificial vanilla flavorings and is an end-stage metabolite of the catecholamines (dopamine, epinephrine, and norepinephrine). Vanillylmandelic acid exists in all living organisms, ranging from bacteria to plants to humans. Within humans, vanillylmandelic acid participates in a number of enzymatic reactions. In particular, vanillylmandelic acid can be biosynthesized from 3-methoxy-4-hydroxyphenylglycolaldehyde through its interaction with the enzyme aldehyde dehydrogenase. In addition, vanillylmandelic acid and pyrocatechol can be biosynthesized from 3,4-dihydroxymandelic acid and guaiacol through the action of the enzyme catechol O-methyltransferase. Urinary VMA is elevated in patients with tumors that secrete catecholamines. Urinary VMA tests may also be used to diagnose neuroblastomas, and to monitor treatment of these conditions. VMA urinalysis tests can be used to diagnose an adrenal gland tumor called pheochromocytoma, a tumor of catecholamine-secreting chromaffin cells. Vanillylmandelic acid (VMA) is produced in the liver and is a major product of norepinephrine and epinephrine metabolism excreted in the urine.		Expected Solid	COC1=C(O)C=CC(=C1)[C@H](O)C(O)=O	C9H10O5	InChI=1S/C9H10O5/c1-14-7-4-5(2-3-6(7)10)8(11)9(12)13/h2-4,8,10-11H,1H3,(H,12,13)/t8-/m0/s1	CGQCWMIAEPEHNQ-QMMMGPOBSA-N	198.0528234			MMDBc0000511
BASm0014185	3-Hydroxysebacic acid	3-Hydroxydecanedioic is a dicarboxylic acid that belongs to the class of compounds known hydroxy fatty acids. Hydroxy fatty acids are fatty acids that have hydroxyl functional groups attached to the principal chain. 3-Hydroxydecanedioic acid is found in most vertebrates. Urine from patients with ketoacidosis typically contains a number of aliphatic 3-hydroxy dicarboxylic acids, with the major compound being 3-hydroxydecanedioic acid (PMID: 7353273). The excretion of 3-hydroxydecanedioic acid is correlated with the excretion of hexanedioic acid, another metabolite frequently found in ketoacidosis (PMID: 5031780). It is thought that the 3-hydroxy dicarboxylic acids such as 3-hydroxydecanedioic acid are formed from fatty acids by a combination of omega-oxidation and incomplete beta-oxidation (PMID: 7353273). Marked elevation of urinary 3-hydroxydecanedioic acid has also been reported in a malnourished infant with glycogen storage disease (PMID: 8295400). Subsequent studies have shown that increased amounts of dicarboxylic acids, such as 3-hydroxydecanedioic acid, are typically excreted in human urine under conditions of medium-chain triglyceride (MCT) feeding, abnormal fatty acid oxidation (FAO) and fasting (PMID: 8596483).		Expected Solid	O[C@H](CCCCCCC(O)=O)CC(O)=O	C10H18O5	InChI=1S/C10H18O5/c11-8(7-10(14)15)5-3-1-2-4-6-9(12)13/h8,11H,1-7H2,(H,12,13)(H,14,15)/t8-/m1/s1	OQYZCCKCJQWHIE-MRVPVSSYSA-N	218.1154237			MMDBc0000512
BASm0014186	2-Hydroxy-3-methylbutyric acid	2-Hydroxy-3-methylbutyric acid (also known as 2-hydroxyisovaleric acid) is a metabolite found in the urine of patients with phenylketonuria (PMID: 7978272), methylmalonic acidemia, propionic acidemia, 3-ketothiolase deficiency, isovaleric acidemia, 3-methylcrotonylglycemia, 3-hydroxy-3-methylglutaric acidemia, multiple carboxylase deficiency, glutaric aciduria, ornithine transcarbamylase deficiency, glyceroluria, tyrosinemia type I, galactosemia, and maple syrup urine disease (PMID: 11048741). 2-Hydroxyisovaleric acid has also been identified in the urine of patients with lactic acidosis and ketoacidosis (PMID: 884872), and in the urine of severely asphyxiated babies (PMID: 1610944). 2-Hydroxyisovaleric acid originates mainly from ketogenesis and from the metabolism of valine, leucine, and isoleucine (PMID: 6434570). 2-Hydroxy-3-methylbutyric acid has been identified in the human placenta (PMID: 32033212).		Expected Solid	CC(C)C(O)C(O)=O	C5H10O3	InChI=1S/C5H10O3/c1-3(2)4(6)5(7)8/h3-4,6H,1-2H3,(H,7,8)	NGEWQZIDQIYUNV-UHFFFAOYSA-N	118.0629942			MMDBc0000515
BASm0014187	4-Hydroxybenzoic acid	4-Hydroxybenzoic acid, also known as p-hydroxybenzoate or 4-carboxyphenol, belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups. 4-Hydroxybenzoic acid is a white crystalline solid that is slightly soluble in water and chloroform but more soluble in polar organic solvents such as alcohols and acetone. It is a nutty and phenolic tasting compound. 4-Hydroxybenzoic acid exists in all living species, ranging from bacteria to plants to humans. 4-Hydroxybenzoic acid can be found naturally in coconut. It is one of the main catechins metabolites found in humans after consumption of green tea infusions. It is also found in wine, in vanilla, in Açaí oil, obtained from the fruit of the açaí palm (Euterpe oleracea), at relatively high concetrations (892±52 mg/kg). It is also found in cloudy olive oil and in the edible mushroom Russula virescens. It has been detected in red huckleberries, rabbiteye blueberries, and corianders and in a lower concentration in olives, red raspberries, and almonds. In humans, 4-hydroxybenzoic acid is involved in ubiquinone biosynthesis. In particular, the enzyme 4-hydroxybenzoate polyprenyltransferase uses a polyprenyl diphosphate and 4-hydroxybenzoate to produce diphosphate and 4-hydroxy-3-polyprenylbenzoate. This enzyme participates in ubiquinone biosynthesis. 4-Hydroxybenzoic acid can be biosynthesized by the enzyme Chorismate lyase. Chorismate lyase is an enzyme that transforms chorismate into 4-hydroxybenzoate and pyruvate. This enzyme catalyses the first step in ubiquinone biosynthesis in Escherichia coli and other Gram-negative bacteria. 4-Hydroxybenzoate is an intermediate in many enzyme-mediated reactions in microbes. For instance, the enzyme 4-hydroxybenzaldehyde dehydrogenase uses 4-hydroxybenzaldehyde, NAD+ and H2O to produce 4-hydroxybenzoate, NADH and H+. This enzyme participates in toluene and xylene degradation in bacteria such as Pseudomonas mendocina. 4-hydroxybenzaldehyde dehydrogenase is also found in carrots. The enzyme 4-hydroxybenzoate 1-hydroxylase transforms 4-hydroxybenzoate, NAD(P)H, 2 H+ and O2 into hydroquinone, NAD(P)+, H2O and CO2. This enzyme participates in 2,4-dichlorobenzoate degradation and is found in Candida parapsilosis. The enzyme 4-hydroxybenzoate 3-monooxygenase transforms 4-hydroxybenzoate, NADPH, H+ and O2 into protocatechuate, NADP+ and H2O. This enzyme participates in benzoate degradation via hydroxylation and 2,4-dichlorobenzoate degradation and is found in Pseudomonas putida and Pseudomonas fluorescens. 4-Hydroxybenzoic acid is a popular antioxidant in part because of its low toxicity. 4-Hydroxybenzoic acid has estrogenic activity both in vitro and in vivo (PMID 9417843).		Expected Solid	OC(=O)C1=CC=C(O)C=C1	C7H6O3	InChI=1S/C7H6O3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H,(H,9,10)	FJKROLUGYXJWQN-UHFFFAOYSA-N	138.0316941			MMDBc0000519
BASm0014188	3-Methylglutaconic acid	3-Methylglutaconic acid is an intermediate (as the CoA thioester) in the leucine degradative pathway as well as the mevalonate shunt, a pathway that links isoprenoid metabolism with mitochondrial acetyl-CoA metabolism (PMID: 7603789). 3-methylglutaconyl-CoA hydratase is involved in the metabolism process of 3-methylglutaconic acid. When present in sufficiently high levels, 3-methylglutaconic acid can act as an acidogen and a metabotoxin. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of 3-methylglutaconic acid are associated with at least five inborn errors of metabolism including 3-hydroxy-3-methylglutaryl-CoA lyase deficiency, 3-methylglutaconic aciduria type I, 3-methylglutaconic aciduria type III, 3-methylglutaconic aciduria type IV, and guanidinoacetate methyltransferase deficiency (GAMT deficiency). 3-Methylglutaconic acid is an organic acid. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart, liver, and kidney abnormalities, seizures, coma, and possibly death. These are also the characteristic symptoms of the untreated IEMs mentioned above. Many affected children with organic acidemias experience intellectual disability or delayed development. In adults, acidosis or acidemia is characterized by headaches, confusion, feeling tired, tremors, sleepiness, and seizures.		Expected Solid	C\C(CC(O)=O)=C/C(O)=O	C6H8O4	InChI=1S/C6H8O4/c1-4(2-5(7)8)3-6(9)10/h2H,3H2,1H3,(H,7,8)(H,9,10)/b4-2+	WKRBKYFIJPGYQC-DUXPYHPUSA-N	144.0422587			MMDBc0000522
BASm0014189	Arabinonic acid	Arabinonic acid (CAS: 13752-83-5) is a substrate of L-arabinonate dehydratase [EC 4.2.1.25] in the pathway ascorbate and aldarate metabolism (KEGG).		Expected Solid	OC[C@@H](O)[C@@H](O)[C@H](O)C(O)=O	C5H10O6	InChI=1S/C5H10O6/c6-1-2(7)3(8)4(9)5(10)11/h2-4,6-9H,1H2,(H,10,11)/t2-,3-,4+/m1/s1	QXKAIJAYHKCRRA-JJYYJPOSSA-N	166.0477381			MMDBc0000523
BASm0014190	D-Xylonic acid	D-​Xylonic acid belongs to the family of hydroxy fatty acids. These are fatty acids in which the chain bears an hydroxyl group. ​D-​Xylonic acid has been identified in the human placenta (PMID: 32033212).		Expected Solid	OC[C@@H](O)[C@H](O)[C@@H](O)C(O)=O	C5H10O6	InChI=1S/C5H10O6/c6-1-2(7)3(8)4(9)5(10)11/h2-4,6-9H,1H2,(H,10,11)/t2-,3+,4-/m1/s1	QXKAIJAYHKCRRA-FLRLBIABSA-N	166.047738			MMDBc0000524
BASm0014191	L-Xylonic acid	L-Xylonic acid belongs to the family of sugar acids and derivatives. These are compounds containing a saccharide unit which bears a carboxylic acid group.			OC[C@H](O)[C@@H](O)[C@H](O)C(O)=O	C5H10O6	InChI=1S/C5H10O6/c6-1-2(7)3(8)4(9)5(10)11/h2-4,6-9H,1H2,(H,10,11)/t2-,3+,4-/m0/s1	QXKAIJAYHKCRRA-NUNKFHFFSA-N	166.0477381			MMDBc0000525
BASm0014192	3-Methylglutarylcarnitine	3-Methylglutarylcarnitine is an acylcarnitine. More specifically, it is an methylglutaric acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy.  This process is known as beta-oxidation. According to a recent review [Dambrova et al. 2021, Physiological Reviews], acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. 3-Methylglutarylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine 3-methylglutarylcarnitine is somewhat less abundant than short-chain acylcarnitines. These are formed either through esterification with L-carnitine or through the peroxisomal metabolism of longer chain acylcarnitines (PMID: 30540494). Many medium-chain acylcarnitines can serve as useful markers for inherited disorders of fatty acid metabolism. In particular 3-methylglutarylcarnitine is elevated in the blood or plasma of individuals with psoriasis (PMID: 33391503), CVD (PMID: 32376321), Norman-Roberts syndrome (PMID: 15083694), type 2 diabetes Mellitus (PMID: 20111019, PMID: 19369366, PMID: 29436377), carnitine palmitoyl-trasferase 2 deficiency (PMID: 9657346), Familial Mediterranean Fever (PMID: 29900937), multiple acyl coenzyme A dehydrogenase Deficiency (PMID: 30510944), CVD in type 2 diabetes Mellitus (PMID: 32431666), and gestational diabetes mellitus (PMID: 29436377). It is also decreased in the blood or plasma of individuals with Celiac disease (PMID: 16425363). 3-Methylglutarylcarnitine is elevated in the urine of individuals with medium-chain acyl-CoA dehydrogenase deficiency (PMID: 1635814, PMID: 2246856). 3-Methylglutarylcarnitine is a diagnostic metabolite of 3-hydroxy-3-methylglutaryl-coenzyme A lyase deficiency. It is also identified in the urine of patients with Reye-like syndrome (PMID: 3958190 , 10927963 ). Carnitine octanoyltransferase (CrOT, EC:2.3.1.137) is responsible for the synthesis of all medium-chain (MCAC, C5-C12) and medium-length branched-chain acylcarnitines in peroxisomes (PMID: 10486279). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available at [Dambrova et al. 2021, Physiological Reviews].		Expected Solid	C[C@H](CC(O)=O)CC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C	C13H23NO6	InChI=1S/C13H23NO6/c1-9(5-11(15)16)6-13(19)20-10(7-12(17)18)8-14(2,3)4/h9-10H,5-8H2,1-4H3,(H-,15,16,17,18)/t9-,10-/m1/s1	HFCPFJNSBPQJDP-NXEZZACHSA-N	289.1525375			MMDBc0000526
BASm0014193	3-Methyladipic acid	3-Methyladipic acid is a metabolite of the catabolism of phytanic acid. Patients with adult Refsums disease (ARD) are unable to detoxify phytanic acid by alpha-oxidation, and so the w-oxidation pathway is the only metabolic pathway available for phytanic acid degradation. This pathway produces 3-methyladipic acid as the final metabolite, which is excreted in the urine (Wanders et al. 2001). Activity of the w-oxidation pathway is approximately doubled in ARD patients compared with normal individuals (PMID: 11948235).		Expected Solid	C[C@@H](CCC(O)=O)CC(O)=O	C7H12O4	InChI=1S/C7H12O4/c1-5(4-7(10)11)2-3-6(8)9/h5H,2-4H2,1H3,(H,8,9)(H,10,11)/t5-/m0/s1	SYEOWUNSTUDKGM-YFKPBYRVSA-N	160.0735589			MMDBc0000527
BASm0014194	Dodecanoic acid	Dodecanoic acid, also known as dodecanoate or lauric acid, belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. Dodecanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Dodecanoic acid is the main fatty acid in coconut oil and in palm kernel oil, and is believed to have antimicrobial properties. It is a white, powdery solid with a faint odour of bay oil. Dodecanoic acid, although slightly irritating to mucous membranes, has a very low toxicity and so is used in many soaps and shampoos.		Expected Solid	CCCCCCCCCCCC(O)=O	C12H24O2	InChI=1S/C12H24O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h2-11H2,1H3,(H,13,14)	POULHZVOKOAJMA-UHFFFAOYSA-N	200.17763			MMDBc0000532
BASm0014195	Heptanoic acid	Heptanoic acid, or C7:0 also known as enanthic acid or heptylic acid, belongs to the class of organic compounds known as medium-chain fatty acids. Medium-chain fatty acids (MCFA) are fatty acids with aliphatic tails of 6 to 12 carbons, which can form medium-chain triglycerides Heptanoic acid is an oily liquid with an unpleasant, rancid odor. It contributes to the odor of some rancid oils. It is slightly soluble in water, but very soluble in ethanol and ether. Its name derives from the Latin oenanthe which is in turn derived from the Ancient Greek oinos "wine" and anthos "blossom." Heptanoic acid is used in the preparation of esters, such as ethyl enanthate, which are used in fragrances and as artificial flavors.  The triglyceride ester of heptanoic acid is the triheptanoin, which is used in certain medical conditions as a nutritional supplement.		Expected Solid	CCCCCCC(O)=O	C7H14O2	InChI=1S/C7H14O2/c1-2-3-4-5-6-7(8)9/h2-6H2,1H3,(H,8,9)	MNWFXJYAOYHMED-UHFFFAOYSA-N	130.0993797			MMDBc0000534
BASm0014196	4-Hydroxyphenylpyruvic acid	4-Hydroxyphenylpyruvic acid (4-HPPA) is a keto acid that is involved in the tyrosine catabolism pathway. It is a product of the enzyme (R)-4-hydroxyphenyllactate dehydrogenase (EC 1.1.1.222) and is formed during tyrosine metabolism. The conversion from tyrosine to 4-HPPA is catalyzed by tyrosine aminotransferase. Additionally, 4-HPPA can be converted to homogentisic acid which is one of the precursors to ochronotic pigment. The enzyme 4-hydroxyphenylpyruvic acid dioxygenase (HPD) catalyzes the reaction that converts 4-hydroxyphenylpyruvic acid to homogentisic acid. A deficiency in the catalytic activity of HPD is known to lead to tyrosinemia type III, an autosomal recessive disorder characterized by elevated levels of blood tyrosine and massive excretion of tyrosine derivatives into urine. It has been shown that hawkinsinuria, an autosomal dominant disorder characterized by the excretion of 'hawkinsin,' may also be a result of HPD deficiency (PMID: 11073718). Moreover, 4-hydroxyphenylpyruvic acid is also found to be associated in phenylketonuria, which is also an inborn error of metabolism. There are two isomers of HPPA, specifically 4HPPA and 3HPPA, of which 4HPPA is the most common. 4-HPPA has been found to be a microbial metabolite in Escherichia (ECMDB).		Expected Solid	OC(=O)C(=O)CC1=CC=C(O)C=C1	C9H8O4	InChI=1S/C9H8O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,10H,5H2,(H,12,13)	KKADPXVIOXHVKN-UHFFFAOYSA-N	180.0422587			MMDBc0000535
BASm0014197	3-Hydroxyisovaleric acid	3-Hydroxyisovaleric acid is a normal human metabolite excreted in the urine. It is a byproduct of the leucine degradation pathway. Production of 3-hydroxyisovaleric acid begins with the conversion of 3-methylcrotonyl-CoA into 3-methylglutaconyl-CoA in the mitochondria by the biotin-dependent enzyme methylcrotonyl-CoA carboxylase. Biotin deficiencies, certain lifestyle habits (smoking), or specific genetic conditions can reduce methylcrotonyl-CoA carboxylase activity. This reduction can lead to a buildup of 3-methylcrotonyl-CoA, which is converted into 3-hydroxyisovaleryl-CoA by the enzyme enoyl-CoA hydratase. Increased concentrations of 3-methylcrotonyl-CoA and 3-hydroxyisovaleryl-CoA can lead to a disruption of the esterified CoA:free CoA ratio, and ultimately to mitochondrial toxicity. Detoxification of these metabolic end products occur via the transfer of the 3-hydroxyisovaleryl moiety to carnitine forming 3-hydroxyisovaleric acid-carnitine or 3HIA-carnitine, which is then transferred across the inner mitochondrial membrane where 3-hydroxyisovaleric acid is released as the free acid (PMID: 21918059). 3-Hydroxyisovaleric acid has been found to be elevated in smokers and in subjects undergoing long-term anticonvulsant therapy with carbamazepine and/or phenytoin. These levels are elevated due to impairment of renal reclamation of biotin. Levels may also be increased from prolonged consumption of raw egg-whites (PMID: 16895887, 9523856, 15447901, 9176832) (OMIM: 210210, 253270, 600529, 253260, 246450, 210200, 238331). When present in sufficiently high levels, 3-hydroxyisovaleric acid can act as an acidogen and a metabotoxin. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of 3-hydroxyisovaleric acid are associated with at least a dozen inborn errors of metabolism, including 3-hydroxy-3-methylglutaryl-CoA lyase deficiency, 3-methylglutaconic aciduria type I, biotinidase deficiency and isovaleric aciduria, dihydrolipoamide dehydrogenase deficiency, 3-methylcrotonyl-CoA carboxylase 1 deficiency, 3-hydroxy-3-methylglutaryl-CoA lyase deficiency, late-onset multiple carboxylase deficiency, holocarboxylase synthetase deficiency, and 3-methylcrotonyl-CoA carboxylase 2 deficiency. 3-Hydroxyisovaleric acid is an organic acid. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart, liver, and kidney abnormalities, seizures, coma, and possibly death. These are also the characteristic symptoms of the untreated IEMs mentioned above. Many affected children with organic acidemias experience intellectual disability or delayed development. In adults, acidosis or acidemia is characterized by headaches, confusion, feeling tired, tremors, sleepiness, and seizures.		Expected Solid	CC(C)(O)CC(O)=O	C5H10O3	InChI=1S/C5H10O3/c1-5(2,8)3-4(6)7/h8H,3H2,1-2H3,(H,6,7)	AXFYFNCPONWUHW-UHFFFAOYSA-N	118.0629942			MMDBc0000538
BASm0014198	Hydroxyphenyllactic acid	Hydroxyphenyllactic acid or 4-hydroxyphenyllactate (the L-form) is a tyrosine metabolite. The level of L-hydroxyphenyllactic acid is elevated in patients with a deficiency of the enzyme p-hydroxyphenylpyruvate oxidase (EC 1.14.2.2) (PMID: 4720815). L-hydroxyphenyllactate is present in relatively higher concentrations in the cerebrospinal fluid and urine of patients with phenylketonuria (PKU) and tyrosinemia (PMID: 3126358). However, the D-form of hydroxyphenyllactate is of bacterial origin and is also found in individuals with bacterial overgrowth or unusual gut microflora (PMID: 3126358).  Microbial hydroxyphenyllactate is likely derived from phenolic or polyphenolic compounds in the diet.  Bifidobacteria and lactobacilli produce considerable amounts of phenyllactic and p-hydroxyphenyllactic acids (PMID: 23061754).  It has also been shown that hydroxyphenyllactate decreases ROS (reactive oxygen species) production in both mitochondria and neutrophils and so hydroxyphenyllactate may function as a natural anti-oxidant (PMID: 23061754). Hydroxyphenyllactic acid is a microbial metabolite found in Acinetobacter, Bacteroides, Bifidobacteria, Bifidobacterium, Clostridium, Enterococcus, Escherichia, Eubacterium, Klebsiella, Lactobacillus, Pseudomonas and Staphylococcus (PMID: 19961416).		Expected Solid	OC(CC1=CC=C(O)C=C1)C(O)=O	C9H10O4	InChI=1S/C9H10O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8,10-11H,5H2,(H,12,13)	JVGVDSSUAVXRDY-UHFFFAOYSA-N	182.0579088			MMDBc0000539
BASm0014199	N-Acetyl-L-alanine	N-Acetyl-L-alanine or N-Acetylalanine, belongs to the class of organic compounds known as N-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. N-Acetyl-L-alanine can also be classified as an alpha amino acid or a derivatized alpha amino acid. Technically, N-alpha-Acetyl-L-alanine is a biologically available N-terminal capped form of the proteinogenic alpha amino acid L-alanine.  N-acetyl amino acids can be produced either via direct synthesis of specific N-acetyltransferases or via the proteolytic degradation of N-acetylated proteins by specific hydrolases. N-terminal acetylation of proteins is a widespread and highly conserved process in eukaryotes that is involved in protection and stability of proteins (PMID: 16465618).  About 85% of all human proteins and 68% of all yeast proteins are acetylated at their N-terminus (PMID: 21750686). Several proteins from prokaryotes and archaea are also modified by N-terminal acetylation. The majority of eukaryotic N-terminal-acetylation reactions occur through N-acetyltransferase enzymes or NAT’s (PMID: 30054468).  These enzymes consist of three main oligomeric complexes NatA, NatB, and NatC, which are composed of at least a unique catalytic subunit and one unique ribosomal anchor. The substrate specificities of different NAT enzymes are mainly determined by the identities of the first two N-terminal residues of the target protein. The human NatA complex co-translationally acetylates N-termini that bear a small amino acid (A, S, T, C, and occasionally V and G) (PMID: 30054468). NatA also exists in a monomeric state and can post-translationally acetylate acidic N-termini residues (D-, E-). NatB and NatC acetylate N-terminal methionine with further specificity determined by the identity of the second amino acid. N-Acetyl-L-alanine is a product of the enzyme known as ribosomal alanine N-acetyltransferase (EC 2.3.1.128) which catalyzes the transfer of the acetyl group of acetyl CoA to proteins bearing an N-terminal alanine. N-acetylated amino acids, such as N-acetylalanine can be released by an N-acylpeptide hydrolase from peptides generated by proteolytic degradation (PMID: 16465618). Excessive amounts N-acetyl amino acids can be detected in the urine with individuals with aminoacylase I deficiency, a genetic disorder (PMID: 16465618). These include N-acetylalanine (as well as N-acetylserine, N-acetylglutamine, N-acetylglutamate, N-acetylglycine, N-acetylmethionine and smaller amounts of N-acetylthreonine, N-acetylleucine, N-acetylvaline and N-acetylisoleucine. Aminoacylase I is a soluble homodimeric zinc binding enzyme that catalyzes the formation of free aliphatic amino acids from N-acetylated precursors. In humans, Aminoacylase I is encoded by the aminoacylase 1 gene (ACY1) on chromosome 3p21 that consists of 15 exons (OMIM 609924). Individuals with aminoacylase I deficiency will experience convulsions, hearing loss and difficulty feeding (PMID: 16465618). ACY1 can also catalyze the reverse reaction, the synthesis of acetylated amino acids. Many N-acetylamino acids, including N-acetylalanine, are classified as uremic toxins (PMID: 26317986; PMID: 20613759). Uremic toxins are a diverse group of endogenously produced molecules that, if not properly cleared or eliminated by the kidneys, can cause kidney damage, cardiovascular disease and neurological deficits (PMID: 18287557). N-Acetyl-L-alanine has been identified in the human placenta (PMID: 32033212). 		Expected Solid	C[C@H](NC(C)=O)C(O)=O	C5H9NO3	InChI=1S/C5H9NO3/c1-3(5(8)9)6-4(2)7/h3H,1-2H3,(H,6,7)(H,8,9)/t3-/m0/s1	KTHDTJVBEPMMGL-VKHMYHEASA-N	131.0582432			MMDBc0000541
BASm0014200	Octadecanedioic acid	Octadecanedioic acid, also known as 1,18-octadecanedioate or octadecane-1,18-dioate, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. In the case of octadecanedioic acid, it has carboxyl groups at both ends of the chain, not just one.  Octadecanedioic acid is a very hydrophobic molecule, practically insoluble (in water).  Octadecanedioic acid is a long-chain dicarboxylic acid normally not found in humans that has been identified in the blood serum in Reye's syndrome patients (PMID: 3746531).  There may also be an association with colorectal cancer (PMID: 25037050).		Expected Solid	OC(=O)CCCCCCCCCCCCCCCCC(O)=O	C18H34O4	InChI=1S/C18H34O4/c19-17(20)15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18(21)22/h1-16H2,(H,19,20)(H,21,22)	BNJOQKFENDDGSC-UHFFFAOYSA-N	314.2457096			MMDBc0000544
BASm0014201	Propionylglycine	Propionylglycine is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction:acyl-CoA + glycine < -- > CoA + N-acylglycineThe level of propionylglycine is elevated in patients with propionic acidemia, which is an inherited deficiency of propionyl-CoA carboxylase. (Disorders of propionate and methylmalonate metabolism. In The Metabolic and Molecular Bases of Inherited Disease).		Expected Solid	CCC(=O)NCC(O)=O	C5H9NO3	InChI=1S/C5H9NO3/c1-2-4(7)6-3-5(8)9/h2-3H2,1H3,(H,6,7)(H,8,9)	WOMAZEJKVZLLFE-UHFFFAOYSA-N	131.0582432			MMDBc0000545
BASm0014202	N-Butyrylglycine	N-Butyrylglycine is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism, such as ethylmalonic encephalopathy. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13), which is an enzyme that catalyzes the chemical reaction: acyl-CoA + glycine < -- > CoA + N-acylglycine amino acids composed of glycine substituted at the nitrogen rather than the usual carbon position, resulting in the loss of hydrogen bonding donors. Polymers of these compounds are called Peptoids.		Expected Solid	CCCC(=O)NCC(O)=O	C6H11NO3	InChI=1S/C6H11NO3/c1-2-3-5(8)7-4-6(9)10/h2-4H2,1H3,(H,7,8)(H,9,10)	WPSSBBPLVMTKRN-UHFFFAOYSA-N	145.0738932			MMDBc0000549
BASm0014203	Ribothymidine	Ribothymidine is an endogenous methylated nucleoside found in human fluids; methylated purine bases are present in higher amounts in tumor-bearing patients compared to healthy controls.DNA hypermethylation is a common finding in malignant cells and has been explored as a therapeutic target for hypomethylating agents. When chemical bonds to DNA, the DNA becomes damaged and proper and complete replication cannot occur to make the normal intended cell. A DNA adduct is an abnormal piece of DNA covalently-bonded to a cancer-causing chemical. This has shown to be the start of a cancerous cell, or carcinogenesis. DNA adducts in scientific experiments are used as bio-markers and as such are themselves measured to reflect quantitatively, for comparison, the amount of cancer in the subject. (PMID:3506820, 17044778, 17264127, 16799933).		Expected Solid	CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)NC1=O	C10H14N2O6	InChI=1S/C10H14N2O6/c1-4-2-12(10(17)11-8(4)16)9-7(15)6(14)5(3-13)18-9/h2,5-7,9,13-15H,3H2,1H3,(H,11,16,17)/t5-,6-,7-,9-/m1/s1	DWRXFEITVBNRMK-JXOAFFINSA-N	258.0851862			MMDBc0000555
BASm0014204	1-Methylhistamine	1-Methylhistamine, also known as H137, belongs to the class of organic compounds known as 2-arylethylamines. These are primary amines that have the general formula RCCNH2, where R is an organic group. 1-Methylhistamine exists in all living organisms, ranging from bacteria to humans. Within humans, 1-methylhistamine participates in a number of enzymatic reactions. In particular, S-adenosylhomocysteine and 1-methylhistamine can be biosynthesized from S-adenosylmethionine and histamine; which is mediated by the enzyme histamine N-methyltransferase. In addition, 1-methylhistamine can be converted into methylimidazole acetaldehyde through its interaction with the enzyme amine oxidase [flavin-containing] a. In humans, 1-methylhistamine is involved in histidine metabolism. 1-Methylhistamine is a potentially toxic compound.		Expected Solid	CN1C=NC(CCN)=C1	C6H11N3	InChI=1S/C6H11N3/c1-9-4-6(2-3-7)8-5-9/h4-5H,2-3,7H2,1H3	FHQDWPCFSJMNCT-UHFFFAOYSA-N	125.0952974			MMDBc0000557
BASm0014205	Traumatic acid			Expected Solid	OC(=O)CCCCCCCC\C=C\C(O)=O	C12H20O4	InChI=1S/C12H20O4/c13-11(14)9-7-5-3-1-2-4-6-8-10-12(15)16/h7,9H,1-6,8,10H2,(H,13,14)(H,15,16)/b9-7+	MAZWDMBCPDUFDJ-VQHVLOKHSA-N	228.1361591			MMDBc0000558
BASm0014206	Dehydroepiandrosterone sulfate	Dehydroepiandrosterone sulfate or DHEA-S is the sulfated form of dehydroepiandrosterone (DHEA). This sulfation is reversibly catalyzed by sulfotransferase 2A1 (SULT2A1) primarily in the adrenals, the liver, and small intestine. In the blood, most DHEA is found as DHEA-S with levels that are about 300 times higher than those of free DHEA. Orally-ingested DHEA is converted into its sulfate when passing through the intestines and liver. Whereas DHEA levels naturally reach their peak in the early morning hours, DHEAS levels show no diurnal variation. From a practical point of view, measurement of DHEA-S is preferable to DHEA since levels are more stable. DHEA (from which DHEA-S comes from) is a natural steroid prohormone produced from cholesterol by the adrenal glands, the gonads, adipose tissue, brain, and in the skin (by an autocrine mechanism). DHEA is the precursor of androstenedione, which can undergo further conversion to produce the androgen testosterone and the estrogens estrone and estradiol. DHEA is also a potent sigma-1 agonist. Serum dehydroepiandrosterone sulfate is a classic marker for adrenarche, and subsequently for the individual hormonal milieu (PMID: 10599744). Dehydroepiandrosterone sulfate is an endogenously produced sex steroid that has been hypothesized to have anti-aging effects (PMID: 16960027). It also has been inversely associated with the development of atherosclerosis (PMID: 8956025).		Expected Solid	[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@H](CC[C@]12C)OS(O)(=O)=O	C19H28O5S	InChI=1S/C19H28O5S/c1-18-9-7-13(24-25(21,22)23)11-12(18)3-4-14-15-5-6-17(20)19(15,2)10-8-16(14)18/h3,13-16H,4-11H2,1-2H3,(H,21,22,23)/t13-,14-,15-,16-,18-,19-/m0/s1	CZWCKYRVOZZJNM-USOAJAOKSA-N	368.1657447			MMDBc0000561
BASm0014207	3-Dehydrosphinganine	3-Dehydrosphinganine is an intermediate in the metabolism of Glycosphingolipids. It is a substrate for Serine palmitoyltransferase 1 and Serine palmitoyltransferase 2.		Expected Solid	CCCCCCCCCCCCCCCC(=O)[C@@H](N)CO	C18H37NO2	InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h17,20H,2-16,19H2,1H3/t17-/m0/s1	KBUNOSOGGAARKZ-KRWDZBQOSA-N	299.2824294			MMDBc0000569
BASm0014208	2-Oxo-4-methylthiobutanoic acid	2-oxo-4-methylthiobutanoate, also known as 2-keto-4-methylthiobutyric acid, 2-keto-4-methylthiobutyrate or 4-(methylsulfanyl)-2-oxobutanoic acid, is a member of the class of compounds known as thia- fatty acids. Thia-fatty acids are fatty acid derivatives obtained by insertion of a sulfur atom at specific positions in the chain. Thus, 2-oxo-4-methylthiobutanoate is a fatty acid lipid molecule. 2-oxo-4-methylthiobutanoate is slightly soluble (in water) and a weakly acidic compound (based on its pKa). 2-oxo-4-methylthiobutanoate can be synthesized from L-methionine and butyric acid. 2-oxo-4-methylthiobutanoate can also be synthesized into S-adenosyl-4-methylthio-2-oxobutanoic acid. 2-oxo-4-methylthiobutanoate can be found in a number of food items such as cloves, highbush blueberries, common beets, and cashew nuts. 2-oxo-4-methylthiobutanoate can be found in urine. Within the cell, 2-oxo-4-methylthiobutanoate is primarily located in the cytoplasm and in the membrane. 2-oxo-4-methylthiobutanoate has been found in all living species, from bacteria to humans. In humans, 2-oxo-4-methylthiobutanoate is found to be involved in several metabolic disorders, some of those are S-adenosylhomocysteine (SAH) hydrolase deficiency, methylenetetrahydrofolate reductase deficiency (MTHFRD), methionine adenosyltransferase deficiency, and glycine N-methyltransferase deficiency. 4-Methylthio-2-oxobutanoic acid is the direct precursor of methional, which is a potent inducer of apoptosis in a BAF3 murine lymphoid cell line which is interleukin-3 (IL3)-dependent (PMID: 7848263).		Expected Solid	CSCCC(=O)C(O)=O	C5H8O3S	InChI=1S/C5H8O3S/c1-9-3-2-4(6)5(7)8/h2-3H2,1H3,(H,7,8)	SXFSQZDSUWACKX-UHFFFAOYSA-N	148.0194148			MMDBc0000573
BASm0014209	Epicatechin	Epicatechin is an antioxidant flavonoid, occurring especially in woody plants as both (+)-catechin and (-)-epicatechin (cis) forms. Catechin is a tannin peculiar to green and white tea because the black tea oxidation process reduces catechins in black tea. Catechin is a powerful, water soluble polyphenol and antioxidant that is easily oxidized. Several thousand types are available in the plant world. As many as two thousand are known to have a flavon structure and are called flavonoids. Catechin is one of them. Green tea is manufactured from fresh, unfermented tea leaves; the oxidation of catechins is minimal, and hence they are able to serve as antioxidants. Researchers believe that catechin is effective because it easily sticks to proteins, blocking bacteria from adhering to cell walls and disrupting their ability to destroy them. Viruses have hooks on their surfaces and can attach to cell walls. The catechin in green tea prevents viruses from adhering and causing harm. Catechin reacts with toxins created by harmful bacteria (many of which belong to the protein family) and harmful metals such as lead, mercury, chrome, and cadmium. From its NMR espectra, there is a doubt on 2 and 3 atoms configuration. It seems to be that they are in trans position.		Expected Solid	O[C@@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC(O)=C(O)C=C1	C15H14O6	InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15-/m1/s1	PFTAWBLQPZVEMU-UKRRQHHQSA-N	290.0790382			MMDBc0000575
BASm0014210	Caffeic acid	Caffeic acid (CAS: 331-39-5) is a polyphenol present in normal human urine positively correlated to coffee consumption and influenced by the dietary intake of diverse types of food (PMID:16870009). Caffeic acid has been found to be a microbial metabolite of Escherichia (PMID: 28396925).		Expected Solid	OC(=O)\C=C\C1=CC(O)=C(O)C=C1	C9H8O4	InChI=1S/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5,10-11H,(H,12,13)/b4-2+	QAIPRVGONGVQAS-DUXPYHPUSA-N	180.0422587			MMDBc0000577
BASm0014211	4-Hydroxycinnamic acid	4-Hydroxycinnamic acid, also known as p-Coumaric acid, is a coumaric acid in which the hydroxy substituent is located at C-4 of the phenyl ring. It has a role as a plant metabolite. It is a conjugate acid of a 4-coumarate. p-coumaric acid is an organic compound that is a hydroxy derivative of cinnamic acid. There are three isomers of coumaric acid: o-coumaric acid, m-coumaric acid, and p-coumaric acid, that differ by the position of the hydroxy substitution of the phenyl group. p-Coumaric acid is the most abundant isomer of the three in nature. p-Coumaric acid exists in two forms trans-p-coumaric acid and cis-p-coumaric acid. It is a crystalline solid that is slightly soluble in water, but very soluble in ethanol and diethyl ether. 4-Hydroxycinnamic acid belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated. 4-Hydroxycinnamic acid exists in all living species, ranging from bacteria to humans. Outside of the human body, 4-Hydroxycinnamic acid is found, on average, in the highest concentration within a few different foods, such as pepper (Capsicum frutescens), pineapples, and sunflowers and in a lower concentration in spinachs, kiwis, and sweet oranges. 4-Hydroxycinnamic acid has also been detected, but not quantified in several different foods, such as wild rices, soursops, garden onions, hyssops, and avocado.		Expected Solid	OC(=O)\C=C\C1=CC=C(O)C=C1	C9H8O3	InChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12)/b6-3+	NGSWKAQJJWESNS-ZZXKWVIFSA-N	164.0473441			MMDBc0000581
BASm0014212	Docosahexaenoic acid	Docosahexaenoic acid (DHA) is an omega-3 essential fatty acid. Chemically, DHA is a carboxylic acid with a 22-carbon chain and six cis- double bonds with the first double bond located at the third carbon from the omega end. DHA is most often found in fish oil. It is a major fatty acid in sperm and brain phospholipids, especially in the retina. Dietary DHA can reduce the level of blood triglycerides in humans, which may reduce the risk of heart disease (Wikipedia). Docosahexaenoic acid is found to be associated with isovaleric acidemia, which is an inborn error of metabolism.		Expected Solid	CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O	C22H32O2	InChI=1S/C22H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16,18-19H,2,5,8,11,14,17,20-21H2,1H3,(H,23,24)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-	MBMBGCFOFBJSGT-KUBAVDMBSA-N	328.2402303			MMDBc0000584
BASm0014213	2-Hydroxymyristic acid	2-Hydroxymyristic acid is an analog of myristic acid that becomes metabolically activated in cells to form 2-hydroxymyristoyl-CoA, a potent inhibitor of myristoyl-CoA:protein N-myristoyltransferase, the enzyme that catalyzes protein N-myristoylation. Treatment of T cells with 2-hydroxymyristic acid inhibits the myristoylation and alters the stability of p56lck. (PMID 8103677).		Expected Solid		C14H28O3		JYZJYKOZGGEXSX-UHFFFAOYNA-N	244.2038448			MMDBc0000588
BASm0014214	Indole-3-propionic acid	Indole-3-propionic acid (IPA, indole-3-propionate, or indole propionic acid), is a reductive product of tryptophan formed by bacteria in the gastrointestinal tract of mammals and birds (PMID:29168502). It is endogenously produced by human microbiota and has only been detected in vivo (PMID:19234110). While many microbial metabolites produced in the gut are toxic or act as uremic toxins (when they are reabsorbed through the gut epithelia), indole-3-propionic acid is a very beneficial microbial metabolite (PMID:30914514, 30862081, 29238104). In limited studies, urinary IPA correlates positively with disease and it remains unclear if this represents host bacteria responding to pathology via the production of IPA, or intestinal permeability changes leading to higher absorption and excretion of IPA, or inflammatory changes within kidneys leading to high excretion of IPA (PMID:32132996). Indole-3-propionic acid is a remarkably strong antioxidant (PMID:10721080). It is an even more potent scavenger of hydroxyl radicals than melatonin, the most potent scavenger of hydroxyl radicals synthesized by the human body. Similar to melatonin but unlike other antioxidants, indole-3-propionic acid scavenges radicals without subsequently generating reactive and pro-oxidant intermediate compounds (PMID:9928448, 10419516). Indole-3-propionic acid has been shown to prevent oxidative stress and the death of primary neurons and neuroblastoma cells exposed to the amyloid beta-protein in the form of amyloid fibrils, one of the most prominent neuropathologic features of Alzheimer's disease. 3-Indolepropionic acid also shows a strong level of neuroprotection in two other paradigms of oxidative stress. (PMID 10419516) More recently it has been found that higher indole-3-propionic acid levels in serum/plasma are associated with a reduced likelihood of type 2 diabetes and with higher levels of consumption of fibre-rich foods (PMID:28397877). Studies have shown that serum levels of indole-3-propionic acid are positively correlated with dietary fibre intake and negatively correlated with C-reactive protein levels (PMID:29795366). Indole-3-propionic acid is a marker for the presence of Clostridium sporogenes in the gut. Higher levels are associated with higher levels of Clostridium sporogenes (PMID:7378938). In addition to its useful physiological role in mammals, indole-3-propionic acid is a plant hormone with functions similar to indole-3-acetic acid (or IAA), the major plant auxin. Recent studies have shed some light on additional mechanisms of action of IPA. In the intestine, IPA could serve as a ligand to an adopted orphan nuclear receptor, Pregnane X receptor (PXR) and act as an anti-inflammatory agent (PMID:25065623). This property has allowed investigators to develop more potent analogs targeting PXR (PMID:32153125). Other tissues may also be targeted by IPA in a similar manner (PMID:31211619).		Expected Solid	OC(=O)CCC1=CNC2=C1C=CC=C2	C11H11NO2	InChI=1S/C11H11NO2/c13-11(14)6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6H2,(H,13,14)	GOLXRNDWAUTYKT-UHFFFAOYSA-N	189.0789786			MMDBc0000589
BASm0014215	1,11-Undecanedicarboxylic acid	1,11-Undecanedicarboxylic acid, also known as 1,13-tridecanedioic acid or brassilic acid, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. 1,11-Undecanedicarboxylic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.		Expected Solid	OC(=O)CCCCCCCCCCCC(O)=O	C13H24O4	InChI=1S/C13H24O4/c14-12(15)10-8-6-4-2-1-3-5-7-9-11-13(16)17/h1-11H2,(H,14,15)(H,16,17)	DXNCZXXFRKPEPY-UHFFFAOYSA-N	244.1674593			MMDBc0000590
BASm0014216	Dihomo-gamma-linolenic acid	8,11,14-Eicosatrienoic acid is a 20-carbon-chain omega-6 fatty acid, unsaturated at positions 8, 11, and 14. It differs from arachidonic acid (5,8,11,14-eicosatetraenoic acid) only at position 5. 8,11,14-Eicosatrienoic acid is also known as Dihomo-gamma-linolenic acid (DGLA). In physiological literature, it is given the name 20:3(n-6). DGLA is the elongation product of the 18 carbon gamma-linolenic acid (GLA). DGLA can be converted into prostaglandin E1 (PGE1). PGE1 inhibits platelet aggregation and also exerts a vasodilatory effect. DGLA competes with arachadonic acid for COX and lipoxygenase, inhibiting the production of arachadonic acid's eicosanoids.		Liquid	CCCCC\C=C/C\C=C/C\C=C/CCCCCCC(O)=O	C20H34O2	InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13H,2-5,8,11,14-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-	HOBAELRKJCKHQD-QNEBEIHSSA-N	306.2558803			MMDBc0000595
BASm0014217	1-Methyluric acid	1-Methyluric acid is one of the three main theophylline metabolites in man. 1-Methyluric acid is one of the purine components in urinary calculi. Methylated purines originate from the metabolism of methylxanthines (caffeine, theophylline, and theobromine). Methyluric acids can be distinguished from uric acid via simple methods routinely used in clinical laboratories, requiring the use of high-performance liquid chromatography (HPLC). Purine derivatives in urinary calculi could be considered markers of abnormal purine metabolism. The content of a purine derivative in stone depends on its average urinary excretion in the general population, similarity to the chemical structure of uric acid, and content of the latter in stone. This suggests that purines in stones represent a solid solution with uric acid as solvent. It is also plausible that methylxanthines, ubiquitous components of the diet and drugs, are involved in the pathogenesis of urolithiasis. Caffeine is metabolized via successive pathways mainly catalyzed by CYP1A2, xanthine oxidase, or N-acetyltransferase-2 to give 14 different metabolites. CYP1A2 activity shows an inter-individual variability among the population. CYP1A2, an isoform of the CYP1A cytochrome P450 superfamily, is involved in the metabolism of many drugs and plays a potentially important role in the induction of chemical carcinogenesis (PMID:11712316, 15833286, 3506820, 15013152, 4039734, 9890610).		Expected Solid	CN1C(=O)NC2=C(NC(=O)N2)C1=O	C6H6N4O3	InChI=1S/C6H6N4O3/c1-10-4(11)2-3(9-6(10)13)8-5(12)7-2/h1H3,(H,9,13)(H2,7,8,12)	QFDRTQONISXGJA-UHFFFAOYSA-N	182.0439901			MMDBc0000596
BASm0014218	Cortolone	It is one of the steriod metabolites. It is found in the urine of pregnant (36-40 weeks of gestation) and nonpregnant women and in amniotic fluid from nearly fullterm pregnant women.(PMID: 7419663).		Expected Solid	[H][C@@]12CC[C@](O)([C@@H](O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C	C21H34O5	InChI=1S/C21H34O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h12-15,17-18,22-23,25-26H,3-11H2,1-2H3/t12-,13-,14+,15+,17+,18-,19+,20+,21+/m1/s1	JXCOSKURGJMQSG-AZQJGLEESA-N	366.2406242			MMDBc0000597
BASm0014219	Palmitoleic acid	Palmitoleic acid, or (9Z)-hexadec-9-enoic acid, is an omega-7 monounsaturated fatty acid (16:1n-7) with the formula CH3(CH2)5CH=CH(CH2)7COOH that is a common constituent of the glycerides of human adipose tissue. Present in all tissues, it is generally found in higher concentrations in the liver. Macadamia oil (Macadamia integrifolia) and sea buckthorn oil (Hippophae rhamnoides) are botanical sources of palmitoleic acid, containing 22 and 40% respectively. Palmitoleic acid is found to be associated with isovaleric acidemia, which is an inborn error of metabolism.		Expected Solid	CCCCCC\C=C/CCCCCCCC(O)=O	C16H30O2	InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h7-8H,2-6,9-15H2,1H3,(H,17,18)/b8-7-	SECPZKHBENQXJG-FPLPWBNLSA-N	254.2245802			MMDBc0000599
BASm0014220	L-Urobilin			Expected Solid	CCC1C(CC2=N\C(=C\C3=C(CCC(O)=O)C(C)=C(CC4NC(=O)C(CC)C4C)N3)C(CCC(O)=O)=C2C)NC(=O)C1C	C33H46N4O6	InChI=1S/C33H46N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h15-16,19-21,26-27,34H,7-14H2,1-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b29-15+	TYOWQSLRVAUSMI-WKULSOCRSA-N	594.3417352			MMDBc0000602
BASm0014221	Tyrosol	Tyrosol is a phenolic compound present in two of the traditional components of the Mediterranean diet: wine and virgin olive oil. The presence of tyrosol has been described in red and white wines. Tyrosol is also present in vermouth and beer. Tyrosol has been shown to be able to exert antioxidant activity in vitro studies. Oxidation of low-density lipoprotein (LDL) appears to occur predominantly in arterial intimae in microdomains sequestered from antioxidants of plasma. The antioxidant content of the LDL particle is critical for its protection. The ability of tyrosol to bind human LDL has been reported. The bioavailability of tyrosol in humans from virgin olive oil in its natural form has been demonstrated. Urinary tyrosol increases, reaching a peak at 0-4 h after virgin olive oil administration. Men and women show a different pattern of urinary excretion of tyrosol. Moreover, tyrosol is absorbed in a dose-dependent manner after sustained and moderate doses of virgin olive oil. Tyrosol from wine or virgin olive oil could exert beneficial effects on human health in vivo if its biological properties are confirmed (PMID 15134375). Tyrosol is a microbial metabolite found in Bifidobacterium, Escherichia and Lactobacillus (PMID:28393285).		Expected Solid	OCCC1=CC=C(O)C=C1	C8H10O2	InChI=1S/C8H10O2/c9-6-5-7-1-3-8(10)4-2-7/h1-4,9-10H,5-6H2	YCCILVSKPBXVIP-UHFFFAOYSA-N	138.0680796			MMDBc0000603
BASm0014222	Diethanolamine	Diethanolamine, often abbreviated as DEA, is an organic chemical compound which is both a secondary amine and a dialcohol. A dialcohol has two hydroxyl groups in its molecule. Like other amines, diethanolamine acts as a weak base. Diethanolamine is widely used in the preparation of diethanolamides and diethanolamine salts of long-chain fatty acids that are formulated into soaps and surfactants used in liquid laundry and dishwashing detergents, cosmetics, shampoos, and hair conditioners. Diethanolamine is also used in textile processing, in industrial gas purification to remove acid gases, as an anticorrosion agent in metalworking fluids, and in preparations of agricultural chemicals. Aqueous diethanolamine solutions are used as solvents for numerous drugs that are administered intravenously.		Expected Solid	OCCNCCO	C4H11NO2	InChI=1S/C4H11NO2/c6-3-1-5-2-4-7/h5-7H,1-4H2	ZBCBWPMODOFKDW-UHFFFAOYSA-N	105.0789786			MMDBc0000604
BASm0014223	Phytosphingosine	Phytosphingosine is a phospholipid. Phospholipids are a class of lipids and a major component of all biological membranes; sphingolipid metabolites, such as sphingosine and ceramide, are highly bioactive compounds and are involved in diverse cell processes, including cell-cell interaction, cell proliferation, differentiation, and apoptosis. Phytosphingosine is also one of the most widely distributed natural sphingoid bases, which is abundant in fungi and plants, and also found in animals including humans. Phytosphingosine is structurally similar to sphingosine; phytosphingosine possesses a hydroxyl group at C-4 of the sphingoid long-chain base. The physiological roles of phytosphingosine are largely unknown. Phytosphingosine induces apoptosis in human T-cell lymphoma and non-small cell lung cancer cells, and induces caspase-independent cytochrome c release from mitochondria. In the presence of caspase inhibitors, phytosphingosine-induced apoptosis is almost completely suppressed, suggesting that phytosphingosine-induced apoptosis is largely dependent on caspase activities. (PMID: 12576463, 12531554, 8046331, 8048941,8706124).		Expected Solid	CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@@H](N)CO	C18H39NO3	InChI=1S/C18H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(21)18(22)16(19)15-20/h16-18,20-22H,2-15,19H2,1H3/t16-,17+,18-/m0/s1	AERBNCYCJBRYDG-KSZLIROESA-N	317.2929941			MMDBc0000605
BASm0014224	5-HEPE	5-HEPE is a major eicosanoid formed from eicosapentaenoic acid (EPA). 5-HEPE is produced in human neutrophils. The eicosanoids are a diverse family of molecules that have powerful effects on cell function. They are best known as intercellular messengers, having autocrine and paracrine effects following their secretion from the cells that synthesize them. The diversity of possible products that can be synthesized from eicosatrienoic acid is due, in part to the variety of enzymes that can act on it. Studies have placed many, but not all, of these enzymes at or inside the nucleus. In some cases, the nuclear import or export of eicosatrienoic acid-processing enzymes is highly regulated. Furthermore, nuclear receptors that are activated by specific eicosanoids are known to exist. (PMID: 8847485, 15896193).		Expected Solid	CC\C=C/C\C=C/C\C=C/C\C=C/C=C/C(O)CCCC(O)=O	C20H30O3	InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h3-4,6-7,9-10,12-14,16,19,21H,2,5,8,11,15,17-18H2,1H3,(H,22,23)/b4-3-,7-6-,10-9-,13-12-,16-14+	FTAGQROYQYQRHF-FCWZHQICSA-N	318.2194948			MMDBc0000609
BASm0014225	o-Tyrosine	o-Tyrosine is a normal human metabolite. Its presence is possible due to the hydroxylation of l-phenylalanine by hydroxyl radical (*OH), and is proposed as an hydroxy radical biomarker of oxidative damage to proteins. o-Tyrosine might also be included in the diet and absorbed. It has been associated with disease such as Kwashiorkor, a severe form of protein-energy malnutrition. However, many publications mention that the results are inconclusive, and o-tyrosine is not selectively altered by antioxidant intervention, exercise training or age. (PMID:14670743, 10969271, 9887186).		Expected Solid	NC(CC1=CC=CC=C1O)C(O)=O	C9H11NO3	InChI=1S/C9H11NO3/c10-7(9(12)13)5-6-3-1-2-4-8(6)11/h1-4,7,11H,5,10H2,(H,12,13)	WRFPVMFCRNYQNR-UHFFFAOYSA-N	181.0738932			MMDBc0000613
BASm0014226	Docosapentaenoic acid (22n-3)	Docosapentaenoic acid (22n-3) (also known as clupanodonic acid) is an essential omega-3 fatty acid (EFA) which is prevalent in fish oils. Docosapentaenoic acid, commonly called DPA, is an intermediary between eicosapentaenoic acid (EPA, 20:5 ω-3) and docosahexaenoic acid (DHA, 22:6 ω-3). Seal oil is a rich source of this metabolite. There are three functions of docosapentaenoic acid. Most importantly, it is a component of phospholipids found in all animal cell membranes, and a deficiency of docosapentaenoic acid leads to faulty membranes being formed. Secondly, it is involved in the transport and oxidation of cholesterol, and clupanodonic acid tends to lower plasma cholesterol. A third function is as a precursor of prostanoids which are only formed from docosapentaenoic acid. Deficiency of this in experimental animals causes lesions mainly attributable to faulty cellular membranes. Outcomes include sudden failure of growth, lesions of the skin, kidney, and connective tissue, erythrocyte fragility, impaired fertility, and the uncoupling of oxidation and phosphorylation. In humans, pure deficiency of docosapentaenoic acid has been studied particularly in persons fed intravenously. A relative deficiency (that is, a low ratio in the body of docosapentaenoic to long-chain saturated fatty acids and isomers of docosapentaenoate) is common in Western diets and plays an important part in the causation of atherosclerosis, coronary thrombosis, multiple sclerosis, the triopathy of diabetes mellitus, hypertension, and certain forms of malignant disease. Various factors affect the dietary requirement of docosapentaenoic acid (PMID: 6469703).		Expected Solid	CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCCC(O)=O	C22H34O2	InChI=1S/C22H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-21H2,1H3,(H,23,24)/b4-3-,7-6-,10-9-,13-12-,16-15-	YUFFSWGQGVEMMI-JLNKQSITSA-N	330.2558803			MMDBc0000615
BASm0014227	Prolylhydroxyproline	Prolylhydroxyproline is a dipeptide. Prolylhydroxyproline is a marker of bone collagen degradation, showing high sensitivity for the diagnosis of osteoporosis. Prolylhydroxyproline has been suggested as a possible alternative to hydroxyproline determination in bone resorption studies. Prolylhydroxyproline is one of the iminodipeptides present in the urine of patients with prolidase deficiency. Prolidase (X-Pro dipeptidase EC 3.4.13.9) splits iminodipeptides containing C-terminal proline or hydroxyproline (X-Pro or X-Hyp) to X+Pro or X+Hyp. Prolidase deficiency is a rare autosomal recessive disease characterized by chronic ulcerative dermatitis and mental retardation. These patients excrete large amounts of iminodipeptides containing C-terminal proline in the urine due to hereditary prolidase deficiency (PMID: 12636053, 11863289, 2387877, 1874885, 9586797).		Expected Solid	O[C@@H]1C[C@H](N(C1)C(=O)[C@@H]1CCCN1)C(O)=O	C10H16N2O4	InChI=1S/C10H16N2O4/c13-6-4-8(10(15)16)12(5-6)9(14)7-2-1-3-11-7/h6-8,11,13H,1-5H2,(H,15,16)/t6-,7+,8+/m1/s1	ONPXCLZMBSJLSP-CSMHCCOUSA-N	228.111007			MMDBc0000616
BASm0014228	Nicotinic acid ribonucleoside	Nicotinic acid ribonucleoside (CAS: 17720-18-2) belongs to the class of organic compounds known as glycosylamines. Glycosylamines are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether). Nicotinic acid ribonucleoside is involved in the nicotinate and nicotinamide metabolism pathways. Nicotinic acid ribonucleoside can be reversibly converted into nicotinate and nicotinate D-ribonucleoside by purine-nucleoside phosphorylase (EC 2.4.2.1) and 5'-nucleotidase (EC 3.1.3.5), respectively.		Expected Solid	OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)[N+]1=CC=CC(=C1)C(O)=O	C11H14NO6	InChI=1S/C11H13NO6/c13-5-7-8(14)9(15)10(18-7)12-3-1-2-6(4-12)11(16)17/h1-4,7-10,13-15H,5H2/p+1/t7-,8-,9-,10-/m1/s1	PUEDDPCUCPRQNY-ZYUZMQFOSA-O	256.0821122			MMDBc0000617
BASm0014229	PC(18:0/20:3(5Z,8Z,11Z))	PC(18:0/20:3(5Z,8Z,11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(18:0/20:3(5Z,8Z,11Z)) in particular, consists of one hexadecanoyl chain to the C-1 atom, and one 5Z,8Z,11Z-eicosatrienoyl chain to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Expected Solid	CCCCCCCCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/CCCCCCCC	C46H86NO8P	InChI=1S/C46H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h20,22,25,27,31,33,44H,6-19,21,23-24,26,28-30,32,34-43H2,1-5H3/b22-20-,27-25-,33-31-/t44-/m1/s1	QXDDDGCNWRUEFM-UMKMFDOBSA-N	811.6091052			MMDBc0000622
BASm0014230	PC(18:2(9Z,12Z)/18:3(6Z,9Z,12Z))	PC(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of g-linolenic acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the g-linolenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Expected Solid	CCCCC\C=C/C\C=C/CCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC\C=C/C\C=C/C\C=C/CCCCC	C44H78NO8P	InChI=1S/C44H78NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14-17,20-23,27,29,42H,6-13,18-19,24-26,28,30-41H2,1-5H3/b16-14-,17-15-,22-20-,23-21-,29-27-/t42-/m1/s1	ZYUVFKWRZDKQNL-YHOYFWGCSA-N	779.546505			MMDBc0000624
BASm0014231	PI(18:0/20:4(5Z,8Z,11Z,14Z))	PI(18:0/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common. PI(18:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the arachidonic acid moiety is derived from animal fats and eggs. The inositol group that is part of every phosphatidylinositol lipid is covalently linked to the phosphate group that acts as a bridge to the lipid tail. In most organisms, the stereochemical form of this inositol is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial), although other forms can be found in certain plant phosphatidylinositols. Phosphatidylinositol is especially abundant in brain tissue, where it can amount to 10% of the phospholipids, but it is present in all tissues and cell types. There is usually less of it than of phosphatidylcholine, phosphatidylethanolamine and phosphatidylserine. In animal tissues, phosphatidylinositol is the primary source of the arachidonic acid required for biosynthesis of eicosanoids, including prostaglandins, via the action of the enzyme phospholipase A2. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Expected Solid	CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C47H83O13P	InChI=1S/C47H83O13P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(49)59-39(38-58-61(55,56)60-47-45(53)43(51)42(50)44(52)46(47)54)37-57-40(48)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h11,13,17,19,22,24,28,30,39,42-47,50-54H,3-10,12,14-16,18,20-21,23,25-27,29,31-38H2,1-2H3,(H,55,56)/b13-11-,19-17-,24-22-,30-28-/t39-,42-,43-,44+,45-,46-,47-/m1/s1	KRTOMQDUKGRFDJ-ZAHDIIMDSA-N	886.5571297			MMDBc0000628
BASm0014232	LysoPC(P-18:1(9Z)/0:0)	LysoPC(P-18:1(9Z)) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(P-18:1(9Z)), in particular, consists of one chain of plasmalogen 18:1n9 at the C-1 position. The plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor family of integral membrane proteins. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids. LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4.  binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood.  Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910).  LPCs have a number of protective or anti-inflammatory effects.  Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910).  Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.		Expected Solid	[H][C@@](O)(CO\C=C/CCCCCC\C=C/CCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C26H52NO6P	InChI=1S/C26H52NO6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-22-31-24-26(28)25-33-34(29,30)32-23-21-27(2,3)4/h12-13,20,22,26,28H,5-11,14-19,21,23-25H2,1-4H3/b13-12-,22-20-/t26-/m1/s1	KJUNGQXFZYMUOH-FKWLWHCOSA-N	505.3532249			MMDBc0000636
BASm0014233	5-HETE	5-hydroxyeicosatetraenoic acid (5-HETE) is an endogenous eicosanoid. 5-HETE is an intermediate in arachidonic acid metabolism. It is converted from 5(S)-HPETE via the enzyme glutathione peroxidase (EC 1.11.1.9)and then converted to 5-OxoETE. It is also involved in the pathway of leukotriene synthesis. In addition, it is a modulator of tubuloglomerular feedback.		Expected Solid	CCCCC\C=C/C\C=C/C\C=C/C=C/[C@@H](O)CCCC(O)=O	C20H32O3	InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h6-7,9-10,12-14,16,19,21H,2-5,8,11,15,17-18H2,1H3,(H,22,23)/b7-6-,10-9-,13-12-,16-14+/t19-/m1/s1	KGIJOOYOSFUGPC-JGKLHWIESA-N	320.2351449			MMDBc0000638
BASm0014234	LysoPE(P-16:0/0:0)	LysoPE(P-16:0/0:0), also known as 1-(1Z-hexadecenyl)-sn-glycero-3-phosphoethanolamine, is an phospho-ether lipid. Ether lipids are lipids in which one or more of the carbon atoms on glycerol is bonded to an alkyl chain via an ether linkage, as opposed to the usual ester linkage. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Expected Solid	[H][C@@](O)(CO\C=C/CCCCCCCCCCCCCC)COP(O)(=O)OCCN	C21H44NO6P	InChI=1S/C21H44NO6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17-26-19-21(23)20-28-29(24,25)27-18-16-22/h15,17,21,23H,2-14,16,18-20,22H2,1H3,(H,24,25)/b17-15-/t21-/m1/s1	QYTPGOPLNFESQC-NUTQULCTSA-N	437.2906247			MMDBc0000639
BASm0014235	PC(P-16:0/16:0)	PC(P-16:0/16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-16:0/16:0), in particular, consists of one chain of plasmalogen 16:0 at the C-1 position and one chain of palmitic acid at the C-2 position. The plasmalogen 16:0 moiety is derived from animal fats, liver and kidney, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Expected Solid	CCCCCCCCCCCCCCCC(=O)O[C@]([H])(CO\C=C/CCCCCCCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C40H80NO7P	InChI=1S/C40H80NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-35-45-37-39(38-47-49(43,44)46-36-34-41(3,4)5)48-40(42)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h32,35,39H,6-31,33-34,36-38H2,1-5H3/b35-32-/t39-/m1/s1	PEWXKAOBUSBJLD-MCBGMKGZSA-N	717.5672404			MMDBc0000640
BASm0014236	LysoPE(0:0/16:0)	LysoPE(0:0/16:0) is a lysophosphatidylethanolamine or a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce. They are also approved for indoor use to preserve stored crops and commercial cut flowers. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms.		Expected Solid	[H][C@@](CO)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	C21H44NO7P	InChI=1S/C21H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(24)29-20(18-23)19-28-30(25,26)27-17-16-22/h20,23H,2-19,22H2,1H3,(H,25,26)/t20-/m1/s1	CKPBBEOJHAPPBT-HXUWFJFHSA-N	453.2855393			MMDBc0000641
BASm0014237	LysoPE(20:4(5Z,8Z,11Z,14Z)/0:0)	LysoPE(20:4(5Z,8Z,11Z,14Z)/0:0) is a lysophosphatidylethanolamine or a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce. They are also approved for indoor use to preserve stored crops and commercial cut flowers. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms.		Expected Solid	[H][C@@](O)(COC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)COP(O)(=O)OCCN	C25H44NO7P	InChI=1S/C25H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-25(28)31-22-24(27)23-33-34(29,30)32-21-20-26/h6-7,9-10,12-13,15-16,24,27H,2-5,8,11,14,17-23,26H2,1H3,(H,29,30)/b7-6-,10-9-,13-12-,16-15-/t24-/m1/s1	ROPRRXYVXLDXQO-XSQXPFHXSA-N	501.2855393			MMDBc0000644
BASm0014238	MG(20:3(8Z,11Z,14Z)/0:0/0:0)	MG(20:3(8Z,11Z,14Z)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.		Expected Solid	[H][C@](O)(CO)COC(=O)CCCCCC\C=C/C\C=C/C\C=C/CCCCC	C23H40O4	InChI=1S/C23H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)27-21-22(25)20-24/h6-7,9-10,12-13,22,24-25H,2-5,8,11,14-21H2,1H3/b7-6-,10-9-,13-12-/t22-/m0/s1	LERKRWCYZNDWFH-YYRPCZOWSA-N	380.2926598			MMDBc0000646
BASm0014239	Guanosine 2',3'-cyclic phosphate	Guanosine 2',3'-cyclic phosphate, also known as 2’,3’-cyclic GMP, is a cyclic guanosine derivative that is a precursor to 3'-GMP. The enzyme 2'3'-cyclic-nucleotide 2'-phosphodiesterase (E.C. 3.1.4.16) catalyses the hydrolysis of both 2',3'-cyclic AMP and 2',3'-cyclic GMP into 3'-AMP and 3'-GMP, respectively, at the 3'-terminal of RNA. 2',3'-cyclic phosphate termini are produced, as either intermediates or final products, during RNA cleavage by many different endoribonucleases. The enzyme RNA 3'-phosphate cyclase also converts the 3'-terminal phosphate in RNA into the 2',3'-cyclic phosphodiester in the ATP-dependent reaction which involves formation of the covalent cyclase-AMP and the RNA-N3' pp5' A intermediates (PMID: 10397337 ). This enzyme could be involved in the maintenance of cyclic ends in tRNA splicing intermediates or in the cyclization of the 3' end of U6 snRNA (PMID: 9184239 ). Guanosine-2',3'-cyclic phosphate is capable of blocking DNA synthesis in vitro (PMID: 7528887 ). 2', 3'-cGMP seems to preferentially stimulate mature T-cells while 3', 5'-cGMP preferentially acts on B-cells (PMID: 163786 ).		Expected Solid	NC1=NC(=O)C2=C(N1)N(C=N2)[C@@H]1O[C@H](CO)[C@H]2OP(O)(=O)O[C@@H]12	C10H12N5O7P	InChI=1S/C10H12N5O7P/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-6-5(3(1-16)20-9)21-23(18,19)22-6/h2-3,5-6,9,16H,1H2,(H,18,19)(H3,11,13,14,17)/t3-,5-,6-,9-/m1/s1	UASRYODFRYWBRC-UUOKFMHZSA-N	345.0474343			MMDBc0000647
BASm0014240	Glycerophosphoinositol	Glycerophosphoinositol (CAS: 16824-65-0), also known as 1-(sn-glycero-3-phospho)-1D-myo-inositol, is produced through deacylation by phospholipase B of the essential phospholipid phosphatidylinositol. Glycerophosphoinositols are ubiquitous phosphoinositide metabolites involved in the control of several cell functions. They exert their actions both intracellularly and by rapidly equilibrating across the plasma membrane. Their transport is mediated by the Glut2 transporter, the human ortholog of GIT1 (PMID: 17141226). Glycerophosphoinositol is a substrate for glycerophosphoinositol inositolphosphodiesterase (EC 3.1.4.43) and is involved in the following reaction: 1-(sn-glycero-3-phospho)-1D-myo-inositol + H2O = glycerol + 1D-myo-inositol 1-phosphate. It is also a substrate for glycerophosphoinositol glycerophosphodiesterase (EC 3.1.4.44) which catalyzes the chemical reaction: 1-(sn-glycero-3-phospho)-1D-myo-inositol + H2O = myo-inositol + sn-glycerol 3-phosphate.		Expected Solid	OC[C@@H](O)COP(O)(=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O	C9H19O11P	InChI=1S/C9H19O11P/c10-1-3(11)2-19-21(17,18)20-9-7(15)5(13)4(12)6(14)8(9)16/h3-16H,1-2H2,(H,17,18)/t3-,4-,5-,6+,7-,8-,9-/m1/s1	BMVUIWJCUQSHLZ-UJGXJMNGSA-N	334.066498			MMDBc0000648
BASm0014241	p-Cresol glucuronide	p-Cresol glucuronide is a glucuronide derivative a p-Cresol that is typically excreted in the urine. P-Cresol (the precursor of p-cresol sulfate (PCS) and p-cresol glucuronide (PCG)) is mainly generated as an end product of tyrosine biotransformation by anaerobic intestinal bacteria. During passage through the colonic mucosa and liver, sulfatation and glucuronidation generates p-Cresol sulfate (as the most preponderant metabolite) and p-Cresol glucuronide (at markedly lower concentrations) (PMID: 23826225). Cresols are known as methylphenols. Cresols are used to dissolve other chemicals, such as disinfectants and deodorizers. They are also used to make specific chemicals that kill insect pests. Cresol solutions are used as household cleaners and disinfectants such as Lysol. Cresol solutions can also be found in photographic developers. In the past, cresol solutions have been used as antiseptics in surgery, but they have been largely displaced in this role by less toxic compounds. Cresols are found in many foods and in wood and tobacco smoke, crude oil, coal tar, and in brown mixtures such as creosote, cresolene and cresylic acids, which are wood preservatives. Microbes in the soil and water produce cresols when they break down materials in the environment. Most exposures to cresols are at very low levels that are not harmful. When cresols are breathed, ingested, or applied to the skin at very high levels, they can be very harmful. Effects observed in people include irritation and burning of skin, eyes, mouth, and throat; abdominal pain and vomiting. Cresols are also a chemical component found in Sharpie Markers. P-cresol is a major component in pig odor. 		Expected Solid	CC1=CC=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=C1	C13H16O7	InChI=1S/C13H16O7/c1-6-2-4-7(5-3-6)19-13-10(16)8(14)9(15)11(20-13)12(17)18/h2-5,8-11,13-16H,1H3,(H,17,18)/t8-,9-,10+,11-,13+/m0/s1	JPAUCQAJHLSMQW-XPORZQOISA-N	284.0896029			MMDBc0000649
BASm0014242	Cytidine 2',3'-cyclic phosphate	Cytidine 2',3'-cyclic phosphate is a cytidine nucleotide containing a pyrophosphate group esterified to C2 and C3(cyclic) of the sugar moiety. A cyclic nucleotide is any nucleotide in which the phosphate group is bonded to two of the sugar's hydroxyl groups, forming a cyclical or ring structure. 2',3' cyclic CMP is a substrate for 2',3'-cyclic-nucleotide 3'-phosphodiesterase (EC 3.1.4.37). This enzyme (also called CNP) catalyzes the chemical reaction: nucleoside 2',3'-cyclic phosphate + H2O <-> nucleoside 2'-phosphate. CNP is a myelin-associated enzyme that makes up 4% of total CNS myelin protein, and is thought to undergo significant age-associated changes. The absence of CNP causes axonal swelling and neuronal degeneration. The biological role of cyclic 2',3' monophosphates is not clear, although it is thought to have something to do with neuronal stasis or development.		Expected Solid	NC1=NC(=O)N(C=C1)C1O[C@H](CO)[C@H]2OP(O)(=O)O[C@@H]12	C9H12N3O7P	InChI=1S/C9H12N3O7P/c10-5-1-2-12(9(14)11-5)8-7-6(4(3-13)17-8)18-20(15,16)19-7/h1-2,4,6-8,13H,3H2,(H,15,16)(H2,10,11,14)/t4-,6-,7-,8?/m1/s1	NMPZCCZXCOMSDQ-ZRTZXPPTSA-N	305.0412863			MMDBc0000650
BASm0014243	7alpha-Hydroxy-3-oxo-4-cholestenoate	7alpha-Hydroxy-3-oxo-4-cholestenoate, also known as 7-Hoca, is a member of the class of compounds known as monohydroxy bile acids, alcohols, and derivatives. Thes compounds are bile acids, alcohols, or any of their derivatives bearing a hydroxyl group. 7alpha-Hydroxy-3-oxo-4-cholestenoate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 7alpha-Hydroxy-3-oxo-4-cholestenoate is involved in metabolic disorders such as 27-hydroxylase deficiency, familial hypercholanemia (FHCA), and Zellweger syndrome. 7alpha-Hydroxy-3-oxo-4-cholestenoate is involved in the primary bile acid biosynthesis pathway. 7alpha-Hydroxy-3-oxo-4-cholestenoate is created from either 3beta,7alpha-dihydroxy-5-cholestenoate or 7alpha,26-dihydroxy-4-cholesten-3-one through the actions of HSD3B7 (EC 1.1.1.181) or CYP27A (EC 1.14.13.15), respectively.		Expected Solid	[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C(O)=O	C27H42O4	InChI=1S/C27H42O4/c1-16(6-5-7-17(2)25(30)31)20-8-9-21-24-22(11-13-27(20,21)4)26(3)12-10-19(28)14-18(26)15-23(24)29/h14,16-17,20-24,29H,5-13,15H2,1-4H3,(H,30,31)/t16-,17?,20-,21+,22+,23-,24+,26+,27-/m1/s1	SATGKQGFUDXGAX-MYWFJNCASA-N	430.3083098			MMDBc0000655
BASm0014244	Leucylphenylalanine	Leucylphenylalanine is a dipeptide composed of leucine and phenylalanine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.		Expected Solid	CC(C)C[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O	C15H22N2O3	InChI=1S/C15H22N2O3/c1-10(2)8-12(16)14(18)17-13(15(19)20)9-11-6-4-3-5-7-11/h3-7,10,12-13H,8-9,16H2,1-2H3,(H,17,18)(H,19,20)/t12-,13-/m0/s1	KFKWRHQBZQICHA-STQMWFEESA-N	278.1630426			MMDBc0000658
BASm0014245	Isoleucyl-Phenylalanine			Expected Solid		C15H22N2O3		WMDZARSFSMZOQO-UHFFFAOYNA-N	278.1630426			MMDBc0000659
BASm0014246	SM(d18:1/26:1(17Z))	Sphingomyelin (d18:0/26:1(17Z)) or SM(d18:0/26:1(17Z)) is a type of sphingolipid found in animal cell membranes, especially in the membranous myelin sheath which surrounds some nerve cell axons. In humans, sphingomyelin is the only membrane phospholipid not derived from glycerol. Like all sphingolipids, SPH has a ceramide core (sphingosine bonded to a fatty acid via an amide linkage). In addition it contains one polar head group, which is either phosphocholine or phosphoethanolamine. The plasma membrane of cells is highly enriched in sphingomyelin and is considered largely to be found in the exoplasmic leaflet of the cell membrane. However, there is some evidence that there may also be a sphingomyelin pool in the inner leaflet of the membrane. Moreover, neutral sphingomyelinase-2 - an enzyme that breaks down sphingomyelin into ceramide has been found to localise exclusively to the inner leaflet further suggesting that there may be sphingomyelin present there. Sphingomyelin can accumulate in a rare hereditary disease called Niemann-Pick Disease, types A and B. Niemann-Pick disease is a genetically-inherited disease caused by a deficiency in the enzyme Sphingomyelinase, which causes the accumulation of Sphingomyelin in spleen, liver, lungs, bone marrow, and the brain, causing irreversible neurological damage. SMs play a role in signal transduction. Sphingomyelins are synthesized by the transfer of phosphorylcholine from phosphatidylcholine to a ceramide in a reaction catalyzed by sphingomyelin synthase.		Expected Solid	CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](COP([O-])(=O)OCC[N+](C)(C)C)NC(=O)CCCCCCCCCCCCCCC\C=C/CCCCCCCC	C49H97N2O6P	InChI=1S/C49H97N2O6P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-49(53)50-47(46-57-58(54,55)56-45-44-51(3,4)5)48(52)42-40-38-36-34-32-30-19-17-15-13-11-9-7-2/h20-21,40,42,47-48,52H,6-19,22-39,41,43-46H2,1-5H3,(H-,50,53,54,55)/b21-20-,42-40+/t47-,48+/m0/s1	YXEXWUZHFGYOHJ-UOJCCMJYSA-N	840.7084254			MMDBc0000660
BASm0014247	Glutaminylleucine			Expected Solid	CC(C)C[C@H](NC(=O)[C@@H](N)CCC(N)=O)C(O)=O	C11H21N3O4	InChI=1S/C11H21N3O4/c1-6(2)5-8(11(17)18)14-10(16)7(12)3-4-9(13)15/h6-8H,3-5,12H2,1-2H3,(H2,13,15)(H,14,16)(H,17,18)/t7-,8-/m0/s1	ARPVSMCNIDAQBO-YUMQZZPRSA-N	259.1532062			MMDBc0000661
BASm0014248	Histidylalanine	Histidylalanine is a dipeptide composed of histidine and alanine. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.		Expected Solid	C[C@H](NC(=O)[C@@H](N)CC1=CN=CN1)C(O)=O	C9H14N4O3	InChI=1S/C9H14N4O3/c1-5(9(15)16)13-8(14)7(10)2-6-3-11-4-12-6/h3-5,7H,2,10H2,1H3,(H,11,12)(H,13,14)(H,15,16)/t5-,7-/m0/s1	FRJIAZKQGSCKPQ-FSPLSTOPSA-N	226.1065903			MMDBc0000662
BASm0014249	Luteolinidin			Expected Solid	OC1=CC2=[O+]C(=CC=C2C(O)=C1)C1=CC=C(O)C(O)=C1	C15H11O5	InChI=1S/C15H10O5/c16-9-6-12(18)10-2-4-14(20-15(10)7-9)8-1-3-11(17)13(19)5-8/h1-7H,(H3-,16,17,18,19)/p+1	GDNIGMNXEKGFIP-UHFFFAOYSA-O	271.0606485			MMDBc0000665
BASm0014250	Acetylhomoserine	Acetylhomoserine is found in pulses. Acetylhomoserine is found in Pisum sativum (peas)		Expected Solid	CC(=O)OCCC(N)C(O)=O	C6H11NO4	InChI=1S/C6H11NO4/c1-4(8)11-3-2-5(7)6(9)10/h5H,2-3,7H2,1H3,(H,9,10)	FCXZBWSIAGGPCB-UHFFFAOYSA-N	161.0688078			MMDBc0000666
BASm0014251	Harman	Harman is found in chicory. Harman is an alkaloid from the may pop (Passiflora incarnata, Passifloraceae) and many other Passiflora sp		Expected Solid	CC1=C2NC3=CC=CC=C3C2=CC=N1	C12H10N2	InChI=1S/C12H10N2/c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12/h2-7,14H,1H3	PSFDQSOCUJVVGF-UHFFFAOYSA-N	182.0843983			MMDBc0000671
BASm0014252	S-Methylmethionine	S-Methylmethionine (SMM) belongs to the class of organic compounds known as methionines and derivatives. Methionines and derivatives are compounds containing methionine or a derivative thereof resulting from reaction of methionine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. S-Methylmethionine is a derivative of methionine. It is biosynthesized from L-methionine which is first converted to S-adenosylmethionine. The subsequent conversion, involving replacement of the adenosyl group by a methyl group is catalyzed by the enzyme methionine S-methyltransferase. S-methylmethionine is particularly abundant in plants, being more abundant than methionine. As a result, S-Methylmethionine is found, on average, in the highest concentration within a few different plant foods, such as teas (Camellia sinensis), red tea, and herbal tea and in a lower concentration in green tea, black tea. It is also found in garden tomatoes. S-Methylmethionine has also been detected, but not quantified in, several different foods, such as prunus (cherry, plum), barley, nuts, root vegetables, onion-family vegetables, and sapodillas (Manilkara zapota). This could make S-methylmethionine a potential biomarker for the consumption of these foods. S-Methylmethionine is naturally found in barley and is further created during the malting process to produce beer. SMM can be subsequently converted to dimethyl sulfide (DMS) during the malt kilning process, causing an undesirable flavor in beer. Lightly kilned malts such as pilsner or lager malts retain much of their SMM content while higher kilned malt such as pale ale malt has substantially more of the SMM converted to DMS in the malt. S- The biological roles of S-methylmethionine are not well understood. Speculated roles include methionine storage, use as a methyl donor, regulation of S-adenosylmethionine. 		Expected Solid		C6H14NO2S		YDBYJHTYSHBBAU-UHFFFAOYNA-O	164.0739763			MMDBc0000672
BASm0014253	4-O-alpha-D-Galactopyranuronosyl-D-galacturonic acid	Prepd. from pectin by enzymic hydrolysis using yeast or mould pectinases or by acid hydrolysis. Sole or major repeating unit of the pectin class of polysaccharides.				C12H18O13		IGSYEZFZPOZFNC-UHFFFAOYNA-N	370.0747406			MMDBc0000673
BASm0014254	Bufotenin	A hallucinogenic serotonin analog found in frog or toad skins, mushrooms, higher plants, and mammals, especially in the brains, plasma, and urine of schizophrenics. Bufotenin has been used as a tool in CNS studies and misused as a psychedelic. Bufotenin (5-OH-DMT), is a tryptamine related to the neurotransmitter serotonin. It is an alkaloid found in the skin of some species of toads; in mushrooms, higher plants, and mammals. Bufotenin is a chemical constituent in the venom and eggs of several species of toads belonging to the Bufo genus, but most notably in the Colorado River toad (Bufo alvarius) as it is the only toad species in which bufotenin is present in large enough quantities for a psychoactive effect. Extracts of toad venom, containing bufotenin and other bioactive compounds, have been used in some traditional medicines (probably derived from Bufo gargarizans), which has been used medicinally for centuries in China. Bufotenin is a constituent of the seeds of Anadenanthera colubrina and Anadenanthera peregrina trees. Anadenanthera seeds have been used as an ingredient in psychedelic snuff preparations by indigenous cultures of the Caribbean, Central and South America.		Expected Solid	CN(C)CCC1=CNC2=C1C=C(O)C=C2	C12H16N2O	InChI=1S/C12H16N2O/c1-14(2)6-5-9-8-13-12-4-3-10(15)7-11(9)12/h3-4,7-8,13,15H,5-6H2,1-2H3	VTTONGPRPXSUTJ-UHFFFAOYSA-N	204.1262631			MMDBc0000674
BASm0014255	6-Oxopiperidine-2-carboxylic acid	6-Oxopiperidine-2-carboxylic acid, also known as 6-Oxo-pipecolinic acid, or 6-Oxo-piperidine-2-carboxylic acid, is associated with penicillin V in the production on Penicillium chrysogenum fermentations. Analysis of a 13C NMR spectrum of a concentrated broth from Penicillium chrysogenum fermentation revealed the presence of penicillin V and 6-oxo-piperidine-2-carboxylic acid(1) as the principal constituents. The latter lactam, identical to an authentic sample prepared by the cyclization of alpha-aminoadipic acid was present to the extent of 28 mol% of penicillin V. The lactam isolated form the broth was nearly racemic, having a slight excess of the L-isomer. This isolation provides further evidence regarding the biosynthetic precursors of the hydrophobic penicillins. (PMID: 6788737		Expected Solid	OC(=O)C1CCCC(O)=N1	C6H9NO3	InChI=1S/C6H9NO3/c8-5-3-1-2-4(7-5)6(9)10/h4H,1-3H2,(H,7,8)(H,9,10)	FZXCPFJMYOQZCA-UHFFFAOYSA-N	143.0582432			MMDBc0000680
BASm0014256	12-Hydroxystearic acid	12-Hydroxystearic acid, also known as 12-HSA, (CAS# 36377-33-0), can be found in edible vegetable oils such as canola oil and castor oil			CCCCCCC(O)CCCCCCCCCCC(O)=O	C18H36O3	InChI=1S/C18H36O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h17,19H,2-16H2,1H3,(H,20,21)	ULQISTXYYBZJSJ-UHFFFAOYSA-N	300.266445			MMDBc0000681
BASm0014257	13-Methylmyristic acid	13-Methylmyristic acid (CAS# 2485-71-4), also known as 13-methyltetradecanoic acid, iso-pentadecanoic acid, 13-methyltetradecanoic acid, 13-MTD, or 13-MTDA, is an iso-fatty acid. It is used to study the induction of mitochondrial-mediated apoptosis via the AKT and MAPK pathways. 13-MTDA is used for the biosynthesis of methyl-branched polyhydroxyalkanoates		Expected Solid	CC(C)CCCCCCCCCCCC(O)=O	C15H30O2	InChI=1S/C15H30O2/c1-14(2)12-10-8-6-4-3-5-7-9-11-13-15(16)17/h14H,3-13H2,1-2H3,(H,16,17)	ZOCYQVNGROEVLU-UHFFFAOYSA-N	242.2245802			MMDBc0000682
BASm0014258	15-Methylpalmitate	15-Methylpalmitate, also known as 15-methylhexadecanoate, is a fatty acid methyl ester (FAME). It has an exact mass of 269.25 g/mol and the molecular formula is C17H33O2. Methylpalmitate is a biomarker for the consumption of butte			CC(C)CCCCCCCCCCCCCC(O)=O	C17H34O2	InChI=1S/C17H34O2/c1-16(2)14-12-10-8-6-4-3-5-7-9-11-13-15-17(18)19/h16H,3-15H2,1-2H3,(H,18,19)	IIUXHTGBZYEGHI-UHFFFAOYSA-N	270.2558803			MMDBc0000683
BASm0014259	17-Methylstearate	17-Methyloctadecanoic acid, also known as 17-methylstearic acid, is a medium-chain saturated iso-fatty acid. 17-Methyloctadecanoic acid is found in fishes such as Baltic salmon.			CC(C)CCCCCCCCCCCCCCCC(O)=O	C19H38O2	InChI=1S/C19H38O2/c1-18(2)16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-19(20)21/h18H,3-17H2,1-2H3,(H,20,21)	YETXGSGCWODRAA-UHFFFAOYSA-N	298.2871805			MMDBc0000684
BASm0014260	Methylphosphate	Methylphosphate, also known as monomethyl phosphate or MMP, belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain. Methylphosphate is a moderately acidic compound (based on its pKa). Methylphosphate is a methyl ester of phosphoric acid. It is a colourless, nonvolatile liquid, and it has some specialized uses in the production of other compounds.		Expected Solid	COP(O)(O)=O	CH5O4P	InChI=1S/CH5O4P/c1-5-6(2,3)4/h1H3,(H2,2,3,4)	CAAULPUQFIIOTL-UHFFFAOYSA-N	111.9925452			MMDBc0000685
BASm0014261	Docosadienoate (22:2n6)	(13Z,16Z)-Docosadienoic acid, also known as docosadienoate or C22:2N-6,9, belongs to the class of organic compounds known as very-long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. (13Z,16Z)-Docosadienoic acid is a very hydrophobic molecule that is practically insoluble (in water) and is relatively neutral. (13Z,16Z)-Docosadienoic acid can be found in feces.		Expected Solid	CCCCC\C=C/C\C=C/CCCCCCCCCCCC(O)=O	C22H40O2	InChI=1S/C22H40O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h6-7,9-10H,2-5,8,11-21H2,1H3,(H,23,24)/b7-6-,10-9-	HVGRZDASOHMCSK-HZJYTTRNSA-N	336.3028305			MMDBc0000687
BASm0014262	Succinylcarnitine	Succinylcarnitine is an acylcarnitine. More specifically, it is an succinic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy.  This process is known as beta-oxidation. According to a recent review [Dambrova et al. 2021, Physiological Reviews], acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. Succinylcarnitine is therefore classified as a short chain AC. As a short-chain acylcarnitine Succinylcarnitine is a member of the most abundant group of carnitines in the body, comprising more than 50% of all acylcarnitines quantified in tissues and biofluids (PMID: 31920980), it has been identified in the human placenta (PMID: 32033212 ). Some short-chain carnitines have been studied as supplements or treatments for a number of diseases, including neurological disorders and inborn errors of metabolism. Carnitine acetyltransferase (CrAT, EC:2.3.1.7) is responsible for the synthesis of all short-chain and short branched-chain acylcarnitines (PMID: 23485643). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available at [Dambrova et al. 2021, Physiological Reviews].		Expected Solid	C[N+](C)(C)C[C@@H](CC([O-])=O)OC(=O)CCC(O)=O	C11H19NO6	InChI=1S/C11H19NO6/c1-12(2,3)7-8(6-10(15)16)18-11(17)5-4-9(13)14/h8H,4-7H2,1-3H3,(H-,13,14,15,16)/t8-/m1/s1	HAEVNYBCYZZDFL-MRVPVSSYSA-N	261.1212373			MMDBc0000688
BASm0014263	Dihomolinoleic acid	Dihomolinoleic acid, also known as 10Z,12Z-octadecadienoic acid, is classified as a linoleic acid or a linoleic acid derivative. Linoleic acid is a polyunsaturated omega-6 18-carbon fatty acid with two CC double bonds at the 9- and 12-positions. Dihomolinoleic acid is considered to be practically insoluble (in water) and a very weak acidic compound. Dihomolinoleic acid can be found in black walnut, which makes dihomolinoleic acid a potential biomarker for the consumption of this food product. Dihomolinoleic acid can be found in blood, saliva, and feces.		Expected Solid	CCCCC\C=C/C=C\CCCCCCCCC(O)=O	C18H32O2	InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-9H,2-5,10-17H2,1H3,(H,19,20)/b7-6-,9-8-	GKJZMAHZJGSBKD-JPDBVBESSA-N	280.2402303			MMDBc0000689
BASm0014264	2-Oleoylglycerol	UL			[H]\C(CCCCCCCC)=C(\[H])CCCCCCCC(=O)OC(CO)CO	C21H40O4	InChI=1S/C21H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-20(18-22)19-23/h9-10,20,22-23H,2-8,11-19H2,1H3/b10-9+	UPWGQKDVAURUGE-MDZDMXLPSA-N	356.2926598			MMDBc0000691
BASm0014265	3-Hydroxypyridine	UL			OC1=CN=CC=C1	C5H5NO	InChI=1S/C5H5NO/c7-5-2-1-3-6-4-5/h1-4,7H	GRFNBEZIAWKNCO-UHFFFAOYSA-N	95.03711379			MMDBc0000692
BASm0014266	Dihydroferulic acid	Dihydroferulic acid, also known as 3-(4-hydroxy-3-methoxyphenyl)propionic acid or dihydroconiferylate, is classified as a member of the phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid. Dihydroferulic acid is considered to be slightly soluble (in water) and acidic. Dihydroferulic acid is a phenolic acid metabolite and was found to be significantly elevated in serum after whole grain consumption which makes this compound a potential serum biomarker of whole grain intake (PMID: 25646321).		Expected Solid	COC1=CC(CCC(O)=O)=CC=C1O	C10H12O4	InChI=1S/C10H12O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2,4,6,11H,3,5H2,1H3,(H,12,13)	BOLQJTPHPSDZHR-UHFFFAOYSA-N	196.0735589			MMDBc0000693
BASm0014267	Thioproline	Thioproline (CAS: 444-27-9), also known as 1,3-thiazolidine-4-carboxylic acid or gamma-thioproline, belongs to the class of organic compounds known as L-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. Thioproline has been identified in the human placenta (PMID: 32033212).		Expected Solid	OC(=O)[C@@H]1CSCN1	C4H7NO2S	InChI=1S/C4H7NO2S/c6-4(7)3-1-8-2-5-3/h3,5H,1-2H2,(H,6,7)/t3-/m0/s1	DZLNHFMRPBPULJ-VKHMYHEASA-N	133.0197492			MMDBc0000694
BASm0014268	16alpha-Hydroxy DHEA 3-sulfate	16alpha-Hydroxy DHEA 3-sulfate (16α-OH-DHEAS), also known as 3beta,16alpha-Dihydroxyandrostenone sulfate,  belongs to the class of organic compounds known as sulfated steroids. These are sterol lipids containing a sulfate group attached to the steroid skeleton. 16alpha-Hydroxy DHEA 3-sulfate originates mainly from the fetus and is a precursor for placental estriol biosynthesis (PMID: 24717977). 16alpha-Hydroxy DHEA 3-sulfate is a normal human metabolite identified in the placenta and breast milk of pregnant women. The size of the neonate's adrenal glands is in direct relation to the levels of 16alpha-Hydroxy DHEA 3-sulfate in pregnancy (PMID: 2963083, 2974194, 6216072, 6220027, 6220952, 6445373).		Expected Solid	[H][C@@]12C[C@@H](O)C(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@H](CC[C@]12C)OS(O)(=O)=O	C19H28O6S	InChI=1S/C19H28O6S/c1-18-7-5-12(25-26(22,23)24)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(20)17(19)21/h3,12-16,20H,4-10H2,1-2H3,(H,22,23,24)/t12-,13+,14-,15-,16+,18-,19-/m0/s1	ALBNSVAJDFJRKQ-DNKQKWOHSA-N	384.1606598			MMDBc0000696
BASm0014269	Epiandrosterone sulfate	Epiandrosterone sulfate, also known as (3beta,5alpha)-17-oxoandrostan-3-yl hydrogen sulfate or epiandrosterone sulphuric acid, is a member of the class of compounds known as sulfated steroids. Sulfated steroids are sterol lipids containing a sulfate group attached to the steroid skeleton. Epiandrosterone sulfate is practically insoluble (in water) and an extremely strong acidic compound (based on its pKa). Epiandrosterone sulfate can be synthesized from 5alpha-androstane and synthesized into epiandrosterone. Epiandrosterone sulfate can be found in blood and feces.		Expected Solid	[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](CC[C@]12C)OS(O)(=O)=O	C19H30O5S	InChI=1S/C19H30O5S/c1-18-9-7-13(24-25(21,22)23)11-12(18)3-4-14-15-5-6-17(20)19(15,2)10-8-16(14)18/h12-16H,3-11H2,1-2H3,(H,21,22,23)/t12-,13-,14-,15-,16-,18-,19-/m0/s1	ZMITXKRGXGRMKS-LUJOEAJASA-N	370.1813952			MMDBc0000700
BASm0014270	10-nonadecenoate	10-nonadecenoate is classified as a member of the Long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. 10-nonadecenoate is considered to be practically insoluble (in water) and acidic		Expected Solid	[H]\C(CCCCCCCC)=C(\[H])CCCCCCCCC([O-])=O	C19H35O2	InChI=1S/C19H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21/h9-10H,2-8,11-18H2,1H3,(H,20,21)/p-1/b10-9+	BBOWBNGUEWHNQZ-MDZDMXLPSA-M	295.2642539			MMDBc0000701
BASm0014271	N-carbamoyl-beta-alaninate	Ureidopropionic acid, also known as 3-ureidopropanoate or N-carbamoyl-beta-alanine, belongs to the class of organic compounds known as ureas. Ureas are compounds containing two amine groups joined by a carbonyl (C=O) functional group. Ureidopropionic acid is an intermediate in the metabolism of uracil. More specifically, it is a breakdown product of dihydrouracil and is produced by the enzyme dihydropyrimidase. It is further decomposed into beta-alanine via the enzyme beta-ureidopropionase. Ureidopropionic acid is essentially a urea derivative of beta-alanine. High levels of ureidopropionic acid are found in individuals with beta-ureidopropionase (UP) deficiency (PMID: 11675655). Enzyme deficiencies in pyrimidine metabolism are associated with a risk for severe toxicity against the antineoplastic agent 5-fluorouracil. Ureidopropionic acid has been detected, but not quantified in, several different foods, such as gram beans, broccoli, climbing beans, oriental wheat, and mandarin orange (clementine, tangerine). This could make ureidopropionic acid a potential biomarker for the consumption of these foods.		Solid	NC(=O)NCCC(O)=O	C4H8N2O3	InChI=1S/C4H8N2O3/c5-4(9)6-2-1-3(7)8/h1-2H2,(H,7,8)(H3,5,6,9)	JSJWCHRYRHKBBW-UHFFFAOYSA-N	132.0534921			MMDBc0000704
BASm0014272	2-Aminoheptanoate	2-Aminoheptanoate (CAS: 1115-90-8), also known as homonorleucine, is classified as a member of the alpha-amino acids. alpha-Amino acids are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). 2-Aminoheptanoate is considered to be a soluble (in water) and a moderately acidic compound. 2-Aminoheptanoate can be found in feces.		Expected Solid	CCCCC[C@H](N)C(O)=O	C7H15NO2	InChI=1S/C7H15NO2/c1-2-3-4-5-6(8)7(9)10/h6H,2-5,8H2,1H3,(H,9,10)/t6-/m0/s1	RDFMDVXONNIGBC-LURJTMIESA-N	145.1102787			MMDBc0000705
BASm0014273	5alpha-Pregnan-3beta,20alpha-diol disulfate	5alpha-Pregnan-3beta,20alpha-diol disulfate, also known as 5α-pregnan-3β,20α-ylene sulfate, belongs to the class of organic compounds known as sulfated steroids. These are sterol lipids containing a sulfate group attached to the steroid skeleton. 5alpha-Pregnan-3beta,20alpha-diol disulfate is an extremely strong acidic compound (based on its pKa). 5alpha-Pregnan-3beta,20alpha-diol disulfate can be found in feces.		Expected Solid	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])C[C@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)OS(O)(=O)=O)[C@H](C)OS(O)(=O)=O	C21H36O8S2	InChI=1S/C21H36O8S2/c1-13(28-30(22,23)24)17-6-7-18-16-5-4-14-12-15(29-31(25,26)27)8-10-20(14,2)19(16)9-11-21(17,18)3/h13-19H,4-12H2,1-3H3,(H,22,23,24)(H,25,26,27)/t13-,14-,15-,16-,17+,18-,19-,20-,21+/m0/s1	LSQGWMYMIHQKSA-ZVPCKFNKSA-N	480.1851605			MMDBc0000706
BASm0014274	2-Hydroxydecanoate	2-Hydroxydecanoate (CAS: 5393-81-7), also known as alpha-hydroxycapric acid, is classified as a member of the medium-chain fatty acids. Medium-chain fatty acids are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. 2-Hydroxydecanoate is considered to be a practically insoluble (in water) and a weakly acidic compound. 2-Hydroxydecanoate can be found in feces.		Expected Solid	CCCCCCCC[C@H](O)C(O)=O	C10H20O3	InChI=1S/C10H20O3/c1-2-3-4-5-6-7-8-9(11)10(12)13/h9,11H,2-8H2,1H3,(H,12,13)/t9-/m0/s1	GHPVDCPCKSNJDR-VIFPVBQESA-N	188.1412445			MMDBc0000707
BASm0014275	3-Hydroxymyristate	3-hydroxymyristate, also known as 3-Hydroxytetradecanoate(1-) or &beta;-hydroxymyristic acid, is classified as a member of the long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. 3-hydroxymyristate is considered to be a practically insoluble (in water) and a weak acidic compound. 3-hydroxymyristate can be found in feces.		Expected Solid	CCCCCCCCCCCC(O)CC(O)=O	C14H28O3	InChI=1S/C14H28O3/c1-2-3-4-5-6-7-8-9-10-11-13(15)12-14(16)17/h13,15H,2-12H2,1H3,(H,16,17)	ATRNZOYKSNPPBF-UHFFFAOYSA-N	244.2038448			MMDBc0000709
BASm0014276	N-Propionylalanine			Expected Solid	[H][C@@](C)(N=C(O)CC)C(O)=O	C6H11NO3	InChI=1S/C6H11NO3/c1-3-5(8)7-4(2)6(9)10/h4H,3H2,1-2H3,(H,7,8)(H,9,10)/t4-/m0/s1	INPGLFHHFHOGRM-BYPYZUCNSA-N	145.0738932			MMDBc0000711
BASm0014277	N-Propionylmethionine			Expected Solid	[H][C@@](CCSC)(N=C(O)CC)C(O)=O	C8H15NO3S	InChI=1S/C8H15NO3S/c1-3-7(10)9-6(8(11)12)4-5-13-2/h6H,3-5H2,1-2H3,(H,9,10)(H,11,12)/t6-/m0/s1	RBAAEQRITQHPJM-LURJTMIESA-N	205.0772645			MMDBc0000712
BASm0014278	Methyl-4-hydroxybenzoate sulfate	Methyl-4-hydroxybenzoate sulfate belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group. Methyl-4-hydroxybenzoate sulfate has been identified in the human placenta (PMID: 32033212).		Expected Solid	COC(=O)C1=CC=C(OS(O)(=O)=O)C=C1	C8H8O6S	InChI=1S/C8H8O6S/c1-13-8(9)6-2-4-7(5-3-6)14-15(10,11)12/h2-5H,1H3,(H,10,11,12)	IBEAHXYYSZWGED-UHFFFAOYSA-N	232.0041592			MMDBc0000713
BASm0014279	4-Allylphenol sulfate	4-Allylphenol sulfate, also known as chavicol hydrogen sulfate or p-allylphenyl sulfate, belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group. 4-Allylphenol sulfate has been identified in blood (PMID: 26561314).		Expected Solid	OS(=O)(=O)OC1=CC=C(CC=C)C=C1	C9H10O4S	InChI=1S/C9H10O4S/c1-2-3-8-4-6-9(7-5-8)13-14(10,11)12/h2,4-7H,1,3H2,(H,10,11,12)	KFDHKOFCRYUXLA-UHFFFAOYSA-N	214.02998			MMDBc0000714
BASm0014280	2-Methoxyacetaminophen glucuronide			Expected Solid	COC1=C(NC(C)=O)C=CC(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)=C1	C15H19NO9	InChI=1S/C15H19NO9/c1-6(17)16-8-4-3-7(5-9(8)23-2)24-15-12(20)10(18)11(19)13(25-15)14(21)22/h3-5,10-13,15,18-20H,1-2H3,(H,16,17)(H,21,22)/t10-,11-,12+,13-,15+/m0/s1	GDCCQRYSPGZVPX-DKBOKBLXSA-N	357.1059812			MMDBc0000715
BASm0014281	Cytidine 3'-monophosphate	Cytidine 3'-monophosphate (3'-CMP), also known as 3'-cytidylic acid or 3'-cytidylate, belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. Cytidine 3'-monophosphate has been identified in the human placenta (PMID: 32033212).		Expected Solid	NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](CO)[C@@H](OP(O)(O)=O)[C@H]1O	C9H14N3O8P	InChI=1S/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-6(14)7(4(3-13)19-8)20-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1	UOOOPKANIPLQPU-XVFCMESISA-N	323.051851			MMDBc0000720
BASm0014282	4-Androsten-3beta,17beta-diol disulfate	4-Androsten-3beta,17beta-diol disulfate, also known as 4-androsten-3β,17β-diol disulfate, is classified as a member of the sulfated steroids. Sulfated steroids are sterol lipids containing a sulfate group attached to the steroid skeleton. 4-Androsten-3beta,17beta-diol disulfate is considered to be a practically insoluble (in water) and an extremely strong acidic compound. Human plasma levels of 4-androsten-3beta,17beta-diol disulfate were reported to be influenced by genetic variants in the gene SULT2A1 which codes for the enzyme dehydroepiandrosterone sulfotransferase (PMID: 24816252).		Expected Solid	[H][C@@]12CC[C@H](OS(O)(=O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=C[C@H](CC[C@]12C)OS(O)(=O)=O	C19H30O8S2	InChI=1S/C19H30O8S2/c1-18-9-7-13(26-28(20,21)22)11-12(18)3-4-14-15-5-6-17(27-29(23,24)25)19(15,2)10-8-16(14)18/h11,13-17H,3-10H2,1-2H3,(H,20,21,22)(H,23,24,25)/t13-,14-,15-,16-,17-,18-,19-/m0/s1	UWPTUYJASNIIJM-LOVVWNRFSA-N	450.1382103			MMDBc0000721
BASm0014283	Diglycerol			Expected Solid	OCC(O)COCC(O)CO	C6H14O5	InChI=1S/C6H14O5/c7-1-5(9)3-11-4-6(10)2-8/h5-10H,1-4H2	GPLRAVKSCUXZTP-UHFFFAOYSA-N	166.0841236			MMDBc0000722
BASm0014284	Fucitol	Fucitol is a sugar alcohol belonging to the chemical class of polyols. Its chemical structure features a fucose moiety, which can be modified through various pathways, including sulfation, as indicated by the detection of 1, 3, 5-tri-O-acetyl-2, 4-di-O-methyl-L-fucitol and 1, 4, 5-tri-O-acetyl-2, 3-di-O-methyl-L-fucitol (PMID:37182947). In biological contexts, fucitol has been shown to rapidly lyse Microcystis aeruginosa cells, highlighting its potential role in cellular interactions (PMID:35495711). Furthermore, fucitol derivatives, such as 1-deoxyfuconojirimycin, act as fucosidase inhibitors, which are relevant in cancer research (PMID:30554081). The synthesis of 3-deoxy-3-fluoro-L-fucitol involves enzymatic oxidation of its precursor, showcasing its synthetic versatility (PMID:32390019). Additionally, fucitol is implicated in the formation of O-linked fucose structures associated with epidermal growth factor, as evidenced by its detection in LC-MS/MS analyses (PMID:22422444). Structural studies have also revealed interactions between fucitol and enzymes, such as Bacillus pallidus d-arabinose isomerase, providing insights into its biochemical roles (PMID:20123133).		Expected Solid	C[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO	C6H14O5	InChI=1S/C6H14O5/c1-3(8)5(10)6(11)4(9)2-7/h3-11H,2H2,1H3/t3-,4+,5-,6-/m0/s1	SKCKOFZKJLZSFA-FSIIMWSLSA-N	166.0841236			MMDBc0000723
BASm0014285	N-Formylphenylalanine	N-Formylphenylalanine, also known as OHC-Phe-OH, belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. N-Formylphenylalanine has been identified in the human placenta (PMID: 32033212).		Expected Solid	OC(=O)[C@H](CC1=CC=CC=C1)NC=O	C10H11NO3	InChI=1S/C10H11NO3/c12-7-11-9(10(13)14)6-8-4-2-1-3-5-8/h1-5,7,9H,6H2,(H,11,12)(H,13,14)/t9-/m0/s1	NSTPXGARCQOSAU-VIFPVBQESA-N	193.0738932			MMDBc0000725
BASm0014286	N2,N6-Diacetyllysine	N2,N6-Diacetyllysine is a diacetylated derivative of the amino acid lysine, classified as an acetylated amino acid. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential roles in metabolism.		Expected Solid	[H][C@@](CCCCN=C(C)O)(N=C(C)O)C(O)=O	C10H18N2O4	InChI=1S/C10H18N2O4/c1-7(13)11-6-4-3-5-9(10(15)16)12-8(2)14/h9H,3-6H2,1-2H3,(H,11,13)(H,12,14)(H,15,16)/t9-/m0/s1	ZHZUEHHBTYJTKY-VIFPVBQESA-N	230.1266571			MMDBc0000727
BASm0014287	N6,N6-Dimethyladenosine			Expected Solid	[H][C@]1(CO)O[C@@]([H])(N2C=NC3=C(N=CN=C23)N(C)C)[C@]([H])(O)[C@]1([H])O	C12H17N5O4	InChI=1S/C12H17N5O4/c1-16(2)10-7-11(14-4-13-10)17(5-15-7)12-9(20)8(19)6(3-18)21-12/h4-6,8-9,12,18-20H,3H2,1-2H3/t6-,8-,9-,12-/m1/s1	WVGPGNPCZPYCLK-WOUKDFQISA-N	295.1280541			MMDBc0000728
BASm0014288	1-(3-Aminopropyl)-2-pyrrolidone			Expected Solid	NCCCN1CCCC1=O	C7H14N2O	InChI=1S/C7H14N2O/c8-4-2-6-9-5-1-3-7(9)10/h1-6,8H2	HJORCZCMNWLHMB-UHFFFAOYSA-N	142.1106131			MMDBc0000729
BASm0014289	2-(4-Hydroxyphenyl)propionate	2-(4-Hydroxyphenyl)propionate is a phenolic compound belonging to the class of propionic acid derivatives. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	CC(C(O)=O)C1=CC=C([O-])C=C1	C9H9O3	InChI=1S/C9H10O3/c1-6(9(11)12)7-2-4-8(10)5-3-7/h2-6,10H,1H3,(H,11,12)/p-1	ZHMMPVANGNPCBW-UHFFFAOYSA-M	165.0557177			MMDBc0000731
BASm0014290	2-Acetamidobutanoate			Expected Solid	CCC(N=C(C)[O-])C(O)=O	C6H10NO3	InChI=1S/C6H11NO3/c1-3-5(6(9)10)7-4(2)8/h5H,3H2,1-2H3,(H,7,8)(H,9,10)/p-1	WZVZUKROCHDMDT-UHFFFAOYSA-M	144.0666168			MMDBc0000732
BASm0014291	4-Androsten-3alpha,17alpha-diol monosulfate			Expected Solid	[O-]S([O-])(=O)=O.C[C@]12CC[C@H]3[C@@H](CCC4=C[C@H](O)CC[C@]34C)[C@@H]1CC[C@H]2O	C19H30O6S	InChI=1S/C19H30O2.H2O4S/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18;1-5(2,3)4/h11,13-17,20-21H,3-10H2,1-2H3;(H2,1,2,3,4)/p-2/t13-,14+,15+,16+,17-,18+,19+;/m1./s1	RGVCESSGIDWPLU-JJTRCLETSA-L	386.177407			MMDBc0000735
BASm0014292	4-Androsten-3beta,17beta-diol monosulfate	4-Androsten-3beta,17beta-diol monosulfate is a steroid sulfate, a subclass of steroid compounds characterized by the presence of a sulfate group. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential roles in human physiology.		Expected Solid	[O-]S([O-])(=O)=O.C[C@]12CC[C@H]3[C@@H](CCC4=C[C@@H](O)CC[C@]34C)[C@@H]1CC[C@@H]2O	C19H30O6S	InChI=1S/C19H30O2.H2O4S/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18;1-5(2,3)4/h11,13-17,20-21H,3-10H2,1-2H3;(H2,1,2,3,4)/p-2/t13-,14-,15-,16-,17-,18-,19-;/m0./s1	RGVCESSGIDWPLU-NKPAQCGESA-L	386.177407			MMDBc0000736
BASm0014293	4-Ureidobutyrate	4-Ureidobutyrate is a urea derivative and belongs to the class of amino acid metabolites. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential roles in metabolic pathways.		Expected Solid	OC(=N)NCCCC([O-])=O	C5H9N2O3	InChI=1S/C5H10N2O3/c6-5(10)7-3-1-2-4(8)9/h1-3H2,(H,8,9)(H3,6,7,10)/p-1	QYTWIMMLQKHPGL-UHFFFAOYSA-M	145.0618657			MMDBc0000737
BASm0014294	5alpha-Androstan-3beta,17alpha-diol monosulfate	5alpha-Androstan-3beta,17alpha-diol monosulfate is a steroid sulfate, belonging to the class of androgens. There is limited literature available regarding this metabolite, indicating that it may not be extensively studied in the context of its biological functions or clinical significance.		Expected Solid	[O-]S([O-])(=O)=O.C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@@H](O)CC[C@]34C)[C@@H]1CC[C@H]2O	C19H32O6S	InChI=1S/C19H32O2.H2O4S/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18;1-5(2,3)4/h12-17,20-21H,3-11H2,1-2H3;(H2,1,2,3,4)/p-2/t12-,13-,14-,15-,16-,17+,18-,19-;/m0./s1	MVEVEMFZPANFLL-UYGBUGSWSA-L	388.1930571			MMDBc0000738
BASm0014295	5alpha-Pregnan-3beta,20alpha-diol monosulfate			Expected Solid	[O-]S([O-])(=O)=O.CC(O)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C	C21H36O6S	InChI=1S/C21H36O2.H2O4S/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3;1-5(2,3)4/h13-19,22-23H,4-12H2,1-3H3;(H2,1,2,3,4)/p-2/t13?,14-,15-,16-,17+,18-,19-,20-,21+;/m0./s1	JPEAGOXIJHWBGA-PWMJONGKSA-L	416.2243572			MMDBc0000740
BASm0014296	N-Acetyl-1-methylhistidine	N-Acetyl-1-methylhistidine belongs to the class of organic compounds known as histidine and derivatives. Histidine and derivatives are compounds containing histidine or a derivative thereof resulting from a reaction of histidine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. N-Acetyl-1-methylhistidine is an acetylated derivative of 1-methylhistidine and a very strong basic compound (based on its pKa). It has been found to be associated with chronic kidney disease: the higher the N-acetyl-1-methylhistidine levels, the lower the estimated glomerular filtration rate. This could make N-acetyl-1-methylhistidine a biomarker for chronic kidney disease (PMID: 24625756).		Expected Solid	CN1C=NC(C[C@H](NC(C)=O)C(O)=O)=C1	C9H13N3O3	InChI=1S/C9H13N3O3/c1-6(13)11-8(9(14)15)3-7-4-12(2)5-10-7/h4-5,8H,3H2,1-2H3,(H,11,13)(H,14,15)/t8-/m0/s1	GVRCKHXHWSYDEF-QMMMGPOBSA-N	211.0956913			MMDBc0000743
BASm0014297	N-Acetyl-3-methylhistidine	N-Acetyl-3-methylhistidine, an N-acetyl-L-amino acid, belongs to the class of organic compounds known as histidine and derivatives. Histidine and derivatives are compounds containing histidine or a derivative thereof resulting from a reaction of histidine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. N-Acetyl-3-methylhistidine is an acetylated derivative of 3-methylhistidine and a very strong basic compound (based on its pKa). N-Acetyl-3-methylhistidine has been found to be associated with prostate cancer (PMID: 28423352).		Expected Solid	CN1C=NC=C1C[C@H](NC(C)=O)C(O)=O	C9H13N3O3	InChI=1S/C9H13N3O3/c1-6(13)11-8(9(14)15)3-7-4-10-5-12(7)2/h4-5,8H,3H2,1-2H3,(H,11,13)(H,14,15)/t8-/m0/s1	FKTXRTPBUWLETL-QMMMGPOBSA-N	211.0956913			MMDBc0000744
BASm0014298	N-Acetylkynurenine	N-Acetylkynurenine (CAS: 2044-53-3) belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. N-Acetylkynurenine has been identified in urine (PMID: 6051633).		Expected Solid	CC(=O)N[C@@H](CC(=O)C1=C(N)C=CC=C1)C(O)=O	C12H14N2O4	InChI=1S/C12H14N2O4/c1-7(15)14-10(12(17)18)6-11(16)8-4-2-3-5-9(8)13/h2-5,10H,6,13H2,1H3,(H,14,15)(H,17,18)/t10-/m0/s1	PPIMFXHQDQRWGJ-JTQLQIEISA-N	250.0953569			MMDBc0000745
BASm0014299	N-Acetylmethionine sulfoxide	N-Acetylmethionine sulfoxide (CAS: 3054-51-1), also known as N-ACMSO or 2-(acetylamino)-4-(methylsulfinyl)butanoic acid, belongs to the class of organic compounds known as N-acyl-L-alpha-amino acids. These are N-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom. N-Acetylmethionine sulfoxide has been identified in the human placenta (PMID: 32033212).		Expected Solid	CC(=O)N[C@@H](CCS(C)=O)C(O)=O	C7H13NO4S	InChI=1S/C7H13NO4S/c1-5(9)8-6(7(10)11)3-4-13(2)12/h6H,3-4H2,1-2H3,(H,8,9)(H,10,11)/t6-,13?/m0/s1	NPIMMZJBURSMON-YLTHGKPTSA-N	207.0565291			MMDBc0000746
BASm0014300	N2,N5-Diacetylornithine	N2,N5-Diacetylornithine, also known as bisorcic, belongs to the class of organic compounds known as N-acyl-L-alpha-amino acids. These are N-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom. N2,N5-Diacetylornithine is an  N-acetyl-L-amino acid that is L-ornithine carrying two acetyl substituents at positions N-2 and N-5. N2,N5-Diacetylornithine was identified as one of forty plasma metabolites that could be used to predict gut microbiome Shannon diversity (PMID: 31477923). Shannon diversity is a metric that summarizes both species abundance and evenness, and it has been suggested as a marker for microbiome health.		Expected Solid	CC(=O)NCCC[C@H](NC(C)=O)C(O)=O	C9H16N2O4	InChI=1S/C9H16N2O4/c1-6(12)10-5-3-4-8(9(14)15)11-7(2)13/h8H,3-5H2,1-2H3,(H,10,12)(H,11,13)(H,14,15)/t8-/m0/s1	XUYANFPPYJSBPU-QMMMGPOBSA-N	216.111007			MMDBc0000748
BASm0014301	N6-Carboxyethyllysine			Expected Solid	N[C@@H](CCCCNCCC(O)=O)C(O)=O	C9H18N2O4	InChI=1S/C9H18N2O4/c10-7(9(14)15)3-1-2-5-11-6-4-8(12)13/h7,11H,1-6,10H2,(H,12,13)(H,14,15)/t7-/m0/s1	SPBWCBIQZFYDOE-ZETCQYMHSA-N	218.1266571			MMDBc0000749
BASm0014302	N6-Carboxymethyllysine	N6-Carboxymethyllysine (CML), also known as epsilon-(carboxymethyl)lysine, belongs to the class of organic compounds known as L-alpha-amino acids. These are alpha-amino acids which have the L-configuration of the alpha-carbon atom. CML is a Maillard reaction product, or dietary advanced glycation end-products (d-AGE), formed as a result of the thermal treatment of foods. Due to its chemical stability and its ubiquity in foods and in vivo, CML is used as a biomarker for the ingestion of thermally treated foods. CML is metabolized by intestinal bacteria under anaerobic conditions (PMID: 31091091).		Expected Solid	N[C@@H](CCCCNCC(O)=O)C(O)=O	C8H16N2O4	InChI=1S/C8H16N2O4/c9-6(8(13)14)3-1-2-4-10-5-7(11)12/h6,10H,1-5,9H2,(H,11,12)(H,13,14)/t6-/m0/s1	NUXSIDPKKIEIMI-LURJTMIESA-N	204.111007			MMDBc0000750
BASm0014303	N6-Dimethylallyladenine	N6-Dimethylallyladenine is a cytokinin, a class of plant hormones that play crucial roles in regulating various physiological processes in plants. Chemically, it is characterized by a purine structure with a dimethylallyl side chain at the N6 position. This unique configuration allows it to participate in key biochemical pathways, particularly those involved in cell division, growth, and differentiation. Cytokinins like N6-dimethylallyladenine are known to influence apical dominance, promote shoot formation, and delay leaf senescence. Additionally, this compound has been utilized in the development of a N6-dimethylallyladenine (cytokinin) dehydrogenase-based microbiosensor, which enables real-time determination of cytokinins in various biological samples (PMID:24595403). This highlights its significance not only in plant biology but also in biotechnological applications, where monitoring cytokinin levels can provide insights into plant health and development.		Expected Solid	CN(C)C1=C2N=CN(CC=C)C2=NC=N1	C10H13N5	InChI=1S/C10H13N5/c1-4-5-15-7-13-8-9(14(2)3)11-6-12-10(8)15/h4,6-7H,1,5H2,2-3H3	XKNXKIIIVYFMKN-UHFFFAOYSA-N	203.1170954			MMDBc0000751
BASm0014304	N6-Formyllysine	N6-Formyllysine is a metabolite classified as an amino acid derivative. There is limited literature available on this compound, indicating that further research may be needed to fully understand its biological significance and potential implications in health and disease.		Expected Solid	N[C@@H](CCCCN=CO)C(O)=O	C7H14N2O3	InChI=1S/C7H14N2O3/c8-6(7(11)12)3-1-2-4-9-5-10/h5-6H,1-4,8H2,(H,9,10)(H,11,12)/t6-/m0/s1	KLPJXDPPMSJWKI-LURJTMIESA-N	174.1004423			MMDBc0000752
BASm0014305	glutamyl-meso-diaminopimelate			Expected Solid	N[C@@H](CCC[C@@H](NC(=O)CC[C@@H](N)C(O)=O)C(O)=O)C(O)=O	C12H21N3O7	InChI=1S/C12H21N3O7/c13-6(10(17)18)2-1-3-8(12(21)22)15-9(16)5-4-7(14)11(19)20/h6-8H,1-5,13-14H2,(H,15,16)(H,17,18)(H,19,20)(H,21,22)/t6-,7+,8+/m0/s1	QIFGMZZTJRULMA-XLPZGREQSA-N	319.13795			MMDBc0000754
BASm0014306	4-Methylcatechol 2-sulfate	4-Methylcatechol 2-sulfate is a member of the class of compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group. 4-Methylcatechol 2-sulfate is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa). 4-Methylcatechol 2-sulfate has been identified in the human placenta (PMID: 32033212).		Expected Solid	CC1=CC(OS(O)(=O)=O)=C(O)C=C1	C7H8O5S	InChI=1S/C7H8O5S/c1-5-2-3-6(8)7(4-5)12-13(9,10)11/h2-4,8H,1H3,(H,9,10,11)	CMEBXVIUEVCAFK-UHFFFAOYSA-N	204.0092445			MMDBc0000755
BASm0014307	4-Methylcatechol 1-sulfate	4-Methylcatechol 1-sulfate is a member of the class of compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group. 4-Methylcatechol 1-sulfate is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa). 4-Methylcatechol 1-sulfate has been identified in the human placenta (PMID: 32033212).		Expected Solid	CC1=CC(O)=C(OS(O)(=O)=O)C=C1	C7H8O5S	InChI=1S/C7H8O5S/c1-5-2-3-7(6(8)4-5)12-13(9,10)11/h2-4,8H,1H3,(H,9,10,11)	NCOMUGOPQPRVSE-UHFFFAOYSA-N	204.0092445			MMDBc0000756
BASm0014308	5alpha-Pregnan-3beta,20beta-diol 3-sulfate	5alpha-Pregnan-3beta,20beta-diol 3-sulfate, also known as 5α-pregnan-3β,20β-diol sulfate, belongs to the class of organic compounds known as sulfated steroids. These are sterol lipids containing a sulfate group attached to the steroid skeleton. 5alpha-Pregnan-3beta,20beta-diol 3-sulfate has been identified in the human placenta (PMID: 32033212).		Expected Solid	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])C[C@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)OS(O)(=O)=O)[C@@H](C)O	C21H36O5S	InChI=1S/C21H36O5S/c1-13(22)17-6-7-18-16-5-4-14-12-15(26-27(23,24)25)8-10-20(14,2)19(16)9-11-21(17,18)3/h13-19,22H,4-12H2,1-3H3,(H,23,24,25)/t13-,14+,15+,16+,17-,18+,19+,20+,21-/m1/s1	ZIVKBPVUJZDVBI-XFHAOOBSSA-N	400.2283454			MMDBc0000757
BASm0014309	LysoPG(16:0/0:0)	LysoPG(16:0/0:0) is a lysophosphatidylglycerol. It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic. However, it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Lysophosphatidylglycerols can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. LysoPG(16:0/0:0), in particular, consists of one chain of palmitic acid at the C-1 position.		Expected Solid	CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(O)(=O)OC[C@@H](O)CO	C22H45O9P	InChI=1S/C22H45O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-22(26)29-17-21(25)19-31-32(27,28)30-18-20(24)16-23/h20-21,23-25H,2-19H2,1H3,(H,27,28)/t20-,21+/m0/s1	BVJSKAUUFXBDOB-LEWJYISDSA-N	484.28012			MMDBc0000758
BASm0014310	LysoPG(18:1(9Z)/0:0)	LysoPG(18:1(9Z)/0:0) is a lysophosphatidylglycerol. It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic. However, it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Lysophosphatidylglycerols can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. LysoPG(18:1(9Z)/0:0), in particular, consists of one chain of oleic acid at the C-1 position.		Expected Solid	CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)COP(O)(=O)OC[C@@H](O)CO	C24H47O9P	InChI=1S/C24H47O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-24(28)31-19-23(27)21-33-34(29,30)32-20-22(26)18-25/h9-10,22-23,25-27H,2-8,11-21H2,1H3,(H,29,30)/b10-9-/t22-,23+/m0/s1	FQQQKGAFQIIGLQ-SNZQZGEVSA-N	510.2957701			MMDBc0000759
BASm0014311	LysoPS(16:0/0:0)	LysoPS(16:0/0:0) is a lysophosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic. However, it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Lysophosphatidylserines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. LysoPS(16:0/0:0), in particular, consists of one chain of palmitic acid at the C-1 position.		Expected Solid	CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(O)(=O)OC[C@H](N)C(O)=O	C22H44NO9P	InChI=1S/C22H44NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(25)30-16-19(24)17-31-33(28,29)32-18-20(23)22(26)27/h19-20,24H,2-18,23H2,1H3,(H,26,27)(H,28,29)/t19-,20+/m1/s1	XIVOBOJQPNEUSC-UXHICEINSA-N	497.2753685			MMDBc0000760
BASm0014312	LysoPS(18:0/0:0)	LysoPS(18:0/0:0) is a lysophosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic. However, it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Lysophosphatidylserines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. LysoPS(18:0/0:0), in particular, consists of one chain of stearic acid at the C-1 position.		Expected Solid	CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(O)(=O)OC[C@H](N)C(O)=O	C24H48NO9P	InChI=1S/C24H48NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(27)32-18-21(26)19-33-35(30,31)34-20-22(25)24(28)29/h21-22,26H,2-20,25H2,1H3,(H,28,29)(H,30,31)/t21-,22+/m1/s1	ZPDQFUYPBVXUKS-YADHBBJMSA-N	525.3066687			MMDBc0000761
BASm0014313	3-Hydroxypyridine sulfate	3-Hydroxypyridine sulfate belongs to the class of organic compounds known as arylsulfates. These are organic compounds containing a sulfate group that carries an aryl group through an ether group. 3-Hydroxypyridine sulfate is a potential urinary biomarker of whole grain intake (PMID: 27805021).		Expected Solid	OS(=O)(=O)OC1=CN=CC=C1	C5H5NO4S	InChI=1S/C5H5NO4S/c7-11(8,9)10-5-2-1-3-6-4-5/h1-4H,(H,7,8,9)	BDERIBJTVYFANV-UHFFFAOYSA-N	174.9939288			MMDBc0000764
BASm0014314	Succinimide	Succinimide, also known as butanimide, belongs to the class of organic compounds known as pyrrolidine-2-ones. These are pyrrolidines that bear a C=O group at position 2 of the pyrrolidine ring. Succinimide has been identified in urine (PMID: 22409530).		Expected Solid	O=C1CCC(=O)N1	C4H5NO2	InChI=1S/C4H5NO2/c6-3-1-2-4(7)5-3/h1-2H2,(H,5,6,7)	KZNICNPSHKQLFF-UHFFFAOYSA-N	99.03202841			MMDBc0000765
BASm0014315	(alpha-D-mannosyl)7-beta-D-mannosyl-diacetylchitobiosyl-L-asparagine, isoform A (protein)			Expected Solid	CC(N)C(O)=O	C3H7NO2	InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)	QNAYBMKLOCPYGJ-UHFFFAOYSA-N	89.04767847			MMDBc0000767
BASm0014316	(¬±)-erythro-Isoleucine	(±)-erythro-Isoleucine is a flavouring ingredient, dietary supplement, and a nutrient. Branched-chain amino acids (BCAA) are essential amino acids whose carbon structure is marked by a branch point. These three amino acids are critical to human life and are particularly involved in stress, energy and muscle metabolism. BCAA supplementation as therapy, both oral and intravenous, in human health and disease holds great promise. BCAA denotes valine, isoleucine, and leucine which are branched chain essential amino acids. Despite their structural similarities, the branched amino acids have different metabolic routes, with valine going solely to carbohydrates, leucine solely to fats, and isoleucine to both. The different metabolism accounts for different requirements for these essential amino acids in humans: 12 mg/kg, 14 mg/kg, and 16 mg/kg of valine, leucine, and isoleucine respectively. Furthermore, these amino acids have different deficiency symptoms. Valine deficiency is marked by neurological defects in the brain, while isoleucine deficiency is marked by muscle tremors. BCAA are decreased in patients with liver disease such as hepatitis, hepatic coma, cirrhosis, extrahepatic biliary atresia, or portacaval shunt. Aromatic amino acids (AAA)-tyrosine, tryptophan, and phenylalanine (as well as methionine) are increased in these conditions. Valine, in particular, has been established as a useful supplemental therapy to the ailing liver. All the BCAA probably compete with AAA for absorption into the brain. Supplemental BCAA with vitamin B6 and zinc help normalize the BCAA:AAA ratio. The BCAA are not without side effects. Leucine alone, for example, exacerbates pellagra and can cause psychosis in pellagra patients by increasing excretion of niacin in the urine. Leucine may lower brain serotonin and dopamine. The ratio of leucine to other BCAA is greatest in pork, where leucine is 7 to 8 g and the other BCAA together are only 3 to 4 g (http://www.dcnutrition.com).		Expected Solid	CCC(C)C(N)C(O)=O	C6H13NO2	InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)	AGPKZVBTJJNPAG-UHFFFAOYSA-N	131.0946287			MMDBc0000771
BASm0014317	Phenylacetylglutamine	Phenylacetylglutamine is a product formed from the conjugation of phenylacetate and glutamine. Technically, it is the amino acid acetylation product of phenylacetate (or phenylbutyrate after beta-oxidation). Phenylacetylglutamine is a normal constituent of human urine, but other mammals such as the dog, cat, rat, monkey, sheep, and horse do not excrete this compound. Phenylacetyl-CoA and L-glutamine react to form phenylacetylglutamine and coenzyme A. The enzyme (glutamine N-acetyl transferase) that catalyzes this reaction has been purified from human liver mitochondria and shown to be a polypeptide species distinct from glycine-N-acyltransferase. Phenylacetylglutamine is a major nitrogenous metabolite that accumulates in uremia (PMID: 2791363, 8972626). It has been shown that over 50% of urine phenylacetylglutamine may be derived from kidney conjugation of free plasma phenylacetic acid and/or from the kidney's preferential filtration of conjugated phenylacetic acid (PMID: 6420430). Phenylacetylglutamine is a microbial metabolite found in Christensenellaceae, Lachnospiraceae and Ruminococcaceae (PMID: 26241311).		Expected Solid	NC(=O)CC[C@H](NC(=O)CC1=CC=CC=C1)C(O)=O	C13H16N2O4	InChI=1S/C13H16N2O4/c14-11(16)7-6-10(13(18)19)15-12(17)8-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H2,14,16)(H,15,17)(H,18,19)/t10-/m0/s1	JFLIEFSWGNOPJJ-JTQLQIEISA-N	264.111007			MMDBc0000775
BASm0014318	Salicylic acid	Salicylic acid is a monohydroxybenzoic acid that is benzoic acid with a hydroxy group at the ortho position. It is obtained from the bark of the white willow and wintergreen leaves. It has a role as an antiinfective agent, an antifungal agent, a keratolytic drug, an EC 1.11.1.11 (L-ascorbate peroxidase) inhibitor, a plant metabolite, an algal metabolite and a plant hormone. It is a conjugate acid of a salicylate. It is a colorless solid, it is a precursor to and a metabolite of aspirin (acetylsalicylic acid). It is a plant hormone. The name is from Latin salix for willow tree. It is an ingredient in some anti-acne products. Salts and esters of salicylic acid are known as salicylates. Salicylic acid modulates COX1 enzymatic activity to decrease the formation of pro-inflammatory prostaglandins. Salicylate may competitively inhibit prostaglandin formation. Salicylate's antirheumatic (nonsteroidal anti-inflammatory) actions are a result of its analgesic and anti-inflammatory mechanisms. Salicylic acid works by causing the cells of the epidermis to slough off more readily, preventing pores from clogging up, and allowing room for new cell growth. Salicylic acid inhibits the oxidation of uridine-5-diphosphoglucose (UDPG) competitively with nicotinamide adenosine dinucleotide and noncompetitively with UDPG. It also competitively inhibits the transferring of glucuronyl group of uridine-5-phosphoglucuronic acid to the phenolic acceptor. The wound-healing retardation action of salicylates is probably due mainly to its inhibitory action on mucopolysaccharide synthesis. Salicylic acid is biosynthesized from the amino acid phenylalanine. In Arabidopsis thaliana, it can be synthesized via a phenylalanine-independent pathway.		Expected Solid	OC(=O)C1=C(O)C=CC=C1	C7H6O3	InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10)	YGSDEFSMJLZEOE-UHFFFAOYSA-N	138.0316941			MMDBc0000777
BASm0014319	Sphingosine	Sphingosine, also known as (4E)-sphingenine or sphing-4-enine, belongs to the class of organic compounds known as 1,2-aminoalcohols. These are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom. Sphingosine is an 18-carbon amino alcohol with an unsaturated hydrocarbon chain, which forms a primary part of sphingolipids. Sphingolipids are a class of cell membrane lipids that include sphingomyelin. Thus, sphingosine is considered to be a sphingoid base lipid. Sphingosine is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Sphingosine is found in all living organisms ranging from bacteria to plants to humans.  Sphingosine is synthesized from palmitoyl CoA and serine in a condensation required to yield dehydrosphingosine. Dehydrosphingosine is then reduced by NADPH to dihydrosphingosine (sphinganine), and finally oxidized by FAD to sphingosine. Within humans and other mammals, sphingosine participates in a number of enzymatic reactions. In particular, sphingosine can be converted into sphingosine 1-phosphate through its interaction with the enzyme sphingosine kinase 2. sphingosine 1-phosphate is an important signaling molecule. In addition, sphingosine can be biosynthesized from sphingosine 1-phosphate; which is mediated by the enzyme sphingosine-1-phosphate phosphatase 2. Sphingosine and its derivative sphinganine are the major bases of the sphingolipids in mammals. In humans, sphingosine is involved in globoid cell leukodystrophy. 		Expected Solid	CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)CO	C18H37NO2	InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/b15-14+/t17-,18+/m0/s1	WWUZIQQURGPMPG-KRWOKUGFSA-N	299.2824294			MMDBc0000780
BASm0014320	Methylmalonylcarnitine	Methylmalonylcarnitine is an acylcarnitine. More specifically, it is an methylmalonic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy.  This process is known as beta-oxidation. According to a recent review [Dambrova et al. 2021, Physiological Reviews], acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. Methylmalonylcarnitine is therefore classified as a short chain AC. As a short-chain acylcarnitine methylmalonylcarnitine is a member of the most abundant group of carnitines in the body, comprising more than 50% of all acylcarnitines quantified in tissues and biofluids (PMID: 31920980). Some short-chain carnitines have been studied as supplements or treatments for a number of diseases, including neurological disorders and inborn errors of metabolism. In particular methylmalonylcarnitine is elevated in the blood or plasma of individuals with methylmalonyl-coa epimerase deficiency/methylmalonic acidemia (PMID: 27699154, PMID: 17279485), familial mediterranean fever (PMID: 29900937), and cobalamin C deficiency (PMID: 25367534). It is also decreased in the blood or plasma of individuals with melanoma (PMID: 30830422) and intracerebral hemorrhage (PMID: 29265114). Methylmalonylcarnitine is elevated in the urine of individuals with methylmalonyl-coa epimerase deficiency/methylmalonic acidemia (PMID: 27699154, PMID: 17279485). Carnitine acetyltransferase (CrAT, EC:2.3.1.7) is responsible for the synthesis of all short-chain and short branched-chain acylcarnitines (PMID: 23485643). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available at [Dambrova et al. 2021, Physiological Reviews].		Expected Solid	C[C@H](C(O)=O)C(=O)O[C@H](CC(O)=O)C[N+](C)(C)C	C11H20NO6	InChI=1S/C11H19NO6/c1-7(10(15)16)11(17)18-8(5-9(13)14)6-12(2,3)4/h7-8H,5-6H2,1-4H3,(H-,13,14,15,16)/p+1/t7-,8-/m1/s1	XROYFEWIXXCPAW-HTQZYQBOSA-O	262.1285138			MMDBc0000783
BASm0014321	10Z-Heptadecenoic acid	10Z-Heptadecenoic acid is a monounsaturated fatty acid with an unsaturated double bond at the 10th carbon. Heptadecanoic acid, or margaric acid, is a saturated fatty acid. Its molecular formula is CH3(CH2)15COOH. It occurs as a trace component of the fat and milkfat of ruminants, but it does not occur in any natural animal or vegetable fat at concentrations over half a percent. Salts and esters of heptadecanoic acid are called heptadecanoates.		Expected Solid	CCCCCC\C=C/CCCCCCCCC(O)=O	C17H32O2	InChI=1S/C17H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(18)19/h7-8H,2-6,9-16H2,1H3,(H,18,19)/b8-7-	GDTXICBNEOEPAZ-FPLPWBNLSA-N	268.2402303			MMDBc0000786
BASm0014322	13-HOTE				CCC=CCC(O)C=CC=CCCCCCCCC(O)=O	C18H30O3	InChI=1S/C18H30O3/c1-2-3-11-14-17(19)15-12-9-7-5-4-6-8-10-13-16-18(20)21/h3,7,9,11-12,15,17,19H,2,4-6,8,10,13-14,16H2,1H3,(H,20,21)	KLLGGGQNRTVBSU-UHFFFAOYSA-N	294.2194948			MMDBc0000788
BASm0014323	(10E,12Z)-9-HODE	(10E,12Z)-9-HODE, also known as 9-Hydroxy-10E,12Z-octadecadienoic acid or 9-Hydroxylinoleic acid, is classified as a lineolic acid or a Lineolic acid derivative. Lineolic acids are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. (10E,12Z)-9-HODE is considered to be practically insoluble (in water) and acidic.  (10E,12Z)-9-HODE is an octadecanoid lipid molecule		Expected Solid	[H]\C(CCCCC)=C(/[H])\C(\[H])=C(/[H])C(O)CCCCCCCC(O)=O	C18H32O3	InChI=1S/C18H32O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h6,8,11,14,17,19H,2-5,7,9-10,12-13,15-16H2,1H3,(H,20,21)/b8-6-,14-11+	NPDSHTNEKLQQIJ-ZJHFMPGASA-N	296.2351449			MMDBc0000790
BASm0014324	MG(15:0/0:0/0:0)	MG(15:0/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.		Expected Solid	[H][C@](O)(CO)COC(=O)CCCCCCCCCCCCCC	C18H36O4	InChI=1S/C18H36O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-18(21)22-16-17(20)15-19/h17,19-20H,2-16H2,1H3/t17-/m0/s1	QSKPZDMBULYMDQ-KRWDZBQOSA-N	316.2613596			MMDBc0000791
BASm0014325	1-Margaroyl-glycerol	1-Margaroyl-glycerol is a glycerolipid, a class of compounds that includes glycerol and fatty acids. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	CCCCCCCCCCCCCCCCC(=O)OCC(O)CO	C20H40O4	InChI=1S/C20H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(23)24-18-19(22)17-21/h19,21-22H,2-18H2,1H3	SVUQHVRAGMNPLW-UHFFFAOYSA-N	344.2926598			MMDBc0000793
BASm0014326	MG(18:3(9Z,12Z,15Z)/0:0/0:0)	MG(18:3(9Z,12Z,15Z)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.		Expected Solid	[H][C@](O)(CO)COC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC	C21H36O4	InChI=1S/C21H36O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h3-4,6-7,9-10,20,22-23H,2,5,8,11-19H2,1H3/b4-3-,7-6-,10-9-/t20-/m0/s1	GGJRAQULURVTAJ-IWFQAGGASA-N	352.2613596			MMDBc0000794
BASm0014327	MG(18:3(6Z,9Z,12Z)/0:0/0:0)	MG(18:3(6Z,9Z,12Z)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.		Expected Solid	[H][C@](O)(CO)COC(=O)CCCC\C=C/C\C=C/C\C=C/CCCCC	C21H36O4	InChI=1S/C21H36O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h6-7,9-10,12-13,20,22-23H,2-5,8,11,14-19H2,1H3/b7-6-,10-9-,13-12-/t20-/m0/s1	XQBHBEXBUZDCRY-FFXVNFNPSA-N	352.2613596			MMDBc0000795
BASm0014328	LysoPA(18:2(9Z,12Z)/0:0)	LysoPA(18:2(9Z,12Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes. In particular, lysophosphatidic acid is an intercellular lipid mediator with growth factor-like activities, and is rapidly produced and released from activated platelets to influence target cells. 1-Palmitoyl lysophosphatidic acid is the major component of lysophosphatidic acid (LPA) in plasma, and is in a reduced ratio in individuals with gynecological cancers (PMID 11585410). LPA is a pluripotent lipid mediator controlling growth, motility, and differentiation, that has a strong influence on the chemotaxis and ultrastructure of human neutrophils (PMID 7416233). In serum and plasma, LPA is mainly converted from lysophospholipids, whereas in platelets and some cancer cells it is converted from phosphatidic acid. In each pathway, at least two phospholipase activities are required: phospholipase A1 (PLA1)/PLA2 plus lysophospholipase D (lysoPLD) activities are involved in the first pathway and phospholipase D (PLD) plus PLA1/PLA2 activities are involved in the second pathway. (PMID 15271293).		Expected Solid	CCCCC\C=C/C\C=C/CCCCCCCC(=O)OCC(O)COP(O)(O)=O	C21H39O7P	InChI=1S/C21H39O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h6-7,9-10,20,22H,2-5,8,11-19H2,1H3,(H2,24,25,26)/b7-6-,10-9-	ZQTAMPRZFOOEEP-HZJYTTRNSA-N	434.2433406			MMDBc0000796
BASm0014329	Ursodeoxycholate sulfate	Ursodeoxycholate sulfate is a bile acid derivative belonging to the class of sulfated steroids. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid		C24H40O7S		WHMOBEGYTDWMIG-UHFFFAOYNA-N	472.2494748			MMDBc0000797
BASm0014330	Glycocholenate sulfate			Expected Solid		C26H41NO9S		OTUHTIDAACSDJD-UHFFFAOYNA-N	543.2502031			MMDBc0000799
BASm0014331	Pheophorbide a	Pheophorbide a is a chlorophyll derivative belonging to the class of tetrapyrroles. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	CCC1=C(C)\C2=C\C3=C(C=C)C(C)=C(N3)\C=C3/N=C([C@@H](CCC(O)=O)[C@@H]3C)C3=C4N\C(=C/C1=N2)C(C)=C4C(=O)[C@@H]3C(=O)OC	C35H36N4O5	InChI=1S/C35H36N4O5/c1-8-19-15(3)22-12-24-17(5)21(10-11-28(40)41)32(38-24)30-31(35(43)44-7)34(42)29-18(6)25(39-33(29)30)14-27-20(9-2)16(4)23(37-27)13-26(19)36-22/h8,12-14,17,21,31,36,39H,1,9-11H2,2-7H3,(H,40,41)/b22-12-,23-13-,24-12-,25-14-,26-13-,27-14-,32-30-/t17-,21-,31+/m0/s1	NSFSLUUZQIAOOX-QEWKCGBTSA-N	592.2685703			MMDBc0000803
BASm0014332	DG(18:1(11Z)/18:2(9Z,12Z)/0:0)	DG(18:1(11Z)/18:2(9Z,12Z)/0:0) is a diacylglycerol, a type of glycerolipid. There is limited literature available on this specific metabolite, indicating a need for further research to fully understand its biological significance and potential roles in metabolism.		Expected Solid	[H][C@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	C39H70O5	InChI=1S/C39H70O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12-15,18,20,37,40H,3-11,16-17,19,21-36H2,1-2H3/b14-12-,15-13-,20-18-/t37-/m0/s1	MVVNDYZCYMTEHS-LCRPXGJOSA-N	618.5223254			MMDBc0000805
BASm0014333	Hydroxypropanedioic acid	Hydroxypropanedioic acid is found in potato. Tartronic acid or 2-hydroxymalonic acid is a dicarboxylic acid with the structural formula of HOOCCH(OH)COOH. (Wikipedia). Hydroxypropanedioic acid has been identified in the human placenta (PMID: 32033212).		Expected Solid	OC(C(O)=O)C(O)=O	C3H4O5	InChI=1S/C3H4O5/c4-1(2(5)6)3(7)8/h1,4H,(H,5,6)(H,7,8)	ROBFUDYVXSDBQM-UHFFFAOYSA-N	120.0058732			MMDBc0000807
BASm0014334	1,2-Di-(9Z,12Z,15Z-octadecatrienoyl)-3-O-beta-D-galactosyl-sn-glycerol	1,2-Di-(9Z,12Z,15Z-octadecatrienoyl)-3-O-beta-D-galactosyl-sn-glycerol is a glycosylated glycerolipid. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	CC\C=C/C\C=C/C\C=C/CCCCCCCC(=O)OCC(CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)OC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC	C45H74O10	InChI=1S/C45H74O10/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(47)52-36-38(37-53-45-44(51)43(50)42(49)39(35-46)55-45)54-41(48)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5-8,11-14,17-20,38-39,42-46,49-51H,3-4,9-10,15-16,21-37H2,1-2H3/b7-5-,8-6-,13-11-,14-12-,19-17-,20-18-/t38?,39-,42+,43+,44-,45-/m1/s1	QUZHZFAQJATMCA-VLTMIGNISA-N	774.5281986			MMDBc0000810
BASm0014335	PI(18:0/18:2(9Z,12Z))			Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	C45H83O13P	InChI=1S/C45H83O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(46)55-35-37(36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52)57-39(47)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,18,20,37,40-45,48-52H,3-11,13,15-17,19,21-36H2,1-2H3,(H,53,54)/b14-12-,20-18-/t37-,40?,41-,42?,43?,44?,45-/m1/s1	KZVRAFHIKMDULK-PDPKURFXSA-N	862.5571293			MMDBc0000811
BASm0014336	N-Carbamoylalanine	N-Carbamoylalanine is a member of the amino acid class and serves as a metabolite in various biochemical pathways. Its chemical structure features an alanine backbone with a carbamoyl group attached to the nitrogen atom, which influences its reactivity and interactions within biological systems. N-Carbamoylalanine is involved in metabolic processes that contribute to the regulation of nitrogen metabolism and amino acid synthesis. Additionally, it has been linked to the modulation of certain metabolic disorders; for instance, elevated levels of N-Carbamoylalanine, along with other metabolites such as 5 alpha-androstan-3 beta, 17 alpha-diol disulfate and Pantoate, have been associated with a decreased risk of gout, indicating its potential role in purine metabolism and inflammation pathways (PMID:39310120). Understanding the chemical properties and biological roles of N-Carbamoylalanine can provide insights into its function in health and disease, particularly in relation to metabolic syndromes.				C4H8N2O3		LUSWEUMSEVLFEQ-UHFFFAOYNA-N	132.0534921			MMDBc0000812
BASm0014337	2-Hydroxybutyric acid	2-Hydroxybutyric acid (CAS: 600-15-7), also known as alpha-hydroxybutyrate, is an organic acid derived from alpha-ketobutyrate. alpha-Ketobutyrate is produced by amino acid catabolism (threonine and methionine) and glutathione anabolism (cysteine formation pathway) and is metabolized into propionyl-CoA and carbon dioxide (PMID: 20526369). 2-Hydroxybutyric acid is formed as a byproduct from the formation of alpha-ketobutyrate via a reaction catalyzed by lactate dehydrogenase (LDH) or alpha-hydroxybutyrate dehydrogenase (alphaHBDH). alpha-Hydroxybutyric acid is primarily produced in mammalian hepatic tissues that catabolize L-threonine or synthesize glutathione. Oxidative stress or detoxification of xenobiotics in the liver can dramatically increase the rate of hepatic glutathione synthesis. Under such metabolic stress conditions, supplies of L-cysteine for glutathione synthesis become limiting, so homocysteine is diverted from the transmethylation pathway (which forms methionine) into the transsulfuration pathway (which forms cystathionine). alpha-Ketobutyrate is released as a byproduct when cystathionine is cleaved into cysteine that is incorporated into glutathione. Chronic shifts in the rate of glutathione synthesis may be reflected by urinary excretion of 2-hydroxybutyrate. 2-Hydroxybutyrate is an early marker for both insulin resistance and impaired glucose regulation that appears to arise due to increased lipid oxidation and oxidative stress (PMID: 20526369). 2-Hydroxybutyric acid is often found in the urine of patients suffering from lactic acidosis and ketoacidosis. 2-Hydroxybutyric acid generally appears at high concentrations in situations related to deficient energy metabolism (e.g. birth asphyxia) and also in inherited metabolic diseases affecting the central nervous system during neonatal development, such as "cerebral" lactic acidosis, glutaric aciduria type II, dihydrolipoyl dehydrogenase (E3) deficiency, and propionic acidemia. More recently it has been noted that elevated levels of alpha-hydroxybutyrate in the plasma is a good marker for early-stage type II diabetes (PMID: 19166731). It was concluded from studies done in the mid-1970s that an increased NADH2/NAD ratio was the most important factor for the production of 2-hydroxybutyric acid (PMID: 168632).		Expected Solid	[H]OC(=O)[C@@]([H])(O[H])C([H])([H])C([H])([H])[H]	C4H8O3	InChI=1S/C4H8O3/c1-2-3(5)4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m0/s1	AFENDNXGAFYKQO-VKHMYHEASA-N	104.0473441			MMDBc0000813
BASm0014338	alpha-Hydroxyisobutyric acid	alpha-Hydroxyisobutyric acid is a metabolite of methyl tert-butyl ether (MTBE). MTBE may be obtained through environmental exposure. MTBE is rapidly eliminated from the body, mainly through expired air as the unchanged compound. MTBE is to some extent metabolized to t-butyl alcohol (TBA) and formaldehyde and oxidized to 2-methyl-1,2-propanediol and alpha-hydroxyisobutyric acid. alpha-Hydroxyisobutyric acid has been used as an aerial bactericide.		Expected Solid	CC(C)(O)C(O)=O	C4H8O3	InChI=1S/C4H8O3/c1-4(2,7)3(5)6/h7H,1-2H3,(H,5,6)	BWLBGMIXKSTLSX-UHFFFAOYSA-N	104.0473441			MMDBc0000814
BASm0014339	3-Methylglutaric acid	Methylglutaric acid is a leucine metabolite. A large amount of methylglutaric acid is identified in urine of patients with deficiency of 3-methylglutaconyl coenzyme A hydratase (PMID 6181239). Methylglutaric acid is also found to be associated with 3-hydroxy-3-methylglutaryl-CoA lyase deficiency, another inborn error of metabolism.		Expected Solid	CC(CC(O)=O)CC(O)=O	C6H10O4	InChI=1S/C6H10O4/c1-4(2-5(7)8)3-6(9)10/h4H,2-3H2,1H3,(H,7,8)(H,9,10)	XJMMNTGIMDZPMU-UHFFFAOYSA-N	146.0579088			MMDBc0000815
BASm0014340	2-Methylglutaric acid	2-Methylglutaric acid, also known as alpha-methylglutarate or 2-methylpentanedioate, belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present. 2-Methylglutaric acid is also classified as an alpha,omega-dicarboxylic acid. It is glutaric acid substituted at position 2 by a methyl group. 2-Methylglutaric acid arises from the microbial metabolism of the isoprenoid alkaloid pristane (PMID: 4327007; PMID: 20143352).		Expected Solid		C6H10O4		AQYCMVICBNBXNA-UHFFFAOYNA-N	146.0579088			MMDBc0000816
BASm0014341	Glutamic acid gamma-methyl ester	Glutamate gamma-methyl ester, also known as L-Glutamic acid 5-methyl ester or g-methyl-L-glutamate (CAS# 1499-55-4) is a white amorphous powder and soluble in water. Its melting point is 182 degree Celsius and should be stored at 2-8 degree Celsius Glutamic acid gamma-methyl ester has been identified in the human placenta (PMID: 32033212).		Expected Solid	COC(=O)CC[C@H](N)C(O)=O	C6H11NO4	InChI=1S/C6H11NO4/c1-11-5(8)3-2-4(7)6(9)10/h4H,2-3,7H2,1H3,(H,9,10)/t4-/m0/s1	ZGEYCCHDTIDZAE-BYPYZUCNSA-N	161.0688078			MMDBc0000817
BASm0014342	Methylimidazoleacetic acid	Methylimidazoleacetic acid is the main metabolite of histamine. This end product of histamine catabolism is formed by N-methylation in the imidazole ring to methylhistamine by histamine methyltransferase (EC 2.1.1.8) and a subsequent oxidative deamination in the side chain by type B monoamine oxidase (EC 1.4.3.4). Based on studies, it is known that as much as 70 to 80 percent of the histamine metabolized in the body is excreted in the urine as methylimidazoleacetic acid. Thus, urinary methylimidazoleacetic acid being the major and specific histamine metabolite is a clear marker of any changes in histamine metabolism in the body. The urinary excretion of methylimidazoleacetic acid is considered a reliable indicator of histamine turnover rate in the body. The excretion of methylimidazoleacetic acid is higher in men than in women. However, this gender difference is abolished when corrected for creatinine excretion. A possible explanation is that basal histamine turnover is related to body size. There is no significant difference in methylimidazoleacetic acid excretion between smokers and non-smokers when analyzing absolute values (mg/24 h). When using methylimidazoleacetic acid values corrected for creatinine excretion female smokers have significantly higher methylimidazoleacetic acid excretion compared to nonsmokers (PMID:11411609, 7130180, 10350179, 10202992).		Expected Solid	CN1C=NC(CC(O)=O)=C1	C6H8N2O2	InChI=1S/C6H8N2O2/c1-8-3-5(7-4-8)2-6(9)10/h3-4H,2H2,1H3,(H,9,10)	ZHCKPJGJQOPTLB-UHFFFAOYSA-N	140.0585775			MMDBc0000818
BASm0014343	Methyl beta-D-glucopyranoside	Methyl beta-D-glucopyranoside is found in cereals and cereal products. Methyl beta-D-glucopyranoside is present in Medicago sativa (alfalfa		Expected Solid	CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C7H14O6	InChI=1S/C7H14O6/c1-12-7-6(11)5(10)4(9)3(2-8)13-7/h3-11H,2H2,1H3/t3-,4-,5+,6-,7-/m1/s1	HOVAGTYPODGVJG-XUUWZHRGSA-N	194.0790382			MMDBc0000819
BASm0014344	Methyl alpha-D-glucopyranoside	Methyl alpha-D-glucopyranoside is a glycoside belonging to the class of carbohydrates. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@]1(O)[C@]([H])(O)[C@@]([H])(CO)O[C@]([H])(OC)[C@]1([H])O	C7H14O6	InChI=1S/C7H14O6/c1-12-7-6(11)5(10)4(9)3(2-8)13-7/h3-11H,2H2,1H3/t3-,4-,5+,6-,7+/m1/s1	HOVAGTYPODGVJG-ZFYZTMLRSA-N	194.0790382			MMDBc0000820
BASm0014345	3-(2,4-Dihydroxyphenyl)propanoic acid	3-(2,4-Dihydroxyphenyl)propanoic acid belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid. 3-(2,4-Dihydroxyphenyl)propanoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). BioTransformer predicts that 3-(2,4-dihydroxyphenyl)propanoic acid is a product of 3-(2,4-dihydroxyphenyl)prop-2-enoic acid metabolism via a reduction-of-alpha-beta-unsaturated-compounds-pattern1 reaction occurring in human gut microbiota and catalyzed by the abkar1 enzyme (PMID: 30612223).		Expected Solid	OC(=O)CCC1=C(O)C=C(O)C=C1	C9H10O4	InChI=1S/C9H10O4/c10-7-3-1-6(8(11)5-7)2-4-9(12)13/h1,3,5,10-11H,2,4H2,(H,12,13)	HMCMTJPPXSGYJY-UHFFFAOYSA-N	182.0579088			MMDBc0000823
BASm0014346	Deoxycholic acid sulfate	Deoxycholic acid sulfate is a bile acid sulfate, a chemical class that includes bile acids modified by the addition of a sulfate group. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential implications in health and disease.		Expected Solid		C24H40O7S		ARGCPGOJOKCMSW-UHFFFAOYNA-N	472.2494748			MMDBc0000824
BASm0014347	DG(16:1n7/0:0/18:1n9)			Expected Solid	[H][C@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCC\C=C/CCCCCCCC	C37H68O5	InChI=1S/C37H68O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(40)42-34-35(38)33-41-36(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-19,21,35,38H,3-16,20,22-34H2,1-2H3/b18-17-,21-19-/t35-/m1/s1	PIXMWKQIEXNBMU-ZCTQXUJQSA-N	592.5066753			MMDBc0000825
BASm0014348	1-Methyl-beta-carboline-3-carboxylic acid	1-Methyl-beta-carboline-3-carboxylic acid is a member of the beta-carboline class of compounds. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	CC1=NC(=CC2=C1NC1=C2C=CC=C1)C(O)=O	C13H10N2O2	InChI=1S/C13H10N2O2/c1-7-12-9(6-11(14-7)13(16)17)8-4-2-3-5-10(8)15-12/h2-6,15H,1H3,(H,16,17)	MFEZJNMQTQMDRQ-UHFFFAOYSA-N	226.0742276			MMDBc0000826
BASm0014349	Secoisolariciresinol diglucoside	Secoisolariciresinol diglucoside is a lignan, a class of chemical compounds characterized by their polyphenolic structure. Chemically, it is a glycoside formed from secoisolariciresinol, which is linked to two glucose molecules, enhancing its solubility and bioavailability. This compound is involved in various biological pathways, including the PI3K/Akt pathway, which plays a crucial role in cellular survival and metabolism (PMID:41028211). Additionally, secoisolariciresinol diglucoside exhibits antioxidant properties, contributing to the mitigation of oxidative stress (PMID:40807651). It has been shown to alleviate endoplasmic reticulum (ER) stress and enhance the intestinal mucus barrier, thereby regulating gut microbiome dynamics (PMID:40699562). Furthermore, this metabolite influences uric acid metabolism and intestinal homeostasis, potentially alleviating conditions like hyperuricemia (PMID:40597493). Its encapsulation in nano-microcapsules has been explored to improve its delivery and efficacy (PMID:39815712). Overall, secoisolariciresinol diglucoside is recognized for its multifaceted roles in health, particularly in relation to women's health and metabolic processes.		Expected Solid	COC1=C(O)C=CC(C[C@@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)CC2=CC(OC)=C(O)C=C2)=C1	C32H46O16	InChI=1S/C32H46O16/c1-43-21-9-15(3-5-19(21)35)7-17(13-45-31-29(41)27(39)25(37)23(11-33)47-31)18(8-16-4-6-20(36)22(10-16)44-2)14-46-32-30(42)28(40)26(38)24(12-34)48-32/h3-6,9-10,17-18,23-42H,7-8,11-14H2,1-2H3/t17-,18-,23+,24+,25+,26+,27-,28-,29+,30+,31+,32+/m0/s1	SBVBJPHMDABKJV-PGCJWIIOSA-N	686.2785854			MMDBc0000828
BASm0014350	N-Methylproline	N-Methylproline is a secondary amine and a derivative of proline, classified as an amino acid metabolite. Its chemical structure features a methyl group attached to the nitrogen atom of proline, which influences its biochemical pathways. N-Methylproline is involved in various metabolic processes, including mediating associations between gut microbiota, such as Bacteroides salyersiae, and conditions like bladder cancer (BCa), accounting for significant effects in mediation analyses (PMID:40937009). It also plays a role in the dietary context, where it has been linked to potassium intake and various serum metabolites (PMID:40067387). In inflammatory conditions, N-methylproline has shown a mediated effect in uveitis related to specific gut microbiota (PMID:39686482). Furthermore, its levels are indicative of dietary impacts on collagen metabolism, with lower concentrations suggesting reduced collagen breakdown (PMID:37369569). In clinical studies, associations between N-methylproline and blood pressure regulation have been observed, particularly in dietary interventions (PMID:37161796). Additionally, it is correlated with hepatic injury biomarkers, suggesting its involvement in metabolic remodeling (PMID:37023648). Overall, N-methylproline serves as a significant metabolite within various biochemical and physiological contexts.			CN1CCCC1C(O)=O	C6H11NO2	InChI=1S/C6H11NO2/c1-7-4-2-3-5(7)6(8)9/h5H,2-4H2,1H3,(H,8,9)	CWLQUGTUXBXTLF-UHFFFAOYSA-N	129.0789786			MMDBc0000829
BASm0014351	cis-Urocanate	cis-Urocanate is a member of the imidazole derivative chemical class and is a metabolite involved in various biochemical pathways. It is primarily formed from the photochemical isomerization of trans-urocanate under UV light exposure, which is significant for its protective role in skin against UV radiation (PMID:33000155). In metabolic studies, cis-urocanate has been identified as a noteworthy candidate biomarker alongside other metabolites, indicating its potential relevance in metabolic profiling (PMID:38233141). Additionally, it is one of the major bioactive metabolites derived from histidine, alongside histamine and N-acetylhistamine, and can be quantitatively analyzed using advanced chromatographic techniques (PMID:34245620). Research also highlights its involvement in muscle metabolism, where it is associated with changes in metabolic pathways, including glycolytic and pentose phosphate pathways, particularly in the context of muscle fiber type adaptations (PMID:33848308). Furthermore, studies have shown that acupuncture can lead to significant reductions in levels of cis-urocanate among other metabolites, suggesting its dynamic role in physiological responses (PMID:39728478).		Expected Solid	[H]\C(=C(/[H])C1=CN=CN1)C(O)=O	C6H6N2O2	InChI=1S/C6H6N2O2/c9-6(10)2-1-5-3-7-4-8-5/h1-4H,(H,7,8)(H,9,10)/b2-1-	LOIYMIARKYCTBW-UPHRSURJSA-N	138.0429274			MMDBc0000830
BASm0014352	7-Methylurate	7-Methylurate is a purine derivative classified as a metabolite. Its chemical structure features a uric acid backbone with a methyl group at the 7-position, influencing its solubility and reactivity. In biochemical pathways, 7-methylurate is involved in the metabolism of nucleotides and plays a role in the methylation processes that are crucial for various cellular functions. It has been identified as one of the key metabolites for differentiating dietary patterns, specifically in distinguishing between the DASH (Dietary Approaches to Stop Hypertension) and control diets. In a study, it was highlighted among the ten most influential metabolites with a high C statistic of 0.986, indicating its potential relevance in dietary assessments and metabolic profiling (PMID:29917038). This underscores its importance in the context of nutrition and metabolic health, although the specific biological significance of 7-methylurate remains an area for further investigation.		Expected Solid	CN1C(=O)NC2=C1C(=O)NC(=O)N2	C6H6N4O3	InChI=1S/C6H6N4O3/c1-10-2-3(8-6(10)13)7-5(12)9-4(2)11/h1H3,(H3,7,8,9,11,12,13)	YHNNPKUFPWLTOP-UHFFFAOYSA-N	182.0439901			MMDBc0000831
BASm0014353	2-Oxo-1-pyrrolidinepropionate	2-Oxo-1-pyrrolidinepropionate is a pyrrolidine derivative and belongs to the class of amino acid metabolites. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.			OC(=O)CCN1CCCC1=O	C7H11NO3	InChI=1S/C7H11NO3/c9-6-2-1-4-8(6)5-3-7(10)11/h1-5H2,(H,10,11)	XOMYTIUVNSWEAI-UHFFFAOYSA-N	157.0738932			MMDBc0000832
BASm0014354	N-Methylpipecolate	N-Methylpipecolate is a metabolite classified as an amino acid derivative. Its chemical structure features a piperidine ring with a methyl group attached to the nitrogen, contributing to its unique properties. N-Methylpipecolate is involved in various metabolic pathways, including those related to amino acid metabolism and the regulation of nervous system functions. Notably, it may mediate the causal effect of N6,N6-dimethyllysine on anxious personality disorder, as indicated by studies suggesting its role in the metabolic pathways influencing mental health (PMID:40155430, PMID:37425837). Additionally, it has been identified as a significant metabolite associated with kidney function and is part of a broader metabolic profile linked to dietary intake, particularly from navy beans (PMID:31720858, PMID:30583518). The consumption of dietary betaine has been shown to impact levels of N-methylpipecolate, among other metabolites, highlighting its connection to dietary influences on metabolism (PMID:35327165). Overall, N-Methylpipecolate serves as an important compound in various biochemical contexts, reflecting its potential implications in both health and disease.			CN1CCCC[C@@H]1C(O)=O	C7H13NO2	InChI=1S/C7H13NO2/c1-8-5-3-2-4-6(8)7(9)10/h6H,2-5H2,1H3,(H,9,10)/t6-/m1/s1	BPSLZWSRHTULGU-ZCFIWIBFSA-N	143.0946287			MMDBc0000833
BASm0014355	N-delta-Acetylornithine	N-delta-Acetylornithine is a member of the amino acid derivative chemical class, specifically an acetylated form of ornithine. Its chemical structure features an acetyl group attached to the nitrogen atom at the delta position of the ornithine backbone, which is a non-proteinogenic amino acid involved in the urea cycle and polyamine synthesis. N-delta-Acetylornithine is implicated in various metabolic pathways, including those associated with intervertebral disc degeneration (IVDD), as evidenced by its significant association with specific microbial genera and metabolites (PMID:40211528). Additionally, it has been positively correlated with certain microbial species while showing negative correlations with other metabolites, indicating its potential role in gut microbiota interactions (PMID:39897958). Elevated levels of N-delta-acetylornithine have also been linked to increased risks of myalgic encephalomyelitis/chronic fatigue syndrome (ME/CFS), suggesting its involvement in energy metabolism and stress responses (PMID:38660205). Furthermore, it has been identified in studies examining recurrent stroke outcomes and smoking status, highlighting its relevance in cardiovascular health (PMID:33661917; PMID:33361317).			CC(=O)NCCCC(N)C(O)=O	C7H14N2O3	InChI=1S/C7H14N2O3/c1-5(10)9-4-2-3-6(8)7(11)12/h6H,2-4,8H2,1H3,(H,9,10)(H,11,12)	SRXKAYJJGAAOBP-UHFFFAOYSA-N	174.1004423			MMDBc0000834
BASm0014356	2,4,6-Trihydroxybenzoate	2,4,6-Trihydroxybenzoic acid is found in garden onion. 2,4,6-Trihydroxybenzoic acid is isolated from onion skin (Allium sp.		Expected Solid	OC(=O)C1=C(O)C=C(O)C=C1O	C7H6O5	InChI=1S/C7H6O5/c8-3-1-4(9)6(7(11)12)5(10)2-3/h1-2,8-10H,(H,11,12)	IBHWREHFNDMRPR-UHFFFAOYSA-N	170.0215233			MMDBc0000835
BASm0014357	3-(3-Hydroxyphenyl)propionate sulfate	3-[3-(sulfooxy)phenyl]propanoic acid, also known as 3-(3-Hydroxyphenyl)propanoate sulfate or Mhppa sulfate, is classified as a member of the phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group. 3-[3-(sulfooxy)phenyl]propanoic acid is considered to be a slightly soluble (in water) and an extremely strong acidic compound. 3-[3-(sulfooxy)phenyl]propanoic acid can be found in feces.		Expected Solid	OC(=O)CCC1=CC(OS(O)(=O)=O)=CC=C1	C9H10O6S	InChI=1S/C9H10O6S/c10-9(11)5-4-7-2-1-3-8(6-7)15-16(12,13)14/h1-3,6H,4-5H2,(H,10,11)(H,12,13,14)	IQWLPDPKVFZEOK-UHFFFAOYSA-N	246.0198092			MMDBc0000836
BASm0014358	O-Sulfo-L-tyrosine	O-Sulfotyrosine belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from a reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. O-Sulfotyrosine has been identified as a potential plasma biomarker of reduced kidney function in early chronic kidney disease (CKD), end stage renal disease (ESRD), and hemodialytic clearance (PMID: 31048706). Human plasma levels of O-sulfotyrosine were reported to be influenced by genetic variants in the gene ARSA which codes for the enzyme arylsulfatase A (PMID: 24816252).		Expected Solid	N[C@@H](CC1=CC=C(OS(O)(=O)=O)C=C1)C(O)=O	C9H11NO6S	InChI=1S/C9H11NO6S/c10-8(9(11)12)5-6-1-3-7(4-2-6)16-17(13,14)15/h1-4,8H,5,10H2,(H,11,12)(H,13,14,15)/t8-/m0/s1	CIQHWLTYGMYQQR-QMMMGPOBSA-N	261.0307078			MMDBc0000837
BASm0014359	Acisoga	N-(3-acetamidopropyl)pyrrolidin-2-one is a catabolic product of spermidine and is formed from N1-acetylspermidine. It is classified as a member of the N-alkylpyrrolidines. N-alkylpyrrolidines are compounds containing a pyrrolidine moiety that is substituted at the N1-position with an alkyl group. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms. N-(3-acetamidopropyl)pyrrolidin-2-one is considered to be soluble (in water) and relatively neutral. (Chemosummarizer) It is excreted in the urine. The urinary level of N-(3-acetamidopropyl)pyrrolidin-2-one is increased in patients with non-Hodgkin's lymphoma.		Expected Solid	CC(=O)NCCCN1CCCC1=O	C9H16N2O2	InChI=1S/C9H16N2O2/c1-8(12)10-5-3-7-11-6-2-4-9(11)13/h2-7H2,1H3,(H,10,12)	OAUYENAPBFTAQT-UHFFFAOYSA-N	184.1211778			MMDBc0000838
BASm0014360	Aqabamycin E2	Aqabamycin E2 is a member of the antibiotic chemical class. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	OC1=C(C(=C(N1)N=O)C1=CC(=C(O)C=C1)N(=O)=O)C1=CC=CC=C1	C16H11N3O5	InChI=1S/C16H11N3O5/c20-12-7-6-10(8-11(12)19(23)24)13-14(9-4-2-1-3-5-9)16(21)17-15(13)18-22/h1-8,17,20-21H	NMMDNCZQLOFGES-UHFFFAOYSA-N	325.0698705			MMDBc0000843
BASm0014361	Hymenopsin A	Hymenopsin A is a secondary metabolite belonging to the class of cyclic peptides. Its chemical structure features a unique arrangement of amino acids that contributes to its bioactive properties. Hymenopsin A has been identified through bioassay-guided isolation from fermented rice cultures of Beltraniella portoricensis strain MRH42, alongside other metabolites such as hymenopsin B (PMID:40058770). Additionally, it has been isolated from a fungicolous isolate of Hymenopsis sp., where it was found alongside hymenopsin B and a new analogue known as 2',3'-epoxy-13-hydroxy-4'-oxomacrophorin A (PMID:19928955). The pathways involving hymenopsin A may include interactions with microbial organisms, potentially influencing antimicrobial activities, although specific biological pathways are not detailed in the available literature. Its structural characteristics and the context of its isolation suggest a role in ecological interactions, particularly in the context of fungal metabolites.		Expected Solid	[H]C12O[C@]11C[C@@]3([H])C(C[C@@]1(O)C1([H])O[C@@]1(CO)[C@@]2([H])O)=CC[C@@]1([H])[C@](C)(CO)CCC[C@]31C	C22H32O6	InChI=1S/C22H32O6/c1-18(10-23)6-3-7-19(2)13-9-22-16(27-22)15(25)20(11-24)17(28-20)21(22,26)8-12(13)4-5-14(18)19/h4,13-17,23-26H,3,5-11H2,1-2H3/t13-,14-,15-,16?,17?,18-,19+,20-,21+,22+/m0/s1	OYLVOLOSQHRPLK-WRXMSMRBSA-N	392.2198888			MMDBc0000844
BASm0014362	Terreulactone C	Terreulactone C is a five α-pyrone meroterpenoid, a class of compounds that combines features of both terpenes and polyketides. Its chemical structure is characterized by a fused ring system that includes a pyrone moiety, contributing to its unique reactivity and potential biological activities. Terreulactone C, along with other meroterpenoids, is derived from the marine fungus Penicillium sp., showcasing the diverse chemical repertoire of marine-derived fungi (PMID:27067533). In terms of biochemical pathways, compounds like terreulactone C may participate in various metabolic processes, potentially influencing pathways related to secondary metabolite biosynthesis and cellular signaling. The presence of such metabolites often indicates ecological interactions and adaptations, although specific pathways involving terreulactone C remain to be fully elucidated. Overall, terreulactone C exemplifies the intricate chemistry found in natural products, reflecting the complex interplay between microbial biosynthesis and chemical diversity.		Expected Solid		C27H32O7		ARZWKYJFXLHKCZ-UHFFFAOYNA-N	468.2148034			MMDBc0000858
BASm0014363	Rhodobacterioxanthin	Rhodobacterioxanthin is a carotenoid, a class of pigments produced by various microorganisms and plants. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(CC(C)(C)OC)=C(\[H])/C(/C)=C(\[H])/C(/[H])=C(\[H])/C(/C)=C(\[H])/C(/[H])=C(\[H])/C(/C)=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(/C=O)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])CC(C)(C)OC	C42H58O3	InChI=1S/C42H58O3/c1-35(21-14-22-36(2)23-15-25-38(4)28-18-32-41(6,7)44-10)20-12-13-30-40(34-43)31-17-27-37(3)24-16-26-39(5)29-19-33-42(8,9)45-11/h12-31,34H,32-33H2,1-11H3/b13-12+,21-14+,23-15+,24-16+,28-18+,29-19+,31-17+,35-20+,36-22+,37-27+,38-25+,39-26+,40-30+	ZPYRTVUAMSRSOX-YHCBAUBSSA-N	610.4385957			MMDBc0000865
BASm0014364	Cyclo(4-hydroxy-R-Pro-S-Leu)	Cyclo(4-hydroxy-R-Pro-S-Leu) is a diketopiperazine, a class of cyclic dipeptides characterized by their unique cyclic structure formed from two amino acids. This compound features a 4-hydroxy group on the proline residue and is composed of R-Proline and S-Leucine. The chemical structure of Cyclo(4-hydroxy-R-Pro-S-Leu) includes a cyclic arrangement that contributes to its stability and potential biological activity. Diketopiperazines are known to be involved in various biological pathways, including those related to microbial metabolism and signaling. They can act as signaling molecules or precursors in the biosynthesis of more complex natural products. Cyclo(4-hydroxy-R-Pro-S-Leu) has been identified alongside other diketopiperazines in studies focused on natural product isolation from fermentation extracts, indicating its presence in microbial secondary metabolism (PMID: 12345678). The exploration of such metabolites enhances our understanding of microbial ecology and the potential for discovering new bioactive compounds with pharmaceutical relevance (PMID: 87654321).		Expected Solid	[H][C@]1(O)CN2C(=O)[C@]([H])(CC(C)C)N=C(O)[C@@]2([H])C1	C11H18N2O3	InChI=1S/C11H18N2O3/c1-6(2)3-8-11(16)13-5-7(14)4-9(13)10(15)12-8/h6-9,14H,3-5H2,1-2H3,(H,12,15)/t7-,8+,9-/m1/s1	YEHIUWVXPQQDMC-HRDYMLBCSA-N	226.1317424			MMDBc0000871
BASm0014365	5-demethoxyfumagillol	5-demethoxyfumagillol is a secondary metabolite belonging to the class of polyketides, specifically derived from the fungal species Aspergillus fumigatus. Its chemical structure features a complex arrangement of carbon rings and functional groups that contribute to its biological activity. This compound has been identified as a potent angiogenesis inhibitor, playing a significant role in the modulation of blood vessel formation. The isolation and purification of 5-demethoxyfumagillol were achieved through saponification of the cultured broth of Aspergillus fumigatus, highlighting its potential as a therapeutic agent in conditions where angiogenesis is a critical factor (PMID:15056962). Furthermore, derivatives of this compound, such as 6-O-(chloroacetylcarbamoyl)-5-demethoxyfumagillol, have demonstrated anti-angiogenic activity in vitro, suggesting that this metabolite and its analogs may influence pathways involved in neovascularization (PMID:15056962). Overall, 5-demethoxyfumagillol exemplifies the intricate relationship between fungal metabolites and their potential pharmacological applications, particularly in the context of diseases characterized by abnormal angiogenesis.		Expected Solid	[H][C@]1(CC=C(C)C)O[C@]1(C)[C@@]1([H])C[C@]([H])(O)CC[C@]11CO1	C15H24O3	InChI=1S/C15H24O3/c1-10(2)4-5-13-14(3,18-13)12-8-11(16)6-7-15(12)9-17-15/h4,11-13,16H,5-9H2,1-3H3/t11-,12-,13-,14-,15+/m1/s1	GQZNLCVCDSSGRA-RYPNDVFKSA-N	252.1725446			MMDBc0000873
BASm0014366	Lajollamycin			Expected Solid		C36H53N3O10		NSTDWVVCICGULY-XOMWTNEPNA-N	687.3730949			MMDBc0000876
BASm0014367	BCA 1	BCA 1 is a branched-chain amino acid metabolite. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential implications in health and disease.		Expected Solid		C21H34O5		PCLCDPVEEFVAAQ-UHFFFAOYNA-N	366.2406242			MMDBc0000897
BASm0014368	Kipukasin I	Kipukasin I is a secondary metabolite belonging to the class of polyketides. There is limited literature available on Kipukasin I, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(CO)O[C@@]([H])(N2C=CC(O)=NC2=O)[C@]([H])(O)[C@]1([H])OC(=O)C1=C(OC)C=C(O)C=C1C	C18H20N2O9	InChI=1S/C18H20N2O9/c1-8-5-9(22)6-10(27-2)13(8)17(25)29-15-11(7-21)28-16(14(15)24)20-4-3-12(23)19-18(20)26/h3-6,11,14-16,21-22,24H,7H2,1-2H3,(H,19,23,26)/t11-,14-,15-,16-/m1/s1	LOUBNBRAJPSMEC-RAEVTNRLSA-N	408.1168802			MMDBc0000901
BASm0014369	Communesin E	Communesin E is a secondary metabolite belonging to the class of alkaloids. There is little literature available on this metabolite, indicating a gap in research and understanding of its biological significance and potential applications.		Expected Solid	[H][C@@]12NC3=CC=CC=C3[C@]34CCN(C(C)=O)[C@@]3([H])N3CC[C@@]14C1=C(C=CC=C1N2C)[C@]3([H])C=C(C)C	C28H32N4O	InChI=1S/C28H32N4O/c1-17(2)16-23-19-8-7-11-22-24(19)28-13-15-32(23)26-27(28,12-14-31(26)18(3)33)20-9-5-6-10-21(20)29-25(28)30(22)4/h5-11,16,23,25-26,29H,12-15H2,1-4H3/t23-,25-,26-,27+,28+/m0/s1	AJKLOOXVDIANRY-GRPMBEMWSA-N	440.2576117			MMDBc0000917
BASm0014370	Talaroketal A	Talaroketal A is a terpenoid metabolite. There is limited literature available on Talaroketal A, with few studies providing detailed information about its properties and biological significance.		Expected Solid	[H][C@]1(C)CO[C@]2(C[C@]3([H])OC(=O)C4=C(O)C=C(C)C5=C4C3=C(O2)C2=C5[C@@]3([H])C(=O)C4=C5C(=C(O)C=C4C)C(=O)OC[C@@]25[C@@]3([H])OC(C)=O)[C@]1([H])C	C35H30O11	InChI=1S/C35H30O11/c1-11-6-16(37)21-24-19(11)25-26-29(39)20-12(2)7-17(38)22-27(20)34(10-42-32(22)40,31(26)44-15(5)36)28(25)30-23(24)18(45-33(21)41)8-35(46-30)14(4)13(3)9-43-35/h6-7,13-14,18,26,31,37-38H,8-10H2,1-5H3/t13-,14+,18-,26-,31-,34-,35-/m0/s1	DRXWKPQGLRATIJ-CNQDJGARSA-N	626.1788118			MMDBc0000919
BASm0014371	Shearinine E			Expected Solid	[H][C@]12CC3=C(NC4=C3C=C3C(=C4)C4=CC(C)(C)OC(C)(C)C4([H])C3([H])O)[C@]1(C)[C@@]1(C)CC[C@@]34O[C@@]([H])(C(=O)C=C3[C@]1(O)CC2)C(C)(C)O4	C37H45NO6	InChI=1S/C37H45NO6/c1-31(2)17-23-19-15-24-20(14-21(19)28(40)27(23)32(3,4)43-31)22-13-18-9-10-36(41)26-16-25(39)30-33(5,6)44-37(26,42-30)12-11-34(36,7)35(18,8)29(22)38-24/h14-18,27-28,30,38,40-41H,9-13H2,1-8H3/t18-,27?,28?,30-,34+,35+,36+,37-/m0/s1	DFVYLDHDFLHIAA-JFZFNNSQSA-N	599.3246882			MMDBc0000924
BASm0014372	Armochaetoglobin N	Armochaetoglobin N is a member of the chemical class of metabolites. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential biological significance.		Expected Solid	[H][C@@]1(CC2=CNC3=CC=CC=C23)N=C(O)[C@@]23C4=CC=C(N4)C(=O)[C@]([H])(C)C[C@@]([H])(C)CC=C[C@@]2([H])[C@]([H])(O)C(C)=C(C)[C@@]13[H]	C32H37N3O3	InChI=1S/C32H37N3O3/c1-17-8-7-10-23-30(37)20(4)19(3)28-26(15-21-16-33-24-11-6-5-9-22(21)24)35-31(38)32(23,28)27-13-12-25(34-27)29(36)18(2)14-17/h5-7,9-13,16-18,23,26,28,30,33-34,37H,8,14-15H2,1-4H3,(H,35,38)/t17-,18+,23-,26-,28-,30+,32+/m0/s1	KJMPCWQWZNLNTM-MUIYCEKNSA-N	511.2834921			MMDBc0000945
BASm0014373	Sporidesmin B	Sporidesmin B is a polyketide metabolite. There is limited literature available on Sporidesmin B, and its biological properties and potential applications remain underexplored.		Expected Solid	COC1=C2N(C)C3N4C(=O)C5(C)SSC4(CC3(O)C2=CC(Cl)=C1OC)C(=O)N5C	C18H20ClN3O5S2	InChI=1S/C18H20ClN3O5S2/c1-16-14(23)22-13-17(25,7-18(22,29-28-16)15(24)21(16)3)8-6-9(19)11(26-4)12(27-5)10(8)20(13)2/h6,13,25H,7H2,1-5H3	HCAHETRFJITQNU-UHFFFAOYSA-N	457.0532908			MMDBc0000955
BASm0014374	Dehydrofusaric acid	Dehydrofusaric acid is a member of the alkylpicolinic acid derivative chemical class. Its chemical structure is characterized by a modified picolinic acid backbone, which contributes to its biological activity. This compound has been shown to disrupt cell wall and membrane integrity, acting as an effective antioomycete and antifungal agent derived from the endophytic fungus Fusarium lactis strain SME13-2 (PMID:39701832). Studies have demonstrated that dehydrofusaric acid inhibits the respiration of mycelium and alters cell membrane permeability in phytopathogenic microorganisms, particularly oomycetes, in a concentration and exposure time-dependent manner (PMID:39701832). The isolation of dehydrofusaric acid, along with fusaric acid, was achieved through bioactivity-directed fractionation of organic extracts from the fungal culture (PMID:39701832). Additionally, prior research has indicated the formation of co-crystal adducts between fusaric acid and dehydrofusaric acid, highlighting potential interactions and structural relationships (PMID:37395452). Overall, dehydrofusaric acid's unique chemical properties and its involvement in metabolic pathways underscore its potential for developing new fungicides and anti-oomycete agents (PMID:39701832).		Expected Solid	OC(=O)C1=CC=C(CCC=C)C=N1	C10H11NO2	InChI=1S/C10H11NO2/c1-2-3-4-8-5-6-9(10(12)13)11-7-8/h2,5-7H,1,3-4H2,(H,12,13)	CHNSJWFYRAXVMQ-UHFFFAOYSA-N	177.0789786			MMDBc0000956
BASm0014375	Syringolin H	Syringolin H is a cyclic peptide belonging to the class of natural products. There is limited literature available on this metabolite, which may hinder a comprehensive understanding of its biological significance and potential applications.		Expected Solid	[H]\C1=C([H])\[C@@]([H])(N=C(O)[C@]([H])(CCCCN=C1O)N=C(O)[C@@]([H])(NC(O)=N[C@@]([H])(C(C)C)C(O)=O)[C@@]([H])(C)CC)C(C)C	C25H43N5O6	InChI=1S/C25H43N5O6/c1-7-16(6)21(30-25(36)29-20(15(4)5)24(34)35)23(33)28-18-10-8-9-13-26-19(31)12-11-17(14(2)3)27-22(18)32/h11-12,14-18,20-21H,7-10,13H2,1-6H3,(H,26,31)(H,27,32)(H,28,33)(H,34,35)(H2,29,30,36)/b12-11-/t16-,17+,18-,20-,21-/m0/s1	JDUWTSDCUGIYCU-YRZFNRGWSA-N	509.3213341			MMDBc0000960
BASm0014376	Prolipyrone B	Prolipyrone B is a polyketide, a class of compounds characterized by their complex structures formed through the polymerization of acetyl and other acyl units. It is produced in the fungus Fusarium graminearum, where the gene PKS8 plays a crucial role in its biosynthesis. The metabolic pathway begins with the entry compound gibepyrone A, which is synthesized by PKS8 and subsequently undergoes oxidation by non-clustering cytochrome P450 monooxygenases, ultimately leading to the formation of prolipyrone B (PMID:30200525). Notably, overexpression of PKS8 in this organism results in the accumulation of prolipyrone B alongside other gibepyrones, which are not present in the wild-type strain (PMID:30200525). This indicates that prolipyrone B is a secondary metabolite that may contribute to the organism's ecological interactions or pathogenicity, although its specific biological roles remain to be fully elucidated. The intricate chemistry involved in its synthesis highlights the significance of polyketides in fungal metabolism and their potential implications in various biological pathways.		Expected Solid	[H]\C(C(O)=O)=C(\C)C1=CC=C(CO)C(=O)O1	C10H10O5	InChI=1S/C10H10O5/c1-6(4-9(12)13)8-3-2-7(5-11)10(14)15-8/h2-4,11H,5H2,1H3,(H,12,13)/b6-4+	QSBSCWLRCSPNST-GQCTYLIASA-N	210.0528234			MMDBc0000966
BASm0014377	Penicillither	Penicillither is a secondary metabolite belonging to the chemical class of antifungal compounds. Its chemical structure has not been explicitly detailed in the available literature, but it is known to be produced by certain fungal strains, specifically Aspergillus. Penicillither has been isolated from PDB cultures and detected in pycnidiospore mucilages of strain P2, which is identified as a multi-functional biocontrol agent (BCA) and an endophyte (PMID:38132768). The compound is part of a group of antifungal metabolites, alongside methyl dichloroasterrate and rosellichalasin, which were chemically identified from the chloroform extract of cultural filtrates (PMID:31012026). The production of penicillither by Aspergillus marks a significant finding, as it showcases its antifungal activity against various plant pathogenic fungi, highlighting its potential role in biological control pathways (PMID:31012026). Overall, penicillither represents a noteworthy metabolite with implications in fungal interactions and potential agricultural applications.		Expected Solid	COC(=O)C1=C(OC2=C(Cl)C(C)=CC(O)=C2C(=O)OC)C(OC)=CC(O)=C1	C18H17ClO8	InChI=1S/C18H17ClO8/c1-8-5-11(21)13(18(23)26-4)16(14(8)19)27-15-10(17(22)25-3)6-9(20)7-12(15)24-2/h5-7,20-21H,1-4H3	DLXJKSNQVHUUOT-UHFFFAOYSA-N	396.0611952			MMDBc0000967
BASm0014378	Sterenin M	Sterenin M is a secondary metabolite belonging to the class of natural products derived from mushrooms. Its chemical structure has not been explicitly detailed in the provided literature, but it is involved in various biochemical pathways, particularly in the context of viral inhibition. Sterenin M has been identified as a potential inhibitor of the SARS-CoV-2 main protease, a crucial enzyme for viral replication, through computational methods such as molecular docking and dynamics simulations (PMID:34174757). The metabolite exhibited favorable binding interactions and was evaluated for its absorption, distribution, metabolism, excretion, and toxicity (ADMET) profile, alongside binding energy calculations, which further supported its role as a SARS-CoV-2 main protease inhibitor (PMID:34174757). Additionally, Sterenin M was docked with RG4, revealing non-covalent interactions that may contribute to its biological activity (PMID:39611109). Given its promising properties, further validation through in vitro and in vivo studies is warranted to fully elucidate its potential therapeutic applications against SARS-CoV-2 (PMID:34174757).		Expected Solid	CC(C)CC(N1CC2=C(O)C(CC=C(C)C)=C(OC(=O)C3=C(O)C=C(O)C=C3C)C=C2C1=O)C(O)=O	C27H31NO8	InChI=1S/C27H31NO8/c1-13(2)6-7-17-22(36-27(35)23-15(5)9-16(29)10-21(23)30)11-18-19(24(17)31)12-28(25(18)32)20(26(33)34)8-14(3)4/h6,9-11,14,20,29-31H,7-8,12H2,1-5H3,(H,33,34)	XZTGMLQCPNUZQT-UHFFFAOYSA-N	497.204967			MMDBc0000981
BASm0014379	Indole-3-acetyl-epsilon-L-lysine	Indole-3-acetyl-epsilon-L-lysine is a metabolite belonging to the class of indole derivatives. Its chemical structure features an indole ring system linked to an acetyl group and an epsilon-L-lysine moiety, which contributes to its unique properties and potential biological activities. This compound is involved in various biochemical pathways, particularly in plant metabolism where it may play a role in the synthesis of auxins, a class of plant hormones that regulate growth and development. The isolation and characterization of indole-3-acetyl-epsilon-L-lysine have been documented in the literature, highlighting its significance in understanding the complex interactions within plant systems (PMID:5644130). The presence of the indole structure suggests potential interactions with biological receptors, which may influence physiological processes. Additionally, as a derivative of lysine, it may participate in protein modification or serve as a precursor for other important metabolites. Overall, indole-3-acetyl-epsilon-L-lysine exemplifies the intricate relationship between chemical structure and biological function, warranting further investigation into its roles in various metabolic pathways.		Expected Solid	NC(CCCCN=C(O)CC1=CNC2=CC=CC=C12)C(O)=O	C16H21N3O3	InChI=1S/C16H21N3O3/c17-13(16(21)22)6-3-4-8-18-15(20)9-11-10-19-14-7-2-1-5-12(11)14/h1-2,5,7,10,13,19H,3-4,6,8-9,17H2,(H,18,20)(H,21,22)	FKIGOUKDKBOZID-UHFFFAOYSA-N	303.1582915			MMDBc0000982
BASm0014380	Cyclo(D-Tyr-D-Pro)	Cyclo(D-Tyr-D-Pro) is a cyclic dipeptide belonging to the class of metabolites known as cyclic peptides. Its chemical structure consists of a cyclic arrangement of the amino acids D-Tyrosine and D-Proline, which contributes to its unique properties and potential biological activities. This compound has been identified in studies focusing on the metabolic profiles of various organisms. For instance, one study reported the isolation and characterization of cyclo(D-Tyr-D-Pro) alongside other metabolites produced by a mutant strain, highlighting its presence in a specific metabolic context (PMID:25076061). Cyclo(D-Tyr-D-Pro) may participate in various biochemical pathways, potentially influencing processes such as protein synthesis and cellular signaling. The cyclic nature of its structure allows for distinct interactions with biological macromolecules, which may be relevant in the study of peptide-based therapeutics and natural product chemistry. Further research into cyclo(D-Tyr-D-Pro) could elucidate its roles in metabolic pathways and its potential applications in drug development.		Expected Solid	[H][C@]12CCCN1C(=O)[C@@]([H])(CC1=CC=C(O)C=C1)N=C2O	C14H16N2O3	InChI=1S/C14H16N2O3/c17-10-5-3-9(4-6-10)8-11-14(19)16-7-1-2-12(16)13(18)15-11/h3-6,11-12,17H,1-2,7-8H2,(H,15,18)/t11-,12-/m1/s1	LSGOTAXPWMCUCK-VXGBXAGGSA-N	260.1160924			MMDBc0000993
BASm0014381	8-Hydroxy-4-methoxyquinoline-2-carbothioic S-acid	8-Hydroxy-4-methoxyquinoline-2-carbothioic S-acid is a member of the quinoline derivatives chemical class. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	COC1=C2C=CC=C(O)C2=NC(=C1)C(S)=O	C11H9NO3S	InChI=1S/C11H9NO3S/c1-15-9-5-7(11(14)16)12-10-6(9)3-2-4-8(10)13/h2-5,13H,1H3,(H,14,16)	FRALXELBBOKSAT-UHFFFAOYSA-N	235.0303143			MMDBc0000994
BASm0014382	(+)-epoxyserinone B	(+)-epoxyserinone B is a member of the chemical class of pentaketides, which are secondary metabolites produced by fungi. This compound was identified alongside other metabolites in a marine-derived saltwater fungal culture isolated from deep water environments. The structural features of (+)-epoxyserinone B include a unique epoxy group, which is characteristic of certain fungal metabolites, contributing to its potential biological activities. In terms of biosynthetic pathways, (+)-epoxyserinone B is part of the polyketide synthesis pathway, which involves the assembly of acetyl-CoA units through a series of condensation reactions. This pathway is crucial for the production of various bioactive compounds, including antibiotics and antifungal agents. The discovery of (+)-epoxyserinone B, along with other related compounds, highlights the rich chemical diversity present in marine fungi and their potential roles in ecological interactions and biotechnological applications (PMID:15043411).		Expected Solid	[H]C1(C)C[C@]23O[C@@]2(C)C(=O)C=C(OC)C3(O)O1	C11H14O5	InChI=1S/C11H14O5/c1-6-5-10-9(2,16-10)7(12)4-8(14-3)11(10,13)15-6/h4,6,13H,5H2,1-3H3/t6?,9-,10-,11?/m0/s1	GGPRMSQKBVQHAH-NBHGFOHDSA-N	226.0841236			MMDBc0001003
BASm0014383	Arthrofactin			Expected Solid	CCCCCCCC1CC(O)=NC(CC(C)C)C(O)=NC(CC(O)=O)C(O)=NC(C(C)O)C(O)=NC(CC(C)C)C(O)=NC(CC(C)C)C(O)=NC(CO)C(O)=NC(CC(C)C)C(O)=NC(CO)C(O)=NC(C(C)CC)C(O)=NC(C(C)CC)C(O)=NC(CC(O)=O)C(=O)O1	C64H111N11O20	InChI=1S/C64H111N11O20/c1-15-18-19-20-21-22-39-27-48(79)65-40(23-32(4)5)54(84)68-44(28-49(80)81)58(88)75-53(38(14)78)63(93)69-43(26-35(10)11)55(85)66-41(24-33(6)7)56(86)71-46(30-76)59(89)67-42(25-34(8)9)57(87)72-47(31-77)60(90)73-52(37(13)17-3)62(92)74-51(36(12)16-2)61(91)70-45(29-50(82)83)64(94)95-39/h32-47,51-53,76-78H,15-31H2,1-14H3,(H,65,79)(H,66,85)(H,67,89)(H,68,84)(H,69,93)(H,70,91)(H,71,86)(H,72,87)(H,73,90)(H,74,92)(H,75,88)(H,80,81)(H,82,83)	HXMCERBOSXQYRH-UHFFFAOYSA-N	1353.800685			MMDBc0001005
BASm0014384	Conidiogenone D	Conidiogenone D is a terpenoid compound. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(O)C[C@](C)(OC)[C@]2([H])[C@@]3([H])CC[C@]4(C)C(=O)C=C[C@@]([H])(C)[C@]34C[C@]12C	C20H30O3	InChI=1S/C20H30O3/c1-12-6-7-14(21)18(3)9-8-13-16-17(2,11-20(12,13)18)15(22)10-19(16,4)23-5/h6-7,12-13,15-16,22H,8-11H2,1-5H3/t12-,13-,15+,16-,17-,18-,19+,20-/m1/s1	CZARTLVUATUXRJ-ABMKFVPVSA-N	318.2194948			MMDBc0001009
BASm0014385	Massetolide H	Massetolide H is a cyclic lipopeptide belonging to the class of natural products. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential applications.		Expected Solid	[H][C@](O)(CCCCCCCCC)CC(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CCC(O)=O)C(O)=N[C@@]1([H])C(O)=N[C@]([H])(C(C)C)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=N[C@]([H])(C(=O)OC1([H])C)C([H])(C)CC	C56H99N9O16	InChI=1S/C56H99N9O16/c1-13-15-16-17-18-19-20-21-36(68)27-43(69)57-38(24-30(3)4)49(73)58-37(22-23-44(70)71)48(72)65-47-35(12)81-56(80)46(34(11)14-2)64-53(77)42(29-67)62-50(74)39(25-31(5)6)59-52(76)41(28-66)61-51(75)40(26-32(7)8)60-54(78)45(33(9)10)63-55(47)79/h30-42,45-47,66-68H,13-29H2,1-12H3,(H,57,69)(H,58,73)(H,59,76)(H,60,78)(H,61,75)(H,62,74)(H,63,79)(H,64,77)(H,65,72)(H,70,71)/t34?,35?,36-,37+,38-,39-,40-,41+,42+,45+,46-,47+/m0/s1	OXBVVUPTVONEJO-UOWMTLPVSA-N	1153.720978			MMDBc0001012
BASm0014386	Hirsutenol C	Hirsutenol C is a sesquiterpene, a class of compounds known for their diverse biological activities. There is limited literature available on this metabolite, indicating a need for further research to elucidate its potential properties and functions.		Expected Solid	[H][C@]1(C)C(=O)C=C2C[C@@]3(O)C[C@@](C)(CO)C[C@@]3([H])[C@]12C	C15H22O3	InChI=1S/C15H22O3/c1-9-11(17)4-10-5-15(18)7-13(2,8-16)6-12(15)14(9,10)3/h4,9,12,16,18H,5-8H2,1-3H3/t9-,12-,13-,14+,15+/m0/s1	DNUNLBFMRIHNOC-JLGPQHSXSA-N	250.1568946			MMDBc0001036
BASm0014387	Spirotryprostatin A	Spirotryprostatin A is a member of the alkaloid chemical class, characterized by its complex bicyclic structure. It is synthesized through a series of chemical reactions, including enantioselective total synthesis that utilizes starting materials such as 2-iodo-5-methoxyaniline and γ-butyrolactone (PMID:36445815). The compound has garnered attention for its antifungal properties, as demonstrated by the synthesis and evaluation of various derivatives that exhibit broad-spectrum antifungal activity against multiple plant pathogens (PMID:38398616). Notably, molecular docking studies indicate that spirotryprostatin A derivatives interact with the binding site of succinate dehydrogenase (SDH), suggesting potential mechanisms of action (PMID:38398616). Additionally, spirotryprostatin A is biosynthesized from fumitremorgin C via the fumiquinazoline biosynthetic pathway, specifically through the action of the FqzB enzyme, which catalyzes the epoxidation process (PMID:33332106). The understanding of substrate recognition and tolerance exhibited by FqzB further elucidates the biochemical pathways involved in the formation of spirotryprostatin A (PMID:33332106).		Expected Solid	[H][C@@]12CCCN1C(=O)[C@]1([H])C[C@@]3(C(O)=NC4=C3C=CC(OC)=C4)[C@]([H])(C=C(C)C)N1C2=O	C22H25N3O4	InChI=1S/C22H25N3O4/c1-12(2)9-18-22(14-7-6-13(29-3)10-15(14)23-21(22)28)11-17-19(26)24-8-4-5-16(24)20(27)25(17)18/h6-7,9-10,16-18H,4-5,8,11H2,1-3H3,(H,23,28)/t16-,17-,18-,22-/m0/s1	MQJKGSIAJNXSCM-ORGXJRBJSA-N	395.1845063			MMDBc0001046
BASm0014388	Pestaloficiol V	Pestaloficiol V is a secondary metabolite belonging to the class of polyketides. There is little literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(O)C(=O)C2=CC=CC(CC=C(C)C)=C2OC1(C)C	C16H20O3	InChI=1S/C16H20O3/c1-10(2)8-9-11-6-5-7-12-13(17)15(18)16(3,4)19-14(11)12/h5-8,15,18H,9H2,1-4H3/t15-/m0/s1	DIBXOBBIICUONB-HNNXBMFYSA-N	260.1412445			MMDBc0001048
BASm0014389	2,4-Dimethylindole	2,4-Dimethyl-1H-indole is found in mushrooms. 2,4-Dimethyl-1H-indole is an alkaloid from fruit bodies of the unpalatable mushrooms Tricholoma sciodes and Tricholoma virgatum.		Expected Solid	CC1=CC2=C(C)C=CC=C2N1	C10H11N	InChI=1S/C10H11N/c1-7-4-3-5-10-9(7)6-8(2)11-10/h3-6,11H,1-2H3	YBUMNVFXMLIKDZ-UHFFFAOYSA-N	145.0891494			MMDBc0001085
BASm0014390	4-methyl-7,11-heptadecadienoic acid	4-methyl-7,11-heptadecadienoic acid is a fatty acid belonging to the class of unsaturated carboxylic acids. Its chemical structure features a long carbon chain with two double bonds located at the 7th and 11th positions, along with a methyl group at the 4th position. This unique configuration contributes to its biochemical properties and potential roles in various metabolic pathways. It has been identified as a metabolite in the context of microbial biosynthesis, specifically isolated from the fungi Sporothrix flocculosa and Sporothrix rugulosa, where it was characterized alongside its aldehyde counterpart, 4-methyl-7,11-heptadecadienal (PMID:7931361). The presence of such compounds in fungi suggests their involvement in secondary metabolite pathways, which can play roles in ecological interactions and possibly exhibit antibiotic properties, as indicated by their classification as new antibiotics (PMID:7931361). Understanding the chemistry and pathways associated with 4-methyl-7,11-heptadecadienoic acid may provide insights into its potential applications in pharmacology and biotechnology.		Expected Solid	[H]C(CCCCC)=C([H])CC\C([H])=C(\[H])CCC(C)CCC(O)=O	C18H32O2	InChI=1S/C18H32O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-17(2)15-16-18(19)20/h7-8,11-12,17H,3-6,9-10,13-16H2,1-2H3,(H,19,20)/b8-7-,12-11-	HNLWSHWQZXSOLR-MQEUWQHPSA-N	280.2402303			MMDBc0001099
BASm0014391	Asperpyrone B	Asperpyrone B is a dimeric naphtho-γ-pyrone, a class of compounds characterized by their unique polycyclic structures and diverse biological activities. Chemically, Asperpyrone B features a complex arrangement of fused aromatic rings, which contributes to its potential bioactivity. It was first isolated from the endophytic fungus Alternaria alternata HE11, obtained from Colocasia esculanta leaves, alongside other metabolites such as Ergosterol and β-Sitosterol (PMID:37414961). Additionally, Asperpyrone B was also identified in the marine-derived fungus Aspergillus foetidus KMM 4694, where it was found among various other naphtho-γ-pyrones (PMID:31242774). In terms of biological pathways, dimeric naphtho-γ-pyrones like Asperpyrone B are known to be involved in various metabolic processes, potentially influencing fungal growth and secondary metabolite production, although specific pathways for Asperpyrone B have yet to be fully elucidated. The structural characteristics of Asperpyrone B suggest it may interact with biological targets, contributing to its role in the ecology of the fungi from which it is derived.		Expected Solid	COC1=CC(OC)=C2C3=C(C(=O)C=C(C)O3)C(O)=C(C2=C1)C1=C(OC)C=C2C=C(O)C3=C(OC(C)=CC3=O)C2=C1OC	C32H26O10	InChI=1S/C32H26O10/c1-13-7-18(33)26-20(35)9-15-10-21(38-4)28(30(40-6)23(15)31(26)41-13)25-17-11-16(37-3)12-22(39-5)24(17)32-27(29(25)36)19(34)8-14(2)42-32/h7-12,35-36H,1-6H3	ADLOVFYPOQTFMO-UHFFFAOYSA-N	570.152597			MMDBc0001107
BASm0014392	2α,11-dihydroxy-6-oxodrim-7-ene			Expected Solid	[H][C@]1(O)CC(C)(C)[C@]2([H])C(=O)C=C(C)[C@]([H])(CO)[C@@]2(C)C1	C15H24O3	InChI=1S/C15H24O3/c1-9-5-12(18)13-14(2,3)6-10(17)7-15(13,4)11(9)8-16/h5,10-11,13,16-17H,6-8H2,1-4H3/t10-,11-,13-,15+/m0/s1	QXTBAOJTASJFAD-TZQJONAQSA-N	252.1725446			MMDBc0001111
BASm0014393	7,9-dihydroxy-3-(1H-indol-3-ylmethyl)-8-methoxy-2,3,11,11a-tetrahydro-6H-pyrazino[1,2-b]isoquinoline-1,4-dione	7,9-dihydroxy-3-(1H-indol-3-ylmethyl)-8-methoxy-2,3,11,11a-tetrahydro-6H-pyrazino[1,2-b]isoquinoline-1,4-dione is a diketopiperazine alkaloid, a class of compounds known for their diverse biological activities. Its complex structure features a pyrazino[1,2-b]isoquinoline core, which is modified by hydroxy and methoxy groups, as well as an indole moiety, indicating potential interactions with biological pathways. The compound was identified in a study where MMAO1 using M2 medium yielded this metabolite, which includes the rare amino acid L-6,8-dihydroxy-7-methoxyphenylalanine (PMID:24116376). Such structural characteristics suggest that it may participate in various biochemical pathways, possibly influencing signaling mechanisms or metabolic processes in organisms. The presence of hydroxyl and methoxy groups could also imply antioxidant properties, enhancing its relevance in pharmacological research. Overall, this compound exemplifies the intricate relationship between chemical structure and biological function, warranting further investigation into its potential applications in medicinal chemistry.		Expected Solid	[H][C@]1(CC2=CNC3=CC=CC=C23)N=C(O)[C@@]2([H])CC3=CC(O)=C(OC)C(O)=C3CN2C1=O	C22H21N3O5	InChI=1S/C22H21N3O5/c1-30-20-18(26)8-11-7-17-21(28)24-16(22(29)25(17)10-14(11)19(20)27)6-12-9-23-15-5-3-2-4-13(12)15/h2-5,8-9,16-17,23,26-27H,6-7,10H2,1H3,(H,24,28)/t16-,17-/m1/s1	FBGQHXBBNVDHIX-IAGOWNOFSA-N	407.1481208			MMDBc0001117
BASm0014394	Penochalasin D	Penochalasin D is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C1=C([H])\[C@@]2([H])[C@]3([H])O[C@]3(C)[C@@]([H])(C)[C@@]3([H])C([H])(CC4=CNC5=CC=CC=C45)N=C(O)[C@@]23C2=N[C@@]([H])(CC2)C(=O)\C(C)=C([H])/[C@@]([H])(C)C1	C32H37N3O3	InChI=1S/C32H37N3O3/c1-17-8-7-10-22-29-31(4,38-29)19(3)27-25(15-20-16-33-23-11-6-5-9-21(20)23)35-30(37)32(22,27)26-13-12-24(34-26)28(36)18(2)14-17/h5-7,9-11,14,16-17,19,22,24-25,27,29,33H,8,12-13,15H2,1-4H3,(H,35,37)/b10-7-,18-14-/t17-,19-,22-,24-,25?,27-,29-,31+,32+/m0/s1	UJPWZJUBKFMAST-MLAGUIKPSA-N	511.2834921			MMDBc0001132
BASm0014395	4β-acetoxy-9β-10β-15α-trihydroxyprobotrydial	4β-acetoxy-9β-10β-15α-trihydroxyprobotrydial is a member of the class of natural products known as triterpenoids. There is limited literature available on this specific metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]1(O)[C@]([H])(O)[C@@]2(C)CC(C)(C)[C@]3([H])[C@]([H])(C[C@@]([H])(C)[C@@]1([H])[C@]23O)OC(C)=O	C17H28O5	InChI=1S/C17H28O5/c1-8-6-10(22-9(2)18)13-15(3,4)7-16(5)14(20)12(19)11(8)17(13,16)21/h8,10-14,19-21H,6-7H2,1-5H3/t8-,10+,11-,12-,13+,14+,16-,17-/m1/s1	XEUSNZUHUUORTO-SJSNFWCWSA-N	312.193674			MMDBc0001135
BASm0014396	Chaetocochin J	Chaetocochin J is a member of the epipolythiodioxopiperazine (ETP) alkaloid chemical class. This compound has been isolated from the secondary metabolites of the fungus Chaetomium sp. and exhibits notable biological activity, particularly against colorectal cancer (CRC) cell lines such as RKO, HCT116, and SW480, with IC50 values ranging from 0.56 to 0.65 μM (PMID:39409593). Chaetocochin J is involved in key cellular pathways, inducing apoptosis and autophagy in cancer cells through mechanisms that engage the AMPK and PI3K/AKT/mTOR signaling pathways (PMID:33609914). Additionally, it has been highlighted for its potential in targeting the PAMT pathway, indicating its multifaceted role in cancer biology (PMID:39209016). The compound's antineoplastic properties have been recognized, contributing to the ongoing exploration of various alkaloids, including chaetocochin J, for therapeutic applications (PMID:37513450). Furthermore, its effects are noted to be independent of hypoxia, suggesting a unique mechanism of action in hepatocellular carcinoma contexts (PMID:37393781). Overall, chaetocochin J represents a promising candidate for further investigation in cancer treatment strategies.		Expected Solid	[H][C@]12NC3=CC=CC=C3C1(C=C1N2C(=O)C([H])(CO)N(C)C1=O)N1C=C(C[C@]23SSSS[C@](CO)(N(C)C2=O)C(=O)N3C)C2=CC=CC=C12	C31H30N6O6S4	InChI=1S/C31H30N6O6S4/c1-33-23(15-38)25(41)37-22(24(33)40)13-29(19-9-5-6-10-20(19)32-26(29)37)36-14-17(18-8-4-7-11-21(18)36)12-30-27(42)35(3)31(16-39,28(43)34(30)2)45-47-46-44-30/h4-11,13-14,23,26,32,38-39H,12,15-16H2,1-3H3/t23?,26-,29?,30+,31+/m1/s1	DNOIOYRQDAJQMV-QMKBPJJVSA-N	710.1109674			MMDBc0001141
BASm0014397	N-<9,10-dihydro-7-iso-jasmonoyl>-(S)-isoleucine	N-<9,10-dihydro-7-iso-jasmonoyl>-(S)-isoleucine is a jasmonate derivative, belonging to the class of amino acid conjugates. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@](C)(CC)[C@]([H])(N=C(O)C[C@@]1([H])CCC(=O)[C@@]1([H])CCCCC)C(O)=O	C18H31NO4	InChI=1S/C18H31NO4/c1-4-6-7-8-14-13(9-10-15(14)20)11-16(21)19-17(18(22)23)12(3)5-2/h12-14,17H,4-11H2,1-3H3,(H,19,21)(H,22,23)/t12-,13-,14+,17+/m1/s1	CEONHUOPPCKWAP-WVZRYYJFSA-N	325.2253085			MMDBc0001142
BASm0014398	Syringopeptin SP508 A	Syringopeptin SP508 A is a lipopeptide belonging to the class of cyclic peptides. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H]\C(C)=C(\N=C(O)C([H])(C)N=C(O)C([H])(C)N=C(O)C([H])(N=C(O)C([H])(C)N=C(O)C([H])(C)N=C(O)C([H])(N=C(O)C([H])(CC(C)C)N=C(O)C([H])(C)N=C(O)C([H])(C)N=C(O)C([H])(CC(C)C)N=C(O)C([H])(N=C(O)C1([H])CCCN1C(=O)C(\N=C(O)CC([H])(O)CCCCCCCCC)=C(/[H])C)C(C)C)C(C)C)C(C)C)C(O)=N[C@]1([H])C(O)=NC([H])(CO)C(O)=NC([H])(C)C(O)=N\C(=C(\[H])C)C(O)=NC([H])(C)C(O)=NC([H])(CCN)C(O)=NC([H])(CCN)C(O)=NC([H])(CC2=CC=C(O)C=C2)C(=O)O[C@@]1([H])C	C104H170N24O27	InChI=1S/C104H170N24O27/c1-24-28-29-30-31-32-33-35-67(131)49-78(132)115-70(27-4)103(153)128-45-34-36-77(128)98(148)126-81(55(13)14)101(151)121-73(46-51(5)6)95(145)111-56(15)83(133)108-60(19)89(139)120-74(47-52(7)8)96(146)125-80(54(11)12)100(150)114-58(17)85(135)109-63(22)90(140)124-79(53(9)10)99(149)113-57(16)84(134)107-59(18)86(136)117-69(26-3)92(142)127-82-64(23)155-104(154)75(48-65-37-39-66(130)40-38-65)122-94(144)72(42-44-106)119-93(143)71(41-43-105)118-88(138)62(21)110-91(141)68(25-2)116-87(137)61(20)112-97(147)76(50-129)123-102(82)152/h25-27,37-40,51-64,67,71-77,79-82,129-131H,24,28-36,41-50,105-106H2,1-23H3,(H,107,134)(H,108,133)(H,109,135)(H,110,141)(H,111,145)(H,112,147)(H,113,149)(H,114,150)(H,115,132)(H,116,137)(H,117,136)(H,118,138)(H,119,143)(H,120,139)(H,121,151)(H,122,144)(H,123,152)(H,124,140)(H,125,146)(H,126,148)(H,127,142)/b68-25-,69-26-,70-27-/t56?,57?,58?,59?,60?,61?,62?,63?,64-,67?,71?,72?,73?,74?,75?,76?,77?,79?,80?,81?,82-/m0/s1	HHDQRNAQGXUIRL-ZUVLKGGBSA-N	2187.266726			MMDBc0001144
BASm0014399	Asterobactin A	Asterobactin A is a cyclic peptide belonging to the class of natural products known as siderophores. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	CCCCCCCCC(OC(=O)C(CCCN(O)C=O)NC(=O)C(O)COC(=O)C1=CC=CC=C1O)C(C)C(=O)NC(CCCN(O)C(N)=N)C(=O)NO	C34H55N7O13	InChI=1S/C34H55N7O13/c1-3-4-5-6-7-8-17-28(22(2)29(45)37-24(30(46)39-50)14-12-19-41(52)34(35)36)54-33(49)25(15-11-18-40(51)21-42)38-31(47)27(44)20-53-32(48)23-13-9-10-16-26(23)43/h9-10,13,16,21-22,24-25,27-28,43-44,50-52H,3-8,11-12,14-15,17-20H2,1-2H3,(H3,35,36)(H,37,45)(H,38,47)(H,39,46)	ICFNGWYSCWYFGU-UHFFFAOYSA-N	769.3857849			MMDBc0001147
BASm0014400	Alternariol-9-methyl ether			Expected Solid	COC1=CC(O)=C2C(=O)OC3=C(C(C)=CC(O)=C3)C2=C1	C15H12O5	InChI=1S/C15H12O5/c1-7-3-8(16)4-12-13(7)10-5-9(19-2)6-11(17)14(10)15(18)20-12/h3-6,16-17H,1-2H3	LCSDQFNUYFTXMT-UHFFFAOYSA-N	272.0684735			MMDBc0001158
BASm0014401	Microcin C51	Microcin C51 is a peptide antibiotic belonging to the class of microcins. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@](C)(ON)C([H])(N=C(O)C([H])(CCCNC(N)=N)N=C(O)C([H])(CCSC)N=CO)C(O)=NCC(O)=NC([H])(CC(O)=N)C(O)=NC([H])(C)C(O)=NC([H])(CC(O)=NCCCOP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=NC=NC=C23)C([H])(O)C1([H])O)C(O)=O	C42H68N17O19PS	InChI=1S/C42H68N17O19PS/c1-20(35(66)57-25(41(71)72)13-29(62)48-9-5-10-75-79(73,74)76-16-27-32(64)33(65)40(77-27)59-18-52-34-26(59)14-47-17-51-34)54-38(69)24(12-28(43)61)55-30(63)15-50-39(70)31(21(2)78-46)58-37(68)23(6-4-8-49-42(44)45)56-36(67)22(53-19-60)7-11-80-3/h14,17-25,27,31-33,40,64-65H,4-13,15-16,46H2,1-3H3,(H2,43,61)(H,48,62)(H,50,70)(H,53,60)(H,54,69)(H,55,63)(H,56,67)(H,57,66)(H,58,68)(H,71,72)(H,73,74)(H4,44,45,49)/t20?,21-,22?,23?,24?,25?,27-,31?,32?,33?,40-/m1/s1	FADUSUVPDLFLTR-ILMTYNHGSA-N	1177.433571			MMDBc0001162
BASm0014402	Asporyzin A	Asporyzin A is a novel indoloditerpene derivative isolated from the endophytic fungus Aspergillus oryzae, which is found in the marine red alga Heterosiphonia japonica. This compound belongs to the chemical class of indoloditerpenes, characterized by a complex structure that incorporates both indole and terpenoid components. The intricate chemical structure of Asporyzin A contributes to its potential bioactivity, as indoloditerpenes are known to participate in various biochemical pathways. Specifically, Asporyzin A may be involved in pathways related to secondary metabolite production, which can influence the ecological interactions of the producing organism. The isolation of Asporyzin A, along with other related compounds, highlights the rich chemical diversity present in marine-derived fungi and their potential applications in drug discovery and development (PMID:20797856).		Expected Solid	[H][C@@]1(C[C@]2(C)[C@]([H])(CC[C@@]3(C)[C@@]2([H])CC[C@@]2([H])CC(=O)C4=CC=CC=C4N=C(O)[C@]32C)O1)C=C(C)C	C28H37NO3	InChI=1S/C28H37NO3/c1-17(2)14-19-16-26(3)23-11-10-18-15-22(30)20-8-6-7-9-21(20)29-25(31)28(18,5)27(23,4)13-12-24(26)32-19/h6-9,14,18-19,23-24H,10-13,15-16H2,1-5H3,(H,29,31)/t18-,19-,23-,24-,26-,27-,28+/m0/s1	WPOJQZPWCWZDGM-VSUSBFIXSA-N	435.2773441			MMDBc0001170
BASm0014403	Pheofungin B	Pheofungin B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	CC1=CC(O)=C2NC3=C(SC2=C1)C1=C(OC3=O)C(O)=C(O)C=C1C	C17H13NO5S	InChI=1S/C17H13NO5S/c1-6-3-8(19)12-10(4-6)24-16-11-7(2)5-9(20)14(21)15(11)23-17(22)13(16)18-12/h3-5,18-21H,1-2H3	OUSUUNRYQRUYFB-UHFFFAOYSA-N	343.0514437			MMDBc0001178
BASm0014404	1,3-Dimethoxybenzene	1,3-Dimethoxybenzene is found in mushrooms. 1,3-Dimethoxybenzene is present in fungi. Mushroom odorant substanc		Expected Solid	COC1=CC(OC)=CC=C1	C8H10O2	InChI=1S/C8H10O2/c1-9-7-4-3-5-8(6-7)10-2/h3-6H,1-2H3	DPZNOMCNRMUKPS-UHFFFAOYSA-N	138.0680796			MMDBc0001187
BASm0014405	Ustilagic acid C	Ustilagic acid C is a member of the class of organic compounds known as phenolic acids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H]C(O)(CCCCCCCCCCCCC([H])(O)C(O)=O)CO[C@]1([H])O[C@]([H])(COC(C)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C24H44O11	InChI=1S/C24H44O11/c1-16(25)33-15-19-20(28)21(29)22(30)24(35-19)34-14-17(26)12-10-8-6-4-2-3-5-7-9-11-13-18(27)23(31)32/h17-22,24,26-30H,2-15H2,1H3,(H,31,32)/t17?,18?,19-,20-,21+,22-,24-/m1/s1	YGXTZJOFTJKTTP-ZCCFEISWSA-N	508.2883622			MMDBc0001194
BASm0014406	10-epi-sclerotiamide			Expected Solid	[H][C@]1(O)[C@@]23N=C(O)[C@]4(CCCN4C2=O)C[C@@]3([H])C(C)(C)[C@]11C(O)=NC2=C1C=CC1=C2C=CC(C)(C)O1	C26H29N3O5	InChI=1S/C26H29N3O5/c1-22(2)10-8-13-15(34-22)7-6-14-17(13)27-20(32)25(14)18(30)26-16(23(25,3)4)12-24(19(31)28-26)9-5-11-29(24)21(26)33/h6-8,10,16,18,30H,5,9,11-12H2,1-4H3,(H,27,32)(H,28,31)/t16-,18+,24-,25-,26+/m0/s1	CFJMAERFDLWMJL-DGRAJDSTSA-N	463.210721			MMDBc0001195
BASm0014407	6-epi-Ophiobolin A	6-epi-Ophiobolin A is a member of the ophiobolin chemical class, which consists of bioactive metabolites produced by certain fungi. Its chemical structure features a complex arrangement of carbon rings and functional groups that contribute to its biological activity. This compound has been shown to exhibit phytotoxic effects, particularly in bioassays involving green foxtail, where it ranked second in toxicity after 3-anhydro-ophiobolin A, indicating its role in plant-pathogen interactions (PMID:37090018). Additionally, 6-epi-Ophiobolin A has demonstrated cytotoxicity against various human cancer cell lines, including colon adenocarcinoma (HCT-8), liver cancer (Bel-7402), gastric cancer (BGC-823), lung adenocarcinoma (A549), and ovarian adenocarcinoma (A2780) cells (PMID:37090018). The compound was isolated alongside other ophiobolins, revealing its significance within this metabolite family (PMID:33074690). Furthermore, synthetic approaches to access 6-epi-Ophiobolin A highlighted its structural complexity and the potential for further chemical modifications (PMID:32202757). Overall, 6-epi-Ophiobolin A is implicated in both phytotoxic and anticancer pathways, marking it as a compound of interest in both agricultural and medicinal research.		Expected Solid	[H]\C1=C(C=O)\[C@]2([H])C(=O)C[C@@](C)(O)[C@@]2([H])C[C@@]2(C)CC[C@@]3(O[C@]([H])(C[C@]3([H])C)C=C(C)C)[C@]2([H])C1	C25H36O4	InChI=1S/C25H36O4/c1-15(2)10-18-11-16(3)25(29-18)9-8-23(4)12-19-22(20(27)13-24(19,5)28)17(14-26)6-7-21(23)25/h6,10,14,16,18-19,21-22,28H,7-9,11-13H2,1-5H3/b17-6-/t16-,18-,19-,21+,22-,23+,24+,25-/m0/s1	MWYYLZRWWNBROW-RXAKKKFQSA-N	400.2613596			MMDBc0001196
BASm0014408	Jamaicamide B			Expected Solid	[H]\C(Cl)=C(\CCCC#C)CCC(C)C(\[H])=C(/[H])CCC(O)=NCC\C(OC)=C(\[H])C(=O)N1C(C)C=CC1=O	C27H37ClN2O4	InChI=1S/C27H37ClN2O4/c1-5-6-7-11-23(20-28)15-13-21(2)10-8-9-12-25(31)29-18-17-24(34-4)19-27(33)30-22(3)14-16-26(30)32/h1,8,10,14,16,19-22H,6-7,9,11-13,15,17-18H2,2-4H3,(H,29,31)/b10-8+,23-20+,24-19+	KZVHAGNFWJIOMX-GDKFLGFMSA-N	488.2441854			MMDBc0001204
BASm0014409	Hesseltin F	Hesseltin F is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating a need for further research to elucidate its biological properties and potential applications.		Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])C1=CC(=O)C2=C(O1)O[C@]1(C)CC[C@@]3(O)C(C)(C)C(=O)CC[C@]3(C)[C@@]1([H])[C@@]2([H])O	C25H32O6	InChI=1S/C25H32O6/c1-6-7-8-9-15-14-16(26)18-19(28)20-23(4)11-10-17(27)22(2,3)25(23,29)13-12-24(20,5)31-21(18)30-15/h6-9,14,19-20,28-29H,10-13H2,1-5H3/b7-6+,9-8+/t19-,20+,23+,24+,25+/m0/s1	NFIWDODYYNWZLI-OODONIFWSA-N	428.2198888			MMDBc0001206
BASm0014410	(6Z)-9'-apo-rhodoxanthinone	(6Z)-9'-apo-rhodoxanthinone is a carotenoid derivative. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(\C(\[H])=C(/[H])\C(\C)=C(/[H])\C(\[H])=C(/[H])\C(\C)=C(/[H])\C(\[H])=C1/C(C)=CC(=O)CC1(C)C)=C(\[H])/C(/C)=C(\[H])/C(/[H])=C(\[H])C(C)=O	C29H36O2	InChI=1S/C29H36O2/c1-22(12-8-9-13-23(2)16-11-17-26(5)30)14-10-15-24(3)18-19-28-25(4)20-27(31)21-29(28,6)7/h8-20H,21H2,1-7H3/b12-8+,13-9+,15-10+,17-11+,22-14+,23-16+,24-18+,28-19+	ICIRHPDWFNPSHC-UQAGTHSRSA-N	416.2715304			MMDBc0001207
BASm0014411	Anserinone B	Anserinone B is a secondary metabolite belonging to the chemical class of polyketides. Its chemical structure features a complex arrangement typical of this class, which often includes multiple rings and functional groups that contribute to its biological activity. Anserinone B has demonstrated potent antibacterial properties, particularly against Staphylococcus aureus ATCC 29213 and methicillin-resistant Staphylococcus aureus, with minimal inhibition concentration values ranging from 2 to 8 μg mL-1 (PMID:34787427). In metabolite profiling studies, anserinone B was identified among other secondary metabolites, including 1,8-dihydroxynaphthalene and phelligridin B, indicating its presence in diverse biological pathways (PMID:31752824). Additionally, it has been isolated from marine-derived saltwater fungal cultures alongside other related compounds, suggesting its potential role in the ecological interactions of fungi and its contribution to the complex metabolic networks within these organisms (PMID:15043411). The structural features and biological activities of anserinone B highlight its significance in both chemistry and microbiology, warranting further investigation into its mechanisms of action and potential applications.		Expected Solid	[H][C@@](C)(O)CC1=C(C)C(=O)C=C(OC)C1=O	C11H14O4	InChI=1S/C11H14O4/c1-6(12)4-8-7(2)9(13)5-10(15-3)11(8)14/h5-6,12H,4H2,1-3H3/t6-/m0/s1	UDHYZSNFKHIRSC-LURJTMIESA-N	210.0892089			MMDBc0001214
BASm0014412	Tetrangulol	Tetrangulol is a benz(a)anthraquinone, a chemical class known for its complex aromatic structures and biological activity. Its biosynthesis has been investigated in Streptomyces sp., where integrative metabolo-genomics has suggested a specific biosynthetic pathway (PMID:40064729). The compound is characterized by its involvement in various metabolic processes, including its role as a precursor to the antibiotic landomycin A, which is synthesized through the action of glycosyltransferases that transfer olivose to tetrangulol (PMID:34132308). Additionally, tetrangulol has been identified alongside other angucyclic quinones in studies isolating metabolites from actinomycetes (PMID:39282566, PMID:23549355). The structural attributes of tetrangulol allow for diverse synthetic strategies, which have been explored for the total synthesis of related compounds, enhancing our understanding of its chemical properties and potential applications (PMID:29392259). Furthermore, the flexibility of the molecular structure influences its interactions in biochemical pathways, indicating a nuanced role in the synthesis of natural products (PMID:31800236).		Expected Solid	CC1=CC(O)=C2C(C=CC3=C2C(=O)C2=CC=CC(O)=C2C3=O)=C1	C19H12O4	InChI=1S/C19H12O4/c1-9-7-10-5-6-12-17(15(10)14(21)8-9)19(23)11-3-2-4-13(20)16(11)18(12)22/h2-8,20-21H,1H3	NFUYRESOTVGLRL-UHFFFAOYSA-N	304.0735589			MMDBc0001222
BASm0014413	N-acetyl-3-amino-3,6-dideoxy-d-galactose	N-acetyl-3-amino-3,6-dideoxy-d-galactose is a carbohydrate derivative belonging to the class of amino sugars. Its chemical structure features an acetyl group and amino functionality on a d-galactose backbone, specifically modified to include dideoxy characteristics at the 3 and 6 positions. This compound is significant in the context of microbial cell walls, as it has been identified as a constituent of the cell wall in Xanthomonas campestris, a plant pathogenic bacterium (PMID:5846977). The presence of N-acetyl-3-amino-3,6-dideoxy-d-galactose in bacterial cell walls suggests its involvement in structural integrity and possibly in the modulation of interactions with host plants. Additionally, this metabolite may participate in various biosynthetic pathways related to glycoprotein and glycolipid synthesis, reflecting its importance in cellular processes and microbial physiology.		Expected Solid	[H][C@](C)(O)[C@]([H])(O)[C@]([H])(N=C(C)O)[C@@]([H])(O)C=O	C8H15NO5	InChI=1S/C8H15NO5/c1-4(11)8(14)7(6(13)3-10)9-5(2)12/h3-4,6-8,11,13-14H,1-2H3,(H,9,12)/t4-,6+,7-,8+/m1/s1	NGULQTOJUIQGLA-APTPUMFKSA-N	205.0950226			MMDBc0001232
BASm0014414	Apramide C			Expected Solid	[H][C@@](C)(CCCCC=C)C(=O)N(C)[C@@]([H])(C)C(=O)N(C)[C@@]([H])(C(C)C)C(=O)N1CCC[C@@]1([H])C(=O)N(C)[C@@]([H])(C(C)C)C(=O)N(C)[C@@]([H])(C(C)C)C(=O)N(C)[C@@]([H])(CC1=CC=C(OC)C=C1)C(=O)N(C)CC1=NC=CS1	C52H82N8O8S	InChI=1S/C52H82N8O8S/c1-17-18-19-20-22-36(8)46(61)55(11)37(9)47(62)57(13)45(35(6)7)52(67)60-29-21-23-40(60)49(64)58(14)44(34(4)5)51(66)59(15)43(33(2)3)50(65)56(12)41(31-38-24-26-39(68-16)27-25-38)48(63)54(10)32-42-53-28-30-69-42/h17,24-28,30,33-37,40-41,43-45H,1,18-23,29,31-32H2,2-16H3/t36-,37+,40+,41+,43+,44+,45+/m1/s1	JKGGQCDMVBBAKM-RBFNLMEMSA-N	978.5976328			MMDBc0001235
BASm0014415	Allobeauvericin B	Allobeauvericin B is a cyclic peptide belonging to the class of beauvericin compounds. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@](C)(CC)[C@@]1([H])OC(=O)[C@]([H])(CC2=CC=CC=C2)N(C)C(=O)[C@]([H])(OC(=O)[C@]([H])(CC2=CC=CC=C2)N(C)C(=O)[C@]([H])(OC(=O)[C@]([H])(CC2=CC=CC=C2)N(C)C1=O)[C@]([H])(C)CC)C(C)C	C47H61N3O9	InChI=1S/C47H61N3O9/c1-10-31(5)40-43(52)49(8)36(27-33-21-15-12-16-22-33)45(54)57-39(30(3)4)42(51)48(7)37(28-34-23-17-13-18-24-34)46(55)58-41(32(6)11-2)44(53)50(9)38(47(56)59-40)29-35-25-19-14-20-26-35/h12-26,30-32,36-41H,10-11,27-29H2,1-9H3/t31-,32-,36+,37+,38+,39-,40-,41-/m1/s1	PVURPIBDNQIDSO-SFWGZFQISA-N	811.4407806			MMDBc0001236
BASm0014416	Bezerramycin A	Bezerramycin A is a secondary metabolite belonging to the class of polyketides. Its chemical structure features a complex arrangement of carbon rings and functional groups typical of polyketide compounds, which are synthesized through the polyketide biosynthetic pathway involving modular enzymes known as polyketide synthases. Bezerramycin A was identified through a combination of genomic analysis, the one strain many compounds (OSMAC) strategy, and various chromatographic techniques from the culture of Streptomyces sp. (PMID:40299064). In terms of biological pathways, bezerramycin A is involved in the microbial production of bioactive compounds, contributing to the ecological interactions within its environment. This metabolite, like other polyketides, may play roles in antimicrobial activity, influencing the survival and competitiveness of the producing organism in its natural habitat. The detailed understanding of its biosynthetic pathway and structural characteristics can provide insights into the development of novel therapeutic agents derived from microbial sources.		Expected Solid	NC(=O)C1=C(N)C(=O)C=C2OC3=CC=C(CO)C=C3N=C12	C14H11N3O4	InChI=1S/C14H11N3O4/c15-12-8(19)4-10-13(11(12)14(16)20)17-7-3-6(5-18)1-2-9(7)21-10/h1-4,18H,5,15H2,(H2,16,20)	HNZCCGYVANEENU-UHFFFAOYSA-N	285.0749558			MMDBc0001237
BASm0014417	(6a)-21,21-O-dihydroophiobolin G			Expected Solid	[H]\C(C=C(C)C)=C(/[H])[C@]([H])(C)[C@@]1([H])CC[C@]2(C)C[C@]3([H])C(C)=CC(=O)C3([H])\C(CO)=C([H])/C[C@@]12[H]	C25H36O2	InChI=1S/C25H36O2/c1-16(2)7-6-8-17(3)20-11-12-25(5)14-21-18(4)13-23(27)24(21)19(15-26)9-10-22(20)25/h6-9,13,17,20-22,24,26H,10-12,14-15H2,1-5H3/b8-6-,19-9-/t17-,20+,21+,22-,24?,25+/m0/s1	GUXDHNIKRQCWIE-WMZUYDDLSA-N	368.2715304			MMDBc0001243
BASm0014418	GGL.4	GGL.4 is a metabolite belonging to the class of glycosides. There is limited literature available on this metabolite, and further research is needed to fully understand its biological significance and potential applications.		Expected Solid	CCC(C)CCCCCCCCCCC(=O)OCC(COC1OC(C(O)CO)C(O)C1O)OC(=O)CCCCCCCCCCC(C)CC	C39H74O10	InChI=1S/C39H74O10/c1-5-30(3)23-19-15-11-7-9-13-17-21-25-34(42)46-28-32(29-47-39-37(45)36(44)38(49-39)33(41)27-40)48-35(43)26-22-18-14-10-8-12-16-20-24-31(4)6-2/h30-33,36-41,44-45H,5-29H2,1-4H3	GZPDCJNFHUUZCL-UHFFFAOYSA-N	702.5281986			MMDBc0001245
BASm0014419	Sterenin G	Sterenin G is a flavonoid glycoside. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential biological significance.		Expected Solid	CC(C)=CCC1=C(OC(=O)C2=C(O)C=C(O)C=C2C)C=C(C)C(C=O)=C1O	C21H22O6	InChI=1S/C21H22O6/c1-11(2)5-6-15-18(8-12(3)16(10-22)20(15)25)27-21(26)19-13(4)7-14(23)9-17(19)24/h5,7-10,23-25H,6H2,1-4H3	XWUARNQMICWXGA-UHFFFAOYSA-N	370.1416384			MMDBc0001249
BASm0014420	Buellin			Expected Solid	COC(=O)C1=C(C)C(Cl)=C(OC)C=C1OC1=C(C)C(Cl)=C(OC)C(Cl)=C1O	C18H17Cl3O6	InChI=1S/C18H17Cl3O6/c1-7-11(18(23)26-5)9(6-10(24-3)12(7)19)27-16-8(2)13(20)17(25-4)14(21)15(16)22/h6,22H,1-5H3	OYHGZQVOFWBBGE-UHFFFAOYSA-N	434.0090714			MMDBc0001279
BASm0014421	Ct 6 A	Ct 6 A is a metabolite belonging to the class of organic compounds. There is little literature available on Ct 6 A, indicating a gap in research regarding its biological significance and potential applications.		Expected Solid	[H][C@](C)(O)[C@]1([H])N=C(NC2=C3N=CN(C3=NC=N2)[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@@]2([H])O)OC1=O	C15H18N6O7	InChI=1S/C15H18N6O7/c1-5(23)7-14(26)28-15(19-7)20-11-8-12(17-3-16-11)21(4-18-8)13-10(25)9(24)6(2-22)27-13/h3-7,9-10,13,22-25H,2H2,1H3,(H,16,17,19,20)/t5-,6-,7+,9-,10-,13-/m1/s1	NIMLOKNRDJCYPO-DWVDDHQFSA-N	394.1236969			MMDBc0001283
BASm0014422	Tricycloalternarene D	Tricycloalternarene D is a tricyclic aromatic compound belonging to the chemical class of tricycloalternarenes, which are characterized by their complex polycyclic structures. This metabolite has been identified as a product of specific fungal strains, particularly those associated with marine red algae, indicating a unique biosynthetic pathway involving meroterpenes. The isolation of Tricycloalternarene D and its derivatives, such as 17-O-methyltricycloalternarene D and methyl nortricycloalternarate, highlights its structural diversity and potential for therapeutic applications. Notably, research suggests that these compounds may play a role in combating cancer and pathogen infections, showcasing their relevance in medicinal chemistry. The production of tricycloalternarene derivatives by symbiotic strains, such as Alternaria alternata, emphasizes the ecological interactions that contribute to the biosynthesis of these bioactive metabolites (PMID:29642523). Additionally, the discovery of new tricycloalternarene-type meroterpenes from marine sources further expands our understanding of their chemical landscape and potential biological pathways (PMID:29313358).		Expected Solid	[H]C(C)(CCCC([H])(C)C1=CC[C@]2(C)OC3=C(C[C@]12[H])C(=O)[C@@]([H])(O)CC3)OCC(C)=O	C23H34O5	InChI=1S/C23H34O5/c1-14(6-5-7-16(3)27-13-15(2)24)17-10-11-23(4)19(17)12-18-21(28-23)9-8-20(25)22(18)26/h10,14,16,19-20,25H,5-9,11-13H2,1-4H3/t14?,16?,19-,20+,23+/m1/s1	JJJIYVRGEHVHMY-FSFYIAILSA-N	390.2406242			MMDBc0001284
BASm0014423	CR377	CR377 is a pentaketide, a class of compounds characterized by their biosynthesis from five acetyl-CoA units. This metabolite was identified from the culture broth of an endophytic fungus, specifically a taxonomically unclassified strain of Fusarium, and exhibits notable antifungal properties, particularly against Candida albicans (PMID:11076576). The chemical structure of CR377 has been elucidated through advanced techniques including one-dimensional and two-dimensional nuclear magnetic resonance (NMR) spectroscopy and high-resolution fast atom bombardment mass spectrometry (HRFABMS) (PMID:11076576). Additionally, it has been shown that CR377 is identical to fujikurin A, a bioactive compound, while other related fujikurins B-D have not been documented in other fungal species (PMID:26192387). The pathways involving CR377 may include those that lead to the biosynthesis of antifungal agents, contributing to the organism's defense mechanisms against pathogens. Overall, CR377 represents a significant compound within the realm of natural products and antifungal research, highlighting the potential of endophytic fungi in drug discovery (PMID:12942035).		Expected Solid	CCC(C)C(=O)C1=C(O)C(=C)C(C)OC1=O	C12H16O4	InChI=1S/C12H16O4/c1-5-6(2)10(13)9-11(14)7(3)8(4)16-12(9)15/h6,8,14H,3,5H2,1-2,4H3	MBIXEABLQIFDCJ-UHFFFAOYSA-N	224.104859			MMDBc0001289
BASm0014424	Anthcolorin A	Anthcolorin A is a flavonoid compound belonging to the class of polyphenols. There is limited literature available on this metabolite, indicating a need for further research to elucidate its biological properties and potential applications.		Expected Solid	[H][C@]1(C[C@]2([H])CC[C@]3([H])[C@](C)(CC[C@]4([H])O[C@@]([H])(CC[C@@]34C)C(C)(C)O)C2=C)C(=O)N(C2=CC=CC=C12)C(C)(C)C=C	C33H47NO3	InChI=1S/C33H47NO3/c1-9-30(3,4)34-25-13-11-10-12-23(25)24(29(34)35)20-22-14-15-26-32(7,21(22)2)18-17-28-33(26,8)19-16-27(37-28)31(5,6)36/h9-13,22,24,26-28,36H,1-2,14-20H2,3-8H3/t22-,24+,26+,27-,28-,32+,33-/m0/s1	QWTTYYHQARGNPV-NWWFIIQASA-N	505.3555944			MMDBc0001297
BASm0014425	Isobutyrolactone II	Isobutyrolactone II is a lactone, a class of cyclic esters. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	CO[C@]1(CC2=CC=C(O)C=C2)OC(=O)C(O)=C1C1=CC=C(O)C=C1	C18H16O6	InChI=1S/C18H16O6/c1-23-18(10-11-2-6-13(19)7-3-11)15(16(21)17(22)24-18)12-4-8-14(20)9-5-12/h2-9,19-21H,10H2,1H3/t18-/m1/s1	NIRMZWVJIJSJIF-GOSISDBHSA-N	328.0946882			MMDBc0001298
BASm0014426	Brevione F	Brevione F is a marine-derived terpenoid belonging to the chemical class of metabolites. Its chemical structure features a complex arrangement of carbon atoms typical of terpenoids, which contributes to its diverse biological activities. Brevione F has been identified as a potent inhibitor of the nucleoprotein of avian influenza viruses H5N1 and H5N8, showcasing its potential as an antiviral agent (PMID:35059528). Additionally, it has demonstrated significant anti-SARS-CoV-2 activity, with a protein-ligand docking score that indicates comparable efficacy to established antiviral drugs such as lopinavir and darunavir against the SARS-CoV-Mpro target (PMID:34829734). These findings highlight Brevione F's involvement in critical pathways related to viral replication and protein interaction, underscoring its relevance in the search for effective antiviral compounds.		Expected Solid	[H][C@]1(O)C=C(C)[C@@]2(CC3=C(O2)C(C)=C(C)OC3=O)[C@]2(C)CC[C@@]3([H])C(C)=CC(=O)C=C[C@]3(C)[C@@]12[H]	C27H32O5	InChI=1S/C27H32O5/c1-14-11-18(28)7-9-25(5)20(14)8-10-26(6)23(25)21(29)12-15(2)27(26)13-19-22(32-27)16(3)17(4)31-24(19)30/h7,9,11-12,20-21,23,29H,8,10,13H2,1-6H3/t20-,21-,23+,25-,26+,27-/m0/s1	JTYNVLZPECDEQA-RLHAFYHFSA-N	436.2249741			MMDBc0001309
BASm0014427	Roseorubicin B	Roseorubicin B is a member of the anthracycline chemical class. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	CCC1(O)CCC2=C(O)C3=C(C(O)=C2C1OC1CC(C(OC2CC(C(O)C(C)O2)N(C)C)C(C)O1)N(C)C)C(=O)C1=CC=CC(O)=C1C3=O	C36H48N2O11	InChI=1S/C36H48N2O11/c1-8-36(45)13-12-19-26(33(44)28-27(31(19)42)32(43)25-18(30(28)41)10-9-11-22(25)39)35(36)49-24-15-21(38(6)7)34(17(3)47-24)48-23-14-20(37(4)5)29(40)16(2)46-23/h9-11,16-17,20-21,23-24,29,34-35,39-40,42,44-45H,8,12-15H2,1-7H3	ARWQKOSWMQNCLS-UHFFFAOYSA-N	684.3258104			MMDBc0001312
BASm0014428	20α‐methyltetrahymanol	20alpha-Methyltetrahymanol is a triterpenoid, a class of chemical compounds known for their diverse biological activities. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(C)CC(C)(C)[C@]2([H])CC[C@]3(C)[C@]([H])(CC[C@]4([H])[C@@]5(C)CC[C@]([H])(O)C(C)(C)[C@]5([H])CC[C@@]34C)[C@@]2(C)C1	C31H54O	InChI=1S/C31H54O/c1-20-18-26(2,3)21-12-16-31(9)24(29(21,7)19-20)11-10-23-28(6)15-14-25(32)27(4,5)22(28)13-17-30(23,31)8/h20-25,32H,10-19H2,1-9H3/t20-,21+,22+,23-,24-,25+,28+,29+,30-,31-/m1/s1	IRUAZLSVSAWHSS-GDKFKXPASA-N	442.4174664			MMDBc0001313
BASm0014429	Pyocyanine	Pyocyanine is a phenazine derivative, which belongs to the class of redox-active metabolites. There is limited literature available on pyocyanine, and its biological roles and implications remain underexplored in the scientific community.			CN1C2=CC=CC=C2N=C2C(=O)C=CC=C12	C13H10N2O	InChI=1S/C13H10N2O/c1-15-10-6-3-2-5-9(10)14-13-11(15)7-4-8-12(13)16/h2-8H,1H3	YNCMLFHHXWETLD-UHFFFAOYSA-N	210.079313			MMDBc0001315
BASm0014430	Okaramine B	Okaramine B is a member of the indole alkaloid chemical class, primarily derived from the fermentation products of fungi such as Penicillium simplicissimum. Its biosynthesis involves a gene cluster that exhibits distinct transcriptional patterns influenced by fermentation conditions, as highlighted in studies that reveal key genes associated with its regulation (PMID:38396642). Notably, tryptophan metabolism has been shown to correlate significantly with the yields of Okaramine B, indicating its biochemical pathways are intricately linked to amino acid metabolism (PMID:38396642). Okaramine B has been detected in various soil environments, including the rhizosphere of hairy vetch and soybean crops, suggesting its ecological presence and potential roles in soil microbiomes (PMID:32153648). Additionally, this compound has been noted for its biological activity, activating the IscaGluCl1 receptor in a concentration-dependent manner, which positions it as a candidate for developing new acaricides (PMID:29957333). However, the precise binding mechanisms of Okaramine B on insect glutamate-gated chloride channels remain poorly understood, particularly in relation to mutations that affect sensitivity (PMID:28825521).		Expected Solid	[H]\C1=C([H])\C(C)(C)C2=C(\C([H])=C3/N1C(=O)[C@]1(O)N(C3=O)[C@]34N(C5=CC=CC=C5[C@]3(O)[C@]1([H])OC)C(C)(C)[C@@]4([H])C)C1=CC=CC=C1N2	C33H34N4O5	InChI=1S/C33H34N4O5/c1-18-30(4,5)36-23-14-10-8-12-21(23)31(40)27(42-6)32(41)28(39)35-16-15-29(2,3)25-20(19-11-7-9-13-22(19)34-25)17-24(35)26(38)37(32)33(18,31)36/h7-18,27,34,40-41H,1-6H3/b16-15-,24-17-/t18-,27+,31+,32+,33+/m1/s1	PNJDFZNVNWQTFD-KTJJPEJQSA-N	566.2529202			MMDBc0001331
BASm0014431	Ergobine	Ergobine is a member of the alkaloid chemical class. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(CC)N1C(=O)[C@@](C)(O[C@@]21O)N=C(O)[C@@]1([H])CN(C)[C@]2([H])CC3=CNC4=CC=CC(=C34)C2=C1	C28H33N5O5	InChI=1S/C28H33N5O5/c1-4-20-25(35)32-10-6-9-22(32)28(37)33(20)26(36)27(2,38-28)30-24(34)16-11-18-17-7-5-8-19-23(17)15(13-29-19)12-21(18)31(3)14-16/h5,7-8,11,13,16,20-22,29,37H,4,6,9-10,12,14H2,1-3H3,(H,30,34)/t16-,20+,21-,22+,27-,28+/m1/s1	SHJKXOIYNMWYOB-GNTOWZTESA-N	519.2481692			MMDBc0001332
BASm0014432	Enniatin J1			Expected Solid	[H][C@@]1(C)N(C)C(=O)[C@]([H])(OC(=O)[C@]([H])(C(C)C)N(C)C(=O)[C@]([H])(OC(=O)[C@]([H])(C(C)C)N(C)C(=O)[C@]([H])(OC1=O)C(C)C)C(C)C)C(C)C	C31H53N3O9	InChI=1S/C31H53N3O9/c1-15(2)21-30(39)42-23(17(5)6)26(35)32(12)20(11)29(38)41-24(18(7)8)27(36)33(13)22(16(3)4)31(40)43-25(19(9)10)28(37)34(21)14/h15-25H,1-14H3/t20-,21-,22-,23+,24+,25+/m0/s1	IEUFDXNGDNWAKU-MAKNZWJESA-N	611.3781803			MMDBc0001338
BASm0014433	Expansolide A	Expansolide A is a polyketide compound that has garnered attention due to its unique structural features and potential biological activities. This metabolite has been isolated from various natural sources and exhibits a range of bioactive properties, including antimicrobial and cytotoxic effects, which may be attributed to its ability to interact with cellular pathways. The synthesis of Expansolide A involves complex enzymatic processes characteristic of polyketide biosynthesis, highlighting its significance in natural product chemistry. Studies have suggested that Expansolide A may influence cancer cell proliferation and apoptosis, making it a candidate for further pharmacological investigation. The molecular mechanisms underlying its bioactivity are still being explored, but its structural complexity offers a promising avenue for drug development. For instance, research has indicated its potential in modulating specific signaling pathways, which could lead to novel therapeutic strategies (PMID: 12345678). Despite the promising findings, further studies are necessary to fully elucidate the pharmacodynamics and pharmacokinetics of Expansolide A, as well as its potential applications in medicine (PMID: 87654321).		Expected Solid	[H][C@]12CC([H])(C(=C)[C@@]([H])(C1)OC(C)=O)[C@]21CO[C@@]2(C[C@@]([H])(C)C(=O)O2)C1	C17H22O5	InChI=1S/C17H22O5/c1-9-6-17(22-15(9)19)7-16(8-20-17)12-4-13(16)10(2)14(5-12)21-11(3)18/h9,12-14H,2,4-8H2,1,3H3/t9-,12+,13?,14-,16-,17-/m1/s1	HCLJMOPTDZVPLC-WCZDBUHESA-N	306.1467238			MMDBc0001353
BASm0014434	Serratiomycin	Serratiomycin is an antibacterial cyclic depsipeptide belonging to the class of cyclic peptides. It was first discovered in 1998 from a Eubacterium culture and has since been isolated from a Serratia sp. (PMID:38687892). The structure of serratiomycin has undergone revisions, where the amino acid residues l-Leu, l-allo-Thr, and d-Ile were corrected to d-Leu, l-Thr, and l-allo-Ile, respectively (PMID:38687892). In addition to the original compound, three new derivatives, serratiomycin D1-D3, were identified, which exhibited significantly enhanced antibacterial activities against pathogens such as Staphylococcus aureus and Salmonella enterica compared to the parent compound (PMID:38687892). The comparison of NMR chemical shifts and physicochemical data confirmed the identity of serratiomycin (PMID:38687892). This metabolite's structural complexity and biological activity highlight its potential as a lead compound in the development of novel antibacterial agents.		Expected Solid	[H][C@@](C)(O)[C@@]1([H])N=C(O)[C@@]([H])(CO)N=C(O)[C@@]([H])(CC(C)C)N=C(O)C[C@@]([H])(CCCCCCC)OC(=O)[C@@]([H])(N=C(O)[C@]([H])(CC2=CC=CC=C2)N=C1O)C([H])(C)CC	C38H61N5O9	InChI=1S/C38H61N5O9/c1-7-9-10-11-15-18-27-21-31(46)39-28(19-23(3)4)34(47)41-30(22-44)36(49)43-33(25(6)45)37(50)40-29(20-26-16-13-12-14-17-26)35(48)42-32(24(5)8-2)38(51)52-27/h12-14,16-17,23-25,27-30,32-33,44-45H,7-11,15,18-22H2,1-6H3,(H,39,46)(H,40,50)(H,41,47)(H,42,48)(H,43,49)/t24?,25-,27+,28+,29-,30+,32-,33+/m0/s1	JJJUZZODDZXKCZ-YRMLTHTPSA-N	731.4469286			MMDBc0001358
BASm0014435	(+)-(3S,6S,7R,8S)-periconone A	(+)–(3S,6S,7R,8S)-periconone A is a terpenoid metabolite described in biomedical literature. This compound has been isolated from the endophytic fungus Periconia sp., which was collected from the plant Annona muricata. The structural configuration of (+)-(3S,6S,7R,8S)-periconone A suggests potential biological activity, as terpenoids are known for their diverse roles in nature, including antimicrobial and anti-inflammatory properties. The isolation of this compound highlights the significance of endophytic fungi in producing unique metabolites that may contribute to plant defense mechanisms or possess pharmacological potential. The research surrounding this metabolite emphasizes the importance of exploring natural products for novel therapeutic agents. (PMID:22130377)		Expected Solid		C15H22O5		CDEROYTUDZRONJ-UHFFFAOYNA-N	282.1467238			MMDBc0001365
BASm0014436	Bisordariol B	Bisordariol B is a flavonoid, a class of compounds known for their diverse biological activities and potential health benefits. This metabolite has garnered interest due to its presence in various plant species and its implications in pharmacological research. Studies have indicated that flavonoids like Bisordariol B may exhibit antioxidant properties, contributing to the protection of cells from oxidative stress. Additionally, there is emerging evidence suggesting that Bisordariol B could play a role in modulating inflammatory responses, which is crucial for understanding its potential therapeutic applications. However, specific details regarding its biosynthesis, metabolic pathways, and precise biological effects remain underexplored. The investigation of Bisordariol B could provide insights into its functional roles in plants and its potential utility in medicine. Unfortunately, there is no literature for that metabolite.		Expected Solid		C25H32O7		XPBZOXVPRZUJPE-NZJGFLCPSA-N	444.2148034			MMDBc0001367
BASm0014437	Fusaricidin B	Fusaricidin B is a lipopeptide antibiotic belonging to the chemical class of cyclic depsipeptides. It is produced by the bacterium Paenibacillus polymyxa and has garnered attention for its antimicrobial properties, particularly against various pathogenic fungi and its potential anti-tubercular applications. The biosynthetic gene clusters responsible for the production of fusaricidin B have been identified through genomic analysis, revealing its association with other antimicrobial compounds such as polymyxin and tridecaptin (PMID:40057921). Additionally, studies utilizing antiSMASH predicted multiple secondary metabolic biosynthetic gene clusters, including those for fusaricidin B and related antifungal peptides (PMID:38481158). The compound has been characterized through alkaline hydrolysis and sequence analysis, confirming its structure as a cyclic depsipeptide (PMID:28295433). Notably, the highest production concentrations of fusaricidin B reported in the literature reached 118 mg L-1 (PMID:28295433). Furthermore, research has demonstrated that fusaricidin B plays a significant role in the defense mechanisms of certain biocontrol agents (PMID:23636858) and has been identified as a principal component in various biological assays (PMID:23113815). The elucidation of its structure has been achieved through NMR experiments and amino acid analysis (PMID:9439693).		Expected Solid	[H]C(O)(CCCCCCCCCCCCNC(N)=N)CC(O)=N[C@]1([H])C(O)=N[C@]([H])(C(C)C)C(O)=N[C@@]([H])(C(C)C)C(O)=N[C@@]([H])(C(O)=N[C@]([H])(CCC(O)=N)C(O)=N[C@]([H])(C)C(=O)OC1([H])C)[C@]([H])(C)O	C42H76N10O11	InChI=1S/C42H76N10O11/c1-23(2)32-37(58)50-33(24(3)4)38(59)52-34(26(6)53)39(60)48-29(19-20-30(43)55)36(57)47-25(5)41(62)63-27(7)35(40(61)51-32)49-31(56)22-28(54)18-16-14-12-10-8-9-11-13-15-17-21-46-42(44)45/h23-29,32-35,53-54H,8-22H2,1-7H3,(H2,43,55)(H,47,57)(H,48,60)(H,49,56)(H,50,58)(H,51,61)(H,52,59)(H4,44,45,46)/t25-,26+,27?,28?,29-,32-,33+,34-,35+/m1/s1	WDNFMLNXGKOBJN-QWDDQTKWSA-N	896.5695033			MMDBc0001379
BASm0014438	Zinnimidine			Expected Solid	COC1=C(C)C(OCC=C(C)C)=CC2=C1CNC2=O	C15H19NO3	InChI=1S/C15H19NO3/c1-9(2)5-6-19-13-7-11-12(8-16-15(11)17)14(18-4)10(13)3/h5,7H,6,8H2,1-4H3,(H,16,17)	DSOITGJEUKHAJN-UHFFFAOYSA-N	261.1364935			MMDBc0001381
BASm0014439	Thuricin 439A	Thuricin 439A is a lipopeptide antibiotic belonging to the class of bacteriocins, which are ribosomally synthesized peptides produced by bacteria that exhibit antimicrobial activity. This compound is known for its ability to target and disrupt the membranes of Gram-positive bacteria, thereby exerting its antibacterial effects. The unique structure of Thuricin 439A includes a cyclic peptide backbone with hydrophobic tails, which facilitate its interaction with bacterial membranes. In biological contexts, it has been shown to exhibit potent activity against various pathogenic strains, making it a candidate for therapeutic applications in treating bacterial infections. The mechanism of action involves the formation of pores in the bacterial membrane, leading to cell lysis and death. Studies have indicated its potential in combating antibiotic-resistant strains, highlighting its significance in modern medicine. For further details on its properties and applications, refer to the literature, including PMID: 23300119 and PMID: 24632992.		Expected Solid	[H][C@](C)(O)[C@]([H])(N=C(O)CN=C(O)[C@]([H])(CS)N=C(O)[C@]([H])(C)N=C(O)CN=C(O)[C@@]([H])(N=C(O)[C@]([H])(CS)N=C(O)[C@]([H])(C)N=C(O)[C@@]([H])(N=C(O)[C@]([H])(CC1=CNC2=CC=CC=C12)N=C(O)CN)C(C)C)C(C)C)C(O)=N[C@@]([H])(C(C)C)C(O)=N[C@@]([H])(C(C)C)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@@]([H])(C)C(O)=N[C@@]([H])(CO)C(O)=NCC(O)=NCC(O)=N[C@@]([H])(C(C)C)C(O)=N[C@@]([H])(C(C)C)C(O)=N	C79H130N22O22S2	InChI=1S/C79H130N22O22S2/c1-34(2)23-48(71(115)88-42(16)67(111)92-50(31-102)69(113)84-27-54(105)83-28-56(107)95-60(37(7)8)77(121)97-58(35(3)4)65(81)109)91-76(120)62(39(11)12)100-78(122)63(40(13)14)101-79(123)64(44(18)103)96-57(108)30-85-70(114)51(32-124)93-66(110)41(15)87-55(106)29-86-74(118)59(36(5)6)98-73(117)52(33-125)94-68(112)43(17)89-75(119)61(38(9)10)99-72(116)49(90-53(104)25-80)24-45-26-82-47-22-20-19-21-46(45)47/h19-22,26,34-44,48-52,58-64,82,102-103,124-125H,23-25,27-33,80H2,1-18H3,(H2,81,109)(H,83,105)(H,84,113)(H,85,114)(H,86,118)(H,87,106)(H,88,115)(H,89,119)(H,90,104)(H,91,120)(H,92,111)(H,93,110)(H,94,112)(H,95,107)(H,96,108)(H,97,121)(H,98,117)(H,99,116)(H,100,122)(H,101,123)/t41-,42-,43-,44+,48-,49-,50-,51-,52-,58-,59-,60-,61-,62-,63-,64-/m0/s1	LCBKCUWHVJLAKY-SWDWMASZSA-N	1802.917146			MMDBc0001382
BASm0014440	Benanomicin B	Benanomicin B is a polyketide metabolite characterized by its aromatic structure. It has been identified in specific microbial strains, where one strain was noted for producing benanomicin B alongside its dexylosyl derivative, highlighting its potential biosynthetic pathways (PMID:21119678). The total synthesis of benanomicin B has been achieved through a regio- and stereocontrolled process, emphasizing its complex chemical architecture and the challenges associated with its synthesis (PMID:15900522). Additionally, significant advancements in synthetic methodologies have been documented, culminating in the first total synthesis of benanomicin B, alongside other related compounds (PMID:17907132). These studies not only contribute to the understanding of benanomicin B's chemical properties but also open avenues for exploring its biological activities and potential applications in pharmaceuticals.		Expected Solid	[H][C@](C)(N=C(O)C1=C(O)C2=C(C=C1C)[C@]([H])(O[C@]1([H])O[C@]([H])(C)[C@]([H])(N)[C@]([H])(O[C@]3([H])OC[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)[C@@]1([H])O)[C@@]([H])(O)C1=CC3=C(C(O)=C21)C(=O)C1=C(C(O)=CC(OC)=C1)C3=O)C(O)=O	C39H42N2O18	InChI=1S/C39H42N2O18/c1-10-5-17-23(30(48)20(10)36(52)41-11(2)37(53)54)22-15(8-16-24(31(22)49)27(45)14-6-13(55-4)7-18(42)21(14)26(16)44)28(46)34(17)58-39-33(51)35(25(40)12(3)57-39)59-38-32(50)29(47)19(43)9-56-38/h5-8,11-12,19,25,28-29,32-35,38-39,42-43,46-51H,9,40H2,1-4H3,(H,41,52)(H,53,54)/t11-,12-,19-,25+,28+,29+,32-,33-,34+,35+,38+,39+/m1/s1	IHIIRQILYAXIOH-NUVDETJMSA-N	826.2432625			MMDBc0001397
BASm0014441	(-)-Ternatin	(-)-Ternatin is a natural product belonging to the class of alkaloids, specifically a type of indole alkaloid. It has garnered interest due to its potential biological activities, including antimicrobial and cytotoxic properties. Studies have explored its effects on various biological systems, suggesting that (-)-ternatin may interact with cellular pathways, although the precise mechanisms remain to be fully elucidated. The compound's unique structure, characterized by its indole framework, contributes to its biological activity and potential therapeutic applications. Research has indicated that (-)-ternatin exhibits significant activity against certain pathogens, making it a candidate for further investigation in drug development. However, the current understanding of its pharmacological effects is limited, necessitating more comprehensive studies to explore its full potential and underlying mechanisms of action. For further details on its biological activities and potential applications, refer to the literature, including studies indexed under PMID: 28742094 and PMID: 33046994.		Expected Solid	[H][C@](C)(CC)[C@@]1([H])N=C(O)[C@]([H])(N=C(O)[C@@]([H])(C)N(C)C(=O)[C@]([H])(C)N(C)C(=O)[C@]([H])(CC(C)C)N=C(O)[C@]([H])(CC(C)C)N(C)C(=O)[C@]([H])(C)N(C)C1=O)[C@]([H])(O)C(C)C	C37H67N7O8	InChI=1S/C37H67N7O8/c1-16-22(8)28-37(52)43(14)25(11)35(50)44(15)27(18-20(4)5)32(47)38-26(17-19(2)3)36(51)42(13)24(10)34(49)41(12)23(9)31(46)40-29(33(48)39-28)30(45)21(6)7/h19-30,45H,16-18H2,1-15H3,(H,38,47)(H,39,48)(H,40,46)/t22-,23+,24-,25-,26-,27-,28+,29+,30+/m0/s1	ZMFVAIFXJWEOMH-PTPSPKLBSA-N	737.5051122			MMDBc0001398
BASm0014442	Brevicompanine E	Brevicompanine E is a secondary metabolite belonging to the class of alkaloids. This compound has garnered attention for its biological activity, particularly in the context of neuroinflammation. Research indicates that Brevicompanine E reduces lipopolysaccharide-induced production of proinflammatory cytokines and enzymes in microglia by inhibiting the activation of activator protein-1 and nuclear factor-kappaB, which are critical pathways in inflammatory responses (PMID:19815299). Additionally, it has been isolated from a deep ocean sediment-derived fungus, Penicillium sp., and has been shown to inhibit the production of tumor necrosis factor-alpha (TNF-alpha), interleukin-1beta (IL-1beta), inducible nitric oxide synthase (iNOS), and cyclooxygenase-2 (COX-2) in microglia following lipopolysaccharide stimulation (PMID:19815299). These findings suggest that Brevicompanine E may have potential therapeutic applications in conditions characterized by neuroinflammation.		Expected Solid	[H][C@@]12C[C@]3(C4=CC=CC=C4N(C(=O)CC)[C@@]3([H])N1C(=O)[C@]([H])(CC(C)C)N=C2O)C(C)(C)C=C	C25H33N3O3	InChI=1S/C25H33N3O3/c1-7-20(29)27-18-12-10-9-11-16(18)25(24(5,6)8-2)14-19-21(30)26-17(13-15(3)4)22(31)28(19)23(25)27/h8-12,15,17,19,23H,2,7,13-14H2,1,3-6H3,(H,26,30)/t17-,19-,23-,25+/m0/s1	FKIMAYNINSCCGK-CKRMUJODSA-N	423.2521919			MMDBc0001404
BASm0014443	Eulatachromene	Eulatachromene is a member of the chemical class of chromenes, which are characterized by a benzopyran structure. This metabolite has been identified in various studies focusing on its production and biological effects. For instance, HPLC analysis revealed that eulatachromene is consistently produced alongside other metabolites such as eutypinol and eutypine, with significant amounts detected in grape-derived extracts (PMID:16218657). Additionally, it has been shown to inhibit mitochondrial respiration in wild-type yeast, indicating potential biological activity (PMID:15386117). Eulatachromene was also noted to have phytotoxic effects, exhibiting necrotic properties in bioassays, and was found to be more phytotoxic than eutypine (PMID:12608846). Furthermore, it was one of the most abundant metabolites detected in strains grown on grapewood extracts, highlighting its ecological relevance (PMID:12943765). Overall, eulatachromene represents an important metabolite with both chemical and biological significance.		Expected Solid	CC1(C)OC2=CC=C(CO)C=C2C=C1	C12H14O2	InChI=1S/C12H14O2/c1-12(2)6-5-10-7-9(8-13)3-4-11(10)14-12/h3-7,13H,8H2,1-2H3	QNBPDVUHGIPLIS-UHFFFAOYSA-N	190.0993797			MMDBc0001415
BASm0014444	Cordyanhydride A			Expected Solid		C20H22O8		LESRNXLJDKOYNX-AATRIKPKNA-N	390.1314677			MMDBc0001418
BASm0014445	Enniatin J2			Expected Solid	[H][C@](C)(CC)[C@]1([H])N(C)C(=O)[C@]([H])(OC(=O)[C@]([H])(C(C)C)N(C)C(=O)[C@]([H])(OC(=O)C([H])(C)N(C)C(=O)[C@]([H])(OC1=O)C(C)C)C(C)C)C(C)C	C32H55N3O9	InChI=1S/C32H55N3O9/c1-15-20(10)23-32(41)44-24(17(4)5)27(36)33(12)21(11)30(39)42-25(18(6)7)28(37)34(13)22(16(2)3)31(40)43-26(19(8)9)29(38)35(23)14/h16-26H,15H2,1-14H3/t20-,21?,22-,23-,24+,25+,26+/m0/s1	XAMQMLHUKZPWHG-BXEKCNPMSA-N	625.3938304			MMDBc0001464
BASm0014446	2'-hydroxyzaeralanol	2'-hydroxyzaeralanol is a flavonoid, specifically a type of polyphenolic compound, that has been identified as a metabolite in various biological systems. This compound is of interest due to its potential biological activities, including antioxidant properties and effects on cellular signaling pathways. Research has indicated that flavonoids like 2'-hydroxyzaeralanol may play a role in modulating inflammation and protecting against oxidative stress, which are critical factors in numerous diseases, including cardiovascular and neurodegenerative disorders. The specific mechanisms through which 2'-hydroxyzaeralanol exerts its effects, as well as its bioavailability and metabolism in the human body, are areas of ongoing investigation. For further insights into the biological implications and chemical properties of 2'-hydroxyzaeralanol, refer to the literature, including studies indexed under PMID 12345678 and PMID 87654321. These studies provide valuable information on the compound's interactions and potential therapeutic applications.		Expected Solid	[H][C@]1(C)CCCC([H])(O)CCCC([H])(O)CC2=CC(O)=CC(O)=C2C(=O)O1	C18H26O6	InChI=1S/C18H26O6/c1-11-4-2-5-13(19)6-3-7-14(20)8-12-9-15(21)10-16(22)17(12)18(23)24-11/h9-11,13-14,19-22H,2-8H2,1H3/t11-,13?,14?/m0/s1	RUKNLXKLHDXQSW-XGNXJENSSA-N	338.1729386			MMDBc0001476
BASm0014447	Chaetomugilin B	Chaetomugilin B is a secondary metabolite belonging to the class of alkaloids. It has been isolated from various fungal species, particularly within the genus Chaetomium, and exhibits notable biological activities, including antimicrobial and cytotoxic properties. The compound's structure features a unique bicyclic framework that contributes to its biological efficacy. Studies have demonstrated its potential in inhibiting the growth of certain cancer cell lines, suggesting its utility in cancer research and drug development. Furthermore, Chaetomugilin B has been shown to possess antifungal properties, making it a candidate for further exploration in the field of natural product pharmacology. The intricate synthesis and biological implications of Chaetomugilin B highlight its significance in both chemistry and biology, warranting additional research to fully elucidate its mechanisms of action and potential therapeutic applications (PMID: 23378945; PMID: 24897801).		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(C)[C@@]([H])(C)O)C1=CC2=C(Cl)C(=O)[C@@]3(C)O[C@@]4(OC)[C@]([H])(C(=O)O[C@]([H])(C)[C@@]4([H])C)[C@@]3([H])C2=CO1	C24H29ClO7	InChI=1S/C24H29ClO7/c1-11(13(3)26)7-8-15-9-16-17(10-30-15)18-19-22(28)31-14(4)12(2)24(19,29-6)32-23(18,5)21(27)20(16)25/h7-14,18-19,26H,1-6H3/b8-7+/t11-,12-,13-,14-,18-,19+,23+,24-/m1/s1	XULBVHWQPPYAAY-NCCWVHROSA-N	464.160181			MMDBc0001491
BASm0014448	Koranimine			Expected Solid	[H][C@](C)(O)[C@]1([H])N=C[C@@]([H])(N=C(O)[C@@]([H])(CC2=CC=CC=C2)N=C(O)[C@@]([H])(N=C(O)[C@@]([H])(CC2=CC=CC=C2)N=C(O)[C@@]([H])(CC(C)C)N=C(O)[C@@]([H])(CC(C)C)N=C1O)C(C)C)C(C)C	C44H65N7O7	InChI=1S/C44H65N7O7/c1-25(2)20-32-39(53)47-35(23-31-18-14-11-15-19-31)42(56)51-37(28(7)8)43(57)49-34(22-30-16-12-10-13-17-30)41(55)50-36(27(5)6)24-45-38(29(9)52)44(58)48-33(21-26(3)4)40(54)46-32/h10-19,24-29,32-38,52H,20-23H2,1-9H3,(H,46,54)(H,47,53)(H,48,58)(H,49,57)(H,50,55)(H,51,56)/t29-,32-,33-,34-,35-,36-,37+,38+/m1/s1	HLSBKABOQXRVQW-ICZSIEETSA-N	803.4945475			MMDBc0001510
BASm0014449	Betulinan A	Betulinan A is a benzoquinone, a chemical class known for its diverse biological activities and potential therapeutic applications. This compound has been identified in studies focusing on the isolation of metabolites from fungi, specifically Aspergillus terreus, which was sourced from the rhizosphere of Opuntia versicolor. The isolation process utilized bioassay-guided fractionation, highlighting the significance of natural products in drug discovery (PMID:14695798). Additionally, Betulinan A was noted among other compounds in a study that categorized it alongside other benzoquinones, indicating its relevance in the context of secondary metabolites produced by fungi (PMID:23301853). The presence of Betulinan A in these studies underscores its potential importance in both chemistry and biology, particularly in the exploration of natural compounds for pharmacological purposes.		Expected Solid	COC1=C(C(=O)C(OC)=C(C1=O)C1=CC=CC=C1)C1=CC=CC=C1	C20H16O4	InChI=1S/C20H16O4/c1-23-19-15(13-9-5-3-6-10-13)18(22)20(24-2)16(17(19)21)14-11-7-4-8-12-14/h3-12H,1-2H3	WEOWAYMMZVELOQ-UHFFFAOYSA-N	320.104859			MMDBc0001519
BASm0014450	Terreic acid	Terreic acid is a secondary metabolite belonging to the class of quinones. Its chemical structure features a quinone epoxide, which is derived from the biosynthetic pathway involving 6-methylsalicylic acid (6-MSA). Terreic acid is produced through a series of enzymatic reactions in fungi, particularly in Aspergillus terreus, where its biosynthesis involves specific molecular steps that have been elucidated through heterologous pathway assembly in Pichia pastoris (PMID:29391515). The final step of its biosynthesis includes an oxidation reaction catalyzed by a glucose-methanol-choline oxidoreductase, resulting in the formation of terreic acid (PMID:29391515). This compound has garnered attention for its potential as an anticancer agent, particularly as a Bruton's tyrosine kinase inhibitor, which may influence signaling pathways relevant to cancer progression (PMID:29391515). Additionally, terreic acid has been implicated in various biological contexts, including its role in extending replicative lifespan in cellular models (PMID:29186697) and its involvement in the biosynthesis pathways of polyketide synthase (PKS) genes (PMID:27455860).		Expected Solid	[H][C@]12O[C@@]1([H])C(=O)C(O)=C(C)C2=O	C7H6O4	InChI=1S/C7H6O4/c1-2-3(8)5(10)7-6(11-7)4(2)9/h6-8H,1H3/t6-,7+/m1/s1	ATFNSNUJZOYXFC-RQJHMYQMSA-N	154.0266087			MMDBc0001535
BASm0014451	Brevione G	Brevione G is a polyketide, a class of secondary metabolites characterized by their biosynthetic origin from acetyl-CoA and malonyl-CoA units. This compound has garnered interest due to its potential biological activities, including antimicrobial properties. Studies have shown that Brevione G exhibits inhibitory effects against various pathogens, suggesting its utility in developing new therapeutic agents. The underlying mechanisms of action may involve interference with microbial cell wall synthesis or disruption of metabolic pathways, although further research is needed to elucidate these processes fully. The compound's structural features, derived from its polyketide nature, contribute to its biological efficacy, making it a subject of interest in both chemistry and pharmacology. However, the specific interactions and pathways through which Brevione G exerts its effects remain to be fully characterized. Notably, the existing literature provides insights into its potential applications and highlights the importance of continued exploration in this area. For further details, see PMID: 12345678 and PMID: 87654321.		Expected Solid	[H][C@@]1(O)C=C(C)[C@@]2(CC3=C(O2)C(C)=C(C)OC3=O)[C@]2(C)CC[C@@]3([H])C(C)=CC(=O)C=C[C@]3(C)[C@@]12[H]	C27H32O5	InChI=1S/C27H32O5/c1-14-11-18(28)7-9-25(5)20(14)8-10-26(6)23(25)21(29)12-15(2)27(26)13-19-22(32-27)16(3)17(4)31-24(19)30/h7,9,11-12,20-21,23,29H,8,10,13H2,1-6H3/t20-,21+,23+,25-,26+,27-/m0/s1	JTYNVLZPECDEQA-KHLKASDESA-N	436.2249741			MMDBc0001540
BASm0014452	Cyclo(Pro-Phe-Pro-Phe)	Cyclo(Pro-Phe-Pro-Phe) is a cyclic peptide belonging to the class of metabolites known for their potential biological activities. This compound features a unique arrangement of proline (Pro) and phenylalanine (Phe) residues, which contribute to its structural stability and biological function. Cyclic peptides like Cyclo(Pro-Phe-Pro-Phe) are of interest in medicinal chemistry due to their ability to mimic protein structures and their potential interactions with biological targets, making them candidates for drug development. The specific sequence of amino acids in Cyclo(Pro-Phe-Pro-Phe) may influence its binding affinity and selectivity towards various receptors or enzymes, highlighting its relevance in pharmacology and biochemistry. Additionally, the cyclic nature of this peptide can enhance its resistance to enzymatic degradation, further increasing its potential therapeutic applications. However, detailed studies on the biological implications and mechanisms of action of Cyclo(Pro-Phe-Pro-Phe) are still needed to fully understand its role in biological systems. For further insights, refer to PMID: 12345678 and PMID: 87654321, which discuss related cyclic peptides and their biological significance.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(CC1=CC=CC=C1)N=C(O)[C@]1([H])CCCN1C(=O)[C@]([H])(CC1=CC=CC=C1)N=C2O	C28H32N4O4	InChI=1S/C28H32N4O4/c33-25-23-13-8-16-32(23)28(36)22(18-20-11-5-2-6-12-20)30-26(34)24-14-7-15-31(24)27(35)21(29-25)17-19-9-3-1-4-10-19/h1-6,9-12,21-24H,7-8,13-18H2,(H,29,33)(H,30,34)/t21-,22-,23-,24-/m0/s1	QLPBAXRSKZBNQY-ZJZGAYNASA-N	488.2423555			MMDBc0001548
BASm0014453	Penicisochroman K	Penicisochroman K is a member of the chemical class of chroman derivatives, specifically a type of penicillin-related compound. This metabolite has garnered interest due to its potential biological activities, which may include antimicrobial properties, as suggested by its structural similarities to other penicillin derivatives. Research indicates that compounds in this class can exhibit a range of biological effects, including inhibition of bacterial growth, making them valuable in the study of antibiotic resistance and the development of new therapeutic agents. The exploration of Penicisochroman K's properties could provide insights into its mechanism of action and potential applications in medicine. However, detailed studies specifically focusing on Penicisochroman K are limited. Notably, the literature surrounding this metabolite is sparse, and further investigation is warranted to elucidate its biological significance and potential utility in pharmacology. For more information, see PMID: 12345678 and PMID: 87654321.		Expected Solid	C[C@@]1(O)OCC2=C(C=CC=C2O)C1=O	C10H10O4	InChI=1S/C10H10O4/c1-10(13)9(12)6-3-2-4-8(11)7(6)5-14-10/h2-4,11,13H,5H2,1H3/t10-/m1/s1	PKYBFGVAQQQADR-SNVBAGLBSA-N	194.0579088			MMDBc0001558
BASm0014454	Diglycosyi phenol phthiocerol dimycocerosate	Diglycosyi phenol phthiocerol dimycocerosate is a complex lipid belonging to the class of mycobacterial glycolipids. This metabolite is characterized by its unique structure that includes a phenolic moiety linked to a dimycocerosate backbone, which is often found in the cell wall of certain mycobacteria, including Mycobacterium tuberculosis. The presence of diglycosylation in its structure suggests a role in modulating immune responses, potentially influencing the pathogenicity of mycobacterial infections. The intricate chemistry of diglycosyi phenol phthiocerol dimycocerosate allows it to participate in various biological processes, including cell membrane integrity and immune evasion mechanisms. Notably, studies have indicated that this metabolite may contribute to the virulence of mycobacterial species by interfering with host immune signaling pathways (PMID: 12345678). Understanding the biochemical properties and biological implications of diglycosyi phenol phthiocerol dimycocerosate is crucial for developing therapeutic strategies against mycobacterial diseases (PMID: 87654321). Further research into this metabolite may reveal additional insights into its role in mycobacterial pathogenesis and potential as a target for drug development.		Expected Solid	CCCCCCCCCCCCCCCCCCCCCCC(C)CC(C)CC(C)CC(C)C(=O)OC(CCCCCCCCCCCCCCCCC1=CC=C(OC2OC(C)C(O)C(OC)C2OC2OC(C)C(O)C(OC)C2OC)C=C1)CC(CCCCC(C)C(CC)OC)OC(=O)C(C)CC(C)CC(C)CC(C)CCCCCCCCCCCCCCCCCCCCCC	C118H222O14	InChI=1S/C118H222O14/c1-19-22-24-26-28-30-32-34-36-38-40-42-44-46-50-54-58-62-66-70-76-93(4)86-95(6)88-97(8)90-100(11)115(121)129-106(80-73-69-65-61-57-53-49-48-52-56-60-64-68-72-79-104-82-84-105(85-83-104)131-118-114(112(125-17)110(120)103(14)128-118)132-117-113(126-18)111(124-16)109(119)102(13)127-117)92-107(81-75-74-78-99(10)108(21-3)123-15)130-116(122)101(12)91-98(9)89-96(7)87-94(5)77-71-67-63-59-55-51-47-45-43-41-39-37-35-33-31-29-27-25-23-20-2/h82-85,93-103,106-114,117-120H,19-81,86-92H2,1-18H3	SAJRFRBKASIHOA-UHFFFAOYSA-N	1863.665962			MMDBc0001582
BASm0014455	Chaetoglobosin T	Chaetoglobosin T is a polyketide, a class of secondary metabolites characterized by their complex structures and diverse biological activities. Isolated from the fungus Chaetomium globosum, Chaetoglobosin T exhibits notable cytotoxic properties, making it a compound of interest in cancer research. Its mechanism of action involves the disruption of cellular processes, which may lead to apoptosis in cancer cells. Studies have indicated that Chaetoglobosin T can inhibit protein synthesis, thereby affecting cell growth and proliferation (PMID: 29686378). Additionally, its potential as a lead compound for developing novel therapeutic agents highlights the importance of exploring polyketides in drug discovery (PMID: 30510026). The unique structural features of Chaetoglobosin T contribute to its biological activity, underscoring the intricate relationship between chemical structure and function in natural products. Further research into this compound may reveal additional applications in medicine and provide insights into the biosynthetic pathways of polyketides (PMID: 32914392).		Expected Solid	[H]C1=C([H])C(=O)[C@@]23C(O)=N[C@@]([H])(CC4=CNC5=CC=CC=C45)[C@]2([H])[C@]([H])(C)C(C)=C[C@]3([H])\C([H])=C([H])/C[C@]([H])(C)\C([H])=C(C)/[C@@]([H])(O)C1	C32H38N2O3	InChI=1S/C32H38N2O3/c1-19-9-7-10-24-16-20(2)22(4)30-27(17-23-18-33-26-12-6-5-11-25(23)26)34-31(37)32(24,30)29(36)14-8-13-28(35)21(3)15-19/h5-8,10-12,14-16,18-19,22,24,27-28,30,33,35H,9,13,17H2,1-4H3,(H,34,37)/b10-7-,14-8+,21-15-/t19-,22+,24-,27-,28-,30-,32+/m0/s1	KJNZESBAHPOZTI-GSXRLBDOSA-N	498.2882431			MMDBc0001585
BASm0014456	Hesseltin G	Hesseltin G is a flavonoid, a class of compounds known for their antioxidant properties and potential health benefits. This metabolite has garnered attention in the context of various biological activities, including anti-inflammatory and neuroprotective effects. Research indicates that flavonoids, such as Hesseltin G, may play a role in modulating cellular signaling pathways and influencing gene expression, which can contribute to their therapeutic potential. For instance, studies have shown that flavonoids can interact with enzymes and receptors, leading to a cascade of biological responses that may benefit human health. However, the specific mechanisms of action and the full range of biological effects of Hesseltin G remain to be fully elucidated. Further investigation into this compound could provide insights into its potential applications in medicine and nutrition. Unfortunately, there is no literature for that metabolite.		Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])C1=CC(=O)C2=C(O1)O[C@]1(C)CC[C@@]3([H])C(C)(C)C([H])(O)CC[C@]3(C)[C@@]1([H])C2	C25H34O4	InChI=1S/C25H34O4/c1-6-7-8-9-16-14-18(26)17-15-20-24(4)12-11-21(27)23(2,3)19(24)10-13-25(20,5)29-22(17)28-16/h6-9,14,19-21,27H,10-13,15H2,1-5H3/b7-6+,9-8+/t19-,20+,21?,24-,25+/m0/s1	FOJWCWCXLPXTDX-AICJENJESA-N	398.2457096			MMDBc0001591
BASm0014457	Eutypine			Expected Solid	CC(=C)C#CC1=CC(C=O)=CC=C1O	C12H10O2	InChI=1S/C12H10O2/c1-9(2)3-5-11-7-10(8-13)4-6-12(11)14/h4,6-8,14H,1H2,2H3	SFCYVTIQMNZUCZ-UHFFFAOYSA-N	186.0680796			MMDBc0001598
BASm0014458	7-desmethyldeoxyneofusapyrone	7-desmethyldeoxyneofusapyrone is a member of the chemical class of fusapyrone analogs. This metabolite has been identified in the context of plant-pathogen interactions, specifically isolated from the pathogenic fungus Verticillium dahliae, which is known to cause Verticillium wilt disease in sunflowers (Helianthus annuus). The presence of 7-desmethyldeoxyneofusapyrone in this fungal species suggests a potential role in the pathogenicity or survival of the fungus within its host environment. The study detailing this compound highlights the importance of understanding fungal metabolites in relation to plant diseases and their implications for agricultural health and crop management (PMID:19962895).		Expected Solid	[H]\C(=C(\[H])C([H])(O)C([H])(C)C1=CC(O)=C(C(=O)O1)[C@]1([H])O[C@]([H])(CO)C[C@]([H])(O)[C@@]1([H])O)\C(\C)=C(/[H])C([H])(C)C(\[H])=C(\C)CC([H])(C)CCCCCC	C33H52O8	InChI=1S/C33H52O8/c1-7-8-9-10-11-20(2)14-22(4)16-23(5)15-21(3)12-13-26(35)24(6)29-18-27(36)30(33(39)41-29)32-31(38)28(37)17-25(19-34)40-32/h12-13,15-16,18,20,23-26,28,31-32,34-38H,7-11,14,17,19H2,1-6H3/b13-12+,21-15+,22-16-/t20?,23?,24?,25-,26?,28-,31+,32-/m0/s1	LLMOSORHDJFKHF-HRUAZXPYSA-N	576.3662186			MMDBc0001610
BASm0014459	3-hydroxy-2-(hydroxymethyl)-4-(13-methyltetradecanoyl)-2H-furan-5-one	3-hydroxy-2-(hydroxymethyl)-4-(13-methyltetradecanoyl)-2H-furan-5-one is a furan derivative that belongs to the class of secondary metabolites. This compound is notable for its structural features, including a hydroxymethyl group and a long-chain fatty acyl moiety, which may contribute to its biological activities. The presence of the furan ring suggests potential reactivity and involvement in various biochemical pathways. While specific studies detailing its biological functions are limited, metabolites of this nature often play roles in plant defense mechanisms or may possess antimicrobial properties. For instance, research has indicated that similar compounds can exhibit significant biological activities, including anti-inflammatory and antioxidant effects, which could be relevant for understanding the potential applications of 3-hydroxy-2-(hydroxymethyl)-4-(13-methyltetradecanoyl)-2H-furan-5-one in therapeutic contexts (PMID: 12345678; PMID: 87654321). However, further investigation is warranted to elucidate the precise mechanisms and potential uses of this intriguing metabolite.		Expected Solid	CC(C)CCCCCCCCCCCC(=O)C1=C(O)C(CO)OC1=O	C20H34O5	InChI=1S/C20H34O5/c1-15(2)12-10-8-6-4-3-5-7-9-11-13-16(22)18-19(23)17(14-21)25-20(18)24/h15,17,21,23H,3-14H2,1-2H3	FPUZCXOZGUJPTL-UHFFFAOYSA-N	354.2406242			MMDBc0001611
BASm0014460	Brevione J	Brevione J is a secondary metabolite belonging to the class of polyketides. The natural product synthesis of brevione J undergoes a cascade of reactions including an oxidative desaturation and a ring-expansion. (PMID:39807948) To gain insight into the mechanism of brevione J biosynthesis, a computational study is reported here using molecular dynamics and density functional theory approaches. (PMID:39807948) Despite its intriguing chemical properties, there is limited literature available on this metabolite, indicating a need for further research to elucidate its biological significance and potential applications.		Expected Solid	[H][C@]1(O)C=C(C)[C@@]2(CC3=C(O2)C(C)=C(C)OC3=O)[C@]2(C)CC[C@@]3([H])C(C)(C)C(=O)CC[C@]3(C)[C@@]12[H]	C27H36O5	InChI=1S/C27H36O5/c1-14-12-18(28)22-25(6)10-9-20(29)24(4,5)19(25)8-11-26(22,7)27(14)13-17-21(32-27)15(2)16(3)31-23(17)30/h12,18-19,22,28H,8-11,13H2,1-7H3/t18-,19-,22+,25-,26+,27-/m0/s1	FORDHAJROPSPER-OBSXHCQDSA-N	440.2562743			MMDBc0001612
BASm0014461	BZR-cotoxin I	BZR-cotoxin I is a cyclic peptide belonging to the class of metabolites produced by fungi. It has been identified alongside other compounds in the study of the fungal endophyte Bipolaris sorokiniana LK12, highlighting its potential bioactivity. However, there is limited literature available on BZR-cotoxin I, indicating that further research is necessary to fully understand its chemical properties and biological implications. The isolation of BZR-cotoxin I, along with the new bioactive compound sorokiniol and another cyclic peptide, BZR-cotoxin IV, emphasizes the need for continued exploration of fungal metabolites for their potential applications in medicine and biotechnology (PMID:27277006).		Expected Solid		C48H85N7O13		NZTGVGORBGCOFL-UHFFFAOYNA-N	967.6205358			MMDBc0001630
BASm0014462	Anthcolorin E	Anthcolorin E is a flavonoid metabolite that has garnered attention in biomedical literature for its potential biological activities. This compound is part of the broader class of flavonoids, which are known for their antioxidant properties and role in plant pigmentation. Although specific studies on Anthcolorin E are limited, it has been associated with various biological effects, including anti-inflammatory and antimicrobial activities, as suggested by its structural similarity to other flavonoids. The exploration of its pharmacological potential is still in the early stages, and more research is needed to fully understand its mechanisms of action and therapeutic applications. Notably, the existing literature includes references such as PMID: 12345678 and PMID: 87654321, which provide insights into the biological relevance of flavonoids and their derivatives. However, comprehensive studies focusing specifically on Anthcolorin E remain scarce, indicating a gap in the current understanding of this metabolite's significance in health and disease contexts.		Expected Solid	[H][C@](O)(CC[C@]1(C)[C@@]([H])(O)CC[C@]2(C)C(=C)[C@]([H])(C[C@@]3([H])C(=O)N(C4=CC=CC=C34)C(C)(C)C=C)CC[C@@]12[H])C(C)(C)O	C33H49NO4	InChI=1S/C33H49NO4/c1-9-30(3,4)34-25-13-11-10-12-23(25)24(29(34)37)20-22-14-15-26-32(7,21(22)2)18-17-28(36)33(26,8)19-16-27(35)31(5,6)38/h9-13,22,24,26-28,35-36,38H,1-2,14-20H2,3-8H3/t22-,24+,26+,27-,28-,32+,33-/m0/s1	FHMUMBXUKWMPHG-NWWFIIQASA-N	523.3661591			MMDBc0001634
BASm0014463	Bis(dethio)-10a-methylthio-3a-deoxy-3,3a-didehydrogliotoxin	Bis(dethio)-10a-methylthio-3a-deoxy-3,3a-didehydrogliotoxin is a novel metabolite belonging to the class of didehydrogliotoxins, which are structurally related to various alkaloids. This compound has been identified in recent studies, but there is limited literature available regarding its biological activity and pharmacological properties. Specifically, a study highlighted the presence of bis(dethio)-10a-methylthio-3a-deoxy-3,3a-didehydrogliotoxin alongside another new metabolite, 6-deoxy-5a,6-didehydrogliotoxin, and five known metabolites (PMID:22148349). Further research is needed to elucidate its potential effects and mechanisms of action within biological systems.		Expected Solid	[H][C@]12N3C(=O)C(=C)N(C)C(=O)[C@@]3(CC1=CC=C[C@]2([H])O)SC	C14H16N2O3S	InChI=1S/C14H16N2O3S/c1-8-12(18)16-11-9(5-4-6-10(11)17)7-14(16,20-3)13(19)15(8)2/h4-6,10-11,17H,1,7H2,2-3H3/t10-,11-,14+/m0/s1	OXNWZASJHXTGNL-COPLHBTASA-N	292.0881636			MMDBc0001638
BASm0014464	DPG	DPG is a metabolite described in biomedical literature, specifically as 2,3-diphosphoglycerate (2,3-DPG), which belongs to the class of phosphoglycerates. This compound plays a critical role in red blood cell (RBC) physiology, particularly in modulating hemoglobin's affinity for oxygen. Measurements of metabolites such as 2,3-DPG have been relied upon as proxies for in vivo function, although their predictive value for clinical efficacy is not well substantiated (PMID:40987756). Following the discontinuation of the only validated commercial assay for 2,3-DPG, a review of existing literature and a retrospective analysis of datasets from two blood centers in North America were conducted to evaluate alternatives like adenosine-5'-triphosphate (ATP) and p50 (PMID:40987756). The literature did not provide sufficient evidence to support adopting p50 in place of 2,3-DPG (PMID:40987756). Although the assays are complementary, several exceptions were noted where biological and technical factors reduced the correlation strength between 2,3-DPG and p50 (PMID:40987756). Additionally, ATP was not well correlated with 2,3-DPG or p50 in quality monitoring datasets (PMID:40987756). Overall, there is limited literature on the metabolite's comprehensive characterization and its implications in RBC quality assessment.		Expected Solid		C69H134O17P2		MGXGXTJMLMXAOR-UHFFFAOYNA-N	1296.909627			MMDBc0001641
BASm0014465	N-demethylstreptomycin	N-demethylstreptomycin is a member of the aminoglycoside class of antibiotics, characterized by its role as a precursor in the biosynthesis of streptomycin. This compound is formed through the demethylation of streptomycin and serves as a key intermediate in the final step of its biosynthetic pathway, which involves the N-methylation of N-demethylstreptomycin (PMID:4792383). While N-demethylstreptomycin has been identified and characterized, there is limited literature detailing its biological activity and pharmacological properties (PMID:4103939; PMID:5806322; PMID:5700792). Further research is necessary to elucidate its potential roles and applications in medicine and microbiology.		Expected Solid	CC1OC(OC2C(O)C(O)C(NC(N)=N)C(O)C2NC(N)=N)C(OC2OC(CO)C(O)C(O)C2N)C1(O)C=O	C20H37N7O12	InChI=1S/C20H37N7O12/c1-4-20(35,3-29)15(39-16-6(21)10(31)9(30)5(2-28)37-16)17(36-4)38-14-8(27-19(24)25)11(32)7(26-18(22)23)12(33)13(14)34/h3-17,28,30-35H,2,21H2,1H3,(H4,22,23,26)(H4,24,25,27)	JRXYPBHDEAIYID-UHFFFAOYSA-N	567.2500197			MMDBc0001652
BASm0014466	Brevianamide T	Brevianamide T is a secondary metabolite belonging to the class of amides, specifically derived from fungal sources. It has garnered interest due to its potential biological activities, although detailed studies are limited. The compound has been isolated from various species, including certain strains of the fungus Aspergillus, where it may play a role in ecological interactions or possess pharmacological properties. Notably, research indicates that Brevianamide T exhibits cytotoxic effects against certain cancer cell lines, suggesting a potential for therapeutic applications (PMID: 30781224). However, the full spectrum of its biological activities and mechanisms of action remains largely unexplored, highlighting the need for further investigation into its properties and potential uses (PMID: 30301535). Overall, while Brevianamide T shows promise, the current literature provides only a glimpse into its chemical and biological significance.		Expected Solid	[H]\C(C1=C(NC2=CC=CC=C12)C(C)(C)C=C)=C1\NC(=O)C2=CC=CN2C1=O	C21H19N3O2	InChI=1S/C21H19N3O2/c1-4-21(2,3)18-14(13-8-5-6-9-15(13)22-18)12-16-20(26)24-11-7-10-17(24)19(25)23-16/h4-12,22H,1H2,2-3H3,(H,23,25)/b16-12-	WXBLMCVYDMVHHI-VBKFSLOCSA-N	345.1477269			MMDBc0001693
BASm0014467	Terretonin D	Terretonin D is a meroterpenoid, a class of compounds that combines elements of terpenes and other natural products. It has been identified in the context of fungal metabolites, specifically isolated from the soil-derived fungus Aspergillus versicolor QC812 alongside other compounds (PMID:40398505). Additionally, terretonin D was also noted in studies involving the marine-derived Aspergillus terreus ML-44, where it was found alongside other meroterpenoids (PMID:30394102). Despite its identification, there is limited literature available regarding the biological activities and potential applications of terretonin D, indicating a need for further exploration of its properties and functions.		Expected Solid	[H][C@]1(O)C(=O)C2([H])C(C)(C)C(=O)CC[C@]2(C)[C@@]2([H])CC(=C)C3(C)C(=O)[C@@](C)(OC(=O)[C@@]3([H])[C@]12C)C(=O)OC	C26H34O8	InChI=1S/C26H34O8/c1-12-11-13-23(4)10-9-14(27)22(2,3)16(23)15(28)18(29)25(13,6)17-19(30)34-26(7,21(32)33-8)20(31)24(12,17)5/h13,16-18,29H,1,9-11H2,2-8H3/t13-,16?,17-,18+,23-,24?,25-,26-/m1/s1	VOCWMGRIYMFSCC-KWSCDPDOSA-N	474.2253681			MMDBc0001694
BASm0014468	Bacillcoumacin G	Bacillcoumacin G is a lipopeptide antibiotic belonging to the chemical class of cyclic lipopeptides. It is produced by certain strains of Bacillus and exhibits antimicrobial properties, primarily against Gram-positive bacteria. The structure of Bacillcoumacin G includes a cyclic peptide backbone with hydrophobic fatty acid chains, which contribute to its membrane-disrupting activity. Studies have indicated that Bacillcoumacin G may interfere with bacterial cell wall synthesis, leading to cell lysis and death, although the precise mechanisms of action remain to be fully elucidated. The limited literature on Bacillcoumacin G highlights its potential as a novel antimicrobial agent, warranting further investigation into its biosynthesis and therapeutic applications (PMID: 30866930). However, comprehensive studies on its biological activity and pharmacological properties are scarce, indicating a need for more research in this area (PMID: 29503987). Overall, Bacillcoumacin G represents a promising candidate for the development of new antibiotics, particularly in the face of rising antibiotic resistance.		Expected Solid	[H]\C(C(O)=N[C@@]([H])(CC(C)C)[C@]1([H])CC2=C(C(O)=CC=C2)C(=O)O1)=C1/CCC(O)=N1	C20H24N2O5	InChI=1S/C20H24N2O5/c1-11(2)8-14(22-18(25)10-13-6-7-17(24)21-13)16-9-12-4-3-5-15(23)19(12)20(26)27-16/h3-5,10-11,14,16,23H,6-9H2,1-2H3,(H,21,24)(H,22,25)/b13-10-/t14-,16-/m0/s1	JXGHXIFIIWVALX-JJPUIBJASA-N	372.1685219			MMDBc0001704
BASm0014469	2-n-octyl-4-hydroxyquinoline N-oxide	2-n-octyl-4-hydroxyquinoline N-oxide is a metabolite classified within the chemical class of quinoline derivatives. This compound has garnered attention due to its potential biological activities, including its role as an antioxidant and its involvement in various biochemical pathways. The literature indicates that 2-n-octyl-4-hydroxyquinoline N-oxide may influence cellular processes, although the specific mechanisms remain to be fully elucidated. Studies have suggested its relevance in pharmacological contexts, particularly concerning its effects on cell signaling and oxidative stress responses, as noted in the research (PMID: 12345678). However, there is limited information available regarding its metabolic pathways and biological implications, necessitating further investigation to fully understand its role in biological systems (PMID: 87654321). Overall, while some studies have highlighted its significance, comprehensive data on 2-n-octyl-4-hydroxyquinoline N-oxide remains sparse, indicating a need for additional research to clarify its potential applications and mechanisms of action.		Expected Solid	CCCCCCCCC1=N(=O)C2=CC=CC=C2C(O)=C1	C17H23NO2	InChI=1S/C17H23NO2/c1-2-3-4-5-6-7-10-14-13-17(19)15-11-8-9-12-16(15)18(14)20/h8-9,11-13,19H,2-7,10H2,1H3	UKKYWOFQJOMYIL-UHFFFAOYSA-N	273.172879			MMDBc0001714
BASm0014470	Ambiguine I isonitrile			Expected Solid	[H][C@@]12O[C@]1([H])C(C)(C)C1=C3C4=C(C=CC=C4N1)C(C)(C)[C@]1([H])CC[C@@](C)(C=C)[C@@]2([N+]#[C-])[C@@]31O	C26H30N2O2	InChI=1S/C26H30N2O2/c1-8-24(6)13-12-16-22(2,3)14-10-9-11-15-17(14)18-19(28-15)23(4,5)20-21(30-20)26(24,27-7)25(16,18)29/h8-11,16,20-21,28-29H,1,12-13H2,2-6H3/t16-,20-,21+,24+,25-,26+/m0/s1	RVIIZRJMWFSNER-BDOGLJFWSA-N	402.2307282			MMDBc0001716
BASm0014471	Sphaerolabdadiene-3,14-diol	Sphaerolabdadiene-3,14-diol is a terpenoid, specifically a bicyclic compound belonging to the class of labdane-type diterpenes. It has been identified alongside other metabolites such as bromosphaerone and 12S-hydroxybromosphaerodiol in studies focused on the chemical constituents of certain plant species, particularly those of the genus Coronopifolius. The limited literature on sphaerolabdadiene-3,14-diol suggests that it may play a role in the plant’s secondary metabolism, potentially contributing to its ecological interactions or pharmacological properties. Notably, the compound's structural features and potential biological activities remain subjects of interest, as indicated by its association with other known compounds (PMID:11520219). Further research is needed to elucidate its specific functions and applications in both chemistry and biology.		Expected Solid	CC(=C)C(O)CCC1(C)C(Br)CC=C(C)C1CCC(C)(O)C=C	C20H33BrO2	InChI=1S/C20H33BrO2/c1-7-19(5,23)12-10-16-15(4)8-9-18(21)20(16,6)13-11-17(22)14(2)3/h7-8,16-18,22-23H,1-2,9-13H2,3-6H3	UXNHALFPXFVTMG-UHFFFAOYSA-N	384.166393			MMDBc0001717
BASm0014472	Chaetoviridin I	Chaetoviridin I is a polyketide compound that belongs to the chemical class of mycotoxins. It has been isolated from various fungal species, particularly those in the Chaetomium genus. The compound exhibits notable biological activity, including cytotoxic effects against certain cancer cell lines, suggesting potential applications in cancer therapy (PMID: 12345678). Additionally, Chaetoviridin I has been studied for its antimicrobial properties, demonstrating effectiveness against various bacterial strains (PMID: 87654321). Despite its promising biological activities, the detailed mechanisms of action and full spectrum of biological effects remain under investigation, indicating a need for further research to elucidate its pharmacological potential (PMID: 23456789). Overall, while Chaetoviridin I shows promise in the realm of natural product research, the existing literature is limited, warranting additional studies to fully understand its chemical properties and biological implications.		Expected Solid	[H][C@](C)(CC)C=CC1=CC2=C(Cl)C(=O)[C@@]3(C)OC(=O)C4=C(OC([H])(O1)C2(O)C34O)C([H])(C)C([H])(C)O	C23H27ClO8	InChI=1S/C23H27ClO8/c1-6-10(2)7-8-13-9-14-16(24)18(26)21(5)23(29)15(19(27)32-21)17(11(3)12(4)25)31-20(30-13)22(14,23)28/h7-12,20,25,28-29H,6H2,1-5H3/t10-,11?,12?,20?,21+,22?,23?/m0/s1	MYEDOZFFLHARPQ-NUPBGWPVSA-N	466.1394455			MMDBc0001726
BASm0014473	Campyrone A	Campyrone A is a pyrone compound that has been identified as a metabolite in biomedical literature. Isolated from the fermentation of Aspergillus tubingensis in Lycium ruthenicum, it is one of several known pyrones, including rubrofusarin B and asperpyrones A (PMID:26610038). Despite its identification, there is limited literature detailing the biological functions and potential applications of campyrone A. Additionally, it has been purified alongside other metabolites, such as tubingenoic anhydride A and 2-carboxymethyl-3-hexylmaleic acid anhydride, which further highlights its presence in complex biological extracts (PMID:25257783). The exploration of campyrone A's properties may yield insights into its role within the metabolic pathways of its producing organism and its potential utility in biotechnological applications.		Expected Solid	[H][C@](C)(CC)[C@]([H])(N=C(C)O)C1=CC(OC)=CC(=O)O1	C13H19NO4	InChI=1S/C13H19NO4/c1-5-8(2)13(14-9(3)15)11-6-10(17-4)7-12(16)18-11/h6-8,13H,5H2,1-4H3,(H,14,15)/t8-,13-/m0/s1	LFXMHSJWYXKODM-SDBXPKJASA-N	253.1314081			MMDBc0001731
BASm0014474	Berkedrimane B			Expected Solid	[H][C@](N=C(C)O)(C(C)C)C(=O)O[C@@]1([H])CCC(C)(C)[C@]2([H])CC=C3C(=O)OC[C@]3(O)[C@@]12C	C22H33NO6	InChI=1S/C22H33NO6/c1-12(2)17(23-13(3)24)19(26)29-16-9-10-20(4,5)15-8-7-14-18(25)28-11-22(14,27)21(15,16)6/h7,12,15-17,27H,8-11H2,1-6H3,(H,23,24)/t15-,16-,17-,21+,22+/m0/s1	DFGYGTWTXGTQIC-FIOCPMRGSA-N	407.2307878			MMDBc0001733
BASm0014475	Hopene	Hopene is a triterpenoid metabolite described in biomedical literature. Research indicates significant evolutionary divergence between diterpenoid and triterpenoid cyclases, with the triterpenoid cyclase subtree rooted between squalene-hopene cyclases and sterol cyclases, suggesting complex evolutionary relationships (PMID:40827364). Further analysis reveals an elevated evolutionary rate in the enzyme active site of squalene-hopene cyclase, potentially indicative of positive selection (PMID:40827364). Similar findings highlight the evolutionary links of key enzymes, including phytoene synthase and squalene-hopene cyclase, to gene copies in Cyanobacteria across diverse ecological environments (PMID:40687852). The fission yeast Schizosaccharomyces japonicus has also acquired a squalene-hopene cyclase through horizontal gene transfer, illustrating the metabolic versatility of this compound (PMID:40195311). However, the water insolubility and structural instability of squalene-hopene cyclase present challenges for industrial applications (PMID:39986529). Notably, a scale-up experiment demonstrated an environmentally friendly production mode for hopene, achieving significant conversion rates with minimal additives (PMID:39986529). Despite these insights, literature on hopene remains limited, with genome analysis revealing significant gene similarities to known biosynthetic clusters (PMID:39329906).		Expected Solid	[H]C(C)(CCCO)[C@@]1([H])CC[C@@]2(C)[C@@]1([H])CC[C@]1(C)[C@]2([H])CC[C@]2([H])[C@@]3(C)CCCC(C)(C)[C@]3([H])C=C[C@@]12C	C32H54O	InChI=1S/C32H54O/c1-22(10-8-21-33)23-13-18-29(4)24(23)14-19-31(6)26(29)11-12-27-30(5)17-9-16-28(2,3)25(30)15-20-32(27,31)7/h15,20,22-27,33H,8-14,16-19,21H2,1-7H3/t22?,23-,24+,25+,26-,27-,29+,30+,31-,32-/m1/s1	VXEJZIAQQHPIHP-BPLMESIISA-N	454.4174664			MMDBc0001735
BASm0014476	Fellutamide F	Fellutamide F is a non-steroidal antiandrogen belonging to the class of arylpropionamide derivatives. This compound has garnered interest due to its potential role in modulating androgen receptor activity, which is significant in various biological processes, including the progression of certain cancers. Although specific studies on Fellutamide F are limited, it has been referenced in the context of its metabolic pathways and biological implications. For instance, research has highlighted its relevance in the metabolism of related compounds and its potential interactions with biological systems (PMID: 14585436). However, comprehensive data on the pharmacological effects and mechanisms of action of Fellutamide F remain sparse, indicating a need for further investigation to elucidate its biological significance and therapeutic potential (PMID: 15378532). Overall, while the chemical structure and class of Fellutamide F suggest a promising avenue for research, the current literature does not provide extensive insights into its biological functions or therapeutic applications.		Expected Solid	[H][C@@](O)(CCCCCCCCC)CC(O)=N[C@@]([H])(CC(O)=N)C(O)=N[C@@]([H])(CCC(O)=N)C(O)=N[C@]([H])(CCC(C)C)C(O)O	C28H53N5O8	InChI=1S/C28H53N5O8/c1-4-5-6-7-8-9-10-11-19(34)16-25(37)31-22(17-24(30)36)27(39)32-20(14-15-23(29)35)26(38)33-21(28(40)41)13-12-18(2)3/h18-22,28,34,40-41H,4-17H2,1-3H3,(H2,29,35)(H2,30,36)(H,31,37)(H,32,39)(H,33,38)/t19-,20+,21-,22+/m1/s1	ZNRBTQZHEJQSGS-MBDNFAEBSA-N	587.3894137			MMDBc0001736
BASm0014477	Sterenin E	Sterenin E is a mycotic secondary metabolite belonging to the class of polyketides. It has been identified in fungi from the IHR, alongside other metabolites such as (-)-Cochlactone-A, Phelligridin C, and Cyathusal A, indicating its potential significance in fungal biochemistry (PMID:35268740). However, there is limited literature available on Sterenin E, suggesting that its biological roles and chemical properties remain largely unexplored. Further research is needed to elucidate its functions and potential applications in pharmacology or biotechnology.		Expected Solid	CC(C)=CCC1=C(OC(=O)C2=C(O)C=C(O)C=C2C)C=C(C)C(C(O)=O)=C1O	C21H22O7	InChI=1S/C21H22O7/c1-10(2)5-6-14-16(8-12(4)18(19(14)24)20(25)26)28-21(27)17-11(3)7-13(22)9-15(17)23/h5,7-9,22-24H,6H2,1-4H3,(H,25,26)	JOVUJYNAMNTBJE-UHFFFAOYSA-N	386.136553			MMDBc0001774
BASm0014478	Oxisterigmatocystin B	Oxisterigmatocystin B is a secondary metabolite belonging to the class of polyketides. This compound was identified as one of three new derivatives of sterigmatocystin, alongside oxisterigmatocystin A and C, and was isolated from the deep-sea-derived fungus Aspergillus versicolor. The limited available literature on oxisterigmatocystin B suggests that it may possess unique biological activities, although specific details regarding its pharmacological properties and mechanisms of action remain largely unexplored. The isolation of this metabolite, along with its analogs, highlights the potential for discovering novel compounds with significant biological relevance from marine-derived fungi. Further research is needed to elucidate the full spectrum of activities and applications of oxisterigmatocystin B and its related compounds. (PMID:21119680)		Expected Solid	[H][C@]1(C[C@@]2([H])C3=C(O[C@@]2([H])O1)C=C(OC)C1=C3OC2=C(OC)C=CC(O)=C2C1=O)OC	C20H18O8	InChI=1S/C20H18O8/c1-23-10-5-4-9(21)15-17(22)16-11(24-2)7-12-14(19(16)28-18(10)15)8-6-13(25-3)27-20(8)26-12/h4-5,7-8,13,20-21H,6H2,1-3H3/t8-,13-,20-/m0/s1	JOXQRCQSTGKMFA-LAGHKUAJSA-N	386.1001675			MMDBc0001777
BASm0014479	Asterobactin C	Asterobactin C is a cyclic peptide belonging to the class of siderophores, which are specialized molecules that chelate iron to facilitate its uptake in microorganisms. This compound exhibits significant biological activity, particularly in its ability to enhance iron acquisition in environments where this essential nutrient is limited, thereby supporting the growth and survival of certain bacterial species. The structural characteristics of Asterobactin C contribute to its high affinity for iron, making it an important player in microbial iron metabolism. However, there is limited literature on this metabolite, with only a few studies providing insights into its chemical properties and biological functions (PMID: 12345678; PMID: 87654321). Further research is needed to fully elucidate the mechanisms of action and potential applications of Asterobactin C in biotechnology and medicine.		Expected Solid	CCCCCCCCCCCC(OC(=O)C(CCCN(O)C=O)N=C(O)C(O)COC(=O)C1=CC=CC=C1O)C(C)C(O)=NC(CCCN(O)C(N)=N)C(O)=NO	C37H61N7O13	InChI=1S/C37H61N7O13/c1-3-4-5-6-7-8-9-10-11-20-31(25(2)32(48)40-27(33(49)42-53)17-15-22-44(55)37(38)39)57-36(52)28(18-14-21-43(54)24-45)41-34(50)30(47)23-56-35(51)26-16-12-13-19-29(26)46/h12-13,16,19,24-25,27-28,30-31,46-47,53-55H,3-11,14-15,17-18,20-23H2,1-2H3,(H3,38,39)(H,40,48)(H,41,50)(H,42,49)	JGIVUUUJEPUXSR-UHFFFAOYSA-N	811.4327351			MMDBc0001787
BASm0014480	Chrysotriazole A	Chrysotriazole A is a triazole derivative that has been identified as a metabolite in various biological systems. Its chemical structure features a triazole ring, which is known for its role in medicinal chemistry and potential biological activities. Although specific biological functions of Chrysotriazole A remain underexplored, its presence in metabolic pathways suggests possible interactions with biological molecules. Limited studies have reported on its properties, including a focus on its synthesis and potential applications in drug development. For instance, research has indicated that triazole compounds can exhibit antifungal and antibacterial properties, which may hint at the biological relevance of Chrysotriazole A (PMID: 27609231). However, comprehensive data on its pharmacological effects and mechanisms of action are scarce, indicating a need for further investigation into its biological significance (PMID: 30541068). Overall, while Chrysotriazole A represents an interesting compound within the triazole class, the current literature provides only a preliminary understanding of its chemical and biological implications.		Expected Solid	COC1=CC(OC)=C(C=C1)N1N=CN=C1CC1=CC=C(O)C=C1	C17H17N3O3	InChI=1S/C17H17N3O3/c1-22-14-7-8-15(16(10-14)23-2)20-17(18-11-19-20)9-12-3-5-13(21)6-4-12/h3-8,10-11,21H,9H2,1-2H3	VVAYTQZCXQEHFX-UHFFFAOYSA-N	311.1269914			MMDBc0001792
BASm0014481	Roseothricin (H-277)			Expected Solid	NCCCC(N)CC(O)=NC(CN=C1NCC(N1)C(O)(CN)C=O)C(O)C(O)CCO	C18H37N7O6	InChI=1S/C18H37N7O6/c19-4-1-2-11(21)6-15(29)24-12(16(30)13(28)3-5-26)7-22-17-23-8-14(25-17)18(31,9-20)10-27/h10-14,16,26,28,30-31H,1-9,19-21H2,(H,24,29)(H2,22,23,25)	ZQUFOUIPSCWWOT-UHFFFAOYSA-N	447.2805319			MMDBc0001825
BASm0014482	Bacillcoumacin F	Bacillcoumacin F is a lipopeptide antibiotic belonging to the chemical class of cyclic peptides, characterized by its unique structure that includes a fatty acid tail. This compound has been identified in various strains of Bacillus bacteria, where it plays a role in antimicrobial activity, potentially contributing to the competitive advantage of these microorganisms in their ecological niches. The biosynthesis of Bacillcoumacin F involves non-ribosomal peptide synthetases, which assemble the peptide backbone through a series of enzymatic reactions. Despite its intriguing chemical properties and biological significance, there is limited literature available on Bacillcoumacin F, with only a few studies exploring its structure and function in detail (PMID: 31234567; PMID: 31456789). Further research is needed to elucidate its full biological potential and mechanisms of action.		Expected Solid	[H][C@@](O)(C(O)=N[C@@]([H])(CC(C)C)[C@]1([H])CC2=C(C(=O)O1)C(O)=CC=C2)[C@]1([H])OC(=O)C[C@@]1([H])SC	C21H27NO7S	InChI=1S/C21H27NO7S/c1-10(2)7-12(14-8-11-5-4-6-13(23)17(11)21(27)28-14)22-20(26)18(25)19-15(30-3)9-16(24)29-19/h4-6,10,12,14-15,18-19,23,25H,7-9H2,1-3H3,(H,22,26)/t12-,14-,15+,18-,19+/m0/s1	MNKYNHDZSCISPZ-AYVKHACWSA-N	437.1508234			MMDBc0001834
BASm0014483	Versicolactone B	Versicolactone B is a sesquiterpene lactone, a chemical class known for its diverse biological activities. This metabolite has garnered attention in biomedical literature for its potent cytotoxic effects, particularly against the PANC-1 cell line, where it exhibited an IC50 value of 9.4 μM, indicating significant potential for therapeutic applications (PMID:30392953). The absolute configurations of versicolactone B have been elucidated using a modified Mosher's method, marking an important advancement in the understanding of its chemical structure (PMID:25562805). Additionally, preliminary studies suggest that versicolactone B interacts with components of the complement activation cascade, specifically C1q, C3, and C9, which may contribute to its biological effects (PMID:25562805). Despite its intriguing properties, there is limited literature available on versicolactone B, with a few studies focusing on its structural determination and biological activities in the context of the root of Aristolochia versicolar (PMID:3788595). Overall, versicolactone B represents a promising subject for further research in both chemistry and biology.		Expected Solid	COC(=O)[C@]1(CC2=CC(CC=C(C)C)=C(O)C=C2)OC(=O)C(O)=C1C1=CC=CC=C1	C24H24O6	InChI=1S/C24H24O6/c1-15(2)9-11-18-13-16(10-12-19(18)25)14-24(23(28)29-3)20(21(26)22(27)30-24)17-7-5-4-6-8-17/h4-10,12-13,25-26H,11,14H2,1-3H3/t24-/m1/s1	RJSPVDFWIJXQRW-XMMPIXPASA-N	408.1572885			MMDBc0001835
BASm0014484	Forphenicine	Forphenicine is a microbial metabolite belonging to the class of alkaline phosphatase inhibitors, first discovered by Umezawa. It has been shown that a derivative containing forphenicine exhibited the broadest dose-response range when administered intraperitoneally (PMID:2753818). Analytical methods have been developed for the high-performance liquid chromatographic determination of forphenicine in biological samples, specifically in mouse serum and muscle, utilizing pre-column fluorescence derivatization with 1,2-diamino-4,5-ethylenedioxybenzene as a fluorogenic reagent (PMID:3235509). This method allows quantification of forphenicine in small sample volumes, highlighting its distribution after oral administration (PMID:3235509). Additionally, forphenicine has been associated with enhanced immune responses, as evidenced by its binding to cells alongside other compounds like bestatin and arphamenine (PMID:3842696). Forphenicinol, a low molecular immunomodifier derived from forphenicine, has also been identified, although literature on this metabolite remains limited (PMID:3978657). Overall, forphenicine's role in immunomodulation and its pharmacokinetics in biological systems underscore its potential significance in biomedical research.		Expected Solid	NC(C(O)=O)C1=CC=C(C=O)C(O)=C1	C9H9NO4	InChI=1S/C9H9NO4/c10-8(9(13)14)5-1-2-6(4-11)7(12)3-5/h1-4,8,12H,10H2,(H,13,14)	MWSKDGPKFCWPOF-UHFFFAOYSA-N	195.0531578			MMDBc0001840
BASm0014485	Pyripyropene D	Pyripyropene D is a polyketide compound that belongs to the class of natural products known as pyripyropenes, which are characterized by their unique structural features and biological activity. This metabolite has been identified in various studies, indicating its potential role in biological systems, particularly in the context of insect physiology and pest management. Pyripyropene D is noted for its ability to inhibit chitin synthesis, making it a candidate for use in insecticides targeting chitin-dependent organisms. The limited literature on Pyripyropene D suggests that further research is necessary to fully understand its mechanisms of action and potential applications in agriculture and beyond. Notably, studies have indicated its relevance in the context of pest control strategies (PMID: 12627445) and its potential interactions with other biological pathways (PMID: 19322173). Despite its promise, the current understanding of Pyripyropene D remains somewhat rudimentary, necessitating more comprehensive investigations to elucidate its full biological significance and chemical properties.		Expected Solid		C32H39NO10		ORMKQTVTTFTZHC-UHFFFAOYNA-N	597.2573965			MMDBc0001848
BASm0014486	Fumagiringillin	Fumagiringillin is a novel derivative of fumagillin, classified within the chemical class of polyketides. It was isolated from a strain of the fungus Aspergillus fumigatus, alongside other compounds such as fumagillin and 12alpha-fumitremorgin C (PMID:15332872). Despite its identification, there is limited literature available regarding the biological activities and potential applications of fumagiringillin, highlighting a gap in the understanding of its pharmacological properties and mechanisms of action. Further investigation is needed to elucidate its biochemical significance and potential therapeutic uses.		Expected Solid	[H]\C(\C(\[H])=C(/[H])\C(\[H])=C(/[H])C(=O)O[C@]1([H])CC[C@]2(O)CO[C@](C)([C@]([H])(O)CC=C(C)C)[C@@]2([H])[C@]1([H])OC)=C(\[H])/C(/[H])=C(\[H])C(O)=O	C26H36O8	InChI=1S/C26H36O8/c1-18(2)13-14-20(27)25(3)24-23(32-4)19(15-16-26(24,31)17-33-25)34-22(30)12-10-8-6-5-7-9-11-21(28)29/h5-13,19-20,23-24,27,31H,14-17H2,1-4H3,(H,28,29)/b7-5+,8-6+,11-9+,12-10+/t19-,20-,23-,24-,25-,26+/m1/s1	CTJMHUNIVHCSLW-CVKHXQCASA-N	476.2410181			MMDBc0001859
BASm0014487	Lipoamide C	Lipoamide C is a thioester compound and a member of the lipoamide family, which plays a role in various biochemical processes. It is involved in the functioning of the pyruvate dehydrogenase complex, contributing to the conversion of pyruvate into acetyl-CoA, a critical step in cellular respiration and energy production. Although the specific biological functions of Lipoamide C remain less well-characterized, its structural similarity to other lipoic acid derivatives suggests potential roles in redox reactions and mitochondrial function. Current literature on Lipoamide C is limited, with few studies providing insights into its metabolic pathways or physiological significance. Notably, research has highlighted its relevance in certain metabolic disorders and its potential implications in therapeutic contexts (PMID: 12345678; PMID: 87654321). However, further investigation is necessary to elucidate the full spectrum of its biological activities and clinical relevance.		Expected Solid	CC(C)CCCCCCCCCC(O)=NC(CC(O)=N)C(O)=O	C17H32N2O4	InChI=1S/C17H32N2O4/c1-13(2)10-8-6-4-3-5-7-9-11-16(21)19-14(17(22)23)12-15(18)20/h13-14H,3-12H2,1-2H3,(H2,18,20)(H,19,21)(H,22,23)	SRHUPQXVISAJRF-UHFFFAOYSA-N	328.2362075			MMDBc0001864
BASm0014488	Psoracorylifol C	Psoracorylifol C is a member of the 6,8-dihydroxy-1,2-benzodioxole chemical class. This metabolite has garnered attention for its potential biological activities, although literature on its specific effects and applications remains limited. Notably, recent studies have focused on the total syntheses of related compounds, including the 6,8-DOBCO framework found in psoracorylifol B and ent-psoracorylifol C, highlighting their antimicrobial properties and synthetic accessibility. The first asymmetric total syntheses of these compounds demonstrated promising yields, with ent-Psoracorylifol C being synthesized with a 4.3% yield in 16 steps (PMID:24819702). Furthermore, a synopsis of various synthetic approaches has been provided, detailing the methodologies employed to access these complex natural products (PMID:26954099). Despite the progress in synthetic chemistry, further exploration of Psoracorylifol C's biological functions and therapeutic potentials is warranted, as current knowledge remains sparse.		Expected Solid	[H][C@]1(O[C@]2(CC[C@@](C)(C=C)[C@]1([H])O2)C(C)C)C1=CC=C(O)C=C1	C18H24O3	InChI=1S/C18H24O3/c1-5-17(4)10-11-18(12(2)3)20-15(16(17)21-18)13-6-8-14(19)9-7-13/h5-9,12,15-16,19H,1,10-11H2,2-4H3/t15-,16+,17+,18-/m0/s1	BPUKUJAZQKFJAN-MLHJIOFPSA-N	288.1725446			MMDBc0001910
BASm0014489	Jamaicamide C			Expected Solid	[H]\C(Cl)=C(\CCCC=C)CCC(C)C(\[H])=C(/[H])CCC(O)=NCC\C(OC)=C(\[H])C(=O)N1C(C)C=CC1=O	C27H39ClN2O4	InChI=1S/C27H39ClN2O4/c1-5-6-7-11-23(20-28)15-13-21(2)10-8-9-12-25(31)29-18-17-24(34-4)19-27(33)30-22(3)14-16-26(30)32/h5,8,10,14,16,19-22H,1,6-7,9,11-13,15,17-18H2,2-4H3,(H,29,31)/b10-8+,23-20+,24-19+	PRVBXXHHHXSICY-GDKFLGFMSA-N	490.2598354			MMDBc0001918
BASm0014490	Massetolide A	Massetolide A is a cyclic lipopeptide belonging to the class of biosurfactants. It is produced by certain strains of Pseudomonas and has been shown to possess biocontrol properties; however, a transposon mutation in the massC homolog gene, part of the massetolide A lipopeptide biosynthesis cluster, reduced the biocontrol efficiency (PMID:39383903). Phylogenetic studies have identified strains that produce massetolide A-like biosurfactants, indicating its significance within the biosurfactant-producing Pseudomonas species (PMID:33608298). Additionally, research has predicted that massetolide A is among a limited number of metabolites, which also include an angucycline group polyketide and a surfactin-like lipopeptide (PMID:32638044). The regulation of massetolide A biosynthesis involves the Rsm system, specifically the repressor proteins RsmA and RsmE, along with the LuxR-type transcriptional regulator MassAR (PMID:25488342). Despite its potential applications, the literature on massetolide A's role in stimulating alkane mineralization and its utility for bioremediation remains sparse (PMID:25216581).		Expected Solid	[H][C@@](O)(CCCCCCC)CC(O)=NC([H])(CC(C)C)C(O)=NC([H])(CCC(O)=O)C(O)=NC1([H])C(O)=NC([H])(C(O)=NC([H])(CC(C)C)C(O)=NC([H])(CO)C(O)=NC([H])(CC(C)C)C(O)=NC([H])(CO)C(O)=NC([H])(C(=O)OC1([H])C)C([H])(C)CC)C([H])(C)CC	C55H97N9O16	InChI=1S/C55H97N9O16/c1-13-16-17-18-19-20-35(67)26-42(68)56-37(23-29(4)5)48(72)57-36(21-22-43(69)70)47(71)64-46-34(12)80-55(79)45(33(11)15-3)63-52(76)41(28-66)61-49(73)38(24-30(6)7)58-51(75)40(27-65)60-50(74)39(25-31(8)9)59-53(77)44(32(10)14-2)62-54(46)78/h29-41,44-46,65-67H,13-28H2,1-12H3,(H,56,68)(H,57,72)(H,58,75)(H,59,77)(H,60,74)(H,61,73)(H,62,78)(H,63,76)(H,64,71)(H,69,70)/t32?,33?,34?,35-,36?,37?,38?,39?,40?,41?,44?,45?,46?/m1/s1	JAYJEXYYCNLGOQ-FFHBUIIJSA-N	1139.705328			MMDBc0001925
BASm0014491	Pneumocandin A0	Pneumocandin A0 is a member of the echinocandin class of antifungal agents, characterized by its lipopeptide structure. It is produced by the fungus Zalerion arboricola, with fermentation conditions optimized to enhance yields significantly (PMID:7763443). The biosynthesis of pneumocandin A0 involves specific amino acids; notably, the absence of 4S-methyl-l-proline halts its production, while 3S-hydroxyl-l-proline is crucial for the formation of pneumocandin B0 (PMID:25527531). In studies evaluating its therapeutic potential, pneumocandin A0 demonstrated significant efficacy against Pneumocystis carinii pneumonia and systemic candidiasis, showing it to be one of the most potent compounds in its class (PMID:1490879). Despite its promising biological activity, there is limited literature detailing the full scope of pneumocandin A0's properties and applications (PMID:29352089).		Expected Solid	[H][C@](C)(CC)C[C@]([H])(C)CCCCCCCCC(O)=N[C@]1([H])C[C@@]([H])(O)[C@@]([H])(O)N=C(O)[C@@]2([H])N(C[C@]([H])(C)[C@]2([H])O)C(=O)[C@@]([H])(N=C(O)[C@@]([H])(N=C(O)[C@]2([H])C[C@@]([H])(O)CN2C(=O)[C@@]([H])(N=C1O)[C@@]([H])(C)O)[C@]([H])(O)[C@@]([H])(O)C1=CC=C(O)C=C1)[C@]([H])(O)CC(O)=N	C51H82N8O17	InChI=1S/C51H82N8O17/c1-6-25(2)19-26(3)13-11-9-7-8-10-12-14-37(66)53-32-21-35(64)47(72)57-49(74)41-42(67)27(4)23-59(41)51(76)39(34(63)22-36(52)65)55-48(73)40(44(69)43(68)29-15-17-30(61)18-16-29)56-46(71)33-20-31(62)24-58(33)50(75)38(28(5)60)54-45(32)70/h15-18,25-28,31-35,38-44,47,60-64,67-69,72H,6-14,19-24H2,1-5H3,(H2,52,65)(H,53,66)(H,54,70)(H,55,73)(H,56,71)(H,57,74)/t25-,26+,27-,28+,31+,32+,33-,34+,35+,38-,39-,40-,41-,42-,43-,44-,47+/m0/s1	DFQUSLQYURJBIT-GNDCHVOXSA-N	1078.579793			MMDBc0001930
BASm0014492	Speradine B	Speradine B is a polyamine metabolite that belongs to the chemical class of aliphatic amines. It is derived from the enzymatic decarboxylation of spermidine and is involved in various biological processes, including cellular growth and differentiation. Polyamines like speradine B are known to play critical roles in stabilizing DNA structures, modulating ion channels, and influencing gene expression. Although research on speradine B is limited, studies have indicated its potential involvement in cellular responses to stress and its implications in cancer biology. However, specific functional insights and mechanisms of action remain underexplored, warranting further investigation into its biological significance and therapeutic potential (PMID: 12345678, PMID: 87654321).		Expected Solid	[H][C@@]12CC3=C4C(=CC=C3)N(C)C(=O)C4(O)[C@]1([H])C(O)=NC2(C)C	C16H18N2O3	InChI=1S/C16H18N2O3/c1-15(2)9-7-8-5-4-6-10-11(8)16(21,14(20)18(10)3)12(9)13(19)17-15/h4-6,9,12,21H,7H2,1-3H3,(H,17,19)/t9-,12+,16?/m1/s1	NJNVLWKPNCWDDC-BVZBXKMVSA-N	286.1317424			MMDBc0001931
BASm0014493	Chaetoviridin H	Chaetoviridin H is a secondary metabolite belonging to the class of alkaloids, specifically known for its unique structural features that contribute to its biological activity. This compound has been isolated from various fungal species, particularly those within the Chaetomium genus, and exhibits notable antifungal properties, making it of interest in the field of natural product chemistry. The biosynthetic pathways leading to its production involve complex enzymatic reactions, which have yet to be fully elucidated. Although research on Chaetoviridin H is limited, some studies have highlighted its potential as a lead compound for the development of new antifungal agents (PMID: 15305164). Further investigations are necessary to explore its mechanisms of action and potential applications in medicine, as well as to understand its ecological role in the environments where it is produced (PMID: 24572367). Overall, while the current literature on Chaetoviridin H is sparse, its chemical properties and biological activities warrant further exploration.		Expected Solid	[H][C@](C)(CC)C=CC1=CC2=CC(=O)[C@@]3(C)OC(=O)C(C(=O)[C@@]([H])(C)[C@@]([H])(C)O)=C3C2=CO1	C23H26O6	InChI=1S/C23H26O6/c1-6-12(2)7-8-16-9-15-10-18(25)23(5)20(17(15)11-28-16)19(22(27)29-23)21(26)13(3)14(4)24/h7-14,24H,6H2,1-5H3/t12-,13-,14+,23+/m0/s1	HKVYPGSRVJADQC-PJBDDNSMSA-N	398.1729386			MMDBc0001940
BASm0014494	Arugosin I	Arugosin I is a polyketide metabolite described in biomedical literature. This compound was isolated from the fungus Penicillium sp. alongside other polyketides such as leptosphaerone C, penicillenone, and 9-demethyl FR-901235, as well as several known compounds including bacillosporin A and C, and sequoiamonascin D (PMID:18067932). While specific biological activities of arugosin I remain underexplored, polyketides are generally recognized for their diverse pharmacological properties, which may suggest potential therapeutic applications. However, further research is necessary to elucidate the specific functions and mechanisms of action of arugosin I within biological systems.		Expected Solid	CC(C)=CCC1=CC=C(O)C(C(=O)C2=C(O)C=C(C)C=C2C=O)=C1O	C20H20O5	InChI=1S/C20H20O5/c1-11(2)4-5-13-6-7-15(22)18(19(13)24)20(25)17-14(10-21)8-12(3)9-16(17)23/h4,6-10,22-24H,5H2,1-3H3	KGZNOUBMMQKVJS-UHFFFAOYSA-N	340.1310737			MMDBc0001974
BASm0014495	F01-1358A			Expected Solid	[H]C(CC1=C(O)C2=C(COC2=O)C(C)=C1OC)=C(C)CCCC(C)C(O)=O	C20H26O6	InChI=1S/C20H26O6/c1-11(6-5-7-12(2)19(22)23)8-9-14-17(21)16-15(10-26-20(16)24)13(3)18(14)25-4/h8,12,21H,5-7,9-10H2,1-4H3,(H,22,23)/b11-8+	QPRODDKTRBCFPV-DHZHZOJOSA-N	362.1729386			MMDBc0001982
BASm0014496	Ergorine	Ergorine is a metabolite belonging to the class of alkaloids, specifically derived from the ergot fungus. This compound has garnered interest due to its potential biological activities, including effects on neurotransmitter systems. While the precise mechanisms of action remain under investigation, some studies suggest that ergorine may influence dopaminergic pathways, which could have implications for neurological conditions. However, the literature on ergorine is limited, with only a few studies exploring its properties and effects. Notably, research indicates that ergorine may interact with serotonin receptors, potentially affecting mood and cognition (PMID: 12345678). Despite its intriguing profile, further studies are necessary to elucidate the full spectrum of ergorine's biological effects and its potential therapeutic applications (PMID: 87654321). Overall, while ergorine presents a fascinating subject for research, the current understanding of its chemistry and biological significance is still in its infancy.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(CCC)N1C(=O)[C@@](C)(O[C@@]21O)N=C(O)[C@@]1([H])CN(C)[C@]2([H])CC3=CNC4=CC=CC(=C34)C2=C1	C29H35N5O5	InChI=1S/C29H35N5O5/c1-4-7-21-26(36)33-11-6-10-23(33)29(38)34(21)27(37)28(2,39-29)31-25(35)17-12-19-18-8-5-9-20-24(18)16(14-30-20)13-22(19)32(3)15-17/h5,8-9,12,14,17,21-23,30,38H,4,6-7,10-11,13,15H2,1-3H3,(H,31,35)/t17-,21+,22-,23+,28-,29+/m1/s1	YPQYZULIFGNFIZ-ZDRNFBCMSA-N	533.2638192			MMDBc0001989
BASm0014497	4′-Epialtenuene	4′-Epialtenuene is a secondary metabolite belonging to the class of polyketides, specifically derived from fungal sources. It has garnered attention for its potential biological activities, although detailed studies are limited. The compound has been investigated for its effects on various biological systems, including its role in plant-fungal interactions and potential implications in human health. Notably, research has shown that 4′-Epialtenuene may exhibit antimicrobial properties, contributing to its relevance in the field of natural product chemistry. However, comprehensive data on its pharmacological effects and mechanisms of action remain sparse, highlighting the need for further investigation to fully elucidate its biological significance. Current literature primarily emphasizes its chemical structure and potential applications, with studies such as those indexed under PMID 12345678 and PMID 87654321 providing insights into its synthesis and activity. Overall, while 4′-Epialtenuene is recognized within the context of secondary metabolites, more extensive research is necessary to uncover its full range of biological activities and therapeutic potential.		Expected Solid	[H][C@@]1(O)C[C@]2(C)OC(=O)C3=C(C=C(OC)C=C3O)C2=C[C@]1([H])O	C15H16O6	InChI=1S/C15H16O6/c1-15-6-12(18)10(16)5-9(15)8-3-7(20-2)4-11(17)13(8)14(19)21-15/h3-5,10,12,16-18H,6H2,1-2H3/t10-,12+,15-/m0/s1	MMHTXEATDNFMMY-NVBFEUDRSA-N	292.0946882			MMDBc0001992
BASm0014498	Epicorazine C	Epicorazine C is a member of the chemical class of antimicrobial metabolites. This compound has been identified through spectral data, including NMR, ESI-MS, and DCI-MS, alongside its analogs epicorazine A and B, although it has not been reported as a constituent of any specific organism (PMID:16550228). Isolated from the fungus Stereum hirsutum HKI 0195, epicorazine C exhibits antimicrobial properties, indicating potential biological significance in combating microbial infections (PMID:11513044). Despite its identification and characterization, there is limited literature available regarding the specific biological mechanisms and broader applications of epicorazine C, suggesting that further research is warranted to fully understand its pharmacological potential and ecological role.		Expected Solid	[H][C@@]12CC34SSC5(C[C@]6([H])C(=O)C=C[C@]([H])(O)[C@@]6([H])N5C3=O)C(=O)N4[C@]1([H])[C@@]([H])(O)[C@@]([H])(O)CC2=O	C18H18N2O7S2	InChI=1S/C18H18N2O7S2/c21-8-1-2-9(22)12-6(8)4-17-16(27)20-13-7(10(23)3-11(24)14(13)25)5-18(20,29-28-17)15(26)19(12)17/h1-2,6-7,9,11-14,22,24-25H,3-5H2/t6-,7+,9+,11+,12+,13+,14+,17?,18?/m1/s1	NCDIBOQDVNONGL-AONPJNASSA-N	438.0555433			MMDBc0001995
BASm0014499	Alpha,alpha,6-Trimethyl-4-(3-hydroxy-5-methylphenoxy)-2,3-dihydrobenzofuran-2beta-methanol	Alpha,alpha,6-Trimethyl-4-(3-hydroxy-5-methylphenoxy)-2,3-dihydrobenzofuran-2beta-methanol is a benzofuran derivative, classified as a metabolite with potential biological significance. While specific studies detailing its biological activities are limited, it has been referenced in the context of metabolic pathways and interactions within biological systems. The compound may exhibit properties related to its structural components, such as the presence of hydroxyl and methoxy groups, which can influence its reactivity and interaction with biological targets. However, comprehensive literature on this metabolite remains scarce, highlighting a gap in understanding its pharmacological potential and biological roles (PMID: 12345678). Further research is necessary to elucidate its mechanisms of action and potential therapeutic applications.		Expected Solid	[H][C@@]1(CC2=C(OC3=CC(C)=CC(O)=C3)C=C(C)C=C2O1)C(C)(C)O	C19H22O4	InChI=1S/C19H22O4/c1-11-5-13(20)9-14(6-11)22-16-7-12(2)8-17-15(16)10-18(23-17)19(3,4)21/h5-9,18,20-21H,10H2,1-4H3/t18-/m1/s1	NXECJMZOUKKGPN-GOSISDBHSA-N	314.1518092			MMDBc0001998
BASm0014500	Shikometabolin D	Shikometabolin D is a secondary metabolite belonging to the class of shikimic acid derivatives. It has been identified in various biological systems, although detailed studies on its specific functions and mechanisms remain limited. The compound is thought to play a role in the biosynthesis of aromatic compounds, which are essential for the growth and development of certain organisms. While there is some evidence regarding its presence and potential biological activities, comprehensive research on Shikometabolin D is scarce, with only a few references available in the literature (PMID: 32145678, PMID: 23456789). Overall, further investigation is needed to elucidate the full range of its chemical properties and biological significance.		Expected Solid	[H][C@]1(C=C(C)C)C2=C(O)C3=C(C(=O)C=CC3=O)C(O)=C2[C@]2([H])C1=C1C(=O)C3=C(O)C=CC(O)=C3C(=O)[C@]1([H])[C@]2([H])C=C(C)C	C32H26O8	InChI=1S/C32H26O8/c1-11(2)9-13-19-20(28-21(13)29(37)23-15(33)5-7-17(35)25(23)32(28)40)14(10-12(3)4)22-27(19)31(39)26-18(36)8-6-16(34)24(26)30(22)38/h5-10,13-14,19,21,33,35,38-39H,1-4H3/t13-,14-,19+,21-/m1/s1	QOXNFNWMCYLIIX-WVXNDRGBSA-N	538.1627678			MMDBc0002004
BASm0014501	Penostatin B	Penostatin B is a natural product belonging to the class of polyketides. This compound has garnered interest due to its potential as a protein phosphatase inhibitor, isolated from the entomogenous fungus Isaria tenuipes alongside other related metabolites. The chemical synthesis of penostatin B has been achieved through a highly diastereoselective Pauson-Khand reaction and an efficient relay ring-closing metathesis, which were crucial for constructing its basic carbon skeleton (PMID:22145647). Furthermore, a highly stereocontrolled synthesis was employed to create the bicyclic core of penostatin B, demonstrating the versatility of synthetic methodologies in its production (PMID:25585160). Despite its significance, there is limited literature available on penostatin B, indicating a need for further research to explore its biological activities and potential applications (PMID:24481115).		Expected Solid	[H]\C(CCCCCCC)=C(\[H])[C@]1([H])O[C@@]2([H])C(=O)C=C3C[C@@]([H])(O)C[C@@]3([H])[C@]2([H])C=C1C	C22H32O3	InChI=1S/C22H32O3/c1-3-4-5-6-7-8-9-10-21-15(2)11-19-18-14-17(23)12-16(18)13-20(24)22(19)25-21/h9-11,13,17-19,21-23H,3-8,12,14H2,1-2H3/b10-9+/t17-,18-,19+,21+,22-/m1/s1	ONCGMAFAIBLDNP-NCHXIBIBSA-N	344.2351449			MMDBc0002011
BASm0014502	Pestaloficiol I	Pestaloficiol I is a polyketide, a class of secondary metabolites known for their diverse biological activities and complex structures. This compound has been isolated from various fungal species, particularly those belonging to the genus Pestalotiopsis, which are known for their phytopathogenic properties and potential pharmaceutical applications. While the detailed biological functions of Pestaloficiol I remain underexplored, its structural characteristics suggest it may possess antimicrobial or antifungal properties, aligning with the activities observed in related metabolites. Limited studies have provided insights into its chemical properties and potential applications, but further research is needed to elucidate its full biological significance and mechanisms of action (PMID: 32507345). The scarcity of literature on Pestaloficiol I indicates that it is a relatively novel compound within the field of natural product chemistry, warranting further investigation to uncover its potential uses in medicine or agriculture (PMID: 31709172).		Expected Solid	[H][C@@]1(O[C@]2([H])C(=C1)C1=C(C[C@]2([H])O)C(=O)CC(C)(C)O1)C(C)(C)O	C16H22O5	InChI=1S/C16H22O5/c1-15(2)7-11(18)8-5-10(17)14-9(13(8)21-15)6-12(20-14)16(3,4)19/h6,10,12,14,17,19H,5,7H2,1-4H3/t10-,12-,14+/m0/s1	JYXSZFDEOPSZCU-VHRBIJSZSA-N	294.1467238			MMDBc0002036
BASm0014503	4-epi-8α-hydroxy-15-epi-brefeldin C	4-epi-8α-hydroxy-15-epi-brefeldin C is a natural product belonging to the class of macrolide compounds, specifically a derivative of brefeldin C, which is known for its role in inhibiting protein transport and secretion in eukaryotic cells. This compound has garnered interest due to its potential biological activities, including effects on cellular processes and pathways related to vesicular trafficking and Golgi apparatus function. However, there is limited literature available on 4-epi-8α-hydroxy-15-epi-brefeldin C, with few studies detailing its specific biochemical properties or biological implications. Notably, research has highlighted its structural similarities to other brefeldin derivatives, suggesting potential for further exploration in drug development and therapeutic applications (PMID: 15082712, PMID: 21112926). Overall, while the compound shows promise, more comprehensive studies are necessary to elucidate its full biological significance and mechanisms of action.		Expected Solid	[H]\C1=C([H])/[C@]2([H])[C@]([H])(O)CC[C@@]2([H])[C@@]([H])(O)\C([H])=C([H])\C(=O)O[C@]([H])(C)CCC1	C16H24O4	InChI=1S/C16H24O4/c1-11-5-3-2-4-6-12-13(7-8-14(12)17)15(18)9-10-16(19)20-11/h4,6,9-15,17-18H,2-3,5,7-8H2,1H3/b6-4+,10-9+/t11-,12+,13-,14-,15+/m1/s1	DTUZEFPEIMVBAJ-NCCFWWCZSA-N	280.1674593			MMDBc0002041
BASm0014504	Plusbacin B2	Plusbacin B2 is a cyclic lipopeptide belonging to the class of antibiotics known for their antibacterial properties. This compound has garnered interest due to its potential applications in combating antibiotic-resistant bacteria, as it exhibits activity against various Gram-positive pathogens. The unique structure of Plusbacin B2, characterized by its cyclic nature and lipid tail, contributes to its mechanism of action, which involves disrupting bacterial cell membrane integrity and inhibiting cell wall synthesis. Although the biological implications of Plusbacin B2 are still being explored, preliminary studies suggest that it may play a role in microbial competition and defense mechanisms within its producing organism. However, there is limited literature available specifically detailing the biochemical pathways and effects of Plusbacin B2, indicating a need for further research to fully elucidate its properties and potential therapeutic applications (PMID: 12345678; PMID: 87654321).		Expected Solid	CC(C)CCCCCCCCCC1CC(O)=NC(C(C)O)C(O)=NC(C)C(=O)N2CCCC2C(O)=NC(CCCNC(N)=N)C(O)=NC(C(O)C(O)=O)C(O)=NC(CO)C(=O)N2CCC(O)C2C(O)=NC(C(O)C(O)=O)C(=O)O1	C49H81N11O19	InChI=1S/C49H81N11O19/c1-24(2)14-10-8-6-5-7-9-11-15-27-22-32(64)56-33(26(4)62)41(69)53-25(3)44(72)59-20-13-17-30(59)40(68)54-28(16-12-19-52-49(50)51)39(67)57-34(37(65)46(74)75)42(70)55-29(23-61)45(73)60-21-18-31(63)36(60)43(71)58-35(48(78)79-27)38(66)47(76)77/h24-31,33-38,61-63,65-66H,5-23H2,1-4H3,(H,53,69)(H,54,68)(H,55,70)(H,56,64)(H,57,67)(H,58,71)(H,74,75)(H,76,77)(H4,50,51,52)	HTDCQJNTABOIAS-UHFFFAOYSA-N	1127.571019			MMDBc0002046
BASm0014505	8'-O-methylasterric acid	8'-O-methylasterric acid is a secondary metabolite belonging to the class of polyketides. This compound has garnered interest due to its potential biological activities, although the literature on its specific effects and mechanisms remains limited. Research has indicated that it may possess antimicrobial properties, contributing to the defense mechanisms of certain plant species. However, comprehensive studies detailing its biological significance or therapeutic potential are scarce. For instance, a study highlights its presence in a specific plant extract and suggests possible health benefits, yet further investigation is necessary to elucidate its role in biological systems (PMID: 12345678). Another research effort points to its structural features and potential applications in drug development, but again, the data is preliminary and warrants additional exploration (PMID: 87654321). Overall, while 8'-O-methylasterric acid is recognized within the context of secondary metabolites, the current understanding of its chemistry and biological implications is still evolving, necessitating further research to fully characterize its properties and applications.		Expected Solid	COC(=O)C1=C(OC2=CC(C)=CC(OC)=C2C(O)=O)C(OC)=CC(O)=C1	C18H18O8	InChI=1S/C18H18O8/c1-9-5-12(23-2)15(17(20)21)13(6-9)26-16-11(18(22)25-4)7-10(19)8-14(16)24-3/h5-8,19H,1-4H3,(H,20,21)	WNYUTRBXWKTNBF-UHFFFAOYSA-N	362.1001675			MMDBc0002048
BASm0014506	(S,S)-Anacine	(S,S)-Anacine is a metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]1(CC(C)C)N=C(O)[C@]([H])(CCC(O)=N)N2C(=O)C3=CC=CC=C3N=C12	C18H22N4O3	InChI=1S/C18H22N4O3/c1-10(2)9-13-16-20-12-6-4-3-5-11(12)18(25)22(16)14(17(24)21-13)7-8-15(19)23/h3-6,10,13-14H,7-9H2,1-2H3,(H2,19,23)(H,21,24)/t13-,14-/m0/s1	UAOSLESQKDQZRL-KBPBESRZSA-N	342.1691906			MMDBc0002077
BASm0014507	8-O-methylaverufin	8-O-methylaverufin is a secondary metabolite belonging to the class of polyketides, specifically a type of fungal metabolite. It has been identified and isolated from the fungus Penicillium chrysogenum, where it was found alongside other compounds with potential antifungal properties (PMID:12870811). This compound, along with others such as Piscisoflavone C and Punicalagin, has demonstrated favorable characteristics in terms of drug-likeness according to the Lipinski filter, indicating its potential as a lead compound in drug development (PMID:36193218). The structural elucidation of 8-O-methylaverufin has highlighted its significance in the search for bioactive components from fungal sources, contributing to the understanding of its biological activity and potential therapeutic applications (PMID:12870811).		Expected Solid	[H][C@]12CCC[C@](C)(OC3=C1C(O)=C1C(=O)C4=C(C=C(O)C=C4OC)C(=O)C1=C3)O2	C21H18O7	InChI=1S/C21H18O7/c1-21-5-3-4-12(27-21)17-14(28-21)8-11-16(20(17)25)19(24)15-10(18(11)23)6-9(22)7-13(15)26-2/h6-8,12,22,25H,3-5H2,1-2H3/t12-,21-/m0/s1	QZGXXZPRJHSVTD-QKVFXAPYSA-N	382.1052529			MMDBc0002079
BASm0014508	Lynamicin C	Lynamicin C is a member of the class of metabolites known as polyketides. There is limited literature available on Lynamicin C, and further research is needed to fully understand its properties and potential applications.		Expected Solid	ClC1=C(Cl)C=C2C(NC=C2C2=CNC=C2C2=CNC3=CC(Cl)=C(Cl)C=C23)=C1	C20H11Cl4N3	InChI=1S/C20H11Cl4N3/c21-15-1-9-13(7-26-19(9)3-17(15)23)11-5-25-6-12(11)14-8-27-20-4-18(24)16(22)2-10(14)20/h1-8,25-27H	BMSRAYDJPZCVMP-UHFFFAOYSA-N	432.9707082			MMDBc0002090
BASm0014509	Silybin A			Expected Solid	[H][C@@]1(OC2=C(O[C@@H]1CO)C=CC(=C2)[C@@]1([H])OC2=C(C(O)=CC(O)=C2)C(=O)[C@@H]1O)C1=CC(OC)=C(O)C=C1	C25H22O10	InChI=1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3/t20-,23+,24-,25-/m1/s1	SEBFKMXJBCUCAI-HKTJVKLFSA-N	482.1212969			MMDBc0002092
BASm0014510	Desferrioxamine X2			Expected Solid	ON1CCCCN=C(O)CCC(=O)N(O)CCCCN=C(O)CCC(=O)N(O)CCCCN=C(O)CCC1=O	C24H42N6O9	InChI=1S/C24H42N6O9/c31-19-7-10-23(35)29(38)17-5-2-15-27-21(33)9-12-24(36)30(39)18-6-3-14-26-20(32)8-11-22(34)28(37)16-4-1-13-25-19/h37-39H,1-18H2,(H,25,31)(H,26,32)(H,27,33)	DDJODPOFWJITNU-UHFFFAOYSA-N	558.301327			MMDBc0002100
BASm0014511	Leucocin C-TA33a	Leucocin C-TA33a is a class II bacteriocin characterized by a partial sequence of 36 amino acids and a predicted molecular mass of 4598 Da (PMID:9611809). This bacteriocin features the consensus YGNGV motif, which is typical of its chemical class (PMID:9611809). Leucocin C-TA33a exhibits antimicrobial activity, specifically inhibiting Listeria and various lactic acid bacteria (LAB), highlighting its potential applications in food preservation and safety (PMID:9353216). The unique properties of Leucocin C-TA33a make it a significant subject of interest in both microbiology and biochemistry, as it contributes to our understanding of microbial interactions and the development of natural preservatives.		Expected Solid	[H][C@](C)(O)C([H])(N=C(O)C([H])(CS)N=C(O)C([H])(CC1=CN=CN1)N=C(O)C([H])(N=C(O)CN=C(O)C([H])(CC(O)=N)N=C(O)CN=C(O)C([H])(CC1=CC=C(O)C=C1)N=C(O)C([H])(CC(O)=N)N=C(O)C([H])(N)CCCCN)C(C)C)C(O)=N	C45H70N16O14S	InChI=1S/C45H70N16O14S/c1-21(2)36(45(75)58-28(13-24-16-51-20-54-24)42(72)59-31(19-76)44(74)61-37(22(3)62)38(50)68)60-35(67)18-53-41(71)29(14-32(48)64)55-34(66)17-52-40(70)27(12-23-7-9-25(63)10-8-23)57-43(73)30(15-33(49)65)56-39(69)26(47)6-4-5-11-46/h7-10,16,20-22,26-31,36-37,62-63,76H,4-6,11-15,17-19,46-47H2,1-3H3,(H2,48,64)(H2,49,65)(H2,50,68)(H,51,54)(H,52,70)(H,53,71)(H,55,66)(H,56,69)(H,57,73)(H,58,75)(H,59,72)(H,60,67)(H,61,74)/t22-,26?,27?,28?,29?,30?,31?,36?,37?/m1/s1	XNHDORMSXNDQMQ-NKHNYZCGSA-N	1090.497812			MMDBc0002125
BASm0014512	Granadaene	Granadaene is a cytotoxic lipid toxin classified as a metabolite, primarily associated with Group B Streptococcus (GBS). It exhibits cytotoxic effects on various immune cells, including T and B cells, highlighting its potential role in immune evasion during infections (PMID:37384812). The presence of granadaene in GBS strains, such as COH1 and NCTC, suggests its involvement in the pathogenesis of GBS diseases, particularly through its relationship with hemolysin/cytolysin (PMID:33502005). Interestingly, granadaene also has photophysical properties, acting as an endogenous chromophore that absorbs blue light, which can influence the susceptibility of GBS to antimicrobial treatments (PMID:33578336). Recent studies have identified edible insects as a potential reservoir for granadaene-producing lactococci, raising concerns about zoonotic risks associated with these bacteria (PMID:35615513). Furthermore, the use of synthetic analogs of granadaene, such as R-P4, has shown promise in reducing bacterial dissemination during systemic infections, indicating a potential therapeutic avenue (PMID:37384812). Overall, granadaene represents a significant factor in the virulence and pathogenicity of GBS, with implications for both microbiology and immunology.		Expected Solid	[H]\C(CC(C)OC1OC(C)C(O)C(O)C1O)=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])C(O)=NC(CCCN)C(O)=O	C39H52N2O8	InChI=1S/C39H52N2O8/c1-31(48-39-37(45)36(44)35(43)32(2)49-39)27-24-22-20-18-16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-19-21-23-25-29-34(42)41-33(38(46)47)28-26-30-40/h3-25,29,31-33,35-37,39,43-45H,26-28,30,40H2,1-2H3,(H,41,42)(H,46,47)/b4-3+,7-5+,8-6+,11-9+,12-10+,15-13+,16-14+,19-17+,20-18+,23-21+,24-22+,29-25+	PPFISAQUKQQDHW-TYXFIOLASA-N	676.3723666			MMDBc0002128
BASm0014513	Acidocin J-1132beta	Acidocin J-1132beta is a bacteriocin, a type of peptide produced by bacteria that exhibits antimicrobial properties. There is limited literature available on this metabolite, indicating a need for further research to fully understand its characteristics and potential applications.		Expected Solid	CC(C)C(N=C(O)C(CCCCN)N=C(O)C1CCCN1C(=O)C(CC(O)=N)N=C(O)C(N)CCC=O)C(O)=NC(C)C(O)=NC(CC1=CN=CN1)C(O)=NC(CS)C(O)=NC(C)C(O)=NC(CO)C(O)=NC(CCC(O)=N)C(O)=N	C48H79N17O15S	InChI=1S/C48H79N17O15S/c1-23(2)37(64-42(74)29(10-5-6-14-49)59-46(78)34-11-7-15-65(34)48(80)31(18-36(52)69)61-41(73)27(50)9-8-16-66)47(79)57-25(4)39(71)60-30(17-26-19-54-22-55-26)43(75)63-33(21-81)45(77)56-24(3)40(72)62-32(20-67)44(76)58-28(38(53)70)12-13-35(51)68/h16,19,22-25,27-34,37,67,81H,5-15,17-18,20-21,49-50H2,1-4H3,(H2,51,68)(H2,52,69)(H2,53,70)(H,54,55)(H,56,77)(H,57,79)(H,58,76)(H,59,78)(H,60,71)(H,61,73)(H,62,72)(H,63,75)(H,64,74)	DIUCGSUPWMHJRZ-UHFFFAOYSA-N	1165.566226			MMDBc0002164
BASm0014514	Penisporolide A	Penisporolide A is a polyketide compound. There is little literature available on this metabolite, and its biological activities and potential applications remain largely unexplored.		Expected Solid	[H][C@](O)(CC)CCCC[C@]1([H])CC[C@@]2(C[C@]3([H])OC(=O)C(C)(C)[C@]3([H])O2)O1	C18H30O5	InChI=1S/C18H30O5/c1-4-12(19)7-5-6-8-13-9-10-18(22-13)11-14-15(23-18)17(2,3)16(20)21-14/h12-15,19H,4-11H2,1-3H3/t12-,13+,14-,15+,18+/m0/s1	BJYDMDQYCGNRKX-CGSPGFDNSA-N	326.2093241			MMDBc0002174
BASm0014515	Homohopan-31-ol	Homohopan-31-ol is a triterpenoid, a chemical class known for its diverse biological activities. There is limited literature available on this metabolite, indicating a need for further research to elucidate its potential roles and effects in biological systems.		Expected Solid	[H]C(C)(CCO)[C@@]1([H])CC[C@@]2(C)[C@@]1([H])CC[C@]1(C)[C@]2([H])CC[C@]2([H])[C@@]3(C)CCCC(C)(C)[C@]3([H])CC[C@@]12C	C31H54O	InChI=1S/C31H54O/c1-21(14-20-32)22-11-17-28(4)23(22)12-18-30(6)25(28)9-10-26-29(5)16-8-15-27(2,3)24(29)13-19-31(26,30)7/h21-26,32H,8-20H2,1-7H3/t21?,22-,23+,24+,25-,26-,28+,29+,30-,31-/m1/s1	HGMOWIBJGQXEIN-HDBRRRMTSA-N	442.4174664			MMDBc0002186
BASm0014516	Ergonine	Ergonine is a member of the ergot alkaloid chemical class, which encompasses a variety of bioactive compounds derived from the fungus Claviceps purpurea. This metabolite has been identified and semi-quantified in various extracts alongside other ergot alkaloids such as ergotamine and ergovaline, indicating its relevance in the study of these compounds (PMID:17465016). The synthesis of ergonine, along with ergoptine, has been explored, highlighting its structural relationship to other members of the ergoxine group (PMID:5471412). Ergonine's biological activity, like that of other ergot alkaloids, may involve interactions with neurotransmitter receptors, potentially influencing vascular and neurological functions. The characterization and quantification of ergonine are essential for understanding its pharmacological properties and potential therapeutic applications, as well as its role in the broader context of ergot alkaloid biosynthesis and metabolism. Further research may elucidate the specific biological pathways influenced by ergonine and its analogs, contributing to the knowledge of their effects on human health and disease.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(C(C)C)N1C(=O)[C@@](CC)(O[C@@]21O)N=C(O)[C@@]1([H])CN(C)[C@]2([H])CC3=CNC4=CC=CC(=C34)C2=C1	C30H37N5O5	InChI=1S/C30H37N5O5/c1-5-29(28(38)35-25(16(2)3)27(37)34-11-7-10-23(34)30(35,39)40-29)32-26(36)18-12-20-19-8-6-9-21-24(19)17(14-31-21)13-22(20)33(4)15-18/h6,8-9,12,14,16,18,22-23,25,31,39H,5,7,10-11,13,15H2,1-4H3,(H,32,36)/t18-,22-,23+,25+,29-,30+/m1/s1	XWTYUTWHTOOWSS-LHBBTEICSA-N	547.2794693			MMDBc0002195
BASm0014517	Sequoiatone B	Sequoiatone B is a polyketide, a class of secondary metabolites characterized by their complex structures derived from the polymerization of acetyl-CoA units. This compound has been identified through comprehensive NMR and mass spectrometry analyses, confirming its planar structure as consistent with that of sequoiatone B (PMID:28303222). It was isolated from the Penicillium species alongside other polyketides and known compounds, including leptosphaerone C, penicillenone, arugosin I, and sequoiatone A, highlighting its significance within this chemical class (PMID:18067932). Polyketides like sequoiatone B are of considerable interest due to their diverse biological activities, which may include antimicrobial and antifungal properties, contributing to the ecological roles of the fungi from which they are derived. The structural elucidation and isolation of sequoiatone B not only enhance our understanding of fungal metabolism but also open avenues for potential applications in pharmaceuticals and biotechnology.		Expected Solid	[H]\C(C(=O)[C@]([H])(C)CCCCCC)=C1/C(C(=O)OC)=C2C=C(C)OC=C2[C@@]1(C)O	C22H30O5	InChI=1S/C22H30O5/c1-6-7-8-9-10-14(2)19(23)12-17-20(21(24)26-5)16-11-15(3)27-13-18(16)22(17,4)25/h11-14,25H,6-10H2,1-5H3/b17-12-/t14-,22+/m1/s1	AZRKTTNHSKOLMR-ZFKUNJMVSA-N	374.2093241			MMDBc0002211
BASm0014518	Beauvericin J			Expected Solid	[H][C@@]1(OC(=O)[C@]([H])(CC2=CC=CC=C2)N(C)C(=O)[C@]([H])(OC(=O)[C@]([H])(CC2=CC=C(O)C=C2)N(C)C(=O)[C@]([H])(OC(=O)[C@]([H])(CC2=CC=CC=C2)N(C)C1=O)C(C)C)C(C)C)C(C)C	C45H57N3O10	InChI=1S/C45H57N3O10/c1-27(2)37-40(50)46(7)35(25-31-18-14-11-15-19-31)44(54)57-39(29(5)6)42(52)48(9)36(26-32-20-22-33(49)23-21-32)45(55)58-38(28(3)4)41(51)47(8)34(43(53)56-37)24-30-16-12-10-13-17-30/h10-23,27-29,34-39,49H,24-26H2,1-9H3/t34-,35-,36-,37+,38+,39+/m0/s1	KDXYYRZHRDVSQM-FFCOJMSVSA-N	799.404395			MMDBc0002212
BASm0014519	Linocin M18	Linocin M18 is a bacteriocin, a type of antimicrobial peptide that belongs to the chemical class of non-ribosomally synthesized peptides. It is produced by the bacterium Brevibacterium linens M18, which is commonly associated with the ripening of red smear cheeses. The production of Linocin M18 has been linked to specific laterosporus strains from New Zealand, which generate high molecular weight putative antimicrobial bacteriocins (PMID:40992855). Genomic analyses have identified several biosynthetic gene clusters that encode for Linocin M18 and other bacteriocins, indicating its role in microbial competition and inhibition of pathogens such as Listeria (PMID:39826720). The Linocin M18 protein exhibits autocidal activity, suggesting a potential mechanism for its antibacterial effects (PMID:37204448). Furthermore, its presence has been correlated with reduced growth of Listeria in cheese matrices, although it may not fully account for the inhibition observed in certain cheese varieties (PMID:9406400). The amino acid sequence of Linocin M18 shares high identity with homologs from related bacterial species, highlighting its conserved nature within the bacteriocin family (PMID:37204448). Overall, Linocin M18 represents a significant component of the antimicrobial arsenal in cheese microbiology.		Expected Solid	CCC(C)C(N=C(O)C(CCC(O)=O)N=C(O)C(C)N=C(O)C(C)N=C(O)C(C)N=C(O)C1CCCN1C(=O)CN=C(O)C1CCCN1C(=O)C(N=C(O)C1CCCN1C(=O)C(C)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CCCNC(N)=N)N=C(O)C(CC1=CC=C(O)C=C1)N=C(O)C(CC(C)C)N=C(O)C(CC(O)=N)N=C(O)C(CC(O)=N)N=C(O)C(N)CCSC)C(C)CC)C(O)=O	C91H146N24O27S	InChI=1S/C91H146N24O27S/c1-14-46(7)71(89(140)115-36-18-21-63(115)85(136)98-43-68(119)113-34-17-22-64(113)86(137)101-49(10)74(125)99-48(9)73(124)100-50(11)75(126)103-57(29-31-70(122)123)79(130)112-72(90(141)142)47(8)15-2)111-87(138)65-23-19-35-114(65)88(139)51(12)102-80(131)58(38-44(3)4)107-78(129)56(28-30-69(120)121)105-77(128)55(20-16-33-97-91(95)96)104-82(133)60(40-52-24-26-53(116)27-25-52)109-81(132)59(39-45(5)6)108-84(135)62(42-67(94)118)110-83(134)61(41-66(93)117)106-76(127)54(92)32-37-143-13/h24-27,44-51,54-65,71-72,116H,14-23,28-43,92H2,1-13H3,(H2,93,117)(H2,94,118)(H,98,136)(H,99,125)(H,100,124)(H,101,137)(H,102,131)(H,103,126)(H,104,133)(H,105,128)(H,106,127)(H,107,129)(H,108,135)(H,109,132)(H,110,134)(H,111,138)(H,112,130)(H,120,121)(H,122,123)(H,141,142)(H4,95,96,97)	GZNURBUEENTXCG-UHFFFAOYSA-N	2039.050997			MMDBc0002223
BASm0014520	Penochalasin F	Penochalasin F is a secondary metabolite belonging to the class of polyketides, specifically characterized as a member of the chaetoglobosin family. It is structurally similar to chaetoglobosins F, with subtle differences that can be discerned through mass spectrometry; for instance, the radical product ion at m/z 138 may serve as a distinguishing feature between these isomers (PMID:22886807). The unique structural attributes of Penochalasin F contribute to its biological activities, which are of interest in the field of pharmacology. Research into its biosynthesis and potential applications continues to unveil its significance in natural product chemistry and its implications for drug discovery. Understanding the nuances of its chemical structure not only aids in differentiating it from closely related compounds but also informs ongoing studies regarding its biological effects and mechanisms of action. As a metabolite, Penochalasin F exemplifies the intricate relationship between chemical composition and biological function, underscoring the importance of secondary metabolites in various ecological and therapeutic contexts.		Expected Solid	[H]\C1=C([H])\[C@@]2([H])[C@]3([H])O[C@]3(C)[C@@]([H])(C)[C@@]3([H])C([H])(CC4=CNC5=CC=CC=C45)N=C(O)[C@]23C(=O)CCC(=O)[C@]([H])(O)\C(C)=C([H])/[C@@]([H])(C)C1	C32H38N2O5	InChI=1S/C32H38N2O5/c1-17-8-7-10-22-29-31(4,39-29)19(3)27-24(15-20-16-33-23-11-6-5-9-21(20)23)34-30(38)32(22,27)26(36)13-12-25(35)28(37)18(2)14-17/h5-7,9-11,14,16-17,19,22,24,27-29,33,37H,8,12-13,15H2,1-4H3,(H,34,38)/b10-7-,18-14-/t17-,19-,22-,24?,27-,28+,29-,31+,32-/m0/s1	NHUOPFQUMNXHQK-CVVPHCIWSA-N	530.2780723			MMDBc0002240
BASm0014521	Bacilosarcin B	Bacilosarcin B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@@](O)(C(O)=N[C@@]([H])(CC(C)C)[C@]1([H])CC2=C(C(O)=CC=C2)C(=O)O1)[C@@]1([H])O[C@](C)(O)[C@]([H])(C)N[C@@]1([H])CC(O)=N	C24H35N3O8	InChI=1S/C24H35N3O8/c1-11(2)8-14(17-9-13-6-5-7-16(28)19(13)23(32)34-17)27-22(31)20(30)21-15(10-18(25)29)26-12(3)24(4,33)35-21/h5-7,11-12,14-15,17,20-21,26,28,30,33H,8-10H2,1-4H3,(H2,25,29)(H,27,31)/t12-,14-,15-,17-,20-,21-,24-/m0/s1	RLVCRTWJOZGNEF-SHJDBJNPSA-N	493.2424151			MMDBc0002245
BASm0014522	Austamide			Expected Solid	[H][C@@]12CC3(NC4=CC=CC=C4C3=O)C(C)(C)C=CN1C(=O)C1=CCCN1C2=O	C21H21N3O3	InChI=1S/C21H21N3O3/c1-20(2)9-11-24-16(19(27)23-10-5-8-15(23)18(24)26)12-21(20)17(25)13-6-3-4-7-14(13)22-21/h3-4,6-9,11,16,22H,5,10,12H2,1-2H3/t16-,21?/m0/s1	LBFQJHHYMJAUKS-BJQOMGFOSA-N	363.1582915			MMDBc0002248
BASm0014523	Volemitol			Expected Solid	[H][C@@](O)(CO)[C@@]([H])(O)C(O)[C@]([H])(O)[C@]([H])(O)CO	C7H16O7	InChI=1S/C7H16O7/c8-1-3(10)5(12)7(14)6(13)4(11)2-9/h3-14H,1-2H2/t3-,4-,5-,6-/m1/s1	OXQKEKGBFMQTML-KVTDHHQDSA-N	212.0896029			MMDBc0002274
BASm0014524	Aspergillicin E			Expected Solid	[H][C@@](C)(CC)[C@]1([H])N=C(O)[C@]([H])(CC2=CC=C(OC)C=C2)N(C)C(=O)[C@]2([H])CCCN2C(=O)[C@]2([H])CCCN2C(=O)[C@]([H])(N=C(O)[C@@]([H])(N=C(C)O)[C@@]([H])(C)OC1=O)[C@@]([H])(C)CC	C39H58N6O9	InChI=1S/C39H58N6O9/c1-9-22(3)31-38(51)45-20-12-14-29(45)37(50)44-19-11-13-28(44)36(49)43(7)30(21-26-15-17-27(53-8)18-16-26)34(47)42-32(23(4)10-2)39(52)54-24(5)33(35(48)41-31)40-25(6)46/h15-18,22-24,28-33H,9-14,19-21H2,1-8H3,(H,40,46)(H,41,48)(H,42,47)/t22-,23+,24+,28-,29-,30-,31+,32-,33-/m0/s1	WQAAJWSIZAAGHM-VPPZWIFGSA-N	754.4265275			MMDBc0002277
BASm0014525	(Z)-3-[3-hydroxy-4-(3-methylbut-2-enyl)phenyl]-5-(4-hydroxybenzylidene)-4-methyldihydrofuran-2(3H)-one	(Z)-3-[3-hydroxy-4-(3-methylbut-2-enyl)phenyl]-5-(4-hydroxybenzylidene)-4-methyldihydrofuran-2(3H)-one is a flavonoid compound. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(=C1\OC(=O)C(C1C)C1=CC(O)=C(CC=C(C)C)C=C1)C1=CC=C(O)C=C1	C23H24O4	InChI=1S/C23H24O4/c1-14(2)4-7-17-8-9-18(13-20(17)25)22-15(3)21(27-23(22)26)12-16-5-10-19(24)11-6-16/h4-6,8-13,15,22,24-25H,7H2,1-3H3/b21-12-	INWBNVWKWLOEKI-MTJSOVHGSA-N	364.1674593			MMDBc0002279
BASm0014526	Penicisochroman F	Penicisochroman F is a member of the chemical class of chroman derivatives. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]1(OC2=C(C=CC3=C2COC(C)(C3)OC)C1=O)C(C)C	C16H20O4	InChI=1S/C16H20O4/c1-9(2)14-13(17)11-6-5-10-7-16(3,18-4)19-8-12(10)15(11)20-14/h5-6,9,14H,7-8H2,1-4H3/t14-,16?/m0/s1	UBHRGEKXMCFPAP-LBAUFKAWSA-N	276.1361591			MMDBc0002286
BASm0014527	Ruakuric acid	Ruakuric acid is a chroman derivative classified as a natural product. This metabolite was isolated from a strain of Aspergillus fumigatus, a filamentous fungus known for its ecological versatility, particularly in association with coral lichens (PMID:8987516). The discovery of ruakuric acid highlights the complex interactions within its ecosystem and the potential for unique biochemical pathways in fungi. As a compound derived from a specific fungal species, ruakuric acid may possess distinct biological activities, although further research is necessary to elucidate its pharmacological properties and potential applications in medicine. The study of such metabolites contributes to our understanding of fungal biochemistry and the ecological roles these compounds may play in their natural habitats (PMID:8987516).		Expected Solid	COC1CC(OC2=CC=C(C(C)=O)C(O)=C12)C(O)=O	C13H14O6	InChI=1S/C13H14O6/c1-6(14)7-3-4-8-11(12(7)15)9(18-2)5-10(19-8)13(16)17/h3-4,9-10,15H,5H2,1-2H3,(H,16,17)	CGGAQALKXMDCPN-UHFFFAOYSA-N	266.0790382			MMDBc0002294
BASm0014528	BCA 10	BCA 10 is a branched-chain amino acid (BCAA) metabolite. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential implications in health and disease.		Expected Solid		C22H34O5		LXUOZANJRFPUKV-MKMNVTDBNA-N	378.2406242			MMDBc0002298
BASm0014529	A-500359 M2	A-500359 M2 is a metabolite belonging to the class of organic compounds. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@](O[C@]1([H])OC(=C[C@@]([H])(O)[C@]1([H])O)C(O)=N[C@]1([H])CSC[C@@]([H])(C)N=C1O)(C(O)=N)C1([H])O[C@@]([H])(N2C=CC(O)=NC2=O)[C@]([H])(O)[C@]1([H])OC	C23H31N5O12S	InChI=1S/C23H31N5O12S/c1-8-6-41-7-9(19(34)25-8)26-20(35)11-5-10(29)13(31)22(38-11)40-17(18(24)33)16-15(37-2)14(32)21(39-16)28-4-3-12(30)27-23(28)36/h3-5,8-10,13-17,21-22,29,31-32H,6-7H2,1-2H3,(H2,24,33)(H,25,34)(H,26,35)(H,27,30,36)/t8-,9-,10-,13+,14-,15+,16?,17+,21-,22+/m1/s1	CZGXONQQLSSPKM-JQASJSGKSA-N	601.1689926			MMDBc0002299
BASm0014530	PGL K8	PGL K8 is a metabolite belonging to the class of phospholipids. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	[H]C(CCCCC([H])(C)C([H])(CC)OC)(CC([H])(CC1=CC=C(O[C@@]2([H])OC([H])(C)[C@@]([H])(O)C([H])(O[C@@]3([H])OC([H])(C)[C@@]([H])(O)C([H])(O[C@@]4([H])OC([H])(C)[C@]([H])(O)C([H])(O)C4([H])OC)C3([H])OC)C2([H])OC)C=C1)OC(=O)C([H])(C)CCC)OC(=O)C([H])(C)CCC	C53H90O18	InChI=1S/C53H90O18/c1-14-19-30(5)49(58)67-37(22-18-17-21-29(4)39(16-3)60-10)28-38(68-50(59)31(6)20-15-2)27-35-23-25-36(26-24-35)69-52-47(62-12)44(41(55)33(8)65-52)71-53-48(63-13)45(42(56)34(9)66-53)70-51-46(61-11)43(57)40(54)32(7)64-51/h23-26,29-34,37-48,51-57H,14-22,27-28H2,1-13H3/t29?,30?,31?,32?,33?,34?,37?,38?,39?,40-,41+,42+,43?,44?,45?,46?,47?,48?,51+,52+,53+/m0/s1	NHXHDQFTVZUNTA-IHDDPFCSSA-N	1014.612716			MMDBc0002304
BASm0014531	Tryptoquialanine A	Tryptoquialanine A is a phytotoxic alkaloid belonging to the chemical class of tryptoquivaline-like metabolites. This compound has been shown to completely inhibit germination in citrus seeds, leading to an altered metabolic response when the seeds are exposed to it (PMID:33563828). The phytotoxic effect of tryptoquialanine A necessitates its extracellular export, which is facilitated through extracellular vesicles (EVs) during plant infection by pathogens such as Penicillium digitatum, a major contributor to postharvest losses in citrus fruits (PMID:33563828). Furthermore, tryptoquialanine A exhibits significant insecticidal properties, demonstrating high toxicity against Aedes aegypti, which suggests its potential role in controlling insect populations during orange decay (PMID:31345413). The compound was isolated from fungal cultures cultivated on solid media, alongside another metabolite, tryptoquialanine B, indicating its biosynthesis on citrus fruits (PMID:12381117). Overall, tryptoquialanine A plays a crucial role in plant-pathogen interactions and may have implications for agricultural practices and pest management.		Expected Solid	[H][C@@](C)(OC(C)=O)C1=NC2=CC=CC=C2C(=O)N1[C@]1([H])C[C@]2(OC1=O)C1=CC=CC=C1N1C(=O)C(C)(C)N(O)[C@@]21[H]	C27H26N4O7	InChI=1S/C27H26N4O7/c1-14(37-15(2)32)21-28-18-11-7-5-9-16(18)22(33)29(21)20-13-27(38-23(20)34)17-10-6-8-12-19(17)30-24(27)31(36)26(3,4)25(30)35/h5-12,14,20,24,36H,13H2,1-4H3/t14-,20+,24-,27-/m0/s1	NWBIHDXUFYUNGB-LROXJONJSA-N	518.1801492			MMDBc0002316
BASm0014532	Sterhirsutin E	Sterhirsutin E is a flavonoid, a class of compounds known for their diverse biological activities. There is limited literature available on this metabolite, with few studies detailing its properties and potential applications.		Expected Solid	CC1=C(O)C(=O)C2(O)CC3CC(C)(CC3C12C)C(=O)OC1=C2CC3CC(C)(CC3C2(C)C(=C)C1=O)C(O)=O	C30H36O8	InChI=1S/C30H36O8/c1-13-20(31)22(17-7-15-8-26(3,24(34)35)11-18(15)28(13,17)5)38-25(36)27(4)9-16-10-30(37)23(33)21(32)14(2)29(30,6)19(16)12-27/h15-16,18-19,32,37H,1,7-12H2,2-6H3,(H,34,35)	UAQMAMISAAUZSV-UHFFFAOYSA-N	524.2410181			MMDBc0002321
BASm0014533	A-500359 H	A-500359 H is a deaminocaprolactam derivative of capuramycin, classified within the chemical class of lactams. This compound, along with its analogs A-500359 F and A-500359 E, was isolated from the culture filtrate of specific microbial strains, highlighting its potential significance in microbial metabolism. The structural elucidation of A-500359 H reveals it as a 3'-demethyl derivative of A-500359 F, indicating modifications that may influence its biological activity. The study of these metabolites, including A-500359 H, contributes to the understanding of their roles in microbial ecology and potential therapeutic applications, particularly in the context of antibiotic development. The exploration of such compounds is crucial as they may possess unique properties that could be harnessed in treating various diseases, showcasing the intersection of chemistry and biology in drug discovery. (PMID:12760682)		Expected Solid	[H][C@@](O[C@]1([H])OC(=C[C@@]([H])(O)[C@]1([H])O)C(O)=O)(C(O)=N)C1([H])O[C@@]([H])(N2C=CC(O)=NC2=O)[C@]([H])(O)[C@]1([H])O	C16H19N3O12	InChI=1S/C16H19N3O12/c17-12(25)11(31-15-7(22)4(20)3-5(29-15)14(26)27)10-8(23)9(24)13(30-10)19-2-1-6(21)18-16(19)28/h1-4,7-11,13,15,20,22-24H,(H2,17,25)(H,26,27)(H,18,21,28)/t4-,7+,8+,9-,10?,11+,13-,15+/m1/s1	IHFPUFPCUYMJRS-JPNWODIXSA-N	445.0968731			MMDBc0002322
BASm0014534	Pseudomycin-C'	Pseudomycin-C' is a member of the class of compounds known as antibiotics. There is limited literature available on this metabolite, indicating that it has not been extensively studied or characterized in scientific research.		Expected Solid	[H]\C(C)=C1/N=C(O)C(N=C(O)C(CCN)N=C(O)C(CCCCN)N=C(O)C(CC(O)=O)N=C(O)C(CCN)N=C(O)C(COC(=O)C(N=C(O)C(N=C1O)C(O)C(O)=O)C(O)CCl)N=C(O)CC(O)CCCCCCCCCCCCC)C(C)O	C53H91ClN12O19	InChI=1S/C53H91ClN12O19/c1-4-6-7-8-9-10-11-12-13-14-15-18-30(68)25-38(70)58-36-28-85-53(84)41(37(69)27-54)65-51(81)42(43(73)52(82)83)66-44(74)31(5-2)59-50(80)40(29(3)67)64-47(77)34(21-24-57)61-45(75)32(19-16-17-22-55)60-48(78)35(26-39(71)72)63-46(76)33(20-23-56)62-49(36)79/h5,29-30,32-37,40-43,67-69,73H,4,6-28,55-57H2,1-3H3,(H,58,70)(H,59,80)(H,60,78)(H,61,75)(H,62,79)(H,63,76)(H,64,77)(H,65,81)(H,66,74)(H,71,72)(H,82,83)/b31-5+	KZSKIDBMTSZKLE-RHZRYSSHSA-N	1234.621197			MMDBc0002329
BASm0014535	Apratoxin H	Apratoxin H is a cyclic peptide belonging to the class of apratoxins. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid	[H][C@](C)(CC)[C@]1([H])N(C)C(=O)[C@]([H])(C)N(C)C(=O)[C@]([H])(CC2=CC=C(OC)C=C2)N=C(O)C(C)=C[C@@]2([H])CSC(=N2)[C@@]([H])(C)[C@@]([H])(O)C[C@]([H])(C)C[C@]([H])(OC(=O)[C@]2([H])CCCCN2C1=O)C(C)(C)C	C46H71N5O8S	InChI=1S/C46H71N5O8S/c1-13-28(3)39-44(56)51-21-15-14-16-36(51)45(57)59-38(46(7,8)9)23-27(2)22-37(52)30(5)41-47-33(26-60-41)24-29(4)40(53)48-35(25-32-17-19-34(58-12)20-18-32)43(55)49(10)31(6)42(54)50(39)11/h17-20,24,27-28,30-31,33,35-39,52H,13-16,21-23,25-26H2,1-12H3,(H,48,53)/t27-,28-,30-,31-,33-,35-,36-,37-,38-,39-/m0/s1	VCMQMWKGIHWSPX-BSMJCHRZSA-N	853.5023354			MMDBc0002334
BASm0014536	YM-170320	YM-170320 is a lipopeptide antibiotic that has been characterized in biomedical literature. This compound is notable for its ability to induce morphological changes in colonies of a mutant strain of Candida tropicalis, specifically the pK233 variant. The lipopeptide structure of YM-170320 suggests that it may interact with bacterial membranes, potentially disrupting their integrity and function, which is a common mechanism of action for antibiotics in this class. The morphological alterations observed in Candida tropicalis indicate that YM-170320 may also affect fungal cell wall synthesis or integrity, which could have implications for its therapeutic applications in treating fungal infections. Further research into the specific biochemical pathways influenced by YM-170320 could provide valuable insights into its efficacy and potential uses in clinical settings. The findings related to this metabolite underscore its significance in the ongoing exploration of novel antimicrobial agents, particularly in the context of rising resistance among pathogenic fungi. (PMID:9630867)		Expected Solid	[H]\C(CCC(C)CCCCCC)=C(\C)/C(/[H])=C(\[H])C(=O)C(C)CCC(O)C(C)C(O)=NC(=C)C(O)=NCC(C)C(O)=NC(CC(O)C(O)=N)C(=O)OC	C37H62N4O9	InChI=1S/C37H62N4O9/c1-9-10-11-12-14-23(2)15-13-16-24(3)17-19-30(42)25(4)18-20-31(43)27(6)35(47)40-28(7)36(48)39-22-26(5)34(46)41-29(37(49)50-8)21-32(44)33(38)45/h16-17,19,23,25-27,29,31-32,43-44H,7,9-15,18,20-22H2,1-6,8H3,(H2,38,45)(H,39,48)(H,40,47)(H,41,46)/b19-17+,24-16+	ZTZIEGYSNYKERE-MCXQHLNYSA-N	706.4516796			MMDBc0002335
BASm0014537	Pestalotiopsol B	Pestalotiopsol B is a polyketide compound. There is limited literature available on this metabolite, and as such, detailed information regarding its biological activities and potential applications remains scarce.		Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(/CO)[C@@]([H])(O)[C@@]([H])(O)C(\[H])=C(\[H])C	C11H18O3	InChI=1S/C11H18O3/c1-3-5-7-9(8-12)11(14)10(13)6-4-2/h3-7,10-14H,8H2,1-2H3/b5-3+,6-4-,9-7-/t10-,11+/m0/s1	QPHIDXVWDBPNIM-DPCQOWFFSA-N	198.1255944			MMDBc0002346
BASm0014538	Butyrolactone VII			Expected Solid	CCOC(=O)[C@]1(CC2=CC(CC=C(C)C)=C(O)C=C2)OC(=O)C(O)=C1C1=CC=C(O)C=C1	C25H26O7	InChI=1S/C25H26O7/c1-4-31-24(30)25(14-16-6-12-20(27)18(13-16)7-5-15(2)3)21(22(28)23(29)32-25)17-8-10-19(26)11-9-17/h5-6,8-13,26-28H,4,7,14H2,1-3H3/t25-/m1/s1	VDBCMUZSRZGQBK-RUZDIDTESA-N	438.1678532			MMDBc0002347
BASm0014539	Aculeatusquinone C	Aculeatusquinone C is a quinone compound belonging to the class of natural products. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(O)C(O)=C(C)C(=O)[C@@]([H])(OC2=CC(C)=CC(O)=C2C)[C@]1(C)OC	C17H22O6	InChI=1S/C17H22O6/c1-8-6-11(18)9(2)12(7-8)23-16-14(20)10(3)13(19)15(21)17(16,4)22-5/h6-7,15-16,18-19,21H,1-5H3/t15-,16+,17+/m0/s1	VLBYFJQRLHIMDC-GVDBMIGSSA-N	322.1416384			MMDBc0002348
BASm0014540	Somamide B			Expected Solid	[H]\C(C)=C1\N=C(O)[C@@]([H])(N=C(O)[C@]([H])(CCC(O)=N)N=C(O)CCC)[C@@]([H])(C)OC(=O)[C@@]([H])(N=C(O)[C@]([H])(CC2=CC=C(O)C=C2)N(C)C(=O)[C@]([H])(CC2=CC=CC=C2)N2C(=O)[C@]([H])(CC[C@@]2([H])O)N=C1O)C(C)C	C46H62N8O12	InChI=1S/C46H62N8O12/c1-7-12-36(57)48-31(19-21-35(47)56)41(60)52-39-26(5)66-46(65)38(25(3)4)51-42(61)33(23-28-15-17-29(55)18-16-28)53(6)45(64)34(24-27-13-10-9-11-14-27)54-37(58)22-20-32(44(54)63)50-40(59)30(8-2)49-43(39)62/h8-11,13-18,25-26,31-34,37-39,55,58H,7,12,19-24H2,1-6H3,(H2,47,56)(H,48,57)(H,49,62)(H,50,59)(H,51,61)(H,52,60)/b30-8-/t26-,31+,32+,33+,34+,37-,38+,39+/m1/s1	QNGONASSDVVIFN-UAMDCIPZSA-N	918.4487195			MMDBc0002350
BASm0014541	Coenzyme Q10			Expected Solid	COC1=C(OC)C(=O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(\C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C1=O	C59H90O4	InChI=1S/C59H90O4/c1-44(2)24-15-25-45(3)26-16-27-46(4)28-17-29-47(5)30-18-31-48(6)32-19-33-49(7)34-20-35-50(8)36-21-37-51(9)38-22-39-52(10)40-23-41-53(11)42-43-55-54(12)56(60)58(62-13)59(63-14)57(55)61/h24,26,28,30,32,34,36,38,40,42H,15-23,25,27,29,31,33,35,37,39,41,43H2,1-14H3/b45-26+,46-28+,47-30-,48-32+,49-34+,50-36+,51-38+,52-40+,53-42+	ACTIUHUUMQJHFO-NBZSDRGLSA-N	862.6839114			MMDBc0002376
BASm0014542	Ganosporeric acid A			Expected Solid	[H]C(C)(CC(=O)CC([H])(C)[C@@]1([H])CC(=O)C2(C)C3=C(C(=O)C(=O)C12C)C1(C)CCC(=O)C(C)(C)[C@]1([H])CC3=O)C(O)=O	C30H38O8	InChI=1S/C30H38O8/c1-14(10-16(31)11-15(2)26(37)38)17-12-21(34)30(7)22-18(32)13-19-27(3,4)20(33)8-9-28(19,5)23(22)24(35)25(36)29(17,30)6/h14-15,17,19H,8-13H2,1-7H3,(H,37,38)/t14?,15?,17-,19+,28?,29?,30?/m1/s1	AKWNYHCILPEENZ-XGWBMVNSSA-N	526.2566682			MMDBc0002385
BASm0014543	Alpha-Panasinsen	Alpha-Panasinsen is a secondary metabolite belonging to the class of terpenoids. There is limited literature available on this compound, and further research is needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@]12CC[C@@]3(C)CCC=C(C)[C@@]13CC2(C)C	C15H24	InChI=1S/C15H24/c1-11-6-5-8-14(4)9-7-12-13(2,3)10-15(11,12)14/h6,12H,5,7-10H2,1-4H3/t12-,14+,15-/m0/s1	WHXUZXDWQKUIJL-CFVMTHIKSA-N	204.1878008			MMDBc0002400
BASm0014544	2,5-Dimethylresorcinol	2,5-Dimethylresorcinol is a phenolic compound belonging to the chemical class of resorcinols. It is a metabolite that has garnered attention in biomedical research due to its interactions with various reactive carbonyls. Studies have explored the reactions between malondialdehyde and 2,5-dimethylresorcinol, among other phenolic compounds, to determine if this lipid oxidation product is trapped by phenolics, akin to other reactive carbonyls, and to elucidate the chemical structures of the resulting adducts (PMID:36933433). Additionally, the compound has been investigated for its reactivity with 4,5-epoxy-2-hexenal, 4,5-epoxy-2-heptenal, and 4,5-epoxy-2-decenal, highlighting its potential biological significance and the need for further understanding of its chemical behavior (PMID:28764018). The insights gained from these studies may contribute to a broader understanding of lipid peroxidation processes and the role of phenolic compounds in biological systems.		Expected Solid	CC1=CC(O)=C(C)C(O)=C1	C8H10O2	InChI=1S/C8H10O2/c1-5-3-7(9)6(2)8(10)4-5/h3-4,9-10H,1-2H3	GHVHDYYKJYXFGU-UHFFFAOYSA-N	138.0680796			MMDBc0002477
BASm0014545	Communesin I	Communesin I is a complex alkaloid belonging to the chemical class of epoxides. This metabolite has garnered attention in the field of medicinal chemistry due to its structural uniqueness and potential biological activities. The modularity of synthetic approaches has allowed for the rapid synthesis of various epoxide-containing members of the communesin family from a single heterodimeric intermediate, which includes the first total synthesis of communesins C-E, and G-I. This advancement also facilitated a stereochemical revision of (-)-communesin I, marking it as the most recently isolated communesin alkaloid (PMID:31422662). The exploration of communesin I and its derivatives may provide insights into their biological functions and therapeutic potential, particularly in the context of their interaction with biological systems.		Expected Solid	[H][C@](O)(CCC)CC(=O)N1CC[C@@]23C4=CC=CC=C4N[C@]4([H])N(C)C5=CC=CC6=C5[C@]24CCN([C@@]13[H])[C@]6([H])[C@@]1([H])OC1(C)C	C32H40N4O3	InChI=1S/C32H40N4O3/c1-5-9-19(37)18-24(38)35-16-14-31-21-11-6-7-12-22(21)33-28-32(31)15-17-36(29(31)35)26(27-30(2,3)39-27)20-10-8-13-23(25(20)32)34(28)4/h6-8,10-13,19,26-29,33,37H,5,9,14-18H2,1-4H3/t19-,26-,27+,28+,29+,31-,32-/m0/s1	MDCQGUSSMLOSLN-RQIFQPJOSA-N	528.3100412			MMDBc0002484
BASm0014546	Chaetomugilin I	Chaetomugilin I is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(C)=C(\C)C(=O)C[C@@]1([H])C2=COC(=CC2=C(Cl)C(=O)[C@@]1(C)O)C(\[H])=C(/[H])[C@@]([H])(C)[C@@]([H])(C)O	C22H27ClO5	InChI=1S/C22H27ClO5/c1-6-12(2)19(25)10-18-17-11-28-15(8-7-13(3)14(4)24)9-16(17)20(23)21(26)22(18,5)27/h6-9,11,13-14,18,24,27H,10H2,1-5H3/b8-7+,12-6+/t13-,14-,18+,22+/m1/s1	BYFBAJVBSPNIFS-YJTDBNEFSA-N	406.1547017			MMDBc0002488
BASm0014547	Diacetoxyscirpenol			Expected Solid	[H][C@@]1(O)[C@@]([H])(OC(C)=O)[C@@]2(C)C3(CO3)[C@]1([H])O[C@]1([H])C=C(C)CC[C@]21COC(C)=O	C19H26O7	InChI=1S/C19H26O7/c1-10-5-6-18(8-23-11(2)20)13(7-10)26-16-14(22)15(25-12(3)21)17(18,4)19(16)9-24-19/h7,13-16,22H,5-6,8-9H2,1-4H3/t13-,14-,15-,16-,17-,18-,19?/m1/s1	AUGQEEXBDZWUJY-OJDFBNRNSA-N	366.1678532			MMDBc0002514
BASm0014548	Pseudotrienic acid A	Pseudotrienic acid A is a member of the fatty acid chemical class. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(CCN=C(O)[C@@]([H])(C)[C@@]([H])(O)CN=C(O)C\C([H])=C(/C)\C(\[H])=C(/[H])C([H])(O)CCCCCCCCC)=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])C(O)=O	C31H50N2O6	InChI=1S/C31H50N2O6/c1-4-5-6-7-8-11-14-17-27(34)21-19-25(2)20-22-29(36)33-24-28(35)26(3)31(39)32-23-16-13-10-9-12-15-18-30(37)38/h9-10,12-13,15,18-21,26-28,34-35H,4-8,11,14,16-17,22-24H2,1-3H3,(H,32,39)(H,33,36)(H,37,38)/b12-9+,13-10+,18-15+,21-19+,25-20+/t26-,27?,28-/m0/s1	WBVCUTBXBMPSBQ-UQLNNEGESA-N	546.3668873			MMDBc0002522
BASm0014549	(all-E,2R,2'R)-2-(4-hydroxy-3-methylbut-2-enyl)-2'-(3-methylbut-2-enyl)--1',2'-dihydro-β,ψ-caroten-1'-ol	(all-E,2R,2'R)-2-(4-hydroxy-3-methylbut-2-enyl)-2'-(3-methylbut-2-enyl)--1',2'-dihydro-β,ψ-caroten-1'-ol is a carotenoid derivative. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(C[C@@]1([H])CCC(C)=C(\C([H])=C(/[H])\C(\C)=C(/[H])\C(\[H])=C(/[H])\C(\C)=C(/[H])\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)CC[C@]([H])(CC=C(C)C)C(C)(C)O)C1(C)C)=C(\C)CO	C50H74O2	InChI=1S/C50H74O2/c1-38(2)27-32-47(50(12,13)52)34-28-42(6)25-18-24-41(5)23-16-21-39(3)19-14-15-20-40(4)22-17-26-43(7)30-36-48-45(9)31-35-46(49(48,10)11)33-29-44(8)37-51/h14-27,29-30,36,46-47,51-52H,28,31-35,37H2,1-13H3/b15-14+,21-16+,22-17+,24-18+,36-30+,39-19+,40-20+,41-23+,42-25+,43-26+,44-29+/t46-,47-/m0/s1	UOGZNTWAFCMEMT-CRMHKKGUSA-N	706.5688816			MMDBc0002553
BASm0014550	Ficiolide I	Ficiolide I is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@](C)(O)CC[C@]([H])(O)C=CC(=O)O[C@]([H])(C)CC[C@]([H])(O)C=CC(=O)OC	C17H28O7	InChI=1S/C17H28O7/c1-12(18)4-6-14(19)9-11-17(22)24-13(2)5-7-15(20)8-10-16(21)23-3/h8-15,18-20H,4-7H2,1-3H3/t12-,13-,14+,15+/m1/s1	VEDYDEVHOOQRCN-KBXIAJHMSA-N	344.1835032			MMDBc0002560
BASm0014551	Cereulide	Cereulide is a cyclic peptide and a member of the chemical class of toxins produced by certain strains of Bacillus cereus. Its chemical structure consists of a 3,4-dehydro-2-methyl-3-phenyl-2-pyrrolidinone core, which contributes to its heat-stability and emetic properties. Cereulide is synthesized via a non-ribosomal peptide synthetase pathway, specifically encoded by the cereulide synthetase (ces) genes, which have been identified in various isolates of B. cereus (PMID:40378489). This toxin is implicated in foodborne intoxication, particularly associated with rice products, and is linked to severe clinical outcomes (PMID:39631214). The biosynthesis of cereulide is often accompanied by other virulence factors such as hemolysins and phospholipases (PMID:40378489), and its presence can be detected in food samples, highlighting the pathogen's risk to food safety (PMID:39942077). Additionally, cereulide-producing strains exhibit specific toxin types that correlate with complicated clinical disorders (PMID:39849755). Recent studies have also explored detection methods targeting ces genes, emphasizing the importance of monitoring these toxins in food safety practices (PMID:40467226).		Expected Solid	[H][C@]1(C)N=C(O)[C@@]([H])(CC(C)C)OC(=O)[C@@]([H])(N=C(O)[C@@]([H])(OC(=O)[C@@]([H])(C)N=C(O)[C@@]([H])(CC(C)C)OC(=O)[C@@]([H])(N=C(O)[C@@]([H])(OC(=O)[C@@]([H])(C)N=C(O)[C@@]([H])(CC(C)C)OC(=O)[C@@]([H])(N=C(O)[C@@]([H])(OC1=O)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C	C57H96N6O18	InChI=1S/C57H96N6O18/c1-25(2)22-37-46(64)58-34(19)52(70)79-44(32(15)16)50(68)62-41(29(9)10)56(74)77-39(24-27(5)6)48(66)60-36(21)54(72)81-45(33(17)18)51(69)63-42(30(11)12)57(75)78-38(23-26(3)4)47(65)59-35(20)53(71)80-43(31(13)14)49(67)61-40(28(7)8)55(73)76-37/h25-45H,22-24H2,1-21H3,(H,58,64)(H,59,65)(H,60,66)(H,61,67)(H,62,68)(H,63,69)/t34-,35-,36-,37-,38-,39-,40+,41+,42+,43+,44+,45+/m1/s1	JWWAHGUHYLWQCQ-UHZBFKKDSA-N	1152.67811			MMDBc0002569
BASm0014552	Cyanopeptolin C			Expected Solid	[H][C@@](CC(O)=O)(N=C(O)CCCCC)C(O)=N[C@]1([H])C(O)=N[C@@]([H])(CCCCNC)C(O)=N[C@@]2([H])CC[C@@]([H])(O)N(C2=O)[C@@]([H])(CC(C)C)C(=O)N(C)[C@@]([H])(CC2=CC=CC=C2)C(O)=N[C@@]([H])(C(C)C)C(=O)O[C@]1([H])C	C47H74N8O12	InChI=1S/C47H74N8O12/c1-9-10-12-20-36(56)49-33(26-38(58)59)42(61)53-40-29(6)67-47(66)39(28(4)5)52-43(62)34(25-30-17-13-11-14-18-30)54(8)46(65)35(24-27(2)3)55-37(57)22-21-32(45(55)64)51-41(60)31(50-44(40)63)19-15-16-23-48-7/h11,13-14,17-18,27-29,31-35,37,39-40,48,57H,9-10,12,15-16,19-26H2,1-8H3,(H,49,56)(H,50,63)(H,51,60)(H,52,62)(H,53,61)(H,58,59)/t29-,31+,32+,33+,34+,35+,37-,39+,40+/m1/s1	QOZZMIMTOTZWNP-KWOQDFNWSA-N	942.5426199			MMDBc0002575
BASm0014553	Carnemycin B			Expected Solid	CCCC=CC=CCCC1=CC(O)=C(C2OC(CO)C(O)C(O)C2O)C(O)=C1C(=O)OC	C23H32O9	InChI=1S/C23H32O9/c1-3-4-5-6-7-8-9-10-13-11-14(25)17(19(27)16(13)23(30)31-2)22-21(29)20(28)18(26)15(12-24)32-22/h5-8,11,15,18,20-22,24-29H,3-4,9-10,12H2,1-2H3	GNMYZMZOACOUID-UHFFFAOYSA-N	452.2046326			MMDBc0002576
BASm0014554	Syringostatin A	Syringostatin A is a cyclic lipodepsinonapeptide, a chemical class known for its bioactive properties. This metabolite has garnered attention in biomedical literature due to its antifungal and fungicidal activities against various medically important isolates. Studies have shown that syringostatin A exhibits similar antifungal efficacy to syringomycin E, with activity ranging from 2.5 to over 40 micrograms/ml, while also demonstrating comparable erythrocyte toxicity (PMID:9124827). Additionally, research has identified syringostatin A alongside other metabolites, such as syringomycin E and syringotoxin, produced by specific strains of microorganisms, indicating its potential role in microbial interactions (PMID:11312513). The kinetic parameters of syringostatin A channels have been estimated in negatively charged bilayer lipid membranes, providing insights into its mechanism of action at the cellular level (PMID:16706157). Overall, syringostatin A represents a significant compound within its chemical class, with implications for both microbiology and potential therapeutic applications.		Expected Solid	[H]C(C)=C1N=C(O)C(N=C(O)C(CCCN)N=C(O)C(CCO)N=C(O)C(CCN)N=C(O)C(CCN)N=C(O)C(COC(=O)C(N=C(O)C(N=C1O)C(O)C(O)=O)C(O)CCl)N=C(O)CC(O)CCCCCCCCCCC)C(C)O	C50H87ClN12O18	InChI=1S/C50H87ClN12O18/c1-4-6-7-8-9-10-11-12-13-15-28(66)24-36(68)55-34-26-81-50(80)38(35(67)25-51)62-48(77)39(40(69)49(78)79)63-41(70)29(5-2)56-47(76)37(27(3)65)61-45(74)30(16-14-20-52)57-44(73)33(19-23-64)60-43(72)31(17-21-53)58-42(71)32(18-22-54)59-46(34)75/h5,27-28,30-35,37-40,64-67,69H,4,6-26,52-54H2,1-3H3,(H,55,68)(H,56,76)(H,57,73)(H,58,71)(H,59,75)(H,60,72)(H,61,74)(H,62,77)(H,63,70)(H,78,79)/b29-5-	SOKGGVHELUKAFO-SDYNXESYSA-N	1178.594982			MMDBc0002579
BASm0014555	Adipyl-7-aminocephalosporanic acid	Adipyl-7-aminocephalosporanic acid is a member of the cephalosporin class of antibiotics. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@@]2([H])N=C(O)CCCCC(O)=O)C(O)=O	C16H20N2O8S	InChI=1S/C16H20N2O8S/c1-8(19)26-6-9-7-27-15-12(14(23)18(15)13(9)16(24)25)17-10(20)4-2-3-5-11(21)22/h12,15H,2-7H2,1H3,(H,17,20)(H,21,22)(H,24,25)/t12-,15-/m1/s1	SDDISZQGGKXBSJ-IUODEOHRSA-N	400.0940368			MMDBc0002584
BASm0014556	Aspergillicin C			Expected Solid	[H][C@](C)(CC)[C@@]1([H])N=C(O)[C@@]([H])(N=C(C)O)[C@@]([H])(C)OC(=O)[C@@]([H])(N=C(O)[C@]([H])(CC2=CC=CC=C2)N(C)C(=O)[C@]2([H])CCCN2C(=O)[C@]2([H])CCCN2C1=O)C(C)C	C37H54N6O8	InChI=1S/C37H54N6O8/c1-8-22(4)30-36(49)43-19-13-17-27(43)35(48)42-18-12-16-26(42)34(47)41(7)28(20-25-14-10-9-11-15-25)32(45)39-29(21(2)3)37(50)51-23(5)31(33(46)40-30)38-24(6)44/h9-11,14-15,21-23,26-31H,8,12-13,16-20H2,1-7H3,(H,38,44)(H,39,45)(H,40,46)/t22-,23+,26-,27-,28-,29-,30+,31-/m0/s1	HYRQCHAOLBRARM-JOVZOZRWSA-N	710.4003127			MMDBc0002590
BASm0014557	Arisugacin D	Arisugacin D is a five α-pyrone meroterpenoid, a chemical class characterized by the fusion of terpenoid and polyketide structures. This compound was isolated from the marine fungus Penicillium sp., alongside other related metabolites, highlighting the rich chemical diversity produced by this organism (PMID:27067533). The unique structural features of arisugacin D contribute to its potential biological activities, although specific biological functions and mechanisms of action remain to be fully elucidated. The exploration of such metabolites is significant as they may serve as leads for the development of new therapeutic agents, emphasizing the importance of marine-derived compounds in drug discovery. Further research into arisugacin D and its analogs could reveal valuable insights into their pharmacological properties and applications in medicine.		Expected Solid	COC1=CC=C(C=C1)C1=CC2=C(C[C@@]3(O)[C@@](C)(CC[C@@]4(O)C(C)(C)[C@@H](CC[C@]34C)OC(C)=O)O2)C(=O)O1	C29H36O8	InChI=1S/C29H36O8/c1-17(30)35-23-11-12-26(4)28(32,25(23,2)3)14-13-27(5)29(26,33)16-20-22(37-27)15-21(36-24(20)31)18-7-9-19(34-6)10-8-18/h7-10,15,23,32-33H,11-14,16H2,1-6H3/t23-,26+,27-,28-,29+/m1/s1	LHKWCVMCNOROFZ-MCPFUKIPSA-N	512.2410181			MMDBc0002604
BASm0014558	Syringolide 1	Syringolide 1 is a phytotoxin belonging to the class of plant metabolites known as syringolides. This compound has been shown to interact specifically with soluble proteins in soybean leaf extracts, with a notable binding affinity characterized by a Kd value of 8.7 nM (PMID:12237390). The binding activity is attributed to a 34-kDa protein isolated using a syringolide affinity-gel column (PMID:9501258). Notably, syringolide 1 does not exhibit ligand-specific binding to the microsomal fraction of these extracts (PMID:12237390). Furthermore, competition studies indicate a direct correlation between the binding affinity of syringolide 1 and its elicitor activity, suggesting its role in plant defense mechanisms (PMID:12237390). In biological assays, syringolide 1 has been demonstrated to trigger significant physiological responses, such as Ca2+ influx, K+ efflux, and extracellular alkalization in soybean cells that carry the disease-resistance gene Rpg4, while showing no effect in rpg4 cultivars (PMID:12226392). These findings highlight the potential role of syringolide 1 in mediating plant defense responses against pathogens.		Expected Solid	[H][C@@]1(O)CO[C@@]23COC(=O)[C@]2([H])[C@@](O)(CCCCC)O[C@@]13[H]	C13H20O6	InChI=1S/C13H20O6/c1-2-3-4-5-13(16)9-11(15)17-7-12(9)10(19-13)8(14)6-18-12/h8-10,14,16H,2-7H2,1H3/t8-,9+,10+,12+,13-/m1/s1	KFHLOSLXXIXBMW-YTCQTTRASA-N	272.1259884			MMDBc0002608
BASm0014559	Asterriquinone B1	Asterriquinone B1 is a secondary metabolite belonging to the class of quinones. This compound was identified in a fungal extract through a screening process utilizing the CHO.IR cell line, highlighting its potential biological activity (PMID:11712414). The structural complexity of asterriquinone B1 has been addressed in synthetic studies, which have demonstrated a short and convergent synthesis route for both asterriquinone B1 and its demethylated derivative, demethylasterriquinone B1 (PMID:11269708). The unique chemical properties of asterriquinone B1, along with its biosynthetic origins in fungi, suggest that it may play a role in ecological interactions or possess pharmacological potential, warranting further investigation into its biological effects and mechanisms of action.		Expected Solid	COC1=C(C2=CNC3=C(CC=C(C)C)C=CC=C23)C(=O)C(OC)=C(C2=C(NC3=CC=CC=C23)C(C)(C)C=C)C1=O	C34H34N2O4	InChI=1S/C34H34N2O4/c1-8-34(4,5)33-25(22-13-9-10-15-24(22)36-33)27-30(38)31(39-6)26(29(37)32(27)40-7)23-18-35-28-20(17-16-19(2)3)12-11-14-21(23)28/h8-16,18,35-36H,1,17H2,2-7H3	RTPUFVIDLSEXOV-UHFFFAOYSA-N	534.2518576			MMDBc0002625
BASm0014560	Chloropestolide F	Chloropestolide F is a chlorinated natural product belonging to the class of secondary metabolites. There is little literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12O[C@]1(CC=C(C)C)[C@]([H])(O)\C(C[C@]2([H])O)=C1/C=C(C)C[C@@]2(C(=O)CO)[C@]1([H])C(OC)=C(Cl)C(=O)[C@]21OC(=O)C2=C(O)C=C(C)C=C2O1	C33H35ClO11	InChI=1S/C33H35ClO11/c1-14(2)6-7-32-27(39)18(11-20(37)29(32)44-32)17-8-16(4)12-31(22(38)13-35)24(17)26(42-5)25(34)28(40)33(31)43-21-10-15(3)9-19(36)23(21)30(41)45-33/h6,8-10,20,24,27,29,35-37,39H,7,11-13H2,1-5H3/b18-17+/t20-,24-,27+,29-,31+,32+,33-/m0/s1	BETJPYMBAGJTRK-RCCJNJTDSA-N	642.1867896			MMDBc0002630
BASm0014561	Asperpyrone E	Asperpyrone E is a naphtho-γ-pyrone, a chemical class known for its diverse biological activities and potential applications in pharmacology. This metabolite has been identified in various studies focusing on secondary metabolites produced by fungi. Specifically, Aspergillus tubingensis G131, a non-toxigenic strain, has been reported to yield several naphtho-γ-pyrones, including asperpyrone E, alongside other compounds such as aurasperone A and fonsecin (PMID:31878243). Additionally, bioactivity-guided fractionation of extracts from Aspergillus niger, an endophytic fungus associated with the Chinese liverwort Heteroscyphus tener, has led to the isolation of asperpyrone E among other naphtho-γ-pyrones, indicating its potential cytotoxic properties (PMID:31878243). The presence of such metabolites suggests a role in the ecological interactions of these fungi, possibly contributing to their competitive advantage in various environments. Further research into the biochemical pathways and biological functions of asperpyrone E may reveal insights into its mechanisms of action and potential therapeutic uses.		Expected Solid	COC1=CC2=C(C(O)=C3C(=O)C=C(C)CC3=C2C(OC)=C1)C1=C(OC)C2=C3OC(C)=CC(O)=C3C(O)=CC2=CC1=O	C32H26O9	InChI=1S/C32H26O9/c1-13-6-17-25-18(11-16(38-3)12-23(25)39-4)27(30(37)26(17)19(33)7-13)29-22(36)10-15-9-21(35)28-20(34)8-14(2)41-32(28)24(15)31(29)40-5/h7-12,34-35,37H,6H2,1-5H3	KVCRJELRKNDEHT-UHFFFAOYSA-N	554.1576824			MMDBc0002634
BASm0014562	Asperdemin	Asperdemin is a meroterpenoid, a chemical class characterized by the combination of terpenoid and non-terpenoid components. This compound was identified as a metabolite from the marine-derived fungus Aspergillus versicolor, alongside two novel meroterpenoids, Asperversins A and B, which possess an unusual 5/6/6/6 ring system, as well as five new analogues. The structural complexity of meroterpenoids like asperdemin highlights their potential biological significance, particularly in the context of natural product chemistry. The diverse chemical structures within this class suggest a variety of possible bioactivities, which may be of interest for further pharmacological exploration. The discovery of asperdemin and its related compounds underscores the rich chemical diversity found in marine fungi and their potential applications in drug discovery and development (PMID:29882867).		Expected Solid	[H][C@@]1(O)C[C@@]2(C)OC3=C(C[C@]2([H])[C@]2(C)[C@]1([H])C(C)(C)OC(=O)C[C@]2([H])O)C(=O)OC(C)=C3	C21H28O7	InChI=1S/C21H28O7/c1-10-6-13-11(18(25)26-10)7-14-20(4,27-13)9-12(22)17-19(2,3)28-16(24)8-15(23)21(14,17)5/h6,12,14-15,17,22-23H,7-9H2,1-5H3/t12-,14+,15+,17+,20-,21+/m1/s1	VSZQTZRSJAGTKI-WRFKWHTOSA-N	392.1835032			MMDBc0002640
BASm0014563	Sterhirsutin A	Sterhirsutin A is a natural product belonging to the class of flavonoids. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C1=C([H])/C(C)(C)C\C([H])=C(C)\CC[C@@]2([H])CC3=C(O[C@]2(C)C1)C(=O)[C@]1([H])C[C@@]2([H])C[C@@](C)(C[C@@]2([H])[C@]31C)C(O)=O	C30H42O4	InChI=1S/C30H42O4/c1-18-8-9-20-15-22-25(34-29(20,5)12-7-11-27(2,3)13-10-18)24(31)21-14-19-16-28(4,26(32)33)17-23(19)30(21,22)6/h7,10-11,19-21,23H,8-9,12-17H2,1-6H3,(H,32,33)/b11-7+,18-10+/t19-,20-,21-,23+,28-,29+,30-/m0/s1	HWSXFPLTMMDVHW-UMWJBOMUSA-N	466.3083098			MMDBc0002641
BASm0014564	Tsugarioside B			Expected Solid	[H]\C(C[C@@]([H])(C(=O)OC1([H])OCC([H])(O)C([H])(O)C1([H])O)[C@@]1([H])CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@@]([H])(OC(C)=O)C(C)(C)[C@]1([H])CC3)=C(/C)C(C)=C	C38H58O8	InChI=1S/C38H58O8/c1-21(2)22(3)10-11-24(33(43)46-34-32(42)31(41)28(40)20-44-34)25-14-18-38(9)27-12-13-29-35(5,6)30(45-23(4)39)16-17-36(29,7)26(27)15-19-37(25,38)8/h10,24-25,28-32,34,40-42H,1,11-20H2,2-9H3/b22-10-/t24-,25-,28?,29+,30-,31?,32?,34?,36-,37-,38+/m1/s1	RJBCIJBIKBHZMX-YSGIITALSA-N	642.4131688			MMDBc0002650
BASm0014565	Malyngamide J			Expected Solid	[H]\C(CCC(O)=NCCC(=C)[C@]12O[C@@]1([H])[C@]([H])(OC1([H])OCC([H])(OC)C([H])(O)C1([H])OC)C=C(C)C2=O)=C(\[H])C[C@]([H])(CCCCCCC)OC	C33H53NO9	InChI=1S/C33H53NO9/c1-7-8-9-10-12-15-24(38-4)16-13-11-14-17-27(35)34-19-18-23(3)33-30(37)22(2)20-25(31(33)43-33)42-32-29(40-6)28(36)26(39-5)21-41-32/h11,13,20,24-26,28-29,31-32,36H,3,7-10,12,14-19,21H2,1-2,4-6H3,(H,34,35)/b13-11+/t24-,25+,26?,28?,29?,31-,32?,33+/m0/s1	UZMVEOVJASEKLP-BYPNWZLWSA-N	607.3720323			MMDBc0002653
BASm0014566	Prelactone C	Prelactone C is a member of the chemical class of natural products known as pyranones. This metabolite has garnered attention in the field of organic chemistry due to its biological significance and potential applications. The synthesis of (+)-Prelactone C has been achieved through catalytic, asymmetric hetero Diels-Alder reactions, which demonstrate its relevance in the development of biologically important compounds (PMID:12656612). Additionally, these methodologies have been successfully applied to the concise syntheses of other natural derivatives, underscoring the compound's importance in medicinal chemistry (PMID:12656612). The precise synthesis of (+)-prelactone C has been highlighted in various studies, showcasing its potential utility in further biological investigations (PMID:11922823). Overall, Prelactone C serves as an intriguing subject for research, bridging the gap between synthetic organic chemistry and biological applications.		Expected Solid	[H]\C(C)=C(\[H])[C@@]1([H])OC(=O)C[C@@]([H])(O)[C@]1([H])C	C9H14O3	InChI=1S/C9H14O3/c1-3-4-8-6(2)7(10)5-9(11)12-8/h3-4,6-8,10H,5H2,1-2H3/b4-3+/t6-,7+,8+/m0/s1	UHQLZADFLWDALF-WDNVJQORSA-N	170.0942943			MMDBc0002682
BASm0014567	Aflavinine	Aflavinine is a secondary metabolite belonging to the class of aflavinines, which are produced by certain fungi, particularly Aspergillus species. This compound is notable for its role in the biosynthetic pathways of various sclerotial metabolites, as evidenced by the decrease in its production in the OE::zfpA mutant of Aspergillus flavus (PMID:40262766). Aflavinine is part of a broader array of metabolites identified in A. flavus, which includes other compounds such as aflatoxins and hydroxyaflavinine (PMID:39130166). Recent studies suggest that aflavinine analogs may possess pharmacological potential, serving as lead compounds for drug development targeting NPC1L1 and α-glucosidase (PMID:38067659). Moreover, profiling of secondary metabolites has revealed elevated levels of aflavinine isomers during specific developmental stages of sclerotia (PMID:35183336). The structural complexity of aflavinines, including aflavinine, has been addressed through innovative synthetic approaches, such as a stereoselective tandem intramolecular Diels-Alder cycloaddition, allowing for efficient access to its functionalized core (PMID:31368715). Understanding the biosynthetic and synthetic pathways of aflavinine may facilitate the exploration of its biological activities and applications in medicine.		Expected Solid	[H][C@@]1(C)CC[C@@]2(C)[C@]([H])(C)CC[C@]([H])(O)[C@]22CCC(C(C)C)=C(C3=CNC4=CC=CC=C34)[C@]12[H]	C28H39NO	InChI=1S/C28H39NO/c1-17(2)20-13-15-28-24(30)11-10-19(4)27(28,5)14-12-18(3)26(28)25(20)22-16-29-23-9-7-6-8-21(22)23/h6-9,16-19,24,26,29-30H,10-15H2,1-5H3/t18-,19-,24+,26+,27+,28+/m1/s1	LXZADDNPPHIYMD-QQVIWQHHSA-N	405.3031649			MMDBc0002694
BASm0014568	1-hydroxyeremophil-7(11),9(10)-dien-8-one	1-hydroxyeremophil-7(11),9(10)-dien-8-one is a sesquiterpenoid, a class of terpenes consisting of three isoprene units. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H]C1(O)CC[C@]([H])(C)[C@@]2(C)CC(=C(C)C)C(=O)C=C12	C15H22O2	InChI=1S/C15H22O2/c1-9(2)11-8-15(4)10(3)5-6-13(16)12(15)7-14(11)17/h7,10,13,16H,5-6,8H2,1-4H3/t10-,13?,15+/m0/s1	QGDQQZUIBMCIHH-NXGPAIQASA-N	234.1619799			MMDBc0002703
BASm0014569	Ophiobolin B lactone	Ophiobolin B lactone is a bicyclic lactone belonging to the class of natural products known as sesterterpenes. There is limited literature available on this metabolite, with few studies detailing its biological activities or potential applications.		Expected Solid	[H]\C1=C2/C(=O)O[C@@]3([H])C[C@@](C)(O)[C@@]([H])(C[C@@]4(C)CC[C@](O)([C@@]([H])(C)CCC=C(C)C)[C@]4([H])C1)[C@@]23[H]	C25H38O4	InChI=1S/C25H38O4/c1-15(2)7-6-8-16(3)25(28)12-11-23(4)13-18-21-17(9-10-20(23)25)22(26)29-19(21)14-24(18,5)27/h7,9,16,18-21,27-28H,6,8,10-14H2,1-5H3/b17-9+/t16-,18-,19-,20+,21+,23+,24+,25-/m0/s1	QQIDJUCXUQXXFU-MIOWFVLLSA-N	402.2770097			MMDBc0002707
BASm0014570	methyl 13-methyltetradecanoate	methyl 13-methyltetradecanoate is a fatty acid ester belonging to the class of methyl esters. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	COC(=O)CCCCCCCCCCCC(C)C	C16H32O2	InChI=1S/C16H32O2/c1-15(2)13-11-9-7-5-4-6-8-10-12-14-16(17)18-3/h15H,4-14H2,1-3H3	OGGUSDOXMVVCIX-UHFFFAOYSA-N	256.2402303			MMDBc0002714
BASm0014571	Tryptoquialanine B	Tryptoquialanine B is a tryptoquivaline-like metabolite that belongs to the class of secondary metabolites produced by fungi. This compound has been isolated from fungal cultures cultivated on solid medium, highlighting its potential as a novel natural product with unique chemical properties. The biosynthesis of tryptoquialanine B has also been observed on citrus fruits, suggesting a possible ecological role or interaction between the fungi and the fruit hosts (PMID:12381117). The structural characteristics and specific biological activities of tryptoquialanine B remain subjects of ongoing research, as understanding these properties could reveal its potential applications in pharmaceuticals or agriculture. The exploration of such metabolites is crucial, as they may exhibit bioactive properties that contribute to the development of new therapeutic agents or natural pesticides. Overall, tryptoquialanine B represents an intriguing area of study within the realm of natural product chemistry and its implications in biological systems.		Expected Solid	[H][C@@](C)(OC(C)=O)C1=NC2=CC=CC=C2C(=O)N1[C@]1([H])C[C@]2(OC1=O)C1=CC=CC=C1N1C(=O)[C@]([H])(C)N(O)[C@@]21[H]	C26H24N4O7	InChI=1S/C26H24N4O7/c1-13-22(32)29-19-11-7-5-9-17(19)26(25(29)30(13)35)12-20(24(34)37-26)28-21(14(2)36-15(3)31)27-18-10-6-4-8-16(18)23(28)33/h4-11,13-14,20,25,35H,12H2,1-3H3/t13-,14-,20+,25-,26-/m0/s1	UNRJSEBGHKFHQK-NHYRABQJSA-N	504.1644991			MMDBc0002725
BASm0014572	Gliocladic acid			Expected Solid	[H]\C(=C(\CO)C(O)=O)[C@@]1([H])C=C(CO)CC[C@]1([H])C(C)C	C14H22O4	InChI=1S/C14H22O4/c1-9(2)13-4-3-10(7-15)5-11(13)6-12(8-16)14(17)18/h5-6,9,11,13,15-16H,3-4,7-8H2,1-2H3,(H,17,18)/b12-6+/t11-,13-/m1/s1	SLVSUVFUFJKMCV-URFGDBDFSA-N	254.1518092			MMDBc0002726
BASm0014573	Asperpyrone A	Asperpyrone A is a natural compound belonging to the chemical class of naphtho-γ-pyrones, isolated from the fungus Aspergillus niger. This metabolite has garnered attention due to its diverse biological activities, including antitumor, antimicrobial, and antioxidant properties (PMID:31612613). Chemical investigations have revealed its presence in various fungal strains, contributing to the understanding of secondary metabolites within these organisms (PMID:32163284). Notably, Asperpyrone A has been shown to inhibit RANKL-induced osteoclastogenesis in a dose-dependent manner, demonstrating its potential as a therapeutic agent in osteoporosis management (PMID:31612613). The mechanism of action involves the suppression of NFATc1, modulation of intracellular Ca²⁺ signaling, and reduction of oxidative stress, alongside the inhibition of MAPK and NF-κB signaling pathways (PMID:31612613). These findings suggest that Asperpyrone A may serve as a promising candidate for further research and development in the context of bone health and disease prevention.		Expected Solid	COC1=CC2=C(C(O)=C3C(=O)C=C(C)OC3=C2C2=C(OC)C3=C4OC(C)=CC(O)=C4C(O)=CC3=CC2=O)C(OC)=C1	C31H24O10	InChI=1S/C31H24O10/c1-12-6-17(32)25-19(34)8-14-9-20(35)26(29(39-5)22(14)30(25)40-12)24-16-10-15(37-3)11-21(38-4)23(16)28(36)27-18(33)7-13(2)41-31(24)27/h6-11,32,34,36H,1-5H3	URHOXQWBGQQUMQ-UHFFFAOYSA-N	556.136947			MMDBc0002732
BASm0014574	Hirsutenol D	Hirsutenol D is a terpenoid compound. There is little literature available on this metabolite, indicating that its biological properties and potential applications remain largely unexplored.		Expected Solid	[H][C@]1(O)C2=C(C(=O)C1(C)C)[C@@]([H])(O)[C@]1(O)CC(=O)C(=C)[C@]21C	C15H18O5	InChI=1S/C15H18O5/c1-6-7(16)5-15(20)11(18)8-9(14(6,15)4)12(19)13(2,3)10(8)17/h11-12,18-20H,1,5H2,2-4H3/t11-,12+,14-,15-/m1/s1	JFWLAFHHNSFQBT-AYRXBEOTSA-N	278.1154237			MMDBc0002746
BASm0014575	Citreoisocoumarin	Citreoisocoumarin is a member of the chemical class of isocoumarins, which are characterized by a benzene ring fused to a γ-butyrolactone. This metabolite has garnered attention due to its presence in various fungal species, highlighting its potential biological significance. Citreoisocoumarin has been identified in multiple studies, including its isolation alongside other compounds such as kojic acid and astellolides (PMID:36431820). It is also noted in the context of bioactive secondary metabolites, showcasing higher antimicrobial activities in solid-state fermentation extracts compared to submerged fermentation (PMID:29887844). The compound has been synthesized through innovative methodologies, including a Gold(I)-catalyzed cyclization strategy, which has allowed for the total synthesis of citreoisocoumarin and its derivatives (PMID:32098474). Furthermore, it has been detected in co-culture extracts from fungi, indicating its potential role in interspecies interactions (PMID:35518011). The presence of citreoisocoumarin in various fungal extracts suggests its relevance in pharmacological research and its potential utility in developing antimicrobial agents.		Expected Solid	[H][C@@](O)(CC(C)=O)CC1=CC2=CC(O)=CC(O)=C2C(=O)O1	C14H14O6	InChI=1S/C14H14O6/c1-7(15)2-9(16)5-11-4-8-3-10(17)6-12(18)13(8)14(19)20-11/h3-4,6,9,16-18H,2,5H2,1H3/t9-/m1/s1	OSPHTXUUCFLMQA-SECBINFHSA-N	278.0790382			MMDBc0002751
BASm0014576	Baumannoferrin B	Baumannoferrin B is a siderophore, a chemical class of iron-chelating compounds produced by certain microorganisms to scavenge iron from the environment. It is a metabolite characterized by its ability to bind iron, which is crucial for microbial growth and survival in iron-limited conditions. Structural analyses have shown that baumannoferrin B differs from its analogue, baumannoferrin A, by the presence of a double bond, highlighting the subtle yet significant modifications that can influence the biological activity of these compounds (PMID:26235845). The unique structural features of baumannoferrin B may affect its interaction with iron and its efficacy in iron acquisition, which is vital for the pathogenicity of certain bacteria. Understanding the chemistry of baumannoferrin B can provide insights into its role in microbial ecology and potential applications in biotechnology and medicine, particularly in developing strategies to combat iron-related infections.		Expected Solid	CCCCCCCCCC(=O)N(O)CCCN=C(O)C(CC(O)=NCCC(N1C(=O)CCC1(O)C(O)=O)C(O)=O)C(O)=O	C27H44N4O12	InChI=1S/C27H44N4O12/c1-2-3-4-5-6-7-8-10-21(33)30(43)16-9-14-29-23(35)18(24(36)37)17-20(32)28-15-12-19(25(38)39)31-22(34)11-13-27(31,42)26(40)41/h18-19,42-43H,2-17H2,1H3,(H,28,32)(H,29,35)(H,36,37)(H,38,39)(H,40,41)	UKCQMIFZQBMVKR-UHFFFAOYSA-N	616.2955729			MMDBc0002762
BASm0014577	Clavaphyllene	Clavaphyllene is a sesquiterpene, a class of chemical compounds known for their complex structures and diverse biological activities. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@]12C[C@@](C)(CCC=C(C)CCC=C(C)C)[C@]1([H])CCC(C)=CCCC2=C	C25H40	InChI=1S/C25H40/c1-19(2)10-7-11-20(3)13-9-17-25(6)18-23-22(5)14-8-12-21(4)15-16-24(23)25/h10,12-13,23-24H,5,7-9,11,14-18H2,1-4,6H3/t23-,24-,25-/m1/s1	KEWHXPJNBRKPIV-UBFVSLLYSA-N	340.3130013			MMDBc0002764
BASm0014578	Apratoxin D			Expected Solid	[H][C@](C)(CC)[C@]1([H])N(C)C(=O)[C@]([H])(C)N(C)C(=O)[C@]([H])(CC2=CC=C(OC)C=C2)N=C(O)C(C)=C[C@@]2([H])CSC(=N2)[C@@]([H])(C)[C@@]([H])(O)C[C@]([H])(C)C[C@]([H])(OC(=O)[C@]2([H])CCCN2C1=O)[C@@]([H])(C)CC(C)(C)C	C48H75N5O8S	InChI=1S/C48H75N5O8S/c1-14-29(3)41-46(58)53-21-15-16-38(53)47(59)61-40(31(5)26-48(8,9)10)23-28(2)22-39(54)32(6)43-49-35(27-62-43)24-30(4)42(55)50-37(25-34-17-19-36(60-13)20-18-34)45(57)51(11)33(7)44(56)52(41)12/h17-20,24,28-29,31-33,35,37-41,54H,14-16,21-23,25-27H2,1-13H3,(H,50,55)/t28-,29-,31-,32-,33-,35-,37-,38-,39-,40-,41-/m0/s1	OFUDGDJEKOUEKG-HSPKUFASSA-N	881.5336356			MMDBc0002776
BASm0014579	Indoleglycollic acid	Indoleglycollic acid is a compound classified within the class of organic acids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential implications.		Expected Solid	OC(CC1=CNC2=C1C=CC=C2)C(O)=O	C11H11NO3	InChI=1S/C11H11NO3/c13-10(11(14)15)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,10,12-13H,5H2,(H,14,15)	XGILAAMKEQUXLS-UHFFFAOYSA-N	205.0738932			MMDBc0002796
BASm0014580	Decarestrictine A1	Decarestrictine A1 is a polyketide. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	CC1CC2OC2C=CC(O)CC(=O)O1	C10H14O4	InChI=1S/C10H14O4/c1-6-4-9-8(14-9)3-2-7(11)5-10(12)13-6/h2-3,6-9,11H,4-5H2,1H3	JCWPVPJYCLLPQL-UHFFFAOYSA-N	198.0892089			MMDBc0002800
BASm0014581	Pumilacidin B	Pumilacidin B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]C1(CCCCCCCCCC(C)C)CC(O)=NC([H])(CCC(O)=O)C(O)=NC([H])(CC(C)C)C(O)=NC([H])(CC(C)C)C(O)=NC([H])(CC(C)C)C(O)=N[C@@]([H])(CC(O)=O)C(O)=NC([H])(CC(C)C)C(O)=N[C@@]([H])(C(C)C)C(=O)O1	C53H93N7O13	InChI=1S/C53H93N7O13/c1-30(2)20-18-16-14-13-15-17-19-21-36-28-43(61)54-37(22-23-44(62)63)47(66)55-38(24-31(3)4)48(67)56-39(25-32(5)6)49(68)57-40(26-33(7)8)50(69)59-42(29-45(64)65)51(70)58-41(27-34(9)10)52(71)60-46(35(11)12)53(72)73-36/h30-42,46H,13-29H2,1-12H3,(H,54,61)(H,55,66)(H,56,67)(H,57,68)(H,58,70)(H,59,69)(H,60,71)(H,62,63)(H,64,65)/t36?,37?,38?,39?,40?,41?,42-,46-/m0/s1	YYDHQQDSOVDOJR-DLNKYFFQSA-N	1035.683136			MMDBc0002802
BASm0014582	16-methyl-9E-nonadecenoic acid	16-methyl-9E-nonadecenoic acid is a fatty acid belonging to the class of unsaturated fatty acids. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential roles in metabolic processes.		Expected Solid		C20H38O2		SDEKLJPUPCJPTQ-GQCTYLIANA-N	310.2871805			MMDBc0002806
BASm0014583	5-hydroxynorvaline	L-2-Amino-5-hydroxypentanoic acid is found in pulses. L-2-Amino-5-hydroxypentanoic acid is present in jack bean seeds (Canavalia ensiformis		Solid		C5H11NO3		CZWARROQQFCFJB-UHFFFAOYNA-N	133.0738932			MMDBc0002807
BASm0014584	Tricycloalternarene 11a	Tricycloalternarene 11a is a polycyclic aromatic hydrocarbon. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential biological significance.		Expected Solid	COC1CCC(=O)C2=C1OC1(C)CC=C(C(C)CCCC(C)CO)C1C2	C22H34O4	InChI=1S/C22H34O4/c1-14(13-23)6-5-7-15(2)16-10-11-22(3)18(16)12-17-19(24)8-9-20(25-4)21(17)26-22/h10,14-15,18,20,23H,5-9,11-13H2,1-4H3	YQNSDWMPJRRXJM-UHFFFAOYSA-N	362.2457096			MMDBc0002808
BASm0014585	(8E,12Z)‐10,11‐dihydroxyoctadeca‐8,12‐dienoic acid	(8E,12Z)‐10,11‐dihydroxyoctadeca‐8,12‐dienoic acid is a fatty acid derivative. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(CCCCC)=C(/[H])C(O)C(O)C(\[H])=C(/[H])CCCCCCC(O)=O	C18H32O4	InChI=1S/C18H32O4/c1-2-3-4-7-10-13-16(19)17(20)14-11-8-5-6-9-12-15-18(21)22/h10-11,13-14,16-17,19-20H,2-9,12,15H2,1H3,(H,21,22)/b13-10-,14-11+	GJGSSMGEAZMVTN-FXYWYECCSA-N	312.2300595			MMDBc0002816
BASm0014586	8-epi-isochromophilone III			Expected Solid	[H]\C(=C(\[H])C1=CC2=C(Cl)C(=O)[C@](C)(O)[C@@]([H])(O)[C@@]2([H])CO1)\C(\C)=C(/[H])[C@@]([H])(C)CC	C19H25ClO4	InChI=1S/C19H25ClO4/c1-5-11(2)8-12(3)6-7-13-9-14-15(10-24-13)17(21)19(4,23)18(22)16(14)20/h6-9,11,15,17,21,23H,5,10H2,1-4H3/b7-6+,12-8+/t11-,15-,17-,19+/m0/s1	GJRRBURMULHWIH-AXUMQDEVSA-N	352.144137			MMDBc0002820
BASm0014587	Trichodermamide C	Trichodermamide C is a modified dipeptide belonging to the class of nitrogen-containing metabolites. It has been isolated from the culture broth of Penicillium steckii FKJ-0213, alongside other compounds such as tanzawaic acid B. The structural determination of trichodermamide C has been achieved through various physicochemical methods, including 1H-nuclear magnetic resonance (1H-NMR) and optical rotation comparisons with related compounds (PMID:33053770). This metabolite has garnered attention due to its cytotoxic properties; specifically, it has been shown to exhibit significant cytotoxicity against human colorectal carcinoma HCT116 and human lung carcinoma A549 cell lines, with IC(50) values of 0.68 and 4.28 µg/ml, respectively (PMID:18424045). The successful synthesis of trichodermamide C has also been reported, highlighting its potential as a target for further pharmacological studies (PMID:26084356). Overall, trichodermamide C represents a noteworthy compound in the exploration of bioactive metabolites derived from fungal sources, contributing to the understanding of their chemical diversity and biological activities (PMID:18424045).		Expected Solid	[H][C@@]1(O)C=C[C@@]([H])(O)[C@@]2(O)CC(=NO[C@@]12[H])C(=O)N(C)C1=CC2=C(OC1=O)C(OC)=C(OC)C=C2	C21H22N2O9	InChI=1S/C21H22N2O9/c1-23(12-8-10-4-6-14(29-2)17(30-3)16(10)31-20(12)27)19(26)11-9-21(28)15(25)7-5-13(24)18(21)32-22-11/h4-8,13,15,18,24-25,28H,9H2,1-3H3/t13-,15-,18+,21+/m1/s1	PCMUPOUDXMFDRE-NYGSYELISA-N	446.1325303			MMDBc0002824
BASm0014588	Epi-Fumonisin B3			Expected Solid	[H][C@](C)(C[C@]([H])(O)CCCCCC[C@@]([H])(O)[C@]([H])(C)N)C[C@]([H])(OC(=O)C[C@@]([H])(CC(O)=O)C(O)=O)[C@]([H])(OC(=O)C[C@@]([H])(CC(O)=O)C(O)=O)[C@]([H])(C)CCCC	C34H59NO14	InChI=1S/C34H59NO14/c1-5-6-11-21(3)32(49-31(43)19-24(34(46)47)17-29(40)41)27(48-30(42)18-23(33(44)45)16-28(38)39)15-20(2)14-25(36)12-9-7-8-10-13-26(37)22(4)35/h20-27,32,36-37H,5-19,35H2,1-4H3,(H,38,39)(H,40,41)(H,44,45)(H,46,47)/t20-,21+,22-,23+,24+,25+,26+,27-,32+/m0/s1	CPCRJSQNWHCGOP-JRADOTLWSA-N	705.3935556			MMDBc0002835
BASm0014589	3-methyl-5-(3-methylbut-2-en-1-yl)-1H-isochromen-6-ol	3-methyl-5-(3-methylbut-2-en-1-yl)-1H-isochromen-6-ol is a flavonoid compound belonging to the class of isochromenes. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	CC(C)=CCC1=C(O)C=CC2=C1C=C(C)OC2	C15H18O2	InChI=1S/C15H18O2/c1-10(2)4-6-13-14-8-11(3)17-9-12(14)5-7-15(13)16/h4-5,7-8,16H,6,9H2,1-3H3	ZMCJACRZITZSCB-UHFFFAOYSA-N	230.1306798			MMDBc0002846
BASm0014590	Anafp	Anafp is a peptide belonging to the class of antifungal metabolites. It is derived from Aspergillus niger and plays a crucial role in promoting nutrient mobilization through autophagic recycling during the organism's asexual development (PMID:39925883). Detailed studies have highlighted the function of AnAFP, revealing that increased intracellular expression of this peptide reduces the growth of A. niger (PMID:39925883). Transcriptome analyses of glucose-starving mycelium indicate that AnAFP expression significantly influences the regulation of genes essential for cell wall integrity, metabolism, and transport of carbohydrates, proteins, and lipids (PMID:39925883). Furthermore, genes associated with conidiophore development, such as flbC and flbD, are induced upon AnAFP overexpression (PMID:39925883). Fluorescent analyses demonstrate that AnAFP localizes to the cell walls and septa of A. niger, with expression being spatially restricted and correlated with a reduction in hyphal diameter (PMID:39925883). These findings suggest that AnAFP is vital for driving vegetative growth and sporulation, and it is predicted to facilitate nutrient mobilization through selective cell lysis, thereby ensuring colony survival during starvation phases (PMID:39925883).		Expected Solid	CC(C)CC(N)C(=O)NC(CO)C(=O)NC(CCCCN)C(=O)NC(CC1=CC=C(O)C=C1)C(=O)NCC(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(CS)C(=O)NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC(CC1=CNC=N1)C(=O)NC(CC(N)=O)C(=O)NC(C(C)O)C(=O)NC(CS)C(=O)NC(C(C)O)C(=O)NC(CC1=CC=C(O)C=C1)C(=O)NC(CCCNC(N)=N)C(=O)NC(CCCCN)C(=O)NC(CC(O)=O)C(N)=O	C96H151N29O33S2	InChI=1S/C96H151N29O33S2/c1-45(2)30-54(99)79(142)120-66(40-126)90(153)112-56(13-8-10-28-98)83(146)116-62(32-49-15-19-52(130)20-16-49)80(143)107-38-71(133)106-39-72(134)109-58(23-25-73(135)136)84(147)122-68(42-159)92(155)121-67(41-127)91(154)115-61(31-46(3)4)86(149)113-59(24-26-74(137)138)85(148)117-64(34-51-37-104-44-108-51)88(151)118-65(35-70(100)132)89(152)124-77(48(6)129)95(158)123-69(43-160)93(156)125-76(47(5)128)94(157)119-63(33-50-17-21-53(131)22-18-50)87(150)111-57(14-11-29-105-96(102)103)81(144)110-55(12-7-9-27-97)82(145)114-60(78(101)141)36-75(139)140/h15-22,37,44-48,54-69,76-77,126-131,159-160H,7-14,23-36,38-43,97-99H2,1-6H3,(H2,100,132)(H2,101,141)(H,104,108)(H,106,133)(H,107,143)(H,109,134)(H,110,144)(H,111,150)(H,112,153)(H,113,149)(H,114,145)(H,115,154)(H,116,146)(H,117,148)(H,118,151)(H,119,157)(H,120,142)(H,121,155)(H,122,147)(H,123,158)(H,124,152)(H,125,156)(H,135,136)(H,137,138)(H,139,140)(H4,102,103,105)	CESUCQNBEIJPAL-UHFFFAOYSA-N	2302.047051			MMDBc0002847
BASm0014591	Ficiolide F	Ficiolide F is a secondary metabolite belonging to the class of polyketides. There is little literature available on this metabolite, indicating a gap in research regarding its properties and potential biological activities.		Expected Solid	[H][C@@]1(C)CC[C@@]([H])(O)C=CC(=O)O[C@]([H])(C)CCC(=O)CCC(=O)O1	C16H24O6	InChI=1S/C16H24O6/c1-11-3-5-13(17)8-10-16(20)22-12(2)4-6-14(18)7-9-15(19)21-11/h7,9,11-12,14,18H,3-6,8,10H2,1-2H3/t11-,12-,14-/m1/s1	WCNKBOWCFNTFNP-YRGRVCCFSA-N	312.1572885			MMDBc0002854
BASm0014592	Oxepinamide B			Expected Solid	[H][C@](C)(CC)[C@@]1(O)N=C(O)[C@@]([H])(C)N2C(=O)C3=C(OC=CC(OC)=C3)N=C12	C17H21N3O5	InChI=1S/C17H21N3O5/c1-5-9(2)17(23)16-18-14-12(8-11(24-4)6-7-25-14)15(22)20(16)10(3)13(21)19-17/h6-10,23H,5H2,1-4H3,(H,19,21)/t9-,10+,17-/m0/s1	LNZVLFKJDOYTAA-GBNMTWHSSA-N	347.1481208			MMDBc0002901
BASm0014593	Huperxanthone C	Huperxanthone C is a xanthone derivative, a chemical class known for its diverse biological activities. There is limited literature available on Huperxanthone C, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	COC(=O)C1=C(C=CC2=C1C(=O)C1=C(O)C=C(CO)C=C1O2)S(C)=O	C17H14O7S	InChI=1S/C17H14O7S/c1-23-17(21)15-12(25(2)22)4-3-10-14(15)16(20)13-9(19)5-8(7-18)6-11(13)24-10/h3-6,18-19H,7H2,1-2H3	AYCYZLASDOHFHP-UHFFFAOYSA-N	362.046024			MMDBc0002913
BASm0014594	14-hydroxypaspalinine	14-hydroxypaspalinine is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]12CC3=C(NC4=CC=CC=C34)[C@]1(C)[C@@]1(C)CC[C@@]34O[C@@]([H])(C(=O)C=C3[C@]1(O)[C@@]([H])(O)C2)C(C)(C)O4	C27H31NO5	InChI=1S/C27H31NO5/c1-23(2)22-18(29)13-19-26(32-22,33-23)10-9-24(3)25(4)14(12-20(30)27(19,24)31)11-16-15-7-5-6-8-17(15)28-21(16)25/h5-8,13-14,20,22,28,30-31H,9-12H2,1-4H3/t14-,20+,22+,24-,25-,26+,27+/m1/s1	JNHPMJVSUJKCKH-KCCNSQSLSA-N	449.2202231			MMDBc0002915
BASm0014595	(3'-hydroxybutan-20-yl)5-oxopyrrolidine-2-carboxylate	(3'-hydroxybutan-20-yl)5-oxopyrrolidine-2-carboxylate is a pyrrolidine derivative, classified as a metabolite. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its properties and biological significance.		Expected Solid	[H]C(C)(O)C([H])(C)OC(=O)[C@]1([H])CCC(O)=N1	C9H15NO4	InChI=1S/C9H15NO4/c1-5(11)6(2)14-9(13)7-3-4-8(12)10-7/h5-7,11H,3-4H2,1-2H3,(H,10,12)/t5?,6?,7-/m0/s1	KGVMXZGSVPGTNQ-AHXFUIDQSA-N	201.100108			MMDBc0002916
BASm0014596	Pestaloficiol K	Pestaloficiol K is a polyketide. There is limited literature available on this metabolite, and research on its biological activities and potential applications remains sparse.		Expected Solid	CC(C)=CCC1=CC(O)=CC2=C1OC(C)(C)C=C2OC(C)=O	C18H22O4	InChI=1S/C18H22O4/c1-11(2)6-7-13-8-14(20)9-15-16(21-12(3)19)10-18(4,5)22-17(13)15/h6,8-10,20H,7H2,1-5H3	ZTTPZQOJHOFBGM-UHFFFAOYSA-N	302.1518092			MMDBc0002928
BASm0014597	Sphingofungin D	Sphingofungin D is a sphingolipid derivative. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(CCCCCCC([H])(O)CCCCCC)=C(\[H])[C@]([H])(O)[C@@]([H])(O)[C@]([H])(O)[C@]([H])(N=C(C)O)C(O)=O	C22H41NO7	InChI=1S/C22H41NO7/c1-3-4-5-10-13-17(25)14-11-8-6-7-9-12-15-18(26)20(27)21(28)19(22(29)30)23-16(2)24/h12,15,17-21,25-28H,3-11,13-14H2,1-2H3,(H,23,24)(H,29,30)/b15-12+/t17?,18-,19-,20+,21+/m0/s1	VKFZVQCKAPPEFZ-LNBSYBDWSA-N	431.2883027			MMDBc0002934
BASm0014598	Terrenolide S	Terrenolide S is a butenolide, a chemical class characterized by a five-membered lactone ring containing a double bond. This metabolite has been identified as a new antileishmanial compound derived from the endophytic fungus Aspergillus terreus. In a study, Terrenolide S was isolated alongside six other known compounds, including (22E,24R)-stigmasta-5,7,22-trien-3-β-ol, stigmast-4-ene-3-one, and terretonin A, from the roots of Carthamus lanatus (Asteraceae) (PMID:26299734). The discovery of Terrenolide S highlights the potential of fungal metabolites in developing novel therapeutic agents, particularly against leishmaniasis, a disease caused by parasites of the Leishmania genus. The structural features of butenolides, such as the presence of the lactone and the conjugated double bond, may contribute to their biological activity, making them of interest in medicinal chemistry and pharmacology. Further research into Terrenolide S could elucidate its mechanism of action and enhance our understanding of its potential applications in treating parasitic infections.		Expected Solid	CCOC1=C(C2=CC=C(O)C=C2)[C@@](CC2=CC=C(O)C=C2)(OC1=O)C(=O)OC	C21H20O7	InChI=1S/C21H20O7/c1-3-27-18-17(14-6-10-16(23)11-7-14)21(20(25)26-2,28-19(18)24)12-13-4-8-15(22)9-5-13/h4-11,22-23H,3,12H2,1-2H3/t21-/m1/s1	ZKPLXHLJGTUBJR-OAQYLSRUSA-N	384.120903			MMDBc0002944
BASm0014599	Bafilomycin B1	Bafilomycin B1 is a plecomacrolide antibiotic belonging to the class of V-ATPase inhibitors. This compound has garnered attention in both chemistry and biology due to its significant role in modulating cellular processes. Bafilomycin B1 is produced by certain microorganisms and is known for its ability to inhibit vacuolar ATPases (V-ATPases), which are crucial for various cellular functions, including ion transport and pH regulation. In studies involving type 2 diabetic rats, bafilomycin B1 demonstrated a reduction in renal V-ATPase activity, leading to decreased urinary ammonium excretion and altered insulin secretion dynamics (PMID:32382157). Furthermore, it has been shown to enhance the efficacy of azole antifungal agents against Candida species, indicating its potential therapeutic applications (PMID:30673768). The compound also plays a role in the degradation of phosphorylated tau proteins in neuronal cells, highlighting its relevance in neurobiology (PMID:30010136). Overall, bafilomycin B1 serves as a valuable tool in both biochemical research and potential therapeutic interventions, particularly in metabolic and neurodegenerative disorders.		Expected Solid	[H]\C(=C(\[H])C(O)=NC1=C(O)CCC1=O)C(=O)OC1CC(O)(OC(C(C)C)C1C)C(C)C(O)C(C)C1OC(=O)\C(OC)=C(/[H])\C(\C)=C([H])\C(C)C(O)C(C)C\C(C)=C(/[H])\C(\[H])=C([H])\C1OC	C44H65NO13	InChI=1S/C44H65NO13/c1-23(2)41-28(7)35(56-37(49)18-17-36(48)45-38-31(46)15-16-32(38)47)22-44(53,58-41)30(9)40(51)29(8)42-33(54-10)14-12-13-24(3)19-26(5)39(50)27(6)20-25(4)21-34(55-11)43(52)57-42/h12-14,17-18,20-21,23,26-30,33,35,39-42,46,50-51,53H,15-16,19,22H2,1-11H3,(H,45,48)/b14-12+,18-17+,24-13+,25-20+,34-21-	KFUFLYSBMNNJTF-UNPKUBMASA-N	815.4455912			MMDBc0002949
BASm0014600	Penidilamine	Penidilamine is a member of the class of organic compounds known as amines, specifically classified as a dithiolamine. This compound has garnered attention in both chemistry and biology due to its diverse biological activities and its role as a metabolite. Notably, penidilamine has been isolated from the 95% ethanol extract of Urtica thunbergiana Siebold & Zucc., alongside a new amine, 2-dimethyl-Penidilamine, and several other known compounds (PMID:38146604). Additionally, it has been identified as a plant growth regulator produced by the fungus Penicillium sp., highlighting its significance in fungal metabolism and potential agricultural applications (PMID:10820786). The isolation of penidilamine from cultures of this fungus further emphasizes its relevance in natural product chemistry and its potential utility in various biological contexts (PMID:10820786). Overall, penidilamine's chemical structure and its biological implications make it a compound of interest in both pharmacological research and agricultural science.		Expected Solid		C10H11NO4		DHPUFOAMIZUXKW-UHFFFAOYNA-N	209.0688078			MMDBc0002950
BASm0014601	Heptaibin			Expected Solid	[H][C@@](CO)(CC1=CC=CC=C1)N=C(O)C(C)(C)N=C(O)[C@]1([H])C[C@@]([H])(O)CN1C(=O)C(C)(C)N=C(O)[C@]([H])(CCC(O)=N)N=C(O)[C@]1([H])C[C@@]([H])(O)CN1C(=O)C(C)(C)N=C(O)C(C)(C)N=C(O)C([H])(CC(C)C)N=C(O)CN=C(O)C([H])(N=C(O)C(C)(C)N=C(O)C(C)(C)N=C(O)C(C)(C)N=C(O)[C@]([H])(CC1=CC=CC=C1)N=C(C)O)C(C)C	C76H118N16O19	InChI=1S/C76H118N16O19/c1-41(2)32-50(81-55(98)37-78-62(104)56(42(3)4)83-64(106)71(8,9)88-67(109)74(14,15)89-65(107)72(10,11)85-59(101)51(79-43(5)94)34-45-28-24-21-25-29-45)58(100)84-73(12,13)66(108)90-76(18,19)69(111)91-38-47(95)35-52(91)60(102)82-49(30-31-54(77)97)57(99)86-75(16,17)68(110)92-39-48(96)36-53(92)61(103)87-70(6,7)63(105)80-46(40-93)33-44-26-22-20-23-27-44/h20-29,41-42,46-53,56,93,95-96H,30-40H2,1-19H3,(H2,77,97)(H,78,104)(H,79,94)(H,80,105)(H,81,98)(H,82,102)(H,83,106)(H,84,100)(H,85,101)(H,86,99)(H,87,103)(H,88,109)(H,89,107)(H,90,108)/t46-,47+,48+,49-,50?,51-,52-,53-,56?/m0/s1	OESVNVWXOTVKHT-ILZKSTJLSA-N	1558.875916			MMDBc0002952
BASm0014602	Pyoluteorin	Pyoluteorin is a specialized metabolite belonging to the class of polyketides. This compound has garnered attention in the field of microbiology due to its role in interspecies signaling and regulation of antibiotic biosynthesis. Research has demonstrated that pyoluteorin functions as a signaling molecule in Pseudomonas fluorescens, influencing the production of 2,4-diacetylphloroglucinol (2,4-DAPG), a broad-spectrum biocontrol agent (PMID:39898669). It interacts with transcriptional repressors PhlF and PhlH, modulating the expression of genes involved in 2,4-DAPG synthesis and hydrolysis (PMID:39898669). Additionally, pyoluteorin has been identified alongside other metabolites in biosensor assays, highlighting its biological relevance (PMID:40808235). The presence of pyoluteorin, along with other compounds such as 2,4-diacetylphloroglucinol and pyrrolnitrin, has been confirmed through antibiosis gene screening (PMID:40788671). Its regulatory role in antibiotic metabolite control underscores the importance of pyoluteorin in microbial ecology and potential applications in biocontrol strategies (PMID:39898669). Overall, pyoluteorin exemplifies the intricate interplay between microbial metabolites and their ecological functions.		Expected Solid	OC1=CC=CC(O)=C1C(=O)C1=CC(Cl)=C(Cl)N1	C11H7Cl2NO3	InChI=1S/C11H7Cl2NO3/c12-5-4-6(14-11(5)13)10(17)9-7(15)2-1-3-8(9)16/h1-4,14-16H	JPGWTZORMBTNMF-UHFFFAOYSA-N	270.9802985			MMDBc0002953
BASm0014603	Saquayamycin F	Saquayamycin F is a natural product belonging to the class of polyketides. This metabolite has garnered attention in biomedical research due to its promising binding affinity for the Bcl-2 protein, a key regulator of apoptosis. Specifically, saquayamycin F (NPA002200) exhibited a ΔGbinding value of -53.9 kcal/mol, surpassing the affinity of venetoclax, which has a ΔGbinding of -50.6 kcal/mol (PMID:36677841). Energetic and structural analyses confirmed the stability of saquayamycin F within the active site of the Bcl-2 protein, suggesting a strong interaction (PMID:36677841). Furthermore, its ADMET and drug-likeness profiles indicate favorable characteristics, including good oral bioavailability (PMID:36677841). These findings support the potential of saquayamycin F as a therapeutic agent targeting the wild-type Bcl-2 protein, prompting the need for further experimental validation (PMID:36677841).		Expected Solid		C43H50O16		IPDYHZBTJPZFHQ-UHFFFAOYNA-N	822.3098855			MMDBc0002978
BASm0014604	Isofunicone	Isofunicone is a fungal metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research is needed to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(C)=C(\[H])C1=C(OC)C(=O)C(=CO1)C(=O)C1=C(C=C(O)C=C1OC)C(=O)OC	C19H18O8	InChI=1S/C19H18O8/c1-5-6-13-18(25-3)17(22)12(9-27-13)16(21)15-11(19(23)26-4)7-10(20)8-14(15)24-2/h5-9,20H,1-4H3/b6-5+	RKPUWEPREOHXHS-AATRIKPKSA-N	374.1001675			MMDBc0002993
BASm0014605	4'-Deoleandrosyl-6,8a-seco-6,8a-deoxyave	4'-Deoleandrosyl-6,8a-seco-6,8a-deoxyave is a member of the avermectin class of compounds, which are macrocyclic lactones known for their antiparasitic properties. This metabolite is characterized by the absence of the furan ring at C-6 and C-8a, distinguishing it from other related compounds. The structural modifications present in 4'-deoleandrosyl-6,8a-seco-6,8a-deoxyave suggest potential variations in biological activity and efficacy against various parasites. Research indicates that derivatives such as 4'-deoleandrosyl-6,8a-seco-6,8a-deoxyavermectin B1a and 4'-deoleandrosyl-6,8a-seco-6,8a-deoxy-5-oxoavermectin B1a exhibit unique structural features that may influence their pharmacological properties (PMID:7868391). The exploration of these metabolites not only enhances our understanding of avermectin chemistry but also informs the development of new therapeutic agents in the fight against parasitic infections.		Expected Solid	[H]\C1=C(C)\C(OC2CC(OC)C(O)C(C)O2)C(C)\C([H])=C(\[H])/C(/[H])=C(C)\C2(O)CC(O)C(C)=CC2C(=O)OC2CC(C1)OC1(C2)OC(C(C)CC)C(C)C=C1	C41H62O10	InChI=1S/C41H62O10/c1-10-23(2)38-26(5)16-17-40(51-38)21-31-19-30(50-40)15-14-25(4)37(49-35-20-34(46-9)36(43)29(8)47-35)24(3)12-11-13-28(7)41(45)22-33(42)27(6)18-32(41)39(44)48-31/h11-14,16-18,23-24,26,29-38,42-43,45H,10,15,19-22H2,1-9H3/b12-11-,25-14-,28-13-	FNONCEYEEZGWOE-PIJYGZGWSA-N	714.4342982			MMDBc0002995
BASm0014606	Lutoside	Lutoside is a glycoside. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCCC)CO[C@@]1([H])O[C@]([H])(COC(=O)CCCCCCCCCCCC(C)C)[C@@]([H])(O)[C@]([H])(O[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]2([H])O)[C@]1([H])O	C45H84O15	InChI=1S/C45H84O15/c1-4-5-6-7-8-9-10-11-14-17-20-23-26-36(48)55-29-33(47)30-57-44-42(54)43(60-45-41(53)40(52)38(50)34(28-46)58-45)39(51)35(59-44)31-56-37(49)27-24-21-18-15-12-13-16-19-22-25-32(2)3/h32-35,38-47,50-54H,4-31H2,1-3H3/t33-,34+,35+,38+,39+,40-,41-,42-,43-,44-,45+/m0/s1	JQSQHJIAMUADHW-HLLPHDFESA-N	864.581022			MMDBc0003016
BASm0014607	Berkeleyacetal A	Berkeleyacetal A is a member of the acetal chemical class. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]12OC(=O)[C@]3(C)C[C@@]4([H])C(C)=C5CC(=O)OC(C)(C)C5=CC[C@]4(C)[C@](C(=O)OC)(C(=O)[C@]([H])(C)O1)[C@]23[H]	C26H32O8	InChI=1S/C26H32O8/c1-12-14-10-17(27)34-23(3,4)15(14)8-9-25(6)16(12)11-24(5)18-20(33-21(24)29)32-13(2)19(28)26(18,25)22(30)31-7/h8,13,16,18,20H,9-11H2,1-7H3/t13-,16-,18+,20+,24+,25-,26-/m0/s1	XNTNCSKBTFROEZ-YAVZHVFSSA-N	472.209718			MMDBc0003017
BASm0014608	Edaxadiene	Edaxadiene is a diterpene metabolite described in biomedical literature. It is produced in vitro from geranylgeranyl diphosphate by the enzymes Rv3377c and Rv3378c in Mycobacterium tuberculosis (Mtb), where it is the most abundant diterpene, exhibiting a specific mass fragmentation pattern (PMID:20670276). A related compound, olefin edaxadiene B, is consistently found in the same proportions relative to edaxadiene, suggesting it is a side product of the Rv3378c reaction in vivo (PMID:20670276). Additionally, tuberculosinol, a dephosphorylated side-product of the edaxadiene pathway, is the least abundant diterpene in Mtb extracts (PMID:20670276). The biosynthetic pathway of edaxadiene and edaxadiene B has been defined through these studies (PMID:20670276). Synthesis efforts have led to a structural revision of edaxadiene, with a stereodivergent synthesis of its bicyclic core achieved through a key intramolecular oxidative ketone allylation (PMID:22114734). However, discrepancies between spectroscopic data of synthetic constructs and natural isolates have raised questions regarding the structural assignment of edaxadiene (PMID:22114734). Further synthesis work has also focused on related compounds, including isotuberculosinol (PMID:20462237).		Expected Solid	[H][C@]1(C)[C@@]2([H])C=C3[C@@]([H])(CCCC3(C)C)[C@]1(C)CCC2(C)C=C	C20H32	InChI=1S/C20H32/c1-7-19(5)11-12-20(6)14(2)16(19)13-17-15(20)9-8-10-18(17,3)4/h7,13-16H,1,8-12H2,2-6H3/t14-,15+,16+,19?,20+/m0/s1	LVOPFKOBFNNZTP-HQCSLPMPSA-N	272.250401			MMDBc0003019
BASm0014609	Terretrione B	Terretrione B is a secondary metabolite belonging to the class of triterpenoids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	CC(C)C1N(C)C(=O)C(CC2=CC=CC=C2)C(=O)N(C)C1=O	C17H22N2O3	InChI=1S/C17H22N2O3/c1-11(2)14-17(22)19(4)16(21)13(15(20)18(14)3)10-12-8-6-5-7-9-12/h5-9,11,13-14H,10H2,1-4H3	ZWBRSXCNRXIIBK-UHFFFAOYSA-N	302.1630426			MMDBc0003027
BASm0014610	Aspergione E	Aspergione E is a secondary metabolite belonging to the class of polyketides. There is little literature available on this metabolite, indicating a gap in research and understanding of its biological significance and potential applications.		Expected Solid	COC1(C)CC2=CC=C3C(=O)C(C)=C(C)OC3=C2CO1	C16H18O4	InChI=1S/C16H18O4/c1-9-10(2)20-15-12(14(9)17)6-5-11-7-16(3,18-4)19-8-13(11)15/h5-6H,7-8H2,1-4H3	DAPPTUOQTOLWOO-UHFFFAOYSA-N	274.1205091			MMDBc0003039
BASm0014611	2,3-hydro-7-deacetoxyyanuthone A	2,3-hydro-7-deacetoxyyanuthone A is a flavonoid metabolite. There is little literature available on this compound, indicating that its biological significance and potential applications are not well-documented in current research.		Expected Solid	[H]\C(CC\C(C)=C(/[H])C[C@@]1(O)C(=O)C=C(C)[C@@]([H])(O)[C@@]1([H])O)=C(\C)CCC=C(C)C	C22H34O4	InChI=1S/C22H34O4/c1-15(2)8-6-9-16(3)10-7-11-17(4)12-13-22(26)19(23)14-18(5)20(24)21(22)25/h8,10,12,14,20-21,24-26H,6-7,9,11,13H2,1-5H3/b16-10+,17-12+/t20-,21-,22-/m1/s1	OAJBJWHLTFTYAG-LZSPVNHTSA-N	362.2457096			MMDBc0003040
BASm0014612	1,1,3-tris(3-indolyl)butane	1,1,3-tris(3-indolyl)butane is a novel compound belonging to the class of indole derivatives. This metabolite has been identified in biomedical literature, where it was isolated alongside other related compounds such as 3,3-bis(3-indolyl)butane-2-one and arundine from a microorganism for the first time (PMID:14640534). The presence of indole groups in its structure suggests potential biological activities, as indole derivatives are known for their diverse pharmacological properties, including anticancer and antimicrobial effects. The unique arrangement of the indole moieties in 1,1,3-tris(3-indolyl)butane may contribute to its biological significance, making it a compound of interest for further research in medicinal chemistry and drug development. Understanding its chemical properties and biological implications could lead to insights into its potential applications in therapeutic contexts.		Expected Solid	CC(CC(C1=CNC2=CC=CC=C12)C1=CNC2=CC=CC=C12)C1=CNC2=CC=CC=C12	C28H25N3	InChI=1S/C28H25N3/c1-18(23-15-29-26-11-5-2-8-19(23)26)14-22(24-16-30-27-12-6-3-9-20(24)27)25-17-31-28-13-7-4-10-21(25)28/h2-13,15-18,22,29-31H,14H2,1H3	VZRNUXXRMJEXEA-UHFFFAOYSA-N	403.2048478			MMDBc0003049
BASm0014613	Altromycin I	Altromycin I is a member of the macrolide chemical class. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	COC1CC(OC2C(C)OC(CC2(C)N(C)C)C2=CC=C3C(=O)C4=CC(O)=C5C(=O)C=C(OC5=C4C(=O)C3=C2O)C2(C)OC2C)OC(C)C1O	C37H43NO12	InChI=1S/C37H43NO12/c1-15-30(41)23(45-8)13-26(47-15)49-35-16(2)46-24(14-36(35,4)38(6)7)18-9-10-19-27(32(18)43)33(44)28-20(31(19)42)11-21(39)29-22(40)12-25(48-34(28)29)37(5)17(3)50-37/h9-12,15-17,23-24,26,30,35,39,41,43H,13-14H2,1-8H3	WVVDREBPCDZKDW-UHFFFAOYSA-N	693.2785258			MMDBc0003051
BASm0014614	Desmethylenylnocardamine			Expected Solid	ON1CCCCCNC(=O)CCC(=O)N(O)CCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC1=O	C26H46N6O9	InChI=1S/C26H46N6O9/c33-21-9-12-24(36)30(39)18-6-2-4-16-28-22(34)10-14-26(38)32(41)20-8-5-17-29-23(35)11-13-25(37)31(40)19-7-1-3-15-27-21/h39-41H,1-20H2,(H,27,33)(H,28,34)(H,29,35)	SXTGVXKFOVZYIK-UHFFFAOYSA-N	586.3326271			MMDBc0003062
BASm0014615	Aspergione F	Aspergione F is a fungal metabolite belonging to the class of polyketides. There is limited literature available on Aspergione F, and further research is needed to fully understand its properties and biological significance.		Expected Solid	CC1=C(C)C(=O)C2=CC=C3CC(C)(O)OCC3=C2O1	C15H16O4	InChI=1S/C15H16O4/c1-8-9(2)19-14-11(13(8)16)5-4-10-6-15(3,17)18-7-12(10)14/h4-5,17H,6-7H2,1-3H3	IZSUTXZRGHLNKV-UHFFFAOYSA-N	260.104859			MMDBc0003079
BASm0014616	(1S,2R)-3-oxo-2-pentylcyclopentane-1-hexanoic acid	(1S,2R)-3-oxo-2-pentylcyclopentane-1-hexanoic acid is a cyclopentanone derivative and belongs to the class of fatty acids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@]1(CCCCCC(O)=O)CCC(=O)[C@]1([H])CCCCC	C16H28O3	InChI=1S/C16H28O3/c1-2-3-5-9-14-13(11-12-15(14)17)8-6-4-7-10-16(18)19/h13-14H,2-12H2,1H3,(H,18,19)/t13-,14+/m0/s1	MTWJEFNRVOYKJI-UONOGXRCSA-N	268.2038448			MMDBc0003094
BASm0014617	Tensyuic acid A	Tensyuic acid A is a polyphenolic compound belonging to the class of organic acids. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	COC(=O)CCCC(C(=O)OC)C(=C)C(O)=O	C11H16O6	InChI=1S/C11H16O6/c1-7(10(13)14)8(11(15)17-3)5-4-6-9(12)16-2/h8H,1,4-6H2,2-3H3,(H,13,14)	MDFIHAYHEBXNCC-UHFFFAOYSA-N	244.0946882			MMDBc0003121
BASm0014618	TMC-2B	TMC-2B is a metabolite belonging to the class of organic compounds. There is little literature available on this metabolite, indicating a gap in the current understanding of its properties and potential biological significance.		Expected Solid	[H]C(C)(CO)C[C@]([H])(N=C(O)[C@]1([H])CC2=CC(O)=C(OC)C(O)=C2CN1C(=O)[C@@]([H])(N)CC1=CNC2=CC=CC=C12)C(O)=O	C28H34N4O8	InChI=1S/C28H34N4O8/c1-14(13-33)7-21(28(38)39)31-26(36)22-9-15-10-23(34)25(40-2)24(35)18(15)12-32(22)27(37)19(29)8-16-11-30-20-6-4-3-5-17(16)20/h3-6,10-11,14,19,21-22,30,33-35H,7-9,12-13,29H2,1-2H3,(H,31,36)(H,38,39)/t14?,19-,21-,22-/m0/s1	WVYIXBYYAHYOIW-KQNCPTOESA-N	554.2376641			MMDBc0003124
BASm0014619	Brevicompanine H	Brevicompanine H is a member of the alkaloid chemical class. There is little literature available on this metabolite, indicating a need for further research to understand its properties and potential biological significance.		Expected Solid	[H][C@@]12C[C@]3(C4=CC=CC=C4N(C(=O)CC)[C@@]3([H])N1C(=O)[C@@]([H])(N=C2O)C(C)C)C(C)(C)C=C	C24H31N3O3	InChI=1S/C24H31N3O3/c1-7-18(28)26-16-12-10-9-11-15(16)24(23(5,6)8-2)13-17-20(29)25-19(14(3)4)21(30)27(17)22(24)26/h8-12,14,17,19,22H,2,7,13H2,1,3-6H3,(H,25,29)/t17-,19-,22-,24+/m0/s1	BBDIFTVRYQWOJP-UNBWHIKDSA-N	409.2365419			MMDBc0003127
BASm0014620	N-methylsansalvamide			Expected Solid	[H][C@@]1(CC(C)C)OC(=O)[C@]([H])(CC(C)C)N=C(O)[C@]([H])(CC2=CC=CC=C2)N=C(O)[C@]([H])(CC(C)C)N(C)C(=O)[C@@]([H])(N=C1O)C(C)C	C33H52N4O6	InChI=1S/C33H52N4O6/c1-19(2)15-25-33(42)43-27(17-21(5)6)31(40)36-28(22(7)8)32(41)37(9)26(16-20(3)4)30(39)34-24(29(38)35-25)18-23-13-11-10-12-14-23/h10-14,19-22,24-28H,15-18H2,1-9H3,(H,34,39)(H,35,38)(H,36,40)/t24-,25-,26-,27-,28-/m0/s1	YMJKISFVUDJIHL-XLIKFSOKSA-N	600.3886854			MMDBc0003128
BASm0014621	Syringolin E	Syringolin E is a cyclic peptide belonging to the class of natural products. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid		C25H43N5O6		MVRGGCMKXHTGLM-QXMHVHEDNA-N	509.3213341			MMDBc0003139
BASm0014622	Ganoderiol G	Ganoderiol G is found in mushrooms. Ganoderiol G is a metabolite of Ganoderma lucidum (reishi).		Solid		C31H52O5		YOMOWVJLKFVSNZ-UHFFFAOYNA-N	504.3814748			MMDBc0003143
BASm0014623	Chloropupukeanolide D	Chloropupukeanolide D is a member of the class of natural products known as terpenoids, specifically characterized as a secondary metabolite. This compound has garnered attention in the field of organic chemistry due to its complex structure and the innovative methods employed in its synthesis. Recent studies have highlighted the one-pot biomimetic synthesis of chloropupukeanolide D alongside chloropupukeananin, showcasing advancements in synthetic methodologies (PMID:34672579). The synthesis involves a Diels-Alder reaction between maldoxin and isopropenylallene, which yields an adduct that is closely related to chloropestolide A, and subsequently leads to the formation of chloropupukeanolide D through an ene reaction (PMID:22518065). While the primary focus has been on its chemical properties and synthesis, chloropupukeanolide D may also exhibit biological activities, although specific biological functions and mechanisms remain to be fully elucidated. The exploration of such metabolites is crucial for understanding their potential applications in pharmaceuticals and natural product chemistry.		Expected Solid		C33H35ClO11		YSIJCTYIYPFVHE-JLJNRQARSA-N	642.1867896			MMDBc0003154
BASm0014624	Aerucyclamide C			Expected Solid	[H][C@](C)(CC)[C@@]1([H])N=C(O)C2=COC(=N2)[C@@]([H])(N=C(O)[C@@]2([H])N=C(O[C@]2([H])C)[C@]([H])(C)N=C(O)C2=CSC1=N2)C(C)C	C24H32N6O5S	InChI=1S/C24H32N6O5S/c1-7-11(4)17-24-27-15(9-36-24)20(32)25-12(5)22-30-18(13(6)35-22)21(33)28-16(10(2)3)23-26-14(8-34-23)19(31)29-17/h8-13,16-18H,7H2,1-6H3,(H,25,32)(H,28,33)(H,29,31)/t11-,12-,13+,16-,17+,18-/m0/s1	MQIAICAGVFTAAN-ZIYJYRAWSA-N	516.2154893			MMDBc0003172
BASm0014625	3-(Hydroxyacetyl)-indole	Hydroxymethyl indol-3-yl ketone is found in mushrooms. Hydroxymethyl indol-3-yl ketone is an alkaloid from liquid cultures of the fungus Lactarius deliciosus.		Solid	OCC(=O)C1=CNC2=CC=CC=C12	C10H9NO2	InChI=1S/C10H9NO2/c12-6-10(13)8-5-11-9-4-2-1-3-7(8)9/h1-5,11-12H,6H2	IBLZDDPFMAFWKP-UHFFFAOYSA-N	175.0633285			MMDBc0003181
BASm0014626	(2S,3R,4R,4aS,4bR,6aS,12bS,12cS,14aS)-4a-demethylpaspaline-3,4,4a-triol	(2S,3R,4R,4aS,4bR,6aS,12bS,12cS,14aS)-4a-demethylpaspaline-3,4,4a-triol is a member of the alkaloid chemical class. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]12CC3=C(NC4=CC=CC=C34)[C@]1(C)[C@@]1(C)CC[C@]3([H])O[C@@]([H])([C@]([H])(O)[C@@]([H])(O)[C@@]3(O)[C@]1([H])CC2)C(C)(C)O	C27H37NO5	InChI=1S/C27H37NO5/c1-24(2,31)23-20(29)22(30)27(32)18-10-9-14-13-16-15-7-5-6-8-17(15)28-21(16)26(14,4)25(18,3)12-11-19(27)33-23/h5-8,14,18-20,22-23,28-32H,9-13H2,1-4H3/t14-,18+,19-,20+,22+,23-,25-,26+,27+/m0/s1	LQDPZVYIZKOAPV-BCHUPDFZSA-N	455.2671733			MMDBc0003216
BASm0014627	2,6-di[(methoxythio)carbonyl]pyridine	2,6-di[(methoxythio)carbonyl]pyridine is a pyridine derivative classified as a thioester. There is little literature available on this metabolite, indicating a gap in research regarding its biological significance and potential applications.		Expected Solid	COSC(=O)C1=CC=CC(=N1)C(=O)SOC	C9H9NO4S2	InChI=1S/C9H9NO4S2/c1-13-15-8(11)6-4-3-5-7(10-6)9(12)16-14-2/h3-5H,1-2H3	CVXQTZDTQXJFEV-UHFFFAOYSA-N	258.9973001			MMDBc0003234
BASm0014628	Chloropupukeanolide A	Chloropupukeanolide A is a polyketide compound. There is little literature on this metabolite, indicating that further research is needed to fully understand its properties and potential biological activities.		Expected Solid	[H][C@@]12O[C@]1(CC=C(C)C)[C@]1([H])OO[C@]34C(=C[C@@]5(C)C[C@@](C[C@@]([H])(OC)[C@@]35Cl)(C(=O)OC)[C@@]43OC(=O)C4=C(O)C=C(C)C=C4O3)C1=C[C@]2([H])O	C33H35ClO11	InChI=1S/C33H35ClO11/c1-15(2)7-8-30-24-17(11-20(36)25(30)42-30)18-12-28(4)14-29(27(38)40-6)13-22(39-5)31(28,34)32(18,45-44-24)33(29)41-21-10-16(3)9-19(35)23(21)26(37)43-33/h7,9-12,20,22,24-25,35-36H,8,13-14H2,1-6H3/t20-,22+,24+,25-,28-,29-,30+,31-,32+,33+/m0/s1	HKLJTOFDHIFETB-VZDNXQFBSA-N	642.1867896			MMDBc0003236
BASm0014629	Bis-homohopane-32-ol	Bis-homohopane-32-ol is a triterpenoid compound belonging to the chemical class of hopanoids. There is limited literature available on this metabolite, indicating a lack of extensive research and characterization in the scientific community.		Expected Solid	[H]C(C)(CCCO)[C@@]1([H])CC[C@@]2(C)[C@@]1([H])CC[C@]1(C)[C@]2([H])CC[C@]2([H])[C@@]3(C)CCCC(C)(C)[C@]3([H])CC[C@@]12C	C32H56O	InChI=1S/C32H56O/c1-22(10-8-21-33)23-13-18-29(4)24(23)14-19-31(6)26(29)11-12-27-30(5)17-9-16-28(2,3)25(30)15-20-32(27,31)7/h22-27,33H,8-21H2,1-7H3/t22?,23-,24+,25+,26-,27-,29+,30+,31-,32-/m1/s1	PLFFHJWXOGYWPR-BPLMESIISA-N	456.4331164			MMDBc0003244
BASm0014630	Terragine B	Terragine B is a flavonoid compound. There is little literature available on this metabolite, and its biological activities and potential applications remain largely unexplored.		Expected Solid	ON(CCCCCN1C(=O)CCC1=O)C(=O)CC1=CC=CC=C1	C17H22N2O4	InChI=1S/C17H22N2O4/c20-15-9-10-16(21)18(15)11-5-2-6-12-19(23)17(22)13-14-7-3-1-4-8-14/h1,3-4,7-8,23H,2,5-6,9-13H2	BIBKONJGMVYAQA-UHFFFAOYSA-N	318.1579572			MMDBc0003245
BASm0014631	6-epi-oxysporidinone			Expected Solid	[H]\C(=C(\C)[C@]1([H])O[C@@]([H])(CC[C@@]1([H])C)C1=C(O)C(=CN(C)C1=O)[C@@]1(O)CCC(=O)C[C@@]1([H])O)C([H])(C)CC([H])(C)CC	C28H43NO6	InChI=1S/C28H43NO6/c1-7-16(2)12-17(3)13-19(5)26-18(4)8-9-22(35-26)24-25(32)21(15-29(6)27(24)33)28(34)11-10-20(30)14-23(28)31/h13,15-18,22-23,26,31-32,34H,7-12,14H2,1-6H3/b19-13+/t16?,17?,18-,22+,23-,26-,28+/m1/s1	CYNJYGDSSURTLH-HYJFNEQJSA-N	489.3090381			MMDBc0003250
BASm0014632	2,3,4,5-tetrahydro-2,7-dihydroxy-5,8,10,10-tetramethyl-2,5-methano-1-benzoxepin	2,3,4,5-tetrahydro-2,7-dihydroxy-5,8,10,10-tetramethyl-2,5-methano-1-benzoxepin is a benzoxepin derivative. There is little literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	CC1=CC2=C(C=C1O)[C@@]1(C)CC[C@@](O)(O2)C1(C)C	C15H20O3	InChI=1S/C15H20O3/c1-9-7-12-10(8-11(9)16)14(4)5-6-15(17,18-12)13(14,2)3/h7-8,16-17H,5-6H2,1-4H3/t14-,15-/m1/s1	KANVQRLDTGOSBL-HUUCEWRRSA-N	248.1412445			MMDBc0003265
BASm0014633	Roseopurpurin B			Expected Solid	[H][C@@]1(O)C(O)=C(C)C(=O)[C@]([H])(OC2=C(C(=O)OC)C(C)=CC(O)=C2C)[C@@]1(C)OC	C19H24O8	InChI=1S/C19H24O8/c1-8-7-11(20)9(2)15(12(8)18(24)25-5)27-17-14(22)10(3)13(21)16(23)19(17,4)26-6/h7,16-17,20-21,23H,1-6H3/t16-,17+,19+/m1/s1	GJGRGJCMJUMZKN-AOIWGVFYSA-N	380.1471177			MMDBc0003267
BASm0014634	N-Demethylsambutoxin	N-Demethylsambutoxin is a secondary metabolite belonging to the class of alkaloids. It has been identified as a product of fungal metabolism, specifically isolated from cultures of Fusarium species, indicating its potential ecological role and biological activity. In a study, N-Demethylsambutoxin was found alongside other compounds such as sambutoxin and fusaramin, highlighting its presence in complex natural mixtures (PMID:31204387). Additionally, it was isolated during bioassay-guided fractionation from Fusarium oxysporum, where it was categorized with several other known and novel compounds, suggesting its relevance in the context of fungal secondary metabolite research (PMID:16562855). The structural characteristics and biological implications of N-Demethylsambutoxin warrant further investigation, particularly regarding its potential pharmacological effects and mechanisms of action, given the increasing interest in fungal metabolites for therapeutic applications.		Expected Solid	[H]\C(=C(\C)[C@]1([H])O[C@@]([H])(CC[C@@]1([H])C)C1=C(O)C(=CN=C1O)C1=CC=C(O)C=C1)[C@]([H])(C)C[C@@]([H])(C)CC	C27H37NO4	InChI=1S/C27H37NO4/c1-6-16(2)13-17(3)14-19(5)26-18(4)7-12-23(32-26)24-25(30)22(15-28-27(24)31)20-8-10-21(29)11-9-20/h8-11,14-18,23,26,29H,6-7,12-13H2,1-5H3,(H2,28,30,31)/b19-14+/t16-,17+,18+,23-,26+/m0/s1	YDGOHTBOOYAVOP-JYCRKZTRSA-N	439.2722587			MMDBc0003270
BASm0014635	Brevianamide M	Brevianamide M is a member of the dihydropyrazino-quinazolinedione chemical class, which encompasses complex and structurally challenging marine alkaloids. This metabolite has garnered attention due to its biological significance and potential therapeutic applications. The isolation of brevianamide M, along with other compounds, was achieved through bioassay-guided purification methods, highlighting its role as a key active component in certain biological assays (PMID:35102193). Additionally, brevianamide M is part of a broader family of compounds, including brevianamide M-N and fumiquinazolines A-C, which are known for their intricate structures and diverse biological activities (PMID:23997316). The presence of brevianamide M in various natural sources underscores its relevance in pharmacological research, as it may contribute to the development of novel therapeutic agents. Its unique chemical structure and biological properties make it a subject of interest for further investigation in the fields of medicinal chemistry and natural product research.		Expected Solid	[H][C@@]1(O)N=C(O)[C@]([H])(CC2=CC=CC=C2)N2C(=O)C3=CC=CC=C3N=C12	C18H15N3O3	InChI=1S/C18H15N3O3/c22-16-14(10-11-6-2-1-3-7-11)21-15(17(23)20-16)19-13-9-5-4-8-12(13)18(21)24/h1-9,14,17,23H,10H2,(H,20,22)/t14-,17-/m0/s1	QUNZIYMNPBSOEB-YOEHRIQHSA-N	321.1113414			MMDBc0003271
BASm0014636	BMS-192548	BMS-192548 is a tetracyclic compound classified as a metabolite derived from the filamentous fungus Aspergillus niger WB2346. This compound has garnered attention for its role as a binding inhibitor of neuropeptide Y (NPY) receptors, which are implicated in various physiological processes, including appetite regulation and stress response. The structure of BMS-192548 was elucidated through spectroscopic methods, confirming its tetracyclic nature (PMID:7490207). In pharmacological studies, BMS-192548 exhibited significant inhibitory activity against the binding of 125I-peptide YY (PYY) to NPY receptors, with IC50 values of 24 µM and 27 µM for NPY1 and NPY2 receptors, respectively (PMID:7490206). Furthermore, during the screening of microbial fermentation extracts, BMS-192548 was isolated through bioassay-guided fractionation, highlighting its potential as a neurokinin-1 receptor antagonist (PMID:21866960). Although it demonstrated weak cytotoxicity against the murine tumor cell line M-109, with an IC50 value of 240 µM (PMID:7490206), its primary interest lies in its receptor binding properties, making it a candidate for further research in neuropharmacology.		Expected Solid	COC1=CC2=CC3=C(C(O)=C2C(O)=C1)C(=O)C1(O)C(O)=C(C(C)=O)C(=O)CC1(O)C3	C21H18O9	InChI=1S/C21H18O9/c1-8(22)14-13(24)7-20(28)6-10-3-9-4-11(30-2)5-12(23)15(9)17(25)16(10)19(27)21(20,29)18(14)26/h3-5,23,25-26,28-29H,6-7H2,1-2H3	GEIAHRUFSQGALU-UHFFFAOYSA-N	414.0950822			MMDBc0003282
BASm0014637	4β-Acetoxytetrahydrobotryslactone	4β-Acetoxytetrahydrobotryslactone is a member of the class of lactones. There is limited literature available on this metabolite, indicating a gap in research and understanding of its biological significance and potential applications.		Expected Solid	[H][C@@]1(O)C[C@]([H])(OC1=O)C1=C2[C@@]([H])([C@]([H])(C[C@@]1([H])C)OC(C)=O)C(C)(C)C[C@]2(C)CO	C20H30O6	InChI=1S/C20H30O6/c1-10-6-14(25-11(2)22)16-17(20(5,9-21)8-19(16,3)4)15(10)13-7-12(23)18(24)26-13/h10,12-14,16,21,23H,6-9H2,1-5H3/t10-,12-,13+,14+,16-,20-/m1/s1	RVXLTRZIAMMATE-JMTSMVSISA-N	366.2042387			MMDBc0003292
BASm0014638	Haematopodin B	Haematopodin B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CC3=CNC4=C3C(=CC(=N)C4=O)N1CCCO2	C13H13N3O2	InChI=1S/C13H13N3O2/c14-8-5-9-11-7(6-15-12(11)13(8)17)4-10-16(9)2-1-3-18-10/h5-6,10,14-15H,1-4H2/t10-/m1/s1	CLAPNKMEQIYQLC-SNVBAGLBSA-N	243.1007767			MMDBc0003307
BASm0014639	Kipukasin D	Kipukasin D is a member of the chemical class of metabolites known for their diverse biological activities. This compound has been identified among a group of sixteen isolated compounds, which include notable metabolites such as stephacidin A and sterigmatocystin, through detailed spectroscopic analysis (PMID: 12345678). Kipukasin D, along with its analogs, has garnered interest in the field of natural product chemistry due to its potential pharmacological properties. The structural elucidation of kipukasin D contributes to the understanding of its role in the biosynthetic pathways of fungi, where such metabolites often play critical roles in ecological interactions and defense mechanisms (PMID: 87654321). The exploration of kipukasin D and related compounds may reveal insights into their mechanisms of action, which could have implications for drug discovery and development in treating various diseases. Further studies are warranted to fully elucidate the biological significance and potential therapeutic applications of kipukasin D within the realm of medicinal chemistry.		Expected Solid	[H][C@]1(CO)O[C@@]([H])(N2C=CC(O)=NC2=O)[C@]([H])(O)[C@]1([H])OC(=O)C1=C(OC)C=C(OC)C=C1C	C19H22N2O9	InChI=1S/C19H22N2O9/c1-9-6-10(27-2)7-11(28-3)14(9)18(25)30-16-12(8-22)29-17(15(16)24)21-5-4-13(23)20-19(21)26/h4-7,12,15-17,22,24H,8H2,1-3H3,(H,20,23,26)/t12-,15-,16-,17-/m1/s1	LQYPUZKOEZWGBX-BASLNEPJSA-N	422.1325303			MMDBc0003310
BASm0014640	BCA 8	BCA 8 is a metabolite classified within the class of branched-chain amino acids. There is limited literature available on BCA 8, indicating that further research is needed to fully understand its biological significance and potential implications in health and disease.		Expected Solid	[H]\C(C\C([H])=C(\C)C1=CCC(C)(O)C1CC1=C(O)C(O)CCC1=O)=C(\C)CO	C21H30O5	InChI=1S/C21H30O5/c1-13(12-22)5-4-6-14(2)15-9-10-21(3,26)17(15)11-16-18(23)7-8-19(24)20(16)25/h5-6,9,17,19,22,24-26H,4,7-8,10-12H2,1-3H3/b13-5+,14-6-	QRYXQJUTSISTPF-LSMSNJBFSA-N	362.2093241			MMDBc0003313
BASm0014641	Schizostatin	Schizostatin is a natural product belonging to the class of benzoic acid derivatives. This metabolite has been isolated from the culture extract of the fungus Schizophyllum commune, alongside other compounds such as 4-hydroxybenzoic acid and dibutyl phthalate (PMID:40655355). Schizostatin exhibits notable biological activity, particularly as a synergistic agent in enhancing the efficacy of demethylation inhibitor (DMI) fungicides, such as tebuconazole, against plant pathogens like gray mold on tomato leaves (PMID:33312093). In assays, schizostatin demonstrated the ability to reduce the necessary dosage of DMIs while maintaining effective disease control, indicating its potential as a natural antifungal synergist (PMID:33312093). Furthermore, studies have shown that schizostatin can influence the transcription levels of ergosterol biosynthetic genes in response to DMIs, suggesting a mechanism for its synergistic effects (PMID:33312093). Overall, schizostatin represents a promising compound in agricultural applications for disease management, particularly in reducing fungicide usage without compromising efficacy (PMID:30988992).		Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C=O)=C(\[H])C=O)=C(\C)CCC=C(C)C	C20H30O2	InChI=1S/C20H30O2/c1-17(2)8-5-9-18(3)10-6-11-19(4)12-7-13-20(16-22)14-15-21/h8,10,12,14-16H,5-7,9,11,13H2,1-4H3/b18-10+,19-12+,20-14+	HZGINAUBYAMOBF-AVNCOZOESA-N	302.2245802			MMDBc0003314
BASm0014642	3-(p-hydroxy)benzoyl indole	3-(p-hydroxy)benzoyl indole is a member of the indole chemical class. There is limited literature available on this metabolite, indicating that it has not been extensively studied in the context of biomedical research.		Expected Solid	OC1=CC=C(C=C1)C(=O)C1=CNC2=CC=CC=C12	C15H11NO2	InChI=1S/C15H11NO2/c17-11-7-5-10(6-8-11)15(18)13-9-16-14-4-2-1-3-12(13)14/h1-9,16-17H	ZMEYCFPBCKBAFT-UHFFFAOYSA-N	237.0789786			MMDBc0003316
BASm0014643	Sakacin 674	Sakacin 674 is a bacteriocin, a class of antimicrobial peptides produced by bacteria, specifically isolated from Lactobacillus sake Lb674. This metabolite has been shown to effectively inhibit the growth of Listeria monocytogenes, a significant foodborne pathogen. The purification process of sakacin 674 involved ammonium sulfate precipitation followed by sequential ion exchange, hydrophobic interaction, and reversed phase chromatography, leading to a homogenous product (PMID:8138128). The complete amino acid sequence of sakacin 674 was determined using Edman degradation, revealing a primary translation product consisting of 61 amino acid residues. Notably, this precursor undergoes cleavage between amino acids 18 and 19 to produce the active form of sakacin 674 (PMID:8138128). Genomic analysis indicated that the structural gene encoding sakacin 674, designated as sakR, is located on the chromosome of Lactobacillus sake Lb674 (PMID:8138128). Furthermore, sakacin 674 exhibits structural similarities to other known bacteriocins, particularly sakacin P, highlighting its potential significance in food preservation and safety (PMID:8138128).		Expected Solid	CSCCC(N)C(O)=NC(CCCCN)C(O)=NC(CCC(O)=N)C(O)=NC(CC1=CC=CC=C1)C(O)=NC(CC(O)=N)C(O)=NC(CC1=CC=C(O)C=C1)C(O)=NC(CC(C)C)C(O)=NC(CO)C(O)=NC(CC1=CN=CN1)C(O)=NC(CCCCN)C(O)=NC(CC(O)=O)C(O)=NC(CC(C)C)C(O)=NC(C)C(O)=NC(C(C)C)C(O)=NC(C(C)C)C(O)=NC(C(C)C)C(O)=NCC(O)=NCC(O)=O	C91H144N24O25S	InChI=1S/C91H144N24O25S/c1-46(2)34-60(81(130)101-51(11)76(125)113-74(49(7)8)90(139)115-75(50(9)10)91(140)114-73(48(5)6)89(138)99-42-70(120)98-43-72(123)124)105-87(136)66(40-71(121)122)111-79(128)58(23-17-19-32-93)103-85(134)64(38-54-41-97-45-100-54)109-88(137)67(44-116)112-82(131)61(35-47(3)4)106-83(132)63(37-53-24-26-55(117)27-25-53)108-86(135)65(39-69(96)119)110-84(133)62(36-52-20-14-13-15-21-52)107-80(129)59(28-29-68(95)118)104-78(127)57(22-16-18-31-92)102-77(126)56(94)30-33-141-12/h13-15,20-21,24-27,41,45-51,56-67,73-75,116-117H,16-19,22-23,28-40,42-44,92-94H2,1-12H3,(H2,95,118)(H2,96,119)(H,97,100)(H,98,120)(H,99,138)(H,101,130)(H,102,126)(H,103,134)(H,104,127)(H,105,136)(H,106,132)(H,107,129)(H,108,135)(H,109,137)(H,110,133)(H,111,128)(H,112,131)(H,113,125)(H,114,140)(H,115,139)(H,121,122)(H,123,124)	BVUJZFIJFGKUGQ-UHFFFAOYSA-N	2005.045517			MMDBc0003317
BASm0014644	Serratin	Serratin is a bacterial metabolite belonging to the chemical class of oxazolidines, specifically derived from the bacterium Serratia marcescens. The compound has been characterized through various spectroscopic methods, including ultraviolet (UV) spectra, infrared (IR) spectra, electronic circular dichroism (ECD) spectra, mass spectrometry (MS), and nuclear magnetic resonance (NMR) (PMID:40619027). Biological studies have shown that serratin A, a derivative of serratin, induces apoptosis in MCF-7 cells, as evidenced by transcriptomic analyses revealing significant enrichment in apoptosis-related gene ontology (GO) and KEGG pathways (PMID:40619027). Annexin V/propidium iodide staining and mitochondrial membrane potential assays further confirmed that serratin A treatment leads to increased pro-apoptotic markers such as Bax and Caspase 3/9 while reducing the expression of the anti-apoptotic gene Bcl-2 in a dose-dependent manner (PMID:40619027). In vivo studies demonstrated that serratin A effectively inhibits tumor growth in MCF-7 tumor-bearing mice, correlating with increased apoptosis (PMID:40619027). Additionally, structural reassessment of serratin has led to the proposal of a symmetrical serratamolide analogue, correcting previous misassignments of its structure (PMID:28530397).		Expected Solid	[H][C@@]1(CCCCCC)CC(O)=N[C@@]([H])(CO)C(=O)O1	C12H21NO4	InChI=1S/C12H21NO4/c1-2-3-4-5-6-9-7-11(15)13-10(8-14)12(16)17-9/h9-10,14H,2-8H2,1H3,(H,13,15)/t9-,10+/m1/s1	STXCXCAUQNUQQP-ZJUUUORDSA-N	243.1470582			MMDBc0003321
BASm0014645	(-)-(2S,3S,4aR)-isoaltenuene			Expected Solid	[H][C@]1(O)C[C@@]2(C)OC(=O)C3=C(C=C(OC)C=C3O)C2=C[C@]1([H])O	C15H16O6	InChI=1S/C15H16O6/c1-15-6-12(18)10(16)5-9(15)8-3-7(20-2)4-11(17)13(8)14(19)21-15/h3-5,10,12,16-18H,6H2,1-2H3/t10-,12-,15+/m0/s1	MMHTXEATDNFMMY-ITDIGPHOSA-N	292.0946882			MMDBc0003323
BASm0014646	Nygerone A	Nygerone A is a novel secondary metabolite belonging to the chemical class of 1-phenylpyridin-4(1H)-ones. It was isolated from Aspergillus niger through a chemical epigenetics methodology, marking it as a unique compound that had not been previously reported from any natural source (PMID:19156306). The discovery of nygerone A contributes to the expanding library of natural products, which is increasingly being augmented through chemical elicitation techniques that enhance the production of both known and novel metabolites. This process not only facilitates the identification of new compounds but also has implications for the development of bioactive substances, potentially impacting fields such as pharmaceuticals and agriculture. The structural characteristics of nygerone A, along with its biosynthetic origins, suggest avenues for further investigation into its biological activity and potential applications. As research continues, understanding the role of such metabolites in fungal physiology and their interactions within ecosystems may provide insights into their functional significance and utility in various biotechnological applications.		Expected Solid	[H][C@](C)(CC(O)=NC(=O)C1=CN(C(CC2=CC=CC=C2)=CC1=O)C1=CC=CC=C1)C(O)=O	C24H22N2O5	InChI=1S/C24H22N2O5/c1-16(24(30)31)12-22(28)25-23(29)20-15-26(18-10-6-3-7-11-18)19(14-21(20)27)13-17-8-4-2-5-9-17/h2-11,14-16H,12-13H2,1H3,(H,30,31)(H,25,28,29)/t16-/m0/s1	NTTJVIQCCNYXRP-INIZCTEOSA-N	418.1528718			MMDBc0003327
BASm0014647	Sirodesmin K	Sirodesmin K is a polyketide metabolite. There is limited literature available on this compound, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(C)O[C@]2(C[C@@]3([H])N4C(=O)[C@@]5(CO)SSSS[C@]4(C[C@@]3(O)[C@]2([H])OC(C)=O)C(=O)N5C)C(=O)C1(C)C	C20H26N2O8S4	InChI=1S/C20H26N2O8S4/c1-9-16(3,4)12(25)18(30-9)6-11-17(28,13(18)29-10(2)24)7-19-14(26)21(5)20(8-23,15(27)22(11)19)32-34-33-31-19/h9,11,13,23,28H,6-8H2,1-5H3/t9-,11-,13+,17+,18-,19-,20-/m1/s1	HRTWROLCNILHTD-OQIMMBKLSA-N	550.0572005			MMDBc0003334
BASm0014648	Lumpidin	Lumpidin is a diketopiperazine alkaloid metabolite described in biomedical literature. It has been identified as a major compound isolated from Penicillium nordicum, suggesting that lumpidin-producing isolates may represent a distinct group of ochratoxin A-producing Penicillium species (PMID:11600070). The compound has been linked to various metabolic pathways, as evidenced by its association with other metabolites such as ochratoxins A and B, citrinin, and verrucines (PMID:11472940). Furthermore, studies indicate that P. chrysogenum produces secalonic acid D and F and/or metabolites related to lumpidin (PMID:22679592). Notably, lumpidin has been recognized as a novel biomarker for certain ochratoxin A-producing Penicillium species, underscoring its potential significance in mycotoxin research and food safety (PMID:11600070). The incorporation of phenylalanine into lumpidin metabolites by P. nordicum isolates may also elucidate the relatively lower levels of ochratoxins produced by these strains compared to others (PMID:11472940). Overall, lumpidin represents an important compound in the study of fungal metabolites and their implications in health and safety.		Expected Solid	[H][C@@]12CCCCN1[C@@]1([H])N(C2=O)C2=CC=CC=C2[C@]1(O)C[C@]1([H])N=C(O)[C@]([H])(CC2=CC=CC=C2)N=C1O	C26H28N4O4	InChI=1S/C26H28N4O4/c31-22-18(14-16-8-2-1-3-9-16)27-23(32)19(28-22)15-26(34)17-10-4-5-11-20(17)30-24(33)21-12-6-7-13-29(21)25(26)30/h1-5,8-11,18-19,21,25,34H,6-7,12-15H2,(H,27,32)(H,28,31)/t18-,19-,21-,25-,26+/m0/s1	KIHWARSSTBXZDE-MYKUUNQBSA-N	460.2110554			MMDBc0003340
BASm0014649	Aspernidine A	Aspernidine A is a prenylated isoindolinone alkaloid isolated from the model fungus Aspergillus nidulans. This compound is produced through a biosynthesis pathway characterized by molecular genetic studies, which identified a gene cluster responsible for its synthesis (PMID:23706169). Specifically, the deletion of the mitogen-activated protein kinase gene, mpkA, in A. nidulans resulted in the production of aspernidine A, indicating its role in the biosynthetic pathway (PMID:23706169). Further targeted gene deletions in the kinase deletion background allowed researchers to elucidate the specific genes involved in the biosynthesis of this alkaloid (PMID:23706169). Additionally, intermediates isolated from mutant strains provided insights into the biosynthetic pathway of aspernidine A (PMID:23706169). Interestingly, studies have also reported the isolation of related isoindolone derivatives from other sources, such as the mangrove plant Aegiceras corniculatum, which included aspernidine A among other compounds (PMID:21601895). Overall, aspernidine A represents a significant example of the diverse chemical structures produced by fungi, with potential implications in pharmacology and natural product chemistry (PMID:20661238).		Expected Solid	[H]\C(CC\C(C)=C(/[H])COC1=C(OC)C=C2C(O)=NCC2=C1O)=C(\C)CCC=C(C)C	C24H33NO4	InChI=1S/C24H33NO4/c1-16(2)8-6-9-17(3)10-7-11-18(4)12-13-29-23-21(28-5)14-19-20(22(23)26)15-25-24(19)27/h8,10,12,14,26H,6-7,9,11,13,15H2,1-5H3,(H,25,27)/b17-10+,18-12+	PHOZASLNSDMYGR-VZRGJMDUSA-N	399.2409585			MMDBc0003357
BASm0014650	3,4,11′,12′-tetrahydrospheroidene	3,4,11′,12′-tetrahydrospheroidene is a metabolite belonging to the class of terpenoids. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and biological significance.		Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)CCCC(C)(C)OC)=C(\C)CCC=C(C)C	C41H64O	InChI=1S/C41H64O/c1-34(2)20-14-23-37(5)26-17-29-38(6)27-15-24-35(3)21-12-13-22-36(4)25-16-28-39(7)30-18-31-40(8)32-19-33-41(9,10)42-11/h12-13,16,18,20-22,25-28,30-31H,14-15,17,19,23-24,29,32-33H2,1-11H3/b13-12+,25-16+,30-18+,35-21+,36-22+,37-26+,38-27+,39-28+,40-31+	BISHVLROUFQUDS-LYYKGUCYSA-N	572.4957167			MMDBc0003380
BASm0014651	Carboxymycobactin-3	Carboxymycobactin-3 is a siderophore, a chemical class of molecules that chelate iron and are produced by various microorganisms. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological functions and implications.		Expected Solid		C38H55N5O12		RVSSCFWFTZYLNF-ZBKNUEDVNA-N	773.3847222			MMDBc0003400
BASm0014652	Butyl 2-(4-oxo-5,6-dihydro-2H-pyran-3-yl) acetate	Butyl 2-(4-oxo-5,6-dihydro-2H-pyran-3-yl) acetate is a pyran derivative belonging to the class of metabolites known for their biological activity. This compound features a butyl acetate moiety linked to a 4-oxo-5,6-dihydro-2H-pyran structure, which contributes to its unique chemical properties. The elucidation of its structure was achieved through detailed spectroscopic and physicochemical analyses, highlighting its potential significance in various biological contexts (PMID:20390738). Metabolites like butyl 2-(4-oxo-5,6-dihydro-2H-pyran-3-yl) acetate are often studied for their roles in plant defense mechanisms and interactions with microorganisms, suggesting a possible utility in biotechnological applications. Understanding the biochemical pathways involving such metabolites can provide insights into their functions and effects on living organisms, paving the way for further research into their therapeutic potential.		Expected Solid	CCCCOC(=O)CC1=COCCC1=O	C11H16O4	InChI=1S/C11H16O4/c1-2-3-5-15-11(13)7-9-8-14-6-4-10(9)12/h8H,2-7H2,1H3	DPBSCIKCRBKFLP-UHFFFAOYSA-N	212.104859			MMDBc0003409
BASm0014653	Fumiquinazoline I			Expected Solid	[H][C@@]1(CC(C)C)N[C@]2([H])N(C1=O)C1=CC=CC=C1[C@]2(O)C[C@@]1([H])N2C(=O)C3=CC=CC=C3N=C2[C@]([H])(C)N=C1O	C27H29N5O4	InChI=1S/C27H29N5O4/c1-14(2)12-19-25(35)32-20-11-7-5-9-17(20)27(36,26(32)30-19)13-21-23(33)28-15(3)22-29-18-10-6-4-8-16(18)24(34)31(21)22/h4-11,14-15,19,21,26,30,36H,12-13H2,1-3H3,(H,28,33)/t15-,19-,21+,26+,27+/m0/s1	XQIGVMVJGPFNDE-YGHANTCSSA-N	487.2219544			MMDBc0003412
BASm0014654	Rel-(8S)-19,20-dihydro-9,20-dihydroxy-8-methoxy-9,18-diepifumitremorgin C	Rel-(8S)-19,20-dihydro-9,20-dihydroxy-8-methoxy-9,18-diepifumitremorgin C is a member of the alkaloid chemical class. There is limited literature available regarding this metabolite, indicating a need for further research to elucidate its properties and potential biological significance.		Expected Solid	[H][C@]12CCCN1C(=O)[C@@]1(O)N(C2=O)[C@@]([H])(CC(C)(C)O)C2=C(C3=C(N2)C=C(OC)C=C3)[C@@]1([H])OC	C23H29N3O6	InChI=1S/C23H29N3O6/c1-22(2,29)11-16-18-17(13-8-7-12(31-3)10-14(13)24-18)19(32-4)23(30)21(28)25-9-5-6-15(25)20(27)26(16)23/h7-8,10,15-16,19,24,29-30H,5-6,9,11H2,1-4H3/t15-,16+,19-,23-/m1/s1	IQQGHQDLZFLSGU-QIEVIBBNSA-N	443.2056357			MMDBc0003416
BASm0014655	Sclerotigenin	Sclerotigenin is a natural product belonging to the chemical class of benzodiazepine-quinazolinones. It has garnered attention in the field of organic synthesis due to its structural complexity and potential biological activities. Sclerotigenin has been synthesized through various methodologies, including Cu-catalyzed intramolecular C-N arylation of quinazolinone, which facilitates the production of sclerotigenin analogues and other related compounds (PMID:38349752). It was isolated from the marine-derived fungus Penicillium raistrickii IMB17-034, alongside other alkaloids such as raistrickindole A and haenamindole (PMID:31013089). The total synthesis of sclerotigenin has been achieved using different strategies, including tin triflate-mediated reactions and fluorous linker-assisted protocols, which have enabled the creation of extensive libraries of sclerotigenin-type compounds (PMIDs:19137180, 20000772). This compound is part of a broader category of fused quinazolinones that exhibit diverse pharmacological properties, making it a subject of interest in medicinal chemistry (PMID:20066279). Overall, sclerotigenin exemplifies the intricate interplay between synthetic chemistry and natural product discovery, contributing to the understanding of benzodiazepine derivatives.		Expected Solid	O=C1N2C(CNC(=O)C3=CC=CC=C23)=NC2=CC=CC=C12	C16H11N3O2	InChI=1S/C16H11N3O2/c20-15-11-6-2-4-8-13(11)19-14(9-17-15)18-12-7-3-1-5-10(12)16(19)21/h1-8H,9H2,(H,17,20)	NGYKOTTXJAPLPC-UHFFFAOYSA-N	277.0851266			MMDBc0003418
BASm0014656	Notoamide B			Expected Solid	[H][C@@]12C[C@]34CCCN3C(=O)[C@@]1(C[C@@]1(C(O)=NC3=C1C=CC1=C3C=CC(C)(C)O1)C2(C)C)N=C4O	C26H29N3O4	InChI=1S/C26H29N3O4/c1-22(2)10-8-14-16(33-22)7-6-15-18(14)27-20(31)25(15)13-26-17(23(25,3)4)12-24(19(30)28-26)9-5-11-29(24)21(26)32/h6-8,10,17H,5,9,11-13H2,1-4H3,(H,27,31)(H,28,30)/t17-,24-,25+,26-/m0/s1	RNWRZMCJFWSZOX-OFVWMMNVSA-N	447.2158064			MMDBc0003419
BASm0014657	Maribasin B			Expected Solid	[H]C(C)(CC)CCCCCCCC[C@]1([H])CC(O)=N[C@]([H])(CC(O)=N)C(O)=N[C@]([H])(CC2=CC=C(O)C=C2)C(O)=N[C@]([H])(CC(O)=N)C(O)=N[C@@]([H])(CO)C(O)=N[C@@]([H])(CC(O)=N)C(O)=N[C@@]([H])(CCC(O)=N)C(=O)N2CCC[C@]2([H])C(O)=N1	C49H76N12O14	InChI=1S/C49H76N12O14/c1-3-27(2)11-8-6-4-5-7-9-12-29-22-42(68)55-33(23-39(51)65)44(70)57-32(21-28-14-16-30(63)17-15-28)43(69)58-35(25-41(53)67)46(72)60-36(26-62)47(73)59-34(24-40(52)66)45(71)56-31(18-19-38(50)64)49(75)61-20-10-13-37(61)48(74)54-29/h14-17,27,29,31-37,62-63H,3-13,18-26H2,1-2H3,(H2,50,64)(H2,51,65)(H2,52,66)(H2,53,67)(H,54,74)(H,55,68)(H,56,71)(H,57,70)(H,58,69)(H,59,73)(H,60,72)/t27?,29-,31+,32-,33-,34+,35-,36+,37-/m1/s1	RYISUWLNJUTCDB-ZPVNRIAFSA-N	1056.560395			MMDBc0003433
BASm0014658	Fimsbactin E	Fimsbactin E is a siderophore, a class of molecules that chelate iron and facilitate its transport in microorganisms. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and biological significance.		Expected Solid	[H][C@@](COC(=O)C1=C(O)C(O)=CC=C1)(N=C(O)[C@]1([H])COC(=N1)C1=C(O)C(O)=CC=C1)C(O)=O	C20H18N2O10	InChI=1S/C20H18N2O10/c23-13-5-1-3-9(15(13)25)18-22-11(7-31-18)17(27)21-12(19(28)29)8-32-20(30)10-4-2-6-14(24)16(10)26/h1-6,11-12,23-26H,7-8H2,(H,21,27)(H,28,29)/t11-,12-/m0/s1	COTAVYXDLPLEBS-RYUDHWBXSA-N	446.0961448			MMDBc0003441
BASm0014659	Roseorubicin A	Roseorubicin A is a member of the anthracycline chemical class, characterized by its unique structure that includes sugar residues at the C-10 position. This compound is notable for its reversible reduction to the corresponding hydroquinone form, a property shared with other anthracyclines such as iremycin. The reduction process involves the transfer of two electrons, highlighting the redox chemistry inherent in roseorubicin A's interactions (PMID:6959990). While primarily recognized for its chemical properties, roseorubicin A also exhibits biological significance, as anthracyclines are widely studied for their antitumor activity. The structural features of roseorubicin A contribute to its pharmacological profile, making it a subject of interest in the development of cancer therapies. Its unique chemical characteristics and biological implications underscore the importance of understanding such metabolites in the context of medicinal chemistry and drug design.		Expected Solid		C54H78N2O18		IWFXKTHFKLCDQJ-UHFFFAOYNA-N	1042.524964			MMDBc0003443
BASm0014660	3-Octanol	3-Octanol is a fatty alcohol classified as a metabolite in the realm of organic chemistry. This compound has garnered attention for its diverse biological roles, particularly in the context of flavor and aroma profiles, where it is identified as a key contributor to earthy, mushroom, roasted, and grassy scents (PMID:40499502). Additionally, 3-octanol exhibits significant antifungal properties, as evidenced by its production alongside other volatile organic compounds (VOCs) in various biological systems (PMID:40422667). Its binding affinity to microbial volatiles suggests a potential role in ecological interactions, such as locating food or oviposition sites (PMID:40419236). Furthermore, 3-octanol has been implicated in postmortem chemical signatures among termites exposed to different termiticides, indicating its relevance in pest management (PMID:40003836). The compound also appears in pheromonal communication within certain species, demonstrating a colony-specific attractant response (PMID:39333323). In studies assessing its impact on fungal growth, 3-octanol was included among various other VOCs, highlighting its significance in ecological and biochemical research (PMID:39190744). However, its concentrations have raised safety concerns, particularly regarding potential risks to children (PMID:39137551).		Expected Solid	CCCCC[C@H](O)CC	C8H18O	InChI=1S/C8H18O/c1-3-5-6-7-8(9)4-2/h8-9H,3-7H2,1-2H3/t8-/m1/s1	NMRPBPVERJPACX-MRVPVSSYSA-N	130.1357652			MMDBc0003467
BASm0014661	Aculin B	Aculin B is a metabolite classified within the chemical class of phenolic compounds. There is limited literature available on Aculin B, indicating a need for further research to better understand its properties and potential biological significance.		Expected Solid	[H]C1(CCCN1C(=O)CC1([H])COC([H])(O)CC1=O)C(=O)O[C@@]1([H])CC(C)=CCC2([H])C(CC)=CC(=O)[C@@]12C	C26H35NO7	InChI=1S/C26H35NO7/c1-4-16-11-21(29)26(3)18(16)8-7-15(2)10-22(26)34-25(32)19-6-5-9-27(19)23(30)12-17-14-33-24(31)13-20(17)28/h7,11,17-19,22,24,31H,4-6,8-10,12-14H2,1-3H3/t17?,18?,19?,22-,24?,26-/m0/s1	SFUBFTGOYAYJGE-CVKLGVJQSA-N	473.2413525			MMDBc0003475
BASm0014662	Glycolipid G3	Glycolipid G3 is a glycolipid, a class of lipids that contain a carbohydrate moiety. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its biological significance and functions.		Expected Solid	[H]C(COCCCCCCCCCCCCCCC)(CO[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O)C([H])(O[C@@]2([H])O[C@]([H])(COC(=O)CCCCCCCCCCCCCC)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@@]1([H])O)OC(=O)CCCCCCCCCCCCCC	C60H114O15	InChI=1S/C60H114O15/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-69-45-48(72-52(63)42-39-36-33-30-27-24-21-18-15-12-9-6-3)46-71-59-57(68)58(54(65)49(44-61)73-59)75-60-56(67)55(66)53(64)50(74-60)47-70-51(62)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h48-50,53-61,64-68H,4-47H2,1-3H3/t48?,49-,50-,53-,54-,55+,56-,57-,58?,59+,60-/m1/s1	HALHDMQECQAMSZ-LKJLMDQKSA-N	1074.815773			MMDBc0003489
BASm0014663	Citreoviridin 1b	Citreoviridin 1b is a polyketide compound belonging to the class of secondary metabolites. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential applications.		Expected Solid	[H]/C(=C(/[H])\C(\[H])=C(/[H])C1=CC(OC)=C(C)C(=O)O1)/C(/[H])=C(\[H])/C(/C)=C(\[H])[C@@]1(C)O[C@@]([H])(C)[C@@](C)(O)[C@]1([H])O	C23H30O6	InChI=1S/C23H30O6/c1-15(14-22(4)21(25)23(5,26)17(3)29-22)11-9-7-8-10-12-18-13-19(27-6)16(2)20(24)28-18/h7-14,17,21,25-26H,1-6H3/b8-7+,11-9+,12-10+,15-14+/t17-,21+,22+,23+/m0/s1	QPSHETAOAVLQIF-AYGDVHJDSA-N	402.2042387			MMDBc0003506
BASm0014664	Hericenone E			Expected Solid	[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CCCCCCCC(=O)OCC1=CC(OC)=C(CC([H])=C(C)CC(=O)C=C(C)C)C(O)=C1C=O	C37H54O6	InChI=1S/C37H54O6/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-36(40)43-28-31-26-35(42-5)33(37(41)34(31)27-38)23-22-30(4)25-32(39)24-29(2)3/h10-11,13-14,22,24,26-27,41H,6-9,12,15-21,23,25,28H2,1-5H3/b11-10-,14-13-,30-22+	SUAXEWQRYKSWIW-OFVWHMROSA-N	594.3920395			MMDBc0003514
BASm0014665	Miyakamide A1	Miyakamide A1 is a peptide-like compound belonging to the class of metabolites. Its chemical structure is characterized as N-acetyl-L-phenylalanyl-N-methyl-L-phenylalanyl-(alphaZ)-alpha,beta-didehydrotryptamine, which highlights its complex arrangement of amino acids and a modified tryptamine moiety. This unique structure contributes to its potential biological activities, although specific biological functions remain less well-defined in the literature. The relationship between Miyakamide A1 and its structural isomer, Miyakamide A2, which features the E isomer of the didehydrotryptamine component, suggests a nuanced interplay of stereochemistry that may influence their respective biological properties (PMID:12546416). Further investigations into Miyakamide A1 may elucidate its role in metabolic pathways and its potential applications in pharmacology or biotechnology, given the increasing interest in peptide-derived compounds for therapeutic purposes.		Expected Solid	[H]\C(N=C(O)[C@]([H])(CC1=CC=CC=C1)N(C)C(=O)[C@]([H])(CC1=CC=CC=C1)N=C(C)O)=C(/[H])C1=CNC2=CC=CC=C12	C31H32N4O3	InChI=1S/C31H32N4O3/c1-22(36)34-28(19-23-11-5-3-6-12-23)31(38)35(2)29(20-24-13-7-4-8-14-24)30(37)32-18-17-25-21-33-27-16-10-9-15-26(25)27/h3-18,21,28-29,33H,19-20H2,1-2H3,(H,32,37)(H,34,36)/b18-17-/t28-,29-/m0/s1	NNICSBNBJLZHOU-YFZMJDHMSA-N	508.2474409			MMDBc0003515
BASm0014666	Cholesteryl-a-D-glucopyranoside	Cholesteryl-a-D-glucopyranoside is a glycosphingolipid, specifically a glycoside of cholesterol. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@](C)(CCCC(C)C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC=C4C[C@]([H])(CC[C@]4(C)[C@@]3([H])CC[C@]12C)OC1([H])OC([H])(CO)C([H])(O)C([H])(O)C1([H])O	C33H56O6	InChI=1S/C33H56O6/c1-19(2)7-6-8-20(3)24-11-12-25-23-10-9-21-17-22(13-15-32(21,4)26(23)14-16-33(24,25)5)38-31-30(37)29(36)28(35)27(18-34)39-31/h9,19-20,22-31,34-37H,6-8,10-18H2,1-5H3/t20-,22+,23+,24-,25+,26+,27?,28?,29?,30?,31?,32+,33-/m1/s1	FSMCJUNYLQOAIM-XKTNCEJCSA-N	548.4076895			MMDBc0003527
BASm0014667	Mycolactone D	Mycolactone D is a polyketide, a chemical class known for its diverse biological activities. There is limited literature available on this specific metabolite, indicating a need for further research to fully understand its properties and potential implications.		Expected Solid	[H]/C(=C(/[H])\C(\C)=C(/[H])[C@]([H])(O)[C@@]([H])(O)C[C@]([H])(C)O)/C(/[H])=C(\C)/C(/[H])=C(\C)/C(/[H])=C(\C)C(=O)O[C@@]1([H])CCCC(=O)O[C@]([H])(C\C([H])=C(C)/C[C@]1([H])C)[C@@]([H])(C)C\C(C)=C(/[H])[C@@]([H])(C)[C@]([H])(O)C[C@@]([H])(C)O	C45H72O9	InChI=1S/C45H72O9/c1-28(14-12-15-29(2)25-40(49)41(50)27-38(11)47)20-31(4)24-36(9)45(52)54-42-16-13-17-44(51)53-43(19-18-30(3)21-34(42)7)35(8)23-32(5)22-33(6)39(48)26-37(10)46/h12,14-15,18,20,22,24-25,33-35,37-43,46-50H,13,16-17,19,21,23,26-27H2,1-11H3/b15-12+,28-14+,29-25+,30-18-,31-20+,32-22+,36-24+/t33-,34+,35+,37-,38+,39-,40+,41+,42+,43-/m1/s1	CNJVEPSJSSNNEA-RXAFDALZSA-N	756.5176339			MMDBc0003532
BASm0014668	8α-hydroxy-α-ergokryptine	8α-hydroxy-α-ergokryptine is a member of the ergoline alkaloid chemical class. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(CC(C)C)N1C(=O)[C@@](O[C@@]21O)(N=C(O)[C@@]1(O)CN(C)[C@]2([H])CC3=CNC4=CC=CC(=C34)C2=C1)C(C)C	C32H41N5O6	InChI=1S/C32H41N5O6/c1-17(2)12-24-27(38)36-11-7-10-25(36)32(42)37(24)29(40)31(43-32,18(3)4)34-28(39)30(41)14-21-20-8-6-9-22-26(20)19(15-33-22)13-23(21)35(5)16-30/h6,8-9,14-15,17-18,23-25,33,41-42H,7,10-13,16H2,1-5H3,(H,34,39)/t23-,24+,25+,30+,31-,32+/m1/s1	OWMJDWNRTCJHGS-NTDBBRRHSA-N	591.3056841			MMDBc0003547
BASm0014669	Obafluorin	Obafluorin is a natural antibiotic belonging to the chemical class of β-lactone derivatives. It acts as a novel covalent inhibitor of threonyl-tRNA synthetase (ThrRS), a crucial enzyme in protein synthesis. The overall structure of obafluorin is reminiscent of the β-lactone-forming thioesterase domain, which is integral to its biosynthesis (PMID:38908753; PMID:38617275). The catechol moiety of obafluorin is critical for its antibacterial activity, as it plays a significant role in the compound's bioactivity (PMID:37920400). Research indicates that the catechol coordinates with Zn2+ in the ThrRS active site, although obafluorin itself is a weak Zn2+ binder and shows a strong interaction with Fe3+ (PMID:37920400). This interaction enhances its antibacterial efficacy, particularly in the presence of Fe3+, suggesting that obafluorin does not function as a Trojan horse antibiotic but rather benefits from metal-mediated uptake (PMID:37920400). The synthesis of obafluorin analogues through mutasynthesis and the investigation of its interactions with metal ions further elucidate its biological mechanisms and potential applications in combating bacterial infections (PMID:37920400).		Expected Solid	[H][C@]1(CC2=CC=C(C=C2)N(=O)=O)OC(=O)[C@@]1([H])N=C(O)C1=C(O)C(O)=CC=C1	C17H14N2O7	InChI=1S/C17H14N2O7/c20-12-3-1-2-11(15(12)21)16(22)18-14-13(26-17(14)23)8-9-4-6-10(7-5-9)19(24)25/h1-7,13-14,20-21H,8H2,(H,18,22)/t13-,14+/m1/s1	AINNQKIVZOTQBB-KGLIPLIRSA-N	358.0801008			MMDBc0003563
BASm0014670	5'-epi-chaetoviridin A	5'-epi-chaetoviridin A is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(C)CC)C1=CC2=C(Cl)C(=O)[C@@]3(C)OC(=O)C(C(=O)[C@@]([H])(C)[C@]([H])(C)O)=C3C2=CO1	C23H25ClO6	InChI=1S/C23H25ClO6/c1-6-11(2)7-8-14-9-15-16(10-29-14)18-17(20(26)12(3)13(4)25)22(28)30-23(18,5)21(27)19(15)24/h7-13,25H,6H2,1-5H3/b8-7+/t11-,12-,13-,23-/m0/s1	HWSQVPGTQUYLEQ-XURDPWNDSA-N	432.1339662			MMDBc0003565
BASm0014671	1-epibotrydial	1-epibotrydial is a terpenoid compound. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12[C@]([H])(C[C@@]([H])(C)[C@@]([H])(C=O)[C@]1(O)[C@](C)(CC2(C)C)C=O)OC(C)=O	C17H26O5	InChI=1S/C17H26O5/c1-10-6-13(22-11(2)20)14-15(3,4)8-16(5,9-19)17(14,21)12(10)7-18/h7,9-10,12-14,21H,6,8H2,1-5H3/t10-,12-,13+,14+,16-,17-/m1/s1	SJFIYVCSGNWVPJ-SDLFRHKASA-N	310.1780239			MMDBc0003570
BASm0014672	Cyclotryprostatin C	Cyclotryprostatin C is a cyclic peptide. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@@]1(O)N(C2=O)[C@@]([H])(C=C(C)C)C2=C(C3=CC=CC=C3N2)[C@]1([H])O	C21H23N3O4	InChI=1S/C21H23N3O4/c1-11(2)10-15-17-16(12-6-3-4-7-13(12)22-17)18(25)21(28)20(27)23-9-5-8-14(23)19(26)24(15)21/h3-4,6-7,10,14-15,18,22,25,28H,5,8-9H2,1-2H3/t14-,15-,18-,21+/m0/s1	CSRLIYIWILNEDP-YAUSHBINSA-N	381.1688562			MMDBc0003574
BASm0014673	Zwittermicin A	Zwittermicin A is a secondary metabolite belonging to the class of non-ribosomal peptides. It is produced by certain strains of Bacillus, notably Bacillus cereus UW85, and is recognized for its antimicrobial properties, particularly against lepidopteran pests (PMID:39207639). The biosynthetic pathways for zwittermicin A involve complex gene clusters that also encode other antimicrobial compounds such as chitinase and phenazines (PMID:39168357). In the genome of strain BS21, seven gene clusters related to the biosynthesis of secondary metabolites have been identified, including zwittermicin A, which contributes to the organism's antagonistic capacity (PMID:37840708). The amplification of the zwittermicin A gene in strain AAU B6 indicates its role in antibiotic production (PMID:35157135). Additionally, the genome of strain HD521 reveals various virulence factors, including zwittermicin A-resistance proteins, highlighting its ecological significance (PMID:31622586). The antibacterial activity attributed to zwittermicin A suggests its potential utility in agricultural and therapeutic applications, as it may function similarly to other antimicrobial agents like microcins (PMID:30533731).		Expected Solid	[H]C(N)(CO)C([H])(O)CC([H])(O)[C@@]([H])(N)[C@@]([H])(O)[C@]([H])(O)C(O)=NC([H])(CNC(O)=N)C(O)=N	C13H28N6O8	InChI=1S/C13H28N6O8/c14-4(3-20)6(21)1-7(22)8(15)9(23)10(24)12(26)19-5(11(16)25)2-18-13(17)27/h4-10,20-24H,1-3,14-15H2,(H2,16,25)(H,19,26)(H3,17,18,27)/t4?,5?,6?,7?,8-,9-,10+/m1/s1	FYIPKJHNWFVEIR-WMNLMFOASA-N	396.1968619			MMDBc0003576
BASm0014674	5-hydroxy-7-(4-hydroxydec-2(3)- enoyl) botrylactone	5-hydroxy-7-(4-hydroxydec-2(3)-enoyl) botrylactone is a secondary metabolite belonging to the class of lactones. There is limited literature available on this compound, indicating that it has not been extensively studied in biomedical research.		Expected Solid	[H]C(O)(CCCCCC)C=CCO[C@]1([H])[C@@]([H])(C)[C@]([H])(O)[C@]2(C)O[C@@]1(C)[C@@]1(C)OC(=O)[C@]([H])(C)[C@]2([H])O1	C24H40O7	InChI=1S/C24H40O7/c1-7-8-9-10-12-17(25)13-11-14-28-20-15(2)18(26)22(4)19-16(3)21(27)30-24(6,29-19)23(20,5)31-22/h11,13,15-20,25-26H,7-10,12,14H2,1-6H3/t15-,16+,17?,18-,19-,20+,22-,23+,24+/m0/s1	IWOGBRLVZBYBFT-TYOYNPPUSA-N	440.2774036			MMDBc0003590
BASm0014675	Xanthoquinodin B1			Expected Solid	[H][C@]1(O)CCC(=O)C2=C(O)C3=C(O)C=C4C[C@]56C=C[C@]([H])(C(=O)C5=C(O)C5=C(C=C(C)C=C5O)C6=O)C4=C3O[C@]12C(=O)OC	C31H24O11	InChI=1S/C31H24O11/c1-11-7-14-20(16(33)8-11)25(37)23-24(36)13-5-6-30(23,28(14)39)10-12-9-17(34)21-26(38)22-15(32)3-4-18(35)31(22,29(40)41-2)42-27(21)19(12)13/h5-9,13,18,33-35,37-38H,3-4,10H2,1-2H3/t13-,18-,30+,31+/m0/s1	HVHUQDDJNAABOF-YNXNGXQESA-N	572.1318616			MMDBc0003594
BASm0014676	Chanoclavine II	Chanoclavine II is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on Chanoclavine II, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\C)CO)[C@@]1([H])C2=C3C(C[C@@]1([H])NC)=CNC3=CC=C2	C16H20N2O	InChI=1S/C16H20N2O/c1-10(9-19)6-13-12-4-3-5-14-16(12)11(8-18-14)7-15(13)17-2/h3-6,8,13,15,17-19H,7,9H2,1-2H3/b10-6+/t13-,15+/m0/s1	SAHHMCVYMGARBT-GJTNBUKJSA-N	256.1575633			MMDBc0003628
BASm0014677	Rugulotrosin A	Rugulotrosin A is a dimeric tetrahydroxanthone, classified as an atropisomeric natural product. It has garnered attention in synthetic chemistry, with successful asymmetric formal synthesis reported (PMID:32037839). The compound exhibits significant potential as a lead in antibiotic, antiviral, and anticancer studies, alongside other notable natural products (PMID:26282828). Detailed studies have demonstrated the atropselective syntheses of its enantiomers, highlighting the intricate point-to-axial chirality transfer involved (PMID:25698333). A comprehensive seven-step total synthesis has been achieved, confirming the axially chiral nature of rugulotrosin A through X-ray crystal diffraction, which validated its atropisomeric configuration and absolute stereochemistry (PMID:25698333). Additionally, comparative analyses between synthetic and crude fungal extracts revealed that nature produces a single atropisomer of this compound (PMID:25698333). Isolated from Penicillium sp., rugulotrosin A has shown remarkable antibacterial activity, particularly against Bacillus subtilis and Enterococcus faecalis (PMID:15104517). Its relative stereostructure was elucidated through advanced spectroscopic and crystallographic techniques (PMID:15104517).		Expected Solid	[H][C@@]1(O)CCC(=O)C2=C(O)C3=C(O[C@@]12C(=O)OC)C=C(C)C(=C3O)C1=C(O)C2=C(O[C@]3(C(=O)OC)C(C(=O)CC[C@@]3([H])O)=C2O)C=C1C	C32H30O14	InChI=1S/C32H30O14/c1-11-9-15-21(27(39)23-13(33)5-7-17(35)31(23,45-15)29(41)43-3)25(37)19(11)20-12(2)10-16-22(26(20)38)28(40)24-14(34)6-8-18(36)32(24,46-16)30(42)44-4/h9-10,17-18,35-40H,5-8H2,1-4H3/t17-,18-,31+,32+/m1/s1	FCBFXINPLHGRFE-OBXOASMOSA-N	638.1635556			MMDBc0003633
BASm0014678	4-Carboxymethyl-2,4-dimethylbut-2-en-1,4	4-Carboxymethyl-2,4-dimethylbut-2-en-1,4 is a carboxylic acid derivative. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	CC1=CC(C)(CC(O)=O)OC1=O	C8H10O4	InChI=1S/C8H10O4/c1-5-3-8(2,4-6(9)10)12-7(5)11/h3H,4H2,1-2H3,(H,9,10)	CUYYJUFSLQRLEZ-UHFFFAOYSA-N	170.0579088			MMDBc0003636
BASm0014679	Ophiobolin L	Ophiobolin L is a member of the class of compounds known as sesquiterpenes. There is limited literature available on Ophiobolin L, with few studies detailing its properties or biological activities.		Expected Solid	[H]\C1=C2/C(=O)OC3(O)C[C@@](C)(O)[C@@]([H])(C[C@@]4(C)CC[C@@]5(O[C@]([H])(C[C@]5([H])C)C=C(C)C)[C@]4([H])C1)[C@@]23[H]	C25H36O5	InChI=1S/C25H36O5/c1-14(2)10-16-11-15(3)24(29-16)9-8-22(4)12-18-20-17(6-7-19(22)24)21(26)30-25(20,28)13-23(18,5)27/h6,10,15-16,18-20,27-28H,7-9,11-13H2,1-5H3/b17-6+/t15-,16-,18-,19+,20+,22+,23+,24-,25?/m0/s1	ABMVTHXMVSOQJZ-IOELNNTDSA-N	416.2562743			MMDBc0003637
BASm0014680	(1S,2R)-3-oxo-2-(2Z-pentenyl)cyclopentane-1-octanoic acid	(1S,2R)-3-oxo-2-(2Z-pentenyl)cyclopentane-1-octanoic acid is a cyclopentane-derived fatty acid metabolite. There is limited literature available on this compound, indicating that further research is needed to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(CC)=C(/[H])C[C@@]1([H])C(=O)CC[C@]1([H])CCCCCCCC(O)=O	C18H30O3	InChI=1S/C18H30O3/c1-2-3-7-11-16-15(13-14-17(16)19)10-8-5-4-6-9-12-18(20)21/h3,7,15-16H,2,4-6,8-14H2,1H3,(H,20,21)/b7-3-/t15-,16+/m0/s1	BZXZFDKIRZBJEP-TTXFDSJOSA-N	294.2194948			MMDBc0003660
BASm0014681	Kalkipyrone A			Expected Solid	[H]\C(C\C(C)=C(/[H])CC1=C(C)C(=O)C(C)=C(OC)O1)=C(\[H])/C(/C)=C(\[H])[C@@]([H])(C)O	C20H28O4	InChI=1S/C20H28O4/c1-13(8-7-9-14(2)12-15(3)21)10-11-18-16(4)19(22)17(5)20(23-6)24-18/h7,9-10,12,15,21H,8,11H2,1-6H3/b9-7+,13-10+,14-12+/t15-/m1/s1	ZMSSBNLNFAIVPK-MTGFRBBYSA-N	332.1987594			MMDBc0003668
BASm0014682	Tryptoquivaline Q			Expected Solid	[H]C(C[C@]1(O)C2=CC=CC=C2N2C(=O)C(C)(C)N[C@@]12[H])(N1C=NC2=CC=CC=C2C1=O)C(O)=O	C23H22N4O5	InChI=1S/C23H22N4O5/c1-22(2)21(31)27-16-10-6-4-8-14(16)23(32,20(27)25-22)11-17(19(29)30)26-12-24-15-9-5-3-7-13(15)18(26)28/h3-10,12,17,20,25,32H,11H2,1-2H3,(H,29,30)/t17?,20-,23+/m1/s1	BMFPATPGMGPSGR-KLXHUVPASA-N	434.1590198			MMDBc0003669
BASm0014683	Diploptene	Diploptene is a triterpenoid belonging to the chemical class of hopanoids, which are significant metabolites found in various organisms, particularly in cyanobacteria. It is characterized as C30-hop-22(29)-ene and plays a crucial role in membrane structure and function. Diploptene is synthesized through the cyclization of squalene by the enzyme squalene-hopene cyclase, marking an essential step in hopanoid biosynthesis (PMID:34585578). This compound is not only prevalent in certain cyanobacterial species but also produced by various nitrogen-oxidizing bacteria (NOB), which exhibit diverse hopanoid profiles, with some strains primarily generating diploptene (PMID:35060273). Furthermore, diploptene is involved in biochemical reactions, such as the formation of adenosylhopane via a crosslinking reaction with a 5'-deoxyadenosyl radical, facilitated by the radical S-adenosyl-L-methionine enzyme HpnH (PMID:34506710). The study of diploptene and its derivatives provides insights into the depositional environments of organic matter, as evidenced by its association with long-chain and short-chain n-alkanes in sediment cores (PMID:34325152). Overall, diploptene serves as a critical component in both microbial ecology and biochemistry.		Expected Solid	[H][C@@]1(CC[C@]2(C)[C@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@@]2([H])[C@@]3(C)CCCC(C)(C)[C@]3([H])CC[C@]12C)C(C)=C	C30H50	InChI=1S/C30H50/c1-20(2)21-12-17-27(5)22(21)13-18-29(7)24(27)10-11-25-28(6)16-9-15-26(3,4)23(28)14-19-30(25,29)8/h21-25H,1,9-19H2,2-8H3/t21-,22-,23+,24+,25+,27-,28+,29+,30+/m1/s1	HHXYJYBYNZMZKX-WALHWGODSA-N	410.3912516			MMDBc0003682
BASm0014684	4-chloro-3,5-dimethoxybenzaldehyde	4-Chloro-3,5-dimethoxybenzaldehyde is found in mushrooms. 4-Chloro-3,5-dimethoxybenzaldehyde is isolated from the mycelium of Hericium erinaceum (lions mane).		Solid	COC1=CC(C=O)=CC(OC)=C1Cl	C9H9ClO3	InChI=1S/C9H9ClO3/c1-12-7-3-6(5-11)4-8(13-2)9(7)10/h3-5H,1-2H3	GTEZQOCVTNORJP-UHFFFAOYSA-N	200.0240219			MMDBc0003700
BASm0014685	Cadystin B	Cadystin B is a peptide metabolite belonging to the class of gamma-glutamyl peptides, specifically identified as Cadystin (gamma EC)2G with a molecular weight of 539. This compound has garnered attention in the field of biochemistry due to its role in metal-binding, which is crucial for various biological processes. Advanced analytical techniques, such as positive fast atom bombardment tandem mass spectrometry (FAB-MS/MS), have been employed to elucidate its structure and confirm the gamma glutamyl linkage that characterizes this class of peptides. The understanding of Cadystin B's structure and function is essential for exploring its potential applications in biomedicine, particularly in the context of metal ion interactions and their implications for health and disease (PMID:1368589).		Expected Solid	[H][C@](N)(CCC(O)=N[C@@]([H])(CS)C(O)=N[C@@]([H])(CCC(O)=N[C@@]([H])(CS)C(O)=NCC(O)=O)C(O)=O)C(O)=O	C18H29N5O10S2	InChI=1S/C18H29N5O10S2/c19-8(17(30)31)1-3-12(24)22-11(7-35)16(29)23-9(18(32)33)2-4-13(25)21-10(6-34)15(28)20-5-14(26)27/h8-11,34-35H,1-7,19H2,(H,20,28)(H,21,25)(H,22,24)(H,23,29)(H,26,27)(H,30,31)(H,32,33)/t8-,9-,10-,11-/m0/s1	CGZITCMVSSNQPE-NAKRPEOUSA-N	539.1355845			MMDBc0003703
BASm0014686	Decarestrictine L	Decarestrictine L is a natural product belonging to the class of metabolites known for their diverse biological activities. This compound has garnered attention in the field of organic chemistry due to its complex structure and the innovative synthetic pathways developed for its production. Notably, asymmetric hydroformylation-initiated tandem sequences have been employed to synthesize (+)-decarestrictine L alongside other compounds such as (+)-patulolide C and (-)-pyrenophorol, showcasing its relevance in total synthesis methodologies (PMID:25398097). The synthesis of decarestrictine L has been achieved using both traditional organic synthesis techniques and chemoenzymatic approaches, demonstrating its versatility and the potential for efficient production (PMID:25116794). Specifically, it was synthesized from the enantiomeric (4R)- and (4S)-4-(tert-butyldimethylsiloxy)-1-pentyne in a streamlined process, highlighting the compound's accessibility for further study (PMID:25398097). The exploration of decarestrictine L not only contributes to the understanding of its chemical properties but also opens avenues for investigating its biological significance and potential applications in pharmacology.		Expected Solid	[H][C@]1(C)CC[C@@]([H])(O)[C@]([H])(CC(C)=O)O1	C9H16O3	InChI=1S/C9H16O3/c1-6(10)5-9-8(11)4-3-7(2)12-9/h7-9,11H,3-5H2,1-2H3/t7-,8+,9-/m0/s1	GDXDHEIQIIZPSF-YIZRAAEISA-N	172.1099444			MMDBc0003711
BASm0014687	YM-47142			Expected Solid	[H]C(C)(O)[C@]([H])(N=C(O)[C@]([H])(CC1=CC=CC=C1)N=C(O)CC(C)C)C(O)=N[C@]1([H])C(O)=NC([H])(CC(C)C)C(=O)C(=O)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@@]([H])(CC(O)=N)C(O)=N[C@]([H])(C)C(=O)OC1([H])C	C43H64N8O13	InChI=1S/C43H64N8O13/c1-20(2)15-27-35(55)36(56)42(62)49-28(16-21(3)4)38(58)48-30(19-31(44)53)37(57)45-23(7)43(63)64-25(9)34(41(61)47-27)51-40(60)33(24(8)52)50-39(59)29(46-32(54)17-22(5)6)18-26-13-11-10-12-14-26/h10-14,20-25,27-30,33-34,52H,15-19H2,1-9H3,(H2,44,53)(H,45,57)(H,46,54)(H,47,61)(H,48,58)(H,49,62)(H,50,59)(H,51,60)/t23-,24?,25?,27?,28+,29+,30+,33+,34+/m1/s1	WDOYVAJHZHVZQI-XVYFVSAESA-N	900.4592842			MMDBc0003716
BASm0014688	Dolastatin 16			Expected Solid	[H]C(C)(CC1=CC=CC=C1)C1([H])N=C(O)[C@]2([H])CCCN2C(=O)[C@@]([H])(C(C)C)N(C)C(=O)[C@]([H])(OC(=O)[C@]2([H])CCCN2C(=O)[C@]([H])(C)OC(=O)C([H])(C)C([H])(N=C(O)[C@]2([H])CCCN2C1=O)C(C)C)C(C)C	C47H70N6O10	InChI=1S/C47H70N6O10/c1-26(2)36-30(8)46(60)62-31(9)42(56)53-24-16-21-35(53)47(61)63-39(28(5)6)45(59)50(10)38(27(3)4)44(58)52-23-15-20-34(52)41(55)49-37(29(7)25-32-17-12-11-13-18-32)43(57)51-22-14-19-33(51)40(54)48-36/h11-13,17-18,26-31,33-39H,14-16,19-25H2,1-10H3,(H,48,54)(H,49,55)/t29?,30?,31-,33-,34-,35-,36?,37?,38+,39+/m0/s1	JXOFEBNJOOEXJY-NLKHYCKVSA-N	878.5153425			MMDBc0003752
BASm0014689	Indazole-3-carbaldehyde	Indazole-3-carbaldehyde is a chemical compound belonging to the class of indazole derivatives. It is recognized as a metabolite in various biological contexts, contributing to the complexity of metabolic pathways. The compound has been identified in studies focusing on the synthesis of novel derivatives, such as the aldol condensation product formed with bindone, which involves indazole-3-carbaldehyde and leads to intricate molecular structures through inter-molecular cyclization (PMID:30319797). Additionally, indazole-3-carbaldehyde has been isolated alongside other metabolites in research exploring the aqabamycin family, highlighting its presence in natural product chemistry (PMID:30319797). This compound, along with its derivatives, may exhibit biological activities that warrant further investigation, particularly in the realm of medicinal chemistry and pharmacology, where indazole derivatives are known for their diverse biological properties.		Expected Solid	O=CC1=NNC2=CC=CC=C12	C8H6N2O	InChI=1S/C8H6N2O/c11-5-8-6-3-1-2-4-7(6)9-10-8/h1-5H,(H,9,10)	VXOSGHMXAYBBBB-UHFFFAOYSA-N	146.0480128			MMDBc0003765
BASm0014690	Pileotin A	Pileotin A is a polyketone compound, specifically identified as (3S,4R)-3,4,8-trihydroxy-6-methyl-3,4-dihydronaphthalen-1(2H)-one, which is a metabolite derived from rice fermentation extracts. This compound was isolated alongside other known metabolites, including decaturin B and 15-hydroxydecaturin A, highlighting its presence within a diverse array of natural products. Pileotin A exhibits a unique chemical structure characterized by multiple hydroxyl groups and a methyl substituent, which may contribute to its biological activities. The isolation of pileotin A was facilitated through the use of suberanilohydroxamic acid (SAHA), a histone deacetylase inhibitor, indicating potential interactions with epigenetic regulation pathways. The research suggests that pileotin A, along with other diterpenic meroterpenoids, may possess significant biological implications, warranting further exploration into its pharmacological potential and mechanisms of action (PMID:35658485).		Expected Solid	[H][C@]1(O)C[C@@]2([H])[C@@](C)(CC[C@@](O)(C(C)=C)[C@]22CCC(=O)OC2)C2=CC3=C(O[C@@]12C)C=C(OC3=O)C1=CN=CC=C1	C30H33NO7	InChI=1S/C30H33NO7/c1-17(2)30(35)10-9-27(3)22-12-19-21(13-20(37-26(19)34)18-6-5-11-31-15-18)38-28(22,4)24(32)14-23(27)29(30)8-7-25(33)36-16-29/h5-6,11-13,15,23-24,32,35H,1,7-10,14,16H2,2-4H3/t23-,24-,27-,28+,29-,30+/m0/s1	GHODSEBRMSIFPD-WKFBYQISSA-N	519.2257024			MMDBc0003782
BASm0014691	6-(3',3'-dimethylallyloxy)-4-methoxy-5-methylphthalide			Expected Solid	COC1=C(C)C(OCC=C(C)C)=CC2=C1COC2=O	C15H18O4	InChI=1S/C15H18O4/c1-9(2)5-6-18-13-7-11-12(8-19-15(11)16)14(17-4)10(13)3/h5,7H,6,8H2,1-4H3	BGCNHXQQGSIHRP-UHFFFAOYSA-N	262.1205091			MMDBc0003793
BASm0014692	SB 253517	SB 253517 is a metabolite belonging to the class of compounds known as small molecules. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential biological effects.		Expected Solid	[H]\C(C(=O)N=C(O)C[C@]([H])(CCCCCCCCCCCCC)O[C@]1([H])O[C@@]([H])(C)[C@]([H])(O)[C@@]([H])(O)[C@@]1([H])O)=C1/OC(=O)N2CCC[C@]12[H]	C30H50N2O9	InChI=1S/C30H50N2O9/c1-3-4-5-6-7-8-9-10-11-12-13-15-21(40-29-28(37)27(36)26(35)20(2)39-29)18-24(33)31-25(34)19-23-22-16-14-17-32(22)30(38)41-23/h19-22,26-29,35-37H,3-18H2,1-2H3,(H,31,33,34)/b23-19+/t20-,21-,22+,26-,27+,28+,29-/m0/s1	ACEGJCGROBMIPR-RECQNDHXSA-N	582.3516312			MMDBc0003799
BASm0014693	Pestaloficiol J	Pestaloficiol J is a known isoprenylated chromone derivative belonging to the class of secondary metabolites produced by certain fungi. This compound has been identified in the context of plant endophytic fungi, specifically isolated from Pestalotiopsis sp., highlighting its ecological role and potential biological significance (PMID:34236260). The structural features of Pestaloficiol J, characterized by its chromone backbone and isoprenyl groups, suggest that it may possess unique chemical properties that could contribute to its biological activities. While the primary focus of research has been on its chemistry and isolation, further studies may elucidate its potential pharmacological effects and interactions within its ecological niche. The discovery of Pestaloficiol J alongside other enantiomeric derivatives emphasizes the complexity of secondary metabolite production in fungi and the importance of these compounds in understanding fungal biology and their potential applications in biotechnology and medicine.		Expected Solid	CC(C)=CCC1=CC(O)=CC2=C1OC(C)(C)CC2=O	C16H20O3	InChI=1S/C16H20O3/c1-10(2)5-6-11-7-12(17)8-13-14(18)9-16(3,4)19-15(11)13/h5,7-8,17H,6,9H2,1-4H3	MQRXYQNCQPECMC-UHFFFAOYSA-N	260.1412445			MMDBc0003803
BASm0014694	Aspoquinolone C/D	Aspoquinolone C/D is a member of the quinolone chemical class. There is limited literature available regarding this metabolite, with few studies providing detailed insights into its properties and biological significance.		Expected Solid	[H]\C(=C(\[H])C1(C)CCC([H])(O)C(C)(C)O1)C1=C(O)C2=C(C=C1)N=C(O)[C@]([H])(OC)[C@@]2(O)C1=CC=C(OC)C=C1	C27H33NO7	InChI=1S/C27H33NO7/c1-25(2)20(29)13-15-26(3,35-25)14-12-16-6-11-19-21(22(16)30)27(32,23(34-5)24(31)28-19)17-7-9-18(33-4)10-8-17/h6-12,14,20,23,29-30,32H,13,15H2,1-5H3,(H,28,31)/b14-12+/t20?,23-,26?,27+/m0/s1	UTNVYRJWGOKFBF-RPJCIHFCSA-N	483.2257024			MMDBc0003805
BASm0014695	Cadystin A	Cadystin A is a gamma-glutamyl peptide belonging to the class of metal-binding peptides. It has been characterized through advanced analytical techniques, including positive fast atom bombardment tandem mass spectrometry (FAB-MS/MS), which has been instrumental in elucidating its structure and determining the gamma glutamyl linkage that is crucial for its function. Specifically, Cadystin A is identified as Cadystin (gamma EC)3G, with a molecular weight of 771, while its related compound, Cadystin B, is noted as Cadystin (gamma EC)2G, with a molecular weight of 539 (PMID:1368589). The unique gamma-glutamyl structure of Cadystin A suggests potential biological roles in metal ion binding, which may be relevant in various physiological and biochemical processes. Further investigation into its biological activities could provide insights into its functionality and potential applications in biomedical research.		Expected Solid	[H][C@](N)(CCC(O)=N[C@@]([H])(CS)C(O)=N[C@@]([H])(CCC(O)=N[C@@]([H])(CS)C(O)=N[C@@]([H])(CCC(O)=N[C@@]([H])(CS)C(O)=NCC(O)=O)C(O)=O)C(O)=O)C(O)=O	C26H41N7O14S3	InChI=1S/C26H41N7O14S3/c27-11(24(42)43)1-4-17(34)30-15(9-49)22(40)32-13(26(46)47)3-6-19(36)31-16(10-50)23(41)33-12(25(44)45)2-5-18(35)29-14(8-48)21(39)28-7-20(37)38/h11-16,48-50H,1-10,27H2,(H,28,39)(H,29,35)(H,30,34)(H,31,36)(H,32,40)(H,33,41)(H,37,38)(H,42,43)(H,44,45)(H,46,47)/t11-,12-,13-,14-,15-,16-/m0/s1	PCOMFCPXXQONPD-QNILMXGZSA-N	771.1873626			MMDBc0003821
BASm0014696	Trichodermatide A	Trichodermatide A is a polyketide natural product characterized by its unique ketal-containing pentacyclic skeleton. The total synthesis of trichodermatide A has been achieved through a late-stage Isayama-Mukaiyama hydration of an enol ether, utilizing cobalt(II) acetylacetonate (Co(acac)2) to produce the compound with high chemo-, regio-, and diastereoselectivity (PMID:29607898). Following the initial synthesis, the structure of trichodermatide A was revised based on critical findings from the Trauner group, emphasizing the importance of accurate structural determination in natural product chemistry (PMID:29607898). Additional reports detail various synthetic approaches, including a short total synthesis of the racemic form and stereocontrolled synthesis methods (PMID:25166497, PMID:23417860). Trichodermatide A stands out in the realm of polyketides, showcasing the complexity and diversity of natural products derived from microbial sources, and highlighting the intricate chemistry involved in their synthesis (PMID:18163636).		Expected Solid	[H][C@@]1(CCCCCC)O[C@]23CC[C@]([H])(O)[C@@]4(O)OC5=C(C(=O)[C@]([H])(O)CC5)[C@]([H])(C[C@]1([H])O2)[C@]34[H]	C22H32O7	InChI=1S/C22H32O7/c1-2-3-4-5-6-14-16-11-12-18-15(8-7-13(23)19(18)25)29-22(26)17(24)9-10-21(27-14,28-16)20(12)22/h12-14,16-17,20,23-24,26H,2-11H2,1H3/t12-,13+,14-,16-,17-,20+,21+,22+/m0/s1	KBMYUOJGZWMLOK-OBPUOHQXSA-N	408.2148034			MMDBc0003826
BASm0014697	4,4'-Oxybis(alpha,alpha,6-trimethyl-2,3-dihydrobenzofuran-2beta-methanol)	4,4'-Oxybis(alpha,alpha,6-trimethyl-2,3-dihydrobenzofuran-2beta-methanol) is a chemical compound belonging to the class of benzofurans. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential biological significance.		Expected Solid	[H][C@@]1(CC2=C(OC3=C4C[C@@]([H])(OC4=CC(C)=C3)C(C)(C)O)C=C(C)C=C2O1)C(C)(C)O	C24H30O5	InChI=1S/C24H30O5/c1-13-7-17(15-11-21(23(3,4)25)28-19(15)9-13)27-18-8-14(2)10-20-16(18)12-22(29-20)24(5,6)26/h7-10,21-22,25-26H,11-12H2,1-6H3/t21-,22-/m1/s1	XBQWKMGDQPZNKX-FGZHOGPDSA-N	398.2093241			MMDBc0003850
BASm0014698	Sulfimarin	Sulfimarin is a sulfinylcoumarin, a class of compounds characterized by the presence of a coumarin moiety with a sulfinyl functional group. It is a metabolite isolated from Limonium tubiflorum, a plant species found in Egypt, where it was identified alongside several other novel compounds, including macrolides and a dianthrone (PMID:21146414). The unique structure of sulfimarin suggests potential biological activities, as sulfinylcoumarins have been associated with various pharmacological effects, including antimicrobial and anti-inflammatory properties. The exploration of sulfimarin's chemical properties and its biological implications could contribute to the development of new therapeutic agents, highlighting the significance of natural products in medicinal chemistry. Further studies are warranted to elucidate the mechanisms of action and potential applications of sulfimarin in drug discovery and development.		Expected Solid		C10H8O3S		QCJKGBMZDGWKPO-UHFFFAOYNA-N	208.0194153			MMDBc0003857
BASm0014699	Arisugacin A	Arisugacin A is a member of the chemical class of acetylcholinesterase inhibitors, specifically a non-nitrogen containing compound. This metabolite has garnered attention for its significant stability in molecular dynamics simulations, outperforming other compounds such as antimycin A1 and peniciadametizine A (PMID:40539084). Arisugacin A, along with strobilurin and dehydrocitreaglycon A, has been identified as a promising inhibitor of DSR, suggesting potential applications in controlling sulfate-reducing bacteria (PMID:40539084). A computational docking study has highlighted its unique conformational preferences, particularly regarding the E-ring, which contributes to its superior inhibitory activity against human acetylcholinesterase (hAChE) compared to other compounds (PMID:26159481). Furthermore, arisugacin A has been characterized as a dual binding site covalent inhibitor of AChE, revealing a novel mode of action that may inform the development of neuroprotective therapeutics for Alzheimer's disease (PMID:21216144). The first total synthesis of arisugacin A has been achieved through a series of stereoselective reactions, underscoring its potential as an orally bioavailable therapeutic agent (PMID:11820881).		Expected Solid	COC1=C(OC)C=C(C=C1)C1=CC2=C(C[C@@]3(O)[C@@](C)(CC[C@@]4(O)C(C)(C)C=CC(=O)[C@]34C)O2)C(=O)O1	C28H32O8	InChI=1S/C28H32O8/c1-24(2)10-9-22(29)26(4)27(24,31)12-11-25(3)28(26,32)15-17-20(36-25)14-19(35-23(17)30)16-7-8-18(33-5)21(13-16)34-6/h7-10,13-14,31-32H,11-12,15H2,1-6H3/t25-,26+,27-,28-/m1/s1	MIHBCQWIBJDVPX-JUDWXZBOSA-N	496.209718			MMDBc0003862
BASm0014700	AAL-Toxin	AAL-Toxin is a phytotoxin belonging to the class of polyketides, produced by certain fungal pathogens. This metabolite has garnered attention for its significant role in plant-pathogen interactions, particularly in the context of its herbicidal properties and potential applications as a bioherbicide, alongside other compounds like maculosin and tenuazonic acid (PMID:35205922). The pathogenicity of AAL-Toxin is closely linked to specific genetic factors in host plants, notably the Asc1 gene, which determines susceptibility in various tomato accessions (PMID:33379271). Studies have shown that the presence of AAL-Toxin can significantly enhance the pathogenicity of mutant pathogens by increasing cell death, hyphal penetration, and invasive spread (PMID:33922952). Additionally, phenotypic diversity among strains has been observed, with some lacking the AAL-toxin biosynthesis gene (ALT1) and demonstrating non-pathogenicity to their original hosts (PMID:39643392). This highlights the complex interplay between AAL-Toxin production and host susceptibility, making it a critical focus for understanding plant defense mechanisms and developing effective biocontrol strategies.		Expected Solid	[H]C(C)(CCCCC[C@@]([H])(O)[C@@]([H])(O)C[C@]([H])(O)CN)CC([H])(O)C([H])(OC(=O)CC([H])(CC(O)=O)C(O)=O)C([H])(C)CC	C25H47NO10	InChI=1S/C25H47NO10/c1-4-16(3)24(36-23(33)12-17(25(34)35)11-22(31)32)21(30)10-15(2)8-6-5-7-9-19(28)20(29)13-18(27)14-26/h15-21,24,27-30H,4-14,26H2,1-3H3,(H,31,32)(H,34,35)/t15?,16?,17?,18-,19+,20-,21?,24?/m0/s1	DOFQASYPBACFKP-UMSUPTIDSA-N	521.3199967			MMDBc0003863
BASm0014701	Cephalimysin D	Cephalimysin D is a member of the class of compounds known as polyketides. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(O)[C@@](OC)(N=C(O)[C@@]11OC(=C(C)C1=O)C1=CC=C(CC)O1)C(=O)C1=CC=CC=C1	C22H21NO7	InChI=1S/C22H21NO7/c1-4-14-10-11-15(29-14)16-12(2)17(24)21(30-16)19(26)22(28-3,23-20(21)27)18(25)13-8-6-5-7-9-13/h5-11,19,26H,4H2,1-3H3,(H,23,27)/t19-,21-,22+/m0/s1	PXIIDWGMSCTXAQ-ILWGZMRPSA-N	411.131802			MMDBc0003866
BASm0014702	Csypyrone B3	Csypyrone B3 is a member of the polyketide chemical class. There is limited literature available on this metabolite, indicating a gap in research regarding its biological properties and potential applications.		Expected Solid	CC(=O)C1=C(O)C=C(CCCCC(O)=O)OC1=O	C12H14O6	InChI=1S/C12H14O6/c1-7(13)11-9(14)6-8(18-12(11)17)4-2-3-5-10(15)16/h6,14H,2-5H2,1H3,(H,15,16)	ALPIZIJBAXVJRC-UHFFFAOYSA-N	254.0790382			MMDBc0003872
BASm0014703	14-Deoxy-11,12-didehydroandrographolide			Expected Solid	[H]\C(=C(\[H])[C@@]1([H])C(=C)CC[C@@]2([H])[C@@](C)(CO)[C@@]([H])(O)CC[C@]12C)C1=CCOC1=O	C20H28O4	InChI=1S/C20H28O4/c1-13-4-7-16-19(2,10-8-17(22)20(16,3)12-21)15(13)6-5-14-9-11-24-18(14)23/h5-6,9,15-17,21-22H,1,4,7-8,10-12H2,2-3H3/b6-5+/t15-,16+,17-,19+,20+/m0/s1	XMJAJFVLHDIEHF-YFFHYEMFSA-N	332.1987594			MMDBc0003880
BASm0014704	Talaroenamine C	Talaroenamine C is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	CC1=CC(=O)[C@@](C)(O)C(=O)C1=NCC1=CC=CC=C1CO	C16H17NO4	InChI=1S/C16H17NO4/c1-10-7-13(19)16(2,21)15(20)14(10)17-8-11-5-3-4-6-12(11)9-18/h3-7,18,21H,8-9H2,1-2H3/t16-/m1/s1	ZYTUOAHIYZBOHX-MRXNPFEDSA-N	287.115758			MMDBc0003886
BASm0014705	PsiAβ	PsiAβ is a metabolite belonging to the class of organic compounds. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(CCCCCCCC)=C(/[H])[C@]([H])(O)CC[C@]1([H])CCCC(=O)O1	C18H32O3	InChI=1S/C18H32O3/c1-2-3-4-5-6-7-8-9-11-16(19)14-15-17-12-10-13-18(20)21-17/h9,11,16-17,19H,2-8,10,12-15H2,1H3/b11-9-/t16-,17-/m0/s1	NKPIBBODUUDLIE-FAGFETBGSA-N	296.2351449			MMDBc0003887
BASm0014706	(3S)-3-(3,5-dihydroxy-2,4-dimethylphenyl)butan-2-one	(3S)-3-(3,5-dihydroxy-2,4-dimethylphenyl)butan-2-one is a phenolic compound. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and biological significance.		Expected Solid	[H][C@@](C)(C(C)=O)C1=CC(O)=C(C)C(O)=C1C	C12H16O3	InChI=1S/C12H16O3/c1-6(9(4)13)10-5-11(14)8(3)12(15)7(10)2/h5-6,14-15H,1-4H3/t6-/m1/s1	NIJXMDSDVNFHJC-ZCFIWIBFSA-N	208.1099444			MMDBc0003898
BASm0014707	F-390-B	F-390-B is a metabolite belonging to the class of organic compounds. There is limited literature available on F-390-B, indicating a need for further research to better understand its properties and potential biological significance.		Expected Solid	[H][C@@]1(OC(C)=O)C=CC=C2C(=O)C3=C(O)C=C(C)C=C3O[C@]12C(=O)OC	C18H16O7	InChI=1S/C18H16O7/c1-9-7-12(20)15-13(8-9)25-18(17(22)23-3)11(16(15)21)5-4-6-14(18)24-10(2)19/h4-8,14,20H,1-3H3/t14-,18+/m1/s1	OOXFQLGEGVNXBG-KDOFPFPSSA-N	344.0896029			MMDBc0003900
BASm0014708	1-methyl-1,4-dihydroquinoline	1-methyl-1,4-dihydroquinoline is a member of the quinoline chemical class, specifically categorized as a metabolite with notable electron-donating properties. This compound plays a significant role in various biochemical processes, particularly in electron transfer mechanisms. For instance, it has been shown to quench near-infrared emissions through photon-induced electron transfer (PET) when formed from the reduction of methylquinolinium acceptors (PMID:40999933). Additionally, upon exposure to NADH, 1-methyl-1,4-dihydroquinoline units exhibit significant emission enhancements, indicating their efficiency in facilitating electron donation (PMID:39589839). The transformation of these units is linked to changes in molecular configurations, such as the conversion from an A-π-A-π-D to a D-π-A-π-D pyridinium platform, which occurs when NADH donates a hydride to the electron-accepting quinolinium unit (PMID:39562316). Furthermore, the reduction of the 1-methylquinolinium unit into 1-methyl-1,4-dihydroquinoline enhances the formation of defined electron donor-acceptor systems in various probes (PMID:37249441). Thus, 1-methyl-1,4-dihydroquinoline serves as a crucial electron donor in biochemical applications.		Expected Solid	CN1C=CCC2=CC=CC=C12	C10H11N	InChI=1S/C10H11N/c1-11-8-4-6-9-5-2-3-7-10(9)11/h2-5,7-8H,6H2,1H3	IYXNNGRYVMRROG-UHFFFAOYSA-N	145.0891494			MMDBc0003901
BASm0014709	Berkeleyacetal C	Berkeleyacetal C is a meroterpenoid, a chemical class that combines terpenoid and non-terpenoid structures, and is a metabolite isolated from the fungus Penicillium purpurogenum. This compound has garnered attention for its significant biological activities, particularly its anti-inflammatory effects. Research indicates that berkeleyacetal C exerts these effects by inhibiting critical signaling pathways, including NF-κB, ERK1/2, and IRF3 (PMID:28865677). Furthermore, it has been shown to reduce nitrogen oxide (NO) production in macrophages stimulated by lipopolysaccharide (LPS), highlighting its potential as an anti-inflammatory agent (PMID:28865677). Additional studies have demonstrated that berkeleyacetal C inhibits interleukin-1 receptor-associated kinase-4 activity, further contributing to its anti-inflammatory profile (PMID:23127497). The structural characterization and configuration revisions of berkeleyacetal C, along with related compounds, were detailed in a study that isolated various secondary metabolites from Penicillium purpurogenum (PMID:34978193). Overall, the multifaceted bioactivity of berkeleyacetal C positions it as a compound of interest in the exploration of therapeutic agents targeting inflammatory processes.		Expected Solid	[H][C@]12OC(=O)[C@]3(C)C[C@@]4([H])[C@]5(CO5)C5=CC(=O)OC(C)(C)C5=CC(=O)[C@]4(C)[C@]([H])(C(=O)[C@]([H])(C)O1)[C@]23[H]	C24H26O8	InChI=1S/C24H26O8/c1-10-18(27)16-17-19(30-10)31-20(28)22(17,4)8-13-23(16,5)14(25)6-11-12(24(13)9-29-24)7-15(26)32-21(11,2)3/h6-7,10,13,16-17,19H,8-9H2,1-5H3/t10-,13+,16-,17+,19+,22+,23+,24-/m0/s1	PCBBMDQLBUYDDZ-MBEBNAQTSA-N	442.1627678			MMDBc0003909
BASm0014710	Neofipiperzine C	Neofipiperzine C is a diketopiperazine alkaloid, a chemical class known for its diverse biological activities. This compound has been identified as a metabolite derived from marine-derived fungi, specifically from the strain Penicillium brasilianum. In a study focused on isolating bioactive diketopiperazine alkaloids, researchers discovered neofipiperzine C alongside two novel related compounds, penipiperazine A and its new metabolite. The presence of neofipiperzine C in this context highlights its significance in the realm of natural products and potential pharmacological applications. Diketopiperazines, including neofipiperzine C, are of interest due to their ability to interact with various biological targets, which may lead to the development of new therapeutic agents. As research continues, understanding the specific mechanisms of action and biological effects of neofipiperzine C could provide insights into its utility in drug discovery and development. The exploration of such metabolites from marine fungi emphasizes the rich biodiversity of these organisms and their potential contributions to medicinal chemistry (PMID:38315417).		Expected Solid	[H][C@@]12CCCN1C(=O)[C@@]1(O)N(C2=O)[C@@]([H])(CC(C)(C)O)C2=C(C3=C(C=C(OC)C=C3)N2CC=C(C)C)[C@]1([H])O	C27H35N3O6	InChI=1S/C27H35N3O6/c1-15(2)10-12-28-19-13-16(36-5)8-9-17(19)21-22(28)20(14-26(3,4)34)30-24(32)18-7-6-11-29(18)25(33)27(30,35)23(21)31/h8-10,13,18,20,23,31,34-35H,6-7,11-12,14H2,1-5H3/t18-,20-,23-,27+/m0/s1	PHYQSJPYTFUFQL-LRAXRWESSA-N	497.2525859			MMDBc0003918
BASm0014711	Pyripyropene K	Pyripyropene K is a polyketide compound. There is limited literature available on this metabolite, making it challenging to find comprehensive information regarding its properties and biological significance.		Expected Solid	[H][C@@]1(CC[C@@]2(C)[C@@]([H])(C[C@]([H])(OC(C)=O)[C@@]3(C)OC4=C(C(=O)OC(=C4)C4=CN=CC=C4)[C@]([H])(O)[C@]23[H])[C@]1(C)COC(=O)CC)OC(=O)CC	C33H41NO10	InChI=1S/C33H41NO10/c1-7-25(36)40-17-32(5)22-15-24(41-18(3)35)33(6)29(31(22,4)12-11-23(32)43-26(37)8-2)28(38)27-21(44-33)14-20(42-30(27)39)19-10-9-13-34-16-19/h9-10,13-14,16,22-24,28-29,38H,7-8,11-12,15,17H2,1-6H3/t22-,23+,24+,28+,29-,31+,32+,33-/m1/s1	KVOOWOAVSBWHFM-TUMCFGMQSA-N	611.2730465			MMDBc0003952
BASm0014712	(+)-ethyl homononactate	(+)-ethyl homononactate is a fatty acid ester. There is limited literature available on this metabolite, indicating that more research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@](O)(CC)C[C@@]1([H])CC[C@]([H])(O1)[C@]([H])(C)C(=O)OCC	C13H24O4	InChI=1S/C13H24O4/c1-4-10(14)8-11-6-7-12(17-11)9(3)13(15)16-5-2/h9-12,14H,4-8H2,1-3H3/t9-,10+,11+,12-/m0/s1	KJHMFBXSFYEECB-QCNOEVLYSA-N	244.1674593			MMDBc0003970
BASm0014713	Bromoroquefortine C	Bromoroquefortine C is a member of the alkaloid chemical class. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(C1=CN=CN1)=C1/N=C(O)[C@]2([H])C[C@]3(C4=C(NC3([H])N2C1=O)C=CC(Br)=C4)C(C)(C)C=C	C22H22BrN5O2	InChI=1S/C22H22BrN5O2/c1-4-21(2,3)22-9-17-18(29)26-16(8-13-10-24-11-25-13)19(30)28(17)20(22)27-15-6-5-12(23)7-14(15)22/h4-8,10-11,17,20,27H,1,9H2,2-3H3,(H,24,25)(H,26,29)/b16-8+/t17-,20?,22+/m0/s1	LPLFVWKHFVLGEC-DTRKPXCKSA-N	467.095688			MMDBc0003979
BASm0014714	Thermozeaxanthin-13	Thermozeaxanthin-13 is a carotenoid metabolite belonging to the chemical class of xanthophylls. It has garnered attention in biomedical research for its potential roles in various biological processes. Specifically, studies have investigated its interaction with peroxisome proliferator-activated receptors (PPARs), suggesting a possible involvement in atheroprotective and hepatoprotective mechanisms when incorporated into nanoparticles, such as HB-ATV-8, alongside other components like thermozeaxanthin and specific glycolipids (PMID:37096195). Additionally, comparative analyses of metabolite profiles have revealed that thermozeaxanthin-13 exhibits significant variations in content across different sample types, indicating its potential as a biomarker or functional compound in metabolic studies (PMID:36531399). The unique properties of thermozeaxanthin-13, along with its interactions within biological systems, highlight its relevance in the context of health and disease, warranting further investigation into its mechanisms of action and therapeutic applications.		Expected Solid	[H]/C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])C1=C(C)C[C@]([H])(CC1(C)C)OC1([H])OC([H])(COC(=O)CCCCCCCCCC(C)C)C([H])(O)C([H])(O)C1([H])O)/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])C1=C(C)C[C@@]([H])(O)CC1(C)C	C59H90O8	InChI=1S/C59H90O8/c1-41(2)24-18-16-14-13-15-17-19-31-53(61)65-40-52-54(62)55(63)56(64)57(67-52)66-49-37-47(8)51(59(11,12)39-49)35-33-45(6)30-23-28-43(4)26-21-20-25-42(3)27-22-29-44(5)32-34-50-46(7)36-48(60)38-58(50,9)10/h20-23,25-30,32-35,41,48-49,52,54-57,60,62-64H,13-19,24,31,36-40H2,1-12H3/b21-20+,27-22+,28-23+,34-32+,35-33+,42-25+,43-26+,44-29+,45-30+/t48-,49-,52?,54?,55?,56?,57?/m1/s1	HHINJQKIQDURLW-HHDNXSKKSA-N	926.6635699			MMDBc0003985
BASm0014715	Erythro-11α-hydroxyneocyclocitrinol	Erythro-11α-hydroxyneocyclocitrinol is a metabolite belonging to the class of hydroxysteroids. There is limited literature available on this compound, indicating that further research is needed to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(=C(\C)[C@@]1([H])CC[C@@]2([H])C3=CC(=O)[C@@]4([H])CC(=CC[C@]([H])(O)C4)[C@@]3([H])[C@]([H])(O)C[C@]12C)C([H])(O)C([H])(C)O	C25H36O5	InChI=1S/C25H36O5/c1-13(8-21(28)14(2)26)19-6-7-20-18-11-22(29)16-9-15(4-5-17(27)10-16)24(18)23(30)12-25(19,20)3/h4,8,11,14,16-17,19-21,23-24,26-28,30H,5-7,9-10,12H2,1-3H3/b13-8+/t14?,16-,17-,19+,20-,21?,23+,24+,25+/m0/s1	UCXIVCGQGYMRDA-CTDJYQMMSA-N	416.2562743			MMDBc0003994
BASm0014716	Radicicol C			Expected Solid	[H][C@@]1(C)CC([H])(O)C=CC([H])(O)C([H])(O)CC(=O)CC2=C(C(O)=CC(O)=C2Cl)C(=O)O1	C18H21ClO8	InChI=1S/C18H21ClO8/c1-8-4-9(20)2-3-12(22)13(23)6-10(21)5-11-16(18(26)27-8)14(24)7-15(25)17(11)19/h2-3,7-9,12-13,20,22-25H,4-6H2,1H3/t8-,9?,12?,13?/m1/s1	KRODDZHZLZSLCJ-PVIHBSMPSA-N	400.0924953			MMDBc0004012
BASm0014717	Sch 419560	Sch 419560 is a novel alpha-pyrone antibiotic produced by Pseudomonas fluorescens, belonging to the chemical class of pyrone derivatives. This compound has garnered attention due to its unique structural features and potential therapeutic applications. The characterization of Sch 419560 highlights its antibiotic properties, which may offer insights into developing new antimicrobial agents. The alpha-pyrone structure is significant as it suggests a mechanism of action that could be distinct from traditional antibiotics, potentially addressing the growing concern of antibiotic resistance. Understanding the biosynthesis and metabolic pathways involved in the production of Sch 419560 could provide valuable information regarding its efficacy and application in clinical settings. The exploration of its biological activity and interactions with microbial targets remains an important area of research, as evidenced by the literature surrounding its discovery and characterization (PMID:12003005). As the scientific community continues to investigate the pharmacological potential of Sch 419560, it may contribute to the development of innovative strategies for combating bacterial infections.		Expected Solid	CCCCCCCC1=CC(O)=C(CCCCCC)C(=O)O1	C18H30O3	InChI=1S/C18H30O3/c1-3-5-7-9-10-12-15-14-17(19)16(18(20)21-15)13-11-8-6-4-2/h14,19H,3-13H2,1-2H3	SJGBVXPXTMNDDG-UHFFFAOYSA-N	294.2194948			MMDBc0004021
BASm0014718	Staphylopeptide A	Staphylopeptide A is a lipopeptide. There is limited literature available on this metabolite, making it challenging to gather comprehensive information regarding its properties and biological significance.		Expected Solid	[H]C(C)(CC)[C@]1([H])N=C(O)[C@]([H])(CC(O)=N)N=C(O)[C@]([H])(CC(C)C)N=C(O)[C@]([H])(CC(O)=N)N=C1O	C20H34N6O6	InChI=1S/C20H34N6O6/c1-5-10(4)16-20(32)25-12(7-14(21)27)18(30)23-11(6-9(2)3)17(29)24-13(8-15(22)28)19(31)26-16/h9-13,16H,5-8H2,1-4H3,(H2,21,27)(H2,22,28)(H,23,30)(H,24,29)(H,25,32)(H,26,31)/t10?,11-,12-,13-,16-/m0/s1	JVBWTKGWUGOPJG-IFUNHYKASA-N	454.2539828			MMDBc0004024
BASm0014719	3-(3'-hydroxydecanoyloxy)hexadecenoic acid	3-(3'-hydroxydecanoyloxy)hexadecenoic acid is a lipid metabolite classified within the family of fatty acids. This compound has garnered attention in biomedical research due to its potential role in various biological processes. It was notably isolated from both animal tissues and cultured cells, indicating that it may participate in similar metabolic pathways in vivo and in vitro, which suggests its relevance in toxicological studies (PMID:8774716). The structural characteristics of this fatty acid, including its hydroxy and decanoyloxy functional groups, may contribute to its biological activity and interaction with cellular membranes. Understanding the biosynthesis and function of 3-(3'-hydroxydecanoyloxy)hexadecenoic acid could provide insights into lipid metabolism and its implications in health and disease. Further investigation into this metabolite may reveal its potential roles in cellular signaling or its involvement in pathological conditions, making it a subject of interest for future research in biochemistry and pharmacology.		Expected Solid		C26H50O5		BUQWHYVAPSQDMM-UHFFFAOYNA-N	442.3658247			MMDBc0004034
BASm0014720	3-(3'-hydroxydecanoyloxy)tetradenenoic acid	3-(3'-hydroxydecanoyloxy)tetradenenoic acid is a lipid metabolite. There is limited literature available on this compound, indicating that it may not be well-studied in the context of biomedical research.		Expected Solid		C24H46O5		PMWHJUYDRMLASR-UHFFFAOYNA-N	414.3345246			MMDBc0004044
BASm0014721	Beta-Phenylethyl propionamide			Expected Solid	CCC(=O)NCCC1=CC=CC=C1	C11H15NO	InChI=1S/C11H15NO/c1-2-11(13)12-9-8-10-6-4-3-5-7-10/h3-7H,2,8-9H2,1H3,(H,12,13)	IABUULYQQIHCIL-UHFFFAOYSA-N	177.1153641			MMDBc0004069
BASm0014722	Curvacin A			Expected Solid	CC(C)C(N=C(O)CN=C(O)C(CC(O)=N)N=C(O)CN=C(O)C(CC1=CC=C(O)C=C1)N=C(O)C(CO)N=C(O)C(CS)N=C(O)C(C)N)C(O)=NC(CC1=CC=C(O)C=C1)C(O)=NC(CS)C(O)=NC(CC(O)=N)C(O)=NC(CC(O)=N)C=O	C51H73N15O18S2	InChI=1S/C51H73N15O18S2/c1-23(2)42(51(84)62-31(13-26-6-10-29(70)11-7-26)47(80)65-36(22-86)49(82)61-33(16-39(55)73)46(79)58-27(19-67)14-37(53)71)66-41(75)18-57-45(78)32(15-38(54)72)59-40(74)17-56-44(77)30(12-25-4-8-28(69)9-5-25)60-48(81)34(20-68)63-50(83)35(21-85)64-43(76)24(3)52/h4-11,19,23-24,27,30-36,42,68-70,85-86H,12-18,20-22,52H2,1-3H3,(H2,53,71)(H2,54,72)(H2,55,73)(H,56,77)(H,57,78)(H,58,79)(H,59,74)(H,60,81)(H,61,82)(H,62,84)(H,63,83)(H,64,76)(H,65,80)(H,66,75)	ZIOYVSHKEKTSEY-UHFFFAOYSA-N	1247.469943			MMDBc0004073
BASm0014723	Fredericamycin B	Fredericamycin B is a polyketide metabolite produced by the bacterium Streptomyces griseus. This compound has garnered attention due to its unique chemical structure, which was elucidated after extensive research spanning 23 years, highlighting the complexity of its biosynthesis and potential applications in medicine (PMID:15745120). The polyketide class is known for its diverse biological activities, and Fredericamycin B exhibits noteworthy properties that may contribute to its role in microbial ecology and potential therapeutic uses. The intricate arrangement of its molecular framework suggests that Fredericamycin B could serve as a lead compound for drug development, particularly in the search for novel antibiotics or anticancer agents. Further studies are warranted to explore its biological mechanisms and efficacy, as well as the possibility of synthetic modifications to enhance its pharmacological profile.		Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])C1=NC(O)=C2C(O)=C3C(CCC4=C(O)C5=C(C(O)=C34)C(=O)C3=C(C(O)=C(OC)C=C3O)C5=O)=CC2=C1	C31H23NO9	InChI=1S/C31H23NO9/c1-3-4-5-6-14-10-13-9-12-7-8-15-20(18(12)27(36)19(13)31(40)32-14)28(37)24-23(25(15)34)30(39)22-21(29(24)38)16(33)11-17(41-2)26(22)35/h3-6,9-11,33-37H,7-8H2,1-2H3,(H,32,40)/b4-3+,6-5+	YNIOLMWTOALCPA-VNKDHWASSA-N	553.1372813			MMDBc0004082
BASm0014724	Anhydrofusarubin lactol	Anhydrofusarubin lactol is a heptaketide naphthoquinone, a chemical class known for its diverse biological activities, including antibiotic properties. This metabolite has been identified in various isolates of fungi, particularly those classified as race 1, which also produce other naphthoquinones such as nectriafurone and 5-O-methyljavanicin (PMID:12846324). The significance of anhydrofusarubin lactol extends to its conversion into the antibiotic bostrycoidin, highlighting its potential role in the biosynthesis of biologically active compounds (PMID:2753824). The study of anhydrofusarubin lactol not only contributes to our understanding of fungal metabolism but also underscores the intricate relationships between secondary metabolites and their pharmacological applications. As research progresses, the exploration of this lactol may reveal further insights into its mechanisms of action and potential therapeutic uses.		Expected Solid	COC1=C(O)C2=C(C(O)=C1)C(=O)C1=C(C=C(C)OC1O)C2=O	C15H12O7	InChI=1S/C15H12O7/c1-5-3-6-9(15(20)22-5)14(19)10-7(16)4-8(21-2)13(18)11(10)12(6)17/h3-4,15-16,18,20H,1-2H3	MEEXUXCWEGTJLC-UHFFFAOYSA-N	304.0583027			MMDBc0004096
BASm0014725	Asperiamide C	Asperiamide C is a secondary metabolite belonging to the class of amides. There is limited literature available on Asperiamide C, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(CCCCCCCCCCCC)=C(\[H])[C@@]([H])(O)C(O)=NC([H])(CO[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O)[C@]([H])(O)C(\[H])=C(/[H])CC\C([H])=C(/C)CCCCCCCCCCCCC	C45H83NO9	InChI=1S/C45H83NO9/c1-4-6-8-10-12-14-16-18-20-22-24-28-33-39(49)44(53)46-37(35-54-45-43(52)42(51)41(50)40(34-47)55-45)38(48)32-29-25-27-31-36(3)30-26-23-21-19-17-15-13-11-9-7-5-2/h28-29,31-33,37-43,45,47-52H,4-27,30,34-35H2,1-3H3,(H,46,53)/b32-29+,33-28+,36-31+/t37?,38-,39-,40-,41-,42+,43-,45-/m1/s1	FLCIOTVHCJKHJR-LWZWQNNYSA-N	781.6067833			MMDBc0004097
BASm0014726	Tramspiroin C	Tramspiroin C is a spirocyclic compound belonging to the class of natural products. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(O)C[C@@]2(C=C1C)[C@@]1([H])OC[C@@]([H])(C)[C@@]1([H])CC[C@]2([H])C	C15H24O2	InChI=1S/C15H24O2/c1-9-6-15(7-13(9)16)11(3)4-5-12-10(2)8-17-14(12)15/h6,10-14,16H,4-5,7-8H2,1-3H3/t10-,11+,12-,13-,14+,15-/m1/s1	IAEABCWVVYXBSR-ZAQNNHEOSA-N	236.17763			MMDBc0004114
BASm0014727	Carboxymycobactin-7	Carboxymycobactin-7 is a siderophore belonging to the chemical class of mycobactins. There is limited literature available on this metabolite, indicating a need for further research to elucidate its biological significance and potential applications.		Expected Solid	[H]\C(CCCCCCCCCC(O)=O)=C(/[H])C(=O)N(O)CCCCC(N=C(O)C1N=C(OC1C)C1=CC=CC=C1O)C(=O)OC(CC)C(C)C(O)=NC1CCCCN(O)C1=O	C42H63N5O12	InChI=1S/C42H63N5O12/c1-4-34(28(2)38(52)43-31-21-16-19-27-47(57)41(31)54)59-42(55)32(44-39(53)37-29(3)58-40(45-37)30-20-14-15-23-33(30)48)22-17-18-26-46(56)35(49)24-12-10-8-6-5-7-9-11-13-25-36(50)51/h12,14-15,20,23-24,28-29,31-32,34,37,48,56-57H,4-11,13,16-19,21-22,25-27H2,1-3H3,(H,43,52)(H,44,53)(H,50,51)/b24-12-	QEZDNMHEGBSHQS-MSXFZWOLSA-N	829.4473225			MMDBc0004122
BASm0014728	Pyoverdin Pf/3 ATCC 17400	Pyoverdin Pf/3 ATCC 17400 is a siderophore belonging to the chemical class of fluorescent pyoverdines. There is limited literature available on this metabolite, indicating a gap in understanding its biological roles and potential applications.		Expected Solid	[H][C@](C)(N=C(O)[C@]1([H])CCNC2=C(C=C3C=C(O)C(=O)C=C3N12)N=C(O)CCC(O)=[NH2+])C(O)=N[C@]([H])(CCCC[NH3+])C(O)=NCC(O)=NCC(=O)N(O)[C@@]([H])(CC(O)=N)C(O)=N[C@]([H])(CCC([NH-])=O)C1=NCCC([H])(N1)C(O)=N[C@@]([H])(CO)C(O)=N[C@]([H])(C)C(O)=N[C@@]1([H])CCCN(C)C1=O	C55H82N19O18	InChI=1S/C55H81N19O18/c1-26(49(85)70-32-8-6-18-72(3)55(32)91)64-52(88)34(25-75)71-51(87)31-13-16-60-46(67-31)29(9-10-40(57)78)68-54(90)37(22-42(59)80)74(92)45(83)24-62-44(82)23-63-50(86)30(7-4-5-15-56)69-48(84)27(2)65-53(89)35-14-17-61-47-33(66-43(81)12-11-41(58)79)19-28-20-38(76)39(77)21-36(28)73(35)47/h19-21,26-27,29-32,34-35,37,75,92H,4-18,22-25,56H2,1-3H3,(H18,57,58,59,60,61,62,63,64,65,66,67,68,69,70,71,76,77,78,79,80,81,82,84,85,86,87,88,89,90)/p+1/t26-,27-,29-,30-,31?,32+,34+,35+,37+/m1/s1	NQQRUSFXHCJNCZ-IKJDVBAPSA-O	1296.607973			MMDBc0004125
BASm0014729	Terretonin A	Terretonin A is a novel metabolite belonging to the class of secondary metabolites. It has garnered attention in biomedical research for its potential protective effects against sepsis-induced acute lung injury, particularly through its impact on critical signaling pathways such as SIRT1/Nrf2/NF-κBp65/NLRP3 (PMID:34827212). This compound was isolated during the fermentation of vitamin B12, alongside other metabolites like terrein and butyrolactone I, highlighting its significance in the metabolic profile of microbial fermentation products (PMID:34459930). The biochemical pathways influenced by terretonin A suggest its role in modulating inflammatory responses, making it a candidate for further exploration in therapeutic applications related to lung injury and sepsis. The ongoing research into terretonin A could unveil additional biological activities and mechanisms of action, contributing to our understanding of its potential benefits in clinical settings.		Expected Solid	[H][C@]12CC(=C)[C@]3(C)C(=O)[C@@](C)(OC(=O)[C@@]3([H])[C@]1(C)C(=O)C(O)=C1C(C)(C)C(=O)CC[C@]21C)C(=O)OC	C26H32O8	InChI=1S/C26H32O8/c1-12-11-13-23(4)10-9-14(27)22(2,3)16(23)15(28)18(29)25(13,6)17-19(30)34-26(7,21(32)33-8)20(31)24(12,17)5/h13,17,28H,1,9-11H2,2-8H3/t13-,17-,23-,24+,25-,26-/m1/s1	GTEJJXOFLPCZGJ-DOFPOEDPSA-N	472.209718			MMDBc0004140
BASm0014730	Gibepyrone F	Gibepyrone F is a pyrone derivative belonging to the class of natural products. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	CC(=O)C1=CC=C(C)C(=O)O1	C8H8O3	InChI=1S/C8H8O3/c1-5-3-4-7(6(2)9)11-8(5)10/h3-4H,1-2H3	AVPYWHNVUUFYRS-UHFFFAOYSA-N	152.0473441			MMDBc0004143
BASm0014731	2-hydroxy-5-methoxy-6-(3-methylbut-3-en-1-ynyl)benzylalcohol	2-hydroxy-5-methoxy-6-(3-methylbut-3-en-1-ynyl)benzylalcohol is a phenolic compound belonging to the class of aromatic alcohols. There is limited literature available on this metabolite, indicating a need for further research to better understand its properties and potential biological significance.		Expected Solid	COC1=CC=C(O)C(C#CC(C)=C)=C1CO	C13H14O3	InChI=1S/C13H14O3/c1-9(2)4-5-10-11(8-14)13(16-3)7-6-12(10)15/h6-7,14-15H,1,8H2,2-3H3	GNRILTNARVCLOD-UHFFFAOYSA-N	218.0942943			MMDBc0004144
BASm0014732	Lynamicin E	Lynamicin E is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, and further research is needed to fully understand its properties and potential applications.		Expected Solid	COC(=O)C1=C(C2=CNC3=CC=CC=C23)C(=C(N1)C(=O)OC)C1=CNC2=CC=C(Cl)C=C12	C24H18ClN3O4	InChI=1S/C24H18ClN3O4/c1-31-23(29)21-19(15-10-26-17-6-4-3-5-13(15)17)20(22(28-21)24(30)32-2)16-11-27-18-8-7-12(25)9-14(16)18/h3-11,26-28H,1-2H3	KJGOESWUEDEYLP-UHFFFAOYSA-N	447.0985838			MMDBc0004146
BASm0014733	Altromycin H	Altromycin H is a member of the class of antibiotics known as antitumor agents. It has garnered attention in biomedical literature for its unique chemical properties and interactions, particularly with metal ions. Spectroscopic studies have demonstrated that Altromycin H interacts with copper(II) ions, with electronic absorption (UV-Vis.) and circular dichroism (CD) spectroscopy revealing significant insights into these interactions (PMID:15522407). At acidic pH levels (pH<4), no interactions between copper and Altromycin H were observed, indicating a pH-dependent behavior. However, within the pH range of 4 to 8, copper(II) ions coordinate to Altromycin H through specific functional groups, namely the C(4)O and C(5)OH atoms of the chromophore ring. This coordination leads to the formation of the [Cu(AltroH)(2)] complex, which has a formation constant (K(f)) of 4.00±0.9 x 10(11) M(-2) at 25 degrees Celsius, highlighting the stability and significance of this complex in the context of its biological activity (PMID:15522407). The intricate chemistry of Altromycin H underscores its potential therapeutic applications in cancer treatment.		Expected Solid	CNC1(C)CC(OC(C)C1OC1CC(OC)C(O)C(C)O1)C1=CC=C2C(=O)C3=CC(O)=C4C(=O)C=C(OC4=C3C(=O)C2=C1O)C1(C)OC1C	C36H41NO12	InChI=1S/C36H41NO12/c1-14-29(40)22(44-7)12-25(46-14)48-34-15(2)45-23(13-35(34,4)37-6)17-8-9-18-26(31(17)42)32(43)27-19(30(18)41)10-20(38)28-21(39)11-24(47-33(27)28)36(5)16(3)49-36/h8-11,14-16,22-23,25,29,34,37-38,40,42H,12-13H2,1-7H3	CJQINBXVKXTMSP-UHFFFAOYSA-N	679.2628758			MMDBc0004167
BASm0014734	Bicycloalternarene 5	Bicycloalternarene 5 is a bicyclic compound belonging to the class of organic metabolites. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(CC=C(C)C)=C(/C)C1CCC(C)(O)C1CC1=C(O)C(CCC1=O)OC	C22H34O4	InChI=1S/C22H34O4/c1-14(2)7-6-8-15(3)16-11-12-22(4,25)18(16)13-17-19(23)9-10-20(26-5)21(17)24/h7-8,16,18,20,24-25H,6,9-13H2,1-5H3/b15-8-	ZRDWEYCXEQUWGM-NVNXTCNLSA-N	362.2457096			MMDBc0004172
BASm0014735	Neurosporaside	Neurosporaside is a tetraglycosylated glycosphingolipid belonging to the class of sphingolipids. It is synthesized from the fungus Neurospora crassa and is characterized by its unique sugar chain structure, which is unprecedented among natural glycoconjugates (PMID:21425845). The chemical structure of neurosporaside is defined as α-D-Glcp-(1 → 2)-β-D-Galp-(1 → 6)-β-D-Galp-(1 → 6)-β-D-Galp-(1 →)-Cer, indicating a complex arrangement of glycosyl units attached to a ceramide backbone (PMID:25659120). The synthesis of neurosporaside has been explored using both block and linear synthesis methods, demonstrating its potential for chemical production (PMID:25659120). Extensive spectroscopic analysis and microscale degradation techniques have allowed for the elucidation of its structure, even from minimal quantities of the compound (PMID:21425845). This metabolite's unique properties and structural characteristics make it a subject of interest in both chemistry and biology, particularly in the study of glycosphingolipids and their biological functions.		Expected Solid	[H][C@@](O)(CCCCCCCCCCCCCCCCCCCCCC)C(O)=N[C@@]([H])(CO[C@]1([H])O[C@]([H])(CO[C@]2([H])O[C@]([H])(CO[C@]3([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)[C@@]3([H])O[C@@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)[C@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@]([H])(O)[C@]([H])(O)[C@@]1([H])O)[C@]([H])(O)[C@]([H])(O)CCCCCCCCCCCCCC	C66H125NO25	InChI=1S/C66H125NO25/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(71)62(84)67-42(49(72)43(70)35-33-31-29-27-25-16-14-12-10-8-6-4-2)39-85-63-58(81)55(78)52(75)47(90-63)40-86-64-59(82)56(79)53(76)48(91-64)41-87-66-61(57(80)51(74)46(38-69)89-66)92-65-60(83)54(77)50(73)45(37-68)88-65/h42-61,63-66,68-83H,3-41H2,1-2H3,(H,67,84)/t42-,43+,44+,45+,46+,47+,48+,49-,50+,51-,52-,53-,54-,55-,56-,57-,58+,59+,60+,61+,63+,64+,65+,66+/m0/s1	DYFCURYAMUDPOM-QFXMLPKUSA-N	1331.854069			MMDBc0004179
BASm0014736	2-ethyl-3,5-dimethylpyrazine	2-Ethyl-3,5-dimethylpyrazine is found in animal foods. 2-Ethyl-3,5-dimethylpyrazine is isolated from coffee aroma. Also present in raw asparagus, wheat bread, other breads, smoked fatty fish, roast chicken, roast beef, lamb and mutton liver, black tea, hydrolyzed soy protein and other foods. 2-Ethyl-3,5-dimethylpyrazine is organoleptic agent. 2-Ethyl-3,5-dimethylpyrazine is a flavouring agent.		Expected Solid	CCC1=NC=C(C)N=C1C	C8H12N2	InChI=1S/C8H12N2/c1-4-8-7(3)10-6(2)5-9-8/h5H,4H2,1-3H3	JZBCTZLGKSYRSF-UHFFFAOYSA-N	136.1000484			MMDBc0004181
BASm0014737	6,7-dimethoxy-3-methyl-5-(3-methylbut-2-en-1-yl)-1H-isochromene	6,7-dimethoxy-3-methyl-5-(3-methylbut-2-en-1-yl)-1H-isochromene is a member of the isochromene chemical class. There is limited literature available regarding this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	COC1=C(OC)C(CC=C(C)C)=C2C=C(C)OCC2=C1	C17H22O3	InChI=1S/C17H22O3/c1-11(2)6-7-14-15-8-12(3)20-10-13(15)9-16(18-4)17(14)19-5/h6,8-9H,7,10H2,1-5H3	DMQOPCMQYIJMRB-UHFFFAOYSA-N	274.1568946			MMDBc0004197
BASm0014738	Heterobactin A	Heterobactin A is a siderophore, a class of metabolites that play a crucial role in iron chelation and transport in microbial systems. This compound, characterized by its unique structure, features a peptide bond linking the guanidine group of an arginine residue to a 2,3-dihydroxybenzoate moiety, as elucidated through MS(n) analysis and NMR spectroscopy (PMID:24274668). Heterobactin A is known to form 1:1 ligand/metal complexes, which is critical for its function in iron acquisition (PMID:22539866). Variants of heterobactin A, such as heterobactin S1 and S2, exhibit sulfonation modifications on the aromatic rings, indicating the potential for structural diversity within this chemical class (PMID:24274668). Notably, heterobactin A is selectively recognized by the catecholate receptor Cir in E. coli, contrasting with heterobactin B, which is taken up by both E. coli and A. (PMID:11508844). The presence of heterobactin A alongside heterobactin B in various biological samples underscores its significance in microbial ecology and iron metabolism (PMID:33511442).		Expected Solid	[H][C@](CCCNC(=N)N=C(O)C1=C(O)C(O)=CC=C1)(N=C(O)C1=C(O)C(O)=CC=C1)C(O)=NCC(O)=N[C@@]1([H])CCCN(O)C1=O	C27H33N7O10	InChI=1S/C27H33N7O10/c28-27(33-24(41)15-6-2-10-19(36)22(15)39)29-11-3-7-16(32-23(40)14-5-1-9-18(35)21(14)38)25(42)30-13-20(37)31-17-8-4-12-34(44)26(17)43/h1-2,5-6,9-10,16-17,35-36,38-39,44H,3-4,7-8,11-13H2,(H,30,42)(H,31,37)(H,32,40)(H3,28,29,33,41)/t16-,17+/m1/s1	SDUJQEWEVFATFH-SJORKVTESA-N	615.2288903			MMDBc0004201
BASm0014739	Lorneic acid B	Lorneic acid B is a trialkyl-substituted aromatic acid, classified within the chemical class of aromatic acids. It is a metabolite derived from a marine actinomyces strain (NPS554) isolated from marine sediment at Miyazaki Harbor, Japan, at a depth of 38 m. The strain produced two notable compounds, lorneic acid A and lorneic acid B, highlighting the potential of marine microorganisms as sources of novel bioactive metabolites (PMID:19856955). While the specific biological activities of lorneic acid B have not been extensively characterized, compounds in this class often exhibit diverse biological properties, including antimicrobial and anti-inflammatory effects, making them of interest for further pharmacological exploration. The study of lorneic acid B and its analogs may contribute to the discovery of new therapeutic agents, emphasizing the importance of marine-derived natural products in drug development.		Expected Solid	[H]\C(CC(O)=O)=C(\[H])C1=C(C=C(C)C=C1)C(O)CCCCC	C17H24O3	InChI=1S/C17H24O3/c1-3-4-5-8-16(18)15-12-13(2)10-11-14(15)7-6-9-17(19)20/h6-7,10-12,16,18H,3-5,8-9H2,1-2H3,(H,19,20)/b7-6+	UPEPIFABRQWHTB-VOTSOKGWSA-N	276.1725446			MMDBc0004217
BASm0014740	Radicicol			Expected Solid	CC1CC2OC2C=CC=CC(=O)CC2=C(C(O)=CC(O)=C2Cl)C(=O)O1	C18H17ClO6	InChI=1S/C18H17ClO6/c1-9-6-15-14(25-15)5-3-2-4-10(20)7-11-16(18(23)24-9)12(21)8-13(22)17(11)19/h2-5,8-9,14-15,21-22H,6-7H2,1H3	WYZWZEOGROVVHK-UHFFFAOYSA-N	364.071366			MMDBc0004222
BASm0014741	Conidiogenone G	Conidiogenone G is a terpenoid compound. There is limited literature available on this metabolite, and its biological significance and potential applications remain largely unexplored.		Expected Solid	[H][C@@]1(O)C[C@]2(C)C(=O)C=C[C@@]([H])(C)[C@@]22C[C@]3(C)CCC(C)(C)[C@]3([H])[C@@]12[H]	C20H30O2	InChI=1S/C20H30O2/c1-12-6-7-14(22)19(5)10-13(21)15-16-17(2,3)8-9-18(16,4)11-20(12,15)19/h6-7,12-13,15-16,21H,8-11H2,1-5H3/t12-,13-,15-,16+,18+,19-,20-/m1/s1	YSBBDAHDCXMXID-SZBDGJFISA-N	302.2245802			MMDBc0004227
BASm0014742	1'-[(6-O-Mycoloyl-beta-D-glucopyranosyl)	1'-[(6-O-Mycoloyl-beta-D-glucopyranosyl) is a glycosylated lipid, belonging to the class of mycolic acid derivatives. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(CCCCCCCCCCCCCC(O)=O)=C(/[H])C(C)CCCCCCCCCCCCCCCCCCCC(O)C(CCCCCCCCCCCCCCCCCCCC)C(=O)OCC1OC(OC(C)(C)CCC\C(C)=C(/[H])\C(\[H])=C(/[H])\C(\C)=C(/[H])\C(\[H])=C(/[H])\C(\C)=C(/[H])\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])C2=C(C)C(=O)CCC2(C)C)C(O)C(O)C1O	C106H180O11	InChI=1S/C106H180O11/c1-13-14-15-16-17-18-19-20-21-22-25-28-33-38-43-48-53-58-78-94(97(108)79-59-54-49-44-39-34-29-26-23-24-27-31-36-41-46-51-56-67-87(2)68-57-52-47-42-37-32-30-35-40-45-50-55-60-80-99(109)110)103(114)115-86-98-100(111)101(112)102(113)104(116-98)117-106(11,12)84-66-77-91(6)75-64-74-90(5)73-63-71-88(3)69-61-62-70-89(4)72-65-76-92(7)81-82-95-93(8)96(107)83-85-105(95,9)10/h57,61-65,68-76,81-82,87,94,97-98,100-102,104,108,111-113H,13-56,58-60,66-67,77-80,83-86H2,1-12H3,(H,109,110)/b62-61+,68-57-,71-63+,72-65+,74-64+,82-81+,88-69+,89-70+,90-73+,91-75+,92-76+	WSONLVKEEHVXQK-RGSKHFLBSA-N	1629.352567			MMDBc0004228
BASm0014743	(+)-(10R)-7-hydroxy-3-(2-hydroxypropyl)-5,6-dimethylisochromen-1-one	(+)-(10R)-7-hydroxy-3-(2-hydroxypropyl)-5,6-dimethylisochromen-1-one is a flavonoid compound belonging to the class of isochromenes. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@](C)(O)CC1=CC2=C(C)C(C)=C(O)C=C2C(=O)O1	C14H16O4	InChI=1S/C14H16O4/c1-7(15)4-10-5-11-8(2)9(3)13(16)6-12(11)14(17)18-10/h5-7,15-16H,4H2,1-3H3/t7-/m1/s1	DPATWVFAIKWKPY-SSDOTTSWSA-N	248.104859			MMDBc0004231
BASm0014744	Lipoamide A	Lipoamide A is a lipoamide, a chemical class characterized by the presence of a lipoic acid moiety linked to an amide. There is limited literature available on Lipoamide A, indicating that it may not be extensively studied or characterized in the context of its biological functions or applications.		Expected Solid	CC(C)CCCCCCCC(O)=NC(CC(O)=N)C(O)=O	C15H28N2O4	InChI=1S/C15H28N2O4/c1-11(2)8-6-4-3-5-7-9-14(19)17-12(15(20)21)10-13(16)18/h11-12H,3-10H2,1-2H3,(H2,16,18)(H,17,19)(H,20,21)	KYWXBZYPCBPDQH-UHFFFAOYSA-N	300.2049074			MMDBc0004238
BASm0014745	Monomethylsulochrin	Monomethylsulochrin is a secondary metabolite belonging to the class of polyketides. It has been isolated from the biomass extract of the marine-derived fungus Aspergillus sp. (PMID:36093206). This compound exhibits notable leishmanicidal activity, inhibiting the growth of promastigotes with an IC50 of 18.04 ± 1.11 µM while displaying cytotoxicity to peritoneal macrophages (CC50 5.09 ± 1.28 µM) (PMID:36093206). Monomethylsulochrin alters the ultrastructure of the promastigote forms, causing atypical vacuoles and changes in mitochondrial morphology (PMID:36093206). Additionally, it has been shown to decrease mitochondrial membrane potential by 25.9% (PMID:36093206). Molecular modeling studies suggest that monomethylsulochrin acts as an inhibitor of sterol 14-alpha-demethylase (CYP51), a significant therapeutic target for leishmaniasis and human trypanosomiasis (PMID:36093206). The compound adheres to the Lipinski Rule of five and other drug-likeness criteria, indicating its potential as a reference in developing novel antileishmanial agents (PMID:36093206). Overall, monomethylsulochrin represents a promising candidate for further exploration in therapeutic applications against leishmaniasis.		Expected Solid	COC(=O)C1=CC(O)=CC(OC)=C1C(=O)C1=C(O)C=C(C)C=C1OC	C18H18O7	InChI=1S/C18H18O7/c1-9-5-12(20)16(13(6-9)23-2)17(21)15-11(18(22)25-4)7-10(19)8-14(15)24-3/h5-8,19-20H,1-4H3	XJOBKBUGVMLSEJ-UHFFFAOYSA-N	346.1052529			MMDBc0004249
BASm0014746	Plusbacin A1	Plusbacin A1 is a lipopeptide antibiotic belonging to the class of cyclic lipopeptides. There is limited literature available regarding this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	CCCCCCCCCCCC1CC(O)=NC(C(C)O)C(O)=NC(C)C(=O)N2CCC(O)C2C(O)=NC(CCCNC(N)=N)C(O)=NC(C(O)C(O)=O)C(O)=NC(CO)C(=O)N2CCC(O)C2C(O)=NC(C(O)C(O)=O)C(=O)O1	C48H79N11O20	InChI=1S/C48H79N11O20/c1-4-5-6-7-8-9-10-11-12-14-25-21-30(64)55-31(24(3)61)39(68)52-23(2)43(72)58-19-16-28(62)34(58)41(70)53-26(15-13-18-51-48(49)50)38(67)56-32(36(65)45(74)75)40(69)54-27(22-60)44(73)59-20-17-29(63)35(59)42(71)57-33(47(78)79-25)37(66)46(76)77/h23-29,31-37,60-63,65-66H,4-22H2,1-3H3,(H,52,68)(H,53,70)(H,54,69)(H,55,64)(H,56,67)(H,57,71)(H,74,75)(H,76,77)(H4,49,50,51)	AMBMNVMTAJAUOI-UHFFFAOYSA-N	1129.550284			MMDBc0004256
BASm0014747	Hynapene C	Hynapene C is a metabolite classified within the chemical class of alkaloids. There is limited literature available on Hynapene C, and further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(\C(\[H])=C(/[H])C1(C)C=CC2CC(C)CC(C)C2C1=O)=C(\[H])C(O)=O	C18H24O3	InChI=1S/C18H24O3/c1-12-10-13(2)16-14(11-12)7-9-18(3,17(16)21)8-5-4-6-15(19)20/h4-9,12-14,16H,10-11H2,1-3H3,(H,19,20)/b6-4+,8-5+	NUIMPRVESYOKAD-HLQBBKRNSA-N	288.1725446			MMDBc0004266
BASm0014748	Fumigatoside C	Fumigatoside C is a polyketide compound. There is limited literature available on this metabolite, indicating that further research is needed to elucidate its biological significance and potential applications.		Expected Solid	[H][C@@]1(C)N([C@@]2([H])N(C1=O)C1=CC=CC=C1[C@@]2(O)C[C@]1([H])N2C(=O)C3=CC=CC=C3N=C2[C@@]([H])(C)N=C1O)[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C30H33N5O9	InChI=1S/C30H33N5O9/c1-13-24-32-17-9-5-3-7-15(17)27(42)34(24)19(25(40)31-13)11-30(43)16-8-4-6-10-18(16)35-26(41)14(2)33(29(30)35)28-23(39)22(38)21(37)20(12-36)44-28/h3-10,13-14,19-23,28-29,36-39,43H,11-12H2,1-2H3,(H,31,40)/t13-,14+,19+,20-,21-,22+,23-,28-,29+,30+/m1/s1	VCGAKVDKXANVTK-OERJMVAJSA-N	607.2278277			MMDBc0004272
BASm0014749	Penicisochroman L	Penicisochroman L is a secondary metabolite belonging to the class of chroman derivatives. It was identified as part of a study that isolated several compounds from the mangrove endophytic fungus Aspergillus sp., including asperisocoumarins G, H, and I, as well as pergillin (PMID:33308608). This compound's structural characteristics and potential biological activities have drawn interest in the field of natural product chemistry. While specific biological functions of penicisochroman L remain to be fully elucidated, the exploration of metabolites from fungal sources like Aspergillus sp. highlights their significance in drug discovery and development. The unique chemical framework of penicisochroman L may contribute to various pharmacological properties, making it a candidate for further investigation in medicinal chemistry. Overall, penicisochroman L exemplifies the rich chemical diversity found in fungal metabolites and underscores the importance of natural products in the search for new therapeutic agents.		Expected Solid	CC1=CC2=C(CO1)C(O)=C(C=C2)C(O)=O	C11H10O4	InChI=1S/C11H10O4/c1-6-4-7-2-3-8(11(13)14)10(12)9(7)5-15-6/h2-4,12H,5H2,1H3,(H,13,14)	BZGSJYGMGKKNDA-UHFFFAOYSA-N	206.0579088			MMDBc0004274
BASm0014750	4,6,2’,4’,6’-Pentabromo-3,3’-dihydroxy-5,5’-dimethyldiphenyl Ether	4,6,2’,4’,6’-Pentabromo-3,3’-dihydroxy-5,5’-dimethyldiphenyl Ether is a brominated diphenyl ether. There is little literature available on this metabolite, indicating a need for further research to understand its properties and biological significance.		Expected Solid	CC1=C(Br)C(O)=CC(OC2=C(Br)C(C)=C(Br)C(O)=C2Br)=C1Br	C14H9Br5O3	InChI=1S/C14H9Br5O3/c1-4-8(15)6(20)3-7(9(4)16)22-14-11(18)5(2)10(17)13(21)12(14)19/h3,20-21H,1-2H3	YXUBHCXJJUTWOH-UHFFFAOYSA-N	619.646859			MMDBc0004281
BASm0014751	BE-23372M	BE-23372M is a fungal metabolite belonging to the class of protein kinase inhibitors. It has been characterized as a novel and specific inhibitor of the epidermal growth factor receptor (EGFR) kinase, demonstrating potent inhibitory activity with an IC50 value of 0.1 microM for autophosphorylation of solubilized EGFR kinase (PMID:8188523). Additionally, BE-23372M exhibits inhibitory effects on other protein tyrosine kinases, including erbB-2, p43v-abl, insulin receptor kinase, and p60c-src, with IC50 values ranging from 0.42 to 4.5 microM (PMID:8188523). Notably, it does not inhibit Cdc2 kinase, casein kinases I and II, or cAMP-dependent protein kinase at concentrations up to 20 microM (PMID:8188523). A kinetic study revealed that BE-23372M acts competitively with respect to both the substrate peptide and ATP (PMID:8188523). The compound's physico-chemical properties and structural elucidation have also been documented, further solidifying its classification as a potent protein tyrosine kinase inhibitor (PMID:8175482). Overall, BE-23372M represents a significant advancement in the development of targeted kinase inhibitors for therapeutic applications.		Expected Solid	[H]\C(=C1\C=C(OC1=O)C1=CC(O)=C(O)C=C1)C1=CC(O)=C(O)C=C1	C17H12O6	InChI=1S/C17H12O6/c18-12-3-1-9(6-14(12)20)5-11-8-16(23-17(11)22)10-2-4-13(19)15(21)7-10/h1-8,18-21H/b11-5+	TZBZGNPXKXHFKI-VZUCSPMQSA-N	312.0633881			MMDBc0004299
BASm0014752	Isoaurasperone F	Isoaurasperone F is a naphtho-γ-pyrone, a chemical class known for its diverse biological activities, including cytotoxic properties. This compound was isolated from the cytotoxic extract of Aspergillus niger, an endophytic fungus sourced from the Chinese liverwort Heteroscyphus tener (Steph.) Schiffn. The extraction process involved bioactivity-guided fractionation, which successfully yielded five new naphtho-γ-pyrones, including isoaurasperone F, alongside several known compounds. The structural characteristics and potential bioactivities of isoaurasperone F, along with its related metabolites, suggest a promising avenue for further research into their pharmacological applications. The investigation into these compounds is particularly relevant given the increasing interest in natural products derived from fungi for therapeutic uses (PMID: [insert relevant PMID]). Understanding the biosynthetic pathways and mechanisms of action of isoaurasperone F may provide insights into its role in the ecological interactions of the producing organism and its potential utility in drug development.		Expected Solid	COC1=CC2=C(C(O)=C3C(=O)C=C(C)OC3=C2C2=C(O)C=C3C=C4OC(C)(O)CC(=O)C4=C(O)C3=C2OC)C(OC)=C1	C31H26O11	InChI=1S/C31H26O11/c1-12-6-16(32)26-28(36)22-15(9-14(38-3)10-19(22)39-4)23(30(26)41-12)25-17(33)7-13-8-20-24(18(34)11-31(2,37)42-20)27(35)21(13)29(25)40-5/h6-10,33,35-37H,11H2,1-5H3	COAWIYTXRNAXHF-UHFFFAOYSA-N	574.1475117			MMDBc0004301
BASm0014753	4-O-(β-D-Glucopyranosyl)-D-ribitol	4-O-(β-D-Glucopyranosyl)-D-ribitol is a glycoside, specifically a glucoside of D-ribitol. There is limited literature available on this metabolite, indicating that it may not be extensively studied or characterized in current biomedical research.		Expected Solid	[H][C@](O)(CO)[C@]([H])(O)[C@@]([H])(CO)O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C11H22O10	InChI=1S/C11H22O10/c12-1-4(15)7(16)5(2-13)20-11-10(19)9(18)8(17)6(3-14)21-11/h4-19H,1-3H2/t4-,5+,6+,7-,8+,9-,10+,11+/m0/s1	LKUUMZAPLBFPMK-RHUHEKDTSA-N	314.1212969			MMDBc0004310
BASm0014754	Paraherquamide			Expected Solid	[H][C@@]12C[C@@]34N(CC[C@@]3(C)O)C[C@@]1(C[C@@]1(C(O)=NC3=C1C=CC1=C3OC=CC(C)(C)O1)C2(C)C)N(C)C4=O	C28H35N3O5	InChI=1S/C28H35N3O5/c1-23(2)10-12-35-20-17(36-23)8-7-16-19(20)29-21(32)27(16)14-26-15-31-11-9-25(5,34)28(31,22(33)30(26)6)13-18(26)24(27,3)4/h7-8,10,12,18,34H,9,11,13-15H2,1-6H3,(H,29,32)/t18-,25+,26+,27+,28-/m0/s1	UVZZDDLIOJPDKX-ITKQZBBDSA-N	493.2576712			MMDBc0004321
BASm0014755	methyl 3-p-anisoloxypropionate	methyl 3-p-anisoloxypropionate is a chemical compound belonging to the class of esters. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and biological significance.		Expected Solid	COC(=O)CCOC1=CC=C(OC)C=C1	C11H14O4	InChI=1S/C11H14O4/c1-13-9-3-5-10(6-4-9)15-8-7-11(12)14-2/h3-6H,7-8H2,1-2H3	AKBHVBLEQNXNQQ-UHFFFAOYSA-N	210.0892089			MMDBc0004326
BASm0014756	3-hydroxyisorenieratene	3-hydroxyisorenieratene is a carotenoid derivative. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H]/C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])C1=C(C)C=C(O)C(C)=C1C)/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])C1=C(C)C=CC(C)=C1C	C40H48O	InChI=1S/C40H48O/c1-28(17-13-19-30(3)21-25-38-33(6)24-23-32(5)35(38)8)15-11-12-16-29(2)18-14-20-31(4)22-26-39-34(7)27-40(41)37(10)36(39)9/h11-27,41H,1-10H3/b12-11+,17-13+,18-14+,25-21+,26-22+,28-15+,29-16+,30-19+,31-20+	AATNFCIRDPNDRP-YRKVFUNNSA-N	544.3705162			MMDBc0004333
BASm0014757	(5S,S)-5-methyl-3-(2-methylbutyl)furan-2(5H)-one	(5S,S)-5-methyl-3-(2-methylbutyl)furan-2(5H)-one is a furanone derivative. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@](C)(CC)CC1=C[C@]([H])(C)OC1=O	C10H16O2	InChI=1S/C10H16O2/c1-4-7(2)5-9-6-8(3)12-10(9)11/h6-8H,4-5H2,1-3H3/t7-,8-/m0/s1	WKEBGGXWHGAHOL-YUMQZZPRSA-N	168.1150298			MMDBc0004355
BASm0014758	Geumsanol C			Expected Solid	[H]\C(=C(\[H])[C@](C)(O)[C@@]([H])(O)[C@]([H])(C)CC)C1=CC2=CC(=O)[C@@](C)(O)[C@@]([H])(O)[C@]2([H])CO1	C19H28O6	InChI=1S/C19H28O6/c1-5-11(2)16(21)18(3,23)7-6-13-8-12-9-15(20)19(4,24)17(22)14(12)10-25-13/h6-9,11,14,16-17,21-24H,5,10H2,1-4H3/b7-6+/t11-,14-,16+,17+,18+,19-/m1/s1	ZMOXNUGOJSHBRR-RTWUTKLTSA-N	352.1885886			MMDBc0004369
BASm0014759	Cyclo(L-leucyl-L-trytophyl)	Cyclo(L-leucyl-L-trytophyl) is a cyclic dipeptide, a class of compounds formed by the condensation of two amino acids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	CC(C)CC1NC(=O)C(CC2=CNC3=CC=CC=C23)NC1=O	C17H21N3O2	InChI=1S/C17H21N3O2/c1-10(2)7-14-16(21)20-15(17(22)19-14)8-11-9-18-13-6-4-3-5-12(11)13/h3-6,9-10,14-15,18H,7-8H2,1-2H3,(H,19,22)(H,20,21)	BZUNCDPEEKFTCX-UHFFFAOYSA-N	299.1633769			MMDBc0004371
BASm0014760	Chloropestolide G	Chloropestolide G is a chlorinated natural product belonging to the class of secondary metabolites. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12O[C@]1(CC=C(C)C)[C@]1([H])OC3=C(Cl)C(=O)[C@]4(OC(=O)C5=C(O)C=C(C)C=C5O4)[C@@]4(CC(C)=C[C@]([H])(C1=C[C@]2([H])O)[C@]34[H])C(=O)CO	C32H31ClO10	InChI=1S/C32H31ClO10/c1-13(2)5-6-31-27-17(10-19(36)28(31)42-31)16-7-15(4)11-30(21(37)12-34)23(16)25(40-27)24(33)26(38)32(30)41-20-9-14(3)8-18(35)22(20)29(39)43-32/h5,7-10,16,19,23,27-28,34-36H,6,11-12H2,1-4H3/t16-,19+,23-,27-,28+,30+,31-,32+/m1/s1	SGULPRUTVAZIBI-AOSWHSIRSA-N	610.1605749			MMDBc0004377
BASm0014761	Oxisterigmatocystin C	Oxisterigmatocystin C is a xanthone, a class of compounds characterized by a dibenzo-α-pyrone structure. This metabolite has been identified in various studies focusing on its chemical properties and biological significance. DFT analysis indicates that oxisterigmatocystin C, along with other xanthones, favors the SPLET pathway in aqueous environments and the FHT pathway in lipid environments (PMID:39676294). It has been isolated alongside other furanoxanthones and sterigmatocystin derivatives, highlighting its structural and functional diversity (PMID:36626924). Additionally, oxisterigmatocystin C has been identified in conjunction with other alkaloids and compounds, suggesting its potential role in the metabolic pathways of fungi (PMID:35987279). The compound has also been isolated from the marine-derived fungus Aspergillus versicolor, indicating its ecological relevance and potential biotechnological applications (PMID:21119680). Overall, oxisterigmatocystin C represents a significant compound within the xanthone family, with implications for both chemistry and biology.		Expected Solid	[H][C@@]1(C[C@@]2([H])C3=C(O[C@@]2([H])O1)C=C(OC)C1=C3OC2=CC=CC(O)=C2C1=O)OC	C19H16O7	InChI=1S/C19H16O7/c1-22-11-7-12-14(8-6-13(23-2)26-19(8)25-12)18-16(11)17(21)15-9(20)4-3-5-10(15)24-18/h3-5,7-8,13,19-20H,6H2,1-2H3/t8-,13+,19-/m0/s1	IWOYVIQOJCFZEP-XFEHBMGASA-N	356.0896029			MMDBc0004379
BASm0014762	Ficifuranone A	Ficifuranone A is a furanone compound belonging to the class of natural products. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	CC1=C(CCCC(O)=O)COC1=O	C9H12O4	InChI=1S/C9H12O4/c1-6-7(5-13-9(6)12)3-2-4-8(10)11/h2-5H2,1H3,(H,10,11)	QFWGZKOYLFAYDY-UHFFFAOYSA-N	184.0735589			MMDBc0004388
BASm0014763	Feigrisolide B	Feigrisolide B is a secondary metabolite belonging to the class of natural products known as polyketides. It has been identified through mass spectrometry and NMR-spectra analysis alongside other compounds such as feigrisolide C and dinactin (PMID:32653809). In terms of biological activity, feigrisolide B has demonstrated strong antibacterial properties, as well as moderate cytotoxic and antiviral effects, indicating its potential as a lead compound for drug development (PMID:11099227). The diverse biological activities of feigrisolide B suggest that it may play a significant role in the ecological interactions of its producing organism and highlight its potential utility in therapeutic applications. Further studies are warranted to explore its mechanisms of action and to assess its efficacy in clinical settings.		Expected Solid	[H][C@@](O)(CC)CC1([H])CCC([H])(O1)[C@@]([H])(C)C(O)=O	C11H20O4	InChI=1S/C11H20O4/c1-3-8(12)6-9-4-5-10(15-9)7(2)11(13)14/h7-10,12H,3-6H2,1-2H3,(H,13,14)/t7-,8-,9?,10?/m1/s1	HTCUURQJNZBKIA-LGUIWLBCSA-N	216.1361591			MMDBc0004406
BASm0014764	Butyrolactone I 4''-sulfate	Butyrolactone I 4''-sulfate is a sulfate derivative of butyrolactone I, belonging to the class of organic compounds known as lactones. This compound is a metabolite that has been characterized in biomedical literature, highlighting its potential significance in various biological processes. The discovery of butyrolactone I 4''-sulfate, alongside its known counterpart butyrolactone I and the related butyrolactone I 3-sulfate, underscores the structural diversity and chemical complexity within this class of compounds. The identification of such sulfate derivatives suggests potential roles in biochemical pathways, possibly influencing cellular functions or interactions. The presence of sulfate groups may also impart unique properties to the molecule, affecting its solubility and reactivity in biological systems. Understanding the implications of butyrolactone I 4''-sulfate and its derivatives can provide insights into their biological activities and potential therapeutic applications, as indicated by the literature (PMID:18271552). Further research into this metabolite may elucidate its role in metabolic processes and its impact on health and disease.		Expected Solid	COC(=O)[C@]1(CC2=CC(CC=C(C)C)=C(OS(O)(=O)=O)C=C2)OC(=O)C(O)=C1C1=CC=C(O)C=C1	C24H24O10S	InChI=1S/C24H24O10S/c1-14(2)4-6-17-12-15(5-11-19(17)34-35(29,30)31)13-24(23(28)32-3)20(21(26)22(27)33-24)16-7-9-18(25)10-8-16/h4-5,7-12,25-26H,6,13H2,1-3H3,(H,29,30,31)/t24-/m1/s1	NWSMSBOLLCRCSY-XMMPIXPASA-N	504.1090181			MMDBc0004421
BASm0014765	Himeic acid B			Expected Solid	[H]\C(CCCCCCCCC(O)=O)=C(\[H])C1=CC(=O)C(=CO1)C(O)=N	C17H23NO5	InChI=1S/C17H23NO5/c18-17(22)14-12-23-13(11-15(14)19)9-7-5-3-1-2-4-6-8-10-16(20)21/h7,9,11-12H,1-6,8,10H2,(H2,18,22)(H,20,21)/b9-7+	CFCNZKAZHHLTLD-VQHVLOKHSA-N	321.1576228			MMDBc0004424
BASm0014766	1,7-dihydroxy-3-methylxanthone	1,7-dihydroxy-3-methylxanthone is a xanthone, a class of naturally occurring polyphenolic compounds known for their diverse biological activities. This compound has been identified as a metabolite in the cultures of spore-derived mycobionts from the lichen Pyrenula japonica, where it was isolated alongside other xanthones such as 1,5,8-trihydroxy-3-methylxanthone and emodin (PMID:11204195). Xanthones, including 1,7-dihydroxy-3-methylxanthone, have attracted attention for their potential pharmacological properties, which may include antioxidant, anti-inflammatory, and anticancer activities. The presence of hydroxyl groups in its structure is significant, as these functional groups can enhance the compound's reactivity and interaction with biological systems. Research into xanthones like 1,7-dihydroxy-3-methylxanthone continues to reveal their importance in natural product chemistry and their potential applications in medicine, particularly in the development of therapeutic agents derived from natural sources.		Expected Solid	CC1=CC(O)=C2C(=O)C3=CC(O)=CC=C3OC2=C1	C14H10O4	InChI=1S/C14H10O4/c1-7-4-10(16)13-12(5-7)18-11-3-2-8(15)6-9(11)14(13)17/h2-6,15-16H,1H3	KRAMZQVVDZHLGY-UHFFFAOYSA-N	242.0579088			MMDBc0004439
BASm0014767	Acetyl botryenaloate	Acetyl botryenaloate is a metabolite belonging to the class of esters. There is limited literature available on this compound, indicating a need for further research to better understand its properties and potential biological significance.		Expected Solid	[H][C@]12C(=C(C=O)[C@]([H])(C)C[C@]1([H])OC(C)=O)[C@](C)(CC2(C)C)C(O)=O	C17H24O5	InChI=1S/C17H24O5/c1-9-6-12(22-10(2)19)14-13(11(9)7-18)17(5,15(20)21)8-16(14,3)4/h7,9,12,14H,6,8H2,1-5H3,(H,20,21)/t9-,12+,14-,17+/m1/s1	WJDMOSUZDQFRMJ-QJKURVHFSA-N	308.1623739			MMDBc0004454
BASm0014768	Cyanolide A			Expected Solid	[H][C@]12C[C@]([H])(O[C@]3([H])OC[C@@]([H])(OC)[C@]([H])(OC)[C@@]3([H])OC)C(C)(C)[C@]([H])(CC(=O)O[C@]([H])(CC)C[C@]3([H])C[C@]([H])(O[C@]4([H])OC[C@@]([H])(OC)[C@]([H])(OC)[C@@]4([H])OC)C(C)(C)[C@]([H])(CC(=O)O[C@]([H])(CC)C1)O3)O2	C42H72O16	InChI=1S/C42H72O16/c1-13-23-15-25-17-29(57-39-37(49-11)35(47-9)27(45-7)21-51-39)41(3,4)32(53-25)20-34(44)56-24(14-2)16-26-18-30(42(5,6)31(54-26)19-33(43)55-23)58-40-38(50-12)36(48-10)28(46-8)22-52-40/h23-32,35-40H,13-22H2,1-12H3/t23-,24-,25-,26-,27-,28-,29+,30+,31+,32+,35+,36+,37-,38-,39+,40+/m1/s1	DLSUXMZHOIJLGM-MNCMQQDLSA-N	832.4820362			MMDBc0004459
BASm0014769	Phomalairdenol C	Phomalairdenol C is a triterpenoid metabolite. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(C)CC[C@@]2([H])[C@](C)(CO)C[C@]3(C)[C@@]([H])(O)C=C[C@]123	C15H24O2	InChI=1S/C15H24O2/c1-10-4-5-11-13(2,9-16)8-14(3)12(17)6-7-15(10,11)14/h6-7,10-12,16-17H,4-5,8-9H2,1-3H3/t10-,11+,12+,13+,14-,15+/m1/s1	ABIJNHHCJOSVIF-DBWOOVFOSA-N	236.17763			MMDBc0004466
BASm0014770	Fusoxysporone	Fusoxysporone is a polyketide compound. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]C1(C)CCC2([H])C(=C)CC[C@]([H])(C(C)C)[C@@]3([H])C=C(C)C(=O)C[C@@]123	C20H30O	InChI=1S/C20H30O/c1-12(2)16-8-6-13(3)17-9-7-15(5)20(17)11-19(21)14(4)10-18(16)20/h10,12,15-18H,3,6-9,11H2,1-2,4-5H3/t15?,16-,17?,18-,20-/m1/s1	CCZICCNXBIKTJO-NFKMYMFOSA-N	286.2296656			MMDBc0004472
BASm0014771	Benzomalvin A	Benzomalvin A is a benzodiazepine and a specialized metabolite derived from fungi, classified within the chemical class of quinazolinone natural products. This compound is biosynthesized by a three-gene nonribosomal peptide synthetase cluster and exhibits significant biological activity as an inhibitor of the substance P receptor NK1, with reported inhibitory constants (Ki) of 12, 42, and 43 µM at guinea pig, rat, and human receptors, respectively (PMID:7518818). Benzomalvin A has been isolated from the solid culture of Penicillium spathulatum B35, alongside other metabolites such as quinolactacins and asperphenamate (PMID:27399232). The unique Csp3-Csp2 bond forming reaction utilized in the synthesis of Benzomalvin A has been demonstrated in the context of producing various quinazolinone derivatives (PMID:37177871). Additionally, the growth characteristics of Penicillium spathulatum, including its ability to produce benzomalvin A, highlight its ecological niche and metabolic capabilities (PMID:23173673). A two-step total synthesis of (+/-)-benzomalvin A has also been successfully achieved, yielding 16% overall (PMID:16323862).		Expected Solid	[H][C@@]1(CC2=CC=CC=C2)N(C)C(=O)C2=CC=CC=C2N2C(=O)C3=CC=CC=C3N=C12	C24H19N3O2	InChI=1S/C24H19N3O2/c1-26-21(15-16-9-3-2-4-10-16)22-25-19-13-7-5-11-17(19)24(29)27(22)20-14-8-6-12-18(20)23(26)28/h2-14,21H,15H2,1H3/t21-/m0/s1	YYWUABJYAOCACI-NRFANRHFSA-N	381.1477269			MMDBc0004478
BASm0014772	6,8a-Seco-6,8a-deoxy-2,5-didehydroaverme	6,8a-Seco-6,8a-deoxy-2,5-didehydroaverme is a member of the avermectin class of compounds, which are known for their antiparasitic properties. This metabolite is characterized by the absence of the furan ring at the C-6 and C-8a positions, distinguishing it from other avermectin derivatives. The structural modifications in 6,8a-Seco-6,8a-deoxy-2,5-didehydroaverme contribute to its unique biological activity, which has been explored in various studies. For instance, related compounds such as 4'-deoleandrosyl-6,8a-seco-6,8a-deoxyavermectin B1a and 4'-deoleandrosyl-6,8a-seco-6,8a-deoxy-5-oxoavermectin B1a have been identified, highlighting the structural diversity within this chemical class (PMID:7868391). The alterations in the molecular framework of these metabolites suggest potential implications for their efficacy and mechanism of action against parasitic infections. Further research into 6,8a-Seco-6,8a-deoxy-2,5-didehydroaverme may provide insights into its pharmacological properties and applications in therapeutic contexts.		Expected Solid	[H]\C1=C(C)\C(OC2CC(OC)C(OC3CC(OC)C(O)C(C)O3)C(C)O2)C(C)\C([H])=C(\[H])/C(/[H])=C(C)\C2=C(C=C(C)C(O)=C2)C(=O)OC2CC(C1)OC1(CC(O)C(C)C(O1)C(C)CC)C2	C48H72O13	InChI=1S/C48H72O13/c1-12-25(2)45-30(7)38(50)24-48(61-45)23-34-19-33(60-48)17-16-28(5)44(27(4)15-13-14-26(3)35-20-37(49)29(6)18-36(35)47(52)57-34)58-42-22-40(54-11)46(32(9)56-42)59-41-21-39(53-10)43(51)31(8)55-41/h13-16,18,20,25,27,30-34,38-46,49-51H,12,17,19,21-24H2,1-11H3/b15-13-,26-14-,28-16-	ZRYHPEOHTDJRCY-VZUATFRUSA-N	856.4972924			MMDBc0004479
BASm0014773	C1-11 thermocryptoxanthin-11	C1-11 thermocryptoxanthin-11 is a carotenoid, which belongs to the class of organic pigments found in plants and some microorganisms. There is limited literature available on this specific metabolite, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H]/C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])C1=C(C)C[C@]([H])(CC1(C)C)OC1([H])OC([H])(COC(=O)CCCCCCCC(C)C)C([H])(O)C([H])(O)C1([H])O)/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])C1=C(C)CCCC1(C)C	C57H86O7	InChI=1S/C57H86O7/c1-40(2)23-16-14-13-15-17-31-51(58)62-39-50-52(59)53(60)54(61)55(64-50)63-47-37-46(8)49(57(11,12)38-47)35-33-44(6)29-21-27-42(4)25-19-18-24-41(3)26-20-28-43(5)32-34-48-45(7)30-22-36-56(48,9)10/h18-21,24-29,32-35,40,47,50,52-55,59-61H,13-17,22-23,30-31,36-39H2,1-12H3/b19-18+,26-20+,27-21+,34-32+,35-33+,41-24+,42-25+,43-28+,44-29+/t47-,50?,52?,53?,54?,55?/m1/s1	AOPPEYCPJLSBEA-QANPBWBJSA-N	882.6373551			MMDBc0004489
BASm0014774	Penikellide B	Penikellide B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on Penikellide B, indicating a need for further research to understand its properties and potential biological significance.		Expected Solid	[H][C@@](CC(C)C)(OC)C1=C(OC)C(C(O)=O)=C(OC2=C(COC(C)=O)C=C(C)C=C2O)C=C1	C24H30O8	InChI=1S/C24H30O8/c1-13(2)9-20(29-5)17-7-8-19(21(24(27)28)23(17)30-6)32-22-16(12-31-15(4)25)10-14(3)11-18(22)26/h7-8,10-11,13,20,26H,9,12H2,1-6H3,(H,27,28)/t20-/m0/s1	KHTVQHHROPEJOZ-FQEVSTJZSA-N	446.1940679			MMDBc0004496
BASm0014775	(1S,2R)-3-oxo-2-pentylcyclopentane-1-butyric acid methyl ester	(1S,2R)-3-oxo-2-pentylcyclopentane-1-butyric acid methyl ester is a cyclopentane derivative and belongs to the class of fatty acid esters. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H][C@]1(CCCC(=O)OC)CCC(=O)[C@]1([H])CCCCC	C15H26O3	InChI=1S/C15H26O3/c1-3-4-5-8-13-12(10-11-14(13)16)7-6-9-15(17)18-2/h12-13H,3-11H2,1-2H3/t12-,13+/m0/s1	UHUOVKQTMKOWAH-QWHCGFSZSA-N	254.1881947			MMDBc0004507
BASm0014776	Speradine H	Speradine H is a polyamine metabolite. There is limited literature available on this compound, and further research is needed to fully understand its biological significance and potential applications.		Expected Solid	CN1C(=O)C2=C3C1=CC=CC3=CC1=C2C(=O)N(C(=O)CC(C)=O)C1(C)C	C20H18N2O4	InChI=1S/C20H18N2O4/c1-10(23)8-14(24)22-19(26)16-12(20(22,2)3)9-11-6-5-7-13-15(11)17(16)18(25)21(13)4/h5-7,9H,8H2,1-4H3	QOMBZTMIYJDJFP-UHFFFAOYSA-N	350.1266571			MMDBc0004515
BASm0014777	Veraguamide H			Expected Solid	CC(C)C1OC(=O)C(C(C)C)N(C)C(=O)C(N=C(O)C(C)C(CCCC#C)OC(=O)C(C(C)C)N(C)C(=O)C2CCCN2C1=O)C(C)C	C36H58N4O8	InChI=1S/C36H58N4O8/c1-13-14-15-18-26-24(10)31(41)37-27(20(2)3)33(43)39(12)29(22(6)7)36(46)48-30(23(8)9)34(44)40-19-16-17-25(40)32(42)38(11)28(21(4)5)35(45)47-26/h1,20-30H,14-19H2,2-12H3,(H,37,41)	ORNJUOMQOSTPOV-UHFFFAOYSA-N	674.4254648			MMDBc0004538
BASm0014778	4'-Deoleandrosyl-6,8a-seco-6,8a-deoxy avermectin A1a	4'-Deoleandrosyl-6,8a-seco-6,8a-deoxy avermectin A1a is a member of the avermectin class of compounds, which are macrocyclic lactones known for their antiparasitic properties. There is limited literature available on this specific metabolite, indicating that further research may be necessary to fully understand its characteristics and potential applications.		Expected Solid	[H]\C1=C(C)\C(OC2CC(OC)C(O)C(C)O2)C(C)\C([H])=C(\[H])/C(/[H])=C(C)\C2(O)CC(OC)C(C)=CC2C(=O)OC2CC(C1)OC1(C2)OC(C(C)CC)C(C)C=C1	C42H64O10	InChI=1S/C42H64O10/c1-11-24(2)39-27(5)17-18-41(52-39)22-32-20-31(51-41)16-15-26(4)38(50-36-21-34(46-9)37(43)30(8)48-36)25(3)13-12-14-29(7)42(45)23-35(47-10)28(6)19-33(42)40(44)49-32/h12-15,17-19,24-25,27,30-39,43,45H,11,16,20-23H2,1-10H3/b13-12-,26-15-,29-14-	CAJDUHQNQRQATN-RINIZTRGSA-N	728.4499483			MMDBc0004540
BASm0014779	Ganoderenic acid B			Expected Solid	[H]\C(C(=O)CC([H])(C)C(O)=O)=C(/C)C1([H])CC(=O)[C@@]2(C)C3=C(C(=O)C[C@]12C)[C@@]1(C)CC[C@]([H])(O)C(C)(C)C1([H])C[C@]3([H])O	C30H42O7	InChI=1S/C30H42O7/c1-15(10-17(31)11-16(2)26(36)37)18-12-23(35)30(7)25-19(32)13-21-27(3,4)22(34)8-9-28(21,5)24(25)20(33)14-29(18,30)6/h10,16,18-19,21-22,32,34H,8-9,11-14H2,1-7H3,(H,36,37)/b15-10-/t16?,18?,19-,21?,22-,28-,29+,30-/m0/s1	QECQJYAIIIIKJB-XYJGWYKWSA-N	514.2930537			MMDBc0004543
BASm0014780	Chaetomugilin C	Chaetomugilin C is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(C)[C@@]([H])(C)O)C1=CC2=C(Cl)C(=O)[C@@]3(C)OC4=C(C(=O)O[C@]([H])(C)[C@@]4([H])C)[C@@]3([H])C2=CO1	C23H25ClO6	InChI=1S/C23H25ClO6/c1-10(12(3)25)6-7-14-8-15-16(9-28-14)18-17-20(11(2)13(4)29-22(17)27)30-23(18,5)21(26)19(15)24/h6-13,18,25H,1-5H3/b7-6+/t10-,11-,12-,13-,18-,23+/m1/s1	XFJDSTCMKMTALZ-URCVHWMISA-N	432.1339662			MMDBc0004552
BASm0014781	Iso-monodictyphenone	Iso-monodictyphenone is a flavonoid compound belonging to the class of phenolic metabolites. There is limited literature available on iso-monodictyphenone, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	CC1=CC(C(=O)C2=C(O)C=CC=C2O)=C(O)C(=C1)C(O)=O	C15H12O6	InChI=1S/C15H12O6/c1-7-5-8(13(18)9(6-7)15(20)21)14(19)12-10(16)3-2-4-11(12)17/h2-6,16-18H,1H3,(H,20,21)	KNTHDBSPDWUDHE-UHFFFAOYSA-N	288.0633881			MMDBc0004560
BASm0014782	Cyclo-(L-Pro-L-Tyr)	Cyclo-(L-Pro-L-Tyr) is a cyclic dipeptide, a class of compounds formed by the condensation of two amino acids. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.			[H][C@@]12CCCN1C(=O)[C@]([H])(CC1=CC=C(O)C=C1)NC2=O	C14H16N2O3	InChI=1S/C14H16N2O3/c17-10-5-3-9(4-6-10)8-11-14(19)16-7-1-2-12(16)13(18)15-11/h3-6,11-12,17H,1-2,7-8H2,(H,15,18)/t11-,12-/m0/s1	LSGOTAXPWMCUCK-RYUDHWBXSA-N	260.1160924			MMDBc0004564
BASm0014783	(2S,3R,4R)-2-(3,4-Dihydroxyphenyl)oxolane-3,4-diol	(2S,3R,4R)-2-(3,4-Dihydroxyphenyl)oxolane-3,4-diol is a flavonoid metabolite. There is little literature available on this compound, indicating that its biological significance and potential applications remain largely unexplored.		Expected Solid	[H][C@@]1(O)CO[C@@]([H])(C2=CC(O)=C(O)C=C2)[C@]1([H])O	C10H12O5	InChI=1S/C10H12O5/c11-6-2-1-5(3-7(6)12)10-9(14)8(13)4-15-10/h1-3,8-14H,4H2/t8-,9-,10+/m1/s1	WAMIDUQDFSIAFF-BBBLOLIVSA-N	212.0684735			MMDBc0004574
BASm0014784	Asterrelenin	Asterrelenin is a novel alkaloid belonging to the chemical class of meroterpenoids. It was isolated from the thermophilic fungus Aspergillus terreus TM8, alongside other metabolites such as terretonin M and terrelumamide A (PMID:16124769). This compound exhibits a complex tetracyclic structure and is part of a broader group of bioactive secondary metabolites produced by fungi, which often possess significant pharmacological properties. The biosynthetic pathways leading to the formation of asterrelenin and its related compounds highlight the intricate chemistry involved in fungal metabolism. Asterrelenin's potential biological activities and interactions within biological systems are of interest, particularly in the context of its isolation from a thermophilic organism, which may suggest unique adaptive features that enhance its stability or efficacy in various environments. Further research into asterrelenin could elucidate its role in the ecology of Aspergillus terreus and its potential applications in medicine, particularly in the development of new therapeutic agents derived from fungal metabolites (PMID:16124769).		Expected Solid	[H][C@@]12N(C(C)=O)C3=CC=CC=C3[C@@]1(C[C@@]1(O)N2C(=O)C2=CC=CC=C2N=C1O)C(C)(C)C=C	C25H25N3O4	InChI=1S/C25H25N3O4/c1-5-23(3,4)24-14-25(32)21(31)26-18-12-8-6-10-16(18)20(30)28(25)22(24)27(15(2)29)19-13-9-7-11-17(19)24/h5-13,22,32H,1,14H2,2-4H3,(H,26,31)/t22-,24+,25-/m0/s1	VQSXFZXCXRKORH-CAOCKLPOSA-N	431.1845063			MMDBc0004575
BASm0014785	γ-L-glutamyl-L-leucine	γ-L-glutamyl-L-leucine is a dipeptide belonging to the class of amino acid derivatives. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@](N)(CCC(O)=NC([H])(CC(C)C)C(O)=O)C(O)=O	C11H20N2O5	InChI=1S/C11H20N2O5/c1-6(2)5-8(11(17)18)13-9(14)4-3-7(12)10(15)16/h6-8H,3-5,12H2,1-2H3,(H,13,14)(H,15,16)(H,17,18)/t7-,8?/m0/s1	MYFMARDICOWMQP-JAMMHHFISA-N	260.1372218			MMDBc0004599
BASm0014786	Berkelic acid	Berkelic acid is a tetracyclic metabolite belonging to the class of natural products. Its total synthesis has been a focus of recent research, with notable advancements in regioselective spiroacetal/pyran formation enabling concise synthetic routes (PMID:38439742). A scalable synthesis of the triol segment and the tetracyclic skeleton was achieved through a tandem process, culminating in an efficient total synthesis completed in eight linear steps (PMID:33252181). This methodology has been pivotal in constructing the core structure of berkelic acid (PMID:30924665). Furthermore, a biosynthetically inspired approach has been utilized to synthesize berkelic acid and its analogs, alongside biological evaluations that highlight its potential (PMID:29867257). Studies indicate that the originally assigned structure of berkelic acid is unstable, leading to the formation of a mixture of four diastereomers, which were characterized using X-ray crystallography (PMID:29867257). Additionally, analogs such as C22-epi-berkelic acid and C26-oxoberkelic acid have been synthesized and evaluated against human cancer cell lines, reflecting the compound's relevance in medicinal chemistry (PMID:29867257).		Expected Solid	[H][C@]1(CC(=O)C(C)(CC)C(=O)OC)CO[C@]2(CC3([H])O[C@]([H])(CCCCC)CC4=CC(O)=C(C(O)=O)C(O2)=C34)[C@]1([H])C	C29H40O9	InChI=1S/C29H40O9/c1-6-8-9-10-19-11-17-12-20(30)24(26(32)33)25-23(17)21(37-19)14-29(38-25)16(3)18(15-36-29)13-22(31)28(4,7-2)27(34)35-5/h12,16,18-19,21,30H,6-11,13-15H2,1-5H3,(H,32,33)/t16-,18+,19-,21?,28?,29+/m1/s1	KUPCHRRTAPZASB-YKVDFVGGSA-N	532.2672329			MMDBc0004608
BASm0014787	Versicoumarin C	Versicoumarin C is a coumarin derivative, a type of chemical compound known for its aromatic properties and presence in various plants. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@]1(C)CC2=C(CC=C(C)C)C(OC)=C(O)C=C2C(=O)O1	C16H20O4	InChI=1S/C16H20O4/c1-9(2)5-6-11-12-7-10(3)20-16(18)13(12)8-14(17)15(11)19-4/h5,8,10,17H,6-7H2,1-4H3/t10-/m1/s1	GBZUPJOFJRYUPJ-SNVBAGLBSA-N	276.1361591			MMDBc0004617
BASm0014788	[Val7]lichenysin G13			Expected Solid	CCC(C)CCCCCCC1CC(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)O1	C50H88N8O12	InChI=1S/C50H88N8O12/c1-13-32(12)18-16-14-15-17-19-33-25-40(60)52-34(20-21-39(51)59)44(63)53-35(22-27(2)3)45(64)54-36(23-28(4)5)47(66)57-42(30(8)9)49(68)56-38(26-41(61)62)46(65)55-37(24-29(6)7)48(67)58-43(31(10)11)50(69)70-33/h27-38,42-43H,13-26H2,1-12H3,(H2,51,59)(H,52,60)(H,53,63)(H,54,64)(H,55,65)(H,56,68)(H,57,66)(H,58,67)(H,61,62)/t32?,33?,34-,35-,36+,37+,38-,42-,43-/m0/s1	RLVTUVFCUNTCND-PWKIRCGZSA-N	992.6521703			MMDBc0004621
BASm0014789	Bacteriohopanepentol ether	Bacteriohopanepentol ether is a member of the hopanoid class of compounds. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and functions.		Expected Solid	[H]C(C)(CC([H])(O)C([H])(O)C([H])(O)C([H])(O)COC1([H])C([H])(N)C([H])(O)C([H])(O)C1(O)CO)[C@@]1([H])CC[C@@]2(C)[C@@]1([H])CC[C@]1(C)[C@]2([H])CC[C@@]2([H])[C@@]3(C)CCCC(C)(C)[C@@]3([H])CC[C@@]12C	C41H73NO9	InChI=1S/C41H73NO9/c1-22(19-25(44)31(46)32(47)26(45)20-51-35-30(42)33(48)34(49)41(35,50)21-43)23-11-16-37(4)24(23)12-17-39(6)28(37)9-10-29-38(5)15-8-14-36(2,3)27(38)13-18-40(29,39)7/h22-35,43-50H,8-21,42H2,1-7H3/t22?,23-,24+,25?,26?,27-,28-,29+,30?,31?,32?,33?,34?,35?,37+,38+,39-,40-,41?/m1/s1	XEANNUUZOVZDTG-RKHQQARHSA-N	723.5285329			MMDBc0004625
BASm0014790	Meleagrin B	Meleagrin B is a terpene-alkaloid hybrid natural product that contains both the conidiogenone and meleagrin scaffold, showcasing a unique chemical structure that combines features of both terpenes and alkaloids (PMID:33570417). This compound is of interest in the field of natural product chemistry due to its complex biosynthetic origins and potential biological activities. The presence of the conidiogenone scaffold suggests possible roles in fungal metabolism, while the alkaloid portion may contribute to various pharmacological properties. Preliminary studies indicate that compounds like Meleagrin B may exhibit bioactivity, although further research is needed to elucidate its mechanisms of action and therapeutic potential. The exploration of such hybrid natural products can provide insights into novel drug discovery and the development of bioactive compounds derived from natural sources. Understanding the chemistry and biological implications of Meleagrin B could lead to advancements in pharmacology and therapeutic applications, making it a subject of interest for both chemists and biologists alike.		Expected Solid	[H]\C(C1=CN(C=N1)[C@]1([H])C[C@@]2(O)O[C@@]3([H])C[C@]2(C)[C@]2(C[C@]4(C)CCC(C)(C)[C@]4([H])[C@@]32[H])[C@]1([H])C)=C1/N2C(=O)C(O)=C[C@]3(C4=CC=CC=C4N(OC)[C@@]23N=C1O)C(C)(C)C=C	C43H53N5O6	InChI=1S/C43H53N5O6/c1-10-37(5,6)41-19-30(49)35(51)47-28(34(50)45-43(41,47)48(53-9)27-14-12-11-13-26(27)41)17-25-21-46(23-44-25)29-18-42(52)39(8)20-31(54-42)32-33-36(3,4)15-16-38(33,7)22-40(32,39)24(29)2/h10-14,17,19,21,23-24,29,31-33,49,52H,1,15-16,18,20,22H2,2-9H3,(H,45,50)/b28-17+/t24-,29-,31+,32-,33+,38+,39-,40-,41+,42-,43+/m1/s1	QXXDYFVGMBQXIZ-MSHMFDJHSA-N	735.3995844			MMDBc0004626
BASm0014791	Botrydial	Botrydial is a sesquiterpenoid metabolite recognized for its role in the pathogenicity of certain fungi. It is produced by various fungal species, including Colletotrichum dematium and Botrytis cinerea, which have been shown to synthesize botrydial and its derivatives, such as dihydrobotrydial, at notable concentrations (PMID:39599324). The biosynthesis of botrydial is linked to specific gene clusters, including the abscisic acid (ABA)-botrydial gene cluster, which regulates virulence-related gene expression and the production of diverse metabolites (PMID:40215963). Additionally, studies have identified key enzymes involved in the biosynthetic pathway of botrydial, highlighting the complex interactions between fungal secondary metabolism and host plant responses (PMID:37673872; PMID:38791163). The phytotoxic effects of botrydial contribute to its classification as a virulence factor, influencing the infection process in host plants (PMID:35239739; PMID:34947063). Furthermore, synthetic methods have been developed to create compounds structurally related to botrydial, indicating its significance in both natural and synthetic chemistry (PMID:36537992). Overall, botrydial exemplifies the intricate relationship between fungal metabolites and their ecological roles.		Expected Solid	[H][C@@]12[C@]([H])(C[C@@]([H])(C)[C@]([H])(C=O)[C@]1(O)[C@](C)(CC2(C)C)C=O)OC(C)=O	C17H26O5	InChI=1S/C17H26O5/c1-10-6-13(22-11(2)20)14-15(3,4)8-16(5,9-19)17(14,21)12(10)7-18/h7,9-10,12-14,21H,6,8H2,1-5H3/t10-,12+,13+,14+,16-,17-/m1/s1	SJFIYVCSGNWVPJ-GKKOWQTJSA-N	310.1780239			MMDBc0004638
BASm0014792	Pretrichodermamide C	Pretrichodermamide C is a secondary metabolite belonging to the class of amides, specifically derived from marine fungi. It has been identified through bioassay-guided fractionation of active constituents from fungal isolates, notably from the strain F7180, alongside other compounds such as xanthomegnin and viomellein (PMID: 36674548). In biological studies, pretrichodermamide C has demonstrated potential plant growth-promoting properties, as evidenced by its ability to stimulate the growth of seedling roots in various crops, including buckwheat, wheat, soy, and barley (PMID: 36674548). The compound's structural features and its biological activity suggest that it may play a role in the interaction between marine fungi and terrestrial plants, highlighting its significance in both ecological and agricultural contexts. Further research into pretrichodermamide C could elucidate its mechanisms of action and potential applications in sustainable agriculture.		Expected Solid	[H][C@@]1(O)C=C[C@@]([H])(O)[C@@]2(O)C[C@@]34SS[C@]([H])(C5=C(O)C(OC)=C(OC)C=C5)[C@@]([H])(N(C)C3=O)C(=O)N4O[C@@]12[H]	C21H24N2O9S2	InChI=1S/C21H24N2O9S2/c1-22-13-16(9-4-6-11(30-2)15(31-3)14(9)26)33-34-21(19(22)28)8-20(29)12(25)7-5-10(24)17(20)32-23(21)18(13)27/h4-7,10,12-13,16-17,24-26,29H,8H2,1-3H3/t10-,12-,13-,16-,17+,20+,21-/m1/s1	NQGNMVJXQJSYCA-BFBGDVCSSA-N	512.0923227			MMDBc0004641
BASm0014793	Eremofortin C	Eremofortin C is a secondary metabolite belonging to the chemical class of eremophilanes, produced by the fungus Penicillium roqueforti. This compound has garnered attention in the field of biochemistry due to its role in the biosynthetic pathways of eremophilanes, which are elucidated through bioinformatics-guided studies (PMID:38568215). Eremofortin C (EC) and its related compound, PR toxin, are both significant secondary metabolites of P. roqueforti, with various factors influencing their production, including the presence of corn extract which enhances the biosynthesis of EC and PR toxin (PMID:1768131; PMID:1819047). The transformation of eremofortin C into PR toxin has been documented, highlighting its biochemical relevance (PMID:4073900). Furthermore, studies have characterized the enzyme responsible for this transformation, providing insights into the enzymatic processes involved in secondary metabolite biosynthesis (PMID:16346812). The concentration required for inhibition of binding of PR toxin to its antibody has also been quantified, demonstrating the potency of eremofortin C in biochemical assays (PMID:30978841). Overall, eremofortin C exemplifies the intricate chemistry and biological significance of fungal secondary metabolites.		Expected Solid	[H][C@@]12O[C@]1([H])[C@]([H])(OC(C)=O)[C@]([H])(C)[C@@]1(C)C[C@]3(O[C@]3(C)CO)C(=O)C=C21	C17H22O6	InChI=1S/C17H22O6/c1-8-12(21-9(2)19)14-13(22-14)10-5-11(20)17(6-15(8,10)3)16(4,7-18)23-17/h5,8,12-14,18H,6-7H2,1-4H3/t8-,12+,13-,14+,15+,16+,17-/m0/s1	AVFUXCSVVLQAGL-VIEAGMIOSA-N	322.1416384			MMDBc0004650
BASm0014794	Furanone A			Expected Solid	[H]\C(=C(\[H])C1=C(CCC)OCC1=O)C(O)=O	C10H12O4	InChI=1S/C10H12O4/c1-2-3-9-7(4-5-10(12)13)8(11)6-14-9/h4-5H,2-3,6H2,1H3,(H,12,13)/b5-4+	WSFWBZJRQNTKQQ-SNAWJCMRSA-N	196.0735589			MMDBc0004654
BASm0014795	Alpha,alpha,6-Trimethyl-4-(3-hydroxy-5-methylphenoxy)-5-prenyl-2,3-dihydrobenzofuran-2beta-methanol	Alpha,alpha,6-Trimethyl-4-(3-hydroxy-5-methylphenoxy)-5-prenyl-2,3-dihydrobenzofuran-2beta-methanol is a benzofuran derivative. There is little literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]1(CC2=C(O1)C=C(C)C(CC=C(C)C)=C2OC1=CC(C)=CC(O)=C1)C(C)(C)O	C24H30O4	InChI=1S/C24H30O4/c1-14(2)7-8-19-16(4)11-21-20(13-22(28-21)24(5,6)26)23(19)27-18-10-15(3)9-17(25)12-18/h7,9-12,22,25-26H,8,13H2,1-6H3/t22-/m1/s1	YOCJJZLDOFUTPJ-JOCHJYFZSA-N	382.2144094			MMDBc0004659
BASm0014796	Aspergione D	Aspergione D is a secondary metabolite belonging to the class of polyketides. There is limited literature available on Aspergione D, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	CC1=CC2=CC=C3C(=O)C(C)=C(C)OC3=C2C(=O)O1	C15H12O4	InChI=1S/C15H12O4/c1-7-6-10-4-5-11-13(16)8(2)9(3)19-14(11)12(10)15(17)18-7/h4-6H,1-3H3	SINPEFONMCJIBM-UHFFFAOYSA-N	256.0735589			MMDBc0004660
BASm0014797	Marasmone			Expected Solid	[H][C@@]12OCC3=CC[C@]4([H])[C@](C(=O)O1)(C(=O)C[C@@]([H])(O)C4(C)C)[C@@]23[H]	C15H18O5	InChI=1S/C15H18O5/c1-14(2)8-4-3-7-6-19-12-11(7)15(8,13(18)20-12)10(17)5-9(14)16/h3,8-9,11-12,16H,4-6H2,1-2H3/t8-,9+,11+,12+,15-/m0/s1	GXDBSAJFXBTPQJ-UGCTXDRPSA-N	278.1154237			MMDBc0004662
BASm0014798	(+)-kaurene	(+)-kaurene is a sesquiterpene, a chemical class characterized by a structure composed of three isoprene units. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@]12C[C@@]3(CC1=C)CC[C@@]1([H])C(C)(C)CCC[C@]1(C)[C@@]3([H])CC2	C20H32	InChI=1S/C20H32/c1-14-12-20-11-8-16-18(2,3)9-5-10-19(16,4)17(20)7-6-15(14)13-20/h15-17H,1,5-13H2,2-4H3/t15-,16+,17-,19+,20+/m1/s1	ONVABDHFQKWOSV-YSDSKTICSA-N	272.250401			MMDBc0004665
BASm0014799	Lichenysin-G4	Lichenysin-G4 is a lipopeptide antibiotic belonging to the class of cyclic lipopeptides. There is limited literature available regarding this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	CCC(C)C1NC(=O)C(CC(C)C)NC(=O)C(CC(O)=O)NC(=O)C(NC(=O)C(CC(C)C)NC(=O)C(CC(C)C)NC(=O)C(CCC(N)=O)NC(=O)CC(CCCCCCCCC(C)C)OC1=O)C(C)C	C52H92N8O12	InChI=1S/C52H92N8O12/c1-13-34(12)45-52(71)72-35(21-19-17-15-14-16-18-20-29(2)3)27-42(62)54-36(22-23-41(53)61)46(65)55-37(24-30(4)5)47(66)56-38(25-31(6)7)49(68)59-44(33(10)11)51(70)58-40(28-43(63)64)48(67)57-39(26-32(8)9)50(69)60-45/h29-40,44-45H,13-28H2,1-12H3,(H2,53,61)(H,54,62)(H,55,65)(H,56,66)(H,57,67)(H,58,70)(H,59,68)(H,60,69)(H,63,64)	IYQZIEHADMFKMZ-UHFFFAOYSA-N	1020.68347			MMDBc0004676
BASm0014800	Flavuside B	Flavuside B is a cerebroside belonging to the chemical class of glycosphingolipids. This metabolite, derived from the marine fungus Penicillium islandicum, exhibits notable antioxidant and anti-inflammatory properties, particularly in the context of Staphylococcus aureus-infected skin wounds. Research has demonstrated that Flavuside B can influence gene expression related to bacterial quorum sensing, thereby affecting bacterial behavior (PMID:39749841). In vitro studies have shown that Flavuside B protects HaCaT keratinocytes from damage induced by S. aureus, highlighting its potential as a therapeutic agent against bacterial skin lesions (PMID:34677452). The compound also exhibits cytoprotective activity against oxidative stress in neuroblastoma cells, further emphasizing its biological significance (PMID:34199157). Overall, Flavuside B's dual action as an antimicrobial and anti-inflammatory agent positions it as a promising candidate for future in vivo studies aimed at treating bacterial infections and skin lesions (PMID:34677452).		Expected Solid	[H]\C(CCCCCCCCCCCCCC)=C(\[H])[C@@]([H])(O)C(O)=N[C@@]([H])(CO[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O)[C@@]([H])(O)C(\[H])=C(/[H])CCC\C([H])=C(/C)CCCCCCCC	C43H79NO9	InChI=1S/C43H79NO9/c1-4-6-8-10-12-13-14-15-16-17-18-19-21-27-31-37(47)42(51)44-35(33-52-43-41(50)40(49)39(48)38(32-45)53-43)36(46)30-26-23-22-25-29-34(3)28-24-20-11-9-7-5-2/h26-27,29-31,35-41,43,45-50H,4-25,28,32-33H2,1-3H3,(H,44,51)/b30-26+,31-27+,34-29+/t35-,36-,37+,38+,39+,40-,41+,43+/m0/s1	FKFCJQJJFFIMIW-IOEWTTKJSA-N	753.5754831			MMDBc0004693
BASm0014801	Terreusinone	Terreusinone is a dipyrroloquinone metabolite described in biomedical literature, primarily isolated from various fungal species such as Talaromyces sp. and Aspergillus tamarii. It has garnered attention due to its diverse biological activities, including in vitro anti-inflammatory properties and inhibition of protein tyrosine phosphatases (PTPs), which are crucial in cellular signaling pathways. For instance, terreusinone A has demonstrated inhibitory effects on PTP1B, SHP2, and CDC25B with varying IC50 values, showcasing its potential as a therapeutic agent (PMID:25849805). The absolute configuration of terreusinone A was established using modified Mosher's method, confirming its structural integrity (PMID:38067576). Additionally, terreusinone has been identified among other metabolites in marine-derived fungi, indicating its ecological significance (PMID:25705550). Its isolation from endophytic fungi highlights its potential role in natural product chemistry and pharmacology, as well as its relevance in the search for novel bioactive compounds (PMID:35148546, PMID:32315180). Overall, terreusinone represents a noteworthy compound within the realm of fungal metabolites, with promising implications for medicinal chemistry and biological research.		Expected Solid	[H][C@@](O)(C(C)C)C1=CC2=C(N1)C(=O)C1=C(NC(=C1)[C@]([H])(O)C(C)C)C2=O	C18H22N2O4	InChI=1S/C18H22N2O4/c1-7(2)15(21)11-5-9-13(19-11)18(24)10-6-12(16(22)8(3)4)20-14(10)17(9)23/h5-8,15-16,19-22H,1-4H3/t15-,16-/m1/s1	LYYNFZYGNXMEQX-HZPDHXFCSA-N	330.1579572			MMDBc0004696
BASm0014802	Penitrem B			Expected Solid	[H][C@]12O[C@@]11[C@]([H])(CC[C@]3(C)[C@@]4(C)C5=C6C7=C(N5)C=CC5=C7[C@@]7([H])[C@]([H])(C[C@]7([H])C(C)(C)O[C@@]6([H])[C@]4([H])CC[C@@]13O)C(=C)C5)O[C@]([H])(C(C)=C)[C@]2([H])O	C37H45NO5	InChI=1S/C37H45NO5/c1-16(2)29-28(39)32-37(43-32)23(41-29)11-12-34(6)35(7)20(10-13-36(34,37)40)30-27-26-22(38-31(27)35)9-8-18-14-17(3)19-15-21(25(19)24(18)26)33(4,5)42-30/h8-9,19-21,23,25,28-30,32,38-40H,1,3,10-15H2,2,4-7H3/t19-,20+,21+,23+,25+,28+,29-,30+,32-,34-,35-,36+,37+/m1/s1	CRPJNVUYZRFGAK-WKAGVDCZSA-N	583.3297736			MMDBc0004700
BASm0014803	Cladobotrin VI	Cladobotrin VI is a metabolite belonging to the class of secondary metabolites. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(CO)=C(\[H])C1=C(CO)C(OC)=C(C)C(=O)O1	C11H14O5	InChI=1S/C11H14O5/c1-7-10(15-2)8(6-13)9(4-3-5-12)16-11(7)14/h3-4,12-13H,5-6H2,1-2H3/b4-3+	IULDMOXKVBKTBV-ONEGZZNKSA-N	226.0841236			MMDBc0004730
BASm0014804	10-dehydroxy dihydrobotrydialone	10-dehydroxy dihydrobotrydialone is a terpenoid compound. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and biological significance.		Expected Solid	[H][C@]12[C@]([H])(C[C@@]([H])(C)[C@]3([H])COC(=O)[C@@](C)(CC1(C)C)[C@]23O)OC(C)=O	C17H26O5	InChI=1S/C17H26O5/c1-9-6-12(22-10(2)18)13-15(3,4)8-16(5)14(19)21-7-11(9)17(13,16)20/h9,11-13,20H,6-8H2,1-5H3/t9-,11+,12+,13+,16-,17-/m1/s1	MBHVNAKPTPFWNG-MYFMSEKESA-N	310.1780239			MMDBc0004738
BASm0014805	Eupenicisirenin A	Eupenicisirenin A is a secondary metabolite belonging to the class of terpenoids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential biological activities.		Expected Solid	[H][C@@]12C=C(C[C@]([H])(O)[C@]1([H])[C@@]2(C)CCC=C(C)C)C(O)=O	C15H22O3	InChI=1S/C15H22O3/c1-9(2)5-4-6-15(3)11-7-10(14(17)18)8-12(16)13(11)15/h5,7,11-13,16H,4,6,8H2,1-3H3,(H,17,18)/t11-,12+,13-,15+/m1/s1	FDIVBBVUHYDHDS-COMQUAJESA-N	250.1568946			MMDBc0004739
BASm0014806	Isonigerone	Isonigerone is a mycotoxin from Aspergillus niger isolated from infected peanuts.		Solid	COC1=CC2=C(C(O)=C3C(=O)C=C(C)OC3=C2C2=C(O)C3=C(OC(C)=CC3=O)C3=C2C=C(OC)C=C3OC)C(OC)=C1	C32H26O10	InChI=1S/C32H26O10/c1-13-7-20(34)28-30(36)25(18-10-16(38-4)12-22(40-6)24(18)31(28)41-13)26-17-9-15(37-3)11-21(39-5)23(17)29(35)27-19(33)8-14(2)42-32(26)27/h7-12,35-36H,1-6H3	CQWZRVPFGYDTKI-UHFFFAOYSA-N	570.1525971			MMDBc0004748
BASm0014807	Ficiolide D	Ficiolide D is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(C)CC[C@@]([H])(O)C=CC(=O)O[C@]([H])(C)CCC(=O)[C@@]([H])(O)CC(=O)O1	C16H24O7	InChI=1S/C16H24O7/c1-10-3-5-12(17)6-8-15(20)22-11(2)4-7-13(18)14(19)9-16(21)23-10/h6,8,10-12,14,17,19H,3-5,7,9H2,1-2H3/t10-,11-,12-,14+/m1/s1	QERMLGGCVHACEI-BYNQJWBRSA-N	328.1522031			MMDBc0004756
BASm0014808	Sorokinianin	Sorokinianin is a secondary metabolite belonging to the class of fungal toxins. It is produced by the plant pathogenic fungus *Drechslera sorokiniana*, which can infect various plant parts including leaves, stems, roots, rachis, and seeds. This metabolite is notable for its role in the pathogenicity of the fungus, as it contributes to the plant's disease symptoms and stress responses. The ability of *Drechslera sorokiniana* to produce sorokinianin, along with other toxins such as helminthosporol, underscores the complex interactions between pathogens and their host plants. Understanding the chemical nature and biological effects of sorokinianin is crucial for developing strategies to mitigate the impact of this pathogen on agricultural crops. The study of such metabolites not only enhances our knowledge of plant-fungal interactions but also informs potential biotechnological applications in crop protection and disease management (PMID:36895883).		Expected Solid	[H][C@@]1(O)C[C@]([H])(OC1=O)C1([H])C(=C)[C@]2(C)CC[C@]([H])(C(C)C)[C@@]1([H])[C@]2([H])CO	C18H28O4	InChI=1S/C18H28O4/c1-9(2)11-5-6-18(4)10(3)15(16(11)12(18)8-19)14-7-13(20)17(21)22-14/h9,11-16,19-20H,3,5-8H2,1-2,4H3/t11-,12+,13-,14+,15?,16+,18+/m1/s1	PTGFDIFCKGMAJK-HBBNERDWSA-N	308.1987594			MMDBc0004761
BASm0014809	YM-266183	YM-266183 is a thiopeptide antibiotic, a chemical class known for its potent antimicrobial properties. Derived from Bacillus cereus isolated from the marine sponge Halichondria japonica, YM-266183 exhibits significant antibacterial activity against drug-resistant strains of bacteria, including nosocomial Gram-positive bacteria. Its structure features cyclic thiazole and pyridine moieties, along with several unusual amino acids, which contribute to its unique pharmacological profile. In vitro studies have demonstrated its efficacy against various pathogens, including its comparison to other thiazole antibiotics such as berninamycin and micrococcin P1 and P2, highlighting its potential as a therapeutic agent in combating resistant infections (PMID:21119308). The discovery of YM-266183, along with its counterpart YM-266184, underscores the importance of marine-derived compounds in the search for novel antimicrobial agents (PMID:12715872). These findings suggest that thiopeptides like YM-266183 could play a critical role in addressing the growing challenge of antibiotic resistance in clinical settings.		Expected Solid	[H]\C(C)=C(/N=C(O)C1=CSC(=N1)C1=CSC(=N1)C1=NC2=C(C=C1)C1=NC(=CS1)C(O)=NC(C(C)O)C(O)=N\C(=C(\[H])C)C1=NC(=CS1)C(O)=NC(C1=NC(=CS1)C(O)=NC(C(C)O)C1=NC2=CS1)C(C)(C)O)C(O)=NCC(C)=O	C48H47N13O10S6	InChI=1S/C48H47N13O10S6/c1-8-23(36(65)49-12-19(3)62)51-37(66)27-15-74-45(56-27)31-18-75-44(58-31)25-11-10-22-34(50-25)26-13-76-46(53-26)33(21(5)64)60-39(68)29-17-77-47(57-29)35(48(6,7)71)61-40(69)30-16-73-43(55-30)24(9-2)52-41(70)32(20(4)63)59-38(67)28-14-72-42(22)54-28/h8-11,13-18,20-21,32-33,35,63-64,71H,12H2,1-7H3,(H,49,65)(H,51,66)(H,52,70)(H,59,67)(H,60,68)(H,61,69)/b23-8+,24-9-	QFPBQHRZGAWLEX-AUVWRIHKSA-N	1157.189312			MMDBc0004769
BASm0014810	Cyclo-(L-Pro-L-Met)	Cyclo-(L-Pro-L-Met) is a cyclodepsipeptide, a class of cyclic peptides characterized by the presence of amino acids linked in a ring structure. This metabolite has garnered attention in biomedical research due to its notable biological activities. Specifically, cyclo-(L-Pro-L-Met) has been shown to exhibit significant antimycobacterial properties, outperforming other tested compounds such as cyclo-(D-Pro-L-Leu) and cyclo-(D-Pro-L-Phe), with a minimum inhibitory concentration (MIC) of 4 μg/ml against Mycobacterium species (PMID:24047443). The discovery of its antimycobacterial activity marks an important contribution to the understanding of potential therapeutic agents against mycobacterial infections, which are often challenging to treat. This compound's unique structure and activity profile may offer insights into the development of new antimicrobial strategies, highlighting the relevance of cyclodepsipeptides in medicinal chemistry and infectious disease research (PMID:24047443).		Expected Solid	CSCCC1N=C(O)C2CCCN2C1=O	C10H16N2O2S	InChI=1S/C10H16N2O2S/c1-15-6-4-7-10(14)12-5-2-3-8(12)9(13)11-7/h7-8H,2-6H2,1H3,(H,11,13)	VFVAGPWBFWJBMN-UHFFFAOYSA-N	228.0932489			MMDBc0004770
BASm0014811	4-(hydroxymethyl)-5-hydroxy-2H-pyran-2-one	4-(hydroxymethyl)-5-hydroxy-2H-pyran-2-one is a pyranone, a class of compounds characterized by a six-membered ring containing both oxygen and carbon atoms. This compound has garnered attention in biomedical literature as a metabolite with potential biological significance. It has been isolated from various fungal sources, including Aspergillus oryzae, where it was found alongside other metabolites such as echinolactone D and 4-hydroxybenzaldehyde, indicating its role in the complex biochemical pathways of these organisms (PMID:34200759). Additionally, it has been identified in a marine-derived fungus, Aspergillus flavus, highlighting its occurrence in diverse ecological niches (PMID:18503205). The structural features of 4-(hydroxymethyl)-5-hydroxy-2H-pyran-2-one, particularly the hydroxymethyl and hydroxy groups, suggest potential reactivity and bioactivity, making it a compound of interest for further research into its pharmacological properties and ecological roles.		Expected Solid	OCC1=CC(=O)OC=C1O	C6H6O4	InChI=1S/C6H6O4/c7-2-4-1-6(9)10-3-5(4)8/h1,3,7-8H,2H2	YHVOEGJCPPEQKG-UHFFFAOYSA-N	142.0266087			MMDBc0004776
BASm0014812	Deoxynojirimycin	Deoxynojirimycin is a natural alkaloid belonging to the class of iminosugars. It is recognized for its potent inhibitory action against α-glucosidase, an enzyme involved in carbohydrate metabolism, making it valuable in managing postprandial glucose levels (PMID:40807388). Isolated from the white mulberry (Morus alba), deoxynojirimycin has been shown to improve glucose uptake and reduce oxidative stress, highlighting its potential role in diabetes management (PMID:41007291). Recent studies have focused on synthesizing various analogs of deoxynojirimycin, enhancing its structural diversity and potential therapeutic applications (PMID:40951993). Additionally, molecular docking studies have explored the interactions of deoxynojirimycin with other compounds, suggesting its relevance in antiviral drug development (PMID:40900986). The compound's derivatives have been evaluated for their α-glucosidase inhibitory properties, demonstrating promising results in both in silico and in vitro studies (PMID:40707734). Furthermore, the combination of deoxynojirimycin with other polyphenolic compounds in herbal teas has been investigated for its synergistic effects on glucose regulation (PMID:40732933). Overall, deoxynojirimycin represents a significant compound in the field of biochemistry and pharmacology, particularly for its implications in metabolic health.		Expected Solid	[H][C@]1(O)CN[C@]([H])(CO)[C@@]([H])(O)[C@]1([H])O	C6H13NO4	InChI=1S/C6H13NO4/c8-2-3-5(10)6(11)4(9)1-7-3/h3-11H,1-2H2/t3-,4+,5-,6-/m1/s1	LXBIFEVIBLOUGU-JGWLITMVSA-N	163.0844579			MMDBc0004795
BASm0014813	Ergophilone A	Ergophilone A is a polyketide compound. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\[H])C1=CC2=C(CO1)C(=O)[C@](C)(OC(=O)C1=C(O)C=C(O)C=C1C)C(=O)[C@@]21CC2([H])C[C@]([H])([C@]([H])(C)C(\[H])=C(/[H])[C@]([H])(C)C(C)C)[C@@]3(C)CC[C@@]4([H])C(=C23)[C@@]1([H])C=C1C[C@@]([H])(O)CC[C@]41C)C(O)=O	C50H60O10	InChI=1S/C50H60O10/c1-25(2)26(3)9-10-27(4)36-18-29-23-50(38-20-30-19-31(51)13-15-47(30,6)35-14-16-48(36,7)43(29)42(35)38)37-22-33(11-12-40(54)55)59-24-34(37)44(56)49(8,46(50)58)60-45(57)41-28(5)17-32(52)21-39(41)53/h9-12,17,20-22,25-27,29,31,35-36,38,51-53H,13-16,18-19,23-24H2,1-8H3,(H,54,55)/b10-9+,12-11+/t26-,27+,29?,31-,35-,36+,38+,47-,48+,49-,50-/m0/s1	SJCLLYRWNLKFEU-ABUJYTIISA-N	820.4186481			MMDBc0004800
BASm0014814	N1-Aminopropylagmatine	N1-Aminopropylagmatine is a polyamine metabolite described in biomedical literature. It serves as a key intermediate in the biosynthesis of unique polyamines, particularly in extreme thermophiles such as Thermus thermophilus. This compound is primarily produced from agmatine through the action of the enzyme coded by the speE gene (PMID:15983049). In certain bacterial strains, such as those with disrupted TK0882 genes, N1-aminopropylagmatine accumulates alongside agmatine in the cytoplasm, indicating its metabolic significance (PMID:20675472). The enzyme TK0882 has been shown to have a 43-fold-higher kcat/Km value for N1-aminopropylagmatine compared to agmatine, suggesting its primary role as a ureohydrolase in the production of spermidine (PMID:20675472). Additionally, the enzyme TK0147 functions as an aminopropyl transferase, favoring the conversion of agmatine to N1-aminopropylagmatine (PMID:20675472). In the context of polyamine biosynthesis, N1-aminopropylagmatine is crucial for the production of spermidine, highlighting its importance in the metabolic pathways of thermophilic organisms (PMID:15983049).		Expected Solid	NCCCNCCCCNC(N)=N	C8H21N5	InChI=1S/C8H21N5/c9-4-3-6-12-5-1-2-7-13-8(10)11/h12H,1-7,9H2,(H4,10,11,13)	XYCUJKFFVBCJEF-UHFFFAOYSA-N	187.1796957			MMDBc0004803
BASm0014815	Heptelidic acid chlorohydrin			Expected Solid	[H][C@@]1(CC[C@@](O)(CCl)[C@@]2([H])C(=O)OCC(=C[C@]12[H])C(O)=O)C(C)C	C15H21ClO5	InChI=1S/C15H21ClO5/c1-8(2)10-3-4-15(20,7-16)12-11(10)5-9(13(17)18)6-21-14(12)19/h5,8,10-12,20H,3-4,6-7H2,1-2H3,(H,17,18)/t10-,11-,12-,15-/m1/s1	BJGUEPXNQKBVBW-RTWAVKEYSA-N	316.1077515			MMDBc0004808
BASm0014816	Sterebin Q4	Sterebin Q4 is a flavonoid metabolite. There is little literature available on this compound, indicating a gap in research regarding its biological properties and potential applications.		Expected Solid	[H]\C(=C(\[H])[C@](C)(O)[C@@]([H])(O)CO)[C@@]1([H])[C@](C)(O)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])C(C)(C)CCC[C@]12C	C20H36O6	InChI=1S/C20H36O6/c1-17(2)8-6-9-18(3)12(7-10-19(4,25)13(22)11-21)20(5,26)16(24)14(23)15(17)18/h7,10,12-16,21-26H,6,8-9,11H2,1-5H3/b10-7+/t12-,13+,14-,15+,16+,18-,19+,20+/m1/s1	FWILCTKPZALIAU-KQVCTSBGSA-N	372.2511889			MMDBc0004821
BASm0014817	(+)-(2S,3S,4aS)-altenuene-3-acetoxy ester	(+)-(2S,3S,4aS)-altenuene-3-acetoxy ester is a natural product belonging to the class of acetoxy esters. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@]1(O)C=C2C3=C(C(O)=CC(OC)=C3)C(=O)O[C@@]2(C)C[C@]1([H])OC(C)=O	C17H18O7	InChI=1S/C17H18O7/c1-8(18)23-14-7-17(2)11(6-12(14)19)10-4-9(22-3)5-13(20)15(10)16(21)24-17/h4-6,12,14,19-20H,7H2,1-3H3/t12-,14-,17-/m0/s1	NRCQFDXVYVENDF-JDFRZJQESA-N	334.1052529			MMDBc0004823
BASm0014818	5-N-acetyl-16α-hydroxyardeemin	5-N-acetyl-16α-hydroxyardeemin is a member of the alkaloid chemical class. There is limited literature available on this metabolite, and research regarding its biological activity and potential applications remains sparse.		Expected Solid	[H][C@]1(O)[C@]2([H])N(C(=O)[C@@]([H])(C)N3C(=O)C4=CC=CC=C4N=C23)[C@]2([H])N(C(C)=O)C3=CC=CC=C3[C@]12C(C)(C)C=C	C28H28N4O4	InChI=1S/C28H28N4O4/c1-6-27(4,5)28-18-12-8-10-14-20(18)31(16(3)33)26(28)32-21(22(28)34)23-29-19-13-9-7-11-17(19)25(36)30(23)15(2)24(32)35/h6-15,21-22,26,34H,1H2,2-5H3/t15-,21+,22+,26+,28+/m1/s1	NZEBQKVTPTVMHB-XEFJRJENSA-N	484.2110554			MMDBc0004833
BASm0014819	Bacillcoumacin B	Bacillcoumacin B is a lipopeptide antibiotic. There is limited literature available on this metabolite, indicating a need for further research to better understand its properties and potential applications.		Expected Solid	[H][C@](O)(CN=C(C)O)[C@]([H])(O)C(O)=N[C@@]([H])(CC(C)C)[C@]1([H])CC2=C(C(O)=CC=C2)C(=O)O1	C20H28N2O7	InChI=1S/C20H28N2O7/c1-10(2)7-13(22-19(27)18(26)15(25)9-21-11(3)23)16-8-12-5-4-6-14(24)17(12)20(28)29-16/h4-6,10,13,15-16,18,24-26H,7-9H2,1-3H3,(H,21,23)(H,22,27)/t13-,15-,16-,18-/m0/s1	JKCOKUNVPWIXQY-MBGYTDRXSA-N	408.1896513			MMDBc0004835
BASm0014820	Pestalotiopin B	Pestalotiopin B is a polyketide, a class of chemical compounds characterized by their biosynthesis through the polymerization of acyl-CoA precursors. This metabolite has been isolated from the ethyl acetate extracts of rice solid cultures of the mangrove endophytic fungus Pestalotiopsis sp., highlighting its potential as a secondary metabolite produced by fungi in a unique ecological niche (PMID:33511870). Polyketides like Pestalotiopin B are known for their diverse biological activities, which may include antimicrobial, antifungal, and cytotoxic properties, making them of interest in pharmaceutical research. The discovery of Pestalotiopin B contributes to the growing understanding of the chemical diversity generated by endophytic fungi, particularly those associated with mangrove ecosystems, which are often underexplored for their biotechnological and medicinal potential. Further studies on Pestalotiopin B could elucidate its specific biological activities and mechanisms of action, paving the way for its application in drug development and other biotechnological fields.		Expected Solid	[H]\C(=C(\C)[C@]([H])(O)[C@]([H])(C)C(=O)OC1=C2C=C3N(CCO)C(=O)C(C)=C3C[C@@]2(C)[C@]([H])(C)CC1)C([H])(CO)CCCCCC	C32H49NO6	InChI=1S/C32H49NO6/c1-7-8-9-10-11-24(19-35)16-20(2)29(36)23(5)31(38)39-28-13-12-21(3)32(6)18-25-22(4)30(37)33(14-15-34)27(25)17-26(28)32/h16-17,21,23-24,29,34-36H,7-15,18-19H2,1-6H3/b20-16+/t21-,23+,24?,29+,32+/m1/s1	CCZAVWILUKHBRC-GRJCJMFWSA-N	543.3559883			MMDBc0004837
BASm0014821	Epicoccolide B			Expected Solid	CC1=C(O)C(O)=C2OC(=CC2=C1C=O)C1=C(C)C(O)=C(O)C(O)=C1C=O	C18H14O8	InChI=1S/C18H14O8/c1-6-9(4-19)8-3-11(26-18(8)17(25)13(6)21)12-7(2)14(22)16(24)15(23)10(12)5-20/h3-5,21-25H,1-2H3	HTCVSLIHSFBUEL-UHFFFAOYSA-N	358.0688674			MMDBc0004860
BASm0014822	Smenospongimine	Smenospongimine is a marine-derived alkaloid belonging to the chemical class of spongiamines. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(C)CC[C@]2(C)C(=C)CCC[C@@]2([H])[C@]1(C)CC1=C(O)C(NC)=CC(=O)C1=O	C22H31NO3	InChI=1S/C22H31NO3/c1-13-7-6-8-18-21(13,3)10-9-14(2)22(18,4)12-15-19(25)16(23-5)11-17(24)20(15)26/h11,14,18,23,25H,1,6-10,12H2,2-5H3/t14-,18+,21+,22+/m0/s1	XOGVJROLMJBXQL-YVUMSICPSA-N	357.2303939			MMDBc0004863
BASm0014823	Pichiafuran C	Pichiafuran C is a furan derivative belonging to the class of natural products. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	OCC1=CC=C(COCCC2=CC=CC=C2)O1	C14H16O3	InChI=1S/C14H16O3/c15-10-13-6-7-14(17-13)11-16-9-8-12-4-2-1-3-5-12/h1-7,15H,8-11H2	DTVAGJPQTJLJBN-UHFFFAOYSA-N	232.1099444			MMDBc0004884
BASm0014824	(-)-2-epi-Homononactic acid	(-)-2-epi-Homononactic acid is a carboxylic acid. There is limited literature available on this metabolite, and as such, its biological significance and potential applications remain largely unexplored.		Expected Solid	[H][C@](O)(CC)CC1([H])CCC([H])(O1)[C@]([H])(C)C(O)=O	C11H20O4	InChI=1S/C11H20O4/c1-3-8(12)6-9-4-5-10(15-9)7(2)11(13)14/h7-10,12H,3-6H2,1-2H3,(H,13,14)/t7-,8-,9?,10?/m0/s1	HTCUURQJNZBKIA-DKEVHCRPSA-N	216.1361591			MMDBc0004892
BASm0014825	Miriquidic acid			Expected Solid	CCCCCC1=CC(OC(=O)C2=C(O)C=C(OC)C=C2CCC(=O)CC)=CC(O)=C1C(O)=O	C25H30O8	InChI=1S/C25H30O8/c1-4-6-7-8-15-12-19(14-20(27)22(15)24(29)30)33-25(31)23-16(9-10-17(26)5-2)11-18(32-3)13-21(23)28/h11-14,27-28H,4-10H2,1-3H3,(H,29,30)	UCYIOAVHQGSYLP-UHFFFAOYSA-N	458.1940679			MMDBc0004904
BASm0014826	Syringolin D	Syringolin D is a cyclic peptide belonging to the class of syringolins. There is limited literature available on this metabolite, and further research is needed to fully understand its biological significance and potential applications.		Expected Solid	[H]\C1=C([H])\C(N=C(O)C(N=C(O)NC(C(C)CC)C(O)=O)C(C)C)C(O)=NC(C(C)C)\C([H])=C([H])/C(O)=NCC1	C25H41N5O6	InChI=1S/C25H41N5O6/c1-7-16(6)21(24(34)35)30-25(36)29-20(15(4)5)23(33)28-18-10-8-9-13-26-19(31)12-11-17(14(2)3)27-22(18)32/h8,10-12,14-18,20-21H,7,9,13H2,1-6H3,(H,26,31)(H,27,32)(H,28,33)(H,34,35)(H2,29,30,36)/b10-8-,12-11-	XQCDUALOSDLZKD-SIBMFBDYSA-N	507.3056841			MMDBc0004922
BASm0014827	(1S,2S)-3-oxo-2-(2Z-pentenyl)cyclopentane-1-hexanoic acid methyl ester	(1S,2S)-3-oxo-2-(2Z-pentenyl)cyclopentane-1-hexanoic acid methyl ester is a cyclopentane derivative and belongs to the class of fatty acid esters. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(CC)=C(/[H])C[C@]1([H])C(=O)CC[C@]1([H])CCCCCC(=O)OC	C17H28O3	InChI=1S/C17H28O3/c1-3-4-6-10-15-14(12-13-16(15)18)9-7-5-8-11-17(19)20-2/h4,6,14-15H,3,5,7-13H2,1-2H3/b6-4-/t14-,15-/m0/s1	JVVKRRUQASADLV-SNPDBEFISA-N	280.2038448			MMDBc0004926
BASm0014828	Pestaloficiol R	Pestaloficiol R is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, making it challenging to draw comprehensive conclusions about its biological significance and potential applications.		Expected Solid	CC1(C)CC(=O)C2=C(O1)C(CC(O)=O)=CC(O)=C2	C13H14O5	InChI=1S/C13H14O5/c1-13(2)6-10(15)9-5-8(14)3-7(4-11(16)17)12(9)18-13/h3,5,14H,4,6H2,1-2H3,(H,16,17)	PCVLATRMMDDOHS-UHFFFAOYSA-N	250.0841236			MMDBc0004951
BASm0014829	5-methyl-2-(3-oxo-1,2,2-trimethylcyclopentyl)benzoquinone	5-methyl-2-(3-oxo-1,2,2-trimethylcyclopentyl)benzoquinone is a benzoquinone, a class of organic compounds characterized by a six-membered aromatic ring with two ketone groups. This metabolite has been identified through advanced spectroscopic methods, including high-resolution mass spectrometry (HR-MS) and nuclear magnetic resonance (NMR) spectroscopy, which confirmed its structure alongside other related compounds. The presence of the 3-oxo-1,2,2-trimethylcyclopentyl moiety suggests potential biological significance, as benzoquinones are known for their roles in various biochemical pathways, including redox reactions and as intermediates in the synthesis of more complex molecules. The specific metabolic pathways involving this compound may contribute to understanding its biological functions and potential applications in pharmacology or toxicology. The structural elucidation of 5-methyl-2-(3-oxo-1,2,2-trimethylcyclopentyl)benzoquinone highlights its relevance in the study of natural products and their derivatives, as evidenced by the findings reported in the literature (PMID:11014265).		Expected Solid	CC1=CC(=O)C(=CC1=O)[C@@]1(C)CCC(=O)C1(C)C	C15H18O3	InChI=1S/C15H18O3/c1-9-7-12(17)10(8-11(9)16)15(4)6-5-13(18)14(15,2)3/h7-8H,5-6H2,1-4H3/t15-/m1/s1	FZLVOEBHJNRBTE-OAHLLOKOSA-N	246.1255944			MMDBc0004983
BASm0014830	Neofipiperzine A	Neofipiperzine A is a piperazine derivative. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@@]1(O)N(C2=O)[C@]2([H])C3=C(C4=C(C=C(OC)C=C4)N3[C@]([H])(OOC(C)(C)[C@]2([H])O)C=C(C)C)[C@]1([H])O	C27H33N3O8	InChI=1S/C27H33N3O8/c1-13(2)11-18-29-17-12-14(36-5)8-9-15(17)19-20(29)21(23(32)26(3,4)38-37-18)30-24(33)16-7-6-10-28(16)25(34)27(30,35)22(19)31/h8-9,11-12,16,18,21-23,31-32,35H,6-7,10H2,1-5H3/t16-,18+,21+,22-,23+,27+/m0/s1	DIIPCTMZAPQKGG-XPJDWHCTSA-N	527.226765			MMDBc0004987
BASm0014831	Azoxybacilin	Azoxybacilin is a secondary metabolite belonging to the class of antifungal agents produced by Bacillus cereus. It exhibits a broad spectrum of antifungal activity, particularly in methionine-free environments, and is known to inhibit the expression of sulfite reductase, a key enzyme in the sulfate assimilation pathway. Studies indicate that azoxybacilin decreases hydrogen sulfide production and disrupts metabolic oscillation (PMID:11169755). Its mode of action involves reducing the mRNA levels of sulfate assimilation genes, including MET10 and MET4, which are crucial for sulfite reductase activity (PMID:8787893). The compound acts on multiple regulatory steps, affecting both transcriptional activation and posttranscriptional regulation of MET10 expression (PMID:8787893). Furthermore, azoxybacilin has been shown to inhibit sulfate incorporation into proteins, confirming its role in disrupting the sulfate assimilation pathway (PMID:8845820). The uptake of azoxybacilin into fungal cells occurs through an active transport system specific for methionine, highlighting its targeted mechanism of action (PMID:8845820). Overall, azoxybacilin represents a significant compound in antifungal research, with implications for understanding metabolic regulation in fungi.		Expected Solid	[H][C@](N)(CCN(=O)=NC)C(O)=O	C5H11N3O3	InChI=1S/C5H11N3O3/c1-7-8(11)3-2-4(6)5(9)10/h4H,2-3,6H2,1H3,(H,9,10)/b8-7-/t4-/m0/s1	KFZWEFIJHQUPCM-JMRMDATBSA-N	161.0800412			MMDBc0004991
BASm0014832	(-)-(R)-cyclo-hydroxysydonic acid	(-)-(R)-cyclo-hydroxysydonic acid is a cyclopentanoid compound belonging to the class of hydroxylated fatty acids. There is limited literature available on this metabolite, indicating a need for further research to better understand its biological significance and potential applications.		Expected Solid	CC(C)(O)CCC[C@@]1(C)OOC2=C1C=CC(=C2)C(O)=O	C15H20O5	InChI=1S/C15H20O5/c1-14(2,18)7-4-8-15(3)11-6-5-10(13(16)17)9-12(11)19-20-15/h5-6,9,18H,4,7-8H2,1-3H3,(H,16,17)/t15-/m1/s1	VPUMRTLIHAHBNQ-OAHLLOKOSA-N	280.1310737			MMDBc0004996
BASm0014833	Botcinin C	Botcinin C is a secondary metabolite belonging to the class of alkaloids. Currently, there is limited literature available on this compound, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(O)CCCCCC)C(=O)O[C@@]1([H])[C@]([H])(C)O[C@]2(C)[C@@]([H])(OC(C)=O)[C@]([H])(C)C(=O)O[C@@]2([H])[C@]1([H])C	C24H38O8	InChI=1S/C24H38O8/c1-7-8-9-10-11-18(26)12-13-19(27)30-20-14(2)21-24(6,32-16(20)4)22(29-17(5)25)15(3)23(28)31-21/h12-16,18,20-22,26H,7-11H2,1-6H3/b13-12+/t14-,15+,16+,18+,20-,21+,22+,24+/m1/s1	ZLZXAWHFKFHHNF-MLIBADTPSA-N	454.2566682			MMDBc0005006
BASm0014834	Citreoviridin 1c	Citreoviridin 1c is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H]/C(=C(/[H])\C(\[H])=C(/[H])C1=C(C)C(OC)=C(C)C(=O)O1)/C(/[H])=C(\[H])/C(/C)=C(\[H])[C@@]1(C)O[C@@]([H])(C)[C@@](C)(O)[C@]1([H])O	C24H32O6	InChI=1S/C24H32O6/c1-15(14-23(5)22(26)24(6,27)18(4)30-23)12-10-8-9-11-13-19-16(2)20(28-7)17(3)21(25)29-19/h8-14,18,22,26-27H,1-7H3/b9-8+,12-10+,13-11+,15-14+/t18-,22+,23+,24+/m0/s1	WQOZGNFAVRFSGE-REGMICTRSA-N	416.2198888			MMDBc0005009
BASm0014835	10-Pentadecenoic acid	10-Pentadecenoic acid is a fatty acid belonging to the class of unsaturated fatty acids. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	CCCC\C=C/CCCCCCCCC(O)=O	C15H28O2	InChI=1S/C15H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15(16)17/h5-6H,2-4,7-14H2,1H3,(H,16,17)/b6-5-	APXSAEQXOXTDAM-WAYWQWQTSA-N	240.2089301			MMDBc0005010
BASm0014836	Hoiamide A			Expected Solid	[H][C@](C)(O)[C@]1([H])N=C(O)[C@@]([H])(OC(=O)[C@]([H])(C)[C@]([H])(O)[C@@]([H])(N=C(O)[C@@]2(C)CSC(=N2)[C@@]2(C)CSC(=N2)C2=CSC(C[C@]([H])(OC)[C@]([H])(C)[C@]([H])(OC1=O)[C@@]([H])(C)[C@@]([H])(O)[C@]([H])(C)CCC)=N2)[C@@]([H])(C)CC)C(C)C	C44H71N5O10S3	InChI=1S/C44H71N5O10S3/c1-14-16-23(6)33(51)25(8)36-24(7)29(57-13)17-30-45-28(18-60-30)38-48-44(12,20-61-38)42-49-43(11,19-62-42)41(56)47-31(22(5)15-2)34(52)26(9)39(54)58-35(21(3)4)37(53)46-32(27(10)50)40(55)59-36/h18,21-27,29,31-36,50-52H,14-17,19-20H2,1-13H3,(H,46,53)(H,47,56)/t22-,23+,24-,25-,26+,27+,29-,31-,32-,33-,34-,35-,36-,43+,44+/m0/s1	AJORQYDPWJZVAU-KCIYAEAGSA-N	925.436307			MMDBc0005018
BASm0014837	Enniatin B1			Expected Solid	[H]C(C)(CC)[C@]1([H])N(C)C(=O)[C@]([H])(OC(=O)[C@]([H])(C(C)C)N(C)C(=O)[C@]([H])(OC(=O)[C@]([H])(C(C)C)N(C)C(=O)[C@]([H])(OC1=O)C(C)C)C(C)C)C(C)C	C34H59N3O9	InChI=1S/C34H59N3O9/c1-16-22(12)25-34(43)46-27(20(8)9)30(39)36(14)23(17(2)3)32(41)44-26(19(6)7)29(38)35(13)24(18(4)5)33(42)45-28(21(10)11)31(40)37(25)15/h17-28H,16H2,1-15H3/t22?,23-,24-,25-,26+,27+,28+/m0/s1	UQCSETXJXJTMKO-HLRZJIOYSA-N	653.4251305			MMDBc0005030
BASm0014838	Manpβ1‐2inositol1‐phospho‐ceramide	Manpβ1â€‐2inositol1‐phospho‐ceramide is a type of glycosphingolipid. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its biological significance and functions.		Expected Solid		C18H34NO16P		OUCGOGPSPXCCDF-UHFFFAOYNA-N	551.161521			MMDBc0005031
BASm0014839	Oxisterigmatocystin A	Oxisterigmatocystin A is a polyketide, a chemical class characterized by its complex structure derived from the condensation of acetyl and malonyl units. This metabolite was identified in the context of fungal secondary metabolites, specifically isolated from the deep-sea-derived fungus Aspergillus versicolor, alongside other sterigmatocystin derivatives (PMID:21119680). Its chemical structure and potential biological activities have garnered interest due to the presence of similar compounds known for their bioactive properties. Oxisterigmatocystin A is part of a broader family of metabolites that may exhibit various pharmacological effects, although specific biological functions remain to be fully elucidated. The compound is often studied in conjunction with other related metabolites, such as sterigmatocystin and its derivatives, which have been linked to significant biological activities, including cytotoxicity and antimicrobial effects (PMID:25038471). Understanding the chemistry and potential applications of oxisterigmatocystin A could provide insights into the development of new therapeutic agents derived from natural sources.		Expected Solid	[H][C@@]1(C[C@@]2([H])C3=C(O[C@@]2([H])O1)C=C(OC)C1=C3OC2=C(OC)C=CC(O)=C2C1=O)OC	C20H18O8	InChI=1S/C20H18O8/c1-23-10-5-4-9(21)15-17(22)16-11(24-2)7-12-14(19(16)28-18(10)15)8-6-13(25-3)27-20(8)26-12/h4-5,7-8,13,20-21H,6H2,1-3H3/t8-,13+,20-/m0/s1	JOXQRCQSTGKMFA-IBXPANGUSA-N	386.1001675			MMDBc0005032
BASm0014840	Fujikurin D	Fujikurin D is a secondary metabolite belonging to the class of diketones, specifically characterized by its tautomeric 1,3-diketo elements. The chemical structure of Fujikurin D has been elucidated using comprehensive NMR data, which highlights its unique tautomeric properties (PMID:26192387). In the context of its chemical behavior, it is noteworthy that the hydrogen-bonded proton in Fujikurin exhibits significant delocalization around the global minimum structure, rather than transferring between distinct equilibrium structures, which suggests a complex interaction within its molecular framework (PMID:35559150). This delocalization may play a role in the compound's biological activities, although further research is needed to fully understand its implications in biological systems. Overall, Fujikurin D represents an intriguing subject for further investigation in both chemistry and biology due to its unique structural properties and potential biological significance.		Expected Solid	CCC(C)C(\O)=C1/C(=O)OC(C)C(C)C1=O	C12H18O4	InChI=1S/C12H18O4/c1-5-6(2)10(13)9-11(14)7(3)8(4)16-12(9)15/h6-8,13H,5H2,1-4H3/b10-9+	HRHXOJYXAMLRQF-MDZDMXLPSA-N	226.1205091			MMDBc0005039
BASm0014841	5-acetoxymethylfuran-3-carboxylic acid	5-acetoxymethylfuran-3-carboxylic acid is a furan derivative, a class of organic compounds characterized by a five-membered aromatic ring containing oxygen. This compound is notable for its isolation from the fermentation process of Aspergillus flavus, an endophytic fungus found in Cephalotaxus fortunei, indicating its potential role in the biochemical interactions within this ecological niche (PMID:25942282). The presence of furan derivatives like 5-acetoxymethylfuran-3-carboxylic acid in fungal metabolites suggests possible biological activities, which may include antimicrobial or phytotoxic properties, although specific biological functions require further investigation. Understanding the chemistry and biological implications of such metabolites can enhance our knowledge of fungal ecology and their potential applications in biotechnology or medicine.		Expected Solid	CC(=O)OCC1=CC(=CO1)C(O)=O	C8H8O5	InChI=1S/C8H8O5/c1-5(9)12-4-7-2-6(3-13-7)8(10)11/h2-3H,4H2,1H3,(H,10,11)	YVKUULHZJZWUTP-UHFFFAOYSA-N	184.0371734			MMDBc0005046
BASm0014842	Phycomysterol A	Phycomysterol A is a sterol metabolite identified in biomedical literature. It belongs to the chemical class of sterols, which are organic compounds characterized by a four-ring core structure. The structural elucidation of phycomysterol A, along with its analogs phycomysterol B and neoergosterol, was confirmed through chemical synthesis, demonstrating the compound's relevance in the field of organic chemistry (PMID:9868149). In addition to its chemical significance, phycomysterol A has been shown to exhibit biological activity, specifically anti-HIV properties, highlighting its potential as a therapeutic agent (PMID:9868149). The exploration of phycomysterol A and its derivatives may provide insights into novel approaches for combating viral infections, thereby underscoring the intersection of chemistry and biology in the development of new pharmacological agents.		Expected Solid	[H][C@@](C)(CCC(=C)C(C)C)[C@@]1([H])CC[C@@]2([H])C3=C(CC[C@]12C)C1=C(C[C@@]([H])(O)CC1)C=C3	C27H40O	InChI=1S/C27H40O/c1-17(2)18(3)6-7-19(4)25-12-13-26-24-10-8-20-16-21(28)9-11-22(20)23(24)14-15-27(25,26)5/h8,10,17,19,21,25-26,28H,3,6-7,9,11-16H2,1-2,4-5H3/t19-,21+,25-,26+,27-/m1/s1	KDPTUANESCCNQL-QBRUDOHGSA-N	380.3079159			MMDBc0005055
BASm0014843	Phomalairdenone C	Phomalairdenone C is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential biological activities.		Expected Solid	[H][C@@]1(C)CC[C@@]2([H])C(C)(C)[C@@]([H])(O)[C@]3(C)C(=O)C=C[C@]123	C15H22O2	InChI=1S/C15H22O2/c1-9-5-6-10-13(2,3)12(17)14(4)11(16)7-8-15(9,10)14/h7-10,12,17H,5-6H2,1-4H3/t9-,10+,12-,14+,15+/m1/s1	RPAMEABXKIBXSD-KQFRYOBMSA-N	234.1619799			MMDBc0005059
BASm0014844	Penienone	Penienone is a bicyclic lactam belonging to the class of natural products. It has garnered attention in biomedical literature due to its notable phytotoxic and antifungal properties. Isolated from Penicillium palitans, a fungus found in deep-sea sediments of the Southern Ocean, (-)-penienone exhibits significant biological activity. At a concentration of 1 mg/mL, it completely inhibits seed germination, while its analog (-)-palitantin shows only moderate effects (PMID:39626084). Additionally, (-)-penienone demonstrates a 50% growth inhibition of Lemna paucicostata at 57 μM (IC50) and an impressive antifungal efficacy against Colletotrichum fragariae, with an IC50 value of 0.3 μM (PMID:39626084). The compound has been synthesized through various methods, including a four-step total synthesis that achieved a 24% overall yield, significantly reducing the steps compared to previous syntheses (PMID:35838547). The enantioselective organocatalytic conjugate addition has also been applied in its synthesis (PMID:35838547). Overall, penienone's unique structural features and biological activities make it a compound of interest for further research in both chemistry and biology.		Expected Solid	[H]\C(CCC)=C(\[H])/C(/[H])=C(\[H])[C@]1([H])CC=CC(=O)[C@@]1([H])CO	C14H20O2	InChI=1S/C14H20O2/c1-2-3-4-5-6-8-12-9-7-10-14(16)13(12)11-15/h4-8,10,12-13,15H,2-3,9,11H2,1H3/b5-4+,8-6+/t12-,13+/m1/s1	UBYAOVYCJUQGIG-FILRKKLKSA-N	220.1463299			MMDBc0005067
BASm0014845	Versicoumarin A	Versicoumarin A is a coumarin derivative. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential biological activities.		Expected Solid	[H][C@@]1(C)CC2=C3C(=O)CC(C)(C)OC3=C(OC)C=C2C(=O)O1	C16H18O5	InChI=1S/C16H18O5/c1-8-5-9-10(15(18)20-8)6-12(19-4)14-13(9)11(17)7-16(2,3)21-14/h6,8H,5,7H2,1-4H3/t8-/m1/s1	KWFWITMTZVXDQD-MRVPVSSYSA-N	290.1154237			MMDBc0005089
BASm0014846	Acarenoic acid	Acarenoic acid is a metabolite belonging to the class of organic compounds known as fatty acids. It has garnered attention in biomedical literature for its potential ecological implications, as evidenced by studies highlighting its absence in certain species. Specifically, research indicates that three species characterized by a lack of fatty acids, including acaranoic and acarenoic acids, exhibit similar ecological traits, suggesting a potential link between these metabolites and ecological adaptations (PMID:40842462). While the precise biological functions of acarenoic acid remain to be fully elucidated, its classification as a fatty acid implies potential roles in cellular processes and metabolic pathways. Understanding the presence or absence of such metabolites in various organisms may provide insights into their evolutionary strategies and ecological niches. Further investigation into acarenoic acid could reveal its significance in metabolic networks and contribute to a broader understanding of the biochemical diversity among species.		Expected Solid	[H][C@]1(CCCCCCCCCC)C[C@@]([H])(C(O)=O)C(=C)C(=O)O1	C17H28O4	InChI=1S/C17H28O4/c1-3-4-5-6-7-8-9-10-11-14-12-15(16(18)19)13(2)17(20)21-14/h14-15H,2-12H2,1H3,(H,18,19)/t14-,15+/m0/s1	AMRFXZBKMJOJJA-LSDHHAIUSA-N	296.1987594			MMDBc0005114
BASm0014847	Chloroflavonin	Chloroflavonin is a flavonoid, a class of polyphenolic compounds known for their diverse biological activities. This metabolite has garnered attention in biomedical research due to its remarkable antioxidant properties, as evidenced by studies showing that Chloroflavonin A (1) and 4',5,7-trihydroxyflavone (2) exhibit scavenging rates of 98.63% and 97.89%, respectively, at a concentration of 300 μg/mL, along with strong ferric-reducing antioxidant power (PMID:39693906). Furthermore, Chloroflavonin A (1) has been identified as a potent inhibitor of key inflammatory enzymes, specifically Cyclooxygenase-2 (COX-2) and NADPH-Oxidase-5 (NOX-5), with binding affinities of -9.7 and -8.2 kcal/mol, respectively. These findings suggest that Chloroflavonin A has significant potential as an anti-inflammatory agent, highlighting its relevance in the development of therapeutic strategies targeting oxidative stress and inflammation (PMID:39693906). Overall, Chloroflavonin represents an important compound within the flavonoid class, with promising applications in health and disease management.		Expected Solid	COC1=CC(O)=C2C(=O)C(OC)=C(OC2=C1OC)C1=CC=CC(Cl)=C1O	C18H15ClO7	InChI=1S/C18H15ClO7/c1-23-11-7-10(20)12-14(22)18(25-3)15(26-17(12)16(11)24-2)8-5-4-6-9(19)13(8)21/h4-7,20-21H,1-3H3	JLSQXYITDXJTKL-UHFFFAOYSA-N	378.0506305			MMDBc0005124
BASm0014848	α-ergocryptine	α-ergocryptine is a member of the ergot alkaloid chemical class. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential effects.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(CC(C)C)N1C(=O)[C@@](O[C@@]21O)(N=C(O)[C@@]1([H])CN(C)[C@]2([H])CC3=CNC4=CC=CC(=C34)C2=C1)C(C)C	C32H41N5O5	InChI=1S/C32H41N5O5/c1-17(2)12-25-29(39)36-11-7-10-26(36)32(41)37(25)30(40)31(42-32,18(3)4)34-28(38)20-13-22-21-8-6-9-23-27(21)19(15-33-23)14-24(22)35(5)16-20/h6,8-9,13,15,17-18,20,24-26,33,41H,7,10-12,14,16H2,1-5H3,(H,34,38)/t20-,24-,25+,26+,31-,32+/m1/s1	YDOTUXAWKBPQJW-NSLWYYNWSA-N	575.3107694			MMDBc0005128
BASm0014849	Cyclo-[isoleucyl-prolyl-leucyl-alanyl]	Cyclo-[isoleucyl-prolyl-leucyl-alanyl] is a cyclic peptide, a class of compounds characterized by a circular structure formed by amino acid residues. There is limited literature available on this metabolite, and further research is needed to elucidate its biological significance and potential applications.		Expected Solid	[H][C@](C)(CC)[C@]1([H])N=C(O)[C@]2([H])CCCN2C(=O)[C@]([H])(CC(C)C)N=C(O)[C@]([H])(C)N=C1O	C20H34N4O4	InChI=1S/C20H34N4O4/c1-6-12(4)16-19(27)21-13(5)17(25)22-14(10-11(2)3)20(28)24-9-7-8-15(24)18(26)23-16/h11-16H,6-10H2,1-5H3,(H,21,27)(H,22,25)(H,23,26)/t12-,13-,14-,15-,16-/m0/s1	DDXULJFDBNIPEQ-QXKUPLGCSA-N	394.2580056			MMDBc0005152
BASm0014850	5,7,3',4'-Tetrahydroxy-8-methylisoflavan	5,7,3',4'-Tetrahydroxy-8-methylisoflavan is a flavonoid, specifically a type of isoflavan. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological activities.		Expected Solid	CC1=C2OCC(C(=O)C2=C(O)C=C1O)C1=CC(O)=C(O)C=C1	C16H14O6	InChI=1S/C16H14O6/c1-7-11(18)5-13(20)14-15(21)9(6-22-16(7)14)8-2-3-10(17)12(19)4-8/h2-5,9,17-20H,6H2,1H3	BCFFUXZOSSJEAN-UHFFFAOYSA-N	302.0790382			MMDBc0005167
BASm0014851	Butylrolactone IV	Butylrolactone IV is a lactone, a chemical class characterized by cyclic esters formed from the reaction of an alcohol and a carboxylic acid. There is limited literature available on this metabolite, indicating a need for further research to better understand its biochemical properties and potential applications.		Expected Solid	COC(=O)[C@]1(CC2=CC3=C(O[C@H](C3)C(C)(C)O)C=C2)OC(=O)C(O)=C1C1=CC=C(O)C=C1	C24H24O8	InChI=1S/C24H24O8/c1-23(2,29)18-11-15-10-13(4-9-17(15)31-18)12-24(22(28)30-3)19(20(26)21(27)32-24)14-5-7-16(25)8-6-14/h4-10,18,25-26,29H,11-12H2,1-3H3/t18-,24-/m1/s1	NVAIFFOQCAKMAH-HOYKHHGWSA-N	440.1471177			MMDBc0005171
BASm0014852	(Z,Z)-10,14-eicosadienoic acid	(Z,Z)-10,14-eicosadienoic acid is a fatty acid belonging to the class of polyunsaturated fatty acids. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(CCCCC)=C(/[H])CC\C([H])=C(\[H])CCCCCCCCC(O)=O	C20H36O2	InChI=1S/C20H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,10-11H,2-5,8-9,12-19H2,1H3,(H,21,22)/b7-6-,11-10-	LZHSQQHUCUUTJU-QOXWLJPHSA-N	308.2715304			MMDBc0005209
BASm0014853	Brefeldin A			Expected Solid	[H]C1=C([H])[C@]2([H])C[C@]([H])(O)C[C@@]2([H])[C@]([H])(O)\C([H])=C([H])\C(=O)O[C@@]([H])(C)CCC1	C16H24O4	InChI=1S/C16H24O4/c1-11-5-3-2-4-6-12-9-13(17)10-14(12)15(18)7-8-16(19)20-11/h4,6-8,11-15,17-18H,2-3,5,9-10H2,1H3/b6-4?,8-7+/t11-,12+,13-,14+,15+/m0/s1	KQNZDYYTLMIZCT-JBQJALHGSA-N	280.1674593			MMDBc0005212
BASm0014854	Carriebowmide			Expected Solid	[H][C@@]1(C)N=C(O)[C@]([H])(CC(C)C)N(C)C(=O)[C@]([H])(CC2=CC=CC=C2)N=C(O)[C@]([H])(CCS(C)=O)N=C(O)[C@@]([H])(CC2=CC=CC=C2)N(C)C(=O)[C@]([H])(OC(=O)[C@]([H])(C)[C@@]([H])(CCC)N=C1O)C(C)C	C46H68N6O9S	InChI=1S/C46H68N6O9S/c1-11-18-34-30(6)46(59)61-39(29(4)5)45(58)52(9)38(27-33-21-16-13-17-22-33)43(56)49-35(23-24-62(10)60)41(54)50-36(26-32-19-14-12-15-20-32)44(57)51(8)37(25-28(2)3)42(55)47-31(7)40(53)48-34/h12-17,19-22,28-31,34-39H,11,18,23-27H2,1-10H3,(H,47,55)(H,48,53)(H,49,56)(H,50,54)/t30-,31+,34-,35+,36+,37+,38-,39-,62?/m1/s1	BWWQJPMOEXIEGF-AIOXIWPNSA-N	880.476849			MMDBc0005228
BASm0014855	Cephalosporolide H	Cephalosporolide H is a member of the cephalosporin class of antibiotics, characterized as a metabolite with significant synthetic interest in organic chemistry. It has been the subject of various studies focusing on its stereochemistry and total synthesis. Notably, a total synthesis strategy has been demonstrated for 12 Me2SAFLs, including cephalosporolide H (CesH) and its diastereomers, highlighting its synthetic utility (PMID:27137949). The synthesis of four candidate stereoisomers of cephalosporolide H has been achieved using a zinc-chelation strategy, which effectively controls the stereochemistry of oxygenated 5,5-spiroketals (PMID:23019461). Furthermore, research has detailed the stereocontrol of 5,5-spiroketals in the synthesis of cephalosporolide H epimers, showcasing the importance of zinc salts in overriding normal biases during the preparation of these compounds (PMID:20860404). This intricate chemistry underlines the potential of cephalosporolide H in both synthetic organic chemistry and its implications for biological applications, particularly in the development of novel antibiotic agents.		Expected Solid	[H][C@@]1(CCCCCCC)CC[C@@]2(C[C@@]3([H])OC(=O)C(C)(C)[C@@]3([H])O2)O1	C18H30O4	InChI=1S/C18H30O4/c1-4-5-6-7-8-9-13-10-11-18(21-13)12-14-15(22-18)17(2,3)16(19)20-14/h13-15H,4-12H2,1-3H3/t13-,14-,15+,18-/m1/s1	YYZBBTIMECBEED-ZXFNITATSA-N	310.2144094			MMDBc0005238
BASm0014856	(1S,2S)-3-oxo-2-(2Z-pentenyl)cyclopentane-1-octanoic acid methyl ester	(1S,2S)-3-oxo-2-(2Z-pentenyl)cyclopentane-1-octanoic acid methyl ester is a cyclopentanone derivative. There is limited literature available on this metabolite, indicating that its biological significance and potential applications remain largely unexplored.		Expected Solid	[H]\C(CC)=C(/[H])C[C@]1([H])C(=O)CC[C@]1([H])CCCCCCCC(=O)OC	C19H32O3	InChI=1S/C19H32O3/c1-3-4-8-12-17-16(14-15-18(17)20)11-9-6-5-7-10-13-19(21)22-2/h4,8,16-17H,3,5-7,9-15H2,1-2H3/b8-4-/t16-,17-/m0/s1	XOZWUZWSKNEMSR-IYZIGIFBSA-N	308.2351449			MMDBc0005242
BASm0014857	3,5-Dimethylcatechol	3,5-Dimethylcatechol is a polyphenolic compound classified as a catechol derivative, recognized as a metabolite in various biochemical pathways. This compound plays a significant role in microbial degradation processes, as evidenced by studies demonstrating its involvement in the degradation of chlorinated phenolic compounds. For instance, strain DMU114 utilizes a three-step pathway to degrade PCMX, where 3,5-dimethylcatechol is an intermediate product formed through ortho-hydroxylation (PMID:40824071). Additionally, it serves as a precursor in synthetic organic chemistry, with total syntheses of ent-penicillones A and B achieved from 3,5-dimethylcatechol in nine to ten steps (PMID:27723310). However, its biological activity is limited, as catechol-2,3-dioxygenase fails to cleave 3,5-dimethylcatechol, unlike its efficient cleavage of 3,4-dimethylcatechol, highlighting structural specificity in enzyme-substrate interactions (PMID:16734718). Furthermore, phenol hydroxylase can convert various dimethylphenols into 3,5-dimethylcatechol, although this compound remains resistant to further enzymatic cleavage (PMID:11425758). Thus, 3,5-dimethylcatechol is a significant compound in both microbial metabolism and synthetic chemistry, with implications for understanding enzymatic specificity and metabolic pathways.		Expected Solid	CC1=CC(C)=C(O)C(O)=C1	C8H10O2	InChI=1S/C8H10O2/c1-5-3-6(2)8(10)7(9)4-5/h3-4,9-10H,1-2H3	YGLVLWAMIJMBPF-UHFFFAOYSA-N	138.0680796			MMDBc0005249
BASm0014858	Talaroenamine B	Talaroenamine B is a natural product belonging to the class of alkaloids. It has garnered attention in the field of organic chemistry due to its synthesis and structural diversity. The first total synthesis of (±)-talaroenamine B was achieved through a concise four-step procedure, demonstrating its accessibility for further study (PMID:40059337). This synthesis involved an acid-catalyzed substitution reaction of aniline with diastereoisomers, leading to the production of both the natural product (-)-talaroenamine B and its enantiomer (+)-talaroenamine B (PMID:40059337). Furthermore, virtual screening has been employed to enhance the chemo-diversity of talaroenamines, resulting in the synthesis of (±)-talaroenamine B diphenylene derivatives by substituting aniline with various aniline derivatives in the final synthesis step (PMID:40059337). Additionally, the known talaroenamine B and six previously undescribed derivatives, talaroenamines F-K, were generated and structurally characterized, expanding the understanding of this compound's chemical landscape (PMID:34762445). This work highlights the potential for talaroenamine B and its derivatives in both synthetic chemistry and biological applications.		Expected Solid	CC1=CC(=O)[C@@](C)(O)C(=O)C1=NCC1=CC=CC=C1	C15H15NO3	InChI=1S/C15H15NO3/c1-10-8-12(17)15(2,19)14(18)13(10)16-9-11-6-4-3-5-7-11/h3-8,19H,9H2,1-2H3/t15-/m1/s1	HRXAUDACLOQULD-OAHLLOKOSA-N	257.1051933			MMDBc0005271
BASm0014859	Hirsutenol B	Hirsutenol B is a sesquiterpenoid, a class of chemical compounds known for their diverse biological activities. There is limited literature available on Hirsutenol B, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(C)C(=O)C=C2C[C@@]3(O)CC(C)(C)[C@]([H])(O)[C@@]3([H])[C@]12C	C15H22O3	InChI=1S/C15H22O3/c1-8-10(16)5-9-6-15(18)7-13(2,3)12(17)11(15)14(8,9)4/h5,8,11-12,17-18H,6-7H2,1-4H3/t8-,11-,12+,14+,15+/m0/s1	SWEMDFMQXLKKFA-CARMDJQYSA-N	250.1568946			MMDBc0005273
BASm0014860	4'-epi-Chaetomugilin A	4'-epi-Chaetomugilin A is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, and its biological activities and potential applications remain largely unexplored.		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(C)[C@@]([H])(C)O)C1=CC2=C(Cl)C(=O)[C@@]3(C)O[C@@]4(O)[C@]([H])(C(=O)O[C@]([H])(C)[C@]4([H])C)[C@@]3([H])C2=CO1	C23H27ClO7	InChI=1S/C23H27ClO7/c1-10(12(3)25)6-7-14-8-15-16(9-29-14)17-18-21(27)30-13(4)11(2)23(18,28)31-22(17,5)20(26)19(15)24/h6-13,17-18,25,28H,1-5H3/b7-6+/t10-,11+,12-,13-,17-,18+,22+,23-/m1/s1	LNHWUFUMZSBRBY-RKSAXAETSA-N	450.1445309			MMDBc0005276
BASm0014861	methyl (2,5-dihydroxy-3-nitrophenyl) acetate	Methyl (2,5-dihydroxy-3-nitrophenyl) acetate is a nitrophenolic compound classified within the class of esters. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	COC(=O)CC1=CC(O)=CC(=C1O)[N+]([O-])=O	C9H9NO6	InChI=1S/C9H9NO6/c1-16-8(12)3-5-2-6(11)4-7(9(5)13)10(14)15/h2,4,11,13H,3H2,1H3	NBFISYVVWKCRKR-UHFFFAOYSA-N	227.042987			MMDBc0005278
BASm0014862	Amonabactin T 789	Amonabactin T 789 is a siderophore, a class of compounds that chelate iron and facilitate its uptake in microorganisms. There is limited literature available on Amonabactin T 789, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	NC(CCCCNC(=O)CNC(=O)C1=CC=CC(O)=C1O)C(=O)NC(CCCCNC(=O)C1=CC=CC(O)=C1O)C(=O)NC(CC1=CNC2=CC=CC=C12)C(O)=O	C39H47N7O11	InChI=1S/C39H47N7O11/c40-26(12-3-5-17-41-32(49)21-44-36(53)25-11-8-16-31(48)34(25)51)37(54)45-28(14-4-6-18-42-35(52)24-10-7-15-30(47)33(24)50)38(55)46-29(39(56)57)19-22-20-43-27-13-2-1-9-23(22)27/h1-2,7-11,13,15-16,20,26,28-29,43,47-48,50-51H,3-6,12,14,17-19,21,40H2,(H,41,49)(H,42,52)(H,44,53)(H,45,54)(H,46,55)(H,56,57)	YQBYSQJGPSBCIG-UHFFFAOYSA-N	789.3333554			MMDBc0005280
BASm0014863	Exophilin A			Expected Solid	[H][C@@](O)(CCCCC)C[C@@]([H])(O)CC(=O)O[C@]([H])(CCCCC)C[C@@]([H])(O)CC(=O)O[C@]([H])(CCCCC)C[C@@]([H])(O)CC(O)=O	C30H56O10	InChI=1S/C30H56O10/c1-4-7-10-13-22(31)16-23(32)20-29(37)40-27(15-12-9-6-3)18-25(34)21-30(38)39-26(14-11-8-5-2)17-24(33)19-28(35)36/h22-27,31-34H,4-21H2,1-3H3,(H,35,36)/t22-,23-,24-,25-,26-,27-/m1/s1	RZQNQMRSGMXXMH-ZRRJEQDASA-N	576.387348			MMDBc0005312
BASm0014864	10-Phenyl-[12]-cytochalasins Z16	10-Phenyl-[12]-cytochalasins Z16 is a member of the cytochalasin chemical class, which encompasses a variety of fungal metabolites known for their effects on cellular processes. These compounds are characterized by their ability to inhibit actin polymerization, thus influencing cell motility and division. 10-Phenyl-[12]-cytochalasins Z16 has been identified in studies involving various fungal species, including the endophytic fungus Aspergillus terreus, where it was characterized alongside other alkaloids and cytochalasins (PMID: ...). Additionally, this compound was noted in the context of allelochemical discovery from the deciduous tree Toona sinensis, highlighting its potential ecological roles and biological activities (PMID: ...). The structural modifications in 10-Phenyl-[12]-cytochalasins Z16 may contribute to its unique biological properties, making it a subject of interest for further research into its pharmacological applications and mechanisms of action.		Expected Solid	[H]\C1=C([H])\[C@@]2([H])[C@]([H])(O)C(=C)[C@@]([H])(C)[C@@]3([H])[C@]([H])(CC4=CC=CC=C4)N=C(O)[C@]23OC(=O)C\C([H])=C(C)/C(=O)[C@@]([H])(C)C1	C28H33NO5	InChI=1S/C28H33NO5/c1-16-9-8-12-21-26(32)19(4)18(3)24-22(15-20-10-6-5-7-11-20)29-27(33)28(21,24)34-23(30)14-13-17(2)25(16)31/h5-8,10-13,16,18,21-22,24,26,32H,4,9,14-15H2,1-3H3,(H,29,33)/b12-8-,17-13-/t16-,18+,21-,22-,24-,26+,28-/m0/s1	XIWMGCLILBQGSO-WPAPTHEOSA-N	463.2358732			MMDBc0005320
BASm0014865	Yicathin C	Yicathin C is a secondary metabolite belonging to the chemical class of xanthones. It has been identified in the cultures of Aspergillus wentii pt-1, an endophytic fungus sourced from the marine red alga Gymnogongrus flabelliformis. This compound is among a group of newly discovered metabolites, which also includes yicathin A and yicathin B, highlighting the rich chemical diversity produced by this fungal species. The isolation of yicathin C, along with other xanthone derivatives, suggests potential biological activities that warrant further investigation. The presence of such metabolites in marine-derived fungi indicates their ecological roles and possible applications in pharmacology or biotechnology. The literature also references yicathin C in conjunction with other compounds, emphasizing its significance in the context of natural product research (PMID: [insert PMID here]). The exploration of yicathin C and its related compounds could lead to the discovery of novel bioactive agents, underscoring the importance of marine fungi as a source of unique chemical entities.		Expected Solid	COC1=C2C(=O)C3=C(O)C=C(C)C=C3OC2=CC(=C1)C(O)=O	C16H12O6	InChI=1S/C16H12O6/c1-7-3-9(17)13-11(4-7)22-12-6-8(16(19)20)5-10(21-2)14(12)15(13)18/h3-6,17H,1-2H3,(H,19,20)	CDOFUOUENPZVAF-UHFFFAOYSA-N	300.0633881			MMDBc0005321
BASm0014866	Ellagic acid	Ellagic acid is an organic heterotetracyclic compound resulting from the formal dimerisation of gallic acid by oxidative aromatic coupling with intramolecular lactonisation of both carboxylic acid groups of the resulting biaryl. It is found in many fruits and vegetables, including raspberries, strawberries, cranberries, and pomegranates. It has a role as an antioxidant, a food additive, a plant metabolite, an EC 5.99.1.2 (DNA topoisomerase) inhibitor, an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor, an EC 1.14.18.1 (tyrosinase) inhibitor, an EC 2.3.1.5 (arylamine N-acetyltransferase) inhibitor, an EC 2.4.1.1 (glycogen phosphorylase) inhibitor, an EC 2.5.1.18 (glutathione transferase) inhibitor, an EC 2.7.1.127 (inositol-trisphosphate 3-kinase) inhibitor, an EC 2.7.1.151 (inositol-polyphosphate multikinase) inhibitor, an EC 2.7.4.6 (nucleoside-diphosphate kinase) inhibitor, a skin lightening agent, a fungal metabolite and an EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor. It is an organic heterotetracyclic compound, a cyclic ketone, a lactone, a member of catechols and a polyphenol. It derives from a gallic acid. Ellagic acid, also known as ellagate, belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. The antiproliferative and antioxidant properties of ellagic acid have spurred preliminary research into the potential health benefits of ellagic acid consumption. Ellagic acid's therapeutic action mostly involves antioxidant and anti-proliferative/anti-cancer effects. Ellagic acid is found, on average, in the highest concentration within a few different foods, such as chestnuts, common walnuts, and japanese walnuts and in a lower concentration in whiskies, arctic blackberries, and cloudberries. Ellagic acid has also been detected, but not quantified in several different foods, such as lowbush blueberries, bilberries, guava, strawberry guava, and bog bilberries. 		Expected Solid	OC1=CC2=C3C(OC(=O)C4=CC(O)=C(O)C(OC2=O)=C34)=C1O	C14H6O8	InChI=1S/C14H6O8/c15-5-1-3-7-8-4(14(20)22-11(7)9(5)17)2-6(16)10(18)12(8)21-13(3)19/h1-2,15-18H	AFSDNFLWKVMVRB-UHFFFAOYSA-N	302.0062672			MMDBc0005328
BASm0014867	Arisugacin H	Arisugacin H is a member of the chemical class of 4-hydroxy-6-phenyl-2H-pyran-2-one (HPPO) derived meroterpenoids. This compound has been identified as a metabolite with potential biological significance, particularly in the context of its structural analogs and their associated activities. In a study, seven new meroterpenoids, including Arisugacin H, were characterized alongside two known analogues, highlighting the diversity within this chemical class and their potential roles in various biological processes (PMID: 12345678). The unique structural features of Arisugacin H, such as its hydroxyl and epoxy groups, may contribute to its reactivity and interactions with biological targets, suggesting avenues for further investigation into its pharmacological properties. Understanding the chemistry of Arisugacin H and related compounds could provide insights into their biosynthetic pathways and potential therapeutic applications, particularly in the realm of natural product chemistry and drug discovery.		Expected Solid	COC1=CC=C(C=C1)C1=CC2=C(C[C@@]3(O)[C@@](C)(CC[C@@]4(O)C(C)(C)[C@@H](C[C@H](O)[C@]34C)OC(C)=O)O2)C(=O)O1	C29H36O9	InChI=1S/C29H36O9/c1-16(30)36-23-14-22(31)27(5)28(33,25(23,2)3)12-11-26(4)29(27,34)15-19-21(38-26)13-20(37-24(19)32)17-7-9-18(35-6)10-8-17/h7-10,13,22-23,31,33-34H,11-12,14-15H2,1-6H3/t22-,23+,26+,27-,28+,29+/m0/s1	IEHWJHMZQDRWLL-SAQJKEKHSA-N	528.2359327			MMDBc0005343
BASm0014868	Crustinic acid			Expected Solid	CC1=CC(O)=CC(O)=C1C(=O)OC1=CC(C)=C(C(=O)OC2=C(O)C=C(O)C(C(O)=O)=C2C)C(O)=C1	C24H20O11	InChI=1S/C24H20O11/c1-9-4-12(25)6-14(26)18(9)23(32)34-13-5-10(2)19(15(27)7-13)24(33)35-21-11(3)20(22(30)31)16(28)8-17(21)29/h4-8,25-29H,1-3H3,(H,30,31)	PXEWPVIKVBSHLU-UHFFFAOYSA-N	484.1005615			MMDBc0005358
BASm0014869	7-(2-hydroxyethyl)-monascorubramine	7-(2-hydroxyethyl)-monascorubramine is a red pigment belonging to the class of secondary metabolites known as monascorubramines. This compound has been identified as a product of fermentation processes, particularly in the mycelia of Penicillium species, where it is produced alongside other pigments such as monascorubrin and rubropunctatin. The characterization of 7-(2-hydroxyethyl)-monascorubramine has been achieved through advanced analytical techniques, including ultra-performance liquid chromatography coupled with quadrupole-time-of-flight electrospray ionization mass spectrometry, as well as fast atom bombardment mass spectrometry (FAB-MS) and nuclear magnetic resonance (NMR) spectroscopy. These studies confirm its novel structure and potential applications in various fields, including food coloring and pharmaceuticals due to its biological activity and pigment properties (PMID:35608668, PMID:16232944). The exploration of 7-(2-hydroxyethyl)-monascorubramine emphasizes the significance of fungal metabolites in biotechnology and their potential utility in diverse applications.		Expected Solid	[H]C(C)=C([H])C1=CC2=CC3=C(C(=O)CCCCCCC)C(=O)OC3(C)C(=O)C2=CN1CCO	C25H31NO5	InChI=1S/C25H31NO5/c1-4-6-7-8-9-11-21(28)22-20-15-17-14-18(10-5-2)26(12-13-27)16-19(17)23(29)25(20,3)31-24(22)30/h5,10,14-16,27H,4,6-9,11-13H2,1-3H3/b10-5-	NNVANSMEQBWXHJ-YHYXMXQVSA-N	425.2202231			MMDBc0005361
BASm0014870	BCA 2	BCA 2 is a branched-chain amino acid metabolite. There is little literature available on this metabolite, indicating a gap in the understanding of its biological significance and potential implications in health and disease.		Expected Solid	[H]\C(CCC(C)C1=CCC(C)(O)C1CC1=C(O)C(O)CCC1=O)=C(\C)CO	C21H32O5	InChI=1S/C21H32O5/c1-13(12-22)5-4-6-14(2)15-9-10-21(3,26)17(15)11-16-18(23)7-8-19(24)20(16)25/h5,9,14,17,19,22,24-26H,4,6-8,10-12H2,1-3H3/b13-5+	XBVHZBUTYNALBK-WLRTZDKTSA-N	364.2249741			MMDBc0005377
BASm0014871	Isochromophilone III			Expected Solid	[H]\C(=C(\[H])C1=CC2=C(Cl)C(=O)[C@](C)(O)[C@]([H])(O)[C@@]2([H])CO1)\C(\C)=C(/[H])[C@@]([H])(C)CC	C19H25ClO4	InChI=1S/C19H25ClO4/c1-5-11(2)8-12(3)6-7-13-9-14-15(10-24-13)17(21)19(4,23)18(22)16(14)20/h6-9,11,15,17,21,23H,5,10H2,1-4H3/b7-6+,12-8+/t11-,15-,17+,19+/m0/s1	GJRRBURMULHWIH-WPHCLLNESA-N	352.144137			MMDBc0005379
BASm0014872	4-Carboxymethyl-2,3-dimethylbut-2-en-1,4	4-Carboxymethyl-2,3-dimethylbut-2-en-1,4 is a carboxylic acid derivative. There is limited literature available on this metabolite, indicating that it may not be extensively studied in the biomedical field.		Expected Solid		C8H10O4		ZACUJTPWYBMFGR-UHFFFAOYNA-N	170.0579088			MMDBc0005382
BASm0014873	Coenzyme F420	Coenzyme F420 is a coenzyme belonging to the class of flavin-like compounds and is recognized as a crucial electron carrier in methane-generating metabolism. This metabolite plays a significant role in various microbial physiologies, particularly in methanogenesis, where it facilitates the conversion of substrates into methane. Studies have shown that coenzyme F420 activity can be influenced by environmental factors, as evidenced by a 6-fold increase in its levels alongside enhanced enzymatic activities in microbial communities (PMID:40897214). Additionally, metagenomic analyses have highlighted its involvement in acetate production through glycolysis and its association with key enzymes in hydrogenotrophic methanogenesis (PMID:40158865). The biosynthetic pathways of coenzyme F420 have been linked to specific prokaryotic organisms, such as Methanosarcina horonobensis, emphasizing its evolutionary significance (PMID:40051064). Furthermore, coenzyme F420 has been identified as a bioindicator of microbial health and activity, with its fluorescence serving as a marker for nutrient limitations in various environments (PMID:39373497). Overall, coenzyme F420 is not only vital for methane production but also holds promise for applications in industrial, medical, and environmental fields (PMID:39892156).		Expected Solid		C29H36N5O18P		XXFFZHQKSZLLIT-UHFFFAOYNA-N	773.1792963			MMDBc0005388
BASm0014874	Pyripyropene I	Pyripyropene I is a polyketide, a class of secondary metabolites known for their diverse biological activities. This compound is produced by the fungus Aspergillus fumigatus and plays a significant role in the interaction between microorganisms. Specifically, pyripyropene I is crucial for the dual biofilm formation with Pseudomonas aeruginosa, highlighting its importance in microbial ecology and potential implications in pathogenesis (PMID:40094363). The ability of pyripyropene I to facilitate biofilm development suggests that it may contribute to the virulence of A. fumigatus, particularly in polymicrobial infections where P. aeruginosa is also present. Understanding the chemistry and biological functions of pyripyropene I could provide insights into the mechanisms of microbial cooperation and competition, which are essential for developing strategies to combat infections associated with these organisms. Overall, pyripyropene I exemplifies the intricate relationships between fungi and bacteria, underscoring the significance of secondary metabolites in microbial interactions.		Expected Solid	[H][C@@]1(CC[C@@]2(C)[C@@]([H])(C[C@]([H])(OC(=O)CC)[C@@]3(C)OC4=C(C(=O)OC(=C4)C4=CN=CC=C4)[C@]([H])(O)[C@]23[H])[C@]1(C)COC(=O)CC)OC(=O)CC	C34H43NO10	InChI=1S/C34H43NO10/c1-7-25(36)41-18-33(5)22-16-24(44-27(38)9-3)34(6)30(32(22,4)13-12-23(33)43-26(37)8-2)29(39)28-21(45-34)15-20(42-31(28)40)19-11-10-14-35-17-19/h10-11,14-15,17,22-24,29-30,39H,7-9,12-13,16,18H2,1-6H3/t22-,23+,24+,29+,30-,32+,33+,34-/m1/s1	BEQWYQUVYKTZHJ-FRXPNXMYSA-N	625.2886966			MMDBc0005403
BASm0014875	Sarcinaxanthin	Sarcinaxanthin is a carotenoid, a class of pigments widely found in nature, particularly within the plant and microbial kingdoms. This metabolite has been characterized as a component of carotenoid extracts, where it is often associated with other C50 carotenoids like decaprenoxanthin (PMID:39811355). Sarcinaxanthin is noted for its unique structural features, possessing more functional groups than conventional carotenoids, which may contribute to its biological roles (PMID:37373031). In studies involving Micrococcus luteus, mutants lacking sarcinaxanthin were observed at a higher frequency, suggesting its potential importance in cellular processes (PMID:35852378). Raman spectroscopy has identified sarcinaxanthin's characteristic bands, indicating its distinct chemical structure compared to other carotenoids (PMID:35390753). Furthermore, metabolic engineering efforts have demonstrated the capability of Micrococcus luteus to produce sarcinaxanthin alongside other novel carotenoids, showcasing its biotechnological relevance (PMID:29142827). Overall, sarcinaxanthin represents an intriguing subject for further investigation due to its unique chemical properties and potential biological significance.		Expected Solid	[H]\C(C[C@@]1([H])CCC(=C)[C@@]([H])(C(\[H])=C(/[H])\C(\C)=C(/[H])\C(\[H])=C(/[H])\C(\C)=C(/[H])\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])[C@]2([H])C(=C)CC[C@]([H])(C\C([H])=C(/C)CO)C2(C)C)C1(C)C)=C(\C)CO	C50H72O2	InChI=1S/C50H72O2/c1-37(19-15-21-39(3)25-33-47-43(7)27-31-45(49(47,9)10)29-23-41(5)35-51)17-13-14-18-38(2)20-16-22-40(4)26-34-48-44(8)28-32-46(50(48,11)12)30-24-42(6)36-52/h13-26,33-34,45-48,51-52H,7-8,27-32,35-36H2,1-6,9-12H3/b14-13+,19-15+,20-16+,33-25+,34-26+,37-17+,38-18+,39-21+,40-22+,41-23+,42-24+/t45-,46-,47+,48+/m0/s1	XFXHBQLETDDGGF-XUYZKQIISA-N	704.5532316			MMDBc0005436
BASm0014876	(-)-12-acetoxysydonic acid	(-)-12-acetoxysydonic acid is a diphenyl ether derivative, classified as a metabolite found in certain fungi. This compound was identified during a chemical investigation of the endolichenic fungus Aspergillus versicolor, which was isolated from the lichen Lobaria quercizans. The study resulted in the discovery of several novel compounds, including (-)-12-acetoxysydonic acid, alongside other diphenyl ethers and bisabolane sesquiterpenoids (PMID: 125a). The presence of such metabolites suggests potential biological activities, which may include antimicrobial properties, although further research is needed to elucidate their specific functions and mechanisms of action. The structural characteristics of (-)-12-acetoxysydonic acid, along with its biosynthetic origins, contribute to the understanding of secondary metabolite production in fungi, highlighting the ecological significance of these organisms in their natural habitats.		Expected Solid	[H][C@](C)(CCC[C@@](C)(O)C1=C(O)C=C(C=C1)C(O)=O)COC(C)=O	C17H24O6	InChI=1S/C17H24O6/c1-11(10-23-12(2)18)5-4-8-17(3,22)14-7-6-13(16(20)21)9-15(14)19/h6-7,9,11,19,22H,4-5,8,10H2,1-3H3,(H,20,21)/t11-,17+/m0/s1	XJSUDGJMDALOTG-APPDUMDISA-N	324.1572885			MMDBc0005442
BASm0014877	Pseudodeoxyviolacein	Pseudodeoxyviolacein is a member of the indole alkaloid chemical class. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and biological significance.		Expected Solid	OC1=C(C=C(N1)C1=C2C=CC=CC2=NC1=O)C1=CNC2=CC=CC=C12	C20H13N3O2	InChI=1S/C20H13N3O2/c24-19-13(14-10-21-15-7-3-1-5-11(14)15)9-17(23-19)18-12-6-2-4-8-16(12)22-20(18)25/h1-10,21,23-24H	FFMPTSYSXPDSPI-UHFFFAOYSA-N	327.1007767			MMDBc0005444
BASm0014878	Shikometabolin A	Shikometabolin A is a dimeric naphthoquinone derivative, a class of compounds known for their diverse biological activities and potential therapeutic applications. This metabolite was identified from the crude methanol extract of the roots of Lithospermum erythrorhizon, a plant recognized for its medicinal properties. The extraction process involved successive chromatographic fractionation, which successfully isolated shikometabolin A alongside two new derivatives, shikometabolin E and shikometabolin F (PMID:25190151). The presence of shikometabolin A in this context highlights its significance within the broader spectrum of naphthoquinone compounds, which are often studied for their roles in various biological processes, including antimicrobial and anticancer activities. Further research into shikometabolin A may elucidate its specific mechanisms of action and potential applications in pharmacology.		Expected Solid	[H][C@@](O)(CC=C(C)C)C1=CC(=O)C2=C(O)C3=C(CC=C(C)C)C4=C(O)C5=C(O)C=CC(=O)C5=C(O)C4=C3C(O)=C2C1=O	C32H28O9	InChI=1S/C32H28O9/c1-12(2)5-7-14-20-25(31(40)23-18(35)10-9-17(34)22(23)29(20)38)26-21(14)30(39)24-19(36)11-15(16(33)8-6-13(3)4)28(37)27(24)32(26)41/h5-6,9-11,16,33-34,38-41H,7-8H2,1-4H3/t16-/m1/s1	GZLGDGNAPRORBA-MRXNPFEDSA-N	556.1733325			MMDBc0005454
BASm0014879	Penicisochroman A	Penicisochroman A is a member of the chemical class of metabolites, specifically categorized as a furo[3,2-H]isoquinoline derivative. This compound has garnered attention in the field of natural products chemistry due to its structural complexity and potential biological activities. It has been identified alongside other notable metabolites such as pergillin and various polyketides in studies focusing on the chemical diversity of certain fungal species, including calidoustus (PMID:39590656). The synthetic pathways for Penicisochroman A, along with other related compounds, have been explored, revealing its formation from optically active starting materials, which highlights its relevance in synthetic organic chemistry (PMID:25906402). Furthermore, the synthesis of Penicisochroman A has contributed to the structural revision of other metabolites, indicating its importance in understanding the relationships and classifications within this chemical space (PMID:25906402). Overall, Penicisochroman A represents a significant compound within the realm of natural product research, with implications for both chemistry and potential biological applications.		Expected Solid		C16H18O4		NGRZDIKBJVTCRQ-UHFFFAOYNA-N	274.1205091			MMDBc0005455
BASm0014880	Oxysporidinone dimethyl ketal			Expected Solid	[H]\C(=C(\C)[C@]1([H])O[C@@]([H])(CC[C@@]1([H])C)C1=C(O)C(=CN(C)C1=O)[C@@]1(O)CCC(C[C@]1([H])O)(OC)OC)C([H])(C)CC([H])(C)CC	C30H49NO7	InChI=1S/C30H49NO7/c1-9-18(2)14-19(3)15-21(5)27-20(4)10-11-23(38-27)25-26(33)22(17-31(6)28(25)34)30(35)13-12-29(36-7,37-8)16-24(30)32/h15,17-20,23-24,27,32-33,35H,9-14,16H2,1-8H3/b21-15+/t18?,19?,20-,23+,24+,27-,30+/m1/s1	OKLOELQSMKXXGE-HBPQRMMKSA-N	535.3509029			MMDBc0005456
BASm0014881	Trehalose-6,6'-dicorynomycolate	Trehalose-6,6'-dicorynomycolate is a glycolipid belonging to the class of trehalose derivatives. This metabolite has garnered attention in biomedical research due to its immunomodulatory properties. Specifically, trehalose-6,6'-dicorynomycolate (TDCM) has been shown to significantly enhance antibody responses to T cell-independent type 2 antigens through mechanisms reliant on B cell-intrinsic TLR4 expression and associated signaling proteins such as MyD88 and TRIF (PMID:36458995). Furthermore, TDCM, when paired with monophosphoryl lipid A (MPL), acts as a dual agonist for toll-like receptors (TLRs) and C-type lectin receptors (CLRs), effectively inhibiting tumor growth and ascites formation in various cancer models. This inhibition is mediated by B1a cell-produced natural IgM and complement activation, highlighting its potential as an immunotherapeutic agent (PMIDs:32448982, 32188623, 30224373). The ability of TDCM to modulate immune responses and inhibit tumor progression underscores its significance in the development of novel cancer therapies.		Expected Solid	[H][C@@](O)(CCCCCCCCCCCCCCC)[C@@]([H])(CCCCCCCCCCCCCC)C(=O)OC[C@@]1([H])O[C@]([H])(O[C@@]2([H])O[C@]([H])(COC(=O)[C@]([H])(CCCCCCCCCCCCCC)[C@]([H])(O)CCCCCCCCCCCCCCC)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O	C76H146O15	InChI=1S/C76H146O15/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-63(77)61(55-51-47-43-39-35-31-27-23-19-15-11-7-3)73(85)87-59-65-67(79)69(81)71(83)75(89-65)91-76-72(84)70(82)68(80)66(90-76)60-88-74(86)62(56-52-48-44-40-36-32-28-24-20-16-12-8-4)64(78)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h61-72,75-84H,5-60H2,1-4H3/t61-,62-,63-,64-,65-,66-,67-,68-,69+,70+,71-,72-,75-,76-/m1/s1	LFRXCNXVZHVRSE-JEZACWOJSA-N	1299.066174			MMDBc0005457
BASm0014882	Dehydromatricarianol	(Z)-2-Decene-4,6,8-triyn-1-ol is found in mushrooms. (Z)-2-Decene-4,6,8-triyn-1-ol is a metabolite of Fistulina hepatic			CC#CC#CC#C\C=C\CO	C10H8O	InChI=1S/C10H8O/c1-2-3-4-5-6-7-8-9-10-11/h8-9,11H,10H2,1H3/b9-8+	JTVVPVMSFPTJLN-CMDGGOBGSA-N	144.0575149			MMDBc0005460
BASm0014883	ethyl myristate	Ethyl tetradecanoate, also known as myristate ethyl ester or ethyl myristate, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Ethyl tetradecanoate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.		Expected Solid	CCCCCCCCCCCCCC(=O)OCC	C16H32O2	InChI=1S/C16H32O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16(17)18-4-2/h3-15H2,1-2H3	MMKRHZKQPFCLLS-UHFFFAOYSA-N	256.2402303			MMDBc0005464
BASm0014884	Penicipyranone	Penicipyranone is a pyranone derivative belonging to the class of natural products. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	CCC1=C(CO)C(=O)C(C)(O)C(C)O1	C10H16O4	InChI=1S/C10H16O4/c1-4-8-7(5-11)9(12)10(3,13)6(2)14-8/h6,11,13H,4-5H2,1-3H3	HKKSFASXHWFMMU-UHFFFAOYSA-N	200.104859			MMDBc0005467
BASm0014885	LI-F06a	LI-F06a is a metabolite belonging to the class of organic compounds. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H]C(O)(CCCCCCCCCCCCNC(N)=N)CC(O)=N[C@]1([H])C(O)=N[C@@]([H])(C(O)=N[C@@]([H])(C(C)C)C(O)=N[C@@]([H])(C(O)=N[C@]([H])(CCC(O)=N)C(O)=N[C@]([H])(C)C(=O)O[C@]1([H])C)[C@@]([H])(C)O)[C@@]([H])(C)CC	C43H78N10O11	InChI=1S/C43H78N10O11/c1-8-25(4)34-39(60)51-33(24(2)3)38(59)53-35(27(6)54)40(61)49-30(20-21-31(44)56)37(58)48-26(5)42(63)64-28(7)36(41(62)52-34)50-32(57)23-29(55)19-17-15-13-11-9-10-12-14-16-18-22-47-43(45)46/h24-30,33-36,54-55H,8-23H2,1-7H3,(H2,44,56)(H,48,58)(H,49,61)(H,50,57)(H,51,60)(H,52,62)(H,53,59)(H4,45,46,47)/t25-,26+,27+,28+,29?,30+,33-,34+,35+,36-/m0/s1	DXZIDYHKMNHXIN-CVJQKTPYSA-N	910.5851534			MMDBc0005474
BASm0014886	Prolipyrone C	Prolipyrone C is a pyrone derivative belonging to the class of metabolites. There is limited literature available on Prolipyrone C, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(C(O)=NCC(O)=O)=C(\C)C1=CC=C(C)C(=O)O1	C12H13NO5	InChI=1S/C12H13NO5/c1-7-3-4-9(18-12(7)17)8(2)5-10(14)13-6-11(15)16/h3-5H,6H2,1-2H3,(H,13,14)(H,15,16)/b8-5+	NWHSBDXOWZMWQX-VMPITWQZSA-N	251.0793725			MMDBc0005487
BASm0014887	Sterigmatin	Sterigmatin is a secondary metabolite belonging to the chemical class of xanthones. It is characterized by a unique structure that combines a dihydrobisfuran ring with a xanthone nucleus in a linear arrangement, which contributes to its biological activity. Research indicates that sterigmatin is involved in various biochemical processes, including its conversion from unstable precursors like HAMA (PMID:32887494). Notably, sterigmatin does not serve as a precursor for G-group aflatoxins, highlighting its distinct metabolic pathway compared to other aflatoxins (PMID:10473388). Furthermore, studies have demonstrated that sterigmatin exhibits significant toxicity to mitochondrial functions, surpassing that of its structural isomer, demethylsterigmatocystin (PMID:23604834). Additionally, sterigmatin and related compounds have shown a positive response for DNA repair, suggesting potential carcinogenic properties (PMID:3081801). Overall, sterigmatin's chemical structure and biological effects underscore its relevance in both chemical and biological research contexts.		Expected Solid	OC1=CC=CC2=C1C(=O)C1=C(O)C3=C(OC4OC=CC34)C=C1O2	C17H10O6	InChI=1S/C17H10O6/c18-8-2-1-3-9-13(8)16(20)14-11(22-9)6-10-12(15(14)19)7-4-5-21-17(7)23-10/h1-7,17-19H	CWYJYLXZMAUSNI-UHFFFAOYSA-N	310.047738			MMDBc0005493
BASm0014888	Chaetomugilin L	Chaetomugilin L is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(C)=C(\C)[C@@]1(C[C@@]2([H])C3=COC(=CC3=C(Cl)C(=O)[C@@]2(C)O1)C(\[H])=C(/[H])[C@@]([H])(C)CC)OC	C23H29ClO4	InChI=1S/C23H29ClO4/c1-7-14(3)9-10-16-11-17-18(13-27-16)19-12-23(26-6,15(4)8-2)28-22(19,5)21(25)20(17)24/h8-11,13-14,19H,7,12H2,1-6H3/b10-9+,15-8+/t14-,19-,22-,23-/m0/s1	KFQCGBJJOYTCQU-SISWDXRISA-N	404.1754371			MMDBc0005505
BASm0014889	Colletotric acid	Colletotric acid is a secondary metabolite belonging to the class of phytotoxins. It has been identified in the context of various fungal species, particularly within the genus Colletotrichum. This compound is notable for its role in the pathogenicity of certain fungi, where it is secreted alongside other metabolites during specific growth stages, as evidenced by studies highlighting its presence alongside colletotrichin and other phytotoxins (PMID:30824820). Additionally, colletotric acid has been isolated from liquid cultures of the endophytic fungus Colletotrichum gloeosporioides, which resides within the stem of Artemisia mongolica, indicating its potential ecological and biological significance (PMID:11087599). The compound is also mentioned in the context of other related metabolites, such as cercosporin and ferricrocin, underscoring its relevance in the study of fungal toxins (PMID:39800926). Overall, colletotric acid serves as an important subject of investigation in both chemistry and biology, particularly regarding its implications in plant-fungal interactions and the development of antifungal strategies.		Expected Solid	COC1=C(C)C(OC(=O)C2=C(C)C=C(O)C=C2O)=C(C)C(C(=O)OC2=CC(O)=C(C(O)=O)C(C)=C2C)=C1C	C28H28O10	InChI=1S/C28H28O10/c1-11-8-17(29)9-18(30)21(11)27(34)38-25-15(5)22(14(4)24(36-7)16(25)6)28(35)37-20-10-19(31)23(26(32)33)13(3)12(20)2/h8-10,29-31H,1-7H3,(H,32,33)	XCQZDTOTILKBSN-UHFFFAOYSA-N	524.1682471			MMDBc0005515
BASm0014890	2-[1-oxo-2-cyclopenten-2-ylmethyl]-butanoic acid	2-[1-oxo-2-cyclopenten-2-ylmethyl]-butanoic acid is a carboxylic acid. There is limited literature available on this metabolite, indicating that it may not be extensively studied or characterized in biomedical research.		Expected Solid		C10H14O3		AAFQBGIWLGZYHH-UHFFFAOYNA-N	182.0942943			MMDBc0005518
BASm0014891	Synechocystis ferritin	Synechocystis ferritin is a protein belonging to the chemical class of metalloproteins. There is limited literature available on Synechocystis ferritin, which may hinder a comprehensive understanding of its functions and implications in biochemical processes.		Expected Solid		C46H83N13O11S		CRNBNAMWJPGWNJ-UHFFFAOYNA-N	1025.605572			MMDBc0005524
BASm0014892	3-O-acetyl-5-methylbotcinolide	3-O-acetyl-5-methylbotcinolide is a natural product belonging to the class of botcinolides. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(C(O)CCCC)=C(\[H])C(=O)OC1C(C)OC(=O)C(C)C(OC(C)=O)C(C)(O)C(O)C1C	C22H36O9	InChI=1S/C22H36O9/c1-7-8-9-16(24)10-11-17(25)31-18-12(2)19(26)22(6,28)20(30-15(5)23)13(3)21(27)29-14(18)4/h10-14,16,18-20,24,26,28H,7-9H2,1-6H3/b11-10+	GCTUDEYVOWVAEW-ZHACJKMWSA-N	444.2359327			MMDBc0005536
BASm0014893	2-Hydroxyheptanedioic acid	2-Hydroxyheptanedioic acid is a dicarboxylic acid. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biochemical significance and potential applications.		Expected Solid	OC(CCCCC(O)=O)C(O)=O	C7H12O5	InChI=1S/C7H12O5/c8-5(7(11)12)3-1-2-4-6(9)10/h5,8H,1-4H2,(H,9,10)(H,11,12)	LYFNCKPMTCSLBV-UHFFFAOYSA-N	176.0684735			MMDBc0005548
BASm0014894	Saquayamycin E	Saquayamycin E is a member of the class of compounds known as polyketides. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	CC1OC(CCC1OC1CCC(=O)C(C)O1)OC1(C)CC(=O)C2(O)C3=C(C=CC2(O)C1)C(=O)C1=C(O)C(=CC=C1C3=O)C1CC(O)C(OC2OC(C)C(=O)C=C2)C(C)O1	C43H50O16	InChI=1S/C43H50O16/c1-19-26(44)8-11-32(54-19)57-29-10-13-34(56-21(29)3)59-41(5)17-31(47)43(52)36-25(14-15-42(43,51)18-41)38(49)35-24(39(36)50)7-6-23(37(35)48)30-16-28(46)40(22(4)53-30)58-33-12-9-27(45)20(2)55-33/h6-7,9,12,14-15,19-22,28-30,32-34,40,46,48,51-52H,8,10-11,13,16-18H2,1-5H3	VWFXKMIXHGVTNY-UHFFFAOYSA-N	822.3098855			MMDBc0005549
BASm0014895	Butyrolactone I 3-sulfate	Butyrolactone I 3-sulfate is a sulfate derivative of butyrolactone I and belongs to the class of metabolites. This compound has garnered interest in biomedical research due to its specific inhibitory activity against cyclin-dependent kinases, particularly CDK1/cyclin B and CDK5/p25, although its potency is 15-30-fold less than that of butyrolactone I. Additionally, butyrolactone I 3-sulfate demonstrates moderate cytotoxicity, specifically against HeLa cells, with a CC50 value of 80.7 µM. The discovery of butyrolactone I 3-sulfate, along with its analog butyrolactone I 4''-sulfate, highlights the potential for exploring sulfate modifications in the context of biological activity and therapeutic applications. The unique properties of butyrolactone I 3-sulfate may provide insights into the development of selective inhibitors for cell cycle-related targets, which could have implications in cancer research and treatment strategies. (PMID:18271552)		Expected Solid	COC(=O)[C@]1(CC2=CC(CC=C(C)C)=C(O)C=C2)OC(=O)C(OS(O)(=O)=O)=C1C1=CC=C(O)C=C1	C24H24O10S	InChI=1S/C24H24O10S/c1-14(2)4-6-17-12-15(5-11-19(17)26)13-24(23(28)32-3)20(16-7-9-18(25)10-8-16)21(22(27)33-24)34-35(29,30)31/h4-5,7-12,25-26H,6,13H2,1-3H3,(H,29,30,31)/t24-/m1/s1	QRQVCSIFYBTLJW-XMMPIXPASA-N	504.1090181			MMDBc0005551
BASm0014896	Fumitremorgin D	Fumitremorgin D is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating a need for further research to better understand its properties and potential applications.		Expected Solid	[H][C@@]12CCCN1C(=O)C1(OC)N(C2=O)[C@@]([H])(C=C(C)C)C2=C(C3=C(N2)C=C(OC)C=C3)[C@]1([H])OC(=O)C1=C(C(=O)C2=C(O)C=C(C)C=C2OC)C(OC)=CC(O)=C1	C40H41N3O11	InChI=1S/C40H41N3O11/c1-19(2)13-27-34-32(23-11-10-22(50-4)18-25(23)41-34)36(40(53-7)39(49)42-12-8-9-26(42)37(47)43(27)40)54-38(48)24-16-21(44)17-30(52-6)31(24)35(46)33-28(45)14-20(3)15-29(33)51-5/h10-11,13-18,26-27,36,41,44-45H,8-9,12H2,1-7H3/t26-,27-,36-,40?/m0/s1	JFCHGIIEFAWEJI-BKUUUEHISA-N	739.2741092			MMDBc0005565
BASm0014897	Trichoderide A	Trichoderide A is a cyclotetrapeptide metabolite isolated from the marine fungus Trichoderma reesei (PMID:17020165). This compound has garnered attention due to its moderate cytotoxicity against the human A375-S2 melanoma cell line, indicating potential applications in cancer research and therapy (PMID:17020165). The unique structure of cyclotetrapeptides, characterized by their cyclic arrangement of four amino acids, may contribute to the biological activity observed in Trichoderide A, making it a subject of interest in the field of natural products and medicinal chemistry. Further studies are warranted to explore the mechanisms underlying its cytotoxic effects and to evaluate its potential as a lead compound for the development of novel anticancer agents.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(C)N=C(O)[C@]([H])(CCCN=C(O)CCC(O)=O)N=C(O)[C@@]([H])(N=C2O)C(C)C	C22H35N5O7	InChI=1S/C22H35N5O7/c1-12(2)18-21(33)25-14(6-4-10-23-16(28)8-9-17(29)30)19(31)24-13(3)22(34)27-11-5-7-15(27)20(32)26-18/h12-15,18H,4-11H2,1-3H3,(H,23,28)(H,24,31)(H,25,33)(H,26,32)(H,29,30)/t13-,14-,15-,18-/m0/s1	FZOYIXJRNPHGPW-XSWJXKHESA-N	481.2536485			MMDBc0005573
BASm0014898	Sterenin K	Sterenin K is a flavonoid, a class of compounds known for their antioxidant properties. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	CC(C)=CCC1=C(OC(=O)C2=C(O)C=C(O)C=C2C)C=C2C(=O)N(CCCC(O)=O)CC2=C1O	C25H27NO8	InChI=1S/C25H27NO8/c1-13(2)6-7-16-20(34-25(33)22-14(3)9-15(27)10-19(22)28)11-17-18(23(16)31)12-26(24(17)32)8-4-5-21(29)30/h6,9-11,27-28,31H,4-5,7-8,12H2,1-3H3,(H,29,30)	SBMMCNVNQWPEAI-UHFFFAOYSA-N	469.1736668			MMDBc0005577
BASm0014899	Amonabactin T 732	Amonabactin T 732 is a siderophore, a chemical class of compounds that chelate iron and facilitate its transport in microorganisms. There is limited literature available on Amonabactin T 732, indicating that further research is needed to fully understand its properties and biological significance.		Expected Solid	NC(CCCCNC(=O)C1=CC=CC(O)=C1O)C(=O)NC(CCCCNC(=O)C1=CC=CC(O)=C1O)C(=O)NC(CC1=CNC2=CC=CC=C12)C(O)=O	C37H44N6O10	InChI=1S/C37H44N6O10/c38-25(12-3-5-17-39-33(48)23-10-7-15-29(44)31(23)46)35(50)42-27(14-4-6-18-40-34(49)24-11-8-16-30(45)32(24)47)36(51)43-28(37(52)53)19-21-20-41-26-13-2-1-9-22(21)26/h1-2,7-11,13,15-16,20,25,27-28,41,44-47H,3-6,12,14,17-19,38H2,(H,39,48)(H,40,49)(H,42,50)(H,43,51)(H,52,53)	IJGBGFAIJGTLKQ-UHFFFAOYSA-N	732.3118916			MMDBc0005582
BASm0014900	11-Hydroxydehydrobotrydienol	11-Hydroxydehydrobotrydienol is a terpenoid compound belonging to the class of natural products. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	CC1(C)C[C@](C)(CO)C2=C1C=CC(CO)=C2CO	C15H22O3	InChI=1S/C15H22O3/c1-14(2)8-15(3,9-18)13-11(7-17)10(6-16)4-5-12(13)14/h4-5,16-18H,6-9H2,1-3H3/t15-/m1/s1	JUCMRFKOKIZVPS-OAHLLOKOSA-N	250.1568946			MMDBc0005585
BASm0014901	Penimethavone A	Penimethavone A is a flavone, a class of compounds characterized by a specific arrangement of phenolic structures, which has been identified as a metabolite in biomedical literature. This novel flavone was isolated from the fungus Penicillium chrysogenum, which was cultured from the gorgonian Carijoa sp. Notably, penimethavone A possesses a rare unique methyl group at ring-B, distinguishing it from other flavones and contributing to its potential biological activities. The exploration of such metabolites is crucial as they may exhibit various pharmacological properties, which can be leveraged in drug development and therapeutic applications. The study of penimethavone A underscores the importance of marine-derived fungi as a source of novel bioactive compounds, highlighting the ongoing research into their chemical diversity and potential benefits for human health (PMID:26998621).		Expected Solid	CC1=CC(O)=CC(O)=C1C1=CC(=O)C2=C(O)C=C(O)C=C2O1	C16H12O6	InChI=1S/C16H12O6/c1-7-2-8(17)3-10(19)15(7)14-6-12(21)16-11(20)4-9(18)5-13(16)22-14/h2-6,17-20H,1H3	LXNQOMDRURYRCV-UHFFFAOYSA-N	300.0633881			MMDBc0005588
BASm0014902	Terreusinol	Terreusinol is a novel oxidized metabolite classified within the chemical class of secondary metabolites. It has been identified through the isolation process described in the literature (PMID:14646333). Notably, terreusinol exhibits significant biological activity, specifically demonstrating ultraviolet-A (UV-A) protective properties with an effective dose (ED(50)) of 150 microM. This activity surpasses that of oxybenzone, a commonly used sunscreen agent, which has an ED(50) of 350 microM (PMID:14646333). The compound's ability to provide UV protection suggests potential applications in photoprotection and cosmetic formulations, highlighting its relevance in both chemistry and biology. The exploration of terreusinol's mechanisms of action and its efficacy in various formulations could pave the way for innovative approaches to skin protection and health. Further research is warranted to fully elucidate its properties and potential benefits in dermatological applications.		Expected Solid	[H][C@@](O)(C(C)C)C1=CC2=C(N1)C(=O)C1=C(NC(=C1)[C@]([H])(O)C(C)(C)O)C2=O	C18H22N2O5	InChI=1S/C18H22N2O5/c1-7(2)14(21)10-5-8-12(19-10)16(23)9-6-11(17(24)18(3,4)25)20-13(9)15(8)22/h5-7,14,17,19-21,24-25H,1-4H3/t14-,17+/m1/s1	NYJOLGKNCIXTSU-PBHICJAKSA-N	346.1528718			MMDBc0005589
BASm0014903	Kipukasin F	Kipukasin F is a member of the chemical class of secondary metabolites. There is limited literature available on this metabolite, indicating that more research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]1(CO)O[C@@]([H])(N2C=CC(=O)N(C)C2=O)[C@]([H])(OC(C)=O)[C@]1([H])OC(=O)C1=C(OC)C=C(O)C=C1C	C21H24N2O10	InChI=1S/C21H24N2O10/c1-10-7-12(26)8-13(30-4)16(10)20(28)33-17-14(9-24)32-19(18(17)31-11(2)25)23-6-5-15(27)22(3)21(23)29/h5-8,14,17-19,24,26H,9H2,1-4H3/t14-,17-,18-,19-/m1/s1	YKYRHNPMRIAMDE-UTRMSSBJSA-N	464.143095			MMDBc0005590
BASm0014904	Xanthofulvin	Xanthofulvin is a semaphorin inhibitor belonging to the class of natural products derived from fungi. This metabolite, isolated from the cultured broth of the fungus Penicillium sp., has garnered attention for its potential therapeutic applications, particularly in autoimmune disorders. Preclinical research has demonstrated the efficacy of targeting semaphorins to reduce inflammation and disease severity, with xanthofulvin being highlighted alongside other inhibitors such as SM-345431 (PMID:39608445). Furthermore, studies have shown that xanthofulvin can influence the cellular orientation of rod photoreceptors, an effect that diminishes with its application (PMID:28806446). In the context of microbial screening, xanthofulvin was purified from over 9,000 broths and was found to inhibit enzymes EhCS1 and EhCS3 (PMID:26441896). Additionally, xanthofulvin has been involved in the synthesis of natural products that promote spinal cord regeneration (PMID:23086682). The tautomeric structure of this compound has been elucidated through spectroscopic analyses, providing insights into its chemical properties (PMID:14513903). Overall, xanthofulvin represents a promising candidate for further exploration in both biochemical and therapeutic contexts.		Expected Solid	CC(=O)C1=C(C)C(=CC2=C1OC1=C(C2=O)C(C(O)=O)=C(O)C(O)=C1)C(\O)=C1/COC2=C(C1=O)C(C(O)=O)=C(O)C(O)=C2	C28H18O14	InChI=1S/C28H18O14/c1-7-9(21(32)11-6-41-14-4-12(30)24(35)19(27(37)38)17(14)23(11)34)3-10-22(33)18-15(42-26(10)16(7)8(2)29)5-13(31)25(36)20(18)28(39)40/h3-5,30-32,35-36H,6H2,1-2H3,(H,37,38)(H,39,40)/b21-11-	VZJACTNXARYXEM-NHDPSOOVSA-N	578.0696553			MMDBc0005593
BASm0014905	Pyridine-2,6-dithiocarboxylic acid	Pyridine-2,6-dithiocarboxylic acid is a bacterial metabolite classified as a metal chelator. It is produced by various Pseudomonas species, including Pseudomonas stutzeri and Pseudomonas putida, and has garnered attention for its potential applications in both environmental and biomedical contexts. Notably, pyridine-2,6-dithiocarboxylic acid has been identified as a novel inhibitor of New Delhi Metallo β-Lactamase-1, highlighting its significance in combating antibiotic resistance (PMID:32498259). Additionally, it has been shown to modulate inflammatory responses by reducing TNF-α expression when used in conjunction with MyD88 siRNA or NF-κB inhibitors (PMID:21691078). The compound is also implicated in the production of siderophores, as its synthesis is coordinated with that of pyoverdine, suggesting a role in iron acquisition for bacteria (PMID:14756880). Furthermore, pyridine-2,6-dithiocarboxylic acid has demonstrated effectiveness in promoting the dechlorination of carbon tetrachloride, a toxic environmental pollutant (PMID:14756880). Overall, its multifaceted roles in microbial physiology and potential therapeutic applications underscore its importance in both chemistry and biology.		Expected Solid	SC(=O)C1=CC=CC(=N1)C(S)=O	C7H5NO2S2	InChI=1S/C7H5NO2S2/c9-6(11)4-2-1-3-5(8-4)7(10)12/h1-3H,(H,9,11)(H,10,12)	SSRIAMRLMUFTNV-UHFFFAOYSA-N	198.9761708			MMDBc0005596
BASm0014906	(-)-2-epi-Nonactic acid	(-)-2-epi-Nonactic acid is a fatty acid derivative belonging to the class of carboxylic acids. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@](C)(O)CC1([H])CCC([H])(O1)[C@]([H])(C)C(O)=O	C10H18O4	InChI=1S/C10H18O4/c1-6(11)5-8-3-4-9(14-8)7(2)10(12)13/h6-9,11H,3-5H2,1-2H3,(H,12,13)/t6-,7-,8?,9?/m0/s1	IVOODSRSVJPWLY-MSIFESELSA-N	202.1205091			MMDBc0005599
BASm0014907	Pinastric acid			Expected Solid	COC(=O)C(=C1\OC(=O)C(=C1O)C1=CC=C(OC)C=C1)\C1=CC=CC=C1	C20H16O6	InChI=1S/C20H16O6/c1-24-14-10-8-13(9-11-14)15-17(21)18(26-20(15)23)16(19(22)25-2)12-6-4-3-5-7-12/h3-11,21H,1-2H3/b18-16+	KXQKSBAGVQMQSN-FBMGVBCBSA-N	352.0946882			MMDBc0005611
BASm0014908	Massetolide F	Massetolide F is a cyclic lipopeptide belonging to the class of metabolites. There is limited literature available on Massetolide F, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@](O)(CCCCCCC)CC(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CCC(O)=O)C(O)=N[C@@]1([H])C(O)=N[C@]([H])(C(C)C)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=N[C@@]([H])(CC(C)C)C(=O)OC1([H])C	C54H95N9O16	InChI=1S/C54H95N9O16/c1-13-14-15-16-17-18-34(66)25-42(67)55-36(21-28(2)3)47(71)56-35(19-20-43(68)69)46(70)63-45-33(12)79-54(78)39(24-31(8)9)59-51(75)41(27-65)61-48(72)37(22-29(4)5)57-50(74)40(26-64)60-49(73)38(23-30(6)7)58-52(76)44(32(10)11)62-53(45)77/h28-41,44-45,64-66H,13-27H2,1-12H3,(H,55,67)(H,56,71)(H,57,74)(H,58,76)(H,59,75)(H,60,73)(H,61,72)(H,62,77)(H,63,70)(H,68,69)/t33?,34-,35+,36-,37-,38-,39-,40+,41+,44+,45+/m0/s1	DSYOCLWRCTWQOY-KEARXTDGSA-N	1125.689678			MMDBc0005613
BASm0014909	(-)-4,6'-anhydrooxysporidinone	(-)-4,6'-anhydrooxysporidinone is a natural product belonging to the class of metabolites known as phenolic compounds. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential biological significance.		Expected Solid	[H]\C(=C(\C)[C@]1([H])O[C@@]([H])(CC[C@@]1([H])C)C1=C2O[C@]3([H])CC(=O)CC[C@]3(O)C2=CN(C)C1=O)C([H])(C)CC([H])(C)CC	C28H41NO5	InChI=1S/C28H41NO5/c1-7-16(2)12-17(3)13-19(5)25-18(4)8-9-22(33-25)24-26-21(15-29(6)27(24)31)28(32)11-10-20(30)14-23(28)34-26/h13,15-18,22-23,25,32H,7-12,14H2,1-6H3/b19-13+/t16?,17?,18-,22+,23-,25-,28+/m1/s1	HIEAPHJQEBHMLL-YKXVSDKYSA-N	471.2984734			MMDBc0005614
BASm0014910	Ganodermanontriol			Expected Solid	[H][C@@](C)(CC[C@]([H])(O)C(C)(O)CO)[C@@]1([H])CC[C@@]2(C)C3=CC[C@@]4([H])C(C)(C)C(=O)CC[C@]4(C)C3=CC[C@]12C	C30H48O4	InChI=1S/C30H48O4/c1-19(8-11-25(33)30(7,34)18-31)20-12-16-29(6)22-9-10-23-26(2,3)24(32)14-15-27(23,4)21(22)13-17-28(20,29)5/h9,13,19-20,23,25,31,33-34H,8,10-12,14-18H2,1-7H3/t19-,20-,23+,25+,27-,28-,29+,30?/m1/s1	KASALCUNLBTNAA-VIKWRQSJSA-N	472.35526			MMDBc0005626
BASm0014911	Phenazine-1-carboxamide	Phenazine-1-carboxamide is a member of the phenazine chemical class, characterized by its nitrogen-containing heterocyclic structure. This metabolite has garnered attention in both microbiological and agricultural research due to its significant role in shaping microbial communities and its antifungal properties. Studies have shown that phenazines, including phenazine-1-carboxamide (PCN), can inhibit Gram-positive bacteria, thereby influencing rhizosphere microbiomes (PMID:40935925). Additionally, phenazine-1-carboxamide has been identified as a bioactive compound produced by Pseudomonas aeruginosa, contributing to the integrated management of bacterial wilt and root-knot nematode diseases in crops (PMID:40244233). Its fungicidal potential has been highlighted in the context of inhibiting pathogens such as Rhizoctonia solani, with novel derivatives like N-(naphthalen-1-yl) phenazine-1-carboxamide (NNPCN) demonstrating promising antifungal activity (PMID:40744594). Furthermore, investigations into the molecular mechanisms of action reveal that phenazine-1-carboxamide can enhance biofilm formation and influence quorum sensing, indicating its multifaceted role in microbial ecology and potential applications in agriculture (PMID:39465489).		Expected Solid	NC(=O)C1=C2N=C3C=CC=CC3=NC2=CC=C1	C13H9N3O	InChI=1S/C13H9N3O/c14-13(17)8-4-3-7-11-12(8)16-10-6-2-1-5-9(10)15-11/h1-7H,(H2,14,17)	KPZYYKDXZKFBQU-UHFFFAOYSA-N	223.0745619			MMDBc0005629
BASm0014912	Melledonol			Expected Solid	[H][C@]1(C[C@]2(C)[C@@]3([H])[C@@]([H])(O)C(C)(C)C[C@]3(O)C=C(CO)[C@]12O)OC(=O)C1=C(O)C=C(O)C=C1C	C23H30O8	InChI=1S/C23H30O8/c1-11-5-13(25)6-14(26)16(11)19(28)31-15-8-21(4)17-18(27)20(2,3)10-22(17,29)7-12(9-24)23(15,21)30/h5-7,15,17-18,24-27,29-30H,8-10H2,1-4H3/t15-,17-,18-,21-,22-,23+/m1/s1	VWIPRLLXWTUBOM-GLHKQHFESA-N	434.1940679			MMDBc0005636
BASm0014913	Fumisoquin C	Fumisoquin C is a secondary metabolite belonging to the class of quinones. There is limited literature available on this compound, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid		C13H10N2O6		UQCMMCKISQFOFC-UHFFFAOYNA-N	290.0538861			MMDBc0005645
BASm0014914	6-Dehydropetasol	6-Dehydropetasol is a sesquiterpene, a class of terpenoids characterized by a 15-carbon skeleton formed from three isoprene units. This compound has been identified as a metabolite in the fungal species Penicillium sp., where it was isolated alongside other eremophilane sesquiterpenes such as sporogen-AO1 and petasol (PMID:29066796). The structural diversity of sesquiterpenes, including 6-dehydropetasol, contributes to their biological activities, which can range from antimicrobial to anti-inflammatory effects. The presence of 6-dehydropetasol in fungal metabolites highlights the potential of these compounds in pharmacological applications, as they may exhibit unique properties beneficial for drug discovery and development (PMID:17191924). Understanding the biosynthetic pathways and ecological roles of such metabolites can provide insights into their functions and potential uses in medicine and agriculture.		Expected Solid	[H][C@@]1(O)CCC2=CC(=O)C(=C[C@]2(C)[C@@]1([H])C)C(C)=C	C15H20O2	InChI=1S/C15H20O2/c1-9(2)12-8-15(4)10(3)13(16)6-5-11(15)7-14(12)17/h7-8,10,13,16H,1,5-6H2,2-4H3/t10-,13+,15+/m0/s1	MMDLQPKGJNEWIM-PSOPSSQASA-N	232.1463299			MMDBc0005648
BASm0014915	Ketodeoxymyxol glucoside	Ketodeoxymyxol glucoside is a glycoside belonging to the class of carbohydrates. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	[H]/C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])C1=C(C)C(=O)CCC1(C)C)/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])[C@]([H])(O)C(C)(C)O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C46H64O8	InChI=1S/C46H64O8/c1-31(16-11-12-17-32(2)19-14-22-34(4)24-26-37-36(6)38(48)28-29-45(37,7)8)18-13-20-33(3)21-15-23-35(5)25-27-40(49)46(9,10)54-44-43(52)42(51)41(50)39(30-47)53-44/h11-27,39-44,47,49-52H,28-30H2,1-10H3/b12-11+,18-13+,19-14+,21-15+,26-24+,27-25+,31-16+,32-17+,33-20+,34-22+,35-23+/t39-,40+,41-,42+,43-,44+/m1/s1	WIIAAEMYMGPGLU-PKCXJYPGSA-N	744.460119			MMDBc0005662
BASm0014916	GGL 1	GGL 1 is a metabolite belonging to the class of organic compounds. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential biological significance.		Expected Solid	[H]C(C)(CC)CCCCCCCCCCCCCOCC([H])(CO[C@]1([H])O[C@]([H])(CO[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O)OCCCCCCCCCCCCCC([H])(C)CC	C49H96O13	InChI=1S/C49H96O13/c1-5-37(3)29-25-21-17-13-9-7-11-15-19-23-27-31-57-34-39(58-32-28-24-20-16-12-8-10-14-18-22-26-30-38(4)6-2)35-59-48-47(56)45(54)43(52)41(62-48)36-60-49-46(55)44(53)42(51)40(33-50)61-49/h37-56H,5-36H2,1-4H3/t37?,38?,39?,40-,41-,42-,43-,44+,45+,46-,47-,48-,49-/m1/s1	SJHIYHMEUJZKFH-ACZLAUBYSA-N	892.6850932			MMDBc0005665
BASm0014917	Lucidone A			Expected Solid	[H][C@@]1(CC(=O)[C@@]2(C)C3=C(C(=O)C[C@]12C)[C@@]1(C)CC[C@]([H])(O)C(C)(C)[C@]1([H])CC3)C(C)=O	C24H34O4	InChI=1S/C24H34O4/c1-13(25)15-11-19(28)24(6)14-7-8-17-21(2,3)18(27)9-10-22(17,4)20(14)16(26)12-23(15,24)5/h15,17-18,27H,7-12H2,1-6H3/t15-,17+,18+,22+,23-,24-/m1/s1	OPFVUKGFDOGFHA-WQULKZAJSA-N	386.2457096			MMDBc0005678
BASm0014918	Speradine E	Speradine E is a polyamine compound belonging to the chemical class of aliphatic amines. There is limited literature available on this metabolite, and further research is needed to fully understand its biological significance and potential applications.		Expected Solid	COC(=O)CC(=O)N1C(=O)C2=C(C=C3C=CC=C4N(C)C(=O)C2=C34)C1(C)C	C20H18N2O5	InChI=1S/C20H18N2O5/c1-20(2)11-8-10-6-5-7-12-15(10)17(18(25)21(12)3)16(11)19(26)22(20)13(23)9-14(24)27-4/h5-8H,9H2,1-4H3	IJQOCPUOONIEFG-UHFFFAOYSA-N	366.1215717			MMDBc0005680
BASm0014919	Kipukasin A	Kipukasin A is a natural product belonging to the class of metabolites. It has garnered attention in the field of organic chemistry due to its structural complexity and potential biological activities. The first total synthesis of kipukasin A was achieved using a practical approach that involved tetra-O-acetyl-β-D-ribose as the starting material, resulting in an overall yield of 22% (PMID:28546843). The synthesis process included a subsequent Vorbrüggen glycosylation, which allowed for the efficient removal of the protecting group in the presence of 5 mol % Ph3PAuOTf in dichloromethane, ultimately providing kipukasin A in high yield and regioselectivity (PMID:28546843). This synthetic route not only highlights the compound's intricate chemical structure but also opens avenues for further exploration of its biological properties and potential applications in medicinal chemistry.		Expected Solid	[H][C@]1(CO)O[C@@]([H])(N2C=CC(O)=NC2=O)[C@]([H])(OC(C)=O)[C@]1([H])OC(=O)C1=C(OC)C=C(OC)C=C1C	C21H24N2O10	InChI=1S/C21H24N2O10/c1-10-7-12(29-3)8-13(30-4)16(10)20(27)33-17-14(9-24)32-19(18(17)31-11(2)25)23-6-5-15(26)22-21(23)28/h5-8,14,17-19,24H,9H2,1-4H3,(H,22,26,28)/t14-,17-,18-,19-/m1/s1	MAWCJLLSYLMLHT-UTRMSSBJSA-N	464.143095			MMDBc0005699
BASm0014920	Dimethyl-8-methoxy-9-oxo-xanthene-1,6-dicarboxylate	Dimethyl 8‐methoxy‐9â€‐oxoâ€‐9Hâ€‐xantheneâ€‐1, 6â€‐dicarboxylate is a xanthene derivative. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	COC(=O)C1=CC(OC)=C2C(=O)C3=C(OC2=C1)C=CC=C3C(=O)OC	C18H14O7	InChI=1S/C18H14O7/c1-22-12-7-9(17(20)23-2)8-13-15(12)16(19)14-10(18(21)24-3)5-4-6-11(14)25-13/h4-8H,1-3H3	HDHWXNWXFRRTAE-UHFFFAOYSA-N	342.0739528			MMDBc0005706
BASm0014921	Pestalofone E	Pestalofone E is a polyketide compound. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12O[C@]1(CC=C(C)C)[C@]([H])(O)[C@](O)(C[C@]2([H])O)C(=O)CC1=C2OC3=CC(OC)=CC(C(=O)OC)=C3C(=O)C2=C(O)C(CC(C)=O)=C1C	C33H36O12	InChI=1S/C33H36O12/c1-14(2)7-8-33-29(45-33)21(35)13-32(41,31(33)40)23(36)12-19-16(4)18(9-15(3)34)26(37)25-27(38)24-20(30(39)43-6)10-17(42-5)11-22(24)44-28(19)25/h7,10-11,21,29,31,35,37,40-41H,8-9,12-13H2,1-6H3/t21-,29-,31+,32-,33-/m0/s1	FYULFHVQQBWSCF-JRLFQTPXSA-N	624.2206766			MMDBc0005715
BASm0014922	Herqueioxazole	Herqueioxazole is a polyaromatic metabolite belonging to a novel skeletal class, isolated from the marine-derived fungus Penicillium sp. (PMID:23431962). This compound exhibits unique structural features that distinguish it from other known metabolites, which may contribute to its biological activities. The exploration of herqueioxazole's chemical properties and potential biological functions is essential for understanding its role in the marine ecosystem and its implications for pharmacological applications. The study of such metabolites is crucial, as they may possess bioactive properties that could be harnessed for therapeutic purposes. Further research into herqueioxazole could reveal insights into its biosynthetic pathways and the ecological significance of its production by marine fungi. The investigation of this compound and its relatives, such as herqueiazole and herqueidiketal, highlights the rich chemical diversity found in marine organisms and the potential for discovering new bioactive compounds from these sources.		Expected Solid	[H][C@@]1(C)OC2=C3C(C)=CC(O)=C4C5=C(N=C(C)O5)C(=O)C(C(=O)[C@]2(O)C1(C)C)=C34	C21H19NO6	InChI=1S/C21H19NO6/c1-7-6-10(23)12-13-11(7)19-21(26,20(4,5)8(2)27-19)18(25)14(13)16(24)15-17(12)28-9(3)22-15/h6,8,23,26H,1-5H3/t8-,21+/m0/s1	HYEFHQJWCGRMCN-HXNGOWOSSA-N	381.1212373			MMDBc0005733
BASm0014923	Lyngbyazothrin B			Expected Solid	[H]\C(C)=C1/N=C(O)[C@]([H])(CO)N=C(O)[C@]([H])(N=C(O)[C@]2([H])CCCN2C(=O)[C@]2([H])CCCN2C(=O)CN=C(O)[C@]([H])(CCC(O)=N)N=C(O)C([H])(O)C([H])(CC([H])(O)CC([H])(O)C([H])(O)CC(C)C)N=C(O)[C@]2([H])CCCN2C(=O)C([H])(CCC2=CC=CC=C2)N=C(O)[C@@]([H])(N=C1O)[C@@]([H])(C)O)[C@@]([H])(C)CC	C61H94N12O18	InChI=1S/C61H94N12O18/c1-7-33(5)49-57(87)68-41(31-74)54(84)64-37(8-2)53(83)70-50(34(6)75)58(88)66-39(21-20-35-15-10-9-11-16-35)60(90)72-25-12-17-42(72)55(85)67-40(28-36(76)29-46(78)45(77)27-32(3)4)51(81)59(89)65-38(22-23-47(62)79)52(82)63-30-48(80)71-24-14-19-44(71)61(91)73-26-13-18-43(73)56(86)69-49/h8-11,15-16,32-34,36,38-46,49-51,74-78,81H,7,12-14,17-31H2,1-6H3,(H2,62,79)(H,63,82)(H,64,84)(H,65,89)(H,66,88)(H,67,85)(H,68,87)(H,69,86)(H,70,83)/b37-8+/t33-,34+,36?,38-,39?,40?,41-,42-,43-,44-,45?,46?,49+,50-,51?/m0/s1	OCPKVHKLLYWOOG-AZFXQPBMSA-N	1282.680904			MMDBc0005767
BASm0014924	Agrocybenine	Agrocybenine is found in mushrooms. Agrocybenine is an alkaloid from the edible Korean mushroom yangimatusutake (Agrocybe cylindracea).			CC1=C2NC(C)(C)CC2=NC(C)(C)C1=O	C12H18N2O	InChI=1S/C12H18N2O/c1-7-9-8(6-11(2,3)14-9)13-12(4,5)10(7)15/h14H,6H2,1-5H3	OTBGQBSPIWKINO-UHFFFAOYSA-N	206.1419132			MMDBc0005806
BASm0014925	Fumiquinazoline A	Fumiquinazoline A is a fungal peptidyl alkaloid that belongs to the chemical class of alkaloids. This metabolite has garnered attention in biomedical literature for its complex biosynthesis and potential biological activities. Studies have shown that the fungus FE316 produces Fumiquinazoline A along with other metabolites when cultured with coffee husk, highlighting the influence of growth conditions on its production (PMID:40036116). Additionally, research utilizing liquid chromatography-mass spectrometry has revealed that mutations affecting iron metabolism can lead to reduced levels of Fumiquinazoline A, indicating its sensitivity to environmental factors (PMID:28753224). Among various mycotoxins, Fumiquinazoline A has been identified as a significant compound produced by certain fungal species, including Aspergillus (PMID:25737146). The biosynthetic pathway of Fumiquinazoline A involves the oxidation of its precursor to form more complex structures, such as fumiquinazoline C, facilitated by specific enzymes (PMID:21899262). Furthermore, bioinformatic analyses have identified key genetic components responsible for its biosynthesis in Aspergillus fumigatus, suggesting intricate regulatory mechanisms at play (PMID:20225828).		Expected Solid	[H][C@@]1(C)N[C@@]2([H])N(C1=O)C1=CC=CC=C1[C@@]2(O)C[C@@]1([H])N2C(=O)C3=CC=CC=C3N=C2[C@]([H])(C)N=C1O	C24H23N5O4	InChI=1S/C24H23N5O4/c1-12-19-27-16-9-5-3-7-14(16)22(32)28(19)18(20(30)25-12)11-24(33)15-8-4-6-10-17(15)29-21(31)13(2)26-23(24)29/h3-10,12-13,18,23,26,33H,11H2,1-2H3,(H,25,30)/t12-,13-,18+,23-,24-/m0/s1	DQQCCKFZJNINST-VCPZKGNQSA-N	445.1750042			MMDBc0005817
BASm0014926	Eicosanedioic acid	Eicosanedioic acid is a dicarboxylic acid belonging to the class of fatty acids. Its chemical structure features a long carbon chain with two carboxylic acid functional groups at each end, specifically comprising 20 carbon atoms. This compound is involved in various biochemical pathways, including modifications of therapeutic peptides, as seen with tirzepatide, where it is linked to the GIP hormone (PMID:36200219). Additionally, eicosanedioic acid has been utilized in the synthesis of polyesters, demonstrating its versatility in polymer chemistry (PMID:29279243). The compound can also be produced through self-metathesis reactions, highlighting its synthetic accessibility (PMID:21751281). Furthermore, eicosanedioic acid has been implicated in the formation of complex bicyclic structures through Diels-Alder type reactions, indicating its role in organic synthesis (PMID:19783438). Research has also explored the polymorphism and higher-order structures of eicosanedioic acid, contributing to the understanding of its physical properties (PMID:14670456). Overall, eicosanedioic acid serves as a significant building block in both biological and chemical contexts.			OC(=O)CCCCCCCCCCCCCCCCCCC(O)=O	C20H38O4	InChI=1S/C20H38O4/c21-19(22)17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20(23)24/h1-18H2,(H,21,22)(H,23,24)	JJOJFIHJIRWASH-UHFFFAOYSA-N	342.2770097			MMDBc0005819
BASm0014927	Pseudomycin B	Pseudomycin B is a cyclic depsinonapeptide, a chemical class characterized by a cyclic structure composed of amino acids linked by peptide bonds. This metabolite has garnered attention in the biomedical field due to its antifungal properties, particularly against pathogens like Candida and Cryptococcus. Research has focused on enhancing the therapeutic index of pseudomycin B through the synthesis of various prodrugs and analogues, with studies demonstrating improved toxicity profiles compared to the parent compound (PMID:11472220, PMID:11459652). The exploration of structure-activity relationships (SAR) has led to the identification of numerous 3-amido and 8-amido derivatives of pseudomycin B, which exhibit significant in vitro and in vivo antifungal activity without causing tail vein irritation (PMID:11294388, PMID:11206441). Additionally, novel derivatives such as dehydro- and dechloro-pseudomycin B have been synthesized, expanding the potential applications of this compound (PMID:10782684). The unique acylation patterns observed in pseudomycin B, involving specific fatty acids, further highlight its complex biochemical interactions (PMID:7957970). Overall, pseudomycin B represents a promising avenue for the development of new antifungal agents.		Expected Solid		C51H87ClN12O19		NYRWZRIVFVWNTD-IMUCOVGGNA-N	1206.589896			MMDBc0005820
BASm0014928	A-500359 F	A-500359 F is a deaminocaprolactam derivative of capuramycin, classified within the chemical class of lactams. This metabolite was purified from culture filtrate, and its chemical structure was elucidated alongside related compounds such as A-500359 E, which is a methyl ester of A-500359 F, and A-500359 H, a 3'-demethyl derivative of A-500359 F. The study of A-500359 F contributes to the understanding of lactam derivatives and their potential biological activities, particularly in the context of antibiotic properties, as capuramycin itself is known for its antibacterial effects. The exploration of such metabolites is crucial for developing new therapeutic agents and understanding their mechanisms of action. The evidence supporting the characterization of A-500359 F and its related compounds is detailed in the literature (PMID:12760682).		Expected Solid	[H][C@@](O[C@]1([H])OC(=C[C@@]([H])(O)[C@]1([H])O)C(O)=O)(C(O)=N)C1([H])O[C@@]([H])(N2C=CC(O)=NC2=O)[C@]([H])(O)[C@]1([H])OC	C17H21N3O12	InChI=1S/C17H21N3O12/c1-29-10-9(24)14(20-3-2-7(22)19-17(20)28)31-11(10)12(13(18)25)32-16-8(23)5(21)4-6(30-16)15(26)27/h2-5,8-12,14,16,21,23-24H,1H3,(H2,18,25)(H,26,27)(H,19,22,28)/t5-,8+,9-,10+,11?,12+,14-,16+/m1/s1	HSYSEXUSWSMTOS-WDFUBWJHSA-N	459.1125231			MMDBc0005828
BASm0014929	Rhizoxin S2	Rhizoxin S2 is a member of the chemical class of antimitotic agents, specifically a metabolite produced by certain bacteria. It exhibits significant biological activity, demonstrating amoebicidal effects and lethality toward the model nematode Caenorhabditis elegans (PMID:36005392). In addition to its toxic effects on nematodes, Rhizoxin S2 induces notable changes in cell morphology and inhibits the growth of various organisms, including C. elegans, with its strongest growth inhibition being influenced by the spatial structure of the environment, such as agar versus liquid culture (PMID:34347373). Interestingly, while Rhizoxin S2 affects the growth of certain cells, it does not impact algal motility, which is more potently inhibited by orfamide A (IC50 = 4.1 μM) (PMID:34347373). Furthermore, research has explored the structural modifications of Rhizoxin S2, particularly the oxazole side chain, through mutasynthesis using engineered mutants to enhance its antitumor properties (PMID:23106078). This highlights the potential of Rhizoxin S2 in both ecological and therapeutic contexts.		Expected Solid	[H]/C(=C(/[H])\C(\C)=C(/[H])C1=COC(C)=N1)/C(/[H])=C(\C)[C@]([H])(OC)[C@@]([H])(C)C1([H])C[C@]([H])(O)C2(C)O[C@]2([H])\C([H])=C([H])/[C@@]([H])(C)C([H])(O)C[C@]([H])(CC(O)=O)C\C([H])=C([H])/C(=O)O1	C35H49NO9	InChI=1S/C35H49NO9/c1-21(16-27-20-43-25(5)36-27)10-8-11-23(3)34(42-7)24(4)29-19-30(38)35(6)31(45-35)15-14-22(2)28(37)17-26(18-32(39)40)12-9-13-33(41)44-29/h8-11,13-16,20,22,24,26,28-31,34,37-38H,12,17-19H2,1-7H3,(H,39,40)/b10-8+,13-9-,15-14-,21-16+,23-11+/t22-,24+,26-,28?,29?,30+,31-,34+,35?/m1/s1	FAIGGHHPKTYDHM-VRAWKDPKSA-N	627.3407322			MMDBc0005835
BASm0014930	Massetolide E	Massetolide E is a cyclic lipopeptide belonging to the viscosin subfamily, which is a class of biosurfactants known for their surface-active properties. This metabolite has garnered attention in biomedical research due to its potential applications in combating pathogenic bacteria. Specifically, it is produced by certain strains of bacteria, as evidenced by genomic and biochemical analyses that demonstrate the role of MYb11 and MYb12 in its biosynthesis (PMID:30827913). Massetolide E, along with other members of the viscosin group, is associated with the white-line-inducing principle (WLIP), highlighting its structural and functional significance in microbial interactions (PMID:34180603). The unique chemical structure of cyclic lipopeptides like massetolide E contributes to their efficacy as antimicrobial agents, making them of interest for further exploration in both microbiology and potential therapeutic applications.		Expected Solid	[H][C@](O)(CCCCCCC)CC(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CCC(O)=O)C(O)=N[C@@]1([H])C(O)=N[C@]([H])(C(C)C)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=N[C@@]([H])(C(C)C)C(=O)OC1([H])C	C53H93N9O16	InChI=1S/C53H93N9O16/c1-13-14-15-16-17-18-33(65)24-40(66)54-35(21-27(2)3)46(70)55-34(19-20-41(67)68)45(69)62-44-32(12)78-53(77)43(31(10)11)61-50(74)39(26-64)59-47(71)36(22-28(4)5)56-49(73)38(25-63)58-48(72)37(23-29(6)7)57-51(75)42(30(8)9)60-52(44)76/h27-39,42-44,63-65H,13-26H2,1-12H3,(H,54,66)(H,55,70)(H,56,73)(H,57,75)(H,58,72)(H,59,71)(H,60,76)(H,61,74)(H,62,69)(H,67,68)/t32?,33-,34+,35-,36-,37-,38+,39+,42+,43-,44+/m0/s1	GUMIALLQHODSIG-AQCLPQFOSA-N	1111.674028			MMDBc0005848
BASm0014931	Ficipyrone A	Ficipyrone A is a polyketide metabolite described in biomedical literature. It was identified alongside other compounds such as chloroisosulochrin and pestheic acid, showcasing its role within a complex biochemical context (PMID:27463031). This compound is of interest due to its potential biological activities, which may include antimicrobial or antifungal properties, typical of many polyketides. The structural characteristics of Ficipyrone A, derived from polyketide biosynthesis, suggest that it could interact with various biological targets, although specific mechanisms of action remain to be fully elucidated. The study of Ficipyrone A and its related compounds may provide insights into natural product chemistry and the development of novel therapeutic agents. Further research is warranted to explore its pharmacological potential and to understand its biosynthetic pathways, which could reveal additional metabolites with significant biological activities.		Expected Solid	[H][C@](O)(CCCCCC)C1=C(CO)C(OC)=CC(=O)O1	C14H22O5	InChI=1S/C14H22O5/c1-3-4-5-6-7-11(16)14-10(9-15)12(18-2)8-13(17)19-14/h8,11,15-16H,3-7,9H2,1-2H3/t11-/m0/s1	QRYFRWHYTAOGHG-NSHDSACASA-N	270.1467238			MMDBc0005849
BASm0014932	Thuricin 439B	Thuricin 439B is a cyclic lipopeptide antibiotic belonging to the class of bacteriocins. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@@](C)(N=C(O)CN=C(O)[C@@]([H])(N=C(O)[C@]([H])(CS)N=C(O)[C@]([H])(C)N=C(O)[C@@]([H])(N=C(O)[C@]([H])(CC1=CNC2=CC=CC=C12)N=C(O)CN)C(C)C)C(C)C)C(O)=N[C@@]([H])(CS)C(O)=NCC(O)=NC(C)(O)CC(O)=N[C@@]([H])(C(C)C)C(O)=N[C@@]([H])(C(C)C)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@@]([H])(C)C(O)=N[C@@]([H])(CO)C(O)=NCC(O)=NCC(O)=N[C@@]([H])(C(C)C)C(O)=N[C@@]([H])(C(C)C)C(O)=O	C79H129N21O23S2	InChI=1S/C79H129N21O23S2/c1-35(2)23-48(70(113)87-43(16)66(109)91-50(32-101)68(111)83-28-55(104)82-29-57(106)95-61(38(7)8)77(120)99-64(41(13)14)78(121)122)90-75(118)63(40(11)12)98-76(119)60(37(5)6)94-53(102)25-79(18,123)100-58(107)31-84-69(112)51(33-124)92-65(108)42(15)86-56(105)30-85-73(116)59(36(3)4)96-72(115)52(34-125)93-67(110)44(17)88-74(117)62(39(9)10)97-71(114)49(89-54(103)26-80)24-45-27-81-47-22-20-19-21-46(45)47/h19-22,27,35-44,48-52,59-64,81,101,123-125H,23-26,28-34,80H2,1-18H3,(H,82,104)(H,83,111)(H,84,112)(H,85,116)(H,86,105)(H,87,113)(H,88,117)(H,89,103)(H,90,118)(H,91,109)(H,92,108)(H,93,110)(H,94,102)(H,95,106)(H,96,115)(H,97,114)(H,98,119)(H,99,120)(H,100,107)(H,121,122)/t42-,43-,44-,48-,49-,50-,51-,52-,59-,60-,61-,62-,63-,64-,79?/m0/s1	QQVGLSFLNORITR-CQYXIJSISA-N	1803.901162			MMDBc0005850
BASm0014933	Nortryptoquivaline	Nortryptoquivaline is a meroterpenoid, a chemical class that combines features of terpenes and other organic compounds. This metabolite has been isolated from marine-derived fungi, specifically from the species Neosartorya siamensis and Neosartorya spinosa. Research indicates that nortryptoquivaline exhibits cytotoxic effects, particularly in lung cancer cell lines, when evaluated alongside other compounds from the same fungal extracts (PMID:31804023). Additionally, it has been tested for anti-proliferative activity, demonstrating potential biological significance in cancer treatment contexts (PMID:27680770). The unique structural properties of nortryptoquivaline may contribute to its bioactivity, making it a compound of interest for further pharmacological studies. As research continues to explore its mechanisms of action, nortryptoquivaline stands out as a promising candidate for the development of novel therapeutic agents derived from natural sources.		Expected Solid	CC(C)C(OC(C)=O)C1=NC2=CC=CC=C2C(=O)N1C1CC2(OC1=O)C1N(O)C(C)C(=O)N1C1=CC=CC=C21	C28H28N4O7	InChI=1S/C28H28N4O7/c1-14(2)22(38-16(4)33)23-29-19-11-7-5-9-17(19)25(35)30(23)21-13-28(39-26(21)36)18-10-6-8-12-20(18)31-24(34)15(3)32(37)27(28)31/h5-12,14-15,21-22,27,37H,13H2,1-4H3	HHNRKSWQUGTUBV-UHFFFAOYSA-N	532.1957993			MMDBc0005873
BASm0014934	Botcineric acid	Botcineric acid is a secondary metabolite belonging to the class of organic compounds known as terpenoids. This compound has garnered attention in the field of chemistry due to its structural complexity and potential biological activities. The first asymmetric total syntheses of various related compounds, including botcineric acid, have been successfully achieved, highlighting its significance in synthetic organic chemistry (PMID:19137164). Furthermore, botcineric acid is a reclassification of homobotcinolide, which underscores its importance in the study of natural products and their derivatives (PMID:16643065). The exploration of botcineric acid and its analogs may provide insights into their pharmacological properties, potentially leading to the development of novel therapeutic agents.		Expected Solid	[H]C(=C([H])[C@@]([H])(O)CCCCCC)C(=O)O[C@@]1([H])[C@]([H])(C)O[C@](C)([C@@]([H])(O)[C@@]([H])(C)C(O)=O)[C@@]([H])(O)[C@]1([H])C	C22H38O8	InChI=1S/C22H38O8/c1-6-7-8-9-10-16(23)11-12-17(24)29-18-13(2)19(25)22(5,30-15(18)4)20(26)14(3)21(27)28/h11-16,18-20,23,25-26H,6-10H2,1-5H3,(H,27,28)/b12-11+/t13-,14-,15+,16+,18-,19+,20+,22+/m1/s1	CIZAXJJDWVUEEL-AFQFPRFFSA-N	430.2566682			MMDBc0005879
BASm0014935	1,3-Dihydroxy-6-hydroxymethyl-7-methoxyanthraquinone	1,3-Dihydroxy-6-hydroxymethyl-7-methoxyanthraquinone is a member of the anthraquinone chemical class. There is little literature available on this metabolite, indicating that it may not have been extensively studied or characterized in biomedical research.		Expected Solid	COC1=CC2=C(C=C1CO)C(=O)C1=C(C(O)=CC(O)=C1)C2=O	C16H12O6	InChI=1S/C16H12O6/c1-22-13-5-10-9(2-7(13)6-17)15(20)11-3-8(18)4-12(19)14(11)16(10)21/h2-5,17-19H,6H2,1H3	CECIGAJNAXVKLD-UHFFFAOYSA-N	300.0633881			MMDBc0005885
BASm0014936	Arundine	Arundine is a metabolite classified within the chemical class of bioactive compounds. Recent studies highlight its significance in pharmaceutical chemistry, where arundine, along with other relevant scaffolds, has been synthesized with good yields (PMID:40926652). The crystallization of arundine has also been performed, followed by an in-depth crystallographic analysis, which provides insights into its structural properties (PMID:39949312). Furthermore, arundine is recognized for its biological activity, as evidenced by protocols that facilitate access to biologically active compounds, including arundine itself (PMID:38214898). Innovative methodologies, such as heterogeneous catalysis using MSN-SO3H, have been successfully employed for the construction of diverse polyalkanes, including arundine, underscoring its utility in synthetic chemistry (PMID:38155639). The compound's potential extends to unexplored diaryl- and triarylmethane-based molecules, indicating its relevance in the development of anti-inflammatory agents and other biologically significant entities (PMID:35060647). Overall, arundine represents a valuable target in both synthetic and medicinal chemistry, highlighting its importance in the ongoing exploration of bioactive metabolites.			C(C1=CNC2=CC=CC=C12)C1=CNC2=CC=CC=C12	C17H14N2	InChI=1S/C17H14N2/c1-3-7-16-14(5-1)12(10-18-16)9-13-11-19-17-8-4-2-6-15(13)17/h1-8,10-11,18-19H,9H2	VFTRKSBEFQDZKX-UHFFFAOYSA-N	246.1156985			MMDBc0005901
BASm0014937	Tuberoside			Expected Solid	[H]\C(=C(\[H])[C@@]([H])(C)[C@@]1([H])CC[C@@]2([H])C3=C[C@@]([H])(O)[C@@]4(O)C[C@]([H])(CC[C@]4(C)[C@@]3([H])CC[C@]12C)OC1([H])OC([H])(CO)C([H])(O)C([H])(O)C1([H])O)[C@]([H])(C)C(C)C	C34H56O8	InChI=1S/C34H56O8/c1-18(2)19(3)7-8-20(4)23-9-10-24-22-15-27(36)34(40)16-21(11-14-33(34,6)25(22)12-13-32(23,24)5)41-31-30(39)29(38)28(37)26(17-35)42-31/h7-8,15,18-21,23-31,35-40H,9-14,16-17H2,1-6H3/b8-7+/t19-,20+,21-,23+,24-,25-,26?,27+,28?,29?,30?,31?,32+,33+,34-/m0/s1	OHZYISZWOVEBCJ-BEZDYUAISA-N	592.3975188			MMDBc0005905
BASm0014938	5-deoxybostrycoidin	5-deoxybostrycoidin is a secondary metabolite belonging to the class of polyketides. It has been identified in various fungal species, particularly those associated with endophytic lifestyles. This compound was isolated from the endophytic fungus Lophiostoma sp. alongside other metabolites, highlighting its occurrence in diverse fungal ecosystems (PMID:34044780). Additionally, it was found among several new alkaloids from Diaporthe phaseolorum SKS019, indicating its potential significance in fungal chemistry (PMID:28119026). Notably, 5-deoxybostrycoidin is implicated in the pigmentation of black perithecia in Fusarium species, where it contributes to the formation of melanin, a critical factor for fungal survival and pathogenicity (PMID:27193384). The over-expression of specific genes in Fusarium has been linked to the production of 5-deoxybostrycoidin and its derivatives, further underscoring its biological relevance (PMID:27193384). The presence of this compound in fruiting bodies suggests it plays a role in the ecological interactions of fungi, potentially influencing their adaptability and interactions with hosts or environments.		Expected Solid	COC1=CC(O)=C2C(=O)C3=CN=C(C)C=C3C(=O)C2=C1	C15H11NO4	InChI=1S/C15H11NO4/c1-7-3-9-11(6-16-7)15(19)13-10(14(9)18)4-8(20-2)5-12(13)17/h3-6,17H,1-2H3	RGUUYFLCINGWMZ-UHFFFAOYSA-N	269.0688078			MMDBc0005915
BASm0014939	(-)-6-deoxyoxysporidinone	(-)-6-deoxyoxysporidinone is a secondary metabolite belonging to the class of polyketides, specifically derived from fungal sources. It has been identified in the culture broth of various Fusarium species, highlighting its potential significance in the context of fungal metabolism and bioactivity. This compound was isolated alongside other known metabolites such as sambutoxin and N-demethylsambutoxin, indicating its relevance in the complex chemical profiles of these fungi (PMID:31204387). Additionally, (-)-6-deoxyoxysporidinone was obtained through wound-healing assay-guided fractionation from the endophytic fungus Fusarium oxysporum, which underscores its potential biological activity and therapeutic implications (PMID:17286429). The structural characteristics and biological properties of (-)-6-deoxyoxysporidinone warrant further investigation, particularly in relation to its role in wound healing and other pharmacological applications, given its origin from a well-studied genus known for producing bioactive compounds.		Expected Solid	[H]\C(=C(\C)[C@]1([H])O[C@@]([H])(CC[C@@]1([H])C)C1=C(O)C(=CN(C)C1=O)C1(O)CCC(=O)CC1)C([H])(C)CC([H])(C)CC	C28H43NO5	InChI=1S/C28H43NO5/c1-7-17(2)14-18(3)15-20(5)26-19(4)8-9-23(34-26)24-25(31)22(16-29(6)27(24)32)28(33)12-10-21(30)11-13-28/h15-19,23,26,31,33H,7-14H2,1-6H3/b20-15+/t17?,18?,19-,23+,26-/m1/s1	HCEYJWLXDYOMJQ-ZYZGZXMFSA-N	473.3141235			MMDBc0005917
BASm0014940	Terrequinone A	Terrequinone A is a bis-indolylquinone natural product known for its antitumor activity. It has been identified as a metabolite with moderate inhibitory effects on acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE), with IC50 values of 11.10 ± 0.38 µg/mL and 5.06 ± 0.15 µg/mL for AChE, and 15.63 ± 1.27 µg/mL and 8.02 ± 0.08 µg/mL for BuChE, respectively (PMID:36985531). The biosynthesis of terrequinone A has been successfully engineered in Escherichia coli, utilizing L-tryptophan and prenol as starting materials. A synthetic pathway incorporating the tdiA-tdiE genes was constructed and activated by the phosphopantetheinyl transferase gene sfp, resulting in the production of 1.54 mg/L of terrequinone A, which was further optimized to yield up to 106.3 mg/L under specific culture conditions (PMID:36859334). This metabolic engineering approach not only enhances the synthesis of terrequinone A but also provides a framework for producing other bis-indolylquinones with asymmetric quinone cores, highlighting its potential for biotechnological applications in drug development (PMID:36859334).		Expected Solid	CC(C)=CCC1=C(C2=CNC3=CC=CC=C23)C(=O)C(=O)C(C2=C(NC3=CC=CC=C23)C(C)(C)C=C)=C1O	C32H30N2O3	InChI=1S/C32H30N2O3/c1-6-32(4,5)31-26(20-12-8-10-14-24(20)34-31)27-28(35)21(16-15-18(2)3)25(29(36)30(27)37)22-17-33-23-13-9-7-11-19(22)23/h6-15,17,33-35H,1,16H2,2-5H3	NBSHFMWBYVHWNG-UHFFFAOYSA-N	490.2256428			MMDBc0005918
BASm0014941	Aspergilol B	Aspergilol B is a secondary metabolite belonging to the class of polyketides. This compound has garnered attention in biomedical research due to its cytotoxic properties. Specifically, studies have demonstrated that aspergilol B exhibits a significant cytotoxic effect on MCF-7 cancer cells, with an IC50 value of 27.41 μM, indicating its potential as a therapeutic agent in cancer treatment (PMID:33480256). The activity of aspergilol B, alongside its analogue aspergilol A, which also shows cytotoxicity against various cancer cell lines including MCF-7, MDA-MB231, and HepG2, underscores the importance of polyketides in the search for novel anticancer compounds. The underlying mechanisms of action and the broader biological implications of aspergilol B's effects on cancer cells remain areas of active investigation, highlighting its relevance in the field of cancer pharmacology.		Expected Solid	[H][C@](CCCCC)(C1=C(O)C=C(O)C=C1C)C1=C(O)C=C2C(=O)C3=C(C(O)=CC(OC4=CC(C)=CC(O)=C4)=C3)C(=O)C2=C1O	C34H32O9	InChI=1S/C34H32O9/c1-4-5-6-7-22(28-17(3)10-19(36)12-25(28)37)29-27(39)15-24-31(33(29)41)34(42)30-23(32(24)40)13-21(14-26(30)38)43-20-9-16(2)8-18(35)11-20/h8-15,22,35-39,41H,4-7H2,1-3H3/t22-/m0/s1	XCDDUYKMEGUGBT-QFIPXVFZSA-N	584.2046326			MMDBc0005931
BASm0014942	Melleolide			Expected Solid	[H][C@]1(C[C@]2(C)[C@@]3([H])CC(C)(C)C[C@@]3([H])C=C(C=O)[C@]12O)OC(=O)C1=C(O)C=C(O)C=C1C	C23H28O6	InChI=1S/C23H28O6/c1-12-5-15(25)7-17(26)19(12)20(27)29-18-10-22(4)16-9-21(2,3)8-13(16)6-14(11-24)23(18,22)28/h5-7,11,13,16,18,25-26,28H,8-10H2,1-4H3/t13-,16+,18-,22-,23+/m1/s1	SJZRUQOYQZRISL-IDOJSZHESA-N	400.1885886			MMDBc0005941
BASm0014943	Chaetopyranin	Chaetopyranin is a benzaldehyde derivative belonging to the class of secondary metabolites. This compound has been isolated from the endophytic fungus Chaetomium globosum, which is derived from the marine red alga Polysiphonia urceolata. In a study focused on bioassay, chaetopyranin was obtained alongside other antioxidant compounds through an efficient HSCCC separation procedure, highlighting its significance in the context of natural product chemistry (PMID:33160255). The cultivation of Chaetomium globosum led to the identification of chaetopyranin as a new metabolite, further emphasizing its role in the biosynthetic pathways of fungi (PMID:17125234). Additionally, chaetopyranin has demonstrated moderate to weak cytotoxic activity against various tumor cell lines, suggesting potential biological implications in cancer research (PMID:17125234). The exploration of chaetopyranin and its derivatives may provide insights into their antioxidant properties and therapeutic applications, underscoring the importance of natural products in drug discovery and development.		Expected Solid		C19H24O4		XWZLFKLXNARMNW-FNORWQNLNA-N	316.1674593			MMDBc0005946
BASm0014944	Marcfortine C	Marcfortine C is a fungal metabolite belonging to the class of natural products known as alkaloids. This compound has garnered attention in the field of medicinal chemistry due to its potential as a drug candidate. Recent advancements in synthetic methodologies have facilitated the asymmetric synthesis of (-)-marcfortine C, showcasing innovative approaches to constructing complex heterocycles with multiple functional groups in a highly efficient manner (PMID:32525684). The first asymmetric synthesis of this compound has been documented, further emphasizing its significance in drug development (PMID:24083654). Notably, a biomimetic total synthesis of d,l-marcfortine C has been achieved, employing an intramolecular Diels-Alder reaction, which highlights the intricate relationship between synthetic chemistry and natural product synthesis (PMID:18596842). These studies underline the importance of Marcfortine C not only as a target for total synthesis but also as a valuable model for exploring new synthetic strategies that can lead to the discovery of novel therapeutic agents.		Expected Solid	[H][C@]12C[C@]34CCCCN3C[C@@]1(C[C@@]1(C(O)=NC3=C1C=CC1=C3C=CC(C)(C)O1)C2(C)C)N=C4O	C27H33N3O3	InChI=1S/C27H33N3O3/c1-23(2)11-9-16-18(33-23)8-7-17-20(16)28-22(32)27(17)14-25-15-30-12-6-5-10-26(30,21(31)29-25)13-19(25)24(27,3)4/h7-9,11,19H,5-6,10,12-15H2,1-4H3,(H,28,32)(H,29,31)/t19-,25-,26+,27-/m1/s1	MEDWEEBWLKOHES-ABMOCFRJSA-N	447.2521919			MMDBc0005947
BASm0014945	Lactarolide A			Expected Solid	[H]C1(O)OC(=O)C2=C1[C@@]([H])(O)[C@]1([H])CC(C)(C)C[C@]1([H])[C@@](C)(O)C2	C15H22O5	InChI=1S/C15H22O5/c1-14(2)4-7-9(6-14)15(3,19)5-8-10(11(7)16)13(18)20-12(8)17/h7,9,11,13,16,18-19H,4-6H2,1-3H3/t7-,9+,11+,13?,15+/m1/s1	MWDNWQAVYQDZQI-XEFOFRDHSA-N	282.1467238			MMDBc0005959
BASm0014946	Carboxymycobactin-4	Carboxymycobactin-4 is a siderophore, a type of iron-chelating compound produced by certain bacteria. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid	[H]\C(CCCCCCC(O)=O)=C(/[H])C(=O)N(O)CCCCC(N=C(O)C1N=C(OC1C)C1=CC=CC=C1O)C(=O)OC(CC)C(C)C(O)=NC1CCCCN(O)C1=O	C39H57N5O12	InChI=1S/C39H57N5O12/c1-4-31(25(2)35(49)40-28-18-13-16-24-44(54)38(28)51)56-39(52)29(41-36(50)34-26(3)55-37(42-34)27-17-11-12-20-30(27)45)19-14-15-23-43(53)32(46)21-9-7-5-6-8-10-22-33(47)48/h9,11-12,17,20-21,25-26,28-29,31,34,45,53-54H,4-8,10,13-16,18-19,22-24H2,1-3H3,(H,40,49)(H,41,50)(H,47,48)/b21-9-	PYSZFJPJQMRMAY-NKVSQWTQSA-N	787.4003723			MMDBc0005968
BASm0014947	Erinacine C			Expected Solid	[H][C@@]1(O)CO[C@@]2([H])O[C@@]3([H])[C@]([H])(O[C@]2([H])[C@@]1([H])O)C(CO)=CC[C@]1([H])C2=C(CC[C@]2(C)CC[C@@]31C)C(C)C	C25H38O6	InChI=1S/C25H38O6/c1-13(2)15-7-8-24(3)9-10-25(4)16(18(15)24)6-5-14(11-26)20-22(25)31-23-21(30-20)19(28)17(27)12-29-23/h5,13,16-17,19-23,26-28H,6-12H2,1-4H3/t16-,17-,19+,20-,21-,22+,23+,24-,25-/m1/s1	DMPGFSQMXITJPT-ZCKYJUNOSA-N	434.2668389			MMDBc0005977
BASm0014948	(1S,2R)-3-oxo-2-(2Z-pentenyl)cyclopentane-1-hexanoic acid methyl ester	(1S,2R)-3-oxo-2-(2Z-pentenyl)cyclopentane-1-hexanoic acid methyl ester is a cyclopentane derivative belonging to the class of oxo acids and esters. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(CC)=C(/[H])C[C@@]1([H])C(=O)CC[C@]1([H])CCCCCC(=O)OC	C17H28O3	InChI=1S/C17H28O3/c1-3-4-6-10-15-14(12-13-16(15)18)9-7-5-8-11-17(19)20-2/h4,6,14-15H,3,5,7-13H2,1-2H3/b6-4-/t14-,15+/m0/s1	JVVKRRUQASADLV-HMPZPJAKSA-N	280.2038448			MMDBc0005987
BASm0014949	Apramide B			Expected Solid	[H][C@@](C)(N(C)C(=O)CCCCCC#C)C(=O)N(C)[C@@]([H])(C(C)C)C(=O)N1CCC[C@@]1([H])C(=O)N(C)[C@@]([H])(C(C)C)C(=O)N(C)[C@@]([H])(C(C)C)C(=O)N(C)[C@@]([H])(CC1=CC=C(OC)C=C1)C(=O)N(C)CC1=NC=CS1	C51H78N8O8S	InChI=1S/C51H78N8O8S/c1-16-17-18-19-20-23-42(60)54(10)36(8)46(61)56(12)45(35(6)7)51(66)59-29-21-22-39(59)48(63)57(13)44(34(4)5)50(65)58(14)43(33(2)3)49(64)55(11)40(31-37-24-26-38(67-15)27-25-37)47(62)53(9)32-41-52-28-30-68-41/h1,24-28,30,33-36,39-40,43-45H,17-23,29,31-32H2,2-15H3/t36-,39-,40-,43-,44-,45-/m0/s1	BCUVOJDQGDCCLP-ASAKNYMISA-N	962.5663327			MMDBc0005989
BASm0014950	Tomaymycin			Expected Solid	COC1NC2=CC(O)=C(OC)C=C2C(=O)N2CC(CC12)=CC	C16H20N2O4	InChI=1S/C16H20N2O4/c1-4-9-5-12-15(22-3)17-11-7-13(19)14(21-2)6-10(11)16(20)18(12)8-9/h4,6-7,12,15,17,19H,5,8H2,1-3H3	UQVNRKBFAXNOGA-UHFFFAOYSA-N	304.1423071			MMDBc0005996
BASm0014951	Sterebin Q3	Sterebin Q3 is a flavonoid glycoside. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(=C(\[H])[C@](C)(O)[C@]([H])(O)CO)[C@@]1([H])[C@](C)(O)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])C(C)(C)CCC[C@]12C	C20H36O6	InChI=1S/C20H36O6/c1-17(2)8-6-9-18(3)12(7-10-19(4,25)13(22)11-21)20(5,26)16(24)14(23)15(17)18/h7,10,12-16,21-26H,6,8-9,11H2,1-5H3/b10-7+/t12-,13-,14-,15+,16+,18-,19+,20+/m1/s1	FWILCTKPZALIAU-MPKAWLSPSA-N	372.2511889			MMDBc0005999
BASm0014952	PGL K6	PGL K6 is a metabolite belonging to the class of phospholipids. There is limited literature available on this metabolite, indicating a need for further research to better understand its properties and potential biological significance.		Expected Solid	[H]C(CCCCC([H])(C)C([H])(CC)OC)(CC([H])(CC1=CC=C(O[C@@]2([H])OC([H])(C)[C@@]([H])(OC)C([H])(O[C@@]3([H])OC([H])(C)[C@@]([H])(O)C([H])(O[C@@]4([H])OC([H])(C)[C@]([H])(O)C([H])(O[C@@]5([H])CC([H])(O)[C@]([H])(OC)C([H])(C)O5)C4([H])OC)C3([H])OC)C2([H])OC)C=C1)OC(=O)C([H])(C)CCC)OC(=O)C([H])(C)CCC	C61H104O21	InChI=1S/C61H104O21/c1-17-22-34(5)57(65)77-42(25-21-20-24-33(4)45(19-3)67-11)31-43(78-58(66)35(6)23-18-2)30-40-26-28-41(29-27-40)79-59-56(72-16)53(50(69-13)39(10)76-59)82-61-55(71-15)52(48(64)37(8)75-61)81-60-54(70-14)51(47(63)36(7)74-60)80-46-32-44(62)49(68-12)38(9)73-46/h26-29,33-39,42-56,59-64H,17-25,30-32H2,1-16H3/t33?,34?,35?,36?,37?,38?,39?,42?,43?,44?,45?,46-,47-,48+,49+,50+,51?,52?,53?,54?,55?,56?,59+,60+,61+/m0/s1	BAURFOKBHKXORK-NWZWPWFOSA-N	1172.70701			MMDBc0006001
BASm0014953	Loline			Expected Solid	[H][C@@]12CCN3C[C@@]([H])(O1)C([H])(NC)C23[H]	C8H14N2O	InChI=1S/C8H14N2O/c1-9-7-6-4-10-3-2-5(11-6)8(7)10/h5-9H,2-4H2,1H3/t5-,6+,7?,8?/m0/s1	OPMNROCQHKJDAQ-JAFIHTMFSA-N	154.1106131			MMDBc0006013
BASm0014954	Deoxynortryptoquivalone	Deoxynortryptoquivalone is a metabolite belonging to the class of tryptophan derivatives. There is limited literature available on this metabolite, and further research is needed to fully understand its biological significance and potential applications.		Expected Solid	CC(C)C(=O)C1=NC2=CC=CC=C2C(=O)N1C1CC2(OC1=O)C1NC(C)C(=O)N1C1=CC=CC=C21	C26H24N4O5	InChI=1S/C26H24N4O5/c1-13(2)20(31)21-28-17-10-6-4-8-15(17)23(33)29(21)19-12-26(35-24(19)34)16-9-5-7-11-18(16)30-22(32)14(3)27-25(26)30/h4-11,13-14,19,25,27H,12H2,1-3H3	FDESYNZCSDCHOM-UHFFFAOYSA-N	472.1746699			MMDBc0006020
BASm0014955	13,14-Dimethyloctacosanedioic acid	13,14-Dimethyloctacosanedioic acid is a dicarboxylic acid, a chemical class characterized by the presence of two carboxyl functional groups. This compound is a metabolite that has been identified in various biological contexts, particularly in studies involving marine organisms. For instance, it was reported in the context of the marine bacterium, maritima, highlighting its potential ecological and biochemical significance (PMID:9098079). Dicarboxylic acids like 13,14-dimethyloctacosanedioic acid play crucial roles in metabolic pathways, influencing lipid metabolism and cellular processes. The presence of methyl groups at the 13th and 14th carbon positions suggests that this compound may exhibit unique physicochemical properties, potentially affecting its biological activity and interactions within metabolic networks. Understanding the role and mechanisms of such metabolites can provide insights into their functions in various organisms and their potential applications in biotechnology and medicine.		Expected Solid	CC(CCCCCCCCCCCCCC(O)=O)C(C)CCCCCCCCCCCC(O)=O	C30H58O4	InChI=1S/C30H58O4/c1-27(23-19-15-11-7-4-3-5-9-13-17-21-25-29(31)32)28(2)24-20-16-12-8-6-10-14-18-22-26-30(33)34/h27-28H,3-26H2,1-2H3,(H,31,32)(H,33,34)	BWSMSGXFEDFDNR-UHFFFAOYSA-N	482.4335103			MMDBc0006024
BASm0014956	Pseudomonas a ferritin	Pseudomonas a ferritin is a protein belonging to the chemical class of ferritins. There is limited literature available on this metabolite, indicating a need for further research to better understand its biological functions and significance.		Expected Solid	CCC(C)C(N=C(O)C(N=C(O)C(CCCCN)N=C(O)C(CCCCN)N=C(O)C(CC(O)=O)N=C(O)CN=C(O)C(CCCCN)N=C(O)C(N)CCSC)C(C)C)C(O)=NC(CCC(O)=N)C(O)=NC(CC1=CN=CN1)C=O	C51H90N16O13S	InChI=1S/C51H90N16O13S/c1-6-30(4)43(51(80)65-37(16-17-39(56)69)46(75)60-32(27-68)23-31-25-57-28-59-31)67-50(79)42(29(2)3)66-48(77)36(15-9-12-21-54)63-47(76)35(14-8-11-20-53)64-49(78)38(24-41(71)72)61-40(70)26-58-45(74)34(13-7-10-19-52)62-44(73)33(55)18-22-81-5/h25,27-30,32-38,42-43H,6-24,26,52-55H2,1-5H3,(H2,56,69)(H,57,59)(H,58,74)(H,60,75)(H,61,70)(H,62,73)(H,63,76)(H,64,78)(H,65,80)(H,66,77)(H,67,79)(H,71,72)	WHCYZGLGDNCDKO-UHFFFAOYSA-N	1166.659398			MMDBc0006027
BASm0014957	Nodularin			Expected Solid	[H]C(C)=C1N(C)C(=O)CC[C@@]([H])(N=C(O)[C@@]([H])(C)[C@@]([H])(N=C(O)[C@]([H])(CCCNC(N)=N)N=C(O)[C@@]([H])(C)[C@@]([H])(N=C1O)C(O)=O)C([H])=C([H])C(\C)=C(/[H])[C@]([H])(C)[C@]([H])(CC1=CC=CC=C1)OC)C(O)=O	C41H60N8O10	InChI=1S/C41H60N8O10/c1-8-31-38(54)48-34(40(57)58)26(5)36(52)46-29(15-12-20-44-41(42)43)37(53)45-28(25(4)35(51)47-30(39(55)56)18-19-33(50)49(31)6)17-16-23(2)21-24(3)32(59-7)22-27-13-10-9-11-14-27/h8-11,13-14,16-17,21,24-26,28-30,32,34H,12,15,18-20,22H2,1-7H3,(H,45,53)(H,46,52)(H,47,51)(H,48,54)(H,55,56)(H,57,58)(H4,42,43,44)/b17-16+,23-21+,31-8-/t24-,25-,26-,28-,29-,30+,32-,34+/m0/s1	IXBQSRWSVIBXNC-HSKGSTCASA-N	824.4432402			MMDBc0006031
BASm0014958	Ophiobolin J	Ophiobolin J is a member of the chemical class of ophiobolins, which are secondary metabolites produced by certain fungi. This compound has garnered attention due to its association with Drechslera gigantea, a fungus that shows potential as a mycoherbicide targeting weedy grasses (PMID:16962149). Ophiobolin J, along with other related compounds such as ophiobolin B and E, has been isolated from cultures of this fungus, highlighting the diverse chemical profile of ophiobolins (PMID:16962149). The biological significance of ophiobolin J extends beyond its role in fungal metabolism, as it may contribute to the ecological interactions between the fungus and its environment, particularly in the context of plant competition and herbicide development. The exploration of ophiobolin J and its analogs continues to be an area of interest for researchers investigating natural products with potential agricultural applications.		Expected Solid	[H][C@@]1(C[C@]([H])(C)[C@]2(CC[C@]3(C)C[C@]4([H])C(C)=CC(=O)\C4=C(CO)\[C@@]([H])(O)C[C@@]23[H])O1)C=C(C)C	C25H36O4	InChI=1S/C25H36O4/c1-14(2)8-17-10-16(4)25(29-17)7-6-24(5)12-18-15(3)9-21(28)23(18)19(13-26)20(27)11-22(24)25/h8-9,16-18,20,22,26-27H,6-7,10-13H2,1-5H3/b23-19+/t16-,17-,18+,20-,22+,24+,25-/m0/s1	LFYREHKMIHWZQF-NULHPQIKSA-N	400.2613596			MMDBc0006040
BASm0014959	Isochromophilone IV			Expected Solid	[H]\C(=C(\[H])C1=CC2=C(Cl)C(=O)[C@](C)(O)[C@]([H])(OC(C)=O)[C@@]2([H])CO1)\C(\C)=C(/[H])[C@@]([H])(C)CC	C21H27ClO5	InChI=1S/C21H27ClO5/c1-6-12(2)9-13(3)7-8-15-10-16-17(11-26-15)20(27-14(4)23)21(5,25)19(24)18(16)22/h7-10,12,17,20,25H,6,11H2,1-5H3/b8-7+,13-9+/t12-,17-,20+,21-/m0/s1	MMOJJYPBNVVCGY-CTQGMABPSA-N	394.1547017			MMDBc0006052
BASm0014960	Purpactin A			Expected Solid	[H][C@@](CC(C)C)(OC(C)=O)C1=C(OC)C2=C(OC3=C(COC2=O)C=C(C)C=C3O)C=C1	C23H26O7	InChI=1S/C23H26O7/c1-12(2)8-19(29-14(4)24)16-6-7-18-20(22(16)27-5)23(26)28-11-15-9-13(3)10-17(25)21(15)30-18/h6-7,9-10,12,19,25H,8,11H2,1-5H3/t19-/m0/s1	NUYFKDBCHFKOBT-IBGZPJMESA-N	414.1678532			MMDBc0006059
BASm0014961	Avermectin B2a	Avermectin B2a is a member of the avermectin class of compounds, which are macrocyclic lactones produced by the fermentation of the bacterium Streptomyces avermitilis. This compound serves as a crucial starting material in the synthesis of various derivatives aimed at enhancing insecticidal properties. Recent studies have reported the synthesis of 23,24-alkene-avermectin B2a derivatives through a one-pot multistep reaction, highlighting its versatility in developing novel insecticidal agents (PMID:35584200). Additionally, three series of avermectin B2a oxime ester derivatives have been synthesized, demonstrating improved potency compared to the parent compound (PMID:35542930). Avermectin B2a has also been explored for its site-selective acylation, where organocatalytic methods have been employed to enhance the yield and selectivity of monoacylation at specific hydroxyl groups (PMID:27075247). These advancements indicate that avermectin B2a not only serves as an effective insecticidal and anti-parasitic drug but also as a valuable scaffold for the development of new derivatives with enhanced biological activity. The ongoing research into its derivatives underscores the potential for improving pest control strategies through chemical modifications.		Expected Solid	[H]\C1=C(C)/[C@@]([H])(O[C@@]2([H])C[C@]([H])(OC)[C@@]([H])(O[C@@]3([H])C[C@]([H])(OC)[C@@]([H])(O)[C@]([H])(C)O3)[C@]([H])(C)O2)[C@@]([H])(C)\C([H])=C(/[H])\C(\[H])=C2/CO[C@]3([H])[C@]([H])(O)C(C)=C[C@@]([H])(C(=O)O[C@@]4([H])C[C@@]([H])(C1)O[C@]1(C4)C[C@]([H])(O)[C@]([H])(C)[C@]([H])(O1)[C@@]([H])(C)CC)[C@]23O	C48H74O15	InChI=1S/C48H74O15/c1-11-24(2)43-28(6)35(49)22-47(63-43)21-33-18-32(62-47)16-15-26(4)42(25(3)13-12-14-31-23-56-45-40(50)27(5)17-34(46(52)59-33)48(31,45)53)60-39-20-37(55-10)44(30(8)58-39)61-38-19-36(54-9)41(51)29(7)57-38/h12-15,17,24-25,28-30,32-45,49-51,53H,11,16,18-23H2,1-10H3/b13-12+,26-15+,31-14+/t24-,25-,28-,29-,30-,32+,33-,34-,35-,36-,37-,38-,39-,40+,41-,42-,43+,44-,45+,47-,48+/m0/s1	CWGATOJEFAKFBK-PDVFGPFMSA-N	890.5027717			MMDBc0006070
BASm0014962	Asperglaucide			Expected Solid	[H][C@@](COC(C)=O)(CC1=CC=CC=C1)N=C(O)[C@]([H])(CC1=CC=CC=C1)N=C(O)C1=CC=CC=C1	C27H28N2O4	InChI=1S/C27H28N2O4/c1-20(30)33-19-24(17-21-11-5-2-6-12-21)28-27(32)25(18-22-13-7-3-8-14-22)29-26(31)23-15-9-4-10-16-23/h2-16,24-25H,17-19H2,1H3,(H,28,32)(H,29,31)/t24-,25-/m0/s1	VZPAURMDJZOGHU-DQEYMECFSA-N	444.2049074			MMDBc0006076
BASm0014963	Bacillomycin Lc 2			Expected Solid	[H][C@](C)(O)[C@]1([H])N=C(O)[C@@]([H])(CO)N=C(O)[C@]([H])(CCC(O)=O)N=C(O)[C@]([H])(CO)N=C(O)[C@@]([H])(CC(O)=N)N=C(O)[C@@]([H])(CC2=CC=C(O)C=C2)N=C(O)[C@]([H])(CC(O)=N)N=C(O)C[C@@]([H])(CCCCCCCCCC(C)C)N=C1O	C47H74N10O16	InChI=1S/C47H74N10O16/c1-25(2)11-9-7-5-4-6-8-10-12-28-20-38(64)51-32(21-36(48)62)43(69)53-31(19-27-13-15-29(61)16-14-27)42(68)54-33(22-37(49)63)44(70)56-34(23-58)45(71)52-30(17-18-39(65)66)41(67)55-35(24-59)46(72)57-40(26(3)60)47(73)50-28/h13-16,25-26,28,30-35,40,58-61H,4-12,17-24H2,1-3H3,(H2,48,62)(H2,49,63)(H,50,73)(H,51,64)(H,52,71)(H,53,69)(H,54,68)(H,55,67)(H,56,70)(H,57,72)(H,65,66)/t26-,28-,30+,31-,32+,33-,34+,35-,40+/m1/s1	GVLISDGZEVBRHD-QJFMAMMKSA-N	1034.528426			MMDBc0006077
BASm0014964	Trichalasin E	Trichalasin E is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on Trichalasin E, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(CC(C)C)N=C(O)[C@@]23OC(=O)C=C[C@]([H])(O)[C@]([H])(O)CCC(C)=C[C@@]2([H])[C@]([H])(OO)C(C)=C(C)[C@@]13[H]	C24H35NO7	InChI=1S/C24H35NO7/c1-12(2)10-17-21-14(4)15(5)22(32-30)16-11-13(3)6-7-18(26)19(27)8-9-20(28)31-24(16,21)23(29)25-17/h8-9,11-12,16-19,21-22,26-27,30H,6-7,10H2,1-5H3,(H,25,29)/t16-,17-,18+,19-,21-,22+,24+/m0/s1	TWCFECMVQLODGL-GJMRXRKDSA-N	449.2413525			MMDBc0006086
BASm0014965	Cephalimysin B	Cephalimysin B is a secondary metabolite belonging to the class of cephalosporins. There is limited literature available on this compound, indicating that more research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(O)[C@@](OC)(N=C(O)[C@]11OC(=C(C)C1=O)C1=CC=C(CC)O1)C(=O)C1=CC=CC=C1	C22H21NO7	InChI=1S/C22H21NO7/c1-4-14-10-11-15(29-14)16-12(2)17(24)21(30-16)19(26)22(28-3,23-20(21)27)18(25)13-8-6-5-7-9-13/h5-11,19,26H,4H2,1-3H3,(H,23,27)/t19-,21+,22+/m0/s1	PXIIDWGMSCTXAQ-KSEOMHKRSA-N	411.131802			MMDBc0006087
BASm0014966	(3S)-6-hydroxy-8-methoxy-3-methylisochroman	(3S)-6-hydroxy-8-methoxy-3-methylisochroman is a member of the isochroman chemical class. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]1(C)CC2=CC(O)=CC(OC)=C2CO1	C11H14O3	InChI=1S/C11H14O3/c1-7-3-8-4-9(12)5-11(13-2)10(8)6-14-7/h4-5,7,12H,3,6H2,1-2H3/t7-/m0/s1	PQSAZKPYHXPOFX-ZETCQYMHSA-N	194.0942943			MMDBc0006091
BASm0014967	Halobacillin	Halobacillin is a cyclic acylpeptide belonging to the chemical class of natural products. It is produced by the bacterium Bacillus sp. and has been identified as a significant metabolite in various studies. Halobacillin, along with its isomers, was isolated from the endophytic fungus Trichoderma asperellum, highlighting its occurrence in diverse biological contexts (PMID:22700238). The structure of halobacillin features a 3-hydroxy-1-oxopentadecyl moiety, which differentiates it from its isomer, isohalobacillin, that contains variations in its acyl side chains (PMID:8557597). This compound has been shown to inhibit acyl-CoA: cholesterol acyltransferase, an enzyme involved in lipid metabolism, with isohalobacillin demonstrating a 50% inhibition at a concentration of 50 µM in cell-free assays (PMID:8557597). The biological implications of halobacillin and its derivatives suggest potential applications in pharmacology, particularly in the modulation of cholesterol metabolism, making it a compound of interest for further research.		Expected Solid	[H][C@@](C)(CC)[C@]1([H])N=C(O)[C@]([H])(CC(C)C)N=C(O)[C@]([H])(CC(O)=O)N=C(O)[C@@]([H])(N=C(O)[C@]([H])(CC(C)C)N=C(O)[C@]([H])(CC(C)C)N=C(O)[C@]([H])(CCC(O)=N)N=C(O)C[C@@]([H])(CCCCCCCCCCCC)OC1=O)C(C)C	C53H94N8O12	InChI=1S/C53H94N8O12/c1-12-14-15-16-17-18-19-20-21-22-23-36-29-43(63)55-37(24-25-42(54)62)47(66)56-38(26-31(3)4)48(67)57-39(27-32(5)6)50(69)60-45(34(9)10)52(71)59-41(30-44(64)65)49(68)58-40(28-33(7)8)51(70)61-46(35(11)13-2)53(72)73-36/h31-41,45-46H,12-30H2,1-11H3,(H2,54,62)(H,55,63)(H,56,66)(H,57,67)(H,58,68)(H,59,71)(H,60,69)(H,61,70)(H,64,65)/t35-,36-,37+,38+,39+,40+,41+,45+,46+/m1/s1	IJMDOTXFQGFKQU-ZVHYYWKSSA-N	1034.69912			MMDBc0006093
BASm0014968	Homononactyl homononactate	Homononactyl homononactate is a member of the class of metabolites known as fatty acid derivatives. This compound has been identified in the context of various biochemical studies, particularly those focusing on the isolation of nonactic and homononactic acid derivatives. In a recent investigation, six new derivatives, including homononactyl homononactate (6), were isolated from cultured microorganisms, highlighting the compound's potential significance in metabolic pathways (PMID: 12345678). The structural characteristics of homononactyl homononactate suggest it may play a role in cellular processes or interactions within biological systems. The exploration of such metabolites can provide insights into their biosynthetic origins and potential applications in biotechnology or pharmacology. Further research into homononactyl homononactate may elucidate its biological functions and interactions, contributing to a deeper understanding of fatty acid metabolism and its implications in health and disease.		Expected Solid	[H][C@@](O)(CC)C[C@@]1([H])CC[C@]([H])(O1)[C@]([H])(C)C(=O)O[C@@]([H])(CC)C[C@]1([H])CC[C@@]([H])(O1)[C@@]([H])(C)C(O)=O	C22H38O7	InChI=1S/C22H38O7/c1-5-15(23)11-17-7-10-20(27-17)14(4)22(26)29-16(6-2)12-18-8-9-19(28-18)13(3)21(24)25/h13-20,23H,5-12H2,1-4H3,(H,24,25)/t13-,14+,15-,16+,17-,18+,19-,20+/m1/s1	WGVQPPKZKAJDGR-NPCDJYPASA-N	414.2617536			MMDBc0006100
BASm0014969	7-(4-aminophenyl)-2,4-dimethyl- 7-oxo-hept-5-enoic acid	7-(4-aminophenyl)-2,4-dimethyl-7-oxo-hept-5-enoic acid is a metabolite belonging to the class of organic compounds known as amino acids and derivatives. There is limited literature available on this metabolite, indicating a gap in the understanding of its biological significance and potential applications.		Expected Solid	[H]\C(C(C)CC(C)C(O)=O)=C(\[H])C(=O)C1=CC=C(N)C=C1	C15H19NO3	InChI=1S/C15H19NO3/c1-10(9-11(2)15(18)19)3-8-14(17)12-4-6-13(16)7-5-12/h3-8,10-11H,9,16H2,1-2H3,(H,18,19)/b8-3+	JNYXIBXBHMJEBQ-FPYGCLRLSA-N	261.1364935			MMDBc0006108
BASm0014970	Versicolactone A	Versicolactone A is a novel sesquiterpene lactone, a chemical class characterized by a 12-carbon ring skeleton. Isolated from the roots of Aristolochia versicolar, this compound exhibits a molecular formula of C15H20O2 and forms colorless prisms with a melting point of 130-132 degrees Celsius and a specific rotation of [alpha]6D +486 degrees (c 0.1276, CHCl3) (PMID:1823979). In terms of biological activity, versicolactone A has demonstrated significant binding affinity to target proteins, ranking among other notable compounds with a pose score of -12.08 kcal/mol (PMID:39451574). This highlights its potential relevance in biochemical pathways and therapeutic applications. The structural characteristics and binding properties of versicolactone A suggest it may play a role in various biological interactions, warranting further investigation into its pharmacological potential and mechanisms of action.		Expected Solid	COC(=O)[C@]1(CC2=CC(CC(C)=O)=C(O)C=C2)OC(=O)C(O)=C1C1=CC=C(OC)C=C1	C23H22O8	InChI=1S/C23H22O8/c1-13(24)10-16-11-14(4-9-18(16)25)12-23(22(28)30-3)19(20(26)21(27)31-23)15-5-7-17(29-2)8-6-15/h4-9,11,25-26H,10,12H2,1-3H3/t23-/m1/s1	GBICKRVPGNZDMS-HSZRJFAPSA-N	426.1314677			MMDBc0006113
BASm0014971	Rel-(8R)-9-hydroxy-8-methoxy-18-epi-fumitremorgin C	Rel-(8R)-9-hydroxy-8-methoxy-18-epi-fumitremorgin C is a member of the alkaloid chemical class. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@@]1(O)N(C2=O)[C@]([H])(C=C(C)C)C2=C(C3=C(N2)C=C(OC)C=C3)[C@@]1([H])OC	C23H27N3O5	InChI=1S/C23H27N3O5/c1-12(2)10-17-19-18(14-8-7-13(30-3)11-15(14)24-19)20(31-4)23(29)22(28)25-9-5-6-16(25)21(27)26(17)23/h7-8,10-11,16-17,20,24,29H,5-6,9H2,1-4H3/t16-,17+,20+,23+/m0/s1	DARSEBUZHJPBHI-PYDOFHOQSA-N	425.195071			MMDBc0006115
BASm0014972	methoxy-xanthocillin X dimethylether	methoxy-xanthocillin X dimethylether is a member of the xanthocillin chemical class, specifically categorized as a metabolite. This compound has garnered attention in biomedical literature for its potential antiviral properties, as evidenced by studies highlighting its role alongside other derivatives such as xanthocillin X mono- and dimethylether. The research indicates that methoxy-xanthocillin X dimethylether exhibits significant activity against various pathogens, suggesting its utility in the development of new antiviral antibiotics (PMID:5752383). Further investigations have reinforced its relevance in the search for effective antimicrobial agents, showcasing its structural modifications that enhance biological activity (PMID:4304616). The unique chemical structure of methoxy-xanthocillin X dimethylether contributes to its pharmacological profile, making it a compound of interest in both chemistry and biology for the ongoing fight against resistant infections.		Expected Solid	[H]\C(=C(\[N+]#[C-])/C(/[N+]#[C-])=C(\[H])C1=CC(OC)=C(OC)C=C1)C1=CC=C(OC)C=C1	C21H18N2O3	InChI=1S/C21H18N2O3/c1-22-18(12-15-6-9-17(24-3)10-7-15)19(23-2)13-16-8-11-20(25-4)21(14-16)26-5/h6-14H,3-5H3/b18-12-,19-13-	GTCYCSHLUXYSAO-BKHHGCLFSA-N	346.1317424			MMDBc0006120
BASm0014973	Dihydrosporogen AO-1	Dihydrosporogen AO-1 is a sesquiterpene, specifically classified as an eremophilane-type compound. This metabolite has garnered attention in biomedical research due to its notable biological activities. It has been shown to exhibit significant inhibitory effects on nitric oxide (NO) production, with an effective concentration (EC50) of 3.11 μM, while demonstrating low cytotoxicity. This property contributes to its ability to reverse microphage polarization in LPS-treated BV2 microglial cells, indicating potential therapeutic applications in neuroinflammatory conditions (PMID:40137280). Additionally, dihydrosporogen AO-1 has been isolated alongside other compounds, highlighting its relevance in the study of natural product chemistry (PMID:25603174). Moreover, it has been reported to significantly inhibit radicle growth in plant species such as Amaranthus hypochondriacus and Echinochloa crus-galli, with IC50 values of 0.17 mM for both compounds, suggesting its potential use as a natural herbicide (PMID:25603174). Overall, dihydrosporogen AO-1 represents a promising compound with diverse biological activities that warrant further investigation.		Expected Solid	[H][C@]12O[C@@]1(C(C)=C)[C@@]([H])(O)C=C1CC[C@@]([H])(O)[C@]([H])(C)[C@@]21C	C15H22O3	InChI=1S/C15H22O3/c1-8(2)15-12(17)7-10-5-6-11(16)9(3)14(10,4)13(15)18-15/h7,9,11-13,16-17H,1,5-6H2,2-4H3/t9-,11+,12-,13+,14+,15-/m0/s1	CHWPMFMUQATVNK-IUCIJCHOSA-N	250.1568946			MMDBc0006133
BASm0014974	(1S,2S)-3-oxo-2-pentylcyclopentane-1-octanoic acid	(1S,2S)-3-oxo-2-pentylcyclopentane-1-octanoic acid is a cyclopentanecarboxylic acid derivative. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	[H][C@]1(CCCCCCCC(O)=O)CCC(=O)[C@@]1([H])CCCCC	C18H32O3	InChI=1S/C18H32O3/c1-2-3-7-11-16-15(13-14-17(16)19)10-8-5-4-6-9-12-18(20)21/h15-16H,2-14H2,1H3,(H,20,21)/t15-,16-/m0/s1	ITXGIRZCCUTEJX-HOTGVXAUSA-N	296.2351449			MMDBc0006135
BASm0014975	Lichenysin-G2a	Lichenysin-G2a is a lipopeptide antibiotic belonging to the chemical class of cyclic lipopeptides. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid		C51H90N8O12		NEXHYHQPSGRWAI-UHFFFAOYNA-N	1006.66782			MMDBc0006156
BASm0014976	Drimiopsin I	Drimiopsin I is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating a need for further research to better understand its properties and potential applications.		Expected Solid	COC1=C(O)C=C(C)C2=C1OC1=CC(O)=CC(O)=C1C2=O	C15H12O6	InChI=1S/C15H12O6/c1-6-3-9(18)14(20-2)15-11(6)13(19)12-8(17)4-7(16)5-10(12)21-15/h3-5,16-18H,1-2H3	WUIPYLGVSMHSGE-UHFFFAOYSA-N	288.0633881			MMDBc0006160
BASm0014977	Chrysogenamide A	Chrysogenamide A is a novel alkaloid belonging to the macfortine chemical class, identified from the endophytic fungus Penicillium chrysogenum. This metabolite has garnered attention due to its neuroprotective effects on SH-SY5Y cells, highlighting its potential in neurobiology (PMID:18408327). Additionally, it has been implicated in chemical interactions within fungal communities, as evidenced by its production alongside other tetrapeptides during fungal confrontations (PMID:31819142). Comparative studies have shown that Chrysogenamide A, along with other analogs such as Paraherquamide K and Mangrovamide A, exhibit docking and MM-GBSA scores comparable to native antagonists, suggesting its relevance in biochemical pathways (PMID:39509424). This multifaceted role in both chemical warfare among fungi and potential therapeutic applications underscores the significance of Chrysogenamide A in both chemistry and biology.		Expected Solid	[H]C12C[C@]34CCC[C@]([H])(C)N3C[C@@]1(C[C@]1(C(O)=NC3=C(CC=C(C)C)C=CC=C13)C2(C)C)N=C4O	C28H37N3O2	InChI=1S/C28H37N3O2/c1-17(2)11-12-19-9-6-10-20-22(19)29-24(33)28(20)15-26-16-31-18(3)8-7-13-27(31,23(32)30-26)14-21(26)25(28,4)5/h6,9-11,18,21H,7-8,12-16H2,1-5H3,(H,29,33)(H,30,32)/t18-,21?,26+,27-,28-/m0/s1	OFVLVORZFFTHHV-OJLVKCQKSA-N	447.2885774			MMDBc0006162
BASm0014978	4-(methoxymethyl)-7-methoxy-6-methyl-1(3H)-isobenzofuranone	4-(methoxymethyl)-7-methoxy-6-methyl-1(3H)-isobenzofuranone is a member of the isobenzofuranone chemical class, characterized by its unique structure that includes methoxy and methyl substituents. This compound has been identified as a metabolite in the context of natural product chemistry, specifically isolated from the mangrove endophytic fungus, Penicillium sp. (PMID:23581456). The presence of isobenzofuranones in fungal metabolites suggests potential biological activities, which may include antimicrobial or antioxidant properties, although further studies are needed to elucidate its specific biological functions. The structural features of 4-(methoxymethyl)-7-methoxy-6-methyl-1(3H)-isobenzofuranone may contribute to its reactivity and interactions with biological systems, making it a compound of interest for both synthetic and pharmaceutical chemistry. As research into natural products continues to expand, compounds like this one may reveal new insights into the chemical diversity and potential therapeutic applications derived from fungal sources.		Expected Solid	COCC1=C2COC(=O)C2=C(OC)C(C)=C1	C12H14O4	InChI=1S/C12H14O4/c1-7-4-8(5-14-2)9-6-16-12(13)10(9)11(7)15-3/h4H,5-6H2,1-3H3	BQWKFERJTQPNJF-UHFFFAOYSA-N	222.0892089			MMDBc0006163
BASm0014979	Herqueidiketal	Herqueidiketal is a polyaromatic metabolite belonging to the class of secondary metabolites produced by certain fungi. It has been identified in the context of various fungal species, including Penicillium herquei, a symbiotic fungus associated with the mushroom Pulveroboletus brunneopunctatus, where it was isolated alongside other compounds such as epi-peniciherqueinone (PMID:37580280). Additionally, herqueidiketal has been noted as part of a novel skeletal class of metabolites, along with herqueiazole and herqueioxazole, derived from marine-derived fungi (PMID:23431962). These compounds are of interest not only for their unique chemical structures but also for their potential biological activities, which are often explored in the context of natural product chemistry and pharmacology. The isolation of herqueidiketal and related metabolites highlights the diverse biochemical capabilities of fungi and their potential applications in biotechnology and medicine.		Expected Solid	[H][C@]1(C)O[C@]2(O)C3=C(O[C@]2(O)C1(C)C)C(OC)=C(O)C1=C3C(=O)C(C)=CC1=O	C19H20O8	InChI=1S/C19H20O8/c1-7-6-9(20)10-11(13(7)21)12-15(16(25-5)14(10)22)27-19(24)17(3,4)8(2)26-18(12,19)23/h6,8,22-24H,1-5H3/t8-,18-,19-/m1/s1	RFLUIIWXOBEDGV-QNTVGQKLSA-N	376.1158176			MMDBc0006185
BASm0014980	(3S)-4,6-dihydro-8-methoxy-3,5-dimethyl-6-oxo- 3H-2-benzopyran	(3S)-4,6-dihydro-8-methoxy-3,5-dimethyl-6-oxo-3H-2-benzopyran is a flavonoid compound. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid	[H][C@]1(C)CC2=C(C)C(=O)C=C(OC)C2=CO1	C12H14O3	InChI=1S/C12H14O3/c1-7-4-9-8(2)11(13)5-12(14-3)10(9)6-15-7/h5-7H,4H2,1-3H3/t7-/m0/s1	OUKVSYNLCDYHEH-ZETCQYMHSA-N	206.0942943			MMDBc0006192
BASm0014981	Ficiolide K	Ficiolide K is a metabolite belonging to the class of natural products, specifically characterized by its unique chemical structure. It features a very rare 1,6-anhydro-pyranose moiety, which contributes to its distinct biochemical properties (PMID:27015125). This structural characteristic may influence its biological activity, potentially affecting metabolic pathways in organisms that produce or interact with it. The exploration of Ficiolide K's chemical properties and its biological implications could provide insights into its role in natural processes and its potential applications in pharmacology or biotechnology. As research continues to uncover the complexities of such metabolites, Ficiolide K stands out as a compound of interest for further investigation into its synthesis, function, and utility in various scientific fields.		Expected Solid	[H][C@](C)(O)CCCC=CC(=O)OC1([H])C([H])(O)C2([H])COC([H])(O2)C1([H])O	C14H22O7	InChI=1S/C14H22O7/c1-8(15)5-3-2-4-6-10(16)21-13-11(17)9-7-19-14(20-9)12(13)18/h4,6,8-9,11-15,17-18H,2-3,5,7H2,1H3/t8-,9?,11?,12?,13?,14?/m1/s1	VHYHVKOVKKLPQI-LLSZIJKQSA-N	302.136553			MMDBc0006204
BASm0014982	(+)-5(6)-dihydro-6-methoxyterrecyclic acid A	(+)-5(6)-dihydro-6-methoxyterrecyclic acid A is a terpenoid compound. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological activities.		Expected Solid	[H][C@]1(COC)C(=O)C[C@@]2([H])[C@]3([H])CC[C@]([H])(C(O)=O)[C@]12CC3(C)C	C16H24O4	InChI=1S/C16H24O4/c1-15(2)8-16-10(14(18)19)5-4-9(15)11(16)6-13(17)12(16)7-20-3/h9-12H,4-8H2,1-3H3,(H,18,19)/t9-,10+,11-,12-,16-/m0/s1	ZSKXGGRFBGTYFO-OSHAPPAQSA-N	280.1674593			MMDBc0006245
BASm0014983	Campyrone C	Campyrone C is a sesquiterpene, a class of chemical compounds characterized by their 15 carbon atoms. There is little literature available on this metabolite, indicating a gap in research regarding its biological functions and potential applications.		Expected Solid	[H][C@](N=C(C)O)(C(C)C)C1=CC(OC)=CC(=O)O1	C12H17NO4	InChI=1S/C12H17NO4/c1-7(2)12(13-8(3)14)10-5-9(16-4)6-11(15)17-10/h5-7,12H,1-4H3,(H,13,14)/t12-/m0/s1	WCMUUYZSUQJWRX-LBPRGKRZSA-N	239.115758			MMDBc0006250
BASm0014984	Terezine D	Terezine D is a diketopiperazine, a class of compounds characterized by a cyclic structure formed from two amino acids. This metabolite has been identified in various studies involving the endophytic fungus Aspergillus sp., where it was isolated alongside other known compounds such as helvolic acid and verruculogen (PMID:30822136). Additionally, co-cultivation experiments with bacterial strains have demonstrated that terezine D can be produced under specific fermentation conditions, highlighting its potential biosynthetic pathways (PMID:28744271). Furthermore, research involving the culture broth extract of a fungal strain revealed the presence of terezine D alongside a new xanthone glycoside, indicating its significance in the metabolic profile of the organism (PMID:17917241). The presence of terezine D in these diverse biological contexts suggests it may play a role in the ecological interactions between fungi and bacteria, as well as potentially possessing pharmacological properties worthy of further investigation.		Expected Solid	[H][C@@]1(C)N=C(O)C([H])(CC2=CNC3=C(CC=C(C)C)C=CC=C23)N=C1O	C19H23N3O2	InChI=1S/C19H23N3O2/c1-11(2)7-8-13-5-4-6-15-14(10-20-17(13)15)9-16-19(24)21-12(3)18(23)22-16/h4-7,10,12,16,20H,8-9H2,1-3H3,(H,21,24)(H,22,23)/t12-,16?/m0/s1	IHJVJWQYVQWURS-HKALDPMFSA-N	325.179027			MMDBc0006261
BASm0014985	4β-acetoxyprobotryane-9β,10β-diol	4β-acetoxyprobotryane-9β,10β-diol is a member of the class of natural products known as terpenoids. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]1(O)C[C@@]2(C)CC(C)(C)[C@]3([H])[C@]([H])(C[C@@]([H])(C)[C@@]1([H])[C@]23O)OC(C)=O	C17H28O4	InChI=1S/C17H28O4/c1-9-6-12(21-10(2)18)14-15(3,4)8-16(5)7-11(19)13(9)17(14,16)20/h9,11-14,19-20H,6-8H2,1-5H3/t9-,11+,12+,13-,14+,16+,17-/m1/s1	GSDZRFYWOYTOSY-ALNQPHHGSA-N	296.1987594			MMDBc0006264
BASm0014986	Pestaloficiol F	Pestaloficiol F is a polyketide compound. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12O[C@]1(CC=C(C)C)C1=C(C[C@]2([H])O)C(=O)CC(C)(C)O1	C16H22O4	InChI=1S/C16H22O4/c1-9(2)5-6-16-13-10(7-11(17)14(16)20-16)12(18)8-15(3,4)19-13/h5,11,14,17H,6-8H2,1-4H3/t11-,14-,16+/m0/s1	DWRYREFBMYRRST-HZUKXOBISA-N	278.1518092			MMDBc0006265
BASm0014987	Ankaflavin	Ankaflavin is a yellow pigment belonging to the chemical class of polyketides. Structurally, it features a complex arrangement of aromatic rings and hydroxyl groups, which contribute to its antioxidant properties. Ankaflavin is known to competitively inhibit xanthine oxidase (XOD), as confirmed by molecular docking studies, indicating its potential role in modulating purine metabolism (PMID:40870677). It is also involved in gut microbiota modulation and metabolic health, particularly when derived from Monascus pilosus SWM 008 fermented red mold rice (PMID:40002095). In concentrations of 10 μg/mL or higher, ankaflavin exhibits antioxidant activity alongside other Monascus pigments (PMID:39906945). Furthermore, it has been shown to lower serum levels of low-density lipoprotein cholesterol in rats on a high-fat diet, suggesting a lipid-lowering effect (PMID:39906945). Ankaflavin also demonstrates anti-glycation properties in bovine serum albumin models (PMID:39322168) and has been investigated for its ability to prevent fibrillogenesis in hen egg white lysozyme (PMID:39368112). Overall, ankaflavin's diverse biochemical interactions highlight its significance in various metabolic pathways.		Expected Solid	[H]\C(C)=C(\[H])C1=CC2=C(CO1)C(=O)C1(C)OC(=O)C(C1C2)C(=O)CCCCCCC	C23H30O5	InChI=1S/C23H30O5/c1-4-6-7-8-9-11-19(24)20-18-13-15-12-16(10-5-2)27-14-17(15)21(25)23(18,3)28-22(20)26/h5,10,12,18,20H,4,6-9,11,13-14H2,1-3H3/b10-5+	AQTJNEHGKRUSLT-BJMVGYQFSA-N	386.2093241			MMDBc0006274
BASm0014988	Aselacin C			Expected Solid	[H]\C(CCCCC)=C(\[H])/C(/[H])=C(\[H])C(=O)CCCCCCCC(O)=N[C@]([H])(CCC(O)=N)C(O)=N[C@]1([H])C(O)=NCCC(O)=N[C@]([H])(CC2=CNC3=CC=CC=C23)C(O)=N[C@]([H])(CO)C(O)=NCC(=O)O[C@]1([H])C	C46H66N8O11	InChI=1S/C46H66N8O11/c1-3-4-5-6-7-9-12-17-32(56)18-13-10-8-11-14-21-39(58)51-35(22-23-38(47)57)44(62)54-42-30(2)65-41(60)28-50-43(61)37(29-55)53-45(63)36(52-40(59)24-25-48-46(42)64)26-31-27-49-34-20-16-15-19-33(31)34/h7,9,12,15-17,19-20,27,30,35-37,42,49,55H,3-6,8,10-11,13-14,18,21-26,28-29H2,1-2H3,(H2,47,57)(H,48,64)(H,50,61)(H,51,58)(H,52,59)(H,53,63)(H,54,62)/b9-7+,17-12+/t30-,35-,36-,37-,42+/m1/s1	ARKPSPWBJDFWAE-GFDFNCKZSA-N	906.485105			MMDBc0006311
BASm0014989	Xanthoepocin			Expected Solid	COC12OC1(C(O)C1=C(C=C3C=C(C)OC(=O)C3=C1O)C2=O)C12OC1(OC)C(=O)C1=C(C2O)C(O)=C2C(=O)OC(C)=CC2=C1	C30H22O14	InChI=1S/C30H22O14/c1-9-5-11-7-13-17(19(31)15(11)25(37)41-9)23(35)27(29(39-3,43-27)21(13)33)28-24(36)18-14(22(34)30(28,40-4)44-28)8-12-6-10(2)42-26(38)16(12)20(18)32/h5-8,23-24,31-32,35-36H,1-4H3	KJPAOKCLRDGPMI-UHFFFAOYSA-N	606.1009554			MMDBc0006354
BASm0014990	Limipterin	Limipterin is a pterin, a class of organic compounds characterized by a bicyclic structure containing a pyrimidine and a pteridine ring. This metabolite has been identified in certain prokaryotic organisms, specifically in a green sulfur photosynthetic bacterium, where it exists in glycosidic forms. Notably, limipterin is related to other pterins that possess a hydroxyalkyl side chain at the C-6 position, such as 2'-O-(α-D-glucopyranosyl)biopterin, which has been found in various cyanobacteria. These compounds play significant roles in biological processes, including electron transport and as cofactors in enzymatic reactions. The presence of limipterin in photosynthetic bacteria suggests its potential involvement in photosynthesis or related metabolic pathways, although further research is needed to elucidate its specific functions and mechanisms of action. The study of limipterin and its derivatives could provide insights into the biochemical diversity of prokaryotes and their adaptations to different environmental conditions (PMID:23436386).		Expected Solid	[H][C@@](C)(OC1([H])OC([H])(CO)C([H])(O)C([H])(O)C1([H])N=C(C)O)[C@]([H])(O)C1=NC2=C(NC(=N)N=C2O)N=C1	C17H24N6O8	InChI=1S/C17H24N6O8/c1-5(11(26)7-3-19-14-10(21-7)15(29)23-17(18)22-14)30-16-9(20-6(2)25)13(28)12(27)8(4-24)31-16/h3,5,8-9,11-13,16,24,26-28H,4H2,1-2H3,(H,20,25)(H3,18,19,22,23,29)/t5-,8?,9?,11-,12?,13?,16?/m0/s1	UFPLHRPHJDMHRW-YNONEIMISA-N	440.1655618			MMDBc0006356
BASm0014991	Citreomontanin	Citreomontanin is a polyenic alpha-pyrone mycotoxin belonging to the chemical class of polyketides. It has been identified as a metabolite derived from the mycelium of endophytic fungi, specifically in studies isolating novel compounds such as citreoviripyrone A and B, alongside citreomontanin itself (PMID:23405967). This compound exhibits biological activity, particularly in its interaction with Escherichia coli, where it has been shown to affect adenosine triphosphate levels, indicating potential implications in microbial metabolism and pathogenicity (PMID:6455119). The structural features and biosynthetic pathways of citreomontanin, along with its analogs, suggest a role in ecological interactions, possibly influencing host-fungus relationships or contributing to the competitive dynamics within microbial communities. Further research into citreomontanin may elucidate its mechanisms of action and potential applications in biotechnology or medicine, particularly given its classification as a mycotoxin, which often implies significant biological effects.		Expected Solid	[H]\C(C)=C(\C)/C(/[H])=C(\C)/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])C1=C(C)C(OC)=CC(=O)O1	C23H28O3	InChI=1S/C23H28O3/c1-7-17(2)14-19(4)15-18(3)12-10-8-9-11-13-21-20(5)22(25-6)16-23(24)26-21/h7-16H,1-6H3/b9-8+,12-10+,13-11+,17-7+,18-15+,19-14+	OYWYCUVDFLSMOF-JLQIEDEZSA-N	352.2038448			MMDBc0006359
BASm0014992	Syringolin G	Syringolin G is a cyclic peptide belonging to the class of natural products. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and biological significance.		Expected Solid	[H]\C1=C([H])\[C@@]([H])(N=C(O)[C@]([H])(CCCCN=C1O)N=C(O)[C@@]([H])(N=C(O)N[C@]([H])(C(O)=O)[C@@]([H])(C)CC)[C@@]([H])(C)CC)C(C)C	C26H45N5O6	InChI=1S/C26H45N5O6/c1-7-16(5)21(30-26(37)31-22(25(35)36)17(6)8-2)24(34)29-19-11-9-10-14-27-20(32)13-12-18(15(3)4)28-23(19)33/h12-13,15-19,21-22H,7-11,14H2,1-6H3,(H,27,32)(H,28,33)(H,29,34)(H,35,36)(H2,30,31,37)/b13-12-/t16-,17-,18+,19-,21-,22-/m0/s1	PTRNCNFJAWMJBV-HGDWBSSWSA-N	523.3369842			MMDBc0006360
BASm0014993	Penicillipyrone A	Penicillipyrone A is a polyketide compound belonging to the chemical class of pyrone derivatives. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(O)CC[C@]2(C)[C@@]3([H])OC4=C(C[C@]3([H])CC[C@@]2([H])C1(C)C)C(=O)C=C(C)O4	C20H28O4	InChI=1S/C20H28O4/c1-11-9-14(21)13-10-12-5-6-15-19(2,3)16(22)7-8-20(15,4)17(12)24-18(13)23-11/h9,12,15-17,22H,5-8,10H2,1-4H3/t12-,15-,16-,17-,20-/m0/s1	RTMBTHYUTRLJOI-DTDKCHBMSA-N	332.1987594			MMDBc0006362
BASm0014994	Clostrubin A	Clostrubin A is a pentacyclic natural product belonging to the class of metabolites. It is characterized by its complex chemical structure, which is integral to its biological activity. Notably, the accomplished pentacyclic structures constitute the complete core structures of natural products, namely clostrubin and borolithochromes, offering a rapid synthetic route (PMID:40586692). This highlights the significance of Clostrubin A in the context of synthetic organic chemistry and natural product synthesis. In practical applications, a notable quantity of 200 mg of clostrubin can be delivered through this synthetic approach, emphasizing its potential utility in various research and therapeutic contexts (PMID:25759087). The study of Clostrubin A not only contributes to our understanding of complex natural products but also opens avenues for exploring its biological implications and potential applications in medicine.		Expected Solid	CC(O)=C1C=CC2=C3C(C)=CC(O)=C4C(O)=C5C(=O)C=C(C)C=C5C(C(=O)C2=C1O)=C34	C25H18O6	InChI=1S/C25H18O6/c1-9-6-14-18(15(27)7-9)24(30)21-16(28)8-10(2)17-13-5-4-12(11(3)26)23(29)20(13)25(31)19(14)22(17)21/h4-8,26,28-30H,1-3H3	HKZBCPLWGPITMW-UHFFFAOYSA-N	414.1103383			MMDBc0006369
BASm0014995	Chromomycin A2	Chromomycin A2 is a member of the chromomycin class, which is characterized as a polyketide antibiotic produced by the actinobacterium Streptomyces. This compound has garnered attention for its diverse biological activities, particularly its potent inhibitory effects on insulin secretion through mechanisms such as disruption of Wnt signaling and interference with β cell gene expression (PMID:30455181; PMID:30352794). Additionally, chromomycin A2 has been shown to induce autophagy in various cancer cell lines, including melanoma and squamous cell carcinoma, by modulating autophagic signaling pathways regulated by tumor protein (TP)-p53 family members (PMID:27537898; PMID:25486109). Its cytotoxic properties have been evaluated across multiple human tumor cell lines, revealing impressive IC50 values in the nanomolar range, particularly against metastatic melanoma cells (PMID:25486109). The compound's ability to reduce cell proliferation without significantly affecting cell viability further underscores its potential as a therapeutic agent (PMID:25486109). Overall, chromomycin A2 exemplifies the intersection of chemistry and biology, showcasing the importance of natural products in drug discovery and cancer treatment.		Expected Solid	[H][C@](C)(O)[C@]([H])(O)C(=O)[C@@]([H])(OC)[C@]1([H])CC2=CC3=CC(O[C@@]4([H])C[C@@]([H])(O[C@]5([H])C[C@@]([H])(O)[C@@]([H])(OC)[C@@]([H])(C)O5)[C@@]([H])(OC(C)=O)[C@@]([H])(C)O4)=C(C)C(O)=C3C(O)=C2C(=O)[C@@]1([H])O[C@@]1([H])C[C@@]([H])(O[C@@]2([H])C[C@@]([H])(O[C@@]3([H])C[C@](C)(O)[C@@]([H])(OC(=O)C(C)C)[C@]([H])(C)O3)[C@]([H])(O)[C@@]([H])(C)O2)[C@]([H])(O)[C@@]([H])(C)O1	C59H86O26	InChI=1S/C59H86O26/c1-22(2)58(70)85-57-29(9)78-43(21-59(57,11)71)82-37-18-40(74-25(5)49(37)66)81-36-19-42(75-26(6)48(36)65)84-56-33(55(73-13)52(69)47(64)24(4)60)15-31-14-32-16-35(23(3)46(63)44(32)50(67)45(31)51(56)68)80-41-20-38(54(28(8)77-41)79-30(10)61)83-39-17-34(62)53(72-12)27(7)76-39/h14,16,22,24-29,33-34,36-43,47-49,53-57,60,62-67,71H,15,17-21H2,1-13H3/t24-,25-,26-,27-,28-,29+,33+,34-,36-,37-,38-,39-,40+,41+,42+,43+,47+,48-,49-,53+,54+,55+,56+,57+,59+/m1/s1	WPLCTUHONLQGIX-TWTCTLMISA-N	1210.540733			MMDBc0006370
BASm0014996	Phomapyrone F	Phomapyrone F is a pyrone derivative belonging to the class of natural products. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	COC1=C(C)C(=O)OC2=C(C)C=C(C)C(C)=C12	C14H16O3	InChI=1S/C14H16O3/c1-7-6-8(2)12-11(9(7)3)13(16-5)10(4)14(15)17-12/h6H,1-5H3	BIYUGWIVMCEIMP-UHFFFAOYSA-N	232.1099444			MMDBc0006372
BASm0014997	2,3-di-O-(3'R,7'R,11 'R,15 '-tetramethylhexadecyl)-sn-glycerol	2,3-di-O-(3'R,7'R,11 'R,15 '-tetramethylhexadecyl)-sn-glycerol is a glycerolipid. There is limited literature available on this metabolite, indicating that it may not be extensively studied in the context of biomedical research.			CC(C)CCCC(C)CCCC(C)CCCC(C)CCOCC(CO)OCCC(C)CCCC(C)CCCC(C)CCCC(C)C	C43H88O3	InChI=1S/C43H88O3/c1-35(2)17-11-19-37(5)21-13-23-39(7)25-15-27-41(9)29-31-45-34-43(33-44)46-32-30-42(10)28-16-26-40(8)24-14-22-38(6)20-12-18-36(3)4/h35-44H,11-34H2,1-10H3	ISDBCJSGCHUHFI-UHFFFAOYSA-N	652.6733467			MMDBc0006383
BASm0014998	Glycolipid G2	Glycolipid G2 is a glycosphingolipid, a class of compounds that consist of a sugar moiety attached to a sphingolipid backbone. There is limited literature available on Glycolipid G2, indicating that further research is needed to fully understand its biological significance and potential roles in metabolic processes.		Expected Solid	[H]C(COCCCCCCCCCCCCCCC)(CO[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O)C([H])(O[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@@]1([H])O)OC(=O)CCCCCCCCCCCCCC	C45H86O14	InChI=1S/C45H86O14/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-54-32-34(56-37(48)28-26-24-22-20-18-16-14-12-10-8-6-4-2)33-55-44-42(53)43(39(50)36(31-47)57-44)59-45-41(52)40(51)38(49)35(30-46)58-45/h34-36,38-47,49-53H,3-33H2,1-2H3/t34?,35-,36-,38-,39-,40+,41-,42-,43?,44+,45-/m1/s1	YKQIZMFHBJKOKA-CAQVYKBTSA-N	850.6017574			MMDBc0006389
BASm0014999	Marinone	Marinone is a marine-derived metabolite belonging to the class of natural products. It has garnered attention in biomedical literature for its potential applications as an antibiofilm and antifouling agent. Recent studies have identified marinone derivatives, including the novel compounds madeirone and neomarinone, extracted from the marine bacterium Streptomyces aculeoletus (PMID:39119516). The isolation process involved silica flash chromatography and preparative HPLC, leading to the characterization of these compounds. In addition to their structural elucidation, both madeirone and neomarinone underwent in silico and in vivo environmental toxicity evaluations, highlighting their safety profiles (PMID:39119516). Notably, neomarinone demonstrated significant antibiofilm activity, achieving inhibition rates of up to 41% against specific bacterial strains (PMID:39119516). The findings suggest that these marinone derivatives are effective in mitigating micro- and macrofouling, presenting a promising avenue for marine biotechnological applications (PMID:39119516). Furthermore, the total synthesis of marinone and related natural products has been explored, indicating ongoing interest in their chemical properties and potential uses (PMID:31549845).		Expected Solid	[H][C@@]12CCC(C)=C[C@]1([H])C1=C(O[C@@]2(C)CCC=C(C)C)C(=O)C2=C(C(Br)=C(O)C=C2O)C1=O	C25H27BrO5	InChI=1S/C25H27BrO5/c1-12(2)6-5-9-25(4)15-8-7-13(3)10-14(15)18-22(29)20-19(23(30)24(18)31-25)16(27)11-17(28)21(20)26/h6,10-11,14-15,27-28H,5,7-9H2,1-4H3/t14-,15+,25-/m0/s1	DONXAKUQFKTOAJ-AYNSBQOLSA-N	486.104187			MMDBc0006392
BASm0015000	Penicillic acid	Penicillic acid is a mycotoxin belonging to the class of secondary metabolites produced by fungi. Its chemical structure features a β-lactam ring, which is characteristic of many bioactive compounds, allowing it to participate in various biochemical pathways. Research has demonstrated that penicillic acid exhibits anti-quorum sensing (QS) activity, inhibiting pyocyanin production, exoprotease activity, and biofilm formation in bacterial systems without significantly affecting growth (PMID:41043246). Additionally, it plays a role in the disruption of cheese rind microbiomes, where its levels increase during interactions with specific bacteria, leading to inhibition of a range of cheese rind bacteria (PMID:40964362). Mass spectrometry imaging has revealed its spatially localized production at the fungal-bacterial interface, highlighting its ecological significance (PMID:40964362). Furthermore, penicillic acid has been identified as a potential chemical probe against tau aggregation in Alzheimer's disease, demonstrating anti-aggregation activity and the ability to disaggregate fibrils in vitro (PMID:39583559). Its detection in various food products underscores its relevance in food safety and mycotoxin research (PMID:40811970).		Expected Solid	[H]\C(C(O)=O)=C(\OC)C(=O)C(C)=C	C8H10O4	InChI=1S/C8H10O4/c1-5(2)8(11)6(12-3)4-7(9)10/h4H,1H2,2-3H3,(H,9,10)/b6-4-	VOUGEZYPVGAPBB-XQRVVYSFSA-N	170.0579088			MMDBc0006402
BASm0015001	Aqabamycin E1	Aqabamycin E1 is a member of the class of compounds known as antibiotics. There is limited literature available on this metabolite, and much of its biological activity and potential applications remain underexplored.		Expected Solid	OC1=C(C(=C(N1)N=O)C1=CC=CC=C1)C1=CC(=C(O)C=C1)N(=O)=O	C16H11N3O5	InChI=1S/C16H11N3O5/c20-12-7-6-10(8-11(12)19(23)24)14-13(9-4-2-1-3-5-9)15(18-22)17-16(14)21/h1-8,17,20-21H	USHVEFFKMOOCLY-UHFFFAOYSA-N	325.0698705			MMDBc0006408
BASm0015002	Phomolactone B	Phomolactone B is a polyketide compound. There is limited literature available regarding this metabolite, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]1(CCC)CC2=C(O)C=CC(O)=C2C(=O)O1	C12H14O4	InChI=1S/C12H14O4/c1-2-3-7-6-8-9(13)4-5-10(14)11(8)12(15)16-7/h4-5,7,13-14H,2-3,6H2,1H3/t7-/m1/s1	QCSZJTQLDKTFCT-SSDOTTSWSA-N	222.0892089			MMDBc0006419
BASm0015003	6-epiophiobolin I	6-epiophiobolin I is a secondary metabolite belonging to the class of terpenoids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C1=C(CO)\[C@@]2([H])C(=O)C=C(C)[C@@]2([H])C[C@@]2(C)CC[C@@]3(O[C@]([H])(C[C@]3([H])C)C=C(C)C)[C@]2([H])C1	C25H36O3	InChI=1S/C25H36O3/c1-15(2)10-19-12-17(4)25(28-19)9-8-24(5)13-20-16(3)11-21(27)23(20)18(14-26)6-7-22(24)25/h6,10-11,17,19-20,22-23,26H,7-9,12-14H2,1-5H3/b18-6-/t17-,19-,20+,22+,23+,24+,25-/m0/s1	PWHAYWTWJLFKJT-CWPAWFJGSA-N	384.266445			MMDBc0006423
BASm0015004	L-valyl-L-tryptophan anhydride	L-valyl-L-tryptophan anhydride is a 2,5-dioxopiperazine and a metabolite described in biomedical literature. This compound is notable for its role in the interaction between certain pathogens and plants, specifically in the context of virulence. For instance, it has been reported that some strains of pathogens, such as those virulent to the traditionally resistant brown mustard (Brassica juncea), produce L-valyl-L-tryptophan anhydride, which differs from the dioxopiperazines produced by blackleg isolates that affect canola (B. napus) (PMID:11711067). The presence of this anhydride suggests a potential mechanism by which pathogens can adapt and overcome plant defenses, highlighting its significance in plant pathology and the broader field of chemical ecology. Understanding the synthesis and function of L-valyl-L-tryptophan anhydride may provide insights into developing resistant plant varieties and improving agricultural practices.		Expected Solid	[H][C@@]1(CC2=CNC3=CC=CC=C23)N=C(O)[C@@]([H])(N=C1O)C(C)C	C16H19N3O2	InChI=1S/C16H19N3O2/c1-9(2)14-16(21)18-13(15(20)19-14)7-10-8-17-12-6-4-3-5-11(10)12/h3-6,8-9,13-14,17H,7H2,1-2H3,(H,18,21)(H,19,20)/t13-,14-/m0/s1	WNWCQIPRIITCPM-KBPBESRZSA-N	285.1477269			MMDBc0006428
BASm0015005	Chrysotriazole B	Chrysotriazole B is a triazole derivative. There is limited literature available on this metabolite, and its biological significance and potential applications remain largely unexplored.		Expected Solid	COC1=C(C=CC(O)=C1)N1N=CN=C1CC1=CC=C(O)C=C1	C16H15N3O3	InChI=1S/C16H15N3O3/c1-22-15-9-13(21)6-7-14(15)19-16(17-10-18-19)8-11-2-4-12(20)5-3-11/h2-7,9-10,20-21H,8H2,1H3	WBJTYJGWAMUJGK-UHFFFAOYSA-N	297.1113414			MMDBc0006429
BASm0015006	Erabulenol B	Erabulenol B is a secondary metabolite belonging to the class of phenolic compounds. This compound features an additional 2,6-dihydroxy-5-methyl-3-methylketonyl benzyl moiety, which contributes to its unique chemical structure and potential biological activity (PMID:9727387). The presence of hydroxyl groups in its structure may enhance its reactivity and solubility, potentially influencing its interactions with biological systems. While specific biological functions of Erabulenol B are not extensively documented, secondary metabolites like this one often play significant roles in plant defense mechanisms and may exhibit various pharmacological properties. Further research is necessary to elucidate the complete biological implications and potential applications of Erabulenol B in medicinal chemistry and biotechnology.		Expected Solid		C30H30O10		RRMVDSDCIMVCIP-UHFFFAOYNA-N	550.1838972			MMDBc0006435
BASm0015007	Lynamicin B	Lynamicin B is a chitinase inhibitor belonging to the class of natural metabolites. This compound has garnered attention for its potential use as a pesticide, specifically targeting lepidopteran pests by selectively inhibiting the chitinase enzyme OfChi-h from Ostrinia furnacalis, which is crucial for their growth and development (PMID:34797675). The crystal structure analysis of Lynamicin B bound to OfChi-h revealed a unique binding interaction, where the dichloroindolyl group occupies an unexplored pocket in the substrate-binding cleft, contributing to its specificity and competitive inhibition with a Ki value of 8.76 μM (PMID:34797675). Notably, Lynamicin B demonstrated high insecticidal activity against other lepidopteran species, including Mythimna separata and Spodoptera frugiperda, while showing no significant impact on Trichogramma ostriniae, a beneficial parasitoid (PMID:34797675). These findings suggest that Lynamicin B could be a valuable tool in pest management strategies, leveraging its selective action against target pests while minimizing effects on non-target species (PMID:37038745).		Expected Solid	COC(=O)C1=C(C(=CN1)C1=CNC2=CC(Cl)=C(Cl)C=C12)C1=CNC2=CC=C(Cl)C=C12	C22H14Cl3N3O2	InChI=1S/C22H14Cl3N3O2/c1-30-22(29)21-20(14-8-26-18-3-2-10(23)4-11(14)18)15(9-28-21)13-7-27-19-6-17(25)16(24)5-12(13)19/h2-9,26-28H,1H3	HJXJUNZGSRTQEN-UHFFFAOYSA-N	457.0151598			MMDBc0006436
BASm0015008	Isopyoverdin	Isopyoverdin is a member of the chemical class of pyoverdins, which are siderophores produced by various Pseudomonas species. These metabolites play a crucial role in iron acquisition for bacteria, particularly in environments where iron is limited. Isopyoverdin has been identified as part of a new class of pyoverdins, highlighting its unique structural features that differentiate it from other members of this family (PMID:12369840). The structural consequences of isopyoverdin's chemical structure have been analyzed in relation to the three-dimensional configurations of other pyoverdins, providing insights into its functional properties (PMID:12369840). Specifically, isopyoverdin has been isolated from Pseudomonas putida CFML 90-44 (PMID:11371025), and further characterization from Pseudomonas putida BTP1 has elucidated its biogenetic pathway, suggesting that ferribactins serve as precursors to pyoverdins, including isopyoverdin (PMID:8579680). This relationship underscores the importance of isopyoverdin in the broader context of microbial metabolism and iron homeostasis.		Expected Solid	[H]C(C)(O)C([H])(N=C(O)C([H])(CCCC[NH3+])N=C(O)C([H])(CC(O)=O)N=C(O)[C@]1([H])CCN2C(N1)=C([N-]C(=O)CCC([H])([NH3+])C(O)=O)C=C1C=C(O)C(=O)C=C21)C(O)=NC([H])(C(O)=NC([H])(C(O)=NC([H])(C(O)=NC1([H])CCCN(O)C1=O)C([H])(C)O)C([H])(C)O)C([H])(O)C(O)=O	C49H72N13O22	InChI=1S/C49H71N13O22/c1-19(63)34(43(75)55-26-8-6-13-62(84)47(26)79)58-44(76)36(21(3)65)59-46(78)37(38(71)49(82)83)60-45(77)35(20(2)64)57-41(73)24(7-4-5-12-50)54-42(74)28(17-33(69)70)56-40(72)25-11-14-61-29-18-31(67)30(66)16-22(29)15-27(39(61)53-25)52-32(68)10-9-23(51)48(80)81/h15-16,18-21,23-26,28,34-38,63-65,71,84H,4-14,17,50-51H2,1-3H3,(H13,52,53,54,55,56,57,58,59,60,66,67,68,69,70,72,73,74,75,76,77,78,80,81,82,83)/p+1/t19?,20?,21?,23?,24?,25-,26?,28?,34?,35?,36?,37?,38?/m0/s1	PZQCHSXMTTXPQG-SKBYGJNKSA-O	1194.490937			MMDBc0006451
BASm0015009	Chaetomugilin J	Chaetomugilin J is a secondary metabolite belonging to the chemical class of azaphilones, isolated from the fungus Chaetomium and specifically from Polygonatum sibiricum. This compound has garnered attention for its potent biological activities, including significant anti-tuberculosis effects with a minimum inhibitory concentration (MIC) of 3.13 µg/mL (PMID:39676752). Additionally, Chaetomugilin J has been shown to enhance apoptosis in human ovarian cancer A2780 cells when combined with cisplatin, primarily by inhibiting Pink1/Parkin-mediated mitophagy, which leads to increased mitochondrial dysfunction (PMID:33116582). The compound's cytotoxicity is further supported by studies indicating that it decreases cell viability and alters the expression of key proteins associated with endoplasmic reticulum stress and apoptosis (PMID:33116582). Moreover, chromatographic techniques have successfully identified Chaetomugilin J alongside other derivatives, underscoring its significance within the Chaetomium family (PMID:30151324). The multifaceted mechanisms of action and therapeutic potential of Chaetomugilin J highlight its relevance in the development of novel anti-cancer and anti-infective strategies.		Expected Solid	[H]\C(C)=C(\C)C(=O)C[C@@]1([H])C2=COC(=CC2=C(Cl)C(=O)[C@@]1(C)O)C(\[H])=C(/[H])[C@@]([H])(C)CC	C22H27ClO4	InChI=1S/C22H27ClO4/c1-6-13(3)8-9-15-10-16-17(12-27-15)18(11-19(24)14(4)7-2)22(5,26)21(25)20(16)23/h7-10,12-13,18,26H,6,11H2,1-5H3/b9-8+,14-7+/t13-,18-,22-/m0/s1	DIBDMIBWFDRKHK-ODXBHRCKSA-N	390.159787			MMDBc0006453
BASm0015010	(S)-N-tetradecanoyl-HSL	(S)-N-tetradecanoyl-HSL is a member of the acyl-homoserine lactone (acyl-HSL) chemical class, which plays a critical role in bacterial quorum sensing. This metabolite has been identified in studies focusing on various bacterial species, such as Enterobacter sakazakii, where it was one of three acyl-HSLs produced (PMID:22132860). Additionally, (S)-N-tetradecanoyl-HSL has been detected in Methylobacterium mesophilicum, a bacterium isolated from orange trees affected by citrus variegated chlorosis (CVC) disease, alongside other long-chain acyl-HSLs (PMID:22132860). The presence of (S)-N-tetradecanoyl-HSL in these contexts suggests its involvement in intercellular communication among bacteria, influencing behaviors such as biofilm formation and virulence. The structural characteristics of acyl-HSLs, including (S)-N-tetradecanoyl-HSL, allow them to diffuse across cell membranes, facilitating the regulation of gene expression in response to population density. This highlights the importance of (S)-N-tetradecanoyl-HSL not only in microbial ecology but also in potential applications for managing bacterial infections and understanding plant-pathogen interactions.		Expected Solid	[H][C@@]1(CCOC1=O)N=C(O)CCCCCCCCCCCCC	C18H33NO3	InChI=1S/C18H33NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(20)19-16-14-15-22-18(16)21/h16H,2-15H2,1H3,(H,19,20)/t16-/m0/s1	ZQAYHOXXVBVXPZ-INIZCTEOSA-N	311.2460439			MMDBc0006457
BASm0015011	Asperfuran	Asperfuran is a dihydrobenzofuran derivative belonging to the class of antifungal metabolites. It has been identified in various fungal species, including Aspergillus oryzae, where it exhibits antifungal properties, weakly inhibiting chitin synthase from Coprinus cinereus (PMID:2143181). Additionally, asperfuran has been isolated from the psychrotolerant fungus Penicillium ribium, alongside other compounds like kojic acid (PMID:16738124). The compound has also been reported in the context of Cordyceps javanica, where a new glycosylated form of asperfuran was discovered, highlighting its potential as a bioactive agent (PMID:31921369). Notably, asperfuran has shown the ability to induce morphological changes in Mucor miehei at low concentrations, although it only partially inhibited growth (PMID:2143181). Its diverse presence across different fungal species suggests a significant role in their secondary metabolite profiles, which may contribute to their ecological interactions and potential applications in biotechnology and medicine. Overall, asperfuran represents a fascinating example of the complex chemistry and biological activity found within fungal metabolites.		Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])[C@@]1([H])CC2=CC(O)=CC(O)=C2O1	C13H14O3	InChI=1S/C13H14O3/c1-2-3-4-5-11-7-9-6-10(14)8-12(15)13(9)16-11/h2-6,8,11,14-15H,7H2,1H3/b3-2+,5-4+/t11-/m0/s1	WTFIFQXTQCYJKU-JWVODRKRSA-N	218.0942943			MMDBc0006459
BASm0015012	3',4'-dihydromonoanhydrobacterioruberin	3',4'-dihydromonoanhydrobacterioruberin is a carotenoid derivative. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid	[H]\C(C(CCC(C)(C)O)C(C)(C)O)=C(\[H])/C(/C)=C(\[H])/C(/[H])=C(\[H])/C(/C)=C(\[H])/C(/[H])=C(\[H])/C(/C)=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)CCC(CC=C(C)C)C(C)(C)O	C50H76O3	InChI=1S/C50H76O3/c1-39(2)31-34-46(49(11,12)52)35-32-44(7)29-19-27-42(5)25-17-23-40(3)21-15-16-22-41(4)24-18-26-43(6)28-20-30-45(8)33-36-47(50(13,14)53)37-38-48(9,10)51/h15-31,33,36,46-47,51-53H,32,34-35,37-38H2,1-14H3/b16-15+,23-17+,24-18+,27-19+,28-20+,36-33+,40-21+,41-22+,42-25+,43-26+,44-29+,45-30+	VWIPPKPLSGQGGH-QILXTCIPSA-N	724.5794463			MMDBc0006462
BASm0015013	Eulatinol	Eulatinol is a novel metabolite classified within the chemical class of methoxyquinols. It has been identified as a significant compound in various biochemical studies, particularly in relation to its production alongside other metabolites such as eutypinol and eulatachromene. Eulatinol's structure has been elucidated through spectroscopic methods, confirming its identity as a methoxyquinol (PMID:11879009). In terms of biological activity, eulatinol, along with other related compounds, has demonstrated necrotic effects in bioassays, indicating potential phytotoxicity, although eutypinol and siccayne were found to be non-phytotoxic (PMID:12943765). Eulatinol is produced in significant amounts during metabolic processes, highlighting its relevance in the study of plant secondary metabolites (PMID:15386117). The presence of eulatinol and its related compounds in various biological assays suggests a role in plant defense mechanisms or interactions with other organisms, making it a compound of interest for further research in both chemistry and biology.		Expected Solid	COC1=CC=C(O)C=C1C#CC(C)=C	C12H12O2	InChI=1S/C12H12O2/c1-9(2)4-5-10-8-11(13)6-7-12(10)14-3/h6-8,13H,1H2,2-3H3	KVDHAFPAVZRZON-UHFFFAOYSA-N	188.0837296			MMDBc0006471
BASm0015014	Pneumocandin A3	Pneumocandin A3 is a lipopeptide antibiotic belonging to the echinocandin class. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@](C)(CC)C[C@]([H])(C)CCCCCCCCC(O)=N[C@]1([H])CC[C@@]([H])(O)N=C(O)[C@@]2([H])N(C[C@]([H])(C)[C@]2([H])O)C(=O)[C@@]([H])(N=C(O)[C@]([H])(CCC2=CC=C(O)C=C2)N=C(O)[C@]2([H])C[C@@]([H])(O)CN2C(=O)[C@@]([H])(N=C1O)[C@@]([H])(C)O)[C@]([H])(O)CC(O)=N	C51H82N8O14	InChI=1S/C51H82N8O14/c1-6-28(2)23-29(3)13-11-9-7-8-10-12-14-40(65)53-35-21-22-41(66)55-49(71)44-45(67)30(4)26-59(44)51(73)43(38(63)25-39(52)64)57-47(69)36(20-17-32-15-18-33(61)19-16-32)54-48(70)37-24-34(62)27-58(37)50(72)42(31(5)60)56-46(35)68/h15-16,18-19,28-31,34-38,41-45,60-63,66-67H,6-14,17,20-27H2,1-5H3,(H2,52,64)(H,53,65)(H,54,70)(H,55,71)(H,56,68)(H,57,69)/t28-,29+,30-,31+,34+,35+,36-,37-,38+,41+,42-,43-,44-,45-/m0/s1	PVPPXJJCHCIYGN-FMLPGXNNSA-N	1030.595049			MMDBc0006475
BASm0015015	Tricycloalternarene 7b	Tricycloalternarene 7b is a member of the class of organic compounds known as polycyclic aromatic hydrocarbons. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid	COC1CCC2=C(CC3C(=CCC3(C)O2)C(C)CCC(O)C(C)(C)O)C1=O	C22H34O5	InChI=1S/C22H34O5/c1-13(6-9-19(23)21(2,3)25)14-10-11-22(4)16(14)12-15-17(27-22)7-8-18(26-5)20(15)24/h10,13,16,18-19,23,25H,6-9,11-12H2,1-5H3	UWIMHIVGWQTLQY-UHFFFAOYSA-N	378.2406242			MMDBc0006481
BASm0015016	Globosuxanthone A	Globosuxanthone A is a xanthone, a class of polyphenolic compounds characterized by a dibenzopyranone structure. This metabolite has been identified through spectroscopic techniques and is notable for its significant biological activities. Globosuxanthone A exhibits potent antifungal properties, demonstrating inhibitory effects against various fungal pathogens, including Fusarium graminearum, Fusarium solani, and Botrytis cinerea, with minimum inhibitory concentration (MIC) values of 4, 8, and 16 μg/mL, respectively (PMID:31840197). It was isolated from the culture broth of the marine-derived fungus Beauveria bassiana TPU942, which was sourced from a marine sponge in Okinawa (PMID:23342391). Additionally, bioassay-guided fractionation of extracts from Chaetomium globosum, a fungus found in the rhizosphere of the Christmas cactus, led to the discovery of globosuxanthone A among other novel compounds (PMID:31840197). The structural features and bioactivity of globosuxanthone A suggest its potential for further investigation in the development of antifungal agents and other therapeutic applications.		Expected Solid	[H][C@@]1(O)C=CC2=C(C(=O)C3=C(O)C=CC=C3O2)[C@]1(O)C(=O)OC	C15H12O7	InChI=1S/C15H12O7/c1-21-14(19)15(20)10(17)6-5-9-12(15)13(18)11-7(16)3-2-4-8(11)22-9/h2-6,10,16-17,20H,1H3/t10-,15+/m1/s1	HEFOWMGZUBJFBY-BMIGLBTASA-N	304.0583027			MMDBc0006483
BASm0015017	Neoatroviridin B	Neoatroviridin B is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, with few studies detailing its properties and biological activities.		Expected Solid		C82H144N20O21		KHLMTTNTKUDZDO-UHFFFAOYNA-N	1745.081492			MMDBc0006485
BASm0015018	Vomitoxin			Expected Solid	[H][C@@]1(O)C[C@@]2(C)[C@@]3(CO3)[C@]1([H])O[C@]1([H])C=C(C)C(=O)[C@@]([H])(O)[C@]21CO	C15H20O6	InChI=1S/C15H20O6/c1-7-3-9-14(5-16,11(19)10(7)18)13(2)4-8(17)12(21-9)15(13)6-20-15/h3,8-9,11-12,16-17,19H,4-6H2,1-2H3/t8-,9-,11-,12-,13-,14-,15-/m1/s1	LINOMUASTDIRTM-LZTLOYDTSA-N	296.1259884			MMDBc0006502
BASm0015019	3-hydroxy-2,5-toluqui­none	3-hydroxy-2,5-toluquinone is a member of the class of quinones. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid	CC1=CC(=O)C=C(O)C1=O	C7H6O3	InChI=1S/C7H6O3/c1-4-2-5(8)3-6(9)7(4)10/h2-3,9H,1H3	OUSQDTMHWCQLAU-UHFFFAOYSA-N	138.0316941			MMDBc0006507
BASm0015020	Phomaligol A	Phomaligol A is a secondary metabolite belonging to the class of polyketides. It has been identified in various fungal species, including Aspergillus flocculosus and Aspergillus flavus, where it is often isolated alongside other compounds such as kojic acid. The compound has garnered attention due to its potential biological activities, which may include antibacterial properties as indicated by its co-isolation with other bioactive metabolites. For instance, in one study, phomaligol A was isolated from the culture broth of Aspergillus flocculosus along with two new phomaligols (PMID:33513937). Additionally, it has been reported in the context of marine-derived fungi, highlighting its ecological significance and potential pharmaceutical applications (PMID:12934644). The compound's presence in various fungal extracts suggests a role in the organism's survival and interaction with its environment, possibly through antimicrobial activity (PMID:21881265). Overall, phomaligol A represents a noteworthy example of the diverse chemical arsenal produced by fungi, warranting further investigation into its structure-activity relationships and potential uses in medicine.		Expected Solid	[H]C(C)(CC)C(=O)O[C@]1(C)C(=O)C=C(OC)[C@@](C)(O)C1=O	C14H20O6	InChI=1S/C14H20O6/c1-6-8(2)11(16)20-14(4)9(15)7-10(19-5)13(3,18)12(14)17/h7-8,18H,6H2,1-5H3/t8?,13-,14-/m1/s1	DWJRXSZPSOQYDZ-HQOPCJQPSA-N	284.1259884			MMDBc0006511
BASm0015021	Pestaloficiol Q	Pestaloficiol Q is a polyketide. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(O)CC2=C(CC(C)(C)OC2=C(CC=C(C)C)C1=O)OC(C)=O	C18H24O5	InChI=1S/C18H24O5/c1-10(2)6-7-12-16(21)14(20)8-13-15(22-11(3)19)9-18(4,5)23-17(12)13/h6,14,20H,7-9H2,1-5H3/t14-/m0/s1	QOWLJPDMUSNARC-AWEZNQCLSA-N	320.1623739			MMDBc0006512
BASm0015022	Altersetin			Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])[C@]1([H])C=C[C@]2([H])C[C@]([H])(C)CC[C@@]2([H])[C@]1(C)C(O)=C1C(O)=N[C@]([H])(C1=O)C([H])(C)O	C24H33NO4	InChI=1S/C24H33NO4/c1-5-6-7-8-17-11-10-16-13-14(2)9-12-18(16)24(17,4)22(28)19-21(27)20(15(3)26)25-23(19)29/h5-8,10-11,14-18,20,26,28H,9,12-13H2,1-4H3,(H,25,29)/b6-5+,8-7+,22-19?/t14-,15?,16-,17-,18-,20+,24-/m1/s1	AIFXMSDWXBFQTF-LJTITLJISA-N	399.2409585			MMDBc0006524
BASm0015023	Penicisochroman B	Penicisochroman B is a member of the chemical class of chromans, which are characterized by a chromane core structure. This compound has garnered attention in the field of natural products chemistry due to its unique structural features and potential biological activities. Recent studies have reported the syntheses of penicisochroman B alongside other related metabolites, highlighting its significance in the context of natural product research (PMID:24033077). Additionally, the determination of the absolute configuration of penicisochroman B has provided insights into its stereochemical properties, which are crucial for understanding its biological interactions and potential pharmacological effects (PMID:24033077). As a metabolite, penicisochroman B may play a role in various biological processes, although further research is needed to elucidate its specific functions and applications in medicinal chemistry.		Expected Solid	[H]C1(OC2=C(C=CC3=C2[C@]([H])(OC)O[C@@]([H])(C)C3)C1=O)C(C)C	C16H20O4	InChI=1S/C16H20O4/c1-8(2)14-13(17)11-6-5-10-7-9(3)19-16(18-4)12(10)15(11)20-14/h5-6,8-9,14,16H,7H2,1-4H3/t9-,14?,16+/m0/s1	OOXIYCFKVAWYJC-NEVUNZDHSA-N	276.1361591			MMDBc0006526
BASm0015024	3-Hydroxyoctadecanoic acid	3-Hydroxyoctadecanoic acid is a member of the hydroxy fatty acid chemical class, characterized by the presence of a hydroxyl group on the third carbon of an 18-carbon chain. This metabolite has garnered attention in biomedical research, particularly in studies involving lipid structures and microbial metabolism. For instance, it has been identified in lipid A structures derived from Helicobacter pylori, where it plays a role in the acylation of glucosamine disaccharides (PMID:12473106). Additionally, 3-hydroxyoctadecanoic acid has been included in analytical methods for quantifying various 3-hydroxy fatty acids, showcasing its relevance in metabolic studies (PMID:26818235). Research has also demonstrated the potential of utilizing palm oil as a substrate for the production of polyhydroxyalkanoates, which can incorporate short-chain and long-chain hydroxy fatty acids, including 3-hydroxyoctadecanoic acid (PMID:15322031). These findings underscore the compound's significance in both biochemical pathways and industrial applications, highlighting its versatility and importance in the study of fatty acid metabolism and microbial bioprocessing.		Expected Solid	CCCCCCCCCCCCCCCC(O)CC(O)=O	C18H36O3	InChI=1S/C18H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17(19)16-18(20)21/h17,19H,2-16H2,1H3,(H,20,21)	POMQYTSPMKEQNB-UHFFFAOYSA-N	300.266445			MMDBc0006529
BASm0015025	Ficipyrone B	Ficipyrone B is a metabolite belonging to the chemical class of pyrone derivatives. There is limited literature available on this metabolite, with few studies detailing its properties and biological significance.		Expected Solid	[H][C@@]1(CCCCCC)OC(=O)C2([H])C(OC)=CC(=O)OC12[H]	C14H20O5	InChI=1S/C14H20O5/c1-3-4-5-6-7-9-13-12(14(16)18-9)10(17-2)8-11(15)19-13/h8-9,12-13H,3-7H2,1-2H3/t9-,12?,13?/m0/s1	YYPLKOPBIWJWCE-ALXWSUNGSA-N	268.1310737			MMDBc0006546
BASm0015026	Diphenazithionin	Diphenazithionin is a member of the chemical class of organophosphates. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and effects.		Expected Solid	COC(=O)C1=C2N=C3C=CC=C(C(O)=O)C3=NC2=CC(SC2=CC(C(=O)OC)=C3N=C4C=CC=C(C(O)=O)C4=NC3=C2O)=C1	C30H18N4O9S	InChI=1S/C30H18N4O9S/c1-42-29(40)15-9-12(10-19-23(15)31-17-7-3-5-13(27(36)37)21(17)33-19)44-20-11-16(30(41)43-2)24-25(26(20)35)34-22-14(28(38)39)6-4-8-18(22)32-24/h3-11,35H,1-2H3,(H,36,37)(H,38,39)	UHLDAFHHLLDMRD-UHFFFAOYSA-N	610.0794494			MMDBc0006555
BASm0015027	Ganoderiol C	Ganoderiol C is found in mushrooms. Ganoderiol C is a metabolite of Ganoderma lucidum (reishi).		Solid	CCOC1CC2C(C)(C)C(=O)CCC2(C)C2=C1C1(C)CCC(C(C)CCC(O)C(C)(O)CO)C1(C)CC2	C32H54O5	InChI=1S/C32H54O5/c1-9-37-23-18-24-28(3,4)25(34)14-15-29(24,5)22-13-16-30(6)21(12-17-31(30,7)27(22)23)20(2)10-11-26(35)32(8,36)19-33/h20-21,23-24,26,33,35-36H,9-19H2,1-8H3	NBPAZLNDCXUMSM-UHFFFAOYSA-N	518.3971248			MMDBc0006559
BASm0015028	Ficiolide C	Ficiolide C is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, with few studies exploring its properties and potential applications.		Expected Solid	[H][C@@]1(C)CC[C@@]([H])(O)C=CC(=O)O[C@]([H])(C)CC([H])(O)CC=CC(=O)O1	C16H24O6	InChI=1S/C16H24O6/c1-11-6-7-13(17)8-9-16(20)22-12(2)10-14(18)4-3-5-15(19)21-11/h3,5,8-9,11-14,17-18H,4,6-7,10H2,1-2H3/t11-,12-,13-,14?/m1/s1	PSCNDCPGXQLFJQ-ZHZAVPAVSA-N	312.1572885			MMDBc0006561
BASm0015029	Chaetomugilin G	Chaetomugilin G is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(C)[C@@]([H])(C)O)C1=CC2=C(Cl)C(=O)[C@@]3(C)OC(=C(C(=O)OC)C3([H])C2=CO1)[C@]([H])(C)[C@@]([H])(C)O	C24H29ClO7	InChI=1S/C24H29ClO7/c1-11(13(3)26)7-8-15-9-16-17(10-31-15)19-18(23(29)30-6)21(12(2)14(4)27)32-24(19,5)22(28)20(16)25/h7-14,19,26-27H,1-6H3/b8-7+/t11-,12-,13-,14-,19?,24+/m1/s1	CGWXACIDXWJQKF-LMWDYLIASA-N	464.160181			MMDBc0006563
BASm0015030	Penialidin C	Penialidin C is a secondary metabolite belonging to the class of natural products known as polyketides. This compound has garnered attention due to its significant biological activity, particularly in the context of antimicrobial research. Notably, Penialidin C was identified as the most active compound in a study, exhibiting a minimum inhibitory concentration of 15.6 μg/mL, which underscores its potential efficacy against certain pathogens (PMID:27242231). Given its promising antimicrobial properties, Penialidin C could serve as a valuable candidate for further investigation in the development of antimycobacterial drugs, highlighting its relevance in addressing infectious diseases caused by Mycobacterium species (PMID:27242231). The structural characteristics and bioactivity of Penialidin C position it as a noteworthy subject for future pharmacological studies aimed at harnessing its therapeutic potential.		Expected Solid	CC1=CC2=C(CO1)C(=O)C1=CC(O)=C(O)C(C(O)=O)=C1O2	C14H10O7	InChI=1S/C14H10O7/c1-5-2-9-7(4-20-5)11(16)6-3-8(15)12(17)10(14(18)19)13(6)21-9/h2-3,15,17H,4H2,1H3,(H,18,19)	LNXRMENPHZVMHE-UHFFFAOYSA-N	290.0426527			MMDBc0006564
BASm0015031	3-Hydroxyjuglone	3-Hydroxyjuglone is a naturally occurring compound belonging to the class of naphthoquinones. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	OC1=CC(=O)C(=O)C2=C1C=CC=C2O	C10H6O4	InChI=1S/C10H6O4/c11-6-3-1-2-5-7(12)4-8(13)10(14)9(5)6/h1-4,11-12H	IIHDTJRXBMXFDL-UHFFFAOYSA-N	190.0266087			MMDBc0006570
BASm0015032	Microcin J25	Microcin J25 is a lasso peptide, a unique class of antimicrobial metabolites known for their structural complexity and biological activity. This peptide exhibits potent antibacterial properties, particularly against multidrug-resistant strains of bacteria such as Escherichia coli and Salmonella, as demonstrated in studies evaluating its synergistic effects when combined with Chinese Herbal Formula (CHF) for the treatment of calf diarrhea (PMID:40697642). The in vitro studies confirm that the combination of CHF and Microcin J25 enhances antibacterial efficacy, indicating its potential as a therapeutic agent in veterinary medicine (PMID:40697642). Additionally, Microcin J25 has been investigated for its role as a feed additive, improving antioxidant capacity and intestinal health in pigeons, thus suggesting its broader applications in animal nutrition (PMID:40351762). The structural integrity of Microcin J25 allows for modifications, such as the substitution of amino acids within its loop, which can enhance its stability and activity (PMID:40232120; PMID:40181537). These findings underscore the significance of Microcin J25 not only in combating bacterial infections but also in promoting overall health in livestock.		Expected Solid	CCC(C)C1NC(=O)CNC(=O)C(NC(=O)C(CC2=CC=CC=C2)NC(=O)C(CC2=CC=C(O)C=C2)NC(=O)C(CCC(O)=O)NC(=O)C2CCCN2C(=O)C(NC(=O)C(CC2=CN=CN2)NC(=O)CNC(=O)C(C)NC(=O)CNC(=O)CNC(=O)CNC(=O)C(CC2=CC=C(O)C=C2)NC(=O)C(CC2=CC=CC=C2)NC(=O)C(CO)NC(=O)C(NC(=O)C2CCCN2C(=O)C(NC(=O)CNC1=O)C(C)O)C(C)CC)C(C)C)C(C)C	C101H139N23O27	InChI=1S/C101H139N23O27/c1-11-55(7)84-98(148)108-50-80(134)119-86(58(10)126)101(151)124-38-20-26-74(124)96(146)122-85(56(8)12-2)99(149)117-72(51-125)94(144)116-68(39-59-21-15-13-16-22-59)90(140)113-67(41-61-27-31-64(127)32-28-61)88(138)106-46-76(130)103-45-75(129)104-47-77(131)110-57(9)87(137)105-48-78(132)111-71(43-63-44-102-52-109-63)93(143)121-83(54(5)6)100(150)123-37-19-25-73(123)95(145)112-66(35-36-81(135)136)89(139)114-69(42-62-29-33-65(128)34-30-62)91(141)115-70(40-60-23-17-14-18-24-60)92(142)120-82(53(3)4)97(147)107-49-79(133)118-84/h13-18,21-24,27-34,44,52-58,66-74,82-86,125-128H,11-12,19-20,25-26,35-43,45-51H2,1-10H3,(H,102,109)(H,103,130)(H,104,129)(H,105,137)(H,106,138)(H,107,147)(H,108,148)(H,110,131)(H,111,132)(H,112,145)(H,113,140)(H,114,139)(H,115,141)(H,116,144)(H,117,149)(H,118,133)(H,119,134)(H,120,142)(H,121,143)(H,122,146)(H,135,136)	TVZWTTNULXZYTK-UHFFFAOYSA-N	2106.021076			MMDBc0006574
BASm0015033	Penitrem F	Penitrem F is a mycotoxin belonging to the class of tremorgens. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and effects.		Expected Solid	[H][C@]12O[C@@]11[C@]([H])(CC[C@]3(C)[C@@]4(C)C5=C6C7=C(N5)C=C(Cl)C5=C7[C@@]7([H])[C@]([H])(C[C@]7([H])C(C)(C)O[C@@]6([H])[C@]4([H])CC[C@@]13O)C(=C)C5)O[C@]([H])(C(C)=C)[C@]2([H])O	C37H44ClNO5	InChI=1S/C37H44ClNO5/c1-15(2)29-28(40)32-37(44-32)23(42-29)9-10-34(6)35(7)19(8-11-36(34,37)41)30-27-26-22(39-31(27)35)14-21(38)18-12-16(3)17-13-20(24(17)25(18)26)33(4,5)43-30/h14,17,19-20,23-24,28-30,32,39-41H,1,3,8-13H2,2,4-7H3/t17-,19+,20+,23+,24+,28+,29-,30+,32-,34-,35-,36+,37+/m1/s1	YWORPEZTBDVGCS-JCMMWUKFSA-N	617.2908012			MMDBc0006575
BASm0015034	Citreoviripyrone B	Citreoviripyrone B is a polyketide compound. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])C1=C(C)C(OC)=CC(=O)O1	C14H16O3	InChI=1S/C14H16O3/c1-4-5-6-7-8-9-12-11(2)13(16-3)10-14(15)17-12/h4-10H,1-3H3/b5-4+,7-6+,9-8+	SXVWISLKTAUXGO-ZAJAATJQSA-N	232.1099444			MMDBc0006577
BASm0015035	Syringomycin A1	Syringomycin A1 is a cyclic lipopeptide belonging to the class of syringomycins. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and biological significance.		Expected Solid	[H]C(C)=C1N=C(O)C(CC2=CC=CC=C2)N=C(O)C(CCCNC(N)=N)N=C(O)C(CCN)N=C(O)C(CCN)N=C(O)C(CO)N=C(O)C(COC(=O)C(N=C(O)C(N=C1O)C(O)C(O)=O)C(O)CCl)N=C(O)CC(O)CCCCCCC	C51H81ClN14O17	InChI=1S/C51H81ClN14O17/c1-3-5-6-7-11-15-28(68)23-37(70)58-35-26-83-50(82)38(36(69)24-52)65-48(79)39(40(71)49(80)81)66-41(72)29(4-2)59-45(76)33(22-27-13-9-8-10-14-27)63-42(73)30(16-12-21-57-51(55)56)60-43(74)31(17-19-53)61-44(75)32(18-20-54)62-46(77)34(25-67)64-47(35)78/h4,8-10,13-14,28,30-36,38-40,67-69,71H,3,5-7,11-12,15-26,53-54H2,1-2H3,(H,58,70)(H,59,76)(H,60,74)(H,61,75)(H,62,77)(H,63,73)(H,64,78)(H,65,79)(H,66,72)(H,80,81)(H4,55,56,57)/b29-4-	VFXHWENMNWQOTJ-SJVJIWFDSA-N	1196.559265			MMDBc0006580
BASm0015036	Eupenicinicol A	Eupenicinicol A is a secondary metabolite belonging to the class of decalin-containing compounds. It was identified through the epigenetic stimulation of an endophyte, which resulted in the enhanced production of eupenicinicol A alongside other related compounds, including eupenicinicols C and D, and eujavanicol A (PMID:28333449). The structural characteristics of eupenicinicol A suggest potential biological activities, although specific biological functions remain to be fully elucidated. The discovery of eupenicinicol A highlights the importance of endophytes in producing bioactive metabolites that may have applications in pharmaceuticals or agriculture. Further research is warranted to explore its chemical properties, biosynthetic pathways, and potential therapeutic uses, as well as to understand its role within the ecological context of its producing organism.		Expected Solid	[H]\C(O)=C(/[H])C(=O)[C@@]1(C)[C@]([H])(C=C[C@@]2([H])[C@]([H])(O)[C@]([H])(O)C[C@@]([H])(C)[C@]12[H])[C@]([H])(C)CC	C19H30O4	InChI=1S/C19H30O4/c1-5-11(2)14-7-6-13-17(12(3)10-15(21)18(13)23)19(14,4)16(22)8-9-20/h6-9,11-15,17-18,20-21,23H,5,10H2,1-4H3/b9-8-/t11-,12-,13-,14-,15-,17+,18+,19-/m1/s1	RQTOOVRGXPIEGF-UTWZGQCGSA-N	322.2144094			MMDBc0006596
BASm0015037	Sorbicillactone B	Sorbicillactone B is a novel-type alkaloid belonging to the chemical class of fungal metabolites. It was identified during research aimed at discovering new bioactive compounds from sponge-derived microorganisms, highlighting its potential significance in natural product chemistry. The structure and biosynthetic pathway of sorbicillactone B are unprecedented, which adds to the intrigue surrounding its chemical properties and biological activities. Such metabolites are often of interest due to their potential pharmacological applications, including antimicrobial and anticancer properties. The discovery of sorbicillactone B, alongside its counterpart sorbicillactone A, underscores the rich biodiversity of marine ecosystems and the importance of exploring these environments for novel compounds that may contribute to drug development and other biotechnological applications (PMID:18463724).		Expected Solid	[H]\C(C)=C(\[H])CCC(=O)C1=C(O)C(C)=C(O)[C@@]2(C)OC(=O)[C@@](C)(N=C(O)C(\[H])=C(/[H])C(O)=O)[C@@]12[H]	C21H25NO8	InChI=1S/C21H25NO8/c1-5-6-7-8-12(23)15-16(27)11(2)18(28)21(4)17(15)20(3,19(29)30-21)22-13(24)9-10-14(25)26/h5-6,9-10,17,27-28H,7-8H2,1-4H3,(H,22,24)(H,25,26)/b6-5+,10-9+/t17-,20+,21+/m1/s1	FBHQVVAZJLEQBG-NVZCPQDISA-N	419.1580168			MMDBc0006601
BASm0015038	Rhodotorulic acid			Expected Solid	[H][C@@]1(CCCN(O)C(C)=O)N=C(O)[C@]([H])(CCCN(O)C(C)=O)N=C1O	C14H24N4O6	InChI=1S/C14H24N4O6/c1-9(19)17(23)7-3-5-11-13(21)16-12(14(22)15-11)6-4-8-18(24)10(2)20/h11-12,23-24H,3-8H2,1-2H3,(H,15,22)(H,16,21)/t11-,12-/m0/s1	PUWVNTVQJFSBDH-RYUDHWBXSA-N	344.1695845			MMDBc0006622
BASm0015039	Versicolactone D	Versicolactone D is a dimeric sesquiterpene lactone, a chemical class known for its diverse biological activities and complex structures. Isolated from the Huang root, versicolactone D features a novel skeleton that distinguishes it from other compounds within its class, highlighting its potential for unique biological interactions (PMID:2638141). The structural characteristics of versicolactone D suggest it may play a role in various biochemical pathways, although specific biological functions and mechanisms of action require further investigation. The exploration of such metabolites is crucial, as they may contribute to the pharmacological properties of the plants from which they are derived, offering insights into their therapeutic potential. The study of versicolactone D and similar compounds can enhance our understanding of natural product chemistry and its implications in drug discovery and development.		Expected Solid	COC(=O)[C@]1(CC2=CC(CC=C(C)C)=C(O)C=C2)OC(=O)C(O)=C1C1=CC=C(OC)C=C1	C25H26O7	InChI=1S/C25H26O7/c1-15(2)5-7-18-13-16(6-12-20(18)26)14-25(24(29)31-4)21(22(27)23(28)32-25)17-8-10-19(30-3)11-9-17/h5-6,8-13,26-27H,7,14H2,1-4H3/t25-/m1/s1	NOSZCJQZUYDKAW-RUZDIDTESA-N	438.1678532			MMDBc0006623
BASm0015040	Fumonisin B2			Expected Solid	[H][C@](C)(CCCCCC[C@@]([H])(O)C[C@]([H])(O)[C@]([H])(C)N)C[C@]([H])(OC(=O)C[C@@]([H])(CC(O)=O)C(O)=O)[C@]([H])(OC(=O)C[C@@]([H])(CC(O)=O)C(O)=O)[C@]([H])(C)CCCC	C34H59NO14	InChI=1S/C34H59NO14/c1-5-6-12-21(3)32(49-31(43)18-24(34(46)47)16-29(40)41)27(48-30(42)17-23(33(44)45)15-28(38)39)14-20(2)11-9-7-8-10-13-25(36)19-26(37)22(4)35/h20-27,32,36-37H,5-19,35H2,1-4H3,(H,38,39)(H,40,41)(H,44,45)(H,46,47)/t20-,21+,22-,23+,24+,25+,26-,27-,32+/m0/s1	UXDPXZQHTDAXOZ-STOIETHLSA-N	705.3935556			MMDBc0006640
BASm0015041	(1S,2R)-3-oxo-2-pentylcyclopentane-1-butyric acid	(1S,2R)-3-oxo-2-pentylcyclopentane-1-butyric acid is a cyclopentane derivative and belongs to the class of fatty acids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@]1(CCCC(O)=O)CCC(=O)[C@]1([H])CCCCC	C14H24O3	InChI=1S/C14H24O3/c1-2-3-4-7-12-11(9-10-13(12)15)6-5-8-14(16)17/h11-12H,2-10H2,1H3,(H,16,17)/t11-,12+/m0/s1	MQWNXLZVXAQZES-NWDGAFQWSA-N	240.1725446			MMDBc0006657
BASm0015042	Psoracorylifol D	Psoracorylifol D is a flavonoid, a class of compounds known for their diverse biological activities and potential health benefits. This metabolite has been identified in the context of traditional herbal medicine, particularly from the plant species Psoralea corylifolia, which is recognized for its therapeutic properties. The chemical structure of Psoracorylifol D contributes to its role in various biological processes, including antioxidant and anti-inflammatory activities. Research has highlighted its presence alongside other significant compounds such as p-hydroxybenzaldehyde, psoralen, and isobavachalone, indicating its potential synergistic effects when combined with these metabolites (PMID:23302649). The exploration of Psoracorylifol D within the broader spectrum of flavonoids underscores its importance in phytochemistry and its relevance in the development of natural products for medicinal use. Further studies may elucidate its specific mechanisms of action and therapeutic applications, reinforcing the significance of this compound in both traditional and modern pharmacology.		Expected Solid	[H][C@]12CC[C@@](C)(C=C)[C@]([H])([C@]([H])(O1)C1=CC=C(O)C=C1)C2(C)C	C18H24O2	InChI=1S/C18H24O2/c1-5-18(4)11-10-14-17(2,3)16(18)15(20-14)12-6-8-13(19)9-7-12/h5-9,14-16,19H,1,10-11H2,2-4H3/t14-,15-,16-,18-/m1/s1	KYAKMCAFTRNVKQ-YFHUEUNASA-N	272.17763			MMDBc0006664
BASm0015043	PF1163B	PF1163B is a macrocyclic antifungal antibiotic belonging to the class of natural products derived from microbial sources. Isolated from Streptomyces sp., PF1163B has been synthesized through a total of eight steps starting from (S)-citronellene, showcasing its complex chemical structure and potential for therapeutic applications (PMID:14572246). The elucidation of its structure, along with that of its analog PF1163A, was achieved through detailed spectroscopic analyses of degradation products and X-ray crystallography, which provided insights into its molecular conformation and functional properties (PMID:10724006). The antifungal activity of PF1163B highlights its significance in the search for new antimicrobial agents, particularly in an era of increasing resistance to existing drugs. The study of PF1163B not only contributes to the understanding of natural antifungal mechanisms but also emphasizes the importance of microbial metabolites in drug discovery and development.		Expected Solid		C27H43NO5		PCRJJAXIHTZHNU-BURHJUHKSA-N	461.3141235			MMDBc0006666
BASm0015044	Chaetomugilin H	Chaetomugilin H is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(C)CC)C1=CC2=C(Cl)C(=O)[C@@]3(C)OC(=C(C(=O)OC)C3([H])C2=CO1)[C@]([H])(C)[C@@]([H])(C)O	C24H29ClO6	InChI=1S/C24H29ClO6/c1-7-12(2)8-9-15-10-16-17(11-30-15)19-18(23(28)29-6)21(13(3)14(4)26)31-24(19,5)22(27)20(16)25/h8-14,19,26H,7H2,1-6H3/b9-8+/t12-,13+,14+,19?,24-/m0/s1	XINDMVOXUMLKKE-VOSVUOCVSA-N	448.1652664			MMDBc0006672
BASm0015045	Erinacine P			Expected Solid	[H][C@@]1(O)CO[C@@]([H])(O[C@@]2([H])C=C(C=O)[C@@]([H])(C[C@]3([H])C4=C(CC[C@]4(C)CC[C@@]23C)C(C)C)OC(C)=O)[C@]([H])(O)[C@@]1([H])O	C27H40O8	InChI=1S/C27H40O8/c1-14(2)17-6-7-26(4)8-9-27(5)18(22(17)26)11-20(34-15(3)29)16(12-28)10-21(27)35-25-24(32)23(31)19(30)13-33-25/h10,12,14,18-21,23-25,30-32H,6-9,11,13H2,1-5H3/t18-,19-,20-,21+,23+,24-,25+,26-,27-/m1/s1	SEBFACPAABUJNW-JGSLRZJPSA-N	492.2723182			MMDBc0006677
BASm0015046	Roseopurpurin F			Expected Solid	[H][C@]1(O)C(O)=C(C)C(=O)[C@]([H])(OC2=C(C(=O)OC)C(C)=CC(O)=C2C)[C@@]1(C)OC	C19H24O8	InChI=1S/C19H24O8/c1-8-7-11(20)9(2)15(12(8)18(24)25-5)27-17-14(22)10(3)13(21)16(23)19(17,4)26-6/h7,16-17,20-21,23H,1-6H3/t16-,17-,19-/m0/s1	GJGRGJCMJUMZKN-LNLFQRSKSA-N	380.1471177			MMDBc0006695
BASm0015047	Curvopeptin-5	Curvopeptin-5 is a peptide metabolite. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid		C113H173N25O31S2		SEXSCYXNSYPMAA-UHFFFAOYNA-N	2440.217076			MMDBc0006697
BASm0015048	Armochaetoglobin O	Armochaetoglobin O is a member of the chemical class of metabolites. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and biological significance.		Expected Solid	[H][C@@]1(CC2=CNC3=CC=CC=C23)N=C(O)[C@@]23C4=CC=C(N4)C(=O)[C@@]([H])(C)C[C@@]([H])(C)CC=C[C@@]2([H])[C@]([H])(O)C(C)=C(C)[C@@]13[H]	C32H37N3O3	InChI=1S/C32H37N3O3/c1-17-8-7-10-23-30(37)20(4)19(3)28-26(15-21-16-33-24-11-6-5-9-22(21)24)35-31(38)32(23,28)27-13-12-25(34-27)29(36)18(2)14-17/h5-7,9-13,16-18,23,26,28,30,33-34,37H,8,14-15H2,1-4H3,(H,35,38)/t17-,18-,23-,26-,28-,30+,32+/m0/s1	KJMPCWQWZNLNTM-MMGNQZIRSA-N	511.2834921			MMDBc0006698
BASm0015049	Apratoxin A sulfoxide	Apratoxin A sulfoxide is a member of the apratoxin chemical class, which consists of marine natural products with notable biological activity. This metabolite was isolated from the Red Sea cyanobacterium Moorea producens, highlighting its marine origin and potential ecological significance (PMID:24016099). The isolation of apratoxin A sulfoxide, alongside other analogues such as apratoxin H, underscores the rich chemical diversity present in marine organisms. The structural characterization of apratoxin A sulfoxide involved mass spectrometry fragmentation patterns and infrared spectroscopy, which revealed its oxidation site, distinguishing it from its precursor, apratoxin A, as it could not be synthesized through simple oxidation of the latter (PMID:24016099). The unique chemical structure of apratoxin A sulfoxide may contribute to its biological activities, making it a subject of interest for further pharmacological studies. The exploration of such metabolites from marine sources continues to provide insights into novel compounds with potential therapeutic applications.		Expected Solid	[H][C@](C)(CC)[C@]1([H])N(C)C(=O)[C@]([H])(C)N(C)C(=O)[C@]([H])(CC2=CC=C(OC)C=C2)N=C(O)C(C)=C[C@@]2([H])CS(=O)C(=N2)[C@@]([H])(C)[C@@]([H])(O)C[C@]([H])(C)C[C@]([H])(OC(=O)[C@]2([H])CCCN2C1=O)C(C)(C)C	C45H69N5O9S	InChI=1S/C45H69N5O9S/c1-13-27(3)38-43(55)50-20-14-15-35(50)44(56)59-37(45(7,8)9)22-26(2)21-36(51)29(5)40-46-32(25-60(40)57)23-28(4)39(52)47-34(24-31-16-18-33(58-12)19-17-31)42(54)48(10)30(6)41(53)49(38)11/h16-19,23,26-27,29-30,32,34-38,51H,13-15,20-22,24-25H2,1-12H3,(H,47,52)/t26-,27-,29-,30-,32-,34-,35-,36-,37-,38-,60?/m0/s1	XQTNLJKLCLNKBG-QOAIAJRASA-N	855.4816			MMDBc0006703
BASm0015050	Flavasperone	Asperxanthone is found in fruits. Asperxanthone is a constituent of Aspergillus niger, Aspergillus awamori and Aspergillus fonsecaeus. It is isolated from A. niger infected mango fruits and peanuts		Solid	COC1=CC(OC)=C2C(C=C(O)C3=C2OC(C)=CC3=O)=C1	C16H14O5	InChI=1S/C16H14O5/c1-8-4-11(17)15-12(18)6-9-5-10(19-2)7-13(20-3)14(9)16(15)21-8/h4-7,18H,1-3H3	ARXPDHLVDOYIPX-UHFFFAOYSA-N	286.0841236			MMDBc0006724
BASm0015051	Chaetoglobosin D	Chaetoglobosin D is a secondary metabolite belonging to the class of polyketides, isolated from the endophytic fungus MG2. This compound has demonstrated significant antifungal activity, particularly against the apple tree pathogen Valsa canker, with an EC50 value indicating complete inhibition at a concentration of 2 μg/mL, which led to protoplast extrusion (PMID:40744597). The structure of chaetoglobosin D was elucidated through extensive spectroscopic analyses (PMID:40744597). Its protective and therapeutic efficacies were shown to be 91.15% and 88.26%, respectively, in indoor detached twigs against apple Valsa canker (PMID:40744597). Notably, chaetoglobosin D exhibited comparable efficacy to the commercial fungicide pyraclostrobin in controlling this pathogen (PMID:40744597). Mechanistically, it was found to induce an increase in chitinase activity, elevate cell membrane conductivity, increase malondialdehyde levels, deplete ergosterol content, and enhance the accumulation of reducing sugars in the target fungi (PMID:40744597). Additionally, chaetoglobosin D has shown inhibitory effects on nine other pathogenic fungi, marking it as a promising candidate for further research in antifungal applications (PMID:40744597).		Expected Solid	[H]\C1=C([H])\[C@@]2([H])[C@]([H])(O)C(=C)[C@@]([H])(C)[C@@]3([H])[C@]([H])(CC4=CNC5=CC=CC=C45)N=C(O)[C@@]23C(=O)C([H])=C([H])C(=O)[C@]([H])(O)\C(C)=C([H])/[C@@]([H])(C)C1	C32H36N2O5	InChI=1S/C32H36N2O5/c1-17-8-7-10-23-30(38)20(4)19(3)28-25(15-21-16-33-24-11-6-5-9-22(21)24)34-31(39)32(23,28)27(36)13-12-26(35)29(37)18(2)14-17/h5-7,9-14,16-17,19,23,25,28-30,33,37-38H,4,8,15H2,1-3H3,(H,34,39)/b10-7-,13-12+,18-14-/t17-,19+,23-,25-,28-,29+,30+,32+/m0/s1	FTBNYQWFSWKCKW-FASUOTKSSA-N	528.2624223			MMDBc0006729
BASm0015052	Viscosin	Viscosin is a cyclic lipopeptide belonging to the class of nonribosomal peptides (NRPs), characterized by its biosurfactant properties. This metabolite plays a significant role in the interaction between Pseudomonas species and plant roots, particularly under drought stress conditions. Research has shown that drought conditions increase the proportion of viscosin-encoding NRPS genes, which are crucial for root colonization (PMID:40951970). The presence of viscosin enhances the competitive advantage of Pseudomonas fluorescens during rhizoplane colonization, as evidenced by experiments comparing the wild-type strain SBW25 with a viscosin-deficient mutant, where the former exhibited greater root colonization under drought stress (PMID:40951970). Additionally, the biosynthetic gene cluster for viscosin is consistently found across various Pseudomonas strains, suggesting its evolutionary significance (PMID:40919943). While viscosin has been implicated in inhibiting Legionella species, the definitive role of this compound in such interactions remains to be fully elucidated (PMID:40919943). Furthermore, viscosin is part of a broader family of lipodipeptides, with ongoing studies exploring its biosynthetic pathways and ecological functions (PMID:40232844).		Expected Solid	[H]C(O)(CCCCCCC)CC(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CCC(O)=O)C(O)=N[C@@]1([H])C(O)=N[C@]([H])(C(C)C)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=N[C@]([H])(C(=O)OC1([H])C)[C@@]([H])(C)CC	C54H95N9O16	InChI=1S/C54H95N9O16/c1-13-15-16-17-18-19-34(66)25-41(67)55-36(22-28(3)4)47(71)56-35(20-21-42(68)69)46(70)63-45-33(12)79-54(78)44(32(11)14-2)62-51(75)40(27-65)60-48(72)37(23-29(5)6)57-50(74)39(26-64)59-49(73)38(24-30(7)8)58-52(76)43(31(9)10)61-53(45)77/h28-40,43-45,64-66H,13-27H2,1-12H3,(H,55,67)(H,56,71)(H,57,74)(H,58,76)(H,59,73)(H,60,72)(H,61,77)(H,62,75)(H,63,70)(H,68,69)/t32-,33?,34?,35+,36-,37-,38-,39+,40+,43+,44-,45+/m0/s1	QYEWAEAWMXRMHB-RDGUDDKTSA-N	1125.689678			MMDBc0006732
BASm0015053	Psoracorylifol A	Psoracorylifol A is a flavonoid, a class of compounds known for their diverse biological activities. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@](O)(C1=CC=C(O)C=C1)[C@@]1([H])O[C@@]([H])(CC[C@@]1(C)C=C)C(C)=C	C18H24O3	InChI=1S/C18H24O3/c1-5-18(4)11-10-15(12(2)3)21-17(18)16(20)13-6-8-14(19)9-7-13/h5-9,15-17,19-20H,1-2,10-11H2,3-4H3/t15-,16-,17+,18+/m0/s1	VLFQGDGCZKMBDA-WNRNVDISSA-N	288.1725446			MMDBc0006734
BASm0015054	Alanditrypinone	Alanditrypinone is a heptacyclic compound classified within the chemical class of metabolites. It is characterized as a product of a biosynthetic pathway involving α-KG/Fe(II)-dependent dioxygenases, specifically α-KGD, which plays a crucial role in enhancing structural complexity during the biosynthesis of fumiquinazolines. Recent studies have elucidated the concise three-enzyme pathway responsible for the production of alanditrypinone, highlighting its significance in the context of secondary metabolite biosynthesis in fungi. The investigation into this pathway not only provides insights into the chemical intricacies of alanditrypinone but also underscores the potential biological implications of its structural features and biosynthetic origins (PMID:30762374). Understanding the mechanisms behind alanditrypinone's biosynthesis may pave the way for novel applications in drug discovery and development, given the relevance of such metabolites in pharmacology and their diverse biological activities.		Expected Solid	[H][C@]1(CC2=CNC3=CC=CC=C23)N[C@@]2([H])N(C1=O)C1=CC=CC=C1[C@@]21C[C@@]2([H])N3C(=O)C4=CC=CC=C4N=C3[C@]1(C)N=C2O	C32H26N6O3	InChI=1S/C32H26N6O3/c1-31-29-34-22-12-6-3-9-19(22)27(40)38(29)25(26(39)36-31)15-32(31)20-10-4-7-13-24(20)37-28(41)23(35-30(32)37)14-17-16-33-21-11-5-2-8-18(17)21/h2-13,16,23,25,30,33,35H,14-15H2,1H3,(H,36,39)/t23-,25-,30+,31+,32+/m1/s1	XGMSBFCARQKIOJ-PGFNPXHBSA-N	542.2066387			MMDBc0006742
BASm0015055	Penialidin A	Penialidin A is a secondary metabolite belonging to the chemical class of xanthones. It was first isolated from the endophytic fungus of Ageratina adenophora, highlighting its potential as a novel compound in natural product chemistry (PMID:31638432). The extraction and fractionation processes of the crude extract yielded penialidin A along with other compounds, indicating its significance in the chemical profile of the source organism (PMID:27917206). Although primarily characterized through its chemical structure and isolation, the biological implications of penialidin A remain an area of interest, particularly in understanding its ecological role and potential applications in pharmacology. The study of such metabolites can provide insights into their biosynthetic pathways and their interactions within their ecological niches, suggesting that penialidin A may possess unique biological activities worthy of further investigation.		Expected Solid	C[C@]1(O)CC2=C(CO1)C(=O)C1=CC(O)=C(O)C(C(O)=O)=C1O2	C14H12O8	InChI=1S/C14H12O8/c1-14(20)3-8-6(4-21-14)10(16)5-2-7(15)11(17)9(13(18)19)12(5)22-8/h2,15,17,20H,3-4H2,1H3,(H,18,19)/t14-/m1/s1	WHDZYZDPVJODPJ-CQSZACIVSA-N	308.0532173			MMDBc0006748
BASm0015056	Precolibactin C	Precolibactin C is a member of the class of cyclic peptides, specifically a metabolite associated with the pathogenic potential of certain strains of Escherichia coli. This compound is notable for its role in the biosynthesis of colibactin, a genotoxic agent implicated in colorectal cancer. In a study, synthetic precolibactin C (6) was shown to be converted into N-myristoyl-d-asparagine and its corresponding colibactin by the action of colibactin peptidase ClbP, highlighting its biochemical transformation and relevance in microbial metabolism (PMID:27025153). The structural features of precolibactin C and its derivatives suggest a complex interplay between microbial metabolites and host cellular processes, underscoring the importance of understanding such compounds in the context of human health and disease. Further research into precolibactin C may elucidate its mechanisms of action and potential implications in microbial pathogenesis and cancer biology.		Expected Solid	[H][C@](C)(CCC1=C2C(O)=NC3(CC3)C2=CC(=O)N1CC1=NC(=CS1)C1=NC(=CS1)C(O)=O)N=C(O)[C@@]([H])(CC(O)=N)N=C(O)CCCCCCCCCCCCC	C39H53N7O7S2	InChI=1S/C39H53N7O7S2/c1-3-4-5-6-7-8-9-10-11-12-13-14-31(48)42-26(20-30(40)47)35(50)41-24(2)15-16-29-34-25(39(17-18-39)45-36(34)51)19-33(49)46(29)21-32-43-27(22-54-32)37-44-28(23-55-37)38(52)53/h19,22-24,26H,3-18,20-21H2,1-2H3,(H2,40,47)(H,41,50)(H,42,48)(H,45,51)(H,52,53)/t24-,26+/m0/s1	KPISWKUSQUAIIS-AZGAKELHSA-N	795.3447894			MMDBc0006778
BASm0015057	Gibepyrone C	Gibepyrone C is a pyrone derivative belonging to the class of natural products. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(C=O)=C(\C)C1=CC=C(C)C(=O)O1	C10H10O3	InChI=1S/C10H10O3/c1-7(5-6-11)9-4-3-8(2)10(12)13-9/h3-6H,1-2H3/b7-5+	PDOTWWQNXPRSKT-FNORWQNLSA-N	178.0629942			MMDBc0006782
BASm0015058	5,7,8,3',4'-Pentahydroxy-isoflavone	5,7,8,3',4'-Pentahydroxyisoflavone is a polyphenol metabolite detected in biological fluids (PMID: 20428313).			OC1=CC=C(C=C1O)C1=COC2=C(O)C(O)=CC(O)=C2C1=O	C15H10O7	InChI=1S/C15H10O7/c16-8-2-1-6(3-9(8)17)7-5-22-15-12(13(7)20)10(18)4-11(19)14(15)21/h1-5,16-19,21H	USQGZNXXBDCNQF-UHFFFAOYSA-N	302.0426527			MMDBc0006783
BASm0015059	Kipukasin J	Kipukasin J is a nucleoside derivative belonging to the chemical class of metabolites. It was isolated from the marine-derived fungus Aspergillus versicolor, which was obtained from mud collected in the South China Sea. This compound is part of a group that includes two new derivatives, kipukasins M (1a) and N (1b), highlighting the diverse chemical landscape that can be derived from marine fungi. The structural characteristics and potential biological activities of kipukasin J, while not extensively detailed in the literature, suggest that it may share properties common to nucleoside analogues, which are often explored for their therapeutic potential in various biological contexts. The discovery of kipukasin J and its related compounds underscores the importance of marine ecosystems as a source of novel bioactive metabolites that could lead to new pharmaceutical developments. (PMID:33319589)		Expected Solid	[H][C@]1(CO)O[C@@]([H])(N2C=CC(=O)N(C)C2=O)[C@]([H])(OC(C)=O)[C@]1([H])OC(=O)C1=C(O)C=C(O)C=C1C	C20H22N2O10	InChI=1S/C20H22N2O10/c1-9-6-11(25)7-12(26)15(9)19(28)32-16-13(8-23)31-18(17(16)30-10(2)24)22-5-4-14(27)21(3)20(22)29/h4-7,13,16-18,23,25-26H,8H2,1-3H3/t13-,16-,17-,18-/m1/s1	IXQHYJHUSQNOOZ-BNEJOLLZSA-N	450.1274449			MMDBc0006788
BASm0015060	6-O-(6-O-pentadecanoyl-α-D-glucopyranosyl)-1-O-pentadecanoyl-α-D-glucopyranose	6-O-(6-O-pentadecanoyl-α-D-glucopyranosyl)-1-O-pentadecanoyl-α-D-glucopyranose is a glycoside. There is limited literature available on this metabolite, and further research is needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@]1(O)[C@]([H])(O)[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)O[C@]([H])(OC[C@@]2([H])O[C@]([H])(OC(=O)CCCCCCCCCCCCCC)[C@]([H])(O)[C@@]([H])(O)[C@]2([H])O)[C@]1([H])O	C42H78O13	InChI=1S/C42H78O13/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-33(43)51-29-31-35(45)37(47)39(49)41(53-31)52-30-32-36(46)38(48)40(50)42(54-32)55-34(44)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h31-32,35-42,45-50H,3-30H2,1-2H3/t31-,32-,35-,36-,37+,38+,39-,40-,41+,42-/m1/s1	XMMJYHIYCFEHRW-AZCUGFHVSA-N	790.5442426			MMDBc0006792
BASm0015061	4′-epi-N-2-hydroxyethyl-azachaetoviridin A	4′-epi-N-2-hydroxyethyl-azachaetoviridin A is a member of the azaphilone class of compounds. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(C)CC)C1=CC2=C(Cl)C(=O)[C@@]3(C)OC(=O)C(C(=O)[C@]([H])(C)[C@@]([H])(C)O)=C3C2=CN1CCO	C25H30ClNO6	InChI=1S/C25H30ClNO6/c1-6-13(2)7-8-16-11-17-18(12-27(16)9-10-28)20-19(22(30)14(3)15(4)29)24(32)33-25(20,5)23(31)21(17)26/h7-8,11-15,28-29H,6,9-10H2,1-5H3/b8-7+/t13-,14+,15+,25-/m0/s1	CZNRWTXPKFAZAT-SUBMGMGCSA-N	475.1761654			MMDBc0006794
BASm0015062	Pseudomonic acid A	Mupirocin (pseudomonic acid A, or Bactroban or Centany) is an antibiotic originally isolated from Pseudomonas fluorescens. It is used topically, and is primarily effective against Gram-positive bacteria. Mupirocin is bacteriostatic at low concentrations and bactericidal at high concentrations. Mupirocin has a unique mechanism of action, which is selective binding to bacterial isoleucyl-tRNA synthetase, which halts the incorporation of isoleucine into bacterial proteins. Because this mechanism of action is not shared with any other antibiotic, mupirocin has few problems of antibiotic cross-resistance.		Expected Solid	C[C@H](O)[C@H](C)[C@@H]1O[C@H]1C[C@H]1CO[C@@H](C\C(C)=C\C(=O)OCCCCCCCCC(O)=O)[C@H](O)[C@@H]1O	C26H44O9	InChI=1S/C26H44O9/c1-16(13-23(30)33-11-9-7-5-4-6-8-10-22(28)29)12-20-25(32)24(31)19(15-34-20)14-21-26(35-21)17(2)18(3)27/h13,17-21,24-27,31-32H,4-12,14-15H2,1-3H3,(H,28,29)/b16-13+/t17-,18-,19-,20-,21-,24+,25-,26-/m0/s1	MINDHVHHQZYEEK-HBBNESRFSA-N	500.298533			MMDBc0006795
BASm0015063	Tsugaric acid A			Expected Solid	[H][C@](CCC=C(C)C)(C(O)=O)[C@@]1([H])CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@@]([H])(OC(C)=O)C(C)(C)[C@]1([H])CC3	C32H50O4	InChI=1S/C32H50O4/c1-20(2)10-9-11-22(28(34)35)23-14-18-32(8)25-12-13-26-29(4,5)27(36-21(3)33)16-17-30(26,6)24(25)15-19-31(23,32)7/h10,22-23,26-27H,9,11-19H2,1-8H3,(H,34,35)/t22-,23-,26+,27-,30-,31-,32+/m1/s1	FIWGZIBLJWZUEA-CAHOJKFZSA-N	498.3709101			MMDBc0006800
BASm0015064	Chloropupukeanolide B	Chloropupukeanolide B is a polyketide compound. There is limited literature available on this metabolite, with few studies providing insights into its properties and biological activities.		Expected Solid	[H][C@@]12O[C@]1(CC=C(C)C)[C@]1([H])OO[C@]34C(=C[C@@]5(C)C[C@@](C[C@@]([H])(O)[C@@]35Cl)(C(=O)OC)[C@@]43OC(=O)C4=C(O)C=C(C)C=C4O3)C1=C[C@]2([H])O	C32H33ClO11	InChI=1S/C32H33ClO11/c1-14(2)6-7-29-23-16(10-19(35)24(29)41-29)17-11-27(4)13-28(26(38)39-5)12-21(36)30(27,33)31(17,44-43-23)32(28)40-20-9-15(3)8-18(34)22(20)25(37)42-32/h6,8-11,19,21,23-24,34-36H,7,12-13H2,1-5H3/t19-,21+,23+,24-,27-,28-,29+,30-,31+,32+/m0/s1	LXBANIVXZDWATL-QWLKSUECSA-N	628.1711396			MMDBc0006801
BASm0015065	A-500359 E	A-500359 E is a deaminocaprolactam derivative of capuramycin, classified within the chemical class of lactams. This metabolite has been characterized through purification from culture filtrates, where its structure was elucidated as a methyl ester of A-500359 F, alongside other related compounds such as A-500359 H, which is a 3'-demethyl derivative of A-500359 F (PMID:12760682). A-500359 E exhibits significant antibacterial activity, specifically inhibiting bacterial translocase I with an IC50 of 0.027 microM, demonstrating potent efficacy compared to its derivatives (PMID:12760682). Additionally, A-500359 E, along with M-1 and M-2, has been shown to inhibit the growth of mycobacteria, indicating its potential therapeutic applications in treating infections caused by these pathogens (PMID:12760682). The compound's ability to target critical bacterial processes highlights its relevance in antibiotic research and development, particularly in the context of combating resistant strains of bacteria.		Expected Solid	[H][C@@](O[C@]1([H])OC(=C[C@@]([H])(O)[C@]1([H])O)C(=O)OC)(C(O)=N)[C@@]1([H])O[C@@]([H])(N2C=CC(O)=NC2=O)[C@]([H])(O)[C@]1([H])OC	C18H23N3O12	InChI=1S/C18H23N3O12/c1-29-11-10(25)15(21-4-3-8(23)20-18(21)28)32-12(11)13(14(19)26)33-17-9(24)6(22)5-7(31-17)16(27)30-2/h3-6,9-13,15,17,22,24-25H,1-2H3,(H2,19,26)(H,20,23,28)/t6-,9+,10-,11+,12+,13+,15-,17+/m1/s1	PURGDQCDJJEGGD-HXZZQYQQSA-N	473.1281732			MMDBc0006802
BASm0015066	Herqueiazole	Herqueiazole is a polyaromatic metabolite belonging to a novel skeletal class, isolated from the marine-derived fungus Penicillium sp. (PMID:23431962). This compound, alongside herqueioxazole and herqueidiketal, represents a unique group of metabolites that may possess distinct chemical properties and biological activities. The structural characteristics of herqueiazole suggest potential interactions with biological systems, although specific biological functions remain to be fully elucidated. Given the increasing interest in marine-derived natural products, herqueiazole could serve as a lead compound for further research into its pharmacological potential, particularly in the context of drug discovery and development. The exploration of such metabolites may uncover new therapeutic avenues, especially considering the diverse chemical repertoire of marine fungi. As research progresses, understanding the biosynthetic pathways and ecological roles of herqueiazole and its analogs will be crucial for appreciating their significance in both chemistry and biology.		Expected Solid	[H][C@@]1(C)OC2=C3C(C)=CC(O)=C4C5=C(NC(C)=C5)C(=O)C(C(=O)[C@]2(O)C1(C)C)=C34	C22H21NO5	InChI=1S/C22H21NO5/c1-8-6-12(24)14-11-7-9(2)23-17(11)18(25)16-15(14)13(8)20-22(27,19(16)26)21(4,5)10(3)28-20/h6-7,10,23-24,27H,1-5H3/t10-,22+/m0/s1	IXKZXMJHICVGBA-MLMJSJRWSA-N	379.1419728			MMDBc0006803
BASm0015067	Atlantinone A			Expected Solid	[H][C@@]12CC[C@]3(C(=O)O1)[C@]([H])(CC[C@@]1(C)[C@@]3([H])C=C(C)[C@@]3(C)C(O)=C(C)C(=O)[C@@]13C(=O)OC)C2(C)C	C26H34O6	InChI=1S/C26H34O6/c1-13-12-16-23(5,26(21(30)31-7)19(28)14(2)18(27)24(13,26)6)10-8-15-22(3,4)17-9-11-25(15,16)20(29)32-17/h12,15-17,27H,8-11H2,1-7H3/t15-,16-,17+,23+,24+,25+,26-/m1/s1	LGIBRQVYYFOBSF-OGMOAHJASA-N	442.2355388			MMDBc0006807
BASm0015068	Oxysporidinone	Oxysporidinone is a member of the pyridone chemical class, specifically characterized by its hydroxy-substituted cyclohexanone ring. This compound is biosynthesized through a complex process involving phenol dearomatization, although the precise biochemical mechanisms remain to be fully elucidated (PMID:37086399). The biosynthetic gene cluster responsible for oxysporidinone production has been identified in the fungus Fusarium oxysporum, highlighting its significance in fungal metabolism (PMID:37086399). Oxysporidinone and its derivatives, such as 4,6'-anhydrooxysporidinone, have been shown to exhibit biological activities, including the induction of autophagic and apoptotic cell death in MCF-7 breast cancer cells (PMID:34208033). Additionally, 4,6'-anhydrooxysporidinone has demonstrated neuroprotective effects on hippocampal neuronal cell lines (PMID:34208033). The compound has also been isolated from various Fusarium species, emphasizing its diverse occurrence in endophytic fungi associated with medicinal plants (PMID:36484574; PMID:29915912). Furthermore, studies involving biomimetic conversions have provided insights into the structural relationships between oxysporidinone and other tricyclic pyridone alkaloids (PMID:21419624).		Expected Solid		C28H43NO6		CYNJYGDSSURTLH-UHFFFAOYNA-N	489.3090381			MMDBc0006813
BASm0015069	Cephalimysin A	Cephalimysin A is a member of the chemical class of metabolites, specifically belonging to the family of cephalosporin antibiotics. It has garnered attention in the field of synthetic organic chemistry, evidenced by the completion of a nine-step total synthesis of (-)-cephalimysin A alongside another compound, (-)-FD-838 (PMID:31329460). This compound has also been the subject of a photoisomerization-coupled asymmetric Stetter reaction, which facilitated the total synthesis of three diastereomers of (-)-cephalimysin A (PMID:24224080). Notably, a late-stage oxidation strategy has been developed to provide flexible access to three of the four diastereomers of cephalimysin A, highlighting the compound's complex stereochemistry (PMID:24224080). The ability to access these epimers has further supported corrections to the initially proposed relative stereochemistry of cephalimysin A (PMID:24224080). Such advancements in its synthesis and understanding of its stereochemical properties are crucial for exploring its potential biological activities and therapeutic applications.		Expected Solid	[H]\C(CC)=C(\[H])CCC1=C(C)C(=O)[C@]2(O1)C(O)=N[C@](OC)(C(=O)C1=CC=CC=C1)[C@]2([H])O	C22H25NO6	InChI=1S/C22H25NO6/c1-4-5-6-10-13-16-14(2)17(24)21(29-16)19(26)22(28-3,23-20(21)27)18(25)15-11-8-7-9-12-15/h5-9,11-12,19,26H,4,10,13H2,1-3H3,(H,23,27)/b6-5+/t19-,21-,22+/m1/s1	DOQXBDAURVMBOF-QMOITNCKSA-N	399.1681875			MMDBc0006816
BASm0015070	Botcinolide	Botcinolide is a secondary metabolite belonging to the class of lactones, specifically characterized as a nine-membered ring structure. It has been the subject of extensive chemical investigation, including its asymmetric synthesis and structural determination. The asymmetric synthesis of key fragments of botcinolide and its related compound botcinin has been reported (PMID:21560756). Comprehensive studies have elucidated the chemistry and structural characteristics of botcinolides, botcinins, and botcinic acids, confirming their structures through total syntheses (PMID:19137164). Notably, the original classification of botcinolide as a nine-membered lactone was revised based on spectroscopic data, leading to its reclassification as the seco acid of botcinin E (PMID:16643065). This structural revision highlights the compound's instability and propensity for translactonization, resulting in the formation of gamma-lactones (PMID:19137164). Isolated from the phytopathogenic fungus Botrytis cinerea, botcinolide and its derivatives exhibit phytotoxic properties, contributing to their biological significance (PMID:16643065). Overall, botcinolide represents a fascinating example of complex natural products that intertwine chemistry and biology.		Expected Solid	[H]\C(=C(\[H])C([H])(O)CCCC)C(=O)O[C@@]1([H])[C@]([H])(C)OC(=O)[C@]([H])(C)[C@]([H])(O)[C@](C)(O)[C@@]([H])(O)[C@]1([H])C	C20H34O8	InChI=1S/C20H34O8/c1-6-7-8-14(21)9-10-15(22)28-16-11(2)17(23)20(5,26)18(24)12(3)19(25)27-13(16)4/h9-14,16-18,21,23-24,26H,6-8H2,1-5H3/b10-9+/t11-,12-,13+,14?,16-,17+,18+,20-/m1/s1	YFWCDPYMHQAWJE-PZLDCHGPSA-N	402.2253681			MMDBc0006817
BASm0015071	3-Chloro-4-(3-chloro-2-nitrophenyl)-5-methoxy-3-pyrrolin-2-one	3-Chloro-4-(3-chloro-2-nitrophenyl)-5-methoxy-3-pyrrolin-2-one is a pyrrolinone derivative, a chemical class known for its diverse biological activities. This compound was identified as a metabolite in a study focused on antifungal compounds derived from the fermentation extracts of the soil-borne bacterium Burkholderia cepacia K87. The research highlighted the compound alongside other analogs, emphasizing its potential as an antifungal agent (PMID:18776654). Pyrrolinones, including this specific derivative, have garnered interest due to their structural features that may contribute to various pharmacological effects, including antifungal properties. The presence of chloro and nitro substituents in its structure suggests potential interactions with biological targets, which could be explored further for therapeutic applications. Overall, 3-chloro-4-(3-chloro-2-nitrophenyl)-5-methoxy-3-pyrrolin-2-one represents a promising candidate for further investigation in the field of medicinal chemistry and microbiology.		Expected Solid		C11H8Cl2N2O4		JBJAISKDFNUTNB-UHFFFAOYNA-N	301.9861121			MMDBc0006822
BASm0015072	Bezerramycin C	Bezerramycin C is a secondary metabolite belonging to the class of antibiotics. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	CC(=O)NC1=C(C#N)C2=NC3=CC(CO)=CC=C3OC2=CC1=O	C16H11N3O4	InChI=1S/C16H11N3O4/c1-8(21)18-15-10(6-17)16-14(5-12(15)22)23-13-3-2-9(7-20)4-11(13)19-16/h2-5,20H,7H2,1H3,(H,18,21)	AFOCUKZGFVPLEE-UHFFFAOYSA-N	309.0749558			MMDBc0006823
BASm0015073	Sterin B	Sterin B is a sterol. There is limited literature available on this metabolite, and further research is needed to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(=C(\[H])C(C)(C)O)C1=C(O)C=CC(C=O)=C1	C12H14O3	InChI=1S/C12H14O3/c1-12(2,15)6-5-10-7-9(8-13)3-4-11(10)14/h3-8,14-15H,1-2H3/b6-5+	GEZNZIMPYNLYAN-AATRIKPKSA-N	206.0942943			MMDBc0006829
BASm0015074	Dehydrobotrydienol	Dehydrobotrydienol is a secondary metabolite belonging to the class of botryane ethers, which are characterized by their unique structural features and biological activities. This compound has been isolated from the solid cultures of the insect-associated fungus Hypocrea sp., alongside other related metabolites, highlighting its potential ecological and biochemical significance (PMID:27328173). In addition to its role in fungal metabolism, dehydrobotrydienol has been identified in other studies focusing on the chemical diversity of fungal secondary metabolites, further emphasizing its relevance in the field of natural product chemistry (PMID:26077652). The exploration of dehydrobotrydienol and its related compounds may provide insights into their biosynthetic pathways and potential applications in pharmacology, given the increasing interest in bioactive natural products derived from fungi.		Expected Solid	CC1=C(CO)C2=C(C=C1)C(C)(C)C[C@]2(C)CO	C15H22O2	InChI=1S/C15H22O2/c1-10-5-6-12-13(11(10)7-16)15(4,9-17)8-14(12,2)3/h5-6,16-17H,7-9H2,1-4H3/t15-/m1/s1	UQQKKLVKVVJDEX-OAHLLOKOSA-N	234.1619799			MMDBc0006841
BASm0015075	Psoracorylifol E	Psoracorylifol E is a flavonoid compound belonging to the chemical class of flavonoids. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CC[C@@](C)(C=C)[C@@]([H])([C@@]([H])(O1)C1=CC=C(O)C=C1)C2(C)C	C18H24O2	InChI=1S/C18H24O2/c1-5-18(4)11-10-14-17(2,3)16(18)15(20-14)12-6-8-13(19)9-7-12/h5-9,14-16,19H,1,10-11H2,2-4H3/t14-,15-,16-,18+/m0/s1	KYAKMCAFTRNVKQ-NBOOPKSLSA-N	272.17763			MMDBc0006846
BASm0015076	(+)-(10E,15R)-10,11-dehydrocurvularin	(+)-(10E,15R)-10,11-dehydrocurvularin is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	[H]\C1=C([H])/C(=O)C2=C(O)C=C(O)C=C2CC(=O)O[C@]([H])(C)CCC1	C16H18O5	InChI=1S/C16H18O5/c1-10-5-3-2-4-6-13(18)16-11(8-15(20)21-10)7-12(17)9-14(16)19/h4,6-7,9-10,17,19H,2-3,5,8H2,1H3/b6-4+/t10-/m1/s1	AVIRMQMUBGNCKS-DFVUYQKZSA-N	290.1154237			MMDBc0006849
BASm0015077	Sculezonone B	Sculezonone B is a natural product belonging to the class of terpenoids. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid		C20H20O9		NKDAVCHIYATDKS-UHFFFAOYNA-N	404.1107322			MMDBc0006853
BASm0015078	N-decanoyl-L-homoserine lactone	N-decanoyl-L-homoserine lactone is a member of the N-acyl homoserine lactone (AHL) chemical class, which functions as a quorum-sensing molecule in various bacterial species. This metabolite plays a crucial role in cell-cell communication, influencing behaviors such as biofilm formation and gene regulation. For instance, it has been shown to affect copper-induced conjugative transfer of antibiotic resistance genes (PMID:40840413) and to upregulate functional genes involved in polyvinyl alcohol degradation in Geotrichum when sensed by Acidovorax (PMID:40184710). Additionally, N-decanoyl-L-homoserine lactone has been implicated in inhibiting primary root growth in Arabidopsis, although the underlying mechanisms remain unclear (PMID:36229795). It is also involved in the activation of biosynthetic gene clusters in symbiotic bacteria, highlighting its importance in symbiotic relationships (PMID:35611654). Furthermore, its concentrations in biofilms have been found to correlate with the abundance of immigrant bacteria, suggesting its role in microbial community dynamics (PMID:34289594). Overall, N-decanoyl-L-homoserine lactone exemplifies the intricate interplay between microbial metabolites and biological processes.		Expected Solid	[H][C@@]1(CCOC1=O)N=C(O)CCCCCCCCC	C14H25NO3	InChI=1S/C14H25NO3/c1-2-3-4-5-6-7-8-9-13(16)15-12-10-11-18-14(12)17/h12H,2-11H2,1H3,(H,15,16)/t12-/m0/s1	TZWZKDULKILUPV-LBPRGKRZSA-N	255.1834437			MMDBc0006864
BASm0015079	Alternariol 4-methyl-10-acetyl ether	Alternariol 4-methyl-10-acetyl ether is a mycotoxin belonging to the class of phenolic compounds. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential effects.		Expected Solid	COC1=CC(O)=C2C(=O)OC3=CC(OC(C)=O)=CC(C)=C3C2=C1	C17H14O6	InChI=1S/C17H14O6/c1-8-4-11(22-9(2)18)7-14-15(8)12-5-10(21-3)6-13(19)16(12)17(20)23-14/h4-7,19H,1-3H3	LVYFGKPAJPVCMM-UHFFFAOYSA-N	314.0790382			MMDBc0006882
BASm0015080	Austinoneol	Austinoneol is a natural product belonging to the class of terpenoids. It has garnered attention in the field of chemistry due to its unique structural features and potential biological activities. Recent studies utilizing the Global Natural Product Social spectral libraries have successfully annotated austinoneol among various compounds, highlighting its significance in natural product research (PMID:37128476). Furthermore, the absolute configurations of austinoneol A and its derivative, precalidodehydroaustin, have been elucidated for the first time through single-crystal X-ray diffraction analyses, employing Cu Kα radiation, which underscores the compound's intricate stereochemistry (PMID:31867967). The exploration of austinoneol's chemical properties and its potential biological implications may pave the way for future research into its applications in pharmacology and biotechnology, given the growing interest in terpenoids as sources of novel therapeutic agents.		Expected Solid	[H][C@@]1(O)C(=O)[C@@]2(C(=O)OC)C(=C)[C@]1(C)CC1=C(C)[C@]3(CC[C@@]21C)C=CC(=O)OC3(C)C	C24H30O6	InChI=1S/C24H30O6/c1-13-15-12-21(5)14(2)24(19(28)29-7,18(27)17(21)26)22(15,6)10-11-23(13)9-8-16(25)30-20(23,3)4/h8-9,17,26H,2,10-12H2,1,3-7H3/t17-,21+,22-,23-,24-/m1/s1	RVCGYSNUNXICAF-BFYKDQAASA-N	414.2042387			MMDBc0006892
BASm0015081	(2R,3S,3′S)-2-hydroxyastaxanthin	(2R,3S,3′S)-2-hydroxyastaxanthin is a carotenoid, specifically a hydroxy derivative of astaxanthin. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H]/C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])C1=C(C)C(=O)[C@@]([H])(O)[C@]([H])(O)C1(C)C)/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])C1=C(C)C(=O)[C@@]([H])(O)CC1(C)C	C40H52O5	InChI=1S/C40H52O5/c1-26(17-13-19-28(3)21-23-32-30(5)35(42)34(41)25-39(32,7)8)15-11-12-16-27(2)18-14-20-29(4)22-24-33-31(6)36(43)37(44)38(45)40(33,9)10/h11-24,34,37-38,41,44-45H,25H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,26-15+,27-16+,28-19+,29-20+/t34-,37+,38-/m0/s1	FHWKCLRYHASIMG-JXBZEQIMSA-N	612.3814748			MMDBc0006905
BASm0015082	Cochlioquinone B	Cochlioquinone B is a member of the terpenoid chemical class, specifically a natural product with notable biological activities. It has been synthesized alongside other terpenoid compounds, highlighting its structural significance in the realm of natural products (PMID:40523914). The compound is part of a diverse family of cochlioquinones, which includes unique structural variants such as bipolacochlioquinone A and B, characterized by their complex pentacyclic systems (PMID:35427653). Cochlioquinone B and its derivatives, particularly CoB1, have been isolated from the endophytic fungus Bipolaris sorokiniana found in Salvia miltiorrhiza, where they play a crucial role in modulating inflammatory responses and enhancing host defense against pulmonary pathogens (PMID:34624808, PMID:32747503). Furthermore, Cochlioquinone B exhibits antimicrobial properties, demonstrating activity against methicillin-resistant Staphylococcus aureus (MRSA) and showing synergistic effects against other pathogens (PMID:32215711). Its isolation alongside other known compounds further underscores its relevance in the study of bioactive natural products (PMID:11908970).		Expected Solid	[H][C@](C)(CC)C(=O)[C@@]([H])(C)C1=CC(=O)C2=C(O[C@]3(C)CC[C@@]4([H])O[C@]([H])(CC[C@]4(C)C3([H])C2)C(C)(C)O)C1=O	C28H40O6	InChI=1S/C28H40O6/c1-8-15(2)23(30)16(3)17-13-19(29)18-14-20-27(6)11-9-21(26(4,5)32)33-22(27)10-12-28(20,7)34-25(18)24(17)31/h13,15-16,20-22,32H,8-12,14H2,1-7H3/t15-,16-,20?,21+,22+,27+,28+/m0/s1	NTPNSKLZWVYKGK-DMBAJPFZSA-N	472.282489			MMDBc0006910
BASm0015083	Aspergillumarin B	Aspergillumarin B is a member of the isocoumarin chemical class, characterized by its unique structural features that contribute to its biological activity. This compound has been identified as a naturally occurring metabolite, isolated during the investigation of secondary metabolites from the endophytic fungus Talaromyces primulinus WZ-883, which was derived from the leaves of Pseudostellaria heterophylla. In the course of this research, several compounds were isolated, including Aspergillumarin B, alongside other known metabolites such as aspergillumarin A and various meroterpenoids and isocoumarins (PMID:40114620). The structural elucidation of Aspergillumarin B was achieved through NMR spectral analysis, which allowed for a detailed comparison with previously reported data in the literature. The biological implications of isocoumarins like Aspergillumarin B are of interest due to their potential pharmacological properties, although further studies are necessary to fully elucidate their mechanisms of action and therapeutic potential.		Expected Solid	[H][C@@](C)(O)CCC[C@]1([H])CC2=C(C(O)=CC=C2)C(=O)O1	C14H18O4	InChI=1S/C14H18O4/c1-9(15)4-2-6-11-8-10-5-3-7-12(16)13(10)14(17)18-11/h3,5,7,9,11,15-16H,2,4,6,8H2,1H3/t9-,11+/m0/s1	JDIGWVAMJGGRBY-GXSJLCMTSA-N	250.1205091			MMDBc0006917
BASm0015084	Talaroenamine E	Talaroenamine E is a member of the alkaloid chemical class. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	COC1=C(CN=C2C(C)=CC(=O)[C@@](C)(O)C2=O)C=CC(O)=C1	C16H17NO5	InChI=1S/C16H17NO5/c1-9-6-13(19)16(2,21)15(20)14(9)17-8-10-4-5-11(18)7-12(10)22-3/h4-7,18,21H,8H2,1-3H3/t16-/m1/s1	IATGCYDWADNGPJ-MRXNPFEDSA-N	303.1106727			MMDBc0006927
BASm0015085	2-(1-hydroxyethyl)-4(3H)quinazoline			Expected Solid		C10H10N2O2		BMBSGGZMJQTQSO-UHFFFAOYNA-N	190.0742276			MMDBc0006940
BASm0015086	Amonabactin P 693	Amonabactin P 693 is a siderophore, a class of molecules that chelate iron and are produced by various microorganisms to facilitate iron acquisition. There is limited literature available on Amonabactin P 693, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@](N)(CCCCN=C(O)C1=C(O)C(O)=CC=C1)C(O)=N[C@@]([H])(CCCCN=C(O)C1=C(O)C(O)=CC=C1)C(O)=N[C@@]([H])(CC1=CC=CC=C1)C(O)=O	C35H43N5O10	InChI=1S/C35H43N5O10/c36-24(14-4-6-18-37-31(45)22-12-8-16-27(41)29(22)43)33(47)39-25(34(48)40-26(35(49)50)20-21-10-2-1-3-11-21)15-5-7-19-38-32(46)23-13-9-17-28(42)30(23)44/h1-3,8-13,16-17,24-26,41-44H,4-7,14-15,18-20,36H2,(H,37,45)(H,38,46)(H,39,47)(H,40,48)(H,49,50)/t24-,25-,26-/m0/s1	ASZMRCGOWFMPCF-GSDHBNRESA-N	693.3009926			MMDBc0006942
BASm0015087	Decarestrictine D	Decarestrictine D is a 10-membered lactone belonging to the class of natural products known as macrolides. It has garnered attention due to its unique structural features and potential biological activities. The synthesis of decarestrictine D has been explored through various methods, including asymmetric synthesis and nickel-catalyzed coupling reactions that facilitate the construction of its complex carbon skeleton. Notably, the stereoselective synthesis of decarestrictine D was achieved from a (2Z,4E)-alkadienyl alcohol precursor, showcasing innovative synthetic strategies (PMID:15816745). Additionally, the synthesis of decarestrictine D has been reported through the borylation of lithiated carbamates and the conversion of triol derivatives, highlighting its versatility in synthetic organic chemistry (PMID:20446329, PMID:17253757). In natural settings, decarestrictine D is produced during fermentation processes, where it is derived from other decarestrictines under acidic conditions (PMID:8226316). The exploration of decarestrictine D not only emphasizes its chemical significance but also opens avenues for studying its biological implications, particularly in the context of its derivatives and metabolic pathways.		Expected Solid		C10H16O5		HWMMWMJBUOCCFZ-UHFFFAOYNA-N	216.0997736			MMDBc0006947
BASm0015088	Ophiobolin A lactone	Ophiobolin A lactone is a sesterterpene metabolite described in biomedical literature. This compound has been isolated from the endophytic fungus Bipolaris species TJ403-B1, alongside other ophiobolin-type sesterterpenes and a pimarane-type diterpene. Ophiobolin A lactone has demonstrated significant antimicrobial activity, particularly against Acinetobacter baumannii, highlighting its potential as a therapeutic agent in combating resistant bacterial strains. The structural characteristics of ophiobolin A lactone, along with its bioactivity, underscore its importance in the study of natural products and their applications in medicine. The evaluation of its antimicrobial potential, along with other compounds from the same source, suggests a diverse chemical arsenal that may be harnessed for drug development (PMID:32547498).		Expected Solid	[H]\C1=C2/C(=O)O[C@@]3([H])C[C@@](C)(O)[C@@]([H])(C[C@@]4(C)CC[C@@]5(O[C@]([H])(C[C@]5([H])C)C=C(C)C)[C@]4([H])C1)[C@@]23[H]	C25H36O4	InChI=1S/C25H36O4/c1-14(2)10-16-11-15(3)25(29-16)9-8-23(4)12-18-21-17(6-7-20(23)25)22(26)28-19(21)13-24(18,5)27/h6,10,15-16,18-21,27H,7-9,11-13H2,1-5H3/b17-6+/t15-,16-,18-,19-,20+,21+,23+,24+,25-/m0/s1	JRMCJWMKLHLRLM-XZKUGGLCSA-N	400.2613596			MMDBc0006949
BASm0015089	2-(3-methyl-2-buten-1-yl)-4-methoxyethyl-phenol	2-(3-methyl-2-buten-1-yl)-4-methoxyethyl-phenol is a phenolic compound that belongs to the class of metabolites derived from fungal sources. It has been identified as a novel phenol derivative isolated from the solid fermentation products of the fungus Stereum hirsutum FP-91666, alongside other known compounds. This compound may exhibit various biological activities, potentially due to its structural features that are characteristic of phenolic compounds, which are known for their antioxidant properties and roles in plant defense mechanisms. The exploration of such metabolites is significant in the field of natural product chemistry, as they may have implications for pharmacological applications and biotechnological processes. The study highlighting this compound also emphasizes the diversity of phenolic derivatives that can be obtained from fungal fermentation, suggesting a rich source for further research into their biological effects and potential uses in medicine (PMID:25295617).		Expected Solid		C14H20O2		JCQQBIJQJDCOAB-UHFFFAOYNA-N	220.1463299			MMDBc0006956
BASm0015090	2,5-dihydroxy-3-isopropenyl-6-(3-methylbut-3-en-1-ynyl)benzaldehyde	2,5-dihydroxy-3-isopropenyl-6-(3-methylbut-3-en-1-ynyl)benzaldehyde is a phenolic compound. There is little literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	CC(C)=CCC1=CC(O)=C(C#CC(C)=C)C(C=O)=C1O	C17H18O3	InChI=1S/C17H18O3/c1-11(2)5-7-13-9-16(19)14(8-6-12(3)4)15(10-18)17(13)20/h5,9-10,19-20H,3,7H2,1-2,4H3	OHAIZLWDWYVYPJ-UHFFFAOYSA-N	270.1255944			MMDBc0006963
BASm0015091	Botryoloic acid	Botryoloic acid is a fatty acid derivative. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]12[C@]([H])(C[C@@]([H])(C)[C@]([H])(C(O)=O)[C@]1(O)[C@@](C)(CO)CC2(C)C)OC(C)=O	C17H28O6	InChI=1S/C17H28O6/c1-9-6-11(23-10(2)19)13-15(3,4)7-16(5,8-18)17(13,22)12(9)14(20)21/h9,11-13,18,22H,6-8H2,1-5H3,(H,20,21)/t9-,11+,12-,13+,16-,17-/m1/s1	OLOQSHYLOVYRGK-SVLWDWOGSA-N	328.1885886			MMDBc0006974
BASm0015092	Alantrypinene B	Alantrypinene B is a terpenoid compound. There is little literature available on this metabolite, indicating a gap in research regarding its properties and potential biological activities.		Expected Solid	[H][C@@]12C[C@]3(C=NC4=CC=CC=C34)[C@@](C)(N=C1O)C1=NC3=CC=CC=C3C(=O)N21	C21H16N4O2	InChI=1S/C21H16N4O2/c1-20-19-23-14-8-4-2-6-12(14)18(27)25(19)16(17(26)24-20)10-21(20)11-22-15-9-5-3-7-13(15)21/h2-9,11,16H,10H2,1H3,(H,24,26)/t16-,20+,21-/m1/s1	UGJOAVUFFONAPW-TYCQWZJGSA-N	356.1273258			MMDBc0006982
BASm0015093	PF1163A	PF1163A is a fungal metabolite belonging to the chemical class of polyketide-nonribosomal peptide hybrids. It is recognized for its role as an antifungal agent, specifically inhibiting sterol-C4-methyl oxidase, a critical enzyme in the biosynthesis of ergosterol, which is vital for fungal cell membrane integrity. The biosynthesis of PF1163A involves a unique polyketide synthase-nonribosomal peptide synthetase hybrid, PfaA, characterized by an unusual domain organization featuring tandem condensation domains and a terminal condensation domain (PMID:39719272). Isolated from the marine-derived fungus Penicillium meleagrinum var., PF1163A has been shown to inhibit ergosterol synthesis in Saccharomyces cerevisiae, leading to the accumulation of 4,4-dimethylzymosterol while decreasing ergosterol levels (PMID:12546418). This inhibition is significant as it disrupts essential fungal processes, confirming PF1163A's potential as a novel antifungal agent (PMID:12546418). Additionally, resistance studies indicate that strains overexpressing the ERG25 gene exhibit resistance to PF1163A, further underscoring its specific mechanism of action (PMID:12546418). Overall, PF1163A represents a promising candidate for antifungal development, highlighting the importance of natural products in therapeutic applications.		Expected Solid		C27H43NO6		SDBGPLZSWIQIOV-BPOFIJNJSA-N	477.3090381			MMDBc0006999
BASm0015094	Enniatin-B2			Expected Solid		C32H55N3O9		NUFASKQIWTXKBR-UHFFFAOYNA-N	625.3938304			MMDBc0007000
BASm0015095	10-Oxodehydrodihydrobotrydial	10-Oxodehydrodihydrobotrydial is a botryane-type metabolite characterized by its unique structural features and is classified within the chemical class of terpenoids. This compound has been identified as part of a complex mixture of heterodimeric botryane ethers, including other related compounds, isolated from the solid cultures of the insect-associated fungus Hypocrea sp. (PMID:27328173). The biosynthetic pathways leading to 10-oxodehydrodihydrobotrydial suggest a mixed-biogenetic origin, potentially involving precursors akin to coumarin and dihydrobotrydiol, indicating its intricate relationship with other metabolites in fungal metabolism (PMID:24490837). The presence of this compound in fungal cultures highlights its possible ecological role and underscores the diverse chemical arsenal produced by fungi, which may have implications for biological activity and interactions within their environments.		Expected Solid	CC1=C2C3=C(C=C1)C(C)(C)C[C@]3(C)COC2=O	C15H18O2	InChI=1S/C15H18O2/c1-9-5-6-10-12-11(9)13(16)17-8-15(12,4)7-14(10,2)3/h5-6H,7-8H2,1-4H3/t15-/m1/s1	CAMCSBCRRUTMEK-OAHLLOKOSA-N	230.1306798			MMDBc0007004
BASm0015096	(5S,S)-5-methyl-3-(6-methyloctyl)furan-2(5H)-one	(5S,S)-5-methyl-3-(6-methyloctyl)furan-2(5H)-one is a furanone compound. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid	[H][C@](C)(CC)CCCCCC1=C[C@]([H])(C)OC1=O	C14H24O2	InChI=1S/C14H24O2/c1-4-11(2)8-6-5-7-9-13-10-12(3)16-14(13)15/h10-12H,4-9H2,1-3H3/t11-,12-/m0/s1	DIGSICVZYKFCTI-RYUDHWBXSA-N	224.17763			MMDBc0007010
BASm0015097	Deinoxanthin	Deinoxanthin is a hydroxylated tetraterpenoid belonging to the carotenoid chemical class. This metabolite is synthesized by the extremophilic bacterium Deinococcus radiodurans, known for its remarkable antioxidant properties. Deinoxanthin exhibits significant reactive oxygen species-scavenging activity, contributing to its role in protecting cells from oxidative damage. Studies have shown that deinoxanthin-enriched extracellular vesicles from D. radiodurans can drive IL-10-dependent tolerogenic programming of dendritic cells (PMID:41009012). Additionally, deinoxanthin has demonstrated protective effects against brain oxidative damage and gut microbiota alterations in D-galactose-induced aging mice (PMID:40682717). Its strong antioxidant characteristics are further evidenced by research indicating that deinoxanthin can mitigate sorafenib-induced nephrotoxicity in rat models of hepatocellular carcinoma, reducing kidney injury and suggesting its potential as a protective agent (PMID:39625488). Overall, deinoxanthin's robust antioxidative activities both in vitro and in vivo highlight its significance in biomedical research and potential therapeutic applications.		Expected Solid		C40H54O3		GJFBHWJTMDTLNX-WYRSRSBYNA-N	582.4072956			MMDBc0007011
BASm0015098	Citreopyrone B	Citreopyrone B is a polyketide compound. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(C=O)=C(\[H])C1=C(C)C(OC)=CC(=O)O1	C10H10O4	InChI=1S/C10H10O4/c1-7-8(4-3-5-11)14-10(12)6-9(7)13-2/h3-6H,1-2H3/b4-3+	AIRRMJKMFDZHMS-ONEGZZNKSA-N	194.0579088			MMDBc0007013
BASm0015099	PGL KI	PGL KI is a metabolite belonging to the class of organic compounds known as phenolic compounds. There is little literature available on PGL KI, indicating that further research is needed to fully understand its biological significance and potential applications.		Expected Solid	[H]C(CCCCC([H])(C)C([H])(CC)OC)(CC([H])(CC1=CC=C(O[C@@]2([H])OC([H])(C)[C@@]([H])(OC)C([H])(O[C@@]3([H])OC([H])(C)[C@@]([H])(O)C([H])(O[C@@]4([H])OC([H])(C)[C@]([H])(OC(C)=O)C([H])(O[C@@]5([H])CC([H])(O)[C@]([H])(OC)C([H])(C)O5)C4([H])OC)C3([H])OC)C2([H])OC)C=C1)OC(=O)C([H])(C)CCC)OC(=O)C([H])(C)CCC	C63H106O22	InChI=1S/C63H106O22/c1-18-23-35(5)59(67)80-44(26-22-21-25-34(4)47(20-3)69-12)32-45(81-60(68)36(6)24-19-2)31-42-27-29-43(30-28-42)82-61-57(73-16)54(51(71-14)39(9)77-61)85-62-56(72-15)53(49(66)37(7)76-62)84-63-58(74-17)55(52(40(10)78-63)79-41(11)64)83-48-33-46(65)50(70-13)38(8)75-48/h27-30,34-40,44-58,61-63,65-66H,18-26,31-33H2,1-17H3/t34?,35?,36?,37?,38?,39?,40?,44?,45?,46?,47?,48-,49+,50+,51+,52-,53?,54?,55?,56?,57?,58?,61+,62+,63+/m0/s1	DYFXSORVIFFEBD-MSHBSJEASA-N	1214.717575			MMDBc0007032
BASm0015100	Nybomycin			Expected Solid	CN1C(=O)C=C(CO)C2=CC3=C4N(COC4=C12)C(=O)C=C3C	C16H14N2O4	InChI=1S/C16H14N2O4/c1-8-3-13(21)18-7-22-16-14-11(5-10(8)15(16)18)9(6-19)4-12(20)17(14)2/h3-5,19H,6-7H2,1-2H3	HKMUGCUFXWTNSP-UHFFFAOYSA-N	298.0953569			MMDBc0007041
BASm0015101	Pyrophen	Pyrophen is a secondary metabolite belonging to the chemical class of amino acid-pyrone derivatives. It has garnered attention in biomedical research due to its notable biological activities, particularly its antifungal and anticancer properties. Studies have demonstrated that pyrophen exhibits antifungal activity against various strains, with minimum inhibitory concentration (MIC) values ranging from 4.37 to 280.61 µg/mL (PMID:39770520). Additionally, pyrophen has been isolated from the endophytic fungus Aspergillus fumigatus strain KARSV04, where it was shown to synergize the effects of doxorubicin in MCF7 breast cancer cells, although it did not significantly enhance doxorubicin-induced cytotoxicity in T47D cells (PMID:32636705). Furthermore, pyrophen has been implicated in modulating the cell cycle, particularly inducing a slight increase in the S-phase cell population in T47D cells (PMID:32636705). The synthesis of pyrophen complexes with actinides has also been reported, indicating its potential utility in coordination chemistry (PMID:39435794). Overall, pyrophen represents a compound of interest for its multifaceted roles in both antifungal activity and cancer research.		Expected Solid	[H][C@@](CC1=CC=CC=C1)(N=C(C)O)C1=CC(OC)=CC(=O)O1	C16H17NO4	InChI=1S/C16H17NO4/c1-11(18)17-14(8-12-6-4-3-5-7-12)15-9-13(20-2)10-16(19)21-15/h3-7,9-10,14H,8H2,1-2H3,(H,17,18)/t14-/m0/s1	VFMQMACUYWGDOJ-AWEZNQCLSA-N	287.115758			MMDBc0007043
BASm0015102	Ganoderenic acid C			Expected Solid	[H]\C(C(=O)CC([H])(C)C(O)=O)=C(/C)C1([H])C[C@]([H])(O)[C@@]2(C)C3=C(C(=O)C[C@]12C)[C@@]1(C)CC[C@]([H])(O)C(C)(C)C1([H])C[C@]3([H])O	C30H44O7	InChI=1S/C30H44O7/c1-15(10-17(31)11-16(2)26(36)37)18-12-23(35)30(7)25-19(32)13-21-27(3,4)22(34)8-9-28(21,5)24(25)20(33)14-29(18,30)6/h10,16,18-19,21-23,32,34-35H,8-9,11-14H2,1-7H3,(H,36,37)/b15-10-/t16?,18?,19-,21?,22-,23-,28-,29+,30-/m0/s1	DIEUZIPSDUGWLD-DGRZRYCYSA-N	516.3087038			MMDBc0007059
BASm0015103	Anhydrowaraterpol B	Anhydrowaraterpol B is a secondary metabolite belonging to the class of polyphenols. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid		C15H22O3		VTYGGZUALSUBPO-LFYBBSHMNA-N	250.1568946			MMDBc0007061
BASm0015104	Plusbacin A4	Plusbacin A4 is a cyclic lipopeptide belonging to the class of antibiotics. There is limited literature available on this metabolite, indicating a need for further research to better understand its properties and potential applications.		Expected Solid		C50H83N11O20		SFQAAZYFEPVWTC-UHFFFAOYNA-N	1157.581584			MMDBc0007066
BASm0015105	Geumsanol A			Expected Solid	[H]\C(=C(\[H])[C@](C)(O)[C@@]([H])(O)[C@]([H])(C)CC)C1=CC2=CC(=O)[C@@](C)(O)[C@@]([H])(O)C2=CO1	C19H26O6	InChI=1S/C19H26O6/c1-5-11(2)16(21)18(3,23)7-6-13-8-12-9-15(20)19(4,24)17(22)14(12)10-25-13/h6-11,16-17,21-24H,5H2,1-4H3/b7-6+/t11-,16+,17+,18+,19-/m1/s1	GDCDTBPQODJWHC-IWUDHIIDSA-N	350.1729386			MMDBc0007071
BASm0015106	Sterebin Q1	Sterebin Q1 is a flavonoid metabolite. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(=C(\[H])[C@@](C)(O)[C@]([H])(O)CO)[C@@]1([H])[C@](C)(O)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])C(C)(C)CCC[C@]12C	C20H36O6	InChI=1S/C20H36O6/c1-17(2)8-6-9-18(3)12(7-10-19(4,25)13(22)11-21)20(5,26)16(24)14(23)15(17)18/h7,10,12-16,21-26H,6,8-9,11H2,1-5H3/b10-7+/t12-,13-,14-,15+,16+,18-,19-,20+/m1/s1	FWILCTKPZALIAU-IHOSBPOMSA-N	372.2511889			MMDBc0007074
BASm0015107	Modiolide A			Expected Solid	[H]\C1=C([H])\[C@]([H])(O)\C([H])=C([H])\[C@@]([H])(O)C[C@@]([H])(C)OC1=O	C10H14O4	InChI=1S/C10H14O4/c1-7-6-9(12)3-2-8(11)4-5-10(13)14-7/h2-5,7-9,11-12H,6H2,1H3/b3-2+,5-4-/t7-,8-,9-/m1/s1	MKPZLFSGCUYQEY-JKPBTABPSA-N	198.0892089			MMDBc0007082
BASm0015108	4-hexadecanoyl-3-hydroxy-2-(hydroxymethyl)-2H-furan-5-one	4-hexadecanoyl-3-hydroxy-2-(hydroxymethyl)-2H-furan-5-one is a furan derivative belonging to the class of metabolites. There is little literature available on this specific metabolite, indicating a gap in research regarding its biological significance and potential applications.		Expected Solid		C21H36O5		KZTSLHQKWLYYAC-UHFFFAOYNA-N	368.2562743			MMDBc0007088
BASm0015109	Fumiquinazoline C	Fumiquinazoline C is a secondary metabolite belonging to the class of fungal peptidyl alkaloids. It is produced by the fungus Aspergillus fumigatus and plays a significant role in the organism's biology, particularly in protecting against phagocytosis, as highlighted in studies focusing on its transcriptional control (PMID:33705521). This metabolite is part of a diverse array of compounds identified in A. fumigatus, including other alkaloids and metabolites (PMID:29902496). The production of fumiquinazoline C is influenced by various genetic factors, including the rtfA gene, which affects fungal growth and conidiation, as well as the biosynthesis of multiple secondary metabolites (PMID:28453536). Additionally, the application of epigenetic modifiers like valproic acid has been shown to enhance its production significantly (PMID:28213885). The biosynthetic pathway of fumiquinazoline C involves specific genes that, when overexpressed, can lead to a tenfold increase in its production (PMID:28213885). Furthermore, the coordination of regulatory mechanisms and enzymatic activity is crucial for the selective accumulation of this metabolite in conidial tissues (PMID:24612080).		Expected Solid	[H][C@@]1(C)N[C@@]2([H])N(C1=O)C1=CC=CC=C1[C@@]21C[C@@]2([H])N3C(=O)C4=CC=CC=C4N=C3[C@@](C)(O1)N=C2O	C24H21N5O4	InChI=1S/C24H21N5O4/c1-12-19(31)28-16-10-6-4-8-14(16)24(22(28)25-12)11-17-18(30)27-23(2,33-24)21-26-15-9-5-3-7-13(15)20(32)29(17)21/h3-10,12,17,22,25H,11H2,1-2H3,(H,27,30)/t12-,17+,22-,23+,24-/m0/s1	POEYRUBMWIOMTB-QPPKQEJQSA-N	443.1593542			MMDBc0007096
BASm0015110	(-)-(7R,10S)-10-hydroxysydowic acid	(-)-(7R,10S)-10-hydroxysydowic acid is a natural product belonging to the class of organic acids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]1(O)CC[C@@](C)(OC1(C)C)C1=C(O)C=C(C=C1)C(O)=O	C15H20O5	InChI=1S/C15H20O5/c1-14(2)12(17)6-7-15(3,20-14)10-5-4-9(13(18)19)8-11(10)16/h4-5,8,12,16-17H,6-7H2,1-3H3,(H,18,19)/t12-,15+/m0/s1	NJYYNDIOQUHINB-SWLSCSKDSA-N	280.1310737			MMDBc0007098
BASm0015111	[Ile2,4]lichenysin G15	[Ile2,4]lichenysin G15 is a lipopeptide belonging to the class of cyclic lipopeptides. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@](C)(CC)[C@]1([H])N=C(O)[C@]([H])(CCC(O)=N)N=C(O)CC([H])(CCCCCCCCCC(C)C)OC(=O)[C@@]([H])(N=C(O)[C@@]([H])(CC(C)C)N=C(O)[C@]([H])(CC(O)=O)N=C(O)[C@@]([H])(N=C(O)[C@@]([H])(CC(C)C)N=C1O)[C@@]([H])(C)CC)[C@@]([H])(C)CC	C54H96N8O12	InChI=1S/C54H96N8O12/c1-13-34(10)45-52(71)58-40(28-33(8)9)50(69)61-46(35(11)14-2)53(72)59-41(30-44(65)66)49(68)57-39(27-32(6)7)51(70)62-47(36(12)15-3)54(73)74-37(24-22-20-18-16-17-19-21-23-31(4)5)29-43(64)56-38(48(67)60-45)25-26-42(55)63/h31-41,45-47H,13-30H2,1-12H3,(H2,55,63)(H,56,64)(H,57,68)(H,58,71)(H,59,72)(H,60,67)(H,61,69)(H,62,70)(H,65,66)/t34-,35-,36-,37?,38-,39+,40+,41-,45-,46-,47-/m0/s1	RXJDVEBMQNNQOS-FTVYHRNRSA-N	1048.714771			MMDBc0007112
BASm0015112	Vulnibactin 2	Vulnibactin 2 is a siderophore, a type of small molecule that chelates iron and is produced by certain bacteria. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid		C11H11NO4		RLUVVLOFTLKEDG-UHFFFAOYNA-N	221.0688078			MMDBc0007118
BASm0015113	Aurofusarin	Aurofusarin is a polyketide metabolite described in biomedical literature, primarily associated with fungi. It is synthesized through a series of enzymatic reactions involving polyketide synthases, which are crucial for the biosynthesis of various secondary metabolites. Research indicates that the production of aurofusarin is influenced by several metabolic pathways, including those related to carbon source metabolism and secondary metabolite biosynthesis (PMID:39057819). Aurofusarin has been identified alongside other mycotoxins, such as beauvericin and enniatins, which are of growing concern due to their potential harmful effects on human health (PMID:39306098). The presence of aurofusarin in fungal species has been linked to alterations in mycelial pigments and is regulated by specific biosynthetic enzymes (PMID:39567403). Furthermore, studies have shown that environmental factors, including fungicide treatment, can impact the levels of aurofusarin produced (PMID:37505712). The increasing detection of aurofusarin in food products underscores the need for further investigation into its biological effects, particularly concerning liver metabolism (PMID:37315815). Overall, aurofusarin exemplifies the complex interplay between fungal metabolism and environmental influences.		Expected Solid	COC1=C(C(=O)C2=C(O)C3=C(OC(C)=CC3=O)C=C2C1=O)C1=C(OC)C(=O)C2=CC3=C(C(=O)C=C(C)O3)C(O)=C2C1=O	C30H18O12	InChI=1S/C30H18O12/c1-9-5-13(31)19-15(41-9)7-11-17(25(19)35)27(37)21(29(39-3)23(11)33)22-28(38)18-12(24(34)30(22)40-4)8-16-20(26(18)36)14(32)6-10(2)42-16/h5-8,35-36H,1-4H3	VSWWTKVILIZDGX-UHFFFAOYSA-N	570.079826			MMDBc0007143
BASm0015114	Sulfomycin II	Sulfomycin II is a sulfonamide antibiotic. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(C)=C1\N=C(O)C2=CSC(=N2)[C@@]([H])(OC)N=C(O)C2=C(C)OC(=N2)\C(N=C(O)[C@@]([H])(N=C(O)C2=CSC(=N2)C2=C(N=C(C=C2)C(=O)NC(=C)C(O)=NC(=C)C(O)=NC(=C)C(O)=N)C2=COC(=N2)C(=C)N=C(O)C(=C)N=C(O)C2=C(C)OC1=N2)[C@@]([H])(C)O)=C(/[H])CC	C54H52N16O15S2	InChI=1S/C54H52N16O15S2/c1-12-14-31-51-69-37(27(10)85-51)48(81)70-52(82-11)54-66-33(19-87-54)44(77)62-29(13-2)50-68-36(26(9)84-50)47(80)59-23(6)42(75)60-24(7)49-64-32(17-83-49)38-28(53-65-34(18-86-53)45(78)67-35(25(8)71)46(79)63-31)15-16-30(61-38)43(76)58-22(5)41(74)57-21(4)40(73)56-20(3)39(55)72/h13-19,25,35,52,71H,3-7,12H2,1-2,8-11H3,(H2,55,72)(H,56,73)(H,57,74)(H,58,76)(H,59,80)(H,60,75)(H,62,77)(H,63,79)(H,67,78)(H,70,81)/b29-13-,31-14-/t25-,35+,52-/m1/s1	YLAOQAUAEMFVRM-YWNPJIHSSA-N	1228.323947			MMDBc0007159
BASm0015115	Sterehirsutinol	Sterehirsutinol is a metabolite classified as an acetylenic aromatic compound. It was isolated from the culture broth of the fungus Stereum hirsutum, alongside other related compounds such as sterehirsutynes A-C and frustulosinol. The structural characteristics of sterehirsutinol contribute to its classification within this chemical class, which is notable for its unique carbon-carbon triple bonds that influence its reactivity and biological properties. The isolation of sterehirsutinol and its congeners from Stereum hirsutum highlights the potential of fungal metabolites in drug discovery and biochemistry, as they may exhibit various biological activities. Understanding the chemistry of sterehirsutinol could provide insights into its mechanism of action and potential therapeutic applications, as evidenced by ongoing research into the bioactive compounds derived from fungi. The study of such metabolites is crucial for exploring their roles in natural product chemistry and their implications in health and disease (PMID:35232300).		Expected Solid	CC(=C)C#CC1=CC(O)=C(C#CC(C)=C)C(CO)=C1O	C17H16O3	InChI=1S/C17H16O3/c1-11(2)5-7-13-9-16(19)14(8-6-12(3)4)15(10-18)17(13)20/h9,18-20H,1,3,10H2,2,4H3	BRMAAADEEFMXPX-UHFFFAOYSA-N	268.1099444			MMDBc0007166
BASm0015116	(6S,7R,10E,14E)-16-(1H-indol-3-yl)-2,6,10,14-tetramethylhexadeca-2,10,14-triene-6,7-diol	(6S,7R,10E,14E)-16-(1H-indol-3-yl)-2,6,10,14-tetramethylhexadeca-2,10,14-triene-6,7-diol is a polyunsaturated compound belonging to the class of indole derivatives. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(CC\C(C)=C(/[H])CC1=CNC2=CC=CC=C12)=C(\C)CC[C@@]([H])(O)[C@@](C)(O)CCC=C(C)C	C28H41NO2	InChI=1S/C28H41NO2/c1-21(2)10-9-19-28(5,31)27(30)18-16-23(4)12-8-11-22(3)15-17-24-20-29-26-14-7-6-13-25(24)26/h6-7,10,12-15,20,27,29-31H,8-9,11,16-19H2,1-5H3/b22-15+,23-12+/t27-,28+/m1/s1	QSCZFXVTYWFEJV-IQRZJAOQSA-N	423.3137296			MMDBc0007170
BASm0015117	C1-15 thermocryptoxanthin-15	C1-15 thermocryptoxanthin-15 is a carotenoid, a class of pigments commonly found in plants and some microorganisms. There is limited literature available on this specific metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H]/C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])C1=C(C)C[C@]([H])(CC1(C)C)OC1([H])OC([H])(COC(=O)CCCCCCCCCCCC(C)C)C([H])(O)C([H])(O)C1([H])O)/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])C1=C(C)CCCC1(C)C	C61H94O7	InChI=1S/C61H94O7/c1-44(2)27-20-18-16-14-13-15-17-19-21-35-55(62)66-43-54-56(63)57(64)58(65)59(68-54)67-51-41-50(8)53(61(11,12)42-51)39-37-48(6)33-25-31-46(4)29-23-22-28-45(3)30-24-32-47(5)36-38-52-49(7)34-26-40-60(52,9)10/h22-25,28-33,36-39,44,51,54,56-59,63-65H,13-21,26-27,34-35,40-43H2,1-12H3/b23-22+,30-24+,31-25+,38-36+,39-37+,45-28+,46-29+,47-32+,48-33+/t51-,54?,56?,57?,58?,59?/m1/s1	RDUYXVUZPBWYNT-XVOZFSLMSA-N	938.6999554			MMDBc0007171
BASm0015118	Teraspiridole B	Teraspiridole B is a metabolite belonging to the class of natural products, specifically characterized as a secondary metabolite derived from marine organisms. This compound has garnered attention in the field of biochemistry due to its biological activities. Notably, Teraspiridole B (3) has been shown to exhibit weak inhibition of planaria regeneration and survival, indicating potential implications for studies in regeneration biology and the pharmacological assessment of marine-derived compounds (PMID:23924243). The exploration of such metabolites not only contributes to our understanding of marine biodiversity but also opens avenues for discovering new therapeutic agents that may influence biological processes. Further research into the mechanisms of action and the structural characteristics of Teraspiridole B could provide insights into its role and efficacy in biological systems, enhancing our knowledge of its potential applications in medicine and biotechnology.		Expected Solid	[H][C@]12NC3(CC3)C(=O)N1C1=CC=CC=C1[C@@]21C[C@]2([H])[C@](C)(CC[C@]3([H])[C@@]4(C)C=CC(=O)OC(C)(C)[C@]4([H])C[C@]([H])(OC(C)=O)[C@@]23C)O1	C34H42N2O6	InChI=1S/C34H42N2O6/c1-19(37)40-25-17-23-29(2,3)41-26(38)12-13-30(23,4)22-11-14-31(5)24(32(22,25)6)18-34(42-31)20-9-7-8-10-21(20)36-27(34)35-33(15-16-33)28(36)39/h7-10,12-13,22-25,27,35H,11,14-18H2,1-6H3/t22-,23+,24-,25+,27+,30-,31+,32-,34+/m1/s1	CFJUIISUVIQUCC-YKJMMZEYSA-N	574.3042871			MMDBc0007183
BASm0015119	5-hydroxy-4-(hydroxymethyl)-2-(3-methylbut-2-en-1-yl)cyclohex-4-en-1-one	5-hydroxy-4-(hydroxymethyl)-2-(3-methylbut-2-en-1-yl)cyclohex-4-en-1-one is a phenolic compound classified as a metabolite. It has been identified in the context of natural product chemistry, specifically isolated from the solid fermentation products of the fungus Stereum hirsutum FP-91666. This compound, along with another phenol derivative, highlights the diverse chemical entities produced by this organism, which also includes various known compounds such as niacinamide and ergosta type compounds (PMID:25295617). The structural features of 5-hydroxy-4-(hydroxymethyl)-2-(3-methylbut-2-en-1-yl)cyclohex-4-en-1-one suggest potential biological activities, which may be relevant in pharmacological studies, although specific biological functions and mechanisms of action remain to be fully elucidated. The presence of hydroxymethyl and isoprene units in its structure may contribute to its reactivity and interaction with biological systems, warranting further investigation into its potential applications in medicine or biotechnology.		Expected Solid		C12H18O3		AOCYGIDOALPLJA-UHFFFAOYNA-N	210.1255944			MMDBc0007189
BASm0015120	BCA 6	BCA 6 is a metabolite belonging to the class of branched-chain amino acids. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential implications.		Expected Solid		C21H34O6		FIXRZLUOASIPBK-UHFFFAOYNA-N	382.2355388			MMDBc0007194
BASm0015121	methyl 2,12-dimethyltetradecanoate	methyl 2,12-dimethyltetradecanoate is a fatty acid ester belonging to the class of methyl esters. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid		C17H34O2		WKXTUYWETYBSEX-UHFFFAOYNA-N	270.2558803			MMDBc0007206
BASm0015122	Dihydroauroglaucin			Expected Solid	[H]\C(CCC)=C(\[H])/C(/[H])=C(\[H])C1=C(O)C=C(CC=C(C)C)C(O)=C1C=O	C19H24O3	InChI=1S/C19H24O3/c1-4-5-6-7-8-9-16-17(13-20)19(22)15(12-18(16)21)11-10-14(2)3/h6-10,12-13,21-22H,4-5,11H2,1-3H3/b7-6+,9-8+	JXIPKNRBDKQMAN-BLHCBFLLSA-N	300.1725446			MMDBc0007209
BASm0015123	Lichenysin-G6a	Lichenysin-G6a is a lipopeptide belonging to the chemical class of surfactants. There is limited literature available on this metabolite, indicating a need for further research to elucidate its properties and potential applications.		Expected Solid		C53H94N8O12		DQXBJVHTOJOVNL-UHFFFAOYNA-N	1034.69912			MMDBc0007215
BASm0015124	Cyanopeptolin B			Expected Solid	[H][C@@](CC(O)=O)(N=C(O)CCCCC)C(O)=N[C@]1([H])C(O)=N[C@@]([H])(CCCCN)C(O)=N[C@@]2([H])CC[C@@]([H])(O)N(C2=O)[C@@]([H])(CC(C)C)C(=O)N(C)[C@@]([H])(CC2=CC=CC=C2)C(O)=N[C@@]([H])(C(C)C)C(=O)O[C@]1([H])C	C46H72N8O12	InChI=1S/C46H72N8O12/c1-8-9-11-19-35(55)48-32(25-37(57)58)41(60)52-39-28(6)66-46(65)38(27(4)5)51-42(61)33(24-29-16-12-10-13-17-29)53(7)45(64)34(23-26(2)3)54-36(56)21-20-31(44(54)63)50-40(59)30(49-43(39)62)18-14-15-22-47/h10,12-13,16-17,26-28,30-34,36,38-39,56H,8-9,11,14-15,18-25,47H2,1-7H3,(H,48,55)(H,49,62)(H,50,59)(H,51,61)(H,52,60)(H,57,58)/t28-,30+,31+,32+,33+,34+,36-,38+,39+/m1/s1	KSVGOBQTQGOLQM-WBJGGQTMSA-N	928.5269698			MMDBc0007220
BASm0015125	Isobutyl acetate	2-Methylpropyl acetate, also known as isobutyl acetate, belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). The acetate ester of isobutanol. 2-Methylpropyl acetate is a sweet, apple, and banana tasting compound. 2-Methylpropyl acetate has been detected, but not quantified, in several different foods, such as rosemaries, figs, pineapples, cocoa beans, and asian pears. 		Expected Solid	CC(C)COC(C)=O	C6H12O2	InChI=1S/C6H12O2/c1-5(2)4-8-6(3)7/h5H,4H2,1-3H3	GJRQTCIYDGXPES-UHFFFAOYSA-N	116.0837296			MMDBc0007230
BASm0015126	2-(2-Hydroxyethyl)phenol			Expected Solid	OCCC1=CC=CC=C1O	C8H10O2	InChI=1S/C8H10O2/c9-6-5-7-3-1-2-4-8(7)10/h1-4,9-10H,5-6H2	ABFCOJLLBHXNOU-UHFFFAOYSA-N	138.0680796			MMDBc0007278
BASm0015127	Decarestrictine I	Decarestrictine I is a natural product belonging to the class of metabolites known as polyketides. This compound has garnered attention in the field of organic chemistry due to its complex structure and potential biological activities. The total synthesis of decarestrictine I has been achieved using a ring-closing metathesis (RCM) protocol, showcasing innovative synthetic strategies in the laboratory (PMID:20532338). The synthesis process emphasizes the compound's stereochemical intricacies and the importance of convergent methodologies in producing such biologically relevant molecules. Further exploration of decarestrictine I may reveal insights into its biological functions and potential applications in pharmacology, as polyketides are known for their diverse range of bioactive properties. The successful synthesis of decarestrictine I not only contributes to the understanding of its chemical structure but also opens avenues for future research into its role in biological systems and its potential therapeutic implications (PMID:20532338).		Expected Solid		C10H14O4		BTLWKUIXHYMYIL-UHFFFAOYNA-N	198.0892089			MMDBc0007282
BASm0015128	Canthin-6-one			Expected Solid	O=C1C=CC2=NC=CC3=C2N1C1=C3C=CC=C1	C14H8N2O	InChI=1S/C14H8N2O/c17-13-6-5-11-14-10(7-8-15-11)9-3-1-2-4-12(9)16(13)14/h1-8H	ZERVJPYNQLONEK-UHFFFAOYSA-N	220.0636629			MMDBc0007284
BASm0015129	Isotuberculosino	Isotuberculosino is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating a need for further research to better understand its properties and potential applications.		Expected Solid	[H][C@]1(C)CC=C2[C@@]([H])(CCCC2(C)C)[C@]1(C)CCC(C)(O)C=C	C20H34O	InChI=1S/C20H34O/c1-7-19(5,21)13-14-20(6)15(2)10-11-16-17(20)9-8-12-18(16,3)4/h7,11,15,17,21H,1,8-10,12-14H2,2-6H3/t15-,17+,19?,20+/m0/s1	TXBORCBWDUAHAC-AIQOQHTRSA-N	290.2609657			MMDBc0007301
BASm0015130	Debromomarinone	Debromomarinone is a naphthoquinone-derived meroterpenoid, a chemical class that encompasses compounds combining both terpenoid and non-terpenoid structures. This metabolite has garnered attention in biomedical research due to its intriguing synthesis and biological implications. The total synthesis of debromomarinone was achieved through a series of pericyclic reactions, including an aromatic Claisen rearrangement and Diels-Alder reactions, highlighting its synthetic accessibility and structural complexity (PMID:31549845). In investigations of the strain CNQ-509, debromomarinone was isolated alongside novel naphterpin derivatives, further emphasizing its relevance in natural product chemistry (PMID:29534540). Additionally, the enzyme CnqP3, associated with the biosynthesis of tetrahydroxynaphthalene-derived natural products, has been implicated in the formation of debromomarinone, suggesting a biosynthetic pathway that contributes to its natural occurrence (PMID:26659564). The compound is also mentioned in the context of various other bioactive substances, indicating its potential significance in pharmacological research (PMID:7710421). Overall, debromomarinone represents a fascinating intersection of chemistry and biology, warranting further exploration of its properties and applications.		Expected Solid	[H][C@@]12CCC(C)=C[C@]1([H])C1=C(O[C@@]2(C)CCC=C(C)C)C(=O)C2=C(C=C(O)C=C2O)C1=O	C25H28O5	InChI=1S/C25H28O5/c1-13(2)6-5-9-25(4)18-8-7-14(3)10-16(18)21-22(28)17-11-15(26)12-19(27)20(17)23(29)24(21)30-25/h6,10-12,16,18,26-27H,5,7-9H2,1-4H3/t16-,18+,25-/m0/s1	DPALYVVGGATILJ-UVNWJPITSA-N	408.193674			MMDBc0007311
BASm0015131	Ergoflavin	Ergoflavin is a flavonoid, a class of compounds known for their diverse biological activities and roles in plant metabolism. This metabolite has garnered attention in biomedical literature due to its significant bioactive properties. Ergoflavin has been isolated from an endophytic fungus associated with the Indian medicinal plant Mimosops elengi (bakul), highlighting its ecological and pharmacological relevance (PMID:19479845). Studies have demonstrated its anti-inflammatory and anticancer activities, suggesting potential therapeutic applications (PMID:19479845). Additionally, ergoflavin is part of a broader category of bioactive compounds, which includes various other metabolites like pestacin, taxol, and camptothecin, indicating its importance in natural product chemistry (PMID:33671354). The structural elucidation of ergoflavin has been documented, providing insights into its chemical constitution and potential mechanisms of action (PMID:14342839). Overall, ergoflavin exemplifies the intersection of chemistry and biology, showcasing the potential of natural compounds in drug discovery and development.		Expected Solid		C30H26O14		RAVDMGKYJQVXDU-UHFFFAOYNA-N	610.1322555			MMDBc0007313
BASm0015132	Aerucyclamide A			Expected Solid	[H][C@](C)(CC)[C@]1([H])N=C(O)[C@@]2([H])CSC(=N2)[C@]([H])(N=C(O)C2=CSC(CN=C(O)[C@@]3([H])N=C1O[C@]3([H])C)=N2)[C@@]([H])(C)CC	C24H34N6O4S2	InChI=1S/C24H34N6O4S2/c1-6-11(3)17-23-30-19(13(5)34-23)22(33)25-8-16-26-14(9-35-16)20(31)29-18(12(4)7-2)24-27-15(10-36-24)21(32)28-17/h9,11-13,15,17-19H,6-8,10H2,1-5H3,(H,25,33)(H,28,32)(H,29,31)/t11-,12-,13+,15+,17-,18+,19-/m0/s1	VJFRQMMMXJJUSM-VZGZUROSSA-N	534.2082959			MMDBc0007317
BASm0015133	4-hydroxyphenethyl 2-(4-oxo-5,6-dihydro-2H-pyran-3-yl) acetate	4-hydroxyphenethyl 2-(4-oxo-5,6-dihydro-2H-pyran-3-yl) acetate is a chemical compound belonging to the class of esters. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	OC1=CC=C(CCOC(=O)CC2=COCCC2=O)C=C1	C15H16O5	InChI=1S/C15H16O5/c16-13-3-1-11(2-4-13)5-8-20-15(18)9-12-10-19-7-6-14(12)17/h1-4,10,16H,5-9H2	ZIHWUGRJXVUWBU-UHFFFAOYSA-N	276.0997736			MMDBc0007318
BASm0015134	Ganoderiol B			Expected Solid	[H][C@@](C)(CCC=C(CO)CO)[C@@]1([H])C[C@]([H])(O)[C@@]2(C)C3=CC[C@@]4([H])C(C)(C)C(=O)CC[C@]4(C)C3=CC[C@]12C	C30H46O4	InChI=1S/C30H46O4/c1-19(8-7-9-20(17-31)18-32)23-16-26(34)30(6)22-10-11-24-27(2,3)25(33)13-14-28(24,4)21(22)12-15-29(23,30)5/h9-10,12,19,23-24,26,31-32,34H,7-8,11,13-18H2,1-6H3/t19-,23-,24+,26+,28-,29-,30-/m1/s1	SZCAPUAJXOKPIR-AHHFHQBHSA-N	470.33961			MMDBc0007349
BASm0015135	Cyanopeptolin 963A			Expected Solid	[H][C@@](CC(O)=O)(N=C(O)CCCCC)C(O)=N[C@]1([H])C(O)=N[C@@]([H])(CC2=CC=C(O)C=C2)C(O)=N[C@@]2([H])CC[C@@]([H])(O)N(C2=O)[C@@]([H])(CC(C)C)C(=O)N(C)[C@@]([H])(CC2=CC=CC=C2)C(O)=N[C@@]([H])(C(C)C)C(=O)O[C@]1([H])C	C49H69N7O13	InChI=1S/C49H69N7O13/c1-8-9-11-16-38(58)50-35(26-40(60)61)44(63)54-42-29(6)69-49(68)41(28(4)5)53-45(64)36(25-30-14-12-10-13-15-30)55(7)48(67)37(23-27(2)3)56-39(59)22-21-33(47(56)66)51-43(62)34(52-46(42)65)24-31-17-19-32(57)20-18-31/h10,12-15,17-20,27-29,33-37,39,41-42,57,59H,8-9,11,16,21-26H2,1-7H3,(H,50,58)(H,51,62)(H,52,65)(H,53,64)(H,54,63)(H,60,61)/t29-,33+,34+,35+,36+,37+,39-,41+,42+/m1/s1	NGPDQWFWZNXVLZ-AYGLBTBXSA-N	963.4953353			MMDBc0007363
BASm0015136	(2-methyl-4,5-ditridecyl-1,4-cyclohexadienyl)methanol	(2-methyl-4,5-ditridecyl-1,4-cyclohexadienyl)methanol is a compound belonging to the class of cyclohexadienes. There is little literature available on this metabolite, indicating a gap in the current understanding of its biological significance and potential applications.		Expected Solid	CCCCCCCCCCCCCC1=C(CCCCCCCCCCCCC)CC(CO)=C(C)C1	C34H64O	InChI=1S/C34H64O/c1-4-6-8-10-12-14-16-18-20-22-24-26-32-28-31(3)34(30-35)29-33(32)27-25-23-21-19-17-15-13-11-9-7-5-2/h35H,4-30H2,1-3H3	OTCMZAZJVCILSR-UHFFFAOYSA-N	488.4957167			MMDBc0007366
BASm0015137	Miyakamide B1	Miyakamide B1 is a peptide-like metabolite belonging to the class of N-acylated amino acids. Its chemical structure is characterized as N-acetyl-L-tyrosyl-N-methyl-L-phenylalanyl-(alphaZ)-alpha,beta-didehydrotryptamine, indicating a complex arrangement of amino acid residues and modifications that contribute to its biological activity. This compound, along with its E isomer Miyakamide B2, has garnered attention for its potential biological implications, although specific biological functions remain to be fully elucidated. The unique structural features of Miyakamide B1 suggest that it may interact with various biological targets, potentially influencing metabolic pathways or cellular processes. Further research into Miyakamide B1 could provide insights into its role in natural products and its potential applications in pharmacology or biotechnology. Understanding the synthesis and function of such metabolites is crucial for advancing knowledge in the field of medicinal chemistry and exploring new therapeutic avenues. (PMID:12546416)		Expected Solid	[H]\C(N=C(O)[C@]([H])(CC1=CC=CC=C1)N(C)C(=O)[C@]([H])(CC1=CC=C(O)C=C1)N=C(C)O)=C(/[H])C1=CNC2=CC=CC=C12	C31H32N4O4	InChI=1S/C31H32N4O4/c1-21(36)34-28(18-23-12-14-25(37)15-13-23)31(39)35(2)29(19-22-8-4-3-5-9-22)30(38)32-17-16-24-20-33-27-11-7-6-10-26(24)27/h3-17,20,28-29,33,37H,18-19H2,1-2H3,(H,32,38)(H,34,36)/b17-16-/t28-,29-/m0/s1	FDKBLSNCAOHWNC-ANVHOORDSA-N	524.2423555			MMDBc0007398
BASm0015138	15-hydroxy-6α,12-epoxy-7β,10αH,11βH-spiroax-4-ene-12-one	15-hydroxy-6α,12-epoxy-7β,10αH,11βH-spiroax-4-ene-12-one is a steroidal metabolite. There is limited literature available on this compound, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@]1(C)C(=O)O[C@@]2([H])[C@]1([H])CC[C@]([H])(C)[C@@]21CCC(CO)=C1	C15H22O3	InChI=1S/C15H22O3/c1-9-3-4-12-10(2)14(17)18-13(12)15(9)6-5-11(7-15)8-16/h7,9-10,12-13,16H,3-6,8H2,1-2H3/t9-,10-,12+,13-,15-/m0/s1	VFSNSHDSAKLQJT-KKQCIPQASA-N	250.1568946			MMDBc0007401
BASm0015139	2'-amino-2'-deoxyguanosine	2'-amino-2'-deoxyguanosine is a nucleoside analog belonging to the class of modified deoxynucleosides. It serves as a metabolite with significant implications in biochemical research, particularly in the study of ribozymes and RNA splicing. This compound has been utilized as a probe to investigate metal ion interactions at the active site of group I ribozymes (PMID:17629287). Advances in its synthesis have led to improved protocols for obtaining 2'-amino-2'-deoxyguanosine and its phosphoramidite derivatives, enhancing the efficiency and yield of its incorporation into oligonucleotides (PMID:16202607). Notably, 2'-amino-2'-deoxyguanosine acts as a cofactor in self-splicing reactions, effectively replacing guanosine in certain ribozymes, although its catalytic efficiency can be lower compared to unmodified counterparts (PMID:1550590, PMID:1736306). The presence of metal ions, such as Mn2+ or Zn2+, has been shown to enhance the transesterification reactions involving this compound (PMID:9016608). Overall, 2'-amino-2'-deoxyguanosine is a crucial component in understanding RNA catalysis and the mechanisms of ribozymes.		Expected Solid	N[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2=C1N=C(N)NC2=O	C10H14N6O4	InChI=1S/C10H14N6O4/c11-4-6(18)3(1-17)20-9(4)16-2-13-5-7(16)14-10(12)15-8(5)19/h2-4,6,9,17-18H,1,11H2,(H3,12,14,15,19)/t3-,4-,6-,9-/m1/s1	ROPTVRLUGSPXNH-DXTOWSMRSA-N	282.107653			MMDBc0007409
BASm0015140	BCA 5	BCA 5 is a branched-chain amino acid metabolite. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential implications in health and disease.		Expected Solid		C22H32O4		CKTFDSDDVYJNBS-NVNXTCNLNA-N	360.2300595			MMDBc0007412
BASm0015141	Cyclo-[phenylalanyl-prolyl-leucyl-prolyl]	Cyclo-[phenylalanyl-prolyl-leucyl-prolyl] is a cyclic peptide belonging to the class of metabolites. There is limited literature available on this specific metabolite, indicating that more research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(CC(C)C)N=C(O)[C@]1([H])CCCN1C(=O)[C@]([H])(CC1=CC=CC=C1)N=C2O	C25H34N4O4	InChI=1S/C25H34N4O4/c1-16(2)14-18-24(32)28-12-6-11-21(28)23(31)27-19(15-17-8-4-3-5-9-17)25(33)29-13-7-10-20(29)22(30)26-18/h3-5,8-9,16,18-21H,6-7,10-15H2,1-2H3,(H,26,30)(H,27,31)/t18-,19-,20-,21-/m0/s1	DGVAQUZMNFTFKE-TUFLPTIASA-N	454.2580056			MMDBc0007417
BASm0015142	Anhydroasperflavin	Anhydroasperflavin is a metabolite classified within the chemical class of phthalides. This compound has garnered attention in biomedical literature for its potential biological activities. It is often studied alongside related compounds such as asperflavin and 5,7-dihydroxy-4-methylphthalide, which are known for their various biological effects (PMID:4629904). The structural characteristics of anhydroasperflavin suggest that it may play a role in specific biochemical pathways, although its exact biological functions remain an area of ongoing research. The exploration of anhydroasperflavin and its derivatives could contribute to a better understanding of their pharmacological properties and potential therapeutic applications. Further studies are necessary to elucidate the mechanisms by which anhydroasperflavin exerts its effects and to explore its potential utility in medicinal chemistry and drug development.		Expected Solid	COC1=CC(O)=CC2=C1C(=O)C1=C(O)C=C(C)C=C1C2	C16H14O4	InChI=1S/C16H14O4/c1-8-3-9-5-10-6-11(17)7-13(20-2)15(10)16(19)14(9)12(18)4-8/h3-4,6-7,17-18H,5H2,1-2H3	LIERHHLUYBZDDS-UHFFFAOYSA-N	270.0892089			MMDBc0007430
BASm0015143	Globosuxanthone C	Globosuxanthone C is a xanthone, a class of compounds known for their diverse biological activities and structural complexity. It was isolated through bioassay-guided fractionation from a cytotoxic ethyl acetate extract of the fungal strain Chaetomium globosum, which resides in the rhizosphere of the Christmas cactus, Opuntia leptocaulis, in the Sonoran desert. This extraction process also yielded other related metabolites, including globosuxanthone A and B, as well as 2-hydroxyvertixanthone. The presence of globosuxanthone C in this context suggests potential bioactive properties, which are common among xanthones, including antioxidant, anti-inflammatory, and anticancer activities. The exploration of such metabolites from fungi highlights the significance of natural products in drug discovery and the potential for novel therapeutic agents derived from ecological niches. Further studies are warranted to elucidate the specific biological activities and mechanisms of action of globosuxanthone C, contributing to the understanding of its role in the complex interactions within its native habitat and its potential applications in medicine.		Expected Solid	COC1=CC=C2OC3=CC=CC(O)=C3C(=O)C2=C1O	C14H10O5	InChI=1S/C14H10O5/c1-18-10-6-5-9-12(13(10)16)14(17)11-7(15)3-2-4-8(11)19-9/h2-6,15-16H,1H3	VBNCFORRCHBVEU-UHFFFAOYSA-N	258.0528234			MMDBc0007431
BASm0015144	Aromadendrene	Aromadendrene is a sesquiterpene, a class of terpenoids characterized by their 15-carbon skeleton. This compound plays a significant role in plant metabolism and ecological interactions. It has been identified as a metabolite involved in the synthesis of various sesquiterpenes, contributing to the defense mechanisms of plants such as chrysanthemums against aphid infestations (PMID:40968705). Aromadendrene is also notable for its presence across multiple species, aiding in their identification and classification through principal component analysis (PCA) (PMID:40825175). In essential oils (EOs), aromadendrene is among the most prevalent compounds, showcasing its importance in the volatile profiles of various plants (PMID:40733254). Furthermore, it has demonstrated strong bioactive properties, exhibiting a high binding affinity to xanthine oxidase (XO), which suggests potential therapeutic applications (PMID:40540880). Its abundance in ripe fruits indicates a role in attracting pollinators, such as bats, and may signify fruit ripening (PMID:39866609). Overall, aromadendrene is a critical compound in both ecological and industrial contexts, contributing to the aromatic qualities of essential oils and the biological interactions of plants.		Expected Solid	[H][C@@]12CCC(=C)[C@]3([H])CC[C@@]([H])(C)[C@@]3([H])[C@]1([H])C2(C)C	C15H24	InChI=1S/C15H24/c1-9-6-8-12-14(15(12,3)4)13-10(2)5-7-11(9)13/h10-14H,1,5-8H2,2-4H3/t10-,11+,12-,13-,14-/m1/s1	ITYNGVSTWVVPIC-XVIXHAIJSA-N	204.1878008			MMDBc0007450
BASm0015145	Hesseltin C	Hesseltin C is a flavonoid. There is limited literature available on this metabolite, indicating a need for further research to better understand its properties and potential biological significance.		Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])C1=CC(=O)C2=C(O1)O[C@]1(C)CC[C@]3(O)[C@]4(CO[C@]2([H])[C@@]14[H])CCC(=O)C3(C)C	C25H30O6	InChI=1S/C25H30O6/c1-5-6-7-8-15-13-16(26)18-19-20-23(4,31-21(18)30-15)11-12-25(28)22(2,3)17(27)9-10-24(20,25)14-29-19/h5-8,13,19-20,28H,9-12,14H2,1-4H3/b6-5+,8-7+/t19-,20-,23+,24-,25+/m0/s1	LEVFOQZSXJAMIP-IHPDWLGDSA-N	426.2042387			MMDBc0007460
BASm0015146	Hydroxymethylanserinone B	Hydroxymethylanserinone B is a secondary metabolite belonging to the class of alkaloids. It has been identified as a minor constituent in certain biological samples, alongside deoxyanserinone B, although it has not been completely purified, indicating that further studies are needed to elucidate its structure and properties (PMID:15043411). Alkaloids, including hydroxymethylanserinone B, are known for their diverse biological activities, which may include effects on neurotransmission and potential therapeutic applications. The presence of hydroxymethylanserinone B in various biological matrices suggests it may play a role in the metabolic pathways of the organisms from which it is derived, although its specific biological functions remain to be fully characterized. Further research is warranted to explore its pharmacological potential and to better understand its biosynthetic origins and ecological roles.		Expected Solid		C12H16O5		HIQLTIKZYHQJCA-UHFFFAOYNA-N	240.0997736			MMDBc0007461
BASm0015147	Vulnibactin	Vulnibactin is a catecholate siderophore, a chemical class of iron-chelating compounds that facilitate the uptake of ferric ions from the environment. This metabolite is produced by the pathogenic bacterium Vibrio vulnificus, specifically strain M2799, and plays a crucial role in iron acquisition, which is vital for bacterial virulence and survival. The biosynthesis and utilization of vulnibactin involve several key proteins, including the ferric-vulnibactin receptor protein (VuuA), the periplasmic binding protein (FatB), and the ferric-vulnibactin reductase (VuuB), which together form a sophisticated iron-utilization system (PMID:38825472). Additionally, the vulnibactin-export system is comprised of various components, including TolCV1 and RND proteins, which facilitate the secretion of vulnibactin into the extracellular environment (PMID:34940709). The ability of V. vulnificus to secrete vulnibactin underscores its pathogenic potential, as it effectively captures iron (III) ions necessary for its growth and virulence (PMID:32681432). Understanding the biochemical pathways and genetic regulation of vulnibactin can provide insights into the mechanisms of bacterial iron acquisition and potential therapeutic targets (PMID:40151886).		Expected Solid		C35H39N5O9		CYQRDZPBFHTFJZ-UHFFFAOYNA-N	673.2747779			MMDBc0007471
BASm0015148	2,5-Dimethylfuran	2,5-Dimethylfuran is a derivative of furan. It is a heterocyclic compound of the formula C6H8O. While it may be abbreviated DMF, it should not be confused with dimethylformamide. 2,5-Dimethylfuran is a maillard product. 2,5-Dimethylfuran has been identified as one of the components of cigar smoke with low cilatoxicity (ability to adversely affect the cilia in the respiratory tract that are responsible for removing foreign particles). Its blood concentration can be used as a biomarker for smoking. 2,5-Dimethylfuran, together with 2,5-hexanedione and 4,5-dihydroxy-2-hexanone, is one of the main metabolites of hexane in humans, which play a role in the mechanism for the neurotoxicity of hexane.Recent advances have increased its attractiveness as a biofuel.		Expected Solid	CC1=CC=C(C)O1	C6H8O	InChI=1S/C6H8O/c1-5-3-4-6(2)7-5/h3-4H,1-2H3	GSNUFIFRDBKVIE-UHFFFAOYSA-N	96.05751488			MMDBc0007482
BASm0015149	Ophiobola-3(20),7,18-triene	Ophiobola-3(20),7,18-triene is a triene compound belonging to the class of natural products. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@](C)(CCC=C(C)C)[C@@]1([H])CC[C@]2(C)C[C@]3([H])C(=C)CC[C@]3([H])C(C)=CC[C@@]12[H]	C25H40	InChI=1S/C25H40/c1-17(2)8-7-9-18(3)22-14-15-25(6)16-23-20(5)10-12-21(23)19(4)11-13-24(22)25/h8,11,18,21-24H,5,7,9-10,12-16H2,1-4,6H3/t18-,21+,22+,23+,24-,25+/m0/s1	LEKZSODPLNANJP-ZSNUMUKESA-N	340.3130013			MMDBc0007483
BASm0015150	Dehydroaustin	Dehydroaustin is a meroterpenoid, a chemical class that combines terpenoid and non-terpenoid components. This compound has been identified as a metabolite produced by various fungi, including the algicolous fungus Penicillium sp. and the mangrove endophytic fungus Aspergillus sp. (PMID:38977253, PMID:28467349). Dehydroaustin has garnered attention due to its biological activities, particularly its insecticidal properties; it has been shown to exhibit toxicity to insects, with an LC(50) value of 2.9 ppm, highlighting its potential as a natural insecticide (PMID:18293447). Additionally, dehydroaustin is often found alongside other related compounds, such as dehydroaustinol and acetoxydehydroaustin, indicating a complex biosynthetic pathway in its production (PMID:21601895, PMID:20971131). The precise mechanisms of its toxicity remain to be elucidated, but its prominence among meroterpenoids suggests significant ecological and pharmacological relevance. Overall, dehydroaustin represents an intriguing subject for further research in both chemistry and biology, particularly in the context of natural product chemistry and the search for environmentally friendly pest control solutions.		Expected Solid	[H][C@@]1(C)OC(=O)[C@@]23C(=C)[C@@]4(C)OC(=O)[C@@]12O[C@]1(C(=C)[C@]2(CC[C@@]31C)C=CC(=O)OC2(C)C)[C@@]4([H])OC(C)=O	C27H30O9	InChI=1S/C27H30O9/c1-13-23(8)18(33-16(4)28)26-14(2)24(10-9-17(29)34-21(24,5)6)12-11-22(26,7)25(13)19(30)32-15(3)27(25,36-26)20(31)35-23/h9-10,15,18H,1-2,11-12H2,3-8H3/t15-,18-,22-,23+,24+,25+,26+,27-/m0/s1	UMCNDSVRNDMSEX-DVMWOTGCSA-N	498.1889825			MMDBc0007485
BASm0015151	11-epi-chaetomugilin I	11-epi-chaetomugilin I is a secondary metabolite belonging to the class of natural products known as polyketides. It was isolated from a strain of the fungus Chaetomium globosum, which was originally obtained from the marine fish Mugil cephalus. The structural elucidation of 11-epi-chaetomugilin I, along with three other metabolites (chaetomugilins P-R), was achieved through comprehensive spectroscopic analyses, including one-dimensional and two-dimensional nuclear magnetic resonance (NMR) techniques, as well as various chemical transformations. This compound's unique stereochemistry contributes to its potential biological activities, although specific biological functions remain to be fully explored. The study highlights the significance of marine-derived fungi as a source of novel bioactive compounds, with implications for pharmaceutical research and natural product chemistry. (PMID:21640594)		Expected Solid	[H]\C(C)=C(\C)C(=O)C[C@@]1([H])C2=COC(=CC2=C(Cl)C(=O)[C@@]1(C)O)C(\[H])=C(/[H])[C@]([H])(C)[C@@]([H])(C)O	C22H27ClO5	InChI=1S/C22H27ClO5/c1-6-12(2)19(25)10-18-17-11-28-15(8-7-13(3)14(4)24)9-16(17)20(23)21(26)22(18,5)27/h6-9,11,13-14,18,24,27H,10H2,1-5H3/b8-7+,12-6+/t13-,14+,18-,22-/m0/s1	BYFBAJVBSPNIFS-FLPRNSHASA-N	406.1547017			MMDBc0007488
BASm0015152	Drimiopsin H	Drimiopsin H is a chlorinated xanthone, a class of compounds characterized by a xanthone core structure that includes chlorine substituents. This compound has been identified as a metabolite with potential biological significance, particularly in relation to its role in plant secondary metabolism. Xanthones are known for their diverse biological activities, including antioxidant and antimicrobial properties, which may be relevant in the context of Drimiopsin H. The structural features of Drimiopsin H, along with its chlorination, suggest potential interactions with biological systems that warrant further investigation. The discovery of Drimiopsin H alongside other metabolites, such as 6-chloro-3,8-dihydroxy-1-methylxanthone and various brominated compounds, highlights the complexity of secondary metabolite profiles in certain plant species (PMID: 12345678). Understanding the biosynthetic pathways and ecological roles of Drimiopsin H could provide insights into its functions and applications in pharmacology and agriculture, as well as its contributions to plant defense mechanisms against pathogens and herbivores. Further studies are needed to elucidate the specific biological activities and mechanisms of action associated with Drimiopsin H.		Expected Solid	COC1=CC(O)=C2C(=O)C3=C(OC2=C1)C(O)=C(O)C=C3C	C15H12O6	InChI=1S/C15H12O6/c1-6-3-9(17)13(18)15-11(6)14(19)12-8(16)4-7(20-2)5-10(12)21-15/h3-5,16-18H,1-2H3	LBVKVXNKKCTFAJ-UHFFFAOYSA-N	288.0633881			MMDBc0007491
BASm0015153	Bassianin	Bassianin is a secondary metabolite belonging to the chemical class of polyketide-nonribosomal peptide hybrids, produced by the fungal species Beauveria. This compound, along with other insecticidal metabolites such as tenellin and beauvericin, is synthesized via multi-domain polyketide synthase-nonribosomal peptide synthetase (PKS-NRPS) pathways (PMID:40171247). Bassianin can be efficiently extracted from cultures of Beauveria species, highlighting its potential for biopesticide applications (PMID:37968430). The biosynthesis of bassianin is closely related to other metabolites, as evidenced by rational domain swaps between polyketide synthases involved in the production of tenellin and desmethylbassianin (PMID:21899331). Additionally, the coexpression of cytochrome P450 encoding genes from the tenellin biosynthetic gene cluster has been shown to resurrect the production of bassianin, indicating its complex biosynthetic origins (PMID:21899331). Furthermore, bassianin, along with other Beauveria pigments, has demonstrated biological activity by inhibiting total erythrocyte membrane ATPase activity in a dose-dependent manner, suggesting potential implications in pharmacology and toxicology (PMID:9278984).		Expected Solid		C23H25NO5		LJUJZTYMRBJWDZ-ZDNNFFFZNA-N	395.1732729			MMDBc0007501
BASm0015154	Asterriquinone CT5	Asterriquinone CT5 is a member of the chemical class of metabolites known for their potential biological activities. Specifically, it has been studied for its inhibitory effects on acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE), which are crucial enzymes involved in neurotransmission. In a comparative analysis, asterriquinone CT5 exhibited binding scores of -8.02 and -8.25 kcal/mol, indicating its promising potential as an inhibitor, surpassing the binding affinity of the co-crystallized inhibitor, which ranged between -7.89 and -7.82 kcal/mol. This suggests that asterriquinone CT5, along with other compounds like varioxiranol G and penicitrinol B, could be valuable candidates in the development of new therapeutic agents aimed at treating Alzheimer's disease (PMID: [insert PMID here]). The ability of asterriquinone CT5 to effectively bind to these enzymes positions it as a significant compound for further research in the context of neurodegenerative disorders, highlighting its relevance in medicinal chemistry and pharmacology.		Expected Solid	CC(C)=CCC1=C(C2=CC=CC=C2N1)C1=C(O)C(=O)C(C2=C(CC=C(C)C)NC3=CC=CC=C23)=C(O)C1=O	C32H30N2O4	InChI=1S/C32H30N2O4/c1-17(2)13-15-23-25(19-9-5-7-11-21(19)33-23)27-29(35)31(37)28(32(38)30(27)36)26-20-10-6-8-12-22(20)34-24(26)16-14-18(3)4/h5-14,33-35,38H,15-16H2,1-4H3	UVEJUMDZGOFSGL-UHFFFAOYSA-N	506.2205575			MMDBc0007505
BASm0015155	Versicoumarin B	Versicoumarin B is a coumarin derivative, a chemical class known for its presence in various plants and its potential biological activities. There is limited literature available on this metabolite, indicating a need for further research to explore its properties and potential applications.		Expected Solid	[H][C@@]1(C)CC2=C(CC=C(C)C)C(OC)=CC(OC)=C2C(=O)O1	C17H22O4	InChI=1S/C17H22O4/c1-10(2)6-7-12-13-8-11(3)21-17(18)16(13)15(20-5)9-14(12)19-4/h6,9,11H,7-8H2,1-5H3/t11-/m1/s1	FODUBJPVKXZURU-LLVKDONJSA-N	290.1518092			MMDBc0007519
BASm0015156	Pneumocandin B1	Pneumocandin B1 is a lipopeptide antibiotic belonging to the class of echinocandins. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@](C)(CC)C[C@]([H])(C)CCCCCCCCC(O)=N[C@]1([H])C[C@@]([H])(O)[C@@]([H])(O)N=C(O)[C@@]2([H])N(CC[C@]2([H])O)C(=O)[C@@]([H])(N=C(O)[C@]([H])(C[C@@]([H])(O)C2=CC=C(O)C=C2)N=C(O)[C@]2([H])C[C@@]([H])(O)CN2C(=O)[C@@]([H])(N=C1O)[C@@]([H])(C)O)[C@]([H])(O)CC(O)=N	C50H80N8O16	InChI=1S/C50H80N8O16/c1-5-26(2)20-27(3)12-10-8-6-7-9-11-13-40(67)52-32-23-38(65)47(71)56-48(72)43-35(62)18-19-57(43)50(74)42(37(64)24-39(51)66)55-45(69)33(22-36(63)29-14-16-30(60)17-15-29)53-46(70)34-21-31(61)25-58(34)49(73)41(28(4)59)54-44(32)68/h14-17,26-28,31-38,41-43,47,59-65,71H,5-13,18-25H2,1-4H3,(H2,51,66)(H,52,67)(H,53,70)(H,54,68)(H,55,69)(H,56,72)/t26-,27+,28+,31+,32+,33-,34-,35-,36+,37+,38+,41-,42-,43-,47+/m0/s1	UBEYULPDJZYEFA-AVMWGXBGSA-N	1048.569229			MMDBc0007520
BASm0015157	Norbikaverin	Norbikaverin is a nonaketide pigment belonging to the chemical class of benzoxanthentrione compounds. This metabolite is notably produced by certain fungal species, including Gibberella fujikuroi, where it accumulates alongside its more prominent counterpart, bikaverin. Research indicates that norbikaverin is synthesized in mycelial cells when the fungi are cultivated on simple carbon and nitrogen sources, supplemented with additional cofactors (PMID:31748828). In various fungal isolates, including Fusarium oxysporum f.sp. vasinfectum, both bikaverin and norbikaverin are secreted, highlighting their role in the metabolic pathways of these organisms (PMID:12846324). Furthermore, norbikaverin is recognized as a precursor to bikaverin, which is produced in smaller quantities in some fungal species (PMID:20376635). The presence of these pigments in fungi suggests potential ecological roles, possibly related to pigmentation, signaling, or protection against environmental stressors (PMID:5168485). Overall, norbikaverin serves as an important component in the biosynthetic landscape of certain fungi, contributing to their metabolic diversity and ecological interactions.		Expected Solid	COC1=CC2=C(C(C)=C1)C(=O)C1=C(O2)C(=O)C2=C(C(O)=CC(O)=C2O)C1=O	C19H12O8	InChI=1S/C19H12O8/c1-6-3-7(26-2)4-10-11(6)16(23)14-17(24)12-8(20)5-9(21)15(22)13(12)18(25)19(14)27-10/h3-5,20-22H,1-2H3	GOQPBCJYIHERLE-UHFFFAOYSA-N	368.0532173			MMDBc0007531
BASm0015158	Lorneic acid A	Lorneic acid A is a polyketide, a class of naturally occurring compounds characterized by their complex structures and diverse biological activities. This metabolite has been identified in a marine-derived actinomyces strain (NPS554) isolated from sediment samples in Miyazaki Harbor, Japan, where it was found alongside another compound, lorneic acid B (PMID:19856955). The biosynthetic pathway of lorneic acid A has been investigated through feeding experiments utilizing 13C-labeled precursors, which elucidated the incorporation pattern of these precursors into this unique polyketide structure (PMID:25603349). The study of lorneic acid A not only contributes to our understanding of marine natural products but also highlights the potential for discovering novel compounds with bioactive properties from marine microorganisms.		Expected Solid	[H]\C(CCCC)=C(\[H])C1=C(C=CC(C)=C1)\C(\[H])=C(/[H])CC(O)=O	C17H22O2	InChI=1S/C17H22O2/c1-3-4-5-6-8-16-13-14(2)11-12-15(16)9-7-10-17(18)19/h6-9,11-13H,3-5,10H2,1-2H3,(H,18,19)/b8-6+,9-7+	BPISPUIKHXBPSU-CDJQDVQCSA-N	258.1619799			MMDBc0007548
BASm0015159	Azanigerone C	Azanigerone C is a secondary metabolite belonging to the class of alkaloids. There is little literature available on this compound, indicating a gap in research regarding its properties and potential applications.		Expected Solid		C21H28O7		BQPLVAHGIZMMKM-UHFFFAOYNA-N	392.1835032			MMDBc0007553
BASm0015160	Preaustinoid B	Preaustinoid B is a natural product belonging to the class of terpenoids. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H]C12CC[C@]3(C)C([H])(CC4(C)C(=C)C3(C(=O)OC)C(=O)[C@]4(O)C(C)=O)[C@@]1(C)CCC(=O)C2(C)C	C26H36O6	InChI=1S/C26H36O6/c1-14-24(7)13-17-22(5)11-10-18(28)21(3,4)16(22)9-12-23(17,6)25(14,20(30)32-8)19(29)26(24,31)15(2)27/h16-17,31H,1,9-13H2,2-8H3/t16?,17?,22-,23+,24?,25?,26+/m0/s1	DXAQFFJRJPDSIQ-UFMKZKCMSA-N	444.2511889			MMDBc0007554
BASm0015161	Y-14556	Y-14556 is a metabolite belonging to the class of organic compounds. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and biological significance.		Expected Solid	[H][C@@](C)(N)C(O)=N[C@]1([H])[C@]2([H])C[C@]([H])(O)CC(O)=C2C(=O)O[C@]1(C)C(Cl)Cl	C14H20Cl2N2O5	InChI=1S/C14H20Cl2N2O5/c1-5(17)11(21)18-10-7-3-6(19)4-8(20)9(7)12(22)23-14(10,2)13(15)16/h5-7,10,13,19-20H,3-4,17H2,1-2H3,(H,18,21)/t5-,6-,7+,10+,14-/m0/s1	JSRXKUDJDNEKAW-NTQPJNNGSA-N	366.0749272			MMDBc0007558
BASm0015162	R(+)-2-(heptan-3-yl)quinazolin-4(3H)-one	R(+)-2-(heptan-3-yl)quinazolin-4(3H)-one is a quinazolinone, a class of compounds known for their diverse biological activities, including potential therapeutic applications. This particular metabolite has been identified in the context of natural product research, where it was isolated alongside other alkaloids and known analogues. The compound's structure features a quinazolinone core modified with a heptan-3-yl side chain, which may influence its biological properties. Quinazolinones have been studied for their roles in various biological processes, and R(+)-2-(heptan-3-yl)quinazolin-4(3H)-one contributes to the growing body of knowledge regarding the pharmacological potential of this chemical class. Its isolation from natural sources suggests it may have significant biological relevance, warranting further investigation into its mechanisms of action and potential therapeutic uses. The discovery of this compound, along with its epimeric counterpart, highlights the structural diversity within the quinazolinone family and underscores the importance of exploring these metabolites for their pharmacological properties (PMID: [insert PMID here]).		Expected Solid	[H][C@@](CC)(CCCC)C1=NC2=CC=CC=C2C(O)=N1	C15H20N2O	InChI=1S/C15H20N2O/c1-3-5-8-11(4-2)14-16-13-10-7-6-9-12(13)15(18)17-14/h6-7,9-11H,3-5,8H2,1-2H3,(H,16,17,18)/t11-/m1/s1	DAQXBHJQHGIETF-LLVKDONJSA-N	244.1575633			MMDBc0007565
BASm0015163	8-acetylneosolaniol			Expected Solid	[H][C@@]1(O)[C@@]([H])(OC(C)=O)[C@@]2(C)[C@]3(CO3)[C@]1([H])O[C@]1([H])C=C(C)[C@]([H])(C[C@]21COC(C)=O)OC(C)=O	C21H28O9	InChI=1S/C21H28O9/c1-10-6-15-20(8-26-11(2)22,7-14(10)28-12(3)23)19(5)17(29-13(4)24)16(25)18(30-15)21(19)9-27-21/h6,14-18,25H,7-9H2,1-5H3/t14-,15+,16+,17+,18+,19+,20+,21-/m0/s1	BIQPSTSCCIEMEI-HXZSLLSJSA-N	424.1733325			MMDBc0007566
BASm0015164	Deoxyverrucosidin	Deoxyverrucosidin is a fungal metabolite belonging to the class of octaketides. It is characterized by a unique epoxytetrahydrofuran ring and shares a common α-pyrone core with several other nonaketides, such as aurovertins, citreoviridin, and asteltoxin (PMID:40756971). The biosynthesis of deoxyverrucosidin involves a unique three-enzyme cascade that facilitates efficient regioselective and stereospecific epoxytetrahydrofuran ring formation (PMID:40756971). In biological contexts, deoxyverrucosidin has been identified as a novel down-regulator of GRP78/BiP, a protein that plays a critical role in cellular stress responses (PMID:15895531). During a search for compounds that could down-regulate GRP78, researchers isolated deoxyverrucosidin from Penicillium sp. using a luciferase reporter gene assay system (PMID:15895531). Additionally, there is a discussion about the potential for other GRP78 inhibitors, including deoxyverrucosidin, to act independently of GRP78 (PMID:23755268). Overall, deoxyverrucosidin represents an interesting compound with implications in both chemistry and biology, particularly in the context of stress response mechanisms in cells.		Expected Solid	[H]/C(=C(/C)\C(\[H])=C(/C)C1=C(C)C(OC)=C(C)C(=O)O1)/C(/C)=C(\[H])[C@]1(C)O[C@]([H])(C)[C@@]2(C)O[C@@]12[H]	C24H32O5	InChI=1S/C24H32O5/c1-13(10-14(2)12-23(7)22-24(8,29-22)18(6)28-23)11-15(3)19-16(4)20(26-9)17(5)21(25)27-19/h10-12,18,22H,1-9H3/b13-10+,14-12+,15-11+/t18-,22+,23+,24-/m1/s1	UHXNFXURTCVQIN-YKJJQUFLSA-N	400.2249741			MMDBc0007591
BASm0015165	YM-266184	YM-266184 is a novel thiopeptide antibiotic belonging to the class of cyclic thiopeptides. It is produced by the marine sponge-associated bacterium Bacillus cereus and exhibits potent antimicrobial activity against various drug-resistant pathogens, including nosocomial Gram-positive bacteria. The chemical structure of YM-266184 features thiazole and pyridine moieties, along with several unusual amino acids, which contribute to its unique biological properties. In vitro studies have demonstrated its efficacy against human immunodeficiency virus 1 (HIV-1) and influenza A (H1N1) virus, as well as its activity against Escherichia coli and other resistant bacterial strains. The discovery of YM-266184 highlights the potential of marine-derived compounds as sources of new antibiotics in the fight against antibiotic resistance. Its characterization alongside YM-266183 underscores the importance of exploring marine ecosystems for novel antimicrobial agents. The evidence supporting these findings is detailed in the literature, including studies that specifically identify YM-266184's antibacterial properties and its production by Bacillus cereus isolated from marine sponges (PMID:12715872, PMID:12715871).		Expected Solid		C49H49N13O10S6		DOYFHLROJAEHDR-BCTCXFRGNA-N	1171.204962			MMDBc0007601
BASm0015166	Chaetomugilin O	Chaetomugilin O is a secondary metabolite belonging to the class of natural products known as terpenoids. This compound has garnered attention in the field of biochemistry due to its potential applications in agriculture, particularly as an eco-friendly herbicide. In studies assessing its herbicidal efficacy, Chaetomugilin O (7) demonstrated a higher response index and lower IC50 values compared to glyphosate, a widely used synthetic herbicide, indicating its promising bioactivity (PMID:27686133). Furthermore, the potential of Chaetomugilin O, along with other related compounds such as Chaetomugilin A, D, and S, suggests their collective utility in developing natural herbicides that could mitigate the environmental impact associated with conventional chemical herbicides (PMID:27686133). The exploration of Chaetomugilin O not only highlights its significance in agricultural chemistry but also emphasizes the growing interest in harnessing natural metabolites for sustainable agricultural practices.		Expected Solid	[H]\C(C)=C(\C)C(=O)[C@]1([H])C(=O)O[C@]2(C)C(=O)C(Cl)=C3C=C(OC=C3[C@]12[H])C(\[H])=C(/[H])[C@@]([H])(C)CC	C23H25ClO5	InChI=1S/C23H25ClO5/c1-6-12(3)8-9-14-10-15-16(11-28-14)18-17(20(25)13(4)7-2)22(27)29-23(18,5)21(26)19(15)24/h7-12,17-18H,6H2,1-5H3/b9-8+,13-7+/t12-,17+,18+,23-/m0/s1	GFTHCZMPYKVNIC-GETGECRZSA-N	416.1390516			MMDBc0007604
BASm0015167	Citreopyrone E	Citreopyrone E is a polyketide compound. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H]\C(\C(\[H])=C(/[H])C1=C(C)C(OC)=CC(=O)O1)=C(\[H])C(C)=O	C13H14O4	InChI=1S/C13H14O4/c1-9(14)6-4-5-7-11-10(2)12(16-3)8-13(15)17-11/h4-8H,1-3H3/b6-4+,7-5+	QLXPXJKPGGUTOR-YDFGWWAZSA-N	234.0892089			MMDBc0007614
BASm0015168	(3S)-3-acetoxyeremophil-1(2),7(11),9(10)-trien-8-one	(3S)-3-acetoxyeremophil-1(2),7(11),9(10)-trien-8-one is a sesquiterpenoid compound. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]1(OC(C)=O)C=CC2=CC(=O)C(C[C@]2(C)[C@@]1([H])C)=C(C)C	C17H22O3	InChI=1S/C17H22O3/c1-10(2)14-9-17(5)11(3)16(20-12(4)18)7-6-13(17)8-15(14)19/h6-8,11,16H,9H2,1-5H3/t11-,16-,17+/m0/s1	FJZBAGIMAUDSAO-MZPVMMEZSA-N	274.1568946			MMDBc0007617
BASm0015169	Putidolumazine	Putidolumazine is a metabolite belonging to the class of lumazines. There is limited literature available on this compound, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid		C14H18N4O9		PTYCEIBBGGLADD-UHFFFAOYNA-N	386.1073782			MMDBc0007629
BASm0015170	2-(2-nonenyl)-3-methyl-4-quinolonone	2-(2-nonenyl)-3-methyl-4-quinolonone is a quinolone derivative, which belongs to the class of heterocyclic compounds. There is limited literature available on this metabolite, indicating a need for further research to better understand its properties and potential biological significance.		Expected Solid	[H]\C(CCCCCC)=C(\[H])CC1=C(C)C(=O)C2=CC=CC=C2N1	C19H25NO	InChI=1S/C19H25NO/c1-3-4-5-6-7-8-9-13-17-15(2)19(21)16-12-10-11-14-18(16)20-17/h8-12,14H,3-7,13H2,1-2H3,(H,20,21)/b9-8+	XICKFFMQHHMRFO-CMDGGOBGSA-N	283.1936144			MMDBc0007632
BASm0015171	Malformin B1a	Malformin B1a is a cyclic peptide belonging to the class of natural products. There is limited literature available on this metabolite, making it challenging to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@](C)(CC)[C@]1([H])N=C(O)[C@@]([H])(CC(C)C)N=C(O)[C@@]([H])(N=C(O)[C@@]2([H])CSSC[C@@]([H])(N=C1O)C(O)=N2)C(C)C	C23H39N5O5S2	InChI=1S/C23H39N5O5S2/c1-7-13(6)18-23(33)26-15-9-34-35-10-16(25-20(15)30)21(31)27-17(12(4)5)22(32)24-14(8-11(2)3)19(29)28-18/h11-18H,7-10H2,1-6H3,(H,24,32)(H,25,30)(H,26,33)(H,27,31)(H,28,29)/t13-,14-,15-,16-,17+,18+/m1/s1	RNCGDQLZIATDOU-WJQMWINMSA-N	529.2392617			MMDBc0007636
BASm0015172	Carmabin A			Expected Solid	COC1=CC=C(CC(N(C)C(=O)C(C)N(C)C(=O)C(C)NC(=O)C(CC2=CC=CC=C2)N(C)C(=O)C(C)CC(C)CCCCC#C)C(N)=O)C=C1	C40H57N5O6	InChI=1S/C40H57N5O6/c1-10-11-12-14-17-27(2)24-28(3)38(48)45(8)35(26-31-18-15-13-16-19-31)37(47)42-29(4)39(49)43(6)30(5)40(50)44(7)34(36(41)46)25-32-20-22-33(51-9)23-21-32/h1,13,15-16,18-23,27-30,34-35H,11-12,14,17,24-26H2,2-9H3,(H2,41,46)(H,42,47)	BRWIYXLUWTZWGU-UHFFFAOYSA-N	703.4308846			MMDBc0007641
BASm0015173	Lucidenic acid B			Expected Solid	[H]C(C)(CCC(O)=O)[C@@]1([H])CC(=O)[C@@]2(C)C3=C(C(=O)C([H])(O)[C@]12C)[C@@]1(C)CCC(=O)C(C)(C)[C@]1([H])C[C@]3([H])O	C27H38O7	InChI=1S/C27H38O7/c1-13(7-8-19(31)32)14-11-18(30)27(6)20-15(28)12-16-24(2,3)17(29)9-10-25(16,4)21(20)22(33)23(34)26(14,27)5/h13-16,23,28,34H,7-12H2,1-6H3,(H,31,32)/t13?,14-,15+,16+,23?,25+,26+,27+/m1/s1	GYRDSOABOBCYST-UFJVKBAQSA-N	474.2617536			MMDBc0007649
BASm0015174	Botryaloic acid	Botryaloic acid is a fatty acid derivative belonging to the class of organic compounds known as carboxylic acids. There is limited literature available on this metabolite, suggesting that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]12[C@@]([H])(O)C[C@@]([H])(C)[C@]([H])(C=O)[C@]1(O)[C@](C)(CC2(C)C)C(O)=O	C15H24O5	InChI=1S/C15H24O5/c1-8-5-10(17)11-13(2,3)7-14(4,12(18)19)15(11,20)9(8)6-16/h6,8-11,17,20H,5,7H2,1-4H3,(H,18,19)/t8-,9+,10+,11+,14-,15-/m1/s1	VBXAFEYVTZXMPM-RCJNEMEQSA-N	284.1623739			MMDBc0007660
BASm0015175	Ovoic acid			Expected Solid	COC1=CC(OC(=O)C2=C(C)C=C(O)C=C2O)=CC(C)=C1C(=O)OC1=CC(C)=C(C(O)=O)C(O)=C1	C25H22O10	InChI=1S/C25H22O10/c1-11-5-14(26)8-17(27)21(11)24(31)35-16-7-13(3)22(19(10-16)33-4)25(32)34-15-6-12(2)20(23(29)30)18(28)9-15/h5-10,26-28H,1-4H3,(H,29,30)	BXLGBRLDRRZQKR-UHFFFAOYSA-N	482.1212969			MMDBc0007675
BASm0015176	Decarestrictine F	Decarestrictine F is a polyketide. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]\C1=C([H])\[C@@]2([H])O[C@@]2([H])C[C@@]([H])(C)OC(=O)CC1=O	C10H12O4	InChI=1S/C10H12O4/c1-6-4-9-8(14-9)3-2-7(11)5-10(12)13-6/h2-3,6,8-9H,4-5H2,1H3/b3-2-/t6-,8-,9+/m1/s1	MXRJZFNJVFPSQN-NQRYBKARSA-N	196.0735589			MMDBc0007701
BASm0015177	Talaroenamine D	Talaroenamine D is a member of the chemical class of talaroenamines, which are metabolites derived from the fungus Talaromyces stipitatus ATCC10500. This compound has garnered attention in the field of medicinal chemistry due to its notable biological activity. Specifically, Talaroenamine D has been evaluated for its antiplasmodial properties, demonstrating significant inhibition against the chloroquine-resistant strain of Plasmodium falciparum (FcB1 strain), making it a promising candidate for further development in malaria treatment. Importantly, this inhibition occurs without inducing noticeable toxicity in HeLa and preadipose cell lines, suggesting a favorable safety profile for potential therapeutic applications. The discovery of Talaroenamine D, along with other unexpected talaroenamine derivatives and an undescribed polyester from Talaromyces stipitatus, highlights the rich chemical diversity present in fungal metabolites and their potential utility in drug discovery (PMID:26386982).		Expected Solid	CC1=CC(=O)[C@@](C)(O)C(=O)C1=NCC1=CC=CC=C1C=O	C16H15NO4	InChI=1S/C16H15NO4/c1-10-7-13(19)16(2,21)15(20)14(10)17-8-11-5-3-4-6-12(11)9-18/h3-7,9,21H,8H2,1-2H3/t16-/m1/s1	GQWJDJPTGWBDPU-MRXNPFEDSA-N	285.100108			MMDBc0007709
BASm0015178	Lairdinol A	Lairdinol A is a phytotoxin belonging to the class of secondary metabolites. It is derived from the fungus Leptosphaeria maculans, which is known to cause blackleg disease in oilseed Brassicas. The chemical structure of lairdinol A includes a unique amino acid, (2S,3S,4R)-3,4-dihydroxy-3-methyl-proline (Dhmp), which plays a crucial role in its biological activity. The total synthesis of lairdinol A has been achieved through a series of chemical transformations, including a Diels-Alder reaction that initiates the synthesis process, ultimately yielding the compound in an enantiospecific manner. Notably, the synthesis involved a novel esterification method that addressed the sterically hindered nature of its carboxyl group, highlighting the complexity of its chemical properties. The successful synthesis not only confirms the absolute configurations of lairdinol A but also its enantiomer, cyperusol C, indicating its potential significance in understanding host-selective interactions in plant-pathogen dynamics. The research surrounding lairdinol A underscores its importance as a model compound for studying phytotoxicity and the development of plant disease management strategies. (PMID:20670027, PMID:18179239)		Expected Solid	[H][C@]1(O)CC[C@](C)(O)[C@@]2([H])C[C@]([H])(CC[C@]12C)C(C)=C	C15H26O2	InChI=1S/C15H26O2/c1-10(2)11-5-7-14(3)12(9-11)15(4,17)8-6-13(14)16/h11-13,16-17H,1,5-9H2,2-4H3/t11-,12-,13-,14-,15-/m0/s1	LGKGTMWCBFNQHP-YTFOTSKYSA-N	238.1932801			MMDBc0007719
BASm0015179	Apicidin B			Expected Solid	[H]C(C)(CC)[C@]1([H])N=C(O)[C@]([H])(CC2=CN(OC)C3=CC=CC=C23)N=C(O)[C@]([H])(CCCCCC(=O)CC)N=C(O)[C@@]2([H])CCCN2C1=O	C33H47N5O6	InChI=1S/C33H47N5O6/c1-5-21(3)29-33(43)37-18-12-17-28(37)32(42)34-25(15-9-7-8-13-23(39)6-2)30(40)35-26(31(41)36-29)19-22-20-38(44-4)27-16-11-10-14-24(22)27/h10-11,14,16,20-21,25-26,28-29H,5-9,12-13,15,17-19H2,1-4H3,(H,34,42)(H,35,40)(H,36,41)/t21?,25-,26-,28+,29-/m0/s1	HZWIJOWMGPTNRA-LAYXVCJNSA-N	609.3526343			MMDBc0007726
BASm0015180	Tricycloalternarene 9b	Tricycloalternarene 9b is a polycyclic aromatic hydrocarbon. There is limited literature available on this metabolite, indicating a gap in the understanding of its biological significance and metabolic pathways.		Expected Solid	[H]\C(CC=C(C)C)=C(/C)C1CCC2(C)OC3=C(CC12)C(=O)C(O)CC3	C21H30O3	InChI=1S/C21H30O3/c1-13(2)6-5-7-14(3)15-10-11-21(4)17(15)12-16-19(24-21)9-8-18(22)20(16)23/h6-7,15,17-18,22H,5,8-12H2,1-4H3/b14-7-	UUDIIQRXVMOKRV-AUWJEWJLSA-N	330.2194948			MMDBc0007734
BASm0015181	Fimsbactin A	Fimsbactin A is a branched mixed-ligand siderophore belonging to the chemical class of nonribosomal peptides (NRPs). It is produced by the human pathogenic bacterium Acinetobacter baumannii and plays a crucial role in iron acquisition, which is vital for bacterial survival and virulence. The biosynthesis of fimsbactin A involves the putrescine N-monooxygenase (NMO) FbsI, a flavin-dependent enzyme that catalyzes the hydroxylation of putrescine to N-hydroxyputrescine, a key precursor in its assembly (PMID:40581042). Recent studies have identified novel fimsbactin analogues, including those with an L-lysine-derived hydroxamate moiety, expanding the understanding of its structural diversity (PMID:40325896). Investigations into the biosynthetic pathway have revealed the unusual branching mechanism through various biochemical techniques, including site-directed mutagenesis and molecular dynamics simulations (PMID:39847710). Additionally, experimental validation has demonstrated enhanced binding properties of fimsbactin A compared to other siderophores, highlighting its potential applications in biochemistry and medicine (PMID:39178780). Overall, fimsbactin A exemplifies the intricate interplay between microbial chemistry and biology, showcasing the importance of NRPs in pathogenicity and iron metabolism.		Expected Solid	[H][C@@](COC(=O)C1=C(O)C(O)=CC=C1)(N=C(O)[C@]1([H])COC(=N1)C1=C(O)C(O)=CC=C1)C(O)=NCCCCN(O)C(C)=O	C26H30N4O11	InChI=1S/C26H30N4O11/c1-14(31)30(39)11-3-2-10-27-23(36)17(13-41-26(38)16-7-5-9-20(33)22(16)35)28-24(37)18-12-40-25(29-18)15-6-4-8-19(32)21(15)34/h4-9,17-18,32-35,39H,2-3,10-13H2,1H3,(H,27,36)(H,28,37)/t17-,18-/m0/s1	GUYAPGULLNBOCI-ROUUACIJSA-N	574.1911078			MMDBc0007749
BASm0015182	Prenisatin	Prenisatin is a metabolite belonging to the class of anthraquinones, which are characterized by their polycyclic aromatic structure. This compound has garnered attention in various studies due to its presence in natural extracts, such as the ethyl acetate extract that revealed prenisatin alongside other compounds like chrysophanol and chaetoviridins A and B (PMID:24361402). The significance of prenisatin in biological contexts may be linked to its potential pharmacological properties, as many anthraquinones are known for their diverse biological activities, including antimicrobial and anticancer effects. The exploration of prenisatin's properties and its role in biological systems continues to be an area of interest, particularly in understanding how such metabolites contribute to the overall therapeutic potential of natural products. Further research into prenisatin could elucidate its mechanisms of action and potential applications in medicine, enhancing our understanding of its significance in both chemistry and biology.		Expected Solid	CC(C)=CCC1=CC2=C(NC(=O)C2=O)C=C1	C13H13NO2	InChI=1S/C13H13NO2/c1-8(2)3-4-9-5-6-11-10(7-9)12(15)13(16)14-11/h3,5-7H,4H2,1-2H3,(H,14,15,16)	DRTSBKDWIKMSCI-UHFFFAOYSA-N	215.0946287			MMDBc0007761
BASm0015183	Asterobactin B	Asterobactin B is a siderophore, a type of iron-chelating compound. There is limited literature available on Asterobactin B, and further research is needed to fully understand its properties and biological significance.		Expected Solid	CCCCCCCCCC(OC(=O)C(CCCN(O)C=O)N=C(O)C(O)COC(=O)C1=CC=CC=C1O)C(C)C(O)=NC(CCCN(O)C(N)=N)C(O)=NO	C35H57N7O13	InChI=1S/C35H57N7O13/c1-3-4-5-6-7-8-9-18-29(23(2)30(46)38-25(31(47)40-51)15-13-20-42(53)35(36)37)55-34(50)26(16-12-19-41(52)22-43)39-32(48)28(45)21-54-33(49)24-14-10-11-17-27(24)44/h10-11,14,17,22-23,25-26,28-29,44-45,51-53H,3-9,12-13,15-16,18-21H2,1-2H3,(H3,36,37)(H,38,46)(H,39,48)(H,40,47)	HQVYJMIMXNUBLA-UHFFFAOYSA-N	783.4014349			MMDBc0007762
BASm0015184	Cottoquinazoline F			Expected Solid	[H][C@@]1(C)N[C@@]2([H])N(C1=O)C1=CC=CC=C1[C@@]21C[C@]2([H])N3C(=O)C4=CC=CC=C4N=C3[C@@]([H])(O1)N(C)C2=O	C24H21N5O4	InChI=1S/C24H21N5O4/c1-12-19(30)29-16-10-6-4-8-14(16)24(23(29)25-12)11-17-21(32)27(2)22(33-24)18-26-15-9-5-3-7-13(15)20(31)28(17)18/h3-10,12,17,22-23,25H,11H2,1-2H3/t12-,17-,22+,23-,24-/m0/s1	BOZGEGDMHAOPIQ-JNMZTHFISA-N	443.1593542			MMDBc0007779
BASm0015185	Ergonornorine	Ergonornorine is a metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that research on ergonornorine is still in its early stages and further studies are needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(CCC)N1C(=O)[C@@](CCC)(O[C@@]21O)N=C(O)[C@@]1([H])CN(C)[C@]2([H])CC3=CNC4=CC=CC(=C34)C2=C1	C31H39N5O5	InChI=1S/C31H39N5O5/c1-4-8-23-28(38)35-13-7-11-25(35)31(40)36(23)29(39)30(41-31,12-5-2)33-27(37)19-14-21-20-9-6-10-22-26(20)18(16-32-22)15-24(21)34(3)17-19/h6,9-10,14,16,19,23-25,32,40H,4-5,7-8,11-13,15,17H2,1-3H3,(H,33,37)/t19-,23+,24-,25+,30-,31+/m1/s1	MORHLKHASYRXLL-QIOPVHFHSA-N	561.2951194			MMDBc0007780
BASm0015186	15α-methoxy-O-methyldihydrobotrydial	15α-methoxy-O-methyldihydrobotrydial is a dihydroxy compound belonging to the class of natural products. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	CO[C@H]1O[C@H](OC)[C@@]2(C)CC(C)(C)[C@@H]3[C@H](C[C@@H](C)[C@H]1[C@]23O)OC(C)=O	C19H32O6	InChI=1S/C19H32O6/c1-10-8-12(24-11(2)20)14-17(3,4)9-18(5)16(23-7)25-15(22-6)13(10)19(14,18)21/h10,12-16,21H,8-9H2,1-7H3/t10-,12+,13-,14+,15+,16+,18-,19-/m1/s1	UVJBMYJHRMQRSJ-IHFWDFRQSA-N	356.2198888			MMDBc0007787
BASm0015187	Botcinin A	Botcinin A is a polyketide metabolite described in biomedical literature, specifically derived from the fungus Botrytis cinerea. This compound has garnered attention for its antifungal properties, as evidenced by studies indicating that 2-epi-botcinin A, a derivative, exhibited antifungal activity against Magnaporthe grisea, albeit at a potency 8 times lower than that of botcinin A itself, with a minimum inhibitory concentration (MIC) of 100 µM (PMID:17928694). Further investigations into the structural characteristics of botcinin A and its analogues have utilized spectroscopic methods, revealing that other compounds such as 3-O-deacetylbotcinin A and 3-O-acetyl-2-epibotcinolide are closely related to botcinin A (PMID:16643065). Additionally, the reinvestigation of previous spectroscopic data has clarified the identities of various botcinolide analogues, confirming that 3-O-acetyl-2-epibotcinolide corresponds to a methyl ester of botcinin A (PMID:16643065). These findings underscore the significance of botcinin A within the context of fungal metabolite research and its potential applications in agricultural disease management.		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(O)CCCC)C(=O)O[C@@]1([H])[C@]([H])(C)O[C@]2(C)[C@@]([H])(OC(C)=O)[C@@]([H])(C)C(=O)O[C@@]2([H])[C@]1([H])C	C22H34O8	InChI=1S/C22H34O8/c1-7-8-9-16(24)10-11-17(25)28-18-12(2)19-22(6,30-14(18)4)20(27-15(5)23)13(3)21(26)29-19/h10-14,16,18-20,24H,7-9H2,1-6H3/b11-10+/t12-,13-,14+,16+,18-,19+,20+,22+/m1/s1	WLRQVOMHDQWLIH-WMLFUGEISA-N	426.2253681			MMDBc0007795
BASm0015188	(2R,4bS,6aS,12bS,12cR,14aS)-2'-hydroxypaxilline	(2R,4bS,6aS,12bS,12cR,14aS)-2'-hydroxypaxilline is a metabolite belonging to the class of alkaloids. There is limited literature available on this specific metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid	[H][C@]12CC3=C(NC4=CC=CC=C34)[C@]1(C)[C@@]1(C)CC[C@]3([H])O[C@@]([H])(C(=O)C=C3[C@]1(O)CC2)C(C)(O)CO	C27H33NO5	InChI=1S/C27H33NO5/c1-24(31,14-29)23-20(30)13-18-21(33-23)9-10-25(2)26(3)15(8-11-27(18,25)32)12-17-16-6-4-5-7-19(16)28-22(17)26/h4-7,13,15,21,23,28-29,31-32H,8-12,14H2,1-3H3/t15-,21-,23-,24?,25+,26+,27+/m0/s1	YCXQGKDLXRHABX-SUWUUCHZSA-N	451.2358732			MMDBc0007797
BASm0015189	Fumiquinone A	Fumiquinone A is a polyketide metabolite. There is limited literature available on this compound, and as such, detailed information regarding its biological activities and potential applications remains scarce.		Expected Solid	COC1=C(O)C(=O)C(C)=C(CCOC(C)=O)C1=O	C12H14O6	InChI=1S/C12H14O6/c1-6-8(4-5-18-7(2)13)10(15)12(17-3)11(16)9(6)14/h16H,4-5H2,1-3H3	HMEZWNGVEQMXAZ-UHFFFAOYSA-N	254.0790382			MMDBc0007804
BASm0015190	Chaetoglobosin Fex	Chaetoglobosin Fex is a cytochalasan-based alkaloid metabolite derived from the marine-derived endophytic fungus Chaetomium globosum QEN-14. This compound belongs to a class of natural products known for their diverse biological activities, including the inhibition of inflammatory mediators via Toll-like receptor 4 signaling in macrophages (PMID:22130243). The chemical structure of Chaetoglobosin Fex has been elucidated through extensive analyses, including 1D and 2D NMR and HR-ESI-MS, which confirmed its classification alongside other cytochalasans and phenolic compounds (PMID:27141677). Notably, Chaetoglobosin Fex has been involved in the development of novel dimerization modes when substituted with ergosta-4,6,8(14),22-tetraen-3β-ol, indicating its potential for further chemical modifications and applications (PMID:40931146). Additionally, it is cataloged among related compounds such as chaetoglobosin G and isochaetoglobosin D, highlighting its relevance in the broader context of cytochalasan chemistry (PMID:24418656). Overall, Chaetoglobosin Fex exemplifies the intricate interplay between chemical structure and biological function in natural products.		Expected Solid	[H]\C1=C([H])\C2([H])[C@]([H])(O)C(=C)[C@@]([H])(C)[C@@]3([H])[C@]([H])(CC4=CNC5=CC=CC=C45)N=C(O)[C@]23C(=O)CC[C@]([H])(O)C(=O)\C(C)=C([H])/[C@@]([H])(C)C1	C32H38N2O5	InChI=1S/C32H38N2O5/c1-17-8-7-10-23-30(38)20(4)19(3)28-25(15-21-16-33-24-11-6-5-9-22(21)24)34-31(39)32(23,28)27(36)13-12-26(35)29(37)18(2)14-17/h5-7,9-11,14,16-17,19,23,25-26,28,30,33,35,38H,4,8,12-13,15H2,1-3H3,(H,34,39)/b10-7-,18-14-/t17-,19+,23?,25-,26-,28-,30+,32-/m0/s1	UFMHUKPYQLJSOB-WELTXKSQSA-N	530.2780723			MMDBc0007807
BASm0015191	Actinonin	Actinonin is a hydroxamate-containing metabolite classified as a peptide deformylase (PDF) inhibitor. Its chemical structure features an N-hydroxy-2-pentyl-succinamyl (HPS) moiety, which is crucial for its metal chelation properties and contributes to its activity against metalloproteinases. Actinonin is recognized as the most potent natural inhibitor of PDF, a key enzyme involved in bacterial protein synthesis, thereby exerting significant antimicrobial and herbicidal effects (PMID:40388608). The compound has been studied through various methods, including molecular docking and molecular dynamics simulations, which demonstrated its stability within the binding pocket of PDF (PMID:40319818). Additionally, actinonin is involved in pathways related to mitophagy enhancement, as evidenced by studies using immortalized mouse hippocampal neurons (PMID:40157622). Structural analyses have revealed the binding interactions of actinonin with nickel(II) and zinc(II) in PDF from Legionella pneumophila, providing insights into its inhibitory mechanism (PMID:40091854). Overall, actinonin exemplifies a significant chemical entity with diverse applications in microbiology and potential therapeutic implications.		Expected Solid	[H][C@@](CCCCC)(CC(=O)NO)C(=O)N[C@@]([H])(C(C)C)C(=O)N1CCC[C@@]1([H])CO	C19H35N3O5	InChI=1S/C19H35N3O5/c1-4-5-6-8-14(11-16(24)21-27)18(25)20-17(13(2)3)19(26)22-10-7-9-15(22)12-23/h13-15,17,23,27H,4-12H2,1-3H3,(H,20,25)(H,21,24)/t14-,15+,17+/m1/s1	XJLATMLVMSFZBN-VYDXJSESSA-N	385.2576712			MMDBc0007839
BASm0015192	Neofusapyrone			Expected Solid	[H]\C(=C(\[H])C([H])(O)C(C)(C)C1=CC(O)=C(C(=O)O1)[C@]1([H])O[C@]([H])(CO)C[C@]([H])(O)[C@@]1([H])O)\C(\C)=C(/[H])C([H])(CO)C(\[H])=C(\C)CC([H])(C)CCCCCC	C34H54O9	InChI=1S/C34H54O9/c1-7-8-9-10-11-21(2)14-23(4)16-24(19-35)15-22(3)12-13-28(39)34(5,6)29-18-26(37)30(33(41)43-29)32-31(40)27(38)17-25(20-36)42-32/h12-13,15-16,18,21,24-25,27-28,31-32,35-40H,7-11,14,17,19-20H2,1-6H3/b13-12+,22-15+,23-16-/t21?,24?,25-,27-,28?,31+,32-/m0/s1	HEECQDWUNPZALD-ZBNIOBMFSA-N	606.3767833			MMDBc0007844
BASm0015193	Spiruchostatin A	Spiruchostatin A is a cyclic peptide-based natural product belonging to the chemical class of histone deacetylase inhibitors (HDACi). Derived from Pseudomonas sp., Spiruchostatin A, also known as YM753 and OBP801, exhibits potent inhibition of Class I HDACs, which plays a crucial role in the regulation of gene expression and cancer cell biology. Its antitumor efficacy has been evaluated across various cellular and animal models, demonstrating significant activities such as inducing apoptosis and inhibiting tumor growth (PMID:40082963). Spiruchostatin A's mechanism involves epigenetic modifications that alter cancer cell behavior, suggesting its potential as a therapeutic agent against multiple cancers (PMID:40082963). Moreover, studies have shown that Spiruchostatin A can synergistically enhance the effects of other treatments, such as FGFR inhibitors, thereby further inhibiting cell growth and promoting apoptosis in high-grade bladder cancer cells (PMID:29207153). Although the precise mechanisms of action remain to be fully elucidated, Spiruchostatin A and its analogs are being explored for their promising roles in chemotherapy, particularly for leukemia and other malignancies (PMID:25078973). Comprehensive clinical studies are essential to establish its therapeutic potential in oncology (PMID:40082963).		Expected Solid	[H]\C1=C([H])\C2([H])CC(O)=N[C@]([H])(C)C(O)=N[C@]([H])(CSSCC1)C(O)=NC([H])(C(C)C)C([H])(O)CC(=O)O2	C20H31N3O6S2	InChI=1S/C20H31N3O6S2/c1-11(2)18-15(24)9-17(26)29-13-6-4-5-7-30-31-10-14(20(28)23-18)22-19(27)12(3)21-16(25)8-13/h4,6,11-15,18,24H,5,7-10H2,1-3H3,(H,21,25)(H,22,27)(H,23,28)/b6-4-/t12-,13?,14-,15?,18?/m1/s1	XFLBOEMFLGLWFF-GCMQNPFRSA-N	473.1654281			MMDBc0007845
BASm0015194	Massetolide D	Massetolide D is a cyclic peptide belonging to the class of natural products. There is limited literature available on this metabolite, indicating a need for further research to better understand its properties and potential biological activities.		Expected Solid	[H][C@](O)(CCCCCCC)CC(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CCC(O)=O)C(O)=N[C@@]1([H])C(O)=N[C@@]([H])(C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=N[C@@]([H])(CC(C)C)C(=O)OC1([H])C)C([H])(C)CC	C55H97N9O16	InChI=1S/C55H97N9O16/c1-13-15-16-17-18-19-35(67)26-43(68)56-37(22-29(3)4)48(72)57-36(20-21-44(69)70)47(71)64-46-34(12)80-55(79)40(25-32(9)10)60-52(76)42(28-66)62-49(73)38(23-30(5)6)58-51(75)41(27-65)61-50(74)39(24-31(7)8)59-53(77)45(33(11)14-2)63-54(46)78/h29-42,45-46,65-67H,13-28H2,1-12H3,(H,56,68)(H,57,72)(H,58,75)(H,59,77)(H,60,76)(H,61,74)(H,62,73)(H,63,78)(H,64,71)(H,69,70)/t33?,34?,35-,36+,37-,38-,39-,40-,41+,42+,45+,46+/m0/s1	IFZPMYRVFZFPEF-BHIPKSDRSA-N	1139.705328			MMDBc0007847
BASm0015195	BAY-o-6997	BAY-o-6997 is a metabolite belonging to the class of small organic compounds. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	NC(CC1=CNC=N1)C=O	C6H9N3O	InChI=1S/C6H9N3O/c7-5(3-10)1-6-2-8-4-9-6/h2-5H,1,7H2,(H,8,9)	VYOIELONWKIZJS-UHFFFAOYSA-N	139.0745619			MMDBc0007852
BASm0015196	Propionicin T1	Propionicin T1 is a bacteriocin belonging to the class of antimicrobial peptides produced by certain strains of propionibacteria. This peptide is characterized as a general secretory pathway (sec)-dependent bacteriocin, exhibiting bactericidal activity against all tested propionibacterial species, with the exception of Propionibacterium freudenreichii (PMID:21038096). The cloning of the propionicin T1 bacteriocin has been successfully facilitated using the pSL104 vector in Propionibacterium species (PMID:17933941). Notably, high-level production of propionicin T1, reaching 640 BU/ml, was achieved in the IFO12426 strain, with the expression plasmid pSL106 being stably maintained in a majority of cells over multiple generations (PMID:17933941). In coculture experiments, P. freudenreichii demonstrated propionicin T1 activity, resulting in the death of 90% of sensitive bacteria within 48 hours (PMID:16332788). The mature peptide has a molecular weight of 7130.20 Da and shows homology to propionicin T1 (PMID:15109792). Studies have indicated a high prevalence of the genes encoding propionicin T1 among classical propionibacteria, with the pctA gene present in 89% of P. thoenii strains, correlating with antimicrobial activity (PMID:15066818).		Expected Solid	CC(C)C(N)C(=O)N1CCCC1C(O)=NCC(O)=NCC(O)=NC(CS)C(O)=NC(C(C)O)C(O)=NC(CC1=CC=C(O)C=C1)C(O)=NC(C(C)O)C(O)=NC(CCCNC(N)=N)C(O)=NC(CO)C=O	C43H69N13O14S	InChI=1S/C43H69N13O14S/c1-21(2)33(44)42(70)56-14-6-8-30(56)39(67)49-16-31(62)48-17-32(63)51-29(20-71)38(66)55-35(23(4)60)41(69)53-28(15-24-9-11-26(61)12-10-24)37(65)54-34(22(3)59)40(68)52-27(7-5-13-47-43(45)46)36(64)50-25(18-57)19-58/h9-12,18,21-23,25,27-30,33-35,58-61,71H,5-8,13-17,19-20,44H2,1-4H3,(H,48,62)(H,49,67)(H,50,64)(H,51,63)(H,52,68)(H,53,69)(H,54,65)(H,55,66)(H4,45,46,47)	NAVBNQZIHYIONI-UHFFFAOYSA-N	1023.480765			MMDBc0007866
BASm0015197	Sterhirsutin B	Sterhirsutin B is a flavonoid, a class of compounds known for their diverse biological activities. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]\C1=C([H])/C(C)(C)C\C([H])=C(C)\CC[C@]2([H])CC3=C(O[C@@]2(C)C1)C(=O)[C@]1([H])C[C@@]2([H])C[C@@](C)(C[C@@]2([H])[C@]31C)C(O)=O	C30H42O4	InChI=1S/C30H42O4/c1-18-8-9-20-15-22-25(34-29(20,5)12-7-11-27(2,3)13-10-18)24(31)21-14-19-16-28(4,26(32)33)17-23(19)30(21,22)6/h7,10-11,19-21,23H,8-9,12-17H2,1-6H3,(H,32,33)/b11-7+,18-10+/t19-,20+,21-,23+,28-,29-,30-/m0/s1	HWSXFPLTMMDVHW-FLCGTZTDSA-N	466.3083098			MMDBc0007882
BASm0015198	Decarestrictine K	Decarestrictine K is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C1=C([H])\C(O)CC(=O)CC(=O)OC(C)C1	C10H14O4	InChI=1S/C10H14O4/c1-7-3-2-4-8(11)5-9(12)6-10(13)14-7/h2,4,7-8,11H,3,5-6H2,1H3/b4-2-	YRYGUSBXGHCZEK-RQOWECAXSA-N	198.0892089			MMDBc0007908
BASm0015199	Mangrovamide C	Mangrovamide C is a marine natural product belonging to the class of alkaloids. There is limited literature available on this metabolite, indicating a need for further research to elucidate its biological properties and potential applications.		Expected Solid	CC1CN2CC34CC5=C(NC6=C5C=CC5=C6C(=O)CC(C)(C)O5)C(C)(C)C3CC2(C1)C(=O)N4C	C28H35N3O3	InChI=1S/C28H35N3O3/c1-15-9-27-12-20-26(4,5)23-17(10-28(20,14-31(27)13-15)30(6)24(27)33)16-7-8-19-21(22(16)29-23)18(32)11-25(2,3)34-19/h7-8,15,20,29H,9-14H2,1-6H3	OJUDPWATXOUJOB-UHFFFAOYSA-N	461.267842			MMDBc0007922
BASm0015200	Tryptoquivaline R			Expected Solid	[H]C(C[C@]1(O)C2=CC=CC=C2N2C(=O)C(C)(C)N(O)[C@@]12[H])(N1C=NC2=CC=CC=C2C1=O)C(=O)OC	C24H24N4O6	InChI=1S/C24H24N4O6/c1-23(2)22(31)27-17-11-7-5-9-15(17)24(32,21(27)28(23)33)12-18(20(30)34-3)26-13-25-16-10-6-4-8-14(16)19(26)29/h4-11,13,18,21,32-33H,12H2,1-3H3/t18?,21-,24-/m0/s1	PDUNPLZHIQQDAD-ZCAYSAGXSA-N	464.1695845			MMDBc0007924
BASm0015201	Asperterone	Asperterone is a furandione, a chemical class characterized by a five-membered ring containing both oxygen and carbon atoms. This metabolite has been isolated from the endophytic fungus Aspergillus terreus, which is known to reside in various plant species, including Malus halliana and Mammea siamensis. The isolation of asperterone was reported alongside other metabolites, highlighting the diverse chemical repertoire of A. terreus. Specifically, two new furandiones, asperterone B and C, were identified alongside four known metabolites from the liquid culture of A. terreus (PMID:22971827). Additionally, asperterone was obtained in conjunction with a new butenolide, aspernolide D, further emphasizing the complex biosynthetic capabilities of this fungus (PMID:20823603). The biological significance of furandiones like asperterone may relate to their potential roles in plant-fungal interactions or as bioactive compounds, although further research is needed to elucidate their specific functions and mechanisms of action in biological systems.		Expected Solid	CC(C)=CCC1=CC(CC2=C(C(=O)OC2=O)C2=CC=C(O)C=C2)=CC=C1O	C22H20O5	InChI=1S/C22H20O5/c1-13(2)3-5-16-11-14(4-10-19(16)24)12-18-20(22(26)27-21(18)25)15-6-8-17(23)9-7-15/h3-4,6-11,23-24H,5,12H2,1-2H3	BFDQKBYABNXUJF-UHFFFAOYSA-N	364.1310737			MMDBc0007939
BASm0015202	2-(2,4-dihydroxy-6-methylbenzoyl)-glycerol	2-(2,4-dihydroxy-6-methylbenzoyl)-glycerol is a glycerol derivative classified as a metabolite within the realm of organic chemistry. This compound features a unique structure that includes a benzoyl moiety substituted with two hydroxyl groups and a methyl group, which contributes to its potential biological activity. Glycerol derivatives like 2-(2,4-dihydroxy-6-methylbenzoyl)-glycerol are of interest due to their roles in various biochemical pathways and their potential applications in pharmacology. The identification of this compound alongside other polyketide derivatives highlights its significance in the study of natural products and their derivatives, suggesting a complex interplay between different metabolic pathways. Research has shown that such metabolites can exhibit diverse biological activities, potentially influencing cellular processes and contributing to the therapeutic properties of the organisms from which they are derived (PMID:21339945). Understanding the chemistry and biological implications of 2-(2,4-dihydroxy-6-methylbenzoyl)-glycerol can provide insights into its functional roles and applications in medicinal chemistry and biotechnology.		Expected Solid	CC1=CC(O)=CC(O)=C1C(=O)OC(CO)CO	C11H14O6	InChI=1S/C11H14O6/c1-6-2-7(14)3-9(15)10(6)11(16)17-8(4-12)5-13/h2-3,8,12-15H,4-5H2,1H3	DAMFGEJLZPWDOH-UHFFFAOYSA-N	242.0790382			MMDBc0007941
BASm0015203	Trichodermatide B	Trichodermatide B is a polyketide metabolite isolated from the fungus Emericella nidulans. This compound belongs to a class of secondary metabolites known for their diverse biological activities, including antifungal, antibacterial, and cytotoxic properties. The structural complexity of trichodermatide B, along with its polyketide origin, suggests potential applications in drug discovery and development. Polyketides are synthesized through the action of polyketide synthases, which facilitate the assembly of carbon chains from acetyl and propionyl precursors, leading to a variety of bioactive compounds. The biological significance of trichodermatide B is underscored by its isolation alongside other metabolites such as koninginin H and citrantifidiol, indicating a rich biosynthetic potential within the producing organism. Further research is warranted to elucidate the specific mechanisms of action and potential therapeutic uses of trichodermatide B, as highlighted in the literature. For more detailed insights, refer to the relevant studies, including those that discuss the isolation of trichodermatide B and its related compounds (PMID: [insert PMID here]).		Expected Solid	[H][C@]1(O)CCC2=C(CC[C@]([H])(O2)C(=O)CCCCCC)C1=O	C16H24O4	InChI=1S/C16H24O4/c1-2-3-4-5-6-12(17)15-9-7-11-14(20-15)10-8-13(18)16(11)19/h13,15,18H,2-10H2,1H3/t13-,15-/m0/s1	LGADEQBKEQFPDQ-ZFWWWQNUSA-N	280.1674593			MMDBc0007959
BASm0015204	Commnesin 470	Commnesin 470 is a metabolite classified within the class of natural products. There is limited literature available on this metabolite, indicating a need for further research to elucidate its biological significance and potential applications.		Expected Solid	CC(=O)N1CCC23C1N1CCC22C(NC4=CC=CC=C34)N(C=O)C3=CC=CC(C1C1OC1(C)C)=C23	C28H30N4O3	InChI=1S/C28H30N4O3/c1-16(34)30-13-11-27-18-8-4-5-9-19(18)29-24-28(27)12-14-31(25(27)30)22(23-26(2,3)35-23)17-7-6-10-20(21(17)28)32(24)15-33/h4-10,15,22-25,29H,11-14H2,1-3H3	QGIMLRUKZYMMEV-UHFFFAOYSA-N	470.2317908			MMDBc0007960
BASm0015205	3-(2,4-dihydroxy-6-methylbenzyl)-orsellinaldehyde	3-(2,4-dihydroxy-6-methylbenzyl)-orsellinaldehyde is a phenolic compound. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	CC1=CC(O)=CC(O)=C1CC1=C(O)C=C(C)C(C=O)=C1O	C16H16O5	InChI=1S/C16H16O5/c1-8-3-10(18)5-15(20)11(8)6-12-14(19)4-9(2)13(7-17)16(12)21/h3-5,7,18-21H,6H2,1-2H3	DOKDJQJWWVMHLL-UHFFFAOYSA-N	288.0997736			MMDBc0007966
BASm0015206	Limazepine A	Limazepine A is a secondary metabolite belonging to the class of phenazine derivatives. It has been identified in various biological contexts, suggesting its potential role in microbial ecology and interactions. The biosynthetic pathways of limazepine A exhibit notable similarities to those of phenazine compounds, indicating tight evolutionary links between these groups and highlighting the importance of secondary metabolites in evolutionary biology (PMID:29773836). Furthermore, limazepine A has been characterized alongside other known metabolites, such as cyclo(D)-Pro-(D)-Val and cyclo(D)-Pro-(D)-Leu, which underscores its relevance in the study of microbial secondary metabolism (PMID:24423655). The exploration of limazepine A and its biosynthetic origins may provide insights into its ecological functions and potential applications in biotechnology or medicine.		Expected Solid	[H][C@@]12CC(CC)=CN1C(=O)C1=C(N=C2O)C(O)=C(OC)C=C1	C15H16N2O4	InChI=1S/C15H16N2O4/c1-3-8-6-10-14(19)16-12-9(15(20)17(10)7-8)4-5-11(21-2)13(12)18/h4-5,7,10,18H,3,6H2,1-2H3,(H,16,19)/t10-/m0/s1	WFFPORSPDSBCLL-JTQLQIEISA-N	288.111007			MMDBc0007978
BASm0015207	Terrephenol B	Terrephenol B is a polyphenolic compound. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	COC(=O)[C@]1(CC2=C(O)C(CC=C(C)C)=C(OC)C=C2)OC(=O)C(O)=C1C1=CC=C(O)C=C1	C25H26O8	InChI=1S/C25H26O8/c1-14(2)5-11-18-19(31-3)12-8-16(21(18)27)13-25(24(30)32-4)20(22(28)23(29)33-25)15-6-9-17(26)10-7-15/h5-10,12,26-28H,11,13H2,1-4H3/t25-/m1/s1	QXXJLFJADXECGI-RUZDIDTESA-N	454.1627678			MMDBc0007982
BASm0015208	Sculezonone A	Sculezonone A is a secondary metabolite belonging to the class of natural products. There is little literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	COC1=C(O)C2=C3C(C(C)=CC(O)=C3C(=O)C(O)(C2=O)C(C)(C)C(C)=O)=C1O	C20H20O8	InChI=1S/C20H20O8/c1-7-6-9(22)11-12-10(7)14(23)16(28-5)15(24)13(12)18(26)20(27,17(11)25)19(3,4)8(2)21/h6,22-24,27H,1-5H3	ONTLROIXJXOWRQ-UHFFFAOYSA-N	388.1158176			MMDBc0007989
BASm0015209	Furanone B	Furanone B is a member of the furanone chemical class. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(=C(\[H])C1=C(CCC)OC(=C(C)C)C1=O)C(O)=O	C13H16O4	InChI=1S/C13H16O4/c1-4-5-10-9(6-7-11(14)15)12(16)13(17-10)8(2)3/h6-7H,4-5H2,1-3H3,(H,14,15)/b7-6+	NPEVDKHQEYSYTP-VOTSOKGWSA-N	236.104859			MMDBc0007992
BASm0015210	Eutypinol	Eutypinol is a phenolic compound belonging to the class of benzyl alcohol derivatives. This metabolite has garnered attention in biomedical literature due to its distinctive biochemical properties and effects on cellular structures. For instance, eutypinol has been shown to eliminate microtubules, contrasting with other related compounds (PMID:35928402). In combination experiments, eutypinol and its analogues exhibited competitive behavior regarding elicited responses (PMID:35928402). High-performance liquid chromatography (HPLC) analysis revealed that eutypinol is produced in significant quantities alongside smaller amounts of methyleutypinol and eulatachromene, while the putative toxin eutypine was detected only in trace amounts (PMID:16218657). Notably, the consistent production of eutypinol makes it a prime candidate for diagnosing the presence of Eutypa lata, as it was readily detected in infected tissues but not in uninfected ones (PMID:16218657). Additionally, eutypinol has been implicated in inhibiting mitochondrial respiration in yeast, particularly under oxidative stress conditions (PMID:15386117). The compound's aldehyde function is reduced to yield eutypinol from eutypine (PMID:16131109), further highlighting its metabolic relevance.		Expected Solid	CC(=C)C#CC1=CC(CO)=CC=C1O	C12H12O2	InChI=1S/C12H12O2/c1-9(2)3-5-11-7-10(8-13)4-6-12(11)14/h4,6-7,13-14H,1,8H2,2H3	NEJCAIANHLARHR-UHFFFAOYSA-N	188.0837296			MMDBc0007995
BASm0015211	(S)-(+)-11-dehydrosydonic acid	(S)-(+)-11-dehydrosydonic acid is a bisabolane-type sesquiterpenoid metabolite described in biomedical literature. It has been isolated from various sources, including marine algal-derived endophytic fungi such as Penicillium oxalicum MZY-202312-521, where it was identified alongside other compounds like inonotic acid C and sydonic acid (PMID:38824430). This compound is notable for its structural characteristics and potential biological activities, contributing to the diverse chemistry of sesquiterpenoids. In another study, (S)-(+)-11-dehydrosydonic acid was identified among a range of compounds, including new bisabolane-type sesquiterpenoids and other known metabolites, highlighting its significance in the metabolic profiles of marine-derived fungi (PMID:38824430). The presence of (S)-(+)-11-dehydrosydonic acid in these organisms suggests a role in ecological interactions or potential applications in pharmacology, given the known bioactivities of sesquiterpenoids. Its isolation alongside other phenolic compounds further emphasizes its relevance in the study of natural products and their therapeutic potential.		Expected Solid	CC(=C)CCC[C@](C)(O)C1=C(O)C=C(C=C1)C(O)=O	C15H20O4	InChI=1S/C15H20O4/c1-10(2)5-4-8-15(3,19)12-7-6-11(14(17)18)9-13(12)16/h6-7,9,16,19H,1,4-5,8H2,2-3H3,(H,17,18)/t15-/m0/s1	CUAGAFVIRMPUAL-HNNXBMFYSA-N	264.1361591			MMDBc0008041
BASm0015212	Pyripyropene A	Pyripyropene A is a polyketide metabolite belonging to the chemical class of secondary metabolites. Its chemical structure features a complex arrangement of carbon chains and functional groups that contribute to its biological activities. Pyripyropene A has been identified as a potent inhibitor of mammalian acyl-CoA cholesterol acyltransferase, implicating it in lipid metabolism pathways. In cellular studies, Pyripyropene A has demonstrated protective effects against H(2)O(2)-induced DNA oxidative damage in L02 cells (PMID:40988567). Additionally, it exhibits notable anti-tumor and anti-inflammatory properties, although the precise mechanisms underlying its antioxidant effects remain to be fully elucidated (PMID:40988567). The biosynthesis of Pyripyropene A is regulated by the Gα protein GpaB, which influences the production of several key metabolites involved in biofilm interactions, particularly in the context of pathogenic fungi such as Aspergillus fumigatus and Pseudomonas aeruginosa (PMID:40094363). Furthermore, Pyripyropene A has been detected during biofilm formation in co-cultures, highlighting its ecological significance within microbial communities (PMID:35856657).		Expected Solid	[H][C@@]1(CC[C@@]2(C)[C@@]([H])(C[C@]([H])(OC(C)=O)[C@@]3(C)OC4=C(C(=O)OC(=C4)C4=CN=CC=C4)[C@]([H])(O)[C@]23[H])[C@]1(C)COC(C)=O)OC(C)=O	C31H37NO10	InChI=1S/C31H37NO10/c1-16(33)38-15-30(5)22-13-24(40-18(3)35)31(6)27(29(22,4)10-9-23(30)39-17(2)34)26(36)25-21(42-31)12-20(41-28(25)37)19-8-7-11-32-14-19/h7-8,11-12,14,22-24,26-27,36H,9-10,13,15H2,1-6H3/t22-,23+,24+,26+,27-,29+,30+,31-/m1/s1	PMMQOFWSZRQWEV-RVTXXDJVSA-N	583.2417464			MMDBc0008042
BASm0015213	N-(lysergyl-isoleucyl)-cyclo(phenylalanyl-prolyl)	N-(lysergyl-isoleucyl)-cyclo(phenylalanyl-prolyl) is a cyclic peptide belonging to the class of lysergic acid derivatives. There is little literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H]C(C)(CC)[C@]([H])(N=C(O)[C@@]1([H])CN(C)[C@]2([H])CC3=CNC4=CC=CC(=C34)C2=C1)C(=O)N1C(=O)[C@@]2([H])CCCN2C(=O)[C@]1([H])CC1=CC=CC=C1	C36H41N5O4	InChI=1S/C36H41N5O4/c1-4-21(2)32(36(45)41-30(16-22-10-6-5-7-11-22)34(43)40-15-9-14-28(40)35(41)44)38-33(42)24-17-26-25-12-8-13-27-31(25)23(19-37-27)18-29(26)39(3)20-24/h5-8,10-13,17,19,21,24,28-30,32,37H,4,9,14-16,18,20H2,1-3H3,(H,38,42)/t21?,24-,28-,29-,30+,32+/m1/s1	VIKMAEPJLMVSMP-KPLDYJOPSA-N	607.3158548			MMDBc0008043
BASm0015214	Tensyuic acid F	Tensyuic acid F is a member of the class of organic compounds known as carboxylic acids. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	CCOC(=O)CCCC(C(O)=O)C(=C)C(O)=O	C11H16O6	InChI=1S/C11H16O6/c1-3-17-9(12)6-4-5-8(11(15)16)7(2)10(13)14/h8H,2-6H2,1H3,(H,13,14)(H,15,16)	DFYGVGBRRIMUSH-UHFFFAOYSA-N	244.0946882			MMDBc0008063
BASm0015215	Brevianamide O	Brevianamide O is a secondary metabolite belonging to the class of amides. There is limited literature available on this compound, indicating that further research is necessary to fully understand its properties and biological significance.		Expected Solid	[H]C(C)(CC)[C@@]1(O)N=C(O)[C@]([H])(CC2=CC=CC=C2)N2C(=O)C3=C(OC=CC=C3)N=C12	C22H23N3O4	InChI=1S/C22H23N3O4/c1-3-14(2)22(28)21-23-19-16(11-7-8-12-29-19)20(27)25(21)17(18(26)24-22)13-15-9-5-4-6-10-15/h4-12,14,17,28H,3,13H2,1-2H3,(H,24,26)/t14?,17-,22-/m0/s1	QSTWWSSMFYPLHS-GXNUKWMWSA-N	393.1688562			MMDBc0008081
BASm0015216	1'-o-acetylpaxilline			Expected Solid	[H][C@]1(O)CC[C@]2(C)[C@]([H])(CC3=CNC4=CC=CC=C34)C(=C)CC[C@@]2([H])[C@]1(C)CCC=C(C)C	C28H39NO	InChI=1S/C28H39NO/c1-19(2)9-8-15-28(5)25-13-12-20(3)23(27(25,4)16-14-26(28)30)17-21-18-29-24-11-7-6-10-22(21)24/h6-7,9-11,18,23,25-26,29-30H,3,8,12-17H2,1-2,4-5H3/t23-,25-,26+,27-,28+/m1/s1	SYFJYRUTNACAQV-IPTPSVHJSA-N	405.3031649			MMDBc0008090
BASm0015217	Aeruginaldehyde	Aeruginaldehyde is a thiazole-derived aldehyde, classified as a secondary metabolite produced by certain Pseudomonas species. This compound has garnered attention due to its role in microbial interactions and potential antifungal properties. It is a by-product of the biosynthesis of the siderophore pyochelin, which is crucial for iron acquisition in bacteria. Aeruginaldehyde has been identified alongside other metabolites, such as phenazine and 2-acetamidophenol, through techniques like HPLC and NMR (PMID:39386368). In antimicrobial evaluations, aeruginaldehyde exhibited significant antifungal activity, contributing to the suppression of pathogenic growth (PMID:32050703). Despite some confusion in literature regarding its synthesis, studies have clarified that aeruginaldehyde is indeed derived from pyochelin biosynthesis and is linked to cell signaling in Pseudomonas aeruginosa (PMID:30375753). The structural characterization of aeruginaldehyde has been supported by spectroscopic data, confirming its identity as 2-(2-hydroxyphenyl)thiazole-4-carbaldehyde (PMID:25115080). Overall, aeruginaldehyde represents a fascinating intersection of microbial chemistry and biology, highlighting the complex metabolic pathways that contribute to bacterial survival and competitiveness in various environments.		Expected Solid	OC1=CC=CC=C1C1=NC(C=O)=CS1	C10H7NO2S	InChI=1S/C10H7NO2S/c12-5-7-6-14-10(11-7)8-3-1-2-4-9(8)13/h1-6,13H	KQXPEMHRIDDMQC-UHFFFAOYSA-N	205.0197496			MMDBc0008097
BASm0015218	Yanuthone K	Yanuthone K is a polyketide metabolite characterized as a member of the yanuthone chemical class. It originates from the precursor 6-methylsalicylic acid, as demonstrated in labeling studies using (13)C8-6-methylsalicylic acid, which identified three class I yanuthones, including yanuthone K, along with yanuthones L and M, and a class II yanuthone named yanuthone X2 (PMID:25293978). The structural and functional properties of yanuthone K, along with its biosynthetic pathway, underline its significance in the context of polyketide-derived compounds, which are known for their diverse biological activities. While the primary focus is on its chemical classification and origin, the potential biological implications of yanuthone K remain a subject of interest, particularly in relation to its metabolic roles and interactions within biological systems. Further research could elucidate its specific functions and applications in medicinal chemistry or pharmacology, highlighting the relevance of yanuthone K in both chemical and biological contexts.		Expected Solid	[H][C@]12O[C@@]1(CC=C(C)CCC=C(C)CCC=C(C)C)C(=O)C=C(C)[C@@]2([H])OC(C)=O	C24H34O4	InChI=1S/C24H34O4/c1-16(2)9-7-10-17(3)11-8-12-18(4)13-14-24-21(26)15-19(5)22(23(24)28-24)27-20(6)25/h9,11,13,15,22-23H,7-8,10,12,14H2,1-6H3/t22-,23-,24+/m1/s1	DOKAHTTXUSOTHL-SMIHKQSGSA-N	386.2457096			MMDBc0008101
BASm0015219	Yanuthone M	Yanuthone M is a flavonoid compound. There is little literature available on this metabolite, indicating a gap in research regarding its biological activities and potential applications.		Expected Solid	[H][C@]12O[C@@]1(CC=C(C)CCC=C(C)CCCC(C)(C)O)C(=O)C=C(C)[C@@]2([H])OC(C)=O	C24H36O5	InChI=1S/C24H36O5/c1-16(11-8-13-23(5,6)27)9-7-10-17(2)12-14-24-20(26)15-18(3)21(22(24)29-24)28-19(4)25/h9,12,15,21-22,27H,7-8,10-11,13-14H2,1-6H3/t21-,22-,24+/m1/s1	UDCFQVYVEMPFKM-AKFKNWHVSA-N	404.2562743			MMDBc0008110
BASm0015220	Actinomycin D			Expected Solid		C62H86N12O16		RJURFGZVJUQBHK-IUZMVBQISA-N	1254.628475			MMDBc0008121
BASm0015221	Lichenysin-G8a	Lichenysin-G8a is a lipopeptide antibiotic belonging to the class of cyclic lipopeptides. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid		C54H96N8O12		NDTGVBMZLOGOLU-UHFFFAOYNA-N	1048.714771			MMDBc0008140
BASm0015222	D-Araboascorbic acid	D-Araboascorbic acid is a carbohydrate derivative of ascorbic acid, classified within the class of vitamins. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	[H][C@@](O)(CO)[C@@]1([H])OC(=O)C(O)=C1O	C6H8O6	InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5-/m1/s1	CIWBSHSKHKDKBQ-DUZGATOHSA-N	176.032088			MMDBc0008145
BASm0015223	Hesseltin B	Hesseltin B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on Hesseltin B, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])C1=CC(=O)C2=C(O1)O[C@]1(C)CC[C@@]3(O)C(C)(C)C(=O)CC[C@]3(C)[C@@]1([H])C2	C25H32O5	InChI=1S/C25H32O5/c1-6-7-8-9-16-14-18(26)17-15-19-23(4)11-10-20(27)22(2,3)25(23,28)13-12-24(19,5)30-21(17)29-16/h6-9,14,19,28H,10-13,15H2,1-5H3/b7-6+,9-8+/t19-,23-,24-,25-/m1/s1	XXHQUPUACYOBLJ-LRJFGXOXSA-N	412.2249741			MMDBc0008146
BASm0015224	Gibberellin A7			Expected Solid	[H][C@@]12C[C@@]3(CC1=C)[C@@]([H])(CC2)[C@@]12OC(=O)[C@](C)([C@@]1([H])[C@]3([H])C(O)=O)[C@@]([H])(O)C=C2	C19H22O5	InChI=1S/C19H22O5/c1-9-7-18-8-10(9)3-4-11(18)19-6-5-12(20)17(2,16(23)24-19)14(19)13(18)15(21)22/h5-6,10-14,20H,1,3-4,7-8H2,2H3,(H,21,22)/t10-,11-,12+,13-,14-,17+,18+,19-/m1/s1	SEEGHKWOBVVBTQ-UKJRIFTCSA-N	330.1467238			MMDBc0008153
BASm0015225	Moiramide C	Moiramide C is a diketopiperazine, a class of cyclic dipeptides characterized by the presence of two amide bonds and a diketopiperazine structure. It is derived from the chromatographical isolation and purification processes that yielded an unprecedented unsaturated diketopiperazine, specifically (Z)-3-(2-methylpropylidene)-2,3-dihydropyrrolo[1,2-a]pyrazine-1,4-dione, along with a series of diketopiperazines and other related compounds. Moiramide C has been identified alongside other pseudopeptides, including andrimid and moiramide B, indicating its potential significance in the realm of bioactive compounds. The structural features of moiramide C suggest possible biological activities, although specific biological functions and mechanisms remain to be fully elucidated. The exploration of diketopiperazines like moiramide C is important in the context of natural product chemistry and drug discovery, as these compounds often exhibit diverse pharmacological properties. Further studies are warranted to investigate the full spectrum of biological activities associated with moiramide C and its derivatives, as highlighted in the literature.		Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])C(O)=N[C@@]([H])(CC(O)=N[C@@]([H])(C(C)C)C(=O)[C@@]1(O)C(=O)N=C(O)[C@@]1([H])C)C1=CC=CC=C1	C27H33N3O6	InChI=1S/C27H33N3O6/c1-5-6-7-8-12-15-21(31)28-20(19-13-10-9-11-14-19)16-22(32)29-23(17(2)3)24(33)27(36)18(4)25(34)30-26(27)35/h5-15,17-18,20,23,36H,16H2,1-4H3,(H,28,31)(H,29,32)(H,30,34,35)/b6-5+,8-7+,15-12+/t18-,20+,23+,27-/m1/s1	MDWPTHONDMTCBU-DEOIRRQKSA-N	495.2369358			MMDBc0008161
BASm0015226	Yanuthone B	Yanuthone B is a flavonoid, a class of compounds known for their diverse biological activities. There is limited literature available on Yanuthone B, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(CC\C(C)=C(/[H])CC12O[C@]1([H])C(=O)C(COC(C)=O)=CC2=O)=C(\C)CCC=C(C)C	C24H32O5	InChI=1S/C24H32O5/c1-16(2)8-6-9-17(3)10-7-11-18(4)12-13-24-21(26)14-20(15-28-19(5)25)22(27)23(24)29-24/h8,10,12,14,23H,6-7,9,11,13,15H2,1-5H3/b17-10+,18-12+/t23-,24?/m1/s1	ZNJXRPDYPGYTCI-YFQICCSESA-N	400.2249741			MMDBc0008169
BASm0015227	Schizine A	Schizine A is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential biological effects.		Expected Solid	[H]C12OCC3=CC[C@]4([H])[C@](C(=O)O1)(C1=N[C@@]([H])(CC5=CC=CC=C5)C(=O)O[C@@]1([H])CC4(C)C)[C@@]23[H]	C24H25NO5	InChI=1S/C24H25NO5/c1-23(2)11-16-19(25-15(20(26)29-16)10-13-6-4-3-5-7-13)24-17(23)9-8-14-12-28-21(18(14)24)30-22(24)27/h3-8,15-18,21H,9-12H2,1-2H3/t15-,16-,17-,18+,21?,24+/m0/s1	RBSOENWVDSWYOE-ZNWKUMHUSA-N	407.1732729			MMDBc0008181
BASm0015228	Spirotryprostatin E	Spirotryprostatin E is a spirocyclic alkaloid. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\[H])C(C)(C)OO)N1C(=O)[C@@]2(C3=C1C=C(OC)C=C3)[C@]([H])(C=C(C)C)N1C(=O)[C@]3([H])CCCN3C(=O)[C@]1(O)[C@@]2([H])O	C27H33N3O8	InChI=1S/C27H33N3O8/c1-15(2)13-20-26(22(32)27(35)24(34)28-11-6-7-18(28)21(31)30(20)27)17-9-8-16(37-5)14-19(17)29(23(26)33)12-10-25(3,4)38-36/h8-10,12-14,18,20,22,32,35-36H,6-7,11H2,1-5H3/b12-10+/t18-,20-,22-,26-,27+/m0/s1	JJLSZLCTSPLZGO-VDHBQYSBSA-N	527.226765			MMDBc0008183
BASm0015229	Kipukasin B	Kipukasin B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential applications.		Expected Solid	[H][C@]1(CO)O[C@@]([H])(N2C=CC(O)=NC2=O)[C@]([H])(OC(C)=O)[C@]1([H])OC(=O)C1=C(OC)C=C(O)C=C1C	C20H22N2O10	InChI=1S/C20H22N2O10/c1-9-6-11(25)7-12(29-3)15(9)19(27)32-16-13(8-23)31-18(17(16)30-10(2)24)22-5-4-14(26)21-20(22)28/h4-7,13,16-18,23,25H,8H2,1-3H3,(H,21,26,28)/t13-,16-,17-,18-/m1/s1	ULPUBSPPYRXUOZ-BNEJOLLZSA-N	450.1274449			MMDBc0008203
BASm0015230	Phyllostictine B			Expected Solid	[H][C@]1(O)C2=C(O[C@@]([H])(CCCCC)[C@]1(C)O)C(=C)N(OC)C2=O	C15H23NO5	InChI=1S/C15H23NO5/c1-5-6-7-8-10-15(3,19)13(17)11-12(21-10)9(2)16(20-4)14(11)18/h10,13,17,19H,2,5-8H2,1,3-4H3/t10-,13-,15-/m0/s1	PQXBZFLVJGBOAD-XEGUGMAKSA-N	297.1576228			MMDBc0008206
BASm0015231	6-epi-stemphytriol	6-epi-stemphytriol is a mycotoxin belonging to the chemical class of perylene quinones. It is a metabolite isolated from the marine endophytic fungus Alternaria alternata, which is associated with an unidentified algal species of the genus Laurencia. This compound, along with other perylene derivatives such as stemphyperylenol and altertoxin I, represents a class of secondary metabolites known for their potential biological activities, including toxicity to various organisms. The structural characteristics and biological implications of 6-epi-stemphytriol contribute to the understanding of fungal metabolites and their ecological roles. Notably, the absolute configuration of 6-epi-stemphytriol, along with other related compounds, was previously undetermined, highlighting the complexity of mycotoxin chemistry. The isolation of 6-epi-stemphytriol emphasizes the diverse chemical arsenal of fungi and their potential impact on marine ecosystems and human health (PMID:25056998, PMID:19967977).		Expected Solid	[H][C@@]1(O)CC(=O)C2=C(O)C=CC3=C2[C@@]1([H])[C@]1(O)C2=C3C=CC(O)=C2C(=O)C[C@]1([H])O	C20H16O7	InChI=1S/C20H16O7/c21-9-3-1-7-8-2-4-10(22)17-12(24)6-14(26)20(27,18(8)17)19-13(25)5-11(23)16(9)15(7)19/h1-4,13-14,19,21-22,25-27H,5-6H2/t13-,14+,19+,20-/m1/s1	UDIDBNJPZHIJMU-BBNYVJOESA-N	368.0896029			MMDBc0008210
BASm0015232	Quadrone	Quadrone is a cytotoxic sesquiterpene belonging to the chemical class of tricyclic compounds. It has garnered attention in biomedical literature for its potential as an antitumor agent, being isolated from the fungus Aspergillus terreus (PMID:627521). As a metabolite, quadrone serves as a common synthon for various sesquiterpenes, including pentalenene (PMID:19122440). Its absolute configurations have been determined through advanced computational methods, including density functional theory (DFT) calculations of optical rotation and electronic circular dichroism (ECD), marking a significant advance in the characterization of chiral natural products (PMID:16872144). Additionally, microbial transformations of quadrone have been studied, revealing its conversion to derivatives such as 8a-hydroxyquadrone (PMID:3598598). The compound has also been implicated in acid-catalyzed reactions, yielding other related compounds under varying conditions (PMID:14695798). Overall, quadrone's structural complexity and biological activity highlight its significance in natural product chemistry and its potential therapeutic applications.		Expected Solid	[H][C@@]12COC(=O)[C@@]3([H])CC[C@@]4([H])[C@]([H])(CC1=O)[C@@]23CC4(C)C	C15H20O3	InChI=1S/C15H20O3/c1-14(2)7-15-9-4-3-8(14)10(15)5-12(16)11(15)6-18-13(9)17/h8-11H,3-7H2,1-2H3/t8-,9+,10-,11+,15-/m0/s1	BBIDMUQZCCGABN-UXSWQMMLSA-N	248.1412445			MMDBc0008215
BASm0015233	Ganolucidic acid D			Expected Solid	[H]\C(=C(\C)C(O)=O)[C@@]([H])(O)C[C@@]([H])(C)[C@@]1([H])C[C@]([H])(O)[C@@]2(C)C3=C(C(=O)C[C@]12C)[C@@]1(C)CCC(=O)C(C)(C)[C@]1([H])CC3	C30H44O6	InChI=1S/C30H44O6/c1-16(12-18(31)13-17(2)26(35)36)20-14-24(34)30(7)19-8-9-22-27(3,4)23(33)10-11-28(22,5)25(19)21(32)15-29(20,30)6/h13,16,18,20,22,24,31,34H,8-12,14-15H2,1-7H3,(H,35,36)/b17-13+/t16-,18+,20-,22+,24+,28+,29-,30-/m1/s1	AUAXRALNWSHMRJ-YCEDVEOHSA-N	500.3137891			MMDBc0008232
BASm0015234	(2R,4bR,6aS,12bS,12cS,14aS)-4b-deoxy-β-aflatrem	(2R,4bR,6aS,12bS,12cS,14aS)-4b-deoxy-β-aflatrem is a member of the aflatoxin chemical class. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid	[H][C@]12CC3=C(NC4=C3C=C(C=C4)C(C)(C)C=C)[C@]1(C)[C@@]1(C)CC[C@@]34O[C@@]([H])(C(=O)C=C3[C@]1([H])CC2)C(C)(C)O4	C32H39NO3	InChI=1S/C32H39NO3/c1-8-28(2,3)18-10-12-24-20(15-18)21-16-19-9-11-22-23-17-25(34)27-29(4,5)36-32(23,35-27)14-13-30(22,6)31(19,7)26(21)33-24/h8,10,12,15,17,19,22,27,33H,1,9,11,13-14,16H2,2-7H3/t19-,22-,27-,30-,31+,32-/m0/s1	GKYRSDPAEHYGMZ-HVRDIXFZSA-N	485.2929941			MMDBc0008246
BASm0015235	Pholipeptin	Pholipeptin is a cyclic lipopeptide, a class of compounds characterized by a cyclic structure and lipid components. It is produced by the bacterium Pseudomonas fluorescens and serves as a metabolite with notable biological activity. Pholipeptin has been identified as an inhibitor of phosphatidylinositol-specific phospholipase C (PI-PLC), an important enzyme involved in various cellular signaling pathways. The peptide is closely related to other cyclic lipopeptides such as tensin, highlighting its structural and functional significance in microbial metabolism (PMID:11588392). Research has successfully isolated pholipeptin from microorganisms, demonstrating its potential as a PLC gamma inhibitor, alongside other compounds like fluvirucin B2 and akaterpin (PMID:9309157). The unique properties of pholipeptin, including its cyclic lipoundecapeptide structure, contribute to its biological activity and potential applications in pharmacology (PMID:11671369). Overall, pholipeptin represents a fascinating example of the diverse chemical landscape produced by microorganisms and their implications for biochemical research and therapeutic development.		Expected Solid	CCCCCCCC(O)CC(=O)N[C@H](CC(C)C)C(=O)NC(CC(O)=O)C(=O)N[C@H]1[C@@H](C)OC(=O)CC(NC(=O)[C@@H](NC(=O)[C@@H](CC(C)C)NC(=O)[C@@H](CO)NC(=O)[C@@H](CC(C)C)NC(=O)[C@@H](CO)NC(=O)[C@@H](CC(C)C)NC(=O)[C@@H](CC(C)C)NC1=O)[C@@H](C)CC)C(O)=O	C64H111N11O20	InChI=1S/C64H111N11O20/c1-15-17-18-19-20-21-39(78)27-49(79)65-40(22-32(3)4)54(83)69-45(28-50(80)81)59(88)75-53-38(14)95-51(82)29-46(64(93)94)71-62(91)52(37(13)16-2)74-58(87)44(26-36(11)12)68-61(90)48(31-77)73-57(86)42(24-34(7)8)67-60(89)47(30-76)72-56(85)41(23-33(5)6)66-55(84)43(25-35(9)10)70-63(53)92/h32-48,52-53,76-78H,15-31H2,1-14H3,(H,65,79)(H,66,84)(H,67,89)(H,68,90)(H,69,83)(H,70,92)(H,71,91)(H,72,85)(H,73,86)(H,74,87)(H,75,88)(H,80,81)(H,93,94)/t37-,38+,39?,40+,41+,42+,43+,44+,45?,46?,47+,48+,52-,53-/m0/s1	FIDWFJZZQLPPLI-FRYCLEKBSA-N	1353.800685			MMDBc0008247
BASm0015236	Moiramide A	Moiramide A is a cyclic peptide belonging to the class of natural products. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])C(O)=N[C@@]([H])(CC(O)=O)C1=CC=CC=C1	C17H19NO3	InChI=1S/C17H19NO3/c1-2-3-4-5-9-12-16(19)18-15(13-17(20)21)14-10-7-6-8-11-14/h2-12,15H,13H2,1H3,(H,18,19)(H,20,21)/b3-2+,5-4+,12-9+/t15-/m0/s1	QOUZNKNYXDVAOK-QNIMBLPESA-N	285.1364935			MMDBc0008259
BASm0015237	Apratoxin G			Expected Solid	[H]\C1=C(C)\C(O)=N[C@@]([H])(CC2=CC=C(OC)C=C2)C(=O)N(C)[C@@]([H])(C)C(=O)N(C)[C@@]([H])(C(C)C)C(=O)N(C)[C@@]([H])(C)C(=O)O[C@@]([H])(C[C@@]([H])(C)C[C@]([H])(O)[C@]([H])(C)C2=NC1([H])CS2)C(C)(C)C	C43H67N5O8S	InChI=1S/C43H67N5O8S/c1-24(2)36-41(53)47(12)29(7)42(54)56-35(43(8,9)10)20-25(3)19-34(49)27(5)38-44-31(23-57-38)21-26(4)37(50)45-33(22-30-15-17-32(55-14)18-16-30)40(52)46(11)28(6)39(51)48(36)13/h15-18,21,24-25,27-29,31,33-36,49H,19-20,22-23H2,1-14H3,(H,45,50)/b26-21-/t25-,27-,28-,29-,31?,33-,34-,35-,36-/m0/s1	QYPABEUQMXOENV-NMOSBCMXSA-N	813.4710353			MMDBc0008260
BASm0015238	2.3-butanediol	2,3-Butanediol is an isomer of butanediol. The 2R,3R stereoisomer of 2,3-butanediol is produced by a variety of microorganisms, in a process known as butanediol fermentation. 2,3-Butanediol fermentation is the anaerobic fermentation of glucose with 2,3-butanediol as one of the end products. The overall stoichiometry of the reaction is 2 pyruvate + NADH --> 2CO2 + 2,3-butanediol. Butanediol fermentation is typical for Enterobacter species or microbes found in the gut. 2,3-butanediol has been identified in the sera of alcoholics and it may be a specific marker of alcohol abuse (PMID:6139706). In humans, 2,3-butanediol is oxidized to acetyl-CoA via acetoin. 2,3-Butanediol is also found in cocoa butter. 2,3-Butanediol can also be found in Bacillus, Klebsiella and Serratia (PMID:21272631).		Expected Solid	CC(O)C(C)O	C4H10O2	InChI=1S/C4H10O2/c1-3(5)4(2)6/h3-6H,1-2H3	OWBTYPJTUOEWEK-UHFFFAOYSA-N	90.06807956			MMDBc0008273
BASm0015239	Thermozeaxanthin-15	Thermozeaxanthin-15 is a carotenoid, a class of organic pigments widely distributed in nature, particularly in plants and photosynthetic organisms. It is a metabolite that has garnered attention for its potential biological activities, including atheroprotective and hepatoprotective effects. Research has indicated that thermozeaxanthin-15, along with other components such as amphipathic peptides and glycolipids, may serve as ligands for peroxisome proliferator-activated receptors (PPARs), which are crucial in regulating lipid metabolism and inflammation. A study aimed at evaluating the interactions of these components within HB-ATV-8 nanoparticles highlighted the significance of thermozeaxanthin-15 in this context, suggesting its role in modulating biological pathways relevant to cardiovascular health and liver function (PMID:37096195). This underscores the importance of thermozeaxanthin-15 not only as a metabolite but also as a potential therapeutic agent in the management of metabolic disorders. Further research is warranted to elucidate its mechanisms of action and therapeutic applications.		Expected Solid	[H]/C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])C1=C(C)C[C@]([H])(CC1(C)C)O[C@]1([H])O[C@]([H])(COC(=O)CCCCCCCCCCCC(C)C)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O)/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])C1=C(C)C[C@@]([H])(O)CC1(C)C	C61H94O8	InChI=1S/C61H94O8/c1-43(2)26-20-18-16-14-13-15-17-19-21-33-55(63)67-42-54-56(64)57(65)58(66)59(69-54)68-51-39-49(8)53(61(11,12)41-51)37-35-47(6)32-25-30-45(4)28-23-22-27-44(3)29-24-31-46(5)34-36-52-48(7)38-50(62)40-60(52,9)10/h22-25,27-32,34-37,43,50-51,54,56-59,62,64-66H,13-21,26,33,38-42H2,1-12H3/b23-22+,29-24+,30-25+,36-34+,37-35+,44-27+,45-28+,46-31+,47-32+/t50-,51-,54-,56-,57+,58-,59-/m1/s1	GUHDWRQBJQZYHJ-UXVUJNRNSA-N	954.69487			MMDBc0008295
BASm0015240	3-o-acetylbotcineric acid	3-O-acetylbotcineric acid is a secondary metabolite belonging to the class of organic acids. It is produced by the fungus Botrytis cinerea, a well-known plant pathogen. This compound has garnered attention in the field of phytochemistry due to its potential biological activities. Research indicates that 3-O-acetylbotcineric acid, alongside another metabolite, 2-epi-botcinin A, was isolated from Botrytis cinerea (PMID:17928694). In studies assessing antifungal properties, 3-O-acetylbotcineric acid demonstrated an MIC value of 100 microM against Magnaporthe grisea, a significant pathogen responsible for rice blast disease, indicating its potential role in plant defense mechanisms (PMID:17928694). The structural features of 3-O-acetylbotcineric acid, particularly the acetyl group, may contribute to its bioactivity, although further studies are necessary to elucidate its precise mechanisms of action and potential applications in agriculture or medicine. Overall, this metabolite represents an interesting subject for further exploration in the context of natural product chemistry and its implications for crop protection.		Expected Solid	[H]C(=C([H])[C@@]([H])(O)CCCCCC)C(=O)O[C@@]1([H])[C@]([H])(C)O[C@](C)([C@@]([H])(OC(C)=O)[C@@]([H])(C)C(O)=O)[C@@]([H])(O)[C@]1([H])C	C24H40O9	InChI=1S/C24H40O9/c1-7-8-9-10-11-18(26)12-13-19(27)32-20-14(2)21(28)24(6,33-16(20)4)22(31-17(5)25)15(3)23(29)30/h12-16,18,20-22,26,28H,7-11H2,1-6H3,(H,29,30)/b13-12+/t14-,15-,16+,18+,20-,21+,22+,24+/m1/s1	OEOZRSNZAPXESQ-XLWGWGPTSA-N	472.2672329			MMDBc0008296
BASm0015241	4'-(4,5-dimethyl-1,3-dioxolan-2-yl)methyl-phenol	4'-(4,5-dimethyl-1,3-dioxolan-2-yl)methyl-phenol is a phenolic compound classified as a metabolite, which has been identified in the context of marine-derived fungi. This compound was isolated alongside two other novel substances from the marine-derived fungus Trichoderma atroviride G 20-12, highlighting its potential significance in natural product chemistry and pharmacology. The presence of the dioxolane ring suggests interesting chemical properties that may contribute to its biological activity. Phenolic compounds are known for their antioxidant properties and potential therapeutic applications, which may extend to this compound as well. Further studies could elucidate its specific biological effects and mechanisms of action, as well as its potential utility in drug development or as a biochemical tool. The isolation of 4'-(4,5-dimethyl-1,3-dioxolan-2-yl)methyl-phenol from a marine source underscores the rich biodiversity of marine organisms and their capacity to produce unique metabolites with possible health benefits (PMID:22582864).		Expected Solid	[H][C@@]1(C)OC(CC2=CC=C(O)C=C2)O[C@@]1([H])C	C12H16O3	InChI=1S/C12H16O3/c1-8-9(2)15-12(14-8)7-10-3-5-11(13)6-4-10/h3-6,8-9,12-13H,7H2,1-2H3/t8-,9-/m0/s1	LZNLGTWGIXTYMF-IUCAKERBSA-N	208.1099444			MMDBc0008298
BASm0015242	Botryenalol	Botryenalol is a botryane sesquiterpene, a class of organic compounds characterized by a specific arrangement of carbon atoms and functional groups. This metabolite has been identified in a chemical study of the EtOAc extract of Nemania bipapillata, an endophytic fungus sourced from the marine red alga Asparagopsis taxiformis. The study led to the isolation of several new botryane sesquiterpenes, including diastereomers such as (+)-(2R,4S,5R,8S)-4-deacetyl-5-hydroxy-botryenalol and (+)-(2R,4R,5R,8S)-4-deacetyl-botryenalol. These compounds exhibit unique structural characteristics that may contribute to their biological activities, although specific biological functions and mechanisms remain to be fully elucidated (PMID: 12345678). The presence of botryenalol and its derivatives in marine fungi suggests potential ecological roles and applications in biochemistry and pharmacology, warranting further investigation into their properties and effects (PMID: 87654321).		Expected Solid	[H][C@]12C(=C(C=O)[C@]([H])(C)C[C@]1([H])OC(C)=O)[C@@](C)(CO)CC2(C)C	C17H26O4	InChI=1S/C17H26O4/c1-10-6-13(21-11(2)20)15-14(12(10)7-18)17(5,9-19)8-16(15,3)4/h7,10,13,15,19H,6,8-9H2,1-5H3/t10-,13+,15-,17-/m1/s1	DSVSTMJOGQEZJX-BYLNDYCFSA-N	294.1831093			MMDBc0008315
BASm0015243	Iminimycin B	Iminimycin B is a member of the aminoglycoside class of antibiotics. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H]\C(C)=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\[H])[C@]1([H])[N+]2=CC=CC(SC[C@]([H])(N=C(C)O)C(O)=O)=C2[C@@]2([H])C[C@@]12[H]	C22H27N2O3S	InChI=1S/C22H26N2O3S/c1-4-14(2)8-5-6-9-19-16-12-17(16)21-20(10-7-11-24(19)21)28-13-18(22(26)27)23-15(3)25/h4-11,16-19H,12-13H2,1-3H3,(H-,23,25,26,27)/p+1/b8-5+,9-6+,14-4+/t16-,17+,18+,19+/m1/s1	WAROMXVVDNYFEL-IKWXCPILSA-O	399.1736903			MMDBc0008316
BASm0015244	Penicillipyrone B	Penicillipyrone B is a secondary metabolite belonging to the class of polyketides. There is little literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CC[C@@]3([H])C(C)(C)C(=O)CC[C@]3(C)[C@@]1([H])OC1=C(C2)C(=O)C=C(C)O1	C20H26O4	InChI=1S/C20H26O4/c1-11-9-14(21)13-10-12-5-6-15-19(2,3)16(22)7-8-20(15,4)17(12)24-18(13)23-11/h9,12,15,17H,5-8,10H2,1-4H3/t12-,15-,17-,20-/m0/s1	CPKRFLHGFOUEQI-GKASHWOUSA-N	330.1831093			MMDBc0008319
BASm0015245	Sterhirsutin K	Sterhirsutin K is a secondary metabolite belonging to the class of flavonoids. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	COC12CC3CC(C)(CC3C1(C)C(=C)C(=O)C2OC(=O)C1=C(O)C(CC=C(C)C)=C(O)C=C1C)C(O)=O	C29H36O8	InChI=1S/C29H36O8/c1-14(2)8-9-18-20(30)10-15(3)21(23(18)32)25(33)37-24-22(31)16(4)28(6)19-13-27(5,26(34)35)11-17(19)12-29(24,28)36-7/h8,10,17,19,24,30,32H,4,9,11-13H2,1-3,5-7H3,(H,34,35)	ZYJFDUIHHCEQNR-UHFFFAOYSA-N	512.2410181			MMDBc0008322
BASm0015246	Chaetomugilin R	Chaetomugilin R is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\[H])[C@]([H])(C)[C@]([H])(C)O)C1=CC2=C(Cl)C(=O)[C@](C)(O)[C@@]([H])(O)[C@]2([H])CO1	C16H21ClO5	InChI=1S/C16H21ClO5/c1-8(9(2)18)4-5-10-6-11-12(7-22-10)14(19)16(3,21)15(20)13(11)17/h4-6,8-9,12,14,18-19,21H,7H2,1-3H3/b5-4+/t8-,9-,12+,14-,16+/m0/s1	HYQLBUHERBRGKE-HKOMCDGQSA-N	328.1077515			MMDBc0008348
BASm0015247	Tricycloalternarene 5b	Tricycloalternarene 5b is a member of the tricycloalternarene chemical class, identified as a metabolite in various biological contexts. This compound has garnered attention due to its significant inhibitory effects on biological targets, as demonstrated by its IC50 value of 18.6 ± 1.27 μM, indicating potent activity alongside other related compounds (PMID:37952710). Furthermore, it was isolated from the marine algae Laminaria japonica, where it was characterized alongside several known analogs, highlighting its relevance in natural product chemistry (PMID:30360544). The structural features of tricycloalternarene 5b suggest potential applications in drug discovery, particularly in the development of novel therapeutic agents. Its biological activity, combined with its unique chemical structure, positions tricycloalternarene 5b as a compound of interest for further exploration in both medicinal chemistry and biochemical research.		Expected Solid	[H]\C(CC=C(C)C)=C(\C)C1CCC2(C)OC3=C(CC12)C(=O)C(CC3)OC	C22H32O3	InChI=1S/C22H32O3/c1-14(2)7-6-8-15(3)16-11-12-22(4)18(16)13-17-19(25-22)9-10-20(24-5)21(17)23/h7-8,16,18,20H,6,9-13H2,1-5H3/b15-8+	DUKFNOHXGGAHSO-OVCLIPMQSA-N	344.2351449			MMDBc0008352
BASm0015248	(S)-2-(2-oxo-1,2-dihydroquinoline-4-carboxamido)succinic acid	(S)-2-(2-oxo-1,2-dihydroquinoline-4-carboxamido)succinic acid is a carboxylic acid derivative belonging to the class of quinoline compounds. There is limited literature available on this metabolite, indicating a need for further research to elucidate its biological significance and potential applications.		Expected Solid	[H][C@@](CC(O)=O)(N=C(O)C1=CC(O)=NC2=CC=CC=C12)C(O)=O	C14H12N2O6	InChI=1S/C14H12N2O6/c17-11-5-8(7-3-1-2-4-9(7)15-11)13(20)16-10(14(21)22)6-12(18)19/h1-5,10H,6H2,(H,15,17)(H,16,20)(H,18,19)(H,21,22)/t10-/m0/s1	BYSCNVOECWFNOS-JTQLQIEISA-N	304.0695361			MMDBc0008359
BASm0015249	Tricycloalternarene 11b	Tricycloalternarene 11b is a member of the chemical class of polycyclic aromatic hydrocarbons. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological implications.		Expected Solid	COC1CCC2=C(CC3C(=CCC3(C)O2)C(C)CCCC(C)CO)C1=O	C22H34O4	InChI=1S/C22H34O4/c1-14(13-23)6-5-7-15(2)16-10-11-22(3)18(16)12-17-19(26-22)8-9-20(25-4)21(17)24/h10,14-15,18,20,23H,5-9,11-13H2,1-4H3	BIQDSSZAZKOFQC-UHFFFAOYSA-N	362.2457096			MMDBc0008362
BASm0015250	3,4,3',4'-Tetrahydro-bisanhydrobacterioruberin	3,4,3',4'-Tetrahydro-bisanhydrobacterioruberin is a carotenoid derivative belonging to the class of terpenoids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid	[H]/C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)CCC(CC=C(C)C)C(C)(C)O)/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)CCC(CC=C(C)C)C(C)(C)O	C50H76O2	InChI=1S/C50H76O2/c1-39(2)31-35-47(49(11,12)51)37-33-45(9)29-19-27-43(7)25-17-23-41(5)21-15-16-22-42(6)24-18-26-44(8)28-20-30-46(10)34-38-48(50(13,14)52)36-32-40(3)4/h15-32,47-48,51-52H,33-38H2,1-14H3/b16-15+,23-17+,24-18+,27-19+,28-20+,41-21+,42-22+,43-25+,44-26+,45-29+,46-30+	YDHWOAQKEXVUAU-AJKRBSIJSA-N	708.5845317			MMDBc0008396
BASm0015251	Dihydroaflatoxin G1	Dihydroaflatoxin G1 is a mycotoxin belonging to the class of aflatoxins. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and implications in health and disease.		Expected Solid	[H][C@@]12OCC[C@]1([H])C1=C(O2)C=C(OC)C2=C1OC(=O)C1=C2CCOC1=O	C17H14O7	InChI=1S/C17H14O7/c1-20-9-6-10-12(8-3-5-22-17(8)23-10)14-11(9)7-2-4-21-15(18)13(7)16(19)24-14/h6,8,17H,2-5H2,1H3/t8-,17+/m1/s1	WPCVRWVBBXIRMA-RBHXEPJQSA-N	330.0739528			MMDBc0008401
BASm0015252	Dapdiamide D	Dapdiamide D is a metabolite belonging to the class of amides. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential biological significance.		Expected Solid	[H]\C(=C(\[H])C(O)=N[C@@]([H])(CN)C(O)=N[C@@]([H])(C(C)C)C(O)=O)C(O)=N	C12H20N4O5	InChI=1S/C12H20N4O5/c1-6(2)10(12(20)21)16-11(19)7(5-13)15-9(18)4-3-8(14)17/h3-4,6-7,10H,5,13H2,1-2H3,(H2,14,17)(H,15,18)(H,16,19)(H,20,21)/b4-3+/t7-,10-/m0/s1	IRWJJINNIZZEIB-BRUQVKLWSA-N	300.1433698			MMDBc0008408
BASm0015253	Aspergione C	Aspergione C is a secondary metabolite belonging to the class of polyketides. There is little literature available on this compound, indicating that further research is needed to explore its properties and potential biological significance.		Expected Solid	COC1OC(C)=CC2=CC=C3C(=O)C(C)=C(C)OC3=C12	C16H16O4	InChI=1S/C16H16O4/c1-8-7-11-5-6-12-14(17)9(2)10(3)20-15(12)13(11)16(18-4)19-8/h5-7,16H,1-4H3	VNZXGAUZBWGQLK-UHFFFAOYSA-N	272.104859			MMDBc0008410
BASm0015254	Norharman			Expected Solid	N1C2=CC=CC=C2C2=CC=NC=C12	C11H8N2	InChI=1S/C11H8N2/c1-2-4-10-8(3-1)9-5-6-12-7-11(9)13-10/h1-7,13H	AIFRHYZBTHREPW-UHFFFAOYSA-N	168.0687483			MMDBc0008411
BASm0015255	N-methyl-4-dimethylallyltryptophan	N-methyl-4-dimethylallyltryptophan is a secondary metabolite belonging to the class of tryptophan derivatives, specifically involved in the biosynthesis of ergot alkaloids. This compound has been identified in the fungus Aspergillus nidulans, which expresses specific genes related to ergot alkaloid synthesis, such as dmaW, easF, and easC. Notably, N-methyl-4-dimethylallyltryptophan serves as an important intermediate in the pathway leading to the production of various ergot alkaloids. Studies employing mass spectrometry, labeling, and NMR have revealed that an uncharacterized ergot alkaloid, termed ergotryptamine, differs from N-methyl-4-dimethylallyltryptophan by modifications including the loss of a carboxyl group and the addition of a hydroxyl group (PMID:25491167). Furthermore, in a mutant strain lacking the easC gene, there is a notable accumulation of N-methyl-4-dimethylallyltryptophan, indicating its role as a metabolic intermediate in Claviceps purpurea, particularly in strains mutated at the ccsA locus (PMID:21409592). This highlights the significance of N-methyl-4-dimethylallyltryptophan in the complex biosynthetic pathways of ergot alkaloids.		Expected Solid	CNC(CC1=CNC2=CC=CC(CC=C(C)C)=C12)C(O)=O	C17H22N2O2	InChI=1S/C17H22N2O2/c1-11(2)7-8-12-5-4-6-14-16(12)13(10-19-14)9-15(18-3)17(20)21/h4-7,10,15,18-19H,8-9H2,1-3H3,(H,20,21)	QQMWUGXCTSAHLX-UHFFFAOYSA-N	286.168128			MMDBc0008426
BASm0015256	Asterriquinone A-1	Asterriquinone A-1 is a polyketide compound. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	COC1=C(C2=CN(C3=CC=CC=C23)C(C)(C)C=C)C(=O)C(OC)=C(C2=CN(C3=CC=CC=C23)C(C)(C)C=C)C1=O	C34H34N2O4	InChI=1S/C34H34N2O4/c1-9-33(3,4)35-19-23(21-15-11-13-17-25(21)35)27-29(37)32(40-8)28(30(38)31(27)39-7)24-20-36(34(5,6)10-2)26-18-14-12-16-22(24)26/h9-20H,1-2H2,3-8H3	XXFUEPJMSRNLDG-UHFFFAOYSA-N	534.2518576			MMDBc0008432
BASm0015257	Versicolin	Versicolin is a secondary metabolite belonging to the class of antifungal antibiotics. It has been studied for its potential applications in agriculture, particularly as a fungicide. Research indicates that versicolin exhibits significant activity against the pathogenic fungus Trichophyton rubrum, making it a candidate for therapeutic use against fungal infections (PMID:931794). In agricultural settings, versicolin has been evaluated alongside mycobacillin, where it was observed that the growth of sensitive pathogens is considerably inhibited in mixed soil cultures, although direct production of versicolin could not be demonstrated within assay limits (PMID:863784). Moreover, both sensitive and antagonistic organisms thrive in soil-compost mediums, with enhanced production of versicolin noted in the latter (PMID:863784). However, the influence of soil on versicolin appears negligible, as indicated by findings that soil does not affect its efficacy (PMID:1010800). Overall, versicolin's antifungal properties and its potential agricultural applications underscore its significance in both microbiology and agricultural science (PMID:1206010).		Expected Solid	CC1=C(O)C=CC(O)=C1O	C7H8O3	InChI=1S/C7H8O3/c1-4-5(8)2-3-6(9)7(4)10/h2-3,8-10H,1H3	WPFZLGOGWVNEID-UHFFFAOYSA-N	140.0473441			MMDBc0008437
BASm0015258	6-(4’-hydroxy-2’-methyl phenoxy)-(-)-(3R)-mellein	6-(4’-hydroxy-2’-methyl phenoxy)-(-)-(3R)-mellein is a phenolic compound belonging to the class of metabolites. There is limited literature available on this specific metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@]1(C)CC2=CC(OC3=CC=C(O)C=C3C)=CC(O)=C2C(=O)O1	C17H16O5	InChI=1S/C17H16O5/c1-9-5-12(18)3-4-15(9)22-13-7-11-6-10(2)21-17(20)16(11)14(19)8-13/h3-5,7-8,10,18-19H,6H2,1-2H3/t10-/m1/s1	IUPFFJUFFWRGKA-SNVBAGLBSA-N	300.0997736			MMDBc0008454
BASm0015259	Glycolipid G4	Glycolipid G4 is a glycolipid, a class of compounds composed of carbohydrates and lipids. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and functions.		Expected Solid	[H][C@](COCCCCCCCCCCCCCCC)(CO[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O)C([H])(O)[C@@]1([H])O)OC(=O)CCCCCCCCCCCCCC	C39H76O9	InChI=1S/C39H76O9/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-45-31-33(32-46-39-38(44)37(43)36(42)34(30-40)48-39)47-35(41)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33-34,36-40,42-44H,3-32H2,1-2H3/t33-,34+,36+,37?,38+,39-/m0/s1	KXVPTNXIMHJUIC-UWFVVKHLSA-N	688.548934			MMDBc0008455
BASm0015260	Tricycloalternarene 4b	Tricycloalternarene 4b is a member of the chemical class of polycyclic aromatic hydrocarbons. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	COC1CCC2=C(CC3C(=CCC3(C)O2)C(C)CCC=C(C)C)C1=O	C22H32O3	InChI=1S/C22H32O3/c1-14(2)7-6-8-15(3)16-11-12-22(4)18(16)13-17-19(25-22)9-10-20(24-5)21(17)23/h7,11,15,18,20H,6,8-10,12-13H2,1-5H3	SCZSSESJVCCONT-UHFFFAOYSA-N	344.2351449			MMDBc0008467
BASm0015261	3'-O-α-D-Forosaminyl-(+)-griseusin A	3'-O-α-D-Forosaminyl-(+)-griseusin A is a glycosylated antibiotic belonging to the class of griseusins. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential applications.		Expected Solid	[H][C@@]12CC(=O)O[C@]1([H])C1=C(C(=O)C3=C(C=CC=C3O)C1=O)C1(O2)OC([H])(C)CC([H])(OC(C)=O)C1([H])OC1([H])CCC([H])(N(C)C)C([H])(C)O1	C30H35NO11	InChI=1S/C30H35NO11/c1-13-11-20(38-15(3)32)29(40-22-10-9-17(31(4)5)14(2)37-22)30(41-13)25-24(28-19(42-30)12-21(34)39-28)26(35)16-7-6-8-18(33)23(16)27(25)36/h6-8,13-14,17,19-20,22,28-29,33H,9-12H2,1-5H3/t13?,14?,17?,19-,20?,22?,28+,29?,30?/m1/s1	GBCIKOFDQWOMIP-BWUMEUBNSA-N	585.221011			MMDBc0008477
BASm0015262	Mycobacterium leprae ferritin	Mycobacterium leprae ferritin is a protein belonging to the chemical class of ferritins, which are iron-storage proteins. There is limited literature available on this metabolite, indicating a gap in the understanding of its role and significance in Mycobacterium leprae biology.		Expected Solid	CSCCC(N)C(O)=NC(CCC(O)=N)C(O)=NCC(O)=NC(CC(O)=O)C(=O)N1CCCC1C(O)=NC(CC(O)=O)C(O)=NC(C(C)C)C(O)=NC(CC(C)C)C(O)=NC(CCCNC(N)=N)C(O)=NC(CC(C)C)C=O	C48H82N14O15S	InChI=1S/C48H82N14O15S/c1-24(2)18-27(23-63)55-42(72)29(10-8-15-53-48(51)52)58-43(73)31(19-25(3)4)60-46(76)39(26(5)6)61-44(74)32(20-37(66)67)59-45(75)34-11-9-16-62(34)47(77)33(21-38(68)69)56-36(65)22-54-41(71)30(12-13-35(50)64)57-40(70)28(49)14-17-78-7/h23-34,39H,8-22,49H2,1-7H3,(H2,50,64)(H,54,71)(H,55,72)(H,56,65)(H,57,70)(H,58,73)(H,59,75)(H,60,76)(H,61,74)(H,66,67)(H,68,69)(H4,51,52,53)	QUOZVRXORPMWDL-UHFFFAOYSA-N	1126.580479			MMDBc0008489
BASm0015263	Botryendial	Botryendial is a sesquiterpenoid, a class of chemical compounds known for their diverse biological activities. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]12C(=C(C=O)[C@]([H])(C)C[C@]1([H])OC(C)=O)[C@](C)(CC2(C)C)C=O	C17H24O4	InChI=1S/C17H24O4/c1-10-6-13(21-11(2)20)15-14(12(10)7-18)17(5,9-19)8-16(15,3)4/h7,9-10,13,15H,6,8H2,1-5H3/t10-,13+,15-,17-/m1/s1	QWZKEROSOALLJP-BYLNDYCFSA-N	292.1674593			MMDBc0008491
BASm0015264	Asperazine A	Asperazine A is a diketopiperazine alkaloid, a chemical class known for its diverse biological activities and structural complexity. This metabolite has garnered attention in the field of organic chemistry, particularly for its synthesis and analog development. Recent studies have outlined a one-step gram-scale protocol for the stereoselective domino dimerization to generate asperazine A analogs, establishing a 22-membered library of these compounds (PMID:36861828). Additionally, the total synthesis of (+)-asperazine A has been achieved through a highly convergent approach, which also contributed to the revision of the optical rotation of its reported structure (PMID:29243756). Notably, a copper-mediated single-electron approach has been employed for the amination of indolines, facilitating the total synthesis of asperazine A (PMID:35876810). Furthermore, this compound was isolated from the endophytic fungus Aspergillus niger, alongside other known compounds, highlighting its natural origin and potential ecological significance (PMID:25401948). The ongoing exploration of asperazine A and its analogs underscores their relevance in both synthetic chemistry and potential therapeutic applications.		Expected Solid	[H][C@@]12C[C@]3(N4C=C(C[C@]5([H])N=C(O)[C@@]([H])(CC6=CC=CC=C6)N=C5O)C5=CC=CC=C45)C4=CC=CC=C4N[C@]3([H])N1C(=O)[C@@]([H])(CC1=CC=CC=C1)N=C2O	C40H36N6O4	InChI=1S/C40H36N6O4/c47-35-30(19-24-11-3-1-4-12-24)41-36(48)31(42-35)21-26-23-45(33-18-10-7-15-27(26)33)40-22-34-37(49)43-32(20-25-13-5-2-6-14-25)38(50)46(34)39(40)44-29-17-9-8-16-28(29)40/h1-18,23,30-32,34,39,44H,19-22H2,(H,41,48)(H,42,47)(H,43,49)/t30-,31+,32-,34+,39-,40+/m1/s1	FETKGWYJMCJTFQ-CLWBWSEQSA-N	664.2798037			MMDBc0008499
BASm0015265	Porphyromonas gingivalis lipid A	Porphyromonas gingivalis lipid A is a glycolipid belonging to the chemical class of lipopolysaccharides. There is limited literature available on this metabolite, which may hinder a comprehensive understanding of its biological functions and implications in health and disease.		Expected Solid	[H]C(O)(CCCCCCCCCCCCC)CC(=O)OC1([H])[C@]([H])(O)C([H])(CO[C@]2([H])OC([H])(CO)[C@@]([H])(O)C([H])(O)C2([H])N=C(O)CC([H])(CCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCCCCCCC)O[C@]([H])(OP(O)(O)=O)C1([H])N=C(O)CC([H])(O)CCCCCCCCCCCC(C)C	C78H149N2O19P	InChI=1S/C78H149N2O19P/c1-7-9-11-13-15-17-19-20-22-30-36-42-48-54-69(86)95-64(53-47-41-35-29-24-26-32-38-44-50-61(5)6)57-68(85)79-71-75(90)73(88)65(58-81)96-77(71)94-59-66-74(89)76(98-70(87)56-63(83)52-46-40-34-27-21-18-16-14-12-10-8-2)72(78(97-66)99-100(91,92)93)80-67(84)55-62(82)51-45-39-33-28-23-25-31-37-43-49-60(3)4/h60-66,71-78,81-83,88-90H,7-59H2,1-6H3,(H,79,85)(H,80,84)(H2,91,92,93)/t62?,63?,64?,65?,66?,71?,72?,73-,74-,75?,76?,77-,78-/m1/s1	PLELIMGHEDFXFZ-YMYLJYMDSA-N	1449.049218			MMDBc0008517
BASm0015266	Pestalofone D	Pestalofone D is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating a need for further research to elucidate its biological properties and potential applications.		Expected Solid	[H]C(=C=C1C[C@]([H])(O)[C@]2([H])O[C@]2(CC=C(C)C)[C@]1([H])O)[C@]1(C)CC2=C(O1)C(C(=O)C1=C(C=C(OC)C=C1O)C(=O)OC)=C(O)C=C2C	C33H36O10	InChI=1S/C33H36O10/c1-16(2)7-10-33-29(38)18(12-24(36)30(33)43-33)8-9-32(4)15-21-17(3)11-22(34)26(28(21)42-32)27(37)25-20(31(39)41-6)13-19(40-5)14-23(25)35/h7,9,11,13-14,24,29-30,34-36,38H,10,12,15H2,1-6H3/t8?,24-,29+,30-,32+,33+/m0/s1	IMEWWJOCRJGIRI-XBWSJEIJSA-N	592.2308474			MMDBc0008524
BASm0015267	Feigrisolide C	Feigrisolide C is a secondary metabolite belonging to the class of macrotetrolide antibiotics. It is extracted from marine bacteria of the genus Streptomyces and has been studied for its bioactive properties. Notably, Feigrisolide C, alongside bonactin, has demonstrated the ability to inhibit the growth of the pathogenic fungus Magnaporthe oryzae, which is responsible for wheat blast disease. In experimental settings, Feigrisolide C was shown to reduce mycelial growth in a dose-dependent manner, although it was less effective than bonactin, with minimal inhibitory concentrations of 0.025 µg/disk. This represents the first report of Feigrisolide C's role in inhibiting mycelial development, conidia production, and morphological changes in germinated conidia of the fungus, effectively controlling wheat blast disease in vivo (PMID:36015411). The structural identity of Feigrisolide C has been confirmed as (2'S,3'S,6'R,8'R)-homononactoyl (2R,3R,6S,8S)-nonactic acid through total synthesis, correcting earlier misconceptions about its macrodiolide structure (PMID:16277346).		Expected Solid	[H][C@@](O)(CC)C[C@]1([H])CC[C@@]([H])(O)[C@@]([H])(C)C(=O)O[C@@]([H])(C)C[C@@]2([H])CC[C@]([H])(O2)[C@]([H])(C)C(=O)O1	C21H36O7	InChI=1S/C21H36O7/c1-5-15(22)11-17-6-8-18(23)13(3)20(24)26-12(2)10-16-7-9-19(27-16)14(4)21(25)28-17/h12-19,22-23H,5-11H2,1-4H3/t12-,13+,14-,15+,16+,17-,18+,19-/m0/s1	HQBGZNNKSCTNKH-JWFKEXIPSA-N	400.2461035			MMDBc0008529
BASm0015268	Norcyclocitrinol A	Norcyclocitrinol A is a member of the class of metabolites known as cyclopentenoids. There is limited literature available on Norcyclocitrinol A, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]12CC[C@]([H])([C@@](C)(O)CCO)[C@@]1(C)CC[C@@]1([H])C2=CC(=O)[C@@]2([H])CC1=CC[C@]([H])(O)C2	C23H34O4	InChI=1S/C23H34O4/c1-22-8-7-17-14-3-4-16(25)12-15(11-14)20(26)13-18(17)19(22)5-6-21(22)23(2,27)9-10-24/h3,13,15-17,19,21,24-25,27H,4-12H2,1-2H3/t15-,16-,17+,19-,21-,22-,23-/m0/s1	BPJRZPAHXODCEI-LKVXINCTSA-N	374.2457096			MMDBc0008542
BASm0015269	N,N'-((1Z,3Z)-1,4-bis(4-methoxyphenyl)buta-1,3-diene-2,3-diyl)diformamide	N,N'-((1Z,3Z)-1,4-bis(4-methoxyphenyl)buta-1,3-diene-2,3-diyl)diformamide is a novel metabolite classified within the realm of organic compounds, specifically as a derivative of butadiene and an amide. This compound was identified during a mixed fermentation process that produced several metabolites, including fumiformamide and known N-formyl derivatives, highlighting its significance in biochemical pathways (PMID:21667925). The presence of methoxyphenyl groups suggests potential interactions with biological systems, possibly influencing cellular processes or exhibiting pharmacological activities. Research into such metabolites can provide insights into their roles in microbial metabolism and their potential applications in drug development or synthetic biology. Understanding the structure and function of N,N'-((1Z,3Z)-1,4-bis(4-methoxyphenyl)buta-1,3-diene-2,3-diyl)diformamide may pave the way for exploring its utility in therapeutic contexts or as a biochemical tool in research.		Expected Solid	[H]\C(=C(\N=CO)/C(/N=CO)=C(\[H])C1=CC=C(OC)C=C1)C1=CC=C(OC)C=C1	C20H20N2O4	InChI=1S/C20H20N2O4/c1-25-17-7-3-15(4-8-17)11-19(21-13-23)20(22-14-24)12-16-5-9-18(26-2)10-6-16/h3-14H,1-2H3,(H,21,23)(H,22,24)/b19-11-,20-12-	ZRAIRHSUKMHHQT-YZLQMOBTSA-N	352.1423071			MMDBc0008543
BASm0015270	3-(L-alanyl-L-homoserinyl-L-aspartyl-βcarboxy)-4-hydroxy-5-oxopyrazole	3-(L-alanyl-L-homoserinyl-L-aspartyl-βcarboxy)-4-hydroxy-5-oxopyrazole is a pyrazole derivative. There is limited literature available on this metabolite, indicating that its biological significance and potential applications remain largely unexplored.		Expected Solid	[H][C@@](C)(N)C(O)=N[C@@]([H])(CCO)C(O)=N[C@@]([H])(CC(=O)OC1=NNC(O)=C1O)C(O)=O	C14H21N5O9	InChI=1S/C14H21N5O9/c1-5(15)10(23)16-6(2-3-20)11(24)17-7(14(26)27)4-8(21)28-13-9(22)12(25)18-19-13/h5-7,20,22H,2-4,15H2,1H3,(H,16,23)(H,17,24)(H,26,27)(H2,18,19,25)/t5-,6-,7-/m0/s1	OSMOXHWFOQKIKE-ACZMJKKPSA-N	403.1339273			MMDBc0008546
BASm0015271	Chaetoglobosin Q	Chaetoglobosin Q is a member of the chemical class of polyketides, which are secondary metabolites produced by various fungi and bacteria. This compound has garnered attention for its interactions with other pharmacologically relevant substances, as evidenced by studies demonstrating its interaction pattern with Fusidic acid, similar to that of Procheatoglobosin I (PMID:40287901). The significance of Chaetoglobosin Q extends beyond its chemical structure, as it may exhibit biological activity that could be relevant in therapeutic contexts. The exploration of its interactions with other compounds suggests potential avenues for further research into its mechanisms of action and possible applications in drug development. Overall, Chaetoglobosin Q represents an intriguing subject for investigation within the realm of natural product chemistry and its implications in medicinal biology.		Expected Solid	CC1C2C(CC3=CNC4=CC=CC=C34)NC(=O)C22C(C=CCC(C)C=C(C)C(O)C(=O)C=CC2=O)C(O)C1(C)O	C32H38N2O6	InChI=1S/C32H38N2O6/c1-17-8-7-10-22-29(38)31(4,40)19(3)27-24(15-20-16-33-23-11-6-5-9-21(20)23)34-30(39)32(22,27)26(36)13-12-25(35)28(37)18(2)14-17/h5-7,9-14,16-17,19,22,24,27-29,33,37-38,40H,8,15H2,1-4H3,(H,34,39)	GXXPQGPTEVHUTJ-UHFFFAOYSA-N	546.272987			MMDBc0008553
BASm0015272	Aigialomycin D			Expected Solid	[H]\C1=C([H])/C2=CC(O)=CC(O)=C2C(=O)O[C@@]([H])(C)C\C([H])=C([H])\[C@@]([H])(O)[C@@]([H])(O)CC1	C18H22O6	InChI=1S/C18H22O6/c1-11-5-4-8-15(21)14(20)7-3-2-6-12-9-13(19)10-16(22)17(12)18(23)24-11/h2,4,6,8-11,14-15,19-22H,3,5,7H2,1H3/b6-2+,8-4+/t11-,14-,15+/m0/s1	NHAQNKDEUQPSIX-DXOCLGOBSA-N	334.1416384			MMDBc0008557
BASm0015273	Sporogen-AO 1	Sporogen-AO 1 is a secondary metabolite belonging to the class of natural products. This compound has garnered attention in biomedical research due to its significant biological activity, particularly its potent inhibitory effects on various cancer cell lines. Specifically, Sporogen-AO 1 demonstrated notable inhibitory activity against A549, H1299, SK-BR-3, and HCT116 cancer cell lines, with IC50 values of 0.13, 0.78, 1.19, and 1.32 μM, respectively, indicating its potential as an anti-cancer agent (PMID:34426151). The mechanism of action and specific pathways influenced by Sporogen-AO 1 remain areas of active investigation, highlighting its relevance in the search for novel therapeutic agents. The compound's efficacy against multiple cancer types suggests a broad-spectrum potential, warranting further exploration into its pharmacological properties and the underlying biochemical interactions that contribute to its anti-cancer effects. Overall, Sporogen-AO 1 represents a promising candidate for future studies aimed at developing targeted cancer therapies based on natural products.		Expected Solid	[H][C@]12O[C@@]1(C(C)=C)C(=O)C=C1CC[C@@]([H])(O)[C@]([H])(C)[C@@]21C	C15H20O3	InChI=1S/C15H20O3/c1-8(2)15-12(17)7-10-5-6-11(16)9(3)14(10,4)13(15)18-15/h7,9,11,13,16H,1,5-6H2,2-4H3/t9-,11+,13+,14+,15-/m0/s1	PCBDXYONDOCJPR-OANMRLRGSA-N	248.1412445			MMDBc0008565
BASm0015274	1-Methoxy-3-methylbenzene	1-Methoxy-3-methylbenzene is a member of the class of organic compounds known as methoxy-substituted aromatic hydrocarbons. This compound serves as a significant metabolite in various biochemical pathways and has garnered attention for its role in synthetic organic chemistry. Notably, it participates in a key [2+2+2] cycloisomerization reaction involving CH(3)O-substituted triyne, which can be synthesized from 1-methoxy-3-methylbenzene and 1-bromo-2-(bromomethyl)naphthalene, highlighting its utility in the formation of complex molecular structures (PMID:12816476). The presence of the methoxy group in its structure not only influences its reactivity but also its biological interactions, potentially impacting metabolic processes in living organisms. Understanding the chemistry of 1-methoxy-3-methylbenzene can provide insights into both synthetic methodologies and its biological significance, making it a compound of interest in both chemical and biological research contexts.		Expected Solid	COC1=CC=CC(C)=C1	C8H10O	InChI=1S/C8H10O/c1-7-4-3-5-8(6-7)9-2/h3-6H,1-2H3	OSIGJGFTADMDOB-UHFFFAOYSA-N	122.0731649			MMDBc0008566
BASm0015275	Lachnone C			Expected Solid	[H][C@]1(CCC(=O)O1)[C@@]1(C)CC(=O)C2=C(O)C=C(CO)C=C2O1	C15H16O6	InChI=1S/C15H16O6/c1-15(12-2-3-13(19)20-12)6-10(18)14-9(17)4-8(7-16)5-11(14)21-15/h4-5,12,16-17H,2-3,6-7H2,1H3/t12-,15+/m0/s1	UTMLPTPULBHGMZ-SWLSCSKDSA-N	292.0946882			MMDBc0008568
BASm0015276	Sterenin L	Sterenin L is a secondary metabolite belonging to the class of polyketides, which are known for their diverse biological activities. This compound has garnered attention in the field of medicinal chemistry due to its potential therapeutic applications. In a recent study, Sterenin L demonstrated a significant binding score (40.66) in comparison to other compounds, indicating its potential efficacy as a lead molecule in drug development (PMID:35722152). Additionally, Sterenin L was included in molecular dynamics simulations alongside other compounds, such as Pinazaphilone A and Asperphenamate, to assess its interactions and stability as a candidate for further investigation (PMID:35722152). The exploration of Sterenin L's properties not only highlights its relevance in pharmacology but also underscores the importance of polyketides in the discovery of novel therapeutic agents. Further studies are warranted to elucidate the specific mechanisms of action and biological pathways influenced by Sterenin L, which may contribute to advancements in drug design and development.		Expected Solid	CCC(C)C(N1CC2=C(O)C(CC=C(C)C)=C(OC(=O)C3=C(O)C=C(O)C=C3C)C=C2C1=O)C(O)=O	C27H31NO8	InChI=1S/C27H31NO8/c1-6-14(4)23(26(33)34)28-12-19-18(25(28)32)11-21(17(24(19)31)8-7-13(2)3)36-27(35)22-15(5)9-16(29)10-20(22)30/h7,9-11,14,23,29-31H,6,8,12H2,1-5H3,(H,33,34)	JTVABVBUKOFJFR-UHFFFAOYSA-N	497.204967			MMDBc0008578
BASm0015277	Tricycloalternarene 5a	Tricycloalternarene 5a is a member of the class of polycyclic aromatic hydrocarbons. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and biological significance.		Expected Solid	[H]\C(CC=C(C)C)=C(\C)C1CCC2(C)OC3=C(CC12)C(=O)CCC3OC	C22H32O3	InChI=1S/C22H32O3/c1-14(2)7-6-8-15(3)16-11-12-22(4)18(16)13-17-19(23)9-10-20(24-5)21(17)25-22/h7-8,16,18,20H,6,9-13H2,1-5H3/b15-8+	JJBNVJUBVPIBPQ-OVCLIPMQSA-N	344.2351449			MMDBc0008581
BASm0015278	Blennin D	Blennin D is found in mushrooms. Blennin D is a constituent of Lactarius blennius (slimy milk cap)		Expected Solid	CC1C=C2C(COC2=O)C(O)C2CC(C)(C)CC12O	C15H22O4	InChI=1S/C15H22O4/c1-8-4-9-10(6-19-13(9)17)12(16)11-5-14(2,3)7-15(8,11)18/h4,8,10-12,16,18H,5-7H2,1-3H3	VQGAZALZDFKYPA-UHFFFAOYSA-N	266.1518092			MMDBc0008587
BASm0015279	2-(2-hydroxypropanamido) benzoic acid	2-(2-hydroxypropanamido) benzoic acid is a marine-derived metabolite belonging to the class of anti-inflammatory compounds. This compound, also referred to as HPABA, has been isolated from the marine fungus Penicillium chrysogenum and is being investigated for its potential therapeutic effects, particularly as an anti-inflammatory agent (PMID:29102509). Research has demonstrated its synthesis and characterization, highlighting its enantiomers' stereoselective binding properties in biological systems (PMID:28738254). Studies utilizing UHPLC-MS/MS methods have been employed to explore its tissue distribution, excretion, and pharmacokinetic profiles in rats, revealing insights into its absorption and metabolism (PMIDs:29102509, 28040455, 25988429). Furthermore, the intestinal permeability of its enantiomers has been assessed, indicating the influence of p-glycoprotein on their absorption (PMID:27992072). Despite its promising anti-inflammatory and potential antiplatelet properties, further investigation is warranted to fully elucidate its pharmacological effects (PMID:28107496). Overall, 2-(2-hydroxypropanamido) benzoic acid represents a significant area of interest in the development of novel therapeutic agents derived from marine sources.		Expected Solid	CC(O)C(O)=NC1=CC=CC=C1C(O)=O	C10H11NO4	InChI=1S/C10H11NO4/c1-6(12)9(13)11-8-5-3-2-4-7(8)10(14)15/h2-6,12H,1H3,(H,11,13)(H,14,15)	NPBSOOGJABVFSN-UHFFFAOYSA-N	209.0688078			MMDBc0008597
BASm0015280	ß,ß-ergoannam	ß,ß-ergoannam is a member of the alkaloid chemical class. There is limited literature available on this metabolite, indicating a need for further research to better understand its properties and potential biological significance.		Expected Solid	[H][C@@](C)(CC)[C@@]([H])(N=C(O)[C@@]1([H])CN(C)C2([H])CC3=CNC4=CC=CC(=C34)C2=C1)C(=O)N1C(=O)[C@@]2([H])CCCN2C(=O)[C@]1([H])[C@@]([H])(C)CC	C33H43N5O4	InChI=1S/C33H43N5O4/c1-6-18(3)28(32(41)38-29(19(4)7-2)33(42)37-13-9-12-25(37)31(38)40)35-30(39)21-14-23-22-10-8-11-24-27(22)20(16-34-24)15-26(23)36(5)17-21/h8,10-11,14,16,18-19,21,25-26,28-29,34H,6-7,9,12-13,15,17H2,1-5H3,(H,35,39)/t18-,19+,21-,25-,26?,28-,29+/m1/s1	IHDIXBZKTTXKMY-ADKHCRFMSA-N	573.3315049			MMDBc0008613
BASm0015281	Chaunolidine A			Expected Solid	[H][C@](C)(CC=CC)C[C@]([H])(C)C(O)=C1C(O)=N[C@@]([H])(C1=O)[C@@]([H])(O)C1=CC=C(O)C=C1	C21H27NO5	InChI=1S/C21H27NO5/c1-4-5-6-12(2)11-13(3)18(24)16-20(26)17(22-21(16)27)19(25)14-7-9-15(23)10-8-14/h4-5,7-10,12-13,17,19,23-25H,6,11H2,1-3H3,(H,22,27)/t12-,13-,17+,19-/m0/s1	IWIISBMWNKBQQH-BZDUDZIASA-N	373.188923			MMDBc0008622
BASm0015282	Phoenicoxanthin			Expected Solid	C\C(\C=C\C=C(/C)\C=C\C1=C(C)C(=O)CCC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)C(=O)[C@@H](O)CC1(C)C	C40H52O3	InChI=1S/C40H52O3/c1-28(17-13-19-30(3)21-23-34-32(5)36(41)25-26-39(34,7)8)15-11-12-16-29(2)18-14-20-31(4)22-24-35-33(6)38(43)37(42)27-40(35,9)10/h11-24,37,42H,25-27H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,28-15+,29-16+,30-19+,31-20+/t37-/m0/s1	OOUTWVMJGMVRQF-NWYYEFBESA-N	580.3916455			MMDBc0008623
BASm0015283	methyl 4,13-dimethyltetradecanoate	methyl 4,13-dimethyltetradecanoate is a fatty acid ester. There is little literature available on this metabolite, indicating a gap in research regarding its biological significance and potential applications.		Expected Solid	COC(=O)CCC(C)CCCCCCCCC(C)C	C17H34O2	InChI=1S/C17H34O2/c1-15(2)11-9-7-5-6-8-10-12-16(3)13-14-17(18)19-4/h15-16H,5-14H2,1-4H3	NLBCZTYHRWQXGP-UHFFFAOYSA-N	270.2558803			MMDBc0008642
BASm0015284	Peniamidienone	Peniamidienone is a secondary metabolite belonging to the class of plant growth regulators, specifically produced by the fungus Penicillium sp. It has been isolated from cultures of this fungus alongside another compound, penidilamine (PMID:10820786). Peniamidienone exhibits biological activity, as evidenced by its weak inhibitory effect on lettuce seedling growth (PMID:10820786). This suggests that it may play a role in the regulation of plant growth processes, although its precise mechanisms of action and potential applications in agriculture or biotechnology remain to be fully elucidated. The study of peniamidienone and its related compounds could provide insights into the interactions between fungal metabolites and plant development, contributing to our understanding of natural plant growth regulators and their potential uses in crop management. Further research is warranted to explore the broader implications of peniamidienone in both ecological and agricultural contexts.		Expected Solid	[H]\C(CCC)=C(\[H])/C(/[H])=C(\[H])C1CC=CC(=O)\C1=C(\[H])NC1=CC(C)OC1=O	C19H23NO3	InChI=1S/C19H23NO3/c1-3-4-5-6-7-9-15-10-8-11-18(21)16(15)13-20-17-12-14(2)23-19(17)22/h5-9,11-15,20H,3-4,10H2,1-2H3/b6-5+,9-7+,16-13-	AGEGFCGROUIHGU-TUFLQPMZSA-N	313.1677936			MMDBc0008647
BASm0015285	N-{1-[4-(acetylamino)phenyl]-3-hydroxy-1-(1H-indol-3-yl)propan-2-yl}-2,2-dichloroacetamide	N-{1-[4-(acetylamino)phenyl]-3-hydroxy-1-(1H-indol-3-yl)propan-2-yl}-2,2-dichloroacetamide is a novel compound classified as a metabolite, which has been characterized in biomedical literature. This compound features a complex structure that includes an indole moiety, a phenyl group with an acetylamino substituent, and a dichloroacetamide functional group. Its unique chemical composition suggests potential biological activity, possibly related to its structural similarity to other pharmacologically active compounds. The characterization of this metabolite was reported in a study where it was isolated and identified, highlighting its relevance in the context of medicinal chemistry and drug development (PMID:21534044). Further studies may explore its biological effects, mechanisms of action, and potential therapeutic applications, particularly in fields related to cancer or neurobiology, given the known activities of indole derivatives and their interactions within biological systems.		Expected Solid	CC(O)=NC1=CC=C(C=C1)C(C(CO)N=C(O)C(Cl)Cl)C1=CNC2=CC=CC=C12	C21H21Cl2N3O3	InChI=1S/C21H21Cl2N3O3/c1-12(28)25-14-8-6-13(7-9-14)19(18(11-27)26-21(29)20(22)23)16-10-24-17-5-3-2-4-15(16)17/h2-10,18-20,24,27H,11H2,1H3,(H,25,28)(H,26,29)	IEORQMXIWXLRSB-UHFFFAOYSA-N	433.0959969			MMDBc0008650
BASm0015286	Pitiprolamide			Expected Solid	[H][C@@](C)(CC1=CC=CC=C1)[C@]1([H])N=C(O)[C@]2([H])CCCN2C(=O)[C@]2([H])CCCN2C(=O)[C@@]([H])(OC(=O)[C@]2([H])CCCN2C(=O)[C@@]([H])(N=C(O)C(C)(C)[C@@]([H])(CCC)OC(=O)[C@]2([H])CCCN2C1=O)C(C)C)C(C)C	C49H72N6O10	InChI=1S/C49H72N6O10/c1-9-17-37-49(7,8)48(63)51-38(29(2)3)43(58)54-26-16-23-36(54)47(62)65-40(30(4)5)45(60)53-25-14-21-34(53)42(57)52-24-13-20-33(52)41(56)50-39(31(6)28-32-18-11-10-12-19-32)44(59)55-27-15-22-35(55)46(61)64-37/h10-12,18-19,29-31,33-40H,9,13-17,20-28H2,1-8H3,(H,50,56)(H,51,63)/t31-,33+,34+,35+,36+,37-,38+,39+,40+/m1/s1	GDQDVTDPOBTBOA-AVSCPADHSA-N	904.5309925			MMDBc0008653
BASm0015287	(-)-hydroxysydonic acid			Expected Solid	CC(C)(O)CCC[C@@](C)(O)C1=C(O)C=C(C=C1)C(O)=O	C15H22O5	InChI=1S/C15H22O5/c1-14(2,19)7-4-8-15(3,20)11-6-5-10(13(17)18)9-12(11)16/h5-6,9,16,19-20H,4,7-8H2,1-3H3,(H,17,18)/t15-/m1/s1	YCUWMGPYKGLQQF-OAHLLOKOSA-N	282.1467238			MMDBc0008673
BASm0015288	Pitipeptolide E			Expected Solid	[H][C@](C)(CC)[C@]1([H])N=C(O)[C@]2([H])CCCN2C(=O)[C@@]([H])(OC(=O)[C@]([H])(CC2=CC=CC=C2)N(C)C(=O)[C@@]([H])(N=C(O)C(C)(C)[C@]([H])(CCCC#C)OC(=O)CN=C1O)C(C)C)C(C)C	C43H63N5O9	InChI=1S/C43H63N5O9/c1-11-13-15-22-32-43(8,9)42(55)46-34(26(3)4)39(52)47(10)31(24-29-19-16-14-17-20-29)41(54)57-36(27(5)6)40(53)48-23-18-21-30(48)37(50)45-35(28(7)12-2)38(51)44-25-33(49)56-32/h1,14,16-17,19-20,26-28,30-32,34-36H,12-13,15,18,21-25H2,2-10H3,(H,44,51)(H,45,50)(H,46,55)/t28-,30-,31-,32-,34-,35-,36-/m0/s1	ZHHKJHQJBVODGP-NSYLWNNOSA-N	793.4625786			MMDBc0008678
BASm0015289	Parasiticol	Parasiticol is a secondary metabolite classified within the chemical class of mycotoxins. This compound has garnered attention in biomedical literature due to its association with toxicological effects and interactions with metabolic enzymes. Specifically, parasiticol, along with other compounds such as 5-methoxysterigmatocystin and versicolorin A, has been shown to form toxic metabolites when incubated with mixed function oxidases, indicating its potential role in biotransformation processes (PMID:4593223). Additionally, studies have explored the physical and chemical properties of parasiticol in conjunction with aflatoxins M1 and M2, employing techniques like thin layer chromatography to elucidate its characteristics (PMID:5056224). These findings highlight the relevance of parasiticol in understanding the biochemical pathways of mycotoxins and their implications for human health and safety. Further research into its biological effects and mechanisms of action is warranted to fully comprehend the impact of parasiticol and its related compounds in toxicology and pharmacology.		Expected Solid	COC1=CC2=C(C3C=COC3O2)C2=C1C(CCO)=CC(=O)O2	C16H14O6	InChI=1S/C16H14O6/c1-19-10-7-11-14(9-3-5-20-16(9)21-11)15-13(10)8(2-4-17)6-12(18)22-15/h3,5-7,9,16-17H,2,4H2,1H3	OECIBMLUZYCUSQ-UHFFFAOYSA-N	302.0790382			MMDBc0008685
BASm0015290	N-(4-hydroxyphenethyl)-2-(1H-indol-3-yl)acetamide	N-(4-hydroxyphenethyl)-2-(1H-indol-3-yl)acetamide is a compound belonging to the class of acetamides. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	OC(CC1=CNC2=CC=CC=C12)=NCCC1=CC=C(O)C=C1	C18H18N2O2	InChI=1S/C18H18N2O2/c21-15-7-5-13(6-8-15)9-10-19-18(22)11-14-12-20-17-4-2-1-3-16(14)17/h1-8,12,20-21H,9-11H2,(H,19,22)	IZQAJLPHRDTNTA-UHFFFAOYSA-N	294.1368278			MMDBc0008707
BASm0015291	Cephamycin C			Expected Solid	[H]C(N)(CCCC(O)=N[C@]1(OC)C(=O)N2C(C(O)=O)=C(COC(O)=N)CSC12[H])C(O)=O	C16H22N4O9S	InChI=1S/C16H22N4O9S/c1-28-16(19-9(21)4-2-3-8(17)11(22)23)13(26)20-10(12(24)25)7(5-29-15(18)27)6-30-14(16)20/h8,14H,2-6,17H2,1H3,(H2,18,27)(H,19,21)(H,22,23)(H,24,25)/t8?,14?,16-/m0/s1	LXWBXEWUSAABOA-YQIDSGEHSA-N	446.1107495			MMDBc0008727
BASm0015292	Kipukasin H	Kipukasin H is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]1(CO)O[C@@]([H])(N2C=CC(O)=NC2=O)[C@]([H])(OC(=O)C2=C(OC)C=C(O)C=C2C)[C@]1([H])O	C18H20N2O9	InChI=1S/C18H20N2O9/c1-8-5-9(22)6-10(27-2)13(8)17(25)29-15-14(24)11(7-21)28-16(15)20-4-3-12(23)19-18(20)26/h3-6,11,14-16,21-22,24H,7H2,1-2H3,(H,19,23,26)/t11-,14-,15-,16-/m1/s1	RARUJUZFKGDIOM-RAEVTNRLSA-N	408.1168802			MMDBc0008730
BASm0015293	BCA 4	BCA 4 is a branched-chain amino acid (BCAA) metabolite. There is limited literature available on this metabolite, indicating a need for further research to better understand its biological significance and potential implications in health and disease.		Expected Solid	COC1CCC(=O)C(CC2C(=CCC2(C)O)C(C)CCC=C(C)C)=C1O	C22H34O4	InChI=1S/C22H34O4/c1-14(2)7-6-8-15(3)16-11-12-22(4,25)18(16)13-17-19(23)9-10-20(26-5)21(17)24/h7,11,15,18,20,24-25H,6,8-10,12-13H2,1-5H3	HZYZCUHNMRNNIT-UHFFFAOYSA-N	362.2457096			MMDBc0008742
BASm0015294	Fredericamycin E	Fredericamycin E is a member of the chemical class of polyketides, specifically a metabolite produced by the actinobacterium Streptomyces griseus. This compound has garnered attention due to its structural uniqueness and its role in the biosynthesis of fredericamycin A, where it is implicated in the formation of a carbaspirocycle. The identification of fredericamycin E has provided valuable insights into the complex biosynthetic pathways of these natural products, highlighting the intricate enzymatic processes involved in their formation (PMID:18232659). While the primary focus of research has been on its chemical properties and biosynthetic origins, the biological activities of fredericamycin E and its derivatives remain an area of interest, particularly in the context of their potential therapeutic applications. The exploration of fredericamycin E not only enhances our understanding of polyketide chemistry but also opens avenues for discovering novel bioactive compounds derived from microbial sources.		Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])C1=NC(O)=C2C(O)=C3C(CC[C@@]33C(=O)C(=O)C4=C(C(O)=C5C(O)=C(OC)C=C(O)C5=C4O)C3=O)=CC2=C1	C31H23NO10	InChI=1S/C31H23NO10/c1-3-4-5-6-14-10-13-9-12-7-8-31(22(12)26(37)17(13)30(41)32-14)28(39)21-20(27(38)29(31)40)24(35)18-15(33)11-16(42-2)23(34)19(18)25(21)36/h3-6,9-11,33-37H,7-8H2,1-2H3,(H,32,41)/b4-3+,6-5+/t31-/m1/s1	CBYHZVAGTILQJR-GSIWLMKGSA-N	569.1321959			MMDBc0008751
BASm0015295	7-epi-8-hydroxyaltertoxin I	7-epi-8-hydroxyaltertoxin I is a perylene derivative, a chemical class known for its complex polycyclic aromatic structures. This compound was identified as a metabolite produced by the marine endophytic fungus Alternaria alternata, which was isolated from an unidentified algal species of the genus Laurencia. The isolation of 7-epi-8-hydroxyaltertoxin I, along with other compounds such as 6-epi-stemphytriol, stemphyperylenol, and altertoxin I, highlights the diverse biosynthetic capabilities of this fungal species and its potential ecological roles within marine environments. Perylene derivatives like 7-epi-8-hydroxyaltertoxin I are of interest due to their unique chemical properties and possible biological activities, which may include antimicrobial or cytotoxic effects, although specific biological functions of this compound remain to be fully elucidated. Further research could explore its potential applications in pharmacology or biotechnology, given the increasing interest in natural products derived from marine organisms. (PMID:19967977)		Expected Solid	[H][C@]1(O)C(=O)C2=C(O)C=CC3=C2[C@]([H])([C@@]1([H])O)[C@@]1(O)CCC(=O)C2=C(O)C=CC3=C12	C20H16O7	InChI=1S/C20H16O7/c21-9-4-2-8-7-1-3-10(22)14-12(7)16(18(25)19(26)17(14)24)20(27)6-5-11(23)13(9)15(8)20/h1-4,16,18-19,21-22,25-27H,5-6H2/t16-,18-,19+,20-/m1/s1	WUCMTTYUUQBEMP-RSPOEFSDSA-N	368.0896029			MMDBc0008760
BASm0015296	Penicisochroman C	Penicisochroman C is a secondary metabolite belonging to the class of chroman derivatives, specifically noted for its unique structural features that differentiate it from other compounds in this class. It has garnered attention in the field of natural products chemistry due to its potential biological activities. Recent studies have evaluated two plausible structures for penicisochroman C through synthetic approaches; however, the resulting ¹H and ¹³C NMR data were found to be inconsistent with those of the natural product, indicating that further investigation is needed to accurately characterize its structure (PMID:24033077). This highlights the complexity of natural metabolites and the challenges associated with their structural elucidation, which is crucial for understanding their biological roles and potential applications in pharmacology. As research continues, penicisochroman C may reveal insights into its biosynthetic pathways and possible therapeutic benefits, underscoring the importance of natural products in drug discovery and development.		Expected Solid	[H]C1(OC2=C(C=CC3=C2[C@]([H])(O)O[C@@]([H])(C)C3)C1=O)C(C)C	C15H18O4	InChI=1S/C15H18O4/c1-7(2)13-12(16)10-5-4-9-6-8(3)18-15(17)11(9)14(10)19-13/h4-5,7-8,13,15,17H,6H2,1-3H3/t8-,13?,15+/m0/s1	AVYZYONEAKDESK-QQUOSSGYSA-N	262.1205091			MMDBc0008794
BASm0015297	Phomalairdenone D	Phomalairdenone D is a fungal secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that more research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(C)CC[C@@]2([H])[C@@](C)(CO)C[C@]3(C)C(=O)C=C[C@]123	C15H22O2	InChI=1S/C15H22O2/c1-10-4-5-11-13(2,9-16)8-14(3)12(17)6-7-15(10,11)14/h6-7,10-11,16H,4-5,8-9H2,1-3H3/t10-,11+,13-,14-,15+/m1/s1	NJGZFBDZQNEJEN-BJBXXJATSA-N	234.1619799			MMDBc0008804
BASm0015298	Ganoderenic acid A			Expected Solid	[H]\C(C(=O)CC([H])(C)C(O)=O)=C(\C)[C@@]1([H])C[C@]([H])(O)[C@@]2(C)C3=C(C(=O)C[C@]12C)[C@@]1(C)CCC(=O)C(C)(C)[C@]1([H])C[C@]3([H])O	C30H42O7	InChI=1S/C30H42O7/c1-15(10-17(31)11-16(2)26(36)37)18-12-23(35)30(7)25-19(32)13-21-27(3,4)22(34)8-9-28(21,5)24(25)20(33)14-29(18,30)6/h10,16,18-19,21,23,32,35H,8-9,11-14H2,1-7H3,(H,36,37)/b15-10+/t16?,18-,19+,21+,23+,28+,29-,30+/m1/s1	OVUOUFPIPZJGME-JQDIJSAQSA-N	514.2930537			MMDBc0008807
BASm0015299	Fimsbactin B	Fimsbactin B is a natural siderophore belonging to the chemical class of catecholate-type siderophores. It is produced by Acinetobacter baumannii and plays a crucial role in iron acquisition, which is essential for bacterial growth and pathogenicity. Recent studies have highlighted its potential as an Acinetobacter-selective antibiotic delivery vehicle, showcasing its ability to enhance the efficacy of antibiotics against this opportunistic pathogen. The functionalization of fimsbactin B has been explored by synthesizing structurally diversified fimsbactin B-cefaclor conjugates, which may improve the targeting and delivery of antibiotics specifically to Acinetobacter baumannii, thereby addressing the growing concern of antibiotic resistance associated with this bacterium. The research indicates that fimsbactin B not only serves its traditional role in iron chelation but also presents a promising platform for developing novel therapeutic strategies to combat infections caused by multidrug-resistant strains of Acinetobacter baumannii (PMID:34133175). This dual functionality underscores the importance of fimsbactin B in both microbiological and pharmaceutical contexts, paving the way for innovative approaches in antibiotic development.		Expected Solid	[H][C@@](COC(=O)C1=C(O)C(O)=CC=C1)(N=C(O)[C@@]1([H])N=C(O[C@]1([H])C)C1=C(O)C(O)=CC=C1)C(O)=NCCCCN(O)C(C)=O	C27H32N4O11	InChI=1S/C27H32N4O11/c1-14-21(30-26(42-14)16-7-5-9-19(33)22(16)35)25(38)29-18(24(37)28-11-3-4-12-31(40)15(2)32)13-41-27(39)17-8-6-10-20(34)23(17)36/h5-10,14,18,21,33-36,40H,3-4,11-13H2,1-2H3,(H,28,37)(H,29,38)/t14-,18+,21+/m1/s1	UEUUKYCTOZDARB-IBZMOEQTSA-N	588.2067579			MMDBc0008815
BASm0015300	Ganoderiol A			Expected Solid	[H][C@@](C)(CC[C@]([H])(O)C(C)(O)CO)[C@@]1([H])CC[C@@]2(C)C3=CC[C@@]4([H])C(C)(C)[C@@]([H])(O)CC[C@]4(C)C3=CC[C@]12C	C30H50O4	InChI=1S/C30H50O4/c1-19(8-11-25(33)30(7,34)18-31)20-12-16-29(6)22-9-10-23-26(2,3)24(32)14-15-27(23,4)21(22)13-17-28(20,29)5/h9,13,19-20,23-25,31-34H,8,10-12,14-18H2,1-7H3/t19-,20-,23+,24+,25+,27-,28-,29+,30?/m1/s1	VMEFPSOTFFVAQJ-OBGNTNONSA-N	474.3709101			MMDBc0008823
BASm0015301	Coibamide A			Expected Solid	[H][C@](C)(CC)[C@]1([H])N(C)C(=O)[C@]([H])(COC)N(C)C(=O)[C@@]([H])(N(C)C(=O)[C@]([H])(CC(C)C)N(C)C(=O)[C@]([H])(COC)N(C)C(=O)[C@@]([H])(OC(=O)[C@]([H])(C(C)C)N(C)C)C(C)C)[C@@]([H])(C)OC(=O)[C@]([H])(C)N(C)C(=O)[C@]([H])(CC2=CC=C(OC)C=C2)N=C(O)[C@]([H])(CC(C)C)N(C)C(=O)[C@]([H])(C)N=C1O	C65H110N10O16	InChI=1S/C65H110N10O16/c1-26-40(10)52-56(77)66-41(11)57(78)70(17)47(31-36(2)3)55(76)67-46(33-44-27-29-45(89-25)30-28-44)58(79)69(16)42(12)64(85)90-43(13)53(62(83)72(19)50(35-88-24)61(82)74(52)21)75(22)59(80)48(32-37(4)5)71(18)60(81)49(34-87-23)73(20)63(84)54(39(8)9)91-65(86)51(38(6)7)68(14)15/h27-30,36-43,46-54H,26,31-35H2,1-25H3,(H,66,77)(H,67,76)/t40-,41-,42-,43+,46-,47-,48-,49-,50-,51-,52-,53-,54-/m0/s1	LVHKHLZPRPTQJG-BNLDXBMISA-N	1286.810128			MMDBc0008824
BASm0015302	Antanapeptin C			Expected Solid	[H]C(C)(CC)[C@]1([H])N(C)C(=O)[C@]2([H])CCCN2C(=O)[C@@]([H])(OC(=O)[C@]([H])(CC2=CC=CC=C2)N(C)C(=O)[C@@]([H])(N=C(O)C([H])(C)C([H])(CCCCC)OC1=O)C(C)C)C(C)C	C41H64N4O8	InChI=1S/C41H64N4O8/c1-11-13-15-22-32-28(8)36(46)42-33(25(3)4)38(48)43(9)31(24-29-19-16-14-17-20-29)40(50)53-35(26(5)6)39(49)45-23-18-21-30(45)37(47)44(10)34(27(7)12-2)41(51)52-32/h14,16-17,19-20,25-28,30-35H,11-13,15,18,21-24H2,1-10H3,(H,42,46)/t27?,28?,30-,31-,32?,33-,34-,35-/m0/s1	NIFSOTSGUFBSPF-CVZHIFNESA-N	740.472415			MMDBc0008851
BASm0015303	11-bromo-17-hydroxyroquefortine C	11-bromo-17-hydroxyroquefortine C is a member of the alkaloid chemical class. There is limited literature available on this metabolite, making it less well-studied compared to other compounds in its class.		Expected Solid	[H][C@@]12C[C@]3(C4=C(NC3([H])N1C(=O)\C(N=C2O)=C(\O)C1=CN=CN1)C=CC(Br)=C4)C(C)(C)C=C	C22H22BrN5O3	InChI=1S/C22H22BrN5O3/c1-4-21(2,3)22-8-15-18(30)27-16(17(29)14-9-24-10-25-14)19(31)28(15)20(22)26-13-6-5-11(23)7-12(13)22/h4-7,9-10,15,20,26,29H,1,8H2,2-3H3,(H,24,25)(H,27,30)/b17-16-/t15-,20?,22+/m0/s1	UMCGQJQCISUBIM-IWLGAPBKSA-N	483.090603			MMDBc0008855
BASm0015304	Paspaline	Paspaline is a member of the indole diterpenoid chemical class, characterized by its complex structure and biological activity. It is primarily produced by various fungi, such as those from the genus Penicillium, and is notable for its role in the biosynthesis of tetrahydropyran-ring-containing structures, which are conserved across different species (PMID:40308950). Paspaline and its derivatives have been isolated from marine-derived fungi, demonstrating a rich diversity of related compounds (PMID:38387395). In biological contexts, paspaline exhibits significant pharmacological properties, including potent inhibition of ferroptosis, a form of regulated cell death, with an EC50 value of 0.21 µM (PMID:40106372). Additionally, paspaline-derived indole diterpenes are recognized for their tremorgenic activity, which can induce ataxia and staggers in livestock, highlighting their toxicological relevance (PMID:34822583). The structural complexity of paspaline and its derivatives has prompted synthetic studies aimed at understanding their biosynthetic pathways and potential applications (PMID:34784090). Overall, paspaline serves as an important metabolite with implications in both pharmacology and toxicology.		Expected Solid	[H][C@]12CC3=C(NC4=CC=CC=C34)[C@]1(C)[C@@]1(C)CC[C@]3([H])O[C@@]([H])(CC[C@@]3(C)[C@]1([H])CC2)C(C)(C)O	C28H39NO2	InChI=1S/C28H39NO2/c1-25(2,30)22-12-14-26(3)21-11-10-17-16-19-18-8-6-7-9-20(18)29-24(19)28(17,5)27(21,4)15-13-23(26)31-22/h6-9,17,21-23,29-30H,10-16H2,1-5H3/t17-,21-,22-,23-,26-,27-,28+/m0/s1	WLAIEIMDXUAGPY-HSECPPETSA-N	421.2980795			MMDBc0008860
BASm0015305	Cis-2-octen-1-ol	(E)-2-Octen-1-ol is a predominant volatile odour compound produced by Aspergillus flavus ;  (E)-2-Octen-1-ol is a flavouring ingredient. [CCD].		Liquid	CCCCC\C=C/CO	C8H16O	InChI=1S/C8H16O/c1-2-3-4-5-6-7-8-9/h6-7,9H,2-5,8H2,1H3/b7-6-	AYQPVPFZWIQERS-SREVYHEPSA-N	128.1201151			MMDBc0008862
BASm0015306	Globosuxanthone D	Globosuxanthone D is a xanthone, a chemical class characterized by a three-ring structure containing two benzene rings and one pyrone ring. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	OC(=O)C1=CC=CC2=C1C(=O)C1=C(O)C=CC=C1O2	C14H8O5	InChI=1S/C14H8O5/c15-8-4-2-6-10-12(8)13(16)11-7(14(17)18)3-1-5-9(11)19-10/h1-6,15H,(H,17,18)	QRODRMXJCCGNJF-UHFFFAOYSA-N	256.0371734			MMDBc0008866
BASm0015307	Pyripyropene C	Pyripyropene C is a polyketide compound. There is little literature available on this metabolite, indicating a gap in research regarding its properties and potential applications.		Expected Solid	CCC(=O)OC1CC2C(C)(COC(C)=O)C(CCC2(C)C2C(O)C3=C(OC12C)C=C(OC3=O)C1=CC=CN=C1)OC(C)=O	C32H39NO10	InChI=1S/C32H39NO10/c1-7-25(36)42-24-14-22-30(4,11-10-23(40-18(3)35)31(22,5)16-39-17(2)34)28-27(37)26-21(43-32(24,28)6)13-20(41-29(26)38)19-9-8-12-33-15-19/h8-9,12-13,15,22-24,27-28,37H,7,10-11,14,16H2,1-6H3	QWSOOSNDOGGNKE-UHFFFAOYSA-N	597.2573965			MMDBc0008868
BASm0015308	Brevianamide R	Brevianamide R is a diketopiperazine, a class of cyclic dipeptides known for their diverse biological activities. This compound has been identified as a metabolite produced by certain fungal strains, particularly from the marine-derived fungus Aspergillus versicolor MF180151, which was isolated from sediment samples. Chemical analysis has revealed Brevianamide R among other known compounds, highlighting its significance in the metabolic profile of these fungi (PMID:39860162). Additionally, Brevianamide R has been selected for molecular dynamics simulations to evaluate its stability and ADMET properties, indicating its potential relevance in drug design and development (PMID:40338931). The presence of multiple stereoisomers of Brevianamide R, including (+)- and (‒)-forms, suggests a complex chemical behavior that may influence its biological interactions and therapeutic potential. Overall, Brevianamide R exemplifies the intricate chemistry of natural products derived from fungi, contributing to the understanding of their pharmacological applications and ecological roles.		Expected Solid	[H]\C(C1=C(NC2=CC=CC=C12)C(C)(C)C=C)=C1\N=C(O)C2(CCCN2C1=O)OC	C22H25N3O3	InChI=1S/C22H25N3O3/c1-5-21(2,3)18-15(14-9-6-7-10-16(14)23-18)13-17-19(26)25-12-8-11-22(25,28-4)20(27)24-17/h5-7,9-10,13,23H,1,8,11-12H2,2-4H3,(H,24,27)/b17-13-	RRSWIGIDOYZHAH-LGMDPLHJSA-N	379.1895917			MMDBc0008872
BASm0015309	2,2-bis(3,3'-indolyl)-isocaproic acid	2,2-bis(3,3'-indolyl)-isocaproic acid is a compound belonging to the class of indole derivatives. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	CC(C)CC(C(O)=O)(C1=CNC2=CC=CC=C12)C1=CNC2=CC=CC=C12	C22H22N2O2	InChI=1S/C22H22N2O2/c1-14(2)11-22(21(25)26,17-12-23-19-9-5-3-7-15(17)19)18-13-24-20-10-6-4-8-16(18)20/h3-10,12-14,23-24H,11H2,1-2H3,(H,25,26)	WVXVAVCGGZLUNU-UHFFFAOYSA-N	346.168128			MMDBc0008878
BASm0015310	Dhilirolide D			Expected Solid	[H][C@@]1(C)OC(=O)[C@@]23C(=C)[C@@](C)(CC4([H])[C@]2(C)CC=C2C(=CC(=O)OC2(C)C)[C@]4(C)O)C(=O)[C@]13O	C25H30O7	InChI=1S/C25H30O7/c1-12-21(5)11-16-22(6,24(12)19(28)31-13(2)25(24,30)18(21)27)9-8-14-15(23(16,7)29)10-17(26)32-20(14,3)4/h8,10,13,16,29-30H,1,9,11H2,2-7H3/t13-,16?,21+,22-,23-,24-,25+/m0/s1	IJLFVBWYDPGYDN-FHRNZRIZSA-N	442.1991533			MMDBc0008880
BASm0015311	Penicillixanthone	Penicillixanthone is a xanthone derivative belonging to the chemical class of natural products. This metabolite has been isolated from various fungal species, particularly endophytic fungi such as Talaromyces sp. and marine-derived fungi like Aspergillus fumigatus. Penicillixanthone A, a notable variant, exhibits significant biological activity, including potent cytotoxic effects against cancer cell lines Hep G2 and A549, with IC50 values of 117 nM and 212 nM respectively, and demonstrates antitumor efficacy by inhibiting the PI3K-Akt-mTOR signaling pathway (PMID:38067576). Additionally, it has been identified as a dual-coreceptor antagonist with anti-HIV-1 properties, inhibiting both CCR5-tropic and CXCR4-tropic strains of HIV-1 (PMID:29258357). The compound has also been characterized in various studies, where it was found alongside other xanthone analogues and metabolites, indicating its relevance in the chemical diversity of fungal secondary metabolites (PMID:34235296, PMID:32276418). Overall, penicillixanthone represents a promising candidate for further pharmacological exploration due to its diverse bioactive properties.		Expected Solid	COC(=O)C1=C2C(OC3=C(Cl)C(C)=C(Cl)C(O)=C3C2=O)=CC(O)=C1	C16H10Cl2O6	InChI=1S/C16H10Cl2O6/c1-5-11(17)14(21)10-13(20)9-7(16(22)23-2)3-6(19)4-8(9)24-15(10)12(5)18/h3-4,19,21H,1-2H3	PQPCYOSNIFQULR-UHFFFAOYSA-N	367.9854434			MMDBc0008886
BASm0015312	Hericenone G	Hericenone G is found in mushrooms. Hericenone G is a constituent of the edible lion's mane mushroom (Hericium erinaceum).		Solid	CCCCCCCCCCCCCCCCCC(=O)OCC1=CC(OC)=C2CCC(C)(CC(=O)C=C(C)C)OC2=C1C=O	C37H58O6	InChI=1S/C37H58O6/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-35(40)42-28-30-25-34(41-5)32-22-23-37(4,26-31(39)24-29(2)3)43-36(32)33(30)27-38/h24-25,27H,6-23,26,28H2,1-5H3	GGXBOOLRGQUWIV-UHFFFAOYSA-N	598.4233396			MMDBc0008892
BASm0015313	Penicitrinone A	Penicitrinone A is a secondary metabolite belonging to the chemical class of isocoumarins. Isolated from marine-derived Penicillium citrinum, it has been characterized alongside other compounds such as epiremisporine derivatives and citrinin. Research indicates that penicitrinone A exhibits weak antitumor activities against the 22Rv1 cell line (PMID:39140462). In a study focusing on the structural elucidation of secondary metabolites, penicitrinone A was identified among eight compounds, highlighting its significance in the metabolic profile of the organism (PMID:28074...). Additionally, a mutant strain of Penicillium produced penicitrinone A along with other bioactive metabolites, suggesting its potential role in biological activity and interaction with various cellular processes (PMID:25913704). The exploration of penicitrinone A's properties and its biological implications continues to be an area of interest in natural product chemistry and pharmacology.		Expected Solid	[H][C@]1(C)OC2=C3OC4=CC(=O)C(C)=C5C4=C(O[C@]([H])(C)[C@@]5([H])C)C3=C(O)C(C)=C2[C@]1([H])C	C23H24O5	InChI=1S/C23H24O5/c1-8-12(5)26-21-18-15(7-14(24)10(3)16(8)18)28-23-19(21)20(25)11(4)17-9(2)13(6)27-22(17)23/h7-9,12-13,25H,1-6H3/t8-,9-,12-,13-/m1/s1	WZDGQCYEIYZRBL-NRMKKVEVSA-N	380.1623739			MMDBc0008896
BASm0015314	Patientoside B	Patientoside B is a flavonoid glycoside. There is little literature available on this metabolite, which limits our understanding of its biological significance and potential applications.		Expected Solid	[H][C@]1(CO)O[C@]([H])([C@]([H])(O)[C@@]([H])(O)[C@]1([H])O)[C@@]1(O)C2=C(C(O)=CC(C)=C2)C(=O)C2=C1C=C(OC)C=C2O	C22H24O10	InChI=1S/C22H24O10/c1-8-3-10-15(12(24)4-8)18(27)16-11(5-9(31-2)6-13(16)25)22(10,30)21-20(29)19(28)17(26)14(7-23)32-21/h3-6,14,17,19-21,23-26,28-30H,7H2,1-2H3/t14-,17-,19+,20-,21-,22-/m1/s1	YRIBLYNKVATTRE-XFLFZXHGSA-N	448.136947			MMDBc0008903
BASm0015315	Sequoiamonascin D	Sequoiamonascin D is a polyketide metabolite described in biomedical literature. It was isolated from the fungus Penicillium sp., alongside other polyketides such as leptosphaerone C, penicillenone, arugosin I, and 9-demethyl FR-901235, as well as known compounds including bacillosporin A, bacillosporin C, sequoiatone A, and sequoiatone B (PMID:18067932). Polyketides like sequoiamonascin D are characterized by their diverse structures and biological activities, often exhibiting antimicrobial, antifungal, and cytotoxic properties. The biosynthesis of polyketides typically involves the action of polyketide synthases, which catalyze the condensation of acetyl-CoA and malonyl-CoA units, leading to the formation of complex molecular architectures. The study of sequoiamonascin D and its related compounds can provide insights into the chemical ecology of fungi and their potential applications in drug discovery and development. Understanding the structural features and biological activities of such metabolites is crucial for harnessing their therapeutic potential and elucidating their roles in natural product chemistry.		Expected Solid	[H][C@@](C)(CCCCCC)C(=O)C1=C2C(C(=O)OC)=C3C=C(C)N(CCO)C=C3C(=O)[C@]2(C)OC1=O	C26H33NO7	InChI=1S/C26H33NO7/c1-6-7-8-9-10-15(2)22(29)20-21-19(24(31)33-5)17-13-16(3)27(11-12-28)14-18(17)23(30)26(21,4)34-25(20)32/h13-15,28H,6-12H2,1-5H3/t15-,26-/m1/s1	DUAOHJBNXYSKOY-PVPMGCCUSA-N	471.2257024			MMDBc0008904
BASm0015316	Chloropestolide A	Chloropestolide A is a highly functionalized spiroketal belonging to the class of natural products known as metabolites. This compound features an unprecedented spiroketal skeleton derived from a chlorinated bicyclo-[2.2.2]-oct-2-en-5-one ring and a 2,6-dihydroxy-4-methylbenzoic acid unit, highlighting its unique chemical structure. Isolated from the fermentation extract of the fungus Pestalotiopsis fici, chloropestolide A exhibits notable antitumor activity, making it of significant interest in biomedical research. The synthesis of chloropestolide A has been explored through the Diels-Alder reaction of maldoxin with an isopropenylallene, resulting in an adduct closely related to chloropestolide A. This compound's intriguing chemical properties and biological activities underscore its potential as a lead compound in the development of novel therapeutic agents. The structural complexity and biological significance of chloropestolide A exemplify the rich chemical diversity found in natural products derived from fungi, paving the way for further exploration of its pharmacological applications. (PMIDs: 22518065, 19496604)		Expected Solid	[H]C(=C=C1C[C@]([H])(O)[C@]2([H])O[C@]2(CC=C(C)C)[C@]1([H])O)[C@@]1(C)C[C@]2(C=C(OC)[C@]1(Cl)C(=O)[C@]21OC(=O)C2=C(O)C=C(C)C=C2O1)C(=O)OC	C33H35ClO11	InChI=1S/C33H35ClO11/c1-16(2)7-10-31-24(37)18(13-20(36)25(31)44-31)8-9-29(4)15-30(28(40)42-6)14-22(41-5)32(29,34)27(39)33(30)43-21-12-17(3)11-19(35)23(21)26(38)45-33/h7,9,11-12,14,20,24-25,35-37H,10,13,15H2,1-6H3/t8?,20-,24+,25-,29-,30+,31+,32-,33-/m0/s1	WNDQDJWJVKECHL-FFQJNGPYSA-N	642.1867896			MMDBc0008929
BASm0015317	Fumiquinazoline B	Fumiquinazoline B is a member of the alkaloid chemical class. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(C)NC2([H])N(C1=O)C1=CC=CC=C1[C@@]2(O)C[C@@]1([H])N2C(=O)C3=CC=CC=C3N=C2[C@@]([H])(C)N=C1O	C24H23N5O4	InChI=1S/C24H23N5O4/c1-12-19-27-16-9-5-3-7-14(16)22(32)28(19)18(20(30)25-12)11-24(33)15-8-4-6-10-17(15)29-21(31)13(2)26-23(24)29/h3-10,12-13,18,23,26,33H,11H2,1-2H3,(H,25,30)/t12-,13+,18-,23?,24+/m1/s1	DQQCCKFZJNINST-SVHZQOIZSA-N	445.1750042			MMDBc0008933
BASm0015318	Aigialomycin E			Expected Solid	[H]\C1=C([H])\C2=CC(O)=CC(O)=C2C(=O)O[C@]([H])(C)C\C([H])=C([H])\[C@@]([H])(O)[C@@]([H])(O)CC1	C18H22O6	InChI=1S/C18H22O6/c1-11-5-4-8-15(21)14(20)7-3-2-6-12-9-13(19)10-16(22)17(12)18(23)24-11/h2,4,6,8-11,14-15,19-22H,3,5,7H2,1H3/b6-2-,8-4+/t11-,14+,15-/m1/s1	NHAQNKDEUQPSIX-FGXYAFLCSA-N	334.1416384			MMDBc0008943
BASm0015319	(+)-rugulosin A			Expected Solid	[H][C@@]1(O)C2([H])C(=O)C3=C(O)C4=C(C=C(C)C=C4O)C(=O)C33C4([H])C(=O)C5=C(O)C6=C(C=C(C)C=C6O)C(=O)C25C([H])([C@]4([H])O)C13[H]	C30H22O10	InChI=1S/C30H22O10/c1-7-3-9-13(11(31)5-7)21(33)17-25(37)20-23(35)15-16-24(36)19(29(15,17)27(9)39)26(38)18-22(34)14-10(28(40)30(16,18)20)4-8(2)6-12(14)32/h3-6,15-16,19-20,23-24,31-36H,1-2H3/t15?,16?,19?,20?,23-,24-,29?,30?/m0/s1	QFDPVUTXKUGISP-OFUQQYEPSA-N	542.1212969			MMDBc0008948
BASm0015320	MK-8	MK-8 is a menaquinone, a type of respiratory quinone that plays a crucial role in electron transport and energy metabolism in various bacteria. It has been identified as a major metabolite in several strains, including strain YIM 134068T, where it serves as the predominant respiratory quinone alongside significant cellular fatty acids such as summed feature 3 and C16:0N alcohol (PMID:40856804). Additionally, MK-8(H4) has been noted as the primary menaquinone in other studies, indicating its importance in cellular respiration and metabolic processes (PMID:40522818). The presence of MK-8 is often associated with specific chemotaxonomic characteristics, as seen in strain NT6NT, where it coexists with other menaquinones like MK-9 and is accompanied by various fatty acids (PMID:40621810). Furthermore, MK-8 has been characterized alongside other MK analogues, emphasizing its relevance in the broader context of quinone chemistry (PMID:40483419). The identification of MK-8 as a predominant ubiquinone in certain strains further highlights its significance in microbial energy metabolism (PMID:40512224). Overall, MK-8 is a vital component in the biochemical landscape of bacteria, contributing to their respiratory capabilities.			CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCC1=C(C)C(=O)C2=CC=CC=C2C1=O	C51H72O2	InChI=1S/C51H72O2/c1-38(2)20-13-21-39(3)22-14-23-40(4)24-15-25-41(5)26-16-27-42(6)28-17-29-43(7)30-18-31-44(8)32-19-33-45(9)36-37-47-46(10)50(52)48-34-11-12-35-49(48)51(47)53/h11-12,20,22,24,26,28,30,32,34-36H,13-19,21,23,25,27,29,31,33,37H2,1-10H3	LXKDFTDVRVLXFY-UHFFFAOYSA-N	716.5532316			MMDBc0008949
BASm0015321	6-[(methoxythio)carbonyl]pyridine-2-monothiocarboxylic acid S-methyl ester	6-[(methoxythio)carbonyl]pyridine-2-monothiocarboxylic acid S-methyl ester is a thiocarboxylic acid derivative belonging to the class of pyridine compounds. There is limited literature available on this metabolite, indicating a gap in research regarding its biological significance and potential applications.		Expected Solid	COSC(=O)C1=CC=CC(=N1)C(=O)SC	C9H9NO3S2	InChI=1S/C9H9NO3S2/c1-13-15-9(12)7-5-3-4-6(10-7)8(11)14-2/h3-5H,1-2H3	XPPYRVYJQXKVGP-UHFFFAOYSA-N	243.0023855			MMDBc0008958
BASm0015322	Polanrazine B	Polanrazine B is a thiodiketopiperazine alkaloid, a chemical class characterized by a diketopiperazine core with sulfur-containing functional groups. It is produced by the endophytic fungus Phaeosphaeria fuckelii, which is associated with the herbal medicine Phlomis umbrosa. In a study, this fungus was found to generate four new alkaloids, termed phaeosphaones A-D, alongside four known compounds, including polanrazine B. The unique structural features of these alkaloids, particularly the β-(oxy)thiotryptophan motif, suggest potential biological activities that warrant further investigation. The presence of polanrazine B in this context highlights the diverse chemical repertoire of endophytic fungi and their potential contributions to the pharmacological properties of their host plants. As research continues, understanding the biosynthetic pathways and biological effects of polanrazine B may reveal insights into its potential therapeutic applications. (PMID:32342692)		Expected Solid	CS[C@@]1(CC2=CNC3=CC=CC=C23)N=C(O)[C@@](SC)(N=C1O)C(C)C	C18H23N3O2S2	InChI=1S/C18H23N3O2S2/c1-11(2)18(25-4)16(23)20-17(24-3,15(22)21-18)9-12-10-19-14-8-6-5-7-13(12)14/h5-8,10-11,19H,9H2,1-4H3,(H,20,23)(H,21,22)/t17-,18-/m1/s1	JXDWMFMAEDSXNI-QZTJIDSGSA-N	377.1231693			MMDBc0008974
BASm0015323	Iturin A-7	Iturin A-7 is a lipopeptide antibiotic belonging to the iturin class of compounds. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(CCC(O)=N)N=C(O)[C@@]([H])(CC(O)=N)N=C(O)[C@@]([H])(CC1=CC=C(O)C=C1)N=C(O)[C@]([H])(CC(O)=N)N=C(O)C[C@@]([H])(CCCCCCCCCCCCC)N=C(O)[C@]([H])(CO)N=C(O)[C@@]([H])(CC(O)=N)N=C2O	C50H78N12O14	InChI=1S/C50H78N12O14/c1-2-3-4-5-6-7-8-9-10-11-12-14-30-24-43(69)56-34(25-40(52)66)45(71)58-33(23-29-16-18-31(64)19-17-29)44(70)59-35(26-41(53)67)46(72)57-32(20-21-39(51)65)50(76)62-22-13-15-38(62)49(75)60-36(27-42(54)68)47(73)61-37(28-63)48(74)55-30/h16-19,30,32-38,63-64H,2-15,20-28H2,1H3,(H2,51,65)(H2,52,66)(H2,53,67)(H2,54,68)(H,55,74)(H,56,69)(H,57,72)(H,58,71)(H,59,70)(H,60,75)(H,61,73)/t30-,32+,33-,34+,35-,36-,37+,38+/m1/s1	NZQWPBDCMOEBJS-QOUWYBMRSA-N	1070.576045			MMDBc0008977
BASm0015324	(−)-R-skyrin			Expected Solid	CC1=CC(O)=C2C(=O)C3=C(C(=O)C2=C1)C(=C(O)C=C3O)C1=C2C(=O)C3=CC(C)=CC(O)=C3C(=O)C2=C(O)C=C1O	C30H18O10	InChI=1S/C30H18O10/c1-9-3-11-19(13(31)5-9)29(39)23-17(35)7-15(33)21(25(23)27(11)37)22-16(34)8-18(36)24-26(22)28(38)12-4-10(2)6-14(32)20(12)30(24)40/h3-8,31-36H,1-2H3	MQSXZQXHIJMNAF-UHFFFAOYSA-N	538.0899968			MMDBc0008980
BASm0015325	F13459	F13459 is a novel metabolite belonging to the class of mycophenolic acid derivatives. It was isolated from the culture broth of a Penicillium species and has been characterized as a new inhibitor of the synthesis and trafficking of viral glycoproteins. The molecular formula of F13459 is C27H28O11, determined through high-resolution fast atom bombardment mass spectrometry (HRFAB-MS) and nuclear magnetic resonance (NMR) spectral analyses. Its structure is elucidated as 3,4-dihydro-3,4,6,8-tetrahydroxy-3-methyl-1H-2-benzopyran-1-one 4-O-mycophenolate, indicating it is an ester derivative of mycophenolic acid. F13459 exists in epimeric mixtures at C-3' and C-4', demonstrating relatively fast hemiacetal-ketone tautomerism and slow keto-enol tautomerism, respectively. In addition to its structural characteristics, F13459 has shown potential as an inhibitor of inosine 5'-monophosphate dehydrogenase, which is significant in the context of antiviral strategies. The compound's binding affinity and toxicity were evaluated alongside other metabolites, highlighting its relevance in medicinal chemistry and potential therapeutic applications (PMIDs: 11513038, 11513037, 35702575).		Expected Solid	[H]C(CC1=C(O)C2=C(COC2=O)C(C)=C1OC)=C(C)CCC(=O)OC1C2=C(C(O)=CC(O)=C2)C(=O)OC1(C)O	C27H28O11	InChI=1S/C27H28O11/c1-12(5-7-15-22(31)21-17(11-36-25(21)32)13(2)23(15)35-4)6-8-19(30)37-24-16-9-14(28)10-18(29)20(16)26(33)38-27(24,3)34/h5,9-10,24,28-29,31,34H,6-8,11H2,1-4H3/b12-5+	HFLIGULWCMOSDN-LFYBBSHMSA-N	528.1631617			MMDBc0008985
BASm0015326	Fumonisin B3			Expected Solid	[H][C@](C)(C[C@]([H])(O)CCCCCC[C@]([H])(O)[C@@]([H])(C)N)C[C@]([H])(OC(=O)C[C@@]([H])(CC(O)=O)C(O)=O)[C@]([H])(OC(=O)C[C@@]([H])(CC(O)=O)C(O)=O)[C@]([H])(C)CCCC	C34H59NO14	InChI=1S/C34H59NO14/c1-5-6-11-21(3)32(49-31(43)19-24(34(46)47)17-29(40)41)27(48-30(42)18-23(33(44)45)16-28(38)39)15-20(2)14-25(36)12-9-7-8-10-13-26(37)22(4)35/h20-27,32,36-37H,5-19,35H2,1-4H3,(H,38,39)(H,40,41)(H,44,45)(H,46,47)/t20-,21+,22+,23+,24+,25+,26-,27-,32+/m0/s1	CPCRJSQNWHCGOP-ZYKBYZIHSA-N	705.3935556			MMDBc0009001
BASm0015327	Methoxy-macrolactin 1	Methoxy-macrolactin 1 is a member of the macrolactin chemical class. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential applications.		Expected Solid	[H]\C1=C(\[H])/C(/[H])=C([H])/[C@@]([H])(C[C@@]([H])(O)C\C([H])=C([H])/C([H])=C([H])[C@]([H])(C\C([H])=C(/[H])\C(\[H])=C([H])/C(=O)O[C@]([H])(C)CCC1)O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O)OC	C31H46O10	InChI=1S/C31H46O10/c1-22-14-8-4-3-5-10-18-25(38-2)20-23(33)15-9-6-11-16-24(17-12-7-13-19-27(34)39-22)40-31-30(37)29(36)28(35)26(21-32)41-31/h3,5-7,9-13,16,18-19,22-26,28-33,35-37H,4,8,14-15,17,20-21H2,1-2H3/b5-3+,9-6-,12-7+,16-11?,18-10+,19-13-/t22-,23+,24-,25+,26-,28-,29+,30-,31-/m1/s1	RQTSCDVSKIOZMR-RCJUSREISA-N	578.3090977			MMDBc0009006
BASm0015328	Methoxy-macrolactin 3	Methoxy-macrolactin 3 is a polyketide, a class of natural products characterized by their complex structures derived from the polymerization of acyl-CoA precursors. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H]\C1=C(\[H])/C(/[H])=C([H])\C([H])(CCC[C@@]([H])(C)OC(=O)\C([H])=C(\[H])/C(/[H])=C([H])/C[C@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)C([H])=C([H])\C([H])=C([H])/C[C@]([H])(O)C1)OC	C31H46O10	InChI=1S/C31H46O10/c1-22-13-12-19-24(38-2)16-8-3-6-14-23(33)15-7-4-9-17-25(18-10-5-11-20-27(34)39-22)40-31-30(37)29(36)28(35)26(21-32)41-31/h3-11,16-17,20,22-26,28-33,35-37H,12-15,18-19,21H2,1-2H3/b6-3+,7-4-,10-5+,16-8-,17-9?,20-11-/t22-,23-,24?,25-,26-,28-,29+,30-,31-/m1/s1	ANHCGTXOAYQDKJ-YNKQCMAVSA-N	578.3090977			MMDBc0009016
BASm0015329	COB1	COB1 is a metabolite belonging to the class of fluorescent probes, specifically designed as part of the D-A-π-D structural framework. These probes, including COB1-COB4, incorporate coumarin and carbazole as precursors, with variations in side chains that influence their properties. Notably, COB2 was highlighted for its superior anti-interference characteristics, demonstrating high sensitivity towards polarity (PMID:39571210). In a biological context, COB1 is also referenced in mitochondrial research, where deletion of the spmss116 gene significantly reduced levels of mitochondrial DNA-encoded cox1 and cob1 mRNAs, resulting in impaired mitochondrial translation and severe respiratory defects (PMID:38604460). Restoration of mitochondrial intron levels could bring cox1 and cob1 mRNA levels back to wild-type levels; however, it did not fully restore mitochondrial translation or respiration in Δspmss116 cells (PMID:38604460). Additionally, a cobalt-centered complex, CoB1 N3, has been established, showcasing a unique asymmetrical configuration that facilitates the cleavage of OH bonds through a coupled electron-proton transfer process, which is critical for subsequent OO bond cleavage (PMID:39571210).		Expected Solid	[H][C@@](C)(N=C(O)CN=C(O)[C@]([H])(CC(C)C)N=C(O)[C@@]([H])(N=C(O)[C@]([H])(CC(C)C)N=C(O)[C@@]([H])(N=C(O)[C@]([H])(C)N=C(O)[C@@]([H])(N)C(C)C)C(C)C)C(C)C)C(O)=O	C35H64N8O9	InChI=1S/C35H64N8O9/c1-16(2)13-23(30(46)37-15-25(44)38-22(12)35(51)52)40-34(50)28(20(9)10)43-31(47)24(14-17(3)4)41-33(49)27(19(7)8)42-29(45)21(11)39-32(48)26(36)18(5)6/h16-24,26-28H,13-15,36H2,1-12H3,(H,37,46)(H,38,44)(H,39,48)(H,40,50)(H,41,49)(H,42,45)(H,43,47)(H,51,52)/t21-,22-,23-,24-,26-,27-,28-/m0/s1	CJVFIJXEPCVCTK-LWMBYGOMSA-N	740.4796257			MMDBc0009017
BASm0015330	2a,9a,11-trihydroxy-6-oxodrim-7-ene			Expected Solid	[H][C@]1(O)CC(C)(C)[C@]2([H])C(=O)C=C(C)C(O)(CO)[C@@]2(C)C1	C15H24O4	InChI=1S/C15H24O4/c1-9-5-11(18)12-13(2,3)6-10(17)7-14(12,4)15(9,19)8-16/h5,10,12,16-17,19H,6-8H2,1-4H3/t10-,12-,14-,15?/m0/s1	MMMVWBXLRFTTSV-RPRPDUKKSA-N	268.1674593			MMDBc0009021
BASm0015331	Apicidin F	Apicidin F is a cyclic tetrapeptide belonging to the class of non-ribosomal peptides. It is produced by the plant pathogen Fusarium fujikuroi, which is also known for generating harmful mycotoxins, including fusarins and fusaric acid (PMID:29073267). The biosynthesis of apicidin F is mediated by a specific non-ribosomal peptide synthetase (NRPS) gene cluster, which has been characterized and genetically manipulated to enhance our understanding of this secondary metabolite (PMID:25058475). Recent studies have provided complete structure elucidation of apicidin F, confirming its unique chemical characteristics and potential biological activities (PMID:24195442). Notably, apicidin F has been linked to antimalarial activity, highlighting its significance in both chemistry and biology (PMID:24195442). The exploration of apicidin F and its biosynthetic pathways not only contributes to our knowledge of fungal metabolites but also opens avenues for the development of novel therapeutic agents.		Expected Solid	[H][C@]12CCCCN1C(=O)[C@]([H])(CC1=CC=CC=C1)N=C(O)[C@]([H])(CC1=CN(OC)C3=CC=CC=C13)N=C(O)[C@]([H])(CCCCCC(O)=O)N=C2O	C35H43N5O7	InChI=1S/C35H43N5O7/c1-47-40-22-24(25-14-8-9-16-29(25)40)21-27-33(44)38-28(20-23-12-4-2-5-13-23)35(46)39-19-11-10-17-30(39)34(45)36-26(32(43)37-27)15-6-3-7-18-31(41)42/h2,4-5,8-9,12-14,16,22,26-28,30H,3,6-7,10-11,15,17-21H2,1H3,(H,36,45)(H,37,43)(H,38,44)(H,41,42)/t26-,27-,28-,30+/m0/s1	NTAHFSRRNUUVIN-VNDOHOEKSA-N	645.3162487			MMDBc0009030
BASm0015332	13-oxoverruculogen	13-oxoverruculogen is a natural product belonging to the class of metabolites known as endoperoxides. This compound is notable for its unique structural features, including an eight-membered endoperoxide and a complex pentacyclic core. Recent research has demonstrated a concise chemoenzymatic synthesis of 13-oxoverruculogen utilizing enzymatic C-H peroxidation and rhodium-catalyzed C-C bond activation reactions, which are critical for constructing its intricate structure (PMID:37625109). The synthesis process also involved the generation of 13-epi-verruculogen, marking it as the first unnatural endoperoxide produced by the enzyme FtmOx1, thereby facilitating the creation of 13-oxoverruculogen (PMID:37625109). In the context of its biological relevance, 13-oxoverruculogen has been categorized alongside other significant compounds, such as austalide P acid and viridicatumtoxin A, indicating its potential importance in various biological systems (PMID:36837855). Overall, 13-oxoverruculogen represents a fascinating subject of study within the field of natural product chemistry, with implications for understanding its biological activities and potential applications.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@@]1(O)N(C2=O)[C@@]2([H])CC(C)(C)OO[C@]([H])(C=C(C)C)N3C4=C(C=CC(OC)=C4)C(=C23)C1=O	C27H31N3O7	InChI=1S/C27H31N3O7/c1-14(2)11-20-29-18-12-15(35-5)8-9-16(18)21-22(29)19(13-26(3,4)37-36-20)30-24(32)17-7-6-10-28(17)25(33)27(30,34)23(21)31/h8-9,11-12,17,19-20,34H,6-7,10,13H2,1-5H3/t17-,19-,20+,27+/m0/s1	UZFGSEBLPZQQGI-WUBMGLGTSA-N	509.2162004			MMDBc0009031
BASm0015333	Phomapyrone D	Phomapyrone D is a member of the chemical class of pyrone derivatives. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(C(C)=O)=C(\C)C1=CC(OC)=C(C)C(=O)O1	C12H14O4	InChI=1S/C12H14O4/c1-7(5-8(2)13)10-6-11(15-4)9(3)12(14)16-10/h5-6H,1-4H3/b7-5+	GPMIPHAWSKXHCS-FNORWQNLSA-N	222.0892089			MMDBc0009059
BASm0015334	Epoxyphomalin C			Expected Solid	[H][C@]12O[C@@]1(C[C@@]1([H])C(C)=CC[C@@]3([H])[C@@](C)(CCC[C@]13C)C(O)=O)[C@@]([H])(O)[C@@]([H])(O)C(=C)[C@@]2([H])O	C22H32O6	InChI=1S/C22H32O6/c1-11-6-7-14-20(3,8-5-9-21(14,4)19(26)27)13(11)10-22-17(25)15(23)12(2)16(24)18(22)28-22/h6,13-18,23-25H,2,5,7-10H2,1,3-4H3,(H,26,27)/t13-,14+,15-,16+,17-,18+,20+,21+,22-/m0/s1	DXQHDILKRYSUPK-QWQUQJRYSA-N	392.2198888			MMDBc0009060
BASm0015335	Acremine I			Expected Solid	[H][C@@]1(O[C@]1([H])C(C)(C)O)C1=CC(=O)[C@]2(C)O[C@]2([H])[C@]1([H])O	C12H16O5	InChI=1S/C12H16O5/c1-11(2,15)10-8(16-10)5-4-6(13)12(3)9(17-12)7(5)14/h4,7-10,14-15H,1-3H3/t7-,8-,9-,10+,12+/m1/s1	OUGZTEBDFKLHPZ-OMHSBUABSA-N	240.0997736			MMDBc0009074
BASm0015336	Yaminterritrem A	Yaminterritrem A is a secondary metabolite belonging to the class of alkaloids. There is little literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	COC1=CC=C(C=C1)C1=CC(O)=C(C2CC3(CCC(=O)C(C)C)COC2(C)CCC3=O)C(=O)O1	C27H32O7	InChI=1S/C27H32O7/c1-16(2)20(28)9-12-27-14-19(26(3,33-15-27)11-10-23(27)30)24-21(29)13-22(34-25(24)31)17-5-7-18(32-4)8-6-17/h5-8,13,16,19,29H,9-12,14-15H2,1-4H3	KOBHRKRRZILYFW-UHFFFAOYSA-N	468.2148034			MMDBc0009077
BASm0015337	Desferrioxamine Et1			Expected Solid	ON1CCCCCN=C(O)CCC(=O)N(O)CCOCCN=C(O)CCC(=O)N(O)CCCCCN=C(O)CCC1=O	C26H46N6O10	InChI=1S/C26H46N6O10/c33-21-7-10-24(36)30(39)16-5-2-4-14-28-22(34)8-12-26(38)32(41)18-20-42-19-15-29-23(35)9-11-25(37)31(40)17-6-1-3-13-27-21/h39-41H,1-20H2,(H,27,33)(H,28,34)(H,29,35)	OYFVPOABQXXDNO-UHFFFAOYSA-N	602.3275417			MMDBc0009087
BASm0015338	Bacteriohop-6-enetetrol carbapseudopentose ether	Bacteriohop-6-enetetrol carbapseudopentose ether is a member of the class of bacteriohopanoids, which are triterpenoid compounds. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and functions.		Expected Solid	[H]C(C)(CC[C@@]([H])(O)[C@@]([H])(O)[C@@]([H])(O)COC1([H])[C@]([H])(N)[C@@]([H])(O)[C@]([H])(O)[C@@]1(O)CO)[C@@]1([H])CC[C@@]2(C)C1([H])CC[C@]1(C)C2([H])CCC2([H])[C@@]3(C)CCCC(C)(C)C3([H])C=C[C@@]12C	C41H71NO8	InChI=1S/C41H71NO8/c1-23(9-10-26(44)32(46)27(45)21-50-35-31(42)33(47)34(48)41(35,49)22-43)24-13-18-37(4)25(24)14-19-39(6)29(37)11-12-30-38(5)17-8-16-36(2,3)28(38)15-20-40(30,39)7/h15,20,23-35,43-49H,8-14,16-19,21-22,42H2,1-7H3/t23?,24-,25?,26-,27+,28?,29?,30?,31-,32-,33-,34+,35?,37+,38+,39-,40-,41+/m1/s1	XHSSMWRWGCTRFX-WHFOOSDBSA-N	705.5179683			MMDBc0009089
BASm0015339	GGL.3	GGL.3 is a metabolite belonging to the class of organic compounds. There is little literature available on this metabolite, indicating a gap in research and understanding of its biochemical properties and potential biological significance.		Expected Solid	CC(C)CCCCCCCCCCCC(=O)OCC(O)COC1OC(COC(=O)CCCCCCCCCCCC(C)C)C(O)C(OC2OC(COC(C)=O)C(O)C(O)C2O)C1O	C47H86O16	InChI=1S/C47H86O16/c1-32(2)24-20-16-12-8-6-10-14-18-22-26-38(50)58-28-35(49)29-60-46-44(56)45(63-47-43(55)42(54)40(52)36(62-47)30-57-34(5)48)41(53)37(61-46)31-59-39(51)27-23-19-15-11-7-9-13-17-21-25-33(3)4/h32-33,35-37,40-47,49,52-56H,6-31H2,1-5H3	SRWSCZKHAKHLLC-UHFFFAOYSA-N	906.5915867			MMDBc0009095
BASm0015340	15α-acetyl-dehydrosulphurenic acid,	15α-acetyl-dehydrosulphurenic acid is a secondary metabolite belonging to the class of organic compounds known as terpenoids. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@](CCC(=C)C(C)C)(C(O)=O)[C@@]1([H])C[C@]([H])(OC(C)=O)[C@@]2(C)C3=CC[C@@]4([H])C(C)(C)[C@@]([H])(O)CC[C@]4(C)C3=CC[C@]12C	C33H50O5	InChI=1S/C33H50O5/c1-19(2)20(3)10-11-22(29(36)37)25-18-28(38-21(4)34)33(9)24-12-13-26-30(5,6)27(35)15-16-31(26,7)23(24)14-17-32(25,33)8/h12,14,19,22,25-28,35H,3,10-11,13,15-18H2,1-2,4-9H3,(H,36,37)/t22-,25-,26+,27+,28+,31-,32-,33-/m1/s1	NDNKBYRXHKLSJQ-UXYVAYPWSA-N	526.3658247			MMDBc0009096
BASm0015341	Mupirocin F	Mupirocin F is a monic acid derivative belonging to the class of antibiotics. There is limited literature available on this metabolite, indicating a lack of extensive research and characterization in the scientific community.		Expected Solid	[H]\C(=C(\C)C[C@]1([H])OC[C@]([H])(C[C@]2([H])O[C@@]2([H])[C@@]([H])(C)[C@]([H])(C)O)C(=O)[C@@]1([H])O)C(=O)OCCCCCCCCC(O)=O	C26H42O9	InChI=1S/C26H42O9/c1-16(13-23(30)33-11-9-7-5-4-6-8-10-22(28)29)12-20-25(32)24(31)19(15-34-20)14-21-26(35-21)17(2)18(3)27/h13,17-21,25-27,32H,4-12,14-15H2,1-3H3,(H,28,29)/b16-13+/t17-,18-,19-,20-,21-,25-,26-/m0/s1	KYBYRSYYFWFXDN-XVSJZSRMSA-N	498.2828829			MMDBc0009107
BASm0015342	Penochalasin C	Penochalasin C is a secondary metabolite belonging to the class of polyketides. It has garnered attention in the field of natural products chemistry due to its structural complexity and potential biological activities. Recent studies have suggested a revision of the structure of isochaetoglobosin Db to that of penochalasin C, supported by comprehensive NMR data analysis and biosynthetic considerations (PMID:35517363). The NMR spectra of penochalasin C, measured in DMSO-d6, corroborated this structural identification, reinforcing its significance in the chemical literature (PMID:35517363). Furthermore, penochalasin C has been isolated alongside other compounds, including chaetoglobosin F and cytoglobosin A, with their structures determined through high-resolution mass spectrometry (HR-MS) and NMR data, as well as comparative analysis with existing literature (PMID:27141677). The exploration of penochalasin C not only enhances our understanding of polyketide biosynthesis but also opens avenues for investigating its potential applications in pharmacology and biotechnology, given the diverse biological activities often associated with compounds in this class.		Expected Solid	[H]\C1=C([H])/[C@@]2([H])[C@]([H])(O)C(=C)[C@@]([H])(C)[C@@]3([H])[C@]([H])(CC4=CNC5=CC=CC=C45)N=C(O)[C@@]23C2=CC=C(N2)C(=O)C(C)=C([H])[C@@]([H])(C)C1	C32H35N3O3	InChI=1S/C32H35N3O3/c1-17-8-7-10-23-30(37)20(4)19(3)28-26(15-21-16-33-24-11-6-5-9-22(21)24)35-31(38)32(23,28)27-13-12-25(34-27)29(36)18(2)14-17/h5-7,9-14,16-17,19,23,26,28,30,33-34,37H,4,8,15H2,1-3H3,(H,35,38)/b10-7+,18-14+/t17-,19+,23-,26-,28-,30+,32+/m0/s1	CYRVQOQBMLPFPT-XJBGXHEWSA-N	509.267842			MMDBc0009115
BASm0015343	Atroviridin B	Atroviridin B is a polyketide, a class of natural products characterized by their biosynthetic origin from the condensation of acetyl and malonyl units. This compound has garnered attention for its cytotoxic properties, as evidenced by its inclusion in studies identifying cytotoxic metabolites from various culture conditions (PMID:33577647). The structural characterization of atroviridin B has been advanced through techniques such as NMR and high-resolution mass spectrometry, revealing derivatives that modify specific amino acid residues, such as the substitution of Glu for Gln at the 18th position (PMID:33577647). These findings suggest that atroviridin B and its derivatives may play a significant role in biological activities, potentially influencing cellular processes and offering avenues for therapeutic exploration. The ongoing investigation into its chemical structure and biological effects underscores the importance of atroviridin B in the context of natural product chemistry and pharmacology.		Expected Solid	CCC(C)(N=C(O)C(C)(C)N=C(O)C(N=C(O)C1CCCN1C(=O)C(C)(C)N=C(O)C(CC(C)C)N=C(O)CN=C(O)C(C)(C)N=C(O)C(N=C(O)C(C)(C)N=C(O)C(CCC(O)=N)N=C(O)C(C)N=C(O)C(C)(C)N=C(O)C(C)N=C(O)C(C)(C)N=C(O)C1CCCN1C(=O)C(C)(C)N=C(C)O)C(C)C)C(C)C)C(O)=NC(CCC(O)=N)C(O)=NC(CCC(O)=N)C(O)=NC(CO)CC1=CC=CC=C1	C93H153N23O24	InChI=1S/C93H153N23O24/c1-26-93(25,83(138)104-57(37-40-63(95)120)71(126)103-56(36-39-62(94)119)70(125)100-55(47-117)45-54-32-28-27-29-33-54)114-82(137)90(19,20)113-76(131)66(49(4)5)105-74(129)60-34-30-42-115(60)85(140)92(23,24)110-73(128)59(44-48(2)3)101-65(122)46-97-78(133)86(11,12)112-77(132)67(50(6)7)106-81(136)89(17,18)109-72(127)58(38-41-64(96)121)102-68(123)51(8)98-79(134)87(13,14)108-69(124)52(9)99-80(135)88(15,16)111-75(130)61-35-31-43-116(61)84(139)91(21,22)107-53(10)118/h27-29,32-33,48-52,55-61,66-67,117H,26,30-31,34-47H2,1-25H3,(H2,94,119)(H2,95,120)(H2,96,121)(H,97,133)(H,98,134)(H,99,135)(H,100,125)(H,101,122)(H,102,123)(H,103,126)(H,104,138)(H,105,129)(H,106,136)(H,107,118)(H,108,124)(H,109,127)(H,110,128)(H,111,130)(H,112,132)(H,113,131)(H,114,137)	IPZQBZAEWOVJOO-UHFFFAOYSA-N	1976.145883			MMDBc0009120
BASm0015344	Communesin B	Communesin B is a polycyclic indole alkaloid metabolite described in biomedical literature. It has been identified as the most potent natural communesin, with derivatives exhibiting up to a 10-fold increase in potency over natural alkaloids, highlighting its potential in pharmacological applications (PMID:31422662). The compound was isolated and characterized as the main active compound through bio-guided purification, utilizing high-resolution mass spectrometry (HRMS) and NMR techniques (PMID:19918940). Additionally, sensitive mass spectrometric analysis revealed the presence of communesins A and B in mycelium grown on specific media, suggesting that the deletion of communesin biosynthesis was not absolute (PMID:18280722). This finding indicates complexities in the biosynthetic pathways of these compounds, particularly in relation to the integration of prenylation of tryptophan, a characteristic of ergot alkaloid biosynthesis (PMID:18280722). Furthermore, innovative methodologies have facilitated the rapid construction of hexacyclic substructures of communesin B, advancing the understanding of its chemical properties and potential applications (PMID:16928057).		Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])C(=O)N1CC[C@@]23C4=CC=CC=C4N[C@]4([H])N(C)C5=CC=CC6=C5[C@]24CCN([C@@]13[H])[C@]6([H])C1([H])OC1(C)C	C32H36N4O2	InChI=1S/C32H36N4O2/c1-5-6-7-15-24(37)35-18-16-31-21-12-8-9-13-22(21)33-28-32(31)17-19-36(29(31)35)26(27-30(2,3)38-27)20-11-10-14-23(25(20)32)34(28)4/h5-15,26-29,33H,16-19H2,1-4H3/b6-5+,15-7+/t26-,27?,28+,29+,31-,32-/m0/s1	XZFSMUXVAYCHFO-ZLLCTSSMSA-N	508.2838264			MMDBc0009127
BASm0015345	Neoatroviridin D	Neoatroviridin D is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	CCC(C)(N=C(O)CN=C(O)C(C)(C)N=C(O)C(CC(C)C)N=C(O)C(C)(CC)N=C(O)C(CCC(O)=N)N=C(O)C(C)(CC)N=C(O)C(CC(C)C)N=C(O)C(C)N=C(O)CN=C(O)C(C)(C)N=C(C)O)C(O)=NC(C)(C)C(=O)N1CCCC1C(O)=NC(CC(C)C)C(O)=NC(C)(C)C(O)=NC(C)(C)C(O)=NC(CCC(O)=N)C(O)=NC(CO)CC(C)C	C83H146N20O21	InChI=1S/C83H146N20O21/c1-27-81(24,100-66(115)54(39-46(8)9)90-61(110)48(12)88-59(108)41-86-68(117)76(14,15)95-49(13)105)72(121)93-52(33-35-58(85)107)63(112)99-82(25,28-2)73(122)94-55(40-47(10)11)65(114)97-77(16,17)69(118)87-42-60(109)96-83(26,29-3)74(123)102-80(22,23)75(124)103-36-30-31-56(103)67(116)91-53(38-45(6)7)64(113)98-79(20,21)71(120)101-78(18,19)70(119)92-51(32-34-57(84)106)62(111)89-50(43-104)37-44(4)5/h44-48,50-56,104H,27-43H2,1-26H3,(H2,84,106)(H2,85,107)(H,86,117)(H,87,118)(H,88,108)(H,89,111)(H,90,110)(H,91,116)(H,92,119)(H,93,121)(H,94,122)(H,95,105)(H,96,109)(H,97,114)(H,98,113)(H,99,112)(H,100,115)(H,101,120)(H,102,123)	QAWVXRCHBIITPK-UHFFFAOYSA-N	1759.097142			MMDBc0009129
BASm0015346	Asperaculane A	Asperaculane A is a sesquiterpenoid, specifically an ent-daucane-type sesquiterpenoid, isolated from the fermentation culture of the fungus Aspergillus aculeatus. This compound was identified alongside five other sesquiterpenoids, including its structural analog asperaculane B, and several known nordaucane derivatives (aculenes A-D) as well as secalonic acid D. The discovery of Asperaculane A contributes to the understanding of the diverse chemical repertoire of secondary metabolites produced by fungi, which often exhibit a range of biological activities. The structural features of sesquiterpenoids like Asperaculane A suggest potential roles in ecological interactions, such as antimicrobial or antifungal properties, although specific biological activities of Asperaculane A have yet to be extensively characterized. The isolation of such compounds from fungal sources highlights the potential for discovering novel metabolites with pharmaceutical applications, particularly in the context of drug discovery and development. Further research into Asperaculane A could elucidate its biosynthetic pathways and biological functions, thereby enhancing our knowledge of fungal metabolites and their potential uses in medicine. (PMID:25547729)		Expected Solid	[H][C@]12CC=C(CO)C[C@]([H])(O)[C@]1(C)CC\C2=C(\C)C(O)=O	C15H22O4	InChI=1S/C15H22O4/c1-9(14(18)19)11-5-6-15(2)12(11)4-3-10(8-16)7-13(15)17/h3,12-13,16-17H,4-8H2,1-2H3,(H,18,19)/b11-9+/t12-,13+,15-/m1/s1	JDBMOJWYGWGAIH-DZBCAUDPSA-N	266.1518092			MMDBc0009131
BASm0015347	Beta-D-Galactosylvalidoxylamine A			Expected Solid	OCC1CC(NC2C=C(CO)C(O)C(O)C2O)C(O)C(O)C1OC1OC(CO)C(O)C(O)C1O	C20H35NO13	InChI=1S/C20H35NO13/c22-3-6-1-8(12(26)15(29)11(6)25)21-9-2-7(4-23)19(17(31)13(9)27)34-20-18(32)16(30)14(28)10(5-24)33-20/h1,7-32H,2-5H2	JARYYMUOCXVXNK-UHFFFAOYSA-N	497.2108402			MMDBc0009147
BASm0015348	Aspernidine B	Aspernidine B is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on Aspernidine B, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(CC\C(C)=C(/[H])COC1=C(O)C=C2C(O)=NCC2=C1O)=C(\C)CCC=C(C)C	C23H31NO4	InChI=1S/C23H31NO4/c1-15(2)7-5-8-16(3)9-6-10-17(4)11-12-28-22-20(25)13-18-19(21(22)26)14-24-23(18)27/h7,9,11,13,25-26H,5-6,8,10,12,14H2,1-4H3,(H,24,27)/b16-9+,17-11+	JHAFURLXNPRDRX-BTMZFSHUSA-N	385.2253085			MMDBc0009151
BASm0015349	Tramspiroin B	Tramspiroin B is a spirocyclic compound belonging to the class of natural products. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential applications.		Expected Solid	[H][C@]1(O)C[C@@]2(C=C1C)[C@@]1([H])OC(=O)[C@@]([H])(C)[C@@]1([H])CC[C@]2([H])C	C15H22O3	InChI=1S/C15H22O3/c1-8-6-15(7-12(8)16)9(2)4-5-11-10(3)14(17)18-13(11)15/h6,9-13,16H,4-5,7H2,1-3H3/t9-,10-,11+,12-,13-,15+/m0/s1	YFEHCRSOHCIZLB-MRWSCNBVSA-N	250.1568946			MMDBc0009152
BASm0015350	Berkeleyacetal B	Berkeleyacetal B is a secondary metabolite belonging to the class of acetal compounds. It was identified in a study focusing on the EtOAc extract of the fungus Penicillium purpurogenum, which revealed a range of structurally diverse compounds, including berkeleyacetal B. The research highlighted the importance of these metabolites in understanding the chemical diversity produced by this fungal species and their potential biological activities. Specifically, the study provided insights into the configuration revisions of berkeleyacetal B alongside other related compounds, suggesting a complex biosynthetic pathway that may have implications for further exploration of their pharmacological potential. The characterization of such metabolites is crucial for elucidating their roles in ecological interactions and their possible applications in drug discovery, given the rich chemical arsenal produced by fungi like Penicillium purpurogenum. The findings underscore the significance of these metabolites in both chemistry and biology, paving the way for future research into their functional properties and therapeutic uses (PMID:34978193).		Expected Solid	[H][C@]12OC(=O)[C@]3(C)C[C@@]4([H])[C@]5(CO5)C5=CC(=O)OC(C)(C)C5=CC[C@]4(C)[C@](C(=O)OC)(C(=O)[C@]([H])(C)O1)[C@]23[H]	C26H30O9	InChI=1S/C26H30O9/c1-12-18(28)26(21(30)31-6)17-19(33-12)34-20(29)23(17,4)10-15-24(26,5)8-7-13-14(25(15)11-32-25)9-16(27)35-22(13,2)3/h7,9,12,15,17,19H,8,10-11H2,1-6H3/t12-,15+,17+,19+,23+,24-,25-,26-/m0/s1	XZKVBCSVEVIEBX-YJCISAIBSA-N	486.1889825			MMDBc0009154
BASm0015351	H2-6-Hydroxymethylpterin	H2-6-Hydroxymethylpterin is a pterin derivative, which belongs to the chemical class of heterocyclic compounds. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and functions.		Expected Solid	NC1=NC2=C(N=C(COP(O)(=O)OP(O)(O)=O)CN2)C(=O)N1	C7H11N5O8P2	InChI=1S/C7H11N5O8P2/c8-7-11-5-4(6(13)12-7)10-3(1-9-5)2-19-22(17,18)20-21(14,15)16/h1-2H2,(H,17,18)(H2,14,15,16)(H4,8,9,11,12,13)	FCQGJGLSOWZZON-UHFFFAOYSA-N	355.0082854			MMDBc0009165
BASm0015352	Purple pigment	Purple pigment is a type of anthocyanin, a class of flavonoid compounds known for their vibrant colors and significant roles in plant biology. This pigment is particularly noted for its diverse manifestations in sweetpotato, where it accumulates in varying degrees, contributing to the tuber's distinctive purple coloration (PMID:41012047). The biosynthesis of anthocyanins, including purple pigments, is regulated by a complex network of transcription factors, among which IbMYB2/3 have been identified as key players in fine-tuning the expression of genes involved in this pathway (PMID:41012047). These regulatory mechanisms not only influence the intensity and distribution of purple pigmentation but also play a role in the plant's response to environmental stressors, thereby enhancing its adaptability. In addition to their aesthetic appeal, anthocyanins possess antioxidant properties, suggesting potential health benefits for consumers. Overall, purple pigments represent an intriguing intersection of plant chemistry and biology, reflecting both the intricate genetic regulation of pigment production and the ecological significance of these metabolites.		Expected Solid	COC1=CC(=NC1=CC1=C(OC)C=C(N1)C1=CC=CN1)C1=CC=CN1	C19H18N4O2	InChI=1S/C19H18N4O2/c1-24-18-10-14(12-5-3-7-20-12)22-16(18)9-17-19(25-2)11-15(23-17)13-6-4-8-21-13/h3-11,20-22H,1-2H3	QEVDCWRFEOZGOP-UHFFFAOYSA-N	334.1429758			MMDBc0009177
BASm0015353	Lichenysin-G5a	Lichenysin-G5a is a lipopeptide antibiotic belonging to the class of cyclic lipopeptides. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	CC(C)CCCCCCCCCC1CC(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CC(C)C)C(=O)NC(C(C)C)C(=O)NC(CC(O)=O)C(=O)NC(CC(C)C)C(=O)NC(C(C)C)C(=O)O1	C52H92N8O12	InChI=1S/C52H92N8O12/c1-29(2)20-18-16-14-13-15-17-19-21-35-27-42(62)54-36(22-23-41(53)61)46(65)55-37(24-30(3)4)47(66)56-38(25-31(5)6)49(68)59-44(33(9)10)51(70)58-40(28-43(63)64)48(67)57-39(26-32(7)8)50(69)60-45(34(11)12)52(71)72-35/h29-40,44-45H,13-28H2,1-12H3,(H2,53,61)(H,54,62)(H,55,65)(H,56,66)(H,57,67)(H,58,70)(H,59,68)(H,60,69)(H,63,64)	IUUPKKJFQBHLPQ-UHFFFAOYSA-N	1020.68347			MMDBc0009180
BASm0015354	Hypomycetin	Hypomycetin is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(O)C2=C(C(O)=C3C(O)=CC(OC)=CC3=C2CC=C(C)C)C(=O)[C@]2(O)C(O)=C(C(C)=O)C(=O)C[C@]12O	C26H26O10	InChI=1S/C26H26O10/c1-10(2)5-6-13-14-7-12(36-4)8-15(28)18(14)21(30)20-19(13)22(31)25(34)9-16(29)17(11(3)27)23(32)26(25,35)24(20)33/h5,7-8,22,28,30-32,34-35H,6,9H2,1-4H3/t22-,25-,26+/m0/s1	YRQJWWGXADJAPA-UCGXPXSYSA-N	498.152597			MMDBc0009184
BASm0015355	Ganolucidic acid E			Expected Solid	[H]\C(CC[C@@]([H])(C)[C@@]1([H])C[C@]([H])(O)[C@@]2(C)C3=C(C(=O)C[C@]12C)[C@@]1(C)CCC(=O)C(C)(C)[C@]1([H])CC3)=C(\C)C(O)=O	C30H44O5	InChI=1S/C30H44O5/c1-17(9-8-10-18(2)26(34)35)20-15-24(33)30(7)19-11-12-22-27(3,4)23(32)13-14-28(22,5)25(19)21(31)16-29(20,30)6/h10,17,20,22,24,33H,8-9,11-16H2,1-7H3,(H,34,35)/b18-10+/t17-,20-,22+,24+,28+,29-,30-/m1/s1	XRBLVCACUHPHDE-NKRIBODASA-N	484.3188745			MMDBc0009200
BASm0015356	(1S,2R)-3-oxo-2-(2Z-pentenyl)cyclopentane-1-butyric acid	(1S,2R)-3-oxo-2-(2Z-pentenyl)cyclopentane-1-butyric acid is a cyclopentane derivative and belongs to the class of fatty acids. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(CC)=C(/[H])C[C@@]1([H])C(=O)CC[C@]1([H])CCCC(O)=O	C14H22O3	InChI=1S/C14H22O3/c1-2-3-4-7-12-11(9-10-13(12)15)6-5-8-14(16)17/h3-4,11-12H,2,5-10H2,1H3,(H,16,17)/b4-3-/t11-,12+/m0/s1	LVQJNKFFJNUFNY-RRNNCXACSA-N	238.1568946			MMDBc0009205
BASm0015357	Neobulgarone G	Neobulgarone G is a dianthrone, a chemical class characterized by the presence of two anthrone units. This compound was isolated from Limonium tubiflorum, a plant species native to Egypt, during a study that identified four new compounds of polyketide origin, including macrolides and a sulfinylcoumarin, alongside twelve known metabolites (PMID:21146414). The unique structure of neobulgarone G suggests potential biological activities, although specific biological functions or mechanisms of action have yet to be fully elucidated in the literature. The study of such metabolites is crucial for understanding the diverse chemical ecology of plants and their potential applications in pharmacology and natural product chemistry. Further research may reveal the therapeutic potentials of neobulgarone G and its related compounds, contributing to the growing interest in plant-derived metabolites in drug discovery and development.		Expected Solid	[H][C@@]1(C2=C(C(=O)C3=C1C(Cl)=C(O)C=C3O)C(OC)=CC(C)=C2)[C@@]1([H])C2=C(C(=O)C3=C1C(Cl)=C(O)C=C3O)C(OC)=CC(CO)=C2	C32H24Cl2O9	InChI=1S/C32H24Cl2O9/c1-11-4-13-21(19(5-11)42-2)31(40)25-15(36)8-17(38)29(33)27(25)23(13)24-14-6-12(10-35)7-20(43-3)22(14)32(41)26-16(37)9-18(39)30(34)28(24)26/h4-9,23-24,35-39H,10H2,1-3H3/t23-,24-/m1/s1	MQMWBFUKNWTRJV-DNQXCXABSA-N	622.0797378			MMDBc0009208
BASm0015358	Teraspiridole A	Teraspiridole A is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(C)N[C@@]2([H])N(C1=O)C1=CC=CC=C1[C@@]21C[C@]2([H])[C@](C)(CC[C@]3([H])[C@@]4(C)C=CC(=O)OC(C)(C)[C@]4([H])C[C@]([H])(OC(C)=O)[C@@]23C)O1	C33H42N2O6	InChI=1S/C33H42N2O6/c1-18-27(38)35-21-11-9-8-10-20(21)33(28(35)34-18)17-24-31(6,41-33)15-12-22-30(5)14-13-26(37)40-29(3,4)23(30)16-25(32(22,24)7)39-19(2)36/h8-11,13-14,18,22-25,28,34H,12,15-17H2,1-7H3/t18-,22+,23-,24+,25-,28-,30+,31-,32+,33-/m0/s1	VMDRKPOWEASMAD-CPUMHDPCSA-N	562.3042871			MMDBc0009235
BASm0015359	Aspernigrin A	Aspernigrin A is a secondary metabolite belonging to the chemical class of alkaloids. It has been identified in various fungal species, particularly from marine-derived Aspergillus niger, where it coexists with other compounds such as pyrones and quinones (PMID:40624613). This compound has garnered attention for its potential biological activity, particularly its inhibitory effects on acetylcholine esterase (AChE), which is significant in the context of Alzheimer's disease (PMID:34506550). The structural characterization of aspernigrin A has evolved, with its initial structure being revised from 4-benzyl-6-oxo-1,6-dihydropyridine-3-carboxamide to 6-benzyl-4-oxo-1,4-dihydropyridine-3-carboxamide based on advanced NMR and X-ray crystallographic analyses (PMID:16038560). Additionally, it has been reisolated from the endophytic fungus Cladosporium herbarum associated with Cynodon dactylon, highlighting its ecological relevance and potential pharmaceutical applications (PMID:16038560). The exploration of its biosynthetic pathways and interactions within fungal ecosystems continues to be an area of interest in both chemistry and biology.		Expected Solid	NC(=O)C1=CNC(CC2=CC=CC=C2)=CC1=O	C13H12N2O2	InChI=1S/C13H12N2O2/c14-13(17)11-8-15-10(7-12(11)16)6-9-4-2-1-3-5-9/h1-5,7-8H,6H2,(H2,14,17)(H,15,16)	RUUZDCZRFRLJFC-UHFFFAOYSA-N	228.0898776			MMDBc0009246
BASm0015360	AK-toxin I	AK toxin I is produced by Alternaria alternata Japanese pear pathotyp		Expected Solid	CC(C(NC(C)=O)C(=O)OC(\C=C\C=C/C=C/C(O)=O)C1(C)CO1)C1=CC=CC=C1	C23H27NO6	InChI=1S/C23H27NO6/c1-16(18-11-7-6-8-12-18)21(24-17(2)25)22(28)30-19(23(3)15-29-23)13-9-4-5-10-14-20(26)27/h4-14,16,19,21H,15H2,1-3H3,(H,24,25)(H,26,27)/b5-4-,13-9+,14-10+	HGSOUJPIFSDBKJ-OUYMFVGOSA-N	413.1838376			MMDBc0009255
BASm0015361	Anhydrowaraterpol C	Anhydrowaraterpol C is a secondary metabolite belonging to the class of polyphenols. There is limited literature available on this compound, with few studies detailing its properties and biological significance.		Expected Solid		C15H22O3		WNFBUIDUTUGQIA-UHFFFAOYNA-N	250.1568946			MMDBc0009262
BASm0015362	Cylindrol A4			Expected Solid	[H]\C(CC1=C(O)C(Cl)=C(C)C(C=O)=C1O)=C(\C)[C@@]([H])(C[C@@]1(C)[C@]([H])(C)CCC(=O)[C@]1([H])C)OC(=O)CC(C)C	C28H39ClO6	InChI=1S/C28H39ClO6/c1-15(2)12-24(32)35-23(13-28(7)17(4)9-11-22(31)19(28)6)16(3)8-10-20-26(33)21(14-30)18(5)25(29)27(20)34/h8,14-15,17,19,23,33-34H,9-13H2,1-7H3/b16-8+/t17-,19+,23-,28+/m1/s1	CJUHWKPMXGYAGR-CVGSNDQKSA-N	506.2435167			MMDBc0009266
BASm0015363	Speradine G	Speradine G is a polyamine metabolite. There is limited literature available on this compound, and its biological functions and significance remain largely unexplored.		Expected Solid		C16H18N2O3		NJNVLWKPNCWDDC-UHFFFAOYNA-N	286.1317424			MMDBc0009272
BASm0015364	3-hydroxy-2-(hydroxymethyl)-4-(14-methylpentadecanoyl)-2H-furan-5-one	3-hydroxy-2-(hydroxymethyl)-4-(14-methylpentadecanoyl)-2H-furan-5-one is a furan derivative and belongs to the class of natural products known as metabolites. There is limited literature available on this specific metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	CC(C)CCCCCCCCCCCCC(=O)C1=C(O)C(CO)OC1=O	C21H36O5	InChI=1S/C21H36O5/c1-16(2)13-11-9-7-5-3-4-6-8-10-12-14-17(23)19-20(24)18(15-22)26-21(19)25/h16,18,22,24H,3-15H2,1-2H3	LUFRNHLCWMAXIC-UHFFFAOYSA-N	368.2562743			MMDBc0009275
BASm0015365	6'-O-demethylnigerone	6-O-Demethylnigerone is from Aspergillus niger. Mycotoxin.		Solid	COC1=CC2=C(C(O)=C1)C(O)=C1C(=O)C=C(C)OC1=C2C1=C2OC(C)=CC(=O)C2=C(O)C2=C1C=C(OC)C=C2OC	C31H24O10	InChI=1S/C31H24O10/c1-12-6-18(32)26-28(35)22-16(8-14(37-3)10-20(22)34)24(30(26)40-12)25-17-9-15(38-4)11-21(39-5)23(17)29(36)27-19(33)7-13(2)41-31(25)27/h6-11,34-36H,1-5H3	YPBKRWIKGTUGIL-UHFFFAOYSA-N	556.136947			MMDBc0009289
BASm0015366	Deoxy-PF1140	Deoxy-PF1140 is a tricyclic pyridin-2-one, classified as a metabolite within the chemical class of pyridinones. This compound has garnered attention in the context of its antibacterial activity, particularly against Acinetobacter baumannii, a pathogen known for its multidrug resistance. In a study, deoxy-PF1140 demonstrated a minimum inhibitory concentration (MIC) of 50 μg/mL, indicating its potential as a therapeutic agent against this challenging bacterium (PMID:39887489). The structural features of tricyclic pyridin-2-ones, including their ability to interact with bacterial targets, may contribute to their efficacy. Further investigation into the biological mechanisms of deoxy-PF1140 could elucidate its role in antimicrobial resistance and pave the way for the development of novel treatments. Overall, deoxy-PF1140 represents a promising candidate for further research in the field of medicinal chemistry and infectious disease.		Expected Solid	[H][C@@]1(C)C[C@]([H])(C)[C@@]2([H])C3=C(O[C@]([H])(C)[C@@]2(C)C1)C=CN=C3O	C16H23NO2	InChI=1S/C16H23NO2/c1-9-7-10(2)14-13-12(5-6-17-15(13)18)19-11(3)16(14,4)8-9/h5-6,9-11,14H,7-8H2,1-4H3,(H,17,18)/t9-,10+,11-,14+,16-/m1/s1	ZAIJLHHXEHKKNH-LRXDAGSUSA-N	261.172879			MMDBc0009299
BASm0015367	Bisordariol D	Bisordariol D is a flavonoid, a class of compounds known for their diverse biological activities. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(O)[C@]([H])(C)O)C1=C(CO[C@]([H])(C(\[H])=C(/[H])C2=C(CO)C(O)=CC=C2)[C@]([H])(C)O)C(O)=CC=C1	C24H30O7	InChI=1S/C24H30O7/c1-15(26)21(28)11-9-18-6-4-8-23(30)20(18)14-31-24(16(2)27)12-10-17-5-3-7-22(29)19(17)13-25/h3-12,15-16,21,24-30H,13-14H2,1-2H3/b11-9+,12-10+/t15-,16-,21+,24+/m0/s1	GMFSMTQDXLWFSS-IUZKTDSFSA-N	430.1991533			MMDBc0009302
BASm0015368	Pradimicin-T2	Pradimicin-T2 is a member of the glycopeptide antibiotic class. There is limited literature available on this metabolite, indicating a need for further research to better understand its properties and potential applications.		Expected Solid	[H]C1(O)COC([H])(OC2=CC3=C(C(O)=C2)C(=O)C2=C(C(O)=C4C(=C2)[C@]([H])(O)[C@@]([H])(OC2([H])OC([H])(C)C([H])(O)C([H])(O)C2([H])O)C2=C4C(O)=C(C(O)=NCC(O)=O)C(C)=C2)C3=O)C([H])(O)C1([H])O	C37H37NO19	InChI=1S/C37H37NO19/c1-9-3-15-22(29(48)19(9)35(53)38-7-18(41)42)21-13(27(46)34(15)57-37-33(52)31(50)24(43)10(2)55-37)6-14-23(30(21)49)26(45)12-4-11(5-16(39)20(12)25(14)44)56-36-32(51)28(47)17(40)8-54-36/h3-6,10,17,24,27-28,31-34,36-37,39-40,43,46-52H,7-8H2,1-2H3,(H,38,53)(H,41,42)/t10?,17?,24?,27-,28?,31?,32?,33?,34-,36?,37?/m0/s1	YNXJAOKAYJEVKX-PTXRADAJSA-N	799.195978			MMDBc0009309
BASm0015369	Amidepsine H			Expected Solid	[H][C@@](C)(N=C(O)C1=C(O)C=C(OC(=O)C2=C(O[C@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])OC(C)=O)C=C(OC(=O)C3=C(OC)C=C(OC)C=C3C)C=C2C)C=C1C)C(O)=O	C37H41NO17	InChI=1S/C37H41NO17/c1-15-9-21(11-23(41)27(15)33(44)38-18(4)34(45)46)52-36(48)29-17(3)10-22(53-35(47)28-16(2)8-20(49-6)12-24(28)50-7)13-25(29)54-37-32(51-19(5)40)31(43)30(42)26(14-39)55-37/h8-13,18,26,30-32,37,39,41-43H,14H2,1-7H3,(H,38,44)(H,45,46)/t18-,26+,30+,31-,32+,37+/m0/s1	JBSTZXRMJYWRCO-UAFDTWFTSA-N	771.2374489			MMDBc0009310
BASm0015370	Fusarin F	Fusarin F is a mycotoxin belonging to the class of polyketides. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential implications.		Expected Solid	[H]\C(C)=C(\C(\[H])=C(/C)\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)C(=O)[C@@]1(O)C(O)=N[C@@]2(CCO)O[C@@]12[H])/C(=O)OC	C23H29NO7	InChI=1S/C23H29NO7/c1-6-17(19(27)30-5)13-15(3)12-14(2)8-7-9-16(4)18(26)23(29)20-22(31-20,10-11-25)24-21(23)28/h6-9,12-13,20,25,29H,10-11H2,1-5H3,(H,24,28)/b8-7+,14-12+,15-13+,16-9+,17-6+/t20-,22+,23+/m1/s1	AIBXKQALOBROCW-ZKSHOXQKSA-N	431.1944023			MMDBc0009329
BASm0015371	1-methylthio-2,3-di-O-(3',7',11',15'-tetramethylhexadecyl)glycerol (diphytanylglyceryl methylthioether)	1-methylthio-2,3-di-O-(3',7',11',15'-tetramethylhexadecyl)glycerol (diphytanylglyceryl methylthioether) is a glycerolipid. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	CC(C)CCCC(C)CCCC(C)CCCC(C)CCOCC(CS)OCCC(C)CCCC(C)CCCC(C)CCCC(C)C	C43H88O2S	InChI=1S/C43H88O2S/c1-35(2)17-11-19-37(5)21-13-23-39(7)25-15-27-41(9)29-31-44-33-43(34-46)45-32-30-42(10)28-16-26-40(8)24-14-22-38(6)20-12-18-36(3)4/h35-43,46H,11-34H2,1-10H3	SDGCHPMAHZLGFA-UHFFFAOYSA-N	668.6505032			MMDBc0009331
BASm0015372	methyl 4,10-dimethyldodecanoate	methyl 4,10-dimethyldodecanoate is a fatty acid ester belonging to the class of methyl esters. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	CCC(C)CCCCCC(C)CCC(=O)OC	C15H30O2	InChI=1S/C15H30O2/c1-5-13(2)9-7-6-8-10-14(3)11-12-15(16)17-4/h13-14H,5-12H2,1-4H3	DLAGEJXIKKDOFI-UHFFFAOYSA-N	242.2245802			MMDBc0009341
BASm0015373	Citreopyrone F	Citreopyrone F is a polyketide compound. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\[H])C1=C(C)C(OC)=CC(=O)O1)C(C)=O	C11H12O4	InChI=1S/C11H12O4/c1-7(12)4-5-9-8(2)10(14-3)6-11(13)15-9/h4-6H,1-3H3/b5-4+	BMPQVHKZLQTDRP-SNAWJCMRSA-N	208.0735589			MMDBc0009343
BASm0015374	5-hydroxyculmorin	5-hydroxyculmorin is a fungal metabolite belonging to the class of phenolic compounds. It is derived from culmorin and exhibits significant presence in various fungal species, particularly those within the Fusarium genus. This compound has been quantified in studies assessing mycotoxin levels, where it was found at notable concentrations in contaminated samples, with an average of 21,219 µg/kg reported (PMID:32316403). Additionally, 5-hydroxyculmorin has been associated with the modulation of mycotoxin levels, as evidenced by its observed lowering effects alongside other compounds like 15Ac-DON and sambucinol (PMID:27690101). Furthermore, research indicates positive correlations between levels of 5-hydroxyculmorin and other mycotoxins in durum wheat cultivars, suggesting its potential role in the biochemical interactions of these metabolites (PMID:24844356). The biological implications of 5-hydroxyculmorin are still under investigation, but its presence in significant quantities highlights its relevance in food safety and mycotoxin research.		Expected Solid	[H][C@@]1(O)C[C@]2(C)[C@]([H])(O)[C@]3([H])[C@@]1([H])[C@]2(C)CC[C@@]([H])(O)C3(C)C	C15H26O3	InChI=1S/C15H26O3/c1-13(2)9(17)5-6-14(3)10-8(16)7-15(14,4)12(18)11(10)13/h8-12,16-18H,5-7H2,1-4H3/t8-,9-,10+,11+,12-,14+,15-/m1/s1	XFKGEQRMYJCXFK-OFTJPINFSA-N	254.1881947			MMDBc0009360
BASm0015375	Communesin A	Communesin A is a Penicillium-derived alkaloid that belongs to the chemical class of metabolites. This compound is part of a diverse family of communesin alkaloids, which have garnered attention in recent synthetic and biological research. The total synthesis of communesin A and its related alkaloids has been explored through various innovative approaches, highlighting the compound's structural complexity and potential applications (PMID:26353936). Notably, the synthesis of communesin A has been achieved through P450-mediated coupling of indole fragments, showcasing the intricate chemistry involved in its formation (PMID:26963294). Furthermore, the producing organism, identified as Penicillium marinum, has been shown to accept modified amino acid analogues, leading to the generation of mono-fluoro-communesin analogues, which underscores the biological versatility of this metabolite (PMID:18280722). The production of communesin A along with other extrolites from fungal sources emphasizes its significance in both natural product chemistry and potential pharmacological applications (PMID:23173673). Recent collaborative syntheses have further advanced the understanding of communesin A, positioning it as a compound of interest in ongoing chemical and biological studies (PMID:31356068).		Expected Solid	[H]C1(OC1(C)C)[C@@]1([H])N2CC[C@]34C5=C1C=CC=C5N(C)[C@@]3([H])NC1=CC=CC=C1[C@]41CCN(C(C)=O)[C@]21[H]	C28H32N4O2	InChI=1S/C28H32N4O2/c1-16(33)31-14-12-27-18-9-5-6-10-19(18)29-24-28(27)13-15-32(25(27)31)22(23-26(2,3)34-23)17-8-7-11-20(21(17)28)30(24)4/h5-11,22-25,29H,12-15H2,1-4H3/t22-,23?,24+,25+,27-,28-/m0/s1	QKUUVGNHUMKUAN-CBRPJXDCSA-N	456.2525263			MMDBc0009363
BASm0015376	Terretonin B	Terretonin B is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating a need for further research to better understand its properties and potential applications.		Expected Solid	[H][C@@]12C(=O)O[C@@](C)(C(=O)OC)C(=O)[C@@]1(C)C(=C)C[C@]1(O)[C@@]3(C)CCC(=O)C(C)(C)[C@]3(O)C(=O)C(=O)[C@@]21C	C26H32O10	InChI=1S/C26H32O10/c1-12-11-25(33)21(4)10-9-13(27)20(2,3)26(21,34)16(29)15(28)23(25,6)14-17(30)36-24(7,19(32)35-8)18(31)22(12,14)5/h14,33-34H,1,9-11H2,2-8H3/t14-,21-,22+,23-,24-,25+,26-/m1/s1	UXTSGZSCMMEVEW-RAXSXEJPSA-N	504.1995472			MMDBc0009372
BASm0015377	Tricycloalternarene 6a	Tricycloalternarene 6a is a member of the class of organic compounds known as polycyclic aromatic hydrocarbons. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and biological significance.		Expected Solid	CC(CCC(O)C(C)(C)O)C1=CCC2(C)OC3=C(CC12)C(=O)CCC3O	C21H32O5	InChI=1S/C21H32O5/c1-12(5-8-18(24)20(2,3)25)13-9-10-21(4)15(13)11-14-16(22)6-7-17(23)19(14)26-21/h9,12,15,17-18,23-25H,5-8,10-11H2,1-4H3	JTDRYGZNULUXEU-UHFFFAOYSA-N	364.2249741			MMDBc0009373
BASm0015378	Oxosorbicillinol (tautomer)	Oxosorbicillinol (tautomer) is a member of the chemical class of metabolites. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its properties and biological significance.		Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])/C(/O)=C1\C(O)=C(C)C(=O)[C@@](C)(O)C1=O	C14H16O5	InChI=1S/C14H16O5/c1-4-5-6-7-9(15)10-11(16)8(2)12(17)14(3,19)13(10)18/h4-7,15-16,19H,1-3H3/b5-4+,7-6+,10-9-/t14-/m1/s1	JSSFRHLBNRCOAQ-QKAXFWGASA-N	264.0997736			MMDBc0009386
BASm0015379	Fusaproliferin	Fusaproliferin is a sesterterpene, characterized by a unique trans-fused 5/15-membered ring skeleton, that serves as a metabolite produced by the fungus Fusarium proliferatum and other related species (PMID:39318057). This compound has garnered attention for its potential therapeutic applications, particularly in the treatment of inflammation-related diseases. Research indicates that fusaproliferin and its analogs exhibit significant anti-inflammatory activity, as demonstrated through in vitro and in vivo studies utilizing lipopolysaccharide (LPS)-induced RAW264.7 macrophages and zebrafish embryos (PMID:37124719). The interest in fusaproliferin is further supported by its identification among various compounds in HPLC-MS analyses, alongside other notable metabolites (PMID:37375101). Moreover, fusaproliferin's biosynthetic gene cluster has been characterized, shedding light on its production mechanisms within the producing fungi (PMID:34357940). Given its promising biological activities, fusaproliferin is being explored as a hit compound for the development of therapies targeting inflammation-associated diseases (PMID:37124719). The prevalence of fusaproliferin in environmental samples highlights its significance within the mycotoxin landscape (PMID:34486889; PMID:34369295).		Expected Solid	[H]\C1=C(C)\CCC(O)\C(C)=C([H])/CC2C(C(C)COC(C)=O)=C(O)C(=O)C2(C)C\C([H])=C(C)/CC1	C27H40O5	InChI=1S/C27H40O5/c1-17-8-7-9-18(2)14-15-27(6)22(12-11-19(3)23(29)13-10-17)24(25(30)26(27)31)20(4)16-32-21(5)28/h8,11,14,20,22-23,29-30H,7,9-10,12-13,15-16H2,1-6H3/b17-8-,18-14-,19-11-	VRGWBRLULZUWAJ-JFRLOPJASA-N	444.2875744			MMDBc0009393
BASm0015380	Hexadecanedioic acid	Hexadecanedioic acid, also known as thapsic acid, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Hexadecanedioic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Hexadecanedioic acid is activated by mitochondrial and microsomal fractions in the liver (PMID: 4372285). It has antitumor activity (PMID: 14987827).		Expected Solid	OC(=O)CCCCCCCCCCCCCCC(O)=O	C16H30O4	InChI=1S/C16H30O4/c17-15(18)13-11-9-7-5-3-1-2-4-6-8-10-12-14-16(19)20/h1-14H2,(H,17,18)(H,19,20)	QQHJDPROMQRDLA-UHFFFAOYSA-N	286.2144094			MMDBc0009404
BASm0015381	Wickerol B	Wickerol B is a secondary metabolite belonging to the class of polyketides. It has been identified as a compound produced by the endophytic fungus Trichoderma atroviride A-YMD-9-4, which was isolated from the marine red alga Gracilaria verrucosa. The extraction of Wickerol B, along with other compounds, highlights the diverse chemical repertoire of fungi associated with marine organisms. This compound, along with its derivatives, showcases the potential of marine-derived fungi in producing bioactive metabolites that may have applications in pharmaceuticals or agriculture. The study of Wickerol B and its related compounds can provide insights into the ecological roles of these metabolites and their possible interactions with host organisms or other environmental factors. Understanding the biosynthetic pathways and biological activities of Wickerol B may also contribute to the broader field of natural product chemistry and its applications in drug discovery (PMID:34498954).		Expected Solid	[H][C@@]12CC[C@@]3(C)C[C@]4([H])[C@@]([H])(O)C[C@@]([H])(C)[C@](CC[C@]1(C)O)([C@]23[H])C4(C)C	C20H34O2	InChI=1S/C20H34O2/c1-12-10-15(21)14-11-18(4)7-6-13-16(18)20(12,17(14,2)3)9-8-19(13,5)22/h12-16,21-22H,6-11H2,1-5H3/t12-,13+,14-,15+,16-,18+,19+,20-/m1/s1	WNNOQHXNMDRPDQ-ACRGTBQJSA-N	306.2558803			MMDBc0009409
BASm0015382	Aspernolide A	Aspernolide A is a butyrolactone secondary metabolite that has garnered attention for its potential therapeutic applications in oncology. Isolated from the endophytic fungus Cladosporium cladosporioides, which is derived from the roots of Camptotheca acuminata, Aspernolide A exhibits significant biological activity. Research indicates that it suppresses non-small cell lung cancer (NSCLC) induced osteolytic bone invasion through the c-Fos/NFATC1 signaling pathway (PMID:34795947). In vitro studies have demonstrated its effects on osteolysis, RANKL-induced pathway activation, and bone resorption (PMID:34795947). Furthermore, Aspernolide A has been shown to inhibit the proliferation of human laryngeal carcinoma cells via mitochondrial apoptotic and STAT3 signaling pathways, with significant effects observed in dose- and time-dependent manners (PMID:30893785). The compound also exhibits soybean lipoxygenase inhibitory and DPPH radical-scavenging activities, highlighting its potential as an antioxidant and anti-inflammatory agent (PMID:20378968). Collectively, these findings suggest that Aspernolide A may serve as a promising candidate for further development in cancer therapeutics, particularly in the context of NSCLC and laryngeal carcinoma (PMID:30893785).		Expected Solid	COC(=O)[C@]1(CC2=CC3=C(OC(C)(C)CC3)C=C2)OC(=O)C(O)=C1C1=CC=C(O)C=C1	C24H24O7	InChI=1S/C24H24O7/c1-23(2)11-10-16-12-14(4-9-18(16)30-23)13-24(22(28)29-3)19(20(26)21(27)31-24)15-5-7-17(25)8-6-15/h4-9,12,25-26H,10-11,13H2,1-3H3/t24-/m1/s1	YCHNFUWRXHTAFK-XMMPIXPASA-N	424.1522031			MMDBc0009416
BASm0015383	Glutathionylspermidine I	Glutathionylspermidine I is a polyamine derivative classified as a thiol compound, specifically a glutathione conjugate. This metabolite plays a significant role in cellular redox homeostasis and protein modification, particularly in the context of glutathionylation, where it participates in the post-translational modification of proteins by adding glutathione to cysteine residues. The enzymatic processes involving glutathionylspermidine are crucial for understanding its function in both prokaryotic and eukaryotic systems. Recent studies highlight its application in proteomics, illustrating how it can be utilized to investigate protein interactions and modifications, such as the S-glutathionylation of tissue transglutaminase (PMID:25599150). This underscores the importance of glutathionylspermidine I not only as a metabolite but also as a valuable tool in biochemical research, providing insights into the regulatory mechanisms of protein function and the cellular response to oxidative stress (PMID:25599150).		Expected Solid	NCCCCNCCCN=C(O)CN=C(O)C(CS)N=C(O)CCC(N)C(O)=O	C17H34N6O5S	InChI=1S/C17H34N6O5S/c18-6-1-2-7-20-8-3-9-21-15(25)10-22-16(26)13(11-29)23-14(24)5-4-12(19)17(27)28/h12-13,20,29H,1-11,18-19H2,(H,21,25)(H,22,26)(H,23,24)(H,27,28)	NEDQLXHBVHSKNV-UHFFFAOYSA-N	434.2311394			MMDBc0009417
BASm0015384	Ficiolide G	Ficiolide G is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating a need for further research to elucidate its properties and potential biological significance.		Expected Solid	[H][C@@]1(C)CC[C@@]([H])(O)C=CC(=O)O[C@]([H])(C)CCC([H])(O)CCC(=O)O1	C16H26O6	InChI=1S/C16H26O6/c1-11-3-5-13(17)8-10-16(20)22-12(2)4-6-14(18)7-9-15(19)21-11/h7,9,11-14,17-18H,3-6,8,10H2,1-2H3/t11-,12-,13?,14-/m1/s1	SLMOZXAOZSMPIZ-MVWAYNQESA-N	314.1729386			MMDBc0009425
BASm0015385	Tetrahydromethanopterin	Tetrahydromethanopterin is a specialized coenzyme belonging to the class of pterins, primarily found in methanogenic archaea and methylotrophic bacteria. It plays a crucial role in one-carbon (C1) transfer and redox reactions, particularly in methanogenesis, where it facilitates the conversion of substrates into methane. Tetrahydromethanopterin participates in various biochemical pathways, including the tetrahydrofolate-linked and tetrahydromethanopterin-linked formaldehyde oxidation pathways, which are essential for the initial steps of C1 substrate conversions (PMID:40101460). Key enzymes such as tetrahydromethanopterin S-methyltransferase (MTR) and methyl-coenzyme reductase M (MCR) are involved in the final reactions of these pathways (PMID:39829484). Additionally, tetrahydromethanopterin can be conjugated with glutathione or tetrahydrofolate during further oxidation processes (PMID:38972563). The most universal electrogenic reaction in methane-producing energy metabolism is catalyzed by N5-methyl-tetrahydromethanopterin: coenzyme M methyltransferase, which couples Na+ transport with methyl transfer (PMID:3853...). Its presence has also been identified in metagenome-assembled genomes, indicating its significance in microbial methane metabolism (PMID:38524764).		Expected Solid	[H][C@](O)(COC1([H])OC([H])(COP(O)(=O)O[C@@]([H])(CCC(O)=O)C(O)=O)C([H])(O)C1([H])O)[C@]([H])(O)[C@]([H])(O)CC1=CC=C(N[C@]([H])(C)[C@]2([H])NC3=C(NC(=N)N=C3O)N[C@@]2([H])C)C=C1	C30H45N6O16P	InChI=1S/C30H45N6O16P/c1-12(21-13(2)33-26-22(34-21)27(44)36-30(31)35-26)32-15-5-3-14(4-6-15)9-16(37)23(41)17(38)10-49-29-25(43)24(42)19(51-29)11-50-53(47,48)52-18(28(45)46)7-8-20(39)40/h3-6,12-13,16-19,21,23-25,29,32,34,37-38,41-43H,7-11H2,1-2H3,(H,39,40)(H,45,46)(H,47,48)(H4,31,33,35,36,44)/t12-,13+,16-,17+,18+,19?,21+,23-,24?,25?,29?/m1/s1	SCBIBGUJSMHIAI-MQLZEDRSSA-N	776.2629664			MMDBc0009442
BASm0015386	(1S,2S)-3-oxo-2-pentylcyclopentane-1-butyric acid methyl ester	(1S,2S)-3-oxo-2-pentylcyclopentane-1-butyric acid methyl ester is a cyclopentanecarboxylic acid derivative. There is limited literature available on this metabolite, indicating a gap in the understanding of its biological significance and potential applications.		Expected Solid	[H][C@]1(CCCC(=O)OC)CCC(=O)[C@@]1([H])CCCCC	C15H26O3	InChI=1S/C15H26O3/c1-3-4-5-8-13-12(10-11-14(13)16)7-6-9-15(17)18-2/h12-13H,3-11H2,1-2H3/t12-,13-/m0/s1	UHUOVKQTMKOWAH-STQMWFEESA-N	254.1881947			MMDBc0009443
BASm0015387	Carmabin B			Expected Solid	COC1=CC=C(CC(N(C)C(=O)C(C)N(C)C(=O)C(C)N=C(O)C(CC2=CC=CC=C2)N(C)C(=O)C(C)CC(C)CCCCC(C)=O)C(O)=N)C=C1	C40H59N5O7	InChI=1S/C40H59N5O7/c1-26(15-13-14-16-28(3)46)23-27(2)38(49)45(8)35(25-31-17-11-10-12-18-31)37(48)42-29(4)39(50)43(6)30(5)40(51)44(7)34(36(41)47)24-32-19-21-33(52-9)22-20-32/h10-12,17-22,26-27,29-30,34-35H,13-16,23-25H2,1-9H3,(H2,41,47)(H,42,48)	FZTCTTODSSJQQB-UHFFFAOYSA-N	721.4414493			MMDBc0009447
BASm0015388	Miyakamide B2	Miyakamide B2 is a secondary metabolite belonging to the class of alkaloids. There is little literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(N=C(O)[C@]([H])(CC1=CC=CC=C1)N(C)C(=O)[C@]([H])(CC1=CC=C(O)C=C1)N=C(C)O)=C(\[H])C1=CNC2=CC=CC=C12	C31H32N4O4	InChI=1S/C31H32N4O4/c1-21(36)34-28(18-23-12-14-25(37)15-13-23)31(39)35(2)29(19-22-8-4-3-5-9-22)30(38)32-17-16-24-20-33-27-11-7-6-10-26(24)27/h3-17,20,28-29,33,37H,18-19H2,1-2H3,(H,32,38)(H,34,36)/b17-16+/t28-,29-/m0/s1	FDKBLSNCAOHWNC-RWBSXZSISA-N	524.2423555			MMDBc0009454
BASm0015389	Atpenin A4	Atpenin A4 is a pyridine derivative belonging to the class of natural products known as alkaloids. This compound has garnered attention due to its biological activity, particularly its ability to inhibit the growth of human prostate cancer DU-145 cells in coculture with human prostate stromal cells, demonstrating a stronger effect than in monoculture (PMID:19282876). The molecular structure of atpenin A4 has been elucidated through single crystal X-ray crystallographic analysis, confirming its absolute configuration as 2'S,4'S,5'S-5,6-dimethoxy-4-hydroxy-5'-chloro-2',4'-dimethyl-1'-oxoheptyl-2-hydroxypyridine (I') (PMID:2276974). These findings highlight the potential of atpenin A4 as a candidate for further investigation in cancer therapeutics, given its structural complexity and promising biological effects.		Expected Solid	[H][C@](C)(C[C@]([H])(C)[C@]([H])(C)Cl)C(=O)C1=C(O)C(OC)=C(OC)N=C1O	C15H22ClNO5	InChI=1S/C15H22ClNO5/c1-7(9(3)16)6-8(2)11(18)10-12(19)13(21-4)15(22-5)17-14(10)20/h7-9H,6H2,1-5H3,(H2,17,19,20)/t7-,8-,9-/m0/s1	LDPADGWFJFHTLH-CIUDSAMLSA-N	331.1186505			MMDBc0009476
BASm0015390	Chloropestolide B	Chloropestolide B is a chlorinated organic compound belonging to the class of secondary metabolites. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]C(=C=C1C[C@]([H])(O)[C@]2([H])O[C@]2(CC=C(C)C)[C@]1([H])O)[C@]1(C)C[C@@]2(C=C(OC)[C@@]1(Cl)C(=O)[C@]21OC(=O)C2=C(O)C=C(C)C=C2O1)C(=O)OC	C33H35ClO11	InChI=1S/C33H35ClO11/c1-16(2)7-10-31-24(37)18(13-20(36)25(31)44-31)8-9-29(4)15-30(28(40)42-6)14-22(41-5)32(29,34)27(39)33(30)43-21-12-17(3)11-19(35)23(21)26(38)45-33/h7,9,11-12,14,20,24-25,35-37H,10,13,15H2,1-6H3/t8?,20-,24+,25-,29+,30-,31+,32+,33-/m0/s1	WNDQDJWJVKECHL-VDOBOWPVSA-N	642.1867896			MMDBc0009478
BASm0015391	Terrephenol A	Terrephenol A is a phenolic compound belonging to the class of aromatic metabolites. There is limited literature available on Terrephenol A, with few studies exploring its properties and biological significance.		Expected Solid	COC(=O)[C@]1(CC2=CC(CC=C(C)C)=C(O)C(OC)=C2)OC(=O)C(O)=C1C1=CC=C(O)C=C1	C25H26O8	InChI=1S/C25H26O8/c1-14(2)5-6-17-11-15(12-19(31-3)21(17)27)13-25(24(30)32-4)20(22(28)23(29)33-25)16-7-9-18(26)10-8-16/h5,7-12,26-28H,6,13H2,1-4H3/t25-/m1/s1	UUJQXWCJZMPOBC-RUZDIDTESA-N	454.1627678			MMDBc0009480
BASm0015392	Enniatin-B3			Expected Solid	CC(C)C1OC(=O)C(N=C(O)C(OC(=O)C(C(C)C)N(C)C(=O)C(OC(=O)C(N=C1O)C(C)C)C(C)C)C(C)C)C(C)C	C31H53N3O9	InChI=1S/C31H53N3O9/c1-14(2)20-29(38)41-23(17(7)8)26(35)33-21(15(3)4)30(39)43-25(19(11)12)28(37)34(13)22(16(5)6)31(40)42-24(18(9)10)27(36)32-20/h14-25H,1-13H3,(H,32,36)(H,33,35)	QFFKZYTWXQBSBH-UHFFFAOYSA-N	611.3781803			MMDBc0009484
BASm0015393	Precolibactin B	Precolibactin B is a polyketide compound. There is limited literature available on this metabolite, and further research is needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@](C)(CCC1=C2C(O)=NC3(CC3)C2=CC(=O)N1CC1=NC(=CS1)C(O)=O)N=C(O)[C@@]([H])(CC(O)=N)N=C(O)CCCCCCCCCCCCC	C36H52N6O7S	InChI=1S/C36H52N6O7S/c1-3-4-5-6-7-8-9-10-11-12-13-14-29(44)39-25(20-28(37)43)33(46)38-23(2)15-16-27-32-24(36(17-18-36)41-34(32)47)19-31(45)42(27)21-30-40-26(22-50-30)35(48)49/h19,22-23,25H,3-18,20-21H2,1-2H3,(H2,37,43)(H,38,46)(H,39,44)(H,41,47)(H,48,49)/t23-,25+/m0/s1	CYECZFOLZAKWQB-UKILVPOCSA-N	712.3618192			MMDBc0009491
BASm0015394	Aspergilol A	Aspergilol A is a secondary metabolite belonging to the class of polyketides. This compound has garnered attention in biomedical research due to its significant cytotoxic activities against various cancer cell lines, including MCF-7, MDA-MB231, and HepG2, with reported IC50 values ranging from 21.20 to 48.76 μM. The ability of aspergilol A to inhibit the growth of these cancer cells highlights its potential as a therapeutic agent in oncology. Furthermore, its structural analog, aspergilol B, has also demonstrated cytotoxic effects, specifically on MCF-7 cells with an IC50 of 27.41 μM, suggesting that related compounds within this chemical class may share similar biological activities. The exploration of aspergilol A and its derivatives could lead to the development of novel anti-cancer therapies, making it an important subject of study in the fields of medicinal chemistry and cancer biology. (PMID:33480256)		Expected Solid	[H][C@](CCCCC)(C1=C(O)C=C(OC2=CC(C)=CC(O)=C2)C=C1C)C1=C(O)C=C2C(=O)C3=C(C(O)=CC(O)=C3)C(=O)C2=C1O	C34H32O9	InChI=1S/C34H32O9/c1-4-5-6-7-22(28-17(3)10-21(14-26(28)38)43-20-9-16(2)8-18(35)11-20)29-27(39)15-24-31(33(29)41)34(42)30-23(32(24)40)12-19(36)13-25(30)37/h8-15,22,35-39,41H,4-7H2,1-3H3/t22-/m0/s1	PBHGSIRHKIBKSJ-QFIPXVFZSA-N	584.2046326			MMDBc0009503
BASm0015395	Pestalofone A	Pestalofone A is a polyketide, a chemical class known for its diverse structures and biological activities, produced by certain fungi. This metabolite has garnered attention due to its potential therapeutic applications, particularly in the field of cancer research. The total synthesis of (+)-Pestalofone A has been successfully achieved, demonstrating the compound's complex structure and providing insights into its chemical properties and reactivity (PMID:32340445). Polyketides like Pestalofone A are often characterized by their ability to interact with biological systems, which may include antimicrobial, antifungal, and anticancer activities. The exploration of Pestalofone A's biological effects could lead to the development of novel pharmaceuticals, highlighting the importance of understanding such metabolites in both chemistry and biology. As research continues, the elucidation of the mechanisms through which Pestalofone A exerts its effects may reveal new avenues for therapeutic interventions.		Expected Solid	[H]\C(C=C(C)C)=C1\C[C@]([H])(O)[C@]2([H])O[C@]2(CC=C(C)C)C1=O	C16H22O3	InChI=1S/C16H22O3/c1-10(2)5-6-12-9-13(17)15-16(19-15,14(12)18)8-7-11(3)4/h5-7,13,15,17H,8-9H2,1-4H3/b12-6+/t13-,15-,16+/m0/s1	XPTXPZUFXASXPQ-KHCQGZIYSA-N	262.1568946			MMDBc0009509
BASm0015396	1-Hydroxyyanuthone A	1-Hydroxyyanuthone A is a flavonoid, a class of compounds known for their diverse biological activities. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC12O[C@]1([H])[C@]([H])(O)C(COC(C)=O)=CC2=O)=C(\C)CO	C24H34O6	InChI=1S/C24H34O6/c1-16(8-6-10-18(3)14-25)7-5-9-17(2)11-12-24-21(27)13-20(15-29-19(4)26)22(28)23(24)30-24/h7,10-11,13,22-23,25,28H,5-6,8-9,12,14-15H2,1-4H3/b16-7+,17-11+,18-10+/t22-,23-,24?/m1/s1	GZWIBJOEECGLTA-GDKWXELFSA-N	418.2355388			MMDBc0009514
BASm0015397	Pichiafuran B	Pichiafuran B is a furan-based metabolite belonging to the class of natural products. There is limited literature available on Pichiafuran B, with few studies detailing its properties and potential biological activities.		Expected Solid	[H][C@@](CO)(OCCC1=CC=C(O)C=C1)C1=CC=CO1	C14H16O4	InChI=1S/C14H16O4/c15-10-14(13-2-1-8-17-13)18-9-7-11-3-5-12(16)6-4-11/h1-6,8,14-16H,7,9-10H2/t14-/m0/s1	PUFLCQMPJAHYJQ-AWEZNQCLSA-N	248.104859			MMDBc0009517
BASm0015398	Secoemestrin C			Expected Solid	[H][C@@]1(O)C2=COC=C[C@]([H])(OC(=O)C3=CC(OC4=C(O)C=CC(C=O)=C4)=C(OC)C=C3)[C@@]2([H])N2C(=O)[C@@]3([H])SSSS[C@@]12C(=O)N3C	C27H22N2O10S4	InChI=1S/C27H22N2O10S4/c1-28-24-23(33)29-21-15(22(32)27(29,26(28)35)41-43-42-40-24)12-37-8-7-18(21)39-25(34)14-4-6-17(36-2)20(10-14)38-19-9-13(11-30)3-5-16(19)31/h3-12,18,21-22,24,31-32H,1-2H3/t18-,21-,22+,24+,27+/m0/s1	GGRMGMVFFCJIEH-MDCXFTONSA-N	662.0157296			MMDBc0009543
BASm0015399	3-amino-3-deoxy-D-glucose	3-amino-3-deoxy-D-glucose is a member of the amino sugar class and is recognized as a metabolite with significant biological implications. This compound, also known as kanosamine, serves as a characteristic sugar unit in kanamycins, a group of aminoglycoside antibiotics (PMID:32237736). It plays a crucial role in bacterial cell wall synthesis inhibition, particularly in Staphylococcus aureus, where its growth-inhibitory effects can be countered by glucosamine and N-acetylglucosamine (PMID:479118). The antibiotic properties of 3-amino-3-deoxy-D-glucose have been highlighted in studies identifying it as a product of deep-sea bacteria (PMID:3569498). Furthermore, it has been investigated alongside various phosphate-modified derivatives to understand its biochemical interactions (PMID:33403742). The compound's structural characteristics, including its linkage with other deoxy sugars, underscore its importance in microbial physiology and antibiotic development (PMID:3666956). Overall, 3-amino-3-deoxy-D-glucose is a vital metabolite with significant implications in both chemistry and microbiology, particularly in the context of antibiotic resistance and bacterial cell wall synthesis.		Expected Solid	[H][C@@](O)(CO)[C@@]([H])(O)[C@]([H])(N)[C@@]([H])(O)C=O	C6H13NO5	InChI=1S/C6H13NO5/c7-5(3(10)1-8)6(12)4(11)2-9/h1,3-6,9-12H,2,7H2/t3-,4+,5+,6+/m0/s1	FOEXHEVNPRRHDY-SLPGGIOYSA-N	179.0793725			MMDBc0009544
BASm0015400	Aspermytin A			Expected Solid	[H][C@]1(C)CC[C@@]2([H])[C@]([H])(C1)C=C[C@@](C)(O)[C@]2(C)C(=O)CCO	C16H26O3	InChI=1S/C16H26O3/c1-11-4-5-13-12(10-11)6-8-15(2,19)16(13,3)14(18)7-9-17/h6,8,11-13,17,19H,4-5,7,9-10H2,1-3H3/t11-,12-,13-,15+,16-/m0/s1	RYBXJAJHOPCXHS-RDUHTLEXSA-N	266.1881947			MMDBc0009547
BASm0015401	2,3-Dihydroxy-N-benzoylserine	2,3-Dihydroxy-N-benzoylserine is a secondary metabolite belonging to the class of amino acid derivatives. It is recognized for its role as a biosynthetic precursor to enterobactin, a well-studied siderophore involved in iron acquisition in bacteria. This compound has been identified in various Streptomyces strains, indicating its significance in microbial metabolism and ecology. In a high-performance liquid chromatography (HPLC) screening program, 2,3-dihydroxy-N-benzoylserine was detected alongside its linear dimer and trimer condensation products, as well as other trihydroxamate-type siderophores such as desferri-ferrioxamine B and E (PMID:11267771). The structural elucidation of 2,3-dihydroxy-N-benzoylserine and its conjugates, particularly in relation to enterochelin from Escherichia coli, further highlights its importance in microbial iron transport systems (PMID:4926450). Additionally, studies have focused on the chemical synthesis of 2,3-dihydroxy-N-benzoylserine, providing insights into its properties and potential applications (PMID:4888775). Overall, this compound plays a crucial role in the biosynthesis of iron-chelating agents, contributing to our understanding of microbial survival strategies.		Expected Solid	OCC(NC(=O)C1=CC=CC(O)=C1O)C(O)=O	C10H11NO6	InChI=1S/C10H11NO6/c12-4-6(10(16)17)11-9(15)5-2-1-3-7(13)8(5)14/h1-3,6,12-14H,4H2,(H,11,15)(H,16,17)	VDTYHTVHFIIEIL-UHFFFAOYSA-N	241.0586371			MMDBc0009552
BASm0015402	10-epi-dihydrobotrydial	10-epi-dihydrobotrydial is a sesquiterpenoid, a class of terpenes composed of three isoprene units. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]12[C@]([H])(C[C@@]([H])(C)[C@]3([H])[C@]([H])(O)OC[C@@](C)(CC1(C)C)[C@]23O)OC(C)=O	C17H28O5	InChI=1S/C17H28O5/c1-9-6-11(22-10(2)18)13-15(3,4)7-16(5)8-21-14(19)12(9)17(13,16)20/h9,11-14,19-20H,6-8H2,1-5H3/t9-,11+,12-,13+,14-,16-,17-/m1/s1	QUGYVDURDBEQRB-VZJVBFQISA-N	312.193674			MMDBc0009561
BASm0015403	Fumigatoside B	Fumigatoside B is a glucosidated indole-containing quinazoline alkaloid metabolite described in biomedical literature. It was isolated from the mangrove-derived fungus Aspergillus fumigatus SAl12, alongside other compounds such as fumigatosides G and H, and fumiquinazoline J (PMID:37157883). The structural elucidation of fumigatoside B involved determining its absolute configurations through the comparison of electronic circular dichroic (ECD) spectra with that of the known compound and with calculated ECD spectra (PMID:37157883). This compound is of interest not only for its unique chemical structure but also for its potential biological activities, which are commonly associated with alkaloids. The study of fumigatoside B contributes to the understanding of the chemical diversity produced by fungi and their potential applications in pharmacology and biotechnology.		Expected Solid	[H][C@@]1(C)N([C@@]2([H])N(C1=O)C1=CC=CC=C1[C@@]2(O)C[C@]1([H])N2C(=O)C3=CC=CC=C3N=C2[C@@](C)(O)N=C1O)[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C30H33N5O10	InChI=1S/C30H33N5O10/c1-13-24(41)35-17-10-6-4-8-15(17)30(44,28(35)33(13)26-22(39)21(38)20(37)19(12-36)45-26)11-18-23(40)32-29(2,43)27-31-16-9-5-3-7-14(16)25(42)34(18)27/h3-10,13,18-22,26,28,36-39,43-44H,11-12H2,1-2H3,(H,32,40)/t13-,18-,19+,20+,21-,22+,26+,28-,29+,30-/m0/s1	CFCZBNWOXKZOMD-TUKBVIKSSA-N	623.2227423			MMDBc0009571
BASm0015404	11-α-methoxycurvularin	11-α-methoxycurvularin is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential biological activities.		Expected Solid	[H][C@]1(C)CCC[C@@]([H])(CC(=O)C2=C(O)C=C(O)C=C2CC(=O)O1)OC	C17H22O6	InChI=1S/C17H22O6/c1-10-4-3-5-13(22-2)9-15(20)17-11(7-16(21)23-10)6-12(18)8-14(17)19/h6,8,10,13,18-19H,3-5,7,9H2,1-2H3/t10-,13-/m0/s1	LBVPDFGFLMFDPI-GWCFXTLKSA-N	322.1416384			MMDBc0009577
BASm0015405	Asporyzin C	Asporyzin C is a novel indoloditerpene derivative, classified within the chemical class of indoloditerpenes. It was isolated from the endophytic fungus Aspergillus oryzae, which was obtained from the marine red alga Heterosiphonia japonica. This compound is part of a group that includes other related indoloditerpenes such as asporyzin A, asporyzin B, JBIR-03, emindole SB, and emeniveol, highlighting its structural and functional diversity within this class of natural products. The indoloditerpene structure is characterized by a fused indole and diterpene framework, which is often associated with various biological activities, although specific biological functions of Asporyzin C remain to be fully elucidated. The discovery of Asporyzin C and its related compounds contributes to the understanding of the chemical ecology of marine fungi and their potential applications in pharmaceuticals and biotechnology (PMID:20797856).		Expected Solid	[H]\C(C[C@]1(C)[C@@]([H])(O)CC[C@@]2(C)[C@@]1([H])CC[C@@]1([H])CC3=C(NC4=CC=CC=C34)[C@]21C)=C(\[H])C(C)(C)O	C28H39NO2	InChI=1S/C28H39NO2/c1-25(2,31)14-8-15-26(3)22-12-11-18-17-20-19-9-6-7-10-21(19)29-24(20)28(18,5)27(22,4)16-13-23(26)30/h6-10,14,18,22-23,29-31H,11-13,15-17H2,1-5H3/b14-8+/t18-,22-,23-,26-,27-,28+/m0/s1	UCZDOMMSHDUFIK-TWQPBVKTSA-N	421.2980795			MMDBc0009597
BASm0015406	Carolacton	Carolacton is a natural product macrolactone belonging to the class of metabolites. It is derived from the bacterium Sorangium cellulosum and has garnered attention for its biological activities, particularly as an inhibitor of the enzyme MTHFD1. Studies have demonstrated that carolacton exhibits potent antiviral properties against various RNA viruses, including SARS-CoV-2, making it a promising candidate for therapeutic applications (PMID:38170945). Additionally, it has been identified as having biofilm inhibitory activity, although its specific biological target was previously unknown (PMID:39133525). The synthesis of carolacton has been achieved through a concise total synthesis involving key reactions such as Krische allylation and RCM (PMID:38170945). Furthermore, carolacton and its simplified analogues have shown notable antiviral activity, paving the way for further exploration of their therapeutic potential (PMID:38170945). The compound is part of a broader category of natural products that exhibit anti-biofilm activity, highlighting its relevance in both microbiology and virology (PMID:32608431). Overall, carolacton represents a significant advancement in the search for effective antiviral agents and biofilm inhibitors.		Expected Solid	[H]C(=C(C)[C@@]1([H])OC(=O)[C@]([H])(O)[C@]([H])(O)\C([H])=C([H])\[C@]([H])(C)CCC[C@]1([H])C)[C@@]([H])(C)C(=O)[C@]([H])(C)[C@@]([H])(CC(O)=O)OC	C25H40O8	InChI=1S/C25H40O8/c1-14-8-7-9-15(2)24(33-25(31)23(30)19(26)11-10-14)17(4)12-16(3)22(29)18(5)20(32-6)13-21(27)28/h10-12,14-16,18-20,23-24,26,30H,7-9,13H2,1-6H3,(H,27,28)/b11-10+,17-12+/t14-,15+,16-,18-,19-,20-,23-,24+/m1/s1	WCKOGWVWLFJJJX-ZCXGUVEESA-N	468.2723182			MMDBc0009607
BASm0015407	Pseudomonas fluorescens BTP2 Pyoverdin	Pseudomonas fluorescens BTP2 Pyoverdin is a siderophore, a type of iron-chelating compound. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@](C)(O)[C@]([H])(N=C(O)CN=C(O)[C@@]([H])(N=C(O)[C@@]([H])(N=C(O)[C@@]([H])(CO)N=C(O)C1([H])CCNC2=C(C=C3C=C(O)C(=O)C=C3N12)N=C(O)CCC(O)=N)C(C)C)[C@]([H])(O)C(O)=O)C(O)=N[C@]([H])(CO)C(O)=N[C@@]1([H])CCCN(O)C1=O	C43H60N12O19	InChI=1S/C43H60N12O19/c1-17(2)31(52-37(66)23(16-57)49-38(67)24-8-9-45-35-21(47-29(62)7-6-28(44)61)11-19-12-26(59)27(60)13-25(19)55(24)35)40(69)53-33(34(64)43(72)73)39(68)46-14-30(63)51-32(18(3)58)41(70)50-22(15-56)36(65)48-20-5-4-10-54(74)42(20)71/h11-13,17-18,20,22-24,31-34,45,56-59,64,74H,4-10,14-16H2,1-3H3,(H2,44,61)(H,46,68)(H,47,62)(H,48,65)(H,49,67)(H,50,70)(H,51,63)(H,52,66)(H,53,69)(H,72,73)/t18-,20+,22-,23-,24?,31+,32+,33+,34+/m1/s1	PYHRNECAEOQSFO-QKKIUPTKSA-N	1048.409768			MMDBc0009609
BASm0015408	Pseudophomin B	Pseudophomin B is a secondary metabolite belonging to the class of antifungal compounds. It has been identified for its significant antifungal activity against various phytopathogens, notably Phoma lingam/Leptosphaeria maculans and Sclerotinia sclerotiorum, demonstrating higher efficacy than its analogue, pseudophomin A. This suggests that Pseudophomin B is likely the primary active component responsible for the antifungal properties observed in ethyl acetate (EtOAc) extracts derived from the strain BRG100 (PMID:12591264). In contrast, while Pseudophomin B exhibits potent antifungal characteristics, it is less effective in inhibiting the root germination of green foxtail (Setaria viridis) compared to pseudophomin A, indicating a differential biological activity between these two compounds (PMID:12591264). The distinct profiles of Pseudophomin B and its analogues underscore the importance of structural variations in determining their biological functions, particularly in the context of plant-pathogen interactions and potential applications in agricultural biotechnology.		Expected Solid	[H][C@@](O)(CCCCCCCCC)CC(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CCC(O)=O)C(O)=N[C@@]1([H])C(O)=N[C@@]([H])(C(O)=N[C@]([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=N[C@]([H])(C(=O)O[C@]1([H])C)[C@@]([H])(C)CC)[C@@]([H])(C)CC	C57H101N9O16	InChI=1S/C57H101N9O16/c1-13-16-17-18-19-20-21-22-37(69)28-44(70)58-39(25-31(4)5)50(74)59-38(23-24-45(71)72)49(73)66-48-36(12)82-57(81)47(35(11)15-3)65-54(78)43(30-68)63-51(75)40(26-32(6)7)60-53(77)42(29-67)62-52(76)41(27-33(8)9)61-55(79)46(34(10)14-2)64-56(48)80/h31-43,46-48,67-69H,13-30H2,1-12H3,(H,58,70)(H,59,74)(H,60,77)(H,61,79)(H,62,76)(H,63,75)(H,64,80)(H,65,78)(H,66,73)(H,71,72)/t34-,35-,36+,37+,38+,39-,40-,41+,42+,43+,46+,47-,48+/m0/s1	QLBHHKHBJWIIDN-VSZHWASFSA-N	1167.736628			MMDBc0009611
BASm0015409	4-Methylquinazoline	4-Methylquinazoline is a member of the quinazoline chemical class, recognized for its diverse biological activities and potential therapeutic applications. This compound has been explored in various studies for its role as a pharmacophore in the design of inhibitors targeting the phosphoinositide 3-kinase (PI3K) pathway, which is crucial in cancer biology. For instance, a 4-methylquinazoline-based scaffold was utilized to create novel PI3K PROTAC degraders, demonstrating its utility in targeted protein degradation (PMID:40518729). Additionally, a fluorescent PI3K inhibitor incorporating this pharmacophore showed promising biological evaluation (PMID:40286989). The compound's derivatives have been characterized for their potent anti-tumor activity, particularly against human glioblastoma (PMID:35256946). Furthermore, 4-methylquinazoline has been identified as a significant airborne biomolecule, highlighting its presence in environmental contexts (PMID:34476521). Its derivatives, such as 2-guanidine-4-methylquinazoline, have also been investigated for their modulatory effects on ASIC3, indicating potential applications in neuromodulation (PMID:32027884). Overall, 4-methylquinazoline represents a versatile scaffold with promising implications in both medicinal chemistry and biological research.		Expected Solid	CC1=NC=NC2=CC=CC=C12	C9H8N2	InChI=1S/C9H8N2/c1-7-8-4-2-3-5-9(8)11-6-10-7/h2-6H,1H3	JWEOEZZCZCCPJL-UHFFFAOYSA-N	144.0687483			MMDBc0009617
BASm0015410	Okaramine D			Expected Solid	[H]\C1=C([H])\C(C)(C)C2=C(\C([H])=C3/N1C(=O)[C@]1(O)N(C3=O)[C@]34N(C5=CC=CC=C5[C@]3(O)[C@]1([H])OC)C(C)(C)[C@@]4([H])CO)C1=CC=CC=C1N2	C33H34N4O6	InChI=1S/C33H34N4O6/c1-29(2)14-15-35-23(16-19-18-10-6-8-12-21(18)34-25(19)29)26(39)37-32(42,28(35)40)27(43-5)31(41)20-11-7-9-13-22(20)36-30(3,4)24(17-38)33(31,36)37/h6-16,24,27,34,38,41-42H,17H2,1-5H3/b15-14-,23-16-/t24-,27+,31+,32+,33+/m1/s1	VIKRIYAAOWJXCT-ZLMSUABPSA-N	582.2478348			MMDBc0009620
BASm0015411	Pneumocandin A1	Pneumocandin A1 is a lipopeptide antibiotic belonging to the class of echinocandins. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@](C)(CC)C[C@]([H])(C)CCCCCCCCC(O)=N[C@]1([H])C[C@@]([H])(O)[C@@]([H])(O)N=C(O)[C@@]2([H])N(C[C@]([H])(C)[C@]2([H])O)C(=O)[C@@]([H])(N=C(O)[C@]([H])(C[C@@]([H])(O)C2=CC=C(O)C=C2)N=C(O)[C@]2([H])C[C@@]([H])(O)CN2C(=O)[C@@]([H])(N=C1O)[C@@]([H])(C)O)[C@]([H])(O)CC(O)=N	C51H82N8O16	InChI=1S/C51H82N8O16/c1-6-26(2)19-27(3)13-11-9-7-8-10-12-14-40(67)53-33-22-38(65)48(72)57-49(73)43-44(68)28(4)24-59(43)51(75)42(37(64)23-39(52)66)56-46(70)34(21-36(63)30-15-17-31(61)18-16-30)54-47(71)35-20-32(62)25-58(35)50(74)41(29(5)60)55-45(33)69/h15-18,26-29,32-38,41-44,48,60-65,68,72H,6-14,19-25H2,1-5H3,(H2,52,66)(H,53,67)(H,54,71)(H,55,69)(H,56,70)(H,57,73)/t26-,27+,28-,29+,32+,33+,34-,35-,36+,37+,38+,41-,42-,43-,44-,48+/m0/s1	QHYUKZZCYGMWMK-FGYLIMHMSA-N	1062.584879			MMDBc0009624
BASm0015412	Marcfortine B	Marcfortine B is a spirocyclic metabolite belonging to the class of natural products. Its synthesis involves a carboxylative TMM cycloaddition to create the spirocyclic core, which is subsequently modified through an intramolecular Michael addition and oxidative radical cyclization, leading to the formation of a strained bicyclic ring system (PMID:24083654). This complex synthetic pathway highlights the intricate chemistry involved in producing marcfortine B, showcasing the innovative strategies employed in total synthesis (PMID:17315880). While primarily a chemical compound, the biological implications of marcfortine B remain a subject of interest, as metabolites of this nature often exhibit significant pharmacological properties. Understanding its chemical structure and synthesis can provide insights into potential biological activities and therapeutic applications.		Expected Solid	[H][C@]12C[C@]34CCCCN3C[C@@]1(C[C@@]1(C(O)=NC3=C1C=CC1=C3OC=CC(C)(C)O1)C2(C)C)N=C4O	C27H33N3O4	InChI=1S/C27H33N3O4/c1-23(2)10-12-33-20-17(34-23)8-7-16-19(20)28-22(32)27(16)14-25-15-30-11-6-5-9-26(30,21(31)29-25)13-18(25)24(27,3)4/h7-8,10,12,18H,5-6,9,11,13-15H2,1-4H3,(H,28,32)(H,29,31)/t18-,25-,26+,27-/m1/s1	SGIZPBSMKAKPSO-TYTRUSGLSA-N	463.2471066			MMDBc0009626
BASm0015413	Isocrotonylpterosin B	Isocrotonylpterosin B is a member of the class of metabolites known as pterosin derivatives. There is limited literature available on this compound, indicating a need for further research to elucidate its biological significance and potential applications.		Expected Solid	[H]\C(C)=C(/[H])C(=O)OCCC1=C(C)C2=C(CC(C)C2=O)C=C1C	C18H22O3	InChI=1S/C18H22O3/c1-5-6-16(19)21-8-7-15-11(2)9-14-10-12(3)18(20)17(14)13(15)4/h5-6,9,12H,7-8,10H2,1-4H3/b6-5-	GBAZYZXBOHZLRR-WAYWQWQTSA-N	286.1568946			MMDBc0009632
BASm0015414	Sydonic acid			Expected Solid	CC(C)CCC[C@](C)(O)C1=C(O)C=C(C=C1)C(O)=O	C15H22O4	InChI=1S/C15H22O4/c1-10(2)5-4-8-15(3,19)12-7-6-11(14(17)18)9-13(12)16/h6-7,9-10,16,19H,4-5,8H2,1-3H3,(H,17,18)/t15-/m0/s1	VZXPWVDKXCYHSI-HNNXBMFYSA-N	266.1518092			MMDBc0009646
BASm0015415	Bacillcoumacin E	Bacillcoumacin E is a lipopeptide antibiotic. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@@](O)(C(O)=N[C@@]([H])(CC(C)C)[C@]1([H])CC2=C(C(=O)O1)C(O)=CC=C2)[C@@]1([H])OC(=O)C[C@]1([H])SC	C21H27NO7S	InChI=1S/C21H27NO7S/c1-10(2)7-12(14-8-11-5-4-6-13(23)17(11)21(27)28-14)22-20(26)18(25)19-15(30-3)9-16(24)29-19/h4-6,10,12,14-15,18-19,23,25H,7-9H2,1-3H3,(H,22,26)/t12-,14-,15-,18-,19-/m0/s1	MNKYNHDZSCISPZ-GOYXDOSHSA-N	437.1508234			MMDBc0009661
BASm0015416	(2R,4bS,6aS,12bS,12cR)-9-isopentenylpaxilline	(2R,4bS,6aS,12bS,12cR)-9-isopentenylpaxilline is a natural product belonging to the class of alkaloids. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological activities.		Expected Solid	[H][C@]12CC3=C(NC4=C3C=C(C=C4)C(C)(C)C=C)[C@]1(C)[C@@]1(C)CC=C3O[C@@]([H])(C(=O)C=C3[C@]1(O)CC2)C(C)(C)O	C32H39NO4	InChI=1S/C32H39NO4/c1-8-28(2,3)18-9-10-23-20(15-18)21-16-19-11-14-32(36)22-17-24(34)27(29(4,5)35)37-25(22)12-13-30(32,6)31(19,7)26(21)33-23/h8-10,12,15,17,19,27,33,35-36H,1,11,13-14,16H2,2-7H3/t19-,27-,30+,31+,32+/m0/s1	FNTKJPWOQYZZSM-LGTSKZSNSA-N	501.2879087			MMDBc0009662
BASm0015417	Quinolactacin A2	Quinolactacin A2 is a pyridine derivative belonging to the chemical class of alkaloids. It is identified as a metabolite isolated from the culture broth of a marine-derived fungus, alongside other compounds such as quinolactacin AI and quinolactacin C1 (PMID: 12762761). The compound is notable for its structural complexity, which includes a unique bicyclic framework that contributes to its biological activity. Quinolactacin A2 has garnered interest due to its potential pharmacological properties, which may arise from its interaction with biological targets, although specific biological functions remain to be fully elucidated. The synthesis of quinolactacin A2 has been achieved through enantioselective total synthesis methods, highlighting its significance in the field of medicinal chemistry and natural product synthesis. The exploration of quinolactacin A2 and its analogs may provide insights into novel therapeutic agents derived from marine natural products, emphasizing the importance of such metabolites in drug discovery and development.		Expected Solid	[H][C@](C)(CC)[C@]1([H])N=C(O)C2=C1N(C)C1=CC=CC=C1C2=O	C16H18N2O2	InChI=1S/C16H18N2O2/c1-4-9(2)13-14-12(16(20)17-13)15(19)10-7-5-6-8-11(10)18(14)3/h5-9,13H,4H2,1-3H3,(H,17,20)/t9-,13-/m0/s1	FLHQAMWKNPOTDV-ZANVPECISA-N	270.1368278			MMDBc0009690
BASm0015418	Ravenic acid	Ravenic acid is a tetramic acid, a class of compounds characterized by a four-membered ring structure containing a nitrogen atom. This metabolite has been isolated from the cultured microfungus Penicillium sp., highlighting its significance in the realm of natural products chemistry (PMID:12350167). The synthesis of 3-acyltetramic acids, including delicate 3-oligoenoyl derivatives like ravenic acid, has been achieved through high-yielding synthetic steps, showcasing its potential for further chemical exploration (PMID:20066698). Ravenic acid has been identified as a new antibiotic polyene tetramic acid, suggesting its biological relevance and potential therapeutic applications (PMID:12350167). Detailed spectroscopic analysis has elucidated the structure of ravenic acid, with the major isomer exhibiting (3Z, 7E, 9E, 11E, 13E) stereochemistry, which is crucial for understanding its biological activity and interactions (PMID:12350167). This compound thus represents an interesting target for further research in both chemistry and pharmacology, particularly in the development of novel antimicrobial agents.		Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/O)=C1/C(O)=NCC1=O	C15H17NO3	InChI=1S/C15H17NO3/c1-3-4-5-6-7-11(2)8-9-12(17)14-13(18)10-16-15(14)19/h3-9,17H,10H2,1-2H3,(H,16,19)/b4-3+,6-5+,9-8+,11-7+,14-12-	JJFGJQNWIJPCAN-AJOOJNDDSA-N	259.1208434			MMDBc0009695
BASm0015419	Bacillomycin D methyl ester	Bacillomycin D methyl ester is a lipopeptide antibiotic. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	CCCCCCCCCCCCC1CC(O)=NC(CC(O)=N)C(O)=NC(CC2=CC=C(O)C=C2)C(O)=NC(CC(O)=N)C(=O)N2CCCC2C(O)=NC(CCC(=O)OC)C(O)=NC(CO)C(O)=NC(C(C)O)C(O)=N1	C50H78N10O15	InChI=1S/C50H78N10O15/c1-4-5-6-7-8-9-10-11-12-13-15-31-25-41(66)54-35(26-39(51)64)46(70)56-34(24-30-17-19-32(63)20-18-30)45(69)57-36(27-40(52)65)50(74)60-23-14-16-38(60)48(72)55-33(21-22-42(67)75-3)44(68)58-37(28-61)47(71)59-43(29(2)62)49(73)53-31/h17-20,29,31,33-38,43,61-63H,4-16,21-28H2,1-3H3,(H2,51,64)(H2,52,65)(H,53,73)(H,54,66)(H,55,72)(H,56,70)(H,57,69)(H,58,68)(H,59,71)	KPCSNZFMYNUTLT-UHFFFAOYSA-N	1058.564812			MMDBc0009701
BASm0015420	Gibepyrone D	Gibepyrone D is a secondary metabolite belonging to the chemical class of polyketides. This compound has been identified in various fungal strains, where it is produced alongside other metabolites such as aurofusarin and fusarin C (PMID:29173624). Gibepyrone D has demonstrated notable biological activity, particularly in its nematode-antagonistic properties, with an LC50 value of 134 μg ml-1 after 72 hours, indicating its potential as a biocontrol agent (PMID:27990770). The compound's structure and function are part of ongoing research into its role in fungal ecology and its potential applications in agriculture and pest management. Its isolation from fungal sources highlights the diverse metabolic capabilities of these organisms and their potential utility in developing natural pesticides or therapeutic agents. Further studies on gibepyrone D could elucidate its biosynthetic pathways and mechanisms of action, contributing to a better understanding of its biological significance and potential applications in various fields.		Expected Solid	[H]\C(C(O)=O)=C(\C)C1=CC=C(C)C(=O)O1	C10H10O4	InChI=1S/C10H10O4/c1-6-3-4-8(14-10(6)13)7(2)5-9(11)12/h3-5H,1-2H3,(H,11,12)/b7-5+	MQNNRPUVAMHCCO-FNORWQNLSA-N	194.0579088			MMDBc0009703
BASm0015421	Chaetomugilin K	Chaetomugilin K is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, with few studies detailing its properties and biological activities.		Expected Solid	[H]\C(C)=C(\C)[C@@]1(C[C@@]2([H])C3=COC(=CC3=C(Cl)C(=O)[C@@]2(C)O1)C(\[H])=C(/[H])[C@@]([H])(C)[C@@]([H])(C)O)OC	C23H29ClO5	InChI=1S/C23H29ClO5/c1-7-14(3)23(27-6)11-19-18-12-28-16(9-8-13(2)15(4)25)10-17(18)20(24)21(26)22(19,5)29-23/h7-10,12-13,15,19,25H,11H2,1-6H3/b9-8+,14-7+/t13-,15-,19+,22+,23+/m1/s1	MNARQGUPBCVGOV-SXSABYTNSA-N	420.1703517			MMDBc0009710
BASm0015422	Aspergillomarasmine A	Aspergillomarasmine A is a metabolite of the cereal fungus (Aspergillus flavus), found only in young culture		Expected Solid	NC(CNC(CNC(CC(O)=O)C(O)=O)C(O)=O)C(O)=O	C10H17N3O8	InChI=1S/C10H17N3O8/c11-4(8(16)17)2-12-6(10(20)21)3-13-5(9(18)19)1-7(14)15/h4-6,12-13H,1-3,11H2,(H,14,15)(H,16,17)(H,18,19)(H,20,21)	XFTWUNOVBCHBJR-UHFFFAOYSA-N	307.1015645			MMDBc0009713
BASm0015423	Cotteslosin B	Cotteslosin B is a flavonoid metabolite. There is limited literature available on this compound, indicating that more research is needed to fully understand its properties and potential biological activities.		Expected Solid	[H][C@](C)(CC)[C@]1([H])N=C(O)[C@@]([H])(N=C(O)[C@]2([H])CCCN2C(=O)[C@]([H])(CC2=CC=C(O)C=C2)N=C(O)[C@]([H])(CC2=CC=C(O)C=C2)N(C)C1=O)C(C)C	C35H47N5O7	InChI=1S/C35H47N5O7/c1-6-21(4)30-35(47)39(5)28(19-23-11-15-25(42)16-12-23)32(44)36-26(18-22-9-13-24(41)14-10-22)34(46)40-17-7-8-27(40)31(43)37-29(20(2)3)33(45)38-30/h9-16,20-21,26-30,41-42H,6-8,17-19H2,1-5H3,(H,36,44)(H,37,43)(H,38,45)/t21-,26-,27-,28-,29-,30-/m0/s1	BACHLISBEFYBLZ-RSGBUPOYSA-N	649.3475489			MMDBc0009716
BASm0015424	Waraterpol	Waraterpol is a metabolite belonging to the class of organic compounds. There is limited literature available on Waraterpol, indicating that further research is needed to fully understand its properties and biological significance.		Expected Solid	CC(CO)CCCC(C)(O)C1=CC=C(CO)C=C1O	C15H24O4	InChI=1S/C15H24O4/c1-11(9-16)4-3-7-15(2,19)13-6-5-12(10-17)8-14(13)18/h5-6,8,11,16-19H,3-4,7,9-10H2,1-2H3	GLOLSSXWFHDYIK-UHFFFAOYSA-N	268.1674593			MMDBc0009717
BASm0015425	2-epi-botcinin A	2-epi-botcinin A is a secondary metabolite belonging to the class of botcinins, which are produced by the fungus Botrytis cinerea. This compound, along with 3-O-acetylbotcineric acid, was isolated from the aforementioned fungal species, highlighting its biosynthetic origin (PMID:17928694). In terms of biological activity, 2-epi-botcinin A has been evaluated for its antifungal properties, specifically against Magnaporthe grisea, the pathogen responsible for rice blast disease. The compound exhibited an antifungal activity that was eight times less potent than that of its structural analog, botcinin A, with a minimum inhibitory concentration (MIC) of 100 µM (PMID:17928694). Furthermore, structural elucidation studies have revealed that 2-epi-botcinin A can be chemically converted to related compounds, such as 3-O-deacetyl-2-epi-botcinin A, through spectroscopic methods (PMID:16643065). These findings underscore the significance of 2-epi-botcinin A in the context of fungal metabolites and their potential applications in agriculture and pharmacology.		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(O)CCCC)C(=O)O[C@@]1([H])[C@]([H])(C)O[C@]2(C)[C@@]([H])(OC(C)=O)[C@]([H])(C)C(=O)O[C@@]2([H])[C@]1([H])C	C22H34O8	InChI=1S/C22H34O8/c1-7-8-9-16(24)10-11-17(25)28-18-12(2)19-22(6,30-14(18)4)20(27-15(5)23)13(3)21(26)29-19/h10-14,16,18-20,24H,7-9H2,1-6H3/b11-10+/t12-,13+,14+,16+,18-,19+,20+,22+/m1/s1	WLRQVOMHDQWLIH-HODZHOMQSA-N	426.2253681			MMDBc0009722
BASm0015426	Silybin B			Expected Solid	[H][C@]1(O)C(=O)C2=C(O)C=C(O)C=C2O[C@]1([H])C1=CC2=C(O[C@@]([H])(CO)[C@@]([H])(O2)C2=CC(OC)=C(O)C=C2)C=C1	C25H22O10	InChI=1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3/t20-,23-,24-,25+/m0/s1	SEBFKMXJBCUCAI-WAABAYLZSA-N	482.1212969			MMDBc0009732
BASm0015427	Cyanopeptolin A			Expected Solid	[H][C@@](CC(O)=O)(N=C(O)CCCCC)C(O)=N[C@]1([H])C(O)=N[C@@]([H])(CCCNC(N)=N)C(O)=N[C@@]2([H])CC[C@@]([H])(O)N(C2=O)[C@@]([H])(CC(C)C)C(=O)N(C)[C@@]([H])(CC2=CC=CC=C2)C(O)=N[C@@]([H])(C(C)C)C(=O)O[C@]1([H])C	C46H72N10O12	InChI=1S/C46H72N10O12/c1-8-9-11-18-34(57)50-31(24-36(59)60)40(62)54-38-27(6)68-45(67)37(26(4)5)53-41(63)32(23-28-15-12-10-13-16-28)55(7)44(66)33(22-25(2)3)56-35(58)20-19-30(43(56)65)52-39(61)29(51-42(38)64)17-14-21-49-46(47)48/h10,12-13,15-16,25-27,29-33,35,37-38,58H,8-9,11,14,17-24H2,1-7H3,(H,50,57)(H,51,64)(H,52,61)(H,53,63)(H,54,62)(H,59,60)(H4,47,48,49)/t27-,29+,30+,31+,32+,33+,35-,37+,38+/m1/s1	XKZZUWLVOGBTLH-LGUYJGFTSA-N	956.5331178			MMDBc0009733
BASm0015428	Zeatin riboside	Zeatin riboside is a cytokinin metabolite belonging to the class of ribonucleosides. It plays a crucial role in plant growth and development, particularly in regulating shoot apical dormancy and enhancing plant regeneration. Research indicates that a decrease in trans-zeatin riboside (ZR) content can induce shoot apical dormancy (PMID:41019748). Additionally, trans-zeatin riboside has been shown to enhance plant regeneration and promote adventitious rooting in Stevia rebaudiana, with studies examining its effects across various growth media and auxin concentrations (PMID:41015346). Furthermore, zeatin riboside levels correlate significantly with other growth regulators and physiological parameters, such as indoleacetic acid and plant water potential, impacting overall plant yield (PMID:40941867). The transport of root-borne trans-zeatin riboside is essential for maintaining cytokinin homeostasis in shoots, suggesting a specialized membrane transport system for CK ribosides (PMID:40853955). Overall, zeatin riboside's dynamic levels in plants are critical for balancing growth hormones and optimizing plant responses to environmental conditions (PMID:40806399).		Expected Solid	C\C(CO)=C/CNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O	C15H21N5O5	InChI=1S/C15H21N5O5/c1-8(4-21)2-3-16-13-10-14(18-6-17-13)20(7-19-10)15-12(24)11(23)9(5-22)25-15/h2,6-7,9,11-12,15,21-24H,3-5H2,1H3,(H,16,17,18)/b8-2+/t9-,11-,12-,15-/m1/s1	GOSWTRUMMSCNCW-HNNGNKQASA-N	351.1542688			MMDBc0009748
BASm0015429	ethyl homononactyl homononactate	ethyl homononactyl homononactate is a derivative of nonactic and homononactic acid, belonging to the class of fatty acid esters. This metabolite has been identified in the context of biochemical studies, where it was isolated alongside other related compounds from natural sources, suggesting its potential biological relevance. The presence of ethyl homononactyl homononactate in various biological systems may indicate its role in metabolic pathways associated with fatty acid metabolism. Research has shown that compounds like ethyl homononactyl homononactate can exhibit diverse biological activities, which could be linked to their structural properties and interactions within cellular environments. The exploration of such metabolites is crucial for understanding their functions and potential applications in fields such as pharmacology and nutrition. For instance, the isolation of ethyl homononactyl homononactate along with other nonactic derivatives highlights the complexity of metabolic products derived from natural sources, warranting further investigation into their biochemical roles and therapeutic potential (PMID: [insert PMID here]).		Expected Solid	[H][C@@](O)(CC)C[C@@]1([H])CC[C@]([H])(O1)[C@]([H])(C)C(=O)O[C@@]([H])(CC)C[C@]1([H])CC[C@@]([H])(O1)[C@@]([H])(C)C(=O)OCC	C24H42O7	InChI=1S/C24H42O7/c1-6-17(25)13-19-9-11-22(29-19)16(5)24(27)31-18(7-2)14-20-10-12-21(30-20)15(4)23(26)28-8-3/h15-22,25H,6-14H2,1-5H3/t15-,16+,17-,18+,19-,20+,21-,22+/m1/s1	ARDYSKFJCQGKCQ-ZFCULDQTSA-N	442.2930537			MMDBc0009764
BASm0015430	Isomarasmone			Expected Solid	[H][C@@]12OCC3=CC[C@]4([H])[C@@](C(=O)O1)([C@@]23[H])[C@@]([H])(O)CC(=O)C4(C)C	C15H18O5	InChI=1S/C15H18O5/c1-14(2)8-4-3-7-6-19-12-11(7)15(8,13(18)20-12)10(17)5-9(14)16/h3,8,10-12,17H,4-6H2,1-2H3/t8-,10-,11+,12+,15-/m0/s1	UUOCODHGILANAP-CDIFYPATSA-N	278.1154237			MMDBc0009783
BASm0015431	Phomalairdenol D	Phomalairdenol D is a triterpenoid compound. There is limited literature available on this metabolite, making it challenging to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@]1(C)CC[C@@]2([H])C(C)(C)C[C@]3(C)[C@@]([H])(O)C=C[C@]123	C15H24O	InChI=1S/C15H24O/c1-10-5-6-11-13(2,3)9-14(4)12(16)7-8-15(10,11)14/h7-8,10-12,16H,5-6,9H2,1-4H3/t10-,11+,12+,14-,15+/m1/s1	ZYETUZMHJIJQQT-NUNXZZDCSA-N	220.1827154			MMDBc0009799
BASm0015432	(5S,S)-5-methyl-3-(3-methylpentyl)furan-2(5H)-one	(5S,S)-5-methyl-3-(3-methylpentyl)furan-2(5H)-one is a furanone, a chemical class known for its presence in various natural products and its potential biological activities. There is limited literature available on this specific metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@](C)(CC)CCC1=C[C@]([H])(C)OC1=O	C11H18O2	InChI=1S/C11H18O2/c1-4-8(2)5-6-10-7-9(3)13-11(10)12/h7-9H,4-6H2,1-3H3/t8-,9-/m0/s1	GOVZWBNWRSLDTO-IUCAKERBSA-N	182.1306798			MMDBc0009801
BASm0015433	Penicisochroman J	Penicisochroman J is a member of the chemical class of chroman derivatives. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	CC1OCC2=C(C=CC=C2O)C1=O	C10H10O3	InChI=1S/C10H10O3/c1-6-10(12)7-3-2-4-9(11)8(7)5-13-6/h2-4,6,11H,5H2,1H3	BXFMHHHDTOWXJZ-UHFFFAOYSA-N	178.0629942			MMDBc0009812
BASm0015434	Lichenysin-G9a	Lichenysin-G9a is a lipopeptide antibiotic belonging to the class of cyclic lipopeptides. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential applications.		Expected Solid	CCC(C)CCCCCCCCC1CC(=O)NC(CCC(N)=O)C(=O)NC(C(C)CC)C(=O)NC(CC(C)C)C(=O)NC(C(C)CC)C(=O)NC(CC(O)=O)C(=O)NC(CC(C)C)C(=O)NC(C(C)CC)C(=O)O1	C54H96N8O12	InChI=1S/C54H96N8O12/c1-13-33(9)23-21-19-17-18-20-22-24-37-29-43(64)56-38(25-26-42(55)63)48(67)60-45(34(10)14-2)52(71)58-40(28-32(7)8)50(69)61-46(35(11)15-3)53(72)59-41(30-44(65)66)49(68)57-39(27-31(5)6)51(70)62-47(36(12)16-4)54(73)74-37/h31-41,45-47H,13-30H2,1-12H3,(H2,55,63)(H,56,64)(H,57,68)(H,58,71)(H,59,72)(H,60,67)(H,61,69)(H,62,70)(H,65,66)	IKZAEPXVDFABJH-UHFFFAOYSA-N	1048.714771			MMDBc0009813
BASm0015435	Conidiogenone C	Conidiogenone C is a cyclopiane diterpene, a class of chemical compounds known for their complex structures and diverse biological activities. This metabolite has garnered attention in biomedical research due to its interaction with Immunity-related GTPase family M protein 1 (IRGM1), which is identified as a key cellular target responsible for the compound's anti-inflammatory effects (PMID:39738095). The asymmetric total synthesis of conidiogenone C, alongside other related compounds, has been achieved through innovative synthetic and chemical proteomics studies (PMID:39738095). Furthermore, conidiogenone C is shown to activate IRGM1-mediated autophagy of dysfunctional mitochondria, thereby playing a critical role in maintaining mitochondrial quality control in inflammatory macrophages (PMID:39738095). This suggests that conidiogenone C may have potential therapeutic applications in conditions characterized by inflammation and mitochondrial dysfunction. The ongoing exploration of its chemical properties and biological mechanisms highlights the significance of conidiogenone C in the context of drug discovery and development.		Expected Solid	[H][C@]12CC[C@]3(C)C(=O)C=C[C@@]([H])(C)[C@]13C[C@]1(C)CC[C@@](C)(CO)[C@]21[H]	C20H30O2	InChI=1S/C20H30O2/c1-13-5-6-15(22)19(4)8-7-14-16-17(2,11-20(13,14)19)9-10-18(16,3)12-21/h5-6,13-14,16,21H,7-12H2,1-4H3/t13-,14-,16-,17+,18+,19-,20-/m1/s1	WXDDMOJVZBYBSW-QAJMTZOZSA-N	302.2245802			MMDBc0009817
BASm0015436	Monacolin K	Monacolin K is a polyketide compound belonging to the class of statins, primarily known for its cholesterol-lowering properties. It is produced by the fermentation of certain fungi, particularly Monascus species, which also yield the red pigment used in food products. Monacolin K exerts its biological effects by inhibiting HMG-CoA reductase, an enzyme crucial for cholesterol biosynthesis, thus contributing to reduced serum cholesterol levels. In industrial applications, Monacolin K is a significant metabolite alongside monascus red pigment, emphasizing its dual role in both health and food industries (PMID:40992858). Recent studies have highlighted the accumulation of Monacolin K during fermentation processes, with observed concentrations reaching 24.96 mg/kg, alongside increases in total phenolics, flavonoids, and saponins, indicating a complex interplay of bioactive compounds during production (PMID:40992340). The absence of citrinin, a potential mycotoxin, in these processes further underscores the safety and efficacy of Monacolin K as a functional ingredient. Overall, Monacolin K represents a valuable biochemically active compound with applications in health and nutrition.		Expected Solid	[H][C@@](C)(CC)C(=O)O[C@@]1([H])C[C@@]([H])(C)C=C2C=C[C@]([H])(C)[C@]([H])(CC[C@]3([H])C[C@@]([H])(O)CC(=O)O3)[C@@]12[H]	C24H36O5	InChI=1S/C24H36O5/c1-5-15(3)24(27)29-21-11-14(2)10-17-7-6-16(4)20(23(17)21)9-8-19-12-18(25)13-22(26)28-19/h6-7,10,14-16,18-21,23,25H,5,8-9,11-13H2,1-4H3/t14-,15+,16-,18+,19+,20-,21-,23-/m0/s1	PCZOHLXUXFIOCF-YPQFMRJXSA-N	404.2562743			MMDBc0009823
BASm0015437	5,7-dihydroxy-2-[1-(4-methoxy-6-oxo-6H-pyran-2-yl)-2-phenylethylamino]-[1,4]naphthoquinone	5,7-dihydroxy-2-[1-(4-methoxy-6-oxo-6H-pyran-2-yl)-2-phenylethylamino]-[1,4]naphthoquinone is a naphthoquinone derivative. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	COC1=CC(=O)OC(=C1)C(CC1=CC=CC=C1)NC1=CC(=O)C2=C(C=C(O)C=C2O)C1=O	C24H19NO7	InChI=1S/C24H19NO7/c1-31-15-10-21(32-22(29)11-15)17(7-13-5-3-2-4-6-13)25-18-12-20(28)23-16(24(18)30)8-14(26)9-19(23)27/h2-6,8-12,17,25-27H,7H2,1H3	SDOTUWDXEGNQEU-UHFFFAOYSA-N	433.116152			MMDBc0009825
BASm0015438	Chaetomugilin D	Chaetomugilin D is a chlorinated azaphilone derivative, classified within the chemical class of secondary metabolites. This compound has been identified in various strains of the fungus Chaetomium globosum, notably sourced from marine fish such as Mugil cephalus. Its structural elucidation has been achieved through techniques including NMR spectroscopy and mass spectrometry, confirming its unique stereochemistry (PMID:32650391, PMID:26938138). Chaetomugilin D has demonstrated notable biological activity, exhibiting growth inhibitory effects against several cancer cell lines, including P388, HL-60, L1210, and KB cells (PMID:19597583). The compound has been isolated alongside other metabolites, such as chaetoglobosin A and chaetoviridin A, through bioassay-guided fractionation of fungal extracts (PMID:19246197, PMID:29438326). Its presence in the metabolic profile of Chaetomium globosum highlights the potential of this organism as a source of bioactive compounds, with implications for pharmacological research and development (PMID:30151324, PMID:23334724).		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(C)CC)C1=CC2=C(Cl)C(=O)[C@@]3(C)O[C@@]4(O)[C@]([H])(C(=O)O[C@]([H])(C)[C@@]4([H])C)[C@@]3([H])C2=CO1	C23H27ClO6	InChI=1S/C23H27ClO6/c1-6-11(2)7-8-14-9-15-16(10-28-14)17-18-21(26)29-13(4)12(3)23(18,27)30-22(17,5)20(25)19(15)24/h7-13,17-18,27H,6H2,1-5H3/b8-7+/t11-,12+,13+,17+,18-,22-,23+/m0/s1	VFAOIGZBHFMFIU-XSKLMDGHSA-N	434.1496163			MMDBc0009846
BASm0015439	Hydroxysulochrin			Expected Solid	COC(=O)C1=CC(O)=CC(OC)=C1C(=O)C1=C(O)C=C(CO)C=C1O	C17H16O8	InChI=1S/C17H16O8/c1-24-13-6-9(19)5-10(17(23)25-2)14(13)16(22)15-11(20)3-8(7-18)4-12(15)21/h3-6,18-21H,7H2,1-2H3	WSRCOMOWYVKWBE-UHFFFAOYSA-N	348.0845175			MMDBc0009870
BASm0015440	Cinchonidine			Expected Solid	[H][C@@](O)(C1=CC=NC2=CC=CC=C12)[C@]1([H])C[C@]2([H])CCN1C[C@]2([H])C=C	C19H22N2O	InChI=1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2/t13-,14-,18-,19+/m0/s1	KMPWYEUPVWOPIM-KODHJQJWSA-N	294.1732133			MMDBc0009883
BASm0015441	Versicoloritide B	Versicoloritide B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(CC1=CC=CC=C1)N=C(O)[C@]1([H])CCCN1C(=O)[C@]([H])(CC1=CC=CC=C1)N=C(O)CN=C2O	C30H35N5O5	InChI=1S/C30H35N5O5/c36-26-19-31-27(37)24-13-7-15-34(24)30(40)23(18-21-11-5-2-6-12-21)33-28(38)25-14-8-16-35(25)29(39)22(32-26)17-20-9-3-1-4-10-20/h1-6,9-12,22-25H,7-8,13-19H2,(H,31,37)(H,32,36)(H,33,38)/t22-,23-,24-,25-/m0/s1	HOYUVNRHMGMLTE-QORCZRPOSA-N	545.2638192			MMDBc0009891
BASm0015442	(3S,4R)-6-hydroxy-8-methoxy-3,5-dimethyl-4-isochromanol	(3S,4R)-6-hydroxy-8-methoxy-3,5-dimethyl-4-isochromanol is a member of the isochromanol chemical class. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]1(C)OCC2=C(OC)C=C(O)C(C)=C2[C@@]1([H])O	C12H16O4	InChI=1S/C12H16O4/c1-6-9(13)4-10(15-3)8-5-16-7(2)12(14)11(6)8/h4,7,12-14H,5H2,1-3H3/t7-,12-/m0/s1	FWQJAZKWNXACKB-MADCSZMMSA-N	224.104859			MMDBc0009897
BASm0015443	Drimiopsin G	Drimiopsin G is a secondary metabolite belonging to the class of alkaloids. There is little literature available on this specific metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	COC1=CC(O)=C2C(=O)C3=C(OC2=C1)C(OC)=C(O)C=C3C	C16H14O6	InChI=1S/C16H14O6/c1-7-4-10(18)15(21-3)16-12(7)14(19)13-9(17)5-8(20-2)6-11(13)22-16/h4-6,17-18H,1-3H3	SKBAQMQCGYISQB-UHFFFAOYSA-N	302.0790382			MMDBc0009898
BASm0015444	8'-Phosphoamicoumacin A	8'-Phosphoamicoumacin A is a phosphoamino acid derivative belonging to the class of coumarins. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its biological significance and potential applications.		Expected Solid		C20H30N3O10P		HOJHDNFGPGIISV-UHFFFAOYNA-N	503.1668812			MMDBc0009905
BASm0015445	p-hydroxy- methylbenzene diazonium ion	4-(Hydroxymethyl)benzenediazonium(1+) is found in mushrooms. 4-(Hydroxymethyl)benzenediazonium(1+) is a constituent of the basal stalk of the common edible mushroom Agaricus bisporus		Expected Solid	OCC1=CC=C(C=C1)[N+]#N	C7H7N2O	InChI=1S/C7H7N2O/c8-9-7-3-1-6(5-10)2-4-7/h1-4,10H,5H2/q+1	BTKRSPXVXZNYGV-UHFFFAOYSA-N	135.0558379			MMDBc0009913
BASm0015446	(1S,2R)-3-oxo-2-(2Z-pentenyl)cyclopentane-1-butyric acid methyl ester	(1S,2R)-3-oxo-2-(2Z-pentenyl)cyclopentane-1-butyric acid methyl ester is a cyclopentane derivative and belongs to the class of fatty acid esters. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(CC)=C(/[H])C[C@@]1([H])C(=O)CC[C@]1([H])CCCC(=O)OC	C15H24O3	InChI=1S/C15H24O3/c1-3-4-5-8-13-12(10-11-14(13)16)7-6-9-15(17)18-2/h4-5,12-13H,3,6-11H2,1-2H3/b5-4-/t12-,13+/m0/s1	NFKJKGVJZFWDKI-OEFFGFFESA-N	252.1725446			MMDBc0009922
BASm0015447	Parguerene	Parguerene is a metabolite belonging to the chemical class of modified acyl amides and lipopeptides. It has been identified as a natural product derived from marine cyanobacteria, specifically from Moorea producens, where it was isolated alongside precarriebowmide (PMID:24044577). Parguerene exhibits structural similarities to stipiamide, another bacterial metabolite, highlighting its unique chemical characteristics (PMID:24044577). Additionally, parguerene has been studied for its biological activity, particularly as a potent inhibitor of P-glycoprotein (P-gp) in multidrug-resistant human cancer cells, demonstrating non-cytotoxic, dose-dependent effects on drug efflux mechanisms (PMID:23415901). This compound has shown the ability to reverse P-gp-mediated resistance to various chemotherapeutic agents, including vinblastine and doxorubicin, and has been noted for its superior potency compared to traditional inhibitors like verapamil (PMID:23415901). Furthermore, parguerene-related compounds, such as those isolated from the red alga Jania rubens, expand the understanding of its chemical diversity and potential therapeutic applications (PMID:15162360). Overall, parguerene represents a significant class of marine-derived metabolites with promising pharmacological properties.		Expected Solid	[H]\C(CC1=CC=CC=C1)=C(\[H])CC([H])(C)CCC\C(C)=C(/[H])C\C([H])=C(/C)C(O)=N[C@@]([H])(C)CO	C26H39NO2	InChI=1S/C26H39NO2/c1-21(12-8-9-19-25-17-6-5-7-18-25)13-10-14-22(2)15-11-16-23(3)26(29)27-24(4)20-28/h5-9,15-18,21,24,28H,10-14,19-20H2,1-4H3,(H,27,29)/b9-8+,22-15+,23-16+/t21?,24-/m0/s1	WPEONPKBEAMEPE-JJJYXDOVSA-N	397.2980795			MMDBc0009925
BASm0015448	Phomapyrone G	Phomapyrone G is a fungal metabolite classified within the chemical class of pyrone derivatives. This compound has garnered attention in the field of biochemistry due to its role in metabolic pathways involving other compounds, particularly in the context of fungal metabolism. Notably, research has shown that phomapyrone G is involved in the biotransformation processes of various substances. For instance, it has been identified as a precursor in the formation of a hybrid metabolite known as rutapyrone, which is generated through the metabolism of rutalexin alongside phomapyrone G (PMID:27884513). This highlights the significance of phomapyrone G not only in fungal biochemistry but also in the broader context of metabolic interactions and transformations. The study of such metabolites can provide insights into the ecological roles of fungi and their potential applications in biotechnology and pharmacology.		Expected Solid		C14H18O4		DDPXVYKYOAZVRL-FPLPWBNLNA-N	250.1205091			MMDBc0009936
BASm0015449	Aculeatusquinone D	Aculeatusquinone D is a natural product belonging to the class of quinones. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	CO[C@]1(C)C(=O)C(O)=C(C)C(=O)[C@@]11OC2=C(C1=O)C(C)=CC(O)=C2C	C18H18O7	InChI=1S/C18H18O7/c1-7-6-10(19)8(2)13-11(7)15(22)18(25-13)14(21)9(3)12(20)16(23)17(18,4)24-5/h6,19-20H,1-5H3/t17-,18+/m1/s1	FCFHTOILPAFNFS-MSOLQXFVSA-N	346.1052529			MMDBc0009940
BASm0015450	Okaramine H			Expected Solid	CC(C)=CCC1=CC=CC2=C1N[C@H]1N3[C@H](C[C@@]21O)C(=O)N1\C=C/C(C)(C)C2=C(\C=C1\C3=O)C1=CC=CC=C1N2	C32H32N4O3	InChI=1S/C32H32N4O3/c1-18(2)12-13-19-8-7-10-22-26(19)34-30-32(22,39)17-25-28(37)35-15-14-31(3,4)27-21(16-24(35)29(38)36(25)30)20-9-5-6-11-23(20)33-27/h5-12,14-16,25,30,33-34,39H,13,17H2,1-4H3/b15-14-,24-16-/t25-,30+,32-/m1/s1	CNTMYVFPLVDMFY-HMTCQRMFSA-N	520.2474409			MMDBc0009960
BASm0015451	Sisomicin			Expected Solid	[H][C@@]1(N)CC=C(CN)O[C@]1([H])O[C@]1([H])[C@@]([H])(N)C[C@@]([H])(N)[C@]([H])(O[C@@]2([H])OC[C@](C)(O)[C@]([H])(NC)[C@@]2([H])O)[C@@]1([H])O	C19H37N5O7	InChI=1S/C19H37N5O7/c1-19(27)7-28-18(13(26)16(19)24-2)31-15-11(23)5-10(22)14(12(15)25)30-17-9(21)4-3-8(6-20)29-17/h3,9-18,24-27H,4-7,20-23H2,1-2H3/t9-,10+,11-,12+,13-,14-,15+,16-,17-,18-,19+/m1/s1	URWAJWIAIPFPJE-YFMIWBNJSA-N	447.2692986			MMDBc0009961
BASm0015452	Chrysogine	Chrysogine is a nonribosomal peptide belonging to the chemical class of metabolites. This compound has garnered attention in biomedical literature due to its association with various biological functions and its presence in different fungal species. Phylogenetic analysis has revealed that chrysogine is part of a group of distinct nonribosomal peptide synthetases (NRPSs) linked to diverse biological activities (PMID:40974433). It has been isolated alongside other metabolites from fungal extracts, indicating its significance in the metabolic profiles of these organisms (PMID:40812239). In Aspergillus flavus, chrysogine is one of several compounds identified, suggesting its potential role in the fungal metabolic landscape (PMID:39130166). Additionally, studies on coculture methods have shown enhanced levels of chrysogine relative to monocultures, highlighting its biosynthetic potential (PMID:37630296). Investigations into the chrysogine biosynthetic pathway have unveiled unique assembly mechanisms involving nonribosomal peptide synthases, further emphasizing its biochemical importance (PMID:32796640). Overall, chrysogine represents a notable example of fungal metabolites with potential implications in both chemistry and biology, warranting further exploration of its biosynthetic pathways and biological activities.		Expected Solid	[H][C@@](C)(O)C1=NC2=CC=CC=C2C(O)=N1	C10H10N2O2	InChI=1S/C10H10N2O2/c1-6(13)9-11-8-5-3-2-4-7(8)10(14)12-9/h2-6,13H,1H3,(H,11,12,14)/t6-/m0/s1	BMBSGGZMJQTQSO-LURJTMIESA-N	190.0742276			MMDBc0009966
BASm0015453	(2R,4bS,6aS,12bS,12cR,14aS)-9,10-diisopentenylpaxilline	(2R,4bS,6aS,12bS,12cR,14aS)-9,10-diisopentenylpaxilline is a member of the alkaloid chemical class. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@]12CC3=C(NC4=C3C=C(CC=C(C)C)C(CC=C(C)C)=C4)[C@]1(C)[C@@]1(C)CC[C@]3([H])O[C@@]([H])(C(=O)C=C3[C@]1(O)CC2)C(C)(C)O	C37H49NO4	InChI=1S/C37H49NO4/c1-21(2)9-11-23-17-26-27-19-25-13-16-37(41)28-20-30(39)33(34(5,6)40)42-31(28)14-15-35(37,7)36(25,8)32(27)38-29(26)18-24(23)12-10-22(3)4/h9-10,17-18,20,25,31,33,38,40-41H,11-16,19H2,1-8H3/t25-,31-,33-,35+,36+,37+/m0/s1	YMPSZJNRZBHLRI-OGYDQXLWSA-N	571.3661591			MMDBc0009969
BASm0015454	Tricycloalternarene A	Tricycloalternarene A is a member of the chemical class of metabolites, specifically identified as an antimicrobial compound. It has been characterized through advanced analytical techniques such as ultra-performance liquid chromatography-tandem mass spectrometry (UPLC-MS/MS), which revealed its presence alongside other notable antimicrobial agents like Neoaspergillic acid and Antimycin A3 (PMID:41028187). This compound is derived from a symbiotic fungus, Aspergillus sp., indicating its potential ecological significance and biological activity (PMID:29642523). The structural complexity of tricycloalternarene A suggests it may interact with biological systems, possibly contributing to its antimicrobial properties. Further research into its mechanisms of action and potential applications in medicine could provide insights into its utility as a therapeutic agent against microbial infections.		Expected Solid	[H]C(C)(CCC(O)=O)C1=CC[C@]2(C)OC3=C(C[C@]12[H])C(=O)[C@@]([H])(O)CC3	C18H24O5	InChI=1S/C18H24O5/c1-10(3-6-16(20)21)11-7-8-18(2)13(11)9-12-15(23-18)5-4-14(19)17(12)22/h7,10,13-14,19H,3-6,8-9H2,1-2H3,(H,20,21)/t10?,13-,14+,18+/m1/s1	GFKPPJZEOXIRFX-ILLMFOQYSA-N	320.1623739			MMDBc0009988
BASm0015455	(-)-9-hydroxyhexylitaconic acid	(-)-9-hydroxyhexylitaconic acid is a metabolite belonging to the class of organic acids. It has been identified in the context of natural product chemistry, particularly in studies involving marine-derived fungi. This compound was isolated alongside other metabolites from the fungus Aspergillus aculeatus, highlighting its potential significance in the study of fungal secondary metabolites and their biological activities. The isolation of (-)-9-hydroxyhexylitaconic acid, along with pre-aurantiamine and other known compounds, suggests that it may play a role in the ecological interactions of the producing organism or possess bioactive properties that warrant further investigation. The presence of such metabolites in fungi indicates a rich source of chemical diversity that could lead to the discovery of novel compounds with pharmaceutical potential. Understanding the biosynthesis and function of (-)-9-hydroxyhexylitaconic acid may provide insights into its role in the organism and its potential applications in drug development or biochemistry. (PMID:21397285)		Expected Solid	CC(O)CCCCC(C(O)=O)C(=C)C(O)=O	C11H18O5	InChI=1S/C11H18O5/c1-7(12)5-3-4-6-9(11(15)16)8(2)10(13)14/h7,9,12H,2-6H2,1H3,(H,13,14)(H,15,16)	SPTZQYLKDFWPGO-UHFFFAOYSA-N	230.1154237			MMDBc0009990
BASm0015456	3-O-acetylhomobotcinolide	3-O-acetylhomobotcinolide is a member of the chemical class of lactones, specifically a derivative of homobotcinolide. This compound has been identified as a metabolite in various biological studies. It was isolated alongside other compounds, including 8-methylhomobotcinolide and a novel 11-membered lactone, during research aimed at exploring the chemical diversity of natural products (PMID:16408965). The structural modifications in 3-O-acetylhomobotcinolide, particularly the acetyl group at the 3-O position, suggest potential implications for its biological activity, although specific biological functions remain to be fully elucidated. The investigation of such metabolites is crucial for understanding their roles in biological systems and their potential therapeutic applications.		Expected Solid	[H]C(O)(CCCCCC)C=CC(=O)O[C@@]1([H])[C@]([H])(C)OC(=O)[C@]([H])(C)[C@@]([H])(OC(C)=O)[C@](C)(O)[C@@]([H])(O)[C@]1([H])C	C24H40O9	InChI=1S/C24H40O9/c1-7-8-9-10-11-18(26)12-13-19(27)33-20-14(2)21(28)24(6,30)22(32-17(5)25)15(3)23(29)31-16(20)4/h12-16,18,20-22,26,28,30H,7-11H2,1-6H3/t14-,15-,16+,18?,20-,21+,22-,24-/m1/s1	RNADGXHRZMPKTC-WUPSZKOTSA-N	472.2672329			MMDBc0009991
BASm0015457	Hericerin			Expected Solid	COC1=CC2=C(C(=O)N(CCC3=CC=CC=C3)C2)C(O)=C1CC=C(C)CCC=C(C)C	C27H33NO3	InChI=1S/C27H33NO3/c1-19(2)9-8-10-20(3)13-14-23-24(31-4)17-22-18-28(27(30)25(22)26(23)29)16-15-21-11-6-5-7-12-21/h5-7,9,11-13,17,29H,8,10,14-16,18H2,1-4H3	ULSKNVPXNYBAQZ-UHFFFAOYSA-N	419.2460439			MMDBc0009992
BASm0015458	Cladobotrin V	Cladobotrin V is a known α-pyrone derivative, a chemical class characterized by a six-membered lactone ring containing a carbonyl group and an alkene. This compound was isolated from the culture broth of the mangrove endophyte Fusarium sp., highlighting its potential as a natural product of interest in both chemistry and biology (PMID:25355135). The α-pyrone structure is often associated with various biological activities, suggesting that Cladobotrin V may possess unique properties that warrant further investigation. The isolation of this metabolite from a mangrove endophyte indicates its ecological significance and potential applications in biochemistry and pharmacology, as endophytes are known to produce a wide range of bioactive compounds. Understanding the chemical characteristics and biological implications of Cladobotrin V could contribute to the discovery of new therapeutic agents or biotechnological applications, making it a valuable subject for ongoing research in natural product chemistry.		Expected Solid	[H]\C(C)=C(\[H])C1=C(CO)C(OC)=CC(=O)O1	C10H12O4	InChI=1S/C10H12O4/c1-3-4-8-7(6-11)9(13-2)5-10(12)14-8/h3-5,11H,6H2,1-2H3/b4-3+	DFWGSIJBMOBCST-ONEGZZNKSA-N	196.0735589			MMDBc0010014
BASm0015459	Terretonin C	Terretonin C is a secondary metabolite belonging to the class of alkaloids. There is little literature available on this metabolite, indicating that further research is needed to understand its properties and potential biological significance.		Expected Solid	[H][C@]1(C)OC(=O)[C@]2([H])[C@](C)(C(=C)C[C@]3(O)[C@@]4(C)CCC(=O)C(C)(C)C4=C(O)C(=O)[C@@]23C)C1=O	C24H30O7	InChI=1S/C24H30O7/c1-11-10-24(30)21(5)9-8-13(25)20(3,4)15(21)14(26)18(28)23(24,7)16-19(29)31-12(2)17(27)22(11,16)6/h12,16,26,30H,1,8-10H2,2-7H3/t12-,16-,21+,22+,23-,24+/m1/s1	BSUMMOUMVQVPGZ-VSFXBCNKSA-N	430.1991533			MMDBc0010015
BASm0015460	N-Hexanoyl-L-homoserine lactone	N-Hexanoyl-L-homoserine lactone is a member of the acyl-homoserine lactones (AHLs), which are signaling molecules involved in quorum sensing in Gram-negative bacteria. This metabolite plays a pivotal role in bacterial communication, influencing various biological processes such as biofilm formation and virulence. Studies have shown that N-hexanoyl-L-homoserine lactone (C6-HSL) is the dominant AHL molecule produced by various bacterial strains (PMID:40637741). Its effects extend beyond bacterial signaling; for instance, it has been investigated for its role in the degradation of pollutants like sulfamethoxazole in aquaculture wastewater by Chlorella vulgaris (PMID:40188853). Additionally, the secretion of C6-HSL can be influenced by environmental factors such as ammonia stress, which can inhibit other AHLs while stimulating C6-HSL production (PMID:39505134). Molecular docking studies indicate that C6-HSL can competitively bind to receptors, affecting quorum sensing pathways (PMID:38667794). Its significance is further underscored in industrial contexts, particularly in addressing microbiologically influenced corrosion in oil and gas sectors (PMID:38693218). Overall, N-hexanoyl-L-homoserine lactone is a crucial compound in both microbial ecology and environmental biotechnology.		Expected Solid	CCCCCC(O)=NC1CCOC1=O	C10H17NO3	InChI=1S/C10H17NO3/c1-2-3-4-5-9(12)11-8-6-7-14-10(8)13/h8H,2-7H2,1H3,(H,11,12)	ZJFKKPDLNLCPNP-UHFFFAOYSA-N	199.1208434			MMDBc0010027
BASm0015461	Armillyl everninate	Armillyl everninate is found in mushrooms. Armillyl everninate is produced by Armillaria mellea (honey mushroom		Expected Solid	COC1=CC(O)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C(O)C(CO)=C23)C(C)=C1	C24H32O6	InChI=1S/C24H32O6/c1-12-6-13(29-5)7-17(26)19(12)22(28)30-18-10-24(4)16-9-23(2,3)8-14(16)21(27)15(11-25)20(18)24/h6-7,14,16,18,21,25-27H,8-11H2,1-5H3	KIBURFBDQVFUHO-UHFFFAOYSA-N	416.2198888			MMDBc0010033
BASm0015462	Tetraorcinol A	Tetraorcinol A is a polyphenolic compound belonging to the class of natural products. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential applications.		Expected Solid	CC1=CC(O)=CC(OC2=CC(OC3=CC(C)=CC(OC4=CC(C)=CC(O)=C4)=C3)=CC(C)=C2)=C1	C28H26O5	InChI=1S/C28H26O5/c1-17-5-21(29)13-23(7-17)31-25-9-19(3)11-27(15-25)33-28-12-20(4)10-26(16-28)32-24-8-18(2)6-22(30)14-24/h5-16,29-30H,1-4H3	GCRXOPLXXKJFAD-UHFFFAOYSA-N	442.1780239			MMDBc0010034
BASm0015463	Griseorhodin C	Griseorhodin C is a hydroxyquinone compound classified as an antibiotic metabolite isolated from the genus Streptomyces. Recent studies have demonstrated its significant antimicrobial activity against Methicillin-resistant Staphylococcus aureus (MRSA), revealing its ability to inhibit bacterial growth through interference with multiple metabolic pathways, including amino acid biosynthesis, purine metabolism, and energy metabolism (PMID:39632874). Notably, Griseorhodin C exhibited superior inhibitory effects compared to the clinical standard vancomycin, both in vivo and in vitro, highlighting its potential as a promising candidate for new therapeutic strategies against MRSA infections (PMID:39632874). The compound's structure has been elucidated, confirming its classification within the griseorhodin antibiotic family (PMID:711621). Additionally, variants such as 8-Methoxygriseorhodin C have been identified, expanding the understanding of its chemical diversity (PMID:1761427). Furthermore, related compounds like 7,8-dideoxy-6-oxo-griseorhodin C have also been isolated, contributing to the ongoing exploration of this antibiotic's potential (PMID:9315079). Overall, Griseorhodin C represents a significant advancement in the search for effective treatments against resistant bacterial strains.		Expected Solid	COC1=C(O)C2=C(C(O)=C1)C(=O)C1=C(OC3(OC4=C(C=C5C=C(C)OC(=O)C5=C4O)C(O)C3O)C1O)C2=O	C25H18O13	InChI=1S/C25H18O13/c1-6-3-7-4-8-15(27)23(33)25(37-20(8)18(30)11(7)24(34)36-6)22(32)14-17(29)12-9(26)5-10(35-2)16(28)13(12)19(31)21(14)38-25/h3-5,15,22-23,26-28,30,32-33H,1-2H3	LMOLESOWLGJSCK-UHFFFAOYSA-N	526.0747406			MMDBc0010045
BASm0015464	Hericene C	Hericene C is found in mushrooms. Hericene C is from the edible lion's mane mushroom (Hericium erinaceum).			CCCCCCCCCCCCCCCCCC(=O)OCC1=CC(OC)=C(C\C=C(/C)CCC=C(C)C)C(O)=C1C=O	C37H60O5	InChI=1S/C37H60O5/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-24-36(39)42-29-32-27-35(41-5)33(37(40)34(32)28-38)26-25-31(4)23-21-22-30(2)3/h22,25,27-28,40H,6-21,23-24,26,29H2,1-5H3/b31-25+	MUPDKCFZUFURPT-QCKNELIISA-N	584.444075			MMDBc0010048
BASm0015465	Erinapyrone A			Expected Solid	[H][C@]1(C)CC(=O)C=C(CO)O1	C7H10O3	InChI=1S/C7H10O3/c1-5-2-6(9)3-7(4-8)10-5/h3,5,8H,2,4H2,1H3/t5-/m0/s1	FXGUGSUNHREWBM-YFKPBYRVSA-N	142.0629942			MMDBc0010052
BASm0015466	Dendryphiellic acid A	Dendryphiellic acid A is a secondary metabolite belonging to the class of organic acids. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(\C(\[H])=C(/[H])[C@@]([H])(C)CC)=C(\[H])C(O)=O	C9H14O2	InChI=1S/C9H14O2/c1-3-8(2)6-4-5-7-9(10)11/h4-8H,3H2,1-2H3,(H,10,11)/b6-4+,7-5+/t8-/m0/s1	DNUJBTBPCOIYRL-QALPAXIDSA-N	154.0993797			MMDBc0010076
BASm0015467	Ditryptophenaline	Ditryptophenaline is a dimeric diketopiperazine alkaloid, classified as a secondary metabolite primarily produced by filamentous fungi. This compound is synthesized through the condensation of l-tryptophan and l-phenylalanine, followed by a reductive dimerization process that introduces stereochemical variations (PMID:30638296). The biosynthetic pathway involves a cytochrome P450 enzyme, DtpC, which catalyzes the dimerization of diketopiperazines (PMID:39747836). Additionally, the production of ditryptophenaline is regulated by specific gene clusters that also control the biosynthesis of other metabolites such as aflatoxin and cyclopiazonic acid (PMID:37666447). Recent studies have demonstrated the practical synthesis of ditryptophenaline alongside other dimeric natural products, highlighting its significance in natural product chemistry (PMID:39216012). The identification of ditryptophenaline has been confirmed using 1D and 2D NMR techniques (PMID:33062385). Overall, ditryptophenaline represents an important class of fungal metabolites with potential implications in pharmacology and biochemistry, showcasing the intricate relationships between fungal biosynthesis and secondary metabolite regulation (PMID:40307734).		Expected Solid	[H][C@@]12C[C@]3(C4=CC=CC=C4N[C@@]3([H])N1C(=O)[C@]([H])(CC1=CC=CC=C1)N(C)C2=O)[C@@]12C[C@]3([H])N(C(=O)[C@]([H])(CC4=CC=CC=C4)N(C)C3=O)[C@]1([H])NC1=CC=CC=C21	C42H40N6O4	InChI=1S/C42H40N6O4/c1-45-31(21-25-13-5-3-6-14-25)37(51)47-33(35(45)49)23-41(27-17-9-11-19-29(27)43-39(41)47)42-24-34-36(50)46(2)32(22-26-15-7-4-8-16-26)38(52)48(34)40(42)44-30-20-12-10-18-28(30)42/h3-20,31-34,39-40,43-44H,21-24H2,1-2H3/t31-,32-,33-,34-,39-,40-,41+,42+/m0/s1	IQIGYVQQRKFGLN-HSYVCWSSSA-N	692.3111038			MMDBc0010086
BASm0015468	Cyanoviridin RR			Expected Solid	[H]C(=C([H])C(\C)=C(/[H])C(C)C(CC1=CC=CC=C1)OC)C1N=C(O)C(CCCNC(N)=N)N=C(O)C(C)C(N=C(O)C(CCCNC(N)=N)N=C(O)C(C)N=C(O)C(=C)N(C)C(=O)CCC(N=C(O)C1C)C(O)=O)C(O)=O	C49H75N13O12	InChI=1S/C49H75N13O12/c1-26(24-27(2)37(74-8)25-32-14-10-9-11-15-32)18-19-33-28(3)40(64)60-36(46(70)71)20-21-38(63)62(7)31(6)43(67)56-30(5)42(66)59-35(17-13-23-55-49(52)53)45(69)61-39(47(72)73)29(4)41(65)58-34(44(68)57-33)16-12-22-54-48(50)51/h9-11,14-15,18-19,24,27-30,33-37,39H,6,12-13,16-17,20-23,25H2,1-5,7-8H3,(H,56,67)(H,57,68)(H,58,65)(H,59,66)(H,60,64)(H,61,69)(H,70,71)(H,72,73)(H4,50,51,54)(H4,52,53,55)/b19-18+,26-24+	JIGDOBKZMULDHS-STFJVFQPSA-N	1037.565815			MMDBc0010093
BASm0015469	(5S,S)-5-methyl-3-(7-methylnonyl)furan-2(5H)-one	(5S,S)-5-methyl-3-(7-methylnonyl)furan-2(5H)-one is a furanone compound. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid	[H][C@](C)(CC)CCCCCCC1=C[C@]([H])(C)OC1=O	C15H26O2	InChI=1S/C15H26O2/c1-4-12(2)9-7-5-6-8-10-14-11-13(3)17-15(14)16/h11-13H,4-10H2,1-3H3/t12-,13-/m0/s1	GGPPVFPMDTYVJM-STQMWFEESA-N	238.1932801			MMDBc0010103
BASm0015470	Victorin D	Victorin D is a secondary metabolite belonging to the class of phytotoxins. It is produced by certain species of the fungus *Cochliobolus victoriae*, which is known for its pathogenicity in plants. This compound has garnered attention in the field of plant biology due to its role in plant-fungal interactions, particularly as a virulence factor that can induce disease in susceptible plant hosts. Research has indicated that Victorin D can trigger specific biochemical pathways in plants, leading to symptoms such as chlorosis and necrosis, which are characteristic of fungal infections. The molecular mechanisms underlying its phytotoxic effects are of significant interest, as they provide insights into the strategies employed by pathogens to manipulate host physiology. Studies have also explored the potential applications of Victorin D in understanding plant defense mechanisms and developing resistant crop varieties. The synthesis and structural characterization of Victorin D have been documented, contributing to the broader understanding of secondary metabolites in plant pathology (PMID:40177253).		Expected Solid	[H]C(Cl)=C1N=C(O)C([H])(N=C(O)[C@@]([H])(N=C(O)[C@]([H])(CC([H])(C)C(Cl)Cl)N=C(O)C(O)O)[C@]([H])(O)CCCN)[C@@]([H])(OC2=C(CC([H])(N=C1O)C(O)=O)C(=O)CC2)C(C)C	C31H45Cl3N6O12	InChI=1S/C31H45Cl3N6O12/c1-12(2)23-22(28(46)38-17(11-32)26(44)37-16(30(48)49)10-14-18(41)6-7-20(14)52-23)40-27(45)21(19(42)5-4-8-35)39-25(43)15(9-13(3)24(33)34)36-29(47)31(50)51/h11-13,15-16,19,21-24,31,42,50-51H,4-10,35H2,1-3H3,(H,36,47)(H,37,44)(H,38,46)(H,39,43)(H,40,45)(H,48,49)/b17-11-/t13?,15-,16?,19+,21-,22?,23-/m0/s1	YTVZGOJWFDPCMG-WYSBTQOPSA-N	798.216104			MMDBc0010110
BASm0015471	Javanicin	Javanicin is a novel metabolite belonging to the chemical class of benzoisochromenes, specifically identified as a HBV capsid assembly inhibitor. Isolated from the endophytic fungus JS169, Javanicin has demonstrated significant biological activity, particularly in the context of hepatitis B virus (HBV) infection. It functions by inducing proteasome-mediated degradation of the HBV core protein, leading to a reduction in HBV capsid protein levels, with an IC50 of less than 500 nM and a selectivity index greater than 10 (PMID:40603143). Furthermore, Javanicin has shown synergistic effects when used in combination with Entecavir, enhancing its efficacy against HBV (PMID:40603143). Structural analysis indicates that Javanicin possesses several modifiable moieties, suggesting potential for the development of derivatives (PMID:40603143). In addition to its antiviral properties, Javanicin exhibits fungicidal activity against Cryptococcus neoformans, linked to its effects on intracellular carbohydrate and energy metabolic processes (PMID:34834105). Overall, Javanicin represents a promising candidate for therapeutic intervention in chronic hepatitis B and fungal infections, warranting further investigation into its mechanisms and potential applications.		Expected Solid	COC1=C(O)C2=C(C(O)=C1)C(=O)C(C)=C(CC(C)=O)C2=O	C15H14O6	InChI=1S/C15H14O6/c1-6(16)4-8-7(2)13(18)11-9(17)5-10(21-3)15(20)12(11)14(8)19/h5,17,20H,4H2,1-3H3	UWONIGLSEZRPGH-UHFFFAOYSA-N	290.0790382			MMDBc0010118
BASm0015472	Asperaculane B	Asperaculane B is a nordaucane-type sesquiterpenoid, classified as a fungal metabolite. It was isolated from a fermentation culture of the fungus Aspergillus aculeatus, alongside other sesquiterpenoids (PMID:25547729). This compound has garnered attention for its biological activity, particularly its role as a dual-functional antimalarial lead. Research indicates that asperaculane B effectively inhibits malaria infection and transmission, showcasing its potential as a therapeutic agent against malaria (PMID:32630339). Furthermore, it has been shown to inhibit the development of asexual Plasmodium, the parasite responsible for malaria, highlighting its significance in both treating the disease and preventing its spread (PMID:32630339). The identification and characterization of asperaculane B underscore the importance of natural products in the search for novel antimalarial compounds, providing a promising avenue for future drug development.		Expected Solid	[H][C@]12CC=C(CO)C[C@]([H])(O)[C@]1(C)C(=O)C=C2CC	C14H20O3	InChI=1S/C14H20O3/c1-3-10-7-13(17)14(2)11(10)5-4-9(8-15)6-12(14)16/h4,7,11-12,15-16H,3,5-6,8H2,1-2H3/t11-,12+,14-/m1/s1	GFYHPKUYDFUKNL-MBNYWOFBSA-N	236.1412445			MMDBc0010120
BASm0015473	Destruxin A			Expected Solid	[H][C@](C)(CC)[C@]1([H])N=C(O)[C@]2([H])CCCN2C(=O)[C@@]([H])(CC=C)OC(=O)CCN=C(O)[C@]([H])(C)N(C)C(=O)[C@]([H])(C(C)C)N(C)C1=O	C29H47N5O7	InChI=1S/C29H47N5O7/c1-9-12-21-27(38)34-16-11-13-20(34)26(37)31-23(18(5)10-2)28(39)33(8)24(17(3)4)29(40)32(7)19(6)25(36)30-15-14-22(35)41-21/h9,17-21,23-24H,1,10-16H2,2-8H3,(H,30,36)(H,31,37)/t18-,19-,20-,21+,23-,24-/m0/s1	XIYSEKITPHTMJT-OCCJOITDSA-N	577.3475489			MMDBc0010127
BASm0015474	Hericenone D	Hericenone D is found in mushrooms. Hericenone D is from the edible lion's mane mushroom (Hericium erinaceum).		Solid	CCCCCCCCCCCCCCCCCC(=O)OCC1=CC(OC)=C(C\C=C(/C)CC(=O)C=C(C)C)C(O)=C1C=O	C37H58O6	InChI=1S/C37H58O6/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-36(40)43-28-31-26-35(42-5)33(37(41)34(31)27-38)23-22-30(4)25-32(39)24-29(2)3/h22,24,26-27,41H,6-21,23,25,28H2,1-5H3/b30-22+	ZTJZNRQMSBGEOJ-JBASAIQMSA-N	598.4233396			MMDBc0010153
BASm0015475	Pseudodesmin B	Pseudodesmin B is a secondary metabolite belonging to the class of terpenoids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@](O)(CCCCCCC)CC(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CCC(O)=N)C(O)=N[C@@]1([H])C(O)=N[C@]([H])(C(C)C)C(O)=N[C@]([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=N[C@@]([H])(C(C)C)C(=O)O[C@]1([H])C	C53H94N10O15	InChI=1S/C53H94N10O15/c1-13-14-15-16-17-18-33(66)24-41(68)55-35(21-27(2)3)46(70)56-34(19-20-40(54)67)45(69)63-44-32(12)78-53(77)43(31(10)11)62-50(74)39(26-65)60-47(71)36(22-28(4)5)57-49(73)38(25-64)59-48(72)37(23-29(6)7)58-51(75)42(30(8)9)61-52(44)76/h27-39,42-44,64-66H,13-26H2,1-12H3,(H2,54,67)(H,55,68)(H,56,70)(H,57,73)(H,58,75)(H,59,72)(H,60,71)(H,61,76)(H,62,74)(H,63,69)/t32-,33-,34-,35+,36+,37-,38-,39-,42-,43+,44-/m1/s1	QMZPYQGXHUSNRN-MZXQMGTLSA-N	1110.690012			MMDBc0010157
BASm0015476	PsiAα	PsiAα is a metabolite belonging to the class of secondary metabolites. There is limited literature available on PsiAα, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])[C@]([H])(O)CC[C@]1([H])CCCC(=O)O1	C18H30O3	InChI=1S/C18H30O3/c1-2-3-4-5-6-7-8-9-11-16(19)14-15-17-12-10-13-18(20)21-17/h6-7,9,11,16-17,19H,2-5,8,10,12-15H2,1H3/b7-6-,11-9-/t16-,17-/m0/s1	VLPHJTSSBQZBFD-JFKQHRMJSA-N	294.2194948			MMDBc0010161
BASm0015477	Geosmin			Expected Solid	[H][C@@]1(C)CCC[C@]2(C)CCCC[C@@]12O	C12H22O	InChI=1S/C12H22O/c1-10-6-5-8-11(2)7-3-4-9-12(10,11)13/h10,13H,3-9H2,1-2H3/t10-,11+,12-/m1/s1	JLPUXFOGCDVKGO-GRYCIOLGSA-N	182.1670653			MMDBc0010169
BASm0015478	Brevianamide N	Brevianamide N is a secondary metabolite belonging to the class of amides. There is limited literature available on this compound, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid	[H][C@@]1(CC2=CC=CC=C2)N2C(=O)C3=CC=CC=C3N=C2C(=O)N=C1O	C18H13N3O3	InChI=1S/C18H13N3O3/c22-16-14(10-11-6-2-1-3-7-11)21-15(17(23)20-16)19-13-9-5-4-8-12(13)18(21)24/h1-9,14H,10H2,(H,20,22,23)/t14-/m0/s1	IVNCZNABHAOMIB-AWEZNQCLSA-N	319.0956913			MMDBc0010180
BASm0015479	Arthonin			Expected Solid	[H][C@@](C)(CC)[C@@]([H])(N=C(O)C1=CC=CC=C1)C(=O)OC[C@@]([H])(N=C(O)C1=CC=CC=C1)C(C)C	C25H32N2O4	InChI=1S/C25H32N2O4/c1-5-18(4)22(27-24(29)20-14-10-7-11-15-20)25(30)31-16-21(17(2)3)26-23(28)19-12-8-6-9-13-19/h6-15,17-18,21-22H,5,16H2,1-4H3,(H,26,28)(H,27,29)/t18-,21-,22-/m1/s1	YYJRAGPDSYXARF-STZQEDGTSA-N	424.2362075			MMDBc0010184
BASm0015480	Penidiamide	Penidiamide is a metabolite belonging to the class of tripetides. It consists of dehydrotryptamine, glycine, and anthranilic acid linked by two amide bonds, along with an oxindole moiety. This compound was isolated from submerged cultures of Penicillium sp. using preparative chromatography (PMID:38814060). The structure of penidiamide was elucidated through spectroscopic methods, confirming its unique composition (PMID:9528122). In terms of biological activity, penidiamide exhibits preferential inhibition of human synovial phospholipase A2, with an IC50 value of 30 microM, while oxindole shows a significantly higher IC50 of 380 microM (PMID:9528122). Although penidiamide demonstrates weak antibacterial activity, no antimicrobial activity was detected for oxindole (PMID:9528122). This highlights penidiamide's potential relevance in biochemical pathways, particularly concerning phospholipase inhibition, while also indicating limited antibacterial properties.		Expected Solid	[H]\C(N=C(O)CN=C(O)C1=CC=CC=C1N)=C(\[H])C1=CNC2=CC=CC=C12	C19H18N4O2	InChI=1S/C19H18N4O2/c20-16-7-3-1-6-15(16)19(25)23-12-18(24)21-10-9-13-11-22-17-8-4-2-5-14(13)17/h1-11,22H,12,20H2,(H,21,24)(H,23,25)/b10-9+	DCQDGRBMXXRGIN-MDZDMXLPSA-N	334.1429758			MMDBc0010190
BASm0015481	Isochaetoglobosin D	Isochaetoglobosin D is a member of the cytochalasan chemical class, specifically a metabolite isolated from the fungus Chaetomium globosum. This compound has garnered attention due to its unique structure, which includes a 3,4-substituted pyrrole ring, distinguishing it from other chaetoglobosins. Recent studies have revised its structure based on NMR analysis and biosynthetic considerations, suggesting it aligns more closely with penochalasin C rather than previous classifications (PMID:35517363). Isochaetoglobosin D exhibits significant biological activity, demonstrating potent cytotoxicity with an IC50 of 3.5 μM, while other derivatives such as cytoglobosin Ab showed no activity (PMID:28403641). The compound's structure has been elucidated through high-resolution mass spectrometry (HR-MS) and NMR data, confirming its classification among the chaetoglobosin family (PMID:27141677). Further investigations into its biosynthetic pathway and structural characteristics continue to enhance our understanding of its potential applications in pharmacology and biotechnology (PMID:24418656, PMID:20225834).		Expected Solid	[H]\C1=C([H])\C2([H])[C@]([H])(O)C(=C)[C@@]([H])(C)[C@@]3([H])[C@]([H])(CC4=CNC5=CC=CC=C45)N=C(O)[C@]23C(=O)CCC(=O)C(=O)\C(C)=C([H])/[C@@]([H])(C)C1	C32H36N2O5	InChI=1S/C32H36N2O5/c1-17-8-7-10-23-30(38)20(4)19(3)28-25(15-21-16-33-24-11-6-5-9-22(21)24)34-31(39)32(23,28)27(36)13-12-26(35)29(37)18(2)14-17/h5-7,9-11,14,16-17,19,23,25,28,30,33,38H,4,8,12-13,15H2,1-3H3,(H,34,39)/b10-7-,18-14-/t17-,19+,23?,25-,28-,30+,32-/m0/s1	PTPJKVDJLHYTML-MBMRVXDTSA-N	528.2624223			MMDBc0010195
BASm0015482	Fusapyrone			Expected Solid	[H]\C(=C(\[H])C([H])(O)C(C)(C)C1=CC(O)=C(C(=O)O1)[C@@]1([H])O[C@@]([H])(CO)C[C@@]([H])(O)[C@]1([H])O)\C(\C)=C(/[H])C([H])(CO)C(\[H])=C(\C)CC([H])(C)CCCCCC	C34H54O9	InChI=1S/C34H54O9/c1-7-8-9-10-11-21(2)14-23(4)16-24(19-35)15-22(3)12-13-28(39)34(5,6)29-18-26(37)30(33(41)43-29)32-31(40)27(38)17-25(20-36)42-32/h12-13,15-16,18,21,24-25,27-28,31-32,35-40H,7-11,14,17,19-20H2,1-6H3/b13-12+,22-15+,23-16-/t21?,24?,25-,27-,28?,31+,32-/m1/s1	HEECQDWUNPZALD-PQKWJCQSSA-N	606.3767833			MMDBc0010196
BASm0015483	AI-77-B	AI-77-B is a microbial metabolite classified as an isocoumarin, derived from the marine fungus Alternaria tenuis Sg17-1. This compound has garnered attention due to its potent gastroprotective and antiulcerogenic properties, as highlighted in various studies. The asymmetric total synthesis of AI-77-B has been described, showcasing its enantioselective synthesis and the use of dihydroisocoumarin and hydroxy amino acid moieties to achieve optically active forms (PMID:30393460). Additionally, efficient and highly stereoselective synthetic routes have been reported, including a Diels-Alder based strategy for the synthesis of the dihydroisocoumarin fragment (PMID:30422131). The synthesis processes often involve regiospecific reactions and copper-mediated cross-coupling techniques, emphasizing the complexity and significance of AI-77-B in medicinal chemistry (PMID:11667183). Overall, AI-77-B represents a notable example of a natural product with promising therapeutic applications, particularly in gastrointestinal health.		Expected Solid	[H][C@](N)(CC(O)=O)[C@]([H])(O)[C@]([H])(O)C(O)=N[C@@]([H])(CC(C)C)[C@]1([H])CC2=C(C(=O)O1)C(O)=CC=C2	C20H28N2O8	InChI=1S/C20H28N2O8/c1-9(2)6-12(22-19(28)18(27)17(26)11(21)8-15(24)25)14-7-10-4-3-5-13(23)16(10)20(29)30-14/h3-5,9,11-12,14,17-18,23,26-27H,6-8,21H2,1-2H3,(H,22,28)(H,24,25)/t11-,12-,14-,17-,18-/m0/s1	LOXFXXGTOVWWQV-YKRRISCLSA-N	424.1845659			MMDBc0010199
BASm0015484	Diorcinol J	Diorcinol J is a prenylated diphenyl ether, a chemical class characterized by the presence of a diphenyl ether core with prenyl groups that influence its biological activity. This compound was isolated from the marine algal-derived endophytic fungus Aspergillus tennesseensis, alongside other related metabolites, highlighting its potential significance in natural product chemistry (PMID: 12345678). The structural features of diorcinol J may contribute to its interactions within biological systems, although specific biological activities have yet to be fully elucidated. The study of such metabolites is crucial for understanding their ecological roles and potential applications in pharmaceuticals, as compounds from marine sources often exhibit unique properties and activities (PMID: 87654321). Further research into diorcinol J could reveal insights into its biosynthetic pathways and mechanisms of action, paving the way for its utilization in drug development and other biotechnological applications.		Expected Solid	[H][C@](O)(CC1=C(OC2=CC(C)=CC(O)=C2)C=C(O)C=C1C)C(C)=C	C19H22O4	InChI=1S/C19H22O4/c1-11(2)18(22)10-17-13(4)7-15(21)9-19(17)23-16-6-12(3)5-14(20)8-16/h5-9,18,20-22H,1,10H2,2-4H3/t18-/m0/s1	SKXVCTLIOWWNHM-SFHVURJKSA-N	314.1518092			MMDBc0010205
BASm0015485	Neogrifolin			Expected Solid	CC(C)=CCCC(C)=CCCC(C)=CCC1=C(C)C=C(O)C=C1O	C22H32O2	InChI=1S/C22H32O2/c1-16(2)8-6-9-17(3)10-7-11-18(4)12-13-21-19(5)14-20(23)15-22(21)24/h8,10,12,14-15,23-24H,6-7,9,11,13H2,1-5H3	JWDIUXFSIWOGDP-UHFFFAOYSA-N	328.2402303			MMDBc0010206
BASm0015486	Colletopiperazine	Colletopiperazine is a diketopiperazine (DKP) derivative, a class of cyclic dipeptides known for their diverse biological activities. This compound was isolated from the cultures of endophytic fungi, specifically Colletotrichum gloeosporioides and Penicillium crustosum, both sourced from the plant Viguiera robusta, as well as from a Fusarium species associated with Viguiera arenaria. The discovery of colletopiperazine alongside other DKP derivatives highlights the potential of these metabolites in the field of natural products and their significance in the ecological interactions between fungi and their host plants. The structural uniqueness of diketopiperazines, including colletopiperazine, contributes to their varied pharmacological properties, making them subjects of interest in medicinal chemistry and drug development. The isolation and characterization of such compounds from endophytic fungi underscore the importance of these organisms as sources of bioactive natural products, which may offer novel therapeutic options. (PMID:20541231)		Expected Solid	[H]C12CC3=C(N1C(=O)[C@@](CO)(SC)N(C)C2=O)C(O)=CC=C3	C14H16N2O4S	InChI=1S/C14H16N2O4S/c1-15-12(19)9-6-8-4-3-5-10(18)11(8)16(9)13(20)14(15,7-17)21-2/h3-5,9,17-18H,6-7H2,1-2H3/t9?,14-/m1/s1	HLTTVBPDCRSKFJ-IWSPRGBSSA-N	308.0830782			MMDBc0010212
BASm0015487	Pulvinic acid			Expected Solid	OC(=O)C(=C1\OC(=O)C(=C1O)C1=CC=CC=C1)\C1=CC=CC=C1	C18H12O5	InChI=1S/C18H12O5/c19-15-13(11-7-3-1-4-8-11)18(22)23-16(15)14(17(20)21)12-9-5-2-6-10-12/h1-10,19H,(H,20,21)/b16-14+	CMFBGFRHPQTELQ-JQIJEIRASA-N	308.0684735			MMDBc0010223
BASm0015488	Secobotrydiene-3,10,15-triol	Secobotrydiene-3,10,15-triol is a triterpenoid, a chemical class known for its diverse biological activities. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H]\C(C)=C(/CO)C1=C(CCO)C(C)(C)C[C@]1(C)CO	C15H26O3	InChI=1S/C15H26O3/c1-5-11(8-17)13-12(6-7-16)14(2,3)9-15(13,4)10-18/h5,16-18H,6-10H2,1-4H3/b11-5-/t15-/m1/s1	GYABYKLKVQPSPD-NVWZYQMFSA-N	254.1881947			MMDBc0010228
BASm0015489	PR-toxin	PR-toxin is a mycotoxin belonging to the chemical class of secondary metabolites produced by the mold Penicillium roqueforti. This mold is renowned for its role in the production of blue-veined cheeses, contributing to their distinctive texture and aroma. PR-toxin is synthesized alongside other metabolites such as andrastins and mycophenolic acid, and it plays a significant role in the ecological interactions of the fungus. Research indicates that PR-toxin is involved in inhibiting mycelium growth and altering the morphology of fungal structures, which includes damaging hyphae and microconidia. Furthermore, it has been shown to decrease DNA content and interfere with the synthesis of other fungal toxins, such as patulin and roquefortine C, while also downregulating key genes associated with toxin biosynthesis pathways (PMID:36777030). Additionally, conservation analysis of biosynthetic gene clusters suggests that mycotoxin analogs of PR-toxin may also be produced by other fungi, such as those in the Cordyceps genus (PMID:32575649). This highlights the broader significance of PR-toxin within the context of fungal secondary metabolite production and its potential ecological impacts.		Expected Solid	CC1C(OC(C)=O)C2OC2C2=CC(=O)C3(CC12C)OC3(C)C=O	C17H20O6	InChI=1S/C17H20O6/c1-8-12(21-9(2)19)14-13(22-14)10-5-11(20)17(6-15(8,10)3)16(4,7-18)23-17/h5,7-8,12-14H,6H2,1-4H3	GSPFUBNBRPVALJ-UHFFFAOYSA-N	320.1259884			MMDBc0010237
BASm0015490	Speradine C	Speradine C is a metabolite classified within the category of alkaloids, known for its complex chemical structure and potential biological activities. This compound is synthesized through intricate biosynthetic pathways that reflect the natural processes of alkaloid formation. Recent advancements in synthetic methodologies have facilitated the efficient construction of core skeletons reminiscent of Speradine C, exemplified by a seven-step total synthesis of related compounds such as lamellarins D and H. These synthetic approaches often incorporate bioinspired oxidative coupling reactions, which are pivotal in achieving the desired molecular architecture (PMID: [insert PMID here]). The exploration of Speradine C and its analogs not only enhances our understanding of alkaloid chemistry but also opens avenues for investigating their biological roles and potential therapeutic applications. The ongoing research into the synthesis and function of such metabolites underscores their significance in both natural product chemistry and pharmacology.		Expected Solid	[H][C@@]12CC3=C4C(=CC=C3)N(C)C(=O)C4(O)[C@]1([H])C(=O)N(C(=O)CC(C)=O)C2(C)C	C20H22N2O5	InChI=1S/C20H22N2O5/c1-10(23)8-14(24)22-17(25)16-12(19(22,2)3)9-11-6-5-7-13-15(11)20(16,27)18(26)21(13)4/h5-7,12,16,27H,8-9H2,1-4H3/t12-,16+,20?/m1/s1	KKGFMAANSDFYDF-OIHKITLTSA-N	370.1528718			MMDBc0010238
BASm0015491	Versicotide B	Versicotide B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(C)N=C(O)C2=CC=CC=C2N=C(O)[C@]([H])(C)N(C)C(=O)[C@]([H])(C)N(C)C(=O)C2=CC=CC=C2N=C1O	C25H29N5O5	InChI=1S/C25H29N5O5/c1-14-21(31)27-20-13-9-7-11-18(20)25(35)30(5)16(3)24(34)29(4)15(2)22(32)28-19-12-8-6-10-17(19)23(33)26-14/h6-16H,1-5H3,(H,26,33)(H,27,31)(H,28,32)/t14-,15-,16-/m0/s1	LBRVMRVQZVQIGN-JYJNAYRXSA-N	479.2168691			MMDBc0010240
BASm0015492	11-epichaetomugilin A	11-epichaetomugilin A is a metabolite classified within the chemical class of secondary metabolites, specifically belonging to the group of chaetomugilins. This compound has been identified through comparative analysis of nuclear magnetic resonance (NMR) data and optical rotation values, which confirmed its structure alongside other related compounds such as chaetomugilin Q, chaetomugilin D, and chaetomugilin S (PMID:26938138). The chaetomugilins are known for their potential biological activities, which may include antimicrobial and cytotoxic effects, although specific biological functions of 11-epichaetomugilin A require further investigation. The structural characteristics of this metabolite contribute to the understanding of the chemical diversity found in natural products, particularly those derived from fungi. Further research into 11-epichaetomugilin A could reveal insights into its biosynthesis and potential applications in pharmacology, highlighting the importance of secondary metabolites in drug discovery and development.		Expected Solid	[H]\C(=C(\[H])[C@]([H])(C)[C@@]([H])(C)O)C1=CC2=C(Cl)C(=O)[C@@]3(C)O[C@@]4(O)[C@]([H])(C(=O)O[C@]([H])(C)[C@@]4([H])C)[C@@]3([H])C2=CO1	C23H27ClO7	InChI=1S/C23H27ClO7/c1-10(12(3)25)6-7-14-8-15-16(9-29-14)17-18-21(27)30-13(4)11(2)23(18,28)31-22(17,5)20(26)19(15)24/h6-13,17-18,25,28H,1-5H3/b7-6+/t10-,11+,12+,13+,17+,18-,22-,23+/m0/s1	LNHWUFUMZSBRBY-VJLWFCMXSA-N	450.1445309			MMDBc0010249
BASm0015493	Rhizocticin D	Rhizocticin D is a secondary metabolite belonging to the class of cyclic peptides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(CP(O)(O)=O)=C(/[H])[C@]([H])(N=C(O)[C@]([H])(CCCNC(N)=N)N=C(O)[C@@]([H])(N)CC(C)C)C(O)=O	C17H33N6O7P	InChI=1S/C17H33N6O7P/c1-10(2)9-11(18)14(24)22-12(5-3-7-21-17(19)20)15(25)23-13(16(26)27)6-4-8-31(28,29)30/h4,6,10-13H,3,5,7-9,18H2,1-2H3,(H,22,24)(H,23,25)(H,26,27)(H4,19,20,21)(H2,28,29,30)/b6-4-/t11-,12-,13-/m0/s1	CJJARRUKCLRYDP-DCRFLDTMSA-N	464.2148344			MMDBc0010251
BASm0015494	Deoxyfunicone	Deoxyfunicone is a polyketide, a class of secondary metabolites known for their diverse biological activities and structural complexity. This compound has been identified as a metabolite of the marine-derived fungal strain Penicillium glabrum (SF-7123), alongside other secondary metabolites such as neuchromenin, asterric acid, and myxotrichin C (PMID:32397523). Additionally, deoxyfunicone has been studied in conjunction with its analogues, including funicone and 3-O-methylfunicone, highlighting its relevance in the context of fungal chemistry and potential pharmacological applications (PMID:24941113). Furthermore, deoxyfunicone was isolated from culture broth using solvent extraction and chromatography techniques, demonstrating its significance in the metabolic profile of fungi and its potential utility in drug discovery (PMID:12002999). The exploration of deoxyfunicone and related compounds underscores the importance of marine-derived fungi as a source of novel bioactive substances, which may offer insights into new therapeutic agents.		Expected Solid	[H]\C(C)=C(\[H])C1=CC(=O)C(=CO1)C(=O)C1=C(C=C(OC)C=C1OC)C(=O)OC	C19H18O7	InChI=1S/C19H18O7/c1-5-6-11-8-15(20)14(10-26-11)18(21)17-13(19(22)25-4)7-12(23-2)9-16(17)24-3/h5-10H,1-4H3/b6-5+	TZXWWWSFTQHNBQ-AATRIKPKSA-N	358.1052529			MMDBc0010277
BASm0015495	3-anhydro-6-hydroxy-ophiobolin A	3-Anhydro-6-hydroxy-ophiobolin A is a sesterterpene metabolite derived from the phytopathogenic fungus Bipolaris oryzae. This compound has garnered attention for its significant biological activities, particularly its high in vitro and in vivo efficacy against influenza A virus infection (PMID:27743345). Additionally, it has been shown to induce autophagy and promote the degradation of α-synuclein in PC12 cells, which is crucial given α-synuclein's role as a major constituent of Lewy bodies associated with neurodegenerative diseases (PMID:25748161). Furthermore, 3-anhydro-6-hydroxy-ophiobolin A exhibits antimicrobial properties, inhibiting the growth of methicillin-resistant Staphylococcus aureus and inducing apoptosis in K562 cells (PMID:23668986). This multifaceted compound not only showcases potential therapeutic applications in virology and neurobiology but also highlights the diverse bioactive potential of fungal metabolites. Its structural uniqueness as an ophiobolin derivative adds to the growing interest in sesterterpenes for drug discovery and development.		Expected Solid	[H]\C1=C(C=O)\[C@@]2(O)C(=O)C=C(C)[C@@]2([H])C[C@@]2(C)CC[C@@]3(O[C@]([H])(C[C@]3([H])C)C=C(C)C)[C@]2([H])C1	C25H34O4	InChI=1S/C25H34O4/c1-15(2)10-19-12-17(4)24(29-19)9-8-23(5)13-20-16(3)11-22(27)25(20,28)18(14-26)6-7-21(23)24/h6,10-11,14,17,19-21,28H,7-9,12-13H2,1-5H3/b18-6-/t17-,19-,20+,21+,23+,24-,25-/m0/s1	MNTJKNWRCITJMY-JCBJYGFASA-N	398.2457096			MMDBc0010294
BASm0015496	Apratoxin B			Expected Solid	[H]\C1=C(C)\C(O)=N[C@@]([H])(CC2=CC=C(OC)C=C2)C(=O)N(C)[C@@]([H])(C)C(O)=N[C@]([H])(C(=O)N2CCCC2([H])C(=O)O[C@@]([H])(C[C@@]([H])(C)C[C@]([H])(O)[C@]([H])(C)C2=N[C@]1([H])CS2)C(C)(C)C)[C@@]([H])(C)CC	C44H67N5O8S	InChI=1S/C44H67N5O8S/c1-12-26(3)37-42(54)49-19-13-14-34(49)43(55)57-36(44(7,8)9)21-25(2)20-35(50)28(5)40-45-31(24-58-40)22-27(4)38(51)46-33(23-30-15-17-32(56-11)18-16-30)41(53)48(10)29(6)39(52)47-37/h15-18,22,25-26,28-29,31,33-37,50H,12-14,19-21,23-24H2,1-11H3,(H,46,51)(H,47,52)/b27-22-/t25-,26-,28-,29-,31-,33-,34?,35-,36-,37-/m0/s1	ZSYPDXOLYNZQGO-CSWQYCJFSA-N	825.4710353			MMDBc0010305
BASm0015497	Sterenin H	Sterenin H is a flavonoid compound. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential biological significance.		Expected Solid	COCC1=C(O)C(CC=C(C)C)=C(OC(=O)C2=C(O)C=C(O)C=C2C)C=C1CO	C22H26O7	InChI=1S/C22H26O7/c1-12(2)5-6-16-19(8-14(10-23)17(11-28-4)21(16)26)29-22(27)20-13(3)7-15(24)9-18(20)25/h5,7-9,23-26H,6,10-11H2,1-4H3	QBAPFNYOABZILN-UHFFFAOYSA-N	402.1678532			MMDBc0010307
BASm0015498	Brevianamide V	Brevianamide V is a member of the alkaloid chemical class, specifically a metabolite derived from fungal sources. It has been identified alongside several other known compounds, including epideoxybrevianamide E, brevianamide K, and brevianamide Q, as part of a chemical analysis of metabolites from a fungal strain (PMID:39860162). The structural diversity of brevianamide V, along with its related compounds, highlights the complex biosynthetic pathways utilized by fungi to produce these metabolites. Brevianamide V is noted for its stereoisomers, which include both the (+) and (‒) forms, indicating potential biological activity that may vary based on stereochemistry. The presence of brevianamide V in fungal metabolites suggests a role in ecological interactions, possibly including defense mechanisms or symbiotic relationships, although specific biological functions remain to be fully elucidated. Further studies on brevianamide V could provide insights into its pharmacological potential and applications in biotechnology or medicine, given the increasing interest in natural products derived from fungi.		Expected Solid	[H]\C(C1=C(NC2=CC=CC=C12)C(C)(C)C=C)=C1\N=C(O)[C@]2([H])CCCN2C1=O	C21H23N3O2	InChI=1S/C21H23N3O2/c1-4-21(2,3)18-14(13-8-5-6-9-15(13)22-18)12-16-20(26)24-11-7-10-17(24)19(25)23-16/h4-6,8-9,12,17,22H,1,7,10-11H2,2-3H3,(H,23,25)/b16-12-/t17-/m0/s1	OLIPWSSLWWMAAT-WBILKINKSA-N	349.179027			MMDBc0010331
BASm0015499	Carneic acid A			Expected Solid	[H]\C(C)=C(\C)[C@@]1([H])C(C)=C[C@@]2([H])[C@]([H])(O)CC[C@@]([H])(C)[C@]2([H])[C@@]1([H])C([H])=C([H])C(\[H])=C(/[H])C(O)=O	C21H30O3	InChI=1S/C21H30O3/c1-5-13(2)20-15(4)12-17-18(22)11-10-14(3)21(17)16(20)8-6-7-9-19(23)24/h5-9,12,14,16-18,20-22H,10-11H2,1-4H3,(H,23,24)/b8-6+,9-7+,13-5+/t14-,16+,17+,18-,20+,21-/m1/s1	KNDPLJZJPQWOMQ-XLSWVBTGSA-N	330.2194948			MMDBc0010332
BASm0015500	Penicisochroman E	Penicisochroman E is a member of the chroman chemical class. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H]C1(C)OCC2=C(C=CC=C2O)[C@]1([H])O	C10H12O3	InChI=1S/C10H12O3/c1-6-10(12)7-3-2-4-9(11)8(7)5-13-6/h2-4,6,10-12H,5H2,1H3/t6?,10-/m1/s1	BFAPKXQOLRZYTB-PHUNFMHTSA-N	180.0786442			MMDBc0010333
BASm0015501	Polymyxin B5	Polymyxin B5 is a cyclic polypeptide antibiotic belonging to the polymyxin class. There is little literature available on this metabolite, indicating a gap in research regarding its properties and effects.		Expected Solid	CCCCCCCCC(O)=NC(CCN)C(O)=NC(C(C)O)C(O)=NC(CCN)C(O)=NC1CCN=C(O)C(N=C(O)C(CCN)N=C(O)C(CCN)N=C(O)C(CC(C)C)N=C(O)C(CC2=CC=CC=C2)N=C(O)C(CCN)N=C1O)C(C)O	C56H98N16O13	InChI=1S/C56H98N16O13/c1-6-7-8-9-10-14-17-44(75)63-36(18-24-57)51(80)72-46(34(5)74)56(85)68-39(21-27-60)48(77)67-41-23-29-62-55(84)45(33(4)73)71-52(81)40(22-28-61)65-47(76)37(19-25-58)66-53(82)42(30-32(2)3)69-54(83)43(31-35-15-12-11-13-16-35)70-49(78)38(20-26-59)64-50(41)79/h11-13,15-16,32-34,36-43,45-46,73-74H,6-10,14,17-31,57-61H2,1-5H3,(H,62,84)(H,63,75)(H,64,79)(H,65,76)(H,66,82)(H,67,77)(H,68,85)(H,69,83)(H,70,78)(H,71,81)(H,72,80)	RGUCBEFVOXUBFX-UHFFFAOYSA-N	1202.749927			MMDBc0010334
BASm0015502	Chaetomugilin P	Chaetomugilin P is a unique azaphilone, a class of chemical compounds characterized by a fused ring structure containing both nitrogen and oxygen atoms. This metabolite was isolated from a fungal strain and exhibits a distinct skeletal framework that sets it apart from other azaphilones previously identified from the same source. The structural uniqueness of chaetomugilin P suggests potential bioactivity that warrants further investigation, particularly in the context of its chemical interactions and possible therapeutic applications. The exploration of its biological properties may reveal insights into its role within the producing organism and its potential uses in pharmacology or biotechnology. The differentiation of chaetomugilin P from other azaphilones highlights the diverse metabolic capabilities of fungi and underscores the importance of natural product chemistry in discovering novel compounds with significant biological relevance (PMID:21640594).		Expected Solid	[H]\C(C)=C(\Cl)C(=O)[C@@](C)(O)[C@@]1([H])CC(=O)C(C)=C2C=C(OC=C12)C(\[H])=C(/[H])[C@@]([H])(C)[C@@]([H])(C)O	C22H27ClO5	InChI=1S/C22H27ClO5/c1-6-19(23)21(26)22(5,27)18-10-20(25)13(3)16-9-15(28-11-17(16)18)8-7-12(2)14(4)24/h6-9,11-12,14,18,24,27H,10H2,1-5H3/b8-7+,19-6-/t12-,14-,18+,22+/m1/s1	KLMQRLLJGPIKJE-NCZDROTISA-N	406.1547017			MMDBc0010342
BASm0015503	Tyrosol propionate	Tyrosol propionate is a derivative of tyrosol and belongs to the class of esters. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological effects.		Expected Solid	CCC(=O)OCCC1=CC=C(O)C=C1	C11H14O3	InChI=1S/C11H14O3/c1-2-11(13)14-8-7-9-3-5-10(12)6-4-9/h3-6,12H,2,7-8H2,1H3	PGQKVDCXCRDUMK-UHFFFAOYSA-N	194.0942943			MMDBc0010348
BASm0015504	Aspirochlorine	Aspirochlorine is a unique epidithiodiketopiperazine (ETP) toxin that belongs to the class of secondary metabolites. It is produced by the mold Aspergillus oryzae, which is widely utilized in food fermentation, particularly in sake brewing. Aspirochlorine is characterized by its distinctive ring-enlarged disulfide bridge linked to a spiroaminal ring system, setting it apart from other ETPs. Its biosynthesis involves a complex pathway that includes key enzymes such as cytochrome P450 monooxygenases (AclL and AclO), a methyltransferase (AclU), and a halogenase (AclH), which facilitate various transformations, including the conversion of amino acids. Aspirochlorine exhibits antifungal properties, contributing to its potential applications in controlling fungal pathogens. Studies have shown that the production of aspirochlorine, along with other secondary metabolites, is regulated by global factors like the rtfA gene, highlighting its ecological significance. The intricate biosynthetic mechanisms and biological activities of aspirochlorine underscore its importance in both chemistry and biology, particularly within the context of food safety and fermentation processes (PMIDs: 37505697, 34163685, 33351612, 30635379, 30109903, 25302411).		Expected Solid	[H][C@@]12SS[C@]3([H])N=C(O)[C@@]1(OC1=C2C=C(Cl)C(O)=C1)N(OC)C3=O	C12H9ClN2O5S2	InChI=1S/C12H9ClN2O5S2/c1-19-15-10(17)9-14-11(18)12(15)8(21-22-9)4-2-5(13)6(16)3-7(4)20-12/h2-3,8-9,16H,1H3,(H,14,18)/t8-,9-,12+/m0/s1	XMFSSFONDVHNFO-HOTUBEGUSA-N	359.9641414			MMDBc0010354
BASm0015505	GGL 3	GGL 3 is a metabolite belonging to the class of organic compounds. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential biological significance.		Expected Solid	[H]C(C)(CC)CCCCCCCCCCCOCC([H])(O)CO[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(OC2([H])O[C@]([H])(COC(C)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@]1([H])O	C32H60O14	InChI=1S/C32H60O14/c1-4-20(2)14-12-10-8-6-5-7-9-11-13-15-41-17-22(35)18-43-31-29(40)30(26(37)23(16-33)44-31)46-32-28(39)27(38)25(36)24(45-32)19-42-21(3)34/h20,22-33,35-40H,4-19H2,1-3H3/t20?,22?,23-,24-,25-,26-,27+,28-,29+,30+,31+,32?/m1/s1	YUBYYXLETACKQP-WQLQQKPPSA-N	668.3983066			MMDBc0010358
BASm0015506	(5S,S)-5-methyl-3-(5-methylheptyl)furan-2(5H)-one	(5S,S)-5-methyl-3-(5-methylheptyl)furan-2(5H)-one is a furanone, a class of compounds characterized by a furan ring with a carbonyl group. There is limited literature available on this metabolite, indicating that its biological significance and potential applications remain largely unexplored.		Expected Solid	[H][C@](C)(CC)CCCCC1=C[C@]([H])(C)OC1=O	C13H22O2	InChI=1S/C13H22O2/c1-4-10(2)7-5-6-8-12-9-11(3)15-13(12)14/h9-11H,4-8H2,1-3H3/t10-,11-/m0/s1	WNNWZLRNFSNZOJ-QWRGUYRKSA-N	210.1619799			MMDBc0010366
BASm0015507	Ergotryptamine	Ergotryptamine is a member of the ergot alkaloid chemical class, which encompasses a diverse group of compounds derived from the ergot fungus. This metabolite has been identified in various species, including the endophytic fungus Epichloë typhina × festucae, where it occurs alongside other early pathway metabolites like chanoclavine-I and the end-product ergovaline (PMID:27248330). Research utilizing an RNAi-based approach has demonstrated that reducing the mRNA levels of the easA gene, which encodes an enzyme crucial for the biosynthetic pathway, leads to decreased ergovaline levels and increased concentrations of both ergotryptamine and chanoclavine-I (PMID:27248330). Structural elucidation studies have shown that ergotryptamine differs from N-methyl-4-dimethylallyltryptophan by the absence of a carboxyl group, the presence of a hydroxyl group, and a shift in a carbon–carbon double bond (PMID:25491167). Additionally, feeding studies with Aspergillus mutants indicate that ergotryptamine may function as a byproduct rather than a key intermediate in the biosynthetic pathway (PMID:25491167). Its equivalency with a provisional Epichloë-derived ergot alkaloid, 6,7-secolysergine, has also been established (PMID:25491167).		Expected Solid	[H]\C(=C(\[H])C(C)(C)O)C1=C2C(CCNC)=CNC2=CC=C1	C16H22N2O	InChI=1S/C16H22N2O/c1-16(2,19)9-7-12-5-4-6-14-15(12)13(11-18-14)8-10-17-3/h4-7,9,11,17-19H,8,10H2,1-3H3/b9-7+	QCWMNSFZHYEJJO-VQHVLOKHSA-N	258.1732133			MMDBc0010368
BASm0015508	Reveromycin H	Reveromycin H is a macrolide antibiotic. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(C[C@@]1([H])O[C@]2(CC[C@]1([H])C)CC[C@@](CCCC)(OC(=O)C(\[H])=C(/[H])C(O)=O)[C@@]([H])(O2)C(\[H])=C(/[H])\C(\C)=C(/[H])C(O)=O)=C(\C)/C(/[H])=C(\[H])[C@]([H])(O)[C@@]([H])(C)C(\[H])=C(/[H])C(O)=O	C36H50O11	InChI=1S/C36H50O11/c1-6-7-19-35(47-34(44)17-16-32(40)41)21-22-36(46-30(35)14-10-25(3)23-33(42)43)20-18-27(5)29(45-36)13-9-24(2)8-12-28(37)26(4)11-15-31(38)39/h8-12,14-17,23,26-30,37H,6-7,13,18-22H2,1-5H3,(H,38,39)(H,40,41)(H,42,43)/b12-8+,14-10+,15-11+,17-16+,24-9+,25-23+/t26-,27-,28-,29+,30-,35+,36-/m0/s1	QTRMOXKZWPLCFC-OTBVCFTHSA-N	658.3353124			MMDBc0010378
BASm0015509	[Val7]lichenysin G14			Expected Solid	CC(C)CCCCCCCCC1CC(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)O1	C51H90N8O12	InChI=1S/C51H90N8O12/c1-28(2)19-17-15-13-14-16-18-20-34-26-41(61)53-35(21-22-40(52)60)45(64)54-36(23-29(3)4)46(65)55-37(24-30(5)6)48(67)58-43(32(9)10)50(69)57-39(27-42(62)63)47(66)56-38(25-31(7)8)49(68)59-44(33(11)12)51(70)71-34/h28-39,43-44H,13-27H2,1-12H3,(H2,52,60)(H,53,61)(H,54,64)(H,55,65)(H,56,66)(H,57,69)(H,58,67)(H,59,68)(H,62,63)/t34?,35-,36-,37+,38+,39-,43-,44-/m0/s1	ZOPOQQIYRGAAQO-YEENUNMYSA-N	1006.66782			MMDBc0010383
BASm0015510	methyl dichloroasterrate			Expected Solid	COC(=O)C1=CC(O)=CC(OC)=C1OC1=C(Cl)C(C)=C(Cl)C(O)=C1C(=O)OC	C18H16Cl2O8	InChI=1S/C18H16Cl2O8/c1-7-12(19)14(22)11(18(24)27-4)16(13(7)20)28-15-9(17(23)26-3)5-8(21)6-10(15)25-2/h5-6,21-22H,1-4H3	UWTOESDPWKUNBD-UHFFFAOYSA-N	430.0222229			MMDBc0010419
BASm0015511	Anhydromarasmone			Expected Solid	[H][C@@]12OCC3=CC[C@]4([H])[C@](C(=O)O1)(C(=O)C=CC4(C)C)[C@@]23[H]	C15H16O4	InChI=1S/C15H16O4/c1-14(2)6-5-10(16)15-9(14)4-3-8-7-18-12(11(8)15)19-13(15)17/h3,5-6,9,11-12H,4,7H2,1-2H3/t9-,11+,12+,15-/m0/s1	CJZUKWREGMGONS-NFOTXUCKSA-N	260.104859			MMDBc0010466
BASm0015512	Roquefortine G	Roquefortine G is a mycotoxin belonging to the class of indole alkaloids. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential effects.		Expected Solid	[H]\C(C1=CN(C=N1)C(C)(C)CC(C)=O)=C1/N=C(O)[C@@]2(C[C@]3(C4=CC=CC=C4N[C@@]3([H])N2C1=O)C(C)(C)C=C)OC	C29H35N5O4	InChI=1S/C29H35N5O4/c1-8-26(3,4)28-16-29(38-7)25(37)32-22(13-19-15-33(17-30-19)27(5,6)14-18(2)35)23(36)34(29)24(28)31-21-12-10-9-11-20(21)28/h8-13,15,17,24,31H,1,14,16H2,2-7H3,(H,32,37)/b22-13+/t24-,28+,29+/m0/s1	RULJMCDOZJZMNB-ZZXIHXDTSA-N	517.2689046			MMDBc0010480
BASm0015513	Ficiolide B	Ficiolide B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(C)CC[C@]([H])(O)C=CC(=O)O[C@]([H])(C)CC[C@@]([H])(O)C=CC(=O)O1	C16H24O6	InChI=1S/C16H24O6/c1-11-3-5-13(17)8-10-16(20)22-12(2)4-6-14(18)7-9-15(19)21-11/h7-14,17-18H,3-6H2,1-2H3/t11-,12-,13-,14+/m1/s1	RBQNDQOKFICJGL-SYQHCUMBSA-N	312.1572885			MMDBc0010482
BASm0015514	Teraspiridole D	Teraspiridole D is a metabolite belonging to the class of organic compounds known as alkaloids. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]12NC3(CC3)C(=O)N1C1=CC=CC=C1[C@@]21C[C@]2([H])[C@](C)(CC[C@]3([H])[C@@]4(C)CCC(=O)OC(C)(C)[C@]4([H])C[C@]([H])(OC(C)=O)[C@@]23C)O1	C34H44N2O6	InChI=1S/C34H44N2O6/c1-19(37)40-25-17-23-29(2,3)41-26(38)12-13-30(23,4)22-11-14-31(5)24(32(22,25)6)18-34(42-31)20-9-7-8-10-21(20)36-27(34)35-33(15-16-33)28(36)39/h7-10,22-25,27,35H,11-18H2,1-6H3/t22-,23+,24-,25+,27+,30-,31+,32-,34+/m1/s1	NYVFUDQEAURUPX-YKJMMZEYSA-N	576.3199371			MMDBc0010495
BASm0015515	(-)-Hexylitaconic acid	(-)-Hexylitaconic acid is a dicarboxylic acid, specifically a metabolite described in biomedical literature. This compound belongs to the class of aliphatic carboxylic acids and is characterized by its hexyl group attached to the itaconic acid backbone. The structure was identified to be (-)-hexylitaconic acid (1) by spectroscopic analysis, confirming its unique configuration and functional groups (PMID:16246554). As a metabolite, it may play a role in various biochemical pathways, potentially influencing metabolic processes or serving as a precursor for the synthesis of other biologically relevant compounds. The understanding of its role in metabolism can provide insights into its biological significance and potential applications in fields such as pharmacology and biochemistry. Further research is necessary to elucidate the full range of its biological activities and implications in health and disease.		Expected Solid	[H][C@@](CCCCCC)(C(O)=O)C(=C)C(O)=O	C11H18O4	InChI=1S/C11H18O4/c1-3-4-5-6-7-9(11(14)15)8(2)10(12)13/h9H,2-7H2,1H3,(H,12,13)(H,14,15)/t9-/m0/s1	HKMDCNSGDQBQLI-VIFPVBQESA-N	214.1205091			MMDBc0010509
BASm0015516	Wickerol A	Wickerol A is a diterpene, which is an unusual class of chemical compounds known for their diverse biological activities. This metabolite has garnered attention due to its remarkable antiviral properties, specifically its efficacy against the H1N1 influenza virus (PMID:28625047). The synthesis of Wickerol A involves a sophisticated asymmetric approach that employs a Jung Diels-Alder reaction, followed by an intramolecular alkylation to construct its unique 6-5-6-6 ring system, and concludes with a conjugate addition that effectively addresses significant steric strain (PMID:28625047). The intricate chemistry behind Wickerol A not only highlights its structural complexity but also underscores its potential as a lead compound in antiviral drug development. The ongoing research into Wickerol A's synthesis and biological activity may pave the way for novel therapeutic strategies against viral infections, emphasizing the importance of natural products in medicinal chemistry.		Expected Solid	[H][C@@]12CC[C@@]3(C)C[C@]4([H])CC[C@@]([H])(C)[C@](CC[C@]1(C)O)([C@]23[H])C4(C)C	C20H34O	InChI=1S/C20H34O/c1-13-6-7-14-12-18(4)9-8-15-16(18)20(13,17(14,2)3)11-10-19(15,5)21/h13-16,21H,6-12H2,1-5H3/t13-,14+,15+,16-,18+,19+,20-/m1/s1	RLFWGQVIKYIGGM-VBXVDEENSA-N	290.2609657			MMDBc0010510
BASm0015517	Octahydroheptaprenol	Octahydroheptaprenol is a cyclic terpenoid belonging to the chemical class of polyisoprenoids. This compound has garnered attention in the field of biochemistry due to its unique structure, which features three Z-double bonds. It is a metabolite that has been isolated from various biological sources, highlighting its potential significance in natural product chemistry. Specifically, octahydroheptaprenol was obtained from six different species, indicating its widespread occurrence and possibly diverse biological roles. The isolation of octahydroheptaprenol, alongside other novel cyclic compounds such as heptaprenylcycline, underscores the richness of natural terpenoid chemistry and its implications for understanding metabolic pathways in various organisms (PMID:18843409). As research continues, the exploration of octahydroheptaprenol may reveal further insights into its biological functions and applications in pharmacology or biotechnology.		Expected Solid	[H]\C(CO)=C(/C)CC\C([H])=C(\C)CC\C([H])=C(\C)CCCC(C)CCCC(C)CCCC(C)CCCC(C)C	C35H66O	InChI=1S/C35H66O/c1-29(2)15-9-16-30(3)17-10-18-31(4)19-11-20-32(5)21-12-22-33(6)23-13-24-34(7)25-14-26-35(8)27-28-36/h23,25,27,29-32,36H,9-22,24,26,28H2,1-8H3/b33-23-,34-25-,35-27-	JJWZVZDLRKZUPU-SLKBRMTOSA-N	502.5113667			MMDBc0010521
BASm0015518	Roquefortine D	Roquefortine D is a mycotoxin belonging to the class of indole alkaloids. It is produced by certain fungi, particularly those in the Penicillium genus, and has garnered interest due to its complex chemical structure and potential biological activities. The compound is part of a larger group of metabolites that includes various quinone/hydroquinone meroterpenoids and other derivatives, such as roquefortine C and its hydroxy derivatives. Research has indicated that roquefortine D may possess neurotoxic properties, contributing to its significance in studies related to mycotoxicosis and fungal infections. The compound's structural features, including its indole moiety, suggest potential interactions with biological systems, although the precise mechanisms of action remain an area of ongoing investigation. Further exploration of roquefortine D's effects on cellular processes and its potential applications in pharmacology could provide valuable insights into its role in both environmental and health-related contexts. For detailed studies on related compounds and their biological implications, refer to PMID evidence in the literature.		Expected Solid	CC(C)(C=C)C12CC3N(C1NC1=CC=CC=C21)C(=O)C(CC1=CN=CN1)NC3=O	C22H25N5O2	InChI=1S/C22H25N5O2/c1-4-21(2,3)22-10-17-18(28)25-16(9-13-11-23-12-24-13)19(29)27(17)20(22)26-15-8-6-5-7-14(15)22/h4-8,11-12,16-17,20,26H,1,9-10H2,2-3H3,(H,23,24)(H,25,28)	IQVNREJWRXOHEO-UHFFFAOYSA-N	391.2008251			MMDBc0010523
BASm0015519	Asperpyrone C	Asperpyrone C is a dimeric naphtho-γ-pyrone, a chemical class known for its diverse biological activities and potential therapeutic applications. This metabolite was isolated from the endophytic fungus Alternaria alternata HE11, which was obtained from the leaves of Colocasia esculenta. The study highlighted that Asperpyrone C, along with other compounds, represents a novel finding from the genus Alternaria (PMID:37414961). Furthermore, Asperpyrone C has been identified as a potential diagnostic biomarker for certain conditions, indicating its relevance in biomedical research and clinical diagnostics (PMID:36159648). The unique structural features of dimeric naphtho-γ-pyrones like Asperpyrone C may contribute to their biological activities, making them of interest for further studies aimed at exploring their pharmacological properties and applications in medicine.		Expected Solid	COC1=CC(OC)=C2C3=C(C(=O)C=C(C)O3)C(O)=C(C2=C1)C1=C(OC)C=C2C=C3OC(C)=CC(=O)C3=C(O)C2=C1OC	C32H26O10	InChI=1S/C32H26O10/c1-13-7-18(33)26-22(41-13)10-15-9-20(38-4)28(31(40-6)23(15)29(26)35)25-17-11-16(37-3)12-21(39-5)24(17)32-27(30(25)36)19(34)8-14(2)42-32/h7-12,35-36H,1-6H3	YVLPJBAIVAPEFU-UHFFFAOYSA-N	570.152597			MMDBc0010529
BASm0015520	4'-Deoleandrosyl-6,8a-seco-6,8a-deoxy-5-	4'-Deoleandrosyl-6,8a-seco-6,8a-deoxy-5- is a member of the avermectin class of compounds, which are known for their antiparasitic properties. This metabolite is characterized by its unique structural features, including the absence of the furan ring at C-6 and C-8a, which distinguishes it from other related compounds. Specifically, it is related to several derivatives such as 4'-deoleandrosyl-6,8a-seco-6,8a-deoxyavermectin B1a and 4'-deoleandrosyl-6,8a-seco-6,8a-deoxy-5-oxoavermectin B1a, indicating its potential role in the biosynthetic pathways of avermectins (PMID:7868391). The structural modifications in 4'-deoleandrosyl-6,8a-seco-6,8a-deoxy-5- suggest that it may exhibit distinct biological activities, contributing to the diverse pharmacological profiles of avermectins, which are widely utilized in veterinary and agricultural applications to control parasitic infections. Further studies could elucidate its specific biological functions and potential therapeutic applications.		Expected Solid		C41H60O10		IYBATDVJOWONSJ-PIJYGZGWNA-N	712.4186481			MMDBc0010537
BASm0015521	Chaetocochin I	Chaetocochin I is a sulfur-containing metabolite belonging to the class of polythioether compounds. This compound is characterized by its unique structural features, including two sulfur bridges: one formed by three sulfur atoms connecting C-3 and C-11a, and another formed by four sulfur atoms linking C-3' and C-6' (PMID:26125976). The presence of these sulfur bridges contributes to its chemical stability and reactivity. Biologically, Chaetocochin I can undergo transformations, readily converting into several related metabolites, including chetomin (2), chetoseminudin A (3), chaetocochin D (4), chaetocochin G (5), and chaetocochin H (6) through the loss of sulfur atoms (PMID:26125976). This metabolic versatility suggests potential roles in various biological processes and highlights the importance of sulfur in the structural integrity and function of these metabolites.		Expected Solid	[H][C@]12NC3=CC=CC=C3C1(C[C@]13SSS[C@](CO)(N(C)C1=O)C(=O)N23)N1C=C(C[C@]23SSSS[C@](CO)(N(C)C2=O)C(=O)N3C)C2=CC=CC=C12	C31H30N6O6S7	InChI=1S/C31H30N6O6S7/c1-33-25(42)30(15-38)34(2)23(40)28(33,44-49-50-47-30)12-17-13-36(21-11-7-4-8-18(17)21)27-14-29-24(41)35(3)31(16-39,46-48-45-29)26(43)37(29)22(27)32-20-10-6-5-9-19(20)27/h4-11,13,22,32,38-39H,12,14-16H2,1-3H3/t22-,27?,28+,29+,30+,31+/m1/s1	YISUSQYDZYMJHH-QBFIAXCUSA-N	806.0271809			MMDBc0010538
BASm0015522	Brevianamide P	Brevianamide P is a secondary metabolite belonging to the class of amides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and biological significance.		Expected Solid	[H]C(C)(CC)[C@@]1([H])N=C(O)[C@]([H])(CC2=CC=CC=C2)N2C(=O)C3=C(OC=CC=C3)N=C12	C22H23N3O3	InChI=1S/C22H23N3O3/c1-3-14(2)18-19-24-21-16(11-7-8-12-28-21)22(27)25(19)17(20(26)23-18)13-15-9-5-4-6-10-15/h4-12,14,17-18H,3,13H2,1-2H3,(H,23,26)/t14?,17-,18+/m0/s1	UOBOWSHNMYJJFQ-CXRLMVSZSA-N	377.1739416			MMDBc0010558
BASm0015523	Phomapyrone E	Phomapyrone E is a pyrone derivative belonging to the chemical class of natural products. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential applications.		Expected Solid	[H]\C(C(C)C(C)=O)=C(\C)C1=CC(OC)=C(C)C(=O)O1	C14H18O4	InChI=1S/C14H18O4/c1-8(11(4)15)6-9(2)12-7-13(17-5)10(3)14(16)18-12/h6-8H,1-5H3/b9-6+	MOPXMSJFYITBHO-RMKNXTFCSA-N	250.1205091			MMDBc0010568
BASm0015524	Anthracyclinone blue B	Anthracyclinone blue B is a member of the anthracycline chemical class. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	CCC1=CC(NCCO)=C2C(O)=C3C(=O)C4=C(C=CC=C4O)C(=O)C3=C(O)C2=C1C(=O)OC	C24H21NO8	InChI=1S/C24H21NO8/c1-3-10-9-12(25-7-8-26)16-17(14(10)24(32)33-2)23(31)18-19(22(16)30)21(29)15-11(20(18)28)5-4-6-13(15)27/h4-6,9,25-27,30-31H,3,7-8H2,1-2H3	QZOYVKFIBGXGPC-UHFFFAOYSA-N	451.1267166			MMDBc0010573
BASm0015525	Shikometabolin C	Shikometabolin C is a member of the shikimic acid pathway, belonging to the class of phenolic compounds. There is limited literature available on this metabolite, indicating a need for further research to elucidate its biological significance and potential applications.		Expected Solid	[H]C(C=C(C)C)=C([H])[C@@]12C(=O)C3=C(O)C=CC(O)=C3C(=O)[C@]1([H])C1=C(O)C3=C(C(=O)C=CC3=O)C(O)=C1C[C@]2([H])C=C(C)C	C32H28O8	InChI=1S/C32H28O8/c1-14(2)6-5-11-32-16(12-15(3)4)13-17-22(29(38)24-19(34)8-7-18(33)23(24)28(17)37)27(32)30(39)25-20(35)9-10-21(36)26(25)31(32)40/h5-12,16,27,35-38H,13H2,1-4H3/b11-5+/t16-,27-,32-/m0/s1	WPWUAMXXODEDQZ-NAFBJLCISA-N	540.1784179			MMDBc0010580
BASm0015526	Doramectin			Expected Solid	[H]\C1=C(C)\[C@@]([H])(O[C@@]2([H])C[C@]([H])(OC)C([H])(O[C@@]3([H])C[C@]([H])(OC)[C@@]([H])(O)[C@]([H])(C)O3)[C@]([H])(C)O2)C([H])(C)\C([H])=C([H])/C([H])=C2CO[C@]3([H])[C@]([H])(O)C(C)=C[C@@]([H])(C(=O)O[C@@]4([H])C[C@@]([H])(C1)O[C@@]1(C4)O[C@]([H])(C4CCCCC4)[C@@]([H])(C)C=C1)[C@]23O	C50H74O14	InChI=1S/C50H74O14/c1-27-13-12-16-34-26-57-47-42(51)30(4)21-37(50(34,47)54)48(53)60-36-22-35(63-49(25-36)20-19-29(3)45(64-49)33-14-10-9-11-15-33)18-17-28(2)44(27)61-41-24-39(56-8)46(32(6)59-41)62-40-23-38(55-7)43(52)31(5)58-40/h12-13,16-17,19-21,27,29,31-33,35-47,51-52,54H,9-11,14-15,18,22-26H2,1-8H3/b13-12-,28-17-,34-16+/t27?,29-,31-,32-,35+,36-,37-,38-,39-,40-,41-,42+,43-,44-,45-,46?,47+,49+,50+/m0/s1	QLFZZSKTJWDQOS-JXDPPFPZSA-N	898.5078571			MMDBc0010584
BASm0015527	O-methylmelleine	O-methylmelleine is a methylated derivative of mellein and belongs to the class of organic compounds known as phenolic compounds. There is limited literature available on this metabolite, indicating that further research may be required to fully understand its biochemical properties and potential applications.		Expected Solid	[H][C@@]1(C)CC2=C(C(=O)O1)C(OC)=CC=C2	C11H12O3	InChI=1S/C11H12O3/c1-7-6-8-4-3-5-9(13-2)10(8)11(12)14-7/h3-5,7H,6H2,1-2H3/t7-/m1/s1	AYIDXPPINFIJKW-SSDOTTSWSA-N	192.0786442			MMDBc0010589
BASm0015528	Pestaloficiol T	Pestaloficiol T is a polyketide, a class of compounds known for their diverse biological activities. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential applications.		Expected Solid	[H][C@@](CCCCCC)(OC(=O)C1=C(O)C=C(C)C=C1OC1=C(C=C(OC)C=C1O)C(=O)OC)C1=C(CO)C(OC)=CC(=O)O1	C31H36O12	InChI=1S/C31H36O12/c1-6-7-8-9-10-23(29-20(16-32)24(39-4)15-26(35)43-29)42-31(37)27-21(33)11-17(2)12-25(27)41-28-19(30(36)40-5)13-18(38-3)14-22(28)34/h11-15,23,32-34H,6-10,16H2,1-5H3/t23-/m0/s1	XCYKAMMGHWDGSQ-QHCPKHFHSA-N	600.2206766			MMDBc0010596
BASm0015529	Citreopyrone C	Citreopyrone C is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	COC1=CC(=O)OC(C=O)=C1C	C8H8O4	InChI=1S/C8H8O4/c1-5-6(11-2)3-8(10)12-7(5)4-9/h3-4H,1-2H3	MCDHEVCLXSINGJ-UHFFFAOYSA-N	168.0422587			MMDBc0010604
BASm0015530	Tetrahydro-limipterin	Tetrahydro-limipterin is a tetrahydroisoquinoline derivative, belonging to the class of organic compounds known as alkaloids. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	[H][C@@](C)(OC1([H])OC([H])(CO)C([H])(O)C([H])(O)C1([H])N=C(C)O)[C@]([H])(O)C1([H])CNC2=C(N1)C(O)=NC(=N)N2	C17H28N6O8	InChI=1S/C17H28N6O8/c1-5(11(26)7-3-19-14-10(21-7)15(29)23-17(18)22-14)30-16-9(20-6(2)25)13(28)12(27)8(4-24)31-16/h5,7-9,11-13,16,21,24,26-28H,3-4H2,1-2H3,(H,20,25)(H4,18,19,22,23,29)/t5-,7?,8?,9?,11-,12?,13?,16?/m0/s1	QWYAJQBOCWNVLL-GMQDJYRHSA-N	444.1968619			MMDBc0010614
BASm0015531	Antanapeptin A			Expected Solid	[H]C(C)(CC)[C@]1([H])N(C)C(=O)[C@]2([H])CCCN2C(=O)[C@@]([H])(OC(=O)[C@]([H])(CC2=CC=CC=C2)N(C)C(=O)[C@@]([H])(N=C(O)C([H])(C)C([H])(CCCC#C)OC1=O)C(C)C)C(C)C	C41H60N4O8	InChI=1S/C41H60N4O8/c1-11-13-15-22-32-28(8)36(46)42-33(25(3)4)38(48)43(9)31(24-29-19-16-14-17-20-29)40(50)53-35(26(5)6)39(49)45-23-18-21-30(45)37(47)44(10)34(27(7)12-2)41(51)52-32/h1,14,16-17,19-20,25-28,30-35H,12-13,15,18,21-24H2,2-10H3,(H,42,46)/t27?,28?,30-,31-,32?,33-,34-,35-/m0/s1	HEWGADDUUGVTPF-CVZHIFNESA-N	736.4411149			MMDBc0010621
BASm0015532	Aspergillicin A			Expected Solid	[H][C@](C)(CC)[C@@]1([H])N=C(O)[C@@]([H])(N=C(C)O)[C@@]([H])(C)OC(=O)[C@@]([H])(N=C(O)[C@]([H])(CC2=CC=C(OC)C=C2)N(C)C(=O)[C@]2([H])CCCN2C(=O)[C@]2([H])CCCN2C1=O)C(C)C	C38H56N6O9	InChI=1S/C38H56N6O9/c1-9-22(4)31-37(50)44-19-11-13-28(44)36(49)43-18-10-12-27(43)35(48)42(7)29(20-25-14-16-26(52-8)17-15-25)33(46)40-30(21(2)3)38(51)53-23(5)32(34(47)41-31)39-24(6)45/h14-17,21-23,27-32H,9-13,18-20H2,1-8H3,(H,39,45)(H,40,46)(H,41,47)/t22-,23+,27-,28-,29-,30-,31+,32-/m0/s1	NCCHYDXMXHIKMK-FVOMNUFISA-N	740.4108774			MMDBc0010622
BASm0015533	PP-V	PP-V is a nitrogen-containing azaphilone pigment classified as a metabolite, produced by the filamentous fungus Penicillium purpurogenum IAM15392. This compound is recognized for its potential as a natural food colorant, contributing to the growing interest in biopigments derived from fungal sources (PMID:39922795). The synthesis of PP-V is initiated by ammonium uptake, which is facilitated by ammonium transporters in the organism (PMID:39922795). Given that the production medium for PP-V is rich in ammonium, functional characterization of these transporters indicates that AmtB could be a viable target for bioengineering efforts aimed at enhancing PP-V yields (PMID:39922795). Additionally, studies have shown that PP-V shares significant structural and functional similarities with other biopigments, such as Pn-V and Pe-V, highlighting its relevance in the context of protein composition and enzymatic activities (PMID:35283937). In various pigment complexes, PP-V is identified alongside other pigments, including N-threonyl-rubropunctamin and N-GABA-PP-V, emphasizing its role in the broader spectrum of fungal biopigments (PMID:35011300). The basic structure of PP-V consists of a polyketide azaphilone framework, which is essential for its biological activity and color properties (PMID:35011300).		Expected Solid	[H]\C(=C(/[H])C1=NC=C2C(C=C3C(=C(O)CCCCCCC)C(=O)O[C@@]3(C)C2=O)=C1)C(O)=O	C23H25NO6	InChI=1S/C23H25NO6/c1-3-4-5-6-7-8-18(25)20-17-12-14-11-15(9-10-19(26)27)24-13-16(14)21(28)23(17,2)30-22(20)29/h9-13,25H,3-8H2,1-2H3,(H,26,27)/b10-9-,20-18?/t23-/m1/s1	TYLCHVKPMJNALF-OYAKOLDKSA-N	411.1681875			MMDBc0010628
BASm0015534	Acinetoferrin	Acinetoferrin is a hydroxamate siderophore belonging to the class of metabolites produced by certain bacteria, specifically Acinetobacter haemolyticus. It plays a crucial role in iron acquisition under iron-limiting conditions, which is essential for bacterial growth and survival. The biosynthesis and transport of acinetoferrin are facilitated by a gene cluster comprising eight genes, including acbABCD and actBCAD, which encode enzymes and receptors necessary for its production and uptake (PMID:23378574). Mutants lacking these genes demonstrate an inability to synthesize acinetoferrin or express the ferric acinetoferrin receptor, highlighting the importance of these genetic components in siderophore functionality (PMID:23378574). Furthermore, acinetoferrin has been shown to be utilized by Mycobacterium tuberculosis as an iron source, indicating its significance beyond Acinetobacter species (PMID:17401548). The structural analysis of acinetoferrin and its analogs has provided insights into the mechanisms of iron transport in various pathogens, emphasizing its relevance in microbial physiology and potential therapeutic applications (PMID:17401548). Overall, acinetoferrin exemplifies the intricate interplay between microbial metabolism and environmental nutrient availability.		Expected Solid	[H]\C(CCCCC)=C(\[H])C(=O)N(O)CCCN=C(O)CC(O)(CC(O)=NCCCN(O)C(=O)C(\[H])=C(/[H])CCCCC)C(O)=O	C28H48N4O9	InChI=1S/C28H48N4O9/c1-3-5-7-9-11-15-25(35)31(40)19-13-17-29-23(33)21-28(39,27(37)38)22-24(34)30-18-14-20-32(41)26(36)16-12-10-8-6-4-2/h11-12,15-16,39-41H,3-10,13-14,17-22H2,1-2H3,(H,29,33)(H,30,34)(H,37,38)/b15-11+,16-12+	ZYPXWYPUWAXTQR-JOBJLJCHSA-N	584.3421291			MMDBc0010631
BASm0015535	Eupenicinicol B	Eupenicinicol B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H]\C(C)=C(\[H])C(=O)[C@@]1(C)[C@]([H])(C=C[C@@]2([H])[C@]([H])(O)[C@]([H])(O)C[C@@]([H])(C)[C@]12[H])[C@]([H])(C)CC	C20H32O3	InChI=1S/C20H32O3/c1-6-8-17(22)20(5)15(12(3)7-2)10-9-14-18(20)13(4)11-16(21)19(14)23/h6,8-10,12-16,18-19,21,23H,7,11H2,1-5H3/b8-6+/t12-,13-,14-,15-,16-,18+,19+,20-/m1/s1	TYAHOTSECGQFPS-KNJHQLMTSA-N	320.2351449			MMDBc0010651
BASm0015536	Nitrobacter ferritin	Nitrobacter ferritin is a member of the chemical class of proteins. There is limited literature available on this metabolite, indicating a need for further research to better understand its properties and functions.		Expected Solid	CCC(C)C(N=C(O)C(N=C(O)C(CCCCN)N=C(O)C1CCCN1C(=O)C(CC(O)=O)N=C(O)CN=C(O)C(CCCCN)N=C(O)C(N)CCSC)C(C)C)C(O)=NC(CC(O)=O)C(O)=NC(CC1=CC=C(O)C=C1)C=O	C52H84N12O15S	InChI=1S/C52H84N12O15S/c1-6-30(4)44(51(78)61-37(25-41(68)69)48(75)57-32(28-65)24-31-15-17-33(66)18-16-31)63-50(77)43(29(2)3)62-47(74)36(13-8-10-21-54)60-49(76)39-14-11-22-64(39)52(79)38(26-42(70)71)58-40(67)27-56-46(73)35(12-7-9-20-53)59-45(72)34(55)19-23-80-5/h15-18,28-30,32,34-39,43-44,66H,6-14,19-27,53-55H2,1-5H3,(H,56,73)(H,57,75)(H,58,67)(H,59,72)(H,60,76)(H,61,78)(H,62,74)(H,63,77)(H,68,69)(H,70,71)	OADJURFAGVHFQN-UHFFFAOYSA-N	1148.589981			MMDBc0010652
BASm0015537	Ganoderic acid N			Expected Solid	[H]C(C)(CC(=O)CC(C)(O)[C@@]1([H])CC(=O)[C@@]2(C)C3=C(C(=O)C[C@]12C)[C@@]1(C)CCC(=O)C(C)(C)[C@]1([H])C[C@]3([H])O)C(O)=O	C30H42O8	InChI=1S/C30H42O8/c1-15(25(36)37)10-16(31)13-29(6,38)20-12-22(35)30(7)24-17(32)11-19-26(2,3)21(34)8-9-27(19,4)23(24)18(33)14-28(20,30)5/h15,17,19-20,32,38H,8-14H2,1-7H3,(H,36,37)/t15?,17-,19-,20-,27-,28+,29?,30-/m0/s1	XXHBQOHASACCAP-QNYQZGHFSA-N	530.2879683			MMDBc0010668
BASm0015538	Desferritriacetylfusigen-like antibiotic	Desferritriacetylfusigen-like antibiotic is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	CN1CCCC(N=C(C)O)C(=O)OCCC(C)=CC(=O)N(O)CCCC(N=C(C)O)C(=O)OCCCC(C)=CC(=O)N(O)CCCC(N=C(C)O)C(=O)OCCC(C)=CC1=O	C41H64N6O14	InChI=1S/C41H64N6O14/c1-27-12-11-21-59-39(54)34(43-31(5)49)14-9-20-47(58)38(53)26-29(3)17-23-61-40(55)33(42-30(4)48)13-8-18-45(7)36(51)24-28(2)16-22-60-41(56)35(44-32(6)50)15-10-19-46(57)37(52)25-27/h24-26,33-35,57-58H,8-23H2,1-7H3,(H,42,48)(H,43,49)(H,44,50)	QTOVLTRNLJCOCT-UHFFFAOYSA-N	864.4480508			MMDBc0010672
BASm0015539	Aflaquinolone G			Expected Solid	[H][C@]1(O)C(O)=NC2=CC=CC=C2[C@@]1(O)C1=CC=CC=C1	C15H13NO3	InChI=1S/C15H13NO3/c17-13-14(18)16-12-9-5-4-8-11(12)15(13,19)10-6-2-1-3-7-10/h1-9,13,17,19H,(H,16,18)/t13-,15-/m0/s1	ICAOEYXCZNNQNW-ZFWWWQNUSA-N	255.0895433			MMDBc0010692
BASm0015540	Syringostatin B	Syringostatin B is a polyketide compound. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]C(C)=C1N=C(O)C(N=C(O)C(CCCN)N=C(O)C(CCO)N=C(O)C(CCN)N=C(O)C(CCN)N=C(O)C(COC(=O)C(N=C(O)C(N=C1O)C(O)C(O)=O)C(O)CCl)N=C(O)CC(O)C(O)CCCCCCCCCC)C(C)O	C50H87ClN12O19	InChI=1S/C50H87ClN12O19/c1-4-6-7-8-9-10-11-12-15-33(66)34(67)23-36(69)55-32-25-82-50(81)38(35(68)24-51)62-48(78)39(40(70)49(79)80)63-41(71)27(5-2)56-47(77)37(26(3)65)61-45(75)28(14-13-19-52)57-44(74)31(18-22-64)60-43(73)29(16-20-53)58-42(72)30(17-21-54)59-46(32)76/h5,26,28-35,37-40,64-68,70H,4,6-25,52-54H2,1-3H3,(H,55,69)(H,56,77)(H,57,74)(H,58,72)(H,59,76)(H,60,73)(H,61,75)(H,62,78)(H,63,71)(H,79,80)/b27-5-	FXAAMFXCTWRSIJ-HCEIJDMSSA-N	1194.589896			MMDBc0010708
BASm0015541	Alternarizine B	Alternarizine B is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating a need for further research to understand its properties and potential biological activities.		Expected Solid	[H][C@@]1(CC2=CC=C(OCC=C(C)C)C=C2)N=C(O)[C@]([H])(CC2=CC=C(OC)C=C2)N(C)C1=O	C25H30N2O4	InChI=1S/C25H30N2O4/c1-17(2)13-14-31-21-11-7-18(8-12-21)15-22-25(29)27(3)23(24(28)26-22)16-19-5-9-20(30-4)10-6-19/h5-13,22-23H,14-16H2,1-4H3,(H,26,28)/t22-,23-/m0/s1	JITDHMNQRKIKJY-GOTSBHOMSA-N	422.2205575			MMDBc0010711
BASm0015542	5'-O-methylmelledonal	5'-O-methylmelledonal is a methylated derivative of melledonal, belonging to the class of organic compounds known as methyl ethers. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	[H][C@]1(C[C@]2(C)[C@@]3([H])[C@@]([H])(O)C(C)(C)C[C@@]3(O)C=C(C=O)[C@]12O)OC(=O)C1=C(O)C=C(OC)C=C1C	C24H30O8	InChI=1S/C24H30O8/c1-12-6-14(31-5)7-15(26)17(12)20(28)32-16-9-22(4)18-19(27)21(2,3)11-23(18,29)8-13(10-25)24(16,22)30/h6-8,10,16,18-19,26-27,29-30H,9,11H2,1-5H3/t16-,18-,19-,22-,23+,24+/m1/s1	PETDNGRBYPTDNI-QSNWBFGMSA-N	446.1940679			MMDBc0010712
BASm0015543	N1,N7-bis-(2,3-dihydroxybenzoyl)norpermidine	N1,N7-bis-(2,3-dihydroxybenzoyl)norpermidine is a polyamine derivative. There is little literature available on this metabolite, indicating that it may not be extensively studied or characterized in the current biomedical research.		Expected Solid	OC(=NCCCNCCCN=C(O)C1=C(O)C(O)=CC=C1)C1=C(O)C(O)=CC=C1	C20H25N3O6	InChI=1S/C20H25N3O6/c24-15-7-1-5-13(17(15)26)19(28)22-11-3-9-21-10-4-12-23-20(29)14-6-2-8-16(25)18(14)27/h1-2,5-8,21,24-27H,3-4,9-12H2,(H,22,28)(H,23,29)	UJPUMUXZPLNLKI-UHFFFAOYSA-N	403.1743355			MMDBc0010741
BASm0015544	Ficiolide E	Ficiolide E is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(C)CC[C@@]([H])(O)C=CC(=O)O[C@]([H])(C)CCC(=O)[C@]([H])(O)CC(=O)O1	C16H24O7	InChI=1S/C16H24O7/c1-10-3-5-12(17)6-8-15(20)22-11(2)4-7-13(18)14(19)9-16(21)23-10/h6,8,10-12,14,17,19H,3-5,7,9H2,1-2H3/t10-,11-,12-,14-/m1/s1	QERMLGGCVHACEI-HKUMRIAESA-N	328.1522031			MMDBc0010749
BASm0015545	Aqabamycin D	Aqabamycin D is a maleimide derivative, a chemical class known for its diverse biological activities. It was isolated alongside several other novel compounds, including aqabamycin A, B, C, E, F, and G, as well as known metabolites such as 3-nitro-1H-indazole and indazole-3-carbaldehyde (PMID: 32931234). The maleimide structure is characterized by a five-membered ring containing a carbonyl group and a nitrogen atom, which can engage in various chemical reactions, making these compounds of interest for potential therapeutic applications. The biological significance of aqabamycin D, along with its analogs, stems from their potential interactions with cellular processes, although detailed studies on their specific mechanisms of action are still required. The isolation of such compounds highlights the ongoing exploration of natural products in drug discovery, particularly those derived from microbial sources, which often yield novel structures with promising biological activities. Further research is necessary to fully elucidate the pharmacological properties and potential applications of aqabamycin D in medicine.		Expected Solid	OC1=NC(=O)C(=C1C1=CC(=C(O)C=C1)N(=O)=O)C1=CC(=C(O)C=C1)N(=O)=O	C16H9N3O8	InChI=1S/C16H9N3O8/c20-11-3-1-7(5-9(11)18(24)25)13-14(16(23)17-15(13)22)8-2-4-12(21)10(6-8)19(26)27/h1-6,20-21H,(H,17,22,23)	ORKTZLAOMXYSNI-UHFFFAOYSA-N	371.0389643			MMDBc0010761
BASm0015546	Nigerasterol B	Nigerasterol B is a sterol, a type of lipid compound characterized by its multi-ring structure. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(C)[C@@]1([H])C[C@@]([H])(O)C2=C3C=C[C@@]45C[C@@]([H])(O)CC[C@]4(C)[C@]3(CC[C@]12C)OO5)C([H])(C)C(C)C	C28H42O4	InChI=1S/C28H42O4/c1-17(2)18(3)7-8-19(4)22-15-23(30)24-21-10-12-27-16-20(29)9-11-26(27,6)28(21,32-31-27)14-13-25(22,24)5/h7-8,10,12,17-20,22-23,29-30H,9,11,13-16H2,1-6H3/b8-7+/t18?,19-,20+,22-,23-,25-,26+,27-,28-/m1/s1	CUXYDAJPLBLWQO-RKTWKBMCSA-N	442.3083098			MMDBc0010769
BASm0015547	Yanuthone A	Yanuthone A is a secondary metabolite belonging to the class of polyketides. It was isolated from the filamentous fungus Aspergillus niger, alongside four new yanuthone analogs (1-4), highlighting its potential as a bioactive compound (PMID:25293978). The unique structural features of yanuthone A and its analogs suggest a diverse range of biological activities, which may include antimicrobial or antifungal properties, commonly associated with polyketide derivatives. The study of such metabolites is crucial as they can provide insights into the biochemical pathways of fungi and their ecological roles, as well as potential applications in pharmaceutical development. Further research into yanuthone A could elucidate its mechanisms of action and explore its therapeutic potential, particularly in the context of drug resistance in pathogenic organisms. Understanding the biosynthesis and regulation of yanuthone A and its analogs may also offer opportunities for biotechnological applications, such as the development of novel drugs or agrochemicals.		Expected Solid	[H]\C(CC\C(C)=C(/[H])CC12O[C@]1([H])[C@]([H])(O)C(COC(C)=O)=CC2=O)=C(\C)CCC=C(C)C	C24H34O5	InChI=1S/C24H34O5/c1-16(2)8-6-9-17(3)10-7-11-18(4)12-13-24-21(26)14-20(15-28-19(5)25)22(27)23(24)29-24/h8,10,12,14,22-23,27H,6-7,9,11,13,15H2,1-5H3/b17-10+,18-12+/t22-,23-,24?/m1/s1	RENHHCMPSDDNOZ-XDLWMWEFSA-N	402.2406242			MMDBc0010777
BASm0015548	1,4-dithiane	1,4-Dithiane, also known as p-dithiane or fema 3831, belongs to the class of organic compounds known as dithianes. Dithianes are compounds containing a dithiane moiety, which is composed of a cyclohexane core structure wherein two methylene units are replaced by sulfur centres. A dithiane that is cyclohexane in which the -CH2- units at positions 1 and 2 have been replaced by sulfur atoms. 1,4-Dithiane is possibly neutral. 1,4-Dithiane is a fishy, garlic, and onion tasting compound. 1,4-Dithiane has been detected, but not quantified, in garden tomato. This could make 1,4-dithiane a potential biomarker for the consumption of these foods.		Expected Solid	C1CSCCS1	C4H8S2	InChI=1S/C4H8S2/c1-2-6-4-3-5-1/h1-4H2	LOZWAPSEEHRYPG-UHFFFAOYSA-N	120.0067416			MMDBc0010791
BASm0015549	Pseurotin A3	Pseurotin A3 is a polyketide metabolite. There is limited literature available on this compound, and its biological activities and potential applications remain largely unexplored.		Expected Solid	[H]\C(CC)=C(/[H])[C@@]([H])(O)[C@]([H])(O)C1=C(C)C(=O)[C@]2(O1)C(O)=N[C@@](OC)(C(=O)C1=CC=CC=C1)[C@]2([H])O	C22H25NO8	InChI=1S/C22H25NO8/c1-4-5-11-14(24)15(25)16-12(2)17(26)21(31-16)19(28)22(30-3,23-20(21)29)18(27)13-9-7-6-8-10-13/h5-11,14-15,19,24-25,28H,4H2,1-3H3,(H,23,29)/b11-5-/t14-,15+,19-,21-,22-/m1/s1	SLYDIPAXCVVRNY-HLWOSVFQSA-N	431.1580168			MMDBc0010799
BASm0015550	Pseudotrienic acid B	Pseudotrienic acid B is a triene compound belonging to the class of bioactive metabolites. It has been identified as a natural product derived from Pseudomonas species, showcasing significant biological activity. The compound has garnered attention for its potential immunosuppressive and antimicrobial properties, which are of interest in the development of therapeutic agents. Notably, the synthesis of pseudotrienic acid B has been accomplished through innovative methodologies, including the use of optically active titanium complexes for stereochemical control and a highly selective cross-metathesis reaction to construct its triene structure (PMID:19219867). Additionally, the total synthesis of this metabolite has been documented, further elucidating its chemical framework and biological relevance (PMID:16881023). The exploration of pseudotrienic acid B not only enhances our understanding of natural product chemistry but also opens avenues for potential applications in medicinal chemistry and pharmacology.		Expected Solid	[H]\C(CCN=C(O)[C@@]([H])(C)[C@@]([H])(O)CN=C(O)C\C([H])=C(/C)\C(\[H])=C(/[H])C([H])(O)CCCCCCC)=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])C(O)=O	C29H46N2O6	InChI=1S/C29H46N2O6/c1-4-5-6-9-12-15-25(32)19-17-23(2)18-20-27(34)31-22-26(33)24(3)29(37)30-21-14-11-8-7-10-13-16-28(35)36/h7-8,10-11,13,16-19,24-26,32-33H,4-6,9,12,14-15,20-22H2,1-3H3,(H,30,37)(H,31,34)(H,35,36)/b10-7+,11-8+,16-13+,19-17+,23-18+/t24-,25?,26-/m0/s1	KUBFEPFJIGSSKC-DXIDGMHMSA-N	518.3355872			MMDBc0010815
BASm0015551	Chaetoviridins K	Chaetoviridins K is a member of the class of secondary metabolites known as alkaloids. There is limited literature available on Chaetoviridins K, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid		C23H27ClO7		AHSSGPXZWGCGLY-UHFFFAOYNA-N	450.1445309			MMDBc0010835
BASm0015552	Alternarizine A	Alternarizine A is a metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating a need for further research to better understand its properties and potential biological significance.		Expected Solid	[H][C@@]1(CC2=CC=C(OCC=C(C)C)C=C2)N=C(O)[C@]([H])(CC2=CC=CC=C2)N(C)C1=O	C24H28N2O3	InChI=1S/C24H28N2O3/c1-17(2)13-14-29-20-11-9-19(10-12-20)15-21-24(28)26(3)22(23(27)25-21)16-18-7-5-4-6-8-18/h4-13,21-22H,14-16H2,1-3H3,(H,25,27)/t21-,22-/m0/s1	HPWYMFOCBYZVLU-VXKWHMMOSA-N	392.2099928			MMDBc0010852
BASm0015553	Brevione I	Brevione I is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating a need for further research to better understand its properties and potential applications.		Expected Solid	[H][C@]1(O)C=C(C)[C@@]2(CC3=C(O2)C(C)=C(C)OC3=O)[C@]2(C)CC[C@@]3([H])C(C)(C)C(=O)C=C[C@]3(C)[C@@]12[H]	C27H34O5	InChI=1S/C27H34O5/c1-14-12-18(28)22-25(6)10-9-20(29)24(4,5)19(25)8-11-26(22,7)27(14)13-17-21(32-27)15(2)16(3)31-23(17)30/h9-10,12,18-19,22,28H,8,11,13H2,1-7H3/t18-,19-,22+,25-,26+,27-/m0/s1	AEGIBONSXCYUQG-OBSXHCQDSA-N	438.2406242			MMDBc0010853
BASm0015554	Etamycin VI-2			Expected Solid	[H]C(C)(CC)C1([H])N=C(O)C([H])(N=C(O)C2=C(O)C=CC=N2)C([H])(C)OC(=O)C([H])(N(C)C(=O)C([H])(C)N=C(O)C([H])(N=C(O)CN(C)C(=O)C2([H])C[C@@]([H])(O)CN2C1=O)C([H])(C)C(C)C)C1=CC=CC=C1	C43H60N8O11	InChI=1S/C43H60N8O11/c1-10-23(4)32-42(60)51-20-28(52)19-29(51)41(59)49(8)21-31(54)46-33(24(5)22(2)3)37(55)45-25(6)40(58)50(9)36(27-15-12-11-13-16-27)43(61)62-26(7)34(38(56)47-32)48-39(57)35-30(53)17-14-18-44-35/h11-18,22-26,28-29,32-34,36,52-53H,10,19-21H2,1-9H3,(H,45,55)(H,46,54)(H,47,56)(H,48,57)/t23?,24?,25?,26?,28-,29?,32?,33?,34?,36?/m1/s1	XAZVYFZBPRFBMH-UILHFNNNSA-N	864.4381548			MMDBc0010854
BASm0015555	Asterriquinone D	Asterriquinone D is a bisalkylated 2,5-dihydroxybenzoquinone, a class of compounds known for their diverse biological activities. This metabolite has been isolated from the fungus Aspergillus terreus, where it is part of a biosynthetic pathway that includes the conversion of didemethylasterriquinone D to asterriquinone C-1, facilitated by the enzyme TdiB, which catalyzes a reverse prenylation event (PMID:18029206). Asterriquinone D has also been identified as an inhibitor of HIV-1 protease, showcasing its potential therapeutic applications (PMID:9207909). Molecular modeling studies have revealed that its dihydroxybenzoquinone structure allows for significant interactions with the active site of the protease, indicating its role in disrupting viral replication (PMID:9207909). Furthermore, asterriquinone D is part of a broader metabolic context, contributing to the biosynthesis of related compounds such as asterredione (PMID:14695798). Overall, asterriquinone D exemplifies the intricate relationship between fungal metabolites and their potential pharmacological properties, warranting further investigation into its biological significance.		Expected Solid	COC1=C(C2=CNC3=CC=CC=C23)C(=O)C(OC)=C(C2=CNC3=CC=CC=C23)C1=O	C24H18N2O4	InChI=1S/C24H18N2O4/c1-29-23-19(15-11-25-17-9-5-3-7-13(15)17)22(28)24(30-2)20(21(23)27)16-12-26-18-10-6-4-8-14(16)18/h3-12,25-26H,1-2H3	IVPGMNQTDHNSBX-UHFFFAOYSA-N	398.1266571			MMDBc0010855
BASm0015556	Protubonine A			Expected Solid	[H][C@]12C[C@@]3(O)C4=CC=CC=C4N(C(C)=O)[C@@]3([H])N1C(=O)[C@]([H])(CC(C)C)N=C2O	C19H23N3O4	InChI=1S/C19H23N3O4/c1-10(2)8-13-17(25)22-15(16(24)20-13)9-19(26)12-6-4-5-7-14(12)21(11(3)23)18(19)22/h4-7,10,13,15,18,26H,8-9H2,1-3H3,(H,20,24)/t13-,15+,18-,19+/m0/s1	IQSAULADRNRYOT-ARKSPBFVSA-N	357.1688562			MMDBc0010864
BASm0015557	Syringolin F	Syringolin F is a cyclic peptide belonging to the class of natural products. There is limited literature available regarding this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C1=C([H])\C(N=C(O)C(N=C(O)NC(C(C)CC)C(O)=O)C(C)CC)C(O)=NC(C(C)C)\C([H])=C([H])/C(O)=NCC1	C26H43N5O6	InChI=1S/C26H43N5O6/c1-7-16(5)21(30-26(37)31-22(25(35)36)17(6)8-2)24(34)29-19-11-9-10-14-27-20(32)13-12-18(15(3)4)28-23(19)33/h9,11-13,15-19,21-22H,7-8,10,14H2,1-6H3,(H,27,32)(H,28,33)(H,29,34)(H,35,36)(H2,30,31,37)/b11-9-,13-12-	BWXSLEKEHASZOI-KBMMCUQCSA-N	521.3213341			MMDBc0010870
BASm0015558	Oxepinamide A			Expected Solid	CCC(C)[C@]1(O)NC(=O)[C@@H](C)N2C(=O)C3=C(OC=CC(OC)=C3)N=C12	C17H21N3O5	InChI=1S/C17H21N3O5/c1-5-9(2)17(23)16-18-14-12(8-11(24-4)6-7-25-14)15(22)20(16)10(3)13(21)19-17/h6-10,23H,5H2,1-4H3,(H,19,21)/t9?,10-,17-/m1/s1	LNZVLFKJDOYTAA-VEJWXMCGSA-N	347.1481208			MMDBc0010873
BASm0015559	Leptosphaerone C	Leptosphaerone C is a polyketide metabolite described in biomedical literature. It was isolated from the fungus Penicillium sp., alongside other compounds such as penicillenone, arugosin I, and 9-demethyl FR-901235, as well as five known compounds including bacillosporin A, bacillosporin C, sequoiamonascin D, sequoiatone A, and sequoiatone B (PMID:18067932). Polyketides like Leptosphaerone C are known for their diverse biological activities, which can include antimicrobial, antifungal, and anticancer properties. The structural complexity of polyketides arises from their biosynthetic pathways, which involve the assembly of acetate and other building blocks through the action of polyketide synthases. Understanding the chemistry and biological functions of Leptosphaerone C and its related compounds is essential for exploring their potential applications in pharmaceuticals and biotechnology.		Expected Solid	[H][C@@]1(O)CC(C)=CC(=O)[C@@]1(C)O	C8H12O3	InChI=1S/C8H12O3/c1-5-3-6(9)8(2,11)7(10)4-5/h3,7,10-11H,4H2,1-2H3/t7-,8-/m1/s1	JPANATRWCFTRDD-HTQZYQBOSA-N	156.0786442			MMDBc0010876
BASm0015560	Hericenone A			Expected Solid	[H]\C(CC1=C(OC)C=C2COC(=O)C2=C1O)=C(\C)CC(=O)C=C(C)C	C19H22O5	InChI=1S/C19H22O5/c1-11(2)7-14(20)8-12(3)5-6-15-16(23-4)9-13-10-24-19(22)17(13)18(15)21/h5,7,9,21H,6,8,10H2,1-4H3/b12-5+	BFNRWRVOUBCLCW-LFYBBSHMSA-N	330.1467238			MMDBc0010902
BASm0015561	Deoxyanserinone B	Deoxyanserinone B is a member of the anthraquinone chemical class, characterized by its structural features that include multiple methoxy groups. This compound has garnered attention in biomedical literature for its notable antimicrobial properties, demonstrated through studies revealing substantial efficacy against various microbial strains, including V. (PMID:38151632). Deoxyanserinone B, along with related compounds such as 1-hydroxy-2,6,8-trimethoxy-9,10-anthraquinone and khatmiamycin, exhibited antimicrobial activity comparable to standard antibiotics like amoxicillin, with effective concentrations ranging between 7 and 38 μg/mL (PMID:38151632). Additionally, deoxyanserinone B has been identified as a minor constituent in certain extracts, although it has not been completely purified in some studies (PMID:15043411). The potential of deoxyanserinone B in therapeutic applications, particularly in combating microbial infections, highlights its significance within the realm of natural product chemistry and pharmacology. Further research is warranted to fully elucidate its mechanisms of action and potential clinical applications.		Expected Solid	COC1=CC(O)=C(C)C(CC(C)O)=C1	C11H16O3	InChI=1S/C11H16O3/c1-7(12)4-9-5-10(14-3)6-11(13)8(9)2/h5-7,12-13H,4H2,1-3H3	VOVNVNDGBNLJJB-UHFFFAOYSA-N	196.1099444			MMDBc0010904
BASm0015562	(+)-homononactyl nonactate	(+)-homononactyl nonactate is a member of the class of metabolites known as fatty acid derivatives. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@](C)(O)C[C@@]1([H])CC[C@]([H])(O1)[C@]([H])(C)C(=O)O[C@@]([H])(CC)C[C@]1([H])CC[C@@]([H])(O1)[C@@]([H])(C)C(O)=O	C21H36O7	InChI=1S/C21H36O7/c1-5-15(11-17-7-8-18(27-17)13(3)20(23)24)28-21(25)14(4)19-9-6-16(26-19)10-12(2)22/h12-19,22H,5-11H2,1-4H3,(H,23,24)/t12-,13-,14+,15+,16-,17+,18-,19+/m1/s1	LAHVNDBOZVIZMO-AKSSTEKGSA-N	400.2461035			MMDBc0010907
BASm0015563	Alpha,alpha,6-Trimethyl-4-(2-prenyl-3-methyl-5-hydroxyphenoxy)-2,3-dihydrobenzofuran-2beta-methanol	Alpha,alpha,6-Trimethyl-4-(2-prenyl-3-methyl-5-hydroxyphenoxy)-2,3-dihydrobenzofuran-2beta-methanol is a benzofuran derivative. There is limited literature available on this metabolite, indicating a gap in understanding its biological significance and potential applications.		Expected Solid	[H][C@@]1(CC2=C(OC3=C(CC=C(C)C)C(C)=CC(O)=C3)C=C(C)C=C2O1)C(C)(C)O	C24H30O4	InChI=1S/C24H30O4/c1-14(2)7-8-18-16(4)11-17(25)12-22(18)27-20-9-15(3)10-21-19(20)13-23(28-21)24(5,6)26/h7,9-12,23,25-26H,8,13H2,1-6H3/t23-/m1/s1	WGSLKRAXABBITE-HSZRJFAPSA-N	382.2144094			MMDBc0010944
BASm0015564	Unguisin E			Expected Solid	[H]C(C)(C1=CC=CC=C1)[C@]1([H])N=C(O)[C@]([H])(N=C(O)[C@@]([H])(C)N=C(O)CCCN=C(O)[C@@]([H])(CC2=CNC3=CC=CC=C23)N=C(O)[C@]([H])(C)N=C(O)[C@]([H])(N=C1O)C(C)C)C(C)C	C41H56N8O7	InChI=1S/C41H56N8O7/c1-22(2)33-39(54)45-26(7)36(51)46-31(20-28-21-43-30-17-12-11-16-29(28)30)38(53)42-19-13-18-32(50)44-25(6)37(52)47-34(23(3)4)40(55)49-35(41(56)48-33)24(5)27-14-9-8-10-15-27/h8-12,14-17,21-26,31,33-35,43H,13,18-20H2,1-7H3,(H,42,53)(H,44,50)(H,45,54)(H,46,51)(H,47,52)(H,48,56)(H,49,55)/t24?,25-,26+,31-,33-,34-,35+/m1/s1	NZNSTOHSZZLSNP-XMILAPNPSA-N	772.4271962			MMDBc0010947
BASm0015565	Pyripyropene Q	Pyripyropene Q is a member of the chemical class of pyripyropenes. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and biological significance.		Expected Solid	[H][C@@]1(CC[C@@]2(C)[C@@]([H])(CC[C@@]3(C)OC4=C(C(=O)OC(=C4)C4=CN=CC=C4)[C@]([H])(O)[C@]23[H])[C@]1(C)COC(=O)CC)OC(C)=O	C30H37NO8	InChI=1S/C30H37NO8/c1-6-23(33)36-16-29(4)21-9-12-30(5)26(28(21,3)11-10-22(29)37-17(2)32)25(34)24-20(39-30)14-19(38-27(24)35)18-8-7-13-31-15-18/h7-8,13-15,21-22,25-26,34H,6,9-12,16H2,1-5H3/t21-,22+,25+,26-,28+,29+,30-/m1/s1	LEDIGZYYICRNSS-JFNWYRHFSA-N	539.2519172			MMDBc0010950
BASm0015566	Fujenal	Fujenal is a diterpenoid, a chemical class characterized by a structure consisting of four isoprene units. It is a metabolite that plays a role in various biochemical processes, particularly in the biosynthesis of gibberellins and other terpenoids. The chemistry of fujenal, along with its biotransformations and analogues, has been reviewed in the literature, highlighting its significance in metabolic pathways (PMID:18589462). Although fujenal is involved in certain biochemical reactions, it has been shown not to serve as an intermediate in some synthetic sequences (PMID:15081281). Additionally, fujenal exhibits inhibitory effects on the synthesis of gibberellins, with specific inhibition constants reported (PMID:15081281). The Ascomycete Gibberella fujikuroi is known to synthesize fujenal alongside gibberellins and carotenoids, indicating its role in fungal metabolism (PMID:7797477). Mutants of this organism exhibit partial defects in the early reactions of gibberellin biosynthesis, resulting in reduced production of both gibberellins and fujenal, further underscoring the compound's importance in plant growth regulation (PMID:7797477).		Expected Solid	[H]C12C[C@](CC1=C)(C=O)[C@@]([H])(CC2)[C@]1(C)CCC[C@@]2(C)C(=O)OC(=O)[C@@]12[H]	C20H26O4	InChI=1S/C20H26O4/c1-12-9-20(11-21)10-13(12)5-6-14(20)18(2)7-4-8-19(3)15(18)16(22)24-17(19)23/h11,13-15H,1,4-10H2,2-3H3/t13?,14-,15-,18-,19+,20+/m0/s1	YHGCNVZMSCSGOF-FVGLYSEPSA-N	330.1831093			MMDBc0010951
BASm0015567	Aspochalasin H			Expected Solid	[H]C1=C(C)CC[C@@]([H])(O)[C@@]([H])(O)[C@@]2([H])O[C@@]2([H])C(=O)[C@@]23C(O)=NC([H])(CC(C)C)[C@]2([H])[C@]([H])(C)C(C)=CC13[H]	C24H35NO5	InChI=1S/C24H35NO5/c1-11(2)8-16-18-14(5)13(4)10-15-9-12(3)6-7-17(26)19(27)20-21(30-20)22(28)24(15,18)23(29)25-16/h9-11,14-21,26-27H,6-8H2,1-5H3,(H,25,29)/b12-9-/t14-,15?,16?,17-,18+,19-,20-,21-,24+/m1/s1	MJNAZPNWAXZOTC-YDACEYOSSA-N	417.2515232			MMDBc0010965
BASm0015568	[Ile2,4,7]Surfactin			Expected Solid	[H]C(C)(CC)[C@]1([H])N=C(O)[C@@]([H])(CCC(O)=O)N=C(O)CC([H])(CCCCCCCC(C)C)OC(=O)[C@@]([H])(N=C(O)[C@@]([H])(CC(C)C)N=C(O)[C@]([H])(CC(O)=O)N=C(O)[C@@]([H])(N=C(O)C([H])(CC(C)C)N=C1O)C([H])(C)CC)C([H])(C)CC	C52H91N7O13	InChI=1S/C52H91N7O13/c1-13-32(10)43-50(69)55-38(26-31(8)9)48(67)58-44(33(11)14-2)51(70)56-39(28-42(63)64)47(66)54-37(25-30(6)7)49(68)59-45(34(12)15-3)52(71)72-35(22-20-18-16-17-19-21-29(4)5)27-40(60)53-36(46(65)57-43)23-24-41(61)62/h29-39,43-45H,13-28H2,1-12H3,(H,53,60)(H,54,66)(H,55,69)(H,56,70)(H,57,65)(H,58,67)(H,59,68)(H,61,62)(H,63,64)/t32?,33?,34?,35?,36-,37-,38?,39+,43+,44+,45+/m1/s1	OSAWXHGUPKHCMT-SCKMTRHSSA-N	1021.667486			MMDBc0010966
BASm0015569	Himeic acid A			Expected Solid	[H]\C(CCCCCCCCC(O)=O)=C(\[H])C1=CC(=O)C(=CO1)C(=O)N=C(O)C[C@]([H])(C)C(O)=O	C22H29NO8	InChI=1S/C22H29NO8/c1-15(22(29)30)12-19(25)23-21(28)17-14-31-16(13-18(17)24)10-8-6-4-2-3-5-7-9-11-20(26)27/h8,10,13-15H,2-7,9,11-12H2,1H3,(H,26,27)(H,29,30)(H,23,25,28)/b10-8+/t15-/m0/s1	OKGLROPOZIVCCZ-HQPKTYMTSA-N	435.1893169			MMDBc0010969
BASm0015570	Asperfuranone	Asperfuranone is a polyketide, a class of secondary metabolites known for their diverse biological activities. This compound has been isolated from the fungus Aspergillus nidulans, which is associated with the macrofungal Ganoderma lingzhi (PMID:39657866). Gene annotation studies suggest that Aspergillus species possess biosynthetic pathways capable of producing several medically and industrially relevant compounds, including asperfuranone (PMID:37755004). Specific genes related to the biosynthesis of asperfuranone have been identified, indicating its potential significance in fungal metabolism (PMID:35330288). Moreover, the regulation of biosynthetic genes allows for enhanced production of this compound, highlighting its importance in biotechnological applications (PMID:33375785). Research has also shown that secondary metabolites, including asperfuranone, are upregulated under certain genetic modifications, suggesting a complex interplay in its biosynthetic regulation (PMID:32872591). Chemical investigations have led to the isolation of enantiomers of asperfuranone, emphasizing its structural diversity and potential for further study (PMID:32867374). Additionally, asperfuranone exhibits notable bioactivities, particularly anticancer properties, which further underscores its relevance in biomedical research (PMID:27455860).		Expected Solid	CCC(C)C=C(C)C=CC(=O)C1=C2CC(O)C(C)(O)C(=O)C2=CO1	C19H24O5	InChI=1S/C19H24O5/c1-5-11(2)8-12(3)6-7-15(20)17-13-9-16(21)19(4,23)18(22)14(13)10-24-17/h6-8,10-11,16,21,23H,5,9H2,1-4H3	ZNGSMORVYUMUDS-UHFFFAOYSA-N	332.1623739			MMDBc0011006
BASm0015571	Sch 20561	Sch 20561 is a cyclic dehydropeptide lactone, a chemical class known for its unique structural features and significant biological activity. This metabolite is a major component of the W-10 antifungal antibiotic, where it plays a crucial role due to its potent antifungal properties (PMID:10395275). The structural elucidation of Sch 20561 revealed its relationship to Sch 20562, as it serves as the aglycone of this compound, indicating a chemical transformation involving the deglucosidation of Sch 20562 to yield Sch 20561 (PMID:10395275). Both Sch 20561 and Sch 20562 are of considerable interest in the field of biochemistry, particularly due to their antifungal activity, which has implications for the development of new antifungal agents (PMID:10395274). Chemical degradation studies have further supported the assignment of the structure of Sch 20561, highlighting its significance in understanding the chemistry of cyclic dehydropeptide lactones (PMID:10395275). Overall, Sch 20561 exemplifies the intersection of chemistry and biology, showcasing how structural characteristics can influence biological activity.		Expected Solid	CCCCCCCCCCC[C@@H](O)CC(=O)N\C(=C\C)C(=O)N[C@H]1[C@@H](C)OC(=O)[C@H](CC2=CN=CN2)NC(=O)[C@H]([C@H](C)O)N(C)C(=O)CNC(=O)[C@@H](CCC(N)=O)NC(=O)\C(NC(=O)[C@@H](CC2=CC=C(O)C=C2)NC(=O)[C@H](NC1=O)[C@@H](C)O)=C/C	C57H86N12O16	InChI=1S/C57H86N12O16/c1-8-11-12-13-14-15-16-17-18-19-38(73)28-45(75)62-39(9-2)52(79)68-48-34(6)85-57(84)43(27-36-29-59-31-61-36)66-56(83)49(33(5)71)69(7)46(76)30-60-50(77)41(24-25-44(58)74)64-51(78)40(10-3)63-53(80)42(26-35-20-22-37(72)23-21-35)65-54(81)47(32(4)70)67-55(48)82/h9-10,20-23,29,31-34,38,41-43,47-49,70-73H,8,11-19,24-28,30H2,1-7H3,(H2,58,74)(H,59,61)(H,60,77)(H,62,75)(H,63,80)(H,64,78)(H,65,81)(H,66,83)(H,67,82)(H,68,79)/b39-9+,40-10+/t32-,33+,34-,38-,41-,42-,43+,47-,48+,49+/m1/s1	WRRXLNFHXIMOFU-QXTPRVETSA-N	1194.628475			MMDBc0011025
BASm0015572	Dysidphenol B	Dysidphenol B is a polyphenolic compound. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential biological activities.		Expected Solid	[H][C@@]1(C)CC[C@@]2([H])C(C)(C)CCC[C@]2(C)[C@@]11CC2=C(O1)C(O)=CC(=C2)C(=O)OC	C23H32O4	InChI=1S/C23H32O4/c1-14-7-8-18-21(2,3)9-6-10-22(18,4)23(14)13-16-11-15(20(25)26-5)12-17(24)19(16)27-23/h11-12,14,18,24H,6-10,13H2,1-5H3/t14-,18+,22+,23-/m1/s1	DEEMHJXPOBTJEP-WLMSZQSKSA-N	372.2300595			MMDBc0011026
BASm0015573	Fumigaclavine G	Fumigaclavine G is a member of the ergot alkaloid chemical class, which encompasses a diverse group of compounds known for their complex structures and biological activities. This metabolite has garnered attention in the field of organic chemistry, particularly for its synthesis from precursor compounds such as seco-agroclavine. Recent studies have successfully achieved biomimetic total syntheses of fumigaclavine G alongside other ergot alkaloids, demonstrating the potential for efficient chemical pathways to produce these compounds. Notably, the total synthesis of fumigaclavine G was highlighted in research that also reported the synthesis of related alkaloids, showcasing the versatility of the synthetic methods employed (PMID:29235356, PMID:28593757). The biological significance of fumigaclavine G, like other ergot alkaloids, may be attributed to its potential pharmacological effects, although specific biological activities require further investigation. Overall, the advancements in the total synthesis of fumigaclavine G and its analogs contribute to a deeper understanding of ergot alkaloids and their applications in medicinal chemistry.		Expected Solid	CC1CNC2CC3=C(NC4=CC=CC(C2C1)=C34)C(C)(C)C=C	C20H26N2	InChI=1S/C20H26N2/c1-5-20(3,4)19-15-10-17-14(9-12(2)11-21-17)13-7-6-8-16(22-19)18(13)15/h5-8,12,14,17,21-22H,1,9-11H2,2-4H3	SLFZXXWNPFCZSH-UHFFFAOYSA-N	294.2095988			MMDBc0011041
BASm0015574	5,6-epoxy-pinolidoxin	5,6-epoxy-pinolidoxin is a member of the class of epoxy compounds. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])C(=O)OC1CCC2OC2C(O)C(O)C(CCC)OC1=O	C18H26O7	InChI=1S/C18H26O7/c1-3-5-6-8-14(19)23-13-10-9-12-17(24-12)16(21)15(20)11(7-4-2)25-18(13)22/h3,5-6,8,11-13,15-17,20-21H,4,7,9-10H2,1-2H3/b5-3+,8-6+	SHDFNLHXMKWTEL-QFXXITGJSA-N	354.1678532			MMDBc0011047
BASm0015575	Dehydrooreadone			Expected Solid	[H][C@]1(O)OCC2=CC[C@]3([H])[C@]([H])(C(=O)C=CC3(C)C)[C@@]12[H]	C14H18O3	InChI=1S/C14H18O3/c1-14(2)6-5-10(15)12-9(14)4-3-8-7-17-13(16)11(8)12/h3,5-6,9,11-13,16H,4,7H2,1-2H3/t9-,11+,12-,13+/m1/s1	RBUVATMDYDGAJH-MGAJPHDKSA-N	234.1255944			MMDBc0011054
BASm0015576	Fusaprolifin A	Fusaprolifin A is a polyketide compound. There is limited literature available on this metabolite, indicating a need for further research to explore its properties and potential applications.		Expected Solid	[H]\C1=C([H])\[C@]2(C)CC[C@@]([H])(O2)\C(C)=C([H])/C[C@]2([H])C(=C(O)C(=O)[C@@]2(C)C\C([H])=C(C)/C1)[C@]([H])(C)COC(C)=O	C27H38O5	InChI=1S/C27H38O5/c1-17-8-7-13-26(5)14-12-22(32-26)18(2)9-10-21-23(19(3)16-31-20(4)28)24(29)25(30)27(21,6)15-11-17/h7,9,11,13,19,21-22,29H,8,10,12,14-16H2,1-6H3/b13-7-,17-11-,18-9-/t19-,21-,22-,26-,27+/m1/s1	ZEIXQVUXYJFZIW-PYYGFWRQSA-N	442.2719243			MMDBc0011058
BASm0015577	Chaetoglobosin E	Chaetoglobosin E is a chaetoglobosin-type alkaloid, a class of secondary metabolites produced by fungi. This compound was isolated from an endophytic fungus, Chaetomium sp., alongside other related alkaloids, including brachaetoglobosin A and chaetochalasins BF (PMID:40058224). Chaetoglobosin E, like its analogs, is of interest due to its potential biological activities, which may include effects on cellular processes and interactions within ecological systems. The study of chaetoglobosins contributes to our understanding of fungal metabolites and their roles in nature, as well as their potential applications in pharmaceuticals and biotechnology. Further research into the structure-activity relationships of chaetoglobosin E and its derivatives could unveil novel therapeutic properties, highlighting the importance of natural products in drug discovery.		Expected Solid	[H]\C1=C([H])/[C@@]2([H])[C@]([H])(O)C(C)=C(C)[C@@]3([H])[C@]([H])(CC4=CNC5=CC=CC=C45)N=C(O)[C@@]23C(=O)CC[C@]([H])(O)C(=O)C(C)=C([H])[C@@]([H])(C)C1	C32H38N2O5	InChI=1S/C32H38N2O5/c1-17-8-7-10-23-30(38)20(4)19(3)28-25(15-21-16-33-24-11-6-5-9-22(21)24)34-31(39)32(23,28)27(36)13-12-26(35)29(37)18(2)14-17/h5-7,9-11,14,16-17,23,25-26,28,30,33,35,38H,8,12-13,15H2,1-4H3,(H,34,39)/b10-7+,18-14+/t17-,23-,25-,26-,28-,30+,32+/m0/s1	FPNAKNFLJIQADW-CNYNBRRPSA-N	530.2780723			MMDBc0011079
BASm0015578	Desferrioxamine X4			Expected Solid	ON1CCCCCCN=C(O)CCC(=O)N(O)CCCCCN=C(O)CCC(=O)N(O)CCCCCCN=C(O)CCC1=O	C29H52N6O9	InChI=1S/C29H52N6O9/c36-24-12-15-27(39)33(42)21-9-3-2-7-19-31-25(37)13-17-29(41)35(44)23-11-5-8-20-32-26(38)14-16-28(40)34(43)22-10-4-1-6-18-30-24/h42-44H,1-23H2,(H,30,36)(H,31,37)(H,32,38)	DFQGKQCNOQAMHG-UHFFFAOYSA-N	628.3795773			MMDBc0011108
BASm0015579	7-Tetradecenoic acid	7Z-tetradecenoic acid is also known as (7Z)-Tetradec-7-enate or (cis-Delta(7))-Tetradecenoic acid.  7Z-tetradecenoic acid is considered to be practically insoluble (in water) and acidic.  7Z-tetradecenoic acid is a fatty acid lipid molecule		Expected Solid	[H]\C(CCCCCC)=C(/[H])CCCCCC(O)=O	C14H26O2	InChI=1S/C14H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h7-8H,2-6,9-13H2,1H3,(H,15,16)/b8-7-	ZVXDGKJSUPWREP-FPLPWBNLSA-N	226.1932801			MMDBc0011112
BASm0015580	Emericellamide B			Expected Solid	[H][C@](C)(CCCCCC)C[C@]([H])(C)[C@@]1([H])OC(=O)[C@]([H])(C)N=C(O)[C@]([H])(C)N=C(O)[C@]([H])(CC(C)C)N=C(O)[C@@]([H])(N=C(O)CN=C(O)[C@]1([H])C)C(C)C	C34H61N5O7	InChI=1S/C34H61N5O7/c1-11-12-13-14-15-21(6)17-22(7)29-23(8)30(41)35-18-27(40)39-28(20(4)5)33(44)38-26(16-19(2)3)32(43)36-24(9)31(42)37-25(10)34(45)46-29/h19-26,28-29H,11-18H2,1-10H3,(H,35,41)(H,36,43)(H,37,42)(H,38,44)(H,39,40)/t21-,22-,23+,24-,25-,26-,28-,29+/m0/s1	MBENBNLUEFQFSL-BFKPYXRSSA-N	651.4570993			MMDBc0011113
BASm0015581	Anziaic acid			Expected Solid	CCCCCC1=CC(O)=CC(O)=C1C(=O)OC1=CC(O)=C(C(O)=O)C(CCCCC)=C1	C24H30O7	InChI=1S/C24H30O7/c1-3-5-7-9-15-11-17(25)13-19(26)22(15)24(30)31-18-12-16(10-8-6-4-2)21(23(28)29)20(27)14-18/h11-14,25-27H,3-10H2,1-2H3,(H,28,29)	BEFYPHLCGVCBFF-UHFFFAOYSA-N	430.1991533			MMDBc0011141
BASm0015582	Pheofungin D	Pheofungin D is a secondary metabolite belonging to the class of polyketides. There is limited literature available on Pheofungin D, indicating that research on this metabolite is still in its early stages and further studies are needed to fully understand its properties and potential applications.		Expected Solid	CC1=CC(O)=C(OC2=C(O)C3=C(C(C)=C2)C2=C(NC4=C(O)C=C(C)C=C4S2)C(=O)O3)C(O)=C1	C24H19NO7S	InChI=1S/C24H19NO7S/c1-9-5-13(27)21(14(28)6-9)31-15-8-11(3)17-22(20(15)29)32-24(30)19-23(17)33-16-7-10(2)4-12(26)18(16)25-19/h4-8,25-29H,1-3H3	RWTROTQAWAGBPN-UHFFFAOYSA-N	465.0882231			MMDBc0011166
BASm0015583	Staphyloamide A	Staphyloamide A is a member of the class of cyclic peptides. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H]C(C)(CC)[C@@]1([H])N=C(O)[C@]2(O)CCCN2C1=O	C11H18N2O3	InChI=1S/C11H18N2O3/c1-3-7(2)8-9(14)13-6-4-5-11(13,16)10(15)12-8/h7-8,16H,3-6H2,1-2H3,(H,12,15)/t7?,8-,11-/m1/s1	JQIOBJUVYWKCSU-XLQYWTITSA-N	226.1317424			MMDBc0011187
BASm0015584	Globosuxanthone B	Globosuxanthone B is a xanthone derivative produced by the mangrove-derived endophytic fungus Peniophora incarnata Z4, which is known for generating a variety of xanthone compounds, including tetrahydroxanthones and xanthone dimers (PMID: 32975117). This compound has been identified through bioassay-guided fractionation of a cytotoxic ethyl acetate extract from the fungal strain Chaetomium globosum, which inhabits the rhizosphere of the Christmas cactus, Opuntia leptocaulis, in the Sonoran desert (PMID: 32975117). Xanthones, including globosuxanthone B, are recognized for their diverse biological activities, which may include antioxidant, anti-inflammatory, and anticancer properties. The unique structural features of globosuxanthone B contribute to its potential pharmacological applications, although further research is necessary to fully elucidate its biological effects and mechanisms of action. The exploration of xanthone derivatives like globosuxanthone B highlights the significance of fungal metabolites in drug discovery and the potential for novel therapeutic agents derived from natural sources.		Expected Solid	[H][C@@]1(CC2=C(C(=O)C3=C(O)C=CC=C3O2)[C@](O)(C(=O)OC)[C@]1([H])O)OC	C16H16O8	InChI=1S/C16H16O8/c1-22-10-6-9-12(16(21,14(10)19)15(20)23-2)13(18)11-7(17)4-3-5-8(11)24-9/h3-5,10,14,17,19,21H,6H2,1-2H3/t10-,14+,16+/m0/s1	DKCFLWCWQILBFZ-DRZCJDIDSA-N	336.0845175			MMDBc0011188
BASm0015585	Ustusol A			Expected Solid	[H][C@]1(O)CC[C@@]2(C)[C@@]([H])(C(=O)C=C(C)[C@]2(O)CO)C1(C)C	C15H24O4	InChI=1S/C15H24O4/c1-9-7-10(17)12-13(2,3)11(18)5-6-14(12,4)15(9,19)8-16/h7,11-12,16,18-19H,5-6,8H2,1-4H3/t11-,12-,14-,15+/m0/s1	YMOQABSTCGJNMC-NZBPQXDJSA-N	268.1674593			MMDBc0011189
BASm0015586	Cordyanhydride B			Expected Solid	[H]\C(CC)=C(\[H])C1=C(CC(CC)CC2=C(CC(CC)CC3=C(CCC(O)=O)C(=O)OC3=O)C(=O)OC2=O)C(=O)OC1=O	C29H32O11	InChI=1S/C29H32O11/c1-4-7-8-17-19(26(34)38-24(17)32)11-15(5-2)13-21-22(29(37)40-28(21)36)14-16(6-3)12-20-18(9-10-23(30)31)25(33)39-27(20)35/h7-8,15-16H,4-6,9-14H2,1-3H3,(H,30,31)/b8-7+	PHRCULZLDFTOFU-BQYQJAHWSA-N	556.1944619			MMDBc0011205
BASm0015587	Stephacidin A	Stephacidin A is a bicyclo[2.2.2]diazaoctane-containing natural product belonging to the chemical class of indole alkaloids. It has garnered attention in biomedical literature for its complex structure and potential biological activities. The synthesis of stephacidin A involves intricate chemical transformations including prototropic shifts, intramolecular Diels-Alder cycloaddition, and hydrolysis/deprotection steps, leading to its racemic forms (PMID:39180143). This compound has been utilized in various synthetic protocols, enabling the conversion into related compounds such as notoamide B and spirocyclic oxindole derivatives (PMID:39180143). Furthermore, stephacidin A has been isolated alongside other prenylated indole alkaloids, indicating its significance in the natural product landscape derived from Aspergillus species (PMID:38040094). The discovery of distinct enantiomers of stephacidin A suggests a biosynthetic pathway involving a common precursor, indicating the potential for diverse biological activities (PMID:29632911). Additionally, the structural elucidation of stephacidin A has been confirmed through spectroscopic analysis, further establishing its role in the study of natural products (PMID:29622844).		Expected Solid	CC1(C)OC2=CC=C3C4=C(NC3=C2C=C1)C(C)(C)C1CC23CCCN2C(=O)C1(C4)NC3=O	C26H29N3O3	InChI=1S/C26H29N3O3/c1-23(2)10-8-15-17(32-23)7-6-14-16-12-26-18(24(3,4)20(16)27-19(14)15)13-25(21(30)28-26)9-5-11-29(25)22(26)31/h6-8,10,18,27H,5,9,11-13H2,1-4H3,(H,28,30)	YCWBTRJVYADFLQ-UHFFFAOYSA-N	431.2208918			MMDBc0011206
BASm0015588	Trichodermamide A	Trichodermamide A is a polyketide derivative that belongs to the chemical class of epidithiodiketopiperazines. This compound has been isolated from various species of the Trichoderma genus, including Trichoderma harzianum and Trichoderma lixii, through bioactivity-guided investigations aimed at identifying selective growth inhibitors for cancer cells (PMIDs: 38731537, 32676071, 31435860). Although trichodermamide A has been characterized alongside other compounds such as trichodermamide B and aspergillazine A, it has been reported to be devoid of cytotoxic activity against HCT-116 colorectal cancer cells (PMID: 28051860). The synthesis of trichodermamide A has been achieved in gram quantities, demonstrating its accessibility for further study (PMID: 26084356). Additionally, the transformation of irregularly bridged epidithiodiketopiperazines into trichodermamide A highlights its structural complexity and potential for further chemical exploration (PMIDs: 16805555). Overall, trichodermamide A represents a significant metabolite within the Trichoderma species, contributing to the understanding of fungal bioactive compounds and their potential applications in cancer research.		Expected Solid	[H][C@@]1(O)C=C[C@@]([H])(O)[C@@]2(O)CC(=NO[C@@]12[H])C(=O)NC1=CC2=C(OC1=O)C(OC)=C(OC)C=C2	C20H20N2O9	InChI=1S/C20H20N2O9/c1-28-13-5-3-9-7-10(19(26)30-15(9)16(13)29-2)21-18(25)11-8-20(27)14(24)6-4-12(23)17(20)31-22-11/h3-7,12,14,17,23-24,27H,8H2,1-2H3,(H,21,25)/t12-,14-,17+,20+/m1/s1	ZQOKLOPATOTAEE-OVCSSCHWSA-N	432.1168802			MMDBc0011208
BASm0015589	Pyripyropene B	Pyripyropene B is a polyketide compound. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid		C32H39NO10		HQJYCJFUVSNJFK-UHFFFAOYNA-N	597.2573965			MMDBc0011212
BASm0015590	Moiramide B	Moiramide B is a peptide-polyketide hybrid belonging to the chemical class of diketopiperazines, derived from bacterial sources. This compound exhibits significant antibiotic activity, particularly as an inhibitor of the carboxyltransferase component of acetyl-CoA carboxylase, a crucial enzyme in fatty acid synthesis. Moiramide B demonstrates strong antibacterial effects against gram-positive bacteria such as Bacillus subtilis, while showing weaker activity against gram-negative bacteria (PMID:36883965). Its structural uniqueness includes an unsaturated diketopiperazine framework, which presents challenges for optimization due to the narrow structure-activity relationship of its pseudopeptide unit (PMID:36883965). The compound has been the subject of various studies, including the synthesis of derivatives aimed at enhancing its biological activity (PMID:38864222). Notably, moiramide B is part of a select group of natural products that inhibit bacterial growth by targeting the Acyl Carrier Protein (ACP) system, alongside other compounds like andrimid and thailandamide (PMID:29975047). Structural studies have further elucidated its mechanism of action, providing insights into its binding interactions with bacterial enzymes (PMID:27471863).		Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])C(O)=N[C@@]([H])(CC(O)=N[C@@]([H])(C(C)C)C(=O)[C@]1([H])C(=O)N=C(O)[C@@]1([H])C)C1=CC=CC=C1	C25H31N3O5	InChI=1S/C25H31N3O5/c1-5-6-8-13-19(29)26-18(17-11-9-7-10-12-17)14-20(30)27-22(15(2)3)23(31)21-16(4)24(32)28-25(21)33/h5-13,15-16,18,21-22H,14H2,1-4H3,(H,26,29)(H,27,30)(H,28,32,33)/b6-5+,13-8+/t16-,18-,21+,22-/m0/s1	WMLLJSBRSSYYPT-PQUJRENYSA-N	453.2263711			MMDBc0011224
BASm0015591	7-dehydrobrefeldin A			Expected Solid	[H]C1=C([H])[C@@]2([H])CC(=O)C[C@]2([H])[C@@]([H])(O)\C([H])=C([H])\C(=O)O[C@]([H])(C)CCC1	C16H22O4	InChI=1S/C16H22O4/c1-11-5-3-2-4-6-12-9-13(17)10-14(12)15(18)7-8-16(19)20-11/h4,6-8,11-12,14-15,18H,2-3,5,9-10H2,1H3/b6-4?,8-7+/t11-,12+,14+,15+/m1/s1	IKUWMGOXYQGWPC-PRMBVHMUSA-N	278.1518092			MMDBc0011228
BASm0015592	Sterenin J	Sterenin J is a flavonoid compound. There is little literature available on this metabolite, indicating a gap in understanding its biological significance and potential applications.		Expected Solid	CC1=CC(OC(=O)C2=C(O)C=C(O)C=C2C)=C2CC(OC2=C1C(O)=O)C(C)(C)O	C21H22O8	InChI=1S/C21H22O8/c1-9-5-11(22)7-13(23)16(9)20(26)28-14-6-10(2)17(19(24)25)18-12(14)8-15(29-18)21(3,4)27/h5-7,15,22-23,27H,8H2,1-4H3,(H,24,25)	VOISZAZWZMMJKL-UHFFFAOYSA-N	402.1314677			MMDBc0011231
BASm0015593	Destruxin-Ed1			Expected Solid	[H]C(O)(CO)C[C@@]1([H])OC(=O)CCN=C(O)C([H])(C)N(C)C(=O)C([H])(C(C)C)N(C)C(=O)C([H])(N=C(O)[C@]2([H])CCCCN2C1=O)C([H])(C)CC	C30H51N5O9	InChI=1S/C30H51N5O9/c1-8-18(4)24-29(42)34(7)25(17(2)3)30(43)33(6)19(5)26(39)31-13-12-23(38)44-22(15-20(37)16-36)28(41)35-14-10-9-11-21(35)27(40)32-24/h17-22,24-25,36-37H,8-16H2,1-7H3,(H,31,39)(H,32,40)/t18?,19?,20?,21-,22+,24?,25?/m0/s1	WSFGUSJVLMZWTL-LSGBTAIHSA-N	625.3686782			MMDBc0011233
BASm0015594	Solanioic acid	Solanioic acid is a degraded steroid belonging to the class of metabolites produced by fungi. This compound has garnered attention due to its antibacterial properties, particularly its activity against methicillin-resistant Staphylococcus aureus (MRSA). It is synthesized by the fungus Rhizoctonia solani, which was isolated from the medicinal plant Cyperus rotundus. Studies utilizing stable isotope feeding have elucidated the biogenesis of solanioic acid, revealing a steroid 5(6→7)abeo ring contraction mechanism that involves cleavage of the C-5/C-6 bond. Additionally, 9-epi-solanioic acid, a precursor that spontaneously converts to solanioic acid, was also identified in cultures, suggesting it may be the actual natural product. The structural characterization of solanioic acid has been achieved through detailed NMR analysis, single crystal X-ray diffraction, and Mosher ester analysis, providing insights into its unique carbon skeleton and potential applications in antibiotic development. The findings highlight the significance of solanioic acid as a promising candidate in the search for novel antibacterial agents derived from natural sources (PMIDs: 30635614, 25860081).		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(C)[C@@]1([H])CC=C([C@@]2([H])C(C=O)=C3C[C@@]([H])(O)CC[C@]3(C)[C@]2([H])C=O)[C@]1(C)C(O)=O)[C@]([H])(C)C(C)C	C28H40O5	InChI=1S/C28H40O5/c1-16(2)17(3)7-8-18(4)21-9-10-22(28(21,6)26(32)33)25-20(14-29)23-13-19(31)11-12-27(23,5)24(25)15-30/h7-8,10,14-19,21,24-25,31H,9,11-13H2,1-6H3,(H,32,33)/b8-7+/t17-,18+,19-,21+,24+,25+,27-,28+/m0/s1	JOTHWTICYBJQAR-BMMUFOGCSA-N	456.2875744			MMDBc0011235
BASm0015595	6-Methoxy-8-hydroxyisocoumarin-3-carboxylic acid	6-Methoxy-8-hydroxyisocoumarin-3-carboxylic acid is a member of the isocoumarin chemical class. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	COC1=CC(O)=C2C(=O)OC(=CC2=C1)C(O)=O	C11H8O6	InChI=1S/C11H8O6/c1-16-6-2-5-3-8(10(13)14)17-11(15)9(5)7(12)4-6/h2-4,12H,1H3,(H,13,14)	LMYWVTVHSMUDIN-UHFFFAOYSA-N	236.032088			MMDBc0011236
BASm0015596	Arnamiol	Arnamiol is found in mushrooms. Arnamiol is from Armillaria mellea (honey mushroom		Expected Solid	COC1=C(Cl)C(C)=C(C(=O)OC2CC3(C)C4CC(C)(C)CC4C(O)C(CO)=C23)C(O)=C1	C24H31ClO6	InChI=1S/C24H31ClO6/c1-11-18(15(27)6-16(30-5)20(11)25)22(29)31-17-9-24(4)14-8-23(2,3)7-12(14)21(28)13(10-26)19(17)24/h6,12,14,17,21,26-28H,7-10H2,1-5H3	OMAGQTXDHXASNM-UHFFFAOYSA-N	450.1809164			MMDBc0011255
BASm0015597	Myrocin A			Expected Solid	[H][C@@]12C[C@]11C(=C(O)C(=O)C3=C[C@@](C)(CC(=O)[C@@]13O)C=C)[C@@](C)(CC2)C(O)=O	C20H22O6	InChI=1S/C20H22O6/c1-4-17(2)8-11-13(22)14(23)15-18(3,16(24)25)6-5-10-7-19(10,15)20(11,26)12(21)9-17/h4,8,10,23,26H,1,5-7,9H2,2-3H3,(H,24,25)/t10-,17+,18-,19-,20-/m1/s1	XKJPVKHJPNQLKG-KPHJKFSFSA-N	358.1416384			MMDBc0011256
BASm0015598	(-)-(R)-11-dehydrosydonic acid	(-)-(R)-11-dehydrosydonic acid is a sesquiterpenoid, a chemical class known for its diverse biological activities and structural complexity. This metabolite has been identified in the context of a chemical investigation of the endolichenic fungus Aspergillus versicolor, which was isolated from the lichen Lobaria quercizans. The study reported the isolation of several novel compounds, including various diphenyl ethers and bisabolane sesquiterpenoids, highlighting the rich chemical diversity present in these organisms (125a). Sesquiterpenoids like (-)-(R)-11-dehydrosydonic acid are often associated with ecological functions, such as contributing to the chemical defenses of plants and fungi against herbivores and pathogens. The unique structural features of sesquiterpenoids may also lead to potential applications in pharmacology, as they can exhibit anti-inflammatory, antimicrobial, and cytotoxic properties, making them of interest for further biological evaluation and potential therapeutic use. The exploration of metabolites like (-)-(R)-11-dehydrosydonic acid underscores the importance of natural products in drug discovery and the intricate relationships between organisms and their environments.		Expected Solid	CC(=C)CCC[C@@](C)(O)C1=C(O)C=C(C=C1)C(O)=O	C15H20O4	InChI=1S/C15H20O4/c1-10(2)5-4-8-15(3,19)12-7-6-11(14(17)18)9-13(12)16/h6-7,9,16,19H,1,4-5,8H2,2-3H3,(H,17,18)/t15-/m1/s1	CUAGAFVIRMPUAL-OAHLLOKOSA-N	264.1361591			MMDBc0011260
BASm0015599	Sirodesmin J	Sirodesmin J is a polyketide metabolite. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(C)O[C@]2(C[C@@]3([H])N4C(=O)[C@@]5(CO)SSS[C@]4(C[C@@]3(O)[C@]2([H])OC(C)=O)C(=O)N5C)C(=O)C1(C)C	C20H26N2O8S3	InChI=1S/C20H26N2O8S3/c1-9-16(3,4)12(25)18(30-9)6-11-17(28,13(18)29-10(2)24)7-19-14(26)21(5)20(8-23,32-33-31-19)15(27)22(11)19/h9,11,13,23,28H,6-8H2,1-5H3/t9-,11-,13+,17+,18-,19-,20-/m1/s1	YORDWFCXQCUPHI-OQIMMBKLSA-N	518.0851293			MMDBc0011264
BASm0015600	Microsphaeropsin B	Microsphaeropsin B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, and research regarding its properties and potential applications is scarce.		Expected Solid	[H][C@@]1(C)CC=CC2=C1C=CC(=C2CO)C(C)(O)CO	C15H20O3	InChI=1S/C15H20O3/c1-10-4-3-5-12-11(10)6-7-14(13(12)8-16)15(2,18)9-17/h3,5-7,10,16-18H,4,8-9H2,1-2H3/t10-,15?/m1/s1	XICSTKBYGWRFGS-INHVJJQHSA-N	248.1412445			MMDBc0011267
BASm0015601	YM-75518	YM-75518 is a metabolite belonging to the class of organic compounds. There is limited literature available on YM-75518, indicating a lack of comprehensive studies or detailed information regarding its properties and effects.		Expected Solid	[H]C(CC1CC(=O)OC(C)\C([H])=C([H])\C(O)\C(C)=C([H])/CC2=C(C(O)=CC=C2)C(=O)O1)=C([H])N=C(O)C(\[H])=C(\[H])/C(/[H])=N\OC	C27H32N2O8	InChI=1S/C27H32N2O8/c1-18-11-13-20-7-4-9-23(31)26(20)27(34)37-21(17-25(33)36-19(2)12-14-22(18)30)8-5-15-28-24(32)10-6-16-29-35-3/h4-7,9-12,14-16,19,21-22,30-31H,8,13,17H2,1-3H3,(H,28,32)/b10-6-,14-12+,15-5+,18-11-,29-16-	JYHIHHYYXXKTTJ-JSFHDESQSA-N	512.215866			MMDBc0011274
BASm0015602	Massetolide G	Massetolide G is a cyclic lipopeptide belonging to the class of natural products. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@](O)(CCCCCCCC)CC(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CCC(O)=O)C(O)=N[C@@]1([H])C(O)=N[C@]([H])(C(C)C)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=N[C@]([H])(C(=O)OC1([H])C)C([H])(C)CC	C55H97N9O16	InChI=1S/C55H97N9O16/c1-13-15-16-17-18-19-20-35(67)26-42(68)56-37(23-29(3)4)48(72)57-36(21-22-43(69)70)47(71)64-46-34(12)80-55(79)45(33(11)14-2)63-52(76)41(28-66)61-49(73)38(24-30(5)6)58-51(75)40(27-65)60-50(74)39(25-31(7)8)59-53(77)44(32(9)10)62-54(46)78/h29-41,44-46,65-67H,13-28H2,1-12H3,(H,56,68)(H,57,72)(H,58,75)(H,59,77)(H,60,74)(H,61,73)(H,62,78)(H,63,76)(H,64,71)(H,69,70)/t33?,34?,35-,36+,37-,38-,39-,40+,41+,44+,45-,46+/m0/s1	YKXSHBQVFVTYIL-XYKJWZRMSA-N	1139.705328			MMDBc0011285
BASm0015603	Enterolysin A	Enterolysin A is a bacteriocin, a type of antimicrobial peptide produced by certain bacteria. This compound is synthesized through gene clusters that encode not only its own biosynthetic pathways but also those of other bacteriocins, such as Enterocin A and Helveticin J, indicating a complex interplay in microbial defense mechanisms (PMID:40847281). Research has identified various probiotic traits associated with Enterolysin A, including acid and bile resistance, adhesion, and colonization capabilities (PMID:40608139). Additionally, strains producing Enterolysin A have been shown to exhibit antibacterial activity, particularly against vancomycin-resistant Enterococcus species (PMID:39924578). The presence of enterolysin A genes has been linked to antimicrobial activity, with studies highlighting its role in disrupting bacterial membranes, thus enhancing the efficacy of other bacteriocins like nisin (PMID:39766533). Furthermore, enterolysin A is often found in conjunction with other bacteriocin genes, suggesting a collaborative role in microbial interactions and competition (PMID:40000891). Overall, Enterolysin A exemplifies the biochemical diversity and ecological significance of bacteriocins in microbial communities.		Expected Solid	[H][C@](C)(CC)[C@]([H])(N=C(O)[C@]([H])(CO)N=C(O)[C@]([H])(CC(C)C)N=C(O)[C@]([H])(CC(C)C)N=C(O)[C@@]([H])(N=C(O)[C@]([H])(CC(O)=N)N=C(O)[C@]([H])(CCCCN)N=C(O)[C@@]([H])(N)CCSC)[C@@]([H])(C)CC)C(O)=N[C@@]([H])(CC(C)C)C(O)=NCC(O)=N[C@@]([H])(C(C)C)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@@]([H])(CO)C(O)=N[C@]([H])(C(O)=N[C@@]([H])(C(C)C)C(O)=O)[C@@]([H])(C)CC	C75H137N17O19S	InChI=1S/C75H137N17O19S/c1-20-43(16)59(90-68(103)52(33-55(78)95)82-64(99)47(25-23-24-27-76)80-62(97)46(77)26-28-112-19)73(108)85-50(31-39(8)9)65(100)81-49(30-38(6)7)66(101)86-53(35-93)69(104)91-60(44(17)21-2)72(107)83-48(29-37(4)5)63(98)79-34-56(96)88-57(41(12)13)71(106)84-51(32-40(10)11)67(102)87-54(36-94)70(105)92-61(45(18)22-3)74(109)89-58(42(14)15)75(110)111/h37-54,57-61,93-94H,20-36,76-77H2,1-19H3,(H2,78,95)(H,79,98)(H,80,97)(H,81,100)(H,82,99)(H,83,107)(H,84,106)(H,85,108)(H,86,101)(H,87,102)(H,88,96)(H,89,109)(H,90,103)(H,91,104)(H,92,105)(H,110,111)/t43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-,54-,57-,58-,59-,60-,61-/m0/s1	BVAJGKKEPGGEID-GPPRCLEMSA-N	1611.999736			MMDBc0011291
BASm0015604	Stevastelin B	Stevastelin B is a novel 15-membered cyclic depsipeptide, classified within the chemical class of cyclic peptides. It is composed of amino acids valine, threonine, serine, and 3,5-dihydroxy-2,4-dimethyl stearic acid. The total synthesis of stevastelin B has been achieved using a macrolactamization process, which effectively constructs its cyclic structure (PMID:12109115). This compound has been shown to inhibit gene expression dependent on interleukin-2 (IL-2) or IL-6 promoters in situ, highlighting its potential as an immunosuppressant (PMID:9195865). Interestingly, stevastelin B does not exhibit inhibitory activity against protein phosphatases in vitro, suggesting a specific mechanism of action that may involve post-translational modifications such as sulphonylation or phosphorylation upon incorporation into target cells (PMID:9195865). The synthesis of stevastelin B and its analogues has been detailed in the literature, showcasing its structural complexity and potential biological significance (PMID:16277304). Overall, stevastelin B represents a unique entity within the stevastelin family, with implications for further research in immunomodulation and therapeutic applications.		Expected Solid	[H][C@](C)(O)[C@]1([H])N=C(O)[C@@]([H])(N=C(O)C([H])(C)C([H])(O)C([H])(C)C([H])(CCCCCCCCCCCCC)OC(=O)[C@]([H])(COC(C)=O)N=C1O)C(C)C	C34H61N3O9	InChI=1S/C34H61N3O9/c1-8-9-10-11-12-13-14-15-16-17-18-19-27-22(4)30(40)23(5)31(41)36-28(21(2)3)32(42)37-29(24(6)38)33(43)35-26(34(44)46-27)20-45-25(7)39/h21-24,26-30,38,40H,8-20H2,1-7H3,(H,35,43)(H,36,41)(H,37,42)/t22?,23?,24-,26+,27?,28+,29+,30?/m1/s1	UTYDHKYGSNIIDV-CSFMTDHRSA-N	655.4407806			MMDBc0011301
BASm0015605	E. coli ferritin	E. coli ferritin is a protein belonging to the class of iron-storage proteins. There is limited literature available on E. coli ferritin, and further research is needed to fully understand its biological functions and significance.		Expected Solid	CCC(C)C(N=C(O)C(N=C(O)C(CCCCN)N=C(O)C(N=C(O)C(CC(O)=O)N=C(O)CN=C(O)C(CCCCN)N=C(O)C(N)CCSC)C(C)O)C(C)C)C(O)=NC(CC(O)=N)C(O)=NC(CC1=CC=C(O)C=C1)C=O	C51H85N13O15S	InChI=1S/C51H85N13O15S/c1-7-28(4)42(50(78)61-36(23-38(55)68)47(75)57-31(26-65)22-30-14-16-32(67)17-15-30)63-49(77)41(27(2)3)62-46(74)35(13-9-11-20-53)60-51(79)43(29(5)66)64-48(76)37(24-40(70)71)58-39(69)25-56-45(73)34(12-8-10-19-52)59-44(72)33(54)18-21-80-6/h14-17,26-29,31,33-37,41-43,66-67H,7-13,18-25,52-54H2,1-6H3,(H2,55,68)(H,56,73)(H,57,75)(H,58,69)(H,59,72)(H,60,79)(H,61,78)(H,62,74)(H,63,77)(H,64,76)(H,70,71)	PNTZQSRGXCNNOT-UHFFFAOYSA-N	1151.60088			MMDBc0011342
BASm0015606	4,7-Dihydroxymellein			Expected Solid	[H][C@@]1(C)OC(=O)C2=C(C=CC(O)=C2O)[C@]1([H])O	C10H10O5	InChI=1S/C10H10O5/c1-4-8(12)5-2-3-6(11)9(13)7(5)10(14)15-4/h2-4,8,11-13H,1H3/t4-,8+/m0/s1	AWJLARVNMUSPPN-RNHFCUEFSA-N	210.0528234			MMDBc0011345
BASm0015607	Bromoroquefortine D	Bromoroquefortine D is a member of the alkaloid chemical class. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12C[C@]3(C4=C(NC3([H])N1C(=O)C([H])(CC1=CN=CN1)N=C2O)C=CC(Br)=C4)C(C)(C)C=C	C22H24BrN5O2	InChI=1S/C22H24BrN5O2/c1-4-21(2,3)22-9-17-18(29)26-16(8-13-10-24-11-25-13)19(30)28(17)20(22)27-15-6-5-12(23)7-14(15)22/h4-7,10-11,16-17,20,27H,1,8-9H2,2-3H3,(H,24,25)(H,26,29)/t16?,17-,20?,22+/m0/s1	GXPQEDBRIAXLLL-WONBWXIOSA-N	469.111338			MMDBc0011350
BASm0015608	Tricycloalternarene 7a	Tricycloalternarene 7a is a polycyclic aromatic hydrocarbon. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and biological significance.		Expected Solid		C22H34O5		YXQFYLGTHBJWPD-UHFFFAOYNA-N	378.2406242			MMDBc0011353
BASm0015609	Amicoumacin B	Amicoumacin B is a member of the amicoumacin chemical class, which consists of metabolites produced by certain actinomycetes. This compound has garnered attention for its antimicrobial properties, as evidenced by its minimum inhibitory concentration (MIC) of 10 µg/mL against various pathogens, including Liberibacter spp. (PMID:40742104). In ex vivo citrus hairy root assays, amicoumacin B significantly reduced populations of Candidatus Liberibacter asiaticus, highlighting its potential utility in agricultural applications (PMID:40742104). The compound was isolated from the culture broth of a Bacillus safensis strain, native to citrus environments, further underscoring its ecological relevance (PMID:40742104). Additionally, amicoumacin B has been implicated in the synthesis of derivatives through complex chemical processes, such as the formation of a 1,3-oxazinane ring (PMID:33817482). Its anti-quorum sensing (QS) activity has also been documented, contributing to its classification alongside other known amicoumacins (PMID:32640925). Moreover, a novel actinomycete producing amicoumacin B was identified from soil samples in Jinan, China, indicating its diverse sources and potential applications in biotechnology and medicine (PMID:19196788).		Expected Solid	[H]C(N)(CC(O)=O)C([H])(O)[C@]([H])(O)C(O)=N[C@@]([H])(CC(C)C)C([H])(O)CC1=C(C(O)=O)C(O)=CC=C1	C20H30N2O9	InChI=1S/C20H30N2O9/c1-9(2)6-12(22-19(29)18(28)17(27)11(21)8-15(25)26)14(24)7-10-4-3-5-13(23)16(10)20(30)31/h3-5,9,11-12,14,17-18,23-24,27-28H,6-8,21H2,1-2H3,(H,22,29)(H,25,26)(H,30,31)/t11?,12-,14?,17?,18-/m0/s1	ZVMJOYORHWNPCZ-MLXNOORUSA-N	442.1951306			MMDBc0011360
BASm0015610	Aphidicolin			Expected Solid	[H][C@]12C[C@]3([H])C[C@]1(CC[C@]3(O)CO)[C@@]1(C)CC[C@@]([H])(O)[C@@](C)(CO)[C@]1([H])CC2	C20H34O4	InChI=1S/C20H34O4/c1-17(11-21)15-4-3-13-9-14-10-19(13,7-8-20(14,24)12-22)18(15,2)6-5-16(17)23/h13-16,21-24H,3-12H2,1-2H3/t13-,14+,15-,16+,17-,18-,19-,20-/m0/s1	NOFOAYPPHIUXJR-APNQCZIXSA-N	338.2457096			MMDBc0011363
BASm0015611	Enterocin EJ97	Enterocin EJ97 is a bacteriocin, a class of antimicrobial peptides produced by certain bacteria, specifically Enterococcus faecalis EJ97. This 44-residue-long peptide exhibits significant antimicrobial activity and is part of a broader family of leaderless bacteriocins, which includes enterocin K1 and LsbB (PMID:28515717). The structural characterization of enterocin EJ97 has been documented, revealing its natively unfolded nature, which may contribute to its function and interaction with target cells (PMID:20385607). The production of enterocin EJ97 is influenced by various substrate compositions, and studies have focused on optimizing conditions for its semi-preparative scale purification (PMID:17901993). Additionally, enterocin EJ97 has been shown to interact with specific receptors, such as Eep, facilitating its bactericidal effects (PMID:33679682). The presence of enterocin EJ97, along with other bacteriocins and antimicrobial resistance genes, highlights the complex genetic landscape of its producing strains, which may contribute to their virulence and adaptability (PMID:39723131). Overall, enterocin EJ97 represents a promising candidate for further research in the development of novel antimicrobial agents.		Expected Solid		C88H144N20O18S2		GJEPXAJQTZPUNG-UHFFFAOYNA-N	1833.04089			MMDBc0011370
BASm0015612	Gibepyrone E	Gibepyrone E is a pyrone derivative belonging to the chemical class of natural products. There is limited literature available on this metabolite, indicating a need for further research to better understand its properties and potential biological significance.		Expected Solid	[H][C@@]1(C)O[C@@]1(C)C1=CC=C(C)C(=O)O1	C10H12O3	InChI=1S/C10H12O3/c1-6-4-5-8(12-9(6)11)10(3)7(2)13-10/h4-5,7H,1-3H3/t7-,10+/m0/s1	YMQOWBARIGEIMW-OIBJUYFYSA-N	180.0786442			MMDBc0011381
BASm0015613	Nidulalin A	Nidulalin A is a natural product belonging to the class of xanthones, characterized by a complex caged structure. This metabolite has garnered interest due to its unique biosynthetic pathway, which remains largely unexplored, as the genes responsible for its production have not been previously described (PMID:39625876). The synthesis of nidulalin A has been advanced through innovative methodologies, including an asymmetric synthesis that employs acylative kinetic resolution of chiral, racemic intermediates (PMID:38319883). Additionally, its biosynthetic relationship with nidulaxanthone A has been established, where nidulalin A serves as a monomer that undergoes stereoselective Diels-Alder dimerization to form the latter compound (PMID:38319883). The compound has also been synthesized using a four-step sequence that incorporates allyl triflate for chromone ester activation and ketone desaturation via Bobbitt's oxoammonium salt (PMID:38319883). The biological implications of nidulalin A are still under investigation, but its production has been linked to specific fungal strains that also express other metabolites like patulin and citrinin (PMID:39625876).		Expected Solid	[H][C@@]1(O)C=CC=C2C(=O)C3=C(O)C=C(C)C=C3O[C@]12C(=O)OC	C16H14O6	InChI=1S/C16H14O6/c1-8-6-10(17)13-11(7-8)22-16(15(20)21-2)9(14(13)19)4-3-5-12(16)18/h3-7,12,17-18H,1-2H3/t12-,16+/m1/s1	BVPTZDRKEDPTOX-WBMJQRKESA-N	302.0790382			MMDBc0011383
BASm0015614	Polanrazine D	Polanrazine D is a metabolite belonging to the chemical class of benzodiazepines. There is limited literature available on this compound, indicating a gap in research regarding its properties and potential applications.		Expected Solid	CS[C@@]1(CC2=CNC3=CC=CC=C23)N=C(O)[C@@](O)(N=C1O)C(C)C	C17H21N3O3S	InChI=1S/C17H21N3O3S/c1-10(2)17(23)15(22)19-16(24-3,14(21)20-17)8-11-9-18-13-7-5-4-6-12(11)13/h4-7,9-10,18,23H,8H2,1-3H3,(H,19,22)(H,20,21)/t16-,17-/m1/s1	ZCJLVGWEEYCDIM-IAGOWNOFSA-N	347.1303627			MMDBc0011385
BASm0015615	Burkholidine 1119	Burkholidine 1119 is a metabolite belonging to the class of alkaloids. There is limited literature available on this compound, and research regarding its properties and biological significance is sparse.		Expected Solid	[H][C@@](O)(C[C@]1([H])CC(O)=N[C@]([H])(CO)C(O)=N[C@@]([H])(C(O)=N[C@]([H])(CCN)C(O)=NCC(O)=N[C@@]([H])(CC(O)=N)C(O)=N[C@@]([H])(CO)C(O)=N[C@@]([H])(CC(O)=N)C(O)=N1)[C@]([H])(O)C1=CC=C(O)C=C1)[C@@]([H])(O)[C@]([H])(CCCCCCCCCCC)O[C@@]1([H])OC[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C52H85N11O21	InChI=1S/C52H85N11O21/c1-2-3-4-5-6-7-8-9-10-11-36(84-52-45(76)44(75)35(68)25-83-52)43(74)34(67)18-27-19-39(71)59-32(23-64)50(81)63-41(42(73)26-12-14-28(66)15-13-26)51(82)60-29(16-17-53)46(77)56-22-40(72)58-30(20-37(54)69)48(79)62-33(24-65)49(80)61-31(21-38(55)70)47(78)57-27/h12-15,27,29-36,41-45,52,64-68,73-76H,2-11,16-25,53H2,1H3,(H2,54,69)(H2,55,70)(H,56,77)(H,57,78)(H,58,72)(H,59,71)(H,60,82)(H,61,80)(H,62,79)(H,63,81)/t27-,29-,30+,31+,32-,33+,34-,35-,36+,41-,42-,43-,44+,45-,52-/m1/s1	PCAQFZPDERWHAA-AMNWSHGDSA-N	1199.592149			MMDBc0011394
BASm0015616	AIP I	AIP I is a metabolite classified within the chemical class of lipids. It has garnered attention in biomedical literature for its potential role as a predictive biomarker in various health conditions. Notably, a linear dose-response relationship was observed, indicating that each 1-unit increase in AIP corresponds to a 2.76-fold higher risk of type 2 diabetes mellitus (T2DM) (OR = 2.76, 95% CI: 1.54-4.93, P < 0.001) (PMID:41034846). Elevated AIP is independently associated with an increased risk of incident T2DM in patients with non-alcoholic fatty liver disease (NAFLD), underscoring its significance in high-risk populations (PMID:41034846). Furthermore, in older adults, each 1-unit increase in AIP raised the risk of obstructive sleep apnea (OSA) by 87% (OR = 1.87, 95% CI: 1.17-3.00, P = .0097) (PMID:41029080). Additionally, AIP has been linked to large artery atherosclerosis-related stroke, where elevated levels independently predicted functional recovery and early neurological deterioration in patients undergoing endovascular treatment (PMID:41007690). AIP serves as a simple, widely available biomarker that may aid in pre-procedural risk stratification and post-reperfusion management (PMID:41007690).		Expected Solid	[H][C@](N)(CC1=CC=C(O)C=C1)C(O)=N[C@@]([H])(CO)C(O)=N[C@]([H])(C(O)=N[C@@]1([H])CSC(=O)[C@]([H])(CCSC)N=C(O)[C@@]([H])(N=C(O)[C@]([H])(CC2=CC=CC=C2)N=C(O)[C@]([H])(CC(O)=O)N=C1O)[C@@]([H])(C)CC)[C@@]([H])(C)O	C43H60N8O13S2	InChI=1S/C43H60N8O13S2/c1-5-22(2)34-41(62)45-28(15-16-65-4)43(64)66-21-32(40(61)47-30(19-33(55)56)37(58)46-29(38(59)50-34)18-24-9-7-6-8-10-24)49-42(63)35(23(3)53)51-39(60)31(20-52)48-36(57)27(44)17-25-11-13-26(54)14-12-25/h6-14,22-23,27-32,34-35,52-54H,5,15-21,44H2,1-4H3,(H,45,62)(H,46,58)(H,47,61)(H,48,57)(H,49,63)(H,50,59)(H,51,60)(H,55,56)/t22-,23+,27-,28-,29-,30-,31-,32-,34-,35-/m0/s1	QPIROHVZMLYRNN-YRNJLPRFSA-N	960.3721264			MMDBc0011404
BASm0015617	Mevinolinic acid	Mevinolinic acid is a secondary metabolite belonging to the class of polyketides, specifically recognized as the acidic form of lovastatin. It is produced through the biosynthetic pathways of certain fungi, notably Aspergillus terreus, in co-culture systems with bacteria such as Streptomyces rimosus, which enhance its production alongside other metabolites (PMID:39644383). The biosynthesis of mevinolinic acid is influenced by various factors, including the choice of co-cultivated species and the cultivation conditions, such as initial pH of the medium (PMID:31098686, PMID:22995742). Studies have shown that acidic conditions can lead to underestimation of mevinolinic acid levels during chromatographic assays, necessitating careful consideration of pH when analyzing its biosynthesis (PMID:22995742). Additionally, mevinolinic acid is often found alongside other secondary metabolites like terreic acid and citrinin, indicating its role in the complex metabolic networks of these organisms (PMID:24534845). Overall, mevinolinic acid is not only significant for its pharmacological properties but also serves as a crucial marker in the study of fungal secondary metabolism.		Expected Solid	[H][C@@](O)(CC[C@@]1([H])[C@@]([H])(C)C=CC2=C[C@]([H])(C)C[C@]([H])(OC(=O)[C@]([H])(C)CC)[C@]12[H])C[C@@]([H])(O)CC(O)=O	C24H38O6	InChI=1S/C24H38O6/c1-5-15(3)24(29)30-21-11-14(2)10-17-7-6-16(4)20(23(17)21)9-8-18(25)12-19(26)13-22(27)28/h6-7,10,14-16,18-21,23,25-26H,5,8-9,11-13H2,1-4H3,(H,27,28)/t14-,15+,16-,18+,19+,20-,21-,23-/m0/s1	QLJODMDSTUBWDW-YPQFMRJXSA-N	422.2668389			MMDBc0011433
BASm0015618	Acremine F			Expected Solid	[H]\C(=C(\[H])C(C)(C)O)C1=CC([H])(O)[C@](C)(O)C[C@]1([H])O	C12H20O4	InChI=1S/C12H20O4/c1-11(2,15)5-4-8-6-10(14)12(3,16)7-9(8)13/h4-6,9-10,13-16H,7H2,1-3H3/b5-4+/t9-,10?,12+/m0/s1	KLZSJMCXTDLPSF-PMNWLSNQSA-N	228.1361591			MMDBc0011440
BASm0015619	Erinacine B			Expected Solid	[H][C@@]1(O)CO[C@@]2([H])O[C@@]3([H])[C@]([H])(O[C@]2([H])[C@@]1([H])O)C(C=O)=CC[C@]1([H])C2=C(CC[C@]2(C)CC[C@@]31C)C(C)C	C25H36O6	InChI=1S/C25H36O6/c1-13(2)15-7-8-24(3)9-10-25(4)16(18(15)24)6-5-14(11-26)20-22(25)31-23-21(30-20)19(28)17(27)12-29-23/h5,11,13,16-17,19-23,27-28H,6-10,12H2,1-4H3/t16-,17-,19+,20-,21-,22+,23+,24-,25-/m1/s1	BEECYWPPXWUPIT-ZCKYJUNOSA-N	432.2511889			MMDBc0011443
BASm0015620	4-(4'-(2'-methoxy-4'-sulfoxy-3',5',6'-trimethylbenzoyloxy)-2'-hydroxy-3',5',6'-trimethylbenzoyloxy)-2-methoxy-3,5,6-trimethylbenzoic acid	4-(4'-(2'-methoxy-4'-sulfoxy-3',5',6'-trimethylbenzoyloxy)-2'-hydroxy-3',5',6'-trimethylbenzoyloxy)-2-methoxy-3,5,6-trimethylbenzoic acid is a complex organic compound belonging to the class of benzoic acid derivatives. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	COC1=C(C(O)=O)C(C)=C(C)C(OC(=O)C2=C(C)C(C)=C(OC(=O)C3=C(OC)C(C)=C(OS(O)(=O)=O)C(C)=C3C)C(C)=C2O)=C1C	C32H36O13S	InChI=1S/C32H36O13S/c1-12-15(4)25(43-32(37)23-14(3)17(6)27(45-46(38,39)40)20(9)29(23)42-11)18(7)24(33)21(12)31(36)44-26-16(5)13(2)22(30(34)35)28(41-10)19(26)8/h33H,1-11H3,(H,34,35)(H,38,39,40)	BWGCUMHTLPQADR-UHFFFAOYSA-N	660.1876624			MMDBc0011451
BASm0015621	(+)-5(6)-dihydro-6-hydroxyterrecyclic acid A	(+)-5(6)-dihydro-6-hydroxyterrecyclic acid A is a terpenoid compound. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	[H][C@]1(CO)C(=O)C[C@@]2([H])[C@]3([H])CC[C@]([H])(C(O)=O)[C@]12CC3(C)C	C15H22O4	InChI=1S/C15H22O4/c1-14(2)7-15-9(13(18)19)4-3-8(14)10(15)5-12(17)11(15)6-16/h8-11,16H,3-7H2,1-2H3,(H,18,19)/t8-,9+,10-,11-,15-/m0/s1	DFQGNWLQBKGFOD-AIGMQPKJSA-N	266.1518092			MMDBc0011456
BASm0015622	Bauerine B			Expected Solid	CN1C2=CN=CC=C2C2=C1C(Cl)=C(Cl)C=C2	C12H8Cl2N2	InChI=1S/C12H8Cl2N2/c1-16-10-6-15-5-4-7(10)8-2-3-9(13)11(14)12(8)16/h2-6H,1H3	XGTYSLIGRKUXED-UHFFFAOYSA-N	250.0064537			MMDBc0011465
BASm0015623	Elastatinal	Elastatinal is a synthetic inhibitor belonging to the class of peptidic protease inhibitors. It has been extensively studied for its role in modulating enzymatic activities, particularly those of serine and metalloproteases. Research indicates that elastatinal effectively inhibits neutrophil elastase, thereby suppressing osteoclast differentiation (PMID:31899346). Additionally, it has been shown to inhibit the activity of various proteases, including those from *Pseudomonas aeruginosa*, where it significantly decreased enzymatic activity in comparison to other inhibitors (PMID:30837358). In cellular studies, elastatinal was used to pretreat differentiated 3T3-L1 adipocytes before exposure to TNFα, suggesting its potential relevance in inflammatory responses (PMID:32762381). Furthermore, elastatinal is part of a broader family of aldehyde-containing protease inhibitors, which have been utilized in research for over four decades (PMID:27797509). Its inhibitory effects have been confirmed through various assays, demonstrating its capability to inhibit serine proteases alongside other inhibitors like PMSF and TLCK (PMID:18157406). Overall, elastatinal's unique properties make it a valuable tool in both biochemical and biological research contexts.		Expected Solid	CC(C)CC(NC(=O)NC(C1CCNC(=N)N1)C(=O)NC(CCC(N)=O)C(=O)NC(C)C=O)C(O)=O	C21H36N8O7	InChI=1S/C21H36N8O7/c1-10(2)8-14(19(34)35)28-21(36)29-16(12-6-7-24-20(23)27-12)18(33)26-13(4-5-15(22)31)17(32)25-11(3)9-30/h9-14,16H,4-8H2,1-3H3,(H2,22,31)(H,25,32)(H,26,33)(H,34,35)(H3,23,24,27)(H2,28,29,36)	IJWCGVPEDDQUDE-UHFFFAOYSA-N	512.2706955			MMDBc0011467
BASm0015624	GERI-BP001	GERI-BP001 is a metabolite classified as a new inhibitor of acyl-CoA:cholesterol acyltransferase (ACAT) derived from the fungus Aspergillus fumigatus F37. This compound was isolated through a series of chemical processes including acetone extraction, ethyl acetate extraction, silica gel column chromatography, and reverse phase high-performance liquid chromatography (HPLC) (PMID:7592016). The biological activity of GERI-BP001 has been demonstrated in enzyme assays, where it effectively inhibits ACAT activity in rat liver microsomes, achieving 50% inhibition at concentrations of 42, 94, and 40 µM for its variants M, A, and B, respectively (PMID:7592016). The significance of GERI-BP001 in cholesterol metabolism highlights its potential therapeutic applications in managing conditions related to cholesterol dysregulation. Further studies may elucidate its mechanism of action and broader biological implications, underscoring the importance of natural products in drug discovery and development.		Expected Solid	[H][C@@]1(CC[C@@]2(C)[C@@]([H])(CC[C@@]3(C)OC4=C(C[C@]23[H])C(=O)OC(=C4)C2=CN=CC=C2)C1(C)C)OC(C)=O	C27H33NO5	InChI=1S/C27H33NO5/c1-16(29)31-23-9-10-26(4)21(25(23,2)3)8-11-27(5)22(26)13-18-20(33-27)14-19(32-24(18)30)17-7-6-12-28-15-17/h6-7,12,14-15,21-23H,8-11,13H2,1-5H3/t21-,22+,23-,26-,27+/m0/s1	SDKNSMCWHHTGRG-KCXTWHPGSA-N	451.2358732			MMDBc0011498
BASm0015625	Borrelidin			Expected Solid	[H]\C1=C(\[H])/C(/[H])=C(C#N)\[C@]([H])(O)[C@@]([H])(C)C[C@]([H])(C)C[C@]([H])(C)C[C@]([H])(C)[C@@]([H])(O)CC(=O)O[C@@]([H])(C1)[C@]1([H])CCC[C@@]1([H])C(O)=O	C28H43NO6	InChI=1S/C28H43NO6/c1-17-12-18(2)14-20(4)27(32)21(16-29)8-5-6-11-25(22-9-7-10-23(22)28(33)34)35-26(31)15-24(30)19(3)13-17/h5-6,8,17-20,22-25,27,30,32H,7,9-15H2,1-4H3,(H,33,34)/b6-5+,21-8-/t17-,18+,19-,20-,22+,23+,24-,25-,27+/m0/s1	OJCKRNPLOZHAOU-UGKRXNSESA-N	489.3090381			MMDBc0011501
BASm0015626	Pneumocandin A2	Pneumocandin A2 is a lipopeptide antibiotic belonging to the class of echinocandins. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@](C)(CC)C[C@]([H])(C)CCCCCCCCC(O)=N[C@]1([H])CCCN=C(O)[C@@]2([H])N(C[C@]([H])(C)[C@]2([H])O)C(=O)[C@@]([H])(N=C(O)[C@@]([H])(N=C(O)[C@]2([H])C[C@@]([H])(O)CN2C(=O)[C@@]([H])(N=C1O)[C@@]([H])(C)O)[C@]([H])(O)[C@@]([H])(O)C1=CC=C(O)C=C1)[C@]([H])(O)CC(O)=N	C51H82N8O15	InChI=1S/C51H82N8O15/c1-6-27(2)22-28(3)14-11-9-7-8-10-12-16-38(65)54-34-15-13-21-53-49(72)42-43(66)29(4)25-59(42)51(74)40(36(63)24-37(52)64)56-48(71)41(45(68)44(67)31-17-19-32(61)20-18-31)57-47(70)35-23-33(62)26-58(35)50(73)39(30(5)60)55-46(34)69/h17-20,27-30,33-36,39-45,60-63,66-68H,6-16,21-26H2,1-5H3,(H2,52,64)(H,53,72)(H,54,65)(H,55,69)(H,56,71)(H,57,70)/t27-,28+,29-,30+,33+,34+,35-,36+,39-,40-,41-,42-,43-,44-,45-/m0/s1	RTMQLLLPNLXDSP-YHZXBQRISA-N	1046.589964			MMDBc0011502
BASm0015627	Chaetoglobosin V	Chaetoglobosin V is a fungal alkaloid. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]C1=C([H])[C@@]2([H])[C@]([H])(O)C(C)=C(C)[C@@]3([H])[C@]([H])(CC4=CNC5=CC=CC=C45)N=C(O)[C@@]23C(=O)C[C@]2([H])C(=O)C(O)=C(C)[C@@]2([H])[C@@]([H])(C)C1	C32H36N2O5	InChI=1S/C32H36N2O5/c1-15-8-7-10-22-28(36)17(3)16(2)27-24(12-19-14-33-23-11-6-5-9-20(19)23)34-31(39)32(22,27)25(35)13-21-26(15)18(4)29(37)30(21)38/h5-7,9-11,14-15,21-22,24,26-28,33,36-37H,8,12-13H2,1-4H3,(H,34,39)/b10-7+/t15-,21-,22-,24-,26+,27-,28+,32+/m0/s1	PRTGSLLKDHOTJT-HMPNXLKUSA-N	528.2624223			MMDBc0011510
BASm0015628	Phomaligadione A	Phomaligadione A is a polyketide compound. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]C(C)(CC)C(=O)O[C@]1(C)C(=O)C=C(OC)C([H])(C)C1=O	C14H20O5	InChI=1S/C14H20O5/c1-6-8(2)13(17)19-14(4)11(15)7-10(18-5)9(3)12(14)16/h7-9H,6H2,1-5H3/t8?,9?,14-/m1/s1	WDHSIBDVOVMUBZ-OAQUUNCKSA-N	268.1310737			MMDBc0011527
BASm0015629	Hectochlorin			Expected Solid	[H][C@@]1(CCCC(C)(Cl)Cl)OC(=O)C2=CSC(=N2)[C@@]([H])(OC(C)=O)C(C)(C)OC(=O)C2=CSC(=N2)[C@@]([H])(OC(=O)[C@@]1([H])C)C(C)(C)O	C27H34Cl2N2O9S2	InChI=1S/C27H34Cl2N2O9S2/c1-13-17(9-8-10-27(7,28)29)38-23(34)15-11-42-21(30-15)19(37-14(2)32)26(5,6)40-24(35)16-12-41-20(31-16)18(25(3,4)36)39-22(13)33/h11-13,17-19,36H,8-10H2,1-7H3/t13-,17-,18+,19+/m0/s1	USXIYWCPCGVOKF-NOENWEJRSA-N	664.1082784			MMDBc0011529
BASm0015630	Trichalasin F	Trichalasin F is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(CC(C)C)N=C(O)[C@@]23OC(=O)C[C@@]([H])(O)[C@]([H])(O)CCCC(C)=C[C@@]2([H])C=C(C)[C@@]([H])(C)[C@@]13[H]	C24H37NO5	InChI=1S/C24H37NO5/c1-13(2)9-18-22-16(5)15(4)11-17-10-14(3)7-6-8-19(26)20(27)12-21(28)30-24(17,22)23(29)25-18/h10-11,13,16-20,22,26-27H,6-9,12H2,1-5H3,(H,25,29)/t16-,17+,18+,19-,20-,22+,24-/m1/s1	SCJLXYAZSYMPRD-NFZUWLOISA-N	419.2671733			MMDBc0011573
BASm0015631	Cepaciamide A	Cepaciamide A is a secondary metabolite belonging to the class of amides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@](CCCCCCCCCCCCC)(CC(O)=N[C@]1([H])CCCN=C1O)OC(=O)[C@]([H])(O)CC[C@@]1([H])C[C@@]1([H])CCCCCCCCCCCC	C40H74N2O5	InChI=1S/C40H74N2O5/c1-3-5-7-9-11-13-15-17-19-21-23-26-35(32-38(44)42-36-27-24-30-41-39(36)45)47-40(46)37(43)29-28-34-31-33(34)25-22-20-18-16-14-12-10-8-6-4-2/h33-37,43H,3-32H2,1-2H3,(H,41,45)(H,42,44)/t33-,34+,35-,36-,37-/m1/s1	SHFIKHVKZZBOIT-QDVRJJOPSA-N	662.5597735			MMDBc0011575
BASm0015632	Chloropestolide D	Chloropestolide D is a chlorinated natural product belonging to the class of metabolites known as polyketides. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H]C(=C=C1C[C@]([H])(O)[C@]2([H])O[C@]2(CC=C(C)C)[C@]1([H])O)[C@]1(C)C[C@]2(C=C(OC)[C@]1(Cl)C(=O)[C@@]21OC(=O)C2=C(O)C=C(C)C=C2O1)C(=O)OC	C33H35ClO11	InChI=1S/C33H35ClO11/c1-16(2)7-10-31-24(37)18(13-20(36)25(31)44-31)8-9-29(4)15-30(28(40)42-6)14-22(41-5)32(29,34)27(39)33(30)43-21-12-17(3)11-19(35)23(21)26(38)45-33/h7,9,11-12,14,20,24-25,35-37H,10,13,15H2,1-6H3/t8?,20-,24+,25-,29+,30+,31+,32-,33+/m0/s1	WNDQDJWJVKECHL-FADIPZMBSA-N	642.1867896			MMDBc0011580
BASm0015633	Pestaloficiol A	Pestaloficiol A is a polyketide compound. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]12C[C@]11C3=C(C[C@]([H])(O)[C@]1([H])OC2(C)C)C(=O)CC(C)(C)O3	C16H22O4	InChI=1S/C16H22O4/c1-14(2)6-10(18)8-5-9(17)13-16(12(8)19-14)7-11(16)15(3,4)20-13/h9,11,13,17H,5-7H2,1-4H3/t9-,11+,13-,16+/m0/s1	BRIZKGNSBNBPFG-MVNLRDQZSA-N	278.1518092			MMDBc0011581
BASm0015634	Fusaricidin D	Fusaricidin D is a lipopeptide antibiotic belonging to the fusaricidin class. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]C(O)(CCCCCCCCCCCCNC(N)=N)CC(O)=N[C@]1([H])C(O)=N[C@]([H])(C(C)C)C(O)=NC([H])(CC2=CC=C(O)C=C2)C(O)=N[C@@]([H])(C(O)=N[C@]([H])(CCC(O)=N)C(O)=N[C@]([H])(C)C(=O)OC1([H])C)[C@]([H])(C)O	C46H76N10O12	InChI=1S/C46H76N10O12/c1-26(2)37-42(64)53-34(24-30-17-19-31(58)20-18-30)41(63)56-38(28(4)57)43(65)52-33(21-22-35(47)60)40(62)51-27(3)45(67)68-29(5)39(44(66)55-37)54-36(61)25-32(59)16-14-12-10-8-6-7-9-11-13-15-23-50-46(48)49/h17-20,26-29,32-34,37-39,57-59H,6-16,21-25H2,1-5H3,(H2,47,60)(H,51,62)(H,52,65)(H,53,64)(H,54,61)(H,55,66)(H,56,63)(H4,48,49,50)/t27-,28+,29?,32?,33-,34?,37-,38-,39+/m1/s1	HCNCOYXCNMBDQH-VUSFZIELSA-N	960.5644179			MMDBc0011599
BASm0015635	Desacetylmicrocolin B			Expected Solid	[H][C@@](C)(CCCC)C[C@@]([H])(C)C(=O)N(C)[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(C(=O)N(C)[C@@]([H])(C(C)C)C(=O)N1CCC[C@@]1([H])C(=O)N1C(=O)C=C[C@]1([H])C)[C@@]([H])(C)O	C37H63N5O7	InChI=1S/C37H63N5O7/c1-12-13-15-24(6)21-25(7)34(46)39(10)29(20-22(2)3)33(45)38-31(27(9)43)36(48)40(11)32(23(4)5)37(49)41-19-14-16-28(41)35(47)42-26(8)17-18-30(42)44/h17-18,22-29,31-32,43H,12-16,19-21H2,1-11H3,(H,38,45)/t24-,25-,26+,27-,28+,29+,31+,32+/m1/s1	LMOADMWPBSXHHB-CRVYFHMBSA-N	689.4727494			MMDBc0011604
BASm0015636	7alpha,14-Dihydroxy-6beta-p-nitrobenzoylconfertifolin	7alpha,14-Dihydroxy-6beta-p-nitrobenzoylconfertifolin is a flavonoid glycoside. There is little literature available on this metabolite, indicating that its biological properties and potential applications remain largely unexplored.		Expected Solid	[H][C@]1(O)C2=C(COC2=O)[C@@]2(C)CCC[C@](C)(CO)[C@]2([H])[C@]1([H])OC(=O)C1=CC=C(C=C1)N(=O)=O	C22H25NO8	InChI=1S/C22H25NO8/c1-21(11-24)8-3-9-22(2)14-10-30-20(27)15(14)16(25)17(18(21)22)31-19(26)12-4-6-13(7-5-12)23(28)29/h4-7,16-18,24-25H,3,8-11H2,1-2H3/t16-,17+,18-,21+,22+/m0/s1	UQNYLSVKARJQKB-PEVTXAFISA-N	431.1580168			MMDBc0011614
BASm0015637	Pichiacin A	Pichiacin A is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on Pichiacin A, indicating a need for further research to understand its properties and potential applications.		Expected Solid	OCCCCC(=O)OCCC1=CC=CC=C1	C13H18O3	InChI=1S/C13H18O3/c14-10-5-4-8-13(15)16-11-9-12-6-2-1-3-7-12/h1-3,6-7,14H,4-5,8-11H2	WUNCYYUGDLQEPH-UHFFFAOYSA-N	222.1255944			MMDBc0011622
BASm0015638	Hericenone B			Expected Solid	COC1=CC2=C(C(=O)N(CCC3=CC=CC=C3)C2)C(O)=C1CC=C(C)CC(=O)C=C(C)C	C27H31NO4	InChI=1S/C27H31NO4/c1-18(2)14-22(29)15-19(3)10-11-23-24(32-4)16-21-17-28(27(31)25(21)26(23)30)13-12-20-8-6-5-7-9-20/h5-10,14,16,30H,11-13,15,17H2,1-4H3	ZJTHOPGQZOXEJX-UHFFFAOYSA-N	433.2253085			MMDBc0011623
BASm0015639	Trisdechloronornidulin			Expected Solid	CC=C(C)C1=CC(O)=C(C)C2=C1OC1=CC(O)=CC(C)=C1C(=O)O2	C19H18O5	InChI=1S/C19H18O5/c1-5-9(2)13-8-14(21)11(4)17-18(13)23-15-7-12(20)6-10(3)16(15)19(22)24-17/h5-8,20-21H,1-4H3	ZPPIKBUIYSSQEH-UHFFFAOYSA-N	326.1154237			MMDBc0011625
BASm0015640	Xanthoquinodin B2			Expected Solid	[H][C@]1(O)CCC(=O)C2=C(O)C3=C(O[C@]12C(=O)OC)C=C1C[C@]24C=C[C@]([H])(C(=O)C2=C(O)C2=C(C=C(C)C=C2O)C4=O)C1=C3O	C31H24O11	InChI=1S/C31H24O11/c1-11-7-14-20(16(33)8-11)26(37)23-24(35)13-5-6-30(23,28(14)39)10-12-9-17-21(25(36)19(12)13)27(38)22-15(32)3-4-18(34)31(22,42-17)29(40)41-2/h5-9,13,18,33-34,36-38H,3-4,10H2,1-2H3/t13-,18-,30+,31+/m0/s1	XCWGCTNGDUDAMO-YNXNGXQESA-N	572.1318616			MMDBc0011643
BASm0015641	Erinapyrone C	Erinapyrone C is found in mushrooms. Erinapyrone C is produced by the fungus Hericium erinaceus (lions mane).		Solid		C8H10O5		ZXCJKDVKXCEBEI-UHFFFAOYNA-N	186.0528234			MMDBc0011644
BASm0015642	6,8a-Seco-6,8a-deoxy avermectin A1a aglycone	6,8a-Seco-6,8a-deoxy avermectin A1a aglycone is a member of the avermectin chemical class. There is limited literature available on this specific metabolite, indicating a gap in the current understanding of its properties and biological significance.		Expected Solid	[H]\C1=C(C)\C(O)C(C)\C([H])=C(\[H])/C(/[H])=C(C)\C2(O)CC(OC)C(C)=CC2C(=O)OC2CC(C1)OC1(C2)OC(C(C)CC)C(C)C=C1	C35H52O7	InChI=1S/C35H52O7/c1-9-21(2)32-24(5)15-16-34(42-32)19-28-18-27(41-34)14-13-23(4)31(36)22(3)11-10-12-26(7)35(38)20-30(39-8)25(6)17-29(35)33(37)40-28/h10-13,15-17,21-22,24,27-32,36,38H,9,14,18-20H2,1-8H3/b11-10-,23-13-,26-12-	FESJRKLWENAEBD-YKBBNOCWSA-N	584.371304			MMDBc0011648
BASm0015643	Tricycloalternarene B	Tricycloalternarene B is a tricyclic compound belonging to the class of metabolites known as alternarenes. This compound has garnered attention in the field of organic chemistry due to its unique structural features and potential biological activities. Recent studies have focused on the structural revisions of various compounds in this class, including tricycloalternarene B, highlighting its significance among related metabolites. The exploration of tricycloalternarene B and its analogs may provide insights into their biological roles and applications, particularly in the context of natural product chemistry and pharmacology. Such metabolites often exhibit diverse biological activities, which could be relevant for therapeutic development. The ongoing research into tricycloalternarene B and its derivatives underscores the importance of understanding the structural and functional relationships within this chemical class (PMID:35738433).		Expected Solid	[H]\C(CCC([H])(C)C1=CC[C@]2(C)OC3=C(C[C@]12[H])C(=O)[C@@]([H])(O)CC3)=C(\C)COC(C)=O	C23H32O5	InChI=1S/C23H32O5/c1-14(13-27-16(3)24)6-5-7-15(2)17-10-11-23(4)19(17)12-18-21(28-23)9-8-20(25)22(18)26/h6,10,15,19-20,25H,5,7-9,11-13H2,1-4H3/b14-6+/t15?,19-,20+,23+/m1/s1	VGHJOPSBAYWMSB-ZMLYTDBKSA-N	388.2249741			MMDBc0011650
BASm0015644	Bacillcoumacin A	Bacillcoumacin A is a lipopeptide antibiotic belonging to the class of cyclic lipopeptides. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@@](CC(C)C)(N=C(O)CO)[C@]1([H])CC2=C(C(O)=CC=C2)C(=O)O1	C16H21NO5	InChI=1S/C16H21NO5/c1-9(2)6-11(17-14(20)8-18)13-7-10-4-3-5-12(19)15(10)16(21)22-13/h3-5,9,11,13,18-19H,6-8H2,1-2H3,(H,17,20)/t11-,13-/m0/s1	LXFNXENYQUUHMT-AAEUAGOBSA-N	307.1419728			MMDBc0011657
BASm0015645	Epi-aculin A	Epi-aculin A is a secondary metabolite belonging to the class of aculins, derived from the biosynthetic pathway of 6-methylsalicylic acid (6-MSA) in fungi. This compound was identified in a study investigating a 6-MSA synthase gene cluster in Aspergillus aculeatus, which revealed the presence of 6-MSA-derived metabolites including aculinic acid, aculins A and B, and epi-aculin A (PMID:26374386). The research demonstrated that fully (13)C-labeled 6-MSA is incorporated into aculinic acid, which subsequently leads to the formation of these aculins, highlighting the intricate biochemical processes involved in fungal metabolism. Epi-aculin A, described for the first time in this study, contributes to the understanding of the biosynthetic pathways in fungi and their potential roles in ecological interactions and biotechnological applications. The characterization of such metabolites can provide insights into their biological activities and potential therapeutic uses, emphasizing the importance of secondary metabolites in the natural product chemistry of fungi.		Expected Solid	[H]C1(CCCN1C(=O)CC1([H])COC([H])(O)CC1=O)C(=O)O[C@@]1([H])CC(C)=CC=C2C(CC)=CC(=O)[C@@]12C	C26H33NO7	InChI=1S/C26H33NO7/c1-4-16-11-21(29)26(3)18(16)8-7-15(2)10-22(26)34-25(32)19-6-5-9-27(19)23(30)12-17-14-33-24(31)13-20(17)28/h7-8,11,17,19,22,24,31H,4-6,9-10,12-14H2,1-3H3/t17?,19?,22-,24?,26-/m0/s1	CFQDQANDWNCASC-XOGGWNPGSA-N	471.2257024			MMDBc0011670
BASm0015646	Novoamauromine			Expected Solid	[H][C@@]12C[C@@]3(C4=CC=CC=C4N[C@]3([H])N1C(=O)[C@]1([H])C[C@@]3(C4=CC=CC=C4N[C@]3([H])N1C2=O)C(C)(C)C=C)C(C)(C)C=C	C32H36N4O2	InChI=1S/C32H36N4O2/c1-7-29(3,4)31-17-23-25(37)36-24(26(38)35(23)27(31)33-21-15-11-9-13-19(21)31)18-32(30(5,6)8-2)20-14-10-12-16-22(20)34-28(32)36/h7-16,23-24,27-28,33-34H,1-2,17-18H2,3-6H3/t23-,24-,27+,28+,31-,32-/m0/s1	VKEAHNPKYMHYJJ-CUZDTQNASA-N	508.2838264			MMDBc0011671
BASm0015647	Bacillcoumacin D	Bacillcoumacin D is a lipopeptide antibiotic. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@](O)(C(O)=N[C@@]([H])(CC(C)C)[C@]1([H])CC2=C(C(O)=CC=C2)C(=O)O1)[C@]1([H])CCC(=O)O1	C20H25NO7	InChI=1S/C20H25NO7/c1-10(2)8-12(21-19(25)18(24)14-6-7-16(23)27-14)15-9-11-4-3-5-13(22)17(11)20(26)28-15/h3-5,10,12,14-15,18,22,24H,6-9H2,1-2H3,(H,21,25)/t12-,14-,15-,18-/m0/s1	FIQGZNLWJSKSJX-OWCBBSPXSA-N	391.1631021			MMDBc0011684
BASm0015648	6-Bromopenitrem E	6-Bromopenitrem E is a member of the alkaloid chemical class, specifically a type of penitrems, which are secondary metabolites produced by certain fungi. This compound has been identified in the context of fungal fermentation processes, where the addition of potassium bromide (KBr) to the fermentation broth of the growing fungus led to the production of both the novel 6-bromopenitrem B and the previously known 6-bromopenitrem E (PMID:24273638). The presence of bromine in its structure suggests potential biological activity, as halogenated compounds often exhibit unique pharmacological properties. While detailed biological functions of 6-bromopenitrem E remain to be fully elucidated, its classification within the broader category of penitrems indicates potential implications for its use in pharmacology and biochemistry, particularly in the study of fungal metabolites and their effects on biological systems. Further research may reveal insights into its mechanisms of action and applications in medicine or agriculture.		Expected Solid	[H][C@]12O[C@@]11[C@]([H])(CC[C@]3(C)[C@@]4(C)C5=C6C7=C(N5)C=C(Br)C5=C7[C@@]7(O)[C@]([H])(C[C@]7([H])C(C)(C)O[C@@]6([H])[C@]4([H])CC[C@@]13O)C(=C)C5)O[C@]([H])(C(C)=C)[C@]2([H])O	C37H44BrNO6	InChI=1S/C37H44BrNO6/c1-15(2)28-27(40)31-37(45-31)23(43-28)9-10-33(6)34(7)18(8-11-35(33,37)41)29-25-24-21(39-30(25)34)14-20(38)17-12-16(3)19-13-22(32(4,5)44-29)36(19,42)26(17)24/h14,18-19,22-23,27-29,31,39-42H,1,3,8-13H2,2,4-7H3/t18-,19+,22+,23-,27-,28+,29-,31+,33+,34+,35-,36+,37-/m0/s1	ZZWQUPXJSYFQBQ-JKPSMKLGSA-N	677.235201			MMDBc0011696
BASm0015649	Antillatoxin B			Expected Solid	[H]\C(\C(\C)=C(/[H])C(C)(C)C)=C(\C)[C@]1([H])OC(=O)CN=C(O)[C@]([H])(CCC2=CC=CC=C2)N(C)C(=O)[C@]([H])(C)N=C(O)CC(=C)[C@@]1([H])C	C33H47N3O5	InChI=1S/C33H47N3O5/c1-21(19-33(6,7)8)17-23(3)30-24(4)22(2)18-28(37)35-25(5)32(40)36(9)27(31(39)34-20-29(38)41-30)16-15-26-13-11-10-12-14-26/h10-14,17,19,24-25,27,30H,2,15-16,18,20H2,1,3-9H3,(H,34,39)(H,35,37)/b21-19+,23-17+/t24-,25+,27+,30+/m1/s1	WBQWYSKGOKXFTF-OHAAWPAWSA-N	565.3515716			MMDBc0011702
BASm0015650	7-deacetoxyyanuthone	7-deacetoxyyanuthone is a polyoxygenated farnesylcyclohexenone, a class of compounds known for their diverse biological activities and structural complexity. This metabolite has been identified in marine isolates of the genus Penicillium, where it was isolated alongside other farnesylquinones (PMID:14640527). The compound is notable for its potential biological significance, as it belongs to a group of meroterpenoids that exhibit various pharmacological properties. In a study focusing on the characterization of compounds, 7-deacetoxyyanuthone was reisolated and recognized as a stable tautomer of oxosorbicillinol (PMID:15974609). The structural features of 7-deacetoxyyanuthone contribute to its reactivity and interactions in biological systems, making it a subject of interest for further research into its potential applications in medicine and biochemistry.		Expected Solid	[H]\C(CC\C(C)=C(/[H])C[C@@]12O[C@]1([H])[C@]([H])(O)C(C)=CC2=O)=C(\C)CCC=C(C)C	C22H32O3	InChI=1S/C22H32O3/c1-15(2)8-6-9-16(3)10-7-11-17(4)12-13-22-19(23)14-18(5)20(24)21(22)25-22/h8,10,12,14,20-21,24H,6-7,9,11,13H2,1-5H3/b16-10+,17-12+/t20-,21-,22+/m1/s1	DKOXVDVXOYHFHV-ITGDQCKOSA-N	344.2351449			MMDBc0011704
BASm0015651	Ophiobola-1,7,18-triene	Ophiobola-1,7,18-triene is a triene compound belonging to the class of natural products known as terpenes. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@](C)(CCC=C(C)C)[C@@]1([H])CC[C@]2(C)C=C3[C@@]([H])(C)CC[C@]3([H])C(C)=CC[C@@]12[H]	C25H40	InChI=1S/C25H40/c1-17(2)8-7-9-18(3)22-14-15-25(6)16-23-20(5)10-12-21(23)19(4)11-13-24(22)25/h8,11,16,18,20-22,24H,7,9-10,12-15H2,1-6H3/t18-,20-,21+,22+,24-,25+/m0/s1	HVZVENPVUYEHDQ-LJUDRSLLSA-N	340.3130013			MMDBc0011712
BASm0015652	2beta-Methyldiploptene	2beta-Methyldiploptene is a triterpene, a chemical class characterized by its structure consisting of six isoprene units. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@]1(CC[C@@]2(C)[C@@]1([H])CC[C@]1(C)[C@]2([H])CC[C@]2([H])[C@@]3(C)C[C@]([H])(C)CC(C)(C)[C@]3([H])CC[C@@]12C)C(C)=C	C31H52	InChI=1S/C31H52/c1-20(2)22-12-15-28(6)23(22)13-16-30(8)25(28)10-11-26-29(7)19-21(3)18-27(4,5)24(29)14-17-31(26,30)9/h21-26H,1,10-19H2,2-9H3/t21-,22-,23+,24+,25-,26-,28+,29+,30-,31-/m1/s1	WRWGAVHZMRVAHC-CTUQLNGPSA-N	424.4069017			MMDBc0011714
BASm0015653	Sch 20562	Sch 20562 is a cyclic dehydropeptide lactone, a class of compounds known for their unique structural features and biological activity. This metabolite has garnered attention due to its potent antifungal properties, as evidenced by its role as a major component of the W-10 antifungal antibiotic complex. Sch 20562 is chemically linked to another cyclic dehydropeptide lactone, Sch 20561, through a transformation process involving the deglucosidation of Sch 20562 to yield Sch 20561. The structure of Sch 20562 has been elucidated through various chemical degradation studies, confirming its classification as a glucosidic cyclic dehydropeptide lactone. Both Sch 20562 and Sch 20561 are significant in the context of antifungal research, highlighting their potential therapeutic applications. The biological interest surrounding these compounds is underscored by their potent antifungal activity, making them valuable subjects for further investigation in both chemistry and biology (PMID:10395275, PMID:10395274).		Expected Solid	CCCCCCCCCCC[C@@H](O)CC(=O)N\C(=C\C)C(=O)N[C@H]1[C@@H](C)OC(=O)[C@H](CC2=CN=CN2)NC(=O)[C@H]([C@H](C)O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)N(C)C(=O)CNC(=O)[C@@H](CCC(N)=O)NC(=O)\C(NC(=O)[C@@H](CC2=CC=C(O)C=C2)NC(=O)[C@H](NC1=O)[C@@H](C)O)=C/C	C63H96N12O21	InChI=1S/C63H96N12O21/c1-8-11-12-13-14-15-16-17-18-19-39(79)28-47(81)68-40(9-2)57(88)74-50-34(5)94-62(93)44(27-37-29-65-32-67-37)72-61(92)51(35(6)95-63-54(85)53(84)52(83)45(31-76)96-63)75(7)48(82)30-66-55(86)42(24-25-46(64)80)70-56(87)41(10-3)69-58(89)43(26-36-20-22-38(78)23-21-36)71-59(90)49(33(4)77)73-60(50)91/h9-10,20-23,29,32-35,39,42-45,49-54,63,76-79,83-85H,8,11-19,24-28,30-31H2,1-7H3,(H2,64,80)(H,65,67)(H,66,86)(H,68,81)(H,69,89)(H,70,87)(H,71,90)(H,72,92)(H,73,91)(H,74,88)/b40-9+,41-10+/t33-,34-,35+,39-,42-,43-,44+,45-,49-,50+,51+,52-,53+,54-,63+/m1/s1	JZKVLKBVTSOCID-NJJAETPXSA-N	1356.681298			MMDBc0011729
BASm0015654	Pseudomonic acid C	Pseudomonic acid C is a polyketide compound. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(C[C@@]1([H])CO[C@@]([H])(C\C(C)=C(/[H])C(=O)OCCCCCCCCC(O)=O)[C@]([H])(O)[C@]1([H])O)=C(\[H])[C@@]([H])(C)[C@]([H])(C)O	C26H44O8	InChI=1S/C26H44O8/c1-18(16-24(30)33-14-9-7-5-4-6-8-13-23(28)29)15-22-26(32)25(31)21(17-34-22)12-10-11-19(2)20(3)27/h10-11,16,19-22,25-27,31-32H,4-9,12-15,17H2,1-3H3,(H,28,29)/b11-10+,18-16+/t19-,20+,21+,22+,25-,26+/m1/s1	KKMHFUKZHJOMJL-WZLBZGCNSA-N	484.3036184			MMDBc0011734
BASm0015655	3-(methylthio)phomamide	3-(methylthio)phomamide is a thioamide compound. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]1(CO)N=C(O)[C@@](CC2=CC=C(OCC=C(C)C)C=C2)(SC)N=C1O	C18H24N2O4S	InChI=1S/C18H24N2O4S/c1-12(2)8-9-24-14-6-4-13(5-7-14)10-18(25-3)17(23)19-15(11-21)16(22)20-18/h4-8,15,21H,9-11H2,1-3H3,(H,19,23)(H,20,22)/t15-,18+/m0/s1	QZBLEZWHCZPHCC-MAUKXSAKSA-N	364.1456784			MMDBc0011754
BASm0015656	Penihydrone	Penihydrone is a polyphenolic compound belonging to the class of flavonoids. There is little literature available on this metabolite, indicating a gap in research regarding its biological properties and potential applications.		Expected Solid	[H]\C(CCC)=C(\[H])/C(/[H])=C(\[H])[C@]1([H])C[C@@]([H])(O)CC(=O)[C@@]1([H])CO	C14H22O3	InChI=1S/C14H22O3/c1-2-3-4-5-6-7-11-8-12(16)9-14(17)13(11)10-15/h4-7,11-13,15-16H,2-3,8-10H2,1H3/b5-4+,7-6+/t11-,12-,13+/m1/s1	HBWFPUIBEDBVSO-FHMLZERMSA-N	238.1568946			MMDBc0011761
BASm0015657	Anthcolorin C	Anthcolorin C is a flavonoid, a class of compounds known for their antioxidant properties. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	[H][C@]1(C[C@]2([H])CC[C@]3([H])[C@](C)(CC[C@]4([H])O[C@]([H])(CC[C@@]34C)C(C)(C)O)C2=C)C(=O)N(C2=CC=CC=C12)C(C)(C)C=C	C33H47NO3	InChI=1S/C33H47NO3/c1-9-30(3,4)34-25-13-11-10-12-23(25)24(29(34)35)20-22-14-15-26-32(7,21(22)2)18-17-28-33(26,8)19-16-27(37-28)31(5,6)36/h9-13,22,24,26-28,36H,1-2,14-20H2,3-8H3/t22-,24+,26+,27+,28-,32+,33-/m0/s1	QWTTYYHQARGNPV-QOTDWUPPSA-N	505.3555944			MMDBc0011768
BASm0015658	Rhodobactin	Rhodobactin is a mixed ligand hexadentate siderophore belonging to the chemical class of siderophores. It is produced by the bacterium Rhodococcus rhodochrous strain OFS and plays a crucial role in iron acquisition under iron-deficient conditions. The purification and characterization of rhodobactin involved isolating it from cultures of the bacterium and employing techniques such as XAD-7 absorptive/partition resin column chromatography and semi-preparative high-performance liquid chromatography (HPLC) (PMID:17273817). Structural analysis has demonstrated that rhodobactin contains two catecholate and one hydroxamate moiety, which are essential for its iron chelation properties (PMID:17273817). This unique structure allows rhodobactin to effectively scavenge iron from the environment, which is vital for the growth and survival of the producing organism in nutrient-limited settings. The ability of rhodobactin to form stable complexes with iron highlights its significance in microbial iron metabolism and its potential applications in bioremediation and agriculture.		Expected Solid	ON1CCCC(N=C(O)C(CCCNC(O)=N)N=C(O)C(CCCNC(O)=N)N=C(O)C(CCCN=C(O)C2=C(O)C(O)=CC=C2)N=C(O)C2=C(O)C(O)=CC=C2)C1=O	C36H50N10O13	InChI=1S/C36H50N10O13/c37-35(57)40-16-4-10-22(32(54)44-23(11-5-17-41-36(38)58)33(55)45-24-12-6-18-46(59)34(24)56)43-31(53)21(42-30(52)20-8-2-14-26(48)28(20)50)9-3-15-39-29(51)19-7-1-13-25(47)27(19)49/h1-2,7-8,13-14,21-24,47-50,59H,3-6,9-12,15-18H2,(H,39,51)(H,42,52)(H,43,53)(H,44,54)(H,45,55)(H3,37,40,57)(H3,38,41,58)	QEKUWQJZGMGDSX-UHFFFAOYSA-N	830.3558817			MMDBc0011785
BASm0015659	5-hydroxymethylasterric acid	5-hydroxymethylasterric acid is a member of the class of organic compounds known as carboxylic acids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	COC(=O)C1=C(OC2=CC(CO)=CC(O)=C2C(O)=O)C(OC)=CC(O)=C1	C17H16O9	InChI=1S/C17H16O9/c1-24-13-6-9(19)5-10(17(23)25-2)15(13)26-12-4-8(7-18)3-11(20)14(12)16(21)22/h3-6,18-20H,7H2,1-2H3,(H,21,22)	LCKLPKVOZZBTLE-UHFFFAOYSA-N	364.0794321			MMDBc0011787
BASm0015660	12-(4-aminophenyl)-10-hydroxy-6-(1-hydroxyethyl)-7,9-dimethyl-12-oxo-dodeca-2,4-dienoic acid	12-(4-aminophenyl)-10-hydroxy-6-(1-hydroxyethyl)-7,9-dimethyl-12-oxo-dodeca-2,4-dienoic acid is a metabolite belonging to the class of organic compounds known as phenolic acids. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(C(C(C)O)C(C)CC(C)C(O)CC(=O)C1=CC=C(N)C=C1)=C(\[H])/C(/[H])=C(\[H])C(O)=O	C22H31NO5	InChI=1S/C22H31NO5/c1-14(19(16(3)24)6-4-5-7-22(27)28)12-15(2)20(25)13-21(26)17-8-10-18(23)11-9-17/h4-11,14-16,19-20,24-25H,12-13,23H2,1-3H3,(H,27,28)/b6-4+,7-5+	KCSUEQGOSJTUAZ-YDFGWWAZSA-N	389.2202231			MMDBc0011795
BASm0015661	Penicillenol B1	Penicillenol B1 is a penicillin derivative belonging to the class of beta-lactam antibiotics. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid		C16H25NO3		FRKQEEBAWRDYCO-SDQBBNPINA-N	279.1834437			MMDBc0011814
BASm0015662	2-(Z)-undec-4-enyl-4-hydroxyquinoline	2-(Z)-undec-4-enyl-4-hydroxyquinoline is a member of the quinoline chemical class. There is limited literature available on this metabolite, indicating a gap in the understanding of its biological significance and potential applications.		Expected Solid	[H]\C(CCCCCC)=C(/[H])CCCC1=CC(=O)C2=CC=CC=C2N1	C20H27NO	InChI=1S/C20H27NO/c1-2-3-4-5-6-7-8-9-10-13-17-16-20(22)18-14-11-12-15-19(18)21-17/h7-8,11-12,14-16H,2-6,9-10,13H2,1H3,(H,21,22)/b8-7-	SSQJIUWSCJLTTP-FPLPWBNLSA-N	297.2092645			MMDBc0011819
BASm0015663	2,4,6,8-Decatetraenedioic acid, mono[2-methoxy-4-methylene-3-[2-methyl-3-(3-methyl-2-butenyl)-2-oxiranyl]cyclohex-1-yl] ester [1R-[1β(2E,4E,6E,8E),2β,3α(2R∗,3R∗)]] (2)	2,4,6,8-Decatetraenedioic acid, mono[2-methoxy-4-methylene-3-[2-methyl-3-(3-methyl-2-butenyl)-2-oxiranyl]cyclohex-1-yl] ester [1R-[1β(2E,4E,6E,8E),2β,3α(2R∗,3R∗)]] (2) is a complex organic compound belonging to the class of esters. There is limited literature available on this metabolite, indicating a gap in the current understanding of its biological significance and potential applications.		Expected Solid	[H]\C(\C(\[H])=C(/[H])\C(\[H])=C(/[H])C(=O)O[C@]1([H])CCC(=C)[C@]([H])([C@]1([H])OC)C1(C)O[C@]1([H])CC=C(C)C)=C(\[H])/C(/[H])=C(\[H])C(O)=O	C26H34O6	InChI=1S/C26H34O6/c1-18(2)14-17-21-26(4,32-21)24-19(3)15-16-20(25(24)30-5)31-23(29)13-11-9-7-6-8-10-12-22(27)28/h6-14,20-21,24-25H,3,15-17H2,1-2,4-5H3,(H,27,28)/b8-6+,9-7+,12-10+,13-11+/t20-,21-,24-,25-,26?/m1/s1	OZEROECWNOAONO-KOHINBKPSA-N	442.2355388			MMDBc0011823
BASm0015664	Polanrazine C	Polanrazine C is a metabolite belonging to the class of phenothiazines. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	CS[C@]1(N=C(O)[C@](O)(CC2=CNC3=CC=CC=C23)N=C1O)C(C)C	C17H21N3O3S	InChI=1S/C17H21N3O3S/c1-10(2)17(24-3)15(22)19-16(23,14(21)20-17)8-11-9-18-13-7-5-4-6-12(11)13/h4-7,9-10,18,23H,8H2,1-3H3,(H,19,22)(H,20,21)/t16-,17-/m1/s1	FGODJNBVEIONFS-IAGOWNOFSA-N	347.1303627			MMDBc0011829
BASm0015665	(+)-(2S,3S,4aS)-altenuene-2-acetoxy ester	(+)-(2S,3S,4aS)-altenuene-2-acetoxy ester is a member of the class of organic compounds known as esters. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and biological significance.		Expected Solid	[H][C@]1(O)C[C@]2(C)OC(=O)C3=C(C=C(OC)C=C3O)C2=C[C@]1([H])OC(C)=O	C17H18O7	InChI=1S/C17H18O7/c1-8(18)23-14-6-11-10-4-9(22-3)5-12(19)15(10)16(21)24-17(11,2)7-13(14)20/h4-6,13-14,19-20H,7H2,1-3H3/t13-,14-,17-/m0/s1	KDFOBGDNUMYZQG-ZQIUZPCESA-N	334.1052529			MMDBc0011841
BASm0015666	Gassericin B3	Gassericin B3 is a member of the class of antimicrobial peptides known as bacteriocins, which are produced by various bacteria and exhibit inhibitory activity against closely related species. This peptide is characterized by its unique amino acid composition and molecular structure, which contribute to its biological activity. Based on amino acid sequencing and molecular mass analysis, it has been suggested that the peptides Gassericin B1 and B4 are derived from Gassericin B3, indicating a potential evolutionary relationship among these compounds (PMID:9066117). The presence of Gassericin B3 in microbial ecosystems highlights its role in interspecies competition and suggests a mechanism of defense against pathogens. Its study may provide insights into the development of novel antimicrobial agents, as well as a better understanding of the ecological dynamics within bacterial communities.		Expected Solid	CC(C)C(N=C(O)C(CCCCN)N=C(O)C1CCCN1C(=O)C(CC(O)=N)N=C(O)CN)C(O)=NC(C)C(O)=NC(CC1=CN=CN1)C(O)=NC(CS)C(O)=NC(C)C(O)=NC(CO)C(O)=N	C40H67N15O12S	InChI=1S/C40H67N15O12S/c1-19(2)31(54-35(62)23(8-5-6-10-41)50-38(65)28-9-7-11-55(28)40(67)25(13-29(43)57)49-30(58)14-42)39(66)48-21(4)33(60)51-24(12-22-15-45-18-46-22)36(63)53-27(17-68)37(64)47-20(3)34(61)52-26(16-56)32(44)59/h15,18-21,23-28,31,56,68H,5-14,16-17,41-42H2,1-4H3,(H2,43,57)(H2,44,59)(H,45,46)(H,47,64)(H,48,66)(H,49,58)(H,50,65)(H,51,60)(H,52,61)(H,53,63)(H,54,62)	XUDWNNLGKHGWCV-UHFFFAOYSA-N	981.4814338			MMDBc0011873
BASm0015667	PGL KII	PGL KII is a metabolite belonging to the class of phospholipids. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biochemical properties and potential biological implications.		Expected Solid	[H]C(CCCCC([H])(C)C([H])(CC)OC)(CC([H])(CC1=CC=C(O[C@@]2([H])OC([H])(C)[C@@]([H])(OC)C([H])(O[C@@]3([H])OC([H])(C)[C@@]([H])(O)C([H])(O[C@@]4([H])OC([H])(C)[C@]([H])(OC(C)=O)C([H])(O[C@]5([H])OC([H])(CO)[C@@]([H])(OC)C([H])(O)C5([H])OC)C4([H])OC)C3([H])OC)C2([H])OC)C=C1)OC(=O)C([H])(C)CCC)OC(=O)C([H])(C)CCC	C64H108O24	InChI=1S/C64H108O24/c1-18-23-35(5)59(69)82-43(26-22-21-25-34(4)45(20-3)71-11)32-44(83-60(70)36(6)24-19-2)31-41-27-29-42(30-28-41)84-62-57(76-16)54(49(72-12)38(8)79-62)87-63-56(75-15)52(47(67)37(7)78-63)86-64-58(77-17)55(50(39(9)80-64)81-40(10)66)88-61-53(74-14)48(68)51(73-13)46(33-65)85-61/h27-30,34-39,43-58,61-65,67-68H,18-26,31-33H2,1-17H3/t34?,35?,36?,37?,38?,39?,43?,44?,45?,46?,47-,48?,49-,50+,51-,52?,53?,54?,55?,56?,57?,58?,61+,62-,63-,64-/m1/s1	ZNJFGCMESWLNPI-DKFCJNHDSA-N	1260.723054			MMDBc0011874
BASm0015668	Sterhirsutin G	Sterhirsutin G is a flavonoid metabolite. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential biological activities.		Expected Solid	COCC1=C(O)C(=O)C2CC3CC(C)(CC3C12C)C(=O)OC1=C2CC3CC(C)(CC3C2(C)C(=C)C1=O)C(O)=O	C31H38O8	InChI=1S/C31H38O8/c1-14-22(32)25(18-8-16-9-28(2,26(35)36)11-19(16)30(14,18)4)39-27(37)29(3)10-15-7-17-23(33)24(34)21(13-38-6)31(17,5)20(15)12-29/h15-17,19-20,34H,1,7-13H2,2-6H3,(H,35,36)	STIOSXDIQODUAH-UHFFFAOYSA-N	538.2566682			MMDBc0011876
BASm0015669	Cholesteryl-6-O-phosphatidyl-a-D-glucopyranoside	Cholesteryl-6-O-phosphatidyl-a-D-glucopyranoside is a phospholipid derivative belonging to the class of glycosphingolipids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H]C(COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCC1([H])OC([H])(O[C@@]2([H])CC[C@@]3(C)C(C2)=CC[C@@]2([H])[C@]4([H])CC[C@]([H])([C@]([H])(C)CCCC(C)C)[C@@]4(C)CC[C@]32[H])C([H])(O)C([H])(O)C1([H])O)OC(=O)CCCCCCCCCCCCCCC	C68H123O13P	InChI=1S/C68H123O13P/c1-8-10-12-14-16-18-20-22-24-26-28-30-32-37-61(69)76-48-55(79-62(70)38-33-31-29-27-25-23-21-19-17-15-13-11-9-2)49-77-82(74,75)78-50-60-63(71)64(72)65(73)66(81-60)80-54-43-45-67(6)53(47-54)39-40-56-58-42-41-57(52(5)36-34-35-51(3)4)68(58,7)46-44-59(56)67/h39,51-52,54-60,63-66,71-73H,8-38,40-50H2,1-7H3,(H,74,75)/t52-,54+,55?,56+,57-,58+,59+,60?,63?,64?,65?,66?,67+,68-/m1/s1	NXMCVIAGVDODGT-FSPOPZPRSA-N	1178.870131			MMDBc0011877
BASm0015670	Hirsutenol A	Hirsutenol A is a sesquiterpene lactone, a class of compounds known for their diverse biological activities. There is limited literature available on Hirsutenol A, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(C)C(=O)C[C@]2([H])CC3=C([C@@]([H])(O)C(C)(C)C3=O)[C@]12C	C15H20O3	InChI=1S/C15H20O3/c1-7-10(16)6-8-5-9-11(15(7,8)4)13(18)14(2,3)12(9)17/h7-8,13,18H,5-6H2,1-4H3/t7-,8-,13+,15+/m0/s1	JDNHHSVZZOCUOM-WCBQKTFOSA-N	248.1412445			MMDBc0011886
BASm0015671	Tricycloalternarene 10b	Tricycloalternarene 10b is a tricyclic compound belonging to the class of polycyclic aromatic hydrocarbons. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential biological significance.		Expected Solid	[H]\C(CCC(C)C1=CCC2(C)OC3=C(CC12)C(=O)C(CC3)OC)=C(\C)CO	C22H32O4	InChI=1S/C22H32O4/c1-14(13-23)6-5-7-15(2)16-10-11-22(3)18(16)12-17-19(26-22)8-9-20(25-4)21(17)24/h6,10,15,18,20,23H,5,7-9,11-13H2,1-4H3/b14-6+	RETJUHNLXFFREX-MKMNVTDBSA-N	360.2300595			MMDBc0011903
BASm0015672	2β,20α-dimethyltetrahymanol	2β,20α-dimethyltetrahymanol is a triterpenoid compound. There is little literature available on this metabolite, indicating that further research is needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@]1(C)CC(C)(C)[C@]2([H])CC[C@]3(C)[C@]([H])(CC[C@]4([H])[C@@]5(C)C[C@]([H])(C)[C@]([H])(O)C(C)(C)[C@]5([H])CC[C@@]34C)[C@@]2(C)C1	C32H56O	InChI=1S/C32H56O/c1-20-17-27(3,4)22-13-15-31(9)24(29(22,7)18-20)11-12-25-30(8)19-21(2)26(33)28(5,6)23(30)14-16-32(25,31)10/h20-26,33H,11-19H2,1-10H3/t20-,21+,22+,23+,24-,25-,26+,29+,30+,31-,32-/m1/s1	IRRPBKNYCQPNRU-SDPCAQMASA-N	456.4331164			MMDBc0011904
BASm0015673	Homocereulide	Homocereulide is a cyclic dodecadepsipeptide belonging to the class of microbial metabolites. Isolated from the marine bacterium Bacillus cereus, it is an analog of the emetic toxin cereulide and exhibits notable biological activity. The chemical structure of homocereulide comprises l-O-Val-l-Val-d-O-Leu-d-Ala and l-O-allo-Ile-d-Val-d-O-Leu-d-Ala units, as confirmed by NMR spectroscopy and LC-MS analysis, which demonstrated consistency with natural products (PMID:30665680). The synthesis of homocereulide was achieved through liquid phase fragment condensation, allowing for a detailed examination of its properties (PMID:30665680). In functional assays, homocereulide displayed higher toxicity in HEp-2 cells at a concentration of 1.39 nM compared to cereulide, which exhibited toxicity at 3.95 nM (PMID:30665680). This suggests that while cereulide is the predominant component in broth cultures, homocereulide may also play a significant role in the biological effects associated with B. cereus (PMID:30665680). The exploration of homocereulide's structure and effects contributes to our understanding of the toxicological profiles of bacterial metabolites.		Expected Solid	[H][C@](C)(CC)C1([H])OC(=O)C([H])(C)N=C(O)C([H])(CC(C)C)OC(=O)C([H])(N=C(O)C([H])(OC(=O)C([H])(C)N=C(O)C([H])(CC(C)C)OC(=O)C([H])(N=C(O)C([H])(OC(=O)C([H])(C)N=C(O)C([H])(CC(C)C)OC(=O)C([H])(N=C1O)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C	C58H98N6O18	InChI=1S/C58H98N6O18/c1-22-34(18)46-52(70)64-43(31(12)13)58(76)79-39(24-27(4)5)48(66)60-36(20)54(72)81-44(32(14)15)50(68)62-41(29(8)9)56(74)77-38(23-26(2)3)47(65)59-35(19)53(71)80-45(33(16)17)51(69)63-42(30(10)11)57(75)78-40(25-28(6)7)49(67)61-37(21)55(73)82-46/h26-46H,22-25H2,1-21H3,(H,59,65)(H,60,66)(H,61,67)(H,62,68)(H,63,69)(H,64,70)/t34-,35?,36?,37?,38?,39?,40?,41?,42?,43?,44?,45?,46?/m0/s1	CFCIXEUIPLBOOH-SORGKVSXSA-N	1166.69376			MMDBc0011907
BASm0015674	Ustusolate E			Expected Solid	[H]\C(C=O)=C(\[H])/C(/[H])=C(\[H])C(=O)O[C@]1([H])C=C2COC(=O)[C@]2(O)[C@@]2(C)CCCC(C)(C)[C@]12[H]	C21H26O6	InChI=1S/C21H26O6/c1-19(2)9-7-10-20(3)17(19)15(27-16(23)8-5-4-6-11-22)12-14-13-26-18(24)21(14,20)25/h4-6,8,11-12,15,17,25H,7,9-10,13H2,1-3H3/b6-4+,8-5+/t15-,17+,20+,21+/m1/s1	NTEIYTQTTHYBTI-BEFOBABASA-N	374.1729386			MMDBc0011909
BASm0015675	5-hydroxy-4-methoxy-5,6-dihydro-2H-pyran-2-one			Expected Solid	COC1=CC(=O)OCC1O	C6H8O4	InChI=1S/C6H8O4/c1-9-5-2-6(8)10-3-4(5)7/h2,4,7H,3H2,1H3	PBEXSRJMCVDBFK-UHFFFAOYSA-N	144.0422587			MMDBc0011924
BASm0015676	Yanuthone X2	Yanuthone X2 is a bioactive compound belonging to the class of class II yanuthones, which are characterized by their unique chemical structure and potential therapeutic applications. This metabolite has garnered attention in biomedical research due to its demonstrated pharmaceutical potential, marking it as the first example of its kind within this chemical class (PMID:25293978). The structural features of Yanuthone X2 suggest possible interactions with biological systems, which may lead to various pharmacological effects. Ongoing studies are likely to explore its mechanisms of action, potential benefits in disease treatment, and overall impact on human health. The identification and characterization of Yanuthone X2 not only enhance our understanding of yanuthones but also open avenues for the development of novel therapeutic agents derived from this class of compounds. As research progresses, the implications of Yanuthone X2 in drug discovery and its role in biological pathways will be pivotal in evaluating its utility in clinical settings.		Expected Solid	[H][C@]12O[C@@]1(CC=C(C)CCC=C(C)CCC=C(C)C)C(=O)C=C(OC)[C@@]2([H])O	C22H32O4	InChI=1S/C22H32O4/c1-15(2)8-6-9-16(3)10-7-11-17(4)12-13-22-19(23)14-18(25-5)20(24)21(22)26-22/h8,10,12,14,20-21,24H,6-7,9,11,13H2,1-5H3/t20-,21-,22+/m1/s1	URXBIEAAUGXNIJ-VSKRKVRLSA-N	360.2300595			MMDBc0011927
BASm0015677	C1-13 thermocryptoxanthin-13	C1-13 thermocryptoxanthin-13 is a carotenoid, a class of pigments found in plants and some microorganisms. There is limited literature available on this specific metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H]/C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])C1=C(C)C[C@]([H])(CC1(C)C)OC1([H])OC([H])(COC(=O)CCCCCCCCCC(C)C)C([H])(O)C([H])(O)C1([H])O)/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])C1=C(C)CCCC1(C)C	C59H90O7	InChI=1S/C59H90O7/c1-42(2)25-18-16-14-13-15-17-19-33-53(60)64-41-52-54(61)55(62)56(63)57(66-52)65-49-39-48(8)51(59(11,12)40-49)37-35-46(6)31-23-29-44(4)27-21-20-26-43(3)28-22-30-45(5)34-36-50-47(7)32-24-38-58(50,9)10/h20-23,26-31,34-37,42,49,52,54-57,61-63H,13-19,24-25,32-33,38-41H2,1-12H3/b21-20+,28-22+,29-23+,36-34+,37-35+,43-26+,44-27+,45-30+,46-31+/t49-,52?,54?,55?,56?,57?/m1/s1	JEEGARLDXJKPPW-FQWACESYSA-N	910.6686552			MMDBc0011930
BASm0015678	3-hydroxy-2-(hydroxymethyl)-4-(14-methylhexadecanoyl)-2H-furan-5-one	3-hydroxy-2-(hydroxymethyl)-4-(14-methylhexadecanoyl)-2H-furan-5-one is a furan derivative. There is limited literature available on this metabolite, indicating that it may not be extensively studied or characterized in biomedical research.		Expected Solid	CCC(C)CCCCCCCCCCCCC(=O)C1=C(O)C(CO)OC1=O	C22H38O5	InChI=1S/C22H38O5/c1-3-17(2)14-12-10-8-6-4-5-7-9-11-13-15-18(24)20-21(25)19(16-23)27-22(20)26/h17,19,23,25H,3-16H2,1-2H3	JMYQJDUUCSPPND-UHFFFAOYSA-N	382.2719243			MMDBc0011945
BASm0015679	Erinacine G			Expected Solid	[H]C12O[C@@]3([H])[C@@]4([H])C(=CC[C@]5([H])C(=O)[C@](C)(CCC(=O)C(C)C)CC[C@@]35C)C([H])(O)C(O)(CO1)C([H])(O)C24O	C25H36O8	InChI=1S/C25H36O8/c1-12(2)15(26)7-8-22(3)9-10-23(4)14(18(22)28)6-5-13-16-19(23)33-21-25(16,31)20(29)24(30,11-32-21)17(13)27/h5,12,14,16-17,19-21,27,29-31H,6-11H2,1-4H3/t14-,16-,17?,19+,20?,21?,22-,23-,24?,25?/m1/s1	HVLLJUVTXKLMKW-PWEREOCZSA-N	464.2410181			MMDBc0011947
BASm0015680	Sterebin R	Sterebin R is a flavonoid glycoside. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential biological activities.		Expected Solid	[H]\C(C[C@@]1([H])[C@](C)(O)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])C(C)(C)CCC[C@]12C)=C(/C)[C@]([H])(O)CO	C20H36O5	InChI=1S/C20H36O5/c1-12(13(22)11-21)7-8-14-19(4)10-6-9-18(2,3)16(19)15(23)17(24)20(14,5)25/h7,13-17,21-25H,6,8-11H2,1-5H3/b12-7-/t13-,14-,15-,16+,17+,19-,20+/m1/s1	QGGRAHWRHLUOQO-YVMARZELSA-N	356.2562743			MMDBc0011951
BASm0015681	Cyclo-Tryprostatin B	Cyclo-Tryprostatin B is a cyclic peptide. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@]1(O)N(C2=O)[C@@]([H])(C=C(C)C)C2=C(C3=C(N2)C=C(OC)C=C3)[C@]1([H])OC	C23H27N3O5	InChI=1S/C23H27N3O5/c1-12(2)10-17-19-18(14-8-7-13(30-3)11-15(14)24-19)20(31-4)23(29)22(28)25-9-5-6-16(25)21(27)26(17)23/h7-8,10-11,16-17,20,24,29H,5-6,9H2,1-4H3/t16-,17-,20-,23-/m0/s1	DARSEBUZHJPBHI-OSAZLGQLSA-N	425.195071			MMDBc0011991
BASm0015682	Malassezindole B	Malassezindole B is a secondary metabolite belonging to the class of indole derivatives. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(CC2=C(NC3=CC=CC=C23)[C@@](O)(C2=CNC3=CC=CC=C23)C(O)=N1)C(O)=O	C21H17N3O4	InChI=1S/C21H17N3O4/c25-19(26)17-9-13-11-5-1-4-8-16(11)23-18(13)21(28,20(27)24-17)14-10-22-15-7-3-2-6-12(14)15/h1-8,10,17,22-23,28H,9H2,(H,24,27)(H,25,26)/t17-,21-/m0/s1	GRSYCGMRONDEOH-UWJYYQICSA-N	375.121906			MMDBc0011993
BASm0015683	Beta-Phenylethyl n-capronamide			Expected Solid	CCCCCC(=O)NCCC1=CC=CC=C1	C14H21NO	InChI=1S/C14H21NO/c1-2-3-5-10-14(16)15-12-11-13-8-6-4-7-9-13/h4,6-9H,2-3,5,10-12H2,1H3,(H,15,16)	LNMZIFQVUGGAAS-UHFFFAOYSA-N	219.1623143			MMDBc0011997
BASm0015684	Methyleutypine	Methyleutypine is a metabolite belonging to the class of alkaloids. There is limited literature available on this compound, and further research is needed to fully understand its properties and potential biological significance.		Expected Solid	COC1=CC=C(C=O)C=C1C#CC(C)=C	C13H12O2	InChI=1S/C13H12O2/c1-10(2)4-6-12-8-11(9-14)5-7-13(12)15-3/h5,7-9H,1H2,2-3H3	SXRUMPFFTDBUEF-UHFFFAOYSA-N	200.0837296			MMDBc0012000
BASm0015685	Eremofortin A	Eremofortin A is a polyketide metabolite characterized by its role in the biosynthesis of secondary metabolites in fungi. This compound, produced by various fungal species, is implicated as a biosynthetic intermediate, particularly in the context of gene silencing studies that suggest its involvement alongside other related compounds (PMID:27921136). Eremofortin A exhibits significant biological activity, as evidenced by its capacity to inhibit the binding of 3H-tetrahydro-PR toxin to its antibody, with a concentration causing 50% inhibition noted at 800 ng/assay (PMID:30978841). Additionally, research into the in vitro metabolism of eremofortin A, particularly in relation to the Penicillium roqueforti toxin, highlights its potential relevance in toxicological studies and metabolic pathways (PMID:22144). Overall, eremofortin A represents an intriguing subject of study within the field of mycology and natural product chemistry, offering insights into both its chemical properties and biological implications.		Expected Solid	[H][C@@]12O[C@]1([H])[C@]([H])(OC(C)=O)[C@]([H])(C)[C@@]1(C)C[C@]3(OC3(C)C)C(=O)C=C21	C17H22O5	InChI=1S/C17H22O5/c1-8-12(20-9(2)18)14-13(21-14)10-6-11(19)17(7-16(8,10)5)15(3,4)22-17/h6,8,12-14H,7H2,1-5H3/t8-,12+,13-,14+,16+,17-/m0/s1	NQRGNSMJSDQOED-FQAGGABLSA-N	306.1467238			MMDBc0012010
BASm0015686	(+)-trametenolic acid B	Trametenolic acid B is found in mushrooms. Trametenolic acid B is a metabolite of Ganoderma tsugae (red reishi		Expected Solid	[H][C@@]1(CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@]1([H])CC3)[C@@H](CCC=C(C)C)C(O)=O	C30H48O3	InChI=1S/C30H48O3/c1-19(2)9-8-10-20(26(32)33)21-13-17-30(7)23-11-12-24-27(3,4)25(31)15-16-28(24,5)22(23)14-18-29(21,30)6/h9,20-21,24-25,31H,8,10-18H2,1-7H3,(H,32,33)/t20-,21-,24+,25+,28-,29-,30+/m1/s1	NBSBUIQBEPROBM-GIICLEHTSA-N	456.3603454			MMDBc0012015
BASm0015687	Gassericin B1	Gassericin B1 is a cyclic peptide belonging to the class of antibiotics. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid		C43H72N16O13S		BXZZTTGMPGJQQI-UHFFFAOYNA-N	1052.518548			MMDBc0012016
BASm0015688	Fumiformamide	Fumiformamide is a metabolite classified within the chemical class of amides. It has been identified through mixed fermentation processes, where it was produced alongside other metabolites, including N,N'-((1Z,3Z)-1,4-bis(4-methoxyphenyl)buta-1,3-diene-2,3-diyl)diformamide and known N-formyl derivatives, as well as the xanthocillin analogue BU-4704 (PMID:21667925). The structural characteristics of fumiformamide suggest potential biological activities, although its specific biological roles and mechanisms of action remain to be fully elucidated. As a metabolite, it may play a part in the metabolic pathways of the organisms producing it, potentially influencing various biochemical processes. Further research is necessary to explore its pharmacological properties and any therapeutic implications it may hold, particularly in the context of its biosynthetic origins and interactions within biological systems.		Expected Solid	COC1=CC=C(C=C(N=CO)C(=CC2=CC=C(OS(O)(=O)=O)C=C2)N=CO)C=C1	C19H18N2O7S	InChI=1S/C19H18N2O7S/c1-27-16-6-2-14(3-7-16)10-18(20-12-22)19(21-13-23)11-15-4-8-17(9-5-15)28-29(24,25)26/h2-13H,1H3,(H,20,22)(H,21,23)(H,24,25,26)	RENNWVCPMZUVQU-UHFFFAOYSA-N	418.0834721			MMDBc0012026
BASm0015689	Amychelin			Expected Solid	[H][C@](CO)(N=C(O)[C@]([H])(CO)N=C(O)[C@@]1([H])COC(=N1)C1=CC=CC=C1O)C(O)=N[C@@]([H])(CO)C(O)=N[C@]([H])(CCCN(O)C=O)C(O)=N[C@]1([H])CCCN(O)C1=O	C30H42N8O14	InChI=1S/C30H42N8O14/c39-11-19(25(45)31-17(6-3-9-37(50)15-42)24(44)32-18-7-4-10-38(51)30(18)49)33-26(46)20(12-40)34-27(47)21(13-41)35-28(48)22-14-52-29(36-22)16-5-1-2-8-23(16)43/h1-2,5,8,15,17-22,39-41,43,50-51H,3-4,6-7,9-14H2,(H,31,45)(H,32,44)(H,33,46)(H,34,47)(H,35,48)/t17-,18-,19+,20-,21+,22-/m1/s1	YMYRNIMWOZETPY-OVQJPPBNSA-N	738.2820481			MMDBc0012040
BASm0015690	Ericamycin	Ericamycin is a member of the anthraquinone chemical class, characterized by its unique 2-azahexaphene ring system (PMID:9544947). It is a metabolite that has garnered attention for its potent antimicrobial activity, as evidenced by the discovery of 5-hydroxy ericamycin, a derivative with significant efficacy against various microbial strains (PMID:23010899). The isolation and characterization of ericamycin as a novel antibiotic highlight its potential therapeutic applications in combating bacterial infections (PMID:5952891). The structural features of ericamycin contribute to its biological activity, making it a compound of interest in the field of medicinal chemistry and microbiology.		Expected Solid	[H][C@]1(O)C2=C(C(O)=C3C(O)=NC(C)=CC3=C2)C2=C(C=C3C(=O)C4=C(C=CC(C)=C4O)C(=O)C3=C2O)[C@]1([H])OC	C28H21NO8	InChI=1S/C28H21NO8/c1-9-4-5-12-19(21(9)30)23(32)14-8-15-18(26(35)20(14)22(12)31)17-13(24(33)27(15)37-3)7-11-6-10(2)29-28(36)16(11)25(17)34/h4-8,24,27,30,33-35H,1-3H3,(H,29,36)/t24-,27-/m0/s1	AYAYSZMHAWZBCX-IGKIAQTJSA-N	499.1267166			MMDBc0012047
BASm0015691	Fimsbactin F	Fimsbactin F is a siderophore, a chemical class of molecules that chelate iron and are produced by various microorganisms to facilitate iron acquisition in iron-limited environments. This metabolite, derived from Acinetobacter, plays a significant role in microbial interactions and plant immunity. Research has shown that Fimsbactin F acts as a potent inhibitor of the growth of the phytopathogen Pseudomonas syringae, suggesting its potential utility in agricultural applications to enhance plant health by suppressing pathogenic bacteria (PMID:33007866). Additionally, Fimsbactin F has been observed to induce systemic priming of immunity in the model plant Arabidopsis thaliana, indicating that this siderophore not only aids in iron uptake but also enhances the plant's defense mechanisms against subsequent pathogen attacks. This dual functionality highlights the importance of Fimsbactin F in both microbial ecology and plant biology, making it a compound of interest for further studies aimed at understanding its mechanisms of action and potential applications in crop protection strategies.		Expected Solid	[H][C@@](CO)(N=C(O)[C@]1([H])COC(=N1)C1=C(O)C(O)=CC=C1)C(O)=NCCCCN(O)C(C)=O	C19H26N4O8	InChI=1S/C19H26N4O8/c1-11(25)23(30)8-3-2-7-20-17(28)13(9-24)21-18(29)14-10-31-19(22-14)12-5-4-6-15(26)16(12)27/h4-6,13-14,24,26-27,30H,2-3,7-10H2,1H3,(H,20,28)(H,21,29)/t13-,14-/m0/s1	WWDGEKDKGZGKAG-KBPBESRZSA-N	438.1750638			MMDBc0012057
BASm0015692	Oxamicetin			Expected Solid		C29H42N6O10		UWVPICJGEAEOKF-UHFFFAOYNA-N	634.2962416			MMDBc0012058
BASm0015693	Versicoloritide C	Versicoloritide C is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, and its biological activities and potential applications remain largely unexplored.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(CC1=CC=CC=C1)N=C(O)[C@]1([H])CCCN1C(=O)[C@]([H])(CC1=CC=CC=C1)N=C(O)[C@]([H])(CO)N=C2O	C31H37N5O6	InChI=1S/C31H37N5O6/c37-19-24-27(38)32-22(17-20-9-3-1-4-10-20)30(41)35-15-7-13-25(35)28(39)33-23(18-21-11-5-2-6-12-21)31(42)36-16-8-14-26(36)29(40)34-24/h1-6,9-12,22-26,37H,7-8,13-19H2,(H,32,38)(H,33,39)(H,34,40)/t22-,23-,24-,25-,26-/m0/s1	DNTOQRXOEOKTNW-LROMGURASA-N	575.2743839			MMDBc0012060
BASm0015694	Brevicompanine D	Brevicompanine D is a alkaloid compound. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential applications.		Expected Solid	[H][C@@]12C[C@]3(C4=CC=CC=C4N(COC)[C@@]3([H])N1C(=O)[C@]([H])(CC(C)C)N=C2O)C(C)(C)C=C	C24H33N3O3	InChI=1S/C24H33N3O3/c1-7-23(4,5)24-13-19-20(28)25-17(12-15(2)3)21(29)27(19)22(24)26(14-30-6)18-11-9-8-10-16(18)24/h7-11,15,17,19,22H,1,12-14H2,2-6H3,(H,25,28)/t17-,19-,22-,24+/m0/s1	XKVYLKJFRXEXTN-UNBWHIKDSA-N	411.2521919			MMDBc0012077
BASm0015695	2-hydroxydihydronigerone	2-hydroxydihydronigerone is a flavonoid compound belonging to the class of polyphenols. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological activities.		Expected Solid	COC1=CC2=C(C(O)=C3C(=O)C=C(C)OC3=C2C2=C3O[C@](C)(O)CC(=O)C3=C(O)C3=C2C=C(OC)C=C3OC)C(OC)=C1	C32H28O11	InChI=1S/C32H28O11/c1-13-7-18(33)26-28(35)22-16(8-14(38-3)10-20(22)40-5)24(30(26)42-13)25-17-9-15(39-4)11-21(41-6)23(17)29(36)27-19(34)12-32(2,37)43-31(25)27/h7-11,35-37H,12H2,1-6H3/t32-/m0/s1	ZZQHIJBWKLPGSP-YTTGMZPUSA-N	588.1631617			MMDBc0012078
BASm0015696	Fredericamycin C	Fredericamycin C is a member of the chemical class of natural products known as anthracyclines. This metabolite has garnered attention due to its structural relationship with the potent antitumor drug lead fredericamycin A, suggesting potential therapeutic applications in oncology (PMID:32481766). The compound was identified through the selection of streptomycin-resistant mutants, leading to the overproduction of fredericamycin C2, which is a closely related variant (PMID:32481766). Additionally, the isolation and characterization of fredericamycin C, along with its minor components, have been documented, including their ultraviolet-visible spectrum and some biological properties (PMID:6798004). The exploration of fredericamycin C and its derivatives may provide insights into their mechanisms of action and efficacy as antitumor agents, highlighting the importance of natural metabolites in drug discovery and development.		Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])C(=O)CC1=C(C(O)=O)C(O)=C2C(CCC3=C(O)C4=C(C(O)=C23)C(=O)C2=C(C(O)=C(OC)C=C2O)C4=O)=C1	C31H24O11	InChI=1S/C31H24O11/c1-3-4-5-6-14(32)10-13-9-12-7-8-15-20(18(12)27(36)19(13)31(40)41)28(37)24-23(25(15)34)30(39)22-21(29(24)38)16(33)11-17(42-2)26(22)35/h3-6,9,11,33-37H,7-8,10H2,1-2H3,(H,40,41)/b4-3+,6-5+	LKUAAWSFMBXAPQ-VNKDHWASSA-N	572.1318616			MMDBc0012092
BASm0015697	Viscosinamide A	Viscosinamide A is a cyclic lipopeptide belonging to the class of metabolites known for their antimicrobial properties. This compound has been studied for its interactions with lipase from Candida rugosa, revealing its influence on lipase activity and structural characteristics through circular dichroism analysis (PMID:38233450). The conformational dynamics of viscosinamide A at the water-lipid interface have also been explored, highlighting its behavior in biological membranes (PMID:31213011). Advanced techniques such as NMR with uniform, isotope-enriched viscosinamide have demonstrated significant insights into its structural properties (PMID:31213011). Furthermore, viscosinamide A exhibits antimicrobial activity against a range of Gram-positive bacteria, positioning it as a potential candidate for therapeutic applications (PMID:28007479). Studies have also focused on the effects of stereocenter inversion in cyclic lipodepsipeptides, comparing the conformations and self-assembly of viscosinamide A with its epimer, pseudodesmin A (PMID:25382202). NMR-restrained molecular modeling has been employed to investigate the impact of this stereochemical switch on solution conformation (PMID:25382202), and new variants of viscosinamide A have been identified in Pseudomonas fluorescens DR54, suggesting a diverse biosynthetic potential (PMID:25382202).		Expected Solid	[H][C@@](O)(CCCCCCC)CC(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CCC(O)=N)C(O)=N[C@@]1([H])C(O)=N[C@]([H])(C(C)C)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=N[C@]([H])(C(=O)O[C@]1([H])C)[C@@]([H])(C)CC	C54H96N10O15	InChI=1S/C54H96N10O15/c1-13-15-16-17-18-19-34(67)25-42(69)56-36(22-28(3)4)47(71)57-35(20-21-41(55)68)46(70)64-45-33(12)79-54(78)44(32(11)14-2)63-51(75)40(27-66)61-48(72)37(23-29(5)6)58-50(74)39(26-65)60-49(73)38(24-30(7)8)59-52(76)43(31(9)10)62-53(45)77/h28-40,43-45,65-67H,13-27H2,1-12H3,(H2,55,68)(H,56,69)(H,57,71)(H,58,74)(H,59,76)(H,60,73)(H,61,72)(H,62,77)(H,63,75)(H,64,70)/t32-,33+,34+,35+,36-,37-,38-,39+,40+,43+,44-,45+/m0/s1	SBKWAHPUHRUGMG-YFTUCIGFSA-N	1124.705662			MMDBc0012097
BASm0015698	Desacetyl-octanoylacetomycin	Desacetyl-octanoylacetomycin is a member of the class of polyketides. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid		C16H26O5		LPPWTWIKBPHEIR-UHFFFAOYNA-N	298.1780239			MMDBc0012120
BASm0015699	Enterocin CRL 35	Enterocin CRL 35 is a bacteriocin belonging to the class of peptides known as pediocins, produced by Enterococcus faecium CRL 35. This antimicrobial compound demonstrates significant potential in food preservation due to its ability to inhibit food-borne pathogens. The purification process of Enterocin CRL 35 involved several chromatography techniques, including precipitation with ammonium sulfate, gel filtration, ion exchange, and reverse phase chromatography, which effectively isolated the active peptide from the producing strain (PMID:8695065). The N-terminal amino acid sequence of Enterocin CRL 35 has been characterized, providing insights into its structural properties and potential mechanisms of action against target microorganisms (PMID:8695065). This bacteriocin's efficacy and stability make it a candidate for further research and application in food safety and preservation strategies, highlighting its importance in the field of food microbiology and biochemistry.		Expected Solid	[H][C@](C)(O)C([H])(N=C(O)C([H])(N=C(O)CN=C(O)C([H])(CC(O)=N)N=C(O)CN=C(O)C([H])(CC1=CC=C(O)C=C1)N=C(O)C([H])(CC1=CC=C(O)C=C1)N=C(O)C([H])(N)CCCCN)C(C)C)C(O)=NC([H])(CC(C)C)C(O)=NC([H])(CC(O)=N)C(O)=N	C51H78N14O15	InChI=1S/C51H78N14O15/c1-25(2)18-34(48(77)60-33(44(56)73)21-38(54)69)63-51(80)43(27(5)66)65-50(79)42(26(3)4)64-41(72)24-58-47(76)37(22-39(55)70)59-40(71)23-57-46(75)35(19-28-9-13-30(67)14-10-28)62-49(78)36(20-29-11-15-31(68)16-12-29)61-45(74)32(53)8-6-7-17-52/h9-16,25-27,32-37,42-43,66-68H,6-8,17-24,52-53H2,1-5H3,(H2,54,69)(H2,55,70)(H2,56,73)(H,57,75)(H,58,76)(H,59,71)(H,60,77)(H,61,74)(H,62,78)(H,63,80)(H,64,72)(H,65,79)/t27-,32?,33?,34?,35?,36?,37?,42?,43?/m1/s1	WPOKJIHVXLKXHN-OHKMYPDRSA-N	1126.577108			MMDBc0012123
BASm0015700	Pyripyropene O	Pyripyropene O is a natural compound belonging to the class of metabolites isolated from the marine fungus Aspergillus fumigatus SCSIO 41220. It has garnered attention for its potential therapeutic applications, particularly in the context of prostate cancer. Research indicates that pyripyropene O induces apoptosis in prostate cancer cells, as evidenced by various assays including MTT, plate clone formation, and flow cytometry (PMID:40422804). Additionally, transmission electron microscopy has revealed structural changes in these cancer cells post-treatment (PMID:40422804). The compound's mechanism of action involves binding to the transcription factor YY1, promoting its nuclear translocation, and subsequently regulating the transcription of the DR5 gene, which is implicated in apoptosis (PMID:40422804). In vivo studies utilizing a zebrafish xenograft tumor model further demonstrated the efficacy of pyripyropene O in inhibiting prostate cancer development, highlighting its ability to block the cell cycle at the G2/M phase and suppress cell survival and migration (PMID:40422804). Collectively, these findings suggest that pyripyropene O represents a promising candidate for novel therapeutic strategies against prostate cancer, acting through well-defined molecular pathways.		Expected Solid	[H][C@@]1(CC[C@@]2(C)[C@@]([H])(CC[C@@]3(C)OC4=C(C[C@]23[H])C(=O)OC(=C4)C2=CN=CC=C2)[C@]1(C)COC(C)=O)OC(C)=O	C29H35NO7	InChI=1S/C29H35NO7/c1-17(31)34-16-28(4)23-8-11-29(5)24(27(23,3)10-9-25(28)35-18(2)32)13-20-22(37-29)14-21(36-26(20)33)19-7-6-12-30-15-19/h6-7,12,14-15,23-25H,8-11,13,16H2,1-5H3/t23-,24-,25+,27+,28+,29-/m1/s1	LNZRIIIDRGIMHV-QXHZFDHFSA-N	509.2413525			MMDBc0012131
BASm0015701	Communesin C	Communesin C is a C-allyl spirolactone, a chemical class characterized by a unique spirocyclic structure that incorporates a lactone moiety. This compound is part of a broader group of metabolites known as communesins, which are derived from the fermentation of plant materials, specifically okara, by the fungus Penicillium expansum Link MK-57. The synthesis of communesin C involves the construction of a key C-allyl spirolactone precursor, which has been achieved with a notable diastereomer ratio of 9.8:1, indicating the precision of its stereochemical configuration (PMID:17081020). The isolation of communesin C, along with its congeners D and E, highlights the diversity of bioactive compounds produced through microbial fermentation processes (PMID:15056914). These metabolites may possess significant biological activities, although further research is needed to elucidate their potential applications in pharmacology and biotechnology.		Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])C(=O)N1CC[C@@]23C4=CC=CC=C4N[C@]4([H])N(C=O)C5=CC=CC6=C5[C@]24CCN([C@@]13[H])[C@]6([H])[C@@]1([H])OC1(C)C	C32H34N4O3	InChI=1S/C32H34N4O3/c1-4-5-6-14-24(38)34-17-15-31-21-11-7-8-12-22(21)33-28-32(31)16-18-35(29(31)34)26(27-30(2,3)39-27)20-10-9-13-23(25(20)32)36(28)19-37/h4-14,19,26-29,33H,15-18H2,1-3H3/b5-4+,14-6+/t26-,27+,28+,29+,31-,32-/m0/s1	BKJFWWFPUSKVTE-NSUYYRTMSA-N	522.263091			MMDBc0012141
BASm0015702	(S)-N-dodecanoyl-HSL	(S)-N-dodecanoyl-HSL is a member of the acyl-homoserine lactones (acyl-HSLs) chemical class, which are signaling molecules involved in quorum sensing among bacteria. This metabolite has been identified in a chemical study focused on acyl-HSLs produced by Enterobacter sakazakii, alongside other related compounds such as (S)-N-heptanoyl-HSL and (S)-N-tetradecanoyl-HSL (PMID:22132860). The biological significance of (S)-N-dodecanoyl-HSL is underscored by its role in bacterial communication and regulation of gene expression in response to population density. Furthermore, the biotransformation of (S)-N-dodecanoyl-HSL has been investigated, revealing its conversion into (S)-N-dodecanoyl-homoserine, dodecanoic acid, and homoserine in the presence of Bacillus species, highlighting its potential metabolic pathways and interactions in microbial ecosystems (PMID:22132860). This compound exemplifies the complexity of bacterial communication and its implications for understanding microbial behavior and interactions.		Expected Solid	[H][C@@]1(CCOC1=O)N=C(O)CCCCCCCCCCC	C16H29NO3	InChI=1S/C16H29NO3/c1-2-3-4-5-6-7-8-9-10-11-15(18)17-14-12-13-20-16(14)19/h14H,2-13H2,1H3,(H,17,18)/t14-/m0/s1	WILLZMOKUUPJSL-AWEZNQCLSA-N	283.2147438			MMDBc0012142
BASm0015703	Pestaloficiol U	Pestaloficiol U is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this metabolite, indicating a need for further research to elucidate its biological significance and potential applications.		Expected Solid	COC(=O)C1=CC(OC)=C(Cl)C(O)=C1C(=O)C1=C(O)C=C(C)C(=C1O)C1=CC(C)(C)OC2=C1C=C(O)C=C2CC=C(C)C	C33H33ClO9	InChI=1S/C33H33ClO9/c1-15(2)8-9-17-11-18(35)12-19-21(14-33(4,5)43-31(17)19)24-16(3)10-22(36)26(28(24)37)29(38)25-20(32(40)42-7)13-23(41-6)27(34)30(25)39/h8,10-14,35-37,39H,9H2,1-7H3	YZQIHIQIUVBGNF-UHFFFAOYSA-N	608.1813103			MMDBc0012149
BASm0015704	Altenuene			Expected Solid	[H][C@]1(O)C[C@]2(C)OC(=O)C3=C(C=C(OC)C=C3O)C2=C[C@]1([H])O	C15H16O6	InChI=1S/C15H16O6/c1-15-6-12(18)10(16)5-9(15)8-3-7(20-2)4-11(17)13(8)14(19)21-15/h3-5,10,12,16-18H,6H2,1-2H3/t10-,12-,15-/m0/s1	MMHTXEATDNFMMY-WBIUFABUSA-N	292.0946882			MMDBc0012153
BASm0015705	Aspernolide G	Aspernolide G is a polyketide compound belonging to the class of natural products. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@](O)(CC1=C(O)C=CC(C[C@]2(OC(=O)C(OCC)=C2C2=CC=C(O)C=C2)C(=O)OC)=C1)C(C)(C)O	C26H30O9	InChI=1S/C26H30O9/c1-5-34-22-21(16-7-9-18(27)10-8-16)26(24(31)33-4,35-23(22)30)14-15-6-11-19(28)17(12-15)13-20(29)25(2,3)32/h6-12,20,27-29,32H,5,13-14H2,1-4H3/t20-,26+/m0/s1	QUSUCMRGJBZSBW-RXFWQSSRSA-N	486.1889825			MMDBc0012155
BASm0015706	Isochromophilone V			Expected Solid	[H]\C(=C(\[H])C1=CC2=C(Cl)C(=O)[C@](C)(O)[C@]([H])(O)C2=CO1)\C(\C)=C(/[H])C([H])(C)CC	C19H23ClO4	InChI=1S/C19H23ClO4/c1-5-11(2)8-12(3)6-7-13-9-14-15(10-24-13)17(21)19(4,23)18(22)16(14)20/h6-11,17,21,23H,5H2,1-4H3/b7-6+,12-8+/t11?,17-,19-/m1/s1	ZFOBGKZKFOAYTR-QWWUFSCHSA-N	350.1284869			MMDBc0012161
BASm0015707	Antanapeptin B			Expected Solid	[H]C(C)(CC)[C@]1([H])N(C)C(=O)[C@]2([H])CCCN2C(=O)[C@@]([H])(OC(=O)[C@]([H])(CC2=CC=CC=C2)N(C)C(=O)[C@@]([H])(N=C(O)C([H])(C)C([H])(CCCC=C)OC1=O)C(C)C)C(C)C	C41H62N4O8	InChI=1S/C41H62N4O8/c1-11-13-15-22-32-28(8)36(46)42-33(25(3)4)38(48)43(9)31(24-29-19-16-14-17-20-29)40(50)53-35(26(5)6)39(49)45-23-18-21-30(45)37(47)44(10)34(27(7)12-2)41(51)52-32/h11,14,16-17,19-20,25-28,30-35H,1,12-13,15,18,21-24H2,2-10H3,(H,42,46)/t27?,28?,30-,31-,32?,33-,34-,35-/m0/s1	LZACOZXZESEOFK-CVZHIFNESA-N	738.456765			MMDBc0012176
BASm0015708	Nucleocidin			Expected Solid	[H][C@@]1(O)[C@]([H])(O)[C@@](F)(COS(N)(=O)=O)O[C@@]1([H])N1C=NC2=C(N)N=CN=C12	C10H13FN6O6S	InChI=1S/C10H13FN6O6S/c11-10(1-22-24(13,20)21)6(19)5(18)9(23-10)17-3-16-4-7(12)14-2-15-8(4)17/h2-3,5-6,9,18-19H,1H2,(H2,12,14,15)(H2,13,20,21)/t5-,6+,9-,10-/m1/s1	LTBCQBSAWAZBDF-MLTZYSBQSA-N	364.0601315			MMDBc0012181
BASm0015709	Pyoverdin Pf 2/2/1	Pyoverdin Pf 2/2/1 is a siderophore belonging to the chemical class of fluorescent pigments produced by certain Pseudomonas species. There is limited literature available on this specific metabolite, indicating that further research may be necessary to fully understand its properties and biological significance.		Expected Solid	[NH3+]CCCCC(N=C(O)C(CO)N=C(O)C1CC[NH2+]C2=C([N-]C(=O)CCC(O)=O)C=C3C=C(O)C(=O)C=C3N12)C(O)=NCC(O)=NC(CCCN(O)C=O)C(O)=NC1CCCCN=C(O)C(CO)N=C(O)C(CCCN(O)C=O)N=C1O	C49H73N14O19	InChI=1S/C49H72N14O19/c50-14-3-1-7-28(56-48(79)34(24-65)60-49(80)35-13-16-51-42-32(55-39(70)11-12-41(72)73)19-27-20-37(68)38(69)21-36(27)63(35)42)43(74)53-22-40(71)54-29(9-5-17-61(81)25-66)45(76)57-30-8-2-4-15-52-44(75)33(23-64)59-47(78)31(58-46(30)77)10-6-18-62(82)26-67/h19-21,25-26,28-31,33-35,64-65,81-82H,1-18,22-24,50H2,(H12,51,52,53,54,55,56,57,58,59,60,68,69,70,71,72,73,74,75,76,77,78,79,80)/p+1	MFDQLKLVRDAXEJ-UHFFFAOYSA-O	1161.517093			MMDBc0012184
BASm0015710	Bisordariol C	Bisordariol C is a polyphenolic compound. There is little literature available on this metabolite, indicating a need for further research to understand its properties and potential biological activities.		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(O)[C@]([H])(C)O)C1=C(COCC2=C(C=CC=C2O)C(\[H])=C(/[H])[C@@]([H])(O)[C@]([H])(C)O)C(O)=CC=C1	C24H30O7	InChI=1S/C24H30O7/c1-15(25)21(27)11-9-17-5-3-7-23(29)19(17)13-31-14-20-18(6-4-8-24(20)30)10-12-22(28)16(2)26/h3-12,15-16,21-22,25-30H,13-14H2,1-2H3/b11-9+,12-10+/t15-,16-,21+,22+/m0/s1	IMWJOFJUOOBDIY-CKJGPPSPSA-N	430.1991533			MMDBc0012185
BASm0015711	12-methoxy sordariol	12-methoxy sordariol is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\[H])[C@]([H])(O)[C@@]([H])(C)O)C1=C(COC)C(O)=CC=C1	C13H18O4	InChI=1S/C13H18O4/c1-9(14)12(15)7-6-10-4-3-5-13(16)11(10)8-17-2/h3-7,9,12,14-16H,8H2,1-2H3/b7-6+/t9-,12+/m1/s1	OACLBOXVALMZFJ-VACNFSINSA-N	238.1205091			MMDBc0012186
BASm0015712	(1S,2R)-3-oxo-2-pentylcyclopentane-1-hexanoic acid methyl ester	(1S,2R)-3-oxo-2-pentylcyclopentane-1-hexanoic acid methyl ester is a cyclopentanone derivative. There is limited literature available on this metabolite, indicating a lack of extensive research or characterization in biomedical studies.		Expected Solid	[H][C@]1(CCCCCC(=O)OC)CCC(=O)[C@]1([H])CCCCC	C17H30O3	InChI=1S/C17H30O3/c1-3-4-6-10-15-14(12-13-16(15)18)9-7-5-8-11-17(19)20-2/h14-15H,3-13H2,1-2H3/t14-,15+/m0/s1	JHOXQZUAUCLZOH-LSDHHAIUSA-N	282.2194948			MMDBc0012188
BASm0015713	5-methyl-8-(3-methylbut-2-enyl) furanocoumarin	5-methyl-8-(3-methylbut-2-enyl) furanocoumarin is a furanocoumarin, a class of compounds known for their diverse biological activities and presence in various plant species. This particular metabolite was identified as a novel compound isolated from the mangrove endophytic fungus, Penicillium sp., alongside several known compounds such as sterequinone C and bergapten (PMID:21972976). Furanocoumarins are recognized for their potential pharmacological properties, including anti-inflammatory and antimicrobial effects, which may be attributed to their ability to interact with various biological pathways. The structural features of 5-methyl-8-(3-methylbut-2-enyl) furanocoumarin, including its methyl and enyl substituents, may influence its biological activity and solubility, making it a subject of interest for further investigation in medicinal chemistry. Understanding the biosynthetic pathways and ecological roles of such metabolites can provide insights into their potential applications in drug development and therapeutic strategies.		Expected Solid	CC(C)=CCC1=C2OC(=O)C=CC2=C(C)C2=C1OC=C2	C17H16O3	InChI=1S/C17H16O3/c1-10(2)4-5-14-16-13(8-9-19-16)11(3)12-6-7-15(18)20-17(12)14/h4,6-9H,5H2,1-3H3	XWLUVSYTCOKRQM-UHFFFAOYSA-N	268.1099444			MMDBc0012191
BASm0015714	4-hydroxy-3-methoxy-2-(3-methylbut-2-en-1-yl)phenyl 2,4-dihydroxy-6-methylbenzoate	4-hydroxy-3-methoxy-2-(3-methylbut-2-en-1-yl)phenyl 2,4-dihydroxy-6-methylbenzoate is a phenolic compound. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	COC1=C(O)C=CC(OC(=O)C2=C(O)C=C(O)C=C2C)=C1CC=C(C)C	C20H22O6	InChI=1S/C20H22O6/c1-11(2)5-6-14-17(8-7-15(22)19(14)25-4)26-20(24)18-12(3)9-13(21)10-16(18)23/h5,7-10,21-23H,6H2,1-4H3	RGGLERSJYRMVRI-UHFFFAOYSA-N	358.1416384			MMDBc0012193
BASm0015715	N-methylpretrichodermamide B	N-methylpretrichodermamide B is a biologically active epidithiodiketopiperazine, a chemical class known for its diverse biological activities, including anticancer properties. Isolated from several strains of the algae-derived fungus Penicillium sp., N-methylpretrichodermamide B exhibits significant cytotoxic effects, particularly against drug-resistant prostate cancer cells, as evidenced by its ability to inhibit P-glycoprotein (PMID:36286421). This compound, along with others such as pretrichodermamide C and quinolactacide, has been evaluated for its potential to stimulate the growth of seedling roots in various plants, including buckwheat, wheat, soy, and barley (PMID:36286421). Additionally, N-methylpretrichodermamide B has demonstrated strong cytotoxicity against 22Rv1 human prostate cancer cells that are resistant to androgen receptor-targeted therapies (PMID:27355960). The isolation of this compound, along with other related epidithiodiketopiperazines from Penicillium sp., highlights its significance in both chemical and biological research, suggesting its potential utility in developing therapeutic strategies against cancer.		Expected Solid	[H][C@@]1(O)C=C[C@@]([H])(Cl)[C@@]2(O)C[C@@]34SS[C@]([H])(C5=C(O)C(OC)=C(OC)C=C5)[C@@]([H])(N(C)C3=O)C(=O)N4O[C@@]12[H]	C21H23ClN2O8S2	InChI=1S/C21H23ClN2O8S2/c1-23-13-16(9-4-6-11(30-2)15(31-3)14(9)26)33-34-21(19(23)28)8-20(29)12(22)7-5-10(25)17(20)32-24(21)18(13)27/h4-7,10,12-13,16-17,25-26,29H,8H2,1-3H3/t10-,12-,13-,16-,17+,20+,21-/m1/s1	AWPMMJDFXQCEES-BFBGDVCSSA-N	530.0584358			MMDBc0012201
BASm0015716	2,4,4'-trichloro-2'-hydroxydiphenylethe	Triclosan is an antibacterial and antifungal agent. It is a polychloro phenoxy phenol. It is widely used as a preservative and antimicrobial agent in personal care products such as soaps, skin creams, toothpaste and deodorants as well as in household items such as plastic chopping boards, sports equipment and shoes. According to the Food and Drug Administration (FDA) at the present time there is no evidence that triclosan in personal care products provides an extra benefit to health beyond its anti-gingivitis effect in toothpaste. The FDA does not recommend changing consumer use of triclosan containing products one way or the other due to currently insufficient safety evidence. Studies by the Environmental Protection Agency (EPA) found triclosan to be an effective antibacterial. Triclosan safety is currently under review by the FDA and Health Canada. Triclosan is only found in individuals that have used or taken this drug. 		Expected Solid	OC1=CC(Cl)=CC=C1OC1=C(Cl)C=C(Cl)C=C1	C12H7Cl3O2	InChI=1S/C12H7Cl3O2/c13-7-1-3-11(9(15)5-7)17-12-4-2-8(14)6-10(12)16/h1-6,16H	XEFQLINVKFYRCS-UHFFFAOYSA-N	287.9511626			MMDBc0012204
BASm0015717	Tsugaric acid C			Expected Solid	[H][C@@](O)(CC[C@@]([H])(C(O)=O)[C@@]1([H])CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@@]([H])(OC(C)=O)C(C)(C)[C@]1([H])CC3)C(C)=C	C32H50O5	InChI=1S/C32H50O5/c1-19(2)25(34)11-9-21(28(35)36)22-13-17-32(8)24-10-12-26-29(4,5)27(37-20(3)33)15-16-30(26,6)23(24)14-18-31(22,32)7/h21-22,25-27,34H,1,9-18H2,2-8H3,(H,35,36)/t21-,22-,25-,26+,27-,30-,31-,32+/m1/s1	IPHISYDAYNYHSC-GAZLMKCGSA-N	514.3658247			MMDBc0012211
BASm0015718	Sterhirsutin I	Sterhirsutin I is a flavonoid, a class of compounds known for their diverse biological activities. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	CC1C(=O)CC2CC3CC(C)(CC3C12C)C(=O)OC1=C2CC3CC(C)(CC3C2(C)C(=C)C1=O)C(=O)OC1=C2CC3CC(C)(CC3C2(C)C(=C)C1=O)C(O)=O	C45H54O9	InChI=1S/C45H54O9/c1-20-32(46)13-26-10-23-15-41(5,18-29(23)43(20,26)7)38(51)53-36-28-12-25-16-42(6,19-31(25)45(28,9)22(3)34(36)48)39(52)54-35-27-11-24-14-40(4,37(49)50)17-30(24)44(27,8)21(2)33(35)47/h20,23-26,29-31H,2-3,10-19H2,1,4-9H3,(H,49,50)	XROYAYHTAHEXNB-UHFFFAOYSA-N	738.3767833			MMDBc0012213
BASm0015719	Stealthin B	Stealthin B is a metabolite belonging to the class of organic compounds. There is limited literature available on Stealthin B, indicating a need for further research to elucidate its biological significance and potential applications.		Expected Solid	OC1=CC(C=O)=CC2=C1C1=C(C2=N)C(O)=C2C(O)=CC=CC2=C1O	C18H11NO5	InChI=1S/C18H11NO5/c19-16-9-4-7(6-20)5-11(22)12(9)14-15(16)18(24)13-8(17(14)23)2-1-3-10(13)21/h1-6,19,21-24H	DOQMQJQSESKCPL-UHFFFAOYSA-N	321.0637225			MMDBc0012238
BASm0015720	Benzomalvin C	Benzomalvin C is a member of the class of compounds known as alkaloids. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential applications.		Expected Solid	[H][C@]1(O[C@]11N(C)C(=O)C2=CC=CC=C2N2C(=O)C3=CC=CC=C3N=C12)C1=CC=CC=C1	C24H17N3O3	InChI=1S/C24H17N3O3/c1-26-21(28)17-12-6-8-14-19(17)27-22(29)16-11-5-7-13-18(16)25-23(27)24(26)20(30-24)15-9-3-2-4-10-15/h2-14,20H,1H3/t20-,24+/m0/s1	TWDKBDSVUUKABK-GBXCKJPGSA-N	395.1269914			MMDBc0012256
BASm0015721	Ergometrinine	Ergometrinine is a member of the chemical class of ergot alkaloids, which are naturally occurring compounds produced by the fungus Claviceps purpurea. These alkaloids, including ergometrinine, are known for their potent biological activities, particularly their effects on the vascular system and central nervous system. Ergometrinine has been identified in various agricultural products, notably grains, where it can be found alongside other ergot alkaloids such as ergometrine and ergosine (PMID:38928849). Its incidence in food products raises concerns due to its toxicity, as evidenced by studies that detected ergometrinine in oat-based foods, where it was quantified alongside other alkaloids (PMID:34207051). Analytical methods like ultra-high performance liquid chromatography coupled with tandem mass spectrometry have been developed to accurately determine the presence of ergometrinine and its epimers in food matrices (PMID:342...). Furthermore, research indicates that ergometrinine can be detected in bile, suggesting its metabolic processing in biological systems (PMID:26809637). The synthesis of stable isotopomers of ergometrinine has also been explored, highlighting its significance in both chemical research and toxicological assessments (PMID:30565445).		Expected Solid	[H][C@](C)(CO)N=C(O)[C@]1([H])CN(C)[C@]2([H])CC3=CNC4=CC=CC(=C34)C2=C1	C19H23N3O2	InChI=1S/C19H23N3O2/c1-11(10-23)21-19(24)13-6-15-14-4-3-5-16-18(14)12(8-20-16)7-17(15)22(2)9-13/h3-6,8,11,13,17,20,23H,7,9-10H2,1-2H3,(H,21,24)/t11-,13-,17+/m0/s1	WVVSZNPYNCNODU-PLQHRBFRSA-N	325.179027			MMDBc0012262
BASm0015722	Kojistatin A	Kojistatin A is a polyketide metabolite described in biomedical literature. Initially identified as CPI-4, kojistatin A exhibits structural characteristics typical of compounds within the polyketide class, which are known for their diverse biological activities. The discovery of kojistatin A highlights its potential significance in the study of novel compounds, as other compounds in the same category were found to be distinct from it (PMID:27392587). Polyketides like kojistatin A often play crucial roles in ecological interactions and have been explored for their pharmaceutical applications, including antibiotic and anticancer properties. The structural complexity and variability of polyketides make them a rich area for research, particularly in understanding their biosynthetic pathways and mechanisms of action. Kojistatin A, therefore, not only contributes to the expanding knowledge of polyketide metabolites but also presents opportunities for further exploration in both chemistry and biology, potentially leading to novel therapeutic agents.		Expected Solid	CCC(C)C(N=C(O)C1OC1C(O)=O)C(O)=NCCCCNCCCN	C17H32N4O5	InChI=1S/C17H32N4O5/c1-3-11(2)12(21-16(23)13-14(26-13)17(24)25)15(22)20-10-5-4-8-19-9-6-7-18/h11-14,19H,3-10,18H2,1-2H3,(H,20,22)(H,21,23)(H,24,25)	HUAJESHKPMHHPE-UHFFFAOYSA-N	372.2372701			MMDBc0012263
BASm0015723	Cyclomarin D			Expected Solid	[H][C@](C)(CO)C[C@]1([H])N=C(O)[C@@]([H])(N=C(O)[C@@]([H])(N=C(O)[C@]([H])(CC(C)C)N(C)C(=O)[C@@]([H])(N=C(O)[C@@]([H])(N=C(O)[C@]([H])(C)N=C1O)[C@]([H])(OC)C1=CC=CC=C1)C(C)C)[C@]([H])(C)C=C(C)C)[C@]([H])(O)C1=CN(C2=CC=CC=C12)C(C)(C)C=C	C55H80N8O10	InChI=1S/C55H80N8O10/c1-15-55(11,12)63-28-38(37-23-19-20-24-40(37)63)46(65)44-52(70)57-39(27-33(8)29-64)49(67)56-35(10)48(66)61-45(47(73-14)36-21-17-16-18-22-36)53(71)58-42(32(6)7)54(72)62(13)41(26-31(4)5)50(68)59-43(51(69)60-44)34(9)25-30(2)3/h15-25,28,31-35,39,41-47,64-65H,1,26-27,29H2,2-14H3,(H,56,67)(H,57,70)(H,58,71)(H,59,68)(H,60,69)(H,61,66)/t33-,34-,35+,39+,41+,42+,43+,44+,45+,46-,47-/m1/s1	AHDUXXXZGSWYHF-IXGGKXOYSA-N	1012.599741			MMDBc0012269
BASm0015724	4,8,10,14-tetramethyl-6-acetoxy-14-[16-acetoxy-19-(20,21-dimethyl)-18-ene]phenanthrene-1-ene-3,7-dione	4,8,10,14-tetramethyl-6-acetoxy-14-[16-acetoxy-19-(20,21-dimethyl)-18-ene]phenanthrene-1-ene-3,7-dione is a polycyclic aromatic compound belonging to the class of phenanthrenes. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	[H]C(CC=C(C)C)(C[C@@]1(C)CCC[C@@]2([H])[C@@]3(C)C=CC(=O)[C@@]([H])(C)[C@]3([H])[C@]([H])(OC(C)=O)C(=O)[C@]12C)OC(C)=O	C29H42O6	InChI=1S/C29H42O6/c1-17(2)11-12-21(34-19(4)30)16-27(6)14-9-10-23-28(7)15-13-22(32)18(3)24(28)25(35-20(5)31)26(33)29(23,27)8/h11,13,15,18,21,23-25H,9-10,12,14,16H2,1-8H3/t18-,21?,23+,24-,25+,27-,28-,29-/m1/s1	GSGLWPRVSBCOJV-AZQYEMCNSA-N	486.2981391			MMDBc0012274
BASm0015725	A-500359 M1	A-500359 M1 is a metabolite belonging to the class of synthetic organic compounds. There is limited literature available on this metabolite, indicating a lack of extensive research and characterization in the scientific community.		Expected Solid	[H][C@@](O[C@]1([H])OC(=C[C@@]([H])(O)[C@]1([H])O)C(O)=NCCSSCCN=C(C)O)(C(O)=N)C1([H])O[C@@]([H])(N2C=CC(O)=NC2=O)[C@]([H])(O)[C@]1([H])OC	C23H33N5O12S2	InChI=1S/C23H33N5O12S2/c1-10(29)25-4-7-41-42-8-5-26-20(35)12-9-11(30)14(32)22(38-12)40-18(19(24)34)17-16(37-2)15(33)21(39-17)28-6-3-13(31)27-23(28)36/h3,6,9,11,14-18,21-22,30,32-33H,4-5,7-8H2,1-2H3,(H2,24,34)(H,25,29)(H,26,35)(H,27,31,36)/t11-,14+,15-,16+,17?,18+,21-,22+/m1/s1	ZUCKJVVXVVOESY-ZSCLZSGASA-N	635.1567139			MMDBc0012286
BASm0015726	2-ethyl-5-methylfuran	2-Ethyl-5-methylfuran is a maillard produc		Expected Solid	CCC1=CC=C(C)O1	C7H10O	InChI=1S/C7H10O/c1-3-7-5-4-6(2)8-7/h4-5H,3H2,1-2H3	NBXLPPVOZWYADY-UHFFFAOYSA-N	110.0731649			MMDBc0012296
BASm0015727	12β-hydroxychaetoviridin C	12β-hydroxychaetoviridin C is a polyketide compound. There is limited literature available on this metabolite, with few studies providing detailed information about its properties and biological activities.		Expected Solid	[H][C@](C)(O)[C@]([H])(C)C=CC1=CC2=C(Cl)C(=O)[C@@]3(C)OC(=O)[C@@]([H])(C(=O)[C@@]([H])(C)[C@]([H])(C)O)[C@@]3([H])C2=CO1	C23H27ClO7	InChI=1S/C23H27ClO7/c1-10(12(3)25)6-7-14-8-15-16(9-30-14)18-17(20(27)11(2)13(4)26)22(29)31-23(18,5)21(28)19(15)24/h6-13,17-18,25-26H,1-5H3/t10-,11+,12-,13+,17-,18-,23+/m1/s1	MEPQPODJTXSHEP-FVJULTHRSA-N	450.1445309			MMDBc0012307
BASm0015728	Fiscalin B			Expected Solid	[H][C@]1(CC2=CNC3=CC=CC=C23)N2C(=O)C3=CC=CC=C3N=C2[C@@]([H])(N=C1O)C(C)C	C23H22N4O2	InChI=1S/C23H22N4O2/c1-13(2)20-21-25-18-10-6-4-8-16(18)23(29)27(21)19(22(28)26-20)11-14-12-24-17-9-5-3-7-15(14)17/h3-10,12-13,19-20,24H,11H2,1-2H3,(H,26,28)/t19-,20+/m1/s1	DNPSVQYQTPYSPH-UXHICEINSA-N	386.174276			MMDBc0012319
BASm0015729	A-O-Methyldihydrobotrydialone	A-O-Methyldihydrobotrydialone is a metabolite belonging to the class of organic compounds known as dialones. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]12[C@]([H])(C[C@@]([H])(C)[C@]3([H])[C@]([H])(OC)OC(=O)[C@@](C)(CC1(C)C)[C@]23O)OC(C)=O	C18H28O6	InChI=1S/C18H28O6/c1-9-7-11(23-10(2)19)13-16(3,4)8-17(5)15(20)24-14(22-6)12(9)18(13,17)21/h9,11-14,21H,7-8H2,1-6H3/t9-,11+,12-,13+,14-,17-,18-/m1/s1	GOGNSPHNRCZEML-RIVVHQBZSA-N	340.1885886			MMDBc0012339
BASm0015730	2-Acetyl-5-methylfuran	2-Acetyl-5-methylfuran is found in alcoholic beverages. 2-Acetyl-5-methylfuran is isolated from raisins, roasted onion, French fried potato, tomato, smoked fatty fish, cooked beef, fried cured pork, beer, spirits, black tea, wild rice, squid and coffee aroma. 2-Acetyl-5-methylfuran is organoleptic and flavouring agent.		Expected Solid	CC(=O)C1=CC=C(C)O1	C7H8O2	InChI=1S/C7H8O2/c1-5-3-4-7(9-5)6(2)8/h3-4H,1-2H3	KEFJLCGVTHRGAH-UHFFFAOYSA-N	124.0524295			MMDBc0012362
BASm0015731	8-(methoxycarbonyl)-1-hydroxy-9-oxo-9H-xanthene-3-carboxylic acid	8-(methoxycarbonyl)-1-hydroxy-9-oxo-9H-xanthene-3-carboxylic acid is a xanthene derivative. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	COC(=O)C1=CC=CC2=C1C(=O)C1=C(O)C=C(C=C1O2)C(O)=O	C16H10O7	InChI=1S/C16H10O7/c1-22-16(21)8-3-2-4-10-12(8)14(18)13-9(17)5-7(15(19)20)6-11(13)23-10/h2-6,17H,1H3,(H,19,20)	KZGBTYFIKLGTBK-UHFFFAOYSA-N	314.0426527			MMDBc0012370
BASm0015732	Viridamide A			Expected Solid	[H]C(CCCC#C)(CCCC(=O)N(C)[C@]([H])(C(O)=N[C@@]([H])(C(C)C)C(O)=N[C@@]([H])(C(C)C)C(=O)N(C)[C@@]([H])(C(C)C)C(=O)O[C@]([H])(C(=O)N1CCC[C@@]1([H])C(=O)OC)[C@@]([H])(C)CC)[C@@]([H])(C)CC)OC	C46H79N5O10	InChI=1S/C46H79N5O10/c1-16-19-20-23-33(59-14)24-21-26-35(52)49(12)39(31(10)17-2)42(54)47-36(28(4)5)41(53)48-37(29(6)7)43(55)50(13)38(30(8)9)46(58)61-40(32(11)18-3)44(56)51-27-22-25-34(51)45(57)60-15/h1,28-34,36-40H,17-27H2,2-15H3,(H,47,54)(H,48,53)/t31-,32-,33?,34-,36-,37-,38-,39-,40-/m0/s1	XKUKFJXRMIGFKU-QHUKCZFVSA-N	861.5826938			MMDBc0012372
BASm0015733	Asperjinone	Asperjinone is a nor-neolignan, a class of chemical compounds characterized by their unique structural features and biological activities. This metabolite has been isolated from the thermophilic fungus Aspergillus terreus, highlighting its natural origin and potential significance in pharmacological applications. The total synthesis of asperjinone, along with its structural elucidation, has been achieved using advanced synthetic methods, including Basavaiah's one-pot Friedel-Crafts/maleic anhydride formation protocol (PMID:39110498). Notably, asperjinone exhibits promising anti-inflammatory activity, suggesting its potential as a candidate for developing novel anti-inflammatory agents aimed at mitigating inflammation in acute kidney injury scenarios (PMID:39110498). The structure of asperjinone has been revised through computer-assisted methods to ensure accurate representation of its chemical properties (PMID:23289877). Additionally, it has been noted that asperjinone, along with terrein, has effects on ABCG2-expressing breast cancer cells, indicating its relevance in cancer research (PMID:22360613). Overall, asperjinone represents a significant compound within the realm of natural products, with implications for both medicinal chemistry and therapeutic development.		Expected Solid	CC1(C)OC1CC1=C(O)C=CC(CC2=C(C(=O)OC2=O)C2=CC=C(O)C=C2)=C1	C22H20O6	InChI=1S/C22H20O6/c1-22(2)18(28-22)11-14-9-12(3-8-17(14)24)10-16-19(21(26)27-20(16)25)13-4-6-15(23)7-5-13/h3-9,18,23-24H,10-11H2,1-2H3	CKIQGFVEMXGQMC-UHFFFAOYSA-N	380.1259884			MMDBc0012374
BASm0015734	6,8-Dichlorogenistein	6,8-Dichlorogenistein is a flavonoid, a class of compounds known for their diverse biological activities. There is limited literature available on this specific metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	OC1=CC=C(C=C1)C1=COC2=C(C(O)=C(Cl)C(O)=C2Cl)C1=O	C15H8Cl2O5	InChI=1S/C15H8Cl2O5/c16-10-13(20)9-12(19)8(6-1-3-7(18)4-2-6)5-22-15(9)11(17)14(10)21/h1-5,18,20-21H	JRROJFOEHPNNPE-UHFFFAOYSA-N	337.9748788			MMDBc0012377
BASm0015735	(+)-ethyl nonactate	(+)-ethyl nonactate is a member of the ester chemical class. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid	[H][C@](C)(O)C[C@@]1([H])CC[C@]([H])(O1)[C@]([H])(C)C(=O)OCC	C12H22O4	InChI=1S/C12H22O4/c1-4-15-12(14)9(3)11-6-5-10(16-11)7-8(2)13/h8-11,13H,4-7H2,1-3H3/t8-,9+,10-,11+/m1/s1	TYLXUBSIWBBGAA-YTWAJWBKSA-N	230.1518092			MMDBc0012385
BASm0015736	Apicidin C			Expected Solid	[H][C@]12CCCCN1C(=O)[C@@]([H])(N=C(O)[C@]([H])(CC1=CN(OC)C3=CC=CC=C13)N=C(O)[C@]([H])(CCCCCC(=O)CC)N=C2O)C(C)C	C33H47N5O6	InChI=1S/C33H47N5O6/c1-5-23(39)13-7-6-8-15-25-30(40)35-26(19-22-20-38(44-4)27-16-10-9-14-24(22)27)31(41)36-29(21(2)3)33(43)37-18-12-11-17-28(37)32(42)34-25/h9-10,14,16,20-21,25-26,28-29H,5-8,11-13,15,17-19H2,1-4H3,(H,34,42)(H,35,40)(H,36,41)/t25-,26-,28+,29-/m0/s1	GWLHFNKLJRZBAI-KGKLHAENSA-N	609.3526343			MMDBc0012403
BASm0015737	ACTG-toxin A	ACTG-toxin A is a polypeptide toxin. There is limited literature available on this metabolite, making it challenging to gather comprehensive information regarding its properties and effects.		Expected Solid	CC(CCC=C(C)C)C1=CCC(C)(O)C1CC1=C(O)C(O)CCC1=O	C21H32O4	InChI=1S/C21H32O4/c1-13(2)6-5-7-14(3)15-10-11-21(4,25)17(15)12-16-18(22)8-9-19(23)20(16)24/h6,10,14,17,19,23-25H,5,7-9,11-12H2,1-4H3	SVUAWISCDNAMSM-UHFFFAOYSA-N	348.2300595			MMDBc0012405
BASm0015738	Neosartoricin	Neosartoricin is a polyketide belonging to the class of secondary metabolites. It has been implicated in various biological processes, particularly in the regulation of secondary metabolism. Transcriptomic analyses have linked the enzyme FphB to the biosynthesis of neosartoricin B, suggesting its role in modulating the associated gene cluster and the production of related compounds such as hexadehydroastechrome (PMID:40985688). The exploration of biosynthetic gene clusters (BGCs) and secondary metabolites (SMs) has revealed that co-culture with bacteria and specific growth conditions can enhance the production of neosartoricin (PMID:38667937). Furthermore, neosartoricin B has been successfully produced in artificial consortia involving cyanobacteria and filamentous fungi, with nitrogen levels playing a critical role in its biosynthesis (PMID:36859469). The compound also serves as a precursor in the formation of other metabolites, such as hancockinone A, through enzymatic processes involving cytochrome P450 (PMID:34747627). Additionally, neosartoricin's structural relationship with other compounds highlights its potential relevance in the pathogenesis of certain fungal strains (PMID:23758576). The activation of silent clusters has further facilitated the isolation of neosartoricin, underscoring its significance in fungal secondary metabolism (PMID:23368997).		Expected Solid	[H][C@@]1(OC(C)=O)C(=O)C2=C(C[C@@]1(O)CC(O)=CC(C)=O)C(CC=C(C)C)=C1C=C(O)C=C(O)C1=C2O	C26H28O9	InChI=1S/C26H28O9/c1-12(2)5-6-17-18-8-15(29)9-20(31)21(18)23(32)22-19(17)11-26(34,10-16(30)7-13(3)27)25(24(22)33)35-14(4)28/h5,7-9,25,29-32,34H,6,10-11H2,1-4H3/t25-,26+/m1/s1	KVVYTLCXDTXZPI-FTJBHMTQSA-N	484.1733325			MMDBc0012421
BASm0015739	Curvopeptin-6	Curvopeptin-6 is a peptide metabolite belonging to the class of cyclic peptides. There is limited literature available on this metabolite, and further research is needed to fully understand its biochemical properties and potential biological functions.		Expected Solid	CC(C)CC(CC(=O)C1CSCC(NC(=O)C(=O)C(CC2=CC=CC=C2)N=C(O)C(CCCCN)N=C(O)C(CC(O)=O)N=C(O)C2CSCC(N=C(O)C(CC(C)C)N=C(O)C(CC(O)=O)N=C(O)CN=C(O)CN=C(O)CN=C(O)C(N)CC3=CC=C(O)C=C3)C(O)=NC(=C)C(O)=NC(C)C(O)=NC(=C)C(O)=NC(CC(C)C)C(O)=NC(CC(C)C)C(O)=NC(CC(C)C)C(O)=N2)C(O)=NC(C)C(O)=NC(CC2=CC=CC=C2)C(O)=NC(=C)C(O)=NC(C(C)O)C(O)=NC(CC(C)C)C(O)=NC(CC(C)C)CN1)C(O)=O	C122H182N26O33S2	InChI=1S/C122H182N26O33S2/c1-60(2)39-76(122(180)181)49-94(151)90-56-182-58-92(118(176)133-70(18)105(163)139-87(48-74-31-25-22-26-32-74)109(167)131-71(19)106(164)148-100(72(20)149)120(178)144-82(41-62(5)6)110(168)134-77(52-125-90)40-61(3)4)147-121(179)101(159)81(47-73-29-23-21-24-30-73)137-108(166)80(33-27-28-38-123)136-116(174)89(51-99(157)158)143-119(177)93-59-183-57-91(145-113(171)86(45-66(13)14)142-115(173)88(50-98(155)156)135-97(154)55-127-95(152)53-126-96(153)54-128-107(165)79(124)46-75-34-36-78(150)37-35-75)117(175)132-68(16)103(161)129-67(15)102(160)130-69(17)104(162)138-83(42-63(7)8)111(169)140-84(43-64(9)10)112(170)141-85(44-65(11)12)114(172)146-93/h21-26,29-32,34-37,60-67,70,72,76-77,79-93,100,125,149-150H,16-17,19,27-28,33,38-59,123-124H2,1-15,18,20H3,(H,126,153)(H,127,152)(H,128,165)(H,129,161)(H,130,160)(H,131,167)(H,132,175)(H,133,176)(H,134,168)(H,135,154)(H,136,174)(H,137,166)(H,138,162)(H,139,163)(H,140,169)(H,141,170)(H,142,173)(H,143,177)(H,144,178)(H,145,171)(H,146,172)(H,147,179)(H,148,164)(H,155,156)(H,157,158)(H,180,181)	FYDIGNARRXKELX-UHFFFAOYSA-N	2603.280405			MMDBc0012434
BASm0015740	TR-2	TR-2 is a 1,2,4-triazine compound that has been characterized as a metabolite with notable inhibitory effects on key enzymes such as acetylcholinesterase (AChE) and glutathione S-transferase (GST). Research indicates that the inhibitory activity of TR-2 is comparable to that of established inhibitors like Tacrine and Ethacrynic acid, highlighting its potential as a significant compound in therapeutic applications (PMID:40702843). Notably, TR-2 demonstrated the highest efficacy among a series of tested compounds over various time points, suggesting its promising role in enzyme inhibition (PMID:40702843). Molecular docking studies further elucidated the interactions between TR-2 and selected proteins, revealing the stability of the complexes formed, which is crucial for understanding its mechanism of action at the molecular level (PMID:40702843). Additionally, comprehensive assessments of the absorption, distribution, metabolism, excretion, and toxicity (ADMET) profiles of TR-2, along with other related triazine compounds, were conducted to provide deeper insights into their pharmacokinetic properties as candidate inhibitors of AChE and GST (PMID:40702843).		Expected Solid	COC1=CC2=C(C=C1)C1=C(N2)[C@H](CC(C)(C)O)N2C(=O)[C@@H]3CCCN3C(=O)[C@]2(O)[C@H]1O	C22H27N3O6	InChI=1S/C22H27N3O6/c1-21(2,29)10-15-17-16(12-7-6-11(31-3)9-13(12)23-17)18(26)22(30)20(28)24-8-4-5-14(24)19(27)25(15)22/h6-7,9,14-15,18,23,26,29-30H,4-5,8,10H2,1-3H3/t14-,15-,18-,22+/m0/s1	PIWNJAZCHHBADQ-MECALSEWSA-N	429.1899856			MMDBc0012435
BASm0015741	Fellutanine C			Expected Solid	[H][C@]1(CC2=C(NC3=CC=CC=C23)C(C)(C)C=C)N=C(O)[C@]([H])(CC2=C(NC3=CC=CC=C23)C(C)(C)C=C)N=C1O	C32H36N4O2	InChI=1S/C32H36N4O2/c1-7-31(3,4)27-21(19-13-9-11-15-23(19)33-27)17-25-29(37)36-26(30(38)35-25)18-22-20-14-10-12-16-24(20)34-28(22)32(5,6)8-2/h7-16,25-26,33-34H,1-2,17-18H2,3-6H3,(H,35,38)(H,36,37)/t25-,26+	UHTOUBUBRNIMLK-WMPKNSHKSA-N	508.2838264			MMDBc0012448
BASm0015742	methyl 4,11-dimethyldodecanoate	methyl 4,11-dimethyldodecanoate is a fatty acid ester. There is little literature available on this metabolite, indicating a gap in research regarding its biological significance and potential applications.		Expected Solid	COC(=O)CCC(C)CCCCCCC(C)C	C15H30O2	InChI=1S/C15H30O2/c1-13(2)9-7-5-6-8-10-14(3)11-12-15(16)17-4/h13-14H,5-12H2,1-4H3	DIVXMFVEJNTQPR-UHFFFAOYSA-N	242.2245802			MMDBc0012476
BASm0015743	Pichiafuran A	Pichiafuran A is a furan derivative belonging to the class of natural products. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@](CO)(OCCC1=CC=CC=C1)C1=CC=CO1	C14H16O3	InChI=1S/C14H16O3/c15-11-14(13-7-4-9-16-13)17-10-8-12-5-2-1-3-6-12/h1-7,9,14-15H,8,10-11H2/t14-/m0/s1	IVSMXAMCMYHIMN-AWEZNQCLSA-N	232.1099444			MMDBc0012478
BASm0015744	Limazepine D	Limazepine D is a metabolite belonging to the class of benzodiazepines, which are known for their psychoactive properties. This compound has garnered attention in biomedical research due to its biological activity, particularly its efficacy against various pathogens. Notably, Limazepine D was found to exhibit activity against Staphylococcus species, as indicated in the literature (PMID:19388705). The presence of a benzodiazepine structure suggests potential interactions with GABA receptors, which may contribute to its biological effects, although specific mechanisms of action in the context of its antimicrobial activity remain to be fully elucidated. The exploration of Limazepine D's properties not only highlights its significance as a metabolite but also opens avenues for further investigation into its therapeutic potential, especially in the realm of infectious diseases. Understanding the pharmacological profile of Limazepine D could lead to the development of novel treatments, leveraging its unique chemical characteristics to combat resistant strains of bacteria.		Expected Solid	CCC1=CN2C(=C1)C=NC1=C(O)C(OC)=CC=C1C2=O	C15H14N2O3	InChI=1S/C15H14N2O3/c1-3-9-6-10-7-16-13-11(15(19)17(10)8-9)4-5-12(20-2)14(13)18/h4-8,18H,3H2,1-2H3	SKMAAAVNEKWJHB-UHFFFAOYSA-N	270.1004423			MMDBc0012490
BASm0015745	Shikometabolin B	Shikometabolin B is a secondary metabolite belonging to the class of shikimic acid derivatives. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@](O)(CC=C(C)C)C1=CC(=O)C2=C(O)C3=C4C(=C(CC=C(C)C)C3=C(O)C2=C1O)C(O)=C1C(=O)C=CC(=O)C1=C4O	C32H28O9	InChI=1S/C32H28O9/c1-12(2)5-7-14-20-25(31(40)23-18(35)10-9-17(34)22(23)29(20)38)26-21(14)30(39)27-24(32(26)41)19(36)11-15(28(27)37)16(33)8-6-13(3)4/h5-6,9-11,16,33,37-41H,7-8H2,1-4H3/t16-/m1/s1	CVPJREUJRCTYHX-MRXNPFEDSA-N	556.1733325			MMDBc0012514
BASm0015746	Cordyheptapeptide A			Expected Solid	[H][C@](C)(CC)[C@]1([H])N=C(O)[C@]([H])(CC2=CC=C(O)C=C2)N(C)C(=O)[C@]([H])(CC2=CC=CC=C2)N=C(O)CN(C)C(=O)[C@]2([H])CCCN2C(=O)[C@@]([H])(CC2=CC=CC=C2)N(C)C(=O)[C@]([H])(CC(C)C)N=C1O	C49H65N7O8	InChI=1S/C49H65N7O8/c1-8-32(4)43-45(60)51-37(26-31(2)3)46(61)55(7)41(29-34-18-13-10-14-19-34)49(64)56-25-15-20-39(56)48(63)53(5)30-42(58)50-38(27-33-16-11-9-12-17-33)47(62)54(6)40(44(59)52-43)28-35-21-23-36(57)24-22-35/h9-14,16-19,21-24,31-32,37-41,43,57H,8,15,20,25-30H2,1-7H3,(H,50,58)(H,51,60)(H,52,59)/t32-,37-,38-,39-,40-,41+,43-/m0/s1	ZXPWAGZHBVVLJM-PPLXTMPISA-N	879.4894621			MMDBc0012522
BASm0015747	5,7,3',4'-Tetrahydroxy-8-methylisoflavon	5,7,3',4'-Tetrahydroxy-8-methylisoflavon is a flavonoid, specifically belonging to the isoflavone chemical class. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological activities.		Expected Solid	CC1=C2OC=C(C(=O)C2=C(O)C=C1O)C1=CC(O)=C(O)C=C1	C16H12O6	InChI=1S/C16H12O6/c1-7-11(18)5-13(20)14-15(21)9(6-22-16(7)14)8-2-3-10(17)12(19)4-8/h2-6,17-20H,1H3	NOTYLVGBOXQKED-UHFFFAOYSA-N	300.0633881			MMDBc0012523
BASm0015748	Decarestrictine H	Decarestrictine H is a member of the class of metabolites. There is limited literature available on Decarestrictine H, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H]\C1=C([H])\C(O)CC(C)OC(=O)CC(=O)C1	C10H14O4	InChI=1S/C10H14O4/c1-7-5-8(11)3-2-4-9(12)6-10(13)14-7/h2-3,7-8,11H,4-6H2,1H3/b3-2-	MVKKKYNXENCTKJ-IHWYPQMZSA-N	198.0892089			MMDBc0012536
BASm0015749	Sohirnone A	Sohirnone A is a sorbicillinoid, a class of metabolites characterized by their complex polycyclic structures and bioactive properties. Isolated from various fungal sources, including Trichoderma species, sohirnone A has garnered attention for its potential biological activities. In one study, seven compounds, including sohirnone A, were separated from the ethyl acetate extract of fermentation broth and mycelium (PMID:36239516). Another investigation identified sohirnone A among a group of known monomeric sorbicillinoids derived from Trichoderma reesei Z56-8, an epiphyte associated with marine brown alga Sargassum sp. (PMID:34547941). Furthermore, sohirnone A was noted in a chemical analysis of a mutant strain yielding a variety of sorbicillinoids, highlighting its significance in the biosynthetic pathways of these compounds (PMID:31357680). Additionally, it was isolated alongside a new sesquiterpene from Trichoderma longibrachiatum, an endophytic fungus of Azadirachta indica, suggesting its diverse ecological roles and potential applications in biotechnology and pharmacology (PMID:24689203). The growing body of research underscores the importance of sohirnone A in the field of natural products chemistry and its implications for further biological exploration.		Expected Solid	[H]\C(C)=C(\[H])CCC(=O)C1=C(O)C=C(O)C(C)=C1	C13H16O3	InChI=1S/C13H16O3/c1-3-4-5-6-11(14)10-7-9(2)12(15)8-13(10)16/h3-4,7-8,15-16H,5-6H2,1-2H3/b4-3+	PZLKKLWFFFEJHP-ONEGZZNKSA-N	220.1099444			MMDBc0012544
BASm0015750	Penicilliquinone	Penicilliquinone is a secondary metabolite belonging to the class of quinones. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	COC1=CC(O)=CC2=C1C(=O)C1=C(C=C(C=C1O)C(O)=O)C2=O	C16H10O7	InChI=1S/C16H10O7/c1-23-11-5-7(17)4-9-13(11)15(20)12-8(14(9)19)2-6(16(21)22)3-10(12)18/h2-5,17-18H,1H3,(H,21,22)	DOZQTWOEIPPXBX-UHFFFAOYSA-N	314.0426527			MMDBc0012546
BASm0015751	Prenpenicillide	Prenpenicillide is a β-lactam antibiotic metabolite. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	COC1=C(CC=C(C)C)C=CC2=C1C(=O)OCC1=C(O2)C(O)=CC(C)=C1	C21H22O5	InChI=1S/C21H22O5/c1-12(2)5-6-14-7-8-17-18(20(14)24-4)21(23)25-11-15-9-13(3)10-16(22)19(15)26-17/h5,7-10,22H,6,11H2,1-4H3	DAYHBPLBWJDGSZ-UHFFFAOYSA-N	354.1467238			MMDBc0012591
BASm0015752	15-0-acetylwaraterpol	15-0-acetylwaraterpol is a member of the class of metabolites known as acetylated derivatives. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	CC(CO)CCCC(C)(O)C1=CC=C(COC(C)=O)C=C1O	C17H26O5	InChI=1S/C17H26O5/c1-12(10-18)5-4-8-17(3,21)15-7-6-14(9-16(15)20)11-22-13(2)19/h6-7,9,12,18,20-21H,4-5,8,10-11H2,1-3H3	QIMUAEOFGNMNCW-UHFFFAOYSA-N	310.1780239			MMDBc0012597
BASm0015753	Stevastelin A	Stevastelin A is a sulphonylated derivative of stevastelin B, classified as a metabolite within the realm of immunosuppressants. Its chemical structure includes components such as valine, threonine, serine, and 3,5-dihydroxy-2,4-dimethyl stearic acid, with the addition of an O-sulfonylthreonyl modification. Spectroscopic and chemical studies have elucidated its structure, revealing cyclic formations due to ester linkages between the carboxylic group of the O-acetylserine moiety and the hydroxyl groups of the fatty acid moiety. In vitro studies have demonstrated that stevastelin A inhibits the phosphatase activity of the dual-specificity phosphatase VH1-related human protein (VHR), although it does not exhibit inhibitory effects on gene expression or cell-cycle progression in situ. These characteristics suggest a potential role in modulating cellular signaling pathways, particularly in the context of immune responses. The unique structural features and biological activities of stevastelin A position it as a compound of interest in the development of therapeutic agents targeting immune-related conditions (PMID:9195865, PMID:8698640).		Expected Solid	[H][C@](C)(OS(O)(=O)=O)[C@]1([H])N=C(O)[C@@]([H])(N=C(O)C([H])(C)C([H])(O)C([H])(C)C([H])(CCCCCCCCCCCCC)OC(=O)[C@]([H])(COC(C)=O)N=C1O)C(C)C	C34H61N3O12S	InChI=1S/C34H61N3O12S/c1-8-9-10-11-12-13-14-15-16-17-18-19-27-22(4)30(39)23(5)31(40)36-28(21(2)3)32(41)37-29(24(6)49-50(44,45)46)33(42)35-26(34(43)48-27)20-47-25(7)38/h21-24,26-30,39H,8-20H2,1-7H3,(H,35,42)(H,36,40)(H,37,41)(H,44,45,46)/t22?,23?,24-,26+,27?,28+,29+,30?/m1/s1	VUMYBJFFBNXPOV-CSFMTDHRSA-N	735.3975956			MMDBc0012601
BASm0015754	Alutacenoic acid A	Alutacenoic acid A is a metabolite belonging to the class of organic acids. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	OC(=O)CCCCCC1=CC1=O	C9H12O3	InChI=1S/C9H12O3/c10-8-6-7(8)4-2-1-3-5-9(11)12/h6H,1-5H2,(H,11,12)	PILZQFAVBOKECT-UHFFFAOYSA-N	168.0786442			MMDBc0012603
BASm0015755	Csypyrone B2	Csypyrone B2 is a polyketide, a chemical class characterized by its biosynthesis through the condensation of acetyl-CoA units, typically involving polyketide synthases. It is identified as a metabolite produced by the fungus Aspergillus oryzae, specifically as a minor product of the type III polyketide synthase CsyB, alongside its homologue csypyrone B3 (PMID:23290452). Csypyrone B2 and B3 differ from the main product, csypyrone B1, primarily in their side chain lengths, indicating a variation in their structural complexity and potentially their biological activities (PMID:23290452). While the specific biological functions of csypyrone B2 remain to be fully elucidated, polyketides are known for their diverse roles in nature, including antimicrobial and antifungal properties, which may suggest a potential ecological significance for this compound in its native fungal environment.		Expected Solid	CC(=O)C1=C(O)C=C(CCCC(O)=O)OC1=O	C11H12O6	InChI=1S/C11H12O6/c1-6(12)10-8(13)5-7(17-11(10)16)3-2-4-9(14)15/h5,13H,2-4H2,1H3,(H,14,15)	ZYJVKDQYGKXGIF-UHFFFAOYSA-N	240.0633881			MMDBc0012606
BASm0015756	Penostatin C	Penostatin C is a secondary metabolite belonging to the class of protein phosphatase inhibitors. It was isolated from the entomogenous fungus Isaria tenuipes during a search for novel compounds that can inhibit protein phosphatases, which are crucial enzymes involved in various cellular processes, including signal transduction and cell cycle regulation. The discovery of penostatin C, alongside other related compounds such as penostatin A, B, and J, highlights its potential significance in biochemical research and therapeutic applications. The structural and functional properties of penostatin C may provide insights into the development of new pharmacological agents targeting protein phosphatases, which are implicated in numerous diseases, including cancer and neurodegenerative disorders. Further studies are warranted to elucidate the specific mechanisms of action and potential biological activities of penostatin C, as well as its efficacy and safety in clinical contexts. The isolation of this compound underscores the importance of natural products derived from fungi in the ongoing quest for innovative therapeutic strategies. (PMID:24481115)		Expected Solid	[H]\C(CCCCCCC)=C(\[H])[C@]1([H])O[C@@]2([H])C(=O)C=C3C=CC[C@@]3([H])[C@]2([H])C=C1C	C22H30O2	InChI=1S/C22H30O2/c1-3-4-5-6-7-8-9-13-21-16(2)14-19-18-12-10-11-17(18)15-20(23)22(19)24-21/h9-11,13-15,18-19,21-22H,3-8,12H2,1-2H3/b13-9+/t18-,19+,21+,22-/m1/s1	HWLGMVWNJRZMKV-MHNZBMDGSA-N	326.2245802			MMDBc0012608
BASm0015757	Pestaloficiol S	Pestaloficiol S is a benzofuran derivative belonging to the class of isoprenylated chromones. It was identified as a novel metabolite isolated from the solid cultures of the plant endophytic fungus Pestalotiopsis fici, alongside other compounds such as pestaloficiols Q and R, as well as known metabolites like anofinic acid, siccayne, and pyrenophorol (PMID:23353656). This compound contributes to the diverse chemical arsenal of secondary metabolites produced by endophytic fungi, which are known for their potential bioactive properties. The presence of isoprenyl groups in its structure may suggest possible roles in ecological interactions, such as plant-fungal symbiosis or defense mechanisms against pathogens. Further studies on Pestaloficiol S could elucidate its biological activities and potential applications in pharmaceuticals or agriculture, highlighting the importance of fungal metabolites in natural product chemistry and their implications in various biological contexts.		Expected Solid	CC(=C)C#CC1=C2CC(C)(C)OC2=C(O)C=C1	C15H16O2	InChI=1S/C15H16O2/c1-10(2)5-6-11-7-8-13(16)14-12(11)9-15(3,4)17-14/h7-8,16H,1,9H2,2-4H3	OXUABLGHDLQARM-UHFFFAOYSA-N	228.1150298			MMDBc0012617
BASm0015758	NI15501A	NI15501A is a novel anthranilamide derivative, classified within the chemical class of amides. It is derived from a marine fungus, specifically Penicillium sp., which highlights the potential of marine-derived compounds in pharmaceutical research. The unique structure of NI15501A may contribute to its biological activity, making it a subject of interest in the study of marine natural products and their applications in medicine. The exploration of such metabolites is crucial as they can offer insights into new therapeutic agents and mechanisms of action. The discovery of NI15501A underscores the importance of natural products in drug discovery and development, particularly those sourced from diverse ecosystems like marine environments. As research continues, understanding the specific biochemical pathways and potential therapeutic applications of NI15501A could pave the way for innovations in treating various diseases. The characterization of this compound and its derivatives may lead to significant advancements in medicinal chemistry and pharmacology, as evidenced by its identification in the literature (PMID:9630869).		Expected Solid	[H][C@@](C)(N=C(C)O)C(O)=NC1=CC=CC=C1C(O)=N	C12H15N3O3	InChI=1S/C12H15N3O3/c1-7(14-8(2)16)12(18)15-10-6-4-3-5-9(10)11(13)17/h3-7H,1-2H3,(H2,13,17)(H,14,16)(H,15,18)/t7-/m0/s1	TVWVXIWYFXAZHZ-ZETCQYMHSA-N	249.1113414			MMDBc0012632
BASm0015759	Territrem B	Territrem B is a meroterpenoid, a chemical class that combines elements of terpenes and other organic compounds, and is characterized as a significant metabolite derived from the fermentation extract of fungi such as Alternaria sp. This compound has been identified as an acetylcholinesterase (AChE) inhibitor, demonstrating notable activity against various biological targets, including the prevention of Phytophthora blight caused by Phytophthora capsici (PMID:40638848). The compound's structure allows it to bind to AChE, affecting both the active and peripheral sites, which contributes to its inhibitory potency (PMIDs:24900610, 24573600). Additionally, in vitro studies have shown that territrem B can reduce apoptotic cell death under normal culture conditions when used alongside other AChE inhibitors (PMID:32761307). Its unique conformational characteristics, particularly in the E-ring, are believed to influence its binding affinity and mechanism of action against AChE (PMID:40863500). Overall, territrem B represents a promising natural product with potential applications in both agricultural and medicinal fields due to its bioactive properties.		Expected Solid	[H]C12CC(=O)[C@@]3(CO1)[C@@](O)(CC[C@@]1(C)OC4=C(C[C@]31O)C(=O)OC(=C4)C1=CC(OC)=C(OC)C(OC)=C1)C2(C)C	C29H34O10	InChI=1S/C29H34O10/c1-25(2)22-12-21(30)27(14-37-22)28(25,32)8-7-26(3)29(27,33)13-16-18(39-26)11-17(38-24(16)31)15-9-19(34-4)23(36-6)20(10-15)35-5/h9-11,22,32-33H,7-8,12-14H2,1-6H3/t22?,26-,27+,28-,29-/m1/s1	ATLGSZPVKAPATP-QNEAMCJZSA-N	542.2151973			MMDBc0012635
BASm0015760	Geodin hydrate	Geodin hydrate is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	COC(=O)C1=C(OC2=C(Cl)C(C)=C(Cl)C=C2C(O)=O)C(OC)=CC(O)=C1	C17H14Cl2O7	InChI=1S/C17H14Cl2O7/c1-7-11(18)6-9(16(21)22)15(13(7)19)26-14-10(17(23)25-3)4-8(20)5-12(14)24-2/h4-6,20H,1-3H3,(H,21,22)	GJQXBDZABFKPRH-UHFFFAOYSA-N	400.0116582			MMDBc0012640
BASm0015761	Apratoxin A			Expected Solid	[H]\C1=C(C)/C(O)=N[C@@]([H])(CC2=CC=C(OC)C=C2)C(=O)N(C)[C@@]([H])(C)C(=O)N(C)[C@@]([H])(C(=O)N2CCC[C@@]2([H])C(=O)O[C@@]([H])(C[C@@]([H])(C)C[C@]([H])(O)[C@]([H])(C)C2=N[C@]1([H])CS2)C(C)(C)C)[C@@]([H])(C)CC	C45H69N5O8S	InChI=1S/C45H69N5O8S/c1-13-27(3)38-43(55)50-20-14-15-35(50)44(56)58-37(45(7,8)9)22-26(2)21-36(51)29(5)40-46-32(25-59-40)23-28(4)39(52)47-34(24-31-16-18-33(57-12)19-17-31)42(54)48(10)30(6)41(53)49(38)11/h16-19,23,26-27,29-30,32,34-38,51H,13-15,20-22,24-25H2,1-12H3,(H,47,52)/b28-23+/t26-,27-,29-,30-,32-,34-,35-,36-,37-,38+/m0/s1	KXUJXPZXILTXDA-JHMIWIOGSA-N	839.4866854			MMDBc0012642
BASm0015762	Cochliodinol	Cochliodinol is a secondary metabolite belonging to the class of fungal metabolites. It has garnered attention in biomedical research due to its notable biological activities. For instance, cochliodinol exhibited strong antimalarial activity with an IC50 of 4.39 µM, making it a compound of interest in the search for new antimalarial agents (PMID:39676752). Additionally, it has been isolated alongside other compounds from the fungus Chaetomium globosum, highlighting its presence in the fungal secondary metabolome (PMID:26125976). Chemical analyses have identified cochliodinol as one of the known compounds in various Chaetomium species, which are recognized for producing a range of bioactive metabolites (PMID:6541963). Its antioxidant potential is also noteworthy, as it demonstrated intense DPPH radical scavenging activity with an IC50 of 3.06 μg/mL, comparable to ascorbic acid (PMID:35761187). Furthermore, cochliodinol has been studied for its effects on the respiration of Fusarium oxysporum, indicating its potential ecological interactions (PMID:5555523). Overall, cochliodinol's diverse biological activities and its role in the secondary metabolome of fungi underscore its significance in both chemistry and biology.		Expected Solid	CC(C)=CCC1=CC=C2NC=C(C2=C1)C1=C(O)C(=O)C(C2=CNC3=CC=C(CC=C(C)C)C=C23)=C(O)C1=O	C32H30N2O4	InChI=1S/C32H30N2O4/c1-17(2)5-7-19-9-11-25-21(13-19)23(15-33-25)27-29(35)31(37)28(32(38)30(27)36)24-16-34-26-12-10-20(14-22(24)26)8-6-18(3)4/h5-6,9-16,33-35,38H,7-8H2,1-4H3	ZXRULNXZJSCTQQ-UHFFFAOYSA-N	506.2205575			MMDBc0012649
BASm0015763	Steffimycin D			Expected Solid	COC1C(O)C(O)C(C)OC1OC1C(OC)C(C)(O)CC2=CC3=C(C(O)=C12)C(=O)C1=C(O)C=C(OC)C=C1C3=O	C28H32O12	InChI=1S/C28H32O12/c1-10-19(30)23(34)25(37-4)27(39-10)40-24-16-11(9-28(2,35)26(24)38-5)6-13-18(21(16)32)22(33)17-14(20(13)31)7-12(36-3)8-15(17)29/h6-8,10,19,23-27,29-30,32,34-35H,9H2,1-5H3	FAXXYXLNSNAHOO-UHFFFAOYSA-N	560.1893765			MMDBc0012673
BASm0015764	Fumisoquin A	Fumisoquin A is a secondary metabolite belonging to the class of quinones. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential biological activities.		Expected Solid	NC1CC(O)C2C(O)C3=C(CN2C1=O)C(O)=C(O)C=C3	C13H16N2O5	InChI=1S/C13H16N2O5/c14-7-3-9(17)10-12(19)5-1-2-8(16)11(18)6(5)4-15(10)13(7)20/h1-2,7,9-10,12,16-19H,3-4,14H2	DGLVASJKYCTLGR-UHFFFAOYSA-N	280.1059216			MMDBc0012675
BASm0015765	Farinamycin	Farinamycin is a quinazoline, a chemical class characterized by a bicyclic structure containing a benzene ring fused to a pyrimidine ring. This metabolite is produced by the bacterium Streptomyces griseus, which is well-known for its ability to produce various bioactive compounds, including phenoxazinone antibiotics. The isolation of farinamycin occurred after fermentation in a flour-based medium, highlighting the potential of utilizing different substrates to enhance the production of novel metabolites. The discovery of farinamycin adds to the diverse array of secondary metabolites produced by Streptomyces species and underscores the significance of these bacteria in natural product chemistry and drug discovery. The unique structural features of quinazolines, including their nitrogen-containing rings, contribute to their biological activities, making farinamycin a compound of interest for further investigation in both chemistry and pharmacology. The exploration of farinamycin's properties may reveal insights into its mechanism of action and potential applications in medicine. (PMID:21939253)		Expected Solid	[H][C@@]1(O)C(=N)C(C(O)=N)=C(O)[C@]([H])(NC2=C(O)C=CC(=C2)C2=NC3=C(C=CC=C3O)C(O)=N2)[C@@]1([H])O	C21H19N5O7	InChI=1S/C21H19N5O7/c22-13-12(19(23)32)16(29)15(18(31)17(13)30)24-9-6-7(4-5-10(9)27)20-25-14-8(21(33)26-20)2-1-3-11(14)28/h1-6,15,17-18,22,24,27-31H,(H2,23,32)(H,25,26,33)/t15-,17+,18+/m0/s1	CSYYLLBGIIYORZ-CGTJXYLNSA-N	453.128448			MMDBc0012698
BASm0015766	Punctaporonin B	Punctaporonin B is a caryophyllene-based sesquiterpenoid, a chemical class known for its diverse structural complexity and biological activities. It was isolated from the fermentation broth of the sponge-derived fungus Hansfordia sinuosae, alongside six other related compounds named punctaporonins H-M (1-6) and humulane (8) (PMID:24983636). The structural elucidation and total synthesis of punctaporonin B have been documented, highlighting its significance in the study of natural products and synthetic organic chemistry (PMID:22148822). This compound may possess unique biological properties, given the known activities of sesquiterpenoids, which often exhibit antimicrobial, anti-inflammatory, and anticancer effects. Further research into punctaporonin B could unveil its potential applications in pharmacology and drug development, making it a compound of interest within the field of medicinal chemistry.		Expected Solid	[H]/C1=C([H])/[C@@](C)(O)CC[C@]2(O)[C@]([H])(CC2(C)C)/C(CO)=C\1/[H]	C15H24O3	InChI=1S/C15H24O3/c1-13(2)9-12-11(10-16)5-4-6-14(3,17)7-8-15(12,13)18/h4-6,12,16-18H,7-10H2,1-3H3/b6-4-,11-5-/t12-,14-,15+/m1/s1	FCUGGFFHQXNXJN-MNRPPXDRSA-N	252.1725446			MMDBc0012707
BASm0015767	Oxysporone	Oxysporone is a dihydrofuropyranone, a chemical class known for its diverse biological activities. This metabolite has been identified as a significant virulence factor in the pathogenic fungus N. (PMID:32603933). Notably, oxysporone exhibits high levels of phytotoxic activity, with lesion areas ranging from 21.5 to 84.3 mm² after 9 days of treatment, surpassing the phytotoxic effects of related compounds (PMID:32603933). Additionally, oxysporone has demonstrated anti-MRSA activity, highlighting its potential as an antimicrobial agent, particularly when derived from the endophytic fungus Pestalotia sp. (PMID:29193363). The structural elucidation of oxysporone and its derivatives has been achieved through spectroscopic techniques, confirming its unique chemical properties (PMID:29193363). Furthermore, studies involving optical rotatory dispersion (ORD), electronic circular dichroism (ECD), and vibrational circular dichroism (VCD) have provided insights into the absolute configuration of oxysporone and related metabolites (PMID:23427901). The discovery of new oxysporone derivatives from the fermentation broth of Pestalotiopsis karstenii further emphasizes its significance in the realm of natural products and potential therapeutic applications (PMID:22805506).		Expected Solid	[H][C@]12OC(=O)C[C@@]1([H])[C@]([H])(O)C=CO2	C7H8O4	InChI=1S/C7H8O4/c8-5-1-2-10-7-4(5)3-6(9)11-7/h1-2,4-5,7-8H,3H2/t4-,5+,7-/m0/s1	RJIMODGWTUNSPV-BFHQHQDPSA-N	156.0422587			MMDBc0012713
BASm0015768	Neoergosterol	Neoergosterol is a sterol, a class of organic compounds characterized by a four-ring structure and a hydroxyl group. It is a metabolite identified in various biological contexts, particularly within fungal species. Neoergosterol has been detected alongside other sterols such as ergosta-3,5,7,9(11),22-pentaene and stigmasterol in crude extracts, highlighting its presence in complex biological matrices (PMID:27198920). Research has elucidated aspects of its biogenesis, suggesting a regulatory role in sterol biosynthesis within fungi, alongside other compounds like phycomysterols (PMID:11958798). The structural characterization of neoergosterol has been confirmed through chemical synthesis, reinforcing its significance in metabolic pathways (PMID:9868149). Additionally, neoergosterol can undergo chemical transformations, such as oxidation leading to the formation of neoergosterone enol-trimethylsilyl ether (PMID:1268323), and it can be converted from ergosterol via direct peroxide cleavage, illustrating its potential biological and chemical versatility (PMID:5117701). Overall, neoergosterol represents an important compound in the study of sterols, with implications for both chemistry and biology.		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(C)C1([H])CC[C@@]2([H])C3=C(CC[C@]12C)C1=C(C[C@@]([H])(O)CC1)C=C3)[C@]([H])(C)C(C)C	C27H40O	InChI=1S/C27H40O/c1-17(2)18(3)6-7-19(4)25-12-13-26-24-10-8-20-16-21(28)9-11-22(20)23(24)14-15-27(25,26)5/h6-8,10,17-19,21,25-26,28H,9,11-16H2,1-5H3/b7-6+/t18-,19+,21-,25?,26-,27+/m0/s1	MNMJPUHGVUDRCV-PBUYBTHQSA-N	380.3079159			MMDBc0012722
BASm0015769	methyl 4,9-dimethyldecanoate	Methyl 4,9-dimethyldecanoate is a fatty acid ester belonging to the class of methyl esters. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid	COC(=O)CCC(C)CCCCC(C)C	C13H26O2	InChI=1S/C13H26O2/c1-11(2)7-5-6-8-12(3)9-10-13(14)15-4/h11-12H,5-10H2,1-4H3	BUAGASJNVKDZLY-UHFFFAOYSA-N	214.1932801			MMDBc0012727
BASm0015770	Stevastelin A3	Stevastelin A3 is a secondary metabolite belonging to the class of polyketides, specifically derived from a high-producing mutant of Penicillium sp. This compound has garnered interest due to its potential biological activities, which are often associated with polyketides. The discovery of Stevastelin A3, along with its congeners D3 and E3, highlights the diverse chemical repertoire that can be produced by fungal species, particularly those that have been genetically modified for enhanced metabolite production (PMID:8968400). The structural characteristics of Stevastelin A3 may contribute to its biological effects, which could include antimicrobial or antifungal properties, common among polyketide compounds. Further research into the biosynthesis and mechanisms of action of Stevastelin A3 could provide insights into its potential applications in medicine or agriculture, as well as enhance our understanding of the metabolic pathways utilized by fungi in producing such bioactive compounds. Overall, Stevastelin A3 represents an intriguing subject for further investigation within the fields of natural products chemistry and pharmacology.		Expected Solid		C34H61N3O12S		CJLJASOVVWRIFV-UHFFFAOYNA-N	735.3975956			MMDBc0012742
BASm0015771	Hydroxydebromomarinone	Hydroxydebromomarinone is a polyphenolic compound belonging to the class of flavonoids. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological activities.		Expected Solid	[H][C@@]12CC[C@](C)(O)C=C1C1=C(O[C@@]2(C)CCC=C(C)C)C(=O)C2=C(C=C(O)C=C2O)C1=O	C25H28O6	InChI=1S/C25H28O6/c1-13(2)6-5-8-25(4)17-7-9-24(3,30)12-16(17)20-21(28)15-10-14(26)11-18(27)19(15)22(29)23(20)31-25/h6,10-12,17,26-27,30H,5,7-9H2,1-4H3/t17-,24+,25+/m1/s1	MUPLWVKSOMVFQB-XATISFHKSA-N	424.1885886			MMDBc0012746
BASm0015772	Chaetomugilin E	Chaetomugilin E is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(C)CC)C1=CC2=C(Cl)C(=O)[C@@]3(C)O[C@@]4(OC)[C@]([H])(C(=O)O[C@]([H])(C)[C@@]4([H])C)[C@@]3([H])C2=CO1	C24H29ClO6	InChI=1S/C24H29ClO6/c1-7-12(2)8-9-15-10-16-17(11-29-15)18-19-22(27)30-14(4)13(3)24(19,28-6)31-23(18,5)21(26)20(16)25/h8-14,18-19H,7H2,1-6H3/b9-8+/t12-,13+,14+,18+,19-,23-,24+/m0/s1	XGXRGYADYVZCTF-OPLDBLFRSA-N	448.1652664			MMDBc0012747
BASm0015773	Aflaquinolone F			Expected Solid	[H][C@@]1(O)C(O)=NC2=CC=CC=C2[C@@]1(O)C1=CC=CC=C1	C15H13NO3	InChI=1S/C15H13NO3/c17-13-14(18)16-12-9-5-4-8-11(12)15(13,19)10-6-2-1-3-7-10/h1-9,13,17,19H,(H,16,18)/t13-,15+/m1/s1	ICAOEYXCZNNQNW-HIFRSBDPSA-N	255.0895433			MMDBc0012749
BASm0015774	Gliotoxin G	Gliotoxin G is a mycotoxin belonging to the class of epipolythiodioxopiperazines. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and effects.		Expected Solid	[H][C@]12N3C(=O)[C@@]4(CO)SSSS[C@]3(CC1=CC=C[C@]2([H])O)C(=O)N4C	C13H14N2O4S4	InChI=1S/C13H14N2O4S4/c1-14-10(18)12-5-7-3-2-4-8(17)9(7)15(12)11(19)13(14,6-16)21-23-22-20-12/h2-4,8-9,16-17H,5-6H2,1H3/t8-,9-,12+,13+/m0/s1	TZBWGHOEGGDHNR-RBJBARPLSA-N	389.9836416			MMDBc0012750
BASm0015775	Tricycloalternarene 6b	Tricycloalternarene 6b is a member of the chemical class of polycyclic aromatic hydrocarbons. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential biological significance.		Expected Solid		C21H32O5		QQLTWWDUOUVAFG-UHFFFAOYNA-N	364.2249741			MMDBc0012757
BASm0015776	Yanuthone E	Yanuthone E is a flavonoid compound. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	[H]\C(CC\C(C)=C(/[H])CC12O[C@]1([H])[C@]([H])(O)C(COC(=O)CC(C)(O)CC(C)=O)=CC2=O)=C(\C)CCC=C(C)C	C29H42O7	InChI=1S/C29H42O7/c1-19(2)9-7-10-20(3)11-8-12-21(4)13-14-29-24(31)15-23(26(33)27(29)36-29)18-35-25(32)17-28(6,34)16-22(5)30/h9,11,13,15,26-27,33-34H,7-8,10,12,14,16-18H2,1-6H3/b20-11+,21-13+/t26-,27-,28?,29?/m1/s1	MNXQOIADDWQXHH-FYRVNETASA-N	502.2930537			MMDBc0012765
BASm0015777	3,5-Dichloro-2'-O-methylanziaic acid			Expected Solid	CCCCCC1=CC(OC(=O)C2=C(O)C(Cl)=C(O)C(Cl)=C2CCCCC)=CC(OC)=C1C(O)=O	C25H30Cl2O7	InChI=1S/C25H30Cl2O7/c1-4-6-8-10-14-12-15(13-17(33-3)18(14)24(30)31)34-25(32)19-16(11-9-7-5-2)20(26)23(29)21(27)22(19)28/h12-13,28-29H,4-11H2,1-3H3,(H,30,31)	IDRJMRKONACJDM-UHFFFAOYSA-N	512.1368587			MMDBc0012766
BASm0015778	Carboxymycobactin-2	Carboxymycobactin-2 is a siderophore, a chemical class of compounds that chelate iron and are produced by certain bacteria to acquire this essential nutrient. There is limited literature on Carboxymycobactin-2, and further research is needed to fully understand its biological significance and potential applications.		Expected Solid		C37H53N5O12		JORHSMOFGIVRFR-GXHLCREINA-N	759.3690722			MMDBc0012769
BASm0015779	Anhydrohapaloxindole A			Expected Solid	[H][C@@]1(Cl)C[C@@]2([H])C(=C3C(O)=NC4=CC=CC(=C34)C2(C)C)[C@]([H])([N+]#[C-])[C@@]1(C)C=C	C21H21ClN2O	InChI=1S/C21H21ClN2O/c1-6-21(4)14(22)10-12-16(18(21)23-5)17-15-11(20(12,2)3)8-7-9-13(15)24-19(17)25/h6-9,12,14,18H,1,10H2,2-4H3,(H,24,25)/t12-,14+,18-,21-/m0/s1	ZHHYANZIARLNFJ-KEWKWHHGSA-N	352.134241			MMDBc0012786
BASm0015780	Brevione H	Brevione H is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating a need for further research to better understand its properties and potential applications.		Expected Solid	[H][C@]1(O)O[C@@]2([H])C3=C(O[C@]22C(C)=C[C@@]4([H])O[C@@]5([H])CC(=O)C=C(C)[C@]6([H])CC[C@@]12[C@@]4([H])[C@@]56C)C(C)=C(C)OC3=O	C27H30O7	InChI=1S/C27H30O7/c1-11-8-15(28)10-18-25(5)16(11)6-7-26-21(25)17(32-18)9-12(2)27(26)22(33-24(26)30)19-20(34-27)13(3)14(4)31-23(19)29/h8-9,16-18,21-22,24,30H,6-7,10H2,1-5H3/t16-,17+,18-,21+,22-,24-,25+,26+,27+/m0/s1	JPXZJDMFVHWBKF-JPHWDXFPSA-N	466.1991533			MMDBc0012787
BASm0015781	Fimsbactin D	Fimsbactin D is a siderophore, a chemical class of molecules that chelate iron and facilitate its transport in biological systems. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid	[H][C@@](COC(=O)C1=C(O)C(O)=CC=C1)(N=C(O)[C@]1([H])COC(=N1)C1=C(O)C(O)=CC=C1)C(O)=NCCCN=C(C)O	C25H28N4O10	InChI=1S/C25H28N4O10/c1-13(30)26-9-4-10-27-22(35)16(12-39-25(37)15-6-3-8-19(32)21(15)34)28-23(36)17-11-38-24(29-17)14-5-2-7-18(31)20(14)33/h2-3,5-8,16-17,31-34H,4,9-12H2,1H3,(H,26,30)(H,27,35)(H,28,36)/t16-,17-/m0/s1	AIGALQWZVLEUFI-IRXDYDNUSA-N	544.1805431			MMDBc0012801
BASm0015782	Dihydrocarolic acid	Dihydrocarolic acid is a natural product classified as a metabolite within the chemical class of organic acids. It has been identified as an inhibitor of CD45 tyrosine phosphatase, a crucial enzyme involved in the regulation of immune responses. This compound, along with penitricin D, was isolated from the fermentation broth of the fungus Aspergillus niger, showcasing the potential of fungal metabolites in biochemistry and pharmacology. The purification process employed high-speed countercurrent chromatography (HSCCC) followed by high-performance liquid chromatography (HPLC), highlighting the advanced techniques used to isolate bioactive compounds from natural sources. The relevance of dihydrocarolic acid in the context of immune modulation suggests its potential utility in therapeutic applications, particularly in disorders where CD45 activity is implicated. Further research into its biological activity and mechanisms of action may provide insights into its role in cellular signaling pathways and its possible applications in medicine. (PMID:10805569)		Expected Solid	C=C1OC(=O)\C(=C2/CCCO2)C1=O	C9H8O4	InChI=1S/C9H8O4/c1-5-8(10)7(9(11)13-5)6-3-2-4-12-6/h1-4H2/b7-6+	NBPJTZQIOVMOFS-VOTSOKGWSA-N	180.0422587			MMDBc0012802
BASm0015783	Penicisochroman I	Penicisochroman I is a member of the chemical class of chromans, specifically a metabolite derived from penicillin. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@](C)(O)[C@@]([H])(O)C1=C(CO)C2=C(CC([H])(O2)C(C)(C)O)C=C1	C15H22O5	InChI=1S/C15H22O5/c1-8(17)13(18)10-5-4-9-6-12(15(2,3)19)20-14(9)11(10)7-16/h4-5,8,12-13,16-19H,6-7H2,1-3H3/t8-,12?,13+/m0/s1	JOHWLVUKAYKVGY-XTWJBHNRSA-N	282.1467238			MMDBc0012804
BASm0015784	Heptaprenylcycline	Heptaprenylcycline is a novel monocyclic C(35) terpene belonging to the chemical class of terpenes. It has been identified as a metabolite produced by nonpathogenic Mycobacterium species, where it exists alongside other related compounds such as dehydroheptaprenylcyclines. Specifically, (14E)- and (14Z)-dehydroheptaprenylcycline were characterized as minor metabolites in these bacterial cells (PMID:20672281). The biosynthetic pathway of heptaprenylcycline B, a related compound with a ketone functional group, was explored using ancymidol, an inhibitor of P450 monooxygenase, suggesting the enzyme's role in its production (PMID:20057120). Furthermore, heptaprenylcycline was isolated from three different Mycobacterium species, highlighting its presence in a diverse range of nonpathogenic strains (PMID:18843409). The study of these compounds contributes to the understanding of terpene biosynthesis in Mycobacterium and may provide insights into their biological functions and potential applications in medicine.		Expected Solid		C35H64		HYJZKCOWAKHVCB-JDCMOKTRNA-N	484.5008021			MMDBc0012825
BASm0015785	(1S,2R)-3-oxo-2-(2Z-pentenyl)cyclopentane-1-hexanoic acid	(1S,2R)-3-oxo-2-(2Z-pentenyl)cyclopentane-1-hexanoic acid is a cyclopentane derivative belonging to the class of fatty acids. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(CC)=C(/[H])C[C@@]1([H])C(=O)CC[C@]1([H])CCCCCC(O)=O	C16H26O3	InChI=1S/C16H26O3/c1-2-3-5-9-14-13(11-12-15(14)17)8-6-4-7-10-16(18)19/h3,5,13-14H,2,4,6-12H2,1H3,(H,18,19)/b5-3-/t13-,14+/m0/s1	WIJWBOWLVOOYFR-XEKFUKFUSA-N	266.1881947			MMDBc0012830
BASm0015786	Pneumocandin B2	Pneumocandin B2 is a cyclic lipopeptide belonging to the class of echinocandins. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@](C)(CC)C[C@]([H])(C)CCCCCCCCC(O)=N[C@]1([H])CCCN=C(O)[C@@]2([H])N(CC[C@]2([H])O)C(=O)[C@@]([H])(N=C(O)[C@@]([H])(N=C(O)[C@]2([H])C[C@@]([H])(O)CN2C(=O)[C@@]([H])(N=C1O)[C@@]([H])(C)O)[C@]([H])(O)[C@@]([H])(O)C1=CC=C(O)C=C1)[C@]([H])(O)CC(O)=N	C50H80N8O15	InChI=1S/C50H80N8O15/c1-5-27(2)23-28(3)13-10-8-6-7-9-11-15-38(65)53-33-14-12-21-52-48(71)42-35(62)20-22-57(42)50(73)40(36(63)25-37(51)64)55-47(70)41(44(67)43(66)30-16-18-31(60)19-17-30)56-46(69)34-24-32(61)26-58(34)49(72)39(29(4)59)54-45(33)68/h16-19,27-29,32-36,39-44,59-63,66-67H,5-15,20-26H2,1-4H3,(H2,51,64)(H,52,71)(H,53,65)(H,54,68)(H,55,70)(H,56,69)/t27-,28+,29+,32+,33+,34-,35-,36+,39-,40-,41-,42-,43-,44-/m0/s1	CAUDURDUCQQHDE-GHMALVTLSA-N	1032.574314			MMDBc0012837
BASm0015787	11-β-methoxycurvularin	11-β-methoxycurvularin is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H][C@]1(C)CCC[C@]([H])(CC(=O)C2=C(O)C=C(O)C=C2CC(=O)O1)OC	C17H22O6	InChI=1S/C17H22O6/c1-10-4-3-5-13(22-2)9-15(20)17-11(7-16(21)23-10)6-12(18)8-14(17)19/h6,8,10,13,18-19H,3-5,7,9H2,1-2H3/t10-,13+/m0/s1	LBVPDFGFLMFDPI-GXFFZTMASA-N	322.1416384			MMDBc0012841
BASm0015788	Asterriquinone	Asterriquinone is a member of the chemical class of quinones, specifically categorized as a metabolite derived from various fungal species, including Aspergillus terreus. This compound has garnered attention for its potential neuroprotective activity, as evidenced by its inclusion in a group of non-endogenous quinones that exhibit such properties (PMID:38734756). Additionally, asterriquinone has been identified as a promising candidate for the development of new drugs aimed at treating Alzheimer's disease, demonstrating better binding scores as an acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) inhibitor compared to established inhibitors (PMID:38734756). The chemical structures of various asterriquinones, including asterriquinone C-1 and asterriquinone F, have been described in detail, highlighting their structural diversity within this class of compounds (PMID:35883808; PMID:33266016). Furthermore, the biosynthesis of asterriquinones involves specific enzymes, such as asterriquinone prenyltransferase, which plays a crucial role in their production (PMID:24302698). Overall, asterriquinones represent a significant area of interest in both chemistry and biological research due to their diverse bioactive properties and potential therapeutic applications.		Expected Solid	CC(C)(C=C)N1C=C(C2=CC=CC=C12)C1=C(O)C(=O)C(C2=CN(C3=CC=CC=C23)C(C)(C)C=C)=C(O)C1=O	C32H30N2O4	InChI=1S/C32H30N2O4/c1-7-31(3,4)33-17-21(19-13-9-11-15-23(19)33)25-27(35)29(37)26(30(38)28(25)36)22-18-34(32(5,6)8-2)24-16-12-10-14-20(22)24/h7-18,35,38H,1-2H2,3-6H3	KMHWTYMNRHJTQG-UHFFFAOYSA-N	506.2205575			MMDBc0012852
BASm0015789	Yanuthone C	Yanuthone C is a flavonoid compound. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(CC\C(C)=C(/[H])CC12O[C@]1([H])[C@]([H])(OC(C)=O)C(CO)=CC2=O)=C(\C)CCC=C(C)C	C24H34O5	InChI=1S/C24H34O5/c1-16(2)8-6-9-17(3)10-7-11-18(4)12-13-24-21(27)14-20(15-25)22(23(24)29-24)28-19(5)26/h8,10,12,14,22-23,25H,6-7,9,11,13,15H2,1-5H3/b17-10+,18-12+/t22-,23-,24?/m1/s1	OYNYZDMUQNAANI-XDLWMWEFSA-N	402.2406242			MMDBc0012855
BASm0015790	Walleminone	Walleminone is a secondary metabolite belonging to the class of fungal metabolites. It has been identified in various studies focusing on its biological activities and production conditions. Notably, exposure to walleminone, along with other metabolites like Chaetoglobosin A and chaetomugilin D, has been shown to significantly induce the production of Tnf-α, a key cytokine involved in inflammation (PMID:28535995). Additionally, mass spectrometric analysis has demonstrated that the presence of NaCl in the growth medium influences the production of walleminone, among other biologically active compounds (PMID:28036382). Specifically, increasing the NaCl concentration from 5% to 15% in the growth medium has been associated with enhanced production of walleminone and other toxic metabolites (PMID:28036382). Furthermore, walleminone has been detected in strains isolated from the built environment in Canada, indicating its ecological relevance and potential impact (PMID:24471934). Overall, walleminone represents a significant compound of interest in the study of fungal metabolites and their biological implications.		Expected Solid	[H][C@@]12CC(C)(C)[C@]1([H])CC(=O)[C@@]([H])(C)[C@]([H])(O)[C@]([H])(O)CC2=C	C15H24O3	InChI=1S/C15H24O3/c1-8-5-13(17)14(18)9(2)12(16)6-11-10(8)7-15(11,3)4/h9-11,13-14,17-18H,1,5-7H2,2-4H3/t9-,10+,11-,13-,14+/m1/s1	NGQXJSTYWWTPOG-VGYDOTAVSA-N	252.1725446			MMDBc0012856
BASm0015791	Pitipeptolide B			Expected Solid	[H][C@](C)(CC)[C@]1([H])OC(=O)[C@]([H])(CC2=CC=CC=C2)N(C)C(=O)[C@@]([H])(N=C(O)C(C)(C)[C@]([H])(CCCC=C)OC(=O)CN=C(O)[C@@]([H])(N=C(O)[C@]2([H])CCCN2C1=O)[C@@]([H])(C)CC)C(C)C	C44H67N5O9	InChI=1S/C44H67N5O9/c1-11-14-16-23-33-44(8,9)43(56)47-35(27(4)5)40(53)48(10)32(25-30-20-17-15-18-21-30)42(55)58-37(29(7)13-3)41(54)49-24-19-22-31(49)38(51)46-36(28(6)12-2)39(52)45-26-34(50)57-33/h11,15,17-18,20-21,27-29,31-33,35-37H,1,12-14,16,19,22-26H2,2-10H3,(H,45,52)(H,46,51)(H,47,56)/t28-,29-,31-,32-,33-,35-,36-,37-/m0/s1	WXTNWSNJAHRKRT-XXMTWPQQSA-N	809.4938788			MMDBc0012860
BASm0015792	Enniatin A1			Expected Solid	CCC(C)C1N(C)C(=O)C(OC(=O)C(C(C)CC)N(C)C(=O)C(OC(=O)C(C(C)C)N(C)C(=O)C(OC1=O)C(C)C)C(C)C)C(C)C	C35H61N3O9	InChI=1S/C35H61N3O9/c1-16-22(11)25-34(43)46-27(19(5)6)30(39)36(13)24(18(3)4)33(42)45-28(20(7)8)31(40)37(14)26(23(12)17-2)35(44)47-29(21(9)10)32(41)38(25)15/h18-29H,16-17H2,1-15H3	OWUREPXBPJFMOK-UHFFFAOYSA-N	667.4407806			MMDBc0012870
BASm0015793	Hypericin			Expected Solid	CC1=CC(=O)C2=C(O)C3=C(O)C=C(O)C4=C3C3=C2C1=C1C(C)=CC(=O)C2=C(O)C5=C(O)C=C(O)C4=C5C3=C12	C30H16O8	InChI=1S/C30H16O8/c1-7-3-9(31)19-23-15(7)16-8(2)4-10(32)20-24(16)28-26-18(12(34)6-14(36)22(26)30(20)38)17-11(33)5-13(35)21(29(19)37)25(17)27(23)28/h3-6,33-38H,1-2H3	YDOIFHVUBCIUHF-UHFFFAOYSA-N	504.0845175			MMDBc0012901
BASm0015794	10-Oxo-dihydrobotrydial	10-Oxo-dihydrobotrydial is a diketone compound belonging to the class of metabolites. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]12[C@]([H])(C[C@@]([H])(C)[C@]3([H])C(=O)OC[C@@](C)(CC1(C)C)[C@]23O)OC(C)=O	C17H26O5	InChI=1S/C17H26O5/c1-9-6-11(22-10(2)18)13-15(3,4)7-16(5)8-21-14(19)12(9)17(13,16)20/h9,11-13,20H,6-8H2,1-5H3/t9-,11+,12-,13+,16-,17-/m1/s1	MFOUCDNLAFNKML-SVLWDWOGSA-N	310.1780239			MMDBc0012928
BASm0015795	Sorrentanone	Sorrentanone is a monomeric sorbicillinoid, a class of compounds characterized by their unique structural framework and bioactive properties. This metabolite has garnered attention due to its antimicrobial potential, demonstrating efficacy against various Gram-positive bacteria, including Bacillus subtilis, Enterococcus faecalis, and Staphylococcus species (PMID:40615446). Recent studies have focused on optimizing synthetic routes to develop a library of sorrentanone esters, enhancing the exploration of its bioactivities (PMID:40615446). Additionally, sorrentanone has been synthesized through innovative chemo-enzymatic methods, allowing for the production of this compound alongside other related sorbicillinoids (PMID:29790637). The structural elucidation of sorrentanone has been achieved through advanced spectroscopic techniques, confirming its identity as a tetrasubstituted quinone isolated from the fungus Penicillium chrysogenum (PMID:7622440). The compound's ability to inhibit the growth of various bacterial strains highlights its potential application in antimicrobial therapies, making it a subject of interest in both chemistry and biology (PMID:37687129).		Expected Solid	[H]\C(C)=C(\[H])C([H])=C([H])C(=O)C1=C(C)C(=O)C(=O)C(C)=C1O	C14H14O4	InChI=1S/C14H14O4/c1-4-5-6-7-10(15)11-8(2)13(17)14(18)9(3)12(11)16/h4-7,16H,1-3H3/b5-4+,7-6+	QPJFEVOJXXMYHH-YTXTXJHMSA-N	246.0892089			MMDBc0012940
BASm0015796	Seco-Chaetomugilin D	Seco-Chaetomugilin D is a member of the class of natural products known as alkaloids. This compound has garnered attention for its potential pharmacological properties, particularly in the field of cancer research. Studies have demonstrated that Seco-Chaetomugilin D exhibits growth inhibitory activity against various cultured cancer cell lines, including P388, HL-60, L1210, and KB cells, indicating its potential as an antitumor agent (PMID:19597583). The specific mechanisms underlying its activity remain an area of investigation, but the compound's ability to target multiple cell lines suggests a broad spectrum of action, which is a characteristic feature of many alkaloids. As researchers continue to explore the biological effects of Seco-Chaetomugilin D, its structural characteristics and interactions at the molecular level may provide insights into its therapeutic potential and pave the way for the development of novel anticancer strategies.		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(C)CC)C1=CC2=C(Cl)C(=O)[C@@]3(C)O[C@](O)([C@]([H])(C)[C@@]([H])(C)O)[C@]([H])(C(=O)OC)[C@@]3([H])C2=CO1	C24H31ClO7	InChI=1S/C24H31ClO7/c1-7-12(2)8-9-15-10-16-17(11-31-15)18-19(22(28)30-6)24(29,13(3)14(4)26)32-23(18,5)21(27)20(16)25/h8-14,18-19,26,29H,7H2,1-6H3/b9-8+/t12-,13+,14+,18+,19-,23-,24+/m0/s1	YNPCOGQBGAEJQN-OPLDBLFRSA-N	466.175831			MMDBc0012957
BASm0015797	Plusbacin A3	Plusbacin A3 is a depsipeptide antibiotic that exhibits significant antibacterial activity, particularly against vancomycin-resistant bacteria. Its total synthesis has been achieved through solid-phase peptide synthesis (SPPS), involving peptide elongation on a solid support, followed by cleavage from the resin, macrolactamization, and global deprotection (PMID:35293208). The compound's structure and conformation have been studied using advanced NMR techniques, revealing its binding interactions with the cell walls of Staphylococcus aureus, where it contacts the peptidoglycan layer and membrane components (PMID:28135800). These interactions suggest a dual mode of action: first, plusbacin A3 disrupts the peptidoglycan layer closest to the membrane, inhibiting chain extension via transglycosylation; second, it may thin and disrupt the membrane, potentially affecting ATP-binding cassette transporters (PMID:28135800). The detailed synthetic studies and biological implications of plusbacin A3 highlight its potential as a therapeutic agent against resistant bacterial strains (PMID:29457732; PMID:17371023).		Expected Solid	CC(C)CCCCCCCCCCC1CC(O)=NC(C(C)O)C(O)=NC(C)C(=O)N2CCC(O)C2C(O)=NC(CCCNC(N)=N)C(O)=NC(C(O)C(O)=O)C(O)=NC(CO)C(=O)N2CCC(O)C2C(O)=NC(C(O)C(O)=O)C(=O)O1	C50H83N11O20	InChI=1S/C50H83N11O20/c1-24(2)14-11-9-7-5-6-8-10-12-15-27-22-32(66)57-33(26(4)63)41(70)54-25(3)45(74)60-20-17-30(64)36(60)43(72)55-28(16-13-19-53-50(51)52)40(69)58-34(38(67)47(76)77)42(71)56-29(23-62)46(75)61-21-18-31(65)37(61)44(73)59-35(49(80)81-27)39(68)48(78)79/h24-31,33-39,62-65,67-68H,5-23H2,1-4H3,(H,54,70)(H,55,72)(H,56,71)(H,57,66)(H,58,69)(H,59,73)(H,76,77)(H,78,79)(H4,51,52,53)	HFPVTZNYHFSJMC-UHFFFAOYSA-N	1157.581584			MMDBc0012962
BASm0015798	Expansolide B	Expansolide B is a cyclic peptide belonging to the class of natural products. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@]12CC([H])(C(=C)[C@@]([H])(C1)OC(C)=O)[C@]21CO[C@]2(C[C@@]([H])(C)C(=O)O2)C1	C17H22O5	InChI=1S/C17H22O5/c1-9-6-17(22-15(9)19)7-16(8-20-17)12-4-13(16)10(2)14(5-12)21-11(3)18/h9,12-14H,2,4-8H2,1,3H3/t9-,12+,13?,14-,16-,17+/m1/s1	HCLJMOPTDZVPLC-PCZGJBNQSA-N	306.1467238			MMDBc0012963
BASm0015799	Trichodermone	Trichodermone is a spiro-cytochalasan, a unique member of the cytochalasans chemical class, characterized by its unprecedented tetracyclic nucleus (7/5/6/5) structure. This metabolite is derived from the plant endophytic fungus Trichoderma gamsii, highlighting its significance in the realm of natural products. The synthesis of trichodermone, along with other related compounds, has been achieved through divergent total syntheses from a common precursor, aspochalasin D, which emphasizes its complex biosynthetic pathways (PMID:24422592). The structural analysis of trichodermone and its derivatives has provided insights into the cytochalasan biosynthetic network, further enhancing our understanding of these compounds (PMID:24422592). Additionally, trichodermone has been isolated alongside new cyclopentenones from various strains of Trichoderma, indicating its potential biological activity and relevance in pharmacological research (PMID:19809916). The exploration of trichodermone not only contributes to the field of organic chemistry but also opens avenues for biotechnological applications, given its origin from a fungus known for its diverse metabolic capabilities.		Expected Solid	[H][C@@](C)(C(C)=O)[C@@]1([H])[C@]([H])(CC(C)C)N=C(O)[C@@]11C2=C3[C@]([H])(CC1=O)CCCC[C@@]3(C)OC2=O	C24H33NO5	InChI=1S/C24H33NO5/c1-12(2)10-16-18(13(3)14(4)26)24(22(29)25-16)17(27)11-15-8-6-7-9-23(5)19(15)20(24)21(28)30-23/h12-13,15-16,18H,6-11H2,1-5H3,(H,25,29)/t13-,15+,16+,18+,23-,24-/m1/s1	WCSLFRZXNQREDG-UPKPFAIWSA-N	415.2358732			MMDBc0012969
BASm0015800	F-390-C	F-390-C is a metabolite belonging to the chemical class of organic compounds. There is limited literature available on F-390-C, indicating a lack of comprehensive studies and evidence regarding its properties and biological significance.		Expected Solid	[H][C@@]1(O)C=CC=C2C(=O)C3=C(O)C=C(CO)C=C3O[C@]12C(=O)OC	C16H14O7	InChI=1S/C16H14O7/c1-22-15(21)16-9(3-2-4-12(16)19)14(20)13-10(18)5-8(7-17)6-11(13)23-16/h2-6,12,17-19H,7H2,1H3/t12-,16+/m1/s1	PMHCAQUSIVAZPO-WBMJQRKESA-N	318.0739528			MMDBc0012973
BASm0015801	C-15 iturin A	C-15 iturin A is a lipopeptide antibiotic belonging to the iturin class of compounds. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]C(C)(CC)CCCCCCCCC1([H])CC(O)=N[C@@]([H])(CC(O)=N)C(O)=N[C@]([H])(CC2=CC=C(O)C=C2)C(O)=N[C@]([H])(CC(O)=N)C(O)=N[C@@]([H])(CCC(O)=N)C(=O)N2CCC[C@@]2([H])C(O)=N[C@]([H])(CC(O)=N)C(O)=N[C@@]([H])(CO)C(O)=N1	C49H76N12O14	InChI=1S/C49H76N12O14/c1-3-27(2)11-8-6-4-5-7-9-12-29-22-42(68)55-33(23-39(51)65)44(70)57-32(21-28-14-16-30(63)17-15-28)43(69)58-34(24-40(52)66)45(71)56-31(18-19-38(50)64)49(75)61-20-10-13-37(61)48(74)59-35(25-41(53)67)46(72)60-36(26-62)47(73)54-29/h14-17,27,29,31-37,62-63H,3-13,18-26H2,1-2H3,(H2,50,64)(H2,51,65)(H2,52,66)(H2,53,67)(H,54,73)(H,55,68)(H,56,71)(H,57,70)(H,58,69)(H,59,74)(H,60,72)/t27?,29?,31-,32+,33-,34+,35+,36-,37-/m0/s1	UZIRWCBDDZAYTQ-UROJDDOBSA-N	1056.560395			MMDBc0012977
BASm0015802	Pestaloficiol L	Pestaloficiol L is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating a need for further research to better understand its properties and potential applications.		Expected Solid	COC(=O)C1=CC(OC)=CC(O)=C1C(=O)C1=C(O)C=C(C)C(=C1O)C1=CC(C)(C)OC2=C(CC=C(C)C)C=C(O)C=C12	C33H34O9	InChI=1S/C33H34O9/c1-16(2)8-9-18-11-19(34)12-21-23(15-33(4,5)42-31(18)21)26-17(3)10-24(35)28(29(26)37)30(38)27-22(32(39)41-7)13-20(40-6)14-25(27)36/h8,10-15,34-37H,9H2,1-7H3	OKBVEGJXRLVXHT-UHFFFAOYSA-N	574.2202827			MMDBc0012980
BASm0015803	Gassericin B2	Gassericin B2 is a bacteriocin, a class of antimicrobial peptides produced by bacteria. This metabolite has been characterized through mass spectrometry, revealing a molecular weight of approximately 4400 Da, and has undergone partial sequencing to elucidate its structure (PMID:9066117). Interestingly, Gassericin B2 exhibits no sequence similarities to other known bacteriocins, indicating a unique peptide profile that may contribute to its distinct antimicrobial properties (PMID:9066117). The lack of similarity suggests that Gassericin B2 may possess novel mechanisms of action, potentially making it a candidate for further investigation in the development of new antimicrobial agents. Its unique characteristics warrant additional biological studies to explore its efficacy against various pathogens and its potential applications in clinical settings.		Expected Solid	[H][C@@](C)(O)[C@@]([H])(N=C(O)C([H])(CC(O)=N)N=C(O)C([H])(CCCCN)N=C(O)C([H])(CCC(O)=O)N=C(O)C1([H])CCCN1C(=O)C([H])(CCCCN)N=C(O)C([H])(CO)N=C(O)C([H])(N=C(O)C([H])(N)CSC)C([H])(C)CC)C(O)=N	C43H77N13O14S	InChI=1S/C43H77N13O14S/c1-5-22(2)33(54-36(63)24(46)21-71-4)42(69)53-29(20-57)40(67)51-27(12-7-9-17-45)43(70)56-18-10-13-30(56)41(68)50-26(14-15-32(60)61)38(65)49-25(11-6-8-16-44)37(64)52-28(19-31(47)59)39(66)55-34(23(3)58)35(48)62/h22-30,33-34,57-58H,5-21,44-46H2,1-4H3,(H2,47,59)(H2,48,62)(H,49,65)(H,50,68)(H,51,67)(H,52,64)(H,53,69)(H,54,63)(H,55,66)(H,60,61)/t22?,23-,24?,25?,26?,27?,28?,29?,30?,33?,34+/m0/s1	AVEZLZYNAVAHHU-UMJHPYLWSA-N	1031.543365			MMDBc0012983
BASm0015804	Ganoderiol I			Expected Solid	[H][C@@](C)(CCC=C(CO)CO)[C@@]1([H])C[C@]([H])(O)[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)C(C)(C)[C@]1([H])C[C@@]3([H])OC	C31H50O5	InChI=1S/C31H50O5/c1-19(9-8-10-20(17-32)18-33)22-15-26(35)31(6)27-21(11-14-30(22,31)5)29(4)13-12-25(34)28(2,3)24(29)16-23(27)36-7/h10,19,22-24,26,32-33,35H,8-9,11-18H2,1-7H3/t19-,22-,23-,24+,26+,29-,30-,31+/m1/s1	SQJBJGSQYVYNPM-LROVZANASA-N	502.3658247			MMDBc0012991
BASm0015805	1-O-TBSA-2-O-palmitoyl-sn-phospholipid	1-O-TBSA-2-O-palmitoyl-sn-phospholipid is a phospholipid. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@](C)(CCCCCCCC)CCCCCCCCC(=O)OC[C@]([H])(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	C40H80NO8P	InChI=1S/C40H80NO8P/c1-4-6-8-10-12-13-14-15-16-17-18-24-28-32-40(43)49-38(36-48-50(44,45)47-34-33-41)35-46-39(42)31-27-23-20-19-22-26-30-37(3)29-25-21-11-9-7-5-2/h37-38H,4-36,41H2,1-3H3,(H,44,45)/t37-,38-/m1/s1	DKXLAGNEXVNABN-XPSQVAKYSA-N	733.5621555			MMDBc0012999
BASm0015806	Pinolidoxin			Expected Solid	CCCC1OC(=O)C(CC\C=C\C(O)C1O)OC(=O)\C=C\C=C\C	C18H26O6	InChI=1S/C18H26O6/c1-3-5-6-12-16(20)23-15-11-8-7-10-13(19)17(21)14(9-4-2)24-18(15)22/h3,5-7,10,12-15,17,19,21H,4,8-9,11H2,1-2H3/b5-3+,10-7+,12-6+	TXPRZPDVUZCNLB-YECGNMMBSA-N	338.1729386			MMDBc0013014
BASm0015807	19-Hydroxylabda-8(17),13-dien-16,15-olid			Expected Solid	[H][C@]1(CCC2=CCOC2=O)C(=C)CC[C@@]2([H])[C@@](C)(CO)CCC[C@]12C	C20H30O3	InChI=1S/C20H30O3/c1-14-5-8-17-19(2,13-21)10-4-11-20(17,3)16(14)7-6-15-9-12-23-18(15)22/h9,16-17,21H,1,4-8,10-13H2,2-3H3/t16-,17-,19+,20+/m0/s1	WKKBRRFSRMDTJB-RAUXBKROSA-N	318.2194948			MMDBc0013019
BASm0015808	(1S,2R)-3-oxo-2-(2Z-pentenyl)cyclopentane-1-octanoic acid methyl ester	(1S,2R)-3-oxo-2-(2Z-pentenyl)cyclopentane-1-octanoic acid methyl ester is a cyclopentane derivative and belongs to the class of fatty acid esters. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(CC)=C(/[H])C[C@@]1([H])C(=O)CC[C@]1([H])CCCCCCCC(=O)OC	C19H32O3	InChI=1S/C19H32O3/c1-3-4-8-12-17-16(14-15-18(17)20)11-9-6-5-7-10-13-19(21)22-2/h4,8,16-17H,3,5-7,9-15H2,1-2H3/b8-4-/t16-,17+/m0/s1	XOZWUZWSKNEMSR-HBKWROQRSA-N	308.2351449			MMDBc0013029
BASm0015809	Atlantinone B			Expected Solid	[H][C@@]12CC[C@]3(C(=O)O1)[C@]([H])(CC[C@@]1(C)[C@@]3([H])C=C(C)[C@@]3(C)C(=O)[C@@](C)(O)C(=O)[C@@]13C(=O)OC)C2(C)C	C26H34O7	InChI=1S/C26H34O7/c1-13-12-15-22(4,10-8-14-21(2,3)16-9-11-25(14,15)19(29)33-16)26(20(30)32-7)18(28)24(6,31)17(27)23(13,26)5/h12,14-16,31H,8-11H2,1-7H3/t14-,15-,16+,22+,23+,24-,25+,26-/m1/s1	UPJBUABBBFMLGN-OICYUSCNSA-N	458.2304534			MMDBc0013057
BASm0015810	Fumiquinone B	Fumiquinone B is a polyketide metabolite identified in biomedical literature. It was isolated through bioactivity-directed fractionation of the combined culture medium and mycelium extract of the endophytic fungus Xylaria feejeensis strain SM3e-1b, which was sourced from the plant Sapium macrocarpum. This process led to the identification of several known natural products, including Fumiquinone B, which is structurally related to other compounds such as coriloxine and 2-hydroxy-5-methoxy-3-methylcyclohexa-2,5-diene-1,4-dione (PMID: 21126594). The unique chemical structure of Fumiquinone B contributes to its potential bioactivity, which has been of interest in the study of natural products for pharmaceutical applications. The exploration of metabolites like Fumiquinone B underscores the significance of endophytic fungi as a source of bioactive compounds, which may possess various biological activities, including antimicrobial and anticancer properties, warranting further investigation into their therapeutic potential.		Expected Solid	COC1=C(O)C(=O)C(O)=C(C)C1=O	C8H8O5	InChI=1S/C8H8O5/c1-3-4(9)6(11)7(12)8(13-2)5(3)10/h9,12H,1-2H3	OXXPMFLZLUGGPV-UHFFFAOYSA-N	184.0371734			MMDBc0013060
BASm0015811	Azanigerone B	Azanigerone B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	CCC(C)CC(C)C(=O)OC1(C)C(=O)C=C2C=C(CC(C)O)OC=C2C1=O	C21H28O6	InChI=1S/C21H28O6/c1-6-12(2)7-13(3)20(25)27-21(5)18(23)10-15-9-16(8-14(4)22)26-11-17(15)19(21)24/h9-14,22H,6-8H2,1-5H3	BIATXOJBBJSKDT-UHFFFAOYSA-N	376.1885886			MMDBc0013074
BASm0015812	Indolyl-3-ethanol acetate	Indolyl-3-ethanol acetate is a chemical compound belonging to the class of indole derivatives. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	CC(=O)OCCC1=CNC2=CC=CC=C12	C12H13NO2	InChI=1S/C12H13NO2/c1-9(14)15-7-6-10-8-13-12-5-3-2-4-11(10)12/h2-5,8,13H,6-7H2,1H3	KAWBLROQFPLJEU-UHFFFAOYSA-N	203.0946287			MMDBc0013082
BASm0015813	Verticillin D			Expected Solid	[H]C(C)(O)[C@]12SS[C@]3(N(C1=O)[C@@]1([H])NC4=CC=CC=C4[C@]1([C@]3([H])O)[C@@]13C4=CC=CC=C4N[C@]1([H])N1C(=O)[C@@]4(SS[C@]1(C(=O)N4C)[C@@]3([H])O)C([H])(C)O)C(=O)N2C	C32H32N6O8S4	InChI=1S/C32H32N6O8S4/c1-13(39)29-25(45)37-21-27(15-9-5-7-11-17(15)33-21,19(41)31(37,49-47-29)23(43)35(29)3)28-16-10-6-8-12-18(16)34-22(28)38-26(46)30(14(2)40)36(4)24(44)32(38,20(28)42)50-48-30/h5-14,19-22,33-34,39-42H,1-4H3/t13?,14?,19-,20-,21+,22+,27+,28+,29-,30-,31-,32-/m0/s1	SYHNGIDZSPMVHV-LCHAFSLRSA-N	756.1164467			MMDBc0013083
BASm0015814	Ardeemin	Ardeemin is a cyclic tripeptide derivative belonging to the class of non-ribosomal peptides, primarily synthesized by fungi such as Aspergillus fischeri. This compound is notable for its complex biosynthetic pathway, which involves the non-ribosomal peptide synthetase ArdA and the prenyltransferase ArdB, leading to the formation of the pharmaceutically active hexacyclic structure of ardeemin fumiquinazoline (FQ). Recent studies have identified several ardeemin analogs, including alboluteins A-C, derived from the solid rice-based cultures of Malbranchea albolutea (PMID:33524855). Additionally, research has highlighted the potential of ardeemin derivatives, such as 5-N-acetylardeemin and 5-N-formylardeemin, in reversing multidrug resistance in cancer cells, enhancing the efficacy of chemotherapeutic agents like doxorubicin and vincristine (PMID:24858827). The synthesis of these derivatives has been achieved through innovative methods, including Ugi three-component reactions (PMID:25835358). Furthermore, ardeemin and its enantiomer are recognized as potential substrates for aromatic prenyltransferases, showcasing their significance in biochemical pathways (PMID:30863875). Overall, ardeemin and its derivatives exhibit promising biological activities, particularly in cancer treatment strategies.		Expected Solid	[H][C@@]12C[C@]3(C4=CC=CC=C4N[C@@]3([H])N1C(=O)[C@@]([H])(C)N1C(=O)C3=CC=CC=C3N=C21)C(C)(C)C=C	C26H26N4O2	InChI=1S/C26H26N4O2/c1-5-25(3,4)26-14-20-21-27-18-12-8-6-10-16(18)23(32)29(21)15(2)22(31)30(20)24(26)28-19-13-9-7-11-17(19)26/h5-13,15,20,24,28H,1,14H2,2-4H3/t15-,20+,24+,26-/m1/s1	DNOJISVGBFLJOQ-BXVKCURFSA-N	426.2055761			MMDBc0013087
BASm0015815	Teraspiridole C	Teraspiridole C is a member of the class of compounds known as metabolites. There is limited literature available on this particular metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid	[H][C@@]1(C)N[C@@]2([H])N(C1=O)C1=CC=CC=C1[C@@]21C[C@]2([H])[C@](C)(CC[C@]3([H])[C@@]4(C)CCC(=O)OC(C)(C)[C@]4([H])C[C@]([H])(OC(C)=O)[C@@]23C)O1	C33H44N2O6	InChI=1S/C33H44N2O6/c1-18-27(38)35-21-11-9-8-10-20(21)33(28(35)34-18)17-24-31(6,41-33)15-12-22-30(5)14-13-26(37)40-29(3,4)23(30)16-25(32(22,24)7)39-19(2)36/h8-11,18,22-25,28,34H,12-17H2,1-7H3/t18-,22+,23-,24+,25-,28-,30+,31-,32+,33-/m0/s1	ZLBRGMMCUDDXLB-CPUMHDPCSA-N	564.3199371			MMDBc0013097
BASm0015816	Spiruchostatin B	Spiruchostatin B is a potent histone deacetylase (HDAC) inhibitor, belonging to the class of natural product metabolites. Its pharmacological effects extend beyond HDAC inhibition, as it is also known to generate intracellular reactive oxygen species (ROS), particularly hydrogen peroxide (H2O2) (PMID:27108737). Spiruchostatin B, along with its analog Spiruchostatin A, shows promise for the chemotherapy of leukemia, although the precise mechanisms underlying their effects remain to be fully elucidated (PMID:25078973). The identification and characterization of the spiruchostatin biosynthetic gene cluster have facilitated efforts to enhance production yields through the overexpression of transcriptional activators (PMID:24973954). Notably, studies have demonstrated that the B cell leukemia cell line NALM-6 exhibits the highest susceptibility to Spiruchostatin B, implicating p21waf1/cip1 expression in the compound's cytotoxic effects on these cells (PMID:22211246; PMID:22684370). Additionally, the total synthesis of Spiruchostatin B has been achieved using automated synthesizers, marking a significant advancement in the availability of this compound for further research (PMID:21445425).		Expected Solid	[H]\C1=C([H])\C2([H])CC(O)=N[C@]([H])(C)C(O)=N[C@]([H])(CSSCC1)C(O)=NC([H])(C([H])(C)CC)C([H])(O)CC(=O)O2	C21H33N3O6S2	InChI=1S/C21H33N3O6S2/c1-4-12(2)19-16(25)10-18(27)30-14-7-5-6-8-31-32-11-15(21(29)24-19)23-20(28)13(3)22-17(26)9-14/h5,7,12-16,19,25H,4,6,8-11H2,1-3H3,(H,22,26)(H,23,28)(H,24,29)/b7-5-/t12?,13-,14?,15-,16?,19?/m1/s1	MJHZJODQLYCXHE-JITRVDHBSA-N	487.1810781			MMDBc0013102
BASm0015817	Pedein B			Expected Solid	[H]\C(C[C@]([H])(O)[C@@]([H])(O)[C@@]1([H])N=C(O)C[C@]([H])(O)CN=C(O)CN=C(O)[C@@]([H])(CC2=CNC3=CC=CC=C23)N=C(O)CN(C)C(=O)C[C@@]2(O)N=C(O)[C@]([H])(OC)[C@]2([H])N=C(O)[C@@]1([H])O)=C(\[H])/C(/[H])=C(\[H])C1=CC=CC=C1	C43H54N8O13	InChI=1S/C43H54N8O13/c1-51-23-33(56)47-29(17-25-20-44-28-15-10-9-14-27(25)28)40(60)46-22-32(55)45-21-26(52)18-31(54)48-35(36(58)30(53)16-8-4-7-13-24-11-5-3-6-12-24)37(59)41(61)49-39-38(64-2)42(62)50-43(39,63)19-34(51)57/h3-15,20,26,29-30,35-39,44,52-53,58-59,63H,16-19,21-23H2,1-2H3,(H,45,55)(H,46,60)(H,47,56)(H,48,54)(H,49,61)(H,50,62)/b8-4+,13-7+/t26-,29+,30-,35+,36+,37-,38+,39-,43-/m0/s1	NPRMKCREBUKCFL-HSAUEMKYSA-N	890.3810338			MMDBc0013112
BASm0015818	Penicisochroman D	Penicisochroman D is a member of the class of natural products known as chroman derivatives, specifically classified as a metabolite. This compound has garnered attention in the field of chemistry due to its unique structural features and potential biological activities. Recent studies have focused on elucidating its structure, with significant advancements made in the revision of its structural configuration and the determination of its absolute configuration, highlighting its complexity and importance in natural product chemistry (PMID:24033077). While the biological implications of penicisochroman D are still being explored, its classification as a metabolite suggests potential roles in various biochemical pathways, possibly influencing physiological processes. The ongoing research into penicisochroman D not only enhances our understanding of its chemical properties but also opens avenues for investigating its potential applications in pharmaceuticals and therapeutics.		Expected Solid	CC1CC2=CC=CC(O)=C2CO1	C10H12O2	InChI=1S/C10H12O2/c1-7-5-8-3-2-4-10(11)9(8)6-12-7/h2-4,7,11H,5-6H2,1H3	DKYYYKAZIVROLW-UHFFFAOYSA-N	164.0837296			MMDBc0013119
BASm0015819	Curvopeptin-2	Curvopeptin-2 is a peptide metabolite belonging to the class of cyclic peptides. There is limited literature available on Curvopeptin-2, and further research is needed to fully understand its biological significance and potential applications.		Expected Solid	CC(C)CC(CC(=O)C1CSCC(NC(=O)C(=O)C(CC2=CC=CC=C2)N=C(O)C(CCCCN)N=C(O)C(CC(O)=O)N=C(O)C2CSCC(N=C(O)C(CC(C)C)N=C(O)C(N)CC(O)=O)C(O)=NC(=C)C(O)=NC(C)C(O)=NC(=C)C(O)=NC(CC(C)C)C(O)=NC(CC(C)C)C(O)=NC(CC(C)C)C(O)=N2)C(O)=NC(C)C(O)=NC(CC2=CC=CC=C2)C(O)=NC(=C)C(O)=NC(C(C)O)C(O)=NC(CC(C)C)C(O)=NC(CC(C)C)CN1)C(O)=O	C107H164N22O28S2	InChI=1S/C107H164N22O28S2/c1-52(2)35-67(107(156)157)44-83(131)79-48-158-50-81(103(152)115-62(18)91(140)120-77(43-66-31-25-22-26-32-66)95(144)113-63(19)92(141)129-86(64(20)130)105(154)125-72(37-54(5)6)96(145)116-68(47-110-79)36-53(3)4)128-106(155)87(136)71(42-65-29-23-21-24-30-65)118-94(143)70(33-27-28-34-108)117-101(150)78(46-85(134)135)124-104(153)82-51-159-49-80(126-99(148)74(39-56(9)10)121-93(142)69(109)45-84(132)133)102(151)114-60(16)89(138)111-59(15)88(137)112-61(17)90(139)119-73(38-55(7)8)97(146)122-75(40-57(11)12)98(147)123-76(41-58(13)14)100(149)127-82/h21-26,29-32,52-59,62,64,67-82,86,110,130H,16-17,19,27-28,33-51,108-109H2,1-15,18,20H3,(H,111,138)(H,112,137)(H,113,144)(H,114,151)(H,115,152)(H,116,145)(H,117,150)(H,118,143)(H,119,139)(H,120,140)(H,121,142)(H,122,146)(H,123,147)(H,124,153)(H,125,154)(H,126,148)(H,127,149)(H,128,155)(H,129,141)(H,132,133)(H,134,135)(H,156,157)	SBROJWBCVJGPCH-UHFFFAOYSA-N	2269.152685			MMDBc0013131
BASm0015820	Ficiolide A	Ficiolide A is a secondary metabolite belonging to the class of polyketides. It has been studied in the context of fungal biology and its production mechanisms. Research indicates that the ΔPfcsnE strain, which is genetically modified, exhibits altered metabolite production profiles, specifically producing more chloroisosulochrin while showing a decrease in ficiolide A production compared to the wild type (WT) strain (PMID:28550524). This suggests that the biosynthesis of ficiolide A is intricately linked to specific genetic pathways, highlighting its potential role in the metabolic network of the organism. Understanding the production and regulation of ficiolide A may provide insights into its biological functions and applications, particularly in pharmacology and biotechnology, where polyketides are known for their diverse bioactive properties. Further exploration of ficiolide A could elucidate its significance within the broader context of secondary metabolites and their ecological roles.		Expected Solid	[H][C@@]1(C)CC[C@@]([H])(O)C=CC(=O)O[C@]([H])(C)CC[C@@]([H])(O)C=CC(=O)O1	C16H24O6	InChI=1S/C16H24O6/c1-11-3-5-13(17)8-10-16(20)22-12(2)4-6-14(18)7-9-15(19)21-11/h7-14,17-18H,3-6H2,1-2H3/t11-,12-,13-,14-/m1/s1	RBQNDQOKFICJGL-AAVRWANBSA-N	312.1572885			MMDBc0013135
BASm0015821	Pyranonigrin A	Pyranonigrin A is a secondary metabolite belonging to the chemical class of alkaloids. This compound has garnered attention for its antioxidant properties and its role in the metabolic pathways of various fungal species, particularly in the genus Aspergillus. Research indicates that pyranonigrin A production can be influenced by environmental factors, such as temperature, with studies showing a decrease in its levels alongside other metabolites when temperatures rise (PMID:40354730). Notably, it has been isolated from the mangrove endophytic fungus Aspergillus fumigatus SAS10, alongside other alkaloids (PMID:37874626). Furthermore, its production was significantly induced in strains regrown in space conditions, highlighting its potential for biotechnological applications (PMID:35847112). Chemical investigations of fermented cultures have also confirmed its presence among other compounds (PMID:35744888). Recent studies have elucidated the biosynthetic pathways of pyranonigrin A, demonstrating its regulation by specific genetic elements (PMID:32670208). Overall, pyranonigrin A represents a fascinating subject of study due to its diverse biological activities and its significance in fungal metabolism.		Expected Solid	[H]\C(C)=C(\[H])C1=C(O)C(=O)C2=C(O1)[C@@]([H])(O)N=C2O	C10H9NO5	InChI=1S/C10H9NO5/c1-2-3-4-6(12)7(13)5-8(16-4)10(15)11-9(5)14/h2-3,10,12,15H,1H3,(H,11,14)/b3-2+/t10-/m1/s1	OALBJWDVDNROSF-VMZHVLLKSA-N	223.0480724			MMDBc0013140
BASm0015822	Victorin E	Victorin E is a metabolite described in biomedical literature, belonging to the class of secondary metabolites. This compound has garnered attention for its potential biological activities, which may include effects on cellular processes and interactions within biological systems. Research indicates that Victorin E is associated with various authors in the field, highlighting its significance; for instance, Stener-Victorin E was noted as the most productive author in studies related to this metabolite, alongside Cabioglu MT, who is also among the most cited authors in this domain (PMID:39414091). The exploration of Victorin E's properties could provide insights into its role in plant physiology and its implications for agricultural practices, particularly in understanding how such metabolites influence plant health and resistance to pathogens. Further studies are warranted to elucidate the mechanisms of action and potential applications of Victorin E in both agricultural and therapeutic contexts.		Expected Solid	[H]C(Cl)=C1N=C(O)C([H])(N=C(O)[C@@]([H])(N=C(O)[C@]([H])(CC([H])(C)C(Cl)(Cl)Cl)N=C(O)C(O)O)[C@]([H])(O)CCCN)[C@@]([H])(OC2=C(CC([H])(N=C1O)C(O)=O)C(=O)C([H])(O)C2)C(C)C	C31H44Cl4N6O13	InChI=1S/C31H44Cl4N6O13/c1-11(2)23-21(27(48)39-16(10-32)25(46)38-15(29(50)51)8-13-19(54-23)9-18(43)22(13)44)41-26(47)20(17(42)5-4-6-36)40-24(45)14(37-28(49)30(52)53)7-12(3)31(33,34)35/h10-12,14-15,17-18,20-21,23,30,42-43,52-53H,4-9,36H2,1-3H3,(H,37,49)(H,38,46)(H,39,48)(H,40,45)(H,41,47)(H,50,51)/b16-10-/t12?,14-,15?,17+,18?,20-,21?,23-/m0/s1	OFSPGCBDZZVUAR-HAHUSLKQSA-N	848.1720463			MMDBc0013144
BASm0015823	3',4'-Epoxymonoanhydrobacterioruberin	3',4'-Epoxymonoanhydrobacterioruberin is a carotenoid derivative. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H]/C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)C1([H])OC1([H])C([H])(CC=C(C)C)C(C)(C)O)/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])[C@]([H])(CCC(C)(C)O)C(C)(C)O	C50H74O4	InChI=1S/C50H74O4/c1-37(2)31-34-45(50(13,14)53)47-46(54-47)43(8)30-20-29-41(6)26-18-24-39(4)22-16-15-21-38(3)23-17-25-40(5)27-19-28-42(7)32-33-44(49(11,12)52)35-36-48(9,10)51/h15-33,44-47,51-53H,34-36H2,1-14H3/b16-15+,23-17+,24-18+,27-19+,29-20+,33-32+,38-21+,39-22+,40-25+,41-26+,42-28+,43-30+/t44-,45?,46?,47?/m1/s1	HKXMBXXNJAICIG-TVOYLSQCSA-N	738.5587109			MMDBc0013159
BASm0015824	Ganoderic acid H	Ganoderic acid H is found in mushrooms. Ganoderic acid H is from Ganoderma lucidum (reishi		Expected Solid	CC(CC(=O)CC(C)C(O)=O)C1CC(=O)C2(C)C3=C(C(=O)C(OC(C)=O)C12C)C1(C)CCC(O)C(C)(C)C1CC3=O	C32H44O9	InChI=1S/C32H44O9/c1-15(11-18(34)12-16(2)28(39)40)19-13-23(37)32(8)24-20(35)14-21-29(4,5)22(36)9-10-30(21,6)25(24)26(38)27(31(19,32)7)41-17(3)33/h15-16,19,21-22,27,36H,9-14H2,1-8H3,(H,39,40)	YCXUCEXEMJPDRZ-UHFFFAOYSA-N	572.298533			MMDBc0013188
BASm0015825	Altertoxin III	Altertoxin III is a hydroxyperylenequinone compound, classified within the broader category of secondary metabolites. It has been identified as a notable metabolite through various biochemical assays and isolation techniques. The noncytotoxic concentration range of altertoxin III has been established to be between 0.2 and 0.04 micrograms/ml in metabolic communication assays (PMID:2913335). Additionally, its biological activity has been investigated in the context of Epstein-Barr virus early antigen induction and murine fibroblast cell transformation systems, where it was compared alongside altertoxin I (PMID:20702343). The structural characterization of altertoxin III, along with other altertoxins, was achieved using advanced analytical techniques such as mass spectrometry, infrared, ultraviolet, and proton magnetic resonance spectroscopy, confirming its classification as a hydroxyperylenequinone (PMID:3535674). This compound's unique chemical properties and biological activities suggest potential implications in further research, particularly in the fields of toxicology and pharmacology.		Expected Solid	OC1=CC=C2C3C4OC4C(=O)C4=C(O)C=CC(C5C6OC6C(=O)C1=C25)=C34	C20H12O6	InChI=1S/C20H12O6/c21-7-3-1-5-9-12(18-20(26-18)15(23)13(7)9)6-2-4-8(22)14-10(6)11(5)17-19(25-17)16(14)24/h1-4,11-12,17-22H	CJGDIPRCPKGNLW-UHFFFAOYSA-N	348.0633881			MMDBc0013190
BASm0015826	Dihydroalterperylenol			Expected Solid	[H][C@]1(O)CC(=O)C2=C(O)C=CC3=C2[C@]1([H])[C@]1(O)CCC(=O)C2=C(O)C=CC3=C12	C20H16O6	InChI=1S/C20H16O6/c21-10-3-1-8-9-2-4-11(22)17-12(23)5-6-20(26,18(9)17)19-14(25)7-13(24)16(10)15(8)19/h1-4,14,19,21-22,25-26H,5-7H2/t14-,19+,20-/m0/s1	GJIALGLHOBXNAT-KPOBHBOGSA-N	352.0946882			MMDBc0013192
BASm0015827	Chloropupukeanolide E	Chloropupukeanolide E is a chlorinated sesquiterpene lactone. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological activities.		Expected Solid	[H][C@@]12C[C@]11[C@]([H])(OC2(C)C)C(=C[C@]([H])(O)[C@]1([H])O)C1=C[C@@]2(C)C[C@@]3(CC(=O)[C@@]2(Cl)[C@@]1(O)[C@]31OC(=O)C2=C(O)C=C(C)C=C2O1)C(=O)OC	C32H33ClO11	InChI=1S/C32H33ClO11/c1-13-6-16(34)21-18(7-13)42-32(44-24(21)38)28(25(39)41-5)11-20(36)30(33)27(4,12-28)9-15(31(30,32)40)14-8-17(35)22(37)29-10-19(29)26(2,3)43-23(14)29/h6-9,17,19,22-23,34-35,37,40H,10-12H2,1-5H3/t17-,19-,22-,23+,27-,28-,29-,30-,31+,32+/m0/s1	MSCIFXRANQPNQM-AOTXDMKXSA-N	628.1711396			MMDBc0013197
BASm0015828	L-alanyl-L-homoserinyl-L-aspartic acid	L-alanyl-L-homoserinyl-L-aspartic acid is a peptide belonging to the class of amino acids. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	[H][C@@](C)(N)C(O)=N[C@@]([H])(CCO)C(O)=N[C@@]([H])(CC(O)=O)C(O)=O	C11H19N3O7	InChI=1S/C11H19N3O7/c1-5(12)9(18)13-6(2-3-15)10(19)14-7(11(20)21)4-8(16)17/h5-7,15H,2-4,12H2,1H3,(H,13,18)(H,14,19)(H,16,17)(H,20,21)/t5-,6-,7-/m0/s1	OGSAEMMXCPDVRH-ACZMJKKPSA-N	305.1223			MMDBc0013210
BASm0015829	Terrelumamide B	Terrelumamide B is a secondary metabolite belonging to the class of amides. It has been identified through molecular dynamics simulations as one of the top-stable metabolites under specific conditions, alongside compounds such as butyrolactone VI and aspulvinone E (PMID:37623885). Additionally, terrelumamide B has been highlighted for its potential utility as a diagnostic biomarker for various conditions, specifically in conjunction with other metabolites like Asperpyrone C and Kotanin (PMID:36159648). This suggests that terrelumamide B may play a significant role in biological processes and could be relevant in the context of disease diagnosis, although further research is needed to fully elucidate its biological functions and mechanisms of action. The identification of terrelumamide B in these studies underscores its importance in the field of metabolomics and its potential implications in biomedical research.		Expected Solid	[H][C@@](CO)(N=C(O)C1=NC2=C(N=C1)N(C)C(=O)N=C2O)C(O)=NC1=CC=CC=C1C(=O)OC	C19H18N6O7	InChI=1S/C19H18N6O7/c1-25-14-13(17(29)24-19(25)31)21-11(7-20-14)15(27)23-12(8-26)16(28)22-10-6-4-3-5-9(10)18(30)32-2/h3-7,12,26H,8H2,1-2H3,(H,22,28)(H,23,27)(H,24,29,31)/t12-/m0/s1	OUIVYIDKZLJROL-LBPRGKRZSA-N	442.1236969			MMDBc0013215
BASm0015830	N-acetyl-β-oxotryptamine	N-acetyl-β-oxotryptamine is a tryptamine derivative belonging to the class of acetylated amino acids. There is limited literature available on this metabolite, indicating that it may not be extensively studied in current biomedical research.		Expected Solid	CC(O)=NCC(=O)C1=CNC2=CC=CC=C12	C12H12N2O2	InChI=1S/C12H12N2O2/c1-8(15)13-7-12(16)10-6-14-11-5-3-2-4-9(10)11/h2-6,14H,7H2,1H3,(H,13,15)	QYDMJTFKQVPEHJ-UHFFFAOYSA-N	216.0898776			MMDBc0013230
BASm0015831	Isousnic acid			Expected Solid	CC(=O)C1=C(O)C=C2OC3=C(C)C(O)=C(C(C)=O)C(O)=C3C2(C)C1=O	C18H16O7	InChI=1S/C18H16O7/c1-6-14(22)12(8(3)20)15(23)13-16(6)25-10-5-9(21)11(7(2)19)17(24)18(10,13)4/h5,21-23H,1-4H3	GRIDHCOCFJSWSY-UHFFFAOYSA-N	344.0896029			MMDBc0013238
BASm0015832	Rhodoislandin B	Rhodoislandin B is a secondary metabolite belonging to the class of isoprenoids. There is limited literature available on Rhodoislandin B, and its biological activities and potential applications remain largely unexplored in the scientific community.		Expected Solid	CC1=CC(O)=C2C(=O)C3=C(O)C=C(O)C(C4=CC=C(O)C5=C4C(=O)C4=C(O)C(C)=CC(O)=C4C5=O)=C3C(=O)C2=C1	C30H18O10	InChI=1S/C30H18O10/c1-9-5-12-19(14(32)6-9)28(38)22-17(35)8-16(34)18(24(22)27(12)37)11-3-4-13(31)21-20(11)29(39)25-23(30(21)40)15(33)7-10(2)26(25)36/h3-8,31-36H,1-2H3	XBCBLXVVEFGXEX-UHFFFAOYSA-N	538.0899968			MMDBc0013244
BASm0015833	Terreulactone B	Terreulactone B is a polyketide compound. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	COC1=CC=C(C=C1)C1=CC2=C(C[C@@]3(O)[C@@](C)(CC[C@@]4(O)C(C)(C)C(=O)C=C[C@]34C)O2)C(=O)O1	C27H30O7	InChI=1S/C27H30O7/c1-23(2)21(28)10-11-24(3)26(23,30)13-12-25(4)27(24,31)15-18-20(34-25)14-19(33-22(18)29)16-6-8-17(32-5)9-7-16/h6-11,14,30-31H,12-13,15H2,1-5H3/t24-,25+,26+,27-/m0/s1	XRDDKPLRULFDQK-YAOOYPAMSA-N	466.1991533			MMDBc0013248
BASm0015834	Curvopeptin-4	Curvopeptin-4 is a peptide metabolite belonging to the class of cyclic peptides. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	CC(C)CC(CC(=O)C1CSCC(NC(=O)C(=O)C(CC2=CC=CC=C2)N=C(O)C(CCCCN)N=C(O)C(CC(O)=O)N=C(O)C2CSCC(N=C(O)C(CC(C)C)N=C(O)C(CC(O)=O)N=C(O)CN=C(O)CN)C(O)=NC(=C)C(O)=NC(C)C(O)=NC(=C)C(O)=NC(CC(C)C)C(O)=NC(CC(C)C)C(O)=NC(CC(C)C)C(O)=N2)C(O)=NC(C)C(O)=NC(CC2=CC=CC=C2)C(O)=NC(=C)C(O)=NC(C(C)O)C(O)=NC(CC(C)C)C(O)=NC(CC(C)C)CN1)C(O)=O	C111H170N24O30S2	InChI=1S/C111H170N24O30S2/c1-54(2)35-69(111(164)165)44-85(137)81-50-166-52-83(107(160)120-64(18)95(148)126-78(43-68-31-25-22-26-32-68)98(151)118-65(19)96(149)135-90(66(20)136)109(162)131-73(37-56(5)6)99(152)121-70(48-114-81)36-55(3)4)134-110(163)91(144)72(42-67-29-23-21-24-30-67)124-97(150)71(33-27-28-34-112)123-105(158)80(46-89(142)143)130-108(161)84-53-167-51-82(132-102(155)77(41-60(13)14)129-104(157)79(45-88(140)141)122-87(139)49-115-86(138)47-113)106(159)119-62(16)93(146)116-61(15)92(145)117-63(17)94(147)125-74(38-57(7)8)100(153)127-75(39-58(9)10)101(154)128-76(40-59(11)12)103(156)133-84/h21-26,29-32,54-61,64,66,69-84,90,114,136H,16-17,19,27-28,33-53,112-113H2,1-15,18,20H3,(H,115,138)(H,116,146)(H,117,145)(H,118,151)(H,119,159)(H,120,160)(H,121,152)(H,122,139)(H,123,158)(H,124,150)(H,125,147)(H,126,148)(H,127,153)(H,128,154)(H,129,157)(H,130,161)(H,131,162)(H,132,155)(H,133,156)(H,134,163)(H,135,149)(H,140,141)(H,142,143)(H,164,165)	NHQNFPXMNAJIFJ-UHFFFAOYSA-N	2383.195613			MMDBc0013264
BASm0015835	Phomoxin C	Phomoxin C is a secondary metabolite belonging to the class of polyketides. There is little literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H]\C(CCCCC)=C(\[H])C1=C(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])OC(=O)O[C@@]12[H]	C15H22O6	InChI=1S/C15H22O6/c1-2-3-4-5-6-7-9-10(8-16)11(17)12(18)14-13(9)20-15(19)21-14/h6-7,11-14,16-18H,2-5,8H2,1H3/b7-6+/t11-,12+,13+,14-/m1/s1	ZDKCZSBZBVIVCB-KWUVHTBZSA-N	298.1416384			MMDBc0013265
BASm0015836	6beta,7alpha-dihydroxy-14-p-nitrobenzoylconfertifolin	6beta,7alpha-dihydroxy-14-p-nitrobenzoylconfertifolin is a secondary metabolite belonging to the class of flavonoids. There is limited literature available on this compound, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(O)C2=C(COC2=O)[C@@]2(C)CCC[C@](C)(COC(=O)C3=CC=C(C=C3)N(=O)=O)[C@]2([H])[C@]1([H])O	C22H25NO8	InChI=1S/C22H25NO8/c1-21(11-31-19(26)12-4-6-13(7-5-12)23(28)29)8-3-9-22(2)14-10-30-20(27)15(14)16(24)17(25)18(21)22/h4-7,16-18,24-25H,3,8-11H2,1-2H3/t16-,17+,18-,21+,22+/m0/s1	FUQHSLBVVLYMCI-PEVTXAFISA-N	431.1580168			MMDBc0013270
BASm0015837	Ergosecaline	Ergosecaline is a tryptamine derivative belonging to the class of alkaloids. There is limited literature available on this metabolite, and its biological properties and effects remain largely underexplored in scientific research.		Expected Solid	[H][C@@]1(CN(C)[C@]2([H])CC3=CNC4=CC=CC(=C34)C2=C1)C(O)=N[C@@]1(C)OC(=O)[C@@]([H])(N=C1O)C(C)C	C24H28N4O4	InChI=1S/C24H28N4O4/c1-12(2)20-22(30)32-24(3,23(31)26-20)27-21(29)14-8-16-15-6-5-7-17-19(15)13(10-25-17)9-18(16)28(4)11-14/h5-8,10,12,14,18,20,25H,9,11H2,1-4H3,(H,26,31)(H,27,29)/t14-,18-,20+,24+/m1/s1	SJBHTLCEMGAZPJ-MBQSRQCLSA-N	436.2110554			MMDBc0013274
BASm0015838	Lucidadiol			Expected Solid	[H]\C(CC[C@@]([H])(C)[C@@]1([H])CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@]([H])(O)C(C)(C)[C@]1([H])CC3=O)=C(\C)CO	C30H48O3	InChI=1S/C30H48O3/c1-19(18-31)9-8-10-20(2)21-11-16-30(7)26-22(12-15-29(21,30)6)28(5)14-13-25(33)27(3,4)24(28)17-23(26)32/h9,20-21,24-25,31,33H,8,10-18H2,1-7H3/b19-9+/t20-,21-,24+,25+,28-,29-,30+/m1/s1	AZPOACUDFJKUHJ-GPEQXWBKSA-N	456.3603454			MMDBc0013275
BASm0015839	N2-methyl-guanosine	N2-methyl-guanosine is a nucleoside derivative belonging to the class of modified nucleotides. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential roles in cellular processes.		Expected Solid	CNC1=NC2=C(N=CN2C2OC(CO)C(O)C2O)C(=O)N1	C11H15N5O5	InChI=1S/C11H15N5O5/c1-12-11-14-8-5(9(20)15-11)13-3-16(8)10-7(19)6(18)4(2-17)21-10/h3-4,6-7,10,17-19H,2H2,1H3,(H2,12,14,15,20)	SLEHROROQDYRAW-UHFFFAOYSA-N	297.1073186			MMDBc0013282
BASm0015840	Fellutanine A			Expected Solid	[H][C@]1(CC2=CNC3=CC=CC=C23)N=C(O)[C@]([H])(CC2=CNC3=CC=CC=C23)N=C1O	C22H20N4O2	InChI=1S/C22H20N4O2/c27-21-19(9-13-11-23-17-7-3-1-5-15(13)17)25-22(28)20(26-21)10-14-12-24-18-8-4-2-6-16(14)18/h1-8,11-12,19-20,23-24H,9-10H2,(H,25,28)(H,26,27)/t19-,20+	DNHODRZUCGXYKU-BGYRXZFFSA-N	372.1586259			MMDBc0013288
BASm0015841	Pseudocyphellarin B	Pseudocyphellarin B is a polyketide compound. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	COC(=O)C1=C(C)C(C)=C(OC(=O)C2=C(C)C(C)=C(O)C(CO)=C2O)C(C)=C1O	C21H24O8	InChI=1S/C21H24O8/c1-8-10(3)16(23)13(7-22)18(25)15(8)21(27)29-19-11(4)9(2)14(20(26)28-6)17(24)12(19)5/h22-25H,7H2,1-6H3	SEYDJFVJGHBZJQ-UHFFFAOYSA-N	404.1471177			MMDBc0013291
BASm0015842	Kocurin	Kocurin is a thiopeptide antibiotic belonging to the class of secondary metabolites produced by certain gram-positive bacteria, specifically Kocuria species. This potent antibacterial compound has been identified in extracts from Kocuria rosea and is synthesized through a biosynthetic gene cluster that consists of nine open reading frames spanning approximately 12 kbp of the genome (PMID:28942758). The production of kocurin has been confirmed through genomic sequencing and analysis of Kocuria flava NIO_001 (PMID:40080849). AntiSMASH analysis has predicted various biosynthetic gene clusters (BGCs) involved in kocurin production, alongside other promising secondary metabolites (PMID:40080849). Kocurin is recognized for its significant antibacterial activity, comparable to other compounds such as anthracimycin and resistomycin (PMID:29023396). The identification of kocurin's biosynthetic pathway and its expression under a constitutive promoter has enabled transgenic strains to produce this antibiotic in selected media (PMID:28942758). The potential of kocurin and related compounds as leads for new antibiotics highlights its importance in the ongoing search for effective antimicrobial agents (PMID:28362500).		Expected Solid	[H][C@@](C)(N=C(O)C(=C)N=C(O)C1=CSC(=N1)C1=NC2=C(C=C1)C1=NC(=C(C)O1)C(O)=N[C@@]([H])(CC(O)=N)C1=NC(=CS1)C(O)=N[C@@]([H])(CC1=CC=CC=C1)C1=N[C@@]([H])(CS1)C(O)=N[C@@]([H])(CC1=CC=C(O)C=C1)C(=O)N1CCC[C@@]1([H])C1=NC(=CS1)C1=NC2=CS1)C(=O)N1CCC[C@@]1([H])C(O)=NC(=C)C(O)=NC(=C)C(O)=N	C69H66N18O13S5	InChI=1S/C69H66N18O13S5/c1-31(54(71)90)72-55(91)33(3)74-60(96)49-13-9-21-86(49)68(98)34(4)75-56(92)32(2)73-57(93)45-27-102-63(81-45)40-20-19-39-53(76-40)44-26-101-66(80-44)48-30-105-67(84-48)50-14-10-22-87(50)69(99)43(24-37-15-17-38(88)18-16-37)79-59(95)47-29-103-64(82-47)41(23-36-11-7-6-8-12-36)77-58(94)46-28-104-65(83-46)42(25-51(70)89)78-61(97)52-35(5)100-62(39)85-52/h6-8,11-12,15-20,26-28,30,34,41-43,47,49-50,88H,1-3,9-10,13-14,21-25,29H2,4-5H3,(H2,70,89)(H2,71,90)(H,72,91)(H,73,93)(H,74,96)(H,75,92)(H,77,94)(H,78,97)(H,79,95)/t34-,41-,42-,43-,47-,49-,50-/m0/s1	WWWYMYPACSXBTM-GVYUJTEBSA-N	1514.36603			MMDBc0013294
BASm0015843	Plantaricin D	Plantaricin D is a bacteriocin, a class of antimicrobial peptides produced by lactic acid bacteria. These peptides play a crucial role in microbial competition by inhibiting the growth of closely related bacterial strains. Plantaricin D is notable for its high frequency of occurrence among bacteriocin genes, being present in 84.7% of the studied strains, which highlights its significance in the bacteriocin gene repertoire (PMID:34044041). The chemical structure of Plantaricin D, like other bacteriocins, typically consists of a linear or cyclic arrangement of amino acids, contributing to its stability and activity against target bacteria. The production of Plantaricin D is often associated with the ability of producer strains to establish themselves in various ecological niches by outcompeting other microorganisms. This antimicrobial activity is particularly valuable in food preservation and safety, as well as in potential therapeutic applications against pathogenic bacteria. Understanding the biochemical properties and mechanisms of action of Plantaricin D can provide insights into its applications in biotechnology and medicine.		Expected Solid	CCC(C)C(C=O)N=C(O)C(C)N=C(O)C(N=C(O)C(C)N=C(O)CN=C(O)C(CCSC)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CO)N=C(O)C(C)N)C(C)O	C40H71N11O13S	InChI=1S/C40H71N11O13S/c1-10-20(4)28(17-52)49-34(58)23(7)45-40(64)32(24(8)54)51-35(59)22(6)44-31(56)16-43-36(60)26(13-14-65-9)47-37(61)25(11-12-30(42)55)46-38(62)27(15-19(2)3)48-39(63)29(18-53)50-33(57)21(5)41/h17,19-29,32,53-54H,10-16,18,41H2,1-9H3,(H2,42,55)(H,43,60)(H,44,56)(H,45,64)(H,46,62)(H,47,61)(H,48,63)(H,49,58)(H,50,57)(H,51,59)	OWNMKWWFCSMKAU-UHFFFAOYSA-N	945.4953526			MMDBc0013303
BASm0015844	Ochrephilone	Ochrephilone is a polyketide metabolite described in biomedical literature. It is produced by certain fungi and is part of a broader class of compounds known as azaphilones, which are characterized by their complex aromatic structures and diverse biological activities. Research indicates that the biosynthesis of ochrephilone is linked to specific polyketide synthase genes, as evidenced by the knockout of sclA and sclI genes, which resulted in the loss of mycelial pigmentation and the termination of sclerotiorin-like metabolites, including ochrephilone (PMID:36708387). Additionally, ochrephilone has been identified among other metabolites in various fungal species, highlighting its prevalence in fungal secondary metabolism (PMID:32328050). Studies have shown that ochrephilone can be isolated from fungal cultures, often alongside other related compounds, indicating its significance in the metabolic profile of these organisms (PMID:20450206, PMID:7649871). Furthermore, the production of ochrephilone and other polyketide metabolites is influenced by specific fermentation conditions, suggesting a dynamic aspect of its biosynthesis (PMID:26863302). Overall, ochrephilone represents an important compound in the study of fungal metabolites and their potential applications in biotechnology and medicine.		Expected Solid	[H]\C(=C(\[H])C1=CC2=CC(=O)[C@]3(C)OC(=O)C([H])(C(C)=O)C3([H])C2=CO1)\C(\C)=C(/[H])[C@@]([H])(C)CC	C23H26O5	InChI=1S/C23H26O5/c1-6-13(2)9-14(3)7-8-17-10-16-11-19(25)23(5)21(18(16)12-27-17)20(15(4)24)22(26)28-23/h7-13,20-21H,6H2,1-5H3/b8-7+,14-9+/t13-,20?,21?,23-/m0/s1	GAIVGINVGXHEIA-GHGIWVLHSA-N	382.1780239			MMDBc0013305
BASm0015845	Globosumone C	Globosumone C is a member of the class of metabolites known as polyketides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential biological activities.		Expected Solid	[H][C@@](C)(O)[C@]([H])(O)C(=O)COC(=O)C1=C(O)C=C(O)C=C1C	C13H16O7	InChI=1S/C13H16O7/c1-6-3-8(15)4-9(16)11(6)13(19)20-5-10(17)12(18)7(2)14/h3-4,7,12,14-16,18H,5H2,1-2H3/t7-,12-/m0/s1	QKZBVIRYEJQQDG-MADCSZMMSA-N	284.0896029			MMDBc0013309
BASm0015846	Pyripyropene J	Pyripyropene J is a polyketide compound. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(CC[C@@]2(C)[C@@]([H])(C[C@]([H])(OC(=O)CC)[C@@]3(C)OC4=C(C(=O)OC(=C4)C4=CN=CC=C4)[C@]([H])(O)[C@]23[H])[C@]1(C)COC(C)=O)OC(=O)CC	C33H41NO10	InChI=1S/C33H41NO10/c1-7-25(36)42-23-11-12-31(4)22(32(23,5)17-40-18(3)35)15-24(43-26(37)8-2)33(6)29(31)28(38)27-21(44-33)14-20(41-30(27)39)19-10-9-13-34-16-19/h9-10,13-14,16,22-24,28-29,38H,7-8,11-12,15,17H2,1-6H3/t22-,23+,24+,28+,29-,31+,32+,33-/m1/s1	YOWCHQXYSYCIRL-TUMCFGMQSA-N	611.2730465			MMDBc0013322
BASm0015847	Plusbacin B1	Plusbacin B1 is a cyclic lipopeptide antibiotic belonging to the class of bacitracins. There is limited literature available on this metabolite, indicating a need for further research to better understand its properties and potential applications.		Expected Solid	CCCCCCCCCCCC1CC(O)=NC(C(C)O)C(O)=NC(C)C(=O)N2CCCC2C(O)=NC(CCCNC(N)=N)C(O)=NC(C(O)C(O)=O)C(O)=NC(CO)C(=O)N2CCC(O)C2C(O)=NC(C(O)C(O)=O)C(=O)O1	C48H79N11O19	InChI=1S/C48H79N11O19/c1-4-5-6-7-8-9-10-11-12-15-26-22-31(63)55-32(25(3)61)40(68)52-24(2)43(71)58-20-14-17-29(58)39(67)53-27(16-13-19-51-48(49)50)38(66)56-33(36(64)45(73)74)41(69)54-28(23-60)44(72)59-21-18-30(62)35(59)42(70)57-34(47(77)78-26)37(65)46(75)76/h24-30,32-37,60-62,64-65H,4-23H2,1-3H3,(H,52,68)(H,53,67)(H,54,69)(H,55,63)(H,56,66)(H,57,70)(H,73,74)(H,75,76)(H4,49,50,51)	PEBYLDKPVXXCJK-UHFFFAOYSA-N	1113.555369			MMDBc0013332
BASm0015848	Penostatin D	Penostatin D is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating a need for further research to elucidate its biological properties and potential applications.		Expected Solid	[H]\C(CCCCCCC)=C(\[H])[C@]1([H])O[C@@]2([H])[C@]([H])(O)C=C3C[C@@]([H])(O)C[C@@]3([H])[C@]2([H])C=C1C	C22H34O3	InChI=1S/C22H34O3/c1-3-4-5-6-7-8-9-10-21-15(2)11-19-18-14-17(23)12-16(18)13-20(24)22(19)25-21/h9-11,13,17-24H,3-8,12,14H2,1-2H3/b10-9+/t17-,18-,19+,20-,21+,22-/m1/s1	SCHUFNFKKZAGMU-AOWXDDHASA-N	346.250795			MMDBc0013354
BASm0015849	Jamaicamide A			Expected Solid	[H]\C(Cl)=C(\CCCC#CBr)CCC(C)C(\[H])=C(/[H])CCC(O)=NCC\C(OC)=C(\[H])C(=O)N1C(C)C=CC1=O	C27H36BrClN2O4	InChI=1S/C27H36BrClN2O4/c1-21(12-14-23(20-29)10-5-4-8-17-28)9-6-7-11-25(32)30-18-16-24(35-3)19-27(34)31-22(2)13-15-26(31)33/h6,9,13,15,19-22H,4-5,7,10-12,14,16,18H2,1-3H3,(H,30,32)/b9-6+,23-20+,24-19+	NAIKIJSSBJHCBL-IPUGVWFUSA-N	566.154698			MMDBc0013355
BASm0015850	6,7-seco-Agroclavine	6,7-seco-Agroclavine is a member of the alkaloid chemical class. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]1(CC2=CNC3=CC=CC(=C23)[C@@]1([H])C=C(C)C)NC	C16H20N2	InChI=1S/C16H20N2/c1-10(2)7-13-12-5-4-6-14-16(12)11(9-18-14)8-15(13)17-3/h4-7,9,13,15,17-18H,8H2,1-3H3/t13-,15-/m1/s1	NGJMPUDCQIYVMS-UKRRQHHQSA-N	240.1626487			MMDBc0013361
BASm0015851	Erinapyrone B			Expected Solid	[H][C@]1(CO)CC(=O)C=C(C)O1	C7H10O3	InChI=1S/C7H10O3/c1-5-2-6(9)3-7(4-8)10-5/h2,7-8H,3-4H2,1H3/t7-/m1/s1	ULVSURGNEAHOBK-SSDOTTSWSA-N	142.0629942			MMDBc0013364
BASm0015852	Barakacin	Barakacin is a bisindole alkaloid, a chemical class known for its diverse biological activities. This metabolite has garnered attention for its potential as a novel antiviral and fungicidal agent, as highlighted in recent research that synthesized barakacin through a straightforward seven-step process, along with several derivatives (PMID:37049795). Isolated from the bovine ruminal strain ZIO, barakacin exhibits significant promise in combating microbial infections (PMID:27473426). Additionally, a sensitive electrochemical detection method has been developed for barakacin, utilizing boron-doped diamond (BDD) and glassy carbon (GC) electrodes. This method employs cyclic voltammetry (CV) and differential pulse voltammetry (DPV) to achieve linear peak current responses at pH 2.0, with correlation coefficients exceeding 0.98 for concentrations ranging from 1-10 μM (PMID:27473426). The detection limits for spiked barakacin in various matrices were determined to be 0.5 and 0.05 μM, indicating the compound's detectability and potential applications in analytical chemistry (PMID:27473426). Overall, barakacin represents a significant advancement in the search for effective antimicrobial agents.		Expected Solid	OC1=CC=CC=C1C1=NC(=CS1)C(C1=CNC2=CC=CC=C12)C1=CNC2=CC=CC=C12	C26H19N3OS	InChI=1S/C26H19N3OS/c30-24-12-6-3-9-18(24)26-29-23(15-31-26)25(19-13-27-21-10-4-1-7-16(19)21)20-14-28-22-11-5-2-8-17(20)22/h1-15,25,27-28,30H	GRPVXIRSGACTEG-UHFFFAOYSA-N	421.1248834			MMDBc0013379
BASm0015853	Chaetoglobosin A	Chaetoglobosin A is a complex indole alkaloid belonging to the cytochalasin chemical class. It is produced by the fungus Chaetomium globosum and has garnered attention for its significant antitumor properties, exhibiting preferential cytotoxicity against various tumor cells, plant pathogens, and parasites (PMID:40476076). The biosynthesis of Chaetoglobosin A is influenced by the gene CgAS, which encodes anthranilic acid synthase, contributing to tryptophan biosynthesis and enhancing the production of this metabolite (PMID:40476076). Notably, Chaetoglobosin A has been shown to induce apoptosis in human bladder cancer cells via oxidative stress and the MAPK/PI3K-AKT-mTOR signaling pathway (PMID:40183046). Additionally, it has been identified alongside other mycotoxins, with notable prevalence in certain samples (PMID:40351499). Recent research has also focused on engineering strains for efficient production of Chaetoglobosin A from industrial waste, highlighting its potential as a valuable bioresource (PMID:40077545). Overall, Chaetoglobosin A represents a promising candidate for further investigation in cancer therapy and agricultural applications.		Expected Solid	[H]\C1=C([H])\[C@@]2([H])[C@]3([H])O[C@]3(C)[C@@]([H])(C)[C@@]3([H])[C@]([H])(CC4=CNC5=CC=CC=C45)N=C(O)C23C(=O)\C([H])=C([H])/C(=O)[C@]([H])(O)\C(C)=C([H])/[C@@]([H])(C)C1	C32H36N2O5	InChI=1S/C32H36N2O5/c1-17-8-7-10-22-29-31(4,39-29)19(3)27-24(15-20-16-33-23-11-6-5-9-21(20)23)34-30(38)32(22,27)26(36)13-12-25(35)28(37)18(2)14-17/h5-7,9-14,16-17,19,22,24,27-29,33,37H,8,15H2,1-4H3,(H,34,38)/b10-7-,13-12-,18-14-/t17-,19-,22-,24-,27-,28+,29-,31+,32?/m0/s1	OUMWCYMRLMEZJH-YOAIXWIWSA-N	528.2624223			MMDBc0013396
BASm0015854	Sch-213766	Sch-213766 is a metabolite belonging to the chemical class of small molecules. There is limited literature available on this metabolite, indicating a lack of extensive research or characterization in the scientific community.		Expected Solid	[H]\C(C)=C(\C)[C@]1([H])C=C[C@]2([H])C[C@]([H])(C)C[C@]([H])(C)[C@@]2([H])C1([H])C(\O)=C1\C(O)=N[C@]([H])(CC(C)(O)C(=O)OC)C1=O	C26H37NO6	InChI=1S/C26H37NO6/c1-7-14(3)17-9-8-16-11-13(2)10-15(4)19(16)20(17)23(29)21-22(28)18(27-24(21)30)12-26(5,32)25(31)33-6/h7-9,13,15-20,29,32H,10-12H2,1-6H3,(H,27,30)/b14-7+,23-21-/t13-,15+,16-,17+,18-,19-,20?,26?/m1/s1	ITWQKCOXYYEWRZ-ZSFCWYGVSA-N	459.2620879			MMDBc0013419
BASm0015855	(1S,2S)-3-oxo-2-pentylcyclopentane-1-butyric acid	(1S,2S)-3-oxo-2-pentylcyclopentane-1-butyric acid is a cyclopentane derivative and belongs to the class of fatty acids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@]1(CCCC(O)=O)CCC(=O)[C@@]1([H])CCCCC	C14H24O3	InChI=1S/C14H24O3/c1-2-3-4-7-12-11(9-10-13(12)15)6-5-8-14(16)17/h11-12H,2-10H2,1H3,(H,16,17)/t11-,12-/m0/s1	MQWNXLZVXAQZES-RYUDHWBXSA-N	240.1725446			MMDBc0013420
BASm0015856	Azotobacter vinlandii ferritin	Azotobacter vinlandii ferritin is a protein belonging to the class of metalloproteins. There is limited literature available on this metabolite, indicating a need for further research to understand its biochemical properties and functions.		Expected Solid	CCC(C)C(N=C(O)C(CCCCN)N=C(O)C(CC(O)=O)N=C(O)CN=C(O)C(CCCCN)N=C(O)C(N)CCSC)C(O)=NC(C(C)C)C(O)=NC(C(C)CC)C(O)=NC(CCC(O)=N)C(O)=NC(CC1=CN=CN1)C=O	C51H89N15O13S	InChI=1S/C51H89N15O13S/c1-8-29(5)42(50(78)63-36(16-17-38(55)68)46(74)59-32(26-67)22-31-24-56-27-58-31)66-49(77)41(28(3)4)64-51(79)43(30(6)9-2)65-47(75)35(15-11-13-20-53)62-48(76)37(23-40(70)71)60-39(69)25-57-45(73)34(14-10-12-19-52)61-44(72)33(54)18-21-80-7/h24,26-30,32-37,41-43H,8-23,25,52-54H2,1-7H3,(H2,55,68)(H,56,58)(H,57,73)(H,59,74)(H,60,69)(H,61,72)(H,62,76)(H,63,78)(H,64,79)(H,65,75)(H,66,77)(H,70,71)	RMHSCAZOUHDWNT-UHFFFAOYSA-N	1151.648499			MMDBc0013429
BASm0015857	Isoemericellin	Isoemericellin is a prenylxanthone, a class of chemical compounds known for their diverse biological activities and potential therapeutic applications. This metabolite has been isolated from various fungal species, including the marine-derived fungus Emericella variecolor, where it was identified alongside other natural products such as evariquinone. The structural elucidation of isoemericellin was achieved through advanced techniques like mass spectrometry and nuclear magnetic resonance (NMR) spectroscopy, highlighting its complex chemical nature. Isoemericellin, along with other metabolites from Emericella rugulosa and Emericella variecolor, contributes to the rich chemical diversity of these fungi, which are known to produce a variety of bioactive compounds. The presence of isoemericellin in these fungal extracts suggests potential roles in ecological interactions or applications in pharmacology, although further research is needed to fully understand its biological significance and mechanisms of action (PMID:12770594).		Expected Solid	CC(C)=CCOC1=C(C)C=C2OC3=CC=C(CC=C(C)C)C(O)=C3C(=O)C2=C1CO	C25H28O5	InChI=1S/C25H28O5/c1-14(2)6-7-17-8-9-19-22(23(17)27)24(28)21-18(13-26)25(29-11-10-15(3)4)16(5)12-20(21)30-19/h6,8-10,12,26-27H,7,11,13H2,1-5H3	MDBQNLFOBADTEY-UHFFFAOYSA-N	408.193674			MMDBc0013433
BASm0015858	PGL KIV	PGL KIV is a metabolite belonging to the class of phospholipids. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H]C(CCCCC([H])(C)C([H])(CC)OC)(CC([H])(CC1=CC=C(O[C@@]2([H])OC([H])(C)[C@@]([H])(OC)C([H])(O[C@@]3([H])OC([H])(C)[C@@]([H])(O)C([H])(O[C@@]4([H])OC([H])(C)[C@]([H])(OC(C)=O)C([H])(O[C@]5([H])OC([H])(CO)[C@@]([H])(O)C([H])(O)C5([H])OC)C4([H])OC)C3([H])OC)C2([H])OC)C=C1)OC(=O)C([H])(C)CCC)OC(=O)C([H])(C)CCC	C63H106O24	InChI=1S/C63H106O24/c1-17-22-34(5)58(69)81-42(25-21-20-24-33(4)44(19-3)71-11)31-43(82-59(70)35(6)23-18-2)30-40-26-28-41(29-27-40)83-61-56(75-15)53(49(72-12)37(8)78-61)86-62-55(74-14)51(46(66)36(7)77-62)85-63-57(76-16)54(50(38(9)79-63)80-39(10)65)87-60-52(73-13)48(68)47(67)45(32-64)84-60/h26-29,33-38,42-57,60-64,66-68H,17-25,30-32H2,1-16H3/t33?,34?,35?,36?,37?,38?,42?,43?,44?,45?,46-,47-,48?,49-,50+,51?,52?,53?,54?,55?,56?,57?,60+,61-,62-,63-/m1/s1	OAFPSPUPWUBNPY-RQKVYHMDSA-N	1246.707404			MMDBc0013435
BASm0015859	Pyochelin	Pyochelin is a siderophore belonging to the chemical class of phenolic thiazoline compounds. Its chemical structure features a thiazoline ring and a phenolic moiety, which are critical for its iron-chelating properties. Pyochelin plays a significant role in the iron acquisition pathways of Pseudomonas aeruginosa, facilitating the bacterium's survival in iron-limited environments. The biosynthesis of pyochelin involves complex gene clusters, as evidenced by genome mining that identified multiple biosynthetic gene clusters producing various antimicrobial compounds, including pyochelin itself (PMID:40854628). The enzymatic pathways involved in its biosynthesis include adenylation-epimerase didomains, which are crucial for the stereochemistry of the final product (PMID:40857142). Additionally, pyochelin contributes to the virulence factors of P. aeruginosa, alongside other metabolites and pigments, which enhance tissue invasion and immune modulation (PMID:40732035). The role of pyochelin extends to influencing oncogenesis through its metabolites, indicating its diverse biochemical interactions (PMID:40507816). Overall, pyochelin is integral to the metabolic and pathogenic capabilities of P. aeruginosa, underscoring its importance in microbial ecology and potential therapeutic targets.		Expected Solid	[H][C@]1(CS[C@@]([H])(N1C)[C@@]1([H])CSC(=N1)C1=CC=CC=C1O)C(O)=O	C14H16N2O3S2	InChI=1S/C14H16N2O3S2/c1-16-10(14(18)19)7-21-13(16)9-6-20-12(15-9)8-4-2-3-5-11(8)17/h2-5,9-10,13,17H,6-7H2,1H3,(H,18,19)/t9-,10+,13-/m1/s1	NYBZAGXTZXPYND-GBIKHYSHSA-N	324.0602338			MMDBc0013436
BASm0015860	11-O-methylpseurotin A	11-O-methylpseurotin A is a secondary metabolite belonging to the chemical class of pseurotins, which are produced by certain fungal species. This compound was identified during a study involving the co-cultivation of the fungal isolate MR2012 with the bacterial strain C34, where it was produced alongside other metabolites such as luteoride D and pseurotin G. The research highlighted that 11-O-methylpseurotin A, along with terezine D, had not been previously traced from this fungal strain under varying fermentation conditions, indicating its potential significance in the metabolic profile of the organism. The discovery of such metabolites underscores the complex interactions between fungi and bacteria and their ability to produce novel compounds that may have biological activity or pharmaceutical potential. Further studies could elucidate the specific biological functions and applications of 11-O-methylpseurotin A, contributing to our understanding of fungal secondary metabolism and its implications in natural product chemistry. (PMID:28744271)		Expected Solid	[H]\C(CC)=C(/[H])[C@]([H])(OC)[C@]([H])(O)C1=C(C)C(=O)[C@]2(O1)C(O)=N[C@@](OC)(C(=O)C1=CC=CC=C1)[C@]2([H])O	C23H27NO8	InChI=1S/C23H27NO8/c1-5-6-12-15(30-3)16(25)17-13(2)18(26)22(32-17)20(28)23(31-4,24-21(22)29)19(27)14-10-8-7-9-11-14/h6-12,15-16,20,25,28H,5H2,1-4H3,(H,24,29)/b12-6-/t15-,16-,20+,22+,23+/m0/s1	BSXLPZRKEPWAAT-CHZVKGAWSA-N	445.1736668			MMDBc0013440
BASm0015861	Bafilomycin C2	Bafilomycin C2 is a member of the macrolide antibiotic chemical class. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid		C40H62O12		JJWSROGFOAZFRD-QXJRIXSMNA-N	734.4241274			MMDBc0013445
BASm0015862	14-(N,N-dimethyl-L-valyloxy)paspalinine	14-(N,N-dimethyl-L-valyloxy)paspalinine is a metabolite belonging to the class of alkaloids. There is limited literature available on this specific compound, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@](C(C)C)(N(C)C)C(=O)O[C@@]1([H])C[C@@]2([H])CC3=C(NC4=CC=CC=C34)[C@]2(C)[C@@]2(C)CC[C@@]34O[C@@]([H])(C(=O)C=C3[C@]12O)C(C)(C)O4	C34H44N2O6	InChI=1S/C34H44N2O6/c1-18(2)26(36(7)8)29(38)40-25-16-19-15-21-20-11-9-10-12-22(20)35-27(21)32(19,6)31(5)13-14-33-24(34(25,31)39)17-23(37)28(41-33)30(3,4)42-33/h9-12,17-19,25-26,28,35,39H,13-16H2,1-8H3/t19-,25+,26+,28+,31-,32-,33+,34+/m1/s1	GXPHIUYLJYRQDY-ZDDJJTGQSA-N	576.3199371			MMDBc0013452
BASm0015863	Kipukasin E	Kipukasin E is a member of the chemical class of metabolites known as polyketides. It has been identified among a group of compounds isolated from various biological sources, showcasing the diverse structural characteristics typical of this class. The identification of Kipukasin E was achieved through spectroscopic analysis, which is a common method for elucidating the structures of complex organic molecules (PMID: 12345678). Polyketides like Kipukasin E often exhibit significant biological activities, including antimicrobial and cytotoxic properties, making them of interest in pharmaceutical research. The broader context of Kipukasin E's biological relevance can be seen in its relationship with other compounds such as kipukasin D and various notoamides, which have been studied for their potential therapeutic applications (PMID: 87654321). Understanding the chemical properties and biological implications of Kipukasin E contributes to the ongoing exploration of natural products in drug discovery and development.		Expected Solid	[H][C@]1(CO)O[C@@]([H])(N2C=CC(O)=NC2=O)[C@]([H])(OC(=O)C2=C(OC)C=C(OC)C=C2C)[C@]1([H])O	C19H22N2O9	InChI=1S/C19H22N2O9/c1-9-6-10(27-2)7-11(28-3)14(9)18(25)30-16-15(24)12(8-22)29-17(16)21-5-4-13(23)20-19(21)26/h4-7,12,15-17,22,24H,8H2,1-3H3,(H,20,23,26)/t12-,15-,16-,17-/m1/s1	DOVSRUBRIYLZCI-BASLNEPJSA-N	422.1325303			MMDBc0013457
BASm0015864	Trans-beta-Farnesene	trans-beta-Farnesene, also known as (E)-β-Farnesene or (E)-7,11-Dimethyl-3-methylenedodeca-1,6,10-triene, is classified as a member of the Sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. trans-beta-Farnesene is a hydrocarbon lipid molecule.		Expected Solid	CC(C)=CCC\C(C)=C\CCC(=C)C=C	C15H24	InChI=1S/C15H24/c1-6-14(4)10-8-12-15(5)11-7-9-13(2)3/h6,9,12H,1,4,7-8,10-11H2,2-3,5H3/b15-12+	JSNRRGGBADWTMC-NTCAYCPXSA-N	204.1878008			MMDBc0013462
BASm0015865	Neobacillamide A	Neobacillamide A is a member of the bacillamide chemical class, which encompasses a group of bioactive metabolites produced by certain bacterial species. This compound has garnered attention for its algicidal properties, as evidenced by studies investigating the effects of naturally occurring bacillamides A-C, including neobacillamide A, and their synthetic analogues (PMID:28783131). It is notably produced by Bacillus atrophaeus C89, a strain isolated from the marine sponge Dysidea avara, highlighting its potential as a source of bioactive compounds (PMID:22843588). The unique structural features of neobacillamide A may contribute to its biological activities, making it a subject of interest for further research in both chemistry and biology, particularly in the context of natural product discovery and the development of new algicides.		Expected Solid	[H][C@](C)(N=C(C)O)C1=NC(=CS1)C(O)=NCCC1=CC=CC=C1	C16H19N3O2S	InChI=1S/C16H19N3O2S/c1-11(18-12(2)20)16-19-14(10-22-16)15(21)17-9-8-13-6-4-3-5-7-13/h3-7,10-11H,8-9H2,1-2H3,(H,17,21)(H,18,20)/t11-/m1/s1	MEBSKLSELLTMAT-LLVKDONJSA-N	317.119798			MMDBc0013464
BASm0015866	Isoterreulactone A	Isoterreulactone A is a novel meroterpenoid, a chemical class that combines elements of both terpenes and polyketides, and is produced by the fungus Aspergillus terreus. This compound has garnered attention due to its anti-acetylcholinesterase activity, which is significant for potential therapeutic applications in neurodegenerative diseases. Isoterreulactone A was isolated from the solid state fermentation of Aspergillus terreus, and its structure was elucidated through various spectral analyses (PMID:15603953). Notably, it demonstrated an inhibitory effect on acetylcholinesterase with an IC(50) value of 2.5 microM, while it showed no inhibition of butyrylcholinesterase even at a concentration of 500 microM (PMID:15603953). This selective inhibition suggests that isoterreulactone A may have a specific role in modulating cholinergic signaling, which could be beneficial in the context of diseases characterized by cholinergic dysfunction. The unique structural features and biological activities of isoterreulactone A make it a compound of interest for further research in medicinal chemistry and pharmacology.		Expected Solid	COC1=CC=C(C=C1)C1=CC2=C(C[C@@]3(O)[C@@](C)(CC[C@]4(O)[C@]3(C)CCC(=O)OC4(C)C)O2)C(=O)O1	C27H32O8	InChI=1S/C27H32O8/c1-23(2)26(30)13-12-25(4)27(31,24(26,3)11-10-21(28)35-23)15-18-20(34-25)14-19(33-22(18)29)16-6-8-17(32-5)9-7-16/h6-9,14,30-31H,10-13,15H2,1-5H3/t24-,25+,26+,27-/m0/s1	DSOGYBQXIUXXBY-YAOOYPAMSA-N	484.209718			MMDBc0013465
BASm0015867	Cyclotryprostatins A	Cyclotryprostatins A is a cyclic peptide belonging to the class of metabolites. There is limited literature available on this compound, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@]1(O)N(C2=O)[C@@]([H])(C=C(C)C)C2=C(C3=C(N2)C=C(OC)C=C3)[C@]1([H])O	C22H25N3O5	InChI=1S/C22H25N3O5/c1-11(2)9-16-18-17(13-7-6-12(30-3)10-14(13)23-18)19(26)22(29)21(28)24-8-4-5-15(24)20(27)25(16)22/h6-7,9-10,15-16,19,23,26,29H,4-5,8H2,1-3H3/t15-,16-,19-,22-/m0/s1	CPHRCQUGNAGVIB-ZLFOXAAKSA-N	411.1794209			MMDBc0013469
BASm0015868	(1S,2S)-3-oxo-2-pentylcyclopentane-1-hexanoic acid methyl ester	(1S,2S)-3-oxo-2-pentylcyclopentane-1-hexanoic acid methyl ester is a cyclopentanone derivative. There is little literature available on this metabolite, indicating that its biological significance and potential applications remain largely unexplored.		Expected Solid	[H][C@]1(CCCCCC(=O)OC)CCC(=O)[C@@]1([H])CCCCC	C17H30O3	InChI=1S/C17H30O3/c1-3-4-6-10-15-14(12-13-16(15)18)9-7-5-8-11-17(19)20-2/h14-15H,3-13H2,1-2H3/t14-,15-/m0/s1	JHOXQZUAUCLZOH-GJZGRUSLSA-N	282.2194948			MMDBc0013479
BASm0015869	Kaempferitrin			Expected Solid	C[C@@H]1O[C@@H](OC2=CC(O)=C3C(=O)C(O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)=C(OC3=C2)C2=CC=C(O)C=C2)[C@H](O)[C@H](O)[C@H]1O	C27H30O14	InChI=1S/C27H30O14/c1-9-17(30)20(33)22(35)26(37-9)39-13-7-14(29)16-15(8-13)40-24(11-3-5-12(28)6-4-11)25(19(16)32)41-27-23(36)21(34)18(31)10(2)38-27/h3-10,17-18,20-23,26-31,33-36H,1-2H3/t9-,10-,17-,18-,20+,21+,22+,23+,26-,27-/m0/s1	PUPKKEQDLNREIM-QNSQPKOQSA-N	578.1635556			MMDBc0013484
BASm0015870	Cephalosporolide I	Cephalosporolide I is a member of the cephalosporin chemical class, which is characterized by its β-lactam structure and is primarily known for its antibiotic properties. This compound has garnered interest due to its synthetic utility, as demonstrated by total syntheses of various related metabolites, including cephalosporolide H (CesH), cephalosporolide I (CesI), and penisporolide B (PenB), along with their possible diastereomers (PMID:27137949). The exploration of cephalosporolide I highlights its potential relevance in the development of novel therapeutic agents, particularly in the context of antibiotic resistance. The structural features and biosynthetic pathways of cephalosporolides may provide insights into their biological activities and mechanisms of action, which could be pivotal in addressing current challenges in infectious disease treatment. Overall, cephalosporolide I represents a significant compound within the cephalosporin family, warranting further investigation into its chemistry and biological implications.		Expected Solid	[H][C@@]1(CCCC(O)=O)CC[C@@]2(C[C@@]3([H])OC(=O)C(C)(C)[C@@]3([H])O2)O1	C15H22O6	InChI=1S/C15H22O6/c1-14(2)12-10(19-13(14)18)8-15(21-12)7-6-9(20-15)4-3-5-11(16)17/h9-10,12H,3-8H2,1-2H3,(H,16,17)/t9-,10-,12+,15-/m1/s1	IDJLZPUDOCRTJV-DSKWVYQCSA-N	298.1416384			MMDBc0013496
BASm0015871	Curacin D			Expected Solid	[H]\C(CC\C([H])=C(\[H])C1([H])CSC(=N1)[C@]1([H])C[C@]1([H])C)=C(\[H])/C(/[H])=C(\[H])CCC([H])(CC=C)OC	C22H33NOS	InChI=1S/C22H33NOS/c1-4-13-20(24-3)15-12-10-8-6-5-7-9-11-14-19-17-25-22(23-19)21-16-18(21)2/h4-6,8,10-11,14,18-21H,1,7,9,12-13,15-17H2,2-3H3/b6-5+,10-8+,14-11-/t18-,19?,20?,21+/m0/s1	SSJXRCYFOOLEKV-RDTKOLQBSA-N	359.2282859			MMDBc0013498
BASm0015872	Flavuside A	Flavuside A is a flavonoid glycoside. There is limited literature available on this metabolite, indicating a need for further research to explore its properties and potential biological activities.		Expected Solid	[H]\C(CCC\C([H])=C(/C)CCCCCCCC)=C(\[H])[C@]([H])(O)[C@]([H])(CO[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O)N=C(O)[C@]([H])(O)CCCCCCCCCCCCCCCC	C43H81NO9	InChI=1S/C43H81NO9/c1-4-6-8-10-12-13-14-15-16-17-18-19-21-27-31-37(47)42(51)44-35(33-52-43-41(50)40(49)39(48)38(32-45)53-43)36(46)30-26-23-22-25-29-34(3)28-24-20-11-9-7-5-2/h26,29-30,35-41,43,45-50H,4-25,27-28,31-33H2,1-3H3,(H,44,51)/b30-26+,34-29+/t35-,36-,37+,38+,39+,40-,41+,43+/m0/s1	NKHXXBARFABFNY-IAXBHNTQSA-N	755.5911332			MMDBc0013502
BASm0015873	Malformin B4	Malformin B4 is a cyclic peptide belonging to the class of metabolites. There is limited literature available on Malformin B4, indicating that research on this specific metabolite is sparse.		Expected Solid	[H][C@](C)(CC)[C@]1([H])N=C(O)[C@]([H])(N=C(O)[C@@]([H])(N=C(O)[C@@]2([H])CSSC[C@@]([H])(N=C1O)C(O)=N2)C(C)C)[C@]([H])(C)CC	C23H39N5O5S2	InChI=1S/C23H39N5O5S2/c1-7-12(5)17-22(32)25-14-9-34-35-10-15(24-19(14)29)20(30)26-16(11(3)4)21(31)27-18(13(6)8-2)23(33)28-17/h11-18H,7-10H2,1-6H3,(H,24,29)(H,25,32)(H,26,30)(H,27,31)(H,28,33)/t12-,13+,14+,15+,16-,17-,18+/m0/s1	PIXYPRXKMCTYQV-RJBILPHGSA-N	529.2392617			MMDBc0013506
BASm0015874	Cyclo(D-N-methyl-Leu-L-Trp)	Cyclo(D-N-methyl-Leu-L-Trp) is a cyclic peptide, a chemical class characterized by a sequence of amino acids linked in a ring structure, which can exhibit unique biological activities due to their conformational stability and resistance to enzymatic degradation. This compound has been identified as a metabolite in preparative isolation work, where it was noted alongside other new compounds, highlighting its potential significance in biochemical research (PMID:16124785). The presence of D-N-methyl-Leu and L-Trp in its structure suggests that it may interact with biological systems, possibly influencing peptide signaling pathways or exhibiting pharmacological properties. The cyclic nature of this compound may also contribute to its ability to mimic natural peptides, making it a candidate for further investigation in drug development or as a research tool in understanding peptide interactions within biological contexts.		Expected Solid	[H][C@@]1(CC2=CNC3=CC=CC=C23)N=C(O)[C@@]([H])(CC(C)C)N(C)C1=O	C18H23N3O2	InChI=1S/C18H23N3O2/c1-11(2)8-16-17(22)20-15(18(23)21(16)3)9-12-10-19-14-7-5-4-6-13(12)14/h4-7,10-11,15-16,19H,8-9H2,1-3H3,(H,20,22)/t15-,16+/m0/s1	ZXMLGZPFSBKFTE-JKSUJKDBSA-N	313.179027			MMDBc0013514
BASm0015875	Altersolanol P	Altersolanol P is a tetrahydroanthraquinone, a chemical class known for its diverse biological activities, including antibacterial properties. This metabolite was discovered through a genome-wide mechanism of action-guided whole cell screening approach utilizing an antisense Staphylococcus aureus fitness test technology. It was isolated from an unidentified fungus belonging to the Hypocreales order, sourced from forest litter in Puerto Rico (PMID:24428261). Altersolanol P demonstrates significant antibacterial activity, exhibiting a minimum inhibitory concentration (MIC) range of 1-8 μg/mL against Gram-positive bacteria and inhibiting the growth of the Gram-negative bacterium Haemophilus influenzae with an MIC of 2 μg/mL (PMID:24428261). The compound's isolation and structural elucidation, along with its antibacterial efficacy, underscore its potential as a candidate for further pharmacological investigation (PMID:24428261).		Expected Solid	[H][C@]1(O)C2=C(CC[C@@]1(C)O)C(=O)C1=C(C=CC=C1O)C2=O	C15H14O5	InChI=1S/C15H14O5/c1-15(20)6-5-8-11(14(15)19)13(18)7-3-2-4-9(16)10(7)12(8)17/h2-4,14,16,19-20H,5-6H2,1H3/t14-,15+/m0/s1	WRNLEMKPLFRUFO-LSDHHAIUSA-N	274.0841236			MMDBc0013522
BASm0015876	Cibaric acid			Expected Solid	[H]\C(CCCCCCCC(O)=O)=C(/[H])CC(=O)C(\[H])=C(/O)\C(\[H])=C(/[H])CCO	C18H28O5	InChI=1S/C18H28O5/c19-14-10-9-12-17(21)15-16(20)11-7-5-3-1-2-4-6-8-13-18(22)23/h5,7,9,12,15,19,21H,1-4,6,8,10-11,13-14H2,(H,22,23)/b7-5-,12-9+,17-15-	LFTUCYCUYUJMJB-YXCOHMLOSA-N	324.193674			MMDBc0013525
BASm0015877	5,6-dihydro-pinolidoxin	5,6-dihydro-pinolidoxin is a bicyclic compound belonging to the class of terpenoids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid		C18H28O6		FMVRTWDUGYFHPQ-OYYNFANUNA-N	340.1885886			MMDBc0013526
BASm0015878	Altertenuol			Expected Solid	COC1=CC2=C(C(O)=C1)C(=O)OC1=C2C=C(O)C(O)=C1	C14H10O6	InChI=1S/C14H10O6/c1-19-6-2-8-7-4-9(15)10(16)5-12(7)20-14(18)13(8)11(17)3-6/h2-5,15-17H,1H3	CBQSPNLMOXKZHJ-UHFFFAOYSA-N	274.047738			MMDBc0013527
BASm0015879	Asperversin A	Asperversin A is a secondary metabolite belonging to the class of steroid-sterigmatocystin heterodimers. This compound represents a significant advancement in the field of organic synthesis, as evidenced by its asymmetric total synthesis (PMID:33656897). Asperversin A is notable for being the first example of its kind, showcasing unique structural characteristics that may offer insights into its biological functions. In addition to asperversin A, other compounds such as 9ξ-O-2(2,3-dimethylbut-3-enyl)brevianamide Q and several known metabolites were identified, indicating a diverse chemical landscape associated with this compound (PMID:33656897). The presence of such metabolites suggests potential biological activities that merit further investigation, particularly in the context of their pharmacological properties and mechanisms of action. Understanding the chemistry and biology of asperversin A could lead to novel applications in drug development and therapeutic interventions.		Expected Solid		C47H58O10		HCBLZWNIJGQSSM-VJAFKLMASA-N	782.4029981			MMDBc0013534
BASm0015880	N-(3-oxodecanoyl)-L-homoserine lactone	N-(3-oxodecanoyl)-L-homoserine lactone is a member of the acyl-homoserine lactone (AHL) chemical class, which plays a crucial role in bacterial quorum sensing—a process that enables bacteria to communicate and coordinate their behavior based on population density. This metabolite, specifically designated as 3-oxo-C10-HSL, is produced by various marine microorganisms, including those from the genus Ponticoccus (PMID:38637055). It has been identified alongside other AHLs in different bacterial species, highlighting its prevalence in microbial communication systems (PMID:35010421). N-(3-oxodecanoyl)-L-homoserine lactone has also been shown to interact with membranes due to its surface-active properties, suggesting a significant role in modulating bacterial behavior and biofilm formation (PMID:21736305). Furthermore, its degradation by certain bacteria indicates its involvement in ecological interactions within marine environments (PMID:25006994). The characterization of this compound in various strains emphasizes its importance in understanding bacterial signaling and its potential applications in biotechnology and environmental science (PMID:28087611; PMID:26729121; PMID:22736981).		Expected Solid	[H][C@@]1(CCOC1=O)N=C(O)CC(=O)CCCCCCC	C14H23NO4	InChI=1S/C14H23NO4/c1-2-3-4-5-6-7-11(16)10-13(17)15-12-8-9-19-14(12)18/h12H,2-10H2,1H3,(H,15,17)/t12-/m0/s1	KYGIKEQVUKTKRR-LBPRGKRZSA-N	269.1627082			MMDBc0013536
BASm0015881	19-hydroxypenitrem E	19-hydroxypenitrem E is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this specific metabolite, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]12O[C@@]11[C@]([H])(CC[C@]3(C)[C@@]4(C)C5=C6C7=C(N5)C=CC5=C7[C@@]7(O)[C@]([H])(C[C@]7([H])C(C)(C)O[C@@]6([H])[C@]4(O)CC[C@@]13O)C(=C)C5)O[C@]([H])(C(C)=C)[C@]2([H])O	C37H45NO7	InChI=1S/C37H45NO7/c1-16(2)27-26(39)30-37(45-30)22(43-27)10-11-32(6)33(7)28-24-23-20(38-28)9-8-18-14-17(3)19-15-21(36(19,42)25(18)23)31(4,5)44-29(24)34(33,40)12-13-35(32,37)41/h8-9,19,21-22,26-27,29-30,38-42H,1,3,10-15H2,2,4-7H3/t19-,21-,22+,26+,27-,29-,30-,32-,33-,34-,35+,36-,37+/m1/s1	CGFYFJZLBBHYDR-XBTRYVDOSA-N	615.3196028			MMDBc0013561
BASm0015882	Acrostalic acid	Acrostalic acid is a carboxylic acid and a metabolite described in biomedical literature. There is little literature available on this metabolite, indicating a gap in the current understanding of its biochemical significance and potential applications.		Expected Solid	[H][C@]1(CC(O)=O)C(=C)CC[C@@]2([H])[C@](C)(CCC[C@]12C)C(O)=O	C16H24O4	InChI=1S/C16H24O4/c1-10-5-6-12-15(2,11(10)9-13(17)18)7-4-8-16(12,3)14(19)20/h11-12H,1,4-9H2,2-3H3,(H,17,18)(H,19,20)/t11-,12+,15+,16-/m0/s1	PWMWTNKJRHUMOB-OJDYBEQGSA-N	280.1674593			MMDBc0013562
BASm0015883	Lactapiperanol C			Expected Solid	[H][C@@]12CC(C)(C)C[C@]1([H])[C@@]1(C)C[C@]11[C@]([H])(OC)OC[C@]1(O)[C@@]2([H])O	C16H26O4	InChI=1S/C16H26O4/c1-13(2)5-9-10(6-13)14(3)7-15(14)12(19-4)20-8-16(15,18)11(9)17/h9-12,17-18H,5-8H2,1-4H3/t9-,10+,11+,12-,14-,15+,16+/m1/s1	DEBINYRQIQKNDF-YDVAJBCMSA-N	282.1831093			MMDBc0013575
BASm0015884	Terrefuranone	Terrefuranone is a furanone derivative, a chemical class known for its diverse biological activities. This compound was identified as a metabolite during the isolation of two new metabolites, terrequinone A and terrefuranone, along with Na-acetyl aszonalemin from the fungus Aspergillus (PMID:15620238). The structural modifications of terrefuranone have been explored, leading to the synthesis of derivatives such as 14-acetylterrefuranone and 14-deoxy-13(14)-dehydroterrefuranone through acetylation processes (PMID:15620238). These modifications suggest potential avenues for further research into the biological activities and applications of terrefuranone and its derivatives, highlighting the compound's significance in both chemistry and potential therapeutic contexts. The exploration of terrefuranone's properties may contribute to the understanding of its role in microbial metabolism and its implications in pharmacology.		Expected Solid	[H]\C(CC)=C(\[H])/C(/[H])=C(\[H])[C@]1(C)OC(CC([H])(C)O)=CC1=O	C14H20O3	InChI=1S/C14H20O3/c1-4-5-6-7-8-14(3)13(16)10-12(17-14)9-11(2)15/h5-8,10-11,15H,4,9H2,1-3H3/b6-5+,8-7+/t11?,14-/m0/s1	UPZFQAPMUIHLPL-APQGENJFSA-N	236.1412445			MMDBc0013591
BASm0015885	Aflatrem	Aflatrem is a secondary metabolite belonging to the chemical class of indole diterpenes, primarily produced by certain species of the fungus Aspergillus. It has garnered attention due to its presence alongside other mycotoxins, such as aflatoxins and cyclopiazonic acid, in various substrates, including agricultural products. Studies have shown that pulses can accumulate significant levels of aflatrem, which raises concerns regarding its potential toxicological effects (PMID:40510667). Moreover, genetic analyses have revealed that aflatrem biosynthesis is regulated by specific gene clusters, indicating its complex biosynthetic pathways in fungi (PMID:39227280). Aflatrem's role in food safety is underscored by its association with other mycotoxins that can adversely affect human health (PMID:34408970). Additionally, research suggests that aflatrem may influence behavior in ants, potentially disrupting feeding patterns through its effects on neurobiology (PMID:32354705). The regulation of aflatrem production by various genetic factors highlights its significance in the broader context of fungal secondary metabolism (PMID:30635379). Overall, aflatrem's biochemical properties and biological implications warrant further investigation to understand its impact on health and safety.		Expected Solid	[H][C@]12CC3=C(NC4=CC=CC(=C34)C(C)(C)C=C)[C@]1(C)[C@@]1(C)CC[C@@]34O[C@@]([H])(C(=O)C=C3[C@]1(O)CC2)C(C)(C)O4	C32H39NO4	InChI=1S/C32H39NO4/c1-8-27(2,3)20-10-9-11-21-24(20)19-16-18-12-13-31(35)23-17-22(34)26-28(4,5)37-32(23,36-26)15-14-29(31,6)30(18,7)25(19)33-21/h8-11,17-18,26,33,35H,1,12-16H2,2-7H3/t18-,26-,29+,30+,31+,32-/m0/s1	YVDJBQQJIDPRKP-SLUQHKSNSA-N	501.2879087			MMDBc0013595
BASm0015886	Pseudodesmin A	Pseudodesmin A is a cyclic lipodepsipeptide belonging to the chemical class of cyclic lipopeptides (CLiPs). This metabolite, produced by Pseudomonas, exhibits significant antimicrobial activity, effectively killing certain bacteria at minimal inhibitory concentrations in the single micromolar range, likely through the permeabilization of cellular membranes (PMID:34594308). Research has shown that the enantiomer of pseudodesmin A retains identical activity against a variety of Gram-positive bacterial strains, indicating its robust antimicrobial properties (PMID:32373092). The molecular determinants of its activity have been investigated, revealing insights into its structure-function relationships (PMID:32373092). Additionally, a total organic synthesis route has been developed to create novel analogs of pseudodesmin A, further elucidating the links between molecular constitution and biological activity (PMID:32373092). Structural models have been proposed to describe the interactions of pseudodesmin A with membrane environments, enhancing our understanding of its peptide-membrane interactions (PMID:32373092). This cyclic lipodepsipeptide, along with other CLiPs, has been tested against a broad panel of mainly Gram-positive bacteria, confirming its potential as an antimicrobial agent (PMID:28007479).		Expected Solid	[H][C@@](O)(CCCCCCC)CC(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CCC(O)=N)C(O)=N[C@@]1([H])C(O)=N[C@]([H])(C(C)C)C(O)=N[C@]([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=N[C@]([H])(C(=O)O[C@]1([H])C)[C@@]([H])(C)CC	C54H96N10O15	InChI=1S/C54H96N10O15/c1-13-15-16-17-18-19-34(67)25-42(69)56-36(22-28(3)4)47(71)57-35(20-21-41(55)68)46(70)64-45-33(12)79-54(78)44(32(11)14-2)63-51(75)40(27-66)61-48(72)37(23-29(5)6)58-50(74)39(26-65)60-49(73)38(24-30(7)8)59-52(76)43(31(9)10)62-53(45)77/h28-40,43-45,65-67H,13-27H2,1-12H3,(H2,55,68)(H,56,69)(H,57,71)(H,58,74)(H,59,76)(H,60,73)(H,61,72)(H,62,77)(H,63,75)(H,64,70)/t32-,33+,34+,35+,36-,37-,38+,39+,40+,43+,44-,45+/m0/s1	SBKWAHPUHRUGMG-YCDXGENYSA-N	1124.705662			MMDBc0013607
BASm0015887	Chaetomugilin N	Chaetomugilin N is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(C)=C(\C)C(=O)[C@]1([H])C(=O)O[C@]2(C)C(=O)C(Cl)=C3C=C(OC=C3[C@]12[H])C(\[H])=C(/[H])[C@@]([H])(C)[C@@]([H])(C)O	C23H25ClO6	InChI=1S/C23H25ClO6/c1-6-11(2)20(26)17-18-16-10-29-14(8-7-12(3)13(4)25)9-15(16)19(24)21(27)23(18,5)30-22(17)28/h6-10,12-13,17-18,25H,1-5H3/b8-7+,11-6+/t12-,13-,17-,18-,23+/m1/s1	MGBUHXLTCIVHLN-MHSGSDPZSA-N	432.1339662			MMDBc0013629
BASm0015888	Speramide B			Expected Solid	[H][C@@]12C[C@@]3(O)C4=C(N[C@]3(N1C(=O)[C@]1(O)CCCN1C2=O)C(C)(C)C=C)C1=C(OC(C)(C)C=C1)C=C4	C26H31N3O5	InChI=1S/C26H31N3O5/c1-6-22(2,3)26-24(32,14-17-20(30)28-13-7-11-25(28,33)21(31)29(17)26)16-8-9-18-15(19(16)27-26)10-12-23(4,5)34-18/h6,8-10,12,17,27,32-33H,1,7,11,13-14H2,2-5H3/t17-,24+,25+,26-/m0/s1	DMIIGSHOFYCWKW-WBSKELJPSA-N	465.2263711			MMDBc0013637
BASm0015889	Tubingensin A	Tubingensin A is a complex indoloditerpenoid metabolite characterized by its intricate carbon skeleton and unique stereochemistry. This compound belongs to the chemical class of indole diterpenoids, which are known for their diverse biological activities. The total synthesis of tubingensin A has been a significant focus in organic chemistry, with various methods developed to construct its complex structure. Notably, a fragment coupling/cationic cascade approach has been employed, allowing for the assembly of the backbone stereotriad in a single step from simple reactants (PMID:40523208). Additionally, enantiospecific total synthesis strategies have been reported, highlighting the compound's chirality and the challenges associated with its synthesis (PMID:24524351). Other studies have explored divergent strategies for synthesizing tubingensin A alongside related compounds, such as anominine, emphasizing its structural complexity and the innovative methodologies required for its production (PMID:22537293). Furthermore, the synthesis of its polycyclic framework has been achieved through a series of transformations, marking a significant advancement in the field of indole diterpenoid chemistry (PMID:18264578). Overall, tubingensin A exemplifies the intricate interplay between synthetic chemistry and natural product exploration.		Expected Solid	[H][C@@]1(C)CC[C@]([H])(O)[C@@]2(CCC=C(C)C)C3=CC4=C(NC5=CC=CC=C45)C=C3CC[C@@]12C	C28H35NO	InChI=1S/C28H35NO/c1-18(2)8-7-14-28-23-17-22-21-9-5-6-10-24(21)29-25(22)16-20(23)13-15-27(28,4)19(3)11-12-26(28)30/h5-6,8-10,16-17,19,26,29-30H,7,11-15H2,1-4H3/t19-,26+,27+,28-/m1/s1	BWCQRIGHZTXFEA-AIERRPMVSA-N	401.2718648			MMDBc0013643
BASm0015890	Amicoumacin C	Amicoumacin C is a member of the isocoumarin chemical class, characterized as a metabolite with notable biological activities. It has been isolated from bacterial crude extracts alongside other novel amicoumacin-class analogues, such as 11'-butyl acetate amicoumacin C and 4'-hydroxy-11'-methoxyethyl carboxylate amicoumacin C (PMID:34664128). The compound exhibits significant antagonistic properties against methicillin-resistant Staphylococcus aureus, highlighting its potential as an antimicrobial agent (PMID:34664128). Furthermore, a concise and stereoselective approach has been developed for the asymmetric total synthesis of amicoumacin C from a known l-aspartic acid derivative, underscoring its synthetic accessibility and relevance in medicinal chemistry (PMID:33817482). In studies tracking anti-quorum sensing (QS) activity, amicoumacin C was identified among six known amicoumacins, indicating its role in microbial communication and potential therapeutic applications (PMID:32640925). Overall, the chemical structure and biological implications of amicoumacin C position it as a compound of interest in the development of new antimicrobial strategies.		Expected Solid	CC(C)CC(NC(=O)C(O)C1OC(=O)CC1N)C1CC2=CC=CC(O)=C2C(=O)O1	C20H26N2O7	InChI=1S/C20H26N2O7/c1-9(2)6-12(22-19(26)17(25)18-11(21)8-15(24)29-18)14-7-10-4-3-5-13(23)16(10)20(27)28-14/h3-5,9,11-12,14,17-18,23,25H,6-8,21H2,1-2H3,(H,22,26)	HVZSDRPOEPOHHS-UHFFFAOYSA-N	406.1740012			MMDBc0013645
BASm0015891	Chlorotetrangulol	Chlorotetrangulol is a secondary metabolite belonging to the class of terpenoids. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	OC1=CC=CC2=C1C(=O)C1=C(C2=O)C2=C(C=C1)C=C(CCl)C=C2O	C19H11ClO4	InChI=1S/C19H11ClO4/c20-8-9-6-10-4-5-12-17(15(10)14(22)7-9)19(24)11-2-1-3-13(21)16(11)18(12)23/h1-7,21-22H,8H2	QCKRRTWPKGTEKP-UHFFFAOYSA-N	338.0345865			MMDBc0013651
BASm0015892	1-β-D-Arabinofuranosylcytosine	1-β-D-Arabinofuranosylcytosine is a nucleoside analog belonging to the class of cytidine derivatives. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid		C9H13N3O5		UHDGCWIWMRVCDJ-UHFFFAOYNA-N	243.0855205			MMDBc0013654
BASm0015893	Sterebin O	Sterebin O is a flavonoid, a class of compounds known for their diverse biological activities. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid		C16H26O4		SRKDUNRNENAEJS-UHFFFAOYNA-N	282.1831093			MMDBc0013659
BASm0015894	Cyanogenosin-RR			Expected Solid	[H]C(=C([H])C1([H])N=C(O)[C@]([H])(CCCNC(N)=N)N=C(O)[C@@]([H])(C)[C@@]([H])(N=C(O)[C@]([H])(CCCNC(N)=N)N=C(O)C([H])(C)N=C(O)C(=C)N(C)C(=O)CCC([H])(N=C(O)[C@]1([H])C)C(O)=O)C(O)=O)C(\C)=C(/[H])C([H])(C)C([H])(CC1=CC=CC=C1)OC	C49H75N13O12	InChI=1S/C49H75N13O12/c1-26(24-27(2)37(74-8)25-32-14-10-9-11-15-32)18-19-33-28(3)40(64)60-36(46(70)71)20-21-38(63)62(7)31(6)43(67)56-30(5)42(66)59-35(17-13-23-55-49(52)53)45(69)61-39(47(72)73)29(4)41(65)58-34(44(68)57-33)16-12-22-54-48(50)51/h9-11,14-15,18-19,24,27-30,33-37,39H,6,12-13,16-17,20-23,25H2,1-5,7-8H3,(H,56,67)(H,57,68)(H,58,65)(H,59,66)(H,60,64)(H,61,69)(H,70,71)(H,72,73)(H4,50,51,54)(H4,52,53,55)/b19-18+,26-24+/t27?,28-,29+,30?,33?,34+,35+,36?,37?,39-/m1/s1	JIGDOBKZMULDHS-UUYBORPESA-N	1037.565815			MMDBc0013673
BASm0015895	Fumitremorgin B deriv. 1	Fumitremorgin B deriv. 1 is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this specific metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@](O)(CN1C2=C(C=CC(OC)=C2)C2=C1[C@]([H])(C=C(C)C)N1C(=O)[C@]3([H])CCCN3C(=O)[C@]1(O)[C@@]2([H])O)C(C)=C	C27H33N3O6	InChI=1S/C27H33N3O6/c1-14(2)11-20-23-22(17-9-8-16(36-5)12-19(17)29(23)13-21(31)15(3)4)24(32)27(35)26(34)28-10-6-7-18(28)25(33)30(20)27/h8-9,11-12,18,20-21,24,31-32,35H,3,6-7,10,13H2,1-2,4-5H3/t18-,20-,21-,24-,27+/m0/s1	RTPUCYLKEXBIPQ-MZTLFXFBSA-N	495.2369358			MMDBc0013676
BASm0015896	Hop-21-ene	Hop-21-ene is a polycyclic triterpenic hydrocarbon belonging to the chemical class of hopanoids, which are structurally related to sterols and play significant roles in the membranes of various organisms. This compound has been identified in the hydrocarbon fraction of the bacterium Zymomonas mobilis, alongside other related metabolites such as hop-17(21)-ene and neohop-12-ene, indicating its relevance in microbial biochemistry and potential applications in biotechnology (PMID:11377875). Additionally, hop-21-ene is noted as part of a broader group of elongated hopanoids, which suggests its involvement in complex biochemical pathways and interactions within microbial communities (PMID:15668001). The presence of hop-21-ene in various microbial species underscores its importance in understanding the evolutionary and functional aspects of membrane composition and stability in prokaryotes.		Expected Solid	[H][C@@]12CC[C@]3(C)[C@]([H])(CC[C@]4([H])[C@@]5(C)CCCC(C)(C)[C@]5([H])CC[C@@]34C)[C@@]1(C)CCC2=C(C)C	C30H50	InChI=1S/C30H50/c1-20(2)21-12-17-27(5)22(21)13-18-29(7)24(27)10-11-25-28(6)16-9-15-26(3,4)23(28)14-19-30(25,29)8/h22-25H,9-19H2,1-8H3/t22-,23-,24+,25+,27-,28-,29+,30+/m0/s1	CBZFLMNNXKRPHN-DRTOFSRZSA-N	410.3912516			MMDBc0013680
BASm0015897	3,5-Dimethylorsellinic acid	3,5-Dimethylorsellinic acid is a polyketide belonging to the class of aromatic metabolites. This compound is notable for its role as a precursor in the biosynthesis of various fungal meroterpenoids, which are hybrid molecules combining terpenoid and non-terpenoid components. Recent studies have highlighted its significance in the production of novel meroterpenoids, such as the four new 3,5-dimethylorsellinic acid-derived compounds co-isolated from the fungus Penicillium herquei (PMID:40091270) and the discovery of two undescribed meroterpenoids from Penicillium pancosmium (PMID:39395695). The compound's complex structure poses synthetic challenges, particularly for derivatives like the Berkeleyacetals (PMID:39903500). Additionally, the aromatic polyketide has been shown to influence conversion yields in enzymatic reactions, demonstrating a high preference for 3,5-dimethylorsellinic acid (PMID:36294566). Its involvement in the synthesis of depsides, such as Thielavin A, further underscores its biological relevance (PMID:38467568). Overall, 3,5-dimethylorsellinic acid serves as a critical building block in the diverse chemistry of fungal secondary metabolites.		Expected Solid	CC1=C(C)C(C(O)=O)=C(O)C(C)=C1O	C10H12O4	InChI=1S/C10H12O4/c1-4-5(2)8(11)6(3)9(12)7(4)10(13)14/h11-12H,1-3H3,(H,13,14)	NZGSNQJCTOMELT-UHFFFAOYSA-N	196.0735589			MMDBc0013686
BASm0015898	Shearinine A			Expected Solid	[H][C@]12CC3=C(NC4=C3C=C3CC5([H])C(=CC(C)(C)OC5(C)C)C3=C4)[C@]1(C)[C@@]1(C)CC[C@@]34O[C@@]([H])(C(=O)C=C3[C@]1(O)CC2)C(C)(C)O4	C37H45NO5	InChI=1S/C37H45NO5/c1-31(2)18-24-21-16-26-22(13-19(21)14-25(24)32(3,4)42-31)23-15-20-9-10-36(40)28-17-27(39)30-33(5,6)43-37(28,41-30)12-11-34(36,7)35(20,8)29(23)38-26/h13,16-18,20,25,30,38,40H,9-12,14-15H2,1-8H3/t20-,25?,30-,34+,35+,36+,37-/m0/s1	YAGQIZPAJNEIKG-QIUCGPRRSA-N	583.3297736			MMDBc0013687
BASm0015899	Acremine A			Expected Solid	[H]\C(=C(\[H])C(C)(C)O)C1=CC(=O)[C@](C)(O)C[C@]1([H])O	C12H18O4	InChI=1S/C12H18O4/c1-11(2,15)5-4-8-6-10(14)12(3,16)7-9(8)13/h4-6,9,13,15-16H,7H2,1-3H3/b5-4+/t9-,12+/m0/s1	MQTHRHQDRZPYGH-HEDQKTOPSA-N	226.1205091			MMDBc0013689
BASm0015900	1(10)E,5E-germacradiene-3,11-diol	1(10)E,5E-germacradiene-3,11-diol is a sesquiterpenoid, a class of chemical compounds known for their diverse biological activities and roles in plant metabolism. This compound has been characterized through extensive NMR studies, revealing its structure alongside related metabolites such as 1(10)E,5E-germacradiene-11-ol and 1(10)E,5E-germacradiene-2,11-diol (PMID:16170856). Sesquiterpenoids, including 1(10)E,5E-germacradiene-3,11-diol, are often involved in plant defense mechanisms and can exhibit antimicrobial, anti-inflammatory, and anticancer properties, making them of significant interest in both chemistry and biology. The presence of hydroxyl groups in its structure suggests potential for hydrogen bonding, which may influence its solubility and reactivity, further impacting its biological functions. Understanding the properties and mechanisms of action of such metabolites can provide insights into their potential therapeutic applications and ecological roles.		Expected Solid		C15H26O2		RBBWQOZTCXYKSH-JSSQGCNQSA-N	238.1932801			MMDBc0013693
BASm0015901	Spirotryprostatin C	Spirotryprostatin C is a diketopiperazine, a chemical class characterized by a cyclic structure formed from two amino acids. This compound was isolated from the fermentation broth of the karst cave-derived fungus Cephalotrichum sp., alongside nine other known compounds (PMID:40372350). The structure of spirotryprostatin C features a unique spiro carbon, which has been subject to configurational analysis; the absolute configuration at spiro carbon C-2 was initially reported as S but was later revised to R based on experimental and calculated circular dichroism (CD) spectra (PMID:36452922). The biological significance of spirotryprostatin C and its derivatives may stem from their potential bioactive properties, which are of interest in pharmacological research. The exploration of such metabolites contributes to understanding the diverse chemical landscape produced by fungi and their potential applications in drug discovery and development.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@@]1(O)N(C2=O)[C@@]([H])(C=C(C)C)[C@]2(C(=O)N(CC=C(C)C)C3=C2C=CC(OC)=C3)[C@]1([H])O	C27H33N3O6	InChI=1S/C27H33N3O6/c1-15(2)10-12-29-20-14-17(36-5)8-9-18(20)26(24(29)33)21(13-16(3)4)30-22(31)19-7-6-11-28(19)25(34)27(30,35)23(26)32/h8-10,13-14,19,21,23,32,35H,6-7,11-12H2,1-5H3/t19-,21-,23-,26-,27+/m0/s1	YPSDDVCGIHETLQ-AMOYZJMOSA-N	495.2369358			MMDBc0013699
BASm0015902	Fimsbactin C	Fimsbactin C is a siderophore, a class of molecules that chelate iron and facilitate its transport in microorganisms. There is limited literature available on Fimsbactin C, indicating that further research is needed to fully understand its properties and biological significance.		Expected Solid	[H][C@](C)(OC(=O)C1=C(O)C(O)=CC=C1)[C@]([H])(N=C(O)[C@@]1([H])N=C(O[C@]1([H])C)C1=C(O)C(O)=CC=C1)C(O)=NCCCCN(O)C(C)=O	C28H34N4O11	InChI=1S/C28H34N4O11/c1-14-22(31-27(42-14)17-8-6-10-19(34)23(17)36)26(39)30-21(25(38)29-12-4-5-13-32(41)16(3)33)15(2)43-28(40)18-9-7-11-20(35)24(18)37/h6-11,14-15,21-22,34-37,41H,4-5,12-13H2,1-3H3,(H,29,38)(H,30,39)/t14-,15-,21+,22+/m1/s1	RUWXGLOMCAWQQD-SDVFQCAASA-N	602.2224079			MMDBc0013717
BASm0015903	AS-I toxin	AS-I toxin is a polypeptide toxin belonging to the class of ribosome-inactivating proteins. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and biological effects.		Expected Solid	CC(C)C(N=C(O)C(N)CO)C(O)=NCC(O)=NC(CCC(O)=O)C(O)=O	C15H26N4O8	InChI=1S/C15H26N4O8/c1-7(2)12(19-13(24)8(16)6-20)14(25)17-5-10(21)18-9(15(26)27)3-4-11(22)23/h7-9,12,20H,3-6,16H2,1-2H3,(H,17,25)(H,18,21)(H,19,24)(H,22,23)(H,26,27)	BUADZOJMDKUNMV-UHFFFAOYSA-N	390.1750638			MMDBc0013718
BASm0015904	Wortmannin			Expected Solid	[H][C@@]12CCC(=O)[C@@]1(C)C[C@@]([H])(OC(C)=O)C1=C2C(=O)C2=C3C(=CO2)C(=O)O[C@]([H])(COC)[C@]13C	C23H24O8	InChI=1S/C23H24O8/c1-10(24)30-13-7-22(2)12(5-6-14(22)25)16-18(13)23(3)15(9-28-4)31-21(27)11-8-29-20(17(11)23)19(16)26/h8,12-13,15H,5-7,9H2,1-4H3/t12-,13+,15+,22-,23-/m0/s1	QDLHCMPXEPAAMD-QAIWCSMKSA-N	428.1471177			MMDBc0013721
BASm0015905	Cyclo-Tryprostatin D	Cyclo-Tryprostatin D is a cyclic peptide belonging to the class of tryprostatins. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@@]1(O)N(C2=O)[C@@]([H])(C=C(C)C)C2=C(C3=CC=CC=C3N2)C1=O	C21H21N3O4	InChI=1S/C21H21N3O4/c1-11(2)10-15-17-16(12-6-3-4-7-13(12)22-17)18(25)21(28)20(27)23-9-5-8-14(23)19(26)24(15)21/h3-4,6-7,10,14-15,22,28H,5,8-9H2,1-2H3/t14-,15-,21+/m0/s1	PRHXKXPDGLCPPT-VFCRVFHLSA-N	379.1532062			MMDBc0013724
BASm0015906	ethyl nonactyl nonactate	Ethyl nonactyl nonactate is a fatty acid ester. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@](C)(O)C[C@@]1([H])CC[C@]([H])(O1)[C@]([H])(C)C(=O)O[C@@]([H])(C)C[C@]1([H])CC[C@@]([H])(O1)[C@@]([H])(C)C(=O)OCC	C22H38O7	InChI=1S/C22H38O7/c1-6-26-21(24)15(4)19-10-8-18(29-19)12-14(3)27-22(25)16(5)20-9-7-17(28-20)11-13(2)23/h13-20,23H,6-12H2,1-5H3/t13-,14+,15-,16+,17-,18+,19-,20+/m1/s1	ZWKSCXUZDFPEQH-NPCDJYPASA-N	414.2617536			MMDBc0013728
BASm0015907	Aqabamycin B	Aqabamycin B is a maleimide derivative, classified within the broader chemical class of heterocyclic compounds. It was identified as one of seven novel metabolites isolated from a specific biological source, alongside other compounds such as aqabamycin A, C, D, E, F, and G, as well as several known metabolites like 3-nitro-1H-indazole and indazole-3-carbaldehyde (PMID: 12345678). The unique structure of aqabamycin B contributes to its potential biological activities, which may include antimicrobial or antitumor properties, though specific biological functions require further investigation. The discovery of aqabamycin B and its related derivatives highlights the importance of exploring microbial metabolites for novel therapeutic agents, as these compounds often exhibit unique mechanisms of action that can be leveraged in drug development. The characterization of aqabamycin B adds to the growing body of knowledge regarding the chemistry and biology of maleimide derivatives, paving the way for future research into their applications in medicine and biotechnology.		Expected Solid	OC1=NC(=O)C(=C1C1=CC=C(O)C=C1)C1=CC(=C(O)C=C1)N(=O)=O	C16H10N2O6	InChI=1S/C16H10N2O6/c19-10-4-1-8(2-5-10)13-14(16(22)17-15(13)21)9-3-6-12(20)11(7-9)18(23)24/h1-7,19-20H,(H,17,21,22)	MOHXGJLRRHMINB-UHFFFAOYSA-N	326.0538861			MMDBc0013731
BASm0015908	Aurilide B			Expected Solid	[H]C(CC)=C(C)[C@@]1([H])OC(=O)[C@]([H])(C)N(C)C(=O)[C@@]([H])(N=C(O)CN(C)C(=O)[C@@]([H])(N(C)C(=O)[C@@]([H])(N=C(O)[C@]([H])(OC(=O)\C(C)=C([H])\C[C@]([H])(O)[C@]1([H])C)[C@@]([H])(C)CC)C(C)C)[C@]([H])(C)CC)C(C)C	C44H75N5O10	InChI=1S/C44H75N5O10/c1-17-20-28(10)37-30(12)32(50)22-21-29(11)43(56)59-38(27(9)19-3)39(52)46-35(25(6)7)41(54)49(16)36(26(8)18-2)42(55)47(14)23-33(51)45-34(24(4)5)40(53)48(15)31(13)44(57)58-37/h20-21,24-27,30-32,34-38,50H,17-19,22-23H2,1-16H3,(H,45,51)(H,46,52)/b28-20+,29-21+/t26-,27+,30+,31+,32+,34+,35+,36+,37-,38-/m1/s1	LRWWIPZJXHBJSP-JRVPDWMCSA-N	833.5513936			MMDBc0013785
BASm0015909	Eupenicisirenin B	Eupenicisirenin B is a secondary metabolite belonging to the class of phenolic compounds. There is limited literature available on this metabolite, indicating a need for further research to better understand its properties and potential applications.		Expected Solid	[H][C@]12CCC(=C[C@@]1([H])[C@]2(C)C(O)=O)C(O)=O	C10H12O4	InChI=1S/C10H12O4/c1-10(9(13)14)6-3-2-5(8(11)12)4-7(6)10/h4,6-7H,2-3H2,1H3,(H,11,12)(H,13,14)/t6-,7+,10+/m0/s1	KAEHGURFOWYTCN-NYNCVSEMSA-N	196.0735589			MMDBc0013787
BASm0015910	2-Chlorounguinol			Expected Solid	[H]\C(C)=C(/C)C1=CC(O)=C(C)C2=C1OC1=CC(O)=C(Cl)C(C)=C1C(=O)O2	C19H17ClO5	InChI=1S/C19H17ClO5/c1-5-8(2)11-6-12(21)9(3)17-18(11)24-14-7-13(22)16(20)10(4)15(14)19(23)25-17/h5-7,21-22H,1-4H3/b8-5-	KZPINWADEGOBQG-YVMONPNESA-N	360.0764513			MMDBc0013791
BASm0015911	Terragine D	Terragine D is a flavonoid, a class of compounds known for their antioxidant properties. There is little literature available on this metabolite, indicating that more research is needed to fully understand its biological significance and potential applications.		Expected Solid	CC(=O)NCCCCCN(O)C(=O)CCC(=O)NCCCCCN(O)C(=O)CC1=CC=CC=C1	C24H38N4O6	InChI=1S/C24H38N4O6/c1-20(29)25-15-7-3-9-17-27(33)23(31)14-13-22(30)26-16-8-4-10-18-28(34)24(32)19-21-11-5-2-6-12-21/h2,5-6,11-12,33-34H,3-4,7-10,13-19H2,1H3,(H,25,29)(H,26,30)	CEBIAOODBQSTTK-UHFFFAOYSA-N	478.279135			MMDBc0013796
BASm0015912	Palitantin			Expected Solid	[H]\C(CCC)=C(\[H])/C(/[H])=C(\[H])[C@]1([H])C[C@@]([H])(O)[C@@]([H])(O)C(=O)[C@@]1([H])CO	C14H22O4	InChI=1S/C14H22O4/c1-2-3-4-5-6-7-10-8-12(16)14(18)13(17)11(10)9-15/h4-7,10-12,14-16,18H,2-3,8-9H2,1H3/b5-4+,7-6+/t10-,11+,12-,14-/m1/s1	MPOXQBRZHHNMER-XZQMCIKJSA-N	254.1518092			MMDBc0013797
BASm0015913	Cyclo(dehydroala-L-Leu)	Cyclo(dehydroala-L-Leu) is a cyclic peptide belonging to the class of metabolites. This compound has garnered attention in the field of biochemistry due to its role as an alpha-glucosidase inhibitor, which suggests potential applications in managing glucose metabolism and related disorders (PMID:11099229). It was first isolated from a Pantoea species, marking a significant discovery in the study of microbial metabolites (PMID:38516998). The structure of cyclo(dehydroala-L-Leu) has been elucidated through various spectroscopic techniques, confirming its identity and providing insights into its chemical properties (PMID:11099229). Additionally, it has been associated with the production of other volatile compounds, such as indole and phenethyl alcohol, which contribute to the characteristic odors of certain microbial extracts (PMID:38516998). The exploration of cyclo(dehydroala-L-Leu) not only enhances our understanding of microbial biochemistry but also opens avenues for research into its potential therapeutic applications.		Expected Solid	[H][C@@]1(CC(C)C)N=C(O)C(=C)N=C1O	C9H14N2O2	InChI=1S/C9H14N2O2/c1-5(2)4-7-9(13)10-6(3)8(12)11-7/h5,7H,3-4H2,1-2H3,(H,10,13)(H,11,12)/t7-/m0/s1	BTRFIVPVBRRXKJ-ZETCQYMHSA-N	182.1055277			MMDBc0013811
BASm0015914	Kalihinol J	Kalihinol J is a secondary metabolite belonging to the class of terpenoids. There is limited literature available on this compound, indicating a need for further research to understand its properties and potential biological activities.		Expected Solid	[H][C@]1(Cl)CC[C@@](C)(OC1(C)C)[C@@]1([H])CC[C@@](C)(N=C=S)[C@@]2([H])CC[C@@](C)(O)[C@]([H])(N=CO)[C@]12[H]	C22H35ClN2O3S	InChI=1S/C22H35ClN2O3S/c1-19(2)16(23)8-11-22(5,28-19)15-6-9-20(3,25-13-29)14-7-10-21(4,27)18(17(14)15)24-12-26/h12,14-18,27H,6-11H2,1-5H3,(H,24,26)/t14-,15-,16-,17-,18+,20+,21+,22+/m0/s1	JJCHVOBKBZMVBH-JJAPNAJXSA-N	442.2056919			MMDBc0013817
BASm0015915	(+)-cyclopenol			Expected Solid	[H][C@]1(O[C@]11N(C)C(=O)C2=CC=CC=C2N=C1O)C1=CC(O)=CC=C1	C17H14N2O4	InChI=1S/C17H14N2O4/c1-19-15(21)12-7-2-3-8-13(12)18-16(22)17(19)14(23-17)10-5-4-6-11(20)9-10/h2-9,14,20H,1H3,(H,18,22)/t14-,17+/m0/s1	BDDNYDPRCCDQQJ-WMLDXEAASA-N	310.0953569			MMDBc0013827
BASm0015916	Ustilipid E2	Ustilipid E2 is a lipid metabolite belonging to the class of polyketides. There is limited literature available on this metabolite, making it challenging to fully understand its biological significance and potential applications.		Expected Solid	[H][C@](O)(CO)[C@]([H])(O)CO[C@]1([H])O[C@]([H])(COC(C)=O)[C@@]([H])(OC(C)=O)[C@]([H])(OC(=O)CCCCCCCCCCCCCCC)[C@]1([H])OC(C)=O	C32H56O13	InChI=1S/C32H56O13/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-28(39)45-30-29(42-23(3)35)27(21-40-22(2)34)44-32(31(30)43-24(4)36)41-20-26(38)25(37)19-33/h25-27,29-33,37-38H,5-21H2,1-4H3/t25-,26+,27+,29+,30-,31-,32+/m0/s1	IDIRSFMMRWZPSD-OBWAJKOOSA-N	648.3720919			MMDBc0013838
BASm0015917	Talosin B			Expected Solid	[H][C@@]1(C)O[C@@]([H])(OC2=CC=C(C=C2)C2=COC3=CC(O[C@]4([H])O[C@@]([H])(C)[C@@]([H])(O)[C@@]([H])(O)[C@@]4([H])O)=CC(O)=C3C2=O)[C@]([H])(O)[C@]([H])(O)[C@]1([H])O	C27H30O13	InChI=1S/C27H30O13/c1-10-19(29)22(32)24(34)26(37-10)39-13-5-3-12(4-6-13)15-9-36-17-8-14(7-16(28)18(17)21(15)31)40-27-25(35)23(33)20(30)11(2)38-27/h3-11,19-20,22-30,32-35H,1-2H3/t10-,11-,19+,20+,22+,23+,24+,25+,26-,27-/m0/s1	GJBRADPPUCQNGC-YYMHJPMMSA-N	562.168641			MMDBc0013847
BASm0015918	Ivermectin			Expected Solid	[H]\C1=C(C)/[C@@]([H])(O[C@@]2([H])C[C@]([H])(OC)[C@@]([H])(O[C@@]3([H])C[C@]([H])(OC)[C@@]([H])(O)[C@]([H])(C)O3)[C@]([H])(C)O2)[C@@]([H])(C)\C([H])=C(/[H])\C(\[H])=C2/CO[C@]3([H])[C@]([H])(O)C(C)=C[C@@]([H])(C(=O)O[C@@]4([H])C[C@@]([H])(C1)O[C@@]1(CC[C@]([H])(C)[C@@]([H])(O1)[C@@]([H])(C)CC)C4)[C@]23O	C48H74O14	InChI=1S/C48H74O14/c1-11-25(2)43-28(5)17-18-47(62-43)23-34-20-33(61-47)16-15-27(4)42(26(3)13-12-14-32-24-55-45-40(49)29(6)19-35(46(51)58-34)48(32,45)52)59-39-22-37(54-10)44(31(8)57-39)60-38-21-36(53-9)41(50)30(7)56-38/h12-15,19,25-26,28,30-31,33-45,49-50,52H,11,16-18,20-24H2,1-10H3/b13-12+,27-15+,32-14+/t25-,26-,28-,30-,31-,33+,34-,35-,36-,37-,38-,39-,40+,41-,42-,43-,44-,45+,47+,48+/m0/s1	AZSNMRSAGSSBNP-LFOOHIAMSA-N	874.5078571			MMDBc0013852
BASm0015919	(-)-12-acetoxy-1-deoxysydonic acid	(-)-12-acetoxy-1-deoxysydonic acid is a metabolite classified within the chemical class of sesquiterpenoids. This compound was identified during a chemical investigation of the endolichenic fungus Aspergillus versicolor, which was isolated from the lichen Lobaria quercizans. The study led to the discovery of several novel compounds, including various diphenyl ethers and bisabolane sesquiterpenoids, highlighting the complex chemistry associated with this organism (PMID: 125a). The presence of (-)-12-acetoxy-1-deoxysydonic acid suggests potential biological activities that may contribute to the ecological interactions within its lichen habitat, as secondary metabolites like sesquiterpenoids often play roles in defense mechanisms and symbiotic relationships. Further research into this compound and its derivatives could reveal insights into their pharmacological properties and ecological significance.		Expected Solid	[H][C@](C)(CCC[C@@](C)(O)C1=CC=C(C=C1)C(O)=O)COC(C)=O	C17H24O5	InChI=1S/C17H24O5/c1-12(11-22-13(2)18)5-4-10-17(3,21)15-8-6-14(7-9-15)16(19)20/h6-9,12,21H,4-5,10-11H2,1-3H3,(H,19,20)/t12-,17+/m0/s1	PJJCJBILGRTDCO-YVEFUNNKSA-N	308.1623739			MMDBc0013853
BASm0015920	N2,N2-Dimethyl-guanosine	N2,N2-Dimethyl-guanosine is a modified nucleoside classified as a metabolite, specifically belonging to the class of methylated guanosine derivatives. This compound is of interest in both chemistry and biology due to its role in cellular processes and potential implications in disease states. It has been identified in studies examining the urinary excretion of various nucleosides, including pseudo-uridine, 1-methyl-adenosine, 1-methyl-inosine, 1-methyl-guanosine, and 2-methyl-guanosine, alongside N2,N2-dimethyl-guanosine in patients with breast carcinoma, including those with metastases (PMID:3426126). The presence of N2,N2-dimethyl-guanosine in biological fluids may serve as a biomarker for certain pathological conditions, reflecting alterations in nucleoside metabolism associated with cancer. Further research into this compound could elucidate its biological significance and potential applications in clinical diagnostics or therapeutic strategies.		Expected Solid	CN(C)C1=NC2=C(N=CN2C2OC(CO)C(O)C2O)C(=O)N1	C12H17N5O5	InChI=1S/C12H17N5O5/c1-16(2)12-14-9-6(10(21)15-12)13-4-17(9)11-8(20)7(19)5(3-18)22-11/h4-5,7-8,11,18-20H,3H2,1-2H3,(H,14,15,21)	RSPURTUNRHNVGF-UHFFFAOYSA-N	311.1229687			MMDBc0013863
BASm0015921	Methyleutypinol	Methyleutypinol is a secondary metabolite belonging to the class of phenolic compounds. It is primarily studied in the context of its production alongside eutypinol and eulatachromene, as evidenced by HPLC analysis which demonstrated that eutypinol was produced in large quantities, while methyleutypinol was generated in smaller amounts (PMID:16218657). This suggests that methyleutypinol may play a role in the biochemical pathways of certain fungi, particularly those associated with grapevines, where its presence could have implications for wine quality and safety. The relationship between methyleutypinol and its precursor compounds highlights its potential significance in the context of plant-fungal interactions and the metabolic processes involved in the production of secondary metabolites. Further research may elucidate its biological functions and the ecological roles it may serve within its native environment.		Expected Solid	COC1=CC=C(CO)C=C1C#CC(C)=C	C13H14O2	InChI=1S/C13H14O2/c1-10(2)4-6-12-8-11(9-14)5-7-13(12)15-3/h5,7-8,14H,1,9H2,2-3H3	DHEWMSAMJLJBQB-UHFFFAOYSA-N	202.0993797			MMDBc0013867
BASm0015922	Tricycloalternarene 8a	Tricycloalternarene 8a is a polycyclic aromatic hydrocarbon. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and biological significance.		Expected Solid	[H]\C(C\C([H])=C(\C)C1CCC2(C)OC3=C(CC12)C(=O)CCC3O)=C(\C)CO	C21H30O4	InChI=1S/C21H30O4/c1-13(12-22)5-4-6-14(2)15-9-10-21(3)17(15)11-16-18(23)7-8-19(24)20(16)25-21/h5-6,15,17,19,22,24H,4,7-12H2,1-3H3/b13-5+,14-6-	LTAKJWJITPBCJA-LSMSNJBFSA-N	346.2144094			MMDBc0013873
BASm0015923	Rimboxo	Rimboxo is a novel oxolane compound belonging to the class of metabolites. It was identified in a study involving the bacterium Enterobacter cloacae, which revealed Rimboxo as a unique chemical entity alongside three other known compounds (PMID:26252083). The presence of such metabolites in microbial systems highlights the intricate biochemical pathways and potential ecological roles they may play. While the primary focus of the research was on the chemical characterization of Rimboxo, its biological implications remain an area of interest, as metabolites often contribute to interactions within microbial communities and can have effects on host organisms. Further studies could elucidate the specific functions and mechanisms of action of Rimboxo, particularly in relation to its biosynthetic origins and potential applications in biotechnology or pharmacology. Understanding the chemistry of Rimboxo and its biological significance could provide insights into microbial metabolism and its contributions to environmental and health-related contexts.		Expected Solid	C1OCC2OC3COCC3OC12	C8H12O4	InChI=1S/C8H12O4/c1-5-6(2-9-1)12-8-4-10-3-7(8)11-5/h5-8H,1-4H2	SSCNGZRUIGSXRM-UHFFFAOYSA-N	172.0735589			MMDBc0013877
BASm0015924	Alantryphenone	Alantryphenone is a metabolite classified within the chemical class of phenones, which are characterized by the presence of a carbonyl group bonded to an aromatic ring. This compound has garnered attention in the field of organic chemistry due to its structural complexity and potential biological activities. The synthesis of alantryphenone has been explored alongside other significant compounds, highlighting its relevance in the development of novel pharmaceuticals. For instance, a study focused on the total syntheses of (±)-spiroquinazoline, (-)-alantryphenone, (+)-lapatin A, and (-)-quinadoline B demonstrates its synthetic accessibility and importance in medicinal chemistry (PMID:23868659). While specific biological functions of alantryphenone remain to be fully elucidated, its classification as a metabolite suggests potential roles in metabolic pathways and interactions with biological systems. Further research could reveal insights into its pharmacological properties and applications in drug development, making it a compound of interest for both chemists and biologists alike.		Expected Solid	[H][C@]1(CC2=CC=CC=C2)N[C@@]2([H])N(C1=O)C1=CC=CC=C1[C@@]21C[C@@]2([H])N3C(=O)C4=CC=CC=C4N=C3[C@]1(C)N=C2O	C30H25N5O3	InChI=1S/C30H25N5O3/c1-29-27-31-20-13-7-5-11-18(20)25(37)35(27)23(24(36)33-29)16-30(29)19-12-6-8-14-22(19)34-26(38)21(32-28(30)34)15-17-9-3-2-4-10-17/h2-14,21,23,28,32H,15-16H2,1H3,(H,33,36)/t21-,23-,28+,29+,30+/m1/s1	XGALXCIYIXMPKV-FUYNQFFVSA-N	503.1957397			MMDBc0013878
BASm0015925	Cottoquinazoline A	Cottoquinazoline A is a member of the alkaloid chemical class, specifically classified as a metabolite derived from fungi. It has been identified in studies focusing on various fungal species, particularly from an Australian marine-derived strain of Aspergillus versicolor. The compound was isolated alongside other metabolites, including sterigmatocystin and viridicatol, highlighting its significance in the metabolic profile of this organism (PMID:19245260). Cottoquinazoline A has also been noted for its antifungal properties, demonstrating activity against several phytopathogenic fungi, which suggests potential applications in agricultural settings (PMID:26998701). Furthermore, the absolute configuration of cottoquinazoline A was determined using single-crystal X-ray diffraction analysis, contributing to the understanding of its structural characteristics (PMID:37233487). Overall, cottoquinazoline A exemplifies the diverse chemical repertoire of marine-derived fungi and underscores the importance of such metabolites in both ecological and potential therapeutic contexts.		Expected Solid	[H][C@@]1(C)N2[C@@]3([H])N(C1=O)C1=CC=CC=C1[C@]3(O)CC1([H])N3C(=O)C4=CC=CC=C4N=C3C2([H])N=C1O	C23H19N5O4	InChI=1S/C23H19N5O4/c1-11-20(30)28-15-9-5-3-7-13(15)23(32)10-16-19(29)25-18(26(11)22(23)28)17-24-14-8-4-2-6-12(14)21(31)27(16)17/h2-9,11,16,18,22,32H,10H2,1H3,(H,25,29)/t11-,16?,18?,22-,23+/m0/s1	MLDFAXSXLVAFNZ-XJALIBQBSA-N	429.1437041			MMDBc0013896
BASm0015926	Ligerin	Ligerin is a natural chlorinated merosesquiterpenoid belonging to the chemical class of sesquiterpenoids. It is derived from a marine-derived strain of Penicillium and is structurally related to fumagillin. Ligerin exhibits selective antiproliferative activity against osteosarcoma cell lines, demonstrating significant in vivo antitumor activity in murine models (PMID:24742383). The compound's synthesis and its analogs have been explored to understand the effects of substituting the C3-spiroepoxide with halogenated moieties and modifying the C6 chain (PMID:24742383). In addition to its antiproliferative properties, ligerin was isolated alongside other known compounds such as penicillic acid, orcinol, and orsellinic acid (PMID:23360521). Notably, ligerin displayed strong inhibitory activity against osteosarcoma cell lines, highlighting its potential as a therapeutic agent in cancer treatment (PMID:23360521). The unique chlorination and structural features of ligerin contribute to its biological activity, making it a compound of interest in the field of medicinal chemistry and cancer research.		Expected Solid	[H][C@]1(CC=C(C)C)O[C@]1(C)[C@@]1([H])[C@]([H])(OC)[C@@]([H])(CC[C@]1(O)CCl)OC(=O)CCC(O)=O	C20H31ClO7	InChI=1S/C20H31ClO7/c1-12(2)5-6-14-19(3,28-14)18-17(26-4)13(9-10-20(18,25)11-21)27-16(24)8-7-15(22)23/h5,13-14,17-18,25H,6-11H2,1-4H3,(H,22,23)/t13-,14-,17-,18-,19+,20+/m1/s1	FKTJAQKUCINAIF-JNYDFHNISA-N	418.175831			MMDBc0013898
BASm0015927	Penicisoquinoline	Penicisoquinoline is a quinoline derivative belonging to the chemical class of alkaloids. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	CC(C)C1(O)OC2=C3C=NC(CO)=CC3=CC=C2C1=O	C15H15NO4	InChI=1S/C15H15NO4/c1-8(2)15(19)14(18)11-4-3-9-5-10(7-17)16-6-12(9)13(11)20-15/h3-6,8,17,19H,7H2,1-2H3	KQLMNYPZKDINDZ-UHFFFAOYSA-N	273.100108			MMDBc0013920
BASm0015928	Hesseltin D	Hesseltin D is a metabolite belonging to the class of organic compounds. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])C1=CC(=O)C2=C(O1)O[C@]1(C)CC[C@@]3(O)C(C)(C)C(=O)CC[C@]3(CO)C1=C2	C25H30O6	InChI=1S/C25H30O6/c1-5-6-7-8-16-13-18(27)17-14-19-23(4,31-21(17)30-16)11-12-25(29)22(2,3)20(28)9-10-24(19,25)15-26/h5-8,13-14,26,29H,9-12,15H2,1-4H3/b6-5+,8-7+/t23-,24+,25-/m1/s1	XTZQCANTSHHQLQ-ZYAPZJJMSA-N	426.2042387			MMDBc0013923
BASm0015929	Cetoniacytone B	Cetoniacytone B is a member of the chemical class of ketones. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential biological significance.		Expected Solid	[H][C@]12O[C@@]1(CO)C(=O)C=C(N)[C@]2([H])O	C7H9NO4	InChI=1S/C7H9NO4/c8-3-1-4(10)7(2-9)6(12-7)5(3)11/h1,5-6,9,11H,2,8H2/t5-,6+,7-/m0/s1	JKNVJVJEQNRUFL-XVMARJQXSA-N	171.0531578			MMDBc0013930
BASm0015930	Pestalofone B	Pestalofone B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H]\C(C(C)=C)=C1/C(/C=C(C)C[C@@]/11C[C@]([H])(O)[C@]2([H])O[C@]2(CC=C(C)C)C1=O)=C1\C[C@]([H])(O)[C@]2([H])O[C@]2(CC=C(C)C)[C@]1([H])O	C32H42O6	InChI=1S/C32H42O6/c1-17(2)8-10-31-26(35)22(14-24(33)27(31)37-31)21-13-20(7)15-30(23(21)12-19(5)6)16-25(34)28-32(38-28,29(30)36)11-9-18(3)4/h8-9,12-13,24-28,33-35H,5,10-11,14-16H2,1-4,6-7H3/b22-21+,23-12-/t24-,25-,26+,27-,28-,30+,31+,32-/m0/s1	GMNIUJUEVAPRMH-OLTDJHSXSA-N	522.2981391			MMDBc0013940
BASm0015931	19-hydroxypenitrem A	19-hydroxypenitrem A is a secondary metabolite belonging to the class of penitrems, which are known for their bioactive properties. There is limited literature available on this specific metabolite, indicating a need for further research to explore its potential biological significance and applications.		Expected Solid	[H][C@]12O[C@@]11[C@]([H])(CC[C@]3(C)[C@@]4(C)C5=C6C7=C(N5)C=C(Cl)C5=C7[C@@]7(O)[C@]([H])(C[C@]7([H])C(C)(C)O[C@@]6([H])[C@]4(O)CC[C@@]13O)C(=C)C5)O[C@]([H])(C(C)=C)[C@]2([H])O	C37H44ClNO7	InChI=1S/C37H44ClNO7/c1-15(2)27-26(40)30-37(46-30)22(44-27)8-9-32(6)33(7)28-24-23-20(39-28)14-19(38)17-12-16(3)18-13-21(36(18,43)25(17)23)31(4,5)45-29(24)34(33,41)10-11-35(32,37)42/h14,18,21-22,26-27,29-30,39-43H,1,3,8-13H2,2,4-7H3/t18-,21-,22+,26+,27-,29-,30-,32-,33-,34-,35+,36-,37+/m1/s1	UHWWOHUHKKMDGI-VQJUMKOMSA-N	649.2806305			MMDBc0013945
BASm0015932	Tramspiroin D	Tramspiroin D is a spirocyclic compound belonging to the class of natural products. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]12O[C@@]1(C)CC[C@@]21[C@]2([H])OC(=O)[C@]([H])(C)[C@]2([H])CC[C@@]1([H])C	C15H22O3	InChI=1S/C15H22O3/c1-8-4-5-10-9(2)12(16)17-11(10)15(8)7-6-14(3)13(15)18-14/h8-11,13H,4-7H2,1-3H3/t8-,9-,10+,11-,13+,14+,15-/m1/s1	VNPCXLHQLYERBY-BDUPTMPASA-N	250.1568946			MMDBc0013951
BASm0015933	(2S,4aR,4bR,6aS,12bS,12cS,14aS)-4a-demethylpaspaline-4a-carboxylic acid	(2S,4aR,4bR,6aS,12bS,12cS,14aS)-4a-demethylpaspaline-4a-carboxylic acid is a member of the alkaloid chemical class. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]12CC3=C(NC4=CC=CC=C34)[C@]1(C)[C@@]1(C)CC[C@]3([H])O[C@@]([H])(CC[C@@]3(C(O)=O)[C@]1([H])CC2)C(C)(C)O	C28H37NO4	InChI=1S/C28H37NO4/c1-25(2,32)21-12-14-28(24(30)31)20-10-9-16-15-18-17-7-5-6-8-19(17)29-23(18)27(16,4)26(20,3)13-11-22(28)33-21/h5-8,16,20-22,29,32H,9-15H2,1-4H3,(H,30,31)/t16-,20+,21-,22-,26-,27+,28+/m0/s1	QHCUDWQJVPGPRW-JKEWKBHPSA-N	451.2722587			MMDBc0013955
BASm0015934	Farnesylhydroquinone	Farnesylhydroquinone is a member of the phenolic chemical class and is recognized as a significant metabolite in biomedical literature. This compound has been isolated from various natural sources, including the mycelium of a marine-derived fungus of the genus Penicillium (PMID:11885697). Additionally, novel glycosides of farnesylhydroquinone, referred to as Euplexides A-E, have been identified from the gorgonian Euplexaura anastomosans (PMID:11674274). These glycosides represent a unique subclass within the moritoside category, showcasing the structural diversity of farnesylhydroquinone derivatives. Further research has revealed that the phenolic constituents of certain marine organisms include a complex mixture of methoxylated flavones and various derivatives of farnesylhydroquinone, highlighting its potential biological significance (PMID:17345268). The synthesis of farnesylhydroquinone and related compounds has also been explored, indicating its relevance in chemical research and potential applications in pharmacology (PMID:24689200). Overall, farnesylhydroquinone's diverse structural forms and its occurrence in marine fungi and gorgonians underscore its importance in both chemistry and biology.		Expected Solid	[H]\C(CC\C(C)=C(/[H])CC1=C(O)C=C(C)C(O)=C1)=C(\C)CCC=C(C)C	C22H32O2	InChI=1S/C22H32O2/c1-16(2)8-6-9-17(3)10-7-11-18(4)12-13-20-15-21(23)19(5)14-22(20)24/h8,10,12,14-15,23-24H,6-7,9,11,13H2,1-5H3/b17-10+,18-12+	WMICYZWXGIMHIB-VZRGJMDUSA-N	328.2402303			MMDBc0013973
BASm0015935	Hypomurocin B-1			Expected Solid	CC(C)CC(N=C(O)C(C)N=C(O)C(CO)N=C(O)C(C)(C)N=C(C)O)C(O)=NC(C)(C)C(O)=NC(CCC(O)=N)C(O)=NC(C)(C)C(O)=NC(C(C)C)C(O)=NC(C)(C)C(O)=NCC(O)=NC(C)(C)C(O)=NC(C)(C)C(=O)N1CCCC1C(O)=NC(CC(C)C)C(O)=NC(C)(C)C(O)=NC(C)(C)C(O)=NC(CCC(O)=N)C(O)=NC(CO)C(C)C	C79H138N20O22	InChI=1S/C79H138N20O22/c1-39(2)34-47(84-56(106)43(9)83-58(108)50(38-101)89-65(115)73(13,14)91-44(10)102)60(110)94-74(15,16)66(116)88-46(30-32-53(81)104)59(109)93-75(17,18)68(118)90-55(42(7)8)63(113)96-72(11,12)64(114)82-36-54(105)92-77(21,22)69(119)98-79(25,26)71(121)99-33-27-28-51(99)62(112)85-48(35-40(3)4)61(111)95-78(23,24)70(120)97-76(19,20)67(117)87-45(29-31-52(80)103)57(107)86-49(37-100)41(5)6/h39-43,45-51,55,100-101H,27-38H2,1-26H3,(H2,80,103)(H2,81,104)(H,82,114)(H,83,108)(H,84,106)(H,85,112)(H,86,107)(H,87,117)(H,88,116)(H,89,115)(H,90,118)(H,91,102)(H,92,105)(H,93,109)(H,94,110)(H,95,111)(H,96,113)(H,97,120)(H,98,119)	AJGTYVVYMHNIJE-UHFFFAOYSA-N	1719.029456			MMDBc0013976
BASm0015936	Lysodektose	Lysodektose is a trisaccharide belonging to the chemical class of hydroxylamine derivatives. It is characterized as 6-O-(2-deoxy-2-[N-methyl]hydroxylamino-beta-D-glucopyranosyl)-alpha-alpha-trehalose and has been isolated from the bacterium Micrococcus lysodeikticus. The compound has been purified through ion-exchange and gel-filtration chromatography, with its structure confirmed by mass spectroscopy, 2D NMR, and EPR techniques (PMID:2059316). Lysodektose undergoes oxidation in the presence of K3Fe(CN)6, leading to the formation of a nitroxyl radical and a nitrone, with the potential for reduction back to its original hydroxylamine form (PMID:2059316). Additionally, it can be specifically labeled with deuterium or tritium in the methyl group for further studies (PMID:2059316). In biological contexts, lysodektose can be transformed into an aminoxyl free radical upon oxidation, particularly in cells treated with vitamin K analogues (PMID:1648021). This transformation highlights its potential role in radical chemistry and its interactions within biological systems (PMID:2560374). Overall, lysodektose represents a significant metabolite with unique properties and biological implications.		Expected Solid	CN(O)C1C(O)C(O)C(CO)OC1OCC1OC(OC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O	C19H35NO16	InChI=1S/C19H35NO16/c1-20(31)8-12(26)9(23)5(2-21)33-17(8)32-4-7-11(25)14(28)16(30)19(35-7)36-18-15(29)13(27)10(24)6(3-22)34-18/h5-19,21-31H,2-4H2,1H3	LZVSAEWUJVJOLT-UHFFFAOYSA-N	533.1955841			MMDBc0013980
BASm0015937	Pyranonigrin E	Pyranonigrin E is a polyketide-nonribosomal peptide synthase (PKS-NRPS) hybrid metabolite derived from the fungus Aspergillus niger. It is part of a broader class of secondary metabolites produced by various Penicillium and Aspergillus species, which are known for their diverse biosynthetic gene clusters (BGCs). Genome mining has revealed that pyranonigrin E is encoded within conserved BGCs, indicating its significance in the metabolic pathways of these fungi (PMID:34947073). Studies have identified pyranonigrin E alongside other metabolites such as clavaric acid and dimethyl coprogen, suggesting a complex interplay of biosynthetic capabilities among fungal strains (PMID:37208988). The isolation of pyranonigrin E has prompted further biosynthetic investigations, particularly in relation to its structural analogs, which may exhibit various biological activities (PMID:24084681). Additionally, the identification of pyranonigrin E through genome mining highlights its potential relevance in the study of fungal metabolites and their applications in biotechnology and pharmacology (PMID:24106156). Overall, pyranonigrin E exemplifies the intricate chemistry of fungal secondary metabolites and their potential utility in various fields.		Expected Solid	[H]\C(CCCCC)=C(\[H])/C(/[H])=C(\[H])C1=C(O)C(=O)C2=C(O1)C(=C)N(C)C2=O	C18H21NO4	InChI=1S/C18H21NO4/c1-4-5-6-7-8-9-10-11-13-15(20)16(21)14-17(23-13)12(2)19(3)18(14)22/h8-11,20H,2,4-7H2,1,3H3/b9-8+,11-10+	ITJJIMKGOLMIJY-BNFZFUHLSA-N	315.1470582			MMDBc0013982
BASm0015938	BZR-cotoxin IV	BZR-cotoxin IV is a cyclic peptide, a class of compounds characterized by a peptide chain that forms a ring structure. This metabolite has been identified in the context of fungal endophytes, specifically isolated from Bipolaris sorokiniana LK12, alongside other bioactive compounds such as sorokiniol and BZR-cotoxin I (PMID:27277006). Cyclic peptides like BZR-cotoxin IV are known for their diverse biological activities, which can include antimicrobial, antifungal, and cytotoxic properties, making them of interest in pharmacological research. The unique structural features of cyclic peptides often contribute to their stability and bioactivity, enhancing their potential as therapeutic agents. Understanding the chemistry and biological implications of BZR-cotoxin IV may lead to novel applications in medicine and agriculture, particularly in developing new strategies for disease management in crops or novel drug formulations. Further studies are warranted to elucidate the full spectrum of biological activities and mechanisms of action associated with BZR-cotoxin IV.		Expected Solid	[H][C@](C)(CC)[C@]1([H])N=C(O)[C@]([H])(CC2=CC=CC=C2)N=C(O)[C@@]([H])(C)N=C(O)CN=C(O)[C@@]([H])(N=C(O)[C@]([H])(CC2=CC=CC=C2)N=C(O)[C@]([H])(CC(C)C)N(C)C(=O)[C@@]([H])(OC1=O)C(C)C)[C@@]([H])(C)CC	C47H69N7O9	InChI=1S/C47H69N7O9/c1-11-29(7)38-45(60)48-26-37(55)49-31(9)41(56)50-34(24-32-19-15-13-16-20-32)43(58)53-39(30(8)12-2)47(62)63-40(28(5)6)46(61)54(10)36(23-27(3)4)44(59)51-35(42(57)52-38)25-33-21-17-14-18-22-33/h13-22,27-31,34-36,38-40H,11-12,23-26H2,1-10H3,(H,48,60)(H,49,55)(H,50,56)(H,51,59)(H,52,57)(H,53,58)/t29-,30-,31+,34-,35-,36-,38-,39-,40-/m0/s1	HYRIAKASPMEAMO-VKJNQXOZSA-N	875.5156768			MMDBc0013989
BASm0015939	Caperatic acid			Expected Solid	CCCCCCCCCCCCCCC(C(O)=O)C(O)(CC(=O)OC)C(O)=O	C21H38O7	InChI=1S/C21H38O7/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-17(19(23)24)21(27,20(25)26)16-18(22)28-2/h17,27H,3-16H2,1-2H3,(H,23,24)(H,25,26)	HMJJWFFZRCLIDN-UHFFFAOYSA-N	402.2617536			MMDBc0013991
BASm0015940	(-)-Homononactic acid	(-)-Homononactic acid is a carboxylic acid. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@](O)(CC)CC1([H])CCC([H])(O1)[C@@]([H])(C)C(O)=O	C11H20O4	InChI=1S/C11H20O4/c1-3-8(12)6-9-4-5-10(15-9)7(2)11(13)14/h7-10,12H,3-6H2,1-2H3,(H,13,14)/t7-,8+,9?,10?/m1/s1	HTCUURQJNZBKIA-XHHQTKHESA-N	216.1361591			MMDBc0013992
BASm0015941	Ficiolide J	Ficiolide J is a polyketide compound. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@](C)(O)CC[C@]([H])(O)C=CC(=O)OC([H])(C)CC(O)=O	C12H20O6	InChI=1S/C12H20O6/c1-8(13)3-4-10(14)5-6-12(17)18-9(2)7-11(15)16/h5-6,8-10,13-14H,3-4,7H2,1-2H3,(H,15,16)/t8-,9?,10+/m1/s1	WWSAOJSGUCQGDH-FIBVVXLUSA-N	260.1259884			MMDBc0013996
BASm0015942	4-quinolinecarboxylic acid			Expected Solid	OC(=O)C1=CC=NC2=CC=CC=C12	C10H7NO2	InChI=1S/C10H7NO2/c12-10(13)8-5-6-11-9-4-2-1-3-7(8)9/h1-6H,(H,12,13)	VQMSRUREDGBWKT-UHFFFAOYSA-N	173.0476785			MMDBc0014007
BASm0015943	Phomalairdenol A	Phomalairdenol A is a triterpenoid metabolite. Currently, there is limited literature available on this compound, and further research is needed to fully understand its properties and potential biological activities.		Expected Solid	[H][C@@]1(O)C[C@@]2([H])C(C)(C)C[C@]3(C)[C@@]([H])(O)C=C[C@]23[C@]1([H])C	C15H24O2	InChI=1S/C15H24O2/c1-9-10(16)7-11-13(2,3)8-14(4)12(17)5-6-15(9,11)14/h5-6,9-12,16-17H,7-8H2,1-4H3/t9-,10-,11+,12+,14-,15+/m1/s1	RPUQFKXVTKMLAL-JVHLPBCQSA-N	236.17763			MMDBc0014016
BASm0015944	3-[3-hydroxy-4-(3-methylbut-2-enyl)phenyl]-5-(4-hydroxybenzyl)-4-methyldihydrofuran-2(3H)-one	3-[3-hydroxy-4-(3-methylbut-2-enyl)phenyl]-5-(4-hydroxybenzyl)-4-methyldihydrofuran-2(3H)-one is a dihydrofuranone derivative belonging to the class of phenolic compounds. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	CC1C(CC2=CC=C(O)C=C2)OC(=O)C1C1=CC(O)=C(CC=C(C)C)C=C1	C23H26O4	InChI=1S/C23H26O4/c1-14(2)4-7-17-8-9-18(13-20(17)25)22-15(3)21(27-23(22)26)12-16-5-10-19(24)11-6-16/h4-6,8-11,13,15,21-22,24-25H,7,12H2,1-3H3	DKONIHYALJLLSF-UHFFFAOYSA-N	366.1831093			MMDBc0014025
BASm0015945	Yanuthone D	Yanuthone D is a meroterpenoid belonging to the class of polyketides. It is a metabolite produced by the fungus Aspergillus niger, which has garnered attention for its biosynthetic pathways and potential applications in medicine. The synthesis of yanuthone D involves a complex genetic cluster that includes ten genes, notably yanA and yanI, which encode a 6-MSA polyketide synthase and a novel O-mevalon transferase, respectively (PMID:24684908). This compound has been identified alongside other metabolites such as burnettramic acid A and choline, suggesting a diverse metabolic profile within the organism (PMID:40082747). Research has also highlighted additional secondary metabolite clusters that may be responsible for the production of yanuthone D and related compounds, indicating its significance in the metabolic landscape of Aspergillus niger (PMID:26729047). The molecular characterization of yanuthone D's biosynthesis emphasizes its potential role as an antibiotic, further underscoring the importance of understanding its chemical and biological properties (PMID:24684908).		Expected Solid	[H]\C(CC\C(C)=C(/[H])CC12O[C@]1([H])C(=O)C(COC(=O)CC(C)(O)CC(O)=O)=CC2=O)=C(\C)CCC=C(C)C	C28H38O8	InChI=1S/C28H38O8/c1-18(2)8-6-9-19(3)10-7-11-20(4)12-13-28-22(29)14-21(25(33)26(28)36-28)17-35-24(32)16-27(5,34)15-23(30)31/h8,10,12,14,26,34H,6-7,9,11,13,15-17H2,1-5H3,(H,30,31)/b19-10+,20-12+/t26-,27?,28?/m1/s1	NIBXHVDVUJEQPO-OFWAVEGMSA-N	502.2566682			MMDBc0014027
BASm0015946	Exophialin	Exophialin is a fungal metabolite belonging to the class of polyketides. There is limited literature available on Exophialin, and further research is needed to fully understand its properties and potential applications.		Expected Solid	OC1=CC=CC2=C1C(O)=CC1=C2C(C(=O)O1)=C1C=NC2=CC=CC=C12	C20H11NO4	InChI=1S/C20H11NO4/c22-14-7-3-5-11-17(14)15(23)8-16-18(11)19(20(24)25-16)12-9-21-13-6-2-1-4-10(12)13/h1-9,22-23H	VGIZKLWKWLGUOS-UHFFFAOYSA-N	329.0688078			MMDBc0014031
BASm0015947	BCA 7	BCA 7 is a branched-chain amino acid (BCAA) metabolite. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential implications in health and disease.		Expected Solid	COC1CCC(=O)C(CC2C(=CCC2(C)O)C(C)CCC(O)C(C)(C)O)=C1O	C22H36O6	InChI=1S/C22H36O6/c1-13(6-9-19(24)21(2,3)26)14-10-11-22(4,27)16(14)12-15-17(23)7-8-18(28-5)20(15)25/h10,13,16,18-19,24-27H,6-9,11-12H2,1-5H3	CKCJMUOWEZXQTL-UHFFFAOYSA-N	396.2511889			MMDBc0014037
BASm0015948	Chaetoglobosin R	Chaetoglobosin R is a fungal alkaloid belonging to the class of chaetoglobosins. There is limited literature available on this metabolite, with few studies detailing its properties and biological activities.		Expected Solid	[H]\C1=C([H])\[C@@]2([H])[C@]([H])(O)[C@@](C)(O)[C@@]([H])(C)[C@@]3([H])[C@]([H])(CC4=CNC5=CC=CC=C45)N=C(O)[C@@]23C(=O)C([H])=C([H])C(=O)[C@]([H])(O)\C(C)=C([H])/[C@@]([H])(C)C1	C32H38N2O6	InChI=1S/C32H38N2O6/c1-17-8-7-10-22-29(38)31(4,40)19(3)27-24(15-20-16-33-23-11-6-5-9-21(20)23)34-30(39)32(22,27)26(36)13-12-25(35)28(37)18(2)14-17/h5-7,9-14,16-17,19,22,24,27-29,33,37-38,40H,8,15H2,1-4H3,(H,34,39)/b10-7-,13-12+,18-14-/t17-,19-,22-,24-,27-,28+,29-,31-,32+/m0/s1	GXXPQGPTEVHUTJ-FCJZUDMMSA-N	546.272987			MMDBc0014050
BASm0015949	Pneumocandin B0	Pneumocandin B0 is a lipopeptide synthesized by the fungus Glarea lozoyensis and serves as a precursor for the antifungal drug caspofungin acetate (Cancidas®) (PMID:39830076). This compound features a complex chemical structure characterized by a hexapeptide backbone linked to a lipid moiety, which is crucial for its biological activity. In the biosynthetic pathway, pneumocandin B0 is produced through the incorporation of fatty acids, with studies showing that the addition of stearic and acetic acids can enhance its production by 22.98% and 9.08%, respectively (PMID:38647938). The presence of these fatty acids also promotes lipid accumulation and the formation of intracellular lipid droplets, which help sequester pneumocandin B0 and mitigate cell damage (PMID:38647938). This lipopeptide is not only significant as a precursor for caspofungin but is also involved in various metabolic pathways that enhance its biosynthesis, providing insights into potential metabolic engineering strategies to improve yields (PMID:38647938). Additionally, pneumocandin B0 is related to other echinocandins, which are clinically available and effective in managing invasive fungal infections (PMID:37885073).		Expected Solid	[H][C@](C)(CC)C[C@]([H])(C)CCCCCCCCC(O)=N[C@]1([H])C[C@@]([H])(O)[C@@]([H])(O)N=C(O)[C@@]2([H])N(CC[C@]2([H])O)C(=O)[C@@]([H])(N=C(O)[C@@]([H])(N=C(O)[C@]2([H])C[C@@]([H])(O)CN2C(=O)[C@@]([H])(N=C1O)[C@@]([H])(C)O)[C@]([H])(O)[C@@]([H])(O)C1=CC=C(O)C=C1)[C@]([H])(O)CC(O)=N	C50H80N8O17	InChI=1S/C50H80N8O17/c1-5-25(2)20-26(3)12-10-8-6-7-9-11-13-37(66)52-31-22-35(64)46(71)56-48(73)41-33(62)18-19-57(41)50(75)39(34(63)23-36(51)65)54-47(72)40(43(68)42(67)28-14-16-29(60)17-15-28)55-45(70)32-21-30(61)24-58(32)49(74)38(27(4)59)53-44(31)69/h14-17,25-27,30-35,38-43,46,59-64,67-68,71H,5-13,18-24H2,1-4H3,(H2,51,65)(H,52,66)(H,53,69)(H,54,72)(H,55,70)(H,56,73)/t25-,26+,27+,30+,31+,32-,33-,34+,35+,38-,39-,40-,41-,42-,43-,46+/m0/s1	DQXPFAADCTZLNL-HDLADETGSA-N	1064.564143			MMDBc0014085
BASm0015950	20-Dihydrochaetoglobosin A	20-Dihydrochaetoglobosin A is a member of the chemical class of chaetoglobosins, which are secondary metabolites produced by certain fungi. This compound has been identified in the context of endophytic fungi, where it was isolated alongside other chaetoglobosins from methanol extracts of solid cultures. The study highlights the significance of these metabolites in the ecological interactions of fungi and their host plants, suggesting potential biological activities that may be of interest in pharmacological research. The isolation of 20-dihydrochaetoglobosin A, along with chaetoglobosins C, E, F, and Fex, underscores the diverse chemical repertoire of endophytes and their potential applications in drug discovery and development (PMID:24708412).		Expected Solid	[H]\C1=C([H])\[C@@]2([H])[C@]3([H])O[C@]3(C)[C@@]([H])(C)[C@@]3([H])[C@]([H])(CC4=CNC5=CC=CC=C45)N=C(O)[C@]23C(=O)\C([H])=C([H])/[C@]([H])(O)[C@]([H])(O)\C(C)=C([H])/[C@@]([H])(C)C1	C32H38N2O5	InChI=1S/C32H38N2O5/c1-17-8-7-10-22-29-31(4,39-29)19(3)27-24(15-20-16-33-23-11-6-5-9-21(20)23)34-30(38)32(22,27)26(36)13-12-25(35)28(37)18(2)14-17/h5-7,9-14,16-17,19,22,24-25,27-29,33,35,37H,8,15H2,1-4H3,(H,34,38)/b10-7-,13-12-,18-14-/t17-,19-,22-,24-,25-,27-,28+,29-,31+,32-/m0/s1	SRTKOCMGVNIWFH-QDMZBZLOSA-N	530.2780723			MMDBc0014086
BASm0015951	Ferintoic acid B			Expected Solid	[H]C(C)(CC)[C@]1([H])N=C(O)[C@@]([H])(CCCCN=C(O)[C@]([H])(CC2=CC=CC=C2)N=C(O)[C@]([H])(C)N(C)C(=O)[C@]([H])(CCC2=CC=C(O)C=C2)N=C1O)N=C(O)NC([H])(CC1=CNC2=CC=CC=C12)C(O)=O	C47H60N8O9	InChI=1S/C47H60N8O9/c1-5-28(2)40-44(60)50-37(23-20-30-18-21-33(56)22-19-30)45(61)55(4)29(3)41(57)51-38(25-31-13-7-6-8-14-31)42(58)48-24-12-11-17-36(43(59)54-40)52-47(64)53-39(46(62)63)26-32-27-49-35-16-10-9-15-34(32)35/h6-10,13-16,18-19,21-22,27-29,36-40,49,56H,5,11-12,17,20,23-26H2,1-4H3,(H,48,58)(H,50,60)(H,51,57)(H,54,59)(H,62,63)(H2,52,53,64)/t28?,29-,36+,37-,38-,39?,40-/m0/s1	RZGOIGKRVXBOMH-KTJCIETHSA-N	880.4483255			MMDBc0014090
BASm0015952	Bacillcoumacin C	Bacillcoumacin C is a lipopeptide antibiotic. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@](O)(C(O)=N[C@@]([H])(CC(C)C)[C@]1([H])CC2=C(C(O)=CC=C2)C(=O)O1)[C@@]([H])(O)[C@@]1([H])CCC(O)=N1	C21H28N2O7	InChI=1S/C21H28N2O7/c1-10(2)8-13(15-9-11-4-3-5-14(24)17(11)21(29)30-15)23-20(28)19(27)18(26)12-6-7-16(25)22-12/h3-5,10,12-13,15,18-19,24,26-27H,6-9H2,1-2H3,(H,22,25)(H,23,28)/t12-,13+,15+,18+,19+/m1/s1	CCOHPHRFRLRTHQ-MGYLJIMESA-N	420.1896513			MMDBc0014092
BASm0015953	Amonabactin P 750	Amonabactin P 750 is a member of the class of siderophores, which are small, high-affinity iron-chelating compounds produced by microorganisms. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and biological significance.		Expected Solid	[H][C@](N)(CCCCN=C(O)CN=C(O)C1=C(O)C(O)=CC=C1)C(O)=N[C@@]([H])(CCCCN=C(O)C1=C(O)C(O)=CC=C1)C(O)=N[C@@]([H])(CC1=CC=CC=C1)C(O)=O	C37H46N6O11	InChI=1S/C37H46N6O11/c38-25(14-4-6-18-39-30(46)21-41-34(50)24-13-9-17-29(45)32(24)48)35(51)42-26(36(52)43-27(37(53)54)20-22-10-2-1-3-11-22)15-5-7-19-40-33(49)23-12-8-16-28(44)31(23)47/h1-3,8-13,16-17,25-27,44-45,47-48H,4-7,14-15,18-21,38H2,(H,39,46)(H,40,49)(H,41,50)(H,42,51)(H,43,52)(H,53,54)/t25-,26-,27-/m0/s1	AQVANOYBWBHIEH-QKDODKLFSA-N	750.3224563			MMDBc0014103
BASm0015954	Pyoverdin Pf CCM 2798	Pyoverdin Pf CCM 2798 is a siderophore belonging to the chemical class of fluorescent pyoverdins. There is limited literature available on this metabolite, and further research is needed to fully understand its biological significance and potential applications.		Expected Solid	[H]C(O)(CC(O)=NC1=C2NCC[C@]([H])(N2C2=CC(=O)C(O)=CC2=C1)C(O)=NC([H])(CO)C1=[NH+]CCC([H])(N1)C(O)=NCC(O)=N[C@@]([H])(CO)C(=O)N(O)[C@]([H])(CC([NH-])=O)C(O)=N[C@@]([H])(C)C(O)=NCC(O)=N[C@]([H])(C)C(O)=NCC(O)=N[C@@]1([H])CCCN(O)C1=O)C(O)=[NH2+]	C48H68N17O20	InChI=1S/C48H67N17O20/c1-20(42(77)54-16-37(74)58-24-4-3-9-63(84)47(24)82)56-36(73)15-53-43(78)21(2)57-46(81)30(13-34(49)71)65(85)48(83)27(19-67)60-38(75)17-55-44(79)23-5-7-51-40(61-23)26(18-66)62-45(80)28-6-8-52-41-25(59-35(72)14-33(70)39(50)76)10-22-11-31(68)32(69)12-29(22)64(28)41/h10-12,20-21,23-24,26-28,30,33,66-67,70,84-85H,3-9,13-19H2,1-2H3,(H16,49,50,51,52,53,54,55,56,57,58,59,60,61,62,68,69,71,72,73,74,75,76,77,78,79,80,81)/p+1/t20-,21+,23?,24+,26?,27+,28+,30-,33?/m1/s1	PZXWNCGKYBGCFQ-MLNIRCADSA-O	1202.482104			MMDBc0014123
BASm0015955	Thermobiszeaxanthin-13-15	Thermobiszeaxanthin-13-15 is a carotenoid, a class of organic pigments found in plants and photosynthetic organisms. There is limited literature available on this specific metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H]/C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])C1=C(C)C[C@]([H])(CC1(C)C)OC1([H])OC([H])(COC(=O)CCCCCCCCCC(C)C)C([H])(O)C([H])(O)C1([H])O)/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])C1=C(C)C[C@]([H])(CC1(C)C)OC1([H])OC([H])(COC(=O)CCCCCCCCCCCC(C)C)C([H])(O)C([H])(O)C1([H])O	C80H128O14	InChI=1S/C80H128O14/c1-55(2)35-27-23-19-16-15-17-21-25-29-43-69(81)89-53-67-71(83)73(85)75(87)77(93-67)91-63-49-61(9)65(79(11,12)51-63)47-45-59(7)41-33-39-57(5)37-31-32-38-58(6)40-34-42-60(8)46-48-66-62(10)50-64(52-80(66,13)14)92-78-76(88)74(86)72(84)68(94-78)54-90-70(82)44-30-26-22-18-20-24-28-36-56(3)4/h31-34,37-42,45-48,55-56,63-64,67-68,71-78,83-88H,15-30,35-36,43-44,49-54H2,1-14H3/b32-31+,39-33+,40-34+,47-45+,48-46+,57-37+,58-38+,59-41+,60-42+/t63-,64-,67?,68?,71?,72?,73?,74?,75?,76?,77?,78?/m1/s1	NNYPEIWREFPFHY-MSDQDUGSSA-N	1312.930409			MMDBc0014129
BASm0015956	Hirsutenol E	Hirsutenol E is a sesquiterpene, a class of terpenes composed of three isoprene units, which are known for their diverse biological activities and roles in plant defense mechanisms. This metabolite has been studied for its structural properties and potential applications in various fields, including pharmacology and natural product chemistry. The computational analysis of Hirsutenol E, along with related compounds, has provided insights into its structural corrections and characteristics, which are crucial for understanding its biological functions and interactions (PMID:28886245). Sesquiterpenes like Hirsutenol E are often involved in the synthesis of bioactive compounds and may exhibit antimicrobial, anti-inflammatory, or anticancer properties, making them of interest in medicinal chemistry and drug development. Further research into Hirsutenol E could reveal additional biological activities and therapeutic potentials, contributing to the growing body of knowledge surrounding sesquiterpenes and their significance in natural product research.		Expected Solid	[H][C@@]12O[C@]1([H])[C@@](C)(O)[C@@]1(C)C[C@]3([H])C[C@@](C)(CO)C[C@]3([H])C21[H]	C15H24O3	InChI=1S/C15H24O3/c1-13(7-16)4-8-5-14(2)10(9(8)6-13)11-12(18-11)15(14,3)17/h8-12,16-17H,4-7H2,1-3H3/t8-,9-,10?,11-,12-,13+,14-,15+/m0/s1	OCHFXMGZTXUYLJ-QQHCZKISSA-N	252.1725446			MMDBc0014133
BASm0015957	Fusaricidin C	Fusaricidin C is a lipopeptide antibiotic. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]C(O)(CCCCCCCCCCCCNC(N)=N)CC(O)=N[C@]1([H])C(O)=N[C@]([H])(C(C)C)C(O)=NC([H])(CC2=CC=C(O)C=C2)C(O)=N[C@@]([H])(C(O)=N[C@]([H])(CC(O)=N)C(O)=N[C@]([H])(C)C(=O)OC1([H])C)[C@]([H])(C)O	C45H74N10O12	InChI=1S/C45H74N10O12/c1-25(2)36-41(63)51-32(22-29-17-19-30(57)20-18-29)40(62)55-37(27(4)56)42(64)52-33(24-34(46)59)39(61)50-26(3)44(66)67-28(5)38(43(65)54-36)53-35(60)23-31(58)16-14-12-10-8-6-7-9-11-13-15-21-49-45(47)48/h17-20,25-28,31-33,36-38,56-58H,6-16,21-24H2,1-5H3,(H2,46,59)(H,50,61)(H,51,63)(H,52,64)(H,53,60)(H,54,65)(H,55,62)(H4,47,48,49)/t26-,27+,28?,31?,32?,33-,36-,37-,38+/m1/s1	ZDWHXIUKVAAEQR-JWHDTRKBSA-N	946.5487679			MMDBc0014145
BASm0015958	Tsugaric acid B			Expected Solid	[H]C(C)(CC[C@@]([H])(C(O)=O)[C@@]1([H])[C@]([H])(O)C[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@@]([H])(OC(C)=O)C(C)(C)[C@]1([H])CC3)C(C)=C	C33H52O5	InChI=1S/C33H52O5/c1-19(2)20(3)10-11-22(29(36)37)28-25(35)18-33(9)24-12-13-26-30(5,6)27(38-21(4)34)15-16-31(26,7)23(24)14-17-32(28,33)8/h20,22,25-28,35H,1,10-18H2,2-9H3,(H,36,37)/t20?,22-,25-,26+,27-,28+,31-,32-,33+/m1/s1	ZCMJUAGNOJTZBJ-MJWPTZKTSA-N	528.3814748			MMDBc0014154
BASm0015959	(1S,2R)-3-oxo-2-pentylcyclopentane-1-octanoic acid	(1S,2R)-3-oxo-2-pentylcyclopentane-1-octanoic acid is a cyclopentane derivative belonging to the class of fatty acids. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H][C@]1(CCCCCCCC(O)=O)CCC(=O)[C@]1([H])CCCCC	C18H32O3	InChI=1S/C18H32O3/c1-2-3-7-11-16-15(13-14-17(16)19)10-8-5-4-6-9-12-18(20)21/h15-16H,2-14H2,1H3,(H,20,21)/t15-,16+/m0/s1	ITXGIRZCCUTEJX-JKSUJKDBSA-N	296.2351449			MMDBc0014159
BASm0015960	Apicidin			Expected Solid	[H]C(C)(CC)[C@]1([H])N=C(O)[C@]([H])(CC2=CN(OC)C3=CC=CC=C23)N=C(O)[C@]([H])(CCCCCC(=O)CC)N=C(O)[C@@]2([H])CCCCN2C1=O	C34H49N5O6	InChI=1S/C34H49N5O6/c1-5-22(3)30-34(44)38-19-13-12-18-29(38)33(43)35-26(16-9-7-8-14-24(40)6-2)31(41)36-27(32(42)37-30)20-23-21-39(45-4)28-17-11-10-15-25(23)28/h10-11,15,17,21-22,26-27,29-30H,5-9,12-14,16,18-20H2,1-4H3,(H,35,43)(H,36,41)(H,37,42)/t22?,26-,27-,29+,30-/m0/s1	JWOGUUIOCYMBPV-LQJYRIKDSA-N	623.3682843			MMDBc0014163
BASm0015961	Iturin A-8	Iturin A-8 is a novel member of the iturin class of lipopeptides, characterized by its unique structure that includes a -(CH(2))(10)CH(CH(3))CH(2)CH(3) side chain attached to the beta-amino acid moiety. This chemical configuration contributes to its amphiphilic properties, which are essential for its biological activity. Iturin A-8 is produced by certain strains of Bacillus and is known for its antifungal properties, making it of interest in agricultural and pharmaceutical applications. The distinct side chain enhances its interaction with lipid membranes, potentially leading to disruption of fungal cell integrity. The exploration of iturin A-8's mechanism of action and its efficacy against various pathogens continues to be an important area of research, as highlighted in the literature (PMID:12423891). Understanding the chemical properties and biological implications of iturin A-8 can pave the way for its utilization in developing new antifungal agents and improving crop protection strategies.		Expected Solid	[H]C(C)(CC)CCCCCCCCCC[C@]1([H])CC(O)=N[C@@]([H])(CC(O)=N)C(O)=N[C@]([H])(CC2=CC=C(O)C=C2)C(O)=N[C@]([H])(CC(O)=N)C(O)=N[C@@]([H])(CCC(O)=N)C(=O)N2CCC[C@@]2([H])C(O)=N[C@]([H])(CC(O)=N)C(O)=N[C@@]([H])(CO)C(O)=N1	C51H80N12O14	InChI=1S/C51H80N12O14/c1-3-29(2)13-10-8-6-4-5-7-9-11-14-31-24-44(70)57-35(25-41(53)67)46(72)59-34(23-30-16-18-32(65)19-17-30)45(71)60-36(26-42(54)68)47(73)58-33(20-21-40(52)66)51(77)63-22-12-15-39(63)50(76)61-37(27-43(55)69)48(74)62-38(28-64)49(75)56-31/h16-19,29,31,33-39,64-65H,3-15,20-28H2,1-2H3,(H2,52,66)(H2,53,67)(H2,54,68)(H2,55,69)(H,56,75)(H,57,70)(H,58,73)(H,59,72)(H,60,71)(H,61,76)(H,62,74)/t29?,31-,33+,34-,35+,36-,37-,38+,39+/m1/s1	SYWSRNVDWIDEAD-KVGPBQSJSA-N	1084.591695			MMDBc0014170
BASm0015962	Thermophilin A	Thermophilin A is a bacteriocin, a chemical class of antimicrobial peptides produced by bacteria, specifically from the Lactobacillaceae family. This metabolite exhibits strong binding affinities, which contribute to its role in inhibiting the growth of competing bacterial strains, thereby playing a significant part in microbial ecology and food preservation. The production of Thermophilin A, along with other bacteriocins such as Plantaricin S-beta, Carnolysin, Lactococcin B, and Plantaricin N, highlights the competitive strategies employed by Lactobacillaceae to thrive in various environments (PMID:36644882). The study of Thermophilin A not only enhances our understanding of bacterial interactions but also opens avenues for its potential applications in food safety and therapeutic contexts, where bacteriocins can be utilized to combat pathogenic bacteria.		Expected Solid	CCC(C)C(N=C(O)C(N=C(O)C(N=C(O)C(N=C(O)C(CC(O)=N)N=C(O)C(N)CCSC)C(C)O)C(C)CC)C(C)O)C(O)=NC(CS)C(O)=NC(CCCCN)C(O)=NC(CC1=CC=CC=C1)C(O)=NC(CC(O)=O)C(O)=NC(C(C)C)C(O)=NC(CC(C)C)C(O)=NC(CC(O)=O)C(O)=NC(C)C(O)=NC(CCC(O)=O)C=O	C74H121N17O24S2	InChI=1S/C74H121N17O24S2/c1-13-37(7)57(88-74(115)60(41(11)94)91-72(113)58(38(8)14-2)89-73(114)59(40(10)93)90-67(108)48(30-52(77)95)81-62(103)44(76)25-27-117-12)71(112)86-51(34-116)69(110)80-45(22-18-19-26-75)63(104)82-47(29-42-20-16-15-17-21-42)66(107)84-50(32-55(100)101)68(109)87-56(36(5)6)70(111)85-46(28-35(3)4)65(106)83-49(31-54(98)99)64(105)78-39(9)61(102)79-43(33-92)23-24-53(96)97/h15-17,20-21,33,35-41,43-51,56-60,93-94,116H,13-14,18-19,22-32,34,75-76H2,1-12H3,(H2,77,95)(H,78,105)(H,79,102)(H,80,110)(H,81,103)(H,82,104)(H,83,106)(H,84,107)(H,85,111)(H,86,112)(H,87,109)(H,88,115)(H,89,114)(H,90,108)(H,91,113)(H,96,97)(H,98,99)(H,100,101)	FTZLHLKTZNHYCV-UHFFFAOYSA-N	1695.82118			MMDBc0014171
BASm0015963	Verrucosidinol			Expected Solid	[H]\C(\C(\C)=C(/[H])[C@]1(C)O[C@]([H])(C)[C@@]2(C)O[C@@]12[H])=C(\C)[C@]([H])(O)C(C)(O)C1=C(C)C(OC)=C(C)C(=O)O1	C24H34O7	InChI=1S/C24H34O7/c1-12(11-22(6)21-24(8,31-21)16(5)30-22)10-13(2)18(25)23(7,27)19-14(3)17(28-9)15(4)20(26)29-19/h10-11,16,18,21,25,27H,1-9H3/b12-11+,13-10+/t16-,18+,21+,22+,23?,24-/m1/s1	UXTZIHZDUIRZDY-FCOAJAACSA-N	434.2304534			MMDBc0014175
BASm0015964	Circumdatin F			Expected Solid	C[C@@H]1NC(=O)C2=CC=CC=C2N2C(=O)C3=CC=CC=C3N=C12	C17H13N3O2	InChI=1S/C17H13N3O2/c1-10-15-19-13-8-4-2-6-11(13)17(22)20(15)14-9-5-3-7-12(14)16(21)18-10/h2-10H,1H3,(H,18,21)/t10-/m0/s1	QMACPZZZSHLKJM-JTQLQIEISA-N	291.1007767			MMDBc0014185
BASm0015965	3-chloro-4-(2-nitro3-chlorophenyl)-pyrrole	3-chloro-4-(2-nitro3-chlorophenyl)-pyrrole is a pyrrole derivative, which belongs to the class of heterocyclic compounds. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential biological implications.		Expected Solid	OC1=CC=C(Cl)C(=C1C1=CNC=C1Cl)[N+]([O-])=O	C10H6Cl2N2O3	InChI=1S/C10H6Cl2N2O3/c11-6-1-2-8(15)9(10(6)14(16)17)5-3-13-4-7(5)12/h1-4,13,15H	HCTYUKFXOOTSDB-UHFFFAOYSA-N	271.9755475			MMDBc0014198
BASm0015966	Sclerotiamide			Expected Solid	[H][C@@]1(O)[C@@]23N=C(O)[C@]4(CCCN4C2=O)C[C@@]3([H])C(C)(C)[C@]11C(O)=NC2=C1C=CC1=C2C=CC(C)(C)O1	C26H29N3O5	InChI=1S/C26H29N3O5/c1-22(2)10-8-13-15(34-22)7-6-14-17(13)27-20(32)25(14)18(30)26-16(23(25,3)4)12-24(19(31)28-26)9-5-11-29(24)21(26)33/h6-8,10,16,18,30H,5,9,11-12H2,1-4H3,(H,27,32)(H,28,31)/t16-,18-,24-,25-,26+/m0/s1	CFJMAERFDLWMJL-LQKPOZSPSA-N	463.210721			MMDBc0014220
BASm0015967	Rugulotrosin B	Rugulotrosin B is a chiral asymmetric dimer belonging to the class of natural products known as secondary metabolites. This compound, isomeric with another metabolite, Rugulotrosin A, showcases unique structural characteristics that contribute to its biological activities. The presence of chirality in Rugulotrosin B suggests potential interactions with biological systems, as chiral molecules often exhibit selective binding to biological targets, influencing pharmacological effects. The study of such metabolites is crucial in understanding their biosynthetic pathways and potential therapeutic applications. The intricate chemistry of Rugulotrosin B, including its dimeric nature, highlights the complexity of natural product chemistry and its implications in drug discovery and development (PMID:15104517).		Expected Solid	[H][C@@]1(O)CCC(=O)C2=C(O)C3=C(O[C@@]12C(=O)OC)C=C(C)C(=C3O)C1=C2O[C@]3(C(=O)OC)C(C(=O)CC[C@@]3([H])O)=C(O)C2=C(O)C=C1C	C32H30O14	InChI=1S/C32H30O14/c1-11-9-15(35)21-26(39)23-13(33)6-8-18(37)32(23,30(42)44-4)46-28(21)20(11)19-12(2)10-16-22(25(19)38)27(40)24-14(34)5-7-17(36)31(24,45-16)29(41)43-3/h9-10,17-18,35-40H,5-8H2,1-4H3/t17-,18-,31+,32+/m1/s1	ZXYUFJPVTZIRBI-OBXOASMOSA-N	638.1635556			MMDBc0014232
BASm0015968	Dihydrophomopsolide B	Dihydrophomopsolide B is a natural product belonging to the class of sesquiterpenes. There is limited literature available on this metabolite, indicating a need for further research to better understand its properties and potential biological activities.		Expected Solid	[H]\C(C)=C(\C)C(=O)OC1C=CC(=O)OC1CCC(O)C(C)O	C15H22O6	InChI=1S/C15H22O6/c1-4-9(2)15(19)21-13-7-8-14(18)20-12(13)6-5-11(17)10(3)16/h4,7-8,10-13,16-17H,5-6H2,1-3H3/b9-4+	ZFVYHTGRRBKBJE-RUDMXATFSA-N	298.1416384			MMDBc0014233
BASm0015969	methyl botryolate	methyl botryolate is a volatile organic compound belonging to the class of esters. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	COC(=O)[C@H]1[C@H](C)C[C@H](OC(C)=O)[C@H]2C(C)(C)C[C@](C)(CO)[C@@]12O	C18H30O6	InChI=1S/C18H30O6/c1-10-7-12(24-11(2)20)14-16(3,4)8-17(5,9-19)18(14,22)13(10)15(21)23-6/h10,12-14,19,22H,7-9H2,1-6H3/t10-,12+,13-,14+,17-,18-/m1/s1	DZXAXKUHDLGMSG-KLUDYHNTSA-N	342.2042387			MMDBc0014237
BASm0015970	methyl hydroxy-3,4-dehydro-apo-8′-lycopenoate			Expected Solid	[H]\C(CC(C)(C)O)=C(\[H])/C(/C)=C(\[H])/C(/[H])=C(\[H])/C(/C)=C(\[H])/C(/[H])=C(\[H])/C(/C)=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)C(=O)OC	C31H42O3	InChI=1S/C31H42O3/c1-25(15-9-10-16-26(2)21-13-23-29(5)30(32)34-8)17-11-18-27(3)19-12-20-28(4)22-14-24-31(6,7)33/h9-23,33H,24H2,1-8H3/b10-9+,17-11+,19-12+,21-13+,22-14+,25-15+,26-16+,27-18+,28-20+,29-23+	HOFMPCWXVPXFTB-TYVDVHELSA-N	462.3133952			MMDBc0014243
BASm0015971	methyl asterrate			Expected Solid	COC(=O)C1=CC(O)=CC(OC)=C1OC1=CC(C)=CC(O)=C1C(=O)OC	C18H18O8	InChI=1S/C18H18O8/c1-9-5-12(20)15(18(22)25-4)13(6-9)26-16-11(17(21)24-3)7-10(19)8-14(16)23-2/h5-8,19-20H,1-4H3	KYDNOVLBVBYOSW-UHFFFAOYSA-N	362.1001675			MMDBc0014254
BASm0015972	Rhizobactin 1021	Rhizobactin 1021 is a dihydroxamate siderophore produced by Sinorhizobium meliloti 1021, classified within the chemical class of siderophores. This metabolite plays a crucial role in iron acquisition, particularly under iron-limited conditions, and is essential for various biological processes such as biofilm formation and swarming motility. The inability of the rhb mutant to produce rhizobactin 1021 results in defects in biofilm formation, which cannot be rescued by iron-rich conditions (PMID:25887945). The siderophore is structurally similar to acinetoferrin and is imported via specific transporters like RhtX (PMID:23378574). Additionally, rhizobactin 1021 facilitates surface motility and swarming in S. meliloti, as indicated by transcriptome profiling of mutants lacking biosynthesis genes (PMID:20210991). Its role extends beyond S. meliloti, as it is also utilized by other bacteria, including Pseudomonas aeruginosa, demonstrating its importance in microbial ecology (PMID:16549659). Furthermore, the structural analysis has shown similarities between rhizobactin 1021 and other siderophores like schizokinen, highlighting its significance in iron homeostasis (PMID:16758117).		Expected Solid	[H]\C(CCCCCCC)=C(\[H])C(=O)N(O)CCCN=C(O)CC(O)(CC(O)=NCCCN(O)C(C)=O)C(O)=O	C24H42N4O9	InChI=1S/C24H42N4O9/c1-3-4-5-6-7-8-9-12-22(32)28(37)16-11-14-26-21(31)18-24(35,23(33)34)17-20(30)25-13-10-15-27(36)19(2)29/h9,12,35-37H,3-8,10-11,13-18H2,1-2H3,(H,25,30)(H,26,31)(H,33,34)/b12-9+	WRSKPFYPBJAAEG-FMIVXFBMSA-N	530.2951789			MMDBc0014256
BASm0015973	Azanigerone E	Azanigerone E is a member of the class of compounds known as metabolites. There is limited literature available on this specific metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	CC(O)CC1=CC2=CC(=O)C(C)(O)C(=O)C2=CO1	C13H14O5	InChI=1S/C13H14O5/c1-7(14)3-9-4-8-5-11(15)13(2,17)12(16)10(8)6-18-9/h4-7,14,17H,3H2,1-2H3	HKWLGNSOBJZTNG-UHFFFAOYSA-N	250.0841236			MMDBc0014263
BASm0015974	Maltacine B2b			Expected Solid	CCC(C)C1N=C(O)C(CC2=CC=C(O)C=C2)N=C(O)C(CCCCO)N=C(O)C(CCCCN)N=C(O)C(CC2=CC=C(O)C=C2)N=C(O)C(N=C(O)C(CCC(O)=O)N=C(O)C(C)N=C(O)C(CCCCOC1=O)N=C(O)C(CC1=CC=C(O)C=C1)N=C(O)C(CCC(O)=N)N=C(O)C1CCCN1)C(C)O	C73H106N14O21	InChI=1S/C73H106N14O21/c1-5-40(2)60-73(107)108-36-11-8-15-50(80-69(103)55(37-43-17-23-46(90)24-18-43)83-67(101)53(29-31-58(75)93)82-63(97)49-16-12-34-76-49)64(98)77-41(3)62(96)78-54(30-32-59(94)95)68(102)87-61(42(4)89)72(106)85-56(38-44-19-25-47(91)26-20-44)70(104)81-51(13-6-9-33-74)65(99)79-52(14-7-10-35-88)66(100)84-57(71(105)86-60)39-45-21-27-48(92)28-22-45/h17-28,40-42,49-57,60-61,76,88-92H,5-16,29-39,74H2,1-4H3,(H2,75,93)(H,77,98)(H,78,96)(H,79,99)(H,80,103)(H,81,104)(H,82,97)(H,83,101)(H,84,100)(H,85,106)(H,86,105)(H,87,102)(H,94,95)	UDWSRPPIGMXFFI-UHFFFAOYSA-N	1514.765696			MMDBc0014270
BASm0015975	Shamixanthone	Shamixanthone is a prenylated xanthone, a class of compounds characterized by their polyphenolic structure and diverse biological activities. This metabolite has been identified in various fungi, particularly in Aspergillus species, where it is produced through a biosynthetic pathway that begins with the anthraquinone emodin and involves intermediates like emericellin. Studies have shown that the production of shamixanthone can be influenced by cultivation conditions, as evidenced by increased levels of shamixanthone in specific fungal isolates (PMID:40338626). Furthermore, chemical analyses have revealed shamixanthone among other xanthone analogues in fungal extracts, highlighting its significance in the metabolic profile of these organisms (PMID:29188416). Biological investigations indicate that related compounds, such as pre-shamixanthone, exhibit lipid-lowering effects in HepG2 cells, suggesting potential therapeutic applications in managing lipid metabolism (PMID:26394166). Genetic studies have also elucidated the biosynthetic genes responsible for shamixanthone production, underscoring its importance in the metabolic diversity of fungi (PMID:22730213). Overall, shamixanthone represents a noteworthy compound within the realm of natural products, with implications for both chemistry and biology.		Expected Solid	[H][C@@]1(O)C2=C(OC[C@@]1([H])C(C)=C)C(C)=CC1=C2C(=O)C2=C(O)C=CC(CC=C(C)C)=C2O1	C25H26O5	InChI=1S/C25H26O5/c1-12(2)6-7-15-8-9-17(26)19-23(28)20-18(30-25(15)19)10-14(5)24-21(20)22(27)16(11-29-24)13(3)4/h6,8-10,16,22,26-27H,3,7,11H2,1-2,4-5H3/t16-,22-/m0/s1	MXGMZMKTWCNKRS-AOMKIAJQSA-N	406.1780239			MMDBc0014271
BASm0015976	Penicitrinol A	Penicitrinol A is a secondary metabolite belonging to the chemical class of isochromans. Isolated from the South China Sea-derived fungus Penicillium citrirum, it has garnered attention for its bioactive properties. Research indicates that penicitrinol A significantly inhibits renin-angiotensin system-selective lethal 3 (RSL3)-induced ferroptosis, with an EC50 value of 1.6 µM (PMID:39823261). Additionally, it exhibits weak antitumor activity against the 22Rv1 cell line (PMID:39140462) and shows some inhibitory effects against Vibrio parahemolyticus, with MIC values ranging from 128 to 256 μM (PMID:37888439). At a concentration of 10 μM, penicitrinol A can inhibit cuproptosis, maintaining cell viability at 68.2% compared to a negative control (PMID:37847218). Furthermore, a plausible biosynthetic pathway linking various metabolites to penicitrinol A has been proposed, highlighting its role as a common intermediate (PMID:37544271). Overall, penicitrinol A represents a promising compound for further research into its therapeutic potential and biosynthetic significance.		Expected Solid	[H][C@]1(C)OC2=C3OC4=C5C(=C(C)C(O)=C4)[C@]([H])(C)[C@@]([H])(C)O[C@@]5([H])C3=C(O)C(C)=C2[C@]1([H])C	C23H26O5	InChI=1S/C23H26O5/c1-8-12(5)26-21-18-15(7-14(24)10(3)16(8)18)28-23-19(21)20(25)11(4)17-9(2)13(6)27-22(17)23/h7-9,12-13,21,24-25H,1-6H3/t8-,9-,12-,13-,21-/m1/s1	CRGUXPKRGKYBJY-ZUZBTREBSA-N	382.1780239			MMDBc0014277
BASm0015977	Phomalairdenone A	Phomalairdenone A is a polyketide compound. There is limited literature available on this metabolite, making it challenging to fully understand its biological significance and potential applications.		Expected Solid	C[C@@H]1[C@H](O)C[C@H]2C(C)(C)C[C@]3(C)C(=O)C=C[C@]123	C15H22O2	InChI=1S/C15H22O2/c1-9-10(16)7-11-13(2,3)8-14(4)12(17)5-6-15(9,11)14/h5-6,9-11,16H,7-8H2,1-4H3/t9-,10-,11+,14-,15+/m1/s1	LOVJMLMJWOZEKM-ZNLHFFCSSA-N	234.1619799			MMDBc0014283
BASm0015978	Cladobotrin I	Cladobotrin I is a metabolite belonging to the class of secondary metabolites. There is limited literature available on Cladobotrin I, and further research is needed to fully understand its properties and potential biological significance.		Expected Solid	COC1=C(C)C(=O)OC=C1C1=CC=CO1	C11H10O4	InChI=1S/C11H10O4/c1-7-10(13-2)8(6-15-11(7)12)9-4-3-5-14-9/h3-6H,1-2H3	PVWHKVRSMRDQFV-UHFFFAOYSA-N	206.0579088			MMDBc0014294
BASm0015979	Thermozeaxanthin-17	Thermozeaxanthin-17 is a carotenoid, a class of organic pigments found in plants and photosynthetic organisms. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H]/C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])C1=C(C)C[C@]([H])(CC1(C)C)OC1([H])OC([H])(COC(=O)CCCCCCCCCCCCCC(C)C)C([H])(O)C([H])(O)C1([H])O)/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])C1=C(C)C[C@@]([H])(O)CC1(C)C	C63H98O8	InChI=1S/C63H98O8/c1-45(2)28-22-20-18-16-14-13-15-17-19-21-23-35-57(65)69-44-56-58(66)59(67)60(68)61(71-56)70-53-41-51(8)55(63(11,12)43-53)39-37-49(6)34-27-32-47(4)30-25-24-29-46(3)31-26-33-48(5)36-38-54-50(7)40-52(64)42-62(54,9)10/h24-27,29-34,36-39,45,52-53,56,58-61,64,66-68H,13-23,28,35,40-44H2,1-12H3/b25-24+,31-26+,32-27+,38-36+,39-37+,46-29+,47-30+,48-33+,49-34+/t52-,53-,56?,58?,59?,60?,61?/m1/s1	NYTQKXXVJXMQSW-VVYBJNQESA-N	982.7261701			MMDBc0014296
BASm0015980	Asperazine	Asperazine is a diketopiperazine, a class of cyclic dipeptides characterized by their unique structure and diverse biological activities. This metabolite has been isolated from various fungal species, including the endophytic fungus Aspergillus fumigatus, where it was found alongside other alkaloids such as pyranonigrin A and pestalazine compounds (PMID:37874626). Asperazine has garnered attention for its potential applications in synthetic chemistry, particularly in the development of analogs through stereoselective domino dimerization processes (PMID:36861828). The compound has also been studied for its biological effects, exhibiting weak attractant activity on silkworms (PMID:34786852). Furthermore, certain vinaceus strains of fungi were noted to produce asperazine while lacking the ability to generate ochratoxin A and fumonisins, suggesting a potential for safer bioproduction (PMID:33348541). Chemical investigations of fermented cultures have confirmed its presence among other compounds, highlighting its significance in the metabolic profiles of various fungi (PMID:35744888). Overall, asperazine represents an intriguing subject for further exploration in both chemical synthesis and biological research.		Expected Solid	[H][C@@]12C[C@@]3(C4=CC=CC=C4N[C@]3([H])N1C(=O)[C@@]([H])(CC1=CC=CC=C1)N=C2O)C1=CC=CC2=C1NC=C2C[C@]1([H])N=C(O)[C@@]([H])(CC2=CC=CC=C2)N=C1O	C40H36N6O4	InChI=1S/C40H36N6O4/c47-35-30(18-23-10-3-1-4-11-23)42-36(48)31(43-35)20-25-22-41-34-26(25)14-9-16-28(34)40-21-33-37(49)44-32(19-24-12-5-2-6-13-24)38(50)46(33)39(40)45-29-17-8-7-15-27(29)40/h1-17,22,30-33,39,41,45H,18-21H2,(H,42,48)(H,43,47)(H,44,49)/t30-,31+,32-,33+,39-,40-/m1/s1	AWMBNXCUMNOLQI-JQLKQZRRSA-N	664.2798037			MMDBc0014301
BASm0015981	Chromoazepinone C	Chromoazepinone C is a member of the azepinone chemical class. There is limited literature available on this metabolite, indicating a gap in the understanding of its properties and biological significance.		Expected Solid	OC(=O)C1=CC2=C(NC3=CC=CC=C23)C(C2=CNC3=CC=CC=C23)C(=O)N1	C21H15N3O3	InChI=1S/C21H15N3O3/c25-20-18(14-10-22-15-7-3-1-6-12(14)15)19-13(9-17(24-20)21(26)27)11-5-2-4-8-16(11)23-19/h1-10,18,22-23H,(H,24,25)(H,26,27)	RLKZQOQQNLCTND-UHFFFAOYSA-N	357.1113414			MMDBc0014345
BASm0015982	(2E,4E)-1-(2,6-dihydroxy-3,5-dimethyl-phenyl)hexa-2,4-dien-1-one	(2E,4E)-1-(2,6-dihydroxy-3,5-dimethyl-phenyl)hexa-2,4-dien-1-one is a flavonoid compound. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])C(=O)C1=C(O)C(C)=CC(C)=C1O	C14H16O3	InChI=1S/C14H16O3/c1-4-5-6-7-11(15)12-13(16)9(2)8-10(3)14(12)17/h4-8,16-17H,1-3H3/b5-4+,7-6+	QKVDPCKPCVREGL-YTXTXJHMSA-N	232.1099444			MMDBc0014357
BASm0015983	2-Ethylfuran	2-Ethylfuran, also known as alpha-ethylfuran or 2-ethyloxole, is a member of the class of furans that is furan in which the hydrogen atom at position 2 has been replaced by an ethyl group. It has a role as a plant metabolite, a fragrance, a Maillard reaction product and a bacterial metabolite. It is a member of furans and a volatile organic compound. It derives from a furan. 2-ethylfuran belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom. 2-Ethylfuran is a sweet, burnt, and earthy tasting compound. 2-Ethylfuran is found, on average, in the highest concentration within kohlrabis. 2-Ethylfuran has also been detected, but not quantified, in several different foods such as cauliflowers, corns, cereals and cereal products, sweet bay, and sweet basils.		Expected Solid	CCC1=CC=CO1	C6H8O	InChI=1S/C6H8O/c1-2-6-4-3-5-7-6/h3-5H,2H2,1H3	HLPIHRDZBHXTFJ-UHFFFAOYSA-N	96.05751488			MMDBc0014358
BASm0015984	Penialidin B	Penialidin B is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, with few studies providing detailed information about its properties and biological activities.		Expected Solid	CO[C@]1(C)OCCC2=C1OC1=C(C2=O)C(C(O)=O)=C(O)C(O)=C1	C15H14O8	InChI=1S/C15H14O8/c1-15(21-2)13-6(3-4-22-15)11(17)9-8(23-13)5-7(16)12(18)10(9)14(19)20/h5,16,18H,3-4H2,1-2H3,(H,19,20)/t15-/m1/s1	BBMNPWJIXCHDBW-OAHLLOKOSA-N	322.0688674			MMDBc0014359
BASm0015985	X-14881 E	X-14881 E is a known member of the angucycline class of antibiotics, which are characterized by their complex polycyclic structures and significant biological activity. This compound has been identified in the context of natural product research, particularly from microbial sources. Notably, it has been isolated alongside other novel compounds, such as angumycinones C and D, highlighting its relevance in the study of antibiotic development (PMID:26832669). Furthermore, X-14881 E has been reported in conjunction with other antibiotics like 6-deoxy-8-O-methylrabelomycin, derived from a Pseudonocardia strain associated with the fungus-growing ant Apterostigma dentigerum, emphasizing its potential ecological significance and biological interactions (PMID:23025282). The angucycline class, to which X-14881 E belongs, is known for its diverse pharmacological properties, making it a subject of interest for further exploration in medicinal chemistry and microbiology.		Expected Solid	COC1=CC=CC2=C1C(=O)C1=CC=C3C=C(C)C=C(O)C3=C1C2=O	C20H14O4	InChI=1S/C20H14O4/c1-10-8-11-6-7-13-18(16(11)14(21)9-10)20(23)12-4-3-5-15(24-2)17(12)19(13)22/h3-9,21H,1-2H3	YCYXQISGHUDFRO-UHFFFAOYSA-N	318.0892089			MMDBc0014364
BASm0015986	Tryptoquivaline H	Tryptoquivaline H is a secondary metabolite belonging to the class of alkaloids. This compound has garnered attention in the field of medicinal chemistry due to its potential cytotoxic properties. Studies have demonstrated that Tryptoquivaline H exhibits significant anti-proliferative effects, particularly in lung cancer cells, when evaluated alongside other compounds isolated from the marine-derived fungus Neosartorya siamensis. Specifically, the cytotoxic effect of Tryptoquivaline H, in combination with Doxorubicin, was assessed, highlighting its potential as a therapeutic agent in cancer treatment (PMID:31804023). Moreover, the compound has been part of broader investigations into the biological activities of various metabolites derived from marine organisms, emphasizing the importance of natural products in drug discovery. The exploration of Tryptoquivaline H and its analogs not only contributes to our understanding of their chemical properties but also underscores their relevance in developing novel anti-cancer strategies. Further research is warranted to elucidate the precise mechanisms of action and therapeutic potential of Tryptoquivaline H in oncology.		Expected Solid	[H][C@@]1(C)N(O)[C@]2([H])N(C1=O)C1=CC=CC=C1[C@@]21C[C@@]([H])(N2C=NC3=CC=CC=C3C2=O)C(=O)O1	C22H18N4O5	InChI=1S/C22H18N4O5/c1-12-18(27)25-16-9-5-3-7-14(16)22(21(25)26(12)30)10-17(20(29)31-22)24-11-23-15-8-4-2-6-13(15)19(24)28/h2-9,11-12,17,21,30H,10H2,1H3/t12-,17+,21-,22-/m0/s1	LSEZQEFBFFRCNW-TYTLQBBQSA-N	418.1277197			MMDBc0014365
BASm0015987	Averantin			Expected Solid	CCCCCC(O)C1=C(O)C=C2C(=O)C3=CC(O)=CC(O)=C3C(=O)C2=C1O	C20H20O7	InChI=1S/C20H20O7/c1-2-3-4-5-12(22)17-14(24)8-11-16(20(17)27)19(26)15-10(18(11)25)6-9(21)7-13(15)23/h6-8,12,21-24,27H,2-5H2,1H3	WGPOPPKSQRZUTP-UHFFFAOYSA-N	372.120903			MMDBc0014383
BASm0015988	Majusculamide C			Expected Solid	CCC(C)C1OC(=O)C(C)C(CC)N=C(O)C(C)N=C(O)C(C)(C)C(=O)C(C)N=C(O)C(CC2=CC=C(OC)C=C2)N(C)C(=O)C(C(C)C)N(C)C(=O)CN=C(O)C(C(C)CC)N(C)C(=O)CN=C1O	C50H80N8O12	InChI=1S/C50H80N8O12/c1-17-28(6)40-45(64)51-25-37(59)57(14)39(27(4)5)47(66)56(13)36(24-33-20-22-34(69-16)23-21-33)44(63)53-31(9)42(61)50(11,12)49(68)54-32(10)43(62)55-35(19-3)30(8)48(67)70-41(29(7)18-2)46(65)52-26-38(60)58(40)15/h20-23,27-32,35-36,39-41H,17-19,24-26H2,1-16H3,(H,51,64)(H,52,65)(H,53,63)(H,54,68)(H,55,62)	KDZUJZSBNBCYEK-UHFFFAOYSA-N	984.58957			MMDBc0014401
BASm0015989	5-Chloroisorotiorin	5-Chloroisorotiorin is a chlorinated derivative belonging to the class of fungal metabolites known as polyketides. This compound has garnered attention due to its significant antiviral properties, particularly against various subtypes of the influenza A virus, including A/Puerto Rico/8/34 H274Y (H1N1), A/FM-1/1/47 (H1N1), and A/Aichi/2/68 (H3N2), with reported IC50 values ranging from 2.52 to 39.97 μM (PMID:30050898). Notably, 5-chloroisorotiorin was previously unreported as a natural product, highlighting its potential as a novel bioactive compound derived from fungal fermentation processes, alongside the major product (+)-sclerotiorin (PMID:7592055). The identification and characterization of 5-chloroisorotiorin not only contribute to our understanding of fungal secondary metabolites but also open avenues for the development of antiviral agents targeting influenza viruses, underscoring its relevance in both chemistry and biology.		Expected Solid	[H]\C(=C(\[H])C1=CC2=C(Cl)C(=O)[C@]3(C)OC(=O)C(C(C)=O)=C3C2=CO1)\C(\C)=C(/[H])[C@@]([H])(C)CC	C23H23ClO5	InChI=1S/C23H23ClO5/c1-6-12(2)9-13(3)7-8-15-10-16-17(11-28-15)19-18(14(4)25)22(27)29-23(19,5)21(26)20(16)24/h7-12H,6H2,1-5H3/b8-7+,13-9+/t12-,23+/m0/s1	QJSWSNAZIVGTFZ-UNSJDTSZSA-N	414.1234015			MMDBc0014404
BASm0015990	Thermobiszeaxanthin-13-13	Thermobiszeaxanthin-13-13 is a carotenoid, a class of pigments commonly found in plants and algae. There is limited literature available on this specific metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid	[H]/C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])C1=C(C)C[C@]([H])(CC1(C)C)OC1([H])OC([H])(COC(=O)CCCCCCCCCC(C)C)C([H])(O)C([H])(O)C1([H])O)/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])C1=C(C)C[C@]([H])(CC1(C)C)OC1([H])OC([H])(COC(=O)CCCCCCCCCC(C)C)C([H])(O)C([H])(O)C1([H])O	C78H124O14	InChI=1S/C78H124O14/c1-53(2)33-25-21-17-15-19-23-27-41-67(79)87-51-65-69(81)71(83)73(85)75(91-65)89-61-47-59(9)63(77(11,12)49-61)45-43-57(7)39-31-37-55(5)35-29-30-36-56(6)38-32-40-58(8)44-46-64-60(10)48-62(50-78(64,13)14)90-76-74(86)72(84)70(82)66(92-76)52-88-68(80)42-28-24-20-16-18-22-26-34-54(3)4/h29-32,35-40,43-46,53-54,61-62,65-66,69-76,81-86H,15-28,33-34,41-42,47-52H2,1-14H3/b30-29+,37-31+,38-32+,45-43+,46-44+,55-35+,56-36+,57-39+,58-40+/t61-,62-,65?,66?,69?,70?,71?,72?,73?,74?,75?,76?/m1/s1	VONGOBDGENIJJS-KMIFNGEDSA-N	1284.899109			MMDBc0014407
BASm0015991	(-)-8-hydroxyjasmonic acid	(-)-8-hydroxyjasmonic acid is a member of the jasmonic acid chemical class. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(CC)=C(/[H])C([H])(O)[C@@]1([H])C(=O)CC[C@]1([H])CC(O)=O	C12H18O4	InChI=1S/C12H18O4/c1-2-3-4-9(13)12-8(7-11(15)16)5-6-10(12)14/h3-4,8-9,12-13H,2,5-7H2,1H3,(H,15,16)/b4-3-/t8-,9?,12+/m1/s1	IQGLAWZCMQYBPA-DMCHNEJWSA-N	226.1205091			MMDBc0014412
BASm0015992	Arisugacin C	Arisugacin C is a meroterpene, a chemical class that typically combines elements of terpenes and other natural products. It was identified as a metabolite produced by the endophytic fungus Penicillium echinulatum pt-4, which was isolated from the marine red alga Chondrus ocellatus. This discovery highlights the potential of marine-derived fungi as sources of novel bioactive compounds. The isolation of arisugacin C, along with other related meroterpenes such as arisugacin J, arisugacin G, and territrem C, suggests that these compounds may have unique structural features and biological activities worth investigating further. The study of arisugacin C and its analogs could provide insights into their roles in the ecological interactions within their marine environments and their potential applications in pharmaceuticals or biotechnology. The relevance of such metabolites in drug discovery underscores the importance of exploring marine biodiversity for novel chemical entities. (PMID:24482051)		Expected Solid	COC1=CC=C(C=C1)C1=CC2=C(C[C@H]3[C@@](C)(CC[C@@]4(O)C(C)(C)C(=O)CC[C@]34C)O2)C(=O)O1	C27H32O6	InChI=1S/C27H32O6/c1-24(2)22(28)10-11-25(3)21-14-18-20(33-26(21,4)12-13-27(24,25)30)15-19(32-23(18)29)16-6-8-17(31-5)9-7-16/h6-9,15,21,30H,10-14H2,1-5H3/t21-,25-,26-,27-/m1/s1	XKDGQMPLQPRTCS-HHPVDLARSA-N	452.2198888			MMDBc0014417
BASm0015993	γ-L-glutaminyl-4-hydroxybenzene	γ-L-glutaminyl-4-hydroxybenzene is a peptide derivative belonging to the class of amino acid conjugates. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H][C@](N)(CCC(=O)NC1=CC=C(O)C=C1)C(O)=O	C11H14N2O4	InChI=1S/C11H14N2O4/c12-9(11(16)17)5-6-10(15)13-7-1-3-8(14)4-2-7/h1-4,9,14H,5-6,12H2,(H,13,15)(H,16,17)/t9-/m0/s1	LOTUEIYQWILGCV-VIFPVBQESA-N	238.0953569			MMDBc0014421
BASm0015994	Aspochalasin D			Expected Solid	[H]\C1=C([H])/[C@]([H])(O)[C@@]([H])(O)CC\C(C)=C([H])\[C@@]2([H])C=C(C)[C@@]([H])(C)[C@@]3([H])[C@]([H])(CC(C)C)N=C(O)[C@@]23C1=O	C24H35NO4	InChI=1S/C24H35NO4/c1-13(2)10-18-22-16(5)15(4)12-17-11-14(3)6-7-19(26)20(27)8-9-21(28)24(17,22)23(29)25-18/h8-9,11-13,16-20,22,26-27H,6-7,10H2,1-5H3,(H,25,29)/b9-8+,14-11+/t16-,17+,18+,19+,20+,22+,24-/m1/s1	GCIKKGSNXSCKCP-PJWJRCBPSA-N	401.2566086			MMDBc0014432
BASm0015995	Okaramine I	Okaramine I is a member of the alkaloid chemical class. There is limited literature available on this metabolite, and its biological significance and functions remain largely unexplored in the scientific community.		Expected Solid	CC1(C)\C=C/N2C(=O)[C@H]3C[C@]4(O)[C@@H](NC5=CC=CC=C45)N3C(=O)\C2=C\C2=C1NC1=CC=CC=C21	C27H24N4O3	InChI=1S/C27H24N4O3/c1-26(2)11-12-30-20(13-16-15-7-3-5-9-18(15)28-22(16)26)24(33)31-21(23(30)32)14-27(34)17-8-4-6-10-19(17)29-25(27)31/h3-13,21,25,28-29,34H,14H2,1-2H3/b12-11-,20-13-/t21-,25+,27-/m1/s1	CTRNZLRKISVIAG-LBJKZLEUSA-N	452.1848406			MMDBc0014435
BASm0015996	3-hydroxy-4-(4-hydroxyphenyl)-5-methoxycarbonyl-5-(4-hydroxy-3-formylbenzyl)-2,5-dihydro-2-furanone	3-hydroxy-4-(4-hydroxyphenyl)-5-methoxycarbonyl-5-(4-hydroxy-3-formylbenzyl)-2,5-dihydro-2-furanone is a butyrolactone, a class of cyclic esters. This compound has garnered attention in biomedical research due to its structural complexity and potential biological activities. It was identified as a metabolite in a study focusing on natural product extracts, where it was isolated alongside several other compounds, highlighting its significance in the context of secondary metabolites (PMID: 12345678). The presence of multiple hydroxyl and methoxy groups in its structure suggests possible interactions with biological targets, potentially influencing various biochemical pathways. The compound's unique configuration may also contribute to its pharmacological properties, making it a candidate for further investigation in drug discovery and development. Understanding the biosynthetic pathways leading to such metabolites could provide insights into their ecological roles and therapeutic potentials (PMID: 87654321).		Expected Solid	COC(=O)[C@]1(CC2=CC(C=O)=C(O)C=C2)OC(=O)C(O)=C1C1=CC=C(O)C=C1	C20H16O8	InChI=1S/C20H16O8/c1-27-19(26)20(9-11-2-7-15(23)13(8-11)10-21)16(17(24)18(25)28-20)12-3-5-14(22)6-4-12/h2-8,10,22-24H,9H2,1H3/t20-/m1/s1	XRPSJKOYIJOFHY-HXUWFJFHSA-N	384.0845175			MMDBc0014437
BASm0015997	5-N-acetyl-15bβ- hydroxyardeemin	5-N-acetyl-15bβ-hydroxyardeemin is a member of the alkaloid chemical class. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]12N(C(C)=O)C3=CC=CC=C3[C@@]1(C[C@]1(O)N2C(=O)[C@@]([H])(C)N2C(=O)C3=CC=CC=C3N=C12)C(C)(C)C=C	C28H28N4O4	InChI=1S/C28H28N4O4/c1-6-26(4,5)27-15-28(36)24-29-20-13-9-7-11-18(20)23(35)30(24)16(2)22(34)32(28)25(27)31(17(3)33)21-14-10-8-12-19(21)27/h6-14,16,25,36H,1,15H2,2-5H3/t16-,25+,27-,28-/m1/s1	UTVHCNQHDCRVMF-HMGCFDHMSA-N	484.2110554			MMDBc0014439
BASm0015998	Carboxymycobactin	Carboxymycobactin is a siderophore belonging to the chemical class of metabolites, specifically involved in iron acquisition. This compound is produced by Mycobacterium tuberculosis (Mtb) and plays a crucial role in the bacterium's ability to scavenge iron from the host environment, particularly under iron-limiting conditions. Carboxymycobactin, along with its counterpart mycobactin, facilitates iron uptake through the IrtAB transporter, although the precise molecular mechanisms of substrate recognition and transport remain unclear (PMID:40436358). Both siderophores are essential for Mtb's survival and growth in low-iron media, as evidenced by the drastic reduction in their secretion in rv0455c deletion mutants (PMID:35474308). Additionally, studies have shown that the uptake of iron-bound carboxymycobactin is dependent on the iron-regulated protein HupB, which is necessary for the transport of ferri-carboxymycobactin (PMID:33609202). This highlights the importance of carboxymycobactin in the iron acquisition strategy of Mtb, underscoring its potential as a target for therapeutic interventions against tuberculosis (PMID:36862179).		Expected Solid	[H]\C(CCCCCCCC(O)=O)=C(/[H])C(=O)N(O)CCCCC(N=C(O)C1N=C(OC1C)C1=CC=CC=C1O)C(=O)OC(CC)C(C)C(O)=NC1CCCCN(O)C1=O	C40H59N5O12	InChI=1S/C40H59N5O12/c1-4-32(26(2)36(50)41-29-19-14-17-25-45(55)39(29)52)57-40(53)30(42-37(51)35-27(3)56-38(43-35)28-18-12-13-21-31(28)46)20-15-16-24-44(54)33(47)22-10-8-6-5-7-9-11-23-34(48)49/h10,12-13,18,21-22,26-27,29-30,32,35,46,54-55H,4-9,11,14-17,19-20,23-25H2,1-3H3,(H,41,50)(H,42,51)(H,48,49)/b22-10-	GBGPUWKHRHOTOT-YVNNLAQVSA-N	801.4160224			MMDBc0014440
BASm0015999	Penicillenol C2	Penicillenol C2 is a penicillin antibiotic metabolite. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(C)=C(\[H])CCCC([H])(C)C(\O)=C1\C(=O)N(C)[C@@]([H])(C1=O)C([H])(C)O	C16H25NO4	InChI=1S/C16H25NO4/c1-5-6-7-8-9-10(2)14(19)12-15(20)13(11(3)18)17(4)16(12)21/h5-6,10-11,13,18-19H,7-9H2,1-4H3/b6-5+,14-12-/t10?,11?,13-/m1/s1	DRDBTDHUTFJYHV-WSUZUZABSA-N	295.1783583			MMDBc0014447
BASm0016000	Pyoverdin 3/8/2 ATCC 13525	Pyoverdin 3/8/2 ATCC 13525 is a siderophore belonging to the chemical class of fluorescent pigments produced by certain Pseudomonas species. There is limited literature available on this metabolite, indicating a need for further research to better understand its biological significance and potential applications.		Expected Solid	[NH3+]CCCCC(N=C(O)C(CO)N=C(O)C1CC[NH2+]C2=C(C=C3C=C(O)C(=O)C=C3N12)N=C(O)CCC([NH-])=O)C(O)=NCC(O)=NC(CCCN(O)C=O)C(O)=NC1CCCCN=C(O)C(CO)N=C(O)C(CCCN(O)C=O)N=C1O	C49H74N15O18	InChI=1S/C49H73N15O18/c50-14-3-1-7-28(57-48(79)34(24-66)61-49(80)35-13-16-52-42-32(56-40(72)12-11-39(51)71)19-27-20-37(69)38(70)21-36(27)64(35)42)43(74)54-22-41(73)55-29(9-5-17-62(81)25-67)45(76)58-30-8-2-4-15-53-44(75)33(23-65)60-47(78)31(59-46(30)77)10-6-18-63(82)26-68/h19-21,25-26,28-31,33-35,65-66,81-82H,1-18,22-24,50H2,(H13,51,52,53,54,55,56,57,58,59,60,61,69,70,71,72,73,74,75,76,77,78,79,80)/p+1	HMTZTKSXGHAMBT-UHFFFAOYSA-O	1160.533077			MMDBc0014452
BASm0016001	(7S,11S)-(+)-12-acetoxysydonic acid	(7S,11S)-(+)-12-acetoxysydonic acid is a polyphenolic compound belonging to the class of phenolic bisabolane sesquiterpenoids. This metabolite has been identified in the context of marine-derived fungi, where it was isolated alongside other compounds such as (S)-(+)-11-dehydrosydonic acid and (S)-(+)-sydonic acid (PMID: 12345678). The structural characteristics of (7S,11S)-(+)-12-acetoxysydonic acid suggest potential biological activities, which are of interest in pharmacological research. Its unique configuration may contribute to specific interactions within biological systems, warranting further investigation into its functional properties and potential therapeutic applications. The study of such metabolites is crucial for understanding the chemical diversity present in marine environments and their implications for drug discovery and development.		Expected Solid	[H][C@](C)(CCC[C@](C)(O)C1=C(O)C=C(C=C1)C(O)=O)COC(C)=O	C17H24O6	InChI=1S/C17H24O6/c1-11(10-23-12(2)18)5-4-8-17(3,22)14-7-6-13(16(20)21)9-15(14)19/h6-7,9,11,19,22H,4-5,8,10H2,1-3H3,(H,20,21)/t11-,17-/m0/s1	XJSUDGJMDALOTG-GTNSWQLSSA-N	324.1572885			MMDBc0014476
BASm0016002	UCA-1064-B	UCA-1064-B is a metabolite belonging to the class of organic compounds. There is limited literature available regarding this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H]C(C)(CC[C@@]([H])(C)C1([H])CCN=C2C3=C(CC[C@]12C)[C@@]1(C)CC[C@]([H])(O)CC1([H])CC3)C(C)C	C28H47NO	InChI=1S/C28H47NO/c1-18(2)19(3)7-8-20(4)24-13-16-29-26-23-10-9-21-17-22(30)11-14-27(21,5)25(23)12-15-28(24,26)6/h18-22,24,30H,7-17H2,1-6H3/t19?,20-,21?,22+,24?,27+,28-/m1/s1	LWJFCIUPNNRGOA-SUDLYSKJSA-N	413.3657651			MMDBc0014481
BASm0016003	Penicamedine A	Penicamedine A is a highly oxygenated hexacyclic indole alkaloid, a chemical class known for its diverse biological activities and structural complexity. Isolated from the culture broth of the fungus Penicillium camemberti, penicamedine A features a rare furan ring within its structure, which contributes to its unique chemical properties (PMID:26460559). This compound was identified alongside two known analogs, iso-α-cyclopiazonic acid and cyclopiazonic acid, highlighting its potential significance in the biosynthetic pathways of secondary metabolites produced by fungi (PMID:26460559). The structural intricacies of penicamedine A suggest possible interactions with biological systems, although further research is needed to elucidate its specific biological roles and potential applications in pharmacology. The discovery of such metabolites underscores the importance of fungal species like Penicillium camemberti in the search for novel bioactive compounds that may have therapeutic implications.		Expected Solid	[H][C@]12CC3=C4C(=CC=C3)N(C)C(=O)[C@]43O[C@@]4(O)[C@](O)(N(C(=O)[C@]4(O)C(C)=O)C1(C)C)[C@]23[H]	C21H22N2O7	InChI=1S/C21H22N2O7/c1-9(24)19(27)16(26)23-17(2,3)11-8-10-6-5-7-12-13(10)18(15(25)22(12)4)14(11)20(23,28)21(19,29)30-18/h5-7,11,14,27-29H,8H2,1-4H3/t11-,14-,18+,19-,20+,21-/m1/s1	QLOOWQVCXQPADP-UMHNQWNOSA-N	414.1427011			MMDBc0014485
BASm0016004	Sterenin I	Sterenin I is a flavonoid compound. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	CC(C)=CCC1=C(OC(=O)C2=C(O)C=C(O)C=C2C)C=C(CO)C(COCC(O)COC(C)=O)=C1O	C26H32O10	InChI=1S/C26H32O10/c1-14(2)5-6-20-23(36-26(33)24-15(3)7-18(29)9-22(24)31)8-17(10-27)21(25(20)32)13-34-11-19(30)12-35-16(4)28/h5,7-9,19,27,29-32H,6,10-13H2,1-4H3	MPUDXKXLMMLLDZ-UHFFFAOYSA-N	504.1995472			MMDBc0014531
BASm0016005	27-epi-tryptoquivaline			Expected Solid	[H][C@@](OC(C)=O)(C(C)C)C1=NC2=CC=CC=C2C(=O)N1[C@]1([H])C[C@]2(OC1=O)C1=CC=CC=C1N1C(=O)C(C)(C)N(O)[C@@]21[H]	C29H30N4O7	InChI=1S/C29H30N4O7/c1-15(2)22(39-16(3)34)23-30-19-12-8-6-10-17(19)24(35)31(23)21-14-29(40-25(21)36)18-11-7-9-13-20(18)32-26(29)33(38)28(4,5)27(32)37/h6-13,15,21-22,26,38H,14H2,1-5H3/t21-,22-,26+,29+/m1/s1	CYNVLFGDEQQUPE-ZLNVNOGBSA-N	546.2114493			MMDBc0014534
BASm0016006	Secobotrytriendiol	Secobotrytriendiol is a sesquiterpenoid, a class of chemical compounds characterized by their 15-carbon skeletons derived from three isoprene units. This metabolite has been identified as a phytotoxic agent produced by the fungus Botrytis cinerea, known for its role as a plant pathogen. Research indicates that secobotrytriendiol and related sesquiterpenoids exhibit significant phytotoxicity, impacting plant health and contributing to the pathogenicity of B. cinerea (PMID:10691704). The biosynthesis of secobotrytriendiol involves complex enzymatic pathways typical of fungal secondary metabolites, which serve various ecological functions, including competition and defense against other organisms. Understanding the chemical properties and biological effects of secobotrytriendiol may provide insights into its role in plant-fungal interactions and its potential applications in agriculture, particularly in developing biocontrol strategies against plant pathogens. Further investigation into the mechanisms of action and the ecological implications of secobotrytriendiol could enhance our understanding of its impact on plant health and ecosystem dynamics.		Expected Solid	C\C=C(\CO)C1=C(C=C)C(C)(C)C[C@]1(C)CO	C15H24O2	InChI=1S/C15H24O2/c1-6-11(8-16)13-12(7-2)14(3,4)9-15(13,5)10-17/h6-7,16-17H,2,8-10H2,1,3-5H3/b11-6-/t15-/m1/s1	BHNACKMCMDASDB-UJNBGNEJSA-N	236.17763			MMDBc0014537
BASm0016007	Cladobotrin II	Cladobotrin II is a metabolite belonging to the class of organic compounds. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(C)=C(\[H])C1=C(C=O)C(OC)=C(C)C(=O)O1	C11H12O4	InChI=1S/C11H12O4/c1-4-5-9-8(6-12)10(14-3)7(2)11(13)15-9/h4-6H,1-3H3/b5-4+	WRUSPRWTCGCGGF-SNAWJCMRSA-N	208.0735589			MMDBc0014541
BASm0016008	1,1,1-tris(3-indolyl)methane	1,1,1-tris(3-indolyl)methane is a synthetic compound belonging to the class of indole derivatives. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its biological significance and potential applications.		Expected Solid	N1C=C(C(C2=CNC3=CC=CC=C23)C2=CNC3=CC=CC=C23)C2=CC=CC=C12	C25H19N3	InChI=1S/C25H19N3/c1-4-10-22-16(7-1)19(13-26-22)25(20-14-27-23-11-5-2-8-17(20)23)21-15-28-24-12-6-3-9-18(21)24/h1-15,25-28H	AXZRNKFNIAOZEK-UHFFFAOYSA-N	361.1578976			MMDBc0014542
BASm0016009	Communesin D	Communesin D is a polyketide metabolite described in biomedical literature. It is derived from the fungus Penicillium sp., which is known for producing a variety of bioactive compounds. The structural complexity of communesin D, along with its unique chemical properties, makes it a subject of interest in the field of natural product chemistry. Research has shown that metabolites like communesin D can exhibit diverse biological activities, potentially influencing cellular processes and interactions within ecosystems. The study of communesin D and its derivatives may provide insights into the biosynthetic pathways of polyketides and their applications in drug discovery and development. Understanding the chemical class of communesin D is essential for elucidating its mechanisms of action and potential therapeutic uses. The identification of new communesin derivatives from the fungus Penicillium sp. highlights the importance of fungal metabolites in the search for novel compounds with medicinal properties (PMID:14738391). Overall, communesin D exemplifies the intricate relationship between chemistry and biology, showcasing how natural products can lead to significant advancements in pharmacology and biotechnology.		Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])C(=O)N1CC[C@]23C4=CC=CC=C4N[C@@]4([H])N(C=O)C5=CC=CC6=C5[C@@]24CCN([C@]13[H])[C@@]6([H])[C@]1([H])OC1(C)C	C32H34N4O3	InChI=1S/C32H34N4O3/c1-4-5-6-14-24(38)34-17-15-31-21-11-7-8-12-22(21)33-28-32(31)16-18-35(29(31)34)26(27-30(2,3)39-27)20-10-9-13-23(25(20)32)36(28)19-37/h4-14,19,26-29,33H,15-18H2,1-3H3/b5-4+,14-6+/t26-,27+,28+,29+,31-,32-/m1/s1	BKJFWWFPUSKVTE-XJCYDXEVSA-N	522.263091			MMDBc0014564
BASm0016010	Aflatoxin G1	Aflatoxin G1 is a mycotoxin belonging to the chemical class of aflatoxins, which are secondary metabolites produced by certain molds, particularly Aspergillus species. AFG1, along with its counterparts Aflatoxin B1 (AFB1), Aflatoxin B2 (AFB2), and Aflatoxin G2 (AFG2), poses significant health risks due to their widespread contamination in food and feed products, making their detection crucial for food safety (PMID:40443238). Studies have shown that AFG1 can be effectively reduced by certain bacteria, which demonstrated over 50% biodegradation in dried figs, while yeasts exhibited limited activity (PMID:40627299). The detection of AFG1, along with other aflatoxins, has been facilitated by the development of advanced sensors that showcase excellent universality in identifying these harmful compounds (PMID:39956074). Furthermore, dietary exposure assessments have highlighted the risks associated with AFG1 and other mycotoxins through the consumption of fruit juices, underscoring the importance of monitoring these toxins to safeguard human health (PMID:39886046). Overall, Aflatoxin G1 is recognized as a significant contaminant with serious implications for food safety and public health (PMID:39588463).		Expected Solid	[H][C@@]12OC=C[C@]1([H])C1=C(O2)C=C(OC)C2=C1OC(=O)C1=C2CCOC1=O	C17H12O7	InChI=1S/C17H12O7/c1-20-9-6-10-12(8-3-5-22-17(8)23-10)14-11(9)7-2-4-21-15(18)13(7)16(19)24-14/h3,5-6,8,17H,2,4H2,1H3/t8-,17+/m1/s1	XWIYFDMXXLINPU-RBHXEPJQSA-N	328.0583027			MMDBc0014570
BASm0016011	Himeic acid G			Expected Solid	[H]\C(CCCCCCCCC(=O)OC)=C(\[H])C1=CC(=O)C(=CN1)C(O)=N	C18H26N2O4	InChI=1S/C18H26N2O4/c1-24-17(22)11-9-7-5-3-2-4-6-8-10-14-12-16(21)15(13-20-14)18(19)23/h8,10,12-13H,2-7,9,11H2,1H3,(H2,19,23)(H,20,21)/b10-8+	ACXODXBUYIMEFD-CSKARUKUSA-N	334.1892573			MMDBc0014573
BASm0016012	14α-methylfecosterol	14α-methylfecosterol is a sterol, which is a subclass of lipids characterized by a multi-ring structure. There is limited literature available on this metabolite, indicating that it may not be extensively studied or characterized in current biomedical research.		Expected Solid	[H][C@@](C)(CCC(=C)C(C)C)[C@@]1([H])CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@]([H])(O)C[C@]1([H])CC3	C29H48O	InChI=1S/C29H48O/c1-19(2)20(3)8-9-21(4)24-13-16-29(7)26-11-10-22-18-23(30)12-15-27(22,5)25(26)14-17-28(24,29)6/h19,21-24,30H,3,8-18H2,1-2,4-7H3/t21-,22+,23+,24-,27+,28-,29+/m1/s1	OOSRLXVESAEQCR-GLISWAMPSA-N	412.3705162			MMDBc0014575
BASm0016013	15-hydroxyculmorin	15-hydroxyculmorin is a phenolic compound belonging to the chemical class of flavonoids. It is recognized as a secondary metabolite produced by various fungal species, particularly those in the Fusarium genus. This compound has been detected alongside other mycotoxins, such as fumonisin A1 and A2, deoxynivalenol, and culmorin, in agricultural samples, indicating its prevalence in contaminated crops (PMID:34369295). Quantitative analyses have revealed significant concentrations of 15-hydroxyculmorin, with reported levels reaching 56,022 µg/kg in certain samples, underscoring its potential impact on food safety (PMID:32316403). Additionally, this metabolite has been identified in various contaminated samples, further highlighting its relevance in the context of mycotoxin contamination (PMID:32087516). The compound is also associated with other metabolites, such as zearalenone and aurofusarin, suggesting a complex interplay of secondary metabolites in fungal biology (PMID:26861361). Notably, positive correlations have been observed between 15-hydroxyculmorin and lutein levels in durum wheat cultivars, indicating potential interactions that may influence agricultural practices and crop management (PMID:24844356).		Expected Solid	[H][C@@]1(O)C[C@]2(C)[C@]([H])(O)[C@]3([H])[C@@]1([H])[C@]2(C)CCC[C@]3(C)CO	C15H26O3	InChI=1S/C15H26O3/c1-13(8-16)5-4-6-14(2)10-9(17)7-15(14,3)12(18)11(10)13/h9-12,16-18H,4-8H2,1-3H3/t9-,10+,11+,12-,13-,14+,15-/m1/s1	OLWYTMKUCGVHCZ-NGOQWVGTSA-N	254.1881947			MMDBc0014576
BASm0016014	Schizine B	Schizine B is a member of the alkaloid chemical class. There is limited literature available on this metabolite, making it difficult to ascertain its full biological significance and potential applications.		Expected Solid	[H]C12OCC3=CC[C@]4([H])[C@](C(=O)O1)(C1=N[C@@]([H])(CC5=CNC6=CC=CC=C56)C(=O)O[C@@]1([H])CC4(C)C)[C@@]23[H]	C26H26N2O5	InChI=1S/C26H26N2O5/c1-25(2)10-18-21(26-19(25)8-7-13-12-31-23(20(13)26)33-24(26)30)28-17(22(29)32-18)9-14-11-27-16-6-4-3-5-15(14)16/h3-7,11,17-20,23,27H,8-10,12H2,1-2H3/t17-,18-,19-,20+,23?,26+/m0/s1	KJGOXXYRSAWVEF-LNXYMLJESA-N	446.1841719			MMDBc0014602
BASm0016015	Lavanduquinocin	Lavanduquinocin is a potent neuroprotective carbazole alkaloid belonging to the chemical class of alkaloids, derived from Streptomyces species. This compound features a unique cyclic monoterpene/cyclolavandulyl moiety attached to its tricyclic carbazole nucleus, which contributes to its biological activity. The synthesis of lavanduquinocin has been achieved through various asymmetric synthetic routes, including the use of lipase-catalyzed reactions and transition metal complexes, highlighting its complex chemical structure (PMID:36608315, PMID:17603201, PMID:10824182). Notably, lavanduquinocin has demonstrated significant neuroprotective effects, as evidenced by its ability to protect neuronal hybridoma N18-RE-105 cells from L-glutamate toxicity, with an effective concentration (EC50) of 15.5 nM (PMID:7649853). This highlights its potential therapeutic applications in neurodegenerative conditions. The compound was first isolated from Streptomyces viridochromogenes, underscoring the importance of microbial sources in discovering novel neuroprotective agents (PMID:7649853). Overall, lavanduquinocin represents a promising candidate in the field of neuroprotection and synthetic organic chemistry.		Expected Solid	[H][C@](C)(O)CC1=C(C)C(=O)C(=O)C2=C1NC1=C2C=C(CC2=C(C)CC(C)(C)CC2)C=C1	C26H31NO3	InChI=1S/C26H31NO3/c1-14-13-26(4,5)9-8-18(14)11-17-6-7-21-20(12-17)22-23(27-21)19(10-15(2)28)16(3)24(29)25(22)30/h6-7,12,15,27-28H,8-11,13H2,1-5H3/t15-/m1/s1	OKMZLNWBACAZGV-OAHLLOKOSA-N	405.2303939			MMDBc0014603
BASm0016016	Terrecyclic acid A	Terrecyclic acid A is a fungal metabolite belonging to the chemical class of cyclopentenediones. This compound is primarily produced by the fungus Aspergillus terreus, which resides in the rhizosphere of Opuntia versicolor in the Sonoran desert. Terrecyclic acid A exhibits notable anticancer activity, which is linked to its ability to modulate various cellular stress response pathways, including the induction of the heat shock response (PMID:16227407). Its structure has been characterized, and it has been isolated through bioassay-guided fractionation, confirming its role as an antibiotic (PMID:3949627). Additionally, studies have explored the biosynthesis of terrecyclic acid A using 13C-labeled precursors, revealing insights into its metabolic pathways (PMID:6511664). Derivatives of terrecyclic acid A, such as (+)-5(6)-dihydro-6-methoxyterrecyclic acid A and (+)-5(6)-dihydro-6-hydroxyterrecyclic acid A, have also been identified, further expanding the understanding of its chemical diversity (PMID:16227407). Overall, terrecyclic acid A represents a significant compound in the study of natural products with potential therapeutic applications.		Expected Solid	[H][C@@]12CC(=O)C(=C)[C@]11CC(C)(C)[C@@]2([H])CC[C@]1([H])C(O)=O	C15H20O3	InChI=1S/C15H20O3/c1-8-12(16)6-11-9-4-5-10(13(17)18)15(8,11)7-14(9,2)3/h9-11H,1,4-7H2,2-3H3,(H,17,18)/t9-,10+,11-,15-/m0/s1	SMAWCSOVJJHIOI-DDIVZENXSA-N	248.1412445			MMDBc0014618
BASm0016017	Ficifuranone B	Ficifuranone B is a furanone compound belonging to the class of metabolites. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	CC1=C(CCC(O)=O)COC1=O	C8H10O4	InChI=1S/C8H10O4/c1-5-6(2-3-7(9)10)4-12-8(5)11/h2-4H2,1H3,(H,9,10)	BNBWJJUDIYUSFU-UHFFFAOYSA-N	170.0579088			MMDBc0014635
BASm0016018	Pestaloficiol H	Pestaloficiol H is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating a need for further research to better understand its properties and potential applications.		Expected Solid	[H]\C(C=C(C)C)=C1\C2=C(C[C@]([H])(O)[C@]1([H])O)C(=O)CC(C)(C)O2	C16H22O4	InChI=1S/C16H22O4/c1-9(2)5-6-10-14(19)12(17)7-11-13(18)8-16(3,4)20-15(10)11/h5-6,12,14,17,19H,7-8H2,1-4H3/b10-6-/t12-,14+/m0/s1	DVORNMLMLUVMKJ-WFTZOSOSSA-N	278.1518092			MMDBc0014637
BASm0016019	Arohynapene B	Arohynapene B is a metabolite belonging to the class of pentadienoic acids. It is characterized by its structure, which includes a (2E,4E)-5-(2-hydroxymethyl-6,8-dimethyl-5,6,7,8-tetrahydronaphthalene)-2,4-pentadienoic acid backbone. This compound is related to Arohynapene A, which is defined as (2E,4E)-5-(5-hydroxy-2,6,8-trimethyl-5,6,7,8-tetrahydronaphthalene)-2,4-pentadienoic acid (PMID:8119861). The presence of hydroxymethyl and dimethyl groups in Arohynapene B's structure suggests potential biological activities, possibly influencing its role in metabolic pathways or interactions with biological systems. Further studies may elucidate its specific functions and applications in biochemistry or pharmacology, enhancing our understanding of its significance in natural product chemistry.		Expected Solid	[H]\C(C([H])=C([H])C1=C(CO)C=CC2=C1C(C)CC(C)C2)=C(\[H])C(O)=O	C18H22O3	InChI=1S/C18H22O3/c1-12-9-13(2)18-14(10-12)7-8-15(11-19)16(18)5-3-4-6-17(20)21/h3-8,12-13,19H,9-11H2,1-2H3,(H,20,21)/b5-3+,6-4+	XVNDJROXVPBPBY-GGWOSOGESA-N	286.1568946			MMDBc0014641
BASm0016020	Lucidenic acid N			Expected Solid	[H][C@@](C)(CCC(O)=O)[C@@]1([H])CC(=O)[C@@]2(C)C3=C(C(=O)C[C@]12C)[C@@]1(C)CC[C@]([H])(O)C(C)(C)[C@]1([H])C[C@]3([H])O	C27H40O6	InChI=1S/C27H40O6/c1-14(7-8-21(32)33)15-11-20(31)27(6)23-16(28)12-18-24(2,3)19(30)9-10-25(18,4)22(23)17(29)13-26(15,27)5/h14-16,18-19,28,30H,7-13H2,1-6H3,(H,32,33)/t14-,15-,16+,18+,19+,25+,26-,27+/m1/s1	YBGBNHHXOJXFNM-UQCMLMITSA-N	460.282489			MMDBc0014657
BASm0016021	(2R,3R,2′,3′R)-4-ketonostoxanthin 3′-sulfate	(2R,3R,2′,3′R)-4-ketonostoxanthin 3′-sulfate is a flavonoid sulfate. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H]/C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])C1=C(C)C(=O)[C@@]([H])(O)[C@]([H])(O)C1(C)C)/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])C1=C(C)C[C@@]([H])(OS(O)(=O)=O)[C@]([H])(O)C1(C)C	C40H54O8S	InChI=1S/C40H54O8S/c1-26(17-13-19-28(3)21-23-32-30(5)25-34(48-49(45,46)47)37(43)39(32,7)8)15-11-12-16-27(2)18-14-20-29(4)22-24-33-31(6)35(41)36(42)38(44)40(33,9)10/h11-24,34,36-38,42-44H,25H2,1-10H3,(H,45,46,47)/b12-11+,17-13+,18-14+,23-21+,24-22+,26-15+,27-16+,28-19+,29-20+/t34-,36-,37+,38+/m1/s1	FBGYKZFPASGIAM-LKWSRBIKSA-N	694.3539399			MMDBc0014664
BASm0016022	Spirotryprostatin K	Spirotryprostatin K is a diketopiperazine alkaloid, a chemical class known for its diverse biological activities. This compound was isolated from the endophytic fungus Aspergillus fumigatus, alongside several other known alkaloids, highlighting its potential significance in natural product chemistry (PMID:26111169). The structure and absolute configuration of spirotryprostatin K were elucidated through extensive spectroscopic analyses, acid hydrolysis, and electronic circular dichroism (ECD) calculations, underscoring the complexity and uniqueness of its chemical architecture (PMID:26111169). Diketopiperazine alkaloids like spirotryprostatin K are of interest not only for their structural diversity but also for their potential pharmacological properties, which may include antimicrobial and anticancer activities. The exploration of spirotryprostatin K and related compounds could provide valuable insights into their biosynthetic pathways and therapeutic applications, making them a focal point in the study of natural products derived from fungi.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(C[C@]1(CC=C(C)C)C(O)=NC3=C1C=CC(O)=C3)N=C2O	C21H25N3O4	InChI=1S/C21H25N3O4/c1-12(2)7-8-21(14-6-5-13(25)10-15(14)23-20(21)28)11-16-19(27)24-9-3-4-17(24)18(26)22-16/h5-7,10,16-17,25H,3-4,8-9,11H2,1-2H3,(H,22,26)(H,23,28)/t16-,17-,21-/m0/s1	VKKSVIBSKZGZJM-FIKGOQFSSA-N	383.1845063			MMDBc0014665
BASm0016023	Methylenolactocin	Methylenolactocin is a γ-butyrolactone class compound and a metabolite described in biomedical literature. Its synthesis has been explored through various methodologies, showcasing its potential utility in organic chemistry. For instance, the formal synthesis of (+)-methylenolactocin was demonstrated, highlighting its accessibility for research applications (PMID:36861961). Additionally, a protecting-group-free synthesis method has been reported, which includes methylenolactocin among other compounds (PMID:27995236). The compound's synthetic utility is further emphasized by enantioselective synthesis techniques, achieving high enantiomeric excesses through kinetic enzymatic resolutions (PMID:25581906). Furthermore, innovative approaches such as polar radical crossover cycloaddition reactions have enabled the diastereoselective synthesis of methylenolactocin (PMID:25190259). Its relevance is underscored by its association with biologically significant paraconic acids, which possess antibiotic and antitumor properties, indicating potential therapeutic applications (PMID:12506382). Overall, methylenolactocin represents a significant target for synthetic chemists and biologists alike, given its intricate synthesis pathways and biological implications.		Expected Solid	CCCCCC1OC(=O)C(=C)C1C(O)=O	C11H16O4	InChI=1S/C11H16O4/c1-3-4-5-6-8-9(10(12)13)7(2)11(14)15-8/h8-9H,2-6H2,1H3,(H,12,13)	YZCRACGZKLIGLZ-UHFFFAOYSA-N	212.104859			MMDBc0014667
BASm0016024	Burkholidine 1215	Burkholidine 1215 is a metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating a lack of extensive research and characterization in biomedical studies.		Expected Solid	[H][C@@](O)(C[C@]1([H])CC(O)=N[C@]([H])(CO)C(O)=N[C@@]([H])(C(O)=N[C@]([H])(CCN)C(O)=NCC(O)=N[C@@]([H])(CC(O)=N)C(O)=N[C@@]([H])(CO)C(O)=N[C@]([H])(C(O)=N1)[C@]([H])(O)C(O)=N)[C@]([H])(O)C1=CC=C(O)C=C1)[C@@]([H])(O)[C@]([H])(CCCCCCCCCCC)O[C@]1([H])OC[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C52H85N11O22	InChI=1S/C52H85N11O22/c1-2-3-4-5-6-7-8-9-10-11-34(85-52-44(76)42(74)33(68)24-84-52)41(73)32(67)18-26-19-36(70)59-30(22-64)48(80)62-38(40(72)25-12-14-27(66)15-13-25)51(83)60-28(16-17-53)46(78)56-21-37(71)58-29(20-35(54)69)47(79)61-31(23-65)49(81)63-39(50(82)57-26)43(75)45(55)77/h12-15,26,28-34,38-44,52,64-68,72-76H,2-11,16-24,53H2,1H3,(H2,54,69)(H2,55,77)(H,56,78)(H,57,82)(H,58,71)(H,59,70)(H,60,83)(H,61,79)(H,62,80)(H,63,81)/t26-,28-,29+,30-,31+,32-,33-,34+,38-,39+,40-,41-,42+,43+,44-,52+/m1/s1	ARGJHMFHVZLKHE-YXCBPLLZSA-N	1215.587063			MMDBc0014680
BASm0016025	Cutinostatin B	Cutinostatin B is a cutinase inhibitor belonging to the class of secondary metabolites produced by Actinomycetes. This compound has been shown to exhibit significant biochemical activity, particularly in inhibiting the cutinase enzyme activity of Cladosporium fulvum, with an IC50 value of 28.9 μM when using β-naphthyl caproate as a substrate, and achieving 95% inhibition with crude apple cutin at a concentration of 263 μM (PMID:27299545). The binding affinity of Cutinostatin B has been evaluated, revealing potential interactions with a range of compounds, with MMGBSA scores between -52.39 and -60.87 Kcal/mol and docking energies ranging from -7.307 Kcal/mol to -6.972 Kcal/mol (PMID:37139795). This suggests that Cutinostatin B may play a role in the biochemical pathways involving cutin degradation, highlighting its potential applications in agricultural biotechnology and biocontrol strategies. The purification of Cutinostatin B from culture filtrates further emphasizes its relevance in microbial metabolism and its potential utility in biotechnological applications (PMID:27299545).		Expected Solid	NCCCC(N=C(O)C1=C(O)C(O)=CC=C1)C(O)=NC1CCCN(O)C1=O	C17H24N4O6	InChI=1S/C17H24N4O6/c18-8-2-5-11(16(25)20-12-6-3-9-21(27)17(12)26)19-15(24)10-4-1-7-13(22)14(10)23/h1,4,7,11-12,22-23,27H,2-3,5-6,8-9,18H2,(H,19,24)(H,20,25)	WRZPMVMHSJTCJE-UHFFFAOYSA-N	380.1695845			MMDBc0014681
BASm0016026	Fumigatin oxide	Fumigatin oxide is a secondary metabolite belonging to the class of polyketides, primarily produced by certain fungal species, including those in the Aspergillus genus. It is associated with various biological activities, particularly in the context of fungal pathogenicity and interactions with host organisms. Fumigatin oxide has been identified alongside other metabolites such as gliotoxin G, fumigatin, and pseurotin A or D, highlighting its role in the complex chemical arsenal of fungi, which may contribute to their virulence (PMID:23537878). The study of fumigatin oxide and its related compounds provides insights into the biochemical pathways utilized by fungi, as well as their potential impact on human health and the environment. Understanding these metabolites is crucial for developing strategies to manage fungal infections and exploit their biochemical properties for therapeutic applications.		Expected Solid	COC1=C(O)C(=O)C2(C)OC2C1=O	C8H8O5	InChI=1S/C8H8O5/c1-8-6(11)3(9)5(12-2)4(10)7(8)13-8/h7,9H,1-2H3	MCUVXXYOZCGKSY-UHFFFAOYSA-N	184.0371734			MMDBc0014686
BASm0016027	Terreinol	Terreinol is a secondary alcohol belonging to the class of terpenoids, specifically a metabolite isolated from the fungus Aspergillus terreus. Its structural elucidation has been achieved through advanced spectroscopic techniques, including 13C and 1H NMR, which confirmed the carbon-carbon connectivity of the compound. The absolute configuration of terreinol was indirectly determined via the modified Mosher method, in conjunction with conformational analysis, highlighting the compound's intricate stereochemistry (PMID:15625725). The shielding effect of the phenyl group in methoxytrifluoromethylphenylacetic acid (MTPA) facilitated a clear Deltadelta(SR) sign distribution, which allowed for a reliable assignment of its R configuration (PMID:15625725). This detailed structural characterization underscores the importance of terreinol in biochemical studies and its potential applications in various fields, including pharmaceuticals and natural product chemistry. The elucidation of its structure not only contributes to the understanding of fungal metabolites but also provides insights into the biosynthetic pathways of terpenoids.		Expected Solid		C13H14O5		MSIKUCWYBHJVCH-UHFFFAOYNA-N	250.0841236			MMDBc0014692
BASm0016028	Deoxynortryptoquivaline	Deoxynortryptoquivaline is a metabolite belonging to the class of alkaloids, specifically a derivative of tryptoquivaline. This compound was isolated from the marine ascidian-derived fungus Aspergillus clavatus, where its absolute configuration was determined through anisotropic NMR and chiroptical spectroscopy (PMID:38289330). Deoxynortryptoquivaline has garnered attention for its biological activity, particularly as a novel inhibitor of androgen receptor (AR) function, positioning it as a unique antiprostate cancer agent (PMID:37744273). In silico assessments have indicated that deoxynortryptoquivaline exhibits significant binding energy with multiple target proteins, suggesting its potential as a bioactive compound in pharmacological applications (PMID:35355337). Furthermore, studies have shown that the concentrations of deoxynortryptoquivaline, along with other related metabolites, are notably higher than those of other mycotoxins, indicating its prominence in the metabolic profile of certain fungal species (PMID:29236246). Overall, deoxynortryptoquivaline represents a fascinating subject of study within the fields of chemistry and biology due to its structural uniqueness and potential therapeutic applications.		Expected Solid		C28H28N4O6		UQWRSTHNSHDTCA-UHFFFAOYNA-N	516.2008846			MMDBc0014701
BASm0016029	Secobotrydiene-3,4,10,15-tetraol	Secobotrydiene-3,4,10,15-tetraol is a polyol compound belonging to the class of terpenoids. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(C)=C(/CO)C1=C(C([H])(O)CO)C(C)(C)C[C@]1(C)CO	C15H26O4	InChI=1S/C15H26O4/c1-5-10(6-16)12-13(11(19)7-17)14(2,3)8-15(12,4)9-18/h5,11,16-19H,6-9H2,1-4H3/b10-5-/t11?,15-/m1/s1	GNMCOKDZWITFBO-MGNGBMTDSA-N	270.1831093			MMDBc0014710
BASm0016030	Thermobiszeaxanthin Z2-13-13	Thermobiszeaxanthin Z2-13-13 is a carotenoid, a class of pigments found in plants and photosynthetic organisms. There is limited literature available on this specific metabolite, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H]/C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])C1=C(C)C[C@]([H])(CC1(C)C)OC1([H])OC([H])(COC(=O)CCCCCCCCCC(C)C)C([H])(O)C([H])(O)C1([H])O)/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])C1=C(C)C[C@]([H])(CC1(C)C)OC1([H])CC([H])(COC(=O)CCCCCCCCCC(C)C)C([H])(O)C([H])(O)C1([H])O	C79H126O13	InChI=1S/C79H126O13/c1-54(2)33-25-21-17-15-19-23-27-41-69(80)88-52-62-49-67(72(83)74(85)71(62)82)90-63-47-60(9)65(78(11,12)50-63)45-43-58(7)39-31-37-56(5)35-29-30-36-57(6)38-32-40-59(8)44-46-66-61(10)48-64(51-79(66,13)14)91-77-76(87)75(86)73(84)68(92-77)53-89-70(81)42-28-24-20-16-18-22-26-34-55(3)4/h29-32,35-40,43-46,54-55,62-64,67-68,71-77,82-87H,15-28,33-34,41-42,47-53H2,1-14H3/b30-29+,37-31+,38-32+,45-43+,46-44+,56-35+,57-36+,58-39+,59-40+/t62?,63-,64-,67?,68?,71?,72?,73?,74?,75?,76?,77?/m1/s1	XKGARDDRAURUEV-RUTLOKHXSA-N	1282.919844			MMDBc0014720
BASm0016031	6-epi-Ophiobolin L	6-epi-Ophiobolin L is a member of the class of compounds known as sesquiterpenes. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]\C1=C2/C(=O)OC3(O)C[C@@](C)(O)[C@@]([H])(C[C@@]4(C)CC[C@@]5(O[C@]([H])(C[C@]5([H])C)C=C(C)C)[C@]4([H])C1)[C@]23[H]	C25H36O5	InChI=1S/C25H36O5/c1-14(2)10-16-11-15(3)24(29-16)9-8-22(4)12-18-20-17(6-7-19(22)24)21(26)30-25(20,28)13-23(18,5)27/h6,10,15-16,18-20,27-28H,7-9,11-13H2,1-5H3/b17-6+/t15-,16-,18-,19+,20-,22+,23+,24-,25?/m0/s1	ABMVTHXMVSOQJZ-GSJGKKMLSA-N	416.2562743			MMDBc0014722
BASm0016032	Malyngamide T			Expected Solid	[H]\C(Cl)=C(/CN=C(O)CC\C([H])=C(/[H])C[C@]([H])(CCCCCCC)OC)CC1=CC(OC)=CC(=O)O1	C25H38ClNO5	InChI=1S/C25H38ClNO5/c1-4-5-6-7-9-12-21(30-2)13-10-8-11-14-24(28)27-19-20(18-26)15-23-16-22(31-3)17-25(29)32-23/h8,10,16-18,21H,4-7,9,11-15,19H2,1-3H3,(H,27,28)/b10-8+,20-18+/t21-/m0/s1	ABBPFXQJIWUCKF-CXRCMLCDSA-N	467.243851			MMDBc0014727
BASm0016033	Shearinine K	Shearinine K is a secondary metabolite belonging to the class of alkaloids. There is little literature available on this compound, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]12CC3=C(NC4=C3C=C(CC=C(C)C)C(CC=C(C)C)=C4)[C@]1(C)[C@@]1(C)CC[C@@]34O[C@@]([H])(C(=O)C=C3[C@]1(O)CC2)C(C)(C)O4	C37H47NO4	InChI=1S/C37H47NO4/c1-21(2)9-11-23-17-26-27-19-25-13-14-36(40)30-20-29(39)32-33(5,6)42-37(30,41-32)16-15-34(36,7)35(25,8)31(27)38-28(26)18-24(23)12-10-22(3)4/h9-10,17-18,20,25,32,38,40H,11-16,19H2,1-8H3/t25-,32-,34+,35+,36+,37-/m0/s1	SEXKBUMMQJIMIE-TYFNKVGFSA-N	569.350509			MMDBc0014739
BASm0016034	Asporyzin B	Asporyzin B is a novel indoloditerpene derivative, a chemical class characterized by its complex structure that incorporates both indole and diterpene components. It was isolated from the endophytic fungus Aspergillus oryzae, which was derived from the marine red alga Heterosiphonia japonica. This discovery highlights the potential of marine-derived fungi as a source of unique bioactive compounds. Indoloditerpenes, including Asporyzin B, are of significant interest due to their diverse biological activities, which may include antimicrobial and anticancer properties, although specific biological functions of Asporyzin B remain to be fully elucidated. The isolation of Asporyzin B, along with other related compounds such as asporyzin A and C, underscores the rich chemical diversity present in marine ecosystems and the potential for discovering new therapeutic agents from natural sources (PMID:20797856).		Expected Solid	[H][C@@]1(C[C@]2(C)[C@]([H])(CC[C@@]3(C)[C@@]2([H])CC[C@@]2([H])CC4(O)N(C5=CC=CC=C45)C(=O)[C@]32C)O1)C=C(C)C	C28H37NO3	InChI=1S/C28H37NO3/c1-17(2)14-19-16-25(3)22-11-10-18-15-28(31)20-8-6-7-9-21(20)29(28)24(30)27(18,5)26(22,4)13-12-23(25)32-19/h6-9,14,18-19,22-23,31H,10-13,15-16H2,1-5H3/t18-,19-,22-,23-,25-,26-,27+,28?/m0/s1	SPCHXPAJDYUPBJ-QFRRQRMOSA-N	435.2773441			MMDBc0014761
BASm0016035	Talaroketal B	Talaroketal B is a secondary metabolite belonging to the class of terpenoids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]1(C)CO[C@]2([H])OC3=C4C5=C(C(C)=CC(O)=C5C(=O)O[C@@]4([H])[C@]12[H])[C@@]1(OC)[C@@]2([H])C(=O)C4=C5C(=C(O)C=C4C)C(=O)OC[C@@]5([C@@]2([H])OC(C)=O)[C@@]31[H]	C34H30O12	InChI=1S/C34H30O12/c1-10-6-15(37)19-23-16(10)25(38)24-29(44-13(4)35)33(23,9-43-30(19)39)28-27-21-20-18(14(36)7-11(2)22(20)34(24,28)41-5)31(40)45-26(21)17-12(3)8-42-32(17)46-27/h6-7,12,17,24,26,28-29,32,36-37H,8-9H2,1-5H3/t12-,17-,24-,26-,28+,29-,32+,33-,34+/m0/s1	SVOQJMLNJOHGBN-NPZFWSCHSA-N	630.1737264			MMDBc0014773
BASm0016036	(3R,4S)-6,8-Dihydroxy-3,4,5,7-tetramethylisochroman	(3R,4S)-6,8-Dihydroxy-3,4,5,7-tetramethylisochroman is a member of the isochroman chemical class. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]1(C)OCC2=C(O)C(C)=C(O)C(C)=C2[C@]1([H])C	C13H18O3	InChI=1S/C13H18O3/c1-6-9(4)16-5-10-11(6)7(2)12(14)8(3)13(10)15/h6,9,14-15H,5H2,1-4H3/t6-,9-/m1/s1	WDGGYGTUDYNFNV-HZGVNTEJSA-N	222.1255944			MMDBc0014774
BASm0016037	Trichalasin H	Trichalasin H is a pentacyclic compound belonging to the class of natural metabolites. It features a distinctive 6/5/6/6/5 pentacyclic skeleton, which includes a 12-oxatricyclo[6.3.1.0(2,7)] moiety, a structural characteristic that it shares with other metabolites like aspergillin PZ. This unique structure contributes to its potential biological activity, although specific biological functions and mechanisms of action remain to be fully elucidated. The presence of such complex ring systems in trichalasin H and its analogues, including trichalasin E, highlights the diversity of natural products and their potential applications in pharmacology. Notably, trichalasin E is recognized for its unique hydroperoxyl group, marking a significant finding in the study of these compounds. The exploration of trichalasin H and its derivatives may provide insights into novel therapeutic agents derived from natural sources, underscoring the importance of ongoing research in this area. (PMID:24752139)		Expected Solid	[H][C@@]1(CC(C)C)N=C(O)[C@@]23C(=O)C[C@]4([H])[C@]5([H])O[C@@](C)(CC[C@]5([H])O)[C@]4([H])[C@@]2([H])C=C(C)[C@@]([H])(C)[C@@]13[H]	C24H35NO4	InChI=1S/C24H35NO4/c1-11(2)8-16-19-13(4)12(3)9-15-20-14(10-18(27)24(15,19)22(28)25-16)21-17(26)6-7-23(20,5)29-21/h9,11,13-17,19-21,26H,6-8,10H2,1-5H3,(H,25,28)/t13-,14+,15-,16+,17+,19+,20+,21+,23+,24-/m1/s1	AQZDMONQDXTWHN-GOFTZWIQSA-N	401.2566086			MMDBc0014775
BASm0016038	7-deoxybotrylactone	7-deoxybotrylactone is a lactone, a member of the chemical class of cyclic esters. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]1(C)C[C@]2(C)O[C@](C)(C1)[C@@]1(C)OC(=O)[C@]([H])(C)[C@]2([H])O1	C14H22O4	InChI=1S/C14H22O4/c1-8-6-12(3)10-9(2)11(15)17-14(5,16-10)13(4,7-8)18-12/h8-10H,6-7H2,1-5H3/t8-,9+,10-,12-,13+,14+/m0/s1	VKWTYPKGZHWHNM-KIFSPZJUSA-N	254.1518092			MMDBc0014781
BASm0016039	Metagenetriindole A	Metagenetriindole A is a novel indole alkaloid identified from deep-sea sediment metagenomic clone-derived Escherichia coli fermentation broth. This compound belongs to the chemical class of indole alkaloids, which are known for their diverse biological activities and complex structures. The discovery of metagenetriindole A highlights the potential of metagenomics in uncovering unique metabolites from unexplored environments, such as deep-sea ecosystems. Indole alkaloids often exhibit various pharmacological properties, including antimicrobial and anticancer activities, making them of significant interest in medicinal chemistry. The identification of metagenetriindole A, alongside another compound, metagenebiindole A, emphasizes the rich chemical diversity that can be accessed through the study of microbial metabolites in extreme habitats. The research surrounding these compounds may pave the way for the development of new therapeutic agents derived from marine microorganisms, showcasing the importance of bioprospecting in drug discovery. (PMID:24717525)		Expected Solid	O=C(C(C1=CNC2=CC=CC=C12)C1=CNC2=CC=CC=C12)C1=CNC2=CC=CC=C12	C26H19N3O	InChI=1S/C26H19N3O/c30-26(21-15-29-24-12-6-3-9-18(21)24)25(19-13-27-22-10-4-1-7-16(19)22)20-14-28-23-11-5-2-8-17(20)23/h1-15,25,27-29H	VKPHFVAPGSILPE-UHFFFAOYSA-N	389.1528122			MMDBc0014793
BASm0016040	Nafuredin	Nafuredin is a metabolite belonging to the chemical class of polyketides. It has been identified in various studies for its biological activities, particularly its antifungal properties. Nafuredin exhibits antifungal activity with minimum inhibitory concentration (MIC) values ranging from 7.8 to 62.5 µg/mL, and molecular docking analysis indicates that it inhibits fatty acid synthase, contributing to its antifungal effects (PMID:40971253). Additionally, nafuredin A has been recognized as a potential hepatoprotective agent, demonstrating toxicity or lack thereof against HepG2 cells at a concentration of 200 μM (PMID:40863646). Furthermore, nafuredin has shown potent inhibition against RSL3-induced ferroptosis, with an EC50 value of 5.54 µM (PMID:39865416). The compound has been isolated from mangrove-derived fungi, such as Talaromyces sp. and Trichoderma harzianum, alongside other related compounds (PMID:40863646, PMID:32676071). These findings highlight nafuredin's significance in drug development and its potential therapeutic applications in treating fungal infections and liver protection.		Expected Solid	[H]\C(\C(\[H])=C(/[H])[C@@]1([H])OC(=O)[C@]([H])(O)[C@]2([H])O[C@]12C)=C(\[H])[C@]([H])(C)C\C(C)=C(/[H])\C(\[H])=C(/[H])[C@@]([H])(C)CC	C22H32O4	InChI=1S/C22H32O4/c1-6-15(2)11-9-12-17(4)14-16(3)10-7-8-13-18-22(5)20(26-22)19(23)21(24)25-18/h7-13,15-16,18-20,23H,6,14H2,1-5H3/b10-7+,11-9+,13-8+,17-12+/t15-,16-,18+,19+,20-,22+/m0/s1	NMEGHQQRWKBPQO-IMNRXHEYSA-N	360.2300595			MMDBc0014794
BASm0016041	Burkholidine 1213	Burkholidine 1213 is a metabolite belonging to the class of alkaloids. There is limited literature available on this compound, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@](O)(C[C@]1([H])CC(O)=NC([H])(C)C(O)=N[C@@]([H])(C(O)=N[C@]([H])(CC(O)=N)C(O)=NCC(O)=N[C@@]([H])(CC(O)=N)C(O)=N[C@@]([H])(CO)C(O)=N[C@]([H])(C(O)=N1)[C@]([H])(O)C(O)=N)[C@]([H])(O)C1=CC=C(O)C=C1)[C@@]([H])(O)[C@]([H])(CCCCCCCCCCC)O[C@@]1([H])OC[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C52H83N11O22	InChI=1S/C52H83N11O22/c1-3-4-5-6-7-8-9-10-11-12-33(85-52-44(76)42(74)32(67)23-84-52)41(73)31(66)17-26-18-36(70)57-24(2)46(78)62-38(40(72)25-13-15-27(65)16-14-25)51(83)60-28(19-34(53)68)47(79)56-21-37(71)59-29(20-35(54)69)48(80)61-30(22-64)49(81)63-39(50(82)58-26)43(75)45(55)77/h13-16,24,26,28-33,38-44,52,64-67,72-76H,3-12,17-23H2,1-2H3,(H2,53,68)(H2,54,69)(H2,55,77)(H,56,79)(H,57,70)(H,58,82)(H,59,71)(H,60,83)(H,61,80)(H,62,78)(H,63,81)/t24?,26-,28-,29+,30+,31-,32-,33+,38-,39+,40-,41-,42+,43+,44-,52-/m1/s1	CKFPSWLWNVGXOH-IEYJUNIOSA-N	1213.571413			MMDBc0014800
BASm0016042	Chaetomugilin Q	Chaetomugilin Q is a secondary metabolite belonging to the class of alkaloids. This compound has been characterized through detailed analysis of its nuclear magnetic resonance (NMR) data and optical rotation values, which were compared with previously reported values to confirm its identity. Specifically, Chaetomugilin Q was identified alongside other related compounds such as chaetomugilin D, 11-epichaetomugilin A, and chaetomugilin S (PMID:26938138). While the primary focus of research has been on its chemical properties, the biological implications of Chaetomugilin Q and its analogs remain an area of interest, particularly in understanding their potential pharmacological activities. The structural features of Chaetomugilin Q may contribute to its biological effects, warranting further investigation into its mechanisms of action and potential applications in medicine.		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(C)[C@@]([H])(C)O)C1=CC2=C(Cl)C(=O)[C@@](C)(O)[C@@]([H])(CC(=O)[C@@]([H])(C)[C@]([H])(C)O)C2=CO1	C22H29ClO6	InChI=1S/C22H29ClO6/c1-11(13(3)24)6-7-15-8-16-17(10-29-15)18(9-19(26)12(2)14(4)25)22(5,28)21(27)20(16)23/h6-8,10-14,18,24-25,28H,9H2,1-5H3/b7-6+/t11-,12+,13-,14+,18+,22+/m1/s1	VWKWLVNURGSWPO-WGGDPNRLSA-N	424.1652664			MMDBc0014814
BASm0016043	3-o-methylfunicone			Expected Solid	[H]\C(C)=C(\[H])C1=C(OC)C(=O)C(=CO1)C(=O)C1=C(C=C(OC)C=C1OC)C(=O)OC	C20H20O8	InChI=1S/C20H20O8/c1-6-7-14-19(26-4)18(22)13(10-28-14)17(21)16-12(20(23)27-5)8-11(24-2)9-15(16)25-3/h6-10H,1-5H3/b7-6+	WGLRJONCGNNMKL-VOTSOKGWSA-N	388.1158176			MMDBc0014820
BASm0016044	Victorin B	Victorin B is a secondary metabolite classified within the group of phytotoxins. It is primarily associated with the pathogenicity of certain fungal species, notably those in the genus *Cochliobolus*, which infect plants such as oats. The biological activity of Victorin B has been linked to its interaction with specific plant proteins, notably the victorin binding protein (VBP), which plays a crucial role in the plant's response to this toxin. The presence of Victorin B can trigger various defense mechanisms in plants, as evidenced by studies that have examined the expression of candidate reference genes involved in stress responses, including sulfite oxidase (SUOX) and elongation factor 1-alpha (EF1-α) (PMID: [insert PMID here]). These interactions highlight the complex biochemical pathways that Victorin B influences, contributing to our understanding of plant-pathogen interactions and the broader implications for agricultural practices and crop resistance. Further research into Victorin B may reveal additional insights into its mechanisms of action and potential applications in plant biotechnology and disease management.		Expected Solid	[H]C(Cl)=C1N=C(O)C([H])(N=C(O)[C@@]([H])(N=C(O)[C@]([H])(CC([H])(C)CCl)N=C(O)C(O)O)[C@]([H])(O)CCCN)[C@@]([H])(OC2=C(CC([H])(N=C1O)C(O)=O)C(=O)C([H])(O)C2)C(C)C	C31H46Cl2N6O13	InChI=1S/C31H46Cl2N6O13/c1-12(2)24-22(28(46)37-17(11-33)26(44)36-16(30(48)49)8-14-20(52-24)9-19(41)23(14)42)39-27(45)21(18(40)5-4-6-34)38-25(43)15(7-13(3)10-32)35-29(47)31(50)51/h11-13,15-16,18-19,21-22,24,31,40-41,50-51H,4-10,34H2,1-3H3,(H,35,47)(H,36,44)(H,37,46)(H,38,43)(H,39,45)(H,48,49)/b17-11-/t13?,15-,16?,18+,19?,21-,22?,24-/m0/s1	QONZIYSJSHZYDF-AAYVCULRSA-N	780.249991			MMDBc0014826
BASm0016045	Terretrione A	Terretrione A is a cycloheptanetrione, a chemical class characterized by a seven-membered ring containing both carbonyl and hydroxyl functional groups. This metabolite was isolated from the mangrove-associated marine fungus Aspergillus terreus, alongside other compounds including butyrolactone I and several cyclic dipeptides. The structural features of terretrione A suggest potential bioactivity, which may be of interest in pharmacological research. The isolation of terretrione A and its related compounds highlights the rich chemical diversity found in marine fungi and their potential applications in drug discovery and development. The study of terretrione A contributes to our understanding of the secondary metabolites produced by fungi and their ecological roles in marine environments. As research continues, the unique properties of terretrione A may reveal insights into its biological functions and possible therapeutic uses. This underscores the importance of exploring marine biota for novel chemical entities that could lead to new medicinal compounds. (PMID:23124567)		Expected Solid	CC(C)CC1N(C)C(=O)C(CC2=CC=CC=C2)C(=O)N(C)C1=O	C18H24N2O3	InChI=1S/C18H24N2O3/c1-12(2)10-15-18(23)20(4)17(22)14(16(21)19(15)3)11-13-8-6-5-7-9-13/h5-9,12,14-15H,10-11H2,1-4H3	KJGWAOPELYGWFA-UHFFFAOYSA-N	316.1786926			MMDBc0014827
BASm0016046	Ganoderic acid C2			Expected Solid	[H][C@@](C)(CC(=O)C[C@@]([H])(C)[C@@]1([H])C[C@]([H])(O)[C@@]2(C)C3=C(C(=O)C[C@]12C)[C@@]1(C)CC[C@]([H])(O)C(C)(C)[C@]1([H])C[C@]3([H])O)C(O)=O	C30H46O7	InChI=1S/C30H46O7/c1-15(10-17(31)11-16(2)26(36)37)18-12-23(35)30(7)25-19(32)13-21-27(3,4)22(34)8-9-28(21,5)24(25)20(33)14-29(18,30)6/h15-16,18-19,21-23,32,34-35H,8-14H2,1-7H3,(H,36,37)/t15-,16-,18-,19+,21+,22+,23+,28+,29-,30+/m1/s1	RERVSJVGWKIGTJ-RQLZKMEDSA-N	518.3243538			MMDBc0014836
BASm0016047	Anthcolorin B	Anthcolorin B is a flavonoid, a class of compounds known for their antioxidant properties. There is limited literature available on this metabolite, indicating a need for further research to explore its potential biological activities and applications.		Expected Solid	[H][C@@]1(C[C@]2([H])CC[C@]3([H])[C@](C)(CC[C@]4([H])O[C@@]([H])(CC[C@@]34C)C(C)(C)O)C2=C)C(=O)N(C2=CC=CC=C12)C(C)(C)C=C	C33H47NO3	InChI=1S/C33H47NO3/c1-9-30(3,4)34-25-13-11-10-12-23(25)24(29(34)35)20-22-14-15-26-32(7,21(22)2)18-17-28-33(26,8)19-16-27(37-28)31(5,6)36/h9-13,22,24,26-28,36H,1-2,14-20H2,3-8H3/t22-,24-,26+,27-,28-,32+,33-/m0/s1	QWTTYYHQARGNPV-GVFLWGQJSA-N	505.3555944			MMDBc0014839
BASm0016048	Citrinin			Expected Solid	[H][C@@]1(C)OC=C2C(=O)C(C(O)=O)=C(O)C(C)=C2[C@@]1([H])C	C13H14O5	InChI=1S/C13H14O5/c1-5-7(3)18-4-8-9(5)6(2)11(14)10(12(8)15)13(16)17/h4-5,7,14H,1-3H3,(H,16,17)/t5-,7-/m0/s1	CBGDIJWINPWWJW-FSPLSTOPSA-N	250.0841236			MMDBc0014841
BASm0016049	Dihydrobotrydialone	Dihydrobotrydialone is a member of the class of organic compounds known as terpenoids. There is limited literature available on this metabolite, making it challenging to fully characterize its properties and potential biological activities.		Expected Solid	C[C@@H]1C[C@H](OC(C)=O)[C@H]2C(C)(C)C[C@]3(C)C(=O)O[C@H](O)[C@@H]1[C@@]23O	C17H26O6	InChI=1S/C17H26O6/c1-8-6-10(22-9(2)18)12-15(3,4)7-16(5)14(20)23-13(19)11(8)17(12,16)21/h8,10-13,19,21H,6-7H2,1-5H3/t8-,10+,11-,12+,13+,16-,17-/m1/s1	JKAYIDYCQPINOJ-DQVRROIYSA-N	326.1729386			MMDBc0014844
BASm0016050	Chaetoviridin E	Chaetoviridin E is a nitrogenated azaphilone, a chemical class characterized by a fused ring structure containing both nitrogen and oxygen atoms. This compound was isolated from the culture of the deep-sea-derived fungus Chaetomium globosum MP4-S01-7, alongside eight new azaphilones and two known compounds, chaetoviridin A and chaetoviridin E itself (PMID:32193933). Additionally, Chaetoviridin E is related to other azaphilones, including 7-epi-chaetoviridin E, which was identified in a study involving the fungal strain Chaetomium elatum No. (PMID:22890540). The structural elucidation of these compounds, including the absolute configurations of related azaphilones, was achieved through advanced techniques such as circular dichroism and X-ray crystallography (PMID:22890540). The biological significance of Chaetoviridin E and its derivatives remains an area of interest, as the unique chemical properties of azaphilones may contribute to various biological activities, potentially including antimicrobial or cytotoxic effects, which are often explored in the context of natural product research.		Expected Solid	[H]\C(=C(\[H])[C@]([H])(C)CC)C1=CC2=C(Cl)C(=O)[C@@]3(C)OC(=O)C(C(=O)[C@@]([H])(C)[C@@]([H])(C)O)=C3C2=CO1	C23H25ClO6	InChI=1S/C23H25ClO6/c1-6-11(2)7-8-14-9-15-16(10-29-14)18-17(20(26)12(3)13(4)25)22(28)30-23(18,5)21(27)19(15)24/h7-13,25H,6H2,1-5H3/b8-7+/t11-,12+,13-,23+/m1/s1	HWSQVPGTQUYLEQ-KHGBAPSLSA-N	432.1339662			MMDBc0014873
BASm0016051	3-O-Acetyl-5-O-methylbotcinolide	3-O-Acetyl-5-O-methylbotcinolide is a member of the class of natural products known as botcinolides, which are characterized by their unique structural features and biological activities. This compound has been identified as a metabolite with specific structural attributes that have been confirmed through total syntheses, distinguishing it from other closely related compounds such as 2-epibotcinolide and botcinolide. The comprehensive analysis of these structures, including 3-O-acetyl-5-O-methylbotcinolide, has contributed to a better understanding of the chemical diversity within this class of compounds and their potential biological implications (PMID:19137164). The presence of acetyl and methyl groups in its structure suggests possible interactions with biological systems, potentially influencing various biochemical pathways. Further studies may elucidate its pharmacological properties and therapeutic potential, making it a compound of interest in both chemistry and biology.		Expected Solid	[H]\C(C(O)CCCC)=C(\[H])C(=O)OC1C(C)OC(=O)C(C)C(OC(C)=O)C(C)(O)C(OC)C1C	C23H38O9	InChI=1S/C23H38O9/c1-8-9-10-17(25)11-12-18(26)32-19-13(2)20(29-7)23(6,28)21(31-16(5)24)14(3)22(27)30-15(19)4/h11-15,17,19-21,25,28H,8-10H2,1-7H3/b12-11+	AOCQSDGADDMNAL-VAWYXSNFSA-N	458.2515828			MMDBc0014885
BASm0016052	Methyl (Z)-4-{[(Z)-1-(hydroxymethyl)-2-phenyl-1-ethenyl] amino}-4-oxo-2-butenoate	Methyl (Z)-4-{[(Z)-1-(hydroxymethyl)-2-phenyl-1-ethenyl] amino}-4-oxo-2-butenoate is a chemical compound classified as a metabolite. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(=C(/[H])C(O)=N\C(CO)=C(\[H])C1=CC=CC=C1)C(=O)OC	C14H15NO4	InChI=1S/C14H15NO4/c1-19-14(18)8-7-13(17)15-12(10-16)9-11-5-3-2-4-6-11/h2-9,16H,10H2,1H3,(H,15,17)/b8-7-,12-9-	HHNMWAFTDSRKBX-JNWHFCKMSA-N	261.100108			MMDBc0014892
BASm0016053	Conidiogenone F	Conidiogenone F is a cyclopiane diterpene, a chemical class known for its complex ring structures and diverse biological activities. This metabolite has garnered attention in biomedical research due to its potential therapeutic applications. Notably, a derivative of Conidiogenone F, identified as 13-epi-conidiogenone F, has been demonstrated to act as a sortase A inhibitor, suggesting its role in disrupting bacterial cell wall synthesis. This property positions it as a promising anti-staphylococcal agent, which could be particularly valuable in the context of increasing antibiotic resistance. The exploration of Conidiogenone F and its derivatives highlights the importance of natural products in drug discovery and the potential for novel treatments against resistant bacterial strains (PMID:37999408). The intricate chemistry of cyclopiane diterpenes like Conidiogenone F not only contributes to their biological activity but also serves as a foundation for further synthetic modifications aimed at enhancing their pharmacological properties.		Expected Solid	[H][C@@]1(O)C[C@@]2(C)C[C@@]34[C@]([H])(CC[C@]3(C)C(=O)C=C[C@@]4([H])C)[C@@]2([H])C1(C)C	C20H30O2	InChI=1S/C20H30O2/c1-12-6-7-14(21)19(5)9-8-13-16-17(2,3)15(22)10-18(16,4)11-20(12,13)19/h6-7,12-13,15-16,22H,8-11H2,1-5H3/t12-,13-,15-,16+,18+,19-,20-/m1/s1	CNXNDDAYXSUMQT-SZBDGJFISA-N	302.2245802			MMDBc0014899
BASm0016054	LI-F07a	LI-F07a is a metabolite classified as a member of the fusaricidin family, which is known for its antimicrobial properties. This compound is produced by the bacterium Paenibacillus polymyxa strain WLY78, as confirmed in recent studies highlighting the role of the FusA enzyme in its biosynthesis (PMID:37822742). Fusaricidin LI-F07a exhibits significant antifungal activity, making it a subject of interest in the development of new antifungal agents. Notably, engineered strains of this bacterium have been shown to produce a novel compound, fusaricidin [ΔAla6] LI-F07a, which demonstrates enhanced antifungal efficacy compared to the original fusaricidin LI-F07a (PMID:37822742). The molecular weight of the new compound is reported to be 858, further emphasizing the structural variations within this chemical class (PMID:37822742). The ongoing exploration of fusaricidins and their derivatives underscores their potential applications in combating fungal infections and highlights the importance of microbial metabolites in pharmaceutical development.		Expected Solid	[H]C(O)(CCCCCCCCCCCCNC(N)=N)CC(O)=N[C@]1([H])C(O)=N[C@]([H])(C(C)C)C(O)=N[C@@]([H])(CCC2=CC=CC=C2)C(O)=N[C@@]([H])(C(O)=N[C@]([H])(CC(O)=N)C(O)=N[C@]([H])(C)C(=O)O[C@]1([H])C)[C@@]([H])(C)O	C46H76N10O11	InChI=1S/C46H76N10O11/c1-27(2)37-42(63)52-33(23-22-31-19-15-14-16-20-31)40(61)56-38(29(4)57)43(64)53-34(26-35(47)59)41(62)51-28(3)45(66)67-30(5)39(44(65)55-37)54-36(60)25-32(58)21-17-12-10-8-6-7-9-11-13-18-24-50-46(48)49/h14-16,19-20,27-30,32-34,37-39,57-58H,6-13,17-18,21-26H2,1-5H3,(H2,47,59)(H,51,62)(H,52,63)(H,53,64)(H,54,60)(H,55,65)(H,56,61)(H4,48,49,50)/t28-,29-,30-,32?,33+,34-,37-,38-,39+/m1/s1	BBRGCPUXOUVUHQ-VNSQJUSDSA-N	944.5695033			MMDBc0014918
BASm0016055	Sterehirsutinal	Sterehirsutinal is a flavonoid compound. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	CC(=C)C#CC1=CC(O)=C(C#CC(C)=C)C(C=O)=C1O	C17H14O3	InChI=1S/C17H14O3/c1-11(2)5-7-13-9-16(19)14(8-6-12(3)4)15(10-18)17(13)20/h9-10,19-20H,1,3H2,2,4H3	HYBMAHHVQYMCBJ-UHFFFAOYSA-N	266.0942943			MMDBc0014921
BASm0016056	(3R*,4S*)-6,8-Dihydroxy-3,4,7-trimethylisocoumarin	(3R*,4S*)-6,8-Dihydroxy-3,4,7-trimethylisocoumarin is a member of the isocoumarin chemical class. There is limited literature available regarding this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]1(C)OC(=O)C2=C(O)C(C)=C(O)C=C2[C@]1([H])C	C12H14O4	InChI=1S/C12H14O4/c1-5-7(3)16-12(15)10-8(5)4-9(13)6(2)11(10)14/h4-5,7,13-14H,1-3H3/t5-,7-/m1/s1	WWSWVMRYHCEPFK-IYSWYEEDSA-N	222.0892089			MMDBc0014931
BASm0016057	Speradine D	Speradine D is a polyamine metabolite. There is little literature available on this compound, indicating that further research is needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@]12CC3=C4C(=CC=C3)N(C)C(=O)C4(O)[C@]1([H])C(=O)N(C(=O)CC(=O)OC)C2(C)C	C20H22N2O6	InChI=1S/C20H22N2O6/c1-19(2)11-8-10-6-5-7-12-15(10)20(27,18(26)21(12)3)16(11)17(25)22(19)13(23)9-14(24)28-4/h5-7,11,16,27H,8-9H2,1-4H3/t11-,16+,20?/m1/s1	OEKMQZYJKJARTR-YKPVOENPSA-N	386.1477864			MMDBc0014935
BASm0016058	Pheofungin C	Pheofungin C is a polyketide compound. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	CC1=CC(O)=C(O)C(OC2=C(O)C3=C(C(C)=C2)C2=C(NC4=C(O)C=C(C)C=C4S2)C(=O)O3)=C1	C24H19NO7S	InChI=1S/C24H19NO7S/c1-9-5-13(27)20(28)14(6-9)31-15-8-11(3)17-22(21(15)29)32-24(30)19-23(17)33-16-7-10(2)4-12(26)18(16)25-19/h4-8,25-29H,1-3H3	NNYOWPIPRRICQQ-UHFFFAOYSA-N	465.0882231			MMDBc0014965
BASm0016059	Harziandione	Harziandione is a harziane diterpenoid, a class of chemical compounds characterized by their complex carbon skeletons derived from terpenes. This metabolite was first isolated from the fungus Trichoderma harzianum in 1992, marking the beginning of the discovery of various harziane diterpenoids predominantly from the Trichoderma genus (PMID:41025337). Subsequent studies have identified harziandione among other compounds, including new harziane diterpenes and cyclonerane sesquiterpenes, isolated from Trichoderma hamatum (PMID:39590674). Additionally, harziandione has been associated with other secondary metabolites, including novel compounds isolated from specific growth media (PMID:30759407). It has also been identified in the culture broth of Trichoderma erinaceum, which is linked to marine organisms such as the sea star Acanthaster planci (PMID:23472462). The structural characterization of harziandione has been supported through techniques such as optical rotation and (13)C NMR data comparison, which have also contributed to the revision of related compounds (PMID:22823323). Overall, harziandione exemplifies the diverse chemistry of natural products derived from fungi and highlights their potential biological significance.		Expected Solid	[H][C@@]12C[C@@]3([H])[C@]4(C)CC(=O)C4=C(C)CC[C@]3([C@]([H])(C)CC1=O)C2(C)C	C20H28O2	InChI=1S/C20H28O2/c1-11-6-7-20-12(2)8-14(21)13(18(20,3)4)9-16(20)19(5)10-15(22)17(11)19/h12-13,16H,6-10H2,1-5H3/t12-,13-,16+,19+,20-/m1/s1	KRCGGWPCKKCUQE-GECVKMDCSA-N	300.2089301			MMDBc0014977
BASm0016060	Psoracorylifol B	Psoracorylifol B is a member of the class of natural products known as metabolites. It has garnered attention in the field of medicinal chemistry due to its potent antimicrobial properties. The compound has been successfully synthesized through scalable asymmetric total syntheses, with notable achievements in yield and efficiency. Specifically, over 1.3 grams of Psoracorylifol B were obtained with a diastereomeric ratio of 10.5:1, and an overall yield of 9.4% was achieved over 14 synthetic steps (PMID:24819702). This synthesis not only highlights the compound's potential for further biological evaluation but also underscores the advancements in synthetic methodologies that can facilitate the production of complex natural products. The biological significance of Psoracorylifol B, particularly in the context of antimicrobial activity, positions it as a candidate for further research and development in therapeutic applications. As studies continue to explore its mechanisms of action and efficacy, Psoracorylifol B may contribute to the discovery of new antimicrobial agents.		Expected Solid	[H][C@@]1(O[C@@]2(CC[C@@](C)(C=C)[C@@]1([H])O2)C(C)C)C1=CC=C(O)C=C1	C18H24O3	InChI=1S/C18H24O3/c1-5-17(4)10-11-18(12(2)3)20-15(16(17)21-18)13-6-8-14(19)9-7-13/h5-9,12,15-16,19H,1,10-11H2,2-4H3/t15-,16+,17-,18-/m1/s1	BPUKUJAZQKFJAN-XMTFNYHQSA-N	288.1725446			MMDBc0014979
BASm0016061	Fumonisin A1			Expected Solid	[H][C@](C)(C[C@]([H])(O)CCCC[C@@]([H])(O)C[C@]([H])(O)[C@]([H])(C)N=C(C)O)C[C@]([H])(OC(=O)CC([H])(CC(O)=O)C(O)=O)[C@]([H])(OC(=O)CC([H])(CC(O)=O)C(O)=O)[C@]([H])(C)CCCC	C36H61NO16	InChI=1S/C36H61NO16/c1-6-7-10-21(3)34(53-33(47)18-25(36(50)51)16-31(44)45)29(52-32(46)17-24(35(48)49)15-30(42)43)14-20(2)13-26(39)11-8-9-12-27(40)19-28(41)22(4)37-23(5)38/h20-22,24-29,34,39-41H,6-19H2,1-5H3,(H,37,38)(H,42,43)(H,44,45)(H,48,49)(H,50,51)/t20-,21+,22-,24?,25?,26+,27+,28-,29-,34+/m0/s1	ADACAMXIRQREOB-GLLJHFILSA-N	763.3990349			MMDBc0014980
BASm0016062	Phomalide	Phomalide is a cyclic depsipeptide belonging to the class of fungal phytotoxins. This metabolite is produced by the fungus Leptosphaeria maculans and is known for its host-selective phytotoxicity. In biological evaluations, phomalide has been shown to induce necrotic and chlorotic lesions on susceptible canola leaves (Brassica napus and Brassica rapa), while exhibiting significantly less phytotoxicity on resistant cultivars such as brown mustard (Brassica juncea) and white mustard (Sinapis alba) (PMID:30754782). The synthesis of phomalide, along with its isomer isophomalide and dihydro analogues, has been achieved through efficient total synthesis methods, highlighting its complex structure that includes specific amino acids such as 2-amino-2-butenoic acid and (2S)-2-hydroxy-3-phenylpropanoic acid (PMID:11674233). Notably, while phomalide exhibits phytotoxic properties, other related metabolites like sirodesmin PL and phomamide do not display similar stress-inducing activities (PMID:18701303). Overall, phomalide's unique chemical structure and its role as a host-selective toxin underscore its significance in plant-fungal interactions and potential implications in agricultural contexts.		Expected Solid	[H]\C(C)=C1/N=C(O)[C@@]([H])(N=C(O)[C@@]([H])(CC(C)C)N=C(O)[C@]([H])(CC(C)C)OC(=O)[C@]([H])(CC2=CC=CC=C2)OC1=O)C(C)C	C30H43N3O7	InChI=1S/C30H43N3O7/c1-8-21-29(37)40-24(16-20-12-10-9-11-13-20)30(38)39-23(15-18(4)5)27(35)32-22(14-17(2)3)26(34)33-25(19(6)7)28(36)31-21/h8-13,17-19,22-25H,14-16H2,1-7H3,(H,31,36)(H,32,35)(H,33,34)/b21-8+/t22-,23+,24+,25+/m1/s1	CFTIBXPRNRXQEG-TYHNAPLMSA-N	557.3101007			MMDBc0014987
BASm0016063	Bonactin			Expected Solid	CCC(O)CC1CCC(O1)C(C)C(=O)OC(C)CC1CCC(O1)C(C)C(O)=O	C21H36O7	InChI=1S/C21H36O7/c1-5-15(22)11-17-7-9-19(28-17)14(4)21(25)26-12(2)10-16-6-8-18(27-16)13(3)20(23)24/h12-19,22H,5-11H2,1-4H3,(H,23,24)	JZCRGJSEBZCNAR-UHFFFAOYSA-N	400.2461035			MMDBc0014992
BASm0016064	methyl acetyl botryenaloate	Methyl acetyl botryenaloate is a chemical compound classified as a metabolite. There is limited literature available on this specific metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]12C(=C(C=O)[C@]([H])(C)C[C@]1([H])OC(C)=O)[C@](C)(CC2(C)C)C(=O)OC	C18H26O5	InChI=1S/C18H26O5/c1-10-7-13(23-11(2)20)15-14(12(10)8-19)18(5,16(21)22-6)9-17(15,3)4/h8,10,13,15H,7,9H2,1-6H3/t10-,13+,15-,18+/m1/s1	DTOKLDYIEIAPKT-NQQLIQJQSA-N	322.1780239			MMDBc0014996
BASm0016065	D-fucosamin	D-fucosamin is a monosaccharide derivative belonging to the class of amino sugars. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@](C)(O)[C@]([H])(O)[C@]([H])(O)[C@@]([H])(N)C=O	C6H13NO4	InChI=1S/C6H13NO4/c1-3(9)5(10)6(11)4(7)2-8/h2-6,9-11H,7H2,1H3/t3-,4+,5+,6-/m1/s1	NTBYIQWZAVDRHA-DPYQTVNSSA-N	163.0844579			MMDBc0015016
BASm0016066	Pyoverdin Pf 1/1/1	Pyoverdin Pf 1/1/1 is a siderophore, a type of molecule that chelates iron and is produced by certain bacteria. There is limited literature available on this metabolite, and further research is needed to fully understand its biological significance and potential applications.		Expected Solid	[NH3+]CCCCC(N=C(O)C(CO)N=C(O)C1CC[NH2+]C2=C([N-]C(=O)CCC(=O)C(O)=O)C=C3C=C(O)C(=O)C=C3N12)C(O)=NCC(O)=NC(CCCN(O)C=O)C(O)=NC1CCCCN=C(O)C(CO)N=C(O)C(CCCN(O)C=O)N=C1O	C50H73N14O20	InChI=1S/C50H72N14O20/c51-14-3-1-7-28(57-48(79)34(24-66)61-49(80)35-13-16-52-42-32(56-40(72)12-11-37(69)50(81)82)19-27-20-38(70)39(71)21-36(27)64(35)42)43(74)54-22-41(73)55-29(9-5-17-62(83)25-67)45(76)58-30-8-2-4-15-53-44(75)33(23-65)60-47(78)31(59-46(30)77)10-6-18-63(84)26-68/h19-21,25-26,28-31,33-35,65-66,83-84H,1-18,22-24,51H2,(H12,52,53,54,55,56,57,58,59,60,61,70,71,72,73,74,75,76,77,78,79,80,81,82)/p+1	OOKTZZFYKUZRIZ-UHFFFAOYSA-O	1189.512007			MMDBc0015019
BASm0016067	Piscicocin V1b	Piscicocin V1b is a member of the class IIa bacteriocins, which are small, heat-stable antibacterial peptides. With a molecular mass of 4,526 Da, piscicocin V1b is characterized as a nonlantibiotic compound, distinguishing it from other bacteriocins. It has been shown that anti-DvnCt-KLH antibodies can recognize piscicocin V1b alongside other bacteriocins such as divercin V41 and enterocin P (PMID:14711648). Interestingly, piscicocin V1b is identical to carnobacteriocin BM1, indicating a close relationship within this chemical class (PMID:8953713). However, it is noted that piscicocin V1a, another related bacteriocin, exhibits approximately 100 times greater antibacterial activity against indicator strains compared to piscicocin V1b (PMID:8953713). This differential activity highlights the potential for specific applications of these peptides in antimicrobial strategies, particularly in food preservation and therapeutic contexts. The structural and functional characteristics of piscicocin V1b contribute to its classification and understanding within the broader spectrum of bacteriocins, emphasizing its relevance in both microbiology and biochemistry.		Expected Solid	CCC(C)C(N=C(O)C(C)N)C(O)=NC(CO)C(O)=NC(CC1=CC=C(O)C=C1)C(O)=NCC(O)=NC(CC(O)=N)C(O)=NCC(O)=NC(C(C)C)C(O)=NC(CC1=CC=C(O)C=C1)C(O)=NC(CS)C=O	C46H67N11O14S	InChI=1S/C46H67N11O14S/c1-6-24(4)39(57-40(65)25(5)47)46(71)55-34(21-59)44(69)53-31(15-26-7-11-29(60)12-8-26)41(66)49-18-36(63)52-33(17-35(48)62)42(67)50-19-37(64)56-38(23(2)3)45(70)54-32(43(68)51-28(20-58)22-72)16-27-9-13-30(61)14-10-27/h7-14,20,23-25,28,31-34,38-39,59-61,72H,6,15-19,21-22,47H2,1-5H3,(H2,48,62)(H,49,66)(H,50,67)(H,51,68)(H,52,63)(H,53,69)(H,54,70)(H,55,71)(H,56,64)(H,57,65)	KLQORMSDCIDQPN-UHFFFAOYSA-N	1029.458967			MMDBc0015021
BASm0016068	Aculeatusquinone B	Aculeatusquinone B is a quinone compound belonging to the class of natural products. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]1(OC2=CC(C)=CC(O)=C2C)C(=O)C(C)=C(O)C(=O)[C@@]1(C)OC	C17H20O6	InChI=1S/C17H20O6/c1-8-6-11(18)9(2)12(7-8)23-16-14(20)10(3)13(19)15(21)17(16,4)22-5/h6-7,16,18-19H,1-5H3/t16-,17-/m1/s1	NRPVNOLWZYAELE-IAGOWNOFSA-N	320.1259884			MMDBc0015027
BASm0016069	Carboxymycobactin-1	Carboxymycobactin-1 is a siderophore belonging to the chemical class of mycobactins. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(CCCC(O)=O)=C(/[H])C(=O)N(O)CCCCC(N=C(O)C1N=C(OC1C)C1=CC=CC=C1O)C(=O)OC(CC)C(C)C(O)=NC1CCCCN(O)C1=O	C36H51N5O12	InChI=1S/C36H51N5O12/c1-4-28(22(2)32(46)37-25-15-10-13-21-41(51)35(25)48)53-36(49)26(16-11-12-20-40(50)29(43)18-6-5-7-19-30(44)45)38-33(47)31-23(3)52-34(39-31)24-14-8-9-17-27(24)42/h6,8-9,14,17-18,22-23,25-26,28,31,42,50-51H,4-5,7,10-13,15-16,19-21H2,1-3H3,(H,37,46)(H,38,47)(H,44,45)/b18-6-	DFMPEYMVNJZUPH-FXBPXSCXSA-N	745.3534221			MMDBc0015058
BASm0016070	Citreoviripyrone A	Citreoviripyrone A is a novel polyketide metabolite isolated from the mycelium of an endophytic fungus. This compound, along with citreoviripyrone B, citreomontanin, and (-)-citreoviridin, represents a unique class of secondary metabolites characterized by their complex polycyclic structures. The isolation of citreoviripyrone A highlights the diverse chemical repertoire of endophytic fungi, which are known to produce a variety of bioactive compounds with potential pharmaceutical applications. The structural elucidation and biological activities of such polyketides are of significant interest in the fields of medicinal chemistry and natural product research, as they may exhibit antimicrobial, antifungal, or anticancer properties. The discovery of citreoviripyrone A contributes to the understanding of fungal metabolites and their ecological roles, as well as their potential utility in drug development (PMID:23405967).		Expected Solid	[H]\C(\C(\[H])=C(/[H])[C@@]1([H])[C@]([H])(C)[C@]2(C)C=C(C)C=C(C)[C@]12[H])=C(\[H])C1=C(C)C(OC)=CC(=O)O1	C23H28O3	InChI=1S/C23H28O3/c1-14-11-15(2)22-18(17(4)23(22,5)13-14)9-7-8-10-19-16(3)20(25-6)12-21(24)26-19/h7-13,17-18,22H,1-6H3/b9-7+,10-8+/t17-,18-,22+,23-/m0/s1	AFLXFQMVMOJBCC-PNWRMOOYSA-N	352.2038448			MMDBc0015085
BASm0016071	Gibepyrone B	Gibepyrone B is a natural α-pyrone, belonging to the chemical class of polyketides. It is a metabolite derived from the fungus Fusarium fujikuroi, where its biosynthesis is facilitated by a small polyketide synthase gene cluster (PMID:27856636). The compound has been highlighted for its role in the metabolic pathways of certain fungi, with specific reference to its production from guttiforme (PMID:36597649). Additionally, gibepyrone B has been utilized in synthetic chemistry, serving as a precursor for the synthesis of other natural products, such as compound 4, which was reported as a natural α-pyrone for the first time (PMID:26385195). This underscores gibepyrone B's significance not only in fungal metabolism but also in the broader context of natural product synthesis, illustrating its potential applications in biochemistry and pharmacology.		Expected Solid	[H]\C(CO)=C(\C)C1=CC=C(C)C(=O)O1	C10H12O3	InChI=1S/C10H12O3/c1-7(5-6-11)9-4-3-8(2)10(12)13-9/h3-5,11H,6H2,1-2H3/b7-5+	VAFOLTKCMXTVQD-FNORWQNLSA-N	180.0786442			MMDBc0015098
BASm0016072	Hesseltin A photoisomer C	Hesseltin A photoisomer C is a flavonoid derivative. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid	[H]\C(C)=C(/[H])\C(\[H])=C(/[H])C1=CC(=O)C2=C(O1)O[C@]1(C)CC[C@@]3(O)C(C)(C)[C@]4(O)CC[C@]3(CO4)[C@@]1([H])[C@@]2([H])O	C25H32O7	InChI=1S/C25H32O7/c1-5-6-7-8-15-13-16(26)17-18(27)19-22(4,32-20(17)31-15)9-11-24(28)21(2,3)25(29)12-10-23(19,24)14-30-25/h5-8,13,18-19,27-29H,9-12,14H2,1-4H3/b6-5-,8-7+/t18-,19-,22+,23-,24+,25-/m0/s1	LFPBILWIIIPSMS-OUEPJCAYSA-N	444.2148034			MMDBc0015101
BASm0016073	Sterhirsutin F	Sterhirsutin F is a flavonoid, a class of compounds known for their diverse biological activities. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	CC1(CC2CC3=C(OC(=O)C4(C)CC5CC6=C(Cl)C(=O)C(=C)C6(C)C5C4)C(=O)C(=C)C3(C)C2C1)C(O)=O	C30H33ClO6	InChI=1S/C30H33ClO6/c1-13-22(32)21(31)17-7-15-10-28(4,12-20(15)29(13,17)5)26(36)37-24-18-8-16-9-27(3,25(34)35)11-19(16)30(18,6)14(2)23(24)33/h15-16,19-20H,1-2,7-12H2,3-6H3,(H,34,35)	UTPAWELXXKUSFE-UHFFFAOYSA-N	524.1965665			MMDBc0015103
BASm0016074	Cladobotrin III	Cladobotrin III is a metabolite belonging to the class of organic compounds known as secondary metabolites. There is limited literature available on Cladobotrin III, and further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(=C(\[H])C1=C(C=O)C(OC)=C(C)C(=O)O1)C(=O)OC	C12H12O6	InChI=1S/C12H12O6/c1-7-11(17-3)8(6-13)9(18-12(7)15)4-5-10(14)16-2/h4-6H,1-3H3/b5-4+	AOUIWFQBPLFLEE-SNAWJCMRSA-N	252.0633881			MMDBc0015107
BASm0016075	Anofinic acid	Anofinic acid is found in mushrooms. Anofinic acid is a metabolite of Lactarius deliciosus.		Expected Solid	CC1(C)OC2=CC=C(C=C2C=C1)C(O)=O	C12H12O3	InChI=1S/C12H12O3/c1-12(2)6-5-8-7-9(11(13)14)3-4-10(8)15-12/h3-7H,1-2H3,(H,13,14)	AXICIBPYBONRSP-UHFFFAOYSA-N	204.0786443			MMDBc0015108
BASm0016076	Sohirnone C	Sohirnone C is a metabolite classified within the chemical class of sorbicillin derivatives. This compound was identified in the context of natural product chemistry, specifically isolated from the Chinese mangrove endophytic fungus Penicillium sp. alongside various other bioactive compounds. The discovery of Sohirnone C, along with its structural analog 2-deoxy-sohirnone C, highlights the potential of endophytic fungi as a source of novel metabolites with possible therapeutic applications. The isolation of these compounds suggests a rich chemical diversity and underscores the importance of such fungi in bioprospecting efforts aimed at discovering new natural products. The structural characteristics and biological activities of Sohirnone C and its derivatives remain subjects of interest, as they may provide insights into their potential roles in ecological interactions or pharmacological applications. Further studies are warranted to explore the biosynthetic pathways and mechanisms of action associated with Sohirnone C, which could contribute to the development of new drugs or biotechnological applications. The original research detailing these findings can be referenced in PMID:29860997.		Expected Solid	[H]\C(C)=C(\[H])CCC(=O)C1=C(C)C(O)=C(O)C(C)=C1O	C14H18O4	InChI=1S/C14H18O4/c1-4-5-6-7-10(15)11-8(2)13(17)14(18)9(3)12(11)16/h4-5,16-18H,6-7H2,1-3H3/b5-4+	KLQGVWIQLPTWBL-SNAWJCMRSA-N	250.1205091			MMDBc0015122
BASm0016077	Desferriferrichrome	Desferriferrichrome is a hydroxamate siderophore belonging to the class of metabolites known for their iron-chelating properties. This compound plays a crucial role in the growth and metabolism of the fungus Arthrobotrys oligospora, particularly influencing its nematode trapping ability. The biosynthesis of desferriferrichrome is regulated by a rare nonribosomal peptide synthetase (NRPS) gene cluster, specifically involving the Ao415 and Ao414 genes, which are essential for producing this siderophore (PMID:38340066). The absence of desferriferrichrome and its precursor can lead to increased levels of Fe3+, triggering trap formation in the absence of nematode inducers (PMID:38340066). Mass spectrometry has confirmed the identification of desferriferrichrome as a product of this biosynthetic pathway (PMID:38114752). Additionally, molecular networking has revealed novel homologs of desferriferrichrome, expanding its significance in fungal metabolism (PMID:34304135). The compound has been shown to be enriched during the predatory stage of A. oligospora, highlighting its potential bioactivity against nematodes (PMID:32245081). Furthermore, various derivatives and analogs of desferriferrichrome have been explored for their analytical applications and sensitivity in different conditions (PMID:10499091).		Expected Solid	CC(=O)N(O)CCCC1N=C(O)C(CCCN(O)C(C)=O)N=C(O)C(CCCN(O)C(C)=O)N=C(O)CN=C(O)CN=C(O)CN=C1O	C27H45N9O12	InChI=1S/C27H45N9O12/c1-16(37)34(46)10-4-7-19-25(43)30-14-23(41)28-13-22(40)29-15-24(42)31-20(8-5-11-35(47)17(2)38)26(44)33-21(27(45)32-19)9-6-12-36(48)18(3)39/h19-21,46-48H,4-15H2,1-3H3,(H,28,41)(H,29,40)(H,30,43)(H,31,42)(H,32,45)(H,33,44)	ZFDAUYPBCXMSBF-UHFFFAOYSA-N	687.3187679			MMDBc0015138
BASm0016078	5,7-Trihydroxy-3',4'-dimethoxyisoflavone	5,7-Trihydroxy-3',4'-dimethoxyisoflavone is a member of the isoflavone chemical class. There is limited literature available on this metabolite, indicating a need for further research to explore its properties and potential biological activities.		Expected Solid	COC1=CC=C(C=C1OC)C1=COC2=CC(O)=CC(O)=C2C1=O	C17H14O6	InChI=1S/C17H14O6/c1-21-13-4-3-9(5-14(13)22-2)11-8-23-15-7-10(18)6-12(19)16(15)17(11)20/h3-8,18-19H,1-2H3	KRJPWSDKKBLTLE-UHFFFAOYSA-N	314.0790382			MMDBc0015155
BASm0016079	Curvopeptin-3	Curvopeptin-3 is a peptide metabolite. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	CC(C)CC(CC(=O)C1CSCC(NC(=O)C(=O)C(CC2=CC=CC=C2)N=C(O)C(CCCCN)N=C(O)C(CC(O)=O)N=C(O)C2CSCC(N=C(O)C(CC(C)C)N=C(O)C(CC(O)=O)N=C(O)CN)C(O)=NC(=C)C(O)=NC(C)C(O)=NC(=C)C(O)=NC(CC(C)C)C(O)=NC(CC(C)C)C(O)=NC(CC(C)C)C(O)=N2)C(O)=NC(C)C(O)=NC(CC2=CC=CC=C2)C(O)=NC(=C)C(O)=NC(C(C)O)C(O)=NC(CC(C)C)C(O)=NC(CC(C)C)CN1)C(O)=O	C109H167N23O29S2	InChI=1S/C109H167N23O29S2/c1-53(2)35-68(109(160)161)44-84(134)80-49-162-51-82(105(156)117-63(18)93(144)123-77(43-67-31-25-22-26-32-67)96(147)115-64(19)94(145)132-88(65(20)133)107(158)128-72(37-55(5)6)97(148)118-69(48-112-80)36-54(3)4)131-108(159)89(140)71(42-66-29-23-21-24-30-66)121-95(146)70(33-27-28-34-110)120-103(154)79(46-87(138)139)127-106(157)83-52-163-50-81(129-100(151)76(41-59(13)14)126-102(153)78(45-86(136)137)119-85(135)47-111)104(155)116-61(16)91(142)113-60(15)90(141)114-62(17)92(143)122-73(38-56(7)8)98(149)124-74(39-57(9)10)99(150)125-75(40-58(11)12)101(152)130-83/h21-26,29-32,53-60,63,65,68-83,88,112,133H,16-17,19,27-28,33-52,110-111H2,1-15,18,20H3,(H,113,142)(H,114,141)(H,115,147)(H,116,155)(H,117,156)(H,118,148)(H,119,135)(H,120,154)(H,121,146)(H,122,143)(H,123,144)(H,124,149)(H,125,150)(H,126,153)(H,127,157)(H,128,158)(H,129,151)(H,130,152)(H,131,159)(H,132,145)(H,136,137)(H,138,139)(H,160,161)	HKLNUHNYFDXFFR-UHFFFAOYSA-N	2326.174149			MMDBc0015158
BASm0016080	Phomenolactone	Phomenolactone is a member of the chemical class of metabolites, specifically derived from fungi. It has been identified as a secondary metabolite produced by the fungus Phoma lingam (Tode) Desm., alongside other compounds such as phomenoic acid. Both phomenolactone and phomenoic acid exhibit moderate antifungal and antibacterial properties in vitro, indicating their potential pharmaceutical applications (PMID:3606100). The production of phomenolactone occurs in the mycelium after prolonged incubation, which may be significant for optimizing its biosynthesis and isolation (PMID:3606100). Various chromatographic techniques have been employed to isolate phomenolactone, with yields being enhanced through specific transformations, such as converting it into methyl phomenoate (PMID:3606100). Additionally, phomenolactone is noted among other pharmaceutically active metabolites produced by different species, highlighting its relevance in the field of natural product chemistry (PMID:19624254). The study of phomenolactone not only contributes to our understanding of fungal metabolite biosynthesis but also underscores its potential utility in developing antifungal and antibacterial agents.		Expected Solid	[H]\C(CC(O)C(\[H])=C(/[H])C(C)C(O)C(\C)=C(/[H])\C(\CO)=C(/[H])C(C)CC(C)CC(C)CC)=C(\[H])C(O)C\C([H])=C(/[H])C1CC(O)CC(=O)O1	C34H56O7	InChI=1S/C34H56O7/c1-7-23(2)16-24(3)17-25(4)18-28(22-35)19-27(6)34(40)26(5)14-15-30(37)11-8-10-29(36)12-9-13-32-20-31(38)21-33(39)41-32/h8-10,13-15,18-19,23-26,29-32,34-38,40H,7,11-12,16-17,20-22H2,1-6H3/b10-8+,13-9+,15-14+,27-19+,28-18-	WARAHFBYZHPXNP-CMKJWTFASA-N	576.4026041			MMDBc0015159
BASm0016081	Phycomysterol B	Phycomysterol B is a sterol, a class of organic compounds characterized by a multi-ring structure that includes a hydroxyl group. This metabolite has been identified in various studies focusing on its chemical properties and potential biological activities. The structures of phycomysterol B, along with phycomysterol A and neoergosterol, were confirmed through chemical synthesis, highlighting the importance of synthetic methods in understanding these compounds (PMID:9868149). While the primary focus has been on its chemical characterization, phycomysterol B may also exhibit biological significance, similar to other sterols, which are known to play crucial roles in cellular membrane structure and function. Further research into phycomysterol B could elucidate its specific biological activities and potential applications in medicine or biotechnology.		Expected Solid	[H][C@](C)(CC[C@@]([H])(C)C1([H])CC[C@@]2([H])C3=C(CC[C@]12C)C1=C(C[C@@]([H])(O)CC1)C=C3)C(C)C	C27H42O	InChI=1S/C27H42O/c1-17(2)18(3)6-7-19(4)25-12-13-26-24-10-8-20-16-21(28)9-11-22(20)23(24)14-15-27(25,26)5/h8,10,17-19,21,25-26,28H,6-7,9,11-16H2,1-5H3/t18-,19+,21-,25?,26-,27+/m0/s1	FYGDBMTUASHJML-QSZDRVGQSA-N	382.323566			MMDBc0015199
BASm0016082	Cetoniacytone A	Cetoniacytone A is a unique aminocyclitol antibiotic belonging to the chemical class of C(7)N-aminocyclitols. This metabolite has garnered attention due to its cytotoxic properties and its production by the endosymbiotic bacterium Actinomyces sp. The biosynthetic gene cluster responsible for cetoniacytone A was identified, highlighting its potential as an antitumor agent (PMID:19101977). Feeding experiments utilizing isotopically labeled cyclitols indicated that cetoniacytone A is derived from 2-epi-5-epi-valiolone, a product of the shikimic acid pathway (SPC) (PMID:17195255). The structure and biosynthesis of cetoniacytone A have been characterized, revealing its role as a cytotoxic aminocarba sugar produced by Actinomyces sp. (PMID:12243453). Furthermore, cetoniacytone A and several related minor components were successfully produced by this bacterial strain, underscoring its significance in the realm of natural product chemistry and potential therapeutic applications (PMID:12243453). The exploration of cetoniacytone A not only enhances our understanding of aminocyclitol antibiotics but also opens avenues for further research into its biological activities and mechanisms of action.		Expected Solid	[H][C@]12O[C@@]1(CO)C(=O)C=C(N=C(C)O)[C@]2([H])O	C9H11NO5	InChI=1S/C9H11NO5/c1-4(12)10-5-2-6(13)9(3-11)8(15-9)7(5)14/h2,7-8,11,14H,3H2,1H3,(H,10,12)/t7-,8+,9-/m0/s1	JYYJQJKNUQRQSW-YIZRAAEISA-N	213.0637225			MMDBc0015204
BASm0016083	Coruscol A	Coruscol A is a novel metabolite belonging to the chemical class of compounds featuring a 1,3-dioxane ring. This compound was isolated from the mycelium of the marine-derived fungus Penicillium sp., which was obtained from the Okinawan marine bivalve Mytilus coruscus. The structure of coruscol A was elucidated using various spectroscopic techniques, confirming its unique chemical architecture. The discovery of coruscol A highlights the potential of marine fungi as a source of bioactive metabolites, which may have implications in pharmacology and natural product chemistry. The exploration of such metabolites is significant as they may exhibit various biological activities, contributing to the understanding of marine biodiversity and its applications in medicine. The isolation and characterization of coruscol A underscore the importance of marine ecosystems as reservoirs of novel chemical entities that could lead to the development of new therapeutic agents. Further research into the biological properties of coruscol A and its derivatives may reveal additional insights into its potential uses in biomedical applications. (PMID:10869231)		Expected Solid	[H][C@@]1(O)CO[C@@]([H])(CCC)O[C@@]1([H])CO	C8H16O4	InChI=1S/C8H16O4/c1-2-3-8-11-5-6(10)7(4-9)12-8/h6-10H,2-5H2,1H3/t6-,7+,8-/m1/s1	RYJRBBKILQAOIA-GJMOJQLCSA-N	176.104859			MMDBc0015217
BASm0016084	Pseudomycin A	Pseudomycin A is a cyclic lipodepsinonapeptide phytotoxin produced by the plant pathogenic bacterium Pseudomonas syringae. This compound belongs to the chemical class of lipodepsipeptides, characterized by a cyclic structure that includes both lipid and peptide components. The synthesis of pseudomycin A is significant in the context of its derivatives, as the gamma hydroxyl present in its aliphatic side chain provides a unique handle for pH-dependent side-chain deacylation, which is pivotal for creating novel side-chain analogues (PMID:11206449). The conformation of pseudomycin A in solution features three rigid structural regions interrupted by flexible hinges, influencing its biological activity (PMID:9826192). While pseudomycin A exhibits various biological activities, including inhibition of proton extrusion from maize roots and necrosis of tobacco leaves, its effects are generally less potent compared to its congeners, such as syringomycin-E (PMID:9237401). This reduced activity may be attributed to the diverse number and distribution of charged residues within its peptide moiety (PMID:9826192). Overall, pseudomycin A represents an interesting subject of study due to its unique structural properties and biological implications.		Expected Solid	[H]\C(C)=C1/N=C(O)C(N=C(O)C(CCN)N=C(O)C(CCCCN)N=C(O)C(CC(O)=O)N=C(O)C(CCN)N=C(O)C(COC(=O)C(N=C(O)C(N=C1O)C(O)C(O)=O)C(O)CCl)N=C(O)CC(O)C(O)CCCCCCCCCC)C(C)O	C51H87ClN12O20	InChI=1S/C51H87ClN12O20/c1-4-6-7-8-9-10-11-12-16-33(66)34(67)23-36(69)56-32-25-84-51(83)39(35(68)24-52)63-49(80)40(41(72)50(81)82)64-42(73)27(5-2)57-48(79)38(26(3)65)62-45(76)30(18-21-55)59-43(74)28(15-13-14-19-53)58-46(77)31(22-37(70)71)61-44(75)29(17-20-54)60-47(32)78/h5,26,28-35,38-41,65-68,72H,4,6-25,53-55H2,1-3H3,(H,56,69)(H,57,79)(H,58,77)(H,59,74)(H,60,78)(H,61,75)(H,62,76)(H,63,80)(H,64,73)(H,70,71)(H,81,82)/b27-5+	XDPWWEOIDYYUDN-FZXKJZBHSA-N	1222.584811			MMDBc0015218
BASm0016085	Prolipyrone A	Prolipyrone A is a pyrone derivative belonging to the chemical class of metabolites. There is limited literature available on Prolipyrone A, and its biological significance and properties remain largely unexplored.		Expected Solid	[H][C@@](C)(CCCC)C1=CC(O)=C(C)C(=O)O1	C12H18O3	InChI=1S/C12H18O3/c1-4-5-6-8(2)11-7-10(13)9(3)12(14)15-11/h7-8,13H,4-6H2,1-3H3/t8-/m1/s1	IXMZLKVRKWCDOB-MRVPVSSYSA-N	210.1255944			MMDBc0015220
BASm0016086	Alternarian acid	Alternarian acid is a fungal metabolite belonging to the class of organic acids. It has been identified through advanced analytical techniques such as LC-Q-TOF-MS/MS and GC-MS, which revealed its presence alongside other compounds in active extracts. The significance of alternarian acid extends beyond its chemical structure, as it has been linked to various biological activities. For instance, its role in the metabolic pathways of certain fungi suggests potential implications for plant-fungal interactions and ecological dynamics. Additionally, the detection of alternarian acid in conjunction with other metabolites indicates its potential contributions to the overall chemical profile of fungal extracts, which may possess bioactive properties relevant to pharmacology and agriculture. The exploration of alternarian acid and its associated compounds continues to be a subject of interest in the field of natural product chemistry, as researchers seek to understand their mechanisms of action and potential applications in various domains, including medicine and environmental science. For further insights into its chemical characterization, refer to the detailed analyses documented in the literature (PMID: [insert PMID here]).		Expected Solid	COC1=CC(O)=C(C(O)=O)C(=C1)C1=C(C)C=C(OC1=O)C(O)=O	C15H12O8	InChI=1S/C15H12O8/c1-6-3-10(13(17)18)23-15(21)11(6)8-4-7(22-2)5-9(16)12(8)14(19)20/h3-5,16H,1-2H3,(H,17,18)(H,19,20)	DTWGKAWUEOJXKI-UHFFFAOYSA-N	320.0532173			MMDBc0015223
BASm0016087	Armochaetoglobin K	Armochaetoglobin K is a member of the chemical class of metabolites. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and biological significance.		Expected Solid	[H][C@@]1(CC2=CNC3=CC=CC=C23)N=C(O)[C@@]23C4=CC=C(N4)C(=O)C(C)=C[C@@]([H])(C)CC=C[C@@]2([H])C=C(C)[C@@]([H])(C)[C@@]13[H]	C32H35N3O2	InChI=1S/C32H35N3O2/c1-18-8-7-9-23-15-19(2)21(4)29-27(16-22-17-33-25-11-6-5-10-24(22)25)35-31(37)32(23,29)28-13-12-26(34-28)30(36)20(3)14-18/h5-7,9-15,17-18,21,23,27,29,33-34H,8,16H2,1-4H3,(H,35,37)/t18-,21+,23-,27-,29-,32+/m0/s1	XJNCIAFVQZHWHH-ZFVVZIJDSA-N	493.2729274			MMDBc0015229
BASm0016088	Bafilomycin C1	Bafilomycin C1 is a macrolide antibiotic metabolite isolated from the bacterium Streptomyces albolongus, known for its potent antibacterial and cytotoxic properties. This compound has been shown to induce G0/G1 cell-cycle arrest and trigger mitochondrial-mediated apoptosis in human hepatocellular cancer SMMC7721 cells, highlighting its potential as an anticancer agent (PMID:29752478). Bafilomycin C1 exhibits strong cytotoxicity against various cancer cell lines, as evidenced by MTT assays that demonstrate its ability to retard cell growth and proliferation (PMID:29752478). Mechanistically, it downregulates key cell-cycle regulators such as cyclin D3, cyclin E1, CDK2, CDK4, and CDK6, while upregulating p21, leading to cell-cycle disruption (PMID:29752478). Additionally, bafilomycin C1 induces oxidative stress, causing mitochondrial membrane dysfunction and altering the expression of apoptotic markers, including decreasing Bcl-2 and increasing Bax, p53, and cleaved caspases (PMID:29752478). In vivo studies further support its efficacy, showing suppression of tumor growth in mouse models with minimal side effects (PMID:29752478). These findings suggest that bafilomycin C1 could be a promising candidate for therapeutic applications in hepatic cellular cancer.		Expected Solid	[H]\C(=C(\[H])C(=O)OC1CC(O)(OC(C(C)C)C1C)C(C)C(O)C(C)C1OC(=O)\C(OC)=C(/[H])\C(\C)=C([H])\C(C)C(O)C(C)C\C(C)=C(/[H])\C(\[H])=C([H])\C1OC)C(O)=O	C39H60O12	InChI=1S/C39H60O12/c1-21(2)36-26(7)31(49-33(42)16-15-32(40)41)20-39(46,51-36)28(9)35(44)27(8)37-29(47-10)14-12-13-22(3)17-24(5)34(43)25(6)18-23(4)19-30(48-11)38(45)50-37/h12-16,18-19,21,24-29,31,34-37,43-44,46H,17,20H2,1-11H3,(H,40,41)/b14-12+,16-15+,22-13+,23-18+,30-19-	WUDBXVQNMOTFEE-FUGNQFJWSA-N	720.4084774			MMDBc0015244
BASm0016089	TMC-34	TMC-34 is a macrolide antifungal antibiotic, belonging to the chemical class of macrolides, which are characterized by their large lactone rings. This compound has been studied for its potential in biomedical applications, particularly in the context of encapsulation within nanocages. Research indicates that TMC-34 can successfully occupy a significant portion of the cavity volume of these nanostructures, averaging 60%, which aligns with previous findings in the field (PMID:39049593). Furthermore, the encapsulation of TMC-34 has been shown to universally impact the electrostatic potential (ESP) at the metal center of each TMC, leading to a systematic decrease in ESP while minimally affecting the partial charges of the TMC metal (PMID:39049593). This suggests that TMC-34 not only possesses antifungal properties but also interacts with nanostructures in a way that could enhance its therapeutic efficacy. The unique chemical characteristics of TMC-34, along with its biological activity, make it a candidate of interest for further research in antifungal treatments and nanotechnology applications.		Expected Solid	[H]\C(CCCNC(=N)NC)=C(\[H])CC\C([H])=C(/C)CC(C)C1OC(=O)\C([H])=C([H])\C(C)C(O)CC(O)C(C)C(O)CCC(C)C(O)CC2(O)OC(CC(O)C2O)CC(CC(O)CC(O)C(C)C(O)C([H])=C([H])C1C)OC(=O)CC(O)=O	C54H93N3O17	InChI=1S/C54H93N3O17/c1-31(15-13-11-9-10-12-14-22-57-53(55)56-8)23-35(5)51-34(4)17-20-42(60)36(6)44(62)25-38(58)24-39(72-50(69)29-48(66)67)26-40-27-46(64)52(70)54(71,74-40)30-47(65)33(3)16-19-41(59)37(7)45(63)28-43(61)32(2)18-21-49(68)73-51/h9-10,15,17-18,20-21,32-47,51-52,58-65,70-71H,11-14,16,19,22-30H2,1-8H3,(H,66,67)(H3,55,56,57)/b10-9+,20-17+,21-18+,31-15+	VZRAWAPJMFPCNZ-SHTOUQPMSA-N	1055.650499			MMDBc0015246
BASm0016090	Cyclo-(L-phenylalanine-D-4-hydroxyproline)	Cyclo-(L-phenylalanine-D-4-hydroxyproline) is a cyclic dipeptide belonging to the class of metabolites. It is characterized by a unique combination of the amino acids L-phenylalanine and D-4-hydroxyproline, which contribute to its structural and functional properties. This compound has garnered attention in the field of biochemistry due to its potential biological activities and roles in various metabolic pathways. The structural characterization of cyclo-(L-phenylalanine-D-4-hydroxyproline) has been achieved through techniques such as NMR and high-resolution electrospray ionization mass spectrometry (HRESIMS), confirming its distinct cyclic structure (PMID:27806640). The presence of 4-hydroxyproline, an amino acid known for its involvement in collagen stability and structure, suggests that this metabolite may have implications in biological systems, particularly in relation to protein synthesis and stability. Further research into cyclo-(L-phenylalanine-D-4-hydroxyproline) could unveil additional insights into its physiological roles and potential therapeutic applications.		Expected Solid	[H][C@]1(O)CN2C(=O)[C@]([H])(CC3=CC=CC=C3)N=C(O)[C@@]2([H])C1	C14H16N2O3	InChI=1S/C14H16N2O3/c17-10-7-12-13(18)15-11(14(19)16(12)8-10)6-9-4-2-1-3-5-9/h1-5,10-12,17H,6-8H2,(H,15,18)/t10-,11+,12-/m1/s1	PYQJYHACQOBZLF-GRYCIOLGSA-N	260.1160924			MMDBc0015248
BASm0016091	Penisporolide B	Penisporolide B is a member of the chemical class of metabolites known as Me2SAFLs (methylated 2-substituted aromatic fatty acids). This compound has garnered attention due to its structural complexity and potential biological activities, which are still under investigation. The total synthesis of Penisporolide B, along with its stereoisomers, has been achieved, showcasing the synthetic utility of the methodologies employed in its preparation (PMID:27137949). The synthesis not only included Penisporolide B but also encompassed other related compounds, such as purported cephalosporolides H and I, further highlighting the interconnectedness of these metabolites in biochemical pathways. The exploration of Penisporolide B's properties may provide insights into its biological functions and potential applications in pharmacology, although detailed biological activity studies are still required to elucidate its mechanisms of action. Overall, Penisporolide B represents an intriguing target for synthetic chemists and biologists alike, reflecting the ongoing interest in naturally occurring metabolites and their synthetic derivatives (PMID:27137949).		Expected Solid	[H][C@@]1(CCC(=O)CCC)CC[C@@]2(C[C@]3([H])OC(=O)C(C)(C)[C@]3([H])O2)O1	C17H26O5	InChI=1S/C17H26O5/c1-4-5-11(18)6-7-12-8-9-17(21-12)10-13-14(22-17)16(2,3)15(19)20-13/h12-14H,4-10H2,1-3H3/t12-,13+,14-,17-/m1/s1	VSQDCUDZISJHTP-UMPJEAMMSA-N	310.1780239			MMDBc0015250
BASm0016092	Anhydroophiobolin A	Anhydroophiobolin A is a member of the chemical class of metabolites known as ophiobolins, which are characterized by their unique structural features and biological activities. This compound has been identified as a product of the fermentation process of the fungus Cochliobolus heterostrophus, alongside other related compounds such as Ophiobolin A, 3-anhydroophiobolin A, Ophiobolin B, and Ophiobolin L (PMID:7760080). The structural uniqueness of anhydroophiobolin A contributes to its potential biological significance, as ophiobolins have been studied for their various effects, including antifungal and phytotoxic properties. The exploration of anhydroophiobolin A within the context of its biosynthetic origins and its interactions in biological systems may provide insights into its functional roles and applications in biotechnology and medicine. Further research is necessary to elucidate the specific mechanisms by which anhydroophiobolin A exerts its effects and to explore its potential therapeutic uses.		Expected Solid	[H]\C1=C(C=O)\[C@@]2([H])C(=O)C=C(C)[C@@]2([H])C[C@@]2(C)CC[C@@]3(O[C@]([H])(C[C@]3([H])C)C=C(C)C)[C@]2([H])C1	C25H34O3	InChI=1S/C25H34O3/c1-15(2)10-19-12-17(4)25(28-19)9-8-24(5)13-20-16(3)11-21(27)23(20)18(14-26)6-7-22(24)25/h6,10-11,14,17,19-20,22-23H,7-9,12-13H2,1-5H3/b18-6-/t17-,19-,20+,22+,23+,24+,25-/m0/s1	MDYSLOGZXCWLSL-CWPAWFJGSA-N	382.250795			MMDBc0015251
BASm0016093	Stevastelin-C3	Stevastelin-C3 is a metabolite belonging to the class of organic compounds. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential biological significance.		Expected Solid		C32H59N3O8		OINJAWBNQGRETE-UHFFFAOYNA-N	613.4302159			MMDBc0015254
BASm0016094	Aureobasidin-T3			Expected Solid	CCC(C)C1N=C(O)C2CCCN2C(=O)C(C(O)C2=CC=CC=C2)N(C)C(=O)C(CC2=CC=CC=C2)N=C(O)C(C(C)C)N(C)C(=O)C(OC(=O)C(C(C)C)N(C)C(=O)C(CC(C)C)N=C(O)C(CC(C)C)N(C)C1=O)C(C)C	C60H92N8O11	InChI=1S/C60H92N8O11/c1-17-39(12)46-57(75)64(13)45(32-35(4)5)53(71)61-42(31-34(2)3)55(73)66(15)48(37(8)9)60(78)79-51(38(10)11)59(77)65(14)47(36(6)7)54(72)62-43(33-40-25-20-18-21-26-40)56(74)67(16)49(50(69)41-27-22-19-23-28-41)58(76)68-30-24-29-44(68)52(70)63-46/h18-23,25-28,34-39,42-51,69H,17,24,29-33H2,1-16H3,(H,61,71)(H,62,72)(H,63,70)	WOLXHWJXSQBTRO-UHFFFAOYSA-N	1100.688556			MMDBc0015264
BASm0016095	Tricycloalternarene 4a	Tricycloalternarene 4a is a polycyclic aromatic hydrocarbon. There is limited literature available on this metabolite, indicating a gap in the current understanding of its biological significance and potential applications.		Expected Solid	COC1CCC(=O)C2=C1OC1(C)CC=C(C(C)CCC=C(C)C)C1C2	C22H32O3	InChI=1S/C22H32O3/c1-14(2)7-6-8-15(3)16-11-12-22(4)18(16)13-17-19(23)9-10-20(24-5)21(17)25-22/h7,11,15,18,20H,6,8-10,12-13H2,1-5H3	KTFDSGHEJVHEAB-UHFFFAOYSA-N	344.2351449			MMDBc0015265
BASm0016096	Averythrin	Averythrin is a secondary metabolite classified as an anthraquinonoid pigment. It has been isolated from various fungal species, including Aspergillus versicolor, and is associated with the biosynthetic pathways of other metabolites such as averufanin and sterigmatocystin (PMID:14324400). Averythrin's structure has been elucidated through spectroscopic analyses, confirming its identity among other compounds derived from Panax notoginseng (PMID:36970635). While it is part of a broader class of compounds known for their diverse biological activities, studies indicate that averythrin does not contribute to aflatoxin production in certain strains of Aspergillus parasiticus (PMID:1854196). This distinction highlights its potential role in secondary metabolism without the associated toxicity of aflatoxins. The investigation of averythrin and its related compounds contributes to our understanding of fungal metabolite diversity and their ecological significance.		Expected Solid	[H]\C(CCCC)=C(\[H])C1=C(O)C=C2C(=O)C3=C(C(O)=CC(O)=C3)C(=O)C2=C1O	C20H18O6	InChI=1S/C20H18O6/c1-2-3-4-5-6-11-14(22)9-13-17(19(11)25)20(26)16-12(18(13)24)7-10(21)8-15(16)23/h5-9,21-23,25H,2-4H2,1H3/b6-5+	RTXQNGWQTJTHCK-AATRIKPKSA-N	354.1103383			MMDBc0015267
BASm0016097	3,4-Dimethylcatechol	3,4-Dimethylcatechol is a catechol derivative and a metabolite described in biomedical literature. It plays a significant role in the microbial degradation of aromatic compounds, particularly in the metabolism of o-xylene and toluene. The enzymatic pathway for o-xylene involves the monooxygenation of the benzene nucleus, leading to the formation of dimethylphenol, which is then further metabolized to 3,4-dimethylcatechol. This compound is unique among dimethylcatechol isomers as it can be efficiently cleaved by catechol 2,3-dioxygenase, facilitating its use as a carbon and energy source in microbial metabolism (PMID:16734718, PMID:16085871). In various bacterial strains, such as DK17 and opacus R7, 3,4-dimethylcatechol is produced as an intermediate during the degradation of o-xylene and is subsequently further processed through the meta-cleavage pathway (PMID:15607751, PMID:11605984). Advanced analytical techniques, including gas chromatography-mass spectrometry and nuclear magnetic resonance, have confirmed the accumulation of this metabolite during the degradation processes (PMID:12089003, PMID:8998974). Overall, 3,4-dimethylcatechol serves as a crucial substrate in the microbial catabolism of aromatic hydrocarbons, highlighting its importance in environmental bioremediation.		Expected Solid	CC1=C(C)C(O)=C(O)C=C1	C8H10O2	InChI=1S/C8H10O2/c1-5-3-4-7(9)8(10)6(5)2/h3-4,9-10H,1-2H3	RYHGQTREHREIBC-UHFFFAOYSA-N	138.0680796			MMDBc0015270
BASm0016098	Chaetominine	Chaetominine is a bioactive alkaloid belonging to the class of natural products known as secondary metabolites. This compound has garnered attention due to its diverse biological activities, particularly its role in inducing apoptosis, cell cycle arrest, and autophagy, while inhibiting critical signaling pathways such as PI3K/Akt/mTOR, MAPK, and NF-κB (PMID:39476244). Chaetominine enhances chemosensitivity in cancer cells by inhibiting the PI3K/Akt/Nrf2 pathway (PMID:39476244). Additionally, it has been identified as a potential inhibitor of the papain-like protease (PLpro) associated with SARS-CoV-2, suggesting its viability as an antiviral agent (PMID:38916050). Studies have demonstrated its antiviral efficacy against SARS-CoV-2, with selectivity indices indicating moderate effectiveness (PMID:38916050). Furthermore, chaetominine has been isolated from various fungal sources, including marine fungi, highlighting its ecological relevance and potential for discovery of new derivatives (PMID:37933448, PMID:35818470). The compound also plays a role in the secondary metabolism of the opportunistic pathogen Aspergillus fumigatus, linking it to virulence factors and conidial production (PMID:37478074). Overall, chaetominine represents a significant focus of research in both pharmacology and natural product chemistry.		Expected Solid	[H][C@@]1(C)N2C(=O)[C@@]([H])(C[C@]3(O)C4=CC=CC=C4N(C1=O)[C@]23[H])N1C=NC2=CC=CC=C2C1=O	C22H18N4O4	InChI=1S/C22H18N4O4/c1-12-18(27)26-16-9-5-3-7-14(16)22(30)10-17(20(29)25(12)21(22)26)24-11-23-15-8-4-2-6-13(15)19(24)28/h2-9,11-12,17,21,30H,10H2,1H3/t12-,17+,21-,22-/m0/s1	GEURDGODABUDHB-TYTLQBBQSA-N	402.1328051			MMDBc0015280
BASm0016099	Ganoderic acid I			Expected Solid	CC(CC(=O)CC(C)(O)C1CC(=O)C2(C)C3=C(C(=O)C(O)C12C)C1(C)CCC(O)C(C)(C)C1CC3O)C(O)=O	C30H44O9	InChI=1S/C30H44O9/c1-14(25(37)38)10-15(31)13-28(5,39)18-12-20(34)30(7)21-16(32)11-17-26(2,3)19(33)8-9-27(17,4)22(21)23(35)24(36)29(18,30)6/h14,16-19,24,32-33,36,39H,8-13H2,1-7H3,(H,37,38)	HHCQRNABFNZPFW-UHFFFAOYSA-N	548.298533			MMDBc0015298
BASm0016100	Pseudomycin C	Pseudomycin C is a cyclic depsinonapeptide, a chemical class characterized by a cyclic structure composed of amino acids linked by ester bonds. This metabolite is derived from the fermentation processes of certain microorganisms and has garnered attention for its potential therapeutic applications. Research has demonstrated the synthesis of pseudomycin C through novel methods, including acid-promoted side-chain deacylation of pseudomycin A, highlighting its structural complexity and the innovative approaches required for its production (PMID:11206449). Additionally, studies have focused on the synthesis of prodrugs of pseudomycin C and related compounds to enhance their therapeutic indexes (PMID:11472220). The chemical structure of pseudomycin C is further defined by its acylation patterns, which involve specific fatty acid derivatives, such as 3,4-dihydroxyhexadecanoate (PMID:7957970). This unique acylation contributes to the biological activity of pseudomycin C, making it a compound of interest in the development of new antimicrobial agents. Overall, the chemistry of pseudomycin C underscores its significance in medicinal chemistry and its potential role in addressing antibiotic resistance.		Expected Solid	[H]\C(C)=C1/N=C(O)C(N=C(O)C(CCN)N=C(O)C(CCCCN)N=C(O)C(CC(O)=O)N=C(O)C(CCN)N=C(O)C(COC(=O)C(N=C(O)C(N=C1O)C(O)C(O)=O)C(O)CCl)N=C(O)CC(O)C(O)CCCCCCCCCCCC)C(C)O	C53H91ClN12O20	InChI=1S/C53H91ClN12O20/c1-4-6-7-8-9-10-11-12-13-14-18-35(68)36(69)25-38(71)58-34-27-86-53(85)41(37(70)26-54)65-51(82)42(43(74)52(83)84)66-44(75)29(5-2)59-50(81)40(28(3)67)64-47(78)32(20-23-57)61-45(76)30(17-15-16-21-55)60-48(79)33(24-39(72)73)63-46(77)31(19-22-56)62-49(34)80/h5,28,30-37,40-43,67-70,74H,4,6-27,55-57H2,1-3H3,(H,58,71)(H,59,81)(H,60,79)(H,61,76)(H,62,80)(H,63,77)(H,64,78)(H,65,82)(H,66,75)(H,72,73)(H,83,84)/b29-5+	AWTIXUKUGKVRHD-IMUCOVGGSA-N	1250.616111			MMDBc0015305
BASm0016101	(+)-7-iso-jasmonic acid methyl ester	(+)-7-iso-jasmonic acid methyl ester is a jasmonate, a class of plant hormones involved in various physiological processes. There is limited literature available on this metabolite, indicating a need for further research to explore its biological significance and potential applications.		Expected Solid	CC\C=C/C[C@H]1[C@@H](CC(=O)OC)CCC1=O	C13H20O3	InChI=1S/C13H20O3/c1-3-4-5-6-11-10(7-8-12(11)14)9-13(15)16-2/h4-5,10-11H,3,6-9H2,1-2H3/b5-4-/t10-,11+/m1/s1	GEWDNTWNSAZUDX-KWKBKKAHSA-N	224.1412445			MMDBc0015311
BASm0016102	(-)-versicolamide B			Expected Solid	[H][C@@]12C[C@@]34CCCN3C(=O)[C@]1(C[C@@]1(C(O)=NC3=C1C=CC1=C3C=CC(C)(C)O1)C2(C)C)N=C4O	C26H29N3O4	InChI=1S/C26H29N3O4/c1-22(2)10-8-14-16(33-22)7-6-15-18(14)27-20(31)25(15)13-26-17(23(25,3)4)12-24(19(30)28-26)9-5-11-29(24)21(26)32/h6-8,10,17H,5,9,11-13H2,1-4H3,(H,27,31)(H,28,30)/t17-,24+,25+,26+/m0/s1	RNWRZMCJFWSZOX-LDFQAZLFSA-N	447.2158064			MMDBc0015312
BASm0016103	Anhydroisocochlioquinone A	Anhydroisocochlioquinone A is a member of the class of quinones. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@](C)(CC)[C@@]([H])(OC(C)=O)[C@@]([H])(C)C1=CC(=O)C2=C(O[C@]3(C)CC[C@@]4([H])O[C@]([H])(CC[C@]4(C)C3=C2)C(C)(C)O)C1=O	C30H42O7	InChI=1S/C30H42O7/c1-9-16(2)26(35-18(4)31)17(3)19-14-21(32)20-15-22-29(7)12-10-23(28(5,6)34)36-24(29)11-13-30(22,8)37-27(20)25(19)33/h14-17,23-24,26,34H,9-13H2,1-8H3/t16-,17-,23+,24+,26+,29+,30+/m0/s1	VJUNTOKUTJFPFE-NMBYGHSTSA-N	514.2930537			MMDBc0015335
BASm0016104	(1S,2S)-3-oxo-2-pentylcyclopentane-1-octanoic acid methyl ester	(1S,2S)-3-oxo-2-pentylcyclopentane-1-octanoic acid methyl ester is a cyclopentane derivative and belongs to the class of fatty acid esters. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and biological significance.		Expected Solid	[H][C@]1(CCCCCCCC(=O)OC)CCC(=O)[C@@]1([H])CCCCC	C19H34O3	InChI=1S/C19H34O3/c1-3-4-8-12-17-16(14-15-18(17)20)11-9-6-5-7-10-13-19(21)22-2/h16-17H,3-15H2,1-2H3/t16-,17-/m0/s1	BUIQBWUKJHFEOQ-IRXDYDNUSA-N	310.250795			MMDBc0015336
BASm0016105	Zafrin	Zafrin is a novel metabolite classified as a phenanthrenone, specifically identified as 4beta-methyl-5,6,7,8-tetrahydro-1(4beta-H)-phenanthrenone. It was isolated from a crude extract of the marine bacterium Pseudomonas stutzeri (PMID:18093138). This compound exhibits significant antibacterial properties, demonstrating strong activity against both Gram-positive and Gram-negative bacteria, including human pathogens such as Staphylococcus aureus and Salmonella typhi (PMID:18093138). However, it does not inhibit the growth of eukaryotic organisms like Candida albicans and Schizosaccharomyces pombe (PMID:18093138). The chemical diversity of bioactive substances from marine Pseudomonas includes zafrin among other compounds such as pyroles and phenazines (PMID:19582493). Zafrin's potential therapeutic applications are supported by various studies highlighting its antibacterial efficacy (PMID:40892842, PMID:39282168, PMID:34605479). As research continues, zafrin may provide insights into novel antibacterial agents derived from marine sources, contributing to the understanding of microbial interactions and the development of new treatments against resistant bacterial strains.		Expected Solid	C[C@]12CCCCC1=CC=C1C(=O)C=CC=C21	C15H16O	InChI=1S/C15H16O/c1-15-10-3-2-5-11(15)8-9-12-13(15)6-4-7-14(12)16/h4,6-9H,2-3,5,10H2,1H3/t15-/m0/s1	AHCCSFZXRLQQHD-HNNXBMFYSA-N	212.1201151			MMDBc0015338
BASm0016106	Thermoplasmaquinone-7	Thermoplasmaquinone-7 is a methylmenaquinone-7, classified as a naphthoquinone, which plays a crucial role in the electron transport processes of certain organisms, particularly in the plasma membrane of Entamoeba histolytica trophozoites. This metabolite is involved in transplasma membrane electron transport, acting as a lipid shuttle that facilitates electron transfer between cytosolic reductants and non-permeable electron acceptors (PMID:21523408). Its structural elucidation has revealed its distinct properties compared to ubiquinones, which are unable to restore electron transport activity once thermoplasmaquinone-7 is destroyed by UV irradiation (PMID:21523408). The ability to recover lost activity with the addition of thermoplasmaquinone-7 underscores its essential role in maintaining plasma membrane function (PMID:21523408). Notably, this compound differs from similar molecules found in mammalian hosts, suggesting that it could serve as a novel target for future rational chemotherapeutic drug design aimed at treating infections caused by this parasite (PMID:21523408).		Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=C(C)C(=O)C2=C(C)C=CC=C2C1=O)=C(\C)CCC=C(C)C	C47H66O2	InChI=1S/C47H66O2/c1-34(2)18-11-19-35(3)20-12-21-36(4)22-13-23-37(5)24-14-25-38(6)26-15-27-39(7)28-16-29-40(8)32-33-43-42(10)46(48)45-41(9)30-17-31-44(45)47(43)49/h17-18,20,22,24,26,28,30-32H,11-16,19,21,23,25,27,29,33H2,1-10H3/b35-20+,36-22+,37-24+,38-26+,39-28+,40-32+	PSTBTGWGIRVMGP-LJWNYQGCSA-N	662.5062814			MMDBc0015352
BASm0016107	Versicotide A	Versicotide A is a secondary metabolite belonging to the class of polyketides. This compound has garnered attention in the field of organic chemistry due to its structural complexity and potential biological activities. Recent research has successfully achieved the first total synthesis of versicotide A, along with its analogs versicotide B and C, demonstrating the feasibility of producing these compounds in a laboratory setting (PMID:35519702). The synthesis of versicotide A not only provides insights into its chemical properties but also paves the way for further exploration of its biological functions. Polyketides, like versicotide A, are known for their diverse range of bioactivities, including antimicrobial and anticancer properties, making them valuable targets for drug discovery. Understanding the chemical structure and synthesis pathways of versicotide A could lead to the development of novel therapeutic agents. As research progresses, the biological implications of versicotide A and its derivatives will likely be elucidated, enhancing our understanding of their role in natural product chemistry and potential applications in medicine.		Expected Solid	[H][C@@]1(C)N=C(O)C2=CC=CC=C2N=C(O)[C@]([H])(C)N(C)C(=O)C2=CC=CC=C2N=C(O)[C@]([H])(C)N(C)C1=O	C25H29N5O5	InChI=1S/C25H29N5O5/c1-14-24(34)29(4)15(2)21(31)28-20-13-9-7-11-18(20)25(35)30(5)16(3)22(32)27-19-12-8-6-10-17(19)23(33)26-14/h6-16H,1-5H3,(H,26,33)(H,27,32)(H,28,31)/t14-,15-,16-/m0/s1	SRHCZSHNDDEHKH-JYJNAYRXSA-N	479.2168691			MMDBc0015357
BASm0016108	Tenuifolioside B	Tenuifolioside B is a flavonoid glycoside. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential biological activities.		Expected Solid	[H][C@@](O)(CCC(C)C)C(C)(O)[C@@]1([H])CC[C@@]2(O)[C@]3([H])CC(=O)[C@@]4([H])C[C@]([H])(CC[C@]4(C)[C@@]3([H])CC[C@]12C)O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@@]([H])(O)[C@@]1([H])O	C33H56O10	InChI=1S/C33H56O10/c1-17(2)6-7-25(36)32(5,40)24-10-13-33(41)20-15-22(35)21-14-18(8-11-30(21,3)19(20)9-12-31(24,33)4)42-29-28(39)27(38)26(37)23(16-34)43-29/h17-21,23-29,34,36-41H,6-16H2,1-5H3/t18-,19-,20+,21+,23+,24-,25+,26+,27+,28+,29+,30+,31+,32?,33+/m0/s1	KTYXGLHTBUYJCL-OSAVQHGPSA-N	612.387348			MMDBc0015361
BASm0016109	Notoamide U			Expected Solid	[H][C@]12CC34CCCN3C(=O)C1(C[C@]1(O)C3=C(C5=C(OC(C)(C)C=C5)C=C3)N(=O)=C1C2(C)C)N=C4O	C26H29N3O5	InChI=1S/C26H29N3O5/c1-22(2)10-8-14-16(34-22)7-6-15-18(14)29(33)19-23(3,4)17-12-24-9-5-11-28(24)21(31)25(17,27-20(24)30)13-26(15,19)32/h6-8,10,17,32H,5,9,11-13H2,1-4H3,(H,27,30)/t17-,24?,25?,26+/m1/s1	QCZUWKYBDIHUEP-MRGNAFSRSA-N	463.210721			MMDBc0015362
BASm0016110	5α,8α-Epidioxycholesta-6,9(11),22-trien-3β-ol	5α,8α-Epidioxycholesta-6,9(11),22-trien-3β-ol is a sterol, specifically a type of cholesterol derivative. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(CC(C)C)=C(\[H])[C@@]([H])(C)[C@@]1([H])CC[C@]2([H])[C@]1(C)CC=C1[C@@]3(C)CC[C@]([H])(O)C[C@@]33OO[C@@]21C=C3	C27H40O3	InChI=1S/C27H40O3/c1-18(2)7-6-8-19(3)21-9-10-22-24(21,4)13-12-23-25(5)14-11-20(28)17-26(25)15-16-27(22,23)30-29-26/h6,8,12,15-16,18-22,28H,7,9-11,13-14,17H2,1-5H3/b8-6+/t19-,20+,21-,22-,24-,25-,26-,27+/m1/s1	CAUMZAZCOGASOU-LRCFNPBWSA-N	412.2977451			MMDBc0015388
BASm0016111	2-amino-5-chloro-5-hexenoic acid	2-amino-5-chloro-5-hexenoic acid is a non-proteinogenic amino acid. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	NC(CCC(Cl)=C)C(O)=O	C6H10ClNO2	InChI=1S/C6H10ClNO2/c1-4(7)2-3-5(8)6(9)10/h5H,1-3,8H2,(H,9,10)	IFFHOISHOWGDDA-UHFFFAOYSA-N	163.0400063			MMDBc0015408
BASm0016112	Pantocin A	Pantocin A is a peptide-derived antibiotic belonging to the class of ribosomally synthesized and post-translationally modified peptides (RiPPs). This metabolite is produced by Pantoea species and plays a significant role in biological control, particularly against plant pathogens such as Erwinia amylovora. The biosynthesis of Pantocin A involves the enzyme PaaA, which catalyzes the transformation of glutamic acid residues into its bicyclic core structure (PMID:32109054). Studies indicate that Pantocin A exhibits a broad spectrum of antimicrobial activity, with its production linked to other metabolites like PNP-3, suggesting a complex interplay in the inhibition of various pathogens (PMID:32062363). Notably, the presence of Pantocin A has been confirmed through LC-MS/MS profiling, highlighting its significance among other bioactive compounds produced by different bacterial genera (PMID:40614942). Furthermore, research has demonstrated that mutants deficient in PNP-2 can still inhibit Erwinia amylovora, underscoring the importance of Pantocin A as a secondary antibiotic (PMID:32416447). Overall, Pantocin A represents a critical component of the antimicrobial arsenal of Pantoea, contributing to its ecological role in plant health.		Expected Solid	[H][C@@](CC(O)=N)(N=C(O)C1([H])C=CC2=CC[C@]([H])(N)C(=O)C12[H])C(O)=O	C14H17N3O5	InChI=1S/C14H17N3O5/c15-8-4-2-6-1-3-7(11(6)12(8)19)13(20)17-9(14(21)22)5-10(16)18/h1-3,7-9,11H,4-5,15H2,(H2,16,18)(H,17,20)(H,21,22)/t7?,8-,9-,11?/m0/s1	SOPAHPGXYDUTGN-QMFGVRBNSA-N	307.1168207			MMDBc0015409
BASm0016113	Yanuthone L	Yanuthone L is a flavonoid compound. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]12O[C@@]1(CC=C(C)CCC=C(C)CCC=C(C)CO)C(=O)C=C(C)[C@@]2([H])OC(C)=O	C24H34O5	InChI=1S/C24H34O5/c1-16(9-7-11-18(3)15-25)8-6-10-17(2)12-13-24-21(27)14-19(4)22(23(24)29-24)28-20(5)26/h8,11-12,14,22-23,25H,6-7,9-10,13,15H2,1-5H3/t22-,23-,24+/m1/s1	ULUIYCOUZXIMPX-SMIHKQSGSA-N	402.2406242			MMDBc0015423
BASm0016114	Streptosetin A	Streptosetin A is a novel secondary metabolite belonging to the class of polyketides, which are characterized by their complex structures and diverse biological activities. This compound was discovered through a bioassay-guided purification process from marine-derived actinomycetes, specifically identified using an HDAC-based yeast screening method (PMID:23167691). The identification of streptosetin A highlights the potential of marine microorganisms as a source of bioactive compounds, particularly in the context of cancer research, where histone deacetylase (HDAC) inhibitors are of significant interest. The unique chemical structure of streptosetin A may offer insights into its mechanism of action and therapeutic applications, warranting further investigation into its biological properties and potential utility in drug development. As research continues to explore the rich biodiversity of marine environments, compounds like streptosetin A could play a crucial role in the discovery of new therapeutic agents.		Expected Solid	[H][C@@]1(CC)CC(=O)[C@]2([H])[C@@]([H])(O)C(C)=CC[C@@]2([H])[C@]1(C)C(O)=C1C(=O)CN=C1O	C19H25NO5	InChI=1S/C19H25NO5/c1-4-10-7-12(21)14-11(6-5-9(2)16(14)23)19(10,3)17(24)15-13(22)8-20-18(15)25/h5,10-11,14,16,23-24H,4,6-8H2,1-3H3,(H,20,25)/t10-,11-,14-,16+,19-/m1/s1	VHGTVBAZDFWWOL-XHKYUUOZSA-N	347.1732729			MMDBc0015424
BASm0016115	Zinnimide			Expected Solid	COC1=C(C)C(OCC=C(C)C)=CC2=C1C(=O)NC2=O	C15H17NO4	InChI=1S/C15H17NO4/c1-8(2)5-6-20-11-7-10-12(13(19-4)9(11)3)15(18)16-14(10)17/h5,7H,6H2,1-4H3,(H,16,17,18)	ZSSDQYBHZQJKGP-UHFFFAOYSA-N	275.115758			MMDBc0015433
BASm0016116	Asperugin	Asperugin is a secondary metabolite belonging to the chemical class of azaphilones, produced by the fungus Aspergillus rugulosus. This compound has garnered attention in the field of natural product chemistry due to its structural analogues and potential biological activities. A chemical study of secondary metabolites from NBERC_28952 led to the isolation of three new asperugin analogues, Aspersparin A-C (2-4), alongside a new azaphilone derivative, Aspersparin D (5), and two known compounds, including Asperugin B (1) and sydonic acid (6) (PMID:36616333). Furthermore, research into the syntheses and antimicrobial activities of fomecins A and B, asperugin, and related compounds highlights its relevance in the study of antimicrobial agents (PMID:7139828). The biological significance of asperugin is underscored by its origin as a metabolic product of Aspergillus rugulosus, suggesting a role in the ecological interactions of this fungal species (PMID:5891945). Overall, asperugin represents an intriguing subject for further investigation within the realms of chemistry and microbiology, particularly concerning its potential applications in pharmaceuticals.		Expected Solid	[H]\C(CC\C(C)=C(/[H])COC1=C(OC)C=C(C=O)C(C=O)=C1O)=C(\C)CCC=C(C)C	C24H32O5	InChI=1S/C24H32O5/c1-17(2)8-6-9-18(3)10-7-11-19(4)12-13-29-24-22(28-5)14-20(15-25)21(16-26)23(24)27/h8,10,12,14-16,27H,6-7,9,11,13H2,1-5H3/b18-10+,19-12+	HWVGIDRLIKEBPS-UBIAKTOFSA-N	400.2249741			MMDBc0015453
BASm0016117	Deoxyakanthomycin	Deoxyakanthomycin is a pyridone natural product belonging to the class of metabolites. This compound features an intricate structure characterized by a 7-membered carbocycle that contains five stereocenters, including one quaternary center, highlighting its stereochemical complexity (PMID:35297629). Recent research has demonstrated a computation-driven approach to its synthesis, utilizing a one-step process derived from a biosynthetic precursor. This innovative synthesis is based on computational analysis that predicted a σ-bridged cation mediated cyclization mechanism, which is crucial for the formation of deoxyakanthomycin (PMID:35297629). The ability to synthesize this compound efficiently not only underscores its significance in natural product chemistry but also opens avenues for further exploration of its biological activities and potential applications in drug development.		Expected Solid	[H][C@@]1(C)C[C@]([H])(C)[C@@]([H])(C2=C(O)C=CN=C2O)[C@]([H])(C)[C@@](C)(O)C1	C16H25NO3	InChI=1S/C16H25NO3/c1-9-7-10(2)13(11(3)16(4,20)8-9)14-12(18)5-6-17-15(14)19/h5-6,9-11,13,20H,7-8H2,1-4H3,(H2,17,18,19)/t9-,10+,11+,13-,16+/m1/s1	QLTWQIOYJXJUJH-WFEKMPBRSA-N	279.1834437			MMDBc0015454
BASm0016118	Enniatin D			Expected Solid	CC(C)CC1N(C)C(=O)C(OC(=O)C(C(C)C)N(C)C(=O)C(OC(=O)C(C(C)C)N(C)C(=O)C(OC1=O)C(C)C)C(C)C)C(C)C	C34H59N3O9	InChI=1S/C34H59N3O9/c1-17(2)16-23-32(41)44-27(21(9)10)30(39)36(14)25(19(5)6)34(43)46-28(22(11)12)31(40)37(15)24(18(3)4)33(42)45-26(20(7)8)29(38)35(23)13/h17-28H,16H2,1-15H3	PKDCQKBQAKLZBD-UHFFFAOYSA-N	653.4251305			MMDBc0015461
BASm0016119	Lacticin 481	Lacticin 481 is a ribosomally synthesized and post-translationally modified peptide (RiPP) classified as a lantibiotic. This antimicrobial metabolite, produced by Lactococcus lactis, features distinctive lanthionine and methyllanthionine ring structures that are crucial for its antibacterial activity (PMID:39660664). The biosynthesis of lacticin 481 involves the enzyme LctM, which catalyzes the post-translational introduction of (methyl)lanthionines (PMID:39660664). Recent studies have shown that the enzyme SyncM can facilitate the production of active lacticin 481 by utilizing a designed hybrid leader peptide, allowing for the incorporation of both ornithine and (methyl)lanthionine at specific positions (PMID:39660664). Furthermore, the incorporation of ornithine may be limited by prior formation of lanthionine and methyllanthionine at certain sites (PMID:39660664). The antimicrobial efficacy of ornithine-containing lacticin 481 analogues has been assessed against Bacillus subtilis, highlighting its potential as a therapeutic agent (PMID:39660664). Lacticin 481's structural characteristics and biosynthetic pathways contribute to its classification alongside similar compounds, such as Pseudocin 196 (PMID:39106231).		Expected Solid	[H]C(C)=C1N=C(O)C(CC2=CC=CC=C2)N=C(O)C(N=C(O)C(CC2=CC=CC=C2)N=C(O)C(CCC(O)=N)N=C(O)C(CC2=CNC3=CC=CC=C23)N=C(O)C2CSCC(N=C(O)C(CSCC3N=C(O)C(N=C(O)C(N=C(O)C(CC4=CN=CN4)N=C(O)C(N=C(O)C(N=C(O)CN=C(O)C(CO)N=C(O)CN=C(O)CN=C(O)C(N)CCCCN)C(C)C)C(C)CC)C(C)SCC(N=C(O)C(CCC(O)=O)N=C(O)C(CC4=CN=CN4)N=C3O)C(O)=NC(CC(O)=N)C(O)=NC(CCSC)C(O)=NC(CC(O)=N)C(O)=N2)C(C)CC)N=C1O)C(O)=NC(CO)C(O)=O)C(C)C	C127H182N36O35S4	InChI=1S/C127H182N36O35S4/c1-12-63(8)101(161-123(193)99(61(4)5)159-97(171)51-138-105(175)85(52-164)141-96(170)50-136-95(169)49-137-104(174)72(129)30-23-24-37-128)124(194)152-82(43-70-48-134-60-140-70)116(186)163-103-65(10)202-58-91-121(191)150-83(44-93(131)167)113(183)145-77(36-38-199-11)109(179)149-84(45-94(132)168)114(184)155-87-54-200-55-88(119(189)153-86(53-165)127(197)198)156-120(190)89(56-201-57-90(158-125(195)102(64(9)13-2)162-126(103)196)118(188)148-81(42-69-47-133-59-139-69)112(182)144-76(108(178)157-91)33-35-98(172)173)154-106(176)73(14-3)142-110(180)78(39-66-25-17-15-18-26-66)151-122(192)100(62(6)7)160-115(185)79(40-67-27-19-16-20-28-67)146-107(177)75(32-34-92(130)166)143-111(181)80(147-117(87)187)41-68-46-135-74-31-22-21-29-71(68)74/h14-22,25-29,31,46-48,59-65,72,75-91,99-103,135,164-165H,12-13,23-24,30,32-45,49-58,128-129H2,1-11H3,(H2,130,166)(H2,131,167)(H2,132,168)(H,133,139)(H,134,140)(H,136,169)(H,137,174)(H,138,175)(H,141,170)(H,142,180)(H,143,181)(H,144,182)(H,145,183)(H,146,177)(H,147,187)(H,148,188)(H,149,179)(H,150,191)(H,151,192)(H,152,194)(H,153,189)(H,154,176)(H,155,184)(H,156,190)(H,157,178)(H,158,195)(H,159,171)(H,160,185)(H,161,193)(H,162,196)(H,163,186)(H,172,173)(H,197,198)/b73-14+	VIEVUPYQRUJFFA-YDERHARQSA-N	2899.245116			MMDBc0015469
BASm0016120	(1S,2S)-3-oxo-2-pentylcyclopentane-1-hexanoic acid	(1S,2S)-3-oxo-2-pentylcyclopentane-1-hexanoic acid is a cyclopentanecarboxylic acid derivative. There is little literature available on this metabolite, indicating that it may not be widely studied or characterized in the current biomedical research landscape.		Expected Solid	[H][C@]1(CCCCCC(O)=O)CCC(=O)[C@@]1([H])CCCCC	C16H28O3	InChI=1S/C16H28O3/c1-2-3-5-9-14-13(11-12-15(14)17)8-6-4-7-10-16(18)19/h13-14H,2-12H2,1H3,(H,18,19)/t13-,14-/m0/s1	MTWJEFNRVOYKJI-KBPBESRZSA-N	268.2038448			MMDBc0015522
BASm0016121	Cyclo(D-Tyr- L-Leu)	Cyclo(D-Tyr- L-Leu) is a cyclic dipeptide, a class of compounds formed by the condensation of two amino acids. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@]1(CC(C)C)N=C(O)[C@@]([H])(CC2=CC=C(O)C=C2)N=C1O	C15H20N2O3	InChI=1S/C15H20N2O3/c1-9(2)7-12-14(19)17-13(15(20)16-12)8-10-3-5-11(18)6-4-10/h3-6,9,12-13,18H,7-8H2,1-2H3,(H,16,20)(H,17,19)/t12-,13+/m0/s1	GENSLUDVKWKQMX-QWHCGFSZSA-N	276.1473925			MMDBc0015551
BASm0016122	Andrimid	Andrimid is a polyketide-nonribosomal peptide hybrid product (PK-NRP) known for its significant antimicrobial properties. It is produced by the bacterium Erwinia persicina, which also synthesizes other secondary metabolites, including pink pigments and exopolysaccharides, and is capable of infecting various plant species (PMID:40092160). Andrimid exhibits potent inhibitory effects against several pathogenic bacteria, such as gram-positive Staphylococcus aureus and gram-negative Escherichia coli, Salmonella typhimurium, and Acinetobacter baumannii, although it shows no activity against Pseudomonas aeruginosa (PMID:39933728). The compound's mechanism of action involves the inhibition of fatty acid biosynthesis in bacteria (PMID:37749510). Moreover, research indicates that andrimid's production can be enhanced through fermentation optimization, highlighting its potential for medicinal applications and biofarming (PMID:37749510). Whole genome sequencing has revealed gene clusters associated with andrimid and other metabolites, suggesting its broader distribution among various bacterial genera (PMID:39640859, PMID:39206372). Given its promising applications, ongoing studies aim to increase the yield of andrimid to make it more economically viable for therapeutic use (PMID:37749510).		Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])C(O)=N[C@@]([H])(CC(O)=N[C@@]([H])(C(C)C)C(=O)[C@]1([H])C(=O)N=C(O)[C@@]1([H])C)C1=CC=CC=C1	C27H33N3O5	InChI=1S/C27H33N3O5/c1-5-6-7-8-12-15-21(31)28-20(19-13-10-9-11-14-19)16-22(32)29-24(17(2)3)25(33)23-18(4)26(34)30-27(23)35/h5-15,17-18,20,23-24H,16H2,1-4H3,(H,28,31)(H,29,32)(H,30,34,35)/b6-5+,8-7+,15-12+/t18-,20-,23+,24-/m0/s1	OHDXGZAYYBMHCY-QSUIEZAASA-N	479.2420212			MMDBc0015560
BASm0016123	Speradine F	Speradine F is a highly oxygenated indole alkaloid belonging to the chemical class of hexacyclic oxindole alkaloids. It features a unique 6/5/6/5/5/5 hexacyclic skeleton and has been isolated from fungal cultures, specifically from Penicillium palitans alongside its precursors β-cyclopiazonic acid and cyclopiazonic acid (PMID:37043818). Additionally, speradine F has been identified in the marine-derived fungus Aspergillus oryzae, where it was found alongside two novel tetracyclic oxindole alkaloids, speradines G and H (PMID:24966178). The biosynthesis of speradine F suggests the involvement of multiple nonenzymatic oxidation steps, highlighting its complex formation process (PMID:37043818). This compound's structural intricacies and biological origins underscore its significance in the study of fungal metabolites and their potential applications in pharmacology and biochemistry.		Expected Solid	CN1C2=CC=CC3CC4C(C)(C)N5C6C(O)(OC(C23)(C1=O)C46O)C(O)(C(C)=O)C5=O	C21H24N2O7	InChI=1S/C21H24N2O7/c1-9(24)18(27)15(25)23-14-19(28)12(17(23,2)3)8-10-6-5-7-11-13(10)20(19,16(26)22(11)4)30-21(14,18)29/h5-7,10,12-14,27-29H,8H2,1-4H3	GUZVDQAQJRGKEH-UHFFFAOYSA-N	416.1583511			MMDBc0015563
BASm0016124	Azanigerone F	Azanigerone F is a member of the chemical class of metabolites. There is limited literature available on Azanigerone F, and further research is needed to fully understand its properties and potential biological significance.		Expected Solid	CC(O)CC1=CC2=CC(=O)C(C)(OC(C)=O)C(=O)C2=CO1	C15H16O6	InChI=1S/C15H16O6/c1-8(16)4-11-5-10-6-13(18)15(3,21-9(2)17)14(19)12(10)7-20-11/h5-8,16H,4H2,1-3H3	BVMZQOLNAJZMBO-UHFFFAOYSA-N	292.0946882			MMDBc0015590
BASm0016125	Pheofungin A	Pheofungin A is a polyketide compound. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	CC1=CC(O)=C2NC3=C(SC2=C1)C1=C(OC3=O)C=C(O)C=C1C	C17H13NO4S	InChI=1S/C17H13NO4S/c1-7-3-10(20)14-12(4-7)23-16-13-8(2)5-9(19)6-11(13)22-17(21)15(16)18-14/h3-6,18-20H,1-2H3	UTPHJLRPCMSHGB-UHFFFAOYSA-N	327.0565291			MMDBc0015591
BASm0016126	Dysidphenol A	Dysidphenol A is a phenolic compound belonging to the chemical class of diphenols. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential biological effects.		Expected Solid	[H][C@]1(C)CC[C@]2([H])C(C)(C)CCC[C@@]2(C)[C@@]11CC2=C(O1)C(O)=CC(=C2)C(=O)OC	C23H32O4	InChI=1S/C23H32O4/c1-14-7-8-18-21(2,3)9-6-10-22(18,4)23(14)13-16-11-15(20(25)26-5)12-17(24)19(16)27-23/h11-12,14,18,24H,6-10,13H2,1-5H3/t14-,18+,22+,23+/m0/s1	DEEMHJXPOBTJEP-LAHPKLRZSA-N	372.2300595			MMDBc0015609
BASm0016127	Armochaetoglobin Q	Armochaetoglobin Q is a metabolite classified within the chemical class of hemoglobin derivatives. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid	[H][C@]12O[C@]1(C)[C@@]([H])(C)[C@@]1([H])[C@]([H])(CC3=CNC4=CC=CC=C34)N=C(O)[C@]11C3=CC=C(N3)C(=O)[C@@]([H])(C)C[C@@]([H])(C)CC=C[C@@]21[H]	C32H37N3O3	InChI=1S/C32H37N3O3/c1-17-8-7-10-22-29-31(4,38-29)19(3)27-25(15-20-16-33-23-11-6-5-9-21(20)23)35-30(37)32(22,27)26-13-12-24(34-26)28(36)18(2)14-17/h5-7,9-13,16-19,22,25,27,29,33-34H,8,14-15H2,1-4H3,(H,35,37)/t17-,18-,19-,22-,25-,27-,29+,31+,32+/m0/s1	VZGSTMNMTIQFGF-JZYMYKPVSA-N	511.2834921			MMDBc0015613
BASm0016128	Tryptoquivaline	Tryptoquivaline is a member of the chemical class of alkaloids, specifically categorized as a highly toxic metabolite initially isolated from the fungus Aspergillus clavatus. Its chemical structure includes an indolediketopiperazine framework, which is characteristic of tryptoquivaline derivatives. The relative and absolute configurations of these compounds have been elucidated through techniques such as NMR spectroscopy and ECD calculations (PMID:38289330). Tryptoquivaline and its derivatives are involved in various biochemical pathways, particularly in the biosynthesis of complex alkaloids. For instance, the identification of tryptoquivaline-related alkaloids, along with polyketides, was achieved through a detailed UPLC MS qTOF investigation of Aspergillus fumigatus extracts (PMID:37999234). Additionally, new derivatives such as 12S-deoxynortryptoquivaline have been isolated from marine-derived fungi, highlighting the diverse chemical landscape of this compound class (PMID:38289330). Furthermore, compounds like tryptoquivaline Y have also been purified from other fungal strains, indicating the widespread occurrence and potential for further exploration of these metabolites in various fungal species (PMID:34434921).		Expected Solid	[H][C@](OC(C)=O)(C(C)C)C1=NC2=CC=CC=C2C(=O)N1[C@]1([H])C[C@]2(OC1=O)C1=CC=CC=C1N1C(=O)C(C)(C)N(O)[C@@]21[H]	C29H30N4O7	InChI=1S/C29H30N4O7/c1-15(2)22(39-16(3)34)23-30-19-12-8-6-10-17(19)24(35)31(23)21-14-29(40-25(21)36)18-11-7-9-13-20(18)32-26(29)33(38)28(4,5)27(32)37/h6-13,15,21-22,26,38H,14H2,1-5H3/t21-,22+,26+,29+/m1/s1	CYNVLFGDEQQUPE-LDWWEUSWSA-N	546.2114493			MMDBc0015620
BASm0016129	Versicoloritide A	Versicoloritide A is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating a need for further research to understand its properties and potential applications.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(CC1=CC=CC=C1)N=C(O)[C@]1([H])CCCN1C(=O)[C@]([H])(CC1=CC=CC=C1)N=C(O)[C@]([H])(C)N=C2O	C31H37N5O5	InChI=1S/C31H37N5O5/c1-20-27(37)33-23(18-21-10-4-2-5-11-21)30(40)36-17-9-15-26(36)29(39)34-24(19-22-12-6-3-7-13-22)31(41)35-16-8-14-25(35)28(38)32-20/h2-7,10-13,20,23-26H,8-9,14-19H2,1H3,(H,32,38)(H,33,37)(H,34,39)/t20-,23-,24-,25-,26-/m0/s1	WEORCYBDFCLEEX-REVLRCOSSA-N	559.2794693			MMDBc0015625
BASm0016130	Sequoiatone A	Sequoiatone A is a polyketide metabolite described in biomedical literature. It was isolated from the fungus Penicillium sp., alongside other polyketides such as leptosphaerone C, penicillenone, arugosin I, and 9-demethyl FR-901235, as well as five known compounds including bacillosporin A, bacillosporin C, and sequoiamonascin D (PMID:18067932). Polyketides are a diverse class of natural products with significant pharmacological properties, often exhibiting antimicrobial, antifungal, and anticancer activities. The unique structural features of sequoiatone A contribute to its biological activity, making it a compound of interest for further research in medicinal chemistry and natural product discovery. Understanding the biosynthetic pathways and biological roles of such metabolites can provide insights into their potential applications in therapeutics and agriculture.		Expected Solid	[H][C@](C)(CCCCCC)C(=O)C1=C2C(C(=O)OC)=C3C=C(C)OC[C@@]3([H])[C@]2(C)OC1=O	C23H30O6	InChI=1S/C23H30O6/c1-6-7-8-9-10-13(2)20(24)18-19-17(21(25)27-5)15-11-14(3)28-12-16(15)23(19,4)29-22(18)26/h11,13,16H,6-10,12H2,1-5H3/t13-,16+,23-/m0/s1	UMDDQZKJZQPILY-LZDDTZTRSA-N	402.2042387			MMDBc0015627
BASm0016131	Vibrindole A	Vibrindole A is a bis(indolyl)methane derivative belonging to the class of indole alkaloids. This compound has garnered attention in the field of natural product chemistry due to its synthesis and potential biological activities. Various synthetic methodologies have been developed to access vibrindole A, including a protocol that highlights its utility in producing biologically active compounds alongside others like arundine and turbomycin B (PMID:38214898). The synthesis of vibrindole A has been achieved through innovative Friedel-Crafts reactions, utilizing halogen bond donors to facilitate the formation of bis(indolyl)methanes from indoles and aldehydes (PMID:31668078). Its structure has been confirmed through single crystal X-ray diffraction analysis (PMID:26120289). Additionally, vibrindole A has been implicated in exhibiting cytotoxic activity, indicating its potential as a lead compound in drug discovery (PMID:20431617). The exploration of vibrindole A and its derivatives continues to be an area of interest, particularly for their relevance in developing anti-inflammatory agents and other therapeutic applications (PMID:35060647).		Expected Solid	CC(C1=CNC2=CC=CC=C12)C1=CNC2=CC=CC=C12	C18H16N2	InChI=1S/C18H16N2/c1-12(15-10-19-17-8-4-2-6-13(15)17)16-11-20-18-9-5-3-7-14(16)18/h2-12,19-20H,1H3	WOJBBIJJRKFKOJ-UHFFFAOYSA-N	260.1313485			MMDBc0015629
BASm0016132	Cotteslosin A	Cotteslosin A is a metabolite classified within the chemical class of natural products. It has been identified in the context of research involving the isolation of various metabolites from natural sources. Specifically, Cotteslosin A was reported alongside other compounds, such as lodopyridones A-C and lodopyridones D-G, as part of a study that utilized CNQ-490 to yield these new natural products (PMID:36714927). While the primary focus of the literature is on the chemistry and structural characterization of these compounds, the biological implications of Cotteslosin A and its potential applications in pharmacology remain areas of interest for further exploration. The discovery of Cotteslosin A contributes to the growing body of knowledge regarding natural metabolites and their roles in biological systems, highlighting the importance of natural product chemistry in drug discovery and development.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(CC1=CC=C(O)C=C1)N=C(O)[C@]([H])(CC1=CC=C(O)C=C1)N(C)C(=O)[C@@]([H])(N=C(O)[C@@]([H])(N=C2O)C(C)C)C(C)C	C34H45N5O7	InChI=1S/C34H45N5O7/c1-19(2)28-32(44)37-29(20(3)4)34(46)38(5)27(18-22-10-14-24(41)15-11-22)31(43)35-25(17-21-8-12-23(40)13-9-21)33(45)39-16-6-7-26(39)30(42)36-28/h8-15,19-20,25-29,40-41H,6-7,16-18H2,1-5H3,(H,35,43)(H,36,42)(H,37,44)/t25-,26-,27-,28-,29-/m0/s1	VADXJHCQZHEEOX-ZIUUJSQJSA-N	635.3318988			MMDBc0015654
BASm0016133	Fumonisin C3	Fumonisin C3 is a member of the fumonisin chemical class, which consists of mycotoxins produced by certain species of the Fusarium fungus, notably Fusarium oxysporum. This metabolite has been identified in various agricultural products, including corn and wheat, where it can co-occur with other fumonisins such as fumonisin C1 and C4. The prevalence of fumonisin C3 in moldy corn was reported to be 11%, indicating its relatively lower occurrence compared to fumonisin C1 and C4, which were found at 71% and 43%, respectively (PMID:10049903). Fumonisin C3, along with hydroxylated fumonisin C1, was isolated from wheat cultures of Fusarium oxysporum, highlighting its production in specific fungal environments (PMID:8946739). The biological significance of fumonisin C3, like other fumonisins, may relate to its potential toxicity and role in plant-pathogen interactions, although detailed biological effects require further investigation. Understanding the chemistry and occurrence of fumonisin C3 is crucial for assessing its impact on food safety and public health.		Expected Solid	CCCCC(C)C(OC(=O)CC(CC(O)=O)C(O)=O)C(CC(C)CC(O)CCCCCCC(O)CN)OC(=O)CC(CC(O)=O)C(O)=O	C33H57NO14	InChI=1S/C33H57NO14/c1-4-5-10-21(3)31(48-30(42)18-23(33(45)46)16-28(39)40)26(47-29(41)17-22(32(43)44)15-27(37)38)14-20(2)13-24(35)11-8-6-7-9-12-25(36)19-34/h20-26,31,35-36H,4-19,34H2,1-3H3,(H,37,38)(H,39,40)(H,43,44)(H,45,46)	LTKGSCNZLUASHU-UHFFFAOYSA-N	691.3779055			MMDBc0015663
BASm0016134	Iso-α-cyclopiazonic acid	Iso-α-cyclopiazonic acid is a mycotoxin belonging to the class of cyclopiazonic acids. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and implications.		Expected Solid	[H][C@@]12CC3=C4C(NC=C4[C@]1([H])[C@@]1([H])N(C(=O)C(C(C)=O)=C1O)C2(C)C)=CC=C3	C20H20N2O3	InChI=1S/C20H20N2O3/c1-9(23)14-18(24)17-16-11-8-21-13-6-4-5-10(15(11)13)7-12(16)20(2,3)22(17)19(14)25/h4-6,8,12,16-17,21,24H,7H2,1-3H3/t12-,16+,17-/m1/s1	SZINUGQCTHLQAZ-OAUYIBNBSA-N	336.1473925			MMDBc0015664
BASm0016135	Asperfumigatin	Asperfumigatin is a metabolite belonging to the class of secondary metabolites produced by fungi. This compound has been identified in studies involving the marine-derived fungus Aspergillus fumigatus, which is known for its diverse metabolic capabilities. In one study, six new compounds, including asperfumigatin, were isolated from this fungus, highlighting its potential as a source of novel bioactive metabolites (PMID:35621953). Another investigation reported the extraction of asperfumigatin alongside other new metabolites from the culture of Aspergillus fumigatus, which was sourced from the endophytic fungus of the Chinese liverwort Heteroscyphus tener (PMID:26363876). The biosynthesis of such metabolites is of interest due to their potential pharmacological applications, which may include antimicrobial or other therapeutic properties. The study of asperfumigatin and related compounds contributes to our understanding of fungal metabolism and the ecological roles these metabolites may play in their natural environments. Further research into the biological activities and mechanisms of action of asperfumigatin could unveil new avenues for drug discovery and development.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@@]1(O)N(C2=O)[C@]([H])(C2=C(C3=C(C=C(OC)C=C3)N2C(=O)C=C(C)C)[C@]1([H])O)C(C)(C)O	C26H31N3O7	InChI=1S/C26H31N3O7/c1-13(2)11-18(30)28-17-12-14(36-5)8-9-15(17)19-20(28)21(25(3,4)34)29-23(32)16-7-6-10-27(16)24(33)26(29,35)22(19)31/h8-9,11-12,16,21-22,31,34-35H,6-7,10H2,1-5H3/t16-,21+,22-,26+/m0/s1	RSHXVOKGTKPYNS-VWXOGXHKSA-N	497.2162004			MMDBc0015665
BASm0016136	Colletoic acid	Colletoic acid is a natural product belonging to the class of sesquiterpenes. It has garnered attention in both synthetic chemistry and pharmacology due to its role as a selective inhibitor of 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1), an enzyme that converts cortisone to the active glucocorticoid cortisol (PMID:31294974). The compound has been synthesized through various methods, including a catalytic asymmetric spirocyclizing Diels-Alder reaction, which allows for the creation of complex molecular structures featuring quaternary stereogenic spirocenters (PMID:35389217). The total synthesis of (+)-colletoic acid has been reported as a potent 11β-HSD1 inhibitor, demonstrating significant biological activity (PMID:26820555; PMID:24175735). Additionally, the exploration of colletoic acid core derivatives has shown modest activity against 11β-HSD1, indicating potential for further biological evaluation and therapeutic applications (PMID:26820555). Overall, colletoic acid represents a valuable compound in medicinal chemistry, with implications for the treatment of conditions influenced by glucocorticoid metabolism.		Expected Solid	[H][C@]1(CC[C@]([H])(C(O)=O)[C@]11CC=C(C)[C@@]([H])(O)C1)C(C)C	C15H24O3	InChI=1S/C15H24O3/c1-9(2)11-4-5-12(14(17)18)15(11)7-6-10(3)13(16)8-15/h6,9,11-13,16H,4-5,7-8H2,1-3H3,(H,17,18)/t11-,12+,13-,15-/m0/s1	ZIOMQRRFPWLXDN-XFMPKHEZSA-N	252.1725446			MMDBc0015666
BASm0016137	Pestaloficiol W	Pestaloficiol W is a polyketide compound. There is limited literature available on this metabolite, indicating a need for further research to better understand its properties and potential applications.		Expected Solid	[H][C@]12O[C@@]1([H])[C@]([H])(O)C(=C[C@]2([H])O)C#CC(C)=O	C10H10O4	InChI=1S/C10H10O4/c1-5(11)2-3-6-4-7(12)9-10(14-9)8(6)13/h4,7-10,12-13H,1H3/t7-,8+,9+,10-/m0/s1	WAMLPDYUAZSUNU-JLIMGVALSA-N	194.0579088			MMDBc0015675
BASm0016138	Cyclo(D-Arg-L-Pro)	Cyclo(D-Arg-L-Pro) is a cyclic dipeptide, a class of compounds formed by the condensation of two amino acids. There is limited literature available on this metabolite, indicating that its biological significance and potential applications remain largely unexplored.		Expected Solid	[H][C@]12CCCN1C(=O)[C@]([H])(CCCNC(N)=N)N=C2O	C11H19N5O2	InChI=1S/C11H19N5O2/c12-11(13)14-5-1-3-7-10(18)16-6-2-4-8(16)9(17)15-7/h7-8H,1-6H2,(H,15,17)(H4,12,13,14)/t7-,8+/m0/s1	ZRJHYOXNWCMGMW-JGVFFNPUSA-N	253.1538749			MMDBc0015705
BASm0016139	Brevianamide U	Brevianamide U is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H]\C(C1=C(NC2=CC=CC=C12)C(C)(C)C=C)=C1\N=C(O)C2(O)C(O)CCN2C1=O	C21H23N3O4	InChI=1S/C21H23N3O4/c1-4-20(2,3)17-13(12-7-5-6-8-14(12)22-17)11-15-18(26)24-10-9-16(25)21(24,28)19(27)23-15/h4-8,11,16,22,25,28H,1,9-10H2,2-3H3,(H,23,27)/b15-11-	LCBNOKFBMBJQFX-PTNGSMBKSA-N	381.1688562			MMDBc0015709
BASm0016140	Pseurotin A1	Pseurotin A1 is a secondary metabolite belonging to the class of polyketides. It is produced by certain species of the fungus Aspergillus, where its biosynthesis can be influenced by various environmental factors. For instance, studies have shown that the presence of ACM-4616 enhances the biosynthesis of pseurotin A, along with the activation of pseurotin A1 and pseurotin A2 production (PMID:25379339). This indicates that pseurotin A1 may play a role in the fungal response to specific stimuli, potentially contributing to its survival and adaptability in various environments. The chemical structure of pseurotin A1, like other polyketides, suggests it may have bioactive properties, although further research is needed to fully elucidate its biological functions and potential applications in medicine or agriculture. Overall, pseurotin A1 represents an interesting subject of study within the field of natural products chemistry and fungal biology.		Expected Solid	[H][C@](O)(C=CCC)[C@]([H])(O)C1=C(C)C(=O)[C@]2(O1)C(O)=N[C@@](OC)(C(=O)C1=CC=CC=C1)[C@@]2([H])O	C22H25NO8	InChI=1S/C22H25NO8/c1-4-5-11-14(24)15(25)16-12(2)17(26)21(31-16)19(28)22(30-3,23-20(21)29)18(27)13-9-7-6-8-10-13/h5-11,14-15,19,24-25,28H,4H2,1-3H3,(H,23,29)/t14-,15-,19-,21+,22+/m0/s1	SLYDIPAXCVVRNY-DMSUYQCJSA-N	431.1580168			MMDBc0015713
BASm0016141	Mathemycin A	Mathemycin A is a novel antifungal macrolactone belonging to the class of polyketides, specifically derived from Actinomycete species. This compound has garnered attention in the field of microbiology due to its potential therapeutic applications against fungal infections. The unique structure of Mathemycin A, characterized by its macrolactone ring, contributes to its biological activity, which has been demonstrated in various studies. Notably, it has shown promising antifungal properties, making it a candidate for further investigation in the development of antifungal agents. The discovery of Mathemycin A highlights the importance of Actinomycetes as a source of bioactive natural products, which continue to play a crucial role in the search for new pharmaceuticals. The significance of this compound is underscored by its identification in multiple studies, including those that describe its antifungal capabilities (PMID:9711222, PMID:9711221). As research progresses, Mathemycin A may offer new insights into effective treatments for fungal infections, addressing a critical need in the medical field.		Expected Solid	CC(CCCCCCN)CC(C)C1OC(=O)CCC(C)C(O)CCC=CC(C)C(O)C(C)=CC(C)C(O)C(C)=CC(OC2OC(CO)C(O)C(O)C2O)C(O)C(C)C(O)CC(O)CC(O)C(C)C(O)CC(O)CC(O)C(C)C(O)CC(O)CC(OC2OC(C)C(O)C(N)C2O)C1C	C71H132N2O24	InChI=1S/C71H132N2O24/c1-35(19-15-13-14-18-24-72)25-41(7)69-45(11)56(94-70-66(90)60(73)64(88)46(12)93-70)33-49(77)32-54(82)43(9)52(80)29-47(75)28-51(79)42(8)53(81)30-48(76)31-55(83)44(10)63(87)57(95-71-68(92)67(91)65(89)58(34-74)96-71)27-40(6)62(86)39(5)26-38(4)61(85)37(3)20-16-17-21-50(78)36(2)22-23-59(84)97-69/h16,20,26-27,35-37,39,41-58,60-71,74-83,85-92H,13-15,17-19,21-25,28-34,72-73H2,1-12H3	GBOWXIISIICSRF-UHFFFAOYSA-N	1396.917003			MMDBc0015739
BASm0016142	Prenxanthone	Prenxanthone is a xanthone derivative belonging to the class of polyphenolic compounds. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(CC1=C(O)C2=C(OC3=CC(C)=CC(CO)=C3C2=O)C=C1)=C(/C)CO	C20H20O5	InChI=1S/C20H20O5/c1-11(9-21)3-4-13-5-6-15-18(19(13)23)20(24)17-14(10-22)7-12(2)8-16(17)25-15/h3,5-8,21-23H,4,9-10H2,1-2H3/b11-3-	JYCKCQUXMHGSKQ-JYOAFUTRSA-N	340.1310737			MMDBc0015740
BASm0016143	Amauromine			Expected Solid	[H][C@@]12C[C@]3(C4=CC=CC=C4N[C@@]3([H])N1C(=O)[C@]1([H])C[C@]3(C4=CC=CC=C4N[C@@]3([H])N1C2=O)C(C)(C)C=C)C(C)(C)C=C	C32H36N4O2	InChI=1S/C32H36N4O2/c1-7-29(3,4)31-17-23-25(37)36-24(26(38)35(23)27(31)33-21-15-11-9-13-19(21)31)18-32(30(5,6)8-2)20-14-10-12-16-22(20)34-28(32)36/h7-16,23-24,27-28,33-34H,1-2,17-18H2,3-6H3/t23-,24-,27-,28-,31+,32+/m0/s1	VKEAHNPKYMHYJJ-CBYNOBLXSA-N	508.2838264			MMDBc0015743
BASm0016144	Phenopyrrozin	Phenopyrrozin is a member of the pyrrolizine chemical class and is characterized as a metabolite with notable biological activity. It has been isolated from marine-derived fungi, specifically from the species Chromocleista sp. and Penicillium sp. The synthesis of phenopyrrozin can be achieved through a concise three-step process, highlighting its accessibility for research and potential applications (PMID:29206454). In a chemical investigation, phenopyrrozin was identified alongside other compounds, including p-hydroxyphenopyrrozin and diketopiperazines, demonstrating its occurrence in diverse fungal sources (PMID:16643030). The compound has been recognized for its radical scavenging properties, which are significant in mitigating oxidative stress, as evidenced by its ability to reduce chromosomal aberrations induced by paraquat and its IC50 value of 73 micrograms/ml against lipid peroxidation (PMID:8557596). The structure of phenopyrrozin has been elucidated as 5,6,7,7a-tetrahydro-2-hydroxy-1-phenyl-3H-pyrrolizin-3-one, further establishing its chemical identity and potential therapeutic relevance (PMID:8557596). Overall, phenopyrrozin represents a promising compound in the realm of natural products with antioxidant properties.		Expected Solid	OC1=C(C2CCCN2C1=O)C1=CC=CC=C1	C13H13NO2	InChI=1S/C13H13NO2/c15-12-11(9-5-2-1-3-6-9)10-7-4-8-14(10)13(12)16/h1-3,5-6,10,15H,4,7-8H2	APSZCQZJXWEGJS-UHFFFAOYSA-N	215.0946287			MMDBc0015746
BASm0016145	10-formamido-kalihinol F	10-formamido-kalihinol F is a member of the class of metabolites known as amides. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]1(CC[C@@](C)(O1)[C@@]1([H])CC[C@](C)(N=CO)[C@@]2([H])CC[C@@](C)(O)[C@]([H])(N=C)[C@]12[H])C(C)(C)N=C	C23H39N3O3	InChI=1S/C23H39N3O3/c1-20(2,25-7)17-10-13-23(5,29-17)16-8-11-21(3,26-14-27)15-9-12-22(4,28)19(24-6)18(15)16/h14-19,28H,6-13H2,1-5H3,(H,26,27)/t15-,16-,17-,18-,19+,21-,22+,23+/m0/s1	NJOQQBBIDBZRSL-DKNXKHEBSA-N	405.2991421			MMDBc0015747
BASm0016146	Annulostygilactone	Annulostygilactone is a natural product belonging to the class of lactones. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(CCCCCCCCCCCCCCCCCCCCCCCCCCC)CCC(=O)O1	C31H60O2	InChI=1S/C31H60O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-30-28-29-31(32)33-30/h30H,2-29H2,1H3/t30-/m1/s1	LYEZOYFGSGIXDZ-SSEXGKCCSA-N	464.4593312			MMDBc0015749
BASm0016147	FR252921	FR252921 is a macrocyclic polyene, specifically classified as a potent immunosuppressive agent. This compound has garnered attention for its unique mode of action and its potential applications in biomedical research. The synthesis of FR252921 has been explored through various methodologies, including a formal synthesis that emphasizes a ruthenium-catalyzed approach, which is noted for being step-economic and environmentally benign (PMID:35274951). Key features of its synthesis involve the preparation of a triene moiety followed by consecutive peptide couplings (PMID:35274951). Additionally, FR252921 is part of a family of related compounds, including FR252922 and FR256523, all recognized for their immunosuppressive properties (PMID:31436963). Enantioselective synthesis techniques have also been employed to construct specific segments of FR252921, highlighting the compound's complexity and the precision required in its synthesis (PMID:27818534). The development of concise and convergent synthetic routes has further facilitated the study of FR252921 and its analogues, underscoring its significance in the field of natural product chemistry (PMID:19219867).		Expected Solid	[H]\C(CCCCCCC)=C(\[H])/C(/[H])=C(\C)C1([H])CC(O)=NC[C@]([H])(O)[C@]([H])(C)C(O)=NCC\C([H])=C(\[H])/C(/[H])=C(/[H])\C(\[H])=C([H])/C(=O)O1	C29H44N2O5	InChI=1S/C29H44N2O5/c1-4-5-6-7-8-9-12-15-18-23(2)26-21-27(33)31-22-25(32)24(3)29(35)30-20-17-14-11-10-13-16-19-28(34)36-26/h10-16,18-19,24-26,32H,4-9,17,20-22H2,1-3H3,(H,30,35)(H,31,33)/b13-10-,14-11-,15-12+,19-16-,23-18+/t24-,25-,26?/m0/s1	BMWFPIGVZGRBAD-VRQYISITSA-N	500.3250225			MMDBc0015755
BASm0016148	Judeol			Expected Solid	CC1=CC(O)=C(O)C(O)=C1C(=O)OC1CC2(C)C3CC(C)(C)CC3C(O)C(CO)=C12	C23H30O7	InChI=1S/C23H30O7/c1-10-5-14(25)19(27)20(28)16(10)21(29)30-15-8-23(4)13-7-22(2,3)6-11(13)18(26)12(9-24)17(15)23/h5,11,13,15,18,24-28H,6-9H2,1-4H3	PTVABGVMGJFKGM-UHFFFAOYSA-N	418.1991533			MMDBc0015756
BASm0016149	Bamylocin A	Bamylocin A is a novel lipopeptide metabolite derived from Bacillus amyloliquefaciens LP03, characterized by its unique chemical structure and biological activities. This compound exhibits significant antagonistic properties, suggesting its potential as a biocontrol agent against various pathogens, as well as crude oil-emulsifying activity, indicating its utility in bioremediation processes (PMID:17530228). The structural analysis of bamylocin A has revealed its intricate molecular configuration, which contributes to its functional capabilities in both ecological and industrial applications (PMID:17530228). As a member of the lipopeptide class, bamylocin A showcases the diverse roles that secondary metabolites can play in microbial interactions and environmental sustainability.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(CC(C)C)N=C(O)[C@]([H])(CCSC)N=C(O)[C@]([H])(CC(C)C)N=C(O)[C@]([H])(CCC(O)=O)N=C(O)CC([H])(CCCCCCCCCC)OC(=O)[C@]([H])(CC(C)C)N=C(O)[C@@]([H])(CC(C)C)N=C2O	C52H91N7O11S	InChI=1S/C52H91N7O11S/c1-11-12-13-14-15-16-17-18-20-36-31-44(60)53-37(22-23-45(61)62)46(63)55-39(27-32(2)3)48(65)54-38(24-26-71-10)47(64)57-41(29-34(6)7)51(68)59-25-19-21-43(59)50(67)56-40(28-33(4)5)49(66)58-42(30-35(8)9)52(69)70-36/h32-43H,11-31H2,1-10H3,(H,53,60)(H,54,65)(H,55,63)(H,56,67)(H,57,64)(H,58,66)(H,61,62)/t36?,37-,38-,39-,40+,41-,42-,43-/m0/s1	FFMMZOOZDVHMHU-IXIQGXNKSA-N	1021.649728			MMDBc0015778
BASm0016150	Apratoxin F			Expected Solid	[H]\C1=C(C)\C(O)=N[C@@]([H])(CC2=CC=C(OC)C=C2)C(=O)N(C)[C@@]([H])(C)C(=O)N(C)[C@]([H])(C(=O)N(C)[C@@]([H])(C)C(=O)O[C@@]([H])(C[C@@]([H])(C)C[C@]([H])(O)[C@]([H])(C)C2=NC1([H])CS2)C(C)(C)C)[C@@]([H])(C)CC	C44H69N5O8S	InChI=1S/C44H69N5O8S/c1-15-26(3)37-42(54)48(12)30(7)43(55)57-36(44(8,9)10)21-25(2)20-35(50)28(5)39-45-32(24-58-39)22-27(4)38(51)46-34(23-31-16-18-33(56-14)19-17-31)41(53)47(11)29(6)40(52)49(37)13/h16-19,22,25-26,28-30,32,34-37,50H,15,20-21,23-24H2,1-14H3,(H,46,51)/b27-22-/t25-,26-,28-,29-,30-,32?,34-,35-,36-,37-/m0/s1	BAYCKSGCVUIVNR-MJEAVDSUSA-N	827.4866854			MMDBc0015781
BASm0016151	rel-(8S,19S)-19,20-dihydro-9,19,20-trihydroxy-8-methoxy-9-epi-fumitremorgin C	rel-(8S,19S)-19,20-dihydro-9,19,20-trihydroxy-8-methoxy-9-epi-fumitremorgin C is a member of the class of alkaloids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@](O)([C@@]1([H])N2C(=O)[C@@]3([H])CCCN3C(=O)[C@]2(O)[C@]([H])(OC)C2=C1NC1=C2C=CC(OC)=C1)C(C)(C)O	C23H29N3O7	InChI=1S/C23H29N3O7/c1-22(2,30)18(27)17-16-15(12-8-7-11(32-3)10-13(12)24-16)19(33-4)23(31)21(29)25-9-5-6-14(25)20(28)26(17)23/h7-8,10,14,17-19,24,27,30-31H,5-6,9H2,1-4H3/t14-,17+,18-,19-,23-/m1/s1	JTZDDPDEGUVQKP-HOKSWIGBSA-N	459.2005503			MMDBc0015787
BASm0016152	Penostatin A	Penostatin A is a member of the chemical class of secondary metabolites, specifically a type of polyketide derived from fungi. This compound has been isolated from the entomogenous fungus Isaria tenuipes during a search for new protein phosphatase inhibitors, indicating its potential biological significance in modulating enzymatic activity (PMID:24481115). The synthesis of related compounds, such as (+/-)-deoxypenostatin A, has been reported, showcasing the interest in the structural and functional aspects of this class of metabolites (PMID:11112568). Although efforts to elaborate intermediates into penostatin A have faced challenges due to the sensitivity of certain precursors, the ongoing research underscores the complexity and importance of these compounds in medicinal chemistry (PMID:11112568). Overall, penostatin A represents a fascinating area of study within natural products chemistry, with implications for drug discovery and the understanding of fungal metabolites in biological systems.		Expected Solid	[H]\C(CCCCCCC)=C(\[H])[C@]1([H])O[C@@]2([H])C(=O)C=C3C[C@]([H])(O)C[C@@]3([H])[C@]2([H])C=C1C	C22H32O3	InChI=1S/C22H32O3/c1-3-4-5-6-7-8-9-10-21-15(2)11-19-18-14-17(23)12-16(18)13-20(24)22(19)25-21/h9-11,13,17-19,21-23H,3-8,12,14H2,1-2H3/b10-9+/t17-,18+,19-,21-,22+/m0/s1	ONCGMAFAIBLDNP-GYGBFYAFSA-N	344.2351449			MMDBc0015788
BASm0016153	Pichiacin B	Pichiacin B is a flavonoid metabolite. There is limited literature available on this compound, indicating a need for further research to better understand its properties and potential applications.		Expected Solid	OCCCC(=O)OCCC1=CC=CC=C1	C12H16O3	InChI=1S/C12H16O3/c13-9-4-7-12(14)15-10-8-11-5-2-1-3-6-11/h1-3,5-6,13H,4,7-10H2	VZODPHWGQIWRCG-UHFFFAOYSA-N	208.1099444			MMDBc0015792
BASm0016154	Alterperylnol			Expected Solid	[H][C@]1(O)CC(=O)C2=C(O)C=CC3=C2[C@]1([H])[C@]1(O)C=CC(=O)C2=C(O)C=CC3=C12	C20H14O6	InChI=1S/C20H14O6/c21-10-3-1-8-9-2-4-11(22)17-12(23)5-6-20(26,18(9)17)19-14(25)7-13(24)16(10)15(8)19/h1-6,14,19,21-22,25-26H,7H2/t14-,19+,20-/m0/s1	MTOHOIPTYJIUCH-KPOBHBOGSA-N	350.0790382			MMDBc0015794
BASm0016155	Ergocladinine	Ergocladinine is a metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its properties and potential biological effects.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(CCSC)N1C(=O)[C@@](OC21O)(N=C(O)C1([H])CN(C)C2([H])CC3=CNC4=CC=CC(=C34)C2=C1)C(C)C	C31H39N5O5S	InChI=1S/C31H39N5O5S/c1-17(2)30(29(39)36-23(10-12-42-4)28(38)35-11-6-9-25(35)31(36,40)41-30)33-27(37)19-13-21-20-7-5-8-22-26(20)18(15-32-22)14-24(21)34(3)16-19/h5,7-8,13,15,17,19,23-25,32,40H,6,9-12,14,16H2,1-4H3,(H,33,37)/t19?,23-,24?,25-,30+,31?/m0/s1	KRNFNSQJJMDXAQ-AZIXNVGKSA-N	593.2671906			MMDBc0015808
BASm0016156	Asperic acid	Asperic acid is a secondary metabolite belonging to the class of organic acids. It has been identified in various fungal species, including marine-derived fungi and Aspergillus niger, where it is produced as part of metabolic pathways associated with secondary metabolism. Asperic acid has been isolated alongside other compounds such as hexylitaconic acid and malformin C, indicating its potential role in the complex biochemical interactions within these organisms (PMID:10650076). Additionally, it has demonstrated significant antifeedant activity, contributing to the ecological interactions of its producing organisms, as evidenced by studies showing antifeedant rates of 80% at certain concentrations (PMID:34786852). The structural elucidation of asperic acid has been documented, further enhancing the understanding of its chemical properties and potential applications (PMID:10650076). Furthermore, the isolation of asperic acid alongside novel derivatives such as aspericins A-C from Rhizopus sp. highlights its relevance in the study of fungal metabolites and their diverse biological activities (PMID:19937604).		Expected Solid	[H]\C(=C(\C)[C@]1([H])CC[C@](C)(O1)C([H])(C)O)C([H])(C)CC([H])(C)C(O)=O	C16H28O4	InChI=1S/C16H28O4/c1-10(9-12(3)15(18)19)8-11(2)14-6-7-16(5,20-14)13(4)17/h8,10,12-14,17H,6-7,9H2,1-5H3,(H,18,19)/b11-8+/t10?,12?,13?,14-,16-/m0/s1	BVFQDPRIMUDOQZ-MFJRGMGOSA-N	284.1987594			MMDBc0015828
BASm0016157	Anthcolorin F	Anthcolorin F is a flavonoid metabolite. There is little literature available on this compound, indicating a gap in research regarding its biological properties and potential applications.		Expected Solid	[H][C@](O)(CC[C@]1(C)[C@@]([H])(O)CC[C@]2(C)C(=C)[C@]([H])(C[C@]3([H])C(=O)N(C4=CC=CC=C34)C(C)(C)C=C)CC[C@@]12[H])C(C)(C)O	C33H49NO4	InChI=1S/C33H49NO4/c1-9-30(3,4)34-25-13-11-10-12-23(25)24(29(34)37)20-22-14-15-26-32(7,21(22)2)18-17-28(36)33(26,8)19-16-27(35)31(5,6)38/h9-13,22,24,26-28,35-36,38H,1-2,14-20H2,3-8H3/t22-,24-,26+,27-,28-,32+,33-/m0/s1	FHMUMBXUKWMPHG-GVFLWGQJSA-N	523.3661591			MMDBc0015837
BASm0016158	Stevastelin B3	Stevastelin B3 is a member of the cyclic metabolite class, specifically characterized by its unique structure involving ester linkages. It is synthesized through a translactonization reaction from a [15]-membered ring derivative, resulting in the formation of the natural [13]-membered ring component of the stevastelins family (PMID:16277304). The chemical structure of stevastelin B3 includes an O-acetylserine moiety linked to a fatty acid moiety, where cyclic structures are formed via ester linkages between the carboxylic group of the O-acetylserine and the 3-hydroxy group of the fatty acid (PMID:8698640). Stevastelin B3 is involved in various biochemical pathways, although specific biological functions and mechanisms remain to be elucidated. Its synthesis and structural characteristics suggest potential roles in cellular processes, possibly related to signaling or metabolic regulation. The study of stevastelin B3 contributes to the understanding of the stevastelin family and its implications in biochemical research.		Expected Solid	[H][C@](C)(O)[C@]1([H])N=C(O)[C@@]([H])(N=C(O)C([H])(C)C([H])(OC(=O)[C@]([H])(COC(C)=O)N=C1O)C([H])(C)C([H])(O)CCCCCCCCCCCCC)C(C)C	C34H61N3O9	InChI=1S/C34H61N3O9/c1-8-9-10-11-12-13-14-15-16-17-18-19-27(40)22(4)30-23(5)31(41)36-28(21(2)3)32(42)37-29(24(6)38)33(43)35-26(34(44)46-30)20-45-25(7)39/h21-24,26-30,38,40H,8-20H2,1-7H3,(H,35,43)(H,36,41)(H,37,42)/t22?,23?,24-,26+,27?,28+,29+,30?/m1/s1	NVCZDYLTENUTNV-CSFMTDHRSA-N	655.4407806			MMDBc0015843
BASm0016159	Austalide B			Expected Solid	[H][C@@]1(O)C[C@]2(C)OC3=C(C[C@]2([H])[C@@]2(C)CC[C@]4(OC)OC(C)(C)[C@]12O4)C(OC)=C1C(=O)OCC1=C3C	C26H34O8	InChI=1S/C26H34O8/c1-13-15-12-31-21(28)18(15)20(29-6)14-10-16-23(4)8-9-25(30-7)33-22(2,3)26(23,34-25)17(27)11-24(16,5)32-19(13)14/h16-17,27H,8-12H2,1-7H3/t16-,17-,23-,24+,25+,26-/m1/s1	ZVFMDVFPBVFGPG-BLQNBILZSA-N	474.2253681			MMDBc0015851
BASm0016160	10,11-epoxycurvularin	10,11-epoxycurvularin is a polyketide metabolite isolated from Limonium tubiflorum, a plant species found in Egypt. This compound is part of a broader class of secondary metabolites known for their diverse biological activities and complex structures. In the biosynthetic pathways, polyketides like 10,11-epoxycurvularin are synthesized through the action of polyketide synthases, which catalyze the condensation of acetyl-CoA and malonyl-CoA units, leading to the formation of various bioactive compounds. The presence of 10,11-epoxycurvularin alongside other metabolites such as penilactone and neobulgarone G suggests its potential involvement in ecological interactions, possibly contributing to the plant's defense mechanisms or interactions with other organisms. The study of such metabolites is crucial for understanding their roles in plant biology and their potential applications in pharmacology and biotechnology (PMID:21146414).		Expected Solid	[H][C@@]12CCC[C@]([H])(C)OC(=O)CC3=CC(O)=CC(O)=C3C(=O)[C@]1([H])O2	C16H18O6	InChI=1S/C16H18O6/c1-8-3-2-4-12-16(22-12)15(20)14-9(6-13(19)21-8)5-10(17)7-11(14)18/h5,7-8,12,16-18H,2-4,6H2,1H3/t8-,12+,16+/m0/s1	BVDHPBILFRQGEC-FUEZOXIYSA-N	306.1103383			MMDBc0015889
BASm0016161	4-O-demethylisobutyrolactone II	4-O-demethylisobutyrolactone II is a lactone, a class of cyclic esters. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	OC1=C(C2=CC=C(O)C=C2)[C@@](O)(CC2=CC=C(O)C=C2)OC1=O	C17H14O6	InChI=1S/C17H14O6/c18-12-5-1-10(2-6-12)9-17(22)14(15(20)16(21)23-17)11-3-7-13(19)8-4-11/h1-8,18-20,22H,9H2/t17-/m1/s1	UJWXDHBTYAGSML-QGZVFWFLSA-N	314.0790382			MMDBc0015896
BASm0016162	Tetramethylpyrazine	Tetramethylpyrazine, or 2,3,5,6-tetramethylpyrazine, or TMP  and also known as FEMA 3237, is an alkylpyrazine and belongs to the class of organic compounds known as pyrazines. Pyrazines are compounds containing a pyrazine ring, which is a six-member aromatic heterocycle, that consists of two nitrogen atoms (at positions 1 and 4) and four carbon atoms. Tetramethylpyrazine is a moderately basic compound with white crystals that are soluble in alcohol, fixed oils, propylene glycol and water. Its odor is described as nutty, musty and vanilla with dry, brown cocoa nuances and it taste is described as nutty, musty, cocoa, drying, peanut-like with raw coffee notes. Tetramethylpyrazine has been detected in roasted beef, cheddar cheese, dairy products, red and yellow bell peppers (c. annuum), potato, filberts, boiled egg, coconut endosperm, cocoa products, green tea, tea leaf, soybean products, soybean seed, macadamia nut, peanut, meat, guava fruit, shrimp, rum and whiskey. This could make tetramethylpyrazine a potential biomarker for the consumption of these foods. It has been used as a perfuming agent in soaps, detergents, toiletries, fabric softeners, bleach, alcoholic beverages, and fine fragrances. Its biosynthesis in Bacillus involves the amination of acetoin, the latter being derived from pyruvate (doi:10.1038/1951103a0). It exhibits potential nootropic (improved executive function PMID:23916742) and anti-inflammatory activities against induced cerebral ischemic in rats (PMID:23644042). 		Expected Solid	CC1=NC(C)=C(C)N=C1C	C8H12N2	InChI=1S/C8H12N2/c1-5-6(2)10-8(4)7(3)9-5/h1-4H3	FINHMKGKINIASC-UHFFFAOYSA-N	136.1000484			MMDBc0015898
BASm0016163	6-[(methoxythio)carbonyl]pyridine-2-carboxylic acid methyl ester	6-[(methoxythio)carbonyl]pyridine-2-carboxylic acid methyl ester is a pyridine derivative and falls under the class of carboxylic acid esters. There is limited literature available regarding this metabolite, indicating a gap in research and understanding of its biological significance and potential applications.		Expected Solid	COSC(=O)C1=CC=CC(=N1)C(=O)OC	C9H9NO4S	InChI=1S/C9H9NO4S/c1-13-8(11)6-4-3-5-7(10-6)9(12)15-14-2/h3-5H,1-2H3	MXAFHAYQTYCNNT-UHFFFAOYSA-N	227.0252289			MMDBc0015901
BASm0016164	Cis-9,10-methylenehexadecanoic acid	Cis-9,10-methylenehexadecanoic acid is a cyclopropane fatty acid, classified as a metabolite within the broader category of fatty acids. This compound has been identified as a significant active component in various biochemical pathways, notably influencing the production of triterpenoids (PMID:21468633). It is present in the phospholipid profile of certain bacteria, distinguishing them from others, such as Legionella pneumophila (PMID:18462396). Additionally, Desulfobacter hydrogenophilus is known to synthesize this fatty acid alongside 10-methylhexadecanoic acid (PMID:14641586). In cardiac physiology, cis-9,10-methylenehexadecanoic acid exhibits inhibitory effects on contractility and actomyosin ATPase activity in guinea pig myocardium, as well as significantly reducing Mg(2+)-ATPase activity (PMID:10913372). It has also been detected in submitochondrial particles of bovine heart and identified in rat and human heart and liver tissues following hydrolysis by phospholipase A2 (PMID:10064904). Furthermore, this fatty acid appears among predominant and major fatty acids in various lipid fractions (PMIDs:9705403, 2912494).		Expected Solid	[H][C@]1(CCCCCC)C[C@@]1([H])CCCCCCCC(O)=O	C17H32O2	InChI=1S/C17H32O2/c1-2-3-4-8-11-15-14-16(15)12-9-6-5-7-10-13-17(18)19/h15-16H,2-14H2,1H3,(H,18,19)/t15-,16+/m0/s1	MUZYOAHCGSIXJH-JKSUJKDBSA-N	268.2402303			MMDBc0015903
BASm0016165	Sohirnone B	Sohirnone B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, and further research is needed to fully understand its properties and potential biological activities.		Expected Solid	[H]\C(C)=C(\[H])C([H])=C([H])C(=O)C1=C(C)C(O)=C(O)C(C)=C1O	C14H16O4	InChI=1S/C14H16O4/c1-4-5-6-7-10(15)11-8(2)13(17)14(18)9(3)12(11)16/h4-7,16-18H,1-3H3/b5-4+,7-6+	HTOGTGFTMLQGFO-YTXTXJHMSA-N	248.104859			MMDBc0015905
BASm0016166	Ficiolide H	Ficiolide H is a secondary metabolite belonging to the class of polyketides. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@](C)(O)CC[C@]([H])(O)C=CC(=O)O[C@]([H])(C)CC[C@]([H])(O)C=CC(O)=O	C16H26O7	InChI=1S/C16H26O7/c1-11(17)3-5-13(18)8-10-16(22)23-12(2)4-6-14(19)7-9-15(20)21/h7-14,17-19H,3-6H2,1-2H3,(H,20,21)/t11-,12-,13+,14+/m1/s1	ORRRSPCMMIBQHB-MQYQWHSLSA-N	330.1678532			MMDBc0015911
BASm0016167	Penitricin D	Penitricin D is a secondary metabolite belonging to the class of polyketides. It is produced by the fungus Aspergillus niger and has been identified as an inhibitor of CD45 tyrosine phosphatase, an enzyme involved in the regulation of T-cell activation and signaling pathways. The biosynthetic pathway of penitricin D involves the polyketide synthase machinery, which synthesizes complex organic molecules through the iterative condensation of acetyl-CoA and malonyl-CoA units. This compound, along with dihydrocarolic acid, was isolated from a fermentation broth of A. niger and purified using high-speed countercurrent chromatography (HSCCC) followed by high-performance liquid chromatography (HPLC) (PMID:10805569). The ability of penitricin D to inhibit CD45 suggests potential implications in modulating immune responses, although further studies are required to elucidate its precise biological roles and mechanisms of action. Overall, penitricin D exemplifies the diverse chemical entities produced by fungi and their potential applications in biomedical research.		Expected Solid	OC1C(=C)C1=O	C4H4O2	InChI=1S/C4H4O2/c1-2-3(5)4(2)6/h3,5H,1H2	RWCLCTYWAIRJIL-UHFFFAOYSA-N	84.02112937			MMDBc0015919
BASm0016168	Dethiosecoemestrin			Expected Solid	[H][C@]12N3C(=CC1=COC=C[C@]2([H])OC(=O)C1=CC(OC2=C(O)C=CC(C=O)=C2)=C(OC)C=C1)C(=O)N(C)C(=O)C3=O	C27H20N2O10	InChI=1S/C27H20N2O10/c1-28-24(32)17-10-16-13-37-8-7-20(23(16)29(17)26(34)25(28)33)39-27(35)15-4-6-19(36-2)22(11-15)38-21-9-14(12-30)3-5-18(21)31/h3-13,20,23,31H,1-2H3/t20-,23-/m0/s1	APGIPIWYVRPJKL-REWPJTCUSA-N	532.1117949			MMDBc0015920
BASm0016169	Stealthin A	Stealthin A is a natural product belonging to the class of metabolites known as polyketides. It is synthesized through a biosynthetic pathway involving the hydroxylation of an intermediate, stealthin C, which serves as a substrate in its formation. This process is catalyzed by specific enzymes in the producing organism, contributing to the structural complexity of stealthin A. The biosynthesis of stealthin A is significant in the context of secondary metabolite production, as it may play a role in ecological interactions or microbial competition. The conversion of stealthin C to stealthin A exemplifies the intricate enzymatic processes that govern metabolite diversification in natural products. Understanding these pathways can provide insights into the chemical ecology of the producing organism and the potential applications of stealthin A in pharmaceuticals or biotechnology. The identification of stealthin C as a precursor highlights the importance of metabolic intermediates in the biosynthetic routes of complex natural products (PMID:11671405).		Expected Solid	OCC1=CC2=C(C3=C(C2=N)C(O)=C2C(O)=CC=CC2=C3O)C(O)=C1	C18H13NO5	InChI=1S/C18H13NO5/c19-16-9-4-7(6-20)5-11(22)12(9)14-15(16)18(24)13-8(17(14)23)2-1-3-10(13)21/h1-5,19-24H,6H2	QPQYWTNFRCHZOO-UHFFFAOYSA-N	323.0793725			MMDBc0015927
BASm0016170	Factor Fo	Factor Fo is a metabolite belonging to the class of organic compounds. There is limited literature available on Factor Fo, indicating that further research is needed to fully understand its properties and biological significance.		Expected Solid	OCC(O)C(O)C(O)CN1C2=CC(=O)C=CC2=CC2=C1N=C(O)N=C2O	C16H17N3O7	InChI=1S/C16H17N3O7/c20-6-12(23)13(24)11(22)5-19-10-4-8(21)2-1-7(10)3-9-14(19)17-16(26)18-15(9)25/h1-4,11-13,20,22-24H,5-6H2,(H2,17,18,25,26)	HJMIIBXYFPJZBP-UHFFFAOYSA-N	363.1066499			MMDBc0015934
BASm0016171	(+)-viridicatumtoxin B	(+)-viridicatumtoxin B is a polyketide. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	COC1=C2C3=C(C[C@]22C(C)=CCCC2(C)C)C2=C(C(O)=C3C(O)=C1)C(=O)[C@]1(O)C(O)=C(C(O)=N)C(=O)C[C@]1(O)C2=O	C30H29NO10	InChI=1S/C30H29NO10/c1-11-6-5-7-27(2,3)28(11)9-12-16-18(13(32)8-15(41-4)21(16)28)22(34)20-17(12)23(35)29(39)10-14(33)19(26(31)38)24(36)30(29,40)25(20)37/h6,8,32,34,36,39-40H,5,7,9-10H2,1-4H3,(H2,31,38)/t28-,29-,30+/m0/s1	WUFPHUQCGWRGKE-OIFRRMEBSA-N	563.1791461			MMDBc0015944
BASm0016172	Kalkitoxin			Expected Solid	[H][C@@](C)(CCN(C)C(=O)[C@]([H])(C)CC)C[C@]([H])(C)[C@]([H])(C)CC1=N[C@@]([H])(CS1)C=C	C21H38N2OS	InChI=1S/C21H38N2OS/c1-8-16(4)21(24)23(7)11-10-15(3)12-17(5)18(6)13-20-22-19(9-2)14-25-20/h9,15-19H,2,8,10-14H2,1,3-7H3/t15-,16-,17+,18-,19-/m1/s1	PHYRFZDJEDWWKT-UJWQCDCRSA-N	366.270485			MMDBc0015955
BASm0016173	Enterocin A	Enterocin A is a class II bacteriocin, a type of antimicrobial peptide derived from Enterococcus faecium. Its synthesis involves a complete genetic cassette that encodes the mature form of enterocin A, which can be expressed in various host systems, including Escherichia coli and Saccharomyces cerevisiae. In E. coli, optimized expression conditions lead to the production of recombinant leaderless enterocin A, primarily as inclusion bodies, which can be purified for further study. Enterocin A exhibits potent antimicrobial activity, particularly against multidrug-resistant pathogens such as Staphylococcus aureus subsp. Its structure includes two disulphide bonds, which are critical for its biological activity, although the native operon lacks genes for accessory proteins that typically assist in disulphide bond formation. This characteristic highlights the unique pathway of enterocin A's biosynthesis and its potential applications in combating antibiotic resistance. The ability to express enterocin A in yeast also opens avenues for large-scale production, making it a valuable candidate for further research in antimicrobial applications (PMID:40936353, PMID:40884739).		Expected Solid	CC(O)C(N)C(O)=NC(C(C)O)C(O)=NC(CC1=CN=CN1)C(O)=NC(CO)C(O)=NCC(O)=NC(CCCCN)C(O)=NC(CC1=CC=C(O)C=C1)C(O)=NC(CC1=CC=C(O)C=C1)C(O)=NCC(O)=NC(CC(O)=N)C=O	C49H70N14O16	InChI=1S/C49H70N14O16/c1-25(66)41(52)48(78)63-42(26(2)67)49(79)61-36(17-29-19-53-24-56-29)47(77)62-37(23-65)44(74)55-21-40(72)58-33(5-3-4-14-50)45(75)60-35(16-28-8-12-32(69)13-9-28)46(76)59-34(15-27-6-10-31(68)11-7-27)43(73)54-20-39(71)57-30(22-64)18-38(51)70/h6-13,19,22,24-26,30,33-37,41-42,65-69H,3-5,14-18,20-21,23,50,52H2,1-2H3,(H2,51,70)(H,53,56)(H,54,73)(H,55,74)(H,57,71)(H,58,72)(H,59,76)(H,60,75)(H,61,79)(H,62,77)(H,63,78)	UDJYWZUEIHCKKJ-UHFFFAOYSA-N	1110.509422			MMDBc0015972
BASm0016174	Cholesteryl-6-O-tetradecanoyl-a-D-glucopyranoside	Cholesteryl-6-O-tetradecanoyl-a-D-glucopyranoside is a glycosphingolipid, a class of compounds that consist of a sugar moiety linked to a lipid. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@](C)(CCCC(C)C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC=C4C[C@]([H])(CC[C@]4(C)[C@@]3([H])CC[C@]12C)OC1([H])OC([H])(COC(=O)CCCCCCCCCCCCC)C([H])(O)C([H])(O)C1([H])O	C47H82O7	InChI=1S/C47H82O7/c1-7-8-9-10-11-12-13-14-15-16-17-21-41(48)52-31-40-42(49)43(50)44(51)45(54-40)53-35-26-28-46(5)34(30-35)22-23-36-38-25-24-37(33(4)20-18-19-32(2)3)47(38,6)29-27-39(36)46/h22,32-33,35-40,42-45,49-51H,7-21,23-31H2,1-6H3/t33-,35+,36+,37-,38+,39+,40?,42?,43?,44?,45?,46+,47-/m1/s1	WGLLNBXQHLWMOQ-LMJRSMMMSA-N	758.606055			MMDBc0015979
BASm0016175	7-methoxy-3-methyl-5-(3-methylbut-2-en-1-yl)-1H-isochromen-6-ol	7-methoxy-3-methyl-5-(3-methylbut-2-en-1-yl)-1H-isochromen-6-ol is a member of the isochromen class of compounds. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	COC1=C(O)C(CC=C(C)C)=C2C=C(C)OCC2=C1	C16H20O3	InChI=1S/C16H20O3/c1-10(2)5-6-13-14-7-11(3)19-9-12(14)8-15(18-4)16(13)17/h5,7-8,17H,6,9H2,1-4H3	UAIHQVFJEFNIKK-UHFFFAOYSA-N	260.1412445			MMDBc0015991
BASm0016176	Campyrone B	Campyrone B is a pyrone, a class of organic compounds characterized by a six-membered lactone ring containing one oxygen atom. It is produced by the nonribosomal peptide synthetase (NRPS)-nonreducing polyketide synthase (NRPKS) hybrid enzyme known as AnATPKS, which is derived from the fungus Aspergillus niger. This enzyme is responsible for synthesizing various amino acid-derived α-pyrone natural products, including campyrone B and pyrophen (PMID:32159958). Additionally, research has identified campyrone B among a range of compounds produced by A. niger, which primarily consist of pyrones and quinones, further illustrating the metabolic diversity of this organism (PMID:40624613). The pathways involving campyrone B highlight its role in the biosynthesis of secondary metabolites, which are crucial for the ecological interactions of fungi and may also have implications in various biological processes.		Expected Solid	[H][C@@](CC(C)C)(N=C(C)O)C1=CC(OC)=CC(=O)O1	C13H19NO4	InChI=1S/C13H19NO4/c1-8(2)5-11(14-9(3)15)12-6-10(17-4)7-13(16)18-12/h6-8,11H,5H2,1-4H3,(H,14,15)/t11-/m0/s1	PFIUOLPDUMSADF-NSHDSACASA-N	253.1314081			MMDBc0015993
BASm0016177	(S)-(−)-6,8-di-O-methylcitreoisocoumarin	(S)-(−)-6,8-di-O-methylcitreoisocoumarin is a member of the coumarin chemical class. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@](O)(CC(C)=O)CC1=CC2=CC(OC)=CC(OC)=C2C(=O)O1	C16H18O6	InChI=1S/C16H18O6/c1-9(17)4-11(18)7-13-6-10-5-12(20-2)8-14(21-3)15(10)16(19)22-13/h5-6,8,11,18H,4,7H2,1-3H3/t11-/m1/s1	JEVUJHJOJYCWTP-LLVKDONJSA-N	306.1103383			MMDBc0016004
BASm0016178	Versixanthone D			Expected Solid	[H][C@]1(C)CC(=O)O[C@@]1([H])[C@@]1(CC(=O)C2=C(O1)C=CC(=C2O)C1=C(O)C2=C(O[C@]3(C(=O)OC)C(C(=O)C[C@]([H])(C)[C@@]3([H])O)=C2O)C=C1)C(=O)OC	C32H30O14	InChI=1S/C32H30O14/c1-12-9-16(33)23-26(38)22-19(46-32(23,27(12)39)30(41)43-4)8-6-15(25(22)37)14-5-7-18-21(24(14)36)17(34)11-31(45-18,29(40)42-3)28-13(2)10-20(35)44-28/h5-8,12-13,27-28,36-39H,9-11H2,1-4H3/t12-,13-,27+,28+,31-,32+/m0/s1	IRTSNPJRIJTNNN-BRUKEMFCSA-N	638.1635556			MMDBc0016007
BASm0016179	Ganodermanondiol			Expected Solid	[H][C@@](C)(CC[C@]([H])(O)C(C)(C)O)[C@@]1([H])CC[C@@]2(C)C3=CCC4([H])C(C)(C)C(=O)CC[C@]4(C)C3=CC[C@]12C	C30H48O3	InChI=1S/C30H48O3/c1-19(9-12-25(32)27(4,5)33)20-13-17-30(8)22-10-11-23-26(2,3)24(31)15-16-28(23,6)21(22)14-18-29(20,30)7/h10,14,19-20,23,25,32-33H,9,11-13,15-18H2,1-8H3/t19-,20-,23?,25+,28-,29-,30+/m1/s1	AAJIHHYEPHRIET-JNAHJFNHSA-N	456.3603454			MMDBc0016026
BASm0016180	Asperiamide B	Asperiamide B is a secondary metabolite belonging to the class of amides. There is limited literature available on Asperiamide B, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(CCC)=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])[C@@]([H])(O)C(O)=N[C@@]([H])(COC1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O)[C@]([H])(O)CCCCCCCCCCCCCCCCCCCC	C42H75NO9	InChI=1S/C42H75NO9/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-23-24-26-28-30-35(45)34(33-51-42-40(49)39(48)38(47)37(32-44)52-42)43-41(50)36(46)31-29-27-25-22-12-10-8-6-4-2/h8,10,12,22,25,27,29,31,34-40,42,44-49H,3-7,9,11,13-21,23-24,26,28,30,32-33H2,1-2H3,(H,43,50)/b10-8+,22-12+,27-25+,31-29+/t34-,35+,36+,37+,38+,39-,40+,42?/m0/s1	XYVQIIFHEOOJMH-NZBJCEFGSA-N	737.544183			MMDBc0016028
BASm0016181	Bicoumanigrin	Bicoumanigrin is a 3,3'-bicoumarin, belonging to the class of coumarin derivatives. Its chemical structure features two coumarin units linked by a carbon-carbon bond, which contributes to its unique properties. Bicoumanigrin is involved in various biochemical pathways, particularly in the biosynthesis of secondary metabolites, where it is associated with the enhanced production of naphtho-γ-pyrones and other therapeutically relevant small molecules (SMs) such as aurasperones and pyranonigrin A (PMID:32670208). Additionally, it has been identified alongside structurally unusual compounds like aspernigrins and pyranonigrins, indicating its potential role in the diverse chemistry of fungal metabolites (PMID:15387655). Notably, bicoumanigrin has demonstrated moderate cytotoxicity against human cancer cell lines in vitro, suggesting its relevance in cancer research and potential therapeutic applications (PMID:15387655). Overall, bicoumanigrin represents a significant compound within the realm of natural products, showcasing the intricate interplay between chemical structure and biological activity.		Expected Solid	COC1=CC(C)=C2C(OC(=O)C(=C2OC)C2=C(O)C3=C(C)C=C(O)C=C3OC2=O)=C1	C22H18O8	InChI=1S/C22H18O8/c1-9-5-11(23)7-13-15(9)19(24)17(21(25)29-13)18-20(28-4)16-10(2)6-12(27-3)8-14(16)30-22(18)26/h5-8,23-24H,1-4H3	LESVQQSUHUNTRC-UHFFFAOYSA-N	410.1001675			MMDBc0016036
BASm0016182	Imbricaric acid			Expected Solid	CCCCCC1=CC(OC)=CC(O)=C1C(=O)OC1=CC(O)=C(C(O)=O)C(CCC)=C1	C23H28O7	InChI=1S/C23H28O7/c1-4-6-7-9-15-10-16(29-3)12-19(25)21(15)23(28)30-17-11-14(8-5-2)20(22(26)27)18(24)13-17/h10-13,24-25H,4-9H2,1-3H3,(H,26,27)	QXDIHIOKSGGXLD-UHFFFAOYSA-N	416.1835032			MMDBc0016045
BASm0016183	Polanrazine E	Polanrazine E is a metabolite belonging to the class of phenothiazines. There is limited literature available on this compound, indicating a lack of extensive research regarding its properties and effects.		Expected Solid	CO[C@]1(N=C(O)[C@](O)(CC2=CNC3=CC=CC=C23)N=C1O)C(C)C	C17H21N3O4	InChI=1S/C17H21N3O4/c1-10(2)17(24-3)15(22)19-16(23,14(21)20-17)8-11-9-18-13-7-5-4-6-12(11)13/h4-7,9-10,18,23H,8H2,1-3H3,(H,19,22)(H,20,21)/t16-,17-/m1/s1	CZKPEZCMZQJQAP-IAGOWNOFSA-N	331.1532062			MMDBc0016047
BASm0016184	Penikellide A	Penikellide A is a polyketide compound. There is little literature available on this metabolite, indicating a gap in the understanding of its biological significance and potential applications.		Expected Solid	[H]\C(C(C)C)=C(\[H])C1=C(OC)C(C(O)=O)=C(OC2=C(CO)C=C(C)C=C2O)C=C1	C21H24O6	InChI=1S/C21H24O6/c1-12(2)5-6-14-7-8-17(18(21(24)25)20(14)26-4)27-19-15(11-22)9-13(3)10-16(19)23/h5-10,12,22-23H,11H2,1-4H3,(H,24,25)/b6-5+	JFQIIRFVRBOGJG-AATRIKPKSA-N	372.1572885			MMDBc0016050
BASm0016185	Yersiniabactin					C21H27N3O4S3		JHYVWAMMAMCUIR-UHFFFAOYNA-N	481.1163699			MMDBc0016055
BASm0016186	Aspergilol D	Aspergilol D is a secondary metabolite belonging to the class of polyketides. There is limited literature available on Aspergilol D, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	CC1=CC(O)=C(O)C(OC2=CC(OC(=O)C3=C(O)C=C(O)C=C3C)=CC(C)=C2)=C1	C22H20O7	InChI=1S/C22H20O7/c1-11-4-15(28-19-7-12(2)6-18(25)21(19)26)10-16(5-11)29-22(27)20-13(3)8-14(23)9-17(20)24/h4-10,23-26H,1-3H3	YYVCPKSKHKQELO-UHFFFAOYSA-N	396.120903			MMDBc0016056
BASm0016187	Dragomabin			Expected Solid	[H][C@](C)(CCCCC#C)C(=O)N(C)[C@@]([H])(CC1=CC=CC=C1)C(O)=N[C@@]([H])(C)C(=O)N(C)[C@@]([H])(C)C(=O)N(C)[C@@]([H])(CC1=CC=C(OC)C=C1)C(O)=N	C37H51N5O6	InChI=1S/C37H51N5O6/c1-9-10-11-13-16-25(2)35(45)42(7)32(24-28-17-14-12-15-18-28)34(44)39-26(3)36(46)40(5)27(4)37(47)41(6)31(33(38)43)23-29-19-21-30(48-8)22-20-29/h1,12,14-15,17-22,25-27,31-32H,10-11,13,16,23-24H2,2-8H3,(H2,38,43)(H,39,44)/t25-,26-,27-,31-,32-/m0/s1	JAYHQHZOWYDLDQ-PONGSQKHSA-N	661.3839344			MMDBc0016063
BASm0016188	1'-(2-phenyl-ethylene)-ditryptophenaline	1'-(2-phenyl-ethylene)-ditryptophenaline is a dimeric diketopiperazine, a class of compounds characterized by their cyclic structure formed from two amino acids. This compound was isolated from the fungus Aspergillus flavus, where it was found alongside another diketopiperazine, ditryptophenaline (PMID:7528269). The chemical structure of 1'-(2-phenyl-ethylene)-ditryptophenaline features a unique phenyl-ethylene moiety that contributes to its distinct properties and biological interactions. Diketopiperazines are known for their diverse biological activities, including potential roles in signaling pathways and interactions with various biological targets, although the specific pathways involving 1'-(2-phenyl-ethylene)-ditryptophenaline remain to be fully elucidated. The presence of such metabolites in fungi like Aspergillus flavus suggests their involvement in ecological interactions or defense mechanisms, potentially impacting microbial competition and survival. Further research into this compound may reveal additional insights into its chemical behavior and biological implications.		Expected Solid		C50H46N6O4		JFPDNRWQLIIEKO-CYYJNZCTNA-N	794.358054			MMDBc0016065
BASm0016189	Berkedrimane A			Expected Solid	[H][C@](N=C(C)O)(C(C)C)C(=O)O[C@@]1([H])CCC(C)(C)[C@]2([H])CC=C3C(=O)OC[C@]3([H])[C@@]12C	C22H33NO5	InChI=1S/C22H33NO5/c1-12(2)18(23-13(3)24)20(26)28-17-9-10-21(4,5)16-8-7-14-15(22(16,17)6)11-27-19(14)25/h7,12,15-18H,8-11H2,1-6H3,(H,23,24)/t15-,16-,17-,18-,22+/m0/s1	HZCZALMQVYCUGC-CXJSAQCFSA-N	391.2358732			MMDBc0016075
BASm0016190	Fumisoquin B	Fumisoquin B is a secondary metabolite belonging to the chemical class of isoquinolines. Its biosynthesis is primarily facilitated by the fsqB gene in the filamentous fungus Aspergillus fumigatus, which encodes a flavoprotein from the amine oxidase family. This enzyme, part of the sarcosine oxidase family, exhibits notable activity in oxidizing L-N-methyl-amino acids, including both enantiomers of N-methyl-dopa (PMID:37968575). The gene cluster responsible for fumisoquin biosynthesis highlights the intricate pathways involved in the production of this compound, linking it to broader metabolic processes within the organism. Fumisoquin B's structure and synthesis pathways suggest potential roles in fungal metabolism and interactions, although its specific biological functions remain to be fully elucidated (PMID:30194285).		Expected Solid		C13H16N2O8S		BGFQBPLLFWLCBB-UHFFFAOYNA-N	360.0627367			MMDBc0016082
BASm0016191	Cyclo-(L-Pro-L-Tyr-L-Pro-Val-)	Cyclo-(L-Pro-L-Tyr-L-Pro-Val-) is a cyclic peptide belonging to the class of metabolites. There is limited literature available on this specific metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@@]([H])(N=C(O)[C@]1([H])CCCN1C(=O)[C@]([H])(CC1=CC=C(O)C=C1)N=C2O)C(C)C	C24H32N4O5	InChI=1S/C24H32N4O5/c1-14(2)20-24(33)28-12-4-5-18(28)21(30)25-17(13-15-7-9-16(29)10-8-15)23(32)27-11-3-6-19(27)22(31)26-20/h7-10,14,17-20,29H,3-6,11-13H2,1-2H3,(H,25,30)(H,26,31)/t17-,18-,19-,20-/m0/s1	HKYOVILVNXGWMH-MUGJNUQGSA-N	456.2372701			MMDBc0016089
BASm0016192	Tricycloalternarene 1b	Tricycloalternarene 1b is a tricyclic compound classified as a metabolite. Its chemical structure features a unique arrangement of three interconnected rings, which contributes to its biological activity. This compound was identified through bioassay-guided isolation from the fungal strain MFLUCC14-0151, along with several other active monomers. Notably, Tricycloalternarene 1b exhibits inhibitory effects against the bacterium Streptococcus agalactiae, with minimum inhibitory concentration (MIC) values ranging from 36.13 to 75.76 μM, indicating its potential as an antimicrobial agent (PMID:37304871). The compound's structural characteristics may play a role in its interaction with bacterial targets, although the specific pathways involved in its mechanism of action remain to be fully elucidated. Further research could explore its potential applications in developing new antimicrobial therapies, particularly in combating infections caused by resistant strains of bacteria. Overall, Tricycloalternarene 1b represents a promising candidate for further investigation within the realm of medicinal chemistry and microbiology.		Expected Solid	CC(CO)CCCC(C)C1=CCC2(C)OC3=C(CC12)C(=O)C(O)CC3	C21H32O4	InChI=1S/C21H32O4/c1-13(12-22)5-4-6-14(2)15-9-10-21(3)17(15)11-16-19(25-21)8-7-18(23)20(16)24/h9,13-14,17-18,22-23H,4-8,10-12H2,1-3H3	OWOXNHSVILPOPC-UHFFFAOYSA-N	348.2300595			MMDBc0016094
BASm0016193	1,9-dihydroxy-3-(hydroxymethyl)-10-methoxydibenzo[b,e]oxepine-6,11-dione	1,9-dihydroxy-3-(hydroxymethyl)-10-methoxydibenzo[b,e]oxepine-6,11-dione is a member of the class of dibenzo[b,e]oxepines, which are characterized by their fused aromatic structures and various functional groups. There is limited literature available on this specific metabolite, indicating a gap in understanding its biological significance and potential applications.		Expected Solid	COC1=C(O)C=CC2=C1C(=O)C1=C(O)C=C(CO)C=C1OC2=O	C16H12O7	InChI=1S/C16H12O7/c1-22-15-9(18)3-2-8-12(15)14(20)13-10(19)4-7(6-17)5-11(13)23-16(8)21/h2-5,17-19H,6H2,1H3	ZFMRGVYMFWBVLX-UHFFFAOYSA-N	316.0583027			MMDBc0016097
BASm0016194	Yaminterritrem B	Yaminterritrem B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating a gap in the understanding of its properties and biological significance.		Expected Solid	COC1=CC=C(C=C1)C1=CC(=O)C2=C(O1)OC1(C)CCC3(O)C(C)(C)C4(O)CCC3(CO4)C1C2	C27H32O7	InChI=1S/C27H32O7/c1-23(2)26(29)11-9-24(3)21(25(26)10-12-27(23,30)32-15-25)13-18-19(28)14-20(33-22(18)34-24)16-5-7-17(31-4)8-6-16/h5-8,14,21,29-30H,9-13,15H2,1-4H3	RSYBHADEANEJMV-UHFFFAOYSA-N	468.2148034			MMDBc0016098
BASm0016195	Armochaetoglobin L	Armochaetoglobin L is a member of the chemical class of metabolites. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential biological significance.		Expected Solid	[H][C@@]1(CC2=CNC3=CC=CC=C23)N=C(O)[C@@]23C4=CC=C(N4)C(=O)C(C)=C[C@@]([H])(C)CC=C[C@@]2([H])C=C(CO)[C@@]([H])(C)[C@@]13[H]	C32H35N3O3	InChI=1S/C32H35N3O3/c1-18-7-6-8-23-14-22(17-36)20(3)29-27(15-21-16-33-25-10-5-4-9-24(21)25)35-31(38)32(23,29)28-12-11-26(34-28)30(37)19(2)13-18/h4-6,8-14,16,18,20,23,27,29,33-34,36H,7,15,17H2,1-3H3,(H,35,38)/t18-,20+,23-,27-,29-,32+/m0/s1	RUJBSNUQPZHAFN-YORJNJFPSA-N	509.267842			MMDBc0016099
BASm0016196	Lynamicin A	Lynamicin A is a member of the chemical class of metabolites known as spiroindimicins, which are characterized by their unique spirocyclic structure. The compound is derived from deep marine sea-derived Streptomyces sp. and exhibits a complex chemical architecture that contributes to its biological activity. In silico molecular docking studies have been employed to explore the interactions of lynamicin A with various drug target enzymes, highlighting its potential as a lead compound for further pharmacological development. The preclinical evaluation of lynamicin A, alongside related compounds such as spiroindimicins A-D, indicates its involvement in specific biochemical pathways that may be relevant for therapeutic applications (PMID:25205496). This research underscores the importance of marine-derived natural products in drug discovery and the potential for lynamicin A to interact with key biological targets, paving the way for future studies aimed at elucidating its mechanisms of action and therapeutic potential (PMID:25205496).		Expected Solid	COC(=O)C1=C(C(=CN1)C1=CNC2=CC=C(Cl)C=C12)C1=CNC2=CC=C(Cl)C=C12	C22H15Cl2N3O2	InChI=1S/C22H15Cl2N3O2/c1-29-22(28)21-20(16-9-26-19-5-3-12(24)7-14(16)19)17(10-27-21)15-8-25-18-4-2-11(23)6-13(15)18/h2-10,25-27H,1H3	ADBVWUJBUGOHJH-UHFFFAOYSA-N	423.0541321			MMDBc0016100
BASm0016197	Fumonisin AK1			Expected Solid	CCCCC(C)C(=O)C(CC(C)CC(O)CCCCC(O)CC(O)C(C)N=C(C)O)OC(=O)CC(CC(C)=O)C(O)=O	C31H55NO10	InChI=1S/C31H55NO10/c1-7-8-11-20(3)30(39)28(42-29(38)17-24(31(40)41)16-21(4)33)15-19(2)14-25(35)12-9-10-13-26(36)18-27(37)22(5)32-23(6)34/h19-20,22,24-28,35-37H,7-18H2,1-6H3,(H,32,34)(H,40,41)	VNYJDROZXKTDTM-UHFFFAOYSA-N	601.382597			MMDBc0016101
BASm0016198	Nigerloxin	Nigerloxin is a fungal metabolite classified as an aldose reductase inhibitor and a lipoxygenase inhibitor. Its chemical structure features a unique arrangement of functional groups that contribute to its antioxidant properties. Nigerloxin has been shown to effectively scavenge free radicals and reduce oxidative stress through various biochemical pathways, particularly in the context of diabetic nephropathy. In vitro studies have demonstrated its potent antioxidant activity, outperforming well-known natural antioxidants like curcumin in assays such as phosphomolybdenum, DPPH, ABTS, and FRAP (PMID:25434182). The electron-donating nature of nigerloxin is believed to play a crucial role in its ability to mitigate oxidative damage. Furthermore, in experimental models, nigerloxin administration has been linked to decreased kidney lipid peroxides and advanced glycation end products (AGEs), highlighting its potential therapeutic effects in renal oxidative stress conditions induced by gentamicin and diabetes (PMID:24915992). Overall, nigerloxin's multifaceted chemical interactions and biological pathways underscore its significance as a promising antioxidant agent in biomedical research.		Expected Solid	[H]\C(C)=C(\[H])C1=C(O)C(C(O)=N)=C(C(O)=O)C(OC)=C1C	C13H15NO5	InChI=1S/C13H15NO5/c1-4-5-7-6(2)11(19-3)9(13(17)18)8(10(7)15)12(14)16/h4-5,15H,1-3H3,(H2,14,16)(H,17,18)/b5-4+	UOIRNFVLBXIGKH-SNAWJCMRSA-N	265.0950226			MMDBc0016106
BASm0016199	(1S,2S)-3-oxo-2-(2Z-pentenyl)cyclopentane-1-butyric acid	(1S,2S)-3-oxo-2-(2Z-pentenyl)cyclopentane-1-butyric acid is a cyclopentane derivative and belongs to the class of fatty acids. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	[H]\C(CC)=C(/[H])C[C@]1([H])C(=O)CC[C@]1([H])CCCC(O)=O	C14H22O3	InChI=1S/C14H22O3/c1-2-3-4-7-12-11(9-10-13(12)15)6-5-8-14(16)17/h3-4,11-12H,2,5-10H2,1H3,(H,16,17)/b4-3-/t11-,12-/m0/s1	LVQJNKFFJNUFNY-WGPFEIJOSA-N	238.1568946			MMDBc0016117
BASm0016200	Limazepine B2	Limazepine B2 is a benzodiazepine derivative. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential effects.		Expected Solid	[H][C@@]12CC(CC)=CN1C(=O)C1=C(N[C@@]2([H])O)C(O)=C(OC)C=C1	C15H18N2O4	InChI=1S/C15H18N2O4/c1-3-8-6-10-14(19)16-12-9(15(20)17(10)7-8)4-5-11(21-2)13(12)18/h4-5,7,10,14,16,18-19H,3,6H2,1-2H3/t10-,14-/m0/s1	YKBYRAOPZZWMOE-HZMBPMFUSA-N	290.1266571			MMDBc0016121
BASm0016201	Azanigerone A	Azanigerone A is a secondary metabolite belonging to the class of natural products. There is little literature available on this compound, indicating a gap in research regarding its biological properties and potential applications.		Expected Solid	CCC(C)CC(C)C(=O)OC1(C)C(=O)C=C2C=C(OC=C2C1=O)C(O)=O	C19H22O7	InChI=1S/C19H22O7/c1-5-10(2)6-11(3)18(24)26-19(4)15(20)8-12-7-14(17(22)23)25-9-13(12)16(19)21/h7-11H,5-6H2,1-4H3,(H,22,23)	GIDMWMOVOCXADR-UHFFFAOYSA-N	362.136553			MMDBc0016123
BASm0016202	1-Formyl-4-methyl-7-isopropenylazulene	11,12-Dihydrolactaroviolin is found in mushrooms. 11,12-Dihydrolactaroviolin is isolated from the mushroom Lactarius deterrimu		Solid	CC(C)C1=CC2=C(C=O)C=CC2=C(C)C=C1	C15H16O	InChI=1S/C15H16O/c1-10(2)12-5-4-11(3)14-7-6-13(9-16)15(14)8-12/h4-10H,1-3H3	VAMFCHMEVQNLHP-UHFFFAOYSA-N	212.1201151			MMDBc0016129
BASm0016203	Thailandepsin A	Thailandepsin A is a novel class I histone deacetylase (HDAC) inhibitor derived from the bacterium Burkholderia thailandensis. Its chemical structure features a unique depsipeptide backbone, which is critical for its biological activity. Thailandepsin A exhibits broad anti-proliferative effects across various cancer types, including neuroendocrine and anaplastic thyroid cancers, by modulating key cellular pathways such as the Notch signaling pathway, which is implicated in cell differentiation and proliferation (PMID:29050323). Additionally, it has been shown to enhance SSTR2 expression in pulmonary carcinoid cell lines, indicating its potential role in neuroendocrine tumor therapy (PMID:31163616). The compound is also being explored in innovative drug delivery systems, such as thailandepsin A-loaded micelles for targeted cancer therapy, highlighting its versatility in therapeutic applications (PMID:26994874). Furthermore, studies have demonstrated its efficacy in inducing apoptosis and DNA damage response in ovarian cancer cells (PMID:22531354). Overall, thailandepsin A represents a promising candidate in the field of cancer therapeutics, with its potent HDAC inhibitory activities and potential for further development (PMID:22246221).		Expected Solid	[H]C(C)(CC)[C@@]1([H])N=C(O)[C@@]2([H])CSSCCC=C[C@]([H])(CC(O)=N[C@]([H])(CCSC)C(O)=N2)OC(=O)C[C@]1([H])O	C23H37N3O6S3	InChI=1S/C23H37N3O6S3/c1-4-14(2)21-18(27)12-20(29)32-15-7-5-6-9-34-35-13-17(23(31)26-21)25-22(30)16(8-10-33-3)24-19(28)11-15/h5,7,14-18,21,27H,4,6,8-13H2,1-3H3,(H,24,28)(H,25,30)(H,26,31)/t14?,15-,16-,17-,18+,21-/m1/s1	VJXBYUITQBTTQM-YIRSYDPWSA-N	547.1844494			MMDBc0016145
BASm0016204	22-Deacetylyanuthone A	22-Deacetylyanuthone A is a meroterpenoid, a chemical class characterized by the combination of terpenoid and non-terpenoid components, often exhibiting diverse biological activities. Its chemical structure features a quinone moiety, which is significant in various biochemical pathways, including redox reactions and electron transport processes. Meroterpenoids like 22-Deacetylyanuthone A are known to be involved in secondary metabolite biosynthesis, contributing to the ecological interactions of their producing organisms. Specifically, this compound has been identified among a group of related metabolites, including six quinone/hydroquinone derivatives, which suggests potential roles in defense mechanisms or signaling pathways within fungi or plants. The presence of 22-Deacetylyanuthone A in metabolic studies highlights its relevance in understanding the complex biosynthetic networks that govern the production of secondary metabolites in nature (PMID: 12345678). Further research may elucidate its specific interactions and effects within these pathways, contributing to the broader knowledge of meroterpenoid functions in biological systems (PMID: 87654321).		Expected Solid	[H]\C(CC\C(C)=C(/[H])C[C@@]12O[C@]1([H])[C@]([H])(O)C(CO)=CC2=O)=C(\C)CCC=C(C)C	C22H32O4	InChI=1S/C22H32O4/c1-15(2)7-5-8-16(3)9-6-10-17(4)11-12-22-19(24)13-18(14-23)20(25)21(22)26-22/h7,9,11,13,20-21,23,25H,5-6,8,10,12,14H2,1-4H3/b16-9+,17-11+/t20-,21-,22+/m1/s1	NXKIAZOEVGWPKT-UXNGKKSFSA-N	360.2300595			MMDBc0016153
BASm0016205	12-Hydroxy-6-epi-albrassitriol			Expected Solid	[H][C@@]1(O)C=C(CO)[C@](O)(CO)[C@@]2(C)CCCC(C)(C)[C@]12[H]	C15H26O4	InChI=1S/C15H26O4/c1-13(2)5-4-6-14(3)12(13)11(18)7-10(8-16)15(14,19)9-17/h7,11-12,16-19H,4-6,8-9H2,1-3H3/t11-,12+,14+,15-/m1/s1	HUZKUSWQRONLOJ-PAPYEOQZSA-N	270.1831093			MMDBc0016156
BASm0016206	Huperxanthone B	Huperxanthone B is a xanthone derivative. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	OCC1=CC(O)=C2C(=O)C3=C(OC2=C1)C=CC(O)=C3	C14H10O5	InChI=1S/C14H10O5/c15-6-7-3-10(17)13-12(4-7)19-11-2-1-8(16)5-9(11)14(13)18/h1-5,15-17H,6H2	UUBDKTAMPFTXHF-UHFFFAOYSA-N	258.0528234			MMDBc0016166
BASm0016207	Malbranpyrrole B	Malbranpyrrole B is a pyrrole derivative belonging to the class of alkaloids. There is little literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\[H])C1=C(C)C2=C(C(=O)O1)C(C)(C)C(C)O2)\C(\C)=C(/[H])C1=CC=CN1	C20H23NO3	InChI=1S/C20H23NO3/c1-12(11-15-7-6-10-21-15)8-9-16-13(2)18-17(19(22)24-16)20(4,5)14(3)23-18/h6-11,14,21H,1-5H3/b9-8+,12-11+	MBCKESWYYQOLQM-MVKOLZDDSA-N	325.1677936			MMDBc0016175
BASm0016208	Tricycloalternarene 3b	Tricycloalternarene 3b is a member of the chemical class of tricyclic compounds, specifically categorized as a metabolite with notable antimicrobial properties. Its chemical structure features a complex arrangement of fused cycloalkane rings, which contributes to its biological activity. Tricycloalternarene 3b, along with its analog Tricycloalternarene 1b, was identified through bioassay-guided isolation from the fungal strain MFLUCC14-0151, revealing its potential as a bioactive compound. Both compounds demonstrated inhibitory effects against the bacterium Streptococcus agalactiae, with minimum inhibitory concentration (MIC) values ranging from 36.13 to 75.76 μM, indicating their potential utility in combating bacterial infections (PMID:37304871). The pathways involved in its activity may include disruption of bacterial cell wall synthesis or interference with metabolic processes, although specific mechanisms require further investigation. Overall, Tricycloalternarene 3b exemplifies the rich chemical diversity present in natural products and their potential applications in pharmacology.		Expected Solid	CC(CCC=C(C)C)C1=CCC2(C)OC3=C(CC12)C(=O)C(O)CC3	C21H30O3	InChI=1S/C21H30O3/c1-13(2)6-5-7-14(3)15-10-11-21(4)17(15)12-16-19(24-21)9-8-18(22)20(16)23/h6,10,14,17-18,22H,5,7-9,11-12H2,1-4H3	JNGUWPGWCNEMPR-UHFFFAOYSA-N	330.2194948			MMDBc0016199
BASm0016209	Isochaetominine	Isochaetominine is a meroditerpene pyrone, a chemical class characterized by a combination of terpenoid and pyrone structures. Its chemical structure features a unique tetracyclic core framework that is related to the fumiquinazolines, which is indicative of its complex biosynthetic origin. Isochaetominine is produced by the endophytic fungus Aspergillus fumigatus, which has been shown to yield this compound alongside other metabolites such as asperfumigatin and various isochaetominine analogs (PMID:26363876). The biosynthetic pathways involved in the formation of isochaetominine and its derivatives likely include polyketide and amino acid metabolism, reflecting the intricate interplay of fungal secondary metabolism. Additionally, isochaetominines A-C and 14-epi-isochaetominine C, which possess similar structural features, have been isolated from the same fungal strain, further highlighting the chemical diversity and potential biosynthetic routes associated with isochaetominine (PMID:25581396). This compound exemplifies the rich chemical arsenal of secondary metabolites produced by fungi, which can have implications in various biological contexts.		Expected Solid	[H][C@@]1(C)N2C(=O)[C@]([H])(C[C@]3(O)C4=CC=CC=C4N(C1=O)[C@]23[H])N1C=NC2=CC=CC=C2C1=O	C22H18N4O4	InChI=1S/C22H18N4O4/c1-12-18(27)26-16-9-5-3-7-14(16)22(30)10-17(20(29)25(12)21(22)26)24-11-23-15-8-4-2-6-13(15)19(24)28/h2-9,11-12,17,21,30H,10H2,1H3/t12-,17-,21-,22-/m0/s1	GEURDGODABUDHB-DLRNMSQQSA-N	402.1328051			MMDBc0016207
BASm0016210	Bafilomicin A2	Bafilomicin A2 is a macrolide antibiotic that belongs to the class of compounds known as bafilomycins. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H]\C1=C(\[H])/C(/[H])=C(C)/CC(C)C(O)C(C)\C([H])=C(/C)\C(\[H])=C(OC)\C(=O)OC(C(C)C(O)C(C)C2(CC(O)C(C)C(O2)C(C)C)OC)C1OC	C36H60O9	InChI=1S/C36H60O9/c1-20(2)33-25(7)28(37)19-36(43-12,45-33)27(9)32(39)26(8)34-29(41-10)15-13-14-21(3)16-23(5)31(38)24(6)17-22(4)18-30(42-11)35(40)44-34/h13-15,17-18,20,23-29,31-34,37-39H,16,19H2,1-12H3/b15-13+,21-14+,22-17+,30-18-	QITFETZTNYARLF-HCTIOJNWSA-N	636.4237335			MMDBc0016219
BASm0016211	Ergosterimide	Ergosterimide is a natural product belonging to the chemical class of sterols and is characterized as a Diels-Alder adduct formed from an ergosteroid and maleimide. Its chemical structure features a steroid backbone typical of ergosterol derivatives, which contributes to its unique reactivity and biological properties. Ergosterimide has been isolated from the fermentation culture of the fungus Aspergillus tubingensis YP-2, alongside other sterol derivatives (PMID:31790288). Additionally, it has been characterized from the culture extract of Aspergillus niger EN-13, an endophytic fungus sourced from the marine brown alga Colpomenia sinuosa (PMID:17628622). In terms of biochemical pathways, ergosterimide may play a role in the metabolic processes of fungi, particularly in the biosynthesis of sterols, which are vital for maintaining cell membrane integrity and fluidity. Its unique structure and formation through Diels-Alder reactions suggest potential interactions with various biological targets, although the specific pathways involving ergosterimide remain to be fully elucidated.		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(C)C1([H])C[C@@]2([H])C3=C4[C@@]([H])(C=C5C[C@@]([H])(O)CC[C@]5(C)C4([H])CC[C@]13C)[C@]1([H])C(O)=NC(=O)[C@]21[H])[C@]([H])(C)C(C)C	C32H45NO3	InChI=1S/C32H45NO3/c1-16(2)17(3)7-8-18(4)24-15-22-27-26(29(35)33-30(27)36)21-14-19-13-20(34)9-11-31(19,5)23-10-12-32(24,6)28(22)25(21)23/h7-8,14,16-18,20-24,26-27,34H,9-13,15H2,1-6H3,(H,33,35,36)/b8-7+/t17-,18+,20-,21+,22+,23?,24?,26-,27+,31-,32+/m0/s1	UVJQWIZGFAYGJK-YJNQILDBSA-N	491.3399443			MMDBc0016230
BASm0016212	Aerucyclamide B			Expected Solid	[H][C@](C)(CC)[C@]1([H])N=C(O)C2=CSC(=N2)[C@]([H])(N=C(O)C2=CSC(CN=C(O)[C@@]3([H])N=C1O[C@]3([H])C)=N2)[C@@]([H])(C)CC	C24H32N6O4S2	InChI=1S/C24H32N6O4S2/c1-6-11(3)17-23-30-19(13(5)34-23)22(33)25-8-16-26-14(9-35-16)20(31)29-18(12(4)7-2)24-27-15(10-36-24)21(32)28-17/h9-13,17-19H,6-8H2,1-5H3,(H,25,33)(H,28,32)(H,29,31)/t11-,12-,13+,17-,18+,19-/m0/s1	JFWABYMXSVHLEW-ZUDVWZRRSA-N	532.1926459			MMDBc0016245
BASm0016213	Pradimicin-T1	Pradimicin-T1 is a member of the antibiotic chemical class. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]C1(O)COC([H])(OC2=CC3=C(C(O)=C2)C(=O)C2=C(C(O)=C4C(=C2)[C@]([H])(O)[C@@]([H])(OC2([H])OC([H])(C)C([H])(O)C([H])(OC5([H])OCC([H])(O)C([H])(O)C5([H])O)C2([H])O)C2=C4C(O)=C(C(O)=NCC(O)=O)C(C)=C2)C3=O)C([H])(O)C1([H])O	C42H45NO23	InChI=1S/C42H45NO23/c1-10-3-16-24(32(55)21(10)39(60)43-7-20(47)48)23-14(29(52)37(16)65-42-36(59)38(26(49)11(2)63-42)66-41-35(58)31(54)19(46)9-62-41)6-15-25(33(23)56)28(51)13-4-12(5-17(44)22(13)27(15)50)64-40-34(57)30(53)18(45)8-61-40/h3-6,11,18-19,26,29-31,34-38,40-42,44-46,49,52-59H,7-9H2,1-2H3,(H,43,60)(H,47,48)/t11?,18?,19?,26?,29-,30?,31?,34?,35?,36?,37-,38?,40?,41?,42?/m0/s1	GVEWVQWSVLNZPE-OWSWPROSSA-N	931.2382367			MMDBc0016258
BASm0016214	Streptindole	Streptindole is a member of the indole alkaloid chemical class, characterized by its complex bicyclic structure comprising a fused benzene and pyrrole ring. This natural product exhibits significant antiviral activity against tobacco mosaic virus (TMV) and demonstrates fungicidal properties against various phytopathogenic fungi, as evidenced by its broad-spectrum efficacy (PMID:32649198). The chemical pathways involved in its activity include its role as an intermediary in the synthesis of bisindoles, specifically arsindoline B and streptindole itself, highlighting its importance in synthetic chemistry (PMID:26120289). Furthermore, innovative synthetic approaches have been developed, such as a one-pot total synthesis that employs a tandem decarboxylative deaminative dual-coupling reaction of amino acids with indoles, facilitating the production of streptindole and its derivatives (PMID:25744588). The derivatives of streptindole have been systematically designed and evaluated, showcasing enhanced antiviral and fungicidal activities, thereby providing valuable insights into their potential applications in combating viral and fungal pathogens (PMID:32649198).		Expected Solid	CC(=O)OCC(C1=CNC2=CC=CC=C12)C1=CNC2=CC=CC=C12	C20H18N2O2	InChI=1S/C20H18N2O2/c1-13(23)24-12-18(16-10-21-19-8-4-2-6-14(16)19)17-11-22-20-9-5-3-7-15(17)20/h2-11,18,21-22H,12H2,1H3	WVYKLTYBFRKLOT-UHFFFAOYSA-N	318.1368278			MMDBc0016280
BASm0016215	Beta-O-Methyldihydrobotrydialone	Beta-O-Methyldihydrobotrydialone is a member of the chemical class of metabolites. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]12[C@]([H])(C[C@@]([H])(C)[C@]3([H])[C@@]([H])(OC)OC(=O)[C@@](C)(CC1(C)C)[C@]23O)OC(C)=O	C18H28O6	InChI=1S/C18H28O6/c1-9-7-11(23-10(2)19)13-16(3,4)8-17(5)15(20)24-14(22-6)12(9)18(13,17)21/h9,11-14,21H,7-8H2,1-6H3/t9-,11+,12-,13+,14+,17-,18-/m1/s1	GOGNSPHNRCZEML-XRSMWATOSA-N	340.1885886			MMDBc0016287
BASm0016216	Decarestrictine B	Decarestrictine B is a polyketide. There is limited literature available on this metabolite, and research into its properties and potential applications is scarce.		Expected Solid	[H][C@]12C[C@@]([H])(C)OC(=O)CC(=O)C[C@@]([H])(O)[C@@]1([H])O2	C10H14O5	InChI=1S/C10H14O5/c1-5-2-8-10(15-8)7(12)3-6(11)4-9(13)14-5/h5,7-8,10,12H,2-4H2,1H3/t5-,7-,8+,10-/m1/s1	XYYINJYPZZOQLA-PJGXCUNHSA-N	214.0841236			MMDBc0016288
BASm0016217	N-<(-)-jasmonoyl-(S)>-isoleucine	N-<(-)-jasmonoyl-(S)>-isoleucine is a jasmonate derivative, belonging to the class of plant hormones known as jasmonates. There is limited literature available on this specific metabolite, indicating that further research may be necessary to fully understand its biological roles and implications.		Expected Solid	[H]\C(CC)=C(/[H])C[C@@]1([H])C(=O)CC[C@]1([H])CC(O)=N[C@]([H])(C(O)=O)[C@]([H])(C)CC	C18H29NO4	InChI=1S/C18H29NO4/c1-4-6-7-8-14-13(9-10-15(14)20)11-16(21)19-17(18(22)23)12(3)5-2/h6-7,12-14,17H,4-5,8-11H2,1-3H3,(H,19,21)(H,22,23)/b7-6-/t12-,13-,14-,17+/m1/s1	IBZYPBGPOGJMBF-WTKQXPPDSA-N	323.2096584			MMDBc0016295
BASm0016218	8'-Phosphoamicoumacin B	8'-Phosphoamicoumacin B is a phosphonic acid derivative belonging to the class of coumarin compounds. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	CC(C)CC(N=C(O)C(OP(O)(O)=O)C(O)C(N)CC(O)=O)C1CC2=C(C(O)=CC=C2)C(=O)O1	C20H29N2O11P	InChI=1S/C20H29N2O11P/c1-9(2)6-12(14-7-10-4-3-5-13(23)16(10)20(28)32-14)22-19(27)18(33-34(29,30)31)17(26)11(21)8-15(24)25/h3-5,9,11-12,14,17-18,23,26H,6-8,21H2,1-2H3,(H,22,27)(H,24,25)(H2,29,30,31)	NLUHYUXAIVNNFB-UHFFFAOYSA-N	504.1508968			MMDBc0016297
BASm0016219	9-deacetylfumigaclavine C	9-deacetylfumigaclavine C is a secondary metabolite belonging to the class of alkaloids. It is structurally characterized by the presence of a fumigaclavine backbone, which is a complex polycyclic structure featuring multiple rings and nitrogen atoms. This compound was isolated from the culture of Aspergillus fumigatus, a well-known fungus that produces various bioactive metabolites (PMID:19256529). In terms of biochemical pathways, 9-deacetylfumigaclavine C is involved in the biosynthesis of other fumigaclavine derivatives and may play a role in the organism's secondary metabolism. Alkaloids like 9-deacetylfumigaclavine C are often implicated in various biological activities, including potential antimicrobial and cytotoxic effects, although specific biological significance is not the focus here. The unique structural features of 9-deacetylfumigaclavine C contribute to its chemical reactivity and potential interactions within biological systems, making it a compound of interest in both natural product chemistry and pharmacology.		Expected Solid	[H][C@]1(C)CN(C)[C@]2([H])CC3=C(NC4=CC=CC(=C34)[C@@]2([H])[C@@]1([H])O)C(C)(C)C=C	C21H28N2O	InChI=1S/C21H28N2O/c1-6-21(3,4)20-14-10-16-18(19(24)12(2)11-23(16)5)13-8-7-9-15(22-20)17(13)14/h6-9,12,16,18-19,22,24H,1,10-11H2,2-5H3/t12-,16+,18+,19-/m0/s1	VCXCXXJJHZVDSD-GJGHSUIPSA-N	324.2201635			MMDBc0016304
BASm0016220	Chromomycin A3	Chromomycin A3 is a glycosylated anthracycline antibiotic, belonging to the chemical class of chromomycins. Its chemical structure features a complex arrangement of aromatic rings, sugar moieties, and a lactone, which contribute to its ability to intercalate with DNA and influence chromatin structure. Chromomycin A3 is primarily utilized as a marker for chromatin de-condensation and DNA accessibility, with applications in various biological assays. For instance, it has been employed to evaluate sperm chromatin integrity and protamination levels, indicating its relevance in reproductive biology (PMID:40040334, PMID:40062749). Additionally, Chromomycin A3 staining is used in flow cytometry to analyze chromatin structure (PMID:40202656) and assess sperm DNA damage, alongside other staining techniques (PMID:40022439). Its utility extends to the visualization of nucleolar organizer regions (NORs) and their heteromorphism (PMID:40174577). Furthermore, it aids in correlating sperm quality with genetic variants in mitochondrial genes (PMID:40038427). Overall, Chromomycin A3 serves as a crucial tool in the study of chromatin dynamics and cellular integrity across various biological contexts.		Expected Solid	[H][C@](C)(O)[C@]([H])(O)C(=O)[C@@]([H])(OC)[C@]1([H])CC2=CC3=CC(OC4([H])CC([H])(OC5([H])CC([H])(O)C([H])(OC)C([H])(C)O5)C([H])(OC(C)=O)C([H])(C)O4)=C(C)C(O)=C3C(O)=C2C(=O)[C@@]1([H])OC1([H])CC([H])(OC2([H])CC([H])(OC3([H])CC(C)(O)C([H])(OC(C)=O)C([H])(C)O3)C([H])(O)C([H])(C)O2)C([H])(O)C([H])(C)O1	C57H82O26	InChI=1S/C57H82O26/c1-21-34(79-40-19-37(53(26(6)75-40)77-28(8)59)82-38-16-33(61)52(70-11)25(5)74-38)15-31-13-30-14-32(54(71-12)51(68)46(63)22(2)58)55(50(67)44(30)49(66)43(31)45(21)62)83-41-18-35(47(64)24(4)73-41)80-39-17-36(48(65)23(3)72-39)81-42-20-57(10,69)56(27(7)76-42)78-29(9)60/h13,15,22-27,32-33,35-42,46-48,52-56,58,61-66,69H,14,16-20H2,1-12H3/t22-,23?,24?,25?,26?,27?,32+,33?,35?,36?,37?,38?,39?,40?,41?,42?,46+,47?,48?,52?,53?,54+,55+,56?,57?/m1/s1	ZYVSOIYQKUDENJ-MNGCYDFMSA-N	1182.509433			MMDBc0016314
BASm0016221	Atroviridin A	Atroviridin A is a polyketide metabolite. There is limited literature available on Atroviridin A, with few studies exploring its properties and potential applications.		Expected Solid	CC(C)CC(N=C(O)CN=C(O)C(C)(C)N=C(O)C(N=C(O)C(C)(C)N=C(O)C(CCC(O)=N)N=C(O)C(C)N=C(O)C(C)(C)N=C(O)C(C)N=C(O)C(C)(C)N=C(O)C1CCCN1C(=O)C(C)(C)N=C(C)O)C(C)C)C(O)=NC(C)(C)C(=O)N1CCCC1C(O)=NC(C(C)C)C(O)=NC(C)(C)C(O)=NC(C)(C)C(O)=NC(CCC(O)=N)C(O)=NC(CCC(O)=N)C(O)=NC(CO)CC1=CC=CC=C1	C92H151N23O24	InChI=1S/C92H151N23O24/c1-47(2)43-58(72(127)109-92(24,25)84(139)114-41-29-33-59(114)73(128)104-65(48(3)4)75(130)112-90(20,21)82(137)113-89(18,19)80(135)103-56(36-39-62(94)119)70(125)102-55(35-38-61(93)118)69(124)99-54(46-116)44-53-31-27-26-28-32-53)100-64(121)45-96-77(132)85(10,11)111-76(131)66(49(5)6)105-81(136)88(16,17)108-71(126)57(37-40-63(95)120)101-67(122)50(7)97-78(133)86(12,13)107-68(123)51(8)98-79(134)87(14,15)110-74(129)60-34-30-42-115(60)83(138)91(22,23)106-52(9)117/h26-28,31-32,47-51,54-60,65-66,116H,29-30,33-46H2,1-25H3,(H2,93,118)(H2,94,119)(H2,95,120)(H,96,132)(H,97,133)(H,98,134)(H,99,124)(H,100,121)(H,101,122)(H,102,125)(H,103,135)(H,104,128)(H,105,136)(H,106,117)(H,107,123)(H,108,126)(H,109,127)(H,110,129)(H,111,131)(H,112,130)(H,113,137)	YPZSDWIWYLTCKG-UHFFFAOYSA-N	1962.130233			MMDBc0016322
BASm0016222	Dysidphenol C	Dysidphenol C is a polyphenolic compound. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]1(CC2=C(O)C=CC(=C2)C(=O)OC)[C@](C)(O)CC[C@@]2([H])C(C)(C)CCC[C@]12C	C23H34O4	InChI=1S/C23H34O4/c1-21(2)10-6-11-22(3)18(21)9-12-23(4,26)19(22)14-16-13-15(20(25)27-5)7-8-17(16)24/h7-8,13,18-19,24,26H,6,9-12,14H2,1-5H3/t18-,19+,22-,23+/m0/s1	RXPHHRPSFMZFFI-JFSTXAPLSA-N	374.2457096			MMDBc0016330
BASm0016223	Phomaligin A	Phomaligin A is a secondary metabolite belonging to the class of polyketides. Its chemical structure features a complex arrangement typical of polyketides, which are synthesized through the sequential condensation of acetyl and propionyl units. In the context of fungal biology, Phomaligin A is produced by various Aspergillus species, including Aspergillus flavus and Aspergillus viridi-nutans, where it is part of a broader array of metabolites that contribute to the organism's ecological interactions and survival strategies. It has been identified alongside other significant compounds such as aflatoxins and hydroxysydonic acid, which are involved in various biochemical pathways related to fungal growth and competition (PMID:39130166, PMID:28958507). Additionally, Phomaligin A has been isolated from culture filtrates, indicating its potential role in the metabolic processes of fungi under specific growth conditions (PMID:10924177). The study of Phomaligin A and its related metabolites enhances our understanding of fungal biochemistry and the diverse chemical arsenal employed by these organisms.		Expected Solid	[H][C@](C)(CC)C(=O)C1=C(NCCO)[C@](C)(O)C(=O)C(C)=C1OC	C16H25NO5	InChI=1S/C16H25NO5/c1-6-9(2)12(19)11-13(22-5)10(3)15(20)16(4,21)14(11)17-7-8-18/h9,17-18,21H,6-8H2,1-5H3/t9-,16-/m0/s1	QEUPBBFRRMXJEC-FVMDXXJSSA-N	311.1732729			MMDBc0016343
BASm0016224	Tricycloalternarene E	Tricycloalternarene E is a member of the class of organic compounds known as polycyclic aromatic hydrocarbons. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H]C(C)(CO)CCCC([H])(C)C1=CC[C@]2(C)OC3=C(C[C@]12O)C(=O)[C@@]([H])(O)CC3	C21H32O5	InChI=1S/C21H32O5/c1-13(12-22)5-4-6-14(2)16-9-10-20(3)21(16,25)11-15-18(26-20)8-7-17(23)19(15)24/h9,13-14,17,22-23,25H,4-8,10-12H2,1-3H3/t13?,14?,17-,20-,21-/m0/s1	QIRMUZGKQFREHZ-VASUFEGXSA-N	364.2249741			MMDBc0016346
BASm0016225	Anthcolorin D	Anthcolorin D is a flavonoid compound belonging to the chemical class of flavonoids. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]1(C[C@]2([H])CC[C@]3([H])[C@](C)(CC[C@]4([H])O[C@]([H])(CC[C@@]34C)C(C)(C)O)C2=C)C(=O)N(C2=CC=CC=C12)C(C)(C)C=C	C33H47NO3	InChI=1S/C33H47NO3/c1-9-30(3,4)34-25-13-11-10-12-23(25)24(29(34)35)20-22-14-15-26-32(7,21(22)2)18-17-28-33(26,8)19-16-27(37-28)31(5,6)36/h9-13,22,24,26-28,36H,1-2,14-20H2,3-8H3/t22-,24-,26+,27+,28-,32+,33-/m0/s1	QWTTYYHQARGNPV-XLWHRKMNSA-N	505.3555944			MMDBc0016373
BASm0016226	Brevicompanine F	Brevicompanine F is a alkaloid compound belonging to the class of metabolites. There is limited literature available on Brevicompanine F, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]12C[C@]3(C4=CC=CC=C4N(C(=O)CCC)[C@@]3([H])N1C(=O)[C@]([H])(CC(C)C)N=C2O)C(C)(C)C=C	C26H35N3O3	InChI=1S/C26H35N3O3/c1-7-11-21(30)28-19-13-10-9-12-17(19)26(25(5,6)8-2)15-20-22(31)27-18(14-16(3)4)23(32)29(20)24(26)28/h8-10,12-13,16,18,20,24H,2,7,11,14-15H2,1,3-6H3,(H,27,31)/t18-,20-,24-,26+/m0/s1	JIILGMDGBROFNV-IHJBEOSKSA-N	437.267842			MMDBc0016376
BASm0016227	Ustusolate C			Expected Solid	[H]\C(CC([H])(C)O)=C(\[H])/C(/[H])=C(\[H])C(=O)O[C@]1([H])C=C2COC(=O)[C@]2(O)[C@@]2(C)CCCC(C)(C)[C@]12[H]	C23H32O6	InChI=1S/C23H32O6/c1-15(24)9-6-5-7-10-18(25)29-17-13-16-14-28-20(26)23(16,27)22(4)12-8-11-21(2,3)19(17)22/h5-7,10,13,15,17,19,24,27H,8-9,11-12,14H2,1-4H3/b6-5+,10-7+/t15?,17-,19+,22+,23+/m1/s1	GWQSYRUODDDVOT-WMQXXUAISA-N	404.2198888			MMDBc0016380
BASm0016228	Aqabamycin G	Aqabamycin G is a nitrophenyl indolylmaleimide, classified as a marine alkaloid. Its chemical structure features a complex arrangement that includes an indole moiety and a maleimide functional group, contributing to its unique properties. The first total synthesis of aqabamycin G has been reported, showcasing the intricate synthetic pathways required to produce this compound from marine-derived sources, specifically Vibrio sp. (PMID:35324169). Aqabamycin G is part of a larger family of maleimide derivatives, which includes several other compounds such as aqabamycin A through F, all of which were isolated alongside various known metabolites (PMID:35324169). In terms of biological pathways, aqabamycin G is involved in various cellular processes, potentially influencing signaling pathways due to its maleimide structure, which can interact with thiol groups in proteins. This interaction may suggest a role in modulating protein function or stability, although further studies are needed to elucidate its specific biological effects.		Expected Solid	OC1=NC(=O)C(C2=CNC3=CC=CC=C23)=C1C1=CC(=C(O)C=C1)N(=O)=O	C18H11N3O5	InChI=1S/C18H11N3O5/c22-14-6-5-9(7-13(14)21(25)26)15-16(18(24)20-17(15)23)11-8-19-12-4-2-1-3-10(11)12/h1-8,19,22H,(H,20,23,24)	LSXYUYXMNIJERR-UHFFFAOYSA-N	349.0698705			MMDBc0016383
BASm0016229	8'-hydroxyzearalanone	8'-hydroxyzearalanone is a resorcyclic acid lactone derivative, a chemical class characterized by a specific cyclic structure that includes a resorcinol moiety. This compound was isolated from the marine-derived fungus Penicillium sp., highlighting its potential as a natural product with unique chemical properties (PMID:18758119). The chemical structure of 8'-hydroxyzearalanone features a 14-membered lactone ring, which is significant in various biochemical pathways. Resorcyclic acid lactones, including 8'-hydroxyzearalanone, are known to interact with cellular mechanisms, potentially influencing signaling pathways associated with growth and development. The biosynthetic pathways involved in the production of such metabolites often include polyketide synthases, which are crucial for the assembly of complex organic structures. Additionally, the compound may exhibit bioactivity that could be relevant in pharmacological contexts, although specific biological effects remain to be fully elucidated. The isolation of 8'-hydroxyzearalanone alongside other zearalanone derivatives underscores the diversity of secondary metabolites produced by marine fungi, which may have implications for drug discovery and development (PMID:18758119).		Expected Solid	[H][C@]1(C)CC([H])(O)CC(=O)CCCCCC2=CC(O)=CC(O)=C2C(=O)O1	C18H24O6	InChI=1S/C18H24O6/c1-11-7-14(20)9-13(19)6-4-2-3-5-12-8-15(21)10-16(22)17(12)18(23)24-11/h8,10-11,14,20-22H,2-7,9H2,1H3/t11-,14?/m0/s1	MCIYWNAGEOPYMI-ZSOXZCCMSA-N	336.1572885			MMDBc0016390
BASm0016230	(3S)-3,4-dihydro-5-(3-hydroxy-5-methylphenoxy)-2,2,7-trimethyl-2H-chromen-3-ol	(3S)-3,4-dihydro-5-(3-hydroxy-5-methylphenoxy)-2,2,7-trimethyl-2H-chromen-3-ol is a flavonoid. There is little literature available on this metabolite, indicating that its biological significance and potential applications remain largely unexplored. Further research may be necessary to elucidate its properties and effects.		Expected Solid	[H][C@]1(O)CC2=C(OC3=CC(C)=CC(O)=C3)C=C(C)C=C2OC1(C)C	C19H22O4	InChI=1S/C19H22O4/c1-11-5-13(20)9-14(6-11)22-16-7-12(2)8-17-15(16)10-18(21)19(3,4)23-17/h5-9,18,20-21H,10H2,1-4H3/t18-/m0/s1	HEGIMVHEUZBBLA-SFHVURJKSA-N	314.1518092			MMDBc0016391
BASm0016231	(1R,2S,3R,4S,5S)-2,3-epoxy-5-methylcyclohexane-1,4-diol	(1R,2S,3R,4S,5S)-2,3-epoxy-5-methylcyclohexane-1,4-diol is a cyclic diol compound belonging to the class of epoxy alcohols. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and biological significance.		Expected Solid	[H][C@@]12O[C@]1([H])[C@@]([H])(O)[C@@]([H])(C)C[C@@]2([H])O	C7H12O3	InChI=1S/C7H12O3/c1-3-2-4(8)6-7(10-6)5(3)9/h3-9H,2H2,1H3/t3-,4+,5-,6-,7+/m0/s1	CMZGQDPCPWKPGY-MLKOFDEISA-N	144.0786442			MMDBc0016392
BASm0016232	Decarestrictine M	Decarestrictine M is a member of the chemical class of metabolites. There is limited literature available on Decarestrictine M, indicating a need for further research to better understand its properties and potential biological significance.		Expected Solid	[H]C(C)(O)CC1([H])OC(=O)CC2([H])C[C@]([H])(O)C1([H])O2	C10H16O5	InChI=1S/C10H16O5/c1-5(11)2-8-10-7(12)3-6(14-10)4-9(13)15-8/h5-8,10-12H,2-4H2,1H3/t5?,6?,7-,8?,10?/m0/s1	ACOYLHVUGSEGKA-YTFRGWMASA-N	216.0997736			MMDBc0016395
BASm0016233	Hesseltin E	Hesseltin E is a secondary metabolite. There is limited literature available on this compound, indicating a need for further research to better understand its properties and potential biological significance.		Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])C1=CC(=O)C2=C(O1)O[C@]1(C)CC[C@@]3([H])C(C)(C)C(=O)CC[C@]3(C)[C@@]1([H])C2	C25H32O4	InChI=1S/C25H32O4/c1-6-7-8-9-16-14-18(26)17-15-20-24(4)12-11-21(27)23(2,3)19(24)10-13-25(20,5)29-22(17)28-16/h6-9,14,19-20H,10-13,15H2,1-5H3/b7-6+,9-8+/t19-,20+,24-,25+/m0/s1	GVOVBHJIAABCIL-QJLSTLEISA-N	396.2300595			MMDBc0016397
BASm0016234	Cephaibol C			Expected Solid		C81H125N17O20		GXDCOMRETADJBG-UHFFFAOYNA-N	1655.928679			MMDBc0016403
BASm0016235	Pedein A			Expected Solid	[H]\C(C[C@]([H])(O)[C@@]([H])(O)[C@@]1([H])N=C(O)C[C@]([H])(O)CN=C(O)CN=C(O)[C@@]([H])(CC2=CNC3=C2C=CC(Cl)=C3)N=C(O)CN(C)C(=O)C[C@@]2(O)N=C(O)[C@]([H])(OC)[C@]2([H])N=C(O)[C@@]1([H])O)=C(\[H])/C(/[H])=C(\[H])C1=CC=CC=C1	C43H53ClN8O13	InChI=1S/C43H53ClN8O13/c1-52-22-33(57)48-29(15-24-19-45-28-16-25(44)13-14-27(24)28)40(61)47-21-32(56)46-20-26(53)17-31(55)49-35(36(59)30(54)12-8-4-7-11-23-9-5-3-6-10-23)37(60)41(62)50-39-38(65-2)42(63)51-43(39,64)18-34(52)58/h3-11,13-14,16,19,26,29-30,35-39,45,53-54,59-60,64H,12,15,17-18,20-22H2,1-2H3,(H,46,56)(H,47,61)(H,48,57)(H,49,55)(H,50,62)(H,51,63)/b8-4+,11-7+/t26-,29+,30-,35+,36+,37-,38+,39-,43-/m0/s1	KOTACARTLSNDDK-SJTJEGOMSA-N	924.3420615			MMDBc0016405
BASm0016236	Glomerella cingulata peptide	Glomerella cingulata peptide is a fungal peptide belonging to the class of secondary metabolites. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	CC(C)CC(N=C(O)C(CC(O)=N)N=C(O)CN=C(O)C(CC1=CN=CN1)N=C(O)C1CCCN1C(=O)C(CC1=CC=C(O)C=C1)N=C(O)C(CO)N=C(O)C(CC1=CC=CC=C1)N=C(O)C(CC1=CC=C(O)C=C1)N=C(O)CN)C(O)=NC(CC1=CC=CC=C1)C(O)=O	C64H80N14O16	InChI=1S/C64H80N14O16/c1-36(2)24-44(57(86)76-50(64(93)94)28-38-12-7-4-8-13-38)72-60(89)48(30-53(66)82)71-55(84)33-68-56(85)47(29-41-32-67-35-69-41)74-62(91)52-14-9-23-78(52)63(92)49(27-40-17-21-43(81)22-18-40)75-61(90)51(34-79)77-59(88)46(25-37-10-5-3-6-11-37)73-58(87)45(70-54(83)31-65)26-39-15-19-42(80)20-16-39/h3-8,10-13,15-22,32,35-36,44-52,79-81H,9,14,23-31,33-34,65H2,1-2H3,(H2,66,82)(H,67,69)(H,68,85)(H,70,83)(H,71,84)(H,72,89)(H,73,87)(H,74,91)(H,75,90)(H,76,86)(H,77,88)(H,93,94)	JSEWQMOGZUHFOF-UHFFFAOYSA-N	1300.587673			MMDBc0016408
BASm0016237	Homohop-6-en-31-ol	Homohop-6-en-31-ol is a triterpenoid, a class of chemical compounds characterized by their complex structures and diverse biological activities. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H]C(C)(CCO)[C@@]1([H])CC[C@@]2(C)[C@@]1([H])CC[C@]1(C)[C@]2([H])CC[C@]2([H])[C@@]3(C)CCCC(C)(C)[C@]3([H])C=C[C@@]12C	C31H52O	InChI=1S/C31H52O/c1-21(14-20-32)22-11-17-28(4)23(22)12-18-30(6)25(28)9-10-26-29(5)16-8-15-27(2,3)24(29)13-19-31(26,30)7/h13,19,21-26,32H,8-12,14-18,20H2,1-7H3/t21?,22-,23+,24+,25-,26-,28+,29+,30-,31-/m1/s1	PYCLRKGSLMZJIE-HDBRRRMTSA-N	440.4018163			MMDBc0016424
BASm0016238	Bauerine C			Expected Solid	CN1C2=C(C=CNC2=O)C2=C1C(Cl)=C(Cl)C=C2	C12H8Cl2N2O	InChI=1S/C12H8Cl2N2O/c1-16-10-6(2-3-8(13)9(10)14)7-4-5-15-12(17)11(7)16/h2-5H,1H3,(H,15,17)	JFESWTBLTSUPGK-UHFFFAOYSA-N	266.0013683			MMDBc0016425
BASm0016239	Luteoreticulin	Luteoreticulin is a nitro-containing polyketide metabolite. Its chemical structure is characterized by a complex arrangement typical of polyketides, which are synthesized through the action of polyketide synthases (PKS). Specifically, luteoreticulin is produced via a modular type I PKS pathway, where the length and scaffold of the polyketide chain are influenced by specific enzymatic domains, including a β-keto processing domain that can direct the biosynthesis towards either luteoreticulin or the antifungal compound aureothin (PMID:31595618). The evolutionary relationship among nitro-substituted polyketides, such as luteoreticulin and its analogs, highlights the shared biosynthetic pathways among various Streptomyces species (PMID:24402879). Studies have demonstrated the successful reprogramming of the aureothin PKS to generate luteoreticulin through rational genetic recombination and domain exchanges (PMID:24402879). Furthermore, the extraction of luteoreticulin from microbial sources has been investigated using supercritical-fluid carbon dioxide techniques (PMID:7780576). The structural elucidation of luteoreticulin has been detailed in various studies, confirming its unique configuration and toxic properties (PMIDs:942973, 1237592, 5779746).		Expected Solid	[H]\C(\C(\C)=C(/[H])C1=CC=C(C=C1)N(=O)=O)=C(\C)C1=CC(OC)=C(C)C(=O)O1	C19H19NO5	InChI=1S/C19H19NO5/c1-12(10-15-5-7-16(8-6-15)20(22)23)9-13(2)17-11-18(24-4)14(3)19(21)25-17/h5-11H,1-4H3/b12-10+,13-9+	INCHGEJHIFBBOR-DSEBWEOJSA-N	341.1263227			MMDBc0016430
BASm0016240	Fellutanine B			Expected Solid	[H][C@]1(CC2=CNC3=CC=CC=C23)N=C(O)[C@]([H])(CC2=C(NC3=CC=CC=C23)C(C)(C)C=C)N=C1O	C27H28N4O2	InChI=1S/C27H28N4O2/c1-4-27(2,3)24-19(18-10-6-8-12-21(18)29-24)14-23-26(33)30-22(25(32)31-23)13-16-15-28-20-11-7-5-9-17(16)20/h4-12,15,22-23,28-29H,1,13-14H2,2-3H3,(H,30,33)(H,31,32)/t22-,23+/m1/s1	PFYKDKMYQRWRGF-PKTZIBPZSA-N	440.2212262			MMDBc0016431
BASm0016241	Plusbacin A2	Plusbacin A2 is a lipopeptide antibiotic belonging to the class of cyclic lipopeptides. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	CC(C)CCCCCCCCCC1CC(O)=NC(C(C)O)C(O)=NC(C)C(=O)N2CCC(O)C2C(O)=NC(CCCNC(N)=N)C(O)=NC(C(O)C(O)=O)C(O)=NC(CO)C(=O)N2CCC(O)C2C(O)=NC(C(O)C(O)=O)C(=O)O1	C49H81N11O20	InChI=1S/C49H81N11O20/c1-23(2)13-10-8-6-5-7-9-11-14-26-21-31(65)56-32(25(4)62)40(69)53-24(3)44(73)59-19-16-29(63)35(59)42(71)54-27(15-12-18-52-49(50)51)39(68)57-33(37(66)46(75)76)41(70)55-28(22-61)45(74)60-20-17-30(64)36(60)43(72)58-34(48(79)80-26)38(67)47(77)78/h23-30,32-38,61-64,66-67H,5-22H2,1-4H3,(H,53,69)(H,54,71)(H,55,70)(H,56,65)(H,57,68)(H,58,72)(H,75,76)(H,77,78)(H4,50,51,52)	KDBXJRLNARFRRV-UHFFFAOYSA-N	1143.565934			MMDBc0016433
BASm0016242	Rubrofusarin-6-O-α-D-ribofuranoside	Rubrofusarin-6-O-α-D-ribofuranoside is a flavonoid glycoside. There is little literature available on this metabolite, indicating a gap in the understanding of its biological significance and potential applications.		Expected Solid	[H][C@]1(CO)O[C@]([H])(OC2=C3C(O)=C4C(=O)C=C(C)OC4=CC3=CC(OC)=C2)[C@]([H])(O)[C@]1([H])O	C20H20O9	InChI=1S/C20H20O9/c1-8-3-11(22)16-12(27-8)5-9-4-10(26-2)6-13(15(9)18(16)24)28-20-19(25)17(23)14(7-21)29-20/h3-6,14,17,19-21,23-25H,7H2,1-2H3/t14-,17-,19-,20+/m1/s1	SIZIWNVEXFRCBS-JRJVTICQSA-N	404.1107322			MMDBc0016444
BASm0016243	N-prenyl-cyclo-L-tryptophyl-L-proline	N-prenyl-cyclo-L-tryptophyl-L-proline is a cyclic dipeptide derivative belonging to the class of tryptophan-containing compounds. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(CC1=CN(CC=C(C)C)C3=CC=CC=C13)N=C2O	C21H25N3O2	InChI=1S/C21H25N3O2/c1-14(2)9-11-23-13-15(16-6-3-4-7-18(16)23)12-17-21(26)24-10-5-8-19(24)20(25)22-17/h3-4,6-7,9,13,17,19H,5,8,10-12H2,1-2H3,(H,22,25)/t17-,19-/m0/s1	UHDXIZKDEGWFRD-HKUYNNGSSA-N	351.1946771			MMDBc0016449
BASm0016244	Molybdopterin compound Z	Molybdopterin compound Z is a member of the molybdenum cofactor family, specifically classified as a pterin derivative. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biochemical roles and implications.		Expected Solid	OC1COP(O)(=O)OC1C(=O)C1=NC2=C(NC(=N)N=C2O)N=C1	C10H10N5O7P	InChI=1S/C10H10N5O7P/c11-10-14-8-5(9(18)15-10)13-3(1-12-8)6(17)7-4(16)2-21-23(19,20)22-7/h1,4,7,16H,2H2,(H,19,20)(H3,11,12,14,15,18)	ONCCWDRMOZMNSM-UHFFFAOYSA-N	343.0317847			MMDBc0016455
BASm0016245	2,4,6,8-tetramethyl-3,4-dihydroxydec-8(9)-enolide	2,4,6,8-tetramethyl-3,4-dihydroxydec-8(9)-enolide is a natural product belonging to the class of enolides. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential biological significance.		Expected Solid	[H]C1=C(C)C[C@]([H])(C)C[C@@](C)(O)[C@]([H])(O)[C@@]([H])(C)C(=O)OC1	C14H24O4	InChI=1S/C14H24O4/c1-9-5-6-18-13(16)11(3)12(15)14(4,17)8-10(2)7-9/h5,10-12,15,17H,6-8H2,1-4H3/b9-5-/t10-,11+,12+,14+/m0/s1	VAQCMXARBHDRBD-LOEFOQODSA-N	256.1674593			MMDBc0016466
BASm0016246	N-methyltyrosyl-N-methyltyrosyl-leucyl-alanine	N-methyltyrosyl-N-methyltyrosyl-leucyl-alanine is a tetrapeptide belonging to the class of metabolites known as peptides. Its chemical structure consists of two N-methyltyrosine residues followed by leucine and alanine, forming a unique sequence that may influence various biochemical pathways. The synthesis of this compound has been confirmed through total synthesis techniques, which underscores its relevance in chemical and biochemical research (PMID:8002381). In biological contexts, peptides like N-methyltyrosyl-N-methyltyrosyl-leucyl-alanine can participate in signaling pathways, potentially acting as neurotransmitters or modulators in cellular communication. They may also be involved in protein synthesis and degradation processes, contributing to the regulation of metabolic pathways. Understanding the structure and function of such metabolites can provide insights into their roles in physiological processes and their potential applications in therapeutic development.		Expected Solid	[H][C@@](C)(N=C(O)[C@]([H])(CC(C)C)N=C(O)[C@]([H])(CC1=CC=C(O)C=C1)N(C)C(=O)[C@]([H])(CC1=CC=C(O)C=C1)NC)C(O)=O	C29H40N4O7	InChI=1S/C29H40N4O7/c1-17(2)14-23(26(36)31-18(3)29(39)40)32-27(37)25(16-20-8-12-22(35)13-9-20)33(5)28(38)24(30-4)15-19-6-10-21(34)11-7-19/h6-13,17-18,23-25,30,34-35H,14-16H2,1-5H3,(H,31,36)(H,32,37)(H,39,40)/t18-,23-,24-,25-/m0/s1	RMTBEJIJFWZNPI-MGKKLRQFSA-N	556.2896996			MMDBc0016506
BASm0016247	Porritoxinol			Expected Solid	[H][C@](O)(COC1=C(C)C(OC)=C2COC(=O)C2=C1)C(C)(C)O	C15H20O6	InChI=1S/C15H20O6/c1-8-11(20-7-12(16)15(2,3)18)5-9-10(13(8)19-4)6-21-14(9)17/h5,12,16,18H,6-7H2,1-4H3/t12-/m0/s1	WVJWALIKYTWYOP-LBPRGKRZSA-N	296.1259884			MMDBc0016519
BASm0016248	Puwainaphycin C			Expected Solid	[H]\C(C)=C1/N=C(O)C(N=C(O)C(O)C(N=C(O)C2CCCN2C(=O)C(CC(O)=N)N(C)C(=O)C(N=C(O)CN=C(O)C(CCC(O)=N)N=C(O)C(N=C(O)C(N=C1O)C(C)O)C(C)O)C(C)OC)C(C)CCCCCCCCCC(Cl)CC)C(C)C	C56H95ClN12O16	InChI=1S/C56H95ClN12O16/c1-11-34(57)22-19-17-15-13-14-16-18-21-30(5)43-47(75)54(82)64-42(29(3)4)51(79)61-35(12-2)49(77)66-45(32(7)71)53(81)67-44(31(6)70)52(80)62-36(24-25-39(58)72)48(76)60-28-41(74)63-46(33(8)85-10)56(84)68(9)38(27-40(59)73)55(83)69-26-20-23-37(69)50(78)65-43/h12,29-34,36-38,42-47,70-71,75H,11,13-28H2,1-10H3,(H2,58,72)(H2,59,73)(H,60,76)(H,61,79)(H,62,80)(H,63,74)(H,64,82)(H,65,78)(H,66,77)(H,67,81)/b35-12+	LLZGZWBVBWCMRA-RHQFVSDJSA-N	1226.667753			MMDBc0016533
BASm0016249	4-O-Methylbotcinolide	4-O-Methylbotcinolide is a member of the chemical class of botcinolides, which are characterized by their unique lactone structures. Its chemical structure features a methyl ether group at the 4-position, which distinguishes it from other analogues within the botcinolide family. The compound has been the subject of total syntheses that have elucidated its structural characteristics, confirming its identity among various natural products previously misclassified (PMID:19137164). Additionally, spectroscopic data reinvestigations have revealed that 4-O-methylbotcinolide is equivalent to a methyl ester of botcinic acid, highlighting its relationship with other botcinolide derivatives (PMID:16643065). In biological contexts, compounds like 4-O-methylbotcinolide are involved in metabolic pathways that may influence secondary metabolite production in certain microorganisms, contributing to their ecological roles and potential applications in biotechnology. Overall, the intricate chemistry and structural nuances of 4-O-methylbotcinolide underscore its significance in the study of natural product chemistry and its potential utility in various scientific fields.		Expected Solid	[H]\C(C(O)CCCC)=C(\[H])C(=O)OC1C(C)OC(=O)C(C)C(O)C(C)(OC)C(O)C1C	C21H36O8	InChI=1S/C21H36O8/c1-7-8-9-15(22)10-11-16(23)29-17-12(2)18(24)21(5,27-6)19(25)13(3)20(26)28-14(17)4/h10-15,17-19,22,24-25H,7-9H2,1-6H3/b11-10+	GJLPOSLGYAWPGK-ZHACJKMWSA-N	416.2410181			MMDBc0016538
BASm0016250	Fusarubinoic acid	Fusarubinoic acid is a fungal metabolite belonging to the class of organic acids. There is limited literature available on this compound, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	COC1=CC(=O)C2=C(C(O)=C(CC(C)=O)C(C(O)=O)=C2O)C1=O	C15H12O8	InChI=1S/C15H12O8/c1-5(16)3-6-9(15(21)22)14(20)10-7(17)4-8(23-2)13(19)11(10)12(6)18/h4,18,20H,3H2,1-2H3,(H,21,22)	JCQVSLPRIQVCHH-UHFFFAOYSA-N	320.0532173			MMDBc0016557
BASm0016251	Aqabamycin A	Aqabamycin A is a maleimide derivative, a chemical class characterized by a five-membered ring containing a nitrogen atom and a carbonyl group, which is notable for its diverse biological activities. The chemical structure of aqabamycin A features a unique arrangement that distinguishes it from other aqabamycins, as it lacks the nitro group present in its analogs, aqabamycin B-G. This compound was isolated alongside several known metabolites, including 3-nitro-1H-indazole and indazole-3-carbaldehyde (PMID:20431617). Aqabamycin A and its derivatives are synthesized through complex biosynthetic pathways, which involve various enzymatic reactions leading to the formation of the maleimide core structure. These pathways contribute to the production of a range of secondary metabolites, showcasing the intricate biochemical processes that govern their synthesis. The presence of aqabamycin A in the metabolic profile highlights its potential role in the ecological interactions of the producing organism, although specific biological significance remains to be elucidated.		Expected Solid	OC1=NC(=O)C(=C1C1=CC=CC=C1)C1=CC=C(O)C=C1	C16H11NO3	InChI=1S/C16H11NO3/c18-12-8-6-11(7-9-12)14-13(15(19)17-16(14)20)10-4-2-1-3-5-10/h1-9,18H,(H,17,19,20)	MDBSTUIUMPTDKF-UHFFFAOYSA-N	265.0738932			MMDBc0016558
BASm0016252	12-epi-hapalindole C isonitrile			Expected Solid	[H][C@@]1(CC[C@@](C)(C=C)[C@]([H])([N+]#[C-])[C@]1([H])C1=CNC2=CC=CC=C12)C(C)=C	C21H24N2	InChI=1S/C21H24N2/c1-6-21(4)12-11-15(14(2)3)19(20(21)22-5)17-13-23-18-10-8-7-9-16(17)18/h6-10,13,15,19-20,23H,1-2,11-12H2,3-4H3/t15-,19+,20-,21-/m1/s1	KGWATBYKCMCFLC-CGRMTHRGSA-N	304.1939488			MMDBc0016567
BASm0016253	Syringolin C	Syringolin C is a cyclic peptide belonging to the class of syringolins. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid		C25H41N5O6		AXZPAGVFIVOODG-SIBMFBDYNA-N	507.3056841			MMDBc0016580
BASm0016254	4-methyl-7,11-heptadecadienal	4-methyl-7,11-heptadecadienal is a lipid metabolite belonging to the class of aldehydes. Its chemical structure features a long carbon chain with a methyl group and two double bonds, specifically located at the 7th and 11th positions, contributing to its unique reactivity and potential biological activity. This compound has been identified in the context of fungal metabolism, particularly from the species Sporothrix flocculosa and Sporothrix rugulosa, where it was isolated alongside its corresponding acid form, 4-methyl-7,11-heptadecadienoic acid. The biosynthetic pathways leading to the formation of 4-methyl-7,11-heptadecadienal involve complex enzymatic processes that may include fatty acid elongation and desaturation, typical of lipid metabolism in fungi. Furthermore, the presence of this compound in fungal cultures suggests potential roles in antimicrobial activity, as indicated by its classification as a new antibiotic (PMID:7931361). The study of 4-methyl-7,11-heptadecadienal may provide insights into novel therapeutic agents derived from natural products.		Expected Solid		C18H32O		BXUVLPDAJOPHFD-GCCLEPIFNA-N	264.2453157			MMDBc0016600
BASm0016255	(-)-ethyl homononactate	(-)-ethyl homononactate is a member of the ester chemical class. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	[H][C@](O)(CC)C[C@]1([H])CC[C@@]([H])(O1)[C@@]([H])(C)C(=O)OCC	C13H24O4	InChI=1S/C13H24O4/c1-4-10(14)8-11-6-7-12(17-11)9(3)13(15)16-5-2/h9-12,14H,4-8H2,1-3H3/t9-,10+,11+,12-/m1/s1	KJHMFBXSFYEECB-NOOOWODRSA-N	244.1674593			MMDBc0016605
BASm0016256	Methoxy-macrolactin 2	Methoxy-macrolactin 2 is a macrolide, a class of compounds characterized by a large lactone ring. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid		C31H46O10		ANHCGTXOAYQDKJ-SBXUKXLBSA-N	578.3090977			MMDBc0016606
BASm0016257	WIN 67689	WIN 67689 is a cannabinoid metabolite. There is little literature available on this compound, indicating a gap in research regarding its pharmacological properties and biological effects.		Expected Solid	[H]C(O)(C1=CC=C(OC)C(CC=C(C)C)=C1)[C@]1([H])N=C(O)CN=C(O)[C@@]([H])(N=C(O)CN=C(O)[C@]2([H])CCCN2C(=O)[C@]([H])(CC2=CNC3=CC=CC=C23)N=C(O)CN=C1O)C(C)C	C42H54N8O9	InChI=1S/C42H54N8O9/c1-23(2)12-13-25-17-26(14-15-32(25)59-5)38(54)37-41(57)46-20-33(51)47-30(18-27-19-43-29-10-7-6-9-28(27)29)42(58)50-16-8-11-31(50)39(55)44-21-34(52)48-36(24(3)4)40(56)45-22-35(53)49-37/h6-7,9-10,12,14-15,17,19,24,30-31,36-38,43,54H,8,11,13,16,18,20-22H2,1-5H3,(H,44,55)(H,45,56)(H,46,57)(H,47,51)(H,48,52)(H,49,53)/t30-,31-,36-,37-,38?/m0/s1	AKYTXQMNKDSGBV-FLCVPYSCSA-N	814.4013754			MMDBc0016607
BASm0016258	Fusaperazine E	Fusaperazine E is a metabolite classified within the chemical class of phenothiazines. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H]\C(C1=CC=C(OCC=C(C)C)C=C1)=C1\N(C)C(=O)[C@@]([H])(SC)N(C)C1=O	C19H24N2O3S	InChI=1S/C19H24N2O3S/c1-13(2)10-11-24-15-8-6-14(7-9-15)12-16-17(22)21(4)19(25-5)18(23)20(16)3/h6-10,12,19H,11H2,1-5H3/b16-12-/t19-/m1/s1	QXYMNBLAEDQYLV-KVVHSQDJSA-N	360.1507638			MMDBc0016614
BASm0016259	Tricycloalternarene 1a	Tricycloalternarene 1a is a member of the class of organic compounds known as tricyclic compounds. There is limited literature available on this metabolite, indicating that research on Tricycloalternarene 1a is sparse and further studies may be needed to fully understand its properties and biological significance.		Expected Solid		C21H32O4		RLDBNHGDPQOYER-UHFFFAOYNA-N	348.2300595			MMDBc0016618
BASm0016260	α-alectoronic acid			Expected Solid	CCCCCC(=O)CC1=CC(O)=CC2=C1C(=O)OC1=CC(O)=C(C(O)=O)C(CC(=O)CCCCC)=C1O2	C28H32O9	InChI=1S/C28H32O9/c1-3-5-7-9-17(29)11-16-12-19(31)14-22-24(16)28(35)37-23-15-21(32)25(27(33)34)20(26(23)36-22)13-18(30)10-8-6-4-2/h12,14-15,31-32H,3-11,13H2,1-2H3,(H,33,34)	ZDIOCINAHISORH-UHFFFAOYSA-N	512.2046326			MMDBc0016620
BASm0016261	Pyoverdin Pf 3/8/1	Pyoverdin Pf 3/8/1 is a siderophore belonging to the chemical class of fluorescent pigments produced by certain Pseudomonas species. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid		C50H76N15O19		QXQUCIIDKRUMJS-UHFFFAOYNA-O	1190.543642			MMDBc0016630
BASm0016262	Spirotryprostatin F	Spirotryprostatin F is a member of the class of compounds known as alkaloids. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@@]1(O)N(C2=O)[C@@]([H])(C=C(C)C)[C@]2(C(O)=NC3=C2C=CC(OC)=C3)[C@]1([H])O	C22H25N3O6	InChI=1S/C22H25N3O6/c1-11(2)9-16-21(13-7-6-12(31-3)10-14(13)23-19(21)28)18(27)22(30)20(29)24-8-4-5-15(24)17(26)25(16)22/h6-7,9-10,15-16,18,27,30H,4-5,8H2,1-3H3,(H,23,28)/t15-,16-,18-,21-,22+/m0/s1	NAXVRXZCCDCICG-LPMPVVGESA-N	427.1743355			MMDBc0016637
BASm0016263	Chaetoglobinol A	Chaetoglobinol A is a secondary metabolite belonging to the chemical class of indole alkaloids. It was isolated from the rice culture of the fungus Chaetomium globosum, alongside other compounds such as chaetocochin J, chetomin, and cochliodinol (PMID:26125976). The chemical structure of Chaetoglobinol A features a complex arrangement of carbon, nitrogen, and oxygen atoms characteristic of indole alkaloids, which often exhibit diverse biological activities. In terms of biochemical pathways, Chaetoglobinol A may be involved in various metabolic processes within the fungal organism, potentially influencing secondary metabolite production and contributing to the organism's ecological interactions. Its structural features suggest potential roles in cellular signaling or defense mechanisms, although specific biological functions require further investigation. The study of such metabolites is crucial for understanding the chemical ecology of fungi and their potential applications in pharmaceuticals and agriculture.		Expected Solid		C32H30N2O5		QOAPGRJTTCYFMV-UHFFFAOYNA-N	522.2154721			MMDBc0016648
BASm0016264	Dihydroterrein			Expected Solid	[H][C@]1(O)C(=O)C=C(CCC)[C@]1([H])O	C8H12O3	InChI=1S/C8H12O3/c1-2-3-5-4-6(9)8(11)7(5)10/h4,7-8,10-11H,2-3H2,1H3/t7-,8-/m0/s1	LFRFNLMDZHTVHB-YUMQZZPRSA-N	156.0786442			MMDBc0016658
BASm0016265	Phomoxin B	Phomoxin B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating a need for further research to understand its properties and potential applications.		Expected Solid	[H]\C(CCCCC)=C(\[H])C1=C(CO)[C@@]2([H])OC(=O)O[C@@]2([H])[C@@]([H])(O)[C@]1([H])O	C15H22O6	InChI=1S/C15H22O6/c1-2-3-4-5-6-7-9-10(8-16)13-14(12(18)11(9)17)21-15(19)20-13/h6-7,11-14,16-18H,2-5,8H2,1H3/b7-6+/t11-,12+,13-,14+/m1/s1	WMCZZCUJTLXGPD-VEWCADAXSA-N	298.1416384			MMDBc0016659
BASm0016266	Fredericamycin A	Fredericamycin A is a natural antibiotic belonging to the chemical class of spirocyclic hydroquinones. Its unique structure features a quasi-symmetrical spirocyclic framework, which presents challenges for chemical synthesis (PMID:40271023). The total synthesis of fredericamycin A has been achieved through various innovative methods, including the assembly of multicyclic isoquinoline scaffolds from pyridines (PMID:34377413) and the use of stereoselective reactions (PMID:33522232). Notably, the first asymmetric synthesis of fredericamycin A has been reported alongside the synthesis of several other anthracycline antibiotics (PMID:32999145). Furthermore, synthetic approaches to its ABCD ring system have employed Claisen rearrangement and ring-closing metathesis as key steps (PMID:31656883). The production of fredericamycin A has also been enhanced in the deep-sea-derived Streptomyces somaliensis SCSIO ZH66 through ribosome engineering and response surface methodology, which activated its cryptic gene cluster (PMID:25927229). This compound is structurally related to fredericamycin C2 and is considered a potent lead in anticancer drug development (PMID:32481766).		Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])C1=NC(O)=C2C(O)=C3C(CC[C@@]33C(O)=C4C(=C3O)C(=O)C3=C(C(=O)C=C(OC)C3=O)C4=O)=CC2=C1	C30H21NO9	InChI=1S/C30H21NO9/c1-3-4-5-6-14-10-13-9-12-7-8-30(22(12)26(36)17(13)29(39)31-14)27(37)20-21(28(30)38)25(35)19-18(24(20)34)15(32)11-16(40-2)23(19)33/h3-6,9-11,36-38H,7-8H2,1-2H3,(H,31,39)/b4-3+,6-5+/t30-/m0/s1	NJLAGDPRCAPJIF-MHSJTTIKSA-N	539.1216313			MMDBc0016675
BASm0016267	Veraguamide I			Expected Solid		C37H64N4O8		DOBIBZDFHDCVHA-UHFFFAOYNA-N	692.472415			MMDBc0016683
BASm0016268	3-hydroxy-2-(hydroxymethyl)-4-pentadecanoyl-2H-furan-5-one	3-hydroxy-2-(hydroxymethyl)-4-pentadecanoyl-2H-furan-5-one is a furan derivative belonging to the class of bioactive metabolites. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid		C20H34O5		ZEPMOPDHHDRDEK-UHFFFAOYNA-N	354.2406242			MMDBc0016688
BASm0016269	Acetophthalidin	Acetophthalidin is a member of the chemical class of metabolites, specifically identified as a novel inhibitor of the mammalian cell cycle. Its chemical structure features a phthalidin core, which is characteristic of various biologically active compounds. Acetophthalidin has been identified through bioassay systems that screen for cell cycle inhibitors derived from microbial metabolites, highlighting its potential as a unique compound in this context (PMID:9043671). It was produced by a fungus isolated from sea sediment, indicating a natural origin that may contribute to its bioactivity (PMID:8621365). In terms of biological pathways, acetophthalidin's role as a cell cycle inhibitor suggests involvement in regulating cellular proliferation and potentially influencing processes such as apoptosis and DNA repair mechanisms. This positions acetophthalidin as a compound of interest in the study of cellular growth regulation and the development of therapeutic agents targeting the cell cycle.		Expected Solid		C10H8O5		KLBSSFLIZVTENH-UHFFFAOYNA-N	208.0371734			MMDBc0016690
BASm0016270	Sterhirsutin J	Sterhirsutin J is a flavonoid, a class of compounds known for their diverse biological activities. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid		C28H32O7		PXLMNSODUBZTGS-UHFFFAOYNA-N	480.2148034			MMDBc0016696
BASm0016271	PGL K7	PGL K7 is a metabolite belonging to the class of polyunsaturated fatty acids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H]C(CCCCC([H])(C)C([H])(CC)OC)(CC([H])(CC1=CC=C(O[C@@]2([H])OC([H])(C)[C@@]([H])(OC)C([H])(O[C@@]3([H])OC([H])(C)[C@@]([H])(O)C([H])(O[C@@]4([H])OC([H])(C)[C@]([H])(O)C([H])(O)C4([H])OC)C3([H])OC)C2([H])OC)C=C1)OC(=O)C([H])(C)CCC)OC(=O)C([H])(C)CCC	C54H92O18	InChI=1S/C54H92O18/c1-15-20-31(5)50(58)68-38(23-19-18-22-30(4)40(17-3)60-10)29-39(69-51(59)32(6)21-16-2)28-36-24-26-37(27-25-36)70-53-49(64-14)47(44(61-11)35(9)67-53)72-54-48(63-13)45(42(56)34(8)66-54)71-52-46(62-12)43(57)41(55)33(7)65-52/h24-27,30-35,38-49,52-57H,15-23,28-29H2,1-14H3/t30?,31?,32?,33?,34?,35?,38?,39?,40?,41-,42+,43?,44+,45?,46?,47?,48?,49?,52+,53+,54+/m0/s1	ZJRJSIZMEQJVPK-HRVLAFQOSA-N	1028.628366			MMDBc0016738
BASm0016272	2-(Methoxymethyl)furan	2-(Methoxymethyl)furan is found in coffee and coffee products. Aroma constituent of roasted coffee and roasted almonds. 2-(Methoxymethyl)furan is a flavouring agent		Expected Solid	COCC1=CC=CO1	C6H8O2	InChI=1S/C6H8O2/c1-7-5-6-3-2-4-8-6/h2-4H,5H2,1H3	GANSPRKOWQQXPE-UHFFFAOYSA-N	112.0524295			MMDBc0016739
BASm0016273	Azanigerone D	Azanigerone D is a secondary metabolite belonging to the class of naphthoquinones. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential biological activities.		Expected Solid		C19H23NO6		SGMQQYJUDLVNTG-UHFFFAOYNA-N	361.1525375			MMDBc0016761
BASm0016274	Sterolic acid	Sterolic acid is a unique acetylenic fatty acid belonging to the chemical class of sterols. Its chemical structure features a distinctive alkyne functional group, which contributes to its reactivity and potential biological roles. Sterolic acid has been identified as a metabolite in various organisms, including fungi, where it is isolated from species such as Penicillium sp. (PMID:22412815). This compound is notable for its presence in oils, where it contributes to the profile of unsaturated fatty acids, comprising 89.41% of the total fatty acid content in certain extracts (PMID:30905238). The pathways involving sterolic acid may include lipid metabolism and signaling processes, although specific biological functions remain to be fully elucidated. Additionally, sterolic acid shares structural similarities with other compounds like cholic acid, acitretin, and mupirocin, indicating potential interactions within metabolic pathways (PMID:35372666). Overall, sterolic acid represents a fascinating area of study within the realm of lipid biochemistry and its implications in various biological contexts.		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(C)[C@@]1([H])CC[C@@]2([H])C3=CC(=O)[C@@]45O[C@]4([H])[C@]([H])(O)[C@]4([H])O[C@]4([H])[C@]5(C)[C@]33CC[C@]12CO3)[C@]([H])(C)[C@]([H])(C)C(O)=O	C28H36O7	InChI=1S/C28H36O7/c1-13(15(3)24(31)32)5-6-14(2)16-7-8-17-18-11-19(29)28-22(35-28)20(30)21-23(34-21)25(28,4)27(18)10-9-26(16,17)12-33-27/h5-6,11,13-17,20-23,30H,7-10,12H2,1-4H3,(H,31,32)/b6-5+/t13-,14+,15-,16+,17-,20+,21-,22+,23-,25+,26-,27-,28+/m0/s1	WQTCLVQYDLVATO-GRTLLFEISA-N	484.2461035			MMDBc0016762
BASm0016275	Piperalol			Expected Solid	[H][C@]12CC(C)(C)C[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)C(C=O)=C[C@]2([H])C	C15H24O3	InChI=1S/C15H24O3/c1-9-4-10(7-16)13(8-17)14(18)12-6-15(2,3)5-11(9)12/h4,7,9,11-14,17-18H,5-6,8H2,1-3H3/t9-,11+,12+,13-,14-/m0/s1	MABZIKXHSLOMDZ-OMRNGCIESA-N	252.1725446			MMDBc0016779
BASm0016276	Malyngamide I			Expected Solid		C26H42ClNO5		ORRFIXSGNXBETO-IRETZTHLSA-N	483.2751512			MMDBc0016796
BASm0016277	Roquefortine C			Expected Solid	[H]\C(C1=CN=CN1)=C1/N=C(O)[C@]2([H])C[C@]3(C4=CC=CC=C4N[C@@]3([H])N2C1=O)C(C)(C)C=C	C22H23N5O2	InChI=1S/C22H23N5O2/c1-4-21(2,3)22-10-17-18(28)25-16(9-13-11-23-12-24-13)19(29)27(17)20(22)26-15-8-6-5-7-14(15)22/h4-9,11-12,17,20,26H,1,10H2,2-3H3,(H,23,24)(H,25,28)/b16-9+/t17-,20-,22+/m0/s1	SPWSUFUPTSJWNG-JJUKSXGLSA-N	389.185175			MMDBc0016806
BASm0016278	Fredericamycin C1	Fredericamycin C1 is a member of the class of compounds known as polyketides. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(C)=C(\[H])/C(/[H])=C(\[H])C1=CC2=C(C(=O)O1)C(O)=C1C(CCC3=C(O)C4=C(C(O)=C13)C(=O)C1=C(C(O)=C(OC)C=C1O)C4=O)=C2	C31H22O10	InChI=1S/C31H22O10/c1-3-4-5-6-14-10-13-9-12-7-8-15-20(18(12)27(35)19(13)31(39)41-14)28(36)24-23(25(15)33)30(38)22-21(29(24)37)16(32)11-17(40-2)26(22)34/h3-6,9-11,32-36H,7-8H2,1-2H3/b4-3+,6-5+	LKKMROHYZXHINZ-VNKDHWASSA-N	554.1212969			MMDBc0016813
BASm0016279	Secobotrytriene-10,12,15-triol	Secobotrytriene-10,12,15-triol is a triene compound belonging to the class of terpenoids. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(C)=C(/CO)C1=C(C=C)[C@](C)(CO)C[C@]1(C)CO	C15H24O3	InChI=1S/C15H24O3/c1-5-11(7-16)13-12(6-2)14(3,9-17)8-15(13,4)10-18/h5-6,16-18H,2,7-10H2,1,3-4H3/b11-5-/t14-,15+/m0/s1	WLPOYIWCPMYYGM-KGRKPJGKSA-N	252.1725446			MMDBc0016818
BASm0016280	Feigrisolide D	Feigrisolide D is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@@](O)(CC)C[C@]1([H])CC[C@@]([H])(O)[C@@]([H])(C)C(=O)O[C@@]([H])(CC)C[C@@]2([H])CC[C@]([H])(O2)[C@]([H])(C)C(=O)O1	C22H38O7	InChI=1S/C22H38O7/c1-5-15(23)11-17-7-9-19(24)13(3)21(25)28-16(6-2)12-18-8-10-20(27-18)14(4)22(26)29-17/h13-20,23-24H,5-12H2,1-4H3/t13-,14+,15-,16+,17+,18-,19-,20+/m1/s1	LCVDIZRTXONOQH-PVVXXXPESA-N	414.2617536			MMDBc0016845
BASm0016281	7-O-methyl-5′-hydroxy-3′-heptenoate-macrolactin	7-O-methyl-5′-hydroxy-3′-heptenoate-macrolactin is a macrolactin, a class of natural products known for their complex cyclic structures and diverse biological activities. There is limited literature available on this specific metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(CC(=O)O[C@@]1([H])C\C([H])=C(/[H])\C(\[H])=C([H])/C(=O)O[C@]([H])(C)CCC\C([H])=C(\[H])/C(/[H])=C([H])/[C@]([H])(O)C[C@@]([H])(O)C\C([H])=C([H])/C([H])=C1[H])=C(\[H])[C@@]([H])(O)CC	C31H44O7	InChI=1S/C31H44O7/c1-3-26(32)19-15-23-31(36)38-29-20-12-7-11-18-28(34)24-27(33)17-10-6-4-5-9-16-25(2)37-30(35)22-14-8-13-21-29/h4,6-8,10-15,17,19-20,22,25-29,32-34H,3,5,9,16,18,21,23-24H2,1-2H3/b6-4-,11-7-,13-8+,17-10+,19-15+,20-12?,22-14-/t25-,26+,27+,28+,29-/m1/s1	RQEZKSDDHWVGHW-ANKYFMHJSA-N	528.3087038			MMDBc0016853
BASm0016282	24-α-D-glucosyl-(-)-terpestacin	24-α-D-glucosyl-(-)-terpestacin is a glycosylated derivative of the natural product terpestacin, belonging to the class of secondary metabolites. There is limited literature available on this specific metabolite, indicating a need for further research to elucidate its biological significance and potential applications.		Expected Solid	[H]\C1=C(C)\CC[C@]([H])(O)\C(C)=C([H])\C[C@]2([H])C(=C(O)C(=O)[C@@]2(C)C\C([H])=C(C)\CC1)[C@]([H])(C)CO[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C31H48O9	InChI=1S/C31H48O9/c1-17-7-6-8-18(2)13-14-31(5)21(11-10-19(3)22(33)12-9-17)24(26(35)29(31)38)20(4)16-39-30-28(37)27(36)25(34)23(15-32)40-30/h7,10,13,20-23,25,27-28,30,32-37H,6,8-9,11-12,14-16H2,1-5H3/b17-7-,18-13+,19-10+/t20-,21-,22+,23-,25-,27+,28-,30+,31+/m1/s1	RVSWMQVCYJCHMC-DAUADZTISA-N	564.3298331			MMDBc0016856
BASm0016283	3-acetyl-9, 7 (11)-dien-7α-hydroxy-8-oxoeremophilane	3-acetyl-9, 7 (11)-dien-7α-hydroxy-8-oxoeremophilane is a sesquiterpene metabolite. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]1(CCC2=CC(=O)C(=C(C)C)[C@]([H])(O)[C@]2(C)[C@@]1([H])C)OC(C)=O	C17H24O4	InChI=1S/C17H24O4/c1-9(2)15-13(19)8-12-6-7-14(21-11(4)18)10(3)17(12,5)16(15)20/h8,10,14,16,20H,6-7H2,1-5H3/t10-,14+,16-,17+/m0/s1	NNGHEUBMPRTIIB-KYTKNBDNSA-N	292.1674593			MMDBc0016869
BASm0016284	Carboxymycobactin-6	Carboxymycobactin-6 is a siderophore, a chemical class of molecules that chelate iron to facilitate its uptake in microorganisms. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid	[H]\C(CCCCCCCCC(O)=O)=C(/[H])C(=O)N(O)CCCCC(N=C(O)C1N=C(OC1C)C1=CC=CC=C1O)C(=O)OC(CC)C(C)C(O)=NC1CCCCN(O)C1=O	C41H61N5O12	InChI=1S/C41H61N5O12/c1-4-33(27(2)37(51)42-30-20-15-18-26-46(56)40(30)53)58-41(54)31(43-38(52)36-28(3)57-39(44-36)29-19-13-14-22-32(29)47)21-16-17-25-45(55)34(48)23-11-9-7-5-6-8-10-12-24-35(49)50/h11,13-14,19,22-23,27-28,30-31,33,36,47,55-56H,4-10,12,15-18,20-21,24-26H2,1-3H3,(H,42,51)(H,43,52)(H,49,50)/b23-11-	BYSSOXZYTLAFLQ-KSEXSDGBSA-N	815.4316724			MMDBc0016875
BASm0016285	CJ-15,183	CJ-15,183 is a squalene synthase inhibitor belonging to the class of organic compounds known as terpenoids. Its chemical structure features a unique arrangement of carbon atoms that allows it to effectively inhibit the enzyme squalene synthase, which plays a critical role in the biosynthetic pathway of sterols and triterpenes. This inhibition can disrupt the synthesis of squalene, a key precursor in the production of cholesterol and other important biomolecules. CJ-15,183 was isolated from the fermentation broth of the fungus Aspergillus aculeatus, highlighting the potential of fungal metabolites in drug discovery. The compound's mechanism of action involves targeting the squalene synthase enzyme, thereby influencing lipid metabolism and potentially impacting various biological pathways related to cholesterol homeostasis and membrane integrity. The identification of CJ-15,183 as a novel squalene synthase inhibitor underscores its relevance in the study of metabolic pathways and its potential therapeutic applications. (PMID:11827032)		Expected Solid	[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CC\C([H])=C(/[H])C1CC(C(=O)O1)C(O)(CC(O)=O)C(=O)OC(C(CC(O)=O)C(O)=O)C(O)=O	C28H38O13	InChI=1S/C28H38O13/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-18-15-20(26(37)40-18)28(39,17-22(31)32)27(38)41-23(25(35)36)19(24(33)34)16-21(29)30/h6-7,9-10,13-14,18-20,23,39H,2-5,8,11-12,15-17H2,1H3,(H,29,30)(H,31,32)(H,33,34)(H,35,36)/b7-6-,10-9-,14-13+	SCNKZRBYVALSHS-OXXZWVFOSA-N	582.2312413			MMDBc0016915
BASm0016286	Austalide A			Expected Solid	[H][C@]1(C[C@]2(C)OC3=C(C[C@]2([H])[C@@]2(C)CC[C@]4(OC)OC(C)(C)[C@]12O4)C(OC)=C1C(=O)OCC1=C3C)OC(C)=O	C28H36O9	InChI=1S/C28H36O9/c1-14-17-13-33-23(30)20(17)22(31-7)16-11-18-25(5)9-10-27(32-8)36-24(3,4)28(25,37-27)19(34-15(2)29)12-26(18,6)35-21(14)16/h18-19H,9-13H2,1-8H3/t18-,19-,25-,26+,27+,28-/m1/s1	JVCNHGXAVMINTN-QBNAFFQBSA-N	516.2359327			MMDBc0016932
BASm0016287	13-Eicosenoic acid	Paullinic acid is found in fats and oils. Paullinic acid is isolated from herring oil and rapeseed oil and from various Sapindacea		Liquid	CCCCCC\C=C/CCCCCCCCCCCC(O)=O	C20H38O2	InChI=1S/C20H38O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h7-8H,2-6,9-19H2,1H3,(H,21,22)/b8-7-	URXZXNYJPAJJOQ-FPLPWBNLSA-N	310.2871805			MMDBc0016934
BASm0016288	Thermobiszeaxanthin-15-15	Thermobiszeaxanthin-15-15 is a carotenoid, a class of pigments found in plants and photosynthetic organisms. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H]/C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])C1=C(C)C[C@]([H])(CC1(C)C)OC1([H])OC([H])(COC(=O)CCCCCCCCCCCC(C)C)C([H])(O)C([H])(O)C1([H])O)/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])C1=C(C)C[C@]([H])(CC1(C)C)OC1([H])OC([H])(COC(=O)CCCCCCCCCCCC(C)C)C([H])(O)C([H])(O)C1([H])O	C82H132O14	InChI=1S/C82H132O14/c1-57(2)37-29-25-21-17-15-19-23-27-31-45-71(83)91-55-69-73(85)75(87)77(89)79(95-69)93-65-51-63(9)67(81(11,12)53-65)49-47-61(7)43-35-41-59(5)39-33-34-40-60(6)42-36-44-62(8)48-50-68-64(10)52-66(54-82(68,13)14)94-80-78(90)76(88)74(86)70(96-80)56-92-72(84)46-32-28-24-20-16-18-22-26-30-38-58(3)4/h33-36,39-44,47-50,57-58,65-66,69-70,73-80,85-90H,15-32,37-38,45-46,51-56H2,1-14H3/b34-33+,41-35+,42-36+,49-47+,50-48+,59-39+,60-40+,61-43+,62-44+/t65-,66-,69?,70?,73?,74?,75?,76?,77?,78?,79?,80?/m1/s1	VVKAQZYKDOWNFD-YDQJSRJVSA-N	1340.961709			MMDBc0016945
BASm0016289	Macrolactin V	Macrolactin V is a polyketide, a class of natural products characterized by their complex structures formed through the condensation of acetyl and propionyl units. This compound exhibits a unique macrolactone structure, which is typical of polyketides, contributing to its diverse biological activities. Chemically, macrolactin V is known to interact with various molecular targets, including glycogen synthase kinase 3 beta (GSK-3β), a key regulator in multiple cellular pathways such as glucose metabolism, cell cycle regulation, and apoptosis. The inhibition of GSK-3β by macrolactin V has been supported by molecular docking studies and steered molecular dynamics simulations, indicating its potential role in modulating signaling pathways associated with these critical biological processes (PMID:40172822). This suggests that macrolactin V may influence cellular functions through its interaction with GSK-3β, highlighting its relevance in pharmacological research and potential therapeutic applications.		Expected Solid	[H]\C1=C(/[H])\C(\[H])=C([H])/[C@]([H])(O)C[C@@]([H])(O)[C@]([H])(O)\C([H])=C(\[H])/C(/[H])=C([H])\[C@]([H])(O)C\C([H])=C(\[H])/C(/[H])=C([H])\C(=O)O[C@]([H])(C)CCC1	C24H34O6	InChI=1S/C24H34O6/c1-19-12-6-3-2-4-7-15-21(26)18-23(28)22(27)16-11-10-14-20(25)13-8-5-9-17-24(29)30-19/h2,4-5,7-11,14-17,19-23,25-28H,3,6,12-13,18H2,1H3/b4-2-,8-5-,14-10-,15-7-,16-11-,17-9-/t19-,20-,21+,22-,23-/m1/s1	NRAXHZVAYZPXKQ-BHWGLSPDSA-N	418.2355388			MMDBc0016949
BASm0016290	Penidienone	Penidienone is a steroidal metabolite belonging to the class of androgens. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(CCC)=C(\[H])/C(/[H])=C(\[H])C1CC=CC(=O)C1=C	C14H18O	InChI=1S/C14H18O/c1-3-4-5-6-7-9-13-10-8-11-14(15)12(13)2/h5-9,11,13H,2-4,10H2,1H3/b6-5+,9-7+	JNFGTEZBSNFLIN-SBIWHPGTSA-N	202.1357652			MMDBc0016953
BASm0016291	(3S)-3-acetoxyeremophil-7(11),9(10)-dien-8-one	(3S)-3-acetoxyeremophil-7(11),9(10)-dien-8-one is a sesquiterpene lactone. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@]1(CCC2=CC(=O)C(C[C@]2(C)[C@@]1([H])C)=C(C)C)OC(C)=O	C17H24O3	InChI=1S/C17H24O3/c1-10(2)14-9-17(5)11(3)16(20-12(4)18)7-6-13(17)8-15(14)19/h8,11,16H,6-7,9H2,1-5H3/t11-,16-,17+/m0/s1	RIMSRWLZAHVEPH-MZPVMMEZSA-N	276.1725446			MMDBc0016973
BASm0016292	Huperxanthone A	Huperxanthone A is a xanthone derivative. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	COC(=O)C1=CC(O)=C2C(=O)C3=C(OC2=C1)C=CC(O)=C3C(=O)OC	C17H12O8	InChI=1S/C17H12O8/c1-23-16(21)7-5-9(19)12-11(6-7)25-10-4-3-8(18)13(17(22)24-2)14(10)15(12)20/h3-6,18-19H,1-2H3	IIFBDSDNCYSXSW-UHFFFAOYSA-N	344.0532173			MMDBc0016975
BASm0016293	9-demethyl FR-901235	9-demethyl FR-901235 is a polyketide metabolite described in biomedical literature. This compound features a complex chemical structure characterized by a series of carbon chains and functional groups typical of polyketides, which are synthesized through the polyketide synthase pathway. The biosynthesis of 9-demethyl FR-901235 involves the condensation of acetyl-CoA and malonyl-CoA units, leading to the formation of its unique carbon skeleton. In addition to its structural attributes, 9-demethyl FR-901235 is part of a broader metabolic context, where it is isolated alongside other polyketides such as leptosphaerone C, penicillenone, and arugosin I from the Penicillium sp. (PMID:18067932). These compounds are known to participate in various biochemical pathways, contributing to the ecological interactions and secondary metabolite production in fungi. The study of 9-demethyl FR-901235 and its related compounds provides insights into the diversity of polyketide biosynthesis and the potential roles these metabolites may play in microbial ecology.		Expected Solid		C17H14O7		TZARUQGWUTUJCN-UHFFFAOYNA-N	330.0739528			MMDBc0016983
BASm0016294	Chevalone C			Expected Solid	[H][C@@]1(CC[C@@]2(C)[C@@]([H])(CC[C@]3(C)[C@]2([H])CC[C@]2(C)OC4=C(C[C@@]32[H])C(=O)C=C(C)O4)C1(C)C)OC(C)=O	C28H40O5	InChI=1S/C28H40O5/c1-16-14-19(30)18-15-22-27(6)11-8-20-25(3,4)23(32-17(2)29)10-12-26(20,5)21(27)9-13-28(22,7)33-24(18)31-16/h14,20-23H,8-13,15H2,1-7H3/t20-,21+,22-,23-,26-,27+,28-/m0/s1	ASOIHOGDYISNRH-GPTGPEQGSA-N	456.2875744			MMDBc0017015
BASm0016295	Sperabillin A	Sperabillin A is a peptidyl polymer antibiotic belonging to the chemical class of pseudo-peptides. Its chemical structure is characterized by the formula 3-[[[3R,5R)-3-amino-6-[(2E,4Z)-2,4-hexadienoylamino]-5-hydroxyhexanoyl]amino]propanamidine dihydrochloride, which highlights its complex arrangement of amino acids and functional groups. This compound has been shown to undergo polymerization under humid conditions or in the presence of radical initiators, leading to the formation of sperabillin polymers that exhibit notable antitumor activity (PMID:8150557). Additionally, derivatives of sperabillin A, such as those synthesized from dehexadienoylsperabillin A and (E,E)-muconic acid, have demonstrated enhanced protective effects against Gram-negative bacteria compared to the parent compound (PMID:8514635). In terms of biological activity, sperabillin A has been reported to inhibit vital biosynthetic pathways in Escherichia coli, including DNA, RNA, protein, and cell wall synthesis, indicating its potential as an antimicrobial agent (PMID:1372306). Overall, sperabillin A represents a significant compound within the realm of antibiotic research, with a complex chemical structure and diverse biological implications.		Expected Solid	[H]\C(C)=C(/[H])\C(\[H])=C(/[H])C(O)=NC[C@]([H])(O)C[C@@]([H])(N)CC(O)=NCCC(N)=N	C15H27N5O3	InChI=1S/C15H27N5O3/c1-2-3-4-5-14(22)20-10-12(21)8-11(16)9-15(23)19-7-6-13(17)18/h2-5,11-12,21H,6-10,16H2,1H3,(H3,17,18)(H,19,23)(H,20,22)/b3-2-,5-4+/t11-,12-/m1/s1	OAXPQNCOMDEHMJ-FHNIRRRCSA-N	325.2113897			MMDBc0017028
BASm0016296	Ambiguine isonitrile F			Expected Solid	[H][C@@]1(Cl)C[C@]2([H])C(C)(C)C3=C4C(NC5=C4[C@@]2(O)[C@]([N+]#[C-])([C@@]([H])(O)[C@]([H])(O)C5(C)C)[C@@]1(C)C=C)=CC=C3	C26H31ClN2O3	InChI=1S/C26H31ClN2O3/c1-8-24(6)16(27)12-15-22(2,3)13-10-9-11-14-17(13)18-19(29-14)23(4,5)20(30)21(31)26(24,28-7)25(15,18)32/h8-11,15-16,20-21,29-32H,1,12H2,2-6H3/t15-,16-,20+,21+,24+,25-,26+/m1/s1	UZVWRTZJFCDKBF-OODLVNIASA-N	454.2023206			MMDBc0017037
BASm0016297	Trichoderone A	Trichoderone A is a tetracyclic metabolite belonging to the class of polyketides. Its chemical structure features a complex arrangement of carbon rings, which is characteristic of many natural products derived from fungal sources. The synthesis of Trichoderone A has been achieved through a biomimetic approach, highlighting the intricate pathways involved in its formation (PMID:34291937). This compound is synthesized from a precursor that mimics the natural biosynthetic route, demonstrating the potential for synthetic chemistry to replicate biological processes. Trichoderone A is involved in various biochemical pathways, although specific biological functions are not detailed here. The formal synthesis of Trichoderone A further underscores its significance in chemical research, as it allows for a deeper understanding of its structure and potential applications (PMID:34291937). Overall, Trichoderone A exemplifies the intersection of natural product chemistry and synthetic methodologies, contributing to the broader field of metabolite research.		Expected Solid		C24H33NO3		CFVDPKHKEWPBHC-TUOGYGHASA-N	383.2460439			MMDBc0017042
BASm0016298	Brevianamide S	Brevianamide S is a dimeric diketopiperazine alkaloid known for its potential in antimicrobial applications. Its chemical structure features a unique arrangement of amino acid residues that contribute to its biological activity. The first total synthesis of brevianamide S has been achieved in eight steps, showcasing its complex synthesis pathway (PMID:40151154). Isolated from Aspergillus versicolor found in sediment from the Bohai Sea, China, brevianamide S was discovered alongside three new monomeric cometabolites (PMID:22963079). This compound exhibits selective antibacterial activity against Bacille Calmette-Guérin (BCG), indicating a novel mechanism of action that may be leveraged for the development of next-generation antitubercular agents (PMID:22963079). The proposed mechanism of action remains to be fully elucidated, highlighting the compound's potential as a promising lead in drug development (PMID:40151154). Overall, brevianamide S represents a significant advancement in the search for effective treatments against tuberculosis and other bacterial infections.		Expected Solid	[H]\C(C1=C(NC2=CC=CC=C12)C(C)(C)C=C)=C1\NC(=O)C2=C(CCN2C1=O)C1=C2N(CC1)C(=O)\C(NC2=O)=C(/[H])C1=C(NC2=CC=CC=C12)C(C)(C)C=C	C42H40N6O4	InChI=1S/C42H40N6O4/c1-7-41(3,4)35-27(23-13-9-11-15-29(23)43-35)21-31-39(51)47-19-17-25(33(47)37(49)45-31)26-18-20-48-34(26)38(50)46-32(40(48)52)22-28-24-14-10-12-16-30(24)44-36(28)42(5,6)8-2/h7-16,21-22,43-44H,1-2,17-20H2,3-6H3,(H,45,49)(H,46,50)/b31-21-,32-22-	PGXKQZMVWMPSQA-RYJWMXFHSA-N	692.3111038			MMDBc0017045
BASm0016299	Spirotryprostatin D	Spirotryprostatin D is a spirocyclic alkaloid. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(O)[C@]2(O)N(C(=O)[C@]3(O)CCCN3C2=O)[C@@]([H])(C=C(C)C)[C@]11C(=O)N(CC=C(C)C)C2=C1C=CC(OC)=C2	C27H33N3O7	InChI=1S/C27H33N3O7/c1-15(2)9-12-28-19-14-17(37-5)7-8-18(19)26(23(28)33)20(13-16(3)4)30-22(32)25(35)10-6-11-29(25)24(34)27(30,36)21(26)31/h7-9,13-14,20-21,31,35-36H,6,10-12H2,1-5H3/t20-,21-,25+,26-,27+/m0/s1	SRMXTHVXRZJIAQ-UCHDDLIBSA-N	511.2318504			MMDBc0017047
BASm0016300	Cylindrol B			Expected Solid	[H]\C(CC1=C(O)C=C(C)C(C=O)=C1O)=C(\C)/C(/[H])=C(\[H])[C@@]1(C)[C@]([H])(C)CCC(=O)[C@]1([H])C	C23H30O4	InChI=1S/C23H30O4/c1-14(10-11-23(5)16(3)7-9-20(25)17(23)4)6-8-18-21(26)12-15(2)19(13-24)22(18)27/h6,10-13,16-17,26-27H,7-9H2,1-5H3/b11-10+,14-6+/t16-,17+,23+/m1/s1	AQCKKGIVKOHRLM-HBFAXEOFSA-N	370.2144094			MMDBc0017051
BASm0016301	Malyngic acid			Expected Solid	[H]\C(CC)=C(/[H])C[C@]([H])(O)[C@]([H])(O)C(\[H])=C(/[H])[C@@]([H])(O)CCCCCCCC(O)=O	C18H32O5	InChI=1S/C18H32O5/c1-2-3-7-11-16(20)17(21)14-13-15(19)10-8-5-4-6-9-12-18(22)23/h3,7,13-17,19-21H,2,4-6,8-12H2,1H3,(H,22,23)/b7-3-,14-13+/t15-,16-,17+/m0/s1	MKYUCBXUUSZMQB-OADLNGDBSA-N	328.2249741			MMDBc0017057
BASm0016302	15-hydroxyculmorone	15-hydroxyculmorone is a flavonoid metabolite. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]1(O)[C@]2([H])[C@]3([H])C(=O)C[C@@]1(C)[C@@]3(C)CCC[C@]2(C)CO	C15H24O3	InChI=1S/C15H24O3/c1-13(8-16)5-4-6-14(2)10-9(17)7-15(14,3)12(18)11(10)13/h10-12,16,18H,4-8H2,1-3H3/t10-,11-,12+,13+,14-,15+/m0/s1	BLLSFQDOGXKOPW-JRULLXGZSA-N	252.1725446			MMDBc0017059
BASm0016303	Pyripyropene L	Pyripyropene L is a polyketide, a class of compounds characterized by their complex structures derived from the polymerization of acetyl and other acyl groups. Its chemical structure features multiple rings and functional groups that contribute to its biological activity. Pyripyropene L has been shown to exhibit potent inhibition of acyl-CoA:cholesterol acyltransferase (ACAT) activity, with an IC50 value of 0.27 microM in rat liver microsomes, indicating its potential role in lipid metabolism and cholesterol homeostasis (PMID:7622436). This inhibition suggests that pyripyropene L may interfere with the esterification of cholesterol, a crucial step in the regulation of cholesterol levels within cells. The pathways it is involved in may include those related to lipid storage and transport, as well as the modulation of cholesterol levels, which are vital for maintaining cellular function and integrity. Overall, pyripyropene L represents a significant compound within the polyketide class, with implications for understanding lipid metabolism and the development of therapeutic agents targeting cholesterol-related disorders.		Expected Solid	[H][C@@]1(CC[C@@]2(C)[C@@]([H])(C[C@]([H])(OC(=O)CC)[C@@]3(C)OC4=C(C(=O)OC(=C4)C4=CN=CC=C4)[C@]([H])(O)[C@]23[H])[C@]1(C)COC(=O)CC)OC(C)=O	C33H41NO10	InChI=1S/C33H41NO10/c1-7-25(36)40-17-32(5)22-15-24(43-26(37)8-2)33(6)29(31(22,4)12-11-23(32)41-18(3)35)28(38)27-21(44-33)14-20(42-30(27)39)19-10-9-13-34-16-19/h9-10,13-14,16,22-24,28-29,38H,7-8,11-12,15,17H2,1-6H3/t22-,23+,24+,28+,29-,31+,32+,33-/m1/s1	BQISMINXKJLJAU-TUMCFGMQSA-N	611.2730465			MMDBc0017067
BASm0016304	Armochaetoglobin M	Armochaetoglobin M is a member of the chemical class of metabolites. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and biological significance.		Expected Solid		C32H35N3O4		GAMLBHMRIRKCAU-BMJDFGHSSA-N	525.2627566			MMDBc0017071
BASm0016305	Gamma-Patchoulene	Gamma-Patchoulene is a sesquiterpene hydrocarbon, classified within the chemical class of terpenes. Its chemical structure features a complex arrangement of carbon atoms, typically comprising 15 carbons, which contributes to its unique properties and interactions. In the context of plant metabolism, gamma-patchoulene is synthesized through the mevalonate pathway, where it is derived from farnesyl pyrophosphate, a key precursor in the biosynthesis of various terpenes. It is notably present in the essential oils of certain plants, such as those analyzed in a study where gamma-patchoulene constituted 11.0% of the leaf oil composition (PMID:22224304). This compound plays a role in the aromatic profile of these oils, which can attract pollinators or deter herbivores. Additionally, gamma-patchoulene may participate in various biochemical pathways, contributing to the plant's defense mechanisms and ecological interactions. Its presence in essential oils highlights its potential applications in fragrance and flavor industries, as well as its significance in understanding plant secondary metabolite production.		Expected Solid	[H][C@@]1(C)CC[C@@]23C(=C)CC[C@]([H])(C[C@]12[H])C3(C)C	C15H24	InChI=1S/C15H24/c1-10-7-8-15-11(2)5-6-12(9-13(10)15)14(15,3)4/h10,12-13H,2,5-9H2,1,3-4H3/t10-,12-,13-,15-/m1/s1	SLTLKLCDQWGISZ-BPGGGUHBSA-N	204.1878008			MMDBc0017073
BASm0016306	Cephalimysin C	Cephalimysin C is a member of the class of compounds known as antibiotics. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(O)[C@@](OC)(N=C(O)[C@@]11OC(=C(C)C1=O)C1=CC=C(CC)O1)C(=O)C1=CC=CC=C1	C22H21NO7	InChI=1S/C22H21NO7/c1-4-14-10-11-15(29-14)16-12(2)17(24)21(30-16)19(26)22(28-3,23-20(21)27)18(25)13-8-6-5-7-9-13/h5-11,19,26H,4H2,1-3H3,(H,23,27)/t19-,21+,22-/m1/s1	PXIIDWGMSCTXAQ-BAGYTPMASA-N	411.131802			MMDBc0017082
BASm0016307	Aspergillicin B			Expected Solid	[H][C@@]12CCCN1C(=O)[C@@]([H])(CCC)N=C(O)[C@@]([H])(N=C(C)O)[C@@]([H])(C)OC(=O)[C@@]([H])(N=C(O)[C@]([H])(CC1=CC=C(OC)C=C1)N(C)C(=O)[C@]1([H])CCCN1C2=O)C(C)C	C37H54N6O9	InChI=1S/C37H54N6O9/c1-8-11-26-34(47)42-18-10-13-28(42)36(49)43-19-9-12-27(43)35(48)41(6)29(20-24-14-16-25(51-7)17-15-24)32(45)40-30(21(2)3)37(50)52-22(4)31(33(46)39-26)38-23(5)44/h14-17,21-22,26-31H,8-13,18-20H2,1-7H3,(H,38,44)(H,39,46)(H,40,45)/t22-,26-,27+,28+,29+,30+,31+/m1/s1	WQYQLZJEDBPTDY-KZELWVORSA-N	726.3952273			MMDBc0017085
BASm0016308	Enniatin B			Expected Solid	[H][C@@]1(OC(=O)[C@]([H])(C(C)C)N(C)C(=O)[C@]([H])(OC(=O)[C@]([H])(C(C)C)N(C)C(=O)[C@]([H])(OC(=O)[C@]([H])(C(C)C)N(C)C1=O)C(C)C)C(C)C)C(C)C	C33H57N3O9	InChI=1S/C33H57N3O9/c1-16(2)22-31(40)43-26(20(9)10)29(38)35(14)24(18(5)6)33(42)45-27(21(11)12)30(39)36(15)23(17(3)4)32(41)44-25(19(7)8)28(37)34(22)13/h16-27H,1-15H3/t22-,23-,24-,25+,26+,27+/m0/s1	MIZMDSVSLSIMSC-VYLWARHZSA-N	639.4094804			MMDBc0017086
BASm0016309	Anserinone A	Anserinone A is a secondary metabolite belonging to the class of natural products. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	COC1=CC(=O)C(C)=C(CC(C)=O)C1=O	C11H12O4	InChI=1S/C11H12O4/c1-6(12)4-8-7(2)9(13)5-10(15-3)11(8)14/h5H,4H2,1-3H3	MIKCTUJVVLWHFM-UHFFFAOYSA-N	208.0735589			MMDBc0017088
BASm0016310	Syringopeptin, SP508 B	Syringopeptin, SP508 B is a cyclic lipopeptide belonging to the class of secondary metabolites. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H]\C(C)=C(\N=C(O)C([H])(C)N=C(O)C([H])(C)N=C(O)C([H])(N=C(O)C([H])(C)N=C(O)C([H])(C)N=C(O)C([H])(N=C(O)C([H])(CC(C)C)N=C(O)C([H])(C)N=C(O)C([H])(C)N=C(O)C([H])(CC(C)C)N=C(O)C([H])(N=C(O)C1([H])CCCN1C(=O)C(\N=C(O)CC([H])(O)CCCCCCCCCCC)=C(/[H])C)C(C)C)C(C)C)C(C)C)C(O)=N[C@]1([H])C(O)=NC([H])(CO)C(O)=NC([H])(C)C(O)=N\C(=C(\[H])C)C(O)=NC([H])(C)C(O)=NC([H])(CCN)C(O)=NC([H])(CCN)C(O)=NC([H])(CC2=CC=C(O)C=C2)C(=O)O[C@@]1([H])C	C106H174N24O27	InChI=1S/C106H174N24O27/c1-24-28-29-30-31-32-33-34-35-37-69(133)51-80(134)117-72(27-4)105(155)130-47-36-38-79(130)100(150)128-83(57(13)14)103(153)123-75(48-53(5)6)97(147)113-58(15)85(135)110-62(19)91(141)122-76(49-54(7)8)98(148)127-82(56(11)12)102(152)116-60(17)87(137)111-65(22)92(142)126-81(55(9)10)101(151)115-59(16)86(136)109-61(18)88(138)119-71(26-3)94(144)129-84-66(23)157-106(156)77(50-67-39-41-68(132)42-40-67)124-96(146)74(44-46-108)121-95(145)73(43-45-107)120-90(140)64(21)112-93(143)70(25-2)118-89(139)63(20)114-99(149)78(52-131)125-104(84)154/h25-27,39-42,53-66,69,73-79,81-84,131-133H,24,28-38,43-52,107-108H2,1-23H3,(H,109,136)(H,110,135)(H,111,137)(H,112,143)(H,113,147)(H,114,149)(H,115,151)(H,116,152)(H,117,134)(H,118,139)(H,119,138)(H,120,140)(H,121,145)(H,122,141)(H,123,153)(H,124,146)(H,125,154)(H,126,142)(H,127,148)(H,128,150)(H,129,144)/b70-25-,71-26-,72-27-/t58?,59?,60?,61?,62?,63?,64?,65?,66-,69?,73?,74?,75?,76?,77?,78?,79?,81?,82?,83?,84-/m0/s1	NWTWMUWVJZFILT-JTGXURGVSA-N	2215.298026			MMDBc0017094
BASm0016311	Scytonemin			Expected Solid	[H]\C(=C1/C(=O)C(=C2C3=CC=CC=C3N=C12)C1=C2C3=CC=CC=C3N=C2\C(=C(\[H])C2=CC=C(O)C=C2)C1=O)C1=CC=C(O)C=C1	C36H20N2O4	InChI=1S/C36H20N2O4/c39-21-13-9-19(10-14-21)17-25-33-29(23-5-1-3-7-27(23)37-33)31(35(25)41)32-30-24-6-2-4-8-28(24)38-34(30)26(36(32)42)18-20-11-15-22(40)16-12-20/h1-18,39-40H/b25-17+,26-18+	CGZKSPLDUIRCIO-RPCRKUJJSA-N	544.1423071			MMDBc0017104
BASm0016312	Clavorubin	Clavorubin is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, and further research is needed to fully understand its biological significance and potential applications.		Expected Solid	CC1=CC2=C(C(O)=C1C(O)=O)C(=O)C1=C(O)C=C(O)C(O)=C1C2=O	C16H10O8	InChI=1S/C16H10O8/c1-4-2-5-9(14(21)8(4)16(23)24)15(22)10-6(17)3-7(18)13(20)11(10)12(5)19/h2-3,17-18,20-21H,1H3,(H,23,24)	REDGYIBZSZFWKD-UHFFFAOYSA-N	330.0375673			MMDBc0017106
BASm0016313	1-(3-Methylphenyl)-ethanone	1-(3-Methylphenyl)-ethanone is a ketone, specifically an aromatic ketone derived from the methylation of phenyl. There is little literature available on this metabolite, indicating a gap in the understanding of its biological significance and potential applications.		Expected Solid	CC(=O)C1=CC=CC(C)=C1	C9H10O	InChI=1S/C9H10O/c1-7-4-3-5-9(6-7)8(2)10/h3-6H,1-2H3	FSPSELPMWGWDRY-UHFFFAOYSA-N	134.0731649			MMDBc0017114
BASm0016314	Chaetomugilin M	Chaetomugilin M is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating a need for further research to elucidate its biological properties and potential applications.		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(C)[C@@]([H])(C)O)C1=CC2=C(Cl)C(=O)[C@@]3(C)OC(=O)[C@@]([H])(C(=O)[C@]([H])(C)[C@@]([H])(C)O)[C@@]3([H])C2=CO1	C23H27ClO7	InChI=1S/C23H27ClO7/c1-10(12(3)25)6-7-14-8-15-16(9-30-14)18-17(20(27)11(2)13(4)26)22(29)31-23(18,5)21(28)19(15)24/h6-13,17-18,25-26H,1-5H3/b7-6+/t10-,11-,12-,13-,17-,18-,23+/m1/s1	MEPQPODJTXSHEP-MGAKCBRVSA-N	450.1445309			MMDBc0017117
BASm0016315	Brevicompanine G	Brevicompanine G is a diketopiperazine alkaloid that has been identified as a metabolite from marine-derived fungi. Its chemical structure features a cyclic arrangement characteristic of diketopiperazines, which typically consist of two amino acid residues linked by peptide bonds, forming a cyclic structure that can exhibit diverse biological activities. Brevicompanine G is involved in various biochemical pathways, although specific pathways are not extensively detailed in the literature. It is part of a larger class of compounds known for their potential bioactivity, including antimicrobial and cytotoxic properties. The isolation of brevicompanine G alongside other breviane spiroditerpenoids underscores its significance in the search for novel bioactive compounds from marine sources, as highlighted in the study where it was identified from an ethyl acetate extract of the fermented rice substrate of the coral-derived fungus (PMID: [insert PMID here]). This compound represents a fascinating example of the diverse chemical entities that can be derived from marine fungi, contributing to the ongoing exploration of marine natural products for potential therapeutic applications.		Expected Solid	[H][C@@]12C[C@]3(C4=CC=CC=C4N(C(C)=O)[C@@]3([H])N1C(=O)[C@@]([H])(N=C2O)C(C)C)C(C)(C)C=C	C23H29N3O3	InChI=1S/C23H29N3O3/c1-7-22(5,6)23-12-17-19(28)24-18(13(2)3)20(29)26(17)21(23)25(14(4)27)16-11-9-8-10-15(16)23/h7-11,13,17-18,21H,1,12H2,2-6H3,(H,24,28)/t17-,18-,21-,23+/m0/s1	XDYGPCTYGCERFA-ZVEOBBNSSA-N	395.2208918			MMDBc0017118
BASm0016316	Ent-4(15)-eudesmen-5,7-diol-1-one	Ent-4(15)-eudesmen-5,7-diol-1-one is a sesquiterpenoid, a class of compounds known for their diverse biological activities. There is limited literature available on this specific metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	CC(C)[C@@]1(O)CC[C@]2(C)C(=O)CCC(=C)[C@@]2(O)C1	C15H24O3	InChI=1S/C15H24O3/c1-10(2)14(17)8-7-13(4)12(16)6-5-11(3)15(13,18)9-14/h10,17-18H,3,5-9H2,1-2,4H3/t13-,14-,15+/m1/s1	VYKKIRAXVDLZTG-KFWWJZLASA-N	252.1725446			MMDBc0017129
BASm0016317	Fumigatin chlorohydrin	Fumigatin chlorohydrin is a secondary metabolite belonging to the class of polyketides. Its chemical structure is characterized by a chlorohydrin functional group, which is derived from the biosynthetic pathway involving 3,4-dihydroxytoluquinone, a precursor in the fumigatin biosynthesis pathway. This compound was isolated following the overexpression of the PbrlaeA gene in the fungus Penicillium brocae HDN-12-143, leading to the identification of fumigatin chlorohydrin and iso-fumigatin chlorohydrin (PMID:32373583). The metabolic role of fumigatin chlorohydrin is linked to its involvement in the complex biosynthetic pathways of fumigatin, where it plays a crucial part in the transformation of key intermediates into final products (PMID:4598457). The precise configuration of fumigatin chlorohydrin has not been previously reported, suggesting potential for further investigation into its structural properties and biological activities. Understanding its chemical structure and the pathways it is involved in may provide insights into the broader metabolic functions of polyketides in fungi.		Expected Solid	COC1=C(O)C(=O)C(C)(O)C(Cl)C1=O	C8H9ClO5	InChI=1S/C8H9ClO5/c1-8(13)6(9)3(10)5(14-2)4(11)7(8)12/h6,11,13H,1-2H3	RSDSFHMEULFQPZ-UHFFFAOYSA-N	220.0138511			MMDBc0017151
BASm0016318	Dehydroxynocardamine	Dehydroxynocardamine is a member of the chemical class of metabolites known as siderophores, which are small, high-affinity iron-chelating compounds. Its chemical structure features a complex arrangement of aromatic and aliphatic moieties that facilitate its role in iron acquisition, particularly in microbial environments. Dehydroxynocardamine is involved in various biochemical pathways, including the biosynthesis of iron-binding compounds that help organisms thrive in iron-limited environments. It is often found in association with other known compounds such as nocardamine and ferrioxamine, highlighting its role in microbial metabolism and competition for iron. Studies have shown that dehydroxynocardamine is produced by certain strains of Streptomyces, indicating its significance in the ecology of soil microorganisms. The expression of dehydroxynocardamine biosynthetic gene clusters (BGCs) has been confirmed in vivo, suggesting its active role in the human microbiome as well (PMID:30578265). Furthermore, it has been isolated alongside other metabolites, demonstrating its presence in diverse biological samples (PMID:40160742, PMID:38486398, PMID:37760763, PMID:24252813).		Expected Solid	ON1CCCCCNC(=O)CCC(=O)NCCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC1=O	C27H48N6O8	InChI=1S/C27H48N6O8/c34-22-10-11-23(35)29-18-6-2-8-20-32(40)27(39)15-13-25(37)31-19-7-3-9-21-33(41)26(38)14-12-24(36)30-17-5-1-4-16-28-22/h40-41H,1-21H2,(H,28,34)(H,29,35)(H,30,36)(H,31,37)	ABHHIGWFFMCQOC-UHFFFAOYSA-N	584.3533625			MMDBc0017185
BASm0016319	Scalusamide A			Expected Solid	[H]\C(C)=C(\[H])CCCCC(=O)C([H])(C)C(=O)N1CCC[C@]1([H])CO	C16H27NO3	InChI=1S/C16H27NO3/c1-3-4-5-6-7-10-15(19)13(2)16(20)17-11-8-9-14(17)12-18/h3-4,13-14,18H,5-12H2,1-2H3/b4-3+/t13?,14-/m1/s1	LCDBRGPJMWXDGF-RTEOAJGCSA-N	281.1990937			MMDBc0017214
BASm0016320	Orcinotriol	Orcinotriol is a 1,3-dihydroxyphenol derivative belonging to the class of phenolic compounds. Its chemical structure features a hydroxyl group at the 1 and 3 positions of a phenolic ring, contributing to its potential reactivity and interaction with biological systems. Orcinotriol has been identified as a metabolite produced by the yeast Aureobasidium pullulans, which was isolated from an Okinawan marine sponge, highlighting its natural occurrence in specific ecological niches (PMID:9599283). This compound is involved in various biochemical pathways, particularly in the synthesis of polyesters that incorporate motifs of orsellinic acid and 2,4-dihydroxy-6-acetonylbenzoic acid, marking its significance in the biosynthetic landscape of natural products (PMID:35558044). The presence of orcinotriol in these pathways suggests its role in the complex interactions and metabolic processes within microbial ecosystems.		Expected Solid	[H][C@@](C)(O)CC1=CC(O)=CC(O)=C1	C9H12O3	InChI=1S/C9H12O3/c1-6(10)2-7-3-8(11)5-9(12)4-7/h3-6,10-12H,2H2,1H3/t6-/m0/s1	AIISKGPIMSRMOR-LURJTMIESA-N	168.0786442			MMDBc0017227
BASm0016321	Notoamide R			Expected Solid	[H][C@]1(O)C2=C(NC3=C2C=CC2=C3C=CC(C)(C)O2)C(C)(C)[C@]2([H])C[C@]34CCCN3C(=O)[C@]12N=C4O	C26H29N3O4	InChI=1S/C26H29N3O4/c1-23(2)10-8-13-15(33-23)7-6-14-17-19(27-18(13)14)24(3,4)16-12-25-9-5-11-29(25)22(32)26(16,20(17)30)28-21(25)31/h6-8,10,16,20,27,30H,5,9,11-12H2,1-4H3,(H,28,31)/t16-,20-,25-,26+/m0/s1	BKNDRWLBSMZASB-MRNHWPAESA-N	447.2158064			MMDBc0017229
BASm0016322	2-O-methylalternariol 4-O-β-[4-methoxyl-glucopyranoside]	2-O-methylalternariol 4-O-β-[4-methoxyl-glucopyranoside] is a glycosylated derivative of a mycotoxin and belongs to the class of secondary metabolites. There is limited literature available on this specific metabolite, indicating a need for further research to fully understand its properties and potential biological effects.		Expected Solid	COC1C(CO)CC(OC2=CC3=C(C(=O)OC4=C3C(C)=CC(O)=C4)C(OC)=C2)C(O)C1O	C23H26O9	InChI=1S/C23H26O9/c1-10-4-12(25)6-16-18(10)14-7-13(8-15(29-2)19(14)23(28)32-16)31-17-5-11(9-24)22(30-3)21(27)20(17)26/h4,6-8,11,17,20-22,24-27H,5,9H2,1-3H3	PDRMBHJHPAWGEC-UHFFFAOYSA-N	446.1576824			MMDBc0017235
BASm0016323	Fusarochromanone	Fusarochromanone is found in animal foods. Fusarochromanone is a mycotoxin produced by Fusarium roseum and the cereal fungus Fusarium equiseti (Fusarium graminearum). Affects growth and development of poultry.		Expected Solid	CC1(C)CC(=O)C2=C(O1)C=CC(C(=O)CC(N)CO)=C2N	C15H20N2O4	InChI=1S/C15H20N2O4/c1-15(2)6-11(20)13-12(21-15)4-3-9(14(13)17)10(19)5-8(16)7-18/h3-4,8,18H,5-7,16-17H2,1-2H3	COSICWYFCAPPJB-UHFFFAOYSA-N	292.1423071			MMDBc0017247
BASm0016324	Neoatroviridin A	Neoatroviridin A is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, with few studies detailing its properties and biological activities.		Expected Solid	CCC(C)(N=C(O)CN=C(O)C(C)(C)N=C(O)C(CC(C)C)N=C(O)C(C)(C)N=C(O)C(CCC(O)=N)N=C(O)C(C)(C)N=C(O)C(CC(C)C)N=C(O)C(C)N=C(O)CN=C(O)C(C)(C)N=C(C)O)C(O)=NC(C)(C)C(=O)N1CCCC1C(O)=NC(CC(C)C)C(O)=NC(C)(C)C(O)=NC(C)(C)C(O)=NC(CCC(O)=N)C(O)=NC(CO)CC(C)C	C81H142N20O21	InChI=1S/C81H142N20O21/c1-27-81(26,72(121)100-80(24,25)73(122)101-34-28-29-54(101)65(114)89-52(37-44(6)7)63(112)98-79(22,23)71(120)99-78(20,21)70(119)90-49(30-32-55(82)104)60(109)87-48(41-102)35-42(2)3)94-58(107)40-85-67(116)75(14,15)96-64(113)53(38-45(8)9)92-69(118)77(18,19)95-61(110)50(31-33-56(83)105)91-68(117)76(16,17)97-62(111)51(36-43(4)5)88-59(108)46(10)86-57(106)39-84-66(115)74(12,13)93-47(11)103/h42-46,48-54,102H,27-41H2,1-26H3,(H2,82,104)(H2,83,105)(H,84,115)(H,85,116)(H,86,106)(H,87,109)(H,88,108)(H,89,114)(H,90,119)(H,91,117)(H,92,118)(H,93,103)(H,94,107)(H,95,110)(H,96,113)(H,97,111)(H,98,112)(H,99,120)(H,100,121)	JMKOYBUMBDANCQ-UHFFFAOYSA-N	1731.065842			MMDBc0017248
BASm0016325	Trisindoline	Trisindoline is a member of the indole chemical class, characterized by its unique structure that incorporates multiple indole units. This compound has garnered attention due to its antibacterial properties, particularly against methicillin-resistant Staphylococcus aureus (MRSA), as evidenced by studies demonstrating its efficacy in reducing bacterial load in systemic infection models (PMID:40993141). The structure-activity relationship (SAR) analysis highlights the significance of specific substitutions on the trisindoline core, which enhance its anti-staphylococcal activity (PMID:40993141). Additionally, trisindoline has been isolated from marine organisms, including sponges and bacteria, and exhibits interactions with the arylhydrocarbon receptor, leading to increased recruitment and activation of immune cells such as neutrophils and macrophages (PMID:40825123). Furthermore, it has shown potential anti-cancer effects through mechanisms involving apoptosis and cytotoxicity against resistant cell lines (PMID:36249936). Overall, trisindoline represents a promising candidate for therapeutic applications, particularly in combating resistant bacterial infections and exploring its anticancer properties.		Expected Solid	O=C1NC2=CC=CC=C2C1(C1=CNC2=CC=CC=C12)C1=CNC2=CC=CC=C12	C24H17N3O	InChI=1S/C24H17N3O/c28-23-24(17-9-3-6-12-22(17)27-23,18-13-25-20-10-4-1-7-15(18)20)19-14-26-21-11-5-2-8-16(19)21/h1-14,25-26H,(H,27,28)	BSOAGODEMKWJIG-UHFFFAOYSA-N	363.1371622			MMDBc0017260
BASm0016326	Palmitoylputrescine			Expected Solid	CCCCCCCCCCCCCCCC(=O)NCCCCN	C20H42N2O	InChI=1S/C20H42N2O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17-20(23)22-19-16-15-18-21/h2-19,21H2,1H3,(H,22,23)	VWGZHNDNCJLJRW-UHFFFAOYSA-N	326.329714			MMDBc0017262
BASm0016327	Isochromophilone XIII	Isochromophilone XIII is a member of the isochromophilone chemical class. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(C)CC)C1=CC2=C(Cl)C(=O)[C@@](C)(O)C(=O)C2=CN1CCO	C18H22ClNO4	InChI=1S/C18H22ClNO4/c1-4-11(2)5-6-12-9-13-14(10-20(12)7-8-21)16(22)18(3,24)17(23)15(13)19/h5-6,9-11,21,24H,4,7-8H2,1-3H3/b6-5+/t11-,18-/m0/s1	UBEZPANUWOHMOG-RNMACCOLSA-N	351.1237359			MMDBc0017270
BASm0016328	Cytochalasin K	Cytochalasin K is a member of the cytochalasins, a class of fungal metabolites known for their ability to inhibit actin polymerization. There is limited literature available on Cytochalasin K, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C1=C([H])\[C@@]2([H])[C@]3([H])O[C@]3(C)[C@@]([H])(C)[C@@]3([H])[C@]([H])(CC4=CC=CC=C4)N=C(O)[C@@]23C(=O)C([H])=C([H])C(=O)[C@]([H])(OC(C)=O)\C(C)=C([H])/[C@@]([H])(C)C1	C32H37NO6	InChI=1S/C32H37NO6/c1-18-10-9-13-23-29-31(5,39-29)20(3)27-24(17-22-11-7-6-8-12-22)33-30(37)32(23,27)26(36)15-14-25(35)28(19(2)16-18)38-21(4)34/h6-9,11-16,18,20,23-24,27-29H,10,17H2,1-5H3,(H,33,37)/b13-9-,15-14+,19-16-/t18-,20-,23-,24-,27-,28+,29-,31+,32+/m0/s1	AZWOSJCABFILKS-YEDZSSQDSA-N	531.2620879			MMDBc0017278
BASm0016329	15-formamido-kalihinol F	15-formamido-kalihinol F is a member of the class of metabolites known as amides. There is limited literature available on this specific metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]1(CC[C@@](C)(O1)[C@@]1([H])CC[C@](C)(N=C)[C@@]2([H])CC[C@@](C)(O)[C@]([H])(N=C)[C@]12[H])C(C)(C)N=CO	C23H39N3O3	InChI=1S/C23H39N3O3/c1-20(2,26-14-27)17-10-13-23(5,29-17)16-8-11-21(3,25-7)15-9-12-22(4,28)19(24-6)18(15)16/h14-19,28H,6-13H2,1-5H3,(H,26,27)/t15-,16-,17-,18-,19+,21-,22+,23+/m0/s1	XZAKDBMQNHJIAW-DKNXKHEBSA-N	405.2991421			MMDBc0017287
BASm0016330	Coprinacin B	Coprinacin B is a fungal metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@](CC=C(C)C)(OC(C)=O)[C@@]([H])(C)[C@@]1([H])[C@@]([H])(O)C[C@@]2(C)C3=C([C@]([H])(C[C@]12CO)OC(C)=O)[C@@]1(C)CC[C@]([H])(OC(C)=O)C(C)(C)[C@]1([H])C[C@@]3([H])OC(C)=O	C38H58O10	InChI=1S/C38H58O10/c1-20(2)12-13-27(45-22(4)40)21(3)32-26(44)17-37(11)34-28(46-23(5)41)16-30-35(8,9)31(48-25(7)43)14-15-36(30,10)33(34)29(47-24(6)42)18-38(32,37)19-39/h12,21,26-32,39,44H,13-19H2,1-11H3/t21-,26+,27+,28-,29+,30+,31+,32+,36+,37+,38+/m1/s1	APSZJCDRKANCQP-QDDXXPMJSA-N	674.4029981			MMDBc0017291
BASm0016331	Tryptamine isovalerate			Expected Solid	CC(C)CC(=O)NCCC1=CNC2=CC=CC=C12	C15H20N2O	InChI=1S/C15H20N2O/c1-11(2)9-15(18)16-8-7-12-10-17-14-6-4-3-5-13(12)14/h3-6,10-11,17H,7-9H2,1-2H3,(H,16,18)	TXVZEMGYXBGIEB-UHFFFAOYSA-N	244.1575633			MMDBc0017296
BASm0016332	Nephromopsinic acid (-)			Expected Solid	[H][C@@]1(C)C(=O)O[C@]([H])(CCCCCCCCCCCCC)[C@@]1([H])C(O)=O	C19H34O4	InChI=1S/C19H34O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-16-17(18(20)21)15(2)19(22)23-16/h15-17H,3-14H2,1-2H3,(H,20,21)/t15-,16+,17-/m0/s1	WLGALFYTFVOQPY-BBWFWOEESA-N	326.2457096			MMDBc0017304
BASm0016333	Pseurotin A			Expected Solid	[H][C@](O)(C=CCC)[C@]([H])(O)C1=C(C)C(=O)[C@]2(O1)C(O)=N[C@@](OC)(C(=O)C1=CC=CC=C1)[C@]2([H])O	C22H25NO8	InChI=1S/C22H25NO8/c1-4-5-11-14(24)15(25)16-12(2)17(26)21(31-16)19(28)22(30-3,23-20(21)29)18(27)13-9-7-6-8-10-13/h5-11,14-15,19,24-25,28H,4H2,1-3H3,(H,23,29)/t14-,15-,19+,21+,22+/m0/s1	SLYDIPAXCVVRNY-BVCQXIBHSA-N	431.1580168			MMDBc0017315
BASm0016334	Arisugacin B	Arisugacin B is a five α-pyrone meroterpenoid, a class of compounds characterized by the fusion of terpenoid and polyketide structures. Its chemical structure features a unique arrangement of carbon rings and functional groups that contribute to its biological activity. Arisugacin B is isolated from marine fungi, specifically from species of the genus Penicillium, highlighting its potential as a natural product with diverse chemical properties (PMID:27067533). In the context of biosynthetic pathways, arisugacin B is involved in the secondary metabolism of fungi, where it may play a role in the synthesis of other bioactive metabolites and contribute to the ecological interactions of the producing organisms (PMID:24166709). The intricate chemical structure of arisugacin B, along with its classification as a meroterpenoid, underscores its significance in the study of fungal metabolites and their potential applications in pharmacology and biotechnology.		Expected Solid	COC1=CC=C(C=C1)C1=CC2=C(C[C@@]3(O)[C@@](C)(CC[C@@]4(O)C(C)(C)C=CC(=O)[C@]34C)O2)C(=O)O1	C27H30O7	InChI=1S/C27H30O7/c1-23(2)11-10-21(28)25(4)26(23,30)13-12-24(3)27(25,31)15-18-20(34-24)14-19(33-22(18)29)16-6-8-17(32-5)9-7-16/h6-11,14,30-31H,12-13,15H2,1-5H3/t24-,25+,26-,27-/m1/s1	FNHNBWWIASUEQH-HVWQDESWSA-N	466.1991533			MMDBc0017317
BASm0016335	Botcinin B	Botcinin B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(O)CCCCCC)C(=O)O[C@@]1([H])[C@]([H])(C)O[C@]2(C)[C@@]([H])(OC(C)=O)[C@@]([H])(C)C(=O)O[C@@]2([H])[C@]1([H])C	C24H38O8	InChI=1S/C24H38O8/c1-7-8-9-10-11-18(26)12-13-19(27)30-20-14(2)21-24(6,32-16(20)4)22(29-17(5)25)15(3)23(28)31-21/h12-16,18,20-22,26H,7-11H2,1-6H3/b13-12+/t14-,15-,16+,18+,20-,21+,22+,24+/m1/s1	ZLZXAWHFKFHHNF-XLWGWGPTSA-N	454.2566682			MMDBc0017325
BASm0016336	methyl 2,13-dimethyltetradecanoate	methyl 2,13-dimethyltetradecanoate is a fatty acid ester. There is limited literature available on this metabolite, indicating that it has not been extensively studied in biomedical contexts. Further research may be needed to fully understand its biological significance and potential applications.		Expected Solid		C17H34O2		SJXASLRQFJXDSG-UHFFFAOYNA-N	270.2558803			MMDBc0017327
BASm0016337	Andrastin B	Andrastin B is a natural product belonging to the class of indole alkaloids. There is limited literature available on this metabolite, indicating a gap in research regarding its biological properties and potential applications.		Expected Solid	[H][C@@]1(CC[C@]2(CO)[C@]([H])(CC[C@@]3(C)[C@@]2([H])C=C(C)[C@@]2(C)C(O)=C(C)C(=O)[C@@]32C(=O)OC)C1(C)C)OC(C)=O	C28H40O7	InChI=1S/C28H40O7/c1-15-13-19-25(6,28(23(33)34-8)22(32)16(2)21(31)26(15,28)7)11-9-18-24(4,5)20(35-17(3)30)10-12-27(18,19)14-29/h13,18-20,29,31H,9-12,14H2,1-8H3/t18-,19-,20+,25+,26+,27+,28-/m1/s1	DZXRNRBENGRMTG-OXILWVMOSA-N	488.2774036			MMDBc0017333
BASm0016338	Fungal ferritin	Fungal ferritin is a protein belonging to the class of metalloproteins, specifically involved in iron storage and metabolism in fungi. There is limited literature available on this metabolite, indicating a need for further research to understand its biological functions and significance.		Expected Solid		C50H78N14O17S		LYYQYJLSWPMKAR-UHFFFAOYNA-N	1178.539008			MMDBc0017335
BASm0016339	Pseudomonas beta ferritin	Pseudomonas beta ferritin is a protein belonging to the chemical class of ferritins. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and functions.		Expected Solid		C52H77N13O16S		SISUIWQKEBULAB-UHFFFAOYNA-N	1171.533195			MMDBc0017336
BASm0016340	3-Hydroxy-3-methyl-2-butanone	3-Hydroxy-3-methyl-2-butanone is a ketone and an alpha-hydroxy ketone, classified as a metabolite in various biochemical pathways. Its chemical structure consists of a five-carbon backbone with a hydroxyl group and a methyl group at the third carbon, contributing to its reactivity. This compound has been studied for its interactions with hydroxyl (OH) radicals and chlorine (Cl) atoms in atmospheric chemistry, indicating its role in tropospheric reactions and potential implications for air quality. For instance, the kinetics of the reaction of OH radicals with 3-hydroxy-3-methyl-2-butanone were investigated over a wide temperature range, revealing important insights into its behavior under varying atmospheric conditions (PMID:31668071). Additionally, the relative rate coefficient for its gas-phase reaction with Cl atoms was determined, highlighting its significance in atmospheric chemistry (PMID:25069003). The compound also participates in organic reactions, forming stable adducts with various cations (PMID:11857760). Furthermore, it has been noted in biochemical tests related to acetoin, where it showed distinct reactivity patterns compared to other related compounds (PMID:6751225). Overall, 3-hydroxy-3-methyl-2-butanone serves as a key player in both chemical and biological contexts.		Expected Solid	CC(=O)C(C)(C)O	C5H10O2	InChI=1S/C5H10O2/c1-4(6)5(2,3)7/h7H,1-3H3	BNDRWEVUODOUDW-UHFFFAOYSA-N	102.0680796			MMDBc0017342
BASm0016341	3-Methylorsellinic acid	3-Methylorsellinic acid is a polyketide, a class of compounds characterized by their complex structures derived from the polymerization of acetyl and propionyl units. Its chemical structure features a methyl group at the 3-position of the orsellinic acid backbone, contributing to its unique properties. This compound plays a significant role in various biosynthetic pathways, particularly in the production of fungal metabolites. For instance, it is a key component in the formation of heterodimeric depsides, such as Talaronic acids A and B, which are composed of 3-methylorsellinic acid and 5-methylorsellinic acid (PMID:40137316). Additionally, Thielavin A is another fungal depside that includes one unit of 3-methylorsellinic acid along with two units of 3,5-dimethylorsellinic acid (PMID:38467568). The enzyme DrcA, identified in Aspergillus duricaulis, synthesizes CJ-20,557, a heterodimer that also incorporates 3-methylorsellinic acid (PMID:36223511). Moreover, in a study utilizing Saccharomyces cerevisiae, high yields of orsellinic acid derivatives, including 3-methylorsellinic acid, were successfully produced (PMID:35602042).			CC1=CC(O)=C(C)C(O)=C1C(O)=O	C9H10O4	InChI=1S/C9H10O4/c1-4-3-6(10)5(2)8(11)7(4)9(12)13/h3,10-11H,1-2H3,(H,12,13)	VHNLJRRECIZZPX-UHFFFAOYSA-N	182.0579088			MMDBc0017349
BASm0016342	Hericenone F	Hericenone F is found in mushrooms. Hericenone F is a constituent of the edible lion's mane mushroom Hericium erinaceum.				C35H54O6		ACYSSVIUKOTZQD-UHFFFAOYNA-N	570.3920395			MMDBc0017354
BASm0016343	Walleminol	Walleminol is a secondary metabolite belonging to the class of mycotoxins. Its chemical structure has been partially characterized using mass spectrometry, nuclear magnetic resonance, and various spectroscopic techniques, indicating a complex arrangement of functional groups that contribute to its biological activity (PMID:2106458). Walleminol is produced by certain fungi, and its synthesis is influenced by environmental factors, such as the concentration of NaCl in the growth medium; specifically, increasing NaCl from 5% to 15% has been shown to enhance the production of walleminol along with other toxic metabolites (PMID:28036382). Walleminol exhibits significant biological activity, with a minimum inhibitory dose of approximately 50 micrograms/ml, comparable to other known mycotoxins like citrinin and penicillic acid (PMID:2106458). This compound may participate in various biochemical pathways, potentially affecting cellular processes in organisms exposed to it, although the precise mechanisms remain to be fully elucidated. Overall, walleminol represents an important subject of study within the field of mycotoxicology due to its toxicological implications and the environmental factors influencing its biosynthesis.		Expected Solid	[H]\C1=C(C)/[C@]([H])(O)C[C@]2([H])[C@@]([H])(CC2(C)C)C(=C)C[C@@]1([H])O	C15H24O2	InChI=1S/C15H24O2/c1-9-5-11(16)6-10(2)14(17)7-13-12(9)8-15(13,3)4/h6,11-14,16-17H,1,5,7-8H2,2-4H3/b10-6+/t11-,12+,13-,14-/m1/s1	YYCODSJFNVTWKN-VKPDVZJOSA-N	236.17763			MMDBc0017355
BASm0016344	Ergonorine	Ergonorine is a metabolite classified within the class of alkaloids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and biological significance.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(CCC)N1C(=O)[C@@](O[C@@]21O)(N=C(O)[C@@]1([H])CN(C)[C@]2([H])CC3=CNC4=CC=CC(=C34)C2=C1)C(C)C	C31H39N5O5	InChI=1S/C31H39N5O5/c1-5-8-23-28(38)35-12-7-11-25(35)31(40)36(23)29(39)30(41-31,17(2)3)33-27(37)19-13-21-20-9-6-10-22-26(20)18(15-32-22)14-24(21)34(4)16-19/h6,9-10,13,15,17,19,23-25,32,40H,5,7-8,11-12,14,16H2,1-4H3,(H,33,37)/t19-,23+,24-,25+,30-,31+/m1/s1	DHRGJOBHVFHTBE-QIOPVHFHSA-N	561.2951194			MMDBc0017359
BASm0016345	Annularin C			Expected Solid	[H][C@](O)(CC)C1=C(CO)C(OC)=CC(=O)O1	C10H14O5	InChI=1S/C10H14O5/c1-3-7(12)10-6(5-11)8(14-2)4-9(13)15-10/h4,7,11-12H,3,5H2,1-2H3/t7-/m0/s1	JVACJZGMLHSRGA-ZETCQYMHSA-N	214.0841236			MMDBc0017362
BASm0016346	(1S,2S)-3-oxo-2-(2Z-pentenyl)cyclopentane-1-butyric acid methyl ester	(1S,2S)-3-oxo-2-(2Z-pentenyl)cyclopentane-1-butyric acid methyl ester is a cyclopentanecarboxylic acid derivative. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(CC)=C(/[H])C[C@]1([H])C(=O)CC[C@]1([H])CCCC(=O)OC	C15H24O3	InChI=1S/C15H24O3/c1-3-4-5-8-13-12(10-11-14(13)16)7-6-9-15(17)18-2/h4-5,12-13H,3,6-11H2,1-2H3/b5-4-/t12-,13-/m0/s1	NFKJKGVJZFWDKI-AIMRDXAKSA-N	252.1725446			MMDBc0017369
BASm0016347	Terrelumamide A	Terrelumamide A is a secondary metabolite belonging to the class of amides. It has been isolated from various fungal sources, including the thermophilic fungus Aspergillus terreus and the fungus LGO13, where it is found alongside other known compounds such as terrein and ergosterol (PMID:30602325). The chemical structure of terrelumamide A features a complex arrangement of carbon, nitrogen, and oxygen atoms, typical of fungal metabolites, which often exhibit diverse biological activities. In terms of biochemical pathways, terrelumamide A may play a role in secondary metabolite biosynthesis and could be involved in the regulation of cellular processes due to its structural characteristics. The presence of terrelumamide A alongside other metabolites suggests potential interactions within metabolic networks, possibly influencing pathways related to stress response or competition among fungal species (PMID:2...). Overall, terrelumamide A exemplifies the intricate chemistry found in fungal metabolites and their potential roles in ecological interactions.		Expected Solid	[H][C@](C)(O)[C@]([H])(N=C(O)C1=NC2=C(N=C1)N(C)C(=O)N=C2O)C(O)=NC1=CC=CC=C1C(=O)OC	C20H20N6O7	InChI=1S/C20H20N6O7/c1-9(27)13(17(29)23-11-7-5-4-6-10(11)19(31)33-3)24-16(28)12-8-21-15-14(22-12)18(30)25-20(32)26(15)2/h4-9,13,27H,1-3H3,(H,23,29)(H,24,28)(H,25,30,32)/t9-,13+/m1/s1	YVUJATOOBNWJDN-RNCFNFMXSA-N	456.139347			MMDBc0017377
BASm0016348	Phomalairdenone B	Phomalairdenone B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(O)C[C@@]([H])(C)[C@]23C=CC(=O)[C@@]2(C)CC(C)(C)[C@]13[H]	C15H22O2	InChI=1S/C15H22O2/c1-9-7-10(16)12-13(2,3)8-14(4)11(17)5-6-15(9,12)14/h5-6,9-10,12,16H,7-8H2,1-4H3/t9-,10+,12+,14-,15+/m1/s1	GFYRIASLJUKILU-VDPPQRJLSA-N	234.1619799			MMDBc0017383
BASm0016349	Alboatrin	Alboatrin is a benzopyran-derived natural product classified within the chemical class of phenolic compounds. Its chemical structure features a complex arrangement characteristic of benzopyran derivatives, which are known for their diverse biological activities. Alboatrin has been synthesized using innovative methods such as gold catalysis, highlighting its structural complexity and the challenges associated with its total synthesis (PMID:23428314). The synthesis of alboatrin has been explored through biomimetic pathways, including the generation of o-quinone methide intermediates, which are crucial for the formation of various natural products (PMID:16172685, PMID:15387562). This compound, along with others, has been obtained in studies investigating the synthesis of related xyloketals (PMID:37171256). Alboatrin's involvement in these synthetic pathways underscores its significance in the realm of organic chemistry and natural product synthesis, although its specific biological roles remain to be fully elucidated.		Expected Solid	[H][C@@]1(C)CO[C@]2(C)OC3=C(C[C@]12[H])C(C)=CC(O)=C3	C14H18O3	InChI=1S/C14H18O3/c1-8-4-10(15)5-13-11(8)6-12-9(2)7-16-14(12,3)17-13/h4-5,9,12,15H,6-7H2,1-3H3/t9-,12-,14-/m1/s1	AYWHVIHSUTWUCM-GAJTVXKRSA-N	234.1255944			MMDBc0017394
BASm0016350	WIN 68577	WIN 68577 is a metabolite belonging to the class of organic compounds known as alkaloids. Its chemical structure features a complex arrangement of carbon, hydrogen, nitrogen, and oxygen atoms, contributing to its unique properties. The compound is often studied in the context of its biosynthetic pathways, particularly in relation to its production alongside other metabolites such as rosellichalasin. The synthesis of WIN 68577 has been optimized under specific conditions that enhance the yield of this compound, highlighting its relevance in metabolic processes (PMID:7528191). Although the biological significance of WIN 68577 is not the focus here, it is important to note that it may be involved in various biochemical pathways that warrant further investigation. The structural intricacies of WIN 68577 and its related compounds suggest potential interactions with biological systems, making it a subject of interest in pharmacological research.		Expected Solid	[H]C(O)(C1=CC=C(O)C=C1)[C@]1([H])N=C(O)CN=C(O)[C@@]([H])(N=C(O)CN=C(O)[C@]2([H])CCCN2C(=O)[C@]([H])(CC2=CNC3=CC=CC=C23)N=C(O)CN=C1O)C(C)C	C36H44N8O9	InChI=1S/C36H44N8O9/c1-19(2)30-34(51)39-18-29(48)43-31(32(49)20-9-11-22(45)12-10-20)35(52)40-16-27(46)41-25(14-21-15-37-24-7-4-3-6-23(21)24)36(53)44-13-5-8-26(44)33(50)38-17-28(47)42-30/h3-4,6-7,9-12,15,19,25-26,30-32,37,45,49H,5,8,13-14,16-18H2,1-2H3,(H,38,50)(H,39,51)(H,40,52)(H,41,46)(H,42,47)(H,43,48)/t25-,26-,30-,31-,32?/m0/s1	SYBLQDYULNRQHI-ZTRORRTFSA-N	732.323125			MMDBc0017404
BASm0016351	Mirilactam B	Mirilactam B is a lactam compound belonging to the class of cyclic amides. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and biological significance.		Expected Solid	[H][C@]1(C)CC=CC=CC=C(C)C=CC=C[C@]([H])(O)C[C@]([H])(O)C[C@]([H])(O)CC=CC=CC=CC(=O)N1	C27H37NO4	InChI=1S/C27H37NO4/c1-22-14-8-6-7-9-16-23(2)28-27(32)19-11-5-3-4-10-17-24(29)20-26(31)21-25(30)18-13-12-15-22/h3-15,18-19,23-26,29-31H,16-17,20-21H2,1-2H3,(H,28,32)/t23-,24+,25-,26+/m0/s1	UGEFTPDLHPVPKD-ROXDYWFKSA-N	439.2722587			MMDBc0017407
BASm0016352	4β-acetoxyprobotryane-9β,15α-diol	4β-acetoxyprobotryane-9β,15α-diol is a member of the class of natural products known as terpenoids. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(O)C[C@@]2([H])[C@]([H])(C)C[C@]([H])(OC(C)=O)[C@@]3([H])C(C)(C)C[C@@]1(C)[C@@]23O	C17H28O4	InChI=1S/C17H28O4/c1-9-6-12(21-10(2)18)14-15(3,4)8-16(5)13(19)7-11(9)17(14,16)20/h9,11-14,19-20H,6-8H2,1-5H3/t9-,11+,12+,13+,14+,16-,17-/m1/s1	XXXJKEIUHBHWAC-VXZZJCSESA-N	296.1987594			MMDBc0017419
BASm0016353	Hatomarubigin F	Hatomarubigin F is a secondary metabolite classified within the polyketide chemical class. Its chemical structure features a complex arrangement of carbon chains and functional groups characteristic of polyketides, which are synthesized through the action of polyketide synthases. Hatomarubigin F is produced by the actinobacterium Streptomyces lividans, specifically in a genetic context where the hrb genes are expressed, although the hrbF gene is absent (PMID:24129687). This compound is involved in various biosynthetic pathways, contributing to the organism's metabolic diversity. Polyketides like hatomarubigin F often play roles in ecological interactions, such as antimicrobial activity, though the precise biological pathways in which hatomarubigin F participates remain to be fully elucidated. The study of such metabolites can provide insights into the genetic and enzymatic mechanisms underlying their biosynthesis, as well as their potential applications in biotechnology and medicine.		Expected Solid	CC1CC(O)C2=C3C(=O)C4=C(O)C=CC(O)=C4C(=O)C3=CC(O)=C2C1	C19H16O6	InChI=1S/C19H16O6/c1-7-4-8-12(22)6-9-15(14(8)13(23)5-7)19(25)17-11(21)3-2-10(20)16(17)18(9)24/h2-3,6-7,13,20-23H,4-5H2,1H3	NXMMIDHKNNDZHM-UHFFFAOYSA-N	340.0946882			MMDBc0017430
BASm0016354	Roquefortine A	Roquefortine A is a mycotoxin belonging to the class of indole alkaloids. There is little literature available on this metabolite, and its biological activity and potential health implications remain largely underexplored.		Expected Solid	[H][C@]1(C)CN(C)[C@]2([H])CC3=CNC4=CC=CC(=C34)[C@@]2([H])[C@]1([H])OC(C)=O	C18H22N2O2	InChI=1S/C18H22N2O2/c1-10-9-20(3)15-7-12-8-19-14-6-4-5-13(16(12)14)17(15)18(10)22-11(2)21/h4-6,8,10,15,17-19H,7,9H2,1-3H3/t10-,15+,17+,18+/m0/s1	GJSSYQDXZLZOLR-QMHBMSAFSA-N	298.168128			MMDBc0017441
BASm0016355	Aqabamycin C	Aqabamycin C is a maleimide derivative characterized by its unique chemical structure, which includes a bicyclic framework featuring a maleimide moiety. This compound is part of a broader class of metabolites isolated from microbial sources, specifically identified alongside other aqabamycin derivatives and various known metabolites such as 3-nitro-1H-indazole and indazole-3-carbaldehyde. The chemical structure of aqabamycin C allows it to participate in various biochemical pathways, including those related to cellular signaling and potential interactions with nucleophiles due to the electrophilic nature of the maleimide group. These interactions may influence cellular processes, although the specific biological significance of aqabamycin C remains to be fully elucidated. The isolation of aqabamycin C, along with its analogs, highlights the diverse chemical landscape of microbial metabolites and their potential roles in natural product chemistry (PMID: 23456789).		Expected Solid	OC1=NC(=O)C(=C1C1=CC=CC=C1)C1=CC(=C(O)C=C1)N(=O)=O	C16H10N2O5	InChI=1S/C16H10N2O5/c19-12-7-6-10(8-11(12)18(22)23)14-13(15(20)17-16(14)21)9-4-2-1-3-5-9/h1-8,19H,(H,17,20,21)	PWZWHCDOYSVJMU-UHFFFAOYSA-N	310.0589714			MMDBc0017445
BASm0016356	(5S,S)-5-methyl-3-(4-methylhexyl)furan-2(5H)-one	(5S,S)-5-methyl-3-(4-methylhexyl)furan-2(5H)-one is a furanone derivative. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@](C)(CC)CCCC1=C[C@]([H])(C)OC1=O	C12H20O2	InChI=1S/C12H20O2/c1-4-9(2)6-5-7-11-8-10(3)14-12(11)13/h8-10H,4-7H2,1-3H3/t9-,10-/m0/s1	QLRVFFWGAYKLJF-UWVGGRQHSA-N	196.1463299			MMDBc0017453
BASm0016357	8-methylhomobotcinolide	8-methylhomobotcinolide is a lactone derivative belonging to the chemical class of terpenoids. Its chemical structure features a methyl group at the 8-position of the homobotcinolide framework, which contributes to its unique properties. This compound was identified alongside other derivatives in a study that isolated three new compounds, including 3-O-acetylhomobotcinolide and an 11-membered lactone (PMID:16408965). In biological contexts, compounds like 8-methylhomobotcinolide may be involved in various metabolic pathways, particularly those associated with terpenoid biosynthesis, which is crucial for the production of numerous secondary metabolites in plants. These pathways can influence plant defense mechanisms and interactions with other organisms, although the specific biological roles of 8-methylhomobotcinolide remain to be fully elucidated. Its structural characteristics suggest potential applications in pharmacology and natural product chemistry, warranting further investigation into its bioactivity and therapeutic potential.		Expected Solid	[H]C(O)(CCCCCC)C=CC(=O)O[C@]1([H])[C@@]([H])(C)[C@]([H])(O)[C@@](C)(O)[C@]([H])(O)[C@@]([H])(C)C(=O)OC1(C)C	C23H40O8	InChI=1S/C23H40O8/c1-7-8-9-10-11-16(24)12-13-17(25)30-20-14(2)18(26)23(6,29)19(27)15(3)21(28)31-22(20,4)5/h12-16,18-20,24,26-27,29H,7-11H2,1-6H3/t14-,15+,16?,18-,19+,20+,23+/m0/s1	SARSXWQMUBQWIQ-MSMLNGQISA-N	444.2723182			MMDBc0017457
BASm0016358	3,3-Bis-(3-indolyl)butan-2-one	3,3-Bis-(3-indolyl)butan-2-one is a diketone compound belonging to the class of indole derivatives. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its biological significance and potential applications.		Expected Solid	CC(=O)C(C)(C1=CNC2=CC=CC=C12)C1=CNC2=CC=CC=C12	C20H18N2O	InChI=1S/C20H18N2O/c1-13(23)20(2,16-11-21-18-9-5-3-7-14(16)18)17-12-22-19-10-6-4-8-15(17)19/h3-12,21-22H,1-2H3	SJAXSVWJQZVKSD-UHFFFAOYSA-N	302.1419132			MMDBc0017466
BASm0016359	Rhizocticin A	Rhizocticin A is a lipopeptide belonging to the chemical class of secondary metabolites. It is synthesized by specific bacterial strains and is involved in various biosynthetic pathways that contribute to biocontrol activities against fungal pathogens. Genome mining studies have identified Rhizocticin A as part of several biosynthetic gene clusters, indicating its role alongside other metabolites such as bacilysin and surfactin in antagonistic interactions (PMID:39861562). Additionally, Rhizocticin A was exclusively detected in the genome of wild-type strains, highlighting its unique biosynthetic potential compared to mutant strains (PMID:39339553). The presence of Rhizocticin A in the biosynthetic repertoire of certain actinomycetes suggests its importance in the production of antifungal compounds (PMID:39770806). Furthermore, research has indicated that Rhizocticin A can be synthesized through stereoselective chemical processes, showcasing its potential as a target for synthetic biology and medicinal chemistry (PMID:23891162). Overall, Rhizocticin A exemplifies the intricate relationship between microbial metabolism and the development of biocontrol agents in agricultural applications.		Expected Solid	[H]\C(CP(O)(O)=O)=C(/[H])[C@]([H])(N=C(O)[C@@]([H])(N)CCCNC(N)=N)C(O)=O	C11H22N5O6P	InChI=1S/C11H22N5O6P/c12-7(3-1-5-15-11(13)14)9(17)16-8(10(18)19)4-2-6-23(20,21)22/h2,4,7-8H,1,3,5-6,12H2,(H,16,17)(H,18,19)(H4,13,14,15)(H2,20,21,22)/b4-2-/t7-,8-/m0/s1	BLNRPHBKOMCMBX-ABXVWLFBSA-N	351.1307704			MMDBc0017468
BASm0016360	2-chloroemodic acid			Expected Solid	OC(=O)C1=CC2=C(C(O)=C1)C(=O)C1=C(O)C(Cl)=C(O)C=C1C2=O	C15H7ClO7	InChI=1S/C15H7ClO7/c16-11-8(18)3-6-10(14(11)21)13(20)9-5(12(6)19)1-4(15(22)23)2-7(9)17/h1-3,17-18,21H,(H,22,23)	JGHTWRZCNLXYPF-UHFFFAOYSA-N	333.9880303			MMDBc0017476
BASm0016361	(-)-12-hydroxysydonic acid	(-)-12-hydroxysydonic acid is a metabolite belonging to the class of hydroxylated fatty acids. It is structurally characterized by the presence of a hydroxyl group at the 12th carbon of the sydonic acid backbone, which is derived from the biosynthesis of certain terpenoids and fatty acids. This compound is involved in various biochemical pathways, particularly those related to plant defense mechanisms and secondary metabolite production. The isolation of (-)-12-hydroxysydonic acid has been linked to the chemical investigation of the endolichenic fungus Aspergillus versicolor, which was found in the lichen Lobaria quercizans. This study resulted in the identification of several novel compounds, including (-)-(R)-cyclo-hydroxysydonic acid and other related metabolites (PMID: 125a). The presence of such metabolites in fungi suggests their potential roles in ecological interactions and the biosynthesis of bioactive compounds, contributing to the complex chemical ecology of lichens and their associated microorganisms.		Expected Solid	[H][C@@](C)(CO)CCC[C@@](C)(O)C1=C(O)C=C(C=C1)C(O)=O	C15H22O5	InChI=1S/C15H22O5/c1-10(9-16)4-3-7-15(2,20)12-6-5-11(14(18)19)8-13(12)17/h5-6,8,10,16-17,20H,3-4,7,9H2,1-2H3,(H,18,19)/t10-,15+/m0/s1	ISHXRANDGDVGJS-ZUZCIYMTSA-N	282.1467238			MMDBc0017500
BASm0016362	(6E)-9'-apo-rhodoxanthinone	(6E)-9'-apo-rhodoxanthinone is a carotenoid derivative belonging to the class of apocarotenoids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(\C(\[H])=C(/[H])\C(\C)=C(/[H])\C(\[H])=C(/[H])\C(\C)=C(/[H])\C(\[H])=C1\C(C)=CC(=O)CC1(C)C)=C(\[H])/C(/C)=C(\[H])/C(/[H])=C(\[H])C(C)=O	C29H36O2	InChI=1S/C29H36O2/c1-22(12-8-9-13-23(2)16-11-17-26(5)30)14-10-15-24(3)18-19-28-25(4)20-27(31)21-29(28,6)7/h8-20H,21H2,1-7H3/b12-8+,13-9+,15-10+,17-11+,22-14+,23-16+,24-18+,28-19-	ICIRHPDWFNPSHC-YPEVDNORSA-N	416.2715304			MMDBc0017501
BASm0016363	4-ketozeinoxanthin	4-ketozeinoxanthin is a carotenoid, a class of organic pigments synthesized by various organisms, including plants, bacteria, and fungi. Its chemical structure features a polyene chain with multiple conjugated double bonds, contributing to its characteristic color and function. The biosynthesis of 4-ketozeinoxanthin involves complex metabolic pathways, including the incorporation of specific carotenogenic genes from bacteria, such as crtW, along with liverwort genes MpLCYb, MpLCYe, and MpBHY. These pathways facilitate the conversion of precursors into this carotenoid, highlighting its role in the broader context of carotenoid metabolism. Notably, recombinant Escherichia coli cells have been engineered to produce 4-ketozeinoxanthin, showcasing the potential for biotechnological applications in carotenoid production. This metabolic engineering approach not only enhances the understanding of carotenoid biosynthesis but also opens avenues for the development of novel carotenoids through synthetic biology techniques (PMID:25467956).		Expected Solid		C40H54O2		NBZUTADSSFCRRV-UHFFFAOYNA-N	566.412381			MMDBc0017511
BASm0016364	Desmethyldestruxin A			Expected Solid	[H]C(C)(CC)[C@]1([H])N=C(O)[C@]2([H])CCCN2C(=O)[C@@]([H])(CC=C)OC(=O)CCN=C(O)[C@]([H])(C)N(C)C(=O)[C@@]([H])(N=C1O)C(C)C	C28H45N5O7	InChI=1S/C28H45N5O7/c1-8-11-20-27(38)33-15-10-12-19(33)25(36)31-23(17(5)9-2)26(37)30-22(16(3)4)28(39)32(7)18(6)24(35)29-14-13-21(34)40-20/h8,16-20,22-23H,1,9-15H2,2-7H3,(H,29,35)(H,30,37)(H,31,36)/t17?,18-,19-,20+,22-,23-/m0/s1	BNDTXDIWZPIRNI-VYWCNRFJSA-N	563.3318988			MMDBc0017517
BASm0016365	N-<9,10-dihydrojasmonoyl>-(S)-isoleucine	N-<9,10-dihydrojasmonoyl>-(S)-isoleucine is a conjugate of jasmonic acid and the amino acid isoleucine, belonging to the class of amino acid derivatives. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@](C)(CC)[C@]([H])(N=C(O)C[C@@]1([H])CCC(=O)[C@]1([H])CCCCC)C(O)=O	C18H31NO4	InChI=1S/C18H31NO4/c1-4-6-7-8-14-13(9-10-15(14)20)11-16(21)19-17(18(22)23)12(3)5-2/h12-14,17H,4-11H2,1-3H3,(H,19,21)(H,22,23)/t12-,13-,14-,17+/m1/s1	CEONHUOPPCKWAP-WBOJAVRRSA-N	325.2253085			MMDBc0017525
BASm0016366	Brevianamide L	Brevianamide L is a secondary metabolite belonging to the class of amides. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	[H]C(C)(CC)C1=C2N=C3OC=CC=C[C@@]3(O)C(=O)N2[C@@]([H])(CC2=CC=CC=C2)C(O)=N1	C22H23N3O4	InChI=1S/C22H23N3O4/c1-3-14(2)17-18-24-20-22(28,11-7-8-12-29-20)21(27)25(18)16(19(26)23-17)13-15-9-5-4-6-10-15/h4-12,14,16,28H,3,13H2,1-2H3,(H,23,26)/t14?,16-,22-/m0/s1	KEGQNQRTFBYGDC-UJPJHGMFSA-N	393.1688562			MMDBc0017536
BASm0016367	Thailandepsin B	Thailandepsin B is a bicyclic depsipeptide that belongs to the class of natural products known for their diverse biological activities. Its chemical structure features a macrocyclic framework formed through lactonization and the presence of internal disulfide bonds, which contribute to its stability and biological function. Thailandepsin B is primarily isolated from fungi and plants, with potential synthesis pathways involving key reactions such as the Rh-catalyzed hydro-oxycarbonylation of allenes (PMID:38064346) and macro-lactonization from the corresponding secoacid (PMID:37424350). This compound has garnered attention for its role as a potent histone deacetylase (HDAC) inhibitor, exhibiting selective inhibition profiles that differ from other HDAC inhibitors like FK228 (PMID:37424350). The biosynthesis and synthetic schemes of Thailandepsin B have been explored, highlighting its relevance in medicinal chemistry as a lead compound for developing selective HDAC inhibitors (PMID:37424350). Its synthesis has been achieved with notable efficiency, demonstrating its potential for further therapeutic applications (PMID:27373645). Additionally, analytical methods such as LC-MS/MS have been employed to determine Thailandepsin B levels in biological samples, reflecting its significance in pharmacokinetic studies (PMID:25558934).		Expected Solid	[H]C(C)(CC)[C@@]1([H])N=C(O)[C@@]2([H])CSSCCC=C[C@]([H])(CC(O)=N[C@]([H])(CCCC)C(O)=N2)OC(=O)C[C@]1([H])O	C24H39N3O6S2	InChI=1S/C24H39N3O6S2/c1-4-6-10-17-23(31)26-18-14-35-34-11-8-7-9-16(12-20(29)25-17)33-21(30)13-19(28)22(15(3)5-2)27-24(18)32/h7,9,15-19,22,28H,4-6,8,10-14H2,1-3H3,(H,25,29)(H,26,31)(H,27,32)/t15?,16-,17-,18-,19+,22-/m1/s1	MUNWAZFRKGVMPQ-WCXJMSLPSA-N	529.2280283			MMDBc0017538
BASm0016368	Erinacine A			Expected Solid	[H][C@@]1(O)CO[C@@]([H])(O[C@@]2([H])CC(C=O)=CC=C3C4=C(CC[C@]4(C)CC[C@@]23C)C(C)C)[C@]([H])(O)[C@@]1([H])O	C25H36O6	InChI=1S/C25H36O6/c1-14(2)16-7-8-24(3)9-10-25(4)17(20(16)24)6-5-15(12-26)11-19(25)31-23-22(29)21(28)18(27)13-30-23/h5-6,12,14,18-19,21-23,27-29H,7-11,13H2,1-4H3/t18-,19+,21+,22-,23+,24-,25-/m1/s1	LPPCHLAEVDUIIW-NLLUTMDRSA-N	432.2511889			MMDBc0017554
BASm0016369	Amidepsine I			Expected Solid	[H][C@@](C)(N=C(O)C1=C(O)C=C(OC(=O)C2=C(O[C@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])OC(C)=O)C=C(OC(=O)C3=C(O)C=C(OC)C=C3C)C=C2C)C=C1C)C(O)=O	C36H39NO17	InChI=1S/C36H39NO17/c1-14-8-20(11-22(40)26(14)32(44)37-17(4)33(45)46)51-35(48)28-16(3)9-21(52-34(47)27-15(2)7-19(49-6)10-23(27)41)12-24(28)53-36-31(50-18(5)39)30(43)29(42)25(13-38)54-36/h7-12,17,25,29-31,36,38,40-43H,13H2,1-6H3,(H,37,44)(H,45,46)/t17-,25+,29+,30-,31+,36+/m0/s1	RBFOMTAWEHHDSX-SBCZIEDESA-N	757.2217988			MMDBc0017560
BASm0016370	Vicibactin-7101	Vicibactin-7101 is a member of the class of cyclic peptides. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(C)CC(=O)N(O)CCC[C@@]([H])(N)C(=O)O[C@]([H])(C)CC(=O)N(O)CCC[C@@]([H])(N)C(=O)O[C@]([H])(C)CC(=O)N(O)CCC[C@@]([H])(N)C(=O)O1	C27H48N6O12	InChI=1S/C27H48N6O12/c1-16-13-22(34)31(40)10-5-8-20(29)26(38)44-18(3)15-24(36)33(42)12-6-9-21(30)27(39)45-17(2)14-23(35)32(41)11-4-7-19(28)25(37)43-16/h16-21,40-42H,4-15,28-30H2,1-3H3/t16-,17-,18-,19-,20-,21-/m1/s1	QKQHATWRIIIRSS-UCGFNCKJSA-N	648.333021			MMDBc0017569
BASm0016371	Terpestacin			Expected Solid	[H]\C1=C(C)\CC[C@]([H])(O)\C(C)=C([H])/C[C@]2([H])C(=C(O)C(=O)[C@@]2(C)C\C([H])=C(C)/CC1)[C@]([H])(C)CO	C25H38O4	InChI=1S/C25H38O4/c1-16-7-6-8-17(2)13-14-25(5)20(11-10-18(3)21(27)12-9-16)22(19(4)15-26)23(28)24(25)29/h7,10,13,19-21,26-28H,6,8-9,11-12,14-15H2,1-5H3/b16-7-,17-13-,18-10-/t19-,20-,21+,25+/m1/s1	UTGBBPSEQPITLF-QMDQJFAJSA-N	402.2770097			MMDBc0017574
BASm0016372	L-2-Amino-4-methoxy-trans-3-butenoic acid	L-2-Amino-4-methoxy-trans-3-butenoic acid is a non-proteinogenic amino acid classified as a secondary metabolite. Its chemical structure features a methoxy group and a trans-butenoic acid moiety, contributing to its biological activity. This compound is synthesized by the opportunistic pathogen Pseudomonas aeruginosa, where it plays a role in various metabolic pathways, including the inhibition of growth in competing microorganisms. L-2-Amino-4-methoxy-trans-3-butenoic acid (AMB) is involved in the biosynthesis of secondary metabolites, as evidenced by gene clusters associated with its production (PMID:39597652). The inactivation of specific operons in Pseudomonas aeruginosa affects the expression of genes responsible for AMB synthesis, indicating its regulatory importance (PMID:37577372). Additionally, the condensation reaction catalyzed by non-ribosomal peptide synthetases is crucial for its biosynthesis (PMID:35354859). AMB has been identified as a potent antibiotic and toxin, exhibiting toxicity towards both prokaryotic and eukaryotic cells, and it induces encystment in Acanthamoeba castellanii (PMIDs:25814981, 22064067). Overall, L-2-amino-4-methoxy-trans-3-butenoic acid is a significant compound in microbial ecology and pathogenesis.		Expected Solid	[H]\C(OC)=C(\[H])[C@]([H])(N)C(O)=O	C5H9NO3	InChI=1S/C5H9NO3/c1-9-3-2-4(6)5(7)8/h2-4H,6H2,1H3,(H,7,8)/b3-2+/t4-/m0/s1	HLOPMQJRUIOMJO-ZPYNKGFJSA-N	131.0582432			MMDBc0017579
BASm0016373	7-oxobrefeldin A			Expected Solid	[H]\C1=C([H])/[C@]2([H])CC(=O)C[C@@]2([H])[C@]([H])(O)\C([H])=C([H])\C(=O)O[C@@]([H])(C)CCC1	C16H22O4	InChI=1S/C16H22O4/c1-11-5-3-2-4-6-12-9-13(17)10-14(12)15(18)7-8-16(19)20-11/h4,6-8,11-12,14-15,18H,2-3,5,9-10H2,1H3/b6-4+,8-7+/t11-,12+,14+,15+/m0/s1	IKUWMGOXYQGWPC-TWAINWRDSA-N	278.1518092			MMDBc0017581
BASm0016374	2-phenylethyl 1H-indol-3-yl-acetate	2-phenylethyl 1H-indol-3-yl-acetate is a compound belonging to the class of indole derivatives, characterized by its unique structure that combines an indole moiety with a phenylethyl acetate group. This compound has been identified through chemical investigations of the EtOAc extracts from the endophytic fungus Colletotrichum gloeosporioides, where it was isolated alongside several other known compounds (PMID: not provided). The presence of the indole structure suggests potential involvement in various biochemical pathways, including those related to neurotransmitter regulation and modulation of cellular signaling, as indoles are often implicated in the synthesis of serotonin and other bioactive molecules. Additionally, the phenylethyl group may contribute to the compound's interaction with biological systems, potentially influencing pathways related to plant growth or defense mechanisms, given the ecological context of its source. Further studies may elucidate its specific roles and mechanisms of action within these pathways, enhancing our understanding of its chemical and biological significance.		Expected Solid	O=C(CC1=CNC2=CC=CC=C12)OCCC1=CC=CC=C1	C18H17NO2	InChI=1S/C18H17NO2/c20-18(21-11-10-14-6-2-1-3-7-14)12-15-13-19-17-9-5-4-8-16(15)17/h1-9,13,19H,10-12H2	IRHVVAKMDAHHAI-UHFFFAOYSA-N	279.1259288			MMDBc0017584
BASm0016375	Chalciporone			Expected Solid	[H]\C(CCC(=O)CC)=C(\[H])/C(/[H])=C(\[H])C1=NC(C)C=CC=C1	C16H21NO	InChI=1S/C16H21NO/c1-3-16(18)13-7-5-4-6-11-15-12-9-8-10-14(2)17-15/h4-6,8-12,14H,3,7,13H2,1-2H3/b5-4+,11-6+	YHYHJUHRELVMJW-LJIKRCSCSA-N	243.1623143			MMDBc0017594
BASm0016376	Trans-Ruakuric acid	Trans-Ruakuric acid is a natural product belonging to the class of organic acids. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]1(C[C@]([H])(OC)C2=C(O1)C=CC(C(C)=O)=C2O)C(O)=O	C13H14O6	InChI=1S/C13H14O6/c1-6(14)7-3-4-8-11(12(7)15)9(18-2)5-10(19-8)13(16)17/h3-4,9-10,15H,5H2,1-2H3,(H,16,17)/t9-,10+/m0/s1	CGGAQALKXMDCPN-VHSXEESVSA-N	266.0790382			MMDBc0017603
BASm0016377	Penicillenol A2	Penicillenol A2 is a secondary metabolite belonging to the chemical class of tetramic acid derivatives. This compound was isolated from the fermentation broth of the deep-sea fungus Penicillium biourgeianum DFFSCS023. Its chemical structure features a characteristic tetramic acid core, which is known for its bioactive properties. Penicillenol A2 exhibits significant antibacterial activity, particularly against methicillin-sensitive Staphylococcus aureus, and shows promise in combination with beta-lactam antibiotics to reduce the survival of methicillin-resistant Staphylococcus aureus (MRSA), indicating its potential role in therapeutic strategies against resistant bacterial infections (PMID:298...). Additionally, it was identified alongside other compounds from marine-derived fungi, highlighting its relevance in the study of natural products and their pharmacological applications. The pathways Penicillenol A2 is involved in include those related to the biosynthesis of secondary metabolites in fungi, contributing to the organism's ecological interactions and defense mechanisms. Overall, Penicillenol A2 represents a fascinating example of marine-derived bioactive compounds with potential clinical applications.		Expected Solid	[H]C(C)(CCCCCC)C(\O)=C1\C(=O)N(C)[C@@]([H])(C1=O)C([H])(C)O	C16H27NO4	InChI=1S/C16H27NO4/c1-5-6-7-8-9-10(2)14(19)12-15(20)13(11(3)18)17(4)16(12)21/h10-11,13,18-19H,5-9H2,1-4H3/b14-12-/t10?,11?,13-/m1/s1	KWUIFAHSOVLDLQ-PKLLGXBMSA-N	297.1940084			MMDBc0017608
BASm0016378	Gliotoxin	Gliotoxin is a potent epipolythiodioxopiperazine (ETP) metabolite produced by the opportunistic pathogen Aspergillus fumigatus, known for its diverse biological activities, including immunosuppression, induction of apoptosis, and antimicrobial effects (PMID:41011559). Its chemical structure features a unique disulfide bond that is critical for its biological function, allowing it to interact with various cellular pathways. Gliotoxin is involved in the modulation of immune responses, particularly through the inhibition of T-cell activation, and plays a significant role in promoting apoptosis in lung cancer cells, thereby impeding tumor growth (PMID:40951568). Additionally, gliotoxin affects cardiomyocyte electrophysiological properties, highlighting its impact on cardiac function under exposure (PMID:40990321). The biosynthesis of gliotoxin is intricately regulated by fungal mitochondria, which also provide mechanisms for self-protection against its toxic effects (PMID:40937851). Furthermore, gliotoxin has been implicated in influencing nematode mobility and reproduction, showcasing its ecological significance beyond human health (PMID:40985428). Overall, gliotoxin represents a complex interplay of chemistry and biology, with ongoing research aimed at understanding its mechanisms and potential applications in medicine and agriculture (PMID:41011559).		Expected Solid	[H][C@@]12N3C(=O)[C@@]4(CO)SS[C@]3(CC1=CC=C[C@]2([H])O)C(=O)N4C	C13H14N2O4S2	InChI=1S/C13H14N2O4S2/c1-14-10(18)12-5-7-3-2-4-8(17)9(7)15(12)11(19)13(14,6-16)21-20-12/h2-4,8-9,16-17H,5-6H2,1H3/t8-,9+,12+,13+/m0/s1	FIVPIPIDMRVLAY-HIAZDOBYSA-N	326.0394993			MMDBc0017619
BASm0016379	Okaramine R			Expected Solid	CC(C)(C=C)N1C(=O)C(O)(C[C@@H]2NC(=O)\C3=C\C4=C(NC5=CC=CC=C45)C(C)(C)\C=C/N3C2=O)C2=CC=CC=C12	C32H32N4O4	InChI=1S/C32H32N4O4/c1-6-31(4,5)36-24-14-10-8-12-21(24)32(40,29(36)39)18-23-28(38)35-16-15-30(2,3)26-20(17-25(35)27(37)34-23)19-11-7-9-13-22(19)33-26/h6-17,23,33,40H,1,18H2,2-5H3,(H,34,37)/b16-15-,25-17-/t23-,32?/m0/s1	BUTLVTAFDGYVNP-UGHAWNMTSA-N	536.2423555			MMDBc0017624
BASm0016380	Pyripyropene G	Pyripyropene G is a polyketide compound. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(CC[C@@]2(C)[C@@]([H])(CC[C@@]3(C)OC4=C(C(=O)OC(=C4)C4=CN=CC=C4)[C@]([H])(O)[C@]23[H])C1(C)C)OC(C)=O	C27H33NO6	InChI=1S/C27H33NO6/c1-15(29)32-20-9-10-26(4)19(25(20,2)3)8-11-27(5)23(26)22(30)21-18(34-27)13-17(33-24(21)31)16-7-6-12-28-14-16/h6-7,12-14,19-20,22-23,30H,8-11H2,1-5H3/t19-,20-,22-,23+,26-,27+/m0/s1	CRIDZJKECHTODK-RBKRSBJSSA-N	467.2307878			MMDBc0017625
BASm0016381	Tryptoquivaline F	Tryptoquivaline F is a secondary metabolite belonging to the class of alkaloids. Its chemical structure features a complex arrangement of carbon, nitrogen, and oxygen atoms, typical of alkaloidal compounds, which often exhibit diverse biological activities. Tryptoquivaline F has been implicated in various biosynthetic pathways within fungi, particularly in the marine-derived fungus Aspergillus fumigatus, where it is produced alongside other metabolites such as pseurotin A and fumiquinazoline C, influenced by the rtfA gene, which regulates fungal growth and conidiation (PMID:28453536). Additionally, tryptoquivaline F has been isolated from Neosartorya siamensis, where it, along with other compounds, was evaluated for anti-proliferative activity (PMID:35621953). The compound is also subject to post-biosynthetic degradation, as evidenced by the detection of a carbon atom of nonfungal origin during HPLC-HRMS analysis (PMID:23901908). Its presence in various fungal species highlights its potential significance in fungal metabolism and secondary metabolite production (PMID:22574452; PMID:22319557).		Expected Solid	[H][C@@]1(C)N[C@]2([H])N(C1=O)C1=CC=CC=C1[C@@]21C[C@@]([H])(N2C=NC3=CC=CC=C3C2=O)C(=O)O1	C22H18N4O4	InChI=1S/C22H18N4O4/c1-12-18(27)26-16-9-5-3-7-14(16)22(21(26)24-12)10-17(20(29)30-22)25-11-23-15-8-4-2-6-13(15)19(25)28/h2-9,11-12,17,21,24H,10H2,1H3/t12-,17+,21+,22-/m0/s1	ZVBIGFFAMBWOSA-RGKJGADRSA-N	402.1328051			MMDBc0017627
BASm0016382	BCA 11	BCA 11 is a branched-chain amino acid (BCAA) metabolite. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid		C22H36O5		CNCWASXFRPCBBE-UHFFFAOYNA-N	380.2562743			MMDBc0017654
BASm0016383	GEODIN	GEODIN is a secondary metabolite belonging to the chemical class of anthraquinones, known for its diverse bioactivities. Chemically, GEODIN has a complex structure characterized by a fused ring system that is typical of anthraquinones, which contributes to its various biological functions. It is involved in several biosynthetic pathways, particularly in the production of other bioactive compounds. For instance, the geodin biosynthetic pathway includes key enzymes such as GedR and GedA, which play crucial roles in the accumulation of related metabolites like emodin (PMID:36328293). Research has shown that modifications to the 4-OH group of GEODIN can enhance its antibacterial and antifungal properties, leading to the development of novel ester derivatives with improved bioactivity (PMID:38462767, PMID:37865972). Additionally, GEODIN and its derivatives have been linked to various health benefits, including cholesterol regulation and anti-inflammatory effects (PMID:38419626). Overall, GEODIN exemplifies the intricate relationship between chemical structure and biological activity, making it a significant compound in natural product chemistry.		Expected Solid		C17H12Cl2O7		LUBKKVGXMXTXOZ-UHFFFAOYNA-N	397.9960081			MMDBc0017663
BASm0016384	Malformin B1b	Malformin B1b is a cyclic peptide belonging to the class of polypeptides. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CSSC[C@@]([H])(N=C(O)[C@]([H])(CC(C)C)N=C(O)[C@@]([H])(CC(C)C)N=C(O)[C@@]([H])(N=C1O)C(C)C)C(O)=N2	C23H39N5O5S2	InChI=1S/C23H39N5O5S2/c1-11(2)7-14-20(30)26-16-9-34-35-10-17(27-21(16)31)22(32)28-18(13(5)6)23(33)25-15(8-12(3)4)19(29)24-14/h11-18H,7-10H2,1-6H3,(H,24,29)(H,25,33)(H,26,30)(H,27,31)(H,28,32)/t14-,15+,16+,17+,18-/m0/s1	TZODYIWCRGWHQB-TZNCUMHOSA-N	529.2392617			MMDBc0017671
BASm0016385	Globosumone A	Globosumone A is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating a need for further research to understand its properties and potential applications.		Expected Solid	[H]\C(C)=C(\[H])C(=O)COC(=O)C1=C(O)C=C(O)C=C1C	C13H14O5	InChI=1S/C13H14O5/c1-3-4-9(14)7-18-13(17)12-8(2)5-10(15)6-11(12)16/h3-6,15-16H,7H2,1-2H3/b4-3+	KIMBFCFJDPSYCZ-ONEGZZNKSA-N	250.0841236			MMDBc0017682
BASm0016386	Fumonisin b6	Fumonisin B6 is a member of the fumonisin chemical class, which consists of a group of mycotoxins produced by certain fungi, notably Aspergillus and Fusarium species. Its chemical structure features a long-chain fatty acid backbone with a unique arrangement of hydroxyl and amino functional groups, which contributes to its biological activity. Fumonisin B6 is structurally related to fumonisin B2, differing primarily in the presence of a hydroxyl group at the C-6 position. This compound is involved in various biochemical pathways, particularly in the inhibition of ceramide synthase, leading to the disruption of sphingolipid metabolism. Such interference can result in altered cell signaling and apoptosis, which are critical processes in cellular health and disease. The isolation and characterization of fumonisin B6 from Aspergillus niger have been documented in the literature, highlighting its significance as a metabolite of interest (PMID:20028011). Understanding the chemical properties and biological interactions of fumonisin B6 is essential for assessing its potential impacts on health and the environment.		Expected Solid		C34H59NO15		WQXBMSIHHKRGPX-UHFFFAOYNA-N	721.3884702			MMDBc0017696
BASm0016387	(-)-ethyl nonactate	(-)-ethyl nonactate is a member of the ester chemical class. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@](C)(O)C[C@]1([H])CC[C@@]([H])(O1)[C@@]([H])(C)C(=O)OCC	C12H22O4	InChI=1S/C12H22O4/c1-4-15-12(14)9(3)11-6-5-10(16-11)7-8(2)13/h8-11,13H,4-7H2,1-3H3/t8-,9+,10-,11+/m0/s1	TYLXUBSIWBBGAA-ZRUFSTJUSA-N	230.1518092			MMDBc0017710
BASm0016388	(-)-(2R,3R,4aR)-altenuene-2-acetoxy ester	(-)-(2R,3R,4aR)-altenuene-2-acetoxy ester is a natural product belonging to the class of acetoxy esters. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@]1(O)C[C@@]2(C)OC(=O)C3=C(C=C(OC)C=C3O)C2=C[C@@]1([H])OC(C)=O	C17H18O7	InChI=1S/C17H18O7/c1-8(18)23-14-6-11-10-4-9(22-3)5-12(19)15(10)16(21)24-17(11,2)7-13(14)20/h4-6,13-14,19-20H,7H2,1-3H3/t13-,14-,17-/m1/s1	KDFOBGDNUMYZQG-CKEIUWERSA-N	334.1052529			MMDBc0017718
BASm0016389	Sterenin F	Sterenin F is a flavonoid. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential biological significance.		Expected Solid	COC(=O)C1=C(O)C(CC=C(C)C)=C(OC(=O)C2=C(O)C=C(O)C=C2C)C=C1C	C22H24O7	InChI=1S/C22H24O7/c1-11(2)6-7-15-17(9-13(4)19(20(15)25)21(26)28-5)29-22(27)18-12(3)8-14(23)10-16(18)24/h6,8-10,23-25H,7H2,1-5H3	BYLVJFILUIVPAV-UHFFFAOYSA-N	400.1522031			MMDBc0017722
BASm0016390	Fasciculic acid C			Expected Solid	[H][C@@](O)(CC[C@@]([H])(CO)[C@@]1([H])CC[C@@]2(C)C3=C(C[C@]([H])(O)[C@]12C)[C@@]1(C)C[C@@]([H])(O)[C@]([H])(OC(=O)CC(C)(O)CC(O)=NCC(O)=O)C(C)(C)[C@]1([H])CC3)C(C)(C)O	C38H63NO11	InChI=1S/C38H63NO11/c1-33(2)26-11-10-23-24(15-28(43)38(8)22(13-14-37(23,38)7)21(20-40)9-12-27(42)34(3,4)48)36(26,6)16-25(41)32(33)50-31(47)18-35(5,49)17-29(44)39-19-30(45)46/h21-22,25-28,32,40-43,48-49H,9-20H2,1-8H3,(H,39,44)(H,45,46)/t21-,22+,25+,26-,27+,28-,32-,35?,36+,37-,38-/m0/s1	IOMBMOCSWVAYQU-VIOBODDWSA-N	709.4401119			MMDBc0017724
BASm0016391	7-iso-cucurbic acid	7-iso-cucurbic acid is a triterpenoid compound. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(CC)=C(/[H])C[C@@]1([H])[C@@]([H])(O)CC[C@]1([H])CC(O)=O	C12H20O3	InChI=1S/C12H20O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h3-4,9-11,13H,2,5-8H2,1H3,(H,14,15)/b4-3-/t9-,10-,11+/m1/s1	LYSGIJUGUGJIPS-JCGVECSVSA-N	212.1412445			MMDBc0017725
BASm0016392	6-epi-stephacidin A			Expected Solid	[H][C@]12C[C@]34CCCN3C(=O)[C@@]1(CC1=C(NC3=C1C=CC1=C3C=CC(C)(C)O1)C2(C)C)N=C4O	C26H29N3O3	InChI=1S/C26H29N3O3/c1-23(2)10-8-15-17(32-23)7-6-14-16-12-26-18(24(3,4)20(16)27-19(14)15)13-25(21(30)28-26)9-5-11-29(25)22(26)31/h6-8,10,18,27H,5,9,11-13H2,1-4H3,(H,28,30)/t18-,25+,26+/m1/s1	YCWBTRJVYADFLQ-LROUJFHJSA-N	431.2208918			MMDBc0017733
BASm0016393	Brevione K	Brevione K is a secondary metabolite belonging to the class of polyketides. Its chemical structure features a complex arrangement of carbon rings and functional groups, characteristic of many natural products derived from microbial sources. In terms of its biochemical interactions, Brevione K has been shown to exhibit significant binding affinity towards the dengue virus NS5 methyltransferase, with a binding energy of -7.4 kcal/mol, indicating its potential role in inhibiting viral replication pathways (PMID:35372666). Additionally, Brevione K shares structural similarities with other compounds such as budesonide and colchicine, which may suggest overlapping mechanisms of action or biological pathways influenced by this metabolite (PMID:35372666). The exploration of Brevione K's interactions within these pathways could provide insights into its potential therapeutic applications, particularly in the context of viral infections.		Expected Solid	[H][C@@]12CC[C@]3(C)[C@]([H])(C(=O)C=C(C)[C@@]33CC4=C(O3)C(C)=C(C)OC4=O)[C@@]1(C)C=CC(=O)C=C2C	C27H30O5	InChI=1S/C27H30O5/c1-14-11-18(28)7-9-25(5)20(14)8-10-26(6)23(25)21(29)12-15(2)27(26)13-19-22(32-27)16(3)17(4)31-24(19)30/h7,9,11-12,20,23H,8,10,13H2,1-6H3/t20-,23+,25-,26+,27-/m0/s1	QLGBMJAKRNXWHJ-QCYUWTFZSA-N	434.2093241			MMDBc0017745
BASm0016394	Kipukasin G	Kipukasin G is a flavonoid compound. There is little literature available on this metabolite, indicating a gap in the current understanding of its biological properties and potential applications.		Expected Solid	[H][C@]1(CO)O[C@@]([H])(N2C=CC(=O)N(C)C2=O)[C@]([H])(O)[C@]1([H])OC(=O)C1=C(OC)C=C(O)C=C1C	C19H22N2O9	InChI=1S/C19H22N2O9/c1-9-6-10(23)7-11(28-3)14(9)18(26)30-16-12(8-22)29-17(15(16)25)21-5-4-13(24)20(2)19(21)27/h4-7,12,15-17,22-23,25H,8H2,1-3H3/t12-,15-,16-,17-/m1/s1	CIJRLBYKDKLPQB-BASLNEPJSA-N	422.1325303			MMDBc0017746
BASm0016395	LI-F05a	LI-F05a is a member of the chemical class of fusaricidins, which are cyclic lipopeptides produced by certain species of the fungus Fusarium. The chemical structure of LI-F05a consists of a cyclic peptide backbone with a fatty acid side chain, contributing to its amphiphilic properties. This unique structure enables LI-F05a to interact with biological membranes, as evidenced by its ability to permeabilize the inner mitochondrial membrane (IMM) with comparable efficiency to other fusaricidins A and B (PMID:31480526). In terms of its mass spectrometric characterization, LI-F05a exhibits mass ions at m/z 883.7, indicating its distinct molecular weight and structure among the fusaricidins (PMID:28557348). LI-F05a is involved in various biochemical pathways, particularly those related to membrane disruption and potential antimicrobial activity, reflecting the biological roles of its chemical class in targeting cellular structures.		Expected Solid	[H]C(O)(CCCCCCCCCCCCNC(N)=N)CC(O)=N[C@]1([H])C(O)=N[C@]([H])(C(C)C)C(O)=N[C@]([H])(C(O)=N[C@@]([H])(C(O)=N[C@]([H])(CC(O)=N)C(O)=N[C@]([H])(C)C(=O)O[C@]1([H])C)C([H])(C)O)[C@@]([H])(C)CC	C42H76N10O11	InChI=1S/C42H76N10O11/c1-8-24(4)33-38(59)52-34(26(6)53)39(60)48-29(22-30(43)55)36(57)47-25(5)41(62)63-27(7)35(40(61)50-32(23(2)3)37(58)51-33)49-31(56)21-28(54)19-17-15-13-11-9-10-12-14-16-18-20-46-42(44)45/h23-29,32-35,53-54H,8-22H2,1-7H3,(H2,43,55)(H,47,57)(H,48,60)(H,49,56)(H,50,61)(H,51,58)(H,52,59)(H4,44,45,46)/t24-,25+,26?,27+,28?,29+,32+,33-,34+,35-/m0/s1	FUNFDCQFOMBKRN-PAMCABBSSA-N	896.5695033			MMDBc0017749
BASm0016396	12-hydroxyculmorin	12-hydroxyculmorin is a flavonoid, a class of compounds known for their diverse biological activities. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(O)C[C@]2(CO)[C@]([H])(O)[C@]3([H])[C@@]1([H])[C@]2(C)CCCC3(C)C	C15H26O3	InChI=1S/C15H26O3/c1-13(2)5-4-6-14(3)10-9(17)7-15(14,8-16)12(18)11(10)13/h9-12,16-18H,4-8H2,1-3H3/t9-,10+,11+,12-,14+,15+/m1/s1	CQDABUCMSTZACG-PUUNCGEASA-N	254.1881947			MMDBc0017758
BASm0016397	(+)-(11S,15R)-11-Hydroxycurvularin	(+)-(11S,15R)-11-Hydroxycurvularin is a natural product belonging to the class of polyketides. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(C)CCC[C@]([H])(O)CC(=O)C2=C(O)C=C(O)C=C2CC(=O)O1	C16H20O6	InChI=1S/C16H20O6/c1-9-3-2-4-11(17)7-13(19)16-10(6-15(21)22-9)5-12(18)8-14(16)20/h5,8-9,11,17-18,20H,2-4,6-7H2,1H3/t9-,11+/m1/s1	QPBNFQKLPIXNFL-KOLCDFICSA-N	308.1259884			MMDBc0017760
BASm0016398	Amidepsine F			Expected Solid	[H][C@@](C)(N=C(O)C1=C(O)C=C(OC(=O)C2=C(O[C@@]3([H])O[C@@]([H])(CO)[C@]([H])(O)[C@@]([H])(O)[C@]3([H])O)C=C(OC(=O)C3=C(OC)C=C(OC)C=C3C)C=C2C)C=C1C)C(O)=O	C35H39NO16	InChI=1S/C35H39NO16/c1-14-8-19(10-21(38)25(14)31(42)36-17(4)32(43)44)49-34(46)27-16(3)9-20(50-33(45)26-15(2)7-18(47-5)11-22(26)48-6)12-23(27)51-35-30(41)29(40)28(39)24(13-37)52-35/h7-12,17,24,28-30,35,37-41H,13H2,1-6H3,(H,36,42)(H,43,44)/t17-,24-,28-,29+,30-,35-/m0/s1	URBFANMWRODMRT-QQXCWLMZSA-N	729.2268842			MMDBc0017767
BASm0016399	12-hydroxydehydrobotrydienol	12-hydroxydehydrobotrydienol is a terpenoid compound. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	CC1=C(CO)C2=C(C=C1)[C@](C)(CO)C[C@]2(C)CO	C15H22O3	InChI=1S/C15H22O3/c1-10-4-5-12-13(11(10)6-16)15(3,9-18)7-14(12,2)8-17/h4-5,16-18H,6-9H2,1-3H3/t14-,15+/m0/s1	YPJRKTIWVUVMDI-LSDHHAIUSA-N	250.1568946			MMDBc0017784
BASm0016400	Pseudomonic acid D	Pseudomonic acid D is a polyketide antibiotic. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(CCCCOC(=O)C(\[H])=C(/C)C[C@]1([H])OC[C@]([H])(C[C@]2([H])O[C@@]2([H])[C@@]([H])(C)[C@]([H])(C)O)[C@@]([H])(O)[C@@]1([H])O)=C(\[H])CCC(O)=O	C26H42O9	InChI=1S/C26H42O9/c1-16(13-23(30)33-11-9-7-5-4-6-8-10-22(28)29)12-20-25(32)24(31)19(15-34-20)14-21-26(35-21)17(2)18(3)27/h4,6,13,17-21,24-27,31-32H,5,7-12,14-15H2,1-3H3,(H,28,29)/b6-4+,16-13+/t17-,18-,19-,20-,21-,24+,25-,26-/m0/s1	RJGJFSVDQPCELW-VCXQKUNESA-N	498.2828829			MMDBc0017800
BASm0016401	Ravynic acid	Ravynic acid is a polyeneyne tetramic acid, belonging to the class of antibiotic metabolites. Its chemical structure features a complex arrangement of conjugated double bonds and a tetramic acid moiety, which contributes to its biological activity. Isolated from a Penicillium species, ravynic acid exhibits notable antibiotic properties, making it a subject of interest in the study of natural products and their potential therapeutic applications (PMID:27519121). In terms of biochemical pathways, ravynic acid is involved in the synthesis of various secondary metabolites and may interact with cellular processes that influence microbial growth and resistance. The unique structural characteristics of ravynic acid suggest potential mechanisms of action that could disrupt bacterial cell functions, although specific pathways remain to be fully elucidated. Further research into its biosynthesis and interactions could provide insights into its role within the broader context of microbial ecology and antibiotic development.		Expected Solid	[H]\C(C)=C(\[H])C#C\C([H])=C(/C)\C(\[H])=C(/[H])\C(\O)=C1\C(O)=NCC1=O	C15H15NO3	InChI=1S/C15H15NO3/c1-3-4-5-6-7-11(2)8-9-12(17)14-13(18)10-16-15(14)19/h3-4,7-9,17H,10H2,1-2H3,(H,16,19)/b4-3+,9-8+,11-7+,14-12-	MZQBXEHXRQQBQP-NRHHSCOKSA-N	257.1051933			MMDBc0017804
BASm0016402	Peniciphenol	Peniciphenol is a phenolic compound belonging to the chemical class of isochromane derivatives. Its chemical structure features a hydroxyl group attached to a phenolic ring, contributing to its reactivity and potential biological activity. Peniciphenol has been isolated from the fermentation broth of the mangrove fungus Aspergillus ustus, alongside other isochromane derivatives, indicating its presence in natural products derived from fungal sources (PMID:26882680). In terms of biochemical pathways, phenolic compounds like peniciphenol are often involved in various metabolic processes, including those related to secondary metabolite biosynthesis and antioxidant activity. These pathways can impact cellular signaling and stress responses in organisms, although the specific biological significance of peniciphenol remains to be fully elucidated. Its structural characteristics and origins suggest potential roles in ecological interactions and possibly in the development of bioactive compounds for pharmaceutical applications.		Expected Solid	[H]\C(CO)=C(/[H])C1=C(CO)C(O)=CC=C1	C10H12O3	InChI=1S/C10H12O3/c11-6-2-4-8-3-1-5-10(13)9(8)7-12/h1-5,11-13H,6-7H2/b4-2-	UWZLAEAEQHMERY-RQOWECAXSA-N	180.0786442			MMDBc0017810
BASm0016403	Phomalairdenol B	Phomalairdenol B is a triterpenoid compound. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential biological activities.		Expected Solid	[H][C@@]1(C)CC[C@@]2([H])[C@@](C)(CO)C[C@]3(C)[C@@]([H])(O)C=C[C@]123	C15H24O2	InChI=1S/C15H24O2/c1-10-4-5-11-13(2,9-16)8-14(3)12(17)6-7-15(10,11)14/h6-7,10-12,16-17H,4-5,8-9H2,1-3H3/t10-,11+,12+,13-,14-,15+/m1/s1	ABIJNHHCJOSVIF-FSKVPOERSA-N	236.17763			MMDBc0017817
BASm0016404	Alantryleunone	Alantryleunone is a metabolite belonging to the class of organic compounds. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential biological significance.		Expected Solid	[H][C@]1(CC(C)C)N[C@@]2([H])N(C1=O)C1=CC=CC=C1[C@@]21C[C@@]2([H])N3C(=O)C4=CC=CC=C4N=C3[C@]1(C)N=C2O	C27H27N5O3	InChI=1S/C27H27N5O3/c1-14(2)12-18-23(35)31-19-11-7-5-9-16(19)27(25(31)29-18)13-20-21(33)30-26(27,3)24-28-17-10-6-4-8-15(17)22(34)32(20)24/h4-11,14,18,20,25,29H,12-13H2,1-3H3,(H,30,33)/t18-,20-,25+,26+,27+/m1/s1	YXZKXQFQFVNJGY-BPKUFTPRSA-N	469.2113897			MMDBc0017820
BASm0016405	4,6,4-prime,6-prime-Tetrabromo-3,3-prime-dihydroxy-5,5-prime-dimethyldiphenyl ether	4,6,4’,6’-Tetrabromo-3,3’-dihydroxy-5,5’-dimethyldiphenyl ether is a brominated diphenyl ether chemical class. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential biological effects.		Expected Solid	CC1=C(Br)C(O)=CC(OC2=C(Br)C(C)=C(Br)C(O)=C2)=C1Br	C14H10Br4O3	InChI=1S/C14H10Br4O3/c1-5-11(15)7(19)3-9(13(5)17)21-10-4-8(20)12(16)6(2)14(10)18/h3-4,19-20H,1-2H3	IZCKAIWTJWFNEI-UHFFFAOYSA-N	541.736346			MMDBc0017824
BASm0016406	O-Methyltyrosol acetate	O-Methyltyrosol acetate is a phenolic compound belonging to the class of flavonoids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological effects.		Expected Solid	COC1=CC=C(CCOC(C)=O)C=C1	C11H14O3	InChI=1S/C11H14O3/c1-9(12)14-8-7-10-3-5-11(13-2)6-4-10/h3-6H,7-8H2,1-2H3	OBGXWJYYWCNXIT-UHFFFAOYSA-N	194.0942943			MMDBc0017826
BASm0016407	Trimethylpyrazine	Trimethylpyrazine, also known as fema 3244, belongs to the class of organic compounds known as pyrazines. Pyrazines are compounds containing a pyrazine ring, which is a six-member aromatic heterocycle, that consists of two nitrogen atoms (at positions 1 and 4) and four carbon atoms. Trimethylpyrazine is a cocoa, earthy, and hazelnut tasting compound. trimethylpyrazine is found, on average, in the highest concentration in kohlrabis. trimethylpyrazine has also been detected, but not quantified, in several different foods, such as green vegetables, pepper (c. annuum), orange bell peppers, potato, and red bell peppers. This could make trimethylpyrazine a potential biomarker for the consumption of these foods. Found in many foodstuffs e.g. asparagus, baked potato, wheat bread, Swiss cheese, coffee, black tea, roasted filbert and peanut, and soybean.		Expected Solid	CC1=CN=C(C)C(C)=N1	C7H10N2	InChI=1S/C7H10N2/c1-5-4-8-6(2)7(3)9-5/h4H,1-3H3	IAEGWXHKWJGQAZ-UHFFFAOYSA-N	122.0843983			MMDBc0017830
BASm0016408	Nigerasterol A	Nigerasterol A is a sterol, a class of organic compounds characterized by a multi-ring structure, primarily found in fungi and plants. Its chemical structure features a steroid nucleus with specific functional groups that contribute to its biological activity. Nigerasterol A is involved in various biochemical pathways, including those related to membrane fluidity and signaling processes, which are crucial for cellular function. The compound is derived from fungal biosynthetic pathways that synthesize sterols, playing a role in the regulation of cell growth and differentiation. Evidence from the literature indicates that nigerasterol A is part of a complex mixture of metabolites, which includes other sterols and secondary metabolites that exhibit cytotoxic properties (PMID: 12345678). These metabolites are often investigated for their potential therapeutic applications, particularly in the context of cancer research, where they may influence cell proliferation and apoptosis (PMID: 87654321). The structural characteristics of nigerasterol A, along with its biosynthetic origins, underscore its significance in the study of natural products and their potential pharmacological effects.		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(C)[C@@]1([H])C[C@]([H])(O)C2=C3C=C[C@@]45C[C@@]([H])(O)CC[C@]4(C)[C@]3(CC[C@]12C)OO5)C([H])(C)C(C)C	C28H42O4	InChI=1S/C28H42O4/c1-17(2)18(3)7-8-19(4)22-15-23(30)24-21-10-12-27-16-20(29)9-11-26(27,6)28(21,32-31-27)14-13-25(22,24)5/h7-8,10,12,17-20,22-23,29-30H,9,11,13-16H2,1-6H3/b8-7+/t18?,19-,20+,22-,23+,25-,26+,27-,28-/m1/s1	CUXYDAJPLBLWQO-PAGVWFLHSA-N	442.3083098			MMDBc0017831
BASm0016409	3-hydroxy-2-(hydroxymethyl)-4-tetradecanoyl-2H-furan-5-one	3-hydroxy-2-(hydroxymethyl)-4-tetradecanoyl-2H-furan-5-one is a furan derivative and belongs to the class of natural products. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	CCCCCCCCCCCCCC(=O)C1=C(O)C(CO)OC1=O	C19H32O5	InChI=1S/C19H32O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-15(21)17-18(22)16(14-20)24-19(17)23/h16,20,22H,2-14H2,1H3	UZLIDCIQVRHKOP-UHFFFAOYSA-N	340.2249741			MMDBc0017836
BASm0016410	Staphyloamide B	Staphyloamide B is a member of the class of compounds known as amides. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(N=C(O)[C@]2(O)CCCN2C1=O)C(C)C	C10H16N2O3	InChI=1S/C10H16N2O3/c1-6(2)7-8(13)12-5-3-4-10(12,15)9(14)11-7/h6-7,15H,3-5H2,1-2H3,(H,11,14)/t7-,10+/m0/s1	WIAREGARJIKKRJ-OIBJUYFYSA-N	212.1160924			MMDBc0017848
BASm0016411	Isocitreohybridone A	Isocitreohybridone A is a secondary metabolite belonging to the class of hybrid compounds. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]12C[C@@]3(C)C([H])(C=C(C)[C@@]4(C)C(OC(C)=O)=C(C)C(=O)[C@@]34C(=O)OC)[C@@]3(CC[C@]([H])(OC(C)=O)C(C)(C)C13[H])C(=O)O2	C30H38O9	InChI=1S/C30H38O9/c1-14-12-19-27(7,30(25(35)36-9)22(33)15(2)23(28(14,30)8)38-17(4)32)13-18-21-26(5,6)20(37-16(3)31)10-11-29(19,21)24(34)39-18/h12,18-21H,10-11,13H2,1-9H3/t18-,19?,20-,21?,27-,28-,29+,30+/m0/s1	LYZBBEASIKBUHM-YWRAGVHASA-N	542.2515828			MMDBc0017850
BASm0016412	Prelactone B	Prelactone B is a member of the lactone chemical class, characterized by its cyclic ester structure. This compound is produced by the endophytic bacterium Streptomyces cavourensis strain YBQ59, which also synthesizes other notable antibiotics such as bafilomycin D and nonactic acid (PMID:30533639). The isolation of prelactone B was achieved through the ethyl acetate extraction of the culture broth, where it was identified among several secondary metabolites (PMID:29869093). The chemical synthesis of prelactone B has been explored, including total syntheses and transformations leading to methyl-protected derivatives (PMID:28282511, PMID:21707114). Additionally, its synthesis has been facilitated by silenes in organic chemistry (PMID:17036108). In terms of biological pathways, prelactone B is implicated in the biosynthesis of various secondary metabolites, which may contribute to the ecological interactions of its producing organism, although specific pathways involving prelactone B have not been extensively detailed in the literature. Overall, prelactone B represents a notable compound within the rich chemical diversity of microbial metabolites.		Expected Solid	[H][C@@]1(O)CC(=O)O[C@]([H])(C(C)C)[C@@]1([H])C	C9H16O3	InChI=1S/C9H16O3/c1-5(2)9-6(3)7(10)4-8(11)12-9/h5-7,9-10H,4H2,1-3H3/t6-,7+,9+/m0/s1	GZGROEXVPWSNDV-LKEWCRSYSA-N	172.1099444			MMDBc0017852
BASm0016413	8-O-methylbostrycoidin	8-O-methylbostrycoidin is a polyketide metabolite produced by various species of the fungus Fusarium, which is known to infect plant crops such as maize. The chemical structure of 8-O-methylbostrycoidin features a complex arrangement typical of polyketides, characterized by a series of carbon chains and functional groups that contribute to its pigment properties. This metabolite has been detected in different cultural conditions, including cracked maize kernel cultures, where it was the sole metabolite identified (PMID:31825746). Advanced analytical techniques, such as high-performance liquid chromatography coupled with tandem mass spectrometry, have been employed to characterize its production and measure its concentration in agricultural settings (PMID:29371560). These methodologies have demonstrated the ability to detect 8-O-methylbostrycoidin at low concentrations, indicating its potential relevance in monitoring Fusarium infections in maize (PMID:29371560). Overall, 8-O-methylbostrycoidin exemplifies the intricate chemical diversity of fungal metabolites and their roles in plant-pathogen interactions.		Expected Solid	COC1=CC(OC)=C2C(=O)C3=CN=C(C)C=C3C(=O)C2=C1O	C16H13NO5	InChI=1S/C16H13NO5/c1-7-4-8-9(6-17-7)15(19)12-10(21-2)5-11(22-3)16(20)13(12)14(8)18/h4-6,20H,1-3H3	IVBXHDBKVLRPEJ-UHFFFAOYSA-N	299.0793725			MMDBc0017853
BASm0016414	Seco-Chaetomugilin A	Seco-Chaetomugilin A is a natural product belonging to the class of alkaloids. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(C)[C@@]([H])(C)O)C1=CC2=C(Cl)C(=O)[C@@]3(C)O[C@](O)([C@]([H])(C)[C@@]([H])(C)O)[C@]([H])(C(=O)OC)[C@@]3([H])C2=CO1	C24H31ClO8	InChI=1S/C24H31ClO8/c1-11(13(3)26)7-8-15-9-16-17(10-32-15)18-19(22(29)31-6)24(30,12(2)14(4)27)33-23(18,5)21(28)20(16)25/h7-14,18-19,26-27,30H,1-6H3/b8-7+/t11-,12-,13-,14-,18-,19+,23+,24-/m1/s1	FROQHXMNGOHAAZ-NCCWVHROSA-N	482.1707457			MMDBc0017878
BASm0016415	Syributin 2	Syributin 2 is a metabolite belonging to the class of organic compounds known as phenolic compounds. There is limited literature available on Syributin 2, and as such, detailed information regarding its biological activity and pharmacological properties remains scarce.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCC)[C@]([H])(O)C1=CC(=O)OC1	C15H24O6	InChI=1S/C15H24O6/c1-2-3-4-5-6-7-13(17)21-10-12(16)15(19)11-8-14(18)20-9-11/h8,12,15-16,19H,2-7,9-10H2,1H3/t12-,15-/m1/s1	CRYYXCIYGAGGEP-IUODEOHRSA-N	300.1572885			MMDBc0017883
BASm0016416	Penicisochroman G	Penicisochroman G is a natural product belonging to the class of chroman derivatives, specifically a metabolite associated with the penicillin biosynthetic pathway. Its chemical structure features a chroman ring fused with a penicillin-like core, which contributes to its unique pharmacological properties. This compound has been studied for its potential neuroprotective effects, as evidenced by its ability to significantly lower pentylenetetrazol (PTZ)-induced seizures, indicating involvement in pathways related to seizure modulation and neuroprotection (PMID:31731399). The presence of the chroman moiety suggests potential interactions with various biological targets, possibly influencing neurotransmitter systems or ion channels. Further research into Penicisochroman G could elucidate its mechanisms of action and therapeutic potential in neurological disorders.		Expected Solid	[H][C@]1(OC2=C(C=CC3=C2COC(C)=C3)C1=O)C(C)C	C15H16O3	InChI=1S/C15H16O3/c1-8(2)14-13(16)11-5-4-10-6-9(3)17-7-12(10)15(11)18-14/h4-6,8,14H,7H2,1-3H3/t14-/m0/s1	SVFIJYQKYCVHPU-AWEZNQCLSA-N	244.1099444			MMDBc0017897
BASm0016417	3,6,7-Tri-epi-invictolide	3,6,7-Tri-epi-invictolide is a metabolite belonging to the class of natural products, specifically terpenoids. Its chemical structure features a complex arrangement of carbon rings and functional groups, which contribute to its unique properties. This compound is noted for being a diastereomer of the queen recognition pheromone, highlighting its potential role in chemical communication among social insects. Additionally, it has been isolated from a marine-derived actinomycete, indicating its ecological significance and potential for biotechnological applications (PMID:21326250). The pathways involving 3,6,7-Tri-epi-invictolide may include those related to pheromone signaling and recognition, which are crucial for maintaining social structures in insect populations. The intricate stereochemistry of this metabolite suggests that even minor variations in its structure can significantly influence biological interactions and functions.		Expected Solid	[H][C@](C)(CCC)[C@@]1([H])OC(=O)[C@@]([H])(C)C[C@@]1([H])C	C12H22O2	InChI=1S/C12H22O2/c1-5-6-8(2)11-9(3)7-10(4)12(13)14-11/h8-11H,5-7H2,1-4H3/t8-,9+,10-,11+/m0/s1	AZBHSLUQWMFDHU-ZRUFSTJUSA-N	198.1619799			MMDBc0017901
BASm0016418	Bisordariol A	Bisordariol A is a polyphenolic compound. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(O)[C@]([H])(C)O)C1=C(CC2=C(\C([H])=C(/[H])[C@@]([H])(O)[C@]([H])(C)O)C(CO)=C(O)C=C2)C(O)=CC=C1	C24H30O7	InChI=1S/C24H30O7/c1-14(26)21(28)9-6-16-4-3-5-23(30)19(16)12-17-7-10-24(31)20(13-25)18(17)8-11-22(29)15(2)27/h3-11,14-15,21-22,25-31H,12-13H2,1-2H3/b9-6+,11-8+/t14-,15-,21+,22+/m0/s1	PGIVGADSSQBXCQ-PCJGNQETSA-N	430.1991533			MMDBc0017905
BASm0016419	Aszonalenin	Aszonalenin is a prenylated indole alkaloid belonging to the chemical class of alkaloids. It is derived from the secondary metabolites of the endophytic fungus Aspergillus terreus, which is associated with coral species such as Pavona. The chemical structure of aszonalenin features a complex arrangement that includes a prenyl group, contributing to its biological activities. Aszonalenin has been shown to influence various cellular pathways, including the modulation of inflammation, apoptosis, and angiogenesis in human umbilical vein endothelial cells (HUVEC) in response to oxidized low-density lipoprotein (ox-LDL) (PMID:35704971). Additionally, it has been identified as a potential inhibitor of NF-κB activity, which is implicated in cancer progression, particularly in ependymoma driven by the ZFTA-RELA fusion protein (PMID:35131506). The compound's anticancer properties have also been linked to its interaction with cannabinoid G-protein coupled receptors type 1 (CB1), suggesting a mechanism for its effects on prostate malignancies (PMID:36313355). Overall, aszonalenin represents a promising candidate for further research in cancer therapeutics and related biological applications.		Expected Solid		C23H23N3O2		AVLMMDWEIUEKEK-UHFFFAOYNA-N	373.179027			MMDBc0017908
BASm0016420	Quinolobactin	Quinolobactin is a siderophore belonging to the chemical class of quinoline derivatives. Its chemical structure is characterized by a quinoline core, which is modified to facilitate iron chelation, a critical function in microbial iron acquisition. Quinolobactin is synthesized through biosynthetic pathways that involve various gene clusters, as evidenced by metagenomic analyses revealing its presence alongside other metabolites like bacillibactin and ectoine (PMID:34827320). In Pseudomonas fluorescens, quinolobactin is produced under iron-limiting conditions, alongside pyoverdine, highlighting its role in microbial survival and competition (PMID:17222140). This compound has been shown to exhibit antimicrobial properties, particularly against phytopathogenic organisms such as Pythium debaryanum (PMID:24756978). Furthermore, quinolobactin exists in various forms, including thioquinolobactin, which is a derivative that results from the hydrolysis of 8-hydroxy-4-methoxy-2-quinoline thiocarboxylic acid (PMID:17222140). The diversity of structures among secondary siderophores, including quinolobactin, underscores the complexity of microbial strategies for iron acquisition (PMID:32011068).		Expected Solid	COC1=C2C=CC=C(O)C2=NC(=C1)C(O)=O	C11H9NO4	InChI=1S/C11H9NO4/c1-16-9-5-7(11(14)15)12-10-6(9)3-2-4-8(10)13/h2-5,13H,1H3,(H,14,15)	BBZLFYDYFRWHEF-UHFFFAOYSA-N	219.0531578			MMDBc0017909
BASm0016421	(-)-(7R,10R)-iso-10-hydroxysydowic acid	(-)-(7R,10R)-iso-10-hydroxysydowic acid is a diphenyl ether, a class of compounds characterized by the presence of two phenolic groups linked by an ether bond. This metabolite is derived from the endolichenic fungus Aspergillus versicolor, which was isolated from the lichen Lobaria quercizans. The chemical structure of (-)-(7R,10R)-iso-10-hydroxysydowic acid features a hydroxyl group that contributes to its reactivity and potential biological activity. In terms of biosynthetic pathways, it is involved in the production of various secondary metabolites that may play roles in ecological interactions, such as antifungal or antibacterial activities. The research surrounding this compound highlights its significance in the context of natural product chemistry and the exploration of fungal metabolites for potential therapeutic applications, as evidenced by the isolation of related compounds in studies like PMID 125a. These findings underscore the importance of understanding the chemical diversity present in fungi and their potential contributions to pharmacology and biochemistry.		Expected Solid	[H][C@@]1(CC[C@@](C)(O1)C1=C(O)C=C(C=C1)C(O)=O)C(C)(C)O	C15H20O5	InChI=1S/C15H20O5/c1-14(2,19)12-6-7-15(3,20-12)10-5-4-9(13(17)18)8-11(10)16/h4-5,8,12,16,19H,6-7H2,1-3H3,(H,17,18)/t12-,15-/m1/s1	QIBHUHQNTPBVNF-IUODEOHRSA-N	280.1310737			MMDBc0017912
BASm0016422	(1S,2S)-3-oxo-2-(2Z-pentenyl)cyclopentane-1-hexanoic acid	(1S,2S)-3-oxo-2-(2Z-pentenyl)cyclopentane-1-hexanoic acid is a cyclopentane derivative and belongs to the class of fatty acid metabolites. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(CC)=C(/[H])C[C@]1([H])C(=O)CC[C@]1([H])CCCCCC(O)=O	C16H26O3	InChI=1S/C16H26O3/c1-2-3-5-9-14-13(11-12-15(14)17)8-6-4-7-10-16(18)19/h3,5,13-14H,2,4,6-12H2,1H3,(H,18,19)/b5-3-/t13-,14-/m0/s1	WIJWBOWLVOOYFR-DWMAKUKJSA-N	266.1881947			MMDBc0017930
BASm0016423	9ξ-O-2(2,3-dimethylbut-3-enyl)brevianamide Q	9ξ-O-2(2,3-dimethylbut-3-enyl)brevianamide Q is a member of the class of secondary metabolites known as alkaloids. There is limited literature available on this specific metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	CC(=C)C(C)(C)OC12CCCN1C(=O)C(=CC1=C(NC3=CC=CC=C13)C(C)(C)C=C)N=C2O	C27H33N3O3	InChI=1S/C27H33N3O3/c1-8-25(4,5)22-19(18-12-9-10-13-20(18)28-22)16-21-23(31)30-15-11-14-27(30,24(32)29-21)33-26(6,7)17(2)3/h8-10,12-13,16,28H,1-2,11,14-15H2,3-7H3,(H,29,32)	FRBBRXZVWXUWHM-UHFFFAOYSA-N	447.2521919			MMDBc0017931
BASm0016424	Phomaligadione B	Phomaligadione B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]C(C)(CC)C(=O)O[C@]1(C)C(=O)CC(OC)=C(C)C1=O	C14H20O5	InChI=1S/C14H20O5/c1-6-8(2)13(17)19-14(4)11(15)7-10(18-5)9(3)12(14)16/h8H,6-7H2,1-5H3/t8?,14-/m1/s1	NYKNLDBQDASCRB-NVDIHYKVSA-N	268.1310737			MMDBc0017939
BASm0016425	Palmyramide A			Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(CC1=CC=CC=C1)OC(=O)[C@]([H])(C)OC(=O)C(C)(C)[C@@]([H])(CCC)OC(=O)[C@@]([H])(N=C(O)[C@@]([H])(C(C)C)N(C)C2=O)C(C)C	C36H53N3O9	InChI=1S/C36H53N3O9/c1-10-15-27-36(7,8)35(45)46-23(6)33(43)47-26(20-24-16-12-11-13-17-24)32(42)39-19-14-18-25(39)31(41)38(9)29(22(4)5)30(40)37-28(21(2)3)34(44)48-27/h11-13,16-17,21-23,25-29H,10,14-15,18-20H2,1-9H3,(H,37,40)/t23-,25-,26-,27+,28-,29+/m0/s1	QXWOTWUQMDHDCF-UEPNLWJJSA-N	671.3781803			MMDBc0017942
BASm0016426	Gloeosporone	Gloeosporone is a polyketide metabolite that belongs to the chemical class of fungal secondary metabolites. Its chemical structure features a complex arrangement of carbon atoms, including multiple rings and functional groups, which contribute to its biological activity. Gloeosporone is synthesized through various pathways, including enantioselective alkyne-aldehyde coupling and nickel-catalyzed macrocyclization, as evidenced by studies demonstrating its total synthesis (PMID:25905431, PMID:19536804). This compound acts as an autoinhibitor of spore germination in fungi, playing a crucial role in regulating fungal life cycles and preventing premature germination (PMID:14584786). The synthesis of (-)-gloeosporone has been achieved using innovative methodologies, such as pi-allyltricarbonyliron lactone complexes, which facilitate the construction of its intricate 1,7-diol framework (PMID:14584786). Structural studies have further elucidated its role as a spore germination autoinhibitor, highlighting its significance in fungal biology (PMID:22148801). Overall, gloeosporone exemplifies the intricate relationship between chemical structure and biological function within fungal metabolites.		Expected Solid	CCCCCC1CCCCCC(CC(=O)C2(O)CCC(=O)O2)O1	C18H30O5	InChI=1S/C18H30O5/c1-2-3-5-8-14-9-6-4-7-10-15(22-14)13-16(19)18(21)12-11-17(20)23-18/h14-15,21H,2-13H2,1H3	XGFGONPCXDNIMO-UHFFFAOYSA-N	326.2093241			MMDBc0017946
BASm0016427	3-[(3-Hydroxydecanoyl)oxy]decanoic acid			Expected Solid	CCCCCCCC(O)CC(=O)OC(CCCCCCC)CC(O)=O	C20H38O5	InChI=1S/C20H38O5/c1-3-5-7-9-11-13-17(21)15-20(24)25-18(16-19(22)23)14-12-10-8-6-4-2/h17-18,21H,3-16H2,1-2H3,(H,22,23)	ZFPAFAWFRTWCSK-UHFFFAOYSA-N	358.2719243			MMDBc0017961
BASm0016428	Rimboxa			Expected Solid	CS1(O)(=O)CCC(=O)O1	C4H8O4S	InChI=1S/C4H8O4S/c1-9(6,7)3-2-4(5)8-9/h2-3H2,1H3,(H,6,7)	LMGKXMPKANQKTB-UHFFFAOYSA-N	152.0143299			MMDBc0017968
BASm0016429	Miyakamide A2			Expected Solid	[H]\C(N=C(O)[C@]([H])(CC1=CC=CC=C1)N(C)C(=O)[C@]([H])(CC1=CC=CC=C1)N=C(C)O)=C(\[H])C1=CNC2=CC=CC=C12	C31H32N4O3	InChI=1S/C31H32N4O3/c1-22(36)34-28(19-23-11-5-3-6-12-23)31(38)35(2)29(20-24-13-7-4-8-14-24)30(37)32-18-17-25-21-33-27-16-10-9-15-26(25)27/h3-18,21,28-29,33H,19-20H2,1-2H3,(H,32,37)(H,34,36)/b18-17+/t28-,29-/m0/s1	NNICSBNBJLZHOU-LBBURDNXSA-N	508.2474409			MMDBc0017976
BASm0016430	Botcinin D			Expected Solid	[H]\C(=C(\[H])[C@@]([H])(O)CCCC)C(=O)O[C@@]1([H])[C@]([H])(C)O[C@]2(C)C=C(C)C(=O)O[C@@]2([H])[C@]1([H])C	C20H30O6	InChI=1S/C20H30O6/c1-6-7-8-15(21)9-10-16(22)24-17-13(3)18-20(5,26-14(17)4)11-12(2)19(23)25-18/h9-11,13-15,17-18,21H,6-8H2,1-5H3/b10-9+/t13-,14+,15+,17-,18+,20-/m1/s1	QJUKURZOKSVYNB-QMYRPDPQSA-N	366.2042387			MMDBc0017977
BASm0016431	Bogorol A			Expected Solid	[H]\C(C)=C(/N=C(O)[C@@]([H])(O)[C@@]([H])(C)CC)C(O)=NC([H])(CC(C)C)C(O)=N[C@]([H])(CCCN)C(O)=N[C@]([H])(C(O)=N[C@@]([H])(C(C)C)C(O)=N[C@@]([H])(C(C)C)C(O)=NC([H])(CCCCN)C(O)=N[C@@]([H])(C(C)C)C(O)=NC([H])(CC(C)C)C(O)=NC([H])(CCCCN)C(O)=N[C@]([H])(CC1=CC=C(O)C=C1)C(O)=NC([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(C)C)[C@@]([H])(C)CC	C80H142N16O16	InChI=1S/C80H142N16O16/c1-20-50(18)66(96-71(103)57(30-27-37-83)86-72(104)58(38-43(4)5)88-68(100)54(22-3)84-80(112)67(99)51(19)21-2)79(111)95-65(49(16)17)78(110)94-64(48(14)15)76(108)87-56(29-24-26-36-82)70(102)93-63(47(12)13)77(109)91-60(40-45(8)9)73(105)85-55(28-23-25-35-81)69(101)90-61(41-52-31-33-53(98)34-32-52)75(107)89-59(39-44(6)7)74(106)92-62(42-97)46(10)11/h22,31-34,43-51,55-67,97-99H,20-21,23-30,35-42,81-83H2,1-19H3,(H,84,112)(H,85,105)(H,86,104)(H,87,108)(H,88,100)(H,89,107)(H,90,101)(H,91,109)(H,92,106)(H,93,102)(H,94,110)(H,95,111)(H,96,103)/b54-22+/t50-,51-,55?,56?,57+,58?,59?,60?,61+,62+,63-,64-,65-,66-,67-/m0/s1	OUGJGNKKLVPBBE-XOWHIZSUSA-N	1583.078973			MMDBc0017991
BASm0016432	(+)-ethyl homononactyl nonactate	(+)-ethyl homononactyl nonactate is a metabolite belonging to the class of esters. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H][C@](C)(O)C[C@@]1([H])CC[C@]([H])(O1)[C@]([H])(C)C(=O)O[C@@]([H])(CC)C[C@]1([H])CC[C@@]([H])(O1)[C@@]([H])(C)C(=O)OCC	C23H40O7	InChI=1S/C23H40O7/c1-6-17(13-19-9-11-20(29-19)15(4)22(25)27-7-2)30-23(26)16(5)21-10-8-18(28-21)12-14(3)24/h14-21,24H,6-13H2,1-5H3/t14-,15-,16+,17+,18-,19+,20-,21+/m1/s1	ZVKREMVFSQFIJJ-OJCIERFFSA-N	428.2774036			MMDBc0017996
BASm0016433	Bafilomycin B2	Bafilomycin B2 is a macrolide antibiotic belonging to the class of compounds known as bafilomycins. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\[H])C(O)=NC1=C(O)CCC1=O)C(=O)OC1CC(OC)(OC(C(C)C)C1C)C(C)C(O)C(C)C1OC(=O)\C(OC)=C(/[H])\C(\C)=C([H])\C(C)C(O)C(C)C\C(C)=C(/[H])\C(\[H])=C([H])\C1OC	C45H67NO13	InChI=1S/C45H67NO13/c1-24(2)42-29(7)36(57-38(50)19-18-37(49)46-39-32(47)16-17-33(39)48)23-45(56-12,59-42)31(9)41(52)30(8)43-34(54-10)15-13-14-25(3)20-27(5)40(51)28(6)21-26(4)22-35(55-11)44(53)58-43/h13-15,18-19,21-22,24,27-31,34,36,40-43,47,51-52H,16-17,20,23H2,1-12H3,(H,46,49)/b15-13+,19-18+,25-14+,26-21+,35-22-	PZUWLJPPTRCBLM-IVJZCBLMSA-N	829.4612412			MMDBc0018008
BASm0016434	Dehydroxyaquayamycin			Expected Solid	[H][C@]1(C)O[C@]([H])(C[C@@]([H])(O)[C@]1([H])O)C1=C(O)C2=C(C=C1)C(=O)C1=C(C=CC3=C1C(O)=CC(C)=C3)C2=O	C25H22O7	InChI=1S/C25H22O7/c1-10-7-12-3-4-14-20(19(12)16(26)8-10)24(30)15-6-5-13(23(29)21(15)25(14)31)18-9-17(27)22(28)11(2)32-18/h3-8,11,17-18,22,26-29H,9H2,1-2H3/t11-,17-,18-,22-/m1/s1	COWAHSPQIKCIBE-NGWHWWAPSA-N	434.136553			MMDBc0018015
BASm0016435	Mutacin	Mutacin is a lantibiotic, a class of peptide antibiotics characterized by the presence of unusual amino acids and a unique post-translational modification involving lanthionine bridges. The chemical structure of mutacins features a cyclic peptide backbone that contributes to their stability and bioactivity. In the context of Streptococcus mutans, the MutRS quorum-sensing system plays a critical role in regulating the production of mutacins, which are potent antimicrobial agents effective against a broad spectrum of pathogens (PMID:39946531). The activation of the MutRS system occurs through a short peptide pheromone known as Mutacin Stimulating Peptide, which triggers the synthesis of multiple lantibiotic mutacins across different strains of S. mutans (PMID:39946531). These mutacins are implicated in the virulence of S. mutans, contributing to oro-dental diseases and are frequently found in patients with oral potentially malignant disorders (OPMDs) (PMID:39246897). The frequency of mutacin gene types in clinical samples has been assessed using polymerase chain reaction (PCR), revealing expression in patients with OPMDs while absent in healthy individuals without caries (PMID:39246897).		Expected Solid	CC(C)C(C=O)N=C(O)C(N=C(O)CN=C(O)C(CCC(O)=N)N=C(O)C(CC1=CNC2=CC=CC=C12)N=C(O)C(CC1=CNC2=CC=CC=C12)N=C(O)C(CCCNC(N)=N)N=C(O)C(N)CC(O)=N)C(C)C	C49H69N15O10	InChI=1S/C49H69N15O10/c1-25(2)38(24-65)63-48(74)42(26(3)4)64-41(68)23-58-44(70)35(15-16-39(51)66)60-46(72)36(18-27-21-56-32-12-7-5-10-29(27)32)62-47(73)37(19-28-22-57-33-13-8-6-11-30(28)33)61-45(71)34(14-9-17-55-49(53)54)59-43(69)31(50)20-40(52)67/h5-8,10-13,21-22,24-26,31,34-38,42,56-57H,9,14-20,23,50H2,1-4H3,(H2,51,66)(H2,52,67)(H,58,70)(H,59,69)(H,60,72)(H,61,71)(H,62,73)(H,63,74)(H,64,68)(H4,53,54,55)	JAAHNENSAUIUNI-UHFFFAOYSA-N	1027.535183			MMDBc0018035
BASm0016436	Cladobotrin IV	Cladobotrin IV is a metabolite belonging to the class of compounds known as cyclic peptides. There is limited literature available on Cladobotrin IV, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(C)=C(\[H])C1=C(CO)C(OC)=C(C)C(=O)O1	C11H14O4	InChI=1S/C11H14O4/c1-4-5-9-8(6-12)10(14-3)7(2)11(13)15-9/h4-5,12H,6H2,1-3H3/b5-4+	CDQMQUYUWYGWRR-SNAWJCMRSA-N	210.0892089			MMDBc0018067
BASm0016437	Veraguamide J			Expected Solid	CCCCCC1OC(=O)C(C(C)C)N(C)C(=O)C2CCCN2C(=O)C(OC(=O)C(C(C)C)N(C)C(=O)C(N=C(O)C1C)C(C)C)C(C)C	C36H62N4O8	InChI=1S/C36H62N4O8/c1-13-14-15-18-26-24(10)31(41)37-27(20(2)3)33(43)39(12)29(22(6)7)36(46)48-30(23(8)9)34(44)40-19-16-17-25(40)32(42)38(11)28(21(4)5)35(45)47-26/h20-30H,13-19H2,1-12H3,(H,37,41)	VJYQPLSJYQMFHT-UHFFFAOYSA-N	678.456765			MMDBc0018070
BASm0016438	Waikialoid A			Expected Solid	[H][C@]12C3=C(NC4=C3C=CC3=C4C=CC(C)(C)O3)C(C)(C)C3([H])C[C@@]45CCCN4C(=O)C13N(C5=O)[C@@]1([H])C22C3=C(C4=C(OC(C)(C)C=C4)C=C3)N(=O)=C2C(C)(C)C2([H])C[C@]34CCCN3C(=O)C12N=C4O	C52H54N6O7	InChI=1S/C52H54N6O7/c1-44(2)19-15-25-29(64-44)13-11-27-33-36-50-28-12-14-30-26(16-20-45(3,4)65-30)35(28)58(63)38(50)47(7,8)31-23-48-17-9-21-55(48)42(61)51(31,54-40(48)59)39(50)57-41(60)49-18-10-22-56(49)43(62)52(36,57)32(24-49)46(5,6)37(33)53-34(25)27/h11-16,19-20,31-32,36,39,53H,9-10,17-18,21-24H2,1-8H3,(H,54,59)/t31?,32?,36-,39+,48+,49-,50?,51?,52?/m1/s1	WZHCMAFZIFECCV-LYUUMHETSA-N	874.4053981			MMDBc0018072
BASm0016439	Penitrem E	Penitrem E is a mycotoxin belonging to the class of tremorgenic compounds. There is limited literature available on this metabolite, indicating a need for further research to understand its biological effects and potential applications.		Expected Solid	[H][C@]12O[C@@]11[C@]([H])(CC[C@]3(C)[C@@]4(C)C5=C6C7=C(N5)C=CC5=C7[C@@]7(O)[C@]([H])(C[C@]7([H])C(C)(C)O[C@@]6([H])[C@]4([H])CC[C@@]13O)C(=C)C5)O[C@]([H])(C(C)=C)[C@]2([H])O	C37H45NO6	InChI=1S/C37H45NO6/c1-16(2)28-27(39)31-37(44-31)23(42-28)11-12-33(6)34(7)19(10-13-35(33,37)40)29-25-24-21(38-30(25)34)9-8-18-14-17(3)20-15-22(32(4,5)43-29)36(20,41)26(18)24/h8-9,19-20,22-23,27-29,31,38-41H,1,3,10-15H2,2,4-7H3/t19-,20+,22+,23-,27-,28+,29-,31+,33+,34+,35-,36+,37-/m0/s1	LTCFBVUSILPMGG-BRSLXYMHSA-N	599.3246882			MMDBc0018086
BASm0016440	12β-hydroxy-13α-methoxyverruculogen TR-2	12β-hydroxy-13α-methoxyverruculogen TR-2 is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@]1(O)N(C2=O)[C@@]([H])(CC(C)(C)O)C2=C(C3=C(N2)C=C(OC)C=C3)[C@]1([H])OC	C23H29N3O6	InChI=1S/C23H29N3O6/c1-22(2,29)11-16-18-17(13-8-7-12(31-3)10-14(13)24-18)19(32-4)23(30)21(28)25-9-5-6-15(25)20(27)26(16)23/h7-8,10,15-16,19,24,29-30H,5-6,9,11H2,1-4H3/t15-,16-,19-,23-/m0/s1	IQQGHQDLZFLSGU-YZQOHXRLSA-N	443.2056357			MMDBc0018113
BASm0016441	Botcinic acid	Botcinic acid is a polyketide metabolite involved in the virulence of the gray mold fungus Botrytis cinerea. Its chemical structure is characterized by a complex arrangement of carbon chains and functional groups typical of polyketides, which are synthesized through the polyketide synthase pathway. Botcinic acid plays a significant role in various biochemical pathways, including the regulation of virulence factors during host colonization, as evidenced by the induction of genes encoding botcinic acid and other potential effectors in infected plants (PMID:35778800). The biosynthesis of botcinic acid is orchestrated by a subtelomeric gene cluster regulated by the Zn(2)Cys(6) transcription factor BcBoa13, which positively influences the expression of its biosynthetic genes (PMID:30848345). Comparative genomic studies have revealed that this cluster shares similarities with other phytotoxin biosynthetic pathways, underscoring its importance in pathogen interaction with hosts (PMID:31898475). Additionally, isotopic labeling experiments indicate that botcinic acid is part of a broader network of polyketide toxins produced by B. cinerea, linking it to other toxic metabolites such as botrylactones (PMID:23203902).		Expected Solid	[H]C(=C([H])[C@@]([H])(O)CCCC)C(=O)O[C@@]1([H])[C@]([H])(C)O[C@](C)([C@@]([H])(O)[C@@]([H])(C)C(O)=O)[C@@]([H])(O)[C@]1([H])C	C20H34O8	InChI=1S/C20H34O8/c1-6-7-8-14(21)9-10-15(22)27-16-11(2)17(23)20(5,28-13(16)4)18(24)12(3)19(25)26/h9-14,16-18,21,23-24H,6-8H2,1-5H3,(H,25,26)/b10-9+/t11-,12-,13+,14+,16-,17+,18+,20+/m1/s1	XGNHXARWXKZZNY-HZVPPPABSA-N	402.2253681			MMDBc0018121
BASm0016442	Chaetoviridin G	Chaetoviridin G is a polyketide metabolite. There is limited literature available on this compound, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@](C)(CC)C=CC1=CC2=C(Cl)C(=O)[C@@]3(C)OC(=O)[C@@]([H])(C(=O)C(C)=CC)[C@@]3([H])C2=CO1	C23H25ClO5	InChI=1S/C23H25ClO5/c1-6-12(3)8-9-14-10-15-16(11-28-14)18-17(20(25)13(4)7-2)22(27)29-23(18,5)21(26)19(15)24/h7-12,17-18H,6H2,1-5H3/t12-,17+,18+,23-/m0/s1	GFTHCZMPYKVNIC-QUEZRSNOSA-N	416.1390516			MMDBc0018127
BASm0016443	Malyngamide 4	Malyngamide 4 is a member of the amide chemical class. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H]C(Cl)=C(CN(C)C(=O)CC\C([H])=C(/[H])C[C@]([H])(CCCCCCC)OC)CC(OC)=C([H])C(=O)N1CC=CC1=O	C28H43ClN2O5	InChI=1S/C28H43ClN2O5/c1-5-6-7-8-10-14-24(35-3)15-11-9-12-16-26(32)30(2)22-23(21-29)19-25(36-4)20-28(34)31-18-13-17-27(31)33/h9,11,13,17,20-21,24H,5-8,10,12,14-16,18-19,22H2,1-4H3/b11-9+,23-21?,25-20?/t24-/m0/s1	TZHJOLWRRFAQDY-MJFOTPMHSA-N	522.2860502			MMDBc0018135
BASm0016444	Paerucumarin	Paerucumarin is a novel isonitrile functionalized coumarin belonging to the class of secondary metabolites. It is synthesized by the pvcABCD operon in Pseudomonas aeruginosa, where the gene pvcA catalyzes the production of isonitrile functionalized tyrosine (IFT), which is then converted to mature paerucumarin by the actions of pvcB, pvcC, and pvcD (PMID:30528249). As an iron-binding molecule, paerucumarin plays a significant role in modulating biofilm formation and is involved in the expression of various genes, including mexT and mexEF-oprN, which confer resistance to antibiotics such as chloramphenicol and ciprofloxacin (PMID:32941967). Additionally, exogenous addition of paerucumarin enhances pyoverdine production and the expression of pvdS in P. aeruginosa (PMID:27480638). This metabolite is not localized to extracellular membrane vesicles and has been shown to influence the fimbrial chaperone/usher pathway genes, indicating its potential involvement in bacterial pathogenesis, although further investigation is required to elucidate its direct functions (PMID:27480638). Overall, paerucumarin represents a critical component in the complex biochemical pathways of Pseudomonas aeruginosa.		Expected Solid	OC1=CC2=C(C=C1O)C=C([N+]#[C-])C(=O)O2	C10H5NO4	InChI=1S/C10H5NO4/c1-11-6-2-5-3-7(12)8(13)4-9(5)15-10(6)14/h2-4,12-13H	PBXVYKHISUQHKY-UHFFFAOYSA-N	203.0218576			MMDBc0018184
BASm0016445	Tetrathioaspirochlorine	Tetrathioaspirochlorine is a sulfur-containing metabolite classified within the broader category of thio-derivatives. Its chemical structure features multiple sulfur atoms integrated into a complex framework, which may influence its reactivity and interactions with biological systems. Although specific pathways involving tetrathioaspirochlorine are not extensively detailed in the literature, its identification alongside other compounds suggests potential roles in metabolic processes or as intermediates in biochemical pathways. The preparative isolation of tetrathioaspirochlorine has been documented, highlighting its significance in the context of natural product chemistry and its potential implications in various biological systems (PMID:16124785). Further exploration of its chemical properties and interactions may provide insights into its functionality and relevance in metabolic networks.		Expected Solid	[H][C@@]12SSSSC3([H])N=C(O)[C@@]1(OC1=C2C=C(Cl)C(O)=C1)N(OC)C3=O	C12H9ClN2O5S4	InChI=1S/C12H9ClN2O5S4/c1-19-15-10(17)9-14-11(18)12(15)8(21-23-24-22-9)4-2-5(13)6(16)3-7(4)20-12/h2-3,8-9,16H,1H3,(H,14,18)/t8-,9?,12+/m0/s1	BYQXYZWYGWKZOQ-PFCYTDGNSA-N	423.9082838			MMDBc0018196
BASm0016446	Apo-heterobactin S2	Apo-heterobactin S2 is a siderophore, a class of molecules that chelate iron to facilitate its uptake in microorganisms. There is limited literature available on Apo-heterobactin S2, indicating that further research is needed to fully understand its properties and biological significance.		Expected Solid	[H][C@](CCCNC(=N)N=C(O)C1=C(O)C(O)=CC=C1)(N=C(O)C1=C(O)C(O)=C(C=C1)S(C)(=O)=O)C(O)=NCC(O)=N[C@@]1([H])CCCN(O)C1=O	C28H35N7O12S	InChI=1S/C28H35N7O12S/c1-48(46,47)19-10-9-15(22(39)23(19)40)24(41)33-16(26(43)31-13-20(37)32-17-7-4-12-35(45)27(17)44)6-3-11-30-28(29)34-25(42)14-5-2-8-18(36)21(14)38/h2,5,8-10,16-17,36,38-40,45H,3-4,6-7,11-13H2,1H3,(H,31,43)(H,32,37)(H,33,41)(H3,29,30,34,42)/t16-,17+/m1/s1	PWKIBNJRODWPRK-SJORKVTESA-N	693.2064408			MMDBc0018197
BASm0016447	Bis(2-hydroxyethyl) trisulfide	Bis(2-hydroxyethyl) trisulfide is a thiosulfate derivative that belongs to the class of organosulfur compounds. This metabolite has been shown to influence various biochemical pathways, particularly in immune response modulation. In studies involving J774A.1 cells, bis(2-hydroxyethyl) trisulfide has been reported to increase cytochrome b mRNA levels, indicating its potential role in mitochondrial function and oxidative stress responses (PMID:8799491). Furthermore, it has been demonstrated to activate mouse peritoneal macrophages, suggesting its involvement in the immune activation process (PMID:8287048). The cytotoxic effects of this compound, isolated from Bacillus stearothermophilus UK563, have been investigated in the context of mRNA expression levels in macrophages, highlighting its potential as a modulator of gene expression in immune cells (PMID:8799491). Overall, bis(2-hydroxyethyl) trisulfide appears to play a significant role in cellular signaling pathways related to immune responses and may serve as a valuable compound for further research in immunology and cellular metabolism.		Expected Solid	OCCSSSCCO	C4H10O2S3	InChI=1S/C4H10O2S3/c5-1-3-7-9-8-4-2-6/h5-6H,1-4H2	PSTIDNOIODJAFC-UHFFFAOYSA-N	185.9842931			MMDBc0018201
BASm0016448	Mirilactam A	Mirilactam A is a 26-membered polyene macrolactam belonging to the chemical class of polyketides. Its structure features a complex arrangement of conjugated double bonds and a macrolactam ring, characteristic of this class, which contributes to its unique chemical properties. Mirilactam A is produced by the actinomycete Actinosynnema mirum and has been studied in the context of its biosynthetic pathways, which are closely related to those of other macrolactams, such as salinilactam. The gene clusters responsible for the biosynthesis of mirilactam A exhibit significant similarity to those of other related compounds, indicating a shared evolutionary origin and metabolic pathways (PMID:31248172). In experimental settings, Actinosynnema mirum NBRC 14064, the strain known for producing mirilactam A, has been cultured alongside Tsukamurella pulmonis, highlighting potential interactions and the ecological significance of these microorganisms in their natural environments (PMID:29863068). The study of mirilactam A not only enhances our understanding of polyketide biosynthesis but also provides insights into microbial interactions and secondary metabolite production.		Expected Solid	[H][C@]1(C)CC=CC=CC=C(C)C=CC=C[C@]([H])(O)C[C@]([H])(O)[C@@]([H])(O)[C@]([H])(O)CC=CC=CC=CC(=O)N1	C27H37NO5	InChI=1S/C27H37NO5/c1-21-14-8-6-7-9-16-22(2)28-26(32)19-11-5-3-4-10-18-24(30)27(33)25(31)20-23(29)17-13-12-15-21/h3-15,17,19,22-25,27,29-31,33H,16,18,20H2,1-2H3,(H,28,32)/t22-,23-,24+,25-,27-/m0/s1	MYLIUIYRQGCHBT-DKLFHUDLSA-N	455.2671733			MMDBc0018203
BASm0016449	Chloropupukeanone A	Chloropupukeanone A is a chlorinated pupukeanane derivative belonging to the class of spiroketal peroxides. Its chemical structure features a highly functionalized core that is characteristic of metabolites derived from certain fungi. Isolated from the endophytic fungus Pestalotiopsis fici, chloropupukeanone A is part of a group of compounds that also includes chloropupukeanolides A and B, which exhibit notable biological activities. Specifically, chloropupukeanolide A has demonstrated significant anti-HIV-1 and cytotoxic effects, suggesting that chloropupukeanone A may also be involved in similar biological pathways, potentially influencing cellular processes related to viral replication and cell viability. The unique structural attributes of chloropupukeanone A, along with its biosynthetic origin, position it as a compound of interest in the study of fungal metabolites and their pharmacological potential (PMID:20066325).		Expected Solid		C32H33ClO11		OREOZQNTHRYERA-DUSJXBKFSA-N	628.1711396			MMDBc0018208
BASm0016450	2-((Z)-undec-4'-enyl)-4-hydroxyquinoline N-oxide	2-((Z)-undec-4'-enyl)-4-hydroxyquinoline N-oxide is a quinoline derivative and belongs to the class of heterocyclic compounds. There is limited literature available on this metabolite, indicating a gap in research regarding its biological properties and potential applications.		Expected Solid	[H]\C(CCCCCC)=C(/[H])CCCC1=N(=O)C2=CC=CC=C2C(O)=C1	C20H27NO2	InChI=1S/C20H27NO2/c1-2-3-4-5-6-7-8-9-10-13-17-16-20(22)18-14-11-12-15-19(18)21(17)23/h7-8,11-12,14-16,22H,2-6,9-10,13H2,1H3/b8-7-	LWYHXEXQBAUDEY-FPLPWBNLSA-N	313.2041791			MMDBc0018214
BASm0016451	Compactin			Expected Solid	[H][C@@](O)(CC[C@@]1([H])[C@@]([H])(C)C=CC2=CCC[C@]([H])(OC(=O)[C@@]([H])(C)CC)[C@]12[H])C[C@@]([H])(O)CC(O)=O	C23H36O6	InChI=1S/C23H36O6/c1-4-14(2)23(28)29-20-7-5-6-16-9-8-15(3)19(22(16)20)11-10-17(24)12-18(25)13-21(26)27/h6,8-9,14-15,17-20,22,24-25H,4-5,7,10-13H2,1-3H3,(H,26,27)/t14-,15-,17+,18+,19-,20-,22-/m0/s1	BOZILQFLQYBIIY-INTXDZFKSA-N	408.2511889			MMDBc0018215
BASm0016452	Citreobenzofuran B	Citreobenzofuran B is a benzofuran derivative. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(O)CCC2=C(C3=C(C=C2C)C(CO)=CO3)[C@@]1([H])C	C15H18O3	InChI=1S/C15H18O3/c1-8-5-12-10(6-16)7-18-15(12)14-9(2)13(17)4-3-11(8)14/h5,7,9,13,16-17H,3-4,6H2,1-2H3/t9-,13+/m0/s1	KFNIOOQVUNXCSG-TVQRCGJNSA-N	246.1255944			MMDBc0018219
BASm0016453	Trichodermatide D	Trichodermatide D is a polyketide, a class of compounds characterized by their biosynthesis through the polyketide synthase pathway. This metabolite has been isolated from various species of the Trichoderma genus, particularly during interactions with bacteria, as evidenced by its exclusive detection in co-cultures with bacterial strains (PMID:38980562). The chemical structure of Trichodermatide D features a complex arrangement of carbon chains and functional groups typical of polyketides, contributing to its diverse biological activities. In addition to its isolation from Trichoderma species, Trichodermatide D has been identified alongside other compounds in extracts from fungi, indicating its potential role in the ecological interactions within its habitat (PMID:36250229). While the specific biological pathways involving Trichodermatide D are not detailed, polyketides are generally known for their involvement in various metabolic processes, including antifungal and antibacterial activities, which may play a role in the organism's survival and competitive advantage in its environment.		Expected Solid	[H][C@]1(O)CC(=O)C2=C(C1)O[C@]([H])(CC2)C(=O)CCCCCC	C16H24O4	InChI=1S/C16H24O4/c1-2-3-4-5-6-13(18)15-8-7-12-14(19)9-11(17)10-16(12)20-15/h11,15,17H,2-10H2,1H3/t11-,15+/m0/s1	KERJAKAVUGWYGC-XHDPSFHLSA-N	280.1674593			MMDBc0018220
BASm0016454	Penicibenzoxepinol	Penicibenzoxepinol is a benzoxepin derivative, classified within the chemical class of phenolic compounds. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	OC1=CC=CC2=C1COCC=C2	C10H10O2	InChI=1S/C10H10O2/c11-10-5-1-3-8-4-2-6-12-7-9(8)10/h1-5,11H,6-7H2	LTOWGKVKEKOJKP-UHFFFAOYSA-N	162.0680796			MMDBc0018223
BASm0016455	Brevianamide Q	Brevianamide Q is a diketopiperazine, a class of cyclic dipeptides characterized by a unique structural framework consisting of two amino acids linked by peptide bonds and featuring a diketone moiety. Chemical analysis of metabolites from fungal strains has identified brevianamide Q among other compounds, indicating its presence in various fungal species (PMID:39860162). Notably, an enzymatic mechanism study revealed that the enzyme AspE facilitates the hydroxylation of brevianamide Q through a novel stereoinversion process, which involves hydrogen atom abstraction followed by a water nucleophilic attack on the iminium cation intermediate (PMID:36750406). This transformation is significant as it highlights the complex biochemical pathways that brevianamide Q participates in, contributing to the diverse metabolic profiles of fungi. Additionally, the compound has been isolated alongside other diketopiperazines and metabolites from marine-derived fungi, suggesting its role in the broader context of fungal secondary metabolism and potential ecological interactions.		Expected Solid	[H]\C(C1=C(NC2=CC=CC=C12)C(C)(C)C=C)=C1\N=C(O)C2(O)CCCN2C1=O	C21H23N3O3	InChI=1S/C21H23N3O3/c1-4-20(2,3)17-14(13-8-5-6-9-15(13)22-17)12-16-18(25)24-11-7-10-21(24,27)19(26)23-16/h4-6,8-9,12,22,27H,1,7,10-11H2,2-3H3,(H,23,26)/b16-12-	ZYCIAQNYHXTHMV-VBKFSLOCSA-N	365.1739416			MMDBc0018224
BASm0016456	(5-hydroxy-2-oxo-2H-pyran-4-yl)methyl acetate	(5-hydroxy-2-oxo-2H-pyran-4-yl)methyl acetate is a pyran derivative. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	CC(=O)OCC1=CC(=O)OC=C1O	C8H8O5	InChI=1S/C8H8O5/c1-5(9)12-3-6-2-8(11)13-4-7(6)10/h2,4,10H,3H2,1H3	ABVVAMNPGZCMOL-UHFFFAOYSA-N	184.0371734			MMDBc0018226
BASm0016457	Pestaloficiol D	Pestaloficiol D is a polyketide compound. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(C[C@@]11C2=C(C[C@]([H])(O)[C@]1([H])O)C(=O)CC(C)(C)O2)C(C)(C)O	C16H24O5	InChI=1S/C16H24O5/c1-14(2)6-10(18)8-5-9(17)12(19)16(13(8)21-14)7-11(16)15(3,4)20/h9,11-12,17,19-20H,5-7H2,1-4H3/t9-,11-,12-,16+/m0/s1	UBYATBJSFPEGMT-KHMNTURCSA-N	296.1623739			MMDBc0018243
BASm0016458	Sulfomycin III	Sulfomycin III is a sulfonamide antibiotic. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(C)=C1\N=C(O)C2=CSC(=N2)[C@@]([H])(OC)N=C(O)C2=C(C)OC(=N2)\C(N=C(O)[C@@]([H])(N=C(O)C2=CSC(=N2)C2=C(N=C(C=C2)C(=O)NC(=C)C(O)=NC(=C)C(O)=NC(=C)C(O)=N)C2=COC(=N2)C(=C)N=C(O)C(=C)N=C(O)C2=C(C)OC1=N2)[C@@]([H])(C)O)=C(/[H])CO	C53H50N16O16S2	InChI=1S/C53H50N16O16S2/c1-11-28-49-67-35(25(8)84-49)46(80)58-22(5)41(75)59-23(6)48-63-31(16-83-48)37-27(12-13-29(60-37)42(76)57-21(4)40(74)56-20(3)39(73)55-19(2)38(54)72)52-64-33(17-86-52)44(78)66-34(24(7)71)45(79)62-30(14-15-70)50-68-36(26(9)85-50)47(81)69-51(82-10)53-65-32(18-87-53)43(77)61-28/h11-14,16-18,24,34,51,70-71H,2-6,15H2,1,7-10H3,(H2,54,72)(H,55,73)(H,56,74)(H,57,76)(H,58,80)(H,59,75)(H,61,77)(H,62,79)(H,66,78)(H,69,81)/b28-11-,30-14-/t24-,34+,51-/m1/s1	KTTCPCJHFLBGGO-VCRNNKNOSA-N	1230.303212			MMDBc0018257
BASm0016459	Monomethyl-(S)-mitorubrin			Expected Solid	[H]\C(C)=C(\[H])C1=CC2=CC(=O)[C@](C)(OC(=O)C3=C(OC)C=C(O)C=C3C)C(=O)C2=CO1	C22H20O7	InChI=1S/C22H20O7/c1-5-6-15-8-13-9-18(24)22(3,20(25)16(13)11-28-15)29-21(26)19-12(2)7-14(23)10-17(19)27-4/h5-11,23H,1-4H3/b6-5+/t22-/m0/s1	VRWFEVIVOZKBJA-BDNZGDGKSA-N	396.120903			MMDBc0018259
BASm0016460	2-(3'-(2'-hexylcyclopropyl)propyl)-4-hydroxyquinoline	2-(3'-(2'-hexylcyclopropyl)propyl)-4-hydroxyquinoline is a member of the quinoline chemical class. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological implications.		Expected Solid	CCCCCCC1CC1CCCC1=CC(=O)C2=CC=CC=C2N1	C21H29NO	InChI=1S/C21H29NO/c1-2-3-4-5-9-16-14-17(16)10-8-11-18-15-21(23)19-12-6-7-13-20(19)22-18/h6-7,12-13,15-17H,2-5,8-11,14H2,1H3,(H,22,23)	DUZDMTRWNMGFEW-UHFFFAOYSA-N	311.2249146			MMDBc0018265
BASm0016461	Rosenonolactone 15,16-acetonide E	Rosenonolactone 15,16-acetonide E is a member of the lactone chemical class. There is limited literature available regarding this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]1(COC(C)(C)O1)[C@]1(C)CC[C@]2(C)[C@@]([H])(C1)C(=O)C[C@@]1([H])[C@]3(C)CCC[C@]21OC3=O	C23H34O5	InChI=1S/C23H34O5/c1-19(2)26-13-17(27-19)20(3)9-10-22(5)14(12-20)15(24)11-16-21(4)7-6-8-23(16,22)28-18(21)25/h14,16-17H,6-13H2,1-5H3/t14-,16-,17-,20+,21-,22+,23+/m0/s1	ZPFFGPITQXYMAE-AJFOSQHKSA-N	390.2406242			MMDBc0018277
BASm0016462	Penochalasin Gs	Penochalasin Gs is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C1=C([H])\[C@@]2([H])C=C(C)[C@@]([H])(C)[C@@]3([H])C([H])(CC4=CNC5=CC=CC=C45)N=C(O)[C@]23C(=O)CCC(=O)[C@]([H])(O)\C(C)=C([H])/[C@@]([H])(C)C1	C32H38N2O4	InChI=1S/C32H38N2O4/c1-18-8-7-9-23-15-19(2)21(4)29-26(16-22-17-33-25-11-6-5-10-24(22)25)34-31(38)32(23,29)28(36)13-12-27(35)30(37)20(3)14-18/h5-7,9-11,14-15,17-18,21,23,26,29-30,33,37H,8,12-13,16H2,1-4H3,(H,34,38)/b9-7-,20-14-/t18-,21+,23-,26?,29-,30+,32-/m0/s1	TYTBBVIHCPHNMB-XPEOHYIXSA-N	514.2831577			MMDBc0018289
BASm0016463	Penicilazaphilone B			Expected Solid	[H]\C(=C(\[H])C(C)(O)C([H])(O)[C@@]([H])(C)CC)C1=CC2=CC(=O)[C@](C)(O)[C@]([H])(O)[C@@]2([H])CO1	C19H28O6	InChI=1S/C19H28O6/c1-5-11(2)16(21)18(3,23)7-6-13-8-12-9-15(20)19(4,24)17(22)14(12)10-25-13/h6-9,11,14,16-17,21-24H,5,10H2,1-4H3/b7-6+/t11-,14-,16?,17+,18?,19-/m0/s1	ZMOXNUGOJSHBRR-FSXCLDGXSA-N	352.1885886			MMDBc0018294
BASm0016464	Marcfortine A	Marcfortine A is a secondary metabolite belonging to the class of polyketides, specifically produced by the fungus Penicillium roqueforti. Its chemical structure features a complex arrangement of rings, including a six-membered ring G that is devoid of substituents, distinguishing it from its structural analog paraherquamide A, which contains additional functional groups. Marcfortine A is involved in various biochemical pathways, particularly those related to the synthesis of other mycotoxins and antifungal agents. It has been identified in complex mixtures alongside other toxic compounds such as mycophenolic acid and roquefortines, highlighting its prevalence in contaminated silage and fungal metabolites (PMID:35347677, PMID:27707355, PMID:20213172). Additionally, marcfortine A has demonstrated potent antiparasitic properties, making it a candidate for further pharmacological exploration (PMID:12945765). Its structural relationship to paraherquamide A suggests potential for development as an anthelmintic agent (PMID:12052190). Overall, marcfortine A represents a significant compound within the realm of fungal metabolites, contributing to both ecological interactions and potential therapeutic applications.		Expected Solid	[H][C@@]12C[C@]34CCCCN3C[C@@]1(C[C@@]1(C(O)=NC3=C1C=CC1=C3OC=CC(C)(C)O1)C2(C)C)N(C)C4=O	C28H35N3O4	InChI=1S/C28H35N3O4/c1-24(2)11-13-34-21-18(35-24)9-8-17-20(21)29-22(32)28(17)15-27-16-31-12-7-6-10-26(31,23(33)30(27)5)14-19(27)25(28,3)4/h8-9,11,13,19H,6-7,10,12,14-16H2,1-5H3,(H,29,32)/t19-,26-,27+,28+/m0/s1	KYKUTNUWXQVSSU-ZALBMCOMSA-N	477.2627566			MMDBc0018331
BASm0016465	Emericellamide A			Expected Solid	[H][C@](C)(CCCCCC)[C@@]1([H])OC(=O)[C@]([H])(C)N=C(O)[C@]([H])(C)N=C(O)[C@]([H])(CC(C)C)N=C(O)[C@@]([H])(N=C(O)CN=C(O)[C@]1([H])C)C(C)C	C31H55N5O7	InChI=1S/C31H55N5O7/c1-10-11-12-13-14-19(6)26-20(7)27(38)32-16-24(37)36-25(18(4)5)30(41)35-23(15-17(2)3)29(40)33-21(8)28(39)34-22(9)31(42)43-26/h17-23,25-26H,10-16H2,1-9H3,(H,32,38)(H,33,40)(H,34,39)(H,35,41)(H,36,37)/t19-,20+,21-,22-,23-,25-,26+/m0/s1	QURRTAYEASAREY-OOVPVTRWSA-N	609.4101491			MMDBc0018366
BASm0016466	Terpeptin	Terpeptin is a member of the indolic enamides chemical class. Its chemical structure includes a unique arrangement of indole and amide functionalities, which contribute to its biological activities. Terpeptin has been isolated from a variety of fungal sources, particularly from the marine-derived fungus Aspergillus sp., where it exists in different analogs such as Terpeptin A and B. These compounds have been shown to exhibit modest cytotoxicity against the A-549 cell line, indicating potential implications in cancer research. Additionally, multivariate data analysis has indicated that terpeptin derivatives are involved in quorum sensing inhibition (QSI) activity, which is a critical pathway in microbial communication and biofilm formation. The presence of terpeptin in the acetone extract of certain organisms highlights its role in complex biochemical interactions, further emphasizing its significance in natural product chemistry. The identification of new analogs, such as JBIR-81 and JBIR-82, expands the understanding of terpeptin's structural diversity and potential applications in pharmacology (PMIDs: 39617725, 20531436, 18846581).		Expected Solid	[H]\C(N=C(O)[C@]([H])(C(C)C)N(C)C(=O)[C@@]([H])(N=C(C)O)C(C)C)=C(/[H])C1=C(CC=C(C)C)NC2=CC=CC=C12	C28H40N4O3	InChI=1S/C28H40N4O3/c1-17(2)13-14-24-22(21-11-9-10-12-23(21)31-24)15-16-29-27(34)26(19(5)6)32(8)28(35)25(18(3)4)30-20(7)33/h9-13,15-16,18-19,25-26,31H,14H2,1-8H3,(H,29,34)(H,30,33)/b16-15-/t25-,26-/m0/s1	QKRDCXNLINQVQN-QXYKFECQSA-N	480.3100412			MMDBc0018394
BASm0016467	Bromosphaerone	Bromosphaerone is a brominated natural product belonging to the class of terpenoids. Its chemical structure features a complex arrangement of carbon atoms, characterized by a bicyclic framework typical of many terpenes, which contributes to its unique biological properties. Bromosphaerone is synthesized through metabolic pathways involving the precursor sphaerolabdadiene-3,14-diol, as indicated in the literature (PMID:11520219). This compound, along with its derivatives such as 12S-hydroxybromosphaerodiol, has been shown to exhibit significant antibacterial activity, particularly against the Gram-positive bacterium Staphylococcus aureus, with minimum inhibitory concentrations of 0.104 and 0.146 microM, respectively (PMID:11520219). The presence of bromine in its structure is believed to enhance its bioactivity, making bromosphaerone an interesting subject of study for its potential applications in antimicrobial therapies.		Expected Solid	[H][C@]1(O)C[C@]([H])(Br)[C@@]2(C)CC[C@]3(CBr)[C@@]([H])(C=CC(=O)[C@@]3([H])[C@]2([H])[C@]1(C)O)C(C)C	C20H30Br2O3	InChI=1S/C20H30Br2O3/c1-11(2)12-5-6-13(23)16-17-18(3,7-8-20(12,16)10-21)14(22)9-15(24)19(17,4)25/h5-6,11-12,14-17,24-25H,7-10H2,1-4H3/t12-,14-,15-,16-,17-,18+,19+,20-/m0/s1	JGVFMEFXYFJJSK-KTPFSLFISA-N	476.056171			MMDBc0018403
BASm0016468	10-Oxodihydrobotry-1(9),4(5)-diendial	10-Oxodihydrobotry-1(9),4(5)-diendial is a polycyclic compound belonging to the class of organic metabolites. There is limited literature available on this metabolite, indicating that it has not been extensively studied or characterized in scientific research.		Expected Solid	[H][C@@]1(C)CC=C2C3=C1C(=O)OC[C@@]3(C)CC2(C)C	C15H20O2	InChI=1S/C15H20O2/c1-9-5-6-10-12-11(9)13(16)17-8-15(12,4)7-14(10,2)3/h6,9H,5,7-8H2,1-4H3/t9-,15-/m1/s1	PCEVLQFNPPWJEB-RFAUZJTJSA-N	232.1463299			MMDBc0018413
BASm0016469	Ergoptine	Ergoptine is a member of the ergot alkaloid chemical class, characterized by a complex structure that includes a tetracyclic core derived from the amino acid L-tryptophan. Its chemical structure features a fused bicyclic system, which is crucial for its interaction with various biological pathways. Ergoptine is involved in several pathways, particularly those related to neurotransmitter modulation and vascular function. For instance, its synthesis and pharmacological profiles have been explored, revealing its role as a missing link in the natural groups of ergot peptide alkaloids alongside beta-ergosine (PMID:590431). Furthermore, mass spectrometry has identified ergoptine in various samples, highlighting its presence in complex biological matrices (PMID:16278935). The synthesis of ergoptine, along with other analogs like ergonine, has been documented, showcasing its structural diversity within the ergot alkaloids (PMID:5471412). Overall, ergoptine's intricate chemical structure and its involvement in key biological pathways underscore its significance in the study of ergot alkaloids.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(CC(C)C)N1C(=O)[C@@](CC)(O[C@@]21O)N=C(O)[C@@]1([H])CN(C)[C@]2([H])CC3=CNC4=CC=CC(=C34)C2=C1	C31H39N5O5	InChI=1S/C31H39N5O5/c1-5-30(29(39)36-24(12-17(2)3)28(38)35-11-7-10-25(35)31(36,40)41-30)33-27(37)19-13-21-20-8-6-9-22-26(20)18(15-32-22)14-23(21)34(4)16-19/h6,8-9,13,15,17,19,23-25,32,40H,5,7,10-12,14,16H2,1-4H3,(H,33,37)/t19-,23-,24+,25+,30-,31+/m1/s1	JFRCRHHCXKEHBW-YACXJQQCSA-N	561.2951194			MMDBc0018422
BASm0016470	Aspernigrin B	Aspernigrin B is a secondary metabolite belonging to the class of diketopiperazines. Its chemical structure features a complex arrangement that includes a furan-2,5-dione moiety, contributing to its unique properties. This compound has been isolated from marine-derived fungi, highlighting the diverse biosynthetic pathways these organisms utilize to produce bioactive metabolites. Aspernigrin B is involved in various biochemical pathways, including those related to neuroprotection, as evidenced by its strong neuroprotective effect against glutamic acid-induced toxicity (PMID:15387655). The intricate chemical structure of Aspernigrin B, alongside its biological activities, underscores the potential of marine fungi as a source of novel therapeutic agents.		Expected Solid	[H][C@@](CC1=CC=CC=C1)(N1C=C(C(O)=N)C(=O)C=C1CC1=CC=CC=C1)C1=CC(OC)=CC(=O)O1	C27H24N2O5	InChI=1S/C27H24N2O5/c1-33-21-15-25(34-26(31)16-21)23(13-19-10-6-3-7-11-19)29-17-22(27(28)32)24(30)14-20(29)12-18-8-4-2-5-9-18/h2-11,14-17,23H,12-13H2,1H3,(H2,28,32)/t23-/m0/s1	CPVCVIXCXKPURM-QHCPKHFHSA-N	456.1685219			MMDBc0018424
BASm0016471	6-methoxyspirotryprostatin B	6-methoxyspirotryprostatin B is a diketopiperazine alkaloid known for its unique chemical structure, which features a spirocyclic arrangement. This compound is derived from the endophytic fungus Aspergillus fumigatus, where it was isolated alongside several other alkaloids (PMID:26111169). The chemical structure of 6-methoxyspirotryprostatin B includes a methoxy group and a spirocyclic framework that contributes to its biological activity. In terms of biochemical pathways, compounds like 6-methoxyspirotryprostatin B are often involved in various cellular processes, including modulation of signaling pathways and potential interactions with protein targets, although specific pathways for this compound have not been extensively detailed in the literature. Its structural features suggest possible interactions with enzymes or receptors, which could influence cellular responses. The exploration of such alkaloids continues to provide insights into their potential roles in pharmacology and biochemistry, highlighting the importance of natural products in drug discovery and development.		Expected Solid	[H][C@@]12CCCN1C(=O)C1=C[C@@]3(C(O)=NC4=C3C=CC(OC)=C4)[C@]([H])(C=C(C)C)N1C2=O	C22H23N3O4	InChI=1S/C22H23N3O4/c1-12(2)9-18-22(14-7-6-13(29-3)10-15(14)23-21(22)28)11-17-19(26)24-8-4-5-16(24)20(27)25(17)18/h6-7,9-11,16,18H,4-5,8H2,1-3H3,(H,23,28)/t16-,18-,22-/m0/s1	UHQKDPCPFNXIDU-ZJBJCVSYSA-N	393.1688562			MMDBc0018426
BASm0016472	Bk-1229	Bk-1229 is a novel octapeptide belonging to the class of nonproteinogenic amino acid derivatives. Its chemical structure includes unique components such as beta-hydroxytyrosine, beta-hydroxyasparagine, and an innovative fatty acyl amino acid, which contribute to its distinct properties (PMID:20085289). The incorporation of these nonstandard amino acids suggests potential modifications in peptide conformation and functionality, influencing interactions with biological targets. Bk-1229 may participate in various biochemical pathways, potentially affecting cellular signaling and metabolic processes, although specific pathways remain to be fully elucidated. The presence of beta-hydroxytyrosine and beta-hydroxyasparagine could suggest involvement in oxidative stress responses and cellular signaling cascades, while the fatty acyl component may influence membrane interactions or lipid metabolism. Further studies are needed to characterize the precise biochemical roles and mechanisms of action of Bk-1229 in biological systems.		Expected Solid	[H]C(O)(CC1([H])CC(O)=N[C@]([H])(CO)C(O)=NC([H])(C(O)=N[C@]([H])(CC(O)=N)C(O)=NCC(O)=N[C@@]([H])(CC(O)=N)C(O)=N[C@@]([H])(CO)C(O)=N[C@]([H])(C(O)=N1)[C@]([H])(O)C(O)=N)C([H])(O)C1=CC=C(O)C=C1)C([H])(O)C([H])(CCCCCCCCCCC)O[C@@]1([H])OC[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O	C52H83N11O23	InChI=1S/C52H83N11O23/c1-2-3-4-5-6-7-8-9-10-11-33(86-52-44(77)42(75)32(68)23-85-52)41(74)31(67)16-25-17-36(71)59-29(21-64)48(81)62-38(40(73)24-12-14-26(66)15-13-24)51(84)60-27(18-34(53)69)46(79)56-20-37(72)58-28(19-35(54)70)47(80)61-30(22-65)49(82)63-39(50(83)57-25)43(76)45(55)78/h12-15,25,27-33,38-44,52,64-68,73-77H,2-11,16-23H2,1H3,(H2,53,69)(H2,54,70)(H2,55,78)(H,56,79)(H,57,83)(H,58,72)(H,59,71)(H,60,84)(H,61,80)(H,62,81)(H,63,82)/t25?,27-,28+,29-,30+,31?,32+,33?,38?,39+,40?,41?,42-,43+,44+,52-/m1/s1	WATGQJRVYCRUDS-TWEVVRIGSA-N	1229.566328			MMDBc0018448
BASm0016473	Pestaloficiol E	Pestaloficiol E is a polyketide compound. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(C[C@@]11C2=C(C[C@]([H])(O)[C@]1([H])O)C(=O)CC(C)(C)O2)C(C)(C)OC	C17H26O5	InChI=1S/C17H26O5/c1-15(2)7-11(19)9-6-10(18)13(20)17(14(9)22-15)8-12(17)16(3,4)21-5/h10,12-13,18,20H,6-8H2,1-5H3/t10-,12-,13-,17+/m0/s1	PTEAJHVZALZNSN-HTWFXAOOSA-N	310.1780239			MMDBc0018451
BASm0016474	Brevianamide K	Brevianamide K is a diketopiperazine alkaloid, a class of compounds known for their diverse biological activities. It is produced by the fungal strain Aspergillus sp. and is characterized by a unique 3,6-diene-2,5-diketopiperazine substructure, formed through the action of an FeII/2-oxoglutarate-dependent oxidase (AspE) and a heme-dependent P450 enzyme (AspF) during biosynthesis (PMID:36750406). Chemical analysis of metabolites from this strain revealed brevianamide K alongside other known compounds (PMID:39860162). In biological contexts, brevianamide K has been shown to regulate the activation of nuclear factor kappa-light-chain-enhancer of activated B cells (NF-κB) signaling, indicating its potential role in cellular pathways related to inflammation and immune response (PMID:39860162). This signaling pathway is crucial in various physiological processes and disease states, suggesting that brevianamide K may have implications in treating neurodegenerative diseases (PMID:39860162). Overall, brevianamide K exemplifies the intricate chemistry of fungal metabolites and their potential therapeutic applications.		Expected Solid	[H]\C(C1=C(NC2=CC=CC=C12)C(C)(C)C=C)=C1\N=C(O)C2=CCCN2C1=O	C21H21N3O2	InChI=1S/C21H21N3O2/c1-4-21(2,3)18-14(13-8-5-6-9-15(13)22-18)12-16-20(26)24-11-7-10-17(24)19(25)23-16/h4-6,8-10,12,22H,1,7,11H2,2-3H3,(H,23,25)/b16-12-	VLLSKMDBWJJQDE-VBKFSLOCSA-N	347.1633769			MMDBc0018461
BASm0016475	Sterebin Q2	Sterebin Q2 is a flavonoid, a class of compounds known for their antioxidant properties. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(=C(\[H])[C@@](C)(O)[C@@]([H])(O)CO)[C@@]1([H])[C@](C)(O)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])C(C)(C)CCC[C@]12C	C20H36O6	InChI=1S/C20H36O6/c1-17(2)8-6-9-18(3)12(7-10-19(4,25)13(22)11-21)20(5,26)16(24)14(23)15(17)18/h7,10,12-16,21-26H,6,8-9,11H2,1-5H3/b10-7+/t12-,13+,14-,15+,16+,18-,19-,20+/m1/s1	FWILCTKPZALIAU-NOLJLQBFSA-N	372.2511889			MMDBc0018464
BASm0016476	Polymyxin B6	Polymyxin B6 is a cyclic lipopeptide antibiotic belonging to the polymyxin class. There is limited literature available on this metabolite, indicating a need for further research to better understand its properties and potential applications.		Expected Solid		C56H98N16O14		VXKUKGSGMZZTDI-UHFFFAOYNA-N	1218.744842			MMDBc0018488
BASm0016477	Hydroxy-fumonisin C1	Hydroxy-fumonisin C1 is a member of the class of fumonisins, which are mycotoxins produced by certain fungi. There is limited literature available on this metabolite, indicating that more research is needed to fully understand its properties and biological significance.		Expected Solid	[H][C@](C)(C[C@]([H])(O)CCCC[C@@]([H])(O)C([H])(O)[C@]([H])(O)CN)C[C@]([H])(OC(=O)CC([H])(CC(O)=O)C(O)=O)[C@]([H])(OC(=O)CC([H])(CC(O)=O)C(O)=O)[C@]([H])(C)CCCC	C33H57NO16	InChI=1S/C33H57NO16/c1-4-5-8-19(3)31(50-29(43)16-21(33(47)48)14-27(40)41)25(49-28(42)15-20(32(45)46)13-26(38)39)12-18(2)11-22(35)9-6-7-10-23(36)30(44)24(37)17-34/h18-25,30-31,35-37,44H,4-17,34H2,1-3H3,(H,38,39)(H,40,41)(H,45,46)(H,47,48)/t18-,19+,20?,21?,22+,23+,24+,25-,30?,31+/m0/s1	FYZZDZVZFRCZJB-MQKWQYMLSA-N	723.3677348			MMDBc0018498
BASm0016478	Conidiogenone B	Conidiogenone B is a member of the quinazolinone alkaloid chemical class. Its chemical structure is characterized by a complex arrangement involving a diterpene backbone, which is synthesized through the action of a diterpene synthase and a P450 monooxygenase, as described in the literature (PMID:33570417). The biosynthetic pathway also includes an α,β-hydrolase (Con-ABH) that facilitates an aza-Michael addition reaction, leading to the formation of 3S-imidazolyl conidiogenone B (PMID:33570417). This compound has garnered attention due to its potent antimicrobial activity, particularly against Methicillin-resistant Staphylococcus aureus (MRSA) and Pseudomonas fluorescens (PMID:21922663). The intricate biosynthetic pathways and the unique structural features of conidiogenone B highlight its potential as a subject of interest in both chemical and biological research, although the specific biological significance of its activity remains outside the scope of this description.		Expected Solid	[H][C@]12CC[C@]3(C)C(=O)C=C[C@@]([H])(C)[C@]13C[C@]1(C)CCC(C)(C)[C@]21[H]	C20H30O	InChI=1S/C20H30O/c1-13-6-7-15(21)19(5)9-8-14-16-17(2,3)10-11-18(16,4)12-20(13,14)19/h6-7,13-14,16H,8-12H2,1-5H3/t13-,14-,16+,18+,19-,20-/m1/s1	VXFNKFSIMARUMG-YHUSEBDRSA-N	286.2296656			MMDBc0018507
BASm0016479	Burkholone	Burkholone is a quinolone antibiotic, specifically classified as a cytotoxic metabolite derived from Burkholderia sp. Its chemical structure has been elucidated as (E)-3-methyl-2-(2-octenyl)-4-quinolone through a series of NMR analyses (PMID:18057702). This compound exhibits significant activity against IGF-I dependent cells, demonstrating an IC50 value of 160 nM in IGF-I containing medium, while showing no cytotoxic effects in IL-3 containing medium at concentrations up to 37 µM (PMID:18057702). The pathways in which burkholone is involved include the inhibition of IGF-I signaling, which is critical for cell survival and proliferation. The discovery of burkholone highlights its potential as a lead compound in the development of new therapeutic agents targeting IGF-I dependent pathways, particularly in cancer biology where IGF-I signaling plays a pivotal role in tumor growth and resistance to apoptosis (PMID:18057702).		Expected Solid	[H]\C(CCCCC)=C(\[H])CC1=C(C)C(=O)C2=CC=CC=C2N1	C18H23NO	InChI=1S/C18H23NO/c1-3-4-5-6-7-8-12-16-14(2)18(20)15-11-9-10-13-17(15)19-16/h7-11,13H,3-6,12H2,1-2H3,(H,19,20)/b8-7+	HROARYQHAQCVQN-BQYQJAHWSA-N	269.1779644			MMDBc0018511
BASm0016480	Fusaperazine C	Fusaperazine C is a diketopiperazine (DKP) derivative identified as a metabolite in various fungal cultures. It was isolated from the endophytic fungi Colletotrichum gloeosporioides and Penicillium crustosum, as well as from a Fusarium species, all associated with Viguiera plants (PMID:20541231). The chemical structure of Fusaperazine C features a cyclic dipeptide framework typical of DKPs, which contributes to its potential bioactivity. In terms of biological pathways, DKPs like Fusaperazine C are often involved in secondary metabolite production, which can play roles in fungal defense mechanisms and interactions with plant hosts. The unique structural characteristics of Fusaperazine C may influence its interactions within these biological pathways, although specific mechanisms remain to be fully elucidated.		Expected Solid		C17H22N2O4		ZINXBXMBDZMGJW-UHFFFAOYNA-N	318.1579572			MMDBc0018512
BASm0016481	Helvolinic acid			Expected Solid	[H][C@@]1(C[C@@]2(C)[C@@]([H])(CC[C@@]3([H])[C@@]4(C)C=CC(=O)[C@@]([H])(C)[C@]4([H])[C@]([H])(O)C(=O)[C@]23C)\C1=C(/CCC=C(C)C)C(O)=O)OC(C)=O	C31H42O7	InChI=1S/C31H42O7/c1-16(2)9-8-10-19(28(36)37)24-20-11-12-23-29(5)14-13-21(33)17(3)25(29)26(34)27(35)31(23,7)30(20,6)15-22(24)38-18(4)32/h9,13-14,17,20,22-23,25-26,34H,8,10-12,15H2,1-7H3,(H,36,37)/b24-19-/t17-,20+,22+,23+,25-,26+,29-,30+,31-/m1/s1	ZGQQEJUGWPCCHA-SIZJDIOISA-N	526.2930537			MMDBc0018513
BASm0016482	Tramspiroin A	Tramspiroin A is a spirocyclic compound belonging to the class of natural products. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]1(O)C[C@@]2(C=C1C)[C@@]1([H])OC(=O)[C@@]([H])(C)[C@@]1([H])CC[C@]2([H])C	C15H22O3	InChI=1S/C15H22O3/c1-8-6-15(7-12(8)16)9(2)4-5-11-10(3)14(17)18-13(11)15/h6,9-13,16H,4-5,7H2,1-3H3/t9-,10-,11+,12+,13-,15+/m0/s1	YFEHCRSOHCIZLB-JSXSYOHWSA-N	250.1568946			MMDBc0018520
BASm0016483	Bezerramycin B	Bezerramycin B is a polyketide compound belonging to the class of natural products. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	CC(=O)NC1=C(C(O)=O)C2=NC3=CC(CO)=CC=C3OC2=CC1=O	C16H12N2O6	InChI=1S/C16H12N2O6/c1-7(20)17-14-10(21)5-12-15(13(14)16(22)23)18-9-4-8(6-19)2-3-11(9)24-12/h2-5,19H,6H2,1H3,(H,17,20)(H,22,23)	PVALJFNMUZXLJQ-UHFFFAOYSA-N	328.0695361			MMDBc0018530
BASm0016484	2,3,4-trihydroxy-6-(hydroxymethyl)-5-methylbenzylacohol	2,3,4-trihydroxy-6-(hydroxymethyl)-5-methylbenzylacohol is a polyphenolic compound. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological activities.		Expected Solid	CC1=C(CO)C(CO)=C(O)C(O)=C1O	C9H12O5	InChI=1S/C9H12O5/c1-4-5(2-10)6(3-11)8(13)9(14)7(4)12/h10-14H,2-3H2,1H3	VELVFVFRNPXMHS-UHFFFAOYSA-N	200.0684735			MMDBc0018541
BASm0016485	Lactococcin mmfii	Lactococcin mmfii is a novel class IIa bacteriocin produced by Lactococcus lactis MMFII, isolated from a Tunisian dairy product. This peptide falls within the chemical class of bacteriocins, which are ribosomally synthesized antimicrobial peptides. The chemical structure of lactococcin mmfii features a characteristic N-terminal YGNGV consensus motif, contributing to its bioactivity, particularly against Listeria species. In the context of its biological pathways, lactococcin mmfii interacts with key CRC-associated proteins such as COX-2, CASP9, PI3K, and IL18R, indicating its potential role in modulating cellular processes related to inflammation and cancer (PMID:35711771). Additionally, it has been identified as a promising therapeutic candidate for inhibiting the Omicron variant of SARS-CoV-2, alongside other bacteriocins like Salivaricin B and Pediocin PA-1 (PMID:36591650). The unique properties of lactococcin mmfii highlight its importance in both food microbiology and potential therapeutic applications, underscoring the relevance of bacteriocins in contemporary biomedical research (PMID:11728715).		Expected Solid		C42H63N15O15S		MAZXKDDORGFLRZ-UHFFFAOYNA-N	1049.434878			MMDBc0018545
BASm0016486	Penitrem D	Penitrem D is a mycotoxin belonging to the class of indole alkaloids. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological effects.		Expected Solid	[H][C@]12C[C@@]3([H])[C@@]1([H])C1=C(CC2=C)C=CC2=C1C1=C(N2)[C@@]2(C)[C@@]([H])(CC[C@@]4(O)C5=C[C@@]([H])(O)[C@]([H])(O[C@@]5([H])CC[C@]24C)C(C)=C)[C@]1([H])OC3(C)C	C37H45NO4	InChI=1S/C37H45NO4/c1-17(2)31-25(39)16-22-26(41-31)11-12-35(6)36(7)21(10-13-37(22,35)40)32-30-29-24(38-33(30)36)9-8-19-14-18(3)20-15-23(28(20)27(19)29)34(4,5)42-32/h8-9,16,20-21,23,25-26,28,31-32,38-40H,1,3,10-15H2,2,4-7H3/t20-,21+,23+,25-,26+,28+,31-,32+,35-,36-,37-/m1/s1	XOASTWITKYDKAJ-PPQPEBMASA-N	567.3348589			MMDBc0018546
BASm0016487	Isochromophilone VII	Isochromophilone VII is a member of the isochromophilone chemical class, characterized by its unique benzopyran-6,8-dione structure. The compound is specifically defined as 6H-2-benzopyran-6,8(7H)-dione, 5-chloro-3-(3',5'-dimethyl-1',3'-heptadienyl)-1,7,8a-trihydro-7,8a-dihydroxy-7-methyl-7-acetate. Its chemical structure features multiple functional groups, including hydroxyl and acetate moieties, which contribute to its reactivity and potential biological activity. Isochromophilone VII is involved in various metabolic pathways, particularly those related to secondary metabolite production in certain fungi and plants. These pathways may include the biosynthesis of phenolic compounds and other bioactive metabolites, which play roles in plant defense mechanisms and interactions with microbial communities. The compound's intricate structure and biological roles highlight its significance in natural product chemistry and its potential applications in pharmacology and biotechnology (PMID:8626234).		Expected Solid	[H]\C(=C(\[H])C1=CC2=C(Cl)C(=O)C(C)(OC(C)=O)C(=O)C2(O)CO1)\C(\C)=C(/[H])C(C)CC	C21H25ClO6	InChI=1S/C21H25ClO6/c1-6-12(2)9-13(3)7-8-15-10-16-17(22)18(24)20(5,28-14(4)23)19(25)21(16,26)11-27-15/h7-10,12,26H,6,11H2,1-5H3/b8-7+,13-9+	AJQIMDBOBJADCM-NJHPPEEMSA-N	408.1339662			MMDBc0018547
BASm0016488	Cyclo-(L-Trp-L-Tyr), (C) Cyclo-(L- Trp-L-Ile), (D) Cyclo-(L-Trp-L-Leu)	Cyclo-(L-Trp-L-Tyr), (C) Cyclo-(L-Trp-L-Ile), (D) Cyclo-(L-Trp-L-Leu) is a class of cyclic dipeptides. There is limited literature available on these metabolites, indicating that further research is needed to fully understand their biological roles and potential applications.			[H][C@@]1(CC2=CNC3=CC=CC=C23)N=C(O)[C@]([H])(CC2=CC=C(O)C=C2)N=C1O	C20H19N3O3	InChI=1S/C20H19N3O3/c24-14-7-5-12(6-8-14)9-17-19(25)23-18(20(26)22-17)10-13-11-21-16-4-2-1-3-15(13)16/h1-8,11,17-18,21,24H,9-10H2,(H,22,26)(H,23,25)/t17-,18-/m0/s1	ZJDMXAAEAVGGSK-ROUUACIJSA-N	349.1426415			MMDBc0018561
BASm0016489	Engyodontiumone H			Expected Solid	[H][C@@]1(O)C=CC2=C(C(=O)C3=C(O)C=C(CO)C=C3O2)[C@]1([H])C(=O)OC	C16H14O7	InChI=1S/C16H14O7/c1-22-16(21)13-8(18)2-3-10-14(13)15(20)12-9(19)4-7(6-17)5-11(12)23-10/h2-5,8,13,17-19H,6H2,1H3/t8-,13-/m1/s1	MPAKYMOQGZITTQ-AMIZOPFISA-N	318.0739528			MMDBc0018562
BASm0016490	Pennicitrinone D	Pennicitrinone D is a citrinin dimer, a member of the chemical class of polyketides produced by fungi. This compound is derived from the halotolerant fungus Penicillium notatum B-52, highlighting its unique biosynthetic pathways that involve the condensation of citrinin units. The chemical structure of Pennicitrinone D features a complex arrangement of carbon rings and functional groups characteristic of polyketides, contributing to its potential bioactivity. In terms of biological pathways, Pennicitrinone D is associated with the secondary metabolite synthesis pathways in fungi, which are crucial for the organism's adaptation to environmental stresses, such as salinity. The production of such metabolites often plays a role in the organism's survival by providing competitive advantages against other microorganisms. The elucidation of its structure and biosynthetic origin not only enhances our understanding of fungal metabolism but also opens avenues for exploring its potential applications in biotechnology and pharmacology (PMID:19282879).		Expected Solid	[H][C@]1(C)OC2=C3OC4=CC(=O)C(C)=C5C4=C(O[C@]([H])(C)[C@@]5([H])C)C3=C(O)C(C)=C2[C@@]1(C)O	C23H24O6	InChI=1S/C23H24O6/c1-8-11(4)27-20-16-14(7-13(24)9(2)15(8)16)29-21-17(20)19(25)10(3)18-22(21)28-12(5)23(18,6)26/h7-8,11-12,25-26H,1-6H3/t8-,11-,12-,23+/m1/s1	CRSYXEQNEAGMIY-JYUKFHQISA-N	396.1572885			MMDBc0018564
BASm0016491	Piperdial			Expected Solid	[H][C@]12CC(C)(C)C[C@@]1([H])[C@]([H])(O)[C@@]([H])(C=O)C(C=O)=C[C@]2([H])C	C15H22O3	InChI=1S/C15H22O3/c1-9-4-10(7-16)13(8-17)14(18)12-6-15(2,3)5-11(9)12/h4,7-9,11-14,18H,5-6H2,1-3H3/t9-,11+,12+,13-,14-/m0/s1	XXMVNOYKYOCDTD-OMRNGCIESA-N	250.1568946			MMDBc0018573
BASm0016492	4-formylaminooxyvinylglycine	4-formylaminooxyvinylglycine is a nonproteinogenic amino acid belonging to the class of secondary metabolites. It is produced by various strains of the Pseudomonas fluorescens species complex and exhibits herbicidal and antibacterial properties. The chemical structure of 4-formylaminooxyvinylglycine features a formyl group and an aminooxyvinyl moiety, which contribute to its biological activity. This compound is involved in several biochemical pathways, notably in the biosynthesis of herbicides and antibiotics, as evidenced by its ability to inhibit the germination of weedy grasses and the growth of the bacterial plant pathogen Erwinia amylovora (PMID:29990341). The unexpected distribution of its biosynthetic pathway across different Pseudomonas strains suggests a broader ecological role (PMID:33891610). Additionally, the production of 4-formylaminooxyvinylglycine has been linked to resource allocation in Pseudomonas fluorescens, where its absence leads to a shift towards rhizocompetence (PMID:33807194). Detection of this compound in culture filtrates highlights its significance in microbial interactions within the rhizosphere (PMID:29990341). Overall, 4-formylaminooxyvinylglycine represents a fascinating intersection of chemistry and microbial ecology.		Expected Solid	[H]\C(ON=CO)=C(\[H])[C@]([H])(N)C(O)=O	C5H8N2O4	InChI=1S/C5H8N2O4/c6-4(5(9)10)1-2-11-7-3-8/h1-4H,6H2,(H,7,8)(H,9,10)/b2-1+/t4-/m0/s1	BICCALWGKRVQAV-QPHDTYRISA-N	160.0484067			MMDBc0018580
BASm0016493	(+)-formylanserinone B	(+)-formylanserinone B is a sesquiterpenoid metabolite described in biomedical literature. It is characterized by a complex chemical structure that includes a carbon backbone typical of sesquiterpenoids, which are known for their diverse biological activities. This compound has been isolated from the rice fermentation of the fungus Antrodiella albocinnamomea, alongside other metabolites such as steperoxide A and dankasterone (PMID:35630824). Additionally, (+)-formylanserinone B was identified in a marine-derived saltwater fungal culture, where it was found alongside other pentaketides and fungal pigments, indicating its potential role in the metabolic pathways of these fungi (PMID:15043411). The pathways involving sesquiterpenoids like (+)-formylanserinone B often include biosynthesis and secondary metabolite production, which can contribute to the ecological interactions of fungi with their environment.		Expected Solid	[H][C@](C)(CC1=C(C)C(=O)C=C(OC)C1=O)OC=O	C12H14O5	InChI=1S/C12H14O5/c1-7(17-6-13)4-9-8(2)10(14)5-11(16-3)12(9)15/h5-7H,4H2,1-3H3/t7-/m0/s1	KYLJUIHXTUMDNE-ZETCQYMHSA-N	238.0841236			MMDBc0018581
BASm0016494	Surfactin	Surfactin is a lipopeptide belonging to the chemical class of biosurfactants. It is produced by various Bacillus species, particularly Bacillus subtilis, and is characterized by its unique cyclic structure composed of a fatty acid chain linked to a peptide ring. The chemical structure of surfactin includes a β-hydroxy fatty acid and a cyclic heptapeptide, which contributes to its surface-active properties. Surfactin is involved in several biochemical pathways, including antifungal activity, as evidenced by the identification of biosynthetic genes such as srfAB in the genomes of Bacillus species (PMID:41050548). It has been shown to inhibit biofilm formation in various bacterial strains, with a minimum biofilm inhibitory concentration (MBIC) of 5 µg/mL, significantly reducing extracellular polymeric substances on surfaces (PMID:41011461). Additionally, surfactin, along with other lipopeptides, plays a role in the biosynthesis of antifungal compounds, as confirmed by genome sequencing studies (PMID:41050548). The presence of surfactin in Bacillus-HT1 and Bacillus-HT2 highlights its potential as an eco-friendly antimicrobial agent (PMID:41031829). Overall, surfactin's unique chemical properties and its involvement in various biosynthetic pathways underscore its significance in microbial ecology and potential applications in biocontrol.		Expected Solid	[H]C1(CCCCCCCCCCC)CC(O)=N[C@@]([H])(CCC(O)=O)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CC(C)C)C(O)=N[C@@]([H])(C(C)C)C(O)=N[C@@]([H])(CC(O)=O)C(O)=N[C@]([H])(CC(C)C)C(O)=N[C@@]([H])(CC(C)C)C(=O)O1	C52H91N7O13	InChI=1S/C52H91N7O13/c1-12-13-14-15-16-17-18-19-20-21-35-28-42(60)53-36(22-23-43(61)62)46(65)54-37(24-30(2)3)47(66)56-39(26-32(6)7)50(69)59-45(34(10)11)51(70)57-40(29-44(63)64)49(68)55-38(25-31(4)5)48(67)58-41(27-33(8)9)52(71)72-35/h30-41,45H,12-29H2,1-11H3,(H,53,60)(H,54,65)(H,55,68)(H,56,66)(H,57,70)(H,58,67)(H,59,69)(H,61,62)(H,63,64)/t35?,36-,37-,38+,39+,40-,41-,45-/m0/s1	AFWTZXXDGQBIKW-DZESRJJCSA-N	1021.667486			MMDBc0018590
BASm0016495	Terreulactone A	Terreulactone A is a polyketide, a class of natural products characterized by their diverse structures and biological activities. Its chemical structure features a complex arrangement of rings, specifically the A, B, and C rings, which are integral to its molecular identity. The synthesis of terreulactone A has been the focus of research, highlighting methods for the rapid construction of these rings, as evidenced by studies that detail an efficient synthesis pathway (PMID:16435850). This compound is involved in various biochemical pathways, although specific biological significance is not the focus here. The intricate nature of its structure and the synthetic approaches developed for its assembly underscore the complexity and potential of terreulactone A within the realm of natural product chemistry. The ongoing exploration of its synthesis not only enhances our understanding of its chemical properties but also opens avenues for further investigation into its biological interactions and potential applications.		Expected Solid	COC1=CC=C(C=C1)C1=CC2=C(C[C@]3(O)[C@@]4(C)C(=O)[C@@]5(OC)C(=O)O[C@]4(CC[C@@]3(C)O2)C5(C)C)C(=O)O1	C28H30O9	InChI=1S/C28H30O9/c1-23(2)27-12-11-24(3)26(32,25(27,4)21(30)28(23,34-6)22(31)37-27)14-17-19(36-24)13-18(35-20(17)29)15-7-9-16(33-5)10-8-15/h7-10,13,32H,11-12,14H2,1-6H3/t24-,25-,26-,27-,28+/m1/s1	AOFMVUCAUSHJLI-FXGKLIOSSA-N	510.1889825			MMDBc0018596
BASm0016496	ß-ergokryptam	ß-ergokryptam is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	[H][C@](C)(CC)[C@]1([H])N(C(=O)[C@]([H])(N=C(O)[C@@]2([H])CN(C)C3([H])CC4=CNC5=CC=CC(=C45)C3=C2)C(C)C)C(=O)[C@@]2([H])CCCN2C1=O	C32H41N5O4	InChI=1S/C32H41N5O4/c1-6-18(4)28-32(41)36-12-8-11-24(36)30(39)37(28)31(40)27(17(2)3)34-29(38)20-13-22-21-9-7-10-23-26(21)19(15-33-23)14-25(22)35(5)16-20/h7,9-10,13,15,17-18,20,24-25,27-28,33H,6,8,11-12,14,16H2,1-5H3,(H,34,38)/t18-,20+,24+,25?,27+,28-/m0/s1	HKVSEIVDIONNKB-YIKRPKMRSA-N	559.3158548			MMDBc0018597
BASm0016497	Trichodermatide C	Trichodermatide C is a secondary metabolite belonging to the class of polyketides. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(CCCCC)=C(\[H])[C@]1([H])CCC2=C(CC[C@]([H])(O)C2=O)O1	C16H24O3	InChI=1S/C16H24O3/c1-2-3-4-5-6-7-12-8-9-13-15(19-12)11-10-14(17)16(13)18/h6-7,12,14,17H,2-5,8-11H2,1H3/b7-6+/t12-,14+/m1/s1	MFOTXJRHYJMHKH-WDYNUWJLSA-N	264.1725446			MMDBc0018603
BASm0016498	N-2-butyric-azochaetoviridin E	N-2-butyric-azochaetoviridin E is a member of the class of metabolites known as azole derivatives. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(C)=C(\C)C(=O)C1=C2C3=CN(CCCC(O)=O)C(=CC3=C(Cl)C(=O)[C@@]2(C)OC1=O)C(\[H])=C(/[H])[C@@]([H])(C)CC	C27H30ClNO6	InChI=1S/C27H30ClNO6/c1-6-15(3)10-11-17-13-18-19(14-29(17)12-8-9-20(30)31)22-21(24(32)16(4)7-2)26(34)35-27(22,5)25(33)23(18)28/h7,10-11,13-15H,6,8-9,12H2,1-5H3,(H,30,31)/b11-10+,16-7+/t15-,27-/m0/s1	SRHMVVABWPFZIM-SPWBCSBSSA-N	499.1761654			MMDBc0018606
BASm0016499	GGL.1	GGL.1 is a metabolite belonging to the class of organic compounds. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	CC(C)CCCCCCCCCCCC(=O)OCC(COC1OC(COC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O)OC(=O)CCCCCCCCCCCC(C)C	C45H84O15	InChI=1S/C45H84O15/c1-31(2)23-19-15-11-7-5-9-13-17-21-25-36(47)55-28-33(58-37(48)26-22-18-14-10-6-8-12-16-20-24-32(3)4)29-56-44-43(54)41(52)39(50)35(60-44)30-57-45-42(53)40(51)38(49)34(27-46)59-45/h31-35,38-46,49-54H,5-30H2,1-4H3	XUDTZIRAIGIFLQ-UHFFFAOYSA-N	864.581022			MMDBc0018616
BASm0016500	3-hydroxybenzyl 2-(4-oxo-5,6-dihydro-2H-pyran-3-yl) acetate	3-hydroxybenzyl 2-(4-oxo-5,6-dihydro-2H-pyran-3-yl) acetate is a phenolic compound belonging to the class of metabolites. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	OC1=CC=CC(COC(=O)CC2=COCCC2=O)=C1	C14H14O5	InChI=1S/C14H14O5/c15-12-3-1-2-10(6-12)8-19-14(17)7-11-9-18-5-4-13(11)16/h1-3,6,9,15H,4-5,7-8H2	AWBGMZRVRSBJQZ-UHFFFAOYSA-N	262.0841236			MMDBc0018621
BASm0016501	3,3'-dihydroxyisorenieratene	3,3'-dihydroxyisorenieratene is a natural carotenoid belonging to the class of polyenes. Its chemical structure features a series of conjugated double bonds, which contribute to its unique optical properties and antioxidant capabilities. This compound is involved in various biochemical pathways, demonstrating its role in photoprotection and cellular defense mechanisms. For instance, 3,3'-dihydroxyisorenieratene has been shown to prevent UV-induced DNA damage in human skin fibroblasts (PMID:22634149) and to inhibit the formation of reactive oxygen species, thereby protecting cellular integrity (PMID:19862772). Additionally, it exhibits bifunctional antioxidant properties, making it a subject of interest for enhancing antiproliferative activity in cancer research (PMID:24925256). Studies have also explored its excited-state dynamics, revealing insights into its vibrationally hot S(0) species (PMID:29605493). Overall, 3,3'-dihydroxyisorenieratene is recognized for its structural uniqueness and potential therapeutic applications, particularly in the context of oxidative stress and skin protection (PMID:19034947).		Expected Solid	[H]/C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])C1=C(C)C=C(O)C(C)=C1C)/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])C1=C(C)C=C(O)C(C)=C1C	C40H48O2	InChI=1S/C40H48O2/c1-27(17-13-19-29(3)21-23-37-31(5)25-39(41)35(9)33(37)7)15-11-12-16-28(2)18-14-20-30(4)22-24-38-32(6)26-40(42)36(10)34(38)8/h11-26,41-42H,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,27-15+,28-16+,29-19+,30-20+	FWOPDDPAGBEMTG-QISQUURKSA-N	560.3654308			MMDBc0018625
BASm0016502	Feigrisolide A	Feigrisolide A is a secondary metabolite belonging to the class of polyketides. Its chemical structure is characterized by a complex arrangement of carbon rings and functional groups, which are integral to its biological activity. The stereoselective synthesis of the proposed structure of feigrisolide A has been documented, revealing insights into its intricate molecular architecture (PMID:16839161). However, subsequent research has indicated that the originally published structure of feigrisolide A is erroneous, highlighting the need for careful validation in chemical characterization (PMID:16839161). In terms of biological pathways, Feigrisolide A is involved in various metabolic processes, although specific pathways remain to be fully elucidated. The synthesis and structural analysis of Feigrisolide A contribute to the broader understanding of polyketides, which are known for their diverse pharmacological properties and roles in natural product chemistry. Further investigation into its correct structure and biological implications may provide valuable insights into its potential applications in drug discovery and development.		Expected Solid	[H][C@@](C)(O)C[C@]1([H])CC[C@]([H])(O)[C@@]([H])(C)C(=O)O1	C10H18O4	InChI=1S/C10H18O4/c1-6(11)5-8-3-4-9(12)7(2)10(13)14-8/h6-9,11-12H,3-5H2,1-2H3/t6-,7+,8-,9-/m0/s1	FZPDDULMNZBINH-KZVJFYERSA-N	202.1205091			MMDBc0018646
BASm0016503	Kailuin F	Kailuin F is a flavonoid compound. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological effects.		Expected Solid	[H]\C(CCCCCC)=C(/[H])CC1([H])CC(O)=N[C@]([H])(CC(C)C)C(O)=N[C@@]([H])(CO)C(O)=N[C@]([H])(C(O)=N[C@]([H])(CC(C)C)C(O)=N[C@]([H])(C(=O)O1)[C@@]([H])(C)CC)[C@@]([H])(C)O	C37H65N5O9	InChI=1S/C37H65N5O9/c1-9-11-12-13-14-15-16-17-26-20-30(45)38-27(18-22(3)4)33(46)40-29(21-43)35(48)42-32(25(8)44)36(49)39-28(19-23(5)6)34(47)41-31(24(7)10-2)37(50)51-26/h15-16,22-29,31-32,43-44H,9-14,17-21H2,1-8H3,(H,38,45)(H,39,49)(H,40,46)(H,41,47)(H,42,48)/b16-15-/t24-,25+,26?,27+,28+,29-,31-,32-/m0/s1	GHEZHKUKWGKOHT-GUUSHFEPSA-N	723.4782287			MMDBc0018647
BASm0016504	Cis-cyclo-(His,Leu)	Cis-cyclo-(His,Leu) is a diketopiperazine, a class of cyclic dipeptides characterized by their unique ring structure formed by the condensation of two amino acids. Specifically, cis-cyclo-(His,Leu) consists of histidine and leucine, linked in a cyclic arrangement that influences its chemical properties and biological activities. The compound has been isolated from the ethyl acetate extract of a strain of Bacillus spp., highlighting its potential as a bioactive secondary metabolite (PMID:22335791). Diketopiperazines like cis-cyclo-(His,Leu) are known to participate in various biochemical pathways, including those involved in microbial interactions and signaling processes. They may play roles in the regulation of cellular functions, influencing growth and development in microbial communities. Additionally, the structural features of cis-cyclo-(His,Leu) suggest potential interactions with biological targets, which could lead to further exploration of its pharmacological applications. The study of such metabolites contributes to our understanding of microbial ecology and the development of novel therapeutic agents derived from natural products.		Expected Solid	[H][C@@]1(CC(C)C)N=C(O)[C@]([H])(CC2=CN=CN2)N=C1O	C12H18N4O2	InChI=1S/C12H18N4O2/c1-7(2)3-9-11(17)16-10(12(18)15-9)4-8-5-13-6-14-8/h5-7,9-10H,3-4H2,1-2H3,(H,13,14)(H,15,18)(H,16,17)/t9-,10-/m0/s1	QYFSHTYKVAOVJM-UWVGGRQHSA-N	250.1429758			MMDBc0018650
BASm0016505	Phomapyrone B	Phomapyrone B is a pyranone derivative, a chemical class known for its diverse biological activities and structural complexity. This compound is characterized by a fused pyran ring and a carbonyl group, contributing to its potential reactivity and interactions in various biological pathways. It was isolated from the endophytic fungus Phoma sp., alongside other metabolites, highlighting the rich chemical diversity produced by this organism (PMID:35873041). Pyranones, including phomapyrone B, are often involved in secondary metabolite pathways, which can play roles in plant-fungal interactions and may possess antimicrobial properties. The structural features of phomapyrone B suggest it could participate in biochemical processes such as enzyme inhibition or modulation of signaling pathways, although specific pathways involving phomapyrone B remain to be fully elucidated. Its unique structure and origin from a fungal source position phomapyrone B as a compound of interest for further exploration in both chemistry and potential applications in biotechnology or pharmacology.		Expected Solid		C12H16O4		CRWYBXBKGMHTRM-UHFFFAOYNA-N	224.104859			MMDBc0018683
BASm0016506	methyl lucidenate F			Expected Solid	[H][C@@](C)(CCC(=O)OC)[C@@]1([H])CC(=O)[C@@]2(C)C3=C(C(=O)C[C@]12C)[C@@]1(C)CCC(=O)C(C)(C)C1([H])CC3=O	C28H38O6	InChI=1S/C28H38O6/c1-15(8-9-22(33)34-7)16-12-21(32)28(6)24-17(29)13-19-25(2,3)20(31)10-11-26(19,4)23(24)18(30)14-27(16,28)5/h15-16,19H,8-14H2,1-7H3/t15-,16-,19?,26+,27-,28+/m1/s1	ZXYSCJISDAKHPX-BENNFSQYSA-N	470.2668389			MMDBc0018686
BASm0016507	Precarriebowmide	Precarriebowmide is a lipopeptide, a class of compounds characterized by the presence of both lipid and peptide components. Its chemical structure features a fatty acid chain linked to an amino acid sequence, which is typical of lipopeptides, allowing for diverse biological activities. This compound is derived from the marine cyanobacterium Moorea producens, where it was isolated alongside another lipopeptide, parguerene. Precarriebowmide exhibits a minor structural modification compared to its analogs, carriebowmide and carriebowmide sulfone, suggesting potential variations in function and interaction pathways. In terms of biological pathways, lipopeptides like precarriebowmide are often involved in signaling mechanisms and may play roles in microbial competition and defense, contributing to the ecological dynamics of their marine environment. The unique structural features of precarriebowmide could influence its interactions with cellular membranes and receptors, further implicating it in various biochemical pathways. Understanding the chemistry and biological roles of precarriebowmide can provide insights into its potential applications in biotechnology and pharmacology. (PMID:24044577)		Expected Solid	[H][C@@]1(C)N=C(O)[C@]([H])(CC(C)C)N(C)C(=O)[C@]([H])(CC2=CC=CC=C2)N=C(O)[C@]([H])(CCSC)N=C(O)[C@@]([H])(CC2=CC=CC=C2)N(C)C(=O)[C@]([H])(OC(=O)[C@@]([H])(C)[C@@]([H])(CCC)N=C1O)C(C)C	C46H68N6O8S	InChI=1S/C46H68N6O8S/c1-11-18-34-30(6)46(59)60-39(29(4)5)45(58)52(9)38(27-33-21-16-13-17-22-33)43(56)49-35(23-24-61-10)41(54)50-36(26-32-19-14-12-15-20-32)44(57)51(8)37(25-28(2)3)42(55)47-31(7)40(53)48-34/h12-17,19-22,28-31,34-39H,11,18,23-27H2,1-10H3,(H,47,55)(H,48,53)(H,49,56)(H,50,54)/t30-,31-,34+,35-,36-,37-,38+,39+/m0/s1	KCYRWQKOIZHYNX-ARSHIWEASA-N	864.4819343			MMDBc0018687
BASm0016508	Roquefortine F	Roquefortine F is a secondary metabolite belonging to the class of alkaloids. It is produced by various species of fungi, including Penicillium, and is characterized by its complex chemical structure, which features a bicyclic system and multiple functional groups that contribute to its biological activity. The structural characterization of roquefortine F, along with neoxaline, was reported for the first time in the context of Penicillium species (PMID:24225953). Roquefortine F is involved in various biochemical pathways, including those related to fungal growth and development, where it may play a role in the regulation of metabolic processes. The compound's unique structure allows it to interact with cellular targets, potentially influencing signal transduction pathways and contributing to the organism's ecological interactions. Understanding the chemistry of roquefortine F enhances our knowledge of fungal metabolites and their roles in the environment, as well as their potential applications in biotechnology and pharmacology.		Expected Solid	[H]\C(C1=CN=CN1)=C1/N=C(O)[C@]2([H])C[C@]3(C4=CC=CC=C4N(OC)[C@@]3([H])N2C1=O)C(C)(C)C=C	C23H25N5O3	InChI=1S/C23H25N5O3/c1-5-22(2,3)23-11-18-19(29)26-16(10-14-12-24-13-25-14)20(30)27(18)21(23)28(31-4)17-9-7-6-8-15(17)23/h5-10,12-13,18,21H,1,11H2,2-4H3,(H,24,25)(H,26,29)/b16-10+/t18-,21+,23+/m0/s1	UGXLTDJSORIITQ-QTJDKHMESA-N	419.1957397			MMDBc0018694
BASm0016509	Versicolactone C	Versicolactone C is a member of the chemical class of lactones, specifically a type of cyclic ester. It is characterized by its unique chemical structure, which includes a lactone ring that contributes to its biochemical properties. Versicolactone C has been identified through computational approaches as a compound that exhibits strong binding to target proteins, leading to structural deformation of key structural proteins, including N, S, and M proteins (PMID:34486935). This interaction suggests that versicolactone C may play a role in various biochemical pathways, potentially influencing viral replication or cellular responses. Its structure was elucidated in studies focused on the metabolites found in the root of Aristolochia versicolar, where both versicolactone B and C were characterized (PMID:3788595). The insights into its chemical properties and biological interactions highlight the significance of versicolactone C in the context of natural product chemistry and its potential implications in pharmacological research.		Expected Solid	COC(=O)[C@]1(CC2=CC(CC=C(C)C)=C(OC)C=C2)OC(=O)C(O)=C1C1=CC=CC=C1	C25H26O6	InChI=1S/C25H26O6/c1-16(2)10-12-19-14-17(11-13-20(19)29-3)15-25(24(28)30-4)21(22(26)23(27)31-25)18-8-6-5-7-9-18/h5-11,13-14,26H,12,15H2,1-4H3/t25-/m1/s1	VAUVWTVBYIPBIM-RUZDIDTESA-N	422.1729386			MMDBc0018695
BASm0016510	Bacteriohopanetetrol carbapseudopentose ether	Bacteriohopanetetrol carbapseudopentose ether is a pentacyclic triterpenoid belonging to the class of hopanoids, which are structurally similar to sterols and play crucial roles in cellular membranes. Its chemical structure features a complex arrangement of cyclopentane and cyclohexane rings, with a hydroxyl group contributing to its hydrophilic properties. This compound is synthesized through the hopanoid biosynthetic pathway, which involves the enzymatic conversion of squalene and subsequent cyclization reactions. Notably, bacteriohopanetetrol carbapseudopentose ether has been identified in Burkholderia species and related soil isolates, where it serves as a primary hopanoid, indicating its potential role in membrane stabilization and cellular integrity under varying environmental conditions. The presence of this ether in certain bacterial strains, while absent in others such as Pseudomonas and Ralstonia, suggests a specific ecological adaptation or functional significance in those microorganisms. Additionally, the discovery of its Delta(6) unsaturated homologue indicates a diversity in hopanoid structures that may influence membrane properties and biological functions (PMID:10675600).		Expected Solid	[H]C(C)(CC[C@@]([H])(O)[C@@]([H])(O)[C@@]([H])(O)COC1([H])[C@]([H])(N)[C@@]([H])(O)[C@]([H])(O)[C@@]1(O)CO)[C@@]1([H])CC[C@@]2(C)C1([H])CC[C@]1(C)C2([H])CCC2([H])[C@@]3(C)CCCC(C)(C)C3([H])CC[C@@]12C	C41H73NO8	InChI=1S/C41H73NO8/c1-23(9-10-26(44)32(46)27(45)21-50-35-31(42)33(47)34(48)41(35,49)22-43)24-13-18-37(4)25(24)14-19-39(6)29(37)11-12-30-38(5)17-8-16-36(2,3)28(38)15-20-40(30,39)7/h23-35,43-49H,8-22,42H2,1-7H3/t23?,24-,25?,26-,27+,28?,29?,30?,31-,32-,33-,34+,35?,37+,38+,39-,40-,41+/m1/s1	AGAUYSZNDYQXOM-WHFOOSDBSA-N	707.5336183			MMDBc0018712
BASm0016511	Aureobasidin T1	Aureobasidin T1 is a cyclic depsipeptide belonging to the class of antibiotics. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@](C)(CC)[C@@]1([H])OC(=O)[C@@]([H])(N(C)C(=O)[C@]([H])(CC(C)C)N=C(O)[C@]([H])(C(C)C)N(C)C(=O)[C@@]([H])(N=C(O)[C@]2([H])CCCN2C(=O)[C@]([H])(CC2=CC=CC=C2)N(C)C(=O)[C@]([H])(CC2=CC=CC=C2)N=C(O)[C@]([H])(C(C)C)N(C)C1=O)[C@]([H])(C)CC)C(C)(C)O	C60H92N8O11	InChI=1S/C60H92N8O11/c1-17-38(9)46-57(75)65(14)47(36(5)6)52(70)61-42(32-35(3)4)55(73)67(16)50(60(11,12)78)59(77)79-49(39(10)18-2)58(76)66(15)48(37(7)8)53(71)62-43(33-40-26-21-19-22-27-40)54(72)64(13)45(34-41-28-23-20-24-29-41)56(74)68-31-25-30-44(68)51(69)63-46/h19-24,26-29,35-39,42-50,78H,17-18,25,30-34H2,1-16H3,(H,61,70)(H,62,71)(H,63,69)/t38-,39+,42+,43+,44+,45+,46+,47+,48+,49-,50-/m1/s1	RLMLFADXHJLPSQ-QLLGQPFOSA-N	1100.688556			MMDBc0018722
BASm0016512	Penicillenone	Penicillenone is a polyketide, a class of natural products characterized by their complex structures derived from the polymerization of acyl-CoA precursors. Chemically, penicillenone features a distinctive carbon skeleton typical of polyketides, which includes multiple carbonyl and hydroxyl functional groups that contribute to its reactivity and biological activity. It is produced by the fungus Penicillium sp., where it is involved in various metabolic pathways, including the biosynthesis of other secondary metabolites. The presence of penicillenone and related compounds, such as leptosphaerone C and arugosin I, highlights the diverse chemical landscape of Penicillium species and their potential ecological roles. These metabolites may participate in interactions with other organisms or contribute to the organism's survival in competitive environments (PMID:18067932). The structural complexity of penicillenone and its derivatives makes them of interest for further research, particularly in understanding their biosynthetic pathways and potential applications in pharmaceuticals or agriculture.		Expected Solid	COC1=CC(O)=C(C=C1)C(\O)=C1/C(C)=CC(=O)[C@@](C)(O)C1=O	C16H16O6	InChI=1S/C16H16O6/c1-8-6-12(18)16(2,21)15(20)13(8)14(19)10-5-4-9(22-3)7-11(10)17/h4-7,17,19,21H,1-3H3/b14-13-/t16-/m1/s1	XHDBNNITLMCRAU-OMACXJQVSA-N	304.0946882			MMDBc0018731
BASm0016513	Acinetobactin	Acinetobactin is a catecholate siderophore produced by Acinetobacter baumannii, classified as a small organic molecule. Its chemical structure features a complex arrangement that enables efficient iron chelation, critical for the bacterium's survival in iron-limited environments. Acinetobactin plays a significant role in various biological pathways, particularly in iron acquisition, which is essential for metabolic processes such as respiration and DNA synthesis. The expression of acinetobactin-related genes is modulated in response to environmental cues, as evidenced by studies showing upregulation during iron scarcity and downregulation when iron levels are sufficient (PMID:41005503). Additionally, transcriptomic analyses indicate that acinetobactin synthesis is influenced by factors such as nitrogen availability and serum exposure, which can alter the expression of iron uptake genes (PMID:40950600). The biosynthetic pathway of acinetobactin involves specific genes responsible for its synthesis and transport, highlighting its importance in the bacterium's virulence and adaptability (PMID:40689617). Furthermore, structural studies of the acinetobactin biosynthetic adenylation domain reveal insights into substrate selectivity, underscoring the intricate chemistry underlying its function (PMID:40096888).		Expected Solid		C16H18N4O5		FCWIGDCVHNNXFS-UHFFFAOYNA-N	346.1277197			MMDBc0018759
BASm0016514	Hericenone C	Hericenone C is found in mushrooms. Hericenone C is isolated from the edible lion's mane mushroom (Hericium erinaceum).		Solid	CCCCCCCCCCCCCCCC(=O)OCC1=CC(OC)=C(C\C=C(/C)CC(=O)C=C(C)C)C(O)=C1C=O	C35H54O6	InChI=1S/C35H54O6/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-34(38)41-26-29-24-33(40-5)31(35(39)32(29)25-36)21-20-28(4)23-30(37)22-27(2)3/h20,22,24-25,39H,6-19,21,23,26H2,1-5H3/b28-20+	OGYBKWUOLWCQDS-VFCFBJKWSA-N	570.3920395			MMDBc0018772
BASm0016515	Okadaxanthin	Okadaxanthin is a carotenoid, a class of organic pigments found in plants and organisms. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(CO)=C(\C)C[C@@]1([H])CC=C(C)[C@@]([H])(C(\[H])=C(/[H])\C(\C)=C(/[H])\C(\[H])=C(/[H])\C(\C)=C(/[H])\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])[C@]2([H])C(C)=CC[C@]([H])(C\C(C)=C(/[H])CO)C2(C)C)C1(C)C	C50H72O2	InChI=1S/C50H72O2/c1-37(19-15-21-39(3)23-29-47-43(7)25-27-45(49(47,9)10)35-41(5)31-33-51)17-13-14-18-38(2)20-16-22-40(4)24-30-48-44(8)26-28-46(50(48,11)12)36-42(6)32-34-52/h13-26,29-32,45-48,51-52H,27-28,33-36H2,1-12H3/b14-13+,19-15+,20-16+,29-23+,30-24+,37-17+,38-18+,39-21+,40-22+,41-31+,42-32+/t45-,46-,47-,48-/m1/s1	BHONBYIDLOVJEW-GRNUDOEXSA-N	704.5532316			MMDBc0018774
BASm0016516	Actinomycin X0δ			Expected Solid	[H][C@@]1(O)CN2C(=O)[C@]([H])(N=C(O)[C@@]([H])(N=C(O)C3=C(N)C(=O)C(C)=C4OC5=C(C)C=CC(C(O)=N[C@]6([H])C(O)=N[C@]([H])(C(C)C)C(=O)N7CCC[C@@]7([H])C(=O)N(C)CC(=O)N(C)[C@@]([H])(C(C)C)C(=O)O[C@]6([H])C)=C5N=C34)[C@@]([H])(C)OC(=O)[C@]([H])(C(C)C)N(C)C(=O)CN(C)C(=O)[C@]2([H])C1)C(C)C	C62H86N12O17	InChI=1S/C62H86N12O17/c1-26(2)42-59(85)73-21-17-18-36(73)57(83)69(13)24-38(76)71(15)48(28(5)6)61(87)89-32(11)44(55(81)65-42)67-53(79)35-20-19-30(9)51-46(35)64-47-40(41(63)50(78)31(10)52(47)91-51)54(80)68-45-33(12)90-62(88)49(29(7)8)72(16)39(77)25-70(14)58(84)37-22-34(75)23-74(37)60(86)43(27(3)4)66-56(45)82/h19-20,26-29,32-34,36-37,42-45,48-49,75H,17-18,21-25,63H2,1-16H3,(H,65,81)(H,66,82)(H,67,79)(H,68,80)/t32-,33-,34+,36+,37+,42-,43-,44+,45+,48+,49+/m1/s1	NHBSPDCGDJCFKE-XHQLAZNSSA-N	1270.623389			MMDBc0018795
BASm0016517	Barbamide			Expected Solid		C20H23Cl3N2O2S		UGNRFJOMRFTXSQ-DTQAZKPQNA-N	460.0545823			MMDBc0018802
BASm0016518	Emerin	Emerin is a member of the integral membrane protein class, specifically belonging to the LEM (LAP2/emerin/MAN1) domain family. Chemically, emerin is characterized by its interaction with A-type lamins at the inner nuclear membrane (INM) through two independent binding sites, forming a dense meshwork that is crucial for maintaining nuclear structure and function (PMID:40950172). Its role extends to the regulation of chromatin domains and gene expression, as tubular lamin- and emerin-lined nuclear envelope invaginations isolate these domains (PMID:41004039). Emerin is also involved in cellular responses to mechanical stress, with studies indicating that mechanically-induced premature senescence correlates with decreased emerin levels (PMID:40999893). Furthermore, mutations in emerin or lamin A/C are implicated in Emery-Dreifuss muscular dystrophy (EDMD), highlighting its significance in muscle integrity (PMID:41040396). The loss of emerin, along with lamin B1, has been shown to mark ruptured nuclear blebs, suggesting its involvement in nuclear stability (PMID:41047936). Overall, emerin's structural properties and interactions with other nuclear envelope proteins underscore its critical role in nuclear architecture and cellular signaling pathways.		Expected Solid	[H]\C(=C(\C#N)/C(/C#N)=C(\[H])C1=CC=C(OC)C=C1)C1=CC=C(OC)C=C1	C20H16N2O2	InChI=1S/C20H16N2O2/c1-23-19-7-3-15(4-8-19)11-17(13-21)18(14-22)12-16-5-9-20(24-2)10-6-16/h3-12H,1-2H3/b17-11+,18-12+	HCHFRAXBELVCGG-JYFOCSDGSA-N	316.1211778			MMDBc0018803
BASm0016519	Rhizoxin  M1	Rhizoxin M1 is a member of the chemical class of macrolide antibiotics. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]/C(=C(/[H])\C(\C)=C(/[H])C1=COC(C)=N1)/C(/[H])=C(\C)[C@]([H])(O)[C@@]([H])(C)C1([H])C[C@]([H])(O)C2(C)O[C@]2([H])\C([H])=C([H])/[C@@]([H])(C)C([H])(O)C[C@]([H])(CC(=O)OC)C\C([H])=C([H])/C(=O)O1	C35H49NO9	InChI=1S/C35H49NO9/c1-21(16-27-20-43-25(5)36-27)10-8-11-23(3)34(41)24(4)29-19-30(38)35(6)31(45-35)15-14-22(2)28(37)17-26(18-33(40)42-7)12-9-13-32(39)44-29/h8-11,13-16,20,22,24,26,28-31,34,37-38,41H,12,17-19H2,1-7H3/b10-8+,13-9-,15-14-,21-16+,23-11+/t22-,24+,26-,28?,29?,30+,31-,34+,35?/m1/s1	SYVYSCPBRIHWQE-VRAWKDPKSA-N	627.3407322			MMDBc0018817
BASm0016520	Nonaprene	Nonaprene is a carotenoid metabolite belonging to the chemical class of terpenoids, specifically characterized by its structure as a linear polyene. It is involved in various biochemical pathways related to the biosynthesis of carotenoids, which are important pigments in plants and certain microorganisms. In the context of carotenoid metabolism, nonaprene is identified as an intermediate along with other compounds such as 2-(3-methyl-2-butenyl)-epsilon,psi-carotene and sarcinene, 2,2'-bis(3-methyl-2-butenyl)-epsilon,epsilon-carotene. These compounds, including nonaprene, contribute to the diversity of carotenoid profiles found in various organisms. The study of these metabolites enhances the understanding of carotenoid biosynthesis and its regulation, as well as the ecological roles these pigments play in processes such as photosynthesis and photoprotection. The identification of nonaprene and its related intermediates underscores the complexity of carotenoid biosynthetic pathways and their significance in the metabolic networks of organisms that produce them (PMID:11511870).		Expected Solid		C45H64		DFDWGGSDLBSJMW-LXKGNRKPNA-N	604.5008021			MMDBc0018820
BASm0016521	Arohynapene A	Arohynapene A is a secondary metabolite belonging to the class of polyketides. Chemically, it is characterized as (2E,4E)-5-(5-hydroxy-2,6,8-trimethyl-5,6,7,8-tetrahydronaphthalene)-2,4-pentadienoic acid, which highlights its complex structure featuring a pentadienoic acid moiety and a hydroxylated naphthalene derivative. This compound was isolated from the culture broth of the hot spring-derived fungus Penicillium sp., alongside other related metabolites such as tanzawaic acids (PMID:29717198). Arohynapene A, along with its structural analogs, has demonstrated antifungal activity, indicating its potential role in the defense mechanisms of the producing organism (PMID:29717198). The biosynthetic pathways involved in the production of arohynapene A likely include polyketide synthase enzymes, which are crucial for the assembly of its complex carbon skeleton. Additionally, the presence of hydroxyl and methyl substituents suggests further enzymatic modifications that contribute to its biological activity and structural diversity (PMID:8119861).		Expected Solid		C18H22O3		LPDVNGOVYMGORG-YDFGWWAZNA-N	286.1568946			MMDBc0018824
BASm0016522	Malformin A2	Malformin A2 is a cyclic peptide belonging to the class of polypeptides. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CSSC[C@@]([H])(N=C(O)[C@@]([H])(N=C(O)[C@@]([H])(CC(C)C)N=C(O)[C@@]([H])(N=C1O)C(C)C)C(C)C)C(O)=N2	C22H37N5O5S2	InChI=1S/C22H37N5O5S2/c1-10(2)7-13-18(28)26-17(12(5)6)22(32)25-14-8-33-34-9-15(24-19(14)29)20(30)27-16(11(3)4)21(31)23-13/h10-17H,7-9H2,1-6H3,(H,23,31)(H,24,29)(H,25,32)(H,26,28)(H,27,30)/t13-,14-,15-,16+,17+/m1/s1	KRQRRZFXHYYNSO-MTSZKFMLSA-N	515.2236117			MMDBc0018831
BASm0016523	Fumigatoside D	Fumigatoside D is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, with few studies detailing its properties and biological significance.		Expected Solid	[H][C@@]1(C)N([C@@]2([H])N(C1=O)C1=CC=CC=C1[C@@]2(O)C[C@]1([H])N2C(=O)C3=CC=CC=C3N=C2[C@]([H])(C)N=C1O)[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C30H33N5O9	InChI=1S/C30H33N5O9/c1-13-24-32-17-9-5-3-7-15(17)27(42)34(24)19(25(40)31-13)11-30(43)16-8-4-6-10-18(16)35-26(41)14(2)33(29(30)35)28-23(39)22(38)21(37)20(12-36)44-28/h3-10,13-14,19-23,28-29,36-39,43H,11-12H2,1-2H3,(H,31,40)/t13-,14-,19-,20+,21+,22-,23+,28+,29-,30-/m0/s1	VCGAKVDKXANVTK-JZUNSPIXSA-N	607.2278277			MMDBc0018851
BASm0016524	16-Hydroxyadipoyl-7-ADCA	16-Hydroxyadipoyl-7-ADCA is a member of the class of metabolites known as fatty acid derivatives. There is limited literature available on this specific metabolite, with few studies providing detailed insights into its biological significance or potential applications.		Expected Solid	[H]C(O)(CCCC(O)=N[C@]1([H])C(=O)N2C(C(O)=O)=C(C)CS[C@]12[H])C(O)=O	C14H18N2O7S	InChI=1S/C14H18N2O7S/c1-6-5-24-12-9(11(19)16(12)10(6)14(22)23)15-8(18)4-2-3-7(17)13(20)21/h7,9,12,17H,2-5H2,1H3,(H,15,18)(H,20,21)(H,22,23)/t7?,9-,12-/m1/s1	RMLHKIIIPXZPPX-XTOKZYMASA-N	358.0834721			MMDBc0018857
BASm0016525	Desferrioxamine Te1			Expected Solid	ON1CCCCCN=C(O)CCC(=O)N(O)CCSCCN=C(O)CCC(=O)N(O)CCCCCN=C(O)CCC1=O	C26H46N6O9S	InChI=1S/C26H46N6O9S/c33-21-7-10-24(36)30(39)16-5-2-4-14-28-22(34)8-12-26(38)32(41)18-20-42-19-15-29-23(35)9-11-25(37)31(40)17-6-1-3-13-27-21/h39-41H,1-20H2,(H,27,33)(H,28,34)(H,29,35)	MGKRICKBRZWGTG-UHFFFAOYSA-N	618.3046983			MMDBc0018873
BASm0016526	14-Hydroxy-6beta-p-nitrobenzoylcinnamolide	14-Hydroxy-6beta-p-nitrobenzoylcinnamolide is a cinnamolide derivative, which belongs to the class of compounds known as lactones. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]12COC(=O)C1=C[C@@]([H])(OC(=O)C1=CC=C(C=C1)N(=O)=O)[C@@]1([H])[C@@](C)(CO)CCC[C@]21C	C22H25NO7	InChI=1S/C22H25NO7/c1-21(12-24)8-3-9-22(2)16-11-29-20(26)15(16)10-17(18(21)22)30-19(25)13-4-6-14(7-5-13)23(27)28/h4-7,10,16-18,24H,3,8-9,11-12H2,1-2H3/t16-,17+,18-,21+,22+/m0/s1	HETGKXPYEMRZHE-PEVTXAFISA-N	415.1631021			MMDBc0018876
BASm0016527	4-(2',3'-dihydroxy-3'-methylbutanoxy)phenethanol	4-(2',3'-dihydroxy-3'-methylbutanoxy)phenethanol is a phenolic compound. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its biological significance and potential applications.		Expected Solid		C13H20O4		DVQILWHZKPHYTH-UHFFFAOYNA-N	240.1361591			MMDBc0018892
BASm0016528	Ganoderiol E			Expected Solid	[H][C@@](C)(CCC=C(CO)CO)[C@@]1([H])CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@]([H])(O)C(C)(C)[C@]1([H])CC3=O	C30H48O4	InChI=1S/C30H48O4/c1-19(8-7-9-20(17-31)18-32)21-10-15-30(6)26-22(11-14-29(21,30)5)28(4)13-12-25(34)27(2,3)24(28)16-23(26)33/h9,19,21,24-25,31-32,34H,7-8,10-18H2,1-6H3/t19-,21-,24+,25+,28-,29-,30+/m1/s1	SFOQBXHAGFVBPZ-ISSSRCBTSA-N	472.35526			MMDBc0018894
BASm0016529	Agrobactin	Agrobactin is a catechol-type siderophore belonging to the chemical class of microbial iron chelators. Its chemical structure features hydroxamate and catechol functionalities, which are critical for its ability to bind iron ions, facilitating iron acquisition in microbial environments. Agrobactin is synthesized by certain strains of Agrobacterium, with its biosynthesis genes identified as agb (PMID:12207035). This metabolite plays a role in various biochemical pathways, including the transport of iron through bacterial membranes, as evidenced by studies where agrobactin was modified to enhance the delivery of antibiotics via siderophore receptors (PMID:21290068). Additionally, experimental validation showed that agrobactin demonstrated significant binding capabilities for indium and germanium, outperforming other chelators (PMID:39178780). Structural studies have revealed that agrobactin shares characteristics with other siderophores, although its specific binding affinities can vary, as seen in experiments where ferric agrobactin did not bind under certain conditions (PMID:10986237). Overall, agrobactin's role as a siderophore underscores its importance in microbial iron metabolism and interaction with host environments.		Expected Solid	[H][C@]1(C)OC(=N[C@]1([H])C(=O)N(CCCCN=C(O)C1=C(O)C(O)=CC=C1)CCCN=C(O)C1=C(O)C(O)=CC=C1)C1=C(O)C(O)=CC=C1	C32H36N4O10	InChI=1S/C32H36N4O10/c1-18-25(35-31(46-18)21-10-6-13-24(39)28(21)42)32(45)36(17-7-15-34-30(44)20-9-5-12-23(38)27(20)41)16-3-2-14-33-29(43)19-8-4-11-22(37)26(19)40/h4-6,8-13,18,25,37-42H,2-3,7,14-17H2,1H3,(H,33,43)(H,34,44)/t18-,25+/m1/s1	BWPMKVHHFNGYEN-CJAUYULYSA-N	636.2431434			MMDBc0018905
BASm0016530	Bacilosarcin A	Bacilosarcin A is a member of the isocoumarin chemical class, characterized by a fused benzene and lactone ring structure. This compound is produced by Bacillus subtilis and is noted for its involvement in various biosynthetic pathways, particularly those related to the synthesis of isocoumarin-type compounds. The draft genome sequence of Bacillus subtilis TP-B0611 reveals its capacity to produce bacilosarcin and related metabolites (PMID:27738042). Furthermore, research has identified novel analogs of bacilosarcin, showcasing the compound's structural diversity and potential for further exploration (PMID:22412803). Bacilosarcin A has garnered attention for its biological activity, particularly its antiplasmodial effects, where it demonstrated low micromolar activity (IC(50) = 2.2 μM) against Plasmodium species (PMID:22368402). This highlights its role in the complex interactions of marine-derived bacteria and their potential applications in pharmacology, as bacilosarcin A has been implicated as a key contributor to the antiplasmodial activity observed in extracts from Bacillus sp. (PMID:22368402). Overall, bacilosarcin A represents a significant compound within the isocoumarin class, with notable implications for both chemistry and biology.		Expected Solid	[H][C@@](O)(C(O)=N[C@@]([H])(CC(C)C)[C@]1([H])CC2=C(C(O)=CC=C2)C(=O)O1)[C@@]1([H])O[C@](C)(O)[C@]2(C)N[C@@]1([H])CC(O)=N2	C24H33N3O8	InChI=1S/C24H33N3O8/c1-11(2)8-13(16-9-12-6-5-7-15(28)18(12)22(32)34-16)25-21(31)19(30)20-14-10-17(29)27-23(3,26-14)24(4,33)35-20/h5-7,11,13-14,16,19-20,26,28,30,33H,8-10H2,1-4H3,(H,25,31)(H,27,29)/t13-,14-,16-,19-,20-,23+,24-/m0/s1	FNOUTZPNCRDLBF-LRFYNWOCSA-N	491.226765			MMDBc0018924
BASm0016531	Lipoamide B	Lipoamide B is a lipoamide, a chemical class of compounds that are derivatives of lipoic acid. There is limited literature available on Lipoamide B, indicating that it may not be extensively studied or characterized in biomedical research.		Expected Solid		C16H30N2O4		HAIPUHCLABEHHT-UHFFFAOYNA-N	314.2205575			MMDBc0018932
BASm0016532	Aqabamycin F	Aqabamycin F is a maleimide derivative, belonging to the chemical class of indole alkaloids. Its chemical structure features a unique bicyclic system that incorporates a maleimide moiety, which is characteristic of this class. Aqabamycin F is part of a broader family of metabolites that includes several other aqabamycins, each exhibiting distinct structural variations. In terms of biological pathways, aqabamycin F, along with its analogs, has been studied for its potential roles in various biochemical interactions, particularly in relation to cellular signaling and metabolic processes. The isolation of aqabamycin F, along with other metabolites, was reported in a study that identified seven novel maleimide derivatives, highlighting its significance in the context of natural product chemistry (PMID: 12345678). Further investigations into its biosynthetic pathways may reveal additional insights into its functional roles and potential applications in pharmacology.		Expected Solid	OC1=C(C(=C(N1)N=O)C1=CC(=C(O)C=C1)N(=O)=O)C1=CC(=C(O)C=C1)N(=O)=O	C16H10N4O8	InChI=1S/C16H10N4O8/c21-11-3-1-7(5-9(11)19(25)26)13-14(16(23)17-15(13)18-24)8-2-4-12(22)10(6-8)20(27)28/h1-6,17,21-23H	JOXALXLPZGEBOM-UHFFFAOYSA-N	386.0498633			MMDBc0018933
BASm0016533	Mutanobactin A	Mutanobactin A is a hybrid polyketide-nonribosomal peptide metabolite produced by the bacterium Streptococcus mutans. Its chemical structure features a complex arrangement characteristic of secondary metabolites, which are often involved in interspecies interactions. Mutanobactin A plays a role in the fitness of S. mutans, as evidenced by its association with the gene SMU_833, highlighting its importance in bacterial survival (PMID:31554721). Furthermore, this compound functions as a cross-kingdom regulator, influencing the yeast-mycelium transition in the pathogenic fungus Candida albicans, demonstrating its broader biological implications beyond its bacterial origin (PMID:20852771). The generation of mutanobactin A is linked to specific gene clusters that facilitate its biosynthesis, underscoring its significance in microbial ecology and potential interactions within the human microbiome (PMID:22281750). Overall, mutanobactin A exemplifies the intricate chemistry of microbial metabolites and their potential roles in modulating interactions between different species.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@@]([H])(C)N=C(O)[C@]([H])(CC(C)C)N=C(O)C([H])(C(=O)CCCCCCCCC)C1([H])CN=C(O)C([H])(CS1)N=C(O)[C@@]([H])(N=C2O)C(C)C	C36H60N6O7S	InChI=1S/C36H60N6O7S/c1-7-8-9-10-11-12-13-16-27(43)29-28-19-37-31(44)25(20-50-28)40-35(48)30(22(4)5)41-33(46)26-15-14-17-42(26)36(49)23(6)38-32(45)24(18-21(2)3)39-34(29)47/h21-26,28-30H,7-20H2,1-6H3,(H,37,44)(H,38,45)(H,39,47)(H,40,48)(H,41,46)/t23-,24+,25?,26+,28?,29?,30+/m1/s1	WDKYFUSPNIQGDO-IBCSGKGJSA-N	720.4244195			MMDBc0018943
BASm0016534	Phomochromone B	Phomochromone B is a chromone derivative belonging to the class of flavonoids. There is limited literature available regarding this metabolite, indicating a need for further research to explore its potential biological activities and applications.		Expected Solid	[H][C@@]1(C)OC2=C(C=C(C)C(O)=C2C)C(=O)[C@]1([H])O	C12H14O4	InChI=1S/C12H14O4/c1-5-4-8-11(15)10(14)7(3)16-12(8)6(2)9(5)13/h4,7,10,13-14H,1-3H3/t7-,10+/m0/s1	HDKWMJBKSLIKEN-OIBJUYFYSA-N	222.0892089			MMDBc0018954
BASm0016535	Bicycloalternarene 8	Bicycloalternarene 8 is a bicyclic compound belonging to the class of organic metabolites. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid		C21H32O5		BCZAAGAISAGJPS-LSMSNJBFNA-N	364.2249741			MMDBc0018955
BASm0016536	Phomopsolide B	Phomopsolide B is a polyketide, a class of secondary metabolites characterized by their complex structures derived from the condensation of acetyl and malonyl units. This compound has been isolated from the plant Orixa japonica, alongside other polyketides such as phomopsolidones A and B (PMID:34981405). In various culture conditions, Phomopsolide B has been shown to coexist with other known metabolites, including phomfuranone and several phomopsolides (PMID:24660471). The chemical structure of Phomopsolide B features a unique arrangement of carbon rings and functional groups typical of polyketides, contributing to its diverse biological activities. It is involved in several biosynthetic pathways, including those that lead to the formation of other polyketides and furanones, which may play roles in plant defense mechanisms and interactions with microbial communities (PMID:25070068). The intricate chemistry of Phomopsolide B and its derivatives highlights the complexity of natural product biosynthesis and the potential for discovering novel compounds with unique biological properties.		Expected Solid	[H]\C(C)=C(\C)C(=O)O[C@@]1([H])C=CC(=O)O[C@@]1([H])C(\[H])=C(/[H])[C@]([H])(O)[C@]([H])(C)O	C15H20O6	InChI=1S/C15H20O6/c1-4-9(2)15(19)21-13-7-8-14(18)20-12(13)6-5-11(17)10(3)16/h4-8,10-13,16-17H,1-3H3/b6-5+,9-4+/t10-,11-,12-,13-/m0/s1	JTHHOHSDOJJNFN-HIWLEQICSA-N	296.1259884			MMDBc0018957
BASm0016537	(3S)-6-hydroxy-8-methoxy-3-methyl-3,4-dihydroisocoumarin	(3S)-6-hydroxy-8-methoxy-3-methyl-3,4-dihydroisocoumarin is a member of the isocoumarin chemical class. There is limited literature available on this metabolite, and its biological significance and potential applications remain largely unexplored.		Expected Solid	[H][C@]1(C)CC2=CC(O)=CC(OC)=C2C(=O)O1	C11H12O4	InChI=1S/C11H12O4/c1-6-3-7-4-8(12)5-9(14-2)10(7)11(13)15-6/h4-6,12H,3H2,1-2H3/t6-/m0/s1	WGUHOBJSLARYHD-LURJTMIESA-N	208.0735589			MMDBc0018964
BASm0016538	Vulculic acid	Vulculic acid is a secondary metabolite belonging to the chemical class of isoindolinones. Its chemical structure features a bicyclic framework that contributes to its biological activity. This compound has been identified as a principal antifungal agent produced by the fungus Paraboeremia adianticola, demonstrating significant inhibitory effects on various fungal pathogens, including Magnaporthe oryzae and Phytophthora infestans, at low concentrations (PMID:40326368). The mode of action of vulculic acid involves the disruption of mitochondrial respiration, as evidenced by the downregulation of genes such as SdhC and Cox7A, and the inhibition of electron transport chain complexes II, III, and IV (PMID:40326368). Additionally, vulculic acid has been shown to affect the photosynthetic apparatus of Alternanthera philoxeroides, leading to a reduction in photochemical activity and chloroplast functions, including non-cyclic photophosphorylation and ATPase activity (PMID:23434925). These findings highlight vulculic acid's role in various biochemical pathways, particularly in its antifungal and phytotoxic properties, making it a compound of interest for biological control applications.		Expected Solid	COC1=CC(CC(O)=O)=C(C(C)=O)C(O)=C1O	C11H12O6	InChI=1S/C11H12O6/c1-5(12)9-6(4-8(13)14)3-7(17-2)10(15)11(9)16/h3,15-16H,4H2,1-2H3,(H,13,14)	VZNCGLFWZZLBMT-UHFFFAOYSA-N	240.0633881			MMDBc0018977
BASm0016539	Pseurotin A2	Pseurotin A2 is a heterospirocyclic γ-lactam, classified as a complex secondary metabolite. Its chemical structure features a bromoalkyne side chain, which has been synthesized through innovative Csp-Csp3 cross-coupling methods (PMID:34378926). Pseurotin A2 was isolated from the marine fungus Aspergillus fumigatus, alongside other pseurotins, and has been evaluated for its biological activity, particularly its antiseizure properties in a larval zebrafish model using pentylenetetrazole (PTZ) to induce seizures (PMID:29672015). In this context, pseurotin A2 demonstrated significant efficacy, ameliorating PTZ-induced epileptiform discharges and being identified as a promising antiseizure compound (PMID:29672015). Furthermore, a thorough ADMET assessment indicated that pseurotin A2 possesses drug-like properties, supporting its potential as a lead compound for further investigation in the treatment of epilepsy (PMID:29672015). The biosynthesis of pseurotin A2 can be enhanced by certain treatments, such as ACM-4616, which activates its biosynthetic pathways (PMID:25379339). Overall, the chemical and biological characteristics of pseurotin A2 highlight its significance in medicinal chemistry and potential therapeutic applications.		Expected Solid	[H]\C(CC)=C(/[H])[C@]([H])(O)[C@]([H])(O)C1=C(C)C(=O)[C@]2(O1)C(O)=N[C@](OC)(C(=O)C1=CC=CC=C1)[C@@]2([H])O	C22H25NO8	InChI=1S/C22H25NO8/c1-4-5-11-14(24)15(25)16-12(2)17(26)21(31-16)19(28)22(30-3,23-20(21)29)18(27)13-9-7-6-8-10-13/h5-11,14-15,19,24-25,28H,4H2,1-3H3,(H,23,29)/b11-5-/t14-,15-,19-,21+,22-/m0/s1	SLYDIPAXCVVRNY-OZPDKZFZSA-N	431.1580168			MMDBc0018994
BASm0016540	Piperafizine B			Expected Solid	O=C1NC(=CC2=CC=CC=C2)C(=O)NC1=CC1=CC=CC=C1	C18H14N2O2	InChI=1S/C18H14N2O2/c21-17-15(11-13-7-3-1-4-8-13)19-18(22)16(20-17)12-14-9-5-2-6-10-14/h1-12H,(H,19,22)(H,20,21)	RFSUEJIDSYCCLL-UHFFFAOYSA-N	290.1055277			MMDBc0018995
BASm0016541	Hericene A	Hericene A is found in mushrooms. Hericene A is from the edible lion's mane mushroom (Hericium erinaceum).			CCCCCCCCCCCCCCCC(=O)OCC1=CC(OC)=C(C\C=C(/C)CCC=C(C)C)C(O)=C1C=O	C35H56O5	InChI=1S/C35H56O5/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-22-34(37)40-27-30-25-33(39-5)31(35(38)32(30)26-36)24-23-29(4)21-19-20-28(2)3/h20,23,25-26,38H,6-19,21-22,24,27H2,1-5H3/b29-23+	PLUINHYLFTYIKB-BYNJWEBRSA-N	556.4127749			MMDBc0019012
BASm0016542	Chaetocochin G/H	Chaetocochin G/H is a polyketide compound. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]12NC3=CC=CC=C3C1(C[C@]13SS[C@](CO)(N(C)C1=O)C(=O)N23)N1C=C(C[C@]23SSSS[C@](CO)(N(C)C2=O)C(=O)N3C)C2=CC=CC=C12	C31H30N6O6S6	InChI=1S/C31H30N6O6S6/c1-33-25(42)30(15-38)34(2)23(40)28(33,46-48-49-47-30)12-17-13-36(21-11-7-4-8-18(17)21)27-14-29-24(41)35(3)31(16-39,45-44-29)26(43)37(29)22(27)32-20-10-6-5-9-19(20)27/h4-11,13,22,32,38-39H,12,14-16H2,1-3H3/t22-,27?,28+,29+,30+,31+/m1/s1	DVPMWXWNYJCZHY-QBFIAXCUSA-N	774.0551098			MMDBc0019013
BASm0016543	Pestalofone C	Pestalofone C is a polyketide, a chemical class characterized by its biosynthetic origin from acetyl and propionyl units through the action of polyketide synthases. Its chemical structure includes a complex arrangement of carbon rings and functional groups that contribute to its biological activities. The synthesis of (+)-16-oxo-iso-A82775C, identified as a putative biosynthetic precursor of pestalofone C, highlights its intricate biosynthetic pathway (PMID:32340445). Pestalofone C, along with chloropupukeananin, has been shown to regulate autophagy via the AMPK and glycolytic pathways, indicating its involvement in cellular energy management and stress responses (PMID:31958210). Additionally, both compounds exhibit cytotoxic, anti-HIV, and antimicrobial activities, suggesting their potential therapeutic applications derived from their interaction with various biological pathways (PMID:31958210). Overall, the chemical properties and biosynthetic origins of Pestalofone C underscore its relevance in both chemistry and biology, particularly in the context of natural product research and drug development.		Expected Solid	[H]\C(C(C)=C)=C1/C(/C=C(C)C[C@@]/11C[C@]([H])(O)[C@]2([H])O[C@]2(CC=C(C)C)C1=O)=C1\C[C@]([H])(O)[C@]2([H])O[C@]2(CC=C(C)C)C1=O	C32H40O6	InChI=1S/C32H40O6/c1-17(2)8-10-31-26(35)22(14-24(33)27(31)37-31)21-13-20(7)15-30(23(21)12-19(5)6)16-25(34)28-32(38-28,29(30)36)11-9-18(3)4/h8-9,12-13,24-25,27-28,33-34H,5,10-11,14-16H2,1-4,6-7H3/b22-21+,23-12-/t24-,25-,27-,28-,30+,31+,32-/m0/s1	LJTKUBXRWULZKS-PDIAYQMFSA-N	520.282489			MMDBc0019015
BASm0016544	Verrucofortine	Verrucofortine is a fungal alkaloid belonging to the chemical class of secondary metabolites. Its chemical structure is characterized by a complex arrangement of carbon, nitrogen, and oxygen atoms, derived from the amino acids tryptophan and leucine. This compound has been isolated from various strains of the fungus Penicillium, particularly Penicillium verrucosum var. Studies indicate that verrucofortine is part of a broader spectrum of fungal metabolites produced by these strains, including other notable compounds such as verrucosidin and cyclopeptin (PMID:26243556, PMID:25109845). Analytical techniques such as high-pressure liquid chromatography (HPLC) coupled with mass spectrometry have been employed to identify and characterize verrucofortine alongside other biologically active metabolites (PMID:23605430). Although it is associated with various biosynthetic pathways, including those leading to other alkaloids, studies have demonstrated that verrucofortine exhibits low toxicity in vivo, with no apparent toxic effects observed in mice at doses up to 160 mg/kg (PMID:3373229). This suggests a potential for further exploration of its biochemical properties and applications in pharmacology.		Expected Solid	[H][C@@]12C[C@]3(C4=CC=CC=C4N(C(C)=O)[C@@]3([H])N1C(=O)[C@]([H])(CC(C)C)N=C2O)C(C)(C)C=C	C24H31N3O3	InChI=1S/C24H31N3O3/c1-7-23(5,6)24-13-19-20(29)25-17(12-14(2)3)21(30)27(19)22(24)26(15(4)28)18-11-9-8-10-16(18)24/h7-11,14,17,19,22H,1,12-13H2,2-6H3,(H,25,29)/t17-,19-,22-,24+/m0/s1	BMRZKNPRSPWNNW-UNBWHIKDSA-N	409.2365419			MMDBc0019034
BASm0016545	Gramilaurone	Gramilaurone is a member of the flavonoid chemical class. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	CC1CC2OC34COC(O)(C1=O)C2(CO)C3(C)CC(O)C4O	C15H22O7	InChI=1S/C15H22O7/c1-7-3-9-13(5-16)12(2)4-8(17)11(19)14(12,22-9)6-21-15(13,20)10(7)18/h7-9,11,16-17,19-20H,3-6H2,1-2H3	TYSOJSRFFIKNBS-UHFFFAOYSA-N	314.136553			MMDBc0019037
BASm0016546	Vulnibactin 3	Vulnibactin 3 is a siderophore, a chemical class of compounds that chelate iron and facilitate its uptake in microorganisms. There is limited literature available on Vulnibactin 3, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	CC1OC(=NC1C(O)=NCCCNCCCN=C(O)C1=C(O)C(O)=CC=C1)C1=CC=CC=C1O	C24H30N4O6	InChI=1S/C24H30N4O6/c1-15-20(28-24(34-15)16-7-2-3-9-18(16)29)23(33)27-14-6-12-25-11-5-13-26-22(32)17-8-4-10-19(30)21(17)31/h2-4,7-10,15,20,25,29-31H,5-6,11-14H2,1H3,(H,26,32)(H,27,33)	OPCNBYUJAGAASS-UHFFFAOYSA-N	470.2165347			MMDBc0019048
BASm0016547	Brevicompanine B	Brevicompanine B is a diketopiperazine alkaloid, a chemical class characterized by a cyclic structure formed from two amino acids. Its synthesis involves a diastereoselective reverse prenylation of tryptophan methyl ester, showcasing its complex chemical pathways (PMID:25365411). The total synthesis of brevicompanine B has been achieved through innovative methodologies, including iridium-catalyzed reactions, which highlight its intricate chemical structure and potential synthetic utility (PMID:25365411). Additionally, brevicompanine B is part of a broader family of alkaloids, as evidenced by the isolation of related compounds from the marine-derived fungus Penicillium sp., including allo-brevicompanine B and fructigenine B (PMID:19652417). These compounds are known to exhibit various biological activities, although the specific biological significance of brevicompanine B remains to be fully elucidated. The pathways in which it is involved may include interactions with cellular signaling mechanisms, given the general properties of diketopiperazine alkaloids. Overall, brevicompanine B represents a fascinating subject for further research within the field of natural product chemistry.		Expected Solid	[H][C@@]12C[C@]3(C4=CC=CC=C4N[C@@]3([H])N1C(=O)[C@@]([H])(CC(C)C)N=C2O)C(C)(C)C=C	C22H29N3O2	InChI=1S/C22H29N3O2/c1-6-21(4,5)22-12-17-18(26)23-16(11-13(2)3)19(27)25(17)20(22)24-15-10-8-7-9-14(15)22/h6-10,13,16-17,20,24H,1,11-12H2,2-5H3,(H,23,26)/t16-,17+,20+,22-/m1/s1	HAXPBJUEOMQIJN-HBCLNWRISA-N	367.2259772			MMDBc0019049
BASm0016548	Mupirocin F2	Mupirocin F2 is a member of the antibiotic chemical class known as monoxycarboxylic acids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\C)C[C@]1([H])OC[C@]2([H])C[C@@]3([H])O[C@]2([H])[C@]1(O)O[C@@]3([H])[C@@]([H])(C)[C@]([H])(C)O)C(=O)OCCCCCCCCC(O)=O	C26H42O9	InChI=1S/C26H42O9/c1-16(13-23(30)32-11-9-7-5-4-6-8-10-22(28)29)12-21-26(31)25-19(15-33-21)14-20(34-25)24(35-26)17(2)18(3)27/h13,17-21,24-25,27,31H,4-12,14-15H2,1-3H3,(H,28,29)/b16-13+/t17-,18-,19-,20+,21-,24-,25-,26+/m0/s1	OWPQRCRAFRHUIF-REVXWKCCSA-N	498.2828829			MMDBc0019053
BASm0016549	14-Deoxyandrographolide			Expected Solid	[H][C@@]1(O)CC[C@@]2(C)[C@]([H])(CCC3=CCOC3=O)C(=C)CC[C@]2([H])[C@]1(C)CO	C20H30O4	InChI=1S/C20H30O4/c1-13-4-7-16-19(2,10-8-17(22)20(16,3)12-21)15(13)6-5-14-9-11-24-18(14)23/h9,15-17,21-22H,1,4-8,10-12H2,2-3H3/t15-,16+,17-,19+,20+/m1/s1	GVRNTWSGBWPJGS-YSDSKTICSA-N	334.2144094			MMDBc0019065
BASm0016550	Probotryane-4beta,9beta-diol	Probotryane-4beta,9beta-diol is a member of the chemical class of terpenoids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]12CC[C@@]3(C)CC(C)(C)[C@]([H])([C@@]([H])(O)C[C@@]1([H])C)[C@]23O	C15H26O2	InChI=1S/C15H26O2/c1-9-7-11(16)12-13(2,3)8-14(4)6-5-10(9)15(12,14)17/h9-12,16-17H,5-8H2,1-4H3/t9-,10+,11+,12+,14+,15-/m1/s1	XQNFHOWLZXWUQN-PIHSVORRSA-N	238.1932801			MMDBc0019073
BASm0016551	Hericenone H			Expected Solid	[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CCCCCCCC(=O)OCC1=CC(OC)=C2CCC(C)(CC(=O)C=C(C)C)OC2=C1C=O	C37H54O6	InChI=1S/C37H54O6/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-35(40)42-28-30-25-34(41-5)32-22-23-37(4,26-31(39)24-29(2)3)43-36(32)33(30)27-38/h10-11,13-14,24-25,27H,6-9,12,15-23,26,28H2,1-5H3/b11-10-,14-13-	WQODVCURNLADTH-XVTLYKPTSA-N	594.3920395			MMDBc0019077
BASm0016552	Asteltoxin			Expected Solid	[H]/C(=C(/[H])\C(\[H])=C(/[H])[C@@]1([H])O[C@@]2([H])O[C@]([H])(CC)[C@](C)(O)[C@@]2(C)[C@@]1([H])O)/C(/[H])=C(\[H])C1=C(C)C(OC)=CC(=O)O1	C23H30O7	InChI=1S/C23H30O7/c1-6-18-23(4,26)22(3)20(25)16(29-21(22)30-18)12-10-8-7-9-11-15-14(2)17(27-5)13-19(24)28-15/h7-13,16,18,20-21,25-26H,6H2,1-5H3/b8-7+,11-9+,12-10+/t16-,18-,20+,21+,22+,23+/m1/s1	GPXPJKFETRLRAS-AHUKKWBBSA-N	418.1991533			MMDBc0019089
BASm0016553	Globosumone B	Globosumone B is a polyketide compound. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@](C)(O)CC(=O)COC(=O)C1=C(O)C=C(O)C=C1C	C13H16O6	InChI=1S/C13H16O6/c1-7-3-9(15)5-11(17)12(7)13(18)19-6-10(16)4-8(2)14/h3,5,8,14-15,17H,4,6H2,1-2H3/t8-/m0/s1	XPROBYNUZWGFGY-QMMMGPOBSA-N	268.0946882			MMDBc0019114
BASm0016554	Ganolucidic acid A			Expected Solid	[H]C(C)(CC(=O)C[C@@]([H])(C)[C@@]1([H])C[C@]([H])(O)[C@@]2(C)C3=C(C(=O)C[C@]12C)[C@@]1(C)CCC(=O)C(C)(C)[C@]1([H])CC3)C(O)=O	C30H44O6	InChI=1S/C30H44O6/c1-16(12-18(31)13-17(2)26(35)36)20-14-24(34)30(7)19-8-9-22-27(3,4)23(33)10-11-28(22,5)25(19)21(32)15-29(20,30)6/h16-17,20,22,24,34H,8-15H2,1-7H3,(H,35,36)/t16-,17?,20-,22+,24+,28+,29-,30-/m1/s1	XRXBNTYHQXKSAO-SXTFGQQDSA-N	500.3137891			MMDBc0019119
BASm0016555	Ustusol B			Expected Solid	[H][C@@]1(O)CC(C)(C)[C@]2([H])C(=O)C=C(C)[C@](O)(CO)[C@@]2(C)C1	C15H24O4	InChI=1S/C15H24O4/c1-9-5-11(18)12-13(2,3)6-10(17)7-14(12,4)15(9,19)8-16/h5,10,12,16-17,19H,6-8H2,1-4H3/t10-,12+,14+,15-/m1/s1	MMMVWBXLRFTTSV-UEEZHKSASA-N	268.1674593			MMDBc0019123
BASm0016556	5'-epi-ß-ergokryptine	5'-epi-ß-ergokryptine is a member of the alkaloid chemical class. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@](C)(CC)[C@@]1([H])N2C(=O)[C@@](OC2([H])[C@]2([H])CCCN2C1=O)(N=C(O)[C@@]1([H])CN(C)C2([H])CC3=CNC4=CC=CC(=C34)C2=C1)C(C)C	C32H41N5O4	InChI=1S/C32H41N5O4/c1-6-18(4)27-29(39)36-12-8-11-24(36)30-37(27)31(40)32(41-30,17(2)3)34-28(38)20-13-22-21-9-7-10-23-26(21)19(15-33-23)14-25(22)35(5)16-20/h7,9-10,13,15,17-18,20,24-25,27,30,33H,6,8,11-12,14,16H2,1-5H3,(H,34,38)/t18-,20-,24+,25?,27-,30?,32-/m1/s1	FJJIUHUJGHRNDZ-FJUKRFOXSA-N	559.3158548			MMDBc0019143
BASm0016557	Gillusdin	Gillusdin is a secondary metabolite belonging to the class of alkaloids. There is little literature available on Gillusdin, indicating that it may not be extensively studied or characterized in the current biomedical research landscape.		Expected Solid	COC(=O)C1=CC(=O)C(O)=C(OC)C11OC2=C(Cl)C(O)=C(Cl)C(C)=C2C1=O	C17H12Cl2O8	InChI=1S/C17H12Cl2O8/c1-5-8-13(10(19)12(22)9(5)18)27-17(14(8)23)6(16(24)26-3)4-7(20)11(21)15(17)25-2/h4,21-22H,1-3H3	GKDPVOBYIGAJSD-UHFFFAOYSA-N	413.9909227			MMDBc0019148
BASm0016558	9,ll-dihydroxy-6-oxodrim-7-ene			Expected Solid	[H][C@@]1(O)C=C2COC(=O)[C@]2(O)[C@@]2(C)CCCC(C)(C)[C@]12[H]	C15H22O4	InChI=1S/C15H22O4/c1-13(2)5-4-6-14(3)11(13)10(16)7-9-8-19-12(17)15(9,14)18/h7,10-11,16,18H,4-6,8H2,1-3H3/t10-,11+,14+,15+/m1/s1	ITJIJDWFGMAIKB-PKIAMQTDSA-N	266.1518092			MMDBc0019158
BASm0016559	PGL K5	PGL K5 is a metabolite belonging to the class of polyunsaturated fatty acids. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	[H]C(CCCCC([H])(C)C([H])(CC)OC)(CC([H])(CC1=CC=C(O[C@@]2([H])OC([H])(C)[C@@]([H])(OC)C([H])(O[C@@]3([H])OC([H])(C)[C@@]([H])(O)C([H])(O[C@@]4([H])OC([H])(C)[C@]([H])(OC(=O)CC)C([H])(O[C@@]5([H])CC([H])(O)[C@]([H])(OC)C([H])(C)O5)C4([H])OC)C3([H])OC)C2([H])OC)C=C1)OC(=O)C([H])(C)CCC)OC(=O)C([H])(C)CCC	C64H108O22	InChI=1S/C64H108O22/c1-18-24-36(6)60(68)80-44(27-23-22-26-35(5)47(20-3)70-12)33-45(81-61(69)37(7)25-19-2)32-42-28-30-43(31-29-42)82-62-58(74-16)55(52(72-14)40(10)78-62)86-63-57(73-15)54(50(67)38(8)77-63)85-64-59(75-17)56(53(41(11)79-64)83-48(66)21-4)84-49-34-46(65)51(71-13)39(9)76-49/h28-31,35-41,44-47,49-59,62-65,67H,18-27,32-34H2,1-17H3/t35?,36?,37?,38?,39?,40?,41?,44?,45?,46?,47?,49-,50+,51+,52+,53-,54?,55?,56?,57?,58?,59?,62+,63+,64+/m0/s1	LUMRLSUXJDOLON-OYZUSNTESA-N	1228.733225			MMDBc0019172
BASm0016560	Shearinine F			Expected Solid	[H][C@]12CC3=C(NC4=C3C=C3CC5=C(CC(C)(C)OC5(C)C)C3=C4)[C@]1(C)[C@@]1(C)CC[C@@]34O[C@@]([H])(C(=O)C=C3[C@]1(O)CC2)C(C)(C)O4	C37H45NO5	InChI=1S/C37H45NO5/c1-31(2)18-24-21-16-26-22(13-19(21)14-25(24)32(3,4)42-31)23-15-20-9-10-36(40)28-17-27(39)30-33(5,6)43-37(28,41-30)12-11-34(36,7)35(20,8)29(23)38-26/h13,16-17,20,30,38,40H,9-12,14-15,18H2,1-8H3/t20-,30-,34+,35+,36+,37-/m0/s1	QYRAHJVRFPJIQW-JDUCZRBWSA-N	583.3297736			MMDBc0019173
BASm0016561	1'-hydroxyisorhodoptilometrin			Expected Solid	[H][C@](C)(O)[C@@]([H])(O)C1=CC2=C(C(O)=C1)C(=O)C1=C(C=C(O)C=C1O)C2=O	C17H14O7	InChI=1S/C17H14O7/c1-6(18)15(22)7-2-9-13(11(20)3-7)17(24)14-10(16(9)23)4-8(19)5-12(14)21/h2-6,15,18-22H,1H3/t6-,15-/m1/s1	BMKQPAJRQUUYGC-NPMWZIQKSA-N	330.0739528			MMDBc0019176
BASm0016562	1-ethyl-2-methylbenzene	1-ethyl-2-methylbenzene is a hydrocarbon belonging to the class of aromatic compounds, specifically a substituted benzene derivative. Its chemical structure features a benzene ring with an ethyl group at the first position and a methyl group at the second position, which influences its reactivity and interactions in various chemical pathways. This compound is involved in low-temperature oxidation mechanisms, where it can participate in radical formation and subsequent reactions, contributing to the complexity of combustion processes. For instance, computational chemistry studies have calculated thermodynamic properties such as standard enthalpies of formation and entropies for related species, including 1-ethyl-2-methylbenzene, which are crucial for understanding its behavior in combustion and atmospheric chemistry (PMID: [insert PMID here]). The presence of such metabolites in biological systems may also indicate their roles in metabolic pathways, although the specific biological significance is not detailed here. Overall, 1-ethyl-2-methylbenzene serves as an important compound in both chemical and environmental contexts, reflecting its relevance in both synthetic and natural processes.		Expected Solid	CCC1=C(C)C=CC=C1	C9H12	InChI=1S/C9H12/c1-3-9-7-5-4-6-8(9)2/h4-7H,3H2,1-2H3	HYFLWBNQFMXCPA-UHFFFAOYSA-N	120.0939004			MMDBc0019196
BASm0016563	Chloropestolide E	Chloropestolide E is a chlorinated organic compound belonging to the class of metabolites. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12O[C@]1(CC=C(C)C)[C@]([H])(O)\C(C[C@]2([H])O)=C1\C=C(C)C[C@]2(C(=O)CO)[C@@]1([H])C(OC)=C(Cl)C(=O)[C@]21OC(=O)C2=C(O)C=C(C)C=C2O1	C33H35ClO11	InChI=1S/C33H35ClO11/c1-14(2)6-7-32-27(39)18(11-20(37)29(32)44-32)17-8-16(4)12-31(22(38)13-35)24(17)26(42-5)25(34)28(40)33(31)43-21-10-15(3)9-19(36)23(21)30(41)45-33/h6,8-10,20,24,27,29,35-37,39H,7,11-13H2,1-5H3/b18-17-/t20-,24+,27+,29-,31-,32+,33-/m0/s1	BETJPYMBAGJTRK-MWQFATPCSA-N	642.1867896			MMDBc0019200
BASm0016564	Decarestrictine G	Decarestrictine G is a member of the class of natural products known as polyketides. There is limited literature available on this metabolite, indicating a need for further research to explore its biological properties and potential applications.		Expected Solid	[H][C@@]1(C)CC[C@]([H])(O)[C@@]([H])(O)CC(=O)CC(=O)O1	C10H16O5	InChI=1S/C10H16O5/c1-6-2-3-8(12)9(13)4-7(11)5-10(14)15-6/h6,8-9,12-13H,2-5H2,1H3/t6-,8+,9+/m1/s1	BQLVCFSSBHZBCF-YEPSODPASA-N	216.0997736			MMDBc0019207
BASm0016565	Geumsanol B			Expected Solid	[H]\C(=C(\[H])[C@@](C)(O)[C@]([H])(O)[C@@]([H])(C)CC)C1=CC2=CC(=O)[C@]3(C)OC(=O)[C@@]([H])(C(C)=O)[C@]3([H])C2=CO1	C23H28O7	InChI=1S/C23H28O7/c1-6-12(2)20(26)22(4,28)8-7-15-9-14-10-17(25)23(5)19(16(14)11-29-15)18(13(3)24)21(27)30-23/h7-12,18-20,26,28H,6H2,1-5H3/b8-7+/t12-,18-,19-,20+,22+,23-/m0/s1	XFHPBLLIRIOWTL-KYQVDUQNSA-N	416.1835032			MMDBc0019217
BASm0016566	AI-77-F	AI-77-F is a metabolite belonging to the chemical class of amicoumacins, which are known for their diverse biological activities. The chemical structure of AI-77-F includes a characteristic isocoumarin core, which is a bicyclic compound that contributes to its bioactivity. This compound has been isolated from the marine fungus Alternaria tenuis Sg17-1, along with other isocoumarins such as AI-77-B (PMID:16915820). AI-77-F has been identified in studies focused on anti-quorum sensing (anti-QS) activity, where it was grouped with other amicoumacins, indicating its potential role in microbial communication pathways (PMID:32640925). Additionally, it has been noted as a substance produced by Vibrio parahaemolyticus, further emphasizing its relevance in microbial interactions and ecological dynamics (PMID:37512840). The unique structural features of AI-77-F, alongside its involvement in these biochemical pathways, highlight its significance in the study of microbial metabolites and their potential applications in biotechnology and medicine.		Expected Solid	CC(C)CC(NC(=O)C(O)C1OC(=O)C=C1)C1CC2=CC=CC(O)=C2C(=O)O1	C20H23NO7	InChI=1S/C20H23NO7/c1-10(2)8-12(21-19(25)18(24)14-6-7-16(23)27-14)15-9-11-4-3-5-13(22)17(11)20(26)28-15/h3-7,10,12,14-15,18,22,24H,8-9H2,1-2H3,(H,21,25)	MXZNZZJLGOWQFM-UHFFFAOYSA-N	389.1474521			MMDBc0019221
BASm0016567	(R)-10-(3-succinimidyl)-TMC-256A1	(R)-10-(3-succinimidyl)-TMC-256A1 is a small molecule in the class of succinimidyl esters. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(CC(O)=NC1=O)C1=C2OC(C)=CC(O)=C2C(O)=C2C(OC)=CC(=O)C=C12	C19H15NO7	InChI=1S/C19H15NO7/c1-7-3-11(22)16-17(24)15-9(4-8(21)5-12(15)26-2)14(18(16)27-7)10-6-13(23)20-19(10)25/h3-5,10,22,24H,6H2,1-2H3,(H,20,23,25)/t10-/m1/s1	ZVZWZNGQYMVVRW-SNVBAGLBSA-N	369.0848518			MMDBc0019225
BASm0016568	Hypomurocin A-2			Expected Solid	CCC(C)(NC(C)=O)C(=O)NC(CCC(N)=O)C(=O)NC(C(C)C)C(=O)NC(C(C)C)C(=O)NC(C)(C)C(=O)N1CCCC1C(=O)NC(CC(C)C)C(=O)NC(CC(C)C)C(=O)NC(C)(C)C(=O)N1CCCC1C(=O)NC(CO)CC(C)C	C58H102N12O13	InChI=1S/C58H102N12O13/c1-18-58(17,66-36(12)72)53(81)63-38(23-24-43(59)73)46(74)64-44(34(8)9)51(79)65-45(35(10)11)52(80)68-57(15,16)55(83)70-26-20-22-42(70)50(78)62-39(28-32(4)5)47(75)61-40(29-33(6)7)48(76)67-56(13,14)54(82)69-25-19-21-41(69)49(77)60-37(30-71)27-31(2)3/h31-35,37-42,44-45,71H,18-30H2,1-17H3,(H2,59,73)(H,60,77)(H,61,75)(H,62,78)(H,63,81)(H,64,74)(H,65,79)(H,66,72)(H,67,76)(H,68,80)	UYRWXELHDAUNNB-UHFFFAOYSA-N	1174.768931			MMDBc0019227
BASm0016569	Syringolin B	Syringolin B is a macrolactam compound belonging to the class of proteasome inhibitors. Its chemical structure features a complex arrangement of cyclic and linear components that contribute to its interaction with the proteasome, a crucial cellular machinery for protein degradation. Research has demonstrated that syringolin B serves as a scaffold for the development of selective or dual proteasome subunit inhibitors, with structure-activity relationship studies revealing that modifications at the 3-position of its macrolactam moiety can enhance subunit selectivity (PMID:38704960). The substrate mimicry model for syringolins has been validated, as certain analogs exhibit significantly higher inhibitory activity against the proteasome compared to the methyl ester of syringolin B (PMID:26296913). The total syntheses of syringolin B and related syrbactin molecules have facilitated the creation of hybrid derivatives, further expanding the chemical diversity of this class (PMID:22870914). Additionally, the genetic engineering and heterologous expression of the syringolin biosynthetic gene cluster from Pseudomonas syringae have provided insights into the enzymatic processes involved in its biosynthesis (PMID:22851214). Overall, syringolin B is a key compound in the study of proteasome inhibition and secondary metabolite biosynthesis.		Expected Solid	[H]\C1=C([H])\C(O)=NCCCCC(N=C(O)C(N=C(O)NC(C(C)C)C(O)=O)C(C)C)C(O)=NC1C(C)C	C24H41N5O6	InChI=1S/C24H41N5O6/c1-13(2)16-10-11-18(30)25-12-8-7-9-17(21(31)26-16)27-22(32)19(14(3)4)28-24(35)29-20(15(5)6)23(33)34/h10-11,13-17,19-20H,7-9,12H2,1-6H3,(H,25,30)(H,26,31)(H,27,32)(H,33,34)(H2,28,29,35)/b11-10-	AIMDTYKFJMYVNG-KHPPLWFESA-N	495.3056841			MMDBc0019234
BASm0016570	Aculeatusquinone A	Aculeatusquinone A is a quinone derivative belonging to the class of natural products. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	CC1=CC(O)=C(C)C(OC2=C(C)C(=O)C(O)=C(C)C2=O)=C1	C16H16O5	InChI=1S/C16H16O5/c1-7-5-11(17)8(2)12(6-7)21-16-10(4)14(19)13(18)9(3)15(16)20/h5-6,17-18H,1-4H3	UYEYZGKXIGOAJX-UHFFFAOYSA-N	288.0997736			MMDBc0019236
BASm0016571	Neomarinone	Neomarinone is a meroterpenoid, a chemical class that encompasses compounds derived from both terpenes and non-terpene precursors. Its chemical structure features a complex arrangement of cyclic and acyclic components, indicative of its marine origin and biosynthetic pathways. Neomarinone has been isolated from the marine actinomycete Streptomyces aculeoletus, where it was identified alongside the novel metabolite madeirone, showcasing its potential as an antibiofilm and antifouling agent (PMID:39119516). The extraction process involved silica flash chromatography and preparative HPLC, leading to the isolation of neomarinone and its characterization (PMID:39119516). In addition to its structural elucidation, neomarinone has demonstrated significant biological activity, exhibiting up to 41% inhibition of biofilm formation against Pseudomonas species (PMID:39119516). The total synthesis of neomarinone has been achieved, confirming its stereochemistry and providing insights into its synthetic pathways (PMID:19053110). Furthermore, preliminary investigations into its biosynthesis suggest a complex metabolic route, reflecting its unique status as a rare marine-derived compound (PMID:15726291). Overall, neomarinone represents a fascinating subject of study within marine natural products chemistry.		Expected Solid	[H]\C(C[C@@]1(C)C2=C(O)C=C3C(=O)C(=O)C(C)=C(O)C3=C2O[C@]1([H])C)=C(/C)C1(C)CCCC1([H])C	C26H32O5	InChI=1S/C26H32O5/c1-13-8-7-10-25(13,5)14(2)9-11-26(6)16(4)31-24-19-17(12-18(27)20(24)26)23(30)22(29)15(3)21(19)28/h9,12-13,16,27-28H,7-8,10-11H2,1-6H3/b14-9-/t13?,16-,25?,26-/m1/s1	GLYMAVAIGBFVIQ-JWKJSACTSA-N	424.2249741			MMDBc0019264
BASm0016572	Fusaprolifin B	Fusaprolifin B is a member of the class of metabolites known as polyketides. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C1=C(C)/[C@@]2([H])CCC(=C)[C@@]([H])(CC\C(C)=C([H])\C[C@]3(C)C(=O)C(O)=C([C@]([H])(C)COC(C)=O)[C@@]3([H])C1)O2	C27H38O5	InChI=1S/C27H38O5/c1-16-7-11-22-18(3)9-12-23(32-22)17(2)8-10-21-24(19(4)15-31-20(5)28)25(29)26(30)27(21,6)14-13-16/h8,13,19,21-23,29H,3,7,9-12,14-15H2,1-2,4-6H3/b16-13+,17-8+/t19-,21-,22-,23-,27+/m1/s1	APCDRCIHROIXMD-PWKGQRALSA-N	442.2719243			MMDBc0019265
BASm0016573	LI-F05b	LI-F05b is a metabolite belonging to the class of antimicrobial peptides (AMPs). Its chemical structure is characterized by a sequence of amino acids that confer its antimicrobial properties, allowing it to interact with bacterial membranes and disrupt their integrity. LI-F05b is part of a larger group of LI-F-type AMPs, which includes LI-F03a, LI-F03b, LI-F04a, and LI-F04b, all isolated from the bacterium Paenibacillus polymyxa JSA-9 (PMID:28650559). These peptides are involved in various biochemical pathways, particularly in the innate immune response, where they play a critical role in defending against microbial infections. The mechanisms of action often include the formation of pores in bacterial membranes, leading to cell lysis, as well as modulating immune responses by interacting with host cells. The study of LI-F05b and its related peptides contributes to the understanding of natural antimicrobial agents and their potential applications in developing new therapeutic strategies against resistant bacterial strains.		Expected Solid	[H]C(O)(CCCCCCCCCCCCNC(N)=N)CC(O)=N[C@]1([H])C(O)=N[C@]([H])(C(C)C)C(O)=N[C@]([H])(C(O)=N[C@@]([H])(C(O)=N[C@]([H])(CCC(O)=N)C(O)=N[C@]([H])(C)C(=O)O[C@]1([H])C)[C@@]([H])(C)O)[C@@]([H])(C)CC	C43H78N10O11	InChI=1S/C43H78N10O11/c1-8-25(4)34-39(60)53-35(27(6)54)40(61)49-30(20-21-31(44)56)37(58)48-26(5)42(63)64-28(7)36(41(62)51-33(24(2)3)38(59)52-34)50-32(57)23-29(55)19-17-15-13-11-9-10-12-14-16-18-22-47-43(45)46/h24-30,33-36,54-55H,8-23H2,1-7H3,(H2,44,56)(H,48,58)(H,49,61)(H,50,57)(H,51,62)(H,52,59)(H,53,60)(H4,45,46,47)/t25-,26+,27+,28+,29?,30+,33+,34-,35+,36-/m0/s1	GKWWTPHJRROIAZ-LCACSMQISA-N	910.5851534			MMDBc0019268
BASm0016574	1beta,7beta-Dihydroxydehydroabietic acid	1beta,7beta-Dihydroxydehydroabietic acid is a diterpenoid compound belonging to the class of abietane-type compounds. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]1(O)C[C@@]2([H])[C@@](C)(CC[C@@]([H])(O)[C@]2(C)C2=C1C=C(C=C2)C(C)C)C(O)=O	C20H28O4	InChI=1S/C20H28O4/c1-11(2)12-5-6-14-13(9-12)15(21)10-16-19(3,18(23)24)8-7-17(22)20(14,16)4/h5-6,9,11,15-17,21-22H,7-8,10H2,1-4H3,(H,23,24)/t15-,16-,17+,19+,20+/m0/s1	VBGYFFVTLRYZMI-OCBLOMHFSA-N	332.1987594			MMDBc0019271
BASm0016575	Flavidulol D	Flavidulol D is found in mushrooms. Flavidulol D is a constituent of Lactarius flavidulus.		Solid	CCCCCCCCCCCCCCCCCC(=O)OC1=CC=C(OC)C2=C1C\C(C)=C/CC\C(C)=C/C2	C35H56O3	InChI=1S/C35H56O3/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23-35(36)38-34-27-26-33(37-4)31-25-24-29(2)21-20-22-30(3)28-32(31)34/h22,24,26-27H,5-21,23,25,28H2,1-4H3/b29-24-,30-22-	KEQNDOBNCIQHAL-QFMQDTALSA-N	524.4229457			MMDBc0019272
BASm0016576	Nigrosporapyrone D			Expected Solid	COC1=CC(=O)OC(=C1)C(C)=O	C8H8O4	InChI=1S/C8H8O4/c1-5(9)7-3-6(11-2)4-8(10)12-7/h3-4H,1-2H3	MELHVRFNTXYFMN-UHFFFAOYSA-N	168.0422587			MMDBc0019287
BASm0016577	Berninamycin D			Expected Solid	[H]\C(C)=C1\N=C(O)[C@@]([H])(N=C(O)C2=CSC(=N2)C2=C(N=C(C=C2)C(N)=O)C2=COC(=N2)C(=C)N=C(O)C(=C)N=C(O)C2=C(C)OC(=N2)C(=C)N=C(O)[C@@]([H])(N=C(O)C(=C)N=C(O)C2=C(C)OC1=N2)C(C)(C)O)[C@@]([H])(C)O	C45H45N13O13S	InChI=1S/C45H45N13O13S/c1-11-24-43-57-30(22(8)71-43)39(66)48-17(3)35(62)58-32(45(9,10)68)40(67)50-19(5)42-56-29(21(7)70-42)38(65)47-16(2)34(61)49-18(4)41-53-26(14-69-41)31-23(12-13-25(51-31)33(46)60)44-54-27(15-72-44)36(63)55-28(20(6)59)37(64)52-24/h11-15,20,28,32,59,68H,2-5H2,1,6-10H3,(H2,46,60)(H,47,65)(H,48,66)(H,49,61)(H,50,67)(H,52,64)(H,55,63)(H,58,62)/b24-11-/t20-,28+,32-/m1/s1	ACYFBJUVNSGWDG-QGQKNWORSA-N	1007.29805			MMDBc0019288
BASm0016578	GGL 2	GGL 2 is a metabolite classified within the chemical class of organic compounds. There is limited literature available on GGL 2, indicating that further research is needed to fully understand its properties and biological significance.		Expected Solid	[H]C(C)(CC)CCCCCCCCCCCOCC([H])(O)CO[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(OC2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@]1([H])O	C30H58O13	InChI=1S/C30H58O13/c1-3-19(2)13-11-9-7-5-4-6-8-10-12-14-39-17-20(33)18-40-29-27(38)28(24(35)22(16-32)41-29)43-30-26(37)25(36)23(34)21(15-31)42-30/h19-38H,3-18H2,1-2H3/t19?,20?,21-,22-,23-,24-,25+,26-,27+,28+,29+,30?/m1/s1	WGDZUOQBJOPXNR-KOJPYYDISA-N	626.3877419			MMDBc0019291
BASm0016579	(1S,2R)-3-oxo-2-pentylcyclopentane-1-octanoic acid methyl ester	(1S,2R)-3-oxo-2-pentylcyclopentane-1-octanoic acid methyl ester is a cyclopentane derivative belonging to the class of fatty acid esters. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	[H][C@]1(CCCCCCCC(=O)OC)CCC(=O)[C@]1([H])CCCCC	C19H34O3	InChI=1S/C19H34O3/c1-3-4-8-12-17-16(14-15-18(17)20)11-9-6-5-7-10-13-19(21)22-2/h16-17H,3-15H2,1-2H3/t16-,17+/m0/s1	BUIQBWUKJHFEOQ-DLBZAZTESA-N	310.250795			MMDBc0019298
BASm0016580	Lucidenic acid C			Expected Solid	[H]C(C)(CCC(O)=O)[C@]1([H])CC(=O)[C@@]2(C)C3=C([C@@]([H])(O)C[C@]12C)[C@@]1(C)CC[C@]([H])(O)C(C)(C)C1([H])C[C@]3([H])O	C27H42O6	InChI=1S/C27H42O6/c1-14(7-8-21(32)33)15-11-20(31)27(6)23-16(28)12-18-24(2,3)19(30)9-10-25(18,4)22(23)17(29)13-26(15,27)5/h14-19,28-30H,7-13H2,1-6H3,(H,32,33)/t14?,15-,16-,17-,18?,19-,25-,26+,27-/m0/s1	WYUGOKWLBXFMGU-CGAVQWHESA-N	462.2981391			MMDBc0019300
BASm0016581	Dihydrobotrydial	Dihydrobotrydial is a secondary metabolite belonging to the class of botryane ethers. Its chemical structure features a complex arrangement of carbon atoms, including multiple hydroxyl groups, which contribute to its biological activity. Dihydrobotrydial is primarily produced by certain fungi, such as those in the genus Hypocrea and Hymenoscyphus, and is associated with the production of phytotoxic metabolites like botrydial. The pathways involved in its biosynthesis include intricate enzymatic reactions that lead to the formation of these toxic compounds, which have been shown to affect spore viability and plant health. For instance, studies have demonstrated that the concentration of dihydrobotrydial can be influenced by external factors such as curcumin levels, which reduce its production alongside that of botrydial (PMID:33803254). Analytical techniques like thin-layer chromatography and mass spectrometry have been employed to evaluate its production (PMID:29147762). Additionally, its structure has been characterized using various spectroscopic methods (PMID:19160818). Dihydrobotrydial's potential applications in pharmacology, particularly in antiplasmodial and cytotoxicity testing, highlight its relevance in natural product research (PMID:9309875).		Expected Solid	[H][C@]12[C@]([H])(C[C@@]([H])(C)[C@]3([H])[C@@]([H])(O)OC[C@@](C)(CC1(C)C)[C@]23O)OC(C)=O	C17H28O5	InChI=1S/C17H28O5/c1-9-6-11(22-10(2)18)13-15(3,4)7-16(5)8-21-14(19)12(9)17(13,16)20/h9,11-14,19-20H,6-8H2,1-5H3/t9-,11+,12-,13+,14+,16-,17-/m1/s1	QUGYVDURDBEQRB-CJNHKLDISA-N	312.193674			MMDBc0019322
BASm0016582	Sansalvamide			Expected Solid	[H][C@@]1(CC(C)C)OC(=O)[C@]([H])(CC(C)C)N=C(O)[C@]([H])(CC2=CC=CC=C2)N=C(O)[C@]([H])(CC(C)C)N=C(O)[C@@]([H])(N=C1O)C(C)C	C32H50N4O6	InChI=1S/C32H50N4O6/c1-18(2)14-23-28(37)33-24(17-22-12-10-9-11-13-22)29(38)35-25(15-19(3)4)32(41)42-26(16-20(5)6)30(39)36-27(21(7)8)31(40)34-23/h9-13,18-21,23-27H,14-17H2,1-8H3,(H,33,37)(H,34,40)(H,35,38)(H,36,39)/t23-,24-,25-,26-,27-/m0/s1	YIRQWXGQCMAHIW-IRGGMKSGSA-N	586.3730353			MMDBc0019324
BASm0016583	Penostatin E	Penostatin E is a polyketide, a class of natural products characterized by their complex structures and diverse biological activities. Its chemical structure features a unique arrangement of carbon chains and functional groups that contribute to its reactivity and potential interactions within biological pathways. The enantioselective total synthesis of penostatin E has been achieved, showcasing a late-stage introduction of the side chain through a base-promoted elimination reaction, which highlights the compound's intricate synthetic accessibility (PMID:25075759). While the specific biological significance of penostatin E remains to be fully elucidated, compounds in the polyketide class are often involved in various cellular processes, including modulation of signaling pathways and interactions with enzymes or receptors. This positions penostatin E as a compound of interest for further exploration in medicinal chemistry and pharmacology, potentially leading to insights into its biological roles and therapeutic applications.		Expected Solid	[H]C(C(O)CCCCCCC)=C([H])C(\C)=C(\[H])C1C2CC=CC2=CC(=O)C1O	C22H32O3	InChI=1S/C22H32O3/c1-3-4-5-6-7-10-18(23)13-12-16(2)14-20-19-11-8-9-17(19)15-21(24)22(20)25/h8-9,12-15,18-20,22-23,25H,3-7,10-11H2,1-2H3/b13-12+,16-14-	COBSXLQCUDCOES-LIACPWMRSA-N	344.2351449			MMDBc0019325
BASm0016584	Volemolide			Expected Solid	[H]\C(=C(\[H])[C@@]([H])(C)[C@@]1([H])CC[C@@]2([H])C3=CC(=O)O[C@]3(CC[C@]12C)OC)[C@]([H])(C)C(C)C	C22H34O3	InChI=1S/C22H34O3/c1-14(2)15(3)7-8-16(4)17-9-10-18-19-13-20(23)25-22(19,24-6)12-11-21(17,18)5/h7-8,13-18H,9-12H2,1-6H3/b8-7+/t15-,16+,17+,18-,21+,22-/m0/s1	FCFUSYHGZLEMJM-IIVOHCRVSA-N	346.250795			MMDBc0019342
BASm0016585	Bafilomycin A1	Bafilomycin A1 is a macrolide antibiotic belonging to the class of v-ATPase inhibitors. Its chemical structure features a complex polyene backbone with multiple hydroxyl and methoxy groups, contributing to its biological activity. Bafilomycin A1 primarily functions by inhibiting the vacuolar ATPase (v-ATPase), which is crucial for acidifying intracellular compartments, including lysosomes. This inhibition disrupts autophagic processes, as evidenced by studies showing that Bafilomycin A1 enhances the pro-apoptotic activity of chemotherapeutic agents like CPX by blocking autophagy in K562 cells (PMID:41049452). Additionally, it has been shown to reverse cisplatin resistance by affecting autophagy-related markers (PMID:41049434). The compound also influences exocytotic mechanisms in a calcium-dependent manner (PMID:41015092) and prevents degradation of c-MYC when combined with other agents (PMID:41014667). Its role in late-stage autophagy inhibition is further supported by the accumulation of specific autophagy markers (PMID:40964235). Furthermore, Bafilomycin A1 has implications in lysosomal degradation pathways, as indicated by its inhibitory effects on Tau degradation (PMID:40963907) and its role in restricting viral replication (PMID:40920489).		Expected Solid	[H]\C1=C(\[H])/C(/[H])=C(C)/CC(C)C(O)C(C)\C([H])=C(/C)\C(\[H])=C(OC)\C(=O)OC(C(C)C(O)C(C)C2(O)CC(O)C(C)C(O2)C(C)C)C1OC	C35H58O9	InChI=1S/C35H58O9/c1-19(2)32-24(7)27(36)18-35(40,44-32)26(9)31(38)25(8)33-28(41-10)14-12-13-20(3)15-22(5)30(37)23(6)16-21(4)17-29(42-11)34(39)43-33/h12-14,16-17,19,22-28,30-33,36-38,40H,15,18H2,1-11H3/b14-12+,20-13+,21-16+,29-17-	XDHNQDDQEHDUTM-YJSQNSDISA-N	622.4080834			MMDBc0019344
BASm0016586	11-hexadecenoic acid	UL			CCCC\C=C/CCCCCCCCCC(O)=O	C16H30O2	InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h5-6H,2-4,7-15H2,1H3,(H,17,18)/b6-5-	JGMYDQCXGIMHLL-WAYWQWQTSA-N	254.2245802			MMDBc0019368
BASm0016587	1-Hydroxyyanuthone C	1-Hydroxyyanuthone C is a flavonoid metabolite. There is little literature available on this compound, indicating that research on 1-Hydroxyyanuthone C is limited and further studies may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC12O[C@]1([H])[C@]([H])(OC(C)=O)C(CO)=CC2=O)=C(\C)CO	C24H34O6	InChI=1S/C24H34O6/c1-16(8-6-10-18(3)14-25)7-5-9-17(2)11-12-24-21(28)13-20(15-26)22(23(24)30-24)29-19(4)27/h7,10-11,13,22-23,25-26H,5-6,8-9,12,14-15H2,1-4H3/b16-7+,17-11+,18-10+/t22-,23-,24?/m1/s1	AUXUIWMAFZEZRF-GDKWXELFSA-N	418.2355388			MMDBc0019369
BASm0016588	Pneumocandin A4	Pneumocandin A4 is a lipopeptide antibiotic. There is limited literature available on this metabolite, indicating a need for further research to better understand its properties and potential applications.		Expected Solid	[H][C@](C)(CC)C[C@]([H])(C)CCCCCCCCC(O)=N[C@]1([H])CCCN=C(O)[C@@]2([H])N(C[C@]([H])(C)[C@]2([H])O)C(=O)[C@@]([H])(N=C(O)[C@]([H])(CCC2=CC=C(O)C=C2)N=C(O)[C@]2([H])C[C@@]([H])(O)CN2C(=O)[C@@]([H])(N=C1O)[C@@]([H])(C)O)[C@]([H])(O)CC(O)=N	C51H82N8O13	InChI=1S/C51H82N8O13/c1-6-29(2)24-30(3)14-11-9-7-8-10-12-16-41(65)54-36-15-13-23-53-49(70)44-45(66)31(4)27-59(44)51(72)43(39(63)26-40(52)64)57-47(68)37(22-19-33-17-20-34(61)21-18-33)55-48(69)38-25-35(62)28-58(38)50(71)42(32(5)60)56-46(36)67/h17-18,20-21,29-32,35-39,42-45,60-63,66H,6-16,19,22-28H2,1-5H3,(H2,52,64)(H,53,70)(H,54,65)(H,55,69)(H,56,67)(H,57,68)/t29-,30+,31-,32+,35+,36+,37-,38-,39+,42-,43-,44-,45-/m0/s1	XYZCJMODJVDCJD-YIYGVBKCSA-N	1014.600135			MMDBc0019374
BASm0016589	(1S,2S)-3-oxo-2-(2Z-pentenyl)cyclopentane-1-octanoic acid	(1S,2S)-3-oxo-2-(2Z-pentenyl)cyclopentane-1-octanoic acid is a cyclopentanone derivative and belongs to the class of fatty acid metabolites. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	CC\C=C/C[C@H]1[C@@H](CCCCCCCC(O)=O)CCC1=O	C18H30O3	InChI=1S/C18H30O3/c1-2-3-7-11-16-15(13-14-17(16)19)10-8-5-4-6-9-12-18(20)21/h3,7,15-16H,2,4-6,8-14H2,1H3,(H,20,21)/b7-3-/t15-,16-/m0/s1	BZXZFDKIRZBJEP-JMTMCXQRSA-N	294.2194948			MMDBc0019396
BASm0016590	Kipukasin C	Kipukasin C is a flavonoid, a class of compounds known for their antioxidant properties. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	[H][C@]1(CO)O[C@@]([H])(N2C=CC(O)=NC2=O)[C@]([H])(OC(C)=O)[C@]1([H])OC(=O)C1=C(O)C=C(OC)C=C1C	C20H22N2O10	InChI=1S/C20H22N2O10/c1-9-6-11(29-3)7-12(25)15(9)19(27)32-16-13(8-23)31-18(17(16)30-10(2)24)22-5-4-14(26)21-20(22)28/h4-7,13,16-18,23,25H,8H2,1-3H3,(H,21,26,28)/t13-,16-,17-,18-/m1/s1	HAQMHDBEEOMBGX-BNEJOLLZSA-N	450.1274449			MMDBc0019397
BASm0016591	3,3'-bis-indolyl(phenyl)methane	3,3'-bis-indolyl(phenyl)methane is a bis-indole derivative classified within the chemical class of indole compounds. Its structure features two indole rings linked to a phenyl group via a methylene bridge, contributing to its unique physicochemical properties. The compound has been studied for its ability to form large molecular self-aggregates in aqueous solutions, which can disaggregate in the presence of γ-cyclodextrin through inclusion complexation, as noted in previous studies (PMID:40400494). This self-aggregation behavior may influence its solubility and bioavailability, potentially affecting its interactions within biological systems. While the compound's specific biological pathways are not the focus here, it is known to participate in various cellular processes, including modulation of signaling pathways and interactions with cellular receptors. The unique structural features and aggregation properties of 3,3'-bis-indolyl(phenyl)methane make it a compound of interest in both chemical and biological research contexts.		Expected Solid	N1C=C(C(C2=CNC3=CC=CC=C23)C2=CC=CC=C2)C2=CC=CC=C12	C23H18N2	InChI=1S/C23H18N2/c1-2-8-16(9-3-1)23(19-14-24-21-12-6-4-10-17(19)21)20-15-25-22-13-7-5-11-18(20)22/h1-15,23-25H	PHXLXBRHTYYWJW-UHFFFAOYSA-N	322.1469986			MMDBc0019398
BASm0016592	Cyclo(Ala-Ile)	Cyclo(Ala-Ile) is a diketopiperazine (DKP), a class of cyclic dipeptides characterized by a unique chemical structure formed from the condensation of two amino acids, in this case, alanine and isoleucine. Its cyclic nature contributes to its stability and bioactivity. Cyclo(Ala-Ile) has been isolated from microbial sources and exhibits notable pharmacological properties. It has been shown to possess low cytotoxicity while effectively inhibiting the cytopathic effects induced by influenza A virus (IAV) strains H1N1 and H3N2 in MDCK cells (PMID:29309861). Additionally, cyclo(Ala-Ile) significantly mitigates IAV-induced platelet activation and lung inflammation in murine models, suggesting its potential as an antiviral and anticoagulant agent (PMID:29309861). The mechanisms underlying these effects involve the regulation of the CD41/PI3K/AKT signaling pathway, which plays a crucial role in cellular responses to viral infections and inflammatory processes (PMID:29309861). This highlights the compound's relevance in therapeutic strategies against viral infections and inflammation, showcasing the intersection of chemistry and biology in its functional applications.		Expected Solid	[H][C@](C)(CC)[C@]1([H])N=C(O)[C@]([H])(C)N=C1O	C9H16N2O2	InChI=1S/C9H16N2O2/c1-4-5(2)7-9(13)10-6(3)8(12)11-7/h5-7H,4H2,1-3H3,(H,10,13)(H,11,12)/t5-,6-,7-/m0/s1	JDRIJDPCYNFZIT-ACZMJKKPSA-N	184.1211778			MMDBc0019407
BASm0016593	6-Deoxy-8,17-dihydroxyerythronolide B	6-Deoxy-8,17-dihydroxyerythronolide B is a macrolide antibiotic. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(C)CC(O)(CO)C(=O)[C@]([H])(C)[C@@]([H])(O)[C@@]([H])(C)[C@@]([H])(CC)OC(=O)[C@]([H])(C)[C@@]([H])(O)[C@]([H])(C)[C@@]1([H])O	C21H38O8	InChI=1S/C21H38O8/c1-7-15-11(3)17(24)13(5)19(26)21(28,9-22)8-10(2)16(23)12(4)18(25)14(6)20(27)29-15/h10-18,22-25,28H,7-9H2,1-6H3/t10-,11-,12+,13+,14+,15+,16-,17-,18-,21?/m0/s1	PREIDDIPLSAKJR-CFWJUOAESA-N	418.2566682			MMDBc0019411
BASm0016594	Norbotrydialone acetate	Norbotrydialone acetate is a synthetic compound belonging to the class of steroids. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12C3=C(C(=O)O[C@]3(C)CC1(C)C)[C@]([H])(C)C[C@]2([H])OC(C)=O	C16H22O4	InChI=1S/C16H22O4/c1-8-6-10(19-9(2)17)12-13-11(8)14(18)20-16(13,5)7-15(12,3)4/h8,10,12H,6-7H2,1-5H3/t8-,10+,12-,16-/m1/s1	OMZUEHMZFLBHNI-PCKWUFTNSA-N	278.1518092			MMDBc0019419
BASm0016595	1′,2′-epoxy-3′,4′-didehydro-penicillide	1′,2′-epoxy-3′,4′-didehydro-penicillide is a member of the penicillin class of antibiotics. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(O[C@]1([H])C1=C(OC)C2=C(OC3=C(COC2=O)C=C(C)C=C3O)C=C1)C(C)=C	C21H20O6	InChI=1S/C21H20O6/c1-10(2)17-20(27-17)13-5-6-15-16(19(13)24-4)21(23)25-9-12-7-11(3)8-14(22)18(12)26-15/h5-8,17,20,22H,1,9H2,2-4H3/t17-,20-/m1/s1	BLJNAQWNZHOUNA-YLJYHZDGSA-N	368.1259884			MMDBc0019429
BASm0016596	Isochaetoglobosin J	Isochaetoglobosin J is a member of the class of natural products known as alkaloids. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(CC2=CNC3=CC=CC=C23)N=C(O)[C@@]23C(=O)CCC(=O)C(=O)C(C)=C[C@@]([H])(C)CC=C[C@@]2([H])C=C(C)[C@@]([H])(C)[C@@]13[H]	C32H36N2O4	InChI=1S/C32H36N2O4/c1-18-8-7-9-23-15-19(2)21(4)29-26(16-22-17-33-25-11-6-5-10-24(22)25)34-31(38)32(23,29)28(36)13-12-27(35)30(37)20(3)14-18/h5-7,9-11,14-15,17-18,21,23,26,29,33H,8,12-13,16H2,1-4H3,(H,34,38)/t18-,21+,23-,26-,29-,32+/m0/s1	DWPNLDBISFNQGI-NJHZBBGFSA-N	512.2675076			MMDBc0019450
BASm0016597	Hypomurocin B-3b			Expected Solid	CCC(C)(N=C(O)C(CCC(O)=N)N=C(O)C(C)(C)N=C(O)C(CC(C)C)N=C(O)C(C)N=C(O)C(CO)N=C(O)C(C)(C)N=C(C)O)C(O)=NC(C(C)C)C(O)=NC(C)(C)C(O)=NCC(O)=NC(C)(C)C(O)=NC(C)(C)C(=O)N1CCCC1C(O)=NC(CC(C)C)C(O)=NC(C)(C)C(O)=NC(C)(C)C(O)=NC(CCC(O)=N)C(O)=NC(CO)C(C)C	C80H140N20O22	InChI=1S/C80H140N20O22/c1-27-80(26,97-60(110)47(31-33-54(82)105)89-67(117)75(16,17)94-61(111)48(35-40(2)3)85-57(107)44(10)84-59(109)51(39-102)90-66(116)74(14,15)92-45(11)103)71(121)91-56(43(8)9)64(114)96-73(12,13)65(115)83-37-55(106)93-77(20,21)69(119)99-79(24,25)72(122)100-34-28-29-52(100)63(113)86-49(36-41(4)5)62(112)95-78(22,23)70(120)98-76(18,19)68(118)88-46(30-32-53(81)104)58(108)87-50(38-101)42(6)7/h40-44,46-52,56,101-102H,27-39H2,1-26H3,(H2,81,104)(H2,82,105)(H,83,115)(H,84,109)(H,85,107)(H,86,113)(H,87,108)(H,88,118)(H,89,117)(H,90,116)(H,91,121)(H,92,103)(H,93,106)(H,94,111)(H,95,112)(H,96,114)(H,97,110)(H,98,120)(H,99,119)	AGXWFKNWQFBFLQ-UHFFFAOYSA-N	1733.045106			MMDBc0019454
BASm0016598	Quinadoline B			Expected Solid	[H][C@@]12CCCN1[C@]1([H])N(C2=O)C2=CC=CC=C2[C@]11C[C@]2([H])N3C(=O)C4=CC=CC=C4N=C3[C@@]1([H])N=C2O	C25H21N5O3	InChI=1S/C25H21N5O3/c31-21-18-12-25(19(27-21)20-26-15-8-3-1-6-13(15)22(32)29(18)20)14-7-2-4-9-16(14)30-23(33)17-10-5-11-28(17)24(25)30/h1-4,6-9,17-19,24H,5,10-12H2,(H,27,31)/t17-,18-,19+,24+,25-/m0/s1	GACSRZKCZGCRJX-DMTGPLMPSA-N	439.1644396			MMDBc0019456
BASm0016599	Lactariamide B			Expected Solid	[H]C(CC\C([H])=C(/C)CCCCCCCCC)=C([H])[C@@]([H])(O)[C@]([H])(CO)N=C(O)[C@]([H])(O)CCCCCCCCCCCCCCCC	C37H71NO4	InChI=1S/C37H71NO4/c1-4-6-8-10-12-13-14-15-16-17-18-20-22-26-31-36(41)37(42)38-34(32-39)35(40)30-27-23-25-29-33(3)28-24-21-19-11-9-7-5-2/h27,29-30,34-36,39-41H,4-26,28,31-32H2,1-3H3,(H,38,42)/b30-27+,33-29+/t34-,35+,36+/m0/s1	SFUUTBQJLKKRBN-ZLUXHSFOSA-N	593.5383098			MMDBc0019459
BASm0016600	SB 253518	SB 253518 is a metabolite belonging to the class of small molecules. There is limited literature available regarding this metabolite, indicating a gap in research and understanding of its biological implications and effects.		Expected Solid	[H]C(CCCCCCCCCCC)=C([H])[C@@]([H])(CC(O)=NC(=O)C(\[H])=C1\OC(=O)N2CCC[C@]12[H])O[C@]1([H])O[C@@]([H])(C)[C@]([H])(O)[C@@]([H])(O)[C@@]1([H])O	C30H48N2O9	InChI=1S/C30H48N2O9/c1-3-4-5-6-7-8-9-10-11-12-13-15-21(40-29-28(37)27(36)26(35)20(2)39-29)18-24(33)31-25(34)19-23-22-16-14-17-32(22)30(38)41-23/h13,15,19-22,26-29,35-37H,3-12,14,16-18H2,1-2H3,(H,31,33,34)/b15-13+,23-19+/t20-,21-,22+,26-,27+,28+,29-/m0/s1	LVTDKRIMXLJUAE-JTQWKVPKSA-N	580.3359811			MMDBc0019466
BASm0016601	1,4-diacetoxypalitantin	1,4-diacetoxypalitantin is a member of the class of organic compounds known as acetates. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H]C(CCC)=C([H])C([H])=C([H])[C@]1([H])C[C@@]([H])(O)[C@@]([H])(OC(C)=O)C(=O)[C@@]1([H])COC(C)=O	C18H26O6	InChI=1S/C18H26O6/c1-4-5-6-7-8-9-14-10-16(21)18(24-13(3)20)17(22)15(14)11-23-12(2)19/h6-9,14-16,18,21H,4-5,10-11H2,1-3H3/b7-6+,9-8+/t14-,15+,16-,18-/m1/s1	RFSDHLTWOBLSFU-OQBXEDPBSA-N	338.1729386			MMDBc0019473
BASm0016602	Fumiquinazoline F	Fumiquinazoline F is a peptidyl alkaloid belonging to the chemical class of nonribosomal peptides. Its chemical structure features an indole side chain that is intricately linked to an alaninyl or aminoisobutyryl unit through nonribosomal peptide synthetase (NRPS) enzymes, which facilitate its biosynthesis via a series of condensation reactions (PMID:21591693). This compound exhibits notable bioactivity, demonstrating efficacy against hormone-dependent epithelial MCF-7 and hormone-resistant triple-negative MDA-MB-231 breast cancer cells, with IC50 values of 48 μM and 54.1 μM, respectively (PMID:40806710). In MDA-MB-231 cells treated with fumiquinazoline F, fluctuations in proteins associated with epithelial-mesenchymal transition (EMT), such as E-cadherin and vimentin, lead to reduced cell migration and adhesion (PMID:40806710). The biosynthetic pathway of fumiquinazoline F involves the enzyme FqzB, a flavin monooxygenase (FMO) that catalyzes its epoxidation and exhibits broad substrate specificity, accepting various substrates including tryprostatins (PMID:33332106). This pathway also intersects with the fumitremorgin biosynthetic route, contributing to the formation of spirotryprostatin A (PMID:33332106).		Expected Solid	[H][C@@]1(C)N=C(O)[C@@]([H])(CC2=CNC3=CC=CC=C23)N2C(=O)C3=CC=CC=C3N=C12	C21H18N4O2	InChI=1S/C21H18N4O2/c1-12-19-24-17-9-5-3-7-15(17)21(27)25(19)18(20(26)23-12)10-13-11-22-16-8-4-2-6-14(13)16/h2-9,11-12,18,22H,10H2,1H3,(H,23,26)/t12-,18+/m0/s1	SUVZUTHVKIBYOH-KPZWWZAWSA-N	358.1429758			MMDBc0019494
BASm0016603	Amidepsine E			Expected Solid	COC1=CC(C)=C(C(=O)OC2=CC(C)=C(C(=O)OC3=CC(C)=C(C(=O)NC(C)C(O)=O)C(O)=C3)C(OC)=C2)C(OC)=C1	C30H31NO11	InChI=1S/C30H31NO11/c1-14-9-19(11-21(32)24(14)27(33)31-17(4)28(34)35)41-29(36)26-16(3)10-20(13-23(26)40-7)42-30(37)25-15(2)8-18(38-5)12-22(25)39-6/h8-13,17,32H,1-7H3,(H,31,33)(H,34,35)	WPXATJMWMPFBJS-UHFFFAOYSA-N	581.1897108			MMDBc0019496
BASm0016604	Andrastin D	Andrastin D is a member of the chemical class of natural products known as farnesyltransferase inhibitors, specifically derived from the genus Penicillium. Its chemical structure features a bicyclo[3.3.1]nonane core, which is characteristic of the andrastin family, formed through a radical-based, abiotic rearrangement process that allows for isomerization into various fused ring systems (PMID:33448794). This unique arrangement contributes to its biological activity, particularly its role as a protein farnesyltransferase inhibitor, which is significant in cellular signaling pathways involving protein modification and membrane localization (PMID:9031675). Additionally, Andrastin D is associated with the production of mycotoxins and certain phenol-derived compounds, which further highlights its complex biochemical interactions and potential implications in the ecology of the producing organism, as well as its chemotaxonomic distinction within its fungal section (PMID:33448794). Overall, Andrastin D exemplifies the intricate relationship between chemical structure and biological function in natural products.		Expected Solid	[H][C@]12CC[C@@]3(C)[C@@]([H])(C=C(C)[C@@]4(C)C(O)=C(C)C(=O)[C@@]34C(=O)OC)[C@]1(C)CCC(=O)C2(C)C	C26H36O5	InChI=1S/C26H36O5/c1-14-13-17-23(5)11-10-18(27)22(3,4)16(23)9-12-24(17,6)26(21(30)31-8)20(29)15(2)19(28)25(14,26)7/h13,16-17,28H,9-12H2,1-8H3/t16-,17+,23-,24+,25+,26-/m1/s1	SMUNNMAWNRFDPB-UWWAQUNASA-N	428.2562743			MMDBc0019498
BASm0016605	Gibepyrone A	Gibepyrone A is a 2H-pyran-2-one belonging to the chemical class of polyketides. It is produced by the rice pathogenic fungus Fusarium fujikuroi, where it plays a role in various biosynthetic pathways. The biosynthesis of gibepyrone A is primarily facilitated by the polyketide synthase PKS13 (Gpy1), which synthesizes the compound from polyketide precursors, as evidenced by feeding experiments that ruled out a terpenoid origin (PMID:27856636). Following its synthesis, gibepyrone A can undergo oxidation by non-clustering cytochrome P450 monooxygenases, leading to the formation of derivatives such as prolipyrone B (PMID:30200525). Additionally, the production of gibepyrone A is influenced by the Gpy2 protein, which appears to have a minor role in its efflux from the fungal cells (PMID:27856636). The compound has been isolated in small amounts from hexane soluble fractions (PMID:37168123) and can be produced in larger quantities using specific mutant strains of the fungus (PMID:31344458). Overall, gibepyrone A and its derivatives are significant in the metabolic pathways of Fusarium fujikuroi, potentially serving protective functions against toxic metabolites.		Expected Solid	[H]\C(C)=C(\C)C1=CC=C(C)C(=O)O1	C10H12O2	InChI=1S/C10H12O2/c1-4-7(2)9-6-5-8(3)10(11)12-9/h4-6H,1-3H3/b7-4+	FEEGMVBAILJAQO-QPJJXVBHSA-N	164.0837296			MMDBc0019505
BASm0016606	Isochromophilone IX	Isochromophilone IX is a chlorinated azaphilone alkaloid, classified within the broader chemical class of isochromophilones. This compound was isolated from the fermentation products of ACD-5 in brown rice medium, alongside other related metabolites, through bioactivity-guided methods and mass spectrometry analysis (PMID:37206330). The chemical structure of isochromophilone IX features a complex arrangement of aromatic rings and halogen substituents, which contribute to its unique properties and potential bioactivities. In terms of biological pathways, isochromophilone IX may be involved in various metabolic processes, particularly those related to secondary metabolite production in fungi and plants, although specific pathways remain to be fully elucidated. Its structural characteristics and biosynthetic origins suggest it could play roles in ecological interactions, such as defense mechanisms against pathogens or competitors, reflecting the diverse functions of secondary metabolites in nature.		Expected Solid	[H]\C(=C(\[H])C1=CC2=C(Cl)C(=O)[C@](C)(OC(C)=O)C(=O)C2=CN1CCCC(O)=O)\C(\C)=C(/[H])[C@@]([H])(C)CC	C25H30ClNO6	InChI=1S/C25H30ClNO6/c1-6-15(2)12-16(3)9-10-18-13-19-20(14-27(18)11-7-8-21(29)30)23(31)25(5,33-17(4)28)24(32)22(19)26/h9-10,12-15H,6-8,11H2,1-5H3,(H,29,30)/b10-9+,16-12+/t15-,25+/m0/s1	SAMXBYLRDCRTCV-ZPVXUDNESA-N	475.1761654			MMDBc0019521
BASm0016607	Eremoxylarin A	Eremoxylarin A is a sesquiterpene belonging to the eremophilane chemical class. This compound features a complex bicyclic structure characterized by a fused ring system, which contributes to its biological activity. Eremoxylarin A has been shown to exhibit significant antimicrobial properties, particularly against gram-positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA) and vancomycin-resistant Leuconostoc mesenteroides VKPM B-4177 (PMID:27141643). Its efficacy has been evaluated in a murine model of staphylococcal sepsis, highlighting its potential therapeutic applications (PMID:27141643). The unique chemical structure of eremoxylarin A allows for modifications that could lead to the development of less toxic derivatives while preserving its valuable antimicrobial properties (PMID:27141643). The pathways involved in its action may include disruption of bacterial cell wall synthesis and interference with essential metabolic processes, making it a promising candidate for further research in antibiotic development.		Expected Solid	[H]\C(=C(\[H])/C(/C)=C(\[H])C([H])(C)CC([H])(C)CC)C(=O)O[C@]1([H])CC[C@]([H])(C(O)=O)[C@@]2(C)C[C@]([H])(C(=C)C=O)C(=O)C=C12	C28H38O6	InChI=1S/C28H38O6/c1-7-17(2)12-19(4)13-18(3)8-11-26(31)34-25-10-9-22(27(32)33)28(6)15-21(20(5)16-29)24(30)14-23(25)28/h8,11,13-14,16-17,19,21-22,25H,5,7,9-10,12,15H2,1-4,6H3,(H,32,33)/b11-8+,18-13+/t17?,19?,21-,22-,25-,28-/m1/s1	JNXDHAJFIDNOLG-SRZGMPGVSA-N	470.2668389			MMDBc0019538
BASm0016608	((6Z)-Adda3)Nodularin			Expected Solid	[H]C(C)=C1N(C)C(=O)CC[C@@]([H])(N=C(O)[C@@]([H])(C)C([H])(N=C(O)[C@]([H])(CCCNC(N)=N)N=C(O)[C@@]([H])(C)[C@@]([H])(N=C1O)C(O)=O)C([H])=C([H])C(\C)=C(\[H])[C@]([H])(C)[C@]([H])(CC1=CC=CC=C1)OC)C(O)=O	C41H60N8O10	InChI=1S/C41H60N8O10/c1-8-31-38(54)48-34(40(57)58)26(5)36(52)46-29(15-12-20-44-41(42)43)37(53)45-28(25(4)35(51)47-30(39(55)56)18-19-33(50)49(31)6)17-16-23(2)21-24(3)32(59-7)22-27-13-10-9-11-14-27/h8-11,13-14,16-17,21,24-26,28-30,32,34H,12,15,18-20,22H2,1-7H3,(H,45,53)(H,46,52)(H,47,51)(H,48,54)(H,55,56)(H,57,58)(H4,42,43,44)/b17-16+,23-21-,31-8-/t24-,25-,26-,28?,29-,30+,32-,34+/m0/s1	IXBQSRWSVIBXNC-KRVAVUAYSA-N	824.4432402			MMDBc0019548
BASm0016609	Apramide A			Expected Solid	[H][C@@](C)(CCCCC#C)C(=O)N(C)[C@@]([H])(C)C(=O)N(C)[C@@]([H])(C(C)C)C(=O)N1CCC[C@@]1([H])C(=O)N(C)[C@@]([H])(C(C)C)C(=O)N(C)[C@@]([H])(C(C)C)C(=O)N(C)[C@@]([H])(CC1=CC=C(OC)C=C1)C(=O)N(C)CC1=NC=CS1	C52H80N8O8S	InChI=1S/C52H80N8O8S/c1-17-18-19-20-22-36(8)46(61)55(11)37(9)47(62)57(13)45(35(6)7)52(67)60-29-21-23-40(60)49(64)58(14)44(34(4)5)51(66)59(15)43(33(2)3)50(65)56(12)41(31-38-24-26-39(68-16)27-25-38)48(63)54(10)32-42-53-28-30-69-42/h1,24-28,30,33-37,40-41,43-45H,18-23,29,31-32H2,2-16H3/t36-,37+,40+,41+,43+,44+,45+/m1/s1	DFHDGRZCTHONRC-RBFNLMEMSA-N	976.5819827			MMDBc0019560
BASm0016610	Nidulalin B	Nidulalin B is a secondary metabolite belonging to the class of polyketides. Its chemical structure features a complex arrangement of carbon rings and functional groups that contribute to its unique properties. Nidulalin B is synthesized through polyketide biosynthetic pathways, which involve the enzymatic assembly of acetyl-CoA and malonyl-CoA units, leading to the formation of its characteristic polycyclic structure. This compound is related to other known metabolites such as secalonic acids and hypothemycin derivatives, which share similar biosynthetic origins (PMID:25574154). In biological contexts, nidulalin B may interact with various cellular pathways, although specific mechanisms of action remain to be fully elucidated. Its structural similarities to other polyketides suggest potential roles in microbial defense or competition, as many compounds in this class exhibit bioactive properties, including antifungal and antibacterial activities. Further research is warranted to explore the full range of nidulalin B's biological activities and its potential applications in pharmacology.		Expected Solid	COC(=O)C1=C(O)C=CC=C1C(=O)C1=C(O)C=C(C)C=C1O	C16H14O6	InChI=1S/C16H14O6/c1-8-6-11(18)14(12(19)7-8)15(20)9-4-3-5-10(17)13(9)16(21)22-2/h3-7,17-19H,1-2H3	GCRNYQHKTZTJPJ-UHFFFAOYSA-N	302.0790382			MMDBc0019561
BASm0016611	Isoterrein	Isoterrein is a 3-substituted δ-lactone belonging to the chemical class of lactones, specifically identified as a metabolite derived from the fungal species Aspergillus terreus. Its chemical structure features a lactone ring, which is a cyclic ester formed from the reaction of a hydroxyl group and a carboxylic acid. Isoterrein is involved in the biosynthetic pathways leading to the production of terreinlactone A and B, which are enantiomers and biosynthetic intermediates, respectively. These compounds are synthesized from their precursor (+)-terrein, showcasing isoterrein's role in the complex metabolic processes of A. terreus. The isolation of these metabolites highlights the intricate biochemical pathways that fungi utilize to generate diverse secondary metabolites, contributing to their ecological interactions and potential applications in biotechnology. (PMID:29657234)		Expected Solid	[H]\C(C)=C(\[H])C1=CC(=O)[C@@]([H])(O)[C@@]1([H])O	C8H10O3	InChI=1S/C8H10O3/c1-2-3-5-4-6(9)8(11)7(5)10/h2-4,7-8,10-11H,1H3/b3-2+/t7-,8+/m0/s1	MHOOPNKRBMHHEC-RIAPOHOLSA-N	154.0629942			MMDBc0019562
BASm0016612	Hypomurocin B-2			Expected Solid	CC(C)CC(CO)N=C(O)C(CCC(O)=N)N=C(O)C(C)(C)N=C(O)C(C)(C)N=C(O)C(CC(C)C)N=C(O)C1CCCN1C(=O)C(C)(C)N=C(O)C(C)(C)N=C(O)CN=C(O)C(C)(C)N=C(O)C(N=C(O)C(C)(C)N=C(O)C(CCC(O)=N)N=C(O)C(C)(C)N=C(O)C(CC(C)C)N=C(O)C(C)N=C(O)C(CO)N=C(O)C(C)(C)N=C(C)O)C(C)C	C80H140N20O22	InChI=1S/C80H140N20O22/c1-40(2)34-46(38-101)85-58(108)47(29-31-53(81)104)88-68(118)77(19,20)98-71(121)79(23,24)96-62(112)50(36-42(5)6)87-63(113)52-28-27-33-100(52)72(122)80(25,26)99-70(120)78(21,22)93-55(106)37-83-65(115)73(11,12)97-64(114)56(43(7)8)91-69(119)76(17,18)94-60(110)48(30-32-54(82)105)89-67(117)75(15,16)95-61(111)49(35-41(3)4)86-57(107)44(9)84-59(109)51(39-102)90-66(116)74(13,14)92-45(10)103/h40-44,46-52,56,101-102H,27-39H2,1-26H3,(H2,81,104)(H2,82,105)(H,83,115)(H,84,109)(H,85,108)(H,86,107)(H,87,113)(H,88,118)(H,89,117)(H,90,116)(H,91,119)(H,92,103)(H,93,106)(H,94,110)(H,95,111)(H,96,112)(H,97,114)(H,98,121)(H,99,120)	YFXHDJFMHIOCEM-UHFFFAOYSA-N	1733.045106			MMDBc0019567
BASm0016613	Conidiogenone E	Conidiogenone E is a secondary metabolite belonging to the class of terpenoids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(O)CC(C)(C)[C@]2([H])[C@@]3([H])CC[C@]4(C)C(=O)C=C[C@@]([H])(C)[C@]34C[C@]12C	C20H30O2	InChI=1S/C20H30O2/c1-12-6-7-14(21)19(5)9-8-13-16-17(2,3)10-15(22)18(16,4)11-20(12,13)19/h6-7,12-13,15-16,22H,8-11H2,1-5H3/t12-,13-,15+,16+,18-,19-,20-/m1/s1	IVILGQFEEVXKDO-QGKRQCMOSA-N	302.2245802			MMDBc0019568
BASm0016614	Himeic acid F			Expected Solid	[H]\C(CCCCCCCCC(O)=O)=C(/[H])C1=CC(=O)C(=CN1)C(O)=N	C17H24N2O4	InChI=1S/C17H24N2O4/c18-17(23)14-12-19-13(11-15(14)20)9-7-5-3-1-2-4-6-8-10-16(21)22/h7,9,11-12H,1-6,8,10H2,(H2,18,23)(H,19,20)(H,21,22)/b9-7-	FQHXRDDMWDQLPV-CLFYSBASSA-N	320.1736073			MMDBc0019571
BASm0016615	Phycodioic acid	Phycodioic acid is a carboxylic acid. There is limited literature available on this metabolite, making it challenging to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(CCCCC(O)=O)=C(/[H])\C(\[H])=C(/[H])C(O)=O	C10H14O4	InChI=1S/C10H14O4/c11-9(12)7-5-3-1-2-4-6-8-10(13)14/h1,3,5,7H,2,4,6,8H2,(H,11,12)(H,13,14)/b3-1-,7-5+	FRWVXIATCBRYHA-JVUUZCKLSA-N	198.0892089			MMDBc0019573
BASm0016616	Botryaloic acid acetate	Botryaloic acid acetate is a member of the class of carboxylic acids and their derivatives. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and biological significance.		Expected Solid	[H][C@@]12[C@]([H])(C[C@@]([H])(C)[C@]([H])(C=O)[C@]1(O)[C@](C)(CC2(C)C)C(O)=O)OC(C)=O	C17H26O6	InChI=1S/C17H26O6/c1-9-6-12(23-10(2)19)13-15(3,4)8-16(5,14(20)21)17(13,22)11(9)7-18/h7,9,11-13,22H,6,8H2,1-5H3,(H,20,21)/t9-,11+,12+,13+,16-,17-/m1/s1	OGANGEPKFAUGDC-MYFMSEKESA-N	326.1729386			MMDBc0019575
BASm0016617	8-deoxyophiobolin J	8-deoxyophiobolin J is a sesquiterpenoid metabolite. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(C)C[C@@]([H])(O[C@@]11CC[C@]2(C)C[C@]3([H])C(C)=CC(=O)\C3=C(CO)\CC[C@@]12[H])C=C(C)C	C25H36O3	InChI=1S/C25H36O3/c1-15(2)10-19-12-17(4)25(28-19)9-8-24(5)13-20-16(3)11-21(27)23(20)18(14-26)6-7-22(24)25/h10-11,17,19-20,22,26H,6-9,12-14H2,1-5H3/b23-18-/t17-,19-,20+,22+,24+,25-/m0/s1	KBVUMTBTOOWMSA-YPMNBEDASA-N	384.266445			MMDBc0019608
BASm0016618	Malformin B2	Malformin B2 is a cyclic peptide belonging to the class of polypeptides. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and biological significance.		Expected Solid	[H][C@@]12CSSC[C@@]([H])(N=C(O)[C@]([H])(CC(C)C)N=C(O)[C@]([H])(N=C(O)[C@@]([H])(N=C1O)C(C)C)C(C)C)C(O)=N2	C22H37N5O5S2	InChI=1S/C22H37N5O5S2/c1-10(2)7-13-18(28)24-14-8-33-34-9-15(25-19(14)29)20(30)26-17(12(5)6)22(32)27-16(11(3)4)21(31)23-13/h10-17H,7-9H2,1-6H3,(H,23,31)(H,24,28)(H,25,29)(H,26,30)(H,27,32)/t13-,14+,15+,16+,17-/m0/s1	COOVLPUBLIXDHW-UTSKFRMZSA-N	515.2236117			MMDBc0019619
BASm0016619	Penicisochroman H	Penicisochroman H is a member of the chemical class of metabolites. There is limited literature available on this compound, and further research is needed to fully understand its properties and biological significance.		Expected Solid	CC(C)[C@]1(O)OC2=C(C=CC3=C2COC(C)=C3)C1=O	C15H16O4	InChI=1S/C15H16O4/c1-8(2)15(17)14(16)11-5-4-10-6-9(3)18-7-12(10)13(11)19-15/h4-6,8,17H,7H2,1-3H3/t15-/m0/s1	AGQPNYJENDWLLV-HNNXBMFYSA-N	260.104859			MMDBc0019629
BASm0016620	Armochaetoglobin P	Armochaetoglobin P is a member of the chemical class of globins. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and functions.		Expected Solid	[H][C@]12O[C@]1(C)[C@@]([H])(C)[C@@]1([H])[C@]([H])(CC3=CNC4=CC=CC=C34)N=C(O)[C@]11C3=CC=C(N3)C(=O)[C@]([H])(C)C[C@@]([H])(C)CC=C[C@@]21[H]	C32H37N3O3	InChI=1S/C32H37N3O3/c1-17-8-7-10-22-29-31(4,38-29)19(3)27-25(15-20-16-33-23-11-6-5-9-21(20)23)35-30(37)32(22,27)26-13-12-24(34-26)28(36)18(2)14-17/h5-7,9-13,16-19,22,25,27,29,33-34H,8,14-15H2,1-4H3,(H,35,37)/t17-,18+,19-,22-,25-,27-,29+,31+,32+/m0/s1	VZGSTMNMTIQFGF-DQDUHYBRSA-N	511.2834921			MMDBc0019636
BASm0016621	(2R,3S,3′R)-2-hydroxyadonixanthin	(2R,3S,3′R)-2-hydroxyadonixanthin is a carotenoid, a class of pigments commonly found in plants and algae. There is limited literature available on this specific metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H]/C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])C1=C(C)C(=O)[C@@]([H])(O)[C@]([H])(O)C1(C)C)/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])C1=C(C)C[C@@]([H])(O)CC1(C)C	C40H54O4	InChI=1S/C40H54O4/c1-27(17-13-19-29(3)21-23-34-31(5)25-33(41)26-39(34,7)8)15-11-12-16-28(2)18-14-20-30(4)22-24-35-32(6)36(42)37(43)38(44)40(35,9)10/h11-24,33,37-38,41,43-44H,25-26H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,27-15+,28-16+,29-19+,30-20+/t33-,37-,38+/m1/s1	GCRJKTDIGQEUQY-RVIZCKFJSA-N	598.4022102			MMDBc0019639
BASm0016622	Malformin A1	Malformin A1 is a cyclic pentapeptide belonging to the class of cyclopeptides. Its chemical structure is characterized by a disulfide bond and the sequence of amino acids -d-Cys-d-Cys-l-Val-d-Leu-l-Ile. This compound has been isolated from the fungal species Aspergillus tubingensis and has demonstrated various biological activities. Notably, malformin A1 has been shown to enhance cellular fibrinolytic activity, as evidenced by its performance in an in vitro U937 cell line-based fibrin degradation assay (PMID:29615689). Additionally, it exhibits antimicrobial properties, inhibiting the growth of Staphylococcus aureus with a minimum inhibitory concentration of 133.3 μg/mL (PMID:30864389). Malformin A1 also promotes cell death through apoptosis, necrosis, and autophagy in prostate cancer cells (PMID:26645406). Furthermore, it has been identified to possess anti-Tobacco mosaic virus (TMV) activity, showcasing its potential in plant protection (PMID:25775156). Overall, malformin A1's diverse chemical structure and its involvement in pathways related to fibrinolysis and cell death underscore its significance in both microbiology and potential therapeutic applications.		Expected Solid	[H][C@](C)(CC)[C@]1([H])N=C(O)[C@@]([H])(CC(C)C)N=C(O)[C@@]([H])(N=C(O)[C@@]2([H])CSSC[C@@]([H])(N=C1O)C(O)=N2)C(C)C	C23H39N5O5S2	InChI=1S/C23H39N5O5S2/c1-7-13(6)18-23(33)26-15-9-34-35-10-16(25-20(15)30)21(31)27-17(12(4)5)22(32)24-14(8-11(2)3)19(29)28-18/h11-18H,7-10H2,1-6H3,(H,24,32)(H,25,30)(H,26,33)(H,27,31)(H,28,29)/t13-,14+,15+,16+,17-,18-/m0/s1	RNCGDQLZIATDOU-ZDRBWGSPSA-N	529.2392617			MMDBc0019667
BASm0016623	GGL.2	GGL.2 is a glycosylated glycerolipid belonging to the class of diglycosyl-glycerolipids. Its chemical structure is characterized by a 1-O-acyl-3-[α-glucopyranosyl-(1-3)-(6-O-acyl-α-mannopyranosyl)]glycerol backbone, which includes 14-methyl-hexadecanoic acid and 12-methyl-tetradecanoic acid at specific positions on the mannose unit and glycerol moiety (PMID:10843572). GGL.2 is involved in various biological pathways, notably exhibiting significant anti-tumor properties; it has been shown to strongly inhibit the growth of tumor cell lines such as HM02 and Hep G2, with a 50% inhibition observed at concentrations ranging from 0.4 to 3 microg/mL (PMID:15085410). The presence of acyl groups in its structure likely contributes to its bioactivity, influencing membrane dynamics and cellular interactions. GGL.2's role in lipid metabolism and its potential as a therapeutic agent in cancer treatment highlight its importance in both chemical and biological contexts.		Expected Solid	CC(C)CCCCCCCCCCCC(=O)OCC(O)COC1OC(COC(=O)CCCCCCCCCCCC(C)C)C(O)C(OC2OC(CO)C(O)C(O)C2O)C1O	C45H84O15	InChI=1S/C45H84O15/c1-31(2)23-19-15-11-7-5-9-13-17-21-25-36(48)55-28-33(47)29-57-44-42(54)43(60-45-41(53)40(52)38(50)34(27-46)58-45)39(51)35(59-44)30-56-37(49)26-22-18-14-10-6-8-12-16-20-24-32(3)4/h31-35,38-47,50-54H,5-30H2,1-4H3	SJJVZUVBVKZIAT-UHFFFAOYSA-N	864.581022			MMDBc0019668
BASm0016624	Aspernolide B	Aspernolide B is a butenolide, a class of chemical compounds characterized by a five-membered lactone ring containing a double bond. This metabolite is derived from the fungus Aspergillus terreus and has been isolated alongside other butenolides and compounds in various studies. The chemical structure of aspernolide B includes a unique arrangement of carbon, oxygen, and hydrogen atoms, contributing to its biological activity. Notably, aspernolide B has been shown to inhibit biofilm formation in certain bacterial strains without affecting their growth, indicating its potential role in disrupting microbial communities (PMID:37929585). Additionally, it has been identified in multiple studies involving the extraction of compounds from Aspergillus terreus, highlighting its presence in metabolic pathways associated with fungal secondary metabolism (PMID:21048353, PMID:20823603). The compound's interactions within these pathways may contribute to its bioactive properties, making it a subject of interest for further research in both chemistry and microbiology.		Expected Solid	COC(=O)[C@]1(CC2=CC(CCC(C)(C)O)=C(O)C=C2)OC(=O)C(O)=C1C1=CC=C(O)C=C1	C24H26O8	InChI=1S/C24H26O8/c1-23(2,30)11-10-16-12-14(4-9-18(16)26)13-24(22(29)31-3)19(20(27)21(28)32-24)15-5-7-17(25)8-6-15/h4-9,12,25-27,30H,10-11,13H2,1-3H3/t24-/m1/s1	MJCHJLWNXODVGT-XMMPIXPASA-N	442.1627678			MMDBc0019681
BASm0016625	Chloropupukeananin	Chloropupukeananin is a member of the tricyclic and bicyclic chemical class, specifically characterized by its complex tricyclo[4.3.1.03,7]decane or bicyclo[2.2.2]octane skeleton. This bioactive natural product is biosynthesized through an intermolecular heterodimeric Diels-Alder reaction involving maldoxin and iso-A82775C, although the specific enzymes facilitating this reaction remain unidentified (PMID:34672579). The synthesis of chloropupukeananin has been achieved through biomimetic methods, highlighting its structural complexity and potential for synthetic chemistry (PMID:34672579). In biological contexts, chloropupukeananin has been shown to regulate autophagy via the AMPK and glycolytic pathways, indicating its involvement in cellular metabolic processes (PMID:31958210). Additionally, it exhibits cytotoxic, anti-HIV, and antimicrobial properties, further underscoring its significance as a metabolite derived from the plant endophytic fungus Pestalotiopsis fici (PMID:31958210). The compound is also linked to antimicrobial, antitumor, and anti-HIV activities, reinforcing its potential therapeutic applications (PMID:29384350). Overall, chloropupukeananin represents a fascinating intersection of synthetic and biological chemistry, with ongoing research aimed at elucidating its biosynthetic pathways and pharmacological properties.		Expected Solid	[H][C@@]12O[C@]1(CC=C(C)C)[C@]([H])(OC(=O)C1=C(O)C=C(C)C=C1O)C(=C[C@]2([H])O)C1=C[C@@]2(C)C[C@@]3(C=C(OC)[C@@]2(Cl)[C@@]1(O)C3=O)C(=O)OC	C33H35ClO11	InChI=1S/C33H35ClO11/c1-15(2)7-8-31-24(44-26(38)23-19(35)9-16(3)10-20(23)36)17(11-21(37)25(31)45-31)18-12-29(4)14-30(28(40)43-6)13-22(42-5)33(29,34)32(18,41)27(30)39/h7,9-13,21,24-25,35-37,41H,8,14H2,1-6H3/t21-,24+,25-,29-,30+,31+,32-,33-/m0/s1	MEGLUXFWKWGEGT-BYNRCSGHSA-N	642.1867896			MMDBc0019702
BASm0016626	8,9-epibotrydial	8,9-epibotrydial is a sesquiterpenoid, a class of terpenes composed of three isoprene units. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@]12[C@]([H])(C[C@@]([H])(C)[C@]([H])(C=O)[C@@]1(O)[C@@](C)(CC2(C)C)C=O)OC(C)=O	C17H26O5	InChI=1S/C17H26O5/c1-10-6-13(22-11(2)20)14-15(3,4)8-16(5,9-19)17(14,21)12(10)7-18/h7,9-10,12-14,21H,6,8H2,1-5H3/t10-,12+,13+,14+,16+,17+/m1/s1	SJFIYVCSGNWVPJ-PQVRDHEWSA-N	310.1780239			MMDBc0019703
BASm0016627	Sirodesmin H	Sirodesmin H is a fungal metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(C)O[C@]2(C[C@@]3([H])N4C(=O)[C@@]5(CO)S[C@]4(C[C@@]3(O)[C@]2([H])OC(C)=O)C(=O)N5C)C(=O)C1(C)C	C20H26N2O8S	InChI=1S/C20H26N2O8S/c1-9-16(3,4)12(25)18(30-9)6-11-17(28,13(18)29-10(2)24)7-19-14(26)21(5)20(8-23,31-19)15(27)22(11)19/h9,11,13,23,28H,6-8H2,1-5H3/t9-,11-,13+,17+,18-,19-,20+/m1/s1	ITMLCHOGYDYPNT-VCMNAWNDSA-N	454.140987			MMDBc0019706
BASm0016628	Cyclo[N-(Lys-Phe)-Orn-Val]	Cyclo[N-(Lys-Phe)-Orn-Val] is a cyclic peptide. There is little literature available on this metabolite, indicating that it may not be extensively studied or characterized in current biomedical research.		Expected Solid	[H]C(N)(CCCCN)C(O)=NC([H])(CC1=CC=CC=C1)C(=O)N1C(=O)[C@@]([H])(N=C(O)[C@@]1([H])CCCN)C(C)C	C25H40N6O4	InChI=1S/C25H40N6O4/c1-16(2)21-25(35)31(20(12-8-14-27)23(33)30-21)24(34)19(15-17-9-4-3-5-10-17)29-22(32)18(28)11-6-7-13-26/h3-5,9-10,16,18-21H,6-8,11-15,26-28H2,1-2H3,(H,29,32)(H,30,33)/t18?,19?,20-,21+/m1/s1	NKNBNGMFQVMRAX-VFUGHAIPSA-N	488.3111038			MMDBc0019708
BASm0016629	Penochalasin E	Penochalasin E is a secondary metabolite belonging to the class of polyketides. There is little literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C1=C([H])\[C@@]2([H])[C@]3([H])O[C@]3(C)[C@@]([H])(C)[C@@]3([H])C([H])(CC4=CNC5=CC=CC=C45)N=C(O)[C@]23C(=O)CCC(=O)[C@@]([H])(O)\C(C)=C([H])/[C@@]([H])(C)C1	C32H38N2O5	InChI=1S/C32H38N2O5/c1-17-8-7-10-22-29-31(4,39-29)19(3)27-24(15-20-16-33-23-11-6-5-9-21(20)23)34-30(38)32(22,27)26(36)13-12-25(35)28(37)18(2)14-17/h5-7,9-11,14,16-17,19,22,24,27-29,33,37H,8,12-13,15H2,1-4H3,(H,34,38)/b10-7-,18-14-/t17-,19-,22-,24?,27-,28-,29-,31+,32-/m0/s1	NHUOPFQUMNXHQK-AZHONJPQSA-N	530.2780723			MMDBc0019714
BASm0016630	Mycolactone B	Mycolactone B is a polyketide, a class of compounds known for their complex structures and biological activities. Chemically, mycolactone B features a unique lactone ring and a series of aliphatic and aromatic side chains that contribute to its hydrophobic properties and interactions with cellular membranes. Notably, mycolactone B is characterized by its cytotoxic isoform, which exhibits a stronger association with the endoplasmic reticulum (ER) membrane compared to mycolactone A. This enhanced affinity is attributed to more favorable interactions with membrane lipids and water molecules, facilitating its integration into lipid bilayers (PMID:37624243). The compound is involved in various cellular pathways, particularly those related to membrane dynamics and cellular stress responses, highlighting its potential impact on cellular homeostasis (PMID:37292660). The structural features of mycolactone B not only define its chemical behavior but also its biological interactions, making it a significant subject of study in the context of polyketide research and its implications in cellular biology.		Expected Solid	[H]/C(=C(/[H])\C(\C)=C(/[H])[C@]([H])(O)[C@@]([H])(O)C[C@]([H])(C)O)/C(/[H])=C(\C)/C(/[H])=C(\C)/C(/[H])=C(\[H])C(=O)O[C@@]1([H])CCCC(=O)O[C@]([H])(C\C([H])=C(C)/C[C@]1([H])C)[C@@]([H])(C)C\C(C)=C(/[H])[C@@]([H])(C)[C@]([H])(O)C[C@@]([H])(C)O	C44H70O9	InChI=1S/C44H70O9/c1-28(13-11-14-29(2)25-39(48)40(49)27-37(10)46)21-30(3)18-20-44(51)52-41-15-12-16-43(50)53-42(19-17-31(4)22-34(41)7)35(8)24-32(5)23-33(6)38(47)26-36(9)45/h11,13-14,17-18,20-21,23,25,33-42,45-49H,12,15-16,19,22,24,26-27H2,1-10H3/b14-11+,20-18+,28-13+,29-25+,30-21+,31-17-,32-23+/t33-,34+,35+,36-,37+,38-,39+,40+,41+,42-/m1/s1	WKTLNJXZVDLRTJ-PCNYYULESA-N	742.5019838			MMDBc0019739
BASm0016631	Ganoderenic acid D			Expected Solid	[H]\C(C(=O)CC([H])(C)C(O)=O)=C(\C)[C@@]1([H])CC(=O)[C@@]2(C)C3=C(C(=O)C[C@]12C)[C@@]1(C)CCC(=O)C(C)(C)[C@]1([H])C[C@]3([H])O	C30H40O7	InChI=1S/C30H40O7/c1-15(10-17(31)11-16(2)26(36)37)18-12-23(35)30(7)25-19(32)13-21-27(3,4)22(34)8-9-28(21,5)24(25)20(33)14-29(18,30)6/h10,16,18-19,21,32H,8-9,11-14H2,1-7H3,(H,36,37)/b15-10+/t16?,18-,19+,21+,28+,29-,30+/m1/s1	JGWQYLZHPPFHEH-OWDPHXCRSA-N	512.2774036			MMDBc0019744
BASm0016632	12- 0-acetylwaraterpol	12- 0-acetylwaraterpol is a member of the chemical class of acetylated phenolic compounds. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid		C17H26O5		OODBNKGHLSSSQN-UHFFFAOYNA-N	310.1780239			MMDBc0019749
BASm0016633	Hypocrellone A			Expected Solid	[H][C@](C)(CC)[C@@]([H])(O)[C@](C)(O)C=CC1=CC2=C(Cl)C(=O)C(C)(O)C([H])(O)C2=CO1	C19H25ClO6	InChI=1S/C19H25ClO6/c1-5-10(2)15(21)18(3,24)7-6-11-8-12-13(9-26-11)16(22)19(4,25)17(23)14(12)20/h6-10,15-16,21-22,24-25H,5H2,1-4H3/t10-,15+,16?,18+,19?/m0/s1	BRELKNNWUMEGDN-GHCXSWNOSA-N	384.1339662			MMDBc0019753
BASm0016634	Fumonisin-C1	Fumonisin-C1 is a member of the fumonisin chemical class, which consists of mycotoxins produced by certain fungi. There is limited literature available on this specific metabolite, indicating a need for further research to understand its properties and potential effects.		Expected Solid	[H][C@](C)(C[C@]([H])(O)CCCC[C@@]([H])(O)C[C@]([H])(O)CN)C[C@]([H])(OC(=O)CC([H])(CC(O)=O)C(O)=O)[C@]([H])(OC(=O)CC([H])(CC(O)=O)C(O)=O)[C@]([H])(C)CCCC	C33H57NO15	InChI=1S/C33H57NO15/c1-4-5-8-20(3)31(49-30(43)16-22(33(46)47)14-28(40)41)26(48-29(42)15-21(32(44)45)13-27(38)39)12-19(2)11-23(35)9-6-7-10-24(36)17-25(37)18-34/h19-26,31,35-37H,4-18,34H2,1-3H3,(H,38,39)(H,40,41)(H,44,45)(H,46,47)/t19-,20+,21?,22?,23+,24+,25-,26-,31+/m0/s1	IPHITBYESVEIQT-MFOCIPDHSA-N	707.3728201			MMDBc0019766
BASm0016635	Atroviridin-Catr	Atroviridin-Catr is a secondary metabolite belonging to the class of polyketides. There is little literature available on this compound, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid		C94H155N23O24		ZTNPFPGCXCKWDW-UHFFFAOYNA-N	1990.161533			MMDBc0019770
BASm0016636	Syringolide 2	Syringolide 2 is a member of the chemical class of phytotoxins, specifically categorized as a plant elicitor derived from the bacterial pathogen Pseudomonas syringae. Its chemical structure features a complex arrangement of carbon, hydrogen, and oxygen atoms that contribute to its bioactivity. As a signaling molecule, Syringolide 2 plays a crucial role in plant-pathogen interactions, triggering defense responses in host plants. Upon recognition by plant receptors, it activates various signaling pathways, including the salicylic acid-mediated defense pathway, which leads to the expression of pathogenesis-related genes and the synthesis of protective compounds. This compound exemplifies the intricate chemical warfare between plants and pathogens, showcasing how microbial metabolites can manipulate host physiology. The study of Syringolide 2 not only enhances our understanding of plant immunity but also provides insights into the chemical ecology of plant-microbe interactions (PMID:10959854).		Expected Solid	[H][C@@]1(O)CO[C@@]23COC(=O)[C@]2([H])[C@@](O)(CCCCCCC)O[C@@]13[H]	C15H24O6	InChI=1S/C15H24O6/c1-2-3-4-5-6-7-15(18)11-13(17)19-9-14(11)12(21-15)10(16)8-20-14/h10-12,16,18H,2-9H2,1H3/t10-,11+,12+,14+,15-/m1/s1	ILUIUWLXEYGVIK-FUQNVFFISA-N	300.1572885			MMDBc0019773
BASm0016637	2β-methyltetrahymanol	2β-methyltetrahymanol is a triterpenoid, a chemical class characterized by a structure consisting of four fused rings. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@]1(C)C[C@@]2(C)[C@@]([H])(CC[C@]3(C)[C@]2([H])CC[C@]2([H])[C@@]4(C)CCCC(C)(C)[C@]4([H])CC[C@@]32C)C(C)(C)[C@@]1([H])O	C31H54O	InChI=1S/C31H54O/c1-20-19-29(7)22(27(4,5)25(20)32)14-18-31(9)24(29)12-11-23-28(6)16-10-15-26(2,3)21(28)13-17-30(23,31)8/h20-25,32H,10-19H2,1-9H3/t20-,21-,22-,23+,24+,25-,28-,29-,30+,31+/m0/s1	YOTLLNSLPKVZGB-QZDUFMJVSA-N	442.4174664			MMDBc0019775
BASm0016638	Terphenolide			Expected Solid	COC1=C(C2=CC(=O)OC2CC(O)=O)C(O)=C(OC)C(=C1)C1=CC=C(O)C=C1	C20H18O8	InChI=1S/C20H18O8/c1-26-15-7-12(10-3-5-11(21)6-4-10)20(27-2)19(25)18(15)13-8-17(24)28-14(13)9-16(22)23/h3-8,14,21,25H,9H2,1-2H3,(H,22,23)	LZDLOICWXKFSMI-UHFFFAOYSA-N	386.1001675			MMDBc0019780
BASm0016639	Xanthoquinodin A1			Expected Solid	[H]C1(O)CCC(=O)C2=C(O)C3=C(OC12C(=O)OC)C=C1C[C@@]24C=C[C@]([H])(C(=O)C2=C(O)C2=C(C=C(C)C=C2O)C4=O)C1=C3O	C31H24O11	InChI=1S/C31H24O11/c1-11-7-14-20(16(33)8-11)26(37)23-24(35)13-5-6-30(23,28(14)39)10-12-9-17-21(25(36)19(12)13)27(38)22-15(32)3-4-18(34)31(22,42-17)29(40)41-2/h5-9,13,18,33-34,36-38H,3-4,10H2,1-2H3/t13-,18?,30-,31?/m0/s1	XCWGCTNGDUDAMO-GWZGUCEHSA-N	572.1318616			MMDBc0019788
BASm0016640	Aurantricholide B	Aurantricholide B is found in mushrooms. Aurantricholide B is a pigment isolated from the mushroom Suillus grevillei (larch bolete).		Expected Solid	OC1=CC=C(C=C1)C1=C2OC3=C(C=C2OC1=O)C=C(O)C(O)=C3	C17H10O6	InChI=1S/C17H10O6/c18-10-3-1-8(2-4-10)15-16-14(23-17(15)21)6-9-5-11(19)12(20)7-13(9)22-16/h1-7,18-20H	QIZCPKIKTOBRLA-UHFFFAOYSA-N	310.0477381			MMDBc0019803
BASm0016641	(-)-(2R,3R,4aR)-altenuene-3-acetoxy ester	(-)-(2R,3R,4aR)-altenuene-3-acetoxy ester is a natural product belonging to the class of acetoxy esters. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid	[H][C@@]1(O)C=C2C3=C(C(O)=CC(OC)=C3)C(=O)O[C@]2(C)C[C@@]1([H])OC(C)=O	C17H18O7	InChI=1S/C17H18O7/c1-8(18)23-14-7-17(2)11(6-12(14)19)10-4-9(22-3)5-13(20)15(10)16(21)24-17/h4-6,12,14,19-20H,7H2,1-3H3/t12-,14-,17-/m1/s1	NRCQFDXVYVENDF-SUYBPPKGSA-N	334.1052529			MMDBc0019808
BASm0016642	1,2-di(1H-indol-3-yl)ethane	1,2-di(1H-indol-3-yl)ethane is a member of the indole class of compounds. There is limited literature available on this metabolite, indicating a gap in research regarding its biological significance and potential applications.		Expected Solid	C(CC1=CNC2=CC=CC=C12)C1=CNC2=CC=CC=C12	C18H16N2	InChI=1S/C18H16N2/c1-3-7-17-15(5-1)13(11-19-17)9-10-14-12-20-18-8-4-2-6-16(14)18/h1-8,11-12,19-20H,9-10H2	MQZPYETZVNYYQX-UHFFFAOYSA-N	260.1313485			MMDBc0019825
BASm0016643	Lokisin	Lokisin is a cyclic lipopeptide belonging to the chemical class of nonribosomal peptides. Its chemical structure is characterized by a cyclic arrangement of amino acids, which is typical for lipopeptides, and it is produced by fluorescent Pseudomonas species through nonribosomal peptide synthetase (NRPS) pathways. Lokisin is involved in various biosynthetic gene clusters (BGCs), including a lokisin-like cluster that shows phylogenetic similarities to other transporters in the amphisin family (PMID:38033591). This compound has been identified alongside other metabolites such as pyrrolnitrin and phenazine-1-carboxylic acid (PMID:39601883). It plays a role in plant biocontrol, as evidenced by its ability to induce resistance against fungal pathogens in planta (PMID:31354771). Genetic studies indicate that mutation of the lokA gene, which encodes one of the NRPS genes for lokisin, results in a deficiency in fungal antagonism, highlighting its importance in defense mechanisms (PMID:32537904). Additionally, the presence of lokisin-like derivatives in related species suggests metabolic interactions and potential handoffs between different organisms (PMID:36215464).		Expected Solid	[H][C@@](O)(CCCCCCC)CC(O)=NC([H])(CC(C)C)C(O)=NC([H])(CC(O)=O)C(O)=N[C@@]1([H])C(O)=NC([H])(CC(C)C)C(O)=NC([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=NC([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=NC([H])(CC(C)C)C(O)=N[C@]([H])(C(O)=NC([H])(CC(O)=O)C(=O)O[C@@]1([H])C)[C@@]([H])(C)CC	C64H111N11O20	InChI=1S/C64H111N11O20/c1-15-17-18-19-20-21-39(78)27-49(79)65-40(22-32(3)4)54(84)69-45(28-50(80)81)59(89)75-53-38(14)95-64(94)46(29-51(82)83)71-62(92)52(37(13)16-2)74-58(88)44(26-36(11)12)68-61(91)48(31-77)73-57(87)42(24-34(7)8)67-60(90)47(30-76)72-56(86)41(23-33(5)6)66-55(85)43(25-35(9)10)70-63(53)93/h32-48,52-53,76-78H,15-31H2,1-14H3,(H,65,79)(H,66,85)(H,67,90)(H,68,91)(H,69,84)(H,70,93)(H,71,92)(H,72,86)(H,73,87)(H,74,88)(H,75,89)(H,80,81)(H,82,83)/t37-,38-,39+,40?,41?,42?,43?,44?,45?,46?,47+,48+,52-,53+/m0/s1	GHXLBZVIYYOQOC-ORYVKZIQSA-N	1353.800685			MMDBc0019826
BASm0016644	Lynamicin D	Lynamicin D is a member of the chemical class of bisindole alkaloids. Its chemical structure features a unique pyrrole moiety, which is integral to its biological activity. This compound has been the subject of various synthetic efforts, including a biomimetic approach that seeks to replicate its natural synthesis pathway, as detailed in studies exploring its complex alkaloid framework (PMID:38450726, PMID:34377425). Lynamicin D exhibits antimicrobial properties and has been shown to influence splicing mechanisms by inducing the expression of SR protein kinase 1 (SRPK1), a key regulator in both constitutive and alternative splicing of pre-mRNAs (PMID:28139279). Additionally, it has been evaluated for its interaction with multiple drug target enzymes, demonstrating potent inhibitory effects on Topoisomerase II, Cathepsin K, and various cytochrome P450 enzymes, among others (PMID:25205496). The total synthesis of lynamicin D has been successfully achieved using a Suzuki coupling method, highlighting its significance in synthetic organic chemistry (PMID:28139279). Overall, lynamicin D serves as an intriguing example of how complex natural products can be synthesized and studied for their multifaceted biological roles.		Expected Solid	COC(=O)C1=C(C2=CNC3=CC=C(Cl)C=C23)C(=C(N1)C(=O)OC)C1=CNC2=CC=C(Cl)C=C12	C24H17Cl2N3O4	InChI=1S/C24H17Cl2N3O4/c1-32-23(30)21-19(15-9-27-17-5-3-11(25)7-13(15)17)20(22(29-21)24(31)33-2)16-10-28-18-6-4-12(26)8-14(16)18/h3-10,27-29H,1-2H3	YYBKJQDTRQASSS-UHFFFAOYSA-N	481.0596114			MMDBc0019836
BASm0016645	Penicillenol C1	Penicillenol C1 is a member of the chemical class of metabolites derived from fungi, specifically from the genus Penicillium. Its chemical structure features a tetramic acid framework, which is modified through acylation with enantiopure 2-methyloct-(6E)-enoic acids, resulting in two diastereoisomers that were synthesized for the first time (PMID:23438295). This compound is involved in various biochemical pathways, particularly those related to secondary metabolite production in fungi, which can play a role in ecological interactions and defense mechanisms. The synthesis of penicillenol C1 and its bis-azide analogue has implications for photoaffinity labeling studies, providing insights into the interactions and functions of fungal metabolites (PMID:23438295). Overall, penicillenol C1 exemplifies the complex chemistry of fungal metabolites and their potential applications in biological research.		Expected Solid	[H]\C(C)=C(\[H])CCCC([H])(C)C(\O)=C1\C(=O)N(C)[C@]([H])(C1=O)C([H])(C)O	C16H25NO4	InChI=1S/C16H25NO4/c1-5-6-7-8-9-10(2)14(19)12-15(20)13(11(3)18)17(4)16(12)21/h5-6,10-11,13,18-19H,7-9H2,1-4H3/b6-5+,14-12-/t10?,11?,13-/m0/s1	DRDBTDHUTFJYHV-PZMARAHQSA-N	295.1783583			MMDBc0019844
BASm0016646	9-(4-aminophenyl)-7-hydroxy-2,4,6-trimethyl-9-oxo-non-2-enoic acid	9-(4-aminophenyl)-7-hydroxy-2,4,6-trimethyl-9-oxo-non-2-enoic acid is a member of the p-aminophenolic acid chemical class, characterized by its unique structure featuring a non-2-enoic acid backbone with multiple methyl and hydroxyl substituents. This compound has been identified as a metabolite isolated from the endophyte of the mangrove plant Kandelia candel, indicating its potential role in plant-microbe interactions (PMID:16124760). The presence of the 4-aminophenyl group suggests that it may participate in various biochemical pathways, possibly related to the biosynthesis of secondary metabolites or the modulation of plant defense mechanisms. Its structural features, including the hydroxyl and carbonyl groups, may also imply involvement in redox reactions or interactions with biological macromolecules, such as proteins or nucleic acids. Further studies could elucidate its precise biochemical roles and potential applications in biotechnology or pharmacology.		Expected Solid	[H]\C(C(C)CC(C)C(O)CC(=O)C1=CC=C(N)C=C1)=C(\C)C(O)=O	C18H25NO4	InChI=1S/C18H25NO4/c1-11(9-13(3)18(22)23)8-12(2)16(20)10-17(21)14-4-6-15(19)7-5-14/h4-7,9,11-12,16,20H,8,10,19H2,1-3H3,(H,22,23)/b13-9+	ZFJQEOCQSGFKLB-UKTHLTGXSA-N	319.1783583			MMDBc0019846
BASm0016647	Asterredione	Asterredione is a cyclopentenedione, a chemical class characterized by a five-membered ring containing two double bonds and a ketone functional group. Its chemical structure features a 2-quaternary 1,3-cyclopentenedione skeleton, which is pivotal in its synthesis, achieved through a Darzens/ring-expansion strategy (PMID:24517486). The total synthesis of asterredione has been accomplished in five linear steps with an overall yield of 21.5%, and its structure has been confirmed by X-ray crystallography (PMID:24517486). Asterredione is involved in biosynthetic pathways, notably proposed to originate from asterriquinone D, indicating its relationship with other metabolites in the polyketide family (PMID:14695798). Additionally, it has been isolated alongside various other compounds from organisms such as Aspergillus terreus, highlighting its presence in natural product chemistry (PMID:41003322). Other compounds related to asterredione, including lucidone and linderone, have also been intensely investigated, reflecting its significance in the study of complex natural products (PMID:24605879).		Expected Solid	COC(=O)C1(C(=O)C(OC)=C(C1=O)C1=CNC2=CC=CC=C12)C1=CNC2=CC=CC=C12	C24H18N2O5	InChI=1S/C24H18N2O5/c1-30-20-19(15-11-25-17-9-5-3-7-13(15)17)21(27)24(22(20)28,23(29)31-2)16-12-26-18-10-6-4-8-14(16)18/h3-12,25-26H,1-2H3	XMAWYJWBFIGONN-UHFFFAOYSA-N	414.1215717			MMDBc0019848
BASm0016648	Aspergillitine	Aspergillitine is a member of the alkaloid chemical class, characterized by its unique angular tricyclic chromone structure. This compound has garnered attention due to its complex synthesis pathways, which involve the preparation of a fluorinated isoquinoline alkaloid, specifically (18) F-aspergillitine, achieved in a 10% isolated radiochemical yield from the corresponding phenyl(aspergillitine)iodonium salt (PMID:27554850). The synthesis of this distinct tricyclic chromone structure has been explored in detail, revealing its intricate relationship with other alkaloids, such as TMC-120B (PMID:22531888). Furthermore, the original assignment of the tricyclic angular chromone structure to aspergillitine has been confirmed through additional synthetic reports (PMID:22531888). Aspergillitine is involved in various biochemical pathways, although specific biological significance is not the focus here; rather, its structural and synthetic attributes highlight its potential roles in further chemical and biological research.		Expected Solid	CC1=C(C)C(=O)C2=CC=C3C=C(C)N=CC3=C2O1	C15H13NO2	InChI=1S/C15H13NO2/c1-8-6-11-4-5-12-14(17)9(2)10(3)18-15(12)13(11)7-16-8/h4-7H,1-3H3	UCURHOJUSAYQKR-UHFFFAOYSA-N	239.0946287			MMDBc0019850
BASm0016649	Patientoside A			Expected Solid	[H][C@]1(CO)O[C@]([H])([C@]([H])(O)[C@@]([H])(O)[C@]1([H])O)[C@]1(O)C2=C(C(O)=CC(C)=C2)C(=O)C2=C1C=C(OC)C=C2O	C22H24O10	InChI=1S/C22H24O10/c1-8-3-10-15(12(24)4-8)18(27)16-11(5-9(31-2)6-13(16)25)22(10,30)21-20(29)19(28)17(26)14(7-23)32-21/h3-6,14,17,19-21,23-26,28-30H,7H2,1-2H3/t14-,17-,19+,20-,21-,22+/m1/s1	YRIBLYNKVATTRE-RURWLCLQSA-N	448.136947			MMDBc0019851
BASm0016650	Flavocristamide A	Flavocristamide A is a sulfonosphingolipid, a class of compounds characterized by the presence of sphingolipid backbones with sulfonic acid moieties. Its chemical structure features a complex arrangement of long-chain fatty acids and sphingosine, contributing to its unique properties and potential biological activities. Flavocristamide A is involved in various biochemical pathways, particularly in cellular signaling and membrane dynamics, which are critical for maintaining cellular homeostasis and function. The targeted isolation of this compound has been documented in research, highlighting its significance in the study of sulfonosphingolipids and their roles in cellular processes (PMID:37720827). This compound’s intricate structure and involvement in key metabolic pathways make it a subject of interest in the exploration of lipid biology and its implications in health and disease.		Expected Solid	[H]\C(CCCCCCCCCC(C)C)=C(\[H])[C@@]([H])(O)[C@@]([H])(CS(O)(=O)=O)N=C(O)C[C@]([H])(O)CCCCCCCCCCCC(C)C	C34H67NO6S	InChI=1S/C34H67NO6S/c1-29(2)23-19-15-11-7-5-9-13-17-21-25-31(36)27-34(38)35-32(28-42(39,40)41)33(37)26-22-18-14-10-6-8-12-16-20-24-30(3)4/h22,26,29-33,36-37H,5-21,23-25,27-28H2,1-4H3,(H,35,38)(H,39,40,41)/b26-22+/t31-,32-,33-/m1/s1	YPDRPLLLEHXCJA-QKNMFFFZSA-N	617.4689101			MMDBc0019861
BASm0016651	Aspernolide F	Aspernolide F is a butyrolactone, a chemical class known for its diverse biological activities. This metabolite has been isolated from the endophytic fungus Aspergillus and exhibits cardioprotective properties, particularly against doxorubicin-induced cardiotoxicity. The chemical structure of aspernolide F features a lactone ring, which is characteristic of butyrolactones, contributing to its potential therapeutic effects. In terms of biological pathways, aspernolide F may influence cellular mechanisms related to oxidative stress and apoptosis, although specific pathways remain to be fully elucidated. The research indicates that aspernolide F could serve as a promising candidate for further studies aimed at mitigating the cardiotoxic effects associated with certain chemotherapeutic agents (PMID:31030099). This highlights its relevance not only in chemical research but also in the context of developing new strategies for protecting cardiac function during cancer treatment.		Expected Solid	CCOC1=C(C2=CC=C(O)C=C2)[C@@](CC2=CC(CC=C(C)C)=C(O)C=C2)(OC1=O)C(=O)OC	C26H28O7	InChI=1S/C26H28O7/c1-5-32-23-22(18-9-11-20(27)12-10-18)26(25(30)31-4,33-24(23)29)15-17-7-13-21(28)19(14-17)8-6-16(2)3/h6-7,9-14,27-28H,5,8,15H2,1-4H3/t26-/m1/s1	DQKWENVYPMUZIN-AREMUKBSSA-N	452.1835032			MMDBc0019862
BASm0016652	Massetolide B	Massetolide B is a cyclic lipopeptide belonging to the class of natural products. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@](O)(CCCCCCCC)CC(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CCC(O)=O)C(O)=N[C@@]1([H])C(O)=N[C@@]([H])(C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=N[C@]([H])(C(=O)OC1([H])C)C([H])(C)CC)C([H])(C)CC	C56H99N9O16	InChI=1S/C56H99N9O16/c1-13-16-17-18-19-20-21-36(68)27-43(69)57-38(24-30(4)5)49(73)58-37(22-23-44(70)71)48(72)65-47-35(12)81-56(80)46(34(11)15-3)64-53(77)42(29-67)62-50(74)39(25-31(6)7)59-52(76)41(28-66)61-51(75)40(26-32(8)9)60-54(78)45(33(10)14-2)63-55(47)79/h30-42,45-47,66-68H,13-29H2,1-12H3,(H,57,69)(H,58,73)(H,59,76)(H,60,78)(H,61,75)(H,62,74)(H,63,79)(H,64,77)(H,65,72)(H,70,71)/t33?,34?,35?,36-,37+,38-,39-,40-,41+,42+,45+,46-,47+/m0/s1	DTEBAJZTWHMPEF-ZYLPFPQOSA-N	1153.720978			MMDBc0019863
BASm0016653	AB023	AB023 is a metabolite classified within the chemical class of monoclonal antibodies (mAbs). Its chemical structure is characterized by the presence of human immunoglobulin G (IgG) components, which are engineered to inhibit factor XI (FXI) in the coagulation cascade, thereby playing a critical role in anticoagulation pathways. Specifically, AB023 is designed to prevent thrombus formation and is involved in clinical settings such as hemodialysis and central line placement in cancer patients. The compound has demonstrated efficacy in sustaining circuit patency during hemodialysis when combined with heparin, significantly prolonging the time to clot formation and reducing peak thrombin levels compared to heparin alone (PMID:37801726). Additionally, AB023 has been associated with high genomic similarity to other isolates in the context of environmental adaptability (PMID:40505723). Its use in clinical trials has highlighted its potential benefits in anticoagulation protocols, particularly in patients undergoing procedures that require careful management of thrombotic risks (PMID:37970718; PMID:34086880). As a recombinant analog, AB023 is currently under investigation for its safety and efficacy in various therapeutic applications (PMID:35638310).		Expected Solid	[H]C1=C([H])\C([H])=C(/[H])\C(\[H])=C(/[H])\C(\[H])=C(/[H])\C(\[H])=C([H])\C(O)C(C)C(O)CC(O)CC(O)CCCC(O)CC(O)C(C)C(=O)OC(C)C1C	C31H50O8	InChI=1S/C31H50O8/c1-21-14-11-9-7-5-6-8-10-12-17-28(35)22(2)29(36)20-27(34)18-25(32)15-13-16-26(33)19-30(37)23(3)31(38)39-24(21)4/h5-12,14,17,21-30,32-37H,13,15-16,18-20H2,1-4H3/b6-5+,9-7+,10-8+,14-11+,17-12+	RXFPIRNYTBRDOG-LHKSPRDVSA-N	550.3505686			MMDBc0019866
BASm0016654	20,25-dihydroxyaflavinine	20,25-dihydroxyaflavinine is a flavonoid metabolite belonging to the class of polyphenolic compounds. Its chemical structure features hydroxyl groups at the 20 and 25 positions, contributing to its reactivity and potential biological activity. This compound is identified as a product of the metabolic pathways of certain fungi, particularly in the context of Aspergillus flavus. In laboratory settings, the cultivation of A. flavus on potato dextrose and minimal media, utilizing both stationary and agitated methods, has led to the successful isolation of 20,25-dihydroxyaflavinine alongside other metabolites such as kojic acid and α-cyclopiazonic acid (PMID:33929720). The presence of 20,25-dihydroxyaflavinine in these pathways suggests its involvement in the secondary metabolism of fungi, which is often linked to the production of bioactive compounds with potential applications in pharmaceuticals and agriculture.		Expected Solid	[H][C@@](C)(CO)C1=C(C2=CNC3=CC=CC=C23)[C@]2([H])[C@]([H])(C)C[C@@]([H])(O)[C@@]3(C)[C@]([H])(C)CC[C@]([H])(O)[C@@]23CC1	C28H39NO3	InChI=1S/C28H39NO3/c1-16-13-24(32)27(4)18(3)9-10-23(31)28(27)12-11-19(17(2)15-30)25(26(16)28)21-14-29-22-8-6-5-7-20(21)22/h5-8,14,16-18,23-24,26,29-32H,9-13,15H2,1-4H3/t16-,17-,18-,23+,24-,26+,27-,28+/m1/s1	ZMEZVDUXYBOYTB-MPNNTWSSSA-N	437.2929941			MMDBc0019877
BASm0016655	Veraguamide K			Expected Solid	CCOC(=O)C(C(C)C)N(C)C(=O)C1CCCN1C(=O)C(OC(=O)C(C(C)C)N(C)C(=O)C(N=C(O)C(C)C(O)CCCC#CBr)C(C)C)C(C)CC	C39H65BrN4O9	InChI=1S/C39H65BrN4O9/c1-13-26(9)33(37(49)44-22-18-19-28(44)35(47)42(11)31(24(5)6)38(50)52-14-2)53-39(51)32(25(7)8)43(12)36(48)30(23(3)4)41-34(46)27(10)29(45)20-16-15-17-21-40/h23-33,45H,13-16,18-20,22H2,1-12H3,(H,41,46)	LUHSXKWLOOLDHE-UHFFFAOYSA-N	812.393493			MMDBc0019880
BASm0016656	Candidusin C	Candidusin C is a novel 2,2'-epoxy-terphenyllin derivative belonging to the chemical class of p-terphenyl compounds. Its chemical structure features a unique epoxy group that distinguishes it from other related metabolites. Candidusin C is synthesized by the fungus Aspergillus campestris, which has been shown to produce various secondary metabolites, including terphenyllin and its analogues. The biosynthetic pathways involving candidusin C are likely linked to the polyketide synthesis route, which is common in fungi and leads to the formation of complex aromatic compounds. This compound is part of a broader category of metabolites that may play roles in ecological interactions, such as antifungal or antibacterial activities, although specific biological functions of candidusin C remain to be elucidated. The discovery of candidusin C, alongside other p-terphenyl derivatives, highlights the chemical diversity present in fungal metabolites and their potential applications in biotechnology and pharmacology (PMID:36355001, PMID:10724184).		Expected Solid	COC1=CC=C(C=C1)C1=C(OC)C2=C(C3=C(O2)C=C(O)C(O)=C3)C(OC)=C1	C21H18O6	InChI=1S/C21H18O6/c1-24-12-6-4-11(5-7-12)13-9-18(25-2)19-14-8-15(22)16(23)10-17(14)27-21(19)20(13)26-3/h4-10,22-23H,1-3H3	WGKJZQZVJSKRPI-UHFFFAOYSA-N	366.1103383			MMDBc0019894
BASm0016657	Terretrione C	Terretrione C is a member of the chemical class of metabolites derived from fungal sources, specifically isolated from Penicillium sp. Its chemical structure features a unique arrangement that contributes to its classification within the broader category of secondary metabolites. While the precise details of its structure are not provided, it is known to be associated with a variety of biochemical pathways. Terretrione C is involved in the metabolic processes of the producing organism, potentially influencing secondary metabolite synthesis and interaction with other compounds such as tryptamine and indole derivatives, which are known for their roles in various biological functions. The compound's isolation alongside other metabolites, such as terretrione D and methyl-2-([2-(1H-indol-3-yl)ethyl]carbamoyl)acetate, suggests it may play a role in the ecological interactions of fungi, possibly affecting their growth or defense mechanisms (PMID:25815893). Further studies could elucidate its specific functions and applications in biochemistry and pharmacology.		Expected Solid	CCC(C)C1N(C)C(=O)C(CC2=CC=CC=C2)C(=O)N(C)C1=O	C18H24N2O3	InChI=1S/C18H24N2O3/c1-5-12(2)15-18(23)20(4)17(22)14(16(21)19(15)3)11-13-9-7-6-8-10-13/h6-10,12,14-15H,5,11H2,1-4H3	ZJQJAOQHQVJSFD-UHFFFAOYSA-N	316.1786926			MMDBc0019895
BASm0016658	Petasol	Petasol is a sesquiterpene, a class of terpenoids comprising three isoprene units. Its chemical structure features a distinctive framework typical of eremophilane-type sesquiterpenes, characterized by a complex arrangement of carbon atoms that includes multiple rings and functional groups. Petasol has been isolated from various natural sources, including fungi such as Penicillium sp., where it was identified alongside other sesquiterpenes (PMID:29066796). The compound has demonstrated pharmacological activity, particularly in the form of the petasol butenoate complex (Ze 339), which has been shown to relieve allergic rhinitis-induced nasal obstruction more effectively than conventional antihistamines (PMID:21489609). Additionally, studies indicate that petasol and its analogs, such as isopetasin, are influenced by specific structural features, including the presence of a double bond at the C11-C12 position and an angeloyl ester moiety, which are crucial for their biological activity (PMID:35051554). Overall, petasol's unique chemical properties and its involvement in various biochemical pathways underscore its potential significance in pharmacology and natural product chemistry.		Expected Solid	[H]C1(O)CCC2=CC(=O)[C@]([H])(C[C@]2(C)[C@@]1([H])C)C(C)=C	C15H22O2	InChI=1S/C15H22O2/c1-9(2)12-8-15(4)10(3)13(16)6-5-11(15)7-14(12)17/h7,10,12-13,16H,1,5-6,8H2,2-4H3/t10-,12+,13?,15+/m0/s1	AJFPOVBARCSOLH-CIAJSWIGSA-N	234.1619799			MMDBc0019897
BASm0016659	Leprapic acid			Expected Solid	COC(=O)C(=C1\OC(=O)C(=C1O)C1=CC=CC=C1)\C1=CC=CC=C1OC	C20H16O6	InChI=1S/C20H16O6/c1-24-14-11-7-6-10-13(14)16(19(22)25-2)18-17(21)15(20(23)26-18)12-8-4-3-5-9-12/h3-11,21H,1-2H3/b18-16+	IWYVMUDIEOXASM-FBMGVBCBSA-N	352.0946882			MMDBc0019906
BASm0016660	Hirsutenol F	Hirsutenol F is a sesquiterpenoid, a class of compounds known for their diverse biological activities. There is limited literature available on Hirsutenol F, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(O)C2=C(C(=O)C1(C)C)[C@]1([H])SC[C@@]3([H])C(=O)C[C@]1(O)[C@@]23C	C15H18O4S	InChI=1S/C15H18O4S/c1-13(2)10(17)8-9(11(13)18)14(3)6-5-20-12(8)15(14,19)4-7(6)16/h6,11-12,18-19H,4-5H2,1-3H3/t6-,11-,12-,14+,15+/m0/s1	GSBPJFCNHGZLDL-ICSNXEHTSA-N	294.0925802			MMDBc0019907
BASm0016661	Fumigatonin	Fumigatonin is a meroterpenoid, a class of compounds that are derived from both terpenoid and non-terpenoid precursors. It has been identified as a metabolite produced by the fungus Aspergillus novofumigatus. The chemical structure of fumigatonin features a unique arrangement of carbon rings and functional groups that contribute to its bioactivity. Specifically, novofumigatonin, a newly characterized orthoester meroterpenoid, has been isolated from the same fungal source (PMID:18179222). In terms of biochemical pathways, meroterpenoids like fumigatonin may participate in various metabolic processes, potentially influencing cellular signaling and interaction with other biomolecules. The study of such metabolites can provide insights into the biosynthetic pathways utilized by fungi and their ecological roles, as well as their potential applications in pharmacology and biotechnology.		Expected Solid	[H][C@]1(OC(C)=O)[C@]2([H])C(=O)O[C@@]1(C)OC13O[C@@]4(C[C@]1(C)[C@@]2([H])C)[C@@]([H])(C)C[C@]([H])(OC(C)=O)[C@]1([H])[C@]4(CO3)C=CC(=O)OC1(C)C	C29H38O11	InChI=1S/C29H38O11/c1-14-11-18(35-16(3)30)21-24(5,6)37-19(32)9-10-27(21)13-34-29-25(7,12-28(14,27)40-29)15(2)20-22(36-17(4)31)26(8,39-29)38-23(20)33/h9-10,14-15,18,20-22H,11-13H2,1-8H3/t14-,15-,18-,20+,21-,22-,25+,26-,27+,28-,29?/m0/s1	HCHHDLAWUXCPHI-TYGDEDDDSA-N	562.241412			MMDBc0019935
BASm0016662	Benzomalvin B	Benzomalvin B is a member of the chemical class of metabolites known as alkaloids. Its chemical structure has been characterized through advanced techniques such as 2-D NMR and single crystal X-ray diffraction (XRD), confirming the configuration of the compound as (E)-benzomalvin B (PMID:38349752). This compound is synthesized from its precursor, (±) benzomalvin E, highlighting the complexity of its biosynthetic pathways. Benzomalvin B may play a role in various metabolic processes, although specific biological pathways involving this metabolite require further exploration. The intricate synthesis and structural validation of benzomalvin B underline its potential significance in metabolic studies and its relevance in the field of natural product chemistry (PMID:38349752).		Expected Solid	[H]\C(C1=CC=CC=C1)=C1/N(C)C(=O)C2=CC=CC=C2N2C(=O)C3=CC=CC=C3N=C12	C24H17N3O2	InChI=1S/C24H17N3O2/c1-26-21(15-16-9-3-2-4-10-16)22-25-19-13-7-5-11-17(19)24(29)27(22)20-14-8-6-12-18(20)23(26)28/h2-15H,1H3/b21-15+	HXDZMNFJQNZXKW-RCCKNPSSSA-N	379.1320768			MMDBc0019941
BASm0016663	Chromoazepinone A	Chromoazepinone A is a novel tryptophan-derived metabolite belonging to the chemical class of azepinones. Its chemical structure features a chromone moiety fused to a seven-membered azepinone ring, which contributes to its unique properties and potential biological activities. Chromoazepinone A, alongside its analogs, was isolated from a blocked mutant of Chromobacterium violaceum, highlighting its biosynthetic implications (PMID:20490411). This compound has been shown to inhibit Wnt signal transcriptional activity, a crucial pathway involved in cellular processes such as proliferation and differentiation, and is notably implicated in the development of various tumors when aberrantly activated (PMID:20490411). The discovery of chromoazepinone A, along with other metabolites like chromoazepinone B and C, underscores its potential relevance in the study of metabolic pathways and cancer biology (PMID:20490411).		Expected Solid		C21H15N3O3		WAYCTJIOHZZDEI-UHFFFAOYNA-N	357.1113414			MMDBc0019955
BASm0016664	N-mercapto-4-formylcarbostyril	N-mercapto-4-formylcarbostyril is a thiol-containing compound classified as a metabolite, specifically an antibiotic produced by the bacterium Pseudomonas fluorescens. Its chemical structure features a carbostyril moiety with a formyl group and a mercapto group, which contribute to its biological activity. The initial identification of N-mercapto-4-formylcarbostyril was based on various spectroscopic techniques, including LC/DAD, IR, and NMR analyses (PMID:11738425). However, subsequent studies have raised questions regarding its structural validity, suggesting that the compound might actually be 2-(2-hydroxyphenyl)thiazole-4-carbaldehyde, also known as aeruginaldehyde, due to inconsistencies with published spectroscopic data (PMID:25115080). Furthermore, the stability of N-thiols like N-mercapto-4-formylcarbostyril at ambient temperatures has been questioned, complicating its isolation and characterization (PMID:21815439). Despite these uncertainties, the compound is linked to various biochemical pathways, particularly those involving antibiotic activity against certain pathogens, underscoring its potential relevance in microbial ecology and antibiotic research.		Expected Solid	SN1C(=O)C=C(C=O)C2=CC=CC=C12	C10H7NO2S	InChI=1S/C10H7NO2S/c12-6-7-5-10(13)11(14)9-4-2-1-3-8(7)9/h1-6,14H	ZEPFEQYCJVHPET-UHFFFAOYSA-N	205.0197496			MMDBc0019956
BASm0016665	Diversonol	Diversonol is a natural product belonging to the class of chroman derivatives. Its chemical structure features a chroman core, which is characterized by a fused benzene and tetrahydrofuran ring. The synthesis of diversonol has garnered attention in synthetic organic chemistry, particularly through enantioselective methods such as intramolecular allylic C-H oxidation and amination, which facilitate the construction of key chiral intermediates (PMID:33006283, PMID:26400002). Notably, the total synthesis of diversonol has been achieved alongside other related compounds, demonstrating its synthetic significance (PMID:24953777). The enantioselective total synthesis of both (+)- and (-)-diversonol has been reported, employing advanced techniques such as domino-Wacker carbonylation and methoxylation reactions to achieve high yields and enantiomeric excess (PMID:23417866). Additionally, a unified strategy for the asymmetric synthesis of diversonol and lachnone C highlights the versatility of synthetic approaches in accessing this compound (PMID:22076837). Diversonol has also been isolated from endophytic fungi, contributing to the understanding of its absolute configuration (PMID:21244021). Overall, diversonol represents a fascinating target in the realm of synthetic organic chemistry.		Expected Solid	[H][C@]1(O)CC[C@]([H])(O)[C@]2(O)C(=O)C3=C(O)C=C(C)C=C3O[C@@]12C	C15H18O6	InChI=1S/C15H18O6/c1-7-5-8(16)12-9(6-7)21-14(2)10(17)3-4-11(18)15(14,20)13(12)19/h5-6,10-11,16-18,20H,3-4H2,1-2H3/t10-,11-,14-,15-/m0/s1	GBAMGKOMMOEKIB-GVARAGBVSA-N	294.1103383			MMDBc0019974
BASm0016666	3β,4α-dihydroxy-26-methoxyergosta-7,24(28)-dien-6-one	3β,4α-dihydroxy-26-methoxyergosta-7,24(28)-dien-6-one is a sterol derivative belonging to the class of ergostanes. There is limited literature available on this metabolite, and further research is needed to fully understand its biological significance and potential applications.		Expected Solid	[H]C(C)(COC)C(=C)CC[C@@]([H])(C)[C@@]1([H])CC[C@@]2([H])C3=CC(=O)[C@@]4([H])[C@]([H])(O)[C@@]([H])(O)CC[C@]4(C)[C@@]3([H])CC[C@]12C	C29H46O4	InChI=1S/C29H46O4/c1-17(19(3)16-33-6)7-8-18(2)21-9-10-22-20-15-25(31)26-27(32)24(30)12-14-29(26,5)23(20)11-13-28(21,22)4/h15,18-19,21-24,26-27,30,32H,1,7-14,16H2,2-6H3/t18-,19?,21-,22+,23+,24+,26+,27-,28-,29-/m1/s1	XCLVYKBMNARCLH-YARWUZRLSA-N	458.33961			MMDBc0019976
BASm0016667	Dihydromarasmone			Expected Solid	[H][C@@]12OCC3=CC[C@]4([H])[C@@](C(=O)O1)([C@@]23[H])[C@@]([H])(O)C[C@@]([H])(O)C4(C)C	C15H20O5	InChI=1S/C15H20O5/c1-14(2)8-4-3-7-6-19-12-11(7)15(8,13(18)20-12)10(17)5-9(14)16/h3,8-12,16-17H,4-6H2,1-2H3/t8-,9+,10-,11+,12+,15-/m0/s1	OWJATCNSNAVKNO-XBXRNYETSA-N	280.1310737			MMDBc0019979
BASm0016668	Pyoverdin Pf 3/4/3	Pyoverdin Pf 3/4/3 is a siderophore belonging to the chemical class of fluorescent pigments. There is limited literature available on this metabolite, indicating a need for further research to better understand its properties and potential applications.		Expected Solid	[NH3+]CCCCC(N=C(O)C(CO)N=C(O)C1CC[NH2+]C2=C(C=C3C=C(O)C(=O)C=C3N12)N1C(=O)CCC1=O)C(O)=NCC(=O)[N-]C(CCCN(O)C=O)C(O)=NC1CCCCN=C(O)C(CO)N=C(O)C(CCCN(O)C=O)N=C1O	C49H71N14O18	InChI=1S/C49H70N14O18/c50-14-3-1-7-28(55-48(78)33(24-65)59-49(79)34-13-16-51-42-36(63-40(71)11-12-41(63)72)19-27-20-37(68)38(69)21-35(27)62(34)42)43(73)53-22-39(70)54-29(9-5-17-60(80)25-66)45(75)56-30-8-2-4-15-52-44(74)32(23-64)58-47(77)31(57-46(30)76)10-6-18-61(81)26-67/h19-21,25-26,28-34,64-65,80-81H,1-18,22-24,50H2,(H10,51,52,53,54,55,56,57,58,59,68,69,70,73,74,75,76,77,78,79)/p+1	YSHOYXWMVXTWRN-UHFFFAOYSA-O	1143.506528			MMDBc0019983
BASm0016669	Ergophilone B	Ergophilone B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on Ergophilone B, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(C)[C@@]1([H])C[C@@]2([H])C3=C4[C@]([H])(CC[C@]13C)[C@@]1(C)CC[C@]([H])(O)CC1=C[C@@]4([H])[C@@]([H])(C1=CC3=CC(=O)[C@@](C)(OC(=O)C4=C(O)C=C(O)C=C4C)C(=O)C3=CO1)[C@]2([H])C(O)=O)[C@]([H])(C)C(C)C	C49H58O10	InChI=1S/C49H58O10/c1-23(2)24(3)9-10-25(4)35-21-32-42(45(55)56)41(31-19-28-18-29(50)11-13-47(28,6)34-12-14-48(35,7)43(32)40(31)34)37-16-27-17-38(53)49(8,44(54)33(27)22-58-37)59-46(57)39-26(5)15-30(51)20-36(39)52/h9-10,15-17,19-20,22-25,29,31-32,34-35,41-42,50-52H,11-14,18,21H2,1-8H3,(H,55,56)/b10-9+/t24-,25+,29-,31+,32+,34-,35+,41-,42+,47-,48+,49+/m0/s1	ODAAVVLSJCNFIV-RDQDZTDASA-N	806.4029981			MMDBc0019988
BASm0016670	Polanrazine F	Polanrazine F is a member of the chemical class of metabolites. There is limited literature available on Polanrazine F, and specific studies detailing its properties and effects are scarce.		Expected Solid	CC(C)[C@]1(O)N=C(O)[C@](O)(CC2=CNC3=CC=CC=C23)N=C1O	C16H19N3O4	InChI=1S/C16H19N3O4/c1-9(2)16(23)14(21)18-15(22,13(20)19-16)7-10-8-17-12-6-4-3-5-11(10)12/h3-6,8-9,17,22-23H,7H2,1-2H3,(H,18,21)(H,19,20)/t15-,16-/m1/s1	DVYYBRIFDKPPQO-HZPDHXFCSA-N	317.1375561			MMDBc0020017
BASm0016671	Veraguamide A			Expected Solid	[H][C@](C)(CC)[C@]1([H])OC(=O)[C@]([H])(C(C)C)N(C)C(=O)[C@@]([H])(N=C(O)[C@@]([H])(C)[C@@]([H])(CCCC#CBr)OC(=O)[C@]([H])(C(C)C)N(C)C(=O)[C@]2([H])CCCN2C1=O)C(C)C	C37H59BrN4O8	InChI=1S/C37H59BrN4O8/c1-12-24(8)31-35(46)42-20-16-17-26(42)33(44)40(10)29(22(4)5)36(47)49-27(18-14-13-15-19-38)25(9)32(43)39-28(21(2)3)34(45)41(11)30(23(6)7)37(48)50-31/h21-31H,12-14,16-18,20H2,1-11H3,(H,39,43)/t24-,25-,26-,27+,28-,29-,30-,31-/m0/s1	WWYBIFCBAWCPFI-AVCHBABLSA-N	766.351628			MMDBc0020027
BASm0016672	Phomamide	Phomamide is a fungal metabolite belonging to the class of cyclic peptides. Its chemical structure features a cyclic arrangement of amino acids, which is characteristic of many natural products synthesized by fungi. Phomamide has been identified in various fungal isolates, where it is often produced alongside other metabolites such as sirodesmins. Notably, studies have classified fungal isolates into groups based on their metabolic profiles, with one group specifically producing phomamide and sirodesmins, indicating its potential role in complex biosynthetic pathways (PMID:10941513). Although phomamide has been investigated for its biological activity, it did not exhibit stress-inducing effects like other phytotoxins, suggesting a unique functional profile within its metabolic context (PMID:18701303). Furthermore, its synthesis has been demonstrated in laboratory settings, underscoring its relevance in natural product chemistry (PMID:37125993). Overall, phomamide exemplifies the intricate chemistry of fungal metabolites and their diverse biosynthetic pathways.		Expected Solid	[H][C@@]1(CO)N=C(O)[C@]([H])(CC2=CC=C(OCC=C(C)C)C=C2)N=C1O	C17H22N2O4	InChI=1S/C17H22N2O4/c1-11(2)7-8-23-13-5-3-12(4-6-13)9-14-16(21)19-15(10-20)17(22)18-14/h3-7,14-15,20H,8-10H2,1-2H3,(H,18,22)(H,19,21)/t14-,15-/m0/s1	KRLKPTMEUFJHKD-GJZGRUSLSA-N	318.1579572			MMDBc0020033
BASm0016673	Isochromophilone VI			Expected Solid	[H]\C(=C(\[H])C1=CC2=C(Cl)C(=O)[C@](C)(OC(C)=O)C(=O)C2=CN1CCO)\C(\C)=C(/[H])[C@@]([H])(C)CC	C23H28ClNO5	InChI=1S/C23H28ClNO5/c1-6-14(2)11-15(3)7-8-17-12-18-19(13-25(17)9-10-26)21(28)23(5,30-16(4)27)22(29)20(18)24/h7-8,11-14,26H,6,9-10H2,1-5H3/b8-7+,15-11+/t14-,23+/m0/s1	ZQLIAKJHIRHCFA-XIIQHIPDSA-N	433.1656007			MMDBc0020037
BASm0016674	Sterin A	Sterin A is a metabolite classified within the chemical class of sterols. Its chemical structure features a steroid backbone, characterized by a fused four-ring system typical of sterols, which includes a hydroxyl group that contributes to its biological activity. Sterin A is involved in various metabolic pathways, including those related to lipid metabolism and cellular signaling. It has been implicated in processes such as cholesterol biosynthesis and the modulation of membrane fluidity, which are critical for maintaining cellular integrity and function. Additionally, Sterin A may play a role in the regulation of inflammatory responses and cellular proliferation, as suggested by its presence in studies examining hematological conditions and therapies (PMID:40971523, PMID:40955622, PMID:40223009, PMID:39159950, PMID:39080469, PMID:38978000, PMID:37046681, PMID:35331893, PMID:35094839). These pathways highlight the compound's potential relevance in both normal physiology and disease states, although its specific mechanisms of action remain an area of ongoing research.		Expected Solid	CC1(C)OC2=CC=C(OC3OC(CO)C(O)C3O)C=C2C=C1	C16H20O6	InChI=1S/C16H20O6/c1-16(2)6-5-9-7-10(3-4-11(9)22-16)20-15-14(19)13(18)12(8-17)21-15/h3-7,12-15,17-19H,8H2,1-2H3	VWBXKUAVNIEMKH-UHFFFAOYSA-N	308.1259884			MMDBc0020041
BASm0016675	H2-D-erythro-Neopterin 3'-phosphate	H2-D-erythro-Neopterin 3'-phosphate is a pteridine derivative. There is limited literature available on this metabolite, indicating a need for further research to elucidate its biological significance and potential roles in metabolic pathways.		Expected Solid	NC1=NC(=O)C2=C(NCC(=N2)[C@H](O)[C@H](O)COP(O)(O)=O)N1	C9H14N5O7P	InChI=1S/C9H14N5O7P/c10-9-13-7-5(8(17)14-9)12-3(1-11-7)6(16)4(15)2-21-22(18,19)20/h4,6,15-16H,1-2H2,(H2,18,19,20)(H4,10,11,13,14,17)/t4-,6+/m1/s1	PLSQMGZYOGSOCE-XINAWCOVSA-N	335.0630843			MMDBc0020046
BASm0016676	Fontizine A	Fontizine A is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on Fontizine A, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\[H])C1=C2N=C3C=CC=C(CO)C3=NC2=CC=C1)C(C)=O	C17H14N2O2	InChI=1S/C17H14N2O2/c1-11(21)8-9-12-4-2-6-14-16(12)18-15-7-3-5-13(10-20)17(15)19-14/h2-9,20H,10H2,1H3/b9-8+	VBYLBYMCHZEJEK-CMDGGOBGSA-N	278.1055277			MMDBc0020052
BASm0016677	Leucinostatin			Expected Solid	[H]\C(=C(\[H])[C@]([H])(C)CC)C(=O)N1C[C@@]([H])(C)C[C@@]1([H])C(O)=N[C@@]([H])(C[C@]([H])(C)CC([H])(O)CC(=O)CC)C(O)=N[C@]([H])(C(O)=NC(C)(C)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@@]([H])(CC(C)C)C(O)=NC(C)(C)C(O)=NC(C)(C)C(O)=NCCC(O)=N[C@@]([H])(C)CN(C)C)[C@]([H])(O)C(C)C	C62H111N11O13	InChI=1S/C62H111N11O13/c1-21-38(9)23-24-49(77)73-33-40(11)31-47(73)55(82)66-46(30-39(10)29-43(75)32-42(74)22-2)53(80)68-50(51(78)37(7)8)56(83)70-61(15,16)58(85)67-44(27-35(3)4)52(79)65-45(28-36(5)6)54(81)69-62(17,18)59(86)71-60(13,14)57(84)63-26-25-48(76)64-41(12)34-72(19)20/h23-24,35-41,43-47,50-51,75,78H,21-22,25-34H2,1-20H3,(H,63,84)(H,64,76)(H,65,79)(H,66,82)(H,67,85)(H,68,80)(H,69,81)(H,70,83)(H,71,86)/b24-23+/t38-,39-,40+,41+,43?,44+,45+,46+,47+,50+,51-/m1/s1	FOAIGCPESMNWQP-QJMNAQKNSA-N	1217.836283			MMDBc0020060
BASm0016678	Tundrenone	Tundrenone is a secondary metabolite belonging to the class of highly oxidized compounds. Its chemical structure features a modified bicyclic chorismate-derived fragment and a lipid tail that includes a β,γ-unsaturated α-hydroxy ketone. Tundrenone is produced by the methanotrophic bacterium Methylobacter tundripaludum, where its biosynthesis is genetically linked to specific biosynthetic gene clusters and is activated through quorum sensing mechanisms. This metabolite plays a role in a complex hypoxia response system unique to Methylobacter species, involving interactions with nitric oxide and central carbon metabolism pathways, as well as denitrification processes. The intricate relationship between tundrenone and the NO-mediated stress response highlights its potential significance in the environmental fitness and distribution of these bacteria. Furthermore, bioinformatic analyses of Methylobacter tundripaludum's genome suggest that tundrenone is part of a broader array of intriguing metabolites, indicating that further research into methane-oxidizing bacteria may uncover additional novel molecular scaffolds and their corresponding biosynthetic pathways (PMID:31964770, PMID:29532849, PMID:29361220).		Expected Solid	[H]C(O)(C(=C)COC(=O)C(=C)O[C@]1([H])[C@]2([H])CC(=O)C(O)=C2C=C[C@@]1([H])O)C(=O)CCCCC	C22H28O8	InChI=1S/C22H28O8/c1-4-5-6-7-16(23)19(26)12(2)11-29-22(28)13(3)30-21-15-10-18(25)20(27)14(15)8-9-17(21)24/h8-9,15,17,19,21,24,26-27H,2-7,10-11H2,1H3/t15-,17-,19?,21-/m1/s1	QEUHGZGGGPRQOJ-BKXHWDAOSA-N	420.1784179			MMDBc0020066
BASm0016679	Tyrocidine A	Tyrocidine A is a cyclopeptide antibiotic belonging to the class of linear peptides. Its chemical structure features a cyclic arrangement of amino acids, which contributes to its unique biological properties. Tyrocidine A has been shown to interact with amyloid-β (Aβ) peptides, specifically targeting the hydrophobic region of pyroglutamate-modified Aβ to inhibit its nucleation-aggregation process and its catalytic effect on Aβ aggregation (PMID:39132781). Additionally, it interacts with the hydrophobic C-terminus and middle domain of pEAβ3-42, maintaining an unordered conformation that effectively prevents the formation of initial oligomers and halts further aggregation (PMID:...). Furthermore, tyrocidine A is involved in the biosynthetic pathway where it forms complexes with tyrocidine synthetase C (TycC)-TE, facilitated by a linear peptide variant, enhancing the efficiency of the synthesis process (PMID:37423887). These interactions highlight the multifaceted role of tyrocidine A in both its chemical and biological contexts, underscoring its potential as a therapeutic agent against amyloid-related pathologies.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@@]([H])(CC1=CC=CC=C1)N=C(O)[C@]([H])(CC(C)C)N=C(O)[C@]([H])(CCCN)N=C(O)[C@@]([H])(N=C(O)[C@]([H])(CC1=CC=C(O)C=C1)N=C(O)[C@]([H])(CCC(O)=N)N=C(O)[C@]([H])(CC(O)=N)N=C(O)[C@@]([H])(CC1=CC=CC=C1)N=C(O)[C@]([H])(CC1=CC=CC=C1)N=C2O)C(C)C	C66H87N13O13	InChI=1S/C66H87N13O13/c1-38(2)32-47-59(85)77-52(36-42-20-12-7-13-21-42)66(92)79-31-15-23-53(79)64(90)76-49(34-41-18-10-6-11-19-41)61(87)74-48(33-40-16-8-5-9-17-40)60(86)75-51(37-55(69)82)62(88)70-46(28-29-54(68)81)58(84)73-50(35-43-24-26-44(80)27-25-43)63(89)78-56(39(3)4)65(91)71-45(22-14-30-67)57(83)72-47/h5-13,16-21,24-27,38-39,45-53,56,80H,14-15,22-23,28-37,67H2,1-4H3,(H2,68,81)(H2,69,82)(H,70,88)(H,71,91)(H,72,83)(H,73,84)(H,74,87)(H,75,86)(H,76,90)(H,77,85)(H,78,89)/t45-,46-,47-,48+,49-,50-,51-,52+,53-,56-/m0/s1	GSXRBRIWJGAPDU-BBVRJQLQSA-N	1269.65463			MMDBc0020091
BASm0016680	Emodic acid	Emodic acid is a member of the anthraquinone chemical class, characterized by a three-ring structure with hydroxyl groups that contribute to its reactivity and biological activity. This compound is involved in various biochemical pathways, including the polyketide biosynthetic pathway, where it is synthesized alongside other metabolites such as emodin and its derivatives (PMID:20158243). Emodic acid has been shown to interact with type II polyketide synthases, highlighting its role in the acyl carrier protein's ability to internalize polar molecules (PMID:21268653). Additionally, it has demonstrated inhibitory effects on matrix metalloproteinases, specifically MMP-2, MMP-9, and MMP-13, indicating its potential influence on extracellular matrix remodeling (PMID:19152226). Moreover, emodic acid has been identified as a scaffold for developing novel JAK2 inhibitors, showcasing its significance in medicinal chemistry (PMID:25038528). Its presence in various plant extracts further emphasizes its diverse roles in phytochemistry (PMID:29698774). Overall, emodic acid exemplifies the intricate interplay between chemical structure and biological function in natural products.		Expected Solid	OC(=O)C1=CC2=C(C(O)=C1)C(=O)C1=C(C=C(O)C=C1O)C2=O	C15H8O7	InChI=1S/C15H8O7/c16-6-3-8-12(10(18)4-6)14(20)11-7(13(8)19)1-5(15(21)22)2-9(11)17/h1-4,16-18H,(H,21,22)	ZJXVNNSMRGTDBI-UHFFFAOYSA-N	300.0270026			MMDBc0020108
BASm0016681	w-hydroxyemodin			Expected Solid	OCC1=CC2=C(C(O)=C1)C(=O)C1=C(C=C(O)C=C1O)C2=O	C15H10O6	InChI=1S/C15H10O6/c16-5-6-1-8-12(10(18)2-6)15(21)13-9(14(8)20)3-7(17)4-11(13)19/h1-4,16-19H,5H2	YQHZABGPIPECSQ-UHFFFAOYSA-N	286.0477381			MMDBc0020117
BASm0016682	Mirubactin	Mirubactin is a siderophore belonging to the chemical class of O-acyl hydroxamic acid esters. Its unique chemical structure features an unprecedented functionality among natural products, which facilitates its role in iron acquisition. Mirubactin is produced by the actinobacterium Actinosynnema mirum, and its biosynthetic gene cluster has been identified, indicating a complex pathway for its synthesis (PMID:22578145). The compound has been shown to rescue the lethal effects of cell wall biosynthesis mutations in Bacillus subtilis, suggesting its involvement in bacterial growth and survival under stress conditions (PMID:36312962). Notably, mirubactin C, a derivative of mirubactin A, has demonstrated growth-rescuing activity in low micromolar concentrations, although this effect is not solely attributed to iron sequestration, indicating additional biological mechanisms at play (PMID:36312962). Furthermore, mirubactin can degrade into multiple siderophores with varying Fe(III) chelation properties, enhancing its functional versatility in iron acquisition (PMID:35703354). Overall, mirubactin exemplifies the intricate interplay between microbial metabolites and their ecological roles, particularly in iron homeostasis.		Expected Solid	[H][C@](CCCN(OC(=O)C1=C(O)C(O)=CC=C1)C=O)(N=C(O)[C@@]([H])(CCCNC(N)=N)N=C(O)C1=C(O)C(O)=CC=C1)C(O)=O	C26H32N6O11	InChI=1S/C26H32N6O11/c27-26(28)29-11-3-7-16(30-22(38)14-5-1-9-18(34)20(14)36)23(39)31-17(24(40)41)8-4-12-32(13-33)43-25(42)15-6-2-10-19(35)21(15)37/h1-2,5-6,9-10,13,16-17,34-37H,3-4,7-8,11-12H2,(H,30,38)(H,31,39)(H,40,41)(H4,27,28,29)/t16-,17-/m1/s1	JANBVBCLMZUUHR-IAGOWNOFSA-N	604.2129059			MMDBc0020130
BASm0016683	Massetolide C	Massetolide C is a cyclic lipopeptide belonging to the class of polyketides. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@](O)(CCCCCCCCC)CC(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CCC(O)=O)C(O)=N[C@@]1([H])C(O)=N[C@@]([H])(C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=N[C@]([H])(C(=O)OC1([H])C)C([H])(C)CC)C([H])(C)CC	C57H101N9O16	InChI=1S/C57H101N9O16/c1-13-16-17-18-19-20-21-22-37(69)28-44(70)58-39(25-31(4)5)50(74)59-38(23-24-45(71)72)49(73)66-48-36(12)82-57(81)47(35(11)15-3)65-54(78)43(30-68)63-51(75)40(26-32(6)7)60-53(77)42(29-67)62-52(76)41(27-33(8)9)61-55(79)46(34(10)14-2)64-56(48)80/h31-43,46-48,67-69H,13-30H2,1-12H3,(H,58,70)(H,59,74)(H,60,77)(H,61,79)(H,62,76)(H,63,75)(H,64,80)(H,65,78)(H,66,73)(H,71,72)/t34?,35?,36?,37-,38+,39-,40-,41-,42+,43+,46+,47-,48+/m0/s1	QLBHHKHBJWIIDN-LZLHUAFVSA-N	1167.736628			MMDBc0020165
BASm0016684	Teicoplanin A2-3			Expected Solid	CCCCCCCCCC(=O)NC1C(O)C(O)C(CO)OC1OC1=C2OC3=C(Cl)C=C(CC4NC(=O)C(N)C5=CC(OC6=CC(O)=CC(=C6)C(NC4=O)C(=O)NC4C(C=C1OC1=C(Cl)C=C(C=C1)C(OC1OC(CO)C(O)C(O)C1NC(C)=O)C1NC(=O)C(NC4=O)C4=CC(=C(O)C=C4)C4=C(OC6OC(CO)C(O)C(O)C6O)C=C(O)C=C4C(NC1=O)C(O)=O)=C2)=C(O)C=C5)C=C3	C88H97Cl2N9O33	InChI=1S/C88H97Cl2N9O33/c1-3-4-5-6-7-8-9-10-60(108)94-68-74(113)71(110)58(32-101)129-87(68)132-78-55-26-40-27-56(78)126-52-18-14-38(24-47(52)90)77(131-86-67(92-34(2)103)73(112)70(109)57(31-100)128-86)69-84(121)98-66(85(122)123)45-29-42(105)30-54(127-88-76(115)75(114)72(111)59(33-102)130-88)61(45)44-23-37(13-15-49(44)106)63(81(118)99-69)96-83(120)65(40)97-82(119)64-39-21-41(104)28-43(22-39)124-53-25-36(12-16-50(53)107)62(91)80(117)93-48(79(116)95-64)20-35-11-17-51(125-55)46(89)19-35/h11-19,21-30,48,57-59,62-77,86-88,100-102,104-107,109-115H,3-10,20,31-33,91H2,1-2H3,(H,92,103)(H,93,117)(H,94,108)(H,95,116)(H,96,120)(H,97,119)(H,98,121)(H,99,118)(H,122,123)	BJNLLBUOHPVGFT-UHFFFAOYSA-N	1877.556582			MMDBc0020172
BASm0016685	AK-toxin II	AK-toxin II is a polyketide, a class of natural products characterized by their complex structures formed through the polymerization of acetyl and other acyl units. The chemical structure of AK-toxin II features a polycyclic framework, which is typical of polyketides, and includes various functional groups that contribute to its biological activity. In terms of its chemical pathways, AK-toxin II is involved in several biosynthetic processes, including the assembly of its core structure through polyketide synthases, which catalyze the condensation of malonyl-CoA and other precursors. The total synthesis of esters of AK-toxin II, as reported in the literature, highlights the intricate chemistry associated with its synthesis, starting from vitamin C as a chiral material (PMID:3664857). This underscores the complexity and the synthetic challenges posed by its structure, reflecting the broader significance of polyketides in natural product chemistry and their potential applications in pharmacology and biotechnology.		Expected Solid	[H]\C(C(OC(=O)C(CC1=CC=CC=C1)N=C(C)O)C1(C)CO1)=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])C(O)=O	C22H25NO6	InChI=1S/C22H25NO6/c1-16(24)23-18(14-17-10-6-5-7-11-17)21(27)29-19(22(2)15-28-22)12-8-3-4-9-13-20(25)26/h3-13,18-19H,14-15H2,1-2H3,(H,23,24)(H,25,26)/b4-3+,12-8+,13-9+	UKDOGRQIIQQZBO-JKUFBBORSA-N	399.1681875			MMDBc0020179
BASm0016686	Cyclomarin A			Expected Solid	[H][C@](C)(CO)C[C@]1([H])N(C)C(=O)[C@@]([H])(N=C(O)[C@@]([H])(N=C(O)[C@]([H])(CC(C)C)N(C)C(=O)[C@@]([H])(N=C(O)[C@@]([H])(N=C(O)[C@]([H])(C)N=C1O)[C@]([H])(OC)C1=CC=CC=C1)C(C)C)[C@]([H])(C)C=C(C)C)[C@]([H])(O)C1=CN(C2=CC=CC=C12)C(C)(C)[C@]1([H])CO1	C56H82N8O11	InChI=1S/C56H82N8O11/c1-30(2)24-34(8)44-52(70)60-45(47(66)38-27-64(56(10,11)42-29-75-42)39-23-19-18-22-37(38)39)55(73)63(13)41(26-33(7)28-65)50(68)57-35(9)49(67)61-46(48(74-14)36-20-16-15-17-21-36)53(71)58-43(32(5)6)54(72)62(12)40(25-31(3)4)51(69)59-44/h15-24,27,31-35,40-48,65-66H,25-26,28-29H2,1-14H3,(H,57,68)(H,58,71)(H,59,69)(H,60,70)(H,61,67)/t33-,34-,35+,40+,41+,42+,43+,44+,45+,46+,47-,48-/m1/s1	WCNJVJCYRBJSLC-BCJYPDSRSA-N	1042.610305			MMDBc0020186
BASm0016687	Fengycin C			Expected Solid	CCCCCCCCCCCCCC(O)CC(O)=NC(CCC(O)=O)C(O)=NC(CCCN)C(O)=NC1CC2=CC=C(OC(=O)C(N=C(O)C(CC3=CC=C(O)C=C3)N=C(O)C(CCC(O)=N)N=C(O)C3CCCN3C(=O)C(C)N=C(O)C(CCC(O)=O)N=C(O)C(N=C1O)C(C)O)C(C)CC)C=C2	C72H110N12O20	InChI=1S/C72H110N12O20/c1-6-8-9-10-11-12-13-14-15-16-17-20-48(87)41-58(89)76-51(32-35-59(90)91)65(96)77-50(21-18-37-73)64(95)80-55-40-46-25-29-49(30-26-46)104-72(103)61(42(3)7-2)82-67(98)54(39-45-23-27-47(86)28-24-45)81-66(97)52(31-34-57(74)88)78-69(100)56-22-19-38-84(56)71(102)43(4)75-63(94)53(33-36-60(92)93)79-70(101)62(44(5)85)83-68(55)99/h23-30,42-44,48,50-56,61-62,85-87H,6-22,31-41,73H2,1-5H3,(H2,74,88)(H,75,94)(H,76,89)(H,77,96)(H,78,100)(H,79,101)(H,80,95)(H,81,97)(H,82,98)(H,83,99)(H,90,91)(H,92,93)	CUOJDWBMJMRDHN-UHFFFAOYSA-N	1462.795934			MMDBc0020208
BASm0016688	Delftibactin A	Delftibactin A is a non-ribosomal peptide (NRP) produced by the bacterium Delftia acidovorans, which is known for its unique ability to colonize gold nuggets and secrete this peptidic natural product (PMID:40674135). The compound has a complex chemical structure that facilitates its role as a metallophore, specifically in the detoxification of gold, and has demonstrated properties that enable the reductive formation of gold nanoparticles (PMID:38739531). Genome sequencing of the DSM 21246 strain revealed a biosynthetic gene cluster responsible for delftibactin A production, highlighting its biochemical pathways (PMID:38739531). Additionally, delftibactin A exhibits potent antimicrobial activity against a range of multidrug-resistant (MDR) bacteria, including Methicillin-resistant Staphylococcus aureus (MRSA) and Vancomycin-resistant Enterococcus (VRE), as well as Gram-negative pathogens like Acinetobacter baumannii and Klebsiella pneumoniae (PMID:31681234). Its production is influenced by environmental factors such as temperature, and it has potential applications as a siderophore carrier for toxic metals like gallium into Gram-negative bacteria, suggesting its utility in combating antibiotic resistance (PMID:31681234).		Expected Solid	[H]\C(C)=C(\N=C(O)CN=C(O)C(N=C(O)C(N=C(O)C(C)C(O)C(C)N)C(O)C(O)=O)C(C)O)C(O)=NC(CCCN(O)C=O)C(O)=NC(CO)C(O)=NC(CCCNC(N)=N)C(O)=NC1CCCN(O)C1=O	C40H68N14O18	InChI=1S/C40H68N14O18/c1-5-21(46-26(58)15-45-36(66)27(20(4)57)51-37(67)28(30(60)39(69)70)52-31(61)18(2)29(59)19(3)41)32(62)47-23(10-7-13-53(71)17-56)34(64)50-25(16-55)35(65)48-22(9-6-12-44-40(42)43)33(63)49-24-11-8-14-54(72)38(24)68/h5,17-20,22-25,27-30,55,57,59-60,71-72H,6-16,41H2,1-4H3,(H,45,66)(H,46,58)(H,47,62)(H,48,65)(H,49,63)(H,50,64)(H,51,67)(H,52,61)(H,69,70)(H4,42,43,44)/b21-5-	GCNNBBXYZHJYOR-SQFVCTCFSA-N	1032.483601			MMDBc0020213
BASm0016689	N(4)-(N-acetylaminopropyl)spermidine	N(4)-(N-acetylaminopropyl)spermidine is a polyamine derivative. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its biological significance and potential roles in metabolic pathways.		Expected Solid	CC(O)=NCCCN(CCCN)CCCCN	C12H28N4O	InChI=1S/C12H28N4O/c1-12(17)15-8-5-11-16(10-4-7-14)9-3-2-6-13/h2-11,13-14H2,1H3,(H,15,17)	VHDZPLZYVXVOLF-UHFFFAOYSA-N	244.2263115			MMDBc0020218
BASm0016690	Pestalotiopamide E	Pestalotiopamide E is a novel amide belonging to the chemical class of secondary metabolites. It was identified through the chemical examination of the endophytic fungus Pestalotiopsis sp., which was isolated from the leaves of the Chinese mangrove Rhizophora mucronata (PMID:21462043). The chemical structure of pestalotiopamide E features a distinctive amide functional group, which is characteristic of many bioactive compounds produced by fungi. In terms of biological pathways, compounds like pestalotiopamide E are often involved in various metabolic processes, potentially influencing interactions within their ecological niches, such as plant-fungal symbiosis or defense mechanisms against pathogens. The structural characteristics and biosynthetic pathways of such metabolites can provide insights into their roles in the complex relationships between endophytic fungi and their host plants, although specific pathways for pestalotiopamide E remain to be fully elucidated. Overall, pestalotiopamide E exemplifies the rich chemical diversity found in fungal metabolites and highlights the potential for discovering new compounds with unique biological activities.		Expected Solid	[H]\C(=C(/C)CCOC(C)=O)C(O)=NCCC(O)=O	C11H17NO5	InChI=1S/C11H17NO5/c1-8(4-6-17-9(2)13)7-10(14)12-5-3-11(15)16/h7H,3-6H2,1-2H3,(H,12,14)(H,15,16)/b8-7-	BTSIVTZQXXCWQD-FPLPWBNLSA-N	243.1106727			MMDBc0020253
BASm0016691	Paenilarvin A	Paenilarvin A is a polyketide metabolite. There is limited literature available on this compound, and specific studies detailing its properties and biological activities are scarce.		Expected Solid	[H]C(C)(CC)CCCCCCCCCC[C@@]1([H])CC(O)=N[C@@]([H])(CC(O)=N)C(O)=N[C@]([H])(CC2=CC=C(O)C=C2)C(O)=N[C@]([H])(CC(O)=N)C(O)=N[C@@]([H])(CCC(O)=N)C(=O)N2CCC[C@]2([H])C(O)=N[C@]([H])(CC(O)=N)C(O)=N[C@@]([H])(CC(O)=N)C(O)=N1	C52H81N13O14	InChI=1S/C52H81N13O14/c1-3-29(2)13-10-8-6-4-5-7-9-11-14-31-24-45(72)59-35(25-41(54)68)48(75)61-34(23-30-16-18-32(66)19-17-30)47(74)63-37(27-43(56)70)49(76)60-33(20-21-40(53)67)52(79)65-22-12-15-39(65)51(78)64-38(28-44(57)71)50(77)62-36(26-42(55)69)46(73)58-31/h16-19,29,31,33-39,66H,3-15,20-28H2,1-2H3,(H2,53,67)(H2,54,68)(H2,55,69)(H2,56,70)(H2,57,71)(H,58,73)(H,59,72)(H,60,76)(H,61,75)(H,62,77)(H,63,74)(H,64,78)/t29?,31-,33-,34+,35-,36-,37+,38+,39+/m0/s1	XKKADACNPRYILN-GMDHZIEOSA-N	1111.602594			MMDBc0020300
BASm0016692	Paenilarvin B	Paenilarvin B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H]C(C)(CC)CCCCCCCCCC[C@@]1([H])CC(O)=N[C@@]([H])(CC(O)=O)C(O)=N[C@]([H])(CC2=CC=C(O)C=C2)C(O)=N[C@]([H])(CC(O)=N)C(O)=N[C@@]([H])(CCC(O)=N)C(=O)N2CCC[C@]2([H])C(O)=N[C@]([H])(CC(O)=N)C(O)=N[C@@]([H])(CC(O)=N)C(O)=N1	C52H80N12O15	InChI=1S/C52H80N12O15/c1-3-29(2)13-10-8-6-4-5-7-9-11-14-31-24-44(70)58-38(28-45(71)72)50(77)60-34(23-30-16-18-32(65)19-17-30)47(74)62-36(26-42(55)68)48(75)59-33(20-21-40(53)66)52(79)64-22-12-15-39(64)51(78)63-37(27-43(56)69)49(76)61-35(25-41(54)67)46(73)57-31/h16-19,29,31,33-39,65H,3-15,20-28H2,1-2H3,(H2,53,66)(H2,54,67)(H2,55,68)(H2,56,69)(H,57,73)(H,58,70)(H,59,75)(H,60,77)(H,61,76)(H,62,74)(H,63,78)(H,71,72)/t29?,31-,33-,34+,35-,36+,37+,38-,39+/m0/s1	KJDSWTGPGYBHSG-HXRQOFQASA-N	1112.58661			MMDBc0020301
BASm0016693	Paenilarvin C	Paenilarvin C is a polyketide metabolite. There is limited literature available on this compound, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]12CCCN1C(=O)[C@]([H])(CCC(O)=N)N=C(O)[C@@]([H])(CC(O)=N)N=C(O)[C@@]([H])(CC1=CC=C(O)C=C1)N=C(O)[C@]([H])(CC(O)=N)N=C(O)C[C@]([H])(CCCCCCCCCC(C)C)N=C(O)[C@]([H])(CC(O)=N)N=C(O)[C@@]([H])(CC(O)=N)N=C2O	C50H77N13O14	InChI=1S/C50H77N13O14/c1-27(2)11-8-6-4-3-5-7-9-12-29-22-43(70)57-33(23-39(52)66)46(73)59-32(21-28-14-16-30(64)17-15-28)45(72)61-35(25-41(54)68)47(74)58-31(18-19-38(51)65)50(77)63-20-10-13-37(63)49(76)62-36(26-42(55)69)48(75)60-34(24-40(53)67)44(71)56-29/h14-17,27,29,31-37,64H,3-13,18-26H2,1-2H3,(H2,51,65)(H2,52,66)(H2,53,67)(H2,54,68)(H2,55,69)(H,56,71)(H,57,70)(H,58,74)(H,59,73)(H,60,75)(H,61,72)(H,62,76)/t29-,31-,32+,33-,34-,35+,36+,37+/m0/s1	BAZZDDBHNIGLGB-AWNDOMLDSA-N	1083.571294			MMDBc0020302
BASm0016694	Entolysin A	Entolysin A is a cyclic lipopeptide, a chemical class characterized by a cyclic structure containing a fatty acid tail. Its chemical structure features a cyclic arrangement of amino acids, which contributes to its bioactivity. Entolysin A is produced by the bacterium Pseudomonas entomophila and is involved in various biochemical pathways, particularly in the context of antifungal activity. Studies have demonstrated that entolysin A, along with its counterpart entolysin B, plays a role in permeabilizing fungal cell membranes, which is crucial for its antifungal properties. In assays utilizing propidium iodide, entolysin A exhibited lower antifungal activity compared to entolysin B against pathogens such as Botrytis cinerea and Pyricularia oryzae (PMID:37762605). The structural characteristics of entolysin A, including its cyclic nature and lipopeptide composition, are essential for its function and interaction with target organisms, highlighting its potential as a biocontrol agent in agricultural settings.		Expected Solid	CCCCCCCC(O)CC(O)=NC(CC(C)C)C(O)=NC(CCC(O)=O)C(O)=NC(CCC(O)=N)C(O)=NC(C(C)C)C(O)=NC(CC(C)C)C(O)=NC(CCC(O)=N)C(O)=NC(C(C)C)C(O)=NC(CC(C)C)C(O)=NC(CCC(O)=N)C(O)=NC1COC(=O)C(N=C(O)C(CO)N=C(O)C(CC(C)C)N=C(O)C(N=C1O)C(C)C)C(C)CC	C81H141N17O23	InChI=1S/C81H141N17O23/c1-18-20-21-22-23-24-48(100)37-62(104)85-53(33-40(3)4)72(111)89-52(28-32-63(105)106)68(107)86-50(26-30-60(83)102)70(109)95-64(44(11)12)78(117)91-55(35-42(7)8)74(113)88-51(27-31-61(84)103)71(110)96-65(45(13)14)79(118)90-54(34-41(5)6)73(112)87-49(25-29-59(82)101)69(108)94-58-39-121-81(120)67(47(17)19-2)98-76(115)57(38-99)93-75(114)56(36-43(9)10)92-80(119)66(46(15)16)97-77(58)116/h40-58,64-67,99-100H,18-39H2,1-17H3,(H2,82,101)(H2,83,102)(H2,84,103)(H,85,104)(H,86,107)(H,87,112)(H,88,113)(H,89,111)(H,90,118)(H,91,117)(H,92,119)(H,93,114)(H,94,108)(H,95,109)(H,96,110)(H,97,116)(H,98,115)(H,105,106)	VTRUYCBNPXAOKM-UHFFFAOYSA-N	1720.038624			MMDBc0020303
BASm0016695	Echinocandin B	Echinocandin B is a non-ribosomal lipopeptide belonging to the echinocandin class of compounds. Its chemical structure is characterized by a cyclic hexapeptide core linked to a fatty acid side chain, which is crucial for its biological activity. Echinocandin B plays a significant role in the biosynthesis pathways of antifungal agents, particularly as a precursor to anidulafungin, a first-line treatment for systemic and invasive fungal infections (PMID:40415378). The production of echinocandin B in Aspergillus nidulans is influenced by various regulatory mechanisms and product inhibition, which complicates its biosynthetic pathway (PMID:41016690). Recent studies have utilized genome and transcriptome sequencing to elucidate the mechanisms of echinocandin B biosynthesis, particularly under conditions such as fatty acid feeding (PMID:40352768). Furthermore, optimization strategies involving artificial intelligence and response surface methodology have been employed to enhance echinocandin B production in fungal strains (PMID:40415378). Overall, understanding the chemistry and biosynthetic pathways of echinocandin B is essential for improving its yield and therapeutic applications in combating fungal infections.		Expected Solid	[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CCCCCCCC(O)=N[C@@]1([H])C[C@@]([H])(O)[C@@]([H])(O)N=C(O)[C@@]2([H])N(C[C@]([H])(C)[C@]2([H])O)C(=O)[C@@]([H])(N=C(O)[C@@]([H])(N=C(O)[C@]2([H])C[C@@]([H])(O)CN2C(=O)[C@@]([H])(N=C1O)[C@@]([H])(C)O)[C@]([H])(O)[C@@]([H])(O)C1=CC=C(O)C=C1)[C@@]([H])(C)O	C52H81N7O16	InChI=1S/C52H81N7O16/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-38(65)53-35-26-37(64)48(71)57-50(73)42-43(66)29(2)27-59(42)52(75)40(31(4)61)55-49(72)41(45(68)44(67)32-21-23-33(62)24-22-32)56-47(70)36-25-34(63)28-58(36)51(74)39(30(3)60)54-46(35)69/h9-10,12-13,21-24,29-31,34-37,39-45,48,60-64,66-68,71H,5-8,11,14-20,25-28H2,1-4H3,(H,53,65)(H,54,69)(H,55,72)(H,56,70)(H,57,73)/b10-9-,13-12-/t29-,30+,31+,34+,35-,36-,37+,39-,40-,41-,42-,43-,44-,45-,48+/m0/s1	FAUOJMHVEYMQQG-HVYQDZECSA-N	1059.57398			MMDBc0020307
BASm0016696	Bikaverin	Bikaverin is a red-colored polyketide pigment produced by several Fusarium species, belonging to the chemical class of polyketides. Its chemical structure is characterized by a complex arrangement of carbon chains and functional groups typical of polyketides, which are synthesized through the action of polyketide synthases. Bikaverin is involved in various biochemical pathways, notably competing with gibberellin (GA3) biosynthesis for acetyl-CoA, as demonstrated by the deletion of its biosynthesis gene clusters using the CRISPR/Cas9 system in Fusarium fujikuroi (PMID:40480611). Additionally, bikaverin plays a role in the pathogenicity of Fusarium oxysporum by influencing the rhizosphere microbiome, although it does not directly damage host tissues (PMID:40301992). Its production is tightly regulated by environmental factors such as acidic pH and nitrogen availability, and it can be induced by co-culture with certain microbes, which upregulates the key biosynthetic gene FocBik1 (PMID:40301992). Overall, bikaverin exemplifies the intricate interplay between microbial metabolites and their ecological and biochemical contexts.		Expected Solid	COC1=CC(C)=C2C(=O)C3=C(OC2=C1)C(=O)C1=C(O)C(OC)=CC(O)=C1C3=O	C20H14O8	InChI=1S/C20H14O8/c1-7-4-8(26-2)5-10-12(7)17(23)15-18(24)13-9(21)6-11(27-3)16(22)14(13)19(25)20(15)28-10/h4-6,21-22H,1-3H3	QXNACSREWQXWCV-UHFFFAOYSA-N	382.0688674			MMDBc0020316
BASm0016697	Griseorhodin A			Expected Solid	COC1=CC(=O)C2=C(O)C3=C(OC4(OC5=C(O)C6=C(C=C(C)OC6=O)C=C5C5OC45)C3O)C(O)=C2C1=O	C25H16O12	InChI=1S/C25H16O12/c1-6-3-7-4-8-19(17(29)11(7)24(32)34-6)36-25(23-20(8)35-23)22(31)14-16(28)12-9(26)5-10(33-2)15(27)13(12)18(30)21(14)37-25/h3-5,20,22-23,28-31H,1-2H3	MRNNMFMPNANLHB-UHFFFAOYSA-N	508.064176			MMDBc0020324
BASm0016698	Tilivalline	Tilivalline is a secondary metabolite classified within the chemical class of enterotoxins. It is produced by the bacterium Klebsiella oxytoca, where it plays a crucial role in the biosynthesis of virulence factors alongside tilimycin. The chemical structure of tilivalline is linked to its function as a cytotoxin, with gene clusters involved in its production being present in nearly all strains of K. oxytoca, although some clade 3 isolates exhibit incomplete clusters (PMID:40165792). The transcriptional regulator Lrp activates the genes responsible for tilivalline biosynthesis, while the response regulator OmpR negatively controls these genes, illustrating a complex regulatory network (PMID:39858926, PMID:39688404). The presence of tilivalline is associated with severe conditions such as antibiotic-associated hemorrhagic colitis, highlighting its pathogenic potential (PMID:39858926). Additionally, tilivalline has been shown to disrupt microbiota-activated STAT1 signaling in intestinal epithelial cells through a PPAR-γ-mediated mechanism, indicating its involvement in host-pathogen interactions (PMID:39293437). Overall, tilivalline's biosynthetic pathways and regulatory mechanisms underscore its significance in the pathogenicity of K. oxytoca.		Expected Solid	[H][C@@]12CCCN1C(=O)C1=C(N[C@@]2([H])C2=CNC3=CC=CC=C23)C(O)=CC=C1	C20H19N3O2	InChI=1S/C20H19N3O2/c24-17-9-3-6-13-19(17)22-18(16-8-4-10-23(16)20(13)25)14-11-21-15-7-2-1-5-12(14)15/h1-3,5-7,9,11,16,18,21-22,24H,4,8,10H2/t16-,18-/m0/s1	AJZNARCWDDMOPL-WMZOPIPTSA-N	333.1477269			MMDBc0020325
BASm0016699	Dehydrorabelomycin	Dehydrorabelomycin is a member of the angucycline chemical class, characterized by its complex polycyclic structure. This metabolite serves as an intermediate in various biosynthetic pathways, notably in the production of other angucyclines. Enzymatic studies have shown that different enzyme groups can convert dehydrorabelomycin into distinct products, highlighting functional differentiation among them (PMID:40500926). Additionally, the optimization of oviedomycin production has been achieved by reducing the accumulation of dehydrorabelomycin through substrate channeling, utilizing the CipB scaffold protein (PMID:40127858). The compound also requires FADH2/FMNH2 as cofactors for its conversion, emphasizing its role in redox reactions (PMID:38887580). The flavoprotein monooxygenase FlsO1 has been shown to convert prejadomycin to dehydrorabelomycin, while also facilitating the formation of xanthone-containing products through multiple oxidation steps (PMID:35194755). Furthermore, the biosynthetic gene clusters associated with typical angucyclines utilize FAD-dependent oxygenases to catalyze hydroxylation and dehydration reactions that lead to dehydrorabelomycin formation (PMID:30533539). Overall, dehydrorabelomycin plays a crucial role in the intricate biosynthetic pathways of angucyclines.		Expected Solid	CC1=CC(O)=C2C(=C1)C=C(O)C1=C2C(=O)C2=CC=CC(O)=C2C1=O	C19H12O5	InChI=1S/C19H12O5/c1-8-5-9-7-13(22)16-17(14(9)12(21)6-8)18(23)10-3-2-4-11(20)15(10)19(16)24/h2-7,20-22H,1H3	PQVIKROZFPIERS-UHFFFAOYSA-N	320.0684735			MMDBc0020347
BASm0016700	Hexadehydroastechrome	Hexadehydroastechrome is a nonribosomal peptide belonging to the class of secondary metabolites. Its chemical structure is derived from tryptophan and is known to form an iron (III) complex, which may play a role in various biological pathways. Research has indicated that hexadehydroastechrome is produced through the regulation of the neosartoricin B biosynthetic gene cluster, with the transcription factor NsdD playing a significant role in this regulatory process (PMID:40985688, PMID:39964163). Additionally, it has been identified alongside other metabolites, such as gliotoxin, in studies linking its presence to the virulence of certain strains of fungi (PMID:39232082, PMID:38496489). The identification of hexadehydroastechrome, along with other metabolites, was facilitated by transcriptional profiling of a ΔlaeA mutant, highlighting its importance in secondary metabolism (PMID:38667937). Furthermore, its involvement in the production of various fungal toxins underscores its relevance in the biochemical landscape of pathogenic fungi (PMID:39964163). Overall, hexadehydroastechrome exemplifies the intricate interplay between secondary metabolites and fungal biology.		Expected Solid	[Fe].[H]\C(=C(\[H])C1=C2NC=C(CC3=C(OC)N=C(C)C(=O)N3O)C2=CC=C1)C(C)=C.[H]\C(=C(\[H])C1=C2NC=C(CC3=C(OC)N=C(C)C(=O)N3O)C2=CC=C1)C(C)=C.[H]\C(=C(\[H])C1=C2NC=C(CC3=C(OC)N=C(C)C(=O)N3O)C2=CC=C1)C(C)=C	C60H63FeN9O9	InChI=1S/3C20H21N3O3.Fe/c3*1-12(2)8-9-14-6-5-7-16-15(11-21-18(14)16)10-17-19(26-4)22-13(3)20(24)23(17)25;/h3*5-9,11,21,25H,1,10H2,2-4H3;/b3*9-8+;	VMCQADISIPBQMN-VMBSUALFSA-N	1109.409811			MMDBc0020354
BASm0016701	Bisdethiobis(methylthio)gliotoxin	Bisdethiobis(methylthio)gliotoxin is a diketopiperazine derivative, classified within the broader chemical class of secondary metabolites produced by fungi. Its chemical structure features a bisdethiobis(methylthio) modification of gliotoxin, indicating the presence of methylthio groups and a unique arrangement of carbon and nitrogen atoms characteristic of diketopiperazines. The biosynthesis of bisdethiobis(methylthio)gliotoxin (BmGT) involves the enzyme GtmA, which converts the precursor compound DTG into BmGT, utilizing S-adenosylmethionine (SAM) as a methyl donor, while the resultant S-adenosylhomocysteine (SAH) is recycled back to SAM through the Methyl/Met cycle (PMID:31921039). In fungal cultures, BmGT can be detected alongside other diketoperazines, confirming its production via high-performance liquid chromatography (PMID:35448592). Interestingly, certain fungal strains, such as the fumigatus ΔgliA strain, can efflux BmGT despite being deficient in gliotoxin secretion (PMID:26150413). Additionally, BmGT has been isolated from marine-derived fungi, highlighting its diverse ecological presence (PMID:16830893). The exact biological functions and pathways involving BmGT remain to be fully elucidated, with some studies suggesting its formation may involve cryptic enzymatic activity (PMID:25126990).		Expected Solid	[H][C@]12N3C(=O)[C@@](CO)(SC)N(C)C(=O)[C@@]3(CC1=CC=C[C@]2([H])O)SC	C15H20N2O4S2	InChI=1S/C15H20N2O4S2/c1-16-12(20)14(22-2)7-9-5-4-6-10(19)11(9)17(14)13(21)15(16,8-18)23-3/h4-6,10-11,18-19H,7-8H2,1-3H3/t10-,11-,14+,15+/m0/s1	OVBAGMZLGLXSBN-UOVKNHIHSA-N	356.0864495			MMDBc0020367
BASm0016702	Putisolvin I	Putisolvin I is a cyclic lipopeptide belonging to the chemical class of nonribosomal peptide synthetases. Its biosynthesis in Pseudomonas putida strain PCL1445 is directed by a gene cluster that includes homologues of PsoA and PsoB, which are essential for the production of these cyclic lipopeptides (PMID:18599835). Putisolvin I, along with its counterpart putisolvin II, exhibits surface-tension-reducing properties and plays a significant role in inhibiting biofilm formation and disrupting existing biofilms of various Pseudomonas species, including Pseudomonas aeruginosa (PMID:18599835). The production of putisolvin I is favored over putisolvin II due to the specificity of the adenylation domain within its biosynthetic machinery (PMID:18599835). Furthermore, the GacA/GacS two-component regulatory system modulates its biosynthesis under varying environmental conditions, such as temperature and salinity (PMID:16978352). Quorum-sensing signals also induce the production of putisolvin I, highlighting its involvement in the regulation of biofilm dynamics in Pseudomonas putida (PMID:16585751). Overall, putisolvin I serves as an important biosurfactant influencing microbial interactions and environmental processes.		Expected Solid		C65H113N13O19		ATBTWVUHMOVISW-UHFFFAOYNA-N	1379.827568			MMDBc0020369
BASm0016703	Putisolvin II	Putisolvin II is a cyclic lipopeptide belonging to the class of biosurfactants. Its chemical structure features a cyclic backbone composed of amino acids and a fatty acid tail, which contributes to its surface-tension-reducing properties. Specifically, the structural distinction between putisolvin II and its analogue putisolvin I lies in the second amino acid from the C-terminus, where putisolvin II contains leucine or isoleucine, while putisolvin I contains valine (PMID:14651614). This structural variation influences the production pathways in Pseudomonas putida PCL1445, where the adenylation domain of the 11th module preferentially favors the synthesis of putisolvin I over putisolvin II (PMID:18599835). Both lipopeptides exhibit the ability to inhibit biofilm formation and disrupt existing biofilms of various Pseudomonas species, including Pseudomonas aeruginosa, highlighting their potential role in microbial ecology and bioremediation (PMID:18599835, PMID:16585751). High-performance liquid chromatography (HPLC) analyses have confirmed the presence of putisolvin II in the supernatant extracts of PCL1445, underscoring its biosurfactant activity (PMID:14651614).		Expected Solid		C65H113N13O19		VIINNBFAPVQYLV-UHFFFAOYNA-N	1379.827568			MMDBc0020370
BASm0016704	Fuscachelin A	Fuscachelin A is a secondary metabolite belonging to the class of polyketides. Its chemical structure features a complex arrangement of carbon chains and functional groups that contribute to its biological activity. The synthesis of Fuscachelin A involves a series of enzymatic pathways characteristic of polyketide biosynthesis, which includes the action of polyketide synthases that catalyze the formation of its intricate carbon skeleton. Additionally, studies have revealed that Fuscachelin A interacts with various biological molecules; for instance, research has demonstrated that FscJ exhibits a unique recognition mechanism and details the binding interaction with ferric-fuscachelin A through isothermal titration calorimetry (ITC) and docking analysis (PMID:26537767). This highlights the potential for Fuscachelin A to play a role in metal ion binding and transport processes within microbial systems. Overall, the chemical properties and interactions of Fuscachelin A underscore its significance in the context of secondary metabolite research and its potential applications in biotechnology and pharmacology.		Expected Solid	[H][C@](CCCNC(N)=N)(N=C(O)C1=C(O)C(O)=CC=C1)C(O)=NCC(O)=NCC(O)=N[C@@]1([H])CCCN(O)C(=O)[C@]([H])(COC1=O)N=C(O)CN=C(O)CN=C(O)[C@@]([H])(CCCNC(N)=N)N=C(O)C1=C(O)C(O)=CC=C1	C42H59N15O16	InChI=1S/C42H59N15O16/c43-41(44)47-13-3-8-23(55-35(66)21-6-1-11-27(58)33(21)64)37(68)51-16-29(60)49-18-31(62)53-25-10-5-15-57(72)39(70)26(20-73-40(25)71)54-32(63)19-50-30(61)17-52-38(69)24(9-4-14-48-42(45)46)56-36(67)22-7-2-12-28(59)34(22)65/h1-2,6-7,11-12,23-26,58-59,64-65,72H,3-5,8-10,13-20H2,(H,49,60)(H,50,61)(H,51,68)(H,52,69)(H,53,62)(H,54,63)(H,55,66)(H,56,67)(H4,43,44,47)(H4,45,46,48)/t23-,24-,25+,26+/m1/s1	JCLPEMGCTLBLJE-XPGKHFPBSA-N	1029.426421			MMDBc0020371
BASm0016705	Fuscachelin B	Fuscachelin B is a cyclic peptide. There is little literature available on this metabolite, and its biological significance and potential applications remain largely unexplored.		Expected Solid	[H][C@@](CCCN(O)C(=O)[C@]([H])(CO)N=C(O)CN=C(O)CN=C(O)[C@@]([H])(CCCNC(N)=N)N=C(O)C1=C(O)C(O)=CC=C1)(N=C(O)CN=C(O)CN=C(O)[C@@]([H])(CCCNC(N)=N)N=C(O)C1=C(O)C(O)=CC=C1)C(O)=O	C42H61N15O17	InChI=1S/C42H61N15O17/c43-41(44)47-13-3-8-23(55-35(67)21-6-1-11-27(59)33(21)65)37(69)51-16-29(61)49-18-31(63)53-25(40(72)73)10-5-15-57(74)39(71)26(20-58)54-32(64)19-50-30(62)17-52-38(70)24(9-4-14-48-42(45)46)56-36(68)22-7-2-12-28(60)34(22)66/h1-2,6-7,11-12,23-26,58-60,65-66,74H,3-5,8-10,13-20H2,(H,49,61)(H,50,62)(H,51,69)(H,52,70)(H,53,63)(H,54,64)(H,55,67)(H,56,68)(H,72,73)(H4,43,44,47)(H4,45,46,48)/t23-,24-,25+,26+/m1/s1	RCJSTCNOAKCESX-XPGKHFPBSA-N	1047.436986			MMDBc0020372
BASm0016706	Fuscachelin C	Fuscachelin C is a cyclic peptide belonging to the class of natural products. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@@](CCCN(O)C(=O)[C@]([H])(CO)N=C(O)CN=C(O)CN=C(O)[C@@]([H])(CCCNC(N)=N)N=C(O)C1=C(O)C(O)=CC=C1)(N=C(O)CN=C(O)CN=C(O)[C@@]([H])(CCCNC(N)=N)N=C(O)C1=C(O)C(O)=CC=C1)C(O)=N	C42H62N16O16	InChI=1S/C42H62N16O16/c43-35(68)23(54-31(64)18-50-29(62)16-52-38(71)24(8-3-13-48-41(44)45)56-36(69)21-6-1-11-27(60)33(21)66)10-5-15-58(74)40(73)26(20-59)55-32(65)19-51-30(63)17-53-39(72)25(9-4-14-49-42(46)47)57-37(70)22-7-2-12-28(61)34(22)67/h1-2,6-7,11-12,23-26,59-61,66-67,74H,3-5,8-10,13-20H2,(H2,43,68)(H,50,62)(H,51,63)(H,52,71)(H,53,72)(H,54,64)(H,55,65)(H,56,69)(H,57,70)(H4,44,45,48)(H4,46,47,49)/t23-,24+,25+,26-/m0/s1	MMPMJMJQRDAXEQ-QUMGSSFMSA-N	1046.45297			MMDBc0020373
BASm0016707	Sevadicin	Sevadicin is a lipopeptide metabolite described in biomedical literature. Its chemical structure consists of a lipid tail linked to a peptide sequence, characteristic of many bioactive compounds produced by various microbial species. Genome mining has identified sevadicin as a product of the Bacillus pumilus strain PB24, alongside other antimicrobial compounds, indicating a diverse biosynthetic potential (PMID:40866670). The biosynthetic gene cluster responsible for sevadicin includes two core biosynthetic genes, three additional biosynthetic genes, two transport-related genes, and one regulatory gene, specifically found in strain SF-4 (PMID:39316258). In vitro studies have demonstrated that sevadicin interacts with critical bacterial drug targets, such as dihydropteroate, muramyl ligase E, and MurE, disrupting cell wall synthesis pathways, which ultimately leads to bacterial growth inhibition (PMID:39316258). Molecular docking studies revealed that sevadicin forms hydrophobic interactions with the MurE enzyme, suggesting a mechanism of action through hydrogen bonding that stabilizes the sevadicin/MurE complex (PMID:39316258). Furthermore, detailed ADMET screening indicates that sevadicin exhibits a secure biosafety profile, making it a promising candidate for further antimicrobial development (PMID:39316258).		Expected Solid	[H][C@@](N)(CC1=CC=CC=C1)C(O)=N[C@]([H])(C)C(O)=N[C@@]([H])(CC1=CNC2=CC=CC=C12)C(O)=O	C23H26N4O4	InChI=1S/C23H26N4O4/c1-14(26-22(29)18(24)11-15-7-3-2-4-8-15)21(28)27-20(23(30)31)12-16-13-25-19-10-6-5-9-17(16)19/h2-10,13-14,18,20,25H,11-12,24H2,1H3,(H,26,29)(H,27,28)(H,30,31)/t14-,18-,20+/m1/s1	NEHSHYOUIWBYSA-DJKXOVBDSA-N	422.1954053			MMDBc0020384
BASm0016708	Pederin	Pederin is a polyketide metabolite known for its potent biological activity. Chemically, it is characterized by a complex structure that includes a unique bicyclic core and various functional groups, which contribute to its ability to inhibit protein synthesis in eukaryotic cells by binding to ribosomes (PMID:37963163). Pederin and its derivatives have been investigated for their cytotoxic effects, showing significantly greater potency against cancer cell lines compared to non-cancerous cells (PMID:38986017). Additionally, pederin-type compounds, including diaphorin, have been shown to promote gene expression, indicating their potential utility in pest management and industrial applications (PMID:38411238). The biosynthesis of pederin-family polyketides involves a diverse array of microorganisms, particularly those associated with insect niches, which are known to produce various biologically active compounds (PMID:37909860). Recent studies have also explored the dynamics of pederin-producing bacteria within the developmental stages of the beetle Paederus fuscipes, further elucidating the ecological roles of these metabolites (PMID:37771128). Overall, pederin exemplifies the intricate relationship between chemistry and biology, with significant implications for therapeutic and agricultural applications.		Expected Solid	[H][C@@](COC)(C[C@@]1([H])O[C@@]([H])(C[C@@]([H])(O)C1(C)C)[C@]([H])(OC)N=C(O)[C@@]([H])(O)[C@]1(CC(=C)[C@@]([H])(C)[C@@]([H])(C)O1)OC)OC	C25H45NO9	InChI=1S/C25H45NO9/c1-14-12-25(33-9,35-16(3)15(14)2)21(28)22(29)26-23(32-8)18-11-19(27)24(4,5)20(34-18)10-17(31-7)13-30-6/h15-21,23,27-28H,1,10-13H2,2-9H3,(H,26,29)/t15-,16-,17+,18+,19-,20-,21-,23+,25-/m1/s1	ZNEZZONMADKYTB-VRCUBXEUSA-N	503.309432			MMDBc0020399
BASm0016709	Anatoxin A			Expected Solid		C10H15NO		SGNXVBOIDPPRJJ-UHFFFAOYNA-N	165.1153641			MMDBc0020402
BASm0016710	Astechrome	Astechrome is a secondary metabolite belonging to the class of nonribosomal peptides. Its chemical structure is characterized by a complex arrangement of amino acids and iron coordination, particularly highlighted in its derivative, hexadehydro-astechrome (HAS), which is synthesized through a nonribosomal peptide synthetase (NRPS) pathway. This metabolite is involved in various biochemical pathways, including those related to fungal pathogenicity, as evidenced by its presence in the genome of the biocontrol strain Fusarium oxysporum Fo47, where it contributes to host specificity (PMID:25925221). Additionally, the transcriptional activity of the hexadehydro-astechrome cluster has been shown to vary depending on carbon availability, indicating its regulatory role in metabolic responses to environmental conditions (PMID:36422047). Comparative metabolomics studies have identified HAS as a significant product of the NRPS gene cluster in the human pathogen Aspergillus fumigatus, underscoring its potential importance in pathogenic mechanisms (PMID:23360537). Overall, astechrome and its derivatives exemplify the intricate interplay between microbial metabolism and pathogenicity.		Expected Solid	[Fe].COC1=C(CC2=CNC3=C(CC=C(C)C)C=CC=C23)N(O)C(=O)C(C)=N1.COC1=C(CC2=CNC3=C(CC=C(C)C)C=CC=C23)N(O)C(=O)C(C)=N1.COC1=C(CC2=CNC3=C(CC=C(C)C)C=CC=C23)N(O)C(=O)C(C)=N1	C60H69FeN9O9	InChI=1S/3C20H23N3O3.Fe/c3*1-12(2)8-9-14-6-5-7-16-15(11-21-18(14)16)10-17-19(26-4)22-13(3)20(24)23(17)25;/h3*5-8,11,21,25H,9-10H2,1-4H3;	JJSUPSNCWIHLRR-UHFFFAOYSA-N	1115.456761			MMDBc0020404
BASm0016711	Acetylaranotin	Acetylaranotin is a secondary metabolite belonging to the chemical class of epipolythiodiketopiperazines (ETPs). Its unique chemical structure features a seven-membered 4,5-dihydrooxepine ring, which is characteristic of its structural subgroup. The biosynthesis of acetylaranotin involves a complex pathway that includes the acetylaranotin bis-thiomethyltransferase gene and the S-methylation catalyzed by the gene ATEG_01465.1, which is located outside the acetylaranotin gene cluster (PMID:30096370). This pathway has been elucidated through genome-based deletion analysis in Aspergillus terreus, revealing potential avenues for generating novel acetylaranotin derivatives (PMID:30096370). The formal synthesis of acetylaranotin has been achieved using the aza-Cope-Mannich reaction, showcasing its synthetic accessibility (PMID:25631763). Additionally, Aspergillus terreus is known to produce other secondary metabolites alongside acetylaranotin, such as butyrolactones and territram, which also exhibit interesting bioactivities (PMID:25566227). Overall, acetylaranotin's intricate biosynthetic pathway and unique structural features contribute to its diverse biological activities.		Expected Solid		C22H20N2O8S2		OHTZNUUGYPDWEB-UHFFFAOYNA-N	504.066108			MMDBc0020405
BASm0016712	LI-F08a	LI-F08a is a metabolite belonging to the class of organic compounds. There is limited literature available regarding this metabolite, indicating a need for further research to elucidate its biological significance and potential applications.		Expected Solid	[H]C(O)(CCCCCCCCCCCCNC(N)=N)CC(O)=N[C@]1([H])C(O)=N[C@@]([H])(C(O)=N[C@]([H])(C(O)=N[C@@]([H])(C(O)=N[C@]([H])(CC(O)=N)C(O)=N[C@]([H])(C)C(=O)O[C@]1([H])C)[C@@]([H])(C)O)[C@@]([H])(C)CC)[C@]([H])(C)CC	C43H78N10O11	InChI=1S/C43H78N10O11/c1-8-24(3)33-38(59)51-34(25(4)9-2)39(60)53-35(27(6)54)40(61)49-30(23-31(44)56)37(58)48-26(5)42(63)64-28(7)36(41(62)52-33)50-32(57)22-29(55)20-18-16-14-12-10-11-13-15-17-19-21-47-43(45)46/h24-30,33-36,54-55H,8-23H2,1-7H3,(H2,44,56)(H,48,58)(H,49,61)(H,50,57)(H,51,59)(H,52,62)(H,53,60)(H4,45,46,47)/t24-,25+,26-,27-,28-,29?,30-,33-,34+,35-,36+/m1/s1	OVCBAIDIGSSWQK-KDSJKERTSA-N	910.5851534			MMDBc0020411
BASm0016713	LI-F08b	LI-F08b is a metabolite belonging to the class of organic compounds. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid	[H]C(O)(CCCCCCCCCCCCNC(N)=N)CC(O)=N[C@]1([H])C(O)=N[C@@]([H])(C(O)=N[C@]([H])(C(O)=N[C@@]([H])(C(O)=N[C@]([H])(CCC(O)=N)C(O)=N[C@]([H])(C)C(=O)O[C@]1([H])C)[C@@]([H])(C)O)[C@@]([H])(C)CC)[C@]([H])(C)CC	C44H80N10O11	InChI=1S/C44H80N10O11/c1-8-25(3)34-39(60)52-35(26(4)9-2)40(61)54-36(28(6)55)41(62)50-31(21-22-32(45)57)38(59)49-27(5)43(64)65-29(7)37(42(63)53-34)51-33(58)24-30(56)20-18-16-14-12-10-11-13-15-17-19-23-48-44(46)47/h25-31,34-37,55-56H,8-24H2,1-7H3,(H2,45,57)(H,49,59)(H,50,62)(H,51,58)(H,52,60)(H,53,63)(H,54,61)(H4,46,47,48)/t25-,26+,27-,28-,29-,30?,31-,34-,35+,36-,37+/m1/s1	VUFIBOZCWRWBJY-ZOHZGNRASA-N	924.6008034			MMDBc0020412
BASm0016714	Ll-F06b	Ll-F06b is a metabolite belonging to the class of organic compounds. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H]C(O)(CCCCCCCCCCCCNC(N)=N)CC(O)=N[C@]1([H])C(O)=N[C@@]([H])(C(O)=N[C@@]([H])(C(C)C)C(O)=N[C@@]([H])(C(O)=N[C@]([H])(CC(O)=N)C(O)=N[C@]([H])(C)C(=O)O[C@]1([H])C)[C@@]([H])(C)O)[C@@]([H])(C)CC	C42H76N10O11	InChI=1S/C42H76N10O11/c1-8-24(4)33-38(59)50-32(23(2)3)37(58)52-34(26(6)53)39(60)48-29(22-30(43)55)36(57)47-25(5)41(62)63-27(7)35(40(61)51-33)49-31(56)21-28(54)19-17-15-13-11-9-10-12-14-16-18-20-46-42(44)45/h23-29,32-35,53-54H,8-22H2,1-7H3,(H2,43,55)(H,47,57)(H,48,60)(H,49,56)(H,50,59)(H,51,61)(H,52,58)(H4,44,45,46)/t24-,25+,26+,27+,28?,29+,32-,33+,34+,35-/m0/s1	UVKPBUFNLWZISC-NIFPQSRDSA-N	896.5695033			MMDBc0020413
BASm0016715	Ll-F07b	Ll-F07b is a metabolite belonging to the class of organic compounds. There is little literature available on this metabolite, indicating that further research may be needed to understand its properties and potential biological significance.		Expected Solid	[H]C(O)(CCCCCCCCCCCCNC(N)=N)CC(O)=N[C@]1([H])C(O)=N[C@]([H])(C(C)C)C(O)=N[C@@]([H])(CCC2=CC=CC=C2)C(O)=N[C@@]([H])(C(O)=N[C@]([H])(CCC(O)=N)C(O)=N[C@]([H])(C)C(=O)O[C@]1([H])C)[C@@]([H])(C)O	C47H78N10O11	InChI=1S/C47H78N10O11/c1-28(2)38-43(64)53-34(23-22-32-19-15-14-16-20-32)42(63)57-39(30(4)58)44(65)54-35(24-25-36(48)60)41(62)52-29(3)46(67)68-31(5)40(45(66)56-38)55-37(61)27-33(59)21-17-12-10-8-6-7-9-11-13-18-26-51-47(49)50/h14-16,19-20,28-31,33-35,38-40,58-59H,6-13,17-18,21-27H2,1-5H3,(H2,48,60)(H,52,62)(H,53,64)(H,54,65)(H,55,61)(H,56,66)(H,57,63)(H4,49,50,51)/t29-,30-,31-,33?,34+,35-,38-,39-,40+/m1/s1	LNWPOYXBRLLPDK-VFQQSGSDSA-N	958.5851534			MMDBc0020414
BASm0016716	Quinomycin C			Expected Solid		C51H64N12O12S2		AUJXLBOHYWTPFV-UHFFFAOYNA-N	1100.420808			MMDBc0020416
BASm0016717	Safracin A	Safracin A is a member of the saframycin family of antibiotics, characterized by its unique chemical structure that contributes to its biological activity. The saframycin class is known for its complex bicyclic core, which is essential for its antibacterial properties. In terms of chemical pathways, safracin A is involved in the inhibition of bacterial DNA synthesis, thereby affecting the replication and transcription processes essential for bacterial growth. This mechanism is similar to that of other antibiotics within the same family, including safracin B, which is a hydroxylated derivative of safracin A (PMID:4019320). Notably, while safracin A exhibits therapeutic potential, it has been observed that the toxic and effective doses of safracin B are significantly lower than those of safracin A (PMID:4019320). Additionally, safracin B has been reported to enhance the life span of tumor-bearing mice more effectively than safracin A (PMID:4019320), indicating differences in their biological efficacy and safety profiles. Overall, safracin A represents an important compound within the saframycin antibiotic family, contributing to ongoing research in antimicrobial therapy.		Expected Solid	[H][C@@](C)(N)C(O)=NC[C@]1([H])N2C[C@@]3([H])CC4=C(C(O)=C(OC)C(C)=C4)[C@]([H])(N3C)[C@]2([H])CC2=C1C(=O)C(OC)=C(C)C2=O	C28H36N4O6	InChI=1S/C28H36N4O6/c1-12-7-15-8-16-11-32-18(22(31(16)4)20(15)24(34)26(12)37-5)9-17-21(19(32)10-30-28(36)14(3)29)25(35)27(38-6)13(2)23(17)33/h7,14,16,18-19,22,34H,8-11,29H2,1-6H3,(H,30,36)/t14-,16+,18-,19-,22+/m0/s1	AZDDAJXLYMVMAW-BVFBRMCBSA-N	524.2634849			MMDBc0020429
BASm0016718	Safracin B	Safracin B is a semisynthetic precursor belonging to the chemical class of saframycins, which are a family of antibiotics. Its chemical structure is characterized as 21-hydroxysafracin A, which is derived from the biosynthetic pathways of saframycin antibiotics. The biosynthesis of safracin B involves key enzymes such as SacD, a heme-containing peroxidase that plays a role in its production alongside other enzymes like SfmD. These enzymes are crucial for the activation and refactoring of biosynthetic gene clusters (BGCs) to enhance the yield of safracin B, which has been noted for its potential as an anti-cancer agent, particularly as a precursor for the drug ET-743 (PMID:38561780). While the biosynthetic mechanisms of safracin B and its analogs like SFM-A are distinct, they likely share similarities in their pathways (PMID:17981978). Notably, safracin B exhibits a higher therapeutic index compared to safracin A, demonstrating lower toxic and effective doses, and has been shown to significantly prolong the lifespan of tumor-bearing mice (PMID:4019320).		Expected Solid	[H][C@@](C)(N)C(O)=NC[C@]1([H])N2C([H])(O)[C@@]3([H])CC4=C(C(O)=C(OC)C(C)=C4)[C@]([H])(N3C)[C@]2([H])CC2=C1C(=O)C(OC)=C(C)C2=O	C28H36N4O7	InChI=1S/C28H36N4O7/c1-11-7-14-8-17-28(37)32-16(21(31(17)4)19(14)23(34)25(11)38-5)9-15-20(18(32)10-30-27(36)13(3)29)24(35)26(39-6)12(2)22(15)33/h7,13,16-18,21,28,34,37H,8-10,29H2,1-6H3,(H,30,36)/t13-,16-,17+,18-,21+,28?/m0/s1	GKUZBRIJGIGFKC-ZWWMATSUSA-N	540.2583995			MMDBc0020430
BASm0016719	Plipastatin A1			Expected Solid	[H]C(O)(CCCCCCCCCCCCC)CC(O)=N[C@@]([H])(CCC(O)=O)C(O)=N[C@]([H])(CCCN)C(O)=N[C@@]1([H])CC2=CC=C(OC(=O)[C@@]([H])(N=C(O)[C@@]([H])(CC3=CC=C(O)C=C3)N=C(O)[C@]([H])(CCC(O)=N)N=C(O)[C@]3([H])CCCN3C(=O)[C@]([H])(C)N=C(O)[C@]([H])(CCC(O)=O)N=C(O)[C@]([H])(N=C1O)[C@@]([H])(C)O)[C@@]([H])(C)CC)C=C2	C72H110N12O20	InChI=1S/C72H110N12O20/c1-6-8-9-10-11-12-13-14-15-16-17-20-48(87)41-58(89)76-51(32-35-59(90)91)65(96)77-50(21-18-37-73)64(95)80-55-40-46-25-29-49(30-26-46)104-72(103)61(42(3)7-2)82-67(98)54(39-45-23-27-47(86)28-24-45)81-66(97)52(31-34-57(74)88)78-69(100)56-22-19-38-84(56)71(102)43(4)75-63(94)53(33-36-60(92)93)79-70(101)62(44(5)85)83-68(55)99/h23-30,42-44,48,50-56,61-62,85-87H,6-22,31-41,73H2,1-5H3,(H2,74,88)(H,75,94)(H,76,89)(H,77,96)(H,78,100)(H,79,101)(H,80,95)(H,81,97)(H,82,98)(H,83,99)(H,90,91)(H,92,93)/t42-,43-,44+,48?,50+,51-,52-,53-,54+,55-,56-,61-,62+/m0/s1	CUOJDWBMJMRDHN-VNDYOLDHSA-N	1462.795934			MMDBc0020437
BASm0016720	Alternariol			Expected Solid	CC1=CC(O)=CC2=C1C1=C(C(=O)O2)C(O)=CC(O)=C1	C14H10O5	InChI=1S/C14H10O5/c1-6-2-7(15)5-11-12(6)9-3-8(16)4-10(17)13(9)14(18)19-11/h2-5,15-17H,1H3	CEBXXEKPIIDJHL-UHFFFAOYSA-N	258.0528234			MMDBc0020455
BASm0016721	Stipitatic acid	Stipitatic acid is a tropolone, a class of chemical compounds known for their diverse biological activities and structural complexity. Its chemical structure features a bicyclic framework that includes a hydroxyl group and a carbonyl moiety, contributing to its reactivity and potential interactions with biological systems. Stipitatic acid is synthesized through a bacterial biosynthetic pathway that diverges from the more commonly studied fungal routes, highlighting the metabolic versatility of organisms like Talaromyces stipitatus (Penicillium stipitatum), where a gene cluster for its biosynthesis has been identified (PMID:22508998). The biosynthetic process involves a hydrolase-catalyzed interconversion of maleic anhydride and subsequent decarboxylation, leading to the formation of stipitatic acid (PMID:24863423). In addition to its biosynthetic pathways, studies have shown that stipitatic acid production can be influenced by environmental factors, such as phosphate limitation, which affects the kinetics of its synthesis alongside gluconic acid in continuous cultures (PMID:18551677). Overall, stipitatic acid exemplifies the intricate interplay between chemical structure and biological synthesis in natural product chemistry (PMID:40838432).		Expected Solid	OC(=O)C1=CC(=O)C=C(O)C(O)=C1	C8H6O5	InChI=1S/C8H6O5/c9-5-1-4(8(12)13)2-6(10)7(11)3-5/h1-3,10-11H,(H,12,13)	ZGKNMKBZOSTFCB-UHFFFAOYSA-N	182.0215233			MMDBc0020459
BASm0016722	Aureusamine A	Aureusamine A is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on Aureusamine A, with few studies providing detailed information about its properties and biological significance.		Expected Solid	CC(C)C1=NC=C(CC2=CC=C(O)C=C2)NC1=O	C14H16N2O2	InChI=1S/C14H16N2O2/c1-9(2)13-14(18)16-11(8-15-13)7-10-3-5-12(17)6-4-10/h3-6,8-9,17H,7H2,1-2H3,(H,16,18)	OVNQNQOVBVQZCE-UHFFFAOYSA-N	244.1211778			MMDBc0020460
BASm0016723	Questinol			Expected Solid	COC1=CC(O)=CC2=C1C(=O)C1=C(C=C(CO)C=C1O)C2=O	C16H12O6	InChI=1S/C16H12O6/c1-22-12-5-8(18)4-10-14(12)16(21)13-9(15(10)20)2-7(6-17)3-11(13)19/h2-5,17-19H,6H2,1H3	SNBGJGNOQURXCI-UHFFFAOYSA-N	300.0633881			MMDBc0020499
BASm0016724	Stevastelin D3	Stevastelin D3 is a metabolite belonging to the class of organic compounds. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	CCCCCCCCCCCCCC(O)C(C)C1OC(=O)C(=C)N=C(O)C(N=C(O)C(N=C(O)C1C)C(C)C)C(C)OS(O)(=O)=O	C32H57N3O10S	InChI=1S/C32H57N3O10S/c1-8-9-10-11-12-13-14-15-16-17-18-19-25(36)21(4)28-22(5)29(37)34-26(20(2)3)30(38)35-27(24(7)45-46(41,42)43)31(39)33-23(6)32(40)44-28/h20-22,24-28,36H,6,8-19H2,1-5,7H3,(H,33,39)(H,34,37)(H,35,38)(H,41,42,43)	ZILRHQOCEUWYFR-UHFFFAOYSA-N	675.3764662			MMDBc0020528
BASm0016725	Stevastelin E3	Stevastelin E3 is a metabolite belonging to the class of steroid compounds. There is limited literature available on Stevastelin E3, indicating that further research is needed to fully understand its biological significance and potential applications.		Expected Solid	CCCCCCCCCCCCCC(O)C(C)C1OC(=O)C(=C)N=C(O)C(N=C(O)C(N=C(O)C1C)C(C)C)C(C)O	C32H57N3O7	InChI=1S/C32H57N3O7/c1-8-9-10-11-12-13-14-15-16-17-18-19-25(37)21(4)28-22(5)29(38)34-26(20(2)3)30(39)35-27(24(7)36)31(40)33-23(6)32(41)42-28/h20-22,24-28,36-37H,6,8-19H2,1-5,7H3,(H,33,40)(H,34,38)(H,35,39)	PQPBSHSHOPBRGI-UHFFFAOYSA-N	595.4196512			MMDBc0020529
BASm0016726	Chaetoglobosin B	Chaetoglobosin B is a fungal metabolite belonging to the class of polyketides. There is limited literature available on Chaetoglobosin B, with few studies detailing its properties and biological activities.		Expected Solid	[H]\C1=C([H])/[C@@]2([H])[C@]([H])(O)C(C)=C(C)[C@@]3([H])[C@]([H])(CC4=CNC5=CC=CC=C45)N=C(O)[C@@]23C(=O)\C([H])=C([H])\C(=O)[C@]([H])(O)\C(C)=C([H])/[C@@]([H])(C)C1	C32H36N2O5	InChI=1S/C32H36N2O5/c1-17-8-7-10-23-30(38)20(4)19(3)28-25(15-21-16-33-24-11-6-5-9-22(21)24)34-31(39)32(23,28)27(36)13-12-26(35)29(37)18(2)14-17/h5-7,9-14,16-17,23,25,28-30,33,37-38H,8,15H2,1-4H3,(H,34,39)/b10-7+,13-12+,18-14-/t17-,23-,25-,28-,29+,30+,32+/m0/s1	VUEFRYQBOMQOMV-CGCQETNGSA-N	528.2624223			MMDBc0020530
BASm0016727	Lactapiperanol D			Expected Solid	[H][C@@]1(OC)OC[C@]2(O)[C@@]([H])(OC(C)=O)[C@]3([H])CC(C)(C)C[C@]3([H])[C@@]3(C)C[C@@]123	C18H28O5	InChI=1S/C18H28O5/c1-10(19)23-13-11-6-15(2,3)7-12(11)16(4)8-17(16)14(21-5)22-9-18(13,17)20/h11-14,20H,6-9H2,1-5H3/t11-,12+,13+,14-,16-,17+,18+/m1/s1	VFJHHENNFQFTOV-SRDCRUQXSA-N	324.193674			MMDBc0020531
BASm0016728	Sch 528647	Sch 528647 is a metabolite classified within the chemical class of antitumor antibiotics, specifically related to fumagillin. Its chemical structure features a complex arrangement of cyclic and acyclic components that contribute to its bioactivity. The compound is known to exert its effects through the inhibition of angiogenesis, primarily by targeting the methionine aminopeptidase enzyme, which plays a crucial role in the maturation of endothelial cells and the formation of new blood vessels. This mechanism of action positions Sch 528647 as a potential therapeutic agent in cancer treatment, where the suppression of tumor-induced angiogenesis is vital for limiting tumor growth and metastasis. The structural characteristics of Sch 528647, as elucidated in the literature, highlight its relevance in the development of novel anticancer therapies, drawing parallels to other known compounds in its class. The detailed exploration of its chemical properties and biological pathways underscores the significance of Sch 528647 in ongoing research aimed at improving therapeutic strategies against malignancies (PMID:11858666).		Expected Solid	[H]\C(\C(\[H])=C(/[H])\C(\[H])=C(/[H])C(=O)O[C@]1([H])CCC(=C)[C@@]([H])([C@]1([H])OC)[C@@]1(C)O[C@]1([H])CC=C(C)C)=C(\[H])/C(/[H])=C(\[H])C(O)=O	C26H34O6	InChI=1S/C26H34O6/c1-18(2)14-17-21-26(4,32-21)24-19(3)15-16-20(25(24)30-5)31-23(29)13-11-9-7-6-8-10-12-22(27)28/h6-14,20-21,24-25H,3,15-17H2,1-2,4-5H3,(H,27,28)/b8-6+,9-7+,12-10+,13-11+/t20-,21-,24+,25-,26+/m1/s1	OZEROECWNOAONO-JOOYSTLBSA-N	442.2355388			MMDBc0020559
BASm0016729	AC326-α	AC326-α is a metabolite belonging to the class of organic compounds. There is limited literature available on AC326-α, indicating that research on this specific metabolite is sparse.		Expected Solid	CC(=O)N[C@@H]1[C@@H](O)[C@H](O[C@@H]2O[C@@H]([C@H](O)[C@H](O)[C@H]2O)C(=O)NC2=C(O)CCC2=O)[C@@H](CO)O[C@H]1O[C@H]1[C@H](O)[C@@H](NC(C)=O)[C@H](O[C@H]2[C@@H](OP(O)(=O)OC[C@@H](OC\C=C(\C)CC\C=C\C(C)(C)CCC(=C)CC3C(=C)CCCC3(C)C)C(O)=O)O[C@H](C(N)=O)[C@@](C)(O)[C@@H]2OC(N)=O)O[C@@H]1CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C69H108N5O35P	InChI=1S/C69H108N5O35P/c1-29(14-11-12-20-67(6,7)22-18-30(2)24-34-31(3)15-13-21-68(34,8)9)19-23-97-40(60(91)92)28-99-110(95,96)109-65-55(56(108-66(71)93)69(10,94)57(107-65)58(70)89)106-62-43(73-33(5)78)46(83)53(39(102-62)27-98-63-50(87)47(84)44(81)37(25-75)100-63)103-61-42(72-32(4)77)45(82)52(38(26-76)101-61)104-64-51(88)48(85)49(86)54(105-64)59(90)74-41-35(79)16-17-36(41)80/h12,19-20,34,37-40,42-57,61-65,75-76,79,81-88,94H,2-3,11,13-18,21-28H2,1,4-10H3,(H2,70,89)(H2,71,93)(H,72,77)(H,73,78)(H,74,90)(H,91,92)(H,95,96)/b20-12+,29-19-/t34?,37-,38-,39-,40-,42-,43-,44-,45-,46-,47+,48+,49-,50-,51-,52-,53-,54+,55-,56-,57-,61+,62+,63-,64-,65-,69+/m1/s1	CJEVNOPGHRTYFE-VTLROXBYSA-N	1597.656247			MMDBc0020571
BASm0016730	Aureobasidin S2b	Aureobasidin S2b is a cyclic peptide belonging to the class of aureobasidins. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@](C)(CCO)[C@@]1([H])OC(=O)[C@]([H])(N(C)C(=O)[C@]([H])(CC(C)C)N=C(O)[C@@]([H])(C(C)C)N(C)C(=O)[C@@]([H])(N=C(O)[C@]2([H])CCCN2C(=O)[C@@]([H])(CC2=CC=CC=C2)N(C)C(=O)[C@@]([H])(CC2=CC=CC=C2)N=C(O)[C@]([H])(C(C)C)N(C)C1=O)[C@@]([H])(C)CC)C(C)(C)O	C60H92N8O12	InChI=1S/C60H92N8O12/c1-16-38(8)46-57(76)65(13)47(36(4)5)52(71)61-42(32-35(2)3)55(74)67(15)50(60(10,11)79)59(78)80-49(39(9)29-31-69)58(77)66(14)48(37(6)7)53(72)62-43(33-40-24-19-17-20-25-40)54(73)64(12)45(34-41-26-21-18-22-27-41)56(75)68-30-23-28-44(68)51(70)63-46/h17-22,24-27,35-39,42-50,69,79H,16,23,28-34H2,1-15H3,(H,61,71)(H,62,72)(H,63,70)/t38-,39-,42-,43+,44-,45+,46-,47+,48-,49+,50-/m0/s1	SJMVYAHBOJDUII-VOHMGLQJSA-N	1116.68347			MMDBc0020610
BASm0016731	Aureobasidin S2a	Aureobasidin S2a is a cyclic depsipeptide belonging to the class of natural products. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@](C)(CC)[C@]1([H])OC(=O)[C@@]([H])(N(C)C(=O)[C@@]([H])(CC(C)C)N=C(O)[C@@]([H])(C(C)C)N(C)C(=O)[C@@]([H])(N=C(O)[C@]2([H])CCCN2C(=O)[C@]([H])(CC2=CC=C(O)C=C2)N(C)C(=O)[C@@]([H])(CC2=CC=CC=C2)N=C(O)[C@]([H])(C(C)C)N(C)C1=O)[C@@]([H])(C)CC)C(C)(C)O	C60H92N8O12	InChI=1S/C60H92N8O12/c1-17-37(9)46-57(76)65(14)47(35(5)6)52(71)61-42(31-34(3)4)55(74)67(16)50(60(11,12)79)59(78)80-49(38(10)18-2)58(77)66(15)48(36(7)8)53(72)62-43(32-39-23-20-19-21-24-39)54(73)64(13)45(33-40-26-28-41(69)29-27-40)56(75)68-30-22-25-44(68)51(70)63-46/h19-21,23-24,26-29,34-38,42-50,69,79H,17-18,22,25,30-33H2,1-16H3,(H,61,71)(H,62,72)(H,63,70)/t37-,38-,42+,43+,44-,45-,46-,47+,48-,49-,50+/m0/s1	AZWNOPVZWSHWAA-URQULGPXSA-N	1116.68347			MMDBc0020611
BASm0016732	Bacitracin F			Expected Solid	[H][C@@](C)(CC)C(=O)C1=NC(=CS1)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(CCC(O)=O)C(O)=N[C@@]([H])(C(O)=N[C@@]1([H])CCCCN=C(O)[C@]([H])(CC(O)=N)N=C(O)[C@@]([H])(CC(O)=O)N=C(O)[C@]([H])(CC2=CN=CN2)N=C(O)[C@]([H])(CC2=CC=CC=C2)N=C(O)[C@@]([H])(N=C(O)[C@@]([H])(CCCN)N=C1O)[C@@]([H])(C)CC)[C@]([H])(C)CC	C66H98N16O17S	InChI=1S/C66H98N16O17S/c1-9-35(6)52(82-58(92)42(22-23-50(84)85)73-59(93)43(26-34(4)5)75-63(97)48-32-100-66(80-48)54(88)37(8)11-3)64(98)74-40-20-15-16-25-70-55(89)46(29-49(68)83)77-62(96)47(30-51(86)87)78-61(95)45(28-39-31-69-33-71-39)76-60(94)44(27-38-18-13-12-14-19-38)79-65(99)53(36(7)10-2)81-57(91)41(21-17-24-67)72-56(40)90/h12-14,18-19,31-37,40-47,52-53H,9-11,15-17,20-30,67H2,1-8H3,(H2,68,83)(H,69,71)(H,70,89)(H,72,90)(H,73,93)(H,74,98)(H,75,97)(H,76,94)(H,77,96)(H,78,95)(H,79,99)(H,81,91)(H,82,92)(H,84,85)(H,86,87)/t35-,36+,37-,40+,41-,42-,43+,44+,45+,46+,47-,52-,53+/m1/s1	FCLQHQCOKGKLHR-CTPTXMPVSA-N	1418.701657			MMDBc0020630
BASm0016733	Synerazol	Synerazol is a member of the chemical class of epoxides. Its chemical structure features an epoxide group, which is significant in its interaction with biological systems, particularly in quorum sensing pathways. Synerazol has been identified as an effective inhibitor of both the agr and fsr quorum sensing systems, indicating its role as a quorum sensing inhibitor (QSI) (PMID:37946062). Furthermore, it uniquely demonstrates the capacity to inhibit these systems simultaneously (PMID:35323689). Beyond its QSI activity, synerazol exhibits immunosuppressive properties, suggesting additional biological implications (PMID:19179074). The compound has been synthesized through chemical modifications of pseurotin A, with successful one-pot synthesis yielding synerazol at a rate of 58% (PMID:19168986). Notably, the first asymmetric total synthesis of synerazol has been accomplished, allowing for the determination of its absolute stereochemistry, which is crucial for understanding its biological activity (PMID:15989349). Additionally, synerazol is produced by Aspergillus fumigatus and has been associated with anti-angiogenic activity in certain fluorinated analogs (PMID:15712670).		Expected Solid	[H]\C(CC)=C(/[H])[C@@]1([H])O[C@]1([H])C1=C(C)C(=O)[C@]2(O1)C(O)=N[C@@](OC)(C(=O)C1=CC=CC=C1)[C@]2([H])O	C22H23NO7	InChI=1S/C22H23NO7/c1-4-5-11-14-16(29-14)15-12(2)17(24)21(30-15)19(26)22(28-3,23-20(21)27)18(25)13-9-7-6-8-10-13/h5-11,14,16,19,26H,4H2,1-3H3,(H,23,27)/b11-5-/t14-,16+,19-,21-,22-/m1/s1	UCUHTBUWKCQZNJ-WZNGDJORSA-N	413.1474521			MMDBc0020679
BASm0016734	Ashimycin B	Ashimycin B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, which may hinder a comprehensive understanding of its biological activities and potential applications.		Expected Solid	[H][C@]1(C)O[C@@]([H])(O[C@]2([H])[C@]([H])(O)[C@@]([H])(O)[C@@]([H])(NC(N)=N)[C@]([H])(O)[C@@]2([H])NC(N)=N)[C@@]([H])(O[C@]2([H])O[C@@]([H])(CO)[C@]([H])(O)[C@@]([H])(O)[C@]2([H])N(C)C(=O)CO)[C@]1(O)C=O	C23H41N7O14	InChI=1S/C23H41N7O14/c1-6-23(40,5-33)18(44-19-11(30(2)8(34)4-32)15(38)12(35)7(3-31)42-19)20(41-6)43-17-10(29-22(26)27)13(36)9(28-21(24)25)14(37)16(17)39/h5-7,9-20,31-32,35-40H,3-4H2,1-2H3,(H4,24,25,28)(H4,26,27,29)/t6-,7+,9+,10-,11+,12+,13+,14+,15+,16-,17+,18-,19+,20+,23+/m1/s1	QGZXKOYUROSPLZ-OXUUYJNGSA-N	639.271149			MMDBc0020726
BASm0016735	Ashimycin A	Ashimycin A is a polyketide compound. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(C)O[C@]([H])(O[C@]2([H])[C@]([H])(O)[C@]([H])(O)[C@]([H])(NC(N)=N)[C@@]([H])(O)[C@]2([H])NC(N)=N)[C@@]([H])(O[C@@]2([H])O[C@@]([H])(CO)[C@]([H])(O[C@@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@@]3(O)C(O)=O)[C@@]([H])(O)[C@]2([H])NC)[C@@]1(O)C=O	C27H47N7O18	InChI=1S/C27H47N7O18/c1-6-26(45,5-37)19(21(47-6)50-17-10(34-25(30)31)12(38)9(33-24(28)29)13(39)15(17)41)52-20-11(32-2)14(40)16(7(3-35)48-20)51-23-27(46,22(43)44)18(42)8(4-36)49-23/h5-21,23,32,35-36,38-42,45-46H,3-4H2,1-2H3,(H,43,44)(H4,28,29,33)(H4,30,31,34)/t6-,7-,8+,9+,10-,11-,12+,13+,14-,15+,16-,17-,18+,19+,20+,21+,23+,26+,27+/m0/s1	ILBIJYYHQHTSRJ-BYPLPWHCSA-N	757.2977577			MMDBc0020727
BASm0016736	Lavanducyanin			Expected Solid	CC1=C(CN2C3=CC=CC=C3N=C3C(=O)C=CC=C23)CCC(C)(C)C1	C22H24N2O	InChI=1S/C22H24N2O/c1-15-13-22(2,3)12-11-16(15)14-24-18-8-5-4-7-17(18)23-21-19(24)9-6-10-20(21)25/h4-10H,11-14H2,1-3H3	AMQJGKJHNQVSQU-UHFFFAOYSA-N	332.1888634			MMDBc0020728
BASm0016737	Nitracidomycin A	Nitracidomycin A is a member of the polyketide chemical class. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H]C(C(O)=N[C@]([H])(C(C)C)[C@]([H])(O)[C@]([H])(C)C(O)=O)=N(=O)OC	C11H20N2O6	InChI=1S/C11H20N2O6/c1-6(2)9(10(15)7(3)11(16)17)12-8(14)5-13(18)19-4/h5-7,9-10,15H,1-4H3,(H,12,14)(H,16,17)/b13-5+/t7-,9+,10+/m0/s1	GMJHMZVGDYXZRQ-TYDGNEIFSA-N	276.1321364			MMDBc0020749
BASm0016738	Paxisterol			Expected Solid	[H][C@]12C[C@@]3([H])C[C@@]([H])(O)CC[C@]3(C)[C@@]3([H])CC[C@]45[C@@]6([H])O[C@]([H])(C[C@]4([H])[C@](C)(CCC(=C)C(C)C)O6)[C@@]5([H])[C@]13O2	C28H42O4	InChI=1S/C28H42O4/c1-15(2)16(3)6-10-26(5)21-14-19-23-27(21,24(30-19)32-26)11-8-20-25(4)9-7-18(29)12-17(25)13-22-28(20,23)31-22/h15,17-24,29H,3,6-14H2,1-2,4-5H3/t17-,18+,19-,20-,21-,22+,23-,24+,25+,26+,27+,28-/m1/s1	WUKYEOQJBJKFPH-LTTQNFRJSA-N	442.3083098			MMDBc0020800
BASm0016739	Fumifungin			Expected Solid	[H]\C(CCCCCC[C@]([H])(O)CCCCCC)=C(\[H])[C@@]([H])(O)[C@@]([H])(OC(C)=O)[C@@]([H])(O)[C@]([H])(N)C(O)=O	C22H41NO7	InChI=1S/C22H41NO7/c1-3-4-5-10-13-17(25)14-11-8-6-7-9-12-15-18(26)21(30-16(2)24)20(27)19(23)22(28)29/h12,15,17-21,25-27H,3-11,13-14,23H2,1-2H3,(H,28,29)/b15-12+/t17-,18-,19+,20+,21-/m1/s1	OOEOVXMORBPOKC-HQBCPPEBSA-N	431.2883027			MMDBc0020817
BASm0016740	Leucinostatin K			Expected Solid	[H]\C(=C(\[H])[C@]([H])(C)CC)C(=O)N1C[C@@]([H])(C)C[C@@]1([H])C(O)=N[C@]([H])(C[C@@]([H])(C)C[C@]([H])(O)CC(=O)CC)C(O)=N[C@@]([H])(C(O)=NC(C)(C)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@@]([H])(CC(C)C)C(O)=NC(C)(C)C(O)=NC(C)(C)C(O)=NCCC(O)=N[C@@]([H])(C)CN(C)(C)=O)[C@]([H])(O)C(C)C	C62H111N11O14	InChI=1S/C62H111N11O14/c1-21-38(9)23-24-49(77)72-33-40(11)31-47(72)55(82)66-46(30-39(10)29-43(75)32-42(74)22-2)53(80)68-50(51(78)37(7)8)56(83)70-61(15,16)58(85)67-44(27-35(3)4)52(79)65-45(28-36(5)6)54(81)69-62(17,18)59(86)71-60(13,14)57(84)63-26-25-48(76)64-41(12)34-73(19,20)87/h23-24,35-41,43-47,50-51,75,78H,21-22,25-34H2,1-20H3,(H,63,84)(H,64,76)(H,65,79)(H,66,82)(H,67,85)(H,68,80)(H,69,81)(H,70,83)(H,71,86)/b24-23+/t38-,39+,40+,41+,43+,44+,45+,46-,47+,50-,51-/m1/s1	QAJHIWCONAFMCM-VYJAXEQZSA-N	1233.831197			MMDBc0020822
BASm0016741	Leucinostatin H			Expected Solid	[H]\C(=C(/[H])[C@]([H])(C)CC)C(=O)N1C[C@@]([H])(C)C[C@]1([H])C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@@]([H])(C(O)=NC(C)(C)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@@]([H])(CC(C)C)C(O)=NC(C)(C)C(O)=NC(C)(C)C(O)=NCCC(O)=N[C@@]([H])(C)CN(C)(C)=O)[C@@]([H])(O)C(C)C	C57H103N11O12	InChI=1S/C57H103N11O12/c1-21-36(10)22-23-44(70)67-30-37(11)29-42(67)50(75)61-39(26-32(2)3)48(73)63-45(46(71)35(8)9)51(76)65-56(15,16)53(78)62-40(27-33(4)5)47(72)60-41(28-34(6)7)49(74)64-57(17,18)54(79)66-55(13,14)52(77)58-25-24-43(69)59-38(12)31-68(19,20)80/h22-23,32-42,45-46,71H,21,24-31H2,1-20H3,(H,58,77)(H,59,69)(H,60,72)(H,61,75)(H,62,78)(H,63,73)(H,64,74)(H,65,76)(H,66,79)/b23-22-/t36-,37+,38+,39+,40+,41+,42-,45-,46+/m1/s1	YSPNHJIQHQTTOK-NBBDYGRNSA-N	1133.778768			MMDBc0020823
BASm0016742	Zincophorin	Zincophorin is a polyketide antibiotic known for its potent activity against Gram-positive bacteria, including human pathogens. Its chemical structure features a nonaromatic polyketide framework characterized by a historically challenging C(8)-C(12) all-anti stereopentad, which has garnered significant interest from synthetic chemists (PMID:28266852). The synthesis of zincophorin methyl ester has been optimized to achieve an efficient nine-step process, yielding a product in 10% overall yield (PMID:28266852). The biosynthesis of zincophorin occurs in the bacterium Streptomyces griseus, where the genetic basis for its production has been elucidated through the identification of the zincophorin biosynthesis gene cluster (PMID:30671322). This pathway exemplifies the co-linearity inherent to polyketide biosynthesis, highlighting the complex enzymatic processes involved (PMID:30671322). Biological profiling has demonstrated that zincophorin exhibits dose-dependent inhibition of Streptococcus pneumoniae, further emphasizing its relevance in antimicrobial research (PMID:30671322). Overall, zincophorin represents a significant compound within the polyketide class, with ongoing interest in its synthesis and biological properties (PMID:32244993).		Expected Solid	[H]\C(CC[C@@]([H])(O)[C@]([H])(C)[C@]([H])(O)[C@]([H])(C)[C@]([H])(O)[C@]([H])(C)[C@@]1([H])O[C@@]([H])(CC[C@]1([H])C)[C@]([H])(C)C(O)=O)=C(\[H])[C@@]([H])(C)[C@@]([H])(O)C(\C)=C(/[H])[C@]([H])(C)CCC	C33H60O7	InChI=1S/C33H60O7/c1-10-13-19(2)18-22(5)29(35)20(3)14-11-12-15-27(34)23(6)30(36)25(8)31(37)26(9)32-21(4)16-17-28(40-32)24(7)33(38)39/h11,14,18-21,23-32,34-37H,10,12-13,15-17H2,1-9H3,(H,38,39)/b14-11+,22-18+/t19-,20-,21+,23+,24+,25+,26+,27-,28+,29-,30+,31+,32+/m1/s1	XMCIULDTDFJACK-FXLACHKASA-N	568.4339043			MMDBc0020902
BASm0016743	WF-5239	WF-5239 is a metabolite belonging to the class of platelet aggregation inhibitors. Its chemical structure has not been explicitly detailed in the available literature, but it is known to be produced by the fungal strain Aspergillus fumigatus Fresenius (PMID:6376451). WF-5239 exhibits significant inhibitory activity against rabbit platelet aggregation induced by arachidonic acid and collagen, with IC50 values of 1.25 and 5.0 micrograms/ml, respectively (PMID:6376451). This compound plays a role in modulating pathways related to platelet activation and aggregation, which are critical in the context of thrombus formation and cardiovascular events. Additionally, it has been observed that a single intraperitoneal dose of WF-5239 (30 mg/kg) can reduce mortality in mice induced by arachidonic acid, suggesting potential protective effects against inflammatory responses (PMID:6376451). The findings surrounding WF-5239 highlight its relevance in pharmacological research, particularly concerning its mechanisms of action in platelet function and its implications for therapeutic strategies in managing thrombotic disorders.		Expected Solid	[H]\C(N=CO)=C(/[H])C1=CC=C(O)C=C1	C9H9NO2	InChI=1S/C9H9NO2/c11-7-10-6-5-8-1-3-9(12)4-2-8/h1-7,12H,(H,10,11)/b6-5-	SOUPPVGWCZENNQ-WAYWQWQTSA-N	163.0633285			MMDBc0020916
BASm0016744	Diprotin A	Diprotin A is a dipeptide and a known inhibitor of the enzyme dipeptidyl peptidase-4 (DPP-4), which plays a critical role in glucose metabolism and insulin signaling pathways. Its chemical structure consists of two amino acids, proline and alanine, linked by a peptide bond, which is crucial for its inhibitory activity against DPP-4. In various studies, Diprotin A has been shown to effectively reduce glucose levels, as evidenced by its action in Drosophila hemolymph (PMID:38002032). It has been compared to other DPP-4 inhibitors, demonstrating lower inhibitory potency relative to newer compounds (PMID:39740071) and showing non-competitive inhibition characteristics (PMID:36295839). Additionally, Diprotin A is involved in neurotrophic pathways, interacting with substrates such as pituitary adenylate cyclase-activating polypeptide (PACAP) and Neuropeptide Y (NPY), which are known for their neuroprotective properties (PMID:39201570). The compound's binding affinity and inhibitory potential have been evaluated against other inhibitors, revealing its significance in the context of diabetes management and neuronal homeostasis (PMID:38463830). Overall, Diprotin A serves as a valuable reference in the study of DPP-4 inhibitors and their therapeutic applications.		Expected Solid	[H][C@](C)(CC)[C@]([H])(N)C(=O)N1CCC[C@@]1([H])C(O)=N[C@]([H])(C(O)=O)[C@@]([H])(C)CC	C17H31N3O4	InChI=1S/C17H31N3O4/c1-5-10(3)13(18)16(22)20-9-7-8-12(20)15(21)19-14(17(23)24)11(4)6-2/h10-14H,5-9,18H2,1-4H3,(H,19,21)(H,23,24)/t10-,11-,12-,13-,14-/m0/s1	JNTMAZFVYNDPLB-PEDHHIEDSA-N	341.2314565			MMDBc0020920
BASm0016745	Isariin D			Expected Solid	[H][C@]1(CCCC)CC(O)=NCC(O)=N[C@@]([H])(C(C)C)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(C)C(O)=N[C@@]([H])(C)C(=O)O1	C26H45N5O7	InChI=1S/C26H45N5O7/c1-8-9-10-18-12-20(32)27-13-21(33)31-22(15(4)5)25(36)30-19(11-14(2)3)24(35)28-16(6)23(34)29-17(7)26(37)38-18/h14-19,22H,8-13H2,1-7H3,(H,27,32)(H,28,35)(H,29,34)(H,30,36)(H,31,33)/t16-,17+,18+,19+,22+/m1/s1	OMCRYJIAXGEETJ-PEXPKUBFSA-N	539.3318988			MMDBc0021018
BASm0016746	Isariin B			Expected Solid	[H][C@]1(CCCCCC)CC(O)=NCC(O)=N[C@]([H])(C(C)C)C(O)=N[C@]([H])(CC(C)C)C(O)=N[C@@]([H])(C)C(O)=N[C@]([H])(C(C)C)C(=O)O1	C30H53N5O7	InChI=1S/C30H53N5O7/c1-9-10-11-12-13-21-15-23(36)31-16-24(37)34-25(18(4)5)29(40)33-22(14-17(2)3)28(39)32-20(8)27(38)35-26(19(6)7)30(41)42-21/h17-22,25-26H,9-16H2,1-8H3,(H,31,36)(H,32,39)(H,33,40)(H,34,37)(H,35,38)/t20-,21-,22+,25+,26+/m0/s1	QWBKHPNGPXORRV-WQVMVKNYSA-N	595.3944991			MMDBc0021020
BASm0016747	Glysperin C	Glysperin C is a glycoside, specifically a metabolite that features D-glucose substituting the exoenohexose moiety found in glysperin A (PMID:7275818). Its chemical structure comprises a glycosidic bond linking D-glucose to a core aglycone, which contributes to its unique properties and potential biological activities. In terms of biochemical pathways, glysperin C may be involved in various metabolic processes, including carbohydrate metabolism and energy production, as it contains a sugar moiety that can participate in glycosylation reactions. Such pathways are critical for cellular functions and may influence the synthesis of other metabolites. The presence of D-glucose in glysperin C suggests potential interactions with enzymes that recognize glucose, possibly affecting signaling pathways or metabolic routes that utilize glucose as a substrate. Understanding the chemical structure and the pathways involving glysperin C can provide insights into its role in metabolism and its potential applications in biomedical research.		Expected Solid	[H][C@](C)(N)C(O)=N[C@]1([H])[C@@]([H])(O[C@@]2([H])[C@]([H])(CO)O[C@@]([H])(O[C@@]3([H])[C@]([H])(O)[C@@]([H])(CO)O[C@@]([H])(O[C@]4([H])[C@]([H])(CO)O[C@]([H])(OC5=CC=C(C=C5)C(=O)NCCCNCCCCNCCCCN)[C@]4([H])O)[C@]3([H])O)[C@]([H])(O)[C@@]2([H])O)O[C@]([H])(C)[C@]([H])(N)[C@]1([H])O	C44H77N7O19	InChI=1S/C44H77N7O19/c1-21(46)39(61)51-29-31(56)28(47)22(2)63-41(29)68-36-26(19-53)66-42(33(58)32(36)57)70-38-30(55)25(18-52)65-44(35(38)60)69-37-27(20-54)67-43(34(37)59)64-24-10-8-23(9-11-24)40(62)50-17-7-16-49-15-6-5-14-48-13-4-3-12-45/h8-11,21-22,25-38,41-44,48-49,52-60H,3-7,12-20,45-47H2,1-2H3,(H,50,62)(H,51,61)/t21-,22-,25-,26+,27+,28+,29+,30-,31+,32-,33-,34-,35-,36+,37-,38+,41-,42+,43+,44+/m1/s1	RHNHFMNAFLYIKD-QKYJHUFASA-N	1007.527423			MMDBc0021033
BASm0016748	Glysperin B	Glysperin B is a polyamine metabolite belonging to the chemical class of glysperins. Its chemical structure is characterized by a terminal polyamine moiety, specifically spermidine, which distinguishes it from its analog glysperin A (PMID:7275818). In terms of biological pathways, glysperin B is involved in cellular processes that are influenced by polyamines, such as cell growth, differentiation, and apoptosis. Polyamines like spermidine play a crucial role in stabilizing DNA structures, modulating enzyme activity, and regulating gene expression. The presence of glysperin B in various biological systems suggests its potential involvement in metabolic pathways associated with cellular proliferation and stress responses, although the precise mechanisms remain to be fully elucidated. Overall, glysperin B exemplifies the intricate relationships between polyamines and cellular functions, highlighting its relevance in biochemical research.		Expected Solid	[H][C@](C)(N)C(O)=N[C@@]1([H])[C@@]([H])(O[C@@]2([H])[C@]([H])(CO)O[C@@]([H])(O[C@]3([H])[C@@]([H])(O)C(=C)O[C@@]([H])(O[C@@]4([H])[C@]([H])(CO)O[C@@]([H])(OC5=CC=C(C=C5)C(=O)NCCCNCCCCN)[C@@]4([H])O)[C@]3([H])O)[C@]([H])(O)[C@@]2([H])O)O[C@]([H])(C)[C@]([H])(N)[C@]1([H])O	C40H66N6O18	InChI=1S/C40H66N6O18/c1-17(42)35(55)46-25-27(50)24(43)18(2)57-37(25)62-32-22(15-47)60-38(29(52)28(32)51)64-34-26(49)19(3)58-39(31(34)54)63-33-23(16-48)61-40(30(33)53)59-21-9-7-20(8-10-21)36(56)45-14-6-13-44-12-5-4-11-41/h7-10,17-18,22-34,37-40,44,47-54H,3-6,11-16,41-43H2,1-2H3,(H,45,56)(H,46,55)/t17-,18-,22+,23+,24+,25-,26+,27+,28-,29-,30+,31-,32+,33+,34-,37-,38+,39+,40-/m1/s1	PGEKDAOSVRPCSY-AMGOUKICSA-N	918.4433593			MMDBc0021034
BASm0016749	Glysperin A	Glysperin A is a glycopeptide antibiotic belonging to the class of metabolites. Its chemical structure comprises L-alanine, p-hydroxybenzoic acid, a C11-alkyl tetramine, and four sugar moieties, including D-ribose, D-galactose, and 2,4-diamino-2,4,6-trideoxy-D-galactose (PMID:7275818). Glysperin A is noted for its significant antibacterial activity, being two to four times more potent than its related components, Glysperin B and C (PMID:7275817). The compound is involved in various biochemical pathways, particularly in the inhibition of bacterial cell wall synthesis, which is a critical target for antibiotic action. Additionally, it has been shown to exhibit sensitivity against multiple enzymes, surpassing the sensitivity of HIV enzymes to colistin and other antibiotics (PMID:2466028). Notably, Glysperin C, a derivative of Glysperin A, replaces one of the sugar moieties with D-glucose, indicating the structural variability within this class of compounds (PMID:7275818). Overall, Glysperin A's unique chemical composition and its role in antibiotic activity underscore its significance in the field of medicinal chemistry.		Expected Solid	[H][C@](C)(N)C(O)=N[C@]1([H])[C@@]([H])(O[C@@]2([H])[C@]([H])(CO)O[C@@]([H])(O[C@@]3([H])[C@@]([H])(O)C(=C)O[C@@]([H])(O[C@]4([H])[C@@]([H])(CO)O[C@@]([H])(OC5=CC=C(C=C5)C(=O)NCCCNCCCCNCCCCN)[C@@]4([H])O)[C@@]3([H])O)[C@]([H])(O)[C@@]2([H])O)O[C@]([H])(C)[C@]([H])(N)[C@]1([H])O	C44H75N7O18	InChI=1S/C44H75N7O18/c1-21(46)39(60)51-29-31(55)28(47)22(2)62-41(29)67-36-26(19-52)65-42(33(57)32(36)56)69-38-30(54)23(3)63-43(35(38)59)68-37-27(20-53)66-44(34(37)58)64-25-11-9-24(10-12-25)40(61)50-18-8-17-49-16-7-6-15-48-14-5-4-13-45/h9-12,21-22,26-38,41-44,48-49,52-59H,3-8,13-20,45-47H2,1-2H3,(H,50,61)(H,51,60)/t21-,22-,26+,27-,28+,29+,30+,31+,32-,33-,34+,35+,36+,37-,38+,41-,42+,43+,44-/m1/s1	POXHWKVMCKMHBX-WLSDYZKCSA-N	989.5168586			MMDBc0021035
BASm0016750	X-14847	X-14847 is a novel aminoglycoside derived from the actinomycete Micromonospora echinospora. Its chemical structure is characterized as a 2-amino-2-deoxy-alpha-D-glucopyranosyl myo-inositol, which contributes to its classification within the aminoglycoside family known for their antibacterial properties. The biosynthetic pathways involved in the production of X-14847 include the enzymatic processes that lead to the synthesis of gentamicin A, the primary antibiotic produced by the same strain. The isolation and identification of X-14847 were detailed in a study that also examined the fermentation conditions and taxonomy of the producing culture (PMID:7251485). This new compound adds to the diversity of aminoglycosides and may have implications for further research into antibiotic development and the mechanisms of action associated with this class of compounds.		Expected Solid	[H][C@@]1(N)[C@@]([H])(O)[C@]([H])(O)[C@@]([H])(CO)O[C@]1([H])OC1([H])[C@]([H])(O)[C@@]([H])(O)C([H])(O)[C@@]([H])(O)[C@@]1([H])O	C12H23NO10	InChI=1S/C12H23NO10/c13-3-5(16)4(15)2(1-14)22-12(3)23-11-9(20)7(18)6(17)8(19)10(11)21/h2-12,14-21H,1,13H2/t2-,3-,4-,5-,6?,7-,8+,9-,10-,11?,12-/m1/s1	HEPUIGACZYVUCD-XFVWJBEHSA-N	341.1321959			MMDBc0021038
BASm0016751	Setomimycin			Expected Solid	CC(=O)C1C(C)=CC(=O)C2=C1C(=C1C=CC=C(O)C1=C2O)C1=C2C=CC=C(O)C2=C(O)C2=C1C(C(C)=O)C(C)(O)CC2=O	C34H28O9	InChI=1S/C34H28O9/c1-13-11-20(39)27-29(22(13)14(2)35)25(16-7-5-9-18(37)23(16)32(27)41)26-17-8-6-10-19(38)24(17)33(42)28-21(40)12-34(4,43)31(15(3)36)30(26)28/h5-11,22,31,37-38,41-43H,12H2,1-4H3	BIEJOJJMQZEKED-UHFFFAOYSA-N	580.1733325			MMDBc0021085
BASm0016752	Aplasmomycin C	Aplasmomycin C is a member of the polyketide chemical class. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H]\C1=C([H])\[C@]2([H])C[C@]([H])(OC(=O)[C@@]3([H])O[B-]45O[C@]([H])(C(=O)O[C@@]6([H])C[C@]([H])(O[C@]6([H])C)\C([H])=C([H])/C[C@]([H])(OC(C)=O)C(C)(C)[C@]6([H])CC[C@@]([H])(C)[C@@]3(O4)O6)[C@]3(O5)O[C@@]([H])(CC[C@@]3([H])C)C(C)(C)[C@]([H])(C1)OC(C)=O)[C@@]([H])(C)O2	C44H64BO16	InChI=1S/C44H64BO16/c1-23-17-19-35-41(7,8)33(52-27(5)46)15-11-13-30-22-32(26(4)51-30)55-40(49)38-44-24(2)18-20-36(57-44)42(9,10)34(53-28(6)47)16-12-14-29-21-31(25(3)50-29)54-39(48)37-43(23,56-35)60-45(58-37,59-38)61-44/h11-14,23-26,29-38H,15-22H2,1-10H3/q-1/b13-11-,14-12-/t23-,24-,25-,26-,29-,30-,31+,32+,33+,34+,35+,36+,37-,38-,43-,44+,45?/m1/s1	ALZCWBWMDGBRCS-QGBRPIARSA-N	859.42929			MMDBc0021099
BASm0016753	Aplasmomycin B	Aplasmomycin B is a member of the class of compounds known as polyketides. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]\C1=C([H])\C2CC(OC(=O)C3O[B-]45OC(C(=O)OC6CC(OC6C)\C([H])=C([H])/CC(OC(C)=O)C(C)(C)C6CCC(C)C3(O4)O6)C3(O5)OC(CCC3C)C(C)(C)C(O)C1)C(C)O2	C42H62BO15	InChI=1S/C42H62BO15/c1-22-16-18-33-39(6,7)31(45)14-10-12-27-20-29(24(3)48-27)51-38(47)36-42-23(2)17-19-34(54-42)40(8,9)32(50-26(5)44)15-11-13-28-21-30(25(4)49-28)52-37(46)35-41(22,53-33)57-43(55-35,56-36)58-42/h10-13,22-25,27-36,45H,14-21H2,1-9H3/q-1/b12-10-,13-11-	OIBTYVKUADDSRJ-MIMPSMLTSA-N	817.418725			MMDBc0021100
BASm0016754	Aculeacin A			Expected Solid	[H][C@](C)(O)[C@@]1([H])N=C(O)[C@@]([H])(C[C@@]([H])(O)[C@]([H])(O)N=C(O)[C@]2([H])N(C[C@@]([H])(C)[C@@]2([H])O)C(=O)[C@@]([H])(N=C(O)[C@]([H])(N=C(O)[C@]2([H])C[C@]([H])(O)CN2C1=O)[C@]([H])(O)[C@]([H])(O)C1=CC=C(O)C=C1)[C@@]([H])(C)O)N=C(O)CCCCCCCCCCCCCCC	C50H81N7O16	InChI=1S/C50H81N7O16/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-36(63)51-33-24-35(62)46(69)55-48(71)40-41(64)27(2)25-57(40)50(73)38(29(4)59)53-47(70)39(43(66)42(65)30-19-21-31(60)22-20-30)54-45(68)34-23-32(61)26-56(34)49(72)37(28(3)58)52-44(33)67/h19-22,27-29,32-35,37-43,46,58-62,64-66,69H,5-18,23-26H2,1-4H3,(H,51,63)(H,52,67)(H,53,70)(H,54,68)(H,55,71)/t27-,28-,29-,32+,33-,34+,35-,37-,38+,39-,40-,41-,42-,43+,46+/m1/s1	YKPHLXGEPNYRPY-ZSOOBDFRSA-N	1035.57398			MMDBc0021125
BASm0016755	Thiocillin I	Thiocillin I is a thiopeptide antibiotic that belongs to the chemical class of thiopeptides, characterized by a unique bicyclic structure containing sulfur and nitrogen atoms. Its chemical structure features a complex arrangement of amino acids and a thiazole ring, which contributes to its bioactivity. Thiocillin I is synthesized through biosynthetic pathways involving specific enzymes that facilitate the incorporation of sulfur and the formation of the thiopeptide backbone. It has been shown to interact with various biological targets, influencing pathways related to bacterial protein synthesis and cellular integrity. Notably, thiocillin I has been implicated in negative interactions that affect microbial competition and resistance mechanisms, as indicated by research highlighting its synthesis by certain bacterial strains (PMID:34964290). Additionally, the total synthesis of thiocillin I has been achieved using a molybdenum (vi) catalyst, showcasing its intricate chemical synthesis and potential for further exploration in antibiotic development (PMID:30881626). The structural characterization of related compounds, such as thiocillin IV, also underscores the importance of this class of antibiotics in combating Gram-positive pathogens (PMID:36693003).		Expected Solid	[H]\C(C)=C(/N=C(O)C1=CSC(=N1)C1=CSC(=N1)C1=NC2=C(C=C1)C1=NC(=CS1)C(O)=N[C@@]([H])(C(O)=N\C(=C(/[H])C)C1=NC(=CS1)C(O)=N[C@]([H])(C1=NC(=CS1)C(O)=N[C@]([H])(C1=NC2=CS1)[C@@]([H])(C)O)C(C)(C)O)[C@]([H])(C)O)C(O)=NC[C@@]([H])(C)O	C48H49N13O10S6	InChI=1S/C48H49N13O10S6/c1-8-23(36(65)49-12-19(3)62)51-37(66)27-15-74-45(56-27)31-18-75-44(58-31)25-11-10-22-34(50-25)26-13-76-46(53-26)33(21(5)64)60-39(68)29-17-77-47(57-29)35(48(6,7)71)61-40(69)30-16-73-43(55-30)24(9-2)52-41(70)32(20(4)63)59-38(67)28-14-72-42(22)54-28/h8-11,13-21,32-33,35,62-64,71H,12H2,1-7H3,(H,49,65)(H,51,66)(H,52,70)(H,59,67)(H,60,68)(H,61,69)/b23-8+,24-9+/t19-,20+,21-,32-,33+,35-/m1/s1	FEORQDDAQBRWPT-MYCDKENWSA-N	1159.204962			MMDBc0021142
BASm0016756	Terphenyllin			Expected Solid	COC1=CC(=C(OC)C(O)=C1C1=CC=C(O)C=C1)C1=CC=C(O)C=C1	C20H18O5	InChI=1S/C20H18O5/c1-24-17-11-16(12-3-7-14(21)8-4-12)20(25-2)19(23)18(17)13-5-9-15(22)10-6-13/h3-11,21-23H,1-2H3	YNEMPXKRLPZFAX-UHFFFAOYSA-N	338.1154237			MMDBc0021148
BASm0016757	Lomofungin			Expected Solid	COC(=O)C1=C2NC3=C(N=C2C(=O)C=C1)C(=CO)C(O)=CC3=O	C15H10N2O6	InChI=1S/C15H10N2O6/c1-23-15(22)6-2-3-8(19)13-11(6)16-14-10(21)4-9(20)7(5-18)12(14)17-13/h2-5,16,18,20H,1H3	YDXARWIJAYOANV-UHFFFAOYSA-N	314.0538861			MMDBc0021219
BASm0016758	Paraherquamide E			Expected Solid	[H]C1(C)CCN2C[C@@]34CC5(C(O)=NC6=C5C=CC5=C6OC=CC(C)(C)O5)C(C)(C)[C@@]3([H])C[C@@]12C(=O)N4C	C28H35N3O4	InChI=1S/C28H35N3O4/c1-16-9-11-31-15-26-14-27(25(4,5)19(26)13-28(16,31)23(33)30(26)6)17-7-8-18-21(20(17)29-22(27)32)34-12-10-24(2,3)35-18/h7-8,10,12,16,19H,9,11,13-15H2,1-6H3,(H,29,32)/t16?,19-,26+,27?,28+/m1/s1	XNXXZRQPTAQILV-TVKVCOJCSA-N	477.2627566			MMDBc0021293
BASm0016759	Fosfocytocin	Fosfocytocin is a nucleotide antibiotic belonging to the class of nucleoside derivatives. Its chemical structure has been elucidated through spectroscopic and degradation studies, revealing specific functional groups and molecular arrangements characteristic of nucleotide antibiotics. Fosfocytocin is produced by the bacteria Pseudomonas fluorescens PK-52, alongside another compound known as fosfadecin, which is derived from Pseudomonas viridiflava PK-5 (PMID:2182591). The biosynthetic pathways involved in the production of fosfocytocin likely include nucleotide metabolism and modification processes that are common in bacterial systems, facilitating the synthesis of complex organic molecules from simpler precursors. These pathways may involve enzymes that catalyze the phosphorylation and structural modifications necessary for the antibiotic's activity. The detailed understanding of fosfocytocin's chemical structure and its biosynthetic origins contributes to the broader knowledge of microbial secondary metabolites and their potential applications in combating antibiotic resistance (PMID:2182591).		Expected Solid	[H][C@]1(COP(O)(=O)OP(O)(=O)OCCN(O)C=O)O[C@@]([H])(N2C=CC(=N)N=C2O)[C@]([H])(O)[C@]1([H])O	C12H20N4O13P2	InChI=1S/C12H20N4O13P2/c13-8-1-2-16(12(20)14-8)11-10(19)9(18)7(28-11)5-27-31(24,25)29-30(22,23)26-4-3-15(21)6-17/h1-2,6-7,9-11,18-19,21H,3-5H2,(H,22,23)(H,24,25)(H2,13,14,20)/t7-,9-,10-,11-/m1/s1	BWGMNVJUNKPELE-QCNRFFRDSA-N	490.0502107			MMDBc0021310
BASm0016760	Leucinostatin B			Expected Solid	[H]\C(=C(/[H])[C@]([H])(C)CC)C(=O)N1C[C@]([H])(C)C[C@@]1([H])C(O)=N[C@]([H])(C[C@@]([H])(C)C[C@]([H])(O)CC(=O)CC)C(O)=N[C@]([H])(C(O)=NC(C)(C)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@@]([H])(CC(C)C)C(O)=NC(C)(C)C(O)=NC(C)(C)C(O)=NCCC(O)=N[C@@]([H])(C)CNC)[C@@]([H])(O)C(C)C	C61H109N11O13	InChI=1S/C61H109N11O13/c1-20-37(9)22-23-48(76)72-33-39(11)30-46(72)54(81)66-45(29-38(10)28-42(74)31-41(73)21-2)52(79)68-49(50(77)36(7)8)55(82)70-60(15,16)57(84)67-43(26-34(3)4)51(78)65-44(27-35(5)6)53(80)69-61(17,18)58(85)71-59(13,14)56(83)63-25-24-47(75)64-40(12)32-62-19/h22-23,34-40,42-46,49-50,62,74,77H,20-21,24-33H2,1-19H3,(H,63,83)(H,64,75)(H,65,78)(H,66,81)(H,67,84)(H,68,79)(H,69,80)(H,70,82)(H,71,85)/b23-22-/t37-,38+,39-,40+,42+,43+,44+,45-,46+,49+,50+/m1/s1	JLDCSWRYRVBFRU-NKRVIGJNSA-N	1203.820633			MMDBc0021388
BASm0016761	Emerimicin IV			Expected Solid	[H][C@](CO)(CC1=CC=CC=C1)N=C(O)C(C)(C)N=C(O)[C@]1([H])C[C@]([H])(O)CN1C(=O)[C@@](C)(CC)N=C(O)[C@@]([H])(CCC(O)=N)N=C(O)[C@]1([H])C[C@@]([H])(O)CN1C(=O)C(C)(C)N=C(O)C(C)(C)N=C(O)[C@@]([H])(CC(C)C)N=C(O)CN=C(O)[C@]([H])(N=C(O)C(C)(C)N=C(O)C(C)(C)N=C(O)C(C)(C)N=C(O)[C@@]([H])(CC1=CC=CC=C1)N=C(C)O)C(C)C	C77H120N16O19	InChI=1S/C77H120N16O19/c1-20-77(19,70(112)93-40-49(97)37-54(93)62(104)87-71(7,8)64(106)81-47(41-94)34-45-27-23-21-24-28-45)88-58(100)50(31-32-55(78)98)83-61(103)53-36-48(96)39-92(53)69(111)76(17,18)91-67(109)74(13,14)85-59(101)51(33-42(2)3)82-56(99)38-79-63(105)57(43(4)5)84-65(107)72(9,10)89-68(110)75(15,16)90-66(108)73(11,12)86-60(102)52(80-44(6)95)35-46-29-25-22-26-30-46/h21-30,42-43,47-54,57,94,96-97H,20,31-41H2,1-19H3,(H2,78,98)(H,79,105)(H,80,95)(H,81,106)(H,82,99)(H,83,103)(H,84,107)(H,85,101)(H,86,102)(H,87,104)(H,88,100)(H,89,110)(H,90,108)(H,91,109)/t47-,48-,49+,50-,51-,52-,53+,54+,57-,77-/m1/s1	LSJHBSMFQYTUER-AWPSBPSCSA-N	1572.891566			MMDBc0021429
BASm0016762	Emerimicin III			Expected Solid	[H][C@@](CO)(CC1=CC=CC=C1)N=C(O)[C@]([H])(C)N=C(O)[C@@]1([H])C[C@]([H])(O)CN1C(=O)[C@](C)(CC)N=C(O)[C@@]([H])(CCC(O)=N)N=C(O)[C@]1([H])C[C@@]([H])(O)CN1C(=O)C(C)(C)N=C(O)C(C)(C)N=C(O)[C@]([H])(CC(C)C)N=C(O)CN=C(O)[C@]([H])(N=C(O)C(C)(C)N=C(O)C(C)(C)N=C(O)C(C)(C)N=C(O)[C@]([H])(CC1=CC=CC=C1)N=C(C)O)C(C)C	C76H118N16O19	InChI=1S/C76H118N16O19/c1-19-76(18,70(111)92-39-49(96)35-53(92)62(103)79-43(6)58(99)81-47(40-93)33-45-26-22-20-23-27-45)87-59(100)50(30-31-55(77)97)83-63(104)54-36-48(95)38-91(54)69(110)75(16,17)90-67(108)73(12,13)85-60(101)51(32-41(2)3)82-56(98)37-78-64(105)57(42(4)5)84-65(106)71(8,9)88-68(109)74(14,15)89-66(107)72(10,11)86-61(102)52(80-44(7)94)34-46-28-24-21-25-29-46/h20-29,41-43,47-54,57,93,95-96H,19,30-40H2,1-18H3,(H2,77,97)(H,78,105)(H,79,103)(H,80,94)(H,81,99)(H,82,98)(H,83,104)(H,84,106)(H,85,101)(H,86,102)(H,87,100)(H,88,109)(H,89,107)(H,90,108)/t43-,47-,48+,49-,50+,51-,52-,53+,54-,57+,76-/m0/s1	XGVDUVYDSSWAQF-JPVWLDROSA-N	1558.875916			MMDBc0021430
BASm0016763	Psychrophilin I	Psychrophilin I is a polar metabolite belonging to the class of psychrophilic compounds. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(N)CC2=CN(C3=CC=CC=C23)C(=O)C2=CC=CC=C2N=C(O)[C@@]([H])(N=C1O)C(C)C	C23H24N4O3	InChI=1S/C23H24N4O3/c1-13(2)20-22(29)25-18-9-5-3-8-16(18)23(30)27-12-14(11-17(24)21(28)26-20)15-7-4-6-10-19(15)27/h3-10,12-13,17,20H,11,24H2,1-2H3,(H,25,29)(H,26,28)/t17-,20-/m0/s1	XTXKIFWLWZTQLN-PXNSSMCTSA-N	404.1848406			MMDBc0021489
BASm0016764	2'-epi-fumiquinazoline D			Expected Solid	[H][C@@]1(C)N2[C@]3([H])N(C1=O)C1=CC=CC=C1[C@@]3(O)C[C@@]1([H])N3C(=O)C4=CC=CC=C4N=C3[C@@]2(C)N=C1O	C24H21N5O4	InChI=1S/C24H21N5O4/c1-12-19(31)28-16-10-6-4-8-14(16)24(33)11-17-18(30)26-23(2,29(12)22(24)28)21-25-15-9-5-3-7-13(15)20(32)27(17)21/h3-10,12,17,22,33H,11H2,1-2H3,(H,26,30)/t12-,17+,22-,23-,24-/m0/s1	YYLAARMDRFESOL-LTQSKDJASA-N	443.1593542			MMDBc0021499
BASm0016765	Oxysporizoline	Oxysporizoline is a polycyclic quinazoline alkaloid, classified as a secondary metabolite. This compound is produced by the marine-mudflat-derived fungus Fusarium oxysporum, showcasing its unique chemical structure that consists of fused aromatic rings and a nitrogen-containing heterocycle. The presence of multiple functional groups in oxysporizoline contributes to its biological activity, particularly its antibacterial properties, which are of interest in the development of new antimicrobial agents. The biosynthetic pathways leading to oxysporizoline involve complex enzymatic reactions, including polyketide synthesis and subsequent modifications that generate its distinct polycyclic framework. Oxysporizoline's involvement in these pathways highlights the intricate relationship between fungal metabolism and the production of bioactive compounds, which may serve as a defense mechanism against microbial threats in its environment (PMID:26732255). Understanding the chemistry and biosynthetic routes of oxysporizoline may provide insights into its potential applications in medicine and agriculture, particularly in combating antibiotic-resistant pathogens.		Expected Solid	[H][C@@]1(NC2=CC=CC=C2C(O)=O)N2C3=CC=CC=C3[C@]3([H])NC4=CC=CC=C4[C@@]2([H])N3C2=CC=CC=C12	C28H22N4O2	InChI=1S/C28H22N4O2/c33-28(34)18-10-2-6-14-22(18)30-26-20-12-4-8-16-24(20)31-25-19-11-3-7-15-23(19)32(26)27(31)17-9-1-5-13-21(17)29-25/h1-16,25-27,29-30H,(H,33,34)/t25-,26?,27+/m1/s1	RTBWNVRYMUXIBS-HXMJJLHYSA-N	446.174276			MMDBc0021505
BASm0016766	Fradiamine B			Expected Solid	CC(=O)N(O)CCCCCN=C(O)C(O)(CC(O)=O)CC(O)=NCCCN(O)C(C)=O	C18H32N4O9	InChI=1S/C18H32N4O9/c1-13(23)21(30)9-5-3-4-7-20-17(28)18(29,12-16(26)27)11-15(25)19-8-6-10-22(31)14(2)24/h29-31H,3-12H2,1-2H3,(H,19,25)(H,20,28)(H,26,27)	LMCOVLVJSBQVNA-UHFFFAOYSA-N	448.2169286			MMDBc0021589
BASm0016767	Dipyrimicin B			Expected Solid	COC1=C(O)C(=NC(=C1)C(O)=N)C1=CC=CC=N1	C12H11N3O3	InChI=1S/C12H11N3O3/c1-18-9-6-8(12(13)17)15-10(11(9)16)7-4-2-3-5-14-7/h2-6,16H,1H3,(H2,13,17)	CTNBJOXYBJWTBJ-UHFFFAOYSA-N	245.0800412			MMDBc0021723
BASm0016768	Isoversicolorin C	Isoversicolorin C is a novel anthraquinone derivative, a class of compounds known for their diverse biological activities and structural complexity. Its chemical structure features a polycyclic aromatic system, which is characteristic of anthraquinones, contributing to its potential reactivity and interaction with biological macromolecules. The compound was isolated from the culture broth and mycelia extracts of the mangrove-derived endophytic fungus Aspergillus nidulans MA-143 under specific stress conditions, highlighting the role of environmental factors in the biosynthesis of secondary metabolites (PM...). Isoversicolorin C may participate in various metabolic pathways, particularly those involving the biosynthesis of other natural products or in response to stress, although specific pathways have yet to be fully elucidated. The presence of such metabolites in fungi often indicates their involvement in ecological interactions, such as symbiosis or competition, and they may also serve as precursors for further chemical modifications that enhance their biological activity or stability.		Expected Solid	[H][C@@]12OCC[C@]1([H])C1=C(O)C=C3C(=O)C4=C(C(O)=CC(O)=C4)C(=O)C3=C1O2	C18H12O7	InChI=1S/C18H12O7/c19-6-3-8-12(10(20)4-6)16(23)14-9(15(8)22)5-11(21)13-7-1-2-24-18(7)25-17(13)14/h3-5,7,18-21H,1-2H2/t7-,18+/m1/s1	LOJIMYUULYNTHG-MDTSDYNXSA-N	340.0583027			MMDBc0021750
BASm0016769	Isosecosterigmatocystin	Isosecosterigmatocystin is a xanthone analog, a chemical class characterized by a specific polycyclic aromatic structure. Its chemical structure features a fused ring system that is typical of xanthones, which are known for their diverse biological activities. Isosecosterigmatocystin was isolated from the culture broth and mycelia extracts of the mangrove-derived endophytic fungus Aspergillus nidulans MA-143 under 0.1% ethanol stress, alongside other metabolites such as isoversicolorin C and glulisine A (PM...). This compound may play a role in various biochemical pathways, particularly those related to fungal secondary metabolism, which often involves the production of bioactive compounds. The presence of iso secosterigmatocystin in the metabolic profile of Aspergillus nidulans suggests its potential involvement in stress response mechanisms, possibly aiding the fungus in adapting to its environment. Further studies could elucidate its specific functions and interactions within the biosynthetic pathways of this organism.		Expected Solid	[H][C@@](O)(CO)[C@]([H])(CO)C1=C2OC3=CC=CC(O)=C3C(=O)C2=C(OC)C=C1O	C18H18O8	InChI=1S/C18H18O8/c1-25-13-5-10(22)14(8(6-19)11(23)7-20)18-16(13)17(24)15-9(21)3-2-4-12(15)26-18/h2-5,8,11,19-23H,6-7H2,1H3/t8-,11+/m0/s1	WHNAJPFARNBVDZ-GZMMTYOYSA-N	362.1001675			MMDBc0021751
BASm0016770	Glulisine A	Glulisine A is a metabolite classified within the chemical class of amino acids. Its chemical structure features a unique configuration that allows it to interact with various biological pathways, particularly those involving insulin regulation. Notably, glulisine A has been identified as a binding molecule for JMJD1C, as evidenced by UHPLC-MS/MS and molecular docking studies that highlight its interactions with other compounds like baicalin and wogonoside (PMID:39541663). Additionally, glulisine A is part of a broader context in the study of insulin analogs, where it is compared with other short-acting insulin formulations such as insulin lispro and insulin aspart, as well as long-acting analogs like insulin glargine (PMID:39152556). This underscores its relevance in the field of metabolic processes and pharmacology, particularly in relation to insulin's role in glucose homeostasis and energy metabolism.		Expected Solid	CC(C)CC1=CNC(CCC(O)=N)C(O)=N1	C11H19N3O2	InChI=1S/C11H19N3O2/c1-7(2)5-8-6-13-9(11(16)14-8)3-4-10(12)15/h6-7,9,13H,3-5H2,1-2H3,(H2,12,15)(H,14,16)	VBSSYYRKWADWMM-UHFFFAOYSA-N	225.1477269			MMDBc0021752
BASm0016771	Paenialvin A	Paenialvin A is a peptide antibiotic belonging to the class of cyclic lipopeptides. Its chemical structure comprises a cyclic arrangement of amino acids, which contributes to its stability and antimicrobial properties. Paenialvin A is produced by the bacterium Paenibacillus alvei DSM 29, alongside three other related peptides, collectively referred to as paenialvins A-D (PMID:29760411). Mass spectrometry analysis has revealed that paenialvin A has a molecular mass of 1891 Da (PMID:29760411). The compound exhibits significant antimicrobial activity against a range of pathogenic bacteria, including methicillin-resistant Staphylococcus aureus, Staphylococcus aureus, Bacillus subtilis, Loktanella hongkongensis, Escherichia coli, and Pseudomonas aeruginosa (PMID:29760411). The biosynthetic pathways involved in the production of paenialvin A are likely to include non-ribosomal peptide synthesis, which is a common mechanism for the generation of peptide antibiotics. This pathway allows for the incorporation of non-standard amino acids and the formation of complex structures that enhance the antimicrobial efficacy of the compound.		Expected Solid	[H]C(C)(CC)[C@]([H])(N=C(O)C([H])(CC(C)C)N=C(O)C([H])(CC(C)C)N=C(O)[C@@]([H])(C)N=C(O)C([H])(CC(C)C)N=C(O)C([H])(O)CO)C(O)=N[C@]([H])(CCCNC(N)=N)C(O)=NC([H])(CC(C)C)C(O)=NC([H])(CC(C)C)C(O)=N[C@]([H])(C(C)C)C(O)=NC([H])(CCCCN)C(O)=NC([H])(CC(C)C)C(O)=N[C@]1([H])C(O)=NC([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=NC([H])(CCCCN)C(O)=NC([H])(CCCCN)C(=O)OC1([H])C	C90H166N22O21	InChI=1S/C90H166N22O21/c1-21-54(18)71(111-82(125)66(42-51(12)13)106-78(121)62(38-47(4)5)102-73(116)55(19)97-77(120)61(37-46(2)3)107-85(128)69(115)45-114)87(130)100-59(32-28-36-96-90(94)95)76(119)103-63(39-48(6)7)79(122)105-65(41-50(10)11)81(124)110-70(53(16)17)86(129)99-58(30-23-26-34-92)75(118)104-67(43-52(14)15)83(126)112-72-56(20)133-89(132)60(31-24-27-35-93)101-74(117)57(29-22-25-33-91)98-84(127)68(44-113)109-80(123)64(40-49(8)9)108-88(72)131/h46-72,113-115H,21-45,91-93H2,1-20H3,(H,97,120)(H,98,127)(H,99,129)(H,100,130)(H,101,117)(H,102,116)(H,103,119)(H,104,118)(H,105,122)(H,106,121)(H,107,128)(H,108,131)(H,109,123)(H,110,124)(H,111,125)(H,112,126)(H4,94,95,96)/t54?,55-,56?,57?,58?,59-,60?,61?,62?,63?,64?,65?,66?,67?,68-,69?,70-,71+,72+/m1/s1	AAYWFUPQOIAEBF-FIFUHQDSSA-N	1891.25979			MMDBc0021753
BASm0016772	Paenialvin B	Paenialvin B is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H]C(C)(CC)[C@]([H])(N=C(O)C([H])(CC(C)C)N=C(O)C([H])(CC(C)C)N=C(O)[C@@]([H])(C)N=C(O)C([H])(CC(C)C)N=C(O)C([H])(O)CO)C(O)=N[C@]([H])(CCCNC(N)=N)C(O)=NC([H])(CC(C)C)C(O)=NC([H])(CC(C)C)C(O)=N[C@]([H])(C(C)C)C(O)=NC([H])(CCCCN)C(O)=NC([H])(CC(C)C)C(O)=N[C@]1([H])C(O)=NC([H])(CC(C)C)C(O)=N[C@]([H])(C)C(O)=NC([H])(CCCCN)C(O)=NC([H])(CCCCN)C(=O)OC1([H])C	C90H166N22O20	InChI=1S/C90H166N22O20/c1-22-54(18)71(111-83(125)67(43-51(12)13)107-80(122)64(40-48(6)7)103-74(116)56(20)98-78(120)62(38-46(2)3)108-85(127)69(114)45-113)87(129)101-60(33-29-37-96-90(94)95)77(119)104-65(41-49(8)9)81(123)106-66(42-50(10)11)82(124)110-70(53(16)17)86(128)100-59(31-24-27-35-92)76(118)105-68(44-52(14)15)84(126)112-72-57(21)132-89(131)61(32-25-28-36-93)102-75(117)58(30-23-26-34-91)99-73(115)55(19)97-79(121)63(39-47(4)5)109-88(72)130/h46-72,113-114H,22-45,91-93H2,1-21H3,(H,97,121)(H,98,120)(H,99,115)(H,100,128)(H,101,129)(H,102,117)(H,103,116)(H,104,119)(H,105,118)(H,106,123)(H,107,122)(H,108,127)(H,109,130)(H,110,124)(H,111,125)(H,112,126)(H4,94,95,96)/t54?,55-,56-,57?,58?,59?,60-,61?,62?,63?,64?,65?,66?,67?,68?,69?,70-,71+,72+/m1/s1	NGHWISNXEIEDJE-GZEKDRQBSA-N	1875.264876			MMDBc0021754
BASm0016773	Paenialvin C	Paenialvin C is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H]C(O)(CO)C(O)=NC([H])(CC(C)C)C(O)=N[C@]([H])(C)C(O)=NC([H])(CC(C)C)C(O)=NC([H])(CC(C)C)C(O)=N[C@]([H])(C(C)C)C(O)=N[C@]([H])(CCCNC(N)=N)C(O)=NC([H])(CC(C)C)C(O)=NC([H])(CC(C)C)C(O)=N[C@]([H])(C(C)C)C(O)=NC([H])(CCCCN)C(O)=NC([H])(CC(C)C)C(O)=N[C@]1([H])C(O)=NC([H])(CC(C)C)C(O)=N[C@]([H])(CO)C(O)=NC([H])(CCCCN)C(O)=NC([H])(CCCCN)C(=O)OC1([H])C	C89H164N22O21	InChI=1S/C89H164N22O21/c1-45(2)36-60(106-84(127)68(114)44-113)76(119)96-54(19)72(115)101-61(37-46(3)4)77(120)104-64(40-49(9)10)80(123)110-70(53(17)18)86(129)99-58(31-27-35-95-89(93)94)75(118)102-62(38-47(5)6)78(121)105-65(41-50(11)12)81(124)109-69(52(15)16)85(128)98-57(29-22-25-33-91)74(117)103-66(42-51(13)14)82(125)111-71-55(20)132-88(131)59(30-23-26-34-92)100-73(116)56(28-21-24-32-90)97-83(126)67(43-112)108-79(122)63(39-48(7)8)107-87(71)130/h45-71,112-114H,21-44,90-92H2,1-20H3,(H,96,119)(H,97,126)(H,98,128)(H,99,129)(H,100,116)(H,101,115)(H,102,118)(H,103,117)(H,104,120)(H,105,121)(H,106,127)(H,107,130)(H,108,122)(H,109,124)(H,110,123)(H,111,125)(H4,93,94,95)/t54-,55?,56?,57?,58-,59?,60?,61?,62?,63?,64?,65?,66?,67-,68?,69-,70-,71+/m1/s1	KEBYERZOFUUDMO-ZDRLJBJWSA-N	1877.24414			MMDBc0021755
BASm0016774	Paenialvin D	Paenialvin D is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H]C(C)(O)[C@]([H])(N=C(O)C([H])(CC(C)C)N=C(O)[C@@]([H])(N=C(O)C([H])(CC(C)C)N=C(O)C([H])(CCCCN)N=C(O)[C@]([H])(N=C(O)C([H])(CC(C)C)N=C(O)C([H])(CC(C)C)N=C(O)[C@@]([H])(CCCNC(N)=N)N=C(O)[C@@]([H])(N=C(O)C([H])(CC(C)C)N=C(O)C([H])(CC(C)C)N=C(O)[C@@]([H])(C)N=C(O)C([H])(CC(C)C)N=C(O)C([H])(O)CO)C([H])(C)CC)C(C)C)C([H])(C)O)C(O)=NC([H])(CCCCN)C(O)=NC([H])(CCCCN)C(O)=O	C91H170N22O22	InChI=1S/C91H170N22O22/c1-22-54(18)71(111-82(126)66(42-50(10)11)107-79(123)63(39-47(4)5)103-74(118)55(19)98-78(122)62(38-46(2)3)108-85(129)69(117)45-114)87(131)100-60(33-29-37-97-91(95)96)77(121)104-64(40-48(6)7)80(124)106-65(41-49(8)9)81(125)110-70(53(16)17)86(130)99-59(31-24-27-35-93)76(120)105-67(43-51(12)13)83(127)113-73(57(21)116)89(133)109-68(44-52(14)15)84(128)112-72(56(20)115)88(132)101-58(30-23-26-34-92)75(119)102-61(90(134)135)32-25-28-36-94/h46-73,114-117H,22-45,92-94H2,1-21H3,(H,98,122)(H,99,130)(H,100,131)(H,101,132)(H,102,119)(H,103,118)(H,104,121)(H,105,120)(H,106,124)(H,107,123)(H,108,129)(H,109,133)(H,110,125)(H,111,126)(H,112,128)(H,113,127)(H,134,135)(H4,95,96,97)/t54?,55-,56?,57?,58?,59?,60-,61?,62?,63?,64?,65?,66?,67?,68?,69?,70-,71+,72+,73+/m1/s1	ADWNNLGWJIZCSE-BGVWCYQESA-N	1923.286005			MMDBc0021756
BASm0016775	Modiolide G			Expected Solid	[H]\C1=C([H])\[C@]([H])(O)\C([H])=C([H])\[C@]([H])(O)C[C@]([H])(C)OC1=O	C10H14O4	InChI=1S/C10H14O4/c1-7-6-9(12)3-2-8(11)4-5-10(13)14-7/h2-5,7-9,11-12H,6H2,1H3/b3-2+,5-4-/t7-,8+,9-/m0/s1	MKPZLFSGCUYQEY-DYBMOJKOSA-N	198.0892089			MMDBc0021770
BASm0016776	Asperitaconic acid A	Asperitaconic acid A is a fungal metabolite belonging to the class of carboxylic acids. There is limited literature available on this compound, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	[H][C@](CCCCCCO)(C(=C)C(O)=O)C(=O)OC	C12H20O5	InChI=1S/C12H20O5/c1-9(11(14)15)10(12(16)17-2)7-5-3-4-6-8-13/h10,13H,1,3-8H2,2H3,(H,14,15)/t10-/m0/s1	CPKOINXTFBNYMW-JTQLQIEISA-N	244.1310737			MMDBc0021773
BASm0016777	Asperitaconic acid B	Asperitaconic acid B is a fungal metabolite belonging to the class of carboxylic acids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@](CCCCCCOC(C)=O)(C(O)=O)C(=C)C(O)=O	C13H20O6	InChI=1S/C13H20O6/c1-9(12(15)16)11(13(17)18)7-5-3-4-6-8-19-10(2)14/h11H,1,3-8H2,2H3,(H,15,16)(H,17,18)/t11-/m0/s1	KGTVAJSWHXHSPP-NSHDSACASA-N	272.1259884			MMDBc0021774
BASm0016778	Asperitaconic acid C	Asperitaconic acid C is a member of the class of organic compounds known as dicarboxylic acids, specifically a derivative of hexylitaconic acid. Its chemical structure features a furan-2,5-dione moiety, which is characteristic of certain secondary metabolites produced by fungi. Asperitaconic acid C is involved in various biochemical pathways, particularly in the biosynthesis of secondary metabolites that contribute to the chemical diversity of marine-derived fungi. These metabolites often play roles in ecological interactions, such as competition and defense mechanisms against microbial pathogens. The identification of asperitaconic acid C alongside other compounds highlights its potential significance in the metabolic networks of these organisms, as evidenced by research focused on exploring the secondary metabolite profiles of marine fungi (PMID: [insert relevant PMID here]). The exploration of such metabolites can provide insights into their biosynthetic pathways and potential applications in pharmaceuticals and biotechnology.		Expected Solid	[H][C@@](CCCCC(C)=O)(C(O)=O)C(=C)C(O)=O	C11H16O5	InChI=1S/C11H16O5/c1-7(12)5-3-4-6-9(11(15)16)8(2)10(13)14/h9H,2-6H2,1H3,(H,13,14)(H,15,16)/t9-/m0/s1	IGSGZWAWTKVRCR-VIFPVBQESA-N	228.0997736			MMDBc0021775
BASm0016779	Higginsianin A	Higginsianin A is a natural product belonging to the class of secondary metabolites. Its chemical structure has been elucidated through advanced techniques, including X-ray diffractometric analysis, which confirmed its relative configuration, while electronic circular dichroism (ECD) experiments and calculations using a solid-state ECD/TDDFT method were employed to assign its absolute configuration (PMID:26697898). This compound is part of a broader exploration of natural products, as evidenced by its synthesis alongside subglutinols A/B and sesquicillin A, highlighting its modular and stereocontrolled synthesis, which is conducive to future medicinal chemistry investigations (PMID:29921130). Higginsianin A's structure contributes to its involvement in various biochemical pathways, although specific biological significance is not detailed here. The relative and absolute configurations of related compounds, such as higginsianin B, were determined through NMR analysis and ECD comparisons, further underscoring the intricate relationships within this chemical class (PMID:26697898).		Expected Solid	[H][C@]1(C[C@@]2(C)[C@]3([H])CCC(=C)[C@@]([H])(CC4=C(O)C(C)=C(C)OC4=O)[C@@]3(C)CC[C@@]2(C)O1)C=C(C)C	C28H40O4	InChI=1S/C28H40O4/c1-16(2)13-20-15-27(7)23-10-9-17(3)22(26(23,6)11-12-28(27,8)32-20)14-21-24(29)18(4)19(5)31-25(21)30/h13,20,22-23,29H,3,9-12,14-15H2,1-2,4-8H3/t20-,22-,23-,26-,27+,28-/m1/s1	JCMQWUXCWUAYCA-VNLNXZIKSA-N	440.2926598			MMDBc0021787
BASm0016780	Higginsianin B	Higginsianin B is a fungal metabolite belonging to the class of secondary metabolites. Its chemical structure has been characterized through NMR analysis and comparison with related compounds, revealing unique features that distinguish it from higginsianin A and other higginsianins (PMID:26697898). In biological contexts, higginsianin B is involved in the modulation of plant defense mechanisms, specifically by inhibiting jasmonate-mediated responses. It has been shown to suppress the expression of the defense reporter VSP1p:GUS in response to methyl jasmonate, indicating its potential role in blocking the synthesis or signaling of bioactive jasmonoyl isoleucine (JA-Ile) in plants (PMID:32006004). Further investigations using the JA-Ile sensor Jas9-VENUS demonstrated that higginsianin B selectively inhibits JA-Ile signaling by preventing the degradation of JAZ proteins, which are key repressors of jasmonate responses (PMID:32006004). Additionally, higginsianin B affects auxin signaling pathways, as evidenced by its ability to reduce auxin-dependent expression of DR5p:GUS (PMID:32006004). Overall, higginsianin B plays a significant role in the intricate network of plant hormone signaling, particularly in the context of stress responses.		Expected Solid	[H][C@@]1(O)CC[C@]2(C)[C@]([H])(CC3=C(O)C(C)=C(C)OC3=O)C(=C)CC[C@@]2([H])[C@]1(C)CCC=C(C)C	C27H40O4	InChI=1S/C27H40O4/c1-16(2)9-8-13-27(7)22-11-10-17(3)21(26(22,6)14-12-23(27)28)15-20-24(29)18(4)19(5)31-25(20)30/h9,21-23,28-29H,3,8,10-15H2,1-2,4-7H3/t21-,22-,23-,26-,27+/m1/s1	DZEAYBRRTVFUAI-GYPJDVINSA-N	428.2926598			MMDBc0021788
BASm0016781	Isoasteltoxin			Expected Solid	[H]\C(=C(/[H])\C(\[H])=C(/[H])[C@@]1([H])O[C@@]2([H])O[C@]([H])(CC)[C@](C)(O)[C@@]2(C)[C@@]1([H])O)\C(\[H])=C(\[H])C1=C(C)C(OC)=CC(=O)O1	C23H30O7	InChI=1S/C23H30O7/c1-6-18-23(4,26)22(3)20(25)16(29-21(22)30-18)12-10-8-7-9-11-15-14(2)17(27-5)13-19(24)28-15/h7-13,16,18,20-21,25-26H,6H2,1-5H3/b8-7-,11-9-,12-10+/t16-,18-,20+,21+,22+,23+/m1/s1	GPXPJKFETRLRAS-USSSIYHESA-N	418.1991533			MMDBc0021815
BASm0016782	(3S,4R)-4-methoxyhaemoventosin			Expected Solid	[H][C@@]1(C)OC(=O)C2=C(C(O)=C3C(=O)C(OC)=CC(=O)C3=C2O)[C@@]1([H])OC	C16H14O8	InChI=1S/C16H14O8/c1-5-15(23-3)10-11(16(21)24-5)13(19)8-6(17)4-7(22-2)12(18)9(8)14(10)20/h4-5,15,19-20H,1-3H3/t5-,15-/m0/s1	WPHIVUBMBWBSCK-SPHRHWQCSA-N	334.0688674			MMDBc0021857
BASm0016783	(3S,4S)-4-methoxyhaemoventosin			Expected Solid	[H][C@@]1(C)OC(=O)C2=C(C(O)=C3C(=O)C(OC)=CC(=O)C3=C2O)[C@]1([H])OC	C16H14O8	InChI=1S/C16H14O8/c1-5-15(23-3)10-11(16(21)24-5)13(19)8-6(17)4-7(22-2)12(18)9(8)14(10)20/h4-5,15,19-20H,1-3H3/t5-,15+/m0/s1	WPHIVUBMBWBSCK-AANKLQPISA-N	334.0688674			MMDBc0021858
BASm0016784	4-hydroxyhaemoventosin			Expected Solid	[H][C@@]1(C)OC(=O)C2=C(C(O)=C3C(=O)C(OC)=CC(=O)C3=C2O)C1([H])O	C15H12O8	InChI=1S/C15H12O8/c1-4-11(17)9-10(15(21)23-4)13(19)7-5(16)3-6(22-2)12(18)8(7)14(9)20/h3-4,11,17,19-20H,1-2H3/t4-,11?/m0/s1	GCBHOICQSSPFDL-DPVSGNNYSA-N	320.0532173			MMDBc0021859
BASm0016785	Wewakazole B	Wewakazole B is a novel cyclodecapeptide belonging to the chemical class of cyanobactins. Its structure features a cyclic arrangement of amino acids, specifically comprising a dodecapeptide with a unique oxazole motif. The total synthesis of wewakazole B has been achieved through a divergent strategy involving a common tris-proline containing oxazole octapeptide and two distinct bis-oxazole containing tetrapeptide units, followed by peptide coupling and macrocyclization (PMID:28617610). This compound exhibits highly potent cytotoxic activity, which has been confirmed through its isolation from the cyanobacterium Moorea producens, collected in the Red Sea (PMID:26980238). The synthesis process not only confirmed its structure but also facilitated its characterization on a gram scale (PMID:27714329). Wewakazole B is involved in various biological pathways, particularly those related to cytotoxicity, making it a compound of interest in the study of potential therapeutic agents. Its unique chemical structure and biological activity underscore its significance in the field of natural product chemistry and pharmacology.		Expected Solid	[H][C@](C)(CC)[C@]1([H])N=C(O)[C@]2([H])CCCN2C(=O)[C@]([H])(CC2=CC=CC=C2)N=C(O)C2=C(C)OC(=N2)[C@]([H])(C)N=C(O)C2=C(C)OC(=N2)[C@]([H])(CC2=CC=CC=C2)N=C(O)CN=C(O)[C@]2([H])CCCN2C(=O)[C@]2([H])CCCN2C(=O)[C@]([H])(C)N=C(O)C2=COC1=N2	C58H70N12O12	InChI=1S/C58H70N12O12/c1-7-31(2)45-55-64-40(30-80-55)48(72)61-33(4)56(77)70-26-16-23-43(70)58(79)69-25-14-21-41(69)49(73)59-29-44(71)62-38(27-36-17-10-8-11-18-36)54-67-46(35(6)82-54)51(75)60-32(3)53-66-47(34(5)81-53)52(76)63-39(28-37-19-12-9-13-20-37)57(78)68-24-15-22-42(68)50(74)65-45/h8-13,17-20,30-33,38-39,41-43,45H,7,14-16,21-29H2,1-6H3,(H,59,73)(H,60,75)(H,61,72)(H,62,71)(H,63,76)(H,65,74)/t31-,32-,33-,38-,39-,41-,42-,43-,45-/m0/s1	QDAUOBXWEKQKBF-DOWNRXLQSA-N	1126.523616			MMDBc0021878
BASm0016786	Purpurogenolide E			Expected Solid	[H][C@]12OC(=O)[C@]3(C)CC4=C(CO)C5=C(CC(=O)[C@]4(C)[C@]([H])(C(=O)[C@@]([H])(C)O1)[C@]23[H])C(C)(C)OC(=O)C5	C24H28O8	InChI=1S/C24H28O8/c1-10-19(28)17-18-20(30-10)31-21(29)23(18,4)8-14-12(9-25)11-6-16(27)32-22(2,3)13(11)7-15(26)24(14,17)5/h10,17-18,20,25H,6-9H2,1-5H3/t10-,17+,18-,20-,23-,24-/m1/s1	JIEVZPUBUDASNE-YTHIZTJUSA-N	444.1784179			MMDBc0021920
BASm0016787	Eupenicinicol D	Eupenicinicol D is a member of the class of compounds known as phenolic metabolites. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H]C(NC([H])=C([H])C(=O)[C@@]1(C)[C@]([H])(C=C[C@@]2([H])[C@]([H])(O)[C@]([H])(O)C[C@@]([H])(C)[C@]12[H])[C@]([H])(C)CC)=C([H])C(=O)[C@@]1(C)[C@]([H])(C=C[C@@]2([H])[C@]([H])(O)[C@]([H])(O)C[C@@]([H])(C)[C@]12[H])[C@]([H])(C)CC	C38H59NO6	InChI=1S/C38H59NO6/c1-9-21(3)27-13-11-25-33(23(5)19-29(40)35(25)44)37(27,7)31(42)15-17-39-18-16-32(43)38(8)28(22(4)10-2)14-12-26-34(38)24(6)20-30(41)36(26)45/h11-18,21-30,33-36,39-41,44-45H,9-10,19-20H2,1-8H3/b17-15-,18-16-/t21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,33+,34+,35+,36+,37-,38-/m1/s1	PDJRBVYBPPZSKF-PWQNNWMXSA-N	625.4342386			MMDBc0022192
BASm0016788	Eupenicinicol C	Eupenicinicol C is a member of the chemical class of metabolites. There is limited literature available on this compound, and further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(NC(O)=N)=C(/[H])C(=O)[C@@]1(C)[C@]([H])(C=C[C@@]2([H])[C@]([H])(O)[C@]([H])(O)C[C@@]([H])(C)[C@]12[H])[C@]([H])(C)CC	C20H32N2O4	InChI=1S/C20H32N2O4/c1-5-11(2)14-7-6-13-17(12(3)10-15(23)18(13)25)20(14,4)16(24)8-9-22-19(21)26/h6-9,11-15,17-18,23,25H,5,10H2,1-4H3,(H3,21,22,26)/b9-8-/t11-,12-,13-,14-,15-,17+,18+,20-/m1/s1	UEHWIVHNYSCUMK-KMMCLRTESA-N	364.2362075			MMDBc0022193
BASm0016789	Biseokeaniamide A			Expected Solid	[H][C@@](CC(C)C)(N=C(O)[C@]([H])(CC1=CC=CC=C1)N(C)C(=O)[C@]1([H])CCCN1C(=O)[C@]([H])(C(C)C)N(C)C(=O)CCC)C(=O)N(C)[C@@]([H])(C(C)C)C(=O)N(C)CC1=NC=CS1	C42H65N7O6S	InChI=1S/C42H65N7O6S/c1-12-17-35(50)47(10)37(29(6)7)42(55)49-22-16-20-32(49)40(53)46(9)33(25-30-18-14-13-15-19-30)38(51)44-31(24-27(2)3)39(52)48(11)36(28(4)5)41(54)45(8)26-34-43-21-23-56-34/h13-15,18-19,21,23,27-29,31-33,36-37H,12,16-17,20,22,24-26H2,1-11H3,(H,44,51)/t31-,32-,33-,36-,37-/m0/s1	XNASEKUWNLNRSN-LMUGUXCZSA-N	795.471704			MMDBc0022234
BASm0016790	6-dehydroxy-6β-bromogabosine C	6-dehydroxy-6β-bromogabosine C is a brominated alkaloid. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological activities.		Expected Solid	[H][C@@]1(O)C=C(CO)C(=O)[C@]([H])(Br)[C@]1([H])O	C7H9BrO4	InChI=1S/C7H9BrO4/c8-5-6(11)3(2-9)1-4(10)7(5)12/h1,4-5,7,9-10,12H,2H2/t4-,5+,7-/m1/s1	LEAJUGIPDBPIEB-JCGDXUMPSA-N	235.968422			MMDBc0022266
BASm0016791	Cryptomaldamide	Cryptomaldamide is a hybrid tripeptide belonging to the class of natural products. Its chemical structure is derived from a complex biosynthetic pathway that involves a 28.7 kb gene cluster identified in the marine cyanobacterium Moorea producens. This compound was successfully expressed in model strains, with high-titer production achieved in Anabaena, while other strains like Synechococcus elongatus did not yield cryptomaldamide (PMID:33180461). The isolation and characterization of cryptomaldamide were accomplished using mass spectrometry (MS) and two-dimensional nuclear magnetic resonance (2D NMR), revealing its unique constituents and confirming its structure through various spectroscopic and chromatographic methods (PMID:28448144). Additionally, the use of MALDI-MS with heavy-isotope-labeled precursors has proven effective in analyzing the natural product metabolome, further elucidating the pathways involved in cryptomaldamide biosynthesis (PMID:28885833). Bioinformatic analysis of the draft genome sequence has provided insights into the genetic basis for its production, highlighting the intricate biochemical processes that contribute to the formation of this intriguing metabolite (PMID:28448144).		Expected Solid	[H]\C(=C(\C)C(O)=O)[C@]([H])(C(C)C)N(C)C(=O)[C@@]([H])(N=C(O)[C@]([H])(CO)NC(N)=N)C(C)C	C18H33N5O5	InChI=1S/C18H33N5O5/c1-9(2)13(7-11(5)17(27)28)23(6)16(26)14(10(3)4)22-15(25)12(8-24)21-18(19)20/h7,9-10,12-14,24H,8H2,1-6H3,(H,22,25)(H,27,28)(H4,19,20,21)/b11-7+/t12-,13+,14-/m0/s1	FUCBQNSQRCPSGC-BOUYHWOHSA-N	399.2481692			MMDBc0022274
BASm0016792	Dudawalamide A	Dudawalamide A is a cyclic peptide, a class of compounds characterized by their ring structure formed by amino acids linked through peptide bonds. The chemical structure of Dudawalamide A features a unique arrangement of amino acids that contributes to its stability and potential bioactivity. This compound is involved in various biochemical pathways, particularly those related to peptide synthesis and modulation of cellular processes. The study of Dudawalamide A, along with other cyclic peptides like seglitide and tyrothricin, has been enhanced through advancements in rapid annotation techniques, which allow for the efficient identification and characterization of these complex molecules. Such methodologies have provided first-pass structural evidence for Dudawalamide A, aiding in the understanding of its chemical properties and potential interactions within biological systems (PMID:19413302). As research progresses, the exploration of Dudawalamide A's role in specific cellular pathways may reveal further insights into its function and applications in pharmacology.		Expected Solid	[H][C@](C)(CC)[C@]1([H])N(C)C(=O)[C@]([H])(C)N=C(O)[C@]([H])(C)OC(=O)C(C)(C)[C@@]([H])(CCCC#C)OC(=O)CN=C(O)[C@@]([H])(CC2=CC=CC=C2)N(C)C(=O)[C@]2([H])CCCN2C1=O	C40H57N5O9	InChI=1S/C40H57N5O9/c1-10-12-14-21-31-40(6,7)39(52)53-27(5)34(47)42-26(4)36(49)44(9)33(25(3)11-2)38(51)45-22-17-20-29(45)37(50)43(8)30(23-28-18-15-13-16-19-28)35(48)41-24-32(46)54-31/h1,13,15-16,18-19,25-27,29-31,33H,11-12,14,17,20-24H2,2-9H3,(H,41,48)(H,42,47)/t25-,26-,27-,29-,30+,31+,33-/m0/s1	HWUUCABYFFQZHH-WPTLFRNDSA-N	751.4156284			MMDBc0022337
BASm0016793	Dudawalamide B	Dudawalamide B is a cyclic peptide belonging to the class of natural products. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(CC1=CC=CC=C1)N(C)C(=O)[C@@]([H])(N=C(O)C(C)(C)[C@]([H])(CCCC#C)OC(=O)[C@]([H])(C)N=C(O)[C@]([H])(CC1=CC=C(OC)C=C1)N(C)C2=O)C(C)C	C44H59N5O8	InChI=1S/C44H59N5O8/c1-10-11-13-20-36-44(5,6)43(55)46-37(28(2)3)41(53)48(8)35(27-30-17-14-12-15-18-30)40(52)49-25-16-19-33(49)39(51)47(7)34(38(50)45-29(4)42(54)57-36)26-31-21-23-32(56-9)24-22-31/h1,12,14-15,17-18,21-24,28-29,33-37H,11,13,16,19-20,25-27H2,2-9H3,(H,45,50)(H,46,55)/t29-,33-,34-,35-,36-,37-/m0/s1	HJYCXTGQLGFPMU-CKCVZSQNSA-N	785.4363639			MMDBc0022338
BASm0016794	Dudawalamide C	Dudawalamide C is a cyclic peptide belonging to the class of natural products. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]C12CCCN1C(=O)[C@@]([H])(OC(=O)C([H])(C(C)C)N(C)C(=O)[C@@]([H])(N=C(O)C(C)(C)[C@]([H])(CCCC#C)OC(=O)CN=C(O)C([H])(CC1=CC=CC=C1)N(C)C2=O)C(C)C)C(C)C	C43H63N5O9	InChI=1S/C43H63N5O9/c1-12-13-15-22-32-43(8,9)42(55)45-34(26(2)3)39(52)47(11)35(27(4)5)41(54)57-36(28(6)7)40(53)48-23-18-21-30(48)38(51)46(10)31(24-29-19-16-14-17-20-29)37(50)44-25-33(49)56-32/h1,14,16-17,19-20,26-28,30-32,34-36H,13,15,18,21-25H2,2-11H3,(H,44,50)(H,45,55)/t30?,31?,32-,34-,35?,36-/m0/s1	TVTZPUKLHDXORU-FDPUWSJRSA-N	793.4625786			MMDBc0022339
BASm0016795	Dudawalamide D	Dudawalamide D is a metabolite belonging to the class of amides. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@](C)(CC)[C@@]1([H])OC(=O)[C@]([H])(C(C)C)N(C)C(=O)[C@@]([H])(N=C(O)C(C)(C)[C@]([H])(CCCC#C)OC(=O)CN=C(O)[C@]([H])(CC2=CC=CC=C2)N(C)C(=O)[C@]2([H])CCCN2C1=O)C(C)C	C44H65N5O9	InChI=1S/C44H65N5O9/c1-12-14-16-23-33-44(8,9)43(56)46-35(27(3)4)40(53)48(11)36(28(5)6)42(55)58-37(29(7)13-2)41(54)49-24-19-22-31(49)39(52)47(10)32(25-30-20-17-15-18-21-30)38(51)45-26-34(50)57-33/h1,15,17-18,20-21,27-29,31-33,35-37H,13-14,16,19,22-26H2,2-11H3,(H,45,51)(H,46,56)/t29-,31-,32-,33-,35-,36-,37+/m0/s1	YHMPIYZQVBVDCW-UKQDKWHSSA-N	807.4782287			MMDBc0022340
BASm0016796	Trichoderpyrone	Trichoderpyrone is a unique polyketide hybrid with a cyclopentenone-pyrone skeleton, isolated from the plant endophytic fungus Trichoderma gamsii (PMID:28571311). Its chemical structure features a distinctive combination of a cyclopentenone and a pyrone, which contributes to its unique properties. Trichoderpyrone is synthesized through polyketide biosynthetic pathways, involving the assembly of acetyl-CoA and malonyl-CoA building blocks, followed by cyclization and modification steps typical of polyketide formation. In terms of biological activity, trichoderpyrone has been shown to exhibit weak cytotoxic effects against various cancer cell lines, including A549, HepG2, and HeLa (PMID:28571311). This suggests potential involvement in pathways related to cellular stress responses or apoptosis, although its precise mechanisms of action remain to be fully elucidated. The exploration of trichoderpyrone's chemical properties and biological interactions continues to be of interest in the field of natural product chemistry and pharmacology, highlighting the importance of fungal metabolites in the search for new therapeutic agents.		Expected Solid	[H][C@@](C)(C1=C(N)C[C@@](O)(C=C)C1=O)C1=C(O)C=C(C)OC1=O	C15H17NO5	InChI=1S/C15H17NO5/c1-4-15(20)6-9(16)11(13(15)18)8(3)12-10(17)5-7(2)21-14(12)19/h4-5,8,17,20H,1,6,16H2,2-3H3/t8-,15+/m1/s1	IPFZSYWRCDUVTF-GLEZIHRCSA-N	291.1106727			MMDBc0022345
BASm0016797	Nicrophorusamide A	Nicrophorusamide A is a member of the class of natural products known as amides. Its chemical structure features a unique arrangement of functional groups that contribute to its bioactivity, specifically its antibacterial properties against several Gram-positive bacteria (PMID:29112406). The compound has been synthesized through various methods, including the asymmetric synthesis of Fmoc-threo-HOAsn, which plays a crucial role in its total synthesis (PMID:40126535). Additionally, the application of the Passerini reaction product Fmoc-protected HOAsn has facilitated the development of Fmoc-solid phase peptide synthesis (Fmoc-SPPS) towards nicrophorusamide A and its analogues, enabling systematic structure-activity relationship (SAR) studies (PMID:40126535). The total synthesis of nicrophorusamide A has also led to a structural disproof of the proposed Noursamycin A, highlighting the importance of accurate structural elucidation in the field of natural product chemistry (PMID:37959861). Overall, nicrophorusamide A exemplifies the intricate interplay between synthetic chemistry and biological activity, paving the way for further exploration of its potential applications.		Expected Solid	[H][C@@](C)(CC)[C@]1([H])N=C(O)[C@@]([H])(CC(C)C)N=C(O)[C@]([H])(N=C(O)[C@]([H])(CC2=CNC3=C2C=C(Cl)C=C3)N=C(O)[C@]([H])(N=C(O)[C@]([H])(CCCN)N=C1O)[C@@]([H])(O)C(O)=N)C(C)C	C37H56ClN9O8	InChI=1S/C37H56ClN9O8/c1-7-19(6)28-36(54)42-24(9-8-12-39)32(50)47-29(30(48)31(40)49)37(55)44-26(14-20-16-41-23-11-10-21(38)15-22(20)23)34(52)45-27(18(4)5)35(53)43-25(13-17(2)3)33(51)46-28/h10-11,15-19,24-30,41,48H,7-9,12-14,39H2,1-6H3,(H2,40,49)(H,42,54)(H,43,53)(H,44,55)(H,45,52)(H,46,51)(H,47,50)/t19-,24+,25-,26+,27-,28+,29-,30-/m1/s1	CUXAULQHGRSWLF-BSCGVUNJSA-N	789.3940375			MMDBc0022468
BASm0016798	Nicrophorusamide B	Nicrophorusamide B is a secondary metabolite belonging to the class of amides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@](C)(CC)[C@]1([H])N=C(O)[C@@]([H])(CC(C)C)N=C(O)[C@]([H])(N=C(O)[C@]([H])(CC2=CNC3=C2C=C(Cl)C=C3)N=C(O)[C@@]([H])(CC(O)=N)N=C(O)[C@]([H])(CCCN)N=C1O)C(C)C	C37H56ClN9O7	InChI=1S/C37H56ClN9O7/c1-7-20(6)31-37(54)42-25(9-8-12-39)32(49)44-28(16-29(40)48)33(50)43-27(14-21-17-41-24-11-10-22(38)15-23(21)24)35(52)46-30(19(4)5)36(53)45-26(13-18(2)3)34(51)47-31/h10-11,15,17-20,25-28,30-31,41H,7-9,12-14,16,39H2,1-6H3,(H2,40,48)(H,42,54)(H,43,50)(H,44,49)(H,45,53)(H,46,52)(H,47,51)/t20-,25+,26-,27+,28-,30-,31+/m1/s1	PEMAVRCFFHULRD-LPSNZJNWSA-N	773.3991229			MMDBc0022469
BASm0016799	Penicilindole A	Penicilindole A is a member of the indole alkaloid chemical class. Its chemical structure features a complex arrangement that includes an indole moiety, which is characteristic of many biologically active compounds. This metabolite has garnered attention due to its notable cytotoxic and antibacterial properties. In vitro studies have demonstrated that penicilindole A exhibits cytotoxic activity against human A549 and HepG2 cell lines, with IC50 values of 5.5 and 1.5 μM, respectively, indicating its potential as a therapeutic agent in cancer treatment (PMID:29489361). Furthermore, the pathways involved in its biological activity may include the modulation of cell cycle progression and induction of apoptosis, although detailed mechanisms remain to be fully elucidated. The presence of the indole structure often correlates with interactions in various signaling pathways, which may contribute to its observed effects. Overall, penicilindole A represents a significant compound in the realm of natural products, highlighting the intricate relationship between chemical structure and biological function.		Expected Solid	[H][C@@]1(C)CC[C@]([H])(O)[C@@]2(CCC=C(C)C)[C@]([H])(CC3=CNC4=CC=CC=C34)[C@](C)(O)CC[C@@]12C	C28H41NO2	InChI=1S/C28H41NO2/c1-19(2)9-8-14-28-24(17-21-18-29-23-11-7-6-10-22(21)23)27(5,31)16-15-26(28,4)20(3)12-13-25(28)30/h6-7,9-11,18,20,24-25,29-31H,8,12-17H2,1-5H3/t20-,24-,25+,26+,27-,28-/m1/s1	GFSPEIJDKJGERO-FSTPOKOHSA-N	423.3137296			MMDBc0022571
BASm0016800	Penicilindole B	Penicilindole B is a secondary metabolite belonging to the class of indole alkaloids. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(C)CCC(=O)[C@@]2(CCC=C(C)C)[C@]([H])(CC3=CNC4=CC=CC=C34)[C@](C)(O)CC[C@@]12C	C28H39NO2	InChI=1S/C28H39NO2/c1-19(2)9-8-14-28-24(17-21-18-29-23-11-7-6-10-22(21)23)27(5,31)16-15-26(28,4)20(3)12-13-25(28)30/h6-7,9-11,18,20,24,29,31H,8,12-17H2,1-5H3/t20-,24-,26+,27-,28-/m1/s1	KPIWQVIPQWGFNG-VFRRUXMTSA-N	421.2980795			MMDBc0022572
BASm0016801	Penicilindole C	Penicilindole C is a penicillin derivative belonging to the class of beta-lactam antibiotics. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(C[C@@]23[C@]([H])(CC[C@@]([H])(C)[C@]2(C)CC[C@@](C)(O)[C@@]3([H])CC2=CNC3=CC=CC=C23)O1)C=C(C)C	C28H39NO2	InChI=1S/C28H39NO2/c1-18(2)14-21-16-28-24(15-20-17-29-23-9-7-6-8-22(20)23)27(5,30)13-12-26(28,4)19(3)10-11-25(28)31-21/h6-9,14,17,19,21,24-25,29-30H,10-13,15-16H2,1-5H3/t19-,21-,24-,25+,26+,27-,28-/m1/s1	XHGDWOIUBXSXIP-JTACFZARSA-N	421.2980795			MMDBc0022573
BASm0016802	24-epi-6β,16β-diacetoxy-25-hydroxy-3,7-dioxo-29-nordammara-1,17(20)-diene-21,24-lactone	24-epi-6β,16β-diacetoxy-25-hydroxy-3,7-dioxo-29-nordammara-1,17(20)-diene-21,24-lactone is a secondary metabolite belonging to the class of lactones. There is limited literature available on this metabolite, indicating a gap in research and understanding of its biological significance and potential applications.		Expected Solid	[H][C@@]1(C[C@@]2(C)[C@@]([H])(CC[C@@]3([H])[C@@]4(C)CCC(=O)[C@@]([H])(C)[C@]4([H])[C@]([H])(OC(C)=O)C(=O)[C@]23C)C1=C1CC[C@]([H])(OC1=O)C(C)(C)O)OC(C)=O	C33H46O9	InChI=1S/C33H46O9/c1-16-21(36)13-14-31(6)23-11-10-20-25(19-9-12-24(30(4,5)39)42-29(19)38)22(40-17(2)34)15-32(20,7)33(23,8)28(37)27(26(16)31)41-18(3)35/h16,20,22-24,26-27,39H,9-15H2,1-8H3/t16-,20+,22+,23+,24+,26-,27+,31-,32+,33-/m1/s1	WTHKHCCTZZPZPB-JIGOLBMKSA-N	586.3141831			MMDBc0022721
BASm0016803	Asperterpene M	Asperterpene M is a terpenoid compound. There is limited literature available on this metabolite, and specific studies detailing its properties and biological activities are scarce.		Expected Solid	[H][C@@]1(C)OC(=O)[C@]2(C)C(=C)C[C@@]3([H])[C@]4(C)CCC(=O)C(C)(C)[C@@]4([H])C(=O)C[C@]3(C)[C@]2(C(=O)OC)C1=O	C26H34O7	InChI=1S/C26H34O7/c1-13-11-16-23(5)10-9-17(28)22(3,4)18(23)15(27)12-24(16,6)26(21(31)32-8)19(29)14(2)33-20(30)25(13,26)7/h14,16,18H,1,9-12H2,2-8H3/t14-,16-,18+,23-,24-,25-,26+/m0/s1	LQQAQOUQLWJDIL-ZHZKRVOISA-N	458.2304534			MMDBc0022731
BASm0016804	Asperterpene D	Asperterpene D is a terpenoid compound. There is limited literature available on this metabolite, indicating a gap in research regarding its biological properties and potential applications.		Expected Solid	[H][C@@]12O[C@@]11[C@]3(C)CCC(=O)C(C)(C)C3=C(O)C(=O)[C@]1(C)[C@@]1([H])C(=O)O[C@](C)(C(=O)OC)C(=O)[C@]1(C)C2=C	C26H30O9	InChI=1S/C26H30O9/c1-11-17-26(34-17)22(4)10-9-12(27)21(2,3)14(22)13(28)16(29)24(26,6)15-18(30)35-25(7,20(32)33-8)19(31)23(11,15)5/h15,17,28H,1,9-10H2,2-8H3/t15-,17-,22+,23+,24-,25-,26+/m0/s1	TUFJOFANNIXESE-QPEYRODOSA-N	486.1889825			MMDBc0022732
BASm0016805	Asperterpene E	Asperterpene E is a terpenoid compound. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(O)C(=O)[C@@]2([H])C(C)(C)C(=O)CC[C@@]2(C)[C@]2([H])CC(=C)[C@@]3(C)C(=O)[C@](C)(OC(=O)[C@]3([H])[C@@]12C)C(=O)OC	C26H34O8	InChI=1S/C26H34O8/c1-12-11-13-23(4)10-9-14(27)22(2,3)16(23)15(28)18(29)25(13,6)17-19(30)34-26(7,21(32)33-8)20(31)24(12,17)5/h13,16-18,29H,1,9-11H2,2-8H3/t13-,16-,17-,18+,23-,24+,25-,26-/m0/s1	VOCWMGRIYMFSCC-FQDVDLAHSA-N	474.2253681			MMDBc0022733
BASm0016806	Asperterpene F	Asperterpene F is a terpene, a class of organic compounds characterized by their diverse structures and biological activities. There is limited literature available on Asperterpene F, indicating a need for further research to understand its properties and potential applications.		Expected Solid	[H][C@@]1(C)OC(=O)[C@@]2([H])[C@@](C)(C(=C)C[C@@]3([H])[C@]4(C)CCC(=O)C(C)(C)[C@]4([H])C(=O)[C@@]([H])(O)[C@]23C)C1=O	C24H32O6	InChI=1S/C24H32O6/c1-11-10-13-22(5)9-8-14(25)21(3,4)16(22)15(26)19(28)24(13,7)17-20(29)30-12(2)18(27)23(11,17)6/h12-13,16-17,19,28H,1,8-10H2,2-7H3/t12-,13-,16-,17-,19+,22-,23+,24-/m0/s1	OJCUHOMXXINHDN-ZKRXJUSPSA-N	416.2198888			MMDBc0022734
BASm0016807	Asperterpene G	Asperterpene G is a terpenoid compound. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(O)C(=O)[C@]2([H])C(C)(C)C(=O)CC[C@@]2(C)[C@]2([H])CC(=C)[C@@]3(C)C(=O)[C@](C)(OC(=O)[C@@]3([H])[C@@]12C)C(=O)OC	C26H34O8	InChI=1S/C26H34O8/c1-12-11-13-23(4)10-9-14(27)22(2,3)16(23)15(28)18(29)25(13,6)17-19(30)34-26(7,21(32)33-8)20(31)24(12,17)5/h13,16-18,29H,1,9-11H2,2-8H3/t13-,16+,17+,18+,23-,24+,25-,26-/m0/s1	VOCWMGRIYMFSCC-IVJJYCIESA-N	474.2253681			MMDBc0022735
BASm0016808	Asperterpene H	Asperterpene H is a terpenoid compound. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(O)C(=O)[C@]2([H])C(C)(C)C(=O)CC[C@@]2(C)[C@]2([H])CC(=C)[C@@]3(C)C(=O)[C@](C)(OC(=O)[C@]3([H])[C@@]12C)C(=O)OCC	C27H36O8	InChI=1S/C27H36O8/c1-9-34-22(33)27(8)21(32)25(6)13(2)12-14-24(5)11-10-15(28)23(3,4)17(24)16(29)19(30)26(14,7)18(25)20(31)35-27/h14,17-19,30H,2,9-12H2,1,3-8H3/t14-,17+,18-,19+,24-,25+,26-,27-/m0/s1	OTOPJMIRVXJOPK-DIEBFMLZSA-N	488.2410181			MMDBc0022736
BASm0016809	Asperterpene I	Asperterpene I is a terpenoid compound. There is limited literature available on this metabolite, and research regarding its biological properties and functions remains sparse.		Expected Solid	[H][C@@]1(O)CC[C@@]2(C)[C@]3([H])CC(=C)[C@@](C)(C(=O)[C@](C)(O)C(=O)OC)[C@]([H])(C(=O)OC)[C@@]3(C)[C@]([H])(O)C(=O)[C@]2([H])C1(C)C	C27H40O9	InChI=1S/C27H40O9/c1-13-12-14-24(4)11-10-15(28)23(2,3)17(24)16(29)19(30)26(14,6)18(20(31)35-8)25(13,5)21(32)27(7,34)22(33)36-9/h14-15,17-19,28,30,34H,1,10-12H2,2-9H3/t14-,15+,17+,18-,19+,24-,25+,26-,27-/m0/s1	IIUYCUAFSQXIAZ-XNCNABBASA-N	508.2672329			MMDBc0022737
BASm0016810	Asperterpene J	Asperterpene J is a meroterpenoid, a chemical class that combines terpenoid and non-terpenoid components, specifically derived from fungal metabolites. Its chemical structure features a unique arrangement that contributes to its classification within this diverse group of compounds. Asperterpene J was isolated from the soil-derived fungus Aspergillus versicolor QC812, alongside other metabolites such as aspersteroline A and asperterpene O (PMID:40398505). In terms of biological pathways, meroterpenoids like asperterpene J are often implicated in various biosynthetic processes, potentially influencing secondary metabolite production in fungi. These compounds may play roles in ecological interactions, such as competition and defense mechanisms against microbial pathogens, although specific pathways involving asperterpene J remain to be fully elucidated. The structural complexity and biosynthetic origins of asperterpene J highlight the intricate chemistry that underpins its formation and potential biological activities.		Expected Solid	[H][C@@]1(O)C(=O)[C@@]2([H])C(C)(C)C(=O)CC[C@@]2(C)[C@]2([H])CC(=C)[C@@](C)(C(=O)[C@](C)(O)C(=O)OC)[C@]([H])(C(=O)OC)[C@@]12C	C27H38O9	InChI=1S/C27H38O9/c1-13-12-14-24(4)11-10-15(28)23(2,3)17(24)16(29)19(30)26(14,6)18(20(31)35-8)25(13,5)21(32)27(7,34)22(33)36-9/h14,17-19,30,34H,1,10-12H2,2-9H3/t14-,17-,18-,19+,24-,25+,26-,27-/m0/s1	QKXFADNZXOBAQQ-KVFBYCLNSA-N	506.2515828			MMDBc0022738
BASm0016811	Asperterpene K	Asperterpene K is a sesquiterpene, a class of terpenes composed of three isoprene units. There is limited literature available on Asperterpene K, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CC(=C)[C@@](C)(C(=O)[C@](C)(O)C(=O)OC)[C@]([H])(C(=O)OC)[C@@]1(C)CC(=O)[C@]1([H])C(C)(C)C(=O)CC[C@@]21C	C27H38O8	InChI=1S/C27H38O8/c1-14-12-16-24(4)11-10-17(29)23(2,3)18(24)15(28)13-25(16,5)19(20(30)34-8)26(14,6)21(31)27(7,33)22(32)35-9/h16,18-19,33H,1,10-13H2,2-9H3/t16-,18+,19+,24-,25-,26+,27-/m0/s1	SRZXYFCAKRTTNY-JJAZPSFLSA-N	490.2566682			MMDBc0022739
BASm0016812	Asperterpene L	Asperterpene L is a terpenoid compound. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CC(=C)[C@@](C)(C(=O)[C@](C)(O)C(=O)OC)[C@]([H])(C(=O)OC)[C@@]1(C)C(=O)C(O)=C1C(C)(C)C(=O)CC[C@@]21C	C27H36O9	InChI=1S/C27H36O9/c1-13-12-14-24(4)11-10-15(28)23(2,3)17(24)16(29)19(30)26(14,6)18(20(31)35-8)25(13,5)21(32)27(7,34)22(33)36-9/h14,18,29,34H,1,10-12H2,2-9H3/t14-,18-,24-,25+,26-,27-/m0/s1	KLBQENYQBDKIGM-HLPFSFFKSA-N	504.2359327			MMDBc0022740
BASm0016813	Gramillin A	Gramillin A is a cyclic lipopeptide belonging to the class of nonribosomal peptides. Its chemical structure features a bicyclic arrangement, which is characteristic of lipopeptides, contributing to its unique properties and biological activities. Gramillin A is biosynthetically produced by the fungus Fusarium graminearum through a nonribosomal peptide synthetase (NRPS) pathway, specifically identified as the end product of NRPS8 (PMID:30395461). The presence of such cyclic lipopeptides in fungi suggests potential roles in ecological interactions, such as competition with other microorganisms or plant pathogens. Additionally, the structural complexity of Gramillin A may influence its interactions with biological membranes or proteins, potentially affecting various cellular pathways. The identification of Gramillin A and its analog Gramillin B highlights the diverse chemical arsenal produced by fungi, which can have implications for both natural product chemistry and the development of novel therapeutic agents (PMID:30395461).		Expected Solid	[H]C(O)(C[C@]1([H])N=C(O)[C@]([H])(CO)N=C(O)[C@]([H])(CC(C)C)N=C(O)[C@@]([H])(N)CCC(=O)OC(=O)[C@]2([H])CSSC[C@]([H])(N=C(O)[C@]([H])(CCCCCCCC)N=C1O)C(O)=N2)C(O)=N	C35H58N8O12S2	InChI=1S/C35H58N8O12S2/c1-4-5-6-7-8-9-10-20-30(49)42-24-16-56-57-17-25(43-34(24)53)35(54)55-27(46)12-11-19(36)29(48)39-21(13-18(2)3)31(50)41-23(15-44)33(52)40-22(32(51)38-20)14-26(45)28(37)47/h18-26,44-45H,4-17,36H2,1-3H3,(H2,37,47)(H,38,51)(H,39,48)(H,40,52)(H,41,50)(H,42,49)(H,43,53)/t19-,20-,21-,22-,23-,24-,25-,26?/m0/s1	CZXJCEODNNZLBX-BYBKDHMRSA-N	846.3615617			MMDBc0022795
BASm0016814	Gramillin B	Gramillin B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]C(O)(C[C@]1([H])N=C(O)[C@]([H])(CO)N=C(O)[C@]([H])(CC(C)C)N=C(O)[C@@]([H])(N)CCCC(=O)OC(=O)[C@]2([H])CSSC[C@]([H])(N=C(O)[C@]([H])(CCCCCCCC)N=C1O)C(O)=N2)C(O)=N	C36H60N8O12S2	InChI=1S/C36H60N8O12S2/c1-4-5-6-7-8-9-12-21-31(50)43-25-17-57-58-18-26(44-35(25)54)36(55)56-28(47)13-10-11-20(37)30(49)40-22(14-19(2)3)32(51)42-24(16-45)34(53)41-23(33(52)39-21)15-27(46)29(38)48/h19-27,45-46H,4-18,37H2,1-3H3,(H2,38,48)(H,39,52)(H,40,49)(H,41,53)(H,42,51)(H,43,50)(H,44,54)/t20-,21-,22-,23-,24-,25-,26-,27?/m0/s1	ABYJOODEAJNHBQ-HRQFAISJSA-N	860.3772118			MMDBc0022796
BASm0016815	Tribenglthin A	Tribenglthin A is a siderophore, a class of metabolites known for their ability to chelate iron ions in biological systems. Its chemical structure features a complex arrangement of functional groups that facilitate the binding of iron, enhancing its solubility and bioavailability in microbial environments. The characterization of Tribenglthin A, along with other siderophores, was achieved through advanced techniques such as UV, HR-ESI-MS, MALDI-MS, MALDI-MS/MS, CD, and NMR spectroscopy, as detailed in the literature (PMID:36794884). In biological pathways, siderophores like Tribenglthin A play a crucial role in iron acquisition, particularly in environments where iron is limited, thus supporting microbial growth and survival. They are secreted by various microorganisms to scavenge iron from their surroundings, forming stable complexes that can be transported back into the cell. This process is vital for many bacteria, influencing their pathogenicity and ecological interactions.		Expected Solid	[H]\C(C)=C(\N=C(O)CN=C(O)C1=C(O)C(O)=CC=C1)C(=O)O[C@]([H])(C)[C@]([H])(N=C(O)CN=C(O)C1=C(O)C(O)=CC=C1)C(=O)O[C@]([H])(C)[C@]([H])(N=C(O)CN=C(O)C1=C(O)C(O)=CC=C1)C(O)=O	C39H42N6O18	InChI=1S/C39H42N6O18/c1-4-22(43-26(49)14-40-34(55)19-8-5-11-23(46)31(19)52)38(60)62-18(3)30(45-28(51)16-42-36(57)21-10-7-13-25(48)33(21)54)39(61)63-17(2)29(37(58)59)44-27(50)15-41-35(56)20-9-6-12-24(47)32(20)53/h4-13,17-18,29-30,46-48,52-54H,14-16H2,1-3H3,(H,40,55)(H,41,56)(H,42,57)(H,43,49)(H,44,50)(H,45,51)(H,58,59)/b22-4-/t17-,18-,29+,30+/m1/s1	PVVZJVCYKGHEJK-ADHBOQDSSA-N	882.2555585			MMDBc0022856
BASm0016816	Colletopyrandione	Colletopyrandione is a diketopiperazine, a chemical class characterized by a cyclic structure formed from two amino acids. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential biological significance.		Expected Solid		C16H15NO4		WIPWOOYRIHPWJH-UHFFFAOYNA-N	285.100108			MMDBc0022870
BASm0016817	Colletochlorin H	Colletochlorin H is a chlorophyll-like metabolite belonging to the class of chlorins. There is limited literature available on this compound, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid		C12H15ClO3		NBSARYVOSBQHCS-UHFFFAOYNA-N	242.070972			MMDBc0022871
BASm0016818	Colletochlorin G	Colletochlorin G is a chlorophyll derivative belonging to the class of chlorophyll metabolites. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid		C12H15ClO3		FMIVJCUEUUSEGG-UHFFFAOYNA-N	242.070972			MMDBc0022872
BASm0016819	Mangrovamide E	Mangrovamide E is a cyclic peptide belonging to the class of natural products. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(C)CN2[C@@]([H])(O)[C@]34C[C@@]5(C(O)=NC6=C5C=CC5=C6C(=O)CC(C)(C)O5)C(C)(C)[C@]3([H])C[C@@]2(C1)C(=O)N4C	C28H35N3O5	InChI=1S/C28H35N3O5/c1-14-9-26-11-18-25(4,5)27(13-28(18,30(6)22(26)34)23(35)31(26)12-14)15-7-8-17-19(20(15)29-21(27)33)16(32)10-24(2,3)36-17/h7-8,14,18,23,35H,9-13H2,1-6H3,(H,29,33)/t14-,18+,23+,26+,27-,28+/m1/s1	BZDSGPYPWVHLIA-CFFPQQHXSA-N	493.2576712			MMDBc0022890
BASm0016820	Mangrovamide F	Mangrovamide F is a secondary metabolite belonging to the class of alkaloids. Its chemical structure includes a unique arrangement of nitrogen-containing rings, which contributes to its biological activity. Mangrovamide F has been identified as a potent inhibitor of acetylcholinesterase (AChE), showing a binding free energy (ΔG) of -12.6 ± 0.2 kcal/mol, making it more effective than other compounds such as Libertellenone M and Tricholopardin A (PMID:40542966). In toxicity assessments, Mangrovamide F exhibited an LD50 of 707 mg/kg, indicating moderate toxicity compared to other tested compounds (PMID:40542966). The interaction of Mangrovamide F with AChE involves crucial hydrophobic interactions, particularly with the residue TRP86, which is significant for its inhibitory activity (PMID:40542966). Additionally, principal component analysis (PCA) highlighted Mangrovamide F's prominence in the dataset, with the highest eigenvalue rank of 44.61%, suggesting its potential importance in further studies (PMID:40542966). Overall, Mangrovamide F and Tricholopardin A are recognized as the best AChE inhibitors with acceptable toxicity profiles, making them of interest for further pharmacological exploration (PMID:40542966).		Expected Solid	[H][C@]1(C)CN2C[C@]34CC5=C(NC6=C5C=CC=C6C(=O)C=C(C)C)C(C)(C)[C@]3([H])C[C@@]2(C1)C(O)=N4	C27H33N3O2	InChI=1S/C27H33N3O2/c1-15(2)9-20(31)18-8-6-7-17-19-11-26-14-30-13-16(3)10-27(30,24(32)29-26)12-21(26)25(4,5)23(19)28-22(17)18/h6-9,16,21,28H,10-14H2,1-5H3,(H,29,32)/t16-,21+,26-,27+/m1/s1	UEDWZMYNGYEVPL-QITKANGBSA-N	431.2572773			MMDBc0022891
BASm0016821	Mangrovamide G	Mangrovamide G is a marine-derived alkaloid belonging to the class of amides. There is limited literature available on this metabolite, highlighting the need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(C)CN2C[C@]34CC5=C(NC6=CC=CC=C56)C(C)(C)[C@]3([H])C[C@@]2(C1)C(O)=N4	C22H27N3O	InChI=1S/C22H27N3O/c1-13-8-22-10-17-20(2,3)18-15(14-6-4-5-7-16(14)23-18)9-21(17,24-19(22)26)12-25(22)11-13/h4-7,13,17,23H,8-12H2,1-3H3,(H,24,26)/t13-,17+,21-,22+/m1/s1	YUPGACVQXOPMFV-HINPNIDDSA-N	349.2154125			MMDBc0022892
BASm0016822	Mangrovamide H	Mangrovamide H is a marine natural product belonging to the class of amides. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(C)CC(=O)O[C@]1([H])[C@]1(C)CC(=O)C2=C(O)C=CC=C2O1	C15H16O5	InChI=1S/C15H16O5/c1-8-6-12(18)19-14(8)15(2)7-10(17)13-9(16)4-3-5-11(13)20-15/h3-5,8,14,16H,6-7H2,1-2H3/t8-,14+,15+/m1/s1	RXPYFUUEUAJUOB-YIUPMNOESA-N	276.0997736			MMDBc0022893
BASm0016823	Mangrovamide I	Mangrovamide I is a marine natural product belonging to the class of alkaloids. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(C)CC(=O)O[C@@]1([H])[C@@]1(C)CC(=O)C2=C(O)C=CC=C2O1	C15H16O5	InChI=1S/C15H16O5/c1-8-6-12(18)19-14(8)15(2)7-10(17)13-9(16)4-3-5-11(13)20-15/h3-5,8,14,16H,6-7H2,1-2H3/t8-,14+,15+/m0/s1	RXPYFUUEUAJUOB-PVJOKMEKSA-N	276.0997736			MMDBc0022894
BASm0016824	Mangrovamide J	Mangrovamide J is a xanthone-derived metabolite belonging to the chemical class of polyphenolic compounds. It has been characterized from cultures of the ascomycete fungus Cladosporium sp. and Talaromyces funiculosus, where it was isolated alongside other metabolites such as cladoxanthones and funiculosone. The chemical structure of mangrovamide J has been elucidated through techniques such as single crystal X-ray analysis, revealing its polymorphic nature and contributing to the understanding of its stereochemistry, which includes an absolute configuration of 4S,4aS,9aS as determined by ECD spectra. While no specific biological activity has been reported for mangrovamide J, its involvement in the metabolic pathways of endolichenic fungi suggests potential roles in secondary metabolite production and ecological interactions within lichen ecosystems. The structural insights gained from the analysis of mangrovamide J may also provide a foundation for further studies into its chemical properties and potential applications in biotechnology or pharmacology (PMIDs: 36367222, 30419411).		Expected Solid	[H][C@]1(O)C=C(C)[C@]([H])(O)[C@]2(C)OC3=CC=CC(O)=C3C(=O)[C@@]12O	C15H16O6	InChI=1S/C15H16O6/c1-7-6-10(17)15(20)13(19)11-8(16)4-3-5-9(11)21-14(15,2)12(7)18/h3-6,10,12,16-18,20H,1-2H3/t10-,12-,14-,15-/m0/s1	VVXQWRWWHQGOBK-LVGORTOPSA-N	292.0946882			MMDBc0022895
BASm0016825	Mangrovamide K	Mangrovamide K is a marine-derived alkaloid belonging to the class of amides. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(C)C[C@]([H])(O)[C@]2(O)C(=O)C3=C(O)C=CC=C3O[C@@]2(C)C1=O	C15H16O6	InChI=1S/C15H16O6/c1-7-6-10(17)15(20)13(19)11-8(16)4-3-5-9(11)21-14(15,2)12(7)18/h3-5,7,10,16-17,20H,6H2,1-2H3/t7-,10-,14-,15-/m0/s1	RPNDGZMICPELCH-HGFQVTMISA-N	292.0946882			MMDBc0022896
BASm0016826	Methyl (R)-2-(2-(2-hydroxypropan-2-yl)-2,3-dihydrobenzofuran-5-yl) acetate	Methyl (R)-2-(2-(2-hydroxypropan-2-yl)-2,3-dihydrobenzofuran-5-yl) acetate is a member of the class of compounds known as esters. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]1(CC2=C(O1)C=CC(CC(=O)OC)=C2)C(C)(C)O	C14H18O4	InChI=1S/C14H18O4/c1-14(2,16)12-8-10-6-9(7-13(15)17-3)4-5-11(10)18-12/h4-6,12,16H,7-8H2,1-3H3/t12-/m1/s1	GDYAJHUWOOEIEA-GFCCVEGCSA-N	250.1205091			MMDBc0022897
BASm0016827	1-(2,2-dimethylchroman-6-yl)-3-(4-hydroxyphenyl)propan-2-one	1-(2,2-dimethylchroman-6-yl)-3-(4-hydroxyphenyl)propan-2-one is a flavonoid derivative. There is little literature available on this metabolite, indicating a gap in research regarding its biological activity and potential applications.		Expected Solid	CC1(C)CCC2=C(O1)C=CC(CC(=O)CC1=CC=C(O)C=C1)=C2	C20H22O3	InChI=1S/C20H22O3/c1-20(2)10-9-16-11-15(5-8-19(16)23-20)13-18(22)12-14-3-6-17(21)7-4-14/h3-8,11,21H,9-10,12-13H2,1-2H3	CZPXYYJFJHQNNH-UHFFFAOYSA-N	310.1568946			MMDBc0022898
BASm0016828	(R,E)-3-(2,2-dimethylchroman-6-yl)-4-hydroxy-5-((2-(2-hydroxypropan-2-yl)-2,3-dihydrobenzofuran-5-yl)methylene)furan-2(5H)-one	(R,E)-3-(2,2-dimethylchroman-6-yl)-4-hydroxy-5-((2-(2-hydroxypropan-2-yl)-2,3-dihydrobenzofuran-5-yl)methylene)furan-2(5H)-one is a furanone derivative. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	[H]\C(=C1/OC(=O)C(=C1O)C1=CC=C2OC(C)(C)CCC2=C1)C1=CC2=C(O[C@]([H])(C2)C(C)(C)O)C=C1	C27H28O6	InChI=1S/C27H28O6/c1-26(2)10-9-16-13-17(6-8-20(16)33-26)23-24(28)21(32-25(23)29)12-15-5-7-19-18(11-15)14-22(31-19)27(3,4)30/h5-8,11-13,22,28,30H,9-10,14H2,1-4H3/b21-12+/t22-/m1/s1	QKFPWZKTZYTQIO-UHSICZIDSA-N	448.1885886			MMDBc0022899
BASm0016829	(R)-4-((2,2-dimethylchroman-6-yl)methyl)-3-(4-hydroxyphenyl)- 5-methoxyfuran-2(5H)-one	(R)-4-((2,2-dimethylchroman-6-yl)methyl)-3-(4-hydroxyphenyl)-5-methoxyfuran-2(5H)-one is a furanone derivative. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	[H][C@@]1(OC)OC(=O)C(=C1CC1=CC2=C(OC(C)(C)CC2)C=C1)C1=CC=C(O)C=C1	C23H24O5	InChI=1S/C23H24O5/c1-23(2)11-10-16-12-14(4-9-19(16)28-23)13-18-20(21(25)27-22(18)26-3)15-5-7-17(24)8-6-15/h4-9,12,22,24H,10-11,13H2,1-3H3/t22-/m1/s1	ROKYRSDVVZPKIE-JOCHJYFZSA-N	380.1623739			MMDBc0022900
BASm0016830	Lysiformine	Lysiformine is a metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	OC1=CN=C(CC2=CNC3=CC=CC=C23)C=C1C1=CNC2=CC=CC=C12	C22H17N3O	InChI=1S/C22H17N3O/c26-22-13-23-15(9-14-11-24-20-7-3-1-5-16(14)20)10-18(22)19-12-25-21-8-4-2-6-17(19)21/h1-8,10-13,24-26H,9H2	DCDRAIPBJLUPLW-UHFFFAOYSA-N	339.1371622			MMDBc0022920
BASm0016831	Pyrrospirone C	Pyrrospirone C is a pyrrolidine derivative belonging to the class of compounds known as metabolites. There is limited literature available on Pyrrospirone C, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]12OC3=CC=C(C[C@]4(C[C@]5(C[C@@]([H])(O)[C@@]6(C)C=C(C)[C@]([H])([C@@]1([H])[C@@]6([H])C5=O)[C@]1(C)C[C@]([H])(C)C[C@]([H])(C)[C@@]21[H])C(O)=N4)OC)C=C3	C33H43NO5	InChI=1S/C33H43NO5/c1-17-11-18(2)25-27-23-24(31(25,5)12-17)19(3)13-30(4)22(35)15-32(28(36)26(23)30)16-33(38-6,34-29(32)37)14-20-7-9-21(39-27)10-8-20/h7-10,13,17-18,22-27,35H,11-12,14-16H2,1-6H3,(H,34,37)/t17-,18+,22-,23+,24-,25+,26+,27+,30-,31+,32+,33-/m1/s1	ZQWRYWUCSVPDSS-IDGOBNRISA-N	533.3141235			MMDBc0022988
BASm0016832	Pyrrospirone D	Pyrrospirone D is a pyrrolidine derivative within the chemical class of metabolites. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]12OC3=CC=C(C[C@]4(C[C@]5(C[C@]([H])(O)[C@@]6(C)C=C(C)[C@]([H])([C@@]1([H])[C@@]6([H])C5=O)[C@]1(C)C[C@]([H])(C)C[C@]([H])(C)[C@@]21[H])C(O)=N4)OC)C=C3	C33H43NO5	InChI=1S/C33H43NO5/c1-17-11-18(2)25-27-23-24(31(25,5)12-17)19(3)13-30(4)22(35)15-32(28(36)26(23)30)16-33(38-6,34-29(32)37)14-20-7-9-21(39-27)10-8-20/h7-10,13,17-18,22-27,35H,11-12,14-16H2,1-6H3,(H,34,37)/t17-,18+,22+,23+,24-,25+,26+,27+,30-,31+,32+,33-/m1/s1	ZQWRYWUCSVPDSS-LYERDLQISA-N	533.3141235			MMDBc0022989
BASm0016833	Pyrrospirone E	Pyrrospirone E is a pyrrolidine derivative that belongs to the class of metabolites. There is limited literature available on Pyrrospirone E, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]12OC3=CC=C(C[C@@]4(O)C[C@]5(C[C@@]([H])(O)[C@@]6(C)C=C(C)[C@]([H])([C@@]1([H])[C@@]6([H])C5=O)[C@]1(C)C[C@]([H])(C)C[C@]([H])(C)[C@@]21[H])C(O)=N4)C=C3	C32H41NO5	InChI=1S/C32H41NO5/c1-16-10-17(2)24-26-22-23(30(24,5)11-16)18(3)12-29(4)21(34)14-31(27(35)25(22)29)15-32(37,33-28(31)36)13-19-6-8-20(38-26)9-7-19/h6-9,12,16-17,21-26,34,37H,10-11,13-15H2,1-5H3,(H,33,36)/t16-,17+,21-,22+,23-,24+,25+,26+,29-,30+,31+,32-/m1/s1	OZCVEXIHCIYUCZ-LVFIZYTASA-N	519.2984734			MMDBc0022990
BASm0016834	Pyrrospirone G	Pyrrospirone G is a pyrrolidine derivative belonging to the class of chemical compounds known as metabolites. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]12OC3=CC=C(C[C@@]4(O)C[C@]5(CC(=O)[C@@]6(C)C=C(C)[C@]([H])([C@@]1([H])[C@@]6([H])C5=O)[C@]1(C)C[C@]([H])(C)C[C@]([H])(C)[C@@]21[H])C(O)=N4)C=C3	C32H39NO5	InChI=1S/C32H39NO5/c1-16-10-17(2)24-26-22-23(30(24,5)11-16)18(3)12-29(4)21(34)14-31(27(35)25(22)29)15-32(37,33-28(31)36)13-19-6-8-20(38-26)9-7-19/h6-9,12,16-17,22-26,37H,10-11,13-15H2,1-5H3,(H,33,36)/t16-,17+,22+,23-,24+,25+,26+,29-,30+,31+,32-/m1/s1	DJXHULBSNKVOCR-DDIFOEQUSA-N	517.2828234			MMDBc0022991
BASm0016835	Pyrrospirone H	Pyrrospirone H is a pyrrolidine derivative belonging to the class of psychoactive compounds. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential effects.		Expected Solid	[H][C@]12OC3=CC=C(C[C@@]4(O)C[C@]5(CC[C@@]6(C)C=C(C)[C@]([H])([C@@]1([H])[C@@]6([H])C5=O)[C@]1(C)C[C@]([H])(C)C[C@]([H])(C)[C@@]21[H])C(O)=N4)C=C3	C32H41NO4	InChI=1S/C32H41NO4/c1-17-12-18(2)24-26-22-23(30(24,5)13-17)19(3)14-29(4)10-11-31(27(34)25(22)29)16-32(36,33-28(31)35)15-20-6-8-21(37-26)9-7-20/h6-9,14,17-18,22-26,36H,10-13,15-16H2,1-5H3,(H,33,35)/t17-,18+,22+,23-,24+,25+,26+,29+,30+,31+,32-/m1/s1	KUCKCYNGDOWGEV-ZOUKQTFFSA-N	503.3035588			MMDBc0022992
BASm0016836	Pyrrospirone I	Pyrrospirone I is a pyrrolidine derivative belonging to the class of compounds known as pyrrolidines. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]12OC3=CC=C(C[C@@]4(O)C[C@]5(C=C[C@@]6(C)C=C(C)[C@]([H])([C@@]1([H])[C@@]6([H])C5=O)[C@]1(C)C[C@]([H])(C)C[C@]([H])(C)[C@@]21[H])C(O)=N4)C=C3	C32H39NO4	InChI=1S/C32H39NO4/c1-17-12-18(2)24-26-22-23(30(24,5)13-17)19(3)14-29(4)10-11-31(27(34)25(22)29)16-32(36,33-28(31)35)15-20-6-8-21(37-26)9-7-20/h6-11,14,17-18,22-26,36H,12-13,15-16H2,1-5H3,(H,33,35)/t17-,18+,22+,23-,24+,25+,26+,29+,30+,31+,32-/m1/s1	SELHCSAKGVTRBZ-ZOUKQTFFSA-N	501.2879087			MMDBc0022993
BASm0016837	Pyrropirone F	Pyrropirone F is a pyrrole derivative, belonging to the class of chemical compounds known as pyrrolones. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@]12OC3([H])CCC([H])(CC3)C[C@@]3(O)C[C@]4(C[C@]([H])(O)[C@@]5(C)C=C(C)[C@]([H])([C@@]1([H])[C@@]5([H])C4=O)[C@]1(C)C[C@]([H])(C)C[C@]([H])(C)[C@@]21[H])C(O)=N3	C32H47NO5	InChI=1S/C32H47NO5/c1-16-10-17(2)24-26-22-23(30(24,5)11-16)18(3)12-29(4)21(34)14-31(27(35)25(22)29)15-32(37,33-28(31)36)13-19-6-8-20(38-26)9-7-19/h12,16-17,19-26,34,37H,6-11,13-15H2,1-5H3,(H,33,36)/t16-,17+,19?,20?,21+,22+,23-,24+,25+,26+,29-,30+,31+,32-/m1/s1	GJBRNWIRRXYOMO-SMNFUBRTSA-N	525.3454236			MMDBc0022994
BASm0016838	Pretrichodermamide D	Pretrichodermamide D is a secondary metabolite belonging to the class of amides. Its chemical structure features a complex arrangement that includes a cyclic framework and various functional groups, which are critical for its biological activity. The absolute configuration of pretrichodermamide D has been elucidated through a combination of modified Mosher's method, NOESY data, and biogenetic considerations, highlighting the intricate nature of its stereochemistry (PMID:27355960). In terms of biological pathways, pretrichodermamide D is involved in the biosynthesis of secondary metabolites, potentially influencing cellular signaling and interactions within microbial communities. Its structural characteristics may also suggest a role in ecological interactions, such as competition or defense mechanisms among fungi or between fungi and their environment. Understanding the chemistry and pathways associated with pretrichodermamide D can provide insights into its potential applications in biotechnology or pharmacology.		Expected Solid	[H][C@@]1(O)C=C[C@@]2(O)C[C@@]34SS[C@@]([H])(C5=C(O)C(OC)=C(OC)C=C5)[C@@]([H])(N(C)C3=O)C(=O)N4O[C@@]2([H])[C@]1([H])O	C21H24N2O9S2	InChI=1S/C21H24N2O9S2/c1-22-12-16(9-4-5-11(30-2)15(31-3)13(9)25)33-34-21(19(22)28)8-20(29)7-6-10(24)14(26)17(20)32-23(21)18(12)27/h4-7,10,12,14,16-17,24-26,29H,8H2,1-3H3/t10-,12-,14-,16+,17+,20-,21-/m1/s1	PURMOBRKHQNGMM-OAWXJWLCSA-N	512.0923227			MMDBc0023027
BASm0016839	Pretrichodermamide E	Pretrichodermamide E is a cyclic peptide belonging to the class of secondary metabolites. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(O)C=C[C@@]2(O)C[C@@]34SS[C@@]([H])(C5=C(O)C(OC)=C(OC)C=C5)[C@@]([H])(N(C)C3=O)C(=O)N4O[C@@]2([H])[C@]1([H])O	C21H24N2O9S2	InChI=1S/C21H24N2O9S2/c1-22-12-16(9-4-5-11(30-2)15(31-3)13(9)25)33-34-21(19(22)28)8-20(29)7-6-10(24)14(26)17(20)32-23(21)18(12)27/h4-7,10,12,14,16-17,24-26,29H,8H2,1-3H3/t10-,12+,14+,16-,17-,20+,21+/m0/s1	PURMOBRKHQNGMM-YIKPZMDPSA-N	512.0923227			MMDBc0023028
BASm0016840	Pretrichodermamide F	Pretrichodermamide F is a secondary metabolite belonging to the class of amides. There is little literature available on this compound, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(O)C=C[C@]([H])(O)[C@@]2(O)C[C@@]34SS[C@@]([H])(C5=C(O)C(OC)=C(OC)C=C5)[C@@]([H])(N(C)C3=O)C(=O)N4O[C@@]12[H]	C21H24N2O9S2	InChI=1S/C21H24N2O9S2/c1-22-13-16(9-4-6-11(30-2)15(31-3)14(9)26)33-34-21(19(22)28)8-20(29)12(25)7-5-10(24)17(20)32-23(21)18(13)27/h4-7,10,12-13,16-17,24-26,29H,8H2,1-3H3/t10-,12+,13-,16+,17+,20+,21-/m1/s1	NQGNMVJXQJSYCA-MVMWFNCZSA-N	512.0923227			MMDBc0023029
BASm0016841	Austalide U			Expected Solid	[H][C@@]1(O)C[C@]2(C)OC3=C(C[C@]2([H])[C@@]2(C)CCC(=O)OC(C)(C)[C@]12O)C(OC)=C1C(=O)OCC1=C3C	C25H32O8	InChI=1S/C25H32O8/c1-12-14-11-31-21(28)18(14)20(30-6)13-9-15-23(4)8-7-17(27)32-22(2,3)25(23,29)16(26)10-24(15,5)33-19(12)13/h15-16,26,29H,7-11H2,1-6H3/t15-,16-,23-,24+,25-/m1/s1	ZVTVYIVILDSYIK-FXDCZVHISA-N	460.209718			MMDBc0023032
BASm0016842	Penochalasin I	Penochalasin I is a member of the chaetoglobosin chemical class, characterized by its unique six-cyclic 6/5/6/5/6/13 fused ring system. This complex structure was identified in the solid culture of the mangrove endophytic fungus Penicillium chrysogenum V11, alongside other chaetoglobosins. The synthesis of penochalasin I has been achieved through an effective biomimetic transformation of chaetoglobosin C and chaetoglobosin A, highlighting its potential for semi-synthetic production via the connectivity of specific carbon atoms from their epoxide analogues (PMID:28958956). The isolation of penochalasin I, along with other chaetoglobosins, underscores its structural novelty and adds to the diversity of this class of compounds (PMID:27690061). In terms of biological pathways, chaetoglobosins, including penochalasin I, are known to exhibit various bioactivities, which may involve interactions with cellular processes, although the specific pathways related to penochalasin I remain to be fully elucidated. Overall, the intricate chemical structure and the methods of its synthesis position penochalasin I as a significant compound within the chaetoglobosin family.		Expected Solid		C32H36N2O4		CNOXPHKUUAMNSN-GUVDVRPQSA-N	512.2675076			MMDBc0023046
BASm0016843	Penochalasin J	Penochalasin J is a member of the chaetoglobosin chemical class, characterized by its complex cyclic structure. It features a unique six-cyclic fused ring system, which contributes to its distinct chemical properties and potential biological activities. Isolated from the culture of Penicillium chrysogenum V11, penochalasin J, along with other chaetoglobosins, exemplifies the diverse secondary metabolites produced by fungi. These compounds are often involved in various biochemical pathways, including those related to fungal development and interaction with other organisms. The intricate structure of penochalasin J suggests potential roles in cellular signaling or as bioactive agents, although specific pathways remain to be fully elucidated. The isolation of penochalasin J alongside other chaetoglobosins highlights the rich chemical diversity present in fungal metabolites and their potential applications in pharmaceuticals and biotechnology (PMID:27690061).		Expected Solid		C32H38N2O3		MYTCOOYZKCVFJE-KNEQBGLASA-N	498.2882431			MMDBc0023047
BASm0016844	Cytoglobosin H	Cytoglobosin H is a small molecule belonging to the class of metabolites. There is limited literature available on Cytoglobosin H, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid		C32H40N2O6		RDGPYVKATNNNKN-IDTRWTRGSA-N	548.288637			MMDBc0023063
BASm0016845	Cytoglobosin I	Cytoglobosin I is a member of the chemical class of metabolites. There is limited literature available on this metabolite, indicating a need for further research to better understand its properties and potential biological significance.		Expected Solid		C32H40N2O6		RDGPYVKATNNNKN-FGTLHVNESA-N	548.288637			MMDBc0023064
BASm0016846	2,2'-bis-(7-methyl-1,4,5-trihydroxy-anthracene-9,10-dione)	2,2'-bis-(7-methyl-1,4,5-trihydroxy-anthracene-9,10-dione) is a member of the anthraquinone chemical class. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	CC1=CC2=C(C(O)=C1)C(=O)C1=C(O)C=C(C(O)=C1C2=O)C1=CC(O)=C2C(=O)C3=C(C=C(C)C=C3O)C(=O)C2=C1O	C30H18O10	InChI=1S/C30H18O10/c1-9-3-13-19(15(31)5-9)29(39)21-17(33)7-11(25(35)23(21)27(13)37)12-8-18(34)22-24(26(12)36)28(38)14-4-10(2)6-16(32)20(14)30(22)40/h3-8,31-36H,1-2H3	FKYSIEDCSTURIB-UHFFFAOYSA-N	538.0899968			MMDBc0023129
BASm0016847	(S)-5-hydroxy-2,6-dimethyl-4H-furo[3,4-g]benzopyran-4,8(6H)-dione	(S)-5-hydroxy-2,6-dimethyl-4H-furo[3,4-g]benzopyran-4,8(6H)-dione is a coumarin derivative characterized by its unique furobenzopyran structure. This compound features a hydroxyl group at the 5-position and two methyl groups at the 2 and 6 positions, contributing to its chemical properties and reactivity. The presence of the furobenzopyran moiety suggests potential interactions with various biological pathways, particularly those involving antioxidant activity and enzyme modulation. Coumarins, including this compound, are known to participate in pathways related to inflammation and cellular signaling, potentially influencing processes such as apoptosis and cell proliferation. The structural attributes of (S)-5-hydroxy-2,6-dimethyl-4H-furo[3,4-g]benzopyran-4,8(6H)-dione may also facilitate its role in interactions with proteins or nucleic acids, thereby affecting gene expression and metabolic regulation. The compound was identified alongside other derivatives in a study focused on the isolation of novel natural products, emphasizing its relevance in the context of natural product chemistry and pharmacological exploration (PMID: [insert PMID here]).		Expected Solid	[H][C@@]1(C)OC(=O)C2=CC3=C(C(O)=C12)C(=O)C=C(C)O3	C13H10O5	InChI=1S/C13H10O5/c1-5-3-8(14)11-9(17-5)4-7-10(12(11)15)6(2)18-13(7)16/h3-4,6,15H,1-2H3/t6-/m0/s1	IKZPOPLGUVSQHI-LURJTMIESA-N	246.0528234			MMDBc0023160
BASm0016848	7-(γ,γ-dimethylallyloxy)-5-methoxy-4-methylcoumarin	7-(γ,γ-dimethylallyloxy)-5-methoxy-4-methylcoumarin is a coumarin derivative, belonging to the class of organic compounds known for their aromatic properties and potential biological activities. There is limited literature available on this specific metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	COC1=CC(=O)OC2=C1C(C)=CC(OCC=C(C)C)=C2	C16H18O4	InChI=1S/C16H18O4/c1-10(2)5-6-19-12-7-11(3)16-13(18-4)9-15(17)20-14(16)8-12/h5,7-9H,6H2,1-4H3	GDICQVNBLOTPQY-UHFFFAOYSA-N	274.1205091			MMDBc0023162
BASm0016849	24-hydroxylergosta-4,6,8(14),22-tetraen-3-one	24-hydroxylergosta-4,6,8(14),22-tetraen-3-one is a sterol, a class of organic compounds characterized by a core structure of four fused carbon rings. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@](C)(C=CC(C)(O)C(C)C)[C@@]1([H])CCC2=C3C=CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C	C28H40O2	InChI=1S/C28H40O2/c1-18(2)28(6,30)16-11-19(3)23-9-10-24-22-8-7-20-17-21(29)12-14-26(20,4)25(22)13-15-27(23,24)5/h7-8,11,16-19,23,25,30H,9-10,12-15H2,1-6H3/t19-,23-,25+,26+,27-,28?/m1/s1	VCRVBLLMTMHOEY-BZABDROBSA-N	408.3028305			MMDBc0023163
BASm0016850	(3S)-cis-resorcylide	(3S)-cis-resorcylide is a metabolite belonging to the class of resorcylic acid lactones. There is limited literature available on this compound, indicating a gap in research regarding its biological significance and potential applications.		Expected Solid	[H]\C1=C([H])\C(=O)CC2=CC(O)=CC(O)=C2C(=O)O[C@@]([H])(C)CCC1	C16H18O5	InChI=1S/C16H18O5/c1-10-5-3-2-4-6-12(17)7-11-8-13(18)9-14(19)15(11)16(20)21-10/h4,6,8-10,18-19H,2-3,5,7H2,1H3/b6-4-/t10-/m0/s1	SQDQKWGNEXFXDZ-OAQKJQOQSA-N	290.1154237			MMDBc0023181
BASm0016851	6,8-di-O-acetylmalyngamide 2	6,8-di-O-acetylmalyngamide 2 is a secondary metabolite belonging to the malyngamide chemical class. This compound was isolated from the marine cyanobacterium Moorea producens and is characterized by its unique acetylation pattern at the 6 and 8 positions of the malyngamide backbone. The chemical structure features an amide linkage, which is crucial for its biological activity. In biochemical pathways, 6,8-di-O-acetylmalyngamide 2 has been shown to activate adenosine monophosphate-activated protein kinase (AMPK), a key regulator of cellular energy homeostasis. The activation of AMPK is significant as it plays a role in various metabolic processes, including glucose uptake and fatty acid oxidation, thereby influencing cellular energy balance and metabolic health. The discovery of this compound and its bioactivity highlights the potential of marine-derived metabolites in influencing metabolic pathways. (PMID:29186048)		Expected Solid		C29H46ClNO8		VCYLDGFZBOWHOI-OQYOURMMSA-N	571.2911951			MMDBc0023205
BASm0016852	6-O-acetylmalyngamide 2	6-O-acetylmalyngamide 2 is a member of the malyngamide chemical class, which consists of secondary metabolites produced by marine cyanobacteria. Its chemical structure features an acetyl group at the 6-O position of the malyngamide backbone, contributing to its unique properties. This compound was isolated from the marine cyanobacterium Moorea producens, alongside other malyngamide derivatives, highlighting its role in the complex metabolic pathways of these organisms. Malyngamides, including 6-O-acetylmalyngamide 2, are thought to play a role in ecological interactions, potentially serving as chemical defenses against predators or competitors in marine environments. The biosynthetic pathways leading to malyngamides involve polyketide synthases and non-ribosomal peptide synthetases, underscoring the intricate biochemical processes that generate such compounds. The study of 6-O-acetylmalyngamide 2 and its analogs contributes to our understanding of marine natural products and their potential applications in pharmacology and biotechnology (PMID:29186048).		Expected Solid		C27H44ClNO7		YOGYBVYVKDQUPM-FFUTWKEISA-N	529.2806305			MMDBc0023206
BASm0016853	N-demethyl-isomalyngamide I	N-demethyl-isomalyngamide I is a secondary metabolite belonging to the class of malyngamides, which are known for their diverse chemical structures and biological activities. This compound features a complex arrangement of carbon, nitrogen, and oxygen atoms, reflecting the intricate nature of marine natural products. It was isolated from the marine cyanobacterium Moorea producens, highlighting its ecological origin and potential significance in marine chemistry (PMID:29186048). In terms of biochemical pathways, malyngamides, including N-demethyl-isomalyngamide I, are thought to be involved in various metabolic processes within the producing organism, potentially contributing to defense mechanisms against predators or pathogens. The unique structural attributes of N-demethyl-isomalyngamide I may also suggest interactions with biological targets, although specific pathways remain to be fully elucidated. Overall, the study of this compound and its relatives continues to provide insights into the chemical diversity of marine organisms and their potential applications in pharmacology and biotechnology.		Expected Solid		C25H40ClNO5		YWLFVPLREWALDU-ZMBOLOLJSA-N	469.2595011			MMDBc0023207
BASm0016854	Paecilin E			Expected Solid	[H][C@@]1(C)CC(=O)O[C@]1([H])[C@]1(CC(=O)C2=C(O1)C=CC(=C2O)C1=C2O[C@@](CC(=O)C2=C(O)C=C1)(C(=O)OC)[C@@]1([H])OC(=O)C[C@@]1([H])C)C(=O)OC	C32H30O14	InChI=1S/C32H30O14/c1-13-9-21(36)43-27(13)31(29(39)41-3)12-19(35)24-20(45-31)8-6-15(25(24)38)16-5-7-17(33)23-18(34)11-32(30(40)42-4,46-26(16)23)28-14(2)10-22(37)44-28/h5-8,13-14,27-28,33,38H,9-12H2,1-4H3/t13-,14-,27+,28+,31-,32-/m1/s1	UORGKBIHVJEQBO-HUOGUTNUSA-N	638.1635556			MMDBc0023210
BASm0016855	Asperversin B	Asperversin B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(CC(O)=O)OC(C)(C)[C@]2([H])[C@@]([H])(C[C@@]3(C)OC4=C(C[C@]3([H])[C@@]12C)C(=O)OC(C)=C4)OC(C)=O	C23H30O8	InChI=1S/C23H30O8/c1-11-7-14-13(20(27)28-11)8-16-22(5,30-14)10-15(29-12(2)24)19-21(3,4)31-17(9-18(25)26)23(16,19)6/h7,15-17,19H,8-10H2,1-6H3,(H,25,26)/t15-,16+,17+,19+,22-,23+/m1/s1	SROITTFLAOXWQV-WTCMJECPSA-N	434.1940679			MMDBc0023287
BASm0016856	Asperversin D	Asperversin D is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@]12CC3=C(O[C@]1(C)CC[C@]1([H])[C@]2(C)[C@@]([H])(O)CC(=O)OC1(C)C)C=C(C)OC3=O	C21H28O6	InChI=1S/C21H28O6/c1-11-8-13-12(18(24)25-11)9-15-20(4,26-13)7-6-14-19(2,3)27-17(23)10-16(22)21(14,15)5/h8,14-16,22H,6-7,9-10H2,1-5H3/t14-,15-,16-,20+,21-/m0/s1	JZUWHWXBAGVOIA-CPSBXNMUSA-N	376.1885886			MMDBc0023288
BASm0016857	Asperversin E	Asperversin E is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(C[C@@]2(C)OC3=C(C[C@]2([H])[C@]2(C)[C@]1([H])C(C)(C)OC(=O)C[C@]2([H])O)C(=O)OC(C)=C3)OC(C)=O	C23H30O8	InChI=1S/C23H30O8/c1-11-7-14-13(20(27)28-11)8-16-22(5,30-14)10-15(29-12(2)24)19-21(3,4)31-18(26)9-17(25)23(16,19)6/h7,15-17,19,25H,8-10H2,1-6H3/t15-,16+,17+,19+,22-,23+/m1/s1	DCBOVTYJTWXJGH-WTCMJECPSA-N	434.1940679			MMDBc0023289
BASm0016858	Asperversin F	Asperversin F is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this metabolite, indicating a gap in the current understanding of its biological properties and potential applications.		Expected Solid	[H][C@]1(C[C@@]2(C)OC3=C(C[C@]2([H])[C@]2(C)[C@]1([H])C(C)(C)OC(=O)C[C@]2([H])OC(C)=O)C(=O)OC(C)=C3)OC(C)=O	C25H32O9	InChI=1S/C25H32O9/c1-12-8-16-15(22(29)30-12)9-18-24(6,33-16)11-17(31-13(2)26)21-23(4,5)34-20(28)10-19(25(18,21)7)32-14(3)27/h8,17-19,21H,9-11H2,1-7H3/t17-,18+,19+,21+,24-,25+/m1/s1	JIWKBWNNTKHAMQ-KWFNZPNBSA-N	476.2046326			MMDBc0023290
BASm0016859	Asperversin C	Asperversin C is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@](CC(=O)OC)(OC(C)=O)[C@]1(C)[C@@]2([H])CC3=C(O[C@]2(C)C[C@@]([H])(OC(C)=O)[C@@]1([H])C(C)=C)C=C(C)OC3=O	C26H34O9	InChI=1S/C26H34O9/c1-13(2)23-19(33-15(4)27)12-25(6)20(10-17-18(35-25)9-14(3)32-24(17)30)26(23,7)21(34-16(5)28)11-22(29)31-8/h9,19-21,23H,1,10-12H2,2-8H3/t19-,20+,21+,23-,25-,26+/m1/s1	YXSFOIHUGDEKQU-LUNSLZPNSA-N	490.2202827			MMDBc0023291
BASm0016860	Asperversin G	Asperversin G is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(C[C@@]2(C)OC3=C(C[C@]2([H])[C@@]2(C)C=CC(=O)C(C)(C)[C@]12[H])C(=O)OC(C)=C3)OC(C)=O	C23H28O6	InChI=1S/C23H28O6/c1-12-9-15-14(20(26)27-12)10-17-22(5)8-7-18(25)21(3,4)19(22)16(28-13(2)24)11-23(17,6)29-15/h7-9,16-17,19H,10-11H2,1-6H3/t16-,17-,19+,22-,23-/m1/s1	BVAZJBOQPDZZAZ-JOSQFXLQSA-N	400.1885886			MMDBc0023292
BASm0016861	Cyanopeptolin CP985			Expected Solid		C50H63N7O14		DYRQEOZVTZDRBA-UHFFFAOYNA-N	985.4432997			MMDBc0023334
BASm0016862	Cyanopeptolin CP990			Expected Solid		C49H70N10O12		HFRWIDDUABJXBW-UHFFFAOYNA-N	990.5174677			MMDBc0023339
BASm0016863	Cyanopeptolin CP1027			Expected Solid		C53H69N7O14		SFSUGVXAKPFWSV-UHFFFAOYNA-N	1027.49025			MMDBc0023341
BASm0016864	Cyanopeptolin CP1013			Expected Solid		C52H67N7O14		NRHWSONYEDJRPT-UHFFFAOYNA-N	1013.4746			MMDBc0023342
BASm0016865	Cyanopeptolin CP969			Expected Solid		C50H63N7O13		IVRIBUXARUEDTR-UHFFFAOYNA-N	969.4483851			MMDBc0023344
BASm0016866	Kalkipyrone B			Expected Solid	[H]\C(CC1=C(C)C(=O)C(C)=C(OC)O1)=C(\C)CCC\C(C)=C(/[H])[C@@]([H])(C)O	C20H30O4	InChI=1S/C20H30O4/c1-13(8-7-9-14(2)12-15(3)21)10-11-18-16(4)19(22)17(5)20(23-6)24-18/h10,12,15,21H,7-9,11H2,1-6H3/b13-10+,14-12+/t15-/m1/s1	POWDQNOFNJBGFS-FEFCGZSXSA-N	334.2144094			MMDBc0023421
BASm0016867	4-dihydrocyclofarnesine T	4-dihydrocyclofarnesine T is a bicyclic sesquiterpene. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid		C15H24O4		XBAKLQFUYLBTHQ-UHFFFAOYNA-N	268.1674593			MMDBc0023447
BASm0016868	4-Dihydrocyclofarnesine S	4-Dihydrocyclofarnesine S is a member of the chemical class of cyclofarnesoids, characterized by its unique bicyclic structure. This compound is recognized as a metabolite that plays a role in various biochemical pathways. Notably, it is the most abundant cyclofarnesoid found in young cultures, highlighting its potential significance in plant development and metabolism. The presence of 4-dihydrocyclofarnesine S in these cultures suggests its involvement in the synthesis and regulation of other metabolites, possibly influencing growth and physiological responses. Its structural features may contribute to interactions with biological systems, though specific pathways remain to be fully elucidated. The identification of 4-dihydrocyclofarnesine S as a previously-unknown natural compound underscores the complexity of plant metabolomics and the potential for discovering novel compounds with unique biological roles (PMID:26854131). Understanding the chemistry and biological implications of this metabolite could provide insights into its function in plant biology and its potential applications in agriculture or biotechnology.		Expected Solid		C15H24O3		LGDQPQUPLCETOX-WEYXYWBQNA-N	252.1725446			MMDBc0023448
BASm0016869	Trans-cyclofarnesine U	Trans-cyclofarnesine U is a cyclic terpene. There is little literature available on this metabolite, indicating a gap in the current understanding of its biological significance and potential applications.		Expected Solid		C16H24O2		YOAXHSPUOPMCPG-UHFFFAOYNA-N	248.17763			MMDBc0023449
BASm0016870	Cyclofarnesine T	Cyclofarnesine T is a sesquiterpene metabolite. There is limited literature available on this compound, indicating a need for further research to elucidate its biological significance and potential applications.		Expected Solid	[H]C1(O)CC(=O)C(C)=C(C=CC(C)=CCO)[C@@]1(C)CO	C15H22O4	InChI=1S/C15H22O4/c1-10(6-7-16)4-5-12-11(2)13(18)8-14(19)15(12,3)9-17/h4-6,14,16-17,19H,7-9H2,1-3H3/t14?,15-/m1/s1	AEQVVRDSWRRNKU-YSSOQSIOSA-N	266.1518092			MMDBc0023450
BASm0016871	Methyl 3-(4,5,6,8,8a,9-hexahydro-4-((E)-3-methylpent-1-enyl)-4H-furo[3,2-g]isochromen-6-yl)propanoate	Methyl 3-(4,5,6,8,8a,9-hexahydro-4-((E)-3-methylpent-1-enyl)-4H-furo[3,2-g]isochromen-6-yl)propanoate is a complex organic compound belonging to the class of isochromenyl derivatives. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\[H])[C@@]1([H])C2=C(C[C@]3([H])CO[C@@]([H])(CCC(=O)OC)C[C@@]13[H])OC=C2)C([H])(C)CC	C21H30O4	InChI=1S/C21H30O4/c1-4-14(2)5-7-17-18-9-10-24-20(18)11-15-13-25-16(12-19(15)17)6-8-21(22)23-3/h5,7,9-10,14-17,19H,4,6,8,11-13H2,1-3H3/b7-5+/t14?,15-,16+,17+,19-/m1/s1	LBBXLAVURLOGQS-OVHXUYRLSA-N	346.2144094			MMDBc0023537
BASm0016872	(4E)-methyl 13-((16-(furan-3-yl) ethyl)-octahydro-7- hydroxy-4-((E)-23-methylbut-21-enyl)-2H-chromen-6-yl)-4- methylpent-4-enoate	(4E)-methyl 13-((16-(furan-3-yl) ethyl)-octahydro-7-hydroxy-4-((E)-23-methylbut-21-enyl)-2H-chromen-6-yl)-4-methylpent-4-enoate is a complex organic compound belonging to the class of flavonoids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid		C27H40O5		VKEAXIMFNWQZFA-YWLWZHKSNA-N	444.2875744			MMDBc0023538
BASm0016873	Methyl 11-(4-((E)-15-(17-(furan-2-yl) ethyl)-28-hydroxy-24- methylhept-22-en-14-yl)-5,6,7,8,9,10,-octahydronaphthalen-7-yl) propanoate	Methyl 11-(4-((E)-15-(17-(furan-2-yl) ethyl)-28-hydroxy-24-methylhept-22-en-14-yl)-5,6,7,8,9,10-octahydronaphthalen-7-yl) propanoate is a complex organic compound belonging to the class of metabolites. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid		C28H42O4		ZADAPTFWNJCMNL-MKMNVTDBNA-N	442.3083098			MMDBc0023539
BASm0016874	(4R,5R,7S)-eremophil-9-ene-4,11-diol	(4R,5R,7S)-eremophil-9-ene-4,11-diol is a sesquiterpenoid, a class of compounds known for their diverse biological activities. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(CC=C2CCC[C@@](C)(O)[C@]2(C)C1)C(C)(C)O	C15H26O2	InChI=1S/C15H26O2/c1-13(2,16)12-8-7-11-6-5-9-15(4,17)14(11,3)10-12/h7,12,16-17H,5-6,8-10H2,1-4H3/t12-,14+,15+/m0/s1	BTDUEFQBQIZNRY-NWANDNLSSA-N	238.1932801			MMDBc0023686
BASm0016875	(1S,3S,4R,5S,7S)-eremophil-9-ene-1,3,11-triol	(1S,3S,4R,5S,7S)-eremophil-9-ene-1,3,11-triol is a triterpene metabolite. There is limited literature available on this compound, and further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H][C@]1(O)C[C@]([H])(O)[C@]([H])(C)[C@]2(C)C[C@]([H])(CC=C12)C(C)(C)O	C15H26O3	InChI=1S/C15H26O3/c1-9-12(16)7-13(17)11-6-5-10(14(2,3)18)8-15(9,11)4/h6,9-10,12-13,16-18H,5,7-8H2,1-4H3/t9-,10-,12-,13-,15-/m0/s1	OTYLTSXSAIKBHG-ZCZIKAACSA-N	254.1881947			MMDBc0023687
BASm0016876	(4S,5S,7R,8R)-eremophil-9-ene-8,11-diol	(4S,5S,7R,8R)-eremophil-9-ene-8,11-diol is a sesquiterpenoid, a class of compounds known for their diverse biological activities. There is limited literature available on this specific metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(O)C=C2CCC[C@]([H])(C)[C@]2(C)C[C@@]1([H])C(C)(C)O	C15H26O2	InChI=1S/C15H26O2/c1-10-6-5-7-11-8-13(16)12(14(2,3)17)9-15(10,11)4/h8,10,12-13,16-17H,5-7,9H2,1-4H3/t10-,12+,13+,15-/m0/s1	VYLHYKHUCVHIKW-ZGFBFQLVSA-N	238.1932801			MMDBc0023688
BASm0016877	(2S,4S,5S,7S)-2,11-dihydroxyeremophil-9-en-8-one	(2S,4S,5S,7S)-2,11-dihydroxyeremophil-9-en-8-one is a member of the sesquiterpenoid class of compounds. There is limited literature available on this metabolite, indicating that further studies may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@]1(O)CC2=CC(=O)[C@@]([H])(C[C@@]2(C)[C@@]([H])(C)C1)C(C)(C)O	C15H24O3	InChI=1S/C15H24O3/c1-9-5-11(16)6-10-7-13(17)12(14(2,3)18)8-15(9,10)4/h7,9,11-12,16,18H,5-6,8H2,1-4H3/t9-,11-,12+,15-/m0/s1	BKVUVOHZOYNWHJ-BTABJRDXSA-N	252.1725446			MMDBc0023689
BASm0016878	(4R,5R,7R,8R)-eremophil-9-ene-4,8,11-triol	(4R,5R,7R,8R)-eremophil-9-ene-4,8,11-triol is a triterpenoid compound. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological activities.		Expected Solid	[H][C@@]1(O)C=C2CCC[C@@](C)(O)[C@]2(C)C[C@@]1([H])C(C)(C)O	C15H26O3	InChI=1S/C15H26O3/c1-13(2,17)11-9-14(3)10(8-12(11)16)6-5-7-15(14,4)18/h8,11-12,16-18H,5-7,9H2,1-4H3/t11-,12-,14-,15-/m1/s1	UQRWFXHGOXVIPI-QHSBEEBCSA-N	254.1881947			MMDBc0023690
BASm0016879	Citreoviridin	Citreoviridin is a mycotoxin belonging to the chemical class of α-pyrones. Its chemical structure features a characteristic α-pyrone core, which is shared with other nonaketides such as aurovertins and asteltoxin (PMID:40756971). Citreoviridin is produced by various fungi and is known to induce apoptosis through oxidative damage and inflammatory responses in neuronal cell lines like PC-12 (PMID:39437026). It has been implicated in increasing lipid deposition in the liver, alongside other mycotoxins (PMID:39923202). Recent studies have identified new derivatives of citreoviridin, including four stereoisomers that possess a methylated α-pyrone, an oxidized polyene linker, and a tetrahydrofuran ring (PMID:38218305). The transformation pathways of citreoviridin have been explored, revealing its potential nonenzymatic conversion into various aurovertins (PMID:39862218). Additionally, citreoviridin has been included in lists of significant mycotoxins, highlighting its relevance in toxicology and food safety (PMID:37346017). Overall, citreoviridin exemplifies the complex chemistry of fungal metabolites and their biological interactions.		Expected Solid	[H]/C(=C(/[H])\C(\[H])=C(/[H])C1=C(C)C(OC)=CC(=O)O1)/C(/[H])=C(\[H])/C(/C)=C(\[H])[C@]1(C)O[C@]([H])(C)[C@](C)(O)[C@@]1([H])O	C23H30O6	InChI=1S/C23H30O6/c1-15(14-22(4)21(25)23(5,26)17(3)29-22)11-9-7-8-10-12-18-16(2)19(27-6)13-20(24)28-18/h7-14,17,21,25-26H,1-6H3/b8-7+,11-9+,12-10+,15-14+/t17-,21+,22+,23+/m1/s1	JLSVDPQAIKFBTO-OMCRQDLASA-N	402.2042387			MMDBc0023732
BASm0016880	Hoshinolactam			Expected Solid	[H]\C(=C(\[H])[C@@]1([H])C[C@]1([H])CCC)C(=O)O[C@@]1([H])[C@]([H])(CC(C)C)N=C(O)[C@]1([H])C	C18H29NO3	InChI=1S/C18H29NO3/c1-5-6-13-10-14(13)7-8-16(20)22-17-12(4)18(21)19-15(17)9-11(2)3/h7-8,11-15,17H,5-6,9-10H2,1-4H3,(H,19,21)/b8-7+/t12-,13+,14+,15+,17-/m1/s1	BBMBCHAXOBFQPC-IBGZMIKNSA-N	307.2147438			MMDBc0023753
BASm0016881	Hitoyol A	Hitoyol A is a norsesquiterpenoid, a class of chemical compounds characterized by their complex carbon skeletons derived from terpenes. Its unique chemical structure features an exo-tricyclo[5.2.1.02,6]decane skeleton, which distinguishes it from other known norsesquiterpenoids. This compound was isolated from the culture broth of the Basidiomycete Coprinopsis cinerea, alongside another novel compound, hitoyol B, which contains a 4-cyclopentene-1,3-dione moiety (PMID:28726419). In terms of biological pathways, norsesquiterpenoids like Hitoyol A are often implicated in various metabolic processes, including those related to secondary metabolite biosynthesis and plant defense mechanisms. These pathways can involve interactions with enzymatic systems that modify terpenoid structures, leading to a diverse array of functional derivatives. The study of Hitoyol A not only contributes to the understanding of fungal metabolism but also provides insights into the potential applications of its unique structural features in pharmacology and biotechnology.		Expected Solid	CC1=CC(=O)[C@@]2(O)[C@@]3(C)C[C@](O)(CC3(C)C)[C@@]12O	C14H20O4	InChI=1S/C14H20O4/c1-8-5-9(15)14(18)11(4)7-12(16,13(8,14)17)6-10(11,2)3/h5,16-18H,6-7H2,1-4H3/t11-,12+,13-,14+/m0/s1	VXECUTQBOBNVCS-RFQIPJPRSA-N	252.1361591			MMDBc0023773
BASm0016882	Hitoyol B	Hitoyol B is a norsesquiterpenoid, a class of organic compounds characterized by a specific arrangement of carbon atoms and functional groups. Its chemical structure features a unique 4-cyclopentene-1,3-dione moiety, which distinguishes it from other metabolites. Hitoyol B is involved in the biosynthetic pathways of fungi, particularly within the Basidiomycete Coprinopsis cinerea, where it is produced alongside other metabolites such as hitoyol A. The investigation of the lagopodin-hitoyol biosynthetic pathway has revealed intricate details about the mechanisms involved in the synthesis of these compounds, suggesting a complex interplay of enzymatic reactions that contribute to their formation (PMID:32759961). This pathway not only enhances our understanding of fungal metabolite production but also provides insights into the potential for synthesizing related compounds, such as lagopodin C, which may share structural similarities and biosynthetic origins (PMID:32759961). Overall, Hitoyol B exemplifies the diversity of natural products arising from fungal metabolism and highlights the importance of understanding these biochemical pathways in the context of natural product chemistry.		Expected Solid	CC1=CC(=O)[C@](O)(C1=O)[C@@]1(C)CC(=O)CC1(C)C	C14H18O4	InChI=1S/C14H18O4/c1-8-5-10(16)14(18,11(8)17)13(4)7-9(15)6-12(13,2)3/h5,18H,6-7H2,1-4H3/t13-,14-/m0/s1	USNQVQSHCJPDPF-KBPBESRZSA-N	250.1205091			MMDBc0023774
BASm0016883	Scequinadoline B	Scequinadoline B is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12NC(C)(C)C(=O)N1C1=CC=CC=C1[C@]2(O)C[C@@]1([H])N2C(=O)C3=CC=CC=C3N=C2[C@@]([H])(N=C1O)C(C)C	C27H29N5O4	InChI=1S/C27H29N5O4/c1-14(2)20-21-28-17-11-7-5-9-15(17)23(34)31(21)19(22(33)29-20)13-27(36)16-10-6-8-12-18(16)32-24(27)30-26(3,4)25(32)35/h5-12,14,19-20,24,30,36H,13H2,1-4H3,(H,29,33)/t19-,20+,24-,27-/m1/s1	VHQZIMAMLQIPDR-KLGADWMXSA-N	487.2219544			MMDBc0023804
BASm0016884	Taichunamide H	Taichunamide H is a novel indole alkaloid belonging to the chemical class of metabolites. It was isolated from the fungus Aspergillus versicolor and is structurally characterized as a derivative of the indole framework, which is common among various bioactive compounds. The chemical structure of Taichunamide H includes specific functional groups that contribute to its unique properties and potential bioactivity. In the context of biological pathways, Taichunamide H may play a role in various metabolic processes, although its specific mechanisms of action are not fully elucidated. The compound has been involved in studies that include the determination of its structure and the revision of related compounds, such as Taichunamide A, highlighting its importance in the field of natural product chemistry (PMID:29400467). Additionally, the initial misidentification of its structure underscores the complexity of secondary metabolites derived from fungal sources (PMID:30765898). Overall, Taichunamide H represents a significant addition to the repertoire of natural products with potential implications in pharmacology and biochemistry.		Expected Solid	[H][C@@]12C[C@]34CCCN3C(=O)[C@@]1(C[C@@]1(O)C3=C(N=C1C2(C)C)C1=C(OC(C)(C)C=C1)C=C3)N=C4O	C26H29N3O4	InChI=1S/C26H29N3O4/c1-22(2)10-8-14-16(33-22)7-6-15-18(14)27-19-23(3,4)17-12-24-9-5-11-29(24)21(31)25(17,28-20(24)30)13-26(15,19)32/h6-8,10,17,32H,5,9,11-13H2,1-4H3,(H,28,30)/t17-,24-,25-,26+/m0/s1	PYHKDROAWLAEDE-VKAHWXPLSA-N	447.2158064			MMDBc0023846
BASm0016885	Aureochaeglobosin A	Aureochaeglobosin A is a secondary metabolite belonging to the class of polyketides. There is limited literature available on Aureochaeglobosin A, indicating that further research is needed to fully understand its properties and potential biological activities.		Expected Solid		C45H54N2O7		WAKBAVPLHLJHKP-ZLGQFEIISA-N	734.3931021			MMDBc0023863
BASm0016886	Aureochaeglobosin B	Aureochaeglobosin B is a polyketide compound. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]1(CO[C@@]([H])([C@@]1([H])O)[C@]1([H])C=CC[C@]2([H])C(=O)[C@@]34C(O)=N[C@@]([H])(CC5=CNC6=CC=CC=C56)[C@]3([H])C(C)=C(C)[C@@]([H])(O)[C@]4([H])C=CC[C@]([H])(C)C=C(C)[C@@]([H])(O)C(=O)[C@@]12[H])C=CC=CC	C45H54N2O7	InChI=1S/C45H54N2O7/c1-6-7-8-14-28-23-54-42(40(28)50)31-16-12-17-32-36(31)41(51)38(48)25(3)20-24(2)13-11-18-33-39(49)27(5)26(4)37-35(47-44(53)45(33,37)43(32)52)21-29-22-46-34-19-10-9-15-30(29)34/h6-12,14-16,18-20,22,24,28,31-33,35-40,42,46,48-50H,13,17,21,23H2,1-5H3,(H,47,53)/t24-,28+,31+,32-,33-,35-,36-,37-,38+,39+,40-,42+,45-/m0/s1	AUIOVNKQUJTUHX-BSAQWNSPSA-N	734.3931021			MMDBc0023864
BASm0016887	Aureochaeglobosin C	Aureochaeglobosin C is a secondary metabolite belonging to the class of polyketides. There is limited literature available on Aureochaeglobosin C, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(CO[C@@]([H])([C@@]1([H])O)[C@]1([H])C=CC[C@]2([H])C(=O)[C@@]34C(O)=N[C@@]([H])(CC5=CNC6=CC=CC=C56)[C@]3([H])[C@]([H])(C)C(=C)[C@@]([H])(O)[C@]4([H])C=CC[C@]([H])(C)C=C(C)[C@@]([H])(O)C(=O)[C@@]12[H])C=CC=CC	C45H54N2O7	InChI=1S/C45H54N2O7/c1-6-7-8-14-28-23-54-42(40(28)50)31-16-12-17-32-36(31)41(51)38(48)25(3)20-24(2)13-11-18-33-39(49)27(5)26(4)37-35(47-44(53)45(33,37)43(32)52)21-29-22-46-34-19-10-9-15-30(29)34/h6-12,14-16,18-20,22,24,26,28,31-33,35-40,42,46,48-50H,5,13,17,21,23H2,1-4H3,(H,47,53)/t24-,26+,28+,31+,32-,33-,35-,36-,37-,38+,39+,40-,42+,45-/m0/s1	NPKFMZBXJULNIQ-AOSFQBFNSA-N	734.3931021			MMDBc0023865
BASm0016888	Alternapyrone B	Alternapyrone B is a pyrone derivative. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid		C28H42O5		NBTZRFXBXREKRF-UHFFFAOYNA-N	458.3032245			MMDBc0023893
BASm0016889	Alternapyrone C	Alternapyrone C is a member of the pyrone chemical class. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid		C28H44O5		BEOXKIXIEOFDGJ-UHFFFAOYNA-N	460.3188745			MMDBc0023894
BASm0016890	Alternapyrone D	Alternapyrone D is a polyketide compound. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid		C28H44O7		KAIIOAVNKWEQTI-UHFFFAOYNA-N	492.3087038			MMDBc0023895
BASm0016891	Alternapyrone E	Alternapyrone E is a member of the pyrone chemical class. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H]C(C)(CC(C)=CC(C)=CC([H])(CCC[C@@]1(CO)O[C@@]([H])(C)C(C)=C1)C(O)=O)C1=C(C)C(O)=C(C)C(=O)O1	C28H40O7	InChI=1S/C28H40O7/c1-16(12-18(3)25-20(5)24(30)21(6)27(33)34-25)11-17(2)13-23(26(31)32)9-8-10-28(15-29)14-19(4)22(7)35-28/h11,13-14,18,22-23,29-30H,8-10,12,15H2,1-7H3,(H,31,32)/t18?,22-,23?,28+/m0/s1	KVOSGCOKGACRAO-NZDSKQBCSA-N	488.2774036			MMDBc0023896
BASm0016892	Alternapyrone F	Alternapyrone F is a member of the pyrone chemical class. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and biological significance.		Expected Solid	[H]C(C)(CC(C)=CC(C)=CC([H])(CCC[C@@]1(CO)O[C@@]([H])(C)C(CO)=C1)C(O)=O)C1=C(C)C(O)=C(C)C(=O)O1	C28H40O8	InChI=1S/C28H40O8/c1-16(11-18(3)25-19(4)24(31)20(5)27(34)35-25)10-17(2)12-22(26(32)33)8-7-9-28(15-30)13-23(14-29)21(6)36-28/h10,12-13,18,21-22,29-31H,7-9,11,14-15H2,1-6H3,(H,32,33)/t18?,21-,22?,28+/m0/s1	KBKPUHNZWFPACT-KSASSKFLSA-N	504.2723182			MMDBc0023897
BASm0016893	Hitoyopodin A 	Hitoyopodin A is a sesquiterpenoid, a class of terpenes composed of three isoprene units. Its chemical structure features a complex arrangement of carbon rings and functional groups, characteristic of sesquiterpenoids, which often exhibit diverse biological activities. The synthesis of hitoyopodin A has been achieved through efficient methodologies, allowing for the exploration of its structural variants, including hydroxy derivatives (PMID:34661403). This compound is derived from the mushroom Coprinopsis cinerea, where its structure has been elucidated alongside other sesquiterpenoids (PMID:30234313). In terms of biochemical pathways, sesquiterpenoids like hitoyopodin A are involved in various metabolic processes, potentially influencing plant defense mechanisms and interactions with other organisms. The intricate chemical framework of hitoyopodin A not only contributes to its unique properties but also underlines its role in the broader context of natural product chemistry and its ecological significance.		Expected Solid	CC1=CC2=C(C=C1O)[C@@]1(C)C[C@](O)(CC1(C)C)O2	C15H20O3	InChI=1S/C15H20O3/c1-9-5-12-10(6-11(9)16)14(4)8-15(17,18-12)7-13(14,2)3/h5-6,16-17H,7-8H2,1-4H3/t14-,15+/m1/s1	XOUGEILHFRFJQL-CABCVRRESA-N	248.1412445			MMDBc0023898
BASm0016894	(7S,9S)-15-hydroxy-1-hitoyopodin A 	(7S,9S)-15-hydroxy-1-hitoyopodin A is a natural product belonging to the class of terpenoids. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	CC1(C)C[C@@]2(O)C[C@]1(C)C1=C(O2)C=C(CO)C(O)=C1	C15H20O4	InChI=1S/C15H20O4/c1-13(2)7-15(18)8-14(13,3)10-5-11(17)9(6-16)4-12(10)19-15/h4-5,16-18H,6-8H2,1-3H3/t14-,15+/m1/s1	TXEWQNHJNPBCJE-CABCVRRESA-N	264.1361591			MMDBc0023899
BASm0016895	(7S,9R,11S)-13hydroxy-1-hitoyopodin A 	(7S,9R,11S)-13hydroxy-1-hitoyopodin A is a natural product belonging to the class of secondary metabolites. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	CC1=CC2=C(C=C1O)[C@@]1(C)C[C@](O)(C[C@]1(C)CO)O2	C15H20O4	InChI=1S/C15H20O4/c1-9-4-12-10(5-11(9)17)14(3)7-15(18,19-12)6-13(14,2)8-16/h4-5,16-18H,6-8H2,1-3H3/t13-,14-,15+/m1/s1	PQYRPMWTGXYUTL-KFWWJZLASA-N	264.1361591			MMDBc0023900
BASm0016896	Cereusitin A	Cereusitin A is a phenazine derivative, a chemical class known for its diverse biological activities and roles in microbial metabolism. Its chemical structure features a phenazine core, which is characterized by a fused aromatic ring system that contributes to its unique properties. Cereusitin A is synthesized by certain microorganisms and is involved in various biochemical pathways, including those related to electron transport and redox reactions, which are crucial for cellular respiration and energy production. The compound is noted for its minor presence in the context of other metabolites, such as 1-hydroxyphenazine, which is the major yellow component identified in the same studies (PMID:32449160). This highlights the potential for cereusitin A to interact with other metabolic processes and compounds within its biological environment, although its specific roles and mechanisms of action remain an area of ongoing research. Overall, cereusitin A exemplifies the intricate interplay between chemical structure and biological function in microbial metabolites.		Expected Solid	[H][C@]1(O)CN2C(=O)[C@]([H])(CC(C)C)N=C(O)[C@]3([H])C[C@@]([H])(O)CN3C(=O)[C@]([H])(CC3=CC=CC=C3)N=C(O)[C@]2([H])C1	C25H34N4O6	InChI=1S/C25H34N4O6/c1-14(2)8-18-24(34)28-12-16(30)11-21(28)23(33)27-19(9-15-6-4-3-5-7-15)25(35)29-13-17(31)10-20(29)22(32)26-18/h3-7,14,16-21,30-31H,8-13H2,1-2H3,(H,26,32)(H,27,33)/t16-,17-,18+,19+,20+,21+/m1/s1	IIYSUNCOHRYFBU-OFELHODLSA-N	486.2478348			MMDBc0023919
BASm0016897	4-(R)-hydroxysattabacin	4-(R)-hydroxysattabacin is a secondary metabolite belonging to the class of natural products. There is little literature available on this metabolite, indicating a need for further research to elucidate its biological significance and potential applications.		Expected Solid	[H][C@@](O)(CC1=CC=C(O)C=C1)C(=O)CC(C)C	C13H18O3	InChI=1S/C13H18O3/c1-9(2)7-12(15)13(16)8-10-3-5-11(14)6-4-10/h3-6,9,13-14,16H,7-8H2,1-2H3/t13-/m1/s1	IHPFAGHGAJFPOT-CYBMUJFWSA-N	222.1255944			MMDBc0023920
BASm0016898	(3S,10R)-1,4-epi-3,10- dihydroxyacorenone	(3S,10R)-1,4-epi-3,10-dihydroxyacorenone is a natural product belonging to the class of acorenone derivatives. There is limited literature available on this metabolite, indicating a need for further research to elucidate its biological significance and potential applications.		Expected Solid	[H][C@]1(O)C[C@]([H])(C(C)C)[C@@]2(CC(=O)C(C)=C[C@@]2([H])O)[C@]1([H])C	C15H24O3	InChI=1S/C15H24O3/c1-8(2)11-6-12(16)10(4)15(11)7-13(17)9(3)5-14(15)18/h5,8,10-12,14,16,18H,6-7H2,1-4H3/t10-,11-,12+,14-,15-/m1/s1	IRHOLWCLSBJOSB-GGUBGCTKSA-N	252.1725446			MMDBc0023927
BASm0016899	(3S)-1,4-epi-3-hydroxyacorenone	(3S)-1,4-epi-3-hydroxyacorenone is a sesquiterpenoid. There is limited literature available on this metabolite, making it challenging to fully understand its biological significance and potential applications.		Expected Solid	[H][C@]1(O)C[C@]([H])(C(C)C)[C@]2(CC=C(C)C(=O)C2)[C@]1([H])C	C15H24O2	InChI=1S/C15H24O2/c1-9(2)12-7-13(16)11(4)15(12)6-5-10(3)14(17)8-15/h5,9,11-13,16H,6-8H2,1-4H3/t11-,12-,13+,15+/m1/s1	OWUULLGACRJNPQ-CXTNEJHOSA-N	236.17763			MMDBc0023928
BASm0016900	(3S,7R)-1,4-epi-3,7-dihydroxyacoren-10-one	(3S,7R)-1,4-epi-3,7-dihydroxyacoren-10-one is a natural product belonging to the class of sesquiterpenoids. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H][C@]1(O)C[C@]([H])(C(C)C)[C@@]2(C[C@@]([H])(O)C(C)=CC2=O)[C@]1([H])C	C15H24O3	InChI=1S/C15H24O3/c1-8(2)11-6-12(16)10(4)15(11)7-13(17)9(3)5-14(15)18/h5,8,10-13,16-17H,6-7H2,1-4H3/t10-,11-,12+,13-,15-/m1/s1	VXNBSBUJKPFQKE-ZHZXCYKASA-N	252.1725446			MMDBc0023929
BASm0016901	(7R)-1,4-epi-7- hydroxyacoren-10-one	(7R)-1,4-epi-7-hydroxyacoren-10-one is a natural product belonging to the class of terpenoids. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]1(C)CC[C@]([H])(C(C)C)[C@@]11C[C@@]([H])(O)C(C)=CC1=O	C15H24O2	InChI=1S/C15H24O2/c1-9(2)12-6-5-11(4)15(12)8-13(16)10(3)7-14(15)17/h7,9,11-13,16H,5-6,8H2,1-4H3/t11-,12-,13-,15-/m1/s1	XOAZRNUUCGPXHS-RGCMKSIDSA-N	236.17763			MMDBc0023930
BASm0016902	Alternaphenol B			Expected Solid	CC1=CC(O)=C2C(OC(=O)C3=C(C(O)=CC=C3)C2=O)=C1	C15H10O5	InChI=1S/C15H10O5/c1-7-5-10(17)13-11(6-7)20-15(19)8-3-2-4-9(16)12(8)14(13)18/h2-6,16-17H,1H3	GXBVJTTXZBEHQB-UHFFFAOYSA-N	270.0528234			MMDBc0023957
BASm0016903	Kiamycin B	Kiamycin B is a polyketide antibiotic. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CC3=C(C(=O)C[C@](C)(O)C3)[C@@]3([H])[C@@]([H])(O1)C1=C(C(OC)=CC=C1)[C@@]([H])(O)[C@@]23O	C20H22O6	InChI=1S/C20H22O6/c1-19(23)7-9-6-13-20(24)16(14(9)11(21)8-19)17(26-13)10-4-3-5-12(25-2)15(10)18(20)22/h3-5,13,16-18,22-24H,6-8H2,1-2H3/t13-,16-,17-,18+,19+,20+/m0/s1	OYXKPETZJCTWDM-GYDQMFFNSA-N	358.1416384			MMDBc0024001
BASm0016904	Kiamycin C	Kiamycin C is a member of the macrolide chemical class. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CC3=C(C(O)=CC(C)=C3)[C@@]3([H])[C@@]([H])(O1)C1=C(C(OC)=CC=C1)[C@@]([H])(O)[C@@]23O	C20H20O5	InChI=1S/C20H20O5/c1-9-6-10-8-14-20(23)17(15(10)12(21)7-9)18(25-14)11-4-3-5-13(24-2)16(11)19(20)22/h3-7,14,17-19,21-23H,8H2,1-2H3/t14-,17-,18-,19+,20+/m0/s1	CXWRZBHQTINGNV-SQWSIXGCSA-N	340.1310737			MMDBc0024002
BASm0016905	Eupenicilazaphilone A			Expected Solid	[H]\C(=C(\[H])[C@](C)(O)[C@]([H])(O)[C@@]([H])(C)CC)C1=CC2=C(Cl)C(=O)[C@](C)(O)[C@]([H])(O)[C@]2([H])CO1	C19H27ClO6	InChI=1S/C19H27ClO6/c1-5-10(2)15(21)18(3,24)7-6-11-8-12-13(9-26-11)16(22)19(4,25)17(23)14(12)20/h6-8,10,13,15-16,21-22,24-25H,5,9H2,1-4H3/b7-6+/t10-,13+,15+,16+,18-,19+/m0/s1	CPMFRQHRPWPNMP-JRMQMFIBSA-N	386.1496163			MMDBc0024021
BASm0016906	Eupenicilazaphilone B			Expected Solid	[H]\C(=C(\[H])[C@](C)(O)[C@]([H])(O)[C@@]([H])(C)CC)C1=CC2=C(Cl)C(=O)[C@](C)(O)[C@]([H])(O)[C@@]2([H])CO1	C19H27ClO6	InChI=1S/C19H27ClO6/c1-5-10(2)15(21)18(3,24)7-6-11-8-12-13(9-26-11)16(22)19(4,25)17(23)14(12)20/h6-8,10,13,15-16,21-22,24-25H,5,9H2,1-4H3/b7-6+/t10-,13-,15+,16+,18-,19+/m0/s1	CPMFRQHRPWPNMP-YXSIVKASSA-N	386.1496163			MMDBc0024022
BASm0016907	Dahliane A	Dahliane A is a flavonoid metabolite. There is little literature available on this compound, indicating that further research is needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@]1(O)[C@@]([H])(O)[C@]2([H])[C@@]3([H])OCC4=C3[C@@](C)(CC[C@]4([H])O)CC[C@]2(C)[C@@]1([H])C(C)C	C20H32O4	InChI=1S/C20H32O4/c1-10(2)13-16(22)17(23)15-18-14-11(9-24-18)12(21)5-6-19(14,3)7-8-20(13,15)4/h10,12-13,15-18,21-23H,5-9H2,1-4H3/t12-,13-,15+,16+,17-,18-,19-,20+/m0/s1	FEEKQAGOFRYSCP-XLNXOESKSA-N	336.2300595			MMDBc0024046
BASm0016908	Dahliane B	Dahliane B is a secondary metabolite belonging to the class of terpenoids. There is limited literature available on this metabolite, indicating a need for further research to elucidate its properties and potential biological significance.		Expected Solid	[H]C(C)(CO)[C@@]1([H])[C@@]([H])(O)[C@@]([H])(O)[C@]2([H])[C@@]3([H])OCC4=C3[C@@](C)(CC[C@]4([H])O)CC[C@]12C	C20H32O5	InChI=1S/C20H32O5/c1-10(8-21)13-16(23)17(24)15-18-14-11(9-25-18)12(22)4-5-19(14,2)6-7-20(13,15)3/h10,12-13,15-18,21-24H,4-9H2,1-3H3/t10?,12-,13-,15+,16+,17-,18-,19-,20+/m0/s1	GSCMNDGHAGKYNL-VUGDJNQGSA-N	352.2249741			MMDBc0024047
BASm0016909	Dahliane C	Dahliane C is a flavonoid, a class of compounds known for their diverse biological activities. There is little literature available on this metabolite, indicating a need for further research to understand its properties and potential applications.		Expected Solid	[H][C@]1(O)C2=CC3=C(CO)C(=O)CC[C@@]3(C)CC[C@]2(C)[C@@]([H])(C(C)C)[C@]1([H])O	C20H30O4	InChI=1S/C20H30O4/c1-11(2)16-18(24)17(23)14-9-13-12(10-21)15(22)5-6-19(13,3)7-8-20(14,16)4/h9,11,16-18,21,23-24H,5-8,10H2,1-4H3/t16-,17-,18-,19-,20-/m0/s1	OTUPIQJUQWGDQX-HVTWWXFQSA-N	334.2144094			MMDBc0024048
BASm0016910	Dahliane D	Dahliane D is a secondary metabolite belonging to the chemical class of radianspenes. Its chemical structure is characterized by unique carbon skeletons typical of this class, which contributes to its bioactivity. Dahliane D, along with radianspenes C and D, was isolated from the crude extract of Nemania sp., demonstrating its potential as a bioactive compound (PMID:36160406). In cellular assays, dahliane D has been shown to suppress the expression of mRNA encoding programmed death-ligand 1 (PD-L1) and the aromatic hydrocarbon receptor (AhR), as well as the surface expression of PD-L1 protein in cells exposed to benzo[a]pyrene (PMID:36160406). Furthermore, it reduces the expression of AhR, PD-L1, inducible T-cell costimulator ligand (ICOSL), and glucocorticoid-induced TNFR-related protein ligand (GITRL) proteins in H1975 lung cancer cells, while also exerting anti-proliferative effects (PMID:36160406). These pathways indicate dahliane D's involvement in modulating immune checkpoint proteins and cellular proliferation, highlighting its potential role in cancer biology.		Expected Solid	[H]C(C)(CO)[C@@]1([H])[C@]([H])(O)[C@@]([H])(O)C2=CC3=C(CO)C(=O)CC[C@@]3(C)CC[C@]12C	C20H30O5	InChI=1S/C20H30O5/c1-11(9-21)16-18(25)17(24)14-8-13-12(10-22)15(23)4-5-19(13,2)6-7-20(14,16)3/h8,11,16-18,21-22,24-25H,4-7,9-10H2,1-3H3/t11?,16-,17-,18-,19-,20-/m0/s1	XZPHWDDYNZKGQF-WBACSBQKSA-N	350.2093241			MMDBc0024049
BASm0016911	46-dimethylcurvulinic acid			Expected Solid	CC(=O)C1=C(O)C(C)=C(O)C(C)=C1CC(O)=O	C12H14O5	InChI=1S/C12H14O5/c1-5-8(4-9(14)15)10(7(3)13)12(17)6(2)11(5)16/h16-17H,4H2,1-3H3,(H,14,15)	OWTQYBKDLMPBEH-UHFFFAOYSA-N	238.0841236			MMDBc0024087
BASm0016912	12-hydroxyalbrassitriol	12-hydroxyalbrassitriol is a drimane sesquiterpenoid, a chemical class characterized by a specific arrangement of carbon atoms and functional groups. Its chemical structure features a hydroxyl group at the 12-position, which is significant in determining its reactivity and interactions. This compound was isolated from cultures of the fungus Penicillium sp., highlighting its potential as a natural product with unique chemical properties (PMID:27892687). In terms of biological pathways, sesquiterpenoids like 12-hydroxyalbrassitriol are often involved in various metabolic processes, including those related to plant defense mechanisms and interactions with other organisms. They can also play roles in signaling pathways within fungi and plants, contributing to ecological interactions. The presence of hydroxyl groups in such compounds often enhances their solubility and biological activity, facilitating their involvement in diverse biochemical pathways. Overall, 12-hydroxyalbrassitriol exemplifies the complexity and significance of natural products derived from fungi, offering insights into both chemistry and potential biological applications.		Expected Solid	[H][C@]1(O)C=C(CO)[C@](O)(CO)[C@@]2(C)CCCC(C)(C)[C@]12[H]	C15H26O4	InChI=1S/C15H26O4/c1-13(2)5-4-6-14(3)12(13)11(18)7-10(8-16)15(14,19)9-17/h7,11-12,16-19H,4-6,8-9H2,1-3H3/t11-,12-,14-,15+/m0/s1	HUZKUSWQRONLOJ-NZBPQXDJSA-N	270.1831093			MMDBc0024091
BASm0016913	Drim-8(12)-en-6β,7α, 9α,11-tetraol	Drim-8(12)-en-6β,7α, 9α,11-tetraol is a tetracyclic triterpenoid. There is little literature available on this metabolite, indicating that it may not be extensively studied or characterized in scientific research.		Expected Solid	[H][C@]1(O)C(=C)[C@](O)(CO)[C@@]2(C)CCCC(C)(C)[C@]2([H])[C@]1([H])O	C15H26O4	InChI=1S/C15H26O4/c1-9-10(17)11(18)12-13(2,3)6-5-7-14(12,4)15(9,19)8-16/h10-12,16-19H,1,5-8H2,2-4H3/t10-,11+,12-,14-,15+/m0/s1	VWVIQJXEFXIZBT-CUZKYEQNSA-N	270.1831093			MMDBc0024092
BASm0016914	Drim-68(12)-dien-9α,11-diol	Drim-68(12)-dien-9α,11-diol is a terpene, a class of organic compounds characterized by their diverse structures and functions in nature. There is limited literature available on this specific metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]12C=CC(=C)[C@](O)(CO)[C@@]1(C)CCCC2(C)C	C15H24O2	InChI=1S/C15H24O2/c1-11-6-7-12-13(2,3)8-5-9-14(12,4)15(11,17)10-16/h6-7,12,16-17H,1,5,8-10H2,2-4H3/t12-,14-,15+/m0/s1	XNIDYKVHDSECQN-AEGPPILISA-N	236.17763			MMDBc0024093
BASm0016915	4-(2′R,4′-dihydroxybutoxy)benzoic acid	4-(2′R,4′-dihydroxybutoxy)benzoic acid is a benzoic acid derivative. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@](O)(CCO)COC1=CC=C(C=C1)C(O)=O	C11H14O5	InChI=1S/C11H14O5/c12-6-5-9(13)7-16-10-3-1-8(2-4-10)11(14)15/h1-4,9,12-13H,5-7H2,(H,14,15)/t9-/m1/s1	PHFKAOOIRVZKGJ-SECBINFHSA-N	226.0841236			MMDBc0024113
BASm0016916	Asperorydine F	Asperorydine F is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CC3=C4C(NC=C4[C@]1([H])C(=O)N(C(=O)CC(C)=O)C2(C)C)=CC=C3	C19H20N2O3	InChI=1S/C19H20N2O3/c1-10(22)7-15(23)21-18(24)17-12-9-20-14-6-4-5-11(16(12)14)8-13(17)19(21,2)3/h4-6,9,13,17,20H,7-8H2,1-3H3/t13-,17+/m1/s1	NHXKXNQOTMRWNZ-DYVFJYSZSA-N	324.1473925			MMDBc0024185
BASm0016917	Asperorydine I	Asperorydine I is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CC3=C(C(NC)=CC=C3)C(=O)[C@]1([H])C(=O)N(C(=O)CC(C)=O)C2(C)C	C19H22N2O4	InChI=1S/C19H22N2O4/c1-10(22)8-14(23)21-18(25)16-12(19(21,2)3)9-11-6-5-7-13(20-4)15(11)17(16)24/h5-7,12,16,20H,8-9H2,1-4H3/t12-,16-/m1/s1	FRHIEXGDYQMFJP-MLGOLLRUSA-N	342.1579572			MMDBc0024186
BASm0016918	Asperorydine J	Asperorydine J is a secondary metabolite belonging to the class of alkaloids. There is little literature available on this compound, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CC3=C(C(NC)=CC=C3)C(=O)[C@]1([H])C(=O)N(C(=O)CC(=O)OC)C2(C)C	C19H22N2O5	InChI=1S/C19H22N2O5/c1-19(2)11-8-10-6-5-7-12(20-3)15(10)17(24)16(11)18(25)21(19)13(22)9-14(23)26-4/h5-7,11,16,20H,8-9H2,1-4H3/t11-,16-/m1/s1	PISDGLMTVUSQRK-BDJLRTHQSA-N	358.1528718			MMDBc0024187
BASm0016919	Asperorydine K	Asperorydine K is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CC3=C(C(NC)=CC=C3)C(=O)[C@]1([H])[C@]1([H])N(C(=O)C(C(C)=N)=C1O)C2(C)C	C20H23N3O3	InChI=1S/C20H23N3O3/c1-9(21)13-18(25)16-15-11(20(2,3)23(16)19(13)26)8-10-6-5-7-12(22-4)14(10)17(15)24/h5-7,11,15-16,21-22,25H,8H2,1-4H3/t11-,15+,16+/m1/s1	FWPNUKOTCRYVIK-RLCCDNCMSA-N	353.1739416			MMDBc0024188
BASm0016920	Asperorydine L	Asperorydine L is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CC3=C(C(NC)=CC=C3)C(=O)C1=C1N(C(=O)C(C(C)=N)=C1O)C2(C)C	C20H21N3O3	InChI=1S/C20H21N3O3/c1-9(21)13-18(25)16-15-11(20(2,3)23(16)19(13)26)8-10-6-5-7-12(22-4)14(10)17(15)24/h5-7,11,21-22,25H,8H2,1-4H3/t11-/m1/s1	LWMYYCFEWUUXAH-LLVKDONJSA-N	351.1582915			MMDBc0024189
BASm0016921	Asperorydine M	Asperorydine M is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CC3=C4C(=CC=C3)N(C)C(=O)[C@@]4(O)[C@]1([H])[C@]1([H])N(C(=O)C(C(C)=N)=C1O)C2(C)C	C21H23N3O4	InChI=1S/C21H23N3O4/c1-9(22)13-17(25)16-15-11(20(2,3)24(16)18(13)26)8-10-6-5-7-12-14(10)21(15,28)19(27)23(12)4/h5-7,11,15-16,22,25,28H,8H2,1-4H3/t11-,15+,16+,21+/m1/s1	JIFOMGQJIOWIGX-HFRPNRNYSA-N	381.1688562			MMDBc0024190
BASm0016922	Asperorydine A	Asperorydine A is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CC3=C4C(NC=C([C@]5([H])N=C(O)[C@@](C(C)=O)(C5=O)C1(C)C)[C@]24[H])=CC=C3	C20H20N2O3	InChI=1S/C20H20N2O3/c1-9(23)20-17(24)16(22-18(20)25)11-8-21-13-6-4-5-10-7-12(19(20,2)3)15(11)14(10)13/h4-6,8,12,15-16,21H,7H2,1-3H3,(H,22,25)/t12-,15+,16-,20+/m0/s1	NXZRXKFLZZAYRA-UXFYUNLUSA-N	336.1473925			MMDBc0024191
BASm0016923	Asperorydine B	Asperorydine B is a secondary metabolite belonging to the class of alkaloids. There is little literature available on this compound, and its biological activities and potential applications remain largely unexplored.		Expected Solid	[H][C@@]12CC3=C4C(=CC=C3)N(C)C(=O)C(O)=C4[C@]1([H])[C@]1([H])N(C(=O)C(C(C)=N)=C1O)C2(C)C	C22H23N3O4	InChI=1S/C22H23N3O4/c1-9(23)13-18(26)17-15-11(22(2,3)25(17)20(13)28)8-10-6-5-7-12-14(10)16(15)19(27)21(29)24(12)4/h5-7,11,15,17,23,26-27H,8H2,1-4H3/t11-,15-,17+/m1/s1	SREDNEAAWGFTAO-JGFGOQIWSA-N	393.1688562			MMDBc0024192
BASm0016924	Asperorydine C	Asperorydine C is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]12O[C@@]1(C)CC(O)=NC(C)(C)C1=C2C2=C3C(=CC=CC3=C1)N(C)C2=O	C20H20N2O3	InChI=1S/C20H20N2O3/c1-19(2)11-8-10-6-5-7-12-14(10)16(18(24)22(12)4)15(11)17-20(3,25-17)9-13(23)21-19/h5-8,17H,9H2,1-4H3,(H,21,23)/t17-,20+/m1/s1	GSLMEQPWGDWDKV-XLIONFOSSA-N	336.1473925			MMDBc0024193
BASm0016925	Asperorydine D	Asperorydine D is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12O[C@@]([H])(C)CC(=O)N1C(C)(C)C1=C2C2=C3C(=CC=CC3=C1)N(C)C2=O	C20H20N2O3	InChI=1S/C20H20N2O3/c1-10-8-14(23)22-19(25-10)16-12(20(22,2)3)9-11-6-5-7-13-15(11)17(16)18(24)21(13)4/h5-7,9-10,19H,8H2,1-4H3/t10-,19-/m0/s1	XDZIYWBMRDSUPM-OVWNDWIMSA-N	336.1473925			MMDBc0024194
BASm0016926	Asperorydine E	Asperorydine E is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on Asperorydine E, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]12O[C@@]([H])(C)CC(=O)N1C(C)(C)C1=C2C2=C3C(=CC=CC3=C1)N(C)C2=O	C20H20N2O3	InChI=1S/C20H20N2O3/c1-10-8-14(23)22-19(25-10)16-12(20(22,2)3)9-11-6-5-7-13-15(11)17(16)18(24)21(13)4/h5-7,9-10,19H,8H2,1-4H3/t10-,19+/m0/s1	XDZIYWBMRDSUPM-APBUJDDRSA-N	336.1473925			MMDBc0024195
BASm0016927	Asperorydine G	Asperorydine G is a secondary metabolite belonging to the class of alkaloids. There is little literature available on this compound, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid		C20H20N2O4		WQIRGFAZJZHHBZ-UHFFFAOYNA-N	352.1423071			MMDBc0024196
BASm0016928	Asperorydine H	Asperorydine H is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12CC3=C(C(NC)=CC=C3)C(=O)[C@]1([H])[C@]1([H])N(C(=O)C(C(C)=O)=C1O)C2(C)C	C20H22N2O4	InChI=1S/C20H22N2O4/c1-9(23)13-18(25)16-15-11(20(2,3)22(16)19(13)26)8-10-6-5-7-12(21-4)14(10)17(15)24/h5-7,11,15-16,21,25H,8H2,1-4H3/t11-,15+,16+/m1/s1	FNIHUSOGDPMUFQ-RLCCDNCMSA-N	354.1579572			MMDBc0024197
BASm0016929	Asperversiamide A	Asperversiamide A is a cycloheptapeptide belonging to the class of natural products derived from fungi. Its chemical structure features a cyclic arrangement of seven amino acids, which contributes to its unique bioactivity. Asperversiamide A has been isolated from the coral-derived fungus Aspergillus versicolor, highlighting its potential as a source of novel bioactive compounds. In terms of biological pathways, asperversiamide A and its derivatives have been evaluated for their anti-tubercular activities against Mycobacterium tuberculosis H37Ra, indicating a possible role in combating tuberculosis (PMID:36713278). Additionally, the compound has been the subject of semi-synthesis efforts, leading to the creation of various new derivatives that may enhance its pharmacological properties (PMID:33356261). The exploration of asperversiamide A not only underscores the significance of fungal metabolites in medicinal chemistry but also opens avenues for further research into its therapeutic applications and mechanisms of action.		Expected Solid	[H][C@@]12C[C@@]34CCCN3C(=O)[C@]1(C[C@@]1(O)C3=CC5=C(OC(C)(C)C=C5)C=C3N=C1C2(C)C)N=C4O	C26H29N3O4	InChI=1S/C26H29N3O4/c1-22(2)8-6-14-10-15-16(11-17(14)33-22)27-19-23(3,4)18-12-24-7-5-9-29(24)21(31)25(18,28-20(24)30)13-26(15,19)32/h6,8,10-11,18,32H,5,7,9,12-13H2,1-4H3,(H,28,30)/t18-,24+,25+,26+/m0/s1	ONXQVGKSPXHYRN-MZNDLHKKSA-N	447.2158064			MMDBc0024214
BASm0016930	Asperversiamide B	Asperversiamide B is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]12C[C@]34CCCN3C(=O)[C@@]1(C[C@]1(C(O)=NC3=CC5=C(C=CC(C)(C)O5)C=C13)C2(C)C)N=C4O	C26H29N3O4	InChI=1S/C26H29N3O4/c1-22(2)8-6-14-10-15-16(11-17(14)33-22)27-20(31)25(15)13-26-18(23(25,3)4)12-24(19(30)28-26)7-5-9-29(24)21(26)32/h6,8,10-11,18H,5,7,9,12-13H2,1-4H3,(H,27,31)(H,28,30)/t18-,24+,25+,26+/m1/s1	XLSISWUDRYYGNI-JTQLPTLWSA-N	447.2158064			MMDBc0024215
BASm0016931	Asperversiamide C	Asperversiamide C is a secondary metabolite belonging to the class of amides. There is little literature available on this compound, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]12C[C@]34CCCN3C(=O)[C@@]1(C[C@@]1(C(O)=NC3=CC5=C(C=CC(C)(C)O5)C=C13)C2(C)C)N=C4O	C26H29N3O4	InChI=1S/C26H29N3O4/c1-22(2)8-6-14-10-15-16(11-17(14)33-22)27-20(31)25(15)13-26-18(23(25,3)4)12-24(19(30)28-26)7-5-9-29(24)21(26)32/h6,8,10-11,18H,5,7,9,12-13H2,1-4H3,(H,27,31)(H,28,30)/t18-,24+,25-,26+/m1/s1	XLSISWUDRYYGNI-JBSJPJJHSA-N	447.2158064			MMDBc0024216
BASm0016932	Asperversiamide D	Asperversiamide D is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12C[C@]34CCCN3C(=O)[C@@]1(CC1=C(NC3=C1C=C1C=CC(C)(C)OC1=C3)C2(C)C)N=C4O	C26H29N3O3	InChI=1S/C26H29N3O3/c1-23(2)8-6-14-10-15-16-12-26-19(24(3,4)20(16)27-17(15)11-18(14)32-23)13-25(21(30)28-26)7-5-9-29(25)22(26)31/h6,8,10-11,19,27H,5,7,9,12-13H2,1-4H3,(H,28,30)/t19-,25-,26-/m0/s1	VQSGPNFTKPKYOS-CNVLFFCLSA-N	431.2208918			MMDBc0024217
BASm0016933	Asperversiamide E	Asperversiamide E is a secondary metabolite belonging to the class of amides. There is limited literature available on this compound, indicating a need for further research to understand its properties and potential biological significance.		Expected Solid	[H][C@]12C[C@]34CCCN3C(=O)[C@@]1(CC1=C(NC3=C1C=C1C=CC(C)(C)OC1=C3)C2(C)C)N=C4O	C26H29N3O3	InChI=1S/C26H29N3O3/c1-23(2)8-6-14-10-15-16-12-26-19(24(3,4)20(16)27-17(15)11-18(14)32-23)13-25(21(30)28-26)7-5-9-29(25)22(26)31/h6,8,10-11,19,27H,5,7,9,12-13H2,1-4H3,(H,28,30)/t19-,25+,26+/m1/s1	VQSGPNFTKPKYOS-PBXQCXKZSA-N	431.2208918			MMDBc0024218
BASm0016934	Asperversiamide F	Asperversiamide F is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]12CCCN1C(=O)[C@]([H])(CC1=C(NC3=C1C=C1C=CC(C)(C)OC1=C3)C(C)(C)C=C)N=C2O	C26H31N3O3	InChI=1S/C26H31N3O3/c1-6-25(2,3)22-17(13-19-24(31)29-11-7-8-20(29)23(30)28-19)16-12-15-9-10-26(4,5)32-21(15)14-18(16)27-22/h6,9-10,12,14,19-20,27H,1,7-8,11,13H2,2-5H3,(H,28,30)/t19-,20+/m0/s1	GKEMOLJYROWHLA-VQTJNVASSA-N	433.2365419			MMDBc0024219
BASm0016935	Asperversiamide G	Asperversiamide G is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H]\C(C1=C(NC2=C1C=C1C=CC(C)(C)OC1=C2)C(C)(C)C=C)=C1\N=C(O)[C@]2([H])CCCN2C1=O	C26H29N3O3	InChI=1S/C26H29N3O3/c1-6-25(2,3)22-17(13-19-24(31)29-11-7-8-20(29)23(30)28-19)16-12-15-9-10-26(4,5)32-21(15)14-18(16)27-22/h6,9-10,12-14,20,27H,1,7-8,11H2,2-5H3,(H,28,30)/b19-13-/t20-/m0/s1	AKAUPSSPCRCSAB-DTBYZMGXSA-N	431.2208918			MMDBc0024220
BASm0016936	Asperversiamide H	Asperversiamide H is a prenylated indole alkaloid, a chemical class known for its diverse biological activities and structural complexity. This compound was identified during an HPLC-DAD-directed chemical investigation of the soil-derived fungus Aspergillus versicolor QC812, which led to the isolation of several new linearly fused prenylated indole alkaloids, including asperversiamide H (PMID:31390200). The chemical structure of asperversiamide H features a fused ring system characteristic of indole alkaloids, with prenyl groups that enhance its chemical reactivity and potential interactions with biological targets. In terms of biological pathways, indole alkaloids like asperversiamide H are often involved in various metabolic processes, including those related to secondary metabolite biosynthesis, which can impact ecological interactions and the survival of the producing organism. The unique structural features of asperversiamide H may also suggest potential roles in signaling pathways or interactions with enzymatic systems, although specific pathways for this compound remain to be fully elucidated.		Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(C[C@]1(C(O)=NC3=CC4=C(C=CC(C)(C)O4)C=C13)C(C)(C)C=C)N=C2O	C26H31N3O4	InChI=1S/C26H31N3O4/c1-6-24(2,3)26(14-18-22(31)29-11-7-8-19(29)21(30)27-18)16-12-15-9-10-25(4,5)33-20(15)13-17(16)28-23(26)32/h6,9-10,12-13,18-19H,1,7-8,11,14H2,2-5H3,(H,27,30)(H,28,32)/t18-,19-,26-/m0/s1	MTVNXTIKSNTFEN-DGUDUIIESA-N	449.2314565			MMDBc0024221
BASm0016937	Aspercryptin	Aspercryptin is a lipopeptide metabolite characterized by its unique structural orientation, which diverges from conventional lipopeptides. Its chemical structure includes two noncanonical amino acids derived from octanoic and dodecanoic acids, synthesized through a 14-gene biosynthetic gene cluster in Aspergillus nidulans. This cluster encodes two fatty acid synthases and several enzymes that facilitate the conversion of saturated fatty acids into α-amino acids, highlighting the complexity of its biosynthetic pathway (PMID:27310134). The transcription factor AtnN plays a critical role in regulating the expression of the aspercryptin gene cluster, particularly under stress conditions induced by menadione sodium bisulfite (MSB) treatment (PMID:39643398). Recent studies have revealed the existence of multiple aspercryptin variants, with increases in their levels observed following the inhibition of histone deacetylase, suggesting an intricate interplay between genetic regulation and secondary metabolite production (PMID:27310134). Additionally, the discovery of aspercryptin was facilitated by the development of genetic dereplication strains, which allowed researchers to propose its biosynthetic pathway and confirm its formation from compounds produced by distinct gene clusters (PMID:26563584).		Expected Solid	[H][C@](C)(O)[C@@]([H])(N=C(O)[C@]([H])(CO)N1CC2=C(OC)C(C)=C(O)C=C2C1=O)C(O)=N[C@]([H])(C(O)=N[C@@]([H])(CCCCCC)C(O)=N[C@@]([H])(CC(O)=N)C(O)=N[C@]([H])(CO)CCCCCCCCCC)[C@@]([H])(C)CC	C47H79N7O12	InChI=1S/C47H79N7O12/c1-8-11-13-15-16-17-18-19-21-31(26-55)49-43(61)35(24-38(48)59)51-42(60)34(22-20-14-12-9-2)50-45(63)39(28(4)10-3)52-46(64)40(30(6)57)53-44(62)36(27-56)54-25-33-32(47(54)65)23-37(58)29(5)41(33)66-7/h23,28,30-31,34-36,39-40,55-58H,8-22,24-27H2,1-7H3,(H2,48,59)(H,49,61)(H,50,63)(H,51,60)(H,52,64)(H,53,62)/t28-,30+,31-,34-,35-,36-,39-,40+/m0/s1	XPHWGDOKBVDYOP-NQPCGIIESA-N	933.578671			MMDBc0024240
BASm0016938	FARI	FARI is a metabolite belonging to the class of organic compounds known as fatty acid derivatives. Chemically, FARI is characterized by its unique structure, which includes a long hydrocarbon chain and functional groups that facilitate its interaction with various biological pathways. It plays a role in lipid metabolism, influencing pathways such as fatty acid oxidation and the synthesis of bioactive lipids. These processes are crucial for maintaining cellular energy homeostasis and regulating inflammatory responses. Additionally, FARI may be involved in signaling pathways that affect cell proliferation and differentiation, although the specifics of these interactions are still under investigation. The synthesis and degradation of FARI are mediated by enzymes that are integral to metabolic pathways, highlighting its importance in cellular physiology. Studies have shown that alterations in FARI levels can impact metabolic health, suggesting a potential link to various diseases, although the precise mechanisms remain to be fully elucidated (PMID:40934283, PMID:40784039).		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(CCC(C)=O)C(C)C)C(=O)CCCO	C14H24O3	InChI=1S/C14H24O3/c1-11(2)13(7-6-12(3)16)8-9-14(17)5-4-10-15/h8-9,11,13,15H,4-7,10H2,1-3H3/b9-8+/t13-/m1/s1	ASCLICZKBLRYKI-MMQHEFTJSA-N	240.1725446			MMDBc0024316
BASm0016939	R-N-DMAT	R-N-DMAT is a member of the class of dimethylated amines. There is little literature available on this metabolite, indicating that further research is needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@](N)(CC1=CN(C2=CC=CC=C12)C(C)(C)C=C)C(O)=O	C16H20N2O2	InChI=1S/C16H20N2O2/c1-4-16(2,3)18-10-11(9-13(17)15(19)20)12-7-5-6-8-14(12)18/h4-8,10,13H,1,9,17H2,2-3H3,(H,19,20)/t13-/m0/s1	LOCNLUOBLWSOIZ-ZDUSSCGKSA-N	272.1524779			MMDBc0024345
BASm0016940	Ac-r-N-DMAT	Ac-r-N-DMAT is a synthetic compound belonging to the class of N,N-dimethylaminoethyl derivatives. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological implications.		Expected Solid		C18H22N2O3		LLVOASVXELWNBZ-UHFFFAOYNA-N	314.1630426			MMDBc0024346
BASm0016941	Methyl-ac-r-N-DMAT	Methyl-ac-r-N-DMAT is a chemical compound belonging to the class of metabolites. There is limited literature available on this metabolite, suggesting that further research may be necessary to fully understand its properties and implications in biomedical contexts.		Expected Solid		C19H24N2O3		REAIGAUYAUSOEN-UHFFFAOYNA-N	328.1786926			MMDBc0024347
BASm0016942	7-O-2′E-butenoyl macrolactin A	7-O-2′E-butenoyl macrolactin A is a member of the macrolide class of compounds. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(C)=C(\[H])C(=O)O[C@@]1([H])C\C([H])=C(/[H])\C(\[H])=C([H])/C(=O)O[C@@]([H])(C)CCC\C([H])=C(/[H])\C(\[H])=C([H])\[C@]([H])(O)C[C@@]([H])(O)C\C([H])=C(\[H])/C(/[H])=C1\[H]	C28H38O6	InChI=1S/C28H38O6/c1-3-15-27(31)34-26-19-12-7-11-18-25(30)22-24(29)17-10-6-4-5-9-16-23(2)33-28(32)21-14-8-13-20-26/h3-4,6-8,10-15,17,19,21,23-26,29-30H,5,9,16,18,20,22H2,1-2H3/b6-4+,11-7-,13-8+,15-3+,17-10+,19-12+,21-14-/t23-,24-,25-,26+/m0/s1	GPAVSOORVSIRRW-DEHRZPGBSA-N	470.2668389			MMDBc0024372
BASm0016943	(+)-malyngamide Y	(+)-malyngamide Y is a member of the chemical class of malyngamides, which are characterized by their unique cyclic structure and bioactive properties. This compound is derived from the marine bacterium Moorea producens and has been identified through a bioassay-guided investigation focusing on cancer cell cytotoxicity. The chemical structure of (+)-malyngamide Y features a complex arrangement that contributes to its biological activity, although specific details of its molecular configuration are not provided in the literature. In terms of its biological pathways, (+)-malyngamide Y is involved in mechanisms that may influence cell survival and proliferation, particularly in cancerous cells, highlighting its potential as a lead compound in anticancer drug development. The discovery of (+)-malyngamide Y alongside another cyclic depsipeptide, (+)-floridamide, underscores the rich chemical diversity present in marine natural products and their potential applications in therapeutic contexts (PMID:27426414).		Expected Solid		C23H36ClNO3		WWQDIDINXDFXLA-WEKSZGGKNA-N	409.2383717			MMDBc0024391
BASm0016944	(+)-floridamide	(+)-floridamide is a cyclic depsipeptide, a class of compounds characterized by the presence of both amino acid and hydroxy acid residues linked by ester bonds. This compound was identified through a bioassay-guided investigation focused on cancer cell cytotoxicity, which highlighted its potential as a bioactive natural product derived from the marine cyanobacterium Moorea producens collected in Key West, Florida (PMID:27426414). The chemical structure of (+)-floridamide features a unique arrangement of its constituent amino acids and hydroxy acids, contributing to its biological activity. While the specific biological pathways involving (+)-floridamide remain to be fully elucidated, its classification as a depsipeptide suggests potential interactions with various cellular processes, possibly influencing signaling pathways related to cell proliferation and apoptosis. Further studies are necessary to explore its mechanisms of action and potential therapeutic applications.		Expected Solid		C33H50N4O6		KDCDMMXOSHLPFR-UHFFFAOYNA-N	598.3730353			MMDBc0024392
BASm0016945	2-(dimethoxymethyl)-1-hydroxyanthracene-9,10-dione	2-(dimethoxymethyl)-1-hydroxyanthracene-9,10-dione is a novel anthraquinone, a class of compounds known for their diverse biological activities and applications in pharmaceuticals. Its chemical structure features an anthracene backbone with hydroxyl and dimethoxymethyl substituents, which may influence its reactivity and interaction with biological systems. This compound was isolated from the fermentation of Aspergillus versicolor, a fungus found in deep sea sediment, indicating its potential role in natural product chemistry and biotechnological applications (PMID:28511613). Anthraquinones are known to participate in various biochemical pathways, including those related to oxidative stress and cellular signaling, which can affect processes such as apoptosis and inflammation. The unique structural attributes of 2-(dimethoxymethyl)-1-hydroxyanthracene-9,10-dione may confer specific properties that could be explored for therapeutic uses or as a lead compound in drug development, particularly in the context of natural products derived from marine organisms. Further studies are warranted to elucidate its full biological implications and potential utility in medicinal chemistry.		Expected Solid	COC(OC)C1=C(O)C2=C(C=C1)C(=O)C1=CC=CC=C1C2=O	C17H14O5	InChI=1S/C17H14O5/c1-21-17(22-2)12-8-7-11-13(16(12)20)15(19)10-6-4-3-5-9(10)14(11)18/h3-8,17,20H,1-2H3	UKQFUVNIVHRGHH-UHFFFAOYSA-N	298.0841236			MMDBc0024457
BASm0016946	10,11-dihydroxylaureonitol	10,11-dihydroxylaureonitol is a polyol compound belonging to the class of sugar alcohols. There is limited literature available on this metabolite, indicating a need for further research to elucidate its biological significance and potential applications.		Expected Solid	[H]\C(C=C)=C(\[H])[C@]1([H])OC[C@]([H])(C(\[H])=C(/[H])[C@@]([H])(O)[C@@]([H])(C)O)[C@@]1([H])O	C13H20O4	InChI=1S/C13H20O4/c1-3-4-5-12-13(16)10(8-17-12)6-7-11(15)9(2)14/h3-7,9-16H,1,8H2,2H3/b5-4+,7-6+/t9-,10+,11-,12+,13-/m1/s1	GRRMTYVEANIPCO-ZSOFTDQWSA-N	240.1361591			MMDBc0024473
BASm0016947	Yamchaetoglobosin A	Yamchaetoglobosin A is a secondary metabolite belonging to the class of cytochalasans, which are known for their diverse biological activities. Chemically, it features a complex structure characterized by a unique oxidation pattern, including a ring-opening that is crucial for its biological function. This compound was isolated from the fermentation of Chaetomium globosum in Chinese yam (Dioscorea opposita), alongside other metabolites such as aureonitol. The structural modifications in yamchaetoglobosin A, particularly the oxidation processes, are significant as they contribute to its ability to inhibit nitric oxide (NO) production and exhibit anti-tumor properties. The preliminary structure-activity relationship indicates that these chemical alterations are essential for maintaining its bioactivity, showcasing the intricate link between its chemical structure and biological effects (PMID:28927295). Thus, yamchaetoglobosin A represents a fascinating example of how specific chemical modifications can influence the pharmacological potential of natural products derived from fungi.		Expected Solid	[H]\C(C[C@]([H])(C)C(\[H])=C(/C)C=O)=C(\[H])[C@@]1([H])[C@]([H])(O)C(=C)[C@@]([H])(C)[C@@]2([H])[C@]([H])(CC3=CNC4=CC=CC=C34)N=C(O)[C@@]12C(=O)CCC(=O)OC	C33H40N2O6	InChI=1S/C33H40N2O6/c1-19(15-20(2)18-36)9-8-11-25-31(39)22(4)21(3)30-27(16-23-17-34-26-12-7-6-10-24(23)26)35-32(40)33(25,30)28(37)13-14-29(38)41-5/h6-8,10-12,15,17-19,21,25,27,30-31,34,39H,4,9,13-14,16H2,1-3,5H3,(H,35,40)/b11-8+,20-15+/t19-,21+,25-,27-,30-,31+,33+/m0/s1	XVACANNIRRWPTB-YUUCEKJRSA-N	560.288637			MMDBc0024474
BASm0016948	Aureobasidin A	Aureobasidin A is a natural cyclic peptide belonging to the class of antifungal metabolites. Its chemical structure features a unique cyclic arrangement that is crucial for its biological activity, particularly its inhibition of inositolphosphorylceramide (IPC) synthase, an enzyme involved in sphingolipid biosynthesis. Aureobasidin A exhibits antifungal properties by targeting the sphingolipid biosynthetic pathway, which is essential for fungal cell membrane integrity and function. The compound has been shown to affect various pathways, including the inhibition of IPC synthase, leading to impaired ergosterol biosynthesis, which is critical for fungal survival. Studies have identified candidate clones resistant to aureobasidin A, including transcription factor families such as DOF, NAC, ERF, and BES1 (PMID:41008558). Additionally, the combination of aureobasidin A with amphotericin B has demonstrated enhanced efficacy against cryptococcal meningitis in mice compared to standard therapies (PMID:38225460). Moreover, aureobasidin A has been implicated in structural and functional alterations in clinical resistant strains of Candida spp. (PMID:37998920). Overall, aureobasidin A plays a significant role in the modulation of fungal cell pathways, particularly in the context of drug resistance and antifungal activity.		Expected Solid	[H][C@@](C)(CC)[C@@]1([H])OC(=O)[C@@]([H])(N(C)C(=O)[C@]([H])(CC(C)C)N=C(O)[C@]([H])(C(C)C)N(C)C(=O)[C@@]([H])(N=C(O)[C@]2([H])CCCN2C(=O)[C@]([H])(CC2=CC=CC=C2)N(C)C(=O)[C@]([H])(CC2=CC=CC=C2)N=C(O)[C@]([H])(C(C)C)N(C)C1=O)[C@]([H])(C)CC)C(C)(C)O	C60H92N8O11	InChI=1S/C60H92N8O11/c1-17-38(9)46-57(75)65(14)47(36(5)6)52(70)61-42(32-35(3)4)55(73)67(16)50(60(11,12)78)59(77)79-49(39(10)18-2)58(76)66(15)48(37(7)8)53(71)62-43(33-40-26-21-19-22-27-40)54(72)64(13)45(34-41-28-23-20-24-29-41)56(74)68-31-25-30-44(68)51(69)63-46/h19-24,26-29,35-39,42-50,78H,17-18,25,30-34H2,1-16H3,(H,61,70)(H,62,71)(H,63,69)/t38-,39-,42+,43+,44+,45+,46+,47+,48+,49-,50-/m1/s1	RLMLFADXHJLPSQ-QKCBWMAHSA-N	1100.688556			MMDBc0024502
BASm0016949	APE Ec	APE Ec is a metabolite belonging to the class of alkylphenols. There is limited literature available on this compound, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	[H]\C(\C(\[H])=C(/[H])\C(\[H])=C(/[H])\C(\[H])=C(/[H])C1=CC=C(O)C(C)=C1)=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])C(=O)OC	C21H22O3	InChI=1S/C21H22O3/c1-18-17-19(15-16-20(18)22)13-11-9-7-5-3-4-6-8-10-12-14-21(23)24-2/h3-17,22H,1-2H3/b5-3+,6-4+,9-7+,10-8+,13-11+,14-12+	VKZWYFNUVFKUIX-PXNMIUTMSA-N	322.1568946			MMDBc0024531
BASm0016950	Promysalin	Promysalin is a secondary metabolite classified as an amphipathic antibiotic, isolated from Pseudomonas putida and Pseudomonas promysalinigenes. Its chemical structure is characterized by a unique combination of salicylic acid, proline, and myristic acid, which are assembled through a proposed hybrid non-ribosomal peptide synthetase-polyketide synthase (NRPS-PKS) biosynthetic pathway (PMID:37567320). Promysalin exhibits potent species-specific inhibition of the pathogen Pseudomonas, primarily through the inactivation of succinate dehydrogenase, a critical enzyme in the tricarboxylic acid cycle (PMID:37567320). The structure-activity relationship studies have revealed a novel binding site for promysalin on succinate dehydrogenase, which facilitates π-π stacking interactions with a nearby tryptophan residue, suggesting a mechanism for its inhibitory action (PMID:40126084). Additionally, promysalin has been shown to work synergistically with vancomycin and antagonistically with aminoglycosides, indicating its potential utility in combination therapies, although these interactions do not reduce minimum inhibitory concentrations (PMID:37938982). These findings highlight the intricate chemical interactions and biological pathways involving promysalin, underscoring its significance in antimicrobial research (PMID:40126084).		Expected Solid	[H]C(CCCCCC)(CCCCCC([H])(O)C(O)=N)OC(=O)[C@]1([H])CCCN1C(=O)C1=CC=CC=C1O	C26H40N2O6	InChI=1S/C26H40N2O6/c1-2-3-4-6-12-19(13-7-5-8-17-23(30)24(27)31)34-26(33)21-15-11-18-28(21)25(32)20-14-9-10-16-22(20)29/h9-10,14,16,19,21,23,29-30H,2-8,11-13,15,17-18H2,1H3,(H2,27,31)/t19?,21-,23?/m0/s1	WMHMGPUINRVYES-SWCONJRYSA-N	476.288637			MMDBc0024533
BASm0016951	Ferrichrome	Ferrichrome is a hydroxamate siderophore belonging to the class of cyclic hexapeptides. Its chemical structure features three Nδ-acetyl-Nδ-hydroxyornithine residues, which contribute to its iron-chelating properties. Ferrichrome plays a significant role in iron acquisition, particularly in fungi, where it is synthesized in response to iron scarcity. For instance, the production of ferrichrome-type siderophores is induced by sodium nitrate in Fusarium lateritium, expanding the diversity of fungal siderophores and providing insights into the nitrogen-dependent regulatory mechanisms of their biosynthesis (PMID:40991163). In Schizosaccharomyces pombe, ferrichrome uptake is facilitated by the cell-surface transporter Str1, and its biosynthesis involves interactions between the ornithine-N(5)-oxygenase Sib2 and the N(5)-transacetylase Sib3 (PMID:39980688, PMID:39328910). Additionally, ferrichrome is recognized by specific periplasmic binding proteins, indicating its importance in microbial iron transport (PMID:39395422). The biosynthetic pathways of ferrichrome and related siderophores are linked to various biological functions, as evidenced by phylogenetic analyses of nonribosomal peptide synthetases (PMID:40974433).		Expected Solid	[H][C@@]1(CCCN(O)C=O)N=C(O)CN=C(O)CN=C(O)CN=C(O)[C@]([H])(CCCN(O)C(C)=O)N=C(O)[C@]([H])(CCCN(O)C(C)=O)N=C1O	C26H43N9O12	InChI=1S/C26H43N9O12/c1-16(37)34(46)10-4-7-18-24(42)29-13-22(40)27-12-21(39)28-14-23(41)30-19(6-3-9-33(45)15-36)25(43)32-20(26(44)31-18)8-5-11-35(47)17(2)38/h15,18-20,45-47H,3-14H2,1-2H3,(H,27,40)(H,28,39)(H,29,42)(H,30,41)(H,31,44)(H,32,43)/t18-,19-,20-/m0/s1	ZZDYFKJSJLUQON-UFYCRDLUSA-N	673.3031179			MMDBc0024552
BASm0016952	Terretonin			Expected Solid	[H][C@@]12C(=O)O[C@@](C)(C(=O)OC)C(=O)[C@@]1(C)C(=C)C[C@]1(O)[C@@]3(C)CCC(=O)C(C)(C)C3=C(O)C(=O)[C@@]21C	C26H32O9	InChI=1S/C26H32O9/c1-12-11-26(33)22(4)10-9-13(27)21(2,3)15(22)14(28)17(29)24(26,6)16-18(30)35-25(7,20(32)34-8)19(31)23(12,16)5/h16,28,33H,1,9-11H2,2-8H3/t16-,22+,23+,24-,25-,26+/m1/s1	CYHGEJACRPDZDP-IKNWHQMFSA-N	488.2046326			MMDBc0024554
BASm0016953	Lugdunin	Lugdunin is a thiazolidine-containing antimicrobial peptide classified as a natural product in the chemical class of peptides. It is produced by the bacterium Staphylococcus lugdunensis, which has gained attention due to its emerging role as a coagulase-negative Staphylococcus (CoNS) pathogen. The chemical structure of lugdunin allows it to exhibit antibacterial activity primarily against gram-positive bacteria, as evidenced by studies that evaluated its effects under various conditions. Specifically, optimal conditions for lugdunin activity were identified at pH 7.5 with a 72-hour incubation period, leading to antimicrobial effects against several strains, including Staphylococcus aureus and Enterococcus faecium (PMID:40986964). In addition to its antibacterial properties, the study revealed distinct susceptibility phenotypes among lugdunin-nonproducing S. lugdunensis strains, highlighting the complexity of its interactions within microbial communities (PMID:40986964). Further research has also explored multi-cationic derivatives of lugdunin, expanding its antimicrobial spectrum to include both gram-positive and gram-negative bacteria (PMID:40848518). Overall, lugdunin represents a significant chemical entity with potential applications in combating antibiotic-resistant infections.		Expected Solid	[H][C@@]12CSC([H])(N1)[C@@]([H])(N=C(O)[C@]([H])(N=C(O)[C@@]([H])(N=C(O)[C@@]([H])(CC(C)C)N=C(O)[C@]([H])(CC1=CNC3=CC=CC=C13)N=C(O)[C@]([H])(N=C2O)C(C)C)C(C)C)C(C)C)C(C)C	C40H62N8O6S	InChI=1S/C40H62N8O6S/c1-19(2)15-27-35(50)45-31(21(5)6)38(53)47-32(22(7)8)39(54)48-33(23(9)10)40-44-29(18-55-40)36(51)46-30(20(3)4)37(52)43-28(34(49)42-27)16-24-17-41-26-14-12-11-13-25(24)26/h11-14,17,19-23,27-33,40-41,44H,15-16,18H2,1-10H3,(H,42,49)(H,43,52)(H,45,50)(H,46,51)(H,47,53)(H,48,54)/t27-,28+,29+,30-,31+,32-,33+,40?/m1/s1	QZNGYMKAHFFKCJ-ZBQZSICZSA-N	782.4513029			MMDBc0024559
BASm0016954	Micrococcin P1	Micrococcin P1 is a thiopeptide, a class of monocyclic thiazole peptides known for their antimicrobial properties. Its chemical structure features a unique bicyclic framework that includes thiazole and other heterocycles, contributing to its biological activity. Micrococcin P1 is involved in various biochemical pathways, particularly in its role as a bacteriocin, which allows it to inhibit the growth of specific bacterial strains. For instance, it has been shown to effectively suppress bovine mastitis-derived bacteria in both planktonic and biofilm states when combined with the lantibiotic nisin A (PMID:40552825). Additionally, strategies to enhance its delivery, such as modulating phospholipid acyl chain lengths in liposomal formulations, have been explored to improve its efficacy against biofilms (PMID:40449670). The bacteriocin-producing strain Staphylococcus hominis C5835, which synthesizes Micrococcin P1, has been identified as a potential candidate for controlling bacterial diseases in agro-food and public health contexts (PMID:39858382). Overall, Micrococcin P1 exemplifies the potential of thiopeptides in antimicrobial applications, warranting further investigation into its mechanisms and delivery systems.		Expected Solid	[H]\C(C)=C(\N=C(O)C1=CSC(=N1)C1=CSC(=N1)C1=NC2=C(C=C1)C1=NC(=CS1)C(O)=N[C@]([H])(C(O)=N\C(=C(\[H])C)C1=NC(=CS1)C(O)=N[C@@]([H])(C(C)C)C1=NC(=CS1)C(O)=N[C@]([H])(C1=NC2=CS1)[C@@]([H])(C)O)[C@@]([H])(C)O)C(O)=NC[C@@]([H])(C)O	C48H49N13O9S6	InChI=1S/C48H49N13O9S6/c1-8-24(37(65)49-12-20(5)62)51-38(66)28-15-73-46(56-28)32-18-74-45(58-32)26-11-10-23-36(50-26)27-13-75-48(53-27)35(22(7)64)61-41(69)31-17-76-47(57-31)33(19(3)4)59-39(67)30-16-72-44(55-30)25(9-2)52-42(70)34(21(6)63)60-40(68)29-14-71-43(23)54-29/h8-11,13-22,33-35,62-64H,12H2,1-7H3,(H,49,65)(H,51,66)(H,52,70)(H,59,67)(H,60,68)(H,61,69)/b24-8-,25-9-/t20-,21-,22-,33+,34+,35+/m1/s1	MQGFYNRGFWXAKA-QMXXNAFJSA-N	1143.210047			MMDBc0024563
BASm0016955	Micrococcin P2	Micrococcin P2 is a thiopeptide antibiotic known for its potential in combating bacterial infections. Its chemical structure features a complex bicyclic framework characterized by thiazole and thiazoline rings, which are crucial for its biological activity. Micrococcin P2 operates through mechanisms that disrupt bacterial protein synthesis, making it effective against Gram-positive pathogens. Recent studies have focused on optimizing and derivatizing micrococcin P2 to enhance its efficacy and solubility, leading to the identification of derivatives such as AJ-037, AJ-039, and AJ-206, which have shown promise against both macrolide-susceptible and resistant strains (PMID:37594284). Computational simulations have aided in understanding its structure-activity relationships (SAR), further informing the development of new compounds (PMID:37796116). Additionally, research has demonstrated the scalable biosynthesis of micrococcin P2 through engineered Bacillus strains, highlighting its potential for therapeutic applications (PMID:36693003). The exploration of its congener, thiocillin IV, has also revealed insights into O-methylated variants of micrococcin P2, which maintain significant activity against various Gram-positive pathogens (PMID:36693003).		Expected Solid	[H]\C(C)=C(\N=C(O)C1=CSC(=N1)C1=CSC(=N1)C1=NC2=C(C=C1)C1=NC(=CS1)C(O)=N[C@]([H])(C(O)=N\C(=C(\[H])C)C1=NC(=CS1)C(O)=N[C@@]([H])(C(C)C)C1=NC(=CS1)C(O)=N[C@]([H])(C1=NC2=CS1)[C@@]([H])(C)O)[C@@]([H])(C)O)C(O)=NCC(C)=O	C48H47N13O9S6	InChI=1S/C48H47N13O9S6/c1-8-24(37(65)49-12-20(5)62)51-38(66)28-15-73-46(56-28)32-18-74-45(58-32)26-11-10-23-36(50-26)27-13-75-48(53-27)35(22(7)64)61-41(69)31-17-76-47(57-31)33(19(3)4)59-39(67)30-16-72-44(55-30)25(9-2)52-42(70)34(21(6)63)60-40(68)29-14-71-43(23)54-29/h8-11,13-19,21-22,33-35,63-64H,12H2,1-7H3,(H,49,65)(H,51,66)(H,52,70)(H,59,67)(H,60,68)(H,61,69)/b24-8-,25-9-/t21-,22-,33+,34+,35+/m1/s1	XLMXLFRJEYNHMO-RRXYFVOQSA-N	1141.194397			MMDBc0024564
BASm0016956	Austinol			Expected Solid	[H][C@@]1(C)OC(=O)[C@@]23C(=C)[C@@](C)(OC(=O)[C@@]12O)[C@]([H])(O)C1=C(C)[C@]2(CC[C@@]31C)C=CC(=O)OC2(C)C	C25H30O8	InChI=1S/C25H30O8/c1-12-16-17(27)22(7)13(2)24(18(28)31-14(3)25(24,30)19(29)33-22)21(16,6)10-11-23(12)9-8-15(26)32-20(23,4)5/h8-9,14,17,27,30H,2,10-11H2,1,3-7H3/t14-,17+,21+,22+,23+,24+,25-/m0/s1	DNKFADXVMUNRRM-NYCRJNSTSA-N	458.1940679			MMDBc0024565
BASm0016957	Vibrioferrin	Vibrioferrin is a carboxylate class siderophore produced by certain bacteria, notably Vibrio parahaemolyticus and Photobacterium damselae subsp. It plays a crucial role in iron acquisition, which is essential for bacterial growth and metabolism, particularly in iron-limited environments. The chemical structure of vibrioferrin consists of a complex arrangement of carboxylate groups that facilitate the chelation of iron ions, enabling the bacteria to effectively capture and transport iron. In Vibrio parahaemolyticus, the expression of genes involved in vibrioferrin utilization is regulated by the iron-responsive repressor Fur and the small RNA RyhB, highlighting its importance in iron homeostasis (PMID:40024720). Additionally, metagenomic analyses have shown that genes involved in the biosynthesis of vibrioferrin are more abundant in certain environmental conditions, such as the presence of glacial colloids (PMID:40980733). The synthesis of vibrioferrin is encoded by a novel genomic island, which allows marine pathogens to thrive in low-iron environments (PMID:39662786). Overall, vibrioferrin is integral to the survival and competitive advantage of bacteria in various ecological niches.		Expected Solid	[H][C@@](C)(N1C(=O)CCC1(O)C(O)=O)C(O)=NCCOC(=O)C[C@](O)(CC(O)=O)C(O)=O	C16H22N2O12	InChI=1S/C16H22N2O12/c1-8(18-9(19)2-3-16(18,29)14(26)27)12(23)17-4-5-30-11(22)7-15(28,13(24)25)6-10(20)21/h8,28-29H,2-7H2,1H3,(H,17,23)(H,20,21)(H,24,25)(H,26,27)/t8-,15+,16?/m0/s1	IGQXNKDXMPSELX-BIAKFKOBSA-N	434.1172742			MMDBc0024570
BASm0016958	Desferrioxamine E			Expected Solid	ON1CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC1=O	C27H48N6O9	InChI=1S/C27H48N6O9/c34-22-10-14-26(38)32(41)20-8-3-6-18-30-24(36)12-15-27(39)33(42)21-9-2-5-17-29-23(35)11-13-25(37)31(40)19-7-1-4-16-28-22/h40-42H,1-21H2,(H,28,34)(H,29,35)(H,30,36)	NHKCCADZVLTPPO-UHFFFAOYSA-N	600.3482772			MMDBc0024571
BASm0016959	Dehydroaustinol			Expected Solid	[H][C@]1(C)OC(=O)[C@]23C(=C)[C@]4(C)OC(=O)C12O[C@@]1(C(=C)[C@@]2(CC[C@]31C)C=CC(=O)OC2(C)C)[C@]4([H])O	C25H28O8	InChI=1S/C25H28O8/c1-12-21(7)16(27)24-13(2)22(9-8-15(26)31-19(22,4)5)11-10-20(24,6)23(12)17(28)30-14(3)25(23,33-24)18(29)32-21/h8-9,14,16,27H,1-2,10-11H2,3-7H3/t14-,16-,20-,21+,22+,23+,24+,25?/m1/s1	IQBUQLYYAHHCGX-GETWQMLSSA-N	456.1784179			MMDBc0024582
BASm0016960	Trypacidin	Trypacidin is a polyketide metabolite characterized by its complex chemical structure, which features a polycyclic framework typical of many natural products. It is produced by certain fungi, including Aspergillus fumigatus, and is part of a broader class of secondary metabolites that exhibit diverse biological activities. The biosynthetic pathways of trypacidin involve polyketide synthases, which catalyze the condensation of acetyl-CoA and malonyl-CoA units, leading to the formation of its intricate carbon skeleton. Trypacidin has been shown to possess antimicrobial properties, specifically demonstrating antagonistic activity against Vibrio parahaemolyticus, with studies indicating its minimal inhibitory and bactericidal concentrations (PMID:35607390). Additionally, trypacidin has been identified alongside other metabolites in various fungal biosynthetic gene clusters, suggesting its role in ecological interactions and potential applications in medicine (PMID:38667937, PMID:39590656, PMID:36222427). The compound's structural features and biological activities highlight its significance within the realm of natural product chemistry and its potential for further exploration in therapeutic contexts.		Expected Solid		C18H16O7		KMZYINVXZDQCKC-UHFFFAOYNA-N	344.0896029			MMDBc0024593
BASm0016961	Melleolide B			Expected Solid	[H][C@]1(C[C@]2(C)[C@@]3([H])[C@@]([H])(O)C(C)(C)CC3([H])C=C(CO)[C@]12O)OC(=O)C1=C(O)C=C(OC)C=C1C	C24H32O7	InChI=1S/C24H32O7/c1-12-6-15(30-5)8-16(26)18(12)21(28)31-17-10-23(4)19-13(9-22(2,3)20(19)27)7-14(11-25)24(17,23)29/h6-8,13,17,19-20,25-27,29H,9-11H2,1-5H3/t13?,17-,19-,20-,23-,24+/m1/s1	NHDJKXOHRUHQHG-MFWOBCTISA-N	432.2148034			MMDBc0024619
BASm0016962	Melleolide C			Expected Solid	[H][C@]1(C[C@]2(C)[C@@]3([H])[C@@]([H])(O)C(C)(C)C[C@@]3(O)C=C(CO)[C@]12O)OC(=O)C1=C(O)C=C(OC)C=C1C	C24H32O8	InChI=1S/C24H32O8/c1-12-6-14(31-5)7-15(26)17(12)20(28)32-16-9-22(4)18-19(27)21(2,3)11-23(18,29)8-13(10-25)24(16,22)30/h6-8,16,18-19,25-27,29-30H,9-11H2,1-5H3/t16-,18-,19-,22-,23+,24+/m1/s1	XXMVVKDVYBWXPQ-QSNWBFGMSA-N	448.209718			MMDBc0024620
BASm0016963	Melleolide D			Expected Solid	[H][C@]1(C[C@]2(C)[C@@]3([H])[C@@]([H])(O)C(C)(C)CC3([H])C=C(CO)[C@]12O)OC(=O)C1=C(C)C(Cl)=C(OC)C=C1O	C24H31ClO7	InChI=1S/C24H31ClO7/c1-11-17(14(27)7-15(31-5)19(11)25)21(29)32-16-9-23(4)18-12(8-22(2,3)20(18)28)6-13(10-26)24(16,23)30/h6-7,12,16,18,20,26-28,30H,8-10H2,1-5H3/t12?,16-,18-,20-,23-,24+/m1/s1	UMEBHTBMSZKYQM-NKKOJTMQSA-N	466.175831			MMDBc0024621
BASm0016964	Scrobiculin			Expected Solid	CCCC1=CC(OC)=CC(O)=C1C(=O)OC1=C(O)C=C(CCC)C(C(=O)OC)=C1O	C22H26O8	InChI=1S/C22H26O8/c1-5-7-12-9-14(28-3)11-15(23)17(12)22(27)30-20-16(24)10-13(8-6-2)18(19(20)25)21(26)29-4/h9-11,23-25H,5-8H2,1-4H3	CFXORXZRGPTGFD-UHFFFAOYSA-N	418.1627678			MMDBc0024622
BASm0016965	Tetrodotoxin	Tetrodotoxin is a potent neurotoxin belonging to the class of alkaloids. Chemically, it is a small-molecule compound characterized by a complex bicyclic structure that includes a guanidinium group, which is crucial for its biological activity. Tetrodotoxin primarily functions by blocking voltage-gated sodium channels (VGSCs), particularly the TTX-sensitive/Nav1.7 and TTX-resistant/Nav1.8 channels, thereby inhibiting action potential conduction in neurons (PMID:40983134). This blockade leads to significant neuroexcitation effects in sensory neurons, although the specific roles of these channels remain a topic of debate (PMID:40983134). Tetrodotoxin is predominantly produced by certain marine endosymbiotic bacteria and can accumulate in various aquatic organisms, including pufferfish and blue-ringed octopuses, through symbiotic relationships (PMID:40990193). Its detection poses challenges due to the need for cost-effective and rapid methodologies, as highlighted in recent studies utilizing electrochemical techniques (PMID:41003526). Additionally, the rising incidence of tetrodotoxin poisoning underscores its relevance in public health and ecological contexts (PMID:41003508).		Expected Solid	[H][C@]1(O)NC(=N)N[C@@]23[C@]([H])(O)[C@]4([H])O[C@@](O)(O[C@]([H])([C@]12[H])[C@@]4(O)CO)[C@@]3([H])O	C11H17N3O8	InChI=1S/C11H17N3O8/c12-8-13-6(17)2-4-9(19,1-15)5-3(16)10(2,14-8)7(18)11(20,21-4)22-5/h2-7,15-20H,1H2,(H3,12,13,14)/t2-,3-,4-,5+,6-,7+,9+,10-,11+/m1/s1	CFMYXEVWODSLAX-QOZOJKKESA-N	319.1015645			MMDBc0024655
BASm0016966	Anhydrotetrodotoxin	Anhydrotetrodotoxin is a member of the chemical class of voltage-gated sodium channel (VGSC) inhibitors, specifically a structural analog of tetrodotoxin. Its chemical structure features a unique arrangement that allows it to selectively block sodium currents mediated by specific VGSC subtypes, particularly Nav1.6, while showing reduced activity against others like Nav1.2 and Nav1.3. Anhydrotetrodotoxin has been shown to reduce sodium current in various neuronal preparations, influencing action potential characteristics and calcium influx during neuronal firing (PMID:30487736). This compound operates within the context of neuronal signaling pathways, where it modulates excitability by inhibiting sodium channels, thus affecting neurotransmitter release and synaptic transmission. In experimental models, 4,9-anhydrotetrodotoxin has been used to demonstrate the role of Nav1.6 in shaping action potentials and has been implicated in the differential expression of sodium channel subunits in various neuronal types (PMID:36946031, PMID:32273850). Its selectivity for Nav1.6 over other VGSCs highlights its potential utility in research focused on neuronal excitability and the pharmacological modulation of sodium channels (PMID:32114117).		Expected Solid		C11H15N3O7		STNXQECXKDMLJK-IRDXDEKZSA-N	301.0909998			MMDBc0024656
BASm0016967	Desferrioxamine G	Desferrioxamine G is a siderophore, a class of compounds that chelate iron and are produced by certain microorganisms. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid	NCCCCCN(O)C(=O)CCC(O)=NCCCCCN(O)C(=O)CCC(O)=NCCCCCN(O)C(=O)CCC(O)=O	C27H50N6O10	InChI=1S/C27H50N6O10/c28-16-4-1-7-19-31(41)24(36)12-10-22(34)29-17-5-2-8-20-32(42)25(37)13-11-23(35)30-18-6-3-9-21-33(43)26(38)14-15-27(39)40/h41-43H,1-21,28H2,(H,29,34)(H,30,35)(H,39,40)	MIVGUYBAQIHKPJ-UHFFFAOYSA-N	618.3588418			MMDBc0024665
BASm0016968	Muscimol			Expected Solid	NCC1=CC(O)=NO1	C4H6N2O2	InChI=1S/C4H6N2O2/c5-2-3-1-4(7)6-8-3/h1H,2,5H2,(H,6,7)	ZJQHPWUVQPJPQT-UHFFFAOYSA-N	114.0429274			MMDBc0024667
BASm0016969	Oocydin A	Oocydin A is a chlorinated macrolide belonging to the chemical class of polyketides. Its chemical structure features a complex arrangement of carbon rings and halogen substituents, which contribute to its bioactivity. Oocydin A is produced by the rhizobacterium Serratia plymuthica, specifically strains such as 4Rx5 and A153, which are known to synthesize various bioactive secondary metabolites, including the antifungal and anti-oomycete haterumalide (PMID:30533641). The biosynthesis of oocydin A is mediated by a large trans-acyltransferase polyketide synthase gene cluster, with involvement from several key enzymes, including hydroxymethylglutaryl-coenzyme A synthase and flavin-dependent tailoring enzymes (PMID:25753587). Additionally, the regulation of its biosynthesis is influenced by quorum sensing mechanisms and the RNA chaperone Hfq (PMID:25753587). Oocydin A's biological pathways include its role as an antifungal and anti-oomycete agent, making it significant in the context of plant-associated bacteria (PMID:26914969). The compound's unique structure and biosynthetic pathways highlight its potential applications in agriculture and medicine.		Expected Solid	CC(=O)OC1CC(=O)O[C@H]2C[C@H](CC\C(Cl)=C/C\C=C1\C)O[C@H]2[C@@H](O)\C=C(/C)CC(O)=O	C23H31ClO8	InChI=1S/C23H31ClO8/c1-13(10-21(27)28)9-18(26)23-20-11-17(31-23)8-7-16(24)6-4-5-14(2)19(30-15(3)25)12-22(29)32-20/h5-6,9,17-20,23,26H,4,7-8,10-12H2,1-3H3,(H,27,28)/b13-9+,14-5-,16-6+/t17-,18-,19?,20-,23-/m0/s1	OAWOFENLLWPBEQ-AQHKLOSRSA-N	470.1707457			MMDBc0024669
BASm0016970	Mycobactin T	Mycobactin T is a siderophore belonging to the chemical class of mycobactins, which are complex iron-chelating compounds produced by certain mycobacterial species. The chemical structure of mycobactin T features a unique arrangement of lipid tails that can be permuted, allowing for variations in its synthesis. A modular synthesis route has been developed that facilitates this permutation, highlighting the compound's structural versatility (PMID:34699221). The synthesis process involves Boc-removal with HCl/EtOAc, followed by treatment of the resulting hydroxylamine with stearyl fluoride, yielding mycobactin T in a 65% yield (PMID:34699221). Additionally, the structure of the gallium mycobactin T-N-acetyl derivative (GaMbT-NAc) has been elucidated using 1H NMR, providing insights into its chemical properties (PMID:34699221). Mycobactin T plays a role in iron acquisition pathways, which are crucial for the survival and virulence of mycobacteria, enabling them to thrive in iron-limited environments.		Expected Solid	[H][C@@](C)(CC(O)=N[C@@]1([H])CCCCN(O)C1=O)OC(=O)[C@]([H])(CCCCN(O)C(=O)CCCCCCCCCCCCCCCCCCC)N=C(O)[C@@]1([H])COC(=N1)C1=CC=CC=C1O	C46H75N5O10	InChI=1S/C46H75N5O10/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30-42(54)50(58)31-24-23-28-38(48-43(55)39-34-60-44(49-39)36-26-20-21-29-40(36)52)46(57)61-35(2)33-41(53)47-37-27-22-25-32-51(59)45(37)56/h20-21,26,29,35,37-39,52,58-59H,3-19,22-25,27-28,30-34H2,1-2H3,(H,47,53)(H,48,55)/t35-,37+,38+,39-/m1/s1	FLJNVPAGIYBTDU-VBCJCOOLSA-N	857.5513936			MMDBc0024676
BASm0016971	Bacillaene	Bacillaene is a polyene antibiotic belonging to the chemical class of natural products. Its biosynthetic pathway is encoded within the genomes of various Bacillus species, featuring gene clusters that also synthesize other antimicrobial compounds such as fengycin, surfactin, and difficidin. The genome of Bacillus velezensis NC-B4, for instance, includes a 3.93 Mb chromosome with a G+C content of 46.5%, harboring the bacillaene biosynthesis cluster alongside other key antimicrobial gene clusters (PMID:40964052). Additionally, the presence of bacillaene is confirmed through liquid chromatography time of flight mass spectrometry (LC-TOF/MS) analysis, which detects multiple lipopeptides including bacillaene and its analogs (PMID:40782405). The gene clusters associated with bacillaene show high similarity to known biosynthetic pathways, indicating a well-conserved mechanism for its production (PMID:40960612). Furthermore, the identification of bacillaene within the draft genome of Bacillus species underscores its role in antibacterial activity and potential applications in biological control (PMID:41011416). Overall, bacillaene exemplifies the intricate interplay of microbial biosynthetic pathways that contribute to the production of bioactive metabolites.		Expected Solid		C34H50N2O6		VGZNPOHVJNZAOU-OISZERLPNA-N	582.3668873			MMDBc0024679
BASm0016972	Aspyridone A	Aspyridone A is a pyridone derivative. There is little literature available on this metabolite, and its biological significance and potential applications remain largely unexplored.		Expected Solid	[H][C@](C)(CC)C[C@]([H])(C)C(=O)C1=C(O)C(=CN=C1O)C1=CC=C(O)C=C1	C19H23NO4	InChI=1S/C19H23NO4/c1-4-11(2)9-12(3)17(22)16-18(23)15(10-20-19(16)24)13-5-7-14(21)8-6-13/h5-8,10-12,21H,4,9H2,1-3H3,(H2,20,23,24)/t11-,12-/m0/s1	LIBKJCZUBOETPB-RYUDHWBXSA-N	329.1627082			MMDBc0024680
BASm0016973	Aspyridone B	Aspyridone B is a pyridone derivative. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential biological significance.		Expected Solid	[H][C@](C)(CC)C[C@]([H])(C)C(=O)C1=C(O)C(=CN=C1O)C1=CC(O)=C(O)C=C1	C19H23NO5	InChI=1S/C19H23NO5/c1-4-10(2)7-11(3)17(23)16-18(24)13(9-20-19(16)25)12-5-6-14(21)15(22)8-12/h5-6,8-11,21-22H,4,7H2,1-3H3,(H2,20,24,25)/t10-,11-/m0/s1	SFWFNVOTIWZXMZ-QWRGUYRKSA-N	345.1576228			MMDBc0024681
BASm0016974	Delftibactin B	Delftibactin B is a member of the class of cyclic lipopeptides. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid		C41H70N14O18		YHBAYFBDFCGZTI-HCDFXORVNA-N	1046.499251			MMDBc0024707
BASm0016975	Alpha-galactosylceramide	Alpha-galactosylceramide is a sphingolipid, a class of lipids characterized by a backbone of sphingoid bases. Its chemical structure consists of a ceramide moiety linked to a galactose sugar, which contributes to its unique properties and biological functions. This metabolite plays a crucial role in various biological pathways, particularly in the context of immune modulation. For instance, it has been shown that the early gut symbiont Bacteroides fragilis produces a species- and stage-specific form of alpha-galactosylceramide (BfaGC), which is involved in orchestrating neonatal colonization and modulating the immune response (PMID:40654802). This highlights the importance of alpha-galactosylceramide in the interaction between gut microbiota and host immune systems, showcasing its potential influence on health and disease through its structural and functional characteristics.		Expected Solid	[H][C@@](O)(CCCCCCCCCCCC(C)C)CC(O)=N[C@@]([H])(CO[C@]1([H])OC([H])(CO)[C@]([H])(O)C([H])(O)C1([H])O)[C@]([H])(O)CCCCCCCCCCCC(C)C	C40H79NO9	InChI=1S/C40H79NO9/c1-30(2)23-19-15-11-7-5-9-13-17-21-25-32(43)27-36(45)41-33(29-49-40-39(48)38(47)37(46)35(28-42)50-40)34(44)26-22-18-14-10-6-8-12-16-20-24-31(3)4/h30-35,37-40,42-44,46-48H,5-29H2,1-4H3,(H,41,45)/t32-,33+,34-,35?,37+,38?,39?,40-/m1/s1	TVSWUEMHNUKUAZ-FQMLERHQSA-N	717.5754831			MMDBc0024719
BASm0016976	Cis-7-tetradecenoyl-D-asparagine	Cis-7-tetradecenoyl-D-asparagine is a lipid metabolite belonging to the class of fatty acid amides. There is limited literature available on this specific metabolite, indicating that further research is needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@](CC(O)=N)(N=C(O)CCCCCC=CCCCCCC)C(O)=O	C18H32N2O4	InChI=1S/C18H32N2O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(22)20-15(18(23)24)14-16(19)21/h7-8,15H,2-6,9-14H2,1H3,(H2,19,21)(H,20,22)(H,23,24)/t15-/m1/s1	DEZZKUXHZGMLCK-OAHLLOKOSA-N	340.2362075			MMDBc0024726
BASm0016977	(R)-N1-((S)-5-oxohexan-2-yl)-2-tetradecanamidosuccinamide	(R)-N1-((S)-5-oxohexan-2-yl)-2-tetradecanamidosuccinamide is a metabolite belonging to the class of amides. There is limited literature available on this compound, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@](C)(CCC(C)=O)N=C(O)[C@@]([H])(CC(O)=N)N=C(O)CCCCCCCCCCCCC	C24H45N3O4	InChI=1S/C24H45N3O4/c1-4-5-6-7-8-9-10-11-12-13-14-15-23(30)27-21(18-22(25)29)24(31)26-19(2)16-17-20(3)28/h19,21H,4-18H2,1-3H3,(H2,25,29)(H,26,31)(H,27,30)/t19-,21+/m0/s1	OESNGSQKCCZCKI-PZJWPPBQSA-N	439.3410069			MMDBc0024727
BASm0016978	Nocobactin NA 10152A	Nocobactin NA 10152A is a microbial metabolite belonging to the class of siderophores. There is limited literature available on this metabolite, indicating a gap in comprehensive studies and understanding of its biological functions and applications.		Expected Solid	[H][C@@](CCCCN(O)C(C)=O)(N=C(O)C1=C(C)OC(=N1)C1=CC=CC=C1O)C(=O)O[C@@]([H])(CCCCCCC)[C@@]([H])(C)C(O)=N[C@]1([H])CCCCN(O)C1=O	C36H53N5O10	InChI=1S/C36H53N5O10/c1-5-6-7-8-9-20-30(23(2)32(44)37-27-17-12-15-22-41(49)35(27)46)51-36(47)28(18-13-14-21-40(48)25(4)42)38-33(45)31-24(3)50-34(39-31)26-16-10-11-19-29(26)43/h10-11,16,19,23,27-28,30,43,48-49H,5-9,12-15,17-18,20-22H2,1-4H3,(H,37,44)(H,38,45)/t23-,27-,28+,30+/m1/s1	YOKHMQIESLOQMH-WAXSWYNISA-N	715.3792429			MMDBc0024747
BASm0016979	Nocobactin NA 10152B	Nocobactin NA 10152B is a member of the class of metabolites known as siderophores. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@@](CCCCN(O)C(C)=O)(N=C(O)C1=C(C)OC(=N1)C1=CC=CC=C1O)C(=O)O[C@@]([H])(CCCCCCCCC)[C@@]([H])(C)C(O)=N[C@]1([H])CCCCN(O)C1=O	C38H57N5O10	InChI=1S/C38H57N5O10/c1-5-6-7-8-9-10-11-22-32(25(2)34(46)39-29-19-14-17-24-43(51)37(29)48)53-38(49)30(20-15-16-23-42(50)27(4)44)40-35(47)33-26(3)52-36(41-33)28-18-12-13-21-31(28)45/h12-13,18,21,25,29-30,32,45,50-51H,5-11,14-17,19-20,22-24H2,1-4H3,(H,39,46)(H,40,47)/t25-,29-,30+,32+/m1/s1	TUZBABROGPEBNJ-OXYYHEDDSA-N	743.4105431			MMDBc0024748
BASm0016980	Myxalamid B			Expected Solid		C25H39NO3		QQZJCNSHAVQKIC-NNASRRMTSA-N	401.2929941			MMDBc0024751
BASm0016981	Orsellinic acid	Orsellinic acid is a phenolic compound belonging to the class of secondary metabolites known as depsides. Its chemical structure features a resorcinol moiety, which is significant in various biosynthetic pathways. In the fungal species Aspergillus nidulans, orsellinic acid and its derivatives are produced through the activation of the silent ors biosynthetic gene cluster (BGC) upon exposure to algicidal compounds like neotetrafibricin A from Streptomyces mashuensis DSM40221 (PMID:40931664). Additionally, the TgPKS1 gene is implicated in the biosynthesis of orsellinic acid, suggesting a complex interplay of polyketide synthases in its production (PMID:39728323). Orsellinic acid derivatives have been isolated from the soil-derived fungus Trichocladium asperum, showcasing their potential cytotoxic properties (PMID:39608554). Furthermore, orsellinic acid can form heteromeric depsides through condensation with other acids, expanding its role in the synthesis of bioactive compounds (PMID:39479171). Overall, orsellinic acid exemplifies the intricate chemistry of fungal metabolites and their biosynthetic pathways, contributing to the diversity of secondary metabolites in nature.		Expected Solid	CC1=CC(O)=CC(O)=C1C(O)=O	C8H8O4	InChI=1S/C8H8O4/c1-4-2-5(9)3-6(10)7(4)8(11)12/h2-3,9-10H,1H3,(H,11,12)	AMKYESDOVDKZKV-UHFFFAOYSA-N	168.0422587			MMDBc0024756
BASm0016982	Mannonerolidol	Mannonerolidol is a novel metabolite belonging to the chemical class of nerolidol mannosides. Its chemical structure features a mannoside moiety linked to a nerolidol backbone, which is characterized by a long hydrocarbon chain and multiple double bonds. This unique configuration contributes to its potential bioactivity. Mannonerolidol was isolated from the culture broth of the fungus Schizophyllum commune, alongside other compounds such as schizostatin and nerolidol, highlighting its presence in a complex mixture of secondary metabolites (PMID:30542161). The compound is involved in various biochemical pathways, particularly those related to antimicrobial activity, as it was discovered during efforts to identify new antimicrobial agents derived from higher fungi (PMID:30542161). The structural attributes of mannonerolidol suggest that it may interact with biological membranes or microbial targets, although specific mechanisms of action remain to be fully elucidated. Overall, mannonerolidol represents an interesting subject for further research in the context of natural product chemistry and its potential applications in antimicrobial therapy.		Expected Solid	[H][C@@]1(CO)O[C@]([H])(O[C@@](C)(CCC=C(C)CCC=C(C)C)C=C)[C@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C21H36O6	InChI=1S/C21H36O6/c1-6-21(5,12-8-11-15(4)10-7-9-14(2)3)27-20-19(25)18(24)17(23)16(13-22)26-20/h6,9,11,16-20,22-25H,1,7-8,10,12-13H2,2-5H3/t16-,17-,18+,19+,20+,21+/m0/s1	RFJXXUYBKKEANF-FLNLFJTMSA-N	384.2511889			MMDBc0024772
BASm0016983	9-epi-solanioic acid	9-epi-solanioic acid is a member of the class of organic compounds known as fatty acids. It is characterized by its unique chemical structure, which includes a specific stereochemistry that distinguishes it from its isomer, solanioic acid. This compound is produced through metabolic pathways in certain biological cultures, where it has been observed to spontaneously convert to solanioic acid, suggesting a dynamic interconversion between these metabolites (PMID:30635614). The presence of 9-epi-solanioic acid in these cultures indicates its potential role in various biochemical processes, possibly related to the synthesis of other bioactive compounds. Understanding the pathways involving 9-epi-solanioic acid can provide insights into its function and significance in the metabolic networks of the organisms that produce it.		Expected Solid		C28H40O5		JOTHWTICYBJQAR-RITXWYGGSA-N	456.2875744			MMDBc0024784
BASm0016984	(2S)-2,3-dihydro-5,6-dihydroxy-2-methyl-4H-1-benzopyran-4-one	(2S)-2,3-dihydro-5,6-dihydroxy-2-methyl-4H-1-benzopyran-4-one is a polyketide, a class of secondary metabolites characterized by their diverse structures and biological activities. This compound features a benzopyran backbone, with hydroxyl groups at the 5 and 6 positions and a methyl group at the 2 position, contributing to its unique chemical properties. It was isolated from the culture broth of Colletotrichum gloeosporioides, an endophytic fungus associated with the mangrove plant Ceriops tagal, highlighting its ecological role in plant-fungal interactions (PMID:30932015). Polyketides like (2S)-2,3-dihydro-5,6-dihydroxy-2-methyl-4H-1-benzopyran-4-one are known to participate in various biosynthetic pathways, often leading to compounds with antimicrobial, antifungal, or cytotoxic activities, which can be relevant in the development of pharmaceuticals and agrochemicals. The specific pathways involving this compound may contribute to the organism's survival and adaptation in its ecological niche, as well as potential applications in biotechnology and medicine.		Expected Solid	[H][C@]1(C)CC(=O)C2=C(O1)C=CC(O)=C2O	C10H10O4	InChI=1S/C10H10O4/c1-5-4-7(12)9-8(14-5)3-2-6(11)10(9)13/h2-3,5,11,13H,4H2,1H3/t5-/m0/s1	NCDYNSPDUPPSRB-YFKPBYRVSA-N	194.0579088			MMDBc0024791
BASm0016985	(2′R)-2-(2′-hydroxypropyl)-4-methoxyl-1,3-benzenediol	(2′R)-2-(2′-hydroxypropyl)-4-methoxyl-1,3-benzenediol is a phenolic compound belonging to the class of benzenediols. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@](C)(O)CC1=C(O)C=CC(OC)=C1O	C10H14O4	InChI=1S/C10H14O4/c1-6(11)5-7-8(12)3-4-9(14-2)10(7)13/h3-4,6,11-13H,5H2,1-2H3/t6-/m1/s1	PICCFCXWPQWOGZ-ZCFIWIBFSA-N	198.0892089			MMDBc0024792
BASm0016986	4-ethyl-3-hydroxy-6-propenyl-2H-pyran-2-one	4-ethyl-3-hydroxy-6-propenyl-2H-pyran-2-one is a polyketide, a class of secondary metabolites known for their diverse biological activities and complex structures. This compound features a pyran ring with a propenyl side chain and hydroxyl groups, contributing to its chemical reactivity and potential interactions in biological systems. It has been isolated from the culture broth of Colletotrichum gloeosporioides, an endophytic fungus associated with the mangrove species Ceriops tagal, highlighting its ecological role in plant-fungal interactions (PMID:30932015). Polyketides like 4-ethyl-3-hydroxy-6-propenyl-2H-pyran-2-one are often involved in various biosynthetic pathways, including those related to the production of antimicrobial and antifungal agents, which may provide the host plant with a competitive advantage in its environment. The structural characteristics of this compound suggest potential bioactivity, making it a subject of interest for further research into its pharmacological properties and mechanisms of action.		Expected Solid	[H]\C(C)=C(\[H])C1=CC(CC)=C(O)C(=O)O1	C10H12O3	InChI=1S/C10H12O3/c1-3-5-8-6-7(4-2)9(11)10(12)13-8/h3,5-6,11H,4H2,1-2H3/b5-3+	MSWKQQGUQXTPPA-HWKANZROSA-N	180.0786442			MMDBc0024793
BASm0016987	Gacamide A	Gacamide A is a cyclic lipopeptide belonging to the class of biosurfactants. Its chemical structure features a unique arrangement of amino acids and fatty acids, characteristic of lipopeptides, which contributes to its surface-active properties. Gacamide A is synthesized through a biosynthetic pathway that is intricately linked to the Gac/Rsm regulatory system, which plays a crucial role in modulating swarming motility in Pseudomonas fluorescens Pf0-1. The presence of Gacamide A enhances swarming motility, allowing bacterial communities to move collectively across surfaces, a process that is vital for colonization and competition (PMID:38687073). Disruption of genes associated with its biosynthesis or transport negatively impacts this motility, indicating its essential role in the process (PMID:38293239). Additionally, Gacamide A is involved in establishing physical boundaries that deter competing genotypes, further emphasizing its significance in microbial interactions (PMID:36165622). The discovery of Gacamide A through genomics-driven approaches highlights its classification within a new family of Pseudomonas lipopeptides, contributing to our understanding of microbial biosurfactants and their regulatory mechanisms (PMID:30666877).		Expected Solid	[H][C@@](O)(CCCCCCC)CC(O)=N[C@]([H])(CC(C)C)C(O)=N[C@]([H])(CC(O)=O)C(O)=N[C@]([H])(CCC(O)=N)C(O)=N[C@]([H])(C(O)=N[C@]([H])(CC(C)C)C(O)=N[C@]([H])(CCC(O)=N)C(O)=N[C@]1([H])COC(=O)[C@@]([H])(N=C(O)[C@@]([H])(CO)N=C(O)[C@]([H])(CC(C)C)N=C(O)[C@]([H])(CC(C)C)N=C1O)[C@@]([H])(C)CC)[C@]([H])(C)CC	C66H115N13O19	InChI=1S/C66H115N13O19/c1-14-17-18-19-20-21-40(81)30-52(84)69-43(26-34(4)5)58(89)74-47(31-53(85)86)62(93)71-42(23-25-51(68)83)57(88)78-54(38(12)15-2)65(96)75-46(29-37(10)11)59(90)70-41(22-24-50(67)82)56(87)77-49-33-98-66(97)55(39(13)16-3)79-63(94)48(32-80)76-61(92)45(28-36(8)9)72-60(91)44(27-35(6)7)73-64(49)95/h34-49,54-55,80-81H,14-33H2,1-13H3,(H2,67,82)(H2,68,83)(H,69,84)(H,70,90)(H,71,93)(H,72,91)(H,73,95)(H,74,89)(H,75,96)(H,76,92)(H,77,87)(H,78,88)(H,79,94)(H,85,86)/t38-,39+,40-,41-,42-,43-,44+,45+,46-,47-,48-,49-,54+,55+/m1/s1	WTINGRXDSLFUKC-GGENCQROSA-N	1393.843219			MMDBc0024902
BASm0016988	Colletorin D acid	Colletorin D acid is a secondary metabolite belonging to the class of fungal metabolites. Its chemical structure features a complex arrangement that includes a β-lactam ring, which is characteristic of several bioactive compounds. Colletorin D acid is produced by specific fungal strains, including those of the genus Colletotrichum, as evidenced by studies isolating it from cultures of Colletotrichum campbelii from Cuba and Zimbabwe, which also yielded other novel secondary metabolites (PMID:35175766). Notably, the ΔcclA mutant of this fungus has been shown to exclusively produce colletorin D acid alongside other compounds, indicating its role in specific metabolic pathways (PMID:30924614). The biosynthetic pathways involved in the production of colletorin D acid suggest a complex interplay of enzymatic reactions, particularly in the context of liquid-state fermentation processes, which have been optimized to enhance the yield of colletorin and colletochlorin derivatives (PMID:30924614). This highlights the potential for manipulating metabolic pathways to explore the synthesis of novel compounds with possible applications in various fields, including pharmacology and agriculture.		Expected Solid	CC(C)=CCC1=C(O)C=C(C)C(C(O)=O)=C1O	C13H16O4	InChI=1S/C13H16O4/c1-7(2)4-5-9-10(14)6-8(3)11(12(9)15)13(16)17/h4,6,14-15H,5H2,1-3H3,(H,16,17)	FZLIGQLGBRLYQX-UHFFFAOYSA-N	236.104859			MMDBc0024908
BASm0016989	Higginsianin C	Higginsianin C is a diterpenoid α-pyrone, belonging to the chemical class of natural products known for their diverse biological activities. Its chemical structure features a characteristic pyrone ring fused with a diterpenoid backbone, which contributes to its unique properties. Higginsianin C is produced by the ΔcclA mutant during liquid-state fermentation, indicating its biosynthetic pathway is linked to specific genetic modifications. This compound is part of the higginsianin family, which includes other analogues such as 13-epi-higginsianin C. The production of higginsianin C, along with related metabolites like colletorin D and colletorin D acid, highlights the metabolic diversity that can arise from genetic alterations in microbial strains (PMID:30924614). While the biological significance of higginsianin C remains to be fully elucidated, its involvement in the metabolic pathways of the ΔcclA mutant suggests potential roles in ecological interactions or biotechnological applications.		Expected Solid	[H][C@]1(CC[C@]2(C)[C@@]([H])(CC[C@]3(C)[C@]([H])(CC4=C(O)C(C)=C(C)OC4=O)C(=C)CC[C@@]23[H])O1)C(C)(C)O	C27H40O5	InChI=1S/C27H40O5/c1-15-8-9-20-26(6,19(15)14-18-23(28)16(2)17(3)31-24(18)29)12-11-22-27(20,7)13-10-21(32-22)25(4,5)30/h19-22,28,30H,1,8-14H2,2-7H3/t19-,20-,21+,22-,26-,27+/m1/s1	WJLHNBLWQUYSAS-PUVJKWOHSA-N	444.2875744			MMDBc0024909
BASm0016990	13-epi-higginsianin C	13-epi-higginsianin C is a secondary metabolite belonging to the class of alkaloids. Its chemical structure is characterized by a complex arrangement of carbon, hydrogen, and nitrogen atoms, typical of alkaloidal compounds, which often exhibit diverse biological activities. This metabolite is produced by specific fungal strains, particularly noted in the ΔcclA mutant, which also yields other novel compounds such as colletorin D and higginsianin C (PMID:30924614). The biosynthetic pathways leading to the formation of 13-epi-higginsianin C involve intricate enzymatic processes that contribute to the overall metabolic profile of the organism. While the precise biological functions of 13-epi-higginsianin C remain to be fully elucidated, its synthesis in the context of fungal metabolism suggests potential roles in ecological interactions or defense mechanisms. The study of this compound enhances our understanding of fungal secondary metabolism and the diversity of natural products derived from such organisms.		Expected Solid	[H][C@@]1(CC[C@]2(C)[C@@]([H])(CC[C@]3(C)[C@]([H])(CC4=C(O)C(C)=C(C)OC4=O)C(=C)CC[C@@]23[H])O1)C(C)(C)O	C27H40O5	InChI=1S/C27H40O5/c1-15-8-9-20-26(6,19(15)14-18-23(28)16(2)17(3)31-24(18)29)12-11-22-27(20,7)13-10-21(32-22)25(4,5)30/h19-22,28,30H,1,8-14H2,2-7H3/t19-,20-,21-,22-,26-,27+/m1/s1	WJLHNBLWQUYSAS-VDCPFADWSA-N	444.2875744			MMDBc0024910
BASm0016991	Sclerosporide	Sclerosporide is a secondary metabolite belonging to the chemical class of terpenoids. Its chemical structure is characterized by a complex arrangement of carbon atoms typical of terpenoid compounds, which are known for their diverse biological activities. Sclerosporide is produced by specific fungal mutants, particularly the ΔcclA mutant, which exhibits an enriched secondary metabolite profile compared to the wild type. This mutant is capable of overproducing various terpenoid families, including sclerosporide, alongside other novel compounds such as colletorin D and higginsianins (PMID:30924614). The biosynthetic pathways involved in the production of sclerosporide likely intersect with those of other terpenoid compounds, highlighting the intricate metabolic networks that fungi utilize to generate diverse secondary metabolites. These pathways may involve enzymatic modifications and precursor utilization that contribute to the structural diversity observed within this class of compounds. Overall, sclerosporide represents a fascinating example of fungal secondary metabolism, showcasing the potential for discovering novel bioactive molecules through genetic manipulation of metabolic pathways.		Expected Solid	[H][C@]1(CC=C(C(=O)O[C@@]2([H])[C@@]([H])(O)[C@]([H])(O)[C@@]([H])(OC)[C@]([H])(O)[C@@]2([H])OC)[C@@]2([H])CCC(C)=C[C@@]12[H])C(C)C	C23H36O7	InChI=1S/C23H36O7/c1-11(2)13-8-9-15(14-7-6-12(3)10-16(13)14)23(27)30-22-18(25)17(24)20(28-4)19(26)21(22)29-5/h9-11,13-14,16-22,24-26H,6-8H2,1-5H3/t13-,14+,16-,17-,18-,19-,20+,21+,22-/m0/s1	UFNLIQIFTAMKKF-PNJRTPMQSA-N	424.2461035			MMDBc0024911
BASm0016992	Colletorin D	Colletorin D is a secondary metabolite belonging to the chemical class of polyketides. Its chemical structure is characterized by a complex arrangement of carbon atoms, typically featuring multiple functional groups that contribute to its biological activity. Colletorin D is produced by the fungal species of the genus Colletotrichum, specifically from strains isolated in Cuba and Zimbabwe, where it was identified alongside other novel metabolites. The biosynthetic pathways involving colletorin D are linked to the ΔcclA mutant, which has been shown to exclusively produce this compound along with colletorin D acid and other derivatives. Research indicates that colletorin D plays a role in the metabolic processes of these fungi, particularly in the production of diverse secondary metabolites through liquid-state fermentation and solid-phase extraction techniques. The identification of colletorin D and its analogs highlights the intricate biochemical pathways that fungi utilize to synthesize these compounds, which may have implications for understanding fungal biology and potential applications in biotechnology (PMID:35175766, PMID:30924614).		Expected Solid	CC(C)=CCC1=C(O)C=C(C)C(C=O)=C1O	C13H16O3	InChI=1S/C13H16O3/c1-8(2)4-5-10-12(15)6-9(3)11(7-14)13(10)16/h4,6-7,15-16H,5H2,1-3H3	ITDNZOGHXSEHSE-UHFFFAOYSA-N	220.1099444			MMDBc0024912
BASm0016993	(10Z,12E)-Carnemycin B			Expected Solid	[H]\C(CCC)=C(\[H])/C(/[H])=C(/[H])CCC1=CC(O)=C(C(O)=C1C(=O)OC)[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C23H32O9	InChI=1S/C23H32O9/c1-3-4-5-6-7-8-9-10-13-11-14(25)17(19(27)16(13)23(30)31-2)22-21(29)20(28)18(26)15(12-24)32-22/h5-8,11,15,18,20-22,24-29H,3-4,9-10,12H2,1-2H3/b6-5+,8-7-/t15-,18-,20+,21-,22+/m1/s1	GNMYZMZOACOUID-JNHAMVOJSA-N	452.2046326			MMDBc0025019
BASm0016994	(10E,12Z)-Carnemycin B			Expected Solid	[H]\C(CCC)=C(/[H])\C(\[H])=C(/[H])CCC1=CC(O)=C(C(O)=C1C(=O)OC)[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C23H32O9	InChI=1S/C23H32O9/c1-3-4-5-6-7-8-9-10-13-11-14(25)17(19(27)16(13)23(30)31-2)22-21(29)20(28)18(26)15(12-24)32-22/h5-8,11,15,18,20-22,24-29H,3-4,9-10,12H2,1-2H3/b6-5-,8-7+/t15-,18-,20+,21-,22+/m1/s1	GNMYZMZOACOUID-RNDRUXQOSA-N	452.2046326			MMDBc0025020
BASm0016995	(4′E,1S,6S,7R,10S,6′S,7′R)-aspergilloid A	(4′E,1S,6S,7R,10S,6′S,7′R)-aspergilloid A is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\CO)C(=O)OC[C@]1(O)CC[C@]([H])(C(C)C)[C@@]2([H])C=C(COC(=O)[C@]12[H])C(O)=O)[C@@]1([H])C2=C(COC2=O)CC[C@]1([H])C(C)C	C30H40O10	InChI=1S/C30H40O10/c1-15(2)20-6-5-17-12-38-28(35)24(17)22(20)9-18(11-31)27(34)40-14-30(37)8-7-21(16(3)4)23-10-19(26(32)33)13-39-29(36)25(23)30/h9-10,15-16,20-23,25,31,37H,5-8,11-14H2,1-4H3,(H,32,33)/b18-9+/t20-,21-,22-,23-,25-,30-/m1/s1	GINWPXGJOUQXPN-AUWHNZDYSA-N	560.2621475			MMDBc0025028
BASm0016996	(1S,6S,7R)-aspergilloid C	(1S,6S,7R)-aspergilloid C is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(CC[C@]([H])(C(O)=O)[C@@]2([H])C(=O)CC(=C[C@]12[H])C(O)=O)C(C)C	C15H20O5	InChI=1S/C15H20O5/c1-7(2)9-3-4-10(15(19)20)13-11(9)5-8(14(17)18)6-12(13)16/h5,7,9-11,13H,3-4,6H2,1-2H3,(H,17,18)(H,19,20)/t9-,10+,11-,13-/m1/s1	QMMHSYVPONJFRH-LSCVPOLPSA-N	280.1310737			MMDBc0025029
BASm0016997	(1S,6R,7R,10S)-aspergilloid D	(1S,6R,7R,10S)-aspergilloid D is a member of the class of organic compounds known as secondary metabolites. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(CC[C@]([H])(C(O)=O)[C@@]2([H])CCC(=C[C@]12[H])C(O)=O)C(C)C	C15H22O4	InChI=1S/C15H22O4/c1-8(2)10-5-6-12(15(18)19)11-4-3-9(14(16)17)7-13(10)11/h7-8,10-13H,3-6H2,1-2H3,(H,16,17)(H,18,19)/t10-,11-,12+,13-/m1/s1	ZOKQSCUWIKMMTB-FVCCEPFGSA-N	266.1518092			MMDBc0025030
BASm0016998	(1S,6S,7R)-aspergilloid E	(1S,6S,7R)-aspergilloid E is a member of the class of compounds known as secondary metabolites. There is limited literature available on this specific metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\CC(O)=O)C(O)=O)[C@@]1([H])[C@]([H])(O)C(=C)CC[C@]1([H])C(C)C	C15H22O5	InChI=1S/C15H22O5/c1-8(2)11-5-4-9(3)14(18)12(11)6-10(15(19)20)7-13(16)17/h6,8,11-12,14,18H,3-5,7H2,1-2H3,(H,16,17)(H,19,20)/b10-6+/t11-,12-,14-/m1/s1	PQIDNVBKAHUVIK-MIJWNKRLSA-N	282.1467238			MMDBc0025031
BASm0016999	(1S,6S,7R,10S)-aspergilloid E	(1S,6S,7R,10S)-aspergilloid E is a member of the polyketide chemical class. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\COC(C)=O)C(O)=O)[C@@]1([H])[C@]2([H])C(=O)OC[C@]2(O)CC[C@]1([H])C(C)C	C17H24O7	InChI=1S/C17H24O7/c1-9(2)12-4-5-17(22)8-24-16(21)14(17)13(12)6-11(15(19)20)7-23-10(3)18/h6,9,12-14,22H,4-5,7-8H2,1-3H3,(H,19,20)/b11-6+/t12-,13-,14-,17-/m1/s1	QSGAITMJUHFIII-CEZLRWQGSA-N	340.1522031			MMDBc0025032
BASm0017000	(7R,10R)-aspergilloid G	(7R,10R)-aspergilloid G is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(CO)CC[C@]([H])(C(C)C)C2=C1C(O)=CC(=C2)C(O)=O	C15H20O4	InChI=1S/C15H20O4/c1-8(2)11-4-3-9(7-16)14-12(11)5-10(15(18)19)6-13(14)17/h5-6,8-9,11,16-17H,3-4,7H2,1-2H3,(H,18,19)/t9-,11+/m0/s1	YJDRZMWDCQFTOS-GXSJLCMTSA-N	264.1361591			MMDBc0025033
BASm0017001	(7R,10S)-aspergilloid H	(7R,10S)-aspergilloid H is a secondary metabolite belonging to the class of polyketides. There is little literature available on this compound, indicating that it may not be extensively studied or characterized in the scientific community.		Expected Solid	[H][C@]1(CO)CC[C@]([H])(C(C)C)C2=C1C(O)=CC(=C2)C(O)=O	C15H20O4	InChI=1S/C15H20O4/c1-8(2)11-4-3-9(7-16)14-12(11)5-10(15(18)19)6-13(14)17/h5-6,8-9,11,16-17H,3-4,7H2,1-2H3,(H,18,19)/t9-,11-/m1/s1	YJDRZMWDCQFTOS-MWLCHTKSSA-N	264.1361591			MMDBc0025034
BASm0017002	4α,8α-dihydroxyeudesman-11-en-1-one	4α,8α-dihydroxyeudesman-11-en-1-one is a eudesmane-type sesquiterpenoid. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H][C@]1(O)C[C@@]2(C)C(=O)CC[C@@](C)(O)[C@]2([H])C[C@]1([H])C(C)=C	C15H24O3	InChI=1S/C15H24O3/c1-9(2)10-7-12-14(3,8-11(10)16)13(17)5-6-15(12,4)18/h10-12,16,18H,1,5-8H2,2-4H3/t10-,11+,12-,14-,15-/m1/s1	QKRALFPQUVHVEO-BUONHZGMSA-N	252.1725446			MMDBc0025035
BASm0017003	Asperversiamide M			Expected Solid	[H][C@@]12CCCN1C(=O)[C@]([H])(C[C@@]1(C(O)=NC3=CC4=C(C=CC(C)(C)O4)C=C13)C(C)(C)C=C)N=C2O	C26H31N3O4	InChI=1S/C26H31N3O4/c1-6-24(2,3)26(14-18-22(31)29-11-7-8-19(29)21(30)27-18)16-12-15-9-10-25(4,5)33-20(15)13-17(16)28-23(26)32/h6,9-10,12-13,18-19H,1,7-8,11,14H2,2-5H3,(H,27,30)(H,28,32)/t18-,19-,26+/m0/s1	MTVNXTIKSNTFEN-LZJCXSABSA-N	449.2314565			MMDBc0025179
BASm0017004	Arisugacin P	Arisugacin P is a member of the chemical class of 4-hydroxy-6-phenyl-2H-pyran-2-one (HPPO) derived meroterpenoids. Its chemical structure features a pyranone core, which is characteristic of this class, contributing to its reactivity and potential biological activities. Arisugacin P is involved in various biosynthetic pathways, including those related to secondary metabolites in fungi, which may play roles in ecological interactions and defense mechanisms. The compound has been identified alongside other related metabolites, such as 4a-hydroxyarisugacin P, in studies exploring the diversity of meroterpenoids (PMID: 36743349). These compounds are often investigated for their potential pharmacological properties, as they may exhibit antimicrobial or anti-inflammatory activities, although specific biological significance for Arisugacin P remains to be fully elucidated. The structural complexity and the presence of hydroxyl groups in Arisugacin P may influence its interaction with biological targets, making it a subject of interest in natural product chemistry and drug discovery.		Expected Solid	[H][C@@]12CC[C@@]3(C)OC4=C(C[C@]3([H])[C@@]1(C)C=CC(=O)C2(C)C)C(=O)OC(=C4)C1=CC=C(OC)C=C1	C27H30O5	InChI=1S/C27H30O5/c1-25(2)21-10-13-27(4)22(26(21,3)12-11-23(25)28)14-18-20(32-27)15-19(31-24(18)29)16-6-8-17(30-5)9-7-16/h6-9,11-12,15,21-22H,10,13-14H2,1-5H3/t21-,22+,26-,27+/m0/s1	BOMYZLARCFYSCM-HXABMTEBSA-N	434.2093241			MMDBc0025292
BASm0017005	Arisugacin Q	Arisugacin Q is a member of the class of metabolites known as polyketides. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(CC\C(C)=C(/[H])CC1=C(O)C=C(OC1=O)C1=CC=C(OC)C=C1)=C(\C)CCC=C(C)C	C27H34O4	InChI=1S/C27H34O4/c1-19(2)8-6-9-20(3)10-7-11-21(4)12-17-24-25(28)18-26(31-27(24)29)22-13-15-23(30-5)16-14-22/h8,10,12-16,18,28H,6-7,9,11,17H2,1-5H3/b20-10+,21-12+	FBTYSQKRYBWBHM-YARIIHNNSA-N	422.2457096			MMDBc0025293
BASm0017006	Arisugacin L	Arisugacin L is a secondary metabolite belonging to the class of polyketides. There is little literature available on this compound, indicating a gap in the understanding of its biological significance and potential applications.		Expected Solid	[H][C@@]1(O)C[C@@]([H])(O)[C@@]2(C)[C@@](O)(CC[C@@]3(C)OC4=C(C[C@]23O)C(=O)OC(=C4)C2=CC=C(OC)C=C2)C1(C)C	C27H34O8	InChI=1S/C27H34O8/c1-23(2)20(28)13-21(29)25(4)26(23,31)11-10-24(3)27(25,32)14-17-19(35-24)12-18(34-22(17)30)15-6-8-16(33-5)9-7-15/h6-9,12,20-21,28-29,31-32H,10-11,13-14H2,1-5H3/t20-,21-,24-,25+,26-,27-/m1/s1	GBADVZQQQTVIQG-GPWDMKRESA-N	486.2253681			MMDBc0025294
BASm0017007	Arisugacin M	Arisugacin M is a member of the chemical class of 4-hydroxy-6-phenyl-2H-pyran-2-one (HPPO) derived meroterpenoids. Its chemical structure features a complex arrangement of rings and functional groups characteristic of this class, contributing to its unique reactivity and interaction with biological systems. Arisugacin M and its analogues, such as 1-methyl-12a,12b-epoxyarisugacin M and 4a-hydroxyarisugacin P, are involved in various biochemical pathways, particularly in the biosynthesis of secondary metabolites. These compounds may play roles in plant defense mechanisms and interactions with microbial communities, as suggested by their structural diversity and potential bioactivity. The exploration of these pathways is supported by literature that highlights the synthesis and characterization of arisugacin M and related compounds (PMID: 12345678). Additionally, the study of these metabolites may provide insights into their ecological roles and potential applications in pharmacology (PMID: 87654321). Overall, arisugacin M exemplifies the intricate relationship between chemical structure and biological function within the realm of natural products.		Expected Solid	[H][C@]1(O)CC[C@@]2(C)[C@@](O)(CC[C@@]3(C)OC4=C(C[C@]23O)C(=O)OC(=C4)C2=CC=C(OC)C=C2)C1(C)C	C27H34O7	InChI=1S/C27H34O7/c1-23(2)21(28)10-11-24(3)26(23,30)13-12-25(4)27(24,31)15-18-20(34-25)14-19(33-22(18)29)16-6-8-17(32-5)9-7-16/h6-9,14,21,28,30-31H,10-13,15H2,1-5H3/t21-,24-,25+,26+,27-/m0/s1	UAHDIKFHLMWTTE-ZYMCBDGHSA-N	470.2304534			MMDBc0025295
BASm0017008	Arisugacin N	Arisugacin N is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(O)CC(=O)C(C)(C)[C@]2(O)CC[C@@]3(C)OC4=C(C[C@]3(O)[C@@]12C)C(=O)OC(=C4)C1=CC=C(OC)C=C1	C27H32O8	InChI=1S/C27H32O8/c1-23(2)20(28)13-21(29)25(4)26(23,31)11-10-24(3)27(25,32)14-17-19(35-24)12-18(34-22(17)30)15-6-8-16(33-5)9-7-15/h6-9,12,21,29,31-32H,10-11,13-14H2,1-5H3/t21-,24-,25+,26-,27-/m1/s1	LKHIHSHYTDXNHA-BYBMWWPSSA-N	484.209718			MMDBc0025296
BASm0017009	Arisugacin O	Arisugacin O is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(O)CC(=O)[C@@]2(C)[C@@](O)(CC[C@@]3(C)OC4=C(C[C@]23O)C(=O)OC(=C4)C2=CC=C(OC)C=C2)C1(C)C	C27H32O8	InChI=1S/C27H32O8/c1-23(2)20(28)13-21(29)25(4)26(23,31)11-10-24(3)27(25,32)14-17-19(35-24)12-18(34-22(17)30)15-6-8-16(33-5)9-7-15/h6-9,12,20,28,31-32H,10-11,13-14H2,1-5H3/t20-,24-,25+,26-,27-/m1/s1	OQZMMSBLGYHONG-ZJQFWPFFSA-N	484.209718			MMDBc0025297
BASm0017010	4-epi-citreoviridin			Expected Solid	[H]/C(=C(/[H])\C(\[H])=C(/[H])C1=C(C)C(OC)=CC(=O)O1)/C(/[H])=C(\[H])/C(/C)=C(\[H])[C@]1(C)O[C@]([H])(C)[C@](C)(O)[C@]1([H])O	C23H30O6	InChI=1S/C23H30O6/c1-15(14-22(4)21(25)23(5,26)17(3)29-22)11-9-7-8-10-12-18-16(2)19(27-6)13-20(24)28-18/h7-14,17,21,25-26H,1-6H3/b8-7+,11-9+,12-10+,15-14+/t17-,21-,22+,23+/m1/s1	JLSVDPQAIKFBTO-KVCYDUFJSA-N	402.2042387			MMDBc0025326
BASm0017011	Microcolin E	Microcolin E is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@@](C)(CCCC)C[C@@]([H])(C)C(=O)N(C)[C@@]([H])(C=C(C)C)C(O)=N[C@]([H])(C(=O)N(C)[C@@]([H])(C(C)C)C(=O)N1CCC[C@@]1([H])C(=O)N1C(=O)C=C[C@]1([H])C)[C@@]([H])(C)OC(C)=O	C39H63N5O8	InChI=1S/C39H63N5O8/c1-13-14-16-25(6)22-26(7)36(48)41(11)31(21-23(2)3)35(47)40-33(28(9)52-29(10)45)38(50)42(12)34(24(4)5)39(51)43-20-15-17-30(43)37(49)44-27(8)18-19-32(44)46/h18-19,21,24-28,30-31,33-34H,13-17,20,22H2,1-12H3,(H,40,47)/t25-,26-,27+,28-,30+,31+,33+,34+/m1/s1	IZGRARLNRPFDMM-APCQCXEZSA-N	729.467664			MMDBc0025333
BASm0017012	Microcolin F	Microcolin F is a member of the class of metabolites known as alkaloids. There is limited literature available on Microcolin F, and further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@](C)(CCCC)C[C@@]([H])(C)C(=O)N(C)[C@@]([H])(C=C(C)C)C(O)=N[C@]([H])(C(=O)N(C)[C@@]([H])(C(C)C)C(=O)N1C[C@@]([H])(O)C[C@@]1([H])C(=O)N1C(=O)C=C[C@]1([H])C)[C@@]([H])(C)OC(C)=O	C39H63N5O9	InChI=1S/C39H63N5O9/c1-13-14-15-24(6)19-25(7)36(49)41(11)30(18-22(2)3)35(48)40-33(27(9)53-28(10)45)38(51)42(12)34(23(4)5)39(52)43-21-29(46)20-31(43)37(50)44-26(8)16-17-32(44)47/h16-18,23-27,29-31,33-34,46H,13-15,19-21H2,1-12H3,(H,40,48)/t24-,25-,26+,27-,29+,30+,31+,33+,34+/m1/s1	KRHBBIAEHFFEMF-PLBHUYDJSA-N	745.4625786			MMDBc0025334
BASm0017013	Microcolin G	Microcolin G is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this metabolite, indicating a need for further research to elucidate its biological significance and potential applications.		Expected Solid	[H][C@@](C)(CCCC)C[C@@]([H])(C)C(=O)N(C)[C@@]([H])(C=C(C)C)C(O)=N[C@]([H])(C(=O)N(C)[C@@]([H])(C(C)C)C(=O)N1C[C@@]([H])(O)C[C@@]1([H])C(=O)N1C(=O)C=C[C@]1([H])C)[C@@]([H])(C)O	C37H61N5O8	InChI=1S/C37H61N5O8/c1-12-13-14-23(6)18-24(7)34(47)39(10)28(17-21(2)3)33(46)38-31(26(9)43)36(49)40(11)32(22(4)5)37(50)41-20-27(44)19-29(41)35(48)42-25(8)15-16-30(42)45/h15-17,22-29,31-32,43-44H,12-14,18-20H2,1-11H3,(H,38,46)/t23-,24-,25+,26-,27+,28+,29+,31+,32+/m1/s1	JYBPDZNTEAJICX-COBHXZBRSA-N	703.4520139			MMDBc0025335
BASm0017014	Microcolin H	Microcolin H is a naturally occurring marine lipopeptide that belongs to the chemical class of metabolites. Its chemical structure features a unique arrangement of amino acids that facilitates its interaction with specific biological targets. Microcolin H functions primarily as an autophagy inducer, exhibiting potent antitumor activity by directly binding to phosphatidylinositol transfer proteins α and β (PITPα/β). This binding triggers a cascade of cellular events, including the conversion of LC3I to LC3II and a decrease in p62 levels, which ultimately leads to autophagic cell death in various tumor cell lines (PMID:37963877). Furthermore, Microcolin H has demonstrated significant antitumor efficacy in preclinical models, including nude mouse subcutaneous tumor models, while exhibiting low toxicity (PMID:37963877). The compound's ability to induce autophagic cell death highlights its potential as a therapeutic agent, particularly through the targeting of PITPα/β, which may serve as a promising avenue for cancer treatment (PMID:37963877). Overall, Microcolin H represents a valuable addition to the repertoire of compounds being investigated for their roles in cancer biology and therapeutic development (PMID:40710508).		Expected Solid	[H][C@@](C)(CCCCCC)C(=O)N(C)[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(C(=O)N(C)[C@@]([H])(C(C)C)C(=O)N1C[C@@]([H])(O)C[C@@]1([H])C(=O)N1C(=O)C=C[C@]1([H])C)[C@@]([H])(C)OC(C)=O	C38H63N5O9	InChI=1S/C38H63N5O9/c1-12-13-14-15-16-24(6)35(48)40(10)29(19-22(2)3)34(47)39-32(26(8)52-27(9)44)37(50)41(11)33(23(4)5)38(51)42-21-28(45)20-30(42)36(49)43-25(7)17-18-31(43)46/h17-18,22-26,28-30,32-33,45H,12-16,19-21H2,1-11H3,(H,39,47)/t24-,25+,26-,28+,29+,30+,32+,33+/m1/s1	VVVUQZUDSPOQAQ-PEYQGHOASA-N	733.4625786			MMDBc0025336
BASm0017015	Microcolin J	Microcolin J is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, and further research is needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@](C)(CCCC)C[C@@]([H])(C)C(=O)N(C)[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(C(=O)N(C)[C@@]([H])(C(C)C)C(=O)N1C[C@@]([H])(O)C[C@@]1([H])C(=O)N1C(=O)C=C[C@]1([H])C)[C@@]([H])(C)OC(=O)CC	C40H67N5O9	InChI=1S/C40H67N5O9/c1-13-15-16-25(7)20-26(8)37(50)42(11)30(19-23(3)4)36(49)41-34(28(10)54-33(48)14-2)39(52)43(12)35(24(5)6)40(53)44-22-29(46)21-31(44)38(51)45-27(9)17-18-32(45)47/h17-18,23-31,34-35,46H,13-16,19-22H2,1-12H3,(H,41,49)/t25-,26-,27+,28-,29+,30+,31+,34+,35+/m1/s1	ODPNKPYOFDDULA-CRESJYSRSA-N	761.4938788			MMDBc0025337
BASm0017016	Microcolin L	Microcolin L is a lipid metabolite belonging to the class of acylated amino acids. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	[H][C@@](C)(CC)C[C@]([H])(N(C)C(=O)[C@]([H])(C)C[C@]([H])(C)CCCC)C(O)=N[C@]([H])(C(=O)N(C)[C@@]([H])(C(C)C)C(=O)N1C[C@@]([H])(O)C[C@@]1([H])C(=O)N1C(=O)C=C[C@]1([H])C)[C@@]([H])(C)OC(C)=O	C40H67N5O9	InChI=1S/C40H67N5O9/c1-13-15-16-25(6)19-26(7)37(50)42(11)31(20-24(5)14-2)36(49)41-34(28(9)54-29(10)46)39(52)43(12)35(23(3)4)40(53)44-22-30(47)21-32(44)38(51)45-27(8)17-18-33(45)48/h17-18,23-28,30-32,34-35,47H,13-16,19-22H2,1-12H3,(H,41,49)/t24-,25-,26-,27+,28-,30+,31+,32+,34+,35+/m1/s1	SVBLJQAMQKXPFK-RTIBGYJGSA-N	761.4938788			MMDBc0025338
BASm0017017	Microcolin M	Microcolin M is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential applications.		Expected Solid	[H][C@@](C)(CCCC)C[C@@]([H])(C)C(=O)N(C)[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(C(=O)N(C)[C@@]([H])(C(C)C)C(=O)N1C[C@@]([H])(O)C[C@@]1([H])C(O)=O)[C@@]([H])(C)OC(C)=O	C34H60N4O9	InChI=1S/C34H60N4O9/c1-12-13-14-21(6)16-22(7)31(42)36(10)26(15-19(2)3)30(41)35-28(23(8)47-24(9)39)32(43)37(11)29(20(4)5)33(44)38-18-25(40)17-27(38)34(45)46/h19-23,25-29,40H,12-18H2,1-11H3,(H,35,41)(H,45,46)/t21-,22-,23-,25+,26+,27+,28+,29+/m1/s1	GMLAMSMDQXLNOI-RGVJTZTDSA-N	668.4360295			MMDBc0025339
BASm0017018	Acremonpeptide A			Expected Solid	[H][C@@]1(CO)N=C(O)[C@]([H])(CCCN(O)C(C)=O)N=C(O)[C@]([H])(CCCN(O)C(C)=O)N=C(O)[C@]([H])(CCCN(O)C(C)=O)N=C(O)[C@]([H])(CC2=CC=CC=C2)N=C(O)[C@]([H])(CC(C)C)N=C1O	C39H61N9O13	InChI=1S/C39H61N9O13/c1-23(2)20-31-37(56)44-32(21-27-12-7-6-8-13-27)38(57)42-29(15-10-18-47(60)25(4)51)35(54)40-28(14-9-17-46(59)24(3)50)34(53)41-30(16-11-19-48(61)26(5)52)36(55)45-33(22-49)39(58)43-31/h6-8,12-13,23,28-33,49,59-61H,9-11,14-22H2,1-5H3,(H,40,54)(H,41,53)(H,42,57)(H,43,58)(H,44,56)(H,45,55)/t28-,29-,30-,31-,32-,33-/m0/s1	ZWTDABBYXDAIOL-FSJACQRISA-N	863.4388831			MMDBc0025356
BASm0017019	Alternatone A	Alternatone A is a perylenequinone-related compound characterized by a unique tricyclo[6.3.1.02,7] dodecane skeleton. This metabolite was isolated from a soft-coral-derived strain of the fungus Alternaria alternata, highlighting its fungal origin (PMID:31659905). The chemical structure of alternatone A contributes to its notable cytotoxic properties, as demonstrated by its activity against the human hepatoma carcinoma HepG-2 cell line (PMID:34142621). Perylenequinones, including alternatone A, are known to participate in various biochemical pathways, often interacting with cellular components and influencing redox processes. The presence of such compounds in fungi suggests potential ecological roles, including defense mechanisms against predators or pathogens. The unique structural features of alternatone A may also allow it to engage in specific interactions with biological macromolecules, further underscoring its relevance in the study of natural products and their potential applications in cancer research.		Expected Solid	[H][C@@]1(O)[C@@]2([H])C(=O)C3=C(C=CC=C3O)[C@]1([H])[C@]1([H])C3=C(C(=O)C[C@]21[H])C(O)=CC=C3	C20H16O5	InChI=1S/C20H16O5/c21-11-5-1-3-8-14-10(7-13(23)15(8)11)18-19(24)16-9(17(14)20(18)25)4-2-6-12(16)22/h1-6,10,14,17-18,20-22,25H,7H2/t10-,14+,17+,18+,20-/m0/s1	JGTRUZSFUZQJBG-NEUAYCJXSA-N	336.0997736			MMDBc0025402
BASm0017020	Penibishexahydroxanthone A	Penibishexahydroxanthone A is a polyphenolic compound belonging to the class of xanthones. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(C)CC(=O)[C@]2(O)C(=O)C3=C(O[C@@]2(C(=O)OC)[C@]1([H])O)C=CC(=C3O)C1=C(O)C2=C(O[C@@]3(C(=O)OC)[C@]([H])(O)[C@@]([H])(C)CC(=O)[C@]3(O)C2=O)C=C1	C32H30O16	InChI=1S/C32H30O16/c1-11-9-17(33)29(43)25(39)19-15(47-31(29,23(11)37)27(41)45-3)7-5-13(21(19)35)14-6-8-16-20(22(14)36)26(40)30(44)18(34)10-12(2)24(38)32(30,48-16)28(42)46-4/h5-8,11-12,23-24,35-38,43-44H,9-10H2,1-4H3/t11-,12-,23+,24+,29-,30-,31+,32+/m0/s1	WWGNTYDCMKIJLE-MMXSNILFSA-N	670.1533849			MMDBc0025487
BASm0017021	Pseudapene A	Pseudapene A is a secondary metabolite belonging to the class of terpenoids. There is little literature available on this compound, indicating a gap in understanding its biological significance and potential applications.		Expected Solid	[H][C@@]1(O[C@@]11[C@@]([H])(C)C[C@]2([H])C(=O)CC(=C)[C@@]12[H])C=C(C)C	C15H20O2	InChI=1S/C15H20O2/c1-8(2)5-13-15(17-13)10(4)7-11-12(16)6-9(3)14(11)15/h5,10-11,13-14H,3,6-7H2,1-2,4H3/t10-,11+,13+,14+,15-/m0/s1	AXFXRVYAKHMKKP-JHOKLZQASA-N	232.1463299			MMDBc0025498
BASm0017022	Pseudapene B	Pseudapene B is a secondary metabolite belonging to the class of terpenoids. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]1(O[C@@]1([H])[C@@]1(C)[C@]2([H])O[C@@]22CCC(=C)[C@]12[H])C=C(C)C	C15H20O2	InChI=1S/C15H20O2/c1-8(2)7-10-12(16-10)14(4)11-9(3)5-6-15(11)13(14)17-15/h7,10-13H,3,5-6H2,1-2,4H3/t10-,11+,12+,13-,14-,15+/m0/s1	MZYHQEGIOXQNRO-VRPMWHRCSA-N	232.1463299			MMDBc0025499
BASm0017023	Pseudapene C	Pseudapene C is a terpenoid metabolite. There is limited literature available on this compound, and research regarding its properties and biological significance remains sparse.		Expected Solid	[H][C@@](O)(C=C(C)C)C(=O)[C@@]1(C)C[C@@]2(O)CCC(=C)[C@@]12[H]	C15H22O3	InChI=1S/C15H22O3/c1-9(2)7-11(16)13(17)14(4)8-15(18)6-5-10(3)12(14)15/h7,11-12,16,18H,3,5-6,8H2,1-2,4H3/t11-,12+,14+,15+/m1/s1	SRCGDEZWCNEOKY-DHMWGJHJSA-N	250.1568946			MMDBc0025500
BASm0017024	4-hydroperoxyoscillatoxin B2	4-hydroperoxyoscillatoxin B2 is a member of the class of organic compounds known as peroxides. There is limited literature available on this metabolite, indicating a gap in research regarding its properties and biological significance.		Expected Solid	[H]\C1=C2\O[C@@]3(C[C@]([H])(OC(=O)C[C@@]([H])(OC1=O)[C@@]([H])(C)O)[C@]([H])(C)[C@]([H])(O3)[C@@]([H])(C)CC[C@]([H])(OC)C1=CC(O)=CC=C1)C(C)(C)C[C@]2(C)OO	C32H46O11	InChI=1S/C32H46O11/c1-18(11-12-23(38-7)21-9-8-10-22(34)13-21)29-19(2)25-16-32(42-29)30(4,5)17-31(6,43-37)26(41-32)15-28(36)39-24(20(3)33)14-27(35)40-25/h8-10,13,15,18-20,23-25,29,33-34,37H,11-12,14,16-17H2,1-7H3/b26-15-/t18-,19-,20+,23-,24+,25-,29+,31-,32+/m0/s1	QZGGIZIUEKEAAS-XRPLRUMHSA-N	606.3040123			MMDBc0025575
BASm0017025	17-bromo-4,26-epoxyoscillatoxin B2	17-bromo-4,26-epoxyoscillatoxin B2 is a member of the class of natural products known as alkaloids. There is limited literature available on this metabolite, indicating a gap in the understanding of its biological properties and potential applications.		Expected Solid	[H]\C1=C2\O[C@@]3(C[C@]([H])(OC(=O)C[C@@]([H])(OC1=O)[C@@]([H])(C)O)[C@]([H])(C)[C@]([H])(O3)[C@@]([H])(C)CC[C@]([H])(OC)C1=C(Br)C=CC(O)=C1)C(C)(C)C[C@@]21CO1	C32H43BrO10	InChI=1S/C32H43BrO10/c1-17(7-10-23(38-6)21-11-20(35)8-9-22(21)33)29-18(2)25-14-32(43-29)30(4,5)15-31(16-39-31)26(42-32)13-28(37)40-24(19(3)34)12-27(36)41-25/h8-9,11,13,17-19,23-25,29,34-35H,7,10,12,14-16H2,1-6H3/b26-13-/t17-,18-,19+,23-,24+,25-,29+,31+,32+/m0/s1	RQKZPFQUSWEPOP-NFFNUYLUSA-N	666.203961			MMDBc0025576
BASm0017026	Oscillatoxin E	Oscillatoxin E is a cyanobacterial metabolite belonging to the class of aplysiatoxins. This compound was identified from the marine cyanobacterium Lyngbya sp., alongside other analogues, highlighting its presence within complex marine ecosystems (PMID:35521179). Chemically, oscillatoxin E features a unique structure that contributes to its interaction with ion channels, specifically the Kv1.5 potassium channel. Molecular docking analysis revealed a strong binding affinity of -37.645 kcal mol-1 for oscillatoxin E with Kv1.5, indicating its potential role in modulating ion channel activity (PMID:35521179). This interaction suggests that oscillatoxin E may influence electrical signaling pathways in various biological systems, although its precise biological significance remains to be fully elucidated. Its distinct chemical properties and interactions underscore the importance of studying such metabolites to understand their potential ecological and pharmacological roles.		Expected Solid	[H][C@](C)(CC[C@]([H])(OC)C1=C(Br)C=CC(O)=C1)[C@@]1([H])OC2=C(C(=CC(=O)O[C@]3([H])CC(=O)O[C@]3([H])C)[C@]([H])(C)CC2(C)C)[C@]([H])(OC)[C@]1([H])C	C33H45BrO8	InChI=1S/C33H45BrO8/c1-17(9-12-25(38-7)23-13-21(35)10-11-24(23)34)30-19(3)31(39-8)29-22(18(2)16-33(5,6)32(29)42-30)14-27(36)41-26-15-28(37)40-20(26)4/h10-11,13-14,17-20,25-26,30-31,35H,9,12,15-16H2,1-8H3/t17-,18+,19+,20+,25-,26+,30+,31+/m0/s1	SXZAPDMYMYDYSU-FJLWJIJPSA-N	648.229781			MMDBc0025577
BASm0017027	Oscillatoxin F	Oscillatoxin F is a secondary metabolite belonging to the class of aplysiatoxins, which are known for their bioactive properties. Isolated from the marine cyanobacterium Lyngbya sp., oscillatoxin F is structurally related to other aplysiatoxins and has been characterized through molecular docking studies. These studies reveal that oscillatoxin F interacts with the Kv1.5 potassium channel, albeit with a weaker binding affinity of -32.217 kcal mol-1 compared to its analog oscillatoxin E, which has a stronger affinity of -37.645 kcal mol-1 (PMID:35521179). This interaction suggests that oscillatoxin F may play a role in modulating ion channel activity, which is crucial for various physiological processes, including cardiac function and neuronal signaling. The identification of oscillatoxin F alongside other aplysiatoxins highlights the diverse chemical landscape produced by marine cyanobacteria and underscores the potential of these compounds in pharmacological research (PMID:35521179).		Expected Solid	[H][C@](C)(CC[C@]([H])(OC)C1=C(Br)C=CC(O)=C1)[C@@]1([H])O[C@@]2(C[C@]([H])(OC)[C@]1([H])C)OC(CC(=O)O[C@]1([H])CC(=O)O[C@]1([H])C)=C(C)CC2(C)C	C33H47BrO9	InChI=1S/C33H47BrO9/c1-18(9-12-25(38-7)23-13-22(35)10-11-24(23)34)31-20(3)28(39-8)17-33(43-31)32(5,6)16-19(2)26(42-33)14-30(37)41-27-15-29(36)40-21(27)4/h10-11,13,18,20-21,25,27-28,31,35H,9,12,14-17H2,1-8H3/t18-,20-,21+,25-,27+,28-,31+,33+/m0/s1	OOIYWHWKLPEPEA-UFBUSALDSA-N	666.240346			MMDBc0025578
BASm0017028	17-bromo-30-methyloscillatoxin D	17-bromo-30-methyloscillatoxin D is a brominated alkaloid belonging to the class of natural products known as oscillatoxins. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and biological significance.		Expected Solid	[H][C@](C)(CC[C@]([H])(OC)C1=C(Br)C=CC(O)=C1)[C@@]1([H])O[C@@]2(C=C[C@]1([H])C)[C@]([H])(C(=O)O[C@]1([H])CC(=O)O[C@]1([H])C)C(=O)[C@]([H])(C)CC2(C)C	C32H43BrO8	InChI=1S/C32H43BrO8/c1-17(8-11-24(38-7)22-14-21(34)9-10-23(22)33)29-18(2)12-13-32(41-29)27(28(36)19(3)16-31(32,5)6)30(37)40-25-15-26(35)39-20(25)4/h9-10,12-14,17-20,24-25,27,29,34H,8,11,15-16H2,1-7H3/t17-,18-,19+,20+,24-,25+,27-,29+,32-/m0/s1	UVDRDDDMNZUIPA-MWUWZEHCSA-N	634.214131			MMDBc0025579
BASm0017029	2-hydroxyanhydroaplysiatoxin	2-hydroxyanhydroaplysiatoxin is a member of the class of natural products known as polyketides. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@](C)(O)[C@@]1([H])CC(=O)O[C@@]2([H])C[C@@]3(OC(=C(C)CC3(C)C)C([H])(O)C(=O)O1)O[C@]([H])([C@@]([H])(C)CC[C@]([H])(OC)C1=C(Br)C=CC(O)=C1)[C@@]2([H])C	C32H45BrO10	InChI=1S/C32H45BrO10/c1-16(8-11-23(39-7)21-12-20(35)9-10-22(21)33)28-18(3)25-15-32(42-28)31(5,6)14-17(2)29(43-32)27(37)30(38)41-24(19(4)34)13-26(36)40-25/h9-10,12,16,18-19,23-25,27-28,34-35,37H,8,11,13-15H2,1-7H3/t16-,18-,19+,23-,24+,25-,27?,28+,32-/m0/s1	DPPGOCHFFSGODO-UIWMMILUSA-N	668.219611			MMDBc0025580
BASm0017030	17-bromooscillatoxin B2	17-bromooscillatoxin B2 is a member of the class of natural products known as alkaloids. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and biological significance.		Expected Solid	[H]\C1=C2\O[C@@]3(C[C@]([H])(OC(=O)C[C@@]([H])(OC1=O)[C@@]([H])(C)O)[C@]([H])(C)[C@]([H])(O3)[C@@]([H])(C)CC[C@]([H])(OC)C1=C(Br)C=CC(O)=C1)C(C)(C)C[C@]2(C)O	C32H45BrO10	InChI=1S/C32H45BrO10/c1-17(8-11-23(39-7)21-12-20(35)9-10-22(21)33)29-18(2)25-15-32(43-29)30(4,5)16-31(6,38)26(42-32)14-28(37)40-24(19(3)34)13-27(36)41-25/h9-10,12,14,17-19,23-25,29,34-35,38H,8,11,13,15-16H2,1-7H3/b26-14-/t17-,18-,19+,23-,24+,25-,29+,31-,32+/m0/s1	YDMZOYPZIGUJJL-KASRWXAJSA-N	668.219611			MMDBc0025581
BASm0017031	17-bromo-4-hydroperoxyoscillatoxin B2	17-bromo-4-hydroperoxyoscillatoxin B2 is a member of the class of organic compounds known as peroxides. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological implications.		Expected Solid	[H]\C1=C2\O[C@@]3(C[C@]([H])(OC(=O)C[C@@]([H])(OC1=O)[C@@]([H])(C)O)[C@]([H])(C)[C@]([H])(O3)[C@@]([H])(C)CC[C@]([H])(OC)C1=C(Br)C=CC(O)=C1)C(C)(C)C[C@]2(C)OO	C32H45BrO11	InChI=1S/C32H45BrO11/c1-17(8-11-23(39-7)21-12-20(35)9-10-22(21)33)29-18(2)25-15-32(43-29)30(4,5)16-31(6,44-38)26(42-32)14-28(37)40-24(19(3)34)13-27(36)41-25/h9-10,12,14,17-19,23-25,29,34-35,38H,8,11,13,15-16H2,1-7H3/b26-14-/t17-,18-,19+,23-,24+,25-,29+,31-,32+/m0/s1	IXKNJBBLNNUXPK-KASRWXAJSA-N	684.214525			MMDBc0025582
BASm0017032	Clostrindolin	Clostrindolin is a pyrone alkaloid belonging to the class of antimycobacterial compounds, derived from the bacterium Clostridium beijerinckii. Its chemical structure features a pyrone ring, which is characteristic of many bioactive natural products, contributing to its biological activity. Clostrindolin is involved in metabolic pathways that may influence the growth and survival of mycobacterial species, suggesting a role in the competitive dynamics of microbial ecosystems. The production of such metabolites is often linked to secondary metabolism, where the organism synthesizes compounds that may provide advantages in specific environments or against competing microorganisms. The presence of Clostrindolin in Clostridium beijerinckii highlights the potential of this organism in biotechnological applications, particularly in the development of novel antimycobacterial agents. Further studies on its biosynthetic pathways could elucidate the mechanisms of its action and enhance our understanding of its role in microbial interactions. (PMID:31168541)		Expected Solid	CC1=C(O)C=C(C2=CNC3=CC=CC=C23)C(=O)O1	C14H11NO3	InChI=1S/C14H11NO3/c1-8-13(16)6-10(14(17)18-8)11-7-15-12-5-3-2-4-9(11)12/h2-7,15-16H,1H3	STDSWUGHNCYCJZ-UHFFFAOYSA-N	241.0738932			MMDBc0025651
BASm0017033	Preaspernidgulene A1	Preaspernidgulene A1 is a sesquiterpene, a class of compounds known for their diverse biological activities. There is limited literature on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(C)C(O)=C(C)C(=O)O[C@@]1([H])C(C)=CC=CC=CC(C)=CC(C)=CC(C)=CC(O)=O	C24H30O5	InChI=1S/C24H30O5/c1-15(12-16(2)13-17(3)14-21(25)26)10-8-7-9-11-18(4)23-19(5)22(27)20(6)24(28)29-23/h7-14,19,23,27H,1-6H3,(H,25,26)/t19-,23+/m1/s1	PZEYJJNSSWZZBI-XXBNENTESA-N	398.2093241			MMDBc0025671
BASm0017034	Preaspernidgulene A2	Preaspernidgulene A2 is a sesquiterpene, a class of terpenes composed of three isoprene units. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]1(OC(=O)C(C)=C(O)C1(C)C)C(C)=CC=CC=CC(C)=CC(C)=CC(C)=CC(O)=O	C25H32O5	InChI=1S/C25H32O5/c1-16(13-17(2)14-18(3)15-21(26)27)11-9-8-10-12-19(4)23-25(6,7)22(28)20(5)24(29)30-23/h8-15,23,28H,1-7H3,(H,26,27)/t23-/m0/s1	KMLFNHCEOOZYJG-QHCPKHFHSA-N	412.2249741			MMDBc0025672
BASm0017035	Aspernidgulene A1	Aspernidgulene A1 is a polyketide compound. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@](C)(C(O)=O)[C@]1([H])OC(=O)[C@]([H])(C)[C@@]1(C)C=CC=CC=C(C)[C@@]1([H])[C@]([H])(C)C(=O)[C@](C)(O)[C@]1([H])C	C24H34O6	InChI=1S/C24H34O6/c1-13(18-14(2)19(25)24(7,29)16(18)4)11-9-8-10-12-23(6)17(5)22(28)30-20(23)15(3)21(26)27/h8-12,14-18,20,29H,1-7H3,(H,26,27)/t14-,15+,16+,17-,18-,20-,23+,24+/m0/s1	FTWALXVHOVPIMY-APCWBBGJSA-N	418.2355388			MMDBc0025673
BASm0017036	Aspernidgulene B1	Aspernidgulene B1 is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid		C24H34O5		QRNBVOYUUUAEPL-JGQIGVOYSA-N	402.2406242			MMDBc0025674
BASm0017037	Aspernidgulene B2	Aspernidgulene B2 is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential biological activities.		Expected Solid		C24H34O5		LLPMFUMHVUYYMI-IRSJWNHCSA-N	402.2406242			MMDBc0025675
BASm0017038	Asperteramide A	Asperteramide A is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	COC(=O)NC1=CC=C(CC2=CC(CC3=CC=C(NC(=O)OC)C=C3)=C(C=C2)N=C(O)OC)C=C1	C26H27N3O6	InChI=1S/C26H27N3O6/c1-33-24(30)27-21-9-4-17(5-10-21)14-19-8-13-23(29-26(32)35-3)20(16-19)15-18-6-11-22(12-7-18)28-25(31)34-2/h4-13,16H,14-15H2,1-3H3,(H,27,30)(H,28,31)(H,29,32)	KZFOSAHWGWCDDK-UHFFFAOYSA-N	477.1899856			MMDBc0025699
BASm0017039	Altenuic acid IV	Altenuic acid IV is a metabolite belonging to the class of organic acids. There is little literature available on this compound, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid		C15H14O8		KGXDIJIFQJMADP-OPTOVMHLSA-N	322.0688674			MMDBc0025700
BASm0017040	Clostrocyloin	Clostrocyloin is a novel acyloin, a chemical class characterized by a carbonyl group adjacent to a hydroxyl group, specifically isolated from strains of Clostridium beijerinckii, a bacterium utilized in industrial solvent production (PMID:31243958). The chemical structure of clostrocyloin features a unique arrangement of carbon atoms that contributes to its biological activity, primarily against fungi (PMID:31243958). The biosynthetic pathway of clostrocyloin involves a related acyloin synthase, which is responsible for the production of its acyloin core, highlighting the enzymatic processes that lead to its formation (PMID:31243958). Biotransformation experiments have provided valuable insights into the substrate scope of the clostrocyloin synthase, revealing various biosynthetic intermediates that play a role in its synthesis (PMID:31243958). This metabolite exemplifies the intricate interplay between microbial metabolism and the development of bioactive compounds, showcasing the potential for discovering new natural products with antifungal properties.		Expected Solid		C14H19NO3		ALINNRQWWIQSNM-UHFFFAOYNA-N	249.1364935			MMDBc0025714
BASm0017041	Dehydrosattazolin	Dehydrosattazolin is a metabolite belonging to the class of organic compounds known as alkaloids. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential biological significance.		Expected Solid	[H]\C(=C(\O)C(=O)CC(C)C)C1=CNC2=CC=CC=C12	C15H17NO2	InChI=1S/C15H17NO2/c1-10(2)7-14(17)15(18)8-11-9-16-13-6-4-3-5-12(11)13/h3-6,8-10,16,18H,7H2,1-2H3/b15-8-	CJYKRFPVCQHCSJ-NVNXTCNLSA-N	243.1259288			MMDBc0025715
BASm0017042	Hydroxysattazolin	Hydroxysattazolin is a member of the chemical class of metabolites. Currently, there is little literature available on this metabolite, indicating a gap in research regarding its properties and biological significance.		Expected Solid	[H][C@](O)(CC1=CNC2=C1C=CC=C2O)C(=O)CC(C)C	C15H19NO3	InChI=1S/C15H19NO3/c1-9(2)6-13(18)14(19)7-10-8-16-15-11(10)4-3-5-12(15)17/h3-5,8-9,14,16-17,19H,6-7H2,1-2H3/t14-/m0/s1	QHYULLQXFCDIDX-AWEZNQCLSA-N	261.1364935			MMDBc0025716
BASm0017043	7β-schinalactone C	7β-schinalactone C is a member of the class of lactones. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@](C)([C@@]1([H])CC[C@@]2(C)C3([H])[C@@]([H])(O)C[C@@]([H])(C(C)(C)O)[C@@]4(CCC(O)=O)C[C@@]34CC[C@]12C)[C@]1([H])CC=C(C)C(=O)O1	C30H46O6	InChI=1S/C30H46O6/c1-17-7-8-21(36-25(17)34)18(2)19-9-11-28(6)24-20(31)15-22(26(3,4)35)29(12-10-23(32)33)16-30(24,29)14-13-27(19,28)5/h7,18-22,24,31,35H,8-16H2,1-6H3,(H,32,33)/t18-,19+,20-,21-,22-,24?,27+,28-,29+,30-/m0/s1	XVVIALHUFUMZHK-BUKIIMHLSA-N	502.3294392			MMDBc0025758
BASm0017044	Terreustoxin E	Terreustoxin E is a polyketide compound. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(C)OC(=O)[C@]2(C)C(=C)C[C@@]3([H])[C@]4(C)CCC(=O)C(C)(C)[C@@]4([H])C(=O)[C@@]([H])(O)[C@]3(C)[C@]2(C(=O)OC)C1=O	C26H34O8	InChI=1S/C26H34O8/c1-12-11-14-23(5)10-9-15(27)22(3,4)17(23)16(28)19(30)25(14,7)26(21(32)33-8)18(29)13(2)34-20(31)24(12,26)6/h13-14,17,19,30H,1,9-11H2,2-8H3/t13-,14+,17-,19-,23+,24+,25-,26+/m1/s1	DTCVESNFTXDLOC-ARJPJSCDSA-N	474.2253681			MMDBc0025791
BASm0017045	Terreustoxin F	Terreustoxin F is a polyketide metabolite. There is limited literature available on this compound, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(C)OC(=O)[C@]2(C)C(=C)C[C@@]3([H])[C@]4(C)CCC(=O)C(C)(C)[C@@]4([H])C(=O)[C@@]([H])(O)[C@]3(C)[C@]2(C(=O)OC)C1=O	C26H34O8	InChI=1S/C26H34O8/c1-12-11-14-23(5)10-9-15(27)22(3,4)17(23)16(28)19(30)25(14,7)26(21(32)33-8)18(29)13(2)34-20(31)24(12,26)6/h13-14,17,19,30H,1,9-11H2,2-8H3/t13-,14-,17+,19+,23-,24-,25+,26-/m0/s1	DTCVESNFTXDLOC-IIWCYKIJSA-N	474.2253681			MMDBc0025792
BASm0017046	Terreustoxin G	Terreustoxin G is a polyketide compound. There is limited literature available on this metabolite, with few studies providing detailed information about its properties and biological activities.		Expected Solid	[H][C@@]1(C)OC(=O)[C@@]2([H])[C@@](C)(C(=C)C[C@@]3([H])[C@]4(C)CCC(=O)C(C)(C)[C@@]4([H])C(=O)[C@]([H])(O)[C@]23C)C1=O	C24H32O6	InChI=1S/C24H32O6/c1-11-10-13-22(5)9-8-14(25)21(3,4)16(22)15(26)19(28)24(13,7)17-20(29)30-12(2)18(27)23(11,17)6/h12-13,16-17,19,28H,1,8-10H2,2-7H3/t12-,13-,16+,17-,19-,22-,23+,24-/m0/s1	OJCUHOMXXINHDN-YMFBSIIISA-N	416.2198888			MMDBc0025793
BASm0017047	Terreustoxin H	Terreustoxin H is a member of the polyketide chemical class. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(C)OC(=O)[C@@]2([H])[C@@](C)(C(=C)C[C@@]3([H])[C@]4(C)CCC(=O)C(C)(C)[C@@]4([H])[C@@]([H])(O)C(=O)[C@]23C)C1=O	C24H32O6	InChI=1S/C24H32O6/c1-11-10-13-22(5)9-8-14(25)21(3,4)16(22)15(26)19(28)24(13,7)17-20(29)30-12(2)18(27)23(11,17)6/h12-13,15-17,26H,1,8-10H2,2-7H3/t12-,13-,15+,16+,17-,22-,23+,24-/m0/s1	BRAVONLOWRWBLZ-MOQICLLJSA-N	416.2198888			MMDBc0025794
BASm0017048	Terreustoxin I	Terreustoxin I is a polyketide metabolite known for its potential as a Tankyrase inhibitor. Its chemical structure features a complex arrangement typical of polyketides, characterized by a series of carbon chains and functional groups that contribute to its biological activity. The compound has been investigated through an integrated computational workflow that includes molecular docking and molecular dynamics simulations, which suggest its ability to interact with the Tankyrase enzyme, a key player in various cellular pathways, including the regulation of Wnt signaling and telomere maintenance. Additionally, MM/PBSA analysis and Principal Component Analysis (PCA) have been employed to further elucidate its binding affinity and stability within the enzyme's active site. The exploration of Terreustoxin I's interactions highlights its potential role in modulating important biochemical pathways, making it a compound of interest for further research in therapeutic applications (PMID:39921842).		Expected Solid	[H][C@]12C(=O)O[C@](C)(C(=O)OC)C(=O)[C@]1(C)C(=C)C=C1[C@]3(C)CCC(=O)C(C)(C)C3=C(O)C(=O)[C@]21C	C26H30O8	InChI=1S/C26H30O8/c1-12-11-13-23(4)10-9-14(27)22(2,3)16(23)15(28)18(29)25(13,6)17-19(30)34-26(7,21(32)33-8)20(31)24(12,17)5/h11,17,28H,1,9-10H2,2-8H3/t17-,23-,24+,25-,26-/m0/s1	KHTDLEZHJSFANO-UTZZIKNXSA-N	470.1940679			MMDBc0025795
BASm0017049	Terreustoxin J	Terreustoxin J is a polyketide compound belonging to the chemical class of secondary metabolites. There is limited literature available on Terreustoxin J, indicating that further research is needed to fully understand its properties and biological significance.		Expected Solid	[H]C(C)(OC(=O)[C@@]1([H])[C@](C)(C(=O)OC)C(=C)C[C@@]2([H])[C@]3(C)CCC(=O)C(C)(C)[C@@]3([H])C(=O)[C@@]([H])(O)[C@]12C)C(=O)OC	C27H38O9	InChI=1S/C27H38O9/c1-13-12-15-25(5)11-10-16(28)24(3,4)18(25)17(29)20(30)27(15,7)19(26(13,6)23(33)35-9)22(32)36-14(2)21(31)34-8/h14-15,18-20,30H,1,10-12H2,2-9H3/t14?,15-,18+,19-,20+,25-,26+,27-/m0/s1	FVNVSTYAKOHNNS-DAOGOMQSSA-N	506.2515828			MMDBc0025796
BASm0017050	Terreustoxin K	Terreustoxin K is a polyketide compound. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]C(C)(OC(=O)[C@@]1([H])[C@](C)(C(=O)OCC)C(=C)C[C@@]2([H])[C@]3(C)CCC(=O)C(C)(C)[C@@]3([H])C(=O)[C@@]([H])(O)[C@]12C)C(=O)OC	C28H40O9	InChI=1S/C28H40O9/c1-10-36-24(34)27(7)14(2)13-16-26(6)12-11-17(29)25(4,5)19(26)18(30)21(31)28(16,8)20(27)23(33)37-15(3)22(32)35-9/h15-16,19-21,31H,2,10-13H2,1,3-9H3/t15?,16-,19+,20-,21+,26-,27+,28-/m0/s1	NXQQLEPWUXGBAH-LXLMGQFMSA-N	520.2672329			MMDBc0025797
BASm0017051	Terreustoxin A	Terreustoxin A is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(O)[C@@]([H])(O)[C@@]2(C)[C@@]([H])(CC(=C)[C@@]3(C)C(=O)[C@](C)(OC(=O)[C@]23[H])C(=O)OC)[C@]2(C)CCC(=O)C(C)(C)[C@@]12[H]	C26H36O8	InChI=1S/C26H36O8/c1-12-11-13-23(4)10-9-14(27)22(2,3)16(23)15(28)18(29)25(13,6)17-19(30)34-26(7,21(32)33-8)20(31)24(12,17)5/h13,15-18,28-29H,1,9-11H2,2-8H3/t13-,15+,16+,17-,18+,23-,24+,25-,26-/m0/s1	GVJWSIBVKQDNPN-GQNBQQLRSA-N	476.2410181			MMDBc0025798
BASm0017052	Terreustoxin B	Terreustoxin B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(O)[C@@]([H])(O)[C@@]2(C)[C@@]([H])(CC(=C)[C@@]3(C)C(=O)[C@](C)(OC(=O)[C@@]23[H])C(=O)OC)[C@]2(C)CCC(=O)C(C)(C)[C@@]12[H]	C26H36O8	InChI=1S/C26H36O8/c1-12-11-13-23(4)10-9-14(27)22(2,3)16(23)15(28)18(29)25(13,6)17-19(30)34-26(7,21(32)33-8)20(31)24(12,17)5/h13,15-18,28-29H,1,9-11H2,2-8H3/t13-,15+,16+,17+,18+,23-,24+,25-,26-/m0/s1	GVJWSIBVKQDNPN-ITBXVHDFSA-N	476.2410181			MMDBc0025799
BASm0017053	Terreustoxin C	Terreustoxin C is a polyketide, a class of natural products characterized by their complex structures derived from the polymerization of acyl-CoA precursors. Its chemical structure features a unique arrangement of carbon rings and functional groups that contribute to its biological activity. Terreustoxin C has been shown to inhibit the proliferation of Con A-induced murine T cells at a concentration of 10 μM, indicating its potential role in modulating immune responses (PMID:31158603). This inhibition suggests that terreustoxin C may interfere with signaling pathways involved in T cell activation and proliferation, although the precise mechanisms remain to be fully elucidated. The compound's interactions within cellular pathways highlight its potential as a tool for exploring immune modulation and its implications in therapeutic contexts.		Expected Solid	[H][C@@]1(C)OC(=O)[C@@]2([H])[C@@](C)(C(=C)C[C@@]3([H])[C@]4(C)CCC(=O)C(C)(C)[C@@]4([H])[C@@]([H])(O)[C@@]([H])(O)[C@]23C)C1=O	C24H34O6	InChI=1S/C24H34O6/c1-11-10-13-22(5)9-8-14(25)21(3,4)16(22)15(26)19(28)24(13,7)17-20(29)30-12(2)18(27)23(11,17)6/h12-13,15-17,19,26,28H,1,8-10H2,2-7H3/t12-,13-,15+,16+,17-,19+,22-,23+,24-/m0/s1	KDYFJFSVVRRIPW-BLEXPUOFSA-N	418.2355388			MMDBc0025800
BASm0017054	Terreustoxin D	Terreustoxin D is a polyketide compound. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(O)[C@@]([H])(O)[C@@]2(C)[C@@]([H])(CC(=C)[C@@](C)(C(=O)[C@](C)(O)C(=O)OC)[C@]2([H])C(=O)OC)[C@]2(C)CCC(=O)C(C)(C)[C@@]12[H]	C27H40O9	InChI=1S/C27H40O9/c1-13-12-14-24(4)11-10-15(28)23(2,3)17(24)16(29)19(30)26(14,6)18(20(31)35-8)25(13,5)21(32)27(7,34)22(33)36-9/h14,16-19,29-30,34H,1,10-12H2,2-9H3/t14-,16+,17+,18-,19+,24-,25+,26-,27-/m0/s1	RQDRZUCSMAVYPX-LXXFKOBVSA-N	508.2672329			MMDBc0025801
BASm0017055	Stagonosporyne A	Stagonosporyne A is a polyketide compound. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(O)CC[C@]([H])(O)[C@@](O)(C1)C#CC(C)=C	C11H16O3	InChI=1S/C11H16O3/c1-8(2)5-6-11(14)7-9(12)3-4-10(11)13/h9-10,12-14H,1,3-4,7H2,2H3/t9-,10-,11-/m0/s1	YUVVZJWWPOAMSK-DCAQKATOSA-N	196.1099444			MMDBc0025816
BASm0017056	Stagonosporyne B	Stagonosporyne B is a polyketide compound. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(O)CC[C@@]([H])(O)[C@](O)(C#CC(C)=C)[C@@]1([H])O	C11H16O4	InChI=1S/C11H16O4/c1-7(2)5-6-11(15)9(13)4-3-8(12)10(11)14/h8-10,12-15H,1,3-4H2,2H3/t8-,9-,10+,11-/m1/s1	SCUFTJDYRVZATO-CHWFTXMASA-N	212.104859			MMDBc0025817
BASm0017057	Stagonosporyne C	Stagonosporyne C is a polyketide compound. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(O)CC[C@@]([H])(OC(C)=O)[C@]([H])(O)[C@@]1(O)C#CC(C)=C	C13H18O5	InChI=1S/C13H18O5/c1-8(2)6-7-13(17)11(15)5-4-10(12(13)16)18-9(3)14/h10-12,15-17H,1,4-5H2,2-3H3/t10-,11-,12+,13-/m1/s1	VXPJRJCOSJPURW-FVCCEPFGSA-N	254.1154237			MMDBc0025818
BASm0017058	Stagonosporyne D	Stagonosporyne D is a polyketide compound. There is limited literature available on this metabolite, and its biological properties and potential applications remain largely unexplored.		Expected Solid	[H][C@@]12CC[C@]([H])(O)[C@](O)(C#CC(C)=C)[C@]1([H])OC(=O)O2	C12H14O5	InChI=1S/C12H14O5/c1-7(2)5-6-12(15)9(13)4-3-8-10(12)17-11(14)16-8/h8-10,13,15H,1,3-4H2,2H3/t8-,9+,10-,12-/m1/s1	VYTDXXJRGQKZPF-DTHBNOIPSA-N	238.0841236			MMDBc0025819
BASm0017059	Stagonosporyne E	Stagonosporyne E is a secondary metabolite belonging to the class of polyketides. There is limited literature available on Stagonosporyne E, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]12OC(=O)O[C@@]1([H])[C@@](O)(C#CC(C)=C)[C@@]([H])(O)C=C2	C12H12O5	InChI=1S/C12H12O5/c1-7(2)5-6-12(15)9(13)4-3-8-10(12)17-11(14)16-8/h3-4,8-10,13,15H,1H2,2H3/t8-,9+,10-,12-/m1/s1	WQZDZOAJQYMPDE-DTHBNOIPSA-N	236.0684735			MMDBc0025820
BASm0017060	Stagonosporyne F	Stagonosporyne F is a polyketide. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(O)C[C@@](O)(C#CC(C)=C)[C@@]([H])(O)C=C1	C11H14O3	InChI=1S/C11H14O3/c1-8(2)5-6-11(14)7-9(12)3-4-10(11)13/h3-4,9-10,12-14H,1,7H2,2H3/t9-,10-,11-/m0/s1	BBVHOEGUFDBSEV-DCAQKATOSA-N	194.0942943			MMDBc0025821
BASm0017061	Stagonosporyne G	Stagonosporyne G is a polyketide, a chemical class characterized by its complex structure formed through the condensation of acetyl and malonyl units. Its chemical structure features a series of carbon chains and functional groups that contribute to its biological activity. Stagonosporyne G is involved in various biochemical pathways, particularly in the context of herbicidal activity, where it has been shown to exhibit significant effects against certain plant species. The compound's mechanism may involve the disruption of metabolic processes in target organisms, leading to herbicidal effects. In a study evaluating multiple compounds for their herbicidal properties, stagonosporyne G was noted for displaying the most significant herbicidal activity, highlighting its potential utility in agricultural applications (PMID:31302342). This indicates that Stagonosporyne G may play a role in the development of natural herbicides, contributing to the exploration of environmentally friendly alternatives in pest management strategies.		Expected Solid	[H][C@]1(O)C=C[C@]([H])(O)[C@@]([H])(C#CC(C)=C)[C@]1([H])O	C11H14O3	InChI=1S/C11H14O3/c1-7(2)3-4-8-9(12)5-6-10(13)11(8)14/h5-6,8-14H,1H2,2H3/t8-,9+,10+,11+/m1/s1	ZPYFIPQZEARZFJ-RCWTZXSCSA-N	194.0942943			MMDBc0025822
BASm0017062	Steresterone A	Steresterone A is a steroid metabolite. There is little literature available on this compound, indicating a gap in the understanding of its biological significance and potential applications.		Expected Solid	[H][C@@](C)(C(C)C)[C@]1([H])O[C@@]1([H])[C@@]([H])(C)[C@@]1([H])CC[C@]23O[C@]22[C@]([H])(O)[C@]4([H])C[C@@](C)(C(=CC4=O)C(=O)OCC)[C@@]2([H])CC[C@]13C	C30H44O6	InChI=1S/C30H44O6/c1-8-34-26(33)20-13-21(31)18-14-27(20,6)22-10-11-28(7)19(9-12-29(28)30(22,36-29)25(18)32)17(5)24-23(35-24)16(4)15(2)3/h13,15-19,22-25,32H,8-12,14H2,1-7H3/t16-,17+,18-,19-,22-,23+,24+,25-,27+,28-,29-,30-/m1/s1	OWBPJBQKRVNNBP-NHJUSTAWSA-N	500.3137891			MMDBc0025857
BASm0017063	Steresterone B	Steresterone B is a steroidal metabolite. There is little literature available on this compound, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(C)[C@@]1([H])CC[C@@]2(OO)C3=CC(=O)C4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@]([H])(C)C(C)C	C28H40O4	InChI=1S/C28H40O4/c1-17(2)18(3)7-8-19(4)21-11-14-28(32-31)23-16-25(30)24-15-20(29)9-12-26(24,5)22(23)10-13-27(21,28)6/h7-8,15-19,21-22,31H,9-14H2,1-6H3/b8-7+/t18-,19+,21+,22-,26+,27+,28+/m0/s1	OTWHNGVOOHULFH-XOAGXEAJSA-N	440.2926598			MMDBc0025858
BASm0017064	3-hydroxy-4-(1-oxo-ethane)benzoic acid	3-hydroxy-4-(1-oxo-ethane)benzoic acid is a benzoic acid derivative. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	CC(=O)C1=C(O)C=C(C=C1)C(O)=O	C9H8O4	InChI=1S/C9H8O4/c1-5(10)7-3-2-6(9(12)13)4-8(7)11/h2-4,11H,1H3,(H,12,13)	MKTAASUBWXZBNB-UHFFFAOYSA-N	180.0422587			MMDBc0025882
BASm0017065	(7R,8R)-1,8-epoxy-11-hydroxy-sydonic acid	(7R,8R)-1,8-epoxy-11-hydroxy-sydonic acid is a polyhydroxylated fatty acid derivative. There is little literature available on this metabolite, indicating that its biological significance and potential applications remain largely unexplored.		Expected Solid	[H][C@]1(CCC(C)(C)O)OC2=C(C=CC(=C2)C(O)=O)[C@@]1(C)O	C15H20O5	InChI=1S/C15H20O5/c1-14(2,18)7-6-12-15(3,19)10-5-4-9(13(16)17)8-11(10)20-12/h4-5,8,12,18-19H,6-7H2,1-3H3,(H,16,17)/t12-,15-/m1/s1	NYZBAJUQYRYTMU-IUODEOHRSA-N	280.1310737			MMDBc0025883
BASm0017066	(7R)-11-hydroxy-sydonic acid methyl ester	(7R)-11-hydroxy-sydonic acid methyl ester is a member of the class of organic compounds known as esters. There is limited literature available on this metabolite, indicating that it has not been extensively studied or characterized in biomedical research.		Expected Solid	COC(=O)C1=CC(O)=C(C=C1)[C@](C)(O)CCCC(C)(C)O	C16H24O5	InChI=1S/C16H24O5/c1-15(2,19)8-5-9-16(3,20)12-7-6-11(10-13(12)17)14(18)21-4/h6-7,10,17,19-20H,5,8-9H2,1-4H3/t16-/m1/s1	VEIQUPXZHBFTEP-MRXNPFEDSA-N	296.1623739			MMDBc0025884
BASm0017067	Anthcolorin H	Anthcolorin H is a flavonoid compound belonging to the class of polyphenols. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological effects.		Expected Solid	[H][C@]1(O)CC[C@]2(C)C(=C)[C@]([H])(C[C@]3(O)C(O)=NC4=CC=CC=C34)CC[C@@]2([H])[C@]1(C)CCC=C(C)C	C28H39NO3	InChI=1S/C28H39NO3/c1-18(2)9-8-15-27(5)23-13-12-20(19(3)26(23,4)16-14-24(27)30)17-28(32)21-10-6-7-11-22(21)29-25(28)31/h6-7,9-11,20,23-24,30,32H,3,8,12-17H2,1-2,4-5H3,(H,29,31)/t20-,23+,24-,26+,27-,28+/m0/s1	SCPUIZTZSZKTIJ-SLUGVUFSSA-N	437.2929941			MMDBc0025885
BASm0017068	Anthcolorin G	Anthcolorin G is a flavonoid, a class of compounds known for their diverse biological activities. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(O)CC[C@]2(C)C(=C)[C@]([H])(C[C@@]3(O)C(O)=NC4=CC=CC=C34)CC[C@@]2([H])[C@]1(C)CCC=C(C)C	C28H39NO3	InChI=1S/C28H39NO3/c1-18(2)9-8-15-27(5)23-13-12-20(19(3)26(23,4)16-14-24(27)30)17-28(32)21-10-6-7-11-22(21)29-25(28)31/h6-7,9-11,20,23-24,30,32H,3,8,12-17H2,1-2,4-5H3,(H,29,31)/t20-,23+,24-,26+,27-,28-/m0/s1	SCPUIZTZSZKTIJ-VNXRGULWSA-N	437.2929941			MMDBc0025886
BASm0017069	(7S,11R)-12-hydroxy-sydowic acid	(7S,11R)-12-hydroxy-sydowic acid is a member of the class of organic compounds known as hydroxy acids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid	C[C@]1(CO)CCC[C@](C)(O1)C1=C(O)C=C(C=C1)C(O)=O	C15H20O5	InChI=1S/C15H20O5/c1-14(9-16)6-3-7-15(2,20-14)11-5-4-10(13(18)19)8-12(11)17/h4-5,8,16-17H,3,6-7,9H2,1-2H3,(H,18,19)/t14-,15+/m1/s1	FGDIZZDZNVDSJE-CABCVRRESA-N	280.1310737			MMDBc0025887
BASm0017070	(7S,11R)-12-acetoxy-sydowic acid	(7S,11R)-12-acetoxy-sydowic acid is a member of the class of organic compounds known as acetoxy acids. There is limited literature available on this metabolite, indicating that it may not be widely studied or characterized in existing biomedical research.		Expected Solid	CC(=O)OC[C@@]1(C)CCC[C@](C)(O1)C1=C(O)C=C(C=C1)C(O)=O	C17H22O6	InChI=1S/C17H22O6/c1-11(18)22-10-16(2)7-4-8-17(3,23-16)13-6-5-12(15(20)21)9-14(13)19/h5-6,9,19H,4,7-8,10H2,1-3H3,(H,20,21)/t16-,17+/m1/s1	QFLRLCSGTIQEIB-SJORKVTESA-N	322.1416384			MMDBc0025888
BASm0017071	7-deoxy-7,14-didehydro-12-acetoxy-sydonic acid	7-deoxy-7,14-didehydro-12-acetoxy-sydonic acid is a member of the class of organic compounds known as carboxylic acids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid		C17H22O5		BBVXGNKJIZEDTK-UHFFFAOYNA-N	306.1467238			MMDBc0025889
BASm0017072	(E)-7-deoxy-7,8-didehydro-12-acetoxy-sydonic acid	(E)-7-deoxy-7,8-didehydro-12-acetoxy-sydonic acid is a metabolite belonging to the class of organic acids. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid		C17H22O5		PDKRBLNMQWASDJ-WUXMJOGZNA-N	306.1467238			MMDBc0025890
BASm0017073	Aperterpene N	Aperterpene N is a terpenoid compound. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]12CC(=C)[C@]3(C)C(=O)[C@@](C)(O)C(=O)[C@]3(C(=O)OC)[C@]1(C)CC(=O)[C@@]1([H])C(C)(C)C(=O)CC[C@]21C	C26H34O7	InChI=1S/C26H34O7/c1-13-11-15-22(4)10-9-16(28)21(2,3)17(22)14(27)12-23(15,5)26(20(31)33-8)19(30)25(7,32)18(29)24(13,26)6/h15,17,32H,1,9-12H2,2-8H3/t15-,17+,22-,23-,24-,25-,26+/m1/s1	AAEFHLQEFDWSRN-LTUMHGGBSA-N	458.2304534			MMDBc0025894
BASm0017074	Aperterpene O	Aperterpene O is a sesquiterpene, a class of terpenes composed of three isoprene units. There is limited literature available on Aperterpene O, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]12C(=O)O[C@](C)(C(=O)OC)C(=O)[C@]1(C)C(=C)C[C@@]1(O)[C@]3(C)CCC(=O)C(C)(C)[C@@]3(O)C(=O)C(=O)[C@]21C	C26H32O10	InChI=1S/C26H32O10/c1-12-11-25(33)21(4)10-9-13(27)20(2,3)26(21,34)16(29)15(28)23(25,6)14-17(30)36-24(7,19(32)35-8)18(31)22(12,14)5/h14,33-34H,1,9-11H2,2-8H3/t14-,21-,22+,23-,24-,25+,26-/m0/s1	UXTSGZSCMMEVEW-GTBUNRJCSA-N	504.1995472			MMDBc0025895
BASm0017075	Giluterrin	Giluterrin is a secondary metabolite belonging to the class of indole-derived compounds. Its chemical structure features an indole moiety, which is characteristic of many biologically active natural products, and it is often involved in complex biosynthetic pathways. Giluterrin has been isolated alongside other metabolites such as asterresin A and the asterripeptides from fungal cultures, indicating its potential role in the metabolic networks of producing organisms (PMID:38051948). In biological contexts, giluterrin has demonstrated cytotoxic properties, exhibiting an IC50 value of 7.97 μM against the A549 cell line, suggesting its potential utility in cancer research (PMID:36270410). Furthermore, it has been noted to exhibit a synergistic effect with adriamycin against the MCF-7 cell line, highlighting its relevance in therapeutic strategies targeting breast cancer (PMID:36270410). Overall, giluterrin is a compound of interest in both chemical and biological research, particularly in the exploration of its pharmacological properties and mechanisms of action within cellular pathways.		Expected Solid	[H][C@]12NC3=CC=CC=C3[C@@]1(O)C1=C(OC)C(O)=C(C3=C(NC4=CC=CC=C34)C(C)(C)C=C)C(OC)=C1O2	C29H28N2O5	InChI=1S/C29H28N2O5/c1-6-28(2,3)26-19(15-11-7-9-13-17(15)30-26)20-22(32)24(35-5)21-25(23(20)34-4)36-27-29(21,33)16-12-8-10-14-18(16)31-27/h6-14,27,30-33H,1H2,2-5H3/t27-,29-/m1/s1	FSNAHOOBWDWUNP-XRKRLSELSA-N	484.199822			MMDBc0025903
BASm0017076	Penicieudesmol E	Penicieudesmol E is a member of the terpenoid chemical class. There is limited literature available on this metabolite, and its biological significance and functions remain largely unexplored in scientific research.		Expected Solid	[H][C@@]1(C)C[C@@]([H])(O)[C@]([H])(O)[C@@]2(C)CC[C@@]([H])(C[C@]12[H])C(C)(O)CO	C15H28O4	InChI=1S/C15H28O4/c1-9-6-12(17)13(18)14(2)5-4-10(7-11(9)14)15(3,19)8-16/h9-13,16-19H,4-8H2,1-3H3/t9-,10+,11-,12-,13+,14+,15?/m1/s1	CRXFQLRTUUVXSD-ORPFEIRQSA-N	272.1987594			MMDBc0025904
BASm0017077	Penicieudesmol F	Penicieudesmol F is a secondary metabolite belonging to the class of terpenoids. There is limited literature available on this compound, indicating a need for further research to elucidate its properties and potential biological activities.		Expected Solid	[H][C@]1(O)C[C@]([H])(C)[C@]2(O)C[C@@]([H])(CC[C@@]2(C)[C@]1([H])O)C(C)(O)CO	C15H28O5	InChI=1S/C15H28O5/c1-9-6-11(17)12(18)13(2)5-4-10(7-15(9,13)20)14(3,19)8-16/h9-12,16-20H,4-8H2,1-3H3/t9-,10+,11-,12+,13-,14?,15+/m0/s1	JEQGOLIJMUAHSU-ARGBDDAASA-N	288.193674			MMDBc0025905
BASm0017078	Penicieudesmol G	Penicieudesmol G is a secondary metabolite belonging to the class of terpenoids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(C)C[C@@]([H])(O)[C@]([H])(O)[C@@]2(C)CC[C@@]([H])(C[C@]12[H])C(=C)CO	C15H26O3	InChI=1S/C15H26O3/c1-9-6-13(17)14(18)15(3)5-4-11(7-12(9)15)10(2)8-16/h9,11-14,16-18H,2,4-8H2,1,3H3/t9-,11+,12-,13-,14+,15+/m1/s1	FCRVYTFWLQYQSF-NPEPDHPWSA-N	254.1881947			MMDBc0025906
BASm0017079	Seco-clavatustide B	Seco-clavatustide B is a secondary metabolite belonging to the class of alkaloids. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@](O)(CC1=CC=CC=C1)C(=O)N(C)CC(O)=NC1=CC=CC=C1C(O)=NC1=CC=CC=C1C(=O)OC	C27H27N3O6	InChI=1S/C27H27N3O6/c1-30(26(34)23(31)16-18-10-4-3-5-11-18)17-24(32)28-21-14-8-6-12-19(21)25(33)29-22-15-9-7-13-20(22)27(35)36-2/h3-15,23,31H,16-17H2,1-2H3,(H,28,32)(H,29,33)/t23-/m1/s1	RXLNSJFXNXSUPN-HSZRJFAPSA-N	489.1899856			MMDBc0025909
BASm0017080	5-acetyl-2, 4-dihydroxy-3-methylbenzoic acid	5-acetyl-2, 4-dihydroxy-3-methylbenzoic acid is a benzoic acid derivative. There is little literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	CC(=O)C1=CC(C(O)=O)=C(O)C(C)=C1O	C10H10O5	InChI=1S/C10H10O5/c1-4-8(12)6(5(2)11)3-7(9(4)13)10(14)15/h3,12-13H,1-2H3,(H,14,15)	UNJGBPHJDYXWNJ-UHFFFAOYSA-N	210.0528234			MMDBc0025910
BASm0017081	Maculansline C	Maculansline C is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@](O)(CCC)C[C@]1([H])CC2=CC(O)=CC(O)=C2C(=O)O1	C14H18O5	InChI=1S/C14H18O5/c1-2-3-9(15)6-11-5-8-4-10(16)7-12(17)13(8)14(18)19-11/h4,7,9,11,15-17H,2-3,5-6H2,1H3/t9-,11+/m1/s1	GUPPCWWAWQRGBV-KOLCDFICSA-N	266.1154237			MMDBc0025932
BASm0017082	(+)-neocitreoviridin	(+)-neocitreoviridin is a polyketide belonging to the chemical class of α-pyrones. It is a secondary metabolite isolated from the marine-derived fungus Penicillium sp., alongside other compounds such as trypilepyrazinol and a new ergostane analogue (PMID:31382398). The chemical structure of (+)-neocitreoviridin features a characteristic α-pyrone ring, which is indicative of its classification and contributes to its biological activities. In terms of its biochemical pathways, (+)-neocitreoviridin may be involved in various metabolic processes, particularly those related to fungal secondary metabolism, where polyketides often play roles in defense mechanisms and ecological interactions. The specific pathways associated with (+)-neocitreoviridin remain to be fully elucidated, but its structural features suggest potential interactions with biological targets that could influence cellular processes. Further studies are needed to clarify its exact mechanisms of action and the full extent of its biological implications.		Expected Solid	[H]C(=C([H])C([H])=C([H])C1=C(C)C(OC)=CC(=O)O1)C([H])=C([H])C(\C)=C(\[H])[C@]1(C)O[C@]([H])(C)[C@](C)(O)[C@@]1([H])O	C23H30O6	InChI=1S/C23H30O6/c1-15(14-22(4)21(25)23(5,26)17(3)29-22)11-9-7-8-10-12-18-16(2)19(27-6)13-20(24)28-18/h7-14,17,21,25-26H,1-6H3/b8-7?,11-9?,12-10?,15-14-/t17-,21+,22+,23+/m1/s1	JLSVDPQAIKFBTO-AIHYNYPSSA-N	402.2042387			MMDBc0025999
BASm0017083	3β-hydroxyergosta-8,14,24(28)-trien-7-one	3β-hydroxyergosta-8,14,24(28)-trien-7-one is a sterol, a class of organic compounds characterized by a four-ring core structure. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@](C)(CCC(=C)C(C)C)[C@@]1([H])CC=C2C3=C(CC[C@]12C)[C@@]1(C)CC[C@]([H])(O)C[C@]1([H])CC3=O	C28H42O2	InChI=1S/C28H42O2/c1-17(2)18(3)7-8-19(4)22-9-10-23-26-24(12-14-28(22,23)6)27(5)13-11-21(29)15-20(27)16-25(26)30/h10,17,19-22,29H,3,7-9,11-16H2,1-2,4-6H3/t19-,20-,21+,22-,27+,28-/m1/s1	RSKIYANMYYETSH-JCUDMMKQSA-N	410.3184806			MMDBc0026000
BASm0017084	(3R,5R)-3-(((3R,5R)-3,5-dihydroxy decanoyl)oxy)-5-hydroxydecanoic acid	(3R,5R)-3-(((3R,5R)-3,5-dihydroxy decanoyl)oxy)-5-hydroxydecanoic acid is a lipid metabolite belonging to the class of fatty acids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid		C20H38O7		CTNBQIWYCDDZAM-UHFFFAOYNA-N	390.2617536			MMDBc0026028
BASm0017085	(3R,5R)-3-(((3R,5R)-5-(((3R,5R)-3,5-dihydroxydecan oyl)oxy)-3-hydroxydecanoyl)oxy)-5-hydroxydecanoic acid	(3R,5R)-3-(((3R,5R)-5-(((3R,5R)-3,5-dihydroxydecanoyl)oxy)-3-hydroxydecanoyl)oxy)-5-hydroxydecanoic acid is a complex lipid metabolite belonging to the class of glycerolipids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@](O)(CCCCC)C[C@@]([H])(O)CC(=O)O[C@]([H])(CCCCC)C[C@@]([H])(O)CC(=O)O[C@@]([H])(CC(O)=O)C[C@]([H])(O)CCCCC	C30H56O10	InChI=1S/C30H56O10/c1-4-7-10-13-22(31)16-24(33)19-29(37)39-26(15-12-9-6-3)18-25(34)20-30(38)40-27(21-28(35)36)17-23(32)14-11-8-5-2/h22-27,31-34H,4-21H2,1-3H3,(H,35,36)/t22-,23-,24-,25-,26-,27-/m1/s1	XBEDTLDOFCRJHC-ZRRJEQDASA-N	576.387348			MMDBc0026029
BASm0017086	Questiomycin C			Expected Solid		C13H10N2O3S		YEUMNUBZTDXHHD-UHFFFAOYNA-N	274.0412134			MMDBc0026041
BASm0017087	D-Phe-l-Val-d-Val-l-Phe	D-Phe-l-Val-d-Val-l-Phe is a tetrapeptide belonging to the class of metabolites. Its chemical structure consists of a sequence of four amino acids, incorporating both D- and L-forms of phenylalanine and valine, which contributes to its unique properties and potential biological activities. This compound has been identified in a study that reports its presence among 24 metabolites, highlighting its significance in metabolic pathways. Specifically, D-Phe-l-Val-d-Val-l-Phe is noted alongside another tetrapeptide, d-Phe-l-Val-d-Val-l-Tyr, indicating a possible role in peptide signaling or interaction within biological systems (PMID:30950274). The presence of such metabolites suggests they may participate in various biochemical processes, potentially influencing physiological functions or cellular communications, although the precise pathways involving D-Phe-l-Val-d-Val-l-Phe remain to be fully elucidated.		Expected Solid	[H][C@@](N)(CC1=CC=CC=C1)C(O)=N[C@@]([H])(C(C)C)C(O)=N[C@]([H])(C(C)C)C(O)=N[C@@]([H])(CC1=CC=CC=C1)C(O)=O	C28H38N4O5	InChI=1S/C28H38N4O5/c1-17(2)23(26(34)30-22(28(36)37)16-20-13-9-6-10-14-20)32-27(35)24(18(3)4)31-25(33)21(29)15-19-11-7-5-8-12-19/h5-14,17-18,21-24H,15-16,29H2,1-4H3,(H,30,34)(H,31,33)(H,32,35)(H,36,37)/t21-,22+,23-,24+/m1/s1	DEUGGGVTLCYZPU-QPXUXIHVSA-N	510.2842203			MMDBc0026096
BASm0017088	3β-hydroxy-β-acorenol	3β-hydroxy-β-acorenol is a triterpenoid compound belonging to the class of steroids. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@]1(O)C[C@@]([H])(C(C)(C)O)[C@@]2(CCC(C)=CC2)[C@]1([H])C	C15H26O2	InChI=1S/C15H26O2/c1-10-5-7-15(8-6-10)11(2)12(16)9-13(15)14(3,4)17/h5,11-13,16-17H,6-9H2,1-4H3/t11-,12-,13+,15+/m1/s1	DAAXYWYGVVILBO-CXTNEJHOSA-N	238.1932801			MMDBc0026157
BASm0017089	Penazaphilone A			Expected Solid	[H][C@](C)(CC)C=C(C)C=CC1=CC2=C(Cl)C(=O)[C@@](C)(OC(C)=O)C(=O)C2=CN1C([H])(CC(C)C)C(O)=O	C27H34ClNO6	InChI=1S/C27H34ClNO6/c1-8-16(4)12-17(5)9-10-19-13-20-21(14-29(19)22(26(33)34)11-15(2)3)24(31)27(7,35-18(6)30)25(32)23(20)28/h9-10,12-16,22H,8,11H2,1-7H3,(H,33,34)/t16-,22?,27-/m0/s1	CNZFWLBJCSNNHK-SOKXFTHGSA-N	503.2074655			MMDBc0026163
BASm0017090	Penazaphilone F			Expected Solid	[H][C@](C)(CC)C=C(C)C=CC1=CC2=C(Cl)C(=O)[C@@](C)(OC(C)=O)C(=O)C2=CN1CCCC(=O)OC	C26H32ClNO6	InChI=1S/C26H32ClNO6/c1-7-16(2)13-17(3)10-11-19-14-20-21(15-28(19)12-8-9-22(30)33-6)24(31)26(5,34-18(4)29)25(32)23(20)27/h10-11,13-16H,7-9,12H2,1-6H3/t16-,26-/m0/s1	XWWNMYFZBOZWKF-QMTYFTJSSA-N	489.1918155			MMDBc0026167
BASm0017091	Isochromophilol A	Isochromophilol A is a flavonoid compound. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological activities.		Expected Solid	[H]\C(=C(\[H])C1=CC2=CC(=O)[C@](C)(O)[C@]([H])(O)[C@@]2([H])CO1)\C(\C)=C(/[H])C([H])(C)CCO	C19H26O5	InChI=1S/C19H26O5/c1-12(8-13(2)6-7-20)4-5-15-9-14-10-17(21)19(3,23)18(22)16(14)11-24-15/h4-5,8-10,13,16,18,20,22-23H,6-7,11H2,1-3H3/b5-4+,12-8+/t13?,16-,18+,19-/m0/s1	KVAHSFRJCBQVAW-WANGHWJNSA-N	334.1780239			MMDBc0026180
BASm0017092	(+)-Isoconiochaetone C	(+)-Isoconiochaetone C is a natural product belonging to the class of terpenoids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@](C)(C(C)=O)C1=C(C)C(O)=CC(O)=C1	C11H14O3	InChI=1S/C11H14O3/c1-6(8(3)12)10-4-9(13)5-11(14)7(10)2/h4-6,13-14H,1-3H3/t6-/m0/s1	UUIXISAAAUBXCD-LURJTMIESA-N	194.0942943			MMDBc0026205
BASm0017093	(+)-Penicilliode C	(+)-Penicilliode C is a secondary metabolite belonging to the class of penicillins. There is limited literature available on this compound, indicating a need for further research to understand its properties and potential applications.		Expected Solid	[H][C@](C)(C(C)=O)C1=C(C)C(=O)C(C)=C(C)O1	C12H16O3	InChI=1S/C12H16O3/c1-6(9(4)13)12-8(3)11(14)7(2)10(5)15-12/h6H,1-5H3/t6-/m0/s1	ILSZIMHQQLEQOP-LURJTMIESA-N	208.1099444			MMDBc0026208
BASm0017094	(-)-Isopenicilliode C	(-)-Isopenicilliode C is a secondary metabolite belonging to the class of terpenoids. There is limited literature available on this compound, indicating a need for further research to elucidate its biological properties and potential applications.		Expected Solid	[H][C@@](C)(C(C)=O)C1=C(C)C(=O)C(C)=C(C)O1	C12H16O3	InChI=1S/C12H16O3/c1-6(9(4)13)12-8(3)11(14)7(2)10(5)15-12/h6H,1-5H3/t6-/m1/s1	ILSZIMHQQLEQOP-ZCFIWIBFSA-N	208.1099444			MMDBc0026209
BASm0017095	(-)-Isoconiochaetone B	(-)-Isoconiochaetone B is a secondary metabolite belonging to the class of terpenoids. There is limited literature available on this compound, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(O)CCC2=C1C(=O)C1=C(O)C=C(C)C=C1O2	C13H12O4	InChI=1S/C13H12O4/c1-6-4-8(15)12-10(5-6)17-9-3-2-7(14)11(9)13(12)16/h4-5,7,14-15H,2-3H2,1H3/t7-/m0/s1	LHEGTEUTDBMPBL-ZETCQYMHSA-N	232.0735589			MMDBc0026210
BASm0017096	Aureonitol A	Aureonitol A is a polyol, specifically classified as a sugar alcohol. Its chemical structure features multiple hydroxyl groups, which contribute to its solubility and reactivity. Aureonitol A has been identified as a metabolite in various fungal species, particularly in Chaetomium elatum and Chaetomium globosum, where it is involved in secondary metabolite pathways. In one study, aureonitol and its analogues were isolated and characterized for their antineuroinflammatory activity (PMID:34846889). Additionally, two new oxidation products related to aureonitol were identified during the fermentation of Chaetomium globosum with Chinese yam (Dioscorea opposita), highlighting the compound's potential role in metabolic transformations within fungal systems (PMID:28927295). The presence of aureonitol A in these pathways suggests its involvement in the biosynthesis of other bioactive compounds and its contribution to the metabolic diversity of fungi.		Expected Solid	[H]\C(CC)=C(\[H])/C(/[H])=C1/CO[C@]2(CC[C@]([H])(CO)O2)[C@@]1([H])O	C13H20O4	InChI=1S/C13H20O4/c1-2-3-4-5-10-9-16-13(12(10)15)7-6-11(8-14)17-13/h3-5,11-12,14-15H,2,6-9H2,1H3/b4-3+,10-5-/t11-,12+,13+/m1/s1	XARYPOJIZIDWQJ-LLDCORLLSA-N	240.1361591			MMDBc0026224
BASm0017097	Aureonitol B	Aureonitol B is a polyol compound belonging to the class of carbohydrates. There is limited literature available on this metabolite, indicating a need for further research to better understand its biological significance and potential applications.		Expected Solid	[H]\C(CC)=C(\[H])/C(/[H])=C1/CO[C@@]2(CC[C@]([H])(CO)O2)[C@@]1([H])O	C13H20O4	InChI=1S/C13H20O4/c1-2-3-4-5-10-9-16-13(12(10)15)7-6-11(8-14)17-13/h3-5,11-12,14-15H,2,6-9H2,1H3/b4-3+,10-5-/t11-,12+,13-/m1/s1	XARYPOJIZIDWQJ-NMSLPPHZSA-N	240.1361591			MMDBc0026225
BASm0017098	3-[6-(2-methylpropyl)-2-oxo-1H-pyrazin-3-yl]propanamide	3-[6-(2-methylpropyl)-2-oxo-1H-pyrazin-3-yl]propanamide is a pyrazine derivative belonging to the class of amides. There is limited literature available regarding this metabolite, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	CC(C)CC1=CN=C(CCC(O)=N)C(=O)N1	C11H17N3O2	InChI=1S/C11H17N3O2/c1-7(2)5-8-6-13-9(11(16)14-8)3-4-10(12)15/h6-7H,3-5H2,1-2H3,(H2,12,15)(H,14,16)	VIGDUHKZIUVNAL-UHFFFAOYSA-N	223.1320768			MMDBc0026254
BASm0017099	Indolepyrazine A	Indolepyrazine A is a novel alkaloid belonging to the chemical class of indole-pyrazine-oxindole compounds. Its unique chemical structure features a fused indole and pyrazine ring system, which is further modified by an oxindole moiety, making it the first example of such a complex alkaloid (PMID:30717135). This intricate arrangement of heterocycles contributes to its potential bioactivity, as it may interact with various biological pathways. Indolepyrazine A has been implicated in modulating signaling pathways related to neurotransmission and may influence cellular processes such as apoptosis and differentiation. The presence of the indole and pyrazine rings suggests that it could engage in π-π stacking interactions with biological macromolecules, potentially affecting enzyme activities or receptor binding. As research continues, understanding the chemical properties and biological pathways associated with Indolepyrazine A could provide insights into its role in natural products and its potential therapeutic applications.		Expected Solid	OC1=NC2=CC=CC=C2[C@@]1(O)CC1=CN=CC(CC2=CNC3=CC=CC=C23)=N1	C22H18N4O2	InChI=1S/C22H18N4O2/c27-21-22(28,18-6-2-4-8-20(18)26-21)10-16-13-23-12-15(25-16)9-14-11-24-19-7-3-1-5-17(14)19/h1-8,11-13,24,28H,9-10H2,(H,26,27)/t22-/m0/s1	DZHDNSKQSGLWTF-QFIPXVFZSA-N	370.1429758			MMDBc0026266
BASm0017100	Ent-peniciherqueinone	Ent-peniciherqueinone is a secondary metabolite belonging to the class of polyketides, specifically derived from the fungus Penicillium herquei. Its chemical structure features a complex arrangement of aromatic rings and functional groups characteristic of polyketide compounds. Biologically, ent-peniciherqueinone has been shown to play a role in cellular pathways by suppressing acetaldehyde-induced cytotoxicity and oxidative stress through the induction of aldehyde dehydrogenase (ALDH) and the suppression of mitogen-activated protein kinase (MAPK) signaling pathways (PMID:33352912). Additionally, it has been reported to possess moderate abilities to induce adipogenesis without cytotoxic effects, distinguishing it from other metabolites like 4-hydroxysclerodin and an acetone adduct of a triketone, which exhibit anti-angiogenetic and anti-inflammatory activities, respectively (PMID:30889916). These findings suggest that ent-peniciherqueinone may influence metabolic processes and cellular responses to stress, highlighting its potential significance in pharmacological research.		Expected Solid	[H][C@@]1(C)OC2=C3C(C)=C(O)C(=O)C4=C3C(=C(O)C(OC)=C4O)C(=O)[C@]2(O)C1(C)C	C20H20O8	InChI=1S/C20H20O8/c1-6-8-9-10(13(22)12(6)21)14(23)16(27-5)15(24)11(9)17(25)20(26)18(8)28-7(2)19(20,3)4/h7,21,23-24,26H,1-5H3/t7-,20+/m0/s1	FYCZXWJDQNKLBI-SVWIBVJCSA-N	388.1158176			MMDBc0026290
BASm0017101	4-hydroxysclerodin	4-hydroxysclerodin is a secondary metabolite belonging to the class of phenolic compounds. Its chemical structure features a hydroxyl group attached to a sclerodin backbone, which contributes to its biological activities. This compound is involved in various biochemical pathways, including those related to anti-angiogenesis and anti-inflammatory responses. Specifically, studies have shown that 4-hydroxysclerodin, along with other related compounds, exhibits moderate anti-angiogenetic and anti-inflammatory activities, indicating its potential role in regulating vascular growth and inflammation (PMID:30889916). The presence of the hydroxyl group in its structure may enhance its reactivity and interaction with biological targets, thereby influencing metabolic pathways. Further investigation into its synthesis and the specific mechanisms of action could provide insights into its potential applications in therapeutic contexts.		Expected Solid	[H][C@@]1(C)OC2=C3C(C)=CC(O)=C4C(=O)OC(=O)C(C(=O)[C@]2(O)C1(C)C)=C34	C18H16O7	InChI=1S/C18H16O7/c1-6-5-8(19)10-11-9(6)14-18(23,17(3,4)7(2)24-14)13(20)12(11)16(22)25-15(10)21/h5,7,19,23H,1-4H3/t7-,18+/m0/s1	MALPURJFNKAUEM-ULCDLSAGSA-N	344.0896029			MMDBc0026291
BASm0017102	12-hydroxynorherqueinone	12-hydroxynorherqueinone is a phenolic compound belonging to the class of flavonoids. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@]1(C)OC2=C3C(C)=C(O)C(=O)C4=C3C(=C(O)C(O)=C4O)C(=O)[C@]2(O)C1(C)C	C19H18O8	InChI=1S/C19H18O8/c1-5-7-8-9(12(21)11(5)20)13(22)15(24)14(23)10(8)16(25)19(26)17(7)27-6(2)18(19,3)4/h6,20,22-24,26H,1-4H3/t6-,19+/m0/s1	OHYBFPRPSLPQEO-INMOSUBGSA-N	374.1001675			MMDBc0026293
BASm0017103	Oxopropylisoherqueinone A/B	Oxopropylisoherqueinone A/B is a polyphenolic compound belonging to the class of flavonoids. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]1(C)OC2=C3C(C)=CC(O)=C4C(=O)C(O)(CC(C)=O)C(=O)C(C(=O)[C@@]2(O)C1(C)C)=C34	C22H22O8	InChI=1S/C22H22O8/c1-8-6-11(24)13-14-12(8)19-22(29,20(4,5)10(3)30-19)18(27)15(14)17(26)21(28,16(13)25)7-9(2)23/h6,10,24,28-29H,7H2,1-5H3/t10-,21?,22+/m1/s1	JTTZHLULDJWTKM-NYIRCUOZSA-N	414.1314677			MMDBc0026294
BASm0017104	Daidzein-4'-(2-deoxy-α-L-fucopyranoside)	Daidzein-4'-(2-deoxy-α-L-fucopyranoside) is a flavonoid glycoside. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	[H][C@@]1(C[C@]([H])(O)[C@]([H])(O)[C@]([H])(C)O1)OC1=CC=C(C=C1)C1=COC2=C(C=CC(O)=C2)C1=O	C21H20O7	InChI=1S/C21H20O7/c1-11-20(24)17(23)9-19(27-11)28-14-5-2-12(3-6-14)16-10-26-18-8-13(22)4-7-15(18)21(16)25/h2-8,10-11,17,19-20,22-24H,9H2,1H3/t11-,17-,19-,20+/m0/s1	YLQMKZXPOROVMQ-XTXNGSAOSA-N	384.120903			MMDBc0026309
BASm0017105	Daidzein-7-(2-deoxy-α-L-fucopyranoside)	Daidzein-7-(2-deoxy-α-L-fucopyranoside) is a flavonoid glycoside, a chemical class known for its diverse biological activities. There is limited literature available on this metabolite, indicating a need for further research to explore its potential effects and applications.		Expected Solid	[H][C@@]1(C[C@]([H])(O)[C@]([H])(O)[C@]([H])(C)O1)OC1=CC2=C(C=C1)C(=O)C(=CO2)C1=CC=C(O)C=C1	C21H20O7	InChI=1S/C21H20O7/c1-11-20(24)17(23)9-19(27-11)28-14-6-7-15-18(8-14)26-10-16(21(15)25)12-2-4-13(22)5-3-12/h2-8,10-11,17,19-20,22-24H,9H2,1H3/t11-,17-,19-,20+/m0/s1	IJFAWAIJDFHSKQ-XTXNGSAOSA-N	384.120903			MMDBc0026310
BASm0017106	Daidzein-4',7-di-(2-deoxy-α-L-fucopyranoside)	Daidzein-4',7-di-(2-deoxy-α-L-fucopyranoside) is a flavonoid glycoside. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@]1(C[C@]([H])(O)[C@]([H])(O)[C@]([H])(C)O1)OC1=CC=C(C=C1)C1=COC2=C(C=CC(O[C@@]3([H])C[C@]([H])(O)[C@]([H])(O)[C@]([H])(C)O3)=C2)C1=O	C27H30O10	InChI=1S/C27H30O10/c1-13-25(30)20(28)10-23(34-13)36-16-5-3-15(4-6-16)19-12-33-22-9-17(7-8-18(22)27(19)32)37-24-11-21(29)26(31)14(2)35-24/h3-9,12-14,20-21,23-26,28-31H,10-11H2,1-2H3/t13-,14-,20-,21-,23-,24-,25+,26+/m0/s1	KXPDEBNQSATJND-JGWMPSIWSA-N	514.1838972			MMDBc0026311
BASm0017107	(±)-8-epihydroxy-brevianamide R	(±)-8-epihydroxy-brevianamide R is a secondary metabolite belonging to the class of amides. There is limited literature available on this compound, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(C1=C(NC2=CC=CC=C12)C(C)(C)C=C)=C1\N=C(O)[C@]2(OC)N(CC[C@@]2([H])O)C1=O	C22H25N3O4	InChI=1S/C22H25N3O4/c1-5-21(2,3)18-14(13-8-6-7-9-15(13)23-18)12-16-19(27)25-11-10-17(26)22(25,29-4)20(28)24-16/h5-9,12,17,23,26H,1,10-11H2,2-4H3,(H,24,28)/b16-12-/t17-,22+/m1/s1	INUJBGLULOLOPI-AWYHYWNGSA-N	395.1845063			MMDBc0026326
BASm0017108	(±)-7,8-epoxy-brevianamide Q	(±)-7,8-epoxy-brevianamide Q is a secondary metabolite belonging to the class of amides. There is limited literature available on this particular metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid		C21H21N3O4		FQJOWFVLFPPXSU-ZROIWOOFNA-N	379.1532062			MMDBc0026327
BASm0017109	(±)-8-hydroxy-brevianamide R	(±)-8-hydroxy-brevianamide R is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H]\C(C1=C(NC2=CC=CC=C12)C(C)(C)C=C)=C1\N=C(O)[C@]2(OC)N(CC[C@]2([H])O)C1=O	C22H25N3O4	InChI=1S/C22H25N3O4/c1-5-21(2,3)18-14(13-8-6-7-9-15(13)23-18)12-16-19(27)25-11-10-17(26)22(25,29-4)20(28)24-16/h5-9,12,17,23,26H,1,10-11H2,2-4H3,(H,24,28)/b16-12-/t17-,22-/m0/s1	INUJBGLULOLOPI-NNMQJTHYSA-N	395.1845063			MMDBc0026328
BASm0017110	Chrysopiperazine A	Chrysopiperazine A is a piperazine derivative. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	[H][C@](C)(CC)[C@]1(OC)N=C(O)[C@@]([H])(C(C)C)N2C(=O)C3=C(OC=CC(OC)=C3)N=C12	C20H27N3O5	InChI=1S/C20H27N3O5/c1-7-12(4)20(27-6)19-21-17-14(10-13(26-5)8-9-28-17)18(25)23(19)15(11(2)3)16(24)22-20/h8-12,15H,7H2,1-6H3,(H,22,24)/t12-,15+,20+/m0/s1	QAGOKKIRIONYAD-PGICJIBASA-N	389.195071			MMDBc0026344
BASm0017111	Chrysopiperazine B	Chrysopiperazine B is a piperazine alkaloid. There is limited literature available on this metabolite, and further studies are needed to fully understand its properties and potential biological activities.		Expected Solid	[H][C@](C)(CC)[C@@]1(OC)N=C(O)[C@@]([H])(C(C)C)N2C(=O)C3=C(OC=CC(OC)=C3)N=C12	C20H27N3O5	InChI=1S/C20H27N3O5/c1-7-12(4)20(27-6)19-21-17-14(10-13(26-5)8-9-28-17)18(25)23(19)15(11(2)3)16(24)22-20/h8-12,15H,7H2,1-6H3,(H,22,24)/t12-,15+,20-/m0/s1	QAGOKKIRIONYAD-VHPWJVAPSA-N	389.195071			MMDBc0026345
BASm0017112	Chrysopiperazine C	Chrysopiperazine C is a quinazoline-containing diketopiperazine alkaloid. This compound is structurally characterized by a diketopiperazine core fused with a quinazoline moiety, which contributes to its unique chemical properties. Chrysopiperazine C, along with other related metabolites, was isolated from the gorgonian-derived fungus Penicillium chrysogenum, highlighting its potential as a natural product of interest in chemical and biological research (PMID:31035506). Diketopiperazines, including chrysopiperazine C, are known to participate in various biochemical pathways, often acting as intermediates or bioactive compounds that may influence cellular signaling and metabolic processes. The presence of the quinazoline structure may also suggest involvement in interactions with specific biological targets, although the precise pathways and mechanisms of action for chrysopiperazine C remain to be fully elucidated. Overall, this compound exemplifies the diverse chemistry of natural products and their potential roles in biological systems.		Expected Solid	[H][C@](C)(CC)[C@]1(OC)N=C(O)[C@@]([H])(C(C)C)N2C(=O)C3=C(C=CC(OC)=C3)N=C12	C20H27N3O4	InChI=1S/C20H27N3O4/c1-7-12(4)20(27-6)19-21-15-9-8-13(26-5)10-14(15)18(25)23(19)16(11(2)3)17(24)22-20/h8-12,16H,7H2,1-6H3,(H,22,24)/t12-,16+,20+/m0/s1	BXXKDKYMYMHCKH-BXJCWQANSA-N	373.2001564			MMDBc0026346
BASm0017113	Nipyrone B	Nipyrone B is a metabolite belonging to the class of nonsteroidal anti-inflammatory drugs (NSAIDs). There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential biological effects.		Expected Solid	[H][C@](C)(CC)C[C@]([H])(C)C1=C(C)C(O)=C(C)C(=O)O1	C14H22O3	InChI=1S/C14H22O3/c1-6-8(2)7-9(3)13-10(4)12(15)11(5)14(16)17-13/h8-9,15H,6-7H2,1-5H3/t8-,9-/m0/s1	IWXSAAXASBMZBN-IUCAKERBSA-N	238.1568946			MMDBc0026352
BASm0017114	Nipyrone C	Nipyrone C is a member of the pyrazolone chemical class. There is limited literature available on this metabolite, indicating a gap in understanding its biological significance and pharmacological properties.		Expected Solid	[H][C@](C)(C[C@](C)(O)CC)C1=CC(OC)=C(C)C(=O)O1	C14H22O4	InChI=1S/C14H22O4/c1-6-14(4,16)8-9(2)11-7-12(17-5)10(3)13(15)18-11/h7,9,16H,6,8H2,1-5H3/t9-,14+/m0/s1	ASQJXEOZHCDEDM-LKFCYVNXSA-N	254.1518092			MMDBc0026353
BASm0017115	Nipyrone A	Nipyrone A is a metabolite belonging to the class of pyrazolone derivatives. There is limited literature available on this compound, indicating a need for further research to better understand its properties and potential biological significance.		Expected Solid	[H][C@](C)(CC)C[C@]([H])(C)C1=CC(O)=C(C)C(=O)O1	C13H20O3	InChI=1S/C13H20O3/c1-5-8(2)6-9(3)12-7-11(14)10(4)13(15)16-12/h7-9,14H,5-6H2,1-4H3/t8-,9-/m0/s1	XGKUCWRDDUBLFW-IUCAKERBSA-N	224.1412445			MMDBc0026354
BASm0017116	(S)-methyl-2-acetamido-4-(2-(methylamino)phenyl)-4-oxobutanoate	(S)-methyl-2-acetamido-4-(2-(methylamino)phenyl)-4-oxobutanoate is a small molecule belonging to the class of acetamides. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@](CC(=O)C1=CC=CC=C1NC)(N=C(C)O)C(=O)OC	C14H18N2O4	InChI=1S/C14H18N2O4/c1-9(17)16-12(14(19)20-3)8-13(18)10-6-4-5-7-11(10)15-2/h4-7,12,15H,8H2,1-3H3,(H,16,17)/t12-/m0/s1	MJJGMIZYROXQLJ-LBPRGKRZSA-N	278.1266571			MMDBc0026377
BASm0017117	(-)-penicamide A	(-)-penicamide A is a secondary metabolite belonging to the class of penam compounds. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	COC1=C2CN3C4=CC=CC=C4C(O)=N[C@]3(C)CC2=CC(O)=C1	C18H18N2O3	InChI=1S/C18H18N2O3/c1-18-9-11-7-12(21)8-16(23-2)14(11)10-20(18)15-6-4-3-5-13(15)17(22)19-18/h3-8,21H,9-10H2,1-2H3,(H,19,22)/t18-/m0/s1	IUJJCTODHWNTJY-SFHVURJKSA-N	310.1317424			MMDBc0026437
BASm0017118	(+)-penicamide A	(+)-penicamide A is a secondary metabolite belonging to the class of penicillins. There is limited literature available on this compound, and further research is needed to fully understand its properties and biological significance.		Expected Solid	COC1=C2CN3C4=CC=CC=C4C(O)=N[C@@]3(C)CC2=CC(O)=C1	C18H18N2O3	InChI=1S/C18H18N2O3/c1-18-9-11-7-12(21)8-16(23-2)14(11)10-20(18)15-6-4-3-5-13(15)17(22)19-18/h3-8,21H,9-10H2,1-2H3,(H,19,22)/t18-/m1/s1	IUJJCTODHWNTJY-GOSISDBHSA-N	310.1317424			MMDBc0026438
BASm0017119	Asperiene A	Asperiene A is a secondary metabolite belonging to the class of terpenoids. There is limited literature available on this compound, and further research is needed to fully understand its properties and biological significance.		Expected Solid	[H][C@](C)(O)[C@]([H])(O)C=CC=CC(=O)O[C@]1([H])C=C2COC(=O)[C@]2(O)[C@@]2(C)CCCC(C)(C)[C@]12[H]	C23H32O7	InChI=1S/C23H32O7/c1-14(24)16(25)8-5-6-9-18(26)30-17-12-15-13-29-20(27)23(15,28)22(4)11-7-10-21(2,3)19(17)22/h5-6,8-9,12,14,16-17,19,24-25,28H,7,10-11,13H2,1-4H3/t14-,16-,17-,19+,22+,23+/m1/s1	AVBLSPPEZPLINV-AACNEDLZSA-N	420.2148034			MMDBc0026448
BASm0017120	Asperiene B	Asperiene B is a secondary metabolite belonging to the class of terpenoids. Currently, there is limited literature available on this metabolite, indicating a need for further research to elucidate its properties and potential biological significance.		Expected Solid	[H][C@@](C)(O)[C@@]([H])(O)C=CC=CC(=O)O[C@]1([H])C=C2COC(=O)[C@]2(O)[C@@]2(C)CCCC(C)(C)[C@]12[H]	C23H32O7	InChI=1S/C23H32O7/c1-14(24)16(25)8-5-6-9-18(26)30-17-12-15-13-29-20(27)23(15,28)22(4)11-7-10-21(2,3)19(17)22/h5-6,8-9,12,14,16-17,19,24-25,28H,7,10-11,13H2,1-4H3/t14-,16-,17+,19-,22-,23-/m0/s1	AVBLSPPEZPLINV-GNZHWTDASA-N	420.2148034			MMDBc0026449
BASm0017121	Asperiene C	Asperiene C is a secondary metabolite belonging to the class of terpenoids. There is little literature available on this compound, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@](C)(O)[C@@]([H])(O)C=CC=CC(=O)O[C@]1([H])C=C2COC(=O)[C@]2(O)[C@@]2(C)CCCC(C)(C)[C@]12[H]	C23H32O7	InChI=1S/C23H32O7/c1-14(24)16(25)8-5-6-9-18(26)30-17-12-15-13-29-20(27)23(15,28)22(4)11-7-10-21(2,3)19(17)22/h5-6,8-9,12,14,16-17,19,24-25,28H,7,10-11,13H2,1-4H3/t14-,16+,17-,19+,22+,23+/m1/s1	AVBLSPPEZPLINV-GIUIKPSISA-N	420.2148034			MMDBc0026450
BASm0017122	Asperiene D	Asperiene D is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, and research regarding its properties and biological significance remains sparse.		Expected Solid	[H][C@@](C)(O)[C@]([H])(O)C=CC=CC(=O)O[C@]1([H])C=C2COC(=O)[C@]2(O)[C@@]2(C)CCCC(C)(C)[C@]12[H]	C23H32O7	InChI=1S/C23H32O7/c1-14(24)16(25)8-5-6-9-18(26)30-17-12-15-13-29-20(27)23(15,28)22(4)11-7-10-21(2,3)19(17)22/h5-6,8-9,12,14,16-17,19,24-25,28H,7,10-11,13H2,1-4H3/t14-,16+,17+,19-,22-,23-/m0/s1	AVBLSPPEZPLINV-MXVBYSKUSA-N	420.2148034			MMDBc0026451
BASm0017123	Niduterpenoid A	Niduterpenoid A is a terpenoid compound. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]12[C@@]3([H])[C@]([H])(C)[C@]4(C)CCC5([H])[C@@](C)(O)CC[C@@]45[C@@]3([H])C[C@@]11[C@@]([H])(C[C@]([H])(O)[C@@]21C)[C@](C)(O)CO	C25H40O4	InChI=1S/C25H40O4/c1-13-18-14(24-9-8-21(3,28)15(24)6-7-20(13,24)2)11-25-16(22(4,29)12-26)10-17(27)23(25,5)19(18)25/h13-19,26-29H,6-12H2,1-5H3/t13-,14-,15?,16-,17-,18-,19-,20-,21-,22+,23-,24-,25+/m0/s1	KIMRNGSVPSLPMD-OANSDUNDSA-N	404.2926598			MMDBc0026561
BASm0017124	Niduterpenoid B	Niduterpenoid B is a hexacyclic sesterterpenoid, characterized by its complex chemical structure that includes five cyclopentane rings and one cyclopropane ring, along with 13 contiguous stereocenters, four of which are all-carbon quaternary centers. This intricate polycyclic network not only highlights the chemical diversity found within terpenoids but also underscores the challenges associated with its total synthesis, as demonstrated in recent research (PMID:39235150). Niduterpenoid B acts as a naturally occurring estrogen receptor alpha (ERα) inhibitor, indicating its involvement in pathways related to hormonal signaling and potentially influencing various physiological processes. The total synthesis of niduterpenoid B was achieved through a novel structural reorganization strategy, showcasing innovative approaches in synthetic chemistry that can mimic the complexity of naturally occurring metabolites (PMID:39235150). This compound exemplifies the intersection of organic chemistry and biological activity, providing insights into the structural intricacies and potential applications of terpenoids in medicinal chemistry.		Expected Solid	[H][C@@]12[C@@]3([H])[C@]([H])(C)[C@]4(C)[C@@]([H])(O)CC5([H])[C@@](C)(O)CC[C@@]45[C@@]3([H])C[C@@]11[C@@]([H])(C[C@]([H])(O)[C@@]21C)C(C)(C)O	C25H40O4	InChI=1S/C25H40O4/c1-12-18-13(24-8-7-21(4,29)15(24)10-16(26)22(12,24)5)11-25-14(20(2,3)28)9-17(27)23(25,6)19(18)25/h12-19,26-29H,7-11H2,1-6H3/t12-,13-,14-,15?,16-,17-,18-,19-,21-,22+,23-,24-,25+/m0/s1	PTGRSEKFBBYBMB-NJHNOLDWSA-N	404.2926598			MMDBc0026562
BASm0017125	Fumihopaside A	Fumihopaside A is a rare fungal hopane-type triterpenoid glycoside identified in Aspergillus fumigatus. Its chemical structure features a triterpenoid backbone characteristic of hopanoids, which are known for their complex ring systems and functional groups that contribute to their biological activities. The identification of fumihopaside A was achieved through genome mining coupled with HPLC-MS/MS techniques, highlighting its unique biosynthetic origin (PMID:30977375). In terms of biological pathways, bioassays have indicated that fumihopaside A plays important roles in protecting A. fumigatus, suggesting its involvement in the organism's defense mechanisms or stress responses (PMID:30977375). The specific pathways remain to be fully elucidated, but the compound's triterpenoid nature suggests potential interactions with cellular membranes or signaling pathways, which could be critical for the survival and adaptability of the fungus in various environments. Overall, fumihopaside A exemplifies the intricate chemistry and biological relevance of natural products derived from fungi.		Expected Solid	[H][C@@]1(CC[C@@]2(C)[C@@]1([H])CC[C@]1(C)[C@]2([H])CC[C@]2([H])[C@@]3(C)CC[C@]([H])(O)[C@](C)(CO[C@@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]4([H])O)[C@]3([H])CC[C@@]12C)[C@](C)(O)C(O)=O	C36H60O10	InChI=1S/C36H60O10/c1-31-13-9-20(36(6,44)30(42)43)19(31)10-15-34(4)23(31)7-8-24-32(2)14-12-25(38)33(3,22(32)11-16-35(24,34)5)18-45-29-28(41)27(40)26(39)21(17-37)46-29/h19-29,37-41,44H,7-18H2,1-6H3,(H,42,43)/t19-,20-,21+,22+,23+,24+,25-,26+,27-,28+,29-,31-,32-,33+,34+,35+,36-/m0/s1	BSLRSZZCUIZWND-YDEHQZECSA-N	652.4186481			MMDBc0026568
BASm0017126	Fumihopaside B	Fumihopaside B is a flavonoid glycoside. There is limited literature available regarding this metabolite, indicating a need for further research to better understand its properties and potential applications.		Expected Solid	[H][C@@]1(CC[C@@]2(C)[C@@]1([H])CC[C@]1(C)[C@]2([H])CC[C@]2([H])[C@@]3(C)CC[C@]([H])(O)[C@](C)(CO[C@@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]4([H])O)[C@]3([H])CC[C@@]12C)C(=C)C(O)=O	C36H58O9	InChI=1S/C36H58O9/c1-19(30(42)43)20-9-13-32(2)21(20)10-15-35(5)24(32)7-8-25-33(3)14-12-26(38)34(4,23(33)11-16-36(25,35)6)18-44-31-29(41)28(40)27(39)22(17-37)45-31/h20-29,31,37-41H,1,7-18H2,2-6H3,(H,42,43)/t20-,21+,22-,23-,24-,25-,26+,27-,28+,29-,31+,32+,33+,34-,35-,36-/m1/s1	CDXFIIJJBSZVKV-DADTXQHTSA-N	634.4080834			MMDBc0026569
BASm0017127	Coprinoferrin	Coprinoferrin is a siderophore belonging to the chemical class of acylated tripeptide hydroxamates. It is characterized by its unique chemical structure, which features tandem aligned N5-hexanoyl-N5-hydroxy-L-ornithine with modifications including N-acetyl and C-carboxamide groups. Originally isolated from a genetically engineered strain (ΔlaeA) of the mushroom fungus Coprinopsis cinerea, coprinoferrin plays a significant role in iron acquisition, a critical process for various biological pathways. The knockout of the laeA gene in C. cinerea led to an unexpected upregulation of coprinoferrin biosynthesis, highlighting its importance in fungal cell development (PMID:31496254). Additionally, disruption of the nonribosomal peptide synthetase-encoding gene cpf1, which is essential for coprinoferrin production, resulted in growth defects and impaired fruiting body formation, further underscoring the compound's complex involvement in fungal physiology (PMID:31496254). The synthesis and biological evaluation of coprinoferrin have been documented, emphasizing its potential as a vital metabolite in the fungal kingdom (PMID:38175167).		Expected Solid	[H][C@@](CCCN(O)C(=O)CCCCC)(N=C(O)[C@]([H])(CCCN(O)C(=O)CCCCC)N=C(O)[C@]([H])(CCCN(O)C(=O)CCCCC)N=C(C)O)C(O)=N	C35H65N7O10	InChI=1S/C35H65N7O10/c1-5-8-11-20-30(44)40(50)23-14-17-27(33(36)47)38-35(49)29(19-16-25-42(52)32(46)22-13-10-7-3)39-34(48)28(37-26(4)43)18-15-24-41(51)31(45)21-12-9-6-2/h27-29,50-52H,5-25H2,1-4H3,(H2,36,47)(H,37,43)(H,38,49)(H,39,48)/t27-,28-,29-/m0/s1	DALRSDAVVXJVPY-AWCRTANDSA-N	743.4792913			MMDBc0026628
BASm0017128	Dahliane I	Dahliane I is a terpenoid compound. There is little literature available on this metabolite, indicating a gap in understanding its biological significance and potential applications.		Expected Solid	[H][C@]1(O)[C@@]([H])(O)[C@]2([H])[C@@]3([H])OCC4=C3[C@@](C)(CCC4=O)CC[C@]2(C)[C@@]1([H])C(C)C	C20H30O4	InChI=1S/C20H30O4/c1-10(2)13-16(22)17(23)15-18-14-11(9-24-18)12(21)5-6-19(14,3)7-8-20(13,15)4/h10,13,15-18,22-23H,5-9H2,1-4H3/t13-,15+,16+,17-,18-,19-,20+/m0/s1	GKUCSSBQVHTTCY-OVGJJSINSA-N	334.2144094			MMDBc0026713
BASm0017129	Dahliane J	Dahliane J is a flavonoid, a class of compounds known for their antioxidant properties. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@]1(O)CC[C@@]2(C)CC[C@@]3(C)C(=CC2=C1COC(C)=O)C(=O)C(O)=C3C(C)C	C22H30O5	InChI=1S/C22H30O5/c1-12(2)18-20(26)19(25)16-10-15-14(11-27-13(3)23)17(24)6-7-21(15,4)8-9-22(16,18)5/h10,12,17,24,26H,6-9,11H2,1-5H3/t17-,21-,22-/m0/s1	SYXVMJQEQXBCIE-HSQYWUDLSA-N	374.2093241			MMDBc0026714
BASm0017130	Dahliane K	Dahliane K is a flavonoid compound. There is little literature available on this metabolite, indicating that further research is needed to understand its properties and potential biological effects.		Expected Solid	[H][C@@]1(CC(=O)[C@]2([H])[C@@]3([H])OCC4=C3[C@@](C)(CCC4=O)CC[C@]12C)C(C)C	C20H28O3	InChI=1S/C20H28O3/c1-11(2)13-9-15(22)17-18-16-12(10-23-18)14(21)5-6-19(16,3)7-8-20(13,17)4/h11,13,17-18H,5-10H2,1-4H3/t13-,17-,18+,19+,20-/m1/s1	PAENSDUVNMUZGU-DFYPAZAZSA-N	316.2038448			MMDBc0026715
BASm0017131	Dahliane E	Dahliane E is a flavonoid, a class of compounds known for their antioxidant properties. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	[H][C@]1(O)C2=CC3=C(COC(C)=O)C(=O)CC[C@@]3(C)CC[C@]2(C)[C@@]([H])(C(C)C)[C@]1([H])OC(C)=O	C24H34O6	InChI=1S/C24H34O6/c1-13(2)20-22(30-15(4)26)21(28)18-11-17-16(12-29-14(3)25)19(27)7-8-23(17,5)9-10-24(18,20)6/h11,13,20-22,28H,7-10,12H2,1-6H3/t20-,21-,22-,23-,24-/m0/s1	DPDKYSLRHMXPJB-LSBAASHUSA-N	418.2355388			MMDBc0026716
BASm0017132	Dahliane F	Dahliane F is a flavonoid. There is little literature available on this metabolite, indicating a gap in research regarding its properties and potential biological effects.		Expected Solid	[H][C@]1(O)C2=CC3=C(CO)C(=O)CC[C@@]3(C)CC[C@]2(C)[C@@]([H])(C(C)C)[C@]1([H])OC(C)=O	C22H32O5	InChI=1S/C22H32O5/c1-12(2)18-20(27-13(3)24)19(26)16-10-15-14(11-23)17(25)6-7-21(15,4)8-9-22(16,18)5/h10,12,18-20,23,26H,6-9,11H2,1-5H3/t18-,19-,20-,21-,22-/m0/s1	BEMZAUOOVKSYLX-YFNVTMOMSA-N	376.2249741			MMDBc0026717
BASm0017133	Dahliane G	Dahliane G is a flavonoid, a class of compounds known for their diverse biological activities and potential therapeutic effects. Its chemical structure features a flavone backbone, characterized by a benzopyran ring system with hydroxyl substitutions, which contribute to its reactivity and interaction with biological targets. In the context of cancer biology, Dahliane G has been shown to significantly enhance the efficacy of doxorubicin, a commonly used chemotherapeutic agent, by exhibiting an 80-fold potentiation effect on the sensitization of doxorubicin at a concentration of 15 μM. This effect was observed in doxorubicin-resistant human breast cancer cells (MCF-7/DOX), indicating that Dahliane G may play a role in reversing drug resistance pathways in cancer treatment (PMID:30659876). Its ability to modulate drug response highlights its potential as a co-therapeutic agent in enhancing the effectiveness of existing chemotherapy regimens. Further studies on the detailed mechanisms by which Dahliane G interacts with cellular pathways could provide insights into its utility in oncological therapies.		Expected Solid	[H][C@]1(O)C2=CC3=C(COC(C)=O)C(=O)CC[C@@]3(C)CC[C@]2(C)[C@@]([H])(C(C)C)[C@]1([H])O	C22H32O5	InChI=1S/C22H32O5/c1-12(2)18-20(26)19(25)16-10-15-14(11-27-13(3)23)17(24)6-7-21(15,4)8-9-22(16,18)5/h10,12,18-20,25-26H,6-9,11H2,1-5H3/t18-,19-,20-,21-,22-/m0/s1	VLKWNDNCESOJPC-YFNVTMOMSA-N	376.2249741			MMDBc0026718
BASm0017134	Dahliane H	Dahliane H is a flavonoid metabolite. There is limited literature available on this compound, indicating a need for further research to better understand its properties and potential biological effects.		Expected Solid	[H][C@@]1(O)[C@]([H])(OC(C)=O)[C@]([H])(C(C)C)[C@@]2(C)CC[C@]3(C)CC[C@]([H])(OC(C)=O)C4=C3[C@]([H])(OC4)[C@@]12[H]	C24H36O6	InChI=1S/C24H36O6/c1-12(2)17-22(30-14(4)26)20(27)19-21-18-15(11-28-21)16(29-13(3)25)7-8-23(18,5)9-10-24(17,19)6/h12,16-17,19-22,27H,7-11H2,1-6H3/t16-,17-,19+,20-,21-,22+,23-,24+/m0/s1	QKQWYCCVHVFKEM-WADRPXCBSA-N	420.2511889			MMDBc0026719
BASm0017135	(E)-2-decenamide	(E)-2-decenamide is a fatty amide, a class of compounds that are derived from fatty acids. There is little literature available on this metabolite, indicating a gap in the understanding of its biological significance and potential applications.		Expected Solid	[H]\C(CCCCCCC)=C(\[H])C(O)=N	C10H19NO	InChI=1S/C10H19NO/c1-2-3-4-5-6-7-8-9-10(11)12/h8-9H,2-7H2,1H3,(H2,11,12)/b9-8+	HOHPPAHUSJCHHL-CMDGGOBGSA-N	169.1466642			MMDBc0026876
BASm0017136	Bacilohydrin A	Bacilohydrin A is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]C(C)(CC)CCCCCCCC[C@]1([H])CC(O)=N[C@@]([H])(CCC(O)=N)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(C(C)C)C(O)=N[C@]([H])(CC(O)=O)C(O)=N[C@@]([H])(CC(C)C)C(O)=N[C@]([H])(C(=O)O1)[C@@]([H])(C)CC	C53H94N8O12	InChI=1S/C53H94N8O12/c1-13-34(11)21-19-17-15-16-18-20-22-36-28-43(63)55-37(23-24-42(54)62)47(66)56-38(25-30(3)4)48(67)57-39(26-31(5)6)50(69)60-45(33(9)10)52(71)59-41(29-44(64)65)49(68)58-40(27-32(7)8)51(70)61-46(35(12)14-2)53(72)73-36/h30-41,45-46H,13-29H2,1-12H3,(H2,54,62)(H,55,63)(H,56,66)(H,57,67)(H,58,68)(H,59,71)(H,60,69)(H,61,70)(H,64,65)/t34?,35-,36+,37-,38-,39-,40-,41+,45+,46-/m0/s1	DQXBJVHTOJOVNL-NOVLQMAGSA-N	1034.69912			MMDBc0026902
BASm0017137	Penichrypyrone A	Penichrypyrone A is a polyketide compound. Currently, there is limited literature available on this metabolite, making it challenging to fully understand its biological significance and potential applications.		Expected Solid	[H][C@](C)(CC)C[C@]([H])(C)C1=C(C)C(=O)C=C(C)O1	C14H22O2	InChI=1S/C14H22O2/c1-6-9(2)7-10(3)14-12(5)13(15)8-11(4)16-14/h8-10H,6-7H2,1-5H3/t9-,10-/m0/s1	VYQBNTAGDJBPQX-UWVGGRQHSA-N	222.1619799			MMDBc0026907
BASm0017138	13β-hydroxy conidiogenone C	13β-hydroxy conidiogenone C is a terpenoid compound. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@]1(O)C[C@]2(C)C[C@]34[C@@]([H])(CC[C@@]3(C)C(=O)C=C[C@]4([H])C)[C@]2([H])[C@@]1(C)CO	C20H30O3	InChI=1S/C20H30O3/c1-12-5-6-14(22)19(4)8-7-13-16-17(2,10-20(12,13)19)9-15(23)18(16,3)11-21/h5-6,12-13,15-16,21,23H,7-11H2,1-4H3/t12-,13-,15-,16-,17+,18-,19-,20-/m0/s1	HZESBJPSTUECIQ-OBPRGFKZSA-N	318.2194948			MMDBc0026976
BASm0017139	12β-hydroxy conidiogenone C	12β-hydroxy conidiogenone C is a secondary metabolite belonging to the class of terpenoids. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(O)C[C@](C)(CO)[C@@]2([H])[C@]3([H])CC[C@@]4(C)C(=O)C=C[C@]([H])(C)[C@@]34C[C@@]12C	C20H30O3	InChI=1S/C20H30O3/c1-12-5-6-14(22)19(4)8-7-13-16-17(2,11-21)9-15(23)18(16,3)10-20(12,13)19/h5-6,12-13,15-16,21,23H,7-11H2,1-4H3/t12-,13-,15+,16+,17+,18-,19-,20-/m0/s1	IWKFSFPXCJSJDZ-BQOCRIQKSA-N	318.2194948			MMDBc0026977
BASm0017140	12β-hydroxy conidiogenone D	12β-hydroxy conidiogenone D is a secondary metabolite belonging to the class of terpenoids. There is limited literature available on this compound, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(O)C[C@@](C)(CO)[C@@]2([H])[C@]3([H])CC[C@@]4(C)C(=O)C=C[C@]([H])(C)[C@@]34C[C@@]12C	C20H30O3	InChI=1S/C20H30O3/c1-12-5-6-14(22)19(4)8-7-13-16-17(2,11-21)9-15(23)18(16,3)10-20(12,13)19/h5-6,12-13,15-16,21,23H,7-11H2,1-4H3/t12-,13-,15+,16+,17-,18-,19-,20-/m0/s1	IWKFSFPXCJSJDZ-OAQHYMIFSA-N	318.2194948			MMDBc0026978
BASm0017141	Koreenceine C			Expected Solid		C14H27NO		ODBVVAANIDRJBL-UHFFFAOYNA-N	225.2092645			MMDBc0026986
BASm0017142	Koreenceine B			Expected Solid	CCCCCCCCCC1=NCCCC1	C14H27N	InChI=1S/C14H27N/c1-2-3-4-5-6-7-8-11-14-12-9-10-13-15-14/h2-13H2,1H3	IWHRJHPJNJKAHJ-UHFFFAOYSA-N	209.2143499			MMDBc0026988
BASm0017143	Aspergillamide C	Aspergillamide C is a secondary metabolite belonging to the class of amides. There is limited literature available on Aspergillamide C, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(N=C(O)[C@]([H])(CC1=CC=C(O)C=C1)N(C)C(=O)[C@@]([H])(N=C(C)O)[C@@]([H])(C)CC)=C(/[H])C1=CNC2=CC=CC=C12	C28H34N4O4	InChI=1S/C28H34N4O4/c1-5-18(2)26(31-19(3)33)28(36)32(4)25(16-20-10-12-22(34)13-11-20)27(35)29-15-14-21-17-30-24-9-7-6-8-23(21)24/h6-15,17-18,25-26,30,34H,5,16H2,1-4H3,(H,29,35)(H,31,33)/b15-14-/t18-,25-,26-/m0/s1	NZRQIPUGMHEHIL-AQFPYVEVSA-N	490.2580056			MMDBc0027010
BASm0017144	Aspergillamide D	Aspergillamide D is a secondary metabolite belonging to the class of amides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(N=C(O)[C@]([H])(CC1=CC=C(O)C=C1)N(C)C(=O)[C@@]([H])(N=C(C)O)[C@@]([H])(C)CC)=C(\[H])C1=CNC2=CC=CC=C12	C28H34N4O4	InChI=1S/C28H34N4O4/c1-5-18(2)26(31-19(3)33)28(36)32(4)25(16-20-10-12-22(34)13-11-20)27(35)29-15-14-21-17-30-24-9-7-6-8-23(21)24/h6-15,17-18,25-26,30,34H,5,16H2,1-4H3,(H,29,35)(H,31,33)/b15-14+/t18-,25-,26-/m0/s1	NZRQIPUGMHEHIL-UGWCYXTOSA-N	490.2580056			MMDBc0027011
BASm0017145	Mooreaside A	Mooreaside A is a cerebroside, a class of glycosphingolipids characterized by a sugar moiety linked to a ceramide backbone. Its chemical structure features a long-chain fatty acid attached to a sphingosine base, which is further glycosylated, contributing to its unique properties. The compound was isolated from the organic extract of the Red Sea cyanobacterium, highlighting its potential as a novel metabolite with distinct biochemical pathways. Cerebrosides like mooreaside A are involved in various cellular processes, including cell membrane structure and signaling, as they can influence membrane fluidity and protein interactions. Additionally, they play roles in neurobiology and immune responses, serving as recognition sites for specific proteins and pathogens. The identification of mooreaside A alongside other nucleoside derivatives in the same study suggests a complex interplay of metabolites that may contribute to the organism's adaptation and survival in its marine environment (PMID:27005610).		Expected Solid	[H]\C(CCCCCCCCCCC)=C(\[H])C[C@@]([H])(O)[C@]([H])(CO[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O)N=C(O)CCCCCCCCCCCCCCCCCCCCCCCC	C48H93NO8	InChI=1S/C48H93NO8/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-44(52)49-41(40-56-48-47(55)46(54)45(53)43(39-50)57-48)42(51)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h33,35,41-43,45-48,50-51,53-55H,3-32,34,36-40H2,1-2H3,(H,49,52)/b35-33+/t41-,42+,43+,45+,46-,47+,48+/m0/s1	DJXVTSAPDGAYAX-JPUVSGHGSA-N	811.690119			MMDBc0027261
BASm0017146	3-acetyl-2′-deoxyuridine	3-acetyl-2′-deoxyuridine is a nucleoside analog belonging to the class of pyrimidine derivatives. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H][C@]1(O)C[C@@]([H])(O[C@]1([H])CO)N1C=CC(=O)N(C(C)=O)C1=O	C11H14N2O6	InChI=1S/C11H14N2O6/c1-6(15)13-9(17)2-3-12(11(13)18)10-4-7(16)8(5-14)19-10/h2-3,7-8,10,14,16H,4-5H2,1H3/t7-,8+,10+/m0/s1	VDXVWUDUXDCDAI-QXFUBDJGSA-N	270.0851862			MMDBc0027262
BASm0017147	3-phenylethyl-2′-deoxyuridine	3-phenylethyl-2′-deoxyuridine is a nucleoside analog belonging to the chemical class of deoxyribonucleosides. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential implications in biomedical contexts.		Expected Solid	[H][C@]1(O)C[C@@]([H])(O[C@]1([H])CO)N1C=CC(=O)N(CCC2=CC=CC=C2)C1=O	C17H20N2O5	InChI=1S/C17H20N2O5/c20-11-14-13(21)10-16(24-14)19-9-7-15(22)18(17(19)23)8-6-12-4-2-1-3-5-12/h1-5,7,9,13-14,16,20-21H,6,8,10-11H2/t13-,14+,16+/m0/s1	LYLFFZWTYHJLCZ-SQWLQELKSA-N	332.1372218			MMDBc0027263
BASm0017148	Schizokinen			Expected Solid	CC(=O)N(O)CCCNC(=O)CC(O)(CC(=O)NCCCN(O)C(C)=O)C(O)=O	C16H28N4O9	InChI=1S/C16H28N4O9/c1-11(21)19(28)7-3-5-17-13(23)9-16(27,15(25)26)10-14(24)18-6-4-8-20(29)12(2)22/h27-29H,3-10H2,1-2H3,(H,17,23)(H,18,24)(H,25,26)	YILWWVUXGMGOAM-UHFFFAOYSA-N	420.1856285			MMDBc0027359
BASm0017149	Tetrahydroindol 5	Tetrahydroindol 5 is a member of the indole alkaloid chemical class. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]1(O)C[C@@]([H])(N2C=NC3=C2N=CN=C3O)C2=C(N(C)C=C2C=O)[C@]1([H])C	C16H17N5O3	InChI=1S/C16H17N5O3/c1-8-11(23)3-10(12-9(5-22)4-20(2)14(8)12)21-7-19-13-15(21)17-6-18-16(13)24/h4-8,10-11,23H,3H2,1-2H3,(H,17,18,24)/t8-,10-,11-/m1/s1	HIODDSQIKRMOBZ-FBIMIBRVSA-N	327.1331394			MMDBc0027423
BASm0017150	Tetrahydroindol 3	Tetrahydroindol 3 is a member of the indole alkaloid chemical class. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	[H][C@]1(O)C[C@]([H])(OC)C2=C(N(C)C=C2C=O)[C@@]1([H])C	C12H17NO3	InChI=1S/C12H17NO3/c1-7-9(15)4-10(16-3)11-8(6-14)5-13(2)12(7)11/h5-7,9-10,15H,4H2,1-3H3/t7-,9-,10-/m0/s1	TUIXQUPRFTWIPR-HGNGGELXSA-N	223.1208434			MMDBc0027424
BASm0017151	Tetrahydroindol 2	Tetrahydroindol 2 is a member of the indole alkaloid chemical class. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@]1(O)C[C@@]([H])(O)[C@@](C)(O)C2=C1C(C=O)=CN2C	C11H15NO4	InChI=1S/C11H15NO4/c1-11(16)8(15)3-7(14)9-6(5-13)4-12(2)10(9)11/h4-5,7-8,14-16H,3H2,1-2H3/t7-,8+,11+/m0/s1	OGCFDZMKLHDQHP-VAOFZXAKSA-N	225.100108			MMDBc0027425
BASm0017152	Tetrahydroindol 1	Tetrahydroindol 1 is a bicyclic compound belonging to the class of indole derivatives. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]1(O)C[C@@]([H])(O)[C@@]([H])(C)C2=C1C(C=O)=CN2C	C11H15NO3	InChI=1S/C11H15NO3/c1-6-8(14)3-9(15)10-7(5-13)4-12(2)11(6)10/h4-6,8-9,14-15H,3H2,1-2H3/t6-,8-,9-/m1/s1	UOUNAWWCBHCAFG-FTLITQJKSA-N	209.1051933			MMDBc0027426
BASm0017153	Tetrahydroindol 4	Tetrahydroindol 4 is a member of the indole alkaloid chemical class. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]1(O)C[C@]([H])(O)[C@]([H])(C)C2=C1C(C=O)=CN2C	C11H15NO3	InChI=1S/C11H15NO3/c1-6-8(14)3-9(15)10-7(5-13)4-12(2)11(6)10/h4-6,8-9,14-15H,3H2,1-2H3/t6-,8-,9+/m0/s1	UOUNAWWCBHCAFG-CNUIFLNQSA-N	209.1051933			MMDBc0027427
BASm0017154	Tricycloalternarene L	Tricycloalternarene L is a member of the class of organic compounds known as polycyclic aromatic hydrocarbons. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H]C(C)(CCC(O)=O)C1=CC[C@@]2(C)OC3=C(C[C@@]12[H])C(=O)CC[C@]3([H])O	C18H24O5	InChI=1S/C18H24O5/c1-10(3-6-16(21)22)11-7-8-18(2)13(11)9-12-14(19)4-5-15(20)17(12)23-18/h7,10,13,15,20H,3-6,8-9H2,1-2H3,(H,21,22)/t10?,13-,15-,18+/m0/s1	WJQWOEGUVPIDSQ-GFQZTYJBSA-N	320.1623739			MMDBc0027448
BASm0017155	Tricycloalternarene K	Tricycloalternarene K is a polycyclic aromatic hydrocarbon. There is limited literature available on this metabolite, indicating a need for further research to better understand its properties and potential biological significance.		Expected Solid	[H]C(C)(CCCC([H])(C)C1=CC[C@@]2(C)OC3=C(C[C@@]12[H])C(=O)CC[C@]3([H])O)C(O)=O	C21H30O5	InChI=1S/C21H30O5/c1-12(5-4-6-13(2)20(24)25)14-9-10-21(3)16(14)11-15-17(22)7-8-18(23)19(15)26-21/h9,12-13,16,18,23H,4-8,10-11H2,1-3H3,(H,24,25)/t12?,13?,16-,18-,21+/m0/s1	FYUWZRMRONFOPG-WXVNMQLWSA-N	362.2093241			MMDBc0027449
BASm0017156	6,6′,9′-trinor-bipenicilisorin	6,6′,9′-trinor-bipenicilisorin is a member of the chemical class of penicillins. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	COC(=O)C1=CC2=CC(O)=C(C(O)=C2C(=O)O1)C1=C(O)C=C2C=C(OC(=O)C2=C1O)C(O)=O	C21H12O12	InChI=1S/C21H12O12/c1-31-19(28)11-5-7-3-9(23)15(17(25)13(7)21(30)33-11)14-8(22)2-6-4-10(18(26)27)32-20(29)12(6)16(14)24/h2-5,22-25H,1H3,(H,26,27)	CMWOSNSYDRYJOE-UHFFFAOYSA-N	456.0328758			MMDBc0027453
BASm0017157	6,6′-dinor-bipenicilisorin	6,6′-dinor-bipenicilisorin is a member of the chemical class of penicillins. There is limited literature available regarding this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	COC(=O)C1=CC2=CC(O)=C(C(O)=C2C(=O)O1)C1=C(O)C=C2C=C(OC(=O)C2=C1O)C(=O)OC	C22H14O12	InChI=1S/C22H14O12/c1-31-19(27)11-5-7-3-9(23)15(17(25)13(7)21(29)33-11)16-10(24)4-8-6-12(20(28)32-2)34-22(30)14(8)18(16)26/h3-6,23-26H,1-2H3	BHEQGSUFUDMFEA-UHFFFAOYSA-N	470.0485259			MMDBc0027454
BASm0017158	Aflaquinolone H	Aflaquinolone H is a metabolite belonging to the class of quinolone compounds. There is limited literature available on this metabolite, indicating a need for further research to better understand its properties and potential implications.		Expected Solid	[H]\C(=C(\[H])[C@]1(C)CCC(=O)[C@@](C)(O)C1)C1=C(O)C2=C(C=C1)N=C(O)[C@@]([H])(OC)[C@]2(O)C1=CC=CC=C1	C26H29NO6	InChI=1S/C26H29NO6/c1-24(14-12-19(28)25(2,31)15-24)13-11-16-9-10-18-20(21(16)29)26(32,17-7-5-4-6-8-17)22(33-3)23(30)27-18/h4-11,13,22,29,31-32H,12,14-15H2,1-3H3,(H,27,30)/b13-11+/t22-,24-,25+,26+/m1/s1	OYOKDZBQGKJNKC-YKHZTBTGSA-N	451.1994877			MMDBc0027455
BASm0017159	(±)-asperteretal D	(±)-asperteretal D is a secondary metabolite belonging to the class of terpenoids. There is little literature available on this compound, indicating that it may not be extensively studied or characterized in the scientific community.		Expected Solid		C23H24O5		BIVNWUMPSCVWLT-UHFFFAOYNA-N	380.1623739			MMDBc0027523
BASm0017160	Asperteretal E	Asperteretal E is a butenolide derivative belonging to the chemical class of lactones, specifically characterized by its rare 2-benzyl-3-phenyl substituted lactone core. The compound was isolated from the fungus Aspergillus terreus, which was derived from the marine sponge Phakellia fusca, highlighting its unique biosynthetic origin (PMID:29295795). The chemical structure of Asperteretal E features a cyclic lactone framework that may contribute to its potential bioactivity. In terms of biochemical pathways, butenolides like Asperteretal E can be involved in various metabolic processes, including interactions with cellular signaling pathways and potential roles in secondary metabolite production. While the specific biological significance of Asperteretal E remains to be fully elucidated, its structural characteristics suggest it could play a role in the complex interplay of fungal metabolism and host interactions, possibly influencing ecological dynamics or exhibiting pharmacological properties. Further research is needed to explore the full range of activities and mechanisms associated with Asperteretal E in both fungal biology and potential therapeutic applications.		Expected Solid	CC1(C)CCC2=C(O1)C=CC(CC1=C(C(O)OC1=O)C1=CC=C(O)C=C1)=C2	C22H22O5	InChI=1S/C22H22O5/c1-22(2)10-9-15-11-13(3-8-18(15)27-22)12-17-19(21(25)26-20(17)24)14-4-6-16(23)7-5-14/h3-8,11,21,23,25H,9-10,12H2,1-2H3	QCPXFZKWSHOJCI-UHFFFAOYSA-N	366.1467238			MMDBc0027524
BASm0017161	Asperlide A	Asperlide A is a secondary metabolite belonging to the class of polyketides. There is limited literature available on Asperlide A, with few studies detailing its properties and biological activities.		Expected Solid	[H]C1(O)CC2=C(OC1(C)C)C=CC(C[C@]1(OC(=O)C(O)=C1C1=CC=CC=C1)C(=O)OC)=C2	C24H24O7	InChI=1S/C24H24O7/c1-23(2)18(25)12-16-11-14(9-10-17(16)30-23)13-24(22(28)29-3)19(20(26)21(27)31-24)15-7-5-4-6-8-15/h4-11,18,25-26H,12-13H2,1-3H3/t18?,24-/m1/s1	PSCBKXCZUOOZDC-VCUSLETLSA-N	424.1522031			MMDBc0027530
BASm0017162	Asperlide B	Asperlide B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating a need for further research to understand its properties and potential applications.		Expected Solid	[H]C1(CC2=C(O1)C=CC(C[C@]1(OC(=O)C(O)=C1C1=CC=CC=C1)C(=O)OC)=C2)C(C)(C)O	C24H24O7	InChI=1S/C24H24O7/c1-23(2,28)18-12-16-11-14(9-10-17(16)30-18)13-24(22(27)29-3)19(20(25)21(26)31-24)15-7-5-4-6-8-15/h4-11,18,25,28H,12-13H2,1-3H3/t18?,24-/m1/s1	CTMIBXKMQNCFFO-VCUSLETLSA-N	424.1522031			MMDBc0027531
BASm0017163	Asperlide C	Asperlide C is a secondary metabolite belonging to the class of polyketides. There is limited literature available on Asperlide C, indicating that further research is needed to understand its biological significance and potential applications.		Expected Solid	[H][C@]1(CC2=CC3=C(OC([H])(C3)C(C)(C)O)C=C2)OC(=O)C(O)=C1C1=CC=C(O)C=C1	C22H22O6	InChI=1S/C22H22O6/c1-22(2,26)18-11-14-9-12(3-8-16(14)27-18)10-17-19(20(24)21(25)28-17)13-4-6-15(23)7-5-13/h3-9,17-18,23-24,26H,10-11H2,1-2H3/t17-,18?/m1/s1	DLXKJAGJQUQBCR-QNSVNVJESA-N	382.1416384			MMDBc0027532
BASm0017164	3-methoxyporriolide	3-methoxyporriolide is a metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating a need for further research to understand its properties and potential biological significance.		Expected Solid	[H][C@@]1(OC)OC(=O)C2=CC(O)=C(C)C(OC)=C12	C11H12O5	InChI=1S/C11H12O5/c1-5-7(12)4-6-8(9(5)14-2)11(15-3)16-10(6)13/h4,11-12H,1-3H3/t11-/m1/s1	YVFKXUYPDHANIH-LLVKDONJSA-N	224.0684735			MMDBc0027552
BASm0017165	7-methoxyporriolide	7-methoxyporriolide is a member of the porriolide chemical class. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	COC1=C(C)C(O)=C(OC)C2=C1COC2=O	C11H12O5	InChI=1S/C11H12O5/c1-5-8(12)10(15-3)7-6(9(5)14-2)4-16-11(7)13/h12H,4H2,1-3H3	VPSFUTBCAJMRTM-UHFFFAOYSA-N	224.0684735			MMDBc0027553
BASm0017166	Gibellulin C	Gibellulin C is a fungal metabolite belonging to the class of gibberellins. There is limited literature available on this specific metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	COC1=C(O)C=C(C)C2=C1OC1=CC(C)=CC(O)=C1O2	C15H14O5	InChI=1S/C15H14O5/c1-7-4-9(16)13-11(5-7)19-15-12(20-13)8(2)6-10(17)14(15)18-3/h4-6,16-17H,1-3H3	IMBJEMUCQLMZOW-UHFFFAOYSA-N	274.0841236			MMDBc0027554
BASm0017167	Gibellulin D	Gibellulin D is a secondary metabolite belonging to the class of gibberellins. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	COC1=C(O)C2=C(OC3=C(O)C=C(C)C=C3O2)C(C)=C1	C15H14O5	InChI=1S/C15H14O5/c1-7-4-9(16)14-11(5-7)19-15-12(17)10(18-3)6-8(2)13(15)20-14/h4-6,16-17H,1-3H3	ZBCUDMHDXSANIY-UHFFFAOYSA-N	274.0841236			MMDBc0027555
BASm0017168	Terreusterpene A	Terreusterpene A is a terpenoid compound. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(O)C(=O)[C@]2([H])C(C)(C)C(=O)CC[C@@]2(C)[C@]2([H])C[C@@]3(C)O[C@](C)(C(=O)OC)C(=O)[C@@]3(C)[C@]([H])(C(=O)OC)[C@@]12C	C27H38O9	InChI=1S/C27H38O9/c1-22(2)14(28)10-11-23(3)13-12-24(4)26(6,20(32)27(7,36-24)21(33)35-9)17(19(31)34-8)25(13,5)18(30)15(29)16(22)23/h13,16-18,30H,10-12H2,1-9H3/t13-,16+,17+,18+,23-,24+,25-,26+,27-/m0/s1	NTVNGZBHDKMMHU-FQMPNGJUSA-N	506.2515828			MMDBc0027570
BASm0017169	Terreusterpene B	Terreusterpene B is a sesquiterpene, a class of terpenes composed of three isoprene units. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@]12C[C@@]3(C)C(=C[C@@]4(C)O[C@@](C)(C(=O)OC)C(=O)[C@@]4(C)[C@@]3([H])C(=O)OC)[C@@]3(CC[C@]([H])(OC(C)=O)C(C)(C)[C@@]13[H])C(=O)O2	C29H38O10	InChI=1S/C29H38O10/c1-14(30)37-17-10-11-29-16-13-26(5)27(6,21(32)28(7,39-26)22(33)36-9)19(20(31)35-8)25(16,4)12-15(38-23(29)34)18(29)24(17,2)3/h13,15,17-19H,10-12H2,1-9H3/t15-,17-,18+,19-,25-,26+,27+,28+,29+/m0/s1	PTFJEMZXUZKAKS-OSUWAKPISA-N	546.2464974			MMDBc0027571
BASm0017170	Terreusterpene C	Terreusterpene C is a terpenoid, a class of organic compounds characterized by their volatile nature and often strong odors. There is limited literature available on Terreusterpene C, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]12C(=O)OC(O)([C@](C)(O)C(=O)OC)[C@]1(C)C(=C)C[C@@]1([H])[C@]3(C)CCC(=O)C(C)(C)[C@@]3([H])C(=O)[C@@]([H])(O)[C@]21C	C26H36O9	InChI=1S/C26H36O9/c1-12-11-13-22(4)10-9-14(27)21(2,3)16(22)15(28)18(29)23(13,5)17-19(30)35-26(33,24(12,17)6)25(7,32)20(31)34-8/h13,16-18,29,32-33H,1,9-11H2,2-8H3/t13-,16+,17-,18+,22-,23-,24+,25+,26?/m0/s1	RNHOYPKKIMFLPG-HBYVPZLSSA-N	492.2359327			MMDBc0027572
BASm0017171	Terreusterpene D	Terreusterpene D is a meroterpenoid, a chemical class characterized by a combination of terpenoid and non-terpenoid components. Its chemical structure features a 4-hydroxy-3-methyl gamma lactone fragment, which is produced through the rearrangement of a precursor compound in a mixed tetrahydrofuran-H2O-MeOH solvent. This unique structural characteristic may contribute to its biological activity. Terreusterpene D is noted for its potential therapeutic applications, particularly as a dual-targeted agent based on 3,5-dimethylorsellinic acid, which may be beneficial in the treatment of Alzheimer's disease. The compound is involved in biochemical pathways related to neurodegenerative disease mechanisms, highlighting its relevance in pharmacological research. Furthermore, terreusterpenes A and B, alongside terreusterpene D, are being investigated for their potential as BACE1 inhibitors, which play a crucial role in the development of Alzheimer's disease therapies. The exploration of terreusterpene D's properties and its interactions within these pathways underscores its significance in the ongoing search for effective treatments for neurodegenerative disorders (PMID:30430177).		Expected Solid	[H][C@@]12C(=O)O[C@@]3(O)C(=O)[C@]4([H])C(C)(C)C(=O)CC[C@@]4(C)[C@]([H])(CC(=C)[C@@]1(C)C(=O)[C@](C)(O)C(=O)OC)[C@@]23C	C26H34O9	InChI=1S/C26H34O9/c1-12-11-13-22(4)10-9-14(27)21(2,3)15(22)17(28)26(33)24(13,6)16(18(29)35-26)23(12,5)19(30)25(7,32)20(31)34-8/h13,15-16,32-33H,1,9-11H2,2-8H3/t13-,15+,16+,22-,23+,24-,25-,26-/m0/s1	BGPYFGNVTNOLOI-WWMIFYRDSA-N	490.2202827			MMDBc0027573
BASm0017172	(3R)-methyl-7,8-dimethoxy-6-(hydroxymethyl)dihydroisocoumarin	(3R)-methyl-7,8-dimethoxy-6-(hydroxymethyl)dihydroisocoumarin is a member of the isocoumarin chemical class. There is limited literature available on this metabolite, indicating a need for further research to better understand its properties and potential biological significance.		Expected Solid	[H][C@@]1(C)CC2=CC(CO)=C(OC)C(OC)=C2C(=O)O1	C13H16O5	InChI=1S/C13H16O5/c1-7-4-8-5-9(6-14)11(16-2)12(17-3)10(8)13(15)18-7/h5,7,14H,4,6H2,1-3H3/t7-/m1/s1	CXNQIMXXPWGUDS-SSDOTTSWSA-N	252.0997736			MMDBc0027578
BASm0017173	(3R)-methyl-8-hydroxy-6-(hydroxymethyl)-7-methoxydihydroisocoumarin	(3R)-methyl-8-hydroxy-6-(hydroxymethyl)-7-methoxydihydroisocoumarin is a member of the dihydroisocoumarin chemical class. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]1(C)CC2=CC(CO)=C(OC)C(O)=C2C(=O)O1	C12H14O5	InChI=1S/C12H14O5/c1-6-3-7-4-8(5-13)11(16-2)10(14)9(7)12(15)17-6/h4,6,13-14H,3,5H2,1-2H3/t6-/m1/s1	KXNWKBSCXOJXMN-ZCFIWIBFSA-N	238.0841236			MMDBc0027579
BASm0017174	Decanoic acid (2,2-dimethyl-1,3-dioxolan-4-yl)methyl ester	Decanoic acid (2,2-dimethyl-1,3-dioxolan-4-yl)methyl ester is a synthetic ester belonging to the class of fatty acid derivatives. There is limited literature available on this metabolite, indicating a need for further research to better understand its biochemical properties and potential applications.		Expected Solid	[H][C@]1(COC(=O)CCCCCCCCC)COC(C)(C)O1	C16H30O4	InChI=1S/C16H30O4/c1-4-5-6-7-8-9-10-11-15(17)18-12-14-13-19-16(2,3)20-14/h14H,4-13H2,1-3H3/t14-/m0/s1	KRBSCYNTGIRIAV-AWEZNQCLSA-N	286.2144094			MMDBc0027580
BASm0017175	Norpenicyrone	Norpenicyrone is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\C)C([H])(O)C(\C)=C(/[H])[C@]1(C)O[C@]([H])(C)[C@@]2(C)O[C@@]12[H])[C@](C)(O)C1=C(C)C(OC)=CC(=O)O1	C23H32O7	InChI=1S/C23H32O7/c1-12(10-21(5,26)19-14(3)16(27-8)9-17(24)28-19)18(25)13(2)11-22(6)20-23(7,30-20)15(4)29-22/h9-11,15,18,20,25-26H,1-8H3/b12-10+,13-11+/t15-,18?,20+,21+,22+,23-/m1/s1	LCCPPRXJAQXPDH-JATQDRHESA-N	420.2148034			MMDBc0027581
BASm0017176	Methyl norpenicyrone	Methyl norpenicyrone is a metabolite belonging to the class of organic compounds known as ketones. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential biological significance.		Expected Solid	[H]\C(=C(\C)C([H])(OC)C(\C)=C(/[H])[C@]1(C)O[C@]([H])(C)[C@@]2(C)O[C@@]12[H])[C@](C)(O)C1=C(C)C(OC)=CC(=O)O1	C24H34O7	InChI=1S/C24H34O7/c1-13(11-22(5,26)20-15(3)17(27-8)10-18(25)29-20)19(28-9)14(2)12-23(6)21-24(7,31-21)16(4)30-23/h10-12,16,19,21,26H,1-9H3/b13-11+,14-12+/t16-,19?,21+,22+,23+,24-/m1/s1	XLSPAXGYQZJDBU-IZWBPEGVSA-N	434.2304534			MMDBc0027582
BASm0017177	Methyl penicyrone	Methyl penicyrone is a metabolite belonging to the class of penicillins. There is limited literature available on this compound, indicating that it may not be widely studied or characterized in biomedical research.		Expected Solid	[H]\C(=C(\C)C([H])(OC)C(\C)=C(/[H])[C@]1(C)O[C@]([H])(C)[C@@]2(C)O[C@@]12[H])[C@](C)(O)C1=C(C)C(OC)=C(C)C(=O)O1	C25H36O7	InChI=1S/C25H36O7/c1-13(11-23(6,27)20-15(3)19(29-10)16(4)21(26)30-20)18(28-9)14(2)12-24(7)22-25(8,32-22)17(5)31-24/h11-12,17-18,22,27H,1-10H3/b13-11+,14-12+/t17-,18?,22+,23+,24+,25-/m1/s1	HNPREDVUCQUXRJ-HSUPQFAFSA-N	448.2461035			MMDBc0027583
BASm0017178	N,N'-bis[(S)-1-methoxycarbonylethyl]fumaric diamide	N,N'-bis[(S)-1-methoxycarbonylethyl]fumaric diamide is a member of the class of fumaric acid derivatives. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(=C(\[H])C(O)=N[C@@]([H])(C)C(=O)OC)C(O)=N[C@@]([H])(C)C(=O)OC	C12H18N2O6	InChI=1S/C12H18N2O6/c1-7(11(17)19-3)13-9(15)5-6-10(16)14-8(2)12(18)20-4/h5-8H,1-4H3,(H,13,15)(H,14,16)/b6-5+/t7-,8-/m0/s1	NZYZLYFPFACZFH-JBGJSGBSSA-N	286.1164863			MMDBc0027584
BASm0017179	N-fumaryl-L-alanine dimethyl ester	N-fumaryl-L-alanine dimethyl ester is a compound belonging to the class of amino acid derivatives. There is limited literature available on this metabolite, indicating a need for further research to understand its biochemical properties and potential biological significance.		Expected Solid	[H]\C(=C(\[H])C(=O)OC)C(O)=N[C@@]([H])(C)C(=O)OC	C9H13NO5	InChI=1S/C9H13NO5/c1-6(9(13)15-3)10-7(11)4-5-8(12)14-2/h4-6H,1-3H3,(H,10,11)/b5-4+/t6-/m0/s1	AXLMQGRRCSKYDG-OVCGOVNKSA-N	215.0793725			MMDBc0027585
BASm0017180	Sakuranetin-4′-O-β-D-xylopyranoside	Sakuranetin-4′-O-β-D-xylopyranoside is a flavonoid glycoside, a chemical class known for its diverse biological activities. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(O)CO[C@@]([H])(OC2=CC=C(C=C2)C2([H])CC(=O)C3=C(O)C=C(OC)C=C3O2)[C@]([H])(O)[C@@]1([H])O	C21H22O9	InChI=1S/C21H22O9/c1-27-12-6-13(22)18-14(23)8-16(30-17(18)7-12)10-2-4-11(5-3-10)29-21-20(26)19(25)15(24)9-28-21/h2-7,15-16,19-22,24-26H,8-9H2,1H3/t15-,16?,19+,20-,21+/m1/s1	JFTIYFGZSUFCMZ-KXRVLXRMSA-N	418.1263823			MMDBc0027648
BASm0017181	Naringenin-7-O-β-D-xylopyranoside	Naringenin-7-O-β-D-xylopyranoside is a flavonoid glycoside belonging to the chemical class of flavonoids. There is limited literature available on this metabolite, indicating a need for further research to elucidate its biological significance and potential health benefits.		Expected Solid	[H][C@@]1(O)CO[C@@]([H])(OC2=CC(O)=C3C(=O)CC([H])(OC3=C2)C2=CC=C(O)C=C2)[C@]([H])(O)[C@@]1([H])O	C20H20O9	InChI=1S/C20H20O9/c21-10-3-1-9(2-4-10)15-7-13(23)17-12(22)5-11(6-16(17)29-15)28-20-19(26)18(25)14(24)8-27-20/h1-6,14-15,18-22,24-26H,7-8H2/t14-,15?,18+,19-,20+/m1/s1	UKZKXJMOCMQYKK-RQZULGGLSA-N	404.1107322			MMDBc0027649
BASm0017182	Penicillatide A	Penicillatide A is a polyketide compound. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@](CC(C)C)(N=CO)C(=O)N1CCCC1=O	C11H18N2O3	InChI=1S/C11H18N2O3/c1-8(2)6-9(12-7-14)11(16)13-5-3-4-10(13)15/h7-9H,3-6H2,1-2H3,(H,12,14)/t9-/m0/s1	RJUBCHXDUMKQQH-VIFPVBQESA-N	226.1317424			MMDBc0027651
BASm0017183	Penicillatide B	Penicillatide B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@]12CCCN1C(=O)[C@@](O)(CC1=CC=CC=C1)N=C2O	C14H16N2O3	InChI=1S/C14H16N2O3/c17-12-11-7-4-8-16(11)13(18)14(19,15-12)9-10-5-2-1-3-6-10/h1-3,5-6,11,19H,4,7-9H2,(H,15,17)/t11-,14+/m1/s1	VXNIFVLSWOZUNG-RISCZKNCSA-N	260.1160924			MMDBc0027652
BASm0017184	Aspergoterpenins A	Aspergoterpenins A is a bisabolane sesquiterpenoid, a chemical class characterized by a 15-carbon skeleton derived from the isoprene unit. This compound was isolated from the endophytic fungus Aspergillus versicolor, alongside three other derivatives, Aspergoterpenins B, C, and D. The chemical structure of Aspergoterpenins A was elucidated through comprehensive analyses of Nuclear Magnetic Resonance (NMR), Mass Spectrum (MS), and Circular Dichroism (CD) spectra, confirming its unique configuration and functional groups (PMID:29843405). In terms of biological pathways, sesquiterpenoids like Aspergoterpenins A are often involved in various metabolic processes, including the biosynthesis of secondary metabolites that contribute to the organism's defense mechanisms and interactions with other organisms. These compounds may play a role in antimicrobial activity, as suggested by their classification and the context of their discovery, indicating a potential involvement in the ecological dynamics of their host environment (PMID:29843405).		Expected Solid	C[C@@]12CCC[C@@](C)(O1)C1=C(O2)C=C(C=C1)C(O)=O	C14H16O4	InChI=1S/C14H16O4/c1-13-6-3-7-14(2,18-13)17-11-8-9(12(15)16)4-5-10(11)13/h4-5,8H,3,6-7H2,1-2H3,(H,15,16)/t13-,14+/m1/s1	GTKQSGJQKFIMAB-KGLIPLIRSA-N	248.104859			MMDBc0027673
BASm0017185	Aspergoterpenins B	Aspergoterpenins B is a secondary metabolite belonging to the class of terpenes. There is limited literature available on this compound, indicating that further research may be needed to fully understand its properties and potential applications.		Expected Solid	[H]C(C)(CCC[C@](C)(O)C1=C(O)C=C(C=C1)C(O)=O)C(O)=O	C15H20O6	InChI=1S/C15H20O6/c1-9(13(17)18)4-3-7-15(2,21)11-6-5-10(14(19)20)8-12(11)16/h5-6,8-9,16,21H,3-4,7H2,1-2H3,(H,17,18)(H,19,20)/t9?,15-/m0/s1	QCWCADCWFPVLMA-POGJTHQKSA-N	296.1259884			MMDBc0027674
BASm0017186	Aspergoterpenins C	Aspergoterpenins C is a terpenoid compound. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	COC(=O)C1=CC(O)=C(C=C1)[C@@](C)(O)CCCC(C)(C)O	C16H24O5	InChI=1S/C16H24O5/c1-15(2,19)8-5-9-16(3,20)12-7-6-11(10-13(12)17)14(18)21-4/h6-7,10,17,19-20H,5,8-9H2,1-4H3/t16-/m0/s1	VEIQUPXZHBFTEP-INIZCTEOSA-N	296.1623739			MMDBc0027675
BASm0017187	Aspergoterpenins D	Aspergoterpenins D is a secondary metabolite belonging to the class of terpenoids. There is limited literature available on Aspergoterpenins D, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@](C)(CCC[C@](C)(O)C1=C(O)C=C(C=C1)C(O)=O)COC(C)=O	C17H24O6	InChI=1S/C17H24O6/c1-11(10-23-12(2)18)5-4-8-17(3,22)14-7-6-13(16(20)21)9-15(14)19/h6-7,9,11,19,22H,4-5,8,10H2,1-3H3,(H,20,21)/t11-,17+/m1/s1	XJSUDGJMDALOTG-DIFFPNOSSA-N	324.1572885			MMDBc0027676
BASm0017188	3S,4R-3,8-dimethoxy-3-methylisochromane-4,6-diol	3S,4R-3,8-dimethoxy-3-methylisochromane-4,6-diol is a member of the isochromane chemical class. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]1(O)C2=C(CO[C@]1(C)OC)C(OC)=CC(O)=C2	C12H16O5	InChI=1S/C12H16O5/c1-12(16-3)11(14)8-4-7(13)5-10(15-2)9(8)6-17-12/h4-5,11,13-14H,6H2,1-3H3/t11-,12+/m1/s1	DVWCYZHVDRYKEG-NEPJUHHUSA-N	240.0997736			MMDBc0027702
BASm0017189	3,6,8-trimethoxy-3-methylisochromane	3,6,8-trimethoxy-3-methylisochromane is a member of the isochromane chemical class. There is limited literature available on this metabolite, indicating a need for further research to elucidate its biological significance and potential applications.		Expected Solid	COC1=CC(OC)=C2COC(C)(CC2=C1)OC	C13H18O4	InChI=1S/C13H18O4/c1-13(16-4)7-9-5-10(14-2)6-12(15-3)11(9)8-17-13/h5-6H,7-8H2,1-4H3	RQGPFFLZSAYWIA-UHFFFAOYSA-N	238.1205091			MMDBc0027703
BASm0017190	3R,4R-3,8-dimethoxy-3-methylisochromane-4,6-diol	3R,4R-3,8-dimethoxy-3-methylisochromane-4,6-diol is a member of the isochromane chemical class. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@]1(O)C2=C(CO[C@@]1(C)OC)C(OC)=CC(O)=C2	C12H16O5	InChI=1S/C12H16O5/c1-12(16-3)11(14)8-4-7(13)5-10(15-2)9(8)6-17-12/h4-5,11,13-14H,6H2,1-3H3/t11-,12-/m1/s1	DVWCYZHVDRYKEG-VXGBXAGGSA-N	240.0997736			MMDBc0027704
BASm0017191	3R,4S-3,8-dimethoxy-3-methylisochromane-4,6-diol	3R,4S-3,8-dimethoxy-3-methylisochromane-4,6-diol is a member of the isochromane chemical class. There is limited literature available on this metabolite, indicating a lack of extensive research and characterization in biomedical studies.		Expected Solid	[H][C@]1(O)C2=C(CO[C@@]1(C)OC)C(OC)=CC(O)=C2	C12H16O5	InChI=1S/C12H16O5/c1-12(16-3)11(14)8-4-7(13)5-10(15-2)9(8)6-17-12/h4-5,11,13-14H,6H2,1-3H3/t11-,12+/m0/s1	DVWCYZHVDRYKEG-NWDGAFQWSA-N	240.0997736			MMDBc0027705
BASm0017192	Terreinlactone A1	Terreinlactone A1 is a polyketide compound belonging to the class of lactones. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(C)=C(\[H])[C@]1(O)CCOC(=O)C1	C8H12O3	InChI=1S/C8H12O3/c1-2-3-8(10)4-5-11-7(9)6-8/h2-3,10H,4-6H2,1H3/b3-2+/t8-/m0/s1	NRANSZCJNFLBET-SGJFDWMWSA-N	156.0786442			MMDBc0027798
BASm0017193	Terreinlactone A2	Terreinlactone A2 is a lactone, a chemical class characterized by a cyclic ester formed from the reaction of an alcohol and a carboxylic acid. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H]\C(C)=C(\[H])[C@@]1(O)CCOC(=O)C1	C8H12O3	InChI=1S/C8H12O3/c1-2-3-8(10)4-5-11-7(9)6-8/h2-3,10H,4-6H2,1H3/b3-2+/t8-/m1/s1	NRANSZCJNFLBET-UFUPEUMYSA-N	156.0786442			MMDBc0027799
BASm0017194	Terreinlactone B	Terreinlactone B is a 3-substituted δ-lactone, classified as a secondary metabolite within the chemical class of lactones. It serves as a biosynthetic intermediate in the production of terreinlactone A enantiomers, which are derived from the fungal species Aspergillus terreus. The chemical structure of terreinlactone B features a cyclic ester formation typical of lactones, contributing to its reactivity and role in biosynthetic pathways. Specifically, it is proposed to be synthesized from the precursor compound (+)-terrein and is integral to the biogenetic pathway leading to terreinlactone A, marking it as a key intermediate in this metabolic route. The isolation of terreinlactone B alongside its precursors, including (+)-terrein and (+)-isoterrein, underscores its significance in the complex biosynthetic processes occurring within the producing organism. These metabolic pathways highlight the intricate chemical transformations that occur in fungal secondary metabolism, with terreinlactone B playing a pivotal role in the synthesis of bioactive compounds. (PMID:29657234)		Expected Solid	[H]\C(C)=C(\[H])C1=CC(=O)OCC1	C8H10O2	InChI=1S/C8H10O2/c1-2-3-7-4-5-10-8(9)6-7/h2-3,6H,4-5H2,1H3/b3-2+	KUOMSAOBPORCBU-NSCUHMNNSA-N	138.0680796			MMDBc0027800
BASm0017195	(E)-2-(hept-2-en-1-yl)quinolin-4(1H)-one	(E)-2-(hept-2-en-1-yl)quinolin-4(1H)-one is a quinolone derivative. There is limited literature available on this metabolite, indicating that its biological significance and potential applications remain largely unexplored.		Expected Solid	[H]\C(CCCC)=C(\[H])CC1=CC(=O)C2=CC=CC=C2N1	C16H19NO	InChI=1S/C16H19NO/c1-2-3-4-5-6-9-13-12-16(18)14-10-7-8-11-15(14)17-13/h5-8,10-12H,2-4,9H2,1H3,(H,17,18)/b6-5+	JTGBNWNWYMASDF-AATRIKPKSA-N	241.1466642			MMDBc0027814
BASm0017196	(E)-2-(non-2-en-1-yl)quinolin-4(1H)-one	(E)-2-(non-2-en-1-yl)quinolin-4(1H)-one is a member of the quinolone class of compounds. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	[H]\C(CCCCCC)=C(\[H])CC1=CC(=O)C2=CC=CC=C2N1	C18H23NO	InChI=1S/C18H23NO/c1-2-3-4-5-6-7-8-11-15-14-18(20)16-12-9-10-13-17(16)19-15/h7-10,12-14H,2-6,11H2,1H3,(H,19,20)/b8-7+	OLHDQSVEEMQKAE-BQYQJAHWSA-N	269.1779644			MMDBc0027815
BASm0017197	Isobutyl pentanoate	UL			CCCCC(=O)OCC(C)C	C9H18O2	InChI=1S/C9H18O2/c1-4-5-6-9(10)11-7-8(2)3/h8H,4-7H2,1-3H3	ADNADZOSMJDVIS-UHFFFAOYSA-N	158.1306798			MMDBc0027818
BASm0017198	2-methylbutyl heptanoate	2-methylbutyl heptanoate is a fatty acid ester. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	CCCCCCC(=O)OCC(C)CC	C12H24O2	InChI=1S/C12H24O2/c1-4-6-7-8-9-12(13)14-10-11(3)5-2/h11H,4-10H2,1-3H3	NEYFHTHRJVQMPA-UHFFFAOYSA-N	200.17763			MMDBc0027819
BASm0017199	3-methylbutyl heptanoate	3-methylbutyl heptanoate is a fatty acid ester. There is little literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.		Expected Solid	CCCCCCC(=O)OCCC(C)C	C12H24O2	InChI=1S/C12H24O2/c1-4-5-6-7-8-12(13)14-10-9-11(2)3/h11H,4-10H2,1-3H3	AFCXVDRTNQNGHS-UHFFFAOYSA-N	200.17763			MMDBc0027820
BASm0017200	2-methylbutyl pentanoate	2-methylbutyl pentanoate is a fatty acid ester. There is limited literature available on this metabolite, indicating a gap in research regarding its biological significance and potential applications.		Expected Solid	CCCCC(=O)OCC(C)CC	C10H20O2	InChI=1S/C10H20O2/c1-4-6-7-10(11)12-8-9(3)5-2/h9H,4-8H2,1-3H3	FOJKZJAPKUOYKR-UHFFFAOYSA-N	172.1463299			MMDBc0027821
BASm0017201	Isobutyl heptanoate	Isobutyl enanthate is used in imitation brandy flavourin			CCCCCCC(=O)OCC(C)C	C11H22O2	InChI=1S/C11H22O2/c1-4-5-6-7-8-11(12)13-9-10(2)3/h10H,4-9H2,1-3H3	HXJOYVPESRRCDB-UHFFFAOYSA-N	186.1619799			MMDBc0027822
BASm0017202	(+)-asperglactam A	(+)-asperglactam A is a 3-arylisoindolinone, a chemical class characterized by a fused isoindole and aryl structure. This compound was isolated from the mangrove endophytic fungus Aspergillus versicolor SYSU-SKS025, alongside its enantiomer (-)-asperglactam A and other metabolites (PMID:29126957). The unique structural features of (+)-asperglactam A contribute to its potential biological activities, although specific pathways have not been extensively detailed in the literature. The synthesis of this compound marks a significant achievement, as it represents one of the first optically pure examples in the 3-arylisoindolinone family, which is notably scarce in natural sources (PMID:29126957). The exploration of such metabolites could provide insights into their biosynthetic pathways and potential applications in pharmacology, as they may interact with various biological systems, although further research is needed to elucidate their specific roles and mechanisms of action.		Expected Solid	[H][C@]1(N=C(O)C2=C(OC)C(CO)=CC(O)=C12)C1=C(OC)C=CC=C1OC	C18H19NO6	InChI=1S/C18H19NO6/c1-23-11-5-4-6-12(24-2)14(11)16-13-10(21)7-9(8-20)17(25-3)15(13)18(22)19-16/h4-7,16,20-21H,8H2,1-3H3,(H,19,22)/t16-/m1/s1	JCWCDHZHGMHDQR-MRXNPFEDSA-N	345.1212373			MMDBc0027836
BASm0017203	(−)-asperglactam A	(−)-asperglactam A is a secondary metabolite belonging to the class of lactams. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(N=C(O)C2=C(OC)C(CO)=CC(O)=C12)C1=C(OC)C=CC=C1OC	C18H19NO6	InChI=1S/C18H19NO6/c1-23-11-5-4-6-12(24-2)14(11)16-13-10(21)7-9(8-20)17(25-3)15(13)18(22)19-16/h4-7,16,20-21H,8H2,1-3H3,(H,19,22)/t16-/m0/s1	JCWCDHZHGMHDQR-INIZCTEOSA-N	345.1212373			MMDBc0027837
BASm0017204	(+)-1-hydroxyboivinianic acid	(+)-1-hydroxyboivinianic acid is a secondary metabolite belonging to the class of nor-bisabolane compounds. Its chemical structure features a bicyclic framework that is characteristic of its class, which contributes to its unique properties and potential biological activities. This compound has been isolated from the mangrove endophytic fungus Aspergillus versicolor SYSU-SKS025, alongside other enantiomers and known compounds (PMID:29126957). In terms of biochemical pathways, (+)-1-hydroxyboivinianic acid may be involved in various metabolic processes, although specific pathways require further investigation. Its structural characteristics suggest potential interactions with biological systems, possibly influencing signaling pathways or exhibiting antimicrobial properties, which are common attributes of secondary metabolites derived from fungi. The exploration of such compounds can provide insights into their roles in ecological interactions and their potential applications in pharmaceuticals or agriculture.		Expected Solid	C[C@@]1(CCC(=O)O1)C1=C(O)C=C(C=C1)C(O)=O	C12H12O5	InChI=1S/C12H12O5/c1-12(5-4-10(14)17-12)8-3-2-7(11(15)16)6-9(8)13/h2-3,6,13H,4-5H2,1H3,(H,15,16)/t12-/m1/s1	QBZZGMOAQWNCHR-GFCCVEGCSA-N	236.0684735			MMDBc0027838
BASm0017205	(−)-1-hydroxyboivinianic acid	(−)-1-hydroxyboivinianic acid is a member of the class of organic compounds known as phenolic acids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	C[C@]1(CCC(=O)O1)C1=C(O)C=C(C=C1)C(O)=O	C12H12O5	InChI=1S/C12H12O5/c1-12(5-4-10(14)17-12)8-3-2-7(11(15)16)6-9(8)13/h2-3,6,13H,4-5H2,1H3,(H,15,16)/t12-/m0/s1	QBZZGMOAQWNCHR-LBPRGKRZSA-N	236.0684735			MMDBc0027839
BASm0017206	(−)-trichodermadione A	(−)-trichodermadione A is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H]\C(=C(\C)CCO)C(O)=N[C@]1(CC)OC(C)=CC1=O	C13H19NO4	InChI=1S/C13H19NO4/c1-4-13(11(16)8-10(3)18-13)14-12(17)7-9(2)5-6-15/h7-8,15H,4-6H2,1-3H3,(H,14,17)/b9-7+/t13-/m1/s1	QDAPKWVTWSEXCT-BUUCAEBMSA-N	253.1314081			MMDBc0027886
BASm0017207	(+)-trichodermadione A	(+)-trichodermadione A is a member of the chemical class of N-furanone amides. This compound was isolated during a chemical investigation of the solid rice culture of Trichoderma atroviride S361, an endophyte derived from Cephalotaxus fortunei, which led to the discovery of this and other novel metabolites (PMID:29626624). The chemical structure of (+)-trichodermadione A features a unique furanone moiety, which contributes to its potential biological activities. In terms of its biochemical pathways, (+)-trichodermadione A may be involved in various metabolic processes, particularly those related to secondary metabolite biosynthesis, which is a hallmark of fungal endophytes. These pathways can include the synthesis of bioactive compounds that may have implications for plant-fungal interactions and ecological roles within their environments. The exploration of such metabolites can provide insights into their potential applications in agriculture and medicine, although specific biological significance remains to be fully elucidated.		Expected Solid	[H]\C(=C(\C)CCO)C(O)=N[C@@]1(CC)OC(C)=CC1=O	C13H19NO4	InChI=1S/C13H19NO4/c1-4-13(11(16)8-10(3)18-13)14-12(17)7-9(2)5-6-15/h7-8,15H,4-6H2,1-3H3,(H,14,17)/b9-7+/t13-/m0/s1	QDAPKWVTWSEXCT-XOVSCCBYSA-N	253.1314081			MMDBc0027887
BASm0017208	Asperimide A	Asperimide A is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on Asperimide A, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	CC(C)=CCC1=C(O)C=CC(CC2=C(C(=O)N=C2O)C2=CC=C(O)C=C2)=C1	C22H21NO4	InChI=1S/C22H21NO4/c1-13(2)3-5-16-11-14(4-10-19(16)25)12-18-20(22(27)23-21(18)26)15-6-8-17(24)9-7-15/h3-4,6-11,24-25H,5,12H2,1-2H3,(H,23,26,27)	XAOPEJSHYOUMNB-UHFFFAOYSA-N	363.1470582			MMDBc0027981
BASm0017209	Asperimide B	Asperimide B is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on Asperimide B, indicating that it has not been extensively studied or characterized in scientific research.		Expected Solid	CC1(C)OC2=C(C=C1)C=C(CC1=C(C(=O)N=C1O)C1=CC=C(O)C=C1)C=C2	C22H19NO4	InChI=1S/C22H19NO4/c1-22(2)10-9-15-11-13(3-8-18(15)27-22)12-17-19(21(26)23-20(17)25)14-4-6-16(24)7-5-14/h3-11,24H,12H2,1-2H3,(H,23,25,26)	WKXLKFKKGRSLNI-UHFFFAOYSA-N	361.1314081			MMDBc0027982
BASm0017210	Asperimide C	Asperimide C is a γ-butenolide, a chemical class characterized by a five-membered lactone ring containing a double bond. Its chemical structure features a unique arrangement that contributes to its biological activity, and it is synthesized through a one-pot Friedel-Crafts/maleic anhydride formation protocol, as detailed in the total synthesis studies (PMID:39110498). In terms of biochemical pathways, Asperimide C is involved in various metabolic processes, although specific pathways are not extensively detailed in the literature. The compound has been noted for its anti-inflammatory activity, suggesting potential interactions with inflammatory mediators or pathways, although the precise mechanisms remain to be fully elucidated. The synthesis of Asperimide C, along with its structural characteristics, highlights its significance in the study of natural products and their potential therapeutic applications. Overall, Asperimide C represents a fascinating compound within the realm of γ-butenolides, offering insights into both synthetic methodologies and biological interactions.		Expected Solid	[H][C@]1(O)CC2=C(OC1(C)C)C=CC(CC1=C(C(=O)N=C1O)C1=CC=C(O)C=C1)=C2	C22H21NO5	InChI=1S/C22H21NO5/c1-22(2)18(25)11-14-9-12(3-8-17(14)28-22)10-16-19(21(27)23-20(16)26)13-4-6-15(24)7-5-13/h3-9,18,24-25H,10-11H2,1-2H3,(H,23,26,27)/t18-/m0/s1	YHHDGTNLHGFAIJ-SFHVURJKSA-N	379.1419728			MMDBc0027983
BASm0017211	Asperimide D	Asperimide D is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(CC2=C(O1)C=CC(CC1=C(C(=O)N=C1O)C1=CC=C(O)C=C1)=C2)C(C)(C)O	C22H21NO5	InChI=1S/C22H21NO5/c1-22(2,27)18-11-14-9-12(3-8-17(14)28-18)10-16-19(21(26)23-20(16)25)13-4-6-15(24)7-5-13/h3-9,18,24,27H,10-11H2,1-2H3,(H,23,25,26)/t18-/m1/s1	DLGMRSRFZWKWCV-GOSISDBHSA-N	379.1419728			MMDBc0027984
BASm0017212	Norverrucosidinol acetate	Norverrucosidinol acetate is a metabolite belonging to the class of acetates. There is limited literature available on this compound, indicating that research on norverrucosidinol acetate is still sparse and further studies are needed to fully understand its properties and potential implications.		Expected Solid	[H]C(\C(C)=C(/[H])[C@]1(C)O[C@]([H])(C)[C@@]2(C)O[C@@]12[H])=C(C)[C@]([H])(OC(C)=O)[C@](C)(O)C1=C(C)C(OC)=CC(=O)O1	C25H34O8	InChI=1S/C25H34O8/c1-13(12-23(6)22-25(8,33-22)16(4)32-23)10-14(2)20(30-17(5)26)24(7,28)21-15(3)18(29-9)11-19(27)31-21/h10-12,16,20,22,28H,1-9H3/b13-12+,14-10+/t16-,20+,22+,23+,24+,25-/m1/s1	TUTTYOWVZRAQPK-HKGCJKPWSA-N	462.2253681			MMDBc0028004
BASm0017213	Nordeoxyverrucosidin	Nordeoxyverrucosidin is a flavonoid, a class of compounds known for their diverse biological activities. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H]/C(=C(/C)\C(\[H])=C(/C)C1=C(C)C(OC)=CC(=O)O1)/C(/C)=C(\[H])[C@]1(C)O[C@]([H])(C)[C@@]2(C)O[C@@]12[H]	C23H30O5	InChI=1S/C23H30O5/c1-13(10-15(3)20-16(4)18(25-8)11-19(24)26-20)9-14(2)12-22(6)21-23(7,28-21)17(5)27-22/h9-12,17,21H,1-8H3/b13-9+,14-12+,15-10+/t17-,21+,22+,23-/m1/s1	LRRJYOPCACBLEA-MHWPPRIHSA-N	386.2093241			MMDBc0028005
BASm0017214	(1S,2R,4R,5S)-14-deoxy-aspergiketone	(1S,2R,4R,5S)-14-deoxy-aspergiketone is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating that it has not been extensively studied in the context of its biological activities or potential applications.		Expected Solid	[H][C@@]1(C)C(=O)[C@]([H])(C=C(C)C)[C@]2(O)CCC(=C)[C@@]1([H])C2	C15H22O2	InChI=1S/C15H22O2/c1-9(2)7-13-14(16)11(4)12-8-15(13,17)6-5-10(12)3/h7,11-13,17H,3,5-6,8H2,1-2,4H3/t11-,12+,13-,15-/m0/s1	UOXPJXAZWFSKHE-XFMPKHEZSA-N	234.1619799			MMDBc0028006
BASm0017215	12-hydroxy-8-ene-3-oxodrimenol	12-hydroxy-8-ene-3-oxodrimenol is a terpenoid compound. There is limited literature available on this metabolite, indicating that further research may be necessary to understand its properties and potential biological significance.		Expected Solid	[H]C12CCC(CO)=C(CO)[C@@]1(C)CCC(=O)C2(C)C	C15H24O3	InChI=1S/C15H24O3/c1-14(2)12-5-4-10(8-16)11(9-17)15(12,3)7-6-13(14)18/h12,16-17H,4-9H2,1-3H3/t12?,15-/m1/s1	CBSTUUXKQHFFJB-WPZCJLIBSA-N	252.1725446			MMDBc0028007
BASm0017216	Dikojiacid A	Dikojiacid A is a dicarboxylic acid, a chemical class characterized by the presence of two carboxyl functional groups. There is limited literature available on Dikojiacid A, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	CC(C1=C(O)C(=O)C=C(CO)O1)C1=C(O)C(=O)C=C(COC(C)=O)O1	C16H16O9	InChI=1S/C16H16O9/c1-7(15-13(21)11(19)3-9(5-17)24-15)16-14(22)12(20)4-10(25-16)6-23-8(2)18/h3-4,7,17,21-22H,5-6H2,1-2H3	YGVRAVGZQGAYFE-UHFFFAOYSA-N	352.0794321			MMDBc0028008
BASm0017217	Dikojiacid B	Dikojiacid B is a dicarboxylic acid. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	CC(C1=C(O)C(=O)C=C(CO)O1)C1=C(O)C(=O)C=C(CO)O1	C14H14O8	InChI=1S/C14H14O8/c1-6(13-11(19)9(17)2-7(4-15)21-13)14-12(20)10(18)3-8(5-16)22-14/h2-3,6,15-16,19-20H,4-5H2,1H3	LTLNIJQADYJVTG-UHFFFAOYSA-N	310.0688674			MMDBc0028009
BASm0017218	Aspersteroid A	Aspersteroid A is a highly rearranged 1(10 → 6)-abeo-18,22-cyclosterol, belonging to the chemical class of cyclosterols. Its unique chemical structure features a complex arrangement that differentiates it from other sterols, characterized by the rearrangement of the steroid backbone. Aspersteroid A was isolated from the culture extract of Aspergillus ustus NRRL 275, alongside two new 18,22-cyclosterols, highlighting its significance within the metabolic pathways of this fungal species (PMID:34881899). The presence of such metabolites suggests involvement in various biosynthetic processes, potentially influencing the organism's growth and adaptation mechanisms. The structural complexity of Aspersteroid A may also indicate its role in interactions with cellular membranes or signaling pathways, although specific biological functions remain to be fully elucidated. Overall, the chemistry of Aspersteroid A presents intriguing possibilities for further exploration in both natural product chemistry and fungal metabolism.		Expected Solid	[H]\C(=C(\[H])[C@@]([H])(C)[C@@]1([H])CCC2=C3C(=O)C=C4C(=O)C=CC[C@]4(C)[C@@]3([H])CC[C@]12C)C([H])(C)C([H])(C)C(O)=O	C28H36O4	InChI=1S/C28H36O4/c1-16(18(3)26(31)32)8-9-17(2)19-10-11-20-25-21(12-14-28(19,20)5)27(4)13-6-7-23(29)22(27)15-24(25)30/h6-9,15-19,21H,10-14H2,1-5H3,(H,31,32)/b9-8+/t16?,17-,18?,19-,21+,27-,28-/m1/s1	LENSREMNGPQVHG-UZDJOFILSA-N	436.2613596			MMDBc0028030
BASm0017219	Asperterzine	Asperterzine is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating a need for further research to better understand its properties and potential applications.		Expected Solid	S[C@]12CC3=CC=CC=C3N1C(=O)[C@@]1(S)CC3=CC=CC=C3N1C2=O	C18H14N2O2S2	InChI=1S/C18H14N2O2S2/c21-15-17(23)9-11-5-1-3-7-13(11)19(17)16(22)18(24)10-12-6-2-4-8-14(12)20(15)18/h1-8,23-24H,9-10H2/t17-,18-/m0/s1	BMEBTFADGPZRQD-ROUUACIJSA-N	354.04967			MMDBc0028033
BASm0017220	Aspergillusine A	Aspergillusine A is an alkaloid, a chemical class characterized by the presence of basic nitrogen atoms. This compound was isolated from an ethyl acetate extract of the cultured fungus Aspergillus versicolor, sourced from deep-sea sediments, alongside other metabolites such as xanthones and anthraquinones (PMID:29576058). The chemical structure of Aspergillusine A features a complex arrangement of carbon, hydrogen, and nitrogen atoms, typical of alkaloids, which often exhibit diverse biological activities. In terms of biochemical pathways, alkaloids like Aspergillusine A are known to participate in various metabolic processes, potentially influencing cellular signaling and interactions within the fungal organism. While the specific pathways involving Aspergillusine A remain to be fully elucidated, the metabolic versatility of alkaloids suggests that it may play roles in secondary metabolism, contributing to the organism's adaptation and survival in its ecological niche. Further research is necessary to explore its precise mechanisms of action and potential applications in biotechnology or medicine.		Expected Solid	CC(C)CC1=CC(O)=NC(CCC(O)=N)=N1	C11H17N3O2	InChI=1S/C11H17N3O2/c1-7(2)5-8-6-11(16)14-10(13-8)4-3-9(12)15/h6-7H,3-5H2,1-2H3,(H2,12,15)(H,13,14,16)	YKZOVRRLWLNQJF-UHFFFAOYSA-N	223.1320768			MMDBc0028058
BASm0017221	5S-hydroxynorvaline-S-Ile	5S-hydroxynorvaline-S-Ile is a diketopiperazine alkaloid, a chemical class characterized by a cyclic structure formed from two amino acids linked by peptide bonds. Its chemical structure features a hydroxyl group at the 5th position of the norvaline moiety, which contributes to its unique properties. This compound has been isolated from the Chinese mangrove endophytic fungus Penicillium sp., alongside other metabolites, suggesting a diverse biosynthetic capability within this organism (PMID:29860997). In terms of biological pathways, diketopiperazines like 5S-hydroxynorvaline-S-Ile are often involved in various metabolic processes, including those related to secondary metabolite production, which can play roles in ecological interactions and potential pharmacological activities. The specific pathways of 5S-hydroxynorvaline-S-Ile are not extensively detailed in literature, but diketopiperazines generally contribute to the biosynthesis of bioactive compounds, potentially influencing microbial interactions and plant defense mechanisms.		Expected Solid	[H][C@](C)(CC)[C@]1([H])N=C(O)[C@]([H])(CCCO)N=C1O	C11H20N2O3	InChI=1S/C11H20N2O3/c1-3-7(2)9-11(16)12-8(5-4-6-14)10(15)13-9/h7-9,14H,3-6H2,1-2H3,(H,12,16)(H,13,15)/t7-,8-,9-/m0/s1	PWIAWDVLQXARBI-CIUDSAMLSA-N	228.1473925			MMDBc0028060
BASm0017222	Alpha-acorenol	Alpha-acorenol is a sesquiterpenoid alcohol. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@]1(C)CCC([H])(C(C)(C)O)[C@@]11CCC(C)=CC1	C15H26O	InChI=1S/C15H26O/c1-11-7-9-15(10-8-11)12(2)5-6-13(15)14(3,4)16/h7,12-13,16H,5-6,8-10H2,1-4H3/t12-,13?,15-/m0/s1	XDVDHFJMCJWDPI-YOYPFHDYSA-N	222.1983655			MMDBc0028065
BASm0017223	Aspercryptin A1	Aspercryptin A1 is a polyketide compound. There is little literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@](C)(O)[C@@]([H])(N=C(O)[C@]([H])(N)CO)C(O)=N[C@]([H])(C(O)=N[C@@]([H])(CCCCCC)C(O)=N[C@@]([H])(CC(O)=N)C(O)=N[C@]([H])(CO)CCCCCCCCCC)[C@@]([H])(C)CC	C37H71N7O9	InChI=1S/C37H71N7O9/c1-6-9-11-13-14-15-16-17-19-26(22-45)40-35(51)29(21-30(39)48)42-34(50)28(20-18-12-10-7-2)41-36(52)31(24(4)8-3)43-37(53)32(25(5)47)44-33(49)27(38)23-46/h24-29,31-32,45-47H,6-23,38H2,1-5H3,(H2,39,48)(H,40,51)(H,41,52)(H,42,50)(H,43,53)(H,44,49)/t24-,25+,26-,27+,28-,29-,31-,32+/m0/s1	YRNBBOHXJYWGRE-QPODZSHESA-N	757.5313269			MMDBc0028109
BASm0017224	Aspercryptin A2	Aspercryptin A2 is a polyketide compound. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H][C@](C)(N)C(O)=N[C@@]([H])(C(O)=N[C@]([H])(C(O)=N[C@@]([H])(CCCCCC)C(O)=N[C@@]([H])(CC(O)=N)C(O)=N[C@]([H])(CO)CCCCCCCCCC)[C@@]([H])(C)CC)[C@@]([H])(C)O	C37H71N7O8	InChI=1S/C37H71N7O8/c1-7-10-12-14-15-16-17-18-20-27(23-45)40-35(50)29(22-30(39)47)42-34(49)28(21-19-13-11-8-2)41-36(51)31(24(4)9-3)43-37(52)32(26(6)46)44-33(48)25(5)38/h24-29,31-32,45-46H,7-23,38H2,1-6H3,(H2,39,47)(H,40,50)(H,41,51)(H,42,49)(H,43,52)(H,44,48)/t24-,25+,26+,27-,28-,29-,31-,32+/m0/s1	RKWVLPAISBWKHV-SYEIMXEMSA-N	741.5364123			MMDBc0028110
BASm0017225	Acinetodin	Acinetodin is a lasso peptide, a unique class of cyclic peptides characterized by their intricate knot-like structure. This compound, along with klebsidin, is produced by human isolates of Acinetobacter gyllenbergii and Klebsiella pneumoniae, as demonstrated through bioinformatic predictions and structural validation (PMID:28106375). The chemical structure of acinetodin features a looped backbone with a tail that threads through, forming a stable knot, which is essential for its biological activity. Acinetodin functions primarily as an inhibitor of RNA polymerase, specifically targeting transcription elongation in Escherichia coli, despite showing no sequence similarity to other known lasso peptides like microcin J25 (PMID:28106375). Notably, acinetodin's inability to permeate wild-type E. coli distinguishes it from microcin J25, suggesting a potential limitation in its bioavailability or mode of action (PMID:28106375). This highlights the complex interplay between its chemical structure and biological function, providing insight into the mechanisms of transcription regulation and the potential for developing novel antimicrobial strategies.		Expected Solid	CCC(C)C1N=C(O)C2CCCN2C(=O)CN=C(O)C(CCCCN)N=C(O)CN=C(O)CN=C(O)CCC(N=C(O)C(CC2=CC=CC=C2)N=C1O)C(O)=NC(C(C)O)C(O)=NC(CC1=CNC2=CC=CC=C12)C(O)=NC(C(C)C)C(O)=NC(C(C)O)C(O)=NC(CCC(O)=O)C(O)=NCC(O)=NC(CC(O)=N)C(O)=NC(CC1=CC=C(O)C=C1)C(O)=NC(CC1=CC=C(O)C=C1)C(O)=NCC(O)=O	C92H125N21O27	InChI=1S/C92H125N21O27/c1-7-48(4)77-90(138)107-64(36-51-16-9-8-10-17-51)84(132)103-61(30-32-69(119)96-42-70(120)97-43-71(121)101-59(20-13-14-34-93)80(128)99-45-73(123)113-35-15-21-67(113)88(136)110-77)83(131)111-78(49(5)114)92(140)108-65(39-54-41-95-58-19-12-11-18-57(54)58)87(135)109-76(47(2)3)89(137)112-79(50(6)115)91(139)104-60(31-33-74(124)125)81(129)98-44-72(122)102-66(40-68(94)118)86(134)106-63(38-53-24-28-56(117)29-25-53)85(133)105-62(82(130)100-46-75(126)127)37-52-22-26-55(116)27-23-52/h8-12,16-19,22-29,41,47-50,59-67,76-79,95,114-117H,7,13-15,20-21,30-40,42-46,93H2,1-6H3,(H2,94,118)(H,96,119)(H,97,120)(H,98,129)(H,99,128)(H,100,130)(H,101,121)(H,102,122)(H,103,132)(H,104,139)(H,105,133)(H,106,134)(H,107,138)(H,108,140)(H,109,135)(H,110,136)(H,111,131)(H,112,137)(H,124,125)(H,126,127)	FZIYBBAIZQGTHJ-UHFFFAOYSA-N	1955.905378			MMDBc0028116
BASm0017226	Imizoquin A	Imizoquin A is a member of the quinoline chemical class. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.		Expected Solid	[H]C(C)(CO)C[C@]([H])(N=C(O)C1([H])CC2=C(C(=O)C(OC)=C(O)C2=O)[C@@]2([H])N[C@@]([H])(CC3=CNC4=CC=CC=C34)C(=O)N12)C(O)=O	C28H30N4O9	InChI=1S/C28H30N4O9/c1-12(11-33)7-18(28(39)40)31-26(37)19-9-15-20(22(35)24(41-2)23(36)21(15)34)25-30-17(27(38)32(19)25)8-13-10-29-16-6-4-3-5-14(13)16/h3-6,10,12,17-19,25,29-30,33,36H,7-9,11H2,1-2H3,(H,31,37)(H,39,40)/t12?,17-,18-,19?,25-/m0/s1	VBZJPJIHROQJKY-RVEUGTSSSA-N	566.2012786			MMDBc0028121
BASm0017227	Imizoquin B	Imizoquin B is a member of the imidazopyridine chemical class. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential implications in biomedical contexts.		Expected Solid	[H][C@@](CC(CO)CO)(N=C(O)C1([H])CC2=C(C(=O)C(OC)=C(O)C2=O)[C@@]2([H])N[C@@]([H])(CC3=CNC4=CC=CC=C34)C(=O)N12)C(O)=O	C28H30N4O10	InChI=1S/C28H30N4O10/c1-42-24-22(36)20-15(21(35)23(24)37)8-19(26(38)31-18(28(40)41)6-12(10-33)11-34)32-25(20)30-17(27(32)39)7-13-9-29-16-5-3-2-4-14(13)16/h2-5,9,12,17-19,25,29-30,33-34,37H,6-8,10-11H2,1H3,(H,31,38)(H,40,41)/t17-,18-,19?,25-/m0/s1	WNNUBADUWBMWKO-CSQDBYODSA-N	582.1961932			MMDBc0028122
BASm0017228	Imizoquin C	Imizoquin C is a member of the imidazopyridine chemical class. There is limited literature available on this metabolite, indicating a need for further research to elucidate its properties and potential biological significance.		Expected Solid	[H][C@@](CC(CO)CO)(N=C(O)C1([H])CC2=C(C(O)=C(OC)C(O)=C2O)[C@@]2([H])N[C@@]([H])(CC3=CNC4=CC=CC=C34)C(=O)N12)C(O)=O	C28H32N4O10	InChI=1S/C28H32N4O10/c1-42-24-22(36)20-15(21(35)23(24)37)8-19(26(38)31-18(28(40)41)6-12(10-33)11-34)32-25(20)30-17(27(32)39)7-13-9-29-16-5-3-2-4-14(13)16/h2-5,9,12,17-19,25,29-30,33-37H,6-8,10-11H2,1H3,(H,31,38)(H,40,41)/t17-,18-,19?,25-/m0/s1	JQAGFGHSXWGRJE-CSQDBYODSA-N	584.2118432			MMDBc0028123
BASm0017229	Imizoquin D	Imizoquin D is a member of the imidazopyridine chemical class. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential biological significance.		Expected Solid	[H][C@@](CC(CO)CO)(N=C(O)C1([H])CC2=C(C3=NC(C=C4C=NC5=CC=CC=C45)=C(O)N13)C(O)=C(OC)C(O)=C2O)C(O)=O	C28H28N4O10	InChI=1S/C28H28N4O10/c1-42-24-22(36)20-15(21(35)23(24)37)8-19(26(38)31-18(28(40)41)6-12(10-33)11-34)32-25(20)30-17(27(32)39)7-13-9-29-16-5-3-2-4-14(13)16/h2-5,7,9,12,18-19,33-37,39H,6,8,10-11H2,1H3,(H,31,38)(H,40,41)/t18-,19?/m0/s1	YUQWCTIQZZQAKE-OYKVQYDMSA-N	580.1805431			MMDBc0028124
BASm0017230	Iso-A82775C	Iso-A82775C is a prenylated metabolite belonging to the chemical class of epoxyquinoids. Its chemical structure features an allene moiety, which plays a significant role in various biosynthetic pathways. Iso-A82775C is involved in the biosynthesis of the chloropupukeananin family, initiated by an intermolecular heterodimeric Diels-Alder reaction with maldoxin; however, the specific enzymes facilitating this process remain unidentified (PMID:34672579). Additionally, research highlights the characterization of a prenyltransferase responsible for its biosynthesis, which also leads to the generation of new congeners of chloropestolides (PMID:29384350). The total synthesis of (+)-iso-A82775C has been achieved alongside its precursor, (+)-16-oxo-iso-A82775C, indicating its significance in the production of related natural products, such as pestalofones (PMID:32340445). Furthermore, attempts to explore Diels-Alder reaction-based dimerizations of these compounds have been documented, showcasing the complexity of their chemical interactions and potential derivatives (PMID:32340445). The deletion of the iacE gene has been shown to abolish iso-A82775C production, leading to the accumulation of prenyl group-lacking compounds, further elucidating its role in metabolic pathways (PMID:29384350).		Expected Solid	[H]C(=C=C1C[C@]([H])(O)[C@]2([H])O[C@]2(CC=C(C)C)[C@]1([H])O)C(C)=C	C16H22O3	InChI=1S/C16H22O3/c1-10(2)5-6-12-9-13(17)15-16(19-15,14(12)18)8-7-11(3)4/h5,7,13-15,17-18H,1,8-9H2,2-4H3/t6?,13-,14+,15-,16+/m0/s1	UVJMKAOVIXOTGD-XKEBAXICSA-N	262.1568946			MMDBc0028144
BASm0017231	Sulfazecin	Sulfazecin is a monobactam antibiotic belonging to the chemical class of β-lactams. Its biosynthesis involves a nonribosomal peptide synthetase (NRPS) known as SulM, which catalyzes the formation of the β-lactam ring by incorporating l-2,3-diaminopropionate (Dap). This process includes the N-sulfonation of Dap followed by an unusual cyclization reaction mediated by a thioesterase (TE) domain, leading to the generation of the fully elaborated monobactam structure (PMID:40313847). The thioesterase domain facilitates a unique reaction where the nitrogen of the C-terminal N-sulfo-Dap residue attacks its thioester tether, resulting in the release of the monobactam product (PMID:38908753). Structural studies have identified potential interactions within the active site that may inform the design of sulfazecin analogues (PMID:38908753). Additionally, the genetic pathways involved in sulfazecin and isosulfazecin biosynthesis suggest a broader role in the production of related compounds such as bulgecin A (PMID:28937735). Overall, sulfazecin exemplifies the intricate chemistry underlying monobactam antibiotic synthesis and its potential for further structural optimization (PMID:28107651).		Expected Solid	[H][C@@](N)(CCC(O)=N[C@]([H])(C)C(O)=N[C@]1(CN(C1=O)S(O)(=O)=O)OC)C(O)=O	C12H20N4O9S	InChI=1S/C12H20N4O9S/c1-6(14-8(17)4-3-7(13)10(19)20)9(18)15-12(25-2)5-16(11(12)21)26(22,23)24/h6-7H,3-5,13H2,1-2H3,(H,14,17)(H,15,18)(H,19,20)(H,22,23,24)/t6-,7-,12-/m1/s1	MOBOUQJWGBVNCR-NQYJQULFSA-N	396.0950994			MMDBc0028145
BASm0017232	Isosulfazecin	Isosulfazecin is a monobactam antibiotic belonging to the chemical class of β-lactams. Its chemical structure features a β-lactam ring, which is crucial for its antibacterial activity. Isosulfazecin is produced by the Gram-negative bacterium Pseudomonas mesoacidophila ATCC 31433, which was isolated from Japanese soil samples. The biosynthetic pathways for isosulfazecin involve a series of gene clusters, including those associated with malleilactone and ornibactin, indicating a complex metabolic network. Additionally, research suggests that the 10 genes following the sulfazecin and isosulfazecin pathways are likely involved in the biosynthesis of bulgecin A, highlighting the interconnectedness of these compounds (PMID:28937735). The genome of Pseudomonas mesoacidophila reveals significant biosynthetic potential, with implications for the production of various secondary metabolites, including isosulfazecin, which may enhance the efficacy of other antibiotics through β-lactam potentiation (PMID:28439036).		Expected Solid	[H][C@@](N)(CCC(O)=N[C@@]([H])(C)C(O)=N[C@]1(CN(C1=O)S(O)(=O)=O)OC)C(O)=O	C12H20N4O9S	InChI=1S/C12H20N4O9S/c1-6(14-8(17)4-3-7(13)10(19)20)9(18)15-12(25-2)5-16(11(12)21)26(22,23)24/h6-7H,3-5,13H2,1-2H3,(H,14,17)(H,15,18)(H,19,20)(H,22,23,24)/t6-,7+,12+/m0/s1	MOBOUQJWGBVNCR-QRPMWFLTSA-N	396.0950994			MMDBc0028146
BASm0017233	Valactamide A	Valactamide A is a fungal metabolite belonging to the chemical class of macrolactones. Its complex chemical structure features eight stereogenic centers, which contribute to its unique stereochemistry. The full stereostructure of valactamide A has been determined through a combination of prediction rule-guided analysis and chemical synthesis, confirming the predicted stereochemistry through expedient total synthesis (PMID:39474028). Additionally, valactamide A is characterized as a hybrid compound produced by a nonribosomal peptide synthetase-polyketide synthase (NRPS-PKS) pathway, highlighting its intricate biosynthetic origins (PMID:28604695). This metabolic pathway underscores the compound's potential role in the diverse array of secondary metabolites synthesized by fungi, which often possess significant biological activities. The detailed characterization and synthesis of valactamide A provide valuable insights into its chemical properties and the enzymatic processes involved in its formation.		Expected Solid	[H]\C1=C(C)/C(O)=N[C@@]([H])(C(C)C)C(O)=N[C@]([H])(C(=O)OC([H])(C)CCC([H])(C)CC([H])(C)CC([H])(C)CC1([H])C)C([H])(C)CC	C30H54N2O4	InChI=1S/C30H54N2O4/c1-11-23(8)27-30(35)36-25(10)13-12-19(4)14-20(5)15-21(6)16-22(7)17-24(9)28(33)31-26(18(2)3)29(34)32-27/h17-23,25-27H,11-16H2,1-10H3,(H,31,33)(H,32,34)/b24-17+/t19?,20?,21?,22?,23?,25?,26-,27-/m0/s1	YHHLNGAZCXMCEW-YZJMRPAMSA-N	506.4083582			MMDBc0028158
BASm0017234	Klebsazolicin	Klebsazolicin is a peptide antibiotic belonging to the class of ribosome-targeting compounds. Its chemical structure features a unique arrangement of heterocycles and amidine functionalities, which are crucial for its biological activity. The biosynthesis of klebsazolicin involves a specific pathway characterized by heterocyclization and N-terminal amidine formation, catalyzed by a single YcaO enzyme (PMID:29601195). This biosynthetic route highlights the complexity of its chemical formation and the intricate enzymatic processes involved. Klebsazolicin has been shown to inhibit the 70S ribosome by obstructing the peptide exit tunnel, thereby interfering with protein synthesis in bacterial cells (PMID:28846667). The total synthesis of klebsazolicin, along with its analogues, has been achieved to explore its structure-activity relationship, further elucidating its chemical properties (PMID:38923770). This antibiotic, derived from Klebsiella pneumoniae, represents a novel mechanism of action against bacterial pathogens, emphasizing the importance of understanding its chemical structure and the pathways involved in its synthesis and function (PMID:28846667).		Expected Solid	[H][C@](C)(O)[C@]([H])(N=C(O)C1=CSC(=N1)[C@]([H])(CC(O)=N)N=C(O)[C@]([H])(C)N=C(O)[C@]([H])(CO)N=C(O)[C@]([H])(C)N=C(O)C1=COC(=N1)[C@]([H])(CC(O)=N)N=C(O)[C@]([H])(CO)N=C(O)C1=CSC(=N1)[C@]([H])(CO)N=C(O)[C@]([H])(C)N=C(O)C1=CSC(=N1)[C@]([H])(CC(O)=N)N=C(O)CN=C(O)C1([H])CCCN1C(=O)[C@]([H])(CO)NC1=N[C@@]([H])(CO)C(O)=N[C@@]1([H])CCC(O)=N)C(O)=NCC(O)=NCC(O)=N[C@@]([H])(CC(C)C)C(O)=NCC(O)=O	C76H107N27O30S3	InChI=1S/C76H107N27O30S3/c1-29(2)12-35(62(122)84-19-56(117)118)88-54(115)17-81-53(114)16-83-71(131)57(33(6)109)102-69(129)47-28-135-74(100-47)38(15-52(80)113)94-59(119)30(3)85-63(123)40(21-105)95-60(120)31(4)86-66(126)44-25-133-72(98-44)36(13-50(78)111)93-65(125)41(22-106)96-68(128)46-27-136-75(101-46)42(23-107)97-61(121)32(5)87-67(127)45-26-134-73(99-45)37(14-51(79)112)89-55(116)18-82-70(130)48-8-7-11-103(48)76(132)43(24-108)91-58-34(9-10-49(77)110)92-64(124)39(20-104)90-58/h25-43,48,57,104-109H,7-24H2,1-6H3,(H2,77,110)(H2,78,111)(H2,79,112)(H2,80,113)(H,81,114)(H,82,130)(H,83,131)(H,84,122)(H,85,123)(H,86,126)(H,87,127)(H,88,115)(H,89,116)(H,90,91)(H,92,124)(H,93,125)(H,94,119)(H,95,120)(H,96,128)(H,97,121)(H,102,129)(H,117,118)/t30-,31-,32-,33+,34-,35-,36-,37-,38-,39-,40-,41-,42-,43-,48?,57-/m0/s1	RSVIJELKMXTPMI-CKSXXEILSA-N	1973.683929			MMDBc0028159
BASm0017235	Aspterric acid	Aspterric acid is a natural product classified as a metabolite. Its chemical structure features a complex arrangement that includes a dihydroxyacid moiety, which is significant in its role as an inhibitor of dihydroxyacid dehydratase (DHAD). This inhibition is particularly relevant in plant biology, where aspterric acid has been identified as a novel herbicide, targeting DHAD to disrupt essential metabolic pathways (PMID:39511739). The synthesis of aspterric acid involves unique chemical reactions, such as a Suárez radical cyclization, highlighting its intricate synthetic pathways (PMID:40015688). Additionally, aspterric acid has been shown to induce transdifferentiation of pancreatic alpha cells into beta cells in zebrafish models, suggesting potential implications in developmental biology and regenerative medicine (PMID:34871457). Its structural assignment has been confirmed through various studies, where it was isolated alongside other compounds from natural sources, including marine fungi (PMID:39289526). Overall, aspterric acid exemplifies a multifaceted compound with significant roles in both chemical synthesis and biological processes.		Expected Solid	CC(C)=C1CCC23COC(C2)C(O)(CCC13)C(O)=O	C15H22O4	InChI=1S/C15H22O4/c1-9(2)10-3-5-14-7-12(19-8-14)15(18,13(16)17)6-4-11(10)14/h11-12,18H,3-8H2,1-2H3,(H,16,17)	IOYVXXQKVQKQIG-UHFFFAOYSA-N	266.1518092			MMDBc0028174
BASm0017236	Nidulanin A	Nidulanin A is a cyclic tetrapeptide belonging to the class of nonribosomal peptides. Its biosynthesis involves a non-ribosomal peptide synthetase (NRPS) gene, which is regulated by genetic factors in the filamentous fungus Aspergillus nidulans. Research has shown that mutations can upregulate the transcription of this NRPS gene, enhancing nidulanin A production (PMID:27775185). Additionally, studies utilizing SILAAs (synthetic amino acid analogs) incorporated into cultivation media have confirmed their integration into nidulanin A, allowing for the analysis of its chemical structure through changes in observed mass-to-charge ratios (PMID:26020678). The compound has been linked to various biosynthetic gene clusters (BGCs), with significant similarities noted to other metabolites such as chaetoglobosin A and squalestatin S1 (PMID:38142242). Furthermore, data clustering approaches have identified cross-chemistry between distinct gene clusters, validating the involvement of specific synthases and prenyltransferases in nidulanin A production (PMID:2324...). Overall, nidulanin A exemplifies the intricate interplay of genetic regulation and chemical synthesis pathways in fungal metabolism.		Expected Solid	[H][C@@]1(CC(=O)C2=CC=CC=C2NC(C)(C)C=C)N=C(O)[C@@]([H])(N=C(O)[C@]([H])(N=C(O)[C@]([H])(CC2=CC=CC=C2)N=C1O)C(C)C)C(C)C	C34H45N5O5	InChI=1S/C34H45N5O5/c1-8-34(6,7)39-24-17-13-12-16-23(24)27(40)19-26-30(41)35-25(18-22-14-10-9-11-15-22)31(42)37-29(21(4)5)33(44)38-28(20(2)3)32(43)36-26/h8-17,20-21,25-26,28-29,39H,1,18-19H2,2-7H3,(H,35,41)(H,36,43)(H,37,42)(H,38,44)/t25-,26-,28-,29+/m0/s1	LNEVFEMBQYJQGA-ZSLRCHCDSA-N	603.3420696			MMDBc0028202
BASm0017237	Kleboxymycin	Kleboxymycin is a tricyclic polyketide antibiotic belonging to the chemical class of polyketides. Its chemical structure features a complex arrangement that contributes to its potent cytotoxic properties, as evidenced by its higher cytotoxicity compared to tilivalline in TC50 cell culture assays (PMID:28972161). Kleboxymycin is synthesized via a biosynthetic gene cluster (BGC) that is prevalent among various strains of the Klebsiella oxytoca complex, with genomic analyses revealing that 34.7% of isolates carry kleboxymycin gene clusters (KGC) (PMID:40246208). The detection of the kleboxymycin BGC across multiple Klebsiella genome sequences indicates its widespread occurrence, with 88 out of 7170 genomes encoding this cluster (PMID:34142942). Moreover, whole-genome sequencing has shown that strains containing the kleboxymycin BGC possess additional virulence factors, suggesting their potential as human pathogens (PMID:32126585). The biosynthetic pathways for kleboxymycin and tilivalline appear to overlap, indicating a relationship between these compounds (PMID:28972161). Overall, kleboxymycin's intricate chemical structure and its involvement in antimicrobial resistance highlight its significance in clinical microbiology (PMID:40804599).		Expected Solid	[H][C@@]12CCCN1C(=O)C1=C(N[C@@]2([H])O)C(O)=CC=C1	C12H14N2O3	InChI=1S/C12H14N2O3/c15-9-5-1-3-7-10(9)13-11(16)8-4-2-6-14(8)12(7)17/h1,3,5,8,11,13,15-16H,2,4,6H2/t8-,11-/m0/s1	QEILHZZUMSPTRX-KWQFWETISA-N	234.1004423			MMDBc0028213
BASm0017238	Fusarielin H	Fusarielin H is a member of the chemical class of mycotoxins, specifically a metabolite produced by the fungus Fusarium sp. Its chemical structure is characterized by a complex arrangement of carbon, hydrogen, and oxygen atoms, typical of secondary metabolites from fungi. Fusarielin H is involved in various biological pathways, including the production of other mycotoxins such as deoxynivalenol (DON) and zearalenone, where its biosynthesis is regulated by the AreA transcription factor, indicating its role in nutrient response (PMID:24295920). Additionally, deletion mutants lacking specific transporters showed increased production of DON and zearalenone but reduced levels of fusarielin H, highlighting its interconnected biosynthetic pathway (PMID:28390508). Fusarielin H has been detected in infected cereals, with concentrations ranging from 392 to 1865 ng/g, suggesting its production during fungal infection (PMID:23290226). Furthermore, it demonstrates significant biological activity, stimulating MCF-7 cell proliferation four-fold at 25 μM, making it the most potent among tested fusarielins (PMID:22982765), and exhibiting higher potency against colorectal cancer cell lines compared to other fusarielins (PMID:22252016).		Expected Solid	[H]C(C)=C(C)[C@@]1([H])[C@@]([H])(C([H])=C([H])C(\[H])=C(/C)[C@@]([H])(O)[C@@]([H])(C)CO)[C@]2([H])CC=C(C)C[C@@]2([H])[C@]2([H])O[C@]12C	C25H38O3	InChI=1S/C25H38O3/c1-7-16(3)22-20(10-8-9-17(4)23(27)18(5)14-26)19-12-11-15(2)13-21(19)24-25(22,6)28-24/h7-11,18-24,26-27H,12-14H2,1-6H3/b10-8-,16-7+,17-9+/t18-,19-,20-,21+,22-,23+,24-,25+/m0/s1	IFASIJVLMUACLJ-MXOTVBERSA-N	386.2820951			MMDBc0028216
BASm0017239	Fusarielin F	Fusarielin F is a member of the chemical class of metabolites known as fusarielins, which are produced by certain fungi. Chemically, fusarielin F is characterized by its complex structure that includes multiple functional groups, contributing to its biological activity. It has been studied for its potential effects on cancer cell lines, particularly in the context of colorectal cancer, where its toxicity was assessed alongside other fusarielins. In a comparative study, fusarielin F was found to be less potent than fusarielin H and G against colorectal cancer cell lines, indicating a varying degree of efficacy among the fusarielins (PMID:22252016). The pathways involved may include those related to cell proliferation and apoptosis, although specific mechanisms of action for fusarielin F remain to be fully elucidated. Overall, fusarielin F represents a significant area of interest in the exploration of fungal metabolites and their potential therapeutic applications in oncology.		Expected Solid	[H]C(C)=C(C)[C@@]1([H])[C@@]([H])(C([H])=C([H])C(\[H])=C(/C)[C@@]([H])(O)[C@@]([H])(C)C(O)=O)[C@]2([H])CC=C(C)C[C@@]2([H])C(=O)[C@]1(C)O	C25H36O5	InChI=1S/C25H36O5/c1-7-15(3)21-19(10-8-9-16(4)22(26)17(5)24(28)29)18-12-11-14(2)13-20(18)23(27)25(21,6)30/h7-11,17-22,26,30H,12-13H2,1-6H3,(H,28,29)/b10-8-,15-7+,16-9+/t17-,18+,19+,20-,21+,22-,25-/m1/s1	IOLXKDOORRFLDI-VRVMVDDCSA-N	416.2562743			MMDBc0028217
BASm0017240	Fusarielin G	Fusarielin G is a member of the chemical class of metabolites known as fusarielins, which are produced by certain fungi. This compound has a complex chemical structure that features a unique arrangement of carbon, hydrogen, and nitrogen atoms, contributing to its potential bioactivity. Fusarielin G is involved in various biochemical pathways, particularly in the context of fungal metabolism and secondary metabolite production. The biosynthesis of fusarielin G is linked to the metabolic processes of the marine-derived fungus Fusarium graminearum SYSU-MS5127, from which it was isolated alongside other fusarielins (PMID:33293055). This indicates its role within the fungal metabolic network, potentially influencing the synthesis of other related compounds and participating in ecological interactions. The intricate chemical structure and the pathways in which fusarielin G is involved highlight its significance in the study of fungal metabolites and their potential applications in biotechnology and pharmacology.		Expected Solid		C25H36O4		XJOCCPDTMHUETM-HOYLBXFVSA-N	400.2613596			MMDBc0028218
BASm0017241	Aspergillic acid	Aspergillic acid is a hydroxamic acid-containing pyrazinone metabolite belonging to the class of iron-binding compounds. Its chemical structure features a complex arrangement that includes a hydroxamic acid functional group, which is crucial for its metal chelation properties. Aspergillic acid is primarily synthesized in the Aspergillus genus, with the biosynthetic pathway involving the asa gene cluster, which has been shown to be responsible for its production (PMID:37746228). In various studies, the upregulation of aspergillic acid has been observed in specific mutant strains, indicating its role in metabolic pathways alongside other metabolites such as aflatoxin and kojic acid (PMID:39452671). Additionally, its synthesis is influenced by genetic factors, as demonstrated by the profiling of mutants lacking certain non-ribosomal synthetases (PMID:40262766). Aspergillic acid's involvement in metabolic interactions is further highlighted by its varying levels in the presence of bacteria and other environmental factors (PMID:38980562). Overall, aspergillic acid serves as an important component in the metabolic landscape of Aspergillus species, contributing to the diversity of secondary metabolites produced by these fungi.		Expected Solid		C12H20N2O2		IUZCDJYHMMWBBE-UHFFFAOYNA-N	224.1524779			MMDBc0028235
BASm0017242	4,5-didehydroacaterin	4,5-didehydroacaterin is a natural product belonging to the class of metabolites known as furanones. Its chemical structure features a furan ring and a conjugated double bond system, which contribute to its reactivity and biological activity. This compound has been isolated and characterized through spectroscopic methods, revealing its unique configuration as (+)-4,5-didehydroacaterin. In biological contexts, it has been shown to influence cellular processes; specifically, it accelerates the mitotic process in the organism A. (PMID:17587701). The presence of 4,5-didehydroacaterin in metabolic pathways suggests potential roles in regulating cell division and growth, although further research is needed to elucidate its mechanisms of action and broader biological implications.		Expected Solid	[H][C@@](O)(CCCCCCC)C1=CC(=C)OC1=O	C13H20O3	InChI=1S/C13H20O3/c1-3-4-5-6-7-8-12(14)11-9-10(2)16-13(11)15/h9,12,14H,2-8H2,1H3/t12-/m1/s1	MOUUOAIBUXWVBM-GFCCVEGCSA-N	224.1412445			MMDBc0028248
BASm0017243	N-isopentylacetamide	N-isopentylacetamide is a member of the amide chemical class. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	CC(C)CCNC(C)=O	C7H15NO	InChI=1S/C7H15NO/c1-6(2)4-5-8-7(3)9/h6H,4-5H2,1-3H3,(H,8,9)	XWDCLPNMPBQWCW-UHFFFAOYSA-N	129.1153641			MMDBc0028294
BASm0017244	Autoinducer III	Autoinducer III is a signaling molecule belonging to the class of acyl-homoserine lactones. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological roles and implications.		Expected Solid		C6H10N2O		BUILUXASNMUODO-UHFFFAOYNA-N	126.079313			MMDBc0028318
BASm0017245	Kojic acid	Kojic acid is a synthetic intermediate for production of food additives. It has been found to be a metabolite in Aspergillus (Hugo Vanden Bossche, D.W.R. Mackenzie and G. Cauwenbergh. Aspergillus and Aspergillosis, 1987).		Expected Solid	OCC1=CC(=O)C(O)=CO1	C6H6O4	InChI=1S/C6H6O4/c7-2-4-1-5(8)6(9)3-10-4/h1,3,7,9H,2H2	BEJNERDRQOWKJM-UHFFFAOYSA-N	142.0266087			MMDBc0028352
BASm0017246	NX-2	NX-2 is a type A trichothecene mycotoxin belonging to the chemical class of sesquiterpenes. Its chemical structure is characterized by a complex arrangement of carbon rings and functional groups, including a hydroxyl group at the 7α position and a deacetylated moiety, specifically 15-deacetylcalonectrin. NX-2 is primarily produced by various isolates of Fusarium graminearum, a fungal pathogen known for its ability to generate multiple mycotoxins, including NX-3 (7-α hydroxy, 3,15-dideacetylcalonectrin). The genetic diversity among these isolates influences the specific trichothecene production phenotypes, with NX-2 being one of the predominant toxins produced. Pathways involving NX-2 include its synthesis through polyketide biosynthesis, which is regulated by specific genetic determinants within the F. graminearum genome. The identification and differentiation of NX-2 producers from other chemotypes have been facilitated by molecular tools such as high-resolution melting assays, which target specific genetic markers associated with the NX-2 genotype. This mycotoxin's production has been documented in various geographical regions, including Canada and Argentina, highlighting its relevance in agricultural contexts (PMIDs: 40559862, 39852992, 39738214, 39342961).		Expected Solid	[H][C@]1(C[C@@]2(C)C3(CO3)C1([H])O[C@]1([H])C=C(C)C[C@@]([H])(O)[C@]21CO)OC(C)=O	C17H24O6	InChI=1S/C17H24O6/c1-9-4-12(20)16(7-18)13(5-9)23-14-11(22-10(2)19)6-15(16,3)17(14)8-21-17/h5,11-14,18,20H,4,6-8H2,1-3H3/t11-,12-,13-,14?,15-,16+,17?/m1/s1	NKCFJIIVGLENIK-SFMCAAARSA-N	324.1572885			MMDBc0028368
BASm0017247	NX-3	NX-3 is a type A trichothecene mycotoxin produced by the fungus Fusarium graminearum, classified within the chemical class of sesquiterpenes. Its chemical structure features a complex arrangement of hydroxyl and acetyl groups, specifically identified as 7-α hydroxy, 3,15-dideacetylcalonectrin. NX-3 is involved in various biochemical pathways, particularly in the context of plant-pathogen interactions, where it contributes to the pathogenicity of Fusarium graminearum, a significant agent of Fusarium head blight (FHB) in cereals. The production of NX-3 has been documented in isolates from barley in Argentina, highlighting its geographical distribution and genetic diversity among strains (PMID:40559862). Furthermore, monoclonal antibodies targeting NX-3 have been developed for use in enzyme-linked immunosorbent assays (ELISAs), facilitating its detection in wheat samples (PMID:38787083). The dynamic range of detection for NX-3 in these assays demonstrates its relevance in agricultural contexts, with recovery rates indicating effective monitoring of this mycotoxin in food products (PMID:38787083). Overall, NX-3 exemplifies the complex interplay between fungal metabolites and agricultural health.		Expected Solid	[H][C@@]1(O)C[C@@]2(C)C3(CO3)C1([H])O[C@]1([H])C=C(C)C[C@@]([H])(O)[C@]21CO	C15H22O5	InChI=1S/C15H22O5/c1-8-3-10(18)14(6-16)11(4-8)20-12-9(17)5-13(14,2)15(12)7-19-15/h4,9-12,16-18H,3,5-7H2,1-2H3/t9-,10-,11-,12?,13-,14+,15?/m1/s1	XFRWCERLVNRDRG-JILFELKFSA-N	282.1467238			MMDBc0028369
BASm0017248	NX-4	NX-4 is a metabolite belonging to the class of organic compounds known as amines. Its chemical structure features a specific arrangement of atoms that contributes to its unique properties and reactivity. In biochemical pathways, NX-4 is involved in various metabolic processes, including those related to neurotransmitter synthesis and degradation. The compound has been studied for its stereochemical characteristics, notably exhibiting a diastereoselectivity of 1.8:1 for NN-4:NX-4, which contrasts with the previously reported ratio of 16:1 by Dieckmann et al. (PMID:32638430). This discrepancy highlights the complexity of NX-4's interactions and its potential implications in metabolic pathways. Understanding the chemical behavior and structural attributes of NX-4 can provide insights into its role in biological systems, particularly in relation to its formation and transformation within metabolic networks. Such knowledge may contribute to the broader understanding of its function and significance in various physiological contexts.		Expected Solid	[H][C@@]1(O)C[C@@]2(C)C3(CO3)C1([H])O[C@]1([H])C=C(C)C[C@@]([H])(O)[C@]21COC(C)=O	C17H24O6	InChI=1S/C17H24O6/c1-9-4-12(20)16(7-21-10(2)18)13(5-9)23-14-11(19)6-15(16,3)17(14)8-22-17/h5,11-14,19-20H,4,6-8H2,1-3H3/t11-,12-,13-,14?,15-,16+,17?/m1/s1	STALRVVTTNCRSI-SFMCAAARSA-N	324.1572885			MMDBc0028370
BASm0017249	Oscillatoxin G	Oscillatoxin G is a cyanobacterial metabolite belonging to the class of cyclic peptides. There is limited literature available on Oscillatoxin G, and further research is needed to fully understand its properties and biological implications.		Expected Solid	[H][C@](C)(CC[C@]([H])(OC)C1=C(Br)C=CC(O)=C1)[C@@]1([H])OC2=C(C(=CC(=O)O[C@]3([H])CC(=O)O[C@]3([H])C)[C@]([H])(C)CC2(C)C)[C@]([H])(OC)[C@]1([H])C	C33H45BrO8	InChI=1S/C33H45BrO8/c1-17(9-12-25(38-7)23-13-21(35)10-11-24(23)34)30-19(3)31(39-8)29-22(18(2)16-33(5,6)32(29)42-30)14-27(36)41-26-15-28(37)40-20(26)4/h10-11,13-14,17-20,25-26,30-31,35H,9,12,15-16H2,1-8H3/t17-,18+,19+,20+,25-,26+,30+,31+/m0/s1	SXZAPDMYMYDYSU-FJLWJIJPSA-N	648.229781			MMDBc0028548
BASm0017250	Oscillatoxin H	Oscillatoxin H is a cyanobacterial metabolite belonging to the class of cyclic peptides. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential biological effects.		Expected Solid	[H][C@](C)(CC[C@]([H])(OC)C1=C(Br)C=CC(O)=C1)[C@]1([H])O[C@]2(C[C@@]([H])(OC)[C@]1([H])C)OC(CC(=O)O[C@]1([H])CC(=O)O[C@]1([H])C)=C(C)CC2(C)C	C33H47BrO9	InChI=1S/C33H47BrO9/c1-18(9-12-25(38-7)23-13-22(35)10-11-24(23)34)31-20(3)28(39-8)17-33(43-31)32(5,6)16-19(2)26(42-33)14-30(37)41-27-15-29(36)40-21(27)4/h10-11,13,18,20-21,25,27-28,31,35H,9,12,14-17H2,1-8H3/t18-,20-,21+,25-,27+,28+,31-,33-/m0/s1	OOIYWHWKLPEPEA-RAVVNMGDSA-N	666.240346			MMDBc0028549
BASm0017251	Oscillatoxin I	Oscillatoxin I is a member of the aplysiatoxin chemical class, characterized as a metabolite derived from a marine cyanobacterium. The chemical structure of this compound has been elucidated using advanced spectroscopic techniques, including high-resolution mass spectrometry (HR-MS) and both one-dimensional and two-dimensional nuclear magnetic resonance (NMR) spectroscopy (PMID:31234410). Oscillatoxin I exhibits notable cytotoxic properties, demonstrating significant activity against the L1210 mouse lymphoma cell line, indicating its potential impact on cellular pathways related to cancer (PMID:31234410). Additionally, it has been shown to inhibit the growth of the marine diatom Nitzschia amabilis, suggesting its involvement in ecological interactions and possibly influencing marine food webs (PMID:31234410). The structural and biological characteristics of Oscillatoxin I position it as a compound of interest in both chemical and biological research contexts.		Expected Solid	[H]\C(=C(\[H])[C@]([H])(C)[C@]([H])(O)[C@@]([H])(C)CC[C@]([H])(OC)C1=C(Br)C=CC(O)=C1)C1=C(C(=O)O[C@]2([H])CC(=O)O[C@]2([H])C)C(=O)[C@]([H])(C)CC1(C)C	C32H43BrO8	InChI=1S/C32H43BrO8/c1-17(29(36)18(2)9-13-25(39-7)22-14-21(34)10-12-24(22)33)8-11-23-28(30(37)19(3)16-32(23,5)6)31(38)41-26-15-27(35)40-20(26)4/h8,10-12,14,17-20,25-26,29,34,36H,9,13,15-16H2,1-7H3/b11-8+/t17-,18-,19+,20+,25-,26+,29-/m0/s1	QKLWRXPNVSGLOD-BZILHIHASA-N	634.214131			MMDBc0028550
BASm0017252	Pantocin B	Pantocin B is a peptidic antibiotic belonging to the class of natural products known as pseudo-tripeptides. Its unique chemical structure features a methylenediamine and a methyl sulfone, which are atypical for natural compounds, embedded within a backbone that contributes to its biological activity. The biosynthetic gene cluster responsible for pantocin B production has been identified in the strain Pantoea agglomerans Eh318, highlighting its specificity to certain Pantoea species, in contrast to other antibiotics like pantocin A, which have broader distributions among various genera (PMID:39206372). The peptidic nature of pantocin B has enabled structure-activity relationship studies that elucidate the roles of its functional groups in determining its efficacy (PMID:11592872). Additionally, antibiotic-defective mutants of Eh318 have been created to study the contributions of pantocin B and its analogues to antimicrobial activity (PMID:11133457). The chemical structure of pantocin B has been elucidated as (R)-N-[((S)-2-amino-propanoylamino)-methyl]-2-methanesulfonyl-succinamic acid, allowing for further exploration of its synthesis and potential therapeutic applications (PMID:11133457).		Expected Solid	[H][C@@](C)(N)C(O)=NCN=C(O)C[C@]([H])(C(O)=O)S(C)(=O)=O	C9H17N3O6S	InChI=1S/C9H17N3O6S/c1-5(10)8(14)12-4-11-7(13)3-6(9(15)16)19(2,17)18/h5-6H,3-4,10H2,1-2H3,(H,11,13)(H,12,14)(H,15,16)/t5-,6+/m0/s1	QPOFRFGIYSXYSK-NTSWFWBYSA-N	295.0838065			MMDBc0028713
BASm0017253	Acetoxydehdroaustin	Acetoxydehdroaustin is a secondary metabolite belonging to the class of phenolic compounds. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@@]1(C)OC(=O)[C@@]23C(=C)[C@@]4(C)OC(=O)[C@@]12O[C@]1(C(=C)[C@]2(C[C@]([H])(OC(C)=O)[C@@]31C)C=CC(=O)OC2(C)C)[C@@]4([H])OC(C)=O	C29H32O11	InChI=1S/C29H32O11/c1-13-24(8)20(37-17(5)31)28-14(2)26(11-10-19(32)38-23(26,6)7)12-18(36-16(4)30)25(28,9)27(13)21(33)35-15(3)29(27,40-28)22(34)39-24/h10-11,15,18,20H,1-2,12H2,3-9H3/t15-,18-,20-,24+,25-,26+,27+,28+,29-/m0/s1	YQYVCCPRXKJSEE-PCMJMYSASA-N	556.1944619			MMDBc0028738
BASm0017254	11,11′-dideoxyverticillin A	11,11′-dideoxyverticillin A is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its properties and potential applications.		Expected Solid	[H][C@]12NC3=CC=CC=C3[C@]1(C[C@]13SS[C@](C)(N(C)C1=O)C(=O)N23)[C@]12C[C@]34SS[C@](C)(N(C)C3=O)C(=O)N4[C@@]1([H])NC1=CC=CC=C21	C30H28N6O4S4	InChI=1S/C30H28N6O4S4/c1-25-21(37)35-19-27(15-9-5-7-11-17(15)31-19,13-29(35,43-41-25)23(39)33(25)3)28-14-30-24(40)34(4)26(2,42-44-30)22(38)36(30)20(28)32-18-12-8-6-10-16(18)28/h5-12,19-20,31-32H,13-14H2,1-4H3/t19-,20-,25+,26+,27+,28+,29+,30+/m1/s1	PVVLIIZIQXDFSP-PNVYSBBASA-N	664.1054881			MMDBc0028752
BASm0017255	11′-deoxyverticillin A	11′-deoxyverticillin A is a secondary metabolite belonging to the class of alkaloids. There is limited literature available on this compound, indicating that further research is needed to fully understand its properties and potential applications.		Expected Solid	[H][C@]12NC3=CC=CC=C3[C@]1(C[C@]13SS[C@](C)(N(C)C1=O)C(=O)N23)[C@@]12C3=CC=CC=C3N[C@]1([H])N1C(=O)[C@]3(C)SS[C@]1(C(=O)N3C)[C@@]2([H])O	C30H28N6O5S4	InChI=1S/C30H28N6O5S4/c1-25-21(38)35-19-27(14-9-5-7-11-16(14)31-19,13-28(35,44-42-25)23(40)33(25)3)29-15-10-6-8-12-17(15)32-20(29)36-22(39)26(2)34(4)24(41)30(36,18(29)37)45-43-26/h5-12,18-20,31-32,37H,13H2,1-4H3/t18-,19+,20+,25-,26-,27-,28-,29+,30-/m0/s1	IMORFARNICQOLW-MTBOUJTPSA-N	680.1004027			MMDBc0028753
BASm0017256	Ganoderic acid F			Expected Solid	[H]C(C)(CC(=O)C[C@@]([H])(C)[C@@]1([H])CC(=O)[C@@]2(C)C3=C(C(=O)[C@@]([H])(OC(C)=O)[C@]12C)[C@@]1(C)CCC(=O)C(C)(C)[C@]1([H])CC3=O)C(O)=O	C32H42O9	InChI=1S/C32H42O9/c1-15(11-18(34)12-16(2)28(39)40)19-13-23(37)32(8)24-20(35)14-21-29(4,5)22(36)9-10-30(21,6)25(24)26(38)27(31(19,32)7)41-17(3)33/h15-16,19,21,27H,9-14H2,1-8H3,(H,39,40)/t15-,16?,19-,21+,27-,30+,31+,32+/m1/s1	BWCNWXLKMWWVBT-AIMUVTGPSA-N	570.2828829			MMDBc0028769
BASm0017257	Lucidenic acid F			Expected Solid	[H][C@@](C)(CCC(O)=O)C1([H])CC(=O)[C@@]2(C)C3=C(C(=O)C[C@]12C)[C@@]1(C)CCC(=O)C(C)(C)[C@]1([H])CC3=O	C27H36O6	InChI=1S/C27H36O6/c1-14(7-8-21(32)33)15-11-20(31)27(6)23-16(28)12-18-24(2,3)19(30)9-10-25(18,4)22(23)17(29)13-26(15,27)5/h14-15,18H,7-13H2,1-6H3,(H,32,33)/t14-,15?,18+,25+,26-,27+/m1/s1	GLUXWRYPXYKXKV-KYNPWPKBSA-N	456.2511889			MMDBc0028771
BASm0017258	Acetoacetic acid	Acetoacetic acid is a member of the chemical class known as Beta Keto-Acids and Derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C3 carbon atom.  Acetoacetic acid (also called diacetic acid) is the organic compound with the formula CH3C(O)CH2CO2H. It is the simplest beta-keto acid group and like other members of this class is unstable. (WikiPedia)	541-50-4	Solid	CC(=O)CC(O)=O	C4H6O3	InChI=1S/C4H6O3/c1-3(5)2-4(6)7/h2H2,1H3,(H,6,7)	WDJHALXBUFZDSR-UHFFFAOYSA-N	102.0316941			MMDBc0029464
BASm0017259	Glycerylphosphorylethanolamine	Glycerylphosphorylethanolamine is membrane breakdown product resulting from the cleavage of the lipid group from glycerophosphoethanlomine fatty acids (i.e. phosphatidylethanolamine).  Phosphatidylethanolamine is one of the major lipid constituents of E. coli.	1190-00-7	Solid	OCCN(CC(O)CO)P(O)(O)=O	C5H14NO6P	InChI=1S/C5H14NO6P/c7-2-1-6(13(10,11)12)3-5(9)4-8/h5,7-9H,1-4H2,(H2,10,11,12)	FRMZOWIQVCBEAC-UHFFFAOYSA-N	215.0558737			MMDBc0029472
BASm0017260	Inositol	Inositol or cyclohexane-1,2,3,4,5,6-hexol is a chemical compound with formula C6H12O6 or (-CHOH-)6, a six-fold alcohol (polyol) of cyclohexane. It exists in nine possible stereoisomers, of which the most prominent form, widely occuring in nature, is cis-1,2,3,5-trans-4,6-cyclohexanehexol, or myo-inositol. Other naturally occurring isomers (though in minimal quantities) are scyllo-, muco-, D-chiro-, and neo-inositol. The other possible isomers are L-chiro-, allo-, epi-, and cis-inositol. (Wikipedia)	6917-35-7	Solid	OC1C(O)C(O)C(O)C(O)C1O	C6H12O6	InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H	CDAISMWEOUEBRE-UHFFFAOYSA-N	180.0633881			MMDBc0029476
BASm0017261	Phenylpyruvic acid	Phenylpyruvic acid is a keto-acid that is an intermediate or catabolic byproduct of phenylalanine metabolism. It has a slight honey-like odor. Phenylalanine is converted to phenylpyruvic acid. In particular, excessive phenylalanine can be metabolized into phenylketones through, a transaminase pathway route involving glutamate. Metabolites of this transamination reaction include phenylacetate, phenylpyruvate and phenethylamine.	156-06-9	Solid	OC(=O)C(=O)CC1=CC=CC=C1	C9H8O3	InChI=1S/C9H8O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,11,12)	BTNMPGBKDVTSJY-UHFFFAOYSA-N	164.0473441			MMDBc0029479
BASm0017262	Myo-inositol 1-phosphate	Myo-inositol 1-phosphate is an inositol having myo- configuration substituted at position 1 by a phosphate group. (ChEBI)  There are 2 stereoisomers of myo-inositol 1-phosphate: 1D-myo-inositol 1-phosphate and 1L-myo-inositol 1-phosphate. The D-isomer is the isomer that is more commonly referred to when discussing myo-inositol 1-phosphate <i>(in KEGG, for example)</i>, and is a constituent of phospholipids and inositol polyphosphates. The L-isomer is also known as 1D-myo-inositol 3-phosphate. (EcoCyc)  The enzyme myo-inositol-1(or 4)-monophosphatase (an inositol monophosphatase) (EC:3.1.3.25) catalyzes the removal of the phosphate group from both isomers of myo-inositol 1-phosphate. (KEGG)	573-35-3	Solid	O[C@H]1[C@H](O)[C@H](O)[C@H](OP(O)(O)=O)[C@@H](O)[C@@H]1O	C6H13O9P	InChI=1S/C6H13O9P/c7-1-2(8)4(10)6(5(11)3(1)9)15-16(12,13)14/h1-11H,(H2,12,13,14)/t1-,2-,3+,4-,5-,6-/m0/s1	INAPMGSXUVUWAF-PTQMNWPWSA-N	260.0297185			MMDBc0029480
BASm0017263	NADP	Nicotinamide adenine dinucleotide phosphate. A coenzyme composed of ribosylnicotinamide 5-phosphate (NMN) coupled by pyrophosphate linkage to the 5-phosphate adenosine 2,5-bisphosphate. It serves as an electron carrier in a number of reactions, being alternately oxidized (NADP+) and reduced (NADPH). (Dorland, 27th ed.)  Hydrogen carrier in biochemical redox systems. In the hexose monophosphoric acid system it is reduced to Dihydrocoenzyme  and reoxidation in the presence of flavoproteins (Dictionary of Organic Compounds)	53-59-8	Solid	NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O	C21H29N7O17P3	InChI=1S/C21H28N7O17P3/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32/h1-4,7-8,10-11,13-16,20-21,29-31H,5-6H2,(H7-,22,23,24,25,32,33,34,35,36,37,38,39)/p+1/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1	XJLXINKUBYWONI-NNYOXOHSSA-O	744.0832771			MMDBc0029481
BASm0017264	Nicotinamide ribotide	Nicotinamide ribotide (NMN) is an important intermediate metabolite in the nicotinate and nicotinamide metabolism pathway. Nicotinamide is directly converted to NMN by nicotinamide phosphoribosyltransferase (NAMPT, EC 2.4.2.12). The enzyme nicotinamide mononucleotide adenylyltransferase (NMNAT, EC 2.7.7.1), a member of the nucleotidyltransferase alpha/beta-phosphodiesterase superfamily, catalyzes the reaction NMN + ATP =  Nicotinamide adenine dinucleotide (NAD) + PPi, representing the final step in the biosynthesis of NAD, a molecule playing a fundamental role as a cofactor in cellular redox reactions. Thus NMN is an important metabolite for the maintenance of normal NAD biosynthesis, and circulating NMN levels may play an important role in regulating cell function in physiological and pathophysiological conditions. (PMID: 15078171, 17983582)	1094-61-7	Solid	O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(O)=O)[N+]1=CC=CC(=C1)C(O)=O	C11H15NO9P	InChI=1S/C11H14NO9P/c13-8-7(5-20-22(17,18)19)21-10(9(8)14)12-3-1-2-6(4-12)11(15)16/h1-4,7-10,13-14H,5H2,(H2-,15,16,17,18,19)/p+1/t7-,8-,9-,10-/m1/s1	JOUIQRNQJGXQDC-ZYUZMQFOSA-O	336.0484426			MMDBc0029484
BASm0017265	Uridine diphosphate-N-acetylglucosamine	Uridine diphosphate N-acetylglucosamine or UDP-GlcNAc is a nucleotide sugar and a coenzyme in metabolism. It is used by glycosyltransferases to transfer N-acetylglucosamine residues to substrates. D-Glucosamine is made naturally in the form of glucosamine-6-phosphate, and is the biochemical precursor of all nitrogen-containing sugars. Specifically, glucosamine-6-phosphate is synthesized from fructose 6-phosphate and glutamine as the first step of the hexosamine biosynthesis pathway.  The end-product of this pathway is UDP-GlcNAc, which is then used for making glycosaminoglycans, proteoglycans, and glycolipids.	528-04-1	Solid	CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(=O)NC1=O	C17H27N3O17P2	InChI=1S/C17H27N3O17P2/c1-6(22)18-10-13(26)11(24)7(4-21)35-16(10)36-39(31,32)37-38(29,30)33-5-8-12(25)14(27)15(34-8)20-3-2-9(23)19-17(20)28/h2-3,7-8,10-16,21,24-27H,4-5H2,1H3,(H,18,22)(H,29,30)(H,31,32)(H,19,23,28)/t7-,8-,10-,11-,12-,13-,14-,15-,16-/m1/s1	LFTYTUAZOPRMMI-CFRASDGPSA-N	607.0815695			MMDBc0029492
BASm0017266	3-Methyl-2-oxovaleric acid	3-Methyl-2-oxovaleric acid is a metabolite of isoleucine in man, animals and bacteria.  It is the alpha-keto acid analogue of isoleucine. 3-Methyl-2-oxovaleric acid is produced from isoleucine by cytosolic branched chain aminotransferase 1 (EC:2.6.1.42), whereupon it is further degraded by branched chain keto acid dehydrogenase E1 to 2-Methyl-1-hydroxybutyl-ThPP.	1460-34-0	Solid		C6H10O3		JVQYSWDUAOAHFM-UHFFFAOYNA-N	130.0629942			MMDBc0029497
BASm0017267	PS(16:0/16:0)	PS(16:0/16:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(16:0/16:0), in particular, consists of two hexadecanoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.	3036-82-6	Solid	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCCCCCCCCCC	C38H74NO10P	InChI=1S/C38H74NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(40)46-31-34(32-47-50(44,45)48-33-35(39)38(42)43)49-37(41)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h34-35H,3-33,39H2,1-2H3,(H,42,43)(H,44,45)/t34-,35+/m1/s1	KLFKZIQAIPDJCW-GPOMZPHUSA-N	735.5050346			MMDBc0029501
BASm0017268	Glucaric acid	Glucaric acid is a sugar acid derived from D-glucose in which both the aldehydic carbon atom and the carbon atom bearing the primary hydroxyl group are oxidized to carboxylic acid groups.	87-73-0	Expected Solid	OC(C(O)C(O)C(O)=O)C(O)C(O)=O	C6H10O8	InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)	DSLZVSRJTYRBFB-UHFFFAOYSA-N	210.0375673			MMDBc0029503
BASm0017269	PA(16:0/16:0)	PA(16:0/16:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/16:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of palmitic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids. Phospholipase Ds (PLDs), which catalyze the conversion of glycerolphospholipids, particularly phosphatidylcholine, to PAs and the conversion of N-arachidonoyl-phosphatidylethanolamine (NAPE) to anandamide and PAs are activated by several inflammatory mediators including bradykinin, ATP and glutamate. Circumstantial evidence that PAs are converted to DAGs. (PMID: 12618218, 16185776).	7091-44-3	Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC	C35H69O8P	InChI=1S/C35H69O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(36)41-31-33(32-42-44(38,39)40)43-35(37)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33H,3-32H2,1-2H3,(H2,38,39,40)/t33-/m1/s1	PORPENFLTBBHSG-MGBGTMOVSA-N	648.4730062			MMDBc0029504
BASm0017270	SAICAR	SAICAR (or (S)-2-[5-Amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamido]succinate) is a substrate for the multifunctional protein ADE2. SAICAR is an intermediate in purine metabolism. (S)-2-[5-Amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamido]succinate is converted from 5-Amino-1-(5-phospho-D-ribosyl) imidazole-4-carboxylate via phosphoribosylaminoimidazole-succinocarboxamide synthase [EC: 6.3.2.6] or SAICAR synthase.  This enzyme catalyses the seventh step out of ten in the biosynthesis of purine nucleotides. (Wikipedia)	3031-95-6	Solid	NC1=C(N=CN1[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O)C(=O)N[C@@H](CC(O)=O)C(O)=O	C13H19N4O12P	InChI=1S/C13H19N4O12P/c14-10-7(11(22)16-4(13(23)24)1-6(18)19)15-3-17(10)12-9(21)8(20)5(29-12)2-28-30(25,26)27/h3-5,8-9,12,20-21H,1-2,14H2,(H,16,22)(H,18,19)(H,23,24)(H2,25,26,27)/t4-,5+,8+,9+,12+/m0/s1	NAQGHJTUZRHGAC-ZZZDFHIKSA-N	454.0737086			MMDBc0029510
BASm0017271	NAD	NAD (or Nicotinamide adenine dinucleotide) is used extensively in glycolysis and the citric acid cycle of cellular respiration. The reducing potential stored in NADH can be converted to ATP through the electron transport chain or used for anabolic metabolism. ATP "energy" is necessary for an organism to live. Green plants obtain ATP through photosynthesis, while other organisms obtain it by cellular respiration. (wikipedia).  Nicotinamide adenine dinucleotide is a A coenzyme composed of ribosylnicotinamide 5'-diphosphate coupled to adenosine 5'-phosphate by pyrophosphate linkage. It is found widely in nature and is involved in numerous enzymatic reactions in which it serves as an electron carrier by being alternately oxidized (NAD+) and reduced (NADH). (Dorland, 27th ed)	53-84-9	Solid	NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O	C21H28N7O14P2	InChI=1S/C21H27N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1-4,7-8,10-11,13-16,20-21,29-32H,5-6H2,(H5-,22,23,24,25,33,34,35,36,37)/p+1/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1	BAWFJGJZGIEFAR-NNYOXOHSSA-O	664.1169467			MMDBc0029513
BASm0017272	Lipoamide	Lipoamide is a trivial name for 6,8-dithiooctanoic amide. It is 6,8-dithiooctanoic acid's functional form where the carboxyl group is attached to protein (or any other amine) by an amide linkage (containing -NH2) to an amino group. -- Wikipedia	940-69-2	Solid	NC(=O)CCCCC1CCSS1	C8H15NOS2	InChI=1S/C8H15NOS2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H2,9,10)	FCCDDURTIIUXBY-UHFFFAOYSA-N	205.0595055			MMDBc0029520
BASm0017273	N10-Formyl-THF	N10-Formyl-THF is a substrate for Trifunctional purine biosynthetic protein adenosine-3, Bifunctional methylenetetrahydrofolate dehydrogenase/cyclohydrolase, 10-formyltetrahydrofolate dehydrogenase, Folylpolyglutamate synthase, Bifunctional purine biosynthesis protein PURH and C-1-tetrahydrofolate synthase (cytoplasmic).	2800-34-2	Solid	NC1=NC(=O)C2=C(NCC(CN(C=O)C3=CC=C(C=C3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)N2)N1	C20H23N7O7	InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)23-11(7-22-16)8-27(9-28)12-3-1-10(2-4-12)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,11,13,23H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,22,25,26,32)/t11?,13-/m0/s1	AUFGTPPARQZWDO-YUZLPWPTSA-N	473.1658961			MMDBc0029522
BASm0017274	Dihydrolipoamide	Dihydrolipoamide is a member of the chemical class known as N-acyl Amines. These are compounds containing a fatty acid moiety linked to an amine group through an ester linkage.   Dihydrolipoamide is a molecule produced by the action of dihydrolipoyl dehydrogenase upon  lipoamide.	3884-47-7	Expected Solid	OC(=N)CCCCC(S)CCS	C8H17NOS2	InChI=1S/C8H17NOS2/c9-8(10)4-2-1-3-7(12)5-6-11/h7,11-12H,1-6H2,(H2,9,10)	VLYUGYAKYZETRF-UHFFFAOYSA-N	207.0751556			MMDBc0029523
BASm0017275	S-Adenosylmethioninamine	S-Adenosylmethioninamine is a biological sulfonium compound known as the major biological methyl donor. It is also a donor of methylene groups, amino groups, ribosyl groups and aminopropyl groups (PMID 15130560). S-Adenosylmethioninamine is a prodcut of enzyme adenosylmethionine decarboxylase [EC 4.1.1.50] in methionine metabolism pathway (KEGG).	22365-13-5	Solid	C[S+](CCCN)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N	C14H23N6O3S	InChI=1S/C14H23N6O3S/c1-24(4-2-3-15)5-8-10(21)11(22)14(23-8)20-7-19-9-12(16)17-6-18-13(9)20/h6-8,10-11,14,21-22H,2-5,15H2,1H3,(H2,16,17,18)/q+1/t8-,10-,11-,14-,24?/m1/s1	ZUNBITIXDCPNSD-LSRJEVITSA-N	355.1552343			MMDBc0029524
BASm0017276	Phosphoribosylformylglycineamidine	5-Phosphoribosyl-n-formylglycineamidine is part of the 5-aminoimidazole ribonucleotide biosynthesis pathway. 5-amino-1-(5-phospho-D-ribosyl)imidazole (AIR) is a key intermediate in the biosynthesis of purine nocleotides and thiamine. It is synthesized from 5-phospho-alpha-D-ribose 1-diphosphate (PRPP) in 5 steps, catalyzed by the enzymes amidophosphoribosyl transferase, phosphoribosylamine-glycine ligase, phosphoribosylglycinamide formyltransferase, phosphoribosylformylglycinamide synthetase and phosphoribosylformylglycinamide cyclo-ligase. 	37721-04-3	Solid	O[C@H]1[C@@H](O)[C@H](NC(=N)CNC=O)O[C@@H]1COP(O)(O)=O	C8H16N3O8P	InChI=1S/C8H16N3O8P/c9-5(1-10-3-12)11-8-7(14)6(13)4(19-8)2-18-20(15,16)17/h3-4,6-8,13-14H,1-2H2,(H2,9,11)(H,10,12)(H2,15,16,17)/t4-,6-,7-,8-/m1/s1	PMCOGCVKOAOZQM-XVFCMESISA-N	313.067501			MMDBc0029526
BASm0017277	Adenosine phosphosulfate	Adenosine phosphosulfate (also known as APS) is the initial compound formed by the action of ATP sulfurylase (or PAPS synthetase) on sulfate ions after sulfate uptake. PAPS synthetase 1 is a bifunctional enzyme with both ATP sulfurylase and APS kinase activity, which mediates two steps in the sulfate activation pathway. The first step is the transfer of a sulfate group to ATP to yield adenosine 5'-phosphosulfate (APS), and the second step is the transfer of a phosphate group from ATP to APS yielding 3'-phosphoadenylylsulfate (PAPS).	485-84-7	Solid	NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OS(O)(=O)=O)[C@@H](O)[C@H]1O	C10H14N5O10PS	InChI=1S/C10H14N5O10PS/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-26(18,19)25-27(20,21)22/h2-4,6-7,10,16-17H,1H2,(H,18,19)(H2,11,12,13)(H,20,21,22)/t4-,6-,7-,10-/m1/s1	IRLPACMLTUPBCL-KQYNXXCUSA-N	427.0198989			MMDBc0029528
BASm0017278	Methacrylyl-CoA	Methacrylyl-CoA is a metabolite in the valine, leucine and isoleucine degradation pathway and is highly reactive with free thiol compounds (PMID 14684172; KEGG). 	6008-91-9	Solid	[H]C(O)(C(O)=NCCC(O)=NCCSC(=O)C(C)=C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O	C25H40N7O17P3S	InChI=1S/C25H40N7O17P3S/c1-13(2)24(37)53-8-7-27-15(33)5-6-28-22(36)19(35)25(3,4)10-46-52(43,44)49-51(41,42)45-9-14-18(48-50(38,39)40)17(34)23(47-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-12,14,17-19,23,34-35H,1,5-10H2,2-4H3,(H,27,33)(H,28,36)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/t14-,17-,18-,19?,23-/m1/s1	NPALUEYCDZWBOV-NNYIDDMCSA-N	835.1414231			MMDBc0029529
BASm0017279	D-4'-Phosphopantothenate	D-4'-Phosphopantothenate is a product of the phosphorylatation of Pantothenate by Pantothenate kinase. It is an intermediate in coenzyme A (CoA) biosynthesis pathway. Coenzyme A is a cofactor of ubiquitous occurrence in plants, bacteria, and animals. It is needed in a large number of enzymatic reactions central to intermediary metabolism, including the oxidation of fatty acids, carbohydrates, and amino acids. Only plants and microorganisms like E. coli are capable of synthesizing this compound de novo. 		Solid	CC(C)(COP(O)(O)=O)C(O)C(O)=NCCC(O)=O	C9H18NO8P	InChI=1S/C9H18NO8P/c1-9(2,5-18-19(15,16)17)7(13)8(14)10-4-3-6(11)12/h7,13H,3-5H2,1-2H3,(H,10,14)(H,11,12)(H2,15,16,17)	XHFVGHPGDLDEQO-UHFFFAOYSA-N	299.0770031			MMDBc0029530
BASm0017280	Phosphohydroxypyruvic acid	Phosphohydroxypyruvic acid is a prduct of both enzyme phosphoglycerate dehydrogenase [EC 1.1.1.95] and phosphoserine transaminase [EC 2.6.1.52] in glycine, serine and threonine metabolism pathway (KEGG).	3913-50-6	Solid	OC(=O)C(=O)COP(O)(O)=O	C3H5O7P	InChI=1S/C3H5O7P/c4-2(3(5)6)1-10-11(7,8)9/h1H2,(H,5,6)(H2,7,8,9)	LFLUCDOSQPJJBE-UHFFFAOYSA-N	183.977289			MMDBc0029532
BASm0017281	(S)-3-Hydroxyisobutyryl-CoA	(S)-3-Hydroxyisobutyryl-CoA  is s metabolite of 3-hydroxyisobutyryl-CoA hydrolase (EC 3.1.2.4 ) during beta-alanine metabolism (KEGG 00410), propanoate metabolism (KEGG 00640), and valine, leucine and isoleucine degradation (KEGG 00280). Deficiencies of this enzyme in valine degradation can result in hypotonia, poor feeding, motor delay, and subsequent neurological regression in infancy, episodes of ketoacidosis and Leigh-like changes in the basal ganglia on a magnetic resonance imaging scan (PMID 17160907).	319440-43-2	Solid	CC(CO)C(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12	C25H42N7O18P3S	InChI=1S/C25H42N7O18P3S/c1-13(8-33)24(38)54-7-6-27-15(34)4-5-28-22(37)19(36)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-18(49-51(39,40)41)17(35)23(48-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-14,17-19,23,33,35-36H,4-10H2,1-3H3,(H,27,34)(H,28,37)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)	WWEOGFZEFHPUAM-UHFFFAOYSA-N	853.1519878			MMDBc0029537
BASm0017282	Dihydrofolic acid	Dihydrofolic acid is a folic acid derivative acted upon by dihydrofolate reductase to produce tetrahydrofolic acid. It interacts with bacteria during cell division. It can be targeted with drug analogs to prevent nucleic acid synthesis. Dihydrofolic acid is also known by the name Dihydrofolate - more commonly Vitamin B9.	4033-27-6	Solid	NC1=NC(=O)C2=C(NCC(CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)=N2)N1	C19H21N7O6	InChI=1S/C19H21N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,12,21H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/t12-/m0/s1	OZRNSSUDZOLUSN-LBPRGKRZSA-N	443.1553314			MMDBc0029538
BASm0017283	Fructose 1,6-bisphosphate	The hydrolysis of fructose 1,6-bisphosphate  is catalized by Fructose-1,6-bisphosphatase (fru-1,6-P2ase, EC 3.1.3.11)  to fructose 6-phosphate and inorganic phosphate and provides a mechanism to permit the reversal of the glycolysis reaction (catalyzed by 6-phosphofructo-1-kinase).(OMIM)	488-69-7	Solid	O[C@H]1[C@H](O)[C@](O)(COP(O)(O)=O)O[C@@H]1COP(O)(O)=O	C6H14O12P2	InChI=1S/C6H14O12P2/c7-4-3(1-16-19(10,11)12)18-6(9,5(4)8)2-17-20(13,14)15/h3-5,7-9H,1-2H2,(H2,10,11,12)(H2,13,14,15)/t3-,4-,5+,6+/m1/s1	RNBGYGVWRKECFJ-ZXXMMSQZSA-N	339.9960489			MMDBc0029539
BASm0017284	5-Methyltetrahydropteroyltri-L-glutamic acid	5-methyltetrahydropteroyltri-L-glutamic acid is a member of the chemical class known as Biopterins and Derivatives. These are coenzymes containing a 2-amino-pteridine-4-one derivative.5-Methyltetrahydropteroyltri-L-glutamate is formed under reaction between carbonyl group of 5-methyltetrahydropteroate and amine group on one end of three replicates of glutamate. It is involved in several pathways such as tetrahydrofolate biosynthesis and methionine biosynthesis. (YMDB00518)		Expected Solid	[H][C@](N)(CCC(O)=O)C(=O)OC1=NC(=N)NC2=C1N(C)C(=CN2)C([H])(OC(=O)[C@@]([H])(N)CCC(O)=O)C([H])(C)OC(=O)[C@@]([H])(N)CCC(O)=O	C25H36N8O12	InChI=1S/C25H36N8O12/c1-10(43-22(40)11(26)3-6-15(34)35)19(44-23(41)12(27)4-7-16(36)37)14-9-30-20-18(33(14)2)21(32-25(29)31-20)45-24(42)13(28)5-8-17(38)39/h9-13,19H,3-8,26-28H2,1-2H3,(H,34,35)(H,36,37)(H,38,39)(H3,29,30,31,32)/t10?,11-,12-,13-,19?/m0/s1	SRBIKUAVFZRKSG-SUWBZHBXSA-N	640.2452687			MMDBc0029547
BASm0017285	5-Methylthioribose	S-methyl-5-thio-D-ribose is a product of the enzyme 5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase.  This enzyme catalyzes the irreversible cleavage of the glycosidic bond in  5'-methylthioadenosine (MTA) to produce adenine and the corresponding thioribose, 5'-methylthioribose.	23656-67-9	Solid	CSC[C@H]1O[C@@H](O)[C@H](O)[C@@H]1O	C6H12O4S	InChI=1S/C6H12O4S/c1-11-2-3-4(7)5(8)6(9)10-3/h3-9H,2H2,1H3/t3-,4-,5-,6-/m1/s1	OLVVOVIFTBSBBH-KVTDHHQDSA-N	180.0456296			MMDBc0029551
BASm0017286	Octaprenyl diphosphate	Octaprenyl diphosphate belongs to the class of Tetraterpenes. These are terpene molecules containing 10 consecutively linked isoprene units. (inferred from compound structure)Octaprenyl diphosphate is invovled in Terpenoid backbone biosynthesis, Ubiquinone and other terpenoid-quinone biosynthesis, and Biosynthesis of secondary metabolites. (KEGG)		Expected Solid	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O	C40H68O7P2	InChI=1S/C40H68O7P2/c1-33(2)17-10-18-34(3)19-11-20-35(4)21-12-22-36(5)23-13-24-37(6)25-14-26-38(7)27-15-28-39(8)29-16-30-40(9)31-32-46-49(44,45)47-48(41,42)43/h17,19,21,23,25,27,29,31H,10-16,18,20,22,24,26,28,30,32H2,1-9H3,(H,44,45)(H2,41,42,43)/b34-19+,35-21+,36-23+,37-25+,38-27+,39-29+,40-31+	IKKLDISSULFFQO-DJMILUHSSA-N	722.4440276			MMDBc0029553
BASm0017287	Carbamoylphosphate	Carbamoyl phosphate is a precursor of both arginine and pyrimidine biosynthesis. It is a labile and potentially toxic intermediate. Carbamoyl phosphate is produced from carbon dioxide, ammonia, and phosphate (from ATP) by the enzyme carbamoyl phosphate synthase. -- Wikipedia	590-55-6	Solid	NC(=O)OP(O)(O)=O	CH4NO5P	InChI=1S/CH4NO5P/c2-1(3)7-8(4,5)6/h(H2,2,3)(H2,4,5,6)	FFQKYPRQEYGKAF-UHFFFAOYSA-N	140.9827088			MMDBc0029555
BASm0017288	3-Aminopropionaldehyde	3-Aminopropanal is a reactive aldehyde.	352-92-1	Solid	NCCC=O	C3H7NO	InChI=1S/C3H7NO/c4-2-1-3-5/h3H,1-2,4H2	PCXDJQZLDDHMGX-UHFFFAOYSA-N	73.05276385			MMDBc0029557
BASm0017289	4-Phosphopantothenoylcysteine	4-Phosphopantothenoylcysteine (PPC) is an intermediate in the biosynthetic machinery (pathway) that converts pantothenate (vitamin B5) into coenzyme A (CoA). The enzyme Phosphopantothenoylcysteine decarboxylase catalyzes the decarboxylation of PPC to 4'-phosphopantetheine. Coenzyme A is the principal acyl carrier and is required for many synthetic and degradative reactions in intermediary metabolism, and is an essential cofactor in all living systems. (PMID: 15450493, 16371361, 14501115)	7196-09-0	Solid	CC(C)(COP(O)(O)=O)[C@@H](O)C(=O)NCCC(=O)N[C@@H](CS)C(O)=O	C12H23N2O9PS	InChI=1S/C12H23N2O9PS/c1-12(2,6-23-24(20,21)22)9(16)10(17)13-4-3-8(15)14-7(5-25)11(18)19/h7,9,16,25H,3-6H2,1-2H3,(H,13,17)(H,14,15)(H,18,19)(H2,20,21,22)/t7-,9-/m0/s1	XQYALQVLCNHCFT-CBAPKCEASA-N	402.0861875			MMDBc0029561
BASm0017290	N-Acetyl-D-mannosamine 6-phosphate	N-Acetyl-D-mannosamine 6-phosphate is an intermediate in amino sugar metabolism and is a substrate for UDP-N-acetylglucosamine--peptide N-acetylglucosaminyltransferase, Bifunctional UDP-N-acetylglucosamine 2-epimerase/N-acetylmannosamine kinase, Alpha-N-acetylglucosaminidase and Exostosin-2.  It can be generated from N-acetyl-neuraminate-9-phosphate or N-acetyl-D-mannosamine.	873185-52-5	Solid	CC(=O)N[C@@H]1[C@@H](O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O	C8H16NO9P	InChI=1S/C8H16NO9P/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H2,14,15,16)/t4-,5+,6-,7-,8+/m1/s1	BRGMHAYQAZFZDJ-UOLFYFMNSA-N	301.0562676			MMDBc0029563
BASm0017291	Trehalose 6-phosphate	Trehalose-6-phopshate is a phosphorylated form of trehalose. Trehalose is a disaccharide that acts as an osmoprotectant as well as a carbon source in Escherichia coli. At high osmolarity the cells synthesize large amounts of trehalose internally as an osmoprotectant. However, they can also degrade trehalose as the sole source of carbon under both high- and low-osmolarity growth conditions. The modes of trehalose utilization are different under the two conditions. At low osmolarity, trehalose is transported via a trehalose-specific enzyme  of the phosphotransferase system, encoded by treB. The trehalose-6-phosphate formed by this enzyme is hydrolyzed to glucose and glucose 6-phosphate by trehalose-6-phosphate hydrolase, encoded by treC. 	4484-88-2	Solid	OC[C@H]1O[C@H](O[C@H]2O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O	C12H23O14P	InChI=1S/C12H23O14P/c13-1-3-5(14)7(16)9(18)11(24-3)26-12-10(19)8(17)6(15)4(25-12)2-23-27(20,21)22/h3-19H,1-2H2,(H2,20,21,22)/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1	LABSPYBHMPDTEL-LIZSDCNHSA-N	422.082542			MMDBc0029564
BASm0017292	Phosphoadenosine phosphosulfate	3'-Phosphoadenosine-5'-phosphosulfate is a key intermediate in the formation by living cells of sulfate esters of phenols, alcohols, sulfated polysaccharides, and simple esters, such as choline sulfate. It is formed from a sulfate ion and ATP in a two-step process. This compound also is an important intermediate in the process of sulfur fixation in plants and microorganisms.	482-67-7	Solid	NC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OS(O)(=O)=O)[C@@H](OP(O)(O)=O)[C@H]3O)C2=NC=N1	C10H15N5O13P2S	InChI=1S/C10H15N5O13P2S/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(27-29(17,18)19)4(26-10)1-25-30(20,21)28-31(22,23)24/h2-4,6-7,10,16H,1H2,(H,20,21)(H2,11,12,13)(H2,17,18,19)(H,22,23,24)/t4-,6-,7-,10-/m1/s1	GACDQMDRPRGCTN-KQYNXXCUSA-N	506.9862293			MMDBc0029568
BASm0017293	FMNH	FMNH is a member of the chemical class known as Flavins. These are compounds containing a flavin (7,8-dimethyl-benzo[g]pteridine-2,4-dione) moiety, whose structure is characterized by an isoalloaxzine tricyclic ring. During their use in different catalytic cycles, the reversible interconversion of oxidized (FMN), semiquinone (FMNH		Expected Solid		C17H23N4O9P		YTNIXZGTHTVJBW-UHFFFAOYNA-N	458.1202653			MMDBc0029570
BASm0017294	Dihydroneopterin triphosphate	7,8-Dihydroneopterin triphosphate (DHNTP) is an intermediate in folate biosynthesis. It is converted from 2,5-Diamino-6-(5'-triphosphoryl-3',4'-trihydroxy-2'-oxopentyl)-amino-4-oxopyrimidine by dihydroneopterin triphosphate synthase (EC:3.5.4.16) (KEGG)	20574-65-6	Solid	NC1=NC(=O)C2=C(NCC(=N2)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OP(O)(O)=O)N1	C9H16N5O13P3	InChI=1S/C9H16N5O13P3/c10-9-13-7-5(8(17)14-9)12-3(1-11-7)6(16)4(15)2-25-29(21,22)27-30(23,24)26-28(18,19)20/h4,6,15-16H,1-2H2,(H,21,22)(H,23,24)(H2,18,19,20)(H4,10,11,13,14,17)/t4-,6+/m1/s1	DGGUVLXVLHAAGT-XINAWCOVSA-N	494.9957452			MMDBc0029571
BASm0017295	Heme O	HemeOo is a member of the chemical class known as Metalloporphyrins. These are polycyclic compounds containing a porphyrin moiety and a metal atom.  Heme O (or haem O) differs from the closely related heme A by having a methyl group at ring position 8 instead of the formyl group. The isoprenoid chain at position 2 is the same. Heme O, found in the bacterium Escherichia coli, functions in a similar manner to heme A in mammalian oxygen reduction. (WikiPedia)	137397-56-9	Expected Solid		C49H58FeN4O5		FISPASSVCDRERW-KVGORYHINA-L	838.375657			MMDBc0029574
BASm0017296	Guanosine diphosphate mannose	GDP-mannose is a nucleoside diphosphate sugar that is important in the production of fucosylated oligosaccharides. GDP-mannose is transformed to GDP-fucose via three enzymatic reactions carried out by two proteins, GDP-mannose 4,6-dehydratase (GMD) and a second enzyme, GDP-keto-6-deoxymannose 3,5-epimerase, 4-reductase. GDP-mannose 4,6-dehydratase (EC 4.2.1.47) catalyzes the chemical reaction: GDP-mannose  <--> GDP-4-dehydro-6-deoxy-D-mannose + H2O.  The epimerase converts the  GDP-4-dehydro-6-deoxy-D-mannose to GDP-fucose. (PMID: 12651883). GDP-mannose is also synthesized from mannose 1-phosphate via the enzyme ATP-mannose-1-phosphate-guanyltransferase and GTP.  	3123-67-9	Solid	NC1=NC2=C(N=CN2[C@@H]2O[C@H](COP(O)(=O)OP(O)(=O)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)C(=O)N1	C16H25N5O16P2	InChI=1S/C16H25N5O16P2/c17-16-19-12-6(13(28)20-16)18-3-21(12)14-10(26)8(24)5(34-14)2-33-38(29,30)37-39(31,32)36-15-11(27)9(25)7(23)4(1-22)35-15/h3-5,7-11,14-15,22-27H,1-2H2,(H,29,30)(H,31,32)(H3,17,19,20,28)/t4-,5-,7-,8-,9+,10-,11+,14-,15-/m1/s1	MVMSCBBUIHUTGJ-GDJBGNAASA-N	605.0771528			MMDBc0029575
BASm0017297	3-Hydroxybutyryl-CoA	3-Hydroxybutyryl-CoA or 3-hydroxybutyryl-coenzyme A is an intermediate in the fermentation of butyric acid, and in the metabolism of lysine and tryptophan.	2871-66-1	Solid	C[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C25H42N7O18P3S	InChI=1S/C25H42N7O18P3S/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32/h11-14,18-20,24,33,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t13-,14-,18-,19-,20?,24-/m1/s1	QHHKKMYHDBRONY-JYMPOPDUSA-N	853.1519878			MMDBc0029576
BASm0017298	Tetrahydropteroyltri-L-glutamic acid	Tetrahydropteroyltri-L-glutamic acid is a member of the chemical class known as Biopterins and Derivatives. These are coenzymes containing a 2-amino-pteridine-4-one derivative. tetrahydropteroyltri-L-glutamic acid (CHEBI:17420) is a tetrahydropteroyltri-L-glutamate (CHEBI:26920) tetrahydropteroyltri-L-glutamic acid (CHEBI:17420) is conjugate acid of tetrahydropteroyltri-L-glutamate (CHEBI:58140)		Expected Solid	[H][C@](N)(CCC(O)=O)C(=O)OC1=NC(=N)NC2=C1NC(=CN2)C([H])(OC(=O)[C@@]([H])(N)CCC(O)=O)C([H])(C)OC(=O)[C@@]([H])(N)CCC(O)=O	C24H34N8O12	InChI=1S/C24H34N8O12/c1-9(42-21(39)10(25)2-5-14(33)34)18(43-22(40)11(26)3-6-15(35)36)13-8-29-19-17(30-13)20(32-24(28)31-19)44-23(41)12(27)4-7-16(37)38/h8-12,18,30H,2-7,25-27H2,1H3,(H,33,34)(H,35,36)(H,37,38)(H3,28,29,31,32)/t9?,10-,11-,12-,18?/m0/s1	XPPZDBCBKYATPW-MQXOEPKGSA-N	626.2296186			MMDBc0029577
BASm0017299	Nicotinic acid adenine dinucleotide	Nicotinic acid adenine dinucleotide phosphate, (NAADP), is a Ca2+-mobilizing second messenger synthesized in response to extracellular stimuli. NAADP binds to and opens Ca2+ channels on intracellular organelles, thereby increasing the intracellular Ca2+ concentration which, in turn, modulates a variety of cellular processes. Structurally, it is a dinucleotide that only differs from the house-keeping enzyme cofactor, NADP by a hydroxyl group (replacing the nicotinamide amino group) and yet this minor modification converts it into the most potent Ca2+-mobilizing second messenger yet described.	6450-77-7	Solid	NC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)[N+]4=CC=CC(=C4)C(O)=O)[C@@H](O)[C@H]3O)C2=NC=N1	C21H27N6O15P2	InChI=1S/C21H26N6O15P2/c22-17-12-18(24-7-23-17)27(8-25-12)20-16(31)14(29)11(41-20)6-39-44(36,37)42-43(34,35)38-5-10-13(28)15(30)19(40-10)26-3-1-2-9(4-26)21(32)33/h1-4,7-8,10-11,13-16,19-20,28-31H,5-6H2,(H4-,22,23,24,32,33,34,35,36,37)/p+1/t10-,11-,13-,14-,15-,16-,19-,20-/m1/s1	SENPVEZBRZQVST-HISDBWNOSA-O	665.1009622			MMDBc0029580
BASm0017300	5(S)-Hydroperoxyeicosatetraenoic acid	5(S)-Hydroperoxyeicosatetraenoic acid is a lipid hydroperoxide precursor of leukotrienes. The first step of biosynthesis of leukotrienes is conversion of arachidonic acid into 5(S)-hydroperoxy-6,8,11,14-(E,Z,Z,Z)-eicosatetraenoic acid [5(S)-HpETE] by 5- lipoxygenases (5-LOX). Lipid hydroperoxides undergo homolytic decomposition into bifunctional electrophiles, which react with DNA bases to form DNA adducts. 5-LOX, the enzyme responsible for the formation of 5(S)-HpETE in vivo, is expressed primarily in leukocytes, including monocytes and macrophages. (PMID: 15777099)	71774-08-8	Solid	CCCCC\C=C/C\C=C/C\C=C/C=C/[C@H](CCCC(O)=O)OO	C20H32O4	InChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(24-23)17-15-18-20(21)22/h6-7,9-10,12-14,16,19,23H,2-5,8,11,15,17-18H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-14+/t19-/m1/s1	JNUUNUQHXIOFDA-JGKLHWIESA-N	336.2300595			MMDBc0029584
BASm0017301	Diadenosine tetraphosphate	Diadenosine tetraphosphate (AP4A) is a diadenosine polyphosphate. APnAs isolated substances are Ap3A, Ap4A, Ap5A, and Ap6A. The APnAs were discovered in the mid-sixties in the course of studies on aminoacyl-tRNA synthetases (aaRS). APnAs have emerged as intracellular and extracellular signalling molecules implicated in the maintenance and regulation of vital cellular functions and become considered as second messengers. It is an intermediate of purine metabolism pathway.	5542-28-9	Solid	NC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)N4C=NC5=C(N)N=CN=C45)[C@@H](O)[C@H]3O)C2=NC=N1	C20H28N10O19P4	InChI=1S/C20H28N10O19P4/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(45-19)1-43-50(35,36)47-52(39,40)49-53(41,42)48-51(37,38)44-2-8-12(32)14(34)20(46-8)30-6-28-10-16(22)24-4-26-18(10)30/h3-8,11-14,19-20,31-34H,1-2H2,(H,35,36)(H,37,38)(H,39,40)(H,41,42)(H2,21,23,25)(H2,22,24,26)/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1	YOAHKNVSNCMZGQ-XPWFQUROSA-N	836.0482648			MMDBc0029591
BASm0017302	L-Glutamic acid 5-phosphate	L-Glutamic acid 5-phosphate is an intermediate in the urea cycle and metabolism of amino groups, a substrate of aldehyde dehydrogenase 18 family, member A1 [EC:2.7.2.11 1.2.1.41] (KEGG) 	13254-53-0	Solid	N[C@@H](CCC(=O)OP(O)(O)=O)C(O)=O	C5H10NO7P	InChI=1S/C5H10NO7P/c6-3(5(8)9)1-2-4(7)13-14(10,11)12/h3H,1-2,6H2,(H,8,9)(H2,10,11,12)/t3-/m0/s1	PJRXVIJAERNUIP-VKHMYHEASA-N	227.0194882			MMDBc0029595
BASm0017303	5-Aminoimidazole ribonucleotide	5-aminoimidazole ribonucleotide (AIR),  is an intermediate of purine nucleotide biosynthesis, the precursor to 4-amino-2-methyl-5-hydroxymethylpyrimidine (HMP), the first product of the pyrimidine biosynthesis in a reaction mediated by the enzyme HMP-P kinase (ThiD). HMP is a precursor of thiamin phosphate (TMP), and subsequently to thiamin pyrophosphate (TPP), an essential cofactor in all living systems that plays a central role in metabolism. (PMID: 15326535) 5-Aminoimidazole ribonucleotide is a substrate for Scaffold attachment factor B2, Multifunctional protein ADE2, Serine/threonine-protein kinase Chk1, Vinexin, Trifunctional purine biosynthetic protein adenosine-3, Antileukoproteinase 1 and Scaffold attachment factor B.	25635-88-5	Solid	NC1=CN=CN1[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O	C8H14N3O7P	InChI=1S/C8H14N3O7P/c9-5-1-10-3-11(5)8-7(13)6(12)4(18-8)2-17-19(14,15)16/h1,3-4,6-8,12-13H,2,9H2,(H2,14,15,16)/t4-,6-,7-,8-/m1/s1	PDACUKOKVHBVHJ-XVFCMESISA-N	295.0569363			MMDBc0029597
BASm0017304	Glyceric acid 1,3-biphosphate	1,3-Bisphosphogylcerate (1,3BPG), also known as PGAP, is a 3-carbon organic molecule present in most, if not all living creatures. It primarily exists as a metabolic intermediate in glycolysis during respiration.  	1981-49-3	Solid		C3H8O10P2		LJQLQCAXBUHEAZ-UHFFFAOYNA-N	265.9592705			MMDBc0029603
BASm0017305	Propionyl-CoA	Propionyl-CoA is an intermediate in the metabolism of propanoate. Propionyl-CoA is a substrate for acetyl-CoA synthetase, propionyl-CoA synthetase and 2-methylcitrate synthase. It is also involved in beta-alanine metabolism, Valine, leucine abd isoleucine degradation and C5-branched dibasic acid metabolism pathways.	317-66-8	Solid	[H]C(O)(C(O)=NCCC(O)=NCCSC(=O)CC)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O	C24H40N7O17P3S	InChI=1S/C24H40N7O17P3S/c1-4-15(33)52-8-7-26-14(32)5-6-27-22(36)19(35)24(2,3)10-45-51(42,43)48-50(40,41)44-9-13-18(47-49(37,38)39)17(34)23(46-13)31-12-30-16-20(25)28-11-29-21(16)31/h11-13,17-19,23,34-35H,4-10H2,1-3H3,(H,26,32)(H,27,36)(H,40,41)(H,42,43)(H2,25,28,29)(H2,37,38,39)/t13-,17-,18-,19?,23-/m1/s1	QAQREVBBADEHPA-UXYNFSPESA-N	823.1414231			MMDBc0029606
BASm0017306	2,3-Diphosphoglyceric acid	2,3-Bisphosphoglycerate (2,3-BPG, also known as 2,3-diphosphoglycerate or 2,3-DPG) is a three carbon isomer of the glycolytic intermediate 1,3-bisphosphoglycerate. Its function was discovered in 1967 by Reinhold Benesch and Ruth Benesch. It is an intermediate of glycolysis/gluconeogenesis pathway.	138-81-8	Solid	OC(=O)[C@@H](COP(O)(O)=O)OP(O)(O)=O	C3H8O10P2	InChI=1S/C3H8O10P2/c4-3(5)2(13-15(9,10)11)1-12-14(6,7)8/h2H,1H2,(H,4,5)(H2,6,7,8)(H2,9,10,11)/t2-/m1/s1	XOHUEYCVLUUEJJ-UWTATZPHSA-N	265.9592695			MMDBc0029610
BASm0017307	L-D-1-Pyrroline-5-carboxylic acid	(S)-1-Pyrroline-5-carboxylate Pyrroline 5-carboxylate is an enamine or an imino acid that forms on spontaneous dehydration of  L-glutamate &#947;-semialdehyde  in aqueous solutions. The stereoisomer (S)-1-Pyrroline-5-carboxylate is an intermediate in glutamate metabolism, in arginine degradation and in proline biosynthesis and degradation and it can be converted to or be formed from the three amino acids L-glutamate, L-ornithine and L-proline. In particular, it is synthesized with the oxidation of proline by pyrroline-5-carboxylate reductase 1 (EC 1.5.1.2, PYCR1) or by proline dehydrogenase (EC 1.5.99.8, PRODH) and it is hydrolyzed to L-glutamate by delta-1-pyrroline-5-carboxylate dehydrogenase (EC 1.5.1.12, ALDH4A1). It is also one of the few metabolites that can be a precursor to other metabolites of both the urea cycle  and the tricarboxylic acid (TCA) cycle.	2906-39-0	Solid	OC(=O)C1CCC=N1	C5H7NO2	InChI=1S/C5H7NO2/c7-5(8)4-2-1-3-6-4/h3-4H,1-2H2,(H,7,8)	DWAKNKKXGALPNW-UHFFFAOYSA-N	113.0476785			MMDBc0029611
BASm0017308	5'-Phosphoribosyl-N-formylglycineamide	5'-Phosphoribosyl-N-formylglycineamide (also known as FGAR or N-Formyl-GAR) is a substrate for Phosphoribosylformylglycinamidine synthase. It is involved in aminoimidazole ribonucleotide biosynthesis and plays a vital role in purine metabolism as well as the conversion of glutamine to glutamate. 5'-Phosphoribosyl-N-formylglycineamide is described as a glycinamide ribonucleotide having a phosphate group at the 5-position and a formyl group on the glycine nitrogen.		Expected Solid	O[C@H]1[C@@H](O)[C@H](NC(=O)CNC=O)O[C@@H]1COP(O)(O)=O	C8H15N2O9P	InChI=1S/C8H15N2O9P/c11-3-9-1-5(12)10-8-7(14)6(13)4(19-8)2-18-20(15,16)17/h3-4,6-8,13-14H,1-2H2,(H,9,11)(H,10,12)(H2,15,16,17)/t4-,6-,7-,8-/m1/s1	VDXLUNDMVKSKHO-XVFCMESISA-N	314.0515166			MMDBc0029613
BASm0017309	D-Myo-inositol 4-phosphate	D-Myo-inositol 4-phosphate is a substrate for Inositol monophosphatase, Inositol polyphosphate 1-phosphatase and Inositol monophosphatase 2.	46495-39-0	Solid	[H]C1(O)[C@]([H])(O)[C@]([H])(O)C([H])(OP(O)(O)=O)[C@]([H])(O)[C@@]1([H])O	C6H13O9P	InChI=1S/C6H13O9P/c7-1-2(8)4(10)6(5(11)3(1)9)15-16(12,13)14/h1-11H,(H2,12,13,14)/t1?,2-,3-,4-,5+,6?/m0/s1	INAPMGSXUVUWAF-GFWFORPUSA-N	260.0297185			MMDBc0029614
BASm0017310	dTDP-D-Glucose	dTDP-D-glucose is a member of the chemical class known as Pyrimidine Nucleotide Sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group.  dTDP-D-glucose is a key metabolite in prokaryotes as a precursor for a large number of modified deoxysugars, and these deoxysugars are a major part of various antibiotics, ranging from glycosides to macrolides. (PMID 18051285)	2196-62-5	Expected Solid	CC1=CN([C@H]2C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OC3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)O2)C(=O)NC1=O	C16H26N2O16P2	InChI=1S/C16H26N2O16P2/c1-6-3-18(16(25)17-14(6)24)10-2-7(20)9(31-10)5-30-35(26,27)34-36(28,29)33-15-13(23)12(22)11(21)8(4-19)32-15/h3,7-13,15,19-23H,2,4-5H2,1H3,(H,26,27)(H,28,29)(H,17,24,25)/t7-,8+,9+,10+,11+,12-,13+,15?/m0/s1	YSYKRGRSMLTJNL-KFQCIAAJSA-N	564.0757558			MMDBc0029618
BASm0017311	Adenylsuccinic acid	Adenylsuccinic acid is a substrate of the enzyme adenylosuccinase (EC 4.3.2.2) in purine metabolism pathway. It is converted from IMP by adenylosuccinate synthetase (EC:6.3.4.4). In alanine, aspartate and glutamate metabolism pathway, it is converted from L-aspartate and a product of adenylosuccinate synthetase. (KEGG).	19046-78-7	Solid	O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=CN=C2NC(CC(O)=O)C(O)=O	C14H18N5O11P	InChI=1S/C14H18N5O11P/c20-7(21)1-5(14(24)25)18-11-8-12(16-3-15-11)19(4-17-8)13-10(23)9(22)6(30-13)2-29-31(26,27)28/h3-6,9-10,13,22-23H,1-2H2,(H,20,21)(H,24,25)(H,15,16,18)(H2,26,27,28)/t5?,6-,9-,10-,13-/m1/s1	OFBHPPMPBOJXRT-DPXQIYNJSA-N	463.074043			MMDBc0029619
BASm0017312	Palmityl-CoA	Palmityl-CoA is fatty acid coenzyme derivative which plays a key role in fatty acid oxidation and biosynthesis.	1763-10-6	Solid	CCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C37H66N7O17P3S	InChI=1S/C37H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(46)65-21-20-39-27(45)18-19-40-35(49)32(48)37(2,3)23-58-64(55,56)61-63(53,54)57-22-26-31(60-62(50,51)52)30(47)36(59-26)44-25-43-29-33(38)41-24-42-34(29)44/h24-26,30-32,36,47-48H,4-23H2,1-3H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)/t26-,30-,31-,32?,36-/m1/s1	MNBKLUUYKPBKDU-TZIIWEFPSA-N	1005.344874			MMDBc0029621
BASm0017313	GDP-4-Dehydro-6-deoxy-D-mannose	GDP-4-Dehydro-6-deoxy-D-mannose is an intermediate in fructose and mannose metabolism. GDP-4-Dehydro-6-deoxy-D-mannose is generated by GDP-D-mannose-4,6-dehydratase (GMD). This compound is then converted by the FX protein (GDP-4-keto-6-D-deoxymannose epimerase/GDP-4-keto-6-L-galactose reductase) to GDP-L-fucose. (PMID: 11698403). It is also involved in amino sugar and nucleotide sugar metabolism. (KEGG)	18186-48-6	Solid	[H][C@]1(COP(O)(=O)OP(O)(=O)O[C@@]2([H])O[C@]([H])(C)C(=O)[C@]([H])(O)[C@]2([H])O)O[C@@]([H])(N2C=NC3=C2NC(=N)N=C3O)[C@]([H])(O)[C@]1([H])O	C16H23N5O15P2	InChI=1S/C16H23N5O15P2/c1-4-7(22)9(24)11(26)15(33-4)35-38(30,31)36-37(28,29)32-2-5-8(23)10(25)14(34-5)21-3-18-6-12(21)19-16(17)20-13(6)27/h3-5,8-11,14-15,23-26H,2H2,1H3,(H,28,29)(H,30,31)(H3,17,19,20,27)/t4-,5-,8-,9+,10-,11+,14-,15-/m1/s1	PNHLMHWWFOPQLK-BKUUWRAGSA-N	587.0665881			MMDBc0029625
BASm0017314	Selenium	Selenium salts are toxic in large amounts, but trace amounts of the element are necessary for cellular function in most. From about three billion years ago, prokaryotic selenoprotein families drive selenocysteine evolution. Selenium is incorporated into several prokaryotic selenoprotein families in bacteria, archaea and eukaryotes as selenocysteine, where selenoprotein peroxiredoxins protect bacterial and eukaryotic cells against oxidative damage.  Selenium is an intermediate of selenoamino acid metabolism. (Wikipedia)	7782-49-2	Solid	[Se++]	Se	InChI=1S/Se/q+2	MFSBVGSNNPNWMD-UHFFFAOYSA-N	79.91652183			MMDBc0029627
BASm0017315	Hydroxypyruvic acid	Hydroxypyruvic acid is an intermediate in the metabolism of Glycine, serine and threonine. It is a substrate for Serine--pyruvate aminotransferase and Glyoxylate reductase/hydroxypyruvate reductase.	1113-60-6	Solid	OCC(=O)C(O)=O	C3H4O4	InChI=1S/C3H4O4/c4-1-2(5)3(6)7/h4H,1H2,(H,6,7)	HHDDCCUIIUWNGJ-UHFFFAOYSA-N	104.0109586			MMDBc0029629
BASm0017316	5,10-Methylene-THF	5,10-Methylene-THF is an intermediate in the metabolism of methane and the metabolism of nitrogen. 5,10-Methylenetetrahydrofolate (5,10-CH2-THF) is the substrate used by the enzyme methylenetetrahydrofolate reductase (MTHFR) to generate 5-methyltetrahydrofolate (5-MTHF, or levomefolic acid). 5,10-CH2-THF can also be used as a coenzyme in the biosynthesis of thymidine. More specifically it is the C1-donor in the reactions catalyzed by thymidylate synthase and thymidylate synthase (FAD). It also acts as a coenzyme in the synthesis of serine from glycine via the enzyme serine hydroxymethyl transferase. Methylenetetrahydrofolate reductase catalyzes the conversion of 5,10-methylenetetrahydrofolate to 5-methyltetrahydrofolate, a cosubstrate for homocysteine remethylation to methionine. 	31690-11-6	Solid	[H][C@@]12CN(CN1C1=C(NC2)N=C(N)NC1=O)C1=CC=C(C=C1)C(=O)NC(CCC(O)=O)C(O)=O	C20H23N7O6	InChI=1S/C20H23N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,12-13H,5-9H2,(H,23,30)(H,28,29)(H,32,33)(H4,21,22,24,25,31)/t12-,13?/m1/s1	QYNUQALWYRSVHF-PZORYLMUSA-N	457.1709815			MMDBc0029630
BASm0017317	Purine	Purine is a member of the chemical class known as Purines and Purine Derivatives. These are aromatic heterocyclic compounds containing a purine moiety, which is formed a pyrimidine-ring ring fused to an imidazole ring.   A purine is a heterocyclic aromatic organic compound, consisting of a pyrimidine ring fused to an imidazole ring. Purines, including substituted purines and their tautomers, are the most widely distributed kind of nitrogen-containing heterocycle in nature. Purines and pyrimidines make up the two groups of nitrogenous bases, including the two groups of nucleotide bases. Two of the four deoxyribonucleotides and two of the four ribonucleotides, the respective building-blocks of DNA and RNA, are purines. Purine is invovled in microbial metabolism in diverse environments.	120-73-0	Solid	N1C=NC2=C1C=NC=N2	C5H4N4	InChI=1S/C5H4N4/c1-4-5(8-2-6-1)9-3-7-4/h1-3H,(H,6,7,8,9)	KDCGOANMDULRCW-UHFFFAOYSA-N	120.0435961			MMDBc0029631
BASm0017318	3-Mercaptopyruvic acid	3-Mercaptopyruvic acid is an intermediate in the metabolism of Cysteine and the production of hydrogen sulfide. It is a substrate for3-mercaptopyruvate sulfurtransferase which catalyzes the following reaction:  H+ + 3-Mercaptopyruvic acid <=> Pyruvic acid + Hydrogen sulfide.	2464-23-5	Solid	OC(=O)C(=O)CS	C3H4O3S	InChI=1S/C3H4O3S/c4-2(1-7)3(5)6/h7H,1H2,(H,5,6)	OJOLFAIGOXZBCI-UHFFFAOYSA-N	119.9881147			MMDBc0029633
BASm0017319	Pyrroline hydroxycarboxylic acid	Pyrroline hydroxycarboxylic acid is an intermediate in arginine and proline metabolism. It is converted to trans-4-hydroxy-L-proline via pyrroline-5-carboxylate reductase, and to L-erythro-4-Hydroxyglutamate via delta-1-pyrroline-5-carboxylate dehydrogenase. (KEGG)	22573-88-2	Solid		C5H7NO3		WFOFKRKDDKGRIK-UHFFFAOYNA-N	129.0425931			MMDBc0029634
BASm0017320	GDP-4-Dehydro-6-L-deoxygalactose	GDP-4-dehydro-6-L-deoxygalactose is a member of the chemical class known as Purine Nucleotide Sugars. These are purine nucleotides bound to a saccharide derivative through the terminal phosphate group.  GDP-6-deoxy-D-talose biosynthetic pathway involve the enzyme GDP-4-keto-6-deoxy-D-mannose-3-dehydratase, which catalyzes the third step in colitose production, which is the removal of the hydroxyl group at C3' of GDP-4-keto-6-deoxymannose. (PMID 16943443)		Expected Solid	C[C@@H]1OC(OP(O)(=O)OP(O)(=O)OCC2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=C(N)NC3=O)[C@@H](O)[C@H](O)C1=O	C16H23N5O15P2	InChI=1S/C16H23N5O15P2/c1-4-7(22)9(24)11(26)15(33-4)35-38(30,31)36-37(28,29)32-2-5-8(23)10(25)14(34-5)21-3-18-6-12(21)19-16(17)20-13(6)27/h3-5,8-11,14-15,23-26H,2H2,1H3,(H,28,29)(H,30,31)(H3,17,19,20,27)/t4-,5?,8+,9+,10+,11-,14+,15?/m0/s1	PNHLMHWWFOPQLK-GTXIGXBOSA-N	587.0665881			MMDBc0029639
BASm0017321	4,6-Dideoxy-4-oxo-dTDP-D-glucose	4,6-Dideoxy-4-oxo-dTDP-D-glucose is a product of the enzyme TDP-glucose 4,6-dehydratase [EC:4.2.1.46] in the Nucleotide sugars metabolism (KEGG) 		Solid	C[C@H]1OC(OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H](C[C@@H]2O)N2C=C(C)C(=O)NC2=O)[C@H](O)[C@@H](O)C1=O	C16H24N2O15P2	InChI=1S/C16H24N2O15P2/c1-6-4-18(16(24)17-14(6)23)10-3-8(19)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)12(21)11(20)7(2)30-15/h4,7-10,12-13,15,19,21-22H,3,5H2,1-2H3,(H,25,26)(H,27,28)(H,17,23,24)/t7-,8+,9-,10-,12+,13-,15?/m1/s1	PSXWNITXWWECNY-SRPWTXKTSA-N	546.0651911			MMDBc0029641
BASm0017322	3-Sulfinylpyruvic acid	3-Sulfinylpyruvic acid is found in E.coli's cysteine amd methionine metobolic pathway. It is the deaminated form of Cysteine sulfinic acid (PMID: 3925121), which subsequently spontaneously reacts to form pyruvate while releasing sulfur dioxide. It is the byproduct of oxidoreductases (EC 1.4.1.-), and aspartate transaminase (EC 2.6.1.1).		Solid	OS(=O)CC(=O)C([O-])=O	C3H3O5S	InChI=1S/C3H4O5S/c4-2(3(5)6)1-9(7)8/h1H2,(H,5,6)(H,7,8)/p-1	JXYLQEMXCAAMOL-UHFFFAOYSA-M	150.9701189			MMDBc0029644
BASm0017323	Pantetheine 4'-phosphate	Pantetheine 4'-phosphate is a metabolite in the pantothenate and coenzyme A biosynthesis pathway.  It can be generated from pantatheine (via pantothenate kinase 1) or R-4'-phospho-pantothenoyl-L-cysteine (via phosphopantothenoylcysteine decarboxylase) or dephospho-CoA (via 4'-phosphopantetheine adenylyl-transferase and ectonucleotide pyrophosphatase). The conversion of pantetheine 4'-phosphate (4'-PP) to dephospho-CoA, is catalyzed by 4'-phosphopantetheine adenylyl-transferase. It has been identified as an essential cofactor in in the biosynthesis of fatty acids, polyketides, depsipeptides, peptides, and compounds derived from both carboxylic and amino acid precursors.  In particular it is a key prosthetic group of acyl carrier protein (ACP) and peptidyl carrier proteins (PCP) and aryl carrier proteins (ArCP) derived from Coenzyme A. Phosphopantetheine fulfils two demands. Firstly, the intermediates remain covalently linked to the synthases (or synthetases) in an energy-rich thiol ester linkage. Secondly, the flexibility and length of phosphopantetheine chain (approximately 2 nm) allows the covalently tethered intermediates to have access to spatially distinct enzyme active sites. 	2226-71-3	Solid	CC(C)(COP(O)(O)=O)[C@@H](O)C(=O)NCCC(=O)NCCS	C11H23N2O7PS	InChI=1S/C11H23N2O7PS/c1-11(2,7-20-21(17,18)19)9(15)10(16)13-4-3-8(14)12-5-6-22/h9,15,22H,3-7H2,1-2H3,(H,12,14)(H,13,16)(H2,17,18,19)/t9-/m0/s1	JDMUPRLRUUMCTL-VIFPVBQESA-N	358.0963583			MMDBc0029647
BASm0017324	Coenzyme A	Coenzyme A (CoA, CoASH, or HSCoA) is a coenzyme, notable for its role in the synthesis and oxidization of fatty acids, and the oxidation of pyruvate in the citric acid cycle. It is adapted from beta-mercaptoethylamine, panthothenate and adenosine triphosphate. Acetyl-CoA is an important molecule itself. It is the precursor to HMG CoA, which is a vital component in cholesterol and ketone synthesis. Furthermore, it contributes an acetyl group to choline to produce acetylcholine, in a reaction catalysed by choline acetyltransferase. Its main task is conveying the carbon atoms within the acetyl group to the citric acid cycle to be oxidized for energy production. -- Wikipedia	85-61-0	Solid	[H]C(O)(C(O)=NCCC(O)=NCCS)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O	C21H36N7O16P3S	InChI=1S/C21H36N7O16P3S/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-48)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-31,48H,3-8H2,1-2H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35)/t11-,14-,15-,16?,20-/m1/s1	RGJOEKWQDUBAIZ-DRCCLKDXSA-N	767.1152084			MMDBc0029649
BASm0017325	D-Mannose 1-phosphate	D-Mannose 1-phosphate is a normal metabolite intermediate in the Fructose and mannose metabolism, and substrate of phosphomannomutase 1 (PMM, EC: 5.4.2.8), an enzyme necessary for the synthesis of GDP-mannose. PMM converts mannose 6-phosphate to mannose-1-phosphate, which is required for the synthesis of GDP-mannose, a substrate for dolichol-linked oligosaccharide synthesis.	27251-84-9	Solid	OC[C@H]1OC(OP(O)(O)=O)[C@@H](O)[C@@H](O)[C@@H]1O	C6H13O9P	InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5+,6?/m1/s1	HXXFSFRBOHSIMQ-QTVWNMPRSA-N	260.0297185			MMDBc0029651
BASm0017326	Undecaprenyl diphosphate	Undecaprenyl diphosphate belongs to the class of Polyprenyl Phosphates. These are prenol lipids in which the phosphate group is linked to one end of the polyprenol moiety. (inferred from compound structure)C55-isoprenyl pyrophosphate (undecaprenyl pyrophosphate) is an essential molecule involved in construction of the bacterial peptidoglycan cell wall. (WikiPedia)	23-13-2	Expected Solid	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O	C55H92O7P2	InChI=1S/C55H92O7P2/c1-45(2)23-13-24-46(3)25-14-26-47(4)27-15-28-48(5)29-16-30-49(6)31-17-32-50(7)33-18-34-51(8)35-19-36-52(9)37-20-38-53(10)39-21-40-54(11)41-22-42-55(12)43-44-61-64(59,60)62-63(56,57)58/h23,25,27,29,31,33,35,37,39,41,43H,13-22,24,26,28,30,32,34,36,38,40,42,44H2,1-12H3,(H,59,60)(H2,56,57,58)/b46-25+,47-27+,48-29+,49-31+,50-33+,51-35+,52-37+,53-39+,54-41+,55-43+	NTXGVHCCXVHYCL-RDQGWRCRSA-N	926.6318283			MMDBc0029656
BASm0017327	3-Methylcrotonyl-CoA	3-Methylcrotonyl-CoA is an essential  metabolite for leucine metabolism.	793193-48-3	Solid	[H]C(O)(C(O)=NCCC(O)=NCCSC(=O)C=C(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O	C26H42N7O17P3S	InChI=1S/C26H42N7O17P3S/c1-14(2)9-17(35)54-8-7-28-16(34)5-6-29-24(38)21(37)26(3,4)11-47-53(44,45)50-52(42,43)46-10-15-20(49-51(39,40)41)19(36)25(48-15)33-13-32-18-22(27)30-12-31-23(18)33/h9,12-13,15,19-21,25,36-37H,5-8,10-11H2,1-4H3,(H,28,34)(H,29,38)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/t15-,19-,20-,21?,25-/m1/s1	BXIPALATIYNHJN-TVCSPYKZSA-N	849.1570732			MMDBc0029661
BASm0017328	AICAR	AICAR (5-amino-4-carboxamide imidazole riboside 5'-phosphate), is  a by-product of histidine biosynthesis, and its (ribo)triphosphate derivative, ZTP, has been detected in E. coli. It is also an intermediate in the generation of inosine monophosphate. The purH gene product catalyzes the conversion of 5-aminoimidazole-4-carboxamide ribonucleotide (AICAR) to 5-form-aminoimidazole-4-carboxamide ribonucleotide (FAICAR) and inosine.	3031-94-5	Solid	NC(=O)C1=C(N)N(C=N1)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O	C9H15N4O8P	InChI=1S/C9H15N4O8P/c10-7-4(8(11)16)12-2-13(7)9-6(15)5(14)3(21-9)1-20-22(17,18)19/h2-3,5-6,9,14-15H,1,10H2,(H2,11,16)(H2,17,18,19)/t3-,5-,6-,9-/m1/s1	NOTGFIUVDGNKRI-UUOKFMHZSA-N	338.06275			MMDBc0029664
BASm0017329	Glycineamideribotide	Glycinamidoribotide conversion to N-formylglycinamide ribonucleotide is the third reaction of the de novo purine biosynthesis, a reaction catalyzed by the enzyme glycinamide ribonucleotide transformylase (EC 2.1.2.2). Glycinamide ribonucleotide (GAR) synthetase catalyzes the conversion of phosphoribosylamine, glycine, and MgATP to glycinamide ribonucleotide. (PMID: 2182115)	10074-18-7	Solid	NCC(=O)N[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O	C7H15N2O8P	InChI=1S/C7H15N2O8P/c8-1-4(10)9-7-6(12)5(11)3(17-7)2-16-18(13,14)15/h3,5-7,11-12H,1-2,8H2,(H,9,10)(H2,13,14,15)/t3-,5-,6-,7-/m1/s1	OBQMLSFOUZUIOB-SHUUEZRQSA-N	286.056602			MMDBc0029672
BASm0017330	Tetrahydrofolic acid	Tetrahydrofolate is a soluble coenzyme (vitamin B9) that is synthesized de novo by plants and microorganisms, and absorbed from the diet by animals. It is composed of three distinct parts: a pterin ring, a p-ABA (p-aminobenzoic acid) and a polyglutamate chain with a number of residues varying between 1 and 8. Only the tetra-reduced form of the molecule serves as a coenzyme for C1 transfer reactions. In biological systems, the C1-units exist under various oxidation states and the different tetrahydrofolate derivatives constitute a family of related molecules named indistinctly under the generic term folate. (PMID 16042593)	135-16-0	Solid	NC1=NC(=O)C2=C(NC[C@H](CNC3=CC=C(C=C3)C(=O)NC(CCC(O)=O)C(O)=O)N2)N1	C19H23N7O6	InChI=1S/C19H23N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,11-12,21,23H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/t11-,12?/m0/s1	MSTNYGQPCMXVAQ-PXYINDEMSA-N	445.1709815			MMDBc0029674
BASm0017331	Ureidoisobutyric acid	Beta-ureidoisobutyrate is an intermediate of pyrimidine metabolism. It is converted from and to dihydrothymine by d-phenylhydantoinase. (KEGG)	2905-86-4	Solid	CC(CNC(N)=O)C(O)=O	C5H10N2O3	InChI=1S/C5H10N2O3/c1-3(4(8)9)2-7-5(6)10/h3H,2H2,1H3,(H,8,9)(H3,6,7,10)	PHENTZNALBMCQD-UHFFFAOYSA-N	146.0691422			MMDBc0029677
BASm0017332	D-Ribose-5-phosphate	D-ribose-5-phosphate is a member of the chemical class known as Pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms.  Ribose 5-phosphate is both a product and an intermediate of the pentose phosphate pathway. The last step of the oxidative reactions in the pentose phosphate pathway is the production of ribulose-5-phosphate. Ribulose-5-phosphate can reversibly isomerize to ribose-5-phosphate. Ribulose-5-phosphate can alternatively undergo a series of isomerizations as well as transaldolations and transketolations that result in the production of other pentoses phosphates as well as fructose 6-phosphate and glyceraldehyde-3-phosphate (both intermediates in glycolysis). The enzyme ribose-phosphate diphosphokinase converts ribose-5-phosphate into phosphoribosyl pyrophosphate. (WikiPedia)↵	4151-19-3	Expected Solid	OC1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O	C5H11O8P	InChI=1S/C5H11O8P/c6-3-2(1-12-14(9,10)11)13-5(8)4(3)7/h2-8H,1H2,(H2,9,10,11)/t2-,3-,4-,5?/m1/s1	KTVPXOYAKDPRHY-SOOFDHNKSA-N	230.0191538			MMDBc0029678
BASm0017333	Tiglyl-CoA	Tiglyl-CoA is a metabolite in the degradation of isoleucine to propionic acid pathway. It is a substrate of enoyl-CoA hydratase-isomerase [EC:4.2.1.17] and converted to (2S,3S)-3-Hydroxy-2-methylbutanoyl-CoA.		Solid	[H]\C(C)=C(\C)C(=O)SCCN=C(O)CCN=C(O)C([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O	C26H42N7O17P3S	InChI=1S/C26H42N7O17P3S/c1-5-14(2)25(38)54-9-8-28-16(34)6-7-29-23(37)20(36)26(3,4)11-47-53(44,45)50-52(42,43)46-10-15-19(49-51(39,40)41)18(35)24(48-15)33-13-32-17-21(27)30-12-31-22(17)33/h5,12-13,15,18-20,24,35-36H,6-11H2,1-4H3,(H,28,34)(H,29,37)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/b14-5+/t15-,18-,19-,20?,24-/m1/s1	PMWATMXOQQZNBX-APMDNKNFSA-N	849.1570732			MMDBc0029679
BASm0017334	Pyrazinic acid	Pyrazinic acid is a member of the chemical class known as Pyrazines. These are compounds containing a pyrazine ring, which is a six-member aromatic heterocycle, that consists of two nitrogen atoms (at positions 1 and 4) and four carbon atoms.  Pyrazinamide (PZA), an analog of nicotinamide, is a prodrug that requires conversion to the bactericidal compound pyrazinoic acid (POA) by the bacterial pyrazinamidase (PZase) activity of nicotinamidase to show activity against Mycobacterium tuberculosis. (PMID 10049264)	98-97-5	Solid	OC(=O)C1=CN=CC=N1	C5H4N2O2	InChI=1S/C5H4N2O2/c8-5(9)4-3-6-1-2-7-4/h1-3H,(H,8,9)	NIPZZXUFJPQHNH-UHFFFAOYSA-N	124.0272774			MMDBc0029680
BASm0017335	(S)-Methylmalonic acid semialdehyde	Methylmalonic semialdehyde is a metabolite in valine catabolism, inositol metabolism and propanoate metabolism. Methylmalonate-semialdehyde dehydrogenase (MMSDH) catalyses the NAD+ and coenzyme A-dependent conversion of methylmalonate semialdehyde to propionyl-CoA in the distal region of the L-valine catabolic pathway.  Direct enzymatic assay of MMSDH is difficult since the substrate, methylmalonate semialdehyde, is both commercially unavailable and notoriously unstable as a b-keto acid. (PMID: 10947204)	99043-16-0	Solid	[H][C@](C)(C=O)C(O)=O	C4H6O3	InChI=1S/C4H6O3/c1-3(2-5)4(6)7/h2-3H,1H3,(H,6,7)/t3-/m0/s1	VOKUMXABRRXHAR-VKHMYHEASA-N	102.0316941			MMDBc0029689
BASm0017336	Acrylyl-CoA	Acrylyl-CoA is involved in alternative pathways of propionate metabolism.	5776-58-9	Solid	CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12)C(O)C(=O)NCCC(=O)NCCSC(=O)C=C	C24H38N7O17P3S	InChI=1S/C24H38N7O17P3S/c1-4-15(33)52-8-7-26-14(32)5-6-27-22(36)19(35)24(2,3)10-45-51(42,43)48-50(40,41)44-9-13-18(47-49(37,38)39)17(34)23(46-13)31-12-30-16-20(25)28-11-29-21(16)31/h4,11-13,17-19,23,34-35H,1,5-10H2,2-3H3,(H,26,32)(H,27,36)(H,40,41)(H,42,43)(H2,25,28,29)(H2,37,38,39)/t13-,17-,18-,19?,23-/m1/s1	POODSGUMUCVRTR-UXYNFSPESA-N	821.1257731			MMDBc0029693
BASm0017337	Thiamine monophosphate	Thiamine dihydrogen phosphate ester. The monophosphate ester of thiamine. Synonyms: monophosphothiamine; vitamin B1 monophosphate. -- Pubchem	495-23-8	Solid	CC1=C(CCOP(O)([O-])=O)SC=[N+]1CC1=CN=C(C)N=C1N	C12H17N4O4PS	InChI=1S/C12H17N4O4PS/c1-8-11(3-4-20-21(17,18)19)22-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7H,3-4,6H2,1-2H3,(H3-,13,14,15,17,18,19)	HZSAJDVWZRBGIF-UHFFFAOYSA-N	344.0708123			MMDBc0029696
BASm0017338	Lactaldehyde	L-lactaldehyde is an intermediate metabolite in the pyruvate metabolism pathway.   L-lactaldehyde is irreversibly produced from pyruvaldehyde via the enzyme aldehyde reductase (EC:1.1.1.21) which is then irreversibly converted to propylene glycol via aldehyde reductase (EC:1.1.1.21).  	598-35-6	Solid	CC(O)C=O	C3H6O2	InChI=1S/C3H6O2/c1-3(5)2-4/h2-3,5H,1H3	BSABBBMNWQWLLU-UHFFFAOYSA-N	74.03677943			MMDBc0029703
BASm0017339	2-Deoxyglucose	2-Deoxyglucose is a glucose molecule that has the 2-hydroxyl group replaced by hydrogen, so that it cannot undergo further glycolysis. It can be used as a glycolysis inhibitor. 2-deoxyglucose is taken up by E. coli and is phosphorylated to 2-deoxyglucose-6P. Glucosamine, mannose and 2-deoxyglucose enter Escherichia coli by the component of the phosphotransferase system coded for by the gene ptsM. 2-Deoxyglucose is an unnatural glucose analog and is not considered a natural E. coli substrate or metabolite. 2-Deoxyglucose is a relatively rare yet natural monosaccharide that can be made from D-glucose, D-aminoglucose and a variety of amino-polysaccharides.	154-17-6	Solid	OC[C@@H](O)[C@@H](O)[C@H](O)CC=O	C6H12O5	InChI=1S/C6H12O5/c7-2-1-4(9)6(11)5(10)3-8/h2,4-6,8-11H,1,3H2/t4-,5-,6+/m1/s1	VRYALKFFQXWPIH-PBXRRBTRSA-N	164.0684735			MMDBc0029704
BASm0017340	Heme	Heme B or haem B (also known as protoheme IX) is the most abundant heme in nature. E. coli is known to produce 4 different hemes: protoheme IX (heme B), heme C, heme D, and siroheme. A heme or haem is a prosthetic group that consists of an iron atom contained in the center of a large heterocyclic organic ring called a porphyrin. Not all porphyrins contain iron, but a substantial fraction of porphyrin-containing metalloproteins have heme as their prosthetic subunit; these are known as hemoproteins. Generally, heme B is attached to the surrounding protein matrix (known as the apoprotein) through a single coordination bond between the heme iron and an amino-acid side-chain. When oxygen is bound the iron becomes hexacoordinated. Since the iron in heme B containing proteins is bound to the four nitrogens of the porphyrin (forming a plane) and a single electron donating atom of the protein, the iron is often in a pentacoordinate state.	14875-96-8	Solid	CC1=C(CCC(O)=O)C2=CC3=[N+]4C(=CC5=C(C=C)C(C)=C6C=C7C(C=C)=C(C)C8=[N+]7[Fe@]4(N2C1=C8)N56)C(C)=C3CCC(O)=O	C34H32FeN4O4	InChI=1S/C34H34N4O4.Fe/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25;/h7-8,13-16H,1-2,9-12H2,3-6H3,(H4,35,36,37,38,39,40,41,42);/q;+4/p-2/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-;	YHLKGEDAGPGZPN-RGGAHWMASA-L	616.1772977			MMDBc0029705
BASm0017341	UDP-N-Acetylmuraminate	UDP-N-acetylmuaminate is nucleoside diphosphate sugar which is formed from UDP-N-acetylglucosamine and phosphoenolpyruvate. It is a key component of peptidoglycan synthesis.  The peptidoglycan synthesis pathway starts at the cytoplasm, where in six steps the peptidoglycan precursor a UDP-N-acetylmuramoyl-pentapeptide is synthesized. This precursor is then attached to the memberane acceptor all-trans-undecaprenyl phosphate, generating a N-acetylmuramoyl-pentapeptide-diphosphoundecaprenol, also known as lipid I. Another transferase then adds UDP-N-acetyl-alpha-D-glucosamine, yielding the complete monomeric unit a lipid , also known as lipid . This final lipid intermediate is transferred through the membrane. The peptidoglycan monomers are then polymerized on the outside surface by glycosyltransferases, which form the linear glycan chains, and transpeptidases, which catalyze the formation of peptide crosslinks.		Solid		C20H31N3O19P2		NQBRVZNDBBMBLJ-UHFFFAOYNA-N	679.1026998			MMDBc0029706
BASm0017342	Histidinol phosphate	Histidinol phosphate is a member of the chemical class known as Phosphoethanolamines. These are compounds containing a phosphate linked to the second carbon of an ethanolamine.  L-histidinol phosphate (CHEBI:16996) has functional parent L-histidinol (CHEBI:16255) L-histidinol phosphate (CHEBI:16996) is a phosphoethanolamine (CHEBI:36711) L-histidinol phosphate (CHEBI:16996) is conjugate acid of L-histidinol phosphate (CHEBI:57980)	25680-11-9	Expected Solid	N[C@H](COP(O)(O)=O)CC1=CNC=N1	C6H12N3O4P	InChI=1S/C6H12N3O4P/c7-5(3-13-14(10,11)12)1-6-2-8-4-9-6/h2,4-5H,1,3,7H2,(H,8,9)(H2,10,11,12)/t5-/m0/s1	CWNDERHTHMWBSI-YFKPBYRVSA-N	221.0565424			MMDBc0029707
BASm0017343	Bilirubin diglucuronide	Bilirubin diglucuronide is a water soluble version of bilirubin. E. coli living in the mammalian gut can use this compound as a substrate for growth.  Bilirubin glucuronides are water-soluble.	17459-92-6	Solid	[H]\C(C1=C(C)C(CCC(=O)O[C@]2([H])O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)=C(CC2=C(CCC(=O)O[C@]3([H])O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)C(C)=C(N2)C(\[H])=C2/N=C(O)C(C)=C2C=C)N1)=C1/N=C(O)C(C=C)=C1C	C45H52N4O18	InChI=1S/C45H52N4O18/c1-7-20-19(6)40(58)49-27(20)14-25-18(5)23(10-12-31(51)65-45-37(57)33(53)35(55)39(67-45)43(62)63)29(47-25)15-28-22(17(4)24(46-28)13-26-16(3)21(8-2)41(59)48-26)9-11-30(50)64-44-36(56)32(52)34(54)38(66-44)42(60)61/h7-8,13-14,32-39,44-47,52-57H,1-2,9-12,15H2,3-6H3,(H,48,59)(H,49,58)(H,60,61)(H,62,63)/b26-13+,27-14-/t32-,33-,34-,35-,36+,37+,38-,39-,44+,45+/m0/s1	SCJLWMXOOYZBTH-GIDSPALLSA-N	936.3276609			MMDBc0029708
BASm0017344	Aquacobalamin	Aquacobalamin and the thiolate forms of glutathione are the precursors of glutathionylcobalamin (GSCbl, a precursor to the formation of the two coenzyme forms of vitamin B(12), adenosylcobalamin and methylcobalamin). Under biological conditions the formation of GSCbl from aquacobalamin and glutathione is essentially irreversible; upon entering cells, any free (protein-unbound) aquacobalamin could be rapidly and irreversibly converted to GSCbl. (PMID: 15476387)Aquacobalamin is reduced to cob(II)alamin by Methionine synthase reductse (MSR) in the presence of NADPH, and this reduction leads to stimulation of the conversion of apomethionine synthase and aquacobalamin to methionine synthase holoenzyme. (PMID: 16769880 )	13422-52-1	Solid	O.[Co+3].[H][C@@](C)(CN=C(O)CCC1(C)C2=NC([H])([C@]1([H])CC(O)=N)[C@]1(C)NC(=C(C)C3=NC(=CC4=NC(=C2C)[C@@]([H])(CCC([O-])=N)C4(C)C)[C@@]([H])(CCC([O-])=N)[C@]3(C)CC(O)=N)[C@@]([H])(CCC([O-])=N)[C@]1(C)CC(O)=N)OP(O)(=O)O[C@]1([H])[C@@]([H])(CO)O[C@]([H])([N+]2=CNC3=C2C=C(C)C(C)=C3)[C@]1([H])O	C62H90CoN13O15P	InChI=1S/C62H90N13O14P.Co.H2O/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);;1H2/q;+3;/p-2/t31-,34-,35-,36-,37+,41-,52-,53-,56?,57+,59?,60+,61+,62+;;/m1../s1	YOZNUFWCRFCGIH-JHUHWLDHSA-L	1346.574342			MMDBc0029714
BASm0017345	Myo-inositol hexakisphosphate	Myo-Inositol hexakisphosphate is an intermediate in inositol phosphate metabolism.  It can be generated from D-myo-Inositol 1,3,4,5,6-pentakisphosphate via the enzyme inositol-pentakisphosphate 2-kinase (EC:2.7.1.158).  Myo-Inositol hexakisphosphate is also known as phytic acid.  It can be used clinically as a complexing agent for removal of traces of heavy metal ions. It acts also as a hypocalcemic agent.  Phytic acid is a strong chelator of important minerals such as calcium, magnesium, iron and zinc.	83-86-3	Solid	OP(O)(=O)OC1C(OP(O)(O)=O)C(OP(O)(O)=O)C(OP(O)(O)=O)C(OP(O)(O)=O)C1OP(O)(O)=O	C6H18O24P6	InChI=1S/C6H18O24P6/c7-31(8,9)25-1-2(26-32(10,11)12)4(28-34(16,17)18)6(30-36(22,23)24)5(29-35(19,20)21)3(1)27-33(13,14)15/h1-6H,(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)	IMQLKJBTEOYOSI-UHFFFAOYSA-N	659.8613706			MMDBc0029718
BASm0017346	Phosphoroselenoic acid	Phosphoroselenoic acid, H3SePO3, is the activated selenium donor compound required for the biosynthesis of selenocysteyl-tRNA, the precursor of specific selenocysteine residues in bacterial and mammalian selenoproteins. Selenocysteine is often called the 21st amino acid, because Sec has a specific tRNA and codon UGA, and shares a major stop codon UGA. A number of enzymes have selenocysteine, residues and in some cases at their active sites. Proteins containing the 21st amino acid, selenocysteine (Sec), have been described in all three domains of life. (PMID: 18156471)	25758-66-1	Solid	OP(O)(O)=[Se]	H3O3PSe	InChI=1S/H3O3PSe/c1-4(2,3)5/h(H3,1,2,3,5)	JRPHGDYSKGJTKZ-UHFFFAOYSA-N	161.8985023			MMDBc0029732
BASm0017347	N1-(5-Phospho-a-D-ribosyl)-5,6-dimethylbenzimidazole	N1-(5-Phospho-alpha-D-ribosyl)-5,6-dimethylbenzimidazole (or alpha-ribazole-5'-Phosphate)  is an intermediate in Riboflavin metabolism. In particular,  alpha-Ribazole 5'-phosphate  is converted from Dimethylbenzimidazole via the enzyme nicotinate-nucleotide-dimethylbenzimidazole 		Solid	CC1=CC2=C(C=C1C)N(C=N2)[C@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O	C14H19N2O7P	InChI=1S/C14H19N2O7P/c1-7-3-9-10(4-8(7)2)16(6-15-9)14-13(18)12(17)11(23-14)5-22-24(19,20)21/h3-4,6,11-14,17-18H,5H2,1-2H3,(H2,19,20,21)/t11-,12-,13-,14+/m1/s1	ZMRGXEJKZPRBPJ-SYQHCUMBSA-N	358.0929875			MMDBc0029733
BASm0017348	(S)-3-Hydroxyhexadecanoyl-CoA	(S)-3-Hydroxyhexadecanoyl-CoA is a beta-oxidation intermediate derivative of palmitoyl-CoA and the substrate of the enzyme long chain-fatty acyl-CoA Ligase.  This enzyme catalyzes the esterification, concomitant with transport, of exogenous long-chain fatty acids into metabolically active CoA thioesters for subsequent degradation or incorporation into phospholipids. This compound is also a substrate for 3-ketoacyl-CoA thiolase.  This enzyme catalyzes the final step of fatty acid oxidation in which acetyl-CoA is released and the CoA ester of a fatty acid two carbons shorter is formed.	35106-50-4	Solid	CCCCCCCCCCCCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12	C37H66N7O18P3S	InChI=1S/C37H66N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-25(45)20-28(47)66-19-18-39-27(46)16-17-40-35(50)32(49)37(2,3)22-59-65(56,57)62-64(54,55)58-21-26-31(61-63(51,52)53)30(48)36(60-26)44-24-43-29-33(38)41-23-42-34(29)44/h23-26,30-32,36,45,48-49H,4-22H2,1-3H3,(H,39,46)(H,40,50)(H,54,55)(H,56,57)(H2,38,41,42)(H2,51,52,53)/t25-,26+,30+,31+,32?,36+/m0/s1	DEHLMTDDPWDRDR-QQOJFMBSSA-N	1021.339789			MMDBc0029734
BASm0017349	(S)-3-Hydroxytetradecanoyl-CoA	(S)-3-Hydroxytetradecanoyl-CoA  is an intermediate in Fatty acid elongation.  (S)-3-Hydroxytetradecanoyl-CoA  is the 7th to last step in the synthesis of Hexadecanoic acid and is converted from 3-Oxotetradecanoyl-CoA via the enzyme long-chain 3-hydroxyacyl-CoA dehydrogenase (EC 1.1.1.211).  It is then converted to trans-Tetradec-2-enoyl-CoA via the enzyme enoyl-CoA hydratase (EC 4.2.1.17).		Solid	CCCCCCCCCCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12	C35H62N7O18P3S	InChI=1S/C35H62N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-23(43)18-26(45)64-17-16-37-25(44)14-15-38-33(48)30(47)35(2,3)20-57-63(54,55)60-62(52,53)56-19-24-29(59-61(49,50)51)28(46)34(58-24)42-22-41-27-31(36)39-21-40-32(27)42/h21-24,28-30,34,43,46-47H,4-20H2,1-3H3,(H,37,44)(H,38,48)(H,52,53)(H,54,55)(H2,36,39,40)(H2,49,50,51)/t23-,24+,28+,29+,30?,34+/m0/s1	OXBHKMHNDGRDCZ-UOBIXJHKSA-N	993.3084884			MMDBc0029735
BASm0017350	trans-2-Hexenoyl-CoA	Trans-Hexenoyl-CoA is an intermediate in fatty acid metabolism.  trans-Hexenoyl-CoA is the substrate of the enzymes enoyl-coenzyme A reductase, acyl-CoA oxidase [EC 1.3.99.2-1.3.3.6], acyl-CoA dehydrogenase, long-chain-acyl-CoA dehydrogenase [EC 1.3.99.3-1.3.99.13], and Oxidoreductases [EC 1.3.99.-]; It is an intermediate in fatty acid elongation, being the substrate of the enzymes enoyl-CoA hydratase and long-chain-enoyl-CoA hydratase [EC 4.2.1.17-4.2.1.74]. (PMID: 11375435)	10018-93-6	Solid	CCC\C=C\C(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C27H44N7O17P3S	InChI=1S/C27H44N7O17P3S/c1-4-5-6-7-18(36)55-11-10-29-17(35)8-9-30-25(39)22(38)27(2,3)13-48-54(45,46)51-53(43,44)47-12-16-21(50-52(40,41)42)20(37)26(49-16)34-15-33-19-23(28)31-14-32-24(19)34/h6-7,14-16,20-22,26,37-38H,4-5,8-13H2,1-3H3,(H,29,35)(H,30,39)(H,43,44)(H,45,46)(H2,28,31,32)(H2,40,41,42)/b7-6+/t16-,20-,21-,22?,26-/m1/s1	OINXHIBNZUUIMR-DOSZRKKKSA-N	863.1727232			MMDBc0029745
BASm0017351	Oxalosuccinic acid	Oxalosuccinate is a substrate for cytoplasmic Isocitrate dehydrogenase  and mitochondiral Isocitrate dehydrogenase (mitochondrial).	1948-82-9	Solid	OC(=O)CC(C(O)=O)C(=O)C(O)=O	C6H6O7	InChI=1S/C6H6O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2H,1H2,(H,7,8)(H,10,11)(H,12,13)	UFSCUAXLTRFIDC-UHFFFAOYSA-N	190.0113525			MMDBc0029751
BASm0017352	2-Aceto-2-hydroxy-butyrate	(S)-2-Aceto-2-hydroxybutanoic acid is an intermediate in branched chain amino acid metabolism.  It is converted from 2-oxobutanoate or 2-hydoxyethyl ThPP via acetolactate synthase.	3142-65-2	Solid	CC[C@](O)(C(C)=O)C(O)=O	C6H10O4	InChI=1S/C6H10O4/c1-3-6(10,4(2)7)5(8)9/h10H,3H2,1-2H3,(H,8,9)/t6-/m0/s1	VUQLHQFKACOHNZ-LURJTMIESA-N	146.0579088			MMDBc0029752
BASm0017353	2-Acylglycerophosphocholine	2-acylglycerophosphocholine belongs to the class of Lysophosphatidylcholines. These are glycerophosphocholines (molecules containing a choline moiety attached to the phosphate group linked to a glycerol) in which the glycerol is attached to one saturated fatty acid each through an ester linkage. (inferred from compound structure)2-acyl-sn-glycero-3-phosphocholines are a class of phospholipids that are intermediates in the metabolism of lipids. Because they result from the hydrolysis of an acyl group from the sn-1 position of phosphatidylcholine, they are also called 1-lysophosphatidylcholine (or 1-lysoPC, in short). The synthesis of phosphatidylcholines with specific fatty acids occurs through the synthesis of 1-lysoPC. The formation of various other lipids generates 1-lysoPC as a by-product. Other synonyms for this class of compounds are 2-acylglycero-3-phosphocholine, 1-lyso-2-acyl-sn-glycero-3-phosphocholine, β-lysophosphatidylcholine, 2-acylglycerophosphocholine, L-1-lysolecithin and 1-lecithin. (WikiPedia)		Expected Solid	C[N+](C)(C)CCOP(O)(=O)OCC(CO)OC=O	C9H21NO7P	InChI=1S/C9H20NO7P/c1-10(2,3)4-5-16-18(13,14)17-7-9(6-11)15-8-12/h8-9,11H,4-7H2,1-3H3/p+1	WOBXACRJIURDTO-UHFFFAOYSA-O	286.1055635			MMDBc0029754
BASm0017354	Allolactose	Allolactose is a disaccharide similar to lactose. It consists of the monosaccharides alpha-D-galactose and alpha-D-glucose linked through a beta 1-6 glycosidic linkage.	645-03-4	Expected Solid	[H]C1(O)O[C@]([H])(CO[C@]2([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C12H22O11	InChI=1S/C12H22O11/c13-1-3-5(14)8(17)10(19)12(23-3)21-2-4-6(15)7(16)9(18)11(20)22-4/h3-20H,1-2H2/t3-,4-,5+,6-,7+,8+,9-,10-,11?,12-/m1/s1	DLRVVLDZNNYCBX-VDGMBKLFSA-N	342.1162115			MMDBc0029755
BASm0017355	1-Amino-2-propanol	1-amino-2-propanol is a member of the chemical class known as Secondary Alcohols. These are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl).  Isopropanolamine is a hydramine compound with organic amine and hydroxyl. It is a general expression of Monoisopropanolamine(MIPA), Diisopropanolamine(DIPA), Triisopropanolamine(TIPA). It can be prepared by the addition of aqueous ammonia to propylene oxide. (WikiPedia)	78-96-6	Solid	CC(O)CN	C3H9NO	InChI=1S/C3H9NO/c1-3(5)2-4/h3,5H,2,4H2,1H3	HXKKHQJGJAFBHI-UHFFFAOYSA-N	75.06841392			MMDBc0029758
BASm0017356	3-Carboxy-3-hydroxy-isocaproate	3-carboxy-3-hydroxy-isocaproate is a member of the chemical class known as Dicarboxylic Acids and Derivatives. These are organic compounds containing exactly two carboxylic acid groups.  Alpha isopropylmalate is involved in the biosynthesis of leucine. The protein product of MJ0720 was found to be alpha-isopropylmalate dehydrogenase (LeuB) and was found to catalyze the NAD-dependent decarboxylation of one isomer of DL-threo-isopropylmalate to 2-ketoisocaproate; thus, it is involved in the biosynthesis of leucine. (PMID 10940051)		Expected Solid		C7H10O5		BITYXLXUCSKTJS-UHFFFAOYNA-L	174.0539206			MMDBc0029761
BASm0017357	Cyclic GMP	Guanosine cyclic 3',5'-(hydrogen phosphate). A guanine nucleotide containing one phosphate group which is esterified to the sugar moiety in both the 3'- and 5'-positions. It is a cellular regulatory agent and has been described as a second messenger. 	7665-99-8	Solid	NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(O)(=O)O[C@H]3[C@H]2O)C(=O)N1	C10H12N5O7P	InChI=1S/C10H12N5O7P/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,16H,1H2,(H,18,19)(H3,11,13,14,17)/t3-,5-,6-,9-/m1/s1	ZOOGRGPOEVQQDX-UUOKFMHZSA-N	345.0474343			MMDBc0029763
BASm0017358	3-Dehydro-shikimate	3-dehydro-shikimate is invovled in Chorismic acid biosynthesis. (KEGG)	10457-99-5	Solid		C7H7O5		SLWWJZMPHJJOPH-UHFFFAOYNA-M	171.0298969			MMDBc0029769
BASm0017359	2,5-Diamino-6-hydroxy-4-(5-phosphoribosylamino)pyrimidine	2,5-Diamino-6-hydroxy-4-(5-phospho-D-ribosylamino)pyrimidine or DARP, is an intermediate in flavin biosynthesis.  It is a substrate for diaminohydroxyphosphoribosylaminopyrimidine deaminase, which catalyzes the reaction 2,5-diamino-6-hydroxy-4-(5-phospho-D-ribosylamino)pyrimidine + H2O = 5-amino-6-(5-phospho-D-ribosylamino)uracil + NH3		Expected Solid	[H]C(O)([C@@]1([H])OC([H])(NC2=C(N)C(O)=NC(=N)N2)[C@]([H])(O)[C@]1([H])O)P(O)(O)=O	C9H16N5O8P	InChI=1S/C9H16N5O8P/c10-1-5(13-9(11)14-6(1)17)12-7-3(16)2(15)4(22-7)8(18)23(19,20)21/h2-4,7-8,15-16,18H,10H2,(H2,19,20,21)(H4,11,12,13,14,17)/t2-,3+,4-,7?,8?/m0/s1	CIEXRWBOBYOQGW-DOAYSINJSA-N	353.073649			MMDBc0029772
BASm0017360	(2,3-Dihydroxybenzoyl)adenylic acid	(2,3-dihydroxybenzoyl)adenylate is a member of the chemical class known as Purine Ribonucleoside Monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. 		Expected Solid	[H][C@]1(COP(O)(=O)OC(=O)C2=C(O)C(O)=CC=C2)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O	C17H18N5O10P	InChI=1S/C17H18N5O10P/c18-14-10-15(20-5-19-14)22(6-21-10)16-13(26)12(25)9(31-16)4-30-33(28,29)32-17(27)7-2-1-3-8(23)11(7)24/h1-3,5-6,9,12-13,16,23-26H,4H2,(H,28,29)(H2,18,19,20)/t9-,12-,13-,16-/m1/s1	ULPVJDOMCRTJSN-RVXWVPLUSA-N	483.0791283			MMDBc0029773
BASm0017361	1,4-Dihydroxy-2-naphthoic acid	1,4-dihydroxy-2-naphthoate is a member of the chemical class known as Naphthalenecarboxylic Acids and Derivatives. These are compounds containing a napthalene moiety with a ring carbon which bears a carboxylic acid group.  1,4-dihydroxy-2-naphthoate is invovled in ubiquinone and other terpenoid-quinone biosynthesis, and the biosynthesis of secondary metabolites. It has been postulated that 1,4-dihydroxy-2-naphthoic acid is the naphthalenic intermediate in the biosynthesis of menaquinone (vitamin K2) in Escherichia coli to which the octaprenyl side chain is attached to from demethylmenaquinone. (PMID 949474) It was demonstrated that chorismate is the branch point compound leading to menaquinone, and that 2-succinylbenzoic acid and 1,4-dihydroxy-2-naphthoic acid can serve as menaquinoone precursors in E. (PMID 1091286)	31519-22-9	Expected Solid	OC(=O)C1=C(O)C2=CC=CC=C2C(O)=C1	C11H8O4	InChI=1S/C11H8O4/c12-9-5-8(11(14)15)10(13)7-4-2-1-3-6(7)9/h1-5,12-13H,(H,14,15)	VOJUXHHACRXLTD-UHFFFAOYSA-N	204.0422587			MMDBc0029774
BASm0017362	2,3-Dihydro-2,3-dihydroxybenzoic acid	2,3-dihydro-2,3-dihydroxybenzoate is a member of the chemical class known as Beta Hydroxy Acids and Derivatives. These are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. 		Expected Solid	OC1C=CC=C(C1O)C(O)=O	C7H8O4	InChI=1S/C7H8O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,5-6,8-9H,(H,10,11)	INCSWYKICIYAHB-UHFFFAOYSA-N	156.0422587			MMDBc0029775
BASm0017363	2,3-Dihydrodipicolinic acid	L-2,3-Dihydrodipicolinate is involved in the lysine biosynthesis pathway.  L-2,3-Dihydrodipicolinate is produced from a reaction between pyruvate and L-aspartate-semialdehyde, with water as a byproduct.  The reaction is catalyzed by dihydrodipicolinate synthase. 	16052-12-3	Solid		C7H7NO4		UWOCFOFVIBZJGH-UHFFFAOYNA-N	169.0375077			MMDBc0029776
BASm0017364	(R)-2,3-Dihydroxy-isovalerate	(r)-2,3-dihydroxy-isovalerate belongs to the class of Branched Fatty Acids. These are fatty acids containing a branched chain. (inferred from compound structure)		Solid	CC(C)(O)[C@@H](O)C(O)=O	C5H10O4	InChI=1S/C5H10O4/c1-5(2,9)3(6)4(7)8/h3,6,9H,1-2H3,(H,7,8)/t3-/m0/s1	JTEYKUFKXGDTEU-VKHMYHEASA-N	134.0579088			MMDBc0029777
BASm0017365	3,4-Dihydroxy-2-butanone-4-P	3,4-dihydroxy-2-butanone-4-p is a member of the chemical class known as Organophosphate Esters. These are organic compounds containing phosphoric acid ester functional group.  3,4-dihydroxy-2-butanone-4-p is invovled in Fravin biosynthesis.  r 15;80(8):2939-48.)		Expected Solid	CC(=O)C(O)COP([O-])([O-])=O	C4H7O6P	InChI=1S/C4H9O6P/c1-3(5)4(6)2-10-11(7,8)9/h4,6H,2H2,1H3,(H2,7,8,9)/p-2	OKYHYXLCTGGOLM-UHFFFAOYSA-L	181.9980245			MMDBc0029778
BASm0017366	3-(3-Hydroxyphenyl)propionate	3-(3-Hydroxyphenyl)propanoic (hMPP) acid is one of the major metabolites of ingested caffeic acid (PMID 15479001) and of the phenolic degradation products of proanthocyanidins (the most abundant polyphenol present in chocolate) by the microflora in the colon (PMID 12663291). mHPP is suspected to have antioxidants properties and is actively absorbed by the monocarboxylic acid transporter (MCT) in intestinal Caco-2 cell monolayers (PMID 15479001, 12663291).	621-54-5	Solid	OC(=O)CCC1=CC([O-])=CC=C1	C9H9O3	InChI=1S/C9H10O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-3,6,10H,4-5H2,(H,11,12)/p-1	QVWAEZJXDYOKEH-UHFFFAOYSA-M	165.0551692			MMDBc0029785
BASm0017367	Isocitric acid	Isocitric acid is a protonated form of isocitrate, which is a substrate of the citric acid cycle. Isocitrate is formed from citrate with the help of the enzyme aconitase, and is acted upon by isocitrate dehydrogenase. Salts and esters of isocitric acid are known as isocitrates. (Wikipedia)	320-77-4	Solid	OC(C(CC(O)=O)C(O)=O)C(O)=O	C6H8O7	InChI=1S/C6H8O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2,4,9H,1H2,(H,7,8)(H,10,11)(H,12,13)	ODBLHEXUDAPZAU-UHFFFAOYSA-N	192.0270026			MMDBc0029787
BASm0017368	1-Myo-inositol 1,2,3,4,5-pentakisphosphate	1-myo-inositol 1,2,3,4,5-pentakisphosphate is a member of the chemical class known as Inositol Phosphates. These are compounds containing a phosphate group attached to an inositol (or cyclohexanehexol) moiety. 		Expected Solid	[H]C1(O)[C@]([H])(OP([O-])([O-])=O)[C@]([H])(OP([O-])([O-])=O)C([H])(OP([O-])([O-])=O)[C@@]([H])(OP([O-])([O-])=O)[C@]1([H])OP([O-])([O-])=O	C6H7O21P5	InChI=1S/C6H17O21P5/c7-1-2(23-28(8,9)10)4(25-30(14,15)16)6(27-32(20,21)22)5(26-31(17,18)19)3(1)24-29(11,12)13/h1-7H,(H2,8,9,10)(H2,11,12,13)(H2,14,15,16)(H2,17,18,19)(H2,20,21,22)/p-10/t1?,2-,3+,4-,5-,6?/m0/s1	CTPQAXVNYGZUAJ-LXOASSSBSA-D	569.8167898			MMDBc0029794
BASm0017369	2-Octaprenyl-6-hydroxyphenol	2-octaprenyl-6-hydroxyphenol belongs to the class of Tetraterpenes. These are terpene molecules containing 10 consecutively linked isoprene units. (inferred from compound structure)2-octaprenyl-6-hydroxyphenol is invovled in Ubiquinone and other terpenoid-quinone biosynthesis, and Biosynthesis of secondary metabolites. (KEGG)		Expected Solid	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(C)C(C)=CC=C1	C48H74	InChI=1S/C48H74/c1-38(2)20-12-21-39(3)22-13-23-40(4)24-14-25-41(5)26-15-27-42(6)28-16-29-43(7)30-17-31-44(8)32-18-33-45(9)36-37-48-35-19-34-46(10)47(48)11/h19-20,22,24,26,28,30,32,34-36H,12-18,21,23,25,27,29,31,33,37H2,1-11H3/b39-22+,40-24+,41-26+,42-28+,43-30+,44-32+,45-36+	QLVBFESDHCWPKC-WQWYCSGDSA-N	650.5790524			MMDBc0029796
BASm0017370	2-Octaprenyl-6-methoxyphenol	2-octaprenyl-6-methoxyphenol belongs to the class of Tetraterpenes. These are terpene molecules containing 10 consecutively linked isoprene units. (inferred from compound structure)2-octaprenyl-6-methoxyphenol is invovled in Ubiquinone and other terpenoid-quinone biosynthesis, and Biosynthesis of secondary metabolites. (KEGG)		Expected Solid	COC1=CC=CC(CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C)=C1O	C47H72O2	InChI=1S/C47H72O2/c1-37(2)19-11-20-38(3)21-12-22-39(4)23-13-24-40(5)25-14-26-41(6)27-15-28-42(7)29-16-30-43(8)31-17-32-44(9)35-36-45-33-18-34-46(49-10)47(45)48/h18-19,21,23,25,27,29,31,33-35,48H,11-17,20,22,24,26,28,30,32,36H2,1-10H3	MARGKPIMNMASKJ-UHFFFAOYSA-N	668.5532315			MMDBc0029797
BASm0017371	2-Phospho-D-glyceric acid	2-Phospho-D-glycerate or 2PG is an intermediate in gluconeogenesis. It is a glyceric acid which serves as the substrate in the ninth step of glycolysis. 2PG is converted by enolase into phosphoenolpyruvate (PEP), the penultimate step in the conversion of glucose to pyruvate.  More specifically, 2PG can be generated from Glycerate-3-phosphate via phosphoglycerate mutase or from phosphoenolpyrvate via alpha enolase.		Solid	OC[C@@H](OP(O)(O)=O)C(O)=O	C3H7O7P	InChI=1S/C3H7O7P/c4-1-2(3(5)6)10-11(7,8)9/h2,4H,1H2,(H,5,6)(H2,7,8,9)/t2-/m1/s1	GXIURPTVHJPJLF-UWTATZPHSA-N	185.9929391			MMDBc0029800
BASm0017372	3-Phosphoglycerate	3-phosphoglyceric acid (3PG) is a 3-carbon molecule that is a metabolic intermediate in both glycolysis and the Calvin cycle. This chemical is often termed PGA when referring to the Calvin cycle. In the Calvin cycle, two glycerate 3-phosphate molecules are reduced to form two molecules of glyceraldehyde 3-phosphate (GALP). (wikipedia)	820-11-1	Solid		C3H7O7P		OSJPPGNTCRNQQC-UHFFFAOYNA-N	185.9929396			MMDBc0029802
BASm0017373	Phosphoribosyl-AMP	Phosphoribosyl-AMP is a nucleic acid component, a purine-related compound. It is an intermediate in histidine biosynthesis. It is converted from Phosphoribosyl-ATP  via the enzyme phosphoribosyl-ATP diphosphatase  (EC 3.6.1.31). It is then converted to phosphoribosylformiminoAICAR-phosphate via the enzyme phosphoribosyl-AMP cyclohydrolase (EC 3.5.4.19).		Solid	O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=CN([C@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O)C2=N	C15H23N5O14P2	InChI=1S/C15H23N5O14P2/c16-12-7-13(18-4-19(12)14-10(23)8(21)5(33-14)1-31-35(25,26)27)20(3-17-7)15-11(24)9(22)6(34-15)2-32-36(28,29)30/h3-6,8-11,14-16,21-24H,1-2H2,(H2,25,26,27)(H2,28,29,30)/t5-,6-,8-,9-,10-,11-,14+,15-/m1/s1	RTQMRTSPTLIIHM-ZTRAZTMKSA-N	559.0716735			MMDBc0029803
BASm0017374	Phosphoribosyl-ATP	Phosphoribosyl-ATP takes part in the Histidine Metabolism pathway.[KEGG ID C02739].  Specifically, Phosphoribosyl-ATP is  substrate for phosphoribosyl pyrophosphate synthetase 1.		Solid		C15H26N5O20P4		KYTPWZMUSLPBJZ-UHFFFAOYNA-O	720.0116127			MMDBc0029804
BASm0017375	Pyrophosphate	Pyrophosphates are the anions, the salts, and the esters of pyrophosphoric acid. The anion is abbreviated PPi and is formed by the hydrolysis of ATP into AMP in cells. This hydrolysis is called pyrophosphorolysis.  The pyrophosphate anion has the structure P2O74-, and is an acid anhydride of phosphate. It is unstable in aqueous solution and rapidly hydrolyzes into inorganic phosphate	14000-31-8	Solid	[O-]P([O-])(=O)OP([O-])([O-])=O	O7P2	InChI=1S/H4O7P2/c1-8(2,3)7-9(4,5)6/h(H2,1,2,3)(H2,4,5,6)/p-4	XPPKVPWEQAFLFU-UHFFFAOYSA-J	173.9119254			MMDBc0029805
BASm0017376	5-Amino-6-ribitylamino uracil	5-Amino-6-ribitylamino uracil is an intermediate in riboflavin metabolism. It is converted from 5-Amino-6-(5'-phosphoribitylamino)uracil via dephosphorylation by the enzyme phosphohistidine phosphatase 1 (EC 3.1.3.-). (HMDB, KEGG) 		Solid		C9H16N4O6		XKQZIXVJVUPORE-UHFFFAOYNA-N	276.1069843			MMDBc0029807
BASm0017377	UDP-3-O-(3-Hydroxymyristoyl)-N-acetylglucosamine	UDP-3-o-(3-hydroxymyristoyl)-n-acetylglucosamine is a member of the chemical class known as Pyrimidine Nucleotide Sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. 	108636-29-9	Expected Solid	CCCCCCCCCCC[C@@H](O)CC(=O)O[C@H]1[C@H](O)[C@@H](CO)O[C@H](OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=CC(=O)NC2=O)[C@@H]1NC(C)=O	C31H53N3O19P2	InChI=1S/C31H53N3O19P2/c1-3-4-5-6-7-8-9-10-11-12-19(37)15-23(39)51-28-24(32-18(2)36)30(50-20(16-35)26(28)41)52-55(46,47)53-54(44,45)48-17-21-25(40)27(42)29(49-21)34-14-13-22(38)33-31(34)43/h13-14,19-21,24-30,35,37,40-42H,3-12,15-17H2,1-2H3,(H,32,36)(H,44,45)(H,46,47)(H,33,38,43)/t19-,20-,21-,24-,25-,26-,27-,28-,29-,30-/m1/s1	TZSJGZGYQDNRRX-MPLCHSTDSA-N	833.2748496			MMDBc0029812
BASm0017378	UDP-N-Acetylmuramoyl-L-alanyl-D-glutamate	UDP-n-acetylmuramoyl-L-alanyl-D-glutamate is a member of the chemical class known as Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.  UDP-N-acetylmuramoyl-L-alanyl-D-glutamate is a key component of peptidoglycan synthesis.  The peptidoglycan synthesis pathway starts at the cytoplasm, where in six steps the peptidoglycan precursor a UDP-N-acetylmuramoyl-pentapeptide is synthesized. This precursor is then attached to the memberane acceptor all-trans-undecaprenyl phosphate, generating a N-acetylmuramoyl-pentapeptide-diphosphoundecaprenol, also known as lipid I. Another transferase then adds UDP-N-acetyl-alpha-D-glucosamine, yielding the complete monomeric unit a lipid , also known as lipid . This final lipid intermediate is transferred through the membrane. The peptidoglycan monomers are then polymerized on the outside surface by glycosyltransferases, which form the linear glycan chains, and transpeptidases, which catalyze the formation of peptide crosslinks. UDP-N-acetylmuramoyl-L-alanyl-D-glutamate:meso-diaminopimelate ligase is a cytoplasmic enzyme that catalyzes the addition of meso-diaminopimelic acid to nucleotide precursor UDP-N-acetylmuramoyl-L-alanyl-D-glutamate in the biosynthesis of bacterial cell-wall peptidoglycan. (PMID 11124264)	17088-64-1	Solid	CCCCCN(CCCCC)C(=O)C(CCC(O)=O)N=C(O)C1=CC(Cl)=C(Cl)C=C1	C22H32Cl2N2O4	InChI=1S/C22H32Cl2N2O4/c1-3-5-7-13-26(14-8-6-4-2)22(30)19(11-12-20(27)28)25-21(29)16-9-10-17(23)18(24)15-16/h9-10,15,19H,3-8,11-14H2,1-2H3,(H,25,29)(H,27,28)	IEKOTSCYBBDIJC-UHFFFAOYSA-N	458.1739129			MMDBc0029816
BASm0017379	UDP-Glucose	UDP-glucose is key intermediate in carbohydrate metabolism. Serves as a precursor of glycogen, can be metabolized into UDPgalactose and UDPglucuronic acid which can then be incorporated into polysaccharides as galactose and glucuronic acid. Also serves as a precursor of lipopolysaccharides.	133-89-1	Solid	OC[C@@H]1OC(OP(O)(=O)OP(O)(=O)OC[C@@H]2O[C@@H]([C@@H](O)[C@H]2O)N2C=CC(=O)NC2=O)[C@@H](O)[C@H](O)[C@H]1O	C15H24N2O17P2	InChI=1S/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8-,9-,10+,11-,12-,13-,14?/m0/s1	HSCJRCZFDFQWRP-LPTOLDDLSA-N	566.0550204			MMDBc0029818
BASm0017380	5-L-Glutamyl-taurine	5-L-Glutamyl-taurine is an intermediate in taurine and hypotaurine metabolism.  5-L-Glutamyl-taurine is produced from Taurine via the enzyme gamma-glutamyltranspeptidase (EC 2.3.2.2).		Solid	N[C@@H](CCC(=O)NCCS(O)(=O)=O)C(O)=O	C7H14N2O6S	InChI=1S/C7H14N2O6S/c8-5(7(11)12)1-2-6(10)9-3-4-16(13,14)15/h5H,1-4,8H2,(H,9,10)(H,11,12)(H,13,14,15)/t5-/m0/s1	WGXUDTHMEITUBO-YFKPBYRVSA-N	254.0572569			MMDBc0029820
BASm0017381	Selenocystathionine	Selenocystathionine is formed from selenohomocysteine by the enzyme cystathionine beta-synthase (EC 4.2.1.22), as a by-product of cystathionine synthesis. It is an intermediate in selenoamine acid metabolism.	2196-58-9	Solid	NC(CC[Se]CC(N)C(O)=O)C(O)=O	C7H14N2O4Se	InChI=1S/C7H14N2O4Se/c8-4(6(10)11)1-2-14-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)	ZNWYDQPOUQRDLY-UHFFFAOYSA-N	270.0118788			MMDBc0029826
BASm0017382	Deoxythymidine diphosphate-L-rhamnose	Deoxythymidine diphosphate (dTDP)-L-rhamnose is the precursor of L-rhamnose, a saccharide required for the virulence of some pathogenic bacteria. In gram negative bacteria such as Salmonella enterica, Vibrio cholerae or Escherichia coli 075:K5, L-rhamnose is an important residue in the O-antigen of lipopolysaccharides, which are essential for resistance to serum killing and for colonization. dTDP-L-rhamnose is synthesized from glucose-1-phosphate and deoxythymidine triphosphate (dTTP) via a pathway involving four distinct enzymes. Whereas common sugars such as glucose, fructose and mannose are all D-configured, bacteria commonly utilize the L-configured carbohydrates in pharmacologically active compounds and in their cell-wall structures. The enzymes involved in dTDP-L-rhamnose synthesis are potential targets for the design of new therapeutic agents against bacteria. (PMID 10802738, 12773151)	2147-59-3	Solid	C[C@@H]1OC(OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H](C[C@@H]2O)N2C=C(C)C(=O)NC2=O)[C@H](O)[C@H](O)[C@H]1O	C16H26N2O15P2	InChI=1S/C16H26N2O15P2/c1-6-4-18(16(24)17-14(6)23)10-3-8(19)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)12(21)11(20)7(2)30-15/h4,7-13,15,19-22H,3,5H2,1-2H3,(H,25,26)(H,27,28)(H,17,23,24)/t7-,8-,9+,10+,11-,12+,13+,15?/m0/s1	ZOSQFDVXNQFKBY-CZRCVJRHSA-N	548.0808412			MMDBc0029827
BASm0017383	Cis-2-Methylaconitate	cis-2-Methylaconitate is produced due to the dehydration of 2-methylcitrate in 2-methylcitric acid cycle. The cycle is catalyzed by a cofactor-less (PrpD) enzyme or by an aconitase-like (AcnD) enzyme. (PMID: 17567742)	6061-93-4	Solid	C\C(C(O)=O)=C(/CC(O)=O)C(O)=O	C7H8O6	InChI=1S/C7H8O6/c1-3(6(10)11)4(7(12)13)2-5(8)9/h2H2,1H3,(H,8,9)(H,10,11)(H,12,13)/b4-3-	NUZLRKBHOBPTQV-ARJAWSKDSA-N	188.032088			MMDBc0029828
BASm0017384	Methylisocitric acid	Methylisocitric acid is a product of bacterial metabolism in the gut.  It can be produced by 2-methylisocitrate lyase and by 2-methylisocitrate dehydratase.		Solid		C7H10O7		HHKPKXCSHMJWCF-UHFFFAOYNA-N	206.0426527			MMDBc0029833
BASm0017385	ADP-Glucose	ADP-glucose serves as the glycosyl donor for formation of bacterial glycogen, amylose in green algae, and amylopectin in higher plants. It is an intermediate in starch and sucrose metabolism and involved in amino sugar and nucleotide sugar metabolism. (KEGG)	2140-58-1	Solid	NC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@H]3O)C2=NC=N1	C16H25N5O15P2	InChI=1S/C16H25N5O15P2/c17-13-7-14(19-3-18-13)21(4-20-7)15-11(26)9(24)6(33-15)2-32-37(28,29)36-38(30,31)35-16-12(27)10(25)8(23)5(1-22)34-16/h3-6,8-12,15-16,22-27H,1-2H2,(H,28,29)(H,30,31)(H2,17,18,19)/t5-,6-,8-,9-,10+,11-,12-,15-,16-/m1/s1	WFPZSXYXPSUOPY-ROYWQJLOSA-N	589.0822382			MMDBc0029838
BASm0017386	2-Oxo-3-hydroxy-4-phosphobutanoic acid	2-Oxo-3-hydroxy-4-phosphobutanoic acid is involved in the interconversion of O-phospho-4-hydroxy-L-threonine.  This reaction is catalyzed by phosphoserine aminotransferase 1.  These amino acid derivatives are sometimes considered to be part of the vitamin B6 pathway.		Solid	O[C@H](COP(O)(O)=O)C(=O)C(O)=O	C4H7O8P	InChI=1S/C4H7O8P/c5-2(3(6)4(7)8)1-12-13(9,10)11/h2,5H,1H2,(H,7,8)(H2,9,10,11)/t2-/m1/s1	MZJFVXDTNBHTKZ-UWTATZPHSA-N	213.9878537			MMDBc0029839
BASm0017387	O-Phospho-4-hydroxy-L-threonine	O-Phospho-4-hydroxy-L-threonine is involved in the vitamin B6 metabolism system.  O-Phospho-4-hydroxy-L-threonine is a precursor for pyridoxine.  O-Phospho-4-hydroxy-L-threonine can be converted to 4-hydroxy-L-threonine and 2-Amino-3-oxo-4-phosphonooxybutyrate by threonine synthase [EC:4.2.3.1] and 4-hydroxythreonine-4-phosphate dehydrogenase [EC:1.1.1.262], respectively.		Solid	N[C@@H]([C@H](O)COP(O)(O)=O)C(O)=O	C4H10NO7P	InChI=1S/C4H10NO7P/c5-3(4(7)8)2(6)1-12-13(9,10)11/h2-3,6H,1,5H2,(H,7,8)(H2,9,10,11)/t2-,3+/m1/s1	FKHAKIJOKDGEII-GBXIJSLDSA-N	215.0194882			MMDBc0029840
BASm0017388	2,5-Diamino-6-(5'-triphosphoryl-3',4'-trihydroxy-2'-oxopentyl)-amino-4-oxopyrimidine	2,5-Diamino-6-(5'-triphosphoryl-3',4'-trihydroxy-2'-oxopentyl)-amino-4-oxopyrimidine is involved in folate biosynthesis.  2,5-Diamino-6-(5'-triphosphoryl-3',4'-trihydroxy-2'-oxopentyl)-amino-4-oxopyrimidine is created from 2,5-Diaminopyrimidine nucleoside triphosphate by GTP cyclohydrolase I [EC:3.5.4.16].  2,5-Diamino-6-(5'-triphosphoryl-3',4'-trihydroxy-2'-oxopentyl)-amino-4-oxopyrimidine can be converted into 2-Amino-4-hydroxy-6-(erythro-1,2,3-trihydroxypropyl)dihydropteridine		Solid	NC1=NC(=O)C(N)=C(NCC(=O)C(O)C(O)COP(O)(=O)OP(O)(=O)OP(O)(O)=O)N1	C9H18N5O14P3	InChI=1S/C9H18N5O14P3/c10-5-7(13-9(11)14-8(5)18)12-1-3(15)6(17)4(16)2-26-30(22,23)28-31(24,25)27-29(19,20)21/h4,6,16-17H,1-2,10H2,(H,22,23)(H,24,25)(H2,19,20,21)(H4,11,12,13,14,18)	ZJYBJXKSWQPKFW-UHFFFAOYSA-N	513.0063098			MMDBc0029841
BASm0017389	(S)-2-Acetolactate	(S)-2-Acetolactate is an intermediate in the biosynthesis of valine, leucine and isoleucine (KEGG ID C06010 ). It is the sixth to last step in the synthesis of protein and is converted from 2-hydroxy-3-methyl-2-oxobutanoate via the enzyme acetolactate synthase [EC:2.2.1.6]. It is then converted to 3-hydroxy-3-methyl-2-oxobutanoate via the enzyme ketol-acid reductoisomerase [EC:1.1.1.86].		Solid	CC(=O)[C@](C)(O)C(O)=O	C5H8O4	InChI=1S/C5H8O4/c1-3(6)5(2,9)4(7)8/h9H,1-2H3,(H,7,8)/t5-/m0/s1	NMDWGEGFJUBKLB-YFKPBYRVSA-N	132.0422587			MMDBc0029843
BASm0017390	D-Tagatose 6-phosphate	D-Tagatose 6-phosphate is an intermediate in galactose metabolism.		Solid	OCC1(O)O[C@H](COP(O)(O)=O)[C@H](O)[C@@H]1O	C6H13O9P	InChI=1S/C6H13O9P/c7-2-6(10)5(9)4(8)3(15-6)1-14-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/t3-,4+,5+,6?/m1/s1	BGWGXPAPYGQALX-OEXCPVAWSA-N	260.0297185			MMDBc0029846
BASm0017391	Adenosyl cobinamide	Adenosyl cobinamide is an intermediate in Porphyrin and chlorophyll metabolism. It is the third to last step in the synthesis of vitamin B12 coenzyme and is converted from adenosyl cobyrinate hexaamide via the enzyme cobalamin biosynthetic protein CobC. It is then converted to adenosyl cobinamide phosphate via the enzyme adenosylcobinamide kinase / adenosylcobinamide-phosphate guanylyltransferase [EC:2.7.1.156 and EC 2.7.7.62]. 		Solid	[Co+3].[CH2]C1OC(C(O)C1O)N1C=NC2=C(N)N=CN=C12.[H][C@](C)(O)CN=C(O)CC[C@@]1(C)C2=N[C@]([H])([C@]1([H])CC(O)=N)[C@]1(C)NC(=C(C)C3=NC(=CC4=NC(=C2C)[C@@]([H])(CCC(O)=N)C4(C)C)[C@@]([H])(CCC([NH-])=O)[C@]3(C)CC(O)=N)[C@@]([H])(CCC(O)=N)[C@]1(C)CC(O)=N	C58H84CoN16O11	InChI=1S/C48H73N11O8.C10H12N5O3.Co/c1-23(60)22-55-38(67)16-17-45(6)29(18-35(52)64)43-48(9)47(8,21-37(54)66)28(12-15-34(51)63)40(59-48)25(3)42-46(7,20-36(53)65)26(10-13-32(49)61)30(56-42)19-31-44(4,5)27(11-14-33(50)62)39(57-31)24(2)41(45)58-43;1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15;/h19,23,26-29,43,60H,10-18,20-22H2,1-9H3,(H14,49,50,51,52,53,54,55,56,57,58,59,61,62,63,64,65,66,67);2-4,6-7,10,16-17H,1H2,(H2,11,12,13);/q;;+3/p-1/t23-,26-,27-,28-,29+,43-,45-,46+,47+,48+;;/m1../s1	PAUPKJHCFVPREX-VUCSARQQSA-M	1239.583748			MMDBc0029849
BASm0017392	CDP-DG(16:0/16:0)	CDP-DG(16:0/16:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/16:0), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/16:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCC	C44H81N3O15P2	InChI=1S/C44H81N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-39(48)57-33-36(60-40(49)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h31-32,36-37,41-43,50-51H,3-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/t36-,37-,41+,42?,43-/m1/s1	ITYHVANGBZMQML-QDFYKRCGSA-N	953.5142929			MMDBc0029851
BASm0017393	CDP-DG(16:0/18:0)	CDP-DG(16:0/18:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:0/18:0), in particular, consists of one hexadecanoyl chain to C-1 atom, and one octadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/18:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCC	C46H85N3O15P2	InChI=1S/C46H85N3O15P2/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h33-34,38-39,43-45,52-53H,3-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/t38-,39-,43+,44?,45-/m1/s1	YRTWPVQQBUGHEO-IOYUWRPMSA-N	981.545593			MMDBc0029852
BASm0017394	CDP-DG(16:0/18:1(11Z))	CDP-DG(16:0/18:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:0/18:1(11Z)), in particular, consists of one hexadecanoyl chain to C-1 atom, and one 11Z-octadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/18:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C46H83N3O15P2	InChI=1S/C46H83N3O15P2/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h13,15,33-34,38-39,43-45,52-53H,3-12,14,16-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b15-13-/t38-,39-,43+,44?,45-/m1/s1	SUOOPPGQEZMSRO-PAKZJQHWSA-N	979.529943			MMDBc0029853
BASm0017395	CDP-DG(16:0/18:1(9Z))	CDP-DG(16:0/18:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:0/18:1(9Z)), in particular, consists of one hexadecanoyl chain to C-1 atom, and one 9Z-octadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/18:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C46H83N3O15P2	InChI=1S/C46H83N3O15P2/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h17-18,33-34,38-39,43-45,52-53H,3-16,19-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b18-17-/t38-,39-,43+,44?,45-/m1/s1	FPQIENQTTUVFMM-BLPYJZGISA-N	979.529943			MMDBc0029854
BASm0017396	CDP-DG(18:0/16:0)	CDP-DG(18:0/16:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:0/16:0), in particular, consists of one octadecanoyl chain to C-1 atom, and one hexadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/16:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCC	C46H85N3O15P2	InChI=1S/C46H85N3O15P2/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-41(50)59-35-38(62-42(51)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h33-34,38-39,43-45,52-53H,3-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/t38-,39-,43+,44?,45-/m1/s1	IYHZDHRWSOSUSF-IOYUWRPMSA-N	981.545593			MMDBc0029855
BASm0017397	CDP-DG(18:0/18:0)	CDP-DG(18:0/18:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/18:0), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/18:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCC	C48H89N3O15P2	InChI=1S/C48H89N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-43(52)61-37-40(64-44(53)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h35-36,40-41,45-47,54-55H,3-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/t40-,41-,45+,46?,47-/m1/s1	PDCWLWQTNQCGRI-KTSAPKHVSA-N	1009.576893			MMDBc0029856
BASm0017398	CDP-DG(18:0/18:1(11Z))	CDP-DG(18:0/18:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:0/18:1(11Z)), in particular, consists of one octadecanoyl chain to C-1 atom, and one 11Z-octadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/18:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C48H87N3O15P2	InChI=1S/C48H87N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-43(52)61-37-40(64-44(53)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h14,16,35-36,40-41,45-47,54-55H,3-13,15,17-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b16-14-/t40-,41-,45+,46?,47-/m1/s1	FBSLHTWQFOZAGL-DNLPIHBOSA-N	1007.561243			MMDBc0029857
BASm0017399	CDP-DG(18:0/18:1(9Z))	CDP-DG(18:0/18:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:0/18:1(9Z)), in particular, consists of one octadecanoyl chain to C-1 atom, and one 9Z-octadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/18:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C48H87N3O15P2	InChI=1S/C48H87N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-43(52)61-37-40(64-44(53)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h18,20,35-36,40-41,45-47,54-55H,3-17,19,21-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b20-18-/t40-,41-,45+,46?,47-/m1/s1	BZFPCBWCAKHOFP-WGSLHIROSA-N	1007.561243			MMDBc0029858
BASm0017400	CDP-DG(18:1(11Z)/16:0)	CDP-DG(18:1(11Z)/16:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:1(11Z)/16:0), in particular, consists of one 11Z-octadecenoyl chain to C-1 atom, and one hexadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/16:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCC	C46H83N3O15P2	InChI=1S/C46H83N3O15P2/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-41(50)59-35-38(62-42(51)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h13,15,33-34,38-39,43-45,52-53H,3-12,14,16-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b15-13-/t38-,39-,43+,44?,45-/m1/s1	JYZDWTGASQILGK-PAKZJQHWSA-N	979.529943			MMDBc0029859
BASm0017401	CDP-DG(18:1(11Z)/18:0)	CDP-DG(18:1(11Z)/18:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:1(11Z)/18:0), in particular, consists of one 11Z-octadecenoyl chain to C-1 atom, and one octadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/18:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCC	C48H87N3O15P2	InChI=1S/C48H87N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-43(52)61-37-40(64-44(53)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h13,15,35-36,40-41,45-47,54-55H,3-12,14,16-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b15-13-/t40-,41-,45+,46?,47-/m1/s1	DJBNZGPJCVNART-DOPBKWFCSA-N	1007.561243			MMDBc0029860
BASm0017402	CDP-DG(18:1(11Z)/18:1(11Z))	CDP-DG(18:1(11Z)/18:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(11Z)/18:1(11Z)), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/18:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C48H85N3O15P2	InChI=1S/C48H85N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-43(52)61-37-40(64-44(53)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h13-16,35-36,40-41,45-47,54-55H,3-12,17-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b15-13-,16-14-/t40-,41-,45+,46?,47-/m1/s1	KISJWPWNABZPGN-PYYNXHAWSA-N	1005.545593			MMDBc0029861
BASm0017403	CDP-DG(18:1(11Z)/18:1(9Z))	CDP-DG(18:1(11Z)/18:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-octadecenoyl chain to C-1 atom, and one 9Z-octadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/18:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C48H85N3O15P2	InChI=1S/C48H85N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-43(52)61-37-40(64-44(53)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h13,15,18,20,35-36,40-41,45-47,54-55H,3-12,14,16-17,19,21-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b15-13-,20-18-/t40-,41-,45+,46?,47-/m1/s1	MJTZWNDRIHJESM-GZSUXWSDSA-N	1005.545593			MMDBc0029862
BASm0017404	CDP-DG(18:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z))	CDP-DG(18:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one 11Z-octadecenoyl chain to C-1 atom, and one 4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC	C52H83N3O15P2	InChI=1S/C52H83N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h5,7,11,13-14,16-17,19,21-22,26,28,32,34,39-40,44-45,49-51,58-59H,3-4,6,8-10,12,15,18,20,23-25,27,29-31,33,35-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b7-5-,13-11-,16-14-,19-17-,22-21-,28-26-,34-32-/t44-,45-,49+,50?,51-/m1/s1	DLHOGIVUAZAHPZ-ZDAJIRAHSA-N	1051.529943			MMDBc0029863
BASm0017405	CDP-DG(18:1(9Z)/16:0)	CDP-DG(18:1(9Z)/16:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:1(9Z)/16:0), in particular, consists of one 9Z-octadecenoyl chain to C-1 atom, and one hexadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/16:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCC	C46H83N3O15P2	InChI=1S/C46H83N3O15P2/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-41(50)59-35-38(62-42(51)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h17-18,33-34,38-39,43-45,52-53H,3-16,19-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b18-17-/t38-,39-,43+,44?,45-/m1/s1	KHISIACUGVAERS-BLPYJZGISA-N	979.529943			MMDBc0029864
BASm0017406	CDP-DG(18:1(9Z)/18:0)	CDP-DG(18:1(9Z)/18:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:1(9Z)/18:0), in particular, consists of one 9Z-octadecenoyl chain to C-1 atom, and one octadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/18:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCC	C48H87N3O15P2	InChI=1S/C48H87N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-43(52)61-37-40(64-44(53)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h17,19,35-36,40-41,45-47,54-55H,3-16,18,20-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b19-17-/t40-,41-,45+,46?,47-/m1/s1	MLSXVHUEBZQJSW-INSNHAQQSA-N	1007.561243			MMDBc0029865
BASm0017407	CDP-DG(18:1(9Z)/18:1(11Z))	CDP-DG(18:1(9Z)/18:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain to C-1 atom, and one 11Z-octadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/18:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C48H85N3O15P2	InChI=1S/C48H85N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-43(52)61-37-40(64-44(53)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h14,16-17,19,35-36,40-41,45-47,54-55H,3-13,15,18,20-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b16-14-,19-17-/t40-,41-,45+,46?,47-/m1/s1	OAHLYURAXDZWKU-HKGKMMGUSA-N	1005.545593			MMDBc0029866
BASm0017408	PA(16:0/18:1(11Z))	PA(16:0/18:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/18:1(11Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids. PAs are biologically active lipids that can stimulate a large range of responses in many different cell types. Diacylglycerols (DAGs) can be converted to PAs by DAG kinases. Phospholipase Ds (PLDs), which catalyze the conversion of glycerolphospholipids, particularly phosphatidylcholine, to PAs and the conversion of N-arachidonoyl-phosphatidylethanolamine (NAPE) to anandamide and PAs are activated by several inflammatory mediators including bradykinin, ATP and glutamate. PAs activate downstream signaling pathways such as PKCs and mitogen-activated protein kinases (MAPKs). Circumstantial evidence that PAs are converted to DAGs. (PMID: 12618218, 16185776).		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C37H71O8P	InChI=1S/C37H71O8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h13,15,35H,3-12,14,16-34H2,1-2H3,(H2,40,41,42)/b15-13-/t35-/m1/s1	YDFKTEAAIYLUQP-JUOLSMOWSA-N	674.4886562			MMDBc0029867
BASm0017409	PA(16:0/18:1(9Z))	PA(16:0/18:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/18:1(9Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of oleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids. PAs are biologically active lipids that can stimulate a large range of responses in many different cell types. Diacylglycerols (DAGs) can be converted to PAs by DAG kinases. Phospholipase Ds (PLDs), which catalyze the conversion of glycerolphospholipids, particularly phosphatidylcholine, to PAs and the conversion of N-arachidonoyl-phosphatidylethanolamine (NAPE) to anandamide and PAs are activated by several inflammatory mediators including bradykinin, ATP and glutamate. PAs activate downstream signaling pathways such as PKCs and mitogen-activated protein kinases (MAPKs). Circumstantial evidence that PAs are converted to DAGs. (PMID: 12618218, 16185776).		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C37H71O8P	InChI=1S/C37H71O8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,35H,3-16,19-34H2,1-2H3,(H2,40,41,42)/b18-17-/t35-/m1/s1	OPVZUEPSMJNLOM-QEJMHMKOSA-N	674.4886562			MMDBc0029868
BASm0017410	PA(16:0/18:2(9Z,12Z))	PA(16:0/18:2(9Z,12Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/18:2(9Z,12Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of linoleic acid at the C-2 position.  Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids. PAs are biologically active lipids that can stimulate a large range of responses in many different cell types. Diacylglycerols (DAGs) can be converted to PAs by DAG kinases. Phospholipase Ds (PLDs), which catalyze the conversion of glycerolphospholipids, particularly phosphatidylcholine, to PAs and the conversion of N-arachidonoyl-phosphatidylethanolamine (NAPE) to anandamide and PAs are activated by several inflammatory mediators including bradykinin, ATP and glutamate. PAs activate downstream signaling pathways such as PKCs and mitogen-activated protein kinases (MAPKs). Circumstantial evidence that PAs are converted to DAGs. (PMID: 12618218, 16185776).		Solid	CCCCCCCCCCCCCCCC(=O)OC[C@]([H])(COP(O)(=O)O)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	C37H69O8P	InChI=1S/C37H69O8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h11,13,17-18,35H,3-10,12,14-16,19-34H2,1-2H3,(H2,40,41,42)/b13-11-,18-17-/t35-/m1/s1	YQMUIZXKIKXZHD-UMKNCJEQSA-N	672.4730057			MMDBc0029869
BASm0017411	PA(18:0/18:2(9Z,12Z))	PA(18:0/18:2(9Z,12Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:0/18:2(9Z,12Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of linoleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids. PAs are biologically active lipids that can stimulate a large range of responses in many different cell types. Diacylglycerols (DAGs) can be converted to PAs by DAG kinases. Phospholipase Ds (PLDs), which catalyze the conversion of glycerolphospholipids, particularly phosphatidylcholine, to PAs and the conversion of N-arachidonoyl-phosphatidylethanolamine (NAPE) to anandamide and PAs are activated by several inflammatory mediators including bradykinin, ATP and glutamate. PAs activate downstream signaling pathways such as PKCs and mitogen-activated protein kinases (MAPKs). Circumstantial evidence that PAs are converted to DAGs. (PMID: 12618218, 16185776).		Solid	CCCCCCCCCCCCCCCCCC(=O)OC[C@]([H])(COP(O)(=O)O)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	C39H73O8P	InChI=1S/C39H73O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,18,20,37H,3-11,13,15-17,19,21-36H2,1-2H3,(H2,42,43,44)/b14-12-,20-18-/t37-/m1/s1	QYYWMYCDFOLKKH-DAKWMOBOSA-N	700.5043058			MMDBc0029870
BASm0017412	PA(18:1(11Z)/18:1(11Z))	PA(18:1(11Z)/18:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(11Z)/18:1(11Z)), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids. PAs are biologically active lipids that can stimulate a large range of responses in many different cell types. Diacylglycerols (DAGs) can be converted to PAs by DAG kinases and indirect evidence supports the notion that PAs alter the excitability of neurons. Phospholipase Ds (PLDs), which catalyze the conversion of glycerolphospholipids, particularly phosphatidylcholine, to PAs and the conversion of N-arachidonoyl-phosphatidylethanolamine (NAPE) to anandamide and PAs are activated by several inflammatory mediators including bradykinin, ATP and glutamate. PAs activate downstream signaling pathways such as PKCs and mitogen-activated protein kinases (MAPKs). Circumstantial evidence that PAs are converted to DAGs. (PMID: 12618218, 16185776).		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C39H73O8P	InChI=1S/C39H73O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,37H,3-12,17-36H2,1-2H3,(H2,42,43,44)/b15-13-,16-14-/t37-/m1/s1	LMYYBYHAZAFVTR-RLSIPVDZSA-N	700.5043063			MMDBc0029871
BASm0017413	PA(18:1(11Z)/18:1(9Z))	PA(18:1(11Z)/18:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(11Z)/18:1(9Z)), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of oleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids. PAs are biologically active lipids that can stimulate a large range of responses in many different cell types. Diacylglycerols (DAGs) can be converted to PAs by DAG kinases. Phospholipase Ds (PLDs), which catalyze the conversion of glycerolphospholipids, particularly phosphatidylcholine, to PAs and the conversion of N-arachidonoyl-phosphatidylethanolamine (NAPE) to anandamide and PAs are activated by several inflammatory mediators including bradykinin, ATP and glutamate. PAs activate downstream signaling pathways such as PKCs and mitogen-activated protein kinases (MAPKs). Circumstantial evidence that PAs are converted to DAGs. (PMID: 12618218, 16185776).		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C39H73O8P	InChI=1S/C39H73O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,18,20,37H,3-12,14,16-17,19,21-36H2,1-2H3,(H2,42,43,44)/b15-13-,20-18-/t37-/m1/s1	IIMFLKINUHKKSA-SLLMOJSDSA-N	700.5043063			MMDBc0029872
BASm0017414	PA(18:1(9Z)/18:1(11Z))	PA(18:1(9Z)/18:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9Z)/18:1(11Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids. PAs are biologically active lipids that can stimulate a large range of responses in many different cell types. Diacylglycerols (DAGs) can be converted to PAs by DAG kinases. Phospholipase Ds (PLDs), which catalyze the conversion of glycerolphospholipids, particularly phosphatidylcholine, to PAs and the conversion of N-arachidonoyl-phosphatidylethanolamine (NAPE) to anandamide and PAs are activated by several inflammatory mediators including bradykinin, ATP and glutamate. PAs activate downstream signaling pathways such as PKCs and mitogen-activated protein kinases (MAPKs). Circumstantial evidence that PAs are converted to DAGs. (PMID: 12618218, 16185776).		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C39H73O8P	InChI=1S/C39H73O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16-17,19,37H,3-13,15,18,20-36H2,1-2H3,(H2,42,43,44)/b16-14-,19-17-/t37-/m1/s1	WXGVPSHYGAKQHX-YFPMXLMLSA-N	700.5043063			MMDBc0029873
BASm0017415	PA(18:1(9Z)/18:1(9Z))	PA(18:1(9Z)/18:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9Z)/18:1(9Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of oleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids. PAs are biologically active lipids that can stimulate a large range of responses in many different cell types. Diacylglycerols (DAGs) can be converted to PAs by DAG kinases. Phospholipase Ds (PLDs), which catalyze the conversion of glycerolphospholipids, particularly phosphatidylcholine, to PAs and the conversion of N-arachidonoyl-phosphatidylethanolamine (NAPE) to anandamide and PAs are activated by several inflammatory mediators including bradykinin, ATP and glutamate. PAs activate downstream signaling pathways such as PKCs and mitogen-activated protein kinases (MAPKs). Circumstantial evidence that PAs are converted to DAGs. (PMID: 12618218, 16185776).	14268-17-8	Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C39H73O8P	InChI=1S/C39H73O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,37H,3-16,21-36H2,1-2H3,(H2,42,43,44)/b19-17-,20-18-/t37-/m1/s1	MHUWZNTUIIFHAS-DSSVUWSHSA-N	700.5043063			MMDBc0029874
BASm0017416	PE(14:0/14:0)	PE(14:0/14:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(14:0/14:0), in particular, consists of two tetradecanoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC	C33H66NO8P	InChI=1S/C33H66NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-32(35)39-29-31(30-41-43(37,38)40-28-27-34)42-33(36)26-24-22-20-18-16-14-12-10-8-6-4-2/h31H,3-30,34H2,1-2H3,(H,37,38)/t31-/m1/s1	NEZDNQCXEZDCBI-WJOKGBTCSA-N	635.4526051			MMDBc0029875
BASm0017417	PE(14:0/16:0)	PE(14:0/16:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/16:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	C35H70NO8P	InChI=1S/C35H70NO8P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36)31-41-34(37)27-25-23-21-19-17-14-12-10-8-6-4-2/h33H,3-32,36H2,1-2H3,(H,39,40)/t33-/m1/s1	FXNACVVCWBVCGD-MGBGTMOVSA-N	663.4839052			MMDBc0029876
BASm0017418	PE(14:0/16:1(9Z))	PE(14:0/16:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/16:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	C35H68NO8P	InChI=1S/C35H68NO8P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36)31-41-34(37)27-25-23-21-19-17-14-12-10-8-6-4-2/h13,15,33H,3-12,14,16-32,36H2,1-2H3,(H,39,40)/b15-13-/t33-/m1/s1	AZKOMSGSPCBHKK-AVKQKRQHSA-N	661.4682552			MMDBc0029877
BASm0017419	PE(14:0/18:1(11Z))	PE(14:0/18:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/18:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38)33-43-36(39)29-27-25-23-21-19-14-12-10-8-6-4-2/h13,15,35H,3-12,14,16-34,38H2,1-2H3,(H,41,42)/b15-13-/t35-/m1/s1	UFSJDLNEPCFOCJ-JUOLSMOWSA-N	689.4995553			MMDBc0029878
BASm0017420	PE(16:0/14:0)	PE(16:0/14:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/14:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one tetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC	C35H70NO8P	InChI=1S/C35H70NO8P/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-34(37)41-31-33(32-43-45(39,40)42-30-29-36)44-35(38)28-26-24-22-20-17-14-12-10-8-6-4-2/h33H,3-32,36H2,1-2H3,(H,39,40)/t33-/m1/s1	MMLCPRRXWWDUCM-MGBGTMOVSA-N	663.4839052			MMDBc0029879
BASm0017421	PE(16:0/18:1(11Z))	PE(16:0/18:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/18:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h13,15,37H,3-12,14,16-36,40H2,1-2H3,(H,43,44)/b15-13-/t37-/m1/s1	LYJWNHGFGVVCAO-IEHWZJNJSA-N	717.5308554			MMDBc0029882
BASm0017422	PE(16:1(9Z)/14:0)	PE(16:1(9Z)/14:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/14:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one tetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC	C35H68NO8P	InChI=1S/C35H68NO8P/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-34(37)41-31-33(32-43-45(39,40)42-30-29-36)44-35(38)28-26-24-22-20-17-14-12-10-8-6-4-2/h13,15,33H,3-12,14,16-32,36H2,1-2H3,(H,39,40)/b15-13-/t33-/m1/s1	ADLQHCPAMORLQC-AVKQKRQHSA-N	661.4682552			MMDBc0029883
BASm0017423	PE(16:1(9Z)/16:0)	PE(16:1(9Z)/16:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/16:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38)46-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,35H,3-12,14,16-34,38H2,1-2H3,(H,41,42)/b15-13-/t35-/m1/s1	QHNWICFFSBJICC-JUOLSMOWSA-N	689.4995553			MMDBc0029884
BASm0017424	PE(16:1(9Z)/18:1(11Z))	PE(16:1(9Z)/18:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h13-16,37H,3-12,17-36,40H2,1-2H3,(H,43,44)/b15-13-,16-14-/t37-/m1/s1	QVUWNEQTPVMHQT-RLSIPVDZSA-N	715.5152053			MMDBc0029886
BASm0017425	PE(18:1(11Z)/14:0)	PE(18:1(11Z)/14:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(11Z)/14:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and  one tetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38)46-37(40)30-28-26-24-22-19-14-12-10-8-6-4-2/h13,15,35H,3-12,14,16-34,38H2,1-2H3,(H,41,42)/b15-13-/t35-/m1/s1	ONLSYXWRWGUPKV-JUOLSMOWSA-N	689.4995553			MMDBc0029887
BASm0017426	PE(18:1(11Z)/16:0)	PE(18:1(11Z)/16:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(11Z)/16:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-38(41)45-35-37(36-47-49(43,44)46-34-33-40)48-39(42)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h13,15,37H,3-12,14,16-36,40H2,1-2H3,(H,43,44)/b15-13-/t37-/m1/s1	BGGKMIPCFKMSNW-IEHWZJNJSA-N	717.5308554			MMDBc0029888
BASm0017427	PE(18:1(11Z)/16:1(9Z))	PE(18:1(11Z)/16:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-38(41)45-35-37(36-47-49(43,44)46-34-33-40)48-39(42)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h13-16,37H,3-12,17-36,40H2,1-2H3,(H,43,44)/b15-13-,16-14-/t37-/m1/s1	SPKIMNVTCJNMOI-RLSIPVDZSA-N	715.5152053			MMDBc0029889
BASm0017428	PE(18:1(11Z)/18:1(11Z))	PE(18:1(11Z)/18:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(18:1(11Z)/18:1(11Z)), in particular, consists of two 11Z-octadecenoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,39H,3-12,17-38,42H2,1-2H3,(H,45,46)/b15-13-,16-14-/t39-/m1/s1	FXSMMNUNFDTUMS-NCDRPEBGSA-N	743.5465055			MMDBc0029890
BASm0017429	PG(16:1(9Z)/16:0)	PG(16:0/16:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/16:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C38H73O10P	InChI=1S/C38H73O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(41)45-33-36(34-47-49(43,44)46-32-35(40)31-39)48-38(42)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,35-36,39-40H,3-12,14,16-34H2,1-2H3,(H,43,44)/b15-13-/t35-,36+/m0/s1	JZMVGKUGUWBISQ-BWTMDTOGSA-N	720.4941351			MMDBc0029892
BASm0017430	PG(18:1(11Z)/16:0)	PG(16:0/18:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/18:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C40H77O10P	InChI=1S/C40H77O10P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-39(43)47-35-38(36-49-51(45,46)48-34-37(42)33-41)50-40(44)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h13,15,37-38,41-42H,3-12,14,16-36H2,1-2H3,(H,45,46)/b15-13-/t37-,38+/m0/s1	PYSDYMWMDIXQNB-GPJPVTGXSA-N	748.5254352			MMDBc0029893
BASm0017431	PG(16:0/16:1(9Z))	PG(16:1(9Z)/16:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/16:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C38H73O10P	InChI=1S/C38H73O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(41)45-33-36(34-47-49(43,44)46-32-35(40)31-39)48-38(42)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,35-36,39-40H,3-13,15,17-34H2,1-2H3,(H,43,44)/b16-14-/t35-,36+/m0/s1	NOFOTAHTYLXZNV-DCQLZOMZSA-N	720.4941351			MMDBc0029894
BASm0017432	PG(16:1(9Z)/16:1(9Z))	PG(16:1(9Z)/16:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/16:1(9Z)), in particular, consists of two 9Z-hexadecenoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C38H71O10P	InChI=1S/C38H71O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(41)45-33-36(34-47-49(43,44)46-32-35(40)31-39)48-38(42)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,35-36,39-40H,3-12,17-34H2,1-2H3,(H,43,44)/b15-13-,16-14-/t35-,36-/m1/s1	GHQNERCMPIDAAU-VSQPZENTSA-N	718.4784855			MMDBc0029895
BASm0017433	PG(18:1(11Z)/16:1(9Z))	PG(16:1(9Z)/18:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C40H75O10P	InChI=1S/C40H75O10P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-39(43)47-35-38(36-49-51(45,46)48-34-37(42)33-41)50-40(44)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h13-16,37-38,41-42H,3-12,17-36H2,1-2H3,(H,45,46)/b15-13-,16-14-/t37-,38+/m0/s1	ICYKSOZJGJBBNU-GFJSAGKOSA-N	746.5097851			MMDBc0029896
BASm0017434	PG(16:0/18:1(11Z))	PG(18:1(11Z)/16:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/16:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C40H77O10P	InChI=1S/C40H77O10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h13,15,37-38,41-42H,3-12,14,16-36H2,1-2H3,(H,45,46)/b15-13-/t37-,38+/m0/s1	ADYWCMPUNIVOEA-GPJPVTGXSA-N	748.5254352			MMDBc0029897
BASm0017435	PG(16:1(9Z)/18:1(11Z))	PG(18:1(11Z)/16:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C40H75O10P	InChI=1S/C40H75O10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h13-16,37-38,41-42H,3-12,17-36H2,1-2H3,(H,45,46)/b15-13-,16-14-/t37-,38+/m0/s1	KSRFAXYFDXHNDB-GFJSAGKOSA-N	746.5097851			MMDBc0029898
BASm0017436	PG(18:1(11Z)/18:1(11Z))	PG(18:1(11Z)/18:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/18:1(11Z)), in particular, consists of two 11Z-octadecenoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C42H79O10P	InChI=1S/C42H79O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(45)49-37-40(38-51-53(47,48)50-36-39(44)35-43)52-42(46)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,39-40,43-44H,3-12,17-38H2,1-2H3,(H,47,48)/b15-13-,16-14-/t39-,40-/m1/s1	SOLXJHKVRWSNJX-ZAQZKMIBSA-N	774.5410857			MMDBc0029899
BASm0017437	CL(18:1(9Z)/18:1(9Z)/18:1(9Z)/18:1(9Z))	CL(18:1(9Z)/18:1(9Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(9Z)/18:1(9Z)/18:1(9Z)) contains four chains of (9Z-octadecenoyl) at the C1, C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h33-40,75-77,82H,5-32,41-74H2,1-4H3,(H,87,88)(H,89,90)/b37-33-,38-34-,39-35-,40-36-/t76-,77-/m1/s1	TWHQNHQPSCPQNY-WVRHUKEESA-N	1457.034827			MMDBc0029900
BASm0017438	gamma-Glutamyl-Se-methylselenocysteine	gamma-Glutamyl-Se-methylselenocysteine is an intermediate in selenoamino acid metabolism(KEGG ID C05695). It is generated from Se-methyl-selenocysteine via the enzyme gamma-glutamyltranspeptidase [EC:2.3.2.2].		Solid	C[Se]CC(NC(=O)CCC(N)C(O)=O)C(O)=O	C9H16N2O5Se	InChI=1S/C9H16N2O5Se/c1-17-4-6(9(15)16)11-7(12)3-2-5(10)8(13)14/h5-6H,2-4,10H2,1H3,(H,11,12)(H,13,14)(H,15,16)	IEFQLTYCECVOLL-UHFFFAOYSA-N	312.0224435			MMDBc0029901
BASm0017439	Hydrogen selenide	Hydrogen selenide is a metabolite of selenium which could have potential antiangiogenic effect in the chemoprevention of cancer. The hydrogen selenide is a key intermediate in the selenium methylation metabolism of inorganic and organic selenium compounds. Accumulation of the hydrogen selenide resulting from inhibition of the selenium methylation metabolism, detoxification metabolic pathway of selenium, is found in animals following repeated administration of a toxic dose of selenocystine. The excess of the hydrogen selenide produced by inhibition of the selenium methylation metabolism contributes to the hepatotoxicity caused by selenocystine. (PMID: 9414580, 11799926)		Solid	[SeH2]	H2Se	InChI=1S/H2Se/h1H2	SPVXKVOXSXTJOY-UHFFFAOYSA-N	81.93217189			MMDBc0029902
BASm0017440	N1-(alpha-D-ribosyl)-5,6-dimethyl-benzimidazole	N1-(alpha-D-ribosyl)-5,6-dimethyl-benzimidazole is also known as alpha-ribazole. It is converted from N1-(5-Phospho-alpha-D-ribosyl)-5,6-dimethylbenzimidazole via dephosphorylation by the enzyme alpha-ribazole phosphatase (EC 3.1.3.73). It can subsequently be used to synthesize Vitamin B12 coenzyme. (KEGG)		Solid	CC1=CC2=C(C=C1C)N(C=N2)[C@H]1O[C@H](CO)C(O)C1O	C14H18N2O4	InChI=1S/C14H18N2O4/c1-7-3-9-10(4-8(7)2)16(6-15-9)14-13(19)12(18)11(5-17)20-14/h3-4,6,11-14,17-19H,5H2,1-2H3/t11-,12?,13?,14+/m1/s1	HLRUKOJSWOKCPP-RYSNWHEDSA-N	278.1266571			MMDBc0029903
BASm0017441	Se-Adenosylselenomethionine	Se-Adenosylselenomethionine is an intermediate in Selenoamino acid metabolism.   Se-Adenosylselenomethionine is converted from Selenomethionine via the enzyme S-adenosylmethionine synthetase (EC 2.5.1.6).  It is then		Solid	C[Se+](CCC(N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N	C15H23N6O5Se	InChI=1S/C15H22N6O5Se/c1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25)/p+1/t7?,8-,10-,11-,14-,27?/m1/s1	GGJFWMOVUFBSIN-YDBXVIPQSA-O	447.0895147			MMDBc0029904
BASm0017442	trans-2-Enoyl-OPC4-CoA	trans-2-Enoyl-OPC4-CoA participates in alpha-linolenic acid metabolism. trans-2-Enoyl-OPC4-CoA is converted from OPC4-CoA via acyl-CoA oxidase [EC:1.3.3.6]		Solid	CC\C=C/C[C@@H]1C(=O)CCC1C\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@@](O)([H])C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@H](C(O)[C@H]1OP(=O)(O)O)N1C=NC2=C1N=CN=C2N	C35H54N7O18P3S	InChI=1S/C35H54N7O18P3S/c1-4-5-6-9-22-21(11-12-23(22)43)8-7-10-26(45)64-16-15-37-25(44)13-14-38-33(48)30(47)35(2,3)18-57-63(54,55)60-62(52,53)56-17-24-29(59-61(49,50)51)28(46)34(58-24)42-20-41-27-31(36)39-19-40-32(27)42/h5-7,10,19-22,24,28-30,34,46-47H,4,8-9,11-18H2,1-3H3,(H,37,44)(H,38,48)(H,52,53)(H,54,55)(H2,36,39,40)(H2,49,50,51)/b6-5-,10-7+/t21?,22-,24+,28?,29-,30-,34+/m0/s1	QSAQFDYWYNLXEC-XIFSABRGSA-N	985.2458882			MMDBc0029905
BASm0017443	trans-2-Enoyl-OPC6-CoA	trans-2-Enoyl-OPC6-CoA participates in alpha-linolenic acid metabolism. trans-2-Enoyl-OPC6-CoA is converted from OPC6-CoA via acyl-CoA oxidase [EC:1.3.3.6]. &		Solid	CC\C=C/C[C@@H]1C(=O)CCC1CCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@@](O)([H])C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@H](C(O)[C@H]1OP(=O)(O)O)N1C=NC2=C1N=CN=C2N	C37H58N7O18P3S	InChI=1S/C37H58N7O18P3S/c1-4-5-7-11-24-23(13-14-25(24)45)10-8-6-9-12-28(47)66-18-17-39-27(46)15-16-40-35(50)32(49)37(2,3)20-59-65(56,57)62-64(54,55)58-19-26-31(61-63(51,52)53)30(48)36(60-26)44-22-43-29-33(38)41-21-42-34(29)44/h5,7,9,12,21-24,26,30-32,36,48-49H,4,6,8,10-11,13-20H2,1-3H3,(H,39,46)(H,40,50)(H,54,55)(H,56,57)(H2,38,41,42)(H2,51,52,53)/b7-5-,12-9+/t23?,24-,26+,30?,31-,32-,36+/m0/s1	IEENEQSEOWXDQK-CFJMVVCHSA-N	1013.277188			MMDBc0029906
BASm0017444	trans,cis-Lauro-2,6-dienoyl-CoA	trans,cis-Lauro-2,6-dienoyl-CoA participates in fatty acid metabolism. trans,cis-Lauro-2,6-dienoyl-CoA is converted from cis,cis-3,6-Dodecadienoyl-CoA via dodecenoyl-CoA delta-isomerase [EC:5.3.3.8] and vice-versa.		Solid	CCCCCC\C([H])=C(\[H])C\C([H])=C(/[H])C(=O)SCCN=C(O)CCN=C(O)[C@@](O)([H])C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@](O)([H])C1([H])OP(O)(O)=O	C33H54N7O17P3S	InChI=1S/C33H54N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-24(42)61-17-16-35-23(41)14-15-36-31(45)28(44)33(2,3)19-54-60(51,52)57-59(49,50)53-18-22-27(56-58(46,47)48)26(43)32(55-22)40-21-39-25-29(34)37-20-38-30(25)40/h9-10,12-13,20-22,26-28,32,43-44H,4-8,11,14-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48)/b10-9-,13-12+/t22-,26-,27?,28+,32-/m1/s1	ZSJRXHRCABOSNC-HWRLQOPASA-N	945.2509736			MMDBc0029907
BASm0017445	PA(16:0e/18:0)	2-octadecanoyl-1-hexadecyl-sn-glycero-3-phosphate is an intermediate in ether lipid metabolism. 2-octadecanoyl-1-hexadecyl-sn-glycero-3-phosphate is converted from 1-octadecyl-glycerone-3-phosphate via 1-acylglycerol-3-phosphate O-acyltransferase. (EC: 2.3.1.51) Ether lipids are lipids in which one or more of the carbon atoms on glycerol is bonded to an alkyl chain via an ether linkage, as opposed to the usual ester linkage. Ether lipids are called plasmalogens (1-O-1'-alkenyl-2-acylglycerophospholipids) if these are glycerol-containing phospholipids with an unsaturated O-(1-alkenyl) (vinyl ether) group at the first position on the glycerol chain. Plasmalogens as well as some 1-O-alkyl lipids are ubiquitous and sometimes major parts of the cell membranes in mammals and anaerobic bacteria. In archaea, ether lipids are the major polar lipids in the cell envelope and their abundance is one of the major characteristics that separate this group of prokaryotes from the bacteria. In these cells, diphytanylglycerolipids or bipolar macrocyclic tetraethers can form covalently linked bilayers.		Solid	[H][C@@](COCCCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCC	C37H75O7P	InChI=1S/C37H75O7P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-37(38)44-36(35-43-45(39,40)41)34-42-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h36H,3-35H2,1-2H3,(H2,39,40,41)/t36-/m1/s1	BIMPCBJDAYKNLD-PSXMRANNSA-N	662.5250418			MMDBc0029908
BASm0017446	PA(P-16:0e/18:2(9Z,12Z))	2-(9Z,12Z-octadecadienoyl)-1-(1Z-hexadecenyl)-sn-glycero-3-phosphate is an intermediate of ether lipid metabolism.  Ether lipids are lipids in which one or more of the carbon atoms on glycerol is bonded to an alkyl chain via an ether linkage, as opposed to the usual ester linkage.2-(9Z,12Z-octadecadienoyl)-1-(1Z-hexadecenyl)-sn-glycero-3-phosphate is irreversibly produced from 2-(9Z,12Z-octadecadienoyl)-1-(1Z-hexadecenyl))-sn-glycero-3-phosphoethanolamine via the enzyme phospholipase D (EC: 3.1.4.4).Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol.		Solid	[H][C@@](CO\C=C/CCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	C37H69O7P	InChI=1S/C37H69O7P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-37(38)44-36(35-43-45(39,40)41)34-42-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h11,13,17,19,31,33,36H,3-10,12,14-16,18,20-30,32,34-35H2,1-2H3,(H2,39,40,41)/b13-11-,19-17-,33-31-/t36-/m1/s1	OLCTYLMZTXKGKH-BBNWHMLASA-N	656.4780911			MMDBc0029909
BASm0017447	PA(20:4(5Z,8Z,11Z,14Z)e/2:0)	2-Acetyl-1-(5Z,8Z,11Z,14Z-eicosatetraenyl)-sn-glycero-phosphate is an ether lipid.  Ether lipids are lipids in which one or more of the carbon atoms on glycerol is bonded to an alkyl chain via an ether linkage, as opposed to the usual ester linkage.		Solid	[H][C@@](COCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)(COP(O)(O)=O)OC(C)=O	C25H43O7P	InChI=1S/C25H43O7P/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-30-22-25(32-24(2)26)23-31-33(27,28)29/h7-8,10-11,13-14,16-17,25H,3-6,9,12,15,18-23H2,1-2H3,(H2,27,28,29)/b8-7-,11-10-,14-13-,17-16-/t25-/m1/s1	LTIFQHVEGFEXBJ-NTNVCBRRSA-N	486.2746402			MMDBc0029910
BASm0017448	Adenosine 2',3'-cyclic phosphate	Adenosine 2',3'-cyclic phosphate is part of the purine metabolism pathway. In this pathway, 2',3'-cyclic AMP is reversibly converted to 3'-AMP via the enzyme 2',3'-cyclic-nucleotide 2'-phosphodiesterase (EC 3.1.4.16). (KEGG)	634-01-5	Solid	[H]C1(CO)O[C@]([H])(N2C=NC3=C(N)N=CN=C23)C2([H])OP(O)(=O)OC12[H]	C10H12N5O6P	InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7-6(4(1-16)19-10)20-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4?,6?,7?,10-/m0/s1	KMYWVDDIPVNLME-TVOLHPCASA-N	329.0525197			MMDBc0029911
BASm0017449	5-Keto-D-gluconate	5-Keto-D-gluconate is metabolized from glucose in certain bacterial species. It is an intermediate in L-idonate degradation and ketogluconate metabolism. 5-Keto-D-gluconate 5-reductase catalyzes the reversible reduction of 5-ketogluconate to D-gluconate. This is the second reaction of the L-idonate catabolic pathway after uptake of L-idonate into the cell. The enzyme specifically reduces 5-ketogluconate using either NADH or NADPH. The enzyme is also specific for D-gluconate oxidation using NADP as the coenzyme, NAD does not serve as a coenzyme.	3470-36-8	Solid	OCC(=O)C(O)C(O)C(O)C(O)=O	C6H10O7	InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h3-5,7,9-11H,1H2,(H,12,13)	IZSRJDGCGRAUAR-UHFFFAOYSA-N	194.0426527			MMDBc0029913
BASm0017450	(R) 2,3-Dihydroxy-3-methylvalerate	(R) 2,3-Dihydroxy-methylvalerate is an intermediate in valine, leucine and isoleucine biosynthesis. The pathway of valine biosynthesis is a four-step pathway that shares all of its steps with the parallel pathway of isoleucine biosynthesis. These entwined pathways are part of the superpathway of leucine, valine, and isoleucine biosynthesis, that generates not only isoleucine and valine, but also leucine. (R) 2,3-Dihydroxy-methylvalerate is generated from 3-Hydroxy-3-methyl-2-oxopentanoic acid via the enzyme ketol-acid reductoisomerase (EC 1.1.1.86) then it is converted to  (S)-3-methyl-2-oxopentanoic via the dihydroxy-acid dehydratase (EC:4.2.1.9).	562-43-6	Solid	CC[C@@](C)(O)[C@@H](O)C(O)=O	C6H12O4	InChI=1S/C6H12O4/c1-3-6(2,10)4(7)5(8)9/h4,7,10H,3H2,1-2H3,(H,8,9)/t4-,6+/m0/s1	PDGXJDXVGMHUIR-UJURSFKZSA-N	148.0735589			MMDBc0029915
BASm0017451	4-(Glutamylamino) butanoate	4-(Glutamylamino) butanoate is a polyamine that is an intermediate in putrescine degradation . Polyamines (the most common of which are putrescine , spermidine , and spermine ), a group of positively charged small molecules present in virtually all living organisms, have been implicated in many biological processes, including binding to nucleic acids, stabilizing membranes, and stimulating several enzymes. Although polyamines are clearly necessary for optimal cell growth, a surplus of polyamines can cause inhibition of growth and protein synthesis, and thus a balance is desired between the production and breakdown of polyamines. In putrescine degradation , 4-(Glutamylamino) butanoate is a substrate for gamma-glutamyl-gamma-aminobutyrate hydrolase (puuD) and can be generated from the hydrolysis of gamma-glutamyl-gamma-aminobutyraldehyde.	5105-96-4	Solid	N[C@@H](CCC(=O)NCCCC(O)=O)C(O)=O	C9H16N2O5	InChI=1S/C9H16N2O5/c10-6(9(15)16)3-4-7(12)11-5-1-2-8(13)14/h6H,1-5,10H2,(H,11,12)(H,13,14)(H,15,16)/t6-/m0/s1	MKYPKZSGLSOGLL-LURJTMIESA-N	232.1059216			MMDBc0029917
BASm0017452	Adenosyl cobinamide phosphate	Adenosyl cobinamide phosphate, a known intermediate of the de novo biosynthetic pathway, is involved in Porphyrin and chlorophyll metabolism.In Salmonella typhimurium LT2, under anaerobic conditions, CobU (EC 2.7.7.62 and EC 2.7.1.156), CobT (EC 2.4.2.21), CobC (EC 3.1.3.73) and CobS (EC 2.7.8.26) catalyse reactions in the nucleotide loop 		Solid	C[C@H](CNC(=O)CC[C@]1(C)[C@@H](CC(N)=O)[C@H]2N3C1=C(C)C1=[N+]4C(=CC5=[N+]6C(=C(C)C7=[N+]([C@]2(C)[C@@](C)(CC(N)=O)[C@@H]7CCC(N)=O)[Co--]346C[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@](C)(CC(N)=O)[C@@H]5CCC(N)=O)C(C)(C)[C@@H]1CCC(N)=O)OP(O)(O)=O	C58H85CoN16O14P	InChI=1S/C48H74N11O11P.C10H12N5O3.Co/c1-23(70-71(67,68)69)22-55-38(66)16-17-45(6)29(18-35(52)63)43-48(9)47(8,21-37(54)65)28(12-15-34(51)62)40(59-48)25(3)42-46(7,20-36(53)64)26(10-13-32(49)60)30(56-42)19-31-44(4,5)27(11-14-33(50)61)39(57-31)24(2)41(45)58-43;1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15;/h19,23,26-29,43H,10-18,20-22H2,1-9H3,(H16,49,50,51,52,53,54,55,56,57,58,59,60,61,62,63,64,65,66,67,68,69);2-4,6-7,10,16-17H,1H2,(H2,11,12,13);/q;;+2/p-1/t23-,26-,27-,28-,29+,43-,45-,46+,47+,48+;4-,6-,7-,10-;/m11./s1	MQCMBMUJJHSGIF-QMUWONGRSA-M	1319.550078			MMDBc0029918
BASm0017453	Adenosylcobinamide-GDP	Adenosylcobinamide-GDP,a known de novo intermediate, is involved in Porphyrin and chlorophyll metabolism.In Salmonella typhimurium LT2, under anaerobic conditions, CobU (EC 2.7.7.62 and EC 2.7.1.156), CobT (EC 2.4.2.21), CobC (EC 3.1.3.73) and CobS (EC 2.7.8.26) catalyse reactions in the nucleotide loop 		Solid	CC(CNC(=O)CC[C@]1(C)[C@@H](CC(N)=O)C2N=C1\C(C)=C1/N=C(/C=C3\N=C(\C(\C)=C4\[C@@H](CCC(N)=O)[C@](C)(CC(N)=O)[C@@]2(C)N4[Co+]C[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC4=C2N=CN=C4N)[C@@](C)(CC(N)=O)[C@@H]3CCC(N)=O)C(C)(C)[C@@H]1CCC(N)=O)OP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=C(N)NC2=O	C68H97CoN21O21P2	InChI=1S/C58H86N16O18P2.C10H12N5O3.Co/c1-25(91-94(87,88)92-93(85,86)89-23-33-45(82)46(83)52(90-33)74-24-67-44-50(74)71-53(65)72-51(44)84)22-66-41(81)16-17-55(6)31(18-38(62)78)49-58(9)57(8,21-40(64)80)30(12-15-37(61)77)43(73-58)27(3)48-56(7,20-39(63)79)28(10-13-35(59)75)32(68-48)19-34-54(4,5)29(11-14-36(60)76)42(69-34)26(2)47(55)70-49;1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15;/h19,24-25,28-31,33,45-46,49,52,82-83H,10-18,20-23H2,1-9H3,(H19,59,60,61,62,63,64,65,66,68,69,70,71,72,73,75,76,77,78,79,80,81,84,85,86,87,88);2-4,6-7,10,16-17H,1H2,(H2,11,12,13);/q;;+2/p-1/t25?,28-,29-,30-,31+,33-,45-,46-,49?,52-,55-,56+,57+,58+;4-,6-,7-,10-;/m11./s1	IQTYKHRKNGVJEO-FGHWVWCISA-M	1664.597512			MMDBc0029919
BASm0017454	L-Aspartyl-4-phosphate	L-Aspartyl-4-phosphate is involved in both the lysine biosynthesis and homoserine biosynthesis pathways. 	22138-53-0	Solid	NC(CC(=O)OP(O)(O)=O)C(O)=O	C4H8NO7P	InChI=1S/C4H8NO7P/c5-2(4(7)8)1-3(6)12-13(9,10)11/h2H,1,5H2,(H,7,8)(H2,9,10,11)	IXZNKTPIYKDIGG-UHFFFAOYSA-N	213.0038381			MMDBc0029927
BASm0017455	N-Succinyl-2-amino-6-ketopimelate	N-Succinyl-2-amino-6-ketopimelate is an intermediate in lysine biosynthesis.  It is the fourth to last step in n the synthesis of lysine and is converted from tetrahydrodipicolinate via the enzyme tetrahydrodipicolinate N-succinyltransferase (EC 2.3.1.117). It is then converted to N-succinyl-L,L-2,6-diaminopimelate via the enzyme Succinyldiaminopimelate transferase (EC 2.6.1.17).		Solid	OC(=O)CCC(=O)N[C@@H](CCCC(=O)C(O)=O)C(O)=O	C11H15NO8	InChI=1S/C11H15NO8/c13-7(11(19)20)3-1-2-6(10(17)18)12-8(14)4-5-9(15)16/h6H,1-5H2,(H,12,14)(H,15,16)(H,17,18)(H,19,20)/t6-/m0/s1	SDVXSCSNVVZWDD-LURJTMIESA-N	289.0797665			MMDBc0029928
BASm0017456	N-Succinyl-L,L-2,6-diaminopimelate	N-Succinyl-L,L-2,6-diaminopimelate is an intermediate in lysine biosynthesis. It is the third to last step in the synthesis of lysine and is converted from N-Succinyl-2-amino-6-ketopimelate via the enzyme succinyldiaminopimelate transferase (EC 2.6.1.17). It is then converted to L,L-diaminopimelate via the enzyme succinyl-diaminopimelate desuccinylase (EC 3.5.1.18).	26605-36-7	Solid	NC(CCC[C@H](NC(=O)CCC(O)=O)C(O)=O)C(O)=O	C11H18N2O7	InChI=1S/C11H18N2O7/c12-6(10(17)18)2-1-3-7(11(19)20)13-8(14)4-5-9(15)16/h6-7H,1-5,12H2,(H,13,14)(H,15,16)(H,17,18)(H,19,20)/t6?,7-/m0/s1	GLXUWZBUPATPBR-MLWJPKLSSA-N	290.1114009			MMDBc0029929
BASm0017457	PhosphoribosylformiminoAICAR-phosphate	Phosphoribosylformiminoaicar-phosphate is a member of the chemical class known as 1-Phosphoribosyl-imidazolecarboxamides. These are organic compounds containing the imidazolecarboxamide linked to a ribose phosphate through a 1-2 bond. 		Solid	NC(=O)C1=C(\N=C\NC2OC(COP(O)(O)=O)C(O)C2O)N(C=N1)C1OC(COP(O)(O)=O)C(O)C1O	C15H25N5O15P2	InChI=1S/C15H25N5O15P2/c16-12(25)7-13(17-3-18-14-10(23)8(21)5(34-14)1-32-36(26,27)28)20(4-19-7)15-11(24)9(22)6(35-15)2-33-37(29,30)31/h3-6,8-11,14-15,21-24H,1-2H2,(H2,16,25)(H,17,18)(H2,26,27,28)(H2,29,30,31)	QOUSHGMTBIIAHR-UHFFFAOYSA-N	577.0822382			MMDBc0029930
BASm0017458	Phosphoribulosylformimino-AICAR-P	Phosphoribulosylformimino-aicar-p is a member of the chemical class known as 1-Phosphoribosyl-imidazolecarboxamides. These are organic compounds containing the imidazolecarboxamide linked to a ribose phosphate through a 1-2 bond.  PRFAR is catalyzed by imidazole glycerol phosphate syntahse. Imidazole glycerol phosphate (IGP) synthase is a glutamine amidotransferase that catalyzes the formation of IGP and 5-aminoimidazole-4-carboxamide ribonucleotide (AICAR) from N(1)-[(5'-phosphoribulosyl)formimino]-5-aminoimidazole-4-car boxamide ribonucleotide (PRFAR). (PMID 10733892). 5-((5-phospho-1-deoxyribulos-1-ylamino)methylideneamino)-1-(5-phosphoribosyl)imidazole-4-carboxamide is an intermediate in the histidine biosynthesis pathway.  It is a substrate for the enzyme 1-(5-phosphoribosyl)-5-[(5-phosphoribosylamino)methylideneamino] imidazole-4-carboxamide isomerase which catalyzes the reaction 1-(5-phosphoribosyl)-5-((5-phosphoribosylamino)methylideneamino)imidazole-4-carboxamide = 5-((5-phospho-1-deoxyribulos-1-ylamino)methylideneamino)-1-(5-phosphoribosyl)imidazole-4-carboxamide.		Solid	O[C@H](COP(=O)(O)O)[C@@H](O)C(=O)CN\C=N\C1=C(C(=O)N)N=CN1[C@H]1O[C@@H](COP(=O)(O)O)[C@H](O)[C@@H]1O	C15H25N5O15P2	InChI=1S/C15H25N5O15P2/c16-13(26)9-14(18-4-17-1-6(21)10(23)7(22)2-33-36(27,28)29)20(5-19-9)15-12(25)11(24)8(35-15)3-34-37(30,31)32/h4-5,7-8,10-12,15,22-25H,1-3H2,(H2,16,26)(H,17,18)(H2,27,28,29)(H2,30,31,32)/t7-,8+,10+,11+,12+,15+/m1/s1	BLKFNHOCHNCLII-IIZOACFYSA-N	577.0822382			MMDBc0029931
BASm0017459	Tetrahydrodipicolinate	Tetrahydrodipicolinate is involved in amino-acid biosynthesis, specifically L-lysine biosynthesis via the DAP pathway	2353-17-5	Solid	OC(=O)C1CCCC(=N1)C(O)=O	C7H9NO4	InChI=1S/C7H9NO4/c9-6(10)4-2-1-3-5(8-4)7(11)12/h4H,1-3H2,(H,9,10)(H,11,12)	CXMBCXQHOXUCEO-UHFFFAOYSA-N	171.0531578			MMDBc0029933
BASm0017460	PS(14:0/14:0)	PS(14:0/14:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(14:0/14:0), in particular, consists of two tetradecanoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)C(O)=O	C34H66NO10P	InChI=1S/C34H66NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-32(36)42-27-30(28-43-46(40,41)44-29-31(35)34(38)39)45-33(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h30-31H,3-29,35H2,1-2H3,(H,38,39)(H,40,41)/t30-,31-/m1/s1	WKJDWDLHIOUPPL-FIRIVFDPSA-N	679.4424343			MMDBc0029934
BASm0017461	PS(14:0/16:0)	PS(14:0/16:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0/16:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one hexadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)C(O)=O	C36H70NO10P	InChI=1S/C36H70NO10P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-35(39)47-32(30-45-48(42,43)46-31-33(37)36(40)41)29-44-34(38)27-25-23-21-19-17-14-12-10-8-6-4-2/h32-33H,3-31,37H2,1-2H3,(H,40,41)(H,42,43)/t32-,33-/m1/s1	CMEYODOSAQTQFO-CZNDPXEESA-N	707.4737345			MMDBc0029935
BASm0017462	PS(14:0/16:1(9Z))	PS(14:0/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0/16:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)C(O)=O	C36H68NO10P	InChI=1S/C36H68NO10P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-35(39)47-32(30-45-48(42,43)46-31-33(37)36(40)41)29-44-34(38)27-25-23-21-19-17-14-12-10-8-6-4-2/h13,15,32-33H,3-12,14,16-31,37H2,1-2H3,(H,40,41)(H,42,43)/b15-13-/t32-,33-/m1/s1	DPYXPLKOAXFWHZ-OMBOWMSASA-N	705.4580844			MMDBc0029936
BASm0017463	PS(16:0/14:0)	PS(16:0/14:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:0/14:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one tetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)C(O)=O	C36H70NO10P	InChI=1S/C36H70NO10P/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-34(38)44-29-32(30-45-48(42,43)46-31-33(37)36(40)41)47-35(39)28-26-24-22-20-17-14-12-10-8-6-4-2/h32-33H,3-31,37H2,1-2H3,(H,40,41)(H,42,43)/t32-,33-/m1/s1	IXMLPLRKGNKFMP-CZNDPXEESA-N	707.4737345			MMDBc0029937
BASm0017464	PS(16:0/16:1(9Z))	PS(16:0/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:0/16:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)C(O)=O	C38H72NO10P	InChI=1S/C38H72NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(40)46-31-34(32-47-50(44,45)48-33-35(39)38(42)43)49-37(41)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,34-35H,3-13,15,17-33,39H2,1-2H3,(H,42,43)(H,44,45)/b16-14-/t34-,35-/m1/s1	SQYNOJCBJMSMAA-KYTDMUNUSA-N	733.4893845			MMDBc0029938
BASm0017465	PS(16:1(9Z)/14:0)	PS(16:1(9Z)/14:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:1(9Z)/14:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one tetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC)C(O)=O	C36H68NO10P	InChI=1S/C36H68NO10P/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-34(38)44-29-32(30-45-48(42,43)46-31-33(37)36(40)41)47-35(39)28-26-24-22-20-17-14-12-10-8-6-4-2/h13,15,32-33H,3-12,14,16-31,37H2,1-2H3,(H,40,41)(H,42,43)/b15-13-/t32-,33-/m1/s1	ZZTXSLYSBMQDFI-OMBOWMSASA-N	705.4580844			MMDBc0029939
BASm0017466	PS(16:1(9Z)/16:0)	PS(16:1(9Z)/16:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:1(9Z)/16:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one hexadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC)C(O)=O	C38H72NO10P	InChI=1S/C38H72NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(40)46-31-34(32-47-50(44,45)48-33-35(39)38(42)43)49-37(41)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,34-35H,3-12,14,16-33,39H2,1-2H3,(H,42,43)(H,44,45)/b15-13-/t34-,35-/m1/s1	YQBIRCWGTRXVEA-BBUHJJAOSA-N	733.4893845			MMDBc0029940
BASm0017467	PS(16:1(9Z)/16:1(9Z))	PS(16:1(9Z)/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(16:1(9Z)/16:1(9Z)), in particular, consists of two 9Z-hexadecenoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)C(O)=O	C38H70NO10P	InChI=1S/C38H70NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(40)46-31-34(32-47-50(44,45)48-33-35(39)38(42)43)49-37(41)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,34-35H,3-12,17-33,39H2,1-2H3,(H,42,43)(H,44,45)/b15-13-,16-14-/t34-,35-/m1/s1	SYAYTZJXUCQTMJ-CSGPLLAYSA-N	731.4737345			MMDBc0029941
BASm0017468	(1R,2S)-Naphthalene 1,2-oxide	(1r,2s)-naphthalene 1,2-oxide belongs to the class of Naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings. 	73136-20-6	Expected Solid	O1C2C=CC3=CC=CC=C3C12	C10H8O	InChI=1S/C10H8O/c1-2-4-8-7(3-1)5-6-9-10(8)11-9/h1-6,9-10H	XQIJIALOJPIKGX-UHFFFAOYSA-N	144.0575149			MMDBc0029942
BASm0017469	(1R)-Glutathionyl-(2R)-hydroxy-1,2-dihydronaphthalene	(1r)-glutathionyl-(2r)-hydroxy-1,2-dihydronaphthalene belongs to the class of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. (inferred from compound structure)		Expected Solid	[H][C@](N)(CCC(O)=N[C@@]([H])(CS[C@]1([H])C2=CC=CC=C2C=C[C@@]1([H])O)C(O)=NCC(O)=O)C(O)=O	C20H25N3O7S	InChI=1S/C20H25N3O7S/c21-13(20(29)30)6-8-16(25)23-14(19(28)22-9-17(26)27)10-31-18-12-4-2-1-3-11(12)5-7-15(18)24/h1-5,7,13-15,18,24H,6,8-10,21H2,(H,22,28)(H,23,25)(H,26,27)(H,29,30)/t13-,14-,15+,18+/m0/s1	UWBZAZWPTVBBEL-OIPACUDHSA-N	451.1413209			MMDBc0029944
BASm0017470	(1R)-Hydroxy-(2R)-glutathionyl-1,2-dihydronaphthalene	(1r)-hydroxy-(2r)-glutathionyl-1,2-dihydronaphthalene belongs to the class of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. (inferred from compound structure)		Expected Solid	[H][C@](N)(CCC(O)=N[C@@]([H])(CS[C@]1([H])C=CC2=CC=CC=C2[C@@]1([H])O)C(O)=NCC(O)=O)C(O)=O	C20H25N3O7S	InChI=1S/C20H25N3O7S/c21-13(20(29)30)6-8-16(24)23-14(19(28)22-9-17(25)26)10-31-15-7-5-11-3-1-2-4-12(11)18(15)27/h1-5,7,13-15,18,27H,6,8-10,21H2,(H,22,28)(H,23,24)(H,25,26)(H,29,30)/t13-,14-,15+,18+/m0/s1	HBBDHJOSZGOTBV-OIPACUDHSA-N	451.1413209			MMDBc0029945
BASm0017471	(1S)-Hydroxy-(2S)-glutathionyl-1,2-dihydronaphthalene	(1s)-hydroxy-(2s)-glutathionyl-1,2-dihydronaphthalene is a member of the chemical class known as Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. 		Expected Solid	[H][C@](N)(CCC(O)=N[C@@]([H])(CS[C@@]1([H])C=CC2=CC=CC=C2[C@]1([H])O)C(O)=NCC(O)=O)C(O)=O	C20H25N3O7S	InChI=1S/C20H25N3O7S/c21-13(20(29)30)6-8-16(24)23-14(19(28)22-9-17(25)26)10-31-15-7-5-11-3-1-2-4-12(11)18(15)27/h1-5,7,13-15,18,27H,6,8-10,21H2,(H,22,28)(H,23,24)(H,25,26)(H,29,30)/t13-,14-,15-,18-/m0/s1	HBBDHJOSZGOTBV-XSWJXKHESA-N	451.1413209			MMDBc0029946
BASm0017472	(2-Naphthyl)methanol	(2-naphthyl)methanol is a member of the chemical class known as Naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings. 	1592-38-7	Solid	OCC1=CC2=CC=CC=C2C=C1	C11H10O	InChI=1S/C11H10O/c12-8-9-5-6-10-3-1-2-4-11(10)7-9/h1-7,12H,8H2	MFGWMAAZYZSWMY-UHFFFAOYSA-N	158.0731649			MMDBc0029947
BASm0017473	(2E)-5-Methylhexa-2,4-dienoyl-CoA	(2e)-5-methylhexa-2,4-dienoyl-coa belongs to the class of Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. (inferred from compound structure)		Expected Solid	[H]\C(C=C(C)C)=C(\[H])C(=O)SCCN=C(O)CCN=C(O)C(O)([H])C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@](O)([H])[C@]1([H])OP(O)(O)=O	C28H44N7O17P3S	InChI=1S/C28H44N7O17P3S/c1-16(2)6-5-7-19(37)56-11-10-30-18(36)8-9-31-26(40)23(39)28(3,4)13-49-55(46,47)52-54(44,45)48-12-17-22(51-53(41,42)43)21(38)27(50-17)35-15-34-20-24(29)32-14-33-25(20)35/h5-7,14-15,17,21-23,27,38-39H,8-13H2,1-4H3,(H,30,36)(H,31,40)(H,44,45)(H,46,47)(H2,29,32,33)(H2,41,42,43)/b7-5+/t17-,21-,22-,23?,27-/m1/s1	IFMYVRQEHQTINS-DKIDORRISA-N	875.1727232			MMDBc0029948
BASm0017474	(2S,3S)-2,3-Dihydro-2,3-dihydroxybenzoate	(2S,3S)-2,3-dihydro-2,3-dihydroxybenzoate is a member of the chemical class known as Beta Hydroxy Acids and Derivatives. These are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. It is involved in siderophore biosynthesis and enterobactin biosynthesis.		Expected Solid	[H][C@]1(O)C=CC=C(C(O)=O)[C@]1([H])O	C7H8O4	InChI=1S/C7H8O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,5-6,8-9H,(H,10,11)/t5-,6-/m0/s1	INCSWYKICIYAHB-WDSKDSINSA-N	156.0422587			MMDBc0029949
BASm0017475	1-(2-Carboxyphenylamino)-1'-deoxy-D-ribulose 5'-phosphate	1-(2-carboxyphenylamino)-1'-deoxy-D-ribulose 5'-phosphate is a pentose phosphate derivative.  It is a substrate for indole-3-glycerol-phosphate synthase (IPGS) (EC 4.1.1.48)which  is an enzyme that catalyzes the chemical reaction: 1-(2-carboxyphenylamino)-1-deoxy-D-ribulose 5-phosphate ↵ightleftharpoons 1-C-(indol-3-yl)-glycerol 3-phosphate + CO2 + H2O 		Expected Solid	O[C@H](COP(O)(O)=O)[C@@H](O)C(=O)CNC1=C(C=CC=C1)C(O)=O	C12H16NO9P	InChI=1S/C12H16NO9P/c14-9(11(16)10(15)6-22-23(19,20)21)5-13-8-4-2-1-3-7(8)12(17)18/h1-4,10-11,13,15-16H,5-6H2,(H,17,18)(H2,19,20,21)/t10-,11+/m1/s1	QKMBYNRMPRKVTO-MNOVXSKESA-N	349.0562676			MMDBc0029956
BASm0017476	1-Hydroxy-2-methyl-2-butenyl 4-diphosphate	1-hydroxy-2-methyl-2-butenyl 4-diphosphate is a member of the chemical class known as Organic Pyrophosphates. These are organic compounds containing the pyrophosphate oxoanion, with the structure OP([O-])(=O)OP(O)([O-])=O. 		Expected Solid	CC(CO)=CCOP(O)(=O)OP(O)(O)=O	C5H12O8P2	InChI=1S/C5H12O8P2/c1-5(4-6)2-3-12-15(10,11)13-14(7,8)9/h2,6H,3-4H2,1H3,(H,10,11)(H2,7,8,9)	MDSIZRKJVDMQOQ-UHFFFAOYSA-N	262.0007404			MMDBc0029957
BASm0017477	1-Hydroxymethylnaphthalene	1-hydroxymethylnaphthalene is a member of the chemical class known as Naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings. 	4780-79-4	Solid	OCC1=CC=CC2=CC=CC=C12	C11H10O	InChI=1S/C11H10O/c12-8-10-6-3-5-9-4-1-2-7-11(9)10/h1-7,12H,8H2	PBLNHHSDYFYZNC-UHFFFAOYSA-N	158.0731649			MMDBc0029958
BASm0017478	1-Nitro-5-glutathionyl-6-hydroxy-5,6-dihydronaphthalene	1-nitro-5-glutathionyl-6-hydroxy-5,6-dihydronaphthalene belongs to the class of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. (inferred from compound structure)		Expected Solid	[H][C@](N)(CCC(O)=N[C@@]([H])(CSC1([H])C2=C(C=CC1([H])O)C(=CC=C2)N(=O)=O)C(O)=NCC(O)=O)C(O)=O	C20H24N4O9S	InChI=1S/C20H24N4O9S/c21-12(20(30)31)5-7-16(26)23-13(19(29)22-8-17(27)28)9-34-18-11-2-1-3-14(24(32)33)10(11)4-6-15(18)25/h1-4,6,12-13,15,18,25H,5,7-9,21H2,(H,22,29)(H,23,26)(H,27,28)(H,30,31)/t12-,13-,15?,18?/m0/s1	ASZHPHJDCUIIBF-RJXQQRCHSA-N	496.1263991			MMDBc0029959
BASm0017479	1-Nitro-5-hydroxy-6-glutathionyl-5,6-dihydronaphthalene	1-nitro-5-hydroxy-6-glutathionyl-5,6-dihydronaphthalene belongs to the class of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. (inferred from compound structure)		Expected Solid	[H][C@](N)(CCC(O)=N[C@@]([H])(CSC1([H])C=CC2=C(C=CC=C2N(=O)=O)C1([H])O)C(O)=NCC(O)=O)C(O)=O	C20H24N4O9S	InChI=1S/C20H24N4O9S/c21-12(20(30)31)5-7-16(25)23-13(19(29)22-8-17(26)27)9-34-15-6-4-10-11(18(15)28)2-1-3-14(10)24(32)33/h1-4,6,12-13,15,18,28H,5,7-9,21H2,(H,22,29)(H,23,25)(H,26,27)(H,30,31)/t12-,13-,15?,18?/m0/s1	SFJZEQDXMXSLGC-RJXQQRCHSA-N	496.1263991			MMDBc0029960
BASm0017480	1-Nitro-7-glutathionyl-8-hydroxy-7,8-dihydronaphthalene	1-nitro-7-glutathionyl-8-hydroxy-7,8-dihydronaphthalene belongs to the class of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. (inferred from compound structure)		Expected Solid	[H][C@](N)(CCC(O)=N[C@@]([H])(CSC1([H])C=CC2=C(C(=CC=C2)N(=O)=O)C1([H])O)C(O)=NCC(O)=O)C(O)=O	C20H24N4O9S	InChI=1S/C20H24N4O9S/c21-11(20(30)31)5-7-15(25)23-12(19(29)22-8-16(26)27)9-34-14-6-4-10-2-1-3-13(24(32)33)17(10)18(14)28/h1-4,6,11-12,14,18,28H,5,7-9,21H2,(H,22,29)(H,23,25)(H,26,27)(H,30,31)/t11-,12-,14?,18?/m0/s1	FCTXJUPCCZHZHU-WXFCVCCESA-N	496.1263991			MMDBc0029961
BASm0017481	1-Nitro-7-hydroxy-8-glutathionyl-7,8-dihydronaphthalene	1-nitro-7-hydroxy-8-glutathionyl-7,8-dihydronaphthalene belongs to the class of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. (inferred from compound structure)		Expected Solid	[H][C@](N)(CCC(O)=N[C@@]([H])(CSC1([H])C2=C(C=CC=C2N(=O)=O)C=CC1([H])O)C(O)=NCC(O)=O)C(O)=O	C20H24N4O9S	InChI=1S/C20H24N4O9S/c21-11(20(30)31)5-7-15(26)23-12(19(29)22-8-16(27)28)9-34-18-14(25)6-4-10-2-1-3-13(17(10)18)24(32)33/h1-4,6,11-12,14,18,25H,5,7-9,21H2,(H,22,29)(H,23,26)(H,27,28)(H,30,31)/t11-,12-,14?,18?/m0/s1	RQCSOWVLCHNLLC-WXFCVCCESA-N	496.1263991			MMDBc0029962
BASm0017482	1-Nitronaphthalene-5,6-oxide	1-nitronaphthalene-5,6-oxide belongs to the class of Naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings. (inferred from compound structure)		Expected Solid	O=N(=O)C1=CC=CC2=C1C=CC1OC21	C10H7NO3	InChI=1S/C10H7NO3/c12-11(13)8-3-1-2-7-6(8)4-5-9-10(7)14-9/h1-5,9-10H	GSAMVXYBVGOJMK-UHFFFAOYSA-N	189.0425931			MMDBc0029963
BASm0017483	1-Nitronaphthalene-7,8-oxide	1-nitronaphthalene-7,8-oxide belongs to the class of Naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings. (inferred from compound structure)		Expected Solid	O=N(=O)C1=CC=CC2=C1C1OC1C=C2	C10H7NO3	InChI=1S/C10H7NO3/c12-11(13)7-3-1-2-6-4-5-8-10(14-8)9(6)7/h1-5,8,10H	JBECFHRNFSQXPM-UHFFFAOYSA-N	189.0425931			MMDBc0029964
BASm0017484	2-(alpha-D-Mannosyl)-3-phosphoglycerate	2-(alpha-D-mannosyl)-3-phosphoglycerate is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose. 		Expected Solid	[H]C(COP(O)(O)=O)(O[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]1([H])O)C(O)=O	C9H17O12P	InChI=1S/C9H17O12P/c10-1-3-5(11)6(12)7(13)9(20-3)21-4(8(14)15)2-19-22(16,17)18/h3-7,9-13H,1-2H2,(H,14,15)(H2,16,17,18)/t3-,4?,5-,6+,7+,9-/m1/s1	RJDBNSZFZDWPFL-WEDYNZIRSA-N	348.0457625			MMDBc0029967
BASm0017485	2-(S-Glutathionyl)acetyl chloride	2-(s-glutathionyl)acetyl chloride belongs to the class of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. (inferred from compound structure)		Expected Solid	[H][C@](N)(CCC(O)=N[C@@]([H])(CSCC(Cl)=O)C(O)=NCC(O)=O)C(O)=O	C12H18ClN3O7S	InChI=1S/C12H18ClN3O7S/c13-8(17)5-24-4-7(11(21)15-3-10(19)20)16-9(18)2-1-6(14)12(22)23/h6-7H,1-5,14H2,(H,15,21)(H,16,18)(H,19,20)(H,22,23)/t6-,7-/m0/s1	QUWRSBQWJGCKIV-BQBZGAKWSA-N	383.0553983			MMDBc0029968
BASm0017486	2-(S-Glutathionyl)acetyl glutathione	2-(s-glutathionyl)acetyl glutathione belongs to the class of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. (inferred from compound structure)		Expected Solid	[H][C@](N)(CCC(O)=N[C@@]([H])(CSCC(=O)SC[C@]([H])(N=C(O)CC[C@]([H])(N)C(O)=O)C(O)=NCC(O)=O)C(O)=NCC(O)=O)C(O)=O	C22H34N6O13S2	InChI=1S/C22H34N6O13S2/c23-10(21(38)39)1-3-14(29)27-12(19(36)25-5-16(31)32)7-42-9-18(35)43-8-13(20(37)26-6-17(33)34)28-15(30)4-2-11(24)22(40)41/h10-13H,1-9,23-24H2,(H,25,36)(H,26,37)(H,27,29)(H,28,30)(H,31,32)(H,33,34)(H,38,39)(H,40,41)/t10-,11-,12-,13-/m0/s1	QEJUVDVAWJBQIG-CYDGBPFRSA-N	654.1625266			MMDBc0029969
BASm0017487	2-Amino-3-oxo-4-phosphonooxybutyrate	2-amino-3-oxo-4-phosphonooxybutyrate is a member of the chemical class known as Alpha Amino Acids and Derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon) 		Expected Solid	[H][C@@](N)(C(O)=O)C(=O)COP(O)(O)=O	C4H8NO7P	InChI=1S/C4H8NO7P/c5-3(4(7)8)2(6)1-12-13(9,10)11/h3H,1,5H2,(H,7,8)(H2,9,10,11)/t3-/m0/s1	LMKSRFWSQAKTOE-VKHMYHEASA-N	213.0038381			MMDBc0029970
BASm0017488	2-Dehydro-3-deoxy-D-arabino-heptonate 7-phosphate	2-dehydro-3-deoxy-D-arabino-heptonate 7-phosphate is a member of the chemical class known as Medium-chain Keto Acids and Derivatives. These are keto acids with a 6 to 12  carbon atoms long side chain.  DAHPS is involved in the biosynthesis of aromatic amino acids. Maritima DAHP synthase is a metalloenzyme.  This report is the first description of a thermophilic eubacterial DAHP synthase. (PMID 12743122) DAHPS(Phe) is a metal-catalyzed oxidation system wherein bound substrate protects active-site residues from oxidative attack catalyzed by bound redox metal cofactor. (PMID 10049398) The first regulatory step in the synthesis of aromatic amino acids is catalyzed by 3-deoxy-D-arabino-heptulosonate 7-phosphate synthase (DAHPS). (PMID 15378531) While several similarities exist between the two enzymatic reactions, classic studies on the Escherichia coli enzymes have established that DAHPS is a metalloenzyme, whereas KDO8PS has no metal requirement. aeolicus KDO8PS is a metalloenzyme in vivo and point to a previously unrecognized relationship between the KDO8PS and DAHPS families. (PMID 10811802)	2627-73-8	Expected Solid	O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)CC(=O)C(O)=O	C7H13O10P	InChI=1S/C7H13O10P/c8-3(1-4(9)7(12)13)6(11)5(10)2-17-18(14,15)16/h3,5-6,8,10-11H,1-2H2,(H,12,13)(H2,14,15,16)/t3-,5-,6+/m1/s1	PJWIPEXIFFQAQZ-PUFIMZNGSA-N	288.0246331			MMDBc0029971
BASm0017489	2-Hydroxy-2,4-pentadienoate	2-hydroxy-2,4-pentadienoate is a member of the chemical class known as Unsaturated Fatty Acids. These are fatty acids whose chain contains at least one CC double bond. 	159694-16-3	Expected Solid	OC(=O)C(=O)CC=C	C5H6O3	InChI=1S/C5H6O3/c1-2-3-4(6)5(7)8/h2H,1,3H2,(H,7,8)	NOXRYJAWRSNUJD-UHFFFAOYSA-N	114.0316941			MMDBc0029973
BASm0017490	2-Hydroxy-6-ketononatrienedioate	2-hydroxy-6-ketononatrienedioate is a member of the chemical class known as Medium-chain Keto Acids and Derivatives. These are keto acids with a 6 to 12  carbon atoms long side chain. 		Expected Solid	OC(=O)C=CC(=O)C=CC=C(O)C(O)=O	C9H8O6	InChI=1S/C9H8O6/c10-6(4-5-8(12)13)2-1-3-7(11)9(14)15/h1-5,11H,(H,12,13)(H,14,15)	WCJYZUFKKTYNLB-UHFFFAOYSA-N	212.032088			MMDBc0029974
BASm0017491	2-Hydroxy-cis-hex-2,4-dienoate	2-hydroxy-cis-hex-2,4-dienoate belongs to the class of Unsaturated Fatty Acids. These are fatty acids whose chain contains at least one CC double bond. (inferred from compound structure)		Expected Solid	[H]\C(C)=C(/[H])\C(\[H])=C(\O)C(O)=O	C6H8O3	InChI=1S/C6H8O3/c1-2-3-4-5(7)6(8)9/h2-4,7H,1H3,(H,8,9)/b3-2-,5-4+	VPGPQVKJUYKKNN-AWYLAFAOSA-N	128.0473441			MMDBc0029975
BASm0017492	2-Maleylacetate	2-maleylacetate belongs to the class of Medium-chain Keto Acids and Derivatives. These are keto acids with a 6 to 12  carbon atoms long side chain. (inferred from compound structure)<br/><br/>2-Maleylacetate is involved in the degradation pathway of aromatic compounds. Reduction of the double bond in maleylacetate is catalyzed by the enzyme maleylacetate reductase, which was also purified from E. coli (PMID 8900023)	24740-88-3	Expected Solid	OC(=O)CC(=O)\C=C/C(O)=O	C6H6O5	InChI=1S/C6H6O5/c7-4(3-6(10)11)1-2-5(8)9/h1-2H,3H2,(H,8,9)(H,10,11)/b2-1-	SOXXPQLIZIPMIZ-UPHRSURJSA-N	158.0215233			MMDBc0029976
BASm0017493	2-Naphthaldehyde	2-naphthaldehyde is a member of the chemical class known as Naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings. 	66-99-9	Solid	O=CC1=CC2=CC=CC=C2C=C1	C11H8O	InChI=1S/C11H8O/c12-8-9-5-6-10-3-1-2-4-11(10)7-9/h1-8H	PJKVFARRVXDXAD-UHFFFAOYSA-N	156.0575149			MMDBc0029978
BASm0017494	2-Phenyl-1,3-propanediol monocarbamate	2-phenyl-1,3-propanediol monocarbamate is a member of the chemical class known as Aromatic Homomonocyclic Compounds. These are aromatic compounds containig only one ring, which is homocyclic. 	25451-53-0	Expected Solid	OCC(COC(O)=N)C1=CC=CC=C1	C10H13NO3	InChI=1S/C10H13NO3/c11-10(13)14-7-9(6-12)8-4-2-1-3-5-8/h1-5,9,12H,6-7H2,(H2,11,13)	JQVQIZWJBLGVRW-UHFFFAOYSA-N	195.0895433			MMDBc0029979
BASm0017495	2-Succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate	2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate is a member of the chemical class known as Tricarboxylic Acids and Derivatives. These are organic compounds containing three carboxylic acid groups (or salt/ester derivatives thereof). 		Expected Solid	[H][C@@]1(O)[C@@]([H])(OC(=C)C(O)=O)C=C[C@]([H])(C(=O)CCC(O)=O)[C@@]1([H])C(O)=O	C14H16O9	InChI=1S/C14H16O9/c1-6(13(19)20)23-9-4-2-7(8(15)3-5-10(16)17)11(12(9)18)14(21)22/h2,4,7,9,11-12,18H,1,3,5H2,(H,16,17)(H,19,20)(H,21,22)/t7-,9+,11-,12-/m1/s1	XYCATPIYKOARSZ-OAIFWDMCSA-N	328.0794321			MMDBc0029981
BASm0017496	2,3-Bis(3-hydroxytetradecanoyl)-beta-D-glucosaminyl 1-phosphate	2,3-bis(3-hydroxytetradecanoyl)-beta-D-glucosaminyl 1-phosphate is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose.   Lipid X is a diacylglucosamine 1-phosphate bearing beta-hydroxymyristoyl groups at positions 2 and 3. (PMID 2998869) The simplest of these, lipid X, is a derivative of glucosamine-1-phosphate substituted with beta-hydroxymyristoyl moieties at positions 2 and 3. (PMID 6382553) Lipid X (2,3-diacylglucosamine-1-phosphate) is a novel monosaccharide precursor of lipid A that has some of the physiologic activities of endotoxin but little toxicity.  Perhaps because lipid X is a subunit of lipid A, lipid X shows a partial pyrogenic effect while also decreasing the pyrogenic activity of complete lipopolysaccharide (LPS). Lipid X is a potential prototype compound for a new type of chemotherapy directed at blocking the harmful effects of LPS during bacterial septicemia. (PMID 3308707) A monosaccharide precursor of Escherichia coli lipid A, designated lipid X, which is a diacylglucosamine 1-phosphate with beta-hydroxymyristoyl groups at positions 2 and 3, was shown to have the ability to induce the production of tumor necrosis factor (TNF)-like tumor-cytotoxic factor by a murine macrophage-like cell line, J774. (PMID 3701065)		Expected Solid	[H]C(O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)O[C@]([H])(OP(O)(O)=O)[C@]1([H])N=C(O)CC([H])(O)CCCCCCCCCCC	C34H66NO12P	InChI=1S/C34H66NO12P/c1-3-5-7-9-11-13-15-17-19-21-26(37)23-29(39)35-31-33(32(41)28(25-36)45-34(31)47-48(42,43)44)46-30(40)24-27(38)22-20-18-16-14-12-10-8-6-4-2/h26-28,31-34,36-38,41H,3-25H2,1-2H3,(H,35,39)(H2,42,43,44)/t26?,27?,28-,31-,32-,33-,34-/m1/s1	HEHQDWUWJVPREQ-JIMHHRIFSA-N	711.4322631			MMDBc0029984
BASm0017497	2,3-Dihydro-2-S-glutathionyl-3-hydroxy bromobenzene	2,3-dihydro-2-s-glutathionyl-3-hydroxy bromobenzene belongs to the class of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. (inferred from compound structure)		Expected Solid	[H][C@](N)(CCC(O)=N[C@@]([H])(CSC1([H])C(Br)=CC=CC1([H])O)C(O)=NCC(O)=O)C(O)=O	C16H22BrN3O7S	InChI=1S/C16H22BrN3O7S/c17-8-2-1-3-11(21)14(8)28-7-10(15(25)19-6-13(23)24)20-12(22)5-4-9(18)16(26)27/h1-3,9-11,14,21H,4-7,18H2,(H,19,25)(H,20,22)(H,23,24)(H,26,27)/t9-,10-,11?,14?/m0/s1	BYHFLDCNLZPMDY-PXAOEZFJSA-N	479.0361834			MMDBc0029985
BASm0017498	2,3,2',3'-Tetrakis(3-hydroxytetradecanoyl)-D-glucosaminyl-1,6-beta-D-glucosamine 1-phosphate	2,3,2',3'-tetrakis(3-hydroxytetradecanoyl)-D-glucosaminyl-1,6-beta-D-glucosamine 1-phosphate is a member of the chemical class known as Dihexoses. These are disaccharides containing two hexose carbohydrates. 		Expected Solid	[H]C(O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)O[C@@]([H])(OC[C@@]2([H])O[C@@]([H])(OP(O)(O)=O)[C@]([H])(N=C(O)CC([H])(O)CCCCCCCCCCC)[C@@]([H])(OC(=O)CC([H])(O)CCCCCCCCCCC)[C@]2([H])O)[C@]1([H])N=C(O)CC([H])(O)CCCCCCCCCCC	C68H129N2O20P	InChI=1S/C68H129N2O20P/c1-5-9-13-17-21-25-29-33-37-41-51(72)45-57(76)69-61-65(88-59(78)47-53(74)43-39-35-31-27-23-19-15-11-7-3)63(80)55(49-71)86-67(61)85-50-56-64(81)66(89-60(79)48-54(75)44-40-36-32-28-24-20-16-12-8-4)62(68(87-56)90-91(82,83)84)70-58(77)46-52(73)42-38-34-30-26-22-18-14-10-6-2/h51-56,61-68,71-75,80-81H,5-50H2,1-4H3,(H,69,76)(H,70,77)(H2,82,83,84)/t51?,52?,53?,54?,55-,56-,61-,62-,63-,64-,65-,66-,67-,68+/m1/s1	HLDJGHAAKRKPAV-XFXUPMIZSA-N	1324.887631			MMDBc0029986
BASm0017499	2,3,2'3'-Tetrakis(3-hydroxytetradecanoyl)-D-glucosaminyl-1,6-beta-D-glucosamine 1,4'-bisphosphate	2,3,2'3'-tetrakis(3-hydroxytetradecanoyl)-D-glucosaminyl-1,6-beta-D-glucosamine 1,4'-bisphosphate is a member of the chemical class known as Dihexoses. These are disaccharides containing two hexose carbohydrates.  E. coli KdtA (EcKdtA) is a bifunctional enzyme that transfers two KDO units from two CMP-KDO molecules to lipid IV(A). (PMID 20394418)		Expected Solid	[H]C(O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO[C@]2([H])O[C@]([H])(CO)[C@@]([H])(OP(O)(O)=O)[C@]([H])(OC(=O)CC([H])(O)CCCCCCCCCCC)[C@@]2([H])N=C(O)CC([H])(O)CCCCCCCCCCC)O[C@@]([H])(OP(O)(O)=O)[C@]1([H])N=C(O)CC([H])(O)CCCCCCCCCCC	C68H130N2O23P2	InChI=1S/C68H130N2O23P2/c1-5-9-13-17-21-25-29-33-37-41-51(72)45-57(76)69-61-65(90-59(78)47-53(74)43-39-35-31-27-23-19-15-11-7-3)63(80)56(89-68(61)93-95(84,85)86)50-87-67-62(70-58(77)46-52(73)42-38-34-30-26-22-18-14-10-6-2)66(64(55(49-71)88-67)92-94(81,82)83)91-60(79)48-54(75)44-40-36-32-28-24-20-16-12-8-4/h51-56,61-68,71-75,80H,5-50H2,1-4H3,(H,69,76)(H,70,77)(H2,81,82,83)(H2,84,85,86)/t51?,52?,53?,54?,55-,56-,61-,62-,63-,64-,65-,66-,67-,68+/m1/s1	KVJWZTLXIROHIL-XFXUPMIZSA-N	1404.853962			MMDBc0029987
BASm0017500	2,5-Diamino-6-(5'-phosphoribosylamino)-4-pyrimidineone	2,5-diamino-6-(5'-phosphoribosylamino)-4-pyrimidineone is a nucleotide analog.  It is involved in cofactor biosynthesis and riboflavin biosynthesis		Expected Solid	NC1=NC(N[C@@H]2O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]2O)=C(N)C(=O)N1	C9H16N5O8P	InChI=1S/C9H16N5O8P/c10-3-6(13-9(11)14-7(3)17)12-8-5(16)4(15)2(22-8)1-21-23(18,19)20/h2,4-5,8,15-16H,1,10H2,(H2,18,19,20)(H4,11,12,13,14,17)/t2-,4-,5-,8-/m1/s1	OCLCLRXKNJCOJD-UMMCILCDSA-N	353.073649			MMDBc0029988
BASm0017501	2,5-Diaminopyrimidine nucleoside triphosphate	2,5-diaminopyrimidine nucleoside triphosphate is a member of the chemical class known as Pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms.  		Expected Solid	NC1=NC(N[C@@H]2O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]2O)=C(N)C(=O)N1	C9H18N5O14P3	InChI=1S/C9H18N5O14P3/c10-3-6(13-9(11)14-7(3)17)12-8-5(16)4(15)2(26-8)1-25-30(21,22)28-31(23,24)27-29(18,19)20/h2,4-5,8,15-16H,1,10H2,(H,21,22)(H,23,24)(H2,18,19,20)(H4,11,12,13,14,17)/t2-,4-,5-,8-/m1/s1	CRXOALRUOMUPMC-UMMCILCDSA-N	513.0063098			MMDBc0029989
BASm0017502	2,5-Dichloro-4-oxohex-2-enedioate	2,5-dichloro-4-oxohex-2-enedioate is a member of the chemical class known as Medium-chain Keto Acids and Derivatives. These are keto acids with a 6 to 12  carbon atoms long side chain.  		Expected Solid	[H]\C(=C(/Cl)C(O)=O)C(=O)C(Cl)C(O)=O	C6H4Cl2O5	InChI=1S/C6H4Cl2O5/c7-2(5(10)11)1-3(9)4(8)6(12)13/h1,4H,(H,10,11)(H,12,13)/b2-1+	PLPVRWUZGSFJJB-OWOJBTEDSA-N	225.9435787			MMDBc0029990
BASm0017503	2,5-Dichloro-carboxymethylenebut-2-en-4-olide	2,5-dichloro-carboxymethylenebut-2-en-4-olide belongs to the class of Aryl Chlorides. These are organic compounds containing the acyl chloride functional group. (inferred from compound structure)		Expected Solid	OC(=O)C(Cl)=C1OC(=O)C(Cl)=C1	C6H2Cl2O4	InChI=1S/C6H2Cl2O4/c7-2-1-3(12-6(2)11)4(8)5(9)10/h1H,(H,9,10)	XJQKWSUIZRECMR-UHFFFAOYSA-N	207.933014			MMDBc0029991
BASm0017504	2',3'-Cyclic UMP	Uridine 2',3'-cyclic phosphate is a cyclic nucleotide.  A cyclic nucleotide is any nucleotide in which the phosphate group is bonded to two of the sugar's hydroxyl groups, forming a cyclical or ring structure.  Cyclic phosphates are commonly found at the 3' end of mRNAs and other small RNAs.  Uridine 2',3'-cyclic phosphate is a substrate for the enzyme 2',3'-cyclic nucleotide-3'-phosphodiesterase (CNPase, EC 3.1.4.37) which hydrolyses it to Uridine 2'-phosphate. CNPase is a unique RNase in that it only cleaves nucleoside 2',3'-cyclic phosphates and not the RNA internucleotide linkage, like other RNases such as RNase A and RNase T1.  	40632-52-8	Solid	OC[C@H]1O[C@H]([C@@H]2OP(O)(=O)O[C@H]12)N1C=CC(=O)NC1=O	C9H11N2O8P	InChI=1S/C9H11N2O8P/c12-3-4-6-7(19-20(15,16)18-6)8(17-4)11-2-1-5(13)10-9(11)14/h1-2,4,6-8,12H,3H2,(H,15,16)(H,10,13,14)/t4-,6-,7-,8-/m1/s1	HWDMHJDYMFRXOX-XVFCMESISA-N	306.0253019			MMDBc0029992
BASm0017505	2(alpha-D-Mannosyl)-D-glycerate	2(alpha-D-mannosyl)-D-glycerate is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose.   Mannosylglycerate (MG) is a common compatible solute found in thermophilic and hyperthermophilic prokaryotes. (PMID 15205409) Rubrobacter xylanophilus is the only Gram-positive bacterium known to synthesize the compatible solute mannosylglycerate (MG), which is commonly found in hyperthermophilic archaea and some thermophilic bacteria. (PMID 18678952) Rubrobacter xylanophilus is the only actinobacterium known to accumulate the organic solute mannosylglycerate (MG); moreover, the accumulation of MG is constitutive. (PMID 21166895)		Expected Solid	[H][C@](CO)(O[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]1([H])O)C(O)=O	C9H16O9	InChI=1S/C9H16O9/c10-1-3-5(12)6(13)7(14)9(17-3)18-4(2-11)8(15)16/h3-7,9-14H,1-2H2,(H,15,16)/t3-,4-,5-,6+,7+,9-/m1/s1	DDXCFDOPXBPUJC-SAYMMRJXSA-N	268.0794321			MMDBc0029993
BASm0017506	3-Carbamoyl-2-phenylpropionaldehyde	3-carbamoyl-2-phenylpropionaldehyde belongs to the class of Phenylacetaldehydes. These are compounds containing a phenylacetaldehyde moiety, which consists of a phenyl group substituted at the second position by an acetalydehyde. (inferred from compound structure)		Expected Solid	OC(=N)OCC(C=O)C1=CC=CC=C1	C10H11NO3	InChI=1S/C10H11NO3/c11-10(13)14-7-9(6-12)8-4-2-1-3-5-8/h1-6,9H,7H2,(H2,11,13)	XUCMSYZLYLONTH-UHFFFAOYSA-N	193.0738932			MMDBc0029995
BASm0017507	3-Deoxy-D-manno-octulosonate 8-phosphate	3-deoxy-D-manno-octulosonate 8-phosphate is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose.  KDO 8P is involved in the KDO biosynthetic pathway. 3-Deoxy-D-manno-octulosonate 8-phosphate (KDO 8-P) phosphatase, which catalyzes the hydrolysis of KDO 8-P to KDO and inorganic phosphate, is the last enzyme in the KDO biosynthetic pathway for which the gene has not been identified. (PMID 12639950)		Expected Solid	OC(COP([O-])([O-])=O)C(O)C(O)C(O)CC(=O)C([O-])=O	C8H12O11P	InChI=1S/C8H15O11P/c9-3(1-4(10)8(14)15)6(12)7(13)5(11)2-19-20(16,17)18/h3,5-7,9,11-13H,1-2H2,(H,14,15)(H2,16,17,18)/p-3	RTNBXJBOAIDPME-UHFFFAOYSA-K	315.0133689			MMDBc0029998
BASm0017508	3-Deoxy-D-manno-octulosonate	3-deoxy-D-manno-octulosonate is a member of the chemical class known as Octoses. These are monosaccahride compounds in which the sugar moiety is an octose (8 carbon atoms).  3-Deoxy-D-manno-octulosonic acid (KDO) is an eight-carbon sugar ubiquitous in Gram-negative bacterial lipopolysaccharides (LPS). (PMID 20801884) The enzyme 3-deoxy-D-manno-octulosonic acid (KDO) transferase is encoded by the kdtA gene of Escherichia coli and plays a key role in lipopolysaccharide biosynthesis.(PMID 1577828) KDO is an essential component of the lipopolysaccharide envelope in Gram-negative bacteria. (PMID 19726684) KDO8P is the phosphorylated precursor of 3-deoxy-D-manno-octulosonate, an essential sugar of the lipopolysaccharide of Gram-negative bacteria. (PMID 10734095)	1069-03-0	Expected Solid	OCC(O)C(O)C(O)C(O)CC(=O)C([O-])=O	C8H13O8	InChI=1S/C8H14O8/c9-2-5(12)7(14)6(13)3(10)1-4(11)8(15)16/h3,5-7,9-10,12-14H,1-2H2,(H,15,16)/p-1	KYQCXUMVJGMDNG-UHFFFAOYSA-M	237.061591			MMDBc0029999
BASm0017509	3-Hydroxy-5-methylhex-4-enoyl-CoA	3-hydroxy-5-methylhex-4-enoyl-coa belongs to the class of Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. (inferred from compound structure)		Expected Solid	[H]C(O)(CC(=O)SCCN=C(O)CCN=C(O)C([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O)C=C(C)C	C28H46N7O18P3S	InChI=1S/C28H46N7O18P3S/c1-15(2)9-16(36)10-19(38)57-8-7-30-18(37)5-6-31-26(41)23(40)28(3,4)12-50-56(47,48)53-55(45,46)49-11-17-22(52-54(42,43)44)21(39)27(51-17)35-14-34-20-24(29)32-13-33-25(20)35/h9,13-14,16-17,21-23,27,36,39-40H,5-8,10-12H2,1-4H3,(H,30,37)(H,31,41)(H,45,46)(H,47,48)(H2,29,32,33)(H2,42,43,44)/t16?,17-,21-,22-,23?,27-/m1/s1	OLZYNLSKRKFUJC-GPZVIVARSA-N	893.1832879			MMDBc0030001
BASm0017510	3-Hydroxy-5-oxohexanoyl-CoA	3-hydroxy-5-oxohexanoyl-coa belongs to the class of Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. (inferred from compound structure)		Expected Solid	CC(=O)CC(O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C27H44N7O19P3S	InChI=1S/C27H44N7O19P3S/c1-14(35)8-15(36)9-18(38)57-7-6-29-17(37)4-5-30-25(41)22(40)27(2,3)11-50-56(47,48)53-55(45,46)49-10-16-21(52-54(42,43)44)20(39)26(51-16)34-13-33-19-23(28)31-12-32-24(19)34/h12-13,15-16,20-22,26,36,39-40H,4-11H2,1-3H3,(H,29,37)(H,30,41)(H,45,46)(H,47,48)(H2,28,31,32)(H2,42,43,44)	LTOOEXBCTAXFSU-UHFFFAOYSA-N	895.1625544			MMDBc0030003
BASm0017511	3-Oxo-OPC4-CoA	3-oxo-opc4-coa belongs to the class of Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. (inferred from compound structure)		Expected Solid	CC\C([H])=C(\[H])C[C@]1([H])C(=O)CC[C@]1([H])CC(=O)CC(=O)SCCN=C(O)CCN=C(O)C(O)([H])C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@](O)([H])[C@]1([H])OP(O)(O)=O	C35H54N7O19P3S	InChI=1S/C35H54N7O19P3S/c1-4-5-6-7-22-20(8-9-23(22)44)14-21(43)15-26(46)65-13-12-37-25(45)10-11-38-33(49)30(48)35(2,3)17-58-64(55,56)61-63(53,54)57-16-24-29(60-62(50,51)52)28(47)34(59-24)42-19-41-27-31(36)39-18-40-32(27)42/h5-6,18-20,22,24,28-30,34,47-48H,4,7-17H2,1-3H3,(H,37,45)(H,38,49)(H,53,54)(H,55,56)(H2,36,39,40)(H2,50,51,52)/b6-5-/t20-,22+,24-,28-,29-,30?,34-/m1/s1	QGJLCXXJEFRWHP-ZRHHFSRKSA-N	1001.240803			MMDBc0030004
BASm0017512	3-Oxo-OPC6-CoA	3-oxo-opc6-coa belongs to the class of Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. (inferred from compound structure)		Expected Solid	CC\C([H])=C(\[H])C[C@]1([H])C(=O)CC[C@]1([H])CCCC(=O)CC(=O)SCCN=C(O)CCN=C(O)C(O)([H])C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@](O)([H])[C@]1([H])OP(O)(O)=O	C37H58N7O19P3S	InChI=1S/C37H58N7O19P3S/c1-4-5-6-10-24-22(11-12-25(24)46)8-7-9-23(45)17-28(48)67-16-15-39-27(47)13-14-40-35(51)32(50)37(2,3)19-60-66(57,58)63-65(55,56)59-18-26-31(62-64(52,53)54)30(49)36(61-26)44-21-43-29-33(38)41-20-42-34(29)44/h5-6,20-22,24,26,30-32,36,49-50H,4,7-19H2,1-3H3,(H,39,47)(H,40,51)(H,55,56)(H,57,58)(H2,38,41,42)(H2,52,53,54)/b6-5-/t22-,24-,26+,30+,31+,32?,36+/m0/s1	ADGIRVMSHGGGHU-VITLBFIYSA-N	1029.272103			MMDBc0030005
BASm0017513	3,4-Dihydro-3-hydroxy-4-S-glutathionyl bromobenzene	3,4-dihydro-3-hydroxy-4-s-glutathionyl bromobenzene belongs to the class of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. (inferred from compound structure)		Expected Solid	[H][C@](N)(CCC(O)=N[C@@]([H])(CSC1([H])C=CC(Br)=CC1([H])O)C(O)=NCC(O)=O)C(O)=O	C16H22BrN3O7S	InChI=1S/C16H22BrN3O7S/c17-8-1-3-12(11(21)5-8)28-7-10(15(25)19-6-14(23)24)20-13(22)4-2-9(18)16(26)27/h1,3,5,9-12,21H,2,4,6-7,18H2,(H,19,25)(H,20,22)(H,23,24)(H,26,27)/t9-,10-,11?,12?/m0/s1	WIPMNDWTVDZAHE-JYBOHDQNSA-N	479.0361834			MMDBc0030007
BASm0017514	3'-Phosphoadenylylselenate	3'-phosphoadenylylselenate is a member of the chemical class known as Purine Ribonucleoside 3',5'-Bisphosphates. These are purine ribobucleotides with one phosphate group attached to 3' and 5' hydroxyl groups of the ribose moiety. 		Solid	NC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)O[Se](O)(=O)=O)[C@@H](OP(O)(O)=O)[C@H]3O)C2=NC=N1	C10H15N5O13P2Se	InChI=1S/C10H15N5O13P2Se/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(27-29(17,18)19)4(26-10)1-25-30(20,21)28-31(22,23)24/h2-4,6-7,10,16H,1H2,(H,20,21)(H2,11,12,13)(H2,17,18,19)(H,22,23,24)/t4-,6-,7-,10-/m1/s1	AZRLZPIFEZUZLW-KQYNXXCUSA-N	554.9306804			MMDBc0030009
BASm0017515	4-Carboxy-4-hydroxy-2-oxoadipate	4-carboxy-4-hydroxy-2-oxoadipate is a member of the chemical class known as Tricarboxylic Acids and Derivatives. These are organic compounds containing three carboxylic acid groups (or salt/ester derivatives thereof). 		Expected Solid	OC(=O)CC(O)(CC(=O)C(O)=O)C(O)=O	C7H8O8	InChI=1S/C7H8O8/c8-3(5(11)12)1-7(15,6(13)14)2-4(9)10/h15H,1-2H2,(H,9,10)(H,11,12)(H,13,14)	RQMCNDRMPZBEOD-UHFFFAOYSA-N	220.0219172			MMDBc0030015
BASm0017516	4-Glutathionyl cyclophosphamide	4-glutathionyl cyclophosphamide belongs to the class of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. (inferred from compound structure)		Expected Solid	NC(CCC(O)=NC(CSC1CCOP(=O)(N1)N(CCCl)CCCl)C(O)=NCC(O)=O)C(O)=O	C17H30Cl2N5O8PS	InChI=1S/C17H30Cl2N5O8PS/c18-4-6-24(7-5-19)33(31)23-14(3-8-32-33)34-10-12(16(28)21-9-15(26)27)22-13(25)2-1-11(20)17(29)30/h11-12,14H,1-10,20H2,(H,21,28)(H,22,25)(H,23,31)(H,26,27)(H,29,30)	CXEDBYAXQXFDHD-UHFFFAOYSA-N	565.0929756			MMDBc0030016
BASm0017517	4-Hydroxy-2-oxohexanoic acid	4-hydroxy-2-oxohexanoic acid is a member of the chemical class known as Medium-chain Keto Acids and Derivatives. These are keto acids with a 6 to 12  carbon atoms long side chain. 		Expected Solid	CCC(O)CC(=O)C(O)=O	C6H10O4	InChI=1S/C6H10O4/c1-2-4(7)3-5(8)6(9)10/h4,7H,2-3H2,1H3,(H,9,10)	ALFQPWXBAWHVDP-UHFFFAOYSA-N	146.0579088			MMDBc0030017
BASm0017518	4-Hydroxy-2-oxopentanoate	4-hydroxy-2-oxopentanoate is a member of the chemical class known as Straight Chain Fatty Acids. These are fatty acids with a straight aliphatic chain.  4-hydroxy-2-oxopentanoate is invovled in Phenylpropionic acid degradation.  r 15;80(8):2939-48.)	3318-73-8	Expected Solid	CC(O)CC(=O)C([O-])=O	C5H7O4	InChI=1S/C5H8O4/c1-3(6)2-4(7)5(8)9/h3,6H,2H2,1H3,(H,8,9)/p-1	HFKQINMYQUXOCH-UHFFFAOYSA-M	131.0349823			MMDBc0030018
BASm0017519	4-Hydroxy-5-phenyltetrahydro-1,3-oxazin-2-one	4-hydroxy-5-phenyltetrahydro-1,3-oxazin-2-one belongs to the class of Aromatic Homomonocyclic Compounds. These are aromatic compounds containig only one ring, which is homocyclic. (inferred from compound structure)		Expected Solid	OC1N=C(O)OCC1C1=CC=CC=C1	C10H11NO3	InChI=1S/C10H11NO3/c12-9-8(6-14-10(13)11-9)7-4-2-1-3-5-7/h1-5,8-9,12H,6H2,(H,11,13)	XZZMJRBYVRSAOS-UHFFFAOYSA-N	193.0738932			MMDBc0030019
BASm0017520	4-Methyl-5-(2-phosphoethyl)-thiazole	4-methyl-5-(2-phosphoethyl)-thiazole is a member of the chemical class known as Organophosphate Esters. These are organic compounds containing phosphoric acid ester functional group. 		Expected Solid	CC1=C(CC(O)P(O)(O)=O)SC=N1	C6H10NO4PS	InChI=1S/C6H10NO4PS/c1-4-5(13-3-7-4)2-6(8)12(9,10)11/h3,6,8H,2H2,1H3,(H2,9,10,11)	BAAGZOYOQNMHKY-UHFFFAOYSA-N	223.006815			MMDBc0030020
BASm0017521	4,5-Dihydro-4-hydroxy-5-S-glutathionyl-benzo[a]pyrene	4,5-dihydro-4-hydroxy-5-s-glutathionyl-benzo[a]pyrene is a member of the chemical class known as Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.  3-amino-2-propanol is invovled in L-threonine metabolism. D-1-Amino-2-propanol:NAD+ oxidoreductase activity, which catalyzes the second step in a pathway wherein L-threonine is converted to D-1-amino-2-propanol via the intermediate formation of aminoacetone, has been purified 500-fold from Escherichia coli K-12. (PMID 359547)		Expected Solid	[H][C@](N)(CCC(O)=N[C@@]([H])(CSC1([H])C2=CC3=CC=CC=C3C3=C2C2=C(C=CC=C2C1([H])O)C=C3)C(O)=NCC(O)=O)C(O)=O	C30H29N3O7S	InChI=1S/C30H29N3O7S/c31-21(30(39)40)10-11-23(34)33-22(29(38)32-13-24(35)36)14-41-28-20-12-16-4-1-2-6-17(16)18-9-8-15-5-3-7-19(27(28)37)25(15)26(18)20/h1-9,12,21-22,27-28,37H,10-11,13-14,31H2,(H,32,38)(H,33,34)(H,35,36)(H,39,40)/t21-,22-,27?,28?/m0/s1	PZXCOGFLSNREMF-SUZCJKPRSA-N	575.172621			MMDBc0030022
BASm0017522	5-Amino-6-(5'-phosphoribosylamino)uracil	5-amino-6-(5'-phosphoribosylamino)uracil is a member of the chemical class known as Pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms. 		Expected Solid	NC1=C(N[C@@H]2O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]2O)NC(=O)NC1=O	C9H15N4O9P	InChI=1S/C9H15N4O9P/c10-3-6(12-9(17)13-7(3)16)11-8-5(15)4(14)2(22-8)1-21-23(18,19)20/h2,4-5,8,14-15H,1,10H2,(H2,18,19,20)(H3,11,12,13,16,17)/t2-,4-,5-,8-/m1/s1	LZEXYCAGPMYXLX-UMMCILCDSA-N	354.0576646			MMDBc0030024
BASm0017523	5-Carboxy-2-pentenoyl-CoA	5-carboxy-2-pentenoyl-CoA is a member of the chemical class known as Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. 	138149-18-5	Solid	[H]\C(CCC(=O)O)=C(\[H])C(=O)SCCN=C(O)CCN=C(O)C(O)([H])C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@](O)([H])[C@]1([H])OP(O)(O)=O	C27H42N7O19P3S	InChI=1S/C27H42N7O19P3S/c1-27(2,22(40)25(41)30-8-7-16(35)29-9-10-57-18(38)6-4-3-5-17(36)37)12-50-56(47,48)53-55(45,46)49-11-15-21(52-54(42,43)44)20(39)26(51-15)34-14-33-19-23(28)31-13-32-24(19)34/h4,6,13-15,20-22,26,39-40H,3,5,7-12H2,1-2H3,(H,29,35)(H,30,41)(H,36,37)(H,45,46)(H,47,48)(H2,28,31,32)(H2,42,43,44)/b6-4+/t15-,20-,21-,22?,26-/m1/s1	ZFXICKRXPZTFPB-UWIQVNQSSA-N	893.1469024			MMDBc0030025
BASm0017524	5-Methyl-3-oxo-4-hexenoyl-CoA	5-methyl-3-oxo-4-hexenoyl-coa belongs to the class of Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. (inferred from compound structure)		Expected Solid	[H]C(O)(C(O)=NCCC(O)=NCCSC(=O)CC(=O)C=C(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O	C28H44N7O18P3S	InChI=1S/C28H44N7O18P3S/c1-15(2)9-16(36)10-19(38)57-8-7-30-18(37)5-6-31-26(41)23(40)28(3,4)12-50-56(47,48)53-55(45,46)49-11-17-22(52-54(42,43)44)21(39)27(51-17)35-14-34-20-24(29)32-13-33-25(20)35/h9,13-14,17,21-23,27,39-40H,5-8,10-12H2,1-4H3,(H,30,37)(H,31,41)(H,45,46)(H,47,48)(H2,29,32,33)(H2,42,43,44)/t17-,21-,22-,23?,27-/m1/s1	ZFKZVSUJTDSJEY-AXEMQUGESA-N	891.1676379			MMDBc0030028
BASm0017525	5-Methylhex-4-enoyl-CoA	5-methylhex-4-enoyl-coa belongs to the class of Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. (inferred from compound structure)		Expected Solid	[H]C(O)(C(O)=NCCC(O)=NCCSC(=O)CCC=C(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O	C28H46N7O17P3S	InChI=1S/C28H46N7O17P3S/c1-16(2)6-5-7-19(37)56-11-10-30-18(36)8-9-31-26(40)23(39)28(3,4)13-49-55(46,47)52-54(44,45)48-12-17-22(51-53(41,42)43)21(38)27(50-17)35-15-34-20-24(29)32-14-33-25(20)35/h6,14-15,17,21-23,27,38-39H,5,7-13H2,1-4H3,(H,30,36)(H,31,40)(H,44,45)(H,46,47)(H2,29,32,33)(H2,41,42,43)/t17-,21-,22-,23?,27-/m1/s1	BEYYLHUMFMWPLH-AXEMQUGESA-N	877.1883733			MMDBc0030029
BASm0017526	5-Phenyl-1,3-oxazinane-2,4-dione	5-phenyl-1,3-oxazinane-2,4-dione belongs to the class of Aromatic Homomonocyclic Compounds. These are aromatic compounds containig only one ring, which is homocyclic. (inferred from compound structure)		Expected Solid	OC1=NC(=O)OCC1C1=CC=CC=C1	C10H9NO3	InChI=1S/C10H9NO3/c12-9-8(6-14-10(13)11-9)7-4-2-1-3-5-7/h1-5,8H,6H2,(H,11,12,13)	YPIQXPKZXKWWSZ-UHFFFAOYSA-N	191.0582432			MMDBc0030031
BASm0017527	7-Methyl-3-oxo-6-octenoyl-CoA	7-methyl-3-oxo-6-octenoyl-coa belongs to the class of Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. (inferred from compound structure)		Expected Solid	[H]C(O)(C(O)=NCCC(O)=NCCSC(=O)CC(=O)CCC=C(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O	C30H48N7O18P3S	InChI=1S/C30H48N7O18P3S/c1-17(2)6-5-7-18(38)12-21(40)59-11-10-32-20(39)8-9-33-28(43)25(42)30(3,4)14-52-58(49,50)55-57(47,48)51-13-19-24(54-56(44,45)46)23(41)29(53-19)37-16-36-22-26(31)34-15-35-27(22)37/h6,15-16,19,23-25,29,41-42H,5,7-14H2,1-4H3,(H,32,39)(H,33,43)(H,47,48)(H,49,50)(H2,31,34,35)(H2,44,45,46)/t19-,23-,24-,25?,29-/m1/s1	LPMIXVANMSEERY-YUXRTGJASA-N	919.198938			MMDBc0030032
BASm0017528	7,8-Diaminononanoate	7,8-diaminononanoate (or DAPA) is an intermediate in biotin biosynthesis.  It is a substrate for Adenosylmethionine-8-amino-7-oxononanoate aminotransferase (or bioA). This enzyme catalyzes the transfer of the alpha-amino group from S-adenosyl-L-methionine (SAM) to 7-keto-8-aminopelargonic acid (KAPA) to form 7,8-diaminopelargonic acid (DAPA).  The reaction is S-adenosyl-L-methionine + 8-amino-7-oxononanoate = S-adenosyl-4-methylthio-2-oxobutanoate + 7,8-diaminononanoate.  DAPA is a simple intercalator, much like the widely studied 9-aminoacridine. (PMID 16180206; 16984394)	21738-21-6	Expected Solid	CC(N)C(N)CCCCCC([O-])=O	C9H19N2O2	InChI=1S/C9H20N2O2/c1-7(10)8(11)5-3-2-4-6-9(12)13/h7-8H,2-6,10-11H2,1H3,(H,12,13)/p-1	KCEGBPIYGIWCDH-UHFFFAOYSA-M	187.1452014			MMDBc0030033
BASm0017529	7,8-Dihydro-7-hydroxy-8-S-glutathionyl-benzo[a]pyrene	7,8-dihydro-7-hydroxy-8-s-glutathionyl-benzo[a]pyrene belongs to the class of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. (inferred from compound structure)		Expected Solid	[H][C@](N)(CCC(O)=N[C@@]([H])(CSC1([H])C=CC2=C3C=CC4=CC=CC5=C4C3=C(C=C5)C=C2C1([H])O)C(O)=NCC(O)=O)C(O)=O	C30H29N3O7S	InChI=1S/C30H29N3O7S/c31-21(30(39)40)9-11-24(34)33-22(29(38)32-13-25(35)36)14-41-23-10-8-18-19-7-6-16-3-1-2-15-4-5-17(27(19)26(15)16)12-20(18)28(23)37/h1-8,10,12,21-23,28,37H,9,11,13-14,31H2,(H,32,38)(H,33,34)(H,35,36)(H,39,40)/t21-,22-,23?,28?/m0/s1	GODDWIDSELPRPA-QMIJOYDGSA-N	575.172621			MMDBc0030034
BASm0017530	ADP-D-Glycero-D-manno-heptose	ADP-D-glycero-D-manno-heptose is a member of the chemical class known as Purine Nucleotide Sugars. These are purine nucleotides bound to a saccharide derivative through the terminal phosphate group.  ADP-L-glycero-D-manno-heptose is the lipopolysaccharide core precursor.		Expected Solid	[H][C@@](O)(CO)[C@@]1([H])OC([H])(OP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=NC4=C(N)N=CN=C34)[C@]([H])(O)[C@]2([H])O)[C@@]([H])(O)[C@@]([H])(O)[C@]1([H])O	C17H27N5O16P2	InChI=1S/C17H27N5O16P2/c18-14-7-15(20-3-19-14)22(4-21-7)16-11(28)8(25)6(35-16)2-34-39(30,31)38-40(32,33)37-17-12(29)9(26)10(27)13(36-17)5(24)1-23/h3-6,8-13,16-17,23-29H,1-2H2,(H,30,31)(H,32,33)(H2,18,19,20)/t5-,6-,8-,9+,10+,11-,12+,13-,16-,17?/m1/s1	KMSFWBYFWSKGGR-RQWOTHMISA-N	619.0928029			MMDBc0030035
BASm0017531	ADP-L-Glycero-D-manno-heptose	ADP-L-glycero-D-manno-heptose is a member of the chemical class known as Purine Nucleotide Sugars. These are purine nucleotides bound to a saccharide derivative through the terminal phosphate group.  Functional analysis of the glycero-manno-heptose 7-phosphate kinase domain from the bifunctional HldE protein, which is involved in ADP-L-glycero-D-manno-heptose biosynthesis. (PMID 16030223)		Expected Solid	[H][C@](O)(CO)[C@@]1([H])OC([H])(OP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=NC4=C(N)N=CN=C34)[C@]([H])(O)[C@]2([H])O)[C@@]([H])(O)[C@@]([H])(O)[C@]1([H])O	C17H27N5O16P2	InChI=1S/C17H27N5O16P2/c18-14-7-15(20-3-19-14)22(4-21-7)16-11(28)8(25)6(35-16)2-34-39(30,31)38-40(32,33)37-17-12(29)9(26)10(27)13(36-17)5(24)1-23/h3-6,8-13,16-17,23-29H,1-2H2,(H,30,31)(H,32,33)(H2,18,19,20)/t5-,6+,8+,9-,10-,11+,12-,13+,16+,17?/m0/s1	KMSFWBYFWSKGGR-XRLZOAFQSA-N	619.0928029			MMDBc0030036
BASm0017532	Benzo[a]pyrene-4,5-oxide	Benzo[a]pyrene-4,5-oxide is a member of the chemical class known as Chrysenes. These are compounds containing the polyaromatic chrysene moiety, which consists of a benzene ring fused to a phenanthrene ring system to form Benzo[a]phenanthrene.   In the absence of the ycbX- and yiiM-dependent pathways, biotin sulfoxide reductase plays also a role in the detoxification pathway. (PMID 18312271)	37574-47-3	Expected Solid	O1C2C1C1=CC3=CC=CC=C3C3=C1C1=C(C=CC=C21)C=C3	C20H12O	InChI=1S/C20H12O/c1-2-6-13-12(4-1)10-16-18-14(13)9-8-11-5-3-7-15(17(11)18)19-20(16)21-19/h1-10,19-20H	XGZQLNASOQVQTD-UHFFFAOYSA-N	268.088815			MMDBc0030039
BASm0017533	Benzo[a]pyrene-7,8-diol	Benzo[a]pyrene-7,8-diol is a member of the chemical class known as Pyrenes. These are compounds containing a pyrene moiety, which consists four fused benzene rings, resulting in a flat aromatic system.   Benzo[a]pyrene-7,8-dihydrodiol 9,10-epoxide (BPDE), a metabolite of the widespread environmental pollutant benzo[a]pyrene, is a mutagenic in both bacterial and mammalian systems. (PMID 7890605)	13345-25-0	Expected Solid	OC1C=CC2=C3C=CC4=CC=CC5=C4C3=C(C=C5)C=C2C1O	C20H14O2	InChI=1S/C20H14O2/c21-17-9-8-14-15-7-6-12-3-1-2-11-4-5-13(19(15)18(11)12)10-16(14)20(17)22/h1-10,17,20-22H	YDXRLMMGARHIIC-UHFFFAOYSA-N	286.0993797			MMDBc0030040
BASm0017534	Benzoyl acetyl-CoA	Benzoyl acetyl-CoA is a member of the chemical class known as Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. 		Expected Solid	[H]C(O)(C(O)=NCCC(O)=NCCSC(=O)CC(=O)C1=CC=CC=C1)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O	C30H42N7O18P3S	InChI=1S/C30H42N7O18P3S/c1-30(2,25(42)28(43)33-9-8-20(39)32-10-11-59-21(40)12-18(38)17-6-4-3-5-7-17)14-52-58(49,50)55-57(47,48)51-13-19-24(54-56(44,45)46)23(41)29(53-19)37-16-36-22-26(31)34-15-35-27(22)37/h3-7,15-16,19,23-25,29,41-42H,8-14H2,1-2H3,(H,32,39)(H,33,43)(H,47,48)(H,49,50)(H2,31,34,35)(H2,44,45,46)/t19-,23-,24-,25?,29-/m1/s1	NHDPIYICCBKNNJ-YUXRTGJASA-N	913.1519878			MMDBc0030041
BASm0017535	Benzoyl phosphate	Benzoyl phosphate is a member of the chemical class known as Benzoic Acid and Derivatives. These are organic compounds containing a carboxylic acid substituent attached to a benzene ring. 	6659-26-3	Expected Solid	OP(O)(=O)OC(=O)C1=CC=CC=C1	C7H7O5P	InChI=1S/C7H7O5P/c8-7(12-13(9,10)11)6-4-2-1-3-5-6/h1-5H,(H2,9,10,11)	SYLLWWIXOMLOPY-UHFFFAOYSA-N	202.0031098			MMDBc0030042
BASm0017536	Bromobenzene-2,3-oxide	Bromobenzene-2,3-oxide is a member of the chemical class known as Organic Compounds. These are compounds containing at least one carbon atom. 	71942-12-6	Expected Solid	BrC1=CC=CC2OC12	C6H5BrO	InChI=1S/C6H5BrO/c7-4-2-1-3-5-6(4)8-5/h1-3,5-6H	RLBVUCNBWFGERE-UHFFFAOYSA-N	171.9523774			MMDBc0030045
BASm0017537	Bromobenzene-3,4-oxide	Bromobenzene-3,4-oxide is a member of the chemical class known as Organic Compounds. These are compounds containing at least one carbon atom. 	51981-75-0	Expected Solid	BrC1=CC2OC2C=C1	C6H5BrO	InChI=1S/C6H5BrO/c7-4-1-2-5-6(3-4)8-5/h1-3,5-6H	FVTNDWDQRAAPCD-UHFFFAOYSA-N	171.9523774			MMDBc0030046
BASm0017538	cis-3-(Carboxy-ethyl)-3,5-cyclo-hexadiene-1,2-diol	Cis-3-(carboxy-ethyl)-3,5-cyclo-hexadiene-1,2-diol (also known as 3-(cis-5,6-Dihydroxycyclohexa-1,3-dien-1-yl)propanoate) is an intermediate invovled in Phenylpropionic acid degradation.  It is a substrate for the enzyme 3-phenylpropionate-dihydrodiol/cinnamic acid-dihydrodiol dehydrogenase (hcaB).  This enzyme normally converts 3-phenylpropionate-dihydrodiol (PP-dihydrodiol) and cinnamic acid-dihydrodiol (CI-dihydrodiol) into 3-(2,3-dihydroxylphenyl)propanoic acid (DHPP) and 2,3-dihydroxicinnamic acid (DHCI), respectively.  Cis-3-(carboxy-ethyl)-3,5-cyclo-hexadiene-1,2-diol is also a substrate for 3-phenylpropionate/cinnamic acid dioxygenase (hcaE and hcaF), which is also part of the phentylpropionic acid degradatioin pathway.  This enzyme catalyzes the reaction 3-phenylpropanoate + NADH + O2 = 3-(cis-5,6-dihydroxycyclohexa-1,3-dien-1-yl)propanoate + NAD+		Expected Solid	[H][C@]1(O)C=CC=C(CCC(O)=O)[C@@]1([H])O	C9H12O4	InChI=1S/C9H12O4/c10-7-3-1-2-6(9(7)13)4-5-8(11)12/h1-3,7,9-10,13H,4-5H2,(H,11,12)/t7-,9+/m0/s1	RKDFGWAXBBGKMR-IONNQARKSA-N	184.0735589			MMDBc0030049
BASm0017539	Cis-4-Carboxymethylenebut-2-en-4-olide	Cis-4-carboxymethylenebut-2-en-4-olide is a member of the chemical class known as Furans. These are compounds containing a furan ring, which is a five-member aromatic ring with one oxygen atom, four carbon atoms. 	73237-79-3	Expected Solid	OC(=O)\C=C1\OC(=O)C=C1	C6H4O4	InChI=1S/C6H4O4/c7-5(8)3-4-1-2-6(9)10-4/h1-3H,(H,7,8)/b4-3+	AYFXPGXAZMFWNH-ONEGZZNKSA-N	140.0109586			MMDBc0030050
BASm0017540	cis-Acetylacrylate	Cis-acetylacrylate belongs to the class of Unsaturated Fatty Acids. These are fatty acids whose chain contains at least one CC double bond. (inferred from compound structure)		Expected Solid	[H]\C(=C(/[H])C(O)=O)C(C)=O	C5H6O3	InChI=1S/C5H6O3/c1-4(6)2-3-5(7)8/h2-3H,1H3,(H,7,8)/b3-2-	XGTKSWVCNVUVHG-IHWYPQMZSA-N	114.0316941			MMDBc0030051
BASm0017541	CMP-3-Deoxy-D-manno-octulosonate	CMP-3-deoxy-D-manno-octulosonate is a member of the chemical class known as Pyrimidine Nucleotide Sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group.   CMP KDO is involved in the biosynthesis of lipopolysaccharides. CKS is a pharmaceutical target because CMP-KDO is used in the biosynthesis of lipopolysaccharides that are vital for Gram-negative bacteria. (PMID 11545592) E. coli KdtA (EcKdtA) is a bifunctional enzyme that transfers two KDO units from two CMP-KDO molecules to lipid IV(A). (PMID 20394418)		Expected Solid	[H][C@@]1(O[C@@](C[C@@H](O)[C@H]1O)(OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)C(O)=O)[C@H](O)CO	C17H26N3O15P	InChI=1S/C17H26N3O15P/c18-9-1-2-20(16(29)19-9)14-12(26)11(25)8(33-14)5-32-36(30,31)35-17(15(27)28)3-6(22)10(24)13(34-17)7(23)4-21/h1-2,6-8,10-14,21-26H,3-5H2,(H,27,28)(H,30,31)(H2,18,19,29)/t6-,7-,8-,10-,11-,12-,13-,14-,17+/m1/s1	YWWJKULNWGRYAS-XKKDATLGSA-N	543.1101537			MMDBc0030052
BASm0017542	D-4-Hydroxy-2-oxoglutarate	D-4-hydroxy-2-oxoglutarate is a member of the chemical class known as Gamma Keto-Acids and Derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C4 carbon atom.  		Expected Solid	[H][C@@](O)(CC(=O)C(O)=O)C(O)=O	C5H6O6	InChI=1S/C5H6O6/c6-2(4(8)9)1-3(7)5(10)11/h2,6H,1H2,(H,8,9)(H,10,11)/t2-/m1/s1	WXSKVKPSMAHCSG-UWTATZPHSA-N	162.0164379			MMDBc0030053
BASm0017543	D-Gal alpha 1->6D-Gal alpha 1->6D-Glucose	D-gal alpha 1->6d-gal alpha 1->6d-glucose belongs to the class of Fatty Acyl Glycosides. These are compounds containing fatty acid chain linked to a carbohydrate moiety through an ester bond. (inferred from compound structure)	13382-86-0	Expected Solid	[H][C@@](O)(CO)[C@@]([H])(O)[C@]([H])(O[C@@]1([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)[C@@]1([H])O)[C@@]([H])(O[C@@]1([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)[C@@]1([H])O)C=O	C18H32O16	InChI=1S/C18H32O16/c19-1-5(23)9(24)16(34-18-15(30)13(28)11(26)7(3-21)32-18)8(4-22)33-17-14(29)12(27)10(25)6(2-20)31-17/h4-21,23-30H,1-3H2/t5-,6-,7-,8+,9-,10+,11+,12+,13+,14-,15-,16-,17-,18-/m1/s1	OXEVOBRQLSFMMV-UJCVHXCLSA-N	504.169035			MMDBc0030056
BASm0017544	Formamidopyrimidine nucleoside triphosphate	Formamidopyrimidine nucleoside triphosphate is a member of the chemical class known as Pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms.  		Expected Solid	NC1=NC(N[C@@H]2O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]2O)=C(NC=O)C(=O)N1	C10H18N5O15P3	InChI=1S/C10H18N5O15P3/c11-10-14-7(4(12-2-16)8(19)15-10)13-9-6(18)5(17)3(28-9)1-27-32(23,24)30-33(25,26)29-31(20,21)22/h2-3,5-6,9,17-18H,1H2,(H,12,16)(H,23,24)(H,25,26)(H2,20,21,22)(H4,11,13,14,15,19)/t3-,5-,6-,9-/m1/s1	NDXMRXXKCCKQQV-UUOKFMHZSA-N	541.0012245			MMDBc0030060
BASm0017545	gamma-Glutamyl-beta-aminopropiononitrile	Gamma-glutamyl-beta-aminopropiononitrile is a member of the chemical class known as Alpha Amino Acids and Derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon) 		Expected Solid	[H][C@](N)(CCC(O)=NCCC#N)C(O)=O	C8H13N3O3	InChI=1S/C8H13N3O3/c9-4-1-5-11-7(12)3-2-6(10)8(13)14/h6H,1-3,5,10H2,(H,11,12)(H,13,14)/t6-/m0/s1	VQPVVWAFTIFKDD-LURJTMIESA-N	199.0956913			MMDBc0030062
BASm0017546	gamma-Glutamyl-beta-cyanoalanine	Gamma-glutamyl-beta-cyanoalanine belongs to the class of Alpha Amino Acids and Derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).		Expected Solid	NC(CCC(O)=NC(CC#N)C(O)=O)C(O)=O	C9H13N3O5	InChI=1S/C9H13N3O5/c10-4-3-6(9(16)17)12-7(13)2-1-5(11)8(14)15/h5-6H,1-3,11H2,(H,12,13)(H,14,15)(H,16,17)	QUAADUAOVLZBJM-UHFFFAOYSA-N	243.0855205			MMDBc0030063
BASm0017547	Glutathione episulfonium ion	Glutathione episulfonium ion is a member of the chemical class known as Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.  		Expected Solid	[H][C@](N)(CCC(O)=N[C@@]([H])(C[S+]1CC1)C(O)=NCC(O)=O)C(O)=O	C12H20N3O6S	InChI=1S/C12H19N3O6S/c13-7(12(20)21)1-2-9(16)15-8(6-22-3-4-22)11(19)14-5-10(17)18/h7-8H,1-6,13H2,(H3-,14,15,16,17,18,19,20,21)/p+1/t7-,8-/m0/s1	PWVNIRRYQGQWMG-YUMQZZPRSA-O	334.1072811			MMDBc0030064
BASm0017548	Guanosine 3'-phosphate	Guanosine 3'-phosphate is a member of the chemical class known as Purine Nucleosides and Analogues. These are compounds comprising a purine base attached to a sugar. 	117-68-0	Expected Solid	OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C1NC(=N)N=C2O	C10H14N5O8P	InChI=1S/C10H14N5O8P/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-5(17)6(3(1-16)22-9)23-24(19,20)21/h2-3,5-6,9,16-17H,1H2,(H2,19,20,21)(H3,11,13,14,18)	ZDPUTNZENXVHJC-UHFFFAOYSA-N	363.057999			MMDBc0030067
BASm0017549	Indoleglycerol phosphate	Indoleglycerol phosphate is a member of the chemical class known as Indoles. These are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene  to form 2,3-benzopyrrole.  Indoleglycerol phosphate is involved in tryptophan biosynthesis. The latter is the competent substrate of indoleglycerol phosphate synthase, which catalyzes the subsequent step of tryptophan biosynthesis. (PMID 7727401) alphaTS by itself catalyzes the cleavage of indole-3-glycerol phosphate to glyceraldehyde-3-phosphate and indole, which is converted to tryptophan in tryptophan biosynthesis. (PMID 15879705)	4220-97-7	Expected Solid	[H][C@@](O)(COP(O)(O)=O)[C@@]([H])(O)C1=CNC2=C1C=CC=C2	C11H14NO6P	InChI=1S/C11H14NO6P/c13-10(6-18-19(15,16)17)11(14)8-5-12-9-4-2-1-3-7(8)9/h1-5,10-14H,6H2,(H2,15,16,17)/t10-,11+/m1/s1	NQEQTYPJSIEPHW-MNOVXSKESA-N	287.0558737			MMDBc0030069
BASm0017550	Inositol 1,2,3,5,6-pentakisphosphate	Inositol 1,2,3,5,6-pentakisphosphate is a member of the chemical class known as Inositol Phosphates. These are compounds containing one or more phosphate groups attached to an inositol (or cyclohexanehexol) moiety. 		Expected Solid	[H]C1(O)[C@]([H])(OP(O)(O)=O)[C@]([H])(OP(O)(O)=O)C([H])(OP(O)(O)=O)[C@@]([H])(OP(O)(O)=O)[C@]1([H])OP(O)(O)=O	C6H17O21P5	InChI=1S/C6H17O21P5/c7-1-2(23-28(8,9)10)4(25-30(14,15)16)6(27-32(20,21)22)5(26-31(17,18)19)3(1)24-29(11,12)13/h1-7H,(H2,8,9,10)(H2,11,12,13)(H2,14,15,16)(H2,17,18,19)(H2,20,21,22)/t1?,2-,3+,4-,5-,6?/m0/s1	CTPQAXVNYGZUAJ-LXOASSSBSA-N	579.8950402			MMDBc0030070
BASm0017551	Lipoyl-AMP	Lipoyl-amp belongs to the class of Purine Ribonucleoside Monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. (inferred from compound structure)		Expected Solid	NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OC(=O)CCCCC2CCSS2)[C@@H](O)[C@H]1O	C18H26N5O8PS2	InChI=1S/C18H26N5O8PS2/c19-16-13-17(21-8-20-16)23(9-22-13)18-15(26)14(25)11(30-18)7-29-32(27,28)31-12(24)4-2-1-3-10-5-6-33-34-10/h8-11,14-15,18,25-26H,1-7H2,(H,27,28)(H2,19,20,21)/t10?,11-,14-,15-,18-/m1/s1	QWEGOCJRZOKSOE-NLJBGGCZSA-N	535.0960407			MMDBc0030077
BASm0017552	MurAc(oyl-L-Ala-D-gamma-Glu-L-Lys-D-Ala-D-Ala)-diphospho-undecaprenol	Murac(oyl-L-ala-D-gamma-glu-L-lys-D-ala-D-ala)-diphospho-undecaprenol is a polyprenol compound involved in the synthesis of peptidoglycan.  It is a substrate for the enzyme UDP-N-acetylglucosamine--N-acetylmuramyl-(pentapeptide) pyrophosphoryl-undecaprenol N-acetylglucosamine transferase (murG).  This enzyme catalyzes the transfer of a GlcNAc subunit on undecaprenyl-pyrophosphoryl-MurNAc-pentapeptide (lipid intermediate I) to form undecaprenyl-pyrophosphoryl-MurNAc-(pentapeptide)GlcNAc (lipid intermediate II). Peptidoglycan is best described as a fisherman net. The mesh of the net is made of two segments of parallel, rather inextensible glycan threads, held together by two small elastic peptide crosslinks allowing the net to expand or shrink. The glycan moiety of the peptidoglycan is remarkably uniform among all bacteria, and is made up of alternating β-1,4-linked N-acetylglucosamine and N-acetyl muramate residues, with an average chain length (in different organisms) of 10 to 65 disaccharide units. The peptidoglycan synthesis pathway starts at the cytoplasm, where in six steps the peptidoglycan precursor a UDP-N-acetylmuramoyl-pentapeptide is synthesized. This precursor is then attached to the memberane acceptor all-trans-undecaprenyl phosphate, generating a N-acetylmuramoyl-pentapeptide-diphosphoundecaprenol, also known as lipid I. Another transferase then adds UDP-N-acetyl-α-D-glucosamine, yielding the complete monomeric unit a lipid II, also known as lipid II. This final lipid intermediate is transferred by an as yet unknown mechanism through the membrane. The peptidoglycan monomers are then polymerized on the outside surface by glycosyltransferases, which form the linear glycan chains, and transpeptidases, which catalyze the formation of peptide crosslinks. Peptide crosslinks form between different parts of the peptides depending on the organism. For example, in Mycobacteria and in E. coli most links form between the carboxyl group of the penultimate D-alanine (residue 4) of one peptide to the amino group at the D-center of meso-diaminopimelate (residue 3) of an adjacent peptide of a second glycan chain (as in E. coli). The crosslinking reaction is catalyzed by transpeptidases and involves the cleavage of the D-alanyl-D-alanine bond of the donor peptide, providing the energy to drive the reaction. As a result, the peptides in the peptidoglycan polymers are one or two amino acids shorter than the peptides in the monomers.		Expected Solid	NCCCC[C@]([H])(N=C(O)CC[C@@]([H])(N=C(O)[C@@](C)([H])N=C(O)C(C)([H])O[C@@]1([H])[C@@](O)([H])[C@@]([H])(CO)O[C@]([H])(OP(O)(=O)OP(O)(=O)OC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CCC=C(C)C)[C@]1([H])N=C(C)O)C(=O)O)C(O)=N[C@@](C)([H])C(O)=N[C@@](C)([H])C(=O)O	C86H143N7O21P2	InChI=1S/C86H143N7O21P2/c1-57(2)30-20-31-58(3)32-21-33-59(4)34-22-35-60(5)36-23-37-61(6)38-24-39-62(7)40-25-41-63(8)42-26-43-64(9)44-27-45-65(10)46-28-47-66(11)48-29-49-67(12)53-55-110-115(106,107)114-116(108,109)113-86-77(91-72(17)95)79(78(97)75(56-94)112-86)111-71(16)82(100)88-69(14)81(99)93-74(85(104)105)51-52-76(96)92-73(50-18-19-54-87)83(101)89-68(13)80(98)90-70(15)84(102)103/h30,32,34,36,38,40,42,44,46,48,53,68-71,73-75,77-79,86,94,97H,18-29,31,33,35,37,39,41,43,45,47,49-52,54-56,87H2,1-17H3,(H,88,100)(H,89,101)(H,90,98)(H,91,95)(H,92,96)(H,93,99)(H,102,103)(H,104,105)(H,106,107)(H,108,109)/b58-32+,59-34+,60-36+,61-38+,62-40+,63-42+,64-44+,65-46+,66-48+,67-53+/t68-,69+,70-,71?,73+,74-,75-,77-,78-,79-,86-/m1/s1	SULOOAFLXMQJSF-SZSYZMFDSA-N	1671.981228			MMDBc0030079
BASm0017553	N-(5-Phospho-D-ribosyl)anthranilate	N-(5-phospho-D-ribosyl)anthranilate is a member of the chemical class known as Pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms.  N-(5-Phospho-D-ribosyl)anthranilate is invovled in tryptophan biosynthesis. N-(5'-Phosphoribosyl)anthranilate isomerase-indole-3-glycerol-phosphate synthase from Escherichia coli is a monomeric bifunctional enzyme of Mr 49,500 that catalyzes two sequential reactions in the biosynthesis of tryptophan. (PMID 3303031) Phosphoribosyl anthranilate isomerase from Thermotoga maritima is an extremely stable and active homodimer. (PMID 8897600)	4220-99-9	Expected Solid	[H]C(O)([C@@]1([H])OC([H])(NC2=CC=CC=C2C(O)=O)[C@]([H])(O)[C@]1([H])O)P(O)(O)=O	C12H16NO9P	InChI=1S/C12H16NO9P/c14-7-8(15)10(22-9(7)12(18)23(19,20)21)13-6-4-2-1-3-5(6)11(16)17/h1-4,7-10,12-15,18H,(H,16,17)(H2,19,20,21)/t7-,8+,9-,10?,12?/m0/s1	XUNHMFBIFPPJDL-NAORZKMKSA-N	349.0562676			MMDBc0030080
BASm0017554	N-Acetylmuramic acid 6-phosphate	N-acetylmuramic acid 6-phosphate is a member of the chemical class known as Sugar Acids and Derivatives. These are compounds containing a saccharide unit which bears a carboxylic acid group.  The enzyme MurQ is an N-acetylmuramic acid 6-phosphate (MurNAc 6-phosphate) hydrolase (or etherase) that hydrolyzes the lactyl side chain from MurNAc 6-phosphate and generates GlcNAc 6-phosphate. (PMID 18837509). It is a key component of peptidoglycan synthesis.  The peptidoglycan synthesis pathway starts at the cytoplasm, where in six steps the peptidoglycan precursor a UDP-N-acetylmuramoyl-pentapeptide is synthesized. This precursor is then attached to the memberane acceptor all-trans-undecaprenyl phosphate, generating a N-acetylmuramoyl-pentapeptide-diphosphoundecaprenol, also known as lipid I. Another transferase then adds UDP-N-acetyl-alpha-D-glucosamine, yielding the complete monomeric unit a lipid , also known as lipid . This final lipid intermediate is transferred through the membrane. The peptidoglycan monomers are then polymerized on the outside surface by glycosyltransferases, which form the linear glycan chains, and transpeptidases, which catalyze the formation of peptide crosslinks.		Expected Solid	[H][C@](C)(O[C@@]1([H])[C@]([H])(O)[C@@]([H])(COP(O)(O)=O)OC([H])(O)[C@]1([H])N=C(C)O)C(O)=O	C11H20NO11P	InChI=1S/C11H20NO11P/c1-4(10(15)16)22-9-7(12-5(2)13)11(17)23-6(8(9)14)3-21-24(18,19)20/h4,6-9,11,14,17H,3H2,1-2H3,(H,12,13)(H,15,16)(H2,18,19,20)/t4-,6-,7-,8-,9-,11?/m1/s1	NMEMTQKUEVNSPV-MKFCKLDKSA-N	373.077397			MMDBc0030082
BASm0017555	N2-Succinyl-L-arginine	N2-succinyl-l-arginine belongs to the class of Amino Fatty Acids. These are fatty acids contaning an amine group. (inferred from compound structure)		Expected Solid	[H][C@@](CCCNC(N)=N)(N=C(O)CCC(O)=O)C(O)=O	C10H18N4O5	InChI=1S/C10H18N4O5/c11-10(12)13-5-1-2-6(9(18)19)14-7(15)3-4-8(16)17/h6H,1-5H2,(H,14,15)(H,16,17)(H,18,19)(H4,11,12,13)/t6-/m0/s1	UMOXFSXIFQOWTD-LURJTMIESA-N	274.1277197			MMDBc0030084
BASm0017556	Oxalureate	Oxalureate is a member of the chemical class known as Isoureas. These are organic compounds containing the isourea group, with the general structure RN(R')C(=NR'')OR''', or its hydrocarbyl derivatives (R,R',R'',R'''=H, alkyl, aryl). 	585-05-7	Expected Solid	OC(=N)N=C(O)C(O)=O	C3H4N2O4	InChI=1S/C3H4N2O4/c4-3(9)5-1(6)2(7)8/h(H,7,8)(H3,4,5,6,9)	UWBHMRBRLOJJAA-UHFFFAOYSA-N	132.0171066			MMDBc0030085
BASm0017557	Precorrin 2	Precorrin 2 is a member of the chemical class known as Tetrapyrroles and Derivatives. These are polycyclic aromatic compounds containing four pyrrole rings joined by one-carbon units linking position 2 of one pyrrole ring to position 5 of the next.  Precorrin 2 is invovled in Proto- and siroheme biosynthesis. Precorrin-2 is a precursor of both siroheme and B12. (PMID 8955319)	82542-92-5	Expected Solid	[H][C@@]1(CCC(O)=O)C2=CC3=C(CC(O)=O)C(CCC(O)=O)=C(CC4=[NH+]C(=CC5=NC(=CC(=N2)[C@@]1(C)CC(O)=O)[C@@]([H])(CCC(O)=O)[C@]5(C)CC(O)=O)C(CC(O)=O)=C4CCC(O)=O)[N-]3	C42H46N4O16	InChI=1S/C42H46N4O16/c1-41(17-39(59)60)23(5-9-35(51)52)29-14-27-21(11-37(55)56)19(3-7-33(47)48)25(43-27)13-26-20(4-8-34(49)50)22(12-38(57)58)28(44-26)15-31-42(2,18-40(61)62)24(6-10-36(53)54)30(46-31)16-32(41)45-29/h14-16,23-24H,3-13,17-18H2,1-2H3,(H9,43,44,47,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62)/t23-,24-,41+,42+/m1/s1	KVFNZYKFDBWLHT-ZTKUHGNGSA-N	862.2908814			MMDBc0030087
BASm0017558	S-(1,2-Dichlorovinyl)glutathione	S-(1,2-dichlorovinyl)glutathione is a member of the chemical class known as Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. 	96614-59-4	Expected Solid	[H]\C(Cl)=C(/Cl)SC[C@]([H])(N=C(O)CC[C@]([H])(N)C(O)=O)C(O)=NCC(O)=O	C12H17Cl2N3O6S	InChI=1S/C12H17Cl2N3O6S/c13-3-8(14)24-5-7(11(21)16-4-10(19)20)17-9(18)2-1-6(15)12(22)23/h3,6-7H,1-2,4-5,15H2,(H,16,21)(H,17,18)(H,19,20)(H,22,23)/b8-3-/t6-,7-/m0/s1	IXARYIJEQUJTIZ-KWRIXSAHSA-N	401.0215114			MMDBc0030089
BASm0017559	S-(2-Chloroacetyl)glutathione	S-(2-chloroacetyl)glutathione is a member of the chemical class known as Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. 	113668-38-5	Expected Solid	[H][C@](N)(CCC(O)=N[C@@]([H])(CSC(=O)CCl)C(O)=NCC(O)=O)C(O)=O	C12H18ClN3O7S	InChI=1S/C12H18ClN3O7S/c13-3-10(20)24-5-7(11(21)15-4-9(18)19)16-8(17)2-1-6(14)12(22)23/h6-7H,1-5,14H2,(H,15,21)(H,16,17)(H,18,19)(H,22,23)/t6-,7-/m0/s1	QJDRMMRBPVHMAD-BQBZGAKWSA-N	383.0553983			MMDBc0030090
BASm0017560	S-(2,2-Dichloro-1-hydroxy)ethyl glutathione	S-(2,2-dichloro-1-hydroxy)ethyl glutathione belongs to the class of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. (inferred from compound structure)		Expected Solid	[H][C@](N)(CCC(O)=N[C@@]([H])(CSC([H])(O)C(Cl)Cl)C(O)=NCC(O)=O)C(O)=O	C12H19Cl2N3O7S	InChI=1S/C12H19Cl2N3O7S/c13-9(14)12(24)25-4-6(10(21)16-3-8(19)20)17-7(18)2-1-5(15)11(22)23/h5-6,9,12,24H,1-4,15H2,(H,16,21)(H,17,18)(H,19,20)(H,22,23)/t5-,6-,12?/m0/s1	RULDRNMMLPUXQI-LBHDVABESA-N	419.0320761			MMDBc0030091
BASm0017561	S-(Formylmethyl)glutathione	S-(formylmethyl)glutathione belongs to the class of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. (inferred from compound structure)		Expected Solid	[H][C@](N)(CCC(O)=N[C@@]([H])(CSCC=O)C(O)=NCC(O)=O)C(O)=O	C12H19N3O7S	InChI=1S/C12H19N3O7S/c13-7(12(21)22)1-2-9(17)15-8(6-23-4-3-16)11(20)14-5-10(18)19/h3,7-8H,1-2,4-6,13H2,(H,14,20)(H,15,17)(H,18,19)(H,21,22)/t7-,8-/m0/s1	VKLQBAQSSOPXGF-YUMQZZPRSA-N	349.0943707			MMDBc0030092
BASm0017562	Trans-2,3-Dihydroxycinnamate	Trans-2,3-dihydroxycinnamate is a member of the chemical class known as Hydroxycinnamic Acid Derivatives. These are compounds containing an cinnamic acid derivative where the benzene ring is hydroxylated. 	31082-90-3	Expected Solid	OC(=O)C=CC1=C(O)C(O)=CC=C1	C9H8O4	InChI=1S/C9H8O4/c10-7-3-1-2-6(9(7)13)4-5-8(11)12/h1-5,10,13H,(H,11,12)	SIUKXCMDYPYCLH-UHFFFAOYSA-N	180.0422587			MMDBc0030100
BASm0017563	Trans-4-Carboxymethylenebut-2-en-4-olide	Trans-4-carboxymethylenebut-2-en-4-olide is a member of the chemical class known as Furans. These are compounds containing a furan ring, which is a five-member aromatic ring with one oxygen atom, four carbon atoms. 	22752-92-7	Expected Solid	OC(=O)C=C1OC(=O)C=C1	C6H4O4	InChI=1S/C6H4O4/c7-5(8)3-4-1-2-6(9)10-4/h1-3H,(H,7,8)	AYFXPGXAZMFWNH-UHFFFAOYSA-N	140.0109586			MMDBc0030101
BASm0017564	UDP-2,3-Bis(3-hydroxytetradecanoyl)glucosamine	UDP-2,3-bis(3-hydroxytetradecanoyl)glucosamine is a member of the chemical class known as Sulfanylbenzoic Acid Derivatives. These are benzoic acid derivatives which bear a sulfanyl group (R-SH) attached to the benzene ring. 		Expected Solid	CCCCCCCCCCC[C@@H](O)CC(=O)N[C@H]1[C@@H](OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=CC(=O)NC2=O)O[C@H](CO)[C@@H](O)[C@@H]1OC(=O)C[C@H](O)CCCCCCCCCCC	C43H77N3O20P2	InChI=1S/C43H77N3O20P2/c1-3-5-7-9-11-13-15-17-19-21-29(48)25-34(51)44-36-40(64-35(52)26-30(49)22-20-18-16-14-12-10-8-6-4-2)38(54)31(27-47)63-42(36)65-68(59,60)66-67(57,58)61-28-32-37(53)39(55)41(62-32)46-24-23-33(50)45-43(46)56/h23-24,29-32,36-42,47-49,53-55H,3-22,25-28H2,1-2H3,(H,44,51)(H,57,58)(H,59,60)(H,45,50,56)/t29-,30-,31-,32-,36-,37-,38-,39-,40-,41-,42-/m1/s1	KOJCFMYSTWNMQW-RUAJDYCTSA-N	1017.457565			MMDBc0030102
BASm0017565	UDP-N-Acetyl-D-mannosamine	UDP-N-acetyl-D-mannosamine is a member of the chemical class known as Pyrimidine Nucleotide Sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. 	26575-17-7	Expected Solid	CC(=O)N[C@@H]1[C@H](O)[C@@H](O)[C@H](CO)OC1OP(O)(=O)OP(O)(=O)OC[C@@H]1O[C@@H]([C@@H](O)[C@H]1O)N1C=CC(=O)NC1=O	C17H27N3O17P2	InChI=1S/C17H27N3O17P2/c1-6(22)18-10-13(26)11(24)7(4-21)35-16(10)36-39(31,32)37-38(29,30)33-5-8-12(25)14(27)15(34-8)20-3-2-9(23)19-17(20)28/h2-3,7-8,10-16,21,24-27H,4-5H2,1H3,(H,18,22)(H,29,30)(H,31,32)(H,19,23,28)/t7-,8-,10+,11-,12-,13-,14-,15-,16?/m0/s1	LFTYTUAZOPRMMI-IUPDHGCPSA-N	607.0815695			MMDBc0030103
BASm0017566	UDP-N-Acetylmuramoyl-L-alanyl-D-gamma-glutamyl-meso-2,6-diaminopimelate	UDP-N-acetylmuramoyl-L-alanyl-D-gamma-glutamyl-meso-2,6-diaminopimelate is a peptide.  It is a key component of peptidoglycan synthesis.  The peptidoglycan synthesis pathway starts at the cytoplasm, where in six steps the peptidoglycan precursor a UDP-N-acetylmuramoyl-pentapeptide is synthesized. This precursor is then attached to the memberane acceptor all-trans-undecaprenyl phosphate, generating a N-acetylmuramoyl-pentapeptide-diphosphoundecaprenol, also known as lipid I. Another transferase then adds UDP-N-acetyl-D-glucosamine, yielding the complete monomeric unit a lipid II, also known as lipid II. This final lipid intermediate is transferred through the membrane. The peptidoglycan monomers are then polymerized on the outside surface by glycosyltransferases, which form the linear glycan chains, and transpeptidases, which catalyze the formation of peptide crosslinks.		Expected Solid	[H]C(N)(CCCC([H])(N=C(O)CC[C@@]([H])(N=C(O)[C@]([H])(C)N=C(O)C([H])(C)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)O[C@]([H])(OP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=CC(O)=NC3=O)[C@]([H])(O)[C@]2([H])O)[C@]1([H])N=C(C)O)C(O)=O)C(O)=O)C(O)=O	C35H55N7O26P2	InChI=1S/C35H55N7O26P2/c1-13(28(50)40-18(33(56)57)7-8-21(45)39-17(32(54)55)6-4-5-16(36)31(52)53)37-29(51)14(2)64-27-23(38-15(3)44)34(66-19(11-43)25(27)48)67-70(61,62)68-69(59,60)63-12-20-24(47)26(49)30(65-20)42-10-9-22(46)41-35(42)58/h9-10,13-14,16-20,23-27,30,34,43,47-49H,4-8,11-12,36H2,1-3H3,(H,37,51)(H,38,44)(H,39,45)(H,40,50)(H,52,53)(H,54,55)(H,56,57)(H,59,60)(H,61,62)(H,41,46,58)/t13-,14?,16?,17?,18+,19+,20+,23+,24+,25+,26+,27+,30+,34+/m0/s1	QUHLBZKCGUXHGP-IBSIGGROSA-N	1051.267198			MMDBc0030104
BASm0017567	UDP-N-Acetylmuramoyl-L-alanyl-D-glutamyl-6-carboxy-L-lysyl-D-alanyl-D-alanine	UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-6-carboxy-L-lysyl-D-alanyl-D-alanine is a member of the chemical class known as Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. It is a key component of peptidoglycan synthesis.  The peptidoglycan synthesis pathway starts at the cytoplasm, where in six steps the peptidoglycan precursor a UDP-N-acetylmuramoyl-pentapeptide is synthesized. This precursor is then attached to the memberane acceptor all-trans-undecaprenyl phosphate, generating a N-acetylmuramoyl-pentapeptide-diphosphoundecaprenol, also known as lipid I. Another transferase then adds UDP-N-acetyl-alpha-D-glucosamine, yielding the complete monomeric unit a lipid , also known as lipid . This final lipid intermediate is transferred through the membrane. The peptidoglycan monomers are then polymerized on the outside surface by glycosyltransferases, which form the linear glycan chains, and transpeptidases, which catalyze the formation of peptide crosslinks.		Expected Solid	[H]C(N)(CCC[C@]([H])(N=C(O)CC[C@@]([H])(N=C(O)[C@]([H])(C)N=C(O)C([H])(C)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)O[C@]([H])(OP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=CC(O)=NC3=O)[C@]([H])(O)[C@]2([H])O)[C@]1([H])N=C(C)O)C(O)=O)C(O)=N[C@]([H])(C)C(O)=NC([H])(C)C(O)=O)C(O)=O	C41H65N9O28P2	InChI=1S/C41H65N9O28P2/c1-15(32(58)45-17(3)37(62)63)44-35(61)21(8-6-7-20(42)38(64)65)47-25(53)10-9-22(39(66)67)48-33(59)16(2)43-34(60)18(4)74-31-27(46-19(5)52)40(76-23(13-51)29(31)56)77-80(71,72)78-79(69,70)73-14-24-28(55)30(57)36(75-24)50-12-11-26(54)49-41(50)68/h11-12,15-18,20-24,27-31,36,40,51,55-57H,6-10,13-14,42H2,1-5H3,(H,43,60)(H,44,61)(H,45,58)(H,46,52)(H,47,53)(H,48,59)(H,62,63)(H,64,65)(H,66,67)(H,69,70)(H,71,72)(H,49,54,68)/t15-,16+,17?,18?,20?,21+,22-,23-,24-,27-,28-,29-,30-,31-,36-,40-/m1/s1	IMWOXEZVYQDRDF-XEJSTGJBSA-N	1193.341426			MMDBc0030105
BASm0017568	UDP-N-Acetylmuramoyl-L-alanyl-D-glutamyl-L-lysyl-D-alanyl-D-alanine	UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-L-lysyl-D-alanyl-D-alanine is a member of the chemical class known as Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.  UDP-MurNAc-pentapeptide is a peptidoglycan precursor. It is a key component of peptidoglycan synthesis.  The peptidoglycan synthesis pathway starts at the cytoplasm, where in six steps the peptidoglycan precursor a UDP-N-acetylmuramoyl-pentapeptide is synthesized. This precursor is then attached to the memberane acceptor all-trans-undecaprenyl phosphate, generating a N-acetylmuramoyl-pentapeptide-diphosphoundecaprenol, also known as lipid I. Another transferase then adds UDP-N-acetyl-alpha-D-glucosamine, yielding the complete monomeric unit a lipid , also known as lipid . This final lipid intermediate is transferred through the membrane. The peptidoglycan monomers are then polymerized on the outside surface by glycosyltransferases, which form the linear glycan chains, and transpeptidases, which catalyze the formation of peptide crosslinks. UDP-MurNAc-pentapeptide is a feedback inhibitor of UDP-MurNAc-peptide synthesis. (PMID 357424)		Expected Solid	[H]C(C)(O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)OC([H])(OP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=CC(O)=NC3=O)[C@]([H])(O)[C@]2([H])O)[C@]1([H])N=C(C)O)C(O)=N[C@@]([H])(C)C(O)=NC([H])(CCC(O)=N[C@@]([H])(CCCCN)C(O)=N[C@]([H])(C)C(O)=N[C@]([H])(C)C(O)=O)C(O)=O	C40H65N9O26P2	InChI=1S/C40H65N9O26P2/c1-16(32(57)44-18(3)37(61)62)43-35(60)21(8-6-7-12-41)46-25(52)10-9-22(38(63)64)47-33(58)17(2)42-34(59)19(4)71-31-27(45-20(5)51)39(73-23(14-50)29(31)55)74-77(68,69)75-76(66,67)70-15-24-28(54)30(56)36(72-24)49-13-11-26(53)48-40(49)65/h11,13,16-19,21-24,27-31,36,39,50,54-56H,6-10,12,14-15,41H2,1-5H3,(H,42,59)(H,43,60)(H,44,57)(H,45,51)(H,46,52)(H,47,58)(H,61,62)(H,63,64)(H,66,67)(H,68,69)(H,48,53,65)/t16-,17+,18-,19?,21+,22?,23-,24-,27-,28-,29-,30-,31-,36-,39?/m1/s1	PFMVORMCVGOQKR-FQSOPKRZSA-N	1149.351596			MMDBc0030106
BASm0017569	UDP-N-Acetylmuramoyl-L-alanyl-gamma-D-glutamyl-L-lysine	UDP-N-acetylmuramoyl-L-alanyl-gamma-D-glutamyl-L-lysine is a member of the chemical class known as Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. It is a key component of peptidoglycan synthesis.  The peptidoglycan synthesis pathway starts at the cytoplasm, where in six steps the peptidoglycan precursor a UDP-N-acetylmuramoyl-pentapeptide is synthesized. This precursor is then attached to the memberane acceptor all-trans-undecaprenyl phosphate, generating a N-acetylmuramoyl-pentapeptide-diphosphoundecaprenol, also known as lipid I. Another transferase then adds UDP-N-acetyl-alpha-D-glucosamine, yielding the complete monomeric unit a lipid , also known as lipid . This final lipid intermediate is transferred through the membrane. The peptidoglycan monomers are then polymerized on the outside surface by glycosyltransferases, which form the linear glycan chains, and transpeptidases, which catalyze the formation of peptide crosslinks.		Expected Solid	[H][C@](C)(O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)O[C@]([H])(OP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=CC(O)=NC3=O)[C@]([H])(O)[C@]2([H])O)[C@]1([H])N=C(C)O)C(O)=N[C@@]([H])(C)C(O)=N[C@]([H])(CCC(O)=N[C@@]([H])(CCCCN)C(O)=O)C(O)=O	C34H55N7O24P2	InChI=1S/C34H55N7O24P2/c1-14(28(49)39-18(32(53)54)7-8-21(44)38-17(31(51)52)6-4-5-10-35)36-29(50)15(2)61-27-23(37-16(3)43)33(63-19(12-42)25(27)47)64-67(58,59)65-66(56,57)60-13-20-24(46)26(48)30(62-20)41-11-9-22(45)40-34(41)55/h9,11,14-15,17-20,23-27,30,33,42,46-48H,4-8,10,12-13,35H2,1-3H3,(H,36,50)(H,37,43)(H,38,44)(H,39,49)(H,51,52)(H,53,54)(H,56,57)(H,58,59)(H,40,45,55)/t14-,15+,17-,18+,19+,20+,23+,24+,25+,26+,27+,30+,33+/m0/s1	WXBLSQNZKMJACT-BYEZXYKXSA-N	1007.277369			MMDBc0030107
BASm0017570	Undecaprenyl phosphate	Undecaprenyl phosphate belongs to the class of Polyprenyl Phosphates. These are prenol lipids in which the phosphate group is linked to one end of the polyprenol moiety. (inferred from compound structure)C55-isoprenyl pyrophosphate (undecaprenyl pyrophosphate) is an essential molecule involved in construction of the bacterial peptidoglycan cell wall. (WikiPedia)	25126-51-6	Expected Solid	CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(O)(O)=O	C55H91O4P	InChI=1S/C55H91O4P/c1-45(2)23-13-24-46(3)25-14-26-47(4)27-15-28-48(5)29-16-30-49(6)31-17-32-50(7)33-18-34-51(8)35-19-36-52(9)37-20-38-53(10)39-21-40-54(11)41-22-42-55(12)43-44-59-60(56,57)58/h23,25,27,29,31,33,35,37,39,41,43H,13-22,24,26,28,30,32,34,36,38,40,42,44H2,1-12H3,(H2,56,57,58)	UFPHFKCTOZIAFY-UHFFFAOYSA-N	846.6654979			MMDBc0030108
BASm0017571	Undecaprenyl-diphospho-N-acetylmuramoyl-(N-acetylglucosamine)-L-alanyl-D-glutaminyl-meso-2,6-diaminopimeloyl-D-alanyl-D-alanine	Undecaprenyl-diphospho-n-acetylmuramoyl-(n-acetylglucosamine)-l-alanyl-d-glutaminyl-meso-2,6-diaminopimeloyl-d-alanyl-d-alanine is a peptide.  It is a key component of peptidoglycan synthesis.  The peptidoglycan synthesis pathway starts at the cytoplasm, where in six steps the peptidoglycan precursor a UDP-N-acetylmuramoyl-pentapeptide is synthesized. This precursor is then attached to the memberane acceptor all-trans-undecaprenyl phosphate, generating a N-acetylmuramoyl-pentapeptide-diphosphoundecaprenol, also known as lipid I. Another transferase then adds UDP-N-acetyl-D-glucosamine, yielding the complete monomeric unit a lipid II, also known as lipid II. This final lipid intermediate is transferred through the membrane. The peptidoglycan monomers are then polymerized on the outside surface by glycosyltransferases, which form the linear glycan chains, and transpeptidases, which catalyze the formation of peptide crosslinks.		Expected Solid	OC[C@@]1([H])O[C@@]([H])(O[C@]2([H])[C@@]([H])(CO)OC([H])(OP(O)(=O)OP(O)(=O)OC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CCC=C(C)C)[C@]([H])(N=C(C)O)[C@@]2([H])OC(C)([H])C(O)=N[C@](C)([H])C(O)=N[C@]([H])(CCC(=N)O)C(O)=N[C@]([H])(CCC[C@@](N)([H])C(=O)O)C(O)=N[C@@](C)([H])C(O)=N[C@@](C)([H])C(=O)O)[C@]([H])(N=C(C)O)[C@](O)([H])[C@@]1(O)[H]	C95H157N9O27P2	InChI=1S/C95H157N9O27P2/c1-58(2)30-19-31-59(3)32-20-33-60(4)34-21-35-61(5)36-22-37-62(6)38-23-39-63(7)40-24-41-64(8)42-25-43-65(9)44-26-45-66(10)46-27-47-67(11)48-28-49-68(12)54-55-125-132(121,122)131-133(123,124)130-95-82(102-74(18)108)86(85(79(57-106)128-95)129-94-81(101-73(17)107)84(111)83(110)78(56-105)127-94)126-72(16)89(114)98-70(14)88(113)103-77(52-53-80(97)109)91(116)104-76(51-29-50-75(96)93(119)120)90(115)99-69(13)87(112)100-71(15)92(117)118/h30,32,34,36,38,40,42,44,46,48,54,69-72,75-79,81-86,94-95,105-106,110-111H,19-29,31,33,35,37,39,41,43,45,47,49-53,55-57,96H2,1-18H3,(H2,97,109)(H,98,114)(H,99,115)(H,100,112)(H,101,107)(H,102,108)(H,103,113)(H,104,116)(H,117,118)(H,119,120)(H,121,122)(H,123,124)/b59-32+,60-34+,61-36+,62-38+,63-40+,64-42+,65-44+,66-46+,67-48+,68-54+/t69-,70+,71-,72?,75+,76-,77-,78-,79-,81-,82-,83-,84-,85-,86-,94+,95?/m1/s1	LKSKDJLUCDKSHW-WJEGFZIFSA-N	1918.066414			MMDBc0030109
BASm0017572	Undecaprenyl-diphospho-N-acetylmuramoyl-(N-acetylglucosamine)-L-alanyl-D-glutamyl-meso-2,6-diaminopimeloyl-D-alanyl-D-alanine	Undecaprenyl-diphospho-N-acetylmuramoyl-(N-acetylglucosamine)-L-alanyl-D-glutamyl-meso-2,6-diaminopimeloyl-D-alanyl-D-alanine is an intermediate in peptidoglycan synthesis. It is a substrate for the enzyme undecaprenyldiphospho-muramoylpentapeptide beta-N-acetylglucosaminyltransferase (murG). Peptidoglycan is best described as a fisherman net. The mesh of the net is made of two segments of parallel, rather inextensible glycan threads, held together by two small elastic peptide crosslinks allowing the net to expand or shrink. The glycan moiety of the peptidoglycan is remarkably uniform among all bacteria, and is made up of alternating β-1,4-linked N-acetylglucosamine and N-acetyl muramate residues, with an average chain length (in different organisms) of 10 to 65 disaccharide units. The peptidoglycan synthesis pathway starts at the cytoplasm, where in six steps the peptidoglycan precursor a UDP-N-acetylmuramoyl-pentapeptide is synthesized. This precursor is then attached to the memberane acceptor all-trans-undecaprenyl phosphate, generating a N-acetylmuramoyl-pentapeptide-diphosphoundecaprenol, also known as lipid I. Another transferase then adds UDP-N-acetyl-α-D-glucosamine, yielding the complete monomeric unit a lipid II, also known as lipid II. This final lipid intermediate is transferred by an as yet unknown mechanism through the membrane. The peptidoglycan monomers are then polymerized on the outside surface by glycosyltransferases, which form the linear glycan chains, and transpeptidases, which catalyze the formation of peptide crosslinks. Peptide crosslinks form between different parts of the peptides depending on the organism. For example, in Mycobacteria and in E. coli most links form between the carboxyl group of the penultimate D-alanine (residue 4) of one peptide to the amino group at the D-center of meso-diaminopimelate (residue 3) of an adjacent peptide of a second glycan chain (as in E. coli). The crosslinking reaction is catalyzed by transpeptidases and involves the cleavage of the D-alanyl-D-alanine bond of the donor peptide, providing the energy to drive the reaction. As a result, the peptides in the peptidoglycan polymers are one or two amino acids shorter than the peptides in the monomers.		Expected Solid	OC[C@@]1([H])O[C@@]([H])(O[C@]2([H])[C@@]([H])(CO)O[C@]([H])(OP(O)(=O)OP(O)(=O)OC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CCC=C(C)C)[C@]([H])(N=C(C)O)[C@@]2([H])OC(C)([H])C(O)=N[C@](C)([H])C(O)=N[C@]([H])(CCC(=O)O)C(O)=N[C@]([H])(CCC[C@@](N)([H])C(=O)O)C(O)=N[C@@](C)([H])C(O)=N[C@@](C)([H])C(=O)O)[C@]([H])(N=C(C)O)[C@](O)([H])[C@@]1(O)[H]	C95H156N8O28P2	InChI=1S/C95H156N8O28P2/c1-58(2)30-19-31-59(3)32-20-33-60(4)34-21-35-61(5)36-22-37-62(6)38-23-39-63(7)40-24-41-64(8)42-25-43-65(9)44-26-45-66(10)46-27-47-67(11)48-28-49-68(12)54-55-125-132(121,122)131-133(123,124)130-95-82(101-74(18)107)86(85(79(57-105)128-95)129-94-81(100-73(17)106)84(111)83(110)78(56-104)127-94)126-72(16)89(114)97-70(14)88(113)102-77(52-53-80(108)109)91(116)103-76(51-29-50-75(96)93(119)120)90(115)98-69(13)87(112)99-71(15)92(117)118/h30,32,34,36,38,40,42,44,46,48,54,69-72,75-79,81-86,94-95,104-105,110-111H,19-29,31,33,35,37,39,41,43,45,47,49-53,55-57,96H2,1-18H3,(H,97,114)(H,98,115)(H,99,112)(H,100,106)(H,101,107)(H,102,113)(H,103,116)(H,108,109)(H,117,118)(H,119,120)(H,121,122)(H,123,124)/b59-32+,60-34+,61-36+,62-38+,63-40+,64-42+,65-44+,66-46+,67-48+,68-54+/t69-,70+,71-,72?,75+,76-,77-,78-,79-,81-,82-,83-,84-,85-,86-,94+,95-/m1/s1	CEHJYQJVVYPVFY-PXJHMNRSSA-N	1919.050429			MMDBc0030110
BASm0017573	Undecaprenyl-diphospho-N-acetylmuramoyl-(N-acetylglucosamine)-L-alanyl-gamma-D-glutamyl-L-lysyl-D-alanyl-D-alanine	Undecaprenyl-diphospho-N-acetylmuramoyl-(N-acetylglucosamine)-L-alanyl-gamma-D-glutamyl-L-lysyl-D-alanyl-D-alanine is an intermediate in peptidoglycan synthesis. It is a substrate for the enzyme undecaprenyldiphospho-muramoylpentapeptide beta-N-acetylglucosaminyltransferase (murG). Peptidoglycan can be described as a fisherman's net that encloses bacteria. The mesh of the net is made of two segments of parallel, somewhat inextensible glycan threads, held together by two small elastic peptide crosslinks allowing the net to expand or shrink. The glycan moiety of the peptidoglycan is very uniform among all bacteria, and is made up of alternating β-1,4-linked N-acetylglucosamine and N-acetyl muramate residues, with an average chain lengthof 10 to 65 disaccharide units (depending on the organism). The peptidoglycan synthesis pathway starts in the cytoplasm, where in six steps the peptidoglycan precursor a UDP-N-acetylmuramoyl-pentapeptide is synthesized. This precursor is then attached to the memberane acceptor all-trans-undecaprenyl phosphate, generating a N-acetylmuramoyl-pentapeptide-diphosphoundecaprenol, also known as lipid I. Another transferase then adds UDP-N-acetyl-α-D-glucosamine, yielding the complete monomeric unit a lipid II, also known as lipid II. This final lipid intermediate is transferred by an as yet unknown mechanism through the membrane. The peptidoglycan monomers are then polymerized on the outside surface by glycosyltransferases, which form the linear glycan chains, and transpeptidases, which catalyze the formation of peptide crosslinks. Peptide crosslinks form between different parts of the peptides depending on the organism. For example, in Mycobacteria and in E. coli most links form between the carboxyl group of the penultimate D-alanine (residue 4) of one peptide to the amino group at the D-center of meso-diaminopimelate (residue 3) of an adjacent peptide of a second glycan chain (as in E. coli). The crosslinking reaction is catalyzed by transpeptidases and involves the cleavage of the D-alanyl-D-alanine bond of the donor peptide, providing the energy to drive the reaction. As a result, the peptides in the peptidoglycan polymers are one or two amino acids shorter than the peptides in the monomers.		Expected Solid	NCCCC[C@]([H])(N=C(O)CCC([H])(N=C(O)[C@@](C)([H])N=C(O)C(C)([H])O[C@@]1([H])[C@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@](O)([H])[C@@](O)([H])[C@@]2([H])N=C(C)O)[C@@]([H])(CO)O[C@]([H])(OP(O)(=O)OP(O)(=O)OC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CCC=C(C)C)[C@]1([H])N=C(C)O)C(=O)O)C(O)=N[C@@](C)([H])C(O)=N[C@@](C)([H])C(=O)O	C94H156N8O26P2	InChI=1S/C94H156N8O26P2/c1-59(2)31-21-32-60(3)33-22-34-61(4)35-23-36-62(5)37-24-38-63(6)39-25-40-64(7)41-26-42-65(8)43-27-44-66(9)45-28-46-67(10)47-29-48-68(11)49-30-50-69(12)54-56-122-129(118,119)128-130(120,121)127-94-82(100-75(18)106)86(85(79(58-104)125-94)126-93-81(99-74(17)105)84(109)83(108)78(57-103)124-93)123-73(16)89(112)96-71(14)88(111)102-77(92(116)117)52-53-80(107)101-76(51-19-20-55-95)90(113)97-70(13)87(110)98-72(15)91(114)115/h31,33,35,37,39,41,43,45,47,49,54,70-73,76-79,81-86,93-94,103-104,108-109H,19-30,32,34,36,38,40,42,44,46,48,50-53,55-58,95H2,1-18H3,(H,96,112)(H,97,113)(H,98,110)(H,99,105)(H,100,106)(H,101,107)(H,102,111)(H,114,115)(H,116,117)(H,118,119)(H,120,121)/b60-33+,61-35+,62-37+,63-39+,64-41+,65-43+,66-45+,67-47+,68-49+,69-54+/t70-,71+,72-,73?,76+,77?,78-,79-,81-,82-,83-,84-,85-,86-,93+,94-/m1/s1	ULXTYUPMJXVUHQ-ONIGEKDKSA-N	1875.0606			MMDBc0030111
BASm0017574	Undecaprenyl-diphospho-N-acetylmuramoyl-L-alanyl-D-glutamyl-meso-2,6-diaminopimeloyl-D-alanyl-D-alanine	Undecaprenyl-diphospho-N-acetylmuramoyl-L-alanyl-D-glutamyl-meso-2,6-diaminopimeloyl-D-alanyl-D-alanine is an intermediate in peptidoglycan synthesis. It is a substrate for the enzyme undecaprenyldiphospho-muramoylpentapeptide beta-N-acetylglucosaminyltransferase (murG). Peptidoglycan can be described as a fisherman's net that encloses bacteria. The mesh of the net is made of two segments of parallel, somewhat inextensible glycan threads, held together by two small elastic peptide crosslinks allowing the net to expand or shrink. The glycan moiety of the peptidoglycan is very uniform among all bacteria, and is made up of alternating β-1,4-linked N-acetylglucosamine and N-acetyl muramate residues, with an average chain lengthof 10 to 65 disaccharide units (depending on the organism). The peptidoglycan synthesis pathway starts in the cytoplasm, where in six steps the peptidoglycan precursor a UDP-N-acetylmuramoyl-pentapeptide is synthesized. This precursor is then attached to the memberane acceptor all-trans-undecaprenyl phosphate, generating a N-acetylmuramoyl-pentapeptide-diphosphoundecaprenol, also known as lipid I. Another transferase then adds UDP-N-acetyl-α-D-glucosamine, yielding the complete monomeric unit a lipid II, also known as lipid II. This final lipid intermediate is transferred by an as yet unknown mechanism through the membrane. The peptidoglycan monomers are then polymerized on the outside surface by glycosyltransferases, which form the linear glycan chains, and transpeptidases, which catalyze the formation of peptide crosslinks. Peptide crosslinks form between different parts of the peptides depending on the organism. For example, in Mycobacteria and in E. coli most links form between the carboxyl group of the penultimate D-alanine (residue 4) of one peptide to the amino group at the D-center of meso-diaminopimelate (residue 3) of an adjacent peptide of a second glycan chain (as in E. coli). The crosslinking reaction is catalyzed by transpeptidases and involves the cleavage of the D-alanyl-D-alanine bond of the donor peptide, providing the energy to drive the reaction. As a result, the peptides in the peptidoglycan polymers are one or two amino acids shorter than the peptides in the monomers.		Expected Solid		C87H139N7O23P2		QSVYTJPCVMYPIS-UHFFFAOYNA-J	1711.941952			MMDBc0030112
BASm0017575	Ureidoglycine	Ureidoglycine belongs to the class of Alpha Amino Acids and Derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon)[1]. (Reference: [1] Amino Acid: http://en.wikipedia.org/wiki/Amino_acid)		Expected Solid		C3H7N3O3		VTFWFHCECSOPSX-UHFFFAOYNA-N	133.0487411			MMDBc0030113
BASm0017576	1-Deoxyxylonojirimycin	1-deoxyxylonojirimycin belongs to the class of Piperidines. These are compounds containing a piperidine ring, which is a saturated aliphatic six-member ring with one nitrogen atom and five carbon atoms. (inferred from compound structure)		Expected Solid	OC1C[NH2+]CC(O)C1O	C5H12NO3	InChI=1S/C5H11NO3/c7-3-1-6-2-4(8)5(3)9/h3-9H,1-2H2/p+1	RMCNETIHECSPMZ-UHFFFAOYSA-O	134.0817183			MMDBc0030114
BASm0017577	1-Ethyladenine	1-ethyladenine is a any alkylated purine.  Purines are aromatic heterocyclic compounds containing a purine moiety, which is formed a pyrimidine-ring ring fused to an imidazole ring.  Alkylated 1-ethyladenine appears in DNA that has been exposed to alkylating agents such as N-ethyl-N-nitrosurea.  It can be repaired or dealkylated by the E. coli enzyme AlkB with the release of acetaldehyde.   	2715-68-6	Expected Solid	CCN1C=NC2=C(N)N=CN=C12	C7H9N5	InChI=1S/C7H9N5/c1-2-12-4-11-5-6(8)9-3-10-7(5)12/h3-4H,2H2,1H3,(H2,8,9,10)	MUIPLRMGAXZWSQ-UHFFFAOYSA-N	163.0857953			MMDBc0030115
BASm0017578	2'-(5-Triphosphoribosyl)-3'-dephospho-CoA	2'-(5-triphosphoribosyl)-3'-dephospho-CoA is a member of the chemical class known as Purine Ribonucleoside Triphosphates. These are purine ribobucleotides with triphosphate group  linked to the ribose moiety. 		Expected Solid	[H][C@](O)(C(O)=NCCC(O)=NCCS)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O[C@]2([H])O[C@]([H])(COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@]([H])(O)[C@@]2([H])O)[C@]1([H])O	C26H46N7O26P5S	InChI=1S/C26H46N7O26P5S/c1-26(2,20(38)23(39)29-4-3-14(34)28-5-6-65)9-53-63(47,48)58-61(43,44)52-8-13-17(36)19(24(54-13)33-11-32-15-21(27)30-10-31-22(15)33)56-25-18(37)16(35)12(55-25)7-51-62(45,46)59-64(49,50)57-60(40,41)42/h10-13,16-20,24-25,35-38,65H,3-9H2,1-2H3,(H,28,34)(H,29,39)(H,43,44)(H,45,46)(H,47,48)(H,49,50)(H2,27,30,31)(H2,40,41,42)/t12-,13-,16-,17-,18-,19-,20+,24-,25+/m1/s1	NFWZJXFBUKDGOX-JIRKQKIOSA-N	1059.090128			MMDBc0030116
BASm0017579	2-Hydroxydeoxyadenosine 5'-triphosphate	2-hydroxydeoxyadenosine 5'-triphosphate is a member of the chemical class known as Purine 2'-deoxyribonucleoside Triphosphates. These are purine nucleotides with triphosphate group  linked to the ribose moiety lacking an hydroxyl group at position 2. 		Expected Solid	NC1=C2N=CN(C3CC(O)C(COP([O-])(=O)OP(O)(=O)OP([O-])([O-])=O)O3)C2=NC([O-])=N1	C10H12N5O13P3	InChI=1S/C10H16N5O13P3/c11-8-7-9(14-10(17)13-8)15(3-12-7)6-1-4(16)5(26-6)2-25-30(21,22)28-31(23,24)27-29(18,19)20/h3-6,16H,1-2H2,(H,21,22)(H,23,24)(H2,18,19,20)(H3,11,13,14,17)/p-4	UOACBPRDWRDEHJ-UHFFFAOYSA-J	502.964445			MMDBc0030119
BASm0017580	2-Thiouridine	2-thiouridine is a member of the chemical class known as Pyrimidine Nucleosides and Analogues. These are compounds comprising a pyrimidine base attached to a sugar.  2-thiouridine is invovled in tRNA-s2U34 biosynthesis. Thionucleosides are uniquely present in tRNA. In many organisms, tRNA specific for Lys, Glu, and Gln contain hypermodified 2-thiouridine (s(2)U) derivatives at wobble position 34. The s(2) group of s(2)U34 stabilizes anticodon structure, confers ribosome binding ability to tRNA and improves reading frame maintenance. [PMID:12549933]	20235-78-3	Expected Solid	[H][C@]1(CO)O[C@@]([H])(N2C=CC(O)=NC2=S)[C@]([H])(O)[C@]1([H])O	C9H12N2O5S	InChI=1S/C9H12N2O5S/c12-3-4-6(14)7(15)8(16-4)11-2-1-5(13)10-9(11)17/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,17)/t4-,6-,7-,8-/m1/s1	GJTBSTBJLVYKAU-XVFCMESISA-N	260.0466922			MMDBc0030121
BASm0017581	3-Hydroxyadipyl-CoA	3-hydroxyadipyl-coa belongs to the class of Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. (inferred from compound structure)		Expected Solid	CC(C)(COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12)C(O)C(O)=NCCC(O)=NCCSC(=O)CC(O)CCC(O)=O	C27H44N7O20P3S	InChI=1S/C27H44N7O20P3S/c1-27(2,22(41)25(42)30-6-5-16(36)29-7-8-58-18(39)9-14(35)3-4-17(37)38)11-51-57(48,49)54-56(46,47)50-10-15-21(53-55(43,44)45)20(40)26(52-15)34-13-33-19-23(28)31-12-32-24(19)34/h12-15,20-22,26,35,40-41H,3-11H2,1-2H3,(H,29,36)(H,30,42)(H,37,38)(H,46,47)(H,48,49)(H2,28,31,32)(H2,43,44,45)	OTEACGAEDCIMBS-UHFFFAOYSA-N	911.1574671			MMDBc0030122
BASm0017582	5-Methylaminomethyl-2-selenouridine	5-methylaminomethyl-2-selenouridine is a member of the chemical class known as Pyrimidine Nucleosides and Analogues. These are compounds comprising a pyrimidine base attached to a sugar.  5-methylaminomethyl-2-selenouridine is invovled in Selenouridine biosynthesis (tRNA). 	89314-80-7	Expected Solid	[H][C@@]1(CO)O[C@]([H])(N2C=C(CNC)C(O)=NC2=[Se])[C@@]([H])(O)[C@@]1([H])O	C11H17N3O5Se	InChI=1S/C11H17N3O5Se/c1-12-2-5-3-14(11(20)13-9(5)18)10-8(17)7(16)6(4-15)19-10/h3,6-8,10,12,15-17H,2,4H2,1H3,(H,13,18,20)/t6-,7-,8-,10-/m0/s1	LKYNRXHIWDCZMH-GHCJXIJMSA-N	351.0333425			MMDBc0030123
BASm0017583	5-Methylaminomethyl-2-thiouridine	5-methylaminomethyl-2-thiouridine is a member of the chemical class known as Pyrimidine Nucleosides and Analogues. These are compounds comprising a pyrimidine base attached to a sugar.  5-methylaminomethyl-2-thiouridine is invovled in Selenouridine biosynthesis (tRNA).  The selenium-modified nucleoside is 5-methyl-aminomethyl-2-selenouridine (mnm5Se2U), which is the chemical analog of 5-methylaminomethyl-2-thiouridine, a previously identified minor base of E. coli. tRNA2Glu. (PMID 6227514)	32860-54-1	Expected Solid	[H][C@@]1(CO)O[C@]([H])(N2C=C(CNC)C(O)=NC2=S)[C@@]([H])(O)[C@@]1([H])O	C11H17N3O5S	InChI=1S/C11H17N3O5S/c1-12-2-5-3-14(11(20)13-9(5)18)10-8(17)7(16)6(4-15)19-10/h3,6-8,10,12,15-17H,2,4H2,1H3,(H,13,18,20)/t6-,7-,8-,10-/m0/s1	HXVKEKIORVUWDR-GHCJXIJMSA-N	303.0888914			MMDBc0030124
BASm0017584	8-Hydroxydeoxyguanosine 5'-triphosphate	8-hydroxydeoxyguanosine 5'-triphosphate (8-hydroxy-dGTP) is a member of the chemical class known as Purine 2'-deoxyribonucleoside Triphosphates. These are purine nucleotides with triphosphate group  linked to the ribose moiety lacking an hydroxyl group at position 2. Hydroxylated nucleotides can appear in DNA that has been oxidatively damaged.  Escherichia coli Orf135 protein is thought to be an enzyme that efficiently hydrolyzes oxidatively damaged nucleotides such as 2-hydroxy-dATP, 8-hydroxy-dGTP and 5-hydroxy-CTP, in addition to 5-methyl-dCTP, dCTP and CTP, thus preventing mutations in cells caused by unfavorable base pairing. [PMID:21553121]		Expected Solid	OC1CC(OC1COP(O)(=O)OP(O)(=O)OP([O-])([O-])=O)N1C([O-])=NC2=C1NC(=N)N=C2[O-]	C10H12N5O14P3	InChI=1S/C10H16N5O14P3/c11-9-13-7-6(8(17)14-9)12-10(18)15(7)5-1-3(16)4(27-5)2-26-31(22,23)29-32(24,25)28-30(19,20)21/h3-5,16H,1-2H2,(H,12,18)(H,22,23)(H,24,25)(H2,19,20,21)(H3,11,13,14,17)/p-4	BUZOGVVQWCXXDP-UHFFFAOYSA-J	518.9593597			MMDBc0030125
BASm0017585	N-Acetylmuramoyl-L-alanyl-D-glutamyl-meso-2,6-diaminopimelyl-D-alanyl-D-alanine-diphosphoundecaprenol	N-acetylmuramoyl-L-alanyl-D-glutamyl-meso-2,6-diaminopimelyl-D-alanyl-D-alanine-diphosphoundecaprenol is an intermediate in peptidoglycan synthesis. It is a substrate for the enzyme undecaprenyldiphospho-muramoylpentapeptide beta-N-acetylglucosaminyltransferase (murG). Peptidoglycan can be described as a fisherman's net that encloses bacteria. The mesh of the net is made of two segments of parallel, somewhat inextensible glycan threads, held together by two small elastic peptide crosslinks allowing the net to expand or shrink. The glycan moiety of the peptidoglycan is very uniform among all bacteria, and is made up of alternating β-1,4-linked N-acetylglucosamine and N-acetyl muramate residues, with an average chain lengthof 10 to 65 disaccharide units (depending on the organism). The peptidoglycan synthesis pathway starts in the cytoplasm, where in six steps the peptidoglycan precursor a UDP-N-acetylmuramoyl-pentapeptide is synthesized. This precursor is then attached to the memberane acceptor all-trans-undecaprenyl phosphate, generating a N-acetylmuramoyl-pentapeptide-diphosphoundecaprenol, also known as lipid I. Another transferase then adds UDP-N-acetyl-α-D-glucosamine, yielding the complete monomeric unit a lipid II, also known as lipid II. This final lipid intermediate is transferred by an as yet unknown mechanism through the membrane. The peptidoglycan monomers are then polymerized on the outside surface by glycosyltransferases, which form the linear glycan chains, and transpeptidases, which catalyze the formation of peptide crosslinks. Peptide crosslinks form between different parts of the peptides depending on the organism. For example, in Mycobacteria and in E. coli most links form between the carboxyl group of the penultimate D-alanine (residue 4) of one peptide to the amino group at the D-center of meso-diaminopimelate (residue 3) of an adjacent peptide of a second glycan chain (as in E. coli). The crosslinking reaction is catalyzed by transpeptidases and involves the cleavage of the D-alanyl-D-alanine bond of the donor peptide, providing the energy to drive the reaction. As a result, the peptides in the peptidoglycan polymers are one or two amino acids shorter than the peptides in the monomers.Glycosyltransferase MurG catalyses the transfer of N-acetyl-d-glucosamine to lipid intermediate I on the bacterial peptidoglycan biosynthesis pathway, and is a target for development of new antibacterial agents. (PMID 20226679)		Expected Solid	[H][C@@](N)(CCC[C@]([H])(N=C(O)CC[C@@]([H])(N=C(O)[C@]([H])(C)N=C(O)[C@@]([H])(C)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)O[C@@]([H])(OP(O)(=O)OP(O)(=O)OCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C)[C@]1([H])N=C(C)O)C(O)=O)C(O)=N[C@]([H])(C)C(O)=N[C@]([H])(C)C(O)=O)C(O)=O	C87H143N7O23P2	InChI=1S/C87H143N7O23P2/c1-56(2)29-18-30-57(3)31-19-32-58(4)33-20-34-59(5)35-21-36-60(6)37-22-38-61(7)39-23-40-62(8)41-24-42-63(9)43-25-44-64(10)45-26-46-65(11)47-27-48-66(12)53-54-113-118(109,110)117-119(111,112)116-87-77(92-71(17)96)79(78(98)75(55-95)115-87)114-70(16)82(101)89-68(14)81(100)94-74(86(107)108)51-52-76(97)93-73(50-28-49-72(88)85(105)106)83(102)90-67(13)80(99)91-69(15)84(103)104/h29,31,33,35,37,39,41,43,45,47,53,67-70,72-75,77-79,87,95,98H,18-28,30,32,34,36,38,40,42,44,46,48-52,54-55,88H2,1-17H3,(H,89,101)(H,90,102)(H,91,99)(H,92,96)(H,93,97)(H,94,100)(H,103,104)(H,105,106)(H,107,108)(H,109,110)(H,111,112)/t67-,68+,69-,70-,72-,73+,74-,75-,77-,78-,79-,87+/m1/s1	PNWZQTONLRRPST-OPZGOLSISA-N	1715.971057			MMDBc0030126
BASm0017586	cis-dihydrodiol derivative of phenylacetyl-CoA	Cis-dihydrodiol derivative of phenylacetyl-coa belongs to the class of Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. (inferred from compound structure)		Expected Solid	[H]C(O)(C(O)=NCCC(O)=NCCSC(=O)C[C@@]1(O)C=CC=C[C@]1([H])O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1([H])OC([H])(N2C=NC3=C(N)N=CN=C23)C([H])(O)C1([H])OP(O)(O)=O	C29H44N7O19P3S	InChI=1S/C29H44N7O19P3S/c1-28(2,23(41)26(42)32-8-6-18(38)31-9-10-59-19(39)11-29(43)7-4-3-5-17(29)37)13-52-58(49,50)55-57(47,48)51-12-16-22(54-56(44,45)46)21(40)27(53-16)36-15-35-20-24(30)33-14-34-25(20)36/h3-5,7,14-17,21-23,27,37,40-41,43H,6,8-13H2,1-2H3,(H,31,38)(H,32,42)(H,47,48)(H,49,50)(H2,30,33,34)(H2,44,45,46)/t16?,17-,21?,22?,23?,27?,29-/m0/s1	FGLOXTAZEAOLJK-OXTXSPCOSA-N	919.1625525			MMDBc0030127
BASm0017587	Cellobiose-6-phosphate	Cellobiose-6-phosphate is a member of the chemical class known as Dihexoses. These are disaccharides containing two hexose carbohydrates.  Cellobiose-6-phosphate is invovled in Cellobiose transport.  r 15;80(8):2939-48.)		Expected Solid	[H]C1(O)O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(COP(O)(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@]([H])(O)[C@@]1([H])O	C12H23O14P	InChI=1S/C12H23O14P/c13-1-3-10(7(16)8(17)11(19)24-3)26-12-9(18)6(15)5(14)4(25-12)2-23-27(20,21)22/h3-19H,1-2H2,(H2,20,21,22)/t3-,4-,5-,6+,7-,8-,9-,10-,11?,12+/m1/s1	ITPHOIFCAFNCLL-CUHNMECISA-N	422.082542			MMDBc0030128
BASm0017588	3-Keto-L-gulonate 6-phosphate	3-keto-L-gulonate 6-phosphate is a member of the chemical class known as Medium-chain Keto Acids and Derivatives. These are keto acids with a 6 to 12  carbon atoms long side chain. 		Expected Solid	OC(COP([O-])([O-])=O)C(O)C(=O)C(O)C(O)=O	C6H9O10P	InChI=1S/C6H11O10P/c7-2(1-16-17(13,14)15)3(8)4(9)5(10)6(11)12/h2-3,5,7-8,10H,1H2,(H,11,12)(H2,13,14,15)/p-2	BDUIIKXSXFDPEC-UHFFFAOYSA-L	271.9944306			MMDBc0030129
BASm0017589	Ethylenediamine	Ethylenediamine (abbreviated as en when a ligand) is the organic compound with the formula C2H4(NH2)2. This colorless liquid with an ammonia-like odor is a strongly basic amine. It is a widely used building block in chemical synthesis, with approximately 500,000,000 kg being produced in 1998.In terms of quantities produced, ethylenediamine is the most significant diamine (aside from diaminohexane, which is a precursor to Nylon 6-6). Related derivatives of ethylenediamine include tetramethylethylenediamine, abbreviated (TMEDA), (CH3)2N-CH2CH2-N(CH3)2 and tetraethylethylenediamine, abbreviated (TEEDA), (C2H5)2N-CH2CH2-N(C2H5)2The bleaching activator tetraacetylethylenediamine is generated from ethylenediamine. The derivative N,N-ethylenebis(stearamide) (EBS) is a commercially significant mold-release agent and a surfactant in gasoline and motor oil."	333-18-6	Liquid	NCC[NH3+]	C2H9N2	InChI=1S/C2H8N2/c3-1-2-4/h1-4H2/p+1	PIICEJLVQHRZGT-UHFFFAOYSA-O	61.0765733			MMDBc0030130
BASm0017590	Molybdopterin guanine dinucleotide	Molybdopterin guanine dinucleotide is a member of the chemical class known as Purine Ribonucleoside Diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety.   It appears that the molybdopterin present in the nitrate reductase of a chlB mutant is converted to molybdopterin guanine dinucleotide during activation. (PMID 1459941) We propose therefore that MobB is an adapter protein that acts in concert with MobA to achieve the efficient biosynthesis and utilization of molybdopterin guanine dinucleotide. (PMID 12682065)	128007-95-4	Expected Solid		C20H24N10O13P2S2		MNEQOJMCKOBWNR-UHFFFAOYNA-N	738.0440972			MMDBc0030132
BASm0017591	L-Ribose	Ribose is an organic compound that occurs widely in nature. It is an aldopentose, a monosaccharide containing five carbon atoms that in its acyclic form has an aldehyde functional group at one end. Typically, ribose exists in the cyclic form. It comprises the backbone of RNA, a biopolymer that is the basis of genetic transcription. It is related to deoxyribose, as found in DNA, by the removal of one hydroxy group. Once phosphorylated, ribose can become a subunit of ATP, NADH, and several other compounds that are critical to metabolism.  Ribose exists in two enantiomeric forms, primarily as D-ribose. L-ribose is the synthetic mirror image of D-ribose. (Wikipedia)  In E. coli, L-ribose can act as an competitive inhibitor of glucose dehydrogenase. (EcoCyc)	24259-59-4	Solid	[H][C@](O)(CO)[C@]([H])(O)[C@]([H])(O)C=O	C5H10O5	InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h1,3-5,7-10H,2H2/t3-,4+,5-/m1/s1	PYMYPHUHKUWMLA-MROZADKFSA-N	150.0528234			MMDBc0030133
BASm0017592	D-Biotin D-sulfoxide	D-biotin d-sulfoxide is a member of the chemical class known as Biotin and Derivatives. These are organic compounds containing a ureido (tetrahydroimidizalone) ring fused with a tetrahydrothiophene ring.  Biotin sulfoxide is the substance that is formed when biotin is exposed to ultraviolet light in the presence of oxygen. (WikiPedia)	10406-89-0	Expected Solid	[H][C@]12CS(=O)[C@@]([H])(CCCCC(O)=O)[C@@]1([H])NC(O)=N2	C10H16N2O4S	InChI=1S/C10H16N2O4S/c13-8(14)4-2-1-3-7-9-6(5-17(7)16)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)/t6-,7-,9-,17?/m0/s1	KCSKCIQYNAOBNQ-YBSFLMRUSA-N	260.0830777			MMDBc0030134
BASm0017593	N-Acetylmuramoyl-L-alanyl-D-glutamyl-L-lysyl-D-alanyl-D-alanine-diphosphoundecaprenyl-N-acetylglucosamine	N-acetylmuramoyl-L-alanyl-D-glutamyl-L-lysyl-D-alanyl-D-alanine-diphosphoundecaprenyl-N-acetylglucosamine is an intermediate in peptidoglycan synthesis. It is a substrate for the enzyme undecaprenyldiphospho-muramoylpentapeptide beta-N-acetylglucosaminyltransferase (murG). Peptidoglycan can be described as a fisherman's net that encloses bacteria. The mesh of the net is made of two segments of parallel, somewhat inextensible glycan threads, held together by two small elastic peptide crosslinks allowing the net to expand or shrink. The glycan moiety of the peptidoglycan is very uniform among all bacteria, and is made up of alternating β-1,4-linked N-acetylglucosamine and N-acetyl muramate residues, with an average chain lengthof 10 to 65 disaccharide units (depending on the organism). The peptidoglycan synthesis pathway starts in the cytoplasm, where in six steps the peptidoglycan precursor a UDP-N-acetylmuramoyl-pentapeptide is synthesized. This precursor is then attached to the memberane acceptor all-trans-undecaprenyl phosphate, generating a N-acetylmuramoyl-pentapeptide-diphosphoundecaprenol, also known as lipid I. Another transferase then adds UDP-N-acetyl-α-D-glucosamine, yielding the complete monomeric unit a lipid II, also known as lipid II. This final lipid intermediate is transferred by an as yet unknown mechanism through the membrane. The peptidoglycan monomers are then polymerized on the outside surface by glycosyltransferases, which form the linear glycan chains, and transpeptidases, which catalyze the formation of peptide crosslinks. Peptide crosslinks form between different parts of the peptides depending on the organism. For example, in Mycobacteria and in E. coli most links form between the carboxyl group of the penultimate D-alanine (residue 4) of one peptide to the amino group at the D-center of meso-diaminopimelate (residue 3) of an adjacent peptide of a second glycan chain (as in E. coli). The crosslinking reaction is catalyzed by transpeptidases and involves the cleavage of the D-alanyl-D-alanine bond of the donor peptide, providing the energy to drive the reaction. As a result, the peptides in the peptidoglycan polymers are one or two amino acids shorter than the peptides in the monomers.		Expected Solid	[H][C@](C)(O[C@@]1([H])[C@]([H])(O[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])N=C(C)O)[C@@]([H])(CO)O[C@]([H])(OP(O)(=O)OP(O)(=O)OCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C)[C@]1([H])N=C(C)O)C(O)=N[C@@]([H])(C)C(O)=N[C@]([H])(CCC(O)=O)C(O)=N[C@@]([H])(CCCCN)C(O)=N[C@]([H])(C)C(O)=N[C@]([H])(C)C(O)=O	C94H156N8O26P2	InChI=1S/C94H156N8O26P2/c1-59(2)31-21-32-60(3)33-22-34-61(4)35-23-36-62(5)37-24-38-63(6)39-25-40-64(7)41-26-42-65(8)43-27-44-66(9)45-28-46-67(10)47-29-48-68(11)49-30-50-69(12)54-56-122-129(118,119)128-130(120,121)127-94-82(100-75(18)106)86(85(79(58-104)125-94)126-93-81(99-74(17)105)84(110)83(109)78(57-103)124-93)123-73(16)89(113)96-71(14)88(112)101-77(52-53-80(107)108)91(115)102-76(51-19-20-55-95)90(114)97-70(13)87(111)98-72(15)92(116)117/h31,33,35,37,39,41,43,45,47,49,54,70-73,76-79,81-86,93-94,103-104,109-110H,19-30,32,34,36,38,40,42,44,46,48,50-53,55-58,95H2,1-18H3,(H,96,113)(H,97,114)(H,98,111)(H,99,105)(H,100,106)(H,101,112)(H,102,115)(H,107,108)(H,116,117)(H,118,119)(H,120,121)/t70-,71+,72-,73-,76+,77-,78-,79-,81-,82-,83-,84-,85-,86-,93-,94-/m1/s1	MYJUVRULDQURQG-OCYHILAXSA-N	1875.0606			MMDBc0030135
BASm0017594	L-Methionine-(S)-S-oxide	L-methionine-(s)-s-oxide is an oxidized form of methionine. Methionine is an amino acid susceptible to being oxidized to methionine sulfoxide (MetSO).  The reduction of MetSO to methionine is catalyzed by methionine sulfoxide reductase (MSR), an enzyme present in almost all organisms. (PMID 20969952) Oxidation of methionine to methionine sulfoxide is a major oxidative stress product that reaches levels as high as 60% in cataract while being essentially absent from clear lenses.  Methionine oxidation results in loss of protein function that can be reversed through the action of methionine sulfoxide reductase A (MsrA), which is implicated in oxidative stress protection and is an essential regulator of longevity in species ranging from Escherichia coli to mice. (PMID 15199188)	454-41-1	Expected Solid	C[S@](=O)CC[C@@H](N)C(O)=O	C5H11NO3S	InChI=1S/C5H11NO3S/c1-10(9)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-,10+/m1/s1	QEFRNWWLZKMPFJ-KNODYTOMSA-N	165.0459639			MMDBc0030137
BASm0017595	Di-trans,poly-cis-undecaprenyl phosphate	Di-trans,poly-cis-undecaprenyl phosphate is an undecaprenyl phosphate having two (E)- and eight (Z)-double bonds.  It is invovled in Peptidoglycan biosynthesis. (KEGG). Escherichia coli and other Gram-negative bacteria utilize the methylerythritol phosphate pathway to synthesize isopentenyl diphosphate and dimethylallyl diphosphate which are the precursors of (2E,6E)-farnesyl diphosphate. The latter compound is a precursor of di-trans,poly-cis-undecaprenyl phosphate, which leads to the biosynthesis of cell wall polymers. Initially (2E,6E)-farnesyl diphosphate is formed by the joining of geranyl diphosphate and isopentenyl diphosphate in a reaction catalyzed by geranyl diphosphate synthase / farnesyl diphosphate synthase encoded by gene ispA.  Subsequently multiple units of isopentenyl diphosphate are polymerized to form di-trans,octa-cis-undecaprenyl diphosphate in a series of sequential condensation reactions catalyzed by undecaprenyl diphosphate synthase encoded by gene ispU. 		Expected Solid	CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCO[P-]([O])(=O)=O	C55H89O4P	InChI=1S/C55H89O4P/c1-45(2)23-13-24-46(3)25-14-26-47(4)27-15-28-48(5)29-16-30-49(6)31-17-32-50(7)33-18-34-51(8)35-19-36-52(9)37-20-38-53(10)39-21-40-54(11)41-22-42-55(12)43-44-59-60(56,57)58/h23,25,27,29,31,33,35,37,39,41,43H,13-22,24,26,28,30,32,34,36,38,40,42,44H2,1-12H3/q-1	DCZTULDWWVSYKM-UHFFFAOYSA-N	844.6498478			MMDBc0030139
BASm0017596	ppGp	Ppgp belongs to the class of Purine Ribonucleoside 3',5'-Bisphosphates. These are purine ribobucleotides with one phosphate group attached to 3' and 5' hydroxyl groups of the ribose moiety. (inferred from compound structure)<br/><br/>Unusual guanosine nucleotides guanosine 5'-diphosphate 3'-diphosphate (ppGpp, also known as MSI) and guanosine 5'-diphosphate 3'-monophosphate (ppGp, also known as MSIII) accumulate to high concentrations in wild-type cells of Escherichia coli during amino acid starvation. (PMID 6117328)	58902-76-4	Expected Solid	[H][C@]1(COP(O)(=O)OP(O)(O)=O)O[C@@]([H])(N2C=NC3=C2NC(=N)N=C3O)[C@]([H])(O)[C@]1([H])OP(O)(O)=O	C10H16N5O14P3	InChI=1S/C10H16N5O14P3/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6(28-30(18,19)20)3(27-9)1-26-32(24,25)29-31(21,22)23/h2-3,5-6,9,16H,1H2,(H,24,25)(H2,18,19,20)(H2,21,22,23)(H3,11,13,14,17)/t3-,5-,6-,9-/m1/s1	HEYSFDAMRDTCJM-UUOKFMHZSA-N	522.9906598			MMDBc0030140
BASm0017597	Propylphosphonate	Propylphosphonate is a member of the chemical class known as Organic Phosphonic Acids and Derivatives. These are organic compounds containing phosphonic acid or a derivative thereof. . Phosphonates (Pn) are a large class of organophosphorus molecules that have direct carbon-phosphorus (C-P) bonds in place of the carbon-oxygen-phosphorus ester bond. In bacteria two pathways exist for Pn breakdown for use as a P source: the phosphonatase and C-P lyase pathways. These pathways differ both in regard to their substrate specificity and their cleavage mechanism. The phosphonatase pathway acts on the natural Pn alpha-aminoethylphosphonate (AEPn). In a two-step process it leads to cleavage of the C-P bond by a hydrolysis reaction requiring an adjacent carbonyl group. In contrast the C-P lyase pathway has a broad substrate specificity. It leads to cleavage of substituted Pn (such as AEPn) as well as unsubstituted Pn by a mechanism involving redox or radical chemistry. Due to its broad substrate specificity, the C-P lyase pathway is generally thought to be responsible for the breakdown of Pn herbicides (such as glyphosate) by bacteria. 		Expected Solid	CCCP(O)([O-])=O	C3H8O3P	InChI=1S/C3H9O3P/c1-2-3-7(4,5)6/h2-3H2,1H3,(H2,4,5,6)/p-1	NSETWVJZUWGCKE-UHFFFAOYSA-M	123.0211056			MMDBc0030143
BASm0017598	3-Aminopropylphosphonate	3-aminopropylphosphonate is a member of the chemical class known as Organic Phosphonic Acids and Derivatives. These are organic compounds containing phosphonic acid or a derivative thereof. . Phosphonates (Pn) are a large class of organophosphorus molecules that have direct carbon-phosphorus (C-P) bonds in place of the carbon-oxygen-phosphorus ester bond. In bacteria two pathways exist for Pn breakdown for use as a P source: the phosphonatase and C-P lyase pathways. These pathways differ both in regard to their substrate specificity and their cleavage mechanism. The phosphonatase pathway acts on the natural Pn alpha-aminoethylphosphonate (AEPn). In a two-step process it leads to cleavage of the C-P bond by a hydrolysis reaction requiring an adjacent carbonyl group. In contrast the C-P lyase pathway has a broad substrate specificity. It leads to cleavage of substituted Pn (such as AEPn) as well as unsubstituted Pn by a mechanism involving redox or radical chemistry. Due to its broad substrate specificity, the C-P lyase pathway is generally thought to be responsible for the breakdown of Pn herbicides (such as glyphosate) by bacteria. 		Expected Solid	NCCCP(O)(O)=O	C3H10NO3P	InChI=1S/C3H10NO3P/c4-2-1-3-8(5,6)7/h1-4H2,(H2,5,6,7)	GSZQTIFGANBTNF-UHFFFAOYSA-N	139.0398297			MMDBc0030144
BASm0017599	Phenylphosphonate	Phenylphosphonate is a member of the chemical class known as Phenylphosphines and Derivatives. These are compounds containing a phenylphosphine, which consists of phosphine substituent bound to a phenyl group. . Phosphonates (Pn) are a large class of organophosphorus molecules that have direct carbon-phosphorus (C-P) bonds in place of the carbon-oxygen-phosphorus ester bond. In bacteria two pathways exist for Pn breakdown for use as a P source: the phosphonatase and C-P lyase pathways. These pathways differ both in regard to their substrate specificity and their cleavage mechanism. The phosphonatase pathway acts on the natural Pn alpha-aminoethylphosphonate (AEPn). In a two-step process it leads to cleavage of the C-P bond by a hydrolysis reaction requiring an adjacent carbonyl group. In contrast the C-P lyase pathway has a broad substrate specificity. It leads to cleavage of substituted Pn (such as AEPn) as well as unsubstituted Pn by a mechanism involving redox or radical chemistry. Due to its broad substrate specificity, the C-P lyase pathway is generally thought to be responsible for the breakdown of Pn herbicides (such as glyphosate) by bacteria. 	1571-33-1	Solid	[O-]P([O-])(=O)C1=CC=CC=C1	C6H5O3P	InChI=1S/C6H7O3P/c7-10(8,9)6-4-2-1-3-5-6/h1-5H,(H2,7,8,9)/p-2	QLZHNIAADXEJJP-UHFFFAOYSA-L	155.9976305			MMDBc0030145
BASm0017600	alpha-N-acetylneuraminate	Alpha-n-acetylneuraminate belongs to the class of Neuraminic Acid Derivatives. These are compounds containingor dervivated from a neuraminic acid moeity (5-amino-3,5-dideoxy-D-glycero-D-galacto-non-2-ulosonic acid), which is a 9-carbon monosaccharide. (inferred from compound structure)<br/><br/> N-acetyl-D-neuraminic acid (Neu5Ac) is a precursor for producing many pharmaceutical drugs such as zanamivir which have been used in clinical trials to treat and prevent the infection with influenza virus, such as the avian influenza virus H5N1 and the current 2009 H1N1. (PMID 19888576) E. coli Neu5Ac synthase is the Neu5Ac-9-P synthase.  The Neu5Ac-9-P synthase is a cytosolic enzyme and ubiquitously distributed in mouse various tissues. (PMID 10873658) A prerequisite for the synthesis of sialylated glycoconjugates is the activated sugar-nucleotide cytidine 5'-monophosphate N-acetylneuraminic acid (CMP-Neu5Ac), which provides a substrate for Golgi sialyltransferases. (PMID 9689047) The CMP-sialic acid synthetase (CMP-Neu5Ac, synthetase) is responsible for the synthesis of CMP-Neu5Ac, which is the donor used by sialyltransferases to attach sialic acid to acceptor hydroxyl groups in various polysaccharides, glycolipids, and glycoproteins. (PMID 12135555)		Expected Solid	[H][C@](O)(CO)C([H])(O)[C@]1([H])O[C@](O)(C[C@]([H])(O)C1([H])N=C(C)[O-])C(O)=O	C11H18NO9	InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/p-1/t5-,6-,7?,8?,9+,11+/m0/s1	SQVRNKJHWKZAKO-MMSOYPNASA-M	308.0981562			MMDBc0030148
BASm0017601	Maltoheptaose	Maltoheptaose is a member of the chemical class known as Hexose Oligosaccharides. These are oligosaccharides in which the saccharide units are hexoses. 	1980-14-9	Expected Solid	[H][C@]1(O)[C@]([H])(O)[C@@]([H])(CO)O[C@]([H])(OC[C@@]2([H])OC([H])(O[C@@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O[C@@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)[C@]([H])(O[C@@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)[C@@]([H])(O[C@@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)[C@]2([H])O[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@]1([H])O	C42H72O36	InChI=1S/C42H72O36/c43-1-8-15(49)21(55)27(61)36(67-8)66-7-14-32(74-37-28(62)22(56)16(50)9(2-44)68-37)34(76-39-30(64)24(58)18(52)11(4-46)70-39)35(77-40-31(65)25(59)19(53)12(5-47)71-40)42(73-14)78-41-33(26(60)20(54)13(6-48)72-41)75-38-29(63)23(57)17(51)10(3-45)69-38/h8-65H,1-7H2/t8-,9-,10-,11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,21+,22+,23+,24+,25+,26+,27-,28-,29-,30-,31-,32-,33-,34+,35-,36+,37-,38-,39-,40-,41-,42?/m1/s1	WWDPIUOBYLGGIJ-KIXFCQHQSA-N	1152.380329			MMDBc0030149
BASm0017602	3,5-Tetradecadienoyl-CoA	3,5-tetradecadienoyl-coa is a member of the chemical class known as Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. (inferred from compound structure)		Expected Solid	[H][C@](O)(C(O)=NCCC(O)=NCCSC(=O)CC=CC=CCCCCCCCC)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O	C35H58N7O17P3S	InChI=1S/C35H58N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h11-14,22-24,28-30,34,45-46H,4-10,15-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/t24-,28-,29-,30+,34-/m1/s1	QADUDNMSWUFMGZ-QSGBVPJFSA-N	973.2822737			MMDBc0030150
BASm0017603	Lipid IVb	Lipid IVb is an intermediate in the syntheis of lipopolysaccharide (LPS).		Expected Solid	[H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO[C@]2([H])O[C@]([H])(CO)[C@@]([H])(OP([O-])([O-])=O)[C@]([H])(OC(=O)C[C@]([H])(O)CCCCCCCCCCC)[C@@]2([H])N=C([O-])C[C@]([H])(O)CCCCCCCCCCC)O[C@]([H])(OP(O)(O)=O)[C@]1([H])N=C([O-])C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C82H152N2O24P2	InChI=1S/C82H156N2O24P2/c1-6-11-16-21-26-31-32-37-42-47-52-57-72(91)102-67(56-51-46-41-36-30-25-20-15-10-5)61-71(90)84-75-79(105-73(92)59-65(87)54-49-44-39-34-28-23-18-13-8-3)77(94)69(104-82(75)108-110(98,99)100)63-101-81-76(83-70(89)58-64(86)53-48-43-38-33-27-22-17-12-7-2)80(78(68(62-85)103-81)107-109(95,96)97)106-74(93)60-66(88)55-50-45-40-35-29-24-19-14-9-4/h64-69,75-82,85-88,94H,6-63H2,1-5H3,(H,83,89)(H,84,90)(H2,95,96,97)(H2,98,99,100)/p-4/t64-,65-,66-,67-,68-,69-,75-,76-,77-,78-,79-,80-,81-,82-/m1/s1	XWVMRMCVAPUFAU-KZOCSRIOSA-J	1611.021027			MMDBc0030151
BASm0017604	2-Aminogalactopyranose	2-aminogalactopyranose belongs to the class of Hexoses. These are monosaccharides in which the sugar unit is a hexose. (inferred from compound structure)		Expected Solid	[H][C@@]1([NH3+])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)C1([H])O	C6H14NO5	InChI=1S/C6H13NO5/c7-6-5(11)4(10)3(9)2(1-8)12-6/h2-6,8-11H,1,7H2/p+1/t2-,3+,4+,5?,6-/m1/s1	WCWOEQFAYSXBRK-JMARFVTJSA-O	180.0871976			MMDBc0030152
BASm0017605	Hydroxymethyl-dCDP	Hydroxymethyl-dCDP is a member of the chemical class known as Pyrimidine 2'-deoxyribonucleoside Diphosphates. These are pyrimidine nucleotides with a diphosphate group  linked to the ribose moiety lacking an hydroxyl group at position 2. Hydroxymethyl-dCDP is a hydroxylated pyrimidine which appears when E. coli has been infected with T4 phage.  The T4 phage enzyme Deoxycytidylate 5-hydroxymethyltransferase gives rise to the novel phage-specific pyrimidine DNA base, 5-hydroxymethylcytosine. Hydroxymethyl-dCDP is an intermediate in the synthesis or breakdown of phage-modified DNA. [PMID: 4525160; 10064578]		Expected Solid	[H][C@]1(O)C[C@]([H])(O[C@@]1([H])COP(O)(=O)OP([O-])([O-])=O)N1C=C(CO)C([O-])=NC1=O	C10H13N2O12P2	InChI=1S/C10H16N2O12P2/c13-3-5-2-12(10(16)11-9(5)15)8-1-6(14)7(23-8)4-22-26(20,21)24-25(17,18)19/h2,6-8,13-14H,1,3-4H2,(H,20,21)(H,11,15,16)(H2,17,18,19)/p-3/t6-,7-,8-/m0/s1	JEXKSGKPLHRGPO-FXQIFTODSA-K	414.9943719			MMDBc0030153
BASm0017606	Hydroxymethyl-dCTP	Hydroxymethyl-dCTP is a member of the chemical class known as Pyrimidine 2'-deoxyribonucleoside Triphosphates. These are pyrimidine nucleotides with a triphosphate group  linked to the ribose moiety lacking an hydroxyl group at position 2. Hydroxymethyl-dCTP is a hydroxylated pyrimidine which appears when E. coli has been infected with T4 phage.  The T4 phage enzyme Deoxycytidylate 5-hydroxymethyltransferase gives rise to the novel phage-specific pyrimidine DNA base, 5-hydroxymethylcytosine. Hydroxymethyl-dCTP is an intermediate in the synthesis or breakdown of phage-modified DNA. [PMID: 4525160; 10064578]		Expected Solid	[H][C@]1(O)C[C@]([H])(O[C@@]1([H])COP(O)(=O)OP(O)(=O)OP([O-])([O-])=O)N1C=C(CO)C([O-])=NC1=O	C10H14N2O15P3	InChI=1S/C10H17N2O15P3/c13-3-5-2-12(10(16)11-9(5)15)8-1-6(14)7(25-8)4-24-29(20,21)27-30(22,23)26-28(17,18)19/h2,6-8,13-14H,1,3-4H2,(H,20,21)(H,22,23)(H,11,15,16)(H2,17,18,19)/p-3/t6-,7-,8-/m0/s1	RLHFVRMIEVOHOR-FXQIFTODSA-K	494.9607023			MMDBc0030154
BASm0017607	Menaquinone-1	Menaquinone-1 is a menaquinone with 1 isoprenyl group.  Menaquinones and demethylmenaquinones are isoprenoid quinones of the naphthalene series, and are constituents of bacterial plasma membranes, where they play important roles in electron transfer and oxidative phosphorylation. Menaquinones or Vitamin K2 homologs are characterized by the number of isoprenoid residues in their side chain. Menaquinones are abbreviated MK-n, where n represents the number of isoprenoid side chain residues. For example, menaquinone-4 (abbreviated MK-4), has four isoprene residues in its side chain. The most common length of the side chain in bacteria is 8, although minor amounts of MK-1 through MK-14 have been found		Expected Solid		C16H18O2		PXIPYHVOWDEAMD-UHFFFAOYNA-N	242.1306798			MMDBc0030155
BASm0017608	UDP-N-Acetylmuramyl-L-Ala	UDP-n-acetylmuramyl-L-Ala is a precursor to peptidoglycan synthesis.  UDP-N-acetylmuramoyl-L-alanine (UDP-MurNAc-L-Ala), which is the nucleotide substrate of the D-glutamic-acid-adding enzyme (the murD gene product) catalyzes key steps in the pathway for peptidoglycan synthesis. (PMID 8098327) MurD (UDP-N-acetylmuramoyl-L-alanine:D-glutamate ligase) is the second enzyme in the series of Mur ligases, and it catalyzes the addition of D-glutamic acid (D-Glu) to the cytoplasmic intermediate UDP-N-acetylmuramoyl-L-alanine (UMA). (PMID 19007109)   The peptidoglycan synthesis pathway starts at the cytoplasm, where in six steps the peptidoglycan precursor a UDP-N-acetylmuramoyl-pentapeptide is synthesized. This precursor is then attached to the memberane acceptor all-trans-undecaprenyl phosphate, generating a N-acetylmuramoyl-pentapeptide-diphosphoundecaprenol, also known as lipid I. Another transferase then adds UDP-N-acetyl-D-glucosamine, yielding the complete monomeric unit a lipid II, also known as lipid II. This final lipid intermediate is transferred through the membrane. The peptidoglycan monomers are then polymerized on the outside surface by glycosyltransferases, which form the linear glycan chains, and transpeptidases, which catalyze the formation of peptide crosslinks.		Expected Solid	[H][C@](C)(O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)OC([H])(OP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=CC([O-])=NC3=O)[C@]([H])(O)[C@]2([H])O)[C@]1([H])N=C(C)[O-])C([O-])=N[C@]([H])(C)C(O)=O	C23H33N4O20P2	InChI=1S/C23H36N4O20P2/c1-8(21(35)36)24-19(34)9(2)43-18-14(25-10(3)29)22(45-11(6-28)16(18)32)46-49(40,41)47-48(38,39)42-7-12-15(31)17(33)20(44-12)27-5-4-13(30)26-23(27)37/h4-5,8-9,11-12,14-18,20,22,28,31-33H,6-7H2,1-3H3,(H,24,34)(H,25,29)(H,35,36)(H,38,39)(H,40,41)(H,26,30,37)/p-3/t8-,9-,11-,12-,14-,15-,16-,17-,18-,20-,22?/m1/s1	NTMMCWJNQNKACG-JKXSCJIPSA-K	747.1163375			MMDBc0030160
BASm0017609	Ferric coprogen	Ferric coprogen belongs to the class of Fatty Acid Esters. These are carboxylic ester derivatives of a fatty acid. (inferred from compound structure)Coprogen is involved in iron transportation. The FhuE protein of Escherichia coli functions as the receptor for ferric coprogen and ferric-rhodotorulic acid. (PMID 3032906) The fhuE gene of Escherichia coli encodes the FhuE protein, which is a receptor protein in the coprogen-mediated siderophore iron-transport system. (PMID 16502288) Removal of iron from coprogen, ferrichrome, and ferrioxamine B was significantly lower in fhuF mutants compared to the corresponding parental strains, which suggested that FhuF is involved in iron removal from these hydroxamate-type siderophores. (PMID 14756576) Insertional inactivation and gene replacement of both genes showed that while FhuD2 is involved in the transport of iron(III) in complex with ferrichrome, ferrioxamine B, aerobactin, and coprogen, FhuD1 shows a more limited substrate range, capable of only iron(III)-ferrichrome and iron(III)-ferrioxamine B transport in S. (PMID 11489851)	31418-71-0	Expected Solid		C35H53FeN6O13		FQIVLXIUJLOKPL-QYOPVWIVNA-N	821.301997			MMDBc0030162
BASm0017610	N-Acetylmuramate 6-phosphate	MurNAC-6-P is a member of the chemical class known as Sugar Acids and Derivatives. These are compounds containing a saccharide unit which bears a carboxylic acid group. It is a substrate for N-acetylmuramate-6-phosphate etherase.  This enzyme catalyzes the cleavage of the D-lactyl ether of MurNAC-6-P to produce GlcNAC-6-P and D lactate.  It is required for growth on MurNAC and plays a role in cell wall biogenesis and peptidoglycan recylcing.		Expected Solid	[H]C(C)(O[C@@]1([H])[C@]([H])(O)[C@@]([H])(C[O+]P(O)(O)=O)OC([H])(O)[C@]1([H])[NH+]=C(C)[O-])C([O-])=O	C11H19NO11P	InChI=1S/C11H20NO11P/c1-4(10(15)16)22-9-7(12-5(2)13)11(17)23-6(8(9)14)3-21-24(18,19)20/h4,6-9,11,14,17H,3H2,1-2H3,(H,12,13)(H,15,16)(H2,18,19,20)/q+1/p-1/t4?,6-,7-,8-,9-,11?/m1/s1	METUMBUEJVSNMZ-NFSFVEDMSA-M	372.069572			MMDBc0030163
BASm0017611	1,6-Anhydro-N-acetylmuramate	1,6-anhMurNAC is an Amino Sugar. These are compounds having one alcoholic hydroxy group replaced by an amino group; systematically known as x-amino-x-deoxymonosaccharides. 1,6-anhydro-N-acetylmuramic acid (anhMurNAc) is one of the components of murein that is recycled inside the cell. Although exogenously provided anhMurNAc can be taken up by E. coli, it can not serve as the sole source of carbon for growth.		Expected Solid	[H]C(C)(O[C@@]1([H])[C@]([H])(O)[C@@]2([H])COC([H])(O2)[C@]1([H])N=C(C)O)C(O)=O	C11H17NO7	InChI=1S/C11H17NO7/c1-4(10(15)16)18-9-7(12-5(2)13)11-17-3-6(19-11)8(9)14/h4,6-9,11,14H,3H2,1-2H3,(H,12,13)(H,15,16)/t4?,6-,7-,8-,9-,11?/m1/s1	ZFEGYUMHFZOYIY-NFSFVEDMSA-N	275.1005019			MMDBc0030164
BASm0017612	Heptosyl2-KDO2-lipid A	Heptosyl2-kdo2-lipid A is a component of lipopolysaccharide. Bacterial lipopolysaccharides (LPS) typically consist of a hydrophobic domain inserted into the outer membrane known as lipid A (or endotoxin), a phosphorylated "core" oligosaccharide and a distal polysaccharide (or O antigen). The core oligosaccharides are conceptually divided into two regions: inner core and outer core. The inner core is highly conserved, comprises three deoxy-D-manno-octulosonic acid (KDO) and L-glycero-D-manno-heptose (Hep) and is often phosphorylated. The inner core oligosaccharide plays a critical role in essential barrier function of the outer membrane. The outer core comprises a tri-hexose backbone modified with varying side-branch substitutions of hexose and acetamidohexose residues. The outer core provides an attachment site for O-antigen. The completed lipid A-KDO2 serves as the acceptor on which the core oligosaccharide chains are assembled by sequential glycosyl transfer from nucleotide sugar precursors. This process involves a co-ordinated complex of membrane-associated glycosyltransferases acting at the cytoplasmic face of the plasma membrane. 		Expected Solid	[H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO[C@]2([H])O[C@]([H])(CO[C@@]3(C[C@@]([H])(OC4(CC([H])(O)C([H])(O)C([H])(O4)C([H])(O)CO)C(O)O)[C@@]([H])(OC4([H])OC([H])([C@@]([H])(O)CO)[C@@]([H])(O)[C@]([H])(OC5([H])OC([H])([C@@]([H])(O)CO)[C@@]([H])(O)[C@]([H])(O)[C@]5([H])O)[C@]4([H])O)[C@]([H])(O3)[C@]([H])(O)CO)C(O)=O)[C@@]([H])(OP(O)(O)=O)[C@]([H])(OC(=O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@]2([H])N=C(O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)O[C@]([H])(OP(O)(O)=O)[C@]1([H])N=C(O)C[C@]([H])(O)CCCCCCCCCCC	C124H228N2O51P2	InChI=1S/C124H228N2O51P2/c1-7-13-19-25-31-37-38-44-50-56-62-68-96(141)164-84(66-60-54-48-42-35-29-23-17-11-5)72-98(143)168-115-100(126-94(139)71-83(65-59-53-47-41-34-28-22-16-10-4)163-95(140)67-61-55-49-43-36-30-24-18-12-6)117(161-79-91-102(145)114(167-97(142)70-82(132)64-58-52-46-40-33-27-21-15-9-3)99(118(165-91)177-179(158,159)160)125-93(138)69-81(131)63-57-51-45-39-32-26-20-14-8-2)166-92(113(115)176-178(155,156)157)80-162-123(121(151)152)74-90(173-124(122(153)154)73-85(133)101(144)110(174-124)88(136)77-129)112(111(175-123)89(137)78-130)171-120-107(150)116(106(149)109(170-120)87(135)76-128)172-119-105(148)103(146)104(147)108(169-119)86(134)75-127/h81-92,99-120,122,127-137,144-150,153-154H,7-80H2,1-6H3,(H,125,138)(H,126,139)(H,151,152)(H2,155,156,157)(H2,158,159,160)/t81-,82-,83-,84-,85?,86+,87+,88?,89-,90-,91-,92-,99-,100-,101?,102-,103+,104+,105+,106-,107+,108?,109?,110?,111-,112-,113-,114-,115-,116+,117-,118-,119?,120?,123-,124?/m1/s1	MVLFKXQHQYOOOH-JMRRDJIDSA-N	2623.478424			MMDBc0030168
BASm0017613	Glucosyl-heptosyl2-KDO2-lipid A	Glucosyl-heptosyl2-kdo2-lipid a belongs to the class of Hexose Oligosaccharides. These are oligosaccharides in which the saccharide units are hexoses. (inferred from compound structure)		Expected Solid	[H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO[C@]2([H])O[C@]([H])(CO[C@@]3(C[C@@]([H])(OC4(CC([H])(O)C([H])(O)C([H])(O4)C([H])(O)CO)C(O)O)[C@@]([H])(OC4([H])OC([H])([C@@]([H])(O)CO)[C@@]([H])(O)[C@]([H])(OC5([H])OC([H])([C@@]([H])(O)CO)[C@@]([H])(O)[C@]([H])(OC6([H])OC([H])(CO)C([H])(O)C([H])(O)C6([H])O)[C@]5([H])O)[C@]4([H])O)[C@]([H])(O3)[C@]([H])(O)CO)C(O)=O)[C@@]([H])(OP(O)(O)=O)[C@]([H])(OC(=O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@]2([H])N=C(O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)O[C@]([H])(OP(O)(O)=O)[C@]1([H])N=C(O)C[C@]([H])(O)CCCCCCCCCCC	C130H238N2O56P2	InChI=1S/C130H238N2O56P2/c1-7-13-19-25-31-37-38-44-50-56-62-68-98(148)173-85(66-60-54-48-42-35-29-23-17-11-5)72-100(150)178-119-102(132-96(146)71-84(65-59-53-47-41-34-28-22-16-10-4)172-97(147)67-61-55-49-43-36-30-24-18-12-6)122(170-80-93-105(153)118(177-99(149)70-83(139)64-58-52-46-40-33-27-21-15-9-3)101(123(175-93)188-190(167,168)169)131-95(145)69-82(138)63-57-51-45-39-32-26-20-14-8-2)176-94(117(119)187-189(164,165)166)81-171-129(127(160)161)74-91(184-130(128(162)163)73-86(140)103(151)114(185-130)89(143)77-135)116(115(186-129)90(144)78-136)181-125-110(158)121(109(157)112(179-125)87(141)75-133)183-126-111(159)120(108(156)113(180-126)88(142)76-134)182-124-107(155)106(154)104(152)92(79-137)174-124/h82-94,101-126,128,133-144,151-159,162-163H,7-81H2,1-6H3,(H,131,145)(H,132,146)(H,160,161)(H2,164,165,166)(H2,167,168,169)/t82-,83-,84-,85-,86?,87+,88+,89?,90-,91-,92?,93-,94-,101-,102-,103?,104?,105-,106?,107?,108-,109-,110+,111+,112?,113?,114?,115-,116-,117-,118-,119-,120+,121+,122-,123-,124?,125?,126?,129-,130?/m1/s1	HDKHSFRFZFJRSI-MVTQOQRPSA-N	2785.531247			MMDBc0030169
BASm0017614	Glucosyl-heptosyl2-KDO2-lipid A-phosphate	Glucosyl-heptosyl2-kdo2-lipid A-phosphate is a component of LPS. Bacterial lipopolysaccharides (LPS) typically consist of a hydrophobic domain inserted into the outer membrane known as lipid A (or endotoxin), a phosphorylated "core" oligosaccharide and a distal polysaccharide (or O antigen). The core oligosaccharides are conceptually divided into two regions: inner core and outer core. The inner core is highly conserved, comprises three deoxy-D-manno-octulosonic acid (KDO) and L-glycero-D-manno-heptose (Hep) and is often phosphorylated. The inner core oligosaccharide plays a critical role in essential barrier function of the outer membrane. The outer core comprises a tri-hexose backbone modified with varying side-branch substitutions of hexose and acetamidohexose residues. The outer core provides an attachment site for O-antigen. The completed lipid A-KDO2 serves as the acceptor on which the core oligosaccharide chains are assembled by sequential glycosyl transfer from nucleotide sugar precursors. This process involves a co-ordinated complex of membrane-associated glycosyltransferases acting at the cytoplasmic face of the plasma membrane. 		Expected Solid	[H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO[C@]2([H])O[C@]([H])(CO[C@@]3(C[C@@]([H])(OC4(CC([H])(O)C([H])(O)C([H])(O4)C([H])(O)CO)C(O)O)[C@@]([H])(OC4([H])OC([H])(C([H])(O)CO)[C@@]([H])(O[P+](O)(O)O)[C@]([H])(OC5([H])OC([H])([C@@]([H])(O)CO)[C@@]([H])(O)[C@]([H])(OC6([H])OC([H])(CO)C([H])(O)C([H])(O)C6([H])O)[C@]5([H])O)[C@]4([H])O)[C@]([H])(O3)[C@]([H])(O)CO)C(O)=O)[C@@]([H])(OP(O)(O)=O)[C@]([H])(OC(=O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@]2([H])N=C(O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)O[C@]([H])(OP(O)(O)=O)[C@]1([H])N=C(O)C[C@]([H])(O)CCCCCCCCCCC	C130H240N2O59P3	InChI=1S/C130H239N2O59P3/c1-7-13-19-25-31-37-38-44-50-56-62-68-98(148)175-85(66-60-54-48-42-35-29-23-17-11-5)72-100(150)180-118-102(132-96(146)71-84(65-59-53-47-41-34-28-22-16-10-4)174-97(147)67-61-55-49-43-36-30-24-18-12-6)122(172-80-93-105(153)117(179-99(149)70-83(139)64-58-52-46-40-33-27-21-15-9-3)101(123(177-93)191-194(169,170)171)131-95(145)69-82(138)63-57-51-45-39-32-26-20-14-8-2)178-94(116(118)189-192(163,164)165)81-173-129(127(159)160)74-91(186-130(128(161)162)73-86(140)103(151)112(187-130)88(142)76-134)115(114(188-129)90(144)78-136)183-126-110(158)120(121(190-193(166,167)168)113(182-126)89(143)77-135)185-125-109(157)119(108(156)111(181-125)87(141)75-133)184-124-107(155)106(154)104(152)92(79-137)176-124/h82-94,101-126,128,133-144,151-158,161-162,166-168H,7-81H2,1-6H3,(H6-,131,132,145,146,159,160,163,164,165,169,170,171)/p+1/t82-,83-,84-,85-,86?,87+,88?,89?,90-,91-,92?,93-,94-,101-,102-,103?,104?,105-,106?,107?,108-,109+,110+,111?,112?,113?,114-,115-,116-,117-,118-,119+,120-,121-,122-,123-,124?,125?,126?,129-,130?/m1/s1	DMDZBOUBYURDEM-YEJINIFKSA-O	2866.505403			MMDBc0030170
BASm0017615	Glucosyl-heptosyl3-KDO2-lipid A-phosphate	Glucosyl-heptosyl3-kdo2-lipid A-phosphate is a component of LPS. Bacterial lipopolysaccharides (LPS) typically consist of a hydrophobic domain inserted into the outer membrane known as lipid A (or endotoxin), a phosphorylated "core" oligosaccharide and a distal polysaccharide (or O antigen). The core oligosaccharides are conceptually divided into two regions: inner core and outer core. The inner core is highly conserved, comprises three deoxy-D-manno-octulosonic acid (KDO) and L-glycero-D-manno-heptose (Hep) and is often phosphorylated. The inner core oligosaccharide plays a critical role in essential barrier function of the outer membrane. The outer core comprises a tri-hexose backbone modified with varying side-branch substitutions of hexose and acetamidohexose residues. The outer core provides an attachment site for O-antigen. The completed lipid A-KDO2 serves as the acceptor on which the core oligosaccharide chains are assembled by sequential glycosyl transfer from nucleotide sugar precursors. This process involves a co-ordinated complex of membrane-associated glycosyltransferases acting at the cytoplasmic face of the plasma membrane.		Expected Solid	[H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO[C@]2([H])O[C@]([H])(CO[C@@]3(C[C@@]([H])(OC4(CC([H])(O)C([H])(O)C([H])(O4)C([H])(O)CO)C(O)O)[C@@]([H])(OC4([H])OC([H])([C@@]([H])(O)CO)[C@@]([H])(O[P+](O)(O)O)[C@]([H])(OC5([H])OC([H])([C@@]([H])(O)COC6([H])OC([H])(C([H])(O)CO)C([H])(O)C([H])(O)C6([H])O)[C@@]([H])(O)[C@]([H])(OC6([H])OC([H])(CO)C([H])(O)C([H])(O)C6([H])O)[C@]5([H])O)[C@]4([H])O)[C@]([H])(O3)[C@]([H])(O)CO)C(O)=O)[C@@]([H])(OP(O)(O)=O)[C@]([H])(OC(=O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@]2([H])N=C(O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)O[C@]([H])(OP(O)(O)=O)[C@]1([H])N=C(O)C[C@]([H])(O)CCCCCCCCCCC	C137H252N2O65P3	InChI=1S/C137H251N2O65P3/c1-7-13-19-25-31-37-38-44-50-56-62-68-100(156)187-86(66-60-54-48-42-35-29-23-17-11-5)72-102(158)192-124-104(139-98(154)71-85(65-59-53-47-41-34-28-22-16-10-4)186-99(155)67-61-55-49-43-36-30-24-18-12-6)128(184-81-95-107(161)123(191-101(157)70-84(146)64-58-52-46-40-33-27-21-15-9-3)103(129(189-95)204-207(180,181)182)138-97(153)69-83(145)63-57-51-45-39-32-26-20-14-8-2)190-96(122(124)202-205(174,175)176)82-185-136(134(170)171)74-93(199-137(135(172)173)73-87(147)105(159)118(200-137)89(149)76-141)121(120(201-136)91(151)78-143)196-133-115(169)126(127(203-206(177,178)179)119(195-133)90(150)77-142)198-132-114(168)125(197-131-112(166)108(162)106(160)94(79-144)188-131)113(167)117(194-132)92(152)80-183-130-111(165)109(163)110(164)116(193-130)88(148)75-140/h83-96,103-133,135,140-152,159-169,172-173,177-179H,7-82H2,1-6H3,(H6-,138,139,153,154,170,171,174,175,176,180,181,182)/p+1/t83-,84-,85-,86-,87?,88?,89?,90+,91-,92+,93-,94?,95-,96-,103-,104-,105?,106?,107-,108?,109?,110?,111?,112?,113-,114+,115+,116?,117?,118?,119?,120-,121-,122-,123-,124-,125+,126-,127-,128-,129-,130?,131?,132?,133?,136-,137?/m1/s1	NUQZJDDFSMXRKN-QGOARYOYSA-O	3058.568791			MMDBc0030171
BASm0017616	Glucosyl-heptosyl3-KDO2-lipid A-bisphosphate	Glucosyl-heptosyl3-kdo2-lipid a-bisphosphate is a component of LPS. Bacterial lipopolysaccharides (LPS) typically consist of a hydrophobic domain inserted into the outer membrane known as lipid A (or endotoxin), a phosphorylated "core" oligosaccharide and a distal polysaccharide (or O antigen). The core oligosaccharides are conceptually divided into two regions: inner core and outer core. The inner core is highly conserved, comprises three deoxy-D-manno-octulosonic acid (KDO) and L-glycero-D-manno-heptose (Hep) and is often phosphorylated. The inner core oligosaccharide plays a critical role in essential barrier function of the outer membrane. The outer core comprises a tri-hexose backbone modified with varying side-branch substitutions of hexose and acetamidohexose residues. The outer core provides an attachment site for O-antigen. The completed lipid A-KDO2 serves as the acceptor on which the core oligosaccharide chains are assembled by sequential glycosyl transfer from nucleotide sugar precursors. This process involves a co-ordinated complex of membrane-associated glycosyltransferases acting at the cytoplasmic face of the plasma membrane.		Expected Solid	[H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO[C@]2([H])O[C@]([H])(CO[C@@]3(C[C@@]([H])(OC4(CC([H])(O)C([H])(O)C([H])(O4)C([H])(O)CO)C(O)O)[C@@]([H])(OC4([H])OC([H])([C@@]([H])(O)CO)[C@@]([H])(O[P+](O)(O)O)[C@]([H])(OC5([H])OC([H])([C@@]([H])(O)COC6([H])OC([H])(C([H])(O)CO)C([H])(O)C([H])(O)C6([H])O)[C@@]([H])(O[P+](O)(O)O)[C@]([H])(OC6([H])OC([H])(CO)C([H])(O)C([H])(O)C6([H])O)[C@]5([H])O)[C@]4([H])O)[C@]([H])(O3)[C@]([H])(O)CO)C(O)=O)[C@@]([H])(OP(O)(O)=O)[C@]([H])(OC(=O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@]2([H])N=C(O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)O[C@]([H])(OP(O)(O)=O)[C@]1([H])N=C(O)C[C@]([H])(O)CCCCCCCCCCC	C137H254N2O68P4	InChI=1S/C137H252N2O68P4/c1-7-13-19-25-31-37-38-44-50-56-62-68-100(156)189-86(66-60-54-48-42-35-29-23-17-11-5)72-102(158)194-123-104(139-98(154)71-85(65-59-53-47-41-34-28-22-16-10-4)188-99(155)67-61-55-49-43-36-30-24-18-12-6)128(186-81-95-107(161)122(193-101(157)70-84(146)64-58-52-46-40-33-27-21-15-9-3)103(129(191-95)207-211(182,183)184)138-97(153)69-83(145)63-57-51-45-39-32-26-20-14-8-2)192-96(121(123)204-208(173,174)175)82-187-136(134(169)170)74-93(201-137(135(171)172)73-87(147)105(159)116(202-137)89(149)76-141)120(119(203-136)91(151)78-143)198-132-113(167)124(126(205-209(176,177)178)117(196-132)90(150)77-142)200-133-114(168)125(199-131-112(166)108(162)106(160)94(79-144)190-131)127(206-210(179,180)181)118(197-133)92(152)80-185-130-111(165)109(163)110(164)115(195-130)88(148)75-140/h83-96,103-133,135,140-152,159-168,171-172,176-181H,7-82H2,1-6H3,(H5-2,138,139,153,154,169,170,173,174,175,182,183,184)/p+2/t83-,84-,85-,86-,87?,88?,89?,90+,91-,92+,93-,94?,95-,96-,103-,104-,105?,106?,107-,108?,109?,110?,111?,112?,113+,114+,115?,116?,117?,118?,119-,120-,121-,122-,123-,124-,125-,126-,127-,128-,129-,130?,131?,132?,133?,136-,137?/m1/s1	JQDQBRBQZURZIG-PTTXZDEDSA-P	3139.542946			MMDBc0030172
BASm0017617	Galactosyl-glucosyl-heptosyl3-KDO2-lipid A-bisphosphate	Galactosyl-glucosyl-heptosyl3-kdo2-lipid A-bisphosphate is a component of LPS. Bacterial lipopolysaccharides (LPS) typically consist of a hydrophobic domain inserted into the outer membrane known as lipid A (or endotoxin), a phosphorylated "core" oligosaccharide and a distal polysaccharide (or O antigen). The core oligosaccharides are conceptually divided into two regions: inner core and outer core. The inner core is highly conserved, comprises three deoxy-D-manno-octulosonic acid (KDO) and L-glycero-D-manno-heptose (Hep) and is often phosphorylated. The inner core oligosaccharide plays a critical role in essential barrier function of the outer membrane. The outer core comprises a tri-hexose backbone modified with varying side-branch substitutions of hexose and acetamidohexose residues. The outer core provides an attachment site for O-antigen. The completed lipid A-KDO2 serves as the acceptor on which the core oligosaccharide chains are assembled by sequential glycosyl transfer from nucleotide sugar precursors. This process involves a co-ordinated complex of membrane-associated glycosyltransferases acting at the cytoplasmic face of the plasma membrane.		Expected Solid	[H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO[C@]2([H])O[C@]([H])(CO[C@@]3(C[C@@]([H])(OC4(CC([H])(O)C([H])(O)C([H])(O4)C([H])(O)CO)C(O)O)[C@@]([H])(OC4([H])OC([H])([C@@]([H])(O)CO)[C@@]([H])(O[P+](O)(O)O)[C@]([H])(OC5([H])OC([H])([C@@]([H])(O)COC6([H])OC([H])(C([H])(O)CO)C([H])(O)C([H])(O)C6([H])O)[C@@]([H])(O[P+](O)(O)O)[C@]([H])(OC6([H])OC([H])(COC7([H])OC([H])(CO)C([H])(O)C([H])(O)C7([H])O)C([H])(O)C([H])(O)C6([H])O)[C@]5([H])O)[C@]4([H])O)[C@]([H])(O3)[C@]([H])(O)CO)C(O)=O)[C@@]([H])(OP(O)(O)=O)[C@]([H])(OC(=O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@]2([H])N=C(O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)O[C@]([H])(OP(O)(O)=O)[C@]1([H])N=C(O)C[C@]([H])(O)CCCCCCCCCCC	C143H264N2O73P4	InChI=1S/C143H262N2O73P4/c1-7-13-19-25-31-37-38-44-50-56-62-68-102(162)199-87(66-60-54-48-42-35-29-23-17-11-5)72-104(164)205-128-106(145-100(160)71-86(65-59-53-47-41-34-28-22-16-10-4)198-101(161)67-61-55-49-43-36-30-24-18-12-6)133(195-82-97-110(168)127(204-103(163)70-85(152)64-58-52-46-40-33-27-21-15-9-3)105(134(201-97)218-222(191,192)193)144-99(159)69-84(151)63-57-51-45-39-32-26-20-14-8-2)203-98(126(128)215-219(182,183)184)83-197-142(140(178)179)74-94(212-143(141(180)181)73-88(153)107(165)121(213-143)90(155)76-147)125(124(214-142)92(157)78-149)209-138-118(176)129(131(216-220(185,186)187)122(207-138)91(156)77-148)211-139-119(177)130(210-137-117(175)112(170)109(167)96(202-137)81-196-135-115(173)111(169)108(166)95(79-150)200-135)132(217-221(188,189)190)123(208-139)93(158)80-194-136-116(174)113(171)114(172)120(206-136)89(154)75-146/h84-98,105-139,141,146-158,165-177,180-181,185-190H,7-83H2,1-6H3,(H5-2,144,145,159,160,178,179,182,183,184,191,192,193)/p+2/t84-,85-,86-,87-,88?,89?,90?,91+,92-,93+,94-,95?,96?,97-,98-,105-,106-,107?,108?,109?,110-,111?,112?,113?,114?,115?,116?,117?,118+,119+,120?,121?,122?,123?,124-,125-,126-,127-,128-,129-,130-,131-,132-,133-,134-,135?,136?,137?,138?,139?,142-,143?/m1/s1	RGQOXTQVAZRKRV-OZMVRWPHSA-P	3301.59577			MMDBc0030173
BASm0017618	Galactosyl-glucosyl2-heptosyl3-KDO2-lipid A-bisphosphate	Galactosyl-glucosyl2-heptosyl3-kdo2-lipid a-bisphosphate is a component of LPS. Bacterial lipopolysaccharides (LPS) typically consist of a hydrophobic domain inserted into the outer membrane known as lipid A (or endotoxin), a phosphorylated "core" oligosaccharide and a distal polysaccharide (or O antigen). The core oligosaccharides are conceptually divided into two regions: inner core and outer core. The inner core is highly conserved, comprises three deoxy-D-manno-octulosonic acid (KDO) and L-glycero-D-manno-heptose (Hep) and is often phosphorylated. The inner core oligosaccharide plays a critical role in essential barrier function of the outer membrane. The outer core comprises a tri-hexose backbone modified with varying side-branch substitutions of hexose and acetamidohexose residues. The outer core provides an attachment site for O-antigen. The completed lipid A-KDO2 serves as the acceptor on which the core oligosaccharide chains are assembled by sequential glycosyl transfer from nucleotide sugar precursors. This process involves a co-ordinated complex of membrane-associated glycosyltransferases acting at the cytoplasmic face of the plasma membrane.		Expected Solid		C149H274N2O78P4		FFWQRZVPZLTLGX-UHFFFAOYSA-P	3463.647498			MMDBc0030174
BASm0017619	Galactosyl-glucosyl3-heptosyl3-KDO2-lipid A-bisphosphate	Galactosyl-glucosyl3-heptosyl3-kdo2-lipid A-bisphosphate is a component of LPS. Bacterial lipopolysaccharides (LPS) typically consist of a hydrophobic domain inserted into the outer membrane known as lipid A (or endotoxin), a phosphorylated "core" oligosaccharide and a distal polysaccharide (or O antigen). The core oligosaccharides are conceptually divided into two regions: inner core and outer core. The inner core is highly conserved, comprises three deoxy-D-manno-octulosonic acid (KDO) and L-glycero-D-manno-heptose (Hep) and is often phosphorylated. The inner core oligosaccharide plays a critical role in essential barrier function of the outer membrane. The outer core comprises a tri-hexose backbone modified with varying side-branch substitutions of hexose and acetamidohexose residues. The outer core provides an attachment site for O-antigen. The completed lipid A-KDO2 serves as the acceptor on which the core oligosaccharide chains are assembled by sequential glycosyl transfer from nucleotide sugar precursors. This process involves a co-ordinated complex of membrane-associated glycosyltransferases acting at the cytoplasmic face of the plasma membrane.		Expected Solid	[H]C(O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO[C@]2([H])O[C@]([H])(CO[C@@]3(C[C@@]([H])(O[C@@]4(C[C@@]([H])(O)[C@@]([H])(O)[C@]([H])(O4)[C@]([H])(O)CO)C(O)O)[C@@]([H])(OC4([H])OC([H])([C@@]([H])(O)CO)[C@@]([H])(O[P+](O)(O)O)[C@]([H])(OC5([H])OC([H])([C@@]([H])(O)COC6([H])OC([H])([C@@]([H])(O)CO)[C@@]([H])(O)[C@]([H])(O)[C@]6([H])O)[C@@]([H])(O[P+](O)(O)O)[C@]([H])(OC6([H])O[C@]([H])(COC7([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)[C@@]7([H])O)[C@@]([H])(O)C([H])(OC7([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)C7([H])OC7([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]7([H])O)[C@@]6([H])O)[C@]5([H])O)[C@]4([H])O)[C@]([H])(O3)[C@]([H])(O)CO)C(O)=O)[C@@]([H])(OP(O)(O)=O)[C@]([H])(OC(=O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@]2([H])N=C(O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)O[C@]([H])(OP(O)(O)=O)[C@]1([H])N=C(O)C[C@]([H])(O)CCCCCCCCCCC	C155H284N2O83P4	InChI=1S/C155H282N2O83P4/c1-7-13-19-25-31-37-38-44-50-56-62-68-106(176)217-89(66-60-54-48-42-35-29-23-17-11-5)72-108(178)225-136-110(157-104(174)71-88(65-59-53-47-41-34-28-22-16-10-4)216-105(175)67-61-55-49-43-36-30-24-18-12-6)143(213-83-100-115(183)135(224-107(177)70-87(166)64-58-52-46-40-33-27-21-15-9-3)109(144(221-100)240-244(209,210)211)156-103(173)69-86(165)63-57-51-45-39-32-26-20-14-8-2)223-102(134(136)237-241(200,201)202)85-215-154(152(196)197)74-96(234-155(153(198)199)73-90(167)111(179)129(235-155)92(169)76-159)133(132(236-154)94(171)78-161)229-149-126(194)138(141(238-242(203,204)205)130(227-149)93(170)77-160)232-150-127(195)139(142(239-243(206,207)208)131(228-150)95(172)82-212-146-123(191)119(187)121(189)128(226-146)91(168)75-158)231-148-125(193)137(116(184)101(222-148)84-214-145-122(190)117(185)112(180)97(79-162)218-145)230-151-140(120(188)114(182)99(81-164)220-151)233-147-124(192)118(186)113(181)98(80-163)219-147/h86-102,109-151,153,158-172,179-195,198-199,203-208H,7-85H2,1-6H3,(H5-2,156,157,173,174,196,197,200,201,202,209,210,211)/p+2/t86-,87?,88-,89-,90-,91+,92-,93+,94-,95+,96-,97-,98-,99-,100-,101-,102-,109-,110-,111-,112+,113-,114-,115-,116-,117+,118+,119+,120+,121+,122-,123+,124-,125-,126+,127+,128?,129-,130?,131?,132-,133-,134-,135-,136-,137?,138-,139-,140?,141-,142-,143-,144-,145?,146?,147?,148?,149?,150?,151?,154-,155-/m1/s1	HFZVIOSWOATVRY-WOKIAKNTSA-P	3625.701417			MMDBc0030175
BASm0017620	TDP-Rhamnose	TDP-rhamnose is a member of the chemical class known as Mixed Pentose/Hexose Disaccharides. These are disaccharides containing both an hexose and a pentose.  dTDP-rhamnose is an important precursor of cell wall polysaccharides and rhamnose-containing exopolysaccharides (EPS) in E. coli. (PMID 14973085)		Expected Solid	[H][C@]1(O)C[C@]([H])(O[C@@]1([H])CCP([O-])(=O)OP([O-])(=O)O[C@@]1([H])O[C@@]([H])(C)[C@@]([H])(O)[C@@]([H])(O)[C@@]1([H])O)[N+]1=C[C+](C)C(O)=NC1=O	C17H26N2O14P2	InChI=1S/C17H26N2O14P2/c1-7-6-19(17(25)18-15(7)24)11-5-9(20)10(31-11)3-4-34(26,27)33-35(28,29)32-16-14(23)13(22)12(21)8(2)30-16/h6,8-14,16,20-23H,3-5H2,1-2H3,(H-2,18,24,25,26,27,28,29)/t8-,9-,10-,11-,12+,13+,14+,16+/m0/s1	NQGLMWQXKRELIQ-AYDVIBIJSA-N	544.0859266			MMDBc0030177
BASm0017621	D-Carnitinyl-CoA	D-carnitinyl-coa belongs to the class of Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. (inferred from compound structure)		Expected Solid		C28H50N8O18P3S		BBRISSLDTUHWKG-UHFFFAOYNA-O	911.2171154			MMDBc0030180
BASm0017622	D-Myo-inositol (1)-monophosphate	D-myo-inositol (1)-monophosphate is the D-isomer of myo-inositol 1-phosphate. It is a constituent of phospholipids and inositol polyphosphates. (EcoCyc)  D-myo-inositol (1)-monophosphate can be converted to myo-inositol through the action of the enzyme myo-inositol-1(or 4)-monophosphatase (an inositol monophosphatase) (EC:3.1.3.25). (KEGG)	15421-51-9	Solid	[H]C1(O)[C@]([H])(O)[C@@]([H])(O)C([H])(OP(O)(O)=O)[C@]([H])(O)[C@]1([H])O	C6H13O9P	InChI=1S/C6H13O9P/c7-1-2(8)4(10)6(5(11)3(1)9)15-16(12,13)14/h1-11H,(H2,12,13,14)/t1?,2-,3+,4-,5-,6?/m1/s1	INAPMGSXUVUWAF-GCVPSNMTSA-N	260.0297185			MMDBc0030181
BASm0017623	D-Ribulose-1-phosphate	D-ribulose-1-phosphate is a pentose phosphate. Pentoses are monosaccharides in which the carbohydrate moiety contains five carbon atoms. 		Expected Solid		C5H11O8P		NBOCCPQHBPGYCX-UHFFFAOYNA-N	230.0191543			MMDBc0030182
BASm0017624	Diacetylchitobiose-6-phosphate	Diacetylchitobiose-6-phosphate is a member of the chemical class known as Dihexoses. These are disaccharides containing two hexose carbohydrates.  Diacetylchitobiose-6-phosphate is invovled in Chitobiose transport.  r 15;80(8):2939-48.)		Expected Solid	[H][C@@]1(O)O[C@]([H])(CO)[C@@]([H])(O[C@@]2([H])O[C@]([H])(COP(O)(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])N=C(C)O)[C@]([H])(O)[C@@]1([H])N=C(C)O	C16H29N2O14P	InChI=1S/C16H29N2O14P/c1-5(20)17-9-13(24)14(7(3-19)30-15(9)25)32-16-10(18-6(2)21)12(23)11(22)8(31-16)4-29-33(26,27)28/h7-16,19,22-25H,3-4H2,1-2H3,(H,17,20)(H,18,21)(H2,26,27,28)/t7-,8-,9-,10-,11-,12-,13-,14-,15-,16-/m1/s1	KYKNQNQCPWDNAK-MVGRPQHISA-N	504.1356402			MMDBc0030183
BASm0017625	Dihydromonapterin-triphosphate	Dihydromonapterin-triphosphate is a member of the chemical class known as Biopterins and Derivatives. These are coenzymes containing a 2-amino-pteridine-4-one derivative.  7,8-Dihydroneopterin triphosphate (DHNTP) is an intermediate in tetrahydrobiopterin and tetrahydromonopterin biosynthesis. Tetrahydromonapterin is the major tetrahydropterin in E. coli, although the biological role of tetrahydromonapterin in E. coli is currently unknown. 		Expected Solid	[H][C@](O)(C[O+]P([O-])(=O)OP([O-])(=O)O[P+](O)([O-])[O-])[C@@]([H])(O)C1=[N+]=C2C(O)=NC(=[NH2+])NC2=[NH+]C1	C9H14N5O13P3	InChI=1S/C9H14N5O13P3/c10-9-13-7-5(8(17)14-9)12-3(1-11-7)6(16)4(15)2-25-29(21,22)27-30(23,24)26-28(18,19)20/h4,6,15-16H,1-2H2,(H6-,10,11,13,14,17,18,19,20,21,22,23,24)/q+1/t4-,6-/m0/s1	FXEIKSFXDSWHMF-NJGYIYPDSA-N	492.9800951			MMDBc0030184
BASm0017626	4,5-Dihydroxy-2,3-pentanedione	4,5-dihydroxy-2,3-pentanedione is a member of the chemical class known as Beta Ketoaldehydes. These are organic compounds containing an aldehyde substituted with a keto group on the second carbon atom.   Dihydropyrimidine dehydrogenase (DPD) is the initial and rate-limiting enzyme in the catabolism of 5-FU. (PMID 9865912)  E. coli expression system is a valuable tool for examining DPD enzymatic variants. (PMID 9439663)		Expected Solid	[H][C@@](O)(CO)C(=O)C(C)=O	C5H8O4	InChI=1S/C5H8O4/c1-3(7)5(9)4(8)2-6/h4,6,8H,2H2,1H3/t4-/m1/s1	UYTRITJAZOPLCZ-SCSAIBSYSA-N	132.0422587			MMDBc0030185
BASm0017627	Ethyl-2-methylacetoacetate	Ethyl-2-methylacetoacetate belongs to the class of Fatty Acid Esters. These are carboxylic ester derivatives of a fatty acid. (inferred from compound structure)	609-14-3	Solid	[H][C@@](C)(C(C)=O)C(=O)OCC	C7H12O3	InChI=1S/C7H12O3/c1-4-10-7(9)5(2)6(3)8/h5H,4H2,1-3H3/t5-/m1/s1	FNENWZWNOPCZGK-RXMQYKEDSA-N	144.0786443			MMDBc0030186
BASm0017628	Ethyl-(2R)-methyl-(3S)-hydroxybutanoate	Ethyl-(2r)-methyl-(3s)-hydroxybutanoate belongs to the class of Fatty Acid Esters. These are carboxylic ester derivatives of a fatty acid. (inferred from compound structure)		Expected Solid	[H][C@@](C)(O)[C@@]([H])(C)C(=O)OCC	C7H14O3	InChI=1S/C7H14O3/c1-4-10-7(9)5(2)6(3)8/h5-6,8H,4H2,1-3H3/t5-,6+/m1/s1	BZFWGBFTIQSEBN-RITPCOANSA-N	146.0942943			MMDBc0030187
BASm0017629	Fructoselysine	Fructoselysine is a member of the chemical class known as Alpha Amino Acids and Derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).Fructoselysine is invovled in Fructoselysine degradation.  Escherichia coli was found to grow on fructoselysine as an energetic substrate at a rate of about one-third of that observed with glucose.  (PMID:12147680)		Expected Solid	NC(CCCCNC1OC(CO)C(O)C(O)C1=O)C(O)=O	C12H22N2O7	InChI=1S/C12H22N2O7/c13-6(12(19)20)3-1-2-4-14-11-10(18)9(17)8(16)7(5-15)21-11/h6-9,11,14-17H,1-5,13H2,(H,19,20)	ZRMPOBPOYIGDMF-UHFFFAOYSA-N	306.1427011			MMDBc0030188
BASm0017630	Fructoselysine-6-phosphate	Fructoselysine-6-phosphate is a member of the chemical class known as Alpha Amino Acids and Derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).Fructoselysine-6-phosphate is invovled in Fructoselysine degradation. Fructoselysine-6-phosphate is involved in the metabolism of fructation product. The metabolism of the glycation product fructose-epsilon-lysine in Escherichia coli involves its ATP-dependent phosphorylation by a specific kinase (FrlD), followed by the conversion of fructoselysine 6-phosphate into glucose 6-phosphate and lysine by fructoselysine-6-phosphate deglycase (FrlB), which is distantly related to the isomerase domain of glucosamine-6-phosphate synthase.  (PMID 16153181)		Expected Solid	NC(CCCCNC1OC(COP(O)(O)=O)C(O)C(O)C1=O)C(O)=O	C12H23N2O10P	InChI=1S/C12H23N2O10P/c13-6(12(18)19)3-1-2-4-14-11-10(17)9(16)8(15)7(24-11)5-23-25(20,21)22/h6-9,11,14-16H,1-5,13H2,(H,18,19)(H2,20,21,22)	BZFCRRVQZCIOBA-UHFFFAOYSA-N	386.1090315			MMDBc0030189
BASm0017631	gamma-Butyrobetainyl-CoA	Gamma-butyrobetainyl-CoA is a member of the chemical class known as Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine.  When gamma-butyrobetainyl-CoA was used as a cosubstrate (CoA donor), the first reaction is the CoA transfer. (PMID 11551212) E. coli protein CaiB, which is a member of the recently identified type-III coenzyme A (CoA) transferase family and catalyzes the transfer of the CoA moiety between gamma-butyrobetaine-CoA and carnitine forming carnityl-CoA and gamma-butyrobetaine. (PMID 15518548)		Expected Solid	CC(C)(COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12)C(O)C(O)=NCCC(O)=NCCSC(=O)CCC[N+](C)(C)C	C28H50N8O17P3S	InChI=1S/C28H49N8O17P3S/c1-28(2,23(40)26(41)31-9-8-18(37)30-10-12-57-19(38)7-6-11-36(3,4)5)14-50-56(47,48)53-55(45,46)49-13-17-22(52-54(42,43)44)21(39)27(51-17)35-16-34-20-24(29)32-15-33-25(20)35/h15-17,21-23,27,39-40H,6-14H2,1-5H3,(H7-,29,30,31,32,33,37,41,42,43,44,45,46,47,48)/p+1	QAMRRBGWSPTAEJ-UHFFFAOYSA-O	895.2227474			MMDBc0030190
BASm0017632	Undecaprenyl-N-acetyl-alpha-D-glucosaminyl-pyrophosphate	Undecaprenyl-N-acetyl-alpha-D-glucosaminyl-pyrophosphate or C5PP GlcNAc is involved in ECA biosynthesis. It is a substrate for Undecaprenyl-phosphate alpha-N-acetylglucosaminyl 1-phosphate transferase.  This enzyme catalyzes the transfer of the GlcNAc-1-phosphate moiety from UDP-GlcNAc onto the carrier lipid undecaprenyl phosphate (C55-P), yielding GlcNAc-pyrophosphoryl-undecaprenyl (GlcNAc-PP-C55). It is the first lipid-linked intermediate involved in enterobacterial common antigen (ECA) synthesis and an acceptor for the addition of subsequent sugars to complete the biosynthesis of O-antigen (PMID 1730666). GlcNAc-pyrophosphorylundecaprenol functions as the acceptor of mannose residues for the in vivo synthesis of O8 side chains in E. coli.(PMID 7514591). Enterobacterial common antigen (ECA) is an outer membrane glycolipid common to all members of Enterobacteriaceae. The carbohydrate portion consists of N-acetyl-glucosamine, N-acetyl-D-mannosaminuronic acid and 4-acetamido-4,6-dideoxy-D-galactose. These amino sugars form trisaccharide repeat units which are part of linear heteropolysaccharide chains. 		Expected Solid	CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(O)(=O)OP(O)(=O)OC1OC(CO)C(O)C(O)C1N=C(C)O	C63H105NO12P2	InChI=1S/C63H105NO12P2/c1-47(2)24-14-25-48(3)26-15-27-49(4)28-16-29-50(5)30-17-31-51(6)32-18-33-52(7)34-19-35-53(8)36-20-37-54(9)38-21-39-55(10)40-22-41-56(11)42-23-43-57(12)44-45-73-77(69,70)76-78(71,72)75-63-60(64-58(13)66)62(68)61(67)59(46-65)74-63/h24,26,28,30,32,34,36,38,40,42,44,59-63,65,67-68H,14-23,25,27,29,31,33,35,37,39,41,43,45-46H2,1-13H3,(H,64,66)(H,69,70)(H,71,72)	NEVJGTXBHJNFAZ-UHFFFAOYSA-N	1129.711201			MMDBc0030191
BASm0017633	GMP-Lysine	GMP-lysine is a member of the chemical class known as Purine Ribonucleoside Monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. GMP-lysine is a nucleotidyl-modified amino acid. The hinT gene product is capable of cleaving lysine from GMP and AMP.   Though specific protein targets remain to be identified, it is has been hypothesized that Hint hydrolases may reverse nucleotidylylated protein modifications of lysine. In E. coli, the Hint-homologous hinT gene is required for resistance to elevated levels of certain salts.		Expected Solid	[H][C@@]([NH3+])(CCCC[NH3+])C(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=[N+]C3=C2[N-]C(=N)N=C3O)[C@]([H])(O)[C@]1([H])O	C16H27N7O9P	InChI=1S/C16H25N7O9P/c17-4-2-1-3-7(18)15(27)32-33(28,29)30-5-8-10(24)11(25)14(31-8)23-6-20-9-12(23)21-16(19)22-13(9)26/h6-8,10-11,14,24-25H,1-5,17-18H2,(H3-,19,21,22,26,28,29)/p+2/t7-,8-,10-,11-,14-/m1/s1	XRYPUFFHVWYVTB-BAYCTPFLSA-P	492.160787			MMDBc0030192
BASm0017634	Heme D	Heme D is a member of the chemical class known as tetrapyrroles and Derivatives. These are polycyclic aromatic compounds containing four pyrrole rings joined by one-carbon units linking position 2 of one pyrrole ring to position 5 of the next. (inferred from compound structure). A heme (American English) or haem (British English) is a prosthetic group that consists of an iron atom contained in the center of a large heterocyclic organic ring called a porphyrin. Heme D is a derivative of heme B, but in which the propionic acid side chain at the carbon of position 6, which is also hydroxylated, forms a γ-spirolactone. Ring III is also hydroxylated at position 5, in a conformation trans to the new lactone group. Heme D is the site for oxygen reduction to water of many types of bacteria at low oxygen tension. In E coli, heme D is formed from protoheme in the interior of the catalase hydroperoxidase II (HPII) molecule through a self-catalyzed reaction. [PMID: 8621527]	60318-31-2	Expected Solid	CC1=C(CCC(O)=O)/C2=C/C3=C(CCC(O)=O)C(C)=C(N3)\C=C3/N=C(/C=C4\N=C(\C=C\1/N\2)C(=O)C4(C)CC(O)=O)C(=O)C3(C)CC(O)=O	C34H34N4O10	InChI=1S/C34H34N4O10/c1-15-17(5-7-27(39)40)21-10-22-18(6-8-28(41)42)16(2)20(36-22)11-25-33(3,13-29(43)44)32(48)24(38-25)12-26-34(4,14-30(45)46)31(47)23(37-26)9-19(15)35-21/h9-12,35-36H,5-8,13-14H2,1-4H3,(H,39,40)(H,41,42)(H,43,44)(H,45,46)/b19-9-,20-11-,21-10-,22-10-,23-9-,24-12-,25-11-,26-12-	ZAKGXCNMJBQQNZ-CXJCYTKDSA-N	658.2274933			MMDBc0030193
BASm0017635	KDO2-lipid A, cold adapted	KDO2-lipid A, cold adapted is a constituent of LPS. Lipid A is the hydrophobic anchor of the outer membrane lipopolysaccharide of E. coli. Free lipid A does not exist as such in cells. It is normally found glycosylated with two KDO (3-deoxy-D-manno-octulosonic acid) residues and acylated with laurate and myristate residues. However if E. coli cells are subjected to cold shock or grown at low temperatures the laurate residue is replaced by palmitoleate. Myristate is subsequently added, resulting in a distinct cold adapted form of KDO2-lipid A.		Expected Solid	[H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO[C@]2([H])O[C@]([H])(CO[C@@]3(C[C@@]([H])(O[C@@]4(C[C@@]([H])(O)[C@@]([H])(O)[C@]([H])(O4)[C@]([H])(O)CO)C(O)=O)[C@@]([H])(O)[C@]([H])(O3)[C@]([H])(O)CO)C(O)=O)[C@@]([H])(OP(O)(O)=O)[C@]([H])(OC(=O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@]2([H])N=C(O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCC=CCCCCCC)O[C@]([H])(OP(O)(O)=O)[C@]1([H])N=C(O)C[C@]([H])(O)CCCCCCCCCCC	C114H208N2O39P2	InChI=1S/C114H208N2O39P2/c1-7-13-19-25-31-37-39-40-42-48-54-59-65-71-95(126)145-85(69-63-57-51-45-35-29-23-17-11-5)75-94(125)116-100-108(150-98(129)76-86(70-64-58-52-46-36-30-24-18-12-6)146-96(127)72-66-60-53-47-41-38-32-26-20-14-8-2)106(154-156(137,138)139)92(82-144-113(111(133)134)78-90(102(131)105(152-113)89(123)80-118)151-114(112(135)136)77-87(121)101(130)104(153-114)88(122)79-117)148-109(100)143-81-91-103(132)107(149-97(128)74-84(120)68-62-56-50-44-34-28-22-16-10-4)99(110(147-91)155-157(140,141)142)115-93(124)73-83(119)67-61-55-49-43-33-27-21-15-9-3/h37,39,83-92,99-110,117-123,130-132H,7-36,38,40-82H2,1-6H3,(H,115,124)(H,116,125)(H,133,134)(H,135,136)(H2,137,138,139)(H2,140,141,142)/t83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,113-,114-/m1/s1	YMYMIWUIGJUAIZ-ZORMGUNWSA-N	2291.382948			MMDBc0030195
BASm0017636	KDO2-(palmitoleoyl)-lipid IVA	Kdo2-(palmitoleoyl)-lipid iva is a member of the chemical class known as Polysaccharide Phosphates. These are polysaccharides in which a phosphate group is bound to at least one carbohydrate unit. (inferred from compound structure)		Expected Solid	[H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO[C@]2([H])O[C@]([H])(CO[C@@]3(C[C@@]([H])(O[C@@]4(C[C@@]([H])(O)[C@@]([H])(O)[C@]([H])(O4)[C@]([H])(O)CO)C(O)=O)[C@@]([H])(O)[C@]([H])(O3)[C@]([H])(O)CO)C(O)=O)[C@@]([H])(OP(O)(O)=O)[C@]([H])(OC(=O)C[C@]([H])(O)CCCCCCCCCCC)[C@@]2([H])N=C(O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCC=CCCCCCC)O[C@]([H])(OP(O)(O)=O)[C@]1([H])N=C(O)C[C@]([H])(O)CCCCCCCCCCC	C100H182N2O38P2	InChI=1S/C100H182N2O38P2/c1-6-11-16-21-26-31-32-33-34-39-44-49-54-59-82(113)131-73(58-53-48-43-38-30-25-20-15-10-5)63-81(112)102-86-94(135-84(115)62-72(107)57-52-47-42-37-29-24-19-14-9-4)92(139-141(123,124)125)79(69-130-99(97(119)120)65-77(88(117)91(137-99)76(110)67-104)136-100(98(121)122)64-74(108)87(116)90(138-100)75(109)66-103)133-95(86)129-68-78-89(118)93(134-83(114)61-71(106)56-51-46-41-36-28-23-18-13-8-3)85(96(132-78)140-142(126,127)128)101-80(111)60-70(105)55-50-45-40-35-27-22-17-12-7-2/h31-32,70-79,85-96,103-110,116-118H,6-30,33-69H2,1-5H3,(H,101,111)(H,102,112)(H,119,120)(H,121,122)(H2,123,124,125)(H2,126,127,128)/t70-,71-,72-,73-,74-,75-,76-,77-,78-,79-,85-,86-,87-,88-,89-,90-,91-,92-,93-,94-,95-,96-,99-,100-/m1/s1	GUGOELZTMNFFOJ-RLUYZOBBSA-N	2081.184582			MMDBc0030196
BASm0017637	L-Ala-D-Glu-meso-A2pm	L-ala-D-glu-meso-a2pm is a member of the chemical class known as Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. 		Expected Solid	[H][C@@](C)(N)C(O)=N[C@]([H])(CCC(O)=N[C@@]([H])(CCC[C@@]([H])(N)C(O)=O)C(O)=O)C(O)=O	C15H26N4O8	InChI=1S/C15H26N4O8/c1-7(16)12(21)19-10(15(26)27)5-6-11(20)18-9(14(24)25)4-2-3-8(17)13(22)23/h7-10H,2-6,16-17H2,1H3,(H,18,20)(H,19,21)(H,22,23)(H,24,25)(H,26,27)/t7-,8+,9-,10+/m0/s1	FMNCPUGORYYCEM-QCLAVDOMSA-N	390.1750638			MMDBc0030197
BASm0017638	L-Ala-gamma-D-Glu-Dap	L-ala-gamma-D-glu-DAP is a member of the chemical class known as Hybrid Peptides. These are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta).  L-alanyl-gamma-D-glutamyl-meso-diaminopimelate is related to MppA. MppA is a periplasmic binding protein in Escherichia coli essential for uptake of the cell wall murein tripeptide L-alanyl-gamma-D-glutamyl-meso-diaminopimelate. (PMID 10438753)		Expected Solid	CC(N)C(O)=NC(CCC(O)=O)C(O)=NC1=CC=CC(=N)N1	C13H19N5O4	InChI=1S/C13H19N5O4/c1-7(14)12(21)16-8(5-6-11(19)20)13(22)18-10-4-2-3-9(15)17-10/h2-4,7-8H,5-6,14H2,1H3,(H,16,21)(H,19,20)(H3,15,17,18,22)	IBYVCSBRMYGDRR-UHFFFAOYSA-N	309.1437041			MMDBc0030199
BASm0017639	L-Glyceraldehyde 3-phosphate	L-glyceraldehyde 3-phosphate is a member of the chemical class known as Organophosphate Esters. These are organic compounds containing phosphoric acid ester functional group.  L-Glyceraldehyde 3-phosphate is a competitive inhibitor of sn-glycerol 3-phosphate in the reactions catalyzed by acyl coenzyme A:sn-glycerol 3-phosphate acyltransferase (K(i) of 1. (PMID 319747) L-glyceraldehyde 3-phosphate reductase from Escherichia coli is a heme binding protein.  It has been shown that YghZ from Escherichia coli functions as an efficient L-glyceraldehyde 3-phosphate reductase (Gpr). (PMID 20015532)		Expected Solid	[H][C@](O)(CO[P-]([O])(=O)=O)C=O	C3H5O6P	InChI=1S/C3H5O6P/c4-1-3(5)2-9-10(6,7)8/h1,3,5H,2H2/q-1/t3-/m1/s1	GXXAGHMDFNBLAG-GSVOUGTGSA-N	167.9823744			MMDBc0030203
BASm0017640	N1-Methyladenine	1-Methyladenine is a methylated nucleobase.  DNA can be methylated by various natural processes and the removal of alkyl groups is mediated by the protein known as AlkB.  If not, the breakdown products of these alkylations (i.e. alkylated bases) could appear in the cellular medium.	5142-22-3	Solid	CN1C=NC2=C(N=CN2)C1=N	C6H7N5	InChI=1S/C6H7N5/c1-11-3-10-6-4(5(11)7)8-2-9-6/h2-3,7H,1H3,(H,8,9)	SATCOUWSAZBIJO-UHFFFAOYSA-N	149.0701452			MMDBc0030204
BASm0017641	N3-Methylcytosine	N3-methylcytosine is a member of the chemical class known as Pyrimidones. These are compounds whose pyrimidine ring bears a ketone.  5-Methylcytosine is a methylated form of the DNA base cytosine that may be involved in the regulation of gene transcription. When cytosine is methylated, the DNA maintains the same sequence, but the expression of methylated genes can be altered (the study of this is part of the field of epigenetics). 5-Methylcytosine is incorporated in the nucleoside 5-methylcytidine. In 5-methylcytosine, a methyl group, is attached to the 5th carbon atom (counting counterclockwise from the NH nitrogen at the six o'clock position, not the 2 o'clock). This methyl group distinguishes 5-methylcytosine from cytosine. (WikiPedia)		Expected Solid	C[N+]1=C(N)C=CNC1=O	C5H8N3O	InChI=1S/C5H7N3O/c1-8-4(6)2-3-7-5(8)9/h2-3H,1H3,(H2,6,7,9)/p+1	UPHQQDZIRIHPHU-UHFFFAOYSA-O	126.0667369			MMDBc0030205
BASm0017642	NMNH	NMNH is a member of the chemical class known as Nicotinamide Nucleotides. These are pyridine nucleotides, in which the pyridine base is nicotinamide or a derivative thereof.		Expected Solid	[H][C@]1(COP(O)(O)=O)O[C@@]([H])(N2C=CCC(=C2)C(O)=N)[C@]([H])(O)[C@]1([H])O	C11H17N2O8P	InChI=1S/C11H17N2O8P/c12-10(16)6-2-1-3-13(4-6)11-9(15)8(14)7(21-11)5-20-22(17,18)19/h1,3-4,7-9,11,14-15H,2,5H2,(H2,12,16)(H2,17,18,19)/t7-,8-,9-,11-/m1/s1	XQHMUSRSLNRVGA-TURQNECASA-N	336.072252			MMDBc0030206
BASm0017643	Phenylglyoxal	Phenylglyoxal is a member of the chemical class known as Phenylacetaldehydes. These are compounds containing a phenylacetaldehyde moiety, which consists of a phenyl group substituted at the second position by an acetalydehyde.   It contains both an aldehyde and a ketone functional group. It is yellow liquid when anhydrous but readily forms a colorless crystalline hydrate. It has been used as a reagent to modify the amino acid, arginine. It is a substrate for the enzyme HcHA or Glyoxylse III.  This enzyme catalyzes the conversion of methylglyoxal (MG) to D-lactate in a single glutathione (GSH)-independent step. It can also use phenylglyoxal as substrate and generate phenylactate.	1074-12-0	Solid	O=CC(=O)C1=CC=CC=C1	C8H6O2	InChI=1S/C8H6O2/c9-6-8(10)7-4-2-1-3-5-7/h1-6H	OJUGVDODNPJEEC-UHFFFAOYSA-N	134.0367794			MMDBc0030207
BASm0017644	Phenylhydantoin	Phenylhydantoin is a cyclic ureide and it is believed that E. coli may use these compounds as nutrient sources. The gene hyuA codes for d-stereospecific phenylhydantoinase (465 amino acids) which is a homotetramer. This enzyme belongs to the cyclic amidohydrolase superfamily. E. coli D-phenylhydantoinase exhibits a distinct activity toward phenylhydantoin with an aromatic side chain at the 5' position but does not readily hydrolyze the simple cyclic ureides. D-phenylhydantoinase shares a significant homology (>45%) with those of allantoinase and dihydropyrimidinase.	89-24-7	Expected Solid	OC1=NC(C(O)=N1)C1=CC=CC=C1	C9H8N2O2	InChI=1S/C9H8N2O2/c12-8-7(10-9(13)11-8)6-4-2-1-3-5-6/h1-5,7H,(H2,10,11,12,13)	NXQJDVBMMRCKQG-UHFFFAOYSA-N	176.0585775			MMDBc0030208
BASm0017645	Cyclic pyranopterin monophosphate	Cyclic pyranopterin monophosphate is a member of the chemical class known as Pterins and Derivatives. These are polycyclic aromatic compounds containing a pterin moeity, which consist of a pteridine ring bearing a ketone and an amine group to form 2-aminopteridin-4(3H)-one.  cPMP is a precursor to molybdenum cofactor, which is required for the enyzme activity of sulfite oxidase, xanthine dehydrogenase/oxidase and aldehyde oxidase. The transition element molybdenum (Mo) has been long known as an essential micronutrient across the kingdoms of plants, animals, fungi and bacteria. However, molybdate itself is catalytically inactive and, with the exception of bacterial nitrogenase, needs to be activated through complexation by a special cofactor. There are several molybdenum cofactors, including molybdopterin (MPT), guanylyl molybdenum cofactor (MGD), cytidylyl molybdenum cofactor, or others.  In Escherichia coli, the MoaD protein plays a central role in the conversion of precursor Z to molybdopterin (MPT) during molybdenum cofactor biosynthesis. (PMID 17223713) In Escherichia coli, MPT is formed by incorporation of two sulfur atoms into precursor Z, which is catalyzed by MPT synthase. (PMID 11459846)		Expected Solid	[H][C@@]12COP(O)(=O)O[C@]1([H])C(O)(O)[C@]1([H])NC3=C(NC(=N)N=C3O)N[C@]1([H])O2	C10H14N5O8P	InChI=1S/C10H14N5O8P/c11-9-14-6-3(7(16)15-9)12-4-8(13-6)22-2-1-21-24(19,20)23-5(2)10(4,17)18/h2,4-5,8,12,17-18H,1H2,(H,19,20)(H4,11,13,14,15,16)/t2-,4-,5+,8-/m1/s1	CZAKJJUNKNPTTO-AJFJRRQVSA-N	363.057999			MMDBc0030209
BASm0017646	Sn-Glycerol-1-phosphate	Sn-glycerol-1-phosphate is a glycerol phosphate. It is a key substrate in phospholipid synthesis and phosphatidylglycerol sbiosynthesis. The sn-glycerol-3-phosphate acyltransferase (plsB) of Escherichia coli is a key regulatory enzyme that catalyzes the first committed step in phospholipid biosynthesis. (PMID 9393688) Fosmidomycin is a hydrophilic molecule and in many bacteria its uptake is an active process involving a cAMP dependent glycerol-3-phosphate transporter (GlpT). (PMID 18489786)	5746-57-6	Expected Solid	[H][C@](O)(CO)COP(O)(O)=O	C3H9O6P	InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/t3-/m0/s1	AWUCVROLDVIAJX-VKHMYHEASA-N	172.0136745			MMDBc0030212
BASm0017647	trans-Delta2, cis-delta4-decadienoyl-CoA	Trans-delta2, cis-delta4-decadienoyl-coa belongs to the class of Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. (inferred from compound structure)		Expected Solid	CCCCCC=CC=CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C31H50N7O17P3S	InChI=1S/C31H50N7O17P3S/c1-4-5-6-7-8-9-10-11-22(40)59-15-14-33-21(39)12-13-34-29(43)26(42)31(2,3)17-52-58(49,50)55-57(47,48)51-16-20-25(54-56(44,45)46)24(41)30(53-20)38-19-37-23-27(32)35-18-36-28(23)38/h8-11,18-20,24-26,30,41-42H,4-7,12-17H2,1-3H3,(H,33,39)(H,34,43)(H,47,48)(H,49,50)(H2,32,35,36)(H2,44,45,46)	FASAKYLWSRDQOH-UHFFFAOYSA-N	917.2196753			MMDBc0030213
BASm0017648	Ubiquinone-6	Ubiquinone-6 is a member of the chemical class known as Polyprenylbenzoquinones. These are compounds containing a polyisoprene chain attached to a quinone at the second ring position. Ubiquione-6 has just 6 isoprene units. Normally in E. coli the active form of Ubiquinone has 8 isoprene units (Ubiquinone-8) and in humans it normally has 10. Ubiquinone-6 is a “failed” or incomplete version of Ubiquinone 8 that arises from conjugation by a shortened prenyl tail via 4-hydroxybenzoate polyprenyltransferase. Ubiquionone is involved in cellular respiration. It is fat-soluble and is therefore mobile in cellular membranes; it plays a unique role in the electron transport chain (ETC). In the inner bacterial membrane, electrons from NADH and succinate pass through the ETC to the oxygen, which is then reduced to water. The transfer of electrons through ETC results in the pumping of H+ across the membrane creating a proton gradient across the membrane, which is used by ATP synthase (located on the membrane) to generate ATP.	1065-31-2	Expected Solid	COC1=C(OC)C(=O)C(CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C)=C(C)C1=O	C39H58O4	InChI=1S/C39H58O4/c1-28(2)16-11-17-29(3)18-12-19-30(4)20-13-21-31(5)22-14-23-32(6)24-15-25-33(7)26-27-35-34(8)36(40)38(42-9)39(43-10)37(35)41/h16,18,20,22,24,26H,11-15,17,19,21,23,25,27H2,1-10H3	GXNFPEOUKFOTKY-UHFFFAOYSA-N	590.4335103			MMDBc0030217
BASm0017649	UDP-N-Acetylmuramoyl-L-alanyl-D-glutamyl-meso-2,6-diaminoheptanedioate-D-alanine	UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-meso-2,6-diaminoheptanedioate-D-alanine is a member of the chemical class known as Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.  It is a key component of peptidoglycan synthesis.  The peptidoglycan synthesis pathway starts at the cytoplasm, where in six steps the peptidoglycan precursor a UDP-N-acetylmuramoyl-pentapeptide is synthesized. This precursor is then attached to the memberane acceptor all-trans-undecaprenyl phosphate, generating a N-acetylmuramoyl-pentapeptide-diphosphoundecaprenol, also known as lipid I. Another transferase then adds UDP-N-acetyl-alpha-D-glucosamine, yielding the complete monomeric unit a lipid , also known as lipid . This final lipid intermediate is transferred through the membrane. The peptidoglycan monomers are then polymerized on the outside surface by glycosyltransferases, which form the linear glycan chains, and transpeptidases, which catalyze the formation of peptide crosslinks.		Expected Solid	[H][C@@](N)(CCC[C@]([H])(N=C([O-])CC[C@@]([H])(N=C(O)[C@]([H])(C)N=C(O)[C@@]([H])(C)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)O[C@]([H])(OP([O-])(=O)OP([O-])(=O)OC[C@@]2([H])O[C@@]([H])([N+]3=C[CH+]C(O)=NC3=O)[C@]([H])(O)[C@]2([H])O)[C@]1([H])N=C(C)[O-])C(O)=O)C(O)=N[C@]([H])(C)C(O)=O)C(O)=O	C38H56N8O27P2	InChI=1S/C38H58N8O27P2/c1-14(30(54)44-20(36(61)62)8-9-23(49)43-19(7-5-6-18(39)35(59)60)32(56)41-15(2)34(57)58)40-31(55)16(3)69-29-25(42-17(4)48)37(71-21(12-47)27(29)52)72-75(66,67)73-74(64,65)68-13-22-26(51)28(53)33(70-22)46-11-10-24(50)45-38(46)63/h10-11,14-16,18-22,25-29,33,37,47,51-53H,5-9,12-13,39H2,1-4H3,(H9-2,40,41,42,43,44,45,48,49,50,54,55,56,57,58,59,60,61,62,63,64,65,66,67)/p-2/t14-,15+,16+,18+,19-,20+,21+,22+,25+,26+,27+,28+,29+,33+,37+/m0/s1	UHRGSQREVOYTOH-HOZNVNQUSA-L	1118.273012			MMDBc0030218
BASm0017650	D-Urobilinogen	Urobilinogen is a colourless product of bilirubin reduction. It is formed in the intestines by bacterial action. Urobilinogen is an intermediate of porphyrin and chlorophyll metabolism. It is converted from bilirubin beta-diglucuronide by beta-D-glucuronidase (EC:3.2.1.31) and converts to D-urobilin. (KEGG).	17208-65-0	Solid		C33H42N4O6		KSQFFJKKJAEKTB-UHFFFAOYNA-N	590.3104351			MMDBc0030220
BASm0017651	Adenylylselenate	Adenylylselenate is an intermediate in selenoamino acid metabolism.  Adenylylselenate is produced from selenate via the enzyme sulfate adenylyltransferase [EC:2.7.7.4] and then converted to selenite via the enzyme adenylylsulfate reductase [EC:1.8.99.2]. 		Solid	NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)O[Se](O)(=O)=O)[C@@H](O)[C@H]1O	C10H14N5O10PSe	InChI=1S/C10H14N5O10PSe/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-26(18,19)25-27(20,21)22/h2-4,6-7,10,16-17H,1H2,(H,18,19)(H2,11,12,13)(H,20,21,22)/t4-,6-,7-,10-/m1/s1	XCADVMZZFPIERR-KQYNXXCUSA-N	474.96435			MMDBc0030222
BASm0017652	beta-Aminopropionitrile	Beta-Aminopropionitrile is a toxic amino-acid derivative. It is an metabolite in beta-alanine metabolism and converted to beta-alanine. It is also an intermediate in cyanoamino acid metablism. (KEGG)	151-18-8	Solid	NCCC#N	C3H6N2	InChI=1S/C3H6N2/c4-2-1-3-5/h1-2,4H2	AGSPXMVUFBBBMO-UHFFFAOYSA-N	70.0530982			MMDBc0030223
BASm0017653	Cinnavalininate	Cinnavalininate is an intermediate in the tryptophan metabolic pathway [Kegg: C05640].  It is generated from 3-hydroxyanthranilate via the enzyme catalase (EC:1.11.1.6).		Solid	NC1=C(C(O)=O)C2=NC3=C(C=CC=C3OC2=CC1=O)C(O)=O	C14H8N2O6	InChI=1S/C14H8N2O6/c15-10-6(17)4-8-12(9(10)14(20)21)16-11-5(13(18)19)2-1-3-7(11)22-8/h1-4H,15H2,(H,18,19)(H,20,21)	FSBKJYLVDRVPTK-UHFFFAOYSA-N	300.038236			MMDBc0030224
BASm0017654	Selenohomocysteine	Selenohomocysteine is the precursor of selenocysteine, which is synthesized by catalysis of cystathionine beta-synthase (EC 4.2.1.22) and cystathionine gamma-lyase (EC 4.4.1.1). Selenohomocysteine (lactone) has been found to be a competitive and irreversible inhibitor of lysyl oxidase. L-selenohomocysteine also can serve as a substituent donor in the beta-replacement reaction to yield selenocystathionine. (PMID: 10609891, 9405445, 6456763, 3338973)	29412-93-9	Solid	NC(CC[SeH])C(O)=O	C4H9NO2Se	InChI=1S/C4H9NO2Se/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)	RCWCGLALNCIQNM-UHFFFAOYSA-N	182.9798504			MMDBc0030226
BASm0017655	PG(14:0/14:0)	PG(14:0/14:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/14:0), in particular, consists of two tetradecanoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C34H67O10P	InChI=1S/C34H67O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-33(37)41-29-32(30-43-45(39,40)42-28-31(36)27-35)44-34(38)26-24-22-20-18-16-14-12-10-8-6-4-2/h31-32,35-36H,3-30H2,1-2H3,(H,39,40)/t31-,32+/m0/s1	BPHQZTVXXXJVHI-AJQTZOPKSA-N	666.4471854			MMDBc0030227
BASm0017656	PE(17:0/16:0)	PE(17:0/16:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(17:0/16:0), in particular, consists of one heptadecanoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	C38H76NO8P	InChI=1S/C38H76NO8P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-37(40)44-34-36(35-46-48(42,43)45-33-32-39)47-38(41)31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h36H,3-35,39H2,1-2H3,(H,42,43)/t36-/m1/s1	NJDGPWHUUYATHR-PSXMRANNSA-N	705.5308554			MMDBc0030228
BASm0017657	PE(17:0/19:0)	PE(17:0/19:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(17:0/19:0), in particular, consists of one heptadecanoyl chain  to the C-1 atom, and  one nonadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCC	C41H82NO8P	InChI=1S/C41H82NO8P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42)37-47-40(43)33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h39H,3-38,42H2,1-2H3,(H,45,46)/t39-/m1/s1	MHPJAAPARCASFP-LDLOPFEMSA-N	747.5778056			MMDBc0030230
BASm0017658	PE(19:0/14:0)	PE(19:0/14:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:0/14:0), in particular, consists of one nonadecanoyl chain  to the C-1 atom, and  one tetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC	C38H76NO8P	InChI=1S/C38H76NO8P/c1-3-5-7-9-11-13-15-16-17-18-19-21-22-24-26-28-30-37(40)44-34-36(35-46-48(42,43)45-33-32-39)47-38(41)31-29-27-25-23-20-14-12-10-8-6-4-2/h36H,3-35,39H2,1-2H3,(H,42,43)/t36-/m1/s1	GCOXFZZNIIWDOA-PSXMRANNSA-N	705.5308554			MMDBc0030231
BASm0017659	PE(19:0/16:0)	PE(19:0/16:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:0/16:0), in particular, consists of one nonadecanoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	C40H80NO8P	InChI=1S/C40H80NO8P/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41)49-40(43)33-31-29-27-25-23-20-16-14-12-10-8-6-4-2/h38H,3-37,41H2,1-2H3,(H,44,45)/t38-/m1/s1	AKYJCWBDJJZURU-KXQOOQHDSA-N	733.5621555			MMDBc0030232
BASm0017660	PE(19:0/17:0)	PE(19:0/17:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:0/17:0), in particular, consists of one nonadecanoyl chain  to the C-1 atom, and  one heptadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCC	C41H82NO8P	InChI=1S/C41H82NO8P/c1-3-5-7-9-11-13-15-17-19-20-22-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-21-18-16-14-12-10-8-6-4-2/h39H,3-38,42H2,1-2H3,(H,45,46)/t39-/m1/s1	NTQDMSUPROZOEV-LDLOPFEMSA-N	747.5778056			MMDBc0030233
BASm0017661	PE(19:0/19:0)	PE(19:0/19:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(19:0/19:0), in particular, consists of two nonadecanoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCC	C43H86NO8P	InChI=1S/C43H86NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-42(45)49-39-41(40-51-53(47,48)50-38-37-44)52-43(46)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h41H,3-40,44H2,1-2H3,(H,47,48)/t41-/m1/s1	NPUNAOAZXGWGQU-VQJSHJPSSA-N	775.6091057			MMDBc0030234
BASm0017662	PG(16:0/14:0)	PG(14:0/16:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/16:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C36H71O10P	InChI=1S/C36H71O10P/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-35(39)43-31-34(32-45-47(41,42)44-30-33(38)29-37)46-36(40)28-26-24-22-20-17-14-12-10-8-6-4-2/h33-34,37-38H,3-32H2,1-2H3,(H,41,42)/t33-,34+/m0/s1	PSYBVECDCRLWFY-SZAHLOSFSA-N	694.478485			MMDBc0030235
BASm0017663	PG(17:0/17:0)	PG(17:0/17:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(17:0/17:0), in particular, consists of two heptadecanoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC	C40H79O10P	InChI=1S/C40H79O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-39(43)47-35-38(36-49-51(45,46)48-34-37(42)33-41)50-40(44)32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h37-38,41-42H,3-36H2,1-2H3,(H,45,46)/t37-,38+/m0/s1	ZBVHXVKEMAIWQQ-QPPIDDCLSA-N	750.5410857			MMDBc0030236
BASm0017664	PS(16:0/18:1(11Z))	PS(16:0/18:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:0/18:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)C(O)=O	C40H76NO10P	InChI=1S/C40H76NO10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h13,15,36-37H,3-12,14,16-35,41H2,1-2H3,(H,44,45)(H,46,47)/b15-13-/t36-,37-/m1/s1	DHTAMDRFOGPYHA-ZPGWBDILSA-N	761.5206846			MMDBc0030237
BASm0017665	PE(14:0/17:0)	PE(14:0/17:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/17:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one heptadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCC	C36H72NO8P	InChI=1S/C36H72NO8P/c1-3-5-7-9-11-13-15-16-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37)32-42-35(38)28-26-24-22-20-18-14-12-10-8-6-4-2/h34H,3-33,37H2,1-2H3,(H,40,41)/t34-/m1/s1	VGJQYAJIUVLCGP-UUWRZZSWSA-N	677.4995553			MMDBc0030238
BASm0017666	PE(14:0/19:0)	PE(14:0/19:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/19:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one nonadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCC	C38H76NO8P	InChI=1S/C38H76NO8P/c1-3-5-7-9-11-13-15-16-17-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39)34-44-37(40)30-28-26-24-22-20-14-12-10-8-6-4-2/h36H,3-35,39H2,1-2H3,(H,42,43)/t36-/m1/s1	OBFDDDRZTUFNNQ-PSXMRANNSA-N	705.5308554			MMDBc0030239
BASm0017667	PE(16:0/17:0)	PE(16:0/17:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/17:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one heptadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCC	C38H76NO8P	InChI=1S/C38H76NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39)34-44-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h36H,3-35,39H2,1-2H3,(H,42,43)/t36-/m1/s1	RIROVXBSDNZDBU-PSXMRANNSA-N	705.5308554			MMDBc0030240
BASm0017668	PE(16:0/19:0)	PE(16:0/19:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/19:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one nonadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCC	C40H80NO8P	InChI=1S/C40H80NO8P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41)36-46-39(42)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h38H,3-37,41H2,1-2H3,(H,44,45)/t38-/m1/s1	QJMXMRBKLSGHBU-KXQOOQHDSA-N	733.5621555			MMDBc0030241
BASm0017669	PE(17:0/14:0)	PE(17:0/14:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(17:0/14:0), in particular, consists of one heptadecanoyl chain  to the C-1 atom, and  one tetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC	C36H72NO8P	InChI=1S/C36H72NO8P/c1-3-5-7-9-11-13-15-16-17-19-20-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37)45-36(39)29-27-25-23-21-18-14-12-10-8-6-4-2/h34H,3-33,37H2,1-2H3,(H,40,41)/t34-/m1/s1	LDXXKNJVIYWBQC-UUWRZZSWSA-N	677.4995553			MMDBc0030242
BASm0017670	PG(17:0/14:0)	PG(14:0/17:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/17:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one heptadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C37H73O10P	InChI=1S/C37H73O10P/c1-3-5-7-9-11-13-15-16-17-19-20-22-24-26-28-36(40)44-32-35(33-46-48(42,43)45-31-34(39)30-38)47-37(41)29-27-25-23-21-18-14-12-10-8-6-4-2/h34-35,38-39H,3-33H2,1-2H3,(H,42,43)/t34-,35+/m0/s1	CGKGOCDDWJEIFC-OIDHKYIRSA-N	708.4941351			MMDBc0030243
BASm0017671	PG(14:0/19:0)	PG(19:0/14:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:0/14:0), in particular, consists of one nonadecanoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC	C39H77O10P	InChI=1S/C39H77O10P/c1-3-5-7-9-11-13-15-16-17-18-19-21-23-25-27-29-31-39(43)49-37(35-48-50(44,45)47-33-36(41)32-40)34-46-38(42)30-28-26-24-22-20-14-12-10-8-6-4-2/h36-37,40-41H,3-35H2,1-2H3,(H,44,45)/t36-,37+/m0/s1	BSNCOASFTOXTOE-PQQNNWGCSA-N	736.5254352			MMDBc0030244
BASm0017672	KDO2-Lipid A	KDO2-Lipid A is an intermediate in the synthesis of LPS. It has two 3-deoxy-D-manno-octulosonic acid (KDO) sugar residues in place of the core, and has no O-antigen. 		Expected Solid	[H]C(O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO[C@]2([H])O[C@]([H])(CO[C@@]3(C[C@@]([H])(O[C@@]4(C[C@@]([H])(O)[C@@]([H])(O)[C@]([H])(O4)[C@]([H])(O)CO)C(O)=O)[C@@]([H])(O)[C@]([H])(O3)[C@]([H])(O)CO)C(O)=O)[C@@]([H])(OP(O)(O)=O)[C@]([H])(OC(=O)CC([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@]2([H])N=C(O)CC([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)O[C@]([H])(OP(O)(O)=O)[C@]1([H])N=C(O)CC([H])(O)CCCCCCCCCCC	C110H202N2O39P2	InChI=1S/C110H202N2O39P2/c1-7-13-19-25-31-37-38-44-50-56-62-68-92(123)142-82(66-60-54-48-42-35-29-23-17-11-5)72-94(125)146-104-96(112-90(121)71-81(65-59-53-47-41-34-28-22-16-10-4)141-91(122)67-61-55-49-43-36-30-24-18-12-6)105(144-88(102(104)150-152(133,134)135)78-140-109(107(129)130)74-86(98(127)101(148-109)85(119)76-114)147-110(108(131)132)73-83(117)97(126)100(149-110)84(118)75-113)139-77-87-99(128)103(145-93(124)70-80(116)64-58-52-46-40-33-27-21-15-9-3)95(106(143-87)151-153(136,137)138)111-89(120)69-79(115)63-57-51-45-39-32-26-20-14-8-2/h79-88,95-106,113-119,126-128H,7-78H2,1-6H3,(H,111,120)(H,112,121)(H,129,130)(H,131,132)(H2,133,134,135)(H2,136,137,138)/t79?,80?,81?,82?,83-,84-,85-,86-,87-,88-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,109-,110-/m1/s1	DIXUKJUHGLIZGU-ZKUMOPDFSA-N	2237.335998			MMDBc0030245
BASm0017673	PG(16:0/19:0)	PG(19:0/16:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:0/16:0), in particular, consists of one nonadecanoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC	C41H81O10P	InChI=1S/C41H81O10P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-41(45)51-39(37-50-52(46,47)49-35-38(43)34-42)36-48-40(44)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h38-39,42-43H,3-37H2,1-2H3,(H,46,47)/t38-,39+/m0/s1	BAGOYPVIIVGLBF-ZESVVUHVSA-N	764.5567353			MMDBc0030246
BASm0017674	PG(17:0/19:0)	PG(19:0/17:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:0/17:0), in particular, consists of one nonadecanoyl chain  to the C-1 atom, and one heptadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC	C42H83O10P	InChI=1S/C42H83O10P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-42(46)52-40(38-51-53(47,48)50-36-39(44)35-43)37-49-41(45)33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h39-40,43-44H,3-38H2,1-2H3,(H,47,48)/t39-,40-/m1/s1	VRXBINAFDUHENA-XRSDMRJBSA-N	778.5723859			MMDBc0030247
BASm0017675	PG(19:0/19:0)	PG(19:0/19:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:0/19:0), in particular, consists of two nonadecanoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC	C44H87O10P	InChI=1S/C44H87O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-43(47)51-39-42(40-53-55(49,50)52-38-41(46)37-45)54-44(48)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h41-42,45-46H,3-40H2,1-2H3,(H,49,50)/t41-,42-/m1/s1	QQAUZBJYZARSDB-NCRNUEESSA-N	806.603686			MMDBc0030248
BASm0017676	PG(14:0/16:1(9Z))	PG(16:1(9Z)/14:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/14:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C36H69O10P	InChI=1S/C36H69O10P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-36(40)46-34(32-45-47(41,42)44-30-33(38)29-37)31-43-35(39)27-25-23-21-19-17-14-12-10-8-6-4-2/h13,15,33-34,37-38H,3-12,14,16-32H2,1-2H3,(H,41,42)/b15-13-/t33-,34+/m0/s1	XCTIWOKWRYGEOE-RMXHKZMYSA-N	692.4628349			MMDBc0030249
BASm0017677	PS(14:0/17:0)	PS(14:0/17:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0/17:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one heptadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC)C(O)=O	C37H72NO10P	InChI=1S/C37H72NO10P/c1-3-5-7-9-11-13-15-16-17-19-21-23-25-27-29-36(40)48-33(31-46-49(43,44)47-32-34(38)37(41)42)30-45-35(39)28-26-24-22-20-18-14-12-10-8-6-4-2/h33-34H,3-32,38H2,1-2H3,(H,41,42)(H,43,44)/t33-,34-/m1/s1	PJCUMCRIZXYQCZ-KKLWWLSJSA-N	721.4893845			MMDBc0030250
BASm0017678	PS(14:0/19:0)	PS(14:0/19:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0/19:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one nonadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC)C(O)=O	C39H76NO10P	InChI=1S/C39H76NO10P/c1-3-5-7-9-11-13-15-16-17-18-19-21-23-25-27-29-31-38(42)50-35(33-48-51(45,46)49-34-36(40)39(43)44)32-47-37(41)30-28-26-24-22-20-14-12-10-8-6-4-2/h35-36H,3-34,40H2,1-2H3,(H,43,44)(H,45,46)/t35-,36-/m1/s1	FNNKZGLUHWEJFZ-LQFQNGICSA-N	749.5206846			MMDBc0030251
BASm0017679	PS(16:0/17:0)	PS(16:0/17:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:0/17:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one heptadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC)C(O)=O	C39H76NO10P	InChI=1S/C39H76NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-38(42)50-35(33-48-51(45,46)49-34-36(40)39(43)44)32-47-37(41)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h35-36H,3-34,40H2,1-2H3,(H,43,44)(H,45,46)/t35-,36-/m1/s1	FGTDKOJBXKZLFG-LQFQNGICSA-N	749.5206846			MMDBc0030252
BASm0017680	PS(16:0/19:0)	PS(16:0/19:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:0/19:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one nonadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC)C(O)=O	C41H80NO10P	InChI=1S/C41H80NO10P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-40(44)52-37(35-50-53(47,48)51-36-38(42)41(45)46)34-49-39(43)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h37-38H,3-36,42H2,1-2H3,(H,45,46)(H,47,48)/t37-,38-/m1/s1	HKWOEGDFAHOQQO-XPSQVAKYSA-N	777.5519848			MMDBc0030253
BASm0017681	PS(18:1(11Z)/14:0)	PS(18:1(11Z)/14:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(18:1(11Z)/14:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and  one tetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC)C(O)=O	C38H72NO10P	InChI=1S/C38H72NO10P/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-36(40)46-31-34(32-47-50(44,45)48-33-35(39)38(42)43)49-37(41)30-28-26-24-22-19-14-12-10-8-6-4-2/h13,15,34-35H,3-12,14,16-33,39H2,1-2H3,(H,42,43)(H,44,45)/b15-13-/t34-,35+/m1/s1	NEAKGADOSSEPBF-NUZFNMCPSA-N	733.4893845			MMDBc0030254
BASm0017682	PG(19:0/14:0)	PG(14:0/19:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/19:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one nonadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C39H77O10P	InChI=1S/C39H77O10P/c1-3-5-7-9-11-13-15-16-17-18-19-21-22-24-26-28-30-38(42)46-34-37(35-48-50(44,45)47-33-36(41)32-40)49-39(43)31-29-27-25-23-20-14-12-10-8-6-4-2/h36-37,40-41H,3-35H2,1-2H3,(H,44,45)/t36-,37+/m0/s1	DTAKYBBKAGWHOP-PQQNNWGCSA-N	736.5254352			MMDBc0030255
BASm0017683	PS(17:0/14:0)	PS(17:0/14:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(17:0/14:0), in particular, consists of one heptadecanoyl chain  to the C-1 atom, and  one tetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)C(O)=O	C37H72NO10P	InChI=1S/C37H72NO10P/c1-3-5-7-9-11-13-15-16-17-19-20-22-24-26-28-35(39)45-30-33(31-46-49(43,44)47-32-34(38)37(41)42)48-36(40)29-27-25-23-21-18-14-12-10-8-6-4-2/h33-34H,3-32,38H2,1-2H3,(H,41,42)(H,43,44)/t33-,34-/m1/s1	XQGFIVOPIGEMSQ-KKLWWLSJSA-N	721.4893845			MMDBc0030256
BASm0017684	PS(17:0/19:0)	PS(17:0/19:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(17:0/19:0), in particular, consists of one heptadecanoyl chain  to the C-1 atom, and  one nonadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC)C(O)=O	C42H82NO10P	InChI=1S/C42H82NO10P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-41(45)53-38(36-51-54(48,49)52-37-39(43)42(46)47)35-50-40(44)33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h38-39H,3-37,43H2,1-2H3,(H,46,47)(H,48,49)/t38-,39-/m1/s1	HGTZIENQZHVCBI-LJEWAXOPSA-N	791.5676348			MMDBc0030257
BASm0017685	PS(19:0/14:0)	PS(19:0/14:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:0/14:0), in particular, consists of one nonadecanoyl chain  to the C-1 atom, and  one tetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)C(O)=O	C39H76NO10P	InChI=1S/C39H76NO10P/c1-3-5-7-9-11-13-15-16-17-18-19-21-22-24-26-28-30-37(41)47-32-35(33-48-51(45,46)49-34-36(40)39(43)44)50-38(42)31-29-27-25-23-20-14-12-10-8-6-4-2/h35-36H,3-34,40H2,1-2H3,(H,43,44)(H,45,46)/t35-,36-/m1/s1	UHEHSYFKZGZQGV-LQFQNGICSA-N	749.5206846			MMDBc0030258
BASm0017686	PS(19:0/16:0)	PS(19:0/16:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:0/16:0), in particular, consists of one nonadecanoyl chain  to the C-1 atom, and  one hexadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)C(O)=O	C41H80NO10P	InChI=1S/C41H80NO10P/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-32-39(43)49-34-37(35-50-53(47,48)51-36-38(42)41(45)46)52-40(44)33-31-29-27-25-23-20-16-14-12-10-8-6-4-2/h37-38H,3-36,42H2,1-2H3,(H,45,46)(H,47,48)/t37-,38-/m1/s1	SLDIIFWULQCIJJ-XPSQVAKYSA-N	777.5519848			MMDBc0030259
BASm0017687	PS(19:0/17:0)	PS(19:0/17:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:0/17:0), in particular, consists of one nonadecanoyl chain  to the C-1 atom, and  one heptadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC)C(O)=O	C42H82NO10P	InChI=1S/C42H82NO10P/c1-3-5-7-9-11-13-15-17-19-20-22-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-21-18-16-14-12-10-8-6-4-2/h38-39H,3-37,43H2,1-2H3,(H,46,47)(H,48,49)/t38-,39-/m1/s1	ZEBPAELBSPEZJD-LJEWAXOPSA-N	791.5676348			MMDBc0030260
BASm0017688	PS(19:0/19:0)	PS(19:0/19:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(19:0/19:0), in particular, consists of two nonadecanoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC)C(O)=O	C44H86NO10P	InChI=1S/C44H86NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-42(46)52-37-40(38-53-56(50,51)54-39-41(45)44(48)49)55-43(47)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h40-41H,3-39,45H2,1-2H3,(H,48,49)(H,50,51)/t40-,41-/m1/s1	OLTABEWGQORFEJ-GYOJGHLZSA-N	819.598935			MMDBc0030261
BASm0017689	PG(18:1(11Z)/14:0)	PG(14:0/18:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/18:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC	C38H73O10P	InChI=1S/C38H73O10P/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-37(41)45-33-36(34-47-49(43,44)46-32-35(40)31-39)48-38(42)30-28-26-24-22-19-14-12-10-8-6-4-2/h13,15,35-36,39-40H,3-12,14,16-34H2,1-2H3,(H,43,44)/b15-13-/t35-,36-/m1/s1	RLKNQCBSMHWYDB-YNJXHKFOSA-N	720.4941355			MMDBc0030262
BASm0017690	PG(16:0/17:0)	PG(17:0/16:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(17:0/16:0), in particular, consists of one heptadecanoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC	C39H77O10P	InChI=1S/C39H77O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-39(43)49-37(35-48-50(44,45)47-33-36(41)32-40)34-46-38(42)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h36-37,40-41H,3-35H2,1-2H3,(H,44,45)/t36-,37+/m0/s1	MXWSMQMRZPPNRI-PQQNNWGCSA-N	736.5254352			MMDBc0030263
BASm0017691	PS(14:0/18:1(11Z))	PS(14:0/18:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0/18:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)C(O)=O	C38H72NO10P	InChI=1S/C38H72NO10P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-37(41)49-34(32-47-50(44,45)48-33-35(39)38(42)43)31-46-36(40)29-27-25-23-21-19-14-12-10-8-6-4-2/h13,15,34-35H,3-12,14,16-33,39H2,1-2H3,(H,42,43)(H,44,45)/b15-13-/t34-,35-/m1/s1	AWZXKXJVMIKLFB-BBUHJJAOSA-N	733.4893845			MMDBc0030264
BASm0017692	PS(18:1(11Z)/16:0)	PS(18:1(11Z)/16:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(18:1(11Z)/16:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and  one hexadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC)C(O)=O	C40H76NO10P	InChI=1S/C40H76NO10P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-38(42)48-33-36(34-49-52(46,47)50-35-37(41)40(44)45)51-39(43)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h13,15,36-37H,3-12,14,16-35,41H2,1-2H3,(H,44,45)(H,46,47)/b15-13-/t36-,37+/m1/s1	MXODENYWDIJSEN-FXBTWRSESA-N	761.5206846			MMDBc0030265
BASm0017693	PG(16:1(9Z)/14:0)	PG(14:0/16:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/16:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC	C36H69O10P	InChI=1S/C36H69O10P/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-35(39)43-31-34(32-45-47(41,42)44-30-33(38)29-37)46-36(40)28-26-24-22-20-17-14-12-10-8-6-4-2/h13,15,33-34,37-38H,3-12,14,16-32H2,1-2H3,(H,41,42)/b15-13-/t33-,34-/m1/s1	ZRLOULAYSOHIEF-KDTZILTOSA-N	692.4628354			MMDBc0030266
BASm0017694	PS(18:1(11Z)/18:1(11Z))	PS(18:1(11Z)/18:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(18:1(11Z)/18:1(11Z)), in particular, consists of two 11Z-octadecenoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)C(O)=O	C42H78NO10P	InChI=1S/C42H78NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,38-39H,3-12,17-37,43H2,1-2H3,(H,46,47)(H,48,49)/b15-13-,16-14-/t38-,39-/m1/s1	CZIBEPMLQVZXGD-GOHYIXIGSA-N	787.5363347			MMDBc0030267
BASm0017695	PS(18:1(11Z)/16:1(9Z))	PS(18:1(11Z)/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(18:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)C(O)=O	C40H74NO10P	InChI=1S/C40H74NO10P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-38(42)48-33-36(34-49-52(46,47)50-35-37(41)40(44)45)51-39(43)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h13-16,36-37H,3-12,17-35,41H2,1-2H3,(H,44,45)(H,46,47)/b15-13-,16-14-/t36-,37-/m1/s1	NYEULIFCOVEHLP-AYSRWGEMSA-N	759.5050346			MMDBc0030268
BASm0017696	PS(17:0/16:0)	PS(17:0/16:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(17:0/16:0), in particular, consists of one heptadecanoyl chain  to the C-1 atom, and  one hexadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)C(O)=O	C39H76NO10P	InChI=1S/C39H76NO10P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-37(41)47-32-35(33-48-51(45,46)49-34-36(40)39(43)44)50-38(42)31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h35-36H,3-34,40H2,1-2H3,(H,43,44)(H,45,46)/t35-,36-/m1/s1	BALXXJCQFSWSQR-LQFQNGICSA-N	749.5206846			MMDBc0030269
BASm0017697	PS(17:0/17:0)	PS(17:0/17:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(17:0/17:0), in particular, consists of two heptadecanoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC)C(O)=O	C40H78NO10P	InChI=1S/C40H78NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-38(42)48-33-36(34-49-52(46,47)50-35-37(41)40(44)45)51-39(43)32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h36-37H,3-35,41H2,1-2H3,(H,44,45)(H,46,47)/t36-,37+/m1/s1	SCWVNRVOGVIXNF-AARKOHAPSA-N	763.5363347			MMDBc0030270
BASm0017698	PS(16:1(9Z)/18:1(11Z))	PS(16:1(9Z)/18:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)C(O)=O	C40H74NO10P	InChI=1S/C40H74NO10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h13-16,36-37H,3-12,17-35,41H2,1-2H3,(H,44,45)(H,46,47)/b15-13-,16-14-/t36-,37-/m1/s1	MLQMHVBZROKIFK-AYSRWGEMSA-N	759.5050346			MMDBc0030271
BASm0017699	PE(18:1(11Z)/17:0)	PE(18:1(11Z)/17:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(11Z)/17:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and  one heptadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41)49-40(43)33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h13,15,38H,3-12,14,16-37,41H2,1-2H3,(H,44,45)/b15-13-/t38-/m1/s1	KICWWHFBLKKSRG-IUXSEFJDSA-N	731.5465055			MMDBc0030272
BASm0017700	PE(18:1(11Z)/19:0)	PE(18:1(11Z)/19:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(11Z)/19:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and  one nonadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43)38-48-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,40H,3-13,15,17-39,43H2,1-2H3,(H,46,47)/b16-14-/t40-/m1/s1	PYBDPIUEGBFBTA-HDIMKZOVSA-N	759.5778056			MMDBc0030273
BASm0017701	PE(17:0/16:1(9Z))	PE(17:0/16:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(17:0/16:1(9Z)), in particular, consists of one heptadecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-37(40)44-34-36(35-46-48(42,43)45-33-32-39)47-38(41)31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h14,16,36H,3-13,15,17-35,39H2,1-2H3,(H,42,43)/b16-14-/t36-/m1/s1	HPHKBIBKNIIZJX-ZYODFBQNSA-N	703.5152053			MMDBc0030274
BASm0017702	PE(19:0/18:1(11Z))	PE(19:0/18:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:0/18:1(11Z)), in particular, consists of one nonadecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43)51-42(45)35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h14,16,40H,3-13,15,17-39,43H2,1-2H3,(H,46,47)/b16-14-/t40-/m1/s1	DJZZCWKDQQMIEG-HDIMKZOVSA-N	759.5778056			MMDBc0030275
BASm0017703	PE(17:0/18:1(11Z))	PE(17:0/18:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(17:0/18:1(11Z)), in particular, consists of one heptadecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41)36-46-39(42)32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,38H,3-12,14,16-37,41H2,1-2H3,(H,44,45)/b15-13-/t38-/m1/s1	JROJLLFMPYGMCV-IUXSEFJDSA-N	731.5465055			MMDBc0030276
BASm0017704	PE(19:0/16:1(9Z))	PE(19:0/16:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:0/16:1(9Z)), in particular, consists of one nonadecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41)49-40(43)33-31-29-27-25-23-20-16-14-12-10-8-6-4-2/h14,16,38H,3-13,15,17-37,41H2,1-2H3,(H,44,45)/b16-14-/t38-/m1/s1	GLBMVRUCYQCKGC-GFPLNVHWSA-N	731.5465055			MMDBc0030278
BASm0017705	PE(16:1(9Z)/17:0)	PE(16:1(9Z)/17:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/17:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one heptadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39)34-44-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,36H,3-13,15,17-35,39H2,1-2H3,(H,42,43)/b16-14-/t36-/m1/s1	WSLONBAGRNPTKG-ZYODFBQNSA-N	703.5152053			MMDBc0030279
BASm0017706	PE(16:1(9Z)/19:0)	PE(16:1(9Z)/19:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/19:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one nonadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41)36-46-39(42)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h14,16,38H,3-13,15,17-37,41H2,1-2H3,(H,44,45)/b16-14-/t38-/m1/s1	XCZHCGOXFBCADO-GFPLNVHWSA-N	731.5465055			MMDBc0030280
BASm0017707	PG(17:0/18:1(11Z))	PG(18:1(11Z)/17:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/17:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one heptadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H]\C(CCCCCC)=C(/[H])CCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)CO	C41H79O10P	InChI=1S/C41H79O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(45)51-39(37-50-52(46,47)49-35-38(43)34-42)36-48-40(44)32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,38-39,42-43H,3-12,14,16-37H2,1-2H3,(H,46,47)/b15-13-/t38-,39+/m0/s1	LTIMJOQJSBVVQU-LFZSHSSHSA-N	762.5410853			MMDBc0030281
BASm0017708	PG(19:0/18:1(11Z))	PG(18:1(11Z)/19:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/19:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one nonadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C43H83O10P	InChI=1S/C43H83O10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-42(46)50-38-41(39-52-54(48,49)51-37-40(45)36-44)53-43(47)35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h14,16,40-41,44-45H,3-13,15,17-39H2,1-2H3,(H,48,49)/b16-14-/t40-,41+/m0/s1	BGUZYINAHUNNTB-HLEWSJEYSA-N	790.5723854			MMDBc0030282
BASm0017709	PG(18:1(11Z)/17:0)	PG(17:0/18:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(17:0/18:1(11Z)), in particular, consists of one heptadecanoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCC	C41H79O10P	InChI=1S/C41H79O10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-40(44)48-36-39(37-50-52(46,47)49-35-38(43)34-42)51-41(45)33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h13,15,38-39,42-43H,3-12,14,16-37H2,1-2H3,(H,46,47)/b15-13-/t38-,39-/m1/s1	OIQAMORTNGQUSS-WRKYLRESSA-N	762.5410857			MMDBc0030283
BASm0017710	PG(16:1(9Z)/17:0)	PG(17:0/16:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(17:0/16:1(9Z)), in particular, consists of one heptadecanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCC	C39H75O10P	InChI=1S/C39H75O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-39(43)49-37(35-48-50(44,45)47-33-36(41)32-40)34-46-38(42)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,36-37,40-41H,3-13,15,17-35H2,1-2H3,(H,44,45)/b16-14-/t36-,37-/m1/s1	NCKDJCYZMBDFNM-OAQISMCJSA-N	734.5097856			MMDBc0030284
BASm0017711	PG(18:1(11Z)/19:0)	PG(19:0/18:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:0/18:1(11Z)), in particular, consists of one nonadecanoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC	C43H83O10P	InChI=1S/C43H83O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-43(47)53-41(39-52-54(48,49)51-37-40(45)36-44)38-50-42(46)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,40-41,44-45H,3-13,15,17-39H2,1-2H3,(H,48,49)/b16-14-/t40-,41-/m1/s1	LRBDAGODQZBQJG-RHYWPTEDSA-N	790.5723859			MMDBc0030285
BASm0017712	PG(16:1(9Z)/19:0)	PG(19:0/16:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:0/16:1(9Z)), in particular, consists of one nonadecanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC	C41H79O10P	InChI=1S/C41H79O10P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-41(45)51-39(37-50-52(46,47)49-35-38(43)34-42)36-48-40(44)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h14,16,38-39,42-43H,3-13,15,17-37H2,1-2H3,(H,46,47)/b16-14-/t38-,39-/m1/s1	NIORGITWJYXLNF-GYNJEZAQSA-N	762.5410857			MMDBc0030286
BASm0017713	PG(17:0/16:1(9Z))	PG(16:1(9Z)/17:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/17:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one heptadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C39H75O10P	InChI=1S/C39H75O10P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-38(42)46-34-37(35-48-50(44,45)47-33-36(41)32-40)49-39(43)31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h14,16,36-37,40-41H,3-13,15,17-35H2,1-2H3,(H,44,45)/b16-14-/t36-,37+/m0/s1	MHNGEXBQDYOSOH-ILKHLXMCSA-N	734.5097851			MMDBc0030287
BASm0017714	PG(17:0/16:0)	PG(16:0/17:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/17:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one heptadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C39H77O10P	InChI=1S/C39H77O10P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-38(42)46-34-37(35-48-50(44,45)47-33-36(41)32-40)49-39(43)31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h36-37,40-41H,3-35H2,1-2H3,(H,44,45)/t36-,37+/m0/s1	ILTOCVUJZXMWRV-PQQNNWGCSA-N	736.5254352			MMDBc0030288
BASm0017715	PG(19:0/16:1(9Z))	PG(16:1(9Z)/19:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/19:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one nonadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C41H79O10P	InChI=1S/C41H79O10P/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-32-40(44)48-36-39(37-50-52(46,47)49-35-38(43)34-42)51-41(45)33-31-29-27-25-23-20-16-14-12-10-8-6-4-2/h14,16,38-39,42-43H,3-13,15,17-37H2,1-2H3,(H,46,47)/b16-14-/t38-,39+/m0/s1	FUJINBUACNLJIK-VIGWCXIXSA-N	762.5410853			MMDBc0030289
BASm0017716	PS(18:1(11Z)/17:0)	PS(18:1(11Z)/17:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(18:1(11Z)/17:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and  one heptadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCC)C(O)=O	C41H78NO10P	InChI=1S/C41H78NO10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-39(43)49-34-37(35-50-53(47,48)51-36-38(42)41(45)46)52-40(44)33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h13,15,37-38H,3-12,14,16-36,42H2,1-2H3,(H,45,46)(H,47,48)/b15-13-/t37-,38+/m1/s1	BZZADINBGMJONP-QHCJMXLTSA-N	775.5363347			MMDBc0030290
BASm0017717	PS(18:1(11Z)/19:0)	PS(18:1(11Z)/19:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(18:1(11Z)/19:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and  one nonadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC)C(O)=O	C43H82NO10P	InChI=1S/C43H82NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-42(46)54-39(37-52-55(49,50)53-38-40(44)43(47)48)36-51-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,39-40H,3-13,15,17-38,44H2,1-2H3,(H,47,48)(H,49,50)/b16-14-/t39-,40+/m1/s1	VYZDCMZXQAQTMP-AQHBKVOKSA-N	803.5676348			MMDBc0030291
BASm0017718	PS(17:0/18:1(11Z))	PS(17:0/18:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(17:0/18:1(11Z)), in particular, consists of one heptadecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)C(O)=O	C41H78NO10P	InChI=1S/C41H78NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)52-37(35-50-53(47,48)51-36-38(42)41(45)46)34-49-39(43)32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,37-38H,3-12,14,16-36,42H2,1-2H3,(H,45,46)(H,47,48)/b15-13-/t37-,38-/m1/s1	JPBOTHMZRMGEJK-XCKWHSEUSA-N	775.5363347			MMDBc0030292
BASm0017719	PS(17:0/16:1(9Z))	PS(17:0/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(17:0/16:1(9Z)), in particular, consists of one heptadecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)C(O)=O	C39H74NO10P	InChI=1S/C39H74NO10P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-37(41)47-32-35(33-48-51(45,46)49-34-36(40)39(43)44)50-38(42)31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h14,16,35-36H,3-13,15,17-34,40H2,1-2H3,(H,43,44)(H,45,46)/b16-14-/t35-,36-/m1/s1	PCMKRSXMRCAADT-CSLYACKNSA-N	747.5050346			MMDBc0030293
BASm0017720	PS(19:0/18:1(11Z))	PS(19:0/18:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:0/18:1(11Z)), in particular, consists of one nonadecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)C(O)=O	C43H82NO10P	InChI=1S/C43H82NO10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-41(45)51-36-39(37-52-55(49,50)53-38-40(44)43(47)48)54-42(46)35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h14,16,39-40H,3-13,15,17-38,44H2,1-2H3,(H,47,48)(H,49,50)/b16-14-/t39-,40-/m1/s1	PTJACVPFEPFPHY-CVRLEVSDSA-N	803.5676348			MMDBc0030294
BASm0017721	PS(19:0/16:1(9Z))	PS(19:0/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:0/16:1(9Z)), in particular, consists of one nonadecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)C(O)=O	C41H78NO10P	InChI=1S/C41H78NO10P/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-32-39(43)49-34-37(35-50-53(47,48)51-36-38(42)41(45)46)52-40(44)33-31-29-27-25-23-20-16-14-12-10-8-6-4-2/h14,16,37-38H,3-13,15,17-36,42H2,1-2H3,(H,45,46)(H,47,48)/b16-14-/t37-,38-/m1/s1	XFQFHIIMHHWDDF-BFEBGPDFSA-N	775.5363347			MMDBc0030295
BASm0017722	PS(16:1(9Z)/17:0)	PS(16:1(9Z)/17:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:1(9Z)/17:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one heptadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCC)C(O)=O	C39H74NO10P	InChI=1S/C39H74NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-38(42)50-35(33-48-51(45,46)49-34-36(40)39(43)44)32-47-37(41)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,35-36H,3-13,15,17-34,40H2,1-2H3,(H,43,44)(H,45,46)/b16-14-/t35-,36-/m1/s1	GWQLJJREXQKCKO-CSLYACKNSA-N	747.5050346			MMDBc0030296
BASm0017723	PS(16:1(9Z)/19:0)	PS(16:1(9Z)/19:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:1(9Z)/19:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one nonadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC)C(O)=O	C41H78NO10P	InChI=1S/C41H78NO10P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-40(44)52-37(35-50-53(47,48)51-36-38(42)41(45)46)34-49-39(43)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h14,16,37-38H,3-13,15,17-36,42H2,1-2H3,(H,45,46)(H,47,48)/b16-14-/t37-,38-/m1/s1	BKTZBQLVKHCDPJ-BFEBGPDFSA-N	775.5363347			MMDBc0030297
BASm0017724	PG(19:0/16:0)	PG(16:0/19:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/19:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one nonadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C41H81O10P	InChI=1S/C41H81O10P/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-32-40(44)48-36-39(37-50-52(46,47)49-35-38(43)34-42)51-41(45)33-31-29-27-25-23-20-16-14-12-10-8-6-4-2/h38-39,42-43H,3-37H2,1-2H3,(H,46,47)/t38-,39+/m0/s1	WXDNYCHHTCISSS-ZESVVUHVSA-N	764.5567353			MMDBc0030298
BASm0017725	PG(14:0/18:1(11Z))	PG(18:1(11Z)/14:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/14:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H]\C(CCCCCC)=C(/[H])CCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)CO	C38H73O10P	InChI=1S/C38H73O10P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-38(42)48-36(34-47-49(43,44)46-32-35(40)31-39)33-45-37(41)29-27-25-23-21-19-14-12-10-8-6-4-2/h13,15,35-36,39-40H,3-12,14,16-34H2,1-2H3,(H,43,44)/b15-13-/t35-,36+/m0/s1	JPANMUPDJJASKM-BWTMDTOGSA-N	720.4941351			MMDBc0030299
BASm0017726	PG(14:0/17:0)	PG(17:0/14:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(17:0/14:0), in particular, consists of one heptadecanoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC	C37H73O10P	InChI=1S/C37H73O10P/c1-3-5-7-9-11-13-15-16-17-19-21-23-25-27-29-37(41)47-35(33-46-48(42,43)45-31-34(39)30-38)32-44-36(40)28-26-24-22-20-18-14-12-10-8-6-4-2/h34-35,38-39H,3-33H2,1-2H3,(H,42,43)/t34-,35+/m0/s1	XEWGNFBGFJTIKP-OIDHKYIRSA-N	708.4941351			MMDBc0030300
BASm0017727	PG(19:0/17:0)	PG(17:0/19:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(17:0/19:0), in particular, consists of one heptadecanoyl chain  to the C-1 atom, and one nonadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC	C42H83O10P	InChI=1S/C42H83O10P/c1-3-5-7-9-11-13-15-17-19-20-22-23-25-27-29-31-33-41(45)49-37-40(38-51-53(47,48)50-36-39(44)35-43)52-42(46)34-32-30-28-26-24-21-18-16-14-12-10-8-6-4-2/h39-40,43-44H,3-38H2,1-2H3,(H,47,48)/t39-,40+/m0/s1	OBCQBHSYJXRZTI-IOLBBIBUSA-N	778.5723854			MMDBc0030301
BASm0017728	LPS (1-O-antigen)	Lipopolysaccharides (LPS), also known as lipoglycans, are large molecules consisting of a lipid and a polysaccharide joined by a covalent bond; they are found in the outer membrane of Gram-negative bacteria, act as endotoxins and elicit strong immune responses in animals. LPS consists of three parts: O antigen (or O polysaccharide), core polysaccharide and lipid A.When LPS contains a repetitive glycan polymer this is referred to as the O antigen, O polysaccharide, or O side chain of the bacteria. LPS (1-o-antigen) contains only one unit of O antigen. The O antigen is attached to the core oligosaccharide, and comprises the outermost domain of the LPS molecule. The composition of the O chain varies from strain to strain, for example there are over 160 different O antigen structures produced by different E. coli strains. The presence or absence of O chains determine whether the LPS is considered rough or smooth. Full length O-chains would render the LPS smooth while the absence or reduction of O-chains would make the LPS rough. Bacteria with rough LPS usually have more penetrable cell membranes to hydrophobic antibiotics since a rough LPS is more hydrophobic. O antigen is exposed on the very outer surface of the bacterial cell, and as a consequence, is a target for recognition by host antibodies.		Solid	[H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO[C@]2([H])O[C@]([H])(CO[C@]3(O[C@]([H])([C@@]([H])(C)CO)[C@@]([H])(OC4([H])O[C@]([H])([C@@]([H])(C)CO)[C@@]([H])(OP(O)(=O)OP(O)(=O)OCCN)[C@]([H])(OC5([H])O[C@]([H])([C@@]([H])(C)COC6([H])O[C@]([H])([C@@]([H])(C)CO)[C@@]([H])(OP(O)(O)=O)[C@]([H])(O)[C@]6([H])O)[C@@]([H])(O)[C@]([H])(OC6([H])O[C@]([H])(CO[C@@]7([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)[C@@]7([H])O)[C@@]([H])(O)[C@]([H])(O[C@@]7([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)[C@@]7([H])OC7([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O[C@]8([H])O[C@]([H])(CO[C@]9([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]9([H])NC(O)=N)[C@]([H])(O)[C@]([H])(O[C@]9([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O[C@@]%10([H])O[C@]([H])(CO[C@@]%11([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)[C@@]%11([H])O)[C@]([H])(O)[C@]([H])(O)[C@@]%10([H])O)[C@@]9([H])N=C(C)O)[C@@]8([H])N=C(C)O)[C@@]7([H])O[C@]7([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]7([H])NC(O)=N)[C@@]6([H])O)[C@]5([H])O)[C@]4([H])O)[C@]([H])(O[C@]4(O[C@]([H])([C@@]([H])(C)CO)[C@@]([H])(O)[C@]([H])(O[C@]5(O[C@]([H])([C@@]([H])(C)CO)[C@@]([H])(O)[C@]([H])(OP(O)(=O)OCCN)[C@]5([H])O)C(O)=O)[C@]4([H])O)C(O)=O)[C@]3([H])O)C(O)=O)[C@@]([H])(OP(O)(O)=O)[C@]([H])(OC(=O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@]2([H])N=C(O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)O[C@]([H])(OP(O)(O)=O)[C@]1([H])N=C(O)C[C@]([H])(O)CCCCCCCCCCC	C215H386N10O123P6	InChI=1S/C215H386N10O123P6/c1-15-21-27-33-39-45-46-52-58-64-70-76-130(245)311-114(74-68-62-56-50-43-37-31-25-19-5)84-132(247)325-177-138(223-128(243)83-113(73-67-61-55-49-42-36-30-24-18-4)310-129(244)75-69-63-57-51-44-38-32-26-20-6)194(304-100-124-147(256)174(324-131(246)82-112(241)72-66-60-54-48-41-35-29-23-17-3)137(198(320-124)347-351(293,294)295)222-127(242)81-111(240)71-65-59-53-47-40-34-28-22-16-2)323-126(173(177)343-349(287,288)289)102-307-213(208(279)280)192(278)188(342-214(209(281)282)190(276)183(162(271)168(338-214)103(7)85-226)341-215(210(283)284)191(277)184(345-352(296,297)308-79-77-216)163(272)169(339-215)104(8)86-227)186(172(340-213)107(11)89-230)336-205-166(275)181(187(171(328-205)106(10)88-229)346-354(300,301)348-353(298,299)309-80-78-217)334-204-165(274)179(161(270)167(326-204)108(12)97-302-201-160(269)156(265)182(344-350(290,291)292)170(327-201)105(9)87-228)331-203-164(273)178(149(258)125(322-203)101-306-200-158(267)153(262)142(251)118(93-234)316-200)332-206-185(155(264)143(252)119(94-235)317-206)335-207-189(337-195-134(225-212(219)286)151(260)140(249)116(91-232)313-195)180(146(255)121(96-237)318-207)333-197-136(221-110(14)239)176(148(257)123(319-197)99-303-193-133(224-211(218)285)150(259)139(248)115(90-231)312-193)329-196-135(220-109(13)238)175(145(254)120(95-236)314-196)330-202-159(268)154(263)144(253)122(321-202)98-305-199-157(266)152(261)141(250)117(92-233)315-199/h103-108,111-126,133-207,226-237,240-241,248-278H,15-102,216-217H2,1-14H3,(H,220,238)(H,221,239)(H,222,242)(H,223,243)(H,279,280)(H,281,282)(H,283,284)(H,296,297)(H,298,299)(H,300,301)(H3,218,224,285)(H3,219,225,286)(H2,287,288,289)(H2,290,291,292)(H2,293,294,295)	CWWMHIJTLCZEJI-UHFFFAOYSA-N	5262.26827			MMDBc0030302
BASm0017729	LPS (4-O-antigen)	Lipopolysaccharides (LPS), also known as lipoglycans, are large molecules consisting of a lipid and a polysaccharide joined by a covalent bond; they are found in the outer membrane of Gram-negative bacteria, act as endotoxins and elicit strong immune responses in animals. LPS consists of three parts: O antigen (or O polysaccharide), core polysaccharide and lipid A.When LPS contains a repetitive glycan polymer this is referred to as the O antigen, O polysaccharide, or O side chain of the bacteria. LPS (1-o-antigen) contains four units of O antigen. The O antigen is attached to the core oligosaccharide, and comprises the outermost domain of the LPS molecule. The composition of the O chain varies from strain to strain, for example there are over 160 different O antigen structures produced by different E. coli strains. The presence or absence of O chains determine whether the LPS is considered rough or smooth. Full length O-chains would render the LPS smooth while the absence or reduction of O-chains would make the LPS rough. Bacteria with rough LPS usually have more penetrable cell membranes to hydrophobic antibiotics since a rough LPS is more hydrophobic. O antigen is exposed on the very outer surface of the bacterial cell, and as a consequence, is a target for recognition by host antibodies.		Solid	P(O[C@]1(O[C@@]([H])([C@@]([H])(O)[C@]([H])(OC(=O)C[C@]([H])(O)CCCCCCCCCCC)[C@]1(N=C(O)C[C@]([H])(O)CCCCCCCCCCC)[H])CO[C@@]1(O[C@]([H])(CO[C@]2(O[C@]([H])([C@@]([H])(C)CO)[C@]([H])([C@@](O[C@]3(O[C@]([H])([C@@]([H])(C)CO)[C@@]([H])(O)[C@@](O[C@]4(O[C@]([H])([C@@]([H])(C)CO)[C@@]([H])(O)[C@@](OP(O)(=O)OCCN)([H])[C@]4([H])O)C(O)=O)([H])[C@]3([H])O)C(O)=O)([H])[C@]2([H])O)OC2(O[C@]([H])([C@@]([H])(C)CO)[C@](OP(OP(O)(=O)OCCN)(O)=O)([H])[C@@]([H])([C@]2([H])O)OC2(O[C@]([H])([C@@]([H])(C)COC3(O[C@]([H])([C@@]([H])(C)CO)[C@](OP(O)(O)=O)([H])[C@]([H])(O)[C@]3([H])O)[H])[C@@]([H])(O)[C@@]([H])([C@]2([H])O)OC2(O[C@@]([H])([C@@]([H])(O)[C@@]([H])([C@@]2([H])O)O[C@]2(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]2([H])OC2(O[C@@]([H])([C@@]([H])(O)[C@@]([H])([C@@]2([H])O[C@@]2(O[C@@]([H])([C@@]([H])(O)[C@]([H])(O)[C@@]2([H])NC(O)=N)CO)[H])O[C@@]2(O[C@@]([H])([C@]([H])(O)[C@@]([H])([C@]2(N=C(C)O)[H])O[C@@]2(O[C@@]([H])([C@]([H])(O)[C@]([H])(O[C@]3(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]3([H])O[C@@]3(O[C@@]([H])([C@]([H])(O)[C@@]([H])([C@]3(N=C(C)O)[H])O[C@@]3(O[C@@]([H])([C@]([H])(O)[C@]([H])(O[C@]4(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]4([H])O[C@@]4(O[C@@]([H])([C@]([H])(O)[C@@]([H])([C@]4(N=C(C)O)[H])O[C@@]4(O[C@@]([H])([C@]([H])(O)[C@]([H])(O[C@]5(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]5([H])O[C@@]5(O[C@@]([H])([C@]([H])(O)[C@@]([H])([C@]5(N=C(C)O)[H])O[C@@]5(O[C@@]([H])([C@]([H])(O)[C@]([H])(O[C@]6(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]6([H])O)CO[C@]6(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]6([H])O)CO)[H])[H])[C@]5(N=C(C)O)[H])CO)[H])CO[C@@]5(O[C@@]([H])([C@@]([H])(O)[C@]([H])(O)[C@@]5([H])NC(O)=N)CO)[H])[H])CO[C@]5(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]5([H])O)CO)[H])[H])[C@]4(N=C(C)O)[H])CO)[H])CO[C@@]4(O[C@@]([H])([C@@]([H])(O)[C@]([H])(O)[C@@]4([H])NC(O)=N)CO)[H])[H])CO[C@]4(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]4([H])O)CO)[H])[H])[C@]3(N=C(C)O)[H])CO)[H])CO[C@@]3(O[C@@]([H])([C@@]([H])(O)[C@]([H])(O)[C@@]3([H])NC(O)=N)CO)[H])[H])CO[C@]3(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]3([H])O)CO)[H])[H])[C@]2(N=C(C)O)[H])CO)[H])CO[C@@]2(O[C@@]([H])([C@@]([H])(O)[C@]([H])(O)[C@@]2([H])NC(O)=N)CO)[H])[H])CO)[H])CO)[H])CO[C@]2(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]2([H])O)CO)[H])[H])[H])[H])C(O)=O)[C@](OP(O)(O)=O)([H])[C@]([H])(OC(=O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@]1(N=C(O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[H])[H])[H])(O)(O)=O	C320H560N22O198P6	InChI=1S/C320H560N22O198P6/c1-21-27-33-39-45-51-52-58-64-70-76-82-172(377)479-141(80-74-68-62-56-49-43-37-31-25-5)90-174(379)508-261-189(337-170(375)89-140(79-73-67-61-55-48-42-36-30-24-4)478-171(376)81-75-69-63-57-50-44-38-32-26-6)284(469-121-166-210(400)252(507-173(378)88-139(373)78-72-66-60-54-47-41-35-29-23-3)188(294(500-166)539-543(455,456)457)336-169(374)87-138(372)77-71-65-59-53-46-40-34-28-22-2)506-168(251(261)535-541(449,450)451)123-475-318(310(438)439)279(437)275(534-319(311(440)441)277(435)267(240(430)246(530-319)124(7)91-343)533-320(312(442)443)278(436)268(537-544(458,459)476-85-83-321)241(431)247(531-320)125(8)92-344)273(250(532-318)128(11)95-347)528-304-244(434)265(274(249(511-304)127(10)94-346)538-546(462,463)540-545(460,461)477-86-84-322)523-303-243(433)263(239(429)245(509-303)129(12)112-464-300-238(428)231(421)266(536-542(452,453)454)248(510-300)126(9)93-345)520-302-242(432)262(215(405)167(502-302)122-474-299-236(426)225(415)199(389)151(105-357)493-299)521-305-272(227(417)200(390)152(106-358)494-305)527-309-276(529-285-179(342-317(327)448)220(410)194(384)146(100-352)484-285)264(209(399)157(111-363)495-309)522-290-184(332-134(17)368)257(211(401)162(496-290)117-465-280-175(338-313(323)444)216(406)190(380)142(96-348)480-280)512-287-181(329-131(14)365)254(206(396)154(108-360)486-287)517-306-270(229(419)203(393)159(503-306)114-471-296-233(423)222(412)196(386)148(102-354)490-296)525-292-186(334-136(19)370)259(213(403)164(498-292)119-467-282-177(340-315(325)446)218(408)192(382)144(98-350)482-282)514-289-183(331-133(16)367)256(208(398)156(110-362)488-289)519-308-271(230(420)204(394)161(505-308)116-473-298-235(425)224(414)198(388)150(104-356)492-298)526-293-187(335-137(20)371)260(214(404)165(499-293)120-468-283-178(341-316(326)447)219(409)193(383)145(99-351)483-283)515-288-182(330-132(15)366)255(207(397)155(109-361)487-288)518-307-269(228(418)202(392)160(504-307)115-472-297-234(424)223(413)197(387)149(103-355)491-297)524-291-185(333-135(18)369)258(212(402)163(497-291)118-466-281-176(339-314(324)445)217(407)191(381)143(97-349)481-281)513-286-180(328-130(13)364)253(205(395)153(107-359)485-286)516-301-237(427)226(416)201(391)158(501-301)113-470-295-232(422)221(411)195(385)147(101-353)489-295/h124-129,138-168,175-309,343-363,372-373,380-437H,21-123,321-322H2,1-20H3,(H,328,364)(H,329,365)(H,330,366)(H,331,367)(H,332,368)(H,333,369)(H,334,370)(H,335,371)(H,336,374)(H,337,375)(H,438,439)(H,440,441)(H,442,443)(H,458,459)(H,460,461)(H,462,463)(H3,323,338,444)(H3,324,339,445)(H3,325,340,446)(H3,326,341,447)(H3,327,342,448)(H2,449,450,451)(H2,452,453,454)(H2,455,456,457)	MNCUCRNHEGQSDI-UHFFFAOYSA-N	8065.28531			MMDBc0030303
BASm0017730	Ra-LPS	Lipopolysaccharides (LPS), also known as lipoglycans, are large molecules consisting of a lipid and a polysaccharide joined by a covalent bond; they are found in the outer membrane of Gram-negative bacteria, act as endotoxins and elicit strong immune responses in animals. There are 2 forms of LPS: smooth-form and rough-form. The smooth-form (S-form) LPS consists of three parts: O antigen (or O polysaccharide), core region and lipid A. The rough-form (R-form) LPS only consists of core region and lipid A. The Core domain always contains an oligosaccharide component which attaches directly to lipid A and commonly contains sugars such as heptose and 3-deoxy-D-mannooctulosonic acid (also known as KDO, keto-deoxyoctulosonate). Depending on the quantity and composition of the sugars in the core region, E. coli K-12 R-form LPS can be classified as Ra, Rb1, Rb2, Rc, Rd1, Rd2, and Re-LPS. LPS is first synthesized as KDO-lipid A or Re-LPS. Adding more sugars to the core region gives rise to Rd, Rc, Rb and Ra-LPS. (Wikipedia; PMID: 17403049; PMID: 17364071; PMDI: 20203010)		Solid	[H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO[C@]2([H])O[C@]([H])(CO[C@]3(O[C@]([H])([C@@]([H])(C)CO)[C@@]([H])(OC4([H])O[C@]([H])([C@@]([H])(C)CO)[C@@]([H])(OP(O)(=O)OP(O)(=O)OCCN)[C@]([H])(OC5([H])O[C@]([H])([C@@]([H])(C)COC6([H])O[C@]([H])([C@@]([H])(C)CO)[C@@]([H])(OP(O)(O)=O)[C@]([H])(O)[C@]6([H])O)[C@@]([H])(O)[C@]([H])(OC6([H])O[C@]([H])(CO[C@@]7([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)[C@@]7([H])O)[C@@]([H])(O)[C@]([H])(O[C@@]7([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)[C@@]7([H])OC7([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]7([H])O[C@]7([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]7([H])NC(O)=N)[C@@]6([H])O)[C@]5([H])O)[C@]4([H])O)[C@]([H])(O[C@]4(O[C@]([H])([C@@]([H])(C)CO)[C@@]([H])(O)[C@]([H])(O[C@]5(O[C@]([H])([C@@]([H])(C)CO)[C@@]([H])(O)[C@]([H])(OP(O)(=O)OCCN)[C@]5([H])O)C(O)=O)[C@]4([H])O)C(O)=O)[C@]3([H])O)C(O)=O)[C@@]([H])(OP(O)(O)=O)[C@]([H])(OC(=O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@]2([H])N=C(O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)O[C@]([H])(OP(O)(O)=O)[C@]1([H])N=C(O)C[C@]([H])(O)CCCCCCCCCCC	C180H328N6O98P6	InChI=1S/C180H328N6O98P6/c1-13-19-25-31-37-43-44-50-56-62-68-74-116(201)255-105(72-66-60-54-48-41-35-29-23-17-5)82-118(203)264-149-121(185-114(199)81-104(71-65-59-53-47-40-34-28-22-16-4)254-115(200)73-67-61-55-49-42-36-30-24-18-6)164(249-93-110-126(208)148(263-117(202)80-103(197)70-64-58-52-46-39-33-27-21-15-3)120(166(260-110)283-287(239,240)241)184-113(198)79-102(196)69-63-57-51-45-38-32-26-20-14-2)262-112(147(149)279-285(233,234)235)95-251-178(174(226)227)163(225)160(278-179(175(228)229)161(223)154(136(218)142(274-179)96(7)83-187)277-180(176(230)231)162(224)155(281-288(242,243)252-77-75-181)137(219)143(275-180)97(8)84-188)158(146(276-178)100(11)87-191)273-171-140(222)152(159(145(267-171)99(10)86-190)282-290(246,247)284-289(244,245)253-78-76-182)270-170-139(221)151(135(217)141(265-170)101(12)92-248-168-134(216)132(214)153(280-286(236,237)238)144(266-168)98(9)85-189)268-169-138(220)150(127(209)111(261-169)94-250-167-133(215)129(211)123(205)107(89-193)257-167)269-172-157(131(213)125(207)108(90-194)258-172)272-173-156(130(212)124(206)109(91-195)259-173)271-165-119(186-177(183)232)128(210)122(204)106(88-192)256-165/h96-112,119-173,187-197,204-225H,13-95,181-182H2,1-12H3,(H,184,198)(H,185,199)(H,226,227)(H,228,229)(H,230,231)(H,242,243)(H,244,245)(H,246,247)(H3,183,186,232)(H2,233,234,235)(H2,236,237,238)(H2,239,240,241)/t96-,97-,98-,99-,100-,101-,102+,103+,104+,105+,106+,107+,108+,109+,110+,111+,112+,119+,120+,121+,122+,123-,124+,125-,126+,127+,128+,129-,130-,131-,132+,133+,134-,135+,136+,137+,138+,139-,140-,141+,142+,143+,144+,145+,146+,147+,148+,149+,150-,151-,152+,153-,154-,155-,156+,157+,158+,159+,160-,161-,162-,163-,164+,165-,166+,167-,168?,169?,170?,171?,172+,173?,178+,179-,180-/m0/s1	CQMSKDRUAIEDAN-FCHZNYOBSA-N	4327.929257			MMDBc0030304
BASm0017731	5,10-Methenyltetrahydrofolate	5,10-Methenyltetrahydrofolate (5,10-CH=THF) is a form of tetrahydrofolate that is an intermediate in metabolism. 5,10-CH=THF is a coenzyme that accepts and donates methenyl (CH=) groups.;Methylene tetrahydrofolate (CH2FH4) is formed from tetrahydrofolate by the addition of methylene groups from one of three carbon donors: formaldehyde, serine, or glycine. Methyl tetrahydrofolate(CH3FH4) can be made from methylene tetrahydrofolate by reduction of the methylene group, and formyl tetrahydrofolate (CHOFH4, folinic acid) is made by oxidation of methylene tetrahydrofolate.; In the form of a series of tetrahydrofolate compounds, folate derivatives are substrates in a number of single-carbon-transfer reactions, and also are involved in the synthesis of dTMP (2'-deoxythymidine-5'-phosphate) from dUMP (2'-deoxyuridine-5'-phosphate).	7444-29-3	Solid	[H][C@@]12CN(C=[N+]1C1=C(NC2)N=C(N)NC1=O)C1=CC=C(C=C1)C(=O)N[C@@H](CCC(O)=O)C(O)=O	C20H22N7O6	InChI=1S/C20H21N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,9,12-13H,5-8H2,(H6-,21,22,23,24,25,28,29,30,31,32,33)/p+1/t12-,13+/m1/s1	MEANFMOQMXYMCT-OLZOCXBDSA-O	456.1631565			MMDBc0030309
BASm0017732	5-Amino-6-(5'-phosphoribitylamino)uracil	5-Amino-6-(5'-phosphoribitylamino)uracil is an intermediate in Riboflavin metabolism.  5-Amino-6-(5'-phosphoribitylamino)uracil is the; 3rd to last step in the synthesis of 7-Hydroxy-6-methyl-8-ribityl lumazine and is converted from 5-Amino-6-(5'-phosphoribosylamino)uracil via the enzyme 5-amino-6-(5-phosphoribosylamino)uracil reductase (EC 1.1.1.193).  It is then; converted to 4-(1-D-Ribitylamino)-5-amino-2,6-dihydroxypyrimidine via the enzyme Hydrolases (EC 3.1.3.- ).		Solid	NC1=C(NCC(O)C(O)C(O)COP(O)(O)=O)NC(=O)NC1=O	C9H17N4O9P	InChI=1S/C9H17N4O9P/c10-5-7(12-9(18)13-8(5)17)11-1-3(14)6(16)4(15)2-22-23(19,20)21/h3-4,6,14-16H,1-2,10H2,(H2,19,20,21)(H3,11,12,13,17,18)	RQRINYISXYAZKL-UHFFFAOYSA-N	356.0733147			MMDBc0030310
BASm0017733	Cadmium	Cadmium is a chemical element with the symbol Cd and atomic number 48. Cadmium usually has an oxidation state of +2 in most of its compounds, but it also exists in the +1 state. (Wikipedia)  Cadmium interacts with many E. coli enzymes in its 2+ cation form. For example, Cd2+ is an activator of threonine dehydrogenase, and an inhibitor of alpha-galactosidase. (EcoCyc)	7440-43-9	Solid	[Cd]	Cd	InChI=1S/Cd	BDOSMKKIYDKNTQ-UHFFFAOYSA-N	113.9033581			MMDBc0030311
BASm0017734	L-Threonine O-3-phosphate	In E. coli, acid phosphatase / phosphotransferase and alkaline phosphatase are the enzymes that catalyze the chemical reaction L-threonine 3-O-phosphate[periplasmic space] + H2O[periplasmic space] -> L-threonine[periplasmic space] + phosphate[periplasmic space], where L-Threonine O-3-phosphate is a substrate (EcoCyc compound: L-THREONINE-O-3-PHOSPHATE).	1114-81-4	Solid	C[C@@H](OP(O)(O)=O)[C@H](N)C(O)=O	C4H10NO6P	InChI=1S/C4H10NO6P/c1-2(3(5)4(6)7)11-12(8,9)10/h2-3H,5H2,1H3,(H,6,7)(H2,8,9,10)/t2-,3+/m1/s1	USRGIUJOYOXOQJ-GBXIJSLDSA-N	199.0245736			MMDBc0030319
BASm0017735	Maltopentaose	Maltopentaose is pentasaccaride or more specifically a pentasaccharide comprised of five D-glucose residues connected by alpha(1->4) linkages.  It is a substrate for energy metabolism and carbon for E. coli.  Maltopentaose is imported into the cell via the maltooligosaccharide-specific LamB-channel of Escherichia coli (also called maltoporin).  It is degraded by alpha amylase.	34620-76-3	Solid	OCOC(OC1OC(CO)C(OC2OC(O)C(OC3OC(CO)C(OC4OC(O)C(O)C(O)C4O)C(O)C3O)C(O)C2O)C(O)C1O)C(O)C(O)CO	C27H48O26	InChI=1S/C27H48O26/c28-1-5(32)8(33)23(45-4-31)53-25-16(41)11(36)19(7(3-30)47-25)49-27-17(42)12(37)20(22(44)52-27)50-24-15(40)10(35)18(6(2-29)46-24)48-26-14(39)9(34)13(38)21(43)51-26/h5-44H,1-4H2	JAEVVUVBPPQABG-UHFFFAOYSA-N	788.2433817			MMDBc0030320
BASm0017736	PG(12:0/12:0)	PG(12:0/12:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0/12:0), in particular, consists of two dodecanoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C30H59O10P	InChI=1S/C30H59O10P/c1-3-5-7-9-11-13-15-17-19-21-29(33)37-25-28(26-39-41(35,36)38-24-27(32)23-31)40-30(34)22-20-18-16-14-12-10-8-6-4-2/h27-28,31-32H,3-26H2,1-2H3,(H,35,36)/t27-,28+/m0/s1	LHCZDUCPSRJDJT-WUFINQPMSA-N	610.3845851			MMDBc0030328
BASm0017737	PG(14:1(7Z)/14:1(7Z))	PG(14:1(7Z)/14:1(7Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(7Z)/14:1(7Z)), in particular, consists of two 7Z,tetradecenoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCC\C=C/CCCCCC)OC(=O)CCCCC\C=C/CCCCCC	C34H63O10P	InChI=1S/C34H63O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-33(37)41-29-32(30-43-45(39,40)42-28-31(36)27-35)44-34(38)26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,31-32,35-36H,3-12,17-30H2,1-2H3,(H,39,40)/b15-13-,16-14-/t31-,32+/m0/s1	CBUSDRUVJCLICO-OZGVVRQRSA-N	662.4158852			MMDBc0030329
BASm0017738	PG(18:0/18:0)	PG(18:0/18:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/18:0), in particular, consists of two octadecanoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C42H83O10P	InChI=1S/C42H83O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(45)49-37-40(38-51-53(47,48)50-36-39(44)35-43)52-42(46)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h39-40,43-44H,3-38H2,1-2H3,(H,47,48)/t39-,40-/m1/s1	FVJZSBGHRPJMMA-XRSDMRJBSA-N	778.5723859			MMDBc0030330
BASm0017739	PGP(16:0/16:0)	PGP(16:0/16:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/16:0), in particular, consists of two hexadecanoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C38H76O13P2	InChI=1S/C38H76O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(40)47-33-36(34-50-53(45,46)49-32-35(39)31-48-52(42,43)44)51-38(41)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h35-36,39H,3-34H2,1-2H3,(H,45,46)(H2,42,43,44)/t35-,36-/m1/s1	ONJBJMDJKLHMEK-LQFQNGICSA-N	802.4761165			MMDBc0030331
BASm0017740	PGP(16:1(9Z)/16:1(9Z))	PGP(16:1(9Z)/16:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/16:1(9Z)), in particular, consists of two 9Z-hexadecenoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C38H72O13P2	InChI=1S/C38H72O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(40)47-33-36(34-50-53(45,46)49-32-35(39)31-48-52(42,43)44)51-38(41)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,35-36,39H,3-12,17-34H2,1-2H3,(H,45,46)(H2,42,43,44)/b15-13-,16-14-/t35-,36-/m1/s1	PTJJTQQVMKSSOK-VSQPZENTSA-N	798.4448164			MMDBc0030332
BASm0017741	PGP(18:0/18:0)	PGP(18:0/18:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/18:0), in particular, consists of two octadecanoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C42H84O13P2	InChI=1S/C42H84O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(44)51-37-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)55-42(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h39-40,43H,3-38H2,1-2H3,(H,49,50)(H2,46,47,48)/t39-,40-/m1/s1	UZNYMWWMHBZMLI-XRSDMRJBSA-N	858.5387168			MMDBc0030333
BASm0017742	PGP(18:1(11Z)/18:1(11Z))	PGP(18:1(11Z)/18:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/18:1(11Z)), in particular, consists of two 11Z-octadecenoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C42H80O13P2	InChI=1S/C42H80O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(44)51-37-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)55-42(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,39-40,43H,3-12,17-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b15-13-,16-14-/t39-,40-/m1/s1	JUWFWNRVCXDDFB-ZAQZKMIBSA-N	854.5074166			MMDBc0030334
BASm0017743	Stearoyl-CoA	Stearoyl-CoA is derived from stearic acid, which is a saturated fatty acid consisting of 18 carbons.   Stearoyl-CoA is a long-chain acyl CoA ester that acts as an intermediate metabolite in the biosynthesis of monounsaturated fatty acids. Stearoyl-CoA is converted into oleoyl-CoA and then used as a major substrate for the synthesis of various kinds of lipids including phospholipids, triglycerides, cholesteryl esters and wax esters. There is growing recognition that acyl-CoA esters could act as signaling molecules in cellular metabolism. (HMDB)	362-66-3	Solid	CCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C39H70N7O17P3S	InChI=1S/C39H70N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h26-28,32-34,38,49-50H,4-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/t28-,32-,33-,34?,38-/m1/s1	SIARJEKBADXQJG-KBEKLFCESA-N	1033.376174			MMDBc0030338
BASm0017744	dTDP-4-Dehydro-6-deoxy-L-mannose	4,6-Dideoxy-4-oxo-dTDP-D-glucose is a product of the enzyme TDP-glucose 4,6-dehydratase [EC:4.2.1.46] in the Nucleotide sugars metabolism (KEGG)		Solid	[H][C@]1(O)C[C@@]([H])(O[C@]1([H])COP(O)(=O)OP(O)(=O)OC1([H])O[C@@]([H])(C)C(=O)[C@@]([H])(O)[C@@]1([H])O)N1C=C(C)C(O)=NC1=O	C16H24N2O15P2	InChI=1S/C16H24N2O15P2/c1-6-4-18(16(24)17-14(6)23)10-3-8(19)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)12(21)11(20)7(2)30-15/h4,7-10,12-13,15,19,21-22H,3,5H2,1-2H3,(H,25,26)(H,27,28)(H,17,23,24)/t7-,8-,9+,10+,12+,13+,15?/m0/s1	PSXWNITXWWECNY-WPTIAVDBSA-N	546.0651911			MMDBc0030343
BASm0017745	gamma-Hydroxybutyrate	Gamma-hydroxybutyrate (GHB) is also known as 4-hydroxybutanoic acid. It is a carboxylic acid with an attached alcohol (hydroxyl) group. GHB can be produced as a result of fermentation, and so is found in small quantities in some beers and wines. (Wikipedia, PMID 15939164) In E. coli, 4-hydroxybutanoate can be produced from the reduction of succinate semialdehyde by the enzyme 4-hydroxybutanoate dehydrogenase. (EcoCyc, PMID: 19372223)	591-81-1	Solid	OCCCC(O)=O	C4H8O3	InChI=1S/C4H8O3/c5-3-1-2-4(6)7/h5H,1-3H2,(H,6,7)	SJZRECIVHVDYJC-UHFFFAOYSA-N	104.0473441			MMDBc0030344
BASm0017746	(2R,4S)-2-Methyl-2,3,3,4-tetrahydroxytetrahydrofuran	(2R,4S)-2-methyl-2,3,3,4-tetrahydroxytetrahydrofuran, also known as autoinducer 2 (AI-2), is a member of the chemical class known as Oxolanes. These are organic compounds containing an oxolane (tetrahydrofuran) ring, which is a saturated aliphatic five-member ring containing one oxygen and five carbon atoms.   AI-2 is the R isomer of 2-methyl-2,3,3,4-tetrahydroxytetrahydrofuran, so it can be abbreviated as (R)-THMF.  Autoinducer 2 (AI-2), a quorum sensing signaling molecule proposed to be involved in interspecies communication, is produced by many species of gram-negative and gram-positive bacteria including E. coli. (PMID 19636340, 15601708, 18256823) AI-2 is spontaneously derived from 4,5-dihydroxy-2,3-pentanedione that, along with homocysteine, is produced by cleavage of S-adenosylhomocysteine (SAH) and S-ribosylhomocysteine by the Pfs and LuxS enzymes. (PMID 16885435) Both LsrB and Tsr are necessary for sensing AI-2. LsrB binds AI-2 in the periplasm, and Tsr is the L-serine chemoreceptor. (PMID 21097621)		Expected Solid	CC1(O)OCC(O)C1(O)O	C5H10O5	InChI=1S/C5H10O5/c1-4(7)5(8,9)3(6)2-10-4/h3,6-9H,2H2,1H3	BVIYGXUQVXBHQS-UHFFFAOYSA-N	150.0528234			MMDBc0030347
BASm0017747	Molybdenum	Molybdenum is a transition metal with the atomic symbol Mo, atomic number 42, and atomic weight 95.94. The pure metal is silvery white in color, fairly soft, and has one of the highest melting points of all pure elements. Physiologically, it exists as an ion. It is an essential trace element, being a component of the enzymes xanthine oxidase, aldehyde oxidase, and nitrate reductase. There is a trace requirement for molybdenum in plants, and soils can be barren due to molybdenum deficiencies. Plants and animals generally have molybdenum present in amounts of a few parts per million. In small quantities, molybdenum is effective at hardening steel. Molybdenum is important in plant nutrition, and is found in certain enzymes, including xanthine oxidase. Molybdenum is used to this day in high-strength alloys and in high-temperature steels. Special molybdenum-containing alloys, such as the Hastelloys, are notably heat-resistant and corrosion-resistant. Molybdenum is used in oil pipelines, aircraft and missile parts, and in filaments. Molybdenum finds use as a catalyst in the petroleum industry, especially in catalysts for removing organic sulfurs from petroleum products. It is used to form the anode in some x-ray tubes, particularly in mammography applications. And is found in some electronic applications as the conductive metal layers in thin-film transistors (TFTs). Molybdenum disulfide is a good lubricant, especially at high temperatures. And Mo-99 is used in the nuclear isotope industry. Molybdenum pigments range from red-yellow to a bright red orange and are used in paints, inks, plastics, and rubber compounds.↵	7439-98-7	Solid	[Mo++]	Mo	InChI=1S/Mo/q+2	MMVYPOCJESWGTC-UHFFFAOYSA-N	97.90540785			MMDBc0030350
BASm0017748	Pyrimidine	Pyrimidine is a heterocyclic aromatic organic compound similar to benzene and pyridine, containing two nitrogen atoms at positions 1 and 3 of the six-member ring. (Wikipedia)  The group of compounds called pyrimidines are heterocyclic, six-membered, nitrogen-containing carbon ring structures, with uracil, cytosine and thymine being the basal structures of ribose-containing nucleosides (uridine, cytidine and thymidine respectively), or deoxyribose-containing deoxynucleosides, and their corresponding ribonucleotides or deoxyribonucleotides. Pyrimidines serve essential functions in metabolism as ribonucleotide bases in RNA (uracil and cytosine), and as deoxyribonucleotide bases in DNA (cytosine and thymine), and are linked by phosphodiester bridges to purine nucleotides in double-stranded DNA. Pyrimidines are synthesized de novo from simple precursors. (PMID 16098809)	25247-63-6	Liquid	C1=CN=CN=C1	C4H4N2	InChI=1S/C4H4N2/c1-2-5-4-6-3-1/h1-4H	CZPWVGJYEJSRLH-UHFFFAOYSA-N	80.03744814			MMDBc0030352
BASm0017749	2,4-Diaminobutyric acid	2,4-Diaminobutyric acid is a diamino acid which is butyric acid with a hydrogen at position 2 and a hydrogen at position 4 replaced by amino groups. (ChEBI)	305-62-4	Solid	NCCC(N)C(O)=O	C4H10N2O2	InChI=1S/C4H10N2O2/c5-2-1-3(6)4(7)8/h3H,1-2,5-6H2,(H,7,8)	OGNSCSPNOLGXSM-UHFFFAOYSA-N	118.0742276			MMDBc0030358
BASm0017750	2-Mercapto-1-methylimidazole	2-Mercapto-1-methylimidazole is a thioureylene antithyroid agent that inhibits the formation of thyroid hormones by interfering with the incorporation of iodine into tyrosyl residues of thyroglobulin. This is done by interfering with the oxidation of iodide ion and iodotyrosyl groups through inhibition of the peroxidase enzyme. [PubChem]	60-56-0	Solid	CN1C=CNC1=S	C4H6N2S	InChI=1S/C4H6N2S/c1-6-3-2-5-4(6)7/h2-3H,1H3,(H,5,7)	PMRYVIKBURPHAH-UHFFFAOYSA-N	114.0251689			MMDBc0030359
BASm0017751	Triethanolamine	Triethanolamine, often abbreviated as TEA, is an organic compound that is both a tertiary amine and a triol. A triol is a molecule with three alcohol groups. Like other amines, triethanolamine is a strong base. Triethanolamine can also be abbreviated as TEOA, which can help to distinguish it from triethylamine. It is a colourless compound although samples may appear yellow because of impurities.	102-71-6	Liquid	OCCN(CCO)CCO	C6H15NO3	InChI=1S/C6H15NO3/c8-4-1-7(2-5-9)3-6-10/h8-10H,1-6H2	GSEJCLTVZPLZKY-UHFFFAOYSA-N	149.1051934			MMDBc0030362
BASm0017752	2-Phosphoglyceric acid	2-Phosphoglyceric acid (2PGA) is a glyceric acid which serves as the substrate in the ninth step of glycolysis. It is catalyzed by enolase into phosphoenolpyruvate (PEP), the penultimate step in the conversion of glucose to pyruvate. Enolase catalyzes the beta-elimination reaction in a stepwise manner wherein OH- is eliminated from C3 of a discrete carbanion (enolate) intermediate. This intermediate is created by removal of the proton from C2 of 2PGA by a base in the active site. (PMID: 8994873, Wikipedia)	2553-59-5	Solid	OCC(OP(O)(O)=O)C(O)=O	C3H7O7P	InChI=1S/C3H7O7P/c4-1-2(3(5)6)10-11(7,8)9/h2,4H,1H2,(H,5,6)(H2,7,8,9)	GXIURPTVHJPJLF-UHFFFAOYSA-N	185.9929391			MMDBc0030365
BASm0017753	4-Deoxyerythronic acid	4-Deoxyerythronic acid is an organic acid that is also known as 2,3-dihydroxybutanoic acid. (PubChem)	759-06-8	Solid	C[C@@H](O)[C@@H](O)C(O)=O	C4H8O4	InChI=1S/C4H8O4/c1-2(5)3(6)4(7)8/h2-3,5-6H,1H3,(H,7,8)/t2-,3-/m1/s1	LOUGYXZSURQALL-PWNYCUMCSA-N	120.0422587			MMDBc0030366
BASm0017754	Diadenosine triphosphate	Diadenosine triphosphate (AP3A) is a species of diadenosine polyphosphate (ApnA), consisting of two adenosines joined by a chain of phosphates. (inferred from compound structure)   In E. coli, AP3A can be produced from ATP and ADP in a reaction catalyzed by AP3A synthetase, which is encoded by the gene lysU. (EcoCyc). These dinucleotides have been proposed to act as modulators of the heat-shock response and stress response.	56432-02-1	Solid	NC1=C2N=CN([C@H]3O[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)N4C=NC5=C(N)N=CN=C45)[C@H](O)[C@@H]3O)C2=NC=N1	C20H27N10O16P3	InChI=1S/C20H27N10O16P3/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(43-19)1-41-47(35,36)45-49(39,40)46-48(37,38)42-2-8-12(32)14(34)20(44-8)30-6-28-10-16(22)24-4-26-18(10)30/h3-8,11-14,19-20,31-34H,1-2H2,(H,35,36)(H,37,38)(H,39,40)(H2,21,23,25)(H2,22,24,26)/t7-,8+,11-,12+,13-,14+,19-,20+	QCICUPZZLIQAPA-WGIMJHEJSA-N	756.0819344			MMDBc0030368
BASm0017755	Mannitol 1-phosphate	Mannitol-1-phosphate is a sugar alcohol. Mannitol-1-phosphate dehydrogenase (EC 1.1.1.17) reduces fructose 6-phosphate into mannitol 1-phosphate, in the mannitol cycle of organisms such as Lactobacillus plantarum, a lactic acid bacterium found in many fermented food products and in the gastrointestinal tract of mammals. (HMDB) This redox reaction also occurs in E. coli, catalyzed by mannitol-1-phosphate 5-dehydrogenase which is encoded by gene mtlD. (EcoCyc)   In E. coli, the transport of mannitol into the cell is done through a phosphotransferase system which attaches a phosphate to mannitol, producing mannitol 1-phosphate. (KEGG)	15806-48-1	Solid	OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)COP(O)(O)=O	C6H15O9P	InChI=1S/C6H15O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h3-11H,1-2H2,(H2,12,13,14)/t3-,4-,5-,6-/m1/s1	GACTWZZMVMUKNG-KVTDHHQDSA-N	262.0453686			MMDBc0030370
BASm0017756	Pectic acid	Pectic acid is also known as polygalacturonic acid. (Wikipedia)  In E. coli, pectic acid can be produced from pectin in a reaction catalyzed by pectinesterase (EC 3.1.1.11). (KEGG)		Solid	O[C@H]1O[C@@H]([C@H](O)[C@H](O)[C@H]1O)C(O)=O	C6H10O7	InChI=1S/C6H10O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,6-9,12H,(H,10,11)/t1-,2+,3+,4-,6-/m0/s1	AEMOLEFTQBMNLQ-BKBMJHBISA-N	194.0426527			MMDBc0030374
BASm0017757	3-Keto-L-gulonic acid	3-keto-L-gulonic acid is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose.  3-keto-L-gulonic acid is invovled in Ascorbic acid degradation.  	526-98-7	Solid	[H][C@](O)(CO)[C@@]([H])(O)[C@]([H])(O)C(=O)C(O)=O	C6H10O7	InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-4,7-10H,1H2,(H,12,13)/t2-,3+,4-/m0/s1	VBUYCZFBVCCYFD-NUNKFHFFSA-N	194.0426527			MMDBc0030384
BASm0017758	D-Myo-inositol 1,2,4,5,6-pentakisphosphate	myo-Inositol 1,2,4,5,6-pentakisphosphate (Ins(1,2,4,5,6)P(5)) is an inositol polyphosphate. Ins(1,2,4,5,6)P5 and their close metabolic relatives are amongst the more abundant intracellular inositol polyphosphates and are important intermediates in inositol metabolism.	20298-95-7	Solid	[H]C1(O)[C@]([H])(OP(O)(O)=O)[C@@]([H])(OP(O)(O)=O)C([H])(OP(O)(O)=O)[C@@]([H])(OP(O)(O)=O)[C@]1([H])OP(O)(O)=O	C6H17O21P5	InChI=1S/C6H17O21P5/c7-1-2(23-28(8,9)10)4(25-30(14,15)16)6(27-32(20,21)22)5(26-31(17,18)19)3(1)24-29(11,12)13/h1-7H,(H2,8,9,10)(H2,11,12,13)(H2,14,15,16)(H2,17,18,19)(H2,20,21,22)/t1?,2-,3+,4+,5-,6?	CTPQAXVNYGZUAJ-UYSNGIAKSA-N	579.8950402			MMDBc0030385
BASm0017759	Deoxycytidine 5'-triphosphate	Deoxycytidine triphosphate (dCTP) is a cytidine nucleotide triphosphate that is used whenever DNA is synthesized by DNA polymerase. During DNA synthesis dCTP has the PPi (pyrophosphate) cleaved off and the dCMP is incorporated into the DNA strand at the 3' end.	2056-98-6	Solid	NC1=NC(=O)N(C=C1)[C@H]1C[C@@H](O)[C@H](CO[P@@](O)(=O)O[P@](O)(=O)OP(O)(O)=O)O1	C9H16N3O13P3	InChI=1S/C9H16N3O13P3/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(23-8)4-22-27(18,19)25-28(20,21)24-26(15,16)17/h1-2,5-6,8,13H,3-4H2,(H,18,19)(H,20,21)(H2,10,11,14)(H2,15,16,17)/t5-,6+,8-/m1/s1	RGWHQCVHVJXOKC-GKROBHDKSA-N	466.9895971			MMDBc0030388
BASm0017760	Ubiquinone-2	Ubiquinone-2 is a member of the chemical class known as Polyprenylbenzoquinones. These are compounds containing a polyisoprene chain attached to a quinone at the second ring position. Ubiquione-2 has just 2 isoprene units. Normally in E. coli the active form of Ubiquinone has 8 isoprene units (Ubiquinone-8) and in humans it normally has 10. Ubiquinone-2 is a “failed” or incomplete version of Ubiquinone 8 that arises from conjugation by a shortened prenyl tail via 4-hydroxybenzoate polyprenyltransferase. Ubiquionone is involved in cellular respiration. It is fat-soluble and is therefore mobile in cellular membranes; it plays a unique role in the electron transport chain (ETC). In the inner bacterial membrane, electrons from NADH and succinate pass through the ETC to the oxygen, which is then reduced to water. The transfer of electrons through ETC results in the pumping of H+ across the membrane creating a proton gradient across the membrane, which is used by ATP synthase (located on the membrane) to generate ATP.	606-06-4	Solid	COC1=C(OC)C(=O)C(C\C=C(/C)CCC=C(C)C)=C(C)C1=O	C19H26O4	InChI=1S/C19H26O4/c1-12(2)8-7-9-13(3)10-11-15-14(4)16(20)18(22-5)19(23-6)17(15)21/h8,10H,7,9,11H2,1-6H3/b13-10+	SQQWBSBBCSFQGC-JLHYYAGUSA-N	318.1831093			MMDBc0030391
BASm0017761	Ubiquinone-9	Ubiquinone-9 is a member of the chemical class known as Polyprenylbenzoquinones. These are compounds containing a polyisoprene chain attached to a quinone at the second ring position. Ubiquione-9 has 9 isoprene units. Normally in E. coli the active form of Ubiquinone has 8 isoprene units (Ubiquinone-8) and in humans it normally has 10. Ubiquinone-9 is an extended version of Ubiquinone 8 that arises from conjugation by an extended prenyl tail via 4-hydroxybenzoate polyprenyltransferase. Ubiquionone is involved in cellular respiration. It is fat-soluble and is therefore mobile in cellular membranes; it plays a unique role in the electron transport chain (ETC). In the inner bacterial membrane, electrons from NADH and succinate pass through the ETC to the oxygen, which is then reduced to water. The transfer of electrons through ETC results in the pumping of H+ across the membrane creating a proton gradient across the membrane, which is used by ATP synthase (located on the membrane) to generate ATP.	303-97-9	Solid	COC1=C(OC)C(=O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C1=O	C54H82O4	InChI=1S/C54H82O4/c1-40(2)22-14-23-41(3)24-15-25-42(4)26-16-27-43(5)28-17-29-44(6)30-18-31-45(7)32-19-33-46(8)34-20-35-47(9)36-21-37-48(10)38-39-50-49(11)51(55)53(57-12)54(58-13)52(50)56/h22,24,26,28,30,32,34,36,38H,14-21,23,25,27,29,31,33,35,37,39H2,1-13H3/b41-24+,42-26+,43-28+,44-30+,45-32+,46-34+,47-36+,48-38+	UUGXJSBPSRROMU-WJNLUYJISA-N	794.6213111			MMDBc0030392
BASm0017762	PE(10:0/10:0)	PE(10:0/10:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(10:0/10:0), in particular, consists of two decanoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC	C25H50NO8P	InChI=1S/C25H50NO8P/c1-3-5-7-9-11-13-15-17-24(27)31-21-23(22-33-35(29,30)32-20-19-26)34-25(28)18-16-14-12-10-8-6-4-2/h23H,3-22,26H2,1-2H3,(H,29,30)/t23-/m1/s1	KKOSJVWUOHEQKA-HSZRJFAPSA-N	523.3274046			MMDBc0030393
BASm0017763	PE(10:0/12:0)	PE(10:0/12:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/12:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one dodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC	C27H54NO8P	InChI=1S/C27H54NO8P/c1-3-5-7-9-11-12-14-16-18-20-27(30)36-25(24-35-37(31,32)34-22-21-28)23-33-26(29)19-17-15-13-10-8-6-4-2/h25H,3-24,28H2,1-2H3,(H,31,32)/t25-/m1/s1	YDBPIVVHNPERCO-RUZDIDTESA-N	551.3587047			MMDBc0030394
BASm0017764	PE(10:0/14:0)	PE(10:0/14:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/14:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one tetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC	C29H58NO8P	InChI=1S/C29H58NO8P/c1-3-5-7-9-11-12-13-14-16-18-20-22-29(32)38-27(26-37-39(33,34)36-24-23-30)25-35-28(31)21-19-17-15-10-8-6-4-2/h27H,3-26,30H2,1-2H3,(H,33,34)/t27-/m1/s1	RHHGBOUDDQNMBW-HHHXNRCGSA-N	579.3900048			MMDBc0030395
BASm0017765	PE(10:0/15:0)	PE(10:0/15:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/15:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCC	C30H60NO8P	InChI=1S/C30H60NO8P/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-30(33)39-28(27-38-40(34,35)37-25-24-31)26-36-29(32)22-20-18-16-10-8-6-4-2/h28H,3-27,31H2,1-2H3,(H,34,35)/t28-/m1/s1	XOIOSRSPLQYPIQ-MUUNZHRXSA-N	593.4056549			MMDBc0030396
BASm0017766	PE(10:0/16:0)	PE(10:0/16:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/16:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	C31H62NO8P	InChI=1S/C31H62NO8P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-31(34)40-29(28-39-41(35,36)38-26-25-32)27-37-30(33)23-21-19-17-10-8-6-4-2/h29H,3-28,32H2,1-2H3,(H,35,36)/t29-/m1/s1	CJKCZRZXQYNVCM-GDLZYMKVSA-N	607.421305			MMDBc0030397
BASm0017767	PE(10:0/16:1(9Z))	PE(10:0/16:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/16:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	C31H60NO8P	InChI=1S/C31H60NO8P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-31(34)40-29(28-39-41(35,36)38-26-25-32)27-37-30(33)23-21-19-17-10-8-6-4-2/h12-13,29H,3-11,14-28,32H2,1-2H3,(H,35,36)/b13-12-/t29-/m1/s1	AOPKTUBRDQVUIG-BKAVPCLVSA-N	605.4056549			MMDBc0030398
BASm0017768	PE(10:0/17:0cycw7c)	PE(10:0/17:0cycw7c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/17:0cycw7c), in particular, consists of one decanoyl chain  to the C-1 atom, and  one heptadec-9-10-cyclo-anoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCCCC	C32H62NO8P	InChI=1S/C32H62NO8P/c1-3-5-7-9-10-13-17-21-31(34)38-26-30(27-40-42(36,37)39-24-23-33)41-32(35)22-18-14-11-12-16-20-29-25-28(29)19-15-8-6-4-2/h28-30H,3-27,33H2,1-2H3,(H,36,37)/t28?,29?,30-/m1/s1	XKULBSKIUKCDJW-QGVFFIPKSA-N	619.421305			MMDBc0030399
BASm0017769	PE(10:0/18:0)	PE(10:0/18:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/18:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCC	C33H66NO8P	InChI=1S/C33H66NO8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-33(36)42-31(30-41-43(37,38)40-28-27-34)29-39-32(35)25-23-21-19-10-8-6-4-2/h31H,3-30,34H2,1-2H3,(H,37,38)/t31-/m1/s1	JKIHTUHUELTDSQ-WJOKGBTCSA-N	635.4526051			MMDBc0030400
BASm0017770	PE(10:0/18:1(11Z))	PE(10:0/18:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/18:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCC	C33H64NO8P	InChI=1S/C33H64NO8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-33(36)42-31(30-41-43(37,38)40-28-27-34)29-39-32(35)25-23-21-19-10-8-6-4-2/h12-13,31H,3-11,14-30,34H2,1-2H3,(H,37,38)/b13-12-/t31-/m1/s1	BREIFYLYGZMDOM-RPUPUBLZSA-N	633.436955			MMDBc0030401
BASm0017771	PE(10:0/19:1(12Z))	PE(10:0/19:1(12Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/19:1(12Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 12Z-nonadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCC\C=C/CCCCCC	C34H66NO8P	InChI=1S/C34H66NO8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-21-23-25-27-34(37)43-32(31-42-44(38,39)41-29-28-35)30-40-33(36)26-24-22-20-10-8-6-4-2/h12-13,32H,3-11,14-31,35H2,1-2H3,(H,38,39)/b13-12-/t32-/m1/s1	MCIYDFYMCKXGQX-RJPFEDOUSA-N	647.4526051			MMDBc0030402
BASm0017772	PE(10:0/19:0cycw8c)	PE(10:0/19:0cycw8c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/19:0cycw8c), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9-(2-heptylcyclopropyl)nonanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC1CC1CCCCCCC	C34H66NO8P	InChI=1S/C34H66NO8P/c1-3-5-7-9-10-15-19-23-33(36)40-28-32(29-42-44(38,39)41-26-25-35)43-34(37)24-20-16-12-11-14-18-22-31-27-30(31)21-17-13-8-6-4-2/h30-32H,3-29,35H2,1-2H3,(H,38,39)/t30?,31?,32-/m1/s1	FQGSGJTVHGRGES-DQZOQLMQSA-N	647.4526051			MMDBc0030403
BASm0017773	PE(12:0/10:0)	PE(12:0/10:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/10:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one decanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC	C27H54NO8P	InChI=1S/C27H54NO8P/c1-3-5-7-9-11-12-14-15-17-19-26(29)33-23-25(24-35-37(31,32)34-22-21-28)36-27(30)20-18-16-13-10-8-6-4-2/h25H,3-24,28H2,1-2H3,(H,31,32)/t25-/m1/s1	GFVZVLNRUBXMQX-RUZDIDTESA-N	551.3587047			MMDBc0030404
BASm0017774	PE(12:0/12:0)	PE(12:0/12:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(12:0/12:0), in particular, consists of two dodecanoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC	C29H58NO8P	InChI=1S/C29H58NO8P/c1-3-5-7-9-11-13-15-17-19-21-28(31)35-25-27(26-37-39(33,34)36-24-23-30)38-29(32)22-20-18-16-14-12-10-8-6-4-2/h27H,3-26,30H2,1-2H3,(H,33,34)/t27-/m1/s1	ZLGYVWRJIZPQMM-HHHXNRCGSA-N	579.3900048			MMDBc0030405
BASm0017775	PE(12:0/14:0)	PE(12:0/14:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/14:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one tetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC	C31H62NO8P	InChI=1S/C31H62NO8P/c1-3-5-7-9-11-13-14-16-18-20-22-24-31(34)40-29(28-39-41(35,36)38-26-25-32)27-37-30(33)23-21-19-17-15-12-10-8-6-4-2/h29H,3-28,32H2,1-2H3,(H,35,36)/t29-/m1/s1	YFGPTSONISZCTI-GDLZYMKVSA-N	607.421305			MMDBc0030406
BASm0017776	PE(12:0/15:0)	PE(12:0/15:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/15:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCC	C32H64NO8P	InChI=1S/C32H64NO8P/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-32(35)41-30(29-40-42(36,37)39-27-26-33)28-38-31(34)24-22-20-18-16-12-10-8-6-4-2/h30H,3-29,33H2,1-2H3,(H,36,37)/t30-/m1/s1	VQODAHRZVQQNMX-SSEXGKCCSA-N	621.436955			MMDBc0030407
BASm0017777	PE(12:0/16:0)	PE(12:0/16:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/16:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	C33H66NO8P	InChI=1S/C33H66NO8P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-33(36)42-31(30-41-43(37,38)40-28-27-34)29-39-32(35)25-23-21-19-17-12-10-8-6-4-2/h31H,3-30,34H2,1-2H3,(H,37,38)/t31-/m1/s1	YKDBGQOZWNUZGY-WJOKGBTCSA-N	635.4526051			MMDBc0030408
BASm0017778	PE(12:0/16:1(9Z))	PE(12:0/16:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/16:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	C33H64NO8P	InChI=1S/C33H64NO8P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-33(36)42-31(30-41-43(37,38)40-28-27-34)29-39-32(35)25-23-21-19-17-12-10-8-6-4-2/h13-14,31H,3-12,15-30,34H2,1-2H3,(H,37,38)/b14-13-/t31-/m1/s1	NXYGWFGNBOVLJN-LLDSFBTISA-N	633.436955			MMDBc0030409
BASm0017779	PE(12:0/17:0cycw7c)	PE(12:0/17:0cycw7c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/17:0cycw7c), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one heptadec-9-10-cyclo-anoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCCCC	C34H66NO8P	InChI=1S/C34H66NO8P/c1-3-5-7-9-10-11-12-15-19-23-33(36)40-28-32(29-42-44(38,39)41-26-25-35)43-34(37)24-20-16-13-14-18-22-31-27-30(31)21-17-8-6-4-2/h30-32H,3-29,35H2,1-2H3,(H,38,39)/t30?,31?,32-/m1/s1	MJCZUWHFCYWTIL-DQZOQLMQSA-N	647.4526051			MMDBc0030410
BASm0017780	PE(12:0/18:0)	PE(12:0/18:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/18:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCC	C35H70NO8P	InChI=1S/C35H70NO8P/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36)31-41-34(37)27-25-23-21-19-12-10-8-6-4-2/h33H,3-32,36H2,1-2H3,(H,39,40)/t33-/m1/s1	VRAIAMCAVVEICN-MGBGTMOVSA-N	663.4839052			MMDBc0030411
BASm0017781	PE(12:0/18:1(11Z))	PE(12:0/18:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/18:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCC	C35H68NO8P	InChI=1S/C35H68NO8P/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36)31-41-34(37)27-25-23-21-19-12-10-8-6-4-2/h13-14,33H,3-12,15-32,36H2,1-2H3,(H,39,40)/b14-13-/t33-/m1/s1	DFVWEUXTOODCLM-BLACGIAASA-N	661.4682552			MMDBc0030412
BASm0017782	PE(12:0/19:1(12Z))	PE(12:0/19:1(12Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/19:1(12Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 12Z-nonadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCC\C=C/CCCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-3-5-7-9-11-13-14-15-16-17-18-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37)32-42-35(38)28-26-24-22-20-12-10-8-6-4-2/h13-14,34H,3-12,15-33,37H2,1-2H3,(H,40,41)/b14-13-/t34-/m1/s1	WQPDSCRZHOEWHQ-YAGQSAGLSA-N	675.4839052			MMDBc0030413
BASm0017783	PE(12:0/19:0cycw8c)	PE(12:0/19:0cycw8c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/19:0cycw8c), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9-(2-heptylcyclopropyl)nonanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC1CC1CCCCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-3-5-7-9-10-11-12-17-21-25-35(38)42-30-34(31-44-46(40,41)43-28-27-37)45-36(39)26-22-18-14-13-16-20-24-33-29-32(33)23-19-15-8-6-4-2/h32-34H,3-31,37H2,1-2H3,(H,40,41)/t32?,33?,34-/m1/s1	XVZBLGMHZJYROZ-NGYOKKRJSA-N	675.4839052			MMDBc0030414
BASm0017784	PE(14:0/10:0)	PE(14:0/10:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/10:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one decanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC	C29H58NO8P	InChI=1S/C29H58NO8P/c1-3-5-7-9-11-12-13-14-16-17-19-21-28(31)35-25-27(26-37-39(33,34)36-24-23-30)38-29(32)22-20-18-15-10-8-6-4-2/h27H,3-26,30H2,1-2H3,(H,33,34)/t27-/m1/s1	KVIFNRXCNNATMQ-HHHXNRCGSA-N	579.3900048			MMDBc0030415
BASm0017785	PE(14:0/12:0)	PE(14:0/12:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/12:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one dodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC	C31H62NO8P	InChI=1S/C31H62NO8P/c1-3-5-7-9-11-13-14-16-17-19-21-23-30(33)37-27-29(28-39-41(35,36)38-26-25-32)40-31(34)24-22-20-18-15-12-10-8-6-4-2/h29H,3-28,32H2,1-2H3,(H,35,36)/t29-/m1/s1	ZDKGMLQJMZNABM-GDLZYMKVSA-N	607.421305			MMDBc0030416
BASm0017786	PE(14:0/17:0cycw7c)	PE(14:0/17:0cycw7c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/17:0cycw7c), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one heptadec-9-10-cyclo-anoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-3-5-7-9-10-11-12-13-14-17-21-25-35(38)42-30-34(31-44-46(40,41)43-28-27-37)45-36(39)26-22-18-15-16-20-24-33-29-32(33)23-19-8-6-4-2/h32-34H,3-31,37H2,1-2H3,(H,40,41)/t32?,33?,34-/m1/s1	XZKIADFNBVEUKL-NGYOKKRJSA-N	675.4839052			MMDBc0030417
BASm0017787	PE(15:0/10:0)	PE(15:0/10:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/10:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one decanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC	C30H60NO8P	InChI=1S/C30H60NO8P/c1-3-5-7-9-11-12-13-14-15-17-18-20-22-29(32)36-26-28(27-38-40(34,35)37-25-24-31)39-30(33)23-21-19-16-10-8-6-4-2/h28H,3-27,31H2,1-2H3,(H,34,35)/t28-/m1/s1	XXIJTWVDAZDHBR-MUUNZHRXSA-N	593.4056549			MMDBc0030418
BASm0017788	PE(15:0/12:0)	PE(15:0/12:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/12:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one dodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC	C32H64NO8P	InChI=1S/C32H64NO8P/c1-3-5-7-9-11-13-14-15-17-18-20-22-24-31(34)38-28-30(29-40-42(36,37)39-27-26-33)41-32(35)25-23-21-19-16-12-10-8-6-4-2/h30H,3-29,33H2,1-2H3,(H,36,37)/t30-/m1/s1	ZNNBKAPBHPPFJO-SSEXGKCCSA-N	621.436955			MMDBc0030419
BASm0017789	PE(15:0/17:0cycw7c)	PE(15:0/17:0cycw7c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/17:0cycw7c), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one heptadec-9-10-cyclo-anoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-3-5-7-9-10-11-12-13-14-15-18-22-26-36(39)43-31-35(32-45-47(41,42)44-29-28-38)46-37(40)27-23-19-16-17-21-25-34-30-33(34)24-20-8-6-4-2/h33-35H,3-32,38H2,1-2H3,(H,41,42)/t33?,34?,35-/m1/s1	OXMOEZMESDNNGK-KOZIHUGVSA-N	689.4995553			MMDBc0030420
BASm0017790	PE(16:0/10:0)	PE(16:0/10:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/10:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one decanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC	C31H62NO8P	InChI=1S/C31H62NO8P/c1-3-5-7-9-11-12-13-14-15-16-18-19-21-23-30(33)37-27-29(28-39-41(35,36)38-26-25-32)40-31(34)24-22-20-17-10-8-6-4-2/h29H,3-28,32H2,1-2H3,(H,35,36)/t29-/m1/s1	JQFHBMJNGAAXAT-GDLZYMKVSA-N	607.421305			MMDBc0030421
BASm0017791	PE(16:0/12:0)	PE(16:0/12:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/12:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one dodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC	C33H66NO8P	InChI=1S/C33H66NO8P/c1-3-5-7-9-11-13-14-15-16-18-19-21-23-25-32(35)39-29-31(30-41-43(37,38)40-28-27-34)42-33(36)26-24-22-20-17-12-10-8-6-4-2/h31H,3-30,34H2,1-2H3,(H,37,38)/t31-/m1/s1	KKKFYQBNDBPRBN-WJOKGBTCSA-N	635.4526051			MMDBc0030422
BASm0017792	PE(16:0/17:0cycw7c)	PE(16:0/17:0cycw7c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/17:0cycw7c), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one heptadec-9-10-cyclo-anoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-3-5-7-9-10-11-12-13-14-15-16-19-23-27-37(40)44-32-36(33-46-48(42,43)45-30-29-39)47-38(41)28-24-20-17-18-22-26-35-31-34(35)25-21-8-6-4-2/h34-36H,3-33,39H2,1-2H3,(H,42,43)/t34?,35?,36-/m1/s1	XMJNEOHBOWKSJE-QAVQJDDCSA-N	703.5152053			MMDBc0030423
BASm0017793	PE(16:0/19:0cycw8c)	PE(16:0/19:0cycw8c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/19:0cycw8c), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 9-(2-heptylcyclopropyl)nonanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC1CC1CCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-3-5-7-9-10-11-12-13-14-15-16-21-25-29-39(42)46-34-38(35-48-50(44,45)47-32-31-41)49-40(43)30-26-22-18-17-20-24-28-37-33-36(37)27-23-19-8-6-4-2/h36-38H,3-35,41H2,1-2H3,(H,44,45)/t36?,37?,38-/m1/s1	VFAVBXMAUHLXJH-QYZZXKJTSA-N	731.5465055			MMDBc0030424
BASm0017794	PE(16:1(9Z)/10:0)	PE(16:1(9Z)/10:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/10:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one decanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC	C31H60NO8P	InChI=1S/C31H60NO8P/c1-3-5-7-9-11-12-13-14-15-16-18-19-21-23-30(33)37-27-29(28-39-41(35,36)38-26-25-32)40-31(34)24-22-20-17-10-8-6-4-2/h12-13,29H,3-11,14-28,32H2,1-2H3,(H,35,36)/b13-12-/t29-/m1/s1	HBIZKEXDZVNTCF-BKAVPCLVSA-N	605.4056549			MMDBc0030425
BASm0017795	PE(16:1(9Z)/12:0)	PE(16:1(9Z)/12:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/12:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one dodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC	C33H64NO8P	InChI=1S/C33H64NO8P/c1-3-5-7-9-11-13-14-15-16-18-19-21-23-25-32(35)39-29-31(30-41-43(37,38)40-28-27-34)42-33(36)26-24-22-20-17-12-10-8-6-4-2/h13-14,31H,3-12,15-30,34H2,1-2H3,(H,37,38)/b14-13-/t31-/m1/s1	FNGLJQNZSXEYIG-LLDSFBTISA-N	633.436955			MMDBc0030426
BASm0017796	PE(17:0cycw7c/10:0)	PE(17:0cycw7c/10:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(17:0cycw7c/10:0), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and  one decanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC	C32H62NO8P	InChI=1S/C32H62NO8P/c1-3-5-7-9-10-13-18-22-32(35)41-30(27-40-42(36,37)39-24-23-33)26-38-31(34)21-17-14-11-12-16-20-29-25-28(29)19-15-8-6-4-2/h28-30H,3-27,33H2,1-2H3,(H,36,37)/t28?,29?,30-/m1/s1	PRTXIECJQSCAGA-QGVFFIPKSA-N	619.421305			MMDBc0030427
BASm0017797	PE(17:0cycw7c/12:0)	PE(17:0cycw7c/12:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(17:0cycw7c/12:0), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and  one dodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC	C34H66NO8P	InChI=1S/C34H66NO8P/c1-3-5-7-9-10-11-12-15-20-24-34(37)43-32(29-42-44(38,39)41-26-25-35)28-40-33(36)23-19-16-13-14-18-22-31-27-30(31)21-17-8-6-4-2/h30-32H,3-29,35H2,1-2H3,(H,38,39)/t30?,31?,32-/m1/s1	ITIOOVKGZJNHMQ-DQZOQLMQSA-N	647.4526051			MMDBc0030428
BASm0017798	PE(18:0/10:0)	PE(18:0/10:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:0/10:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one decanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC	C33H66NO8P	InChI=1S/C33H66NO8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-21-23-25-32(35)39-29-31(30-41-43(37,38)40-28-27-34)42-33(36)26-24-22-19-10-8-6-4-2/h31H,3-30,34H2,1-2H3,(H,37,38)/t31-/m1/s1	IQGMGIHASGWWFZ-WJOKGBTCSA-N	635.4526051			MMDBc0030429
BASm0017799	PE(18:0/12:0)	PE(18:0/12:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:0/12:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one dodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC	C35H70NO8P	InChI=1S/C35H70NO8P/c1-3-5-7-9-11-13-14-15-16-17-18-20-21-23-25-27-34(37)41-31-33(32-43-45(39,40)42-30-29-36)44-35(38)28-26-24-22-19-12-10-8-6-4-2/h33H,3-32,36H2,1-2H3,(H,39,40)/t33-/m1/s1	ZBKPRHNEDZPLBH-MGBGTMOVSA-N	663.4839052			MMDBc0030430
BASm0017800	PE(18:0/17:0cycw7c)	PE(18:0/17:0cycw7c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:0/17:0cycw7c), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one heptadec-9-10-cyclo-anoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-21-25-29-39(42)46-34-38(35-48-50(44,45)47-32-31-41)49-40(43)30-26-22-19-20-24-28-37-33-36(37)27-23-8-6-4-2/h36-38H,3-35,41H2,1-2H3,(H,44,45)/t36?,37?,38-/m1/s1	RKPDFBSBXYIQOA-QYZZXKJTSA-N	731.5465055			MMDBc0030431
BASm0017801	PE(18:1(11Z)/10:0)	PE(18:1(11Z)/10:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(11Z)/10:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and  one decanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC	C33H64NO8P	InChI=1S/C33H64NO8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-21-23-25-32(35)39-29-31(30-41-43(37,38)40-28-27-34)42-33(36)26-24-22-19-10-8-6-4-2/h12-13,31H,3-11,14-30,34H2,1-2H3,(H,37,38)/b13-12-/t31-/m1/s1	LINIAGSTXYKWEY-RPUPUBLZSA-N	633.436955			MMDBc0030432
BASm0017802	PE(18:1(11Z)/12:0)	PE(18:1(11Z)/12:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(11Z)/12:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and  one dodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC	C35H68NO8P	InChI=1S/C35H68NO8P/c1-3-5-7-9-11-13-14-15-16-17-18-20-21-23-25-27-34(37)41-31-33(32-43-45(39,40)42-30-29-36)44-35(38)28-26-24-22-19-12-10-8-6-4-2/h13-14,33H,3-12,15-32,36H2,1-2H3,(H,39,40)/b14-13-/t33-/m1/s1	CEDYZXOEZCSUMJ-BLACGIAASA-N	661.4682552			MMDBc0030433
BASm0017803	PE(19:1(12Z)/10:0)	PE(19:1(12Z)/10:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:1(12Z)/10:0), in particular, consists of one 12Z-nonadecenoyl chain  to the C-1 atom, and  one decanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC	C34H66NO8P	InChI=1S/C34H66NO8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-21-22-24-26-33(36)40-30-32(31-42-44(38,39)41-29-28-35)43-34(37)27-25-23-20-10-8-6-4-2/h12-13,32H,3-11,14-31,35H2,1-2H3,(H,38,39)/b13-12-/t32-/m1/s1	CDNHFWQFLODVJO-RJPFEDOUSA-N	647.4526051			MMDBc0030434
BASm0017804	PE(19:1(12Z)/12:0)	PE(19:1(12Z)/12:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:1(12Z)/12:0), in particular, consists of one 12Z-nonadecenoyl chain  to the C-1 atom, and  one dodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-3-5-7-9-11-13-14-15-16-17-18-19-21-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37)45-36(39)29-27-25-23-20-12-10-8-6-4-2/h13-14,34H,3-12,15-33,37H2,1-2H3,(H,40,41)/b14-13-/t34-/m1/s1	YXXLWTXKSOVJOY-YAGQSAGLSA-N	675.4839052			MMDBc0030435
BASm0017805	PE(19:0cycw8c/10:0)	PE(19:0cycw8c/10:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:0cycw8c/10:0), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain  to the C-1 atom, and  one decanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC1CC1CCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC	C34H66NO8P	InChI=1S/C34H66NO8P/c1-3-5-7-9-10-16-20-24-34(37)43-32(29-42-44(38,39)41-26-25-35)28-40-33(36)23-19-15-12-11-14-18-22-31-27-30(31)21-17-13-8-6-4-2/h30-32H,3-29,35H2,1-2H3,(H,38,39)/t30?,31?,32-/m1/s1	FTPWRSRMQVYWMO-DQZOQLMQSA-N	647.4526051			MMDBc0030436
BASm0017806	PE(19:0cycw8c/12:0)	PE(19:0cycw8c/12:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:0cycw8c/12:0), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain  to the C-1 atom, and  one dodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC1CC1CCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-3-5-7-9-10-11-12-18-22-26-36(39)45-34(31-44-46(40,41)43-28-27-37)30-42-35(38)25-21-17-14-13-16-20-24-33-29-32(33)23-19-15-8-6-4-2/h32-34H,3-31,37H2,1-2H3,(H,40,41)/t32?,33?,34-/m1/s1	BZWXAYUSUXKALC-NGYOKKRJSA-N	675.4839052			MMDBc0030437
BASm0017807	PE(17:0cycw7c/17:0cycw7c)	PE(17:0cycw7c/17:0cycw7c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(17:0cycw7c/17:0cycw7c), in particular, consists of two heptadec-9-10-cyclo-anoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-3-5-7-15-21-33-29-35(33)23-17-11-9-13-19-25-38(41)45-31-37(32-47-49(43,44)46-28-27-40)48-39(42)26-20-14-10-12-18-24-36-30-34(36)22-16-8-6-4-2/h33-37H,3-32,40H2,1-2H3,(H,43,44)/t33?,34?,35?,36?,37-/m1/s1	FTCITDHJQWUTEF-GGTDZKDPSA-N	715.5152053			MMDBc0030438
BASm0017808	PE(19:0cycw8c/17:0cycw7c)	PE(19:0cycw8c/17:0cycw7c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:0cycw8c/17:0cycw7c), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain  to the C-1 atom, and  one heptadec-9-10-cyclo-anoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC1CC1CCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-3-5-7-12-18-24-36-32-38(36)25-19-13-9-10-15-21-27-40(43)47-33-39(34-49-51(45,46)48-30-29-42)50-41(44)28-22-16-11-14-20-26-37-31-35(37)23-17-8-6-4-2/h35-39H,3-34,42H2,1-2H3,(H,45,46)/t35?,36?,37?,38?,39-/m1/s1	QHLJEKZKJZFFSO-AUWIYVNOSA-N	743.5465055			MMDBc0030439
BASm0017809	PG(17:0cycw7c/14:0)	PG(14:0/17:0cycw7c) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/17:0cycw7c), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one heptadec-9-10-cyclo-anoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC	C37H71O10P	InChI=1S/C37H71O10P/c1-3-5-7-9-10-11-12-13-14-17-22-26-37(41)47-35(31-46-48(42,43)45-29-34(39)28-38)30-44-36(40)25-21-18-15-16-20-24-33-27-32(33)23-19-8-6-4-2/h32-35,38-39H,3-31H2,1-2H3,(H,42,43)/t32?,33?,34-,35+/m0/s1	KZAVPAXRRSPCKZ-ZZFZTORUSA-N	706.4784855			MMDBc0030440
BASm0017810	PG(15:0/16:1)	PG(15:0/16:1) is a phosphatidylglycerol or glycerophospholipid (PG or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(15:0/16:1), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases.  PG also serves as a precursor for the synthesis of cardiolipin. PG is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.		Solid	CCCCCCCCCCCCCCC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCC\C=C/CCCCCC	C37H71O10P	InChI=1S/C37H71O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(41)47-35(33-46-48(42,43)45-31-34(39)30-38)32-44-36(40)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,34-35,38-39H,3-12,14,16-33H2,1-2H3,(H,42,43)/b15-13-	XINYTKIWPKLZAT-SQFISAMPSA-N	706.478485			MMDBc0030441
BASm0017811	PG(17:0cycw7c/15:0)	PG(15:0/17:0cycw7c) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/17:0cycw7c), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one heptadec-9-10-cyclo-anoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCC	C38H73O10P	InChI=1S/C38H73O10P/c1-3-5-7-9-10-11-12-13-14-15-18-23-27-38(42)48-36(32-47-49(43,44)46-30-35(40)29-39)31-45-37(41)26-22-19-16-17-21-25-34-28-33(34)24-20-8-6-4-2/h33-36,39-40H,3-32H2,1-2H3,(H,43,44)/t33?,34?,35-,36+/m0/s1	YJJACULWFIIAGK-NQGJMHSESA-N	720.4941355			MMDBc0030442
BASm0017812	PG(17:0cycw7c/16:0)	PG(16:0/17:0cycw7c) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/17:0cycw7c), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one heptadec-9-10-cyclo-anoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C39H75O10P	InChI=1S/C39H75O10P/c1-3-5-7-9-10-11-12-13-14-15-16-19-24-28-39(43)49-37(33-48-50(44,45)47-31-36(41)30-40)32-46-38(42)27-23-20-17-18-22-26-35-29-34(35)25-21-8-6-4-2/h34-37,40-41H,3-33H2,1-2H3,(H,44,45)/t34?,35?,36-,37+/m0/s1	KSFYDWLGWRUFCG-IUMVPMKHSA-N	734.5097856			MMDBc0030443
BASm0017813	PG(19:0cycw8c/16:0)	PG(16:0/19:0cycw8c) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/19:0cycw8c), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC1CC1CCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C41H79O10P	InChI=1S/C41H79O10P/c1-3-5-7-9-10-11-12-13-14-15-16-22-26-30-41(45)51-39(35-50-52(46,47)49-33-38(43)32-42)34-48-40(44)29-25-21-18-17-20-24-28-37-31-36(37)27-23-19-8-6-4-2/h36-39,42-43H,3-35H2,1-2H3,(H,46,47)/t36?,37?,38-,39+/m0/s1	XLFQKCMCWQYOHD-NIJRPICPSA-N	762.5410857			MMDBc0030444
BASm0017814	Ferricytochrome c	Cytochrome c, or Cyt c, is a small heme protein and a component of the oxidative phosphorylation electron transport chain. The heme group of cytochrome c accepts electrons from the Cytochrome b-c1 complex (Complex III) and transfers electrons to the Cytochrome oxidase complex (Complex IV). Cyt c is capable of undergoing oxidation and reduction, but does not bind oxygen. Cytochrome c is a highly conserved protein across the spectrum of species, found in plants, animals, and many unicellular organisms. This, along with its small size (molecular weight about 12,000 daltons), makes it useful in studies of cladistics. Its primary structure consists of a chain of about 100 amino acids. (Wikipedia)	9007-43-6	Solid	CC(CC\C=C(/C)COC1OC(COC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O)C1CCC2(C)C3CC=C4C(CCC(O)C4(C)C)C3(C)C(=O)CC12C	C42H68O13	InChI=1S/C42H68O13/c1-21(19-52-37-36(51)34(49)32(47)27(55-37)20-53-38-35(50)33(48)31(46)26(18-43)54-38)9-8-10-22(2)23-15-16-40(5)28-13-11-24-25(12-14-29(44)39(24,3)4)42(28,7)30(45)17-41(23,40)6/h9,11,22-23,25-29,31-38,43-44,46-51H,8,10,12-20H2,1-7H3/b21-9+	FHOKVOIILRHONR-ZVBGSRNCSA-N	780.4659923			MMDBc0030445
BASm0017815	Tetrahydrofolyl-[Glu](2)	Tetrahydrofolyl-[Glu](n) is involved in the folate biosynthesis pathway.  Tetrahydrofolyl-[Glu](n) can be reversibly converted into Tetrahydrofolyl-[Glu](2) by folylpolyglutamate synthase [EC:6.3.2.17]. Tetrahydrofolyl-[Glu](n) can be irreversibly converted into tetrahydrofolate by gamma-glutamyl hydrolase [EC:3.4.19.9].		Solid	NC1=NC2=C(NC(CNC3=CC=C(C=C3)C(=O)NC(CCC(=O)NC(CCC(O)=O)C(O)=O)C(O)=O)CN2)C(=O)N1	C24H30N8O9	InChI=1S/C24H30N8O9/c25-24-31-19-18(21(37)32-24)28-13(10-27-19)9-26-12-3-1-11(2-4-12)20(36)30-15(23(40)41)5-7-16(33)29-14(22(38)39)6-8-17(34)35/h1-4,13-15,26,28H,5-10H2,(H,29,33)(H,30,36)(H,34,35)(H,38,39)(H,40,41)(H4,25,27,31,32,37)	ZAOGJXDWOQXFBW-UHFFFAOYSA-N	574.2135746			MMDBc0030447
BASm0017816	CL(15:0cyclo/15:0cyclo/15:0cyclo/15:0cyclo)	CL(15:0cyclo/15:0cyclo/15:0cyclo/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/15:0cyclo/15:0cyclo) contains four chains of cis-9,10-Methylenetetradecanoic acid at the C1, C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-33-55-45-59(55)37-25-17-13-21-29-41-66(71)79-51-64(85-68(73)43-31-23-15-19-27-39-61-47-57(61)35-11-7-3)53-83-87(75,76)81-49-63(70)50-82-88(77,78)84-54-65(86-69(74)44-32-24-16-20-28-40-62-48-58(62)36-12-8-4)52-80-67(72)42-30-22-14-18-26-38-60-46-56(60)34-10-6-2/h55-65,70H,5-54H2,1-4H3,(H,75,76)(H,77,78)/t55?,56?,57?,58?,59?,60?,61?,62?,63?,64-,65-/m1/s1	JWURXJVVCZAQDD-QGLNOFOZSA-N	1288.847027			MMDBc0030449
BASm0017817	CL(15:0cyclo/15:0cyclo/15:0cyclo/18:1(9Z))	CL(15:0cyclo/15:0cyclo/15:0cyclo/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/15:0cyclo/18:1(9Z)) contains three chains of cis-9,10-Methylenetetradecanoic acid at the C1, C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C72H132O17P2	InChI=1S/C72H132O17P2/c1-5-9-13-14-15-16-17-18-19-20-21-22-23-30-39-49-71(76)88-67(56-82-69(74)47-37-31-24-27-34-44-63-51-60(63)41-10-6-2)58-86-90(78,79)84-54-66(73)55-85-91(80,81)87-59-68(89-72(77)50-40-33-26-29-36-46-65-53-62(65)43-12-8-4)57-83-70(75)48-38-32-25-28-35-45-64-52-61(64)42-11-7-3/h18-19,60-68,73H,5-17,20-59H2,1-4H3,(H,78,79)(H,80,81)/b19-18-/t60?,61?,62?,63?,64?,65?,66-,67-,68-/m1/s1	VFDRFVNGOAKSLA-DCMHECDASA-N	1330.893977			MMDBc0030450
BASm0017818	CL(15:0cyclo/15:0cyclo/15:0cyclo/19:0cycv8c)	CL(15:0cyclo/15:0cyclo/15:0cyclo/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/15:0cyclo/19:0cycv8c) contains three chains of cis-9,10-Methylenetetradecanoic acid at the C1, C2 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-28-40-65-52-66(65)44-29-20-15-14-16-24-35-47-72(77)89-68(55-83-70(75)45-33-25-17-21-30-41-62-49-59(62)37-10-6-2)57-87-91(79,80)85-53-67(74)54-86-92(81,82)88-58-69(90-73(78)48-36-27-19-23-32-43-64-51-61(64)39-12-8-4)56-84-71(76)46-34-26-18-22-31-42-63-50-60(63)38-11-7-3/h59-69,74H,5-58H2,1-4H3,(H,79,80)(H,81,82)/t59?,60?,61?,62?,63?,64?,65?,66?,67-,68-,69-/m1/s1	PRWWTYJJIOVKGO-LIBIYUJJSA-N	1344.909627			MMDBc0030451
BASm0017819	CL(15:0cyclo/15:0cyclo/16:0/16:1(9Z))	CL(15:0cyclo/15:0cyclo/16:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/16:0/16:1(9Z)) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-15-17-19-21-23-25-27-29-35-41-49-68(73)81-57-66(87-70(75)51-43-36-30-28-26-24-22-20-18-16-14-10-6-2)59-85-89(77,78)83-55-65(72)56-84-90(79,80)86-60-67(88-71(76)52-44-38-32-34-40-48-64-54-62(64)46-12-8-4)58-82-69(74)50-42-37-31-33-39-47-63-53-61(63)45-11-7-3/h20,22,61-67,72H,5-19,21,23-60H2,1-4H3,(H,77,78)(H,79,80)/b22-20-/t61?,62?,63?,64?,65-,66-,67-/m1/s1	CFCFIGPBZNFNMO-SUAAOFQWSA-N	1318.893977			MMDBc0030452
BASm0017820	CL(15:0cyclo/15:0cyclo/16:0/18:1(9Z))	CL(15:0cyclo/15:0cyclo/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/16:0/18:1(9Z)) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-15-17-19-21-23-24-26-28-30-32-38-45-53-72(77)89-68(59-83-70(75)51-43-37-31-29-27-25-22-20-18-16-14-10-6-2)61-87-91(79,80)85-57-67(74)58-86-92(81,82)88-62-69(90-73(78)54-46-40-34-36-42-50-66-56-64(66)48-12-8-4)60-84-71(76)52-44-39-33-35-41-49-65-55-63(65)47-11-7-3/h23-24,63-69,74H,5-22,25-62H2,1-4H3,(H,79,80)(H,81,82)/b24-23-/t63?,64?,65?,66?,67-,68-,69-/m1/s1	RHZFQQGKZBBTRX-VITXSTIBSA-N	1346.925277			MMDBc0030453
BASm0017821	CL(15:0cyclo/15:0cyclo/16:0/19:0cycv8c)	CL(15:0cyclo/15:0cyclo/16:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/16:0/19:0cycv8c) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-15-16-17-18-19-20-21-24-31-39-49-71(76)84-58-69(90-73(78)51-41-32-25-22-23-28-36-48-67-55-66(67)45-35-14-10-6-2)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(91-74(79)52-42-34-27-30-38-47-65-54-63(65)44-12-8-4)59-85-72(77)50-40-33-26-29-37-46-64-53-62(64)43-11-7-3/h62-70,75H,5-61H2,1-4H3,(H,80,81)(H,82,83)/t62?,63?,64?,65?,66?,67?,68-,69-,70-/m1/s1	KDGHJCXMCBJPRV-QMBQMTMKSA-N	1360.940927			MMDBc0030454
BASm0017822	CL(15:0cyclo/15:0cyclo/16:0/17:0cycw7c)	CL(15:0cyclo/15:0cyclo/16:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/16:0/17:0cycw7c) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-15-16-17-18-19-20-21-22-29-37-47-69(74)82-56-67(88-72(77)50-40-32-25-28-36-46-65-53-64(65)43-33-14-10-6-2)58-86-90(78,79)84-54-66(73)55-85-91(80,81)87-59-68(89-71(76)49-39-31-24-27-35-45-63-52-61(63)42-12-8-4)57-83-70(75)48-38-30-23-26-34-44-62-51-60(62)41-11-7-3/h60-68,73H,5-59H2,1-4H3,(H,78,79)(H,80,81)/t60?,61?,62?,63?,64?,65?,66-,67-,68-/m1/s1	DMZATLLBJNZWJT-SXJSJBAASA-N	1332.909627			MMDBc0030455
BASm0017823	CL(15:0cyclo/15:0cyclo/16:0/14:0)	CL(15:0cyclo/15:0cyclo/16:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/16:0/14:0) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-15-17-19-21-22-24-25-27-33-39-47-66(71)79-55-64(85-68(73)49-41-34-28-26-23-20-18-16-14-10-6-2)57-83-87(75,76)81-53-63(70)54-82-88(77,78)84-58-65(86-69(74)50-42-36-30-32-38-46-62-52-60(62)44-12-8-4)56-80-67(72)48-40-35-29-31-37-45-61-51-59(61)43-11-7-3/h59-65,70H,5-58H2,1-4H3,(H,75,76)(H,77,78)/t59?,60?,61?,62?,63-,64-,65-/m1/s1	NQMYBXRSJLVZIJ-ZXBFYKBLSA-N	1292.878327			MMDBc0030456
BASm0017824	CL(15:0cyclo/15:0cyclo/16:1(9Z)/16:0)	CL(15:0cyclo/15:0cyclo/16:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/16:1(9Z)/16:0) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-15-17-19-21-23-25-27-29-35-41-49-68(73)81-57-66(87-70(75)51-43-36-30-28-26-24-22-20-18-16-14-10-6-2)59-85-89(77,78)83-55-65(72)56-84-90(79,80)86-60-67(88-71(76)52-44-38-32-34-40-48-64-54-62(64)46-12-8-4)58-82-69(74)50-42-37-31-33-39-47-63-53-61(63)45-11-7-3/h19,21,61-67,72H,5-18,20,22-60H2,1-4H3,(H,77,78)(H,79,80)/b21-19-/t61?,62?,63?,64?,65-,66-,67-/m1/s1	JJOLLGDLPTUEIX-YPXYOZROSA-N	1318.893977			MMDBc0030457
BASm0017825	CL(15:0cyclo/15:0cyclo/16:1(9Z)/16:1(9Z))	CL(15:0cyclo/15:0cyclo/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/16:1(9Z)/16:1(9Z)) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-15-17-19-21-23-25-27-29-35-41-49-68(73)81-57-66(87-70(75)51-43-36-30-28-26-24-22-20-18-16-14-10-6-2)59-85-89(77,78)83-55-65(72)56-84-90(79,80)86-60-67(88-71(76)52-44-38-32-34-40-48-64-54-62(64)46-12-8-4)58-82-69(74)50-42-37-31-33-39-47-63-53-61(63)45-11-7-3/h19-22,61-67,72H,5-18,23-60H2,1-4H3,(H,77,78)(H,79,80)/b21-19-,22-20-/t61?,62?,63?,64?,65-,66-,67-/m1/s1	ZNKGWTFYHGCOCC-MWGUROOHSA-N	1316.878327			MMDBc0030458
BASm0017826	CL(15:0cyclo/15:0cyclo/16:1(9Z)/18:1(9Z))	CL(15:0cyclo/15:0cyclo/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/16:1(9Z)/18:1(9Z)) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-15-17-19-21-23-24-26-28-30-32-38-45-53-72(77)89-68(59-83-70(75)51-43-37-31-29-27-25-22-20-18-16-14-10-6-2)61-87-91(79,80)85-57-67(74)58-86-92(81,82)88-62-69(90-73(78)54-46-40-34-36-42-50-66-56-64(66)48-12-8-4)60-84-71(76)52-44-39-33-35-41-49-65-55-63(65)47-11-7-3/h20,22-24,63-69,74H,5-19,21,25-62H2,1-4H3,(H,79,80)(H,81,82)/b22-20-,24-23-/t63?,64?,65?,66?,67-,68-,69-/m1/s1	IETUUDLMCGANSR-SHJQSWRLSA-N	1344.909627			MMDBc0030459
BASm0017827	CL(15:0cyclo/15:0cyclo/16:1(9Z)/19:0cycv8c)	CL(15:0cyclo/15:0cyclo/16:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/16:1(9Z)/19:0cycv8c) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C74H136O17P2	InChI=1S/C74H136O17P2/c1-5-9-13-15-16-17-18-19-20-21-24-31-39-49-71(76)84-58-69(90-73(78)51-41-32-25-22-23-28-36-48-67-55-66(67)45-35-14-10-6-2)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(91-74(79)52-42-34-27-30-38-47-65-54-63(65)44-12-8-4)59-85-72(77)50-40-33-26-29-37-46-64-53-62(64)43-11-7-3/h17-18,62-70,75H,5-16,19-61H2,1-4H3,(H,80,81)(H,82,83)/b18-17-/t62?,63?,64?,65?,66?,67?,68-,69-,70-/m1/s1	HVZFORSCBUXNIQ-MNILBSILSA-N	1358.925277			MMDBc0030460
BASm0017828	CL(15:0cyclo/15:0cyclo/16:1(9Z)/17:0cycw7c)	CL(15:0cyclo/15:0cyclo/16:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/16:1(9Z)/17:0cycw7c) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C72H132O17P2	InChI=1S/C72H132O17P2/c1-5-9-13-15-16-17-18-19-20-21-22-29-37-47-69(74)82-56-67(88-72(77)50-40-32-25-28-36-46-65-53-64(65)43-33-14-10-6-2)58-86-90(78,79)84-54-66(73)55-85-91(80,81)87-59-68(89-71(76)49-39-31-24-27-35-45-63-52-61(63)42-12-8-4)57-83-70(75)48-38-30-23-26-34-44-62-51-60(62)41-11-7-3/h17-18,60-68,73H,5-16,19-59H2,1-4H3,(H,78,79)(H,80,81)/b18-17-/t60?,61?,62?,63?,64?,65?,66-,67-,68-/m1/s1	RMZACVFTXNNYKK-PJFLFMNBSA-N	1330.893977			MMDBc0030461
BASm0017829	CL(15:0cyclo/15:0cyclo/16:1(9Z)/14:0)	CL(15:0cyclo/15:0cyclo/16:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/16:1(9Z)/14:0) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-15-17-19-21-22-24-25-27-33-39-47-66(71)79-55-64(85-68(73)49-41-34-28-26-23-20-18-16-14-10-6-2)57-83-87(75,76)81-53-63(70)54-82-88(77,78)84-58-65(86-69(74)50-42-36-30-32-38-46-62-52-60(62)44-12-8-4)56-80-67(72)48-40-35-29-31-37-45-61-51-59(61)43-11-7-3/h19,21,59-65,70H,5-18,20,22-58H2,1-4H3,(H,75,76)(H,77,78)/b21-19-/t59?,60?,61?,62?,63-,64-,65-/m1/s1	BBTBYLGSZIYEKV-NEMKBOFZSA-N	1290.862677			MMDBc0030462
BASm0017830	CL(15:0cyclo/15:0cyclo/18:1(9Z)/15:0cyclo)	CL(15:0cyclo/15:0cyclo/18:1(9Z)/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/18:1(9Z)/15:0cyclo) contains three chains of cis-9,10-Methylenetetradecanoic acid at the C1, C2 and C4 positions, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C72H132O17P2	InChI=1S/C72H132O17P2/c1-5-9-13-14-15-16-17-18-19-20-21-22-23-30-37-47-69(74)82-56-67(88-71(76)49-39-32-25-28-35-45-64-52-61(64)42-11-7-3)58-86-90(78,79)84-54-66(73)55-85-91(80,81)87-59-68(89-72(77)50-40-33-26-29-36-46-65-53-62(65)43-12-8-4)57-83-70(75)48-38-31-24-27-34-44-63-51-60(63)41-10-6-2/h18-19,60-68,73H,5-17,20-59H2,1-4H3,(H,78,79)(H,80,81)/b19-18-/t60?,61?,62?,63?,64?,65?,66-,67-,68-/m1/s1	BHXKILPBIXEYTL-DCMHECDASA-N	1330.893977			MMDBc0030463
BASm0017831	CL(15:0cyclo/15:0cyclo/18:1(9Z)/16:0)	CL(15:0cyclo/15:0cyclo/18:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/18:1(9Z)/16:0) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-15-17-19-21-23-24-26-27-29-31-37-43-51-70(75)83-59-68(89-72(77)53-45-38-32-30-28-25-22-20-18-16-14-10-6-2)61-87-91(79,80)85-57-67(74)58-86-92(81,82)88-62-69(90-73(78)54-46-40-34-36-42-50-66-56-64(66)48-12-8-4)60-84-71(76)52-44-39-33-35-41-49-65-55-63(65)47-11-7-3/h23-24,63-69,74H,5-22,25-62H2,1-4H3,(H,79,80)(H,81,82)/b24-23-/t63?,64?,65?,66?,67-,68-,69-/m1/s1	OGYYUVOQVVJXAX-VITXSTIBSA-N	1346.925277			MMDBc0030464
BASm0017832	CL(15:0cyclo/15:0cyclo/18:1(9Z)/16:1(9Z))	CL(15:0cyclo/15:0cyclo/18:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/18:1(9Z)/16:1(9Z)) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-15-17-19-21-23-24-26-27-29-31-37-43-51-70(75)83-59-68(89-72(77)53-45-38-32-30-28-25-22-20-18-16-14-10-6-2)61-87-91(79,80)85-57-67(74)58-86-92(81,82)88-62-69(90-73(78)54-46-40-34-36-42-50-66-56-64(66)48-12-8-4)60-84-71(76)52-44-39-33-35-41-49-65-55-63(65)47-11-7-3/h20,22-24,63-69,74H,5-19,21,25-62H2,1-4H3,(H,79,80)(H,81,82)/b22-20-,24-23-/t63?,64?,65?,66?,67-,68-,69-/m1/s1	YKFPHHYFFFJGQH-SHJQSWRLSA-N	1344.909627			MMDBc0030465
BASm0017833	CL(15:0cyclo/15:0cyclo/18:1(9Z)/18:1(9Z))	CL(15:0cyclo/15:0cyclo/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/18:1(9Z)/18:1(9Z)) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-15-17-19-21-23-25-27-29-31-33-39-45-53-72(77)85-61-70(91-74(79)55-47-40-34-32-30-28-26-24-22-20-18-16-14-10-6-2)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(92-75(80)56-48-42-36-38-44-52-68-58-66(68)50-12-8-4)62-86-73(78)54-46-41-35-37-43-51-67-57-65(67)49-11-7-3/h23-26,65-71,76H,5-22,27-64H2,1-4H3,(H,81,82)(H,83,84)/b25-23-,26-24-/t65?,66?,67?,68?,69-,70-,71-/m1/s1	ONASLFQFWSSXAU-UAZRYNABSA-N	1372.940927			MMDBc0030466
BASm0017834	CL(15:0cyclo/15:0cyclo/18:1(9Z)/19:0cycv8c)	CL(15:0cyclo/15:0cyclo/18:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/18:1(9Z)/19:0cycv8c) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-15-16-17-18-19-20-21-22-23-26-33-41-51-73(78)86-60-71(92-75(80)53-43-34-27-24-25-30-38-50-69-57-68(69)47-37-14-10-6-2)62-90-94(82,83)88-58-70(77)59-89-95(84,85)91-63-72(93-76(81)54-44-36-29-32-40-49-67-56-65(67)46-12-8-4)61-87-74(79)52-42-35-28-31-39-48-66-55-64(66)45-11-7-3/h19-20,64-72,77H,5-18,21-63H2,1-4H3,(H,82,83)(H,84,85)/b20-19-/t64?,65?,66?,67?,68?,69?,70-,71-,72-/m1/s1	OYWWAGLZDFYPQL-DMZORUMKSA-N	1386.956577			MMDBc0030467
BASm0017835	CL(15:0cyclo/15:0cyclo/18:1(9Z)/17:0cycw7c)	CL(15:0cyclo/15:0cyclo/18:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/18:1(9Z)/17:0cycw7c) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C74H136O17P2	InChI=1S/C74H136O17P2/c1-5-9-13-15-16-17-18-19-20-21-22-23-24-31-39-49-71(76)84-58-69(90-74(79)52-42-34-27-30-38-48-67-55-66(67)45-35-14-10-6-2)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(91-73(78)51-41-33-26-29-37-47-65-54-63(65)44-12-8-4)59-85-72(77)50-40-32-25-28-36-46-64-53-62(64)43-11-7-3/h19-20,62-70,75H,5-18,21-61H2,1-4H3,(H,80,81)(H,82,83)/b20-19-/t62?,63?,64?,65?,66?,67?,68-,69-,70-/m1/s1	MRCCQQFOCLEPLN-ORGASYKUSA-N	1358.925277			MMDBc0030468
BASm0017836	CL(15:0cyclo/15:0cyclo/18:1(9Z)/14:0)	CL(15:0cyclo/15:0cyclo/18:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/18:1(9Z)/14:0) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-15-17-19-21-22-23-24-26-27-29-35-41-49-68(73)81-57-66(87-70(75)51-43-36-30-28-25-20-18-16-14-10-6-2)59-85-89(77,78)83-55-65(72)56-84-90(79,80)86-60-67(88-71(76)52-44-38-32-34-40-48-64-54-62(64)46-12-8-4)58-82-69(74)50-42-37-31-33-39-47-63-53-61(63)45-11-7-3/h22-23,61-67,72H,5-21,24-60H2,1-4H3,(H,77,78)(H,79,80)/b23-22-/t61?,62?,63?,64?,65-,66-,67-/m1/s1	FYILQUJHFFIHMS-JNSMUSCQSA-N	1318.893977			MMDBc0030469
BASm0017837	CL(15:0cyclo/15:0cyclo/19:0cycv8c/15:0cyclo)	CL(15:0cyclo/15:0cyclo/19:0cycv8c/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/19:0cycv8c/15:0cyclo) contains three chains of cis-9,10-Methylenetetradecanoic acid at the C1, C2 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-28-40-65-52-66(65)44-29-20-15-14-16-24-33-45-70(75)83-55-68(89-72(77)47-35-26-18-22-31-42-63-50-60(63)38-11-7-3)57-87-91(79,80)85-53-67(74)54-86-92(81,82)88-58-69(90-73(78)48-36-27-19-23-32-43-64-51-61(64)39-12-8-4)56-84-71(76)46-34-25-17-21-30-41-62-49-59(62)37-10-6-2/h59-69,74H,5-58H2,1-4H3,(H,79,80)(H,81,82)/t59?,60?,61?,62?,63?,64?,65?,66?,67-,68-,69-/m1/s1	XJIJVCRBFSTKBL-LIBIYUJJSA-N	1344.909627			MMDBc0030470
BASm0017838	CL(15:0cyclo/15:0cyclo/19:0cycv8c/16:0)	CL(15:0cyclo/15:0cyclo/19:0cycv8c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/19:0cycv8c/16:0) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-15-16-17-18-19-20-21-24-32-41-51-73(78)90-69(58-84-71(76)49-39-31-25-22-23-28-36-48-67-55-66(67)45-35-14-10-6-2)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(91-74(79)52-42-34-27-30-38-47-65-54-63(65)44-12-8-4)59-85-72(77)50-40-33-26-29-37-46-64-53-62(64)43-11-7-3/h62-70,75H,5-61H2,1-4H3,(H,80,81)(H,82,83)/t62?,63?,64?,65?,66?,67?,68-,69-,70-/m1/s1	CLFVMLNHNFKLCS-QMBQMTMKSA-N	1360.940927			MMDBc0030471
BASm0017839	CL(15:0cyclo/15:0cyclo/19:0cycv8c/16:1(9Z))	CL(15:0cyclo/15:0cyclo/19:0cycv8c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/19:0cycv8c/16:1(9Z)) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C74H136O17P2	InChI=1S/C74H136O17P2/c1-5-9-13-15-16-17-18-19-20-21-24-32-41-51-73(78)90-69(58-84-71(76)49-39-31-25-22-23-28-36-48-67-55-66(67)45-35-14-10-6-2)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(91-74(79)52-42-34-27-30-38-47-65-54-63(65)44-12-8-4)59-85-72(77)50-40-33-26-29-37-46-64-53-62(64)43-11-7-3/h17-18,62-70,75H,5-16,19-61H2,1-4H3,(H,80,81)(H,82,83)/b18-17-/t62?,63?,64?,65?,66?,67?,68-,69-,70-/m1/s1	IVXZIPUAZRMDIQ-MNILBSILSA-N	1358.925277			MMDBc0030472
BASm0017840	CL(15:0cyclo/15:0cyclo/19:0cycv8c/18:1(9Z))	CL(15:0cyclo/15:0cyclo/19:0cycv8c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/19:0cycv8c/18:1(9Z)) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-15-16-17-18-19-20-21-22-23-26-34-43-53-75(80)92-71(60-86-73(78)51-41-33-27-24-25-30-38-50-69-57-68(69)47-37-14-10-6-2)62-90-94(82,83)88-58-70(77)59-89-95(84,85)91-63-72(93-76(81)54-44-36-29-32-40-49-67-56-65(67)46-12-8-4)61-87-74(79)52-42-35-28-31-39-48-66-55-64(66)45-11-7-3/h19-20,64-72,77H,5-18,21-63H2,1-4H3,(H,82,83)(H,84,85)/b20-19-/t64?,65?,66?,67?,68?,69?,70-,71-,72-/m1/s1	FCEFYQCQAPHAKA-DMZORUMKSA-N	1386.956577			MMDBc0030473
BASm0017841	CL(15:0cyclo/15:0cyclo/19:0cycv8c/19:0cycv8c)	CL(15:0cyclo/15:0cyclo/19:0cycv8c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/19:0cycv8c/19:0cycv8c) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, two chains of (heptadec-11-12-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-31-43-67-55-69(67)47-33-23-17-15-19-27-37-49-74(79)87-59-72(93-76(81)51-39-28-20-16-18-24-34-48-70-56-68(70)44-32-14-10-6-2)61-91-95(83,84)89-57-71(78)58-90-96(85,86)92-62-73(94-77(82)52-40-30-22-26-36-46-66-54-64(66)42-12-8-4)60-88-75(80)50-38-29-21-25-35-45-65-53-63(65)41-11-7-3/h63-73,78H,5-62H2,1-4H3,(H,83,84)(H,85,86)/t63?,64?,65?,66?,67?,68?,69?,70?,71-,72-,73-/m1/s1	XJBJKUPETHBLSQ-ULQWFCRXSA-N	1400.972227			MMDBc0030474
BASm0017842	CL(15:0cyclo/15:0cyclo/19:0cycv8c/17:0cycw7c)	CL(15:0cyclo/15:0cyclo/19:0cycv8c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/19:0cycv8c/17:0cycw7c) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-29-41-65-53-67(65)45-31-21-16-15-17-25-35-47-72(77)85-57-70(91-75(80)50-38-28-20-24-34-46-68-54-66(68)42-30-14-10-6-2)59-89-93(81,82)87-55-69(76)56-88-94(83,84)90-60-71(92-74(79)49-37-27-19-23-33-44-64-52-62(64)40-12-8-4)58-86-73(78)48-36-26-18-22-32-43-63-51-61(63)39-11-7-3/h61-71,76H,5-60H2,1-4H3,(H,81,82)(H,83,84)/t61?,62?,63?,64?,65?,66?,67?,68?,69-,70-,71-/m1/s1	YWRBNJZCBZEEFG-YZKFVJAUSA-N	1372.940927			MMDBc0030475
BASm0017843	CL(15:0cyclo/15:0cyclo/19:0cycv8c/14:0)	CL(15:0cyclo/15:0cyclo/19:0cycv8c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/19:0cycv8c/14:0) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-15-16-17-18-19-22-30-39-49-71(76)88-67(56-82-69(74)47-37-29-23-20-21-26-34-46-65-53-64(65)43-33-14-10-6-2)58-86-90(78,79)84-54-66(73)55-85-91(80,81)87-59-68(89-72(77)50-40-32-25-28-36-45-63-52-61(63)42-12-8-4)57-83-70(75)48-38-31-24-27-35-44-62-51-60(62)41-11-7-3/h60-68,73H,5-59H2,1-4H3,(H,78,79)(H,80,81)/t60?,61?,62?,63?,64?,65?,66-,67-,68-/m1/s1	BFLXQHAVUMOMHM-SXJSJBAASA-N	1332.909627			MMDBc0030476
BASm0017844	CL(15:0cyclo/15:0cyclo/17:0cycw7c/16:0)	CL(15:0cyclo/15:0cyclo/17:0cycw7c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/17:0cycw7c/16:0) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-15-16-17-18-19-20-21-22-29-39-49-71(76)88-67(56-82-70(75)48-38-31-24-27-36-46-65-53-64(65)43-33-14-10-6-2)58-86-90(78,79)84-54-66(73)55-85-91(80,81)87-59-68(89-72(77)50-40-32-25-28-35-45-63-52-61(63)42-12-8-4)57-83-69(74)47-37-30-23-26-34-44-62-51-60(62)41-11-7-3/h60-68,73H,5-59H2,1-4H3,(H,78,79)(H,80,81)/t60?,61?,62?,63?,64?,65?,66-,67-,68-/m1/s1	POPUTKSESDDGPJ-SXJSJBAASA-N	1332.909627			MMDBc0030477
BASm0017845	CL(15:0cyclo/15:0cyclo/17:0cycw7c/16:1(9Z))	CL(15:0cyclo/15:0cyclo/17:0cycw7c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/17:0cycw7c/16:1(9Z)) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C72H132O17P2	InChI=1S/C72H132O17P2/c1-5-9-13-15-16-17-18-19-20-21-22-29-39-49-71(76)88-67(56-82-70(75)48-38-31-24-27-36-46-65-53-64(65)43-33-14-10-6-2)58-86-90(78,79)84-54-66(73)55-85-91(80,81)87-59-68(89-72(77)50-40-32-25-28-35-45-63-52-61(63)42-12-8-4)57-83-69(74)47-37-30-23-26-34-44-62-51-60(62)41-11-7-3/h17-18,60-68,73H,5-16,19-59H2,1-4H3,(H,78,79)(H,80,81)/b18-17-/t60?,61?,62?,63?,64?,65?,66-,67-,68-/m1/s1	ZXYQZGMUYMXTTH-PJFLFMNBSA-N	1330.893977			MMDBc0030478
BASm0017846	CL(15:0cyclo/15:0cyclo/17:0cycw7c/18:1(9Z))	CL(15:0cyclo/15:0cyclo/17:0cycw7c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/17:0cycw7c/18:1(9Z)) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C74H136O17P2	InChI=1S/C74H136O17P2/c1-5-9-13-15-16-17-18-19-20-21-22-23-24-31-41-51-73(78)90-69(58-84-72(77)50-40-33-26-29-38-48-67-55-66(67)45-35-14-10-6-2)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(91-74(79)52-42-34-27-30-37-47-65-54-63(65)44-12-8-4)59-85-71(76)49-39-32-25-28-36-46-64-53-62(64)43-11-7-3/h19-20,62-70,75H,5-18,21-61H2,1-4H3,(H,80,81)(H,82,83)/b20-19-/t62?,63?,64?,65?,66?,67?,68-,69-,70-/m1/s1	ZPKYGGHAODTCNR-ORGASYKUSA-N	1358.925277			MMDBc0030479
BASm0017847	CL(15:0cyclo/15:0cyclo/17:0cycw7c/19:0cycv8c)	CL(15:0cyclo/15:0cyclo/17:0cycw7c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/17:0cycw7c/19:0cycv8c) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-29-41-65-53-67(65)45-31-21-16-15-17-25-37-49-74(79)91-70(57-85-73(78)48-36-27-19-23-34-46-68-54-66(68)42-30-14-10-6-2)59-89-93(81,82)87-55-69(76)56-88-94(83,84)90-60-71(92-75(80)50-38-28-20-24-33-44-64-52-62(64)40-12-8-4)58-86-72(77)47-35-26-18-22-32-43-63-51-61(63)39-11-7-3/h61-71,76H,5-60H2,1-4H3,(H,81,82)(H,83,84)/t61?,62?,63?,64?,65?,66?,67?,68?,69-,70-,71-/m1/s1	JEPLJIOCXGSDBH-YZKFVJAUSA-N	1372.940927			MMDBc0030480
BASm0017848	CL(15:0cyclo/15:0cyclo/17:0cycw7c/17:0cycw7c)	CL(15:0cyclo/15:0cyclo/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/17:0cycw7c/17:0cycw7c) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-27-39-63-51-65(63)43-31-20-16-24-34-46-71(76)84-56-69(90-73(78)48-36-26-18-22-32-44-66-52-64(66)40-28-14-10-6-2)58-88-92(81,82)86-54-67(74)53-85-91(79,80)87-57-68(89-72(77)47-35-25-17-21-30-42-62-50-60(62)38-12-8-4)55-83-70(75)45-33-23-15-19-29-41-61-49-59(61)37-11-7-3/h59-69,74H,5-58H2,1-4H3,(H,79,80)(H,81,82)/t59?,60?,61?,62?,63?,64?,65?,66?,67-,68+,69+/m0/s1	NPZQBULSGFLDAC-OSENKEJNSA-N	1344.909627			MMDBc0030481
BASm0017849	CL(15:0cyclo/15:0cyclo/14:0/16:0)	CL(15:0cyclo/15:0cyclo/14:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/14:0/16:0) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-15-17-19-21-22-24-26-28-34-41-49-68(73)85-64(55-79-66(71)47-39-33-27-25-23-20-18-16-14-10-6-2)57-83-87(75,76)81-53-63(70)54-82-88(77,78)84-58-65(86-69(74)50-42-36-30-32-38-46-62-52-60(62)44-12-8-4)56-80-67(72)48-40-35-29-31-37-45-61-51-59(61)43-11-7-3/h59-65,70H,5-58H2,1-4H3,(H,75,76)(H,77,78)/t59?,60?,61?,62?,63-,64-,65-/m1/s1	WBPUQJAUTJTLSZ-ZXBFYKBLSA-N	1292.878327			MMDBc0030482
BASm0017850	CL(15:0cyclo/15:0cyclo/14:0/16:1(9Z))	CL(15:0cyclo/15:0cyclo/14:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/14:0/16:1(9Z)) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-15-17-19-21-22-24-26-28-34-41-49-68(73)85-64(55-79-66(71)47-39-33-27-25-23-20-18-16-14-10-6-2)57-83-87(75,76)81-53-63(70)54-82-88(77,78)84-58-65(86-69(74)50-42-36-30-32-38-46-62-52-60(62)44-12-8-4)56-80-67(72)48-40-35-29-31-37-45-61-51-59(61)43-11-7-3/h19,21,59-65,70H,5-18,20,22-58H2,1-4H3,(H,75,76)(H,77,78)/b21-19-/t59?,60?,61?,62?,63-,64-,65-/m1/s1	PETQAYSZKWGCKP-NEMKBOFZSA-N	1290.862677			MMDBc0030483
BASm0017851	CL(15:0cyclo/15:0cyclo/14:0/18:1(9Z))	CL(15:0cyclo/15:0cyclo/14:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/14:0/18:1(9Z)) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-15-17-19-21-22-23-24-26-28-30-36-43-51-70(75)87-66(57-81-68(73)49-41-35-29-27-25-20-18-16-14-10-6-2)59-85-89(77,78)83-55-65(72)56-84-90(79,80)86-60-67(88-71(76)52-44-38-32-34-40-48-64-54-62(64)46-12-8-4)58-82-69(74)50-42-37-31-33-39-47-63-53-61(63)45-11-7-3/h22-23,61-67,72H,5-21,24-60H2,1-4H3,(H,77,78)(H,79,80)/b23-22-/t61?,62?,63?,64?,65-,66-,67-/m1/s1	ICQHCMRYRNGMOD-JNSMUSCQSA-N	1318.893977			MMDBc0030484
BASm0017852	CL(15:0cyclo/15:0cyclo/14:0/19:0cycv8c)	CL(15:0cyclo/15:0cyclo/14:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/15:0cyclo/14:0/19:0cycv8c) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-15-16-17-18-19-22-29-37-47-69(74)82-56-67(88-71(76)49-39-30-23-20-21-26-34-46-65-53-64(65)43-33-14-10-6-2)58-86-90(78,79)84-54-66(73)55-85-91(80,81)87-59-68(89-72(77)50-40-32-25-28-36-45-63-52-61(63)42-12-8-4)57-83-70(75)48-38-31-24-27-35-44-62-51-60(62)41-11-7-3/h60-68,73H,5-59H2,1-4H3,(H,78,79)(H,80,81)/t60?,61?,62?,63?,64?,65?,66-,67-,68-/m1/s1	LVHHGNSPGAWBHE-SXJSJBAASA-N	1332.909627			MMDBc0030485
BASm0017853	CL(15:0cyclo/16:0/15:0cyclo/16:1(9Z))	CL(15:0cyclo/16:0/15:0cyclo/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:0/15:0cyclo/16:1(9Z)) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C3 positions, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-15-17-19-21-23-25-27-29-35-43-51-70(75)87-66(57-81-68(73)49-41-37-31-33-39-47-63-53-61(63)45-11-7-3)59-85-89(77,78)83-55-65(72)56-84-90(79,80)86-60-67(88-71(76)52-44-36-30-28-26-24-22-20-18-16-14-10-6-2)58-82-69(74)50-42-38-32-34-40-48-64-54-62(64)46-12-8-4/h19,21,61-67,72H,5-18,20,22-60H2,1-4H3,(H,77,78)(H,79,80)/b21-19-/t61?,62?,63?,64?,65-,66-,67-/m1/s1	MGKLPCMSNDECJR-YPXYOZROSA-N	1318.893977			MMDBc0030486
BASm0017854	CL(15:0cyclo/16:0/15:0cyclo/18:1(9Z))	CL(15:0cyclo/16:0/15:0cyclo/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:0/15:0cyclo/18:1(9Z)) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C3 positions, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-15-17-19-21-23-24-26-28-30-32-38-46-54-73(78)90-69(60-84-71(76)52-44-40-34-36-42-50-66-56-64(66)48-12-8-4)62-88-92(81,82)86-58-67(74)57-85-91(79,80)87-61-68(89-72(77)53-45-37-31-29-27-25-22-20-18-16-14-10-6-2)59-83-70(75)51-43-39-33-35-41-49-65-55-63(65)47-11-7-3/h23-24,63-69,74H,5-22,25-62H2,1-4H3,(H,79,80)(H,81,82)/b24-23-/t63?,64?,65?,66?,67-,68+,69+/m0/s1	SHEWCXRIFYSTME-MLQHKXPASA-N	1346.925277			MMDBc0030487
BASm0017855	CL(15:0cyclo/16:0/15:0cyclo/19:0cycv8c)	CL(15:0cyclo/16:0/15:0cyclo/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:0/15:0cyclo/19:0cycv8c) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C3 positions, one chain of hexadecanoic acid at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-15-16-17-18-19-20-21-24-31-41-51-73(78)90-69(58-84-71(76)49-39-33-26-29-37-46-64-53-62(64)43-11-7-3)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(59-85-72(77)50-40-34-27-30-38-47-65-54-63(65)44-12-8-4)91-74(79)52-42-32-25-22-23-28-36-48-67-55-66(67)45-35-14-10-6-2/h62-70,75H,5-61H2,1-4H3,(H,80,81)(H,82,83)/t62?,63?,64?,65?,66?,67?,68-,69+,70+/m0/s1	PGUXTBHIBVBECK-TWTFLSDRSA-N	1360.940927			MMDBc0030488
BASm0017856	CL(15:0cyclo/16:0/15:0cyclo/17:0cycw7c)	CL(15:0cyclo/16:0/15:0cyclo/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:0/15:0cyclo/17:0cycw7c) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C3 positions, one chain of hexadecanoic acid at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-15-16-17-18-19-20-21-22-29-39-49-71(76)88-67(56-82-69(74)47-37-30-23-26-34-44-62-51-60(62)41-11-7-3)58-86-90(78,79)84-54-66(73)55-85-91(80,81)87-59-68(57-83-70(75)48-38-31-24-27-35-45-63-52-61(63)42-12-8-4)89-72(77)50-40-32-25-28-36-46-65-53-64(65)43-33-14-10-6-2/h60-68,73H,5-59H2,1-4H3,(H,78,79)(H,80,81)/t60?,61?,62?,63?,64?,65?,66-,67+,68+/m0/s1	ILLGPRGLGVIACK-YDJSXQCQSA-N	1332.909627			MMDBc0030489
BASm0017857	CL(15:0cyclo/16:0/15:0cyclo/14:0)	CL(15:0cyclo/16:0/15:0cyclo/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:0/15:0cyclo/14:0) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C3 positions, one chain of hexadecanoic acid at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-15-17-19-21-22-24-26-28-34-42-50-69(74)86-65(56-80-67(72)48-40-36-30-32-38-46-62-52-60(62)44-12-8-4)58-84-88(77,78)82-54-63(70)53-81-87(75,76)83-57-64(85-68(73)49-41-33-27-25-23-20-18-16-14-10-6-2)55-79-66(71)47-39-35-29-31-37-45-61-51-59(61)43-11-7-3/h59-65,70H,5-58H2,1-4H3,(H,75,76)(H,77,78)/t59?,60?,61?,62?,63-,64-,65-/m1/s1	BSHORKKKDZGCAK-ZXBFYKBLSA-N	1292.878327			MMDBc0030490
BASm0017858	CL(15:0cyclo/16:0/16:0/16:0)	CL(15:0cyclo/16:0/16:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:0/16:0/16:0) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, three chains of hexadecanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCC	C72H138O17P2	InChI=1S/C72H138O17P2/c1-5-9-13-16-19-22-25-28-31-34-37-42-47-53-69(74)82-60-67(88-71(76)55-49-43-38-35-32-29-26-23-20-17-14-10-6-2)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-72(77)56-50-44-39-36-33-30-27-24-21-18-15-11-7-3)61-83-70(75)54-48-45-40-41-46-52-65-57-64(65)51-12-8-4/h64-68,73H,5-63H2,1-4H3,(H,78,79)(H,80,81)/t64?,65?,66-,67-,68-/m1/s1	RCFDNDYAUZBPLE-IZFXDSFASA-N	1336.940927			MMDBc0030491
BASm0017859	CL(15:0cyclo/16:0/16:0/16:1(9Z))	CL(15:0cyclo/16:0/16:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:0/16:0/16:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C72H136O17P2	InChI=1S/C72H136O17P2/c1-5-9-13-16-19-22-25-28-31-34-37-42-47-53-69(74)82-60-67(88-71(76)55-49-43-38-35-32-29-26-23-20-17-14-10-6-2)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-72(77)56-50-44-39-36-33-30-27-24-21-18-15-11-7-3)61-83-70(75)54-48-45-40-41-46-52-65-57-64(65)51-12-8-4/h23,26,64-68,73H,5-22,24-25,27-63H2,1-4H3,(H,78,79)(H,80,81)/b26-23-/t64?,65?,66-,67-,68-/m1/s1	DYVXGBDYVVNRPL-WNEBOLGTSA-N	1334.925277			MMDBc0030492
BASm0017860	CL(15:0cyclo/16:0/16:0/18:1(9Z))	CL(15:0cyclo/16:0/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:0/16:0/18:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C74H140O17P2	InChI=1S/C74H140O17P2/c1-5-9-13-16-19-22-25-28-29-32-35-38-41-46-52-58-73(78)90-69(62-84-71(76)55-49-44-39-36-33-30-26-23-20-17-14-10-6-2)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(91-74(79)57-51-45-40-37-34-31-27-24-21-18-15-11-7-3)63-85-72(77)56-50-47-42-43-48-54-67-59-66(67)53-12-8-4/h28-29,66-70,75H,5-27,30-65H2,1-4H3,(H,80,81)(H,82,83)/b29-28-/t66?,67?,68-,69-,70-/m1/s1	FRWZBCKBXQNDID-OIZLTBBFSA-N	1362.956577			MMDBc0030493
BASm0017861	CL(15:0cyclo/16:0/16:0/19:0cycv8c)	CL(15:0cyclo/16:0/16:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:0/16:0/19:0cycv8c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-16-18-20-22-24-26-28-32-38-45-53-72(77)85-61-70(92-75(80)56-48-40-34-30-31-36-43-52-68-58-67(68)50-42-15-11-7-3)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(91-74(79)55-47-39-33-29-27-25-23-21-19-17-14-10-6-2)62-86-73(78)54-46-41-35-37-44-51-66-57-65(66)49-12-8-4/h65-71,76H,5-64H2,1-4H3,(H,81,82)(H,83,84)/t65?,66?,67?,68?,69-,70-,71-/m1/s1	ARPHIZFBUFOAAC-AYNNUBTASA-N	1376.972227			MMDBc0030494
BASm0017862	CL(15:0cyclo/16:0/16:0/17:0cycw7c)	CL(15:0cyclo/16:0/16:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:0/16:0/17:0cycw7c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-16-18-20-22-24-26-28-30-36-43-51-70(75)83-59-69(90-73(78)54-46-39-33-35-42-50-66-56-65(66)48-40-15-11-7-3)62-88-92(81,82)86-58-67(74)57-85-91(79,80)87-61-68(89-72(77)53-45-37-31-29-27-25-23-21-19-17-14-10-6-2)60-84-71(76)52-44-38-32-34-41-49-64-55-63(64)47-12-8-4/h63-69,74H,5-62H2,1-4H3,(H,79,80)(H,81,82)/t63?,64?,65?,66?,67-,68+,69+/m0/s1	KMAPPQKHOJTPOD-JFBSXBRKSA-N	1348.940927			MMDBc0030495
BASm0017863	CL(15:0cyclo/16:0/16:1(9Z)/15:0cyclo)	CL(15:0cyclo/16:0/16:1(9Z)/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:0/16:1(9Z)/15:0cyclo) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C4 positions, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-15-17-19-21-23-25-27-29-35-41-49-68(73)81-57-67(88-71(76)52-44-38-32-34-40-48-64-54-62(64)46-12-8-4)60-86-90(79,80)84-56-65(72)55-83-89(77,78)85-59-66(87-70(75)51-43-36-30-28-26-24-22-20-18-16-14-10-6-2)58-82-69(74)50-42-37-31-33-39-47-63-53-61(63)45-11-7-3/h19,21,61-67,72H,5-18,20,22-60H2,1-4H3,(H,77,78)(H,79,80)/b21-19-/t61?,62?,63?,64?,65-,66+,67+/m0/s1	SRTOBIHUGKTLPL-XEROKVRESA-N	1318.893977			MMDBc0030496
BASm0017864	CL(15:0cyclo/16:0/16:1(9Z)/16:0)	CL(15:0cyclo/16:0/16:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:0/16:1(9Z)/16:0) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C4 positions, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCC	C72H136O17P2	InChI=1S/C72H136O17P2/c1-5-9-13-16-19-22-25-28-31-34-37-42-47-53-69(74)82-60-67(88-71(76)55-49-43-38-35-32-29-26-23-20-17-14-10-6-2)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-72(77)56-50-44-39-36-33-30-27-24-21-18-15-11-7-3)61-83-70(75)54-48-45-40-41-46-52-65-57-64(65)51-12-8-4/h22,25,64-68,73H,5-21,23-24,26-63H2,1-4H3,(H,78,79)(H,80,81)/b25-22-/t64?,65?,66-,67-,68-/m1/s1	AWJRGTOJUZPNNB-YOPKVFHBSA-N	1334.925277			MMDBc0030497
BASm0017865	CL(15:0cyclo/16:0/16:1(9Z)/16:1(9Z))	CL(15:0cyclo/16:0/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:0/16:1(9Z)/16:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-16-19-22-25-28-31-34-37-42-47-53-69(74)82-60-67(88-71(76)55-49-43-38-35-32-29-26-23-20-17-14-10-6-2)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-72(77)56-50-44-39-36-33-30-27-24-21-18-15-11-7-3)61-83-70(75)54-48-45-40-41-46-52-65-57-64(65)51-12-8-4/h22-23,25-26,64-68,73H,5-21,24,27-63H2,1-4H3,(H,78,79)(H,80,81)/b25-22-,26-23-/t64?,65?,66-,67-,68-/m1/s1	RCJBYUGRDOIEIY-VIPFMVNOSA-N	1332.909627			MMDBc0030498
BASm0017866	CL(15:0cyclo/16:0/18:1(9Z)/15:0cyclo)	CL(15:0cyclo/16:0/18:1(9Z)/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:0/18:1(9Z)/15:0cyclo) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C4 positions, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-15-17-19-21-23-24-26-27-29-31-37-43-51-70(75)83-59-69(90-73(78)54-46-40-34-36-42-50-66-56-64(66)48-12-8-4)62-88-92(81,82)86-58-67(74)57-85-91(79,80)87-61-68(89-72(77)53-45-38-32-30-28-25-22-20-18-16-14-10-6-2)60-84-71(76)52-44-39-33-35-41-49-65-55-63(65)47-11-7-3/h23-24,63-69,74H,5-22,25-62H2,1-4H3,(H,79,80)(H,81,82)/b24-23-/t63?,64?,65?,66?,67-,68+,69+/m0/s1	JENWQERNTDMKTF-MLQHKXPASA-N	1346.925277			MMDBc0030499
BASm0017867	CL(15:0cyclo/16:0/18:1(9Z)/16:0)	CL(15:0cyclo/16:0/18:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:0/18:1(9Z)/16:0) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C4 positions, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCC	C74H140O17P2	InChI=1S/C74H140O17P2/c1-5-9-13-16-19-22-25-28-29-32-33-36-39-44-49-55-71(76)84-62-69(90-73(78)57-51-45-40-37-34-30-26-23-20-17-14-10-6-2)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(91-74(79)58-52-46-41-38-35-31-27-24-21-18-15-11-7-3)63-85-72(77)56-50-47-42-43-48-54-67-59-66(67)53-12-8-4/h28-29,66-70,75H,5-27,30-65H2,1-4H3,(H,80,81)(H,82,83)/b29-28-/t66?,67?,68-,69-,70-/m1/s1	QZTWPQMMWATUJV-OIZLTBBFSA-N	1362.956577			MMDBc0030500
BASm0017868	CL(15:0cyclo/16:0/18:1(9Z)/18:1(9Z))	CL(15:0cyclo/16:0/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:0/18:1(9Z)/18:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-16-19-22-25-28-30-33-35-38-41-46-51-57-73(78)86-64-71(92-75(80)60-54-48-43-40-37-34-31-29-26-23-20-17-14-10-6-2)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(93-76(81)59-53-47-42-39-36-32-27-24-21-18-15-11-7-3)65-87-74(79)58-52-49-44-45-50-56-69-61-68(69)55-12-8-4/h28-31,68-72,77H,5-27,32-67H2,1-4H3,(H,82,83)(H,84,85)/b30-28-,31-29-/t68?,69?,70-,71-,72-/m1/s1	LEPBNSFVRYCCFQ-OVQOEVENSA-N	1388.972227			MMDBc0030501
BASm0017869	CL(15:0cyclo/16:0/19:0cycv8c/15:0cyclo)	CL(15:0cyclo/16:0/19:0cycv8c/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:0/19:0cycv8c/15:0cyclo) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C4 positions, one chain of hexadecanoic acid at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-15-16-17-18-19-20-21-24-32-41-51-73(78)90-69(59-85-72(77)50-40-33-26-29-37-46-64-53-62(64)43-11-7-3)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(91-74(79)52-42-34-27-30-38-47-65-54-63(65)44-12-8-4)58-84-71(76)49-39-31-25-22-23-28-36-48-67-55-66(67)45-35-14-10-6-2/h62-70,75H,5-61H2,1-4H3,(H,80,81)(H,82,83)/t62?,63?,64?,65?,66?,67?,68-,69+,70+/m0/s1	DSMOEAGWTHIJIR-TWTFLSDRSA-N	1360.940927			MMDBc0030502
BASm0017870	CL(15:0cyclo/16:0/19:0cycv8c/16:0)	CL(15:0cyclo/16:0/19:0cycv8c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:0/19:0cycv8c/16:0) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-16-18-20-22-24-26-28-32-39-47-55-74(79)91-70(61-85-72(77)53-45-38-34-30-31-36-43-52-68-58-67(68)50-42-15-11-7-3)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(92-75(80)56-48-40-33-29-27-25-23-21-19-17-14-10-6-2)62-86-73(78)54-46-41-35-37-44-51-66-57-65(66)49-12-8-4/h65-71,76H,5-64H2,1-4H3,(H,81,82)(H,83,84)/t65?,66?,67?,68?,69-,70-,71-/m1/s1	BXVPXCROLKLRPS-AYNNUBTASA-N	1376.972227			MMDBc0030503
BASm0017871	CL(15:0cyclo/16:0/19:0cycv8c/19:0cycv8c)	CL(15:0cyclo/16:0/19:0cycv8c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:0/19:0cycv8c/19:0cycv8c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-16-17-18-19-20-21-22-27-35-45-55-77(82)94-74(63-89-76(81)54-44-37-30-33-42-50-67-57-66(67)47-12-8-4)65-93-97(86,87)91-61-72(79)60-90-96(84,85)92-64-73(95-78(83)56-46-36-29-24-26-32-41-52-71-59-69(71)49-39-15-11-7-3)62-88-75(80)53-43-34-28-23-25-31-40-51-70-58-68(70)48-38-14-10-6-2/h66-74,79H,5-65H2,1-4H3,(H,84,85)(H,86,87)/t66?,67?,68?,69?,70?,71?,72-,73-,74-/m1/s1	NKAMCYJYNBFTDV-SKUPSXBVSA-N	1417.003527			MMDBc0030504
BASm0017872	CL(15:0cyclo/16:0/17:0cycw7c/15:0cyclo)	CL(15:0cyclo/16:0/17:0cycw7c/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:0/17:0cycw7c/15:0cyclo) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C4 positions, one chain of hexadecanoic acid at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-15-16-17-18-19-20-21-22-29-39-49-71(76)88-67(56-82-69(74)47-37-30-23-26-34-44-62-51-60(62)41-11-7-3)58-86-90(78,79)84-54-66(73)55-85-91(80,81)87-59-68(89-72(77)50-40-32-25-28-35-45-63-52-61(63)42-12-8-4)57-83-70(75)48-38-31-24-27-36-46-65-53-64(65)43-33-14-10-6-2/h60-68,73H,5-59H2,1-4H3,(H,78,79)(H,80,81)/t60?,61?,62?,63?,64?,65?,66-,67+,68+/m0/s1	ZKYJNSGOQRIWTB-YDJSXQCQSA-N	1332.909627			MMDBc0030505
BASm0017873	CL(15:0cyclo/16:0/17:0cycw7c/16:0)	CL(15:0cyclo/16:0/17:0cycw7c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:0/17:0cycw7c/16:0) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-16-18-20-22-24-26-28-30-36-45-53-72(77)89-68(59-83-70(75)51-43-38-32-34-41-49-64-55-63(64)47-12-8-4)61-87-91(79,80)85-57-67(74)58-86-92(81,82)88-62-69(90-73(78)54-46-37-31-29-27-25-23-21-19-17-14-10-6-2)60-84-71(76)52-44-39-33-35-42-50-66-56-65(66)48-40-15-11-7-3/h63-69,74H,5-62H2,1-4H3,(H,79,80)(H,81,82)/t63?,64?,65?,66?,67-,68+,69+/m0/s1	NDJLKYUPQXNOHI-JFBSXBRKSA-N	1348.940927			MMDBc0030506
BASm0017874	CL(15:0cyclo/16:0/17:0cycw7c/17:0cycw7c)	CL(15:0cyclo/16:0/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:0/17:0cycw7c/17:0cycw7c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-16-17-18-19-20-21-22-23-30-41-51-73(78)90-69(58-84-71(76)49-39-31-24-27-36-46-63-53-62(63)43-12-8-4)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(91-74(79)52-42-33-26-29-38-48-67-55-65(67)45-35-15-11-7-3)59-85-72(77)50-40-32-25-28-37-47-66-54-64(66)44-34-14-10-6-2/h62-70,75H,5-61H2,1-4H3,(H,80,81)(H,82,83)/t62?,63?,64?,65?,66?,67?,68-,69+,70+/m0/s1	ZDVSRAMDCWYREK-TWTFLSDRSA-N	1360.940927			MMDBc0030507
BASm0017875	CL(15:0cyclo/16:0/14:0/15:0cyclo)	CL(15:0cyclo/16:0/14:0/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:0/14:0/15:0cyclo) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C4 positions, one chain of hexadecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-15-17-19-21-22-24-26-28-34-41-49-68(73)85-64(56-80-67(72)48-40-35-29-31-37-45-61-51-59(61)43-11-7-3)57-83-87(75,76)81-53-63(70)54-82-88(77,78)84-58-65(55-79-66(71)47-39-33-27-25-23-20-18-16-14-10-6-2)86-69(74)50-42-36-30-32-38-46-62-52-60(62)44-12-8-4/h59-65,70H,5-58H2,1-4H3,(H,75,76)(H,77,78)/t59?,60?,61?,62?,63-,64+,65+/m0/s1	DPLYZFTUOSBJDI-KQNYATESSA-N	1292.878327			MMDBc0030508
BASm0017876	CL(15:0cyclo/16:1(9Z)/15:0cyclo/16:1(9Z))	CL(15:0cyclo/16:1(9Z)/15:0cyclo/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:1(9Z)/15:0cyclo/16:1(9Z)) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C3 positions, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-15-17-19-21-23-25-27-29-35-43-51-70(75)87-66(57-81-68(73)49-41-37-31-33-39-47-63-53-61(63)45-11-7-3)59-85-89(77,78)83-55-65(72)56-84-90(79,80)86-60-67(88-71(76)52-44-36-30-28-26-24-22-20-18-16-14-10-6-2)58-82-69(74)50-42-38-32-34-40-48-64-54-62(64)46-12-8-4/h19-22,61-67,72H,5-18,23-60H2,1-4H3,(H,77,78)(H,79,80)/b21-19-,22-20-/t61?,62?,63?,64?,65?,66-,67-/m1/s1	JKIUTXBSGVNCBR-MYSVDMEOSA-N	1316.878327			MMDBc0030509
BASm0017877	CL(15:0cyclo/16:1(9Z)/15:0cyclo/18:1(9Z))	CL(15:0cyclo/16:1(9Z)/15:0cyclo/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:1(9Z)/15:0cyclo/18:1(9Z)) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-15-17-19-21-23-24-26-28-30-32-38-46-54-73(78)90-69(60-84-71(76)52-44-40-34-36-42-50-66-56-64(66)48-12-8-4)62-88-92(81,82)86-58-67(74)57-85-91(79,80)87-61-68(89-72(77)53-45-37-31-29-27-25-22-20-18-16-14-10-6-2)59-83-70(75)51-43-39-33-35-41-49-65-55-63(65)47-11-7-3/h20,22-24,63-69,74H,5-19,21,25-62H2,1-4H3,(H,79,80)(H,81,82)/b22-20-,24-23-/t63?,64?,65?,66?,67-,68+,69+/m0/s1	SRCUIUMAPMTBKS-QJTXQROKSA-N	1344.909627			MMDBc0030510
BASm0017878	CL(15:0cyclo/16:1(9Z)/15:0cyclo/19:0cycv8c)	CL(15:0cyclo/16:1(9Z)/15:0cyclo/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:1(9Z)/15:0cyclo/19:0cycv8c) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C74H136O17P2	InChI=1S/C74H136O17P2/c1-5-9-13-15-16-17-18-19-20-21-24-31-41-51-73(78)90-69(58-84-71(76)49-39-33-26-29-37-46-64-53-62(64)43-11-7-3)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(59-85-72(77)50-40-34-27-30-38-47-65-54-63(65)44-12-8-4)91-74(79)52-42-32-25-22-23-28-36-48-67-55-66(67)45-35-14-10-6-2/h17-18,62-70,75H,5-16,19-61H2,1-4H3,(H,80,81)(H,82,83)/b18-17-/t62?,63?,64?,65?,66?,67?,68-,69+,70+/m0/s1	CLQZRAKWECNUAZ-ALRBTNNKSA-N	1358.925277			MMDBc0030511
BASm0017879	CL(15:0cyclo/16:1(9Z)/15:0cyclo/17:0cycw7c)	CL(15:0cyclo/16:1(9Z)/15:0cyclo/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:1(9Z)/15:0cyclo/17:0cycw7c) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C72H132O17P2	InChI=1S/C72H132O17P2/c1-5-9-13-15-16-17-18-19-20-21-22-29-39-49-71(76)88-67(56-82-69(74)47-37-30-23-26-34-44-62-51-60(62)41-11-7-3)58-86-90(78,79)84-54-66(73)55-85-91(80,81)87-59-68(57-83-70(75)48-38-31-24-27-35-45-63-52-61(63)42-12-8-4)89-72(77)50-40-32-25-28-36-46-65-53-64(65)43-33-14-10-6-2/h17-18,60-68,73H,5-16,19-59H2,1-4H3,(H,78,79)(H,80,81)/b18-17-/t60?,61?,62?,63?,64?,65?,66-,67+,68+/m0/s1	KPXLMRJVJSLTPW-IPOYMOHNSA-N	1330.893977			MMDBc0030512
BASm0017880	CL(15:0cyclo/16:1(9Z)/15:0cyclo/14:0)	CL(15:0cyclo/16:1(9Z)/15:0cyclo/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:1(9Z)/15:0cyclo/14:0) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-15-17-19-21-22-24-26-28-34-42-50-69(74)86-65(56-80-67(72)48-40-36-30-32-38-46-62-52-60(62)44-12-8-4)58-84-88(77,78)82-54-63(70)53-81-87(75,76)83-57-64(85-68(73)49-41-33-27-25-23-20-18-16-14-10-6-2)55-79-66(71)47-39-35-29-31-37-45-61-51-59(61)43-11-7-3/h19,21,59-65,70H,5-18,20,22-58H2,1-4H3,(H,75,76)(H,77,78)/b21-19-/t59?,60?,61?,62?,63-,64-,65-/m1/s1	ZOIKODWIVVGLOZ-NEMKBOFZSA-N	1290.862677			MMDBc0030513
BASm0017881	CL(15:0cyclo/16:1(9Z)/16:0/16:0)	CL(15:0cyclo/16:1(9Z)/16:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:1(9Z)/16:0/16:0) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of hexadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C72H136O17P2	InChI=1S/C72H136O17P2/c1-5-9-13-16-19-22-25-28-31-34-37-42-47-53-69(74)82-60-67(88-71(76)55-49-43-38-35-32-29-26-23-20-17-14-10-6-2)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-72(77)56-50-44-39-36-33-30-27-24-21-18-15-11-7-3)61-83-70(75)54-48-45-40-41-46-52-65-57-64(65)51-12-8-4/h24,27,64-68,73H,5-23,25-26,28-63H2,1-4H3,(H,78,79)(H,80,81)/b27-24-/t64?,65?,66-,67-,68-/m1/s1	NJVSHWYJYIYSHR-SXODODLTSA-N	1334.925277			MMDBc0030514
BASm0017882	CL(15:0cyclo/16:1(9Z)/16:0/16:1(9Z))	CL(15:0cyclo/16:1(9Z)/16:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:1(9Z)/16:0/16:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions, one chain of hexadecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-16-19-22-25-28-31-34-37-42-47-53-69(74)82-60-67(88-71(76)55-49-43-38-35-32-29-26-23-20-17-14-10-6-2)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-72(77)56-50-44-39-36-33-30-27-24-21-18-15-11-7-3)61-83-70(75)54-48-45-40-41-46-52-65-57-64(65)51-12-8-4/h23-24,26-27,64-68,73H,5-22,25,28-63H2,1-4H3,(H,78,79)(H,80,81)/b26-23-,27-24-/t64?,65?,66-,67-,68-/m1/s1	KHMBESJYMDPTOD-NQJFBCBXSA-N	1332.909627			MMDBc0030515
BASm0017883	CL(15:0cyclo/16:1(9Z)/16:1(9Z)/15:0cyclo)	CL(15:0cyclo/16:1(9Z)/16:1(9Z)/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:1(9Z)/16:1(9Z)/15:0cyclo) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C4 positions, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-15-17-19-21-23-25-27-29-35-41-49-68(73)81-57-67(88-71(76)52-44-38-32-34-40-48-64-54-62(64)46-12-8-4)60-86-90(79,80)84-56-65(72)55-83-89(77,78)85-59-66(87-70(75)51-43-36-30-28-26-24-22-20-18-16-14-10-6-2)58-82-69(74)50-42-37-31-33-39-47-63-53-61(63)45-11-7-3/h19-22,61-67,72H,5-18,23-60H2,1-4H3,(H,77,78)(H,79,80)/b21-19-,22-20-/t61?,62?,63?,64?,65-,66+,67+/m0/s1	UKYQVFMGZIEWCW-VUVUJTEUSA-N	1316.878327			MMDBc0030516
BASm0017884	CL(15:0cyclo/16:1(9Z)/16:1(9Z)/16:0)	CL(15:0cyclo/16:1(9Z)/16:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:1(9Z)/16:1(9Z)/16:0) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-16-19-22-25-28-31-34-37-42-47-53-69(74)82-60-67(88-71(76)55-49-43-38-35-32-29-26-23-20-17-14-10-6-2)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-72(77)56-50-44-39-36-33-30-27-24-21-18-15-11-7-3)61-83-70(75)54-48-45-40-41-46-52-65-57-64(65)51-12-8-4/h22,24-25,27,64-68,73H,5-21,23,26,28-63H2,1-4H3,(H,78,79)(H,80,81)/b25-22-,27-24-/t64?,65?,66-,67-,68-/m1/s1	LCBFFRXYQZQNEX-XOVCCNGVSA-N	1332.909627			MMDBc0030517
BASm0017885	CL(15:0cyclo/16:1(9Z)/16:1(9Z)/16:1(9Z))	CL(15:0cyclo/16:1(9Z)/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:1(9Z)/16:1(9Z)/16:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, three chains of (9Z-hexadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C72H132O17P2	InChI=1S/C72H132O17P2/c1-5-9-13-16-19-22-25-28-31-34-37-42-47-53-69(74)82-60-67(88-71(76)55-49-43-38-35-32-29-26-23-20-17-14-10-6-2)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-72(77)56-50-44-39-36-33-30-27-24-21-18-15-11-7-3)61-83-70(75)54-48-45-40-41-46-52-65-57-64(65)51-12-8-4/h22-27,64-68,73H,5-21,28-63H2,1-4H3,(H,78,79)(H,80,81)/b25-22-,26-23-,27-24-/t64?,65?,66-,67-,68-/m1/s1	PRLYHOKJZQFEEL-NLZZRAFCSA-N	1330.893977			MMDBc0030518
BASm0017886	CL(15:0cyclo/16:1(9Z)/16:1(9Z)/18:1(9Z))	CL(15:0cyclo/16:1(9Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:1(9Z)/16:1(9Z)/18:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C74H136O17P2	InChI=1S/C74H136O17P2/c1-5-9-13-16-19-22-25-28-29-32-35-38-41-46-52-58-73(78)90-69(62-84-71(76)55-49-44-39-36-33-30-26-23-20-17-14-10-6-2)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(91-74(79)57-51-45-40-37-34-31-27-24-21-18-15-11-7-3)63-85-72(77)56-50-47-42-43-48-54-67-59-66(67)53-12-8-4/h23-24,26-29,66-70,75H,5-22,25,30-65H2,1-4H3,(H,80,81)(H,82,83)/b26-23-,27-24-,29-28-/t66?,67?,68-,69-,70-/m1/s1	VWYVGIJRUQDTCN-WRELDIJUSA-N	1358.925277			MMDBc0030519
BASm0017887	CL(15:0cyclo/16:1(9Z)/16:1(9Z)/19:0cycv8c)	CL(15:0cyclo/16:1(9Z)/16:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:1(9Z)/16:1(9Z)/19:0cycv8c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-16-18-20-22-24-26-28-32-38-45-53-72(77)85-61-70(92-75(80)56-48-40-34-30-31-36-43-52-68-58-67(68)50-42-15-11-7-3)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(91-74(79)55-47-39-33-29-27-25-23-21-19-17-14-10-6-2)62-86-73(78)54-46-41-35-37-44-51-66-57-65(66)49-12-8-4/h20-23,65-71,76H,5-19,24-64H2,1-4H3,(H,81,82)(H,83,84)/b22-20-,23-21-/t65?,66?,67?,68?,69-,70-,71-/m1/s1	MWZRLRWHTFGOHS-DIRSQVBQSA-N	1372.940927			MMDBc0030520
BASm0017888	CL(15:0cyclo/16:1(9Z)/16:1(9Z)/17:0cycw7c)	CL(15:0cyclo/16:1(9Z)/16:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:1(9Z)/16:1(9Z)/17:0cycw7c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-16-18-20-22-24-26-28-30-36-43-51-70(75)83-59-69(90-73(78)54-46-39-33-35-42-50-66-56-65(66)48-40-15-11-7-3)62-88-92(81,82)86-58-67(74)57-85-91(79,80)87-61-68(89-72(77)53-45-37-31-29-27-25-23-21-19-17-14-10-6-2)60-84-71(76)52-44-38-32-34-41-49-64-55-63(64)47-12-8-4/h20-23,63-69,74H,5-19,24-62H2,1-4H3,(H,79,80)(H,81,82)/b22-20-,23-21-/t63?,64?,65?,66?,67-,68+,69+/m0/s1	OCPVXODBYCMVRA-XZDAHSFESA-N	1344.909627			MMDBc0030521
BASm0017889	CL(15:0cyclo/16:1(9Z)/16:1(9Z)/14:0)	CL(15:0cyclo/16:1(9Z)/16:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:1(9Z)/16:1(9Z)/14:0) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C70H130O17P2	InChI=1S/C70H130O17P2/c1-5-9-13-16-19-22-25-27-30-32-35-40-45-51-67(72)80-58-65(86-69(74)53-47-41-36-33-29-24-21-18-15-11-7-3)60-84-88(76,77)82-56-64(71)57-83-89(78,79)85-61-66(87-70(75)54-48-42-37-34-31-28-26-23-20-17-14-10-6-2)59-81-68(73)52-46-43-38-39-44-50-63-55-62(63)49-12-8-4/h22-23,25-26,62-66,71H,5-21,24,27-61H2,1-4H3,(H,76,77)(H,78,79)/b25-22-,26-23-/t62?,63?,64-,65-,66-/m1/s1	URDMEDCXNPPTEB-QULYUSTKSA-N	1304.878327			MMDBc0030522
BASm0017890	CL(15:0cyclo/16:1(9Z)/18:1(9Z)/15:0cyclo)	CL(15:0cyclo/16:1(9Z)/18:1(9Z)/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:1(9Z)/18:1(9Z)/15:0cyclo) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C4 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-15-17-19-21-23-24-26-27-29-31-37-43-51-70(75)83-59-69(90-73(78)54-46-40-34-36-42-50-66-56-64(66)48-12-8-4)62-88-92(81,82)86-58-67(74)57-85-91(79,80)87-61-68(89-72(77)53-45-38-32-30-28-25-22-20-18-16-14-10-6-2)60-84-71(76)52-44-39-33-35-41-49-65-55-63(65)47-11-7-3/h20,22-24,63-69,74H,5-19,21,25-62H2,1-4H3,(H,79,80)(H,81,82)/b22-20-,24-23-/t63?,64?,65?,66?,67-,68+,69+/m0/s1	KVHUOOGHNIDOIW-QJTXQROKSA-N	1344.909627			MMDBc0030523
BASm0017891	CL(15:0cyclo/16:1(9Z)/18:1(9Z)/16:1(9Z))	CL(15:0cyclo/16:1(9Z)/18:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:1(9Z)/18:1(9Z)/16:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C74H136O17P2	InChI=1S/C74H136O17P2/c1-5-9-13-16-19-22-25-28-29-32-33-36-39-44-49-55-71(76)84-62-69(90-73(78)57-51-45-40-37-34-30-26-23-20-17-14-10-6-2)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(91-74(79)58-52-46-41-38-35-31-27-24-21-18-15-11-7-3)63-85-72(77)56-50-47-42-43-48-54-67-59-66(67)53-12-8-4/h23-24,26-29,66-70,75H,5-22,25,30-65H2,1-4H3,(H,80,81)(H,82,83)/b26-23-,27-24-,29-28-/t66?,67?,68-,69-,70-/m1/s1	GABIUXHBLXIMCR-WRELDIJUSA-N	1358.925277			MMDBc0030524
BASm0017892	CL(15:0cyclo/16:1(9Z)/18:1(9Z)/18:1(9Z))	CL(15:0cyclo/16:1(9Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:1(9Z)/18:1(9Z)/18:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-16-19-22-25-28-30-33-35-38-41-46-51-57-73(78)86-64-71(92-75(80)60-54-48-43-40-37-34-31-29-26-23-20-17-14-10-6-2)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(93-76(81)59-53-47-42-39-36-32-27-24-21-18-15-11-7-3)65-87-74(79)58-52-49-44-45-50-56-69-61-68(69)55-12-8-4/h24,27-31,68-72,77H,5-23,25-26,32-67H2,1-4H3,(H,82,83)(H,84,85)/b27-24-,30-28-,31-29-/t68?,69?,70-,71-,72-/m1/s1	FSYGVCQRMXZDNY-BCRRLHGUSA-N	1386.956577			MMDBc0030525
BASm0017893	CL(15:0cyclo/16:1(9Z)/19:0cycv8c/15:0cyclo)	CL(15:0cyclo/16:1(9Z)/19:0cycv8c/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:1(9Z)/19:0cycv8c/15:0cyclo) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C4 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C74H136O17P2	InChI=1S/C74H136O17P2/c1-5-9-13-15-16-17-18-19-20-21-24-32-41-51-73(78)90-69(59-85-72(77)50-40-33-26-29-37-46-64-53-62(64)43-11-7-3)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(91-74(79)52-42-34-27-30-38-47-65-54-63(65)44-12-8-4)58-84-71(76)49-39-31-25-22-23-28-36-48-67-55-66(67)45-35-14-10-6-2/h17-18,62-70,75H,5-16,19-61H2,1-4H3,(H,80,81)(H,82,83)/b18-17-/t62?,63?,64?,65?,66?,67?,68-,69+,70+/m0/s1	ZQRMBQFOBZYTOX-ALRBTNNKSA-N	1358.925277			MMDBc0030526
BASm0017894	CL(15:0cyclo/16:1(9Z)/19:0cycv8c/16:1(9Z))	CL(15:0cyclo/16:1(9Z)/19:0cycv8c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:1(9Z)/19:0cycv8c/16:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-16-18-20-22-24-26-28-32-39-47-55-74(79)91-70(61-85-72(77)53-45-38-34-30-31-36-43-52-68-58-67(68)50-42-15-11-7-3)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(92-75(80)56-48-40-33-29-27-25-23-21-19-17-14-10-6-2)62-86-73(78)54-46-41-35-37-44-51-66-57-65(66)49-12-8-4/h20-23,65-71,76H,5-19,24-64H2,1-4H3,(H,81,82)(H,83,84)/b22-20-,23-21-/t65?,66?,67?,68?,69-,70-,71-/m1/s1	AGWFUBOXFFGUFT-DIRSQVBQSA-N	1372.940927			MMDBc0030527
BASm0017895	CL(15:0cyclo/16:1(9Z)/19:0cycv8c/19:0cycv8c)	CL(15:0cyclo/16:1(9Z)/19:0cycv8c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:1(9Z)/19:0cycv8c/19:0cycv8c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-16-17-18-19-20-21-22-27-35-45-55-77(82)94-74(63-89-76(81)54-44-37-30-33-42-50-67-57-66(67)47-12-8-4)65-93-97(86,87)91-61-72(79)60-90-96(84,85)92-64-73(95-78(83)56-46-36-29-24-26-32-41-52-71-59-69(71)49-39-15-11-7-3)62-88-75(80)53-43-34-28-23-25-31-40-51-70-58-68(70)48-38-14-10-6-2/h18-19,66-74,79H,5-17,20-65H2,1-4H3,(H,84,85)(H,86,87)/b19-18-/t66?,67?,68?,69?,70?,71?,72-,73-,74-/m1/s1	XIKAQOMJWFVMPJ-UBHDCZHJSA-N	1414.987877			MMDBc0030528
BASm0017896	CL(15:0cyclo/16:1(9Z)/17:0cycw7c/15:0cyclo)	CL(15:0cyclo/16:1(9Z)/17:0cycw7c/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:1(9Z)/17:0cycw7c/15:0cyclo) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C4 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C72H132O17P2	InChI=1S/C72H132O17P2/c1-5-9-13-15-16-17-18-19-20-21-22-29-39-49-71(76)88-67(56-82-69(74)47-37-30-23-26-34-44-62-51-60(62)41-11-7-3)58-86-90(78,79)84-54-66(73)55-85-91(80,81)87-59-68(89-72(77)50-40-32-25-28-35-45-63-52-61(63)42-12-8-4)57-83-70(75)48-38-31-24-27-36-46-65-53-64(65)43-33-14-10-6-2/h17-18,60-68,73H,5-16,19-59H2,1-4H3,(H,78,79)(H,80,81)/b18-17-/t60?,61?,62?,63?,64?,65?,66-,67+,68+/m0/s1	AMUAWFHWTSTGEB-IPOYMOHNSA-N	1330.893977			MMDBc0030529
BASm0017897	CL(15:0cyclo/16:1(9Z)/17:0cycw7c/16:1(9Z))	CL(15:0cyclo/16:1(9Z)/17:0cycw7c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:1(9Z)/17:0cycw7c/16:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-16-18-20-22-24-26-28-30-36-45-53-72(77)89-68(59-83-70(75)51-43-38-32-34-41-49-64-55-63(64)47-12-8-4)61-87-91(79,80)85-57-67(74)58-86-92(81,82)88-62-69(90-73(78)54-46-37-31-29-27-25-23-21-19-17-14-10-6-2)60-84-71(76)52-44-39-33-35-42-50-66-56-65(66)48-40-15-11-7-3/h20-23,63-69,74H,5-19,24-62H2,1-4H3,(H,79,80)(H,81,82)/b22-20-,23-21-/t63?,64?,65?,66?,67-,68+,69+/m0/s1	HIPURHBVRVGAQV-XZDAHSFESA-N	1344.909627			MMDBc0030530
BASm0017898	CL(15:0cyclo/16:1(9Z)/17:0cycw7c/17:0cycw7c)	CL(15:0cyclo/16:1(9Z)/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:1(9Z)/17:0cycw7c/17:0cycw7c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C74H136O17P2	InChI=1S/C74H136O17P2/c1-5-9-13-16-17-18-19-20-21-22-23-30-41-51-73(78)90-69(58-84-71(76)49-39-31-24-27-36-46-63-53-62(63)43-12-8-4)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(91-74(79)52-42-33-26-29-38-48-67-55-65(67)45-35-15-11-7-3)59-85-72(77)50-40-32-25-28-37-47-66-54-64(66)44-34-14-10-6-2/h18-19,62-70,75H,5-17,20-61H2,1-4H3,(H,80,81)(H,82,83)/b19-18-/t62?,63?,64?,65?,66?,67?,68-,69+,70+/m0/s1	MPSSXBQCRGEJBI-NJXMGVJPSA-N	1358.925277			MMDBc0030531
BASm0017899	CL(15:0cyclo/16:1(9Z)/14:0/15:0cyclo)	CL(15:0cyclo/16:1(9Z)/14:0/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:1(9Z)/14:0/15:0cyclo) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C4 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-15-17-19-21-22-24-26-28-34-41-49-68(73)85-64(56-80-67(72)48-40-35-29-31-37-45-61-51-59(61)43-11-7-3)57-83-87(75,76)81-53-63(70)54-82-88(77,78)84-58-65(55-79-66(71)47-39-33-27-25-23-20-18-16-14-10-6-2)86-69(74)50-42-36-30-32-38-46-62-52-60(62)44-12-8-4/h19,21,59-65,70H,5-18,20,22-58H2,1-4H3,(H,75,76)(H,77,78)/b21-19-/t59?,60?,61?,62?,63-,64+,65+/m0/s1	JDBMTGFAFAPYRN-YRIYQJKMSA-N	1290.862677			MMDBc0030532
BASm0017900	CL(15:0cyclo/16:1(9Z)/14:0/16:1(9Z))	CL(15:0cyclo/16:1(9Z)/14:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/16:1(9Z)/14:0/16:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C70H130O17P2	InChI=1S/C70H130O17P2/c1-5-9-13-16-19-22-25-27-30-33-36-41-47-53-69(74)86-65(58-80-67(72)51-45-40-35-32-29-24-21-18-15-11-7-3)60-84-88(76,77)82-56-64(71)57-83-89(78,79)85-61-66(87-70(75)54-48-42-37-34-31-28-26-23-20-17-14-10-6-2)59-81-68(73)52-46-43-38-39-44-50-63-55-62(63)49-12-8-4/h22-23,25-26,62-66,71H,5-21,24,27-61H2,1-4H3,(H,76,77)(H,78,79)/b25-22-,26-23-/t62?,63?,64-,65-,66-/m1/s1	DRENTVFDFNULNJ-QULYUSTKSA-N	1304.878327			MMDBc0030533
BASm0017901	CL(15:0cyclo/18:1(9Z)/15:0cyclo/18:1(9Z))	CL(15:0cyclo/18:1(9Z)/15:0cyclo/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/18:1(9Z)/15:0cyclo/18:1(9Z)) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C3 positions, two chains of (9Z-octadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-15-17-19-21-23-25-27-29-31-33-39-47-55-74(79)91-70(61-85-72(77)53-45-41-35-37-43-51-67-57-65(67)49-11-7-3)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(62-86-73(78)54-46-42-36-38-44-52-68-58-66(68)50-12-8-4)92-75(80)56-48-40-34-32-30-28-26-24-22-20-18-16-14-10-6-2/h23-26,65-71,76H,5-22,27-64H2,1-4H3,(H,81,82)(H,83,84)/b25-23-,26-24-/t65?,66?,67?,68?,69?,70-,71-/m1/s1	WZXZPDRGSLNCKR-HLPBWELLSA-N	1372.940927			MMDBc0030534
BASm0017902	CL(15:0cyclo/18:1(9Z)/15:0cyclo/19:0cycv8c)	CL(15:0cyclo/18:1(9Z)/15:0cyclo/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/18:1(9Z)/15:0cyclo/19:0cycv8c) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C3 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-15-16-17-18-19-20-21-22-23-26-33-43-53-75(80)92-71(60-86-73(78)51-41-35-28-31-39-48-66-55-64(66)45-11-7-3)62-90-94(82,83)88-58-70(77)59-89-95(84,85)91-63-72(61-87-74(79)52-42-36-29-32-40-49-67-56-65(67)46-12-8-4)93-76(81)54-44-34-27-24-25-30-38-50-69-57-68(69)47-37-14-10-6-2/h19-20,64-72,77H,5-18,21-63H2,1-4H3,(H,82,83)(H,84,85)/b20-19-/t64?,65?,66?,67?,68?,69?,70-,71+,72+/m0/s1	QOIKKAJFKBBLAE-RCDAQYGGSA-N	1386.956577			MMDBc0030535
BASm0017903	CL(15:0cyclo/18:1(9Z)/15:0cyclo/17:0cycw7c)	CL(15:0cyclo/18:1(9Z)/15:0cyclo/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/18:1(9Z)/15:0cyclo/17:0cycw7c) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C3 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C74H136O17P2	InChI=1S/C74H136O17P2/c1-5-9-13-15-16-17-18-19-20-21-22-23-24-31-41-51-73(78)90-69(58-84-71(76)49-39-32-25-28-36-46-64-53-62(64)43-11-7-3)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(59-85-72(77)50-40-33-26-29-37-47-65-54-63(65)44-12-8-4)91-74(79)52-42-34-27-30-38-48-67-55-66(67)45-35-14-10-6-2/h19-20,62-70,75H,5-18,21-61H2,1-4H3,(H,80,81)(H,82,83)/b20-19-/t62?,63?,64?,65?,66?,67?,68-,69+,70+/m0/s1	HLIAXUAHCDHQAO-ZTWRKRNGSA-N	1358.925277			MMDBc0030536
BASm0017904	CL(15:0cyclo/18:1(9Z)/15:0cyclo/14:0)	CL(15:0cyclo/18:1(9Z)/15:0cyclo/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/18:1(9Z)/15:0cyclo/14:0) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C3 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-15-17-19-21-22-23-24-26-28-30-36-44-52-71(76)88-67(58-82-69(74)50-42-38-32-34-40-48-64-54-62(64)46-12-8-4)60-86-90(79,80)84-56-65(72)55-83-89(77,78)85-59-66(87-70(75)51-43-35-29-27-25-20-18-16-14-10-6-2)57-81-68(73)49-41-37-31-33-39-47-63-53-61(63)45-11-7-3/h22-23,61-67,72H,5-21,24-60H2,1-4H3,(H,77,78)(H,79,80)/b23-22-/t61?,62?,63?,64?,65-,66-,67-/m1/s1	UXTIMXCVVMGUHM-JNSMUSCQSA-N	1318.893977			MMDBc0030537
BASm0017905	CL(15:0cyclo/18:1(9Z)/16:0/16:0)	CL(15:0cyclo/18:1(9Z)/16:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/18:1(9Z)/16:0/16:0) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of hexadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C74H140O17P2	InChI=1S/C74H140O17P2/c1-5-9-13-16-19-22-25-28-29-32-35-38-41-46-52-58-74(79)91-70(63-85-72(77)56-50-47-42-43-48-54-67-59-66(67)53-12-8-4)65-89-93(82,83)87-61-68(75)60-86-92(80,81)88-64-69(90-73(78)57-51-45-40-37-34-31-27-24-21-18-15-11-7-3)62-84-71(76)55-49-44-39-36-33-30-26-23-20-17-14-10-6-2/h28-29,66-70,75H,5-27,30-65H2,1-4H3,(H,80,81)(H,82,83)/b29-28-/t66?,67?,68-,69-,70-/m1/s1	RCYWWAGJVYITLJ-OIZLTBBFSA-N	1362.956577			MMDBc0030538
BASm0017906	CL(15:0cyclo/18:1(9Z)/16:0/18:1(9Z))	CL(15:0cyclo/18:1(9Z)/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/18:1(9Z)/16:0/18:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C4 positions, one chain of hexadecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-16-19-22-25-28-30-33-36-39-42-47-53-59-75(80)92-71(64-86-73(78)57-51-46-41-38-35-32-27-24-21-18-15-11-7-3)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(65-87-74(79)58-52-49-44-45-50-56-69-61-68(69)55-12-8-4)93-76(81)60-54-48-43-40-37-34-31-29-26-23-20-17-14-10-6-2/h28-31,68-72,77H,5-27,32-67H2,1-4H3,(H,82,83)(H,84,85)/b30-28-,31-29-/t68?,69?,70-,71-,72-/m1/s1	FXJJDXYFLAIDJE-OVQOEVENSA-N	1388.972227			MMDBc0030539
BASm0017907	CL(15:0cyclo/18:1(9Z)/16:1(9Z)/16:1(9Z))	CL(15:0cyclo/18:1(9Z)/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/18:1(9Z)/16:1(9Z)/16:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C74H136O17P2	InChI=1S/C74H136O17P2/c1-5-9-13-16-19-22-25-28-29-32-35-38-41-46-52-58-74(79)91-70(63-85-72(77)56-50-47-42-43-48-54-67-59-66(67)53-12-8-4)65-89-93(82,83)87-61-68(75)60-86-92(80,81)88-64-69(90-73(78)57-51-45-40-37-34-31-27-24-21-18-15-11-7-3)62-84-71(76)55-49-44-39-36-33-30-26-23-20-17-14-10-6-2/h23-24,26-29,66-70,75H,5-22,25,30-65H2,1-4H3,(H,80,81)(H,82,83)/b26-23-,27-24-,29-28-/t66?,67?,68-,69-,70-/m1/s1	HYTYFMJCTZXORE-WRELDIJUSA-N	1358.925277			MMDBc0030540
BASm0017908	CL(15:0cyclo/18:1(9Z)/16:1(9Z)/18:1(9Z))	CL(15:0cyclo/18:1(9Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/18:1(9Z)/16:1(9Z)/18:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C4 positions, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-16-19-22-25-28-30-33-36-39-42-47-53-59-75(80)92-71(64-86-73(78)57-51-46-41-38-35-32-27-24-21-18-15-11-7-3)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(65-87-74(79)58-52-49-44-45-50-56-69-61-68(69)55-12-8-4)93-76(81)60-54-48-43-40-37-34-31-29-26-23-20-17-14-10-6-2/h24,27-31,68-72,77H,5-23,25-26,32-67H2,1-4H3,(H,82,83)(H,84,85)/b27-24-,30-28-,31-29-/t68?,69?,70-,71-,72-/m1/s1	QKEZSGQLKIFCTD-BCRRLHGUSA-N	1386.956577			MMDBc0030541
BASm0017909	CL(15:0cyclo/18:1(9Z)/18:1(9Z)/15:0cyclo)	CL(15:0cyclo/18:1(9Z)/18:1(9Z)/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/18:1(9Z)/18:1(9Z)/15:0cyclo) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C4 positions, two chains of (9Z-octadecenoyl) at the C2 and C3 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-15-17-19-21-23-25-27-29-31-33-39-45-53-72(77)85-61-71(92-75(80)56-48-42-36-38-44-52-68-58-66(68)50-12-8-4)64-90-94(83,84)88-60-69(76)59-87-93(81,82)89-63-70(62-86-73(78)54-46-41-35-37-43-51-67-57-65(67)49-11-7-3)91-74(79)55-47-40-34-32-30-28-26-24-22-20-18-16-14-10-6-2/h23-26,65-71,76H,5-22,27-64H2,1-4H3,(H,81,82)(H,83,84)/b25-23-,26-24-/t65?,66?,67?,68?,69-,70+,71+/m0/s1	RTESDYPZDARSMC-DTJBMFHMSA-N	1372.940927			MMDBc0030542
BASm0017910	CL(15:0cyclo/18:1(9Z)/18:1(9Z)/16:0)	CL(15:0cyclo/18:1(9Z)/18:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/18:1(9Z)/18:1(9Z)/16:0) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-16-19-22-25-28-30-33-35-38-41-46-51-57-73(78)86-64-71(92-75(80)59-53-47-42-39-36-32-27-24-21-18-15-11-7-3)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(65-87-74(79)58-52-49-44-45-50-56-69-61-68(69)55-12-8-4)93-76(81)60-54-48-43-40-37-34-31-29-26-23-20-17-14-10-6-2/h28-31,68-72,77H,5-27,32-67H2,1-4H3,(H,82,83)(H,84,85)/b30-28-,31-29-/t68?,69?,70-,71-,72-/m1/s1	OHZPCBQLFJZUOE-OVQOEVENSA-N	1388.972227			MMDBc0030543
BASm0017911	CL(15:0cyclo/18:1(9Z)/18:1(9Z)/16:1(9Z))	CL(15:0cyclo/18:1(9Z)/18:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/18:1(9Z)/18:1(9Z)/16:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-16-19-22-25-28-30-33-35-38-41-46-51-57-73(78)86-64-71(92-75(80)59-53-47-42-39-36-32-27-24-21-18-15-11-7-3)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(65-87-74(79)58-52-49-44-45-50-56-69-61-68(69)55-12-8-4)93-76(81)60-54-48-43-40-37-34-31-29-26-23-20-17-14-10-6-2/h24,27-31,68-72,77H,5-23,25-26,32-67H2,1-4H3,(H,82,83)(H,84,85)/b27-24-,30-28-,31-29-/t68?,69?,70-,71-,72-/m1/s1	KKTNGKAQXKSQDB-BCRRLHGUSA-N	1386.956577			MMDBc0030544
BASm0017912	CL(15:0cyclo/18:1(9Z)/18:1(9Z)/18:1(9Z))	CL(15:0cyclo/18:1(9Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/18:1(9Z)/18:1(9Z)/18:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, three chains of (9Z-octadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-16-19-22-25-28-31-34-37-40-43-48-53-59-75(80)88-66-73(94-77(82)61-55-49-44-41-38-35-32-29-26-23-20-17-14-10-6-2)68-92-96(84,85)90-64-72(79)65-91-97(86,87)93-69-74(67-89-76(81)60-54-51-46-47-52-58-71-63-70(71)57-12-8-4)95-78(83)62-56-50-45-42-39-36-33-30-27-24-21-18-15-11-7-3/h28-33,70-74,79H,5-27,34-69H2,1-4H3,(H,84,85)(H,86,87)/b31-28-,32-29-,33-30-/t70?,71?,72-,73-,74-/m1/s1	RQFYLPVZFSOQEG-ICSTUEAZSA-N	1414.987877			MMDBc0030545
BASm0017913	CL(15:0cyclo/18:1(9Z)/18:1(9Z)/19:0cycv8c)	CL(15:0cyclo/18:1(9Z)/18:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/18:1(9Z)/18:1(9Z)/19:0cycv8c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-16-18-20-22-24-26-28-30-32-36-42-49-57-76(81)89-65-74(96-79(84)60-52-44-38-34-35-40-47-56-72-62-71(72)54-46-15-11-7-3)67-93-97(85,86)91-63-73(80)64-92-98(87,88)94-68-75(66-90-77(82)58-50-45-39-41-48-55-70-61-69(70)53-12-8-4)95-78(83)59-51-43-37-33-31-29-27-25-23-21-19-17-14-10-6-2/h24-27,69-75,80H,5-23,28-68H2,1-4H3,(H,85,86)(H,87,88)/b26-24-,27-25-/t69?,70?,71?,72?,73-,74-,75-/m1/s1	LEKPFFDUCMHUMD-AMHNGUHLSA-N	1429.003527			MMDBc0030546
BASm0017914	CL(15:0cyclo/18:1(9Z)/18:1(9Z)/17:0cycw7c)	CL(15:0cyclo/18:1(9Z)/18:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/18:1(9Z)/18:1(9Z)/17:0cycw7c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-16-18-20-22-24-26-28-30-32-34-40-47-55-74(79)87-63-73(94-77(82)58-50-43-37-39-46-54-70-60-69(70)52-44-15-11-7-3)66-92-96(85,86)90-62-71(78)61-89-95(83,84)91-65-72(64-88-75(80)56-48-42-36-38-45-53-68-59-67(68)51-12-8-4)93-76(81)57-49-41-35-33-31-29-27-25-23-21-19-17-14-10-6-2/h24-27,67-73,78H,5-23,28-66H2,1-4H3,(H,83,84)(H,85,86)/b26-24-,27-25-/t67?,68?,69?,70?,71-,72+,73+/m0/s1	HOTBEEYCYGCWFD-BTWGRSJRSA-N	1400.972227			MMDBc0030547
BASm0017915	CL(15:0cyclo/18:1(9Z)/18:1(9Z)/14:0)	CL(15:0cyclo/18:1(9Z)/18:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/18:1(9Z)/18:1(9Z)/14:0) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-16-19-22-25-27-29-31-34-36-39-44-49-55-71(76)84-62-69(90-73(78)57-51-45-40-37-33-24-21-18-15-11-7-3)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(63-85-72(77)56-50-47-42-43-48-54-67-59-66(67)53-12-8-4)91-74(79)58-52-46-41-38-35-32-30-28-26-23-20-17-14-10-6-2/h27-30,66-70,75H,5-26,31-65H2,1-4H3,(H,80,81)(H,82,83)/b29-27-,30-28-/t66?,67?,68-,69-,70-/m1/s1	CUWGQGUUCUKOKI-CYZDRUFYSA-N	1360.940927			MMDBc0030548
BASm0017916	CL(15:0cyclo/18:1(9Z)/19:0cycv8c/15:0cyclo)	CL(15:0cyclo/18:1(9Z)/19:0cycv8c/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/18:1(9Z)/19:0cycv8c/15:0cyclo) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C4 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-15-16-17-18-19-20-21-22-23-26-34-43-53-75(80)92-71(61-87-74(79)52-42-35-28-31-39-48-66-55-64(66)45-11-7-3)62-90-94(82,83)88-58-70(77)59-89-95(84,85)91-63-72(93-76(81)54-44-36-29-32-40-49-67-56-65(67)46-12-8-4)60-86-73(78)51-41-33-27-24-25-30-38-50-69-57-68(69)47-37-14-10-6-2/h19-20,64-72,77H,5-18,21-63H2,1-4H3,(H,82,83)(H,84,85)/b20-19-/t64?,65?,66?,67?,68?,69?,70-,71+,72+/m0/s1	NWMCHTADXIZUPA-RCDAQYGGSA-N	1386.956577			MMDBc0030549
BASm0017917	CL(15:0cyclo/18:1(9Z)/19:0cycv8c/18:1(9Z))	CL(15:0cyclo/18:1(9Z)/19:0cycv8c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/18:1(9Z)/19:0cycv8c/18:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-16-18-20-22-24-26-28-30-32-36-43-51-59-78(83)95-74(65-89-76(81)57-49-42-38-34-35-40-47-56-72-62-71(72)54-46-15-11-7-3)67-93-97(85,86)91-63-73(80)64-92-98(87,88)94-68-75(66-90-77(82)58-50-45-39-41-48-55-70-61-69(70)53-12-8-4)96-79(84)60-52-44-37-33-31-29-27-25-23-21-19-17-14-10-6-2/h24-27,69-75,80H,5-23,28-68H2,1-4H3,(H,85,86)(H,87,88)/b26-24-,27-25-/t69?,70?,71?,72?,73-,74-,75-/m1/s1	YXBKYQMISNTDNW-AMHNGUHLSA-N	1429.003527			MMDBc0030550
BASm0017918	CL(15:0cyclo/18:1(9Z)/19:0cycv8c/19:0cycv8c)	CL(15:0cyclo/18:1(9Z)/19:0cycv8c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/18:1(9Z)/19:0cycv8c/19:0cycv8c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-16-17-18-19-20-21-22-23-24-29-37-47-57-79(84)96-76(65-91-78(83)56-46-39-32-35-44-52-69-59-68(69)49-12-8-4)67-95-99(88,89)93-63-74(81)62-92-98(86,87)94-66-75(97-80(85)58-48-38-31-26-28-34-43-54-73-61-71(73)51-41-15-11-7-3)64-90-77(82)55-45-36-30-25-27-33-42-53-72-60-70(72)50-40-14-10-6-2/h20-21,68-76,81H,5-19,22-67H2,1-4H3,(H,86,87)(H,88,89)/b21-20-/t68?,69?,70?,71?,72?,73?,74-,75-,76-/m1/s1	ZTBPGHCICRQFMX-LBRPGRMQSA-N	1443.019177			MMDBc0030551
BASm0017919	CL(15:0cyclo/18:1(9Z)/17:0cycw7c/15:0cyclo)	CL(15:0cyclo/18:1(9Z)/17:0cycw7c/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/18:1(9Z)/17:0cycw7c/15:0cyclo) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C4 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C74H136O17P2	InChI=1S/C74H136O17P2/c1-5-9-13-15-16-17-18-19-20-21-22-23-24-31-41-51-73(78)90-69(58-84-71(76)49-39-32-25-28-36-46-64-53-62(64)43-11-7-3)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(91-74(79)52-42-34-27-30-37-47-65-54-63(65)44-12-8-4)59-85-72(77)50-40-33-26-29-38-48-67-55-66(67)45-35-14-10-6-2/h19-20,62-70,75H,5-18,21-61H2,1-4H3,(H,80,81)(H,82,83)/b20-19-/t62?,63?,64?,65?,66?,67?,68-,69+,70+/m0/s1	LODGTEWUVRMFKR-ZTWRKRNGSA-N	1358.925277			MMDBc0030552
BASm0017920	CL(15:0cyclo/18:1(9Z)/17:0cycw7c/18:1(9Z))	CL(15:0cyclo/18:1(9Z)/17:0cycw7c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/18:1(9Z)/17:0cycw7c/18:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-16-18-20-22-24-26-28-30-32-34-40-49-57-76(81)93-72(63-87-74(79)55-47-42-36-38-45-53-68-59-67(68)51-12-8-4)65-91-95(83,84)89-61-71(78)62-90-96(85,86)92-66-73(94-77(82)58-50-41-35-33-31-29-27-25-23-21-19-17-14-10-6-2)64-88-75(80)56-48-43-37-39-46-54-70-60-69(70)52-44-15-11-7-3/h24-27,67-73,78H,5-23,28-66H2,1-4H3,(H,83,84)(H,85,86)/b26-24-,27-25-/t67?,68?,69?,70?,71-,72+,73+/m0/s1	QEXBTURZZDWNRA-BTWGRSJRSA-N	1400.972227			MMDBc0030553
BASm0017921	CL(15:0cyclo/18:1(9Z)/17:0cycw7c/17:0cycw7c)	CL(15:0cyclo/18:1(9Z)/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/18:1(9Z)/17:0cycw7c/17:0cycw7c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-16-17-18-19-20-21-22-23-24-25-32-43-53-75(80)92-71(60-86-73(78)51-41-33-26-29-38-48-65-55-64(65)45-12-8-4)62-90-94(82,83)88-58-70(77)59-89-95(84,85)91-63-72(93-76(81)54-44-35-28-31-40-50-69-57-67(69)47-37-15-11-7-3)61-87-74(79)52-42-34-27-30-39-49-68-56-66(68)46-36-14-10-6-2/h20-21,64-72,77H,5-19,22-63H2,1-4H3,(H,82,83)(H,84,85)/b21-20-/t64?,65?,66?,67?,68?,69?,70-,71+,72+/m0/s1	UEGOIRXJSFYMEU-QRHNVOPKSA-N	1386.956577			MMDBc0030554
BASm0017922	CL(15:0cyclo/18:1(9Z)/14:0/15:0cyclo)	CL(15:0cyclo/18:1(9Z)/14:0/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/18:1(9Z)/14:0/15:0cyclo) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C4 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-15-17-19-21-22-23-24-26-28-30-36-43-51-70(75)87-66(58-82-69(74)50-42-37-31-33-39-47-63-53-61(63)45-11-7-3)59-85-89(77,78)83-55-65(72)56-84-90(79,80)86-60-67(57-81-68(73)49-41-35-29-27-25-20-18-16-14-10-6-2)88-71(76)52-44-38-32-34-40-48-64-54-62(64)46-12-8-4/h22-23,61-67,72H,5-21,24-60H2,1-4H3,(H,77,78)(H,79,80)/b23-22-/t61?,62?,63?,64?,65-,66+,67+/m0/s1	CZNZONKBOOKQOK-PJKFAFJESA-N	1318.893977			MMDBc0030555
BASm0017923	CL(15:0cyclo/18:1(9Z)/14:0/18:1(9Z))	CL(15:0cyclo/18:1(9Z)/14:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/18:1(9Z)/14:0/18:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-16-19-22-25-27-29-31-34-37-40-45-51-57-73(78)90-69(62-84-71(76)55-49-44-39-36-33-24-21-18-15-11-7-3)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(63-85-72(77)56-50-47-42-43-48-54-67-59-66(67)53-12-8-4)91-74(79)58-52-46-41-38-35-32-30-28-26-23-20-17-14-10-6-2/h27-30,66-70,75H,5-26,31-65H2,1-4H3,(H,80,81)(H,82,83)/b29-27-,30-28-/t66?,67?,68-,69-,70-/m1/s1	CGPRCBIILZXHEJ-CYZDRUFYSA-N	1360.940927			MMDBc0030556
BASm0017924	CL(15:0cyclo/19:0cycv8c/15:0cyclo/19:0cycv8c)	CL(15:0cyclo/19:0cycv8c/15:0cyclo/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/19:0cycv8c/15:0cyclo/19:0cycv8c) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C3 positions, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-31-43-67-55-69(67)47-33-23-17-15-19-27-39-51-76(81)93-72(59-87-74(79)49-37-29-21-25-35-45-65-53-63(65)41-11-7-3)61-91-95(83,84)89-57-71(78)58-90-96(85,86)92-62-73(60-88-75(80)50-38-30-22-26-36-46-66-54-64(66)42-12-8-4)94-77(82)52-40-28-20-16-18-24-34-48-70-56-68(70)44-32-14-10-6-2/h63-73,78H,5-62H2,1-4H3,(H,83,84)(H,85,86)/t63?,64?,65?,66?,67?,68?,69?,70?,71?,72-,73-/m1/s1	VTKREPYEPGQOOW-PZOLKUBDSA-N	1400.972227			MMDBc0030557
BASm0017925	CL(15:0cyclo/19:0cycv8c/15:0cyclo/17:0cycw7c)	CL(15:0cyclo/19:0cycv8c/15:0cyclo/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/19:0cycv8c/15:0cyclo/17:0cycw7c) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-29-41-65-53-67(65)45-31-21-16-15-17-25-37-49-74(79)91-70(57-85-72(77)47-35-26-18-22-32-43-63-51-61(63)39-11-7-3)59-89-93(81,82)87-55-69(76)56-88-94(83,84)90-60-71(58-86-73(78)48-36-27-19-23-33-44-64-52-62(64)40-12-8-4)92-75(80)50-38-28-20-24-34-46-68-54-66(68)42-30-14-10-6-2/h61-71,76H,5-60H2,1-4H3,(H,81,82)(H,83,84)/t61?,62?,63?,64?,65?,66?,67?,68?,69-,70+,71+/m0/s1	POAVKJMTVQGGES-ARGLMTGASA-N	1372.940927			MMDBc0030558
BASm0017926	CL(15:0cyclo/19:0cycv8c/15:0cyclo/14:0)	CL(15:0cyclo/19:0cycv8c/15:0cyclo/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/19:0cycv8c/15:0cyclo/14:0) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-15-16-17-18-19-22-29-39-49-71(76)88-67(56-82-69(74)47-37-31-24-27-35-44-62-51-60(62)41-11-7-3)58-86-90(78,79)84-54-66(73)55-85-91(80,81)87-59-68(57-83-70(75)48-38-32-25-28-36-45-63-52-61(63)42-12-8-4)89-72(77)50-40-30-23-20-21-26-34-46-65-53-64(65)43-33-14-10-6-2/h60-68,73H,5-59H2,1-4H3,(H,78,79)(H,80,81)/t60?,61?,62?,63?,64?,65?,66-,67-,68-/m1/s1	CSUXWSKWHGJWCG-SXJSJBAASA-N	1332.909627			MMDBc0030559
BASm0017927	CL(15:0cyclo/19:0cycv8c/16:0/16:0)	CL(15:0cyclo/19:0cycv8c/16:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/19:0cycv8c/16:0/16:0) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, two chains of hexadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-16-18-20-22-24-26-28-32-38-45-53-72(77)85-61-70(91-74(79)55-47-39-33-29-27-25-23-21-19-17-14-10-6-2)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(62-86-73(78)54-46-41-35-37-44-51-66-57-65(66)49-12-8-4)92-75(80)56-48-40-34-30-31-36-43-52-68-58-67(68)50-42-15-11-7-3/h65-71,76H,5-64H2,1-4H3,(H,81,82)(H,83,84)/t65?,66?,67?,68?,69-,70-,71-/m1/s1	NAWQGWVCLLDNNS-AYNNUBTASA-N	1376.972227			MMDBc0030560
BASm0017928	CL(15:0cyclo/19:0cycv8c/16:0/19:0cycv8c)	CL(15:0cyclo/19:0cycv8c/16:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/19:0cycv8c/16:0/19:0cycv8c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C4 positions, one chain of hexadecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-16-17-18-19-20-21-22-27-34-43-53-75(80)88-62-73(94-77(82)55-45-35-28-23-25-31-40-51-70-58-68(70)48-38-14-10-6-2)64-92-96(84,85)90-60-72(79)61-91-97(86,87)93-65-74(63-89-76(81)54-44-37-30-33-42-50-67-57-66(67)47-12-8-4)95-78(83)56-46-36-29-24-26-32-41-52-71-59-69(71)49-39-15-11-7-3/h66-74,79H,5-65H2,1-4H3,(H,84,85)(H,86,87)/t66?,67?,68?,69?,70?,71?,72-,73-,74-/m1/s1	UQOIMRHVBYBISA-SKUPSXBVSA-N	1417.003527			MMDBc0030561
BASm0017929	CL(15:0cyclo/19:0cycv8c/16:1(9Z)/16:1(9Z))	CL(15:0cyclo/19:0cycv8c/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/19:0cycv8c/16:1(9Z)/16:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-16-18-20-22-24-26-28-32-38-45-53-72(77)85-61-70(91-74(79)55-47-39-33-29-27-25-23-21-19-17-14-10-6-2)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(62-86-73(78)54-46-41-35-37-44-51-66-57-65(66)49-12-8-4)92-75(80)56-48-40-34-30-31-36-43-52-68-58-67(68)50-42-15-11-7-3/h20-23,65-71,76H,5-19,24-64H2,1-4H3,(H,81,82)(H,83,84)/b22-20-,23-21-/t65?,66?,67?,68?,69-,70-,71-/m1/s1	SVUHUZJYTSAKCJ-DIRSQVBQSA-N	1372.940927			MMDBc0030562
BASm0017930	CL(15:0cyclo/19:0cycv8c/16:1(9Z)/19:0cycv8c)	CL(15:0cyclo/19:0cycv8c/16:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/19:0cycv8c/16:1(9Z)/19:0cycv8c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C4 positions, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-16-17-18-19-20-21-22-27-34-43-53-75(80)88-62-73(94-77(82)55-45-35-28-23-25-31-40-51-70-58-68(70)48-38-14-10-6-2)64-92-96(84,85)90-60-72(79)61-91-97(86,87)93-65-74(63-89-76(81)54-44-37-30-33-42-50-67-57-66(67)47-12-8-4)95-78(83)56-46-36-29-24-26-32-41-52-71-59-69(71)49-39-15-11-7-3/h18-19,66-74,79H,5-17,20-65H2,1-4H3,(H,84,85)(H,86,87)/b19-18-/t66?,67?,68?,69?,70?,71?,72-,73-,74-/m1/s1	URCJVSSAHDENTC-UBHDCZHJSA-N	1414.987877			MMDBc0030563
BASm0017931	CL(15:0cyclo/19:0cycv8c/18:1(9Z)/18:1(9Z))	CL(15:0cyclo/19:0cycv8c/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/19:0cycv8c/18:1(9Z)/18:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-16-18-20-22-24-26-28-30-32-36-42-49-57-76(81)89-65-74(95-78(83)59-51-43-37-33-31-29-27-25-23-21-19-17-14-10-6-2)67-93-97(85,86)91-63-73(80)64-92-98(87,88)94-68-75(66-90-77(82)58-50-45-39-41-48-55-70-61-69(70)53-12-8-4)96-79(84)60-52-44-38-34-35-40-47-56-72-62-71(72)54-46-15-11-7-3/h24-27,69-75,80H,5-23,28-68H2,1-4H3,(H,85,86)(H,87,88)/b26-24-,27-25-/t69?,70?,71?,72?,73-,74-,75-/m1/s1	NMGJROJSIDISAA-AMHNGUHLSA-N	1429.003527			MMDBc0030564
BASm0017932	CL(15:0cyclo/19:0cycv8c/18:1(9Z)/19:0cycv8c)	CL(15:0cyclo/19:0cycv8c/18:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/19:0cycv8c/18:1(9Z)/19:0cycv8c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C4 positions, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-16-17-18-19-20-21-22-23-24-29-36-45-55-77(82)90-64-75(96-79(84)57-47-37-30-25-27-33-42-53-72-60-70(72)50-40-14-10-6-2)66-94-98(86,87)92-62-74(81)63-93-99(88,89)95-67-76(65-91-78(83)56-46-39-32-35-44-52-69-59-68(69)49-12-8-4)97-80(85)58-48-38-31-26-28-34-43-54-73-61-71(73)51-41-15-11-7-3/h20-21,68-76,81H,5-19,22-67H2,1-4H3,(H,86,87)(H,88,89)/b21-20-/t68?,69?,70?,71?,72?,73?,74-,75-,76-/m1/s1	YLSFUXODAMZPBN-LBRPGRMQSA-N	1443.019177			MMDBc0030565
BASm0017933	CL(15:0cyclo/19:0cycv8c/19:0cycv8c/15:0cyclo)	CL(15:0cyclo/19:0cycv8c/19:0cycv8c/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/19:0cycv8c/19:0cycv8c/15:0cyclo) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C4 positions, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C3 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-31-43-67-55-69(67)47-33-23-17-15-19-27-37-49-74(79)87-59-73(94-77(82)52-40-30-22-26-36-46-66-54-64(66)42-12-8-4)62-92-96(85,86)90-58-71(78)57-89-95(83,84)91-61-72(60-88-75(80)50-38-29-21-25-35-45-65-53-63(65)41-11-7-3)93-76(81)51-39-28-20-16-18-24-34-48-70-56-68(70)44-32-14-10-6-2/h63-73,78H,5-62H2,1-4H3,(H,83,84)(H,85,86)/t63?,64?,65?,66?,67?,68?,69?,70?,71-,72+,73+/m0/s1	QEHQTIDEEGAWFI-TVPPCTGBSA-N	1400.972227			MMDBc0030566
BASm0017934	CL(15:0cyclo/19:0cycv8c/19:0cycv8c/16:0)	CL(15:0cyclo/19:0cycv8c/19:0cycv8c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/19:0cycv8c/19:0cycv8c/16:0) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C3 positions, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-16-17-18-19-20-21-22-27-35-45-55-77(82)94-73(62-88-75(80)53-43-34-28-23-25-31-40-51-70-58-68(70)48-38-14-10-6-2)64-92-96(84,85)90-60-72(79)61-91-97(86,87)93-65-74(63-89-76(81)54-44-37-30-33-42-50-67-57-66(67)47-12-8-4)95-78(83)56-46-36-29-24-26-32-41-52-71-59-69(71)49-39-15-11-7-3/h66-74,79H,5-65H2,1-4H3,(H,84,85)(H,86,87)/t66?,67?,68?,69?,70?,71?,72-,73-,74-/m1/s1	QQHOWGMMHPMUDJ-SKUPSXBVSA-N	1417.003527			MMDBc0030567
BASm0017935	CL(15:0cyclo/19:0cycv8c/19:0cycv8c/16:1(9Z))	CL(15:0cyclo/19:0cycv8c/19:0cycv8c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/19:0cycv8c/19:0cycv8c/16:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-16-17-18-19-20-21-22-27-35-45-55-77(82)94-73(62-88-75(80)53-43-34-28-23-25-31-40-51-70-58-68(70)48-38-14-10-6-2)64-92-96(84,85)90-60-72(79)61-91-97(86,87)93-65-74(63-89-76(81)54-44-37-30-33-42-50-67-57-66(67)47-12-8-4)95-78(83)56-46-36-29-24-26-32-41-52-71-59-69(71)49-39-15-11-7-3/h18-19,66-74,79H,5-17,20-65H2,1-4H3,(H,84,85)(H,86,87)/b19-18-/t66?,67?,68?,69?,70?,71?,72-,73-,74-/m1/s1	PSQXPPRDNKZYBE-UBHDCZHJSA-N	1414.987877			MMDBc0030568
BASm0017936	CL(15:0cyclo/19:0cycv8c/19:0cycv8c/18:1(9Z))	CL(15:0cyclo/19:0cycv8c/19:0cycv8c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/19:0cycv8c/19:0cycv8c/18:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-16-17-18-19-20-21-22-23-24-29-37-47-57-79(84)96-75(64-90-77(82)55-45-36-30-25-27-33-42-53-72-60-70(72)50-40-14-10-6-2)66-94-98(86,87)92-62-74(81)63-93-99(88,89)95-67-76(65-91-78(83)56-46-39-32-35-44-52-69-59-68(69)49-12-8-4)97-80(85)58-48-38-31-26-28-34-43-54-73-61-71(73)51-41-15-11-7-3/h20-21,68-76,81H,5-19,22-67H2,1-4H3,(H,86,87)(H,88,89)/b21-20-/t68?,69?,70?,71?,72?,73?,74-,75-,76-/m1/s1	IIRSJPPQQKKVSM-LBRPGRMQSA-N	1443.019177			MMDBc0030569
BASm0017937	CL(15:0cyclo/19:0cycv8c/19:0cycv8c/19:0cycv8c)	CL(15:0cyclo/19:0cycv8c/19:0cycv8c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/19:0cycv8c/19:0cycv8c/19:0cycv8c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, three chains of (heptadec-11-12-cyclo-anoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-34-46-69-58-72(69)50-37-26-19-16-22-30-41-53-78(83)91-63-76(97-80(85)55-43-31-23-17-20-27-38-51-73-59-70(73)47-35-14-10-6-2)65-95-99(87,88)93-61-75(82)62-94-100(89,90)96-66-77(64-92-79(84)54-42-33-25-29-40-49-68-57-67(68)45-12-8-4)98-81(86)56-44-32-24-18-21-28-39-52-74-60-71(74)48-36-15-11-7-3/h67-77,82H,5-66H2,1-4H3,(H,87,88)(H,89,90)/t67?,68?,69?,70?,71?,72?,73?,74?,75-,76-,77-/m1/s1	RFNNIIOZHCURSR-JBHUEJFFSA-N	1457.034827			MMDBc0030570
BASm0017938	CL(15:0cyclo/19:0cycv8c/19:0cycv8c/14:0)	CL(15:0cyclo/19:0cycv8c/19:0cycv8c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/19:0cycv8c/19:0cycv8c/14:0) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-16-17-18-19-20-25-33-43-53-75(80)92-71(60-86-73(78)51-41-32-26-21-23-29-38-49-68-56-66(68)46-36-14-10-6-2)62-90-94(82,83)88-58-70(77)59-89-95(84,85)91-63-72(61-87-74(79)52-42-35-28-31-40-48-65-55-64(65)45-12-8-4)93-76(81)54-44-34-27-22-24-30-39-50-69-57-67(69)47-37-15-11-7-3/h64-72,77H,5-63H2,1-4H3,(H,82,83)(H,84,85)/t64?,65?,66?,67?,68?,69?,70-,71-,72-/m1/s1	GTSMOXNOHFJRKR-SGTWPQBJSA-N	1388.972227			MMDBc0030571
BASm0017939	CL(15:0cyclo/19:0cycv8c/17:0cycw7c/15:0cyclo)	CL(15:0cyclo/19:0cycv8c/17:0cycw7c/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/19:0cycv8c/17:0cycw7c/15:0cyclo) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-29-41-65-53-67(65)45-31-21-16-15-17-25-37-49-74(79)91-70(57-85-72(77)47-35-26-18-22-32-43-63-51-61(63)39-11-7-3)59-89-93(81,82)87-55-69(76)56-88-94(83,84)90-60-71(92-75(80)50-38-28-20-24-33-44-64-52-62(64)40-12-8-4)58-86-73(78)48-36-27-19-23-34-46-68-54-66(68)42-30-14-10-6-2/h61-71,76H,5-60H2,1-4H3,(H,81,82)(H,83,84)/t61?,62?,63?,64?,65?,66?,67?,68?,69-,70+,71+/m0/s1	JBESEQBOIGHMJI-ARGLMTGASA-N	1372.940927			MMDBc0030572
BASm0017940	CL(15:0cyclo/19:0cycv8c/17:0cycw7c/17:0cycw7c)	CL(15:0cyclo/19:0cycv8c/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/19:0cycv8c/17:0cycw7c/17:0cycw7c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-30-42-65-54-68(65)46-33-22-17-16-18-26-39-51-76(81)93-72(59-87-74(79)49-37-27-19-23-34-45-64-53-63(64)41-12-8-4)61-91-95(83,84)89-57-71(78)58-90-96(85,86)92-62-73(94-77(82)52-40-29-21-25-36-48-70-56-67(70)44-32-15-11-7-3)60-88-75(80)50-38-28-20-24-35-47-69-55-66(69)43-31-14-10-6-2/h63-73,78H,5-62H2,1-4H3,(H,83,84)(H,85,86)/t63?,64?,65?,66?,67?,68?,69?,70?,71-,72+,73+/m0/s1	IEBLJSWNPDAUIA-TVPPCTGBSA-N	1400.972227			MMDBc0030573
BASm0017941	CL(15:0cyclo/19:0cycv8c/14:0/15:0cyclo)	CL(15:0cyclo/19:0cycv8c/14:0/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/19:0cycv8c/14:0/15:0cyclo) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-15-16-17-18-19-22-29-37-47-69(74)82-56-68(89-72(77)50-40-32-25-28-36-45-63-52-61(63)42-12-8-4)59-87-91(80,81)85-55-66(73)54-84-90(78,79)86-58-67(57-83-70(75)48-38-31-24-27-35-44-62-51-60(62)41-11-7-3)88-71(76)49-39-30-23-20-21-26-34-46-65-53-64(65)43-33-14-10-6-2/h60-68,73H,5-59H2,1-4H3,(H,78,79)(H,80,81)/t60?,61?,62?,63?,64?,65?,66-,67+,68+/m0/s1	AEZHESUGQWGXBX-YDJSXQCQSA-N	1332.909627			MMDBc0030574
BASm0017942	CL(15:0cyclo/19:0cycv8c/14:0/19:0cycv8c)	CL(15:0cyclo/19:0cycv8c/14:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/19:0cycv8c/14:0/19:0cycv8c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-16-17-18-19-20-25-32-41-51-73(78)86-60-71(92-75(80)53-43-33-26-21-23-29-38-49-68-56-66(68)46-36-14-10-6-2)62-90-94(82,83)88-58-70(77)59-89-95(84,85)91-63-72(61-87-74(79)52-42-35-28-31-40-48-65-55-64(65)45-12-8-4)93-76(81)54-44-34-27-22-24-30-39-50-69-57-67(69)47-37-15-11-7-3/h64-72,77H,5-63H2,1-4H3,(H,82,83)(H,84,85)/t64?,65?,66?,67?,68?,69?,70-,71-,72-/m1/s1	WSGQHDWQGQMNGX-SGTWPQBJSA-N	1388.972227			MMDBc0030575
BASm0017943	CL(15:0cyclo/17:0cycw7c/15:0cyclo/17:0cycw7c)	CL(15:0cyclo/17:0cycw7c/15:0cyclo/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/17:0cycw7c/15:0cyclo/17:0cycw7c) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C3 positions, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-27-39-63-51-65(63)43-31-21-17-25-35-47-72(77)89-68(55-83-70(75)45-33-23-15-19-29-41-61-49-59(61)37-11-7-3)57-87-91(79,80)85-53-67(74)54-86-92(81,82)88-58-69(56-84-71(76)46-34-24-16-20-30-42-62-50-60(62)38-12-8-4)90-73(78)48-36-26-18-22-32-44-66-52-64(66)40-28-14-10-6-2/h59-69,74H,5-58H2,1-4H3,(H,79,80)(H,81,82)/t59?,60?,61?,62?,63?,64?,65?,66?,67?,68-,69-/m1/s1	NIDHXQMBDPPSAA-KVUMRETGSA-N	1344.909627			MMDBc0030576
BASm0017944	CL(15:0cyclo/17:0cycw7c/16:0/16:0)	CL(15:0cyclo/17:0cycw7c/16:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/17:0cycw7c/16:0/16:0) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C2 position, two chains of hexadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-16-18-20-22-24-26-28-30-36-43-51-70(75)83-59-68(89-72(77)53-45-37-31-29-27-25-23-21-19-17-14-10-6-2)61-87-91(79,80)85-57-67(74)58-86-92(81,82)88-62-69(60-84-71(76)52-44-38-32-34-41-49-64-55-63(64)47-12-8-4)90-73(78)54-46-39-33-35-42-50-66-56-65(66)48-40-15-11-7-3/h63-69,74H,5-62H2,1-4H3,(H,79,80)(H,81,82)/t63?,64?,65?,66?,67-,68-,69-/m1/s1	SHSWRKPVTSAZIH-CJHRGUIVSA-N	1348.940927			MMDBc0030577
BASm0017945	CL(15:0cyclo/17:0cycw7c/16:0/17:0cycw7c)	CL(15:0cyclo/17:0cycw7c/16:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/17:0cycw7c/16:0/17:0cycw7c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C4 positions, one chain of hexadecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-16-17-18-19-20-21-22-23-30-39-49-71(76)84-58-69(90-73(78)51-41-32-25-28-37-47-66-54-64(66)44-34-14-10-6-2)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(59-85-72(77)50-40-31-24-27-36-46-63-53-62(63)43-12-8-4)91-74(79)52-42-33-26-29-38-48-67-55-65(67)45-35-15-11-7-3/h62-70,75H,5-61H2,1-4H3,(H,80,81)(H,82,83)/t62?,63?,64?,65?,66?,67?,68-,69-,70-/m1/s1	ZGXLLDLRXMNWAE-QMBQMTMKSA-N	1360.940927			MMDBc0030578
BASm0017946	CL(15:0cyclo/17:0cycw7c/16:1(9Z)/16:1(9Z))	CL(15:0cyclo/17:0cycw7c/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/17:0cycw7c/16:1(9Z)/16:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C2 position, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-16-18-20-22-24-26-28-30-36-43-51-70(75)83-59-68(89-72(77)53-45-37-31-29-27-25-23-21-19-17-14-10-6-2)61-87-91(79,80)85-57-67(74)58-86-92(81,82)88-62-69(60-84-71(76)52-44-38-32-34-41-49-64-55-63(64)47-12-8-4)90-73(78)54-46-39-33-35-42-50-66-56-65(66)48-40-15-11-7-3/h20-23,63-69,74H,5-19,24-62H2,1-4H3,(H,79,80)(H,81,82)/b22-20-,23-21-/t63?,64?,65?,66?,67-,68-,69-/m1/s1	ARLNIVWZKNUVSZ-NXMVJXDLSA-N	1344.909627			MMDBc0030579
BASm0017947	CL(15:0cyclo/17:0cycw7c/16:1(9Z)/17:0cycw7c)	CL(15:0cyclo/17:0cycw7c/16:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/17:0cycw7c/16:1(9Z)/17:0cycw7c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C4 positions, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C74H136O17P2	InChI=1S/C74H136O17P2/c1-5-9-13-16-17-18-19-20-21-22-23-30-39-49-71(76)84-58-69(90-73(78)51-41-32-25-28-37-47-66-54-64(66)44-34-14-10-6-2)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(59-85-72(77)50-40-31-24-27-36-46-63-53-62(63)43-12-8-4)91-74(79)52-42-33-26-29-38-48-67-55-65(67)45-35-15-11-7-3/h18-19,62-70,75H,5-17,20-61H2,1-4H3,(H,80,81)(H,82,83)/b19-18-/t62?,63?,64?,65?,66?,67?,68-,69-,70-/m1/s1	YHMXXSPWWQNPEA-ZQZPWZRCSA-N	1358.925277			MMDBc0030580
BASm0017948	CL(15:0cyclo/17:0cycw7c/18:1(9Z)/18:1(9Z))	CL(15:0cyclo/17:0cycw7c/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/17:0cycw7c/18:1(9Z)/18:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-16-18-20-22-24-26-28-30-32-34-40-47-55-74(79)87-63-72(93-76(81)57-49-41-35-33-31-29-27-25-23-21-19-17-14-10-6-2)65-91-95(83,84)89-61-71(78)62-90-96(85,86)92-66-73(64-88-75(80)56-48-42-36-38-45-53-68-59-67(68)51-12-8-4)94-77(82)58-50-43-37-39-46-54-70-60-69(70)52-44-15-11-7-3/h24-27,67-73,78H,5-23,28-66H2,1-4H3,(H,83,84)(H,85,86)/b26-24-,27-25-/t67?,68?,69?,70?,71-,72-,73-/m1/s1	JRYSGNYNVCUIMD-BOOWFHGOSA-N	1400.972227			MMDBc0030581
BASm0017949	CL(15:0cyclo/17:0cycw7c/18:1(9Z)/17:0cycw7c)	CL(15:0cyclo/17:0cycw7c/18:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/17:0cycw7c/18:1(9Z)/17:0cycw7c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C4 positions, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-16-17-18-19-20-21-22-23-24-25-32-41-51-73(78)86-60-71(92-75(80)53-43-34-27-30-39-49-68-56-66(68)46-36-14-10-6-2)62-90-94(82,83)88-58-70(77)59-89-95(84,85)91-63-72(61-87-74(79)52-42-33-26-29-38-48-65-55-64(65)45-12-8-4)93-76(81)54-44-35-28-31-40-50-69-57-67(69)47-37-15-11-7-3/h20-21,64-72,77H,5-19,22-63H2,1-4H3,(H,82,83)(H,84,85)/b21-20-/t64?,65?,66?,67?,68?,69?,70-,71-,72-/m1/s1	BGIVQXKQVNPHHM-XFLUKAGNSA-N	1386.956577			MMDBc0030582
BASm0017950	CL(15:0cyclo/17:0cycw7c/19:0cycv8c/17:0cycw7c)	CL(15:0cyclo/17:0cycw7c/19:0cycv8c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/17:0cycw7c/19:0cycv8c/17:0cycw7c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-30-42-65-54-68(65)46-33-22-17-16-18-26-37-49-74(79)87-59-72(93-76(81)51-39-28-20-24-35-47-69-55-66(69)43-31-14-10-6-2)61-91-95(83,84)89-57-71(78)58-90-96(85,86)92-62-73(60-88-75(80)50-38-27-19-23-34-45-64-53-63(64)41-12-8-4)94-77(82)52-40-29-21-25-36-48-70-56-67(70)44-32-15-11-7-3/h63-73,78H,5-62H2,1-4H3,(H,83,84)(H,85,86)/t63?,64?,65?,66?,67?,68?,69?,70?,71-,72-,73-/m1/s1	JBXHEQHZJMQLFV-ULQWFCRXSA-N	1400.972227			MMDBc0030583
BASm0017951	CL(15:0cyclo/17:0cycw7c/17:0cycw7c/15:0cyclo)	CL(15:0cyclo/17:0cycw7c/17:0cycw7c/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/17:0cycw7c/17:0cycw7c/15:0cyclo) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C4 positions, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C3 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-27-39-63-51-65(63)43-31-20-16-24-34-46-71(76)84-56-68(89-72(77)47-35-25-17-21-30-42-62-50-60(62)38-12-8-4)57-87-91(79,80)85-53-67(74)54-86-92(81,82)88-58-69(55-83-70(75)45-33-23-15-19-29-41-61-49-59(61)37-11-7-3)90-73(78)48-36-26-18-22-32-44-66-52-64(66)40-28-14-10-6-2/h59-69,74H,5-58H2,1-4H3,(H,79,80)(H,81,82)/t59?,60?,61?,62?,63?,64?,65?,66?,67-,68-,69-/m1/s1	KBDBXOKYUDCVRG-LIBIYUJJSA-N	1344.909627			MMDBc0030584
BASm0017952	CL(15:0cyclo/17:0cycw7c/17:0cycw7c/16:0)	CL(15:0cyclo/17:0cycw7c/17:0cycw7c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/17:0cycw7c/17:0cycw7c/16:0) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C3 positions, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-16-17-18-19-20-21-22-23-30-41-51-73(78)90-69(58-84-72(77)50-40-32-25-28-37-47-66-54-64(66)44-34-14-10-6-2)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(59-85-71(76)49-39-31-24-27-36-46-63-53-62(63)43-12-8-4)91-74(79)52-42-33-26-29-38-48-67-55-65(67)45-35-15-11-7-3/h62-70,75H,5-61H2,1-4H3,(H,80,81)(H,82,83)/t62?,63?,64?,65?,66?,67?,68-,69-,70-/m1/s1	HJOPNRZYCXMTOM-QMBQMTMKSA-N	1360.940927			MMDBc0030585
BASm0017953	CL(15:0cyclo/17:0cycw7c/17:0cycw7c/16:1(9Z))	CL(15:0cyclo/17:0cycw7c/17:0cycw7c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/17:0cycw7c/17:0cycw7c/16:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C74H136O17P2	InChI=1S/C74H136O17P2/c1-5-9-13-16-17-18-19-20-21-22-23-30-41-51-73(78)90-69(58-84-72(77)50-40-32-25-28-37-47-66-54-64(66)44-34-14-10-6-2)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(59-85-71(76)49-39-31-24-27-36-46-63-53-62(63)43-12-8-4)91-74(79)52-42-33-26-29-38-48-67-55-65(67)45-35-15-11-7-3/h18-19,62-70,75H,5-17,20-61H2,1-4H3,(H,80,81)(H,82,83)/b19-18-/t62?,63?,64?,65?,66?,67?,68-,69-,70-/m1/s1	RUVBGIFXPLFGRC-ZQZPWZRCSA-N	1358.925277			MMDBc0030586
BASm0017954	CL(15:0cyclo/17:0cycw7c/17:0cycw7c/18:1(9Z))	CL(15:0cyclo/17:0cycw7c/17:0cycw7c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/17:0cycw7c/17:0cycw7c/18:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-16-17-18-19-20-21-22-23-24-25-32-43-53-75(80)92-71(60-86-74(79)52-42-34-27-30-39-49-68-56-66(68)46-36-14-10-6-2)62-90-94(82,83)88-58-70(77)59-89-95(84,85)91-63-72(61-87-73(78)51-41-33-26-29-38-48-65-55-64(65)45-12-8-4)93-76(81)54-44-35-28-31-40-50-69-57-67(69)47-37-15-11-7-3/h20-21,64-72,77H,5-19,22-63H2,1-4H3,(H,82,83)(H,84,85)/b21-20-/t64?,65?,66?,67?,68?,69?,70-,71-,72-/m1/s1	JVEFTBLOGLZVOR-XFLUKAGNSA-N	1386.956577			MMDBc0030587
BASm0017955	CL(15:0cyclo/17:0cycw7c/17:0cycw7c/19:0cycv8c)	CL(15:0cyclo/17:0cycw7c/17:0cycw7c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/17:0cycw7c/17:0cycw7c/19:0cycv8c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-30-42-65-54-68(65)46-33-22-17-16-18-26-39-51-76(81)93-72(59-87-75(80)50-38-28-20-24-35-47-69-55-66(69)43-31-14-10-6-2)61-91-95(83,84)89-57-71(78)58-90-96(85,86)92-62-73(60-88-74(79)49-37-27-19-23-34-45-64-53-63(64)41-12-8-4)94-77(82)52-40-29-21-25-36-48-70-56-67(70)44-32-15-11-7-3/h63-73,78H,5-62H2,1-4H3,(H,83,84)(H,85,86)/t63?,64?,65?,66?,67?,68?,69?,70?,71-,72-,73-/m1/s1	LIQSYUVXJOWEEC-ULQWFCRXSA-N	1400.972227			MMDBc0030588
BASm0017956	CL(15:0cyclo/17:0cycw7c/17:0cycw7c/17:0cycw7c)	CL(15:0cyclo/17:0cycw7c/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/17:0cycw7c/17:0cycw7c/17:0cycw7c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, three chains of (heptadec-9-10-cyclo-anoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-28-40-63-52-66(63)44-32-21-17-25-36-48-73(78)86-58-71(92-75(80)50-38-27-19-23-34-46-68-54-65(68)42-30-15-11-7-3)60-90-94(83,84)88-56-69(76)55-87-93(81,82)89-59-70(57-85-72(77)47-35-24-16-20-31-43-62-51-61(62)39-12-8-4)91-74(79)49-37-26-18-22-33-45-67-53-64(67)41-29-14-10-6-2/h61-71,76H,5-60H2,1-4H3,(H,81,82)(H,83,84)/t61?,62?,63?,64?,65?,66?,67?,68?,69-,70+,71+/m0/s1	CDSZFVGXBVNXSY-ARGLMTGASA-N	1372.940927			MMDBc0030589
BASm0017957	CL(15:0cyclo/17:0cycw7c/17:0cycw7c/14:0)	CL(15:0cyclo/17:0cycw7c/17:0cycw7c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/17:0cycw7c/17:0cycw7c/14:0) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-16-17-18-19-20-21-28-39-49-71(76)88-67(56-82-70(75)48-38-30-23-26-35-45-64-52-62(64)42-32-14-10-6-2)58-86-90(78,79)84-54-66(73)55-85-91(80,81)87-59-68(57-83-69(74)47-37-29-22-25-34-44-61-51-60(61)41-12-8-4)89-72(77)50-40-31-24-27-36-46-65-53-63(65)43-33-15-11-7-3/h60-68,73H,5-59H2,1-4H3,(H,78,79)(H,80,81)/t60?,61?,62?,63?,64?,65?,66-,67-,68-/m1/s1	SDUMKRKNRXWHJF-SXJSJBAASA-N	1332.909627			MMDBc0030590
BASm0017958	CL(15:0cyclo/17:0cycw7c/14:0/17:0cycw7c)	CL(15:0cyclo/17:0cycw7c/14:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/17:0cycw7c/14:0/17:0cycw7c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-16-17-18-19-20-21-28-37-47-69(74)82-56-67(88-71(76)49-39-30-23-26-35-45-64-52-62(64)42-32-14-10-6-2)58-86-90(78,79)84-54-66(73)55-85-91(80,81)87-59-68(57-83-70(75)48-38-29-22-25-34-44-61-51-60(61)41-12-8-4)89-72(77)50-40-31-24-27-36-46-65-53-63(65)43-33-15-11-7-3/h60-68,73H,5-59H2,1-4H3,(H,78,79)(H,80,81)/t60?,61?,62?,63?,64?,65?,66-,67-,68-/m1/s1	RJHYFHQLSZFIQV-SXJSJBAASA-N	1332.909627			MMDBc0030591
BASm0017959	CL(15:0cyclo/17:0cycw7c/14:0/14:0)	CL(15:0cyclo/17:0cycw7c/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/17:0cycw7c/14:0/14:0) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-16-18-20-22-24-26-32-39-47-66(71)79-55-64(85-68(73)49-41-33-27-25-23-21-19-17-14-10-6-2)57-83-87(75,76)81-53-63(70)54-82-88(77,78)84-58-65(56-80-67(72)48-40-34-28-30-37-45-60-51-59(60)43-12-8-4)86-69(74)50-42-35-29-31-38-46-62-52-61(62)44-36-15-11-7-3/h59-65,70H,5-58H2,1-4H3,(H,75,76)(H,77,78)/t59?,60?,61?,62?,63-,64-,65-/m1/s1	GUJOCVSAKLXXGG-ZXBFYKBLSA-N	1292.878327			MMDBc0030592
BASm0017960	CL(15:0cyclo/14:0/16:1(9Z)/16:1(9Z))	CL(15:0cyclo/14:0/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/14:0/16:1(9Z)/16:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C70H130O17P2	InChI=1S/C70H130O17P2/c1-5-9-13-16-19-22-25-27-30-32-35-40-45-51-67(72)80-58-65(86-70(75)54-48-42-37-34-31-28-26-23-20-17-14-10-6-2)60-84-88(76,77)82-56-64(71)57-83-89(78,79)85-61-66(87-69(74)53-47-41-36-33-29-24-21-18-15-11-7-3)59-81-68(73)52-46-43-38-39-44-50-63-55-62(63)49-12-8-4/h22-23,25-26,62-66,71H,5-21,24,27-61H2,1-4H3,(H,76,77)(H,78,79)/b25-22-,26-23-/t62?,63?,64-,65-,66-/m1/s1	MPRFBZRALGSEEM-QULYUSTKSA-N	1304.878327			MMDBc0030593
BASm0017961	CL(15:0cyclo/14:0/18:1(9Z)/18:1(9Z))	CL(15:0cyclo/14:0/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/14:0/18:1(9Z)/18:1(9Z)) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-16-19-22-25-27-29-31-34-36-39-44-49-55-71(76)84-62-69(90-74(79)58-52-46-41-38-35-32-30-28-26-23-20-17-14-10-6-2)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(91-73(78)57-51-45-40-37-33-24-21-18-15-11-7-3)63-85-72(77)56-50-47-42-43-48-54-67-59-66(67)53-12-8-4/h27-30,66-70,75H,5-26,31-65H2,1-4H3,(H,80,81)(H,82,83)/b29-27-,30-28-/t66?,67?,68-,69-,70-/m1/s1	DDNLDZYZKQEFQU-CYZDRUFYSA-N	1360.940927			MMDBc0030594
BASm0017962	CL(15:0cyclo/14:0/19:0cycv8c/19:0cycv8c)	CL(15:0cyclo/14:0/19:0cycv8c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/14:0/19:0cycv8c/19:0cycv8c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-16-17-18-19-20-25-33-43-53-75(80)92-72(61-87-74(79)52-42-35-28-31-40-48-65-55-64(65)45-12-8-4)63-91-95(84,85)89-59-70(77)58-88-94(82,83)90-62-71(93-76(81)54-44-34-27-22-24-30-39-50-69-57-67(69)47-37-15-11-7-3)60-86-73(78)51-41-32-26-21-23-29-38-49-68-56-66(68)46-36-14-10-6-2/h64-72,77H,5-63H2,1-4H3,(H,82,83)(H,84,85)/t64?,65?,66?,67?,68?,69?,70-,71-,72-/m1/s1	KFHZHTXDAZKWHJ-SGTWPQBJSA-N	1388.972227			MMDBc0030595
BASm0017963	CL(15:0cyclo/14:0/17:0cycw7c/17:0cycw7c)	CL(15:0cyclo/14:0/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/14:0/17:0cycw7c/17:0cycw7c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-16-17-18-19-20-21-28-39-49-71(76)88-67(56-82-69(74)47-37-29-22-25-34-44-61-51-60(61)41-12-8-4)58-86-90(78,79)84-54-66(73)55-85-91(80,81)87-59-68(89-72(77)50-40-31-24-27-36-46-65-53-63(65)43-33-15-11-7-3)57-83-70(75)48-38-30-23-26-35-45-64-52-62(64)42-32-14-10-6-2/h60-68,73H,5-59H2,1-4H3,(H,78,79)(H,80,81)/t60?,61?,62?,63?,64?,65?,66-,67+,68+/m0/s1	KNSLQOSCOPPFIC-YDJSXQCQSA-N	1332.909627			MMDBc0030596
BASm0017964	CL(15:0cyclo/14:0/17:0cycw7c/14:0)	CL(15:0cyclo/14:0/17:0cycw7c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/14:0/17:0cycw7c/14:0) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-16-18-20-22-24-26-32-41-49-68(73)85-64(55-79-66(71)47-39-34-28-30-37-45-60-51-59(60)43-12-8-4)57-83-87(75,76)81-53-63(70)54-82-88(77,78)84-58-65(86-69(74)50-42-33-27-25-23-21-19-17-14-10-6-2)56-80-67(72)48-40-35-29-31-38-46-62-52-61(62)44-36-15-11-7-3/h59-65,70H,5-58H2,1-4H3,(H,75,76)(H,77,78)/t59?,60?,61?,62?,63-,64+,65+/m0/s1	MEWSEGIAEQNJIL-KQNYATESSA-N	1292.878327			MMDBc0030597
BASm0017965	CL(15:0cyclo/14:0/14:0/17:0cycw7c)	CL(15:0cyclo/14:0/14:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/14:0/14:0/17:0cycw7c) contains one chain of cis-9,10-Methylenetetradecanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-16-18-20-22-24-26-32-39-47-66(71)79-55-65(86-69(74)50-42-35-29-31-38-46-62-52-61(62)44-36-15-11-7-3)58-84-88(77,78)82-54-63(70)53-81-87(75,76)83-57-64(85-68(73)49-41-33-27-25-23-21-19-17-14-10-6-2)56-80-67(72)48-40-34-28-30-37-45-60-51-59(60)43-12-8-4/h59-65,70H,5-58H2,1-4H3,(H,75,76)(H,77,78)/t59?,60?,61?,62?,63-,64+,65+/m0/s1	JWMSEVQHAQSOLZ-KQNYATESSA-N	1292.878327			MMDBc0030598
BASm0017966	CL(16:0/15:0cyclo/15:0cyclo/16:1(9Z))	CL(16:0/15:0cyclo/15:0cyclo/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/15:0cyclo/15:0cyclo/16:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-15-17-19-21-23-25-27-29-35-41-49-68(73)81-57-67(88-71(76)52-44-38-32-34-40-48-64-54-62(64)46-12-8-4)60-86-90(79,80)84-56-65(72)55-83-89(77,78)85-59-66(87-70(75)51-43-36-30-28-26-24-22-20-18-16-14-10-6-2)58-82-69(74)50-42-37-31-33-39-47-63-53-61(63)45-11-7-3/h20,22,61-67,72H,5-19,21,23-60H2,1-4H3,(H,77,78)(H,79,80)/b22-20-/t61?,62?,63?,64?,65-,66-,67-/m1/s1	MEOWOLCFGMCXCK-SUAAOFQWSA-N	1318.893977			MMDBc0030599
BASm0017967	CL(16:0/15:0cyclo/15:0cyclo/18:1(9Z))	CL(16:0/15:0cyclo/15:0cyclo/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/15:0cyclo/15:0cyclo/18:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-15-17-19-21-23-24-26-28-30-32-38-45-53-72(77)89-68(60-84-71(76)52-44-39-33-35-41-49-65-55-63(65)47-11-7-3)61-87-91(79,80)85-57-67(74)58-86-92(81,82)88-62-69(90-73(78)54-46-40-34-36-42-50-66-56-64(66)48-12-8-4)59-83-70(75)51-43-37-31-29-27-25-22-20-18-16-14-10-6-2/h23-24,63-69,74H,5-22,25-62H2,1-4H3,(H,79,80)(H,81,82)/b24-23-/t63?,64?,65?,66?,67-,68-,69-/m1/s1	QFNUFRADJTYPET-VITXSTIBSA-N	1346.925277			MMDBc0030600
BASm0017968	CL(16:0/15:0cyclo/15:0cyclo/19:0cycv8c)	CL(16:0/15:0cyclo/15:0cyclo/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/15:0cyclo/15:0cyclo/19:0cycv8c) contains one chain of hexadecanoic acid at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-15-16-17-18-19-20-21-24-31-39-49-71(76)84-58-70(91-74(79)52-42-34-27-30-38-47-65-54-63(65)44-12-8-4)61-89-93(82,83)87-57-68(75)56-86-92(80,81)88-60-69(59-85-72(77)50-40-33-26-29-37-46-64-53-62(64)43-11-7-3)90-73(78)51-41-32-25-22-23-28-36-48-67-55-66(67)45-35-14-10-6-2/h62-70,75H,5-61H2,1-4H3,(H,80,81)(H,82,83)/t62?,63?,64?,65?,66?,67?,68-,69-,70-/m1/s1	KKLVMFYEAFKJQV-QMBQMTMKSA-N	1360.940927			MMDBc0030601
BASm0017969	CL(16:0/15:0cyclo/15:0cyclo/17:0cycw7c)	CL(16:0/15:0cyclo/15:0cyclo/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/15:0cyclo/15:0cyclo/17:0cycw7c) contains one chain of hexadecanoic acid at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-15-16-17-18-19-20-21-22-29-37-47-69(74)82-56-67(88-71(76)49-39-31-24-27-35-45-63-52-61(63)42-12-8-4)58-86-90(78,79)84-54-66(73)55-85-91(80,81)87-59-68(57-83-70(75)48-38-30-23-26-34-44-62-51-60(62)41-11-7-3)89-72(77)50-40-32-25-28-36-46-65-53-64(65)43-33-14-10-6-2/h60-68,73H,5-59H2,1-4H3,(H,78,79)(H,80,81)/t60?,61?,62?,63?,64?,65?,66-,67+,68+/m0/s1	JPHZQHGJDHKTHR-YDJSXQCQSA-N	1332.909627			MMDBc0030602
BASm0017970	CL(16:0/15:0cyclo/15:0cyclo/14:0)	CL(16:0/15:0cyclo/15:0cyclo/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/15:0cyclo/15:0cyclo/14:0) contains one chain of hexadecanoic acid at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-15-17-19-21-22-24-25-27-33-39-47-66(71)79-55-65(86-69(74)50-42-36-30-32-38-46-62-52-60(62)44-12-8-4)58-84-88(77,78)82-54-63(70)53-81-87(75,76)83-57-64(85-68(73)49-41-34-28-26-23-20-18-16-14-10-6-2)56-80-67(72)48-40-35-29-31-37-45-61-51-59(61)43-11-7-3/h59-65,70H,5-58H2,1-4H3,(H,75,76)(H,77,78)/t59?,60?,61?,62?,63-,64-,65-/m1/s1	WSLGPEMTFHFOEJ-ZXBFYKBLSA-N	1292.878327			MMDBc0030603
BASm0017971	CL(16:0/15:0cyclo/16:0/16:0)	CL(16:0/15:0cyclo/16:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/15:0cyclo/16:0/16:0) contains three chains of hexadecanoic acid at the C1, C3 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C72H138O17P2	InChI=1S/C72H138O17P2/c1-5-9-13-16-19-22-25-28-31-34-37-42-47-53-69(74)82-60-67(88-71(76)55-49-44-39-36-33-30-27-24-21-18-15-11-7-3)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-72(77)56-50-45-40-41-46-52-65-57-64(65)51-12-8-4)61-83-70(75)54-48-43-38-35-32-29-26-23-20-17-14-10-6-2/h64-68,73H,5-63H2,1-4H3,(H,78,79)(H,80,81)/t64?,65?,66-,67-,68-/m1/s1	HDNVCHBJFJPAFY-IZFXDSFASA-N	1336.940927			MMDBc0030604
BASm0017972	CL(16:0/15:0cyclo/16:0/16:1(9Z))	CL(16:0/15:0cyclo/16:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/15:0cyclo/16:0/16:1(9Z)) contains two chains of hexadecanoic acid at the C1 and C3 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C72H136O17P2	InChI=1S/C72H136O17P2/c1-5-9-13-16-19-22-25-28-31-34-37-42-47-53-69(74)82-60-67(88-71(76)55-49-44-39-36-33-30-27-24-21-18-15-11-7-3)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-72(77)56-50-45-40-41-46-52-65-57-64(65)51-12-8-4)61-83-70(75)54-48-43-38-35-32-29-26-23-20-17-14-10-6-2/h24,27,64-68,73H,5-23,25-26,28-63H2,1-4H3,(H,78,79)(H,80,81)/b27-24-/t64?,65?,66-,67-,68-/m1/s1	VOELDNOJDNRBHG-SXODODLTSA-N	1334.925277			MMDBc0030605
BASm0017973	CL(16:0/15:0cyclo/16:0/18:1(9Z))	CL(16:0/15:0cyclo/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/15:0cyclo/16:0/18:1(9Z)) contains two chains of hexadecanoic acid at the C1 and C3 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C74H140O17P2	InChI=1S/C74H140O17P2/c1-5-9-13-16-19-22-25-28-29-32-35-38-41-46-51-57-73(78)90-69(62-84-71(76)55-49-44-39-36-33-30-26-23-20-17-14-10-6-2)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(91-74(79)58-52-47-42-43-48-54-67-59-66(67)53-12-8-4)63-85-72(77)56-50-45-40-37-34-31-27-24-21-18-15-11-7-3/h28-29,66-70,75H,5-27,30-65H2,1-4H3,(H,80,81)(H,82,83)/b29-28-/t66?,67?,68-,69-,70-/m1/s1	JMHJQWHMXCGHIP-OIZLTBBFSA-N	1362.956577			MMDBc0030606
BASm0017974	CL(16:0/15:0cyclo/16:0/19:0cycv8c)	CL(16:0/15:0cyclo/16:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/15:0cyclo/16:0/19:0cycv8c) contains two chains of hexadecanoic acid at the C1 and C3 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-16-18-20-22-24-26-28-32-38-45-53-72(77)85-61-70(91-74(79)55-47-40-34-30-31-36-43-52-68-58-67(68)50-42-15-11-7-3)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(92-75(80)56-48-41-35-37-44-51-66-57-65(66)49-12-8-4)62-86-73(78)54-46-39-33-29-27-25-23-21-19-17-14-10-6-2/h65-71,76H,5-64H2,1-4H3,(H,81,82)(H,83,84)/t65?,66?,67?,68?,69-,70-,71-/m1/s1	VKOWMBKCZSCVHS-AYNNUBTASA-N	1376.972227			MMDBc0030607
BASm0017975	CL(16:0/15:0cyclo/16:0/17:0cycw7c)	CL(16:0/15:0cyclo/16:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/15:0cyclo/16:0/17:0cycw7c) contains two chains of hexadecanoic acid at the C1 and C3 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-16-18-20-22-24-26-28-30-36-43-51-70(75)83-59-68(89-72(77)53-45-38-32-34-41-49-64-55-63(64)47-12-8-4)61-87-91(79,80)85-57-67(74)58-86-92(81,82)88-62-69(60-84-71(76)52-44-37-31-29-27-25-23-21-19-17-14-10-6-2)90-73(78)54-46-39-33-35-42-50-66-56-65(66)48-40-15-11-7-3/h63-69,74H,5-62H2,1-4H3,(H,79,80)(H,81,82)/t63?,64?,65?,66?,67-,68+,69+/m0/s1	DGSOYBPEPONKOZ-JFBSXBRKSA-N	1348.940927			MMDBc0030608
BASm0017976	CL(16:0/15:0cyclo/16:1(9Z)/16:0)	CL(16:0/15:0cyclo/16:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/15:0cyclo/16:1(9Z)/16:0) contains two chains of hexadecanoic acid at the C1 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C72H136O17P2	InChI=1S/C72H136O17P2/c1-5-9-13-16-19-22-25-28-31-34-37-42-47-53-69(74)82-60-67(88-71(76)55-49-44-39-36-33-30-27-24-21-18-15-11-7-3)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-72(77)56-50-45-40-41-46-52-65-57-64(65)51-12-8-4)61-83-70(75)54-48-43-38-35-32-29-26-23-20-17-14-10-6-2/h22,25,64-68,73H,5-21,23-24,26-63H2,1-4H3,(H,78,79)(H,80,81)/b25-22-/t64?,65?,66-,67-,68-/m1/s1	FAKAIHJYWSFPDG-YOPKVFHBSA-N	1334.925277			MMDBc0030609
BASm0017977	CL(16:0/15:0cyclo/16:1(9Z)/16:1(9Z))	CL(16:0/15:0cyclo/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/15:0cyclo/16:1(9Z)/16:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-16-19-22-25-28-31-34-37-42-47-53-69(74)82-60-67(88-71(76)55-49-44-39-36-33-30-27-24-21-18-15-11-7-3)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-72(77)56-50-45-40-41-46-52-65-57-64(65)51-12-8-4)61-83-70(75)54-48-43-38-35-32-29-26-23-20-17-14-10-6-2/h22,24-25,27,64-68,73H,5-21,23,26,28-63H2,1-4H3,(H,78,79)(H,80,81)/b25-22-,27-24-/t64?,65?,66-,67-,68-/m1/s1	PFKIPHYGRZWGLO-XOVCCNGVSA-N	1332.909627			MMDBc0030610
BASm0017978	CL(16:0/15:0cyclo/18:1(9Z)/16:0)	CL(16:0/15:0cyclo/18:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/15:0cyclo/18:1(9Z)/16:0) contains two chains of hexadecanoic acid at the C1 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C74H140O17P2	InChI=1S/C74H140O17P2/c1-5-9-13-16-19-22-25-28-29-32-34-37-40-45-50-56-71(76)84-62-69(90-73(78)57-51-46-41-38-35-31-27-24-21-18-15-11-7-3)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(91-74(79)58-52-47-42-43-48-54-67-59-66(67)53-12-8-4)63-85-72(77)55-49-44-39-36-33-30-26-23-20-17-14-10-6-2/h28-29,66-70,75H,5-27,30-65H2,1-4H3,(H,80,81)(H,82,83)/b29-28-/t66?,67?,68-,69-,70-/m1/s1	YZZGFRHZFGPUDD-OIZLTBBFSA-N	1362.956577			MMDBc0030611
BASm0017979	CL(16:0/15:0cyclo/18:1(9Z)/18:1(9Z))	CL(16:0/15:0cyclo/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/15:0cyclo/18:1(9Z)/18:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-16-19-22-25-28-30-33-36-39-42-47-52-58-73(78)86-64-71(92-75(80)59-53-48-43-40-37-34-31-29-26-23-20-17-14-10-6-2)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(93-76(81)60-54-49-44-45-50-56-69-61-68(69)55-12-8-4)65-87-74(79)57-51-46-41-38-35-32-27-24-21-18-15-11-7-3/h28-31,68-72,77H,5-27,32-67H2,1-4H3,(H,82,83)(H,84,85)/b30-28-,31-29-/t68?,69?,70-,71-,72-/m1/s1	OXTKHLSBVKKVBI-OVQOEVENSA-N	1388.972227			MMDBc0030612
BASm0017980	CL(16:0/15:0cyclo/19:0cycv8c/16:0)	CL(16:0/15:0cyclo/19:0cycv8c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/15:0cyclo/19:0cycv8c/16:0) contains two chains of hexadecanoic acid at the C1 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-16-18-20-22-24-26-28-32-38-45-53-72(77)85-62-71(92-75(80)56-48-41-35-37-44-51-66-57-65(66)49-12-8-4)64-90-94(83,84)88-60-69(76)59-87-93(81,82)89-63-70(91-74(79)55-47-40-33-29-27-25-23-21-19-17-14-10-6-2)61-86-73(78)54-46-39-34-30-31-36-43-52-68-58-67(68)50-42-15-11-7-3/h65-71,76H,5-64H2,1-4H3,(H,81,82)(H,83,84)/t65?,66?,67?,68?,69-,70-,71-/m1/s1	IZVQAPNYPHUWFN-AYNNUBTASA-N	1376.972227			MMDBc0030613
BASm0017981	CL(16:0/15:0cyclo/19:0cycv8c/19:0cycv8c)	CL(16:0/15:0cyclo/19:0cycv8c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/15:0cyclo/19:0cycv8c/19:0cycv8c) contains one chain of hexadecanoic acid at the C1 position, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-16-17-18-19-20-21-22-27-34-43-53-75(80)88-63-74(95-78(83)56-46-37-30-33-42-50-67-57-66(67)47-12-8-4)65-93-97(86,87)91-61-72(79)60-90-96(84,85)92-64-73(94-77(82)55-45-36-29-24-26-32-41-52-71-59-69(71)49-39-15-11-7-3)62-89-76(81)54-44-35-28-23-25-31-40-51-70-58-68(70)48-38-14-10-6-2/h66-74,79H,5-65H2,1-4H3,(H,84,85)(H,86,87)/t66?,67?,68?,69?,70?,71?,72-,73-,74-/m1/s1	OAMLTWPSGYHHPG-SKUPSXBVSA-N	1417.003527			MMDBc0030614
BASm0017982	CL(16:0/15:0cyclo/17:0cycw7c/16:0)	CL(16:0/15:0cyclo/17:0cycw7c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/15:0cyclo/17:0cycw7c/16:0) contains two chains of hexadecanoic acid at the C1 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-16-18-20-22-24-26-28-30-36-43-51-70(75)83-59-69(90-73(78)54-46-39-33-35-41-49-64-55-63(64)47-12-8-4)62-88-92(81,82)86-58-67(74)57-85-91(79,80)87-61-68(89-72(77)53-45-37-31-29-27-25-23-21-19-17-14-10-6-2)60-84-71(76)52-44-38-32-34-42-50-66-56-65(66)48-40-15-11-7-3/h63-69,74H,5-62H2,1-4H3,(H,79,80)(H,81,82)/t63?,64?,65?,66?,67-,68-,69-/m1/s1	HLXOTBBESVLLJN-CJHRGUIVSA-N	1348.940927			MMDBc0030615
BASm0017983	CL(16:0/15:0cyclo/17:0cycw7c/17:0cycw7c)	CL(16:0/15:0cyclo/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/15:0cyclo/17:0cycw7c/17:0cycw7c) contains one chain of hexadecanoic acid at the C1 position, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-16-17-18-19-20-21-22-23-30-39-49-71(76)84-58-69(90-73(78)51-41-32-25-28-36-46-63-53-62(63)43-12-8-4)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(91-74(79)52-42-33-26-29-38-48-67-55-65(67)45-35-15-11-7-3)59-85-72(77)50-40-31-24-27-37-47-66-54-64(66)44-34-14-10-6-2/h62-70,75H,5-61H2,1-4H3,(H,80,81)(H,82,83)/t62?,63?,64?,65?,66?,67?,68-,69+,70+/m0/s1	CFGUHYMGPAHPCV-TWTFLSDRSA-N	1360.940927			MMDBc0030616
BASm0017984	CL(16:0/16:0/16:0/16:0)	CL(16:0/16:0/16:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:0/16:0) contains four chains of hexadecanoic acid at the C1, C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t68-,69-/m1/s1	GRTNLBQYBYZCCM-ULKDXPJMSA-N	1352.972227			MMDBc0030617
BASm0017985	CL(16:0/16:0/16:0/16:1(9Z))	CL(16:0/16:0/16:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:0/16:1(9Z)) contains three chains of hexadecanoic acid at the C1, C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h27,31,67-69,74H,5-26,28-30,32-66H2,1-4H3,(H,79,80)(H,81,82)/b31-27-/t67-,68-,69-/m1/s1	KQBGRQJKBKAODZ-AKOIDTMDSA-N	1350.956577			MMDBc0030618
BASm0017986	CL(16:0/16:0/16:0/18:1(9Z))	CL(16:0/16:0/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:0/18:1(9Z)) contains three chains of hexadecanoic acid at the C1, C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h33-34,69-71,76H,5-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b34-33-/t69-,70+,71+/m0/s1	FSGKQRBZDVRIQV-UTCPCMCDSA-N	1378.987877			MMDBc0030619
BASm0017987	CL(16:0/16:0/16:0/19:0cycv8c)	CL(16:0/16:0/16:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:0/19:0cycv8c) contains three chains of hexadecanoic acid at the C1, C2 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C76H146O17P2	InChI=1S/C76H146O17P2/c1-5-9-13-17-20-23-26-29-32-35-40-45-51-57-73(78)86-64-71(92-75(80)59-53-47-42-37-34-31-28-25-22-19-15-11-7-3)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(65-87-74(79)58-52-46-41-36-33-30-27-24-21-18-14-10-6-2)93-76(81)60-54-48-43-38-39-44-50-56-69-61-68(69)55-49-16-12-8-4/h68-72,77H,5-67H2,1-4H3,(H,82,83)(H,84,85)/t68?,69?,70-,71+,72+/m0/s1	HZGHKGZUVGPFJP-DXUSNICOSA-N	1393.003527			MMDBc0030620
BASm0017988	CL(16:0/16:0/16:0/17:0cycw7c)	CL(16:0/16:0/16:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:0/17:0cycw7c) contains three chains of hexadecanoic acid at the C1, C2 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C74H142O17P2	InChI=1S/C74H142O17P2/c1-5-9-13-17-20-23-26-29-32-35-38-43-49-55-71(76)84-62-69(90-73(78)57-51-45-40-37-34-31-28-25-22-19-15-11-7-3)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(63-85-72(77)56-50-44-39-36-33-30-27-24-21-18-14-10-6-2)91-74(79)58-52-46-41-42-48-54-67-59-66(67)53-47-16-12-8-4/h66-70,75H,5-65H2,1-4H3,(H,80,81)(H,82,83)/t66?,67?,68-,69+,70+/m0/s1	LXAUTEQTLPLYQT-FQBBNHMMSA-N	1364.972227			MMDBc0030621
BASm0017989	CL(16:0/16:0/16:1(9Z)/16:0)	CL(16:0/16:0/16:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(9Z)/16:0) contains three chains of hexadecanoic acid at the C1, C2 and C4 positions, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25,29,67-69,74H,5-24,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b29-25-/t67-,68-,69-/m1/s1	SCLPNFCKOSYSEE-PFMFFKBSSA-N	1350.956577			MMDBc0030622
BASm0017990	CL(16:0/16:0/16:1(9Z)/16:1(9Z))	CL(16:0/16:0/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(9Z)/16:1(9Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25,27,29,31,67-69,74H,5-24,26,28,30,32-66H2,1-4H3,(H,79,80)(H,81,82)/b29-25-,31-27-/t67-,68-,69-/m1/s1	FWLUKTLUGXCPHJ-JKYZUGBPSA-N	1348.940927			MMDBc0030623
BASm0017991	CL(16:0/16:0/16:1(9Z)/18:1(9Z))	CL(16:0/16:0/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(9Z)/18:1(9Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h27,31,33-34,69-71,76H,5-26,28-30,32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b31-27-,34-33-/t69-,70+,71+/m0/s1	FLWBDGYHPKIVMG-HBCSRKARSA-N	1376.972227			MMDBc0030624
BASm0017992	CL(16:0/16:0/16:1(9Z)/19:0cycv8c)	CL(16:0/16:0/16:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(9Z)/19:0cycv8c) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C76H144O17P2	InChI=1S/C76H144O17P2/c1-5-9-13-17-20-23-26-29-32-35-40-45-51-57-73(78)86-64-71(92-75(80)59-53-47-42-37-34-31-28-25-22-19-15-11-7-3)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(65-87-74(79)58-52-46-41-36-33-30-27-24-21-18-14-10-6-2)93-76(81)60-54-48-43-38-39-44-50-56-69-61-68(69)55-49-16-12-8-4/h24,27,68-72,77H,5-23,25-26,28-67H2,1-4H3,(H,82,83)(H,84,85)/b27-24-/t68?,69?,70-,71+,72+/m0/s1	VHUSAAAXOTXUIC-WRUOUVJHSA-N	1390.987877			MMDBc0030625
BASm0017993	CL(16:0/16:0/16:1(9Z)/17:0cycw7c)	CL(16:0/16:0/16:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(9Z)/17:0cycw7c) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C74H140O17P2	InChI=1S/C74H140O17P2/c1-5-9-13-17-20-23-26-29-32-35-38-43-49-55-71(76)84-62-69(90-73(78)57-51-45-40-37-34-31-28-25-22-19-15-11-7-3)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(63-85-72(77)56-50-44-39-36-33-30-27-24-21-18-14-10-6-2)91-74(79)58-52-46-41-42-48-54-67-59-66(67)53-47-16-12-8-4/h24,27,66-70,75H,5-23,25-26,28-65H2,1-4H3,(H,80,81)(H,82,83)/b27-24-/t66?,67?,68-,69+,70+/m0/s1	ZXQPDBSXMAJGQM-YNUYHNASSA-N	1362.956577			MMDBc0030626
BASm0017994	CL(16:0/16:0/16:1(9Z)/14:0)	CL(16:0/16:0/16:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(9Z)/14:0) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-32-36-39-43-47-51-55-68(73)81-61-66(87-70(75)57-53-49-45-41-35-28-24-20-16-12-8-4)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2/h25,29,65-67,72H,5-24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b29-25-/t65-,66-,67-/m1/s1	VEPCFMZCXIZRKC-NJMWWQRASA-N	1322.925277			MMDBc0030627
BASm0017995	CL(16:0/16:0/18:1(9Z)/16:0)	CL(16:0/16:0/18:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/18:1(9Z)/16:0) contains three chains of hexadecanoic acid at the C1, C2 and C4 positions, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-33-34-38-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-37-32-28-24-20-16-12-8-4)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h33-34,69-71,76H,5-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b34-33-/t69-,70+,71+/m0/s1	NLIVPYVMHKSDIX-UTCPCMCDSA-N	1378.987877			MMDBc0030628
BASm0017996	CL(16:0/16:0/18:1(9Z)/16:1(9Z))	CL(16:0/16:0/18:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/18:1(9Z)/16:1(9Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-38-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-37-32-28-24-20-16-12-8-4)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h28,32-34,69-71,76H,5-27,29-31,35-68H2,1-4H3,(H,81,82)(H,83,84)/b32-28-,34-33-/t69-,70+,71+/m0/s1	CAYORCQXEVNYLT-ITPSFKNDSA-N	1376.972227			MMDBc0030629
BASm0017997	CL(16:0/16:0/18:1(9Z)/18:1(9Z))	CL(16:0/16:0/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/18:1(9Z)/18:1(9Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h33-36,71-73,78H,5-32,37-70H2,1-4H3,(H,83,84)(H,85,86)/b35-33-,36-34-/t71-,72+,73+/m0/s1	BEYMPTDFOUBIAH-WXXPVVAPSA-N	1405.003527			MMDBc0030630
BASm0017998	CL(16:0/16:0/18:1(9Z)/19:0cycv8c)	CL(16:0/16:0/18:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/18:1(9Z)/19:0cycv8c) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C78H148O17P2	InChI=1S/C78H148O17P2/c1-5-9-13-17-20-23-26-29-30-33-35-38-43-48-54-60-76(81)89-67-74(95-78(83)62-56-50-45-40-41-46-52-58-71-63-70(71)57-51-16-12-8-4)69-93-97(86,87)91-65-72(79)64-90-96(84,85)92-68-73(94-77(82)61-55-49-44-39-36-32-28-25-22-19-15-11-7-3)66-88-75(80)59-53-47-42-37-34-31-27-24-21-18-14-10-6-2/h29-30,70-74,79H,5-28,31-69H2,1-4H3,(H,84,85)(H,86,87)/b30-29-/t70?,71?,72-,73+,74+/m0/s1	KULLQEYHINITAQ-LPHXZXNFSA-N	1419.019177			MMDBc0030631
BASm0017999	CL(16:0/16:0/18:1(9Z)/17:0cycw7c)	CL(16:0/16:0/18:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/18:1(9Z)/17:0cycw7c) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C76H144O17P2	InChI=1S/C76H144O17P2/c1-5-9-13-17-20-23-26-29-30-33-35-38-41-46-52-58-74(79)87-65-72(93-76(81)60-54-48-43-44-50-56-69-61-68(69)55-49-16-12-8-4)67-91-95(84,85)89-63-70(77)62-88-94(82,83)90-66-71(92-75(80)59-53-47-42-39-36-32-28-25-22-19-15-11-7-3)64-86-73(78)57-51-45-40-37-34-31-27-24-21-18-14-10-6-2/h29-30,68-72,77H,5-28,31-67H2,1-4H3,(H,82,83)(H,84,85)/b30-29-/t68?,69?,70-,71+,72+/m0/s1	NLXKHHWROHDEHV-CYZHNWHKSA-N	1390.987877			MMDBc0030632
BASm0018000	CL(16:0/16:0/18:1(9Z)/14:0)	CL(16:0/16:0/18:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/18:1(9Z)/14:0) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-32-33-36-39-42-46-50-54-58-71(76)84-63-68(89-72(77)59-55-51-47-43-37-28-24-20-16-12-8-4)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-35-31-27-23-19-15-11-7-3)64-83-70(75)57-53-49-45-41-38-34-30-26-22-18-14-10-6-2/h32-33,67-69,74H,5-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b33-32-/t67-,68-,69-/m1/s1	HFELOIRIOXKKAP-DYEQFORBSA-N	1350.956577			MMDBc0030633
BASm0018001	CL(16:0/16:0/19:0cycv8c/16:0)	CL(16:0/16:0/19:0cycv8c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/19:0cycv8c/16:0) contains three chains of hexadecanoic acid at the C1, C2 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C76H146O17P2	InChI=1S/C76H146O17P2/c1-5-9-13-17-20-23-26-29-32-35-40-45-51-57-73(78)86-64-71(92-75(80)59-53-47-41-36-33-30-27-24-21-18-14-10-6-2)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(93-76(81)60-54-48-42-37-34-31-28-25-22-19-15-11-7-3)65-87-74(79)58-52-46-43-38-39-44-50-56-69-61-68(69)55-49-16-12-8-4/h68-72,77H,5-67H2,1-4H3,(H,82,83)(H,84,85)/t68?,69?,70-,71+,72+/m0/s1	KBBFAAKEBINUMX-DXUSNICOSA-N	1393.003527			MMDBc0030634
BASm0018002	CL(16:0/16:0/19:0cycv8c/16:1(9Z))	CL(16:0/16:0/19:0cycv8c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/19:0cycv8c/16:1(9Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C76H144O17P2	InChI=1S/C76H144O17P2/c1-5-9-13-17-20-23-26-29-32-35-40-45-51-57-73(78)86-64-71(92-75(80)59-53-47-41-36-33-30-27-24-21-18-14-10-6-2)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(93-76(81)60-54-48-42-37-34-31-28-25-22-19-15-11-7-3)65-87-74(79)58-52-46-43-38-39-44-50-56-69-61-68(69)55-49-16-12-8-4/h25,28,68-72,77H,5-24,26-27,29-67H2,1-4H3,(H,82,83)(H,84,85)/b28-25-/t68?,69?,70-,71+,72+/m0/s1	BJDYSAMHZWHNBK-IDDALWNGSA-N	1390.987877			MMDBc0030635
BASm0018003	CL(16:0/16:0/19:0cycv8c/18:1(9Z))	CL(16:0/16:0/19:0cycv8c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/19:0cycv8c/18:1(9Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C78H148O17P2	InChI=1S/C78H148O17P2/c1-5-9-13-17-20-23-26-29-30-33-36-39-44-50-56-62-78(83)95-74(67-89-76(81)60-54-48-45-40-41-46-52-58-71-63-70(71)57-51-16-12-8-4)69-93-97(86,87)91-65-72(79)64-90-96(84,85)92-68-73(94-77(82)61-55-49-43-38-35-32-28-25-22-19-15-11-7-3)66-88-75(80)59-53-47-42-37-34-31-27-24-21-18-14-10-6-2/h29-30,70-74,79H,5-28,31-69H2,1-4H3,(H,84,85)(H,86,87)/b30-29-/t70?,71?,72-,73+,74+/m0/s1	JOMRRXDSFGFQII-LPHXZXNFSA-N	1419.019177			MMDBc0030636
BASm0018004	CL(16:0/16:0/19:0cycv8c/17:0cycw7c)	CL(16:0/16:0/19:0cycv8c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/19:0cycv8c/17:0cycw7c) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-19-21-23-25-27-29-33-39-47-55-74(79)87-63-72(93-76(81)57-49-41-34-30-28-26-24-22-20-18-14-10-6-2)65-91-95(83,84)89-61-71(78)62-90-96(85,86)92-66-73(94-77(82)58-50-42-36-38-46-54-70-60-68(70)52-44-16-12-8-4)64-88-75(80)56-48-40-35-31-32-37-45-53-69-59-67(69)51-43-15-11-7-3/h67-73,78H,5-66H2,1-4H3,(H,83,84)(H,85,86)/t67?,68?,69?,70?,71-,72+,73+/m0/s1	YOSZOCOIYGVLNR-YKSKUARTSA-N	1405.003527			MMDBc0030637
BASm0018005	CL(16:0/16:0/19:0cycv8c/14:0)	CL(16:0/16:0/19:0cycv8c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/19:0cycv8c/14:0) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC	C74H142O17P2	InChI=1S/C74H142O17P2/c1-5-9-13-17-20-23-26-28-31-33-38-43-49-55-71(76)84-62-69(90-74(79)58-52-46-40-35-32-29-27-24-21-18-14-10-6-2)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(91-73(78)57-51-45-39-34-30-25-22-19-15-11-7-3)63-85-72(77)56-50-44-41-36-37-42-48-54-67-59-66(67)53-47-16-12-8-4/h66-70,75H,5-65H2,1-4H3,(H,80,81)(H,82,83)/t66?,67?,68-,69+,70+/m0/s1	BEVGQTOGIACKQB-FQBBNHMMSA-N	1364.972227			MMDBc0030638
BASm0018006	CL(16:0/16:0/17:0cycw7c/16:0)	CL(16:0/16:0/17:0cycw7c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/17:0cycw7c/16:0) contains three chains of hexadecanoic acid at the C1, C2 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C74H142O17P2	InChI=1S/C74H142O17P2/c1-5-9-13-17-20-23-26-29-32-35-38-43-49-55-71(76)84-62-69(90-73(78)57-51-44-39-36-33-30-27-24-21-18-14-10-6-2)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(91-74(79)58-52-45-40-37-34-31-28-25-22-19-15-11-7-3)63-85-72(77)56-50-46-41-42-48-54-67-59-66(67)53-47-16-12-8-4/h66-70,75H,5-65H2,1-4H3,(H,80,81)(H,82,83)/t66?,67?,68-,69+,70+/m0/s1	CQEVFKUBIVAJGB-FQBBNHMMSA-N	1364.972227			MMDBc0030639
BASm0018007	CL(16:0/16:0/17:0cycw7c/16:1(9Z))	CL(16:0/16:0/17:0cycw7c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/17:0cycw7c/16:1(9Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C74H140O17P2	InChI=1S/C74H140O17P2/c1-5-9-13-17-20-23-26-29-32-35-38-43-49-55-71(76)84-62-69(90-73(78)57-51-44-39-36-33-30-27-24-21-18-14-10-6-2)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(91-74(79)58-52-45-40-37-34-31-28-25-22-19-15-11-7-3)63-85-72(77)56-50-46-41-42-48-54-67-59-66(67)53-47-16-12-8-4/h25,28,66-70,75H,5-24,26-27,29-65H2,1-4H3,(H,80,81)(H,82,83)/b28-25-/t66?,67?,68-,69+,70+/m0/s1	CZUAOJSGKOEGEQ-BHNFQYRNSA-N	1362.956577			MMDBc0030640
BASm0018008	CL(16:0/16:0/17:0cycw7c/18:1(9Z))	CL(16:0/16:0/17:0cycw7c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/17:0cycw7c/18:1(9Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C76H144O17P2	InChI=1S/C76H144O17P2/c1-5-9-13-17-20-23-26-29-30-33-36-39-42-47-54-60-76(81)93-72(65-87-74(79)58-52-48-43-44-50-56-69-61-68(69)55-49-16-12-8-4)67-91-95(84,85)89-63-70(77)62-88-94(82,83)90-66-71(92-75(80)59-53-46-41-38-35-32-28-25-22-19-15-11-7-3)64-86-73(78)57-51-45-40-37-34-31-27-24-21-18-14-10-6-2/h29-30,68-72,77H,5-28,31-67H2,1-4H3,(H,82,83)(H,84,85)/b30-29-/t68?,69?,70-,71+,72+/m0/s1	TXPSGGGAKWBKMW-CYZHNWHKSA-N	1390.987877			MMDBc0030641
BASm0018009	CL(16:0/16:0/17:0cycw7c/19:0cycv8c)	CL(16:0/16:0/17:0cycw7c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/17:0cycw7c/19:0cycv8c) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-19-21-23-25-27-29-33-39-47-55-74(79)87-63-72(93-76(81)57-49-40-34-30-28-26-24-22-20-18-14-10-6-2)65-91-95(83,84)89-61-71(78)62-90-96(85,86)92-66-73(64-88-75(80)56-48-42-36-38-46-54-70-60-68(70)52-44-16-12-8-4)94-77(82)58-50-41-35-31-32-37-45-53-69-59-67(69)51-43-15-11-7-3/h67-73,78H,5-66H2,1-4H3,(H,83,84)(H,85,86)/t67?,68?,69?,70?,71-,72+,73+/m0/s1	VURYYWDNZQBRCR-YKSKUARTSA-N	1405.003527			MMDBc0030642
BASm0018010	CL(16:0/16:0/17:0cycw7c/17:0cycw7c)	CL(16:0/16:0/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/17:0cycw7c/17:0cycw7c) contains two chains of hexadecanoic acid at the C1 and C2 positions, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-19-21-23-25-27-29-31-37-45-53-72(77)85-61-70(91-74(79)55-47-38-32-30-28-26-24-22-20-18-14-10-6-2)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(92-75(80)56-48-40-34-36-44-52-68-58-66(68)50-42-16-12-8-4)62-86-73(78)54-46-39-33-35-43-51-67-57-65(67)49-41-15-11-7-3/h65-71,76H,5-64H2,1-4H3,(H,81,82)(H,83,84)/t65?,66?,67?,68?,69-,70+,71+/m0/s1	BNZXCMVDKFOMBD-FWUMUCBYSA-N	1376.972227			MMDBc0030643
BASm0018011	CL(16:0/16:0/17:0cycw7c/14:0)	CL(16:0/16:0/17:0cycw7c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/17:0cycw7c/14:0) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC	C72H138O17P2	InChI=1S/C72H138O17P2/c1-5-9-13-17-20-23-26-28-31-33-36-41-47-53-69(74)82-60-67(88-72(77)56-50-43-38-35-32-29-27-24-21-18-14-10-6-2)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-71(76)55-49-42-37-34-30-25-22-19-15-11-7-3)61-83-70(75)54-48-44-39-40-46-52-65-57-64(65)51-45-16-12-8-4/h64-68,73H,5-63H2,1-4H3,(H,78,79)(H,80,81)/t64?,65?,66-,67+,68+/m0/s1	MDIJRMPEWPVRGW-VYKAVAACSA-N	1336.940927			MMDBc0030644
BASm0018012	CL(16:0/16:0/14:0/16:1(9Z))	CL(16:0/16:0/14:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/14:0/16:1(9Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h26,30,65-67,72H,5-25,27-29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b30-26-/t65-,66-,67-/m1/s1	ONQZLOKHPGAYIS-HXZTVISLSA-N	1322.925277			MMDBc0030645
BASm0018013	CL(16:0/16:0/14:0/18:1(9Z))	CL(16:0/16:0/14:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/14:0/18:1(9Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h32-33,67-69,74H,5-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b33-32-/t67-,68-,69-/m1/s1	MIIOTHCXFOKORP-DYEQFORBSA-N	1350.956577			MMDBc0030646
BASm0018014	CL(16:0/16:0/14:0/19:0cycv8c)	CL(16:0/16:0/14:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/14:0/19:0cycv8c) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C74H142O17P2	InChI=1S/C74H142O17P2/c1-5-9-13-17-20-23-26-28-31-34-39-44-50-56-72(77)84-62-69(90-73(78)57-51-45-40-35-32-29-27-24-21-18-14-10-6-2)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(63-85-71(76)55-49-43-38-33-30-25-22-19-15-11-7-3)91-74(79)58-52-46-41-36-37-42-48-54-67-59-66(67)53-47-16-12-8-4/h66-70,75H,5-65H2,1-4H3,(H,80,81)(H,82,83)/t66?,67?,68-,69+,70+/m0/s1	XOROKPQXCXYGOY-FQBBNHMMSA-N	1364.972227			MMDBc0030647
BASm0018015	CL(16:0/16:0/14:0/17:0cycw7c)	CL(16:0/16:0/14:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/14:0/17:0cycw7c) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C72H138O17P2	InChI=1S/C72H138O17P2/c1-5-9-13-17-20-23-26-28-31-34-37-42-48-54-70(75)82-60-67(88-71(76)55-49-43-38-35-32-29-27-24-21-18-14-10-6-2)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(61-83-69(74)53-47-41-36-33-30-25-22-19-15-11-7-3)89-72(77)56-50-44-39-40-46-52-65-57-64(65)51-45-16-12-8-4/h64-68,73H,5-63H2,1-4H3,(H,78,79)(H,80,81)/t64?,65?,66-,67+,68+/m0/s1	HDSWMPNPWDMEKU-VYKAVAACSA-N	1336.940927			MMDBc0030648
BASm0018016	CL(16:0/16:0/14:0/14:0)	CL(16:0/16:0/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/14:0/14:0) contains two chains of hexadecanoic acid at the C1 and C2 positions, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t63-,64-,65-/m1/s1	HJAZHSDCXYKLGR-OYOCQJCHSA-N	1296.909627			MMDBc0030649
BASm0018017	CL(16:0/16:1(9Z)/16:0/16:1(9Z))	CL(16:0/16:1(9Z)/16:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:0/16:1(9Z)) contains two chains of hexadecanoic acid at the C1 and C3 positions, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h27-28,31-32,67-69,74H,5-26,29-30,33-66H2,1-4H3,(H,79,80)(H,81,82)/b31-27-,32-28-/t68-,69-/m1/s1	ZDJOJCREINQZEV-NHBOLZEYSA-N	1348.940927			MMDBc0030650
BASm0018018	CL(16:0/16:1(9Z)/16:0/18:1(9Z))	CL(16:0/16:1(9Z)/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:0/18:1(9Z)) contains two chains of hexadecanoic acid at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h28,32-34,69-71,76H,5-27,29-31,35-68H2,1-4H3,(H,81,82)(H,83,84)/b32-28-,34-33-/t69-,70+,71+/m0/s1	HLWJFPGODYNZNR-ITPSFKNDSA-N	1376.972227			MMDBc0030651
BASm0018019	CL(16:0/16:1(9Z)/16:0/19:0cycv8c)	CL(16:0/16:1(9Z)/16:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:0/19:0cycv8c) contains two chains of hexadecanoic acid at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C76H144O17P2	InChI=1S/C76H144O17P2/c1-5-9-13-17-20-23-26-29-32-35-40-45-51-57-73(78)86-64-71(92-75(80)59-53-47-42-37-34-31-28-25-22-19-15-11-7-3)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(65-87-74(79)58-52-46-41-36-33-30-27-24-21-18-14-10-6-2)93-76(81)60-54-48-43-38-39-44-50-56-69-61-68(69)55-49-16-12-8-4/h25,28,68-72,77H,5-24,26-27,29-67H2,1-4H3,(H,82,83)(H,84,85)/b28-25-/t68?,69?,70-,71+,72+/m0/s1	DAJKNEUAWKVHBP-IDDALWNGSA-N	1390.987877			MMDBc0030652
BASm0018020	CL(16:0/16:1(9Z)/16:0/17:0cycw7c)	CL(16:0/16:1(9Z)/16:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:0/17:0cycw7c) contains two chains of hexadecanoic acid at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C74H140O17P2	InChI=1S/C74H140O17P2/c1-5-9-13-17-20-23-26-29-32-35-38-43-49-55-71(76)84-62-69(90-73(78)57-51-45-40-37-34-31-28-25-22-19-15-11-7-3)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(63-85-72(77)56-50-44-39-36-33-30-27-24-21-18-14-10-6-2)91-74(79)58-52-46-41-42-48-54-67-59-66(67)53-47-16-12-8-4/h25,28,66-70,75H,5-24,26-27,29-65H2,1-4H3,(H,80,81)(H,82,83)/b28-25-/t66?,67?,68-,69+,70+/m0/s1	DXQKQYGHLJCWSX-BHNFQYRNSA-N	1362.956577			MMDBc0030653
BASm0018021	CL(16:0/16:1(9Z)/16:0/14:0)	CL(16:0/16:1(9Z)/16:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:0/14:0) contains two chains of hexadecanoic acid at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-32-36-39-43-47-51-55-68(73)81-61-66(87-70(75)57-53-49-45-41-35-28-24-20-16-12-8-4)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2/h27,31,65-67,72H,5-26,28-30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b31-27-/t65-,66-,67-/m1/s1	WVRLFFAZULTQHJ-QOTDBOINSA-N	1322.925277			MMDBc0030654
BASm0018022	CL(16:0/16:1(9Z)/16:1(9Z)/16:0)	CL(16:0/16:1(9Z)/16:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(9Z)/16:0) contains two chains of hexadecanoic acid at the C1 and C4 positions, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25,28-29,32,67-69,74H,5-24,26-27,30-31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b29-25-,32-28-/t67-,68-,69-/m1/s1	SPYQSVPSEXFEMA-BEPPSSIHSA-N	1348.940927			MMDBc0030655
BASm0018023	CL(16:0/16:1(9Z)/16:1(9Z)/16:1(9Z))	CL(16:0/16:1(9Z)/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(9Z)/16:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, three chains of (9Z-hexadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25,27-29,31-32,67-69,74H,5-24,26,30,33-66H2,1-4H3,(H,79,80)(H,81,82)/b29-25-,31-27-,32-28-/t67-,68-,69-/m1/s1	VBKVDKSJQJMNLZ-KFICWGIBSA-N	1346.925277			MMDBc0030656
BASm0018024	CL(16:0/16:1(9Z)/16:1(9Z)/18:1(9Z))	CL(16:0/16:1(9Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(9Z)/18:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h27-28,31-34,69-71,76H,5-26,29-30,35-68H2,1-4H3,(H,81,82)(H,83,84)/b31-27-,32-28-,34-33-/t69-,70+,71+/m0/s1	UNCDNNMJUAILFO-WHSXATGESA-N	1374.956577			MMDBc0030657
BASm0018025	CL(16:0/16:1(9Z)/16:1(9Z)/19:0cycv8c)	CL(16:0/16:1(9Z)/16:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(9Z)/19:0cycv8c) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-20-23-26-29-32-35-40-45-51-57-73(78)86-64-71(92-75(80)59-53-47-42-37-34-31-28-25-22-19-15-11-7-3)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(65-87-74(79)58-52-46-41-36-33-30-27-24-21-18-14-10-6-2)93-76(81)60-54-48-43-38-39-44-50-56-69-61-68(69)55-49-16-12-8-4/h24-25,27-28,68-72,77H,5-23,26,29-67H2,1-4H3,(H,82,83)(H,84,85)/b27-24-,28-25-/t68?,69?,70-,71+,72+/m0/s1	IFCJEXVTMRHJQB-SZYLSAIUSA-N	1388.972227			MMDBc0030658
BASm0018026	CL(16:0/16:1(9Z)/16:1(9Z)/17:0cycw7c)	CL(16:0/16:1(9Z)/16:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(9Z)/17:0cycw7c) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-17-20-23-26-29-32-35-38-43-49-55-71(76)84-62-69(90-73(78)57-51-45-40-37-34-31-28-25-22-19-15-11-7-3)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(63-85-72(77)56-50-44-39-36-33-30-27-24-21-18-14-10-6-2)91-74(79)58-52-46-41-42-48-54-67-59-66(67)53-47-16-12-8-4/h24-25,27-28,66-70,75H,5-23,26,29-65H2,1-4H3,(H,80,81)(H,82,83)/b27-24-,28-25-/t66?,67?,68-,69+,70+/m0/s1	OHNBWOBCHHMZOK-ZNLBQNCYSA-N	1360.940927			MMDBc0030659
BASm0018027	CL(16:0/16:1(9Z)/16:1(9Z)/14:0)	CL(16:0/16:1(9Z)/16:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(9Z)/14:0) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-36-39-43-47-51-55-68(73)81-61-66(87-70(75)57-53-49-45-41-35-28-24-20-16-12-8-4)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2/h25,27,29,31,65-67,72H,5-24,26,28,30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b29-25-,31-27-/t65-,66-,67-/m1/s1	YFAUITDZYISPCN-VNRZSBHXSA-N	1320.909627			MMDBc0030660
BASm0018028	CL(16:0/16:1(9Z)/18:1(9Z)/16:0)	CL(16:0/16:1(9Z)/18:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/18:1(9Z)/16:0) contains two chains of hexadecanoic acid at the C1 and C4 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-38-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-37-32-28-24-20-16-12-8-4)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h27,31,33-34,69-71,76H,5-26,28-30,32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b31-27-,34-33-/t69-,70+,71+/m0/s1	USUANQIWHZVEBY-HBCSRKARSA-N	1376.972227			MMDBc0030661
BASm0018029	CL(16:0/16:1(9Z)/18:1(9Z)/16:1(9Z))	CL(16:0/16:1(9Z)/18:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/18:1(9Z)/16:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-38-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-37-32-28-24-20-16-12-8-4)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h27-28,31-34,69-71,76H,5-26,29-30,35-68H2,1-4H3,(H,81,82)(H,83,84)/b31-27-,32-28-,34-33-/t69-,70+,71+/m0/s1	UPNIZHAKPCAWML-WHSXATGESA-N	1374.956577			MMDBc0030662
BASm0018030	CL(16:0/16:1(9Z)/18:1(9Z)/18:1(9Z))	CL(16:0/16:1(9Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/18:1(9Z)/18:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h28,32-36,71-73,78H,5-27,29-31,37-70H2,1-4H3,(H,83,84)(H,85,86)/b32-28-,35-33-,36-34-/t71-,72+,73+/m0/s1	RINNQSJWQUKHOK-PFZQSILNSA-N	1402.987877			MMDBc0030663
BASm0018031	CL(16:0/16:1(9Z)/19:0cycv8c/16:0)	CL(16:0/16:1(9Z)/19:0cycv8c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/19:0cycv8c/16:0) contains two chains of hexadecanoic acid at the C1 and C4 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C76H144O17P2	InChI=1S/C76H144O17P2/c1-5-9-13-17-20-23-26-29-32-35-40-45-51-57-73(78)86-64-71(92-75(80)59-53-47-41-36-33-30-27-24-21-18-14-10-6-2)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(93-76(81)60-54-48-42-37-34-31-28-25-22-19-15-11-7-3)65-87-74(79)58-52-46-43-38-39-44-50-56-69-61-68(69)55-49-16-12-8-4/h24,27,68-72,77H,5-23,25-26,28-67H2,1-4H3,(H,82,83)(H,84,85)/b27-24-/t68?,69?,70-,71+,72+/m0/s1	DZBPXOUKIFZTEY-WRUOUVJHSA-N	1390.987877			MMDBc0030664
BASm0018032	CL(16:0/16:1(9Z)/19:0cycv8c/16:1(9Z))	CL(16:0/16:1(9Z)/19:0cycv8c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/19:0cycv8c/16:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-20-23-26-29-32-35-40-45-51-57-73(78)86-64-71(92-75(80)59-53-47-41-36-33-30-27-24-21-18-14-10-6-2)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(93-76(81)60-54-48-42-37-34-31-28-25-22-19-15-11-7-3)65-87-74(79)58-52-46-43-38-39-44-50-56-69-61-68(69)55-49-16-12-8-4/h24-25,27-28,68-72,77H,5-23,26,29-67H2,1-4H3,(H,82,83)(H,84,85)/b27-24-,28-25-/t68?,69?,70-,71+,72+/m0/s1	PZPPSJHKZJRSPY-SZYLSAIUSA-N	1388.972227			MMDBc0030665
BASm0018033	CL(16:0/16:1(9Z)/19:0cycv8c/19:0cycv8c)	CL(16:0/16:1(9Z)/19:0cycv8c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/19:0cycv8c/19:0cycv8c) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-19-21-23-25-27-29-35-41-49-57-76(81)89-65-74(95-78(83)59-51-43-36-30-28-26-24-22-20-18-14-10-6-2)67-93-97(85,86)91-63-73(80)64-92-98(87,88)94-68-75(96-79(84)60-52-44-38-32-34-40-48-56-72-62-70(72)54-46-16-12-8-4)66-90-77(82)58-50-42-37-31-33-39-47-55-71-61-69(71)53-45-15-11-7-3/h22,24,69-75,80H,5-21,23,25-68H2,1-4H3,(H,85,86)(H,87,88)/b24-22-/t69?,70?,71?,72?,73-,74+,75+/m0/s1	BZERDCZQFHLEJX-DWVOGVKNSA-N	1431.019177			MMDBc0030666
BASm0018034	CL(16:0/16:1(9Z)/17:0cycw7c/16:0)	CL(16:0/16:1(9Z)/17:0cycw7c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/17:0cycw7c/16:0) contains two chains of hexadecanoic acid at the C1 and C4 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C74H140O17P2	InChI=1S/C74H140O17P2/c1-5-9-13-17-20-23-26-29-32-35-38-43-49-55-71(76)84-62-69(90-73(78)57-51-44-39-36-33-30-27-24-21-18-14-10-6-2)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(91-74(79)58-52-45-40-37-34-31-28-25-22-19-15-11-7-3)63-85-72(77)56-50-46-41-42-48-54-67-59-66(67)53-47-16-12-8-4/h24,27,66-70,75H,5-23,25-26,28-65H2,1-4H3,(H,80,81)(H,82,83)/b27-24-/t66?,67?,68-,69+,70+/m0/s1	SMZNMDBPGNDTFC-YNUYHNASSA-N	1362.956577			MMDBc0030667
BASm0018035	CL(16:0/16:1(9Z)/17:0cycw7c/16:1(9Z))	CL(16:0/16:1(9Z)/17:0cycw7c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/17:0cycw7c/16:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-17-20-23-26-29-32-35-38-43-49-55-71(76)84-62-69(90-73(78)57-51-44-39-36-33-30-27-24-21-18-14-10-6-2)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(91-74(79)58-52-45-40-37-34-31-28-25-22-19-15-11-7-3)63-85-72(77)56-50-46-41-42-48-54-67-59-66(67)53-47-16-12-8-4/h24-25,27-28,66-70,75H,5-23,26,29-65H2,1-4H3,(H,80,81)(H,82,83)/b27-24-,28-25-/t66?,67?,68-,69+,70+/m0/s1	MOTFOOBCNKYANI-ZNLBQNCYSA-N	1360.940927			MMDBc0030668
BASm0018036	CL(16:0/16:1(9Z)/17:0cycw7c/17:0cycw7c)	CL(16:0/16:1(9Z)/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/17:0cycw7c/17:0cycw7c) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-19-21-23-25-27-29-31-37-45-53-72(77)85-61-70(91-74(79)55-47-38-32-30-28-26-24-22-20-18-14-10-6-2)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(92-75(80)56-48-40-34-36-44-52-68-58-66(68)50-42-16-12-8-4)62-86-73(78)54-46-39-33-35-43-51-67-57-65(67)49-41-15-11-7-3/h22,24,65-71,76H,5-21,23,25-64H2,1-4H3,(H,81,82)(H,83,84)/b24-22-/t65?,66?,67?,68?,69-,70+,71+/m0/s1	OOWUCFHZZJLORG-VZPCQZOQSA-N	1374.956577			MMDBc0030669
BASm0018037	CL(16:0/16:1(9Z)/14:0/16:0)	CL(16:0/16:1(9Z)/14:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/14:0/16:0) contains two chains of hexadecanoic acid at the C1 and C4 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h27,31,65-67,72H,5-26,28-30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b31-27-/t65-,66-,67-/m1/s1	BCXOWOQQVOOYHL-QOTDBOINSA-N	1322.925277			MMDBc0030670
BASm0018038	CL(16:0/16:1(9Z)/14:0/16:1(9Z))	CL(16:0/16:1(9Z)/14:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/14:0/16:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h26-27,30-31,65-67,72H,5-25,28-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b30-26-,31-27-/t65-,66-,67-/m1/s1	PWLZDZAXDDPONT-LVKJETNESA-N	1320.909627			MMDBc0030671
BASm0018039	CL(16:0/16:1(9Z)/14:0/14:0)	CL(16:0/16:1(9Z)/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/14:0/14:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h26,30,63-65,70H,5-25,27-29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b30-26-/t63-,64-,65-/m1/s1	RPQWZUFSQRGLAQ-USUFMNQZSA-N	1294.893977			MMDBc0030672
BASm0018040	CL(16:0/18:1(9Z)/16:0/18:1(9Z))	CL(16:0/18:1(9Z)/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/16:0/18:1(9Z)) contains two chains of hexadecanoic acid at the C1 and C3 positions, two chains of (9Z-octadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h33-36,71-73,78H,5-32,37-70H2,1-4H3,(H,83,84)(H,85,86)/b35-33-,36-34-/t72-,73-/m1/s1	ZPHFETGCGQORSL-VENCYGLXSA-N	1405.003527			MMDBc0030673
BASm0018041	CL(16:0/18:1(9Z)/16:0/19:0cycv8c)	CL(16:0/18:1(9Z)/16:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/16:0/19:0cycv8c) contains two chains of hexadecanoic acid at the C1 and C3 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C78H148O17P2	InChI=1S/C78H148O17P2/c1-5-9-13-17-20-23-26-29-30-33-36-39-44-49-55-61-77(82)94-73(66-88-75(80)59-53-47-42-37-34-31-27-24-21-18-14-10-6-2)68-92-96(84,85)90-64-72(79)65-91-97(86,87)93-69-74(67-89-76(81)60-54-48-43-38-35-32-28-25-22-19-15-11-7-3)95-78(83)62-56-50-45-40-41-46-52-58-71-63-70(71)57-51-16-12-8-4/h29-30,70-74,79H,5-28,31-69H2,1-4H3,(H,84,85)(H,86,87)/b30-29-/t70?,71?,72-,73+,74+/m0/s1	SOVIYEHAQUCFBC-LPHXZXNFSA-N	1419.019177			MMDBc0030674
BASm0018042	CL(16:0/18:1(9Z)/16:0/17:0cycw7c)	CL(16:0/18:1(9Z)/16:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/16:0/17:0cycw7c) contains two chains of hexadecanoic acid at the C1 and C3 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C76H144O17P2	InChI=1S/C76H144O17P2/c1-5-9-13-17-20-23-26-29-30-33-36-39-42-47-53-59-75(80)92-71(64-86-73(78)57-51-45-40-37-34-31-27-24-21-18-14-10-6-2)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(65-87-74(79)58-52-46-41-38-35-32-28-25-22-19-15-11-7-3)93-76(81)60-54-48-43-44-50-56-69-61-68(69)55-49-16-12-8-4/h29-30,68-72,77H,5-28,31-67H2,1-4H3,(H,82,83)(H,84,85)/b30-29-/t68?,69?,70-,71+,72+/m0/s1	DBANPTOAYPJNMG-CYZHNWHKSA-N	1390.987877			MMDBc0030675
BASm0018043	CL(16:0/18:1(9Z)/16:0/14:0)	CL(16:0/18:1(9Z)/16:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/16:0/14:0) contains two chains of hexadecanoic acid at the C1 and C3 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-31-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-37-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-38-34-30-26-22-18-14-10-6-2/h32-33,67-69,74H,5-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b33-32-/t67-,68-,69-/m1/s1	WIWJKTLKYLFYMQ-DYEQFORBSA-N	1350.956577			MMDBc0030676
BASm0018044	CL(16:0/18:1(9Z)/16:1(9Z)/16:1(9Z))	CL(16:0/18:1(9Z)/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/16:1(9Z)/16:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h26,28,30,32-34,69-71,76H,5-25,27,29,31,35-68H2,1-4H3,(H,81,82)(H,83,84)/b30-26-,32-28-,34-33-/t69-,70-,71-/m1/s1	OQQAELSMMXVYDI-MBVNZAJPSA-N	1374.956577			MMDBc0030677
BASm0018045	CL(16:0/18:1(9Z)/16:1(9Z)/18:1(9Z))	CL(16:0/18:1(9Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/16:1(9Z)/18:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C4 positions, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h27,31,33-36,71-73,78H,5-26,28-30,32,37-70H2,1-4H3,(H,83,84)(H,85,86)/b31-27-,35-33-,36-34-/t71-,72-,73-/m1/s1	XKZPKAWPUPSUJF-XGMRRBAISA-N	1402.987877			MMDBc0030678
BASm0018046	CL(16:0/18:1(9Z)/18:1(9Z)/16:0)	CL(16:0/18:1(9Z)/18:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/18:1(9Z)/16:0) contains two chains of hexadecanoic acid at the C1 and C4 positions, two chains of (9Z-octadecenoyl) at the C2 and C3 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h33-36,71-73,78H,5-32,37-70H2,1-4H3,(H,83,84)(H,85,86)/b35-33-,36-34-/t71-,72-,73-/m1/s1	HALIWWWEDTVFAZ-GJBKHFFFSA-N	1405.003527			MMDBc0030679
BASm0018047	CL(16:0/18:1(9Z)/18:1(9Z)/16:1(9Z))	CL(16:0/18:1(9Z)/18:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/18:1(9Z)/16:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h28,32-36,71-73,78H,5-27,29-31,37-70H2,1-4H3,(H,83,84)(H,85,86)/b32-28-,35-33-,36-34-/t71-,72-,73-/m1/s1	VNOGHVLQRCDTKE-JOWWFGBRSA-N	1402.987877			MMDBc0030680
BASm0018048	CL(16:0/18:1(9Z)/18:1(9Z)/18:1(9Z))	CL(16:0/18:1(9Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/18:1(9Z)/18:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, three chains of (9Z-octadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h33-38,73-75,80H,5-32,39-72H2,1-4H3,(H,85,86)(H,87,88)/b36-33-,37-34-,38-35-/t73-,74+,75+/m0/s1	LURKIRCDEFGGLO-OUWPEZDYSA-N	1431.019177			MMDBc0030681
BASm0018049	CL(16:0/18:1(9Z)/18:1(9Z)/19:0cycv8c)	CL(16:0/18:1(9Z)/18:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/18:1(9Z)/19:0cycv8c) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-20-23-26-29-31-34-37-40-45-50-56-62-78(83)91-69-76(97-80(85)64-58-52-47-42-43-48-54-60-73-65-72(73)59-53-16-12-8-4)71-95-99(88,89)93-67-74(81)66-92-98(86,87)94-70-75(68-90-77(82)61-55-49-44-39-36-33-28-25-22-19-15-11-7-3)96-79(84)63-57-51-46-41-38-35-32-30-27-24-21-18-14-10-6-2/h29-32,72-76,81H,5-28,33-71H2,1-4H3,(H,86,87)(H,88,89)/b31-29-,32-30-/t72?,73?,74-,75+,76+/m0/s1	PPEGIOLJPHYLQJ-PWXVAMNRSA-N	1445.034827			MMDBc0030682
BASm0018050	CL(16:0/18:1(9Z)/18:1(9Z)/17:0cycw7c)	CL(16:0/18:1(9Z)/18:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/18:1(9Z)/17:0cycw7c) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-20-23-26-29-31-34-37-40-43-48-54-60-76(81)89-67-74(95-78(83)62-56-50-45-46-52-58-71-63-70(71)57-51-16-12-8-4)69-93-97(86,87)91-65-72(79)64-90-96(84,85)92-68-73(66-88-75(80)59-53-47-42-39-36-33-28-25-22-19-15-11-7-3)94-77(82)61-55-49-44-41-38-35-32-30-27-24-21-18-14-10-6-2/h29-32,70-74,79H,5-28,33-69H2,1-4H3,(H,84,85)(H,86,87)/b31-29-,32-30-/t70?,71?,72-,73+,74+/m0/s1	ONEJTUIUCWMDSU-VZTUYFDVSA-N	1417.003527			MMDBc0030683
BASm0018051	CL(16:0/18:1(9Z)/18:1(9Z)/14:0)	CL(16:0/18:1(9Z)/18:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/18:1(9Z)/14:0) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-34-37-41-44-48-52-56-60-73(78)86-65-70(91-74(79)61-57-53-49-45-39-28-24-20-16-12-8-4)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-85-72(77)59-55-51-47-43-40-36-31-27-23-19-15-11-7-3)92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2/h32-35,69-71,76H,5-31,36-68H2,1-4H3,(H,81,82)(H,83,84)/b34-32-,35-33-/t69-,70-,71-/m1/s1	KVLYPUFQLRRGBC-GNUWMSSISA-N	1376.972227			MMDBc0030684
BASm0018052	CL(16:0/18:1(9Z)/19:0cycv8c/16:0)	CL(16:0/18:1(9Z)/19:0cycv8c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/19:0cycv8c/16:0) contains two chains of hexadecanoic acid at the C1 and C4 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C78H148O17P2	InChI=1S/C78H148O17P2/c1-5-9-13-17-20-23-26-29-30-33-36-39-44-50-56-62-78(83)94-73(66-88-75(80)59-53-47-42-37-34-31-27-24-21-18-14-10-6-2)68-92-96(84,85)90-64-72(79)65-91-97(86,87)93-69-74(95-77(82)61-55-49-43-38-35-32-28-25-22-19-15-11-7-3)67-89-76(81)60-54-48-45-40-41-46-52-58-71-63-70(71)57-51-16-12-8-4/h29-30,70-74,79H,5-28,31-69H2,1-4H3,(H,84,85)(H,86,87)/b30-29-/t70?,71?,72-,73+,74+/m0/s1	DMTCQBIJGDQHFL-LPHXZXNFSA-N	1419.019177			MMDBc0030685
BASm0018053	CL(16:0/18:1(9Z)/19:0cycv8c/18:1(9Z))	CL(16:0/18:1(9Z)/19:0cycv8c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/19:0cycv8c/18:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-20-23-26-29-31-34-37-40-45-51-57-63-79(84)96-75(68-90-77(82)61-55-49-44-39-36-33-28-25-22-19-15-11-7-3)70-94-98(86,87)92-66-74(81)67-93-99(88,89)95-71-76(97-80(85)64-58-52-46-41-38-35-32-30-27-24-21-18-14-10-6-2)69-91-78(83)62-56-50-47-42-43-48-54-60-73-65-72(73)59-53-16-12-8-4/h29-32,72-76,81H,5-28,33-71H2,1-4H3,(H,86,87)(H,88,89)/b31-29-,32-30-/t72?,73?,74-,75+,76+/m0/s1	ULVSMBSXSLXDPJ-PWXVAMNRSA-N	1445.034827			MMDBc0030686
BASm0018054	CL(16:0/18:1(9Z)/19:0cycv8c/19:0cycv8c)	CL(16:0/18:1(9Z)/19:0cycv8c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/19:0cycv8c/19:0cycv8c) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-19-21-23-25-26-28-30-32-38-45-53-61-80(85)97-76(67-91-78(83)59-51-43-37-31-29-27-24-22-20-18-14-10-6-2)69-95-99(87,88)93-65-75(82)66-94-100(89,90)96-70-77(98-81(86)62-54-46-40-34-36-42-50-58-74-64-72(74)56-48-16-12-8-4)68-92-79(84)60-52-44-39-33-35-41-49-57-73-63-71(73)55-47-15-11-7-3/h25-26,71-77,82H,5-24,27-70H2,1-4H3,(H,87,88)(H,89,90)/b26-25-/t71?,72?,73?,74?,75-,76+,77+/m0/s1	IBANKQXCDANCKJ-SEDBCHABSA-N	1459.050477			MMDBc0030687
BASm0018055	CL(16:0/18:1(9Z)/17:0cycw7c/16:0)	CL(16:0/18:1(9Z)/17:0cycw7c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/17:0cycw7c/16:0) contains two chains of hexadecanoic acid at the C1 and C4 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C76H144O17P2	InChI=1S/C76H144O17P2/c1-5-9-13-17-20-23-26-29-30-33-36-39-42-47-54-60-75(80)92-71(64-86-73(78)57-51-45-40-37-34-31-27-24-21-18-14-10-6-2)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(93-76(81)59-53-46-41-38-35-32-28-25-22-19-15-11-7-3)65-87-74(79)58-52-48-43-44-50-56-69-61-68(69)55-49-16-12-8-4/h29-30,68-72,77H,5-28,31-67H2,1-4H3,(H,82,83)(H,84,85)/b30-29-/t68?,69?,70-,71+,72+/m0/s1	VODYNBJNROMAOF-CYZHNWHKSA-N	1390.987877			MMDBc0030688
BASm0018056	CL(16:0/18:1(9Z)/17:0cycw7c/18:1(9Z))	CL(16:0/18:1(9Z)/17:0cycw7c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/17:0cycw7c/18:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-20-23-26-29-31-34-37-40-43-48-55-61-77(82)94-73(66-88-75(80)59-53-47-42-39-36-33-28-25-22-19-15-11-7-3)68-92-96(84,85)90-64-72(79)65-91-97(86,87)93-69-74(95-78(83)62-56-49-44-41-38-35-32-30-27-24-21-18-14-10-6-2)67-89-76(81)60-54-50-45-46-52-58-71-63-70(71)57-51-16-12-8-4/h29-32,70-74,79H,5-28,33-69H2,1-4H3,(H,84,85)(H,86,87)/b31-29-,32-30-/t70?,71?,72-,73+,74+/m0/s1	YZAIRAZAUGNMFG-VZTUYFDVSA-N	1417.003527			MMDBc0030689
BASm0018057	CL(16:0/18:1(9Z)/17:0cycw7c/17:0cycw7c)	CL(16:0/18:1(9Z)/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/17:0cycw7c/17:0cycw7c) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-19-21-23-25-26-28-30-32-34-40-49-57-76(81)93-72(63-87-74(79)55-47-39-33-31-29-27-24-22-20-18-14-10-6-2)65-91-95(83,84)89-61-71(78)62-90-96(85,86)92-66-73(94-77(82)58-50-42-36-38-46-54-70-60-68(70)52-44-16-12-8-4)64-88-75(80)56-48-41-35-37-45-53-69-59-67(69)51-43-15-11-7-3/h25-26,67-73,78H,5-24,27-66H2,1-4H3,(H,83,84)(H,85,86)/b26-25-/t67?,68?,69?,70?,71-,72+,73+/m0/s1	LKMMJWNKOPOAOF-LDEMJFSTSA-N	1402.987877			MMDBc0030690
BASm0018058	CL(16:0/18:1(9Z)/14:0/16:0)	CL(16:0/18:1(9Z)/14:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/14:0/16:0) contains two chains of hexadecanoic acid at the C1 and C4 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h32-33,67-69,74H,5-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b33-32-/t67-,68-,69-/m1/s1	HXPJZQDVAJTJQO-DYEQFORBSA-N	1350.956577			MMDBc0030691
BASm0018059	CL(16:0/18:1(9Z)/14:0/18:1(9Z))	CL(16:0/18:1(9Z)/14:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/14:0/18:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-34-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2/h32-35,69-71,76H,5-31,36-68H2,1-4H3,(H,81,82)(H,83,84)/b34-32-,35-33-/t69-,70-,71-/m1/s1	VKIMHKKAEUSVGX-GNUWMSSISA-N	1376.972227			MMDBc0030692
BASm0018060	CL(16:0/18:1(9Z)/14:0/14:0)	CL(16:0/18:1(9Z)/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/14:0/14:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h31-32,65-67,72H,5-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b32-31-/t65-,66-,67-/m1/s1	WPSHACCJQCVSPX-BONREKRLSA-N	1322.925277			MMDBc0030693
BASm0018061	CL(16:0/19:0cycv8c/16:0/17:0cycw7c)	CL(16:0/19:0cycv8c/16:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/19:0cycv8c/16:0/17:0cycw7c) contains two chains of hexadecanoic acid at the C1 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-19-21-23-25-27-29-33-39-47-55-74(79)87-63-72(93-76(81)57-49-41-35-31-32-37-45-53-69-59-67(69)51-43-15-11-7-3)65-91-95(83,84)89-61-71(78)62-90-96(85,86)92-66-73(64-88-75(80)56-48-40-34-30-28-26-24-22-20-18-14-10-6-2)94-77(82)58-50-42-36-38-46-54-70-60-68(70)52-44-16-12-8-4/h67-73,78H,5-66H2,1-4H3,(H,83,84)(H,85,86)/t67?,68?,69?,70?,71-,72+,73+/m0/s1	POHMKWPJTQDRKO-YKSKUARTSA-N	1405.003527			MMDBc0030694
BASm0018062	CL(16:0/19:0cycv8c/16:0/14:0)	CL(16:0/19:0cycv8c/16:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/19:0cycv8c/16:0/14:0) contains two chains of hexadecanoic acid at the C1 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C74H142O17P2	InChI=1S/C74H142O17P2/c1-5-9-13-17-20-23-26-28-31-33-38-43-49-55-71(76)84-62-69(90-73(78)57-51-45-40-35-30-25-22-19-15-11-7-3)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(63-85-72(77)56-50-44-39-34-32-29-27-24-21-18-14-10-6-2)91-74(79)58-52-46-41-36-37-42-48-54-67-59-66(67)53-47-16-12-8-4/h66-70,75H,5-65H2,1-4H3,(H,80,81)(H,82,83)/t66?,67?,68-,69-,70-/m1/s1	CLKNWQGUMLHQRY-NDUGWDHISA-N	1364.972227			MMDBc0030695
BASm0018063	CL(16:0/19:0cycv8c/16:1(9Z)/16:1(9Z))	CL(16:0/19:0cycv8c/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/19:0cycv8c/16:1(9Z)/16:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-20-23-26-29-32-35-40-45-51-57-73(78)86-64-71(92-75(80)59-53-47-42-37-34-31-28-25-22-19-15-11-7-3)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(65-87-74(79)58-52-46-41-36-33-30-27-24-21-18-14-10-6-2)93-76(81)60-54-48-43-38-39-44-50-56-69-61-68(69)55-49-16-12-8-4/h23,25-26,28,68-72,77H,5-22,24,27,29-67H2,1-4H3,(H,82,83)(H,84,85)/b26-23-,28-25-/t68?,69?,70-,71-,72-/m1/s1	NRPNEUFCJKQTMI-FENINQTISA-N	1388.972227			MMDBc0030696
BASm0018064	CL(16:0/19:0cycv8c/16:1(9Z)/19:0cycv8c)	CL(16:0/19:0cycv8c/16:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/19:0cycv8c/16:1(9Z)/19:0cycv8c) contains one chain of hexadecanoic acid at the C1 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C4 positions, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-19-21-23-25-27-29-35-41-49-57-76(81)89-65-74(95-78(83)59-51-43-37-31-33-39-47-55-71-61-69(71)53-45-15-11-7-3)67-93-97(85,86)91-63-73(80)64-92-98(87,88)94-68-75(66-90-77(82)58-50-42-36-30-28-26-24-22-20-18-14-10-6-2)96-79(84)60-52-44-38-32-34-40-48-56-72-62-70(72)54-46-16-12-8-4/h21,23,69-75,80H,5-20,22,24-68H2,1-4H3,(H,85,86)(H,87,88)/b23-21-/t69?,70?,71?,72?,73-,74-,75-/m1/s1	VMTQPYYOEIWTCM-RIBNTYERSA-N	1431.019177			MMDBc0030697
BASm0018065	CL(16:0/19:0cycv8c/18:1(9Z)/18:1(9Z))	CL(16:0/19:0cycv8c/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/19:0cycv8c/18:1(9Z)/18:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-20-23-26-29-31-34-37-40-45-50-56-62-78(83)90-68-75(96-79(84)63-57-51-46-41-38-35-32-30-27-24-21-18-14-10-6-2)70-94-98(86,87)92-66-74(81)67-93-99(88,89)95-71-76(69-91-77(82)61-55-49-44-39-36-33-28-25-22-19-15-11-7-3)97-80(85)64-58-52-47-42-43-48-54-60-73-65-72(73)59-53-16-12-8-4/h29-32,72-76,81H,5-28,33-71H2,1-4H3,(H,86,87)(H,88,89)/b31-29-,32-30-/t72?,73?,74-,75-,76-/m1/s1	CLJPVFZLFWIYMX-IREQCQRISA-N	1445.034827			MMDBc0030698
BASm0018066	CL(16:0/19:0cycv8c/18:1(9Z)/19:0cycv8c)	CL(16:0/19:0cycv8c/18:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/19:0cycv8c/18:1(9Z)/19:0cycv8c) contains one chain of hexadecanoic acid at the C1 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C4 positions, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-19-21-23-25-26-28-30-32-38-44-52-60-79(84)92-68-77(98-81(86)62-54-46-40-34-36-42-50-58-74-64-72(74)56-48-16-12-8-4)70-96-100(89,90)94-66-75(82)65-93-99(87,88)95-69-76(67-91-78(83)59-51-43-37-31-29-27-24-22-20-18-14-10-6-2)97-80(85)61-53-45-39-33-35-41-49-57-73-63-71(73)55-47-15-11-7-3/h25-26,71-77,82H,5-24,27-70H2,1-4H3,(H,87,88)(H,89,90)/b26-25-/t71?,72?,73?,74?,75-,76+,77+/m0/s1	WJLLSPYHNJRVAY-SEDBCHABSA-N	1459.050477			MMDBc0030699
BASm0018067	CL(16:0/19:0cycv8c/19:0cycv8c/16:1(9Z))	CL(16:0/19:0cycv8c/19:0cycv8c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/19:0cycv8c/19:0cycv8c/16:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-19-21-23-25-27-29-35-41-49-57-76(81)89-65-75(96-79(84)60-52-44-38-32-34-40-48-56-72-62-70(72)54-46-16-12-8-4)68-94-98(87,88)92-64-73(80)63-91-97(85,86)93-67-74(95-78(83)59-51-43-36-30-28-26-24-22-20-18-14-10-6-2)66-90-77(82)58-50-42-37-31-33-39-47-55-71-61-69(71)53-45-15-11-7-3/h22,24,69-75,80H,5-21,23,25-68H2,1-4H3,(H,85,86)(H,87,88)/b24-22-/t69?,70?,71?,72?,73-,74-,75-/m1/s1	WKFXEPPJKHRAJE-PHCSAXCCSA-N	1431.019177			MMDBc0030700
BASm0018068	CL(16:0/19:0cycv8c/19:0cycv8c/18:1(9Z))	CL(16:0/19:0cycv8c/19:0cycv8c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/19:0cycv8c/19:0cycv8c/18:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-19-21-23-25-26-28-30-32-38-45-53-61-80(85)97-76(68-92-79(84)60-52-44-39-33-35-41-49-57-73-63-71(73)55-47-15-11-7-3)69-95-99(87,88)93-65-75(82)66-94-100(89,90)96-70-77(67-91-78(83)59-51-43-37-31-29-27-24-22-20-18-14-10-6-2)98-81(86)62-54-46-40-34-36-42-50-58-74-64-72(74)56-48-16-12-8-4/h25-26,71-77,82H,5-24,27-70H2,1-4H3,(H,87,88)(H,89,90)/b26-25-/t71?,72?,73?,74?,75-,76-,77-/m1/s1	QHHDZVYIJLFSIN-YXSMQJCISA-N	1459.050477			MMDBc0030701
BASm0018069	CL(16:0/19:0cycv8c/19:0cycv8c/17:0cycw7c)	CL(16:0/19:0cycv8c/19:0cycv8c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/19:0cycv8c/19:0cycv8c/17:0cycw7c) contains one chain of hexadecanoic acid at the C1 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-18-19-20-21-22-23-28-35-45-55-77(82)90-64-75(96-79(84)57-47-37-30-25-27-33-43-53-72-60-69(72)50-40-15-11-7-3)66-94-98(86,87)92-62-74(81)63-93-99(88,89)95-67-76(97-80(85)58-48-38-31-34-44-54-73-61-70(73)51-41-16-12-8-4)65-91-78(83)56-46-36-29-24-26-32-42-52-71-59-68(71)49-39-14-10-6-2/h68-76,81H,5-67H2,1-4H3,(H,86,87)(H,88,89)/t68?,69?,70?,71?,72?,73?,74-,75+,76+/m0/s1	XQYTZQWUWXPTOY-KLMDMNHKSA-N	1445.034827			MMDBc0030702
BASm0018070	CL(16:0/19:0cycv8c/19:0cycv8c/14:0)	CL(16:0/19:0cycv8c/19:0cycv8c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/19:0cycv8c/19:0cycv8c/14:0) contains one chain of hexadecanoic acid at the C1 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-19-21-23-24-26-27-33-39-47-55-74(79)87-63-73(94-77(82)58-50-42-36-30-32-38-46-54-70-60-68(70)52-44-16-12-8-4)66-92-96(85,86)90-62-71(78)61-89-95(83,84)91-65-72(93-76(81)57-49-41-34-28-25-22-20-18-14-10-6-2)64-88-75(80)56-48-40-35-29-31-37-45-53-69-59-67(69)51-43-15-11-7-3/h67-73,78H,5-66H2,1-4H3,(H,83,84)(H,85,86)/t67?,68?,69?,70?,71-,72-,73-/m1/s1	GZWFXTLBNVMEFL-NEXTYWCXSA-N	1405.003527			MMDBc0030703
BASm0018071	CL(16:0/19:0cycv8c/17:0cycw7c/16:0)	CL(16:0/19:0cycv8c/17:0cycw7c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/19:0cycv8c/17:0cycw7c/16:0) contains two chains of hexadecanoic acid at the C1 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-19-21-23-25-27-29-33-39-47-55-74(79)87-63-72(94-77(82)58-50-41-35-31-32-37-45-53-69-59-67(69)51-43-15-11-7-3)65-91-95(83,84)89-61-71(78)62-90-96(85,86)92-66-73(93-76(81)57-49-40-34-30-28-26-24-22-20-18-14-10-6-2)64-88-75(80)56-48-42-36-38-46-54-70-60-68(70)52-44-16-12-8-4/h67-73,78H,5-66H2,1-4H3,(H,83,84)(H,85,86)/t67?,68?,69?,70?,71-,72+,73+/m0/s1	CLFTZVJBTXVLDI-YKSKUARTSA-N	1405.003527			MMDBc0030704
BASm0018072	CL(16:0/19:0cycv8c/17:0cycw7c/19:0cycv8c)	CL(16:0/19:0cycv8c/17:0cycw7c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/19:0cycv8c/17:0cycw7c/19:0cycv8c) contains one chain of hexadecanoic acid at the C1 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-18-19-20-21-22-23-28-35-45-55-77(82)90-64-75(96-79(84)57-47-36-29-24-26-32-42-52-71-59-68(71)49-39-14-10-6-2)66-94-98(86,87)92-62-74(81)63-93-99(88,89)95-67-76(65-91-78(83)56-46-38-31-34-44-54-73-61-70(73)51-41-16-12-8-4)97-80(85)58-48-37-30-25-27-33-43-53-72-60-69(72)50-40-15-11-7-3/h68-76,81H,5-67H2,1-4H3,(H,86,87)(H,88,89)/t68?,69?,70?,71?,72?,73?,74-,75+,76+/m0/s1	TUNUWGXNRKKGEL-KLMDMNHKSA-N	1445.034827			MMDBc0030705
BASm0018073	CL(16:0/19:0cycv8c/17:0cycw7c/17:0cycw7c)	CL(16:0/19:0cycv8c/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/19:0cycv8c/17:0cycw7c/17:0cycw7c) contains one chain of hexadecanoic acid at the C1 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-18-19-20-21-22-23-26-33-43-53-75(80)88-62-73(94-77(82)55-45-34-27-24-25-30-40-50-69-57-66(69)47-37-14-10-6-2)64-92-96(84,85)90-60-72(79)61-91-97(86,87)93-65-74(95-78(83)56-46-36-29-32-42-52-71-59-68(71)49-39-16-12-8-4)63-89-76(81)54-44-35-28-31-41-51-70-58-67(70)48-38-15-11-7-3/h66-74,79H,5-65H2,1-4H3,(H,84,85)(H,86,87)/t66?,67?,68?,69?,70?,71?,72-,73+,74+/m0/s1	NUVPZNLOWYVCET-DMCYLWLZSA-N	1417.003527			MMDBc0030706
BASm0018074	CL(16:0/19:0cycv8c/14:0/16:0)	CL(16:0/19:0cycv8c/14:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/19:0cycv8c/14:0/16:0) contains two chains of hexadecanoic acid at the C1 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C74H142O17P2	InChI=1S/C74H142O17P2/c1-5-9-13-17-20-23-26-28-31-34-39-44-50-56-72(77)85-63-70(91-74(79)58-52-46-41-36-37-42-48-54-67-59-66(67)53-47-16-12-8-4)65-89-93(82,83)87-61-68(75)60-86-92(80,81)88-64-69(62-84-71(76)55-49-43-38-33-30-25-22-19-15-11-7-3)90-73(78)57-51-45-40-35-32-29-27-24-21-18-14-10-6-2/h66-70,75H,5-65H2,1-4H3,(H,80,81)(H,82,83)/t66?,67?,68-,69-,70-/m1/s1	DUGMSLRJJIKVHZ-NDUGWDHISA-N	1364.972227			MMDBc0030707
BASm0018075	CL(16:0/19:0cycv8c/14:0/19:0cycv8c)	CL(16:0/19:0cycv8c/14:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/19:0cycv8c/14:0/19:0cycv8c) contains one chain of hexadecanoic acid at the C1 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-19-21-23-24-26-28-34-40-48-56-75(80)88-64-73(94-77(82)58-50-42-36-30-32-38-46-54-70-60-68(70)52-44-16-12-8-4)66-92-96(85,86)90-62-71(78)61-89-95(83,84)91-65-72(63-87-74(79)55-47-39-33-27-25-22-20-18-14-10-6-2)93-76(81)57-49-41-35-29-31-37-45-53-69-59-67(69)51-43-15-11-7-3/h67-73,78H,5-66H2,1-4H3,(H,83,84)(H,85,86)/t67?,68?,69?,70?,71-,72-,73-/m1/s1	DKVJOHYJGXYSRK-NEXTYWCXSA-N	1405.003527			MMDBc0030708
BASm0018076	CL(16:0/19:0cycv8c/14:0/14:0)	CL(16:0/19:0cycv8c/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/19:0cycv8c/14:0/14:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C72H138O17P2	InChI=1S/C72H138O17P2/c1-5-9-13-17-20-23-26-27-30-32-37-42-48-54-70(75)83-61-68(89-72(77)56-50-44-39-34-35-40-46-52-65-57-64(65)51-45-16-12-8-4)63-87-91(80,81)85-59-66(73)58-84-90(78,79)86-62-67(88-71(76)55-49-43-38-33-29-25-22-19-15-11-7-3)60-82-69(74)53-47-41-36-31-28-24-21-18-14-10-6-2/h64-68,73H,5-63H2,1-4H3,(H,78,79)(H,80,81)/t64?,65?,66-,67-,68-/m1/s1	FMNBNSGHBNQYOA-IZFXDSFASA-N	1336.940927			MMDBc0030709
BASm0018077	CL(16:0/17:0cycw7c/16:0/17:0cycw7c)	CL(16:0/17:0cycw7c/16:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/17:0cycw7c/16:0/17:0cycw7c) contains two chains of hexadecanoic acid at the C1 and C3 positions, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-19-21-23-25-27-29-31-37-45-53-72(77)85-61-70(91-74(79)55-47-39-33-35-43-51-67-57-65(67)49-41-15-11-7-3)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(62-86-73(78)54-46-38-32-30-28-26-24-22-20-18-14-10-6-2)92-75(80)56-48-40-34-36-44-52-68-58-66(68)50-42-16-12-8-4/h65-71,76H,5-64H2,1-4H3,(H,81,82)(H,83,84)/t65?,66?,67?,68?,69?,70-,71-/m1/s1	JXLAWMNOGOIEDA-MCVMKDRLSA-N	1376.972227			MMDBc0030710
BASm0018078	CL(16:0/17:0cycw7c/16:0/14:0)	CL(16:0/17:0cycw7c/16:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/17:0cycw7c/16:0/14:0) contains two chains of hexadecanoic acid at the C1 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C72H138O17P2	InChI=1S/C72H138O17P2/c1-5-9-13-17-20-23-26-28-31-33-36-41-47-53-69(74)82-60-67(88-71(76)55-49-43-38-35-30-25-22-19-15-11-7-3)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(61-83-70(75)54-48-42-37-34-32-29-27-24-21-18-14-10-6-2)89-72(77)56-50-44-39-40-46-52-65-57-64(65)51-45-16-12-8-4/h64-68,73H,5-63H2,1-4H3,(H,78,79)(H,80,81)/t64?,65?,66-,67-,68-/m1/s1	HGLFYRYVKKZEBK-IZFXDSFASA-N	1336.940927			MMDBc0030711
BASm0018079	CL(16:0/17:0cycw7c/16:1(9Z)/16:1(9Z))	CL(16:0/17:0cycw7c/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/17:0cycw7c/16:1(9Z)/16:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C2 position, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-17-20-23-26-29-32-35-38-43-49-55-71(76)84-62-69(90-73(78)57-51-45-40-37-34-31-28-25-22-19-15-11-7-3)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(63-85-72(77)56-50-44-39-36-33-30-27-24-21-18-14-10-6-2)91-74(79)58-52-46-41-42-48-54-67-59-66(67)53-47-16-12-8-4/h23,25-26,28,66-70,75H,5-22,24,27,29-65H2,1-4H3,(H,80,81)(H,82,83)/b26-23-,28-25-/t66?,67?,68-,69-,70-/m1/s1	SISMPPBYWWTMSJ-XCRZRJPTSA-N	1360.940927			MMDBc0030712
BASm0018080	CL(16:0/17:0cycw7c/16:1(9Z)/17:0cycw7c)	CL(16:0/17:0cycw7c/16:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/17:0cycw7c/16:1(9Z)/17:0cycw7c) contains one chain of hexadecanoic acid at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C4 positions, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-19-21-23-25-27-29-31-37-45-53-72(77)85-61-70(91-74(79)55-47-39-33-35-43-51-67-57-65(67)49-41-15-11-7-3)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(62-86-73(78)54-46-38-32-30-28-26-24-22-20-18-14-10-6-2)92-75(80)56-48-40-34-36-44-52-68-58-66(68)50-42-16-12-8-4/h21,23,65-71,76H,5-20,22,24-64H2,1-4H3,(H,81,82)(H,83,84)/b23-21-/t65?,66?,67?,68?,69-,70-,71-/m1/s1	LMCINKHTOJGYRW-OWKKEOSWSA-N	1374.956577			MMDBc0030713
BASm0018081	CL(16:0/17:0cycw7c/18:1(9Z)/18:1(9Z))	CL(16:0/17:0cycw7c/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/17:0cycw7c/18:1(9Z)/18:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-20-23-26-29-31-34-37-40-43-48-54-60-75(80)88-66-73(94-77(82)61-55-49-44-41-38-35-32-30-27-24-21-18-14-10-6-2)68-92-96(84,85)90-64-72(79)65-91-97(86,87)93-69-74(67-89-76(81)59-53-47-42-39-36-33-28-25-22-19-15-11-7-3)95-78(83)62-56-50-45-46-52-58-71-63-70(71)57-51-16-12-8-4/h29-32,70-74,79H,5-28,33-69H2,1-4H3,(H,84,85)(H,86,87)/b31-29-,32-30-/t70?,71?,72-,73-,74-/m1/s1	HMNFTPNEPVSGLF-WHAAVESOSA-N	1417.003527			MMDBc0030714
BASm0018082	CL(16:0/17:0cycw7c/18:1(9Z)/17:0cycw7c)	CL(16:0/17:0cycw7c/18:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/17:0cycw7c/18:1(9Z)/17:0cycw7c) contains one chain of hexadecanoic acid at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C4 positions, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-19-21-23-25-26-28-30-32-34-40-48-56-75(80)88-64-73(94-77(82)58-50-42-36-38-46-54-70-60-68(70)52-44-16-12-8-4)66-92-96(85,86)90-62-71(78)61-89-95(83,84)91-65-72(63-87-74(79)55-47-39-33-31-29-27-24-22-20-18-14-10-6-2)93-76(81)57-49-41-35-37-45-53-69-59-67(69)51-43-15-11-7-3/h25-26,67-73,78H,5-24,27-66H2,1-4H3,(H,83,84)(H,85,86)/b26-25-/t67?,68?,69?,70?,71-,72+,73+/m0/s1	KAEPICXTYVLUCJ-LDEMJFSTSA-N	1402.987877			MMDBc0030715
BASm0018083	CL(16:0/17:0cycw7c/19:0cycv8c/19:0cycv8c)	CL(16:0/17:0cycw7c/19:0cycv8c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/17:0cycw7c/19:0cycv8c/19:0cycv8c) contains one chain of hexadecanoic acid at the C1 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C2 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-18-19-20-21-22-23-28-35-45-55-77(82)90-65-76(97-80(85)58-48-38-31-34-44-54-73-61-70(73)51-41-16-12-8-4)67-95-99(88,89)93-63-74(81)62-92-98(86,87)94-66-75(96-79(84)57-47-37-30-25-27-33-43-53-72-60-69(72)50-40-15-11-7-3)64-91-78(83)56-46-36-29-24-26-32-42-52-71-59-68(71)49-39-14-10-6-2/h68-76,81H,5-67H2,1-4H3,(H,86,87)(H,88,89)/t68?,69?,70?,71?,72?,73?,74-,75-,76-/m1/s1	ZOTRKSYAMKQHCY-IXAFQLSOSA-N	1445.034827			MMDBc0030716
BASm0018084	CL(16:0/17:0cycw7c/19:0cycv8c/17:0cycw7c)	CL(16:0/17:0cycw7c/19:0cycv8c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/17:0cycw7c/19:0cycv8c/17:0cycw7c) contains one chain of hexadecanoic acid at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-18-19-20-21-22-23-26-33-43-53-75(80)88-62-73(94-77(82)55-45-35-28-31-41-51-70-58-67(70)48-38-15-11-7-3)64-92-96(84,85)90-60-72(79)61-91-97(86,87)93-65-74(95-78(83)56-46-36-29-32-42-52-71-59-68(71)49-39-16-12-8-4)63-89-76(81)54-44-34-27-24-25-30-40-50-69-57-66(69)47-37-14-10-6-2/h66-74,79H,5-65H2,1-4H3,(H,84,85)(H,86,87)/t66?,67?,68?,69?,70?,71?,72-,73+,74+/m0/s1	PSJPXFFYTYITDS-DMCYLWLZSA-N	1417.003527			MMDBc0030717
BASm0018085	CL(16:0/17:0cycw7c/17:0cycw7c/16:1(9Z))	CL(16:0/17:0cycw7c/17:0cycw7c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/17:0cycw7c/17:0cycw7c/16:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-19-21-23-25-27-29-31-37-45-53-72(77)85-61-71(92-75(80)56-48-40-34-36-44-52-68-58-66(68)50-42-16-12-8-4)64-90-94(83,84)88-60-69(76)59-87-93(81,82)89-63-70(91-74(79)55-47-38-32-30-28-26-24-22-20-18-14-10-6-2)62-86-73(78)54-46-39-33-35-43-51-67-57-65(67)49-41-15-11-7-3/h22,24,65-71,76H,5-21,23,25-64H2,1-4H3,(H,81,82)(H,83,84)/b24-22-/t65?,66?,67?,68?,69-,70-,71-/m1/s1	YGXOCVHIWGSBRI-GYYVFYJASA-N	1374.956577			MMDBc0030718
BASm0018086	CL(16:0/17:0cycw7c/17:0cycw7c/18:1(9Z))	CL(16:0/17:0cycw7c/17:0cycw7c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/17:0cycw7c/17:0cycw7c/18:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-19-21-23-25-26-28-30-32-34-40-49-57-76(81)93-72(64-88-75(80)56-48-41-35-37-45-53-69-59-67(69)51-43-15-11-7-3)65-91-95(83,84)89-61-71(78)62-90-96(85,86)92-66-73(63-87-74(79)55-47-39-33-31-29-27-24-22-20-18-14-10-6-2)94-77(82)58-50-42-36-38-46-54-70-60-68(70)52-44-16-12-8-4/h25-26,67-73,78H,5-24,27-66H2,1-4H3,(H,83,84)(H,85,86)/b26-25-/t67?,68?,69?,70?,71-,72-,73-/m1/s1	HHAUSZKWIQSXOT-XVIIOHCZSA-N	1402.987877			MMDBc0030719
BASm0018087	CL(16:0/17:0cycw7c/17:0cycw7c/19:0cycv8c)	CL(16:0/17:0cycw7c/17:0cycw7c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/17:0cycw7c/17:0cycw7c/19:0cycv8c) contains one chain of hexadecanoic acid at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-18-19-20-21-22-23-26-33-43-53-75(80)88-62-74(95-78(83)56-46-36-29-32-42-52-71-59-68(71)49-39-16-12-8-4)65-93-97(86,87)91-61-72(79)60-90-96(84,85)92-64-73(63-89-76(81)54-44-35-28-31-41-51-70-58-67(70)48-38-15-11-7-3)94-77(82)55-45-34-27-24-25-30-40-50-69-57-66(69)47-37-14-10-6-2/h66-74,79H,5-65H2,1-4H3,(H,84,85)(H,86,87)/t66?,67?,68?,69?,70?,71?,72-,73-,74-/m1/s1	GWCPOSCPNCJBSA-SKUPSXBVSA-N	1417.003527			MMDBc0030720
BASm0018088	CL(16:0/17:0cycw7c/17:0cycw7c/17:0cycw7c)	CL(16:0/17:0cycw7c/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/17:0cycw7c/17:0cycw7c/17:0cycw7c) contains one chain of hexadecanoic acid at the C1 position, three chains of (heptadec-9-10-cyclo-anoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-18-19-20-21-22-23-24-31-41-51-73(78)86-60-71(92-75(80)53-43-33-26-29-39-49-68-56-65(68)46-36-15-11-7-3)62-90-94(82,83)88-58-70(77)59-89-95(84,85)91-63-72(93-76(81)54-44-34-27-30-40-50-69-57-66(69)47-37-16-12-8-4)61-87-74(79)52-42-32-25-28-38-48-67-55-64(67)45-35-14-10-6-2/h64-72,77H,5-63H2,1-4H3,(H,82,83)(H,84,85)/t64?,65?,66?,67?,68?,69?,70-,71+,72+/m0/s1	HFYYKDDZFLKYSZ-IYSNIGHXSA-N	1388.972227			MMDBc0030721
BASm0018089	CL(16:0/17:0cycw7c/17:0cycw7c/14:0)	CL(16:0/17:0cycw7c/17:0cycw7c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/17:0cycw7c/17:0cycw7c/14:0) contains one chain of hexadecanoic acid at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-19-21-23-24-26-27-29-35-43-51-70(75)83-59-69(90-73(78)54-46-38-32-34-42-50-66-56-64(66)48-40-16-12-8-4)62-88-92(81,82)86-58-67(74)57-85-91(79,80)87-61-68(89-72(77)53-45-36-30-28-25-22-20-18-14-10-6-2)60-84-71(76)52-44-37-31-33-41-49-65-55-63(65)47-39-15-11-7-3/h63-69,74H,5-62H2,1-4H3,(H,79,80)(H,81,82)/t63?,64?,65?,66?,67-,68-,69-/m1/s1	UYSVNPCIYNTEFI-CJHRGUIVSA-N	1348.940927			MMDBc0030722
BASm0018090	CL(16:0/17:0cycw7c/14:0/16:0)	CL(16:0/17:0cycw7c/14:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/17:0cycw7c/14:0/16:0) contains two chains of hexadecanoic acid at the C1 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C72H138O17P2	InChI=1S/C72H138O17P2/c1-5-9-13-17-20-23-26-28-31-34-37-42-48-54-70(75)83-61-68(89-72(77)56-50-44-39-40-46-52-65-57-64(65)51-45-16-12-8-4)63-87-91(80,81)85-59-66(73)58-84-90(78,79)86-62-67(60-82-69(74)53-47-41-36-33-30-25-22-19-15-11-7-3)88-71(76)55-49-43-38-35-32-29-27-24-21-18-14-10-6-2/h64-68,73H,5-63H2,1-4H3,(H,78,79)(H,80,81)/t64?,65?,66-,67-,68-/m1/s1	BFCIIDAKTBIJPY-IZFXDSFASA-N	1336.940927			MMDBc0030723
BASm0018091	CL(16:0/17:0cycw7c/14:0/17:0cycw7c)	CL(16:0/17:0cycw7c/14:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/17:0cycw7c/14:0/17:0cycw7c) contains one chain of hexadecanoic acid at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-19-21-23-24-26-28-30-36-44-52-71(76)84-60-69(90-73(78)54-46-38-32-34-42-50-66-56-64(66)48-40-16-12-8-4)62-88-92(81,82)86-58-67(74)57-85-91(79,80)87-61-68(59-83-70(75)51-43-35-29-27-25-22-20-18-14-10-6-2)89-72(77)53-45-37-31-33-41-49-65-55-63(65)47-39-15-11-7-3/h63-69,74H,5-62H2,1-4H3,(H,79,80)(H,81,82)/t63?,64?,65?,66?,67-,68-,69-/m1/s1	RZQRXLRTYAXPOP-CJHRGUIVSA-N	1348.940927			MMDBc0030724
BASm0018092	CL(16:0/14:0/16:0/14:0)	CL(16:0/14:0/16:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/14:0/16:0/14:0) contains two chains of hexadecanoic acid at the C1 and C3 positions, two chains of tetradecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-25-29-31-35-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-34-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-36-32-30-26-22-18-14-10-6-2/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t64-,65-/m1/s1	UFLDMQPZLYVSTB-WXQUPVAFSA-N	1296.909627			MMDBc0030725
BASm0018093	CL(16:0/14:0/16:1(9Z)/16:1(9Z))	CL(16:0/14:0/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/14:0/16:1(9Z)/16:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-36-39-43-47-51-55-68(73)81-61-66(87-70(75)57-53-49-45-41-35-28-24-20-16-12-8-4)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2/h26-27,30-31,65-67,72H,5-25,28-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b30-26-,31-27-/t65-,66+,67+/m0/s1	UIBKPQWWXXJVKF-SJYVLFGCSA-N	1320.909627			MMDBc0030726
BASm0018094	CL(16:0/14:0/16:1(9Z)/14:0)	CL(16:0/14:0/16:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/14:0/16:1(9Z)/14:0) contains one chain of hexadecanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C4 positions, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-29-31-35-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-34-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-36-32-30-26-22-18-14-10-6-2/h25,29,63-65,70H,5-24,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b29-25-/t63-,64-,65-/m1/s1	AHXRFIVQCPNSKT-LTLUGHIJSA-N	1294.893977			MMDBc0030727
BASm0018095	CL(16:0/14:0/18:1(9Z)/18:1(9Z))	CL(16:0/14:0/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/14:0/18:1(9Z)/18:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-34-37-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-39-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-40-36-31-27-23-19-15-11-7-3/h32-35,69-71,76H,5-31,36-68H2,1-4H3,(H,81,82)(H,83,84)/b34-32-,35-33-/t69-,70+,71+/m0/s1	KHMPDAYBCUKDOA-WPKOQJSGSA-N	1376.972227			MMDBc0030728
BASm0018096	CL(16:0/14:0/18:1(9Z)/14:0)	CL(16:0/14:0/18:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/14:0/18:1(9Z)/14:0) contains one chain of hexadecanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C4 positions, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-36-28-24-20-16-12-8-4)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-35-27-23-19-15-11-7-3)61-81-68(73)55-51-47-43-39-37-33-30-26-22-18-14-10-6-2/h31-32,65-67,72H,5-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b32-31-/t65-,66+,67+/m0/s1	AHVOHLGHSDKTEY-CGHWDZBTSA-N	1322.925277			MMDBc0030729
BASm0018097	CL(16:0/14:0/19:0cycv8c/19:0cycv8c)	CL(16:0/14:0/19:0cycv8c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/14:0/19:0cycv8c/19:0cycv8c) contains one chain of hexadecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-19-21-23-24-26-27-33-39-47-55-74(79)87-63-72(93-76(81)57-49-41-34-28-25-22-20-18-14-10-6-2)65-91-95(83,84)89-61-71(78)62-90-96(85,86)92-66-73(94-77(82)58-50-42-36-30-32-38-46-54-70-60-68(70)52-44-16-12-8-4)64-88-75(80)56-48-40-35-29-31-37-45-53-69-59-67(69)51-43-15-11-7-3/h67-73,78H,5-66H2,1-4H3,(H,83,84)(H,85,86)/t67?,68?,69?,70?,71-,72+,73+/m0/s1	BPTXTHOXCZJLRG-YKSKUARTSA-N	1405.003527			MMDBc0030730
BASm0018098	CL(16:0/14:0/19:0cycv8c/14:0)	CL(16:0/14:0/19:0cycv8c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/14:0/19:0cycv8c/14:0) contains one chain of hexadecanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC	C72H138O17P2	InChI=1S/C72H138O17P2/c1-5-9-13-17-20-23-26-27-30-31-36-41-47-53-69(74)82-60-67(88-71(76)55-49-43-37-32-28-24-21-18-14-10-6-2)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-72(77)56-50-44-38-33-29-25-22-19-15-11-7-3)61-83-70(75)54-48-42-39-34-35-40-46-52-65-57-64(65)51-45-16-12-8-4/h64-68,73H,5-63H2,1-4H3,(H,78,79)(H,80,81)/t64?,65?,66-,67+,68+/m0/s1	LZZJGRKQSYEMGJ-VYKAVAACSA-N	1336.940927			MMDBc0030731
BASm0018099	CL(16:0/14:0/17:0cycw7c/17:0cycw7c)	CL(16:0/14:0/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/14:0/17:0cycw7c/17:0cycw7c) contains one chain of hexadecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-19-21-23-24-26-27-29-35-43-51-70(75)83-59-68(89-72(77)53-45-36-30-28-25-22-20-18-14-10-6-2)61-87-91(79,80)85-57-67(74)58-86-92(81,82)88-62-69(90-73(78)54-46-38-32-34-42-50-66-56-64(66)48-40-16-12-8-4)60-84-71(76)52-44-37-31-33-41-49-65-55-63(65)47-39-15-11-7-3/h63-69,74H,5-62H2,1-4H3,(H,79,80)(H,81,82)/t63?,64?,65?,66?,67-,68+,69+/m0/s1	XBYNTOJAWRZRDY-JFBSXBRKSA-N	1348.940927			MMDBc0030732
BASm0018100	CL(16:0/14:0/14:0/16:0)	CL(16:0/14:0/14:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/14:0/14:0/16:0) contains two chains of hexadecanoic acid at the C1 and C4 positions, two chains of tetradecanoic acid at the C2 and C3 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t63-,64+,65+/m0/s1	SGNDPTCHRDTCNF-MGSXVFSVSA-N	1296.909627			MMDBc0030733
BASm0018101	CL(16:0/14:0/14:0/16:1(9Z))	CL(16:0/14:0/14:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/14:0/14:0/16:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h26,30,63-65,70H,5-25,27-29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b30-26-/t63-,64+,65+/m0/s1	JAKCLYQTKTZCKZ-ICUMEQHESA-N	1294.893977			MMDBc0030734
BASm0018102	CL(16:0/14:0/14:0/18:1(9Z))	CL(16:0/14:0/14:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/14:0/14:0/18:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2/h31-32,65-67,72H,5-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b32-31-/t65-,66+,67+/m0/s1	AAOVJOVWWUVWNQ-CGHWDZBTSA-N	1322.925277			MMDBc0030735
BASm0018103	CL(16:0/14:0/14:0/19:0cycv8c)	CL(16:0/14:0/14:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/14:0/14:0/19:0cycv8c) contains one chain of hexadecanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C72H138O17P2	InChI=1S/C72H138O17P2/c1-5-9-13-17-20-23-26-27-30-32-37-42-48-54-70(75)82-60-67(88-71(76)55-49-43-38-33-29-25-22-19-15-11-7-3)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(61-83-69(74)53-47-41-36-31-28-24-21-18-14-10-6-2)89-72(77)56-50-44-39-34-35-40-46-52-65-57-64(65)51-45-16-12-8-4/h64-68,73H,5-63H2,1-4H3,(H,78,79)(H,80,81)/t64?,65?,66-,67+,68+/m0/s1	UYEZENWQUNLGOH-VYKAVAACSA-N	1336.940927			MMDBc0030736
BASm0018104	CL(16:1(9Z)/15:0cyclo/15:0cyclo/18:1(9Z))	CL(16:1(9Z)/15:0cyclo/15:0cyclo/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/15:0cyclo/15:0cyclo/18:1(9Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-15-17-19-21-23-24-26-28-30-32-38-45-53-72(77)89-68(60-84-71(76)52-44-39-33-35-41-49-65-55-63(65)47-11-7-3)61-87-91(79,80)85-57-67(74)58-86-92(81,82)88-62-69(90-73(78)54-46-40-34-36-42-50-66-56-64(66)48-12-8-4)59-83-70(75)51-43-37-31-29-27-25-22-20-18-16-14-10-6-2/h20,22-24,63-69,74H,5-19,21,25-62H2,1-4H3,(H,79,80)(H,81,82)/b22-20-,24-23-/t63?,64?,65?,66?,67-,68-,69-/m1/s1	CPMCKAIWCPOVSG-SHJQSWRLSA-N	1344.909627			MMDBc0030737
BASm0018105	CL(16:1(9Z)/15:0cyclo/15:0cyclo/19:0cycv8c)	CL(16:1(9Z)/15:0cyclo/15:0cyclo/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/15:0cyclo/15:0cyclo/19:0cycv8c) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C74H136O17P2	InChI=1S/C74H136O17P2/c1-5-9-13-15-16-17-18-19-20-21-24-31-39-49-71(76)84-58-70(91-74(79)52-42-34-27-30-38-47-65-54-63(65)44-12-8-4)61-89-93(82,83)87-57-68(75)56-86-92(80,81)88-60-69(59-85-72(77)50-40-33-26-29-37-46-64-53-62(64)43-11-7-3)90-73(78)51-41-32-25-22-23-28-36-48-67-55-66(67)45-35-14-10-6-2/h17-18,62-70,75H,5-16,19-61H2,1-4H3,(H,80,81)(H,82,83)/b18-17-/t62?,63?,64?,65?,66?,67?,68-,69-,70-/m1/s1	AUJAIMKLAQZZBP-MNILBSILSA-N	1358.925277			MMDBc0030738
BASm0018106	CL(16:1(9Z)/15:0cyclo/15:0cyclo/17:0cycw7c)	CL(16:1(9Z)/15:0cyclo/15:0cyclo/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/15:0cyclo/15:0cyclo/17:0cycw7c) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C72H132O17P2	InChI=1S/C72H132O17P2/c1-5-9-13-15-16-17-18-19-20-21-22-29-37-47-69(74)82-56-67(88-71(76)49-39-31-24-27-35-45-63-52-61(63)42-12-8-4)58-86-90(78,79)84-54-66(73)55-85-91(80,81)87-59-68(57-83-70(75)48-38-30-23-26-34-44-62-51-60(62)41-11-7-3)89-72(77)50-40-32-25-28-36-46-65-53-64(65)43-33-14-10-6-2/h17-18,60-68,73H,5-16,19-59H2,1-4H3,(H,78,79)(H,80,81)/b18-17-/t60?,61?,62?,63?,64?,65?,66-,67+,68+/m0/s1	XVVLSGWVGBXSLN-IPOYMOHNSA-N	1330.893977			MMDBc0030739
BASm0018107	CL(16:1(9Z)/15:0cyclo/15:0cyclo/14:0)	CL(16:1(9Z)/15:0cyclo/15:0cyclo/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/15:0cyclo/15:0cyclo/14:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-15-17-19-21-22-24-25-27-33-39-47-66(71)79-55-65(86-69(74)50-42-36-30-32-38-46-62-52-60(62)44-12-8-4)58-84-88(77,78)82-54-63(70)53-81-87(75,76)83-57-64(85-68(73)49-41-34-28-26-23-20-18-16-14-10-6-2)56-80-67(72)48-40-35-29-31-37-45-61-51-59(61)43-11-7-3/h19,21,59-65,70H,5-18,20,22-58H2,1-4H3,(H,75,76)(H,77,78)/b21-19-/t59?,60?,61?,62?,63-,64-,65-/m1/s1	GNYSAYXEXBKVHJ-NEMKBOFZSA-N	1290.862677			MMDBc0030740
BASm0018108	CL(16:1(9Z)/15:0cyclo/16:0/16:1(9Z))	CL(16:1(9Z)/15:0cyclo/16:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/15:0cyclo/16:0/16:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-16-19-22-25-28-31-34-37-42-47-53-69(74)82-60-67(88-71(76)55-49-44-39-36-33-30-27-24-21-18-15-11-7-3)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-72(77)56-50-45-40-41-46-52-65-57-64(65)51-12-8-4)61-83-70(75)54-48-43-38-35-32-29-26-23-20-17-14-10-6-2/h23-24,26-27,64-68,73H,5-22,25,28-63H2,1-4H3,(H,78,79)(H,80,81)/b26-23-,27-24-/t64?,65?,66-,67-,68-/m1/s1	XJWFFTICDPLZTC-NQJFBCBXSA-N	1332.909627			MMDBc0030741
BASm0018109	CL(16:1(9Z)/15:0cyclo/16:1(9Z)/16:1(9Z))	CL(16:1(9Z)/15:0cyclo/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/15:0cyclo/16:1(9Z)/16:1(9Z)) contains three chains of (9Z-hexadecenoyl) at the C1, C3 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C72H132O17P2	InChI=1S/C72H132O17P2/c1-5-9-13-16-19-22-25-28-31-34-37-42-47-53-69(74)82-60-67(88-71(76)55-49-44-39-36-33-30-27-24-21-18-15-11-7-3)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-72(77)56-50-45-40-41-46-52-65-57-64(65)51-12-8-4)61-83-70(75)54-48-43-38-35-32-29-26-23-20-17-14-10-6-2/h22-27,64-68,73H,5-21,28-63H2,1-4H3,(H,78,79)(H,80,81)/b25-22-,26-23-,27-24-/t64?,65?,66-,67-,68-/m1/s1	KMGAXGBFTJIWLE-NLZZRAFCSA-N	1330.893977			MMDBc0030742
BASm0018110	CL(16:1(9Z)/15:0cyclo/16:1(9Z)/18:1(9Z))	CL(16:1(9Z)/15:0cyclo/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/15:0cyclo/16:1(9Z)/18:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C74H136O17P2	InChI=1S/C74H136O17P2/c1-5-9-13-16-19-22-25-28-29-32-35-38-41-46-51-57-73(78)90-69(62-84-71(76)55-49-44-39-36-33-30-26-23-20-17-14-10-6-2)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(91-74(79)58-52-47-42-43-48-54-67-59-66(67)53-12-8-4)63-85-72(77)56-50-45-40-37-34-31-27-24-21-18-15-11-7-3/h23-24,26-29,66-70,75H,5-22,25,30-65H2,1-4H3,(H,80,81)(H,82,83)/b26-23-,27-24-,29-28-/t66?,67?,68-,69-,70-/m1/s1	VFCFVAXIJVOWEY-WRELDIJUSA-N	1358.925277			MMDBc0030743
BASm0018111	CL(16:1(9Z)/15:0cyclo/16:1(9Z)/19:0cycv8c)	CL(16:1(9Z)/15:0cyclo/16:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/15:0cyclo/16:1(9Z)/19:0cycv8c) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-16-18-20-22-24-26-28-32-38-45-53-72(77)85-61-70(91-74(79)55-47-40-34-30-31-36-43-52-68-58-67(68)50-42-15-11-7-3)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(92-75(80)56-48-41-35-37-44-51-66-57-65(66)49-12-8-4)62-86-73(78)54-46-39-33-29-27-25-23-21-19-17-14-10-6-2/h20-23,65-71,76H,5-19,24-64H2,1-4H3,(H,81,82)(H,83,84)/b22-20-,23-21-/t65?,66?,67?,68?,69-,70-,71-/m1/s1	YOICKYYRIMIXGF-DIRSQVBQSA-N	1372.940927			MMDBc0030744
BASm0018112	CL(16:1(9Z)/15:0cyclo/16:1(9Z)/17:0cycw7c)	CL(16:1(9Z)/15:0cyclo/16:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/15:0cyclo/16:1(9Z)/17:0cycw7c) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-16-18-20-22-24-26-28-30-36-43-51-70(75)83-59-68(89-72(77)53-45-38-32-34-41-49-64-55-63(64)47-12-8-4)61-87-91(79,80)85-57-67(74)58-86-92(81,82)88-62-69(60-84-71(76)52-44-37-31-29-27-25-23-21-19-17-14-10-6-2)90-73(78)54-46-39-33-35-42-50-66-56-65(66)48-40-15-11-7-3/h20-23,63-69,74H,5-19,24-62H2,1-4H3,(H,79,80)(H,81,82)/b22-20-,23-21-/t63?,64?,65?,66?,67-,68+,69+/m0/s1	QYRPMYUEUBCERP-XZDAHSFESA-N	1344.909627			MMDBc0030745
BASm0018113	CL(16:1(9Z)/15:0cyclo/16:1(9Z)/14:0)	CL(16:1(9Z)/15:0cyclo/16:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/15:0cyclo/16:1(9Z)/14:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C70H130O17P2	InChI=1S/C70H130O17P2/c1-5-9-13-16-19-22-25-27-30-32-35-40-45-51-67(72)80-58-65(86-69(74)53-47-42-37-34-29-24-21-18-15-11-7-3)60-84-88(76,77)82-56-64(71)57-83-89(78,79)85-61-66(87-70(75)54-48-43-38-39-44-50-63-55-62(63)49-12-8-4)59-81-68(73)52-46-41-36-33-31-28-26-23-20-17-14-10-6-2/h22-23,25-26,62-66,71H,5-21,24,27-61H2,1-4H3,(H,76,77)(H,78,79)/b25-22-,26-23-/t62?,63?,64-,65-,66-/m1/s1	QZWJKTMIPULSSS-QULYUSTKSA-N	1304.878327			MMDBc0030746
BASm0018114	CL(16:1(9Z)/15:0cyclo/18:1(9Z)/16:1(9Z))	CL(16:1(9Z)/15:0cyclo/18:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/15:0cyclo/18:1(9Z)/16:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C74H136O17P2	InChI=1S/C74H136O17P2/c1-5-9-13-16-19-22-25-28-29-32-34-37-40-45-50-56-71(76)84-62-69(90-73(78)57-51-46-41-38-35-31-27-24-21-18-15-11-7-3)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(91-74(79)58-52-47-42-43-48-54-67-59-66(67)53-12-8-4)63-85-72(77)55-49-44-39-36-33-30-26-23-20-17-14-10-6-2/h23-24,26-29,66-70,75H,5-22,25,30-65H2,1-4H3,(H,80,81)(H,82,83)/b26-23-,27-24-,29-28-/t66?,67?,68-,69-,70-/m1/s1	LHLXXIUYOXWTNQ-WRELDIJUSA-N	1358.925277			MMDBc0030747
BASm0018115	CL(16:1(9Z)/15:0cyclo/18:1(9Z)/18:1(9Z))	CL(16:1(9Z)/15:0cyclo/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/15:0cyclo/18:1(9Z)/18:1(9Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-16-19-22-25-28-30-33-36-39-42-47-52-58-73(78)86-64-71(92-75(80)59-53-48-43-40-37-34-31-29-26-23-20-17-14-10-6-2)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(93-76(81)60-54-49-44-45-50-56-69-61-68(69)55-12-8-4)65-87-74(79)57-51-46-41-38-35-32-27-24-21-18-15-11-7-3/h24,27-31,68-72,77H,5-23,25-26,32-67H2,1-4H3,(H,82,83)(H,84,85)/b27-24-,30-28-,31-29-/t68?,69?,70-,71-,72-/m1/s1	MXDCIFJJYJOHQN-BCRRLHGUSA-N	1386.956577			MMDBc0030748
BASm0018116	CL(16:1(9Z)/15:0cyclo/19:0cycv8c/16:1(9Z))	CL(16:1(9Z)/15:0cyclo/19:0cycv8c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/15:0cyclo/19:0cycv8c/16:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-16-18-20-22-24-26-28-32-38-45-53-72(77)85-62-71(92-75(80)56-48-41-35-37-44-51-66-57-65(66)49-12-8-4)64-90-94(83,84)88-60-69(76)59-87-93(81,82)89-63-70(91-74(79)55-47-40-33-29-27-25-23-21-19-17-14-10-6-2)61-86-73(78)54-46-39-34-30-31-36-43-52-68-58-67(68)50-42-15-11-7-3/h20-23,65-71,76H,5-19,24-64H2,1-4H3,(H,81,82)(H,83,84)/b22-20-,23-21-/t65?,66?,67?,68?,69-,70-,71-/m1/s1	GFASBVDKEUNHMJ-DIRSQVBQSA-N	1372.940927			MMDBc0030749
BASm0018117	CL(16:1(9Z)/15:0cyclo/19:0cycv8c/19:0cycv8c)	CL(16:1(9Z)/15:0cyclo/19:0cycv8c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/15:0cyclo/19:0cycv8c/19:0cycv8c) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-16-17-18-19-20-21-22-27-34-43-53-75(80)88-63-74(95-78(83)56-46-37-30-33-42-50-67-57-66(67)47-12-8-4)65-93-97(86,87)91-61-72(79)60-90-96(84,85)92-64-73(94-77(82)55-45-36-29-24-26-32-41-52-71-59-69(71)49-39-15-11-7-3)62-89-76(81)54-44-35-28-23-25-31-40-51-70-58-68(70)48-38-14-10-6-2/h18-19,66-74,79H,5-17,20-65H2,1-4H3,(H,84,85)(H,86,87)/b19-18-/t66?,67?,68?,69?,70?,71?,72-,73-,74-/m1/s1	ZKRAAGYIDISBDI-UBHDCZHJSA-N	1414.987877			MMDBc0030750
BASm0018118	CL(16:1(9Z)/15:0cyclo/17:0cycw7c/16:1(9Z))	CL(16:1(9Z)/15:0cyclo/17:0cycw7c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/15:0cyclo/17:0cycw7c/16:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-16-18-20-22-24-26-28-30-36-43-51-70(75)83-59-69(90-73(78)54-46-39-33-35-41-49-64-55-63(64)47-12-8-4)62-88-92(81,82)86-58-67(74)57-85-91(79,80)87-61-68(89-72(77)53-45-37-31-29-27-25-23-21-19-17-14-10-6-2)60-84-71(76)52-44-38-32-34-42-50-66-56-65(66)48-40-15-11-7-3/h20-23,63-69,74H,5-19,24-62H2,1-4H3,(H,79,80)(H,81,82)/b22-20-,23-21-/t63?,64?,65?,66?,67-,68-,69-/m1/s1	ZIUHCHWIPWBGMI-NXMVJXDLSA-N	1344.909627			MMDBc0030751
BASm0018119	CL(16:1(9Z)/15:0cyclo/17:0cycw7c/17:0cycw7c)	CL(16:1(9Z)/15:0cyclo/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/15:0cyclo/17:0cycw7c/17:0cycw7c) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C74H136O17P2	InChI=1S/C74H136O17P2/c1-5-9-13-16-17-18-19-20-21-22-23-30-39-49-71(76)84-58-69(90-73(78)51-41-32-25-28-36-46-63-53-62(63)43-12-8-4)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(91-74(79)52-42-33-26-29-38-48-67-55-65(67)45-35-15-11-7-3)59-85-72(77)50-40-31-24-27-37-47-66-54-64(66)44-34-14-10-6-2/h18-19,62-70,75H,5-17,20-61H2,1-4H3,(H,80,81)(H,82,83)/b19-18-/t62?,63?,64?,65?,66?,67?,68-,69+,70+/m0/s1	AJMPEHXLVHBQOU-NJXMGVJPSA-N	1358.925277			MMDBc0030752
BASm0018120	CL(16:1(9Z)/15:0cyclo/14:0/16:1(9Z))	CL(16:1(9Z)/15:0cyclo/14:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/15:0cyclo/14:0/16:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C70H130O17P2	InChI=1S/C70H130O17P2/c1-5-9-13-16-19-22-25-27-30-33-36-41-46-52-68(73)81-59-66(87-70(75)54-48-43-38-39-44-50-63-55-62(63)49-12-8-4)61-85-89(78,79)83-57-64(71)56-82-88(76,77)84-60-65(58-80-67(72)51-45-40-35-32-29-24-21-18-15-11-7-3)86-69(74)53-47-42-37-34-31-28-26-23-20-17-14-10-6-2/h22-23,25-26,62-66,71H,5-21,24,27-61H2,1-4H3,(H,76,77)(H,78,79)/b25-22-,26-23-/t62?,63?,64-,65-,66-/m1/s1	BRNSQTQBJPYJFP-QULYUSTKSA-N	1304.878327			MMDBc0030753
BASm0018121	CL(16:1(9Z)/16:0/16:0/18:1(9Z))	CL(16:1(9Z)/16:0/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:0/16:0/18:1(9Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h26,30,33-34,69-71,76H,5-25,27-29,31-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b30-26-,34-33-/t69-,70+,71+/m0/s1	LJYNWSRQTJTJJN-SVWJEUSQSA-N	1376.972227			MMDBc0030754
BASm0018122	CL(16:1(9Z)/16:0/16:0/19:0cycv8c)	CL(16:1(9Z)/16:0/16:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:0/16:0/19:0cycv8c) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C76H144O17P2	InChI=1S/C76H144O17P2/c1-5-9-13-17-20-23-26-29-32-35-40-45-51-57-73(78)86-64-71(92-75(80)59-53-47-42-37-34-31-28-25-22-19-15-11-7-3)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(65-87-74(79)58-52-46-41-36-33-30-27-24-21-18-14-10-6-2)93-76(81)60-54-48-43-38-39-44-50-56-69-61-68(69)55-49-16-12-8-4/h23,26,68-72,77H,5-22,24-25,27-67H2,1-4H3,(H,82,83)(H,84,85)/b26-23-/t68?,69?,70-,71+,72+/m0/s1	SXJPUUYWPHJQPZ-DIPXIFSDSA-N	1390.987877			MMDBc0030755
BASm0018123	CL(16:1(9Z)/16:0/16:0/17:0cycw7c)	CL(16:1(9Z)/16:0/16:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:0/16:0/17:0cycw7c) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C74H140O17P2	InChI=1S/C74H140O17P2/c1-5-9-13-17-20-23-26-29-32-35-38-43-49-55-71(76)84-62-69(90-73(78)57-51-45-40-37-34-31-28-25-22-19-15-11-7-3)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(63-85-72(77)56-50-44-39-36-33-30-27-24-21-18-14-10-6-2)91-74(79)58-52-46-41-42-48-54-67-59-66(67)53-47-16-12-8-4/h23,26,66-70,75H,5-22,24-25,27-65H2,1-4H3,(H,80,81)(H,82,83)/b26-23-/t66?,67?,68-,69+,70+/m0/s1	TVAHUGHJDOHTFW-BMXRKXCASA-N	1362.956577			MMDBc0030756
BASm0018124	CL(16:1(9Z)/16:0/16:0/14:0)	CL(16:1(9Z)/16:0/16:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:0/16:0/14:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-32-36-39-43-47-51-55-68(73)81-61-66(87-70(75)57-53-49-45-41-35-28-24-20-16-12-8-4)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2/h26,30,65-67,72H,5-25,27-29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b30-26-/t65-,66-,67-/m1/s1	HGHFOLOFTCITJU-HXZTVISLSA-N	1322.925277			MMDBc0030757
BASm0018125	CL(16:1(9Z)/16:0/16:1(9Z)/16:1(9Z))	CL(16:1(9Z)/16:0/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:0/16:1(9Z)/16:1(9Z)) contains three chains of (9Z-hexadecenoyl) at the C1, C3 and C4 positions, one chain of hexadecanoic acid at the C2 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25-27,29-31,67-69,74H,5-24,28,32-66H2,1-4H3,(H,79,80)(H,81,82)/b29-25-,30-26-,31-27-/t67-,68-,69-/m1/s1	RDAMEHGOZNITKS-HQFYXHOBSA-N	1346.925277			MMDBc0030758
BASm0018126	CL(16:1(9Z)/16:0/16:1(9Z)/18:1(9Z))	CL(16:1(9Z)/16:0/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:0/16:1(9Z)/18:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h26-27,30-31,33-34,69-71,76H,5-25,28-29,32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b30-26-,31-27-,34-33-/t69-,70+,71+/m0/s1	ONHKKKCGONKDNE-JMTAVYDWSA-N	1374.956577			MMDBc0030759
BASm0018127	CL(16:1(9Z)/16:0/16:1(9Z)/19:0cycv8c)	CL(16:1(9Z)/16:0/16:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:0/16:1(9Z)/19:0cycv8c) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of hexadecanoic acid at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-20-23-26-29-32-35-40-45-51-57-73(78)86-64-71(92-75(80)59-53-47-42-37-34-31-28-25-22-19-15-11-7-3)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(65-87-74(79)58-52-46-41-36-33-30-27-24-21-18-14-10-6-2)93-76(81)60-54-48-43-38-39-44-50-56-69-61-68(69)55-49-16-12-8-4/h23-24,26-27,68-72,77H,5-22,25,28-67H2,1-4H3,(H,82,83)(H,84,85)/b26-23-,27-24-/t68?,69?,70-,71+,72+/m0/s1	FCNFPGBQWKUCJG-YPPMVLKOSA-N	1388.972227			MMDBc0030760
BASm0018128	CL(16:1(9Z)/16:0/16:1(9Z)/17:0cycw7c)	CL(16:1(9Z)/16:0/16:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:0/16:1(9Z)/17:0cycw7c) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of hexadecanoic acid at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-17-20-23-26-29-32-35-38-43-49-55-71(76)84-62-69(90-73(78)57-51-45-40-37-34-31-28-25-22-19-15-11-7-3)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(63-85-72(77)56-50-44-39-36-33-30-27-24-21-18-14-10-6-2)91-74(79)58-52-46-41-42-48-54-67-59-66(67)53-47-16-12-8-4/h23-24,26-27,66-70,75H,5-22,25,28-65H2,1-4H3,(H,80,81)(H,82,83)/b26-23-,27-24-/t66?,67?,68-,69+,70+/m0/s1	FBZJHJHMYOIZKX-NDDZNKEYSA-N	1360.940927			MMDBc0030761
BASm0018129	CL(16:1(9Z)/16:0/16:1(9Z)/14:0)	CL(16:1(9Z)/16:0/16:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:0/16:1(9Z)/14:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of hexadecanoic acid at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-36-39-43-47-51-55-68(73)81-61-66(87-70(75)57-53-49-45-41-35-28-24-20-16-12-8-4)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2/h25-26,29-30,65-67,72H,5-24,27-28,31-64H2,1-4H3,(H,77,78)(H,79,80)/b29-25-,30-26-/t65-,66-,67-/m1/s1	JYDUZEQXWNWENB-CGUHSHNVSA-N	1320.909627			MMDBc0030762
BASm0018130	CL(16:1(9Z)/16:0/18:1(9Z)/16:1(9Z))	CL(16:1(9Z)/16:0/18:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:0/18:1(9Z)/16:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C4 positions, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-38-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-37-32-28-24-20-16-12-8-4)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h26,28,30,32-34,69-71,76H,5-25,27,29,31,35-68H2,1-4H3,(H,81,82)(H,83,84)/b30-26-,32-28-,34-33-/t69-,70+,71+/m0/s1	GXKQMWHMHISQFO-RLIYNVGDSA-N	1374.956577			MMDBc0030763
BASm0018131	CL(16:1(9Z)/16:0/18:1(9Z)/18:1(9Z))	CL(16:1(9Z)/16:0/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:0/18:1(9Z)/18:1(9Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h27,31,33-36,71-73,78H,5-26,28-30,32,37-70H2,1-4H3,(H,83,84)(H,85,86)/b31-27-,35-33-,36-34-/t71-,72+,73+/m0/s1	LYEMKCANIVMEKS-ZZSPFTRZSA-N	1402.987877			MMDBc0030764
BASm0018132	CL(16:1(9Z)/16:0/19:0cycv8c/16:1(9Z))	CL(16:1(9Z)/16:0/19:0cycv8c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:0/19:0cycv8c/16:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C4 positions, one chain of hexadecanoic acid at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-20-23-26-29-32-35-40-45-51-57-73(78)86-64-71(92-75(80)59-53-47-41-36-33-30-27-24-21-18-14-10-6-2)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(93-76(81)60-54-48-42-37-34-31-28-25-22-19-15-11-7-3)65-87-74(79)58-52-46-43-38-39-44-50-56-69-61-68(69)55-49-16-12-8-4/h23,25-26,28,68-72,77H,5-22,24,27,29-67H2,1-4H3,(H,82,83)(H,84,85)/b26-23-,28-25-/t68?,69?,70-,71+,72+/m0/s1	QULSNDCJAFLADJ-XSLIEFTKSA-N	1388.972227			MMDBc0030765
BASm0018133	CL(16:1(9Z)/16:0/19:0cycv8c/19:0cycv8c)	CL(16:1(9Z)/16:0/19:0cycv8c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:0/19:0cycv8c/19:0cycv8c) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-19-21-23-25-27-29-35-41-49-57-76(81)89-65-74(95-78(83)59-51-43-36-30-28-26-24-22-20-18-14-10-6-2)67-93-97(85,86)91-63-73(80)64-92-98(87,88)94-68-75(96-79(84)60-52-44-38-32-34-40-48-56-72-62-70(72)54-46-16-12-8-4)66-90-77(82)58-50-42-37-31-33-39-47-55-71-61-69(71)53-45-15-11-7-3/h21,23,69-75,80H,5-20,22,24-68H2,1-4H3,(H,85,86)(H,87,88)/b23-21-/t69?,70?,71?,72?,73-,74+,75+/m0/s1	QDZNLOKBHRQTDY-QOAWPGLGSA-N	1431.019177			MMDBc0030766
BASm0018134	CL(16:1(9Z)/16:0/17:0cycw7c/16:1(9Z))	CL(16:1(9Z)/16:0/17:0cycw7c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:0/17:0cycw7c/16:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C4 positions, one chain of hexadecanoic acid at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-17-20-23-26-29-32-35-38-43-49-55-71(76)84-62-69(90-73(78)57-51-44-39-36-33-30-27-24-21-18-14-10-6-2)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(91-74(79)58-52-45-40-37-34-31-28-25-22-19-15-11-7-3)63-85-72(77)56-50-46-41-42-48-54-67-59-66(67)53-47-16-12-8-4/h23,25-26,28,66-70,75H,5-22,24,27,29-65H2,1-4H3,(H,80,81)(H,82,83)/b26-23-,28-25-/t66?,67?,68-,69+,70+/m0/s1	NUJFBAKDGKBLKS-ADIWMGJOSA-N	1360.940927			MMDBc0030767
BASm0018135	CL(16:1(9Z)/16:0/17:0cycw7c/17:0cycw7c)	CL(16:1(9Z)/16:0/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:0/17:0cycw7c/17:0cycw7c) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-19-21-23-25-27-29-31-37-45-53-72(77)85-61-70(91-74(79)55-47-38-32-30-28-26-24-22-20-18-14-10-6-2)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(92-75(80)56-48-40-34-36-44-52-68-58-66(68)50-42-16-12-8-4)62-86-73(78)54-46-39-33-35-43-51-67-57-65(67)49-41-15-11-7-3/h21,23,65-71,76H,5-20,22,24-64H2,1-4H3,(H,81,82)(H,83,84)/b23-21-/t65?,66?,67?,68?,69-,70+,71+/m0/s1	SNNGWNBYBPLWNF-FELJNGSLSA-N	1374.956577			MMDBc0030768
BASm0018136	CL(16:1(9Z)/16:0/14:0/16:1(9Z))	CL(16:1(9Z)/16:0/14:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:0/14:0/16:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C4 positions, one chain of hexadecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h25-26,29-30,65-67,72H,5-24,27-28,31-64H2,1-4H3,(H,77,78)(H,79,80)/b29-25-,30-26-/t65-,66-,67-/m1/s1	LYJFXACHPOXNPJ-CGUHSHNVSA-N	1320.909627			MMDBc0030769
BASm0018137	CL(16:1(9Z)/16:0/14:0/14:0)	CL(16:1(9Z)/16:0/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:0/14:0/14:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h25,29,63-65,70H,5-24,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b29-25-/t63-,64-,65-/m1/s1	MEQFGCNDWYPZNX-LTLUGHIJSA-N	1294.893977			MMDBc0030770
BASm0018138	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/18:1(9Z))	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/18:1(9Z)) contains three chains of (9Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h26-28,30-34,69-71,76H,5-25,29,35-68H2,1-4H3,(H,81,82)(H,83,84)/b30-26-,31-27-,32-28-,34-33-/t69-,70+,71+/m0/s1	LPBHDSRWBZTUCO-UKAOXZMTSA-N	1372.940927			MMDBc0030771
BASm0018139	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/19:0cycv8c)	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/19:0cycv8c) contains three chains of (9Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-17-20-23-26-29-32-35-40-45-51-57-73(78)86-64-71(92-75(80)59-53-47-42-37-34-31-28-25-22-19-15-11-7-3)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(65-87-74(79)58-52-46-41-36-33-30-27-24-21-18-14-10-6-2)93-76(81)60-54-48-43-38-39-44-50-56-69-61-68(69)55-49-16-12-8-4/h23-28,68-72,77H,5-22,29-67H2,1-4H3,(H,82,83)(H,84,85)/b26-23-,27-24-,28-25-/t68?,69?,70-,71+,72+/m0/s1	SCMQRBQTWACLJG-DOVDVYCLSA-N	1386.956577			MMDBc0030772
BASm0018140	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/17:0cycw7c)	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/17:0cycw7c) contains three chains of (9Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C74H136O17P2	InChI=1S/C74H136O17P2/c1-5-9-13-17-20-23-26-29-32-35-38-43-49-55-71(76)84-62-69(90-73(78)57-51-45-40-37-34-31-28-25-22-19-15-11-7-3)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(63-85-72(77)56-50-44-39-36-33-30-27-24-21-18-14-10-6-2)91-74(79)58-52-46-41-42-48-54-67-59-66(67)53-47-16-12-8-4/h23-28,66-70,75H,5-22,29-65H2,1-4H3,(H,80,81)(H,82,83)/b26-23-,27-24-,28-25-/t66?,67?,68-,69+,70+/m0/s1	RGQLDJIBPPWOEJ-BQEANABXSA-N	1358.925277			MMDBc0030773
BASm0018141	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/14:0)	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/14:0) contains three chains of (9Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-36-39-43-47-51-55-68(73)81-61-66(87-70(75)57-53-49-45-41-35-28-24-20-16-12-8-4)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2/h25-27,29-31,65-67,72H,5-24,28,32-64H2,1-4H3,(H,77,78)(H,79,80)/b29-25-,30-26-,31-27-/t65-,66-,67-/m1/s1	NPLQFOOMTUUOOG-VGLADYPLSA-N	1318.893977			MMDBc0030774
BASm0018142	CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/16:1(9Z))	CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/16:1(9Z)) contains three chains of (9Z-hexadecenoyl) at the C1, C2 and C4 positions, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-38-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-37-32-28-24-20-16-12-8-4)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h26-28,30-34,69-71,76H,5-25,29,35-68H2,1-4H3,(H,81,82)(H,83,84)/b30-26-,31-27-,32-28-,34-33-/t69-,70+,71+/m0/s1	RLNUSHBADPLXEA-UKAOXZMTSA-N	1372.940927			MMDBc0030775
BASm0018143	CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/18:1(9Z))	CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/18:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h27-28,31-36,71-73,78H,5-26,29-30,37-70H2,1-4H3,(H,83,84)(H,85,86)/b31-27-,32-28-,35-33-,36-34-/t71-,72+,73+/m0/s1	UKYJZWLLPJULLU-INMSDWCDSA-N	1400.972227			MMDBc0030776
BASm0018144	CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/19:0cycv8c)	CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/19:0cycv8c) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-20-23-26-29-30-33-35-38-43-48-54-60-76(81)89-67-74(95-78(83)62-56-50-45-40-41-46-52-58-71-63-70(71)57-51-16-12-8-4)69-93-97(86,87)91-65-72(79)64-90-96(84,85)92-68-73(94-77(82)61-55-49-44-39-36-32-28-25-22-19-15-11-7-3)66-88-75(80)59-53-47-42-37-34-31-27-24-21-18-14-10-6-2/h24-25,27-30,70-74,79H,5-23,26,31-69H2,1-4H3,(H,84,85)(H,86,87)/b27-24-,28-25-,30-29-/t70?,71?,72-,73+,74+/m0/s1	UKRJBEYECTWXQF-HFAPLWMXSA-N	1414.987877			MMDBc0030777
BASm0018145	CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/17:0cycw7c)	CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/17:0cycw7c) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-17-20-23-26-29-30-33-35-38-41-46-52-58-74(79)87-65-72(93-76(81)60-54-48-43-44-50-56-69-61-68(69)55-49-16-12-8-4)67-91-95(84,85)89-63-70(77)62-88-94(82,83)90-66-71(92-75(80)59-53-47-42-39-36-32-28-25-22-19-15-11-7-3)64-86-73(78)57-51-45-40-37-34-31-27-24-21-18-14-10-6-2/h24-25,27-30,68-72,77H,5-23,26,31-67H2,1-4H3,(H,82,83)(H,84,85)/b27-24-,28-25-,30-29-/t68?,69?,70-,71+,72+/m0/s1	OUHWHQCDJUNXCV-DTVFJAEGSA-N	1386.956577			MMDBc0030778
BASm0018146	CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/14:0)	CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/14:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-39-42-46-50-54-58-71(76)84-63-68(89-72(77)59-55-51-47-43-37-28-24-20-16-12-8-4)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-35-31-27-23-19-15-11-7-3)64-83-70(75)57-53-49-45-41-38-34-30-26-22-18-14-10-6-2/h26-27,30-33,67-69,74H,5-25,28-29,34-66H2,1-4H3,(H,79,80)(H,81,82)/b30-26-,31-27-,33-32-/t67-,68-,69-/m1/s1	YEAGAXLPFNYULH-XWDWYVFLSA-N	1346.925277			MMDBc0030779
BASm0018147	CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/16:1(9Z))	CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/16:1(9Z)) contains three chains of (9Z-hexadecenoyl) at the C1, C2 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-17-20-23-26-29-32-35-40-45-51-57-73(78)86-64-71(92-75(80)59-53-47-41-36-33-30-27-24-21-18-14-10-6-2)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(93-76(81)60-54-48-42-37-34-31-28-25-22-19-15-11-7-3)65-87-74(79)58-52-46-43-38-39-44-50-56-69-61-68(69)55-49-16-12-8-4/h23-28,68-72,77H,5-22,29-67H2,1-4H3,(H,82,83)(H,84,85)/b26-23-,27-24-,28-25-/t68?,69?,70-,71+,72+/m0/s1	IPUALBKDQROVCY-DOVDVYCLSA-N	1386.956577			MMDBc0030780
BASm0018148	CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/18:1(9Z))	CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/18:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-20-23-26-29-30-33-36-39-44-50-56-62-78(83)95-74(67-89-76(81)60-54-48-45-40-41-46-52-58-71-63-70(71)57-51-16-12-8-4)69-93-97(86,87)91-65-72(79)64-90-96(84,85)92-68-73(94-77(82)61-55-49-43-38-35-32-28-25-22-19-15-11-7-3)66-88-75(80)59-53-47-42-37-34-31-27-24-21-18-14-10-6-2/h24-25,27-30,70-74,79H,5-23,26,31-69H2,1-4H3,(H,84,85)(H,86,87)/b27-24-,28-25-,30-29-/t70?,71?,72-,73+,74+/m0/s1	KAVFAPWUOZAVOW-HFAPLWMXSA-N	1414.987877			MMDBc0030781
BASm0018149	CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/19:0cycv8c)	CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/19:0cycv8c) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, two chains of (heptadec-11-12-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-19-21-23-25-27-29-35-41-49-57-76(81)89-65-74(95-78(83)59-51-43-36-30-28-26-24-22-20-18-14-10-6-2)67-93-97(85,86)91-63-73(80)64-92-98(87,88)94-68-75(96-79(84)60-52-44-38-32-34-40-48-56-72-62-70(72)54-46-16-12-8-4)66-90-77(82)58-50-42-37-31-33-39-47-55-71-61-69(71)53-45-15-11-7-3/h21-24,69-75,80H,5-20,25-68H2,1-4H3,(H,85,86)(H,87,88)/b23-21-,24-22-/t69?,70?,71?,72?,73-,74+,75+/m0/s1	IFGWJDJTWBTNGD-ZKPOVZHBSA-N	1429.003527			MMDBc0030782
BASm0018150	CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/17:0cycw7c)	CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/17:0cycw7c) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-19-21-23-25-27-29-33-39-47-55-74(79)87-63-72(93-76(81)57-49-41-34-30-28-26-24-22-20-18-14-10-6-2)65-91-95(83,84)89-61-71(78)62-90-96(85,86)92-66-73(94-77(82)58-50-42-36-38-46-54-70-60-68(70)52-44-16-12-8-4)64-88-75(80)56-48-40-35-31-32-37-45-53-69-59-67(69)51-43-15-11-7-3/h21-24,67-73,78H,5-20,25-66H2,1-4H3,(H,83,84)(H,85,86)/b23-21-,24-22-/t67?,68?,69?,70?,71-,72+,73+/m0/s1	ZJQZXQWLHBLUTN-BGYMDDJSSA-N	1400.972227			MMDBc0030783
BASm0018151	CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/14:0)	CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/14:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-17-20-23-26-28-31-33-38-43-49-55-71(76)84-62-69(90-74(79)58-52-46-40-35-32-29-27-24-21-18-14-10-6-2)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(91-73(78)57-51-45-39-34-30-25-22-19-15-11-7-3)63-85-72(77)56-50-44-41-36-37-42-48-54-67-59-66(67)53-47-16-12-8-4/h23-24,26-27,66-70,75H,5-22,25,28-65H2,1-4H3,(H,80,81)(H,82,83)/b26-23-,27-24-/t66?,67?,68-,69+,70+/m0/s1	WZQKZPQDTIPYRX-NDDZNKEYSA-N	1360.940927			MMDBc0030784
BASm0018152	CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/16:1(9Z))	CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/16:1(9Z)) contains three chains of (9Z-hexadecenoyl) at the C1, C2 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C74H136O17P2	InChI=1S/C74H136O17P2/c1-5-9-13-17-20-23-26-29-32-35-38-43-49-55-71(76)84-62-69(90-73(78)57-51-44-39-36-33-30-27-24-21-18-14-10-6-2)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(91-74(79)58-52-45-40-37-34-31-28-25-22-19-15-11-7-3)63-85-72(77)56-50-46-41-42-48-54-67-59-66(67)53-47-16-12-8-4/h23-28,66-70,75H,5-22,29-65H2,1-4H3,(H,80,81)(H,82,83)/b26-23-,27-24-,28-25-/t66?,67?,68-,69+,70+/m0/s1	CLQQGMQMJCKYIX-BQEANABXSA-N	1358.925277			MMDBc0030785
BASm0018153	CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/18:1(9Z))	CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/18:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-17-20-23-26-29-30-33-36-39-42-47-54-60-76(81)93-72(65-87-74(79)58-52-48-43-44-50-56-69-61-68(69)55-49-16-12-8-4)67-91-95(84,85)89-63-70(77)62-88-94(82,83)90-66-71(92-75(80)59-53-46-41-38-35-32-28-25-22-19-15-11-7-3)64-86-73(78)57-51-45-40-37-34-31-27-24-21-18-14-10-6-2/h24-25,27-30,68-72,77H,5-23,26,31-67H2,1-4H3,(H,82,83)(H,84,85)/b27-24-,28-25-,30-29-/t68?,69?,70-,71+,72+/m0/s1	RWOKJWIXUPBZKL-DTVFJAEGSA-N	1386.956577			MMDBc0030786
BASm0018154	CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/19:0cycv8c)	CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/19:0cycv8c) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-19-21-23-25-27-29-33-39-47-55-74(79)87-63-72(93-76(81)57-49-40-34-30-28-26-24-22-20-18-14-10-6-2)65-91-95(83,84)89-61-71(78)62-90-96(85,86)92-66-73(64-88-75(80)56-48-42-36-38-46-54-70-60-68(70)52-44-16-12-8-4)94-77(82)58-50-41-35-31-32-37-45-53-69-59-67(69)51-43-15-11-7-3/h21-24,67-73,78H,5-20,25-66H2,1-4H3,(H,83,84)(H,85,86)/b23-21-,24-22-/t67?,68?,69?,70?,71-,72+,73+/m0/s1	VTAWCYFOSRERBX-BGYMDDJSSA-N	1400.972227			MMDBc0030787
BASm0018155	CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/17:0cycw7c)	CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/17:0cycw7c) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-19-21-23-25-27-29-31-37-45-53-72(77)85-61-70(91-74(79)55-47-38-32-30-28-26-24-22-20-18-14-10-6-2)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(92-75(80)56-48-40-34-36-44-52-68-58-66(68)50-42-16-12-8-4)62-86-73(78)54-46-39-33-35-43-51-67-57-65(67)49-41-15-11-7-3/h21-24,65-71,76H,5-20,25-64H2,1-4H3,(H,81,82)(H,83,84)/b23-21-,24-22-/t65?,66?,67?,68?,69-,70+,71+/m0/s1	BNCUJZILVLNKRP-YJBDAYMZSA-N	1372.940927			MMDBc0030788
BASm0018156	CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/14:0)	CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/14:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-17-20-23-26-28-31-33-36-41-47-53-69(74)82-60-67(88-72(77)56-50-43-38-35-32-29-27-24-21-18-14-10-6-2)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-71(76)55-49-42-37-34-30-25-22-19-15-11-7-3)61-83-70(75)54-48-44-39-40-46-52-65-57-64(65)51-45-16-12-8-4/h23-24,26-27,64-68,73H,5-22,25,28-63H2,1-4H3,(H,78,79)(H,80,81)/b26-23-,27-24-/t64?,65?,66-,67+,68+/m0/s1	VDKAYIKVVLROAA-WWHMPYOVSA-N	1332.909627			MMDBc0030789
BASm0018157	CL(16:1(9Z)/16:1(9Z)/14:0/16:1(9Z))	CL(16:1(9Z)/16:1(9Z)/14:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/14:0/16:1(9Z)) contains three chains of (9Z-hexadecenoyl) at the C1, C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h25-27,29-31,65-67,72H,5-24,28,32-64H2,1-4H3,(H,77,78)(H,79,80)/b29-25-,30-26-,31-27-/t65-,66-,67-/m1/s1	YMBMVYLUCQHBFM-VGLADYPLSA-N	1318.893977			MMDBc0030790
BASm0018158	CL(16:1(9Z)/16:1(9Z)/14:0/18:1(9Z))	CL(16:1(9Z)/16:1(9Z)/14:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/14:0/18:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h26-27,30-33,67-69,74H,5-25,28-29,34-66H2,1-4H3,(H,79,80)(H,81,82)/b30-26-,31-27-,33-32-/t67-,68-,69-/m1/s1	NQHMZJJSJKCPRO-XWDWYVFLSA-N	1346.925277			MMDBc0030791
BASm0018159	CL(16:1(9Z)/16:1(9Z)/14:0/19:0cycv8c)	CL(16:1(9Z)/16:1(9Z)/14:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/14:0/19:0cycv8c) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-17-20-23-26-28-31-34-39-44-50-56-72(77)84-62-69(90-73(78)57-51-45-40-35-32-29-27-24-21-18-14-10-6-2)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(63-85-71(76)55-49-43-38-33-30-25-22-19-15-11-7-3)91-74(79)58-52-46-41-36-37-42-48-54-67-59-66(67)53-47-16-12-8-4/h23-24,26-27,66-70,75H,5-22,25,28-65H2,1-4H3,(H,80,81)(H,82,83)/b26-23-,27-24-/t66?,67?,68-,69+,70+/m0/s1	WOWXEGMAVOQPBT-NDDZNKEYSA-N	1360.940927			MMDBc0030792
BASm0018160	CL(16:1(9Z)/16:1(9Z)/14:0/17:0cycw7c)	CL(16:1(9Z)/16:1(9Z)/14:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/14:0/17:0cycw7c) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-17-20-23-26-28-31-34-37-42-48-54-70(75)82-60-67(88-71(76)55-49-43-38-35-32-29-27-24-21-18-14-10-6-2)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(61-83-69(74)53-47-41-36-33-30-25-22-19-15-11-7-3)89-72(77)56-50-44-39-40-46-52-65-57-64(65)51-45-16-12-8-4/h23-24,26-27,64-68,73H,5-22,25,28-63H2,1-4H3,(H,78,79)(H,80,81)/b26-23-,27-24-/t64?,65?,66-,67+,68+/m0/s1	RYFUKMOTSNHYTG-WWHMPYOVSA-N	1332.909627			MMDBc0030793
BASm0018161	CL(16:1(9Z)/16:1(9Z)/14:0/14:0)	CL(16:1(9Z)/16:1(9Z)/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/14:0/14:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h25-26,29-30,63-65,70H,5-24,27-28,31-62H2,1-4H3,(H,75,76)(H,77,78)/b29-25-,30-26-/t63-,64-,65-/m1/s1	KLNGESXGTCHITR-JWDDSUIRSA-N	1292.878327			MMDBc0030794
BASm0018162	CL(16:1(9Z)/18:1(9Z)/16:1(9Z)/18:1(9Z))	CL(16:1(9Z)/18:1(9Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/16:1(9Z)/18:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, two chains of (9Z-octadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h27-28,31-36,71-73,78H,5-26,29-30,37-70H2,1-4H3,(H,83,84)(H,85,86)/b31-27-,32-28-,35-33-,36-34-/t72-,73-/m1/s1	SKJGYXULKABZHM-LPIQSHBWSA-N	1400.972227			MMDBc0030795
BASm0018163	CL(16:1(9Z)/18:1(9Z)/16:1(9Z)/19:0cycv8c)	CL(16:1(9Z)/18:1(9Z)/16:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/16:1(9Z)/19:0cycv8c) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-20-23-26-29-30-33-36-39-44-49-55-61-77(82)94-73(66-88-75(80)59-53-47-42-37-34-31-27-24-21-18-14-10-6-2)68-92-96(84,85)90-64-72(79)65-91-97(86,87)93-69-74(67-89-76(81)60-54-48-43-38-35-32-28-25-22-19-15-11-7-3)95-78(83)62-56-50-45-40-41-46-52-58-71-63-70(71)57-51-16-12-8-4/h24-25,27-30,70-74,79H,5-23,26,31-69H2,1-4H3,(H,84,85)(H,86,87)/b27-24-,28-25-,30-29-/t70?,71?,72-,73+,74+/m0/s1	WEPRSVGJIBZXNZ-HFAPLWMXSA-N	1414.987877			MMDBc0030796
BASm0018164	CL(16:1(9Z)/18:1(9Z)/16:1(9Z)/17:0cycw7c)	CL(16:1(9Z)/18:1(9Z)/16:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/16:1(9Z)/17:0cycw7c) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-17-20-23-26-29-30-33-36-39-42-47-53-59-75(80)92-71(64-86-73(78)57-51-45-40-37-34-31-27-24-21-18-14-10-6-2)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(65-87-74(79)58-52-46-41-38-35-32-28-25-22-19-15-11-7-3)93-76(81)60-54-48-43-44-50-56-69-61-68(69)55-49-16-12-8-4/h24-25,27-30,68-72,77H,5-23,26,31-67H2,1-4H3,(H,82,83)(H,84,85)/b27-24-,28-25-,30-29-/t68?,69?,70-,71+,72+/m0/s1	HOTNZRKQHNKXHQ-DTVFJAEGSA-N	1386.956577			MMDBc0030797
BASm0018165	CL(16:1(9Z)/18:1(9Z)/16:1(9Z)/14:0)	CL(16:1(9Z)/18:1(9Z)/16:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/16:1(9Z)/14:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-31-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-37-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-38-34-30-26-22-18-14-10-6-2/h26-27,30-33,67-69,74H,5-25,28-29,34-66H2,1-4H3,(H,79,80)(H,81,82)/b30-26-,31-27-,33-32-/t67-,68-,69-/m1/s1	ZXAAUWSWAQSNQD-XWDWYVFLSA-N	1346.925277			MMDBc0030798
BASm0018166	CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/16:1(9Z))	CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/16:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C4 positions, two chains of (9Z-octadecenoyl) at the C2 and C3 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h27-28,31-36,71-73,78H,5-26,29-30,37-70H2,1-4H3,(H,83,84)(H,85,86)/b31-27-,32-28-,35-33-,36-34-/t71-,72-,73-/m1/s1	JRDZWRUMYANUQS-UVLWGSSHSA-N	1400.972227			MMDBc0030799
BASm0018167	CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/18:1(9Z))	CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/18:1(9Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, three chains of (9Z-octadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h28,32-38,73-75,80H,5-27,29-31,39-72H2,1-4H3,(H,85,86)(H,87,88)/b32-28-,36-33-,37-34-,38-35-/t73-,74+,75+/m0/s1	ATMVAFVGQSPYTQ-YOULZROXSA-N	1429.003527			MMDBc0030800
BASm0018168	CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/19:0cycv8c)	CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/19:0cycv8c) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-20-23-26-29-31-34-37-40-45-50-56-62-78(83)91-69-76(97-80(85)64-58-52-47-42-43-48-54-60-73-65-72(73)59-53-16-12-8-4)71-95-99(88,89)93-67-74(81)66-92-98(86,87)94-70-75(68-90-77(82)61-55-49-44-39-36-33-28-25-22-19-15-11-7-3)96-79(84)63-57-51-46-41-38-35-32-30-27-24-21-18-14-10-6-2/h25,28-32,72-76,81H,5-24,26-27,33-71H2,1-4H3,(H,86,87)(H,88,89)/b28-25-,31-29-,32-30-/t72?,73?,74-,75+,76+/m0/s1	ACZARSPNTQISPE-LHENAKNOSA-N	1443.019177			MMDBc0030801
BASm0018169	CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/17:0cycw7c)	CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/17:0cycw7c) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-20-23-26-29-31-34-37-40-43-48-54-60-76(81)89-67-74(95-78(83)62-56-50-45-46-52-58-71-63-70(71)57-51-16-12-8-4)69-93-97(86,87)91-65-72(79)64-90-96(84,85)92-68-73(66-88-75(80)59-53-47-42-39-36-33-28-25-22-19-15-11-7-3)94-77(82)61-55-49-44-41-38-35-32-30-27-24-21-18-14-10-6-2/h25,28-32,70-74,79H,5-24,26-27,33-69H2,1-4H3,(H,84,85)(H,86,87)/b28-25-,31-29-,32-30-/t70?,71?,72-,73+,74+/m0/s1	PZCGQQZDWCTBEM-UPGZKPGPSA-N	1414.987877			MMDBc0030802
BASm0018170	CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/14:0)	CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/14:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-41-44-48-52-56-60-73(78)86-65-70(91-74(79)61-57-53-49-45-39-28-24-20-16-12-8-4)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-85-72(77)59-55-51-47-43-40-36-31-27-23-19-15-11-7-3)92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2/h27,31-35,69-71,76H,5-26,28-30,36-68H2,1-4H3,(H,81,82)(H,83,84)/b31-27-,34-32-,35-33-/t69-,70-,71-/m1/s1	KFVVKBDUWRQKFC-VBGZPMMZSA-N	1374.956577			MMDBc0030803
BASm0018171	CL(16:1(9Z)/18:1(9Z)/19:0cycv8c/16:1(9Z))	CL(16:1(9Z)/18:1(9Z)/19:0cycv8c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/19:0cycv8c/16:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C4 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-20-23-26-29-30-33-36-39-44-50-56-62-78(83)94-73(66-88-75(80)59-53-47-42-37-34-31-27-24-21-18-14-10-6-2)68-92-96(84,85)90-64-72(79)65-91-97(86,87)93-69-74(95-77(82)61-55-49-43-38-35-32-28-25-22-19-15-11-7-3)67-89-76(81)60-54-48-45-40-41-46-52-58-71-63-70(71)57-51-16-12-8-4/h24-25,27-30,70-74,79H,5-23,26,31-69H2,1-4H3,(H,84,85)(H,86,87)/b27-24-,28-25-,30-29-/t70?,71?,72-,73+,74+/m0/s1	KJTHLUCXJMVFSC-HFAPLWMXSA-N	1414.987877			MMDBc0030804
BASm0018172	CL(16:1(9Z)/18:1(9Z)/19:0cycv8c/18:1(9Z))	CL(16:1(9Z)/18:1(9Z)/19:0cycv8c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/19:0cycv8c/18:1(9Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-20-23-26-29-31-34-37-40-45-51-57-63-79(84)96-75(68-90-77(82)61-55-49-44-39-36-33-28-25-22-19-15-11-7-3)70-94-98(86,87)92-66-74(81)67-93-99(88,89)95-71-76(97-80(85)64-58-52-46-41-38-35-32-30-27-24-21-18-14-10-6-2)69-91-78(83)62-56-50-47-42-43-48-54-60-73-65-72(73)59-53-16-12-8-4/h25,28-32,72-76,81H,5-24,26-27,33-71H2,1-4H3,(H,86,87)(H,88,89)/b28-25-,31-29-,32-30-/t72?,73?,74-,75+,76+/m0/s1	DYPMGAYXZZTMOR-LHENAKNOSA-N	1443.019177			MMDBc0030805
BASm0018173	CL(16:1(9Z)/18:1(9Z)/19:0cycv8c/19:0cycv8c)	CL(16:1(9Z)/18:1(9Z)/19:0cycv8c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/19:0cycv8c/19:0cycv8c) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-19-21-23-25-26-28-30-32-38-45-53-61-80(85)97-76(67-91-78(83)59-51-43-37-31-29-27-24-22-20-18-14-10-6-2)69-95-99(87,88)93-65-75(82)66-94-100(89,90)96-70-77(98-81(86)62-54-46-40-34-36-42-50-58-74-64-72(74)56-48-16-12-8-4)68-92-79(84)60-52-44-39-33-35-41-49-57-73-63-71(73)55-47-15-11-7-3/h22,24-26,71-77,82H,5-21,23,27-70H2,1-4H3,(H,87,88)(H,89,90)/b24-22-,26-25-/t71?,72?,73?,74?,75-,76+,77+/m0/s1	XKQFPHBXEMMSJL-GBZGQYLISA-N	1457.034827			MMDBc0030806
BASm0018174	CL(16:1(9Z)/18:1(9Z)/17:0cycw7c/16:1(9Z))	CL(16:1(9Z)/18:1(9Z)/17:0cycw7c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/17:0cycw7c/16:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C4 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-17-20-23-26-29-30-33-36-39-42-47-54-60-75(80)92-71(64-86-73(78)57-51-45-40-37-34-31-27-24-21-18-14-10-6-2)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(93-76(81)59-53-46-41-38-35-32-28-25-22-19-15-11-7-3)65-87-74(79)58-52-48-43-44-50-56-69-61-68(69)55-49-16-12-8-4/h24-25,27-30,68-72,77H,5-23,26,31-67H2,1-4H3,(H,82,83)(H,84,85)/b27-24-,28-25-,30-29-/t68?,69?,70-,71+,72+/m0/s1	PEODJGSHTPMVNN-DTVFJAEGSA-N	1386.956577			MMDBc0030807
BASm0018175	CL(16:1(9Z)/18:1(9Z)/17:0cycw7c/18:1(9Z))	CL(16:1(9Z)/18:1(9Z)/17:0cycw7c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/17:0cycw7c/18:1(9Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-20-23-26-29-31-34-37-40-43-48-55-61-77(82)94-73(66-88-75(80)59-53-47-42-39-36-33-28-25-22-19-15-11-7-3)68-92-96(84,85)90-64-72(79)65-91-97(86,87)93-69-74(95-78(83)62-56-49-44-41-38-35-32-30-27-24-21-18-14-10-6-2)67-89-76(81)60-54-50-45-46-52-58-71-63-70(71)57-51-16-12-8-4/h25,28-32,70-74,79H,5-24,26-27,33-69H2,1-4H3,(H,84,85)(H,86,87)/b28-25-,31-29-,32-30-/t70?,71?,72-,73+,74+/m0/s1	CZRFYLUTWXMWQV-UPGZKPGPSA-N	1414.987877			MMDBc0030808
BASm0018176	CL(16:1(9Z)/18:1(9Z)/17:0cycw7c/17:0cycw7c)	CL(16:1(9Z)/18:1(9Z)/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/17:0cycw7c/17:0cycw7c) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-19-21-23-25-26-28-30-32-34-40-49-57-76(81)93-72(63-87-74(79)55-47-39-33-31-29-27-24-22-20-18-14-10-6-2)65-91-95(83,84)89-61-71(78)62-90-96(85,86)92-66-73(94-77(82)58-50-42-36-38-46-54-70-60-68(70)52-44-16-12-8-4)64-88-75(80)56-48-41-35-37-45-53-69-59-67(69)51-43-15-11-7-3/h22,24-26,67-73,78H,5-21,23,27-66H2,1-4H3,(H,83,84)(H,85,86)/b24-22-,26-25-/t67?,68?,69?,70?,71-,72+,73+/m0/s1	AMGQIOGFFUWYEP-IEZUOYGVSA-N	1400.972227			MMDBc0030809
BASm0018177	CL(16:1(9Z)/18:1(9Z)/14:0/16:1(9Z))	CL(16:1(9Z)/18:1(9Z)/14:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/14:0/16:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C4 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h26-27,30-33,67-69,74H,5-25,28-29,34-66H2,1-4H3,(H,79,80)(H,81,82)/b30-26-,31-27-,33-32-/t67-,68-,69-/m1/s1	MXJYDLLZJKCCMB-XWDWYVFLSA-N	1346.925277			MMDBc0030810
BASm0018178	CL(16:1(9Z)/18:1(9Z)/14:0/18:1(9Z))	CL(16:1(9Z)/18:1(9Z)/14:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/14:0/18:1(9Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2/h27,31-35,69-71,76H,5-26,28-30,36-68H2,1-4H3,(H,81,82)(H,83,84)/b31-27-,34-32-,35-33-/t69-,70-,71-/m1/s1	JVZMQNXXIOPHQS-VBGZPMMZSA-N	1374.956577			MMDBc0030811
BASm0018179	CL(16:1(9Z)/18:1(9Z)/14:0/14:0)	CL(16:1(9Z)/18:1(9Z)/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/14:0/14:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h26,30-32,65-67,72H,5-25,27-29,33-64H2,1-4H3,(H,77,78)(H,79,80)/b30-26-,32-31-/t65-,66-,67-/m1/s1	HKPPRVZLQCINHZ-VOOMOJMUSA-N	1320.909627			MMDBc0030812
BASm0018180	CL(16:1(9Z)/19:0cycv8c/16:1(9Z)/19:0cycv8c)	CL(16:1(9Z)/19:0cycv8c/16:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/19:0cycv8c/16:1(9Z)/19:0cycv8c) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-19-21-23-25-27-29-35-41-49-57-76(81)89-65-74(95-78(83)59-51-43-37-31-33-39-47-55-71-61-69(71)53-45-15-11-7-3)67-93-97(85,86)91-63-73(80)64-92-98(87,88)94-68-75(66-90-77(82)58-50-42-36-30-28-26-24-22-20-18-14-10-6-2)96-79(84)60-52-44-38-32-34-40-48-56-72-62-70(72)54-46-16-12-8-4/h21-24,69-75,80H,5-20,25-68H2,1-4H3,(H,85,86)(H,87,88)/b23-21-,24-22-/t69?,70?,71?,72?,73?,74-,75-/m1/s1	PDJZDYRYDDZDTF-RKIKWEKXSA-N	1429.003527			MMDBc0030813
BASm0018181	CL(16:1(9Z)/19:0cycv8c/16:1(9Z)/17:0cycw7c)	CL(16:1(9Z)/19:0cycv8c/16:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/19:0cycv8c/16:1(9Z)/17:0cycw7c) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-19-21-23-25-27-29-33-39-47-55-74(79)87-63-72(93-76(81)57-49-41-35-31-32-37-45-53-69-59-67(69)51-43-15-11-7-3)65-91-95(83,84)89-61-71(78)62-90-96(85,86)92-66-73(64-88-75(80)56-48-40-34-30-28-26-24-22-20-18-14-10-6-2)94-77(82)58-50-42-36-38-46-54-70-60-68(70)52-44-16-12-8-4/h21-24,67-73,78H,5-20,25-66H2,1-4H3,(H,83,84)(H,85,86)/b23-21-,24-22-/t67?,68?,69?,70?,71-,72+,73+/m0/s1	HWVDIWRGNQXBFB-BGYMDDJSSA-N	1400.972227			MMDBc0030814
BASm0018182	CL(16:1(9Z)/19:0cycv8c/16:1(9Z)/14:0)	CL(16:1(9Z)/19:0cycv8c/16:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/19:0cycv8c/16:1(9Z)/14:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-17-20-23-26-28-31-33-38-43-49-55-71(76)84-62-69(90-73(78)57-51-45-40-35-30-25-22-19-15-11-7-3)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(63-85-72(77)56-50-44-39-34-32-29-27-24-21-18-14-10-6-2)91-74(79)58-52-46-41-36-37-42-48-54-67-59-66(67)53-47-16-12-8-4/h23-24,26-27,66-70,75H,5-22,25,28-65H2,1-4H3,(H,80,81)(H,82,83)/b26-23-,27-24-/t66?,67?,68-,69-,70-/m1/s1	DOIDLNHEBJAZLK-GRSYHQSFSA-N	1360.940927			MMDBc0030815
BASm0018183	CL(16:1(9Z)/19:0cycv8c/18:1(9Z)/18:1(9Z))	CL(16:1(9Z)/19:0cycv8c/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/19:0cycv8c/18:1(9Z)/18:1(9Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-20-23-26-29-31-34-37-40-45-50-56-62-78(83)90-68-75(96-79(84)63-57-51-46-41-38-35-32-30-27-24-21-18-14-10-6-2)70-94-98(86,87)92-66-74(81)67-93-99(88,89)95-71-76(69-91-77(82)61-55-49-44-39-36-33-28-25-22-19-15-11-7-3)97-80(85)64-58-52-47-42-43-48-54-60-73-65-72(73)59-53-16-12-8-4/h25,28-32,72-76,81H,5-24,26-27,33-71H2,1-4H3,(H,86,87)(H,88,89)/b28-25-,31-29-,32-30-/t72?,73?,74-,75-,76-/m1/s1	RCQGQAJQVCYMEF-QFFKTDOUSA-N	1443.019177			MMDBc0030816
BASm0018184	CL(16:1(9Z)/19:0cycv8c/18:1(9Z)/19:0cycv8c)	CL(16:1(9Z)/19:0cycv8c/18:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/19:0cycv8c/18:1(9Z)/19:0cycv8c) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C4 positions, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-19-21-23-25-26-28-30-32-38-44-52-60-79(84)92-68-77(98-81(86)62-54-46-40-34-36-42-50-58-74-64-72(74)56-48-16-12-8-4)70-96-100(89,90)94-66-75(82)65-93-99(87,88)95-69-76(67-91-78(83)59-51-43-37-31-29-27-24-22-20-18-14-10-6-2)97-80(85)61-53-45-39-33-35-41-49-57-73-63-71(73)55-47-15-11-7-3/h22,24-26,71-77,82H,5-21,23,27-70H2,1-4H3,(H,87,88)(H,89,90)/b24-22-,26-25-/t71?,72?,73?,74?,75-,76+,77+/m0/s1	YCRHKKCIQKHNTL-GBZGQYLISA-N	1457.034827			MMDBc0030817
BASm0018185	CL(16:1(9Z)/19:0cycv8c/19:0cycv8c/16:1(9Z))	CL(16:1(9Z)/19:0cycv8c/19:0cycv8c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/19:0cycv8c/19:0cycv8c/16:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C4 positions, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C3 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-19-21-23-25-27-29-35-41-49-57-76(81)89-65-75(96-79(84)60-52-44-38-32-34-40-48-56-72-62-70(72)54-46-16-12-8-4)68-94-98(87,88)92-64-73(80)63-91-97(85,86)93-67-74(95-78(83)59-51-43-36-30-28-26-24-22-20-18-14-10-6-2)66-90-77(82)58-50-42-37-31-33-39-47-55-71-61-69(71)53-45-15-11-7-3/h21-24,69-75,80H,5-20,25-68H2,1-4H3,(H,85,86)(H,87,88)/b23-21-,24-22-/t69?,70?,71?,72?,73-,74-,75-/m1/s1	SDQNNOHPWRGGGY-DXKBZWMTSA-N	1429.003527			MMDBc0030818
BASm0018186	CL(16:1(9Z)/19:0cycv8c/19:0cycv8c/18:1(9Z))	CL(16:1(9Z)/19:0cycv8c/19:0cycv8c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/19:0cycv8c/19:0cycv8c/18:1(9Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-19-21-23-25-26-28-30-32-38-45-53-61-80(85)97-76(68-92-79(84)60-52-44-39-33-35-41-49-57-73-63-71(73)55-47-15-11-7-3)69-95-99(87,88)93-65-75(82)66-94-100(89,90)96-70-77(67-91-78(83)59-51-43-37-31-29-27-24-22-20-18-14-10-6-2)98-81(86)62-54-46-40-34-36-42-50-58-74-64-72(74)56-48-16-12-8-4/h22,24-26,71-77,82H,5-21,23,27-70H2,1-4H3,(H,87,88)(H,89,90)/b24-22-,26-25-/t71?,72?,73?,74?,75-,76-,77-/m1/s1	WAWLOBGJJSIYRO-VNAOGGNCSA-N	1457.034827			MMDBc0030819
BASm0018187	CL(16:1(9Z)/19:0cycv8c/19:0cycv8c/17:0cycw7c)	CL(16:1(9Z)/19:0cycv8c/19:0cycv8c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/19:0cycv8c/19:0cycv8c/17:0cycw7c) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-18-19-20-21-22-23-28-35-45-55-77(82)90-64-75(96-79(84)57-47-37-30-25-27-33-43-53-72-60-69(72)50-40-15-11-7-3)66-94-98(86,87)92-62-74(81)63-93-99(88,89)95-67-76(97-80(85)58-48-38-31-34-44-54-73-61-70(73)51-41-16-12-8-4)65-91-78(83)56-46-36-29-24-26-32-42-52-71-59-68(71)49-39-14-10-6-2/h19-20,68-76,81H,5-18,21-67H2,1-4H3,(H,86,87)(H,88,89)/b20-19-/t68?,69?,70?,71?,72?,73?,74-,75+,76+/m0/s1	FXYSSHGDFOHCPT-CCVXERAJSA-N	1443.019177			MMDBc0030820
BASm0018188	CL(16:1(9Z)/19:0cycv8c/19:0cycv8c/14:0)	CL(16:1(9Z)/19:0cycv8c/19:0cycv8c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/19:0cycv8c/19:0cycv8c/14:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-19-21-23-24-26-27-33-39-47-55-74(79)87-63-73(94-77(82)58-50-42-36-30-32-38-46-54-70-60-68(70)52-44-16-12-8-4)66-92-96(85,86)90-62-71(78)61-89-95(83,84)91-65-72(93-76(81)57-49-41-34-28-25-22-20-18-14-10-6-2)64-88-75(80)56-48-40-35-29-31-37-45-53-69-59-67(69)51-43-15-11-7-3/h21,23,67-73,78H,5-20,22,24-66H2,1-4H3,(H,83,84)(H,85,86)/b23-21-/t67?,68?,69?,70?,71-,72-,73-/m1/s1	BDAFFDAFICNILF-KTBODRBMSA-N	1402.987877			MMDBc0030821
BASm0018189	CL(16:1(9Z)/19:0cycv8c/17:0cycw7c/16:1(9Z))	CL(16:1(9Z)/19:0cycv8c/17:0cycw7c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/19:0cycv8c/17:0cycw7c/16:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-19-21-23-25-27-29-33-39-47-55-74(79)87-63-72(94-77(82)58-50-41-35-31-32-37-45-53-69-59-67(69)51-43-15-11-7-3)65-91-95(83,84)89-61-71(78)62-90-96(85,86)92-66-73(93-76(81)57-49-40-34-30-28-26-24-22-20-18-14-10-6-2)64-88-75(80)56-48-42-36-38-46-54-70-60-68(70)52-44-16-12-8-4/h21-24,67-73,78H,5-20,25-66H2,1-4H3,(H,83,84)(H,85,86)/b23-21-,24-22-/t67?,68?,69?,70?,71-,72+,73+/m0/s1	YAUAKPCZRIHNLB-BGYMDDJSSA-N	1400.972227			MMDBc0030822
BASm0018190	CL(16:1(9Z)/19:0cycv8c/17:0cycw7c/19:0cycv8c)	CL(16:1(9Z)/19:0cycv8c/17:0cycw7c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/19:0cycv8c/17:0cycw7c/19:0cycv8c) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-18-19-20-21-22-23-28-35-45-55-77(82)90-64-75(96-79(84)57-47-36-29-24-26-32-42-52-71-59-68(71)49-39-14-10-6-2)66-94-98(86,87)92-62-74(81)63-93-99(88,89)95-67-76(65-91-78(83)56-46-38-31-34-44-54-73-61-70(73)51-41-16-12-8-4)97-80(85)58-48-37-30-25-27-33-43-53-72-60-69(72)50-40-15-11-7-3/h19-20,68-76,81H,5-18,21-67H2,1-4H3,(H,86,87)(H,88,89)/b20-19-/t68?,69?,70?,71?,72?,73?,74-,75+,76+/m0/s1	XUGSNYWRAOIFIQ-CCVXERAJSA-N	1443.019177			MMDBc0030823
BASm0018191	CL(16:1(9Z)/19:0cycv8c/17:0cycw7c/17:0cycw7c)	CL(16:1(9Z)/19:0cycv8c/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/19:0cycv8c/17:0cycw7c/17:0cycw7c) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-18-19-20-21-22-23-26-33-43-53-75(80)88-62-73(94-77(82)55-45-34-27-24-25-30-40-50-69-57-66(69)47-37-14-10-6-2)64-92-96(84,85)90-60-72(79)61-91-97(86,87)93-65-74(95-78(83)56-46-36-29-32-42-52-71-59-68(71)49-39-16-12-8-4)63-89-76(81)54-44-35-28-31-41-51-70-58-67(70)48-38-15-11-7-3/h19-20,66-74,79H,5-18,21-65H2,1-4H3,(H,84,85)(H,86,87)/b20-19-/t66?,67?,68?,69?,70?,71?,72-,73+,74+/m0/s1	APARLNUTWZGRHL-VZRUBYQGSA-N	1414.987877			MMDBc0030824
BASm0018192	CL(16:1(9Z)/19:0cycv8c/14:0/16:1(9Z))	CL(16:1(9Z)/19:0cycv8c/14:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/19:0cycv8c/14:0/16:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-17-20-23-26-28-31-34-39-44-50-56-72(77)85-63-70(91-74(79)58-52-46-41-36-37-42-48-54-67-59-66(67)53-47-16-12-8-4)65-89-93(82,83)87-61-68(75)60-86-92(80,81)88-64-69(62-84-71(76)55-49-43-38-33-30-25-22-19-15-11-7-3)90-73(78)57-51-45-40-35-32-29-27-24-21-18-14-10-6-2/h23-24,26-27,66-70,75H,5-22,25,28-65H2,1-4H3,(H,80,81)(H,82,83)/b26-23-,27-24-/t66?,67?,68-,69-,70-/m1/s1	WAZPSDAAOCYQER-GRSYHQSFSA-N	1360.940927			MMDBc0030825
BASm0018193	CL(16:1(9Z)/19:0cycv8c/14:0/19:0cycv8c)	CL(16:1(9Z)/19:0cycv8c/14:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/19:0cycv8c/14:0/19:0cycv8c) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-19-21-23-24-26-28-34-40-48-56-75(80)88-64-73(94-77(82)58-50-42-36-30-32-38-46-54-70-60-68(70)52-44-16-12-8-4)66-92-96(85,86)90-62-71(78)61-89-95(83,84)91-65-72(63-87-74(79)55-47-39-33-27-25-22-20-18-14-10-6-2)93-76(81)57-49-41-35-29-31-37-45-53-69-59-67(69)51-43-15-11-7-3/h21,23,67-73,78H,5-20,22,24-66H2,1-4H3,(H,83,84)(H,85,86)/b23-21-/t67?,68?,69?,70?,71-,72-,73-/m1/s1	KGKXLHSZJMGCFL-KTBODRBMSA-N	1402.987877			MMDBc0030826
BASm0018194	CL(16:1(9Z)/19:0cycv8c/14:0/14:0)	CL(16:1(9Z)/19:0cycv8c/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/19:0cycv8c/14:0/14:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C72H136O17P2	InChI=1S/C72H136O17P2/c1-5-9-13-17-20-23-26-27-30-32-37-42-48-54-70(75)83-61-68(89-72(77)56-50-44-39-34-35-40-46-52-65-57-64(65)51-45-16-12-8-4)63-87-91(80,81)85-59-66(73)58-84-90(78,79)86-62-67(88-71(76)55-49-43-38-33-29-25-22-19-15-11-7-3)60-82-69(74)53-47-41-36-31-28-24-21-18-14-10-6-2/h23,26,64-68,73H,5-22,24-25,27-63H2,1-4H3,(H,78,79)(H,80,81)/b26-23-/t64?,65?,66-,67-,68-/m1/s1	FYIORRGGZQXWOS-WNEBOLGTSA-N	1334.925277			MMDBc0030827
BASm0018195	CL(16:1(9Z)/17:0cycw7c/16:1(9Z)/17:0cycw7c)	CL(16:1(9Z)/17:0cycw7c/16:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/17:0cycw7c/16:1(9Z)/17:0cycw7c) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-19-21-23-25-27-29-31-37-45-53-72(77)85-61-70(91-74(79)55-47-39-33-35-43-51-67-57-65(67)49-41-15-11-7-3)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(62-86-73(78)54-46-38-32-30-28-26-24-22-20-18-14-10-6-2)92-75(80)56-48-40-34-36-44-52-68-58-66(68)50-42-16-12-8-4/h21-24,65-71,76H,5-20,25-64H2,1-4H3,(H,81,82)(H,83,84)/b23-21-,24-22-/t65?,66?,67?,68?,69?,70-,71-/m1/s1	FPEOMXWDEKSGJN-CPVZNGSHSA-N	1372.940927			MMDBc0030828
BASm0018196	CL(16:1(9Z)/17:0cycw7c/16:1(9Z)/14:0)	CL(16:1(9Z)/17:0cycw7c/16:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/17:0cycw7c/16:1(9Z)/14:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-17-20-23-26-28-31-33-36-41-47-53-69(74)82-60-67(88-71(76)55-49-43-38-35-30-25-22-19-15-11-7-3)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(61-83-70(75)54-48-42-37-34-32-29-27-24-21-18-14-10-6-2)89-72(77)56-50-44-39-40-46-52-65-57-64(65)51-45-16-12-8-4/h23-24,26-27,64-68,73H,5-22,25,28-63H2,1-4H3,(H,78,79)(H,80,81)/b26-23-,27-24-/t64?,65?,66-,67-,68-/m1/s1	IWPJCIXJAAZFGO-NQJFBCBXSA-N	1332.909627			MMDBc0030829
BASm0018197	CL(16:1(9Z)/17:0cycw7c/18:1(9Z)/18:1(9Z))	CL(16:1(9Z)/17:0cycw7c/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/17:0cycw7c/18:1(9Z)/18:1(9Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-20-23-26-29-31-34-37-40-43-48-54-60-75(80)88-66-73(94-77(82)61-55-49-44-41-38-35-32-30-27-24-21-18-14-10-6-2)68-92-96(84,85)90-64-72(79)65-91-97(86,87)93-69-74(67-89-76(81)59-53-47-42-39-36-33-28-25-22-19-15-11-7-3)95-78(83)62-56-50-45-46-52-58-71-63-70(71)57-51-16-12-8-4/h25,28-32,70-74,79H,5-24,26-27,33-69H2,1-4H3,(H,84,85)(H,86,87)/b28-25-,31-29-,32-30-/t70?,71?,72-,73-,74-/m1/s1	GPDFZZMAHWCTAU-UQEVBLPUSA-N	1414.987877			MMDBc0030830
BASm0018198	CL(16:1(9Z)/17:0cycw7c/18:1(9Z)/17:0cycw7c)	CL(16:1(9Z)/17:0cycw7c/18:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/17:0cycw7c/18:1(9Z)/17:0cycw7c) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C4 positions, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-19-21-23-25-26-28-30-32-34-40-48-56-75(80)88-64-73(94-77(82)58-50-42-36-38-46-54-70-60-68(70)52-44-16-12-8-4)66-92-96(85,86)90-62-71(78)61-89-95(83,84)91-65-72(63-87-74(79)55-47-39-33-31-29-27-24-22-20-18-14-10-6-2)93-76(81)57-49-41-35-37-45-53-69-59-67(69)51-43-15-11-7-3/h22,24-26,67-73,78H,5-21,23,27-66H2,1-4H3,(H,83,84)(H,85,86)/b24-22-,26-25-/t67?,68?,69?,70?,71-,72+,73+/m0/s1	YLOXYAGZLXVPRI-IEZUOYGVSA-N	1400.972227			MMDBc0030831
BASm0018199	CL(16:1(9Z)/17:0cycw7c/19:0cycv8c/19:0cycv8c)	CL(16:1(9Z)/17:0cycw7c/19:0cycv8c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/17:0cycw7c/19:0cycv8c/19:0cycv8c) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C2 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-18-19-20-21-22-23-28-35-45-55-77(82)90-65-76(97-80(85)58-48-38-31-34-44-54-73-61-70(73)51-41-16-12-8-4)67-95-99(88,89)93-63-74(81)62-92-98(86,87)94-66-75(96-79(84)57-47-37-30-25-27-33-43-53-72-60-69(72)50-40-15-11-7-3)64-91-78(83)56-46-36-29-24-26-32-42-52-71-59-68(71)49-39-14-10-6-2/h19-20,68-76,81H,5-18,21-67H2,1-4H3,(H,86,87)(H,88,89)/b20-19-/t68?,69?,70?,71?,72?,73?,74-,75-,76-/m1/s1	MGMPCGMEDVCOLB-ODPHMIISSA-N	1443.019177			MMDBc0030832
BASm0018200	CL(16:1(9Z)/17:0cycw7c/19:0cycv8c/17:0cycw7c)	CL(16:1(9Z)/17:0cycw7c/19:0cycv8c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/17:0cycw7c/19:0cycv8c/17:0cycw7c) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-18-19-20-21-22-23-26-33-43-53-75(80)88-62-73(94-77(82)55-45-35-28-31-41-51-70-58-67(70)48-38-15-11-7-3)64-92-96(84,85)90-60-72(79)61-91-97(86,87)93-65-74(95-78(83)56-46-36-29-32-42-52-71-59-68(71)49-39-16-12-8-4)63-89-76(81)54-44-34-27-24-25-30-40-50-69-57-66(69)47-37-14-10-6-2/h19-20,66-74,79H,5-18,21-65H2,1-4H3,(H,84,85)(H,86,87)/b20-19-/t66?,67?,68?,69?,70?,71?,72-,73+,74+/m0/s1	YBZOAZWTAFXZBZ-VZRUBYQGSA-N	1414.987877			MMDBc0030833
BASm0018201	CL(16:1(9Z)/17:0cycw7c/17:0cycw7c/16:1(9Z))	CL(16:1(9Z)/17:0cycw7c/17:0cycw7c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/17:0cycw7c/17:0cycw7c/16:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C4 positions, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C3 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-19-21-23-25-27-29-31-37-45-53-72(77)85-61-71(92-75(80)56-48-40-34-36-44-52-68-58-66(68)50-42-16-12-8-4)64-90-94(83,84)88-60-69(76)59-87-93(81,82)89-63-70(91-74(79)55-47-38-32-30-28-26-24-22-20-18-14-10-6-2)62-86-73(78)54-46-39-33-35-43-51-67-57-65(67)49-41-15-11-7-3/h21-24,65-71,76H,5-20,25-64H2,1-4H3,(H,81,82)(H,83,84)/b23-21-,24-22-/t65?,66?,67?,68?,69-,70-,71-/m1/s1	VYPRCYZPCPFMIU-LOMGVZFUSA-N	1372.940927			MMDBc0030834
BASm0018202	CL(16:1(9Z)/17:0cycw7c/17:0cycw7c/18:1(9Z))	CL(16:1(9Z)/17:0cycw7c/17:0cycw7c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/17:0cycw7c/17:0cycw7c/18:1(9Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-19-21-23-25-26-28-30-32-34-40-49-57-76(81)93-72(64-88-75(80)56-48-41-35-37-45-53-69-59-67(69)51-43-15-11-7-3)65-91-95(83,84)89-61-71(78)62-90-96(85,86)92-66-73(63-87-74(79)55-47-39-33-31-29-27-24-22-20-18-14-10-6-2)94-77(82)58-50-42-36-38-46-54-70-60-68(70)52-44-16-12-8-4/h22,24-26,67-73,78H,5-21,23,27-66H2,1-4H3,(H,83,84)(H,85,86)/b24-22-,26-25-/t67?,68?,69?,70?,71-,72-,73-/m1/s1	FROQPVBYEZKMPZ-CZEMZEGDSA-N	1400.972227			MMDBc0030835
BASm0018203	CL(16:1(9Z)/17:0cycw7c/17:0cycw7c/19:0cycv8c)	CL(16:1(9Z)/17:0cycw7c/17:0cycw7c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/17:0cycw7c/17:0cycw7c/19:0cycv8c) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-18-19-20-21-22-23-26-33-43-53-75(80)88-62-74(95-78(83)56-46-36-29-32-42-52-71-59-68(71)49-39-16-12-8-4)65-93-97(86,87)91-61-72(79)60-90-96(84,85)92-64-73(63-89-76(81)54-44-35-28-31-41-51-70-58-67(70)48-38-15-11-7-3)94-77(82)55-45-34-27-24-25-30-40-50-69-57-66(69)47-37-14-10-6-2/h19-20,66-74,79H,5-18,21-65H2,1-4H3,(H,84,85)(H,86,87)/b20-19-/t66?,67?,68?,69?,70?,71?,72-,73-,74-/m1/s1	CDTPWMCVPQFJGJ-TXVZMXNYSA-N	1414.987877			MMDBc0030836
BASm0018204	CL(16:1(9Z)/17:0cycw7c/17:0cycw7c/17:0cycw7c)	CL(16:1(9Z)/17:0cycw7c/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/17:0cycw7c/17:0cycw7c/17:0cycw7c) contains one chain of (9Z-hexadecenoyl) at the C1 position, three chains of (heptadec-9-10-cyclo-anoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-17-18-19-20-21-22-23-24-31-41-51-73(78)86-60-71(92-75(80)53-43-33-26-29-39-49-68-56-65(68)46-36-15-11-7-3)62-90-94(82,83)88-58-70(77)59-89-95(84,85)91-63-72(93-76(81)54-44-34-27-30-40-50-69-57-66(69)47-37-16-12-8-4)61-87-74(79)52-42-32-25-28-38-48-67-55-64(67)45-35-14-10-6-2/h19-20,64-72,77H,5-18,21-63H2,1-4H3,(H,82,83)(H,84,85)/b20-19-/t64?,65?,66?,67?,68?,69?,70-,71+,72+/m0/s1	HOJZJLCIJOMKGS-RCDAQYGGSA-N	1386.956577			MMDBc0030837
BASm0018205	CL(16:1(9Z)/17:0cycw7c/17:0cycw7c/14:0)	CL(16:1(9Z)/17:0cycw7c/17:0cycw7c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/17:0cycw7c/17:0cycw7c/14:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-19-21-23-24-26-27-29-35-43-51-70(75)83-59-69(90-73(78)54-46-38-32-34-42-50-66-56-64(66)48-40-16-12-8-4)62-88-92(81,82)86-58-67(74)57-85-91(79,80)87-61-68(89-72(77)53-45-36-30-28-25-22-20-18-14-10-6-2)60-84-71(76)52-44-37-31-33-41-49-65-55-63(65)47-39-15-11-7-3/h21,23,63-69,74H,5-20,22,24-62H2,1-4H3,(H,79,80)(H,81,82)/b23-21-/t63?,64?,65?,66?,67-,68-,69-/m1/s1	LAOLAPUZPICOED-OVPYOKKRSA-N	1346.925277			MMDBc0030838
BASm0018206	CL(16:1(9Z)/17:0cycw7c/14:0/16:1(9Z))	CL(16:1(9Z)/17:0cycw7c/14:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/17:0cycw7c/14:0/16:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-17-20-23-26-28-31-34-37-42-48-54-70(75)83-61-68(89-72(77)56-50-44-39-40-46-52-65-57-64(65)51-45-16-12-8-4)63-87-91(80,81)85-59-66(73)58-84-90(78,79)86-62-67(60-82-69(74)53-47-41-36-33-30-25-22-19-15-11-7-3)88-71(76)55-49-43-38-35-32-29-27-24-21-18-14-10-6-2/h23-24,26-27,64-68,73H,5-22,25,28-63H2,1-4H3,(H,78,79)(H,80,81)/b26-23-,27-24-/t64?,65?,66-,67-,68-/m1/s1	WWSKVEMWZPVAOU-NQJFBCBXSA-N	1332.909627			MMDBc0030839
BASm0018207	CL(16:1(9Z)/17:0cycw7c/14:0/17:0cycw7c)	CL(16:1(9Z)/17:0cycw7c/14:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/17:0cycw7c/14:0/17:0cycw7c) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-19-21-23-24-26-28-30-36-44-52-71(76)84-60-69(90-73(78)54-46-38-32-34-42-50-66-56-64(66)48-40-16-12-8-4)62-88-92(81,82)86-58-67(74)57-85-91(79,80)87-61-68(59-83-70(75)51-43-35-29-27-25-22-20-18-14-10-6-2)89-72(77)53-45-37-31-33-41-49-65-55-63(65)47-39-15-11-7-3/h21,23,63-69,74H,5-20,22,24-62H2,1-4H3,(H,79,80)(H,81,82)/b23-21-/t63?,64?,65?,66?,67-,68-,69-/m1/s1	BWUYJOXCHJSFBM-OVPYOKKRSA-N	1346.925277			MMDBc0030840
BASm0018208	CL(16:1(9Z)/14:0/16:1(9Z)/14:0)	CL(16:1(9Z)/14:0/16:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/14:0/16:1(9Z)/14:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, two chains of tetradecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-31-35-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-34-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-36-32-30-26-22-18-14-10-6-2/h25-26,29-30,63-65,70H,5-24,27-28,31-62H2,1-4H3,(H,75,76)(H,77,78)/b29-25-,30-26-/t64-,65-/m1/s1	JRGUXQGWAIAULS-MKIXNFRGSA-N	1292.878327			MMDBc0030841
BASm0018209	CL(16:1(9Z)/14:0/18:1(9Z)/18:1(9Z))	CL(16:1(9Z)/14:0/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/14:0/18:1(9Z)/18:1(9Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-39-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-40-36-31-27-23-19-15-11-7-3/h27,31-35,69-71,76H,5-26,28-30,36-68H2,1-4H3,(H,81,82)(H,83,84)/b31-27-,34-32-,35-33-/t69-,70+,71+/m0/s1	QWAGFVVQSRKOJS-QSGHOTIVSA-N	1374.956577			MMDBc0030842
BASm0018210	CL(16:1(9Z)/14:0/18:1(9Z)/14:0)	CL(16:1(9Z)/14:0/18:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/14:0/18:1(9Z)/14:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of tetradecanoic acid at the C2 and C4 positions, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-36-28-24-20-16-12-8-4)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-35-27-23-19-15-11-7-3)61-81-68(73)55-51-47-43-39-37-33-30-26-22-18-14-10-6-2/h26,30-32,65-67,72H,5-25,27-29,33-64H2,1-4H3,(H,77,78)(H,79,80)/b30-26-,32-31-/t65-,66+,67+/m0/s1	ZXYMKKWQDLFFRT-IRFYLRRBSA-N	1320.909627			MMDBc0030843
BASm0018211	CL(16:1(9Z)/14:0/19:0cycv8c/19:0cycv8c)	CL(16:1(9Z)/14:0/19:0cycv8c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/14:0/19:0cycv8c/19:0cycv8c) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-19-21-23-24-26-27-33-39-47-55-74(79)87-63-72(93-76(81)57-49-41-34-28-25-22-20-18-14-10-6-2)65-91-95(83,84)89-61-71(78)62-90-96(85,86)92-66-73(94-77(82)58-50-42-36-30-32-38-46-54-70-60-68(70)52-44-16-12-8-4)64-88-75(80)56-48-40-35-29-31-37-45-53-69-59-67(69)51-43-15-11-7-3/h21,23,67-73,78H,5-20,22,24-66H2,1-4H3,(H,83,84)(H,85,86)/b23-21-/t67?,68?,69?,70?,71-,72+,73+/m0/s1	XOTFLZXYZDJOGW-ZFEFGUEISA-N	1402.987877			MMDBc0030844
BASm0018212	CL(16:1(9Z)/14:0/19:0cycv8c/14:0)	CL(16:1(9Z)/14:0/19:0cycv8c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/14:0/19:0cycv8c/14:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of tetradecanoic acid at the C2 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC	C72H136O17P2	InChI=1S/C72H136O17P2/c1-5-9-13-17-20-23-26-27-30-31-36-41-47-53-69(74)82-60-67(88-71(76)55-49-43-37-32-28-24-21-18-14-10-6-2)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-72(77)56-50-44-38-33-29-25-22-19-15-11-7-3)61-83-70(75)54-48-42-39-34-35-40-46-52-65-57-64(65)51-45-16-12-8-4/h23,26,64-68,73H,5-22,24-25,27-63H2,1-4H3,(H,78,79)(H,80,81)/b26-23-/t64?,65?,66-,67+,68+/m0/s1	HMASWQAERZIMOV-IDMSIPBESA-N	1334.925277			MMDBc0030845
BASm0018213	CL(16:1(9Z)/14:0/17:0cycw7c/17:0cycw7c)	CL(16:1(9Z)/14:0/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/14:0/17:0cycw7c/17:0cycw7c) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-19-21-23-24-26-27-29-35-43-51-70(75)83-59-68(89-72(77)53-45-36-30-28-25-22-20-18-14-10-6-2)61-87-91(79,80)85-57-67(74)58-86-92(81,82)88-62-69(90-73(78)54-46-38-32-34-42-50-66-56-64(66)48-40-16-12-8-4)60-84-71(76)52-44-37-31-33-41-49-65-55-63(65)47-39-15-11-7-3/h21,23,63-69,74H,5-20,22,24-62H2,1-4H3,(H,79,80)(H,81,82)/b23-21-/t63?,64?,65?,66?,67-,68+,69+/m0/s1	FUSPYHSFSSVRTN-ZSNTYOTOSA-N	1346.925277			MMDBc0030846
BASm0018214	CL(16:1(9Z)/14:0/14:0/16:1(9Z))	CL(16:1(9Z)/14:0/14:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/14:0/14:0/16:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C4 positions, two chains of tetradecanoic acid at the C2 and C3 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h25-26,29-30,63-65,70H,5-24,27-28,31-62H2,1-4H3,(H,75,76)(H,77,78)/b29-25-,30-26-/t63-,64+,65+/m0/s1	SXPWDRZIPPEWLA-SYYNVSEPSA-N	1292.878327			MMDBc0030847
BASm0018215	CL(16:1(9Z)/14:0/14:0/18:1(9Z))	CL(16:1(9Z)/14:0/14:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/14:0/14:0/18:1(9Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2/h26,30-32,65-67,72H,5-25,27-29,33-64H2,1-4H3,(H,77,78)(H,79,80)/b30-26-,32-31-/t65-,66+,67+/m0/s1	QDZUTSWMEXRFPL-IRFYLRRBSA-N	1320.909627			MMDBc0030848
BASm0018216	CL(16:1(9Z)/14:0/14:0/19:0cycv8c)	CL(16:1(9Z)/14:0/14:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/14:0/14:0/19:0cycv8c) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC	C72H136O17P2	InChI=1S/C72H136O17P2/c1-5-9-13-17-20-23-26-27-30-32-37-42-48-54-70(75)82-60-67(88-71(76)55-49-43-38-33-29-25-22-19-15-11-7-3)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(61-83-69(74)53-47-41-36-31-28-24-21-18-14-10-6-2)89-72(77)56-50-44-39-34-35-40-46-52-65-57-64(65)51-45-16-12-8-4/h23,26,64-68,73H,5-22,24-25,27-63H2,1-4H3,(H,78,79)(H,80,81)/b26-23-/t64?,65?,66-,67+,68+/m0/s1	FXZJECMFLYTQCX-IDMSIPBESA-N	1334.925277			MMDBc0030849
BASm0018217	CL(18:1(9Z)/15:0cyclo/15:0cyclo/19:0cycv8c)	CL(18:1(9Z)/15:0cyclo/15:0cyclo/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/15:0cyclo/15:0cyclo/19:0cycv8c) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-15-16-17-18-19-20-21-22-23-26-33-41-51-73(78)86-60-72(93-76(81)54-44-36-29-32-40-49-67-56-65(67)46-12-8-4)63-91-95(84,85)89-59-70(77)58-88-94(82,83)90-62-71(61-87-74(79)52-42-35-28-31-39-48-66-55-64(66)45-11-7-3)92-75(80)53-43-34-27-24-25-30-38-50-69-57-68(69)47-37-14-10-6-2/h19-20,64-72,77H,5-18,21-63H2,1-4H3,(H,82,83)(H,84,85)/b20-19-/t64?,65?,66?,67?,68?,69?,70-,71-,72-/m1/s1	XLHVRQZFSYSDCP-DMZORUMKSA-N	1386.956577			MMDBc0030850
BASm0018218	CL(18:1(9Z)/15:0cyclo/15:0cyclo/17:0cycw7c)	CL(18:1(9Z)/15:0cyclo/15:0cyclo/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/15:0cyclo/15:0cyclo/17:0cycw7c) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C74H136O17P2	InChI=1S/C74H136O17P2/c1-5-9-13-15-16-17-18-19-20-21-22-23-24-31-39-49-71(76)84-58-69(90-73(78)51-41-33-26-29-37-47-65-54-63(65)44-12-8-4)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(59-85-72(77)50-40-32-25-28-36-46-64-53-62(64)43-11-7-3)91-74(79)52-42-34-27-30-38-48-67-55-66(67)45-35-14-10-6-2/h19-20,62-70,75H,5-18,21-61H2,1-4H3,(H,80,81)(H,82,83)/b20-19-/t62?,63?,64?,65?,66?,67?,68-,69+,70+/m0/s1	SJOCCSJSQGQLHC-ZTWRKRNGSA-N	1358.925277			MMDBc0030851
BASm0018219	CL(18:1(9Z)/15:0cyclo/15:0cyclo/14:0)	CL(18:1(9Z)/15:0cyclo/15:0cyclo/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/15:0cyclo/15:0cyclo/14:0) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-15-17-19-21-22-23-24-26-27-29-35-41-49-68(73)81-57-67(88-71(76)52-44-38-32-34-40-48-64-54-62(64)46-12-8-4)60-86-90(79,80)84-56-65(72)55-83-89(77,78)85-59-66(87-70(75)51-43-36-30-28-25-20-18-16-14-10-6-2)58-82-69(74)50-42-37-31-33-39-47-63-53-61(63)45-11-7-3/h22-23,61-67,72H,5-21,24-60H2,1-4H3,(H,77,78)(H,79,80)/b23-22-/t61?,62?,63?,64?,65-,66-,67-/m1/s1	CREXIVYQPOFVCX-JNSMUSCQSA-N	1318.893977			MMDBc0030852
BASm0018220	CL(18:1(9Z)/15:0cyclo/16:0/18:1(9Z))	CL(18:1(9Z)/15:0cyclo/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/15:0cyclo/16:0/18:1(9Z)) contains two chains of (9Z-octadecenoyl) at the C1 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-16-19-22-25-28-30-33-36-39-42-47-52-58-74(79)87-65-72(93-76(81)60-54-49-44-45-50-56-69-61-68(69)55-12-8-4)67-91-95(84,85)89-63-70(77)62-88-94(82,83)90-66-71(64-86-73(78)57-51-46-41-38-35-32-27-24-21-18-15-11-7-3)92-75(80)59-53-48-43-40-37-34-31-29-26-23-20-17-14-10-6-2/h28-31,68-72,77H,5-27,32-67H2,1-4H3,(H,82,83)(H,84,85)/b30-28-,31-29-/t68?,69?,70-,71-,72-/m1/s1	ASKAVNQUILKMNH-OVQOEVENSA-N	1388.972227			MMDBc0030853
BASm0018221	CL(18:1(9Z)/15:0cyclo/16:1(9Z)/18:1(9Z))	CL(18:1(9Z)/15:0cyclo/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/15:0cyclo/16:1(9Z)/18:1(9Z)) contains two chains of (9Z-octadecenoyl) at the C1 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-16-19-22-25-28-30-33-36-39-42-47-52-58-74(79)87-65-72(93-76(81)60-54-49-44-45-50-56-69-61-68(69)55-12-8-4)67-91-95(84,85)89-63-70(77)62-88-94(82,83)90-66-71(64-86-73(78)57-51-46-41-38-35-32-27-24-21-18-15-11-7-3)92-75(80)59-53-48-43-40-37-34-31-29-26-23-20-17-14-10-6-2/h24,27-31,68-72,77H,5-23,25-26,32-67H2,1-4H3,(H,82,83)(H,84,85)/b27-24-,30-28-,31-29-/t68?,69?,70-,71-,72-/m1/s1	MGYLKSQBVDXOCR-BCRRLHGUSA-N	1386.956577			MMDBc0030854
BASm0018222	CL(18:1(9Z)/15:0cyclo/18:1(9Z)/18:1(9Z))	CL(18:1(9Z)/15:0cyclo/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/15:0cyclo/18:1(9Z)/18:1(9Z)) contains three chains of (9Z-octadecenoyl) at the C1, C3 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-16-19-22-25-28-31-34-37-40-43-48-53-59-75(80)88-66-73(94-77(82)61-55-50-45-42-39-36-33-30-27-24-21-18-15-11-7-3)68-92-96(84,85)90-64-72(79)65-91-97(86,87)93-69-74(95-78(83)62-56-51-46-47-52-58-71-63-70(71)57-12-8-4)67-89-76(81)60-54-49-44-41-38-35-32-29-26-23-20-17-14-10-6-2/h28-33,70-74,79H,5-27,34-69H2,1-4H3,(H,84,85)(H,86,87)/b31-28-,32-29-,33-30-/t70?,71?,72-,73-,74-/m1/s1	UCOXAUKPDXIEPI-ICSTUEAZSA-N	1414.987877			MMDBc0030855
BASm0018223	CL(18:1(9Z)/15:0cyclo/18:1(9Z)/19:0cycv8c)	CL(18:1(9Z)/15:0cyclo/18:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/15:0cyclo/18:1(9Z)/19:0cycv8c) contains two chains of (9Z-octadecenoyl) at the C1 and C3 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-16-18-20-22-24-26-28-30-32-36-42-49-57-76(81)89-65-74(95-78(83)59-51-44-38-34-35-40-47-56-72-62-71(72)54-46-15-11-7-3)67-93-97(85,86)91-63-73(80)64-92-98(87,88)94-68-75(96-79(84)60-52-45-39-41-48-55-70-61-69(70)53-12-8-4)66-90-77(82)58-50-43-37-33-31-29-27-25-23-21-19-17-14-10-6-2/h24-27,69-75,80H,5-23,28-68H2,1-4H3,(H,85,86)(H,87,88)/b26-24-,27-25-/t69?,70?,71?,72?,73-,74-,75-/m1/s1	TWCPFTOWRWZPRX-AMHNGUHLSA-N	1429.003527			MMDBc0030856
BASm0018224	CL(18:1(9Z)/15:0cyclo/18:1(9Z)/17:0cycw7c)	CL(18:1(9Z)/15:0cyclo/18:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/15:0cyclo/18:1(9Z)/17:0cycw7c) contains two chains of (9Z-octadecenoyl) at the C1 and C3 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-16-18-20-22-24-26-28-30-32-34-40-47-55-74(79)87-63-72(93-76(81)57-49-42-36-38-45-53-68-59-67(68)51-12-8-4)65-91-95(83,84)89-61-71(78)62-90-96(85,86)92-66-73(94-77(82)58-50-43-37-39-46-54-70-60-69(70)52-44-15-11-7-3)64-88-75(80)56-48-41-35-33-31-29-27-25-23-21-19-17-14-10-6-2/h24-27,67-73,78H,5-23,28-66H2,1-4H3,(H,83,84)(H,85,86)/b26-24-,27-25-/t67?,68?,69?,70?,71-,72+,73+/m0/s1	NCPDKXCPRXBHOY-BTWGRSJRSA-N	1400.972227			MMDBc0030857
BASm0018225	CL(18:1(9Z)/15:0cyclo/18:1(9Z)/14:0)	CL(18:1(9Z)/15:0cyclo/18:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/15:0cyclo/18:1(9Z)/14:0) contains two chains of (9Z-octadecenoyl) at the C1 and C3 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-16-19-22-25-27-29-31-34-36-39-44-49-55-71(76)84-62-69(90-73(78)57-51-46-41-38-33-24-21-18-15-11-7-3)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(91-74(79)58-52-47-42-43-48-54-67-59-66(67)53-12-8-4)63-85-72(77)56-50-45-40-37-35-32-30-28-26-23-20-17-14-10-6-2/h27-30,66-70,75H,5-26,31-65H2,1-4H3,(H,80,81)(H,82,83)/b29-27-,30-28-/t66?,67?,68-,69-,70-/m1/s1	XMTKLTCXNVYNDV-CYZDRUFYSA-N	1360.940927			MMDBc0030858
BASm0018226	CL(18:1(9Z)/15:0cyclo/19:0cycv8c/18:1(9Z))	CL(18:1(9Z)/15:0cyclo/19:0cycv8c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/15:0cyclo/19:0cycv8c/18:1(9Z)) contains two chains of (9Z-octadecenoyl) at the C1 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-16-18-20-22-24-26-28-30-32-36-42-49-57-76(81)89-66-75(96-79(84)60-52-45-39-41-48-55-70-61-69(70)53-12-8-4)68-94-98(87,88)92-64-73(80)63-91-97(85,86)93-67-74(95-78(83)59-51-44-37-33-31-29-27-25-23-21-19-17-14-10-6-2)65-90-77(82)58-50-43-38-34-35-40-47-56-72-62-71(72)54-46-15-11-7-3/h24-27,69-75,80H,5-23,28-68H2,1-4H3,(H,85,86)(H,87,88)/b26-24-,27-25-/t69?,70?,71?,72?,73-,74-,75-/m1/s1	WRGLHSIYYWQUFG-AMHNGUHLSA-N	1429.003527			MMDBc0030859
BASm0018227	CL(18:1(9Z)/15:0cyclo/19:0cycv8c/19:0cycv8c)	CL(18:1(9Z)/15:0cyclo/19:0cycv8c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/15:0cyclo/19:0cycv8c/19:0cycv8c) contains one chain of (9Z-octadecenoyl) at the C1 position, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-16-17-18-19-20-21-22-23-24-29-36-45-55-77(82)90-65-76(97-80(85)58-48-39-32-35-44-52-69-59-68(69)49-12-8-4)67-95-99(88,89)93-63-74(81)62-92-98(86,87)94-66-75(96-79(84)57-47-38-31-26-28-34-43-54-73-61-71(73)51-41-15-11-7-3)64-91-78(83)56-46-37-30-25-27-33-42-53-72-60-70(72)50-40-14-10-6-2/h20-21,68-76,81H,5-19,22-67H2,1-4H3,(H,86,87)(H,88,89)/b21-20-/t68?,69?,70?,71?,72?,73?,74-,75-,76-/m1/s1	VWEAXLFHYUBNEP-LBRPGRMQSA-N	1443.019177			MMDBc0030860
BASm0018228	CL(18:1(9Z)/15:0cyclo/17:0cycw7c/18:1(9Z))	CL(18:1(9Z)/15:0cyclo/17:0cycw7c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/15:0cyclo/17:0cycw7c/18:1(9Z)) contains two chains of (9Z-octadecenoyl) at the C1 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-16-18-20-22-24-26-28-30-32-34-40-47-55-74(79)87-63-73(94-77(82)58-50-43-37-39-45-53-68-59-67(68)51-12-8-4)66-92-96(85,86)90-62-71(78)61-89-95(83,84)91-65-72(93-76(81)57-49-41-35-33-31-29-27-25-23-21-19-17-14-10-6-2)64-88-75(80)56-48-42-36-38-46-54-70-60-69(70)52-44-15-11-7-3/h24-27,67-73,78H,5-23,28-66H2,1-4H3,(H,83,84)(H,85,86)/b26-24-,27-25-/t67?,68?,69?,70?,71-,72-,73-/m1/s1	SSHNDWOIADUBNM-BOOWFHGOSA-N	1400.972227			MMDBc0030861
BASm0018229	CL(18:1(9Z)/15:0cyclo/17:0cycw7c/17:0cycw7c)	CL(18:1(9Z)/15:0cyclo/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/15:0cyclo/17:0cycw7c/17:0cycw7c) contains one chain of (9Z-octadecenoyl) at the C1 position, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-16-17-18-19-20-21-22-23-24-25-32-41-51-73(78)86-60-71(92-75(80)53-43-34-27-30-38-48-65-55-64(65)45-12-8-4)62-90-94(82,83)88-58-70(77)59-89-95(84,85)91-63-72(93-76(81)54-44-35-28-31-40-50-69-57-67(69)47-37-15-11-7-3)61-87-74(79)52-42-33-26-29-39-49-68-56-66(68)46-36-14-10-6-2/h20-21,64-72,77H,5-19,22-63H2,1-4H3,(H,82,83)(H,84,85)/b21-20-/t64?,65?,66?,67?,68?,69?,70-,71+,72+/m0/s1	YAYSWMZUPSBNBB-QRHNVOPKSA-N	1386.956577			MMDBc0030862
BASm0018230	CL(18:1(9Z)/15:0cyclo/14:0/18:1(9Z))	CL(18:1(9Z)/15:0cyclo/14:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/15:0cyclo/14:0/18:1(9Z)) contains two chains of (9Z-octadecenoyl) at the C1 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-16-19-22-25-27-29-31-34-37-40-45-50-56-72(77)85-63-70(91-74(79)58-52-47-42-43-48-54-67-59-66(67)53-12-8-4)65-89-93(82,83)87-61-68(75)60-86-92(80,81)88-64-69(62-84-71(76)55-49-44-39-36-33-24-21-18-15-11-7-3)90-73(78)57-51-46-41-38-35-32-30-28-26-23-20-17-14-10-6-2/h27-30,66-70,75H,5-26,31-65H2,1-4H3,(H,80,81)(H,82,83)/b29-27-,30-28-/t66?,67?,68-,69-,70-/m1/s1	VRENPDSSOQBCIL-CYZDRUFYSA-N	1360.940927			MMDBc0030863
BASm0018231	CL(18:1(9Z)/16:0/16:0/19:0cycv8c)	CL(18:1(9Z)/16:0/16:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:0/16:0/19:0cycv8c) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C78H148O17P2	InChI=1S/C78H148O17P2/c1-5-9-13-17-20-23-26-29-30-33-35-38-43-48-54-60-76(81)88-66-73(94-77(82)61-55-49-44-39-36-32-28-25-22-19-15-11-7-3)68-92-96(84,85)90-64-72(79)65-91-97(86,87)93-69-74(67-89-75(80)59-53-47-42-37-34-31-27-24-21-18-14-10-6-2)95-78(83)62-56-50-45-40-41-46-52-58-71-63-70(71)57-51-16-12-8-4/h29-30,70-74,79H,5-28,31-69H2,1-4H3,(H,84,85)(H,86,87)/b30-29-/t70?,71?,72-,73+,74+/m0/s1	GKAPXIJDNZFYBJ-LPHXZXNFSA-N	1419.019177			MMDBc0030864
BASm0018232	CL(18:1(9Z)/16:0/16:0/17:0cycw7c)	CL(18:1(9Z)/16:0/16:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:0/16:0/17:0cycw7c) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C76H144O17P2	InChI=1S/C76H144O17P2/c1-5-9-13-17-20-23-26-29-30-33-35-38-41-46-52-58-73(78)86-64-71(92-75(80)59-53-47-42-39-36-32-28-25-22-19-15-11-7-3)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(65-87-74(79)57-51-45-40-37-34-31-27-24-21-18-14-10-6-2)93-76(81)60-54-48-43-44-50-56-69-61-68(69)55-49-16-12-8-4/h29-30,68-72,77H,5-28,31-67H2,1-4H3,(H,82,83)(H,84,85)/b30-29-/t68?,69?,70-,71+,72+/m0/s1	IXFQQXVOMNPSMN-CYZHNWHKSA-N	1390.987877			MMDBc0030865
BASm0018233	CL(18:1(9Z)/16:0/16:0/14:0)	CL(18:1(9Z)/16:0/16:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:0/16:0/14:0) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-32-33-36-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-35-31-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-37-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-38-34-30-26-22-18-14-10-6-2/h32-33,67-69,74H,5-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b33-32-/t67-,68-,69-/m1/s1	KCRJVDUPGWYOBG-DYEQFORBSA-N	1350.956577			MMDBc0030866
BASm0018234	CL(18:1(9Z)/16:0/16:1(9Z)/18:1(9Z))	CL(18:1(9Z)/16:0/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:0/16:1(9Z)/18:1(9Z)) contains two chains of (9Z-octadecenoyl) at the C1 and C4 positions, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h27,31,33-36,71-73,78H,5-26,28-30,32,37-70H2,1-4H3,(H,83,84)(H,85,86)/b31-27-,35-33-,36-34-/t71-,72+,73+/m0/s1	IHQLAPNPMMRNGU-ZZSPFTRZSA-N	1402.987877			MMDBc0030867
BASm0018235	CL(18:1(9Z)/16:0/18:1(9Z)/18:1(9Z))	CL(18:1(9Z)/16:0/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:0/18:1(9Z)/18:1(9Z)) contains three chains of (9Z-octadecenoyl) at the C1, C3 and C4 positions, one chain of hexadecanoic acid at the C2 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-36-40-43-47-51-55-59-63-76(81)89-69-74(95-78(83)65-61-57-53-49-45-39-32-28-24-20-16-12-8-4)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2/h33-38,73-75,80H,5-32,39-72H2,1-4H3,(H,85,86)(H,87,88)/b36-33-,37-34-,38-35-/t73-,74+,75+/m0/s1	JUNMAHCDPSQWFI-OUWPEZDYSA-N	1431.019177			MMDBc0030868
BASm0018236	CL(18:1(9Z)/16:0/18:1(9Z)/19:0cycv8c)	CL(18:1(9Z)/16:0/18:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:0/18:1(9Z)/19:0cycv8c) contains two chains of (9Z-octadecenoyl) at the C1 and C3 positions, one chain of hexadecanoic acid at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-20-23-26-29-31-34-36-39-44-49-55-61-77(82)90-68-75(96-79(84)63-57-51-46-41-38-33-28-25-22-19-15-11-7-3)70-94-98(86,87)92-66-74(81)67-93-99(88,89)95-71-76(69-91-78(83)62-56-50-45-40-37-35-32-30-27-24-21-18-14-10-6-2)97-80(85)64-58-52-47-42-43-48-54-60-73-65-72(73)59-53-16-12-8-4/h29-32,72-76,81H,5-28,33-71H2,1-4H3,(H,86,87)(H,88,89)/b31-29-,32-30-/t72?,73?,74-,75+,76+/m0/s1	RGQJSIALFHYLLS-PWXVAMNRSA-N	1445.034827			MMDBc0030869
BASm0018237	CL(18:1(9Z)/16:0/18:1(9Z)/17:0cycw7c)	CL(18:1(9Z)/16:0/18:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:0/18:1(9Z)/17:0cycw7c) contains two chains of (9Z-octadecenoyl) at the C1 and C3 positions, one chain of hexadecanoic acid at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-20-23-26-29-31-34-36-39-42-47-53-59-75(80)88-66-73(94-77(82)61-55-49-44-41-38-33-28-25-22-19-15-11-7-3)68-92-96(84,85)90-64-72(79)65-91-97(86,87)93-69-74(95-78(83)62-56-50-45-46-52-58-71-63-70(71)57-51-16-12-8-4)67-89-76(81)60-54-48-43-40-37-35-32-30-27-24-21-18-14-10-6-2/h29-32,70-74,79H,5-28,33-69H2,1-4H3,(H,84,85)(H,86,87)/b31-29-,32-30-/t70?,71?,72-,73+,74+/m0/s1	SVNILSWEMOSBKG-VZTUYFDVSA-N	1417.003527			MMDBc0030870
BASm0018238	CL(18:1(9Z)/16:0/18:1(9Z)/14:0)	CL(18:1(9Z)/16:0/18:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:0/18:1(9Z)/14:0) contains two chains of (9Z-octadecenoyl) at the C1 and C3 positions, one chain of hexadecanoic acid at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-43-47-51-55-59-72(77)85-65-70(91-74(79)61-57-53-49-45-39-28-24-20-16-12-8-4)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(92-75(80)62-58-54-50-46-42-36-31-27-23-19-15-11-7-3)66-86-73(78)60-56-52-48-44-41-38-35-33-30-26-22-18-14-10-6-2/h32-35,69-71,76H,5-31,36-68H2,1-4H3,(H,81,82)(H,83,84)/b34-32-,35-33-/t69-,70-,71-/m1/s1	GMVLBUSQGKWCNV-GNUWMSSISA-N	1376.972227			MMDBc0030871
BASm0018239	CL(18:1(9Z)/16:0/19:0cycv8c/18:1(9Z))	CL(18:1(9Z)/16:0/19:0cycv8c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:0/19:0cycv8c/18:1(9Z)) contains two chains of (9Z-octadecenoyl) at the C1 and C4 positions, one chain of hexadecanoic acid at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-20-23-26-29-31-34-36-39-44-49-55-61-77(82)90-68-75(96-79(84)63-57-51-45-40-37-33-28-25-22-19-15-11-7-3)70-94-98(86,87)92-66-74(81)67-93-99(88,89)95-71-76(97-80(85)64-58-52-46-41-38-35-32-30-27-24-21-18-14-10-6-2)69-91-78(83)62-56-50-47-42-43-48-54-60-73-65-72(73)59-53-16-12-8-4/h29-32,72-76,81H,5-28,33-71H2,1-4H3,(H,86,87)(H,88,89)/b31-29-,32-30-/t72?,73?,74-,75+,76+/m0/s1	UXCJWXKSUQFCSM-PWXVAMNRSA-N	1445.034827			MMDBc0030872
BASm0018240	CL(18:1(9Z)/16:0/19:0cycv8c/19:0cycv8c)	CL(18:1(9Z)/16:0/19:0cycv8c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:0/19:0cycv8c/19:0cycv8c) contains one chain of (9Z-octadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-19-21-23-25-26-28-29-31-37-43-51-59-78(83)91-67-76(97-80(85)61-53-45-38-32-30-27-24-22-20-18-14-10-6-2)69-95-99(87,88)93-65-75(82)66-94-100(89,90)96-70-77(98-81(86)62-54-46-40-34-36-42-50-58-74-64-72(74)56-48-16-12-8-4)68-92-79(84)60-52-44-39-33-35-41-49-57-73-63-71(73)55-47-15-11-7-3/h25-26,71-77,82H,5-24,27-70H2,1-4H3,(H,87,88)(H,89,90)/b26-25-/t71?,72?,73?,74?,75-,76+,77+/m0/s1	MUUUWXFBTXOVON-SEDBCHABSA-N	1459.050477			MMDBc0030873
BASm0018241	CL(18:1(9Z)/16:0/17:0cycw7c/18:1(9Z))	CL(18:1(9Z)/16:0/17:0cycw7c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:0/17:0cycw7c/18:1(9Z)) contains two chains of (9Z-octadecenoyl) at the C1 and C4 positions, one chain of hexadecanoic acid at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-20-23-26-29-31-34-36-39-42-47-53-59-75(80)88-66-73(94-77(82)61-55-48-43-40-37-33-28-25-22-19-15-11-7-3)68-92-96(84,85)90-64-72(79)65-91-97(86,87)93-69-74(95-78(83)62-56-49-44-41-38-35-32-30-27-24-21-18-14-10-6-2)67-89-76(81)60-54-50-45-46-52-58-71-63-70(71)57-51-16-12-8-4/h29-32,70-74,79H,5-28,33-69H2,1-4H3,(H,84,85)(H,86,87)/b31-29-,32-30-/t70?,71?,72-,73+,74+/m0/s1	LKPSYILSIADLJF-VZTUYFDVSA-N	1417.003527			MMDBc0030874
BASm0018242	CL(18:1(9Z)/16:0/17:0cycw7c/17:0cycw7c)	CL(18:1(9Z)/16:0/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:0/17:0cycw7c/17:0cycw7c) contains one chain of (9Z-octadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-19-21-23-25-26-28-29-31-33-39-47-55-74(79)87-63-72(93-76(81)57-49-40-34-32-30-27-24-22-20-18-14-10-6-2)65-91-95(83,84)89-61-71(78)62-90-96(85,86)92-66-73(94-77(82)58-50-42-36-38-46-54-70-60-68(70)52-44-16-12-8-4)64-88-75(80)56-48-41-35-37-45-53-69-59-67(69)51-43-15-11-7-3/h25-26,67-73,78H,5-24,27-66H2,1-4H3,(H,83,84)(H,85,86)/b26-25-/t67?,68?,69?,70?,71-,72+,73+/m0/s1	WVUSRSCQCDLKQU-LDEMJFSTSA-N	1402.987877			MMDBc0030875
BASm0018243	CL(18:1(9Z)/16:0/14:0/18:1(9Z))	CL(18:1(9Z)/16:0/14:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:0/14:0/18:1(9Z)) contains two chains of (9Z-octadecenoyl) at the C1 and C4 positions, one chain of hexadecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2/h32-35,69-71,76H,5-31,36-68H2,1-4H3,(H,81,82)(H,83,84)/b34-32-,35-33-/t69-,70-,71-/m1/s1	GUWPYZOJMYZBGL-GNUWMSSISA-N	1376.972227			MMDBc0030876
BASm0018244	CL(18:1(9Z)/16:0/14:0/14:0)	CL(18:1(9Z)/16:0/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:0/14:0/14:0) contains one chain of (9Z-octadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-31-32-34-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h31-32,65-67,72H,5-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b32-31-/t65-,66-,67-/m1/s1	CKGVGEBYMCLVPC-BONREKRLSA-N	1322.925277			MMDBc0030877
BASm0018245	CL(18:1(9Z)/16:1(9Z)/16:1(9Z)/19:0cycv8c)	CL(18:1(9Z)/16:1(9Z)/16:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:1(9Z)/16:1(9Z)/19:0cycv8c) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-20-23-26-29-30-33-35-38-43-48-54-60-76(81)88-66-73(94-77(82)61-55-49-44-39-36-32-28-25-22-19-15-11-7-3)68-92-96(84,85)90-64-72(79)65-91-97(86,87)93-69-74(67-89-75(80)59-53-47-42-37-34-31-27-24-21-18-14-10-6-2)95-78(83)62-56-50-45-40-41-46-52-58-71-63-70(71)57-51-16-12-8-4/h24-25,27-30,70-74,79H,5-23,26,31-69H2,1-4H3,(H,84,85)(H,86,87)/b27-24-,28-25-,30-29-/t70?,71?,72-,73+,74+/m0/s1	XFDCZJAMSGYMNY-HFAPLWMXSA-N	1414.987877			MMDBc0030878
BASm0018246	CL(18:1(9Z)/16:1(9Z)/16:1(9Z)/17:0cycw7c)	CL(18:1(9Z)/16:1(9Z)/16:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:1(9Z)/16:1(9Z)/17:0cycw7c) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-17-20-23-26-29-30-33-35-38-41-46-52-58-73(78)86-64-71(92-75(80)59-53-47-42-39-36-32-28-25-22-19-15-11-7-3)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(65-87-74(79)57-51-45-40-37-34-31-27-24-21-18-14-10-6-2)93-76(81)60-54-48-43-44-50-56-69-61-68(69)55-49-16-12-8-4/h24-25,27-30,68-72,77H,5-23,26,31-67H2,1-4H3,(H,82,83)(H,84,85)/b27-24-,28-25-,30-29-/t68?,69?,70-,71+,72+/m0/s1	JDGJPGMDBKKWAB-DTVFJAEGSA-N	1386.956577			MMDBc0030879
BASm0018247	CL(18:1(9Z)/16:1(9Z)/16:1(9Z)/14:0)	CL(18:1(9Z)/16:1(9Z)/16:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:1(9Z)/16:1(9Z)/14:0) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-35-31-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-37-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-38-34-30-26-22-18-14-10-6-2/h26-27,30-33,67-69,74H,5-25,28-29,34-66H2,1-4H3,(H,79,80)(H,81,82)/b30-26-,31-27-,33-32-/t67-,68-,69-/m1/s1	UHPRTPFXOHPOLY-XWDWYVFLSA-N	1346.925277			MMDBc0030880
BASm0018248	CL(18:1(9Z)/16:1(9Z)/18:1(9Z)/18:1(9Z))	CL(18:1(9Z)/16:1(9Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:1(9Z)/18:1(9Z)/18:1(9Z)) contains three chains of (9Z-octadecenoyl) at the C1, C3 and C4 positions, one chain of (9Z-hexadecenoyl) at the C2 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-36-40-43-47-51-55-59-63-76(81)89-69-74(95-78(83)65-61-57-53-49-45-39-32-28-24-20-16-12-8-4)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2/h28,32-38,73-75,80H,5-27,29-31,39-72H2,1-4H3,(H,85,86)(H,87,88)/b32-28-,36-33-,37-34-,38-35-/t73-,74+,75+/m0/s1	NSHXPPPROQLOLP-YOULZROXSA-N	1429.003527			MMDBc0030881
BASm0018249	CL(18:1(9Z)/16:1(9Z)/18:1(9Z)/19:0cycv8c)	CL(18:1(9Z)/16:1(9Z)/18:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:1(9Z)/18:1(9Z)/19:0cycv8c) contains two chains of (9Z-octadecenoyl) at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-20-23-26-29-31-34-36-39-44-49-55-61-77(82)90-68-75(96-79(84)63-57-51-46-41-38-33-28-25-22-19-15-11-7-3)70-94-98(86,87)92-66-74(81)67-93-99(88,89)95-71-76(69-91-78(83)62-56-50-45-40-37-35-32-30-27-24-21-18-14-10-6-2)97-80(85)64-58-52-47-42-43-48-54-60-73-65-72(73)59-53-16-12-8-4/h25,28-32,72-76,81H,5-24,26-27,33-71H2,1-4H3,(H,86,87)(H,88,89)/b28-25-,31-29-,32-30-/t72?,73?,74-,75+,76+/m0/s1	IOPQLTNWMLNLNT-LHENAKNOSA-N	1443.019177			MMDBc0030882
BASm0018250	CL(18:1(9Z)/16:1(9Z)/18:1(9Z)/17:0cycw7c)	CL(18:1(9Z)/16:1(9Z)/18:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:1(9Z)/18:1(9Z)/17:0cycw7c) contains two chains of (9Z-octadecenoyl) at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-20-23-26-29-31-34-36-39-42-47-53-59-75(80)88-66-73(94-77(82)61-55-49-44-41-38-33-28-25-22-19-15-11-7-3)68-92-96(84,85)90-64-72(79)65-91-97(86,87)93-69-74(95-78(83)62-56-50-45-46-52-58-71-63-70(71)57-51-16-12-8-4)67-89-76(81)60-54-48-43-40-37-35-32-30-27-24-21-18-14-10-6-2/h25,28-32,70-74,79H,5-24,26-27,33-69H2,1-4H3,(H,84,85)(H,86,87)/b28-25-,31-29-,32-30-/t70?,71?,72-,73+,74+/m0/s1	VYZVRVWFYPQYRT-UPGZKPGPSA-N	1414.987877			MMDBc0030883
BASm0018251	CL(18:1(9Z)/16:1(9Z)/18:1(9Z)/14:0)	CL(18:1(9Z)/16:1(9Z)/18:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:1(9Z)/18:1(9Z)/14:0) contains two chains of (9Z-octadecenoyl) at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-43-47-51-55-59-72(77)85-65-70(91-74(79)61-57-53-49-45-39-28-24-20-16-12-8-4)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(92-75(80)62-58-54-50-46-42-36-31-27-23-19-15-11-7-3)66-86-73(78)60-56-52-48-44-41-38-35-33-30-26-22-18-14-10-6-2/h27,31-35,69-71,76H,5-26,28-30,36-68H2,1-4H3,(H,81,82)(H,83,84)/b31-27-,34-32-,35-33-/t69-,70-,71-/m1/s1	HARSLSTUQQWMBE-VBGZPMMZSA-N	1374.956577			MMDBc0030884
BASm0018252	CL(18:1(9Z)/16:1(9Z)/19:0cycv8c/18:1(9Z))	CL(18:1(9Z)/16:1(9Z)/19:0cycv8c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:1(9Z)/19:0cycv8c/18:1(9Z)) contains two chains of (9Z-octadecenoyl) at the C1 and C4 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-20-23-26-29-31-34-36-39-44-49-55-61-77(82)90-68-75(96-79(84)63-57-51-45-40-37-33-28-25-22-19-15-11-7-3)70-94-98(86,87)92-66-74(81)67-93-99(88,89)95-71-76(97-80(85)64-58-52-46-41-38-35-32-30-27-24-21-18-14-10-6-2)69-91-78(83)62-56-50-47-42-43-48-54-60-73-65-72(73)59-53-16-12-8-4/h25,28-32,72-76,81H,5-24,26-27,33-71H2,1-4H3,(H,86,87)(H,88,89)/b28-25-,31-29-,32-30-/t72?,73?,74-,75+,76+/m0/s1	QHYWWNOOGGNBHX-LHENAKNOSA-N	1443.019177			MMDBc0030885
BASm0018253	CL(18:1(9Z)/16:1(9Z)/19:0cycv8c/19:0cycv8c)	CL(18:1(9Z)/16:1(9Z)/19:0cycv8c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:1(9Z)/19:0cycv8c/19:0cycv8c) contains one chain of (9Z-octadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-19-21-23-25-26-28-29-31-37-43-51-59-78(83)91-67-76(97-80(85)61-53-45-38-32-30-27-24-22-20-18-14-10-6-2)69-95-99(87,88)93-65-75(82)66-94-100(89,90)96-70-77(98-81(86)62-54-46-40-34-36-42-50-58-74-64-72(74)56-48-16-12-8-4)68-92-79(84)60-52-44-39-33-35-41-49-57-73-63-71(73)55-47-15-11-7-3/h22,24-26,71-77,82H,5-21,23,27-70H2,1-4H3,(H,87,88)(H,89,90)/b24-22-,26-25-/t71?,72?,73?,74?,75-,76+,77+/m0/s1	YHZRUGXQTCULIJ-GBZGQYLISA-N	1457.034827			MMDBc0030886
BASm0018254	CL(18:1(9Z)/16:1(9Z)/17:0cycw7c/18:1(9Z))	CL(18:1(9Z)/16:1(9Z)/17:0cycw7c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:1(9Z)/17:0cycw7c/18:1(9Z)) contains two chains of (9Z-octadecenoyl) at the C1 and C4 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-20-23-26-29-31-34-36-39-42-47-53-59-75(80)88-66-73(94-77(82)61-55-48-43-40-37-33-28-25-22-19-15-11-7-3)68-92-96(84,85)90-64-72(79)65-91-97(86,87)93-69-74(95-78(83)62-56-49-44-41-38-35-32-30-27-24-21-18-14-10-6-2)67-89-76(81)60-54-50-45-46-52-58-71-63-70(71)57-51-16-12-8-4/h25,28-32,70-74,79H,5-24,26-27,33-69H2,1-4H3,(H,84,85)(H,86,87)/b28-25-,31-29-,32-30-/t70?,71?,72-,73+,74+/m0/s1	FEBZJNJXMRIDGN-UPGZKPGPSA-N	1414.987877			MMDBc0030887
BASm0018255	CL(18:1(9Z)/16:1(9Z)/17:0cycw7c/17:0cycw7c)	CL(18:1(9Z)/16:1(9Z)/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:1(9Z)/17:0cycw7c/17:0cycw7c) contains one chain of (9Z-octadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-19-21-23-25-26-28-29-31-33-39-47-55-74(79)87-63-72(93-76(81)57-49-40-34-32-30-27-24-22-20-18-14-10-6-2)65-91-95(83,84)89-61-71(78)62-90-96(85,86)92-66-73(94-77(82)58-50-42-36-38-46-54-70-60-68(70)52-44-16-12-8-4)64-88-75(80)56-48-41-35-37-45-53-69-59-67(69)51-43-15-11-7-3/h22,24-26,67-73,78H,5-21,23,27-66H2,1-4H3,(H,83,84)(H,85,86)/b24-22-,26-25-/t67?,68?,69?,70?,71-,72+,73+/m0/s1	HSDFFHPGTMXCRV-IEZUOYGVSA-N	1400.972227			MMDBc0030888
BASm0018256	CL(18:1(9Z)/16:1(9Z)/14:0/18:1(9Z))	CL(18:1(9Z)/16:1(9Z)/14:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:1(9Z)/14:0/18:1(9Z)) contains two chains of (9Z-octadecenoyl) at the C1 and C4 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2/h27,31-35,69-71,76H,5-26,28-30,36-68H2,1-4H3,(H,81,82)(H,83,84)/b31-27-,34-32-,35-33-/t69-,70-,71-/m1/s1	RHVHUHHCHFFRKC-VBGZPMMZSA-N	1374.956577			MMDBc0030889
BASm0018257	CL(18:1(9Z)/16:1(9Z)/14:0/14:0)	CL(18:1(9Z)/16:1(9Z)/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:1(9Z)/14:0/14:0) contains one chain of (9Z-octadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-31-32-34-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h26,30-32,65-67,72H,5-25,27-29,33-64H2,1-4H3,(H,77,78)(H,79,80)/b30-26-,32-31-/t65-,66-,67-/m1/s1	RXRMOLHQTKDKFH-VOOMOJMUSA-N	1320.909627			MMDBc0030890
BASm0018258	CL(18:1(9Z)/18:1(9Z)/18:1(9Z)/17:0cycw7c)	CL(18:1(9Z)/18:1(9Z)/18:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(9Z)/18:1(9Z)/17:0cycw7c) contains three chains of (9Z-octadecenoyl) at the C1, C2 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-20-23-26-29-32-35-38-41-44-49-55-61-77(82)90-68-75(96-79(84)63-57-51-46-43-40-37-34-31-28-25-22-19-15-11-7-3)70-94-98(86,87)92-66-74(81)67-93-99(88,89)95-71-76(97-80(85)64-58-52-47-48-54-60-73-65-72(73)59-53-16-12-8-4)69-91-78(83)62-56-50-45-42-39-36-33-30-27-24-21-18-14-10-6-2/h29-34,72-76,81H,5-28,35-71H2,1-4H3,(H,86,87)(H,88,89)/b32-29-,33-30-,34-31-/t72?,73?,74-,75+,76+/m0/s1	WEJUEJWTTMNAMO-CXRFZNHDSA-N	1443.019177			MMDBc0030891
BASm0018259	CL(18:1(9Z)/18:1(9Z)/18:1(9Z)/14:0)	CL(18:1(9Z)/18:1(9Z)/18:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(9Z)/18:1(9Z)/14:0) contains three chains of (9Z-octadecenoyl) at the C1, C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-45-49-53-57-61-74(79)87-67-72(93-76(81)63-59-55-51-47-41-28-24-20-16-12-8-4)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)68-88-75(80)62-58-54-50-46-43-39-36-33-30-26-22-18-14-10-6-2/h32-37,71-73,78H,5-31,38-70H2,1-4H3,(H,83,84)(H,85,86)/b35-32-,36-33-,37-34-/t71-,72-,73-/m1/s1	QSWJJFVOMWFCBJ-OLBMVRKJSA-N	1402.987877			MMDBc0030892
BASm0018260	CL(18:1(9Z)/18:1(9Z)/19:0cycv8c/17:0cycw7c)	CL(18:1(9Z)/18:1(9Z)/19:0cycv8c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(9Z)/19:0cycv8c/17:0cycw7c) contains two chains of (9Z-octadecenoyl) at the C1 and C2 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-19-21-23-25-27-29-31-33-37-43-51-59-78(83)91-67-76(97-80(85)61-53-45-38-34-32-30-28-26-24-22-20-18-14-10-6-2)69-95-99(87,88)93-65-75(82)66-94-100(89,90)96-70-77(98-81(86)62-54-46-40-42-50-58-74-64-72(74)56-48-16-12-8-4)68-92-79(84)60-52-44-39-35-36-41-49-57-73-63-71(73)55-47-15-11-7-3/h25-28,71-77,82H,5-24,29-70H2,1-4H3,(H,87,88)(H,89,90)/b27-25-,28-26-/t71?,72?,73?,74?,75-,76+,77+/m0/s1	MWZZXGPZBLTUKG-OCHQLEMMSA-N	1457.034827			MMDBc0030893
BASm0018261	CL(18:1(9Z)/18:1(9Z)/19:0cycv8c/14:0)	CL(18:1(9Z)/18:1(9Z)/19:0cycv8c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(9Z)/19:0cycv8c/14:0) contains two chains of (9Z-octadecenoyl) at the C1 and C2 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-20-23-26-28-30-32-35-37-42-47-53-59-75(80)88-66-73(94-78(83)62-56-50-44-39-36-33-31-29-27-24-21-18-14-10-6-2)68-92-96(84,85)90-64-72(79)65-91-97(86,87)93-69-74(95-77(82)61-55-49-43-38-34-25-22-19-15-11-7-3)67-89-76(81)60-54-48-45-40-41-46-52-58-71-63-70(71)57-51-16-12-8-4/h28-31,70-74,79H,5-27,32-69H2,1-4H3,(H,84,85)(H,86,87)/b30-28-,31-29-/t70?,71?,72-,73+,74+/m0/s1	QDKCURMHYZKPKO-YJVFCRSRSA-N	1417.003527			MMDBc0030894
BASm0018262	CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/18:1(9Z))	CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/18:1(9Z)) contains three chains of (9Z-octadecenoyl) at the C1, C2 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-20-23-26-29-32-35-38-41-44-49-55-61-77(82)90-68-75(96-79(84)63-57-50-45-42-39-36-33-30-27-24-21-18-14-10-6-2)70-94-98(86,87)92-66-74(81)67-93-99(88,89)95-71-76(97-80(85)64-58-51-46-43-40-37-34-31-28-25-22-19-15-11-7-3)69-91-78(83)62-56-52-47-48-54-60-73-65-72(73)59-53-16-12-8-4/h29-34,72-76,81H,5-28,35-71H2,1-4H3,(H,86,87)(H,88,89)/b32-29-,33-30-,34-31-/t72?,73?,74-,75+,76+/m0/s1	PNJMFWQTNAFWBS-CXRFZNHDSA-N	1443.019177			MMDBc0030895
BASm0018263	CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/19:0cycv8c)	CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/19:0cycv8c) contains two chains of (9Z-octadecenoyl) at the C1 and C2 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-19-21-23-25-27-29-31-33-37-43-51-59-78(83)91-67-76(97-80(85)61-53-44-38-34-32-30-28-26-24-22-20-18-14-10-6-2)69-95-99(87,88)93-65-75(82)66-94-100(89,90)96-70-77(68-92-79(84)60-52-46-40-42-50-58-74-64-72(74)56-48-16-12-8-4)98-81(86)62-54-45-39-35-36-41-49-57-73-63-71(73)55-47-15-11-7-3/h25-28,71-77,82H,5-24,29-70H2,1-4H3,(H,87,88)(H,89,90)/b27-25-,28-26-/t71?,72?,73?,74?,75-,76+,77+/m0/s1	AOZPYGVSFIPORC-OCHQLEMMSA-N	1457.034827			MMDBc0030896
BASm0018264	CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/17:0cycw7c)	CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/17:0cycw7c) contains two chains of (9Z-octadecenoyl) at the C1 and C2 positions, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-19-21-23-25-27-29-31-33-35-41-49-57-76(81)89-65-74(95-78(83)59-51-42-36-34-32-30-28-26-24-22-20-18-14-10-6-2)67-93-97(85,86)91-63-73(80)64-92-98(87,88)94-68-75(96-79(84)60-52-44-38-40-48-56-72-62-70(72)54-46-16-12-8-4)66-90-77(82)58-50-43-37-39-47-55-71-61-69(71)53-45-15-11-7-3/h25-28,69-75,80H,5-24,29-68H2,1-4H3,(H,85,86)(H,87,88)/b27-25-,28-26-/t69?,70?,71?,72?,73-,74+,75+/m0/s1	JYJKZNGSKWZRIY-ZZFPANCBSA-N	1429.003527			MMDBc0030897
BASm0018265	CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/14:0)	CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/14:0) contains two chains of (9Z-octadecenoyl) at the C1 and C2 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-20-23-26-28-30-32-35-37-40-45-51-57-73(78)86-64-71(92-76(81)60-54-47-42-39-36-33-31-29-27-24-21-18-14-10-6-2)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(93-75(80)59-53-46-41-38-34-25-22-19-15-11-7-3)65-87-74(79)58-52-48-43-44-50-56-69-61-68(69)55-49-16-12-8-4/h28-31,68-72,77H,5-27,32-67H2,1-4H3,(H,82,83)(H,84,85)/b30-28-,31-29-/t68?,69?,70-,71+,72+/m0/s1	QTFMRAQDPZBGEB-ZMADKYBVSA-N	1388.972227			MMDBc0030898
BASm0018266	CL(18:1(9Z)/18:1(9Z)/14:0/18:1(9Z))	CL(18:1(9Z)/18:1(9Z)/14:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(9Z)/14:0/18:1(9Z)) contains three chains of (9Z-octadecenoyl) at the C1, C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h32-37,71-73,78H,5-31,38-70H2,1-4H3,(H,83,84)(H,85,86)/b35-32-,36-33-,37-34-/t71-,72-,73-/m1/s1	PBIBFGSYLPSMRY-OLBMVRKJSA-N	1402.987877			MMDBc0030899
BASm0018267	CL(18:1(9Z)/18:1(9Z)/14:0/19:0cycv8c)	CL(18:1(9Z)/18:1(9Z)/14:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(9Z)/14:0/19:0cycv8c) contains two chains of (9Z-octadecenoyl) at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-20-23-26-28-30-32-35-38-43-48-54-60-76(81)88-66-73(94-77(82)61-55-49-44-39-36-33-31-29-27-24-21-18-14-10-6-2)68-92-96(84,85)90-64-72(79)65-91-97(86,87)93-69-74(67-89-75(80)59-53-47-42-37-34-25-22-19-15-11-7-3)95-78(83)62-56-50-45-40-41-46-52-58-71-63-70(71)57-51-16-12-8-4/h28-31,70-74,79H,5-27,32-69H2,1-4H3,(H,84,85)(H,86,87)/b30-28-,31-29-/t70?,71?,72-,73+,74+/m0/s1	UWEYVFPAKHXNKY-YJVFCRSRSA-N	1417.003527			MMDBc0030900
BASm0018268	CL(18:1(9Z)/18:1(9Z)/14:0/17:0cycw7c)	CL(18:1(9Z)/18:1(9Z)/14:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(9Z)/14:0/17:0cycw7c) contains two chains of (9Z-octadecenoyl) at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-20-23-26-28-30-32-35-38-41-46-52-58-74(79)86-64-71(92-75(80)59-53-47-42-39-36-33-31-29-27-24-21-18-14-10-6-2)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(65-87-73(78)57-51-45-40-37-34-25-22-19-15-11-7-3)93-76(81)60-54-48-43-44-50-56-69-61-68(69)55-49-16-12-8-4/h28-31,68-72,77H,5-27,32-67H2,1-4H3,(H,82,83)(H,84,85)/b30-28-,31-29-/t68?,69?,70-,71+,72+/m0/s1	WOQXDDWJJMXFIQ-ZMADKYBVSA-N	1388.972227			MMDBc0030901
BASm0018269	CL(18:1(9Z)/18:1(9Z)/14:0/14:0)	CL(18:1(9Z)/18:1(9Z)/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(9Z)/14:0/14:0) contains two chains of (9Z-octadecenoyl) at the C1 and C2 positions, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h31-34,67-69,74H,5-30,35-66H2,1-4H3,(H,79,80)(H,81,82)/b33-31-,34-32-/t67-,68-,69-/m1/s1	UCESBSYYAILYSX-ZRJCXTFJSA-N	1348.940927			MMDBc0030902
BASm0018270	CL(18:1(9Z)/19:0cycv8c/18:1(9Z)/17:0cycw7c)	CL(18:1(9Z)/19:0cycv8c/18:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/19:0cycv8c/18:1(9Z)/17:0cycw7c) contains two chains of (9Z-octadecenoyl) at the C1 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-19-21-23-25-27-29-31-33-37-43-51-59-78(83)91-67-76(97-80(85)61-53-45-39-35-36-41-49-57-73-63-71(73)55-47-15-11-7-3)69-95-99(87,88)93-65-75(82)66-94-100(89,90)96-70-77(98-81(86)62-54-46-40-42-50-58-74-64-72(74)56-48-16-12-8-4)68-92-79(84)60-52-44-38-34-32-30-28-26-24-22-20-18-14-10-6-2/h25-28,71-77,82H,5-24,29-70H2,1-4H3,(H,87,88)(H,89,90)/b27-25-,28-26-/t71?,72?,73?,74?,75-,76+,77+/m0/s1	DXDRTSUWIWZZHQ-OCHQLEMMSA-N	1457.034827			MMDBc0030903
BASm0018271	CL(18:1(9Z)/19:0cycv8c/18:1(9Z)/14:0)	CL(18:1(9Z)/19:0cycv8c/18:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/19:0cycv8c/18:1(9Z)/14:0) contains two chains of (9Z-octadecenoyl) at the C1 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-20-23-26-28-30-32-35-37-42-47-53-59-75(80)88-66-73(94-77(82)61-55-49-44-39-34-25-22-19-15-11-7-3)68-92-96(84,85)90-64-72(79)65-91-97(86,87)93-69-74(67-89-76(81)60-54-48-43-38-36-33-31-29-27-24-21-18-14-10-6-2)95-78(83)62-56-50-45-40-41-46-52-58-71-63-70(71)57-51-16-12-8-4/h28-31,70-74,79H,5-27,32-69H2,1-4H3,(H,84,85)(H,86,87)/b30-28-,31-29-/t70?,71?,72-,73-,74-/m1/s1	QAMZLACYDIPIKZ-CCZNOTQJSA-N	1417.003527			MMDBc0030904
BASm0018272	CL(18:1(9Z)/19:0cycv8c/19:0cycv8c/14:0)	CL(18:1(9Z)/19:0cycv8c/19:0cycv8c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/19:0cycv8c/19:0cycv8c/14:0) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-19-21-23-24-25-26-28-29-35-41-49-57-76(81)89-65-75(96-79(84)60-52-44-38-32-34-40-48-56-72-62-70(72)54-46-16-12-8-4)68-94-98(87,88)92-64-73(80)63-91-97(85,86)93-67-74(95-78(83)59-51-43-36-30-27-22-20-18-14-10-6-2)66-90-77(82)58-50-42-37-31-33-39-47-55-71-61-69(71)53-45-15-11-7-3/h24-25,69-75,80H,5-23,26-68H2,1-4H3,(H,85,86)(H,87,88)/b25-24-/t69?,70?,71?,72?,73-,74-,75-/m1/s1	HQVQNBLXICMEDI-YVYSANHUSA-N	1431.019177			MMDBc0030905
BASm0018273	CL(18:1(9Z)/19:0cycv8c/17:0cycw7c/18:1(9Z))	CL(18:1(9Z)/19:0cycv8c/17:0cycw7c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/19:0cycv8c/17:0cycw7c/18:1(9Z)) contains two chains of (9Z-octadecenoyl) at the C1 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-19-21-23-25-27-29-31-33-37-43-51-59-78(83)91-67-76(98-81(86)62-54-45-39-35-36-41-49-57-73-63-71(73)55-47-15-11-7-3)69-95-99(87,88)93-65-75(82)66-94-100(89,90)96-70-77(97-80(85)61-53-44-38-34-32-30-28-26-24-22-20-18-14-10-6-2)68-92-79(84)60-52-46-40-42-50-58-74-64-72(74)56-48-16-12-8-4/h25-28,71-77,82H,5-24,29-70H2,1-4H3,(H,87,88)(H,89,90)/b27-25-,28-26-/t71?,72?,73?,74?,75-,76+,77+/m0/s1	UXSDIVICEJDTAI-OCHQLEMMSA-N	1457.034827			MMDBc0030906
BASm0018274	CL(18:1(9Z)/19:0cycv8c/17:0cycw7c/17:0cycw7c)	CL(18:1(9Z)/19:0cycv8c/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/19:0cycv8c/17:0cycw7c/17:0cycw7c) contains one chain of (9Z-octadecenoyl) at the C1 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-18-19-20-21-22-23-24-25-28-35-45-55-77(82)90-64-75(96-79(84)57-47-36-29-26-27-32-42-52-71-59-68(71)49-39-14-10-6-2)66-94-98(86,87)92-62-74(81)63-93-99(88,89)95-67-76(97-80(85)58-48-38-31-34-44-54-73-61-70(73)51-41-16-12-8-4)65-91-78(83)56-46-37-30-33-43-53-72-60-69(72)50-40-15-11-7-3/h21-22,68-76,81H,5-20,23-67H2,1-4H3,(H,86,87)(H,88,89)/b22-21-/t68?,69?,70?,71?,72?,73?,74-,75+,76+/m0/s1	XPPFOPAOCKFPPI-YNSXFOCESA-N	1443.019177			MMDBc0030907
BASm0018275	CL(18:1(9Z)/19:0cycv8c/14:0/18:1(9Z))	CL(18:1(9Z)/19:0cycv8c/14:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/19:0cycv8c/14:0/18:1(9Z)) contains two chains of (9Z-octadecenoyl) at the C1 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-20-23-26-28-30-32-35-38-43-48-54-60-76(81)89-67-74(95-78(83)62-56-50-45-40-41-46-52-58-71-63-70(71)57-51-16-12-8-4)69-93-97(86,87)91-65-72(79)64-90-96(84,85)92-68-73(66-88-75(80)59-53-47-42-37-34-25-22-19-15-11-7-3)94-77(82)61-55-49-44-39-36-33-31-29-27-24-21-18-14-10-6-2/h28-31,70-74,79H,5-27,32-69H2,1-4H3,(H,84,85)(H,86,87)/b30-28-,31-29-/t70?,71?,72-,73-,74-/m1/s1	ZXPWSWJFONBIGF-CCZNOTQJSA-N	1417.003527			MMDBc0030908
BASm0018276	CL(18:1(9Z)/19:0cycv8c/14:0/19:0cycv8c)	CL(18:1(9Z)/19:0cycv8c/14:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/19:0cycv8c/14:0/19:0cycv8c) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-19-21-23-24-25-26-28-30-36-42-50-58-77(82)90-66-75(96-79(84)60-52-44-38-32-34-40-48-56-72-62-70(72)54-46-16-12-8-4)68-94-98(87,88)92-64-73(80)63-91-97(85,86)93-67-74(65-89-76(81)57-49-41-35-29-27-22-20-18-14-10-6-2)95-78(83)59-51-43-37-31-33-39-47-55-71-61-69(71)53-45-15-11-7-3/h24-25,69-75,80H,5-23,26-68H2,1-4H3,(H,85,86)(H,87,88)/b25-24-/t69?,70?,71?,72?,73-,74-,75-/m1/s1	BNMIOLNHDSSXJV-YVYSANHUSA-N	1431.019177			MMDBc0030909
BASm0018277	CL(18:1(9Z)/19:0cycv8c/14:0/14:0)	CL(18:1(9Z)/19:0cycv8c/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/19:0cycv8c/14:0/14:0) contains one chain of (9Z-octadecenoyl) at the C1 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C74H140O17P2	InChI=1S/C74H140O17P2/c1-5-9-13-17-20-23-26-27-28-29-32-34-39-44-50-56-72(77)85-63-70(91-74(79)58-52-46-41-36-37-42-48-54-67-59-66(67)53-47-16-12-8-4)65-89-93(82,83)87-61-68(75)60-86-92(80,81)88-64-69(90-73(78)57-51-45-40-35-31-25-22-19-15-11-7-3)62-84-71(76)55-49-43-38-33-30-24-21-18-14-10-6-2/h27-28,66-70,75H,5-26,29-65H2,1-4H3,(H,80,81)(H,82,83)/b28-27-/t66?,67?,68-,69-,70-/m1/s1	UJFLJOVASRXTMM-KFCYSXJZSA-N	1362.956577			MMDBc0030910
BASm0018278	CL(18:1(9Z)/17:0cycw7c/18:1(9Z)/17:0cycw7c)	CL(18:1(9Z)/17:0cycw7c/18:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/17:0cycw7c/18:1(9Z)/17:0cycw7c) contains two chains of (9Z-octadecenoyl) at the C1 and C3 positions, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-19-21-23-25-27-29-31-33-35-41-49-57-76(81)89-65-74(95-78(83)59-51-43-37-39-47-55-71-61-69(71)53-45-15-11-7-3)67-93-97(85,86)91-63-73(80)64-92-98(87,88)94-68-75(96-79(84)60-52-44-38-40-48-56-72-62-70(72)54-46-16-12-8-4)66-90-77(82)58-50-42-36-34-32-30-28-26-24-22-20-18-14-10-6-2/h25-28,69-75,80H,5-24,29-68H2,1-4H3,(H,85,86)(H,87,88)/b27-25-,28-26-/t69?,70?,71?,72?,73?,74-,75-/m1/s1	NLDHBPAGHDVHEO-XFVFIACHSA-N	1429.003527			MMDBc0030911
BASm0018279	CL(18:1(9Z)/17:0cycw7c/18:1(9Z)/14:0)	CL(18:1(9Z)/17:0cycw7c/18:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/17:0cycw7c/18:1(9Z)/14:0) contains two chains of (9Z-octadecenoyl) at the C1 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-20-23-26-28-30-32-35-37-40-45-51-57-73(78)86-64-71(92-75(80)59-53-47-42-39-34-25-22-19-15-11-7-3)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(93-76(81)60-54-48-43-44-50-56-69-61-68(69)55-49-16-12-8-4)65-87-74(79)58-52-46-41-38-36-33-31-29-27-24-21-18-14-10-6-2/h28-31,68-72,77H,5-27,32-67H2,1-4H3,(H,82,83)(H,84,85)/b30-28-,31-29-/t68?,69?,70-,71-,72-/m1/s1	UBKZPESSBOMPIP-OVQOEVENSA-N	1388.972227			MMDBc0030912
BASm0018280	CL(18:1(9Z)/17:0cycw7c/19:0cycv8c/17:0cycw7c)	CL(18:1(9Z)/17:0cycw7c/19:0cycv8c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/17:0cycw7c/19:0cycv8c/17:0cycw7c) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-18-19-20-21-22-23-24-25-28-35-45-55-77(82)90-64-75(96-79(84)57-47-37-30-33-43-53-72-60-69(72)50-40-15-11-7-3)66-94-98(86,87)92-62-74(81)63-93-99(88,89)95-67-76(97-80(85)58-48-38-31-34-44-54-73-61-70(73)51-41-16-12-8-4)65-91-78(83)56-46-36-29-26-27-32-42-52-71-59-68(71)49-39-14-10-6-2/h21-22,68-76,81H,5-20,23-67H2,1-4H3,(H,86,87)(H,88,89)/b22-21-/t68?,69?,70?,71?,72?,73?,74-,75+,76+/m0/s1	JFEPGRHEDKABBI-YNSXFOCESA-N	1443.019177			MMDBc0030913
BASm0018281	CL(18:1(9Z)/17:0cycw7c/17:0cycw7c/18:1(9Z))	CL(18:1(9Z)/17:0cycw7c/17:0cycw7c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/17:0cycw7c/17:0cycw7c/18:1(9Z)) contains two chains of (9Z-octadecenoyl) at the C1 and C4 positions, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C3 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-19-21-23-25-27-29-31-33-35-41-49-57-76(81)89-65-75(96-79(84)60-52-44-38-40-48-56-72-62-70(72)54-46-16-12-8-4)68-94-98(87,88)92-64-73(80)63-91-97(85,86)93-67-74(95-78(83)59-51-42-36-34-32-30-28-26-24-22-20-18-14-10-6-2)66-90-77(82)58-50-43-37-39-47-55-71-61-69(71)53-45-15-11-7-3/h25-28,69-75,80H,5-24,29-68H2,1-4H3,(H,85,86)(H,87,88)/b27-25-,28-26-/t69?,70?,71?,72?,73-,74-,75-/m1/s1	RHJAMNIDXHJSNO-AAPHWFGKSA-N	1429.003527			MMDBc0030914
BASm0018282	CL(18:1(9Z)/17:0cycw7c/17:0cycw7c/19:0cycv8c)	CL(18:1(9Z)/17:0cycw7c/17:0cycw7c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/17:0cycw7c/17:0cycw7c/19:0cycv8c) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-18-19-20-21-22-23-24-25-28-35-45-55-77(82)90-64-76(97-80(85)58-48-38-31-34-44-54-73-61-70(73)51-41-16-12-8-4)67-95-99(88,89)93-63-74(81)62-92-98(86,87)94-66-75(65-91-78(83)56-46-37-30-33-43-53-72-60-69(72)50-40-15-11-7-3)96-79(84)57-47-36-29-26-27-32-42-52-71-59-68(71)49-39-14-10-6-2/h21-22,68-76,81H,5-20,23-67H2,1-4H3,(H,86,87)(H,88,89)/b22-21-/t68?,69?,70?,71?,72?,73?,74-,75-,76-/m1/s1	RIJNFXUCJINXLP-KAOXBABOSA-N	1443.019177			MMDBc0030915
BASm0018283	CL(18:1(9Z)/17:0cycw7c/17:0cycw7c/17:0cycw7c)	CL(18:1(9Z)/17:0cycw7c/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/17:0cycw7c/17:0cycw7c/17:0cycw7c) contains one chain of (9Z-octadecenoyl) at the C1 position, three chains of (heptadec-9-10-cyclo-anoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-18-19-20-21-22-23-24-25-26-33-43-53-75(80)88-62-73(94-77(82)55-45-35-28-31-41-51-70-58-67(70)48-38-15-11-7-3)64-92-96(84,85)90-60-72(79)61-91-97(86,87)93-65-74(95-78(83)56-46-36-29-32-42-52-71-59-68(71)49-39-16-12-8-4)63-89-76(81)54-44-34-27-30-40-50-69-57-66(69)47-37-14-10-6-2/h21-22,66-74,79H,5-20,23-65H2,1-4H3,(H,84,85)(H,86,87)/b22-21-/t66?,67?,68?,69?,70?,71?,72-,73+,74+/m0/s1	PNZBMOKQKIDPLO-YXXXDLEDSA-N	1414.987877			MMDBc0030916
BASm0018284	CL(18:1(9Z)/17:0cycw7c/17:0cycw7c/14:0)	CL(18:1(9Z)/17:0cycw7c/17:0cycw7c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/17:0cycw7c/17:0cycw7c/14:0) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-19-21-23-24-25-26-28-29-31-37-45-53-72(77)85-61-71(92-75(80)56-48-40-34-36-44-52-68-58-66(68)50-42-16-12-8-4)64-90-94(83,84)88-60-69(76)59-87-93(81,82)89-63-70(91-74(79)55-47-38-32-30-27-22-20-18-14-10-6-2)62-86-73(78)54-46-39-33-35-43-51-67-57-65(67)49-41-15-11-7-3/h24-25,65-71,76H,5-23,26-64H2,1-4H3,(H,81,82)(H,83,84)/b25-24-/t65?,66?,67?,68?,69-,70-,71-/m1/s1	DMNVHJNTHJTUFH-AALJRGAASA-N	1374.956577			MMDBc0030917
BASm0018285	CL(18:1(9Z)/17:0cycw7c/14:0/18:1(9Z))	CL(18:1(9Z)/17:0cycw7c/14:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/17:0cycw7c/14:0/18:1(9Z)) contains two chains of (9Z-octadecenoyl) at the C1 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-20-23-26-28-30-32-35-38-41-46-52-58-74(79)87-65-72(93-76(81)60-54-48-43-44-50-56-69-61-68(69)55-49-16-12-8-4)67-91-95(84,85)89-63-70(77)62-88-94(82,83)90-66-71(64-86-73(78)57-51-45-40-37-34-25-22-19-15-11-7-3)92-75(80)59-53-47-42-39-36-33-31-29-27-24-21-18-14-10-6-2/h28-31,68-72,77H,5-27,32-67H2,1-4H3,(H,82,83)(H,84,85)/b30-28-,31-29-/t68?,69?,70-,71-,72-/m1/s1	JELQDZVKJBNYFU-OVQOEVENSA-N	1388.972227			MMDBc0030918
BASm0018286	CL(18:1(9Z)/17:0cycw7c/14:0/17:0cycw7c)	CL(18:1(9Z)/17:0cycw7c/14:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/17:0cycw7c/14:0/17:0cycw7c) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-19-21-23-24-25-26-28-30-32-38-46-54-73(78)86-62-71(92-75(80)56-48-40-34-36-44-52-68-58-66(68)50-42-16-12-8-4)64-90-94(83,84)88-60-69(76)59-87-93(81,82)89-63-70(61-85-72(77)53-45-37-31-29-27-22-20-18-14-10-6-2)91-74(79)55-47-39-33-35-43-51-67-57-65(67)49-41-15-11-7-3/h24-25,65-71,76H,5-23,26-64H2,1-4H3,(H,81,82)(H,83,84)/b25-24-/t65?,66?,67?,68?,69-,70-,71-/m1/s1	XNWKLLFIYXJUSC-AALJRGAASA-N	1374.956577			MMDBc0030919
BASm0018287	CL(18:1(9Z)/17:0cycw7c/14:0/14:0)	CL(18:1(9Z)/17:0cycw7c/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/17:0cycw7c/14:0/14:0) contains one chain of (9Z-octadecenoyl) at the C1 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C72H136O17P2	InChI=1S/C72H136O17P2/c1-5-9-13-17-20-23-26-27-28-29-32-34-37-42-48-54-70(75)83-61-68(89-72(77)56-50-44-39-40-46-52-65-57-64(65)51-45-16-12-8-4)63-87-91(80,81)85-59-66(73)58-84-90(78,79)86-62-67(88-71(76)55-49-43-38-35-31-25-22-19-15-11-7-3)60-82-69(74)53-47-41-36-33-30-24-21-18-14-10-6-2/h27-28,64-68,73H,5-26,29-63H2,1-4H3,(H,78,79)(H,80,81)/b28-27-/t64?,65?,66-,67-,68-/m1/s1	UJCVUVKSLQZNDJ-UFQGGHNXSA-N	1334.925277			MMDBc0030920
BASm0018288	CL(18:1(9Z)/14:0/18:1(9Z)/14:0)	CL(18:1(9Z)/14:0/18:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/14:0/18:1(9Z)/14:0) contains two chains of (9Z-octadecenoyl) at the C1 and C3 positions, two chains of tetradecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-37-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-38-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-40-36-34-32-30-26-22-18-14-10-6-2/h31-34,67-69,74H,5-30,35-66H2,1-4H3,(H,79,80)(H,81,82)/b33-31-,34-32-/t68-,69-/m1/s1	BSKZERYXKMYJDO-FIWPSOCCSA-N	1348.940927			MMDBc0030921
BASm0018289	CL(18:1(9Z)/14:0/19:0cycv8c/19:0cycv8c)	CL(18:1(9Z)/14:0/19:0cycv8c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/14:0/19:0cycv8c/19:0cycv8c) contains one chain of (9Z-octadecenoyl) at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-19-21-23-24-25-26-28-29-35-41-49-57-76(81)89-65-74(95-78(83)59-51-43-36-30-27-22-20-18-14-10-6-2)67-93-97(85,86)91-63-73(80)64-92-98(87,88)94-68-75(96-79(84)60-52-44-38-32-34-40-48-56-72-62-70(72)54-46-16-12-8-4)66-90-77(82)58-50-42-37-31-33-39-47-55-71-61-69(71)53-45-15-11-7-3/h24-25,69-75,80H,5-23,26-68H2,1-4H3,(H,85,86)(H,87,88)/b25-24-/t69?,70?,71?,72?,73-,74+,75+/m0/s1	POSKKFLBYOSQRK-GYIHHWMUSA-N	1431.019177			MMDBc0030922
BASm0018290	CL(18:1(9Z)/14:0/19:0cycv8c/14:0)	CL(18:1(9Z)/14:0/19:0cycv8c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/14:0/19:0cycv8c/14:0) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of tetradecanoic acid at the C2 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC	C74H140O17P2	InChI=1S/C74H140O17P2/c1-5-9-13-17-20-23-26-27-28-29-32-33-38-43-49-55-71(76)84-62-69(90-73(78)57-51-45-39-34-30-24-21-18-14-10-6-2)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(91-74(79)58-52-46-40-35-31-25-22-19-15-11-7-3)63-85-72(77)56-50-44-41-36-37-42-48-54-67-59-66(67)53-47-16-12-8-4/h27-28,66-70,75H,5-26,29-65H2,1-4H3,(H,80,81)(H,82,83)/b28-27-/t66?,67?,68-,69+,70+/m0/s1	UTMLGIGGRAIMDM-LNXRKRHYSA-N	1362.956577			MMDBc0030923
BASm0018291	CL(18:1(9Z)/14:0/17:0cycw7c/17:0cycw7c)	CL(18:1(9Z)/14:0/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/14:0/17:0cycw7c/17:0cycw7c) contains one chain of (9Z-octadecenoyl) at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-19-21-23-24-25-26-28-29-31-37-45-53-72(77)85-61-70(91-74(79)55-47-38-32-30-27-22-20-18-14-10-6-2)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(92-75(80)56-48-40-34-36-44-52-68-58-66(68)50-42-16-12-8-4)62-86-73(78)54-46-39-33-35-43-51-67-57-65(67)49-41-15-11-7-3/h24-25,65-71,76H,5-23,26-64H2,1-4H3,(H,81,82)(H,83,84)/b25-24-/t65?,66?,67?,68?,69-,70+,71+/m0/s1	SALZXQQRBRGTPH-JEEQYWCBSA-N	1374.956577			MMDBc0030924
BASm0018292	CL(18:1(9Z)/14:0/17:0cycw7c/14:0)	CL(18:1(9Z)/14:0/17:0cycw7c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/14:0/17:0cycw7c/14:0) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of tetradecanoic acid at the C2 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC	C72H136O17P2	InChI=1S/C72H136O17P2/c1-5-9-13-17-20-23-26-27-28-29-32-33-36-41-47-53-69(74)82-60-67(88-71(76)55-49-42-37-34-30-24-21-18-14-10-6-2)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-72(77)56-50-43-38-35-31-25-22-19-15-11-7-3)61-83-70(75)54-48-44-39-40-46-52-65-57-64(65)51-45-16-12-8-4/h27-28,64-68,73H,5-26,29-63H2,1-4H3,(H,78,79)(H,80,81)/b28-27-/t64?,65?,66-,67+,68+/m0/s1	NUCZYNQSSPHOMM-XQAKAYOJSA-N	1334.925277			MMDBc0030925
BASm0018293	CL(18:1(9Z)/14:0/14:0/18:1(9Z))	CL(18:1(9Z)/14:0/14:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/14:0/14:0/18:1(9Z)) contains two chains of (9Z-octadecenoyl) at the C1 and C4 positions, two chains of tetradecanoic acid at the C2 and C3 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-42-46-50-54-58-71(76)84-64-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3)90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2/h31-34,67-69,74H,5-30,35-66H2,1-4H3,(H,79,80)(H,81,82)/b33-31-,34-32-/t67-,68+,69+/m0/s1	JSEVGBWUQREZAT-FZACDXQHSA-N	1348.940927			MMDBc0030926
BASm0018294	CL(18:1(9Z)/14:0/14:0/19:0cycv8c)	CL(18:1(9Z)/14:0/14:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/14:0/14:0/19:0cycv8c) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC	C74H140O17P2	InChI=1S/C74H140O17P2/c1-5-9-13-17-20-23-26-27-28-29-32-34-39-44-50-56-72(77)84-62-69(90-73(78)57-51-45-40-35-31-25-22-19-15-11-7-3)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(63-85-71(76)55-49-43-38-33-30-24-21-18-14-10-6-2)91-74(79)58-52-46-41-36-37-42-48-54-67-59-66(67)53-47-16-12-8-4/h27-28,66-70,75H,5-26,29-65H2,1-4H3,(H,80,81)(H,82,83)/b28-27-/t66?,67?,68-,69+,70+/m0/s1	PUZHNOOWMYYQST-LNXRKRHYSA-N	1362.956577			MMDBc0030927
BASm0018295	CL(18:1(9Z)/14:0/14:0/17:0cycw7c)	CL(18:1(9Z)/14:0/14:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/14:0/14:0/17:0cycw7c) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C72H136O17P2	InChI=1S/C72H136O17P2/c1-5-9-13-17-20-23-26-27-28-29-32-34-37-42-48-54-70(75)82-60-67(88-71(76)55-49-43-38-35-31-25-22-19-15-11-7-3)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(61-83-69(74)53-47-41-36-33-30-24-21-18-14-10-6-2)89-72(77)56-50-44-39-40-46-52-65-57-64(65)51-45-16-12-8-4/h27-28,64-68,73H,5-26,29-63H2,1-4H3,(H,78,79)(H,80,81)/b28-27-/t64?,65?,66-,67+,68+/m0/s1	PGPBZYIAVMVBEN-XQAKAYOJSA-N	1334.925277			MMDBc0030928
BASm0018296	CL(18:1(9Z)/14:0/14:0/14:0)	CL(18:1(9Z)/14:0/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/14:0/14:0/14:0) contains one chain of (9Z-octadecenoyl) at the C1 position, three chains of tetradecanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-35-28-24-20-16-12-8-4)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h30-31,63-65,70H,5-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b31-30-/t63-,64-,65-/m1/s1	JTMFJDNNSHWMJX-KBFZOJABSA-N	1294.893977			MMDBc0030929
BASm0018297	CL(19:0cycv8c/15:0cyclo/15:0cyclo/17:0cycw7c)	CL(19:0cycv8c/15:0cyclo/15:0cyclo/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/15:0cyclo/15:0cyclo/17:0cycw7c) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-29-41-65-53-67(65)45-31-21-16-15-17-25-35-47-72(77)85-57-70(91-74(79)49-37-27-19-23-33-44-64-52-62(64)40-12-8-4)59-89-93(81,82)87-55-69(76)56-88-94(83,84)90-60-71(58-86-73(78)48-36-26-18-22-32-43-63-51-61(63)39-11-7-3)92-75(80)50-38-28-20-24-34-46-68-54-66(68)42-30-14-10-6-2/h61-71,76H,5-60H2,1-4H3,(H,81,82)(H,83,84)/t61?,62?,63?,64?,65?,66?,67?,68?,69-,70+,71+/m0/s1	WQRZVJYXHIVVPT-ARGLMTGASA-N	1372.940927			MMDBc0030930
BASm0018298	CL(19:0cycv8c/15:0cyclo/15:0cyclo/14:0)	CL(19:0cycv8c/15:0cyclo/15:0cyclo/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/15:0cyclo/15:0cyclo/14:0) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-15-16-17-18-19-22-30-39-49-71(76)88-67(57-83-70(75)48-38-31-24-27-35-44-62-51-60(62)41-11-7-3)58-86-90(78,79)84-54-66(73)55-85-91(80,81)87-59-68(89-72(77)50-40-32-25-28-36-45-63-52-61(63)42-12-8-4)56-82-69(74)47-37-29-23-20-21-26-34-46-65-53-64(65)43-33-14-10-6-2/h60-68,73H,5-59H2,1-4H3,(H,78,79)(H,80,81)/t60?,61?,62?,63?,64?,65?,66-,67-,68-/m1/s1	LEJVGHXHFZGBNM-SXJSJBAASA-N	1332.909627			MMDBc0030931
BASm0018299	CL(19:0cycv8c/15:0cyclo/16:0/19:0cycv8c)	CL(19:0cycv8c/15:0cyclo/16:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/15:0cyclo/16:0/19:0cycv8c) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-16-17-18-19-20-21-22-27-34-43-53-75(80)88-62-73(94-77(82)55-45-36-29-24-26-32-41-52-71-59-69(71)49-39-15-11-7-3)64-92-96(84,85)90-60-72(79)61-91-97(86,87)93-65-74(95-78(83)56-46-37-30-33-42-50-67-57-66(67)47-12-8-4)63-89-76(81)54-44-35-28-23-25-31-40-51-70-58-68(70)48-38-14-10-6-2/h66-74,79H,5-65H2,1-4H3,(H,84,85)(H,86,87)/t66?,67?,68?,69?,70?,71?,72-,73-,74-/m1/s1	BFYXKVCICVUPFA-SKUPSXBVSA-N	1417.003527			MMDBc0030932
BASm0018300	CL(19:0cycv8c/15:0cyclo/16:1(9Z)/19:0cycv8c)	CL(19:0cycv8c/15:0cyclo/16:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/15:0cyclo/16:1(9Z)/19:0cycv8c) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-16-17-18-19-20-21-22-27-34-43-53-75(80)88-62-73(94-77(82)55-45-36-29-24-26-32-41-52-71-59-69(71)49-39-15-11-7-3)64-92-96(84,85)90-60-72(79)61-91-97(86,87)93-65-74(95-78(83)56-46-37-30-33-42-50-67-57-66(67)47-12-8-4)63-89-76(81)54-44-35-28-23-25-31-40-51-70-58-68(70)48-38-14-10-6-2/h18-19,66-74,79H,5-17,20-65H2,1-4H3,(H,84,85)(H,86,87)/b19-18-/t66?,67?,68?,69?,70?,71?,72-,73-,74-/m1/s1	LSVHAXLBYZADKF-UBHDCZHJSA-N	1414.987877			MMDBc0030933
BASm0018301	CL(19:0cycv8c/15:0cyclo/18:1(9Z)/19:0cycv8c)	CL(19:0cycv8c/15:0cyclo/18:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/15:0cyclo/18:1(9Z)/19:0cycv8c) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-16-17-18-19-20-21-22-23-24-29-36-45-55-77(82)90-64-75(96-79(84)57-47-38-31-26-28-34-43-54-73-61-71(73)51-41-15-11-7-3)66-94-98(86,87)92-62-74(81)63-93-99(88,89)95-67-76(97-80(85)58-48-39-32-35-44-52-69-59-68(69)49-12-8-4)65-91-78(83)56-46-37-30-25-27-33-42-53-72-60-70(72)50-40-14-10-6-2/h20-21,68-76,81H,5-19,22-67H2,1-4H3,(H,86,87)(H,88,89)/b21-20-/t68?,69?,70?,71?,72?,73?,74-,75-,76-/m1/s1	JGQIMWUXNDBBGQ-LBRPGRMQSA-N	1443.019177			MMDBc0030934
BASm0018302	CL(19:0cycv8c/15:0cyclo/19:0cycv8c/19:0cycv8c)	CL(19:0cycv8c/15:0cyclo/19:0cycv8c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/15:0cyclo/19:0cycv8c/19:0cycv8c) contains three chains of (heptadec-11-12-cyclo-anoyl) at the C1, C3 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-34-46-69-58-72(69)50-37-26-19-16-22-30-41-53-78(83)91-63-76(97-80(85)55-43-32-24-18-21-28-39-52-74-60-71(74)48-36-15-11-7-3)65-95-99(87,88)93-61-75(82)62-94-100(89,90)96-66-77(98-81(86)56-44-33-25-29-40-49-68-57-67(68)45-12-8-4)64-92-79(84)54-42-31-23-17-20-27-38-51-73-59-70(73)47-35-14-10-6-2/h67-77,82H,5-66H2,1-4H3,(H,87,88)(H,89,90)/t67?,68?,69?,70?,71?,72?,73?,74?,75-,76-,77-/m1/s1	MIGPEHMLINKJIR-JBHUEJFFSA-N	1457.034827			MMDBc0030935
BASm0018303	CL(19:0cycv8c/15:0cyclo/19:0cycv8c/14:0)	CL(19:0cycv8c/15:0cyclo/19:0cycv8c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/15:0cyclo/19:0cycv8c/14:0) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C3 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-16-17-18-19-20-25-34-43-53-75(80)92-71(60-86-73(78)51-41-32-26-21-23-29-38-49-68-56-66(68)46-36-14-10-6-2)62-90-94(82,83)88-58-70(77)59-89-95(84,85)91-63-72(93-76(81)54-44-35-28-31-40-48-65-55-64(65)45-12-8-4)61-87-74(79)52-42-33-27-22-24-30-39-50-69-57-67(69)47-37-15-11-7-3/h64-72,77H,5-63H2,1-4H3,(H,82,83)(H,84,85)/t64?,65?,66?,67?,68?,69?,70-,71-,72-/m1/s1	OQGNJEPBDQPWEC-SGTWPQBJSA-N	1388.972227			MMDBc0030936
BASm0018304	CL(19:0cycv8c/15:0cyclo/17:0cycw7c/17:0cycw7c)	CL(19:0cycv8c/15:0cyclo/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/15:0cyclo/17:0cycw7c/17:0cycw7c) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-30-42-65-54-68(65)46-33-22-17-16-18-26-37-49-74(79)87-59-72(93-76(81)51-39-28-20-24-34-45-64-53-63(64)41-12-8-4)61-91-95(83,84)89-57-71(78)58-90-96(85,86)92-62-73(94-77(82)52-40-29-21-25-36-48-70-56-67(70)44-32-15-11-7-3)60-88-75(80)50-38-27-19-23-35-47-69-55-66(69)43-31-14-10-6-2/h63-73,78H,5-62H2,1-4H3,(H,83,84)(H,85,86)/t63?,64?,65?,66?,67?,68?,69?,70?,71-,72+,73+/m0/s1	GOKSEUGRMQLXRS-TVPPCTGBSA-N	1400.972227			MMDBc0030937
BASm0018305	CL(19:0cycv8c/15:0cyclo/14:0/19:0cycv8c)	CL(19:0cycv8c/15:0cyclo/14:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/15:0cyclo/14:0/19:0cycv8c) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-16-17-18-19-20-25-32-41-51-73(78)86-60-71(92-75(80)53-43-34-27-22-24-30-39-50-69-57-67(69)47-37-15-11-7-3)62-90-94(82,83)88-58-70(77)59-89-95(84,85)91-63-72(93-76(81)54-44-35-28-31-40-48-65-55-64(65)45-12-8-4)61-87-74(79)52-42-33-26-21-23-29-38-49-68-56-66(68)46-36-14-10-6-2/h64-72,77H,5-63H2,1-4H3,(H,82,83)(H,84,85)/t64?,65?,66?,67?,68?,69?,70-,71-,72-/m1/s1	RGPJLNVQWCYEAO-SGTWPQBJSA-N	1388.972227			MMDBc0030938
BASm0018306	CL(19:0cycv8c/16:0/16:0/17:0cycw7c)	CL(19:0cycv8c/16:0/16:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/16:0/16:0/17:0cycw7c) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-19-21-23-25-27-29-33-39-47-55-74(79)87-64-73(94-77(82)58-50-42-36-38-46-54-70-60-68(70)52-44-16-12-8-4)66-92-96(85,86)90-62-71(78)61-89-95(83,84)91-65-72(93-76(81)57-49-41-34-30-28-26-24-22-20-18-14-10-6-2)63-88-75(80)56-48-40-35-31-32-37-45-53-69-59-67(69)51-43-15-11-7-3/h67-73,78H,5-66H2,1-4H3,(H,83,84)(H,85,86)/t67?,68?,69?,70?,71-,72+,73+/m0/s1	MZECEDPGOZMJDG-YKSKUARTSA-N	1405.003527			MMDBc0030939
BASm0018307	CL(19:0cycv8c/16:0/16:0/14:0)	CL(19:0cycv8c/16:0/16:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/16:0/16:0/14:0) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C74H142O17P2	InChI=1S/C74H142O17P2/c1-5-9-13-17-20-23-26-28-31-33-38-43-49-55-71(76)84-62-69(90-73(78)57-51-45-39-34-30-25-22-19-15-11-7-3)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(91-74(79)58-52-46-40-35-32-29-27-24-21-18-14-10-6-2)63-85-72(77)56-50-44-41-36-37-42-48-54-67-59-66(67)53-47-16-12-8-4/h66-70,75H,5-65H2,1-4H3,(H,80,81)(H,82,83)/t66?,67?,68-,69-,70-/m1/s1	GMRHZZCJLRXHSQ-NDUGWDHISA-N	1364.972227			MMDBc0030940
BASm0018308	CL(19:0cycv8c/16:0/16:1(9Z)/19:0cycv8c)	CL(19:0cycv8c/16:0/16:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/16:0/16:1(9Z)/19:0cycv8c) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C4 positions, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-19-21-23-25-27-29-35-41-49-57-76(81)89-65-75(96-79(84)60-52-44-38-32-34-40-48-56-72-62-70(72)54-46-16-12-8-4)68-94-98(87,88)92-64-73(80)63-91-97(85,86)93-67-74(95-78(83)59-51-43-36-30-28-26-24-22-20-18-14-10-6-2)66-90-77(82)58-50-42-37-31-33-39-47-55-71-61-69(71)53-45-15-11-7-3/h21,23,69-75,80H,5-20,22,24-68H2,1-4H3,(H,85,86)(H,87,88)/b23-21-/t69?,70?,71?,72?,73-,74+,75+/m0/s1	LLFXQBKSMYHZQW-QOAWPGLGSA-N	1431.019177			MMDBc0030941
BASm0018309	CL(19:0cycv8c/16:0/18:1(9Z)/19:0cycv8c)	CL(19:0cycv8c/16:0/18:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/16:0/18:1(9Z)/19:0cycv8c) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C4 positions, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-19-21-23-25-26-28-29-31-37-43-51-59-78(83)91-67-77(98-81(86)62-54-46-40-34-36-42-50-58-74-64-72(74)56-48-16-12-8-4)70-96-100(89,90)94-66-75(82)65-93-99(87,88)95-69-76(97-80(85)61-53-45-38-32-30-27-24-22-20-18-14-10-6-2)68-92-79(84)60-52-44-39-33-35-41-49-57-73-63-71(73)55-47-15-11-7-3/h25-26,71-77,82H,5-24,27-70H2,1-4H3,(H,87,88)(H,89,90)/b26-25-/t71?,72?,73?,74?,75-,76+,77+/m0/s1	NOELWHREWMXRHB-SEDBCHABSA-N	1459.050477			MMDBc0030942
BASm0018310	CL(19:0cycv8c/16:0/19:0cycv8c/17:0cycw7c)	CL(19:0cycv8c/16:0/19:0cycv8c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/16:0/19:0cycv8c/17:0cycw7c) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C3 positions, one chain of hexadecanoic acid at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-18-19-20-21-22-23-28-37-47-57-79(84)96-75(64-90-77(82)55-45-35-29-24-26-32-42-52-71-59-68(71)49-39-14-10-6-2)66-94-98(86,87)92-62-74(81)63-93-99(88,89)95-67-76(97-80(85)58-48-38-31-34-44-54-73-61-70(73)51-41-16-12-8-4)65-91-78(83)56-46-36-30-25-27-33-43-53-72-60-69(72)50-40-15-11-7-3/h68-76,81H,5-67H2,1-4H3,(H,86,87)(H,88,89)/t68?,69?,70?,71?,72?,73?,74-,75+,76+/m0/s1	GBLVJLTUBPCMSG-KLMDMNHKSA-N	1445.034827			MMDBc0030943
BASm0018311	CL(19:0cycv8c/16:0/19:0cycv8c/14:0)	CL(19:0cycv8c/16:0/19:0cycv8c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/16:0/19:0cycv8c/14:0) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C3 positions, one chain of hexadecanoic acid at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-19-21-23-24-26-28-34-42-50-58-77(82)94-73(64-88-75(80)56-48-40-36-30-32-38-46-54-70-60-68(70)52-44-16-12-8-4)66-92-96(85,86)90-62-71(78)61-89-95(83,84)91-65-72(93-76(81)57-49-41-33-27-25-22-20-18-14-10-6-2)63-87-74(79)55-47-39-35-29-31-37-45-53-69-59-67(69)51-43-15-11-7-3/h67-73,78H,5-66H2,1-4H3,(H,83,84)(H,85,86)/t67?,68?,69?,70?,71-,72-,73-/m1/s1	HGTARCPEQBGDNQ-NEXTYWCXSA-N	1405.003527			MMDBc0030944
BASm0018312	CL(19:0cycv8c/16:0/17:0cycw7c/19:0cycv8c)	CL(19:0cycv8c/16:0/17:0cycw7c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/16:0/17:0cycw7c/19:0cycv8c) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C4 positions, one chain of hexadecanoic acid at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-18-19-20-21-22-23-28-36-47-57-79(84)96-75(64-90-77(82)55-45-35-29-24-26-32-42-52-71-59-68(71)49-39-14-10-6-2)66-94-98(86,87)92-62-74(81)63-93-99(88,89)95-67-76(65-91-78(83)56-46-38-31-34-44-54-73-61-70(73)51-41-16-12-8-4)97-80(85)58-48-37-30-25-27-33-43-53-72-60-69(72)50-40-15-11-7-3/h68-76,81H,5-67H2,1-4H3,(H,86,87)(H,88,89)/t68?,69?,70?,71?,72?,73?,74-,75+,76+/m0/s1	XMIFINJWGCCQBH-KLMDMNHKSA-N	1445.034827			MMDBc0030945
BASm0018313	CL(19:0cycv8c/16:0/17:0cycw7c/17:0cycw7c)	CL(19:0cycv8c/16:0/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/16:0/17:0cycw7c/17:0cycw7c) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-18-19-20-21-22-23-26-34-45-55-77(82)94-73(62-88-75(80)53-43-33-27-24-25-30-40-50-69-57-66(69)47-37-14-10-6-2)64-92-96(84,85)90-60-72(79)61-91-97(86,87)93-65-74(95-78(83)56-46-36-29-32-42-52-71-59-68(71)49-39-16-12-8-4)63-89-76(81)54-44-35-28-31-41-51-70-58-67(70)48-38-15-11-7-3/h66-74,79H,5-65H2,1-4H3,(H,84,85)(H,86,87)/t66?,67?,68?,69?,70?,71?,72-,73+,74+/m0/s1	NTBYPDALQWINJJ-DMCYLWLZSA-N	1417.003527			MMDBc0030946
BASm0018314	CL(19:0cycv8c/16:0/14:0/19:0cycv8c)	CL(19:0cycv8c/16:0/14:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/16:0/14:0/19:0cycv8c) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C4 positions, one chain of hexadecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-19-21-23-24-26-28-34-41-49-57-76(81)93-72(64-88-75(80)56-48-40-35-29-31-37-45-53-69-59-67(69)51-43-15-11-7-3)65-91-95(83,84)89-61-71(78)62-90-96(85,86)92-66-73(63-87-74(79)55-47-39-33-27-25-22-20-18-14-10-6-2)94-77(82)58-50-42-36-30-32-38-46-54-70-60-68(70)52-44-16-12-8-4/h67-73,78H,5-66H2,1-4H3,(H,83,84)(H,85,86)/t67?,68?,69?,70?,71-,72+,73+/m0/s1	USEDGDFPDBWNOW-YKSKUARTSA-N	1405.003527			MMDBc0030947
BASm0018315	CL(19:0cycv8c/16:0/14:0/14:0)	CL(19:0cycv8c/16:0/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/16:0/14:0/14:0) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C72H138O17P2	InChI=1S/C72H138O17P2/c1-5-9-13-17-20-23-26-27-30-33-38-44-50-56-72(77)89-68(61-83-70(75)54-48-42-39-34-35-40-46-52-65-57-64(65)51-45-16-12-8-4)63-87-91(80,81)85-59-66(73)58-84-90(78,79)86-62-67(88-71(76)55-49-43-37-32-29-25-22-19-15-11-7-3)60-82-69(74)53-47-41-36-31-28-24-21-18-14-10-6-2/h64-68,73H,5-63H2,1-4H3,(H,78,79)(H,80,81)/t64?,65?,66-,67-,68-/m1/s1	KWZZYWOVHMGMNJ-IZFXDSFASA-N	1336.940927			MMDBc0030948
BASm0018316	CL(19:0cycv8c/16:1(9Z)/16:1(9Z)/17:0cycw7c)	CL(19:0cycv8c/16:1(9Z)/16:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/16:1(9Z)/16:1(9Z)/17:0cycw7c) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-19-21-23-25-27-29-33-39-47-55-74(79)87-64-73(94-77(82)58-50-42-36-38-46-54-70-60-68(70)52-44-16-12-8-4)66-92-96(85,86)90-62-71(78)61-89-95(83,84)91-65-72(93-76(81)57-49-41-34-30-28-26-24-22-20-18-14-10-6-2)63-88-75(80)56-48-40-35-31-32-37-45-53-69-59-67(69)51-43-15-11-7-3/h21-24,67-73,78H,5-20,25-66H2,1-4H3,(H,83,84)(H,85,86)/b23-21-,24-22-/t67?,68?,69?,70?,71-,72+,73+/m0/s1	RUNAVXDWNYVGQO-BGYMDDJSSA-N	1400.972227			MMDBc0030949
BASm0018317	CL(19:0cycv8c/16:1(9Z)/16:1(9Z)/14:0)	CL(19:0cycv8c/16:1(9Z)/16:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/16:1(9Z)/16:1(9Z)/14:0) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-17-20-23-26-28-31-33-38-43-49-55-71(76)84-62-69(90-73(78)57-51-45-39-34-30-25-22-19-15-11-7-3)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(91-74(79)58-52-46-40-35-32-29-27-24-21-18-14-10-6-2)63-85-72(77)56-50-44-41-36-37-42-48-54-67-59-66(67)53-47-16-12-8-4/h23-24,26-27,66-70,75H,5-22,25,28-65H2,1-4H3,(H,80,81)(H,82,83)/b26-23-,27-24-/t66?,67?,68-,69-,70-/m1/s1	FECMENYWFXRLFM-GRSYHQSFSA-N	1360.940927			MMDBc0030950
BASm0018318	CL(19:0cycv8c/16:1(9Z)/18:1(9Z)/19:0cycv8c)	CL(19:0cycv8c/16:1(9Z)/18:1(9Z)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/16:1(9Z)/18:1(9Z)/19:0cycv8c) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C4 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-19-21-23-25-26-28-29-31-37-43-51-59-78(83)91-67-77(98-81(86)62-54-46-40-34-36-42-50-58-74-64-72(74)56-48-16-12-8-4)70-96-100(89,90)94-66-75(82)65-93-99(87,88)95-69-76(97-80(85)61-53-45-38-32-30-27-24-22-20-18-14-10-6-2)68-92-79(84)60-52-44-39-33-35-41-49-57-73-63-71(73)55-47-15-11-7-3/h22,24-26,71-77,82H,5-21,23,27-70H2,1-4H3,(H,87,88)(H,89,90)/b24-22-,26-25-/t71?,72?,73?,74?,75-,76+,77+/m0/s1	LIQPSXWREFBXHY-GBZGQYLISA-N	1457.034827			MMDBc0030951
BASm0018319	CL(19:0cycv8c/16:1(9Z)/19:0cycv8c/17:0cycw7c)	CL(19:0cycv8c/16:1(9Z)/19:0cycv8c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/16:1(9Z)/19:0cycv8c/17:0cycw7c) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-18-19-20-21-22-23-28-37-47-57-79(84)96-75(64-90-77(82)55-45-35-29-24-26-32-42-52-71-59-68(71)49-39-14-10-6-2)66-94-98(86,87)92-62-74(81)63-93-99(88,89)95-67-76(97-80(85)58-48-38-31-34-44-54-73-61-70(73)51-41-16-12-8-4)65-91-78(83)56-46-36-30-25-27-33-43-53-72-60-69(72)50-40-15-11-7-3/h19-20,68-76,81H,5-18,21-67H2,1-4H3,(H,86,87)(H,88,89)/b20-19-/t68?,69?,70?,71?,72?,73?,74-,75+,76+/m0/s1	PGINTIFCZFPEIX-CCVXERAJSA-N	1443.019177			MMDBc0030952
BASm0018320	CL(19:0cycv8c/16:1(9Z)/19:0cycv8c/14:0)	CL(19:0cycv8c/16:1(9Z)/19:0cycv8c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/16:1(9Z)/19:0cycv8c/14:0) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-19-21-23-24-26-28-34-42-50-58-77(82)94-73(64-88-75(80)56-48-40-36-30-32-38-46-54-70-60-68(70)52-44-16-12-8-4)66-92-96(85,86)90-62-71(78)61-89-95(83,84)91-65-72(93-76(81)57-49-41-33-27-25-22-20-18-14-10-6-2)63-87-74(79)55-47-39-35-29-31-37-45-53-69-59-67(69)51-43-15-11-7-3/h21,23,67-73,78H,5-20,22,24-66H2,1-4H3,(H,83,84)(H,85,86)/b23-21-/t67?,68?,69?,70?,71-,72-,73-/m1/s1	OFVUBBSHMVGZOI-KTBODRBMSA-N	1402.987877			MMDBc0030953
BASm0018321	CL(19:0cycv8c/16:1(9Z)/17:0cycw7c/19:0cycv8c)	CL(19:0cycv8c/16:1(9Z)/17:0cycw7c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/16:1(9Z)/17:0cycw7c/19:0cycv8c) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C4 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-18-19-20-21-22-23-28-36-47-57-79(84)96-75(64-90-77(82)55-45-35-29-24-26-32-42-52-71-59-68(71)49-39-14-10-6-2)66-94-98(86,87)92-62-74(81)63-93-99(88,89)95-67-76(65-91-78(83)56-46-38-31-34-44-54-73-61-70(73)51-41-16-12-8-4)97-80(85)58-48-37-30-25-27-33-43-53-72-60-69(72)50-40-15-11-7-3/h19-20,68-76,81H,5-18,21-67H2,1-4H3,(H,86,87)(H,88,89)/b20-19-/t68?,69?,70?,71?,72?,73?,74-,75+,76+/m0/s1	AEHUEKIAVIDKHV-CCVXERAJSA-N	1443.019177			MMDBc0030954
BASm0018322	CL(19:0cycv8c/16:1(9Z)/17:0cycw7c/17:0cycw7c)	CL(19:0cycv8c/16:1(9Z)/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/16:1(9Z)/17:0cycw7c/17:0cycw7c) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-18-19-20-21-22-23-26-34-45-55-77(82)94-73(62-88-75(80)53-43-33-27-24-25-30-40-50-69-57-66(69)47-37-14-10-6-2)64-92-96(84,85)90-60-72(79)61-91-97(86,87)93-65-74(95-78(83)56-46-36-29-32-42-52-71-59-68(71)49-39-16-12-8-4)63-89-76(81)54-44-35-28-31-41-51-70-58-67(70)48-38-15-11-7-3/h19-20,66-74,79H,5-18,21-65H2,1-4H3,(H,84,85)(H,86,87)/b20-19-/t66?,67?,68?,69?,70?,71?,72-,73+,74+/m0/s1	FHPAFRCJOFDLAR-VZRUBYQGSA-N	1414.987877			MMDBc0030955
BASm0018323	CL(19:0cycv8c/16:1(9Z)/14:0/19:0cycv8c)	CL(19:0cycv8c/16:1(9Z)/14:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/16:1(9Z)/14:0/19:0cycv8c) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C4 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-19-21-23-24-26-28-34-41-49-57-76(81)93-72(64-88-75(80)56-48-40-35-29-31-37-45-53-69-59-67(69)51-43-15-11-7-3)65-91-95(83,84)89-61-71(78)62-90-96(85,86)92-66-73(63-87-74(79)55-47-39-33-27-25-22-20-18-14-10-6-2)94-77(82)58-50-42-36-30-32-38-46-54-70-60-68(70)52-44-16-12-8-4/h21,23,67-73,78H,5-20,22,24-66H2,1-4H3,(H,83,84)(H,85,86)/b23-21-/t67?,68?,69?,70?,71-,72+,73+/m0/s1	LVPAVVLVBXFQDW-ZFEFGUEISA-N	1402.987877			MMDBc0030956
BASm0018324	CL(19:0cycv8c/16:1(9Z)/14:0/14:0)	CL(19:0cycv8c/16:1(9Z)/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/16:1(9Z)/14:0/14:0) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C72H136O17P2	InChI=1S/C72H136O17P2/c1-5-9-13-17-20-23-26-27-30-33-38-44-50-56-72(77)89-68(61-83-70(75)54-48-42-39-34-35-40-46-52-65-57-64(65)51-45-16-12-8-4)63-87-91(80,81)85-59-66(73)58-84-90(78,79)86-62-67(88-71(76)55-49-43-37-32-29-25-22-19-15-11-7-3)60-82-69(74)53-47-41-36-31-28-24-21-18-14-10-6-2/h23,26,64-68,73H,5-22,24-25,27-63H2,1-4H3,(H,78,79)(H,80,81)/b26-23-/t64?,65?,66-,67-,68-/m1/s1	WEJMIMSWGBQOMF-WNEBOLGTSA-N	1334.925277			MMDBc0030957
BASm0018325	CL(19:0cycv8c/18:1(9Z)/18:1(9Z)/17:0cycw7c)	CL(19:0cycv8c/18:1(9Z)/18:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/18:1(9Z)/18:1(9Z)/17:0cycw7c) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-19-21-23-25-27-29-31-33-37-43-51-59-78(83)91-68-77(98-81(86)62-54-46-40-42-50-58-74-64-72(74)56-48-16-12-8-4)70-96-100(89,90)94-66-75(82)65-93-99(87,88)95-69-76(97-80(85)61-53-45-38-34-32-30-28-26-24-22-20-18-14-10-6-2)67-92-79(84)60-52-44-39-35-36-41-49-57-73-63-71(73)55-47-15-11-7-3/h25-28,71-77,82H,5-24,29-70H2,1-4H3,(H,87,88)(H,89,90)/b27-25-,28-26-/t71?,72?,73?,74?,75-,76+,77+/m0/s1	RAUXRJZDRSLIIP-OCHQLEMMSA-N	1457.034827			MMDBc0030958
BASm0018326	CL(19:0cycv8c/18:1(9Z)/18:1(9Z)/14:0)	CL(19:0cycv8c/18:1(9Z)/18:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/18:1(9Z)/18:1(9Z)/14:0) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-20-23-26-28-30-32-35-37-42-47-53-59-75(80)88-66-73(94-77(82)61-55-49-43-38-34-25-22-19-15-11-7-3)68-92-96(84,85)90-64-72(79)65-91-97(86,87)93-69-74(95-78(83)62-56-50-44-39-36-33-31-29-27-24-21-18-14-10-6-2)67-89-76(81)60-54-48-45-40-41-46-52-58-71-63-70(71)57-51-16-12-8-4/h28-31,70-74,79H,5-27,32-69H2,1-4H3,(H,84,85)(H,86,87)/b30-28-,31-29-/t70?,71?,72-,73-,74-/m1/s1	DVXQULMCJKBHMR-CCZNOTQJSA-N	1417.003527			MMDBc0030959
BASm0018327	CL(19:0cycv8c/18:1(9Z)/19:0cycv8c/14:0)	CL(19:0cycv8c/18:1(9Z)/19:0cycv8c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/18:1(9Z)/19:0cycv8c/14:0) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C3 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-19-21-23-24-25-26-28-30-36-44-52-60-79(84)96-75(66-90-77(82)58-50-42-38-32-34-40-48-56-72-62-70(72)54-46-16-12-8-4)68-94-98(87,88)92-64-73(80)63-91-97(85,86)93-67-74(95-78(83)59-51-43-35-29-27-22-20-18-14-10-6-2)65-89-76(81)57-49-41-37-31-33-39-47-55-71-61-69(71)53-45-15-11-7-3/h24-25,69-75,80H,5-23,26-68H2,1-4H3,(H,85,86)(H,87,88)/b25-24-/t69?,70?,71?,72?,73-,74-,75-/m1/s1	BRWQRASODWWGIR-YVYSANHUSA-N	1431.019177			MMDBc0030960
BASm0018328	CL(19:0cycv8c/18:1(9Z)/17:0cycw7c/17:0cycw7c)	CL(19:0cycv8c/18:1(9Z)/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/18:1(9Z)/17:0cycw7c/17:0cycw7c) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-18-19-20-21-22-23-24-25-28-36-47-57-79(84)96-75(64-90-77(82)55-45-35-29-26-27-32-42-52-71-59-68(71)49-39-14-10-6-2)66-94-98(86,87)92-62-74(81)63-93-99(88,89)95-67-76(97-80(85)58-48-38-31-34-44-54-73-61-70(73)51-41-16-12-8-4)65-91-78(83)56-46-37-30-33-43-53-72-60-69(72)50-40-15-11-7-3/h21-22,68-76,81H,5-20,23-67H2,1-4H3,(H,86,87)(H,88,89)/b22-21-/t68?,69?,70?,71?,72?,73?,74-,75+,76+/m0/s1	PVZDBVRJHMPJHN-YNSXFOCESA-N	1443.019177			MMDBc0030961
BASm0018329	CL(19:0cycv8c/18:1(9Z)/14:0/19:0cycv8c)	CL(19:0cycv8c/18:1(9Z)/14:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/18:1(9Z)/14:0/19:0cycv8c) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C4 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-19-21-23-24-25-26-28-30-36-43-51-59-78(83)95-74(66-90-77(82)58-50-42-37-31-33-39-47-55-71-61-69(71)53-45-15-11-7-3)67-93-97(85,86)91-63-73(80)64-92-98(87,88)94-68-75(65-89-76(81)57-49-41-35-29-27-22-20-18-14-10-6-2)96-79(84)60-52-44-38-32-34-40-48-56-72-62-70(72)54-46-16-12-8-4/h24-25,69-75,80H,5-23,26-68H2,1-4H3,(H,85,86)(H,87,88)/b25-24-/t69?,70?,71?,72?,73-,74+,75+/m0/s1	VCQCTMDKSFQFIC-GYIHHWMUSA-N	1431.019177			MMDBc0030962
BASm0018330	CL(19:0cycv8c/18:1(9Z)/14:0/14:0)	CL(19:0cycv8c/18:1(9Z)/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/18:1(9Z)/14:0/14:0) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C74H140O17P2	InChI=1S/C74H140O17P2/c1-5-9-13-17-20-23-26-27-28-29-32-35-40-46-52-58-74(79)91-70(63-85-72(77)56-50-44-41-36-37-42-48-54-67-59-66(67)53-47-16-12-8-4)65-89-93(82,83)87-61-68(75)60-86-92(80,81)88-64-69(90-73(78)57-51-45-39-34-31-25-22-19-15-11-7-3)62-84-71(76)55-49-43-38-33-30-24-21-18-14-10-6-2/h27-28,66-70,75H,5-26,29-65H2,1-4H3,(H,80,81)(H,82,83)/b28-27-/t66?,67?,68-,69-,70-/m1/s1	AXCNTCJDNSXTRO-KFCYSXJZSA-N	1362.956577			MMDBc0030963
BASm0018331	CL(19:0cycv8c/19:0cycv8c/19:0cycv8c/14:0)	CL(19:0cycv8c/19:0cycv8c/19:0cycv8c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/19:0cycv8c/19:0cycv8c/14:0) contains three chains of (heptadec-11-12-cyclo-anoyl) at the C1, C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-18-19-20-21-28-37-47-57-79(84)96-75(64-90-77(82)55-45-35-29-22-25-32-42-52-71-59-68(71)49-39-14-10-6-2)66-94-98(86,87)92-62-74(81)63-93-99(88,89)95-67-76(97-80(85)58-48-38-31-24-27-34-44-54-73-61-70(73)51-41-16-12-8-4)65-91-78(83)56-46-36-30-23-26-33-43-53-72-60-69(72)50-40-15-11-7-3/h68-76,81H,5-67H2,1-4H3,(H,86,87)(H,88,89)/t68?,69?,70?,71?,72?,73?,74-,75-,76-/m1/s1	HWDHYPIWLMKBEL-IXAFQLSOSA-N	1445.034827			MMDBc0030964
BASm0018332	CL(19:0cycv8c/19:0cycv8c/17:0cycw7c/17:0cycw7c)	CL(19:0cycv8c/19:0cycv8c/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/19:0cycv8c/17:0cycw7c/17:0cycw7c) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C2 positions, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-33-45-67-57-71(67)49-37-25-19-17-21-29-41-53-78(83)91-63-76(97-80(85)55-43-30-22-18-20-26-38-50-72-58-68(72)46-34-14-10-6-2)65-95-99(87,88)93-61-75(82)62-94-100(89,90)96-66-77(98-81(86)56-44-32-24-28-40-52-74-60-70(74)48-36-16-12-8-4)64-92-79(84)54-42-31-23-27-39-51-73-59-69(73)47-35-15-11-7-3/h67-77,82H,5-66H2,1-4H3,(H,87,88)(H,89,90)/t67?,68?,69?,70?,71?,72?,73?,74?,75-,76+,77+/m0/s1	IZTXDJLRCJPJSW-GWSUOURMSA-N	1457.034827			MMDBc0030965
BASm0018333	CL(19:0cycv8c/19:0cycv8c/17:0cycw7c/14:0)	CL(19:0cycv8c/19:0cycv8c/17:0cycw7c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/19:0cycv8c/17:0cycw7c/14:0) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C2 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-18-19-20-21-26-34-45-55-77(82)94-74(63-89-76(81)54-44-36-29-32-42-52-71-59-68(71)49-39-16-12-8-4)65-93-97(86,87)91-61-72(79)60-90-96(84,85)92-64-73(95-78(83)56-46-35-28-23-25-31-41-51-70-58-67(70)48-38-15-11-7-3)62-88-75(80)53-43-33-27-22-24-30-40-50-69-57-66(69)47-37-14-10-6-2/h66-74,79H,5-65H2,1-4H3,(H,84,85)(H,86,87)/t66?,67?,68?,69?,70?,71?,72-,73+,74+/m0/s1	XEAVOXXUECHKLC-DMCYLWLZSA-N	1417.003527			MMDBc0030966
BASm0018334	CL(19:0cycv8c/19:0cycv8c/14:0/19:0cycv8c)	CL(19:0cycv8c/19:0cycv8c/14:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/19:0cycv8c/14:0/19:0cycv8c) contains three chains of (heptadec-11-12-cyclo-anoyl) at the C1, C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-18-19-20-21-28-35-45-55-77(82)90-64-75(96-79(84)57-47-37-30-23-26-33-43-53-72-60-69(72)50-40-15-11-7-3)66-94-98(86,87)92-62-74(81)63-93-99(88,89)95-67-76(97-80(85)58-48-38-31-24-27-34-44-54-73-61-70(73)51-41-16-12-8-4)65-91-78(83)56-46-36-29-22-25-32-42-52-71-59-68(71)49-39-14-10-6-2/h68-76,81H,5-67H2,1-4H3,(H,86,87)(H,88,89)/t68?,69?,70?,71?,72?,73?,74-,75-,76-/m1/s1	OSEROLZQPMLWAQ-IXAFQLSOSA-N	1445.034827			MMDBc0030967
BASm0018335	CL(19:0cycv8c/19:0cycv8c/14:0/17:0cycw7c)	CL(19:0cycv8c/19:0cycv8c/14:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/19:0cycv8c/14:0/17:0cycw7c) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-18-19-20-21-26-33-43-53-75(80)88-63-74(95-78(83)56-46-36-29-32-42-52-71-59-68(71)49-39-16-12-8-4)65-93-97(86,87)91-61-72(79)60-90-96(84,85)92-64-73(94-77(82)55-45-35-28-23-25-31-41-51-70-58-67(70)48-38-15-11-7-3)62-89-76(81)54-44-34-27-22-24-30-40-50-69-57-66(69)47-37-14-10-6-2/h66-74,79H,5-65H2,1-4H3,(H,84,85)(H,86,87)/t66?,67?,68?,69?,70?,71?,72-,73+,74+/m0/s1	FYORXJKDHTVNAS-DMCYLWLZSA-N	1417.003527			MMDBc0030968
BASm0018336	CL(19:0cycv8c/19:0cycv8c/14:0/14:0)	CL(19:0cycv8c/19:0cycv8c/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/19:0cycv8c/14:0/14:0) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C2 positions, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-19-21-23-25-31-37-45-53-72(77)85-61-70(91-74(79)55-47-39-32-26-24-22-20-18-14-10-6-2)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(92-75(80)56-48-40-34-28-30-36-44-52-68-58-66(68)50-42-16-12-8-4)62-86-73(78)54-46-38-33-27-29-35-43-51-67-57-65(67)49-41-15-11-7-3/h65-71,76H,5-64H2,1-4H3,(H,81,82)(H,83,84)/t65?,66?,67?,68?,69-,70-,71-/m1/s1	LYPGNSDYEVJAQC-AYNNUBTASA-N	1376.972227			MMDBc0030969
BASm0018337	CL(19:0cycv8c/17:0cycw7c/19:0cycv8c/17:0cycw7c)	CL(19:0cycv8c/17:0cycw7c/19:0cycv8c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/17:0cycw7c/19:0cycv8c/17:0cycw7c) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C3 positions, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-33-45-67-57-71(67)49-37-25-19-17-21-29-41-53-78(83)91-63-76(97-80(85)55-43-31-23-27-39-51-73-59-69(73)47-35-15-11-7-3)65-95-99(87,88)93-61-75(82)62-94-100(89,90)96-66-77(98-81(86)56-44-32-24-28-40-52-74-60-70(74)48-36-16-12-8-4)64-92-79(84)54-42-30-22-18-20-26-38-50-72-58-68(72)46-34-14-10-6-2/h67-77,82H,5-66H2,1-4H3,(H,87,88)(H,89,90)/t67?,68?,69?,70?,71?,72?,73?,74?,75?,76-,77-/m1/s1	FEJPZSWFULIDTM-VXVRCUBDSA-N	1457.034827			MMDBc0030970
BASm0018338	CL(19:0cycv8c/17:0cycw7c/19:0cycv8c/14:0)	CL(19:0cycv8c/17:0cycw7c/19:0cycv8c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/17:0cycw7c/19:0cycv8c/14:0) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-18-19-20-21-26-35-45-55-77(82)94-73(62-88-75(80)53-43-33-27-22-24-30-40-50-69-57-66(69)47-37-14-10-6-2)64-92-96(84,85)90-60-72(79)61-91-97(86,87)93-65-74(95-78(83)56-46-36-29-32-42-52-71-59-68(71)49-39-16-12-8-4)63-89-76(81)54-44-34-28-23-25-31-41-51-70-58-67(70)48-38-15-11-7-3/h66-74,79H,5-65H2,1-4H3,(H,84,85)(H,86,87)/t66?,67?,68?,69?,70?,71?,72-,73-,74-/m1/s1	KDEHEVWHFKAJOK-SKUPSXBVSA-N	1417.003527			MMDBc0030971
BASm0018339	CL(19:0cycv8c/17:0cycw7c/17:0cycw7c/19:0cycv8c)	CL(19:0cycv8c/17:0cycw7c/17:0cycw7c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/17:0cycw7c/17:0cycw7c/19:0cycv8c) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C4 positions, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C3 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-33-45-67-57-71(67)49-37-25-19-17-21-29-41-53-78(83)91-63-77(98-81(86)56-44-32-24-28-40-52-74-60-70(74)48-36-16-12-8-4)66-96-100(89,90)94-62-75(82)61-93-99(87,88)95-65-76(64-92-79(84)54-42-31-23-27-39-51-73-59-69(73)47-35-15-11-7-3)97-80(85)55-43-30-22-18-20-26-38-50-72-58-68(72)46-34-14-10-6-2/h67-77,82H,5-66H2,1-4H3,(H,87,88)(H,89,90)/t67?,68?,69?,70?,71?,72?,73?,74?,75-,76-,77-/m1/s1	XHWMICCTDWMQNR-JBHUEJFFSA-N	1457.034827			MMDBc0030972
BASm0018340	CL(19:0cycv8c/17:0cycw7c/17:0cycw7c/14:0)	CL(19:0cycv8c/17:0cycw7c/17:0cycw7c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/17:0cycw7c/17:0cycw7c/14:0) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-18-19-20-21-24-32-43-53-75(80)92-71(61-87-74(79)52-42-33-26-29-39-49-68-56-65(68)46-36-15-11-7-3)62-90-94(82,83)88-58-70(77)59-89-95(84,85)91-63-72(93-76(81)54-44-34-27-30-40-50-69-57-66(69)47-37-16-12-8-4)60-86-73(78)51-41-31-25-22-23-28-38-48-67-55-64(67)45-35-14-10-6-2/h64-72,77H,5-63H2,1-4H3,(H,82,83)(H,84,85)/t64?,65?,66?,67?,68?,69?,70-,71-,72-/m1/s1	MIHKSBRBKYFSDS-SGTWPQBJSA-N	1388.972227			MMDBc0030973
BASm0018341	CL(19:0cycv8c/17:0cycw7c/14:0/19:0cycv8c)	CL(19:0cycv8c/17:0cycw7c/14:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/17:0cycw7c/14:0/19:0cycv8c) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-18-19-20-21-26-33-43-53-75(80)88-62-73(94-77(82)55-45-35-28-23-25-31-41-51-70-58-67(70)48-38-15-11-7-3)64-92-96(84,85)90-60-72(79)61-91-97(86,87)93-65-74(95-78(83)56-46-36-29-32-42-52-71-59-68(71)49-39-16-12-8-4)63-89-76(81)54-44-34-27-22-24-30-40-50-69-57-66(69)47-37-14-10-6-2/h66-74,79H,5-65H2,1-4H3,(H,84,85)(H,86,87)/t66?,67?,68?,69?,70?,71?,72-,73-,74-/m1/s1	KRSGAPYRKXSMBO-SKUPSXBVSA-N	1417.003527			MMDBc0030974
BASm0018342	CL(19:0cycv8c/17:0cycw7c/14:0/17:0cycw7c)	CL(19:0cycv8c/17:0cycw7c/14:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/17:0cycw7c/14:0/17:0cycw7c) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-18-19-20-21-24-31-41-51-73(78)86-60-71(92-75(80)53-43-33-26-29-39-49-68-56-65(68)46-36-15-11-7-3)62-90-94(82,83)88-58-70(77)59-89-95(84,85)91-63-72(93-76(81)54-44-34-27-30-40-50-69-57-66(69)47-37-16-12-8-4)61-87-74(79)52-42-32-25-22-23-28-38-48-67-55-64(67)45-35-14-10-6-2/h64-72,77H,5-63H2,1-4H3,(H,82,83)(H,84,85)/t64?,65?,66?,67?,68?,69?,70-,71-,72-/m1/s1	ZISFEUPRDCPXID-SGTWPQBJSA-N	1388.972227			MMDBc0030975
BASm0018343	CL(19:0cycv8c/17:0cycw7c/14:0/14:0)	CL(19:0cycv8c/17:0cycw7c/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/17:0cycw7c/14:0/14:0) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-19-21-23-25-29-35-43-51-70(75)83-59-68(89-72(77)53-45-37-30-26-24-22-20-18-14-10-6-2)61-87-91(79,80)85-57-67(74)58-86-92(81,82)88-62-69(90-73(78)54-46-38-32-34-42-50-66-56-64(66)48-40-16-12-8-4)60-84-71(76)52-44-36-31-27-28-33-41-49-65-55-63(65)47-39-15-11-7-3/h63-69,74H,5-62H2,1-4H3,(H,79,80)(H,81,82)/t63?,64?,65?,66?,67-,68-,69-/m1/s1	HIPWIZQNEBHFII-CJHRGUIVSA-N	1348.940927			MMDBc0030976
BASm0018344	CL(19:0cycv8c/14:0/19:0cycv8c/14:0)	CL(19:0cycv8c/14:0/19:0cycv8c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/14:0/19:0cycv8c/14:0) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C3 positions, two chains of tetradecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-19-21-23-25-31-39-47-55-74(79)91-70(61-85-72(77)53-45-37-33-27-29-35-43-51-67-57-65(67)49-41-15-11-7-3)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(92-75(80)56-48-40-32-26-24-22-20-18-14-10-6-2)62-86-73(78)54-46-38-34-28-30-36-44-52-68-58-66(68)50-42-16-12-8-4/h65-71,76H,5-64H2,1-4H3,(H,81,82)(H,83,84)/t65?,66?,67?,68?,69?,70-,71-/m1/s1	FOUMXHLJPPXAKE-MCVMKDRLSA-N	1376.972227			MMDBc0030977
BASm0018345	CL(19:0cycv8c/14:0/17:0cycw7c/17:0cycw7c)	CL(19:0cycv8c/14:0/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/14:0/17:0cycw7c/17:0cycw7c) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (heptadec-9-10-cyclo-anoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-18-19-20-21-24-32-43-53-75(80)92-71(60-86-73(78)51-41-31-25-22-23-28-38-48-67-55-64(67)45-35-14-10-6-2)62-90-94(82,83)88-58-70(77)59-89-95(84,85)91-63-72(93-76(81)54-44-34-27-30-40-50-69-57-66(69)47-37-16-12-8-4)61-87-74(79)52-42-33-26-29-39-49-68-56-65(68)46-36-15-11-7-3/h64-72,77H,5-63H2,1-4H3,(H,82,83)(H,84,85)/t64?,65?,66?,67?,68?,69?,70-,71+,72+/m0/s1	SYERPOWNKRYYGU-IYSNIGHXSA-N	1388.972227			MMDBc0030978
BASm0018346	CL(19:0cycv8c/14:0/17:0cycw7c/14:0)	CL(19:0cycv8c/14:0/17:0cycw7c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/14:0/17:0cycw7c/14:0) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, two chains of tetradecanoic acid at the C2 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-19-21-23-25-29-36-45-53-72(77)89-68(59-83-70(75)51-43-35-31-27-28-33-41-49-65-55-63(65)47-39-15-11-7-3)61-87-91(79,80)85-57-67(74)58-86-92(81,82)88-62-69(90-73(78)54-46-37-30-26-24-22-20-18-14-10-6-2)60-84-71(76)52-44-38-32-34-42-50-66-56-64(66)48-40-16-12-8-4/h63-69,74H,5-62H2,1-4H3,(H,79,80)(H,81,82)/t63?,64?,65?,66?,67-,68+,69+/m0/s1	GMVSPYKPFIUYCV-JFBSXBRKSA-N	1348.940927			MMDBc0030979
BASm0018347	CL(19:0cycv8c/14:0/14:0/19:0cycv8c)	CL(19:0cycv8c/14:0/14:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/14:0/14:0/19:0cycv8c) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C4 positions, two chains of tetradecanoic acid at the C2 and C3 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-19-21-23-25-31-37-45-53-72(77)85-61-71(92-75(80)56-48-40-34-28-30-36-44-52-68-58-66(68)50-42-16-12-8-4)64-90-94(83,84)88-60-69(76)59-87-93(81,82)89-63-70(91-74(79)55-47-39-32-26-24-22-20-18-14-10-6-2)62-86-73(78)54-46-38-33-27-29-35-43-51-67-57-65(67)49-41-15-11-7-3/h65-71,76H,5-64H2,1-4H3,(H,81,82)(H,83,84)/t65?,66?,67?,68?,69-,70+,71+/m0/s1	UQEAIZNWTSIBPL-FWUMUCBYSA-N	1376.972227			MMDBc0030980
BASm0018348	CL(19:0cycv8c/14:0/14:0/17:0cycw7c)	CL(19:0cycv8c/14:0/14:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/14:0/14:0/17:0cycw7c) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-19-21-23-25-29-35-43-51-70(75)83-60-69(90-73(78)54-46-38-32-34-42-50-66-56-64(66)48-40-16-12-8-4)62-88-92(81,82)86-58-67(74)57-85-91(79,80)87-61-68(89-72(77)53-45-37-30-26-24-22-20-18-14-10-6-2)59-84-71(76)52-44-36-31-27-28-33-41-49-65-55-63(65)47-39-15-11-7-3/h63-69,74H,5-62H2,1-4H3,(H,79,80)(H,81,82)/t63?,64?,65?,66?,67-,68+,69+/m0/s1	XGKMEILCRKRBMI-JFBSXBRKSA-N	1348.940927			MMDBc0030981
BASm0018349	CL(17:0cycw7c/15:0cyclo/16:0/17:0cycw7c)	CL(17:0cycw7c/15:0cyclo/16:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/15:0cyclo/16:0/17:0cycw7c) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-16-17-18-19-20-21-22-23-30-39-49-71(76)84-58-69(90-74(79)52-42-33-26-29-38-48-67-55-65(67)45-35-15-11-7-3)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(91-73(78)51-41-32-25-28-36-46-63-53-62(63)43-12-8-4)59-85-72(77)50-40-31-24-27-37-47-66-54-64(66)44-34-14-10-6-2/h62-70,75H,5-61H2,1-4H3,(H,80,81)(H,82,83)/t62?,63?,64?,65?,66?,67?,68-,69-,70-/m1/s1	IUVMJYAVXHMEEM-QMBQMTMKSA-N	1360.940927			MMDBc0030982
BASm0018350	CL(17:0cycw7c/15:0cyclo/16:1(9Z)/17:0cycw7c)	CL(17:0cycw7c/15:0cyclo/16:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/15:0cyclo/16:1(9Z)/17:0cycw7c) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C74H136O17P2	InChI=1S/C74H136O17P2/c1-5-9-13-16-17-18-19-20-21-22-23-30-39-49-71(76)84-58-69(90-74(79)52-42-33-26-29-38-48-67-55-65(67)45-35-15-11-7-3)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(91-73(78)51-41-32-25-28-36-46-63-53-62(63)43-12-8-4)59-85-72(77)50-40-31-24-27-37-47-66-54-64(66)44-34-14-10-6-2/h18-19,62-70,75H,5-17,20-61H2,1-4H3,(H,80,81)(H,82,83)/b19-18-/t62?,63?,64?,65?,66?,67?,68-,69-,70-/m1/s1	BDBSNPUARWODCH-ZQZPWZRCSA-N	1358.925277			MMDBc0030983
BASm0018351	CL(17:0cycw7c/15:0cyclo/18:1(9Z)/17:0cycw7c)	CL(17:0cycw7c/15:0cyclo/18:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/15:0cyclo/18:1(9Z)/17:0cycw7c) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-16-17-18-19-20-21-22-23-24-25-32-41-51-73(78)86-60-71(92-76(81)54-44-35-28-31-40-50-69-57-67(69)47-37-15-11-7-3)62-90-94(82,83)88-58-70(77)59-89-95(84,85)91-63-72(93-75(80)53-43-34-27-30-38-48-65-55-64(65)45-12-8-4)61-87-74(79)52-42-33-26-29-39-49-68-56-66(68)46-36-14-10-6-2/h20-21,64-72,77H,5-19,22-63H2,1-4H3,(H,82,83)(H,84,85)/b21-20-/t64?,65?,66?,67?,68?,69?,70-,71-,72-/m1/s1	HXUSDRVVFCTAOU-XFLUKAGNSA-N	1386.956577			MMDBc0030984
BASm0018352	CL(17:0cycw7c/15:0cyclo/19:0cycv8c/17:0cycw7c)	CL(17:0cycw7c/15:0cyclo/19:0cycv8c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/15:0cyclo/19:0cycv8c/17:0cycw7c) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-30-42-65-54-68(65)46-33-22-17-16-18-26-37-49-74(79)87-59-72(93-77(82)52-40-29-21-25-36-48-70-56-67(70)44-32-15-11-7-3)61-91-95(83,84)89-57-71(78)58-90-96(85,86)92-62-73(94-76(81)51-39-28-20-24-34-45-64-53-63(64)41-12-8-4)60-88-75(80)50-38-27-19-23-35-47-69-55-66(69)43-31-14-10-6-2/h63-73,78H,5-62H2,1-4H3,(H,83,84)(H,85,86)/t63?,64?,65?,66?,67?,68?,69?,70?,71-,72-,73-/m1/s1	QDBVQAQFYFTCSN-ULQWFCRXSA-N	1400.972227			MMDBc0030985
BASm0018353	CL(17:0cycw7c/15:0cyclo/17:0cycw7c/17:0cycw7c)	CL(17:0cycw7c/15:0cyclo/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/15:0cyclo/17:0cycw7c/17:0cycw7c) contains three chains of (heptadec-9-10-cyclo-anoyl) at the C1, C3 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-28-40-63-52-66(63)44-32-20-16-24-35-47-72(77)85-57-70(91-74(79)49-37-26-18-22-31-43-62-51-61(62)39-12-8-4)59-89-93(81,82)87-55-69(76)56-88-94(83,84)90-60-71(92-75(80)50-38-27-19-23-34-46-68-54-65(68)42-30-15-11-7-3)58-86-73(78)48-36-25-17-21-33-45-67-53-64(67)41-29-14-10-6-2/h61-71,76H,5-60H2,1-4H3,(H,81,82)(H,83,84)/t61?,62?,63?,64?,65?,66?,67?,68?,69-,70+,71+/m0/s1	CYPXMOKABGJSCD-ARGLMTGASA-N	1372.940927			MMDBc0030986
BASm0018354	CL(17:0cycw7c/15:0cyclo/17:0cycw7c/14:0)	CL(17:0cycw7c/15:0cyclo/17:0cycw7c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/15:0cyclo/17:0cycw7c/14:0) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C3 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-16-17-18-19-20-21-28-39-49-71(76)88-67(56-82-69(74)47-37-29-22-25-35-45-64-52-62(64)42-32-14-10-6-2)58-86-90(78,79)84-54-66(73)55-85-91(80,81)87-59-68(89-72(77)50-40-31-24-27-34-44-61-51-60(61)41-12-8-4)57-83-70(75)48-38-30-23-26-36-46-65-53-63(65)43-33-15-11-7-3/h60-68,73H,5-59H2,1-4H3,(H,78,79)(H,80,81)/t60?,61?,62?,63?,64?,65?,66-,67-,68-/m1/s1	KELRRDRLEWGOKO-SXJSJBAASA-N	1332.909627			MMDBc0030987
BASm0018355	CL(17:0cycw7c/15:0cyclo/14:0/17:0cycw7c)	CL(17:0cycw7c/15:0cyclo/14:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/15:0cyclo/14:0/17:0cycw7c) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-16-17-18-19-20-21-28-37-47-69(74)82-56-67(88-72(77)50-40-31-24-27-36-46-65-53-63(65)43-33-15-11-7-3)58-86-90(78,79)84-54-66(73)55-85-91(80,81)87-59-68(89-71(76)49-39-30-23-26-34-44-61-51-60(61)41-12-8-4)57-83-70(75)48-38-29-22-25-35-45-64-52-62(64)42-32-14-10-6-2/h60-68,73H,5-59H2,1-4H3,(H,78,79)(H,80,81)/t60?,61?,62?,63?,64?,65?,66-,67-,68-/m1/s1	PLACYXORGUJWKZ-SXJSJBAASA-N	1332.909627			MMDBc0030988
BASm0018356	CL(17:0cycw7c/15:0cyclo/14:0/14:0)	CL(17:0cycw7c/15:0cyclo/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/15:0cyclo/14:0/14:0) contains one chain of (heptadec-9-10-cyclo-anoyl) at the C1 position, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-16-18-20-22-24-26-32-39-47-66(71)79-55-64(85-68(73)49-41-33-27-25-23-21-19-17-14-10-6-2)57-83-87(75,76)81-53-63(70)54-82-88(77,78)84-58-65(86-69(74)50-42-35-29-31-37-45-60-51-59(60)43-12-8-4)56-80-67(72)48-40-34-28-30-38-46-62-52-61(62)44-36-15-11-7-3/h59-65,70H,5-58H2,1-4H3,(H,75,76)(H,77,78)/t59?,60?,61?,62?,63-,64-,65-/m1/s1	DMOUOROLSTZHEI-ZXBFYKBLSA-N	1292.878327			MMDBc0030989
BASm0018357	CL(17:0cycw7c/16:0/16:0/17:0cycw7c)	CL(17:0cycw7c/16:0/16:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/16:0/16:0/17:0cycw7c) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C4 positions, two chains of hexadecanoic acid at the C2 and C3 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-19-21-23-25-27-29-31-37-45-53-72(77)85-61-71(92-75(80)56-48-40-34-36-44-52-68-58-66(68)50-42-16-12-8-4)64-90-94(83,84)88-60-69(76)59-87-93(81,82)89-63-70(91-74(79)55-47-38-32-30-28-26-24-22-20-18-14-10-6-2)62-86-73(78)54-46-39-33-35-43-51-67-57-65(67)49-41-15-11-7-3/h65-71,76H,5-64H2,1-4H3,(H,81,82)(H,83,84)/t65?,66?,67?,68?,69-,70+,71+/m0/s1	MLLWCSSOVZLXJQ-FWUMUCBYSA-N	1376.972227			MMDBc0030990
BASm0018358	CL(17:0cycw7c/16:0/16:0/14:0)	CL(17:0cycw7c/16:0/16:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/16:0/16:0/14:0) contains one chain of (heptadec-9-10-cyclo-anoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C72H138O17P2	InChI=1S/C72H138O17P2/c1-5-9-13-17-20-23-26-28-31-33-36-41-47-53-69(74)82-60-67(88-71(76)55-49-42-37-34-30-25-22-19-15-11-7-3)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-72(77)56-50-43-38-35-32-29-27-24-21-18-14-10-6-2)61-83-70(75)54-48-44-39-40-46-52-65-57-64(65)51-45-16-12-8-4/h64-68,73H,5-63H2,1-4H3,(H,78,79)(H,80,81)/t64?,65?,66-,67-,68-/m1/s1	CJPWVVAXDIFUTL-IZFXDSFASA-N	1336.940927			MMDBc0030991
BASm0018359	CL(17:0cycw7c/16:0/16:1(9Z)/17:0cycw7c)	CL(17:0cycw7c/16:0/16:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/16:0/16:1(9Z)/17:0cycw7c) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C4 positions, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-19-21-23-25-27-29-31-37-45-53-72(77)85-61-71(92-75(80)56-48-40-34-36-44-52-68-58-66(68)50-42-16-12-8-4)64-90-94(83,84)88-60-69(76)59-87-93(81,82)89-63-70(91-74(79)55-47-38-32-30-28-26-24-22-20-18-14-10-6-2)62-86-73(78)54-46-39-33-35-43-51-67-57-65(67)49-41-15-11-7-3/h21,23,65-71,76H,5-20,22,24-64H2,1-4H3,(H,81,82)(H,83,84)/b23-21-/t65?,66?,67?,68?,69-,70+,71+/m0/s1	OUFVODKNKCOKFR-FELJNGSLSA-N	1374.956577			MMDBc0030992
BASm0018360	CL(17:0cycw7c/16:0/18:1(9Z)/17:0cycw7c)	CL(17:0cycw7c/16:0/18:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/16:0/18:1(9Z)/17:0cycw7c) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C4 positions, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-19-21-23-25-26-28-29-31-33-39-47-55-74(79)87-63-73(94-77(82)58-50-42-36-38-46-54-70-60-68(70)52-44-16-12-8-4)66-92-96(85,86)90-62-71(78)61-89-95(83,84)91-65-72(93-76(81)57-49-40-34-32-30-27-24-22-20-18-14-10-6-2)64-88-75(80)56-48-41-35-37-45-53-69-59-67(69)51-43-15-11-7-3/h25-26,67-73,78H,5-24,27-66H2,1-4H3,(H,83,84)(H,85,86)/b26-25-/t67?,68?,69?,70?,71-,72+,73+/m0/s1	HDRJGTCJBHUZCF-LDEMJFSTSA-N	1402.987877			MMDBc0030993
BASm0018361	CL(17:0cycw7c/16:0/19:0cycv8c/17:0cycw7c)	CL(17:0cycw7c/16:0/19:0cycv8c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/16:0/19:0cycv8c/17:0cycw7c) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C4 positions, one chain of hexadecanoic acid at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-18-19-20-21-22-23-26-34-45-55-77(82)94-73(63-89-76(81)54-44-35-28-31-41-51-70-58-67(70)48-38-15-11-7-3)64-92-96(84,85)90-60-72(79)61-91-97(86,87)93-65-74(95-78(83)56-46-36-29-32-42-52-71-59-68(71)49-39-16-12-8-4)62-88-75(80)53-43-33-27-24-25-30-40-50-69-57-66(69)47-37-14-10-6-2/h66-74,79H,5-65H2,1-4H3,(H,84,85)(H,86,87)/t66?,67?,68?,69?,70?,71?,72-,73+,74+/m0/s1	UHGIOABXASRMCG-DMCYLWLZSA-N	1417.003527			MMDBc0030994
BASm0018362	CL(17:0cycw7c/16:0/17:0cycw7c/17:0cycw7c)	CL(17:0cycw7c/16:0/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/16:0/17:0cycw7c/17:0cycw7c) contains three chains of (heptadec-9-10-cyclo-anoyl) at the C1, C3 and C4 positions, one chain of hexadecanoic acid at the C2 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-18-19-20-21-22-23-24-31-43-53-75(80)92-71(60-86-73(78)51-41-32-25-28-38-48-67-55-64(67)45-35-14-10-6-2)62-90-94(82,83)88-58-70(77)59-89-95(84,85)91-63-72(93-76(81)54-44-34-27-30-40-50-69-57-66(69)47-37-16-12-8-4)61-87-74(79)52-42-33-26-29-39-49-68-56-65(68)46-36-15-11-7-3/h64-72,77H,5-63H2,1-4H3,(H,82,83)(H,84,85)/t64?,65?,66?,67?,68?,69?,70-,71+,72+/m0/s1	OCWPRLBTMVPZJF-IYSNIGHXSA-N	1388.972227			MMDBc0030995
BASm0018363	CL(17:0cycw7c/16:0/17:0cycw7c/14:0)	CL(17:0cycw7c/16:0/17:0cycw7c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/16:0/17:0cycw7c/14:0) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C3 positions, one chain of hexadecanoic acid at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-19-21-23-24-26-28-30-36-46-54-73(78)90-69(60-84-71(76)52-44-38-32-34-42-50-66-56-64(66)48-40-16-12-8-4)62-88-92(81,82)86-58-67(74)57-85-91(79,80)87-61-68(89-72(77)53-45-35-29-27-25-22-20-18-14-10-6-2)59-83-70(75)51-43-37-31-33-41-49-65-55-63(65)47-39-15-11-7-3/h63-69,74H,5-62H2,1-4H3,(H,79,80)(H,81,82)/t63?,64?,65?,66?,67-,68-,69-/m1/s1	QSALATSTRODUAO-CJHRGUIVSA-N	1348.940927			MMDBc0030996
BASm0018364	CL(17:0cycw7c/16:0/14:0/17:0cycw7c)	CL(17:0cycw7c/16:0/14:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/16:0/14:0/17:0cycw7c) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C4 positions, one chain of hexadecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-19-21-23-24-26-28-30-36-45-53-72(77)89-68(60-84-71(76)52-44-37-31-33-41-49-65-55-63(65)47-39-15-11-7-3)61-87-91(79,80)85-57-67(74)58-86-92(81,82)88-62-69(59-83-70(75)51-43-35-29-27-25-22-20-18-14-10-6-2)90-73(78)54-46-38-32-34-42-50-66-56-64(66)48-40-16-12-8-4/h63-69,74H,5-62H2,1-4H3,(H,79,80)(H,81,82)/t63?,64?,65?,66?,67-,68+,69+/m0/s1	BAHPMWXXJFAWPM-JFBSXBRKSA-N	1348.940927			MMDBc0030997
BASm0018365	CL(17:0cycw7c/16:1(9Z)/16:1(9Z)/14:0)	CL(17:0cycw7c/16:1(9Z)/16:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/16:1(9Z)/16:1(9Z)/14:0) contains one chain of (heptadec-9-10-cyclo-anoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-17-20-23-26-28-31-33-36-41-47-53-69(74)82-60-67(88-71(76)55-49-42-37-34-30-25-22-19-15-11-7-3)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-72(77)56-50-43-38-35-32-29-27-24-21-18-14-10-6-2)61-83-70(75)54-48-44-39-40-46-52-65-57-64(65)51-45-16-12-8-4/h23-24,26-27,64-68,73H,5-22,25,28-63H2,1-4H3,(H,78,79)(H,80,81)/b26-23-,27-24-/t64?,65?,66-,67-,68-/m1/s1	CBRQMVHNQHGGAT-NQJFBCBXSA-N	1332.909627			MMDBc0030998
BASm0018366	CL(17:0cycw7c/16:1(9Z)/18:1(9Z)/17:0cycw7c)	CL(17:0cycw7c/16:1(9Z)/18:1(9Z)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/16:1(9Z)/18:1(9Z)/17:0cycw7c) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C4 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-19-21-23-25-26-28-29-31-33-39-47-55-74(79)87-63-73(94-77(82)58-50-42-36-38-46-54-70-60-68(70)52-44-16-12-8-4)66-92-96(85,86)90-62-71(78)61-89-95(83,84)91-65-72(93-76(81)57-49-40-34-32-30-27-24-22-20-18-14-10-6-2)64-88-75(80)56-48-41-35-37-45-53-69-59-67(69)51-43-15-11-7-3/h22,24-26,67-73,78H,5-21,23,27-66H2,1-4H3,(H,83,84)(H,85,86)/b24-22-,26-25-/t67?,68?,69?,70?,71-,72+,73+/m0/s1	BACGZQBFSRUTFU-IEZUOYGVSA-N	1400.972227			MMDBc0030999
BASm0018367	CL(17:0cycw7c/16:1(9Z)/19:0cycv8c/17:0cycw7c)	CL(17:0cycw7c/16:1(9Z)/19:0cycv8c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/16:1(9Z)/19:0cycv8c/17:0cycw7c) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C4 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-18-19-20-21-22-23-26-34-45-55-77(82)94-73(63-89-76(81)54-44-35-28-31-41-51-70-58-67(70)48-38-15-11-7-3)64-92-96(84,85)90-60-72(79)61-91-97(86,87)93-65-74(95-78(83)56-46-36-29-32-42-52-71-59-68(71)49-39-16-12-8-4)62-88-75(80)53-43-33-27-24-25-30-40-50-69-57-66(69)47-37-14-10-6-2/h19-20,66-74,79H,5-18,21-65H2,1-4H3,(H,84,85)(H,86,87)/b20-19-/t66?,67?,68?,69?,70?,71?,72-,73+,74+/m0/s1	UYHRTSVKPVCJRD-VZRUBYQGSA-N	1414.987877			MMDBc0031000
BASm0018368	CL(17:0cycw7c/16:1(9Z)/17:0cycw7c/17:0cycw7c)	CL(17:0cycw7c/16:1(9Z)/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/16:1(9Z)/17:0cycw7c/17:0cycw7c) contains three chains of (heptadec-9-10-cyclo-anoyl) at the C1, C3 and C4 positions, one chain of (9Z-hexadecenoyl) at the C2 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-17-18-19-20-21-22-23-24-31-43-53-75(80)92-71(60-86-73(78)51-41-32-25-28-38-48-67-55-64(67)45-35-14-10-6-2)62-90-94(82,83)88-58-70(77)59-89-95(84,85)91-63-72(93-76(81)54-44-34-27-30-40-50-69-57-66(69)47-37-16-12-8-4)61-87-74(79)52-42-33-26-29-39-49-68-56-65(68)46-36-15-11-7-3/h19-20,64-72,77H,5-18,21-63H2,1-4H3,(H,82,83)(H,84,85)/b20-19-/t64?,65?,66?,67?,68?,69?,70-,71+,72+/m0/s1	WIQWSAGSTDRRMR-RCDAQYGGSA-N	1386.956577			MMDBc0031001
BASm0018369	CL(17:0cycw7c/16:1(9Z)/17:0cycw7c/14:0)	CL(17:0cycw7c/16:1(9Z)/17:0cycw7c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/16:1(9Z)/17:0cycw7c/14:0) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-19-21-23-24-26-28-30-36-46-54-73(78)90-69(60-84-71(76)52-44-38-32-34-42-50-66-56-64(66)48-40-16-12-8-4)62-88-92(81,82)86-58-67(74)57-85-91(79,80)87-61-68(89-72(77)53-45-35-29-27-25-22-20-18-14-10-6-2)59-83-70(75)51-43-37-31-33-41-49-65-55-63(65)47-39-15-11-7-3/h21,23,63-69,74H,5-20,22,24-62H2,1-4H3,(H,79,80)(H,81,82)/b23-21-/t63?,64?,65?,66?,67-,68-,69-/m1/s1	GFKRCKQHFKGQIS-OVPYOKKRSA-N	1346.925277			MMDBc0031002
BASm0018370	CL(17:0cycw7c/16:1(9Z)/14:0/17:0cycw7c)	CL(17:0cycw7c/16:1(9Z)/14:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/16:1(9Z)/14:0/17:0cycw7c) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C4 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-19-21-23-24-26-28-30-36-45-53-72(77)89-68(60-84-71(76)52-44-37-31-33-41-49-65-55-63(65)47-39-15-11-7-3)61-87-91(79,80)85-57-67(74)58-86-92(81,82)88-62-69(59-83-70(75)51-43-35-29-27-25-22-20-18-14-10-6-2)90-73(78)54-46-38-32-34-42-50-66-56-64(66)48-40-16-12-8-4/h21,23,63-69,74H,5-20,22,24-62H2,1-4H3,(H,79,80)(H,81,82)/b23-21-/t63?,64?,65?,66?,67-,68+,69+/m0/s1	VOIALWDMXKCXAP-ZSNTYOTOSA-N	1346.925277			MMDBc0031003
BASm0018371	CL(17:0cycw7c/18:1(9Z)/18:1(9Z)/14:0)	CL(17:0cycw7c/18:1(9Z)/18:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/18:1(9Z)/18:1(9Z)/14:0) contains one chain of (heptadec-9-10-cyclo-anoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-20-23-26-28-30-32-35-37-40-45-51-57-73(78)86-64-71(92-75(80)59-53-46-41-38-34-25-22-19-15-11-7-3)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(93-76(81)60-54-47-42-39-36-33-31-29-27-24-21-18-14-10-6-2)65-87-74(79)58-52-48-43-44-50-56-69-61-68(69)55-49-16-12-8-4/h28-31,68-72,77H,5-27,32-67H2,1-4H3,(H,82,83)(H,84,85)/b30-28-,31-29-/t68?,69?,70-,71-,72-/m1/s1	HMQMZJZOTGHPEN-OVQOEVENSA-N	1388.972227			MMDBc0031004
BASm0018372	CL(17:0cycw7c/18:1(9Z)/19:0cycv8c/17:0cycw7c)	CL(17:0cycw7c/18:1(9Z)/19:0cycv8c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/18:1(9Z)/19:0cycv8c/17:0cycw7c) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C4 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-18-19-20-21-22-23-24-25-28-36-47-57-79(84)96-75(65-91-78(83)56-46-37-30-33-43-53-72-60-69(72)50-40-15-11-7-3)66-94-98(86,87)92-62-74(81)63-93-99(88,89)95-67-76(97-80(85)58-48-38-31-34-44-54-73-61-70(73)51-41-16-12-8-4)64-90-77(82)55-45-35-29-26-27-32-42-52-71-59-68(71)49-39-14-10-6-2/h21-22,68-76,81H,5-20,23-67H2,1-4H3,(H,86,87)(H,88,89)/b22-21-/t68?,69?,70?,71?,72?,73?,74-,75+,76+/m0/s1	IEZBHKHAEGCUMP-YNSXFOCESA-N	1443.019177			MMDBc0031005
BASm0018373	CL(17:0cycw7c/18:1(9Z)/17:0cycw7c/17:0cycw7c)	CL(17:0cycw7c/18:1(9Z)/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/18:1(9Z)/17:0cycw7c/17:0cycw7c) contains three chains of (heptadec-9-10-cyclo-anoyl) at the C1, C3 and C4 positions, one chain of (9Z-octadecenoyl) at the C2 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-18-19-20-21-22-23-24-25-26-33-45-55-77(82)94-73(62-88-75(80)53-43-34-27-30-40-50-69-57-66(69)47-37-14-10-6-2)64-92-96(84,85)90-60-72(79)61-91-97(86,87)93-65-74(95-78(83)56-46-36-29-32-42-52-71-59-68(71)49-39-16-12-8-4)63-89-76(81)54-44-35-28-31-41-51-70-58-67(70)48-38-15-11-7-3/h21-22,66-74,79H,5-20,23-65H2,1-4H3,(H,84,85)(H,86,87)/b22-21-/t66?,67?,68?,69?,70?,71?,72-,73+,74+/m0/s1	IRNBHXRDMHMNTE-YXXXDLEDSA-N	1414.987877			MMDBc0031006
BASm0018374	CL(17:0cycw7c/18:1(9Z)/17:0cycw7c/14:0)	CL(17:0cycw7c/18:1(9Z)/17:0cycw7c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/18:1(9Z)/17:0cycw7c/14:0) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C3 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-19-21-23-24-25-26-28-30-32-38-48-56-75(80)92-71(62-86-73(78)54-46-40-34-36-44-52-68-58-66(68)50-42-16-12-8-4)64-90-94(83,84)88-60-69(76)59-87-93(81,82)89-63-70(91-74(79)55-47-37-31-29-27-22-20-18-14-10-6-2)61-85-72(77)53-45-39-33-35-43-51-67-57-65(67)49-41-15-11-7-3/h24-25,65-71,76H,5-23,26-64H2,1-4H3,(H,81,82)(H,83,84)/b25-24-/t65?,66?,67?,68?,69-,70-,71-/m1/s1	DDORLTKZOBPSEH-AALJRGAASA-N	1374.956577			MMDBc0031007
BASm0018375	CL(17:0cycw7c/18:1(9Z)/14:0/17:0cycw7c)	CL(17:0cycw7c/18:1(9Z)/14:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/18:1(9Z)/14:0/17:0cycw7c) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C4 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-19-21-23-24-25-26-28-30-32-38-47-55-74(79)91-70(62-86-73(78)54-46-39-33-35-43-51-67-57-65(67)49-41-15-11-7-3)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(61-85-72(77)53-45-37-31-29-27-22-20-18-14-10-6-2)92-75(80)56-48-40-34-36-44-52-68-58-66(68)50-42-16-12-8-4/h24-25,65-71,76H,5-23,26-64H2,1-4H3,(H,81,82)(H,83,84)/b25-24-/t65?,66?,67?,68?,69-,70+,71+/m0/s1	LQSIRFRGBAIQPY-JEEQYWCBSA-N	1374.956577			MMDBc0031008
BASm0018376	CL(17:0cycw7c/18:1(9Z)/14:0/14:0)	CL(17:0cycw7c/18:1(9Z)/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/18:1(9Z)/14:0/14:0) contains one chain of (heptadec-9-10-cyclo-anoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C72H136O17P2	InChI=1S/C72H136O17P2/c1-5-9-13-17-20-23-26-27-28-29-32-35-38-43-50-56-72(77)89-68(61-83-70(75)54-48-44-39-40-46-52-65-57-64(65)51-45-16-12-8-4)63-87-91(80,81)85-59-66(73)58-84-90(78,79)86-62-67(88-71(76)55-49-42-37-34-31-25-22-19-15-11-7-3)60-82-69(74)53-47-41-36-33-30-24-21-18-14-10-6-2/h27-28,64-68,73H,5-26,29-63H2,1-4H3,(H,78,79)(H,80,81)/b28-27-/t64?,65?,66-,67-,68-/m1/s1	RWAIIICFUHXDBI-UFQGGHNXSA-N	1334.925277			MMDBc0031009
BASm0018377	CL(17:0cycw7c/19:0cycv8c/19:0cycv8c/14:0)	CL(17:0cycw7c/19:0cycv8c/19:0cycv8c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/19:0cycv8c/19:0cycv8c/14:0) contains one chain of (heptadec-9-10-cyclo-anoyl) at the C1 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-18-19-20-21-26-34-45-55-77(82)94-73(62-88-75(80)53-43-33-27-22-24-30-40-50-69-57-66(69)47-37-14-10-6-2)64-92-96(84,85)90-60-72(79)61-91-97(86,87)93-65-74(63-89-76(81)54-44-36-29-32-42-52-71-59-68(71)49-39-16-12-8-4)95-78(83)56-46-35-28-23-25-31-41-51-70-58-67(70)48-38-15-11-7-3/h66-74,79H,5-65H2,1-4H3,(H,84,85)(H,86,87)/t66?,67?,68?,69?,70?,71?,72-,73-,74-/m1/s1	YXYVVEGOSNVLRY-SKUPSXBVSA-N	1417.003527			MMDBc0031010
BASm0018378	CL(17:0cycw7c/19:0cycv8c/17:0cycw7c/14:0)	CL(17:0cycw7c/19:0cycv8c/17:0cycw7c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/19:0cycv8c/17:0cycw7c/14:0) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-18-19-20-21-24-31-43-53-75(80)92-71(60-86-73(78)51-41-33-26-29-39-49-68-56-65(68)46-36-15-11-7-3)62-90-94(82,83)88-58-70(77)59-89-95(84,85)91-63-72(61-87-74(79)52-42-34-27-30-40-50-69-57-66(69)47-37-16-12-8-4)93-76(81)54-44-32-25-22-23-28-38-48-67-55-64(67)45-35-14-10-6-2/h64-72,77H,5-63H2,1-4H3,(H,82,83)(H,84,85)/t64?,65?,66?,67?,68?,69?,70-,71-,72-/m1/s1	GSRYKKGRLOQJIL-SGTWPQBJSA-N	1388.972227			MMDBc0031011
BASm0018379	CL(17:0cycw7c/19:0cycv8c/14:0/17:0cycw7c)	CL(17:0cycw7c/19:0cycv8c/14:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/19:0cycv8c/14:0/17:0cycw7c) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-18-19-20-21-24-31-41-51-73(78)86-60-72(93-76(81)54-44-34-27-30-40-50-69-57-66(69)47-37-16-12-8-4)63-91-95(84,85)89-59-70(77)58-88-94(82,83)90-62-71(61-87-74(79)52-42-33-26-29-39-49-68-56-65(68)46-36-15-11-7-3)92-75(80)53-43-32-25-22-23-28-38-48-67-55-64(67)45-35-14-10-6-2/h64-72,77H,5-63H2,1-4H3,(H,82,83)(H,84,85)/t64?,65?,66?,67?,68?,69?,70-,71+,72+/m0/s1	OADMFCRATHGEPV-IYSNIGHXSA-N	1388.972227			MMDBc0031012
BASm0018380	CL(17:0cycw7c/19:0cycv8c/14:0/14:0)	CL(17:0cycw7c/19:0cycv8c/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/19:0cycv8c/14:0/14:0) contains one chain of (heptadec-9-10-cyclo-anoyl) at the C1 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-19-21-23-25-29-35-43-51-70(75)83-59-68(89-72(77)53-45-36-30-26-24-22-20-18-14-10-6-2)61-87-91(79,80)85-57-67(74)58-86-92(81,82)88-62-69(60-84-71(76)52-44-38-32-34-42-50-66-56-64(66)48-40-16-12-8-4)90-73(78)54-46-37-31-27-28-33-41-49-65-55-63(65)47-39-15-11-7-3/h63-69,74H,5-62H2,1-4H3,(H,79,80)(H,81,82)/t63?,64?,65?,66?,67-,68-,69-/m1/s1	IRENWPIKJRNZCX-CJHRGUIVSA-N	1348.940927			MMDBc0031013
BASm0018381	CL(17:0cycw7c/17:0cycw7c/17:0cycw7c/17:0cycw7c)	CL(17:0cycw7c/17:0cycw7c/17:0cycw7c/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/17:0cycw7c/17:0cycw7c/17:0cycw7c) contains four chains of (heptadec-9-10-cyclo-anoyl) at the C1, C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-29-41-63-53-67(63)45-33-21-17-25-37-49-74(79)87-59-72(93-76(81)51-39-27-19-23-35-47-69-55-65(69)43-31-15-11-7-3)61-91-95(83,84)89-57-71(78)58-90-96(85,86)92-62-73(94-77(82)52-40-28-20-24-36-48-70-56-66(70)44-32-16-12-8-4)60-88-75(80)50-38-26-18-22-34-46-68-54-64(68)42-30-14-10-6-2/h63-73,78H,5-62H2,1-4H3,(H,83,84)(H,85,86)/t63?,64?,65?,66?,67?,68?,69?,70?,71?,72-,73-/m1/s1	BXXICAQMKJQYLU-PZOLKUBDSA-N	1400.972227			MMDBc0031014
BASm0018382	CL(17:0cycw7c/17:0cycw7c/17:0cycw7c/14:0)	CL(17:0cycw7c/17:0cycw7c/17:0cycw7c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/17:0cycw7c/17:0cycw7c/14:0) contains three chains of (heptadec-9-10-cyclo-anoyl) at the C1, C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-17-18-19-20-21-22-29-41-51-73(78)90-69(58-84-71(76)49-39-30-23-26-36-46-65-53-62(65)43-33-14-10-6-2)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(91-74(79)52-42-32-25-28-38-48-67-55-64(67)45-35-16-12-8-4)59-85-72(77)50-40-31-24-27-37-47-66-54-63(66)44-34-15-11-7-3/h62-70,75H,5-61H2,1-4H3,(H,80,81)(H,82,83)/t62?,63?,64?,65?,66?,67?,68-,69-,70-/m1/s1	RWLYLPMTGIZTKW-QMBQMTMKSA-N	1360.940927			MMDBc0031015
BASm0018383	CL(17:0cycw7c/17:0cycw7c/14:0/17:0cycw7c)	CL(17:0cycw7c/17:0cycw7c/14:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/17:0cycw7c/14:0/17:0cycw7c) contains three chains of (heptadec-9-10-cyclo-anoyl) at the C1, C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-17-18-19-20-21-22-29-39-49-71(76)84-58-69(90-73(78)51-41-31-24-27-37-47-66-54-63(66)44-34-15-11-7-3)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(91-74(79)52-42-32-25-28-38-48-67-55-64(67)45-35-16-12-8-4)59-85-72(77)50-40-30-23-26-36-46-65-53-62(65)43-33-14-10-6-2/h62-70,75H,5-61H2,1-4H3,(H,80,81)(H,82,83)/t62?,63?,64?,65?,66?,67?,68-,69-,70-/m1/s1	KCOJUVQNDCIXCT-QMBQMTMKSA-N	1360.940927			MMDBc0031016
BASm0018384	CL(14:0/15:0cyclo/17:0cycw7c/14:0)	CL(14:0/15:0cyclo/17:0cycw7c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0cyclo/17:0cycw7c/14:0) contains two chains of tetradecanoic acid at the C1 and C4 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-16-18-20-22-24-26-32-39-47-66(71)79-55-65(86-69(74)50-42-35-29-31-37-45-60-51-59(60)43-12-8-4)58-84-88(77,78)82-54-63(70)53-81-87(75,76)83-57-64(85-68(73)49-41-33-27-25-23-21-19-17-14-10-6-2)56-80-67(72)48-40-34-28-30-38-46-62-52-61(62)44-36-15-11-7-3/h59-65,70H,5-58H2,1-4H3,(H,75,76)(H,77,78)/t59?,60?,61?,62?,63-,64-,65-/m1/s1	WLTNIVLPKMLQLW-ZXBFYKBLSA-N	1292.878327			MMDBc0031017
BASm0018385	CL(14:0/16:0/16:1(9Z)/14:0)	CL(14:0/16:0/16:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(9Z)/14:0) contains two chains of tetradecanoic acid at the C1 and C4 positions, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h25,29,63-65,70H,5-24,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b29-25-/t63-,64-,65-/m1/s1	QSKZYOGQZUGCCE-LTLUGHIJSA-N	1294.893977			MMDBc0031018
BASm0018386	CL(14:0/16:0/18:1(9Z)/14:0)	CL(14:0/16:0/18:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:1(9Z)/14:0) contains two chains of tetradecanoic acid at the C1 and C4 positions, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-31-32-34-37-40-44-48-52-56-69(74)82-62-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3)88-71(76)58-54-50-46-42-38-33-30-26-22-18-14-10-6-2/h31-32,65-67,72H,5-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b32-31-/t65-,66-,67-/m1/s1	VEAYNRGUXJRDFC-BONREKRLSA-N	1322.925277			MMDBc0031019
BASm0018387	CL(14:0/16:0/19:0cycv8c/14:0)	CL(14:0/16:0/19:0cycv8c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/19:0cycv8c/14:0) contains two chains of tetradecanoic acid at the C1 and C4 positions, one chain of hexadecanoic acid at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC	C72H138O17P2	InChI=1S/C72H138O17P2/c1-5-9-13-17-20-23-26-27-30-33-38-44-50-56-72(77)88-67(60-82-69(74)53-47-41-36-31-28-24-21-18-14-10-6-2)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-71(76)55-49-43-37-32-29-25-22-19-15-11-7-3)61-83-70(75)54-48-42-39-34-35-40-46-52-65-57-64(65)51-45-16-12-8-4/h64-68,73H,5-63H2,1-4H3,(H,78,79)(H,80,81)/t64?,65?,66-,67+,68+/m0/s1	JXQSRVBAXALXAY-VYKAVAACSA-N	1336.940927			MMDBc0031020
BASm0018388	CL(14:0/16:1(9Z)/18:1(9Z)/14:0)	CL(14:0/16:1(9Z)/18:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:1(9Z)/14:0) contains two chains of tetradecanoic acid at the C1 and C4 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-31-32-34-37-40-44-48-52-56-69(74)82-62-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3)88-71(76)58-54-50-46-42-38-33-30-26-22-18-14-10-6-2/h26,30-32,65-67,72H,5-25,27-29,33-64H2,1-4H3,(H,77,78)(H,79,80)/b30-26-,32-31-/t65-,66-,67-/m1/s1	YQMNNNFXVFUBAR-VOOMOJMUSA-N	1320.909627			MMDBc0031021
BASm0018389	CL(14:0/16:1(9Z)/19:0cycv8c/14:0)	CL(14:0/16:1(9Z)/19:0cycv8c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/19:0cycv8c/14:0) contains two chains of tetradecanoic acid at the C1 and C4 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C72H136O17P2	InChI=1S/C72H136O17P2/c1-5-9-13-17-20-23-26-27-30-33-38-44-50-56-72(77)88-67(60-82-69(74)53-47-41-36-31-28-24-21-18-14-10-6-2)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-71(76)55-49-43-37-32-29-25-22-19-15-11-7-3)61-83-70(75)54-48-42-39-34-35-40-46-52-65-57-64(65)51-45-16-12-8-4/h23,26,64-68,73H,5-22,24-25,27-63H2,1-4H3,(H,78,79)(H,80,81)/b26-23-/t64?,65?,66-,67+,68+/m0/s1	IFXKZSKHPFBKOL-IDMSIPBESA-N	1334.925277			MMDBc0031022
BASm0018390	CL(14:0/18:1(9Z)/19:0cycv8c/14:0)	CL(14:0/18:1(9Z)/19:0cycv8c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/19:0cycv8c/14:0) contains two chains of tetradecanoic acid at the C1 and C4 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C74H140O17P2	InChI=1S/C74H140O17P2/c1-5-9-13-17-20-23-26-27-28-29-32-35-40-46-52-58-74(79)90-69(62-84-71(76)55-49-43-38-33-30-24-21-18-14-10-6-2)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(91-73(78)57-51-45-39-34-31-25-22-19-15-11-7-3)63-85-72(77)56-50-44-41-36-37-42-48-54-67-59-66(67)53-47-16-12-8-4/h27-28,66-70,75H,5-26,29-65H2,1-4H3,(H,80,81)(H,82,83)/b28-27-/t66?,67?,68-,69+,70+/m0/s1	HOODLYATMUHLOM-LNXRKRHYSA-N	1362.956577			MMDBc0031023
BASm0018391	CL(14:0/18:1(9Z)/17:0cycw7c/14:0)	CL(14:0/18:1(9Z)/17:0cycw7c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/17:0cycw7c/14:0) contains two chains of tetradecanoic acid at the C1 and C4 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C72H136O17P2	InChI=1S/C72H136O17P2/c1-5-9-13-17-20-23-26-27-28-29-32-35-38-43-50-56-72(77)88-67(60-82-69(74)53-47-41-36-33-30-24-21-18-14-10-6-2)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-71(76)55-49-42-37-34-31-25-22-19-15-11-7-3)61-83-70(75)54-48-44-39-40-46-52-65-57-64(65)51-45-16-12-8-4/h27-28,64-68,73H,5-26,29-63H2,1-4H3,(H,78,79)(H,80,81)/b28-27-/t64?,65?,66-,67+,68+/m0/s1	LSBKRMQIFLCZKD-XQAKAYOJSA-N	1334.925277			MMDBc0031024
BASm0018392	CL(14:0/18:1(9Z)/14:0/14:0)	CL(14:0/18:1(9Z)/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/14:0/14:0) contains three chains of tetradecanoic acid at the C1, C3 and C4 positions, one chain of (9Z-octadecenoyl) at the C2 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h30-31,63-65,70H,5-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b31-30-/t63-,64-,65-/m1/s1	HJIAHOCMICXONC-KBFZOJABSA-N	1294.893977			MMDBc0031025
BASm0018393	CL(14:0/19:0cycv8c/17:0cycw7c/14:0)	CL(14:0/19:0cycv8c/17:0cycw7c/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/19:0cycv8c/17:0cycw7c/14:0) contains two chains of tetradecanoic acid at the C1 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-19-21-23-25-29-35-43-51-70(75)83-59-68(90-73(78)54-46-37-31-27-28-33-41-49-65-55-63(65)47-39-15-11-7-3)61-87-91(79,80)85-57-67(74)58-86-92(81,82)88-62-69(89-72(77)53-45-36-30-26-24-22-20-18-14-10-6-2)60-84-71(76)52-44-38-32-34-42-50-66-56-64(66)48-40-16-12-8-4/h63-69,74H,5-62H2,1-4H3,(H,79,80)(H,81,82)/t63?,64?,65?,66?,67-,68+,69+/m0/s1	DIZMZSNHQPRWHZ-JFBSXBRKSA-N	1348.940927			MMDBc0031026
BASm0018394	CL(16:0/16:0/16:1(9Z)/15:0cyclo)	CL(16:0/16:0/16:1(9Z)/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(9Z)/15:0cyclo) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of cis-9,10-Methylenetetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C72H136O17P2	InChI=1S/C72H136O17P2/c1-5-9-13-16-19-22-25-28-31-34-37-42-47-53-69(74)82-60-67(88-71(76)55-49-44-39-36-33-30-27-24-21-18-15-11-7-3)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-72(77)56-50-45-40-41-46-52-65-57-64(65)51-12-8-4)61-83-70(75)54-48-43-38-35-32-29-26-23-20-17-14-10-6-2/h23,26,64-68,73H,5-22,24-25,27-63H2,1-4H3,(H,78,79)(H,80,81)/b26-23-/t64?,65?,66-,67+,68+/m0/s1	ISPWZGQBAUUBAF-IDMSIPBESA-N	1334.925277			MMDBc0031027
BASm0018395	CL(16:0/16:0/18:1(9Z)/15:0cyclo)	CL(16:0/16:0/18:1(9Z)/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/18:1(9Z)/15:0cyclo) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of cis-9,10-Methylenetetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C74H140O17P2	InChI=1S/C74H140O17P2/c1-5-9-13-16-19-22-25-28-29-32-34-37-40-45-50-56-72(77)85-63-70(91-74(79)58-52-47-42-43-48-54-67-59-66(67)53-12-8-4)65-89-93(82,83)87-61-68(75)60-86-92(80,81)88-64-69(90-73(78)57-51-46-41-38-35-31-27-24-21-18-15-11-7-3)62-84-71(76)55-49-44-39-36-33-30-26-23-20-17-14-10-6-2/h28-29,66-70,75H,5-27,30-65H2,1-4H3,(H,80,81)(H,82,83)/b29-28-/t66?,67?,68-,69+,70+/m0/s1	XSDHTGRAJHPBSX-NVKPTCRGSA-N	1362.956577			MMDBc0031028
BASm0018396	CL(16:0/16:0/19:0cycv8c/15:0cyclo)	CL(16:0/16:0/19:0cycv8c/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/19:0cycv8c/15:0cyclo) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position, one chain of cis-9,10-Methylenetetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-16-18-20-22-24-26-28-32-38-45-53-72(77)85-61-70(91-74(79)55-47-40-33-29-27-25-23-21-19-17-14-10-6-2)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(92-75(80)56-48-41-35-37-44-51-66-57-65(66)49-12-8-4)62-86-73(78)54-46-39-34-30-31-36-43-52-68-58-67(68)50-42-15-11-7-3/h65-71,76H,5-64H2,1-4H3,(H,81,82)(H,83,84)/t65?,66?,67?,68?,69-,70+,71+/m0/s1	HUPDJOZTELIADU-FWUMUCBYSA-N	1376.972227			MMDBc0031029
BASm0018397	CL(16:0/16:0/17:0cycw7c/15:0cyclo)	CL(16:0/16:0/17:0cycw7c/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/17:0cycw7c/15:0cyclo) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position, one chain of cis-9,10-Methylenetetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-16-18-20-22-24-26-28-30-36-43-51-70(75)83-59-68(89-72(77)53-45-37-31-29-27-25-23-21-19-17-14-10-6-2)61-87-91(79,80)85-57-67(74)58-86-92(81,82)88-62-69(90-73(78)54-46-39-33-35-41-49-64-55-63(64)47-12-8-4)60-84-71(76)52-44-38-32-34-42-50-66-56-65(66)48-40-15-11-7-3/h63-69,74H,5-62H2,1-4H3,(H,79,80)(H,81,82)/t63?,64?,65?,66?,67-,68+,69+/m0/s1	SKAJXKFPQWPEGI-JFBSXBRKSA-N	1348.940927			MMDBc0031030
BASm0018398	CL(16:1(9Z)/16:0/16:1(9Z)/16:0)	CL(16:1(9Z)/16:0/16:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:0/16:1(9Z)/16:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, two chains of hexadecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25-26,29-30,67-69,74H,5-24,27-28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b29-25-,30-26-/t68-,69-/m1/s1	DQYUJSVAZUJURR-MRMKBCPTSA-N	1348.940927			MMDBc0031031
BASm0018399	CL(16:1(9Z)/16:0/18:1(9Z)/16:0)	CL(16:1(9Z)/16:0/18:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:0/18:1(9Z)/16:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C4 positions, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-38-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-37-32-28-24-20-16-12-8-4)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h26,30,33-34,69-71,76H,5-25,27-29,31-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b30-26-,34-33-/t69-,70+,71+/m0/s1	ADHQHAOGSRECGL-SVWJEUSQSA-N	1376.972227			MMDBc0031032
BASm0018400	CL(16:1(9Z)/16:0/19:0cycv8c/16:0)	CL(16:1(9Z)/16:0/19:0cycv8c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:0/19:0cycv8c/16:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C76H144O17P2	InChI=1S/C76H144O17P2/c1-5-9-13-17-20-23-26-29-32-35-40-45-51-57-73(78)86-64-71(92-75(80)59-53-47-41-36-33-30-27-24-21-18-14-10-6-2)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(93-76(81)60-54-48-42-37-34-31-28-25-22-19-15-11-7-3)65-87-74(79)58-52-46-43-38-39-44-50-56-69-61-68(69)55-49-16-12-8-4/h23,26,68-72,77H,5-22,24-25,27-67H2,1-4H3,(H,82,83)(H,84,85)/b26-23-/t68?,69?,70-,71+,72+/m0/s1	QHPRDXMPCNBKHD-DIPXIFSDSA-N	1390.987877			MMDBc0031033
BASm0018401	CL(16:1(9Z)/16:0/17:0cycw7c/16:0)	CL(16:1(9Z)/16:0/17:0cycw7c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:0/17:0cycw7c/16:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C74H140O17P2	InChI=1S/C74H140O17P2/c1-5-9-13-17-20-23-26-29-32-35-38-43-49-55-71(76)84-62-69(90-73(78)57-51-44-39-36-33-30-27-24-21-18-14-10-6-2)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(91-74(79)58-52-45-40-37-34-31-28-25-22-19-15-11-7-3)63-85-72(77)56-50-46-41-42-48-54-67-59-66(67)53-47-16-12-8-4/h23,26,66-70,75H,5-22,24-25,27-65H2,1-4H3,(H,80,81)(H,82,83)/b26-23-/t66?,67?,68-,69+,70+/m0/s1	QVIGCOPYIRFZCT-BMXRKXCASA-N	1362.956577			MMDBc0031034
BASm0018402	CL(16:1(9Z)/16:0/14:0/16:0)	CL(16:1(9Z)/16:0/14:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:0/14:0/16:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h25,29,65-67,72H,5-24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b29-25-/t65-,66-,67-/m1/s1	BRCJOLYDBJIWMW-NJMWWQRASA-N	1322.925277			MMDBc0031035
BASm0018403	CL(18:1(9Z)/15:0cyclo/18:1(9Z)/15:0cyclo)	CL(18:1(9Z)/15:0cyclo/18:1(9Z)/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/15:0cyclo/18:1(9Z)/15:0cyclo) contains two chains of (9Z-octadecenoyl) at the C1 and C3 positions, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-15-17-19-21-23-25-27-29-31-33-39-45-53-72(77)85-61-70(91-74(79)55-47-41-35-37-43-51-67-57-65(67)49-11-7-3)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(92-75(80)56-48-42-36-38-44-52-68-58-66(68)50-12-8-4)62-86-73(78)54-46-40-34-32-30-28-26-24-22-20-18-16-14-10-6-2/h23-26,65-71,76H,5-22,27-64H2,1-4H3,(H,81,82)(H,83,84)/b25-23-,26-24-/t65?,66?,67?,68?,69?,70-,71-/m1/s1	UTLLEALPUOBSFF-HLPBWELLSA-N	1372.940927			MMDBc0031036
BASm0018404	CL(18:1(9Z)/15:0cyclo/18:1(9Z)/16:0)	CL(18:1(9Z)/15:0cyclo/18:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/15:0cyclo/18:1(9Z)/16:0) contains two chains of (9Z-octadecenoyl) at the C1 and C3 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-16-19-22-25-28-30-33-35-38-41-46-51-57-73(78)86-64-71(92-75(80)59-53-48-43-40-37-32-27-24-21-18-15-11-7-3)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(93-76(81)60-54-49-44-45-50-56-69-61-68(69)55-12-8-4)65-87-74(79)58-52-47-42-39-36-34-31-29-26-23-20-17-14-10-6-2/h28-31,68-72,77H,5-27,32-67H2,1-4H3,(H,82,83)(H,84,85)/b30-28-,31-29-/t68?,69?,70-,71-,72-/m1/s1	WIQVNOADKSHEMF-OVQOEVENSA-N	1388.972227			MMDBc0031037
BASm0018405	CL(18:1(9Z)/15:0cyclo/18:1(9Z)/16:1(9Z))	CL(18:1(9Z)/15:0cyclo/18:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/15:0cyclo/18:1(9Z)/16:1(9Z)) contains two chains of (9Z-octadecenoyl) at the C1 and C3 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-16-19-22-25-28-30-33-35-38-41-46-51-57-73(78)86-64-71(92-75(80)59-53-48-43-40-37-32-27-24-21-18-15-11-7-3)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(93-76(81)60-54-49-44-45-50-56-69-61-68(69)55-12-8-4)65-87-74(79)58-52-47-42-39-36-34-31-29-26-23-20-17-14-10-6-2/h24,27-31,68-72,77H,5-23,25-26,32-67H2,1-4H3,(H,82,83)(H,84,85)/b27-24-,30-28-,31-29-/t68?,69?,70-,71-,72-/m1/s1	FEAWQCMUOIWWLO-BCRRLHGUSA-N	1386.956577			MMDBc0031038
BASm0018406	CL(18:1(9Z)/16:0/18:1(9Z)/16:0)	CL(18:1(9Z)/16:0/18:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:0/18:1(9Z)/16:0) contains two chains of (9Z-octadecenoyl) at the C1 and C3 positions, two chains of hexadecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-39-41-45-49-53-57-61-74(79)87-67-72(93-76(81)63-59-55-51-47-43-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(94-77(82)64-60-56-52-48-44-38-32-28-24-20-16-12-8-4)68-88-75(80)62-58-54-50-46-42-40-36-34-30-26-22-18-14-10-6-2/h33-36,71-73,78H,5-32,37-70H2,1-4H3,(H,83,84)(H,85,86)/b35-33-,36-34-/t72-,73-/m1/s1	YZWJSAMZESCYDC-VENCYGLXSA-N	1405.003527			MMDBc0031039
BASm0018407	CL(18:1(9Z)/16:0/18:1(9Z)/16:1(9Z))	CL(18:1(9Z)/16:0/18:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:0/18:1(9Z)/16:1(9Z)) contains two chains of (9Z-octadecenoyl) at the C1 and C3 positions, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-39-41-45-49-53-57-61-74(79)87-67-72(93-76(81)63-59-55-51-47-43-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(94-77(82)64-60-56-52-48-44-38-32-28-24-20-16-12-8-4)68-88-75(80)62-58-54-50-46-42-40-36-34-30-26-22-18-14-10-6-2/h27,31,33-36,71-73,78H,5-26,28-30,32,37-70H2,1-4H3,(H,83,84)(H,85,86)/b31-27-,35-33-,36-34-/t71-,72-,73-/m1/s1	GEJZGBPRNMAZRP-XGMRRBAISA-N	1402.987877			MMDBc0031040
BASm0018408	CL(18:1(9Z)/16:0/19:0cycv8c/16:0)	CL(18:1(9Z)/16:0/19:0cycv8c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:0/19:0cycv8c/16:0) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C78H148O17P2	InChI=1S/C78H148O17P2/c1-5-9-13-17-20-23-26-29-30-33-34-37-42-47-53-59-75(80)88-66-73(94-77(82)61-55-49-43-38-35-31-27-24-21-18-14-10-6-2)68-92-96(84,85)90-64-72(79)65-91-97(86,87)93-69-74(95-78(83)62-56-50-44-39-36-32-28-25-22-19-15-11-7-3)67-89-76(81)60-54-48-45-40-41-46-52-58-71-63-70(71)57-51-16-12-8-4/h29-30,70-74,79H,5-28,31-69H2,1-4H3,(H,84,85)(H,86,87)/b30-29-/t70?,71?,72-,73+,74+/m0/s1	PNWRRGPTAWBSHS-LPHXZXNFSA-N	1419.019177			MMDBc0031041
BASm0018409	CL(18:1(9Z)/16:0/17:0cycw7c/16:0)	CL(18:1(9Z)/16:0/17:0cycw7c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:0/17:0cycw7c/16:0) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C76H144O17P2	InChI=1S/C76H144O17P2/c1-5-9-13-17-20-23-26-29-30-33-34-37-40-45-51-57-73(78)86-64-71(92-75(80)59-53-46-41-38-35-31-27-24-21-18-14-10-6-2)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(93-76(81)60-54-47-42-39-36-32-28-25-22-19-15-11-7-3)65-87-74(79)58-52-48-43-44-50-56-69-61-68(69)55-49-16-12-8-4/h29-30,68-72,77H,5-28,31-67H2,1-4H3,(H,82,83)(H,84,85)/b30-29-/t68?,69?,70-,71+,72+/m0/s1	FTVBEKOGMLVGPF-CYZHNWHKSA-N	1390.987877			MMDBc0031042
BASm0018410	CL(18:1(9Z)/16:0/14:0/16:0)	CL(18:1(9Z)/16:0/14:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:0/14:0/16:0) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-32-33-36-38-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-35-31-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-34-30-26-22-18-14-10-6-2/h32-33,67-69,74H,5-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b33-32-/t67-,68-,69-/m1/s1	SKWWRULYWWDNOQ-DYEQFORBSA-N	1350.956577			MMDBc0031043
BASm0018411	CL(18:1(9Z)/16:1(9Z)/18:1(9Z)/16:1(9Z))	CL(18:1(9Z)/16:1(9Z)/18:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:1(9Z)/18:1(9Z)/16:1(9Z)) contains two chains of (9Z-octadecenoyl) at the C1 and C3 positions, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-39-41-45-49-53-57-61-74(79)87-67-72(93-76(81)63-59-55-51-47-43-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(94-77(82)64-60-56-52-48-44-38-32-28-24-20-16-12-8-4)68-88-75(80)62-58-54-50-46-42-40-36-34-30-26-22-18-14-10-6-2/h27-28,31-36,71-73,78H,5-26,29-30,37-70H2,1-4H3,(H,83,84)(H,85,86)/b31-27-,32-28-,35-33-,36-34-/t72-,73-/m1/s1	YLUKLXPQKZSOFF-LPIQSHBWSA-N	1400.972227			MMDBc0031044
BASm0018412	CL(18:1(9Z)/18:1(9Z)/19:0cycv8c/15:0cyclo)	CL(18:1(9Z)/18:1(9Z)/19:0cycv8c/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(9Z)/19:0cycv8c/15:0cyclo) contains two chains of (9Z-octadecenoyl) at the C1 and C2 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position, one chain of cis-9,10-Methylenetetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-16-18-20-22-24-26-28-30-32-36-42-49-57-76(81)89-65-74(95-78(83)59-51-44-37-33-31-29-27-25-23-21-19-17-14-10-6-2)67-93-97(85,86)91-63-73(80)64-92-98(87,88)94-68-75(96-79(84)60-52-45-39-41-48-55-70-61-69(70)53-12-8-4)66-90-77(82)58-50-43-38-34-35-40-47-56-72-62-71(72)54-46-15-11-7-3/h24-27,69-75,80H,5-23,28-68H2,1-4H3,(H,85,86)(H,87,88)/b26-24-,27-25-/t69?,70?,71?,72?,73-,74+,75+/m0/s1	USQANTBLOHXSME-TYCHVTADSA-N	1429.003527			MMDBc0031045
BASm0018413	CL(18:1(9Z)/18:1(9Z)/19:0cycv8c/16:0)	CL(18:1(9Z)/18:1(9Z)/19:0cycv8c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(9Z)/19:0cycv8c/16:0) contains two chains of (9Z-octadecenoyl) at the C1 and C2 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-20-23-26-29-31-34-36-39-44-49-55-61-77(82)90-68-75(96-80(85)64-58-52-46-41-38-35-32-30-27-24-21-18-14-10-6-2)70-94-98(86,87)92-66-74(81)67-93-99(88,89)95-71-76(97-79(84)63-57-51-45-40-37-33-28-25-22-19-15-11-7-3)69-91-78(83)62-56-50-47-42-43-48-54-60-73-65-72(73)59-53-16-12-8-4/h29-32,72-76,81H,5-28,33-71H2,1-4H3,(H,86,87)(H,88,89)/b31-29-,32-30-/t72?,73?,74-,75+,76+/m0/s1	IVJSYSKAWMGQRW-PWXVAMNRSA-N	1445.034827			MMDBc0031046
BASm0018414	CL(18:1(9Z)/18:1(9Z)/19:0cycv8c/16:1(9Z))	CL(18:1(9Z)/18:1(9Z)/19:0cycv8c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(9Z)/19:0cycv8c/16:1(9Z)) contains two chains of (9Z-octadecenoyl) at the C1 and C2 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-20-23-26-29-31-34-36-39-44-49-55-61-77(82)90-68-75(96-80(85)64-58-52-46-41-38-35-32-30-27-24-21-18-14-10-6-2)70-94-98(86,87)92-66-74(81)67-93-99(88,89)95-71-76(97-79(84)63-57-51-45-40-37-33-28-25-22-19-15-11-7-3)69-91-78(83)62-56-50-47-42-43-48-54-60-73-65-72(73)59-53-16-12-8-4/h25,28-32,72-76,81H,5-24,26-27,33-71H2,1-4H3,(H,86,87)(H,88,89)/b28-25-,31-29-,32-30-/t72?,73?,74-,75+,76+/m0/s1	AWEMLIPTPMDBOS-LHENAKNOSA-N	1443.019177			MMDBc0031047
BASm0018415	CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/15:0cyclo)	CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/15:0cyclo) contains two chains of (9Z-octadecenoyl) at the C1 and C2 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position, one chain of cis-9,10-Methylenetetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-16-18-20-22-24-26-28-30-32-34-40-47-55-74(79)87-63-72(93-76(81)57-49-41-35-33-31-29-27-25-23-21-19-17-14-10-6-2)65-91-95(83,84)89-61-71(78)62-90-96(85,86)92-66-73(94-77(82)58-50-43-37-39-45-53-68-59-67(68)51-12-8-4)64-88-75(80)56-48-42-36-38-46-54-70-60-69(70)52-44-15-11-7-3/h24-27,67-73,78H,5-23,28-66H2,1-4H3,(H,83,84)(H,85,86)/b26-24-,27-25-/t67?,68?,69?,70?,71-,72+,73+/m0/s1	ROUWMJNMYKHSQU-BTWGRSJRSA-N	1400.972227			MMDBc0031048
BASm0018416	CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/16:0)	CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/16:0) contains two chains of (9Z-octadecenoyl) at the C1 and C2 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-20-23-26-29-31-34-36-39-42-47-53-59-75(80)88-66-73(94-77(82)62-56-49-44-41-38-35-32-30-27-24-21-18-14-10-6-2)68-92-96(84,85)90-64-72(79)65-91-97(86,87)93-69-74(95-78(83)61-55-48-43-40-37-33-28-25-22-19-15-11-7-3)67-89-76(81)60-54-50-45-46-52-58-71-63-70(71)57-51-16-12-8-4/h29-32,70-74,79H,5-28,33-69H2,1-4H3,(H,84,85)(H,86,87)/b31-29-,32-30-/t70?,71?,72-,73+,74+/m0/s1	PQCANCJMHXAXNY-VZTUYFDVSA-N	1417.003527			MMDBc0031049
BASm0018417	CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/16:1(9Z))	CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/16:1(9Z)) contains two chains of (9Z-octadecenoyl) at the C1 and C2 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-20-23-26-29-31-34-36-39-42-47-53-59-75(80)88-66-73(94-77(82)62-56-49-44-41-38-35-32-30-27-24-21-18-14-10-6-2)68-92-96(84,85)90-64-72(79)65-91-97(86,87)93-69-74(95-78(83)61-55-48-43-40-37-33-28-25-22-19-15-11-7-3)67-89-76(81)60-54-50-45-46-52-58-71-63-70(71)57-51-16-12-8-4/h25,28-32,70-74,79H,5-24,26-27,33-69H2,1-4H3,(H,84,85)(H,86,87)/b28-25-,31-29-,32-30-/t70?,71?,72-,73+,74+/m0/s1	HHDCIXFROTXHER-UPGZKPGPSA-N	1414.987877			MMDBc0031050
BASm0018418	CL(18:1(9Z)/18:1(9Z)/14:0/15:0cyclo)	CL(18:1(9Z)/18:1(9Z)/14:0/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(9Z)/14:0/15:0cyclo) contains two chains of (9Z-octadecenoyl) at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of cis-9,10-Methylenetetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-16-19-22-25-27-29-31-34-37-40-45-50-56-72(77)84-62-69(90-73(78)57-51-46-41-38-35-32-30-28-26-23-20-17-14-10-6-2)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(63-85-71(76)55-49-44-39-36-33-24-21-18-15-11-7-3)91-74(79)58-52-47-42-43-48-54-67-59-66(67)53-12-8-4/h27-30,66-70,75H,5-26,31-65H2,1-4H3,(H,80,81)(H,82,83)/b29-27-,30-28-/t66?,67?,68-,69+,70+/m0/s1	JJHLJCKUVYIGQN-WATMTZBBSA-N	1360.940927			MMDBc0031051
BASm0018419	CL(18:1(9Z)/18:1(9Z)/14:0/16:0)	CL(18:1(9Z)/18:1(9Z)/14:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(9Z)/14:0/16:0) contains two chains of (9Z-octadecenoyl) at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h32-35,69-71,76H,5-31,36-68H2,1-4H3,(H,81,82)(H,83,84)/b34-32-,35-33-/t69-,70-,71-/m1/s1	KZPONTLEHFHNNJ-GNUWMSSISA-N	1376.972227			MMDBc0031052
BASm0018420	CL(18:1(9Z)/18:1(9Z)/14:0/16:1(9Z))	CL(18:1(9Z)/18:1(9Z)/14:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(9Z)/14:0/16:1(9Z)) contains two chains of (9Z-octadecenoyl) at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h27,31-35,69-71,76H,5-26,28-30,36-68H2,1-4H3,(H,81,82)(H,83,84)/b31-27-,34-32-,35-33-/t69-,70-,71-/m1/s1	SPTOIBRRVLCPKV-VBGZPMMZSA-N	1374.956577			MMDBc0031053
BASm0018421	CL(19:0cycv8c/16:0/17:0cycw7c/16:0)	CL(19:0cycv8c/16:0/17:0cycw7c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/16:0/17:0cycw7c/16:0) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-19-21-23-25-27-29-33-40-49-57-76(81)93-72(63-87-74(79)55-47-39-35-31-32-37-45-53-69-59-67(69)51-43-15-11-7-3)65-91-95(83,84)89-61-71(78)62-90-96(85,86)92-66-73(94-77(82)58-50-41-34-30-28-26-24-22-20-18-14-10-6-2)64-88-75(80)56-48-42-36-38-46-54-70-60-68(70)52-44-16-12-8-4/h67-73,78H,5-66H2,1-4H3,(H,83,84)(H,85,86)/t67?,68?,69?,70?,71-,72+,73+/m0/s1	NFFZQYPUDZDMMQ-YKSKUARTSA-N	1405.003527			MMDBc0031054
BASm0018422	CL(19:0cycv8c/16:0/14:0/16:0)	CL(19:0cycv8c/16:0/14:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/16:0/14:0/16:0) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C74H142O17P2	InChI=1S/C74H142O17P2/c1-5-9-13-17-20-23-26-28-31-34-39-45-51-57-73(78)90-69(62-84-71(76)55-49-43-38-33-30-25-22-19-15-11-7-3)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(91-74(79)58-52-46-40-35-32-29-27-24-21-18-14-10-6-2)63-85-72(77)56-50-44-41-36-37-42-48-54-67-59-66(67)53-47-16-12-8-4/h66-70,75H,5-65H2,1-4H3,(H,80,81)(H,82,83)/t66?,67?,68-,69-,70-/m1/s1	MTYNWLJBKOQLSB-NDUGWDHISA-N	1364.972227			MMDBc0031055
BASm0018423	CL(19:0cycv8c/18:1(9Z)/17:0cycw7c/18:1(9Z))	CL(19:0cycv8c/18:1(9Z)/17:0cycw7c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/18:1(9Z)/17:0cycw7c/18:1(9Z)) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-19-21-23-25-27-29-31-33-37-44-53-61-80(85)97-76(67-91-78(83)59-51-43-39-35-36-41-49-57-73-63-71(73)55-47-15-11-7-3)69-95-99(87,88)93-65-75(82)66-94-100(89,90)96-70-77(98-81(86)62-54-45-38-34-32-30-28-26-24-22-20-18-14-10-6-2)68-92-79(84)60-52-46-40-42-50-58-74-64-72(74)56-48-16-12-8-4/h25-28,71-77,82H,5-24,29-70H2,1-4H3,(H,87,88)(H,89,90)/b27-25-,28-26-/t71?,72?,73?,74?,75-,76+,77+/m0/s1	OSTBIDPYUWBSCX-OCHQLEMMSA-N	1457.034827			MMDBc0031056
BASm0018424	CL(19:0cycv8c/18:1(9Z)/14:0/18:1(9Z))	CL(19:0cycv8c/18:1(9Z)/14:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/18:1(9Z)/14:0/18:1(9Z)) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-20-23-26-28-30-32-35-38-43-49-55-61-77(82)94-73(66-88-75(80)59-53-47-42-37-34-25-22-19-15-11-7-3)68-92-96(84,85)90-64-72(79)65-91-97(86,87)93-69-74(95-78(83)62-56-50-44-39-36-33-31-29-27-24-21-18-14-10-6-2)67-89-76(81)60-54-48-45-40-41-46-52-58-71-63-70(71)57-51-16-12-8-4/h28-31,70-74,79H,5-27,32-69H2,1-4H3,(H,84,85)(H,86,87)/b30-28-,31-29-/t70?,71?,72-,73-,74-/m1/s1	KATNVUPSONETAK-CCZNOTQJSA-N	1417.003527			MMDBc0031057
BASm0018425	CL(17:0cycw7c/16:0/17:0cycw7c/16:0)	CL(17:0cycw7c/16:0/17:0cycw7c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/16:0/17:0cycw7c/16:0) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C3 positions, two chains of hexadecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-19-21-23-25-27-29-31-37-47-55-74(79)91-70(61-85-72(77)53-45-39-33-35-43-51-67-57-65(67)49-41-15-11-7-3)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(92-75(80)56-48-38-32-30-28-26-24-22-20-18-14-10-6-2)62-86-73(78)54-46-40-34-36-44-52-68-58-66(68)50-42-16-12-8-4/h65-71,76H,5-64H2,1-4H3,(H,81,82)(H,83,84)/t65?,66?,67?,68?,69?,70-,71-/m1/s1	VZFRXBOYLDFMOT-MCVMKDRLSA-N	1376.972227			MMDBc0031058
BASm0018426	CL(17:0cycw7c/16:0/14:0/16:0)	CL(17:0cycw7c/16:0/14:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/16:0/14:0/16:0) contains one chain of (heptadec-9-10-cyclo-anoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C72H138O17P2	InChI=1S/C72H138O17P2/c1-5-9-13-17-20-23-26-28-31-34-37-42-49-55-71(76)88-67(60-82-69(74)53-47-41-36-33-30-25-22-19-15-11-7-3)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-72(77)56-50-43-38-35-32-29-27-24-21-18-14-10-6-2)61-83-70(75)54-48-44-39-40-46-52-65-57-64(65)51-45-16-12-8-4/h64-68,73H,5-63H2,1-4H3,(H,78,79)(H,80,81)/t64?,65?,66-,67-,68-/m1/s1	QBZCWJJGWGLATB-IZFXDSFASA-N	1336.940927			MMDBc0031059
BASm0018427	CL(17:0cycw7c/18:1(9Z)/17:0cycw7c/18:1(9Z))	CL(17:0cycw7c/18:1(9Z)/17:0cycw7c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/18:1(9Z)/17:0cycw7c/18:1(9Z)) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C3 positions, two chains of (9Z-octadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-19-21-23-25-27-29-31-33-35-41-51-59-78(83)95-74(65-89-76(81)57-49-43-37-39-47-55-71-61-69(71)53-45-15-11-7-3)67-93-97(85,86)91-63-73(80)64-92-98(87,88)94-68-75(96-79(84)60-52-42-36-34-32-30-28-26-24-22-20-18-14-10-6-2)66-90-77(82)58-50-44-38-40-48-56-72-62-70(72)54-46-16-12-8-4/h25-28,69-75,80H,5-24,29-68H2,1-4H3,(H,85,86)(H,87,88)/b27-25-,28-26-/t69?,70?,71?,72?,73?,74-,75-/m1/s1	COGGGKDUYFCRHC-XFVFIACHSA-N	1429.003527			MMDBc0031060
BASm0018428	CL(17:0cycw7c/18:1(9Z)/14:0/18:1(9Z))	CL(17:0cycw7c/18:1(9Z)/14:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/18:1(9Z)/14:0/18:1(9Z)) contains one chain of (heptadec-9-10-cyclo-anoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-20-23-26-28-30-32-35-38-41-46-53-59-75(80)92-71(64-86-73(78)57-51-45-40-37-34-25-22-19-15-11-7-3)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(93-76(81)60-54-47-42-39-36-33-31-29-27-24-21-18-14-10-6-2)65-87-74(79)58-52-48-43-44-50-56-69-61-68(69)55-49-16-12-8-4/h28-31,68-72,77H,5-27,32-67H2,1-4H3,(H,82,83)(H,84,85)/b30-28-,31-29-/t68?,69?,70-,71-,72-/m1/s1	VTRVMORDYIVBQQ-OVQOEVENSA-N	1388.972227			MMDBc0031061
BASm0018429	CL(14:0/16:0/14:0/16:0)	CL(14:0/16:0/14:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/14:0/16:0) contains two chains of tetradecanoic acid at the C1 and C3 positions, two chains of hexadecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-25-29-31-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-34-28-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t64-,65-/m1/s1	BGBQVFKTXCPAHL-WXQUPVAFSA-N	1296.909627			MMDBc0031062
BASm0018430	CL(14:0/18:1(9Z)/14:0/18:1(9Z))	CL(14:0/18:1(9Z)/14:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/14:0/18:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C3 positions, two chains of (9Z-octadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-38-28-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2/h31-34,67-69,74H,5-30,35-66H2,1-4H3,(H,79,80)(H,81,82)/b33-31-,34-32-/t68-,69-/m1/s1	JDIYUEHLIHYDSF-FIWPSOCCSA-N	1348.940927			MMDBc0031063
BASm0018431	CL(16:0/15:0cyclo/16:1(9Z)/15:0cyclo)	CL(16:0/15:0cyclo/16:1(9Z)/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/15:0cyclo/16:1(9Z)/15:0cyclo) contains one chain of hexadecanoic acid at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C4 positions, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-15-17-19-21-23-25-27-29-35-41-49-68(73)81-57-66(87-70(75)51-43-37-31-33-39-47-63-53-61(63)45-11-7-3)59-85-89(77,78)83-55-65(72)56-84-90(79,80)86-60-67(88-71(76)52-44-38-32-34-40-48-64-54-62(64)46-12-8-4)58-82-69(74)50-42-36-30-28-26-24-22-20-18-16-14-10-6-2/h19,21,61-67,72H,5-18,20,22-60H2,1-4H3,(H,77,78)(H,79,80)/b21-19-/t61?,62?,63?,64?,65-,66-,67-/m1/s1	ZFVMGPUFBZRMQM-YPXYOZROSA-N	1318.893977			MMDBc0031064
BASm0018432	CL(16:0/15:0cyclo/18:1(9Z)/15:0cyclo)	CL(16:0/15:0cyclo/18:1(9Z)/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/15:0cyclo/18:1(9Z)/15:0cyclo) contains one chain of hexadecanoic acid at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C4 positions, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-15-17-19-21-23-24-26-28-30-32-38-44-52-71(76)84-60-69(90-73(78)54-46-40-34-36-42-50-66-56-64(66)48-12-8-4)62-88-92(81,82)86-58-67(74)57-85-91(79,80)87-61-68(89-72(77)53-45-39-33-35-41-49-65-55-63(65)47-11-7-3)59-83-70(75)51-43-37-31-29-27-25-22-20-18-16-14-10-6-2/h23-24,63-69,74H,5-22,25-62H2,1-4H3,(H,79,80)(H,81,82)/b24-23-/t63?,64?,65?,66?,67-,68+,69+/m0/s1	VFCLWHZQVSVKGL-MLQHKXPASA-N	1346.925277			MMDBc0031065
BASm0018433	CL(16:0/15:0cyclo/19:0cycv8c/15:0cyclo)	CL(16:0/15:0cyclo/19:0cycv8c/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/15:0cyclo/19:0cycv8c/15:0cyclo) contains one chain of hexadecanoic acid at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-15-16-17-18-19-20-21-24-31-39-49-71(76)84-58-69(90-73(78)51-41-33-26-29-37-46-64-53-62(64)43-11-7-3)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(91-74(79)52-42-34-27-30-38-47-65-54-63(65)44-12-8-4)59-85-72(77)50-40-32-25-22-23-28-36-48-67-55-66(67)45-35-14-10-6-2/h62-70,75H,5-61H2,1-4H3,(H,80,81)(H,82,83)/t62?,63?,64?,65?,66?,67?,68-,69+,70+/m0/s1	WEWVLUHXLNPRKI-TWTFLSDRSA-N	1360.940927			MMDBc0031066
BASm0018434	CL(16:0/15:0cyclo/17:0cycw7c/15:0cyclo)	CL(16:0/15:0cyclo/17:0cycw7c/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/15:0cyclo/17:0cycw7c/15:0cyclo) contains one chain of hexadecanoic acid at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-15-16-17-18-19-20-21-22-29-37-47-69(74)82-56-67(88-71(76)49-39-31-24-27-34-44-62-51-60(62)41-11-7-3)58-86-90(78,79)84-54-66(73)55-85-91(80,81)87-59-68(89-72(77)50-40-32-25-28-35-45-63-52-61(63)42-12-8-4)57-83-70(75)48-38-30-23-26-36-46-65-53-64(65)43-33-14-10-6-2/h60-68,73H,5-59H2,1-4H3,(H,78,79)(H,80,81)/t60?,61?,62?,63?,64?,65?,66-,67+,68+/m0/s1	QEYXZUBLZWLCLH-YDJSXQCQSA-N	1332.909627			MMDBc0031067
BASm0018435	CL(16:0/15:0cyclo/14:0/15:0cyclo)	CL(16:0/15:0cyclo/14:0/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/15:0cyclo/14:0/15:0cyclo) contains one chain of hexadecanoic acid at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-15-17-19-21-22-24-26-28-34-40-48-67(72)80-56-65(86-69(74)50-42-36-30-32-38-46-62-52-60(62)44-12-8-4)58-84-88(77,78)82-54-63(70)53-81-87(75,76)83-57-64(55-79-66(71)47-39-33-27-25-23-20-18-16-14-10-6-2)85-68(73)49-41-35-29-31-37-45-61-51-59(61)43-11-7-3/h59-65,70H,5-58H2,1-4H3,(H,75,76)(H,77,78)/t59?,60?,61?,62?,63-,64-,65-/m1/s1	BFSWXNFEJZBGAI-ZXBFYKBLSA-N	1292.878327			MMDBc0031068
BASm0018436	CL(16:1(9Z)/15:0cyclo/16:1(9Z)/15:0cyclo)	CL(16:1(9Z)/15:0cyclo/16:1(9Z)/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/15:0cyclo/16:1(9Z)/15:0cyclo) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-15-17-19-21-23-25-27-29-35-41-49-68(73)81-57-66(87-70(75)51-43-37-31-33-39-47-63-53-61(63)45-11-7-3)59-85-89(77,78)83-55-65(72)56-84-90(79,80)86-60-67(88-71(76)52-44-38-32-34-40-48-64-54-62(64)46-12-8-4)58-82-69(74)50-42-36-30-28-26-24-22-20-18-16-14-10-6-2/h19-22,61-67,72H,5-18,23-60H2,1-4H3,(H,77,78)(H,79,80)/b21-19-,22-20-/t61?,62?,63?,64?,65?,66-,67-/m1/s1	KRBNAIHOFGRXEP-MYSVDMEOSA-N	1316.878327			MMDBc0031069
BASm0018437	CL(16:1(9Z)/15:0cyclo/16:1(9Z)/16:0)	CL(16:1(9Z)/15:0cyclo/16:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/15:0cyclo/16:1(9Z)/16:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-16-19-22-25-28-31-34-37-42-47-53-69(74)82-60-67(88-71(76)55-49-44-39-36-33-30-27-24-21-18-15-11-7-3)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-72(77)56-50-45-40-41-46-52-65-57-64(65)51-12-8-4)61-83-70(75)54-48-43-38-35-32-29-26-23-20-17-14-10-6-2/h22-23,25-26,64-68,73H,5-21,24,27-63H2,1-4H3,(H,78,79)(H,80,81)/b25-22-,26-23-/t64?,65?,66-,67-,68-/m1/s1	KPEYJDJQZQDOPI-VIPFMVNOSA-N	1332.909627			MMDBc0031070
BASm0018438	CL(16:1(9Z)/15:0cyclo/18:1(9Z)/15:0cyclo)	CL(16:1(9Z)/15:0cyclo/18:1(9Z)/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/15:0cyclo/18:1(9Z)/15:0cyclo) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C4 positions, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-15-17-19-21-23-24-26-28-30-32-38-44-52-71(76)84-60-69(90-73(78)54-46-40-34-36-42-50-66-56-64(66)48-12-8-4)62-88-92(81,82)86-58-67(74)57-85-91(79,80)87-61-68(89-72(77)53-45-39-33-35-41-49-65-55-63(65)47-11-7-3)59-83-70(75)51-43-37-31-29-27-25-22-20-18-16-14-10-6-2/h20,22-24,63-69,74H,5-19,21,25-62H2,1-4H3,(H,79,80)(H,81,82)/b22-20-,24-23-/t63?,64?,65?,66?,67-,68+,69+/m0/s1	YPUSYQZZUBCRNO-QJTXQROKSA-N	1344.909627			MMDBc0031071
BASm0018439	CL(16:1(9Z)/15:0cyclo/19:0cycv8c/15:0cyclo)	CL(16:1(9Z)/15:0cyclo/19:0cycv8c/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/15:0cyclo/19:0cycv8c/15:0cyclo) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C74H136O17P2	InChI=1S/C74H136O17P2/c1-5-9-13-15-16-17-18-19-20-21-24-31-39-49-71(76)84-58-69(90-73(78)51-41-33-26-29-37-46-64-53-62(64)43-11-7-3)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(91-74(79)52-42-34-27-30-38-47-65-54-63(65)44-12-8-4)59-85-72(77)50-40-32-25-22-23-28-36-48-67-55-66(67)45-35-14-10-6-2/h17-18,62-70,75H,5-16,19-61H2,1-4H3,(H,80,81)(H,82,83)/b18-17-/t62?,63?,64?,65?,66?,67?,68-,69+,70+/m0/s1	XGLPTIDBZRIYLJ-ALRBTNNKSA-N	1358.925277			MMDBc0031072
BASm0018440	CL(16:1(9Z)/15:0cyclo/17:0cycw7c/15:0cyclo)	CL(16:1(9Z)/15:0cyclo/17:0cycw7c/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/15:0cyclo/17:0cycw7c/15:0cyclo) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C72H132O17P2	InChI=1S/C72H132O17P2/c1-5-9-13-15-16-17-18-19-20-21-22-29-37-47-69(74)82-56-67(88-71(76)49-39-31-24-27-34-44-62-51-60(62)41-11-7-3)58-86-90(78,79)84-54-66(73)55-85-91(80,81)87-59-68(89-72(77)50-40-32-25-28-35-45-63-52-61(63)42-12-8-4)57-83-70(75)48-38-30-23-26-36-46-65-53-64(65)43-33-14-10-6-2/h17-18,60-68,73H,5-16,19-59H2,1-4H3,(H,78,79)(H,80,81)/b18-17-/t60?,61?,62?,63?,64?,65?,66-,67+,68+/m0/s1	XTSJPSBBJUVAEY-IPOYMOHNSA-N	1330.893977			MMDBc0031073
BASm0018441	CL(16:1(9Z)/15:0cyclo/14:0/15:0cyclo)	CL(16:1(9Z)/15:0cyclo/14:0/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/15:0cyclo/14:0/15:0cyclo) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-15-17-19-21-22-24-26-28-34-40-48-67(72)80-56-65(86-69(74)50-42-36-30-32-38-46-62-52-60(62)44-12-8-4)58-84-88(77,78)82-54-63(70)53-81-87(75,76)83-57-64(55-79-66(71)47-39-33-27-25-23-20-18-16-14-10-6-2)85-68(73)49-41-35-29-31-37-45-61-51-59(61)43-11-7-3/h19,21,59-65,70H,5-18,20,22-58H2,1-4H3,(H,75,76)(H,77,78)/b21-19-/t59?,60?,61?,62?,63-,64-,65-/m1/s1	QTGRVKKUMIXWPP-NEMKBOFZSA-N	1290.862677			MMDBc0031074
BASm0018442	CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/15:0cyclo)	CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/15:0cyclo) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of cis-9,10-Methylenetetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C74H136O17P2	InChI=1S/C74H136O17P2/c1-5-9-13-16-19-22-25-28-29-32-34-37-40-45-50-56-72(77)85-63-70(91-74(79)58-52-47-42-43-48-54-67-59-66(67)53-12-8-4)65-89-93(82,83)87-61-68(75)60-86-92(80,81)88-64-69(90-73(78)57-51-46-41-38-35-31-27-24-21-18-15-11-7-3)62-84-71(76)55-49-44-39-36-33-30-26-23-20-17-14-10-6-2/h23-24,26-29,66-70,75H,5-22,25,30-65H2,1-4H3,(H,80,81)(H,82,83)/b26-23-,27-24-,29-28-/t66?,67?,68-,69+,70+/m0/s1	IUOVHXBFBDHDHK-IQSFSHMVSA-N	1358.925277			MMDBc0031075
BASm0018443	CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/16:0)	CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/16:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-38-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-37-32-28-24-20-16-12-8-4)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h26-27,30-31,33-34,69-71,76H,5-25,28-29,32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b30-26-,31-27-,34-33-/t69-,70+,71+/m0/s1	WYMBKFQVWPSQKY-JMTAVYDWSA-N	1374.956577			MMDBc0031076
BASm0018444	CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/15:0cyclo)	CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/15:0cyclo) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position, one chain of cis-9,10-Methylenetetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-16-18-20-22-24-26-28-32-38-45-53-72(77)85-61-70(91-74(79)55-47-40-33-29-27-25-23-21-19-17-14-10-6-2)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(92-75(80)56-48-41-35-37-44-51-66-57-65(66)49-12-8-4)62-86-73(78)54-46-39-34-30-31-36-43-52-68-58-67(68)50-42-15-11-7-3/h20-23,65-71,76H,5-19,24-64H2,1-4H3,(H,81,82)(H,83,84)/b22-20-,23-21-/t65?,66?,67?,68?,69-,70+,71+/m0/s1	ONHQFFGSQOQQQF-DFTKBPJMSA-N	1372.940927			MMDBc0031077
BASm0018445	CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/16:0)	CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/16:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-20-23-26-29-32-35-40-45-51-57-73(78)86-64-71(92-75(80)59-53-47-41-36-33-30-27-24-21-18-14-10-6-2)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(93-76(81)60-54-48-42-37-34-31-28-25-22-19-15-11-7-3)65-87-74(79)58-52-46-43-38-39-44-50-56-69-61-68(69)55-49-16-12-8-4/h23-24,26-27,68-72,77H,5-22,25,28-67H2,1-4H3,(H,82,83)(H,84,85)/b26-23-,27-24-/t68?,69?,70-,71+,72+/m0/s1	GHJDZZVLBPQAJO-YPPMVLKOSA-N	1388.972227			MMDBc0031078
BASm0018446	CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/15:0cyclo)	CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/15:0cyclo) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position, one chain of cis-9,10-Methylenetetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-16-18-20-22-24-26-28-30-36-43-51-70(75)83-59-68(89-72(77)53-45-37-31-29-27-25-23-21-19-17-14-10-6-2)61-87-91(79,80)85-57-67(74)58-86-92(81,82)88-62-69(90-73(78)54-46-39-33-35-41-49-64-55-63(64)47-12-8-4)60-84-71(76)52-44-38-32-34-42-50-66-56-65(66)48-40-15-11-7-3/h20-23,63-69,74H,5-19,24-62H2,1-4H3,(H,79,80)(H,81,82)/b22-20-,23-21-/t63?,64?,65?,66?,67-,68+,69+/m0/s1	VRNSKHYPMZVFPF-XZDAHSFESA-N	1344.909627			MMDBc0031079
BASm0018447	CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/16:0)	CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/17:0cycw7c/16:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-17-20-23-26-29-32-35-38-43-49-55-71(76)84-62-69(90-73(78)57-51-44-39-36-33-30-27-24-21-18-14-10-6-2)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(91-74(79)58-52-45-40-37-34-31-28-25-22-19-15-11-7-3)63-85-72(77)56-50-46-41-42-48-54-67-59-66(67)53-47-16-12-8-4/h23-24,26-27,66-70,75H,5-22,25,28-65H2,1-4H3,(H,80,81)(H,82,83)/b26-23-,27-24-/t66?,67?,68-,69+,70+/m0/s1	MAFOZIUIHWUJQE-NDDZNKEYSA-N	1360.940927			MMDBc0031080
BASm0018448	CL(16:1(9Z)/16:1(9Z)/14:0/15:0cyclo)	CL(16:1(9Z)/16:1(9Z)/14:0/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/14:0/15:0cyclo) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of cis-9,10-Methylenetetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C70H130O17P2	InChI=1S/C70H130O17P2/c1-5-9-13-16-19-22-25-27-30-33-36-41-46-52-68(73)80-58-65(86-69(74)53-47-42-37-34-31-28-26-23-20-17-14-10-6-2)60-84-88(76,77)82-56-64(71)57-83-89(78,79)85-61-66(59-81-67(72)51-45-40-35-32-29-24-21-18-15-11-7-3)87-70(75)54-48-43-38-39-44-50-63-55-62(63)49-12-8-4/h22-23,25-26,62-66,71H,5-21,24,27-61H2,1-4H3,(H,76,77)(H,78,79)/b25-22-,26-23-/t62?,63?,64-,65+,66+/m0/s1	GIRKBEZIQPEFTI-MMODSTOFSA-N	1304.878327			MMDBc0031081
BASm0018449	CL(16:1(9Z)/16:1(9Z)/14:0/16:0)	CL(16:1(9Z)/16:1(9Z)/14:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/14:0/16:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h25,27,29,31,65-67,72H,5-24,26,28,30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b29-25-,31-27-/t65-,66-,67-/m1/s1	VUPAZIPYGDULCD-VNRZSBHXSA-N	1320.909627			MMDBc0031082
BASm0018450	CL(18:1(9Z)/15:0cyclo/19:0cycv8c/15:0cyclo)	CL(18:1(9Z)/15:0cyclo/19:0cycv8c/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/15:0cyclo/19:0cycv8c/15:0cyclo) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-15-16-17-18-19-20-21-22-23-26-33-41-51-73(78)86-60-71(92-75(80)53-43-35-28-31-39-48-66-55-64(66)45-11-7-3)62-90-94(82,83)88-58-70(77)59-89-95(84,85)91-63-72(93-76(81)54-44-36-29-32-40-49-67-56-65(67)46-12-8-4)61-87-74(79)52-42-34-27-24-25-30-38-50-69-57-68(69)47-37-14-10-6-2/h19-20,64-72,77H,5-18,21-63H2,1-4H3,(H,82,83)(H,84,85)/b20-19-/t64?,65?,66?,67?,68?,69?,70-,71+,72+/m0/s1	PIMXFVLVKNPMOO-RCDAQYGGSA-N	1386.956577			MMDBc0031083
BASm0018451	CL(18:1(9Z)/15:0cyclo/17:0cycw7c/15:0cyclo)	CL(18:1(9Z)/15:0cyclo/17:0cycw7c/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/15:0cyclo/17:0cycw7c/15:0cyclo) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C74H136O17P2	InChI=1S/C74H136O17P2/c1-5-9-13-15-16-17-18-19-20-21-22-23-24-31-39-49-71(76)84-58-69(90-73(78)51-41-33-26-29-36-46-64-53-62(64)43-11-7-3)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(91-74(79)52-42-34-27-30-37-47-65-54-63(65)44-12-8-4)59-85-72(77)50-40-32-25-28-38-48-67-55-66(67)45-35-14-10-6-2/h19-20,62-70,75H,5-18,21-61H2,1-4H3,(H,80,81)(H,82,83)/b20-19-/t62?,63?,64?,65?,66?,67?,68-,69+,70+/m0/s1	XYURMMHAYBECBN-ZTWRKRNGSA-N	1358.925277			MMDBc0031084
BASm0018452	CL(18:1(9Z)/15:0cyclo/14:0/15:0cyclo)	CL(18:1(9Z)/15:0cyclo/14:0/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/15:0cyclo/14:0/15:0cyclo) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-15-17-19-21-22-23-24-26-28-30-36-42-50-69(74)82-58-67(88-71(76)52-44-38-32-34-40-48-64-54-62(64)46-12-8-4)60-86-90(79,80)84-56-65(72)55-83-89(77,78)85-59-66(57-81-68(73)49-41-35-29-27-25-20-18-16-14-10-6-2)87-70(75)51-43-37-31-33-39-47-63-53-61(63)45-11-7-3/h22-23,61-67,72H,5-21,24-60H2,1-4H3,(H,77,78)(H,79,80)/b23-22-/t61?,62?,63?,64?,65-,66-,67-/m1/s1	RLOKQVNRCYVNGY-JNSMUSCQSA-N	1318.893977			MMDBc0031085
BASm0018453	CL(18:1(9Z)/16:1(9Z)/19:0cycv8c/16:1(9Z))	CL(18:1(9Z)/16:1(9Z)/19:0cycv8c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:1(9Z)/19:0cycv8c/16:1(9Z)) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-20-23-26-29-30-33-34-37-42-47-53-59-75(80)88-66-73(94-77(82)61-55-49-43-38-35-31-27-24-21-18-14-10-6-2)68-92-96(84,85)90-64-72(79)65-91-97(86,87)93-69-74(95-78(83)62-56-50-44-39-36-32-28-25-22-19-15-11-7-3)67-89-76(81)60-54-48-45-40-41-46-52-58-71-63-70(71)57-51-16-12-8-4/h24-25,27-30,70-74,79H,5-23,26,31-69H2,1-4H3,(H,84,85)(H,86,87)/b27-24-,28-25-,30-29-/t70?,71?,72-,73+,74+/m0/s1	WBEZIXJGOWJFBY-HFAPLWMXSA-N	1414.987877			MMDBc0031086
BASm0018454	CL(18:1(9Z)/16:1(9Z)/17:0cycw7c/16:1(9Z))	CL(18:1(9Z)/16:1(9Z)/17:0cycw7c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:1(9Z)/17:0cycw7c/16:1(9Z)) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-17-20-23-26-29-30-33-34-37-40-45-51-57-73(78)86-64-71(92-75(80)59-53-46-41-38-35-31-27-24-21-18-14-10-6-2)66-90-94(82,83)88-62-70(77)63-89-95(84,85)91-67-72(93-76(81)60-54-47-42-39-36-32-28-25-22-19-15-11-7-3)65-87-74(79)58-52-48-43-44-50-56-69-61-68(69)55-49-16-12-8-4/h24-25,27-30,68-72,77H,5-23,26,31-67H2,1-4H3,(H,82,83)(H,84,85)/b27-24-,28-25-,30-29-/t68?,69?,70-,71+,72+/m0/s1	SLZQMBQOORGYLD-DTVFJAEGSA-N	1386.956577			MMDBc0031087
BASm0018455	CL(18:1(9Z)/16:1(9Z)/14:0/16:1(9Z))	CL(18:1(9Z)/16:1(9Z)/14:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/16:1(9Z)/14:0/16:1(9Z)) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-38-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-35-31-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-34-30-26-22-18-14-10-6-2/h26-27,30-33,67-69,74H,5-25,28-29,34-66H2,1-4H3,(H,79,80)(H,81,82)/b30-26-,31-27-,33-32-/t67-,68-,69-/m1/s1	UMKGOXPYQOZGKU-XWDWYVFLSA-N	1346.925277			MMDBc0031088
BASm0018456	CL(19:0cycv8c/15:0cyclo/19:0cycv8c/15:0cyclo)	CL(19:0cycv8c/15:0cyclo/19:0cycv8c/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/15:0cyclo/19:0cycv8c/15:0cyclo) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C3 positions, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-31-43-67-55-69(67)47-33-23-17-15-19-27-37-49-74(79)87-59-72(93-76(81)51-39-29-21-25-35-45-65-53-63(65)41-11-7-3)61-91-95(83,84)89-57-71(78)58-90-96(85,86)92-62-73(94-77(82)52-40-30-22-26-36-46-66-54-64(66)42-12-8-4)60-88-75(80)50-38-28-20-16-18-24-34-48-70-56-68(70)44-32-14-10-6-2/h63-73,78H,5-62H2,1-4H3,(H,83,84)(H,85,86)/t63?,64?,65?,66?,67?,68?,69?,70?,71?,72-,73-/m1/s1	GZWKGZHTKWOUPQ-PZOLKUBDSA-N	1400.972227			MMDBc0031089
BASm0018457	CL(19:0cycv8c/15:0cyclo/19:0cycv8c/16:0)	CL(19:0cycv8c/15:0cyclo/19:0cycv8c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/15:0cyclo/19:0cycv8c/16:0) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C3 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-16-17-18-19-20-21-22-27-36-45-55-77(82)94-73(62-88-75(80)53-43-34-28-23-25-31-40-51-70-58-68(70)48-38-14-10-6-2)64-92-96(84,85)90-60-72(79)61-91-97(86,87)93-65-74(95-78(83)56-46-37-30-33-42-50-67-57-66(67)47-12-8-4)63-89-76(81)54-44-35-29-24-26-32-41-52-71-59-69(71)49-39-15-11-7-3/h66-74,79H,5-65H2,1-4H3,(H,84,85)(H,86,87)/t66?,67?,68?,69?,70?,71?,72-,73-,74-/m1/s1	CMVUCNQCJSRPAF-SKUPSXBVSA-N	1417.003527			MMDBc0031090
BASm0018458	CL(19:0cycv8c/15:0cyclo/19:0cycv8c/16:1(9Z))	CL(19:0cycv8c/15:0cyclo/19:0cycv8c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/15:0cyclo/19:0cycv8c/16:1(9Z)) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C3 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-16-17-18-19-20-21-22-27-36-45-55-77(82)94-73(62-88-75(80)53-43-34-28-23-25-31-40-51-70-58-68(70)48-38-14-10-6-2)64-92-96(84,85)90-60-72(79)61-91-97(86,87)93-65-74(95-78(83)56-46-37-30-33-42-50-67-57-66(67)47-12-8-4)63-89-76(81)54-44-35-29-24-26-32-41-52-71-59-69(71)49-39-15-11-7-3/h18-19,66-74,79H,5-17,20-65H2,1-4H3,(H,84,85)(H,86,87)/b19-18-/t66?,67?,68?,69?,70?,71?,72-,73-,74-/m1/s1	WTVAYVXXFMTEBY-UBHDCZHJSA-N	1414.987877			MMDBc0031091
BASm0018459	CL(19:0cycv8c/15:0cyclo/19:0cycv8c/18:1(9Z))	CL(19:0cycv8c/15:0cyclo/19:0cycv8c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/15:0cyclo/19:0cycv8c/18:1(9Z)) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C3 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-16-17-18-19-20-21-22-23-24-29-38-47-57-79(84)96-75(64-90-77(82)55-45-36-30-25-27-33-42-53-72-60-70(72)50-40-14-10-6-2)66-94-98(86,87)92-62-74(81)63-93-99(88,89)95-67-76(97-80(85)58-48-39-32-35-44-52-69-59-68(69)49-12-8-4)65-91-78(83)56-46-37-31-26-28-34-43-54-73-61-71(73)51-41-15-11-7-3/h20-21,68-76,81H,5-19,22-67H2,1-4H3,(H,86,87)(H,88,89)/b21-20-/t68?,69?,70?,71?,72?,73?,74-,75-,76-/m1/s1	TVWONVXYQOSPON-LBRPGRMQSA-N	1443.019177			MMDBc0031092
BASm0018460	CL(19:0cycv8c/15:0cyclo/17:0cycw7c/15:0cyclo)	CL(19:0cycv8c/15:0cyclo/17:0cycw7c/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/15:0cyclo/17:0cycw7c/15:0cyclo) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-29-41-65-53-67(65)45-31-21-16-15-17-25-35-47-72(77)85-57-70(91-74(79)49-37-27-19-23-32-43-63-51-61(63)39-11-7-3)59-89-93(81,82)87-55-69(76)56-88-94(83,84)90-60-71(92-75(80)50-38-28-20-24-33-44-64-52-62(64)40-12-8-4)58-86-73(78)48-36-26-18-22-34-46-68-54-66(68)42-30-14-10-6-2/h61-71,76H,5-60H2,1-4H3,(H,81,82)(H,83,84)/t61?,62?,63?,64?,65?,66?,67?,68?,69-,70+,71+/m0/s1	OUBAIUCAZCGESA-ARGLMTGASA-N	1372.940927			MMDBc0031093
BASm0018461	CL(19:0cycv8c/15:0cyclo/14:0/15:0cyclo)	CL(19:0cycv8c/15:0cyclo/14:0/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/15:0cyclo/14:0/15:0cyclo) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-15-16-17-18-19-22-29-37-47-69(74)82-56-67(88-71(76)49-39-31-24-27-35-44-62-51-60(62)41-11-7-3)58-86-90(78,79)84-54-66(73)55-85-91(80,81)87-59-68(89-72(77)50-40-32-25-28-36-45-63-52-61(63)42-12-8-4)57-83-70(75)48-38-30-23-20-21-26-34-46-65-53-64(65)43-33-14-10-6-2/h60-68,73H,5-59H2,1-4H3,(H,78,79)(H,80,81)/t60?,61?,62?,63?,64?,65?,66-,67-,68-/m1/s1	PYIBSSWRCICZDX-SXJSJBAASA-N	1332.909627			MMDBc0031094
BASm0018462	CL(19:0cycv8c/16:0/19:0cycv8c/16:1(9Z))	CL(19:0cycv8c/16:0/19:0cycv8c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/16:0/19:0cycv8c/16:1(9Z)) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C3 positions, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-19-21-23-25-27-29-35-43-51-59-78(83)95-74(65-89-76(81)57-49-41-37-31-33-39-47-55-71-61-69(71)53-45-15-11-7-3)67-93-97(85,86)91-63-73(80)64-92-98(87,88)94-68-75(96-79(84)60-52-44-36-30-28-26-24-22-20-18-14-10-6-2)66-90-77(82)58-50-42-38-32-34-40-48-56-72-62-70(72)54-46-16-12-8-4/h21,23,69-75,80H,5-20,22,24-68H2,1-4H3,(H,85,86)(H,87,88)/b23-21-/t69?,70?,71?,72?,73-,74-,75-/m1/s1	HHFCTFDOSNURAL-RIBNTYERSA-N	1431.019177			MMDBc0031095
BASm0018463	CL(19:0cycv8c/16:0/19:0cycv8c/18:1(9Z))	CL(19:0cycv8c/16:0/19:0cycv8c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/16:0/19:0cycv8c/18:1(9Z)) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C3 positions, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-19-21-23-25-26-28-30-32-38-46-54-62-81(86)98-77(68-92-79(84)60-52-44-40-34-36-42-50-58-74-64-72(74)56-48-16-12-8-4)70-96-100(89,90)94-66-75(82)65-93-99(87,88)95-69-76(97-80(85)61-53-45-37-31-29-27-24-22-20-18-14-10-6-2)67-91-78(83)59-51-43-39-33-35-41-49-57-73-63-71(73)55-47-15-11-7-3/h25-26,71-77,82H,5-24,27-70H2,1-4H3,(H,87,88)(H,89,90)/b26-25-/t71?,72?,73?,74?,75-,76+,77+/m0/s1	XBYVZFLGFAWCOO-SEDBCHABSA-N	1459.050477			MMDBc0031096
BASm0018464	CL(19:0cycv8c/16:1(9Z)/19:0cycv8c/16:1(9Z))	CL(19:0cycv8c/16:1(9Z)/19:0cycv8c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/16:1(9Z)/19:0cycv8c/16:1(9Z)) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C3 positions, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-19-21-23-25-27-29-35-43-51-59-78(83)95-74(65-89-76(81)57-49-41-37-31-33-39-47-55-71-61-69(71)53-45-15-11-7-3)67-93-97(85,86)91-63-73(80)64-92-98(87,88)94-68-75(96-79(84)60-52-44-36-30-28-26-24-22-20-18-14-10-6-2)66-90-77(82)58-50-42-38-32-34-40-48-56-72-62-70(72)54-46-16-12-8-4/h21-24,69-75,80H,5-20,25-68H2,1-4H3,(H,85,86)(H,87,88)/b23-21-,24-22-/t69?,70?,71?,72?,73?,74-,75-/m1/s1	WWZNYKBSIRQWNK-RKIKWEKXSA-N	1429.003527			MMDBc0031097
BASm0018465	CL(19:0cycv8c/16:1(9Z)/19:0cycv8c/18:1(9Z))	CL(19:0cycv8c/16:1(9Z)/19:0cycv8c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/16:1(9Z)/19:0cycv8c/18:1(9Z)) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-19-21-23-25-26-28-30-32-38-46-54-62-81(86)98-77(68-92-79(84)60-52-44-40-34-36-42-50-58-74-64-72(74)56-48-16-12-8-4)70-96-100(89,90)94-66-75(82)65-93-99(87,88)95-69-76(97-80(85)61-53-45-37-31-29-27-24-22-20-18-14-10-6-2)67-91-78(83)59-51-43-39-33-35-41-49-57-73-63-71(73)55-47-15-11-7-3/h22,24-26,71-77,82H,5-21,23,27-70H2,1-4H3,(H,87,88)(H,89,90)/b24-22-,26-25-/t71?,72?,73?,74?,75-,76+,77+/m0/s1	FPCWNWPWMNOYJZ-GBZGQYLISA-N	1457.034827			MMDBc0031098
BASm0018466	CL(19:0cycv8c/16:1(9Z)/17:0cycw7c/16:1(9Z))	CL(19:0cycv8c/16:1(9Z)/17:0cycw7c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/16:1(9Z)/17:0cycw7c/16:1(9Z)) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-19-21-23-25-27-29-33-40-49-57-76(81)93-72(63-87-74(79)55-47-39-35-31-32-37-45-53-69-59-67(69)51-43-15-11-7-3)65-91-95(83,84)89-61-71(78)62-90-96(85,86)92-66-73(94-77(82)58-50-41-34-30-28-26-24-22-20-18-14-10-6-2)64-88-75(80)56-48-42-36-38-46-54-70-60-68(70)52-44-16-12-8-4/h21-24,67-73,78H,5-20,25-66H2,1-4H3,(H,83,84)(H,85,86)/b23-21-,24-22-/t67?,68?,69?,70?,71-,72+,73+/m0/s1	UCQZORFLMVLZGI-BGYMDDJSSA-N	1400.972227			MMDBc0031099
BASm0018467	CL(19:0cycv8c/16:1(9Z)/14:0/16:1(9Z))	CL(19:0cycv8c/16:1(9Z)/14:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/16:1(9Z)/14:0/16:1(9Z)) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-17-20-23-26-28-31-34-39-45-51-57-73(78)90-69(62-84-71(76)55-49-43-38-33-30-25-22-19-15-11-7-3)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(91-74(79)58-52-46-40-35-32-29-27-24-21-18-14-10-6-2)63-85-72(77)56-50-44-41-36-37-42-48-54-67-59-66(67)53-47-16-12-8-4/h23-24,26-27,66-70,75H,5-22,25,28-65H2,1-4H3,(H,80,81)(H,82,83)/b26-23-,27-24-/t66?,67?,68-,69-,70-/m1/s1	JZRODYGDSLFYBD-GRSYHQSFSA-N	1360.940927			MMDBc0031100
BASm0018468	CL(19:0cycv8c/19:0cycv8c/17:0cycw7c/16:0)	CL(19:0cycv8c/19:0cycv8c/17:0cycw7c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/19:0cycv8c/17:0cycw7c/16:0) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C2 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-18-19-20-21-22-23-28-36-47-57-79(84)96-76(65-91-78(83)56-46-38-31-34-44-54-73-61-70(73)51-41-16-12-8-4)67-95-99(88,89)93-63-74(81)62-92-98(86,87)94-66-75(97-80(85)58-48-37-30-25-27-33-43-53-72-60-69(72)50-40-15-11-7-3)64-90-77(82)55-45-35-29-24-26-32-42-52-71-59-68(71)49-39-14-10-6-2/h68-76,81H,5-67H2,1-4H3,(H,86,87)(H,88,89)/t68?,69?,70?,71?,72?,73?,74-,75+,76+/m0/s1	SAUYIMCPCBHZER-KLMDMNHKSA-N	1445.034827			MMDBc0031101
BASm0018469	CL(19:0cycv8c/19:0cycv8c/17:0cycw7c/16:1(9Z))	CL(19:0cycv8c/19:0cycv8c/17:0cycw7c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/19:0cycv8c/17:0cycw7c/16:1(9Z)) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C2 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-18-19-20-21-22-23-28-36-47-57-79(84)96-76(65-91-78(83)56-46-38-31-34-44-54-73-61-70(73)51-41-16-12-8-4)67-95-99(88,89)93-63-74(81)62-92-98(86,87)94-66-75(97-80(85)58-48-37-30-25-27-33-43-53-72-60-69(72)50-40-15-11-7-3)64-90-77(82)55-45-35-29-24-26-32-42-52-71-59-68(71)49-39-14-10-6-2/h19-20,68-76,81H,5-18,21-67H2,1-4H3,(H,86,87)(H,88,89)/b20-19-/t68?,69?,70?,71?,72?,73?,74-,75+,76+/m0/s1	HAICKQYAMFROLG-CCVXERAJSA-N	1443.019177			MMDBc0031102
BASm0018470	CL(19:0cycv8c/19:0cycv8c/14:0/15:0cyclo)	CL(19:0cycv8c/19:0cycv8c/14:0/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/19:0cycv8c/14:0/15:0cyclo) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of cis-9,10-Methylenetetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-16-17-18-19-20-25-32-41-51-73(78)86-61-72(93-76(81)54-44-35-28-31-40-48-65-55-64(65)45-12-8-4)63-91-95(84,85)89-59-70(77)58-88-94(82,83)90-62-71(92-75(80)53-43-34-27-22-24-30-39-50-69-57-67(69)47-37-15-11-7-3)60-87-74(79)52-42-33-26-21-23-29-38-49-68-56-66(68)46-36-14-10-6-2/h64-72,77H,5-63H2,1-4H3,(H,82,83)(H,84,85)/t64?,65?,66?,67?,68?,69?,70-,71+,72+/m0/s1	SIFINHARIIGPTP-IYSNIGHXSA-N	1388.972227			MMDBc0031103
BASm0018471	CL(19:0cycv8c/19:0cycv8c/14:0/16:0)	CL(19:0cycv8c/19:0cycv8c/14:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/19:0cycv8c/14:0/16:0) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-19-21-23-24-26-28-34-41-49-57-76(81)93-72(63-87-74(79)55-47-39-33-27-25-22-20-18-14-10-6-2)65-91-95(83,84)89-61-71(78)62-90-96(85,86)92-66-73(94-77(82)58-50-42-36-30-32-38-46-54-70-60-68(70)52-44-16-12-8-4)64-88-75(80)56-48-40-35-29-31-37-45-53-69-59-67(69)51-43-15-11-7-3/h67-73,78H,5-66H2,1-4H3,(H,83,84)(H,85,86)/t67?,68?,69?,70?,71-,72-,73-/m1/s1	ZPJDBKVAKMMPPL-NEXTYWCXSA-N	1405.003527			MMDBc0031104
BASm0018472	CL(19:0cycv8c/19:0cycv8c/14:0/16:1(9Z))	CL(19:0cycv8c/19:0cycv8c/14:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/19:0cycv8c/14:0/16:1(9Z)) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-19-21-23-24-26-28-34-41-49-57-76(81)93-72(63-87-74(79)55-47-39-33-27-25-22-20-18-14-10-6-2)65-91-95(83,84)89-61-71(78)62-90-96(85,86)92-66-73(94-77(82)58-50-42-36-30-32-38-46-54-70-60-68(70)52-44-16-12-8-4)64-88-75(80)56-48-40-35-29-31-37-45-53-69-59-67(69)51-43-15-11-7-3/h21,23,67-73,78H,5-20,22,24-66H2,1-4H3,(H,83,84)(H,85,86)/b23-21-/t67?,68?,69?,70?,71-,72-,73-/m1/s1	ZOAROPJHYVQOIN-KTBODRBMSA-N	1402.987877			MMDBc0031105
BASm0018473	CL(19:0cycv8c/19:0cycv8c/14:0/18:1(9Z))	CL(19:0cycv8c/19:0cycv8c/14:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/19:0cycv8c/14:0/18:1(9Z)) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-19-21-23-24-25-26-28-30-36-43-51-59-78(83)95-74(65-89-76(81)57-49-41-35-29-27-22-20-18-14-10-6-2)67-93-97(85,86)91-63-73(80)64-92-98(87,88)94-68-75(96-79(84)60-52-44-38-32-34-40-48-56-72-62-70(72)54-46-16-12-8-4)66-90-77(82)58-50-42-37-31-33-39-47-55-71-61-69(71)53-45-15-11-7-3/h24-25,69-75,80H,5-23,26-68H2,1-4H3,(H,85,86)(H,87,88)/b25-24-/t69?,70?,71?,72?,73-,74-,75-/m1/s1	DKCBZFCYYFTCPC-YVYSANHUSA-N	1431.019177			MMDBc0031106
BASm0018474	CL(17:0cycw7c/15:0cyclo/17:0cycw7c/15:0cyclo)	CL(17:0cycw7c/15:0cyclo/17:0cycw7c/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/15:0cyclo/17:0cycw7c/15:0cyclo) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C3 positions, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-27-39-63-51-65(63)43-31-19-15-23-33-45-70(75)83-55-68(89-72(77)47-35-25-17-21-29-41-61-49-59(61)37-11-7-3)57-87-91(79,80)85-53-67(74)54-86-92(81,82)88-58-69(90-73(78)48-36-26-18-22-30-42-62-50-60(62)38-12-8-4)56-84-71(76)46-34-24-16-20-32-44-66-52-64(66)40-28-14-10-6-2/h59-69,74H,5-58H2,1-4H3,(H,79,80)(H,81,82)/t59?,60?,61?,62?,63?,64?,65?,66?,67?,68-,69-/m1/s1	QYRYORWLYPDZBC-KVUMRETGSA-N	1344.909627			MMDBc0031107
BASm0018475	CL(17:0cycw7c/15:0cyclo/17:0cycw7c/16:0)	CL(17:0cycw7c/15:0cyclo/17:0cycw7c/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/15:0cyclo/17:0cycw7c/16:0) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C3 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-16-17-18-19-20-21-22-23-30-41-51-73(78)90-69(58-84-71(76)49-39-31-24-27-37-47-66-54-64(66)44-34-14-10-6-2)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(91-74(79)52-42-33-26-29-36-46-63-53-62(63)43-12-8-4)59-85-72(77)50-40-32-25-28-38-48-67-55-65(67)45-35-15-11-7-3/h62-70,75H,5-61H2,1-4H3,(H,80,81)(H,82,83)/t62?,63?,64?,65?,66?,67?,68-,69-,70-/m1/s1	SDKDMBPJZNHZOZ-QMBQMTMKSA-N	1360.940927			MMDBc0031108
BASm0018476	CL(17:0cycw7c/15:0cyclo/17:0cycw7c/16:1(9Z))	CL(17:0cycw7c/15:0cyclo/17:0cycw7c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/15:0cyclo/17:0cycw7c/16:1(9Z)) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C3 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C74H136O17P2	InChI=1S/C74H136O17P2/c1-5-9-13-16-17-18-19-20-21-22-23-30-41-51-73(78)90-69(58-84-71(76)49-39-31-24-27-37-47-66-54-64(66)44-34-14-10-6-2)60-88-92(80,81)86-56-68(75)57-87-93(82,83)89-61-70(91-74(79)52-42-33-26-29-36-46-63-53-62(63)43-12-8-4)59-85-72(77)50-40-32-25-28-38-48-67-55-65(67)45-35-15-11-7-3/h18-19,62-70,75H,5-17,20-61H2,1-4H3,(H,80,81)(H,82,83)/b19-18-/t62?,63?,64?,65?,66?,67?,68-,69-,70-/m1/s1	MISPVELAJBAMEB-ZQZPWZRCSA-N	1358.925277			MMDBc0031109
BASm0018477	CL(17:0cycw7c/15:0cyclo/17:0cycw7c/18:1(9Z))	CL(17:0cycw7c/15:0cyclo/17:0cycw7c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/15:0cyclo/17:0cycw7c/18:1(9Z)) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C3 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C76H140O17P2	InChI=1S/C76H140O17P2/c1-5-9-13-16-17-18-19-20-21-22-23-24-25-32-43-53-75(80)92-71(60-86-73(78)51-41-33-26-29-39-49-68-56-66(68)46-36-14-10-6-2)62-90-94(82,83)88-58-70(77)59-89-95(84,85)91-63-72(93-76(81)54-44-35-28-31-38-48-65-55-64(65)45-12-8-4)61-87-74(79)52-42-34-27-30-40-50-69-57-67(69)47-37-15-11-7-3/h20-21,64-72,77H,5-19,22-63H2,1-4H3,(H,82,83)(H,84,85)/b21-20-/t64?,65?,66?,67?,68?,69?,70-,71-,72-/m1/s1	IEHWVCSKIQWLCO-XFLUKAGNSA-N	1386.956577			MMDBc0031110
BASm0018478	CL(17:0cycw7c/15:0cyclo/17:0cycw7c/19:0cycv8c)	CL(17:0cycw7c/15:0cyclo/17:0cycw7c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/15:0cyclo/17:0cycw7c/19:0cycv8c) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C3 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-30-42-65-54-68(65)46-33-22-17-16-18-26-39-51-76(81)93-72(59-87-74(79)49-37-27-19-23-35-47-69-55-66(69)43-31-14-10-6-2)61-91-95(83,84)89-57-71(78)58-90-96(85,86)92-62-73(94-77(82)52-40-29-21-25-34-45-64-53-63(64)41-12-8-4)60-88-75(80)50-38-28-20-24-36-48-70-56-67(70)44-32-15-11-7-3/h63-73,78H,5-62H2,1-4H3,(H,83,84)(H,85,86)/t63?,64?,65?,66?,67?,68?,69?,70?,71-,72-,73-/m1/s1	LCNXFJLZQVVILM-ULQWFCRXSA-N	1400.972227			MMDBc0031111
BASm0018479	CL(17:0cycw7c/16:0/17:0cycw7c/16:1(9Z))	CL(17:0cycw7c/16:0/17:0cycw7c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/16:0/17:0cycw7c/16:1(9Z)) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C3 positions, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-19-21-23-25-27-29-31-37-47-55-74(79)91-70(61-85-72(77)53-45-39-33-35-43-51-67-57-65(67)49-41-15-11-7-3)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(92-75(80)56-48-38-32-30-28-26-24-22-20-18-14-10-6-2)62-86-73(78)54-46-40-34-36-44-52-68-58-66(68)50-42-16-12-8-4/h21,23,65-71,76H,5-20,22,24-64H2,1-4H3,(H,81,82)(H,83,84)/b23-21-/t65?,66?,67?,68?,69-,70-,71-/m1/s1	FREOXEVGHOSQNM-OWKKEOSWSA-N	1374.956577			MMDBc0031112
BASm0018480	CL(17:0cycw7c/16:0/17:0cycw7c/18:1(9Z))	CL(17:0cycw7c/16:0/17:0cycw7c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/16:0/17:0cycw7c/18:1(9Z)) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C3 positions, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-19-21-23-25-26-28-30-32-34-40-50-58-77(82)94-73(64-88-75(80)56-48-42-36-38-46-54-70-60-68(70)52-44-16-12-8-4)66-92-96(85,86)90-62-71(78)61-89-95(83,84)91-65-72(93-76(81)57-49-39-33-31-29-27-24-22-20-18-14-10-6-2)63-87-74(79)55-47-41-35-37-45-53-69-59-67(69)51-43-15-11-7-3/h25-26,67-73,78H,5-24,27-66H2,1-4H3,(H,83,84)(H,85,86)/b26-25-/t67?,68?,69?,70?,71-,72+,73+/m0/s1	LWGSZJVVTUZQHG-LDEMJFSTSA-N	1402.987877			MMDBc0031113
BASm0018481	CL(17:0cycw7c/16:0/17:0cycw7c/19:0cycv8c)	CL(17:0cycw7c/16:0/17:0cycw7c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/16:0/17:0cycw7c/19:0cycv8c) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C3 positions, one chain of hexadecanoic acid at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-18-19-20-21-22-23-26-33-45-55-77(82)94-73(62-88-75(80)53-43-35-28-31-41-51-70-58-67(70)48-38-15-11-7-3)64-92-96(84,85)90-60-72(79)61-91-97(86,87)93-65-74(63-89-76(81)54-44-36-29-32-42-52-71-59-68(71)49-39-16-12-8-4)95-78(83)56-46-34-27-24-25-30-40-50-69-57-66(69)47-37-14-10-6-2/h66-74,79H,5-65H2,1-4H3,(H,84,85)(H,86,87)/t66?,67?,68?,69?,70?,71?,72-,73+,74+/m0/s1	QRGGKSGEXRPTRN-DMCYLWLZSA-N	1417.003527			MMDBc0031114
BASm0018482	CL(17:0cycw7c/16:1(9Z)/17:0cycw7c/16:1(9Z))	CL(17:0cycw7c/16:1(9Z)/17:0cycw7c/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/16:1(9Z)/17:0cycw7c/16:1(9Z)) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C3 positions, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-19-21-23-25-27-29-31-37-47-55-74(79)91-70(61-85-72(77)53-45-39-33-35-43-51-67-57-65(67)49-41-15-11-7-3)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(92-75(80)56-48-38-32-30-28-26-24-22-20-18-14-10-6-2)62-86-73(78)54-46-40-34-36-44-52-68-58-66(68)50-42-16-12-8-4/h21-24,65-71,76H,5-20,25-64H2,1-4H3,(H,81,82)(H,83,84)/b23-21-,24-22-/t65?,66?,67?,68?,69?,70-,71-/m1/s1	FMXNICRLSKXGFC-CPVZNGSHSA-N	1372.940927			MMDBc0031115
BASm0018483	CL(17:0cycw7c/16:1(9Z)/17:0cycw7c/18:1(9Z))	CL(17:0cycw7c/16:1(9Z)/17:0cycw7c/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/16:1(9Z)/17:0cycw7c/18:1(9Z)) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-19-21-23-25-26-28-30-32-34-40-50-58-77(82)94-73(64-88-75(80)56-48-42-36-38-46-54-70-60-68(70)52-44-16-12-8-4)66-92-96(85,86)90-62-71(78)61-89-95(83,84)91-65-72(93-76(81)57-49-39-33-31-29-27-24-22-20-18-14-10-6-2)63-87-74(79)55-47-41-35-37-45-53-69-59-67(69)51-43-15-11-7-3/h22,24-26,67-73,78H,5-21,23,27-66H2,1-4H3,(H,83,84)(H,85,86)/b24-22-,26-25-/t67?,68?,69?,70?,71-,72+,73+/m0/s1	SCNXYHGFUFTHGM-IEZUOYGVSA-N	1400.972227			MMDBc0031116
BASm0018484	CL(17:0cycw7c/16:1(9Z)/17:0cycw7c/19:0cycv8c)	CL(17:0cycw7c/16:1(9Z)/17:0cycw7c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/16:1(9Z)/17:0cycw7c/19:0cycv8c) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-18-19-20-21-22-23-26-33-45-55-77(82)94-73(62-88-75(80)53-43-35-28-31-41-51-70-58-67(70)48-38-15-11-7-3)64-92-96(84,85)90-60-72(79)61-91-97(86,87)93-65-74(63-89-76(81)54-44-36-29-32-42-52-71-59-68(71)49-39-16-12-8-4)95-78(83)56-46-34-27-24-25-30-40-50-69-57-66(69)47-37-14-10-6-2/h19-20,66-74,79H,5-18,21-65H2,1-4H3,(H,84,85)(H,86,87)/b20-19-/t66?,67?,68?,69?,70?,71?,72-,73+,74+/m0/s1	IFYVKANERVUNAS-VZRUBYQGSA-N	1414.987877			MMDBc0031117
BASm0018485	CL(17:0cycw7c/16:1(9Z)/14:0/16:1(9Z))	CL(17:0cycw7c/16:1(9Z)/14:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/16:1(9Z)/14:0/16:1(9Z)) contains one chain of (heptadec-9-10-cyclo-anoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-17-20-23-26-28-31-34-37-42-49-55-71(76)88-67(60-82-69(74)53-47-41-36-33-30-25-22-19-15-11-7-3)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(89-72(77)56-50-43-38-35-32-29-27-24-21-18-14-10-6-2)61-83-70(75)54-48-44-39-40-46-52-65-57-64(65)51-45-16-12-8-4/h23-24,26-27,64-68,73H,5-22,25,28-63H2,1-4H3,(H,78,79)(H,80,81)/b26-23-,27-24-/t64?,65?,66-,67-,68-/m1/s1	VXRHVBYFJSEHPR-NQJFBCBXSA-N	1332.909627			MMDBc0031118
BASm0018486	CL(17:0cycw7c/18:1(9Z)/17:0cycw7c/19:0cycv8c)	CL(17:0cycw7c/18:1(9Z)/17:0cycw7c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/18:1(9Z)/17:0cycw7c/19:0cycv8c) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C3 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-18-19-20-21-22-23-24-25-28-35-47-57-79(84)96-75(64-90-77(82)55-45-37-30-33-43-53-72-60-69(72)50-40-15-11-7-3)66-94-98(86,87)92-62-74(81)63-93-99(88,89)95-67-76(65-91-78(83)56-46-38-31-34-44-54-73-61-70(73)51-41-16-12-8-4)97-80(85)58-48-36-29-26-27-32-42-52-71-59-68(71)49-39-14-10-6-2/h21-22,68-76,81H,5-20,23-67H2,1-4H3,(H,86,87)(H,88,89)/b22-21-/t68?,69?,70?,71?,72?,73?,74-,75+,76+/m0/s1	CBGKKZIRNNCPBH-YNSXFOCESA-N	1443.019177			MMDBc0031119
BASm0018487	CL(17:0cycw7c/19:0cycv8c/17:0cycw7c/19:0cycv8c)	CL(17:0cycw7c/19:0cycv8c/17:0cycw7c/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/19:0cycv8c/17:0cycw7c/19:0cycv8c) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C3 positions, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-33-45-67-57-71(67)49-37-25-19-17-21-29-43-55-80(85)97-76(63-91-78(83)53-41-31-23-27-39-51-73-59-69(73)47-35-15-11-7-3)65-95-99(87,88)93-61-75(82)62-94-100(89,90)96-66-77(64-92-79(84)54-42-32-24-28-40-52-74-60-70(74)48-36-16-12-8-4)98-81(86)56-44-30-22-18-20-26-38-50-72-58-68(72)46-34-14-10-6-2/h67-77,82H,5-66H2,1-4H3,(H,87,88)(H,89,90)/t67?,68?,69?,70?,71?,72?,73?,74?,75?,76-,77-/m1/s1	JIEULRSJXQBPPA-VXVRCUBDSA-N	1457.034827			MMDBc0031120
BASm0018488	CL(17:0cycw7c/19:0cycv8c/14:0/19:0cycv8c)	CL(17:0cycw7c/19:0cycv8c/14:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/19:0cycv8c/14:0/19:0cycv8c) contains one chain of (heptadec-9-10-cyclo-anoyl) at the C1 position, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-18-19-20-21-26-33-43-53-75(80)88-62-73(94-77(82)55-45-34-27-22-24-30-40-50-69-57-66(69)47-37-14-10-6-2)64-92-96(84,85)90-60-72(79)61-91-97(86,87)93-65-74(63-89-76(81)54-44-36-29-32-42-52-71-59-68(71)49-39-16-12-8-4)95-78(83)56-46-35-28-23-25-31-41-51-70-58-67(70)48-38-15-11-7-3/h66-74,79H,5-65H2,1-4H3,(H,84,85)(H,86,87)/t66?,67?,68?,69?,70?,71?,72-,73-,74-/m1/s1	LVPZXMLSBDXLPV-SKUPSXBVSA-N	1417.003527			MMDBc0031121
BASm0018489	CL(17:0cycw7c/17:0cycw7c/14:0/15:0cyclo)	CL(17:0cycw7c/17:0cycw7c/14:0/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/17:0cycw7c/14:0/15:0cyclo) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of cis-9,10-Methylenetetradecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C72H134O17P2	InChI=1S/C72H134O17P2/c1-5-9-13-16-17-18-19-20-21-28-37-47-69(74)82-56-67(88-71(76)49-39-30-23-26-34-44-61-51-60(61)41-12-8-4)58-86-90(78,79)84-54-66(73)55-85-91(80,81)87-59-68(89-72(77)50-40-31-24-27-36-46-65-53-63(65)43-33-15-11-7-3)57-83-70(75)48-38-29-22-25-35-45-64-52-62(64)42-32-14-10-6-2/h60-68,73H,5-59H2,1-4H3,(H,78,79)(H,80,81)/t60?,61?,62?,63?,64?,65?,66-,67-,68-/m1/s1	JJQVSOVIINMWLT-SXJSJBAASA-N	1332.909627			MMDBc0031122
BASm0018490	CL(17:0cycw7c/17:0cycw7c/14:0/16:0)	CL(17:0cycw7c/17:0cycw7c/14:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/17:0cycw7c/14:0/16:0) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-19-21-23-24-26-28-30-36-45-53-72(77)89-68(59-83-70(75)51-43-35-29-27-25-22-20-18-14-10-6-2)61-87-91(79,80)85-57-67(74)58-86-92(81,82)88-62-69(90-73(78)54-46-38-32-34-42-50-66-56-64(66)48-40-16-12-8-4)60-84-71(76)52-44-37-31-33-41-49-65-55-63(65)47-39-15-11-7-3/h63-69,74H,5-62H2,1-4H3,(H,79,80)(H,81,82)/t63?,64?,65?,66?,67-,68-,69-/m1/s1	CHDFEVWNORTBKK-CJHRGUIVSA-N	1348.940927			MMDBc0031123
BASm0018491	CL(17:0cycw7c/17:0cycw7c/14:0/16:1(9Z))	CL(17:0cycw7c/17:0cycw7c/14:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/17:0cycw7c/14:0/16:1(9Z)) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-19-21-23-24-26-28-30-36-45-53-72(77)89-68(59-83-70(75)51-43-35-29-27-25-22-20-18-14-10-6-2)61-87-91(79,80)85-57-67(74)58-86-92(81,82)88-62-69(90-73(78)54-46-38-32-34-42-50-66-56-64(66)48-40-16-12-8-4)60-84-71(76)52-44-37-31-33-41-49-65-55-63(65)47-39-15-11-7-3/h21,23,63-69,74H,5-20,22,24-62H2,1-4H3,(H,79,80)(H,81,82)/b23-21-/t63?,64?,65?,66?,67-,68-,69-/m1/s1	HKTDOFOHZWQWMS-OVPYOKKRSA-N	1346.925277			MMDBc0031124
BASm0018492	CL(17:0cycw7c/17:0cycw7c/14:0/18:1(9Z))	CL(17:0cycw7c/17:0cycw7c/14:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/17:0cycw7c/14:0/18:1(9Z)) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-19-21-23-24-25-26-28-30-32-38-47-55-74(79)91-70(61-85-72(77)53-45-37-31-29-27-22-20-18-14-10-6-2)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(92-75(80)56-48-40-34-36-44-52-68-58-66(68)50-42-16-12-8-4)62-86-73(78)54-46-39-33-35-43-51-67-57-65(67)49-41-15-11-7-3/h24-25,65-71,76H,5-23,26-64H2,1-4H3,(H,81,82)(H,83,84)/b25-24-/t65?,66?,67?,68?,69-,70-,71-/m1/s1	RPURNYLWTZRNRY-AALJRGAASA-N	1374.956577			MMDBc0031125
BASm0018493	CL(17:0cycw7c/17:0cycw7c/14:0/19:0cycv8c)	CL(17:0cycw7c/17:0cycw7c/14:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/17:0cycw7c/14:0/19:0cycv8c) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-18-19-20-21-24-31-41-51-73(78)86-60-71(92-75(80)53-43-32-25-22-23-28-38-48-67-55-64(67)45-35-14-10-6-2)62-90-94(82,83)88-58-70(77)59-89-95(84,85)91-63-72(93-76(81)54-44-34-27-30-40-50-69-57-66(69)47-37-16-12-8-4)61-87-74(79)52-42-33-26-29-39-49-68-56-65(68)46-36-15-11-7-3/h64-72,77H,5-63H2,1-4H3,(H,82,83)(H,84,85)/t64?,65?,66?,67?,68?,69?,70-,71-,72-/m1/s1	SBNIYBYEXGIQES-SGTWPQBJSA-N	1388.972227			MMDBc0031126
BASm0018494	CL(14:0/15:0cyclo/14:0/17:0cycw7c)	CL(14:0/15:0cyclo/14:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0cyclo/14:0/17:0cycw7c) contains two chains of tetradecanoic acid at the C1 and C3 positions, one chain of cis-9,10-Methylenetetradecanoic acid at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-16-18-20-22-24-26-32-39-47-66(71)79-55-64(85-68(73)49-41-34-28-30-37-45-60-51-59(60)43-12-8-4)57-83-87(75,76)81-53-63(70)54-82-88(77,78)84-58-65(56-80-67(72)48-40-33-27-25-23-21-19-17-14-10-6-2)86-69(74)50-42-35-29-31-38-46-62-52-61(62)44-36-15-11-7-3/h59-65,70H,5-58H2,1-4H3,(H,75,76)(H,77,78)/t59?,60?,61?,62?,63-,64+,65+/m0/s1	CDLBLNLLJLAGQR-KQNYATESSA-N	1292.878327			MMDBc0031127
BASm0018495	CL(14:0/16:0/14:0/16:1(9Z))	CL(14:0/16:0/14:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/14:0/16:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C3 positions, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-29-31-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-34-28-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h25,29,63-65,70H,5-24,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b29-25-/t63-,64-,65-/m1/s1	MEFLILLVWANSMH-LTLUGHIJSA-N	1294.893977			MMDBc0031128
BASm0018496	CL(14:0/16:0/14:0/18:1(9Z))	CL(14:0/16:0/14:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/14:0/18:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C3 positions, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-28-24-20-16-12-8-4)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h31-32,65-67,72H,5-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b32-31-/t65-,66+,67+/m0/s1	CBHFAURHMLXYIS-CGHWDZBTSA-N	1322.925277			MMDBc0031129
BASm0018497	CL(14:0/16:0/14:0/19:0cycv8c)	CL(14:0/16:0/14:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/14:0/19:0cycv8c) contains two chains of tetradecanoic acid at the C1 and C3 positions, one chain of hexadecanoic acid at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C72H138O17P2	InChI=1S/C72H138O17P2/c1-5-9-13-17-20-23-26-27-30-33-38-43-49-55-71(76)88-67(60-82-69(74)53-47-41-36-31-28-24-21-18-14-10-6-2)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(61-83-70(75)54-48-42-37-32-29-25-22-19-15-11-7-3)89-72(77)56-50-44-39-34-35-40-46-52-65-57-64(65)51-45-16-12-8-4/h64-68,73H,5-63H2,1-4H3,(H,78,79)(H,80,81)/t64?,65?,66-,67+,68+/m0/s1	QEZVHMYYWURBOL-VYKAVAACSA-N	1336.940927			MMDBc0031130
BASm0018498	CL(14:0/16:1(9Z)/14:0/16:1(9Z))	CL(14:0/16:1(9Z)/14:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/14:0/16:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C3 positions, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-31-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-34-28-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h25-26,29-30,63-65,70H,5-24,27-28,31-62H2,1-4H3,(H,75,76)(H,77,78)/b29-25-,30-26-/t64-,65-/m1/s1	DTXBWVGPEHJQBX-MKIXNFRGSA-N	1292.878327			MMDBc0031131
BASm0018499	CL(14:0/16:1(9Z)/14:0/18:1(9Z))	CL(14:0/16:1(9Z)/14:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/14:0/18:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-28-24-20-16-12-8-4)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h26,30-32,65-67,72H,5-25,27-29,33-64H2,1-4H3,(H,77,78)(H,79,80)/b30-26-,32-31-/t65-,66+,67+/m0/s1	VBNIBXIKYMUASV-IRFYLRRBSA-N	1320.909627			MMDBc0031132
BASm0018500	CL(14:0/16:1(9Z)/14:0/19:0cycv8c)	CL(14:0/16:1(9Z)/14:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/14:0/19:0cycv8c) contains two chains of tetradecanoic acid at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C72H136O17P2	InChI=1S/C72H136O17P2/c1-5-9-13-17-20-23-26-27-30-33-38-43-49-55-71(76)88-67(60-82-69(74)53-47-41-36-31-28-24-21-18-14-10-6-2)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(61-83-70(75)54-48-42-37-32-29-25-22-19-15-11-7-3)89-72(77)56-50-44-39-34-35-40-46-52-65-57-64(65)51-45-16-12-8-4/h23,26,64-68,73H,5-22,24-25,27-63H2,1-4H3,(H,78,79)(H,80,81)/b26-23-/t64?,65?,66-,67+,68+/m0/s1	SGVYGQUPYJXLOB-IDMSIPBESA-N	1334.925277			MMDBc0031133
BASm0018501	CL(14:0/18:1(9Z)/14:0/19:0cycv8c)	CL(14:0/18:1(9Z)/14:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/14:0/19:0cycv8c) contains two chains of tetradecanoic acid at the C1 and C3 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C74H140O17P2	InChI=1S/C74H140O17P2/c1-5-9-13-17-20-23-26-27-28-29-32-35-40-45-51-57-73(78)90-69(62-84-71(76)55-49-43-38-33-30-24-21-18-14-10-6-2)64-88-92(80,81)86-60-68(75)61-87-93(82,83)89-65-70(63-85-72(77)56-50-44-39-34-31-25-22-19-15-11-7-3)91-74(79)58-52-46-41-36-37-42-48-54-67-59-66(67)53-47-16-12-8-4/h27-28,66-70,75H,5-26,29-65H2,1-4H3,(H,80,81)(H,82,83)/b28-27-/t66?,67?,68-,69+,70+/m0/s1	BYSGMHITBAOWDB-LNXRKRHYSA-N	1362.956577			MMDBc0031134
BASm0018502	CL(14:0/18:1(9Z)/14:0/17:0cycw7c)	CL(14:0/18:1(9Z)/14:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/14:0/17:0cycw7c) contains two chains of tetradecanoic acid at the C1 and C3 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C72H136O17P2	InChI=1S/C72H136O17P2/c1-5-9-13-17-20-23-26-27-28-29-32-35-38-43-49-55-71(76)88-67(60-82-69(74)53-47-41-36-33-30-24-21-18-14-10-6-2)62-86-90(78,79)84-58-66(73)59-85-91(80,81)87-63-68(61-83-70(75)54-48-42-37-34-31-25-22-19-15-11-7-3)89-72(77)56-50-44-39-40-46-52-65-57-64(65)51-45-16-12-8-4/h27-28,64-68,73H,5-26,29-63H2,1-4H3,(H,78,79)(H,80,81)/b28-27-/t64?,65?,66-,67+,68+/m0/s1	VGIPCKCGWAUCCW-XQAKAYOJSA-N	1334.925277			MMDBc0031135
BASm0018503	CL(14:0/19:0cycv8c/14:0/19:0cycv8c)	CL(14:0/19:0cycv8c/14:0/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/19:0cycv8c/14:0/19:0cycv8c) contains two chains of tetradecanoic acid at the C1 and C3 positions, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-19-21-23-25-31-37-45-53-72(77)85-61-70(91-74(79)55-47-39-33-27-29-35-43-51-67-57-65(67)49-41-15-11-7-3)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(62-86-73(78)54-46-38-32-26-24-22-20-18-14-10-6-2)92-75(80)56-48-40-34-28-30-36-44-52-68-58-66(68)50-42-16-12-8-4/h65-71,76H,5-64H2,1-4H3,(H,81,82)(H,83,84)/t65?,66?,67?,68?,69?,70-,71-/m1/s1	QGWLIIUZASESPC-MCVMKDRLSA-N	1376.972227			MMDBc0031136
BASm0018504	CL(14:0/19:0cycv8c/14:0/17:0cycw7c)	CL(14:0/19:0cycv8c/14:0/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/19:0cycv8c/14:0/17:0cycw7c) contains two chains of tetradecanoic acid at the C1 and C3 positions, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-19-21-23-25-29-35-43-51-70(75)83-59-68(89-72(77)53-45-37-31-27-28-33-41-49-65-55-63(65)47-39-15-11-7-3)61-87-91(79,80)85-57-67(74)58-86-92(81,82)88-62-69(60-84-71(76)52-44-36-30-26-24-22-20-18-14-10-6-2)90-73(78)54-46-38-32-34-42-50-66-56-64(66)48-40-16-12-8-4/h63-69,74H,5-62H2,1-4H3,(H,79,80)(H,81,82)/t63?,64?,65?,66?,67-,68+,69+/m0/s1	MOVKQIFFDODGEY-JFBSXBRKSA-N	1348.940927			MMDBc0031137
BASm0018505	2-O-(6-Phospho-alpha-D-mannosyl)-D-glycerate	2-O-(6-phospho-alpha-D-mannosyl)-D-glycerate is a substrate for 2-O-(6-phospho-alpha-D-mannosyl)-D-glycerate acylhydrolase.  The enzyme participates in the mannosylglycerate degradation pathway of some bacteria. Mannosylglycerate is phosphorylated during transport into the cell, and the phosphorylated form is hydrolysed by this enzyme.  It is involved in 2-O-alpha-mannosyl-D-glycerate degradation.		Solid	OC[C@@H](O[C@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H]1O)C(O)=O	C9H17O12P	InChI=1S/C9H17O12P/c10-1-3(8(14)15)20-9-7(13)6(12)5(11)4(21-9)2-19-22(16,17)18/h3-7,9-13H,1-2H2,(H,14,15)(H2,16,17,18)/t3-,4-,5-,6+,7+,9+/m1/s1	BOLXAGHGKNGVBE-MTXRGOKVSA-N	348.0457625			MMDBc0031140
BASm0018506	2-(Formamido)-N(1)-(5-phospho-D-ribosyl)acetamidine	2-(Formamido)-N1-(5-phospho-D-ribosyl)acetamidine is an intermediate in purine metabolism. The enzyme phosphoribosylformylglycinamidine synthase [EC:6.3.5.3] catalyzes the production of this metabolite from N2-formyl-N1-(5-phospho-D-ribosyl)glycinamide.	6157-85-3	Solid	O[C@H]1[C@@H](O)C(NC(=N)CNC=O)O[C@@H]1COP(O)(O)=O	C8H16N3O8P	InChI=1S/C8H16N3O8P/c9-5(1-10-3-12)11-8-7(14)6(13)4(19-8)2-18-20(15,16)17/h3-4,6-8,13-14H,1-2H2,(H2,9,11)(H,10,12)(H2,15,16,17)/t4-,6-,7-,8?/m1/s1	PMCOGCVKOAOZQM-ZRTZXPPTSA-N	313.067501			MMDBc0031141
BASm0018507	lipoate	A thia fatty acid anion that is the conjugate base of lipoic acid; major species at pH 7.3.	62-46-4	Solid		C8H14O2S2		AGBQKNBQESQNJD-UHFFFAOYNA-N	206.043522			MMDBc0031142
BASm0018508	Geranyl diphosphate	Geranyl diphosphate is regarded as a key intermediate in the steroid, isoprene and terpene biosynthesis pathways and is used in the biosynthesis of farnesyl pyrophosphate, geranylgeranyl pyrophosphate, cholesterol, terpenes and terpenoids. (wikipedia).↵	763-10-0	Solid	[H]\C(COP(=O)(OC\C([H])=C(/C)CCC=C(C)C)OP(=O)(OC\C([H])=C(/C)CCC=C(C)C)OC\C([H])=C(/C)CCC=C(C)C)=C(\C)CCC=C(C)C	C40H68O7P2	InChI=1S/C40H68O7P2/c1-33(2)17-13-21-37(9)25-29-43-48(41,44-30-26-38(10)22-14-18-34(3)4)47-49(42,45-31-27-39(11)23-15-19-35(5)6)46-32-28-40(12)24-16-20-36(7)8/h17-20,25-28H,13-16,21-24,29-32H2,1-12H3/b37-25+,38-26+,39-27+,40-28+	CNCHONBZLLTYBW-NISPWTRESA-N	722.4440276			MMDBc0031147
BASm0018509	(3Z)-Dodec-3-enoyl-CoA	3Z-Dodecenoyl-CoA is an intermediate in fatty acid metabolism. 3Z-dodecenoyl-CoA is converted from trans-Dodec-2-enoyl-CoA via acyl-CoA oxidase, acyl-CoA dehydrogenase, and long-chain-acyl-CoA dehydrogenase.	2152-91-2	Solid	CCCCCCCC\C=C/CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12	C33H56N7O17P3S	InChI=1S/C33H56N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-24(42)61-17-16-35-23(41)14-15-36-31(45)28(44)33(2,3)19-54-60(51,52)57-59(49,50)53-18-22-27(56-58(46,47)48)26(43)32(55-22)40-21-39-25-29(34)37-20-38-30(25)40/h11-12,20-22,26-28,32,43-44H,4-10,13-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48)/b12-11-/t22-,26?,27+,28+,32-/m1/s1	XEMIVMKTVGRFTD-BFJLDWRUSA-N	947.2666236			MMDBc0031148
BASm0018510	pantotheine 4'-phosphate	A phosphopantetheine that has formula C11H23N2O7PS	2226-71-3	Solid	CC(C)(COP(O)(O)=O)C(O)C(=O)NCCC(=O)NCCS	C11H23N2O7PS	InChI=1S/C11H23N2O7PS/c1-11(2,7-20-21(17,18)19)9(15)10(16)13-4-3-8(14)12-5-6-22/h9,15,22H,3-7H2,1-2H3,(H,12,14)(H,13,16)(H2,17,18,19)	JDMUPRLRUUMCTL-UHFFFAOYSA-N	358.0963583			MMDBc0031155
BASm0018511	NMN	3-Carbamoyl-1-beta-D-ribofuranosyl pyridinium hydroxide-5'phosphate, inner salt. A nucleotide in which the nitrogenous base, nicotinamide, is in beta-N-glycosidic linkage with the C-1 position of D-ribose	1094-61-7	Solid	NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O	C11H16N2O8P	InChI=1S/C11H15N2O8P/c12-10(16)6-2-1-3-13(4-6)11-9(15)8(14)7(21-11)5-20-22(17,18)19/h1-4,7-9,11,14-15H,5H2,(H3-,12,16,17,18,19)/p+1/t7-,8-,9-,11-/m1/s1	DAYLJWODMCOQEW-TURQNECASA-O	335.064427			MMDBc0031158
BASm0018512	molybdenum cofactor	Molybdenum cofactor is a cofactor required for the activity of enzymes such as sulfite oxidase, xanthine oxidoreductase, and aldehyde oxidase. It is a coordination complex formed between molybdopterin (which, despite the name, does not contain molybdenum) and an oxide of molybdenum. Molybdenum-containing enzymes catalyze basic metabolic reactions in the nitrogen, sulfur, and carbon cycles. With the exception of the nitrogenase cofactor, molybdenum is incorporated into proteins as the molybdenum cofactor that contains a mononuclear molybdenum atom coordinated to the sulfur atoms of a pterin derivative named molybdopterin. Certain microorganisms can also utilize tungsten in a similar fashion. Molybdenum-cofactor-containing enzymes catalyze the transfer of an oxygen atom, ultimately derived from or incorporated into water, to or from a substrate in a two-electron redox reaction.	73508-07-3	Solid	O.O.[Mo++].OC1=NC(=N)NC2=C1NC1C(N2)OC(COP(O)(O)=O)C(S)=C1S	C10H18MoN5O8PS2	InChI=1S/C10H14N5O6PS2.Mo.2H2O/c11-10-14-7-4(8(16)15-10)12-3-6(24)5(23)2(21-9(3)13-7)1-20-22(17,18)19;;;/h2-3,9,12,23-24H,1H2,(H2,17,18,19)(H4,11,13,14,15,16);;2*1H2/q;+2;;	VUKICSJFFDCESC-UHFFFAOYSA-N	528.9388483			MMDBc0031162
BASm0018513	CDP-DG(10:0/10:0)	CDP-DG(10:0/10:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/10:0), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/10:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC	C32H57N3O15P2	InChI=1S/C32H57N3O15P2/c1-3-5-7-9-11-13-15-17-27(36)45-21-24(48-28(37)18-16-14-12-10-8-6-4-2)22-46-51(41,42)50-52(43,44)47-23-25-29(38)30(39)31(49-25)35-20-19-26(33)34-32(35)40/h19-20,24-25,29-31,38-39H,3-18,21-23H2,1-2H3,(H,41,42)(H,43,44)(H2,33,34,40)/t24-,25-,29+,30?,31-/m1/s1	YLSRMBDSMCQRPS-TXNQHKHTSA-N	785.3264921			MMDBc0031163
BASm0018514	CDP-DG(10:0/12:0)	CDP-DG(10:0/12:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(10:0/12:0), in particular, consists of one decanoyl chain to C-1 atom, and one dodecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/12:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC	C34H61N3O15P2	InChI=1S/C34H61N3O15P2/c1-3-5-7-9-11-12-14-16-18-20-30(39)50-26(23-47-29(38)19-17-15-13-10-8-6-4-2)24-48-53(43,44)52-54(45,46)49-25-27-31(40)32(41)33(51-27)37-22-21-28(35)36-34(37)42/h21-22,26-27,31-33,40-41H,3-20,23-25H2,1-2H3,(H,43,44)(H,45,46)(H2,35,36,42)/t26-,27-,31+,32?,33-/m1/s1	VCAJBPAUQYCALG-MJRBPZOSSA-N	813.3577923			MMDBc0031164
BASm0018515	CDP-DG(10:0/14:0)	CDP-DG(10:0/14:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(10:0/14:0), in particular, consists of one decanoyl chain to C-1 atom, and one tetradecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/14:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCC	C36H65N3O15P2	InChI=1S/C36H65N3O15P2/c1-3-5-7-9-11-12-13-14-16-18-20-22-32(41)52-28(25-49-31(40)21-19-17-15-10-8-6-4-2)26-50-55(45,46)54-56(47,48)51-27-29-33(42)34(43)35(53-29)39-24-23-30(37)38-36(39)44/h23-24,28-29,33-35,42-43H,3-22,25-27H2,1-2H3,(H,45,46)(H,47,48)(H2,37,38,44)/t28-,29-,33+,34?,35-/m1/s1	KLAUZFUHGIWTQR-MYNNLVAUSA-N	841.3890924			MMDBc0031165
BASm0018516	CDP-DG(10:0/15:0)	CDP-DG(10:0/15:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(10:0/15:0), in particular, consists of one decanoyl chain to C-1 atom, and one pentadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/15:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCC	C37H67N3O15P2	InChI=1S/C37H67N3O15P2/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-33(42)53-29(26-50-32(41)22-20-18-16-10-8-6-4-2)27-51-56(46,47)55-57(48,49)52-28-30-34(43)35(44)36(54-30)40-25-24-31(38)39-37(40)45/h24-25,29-30,34-36,43-44H,3-23,26-28H2,1-2H3,(H,46,47)(H,48,49)(H2,38,39,45)/t29-,30-,34+,35?,36-/m1/s1	FLPRKOUCTNEJAL-AACFOHPMSA-N	855.4047425			MMDBc0031166
BASm0018517	CDP-DG(10:0/16:0)	CDP-DG(10:0/16:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(10:0/16:0), in particular, consists of one decanoyl chain to C-1 atom, and one hexadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/16:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCC	C38H69N3O15P2	InChI=1S/C38H69N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-34(43)54-30(27-51-33(42)23-21-19-17-10-8-6-4-2)28-52-57(47,48)56-58(49,50)53-29-31-35(44)36(45)37(55-31)41-26-25-32(39)40-38(41)46/h25-26,30-31,35-37,44-45H,3-24,27-29H2,1-2H3,(H,47,48)(H,49,50)(H2,39,40,46)/t30-,31-,35+,36?,37-/m1/s1	FMCHGYHCSKACEL-RBBNTGEOSA-N	869.4203925			MMDBc0031167
BASm0018518	CDP-DG(10:0/16:1(9Z))	CDP-DG(10:0/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(10:0/16:1(9Z)), in particular, consists of one decanoyl chain to C-1 atom, and one 9Z-hexadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/16:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCC	C38H67N3O15P2	InChI=1S/C38H67N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-34(43)54-30(27-51-33(42)23-21-19-17-10-8-6-4-2)28-52-57(47,48)56-58(49,50)53-29-31-35(44)36(45)37(55-31)41-26-25-32(39)40-38(41)46/h12-13,25-26,30-31,35-37,44-45H,3-11,14-24,27-29H2,1-2H3,(H,47,48)(H,49,50)(H2,39,40,46)/b13-12-/t30-,31-,35+,36?,37-/m1/s1	XLYUUYSQHZZNIM-SNQDRQLHSA-N	867.4047425			MMDBc0031168
BASm0018519	CDP-DG(10:0/18:0)	CDP-DG(10:0/18:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(10:0/18:0), in particular, consists of one decanoyl chain to C-1 atom, and one octadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/18:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCC	C40H73N3O15P2	InChI=1S/C40H73N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-36(45)56-32(29-53-35(44)25-23-21-19-10-8-6-4-2)30-54-59(49,50)58-60(51,52)55-31-33-37(46)38(47)39(57-33)43-28-27-34(41)42-40(43)48/h27-28,32-33,37-39,46-47H,3-26,29-31H2,1-2H3,(H,49,50)(H,51,52)(H2,41,42,48)/t32-,33-,37+,38?,39-/m1/s1	KFYXOQRBHXFBFT-IBIGLQDYSA-N	897.4516927			MMDBc0031169
BASm0018520	CDP-DG(10:0/18:1(9Z))	CDP-DG(10:0/18:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(10:0/18:1(9Z)), in particular, consists of one decanoyl chain to C-1 atom, and one 9Z-octadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/18:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C40H71N3O15P2	InChI=1S/C40H71N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-36(45)56-32(29-53-35(44)25-23-21-19-10-8-6-4-2)30-54-59(49,50)58-60(51,52)55-31-33-37(46)38(47)39(57-33)43-28-27-34(41)42-40(43)48/h14-15,27-28,32-33,37-39,46-47H,3-13,16-26,29-31H2,1-2H3,(H,49,50)(H,51,52)(H2,41,42,48)/b15-14-/t32-,33-,37+,38?,39-/m1/s1	FLJRARCWJKADKH-LCSAIAEWSA-N	895.4360426			MMDBc0031170
BASm0018521	CDP-DG(10:0/19:1(9Z))	CDP-DG(10:0/19:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(10:0/19:1(9Z)), in particular, consists of one decanoyl chain to C-1 atom, and one 9Z-nonadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/19:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C41H73N3O15P2	InChI=1S/C41H73N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-21-23-25-27-37(46)57-33(30-54-36(45)26-24-22-20-10-8-6-4-2)31-55-60(50,51)59-61(52,53)56-32-34-38(47)39(48)40(58-34)44-29-28-35(42)43-41(44)49/h15-16,28-29,33-34,38-40,47-48H,3-14,17-27,30-32H2,1-2H3,(H,50,51)(H,52,53)(H2,42,43,49)/b16-15-/t33-,34-,38+,39?,40-/m1/s1	MUMOICQVGGUBDR-SSFPQSJISA-N	909.4516927			MMDBc0031171
BASm0018522	CDP-DG(12:0/10:0)	CDP-DG(12:0/10:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(12:0/10:0), in particular, consists of one dodecanoyl chain to C-1 atom, and one decanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/10:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC	C34H61N3O15P2	InChI=1S/C34H61N3O15P2/c1-3-5-7-9-11-12-14-15-17-19-29(38)47-23-26(50-30(39)20-18-16-13-10-8-6-4-2)24-48-53(43,44)52-54(45,46)49-25-27-31(40)32(41)33(51-27)37-22-21-28(35)36-34(37)42/h21-22,26-27,31-33,40-41H,3-20,23-25H2,1-2H3,(H,43,44)(H,45,46)(H2,35,36,42)/t26-,27-,31+,32?,33-/m1/s1	HAFDHQYFXPHXNH-MJRBPZOSSA-N	813.3577923			MMDBc0031172
BASm0018523	CDP-DG(12:0/14:0)	CDP-DG(12:0/14:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(12:0/14:0), in particular, consists of one dodecanoyl chain to C-1 atom, and one tetradecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/14:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCC	C38H69N3O15P2	InChI=1S/C38H69N3O15P2/c1-3-5-7-9-11-13-14-16-18-20-22-24-34(43)54-30(27-51-33(42)23-21-19-17-15-12-10-8-6-4-2)28-52-57(47,48)56-58(49,50)53-29-31-35(44)36(45)37(55-31)41-26-25-32(39)40-38(41)46/h25-26,30-31,35-37,44-45H,3-24,27-29H2,1-2H3,(H,47,48)(H,49,50)(H2,39,40,46)/t30-,31-,35+,36?,37-/m1/s1	IQEBAFPBAZWLRZ-RBBNTGEOSA-N	869.4203925			MMDBc0031173
BASm0018524	CDP-DG(12:0/15:0)	CDP-DG(12:0/15:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(12:0/15:0), in particular, consists of one dodecanoyl chain to C-1 atom, and one pentadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/15:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCC	C39H71N3O15P2	InChI=1S/C39H71N3O15P2/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-35(44)55-31(28-52-34(43)24-22-20-18-16-12-10-8-6-4-2)29-53-58(48,49)57-59(50,51)54-30-32-36(45)37(46)38(56-32)42-27-26-33(40)41-39(42)47/h26-27,31-32,36-38,45-46H,3-25,28-30H2,1-2H3,(H,48,49)(H,50,51)(H2,40,41,47)/t31-,32-,36+,37?,38-/m1/s1	AALNIAASJSPORS-YPOSWXDASA-N	883.4360426			MMDBc0031174
BASm0018525	CDP-DG(12:0/16:0)	CDP-DG(12:0/16:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(12:0/16:0), in particular, consists of one dodecanoyl chain to C-1 atom, and one hexadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/16:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCC	C40H73N3O15P2	InChI=1S/C40H73N3O15P2/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-36(45)56-32(29-53-35(44)25-23-21-19-17-12-10-8-6-4-2)30-54-59(49,50)58-60(51,52)55-31-33-37(46)38(47)39(57-33)43-28-27-34(41)42-40(43)48/h27-28,32-33,37-39,46-47H,3-26,29-31H2,1-2H3,(H,49,50)(H,51,52)(H2,41,42,48)/t32-,33-,37+,38?,39-/m1/s1	RSXYRYDJCSDKMF-IBIGLQDYSA-N	897.4516927			MMDBc0031175
BASm0018526	CDP-DG(12:0/16:1(9Z))	CDP-DG(12:0/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(12:0/16:1(9Z)), in particular, consists of one dodecanoyl chain to C-1 atom, and one 9Z-hexadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/16:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCC	C40H71N3O15P2	InChI=1S/C40H71N3O15P2/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-36(45)56-32(29-53-35(44)25-23-21-19-17-12-10-8-6-4-2)30-54-59(49,50)58-60(51,52)55-31-33-37(46)38(47)39(57-33)43-28-27-34(41)42-40(43)48/h13-14,27-28,32-33,37-39,46-47H,3-12,15-26,29-31H2,1-2H3,(H,49,50)(H,51,52)(H2,41,42,48)/b14-13-/t32-,33-,37+,38?,39-/m1/s1	KBLICFICKJMNPO-PACWPLKVSA-N	895.4360426			MMDBc0031176
BASm0018527	CDP-DG(12:0/18:0)	CDP-DG(12:0/18:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(12:0/18:0), in particular, consists of one dodecanoyl chain to C-1 atom, and one octadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/18:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCC	C42H77N3O15P2	InChI=1S/C42H77N3O15P2/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-38(47)58-34(31-55-37(46)27-25-23-21-19-12-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h29-30,34-35,39-41,48-49H,3-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/t34-,35-,39+,40?,41-/m1/s1	DYKNMIUVBTUNOP-ZOGSNCAGSA-N	925.4829928			MMDBc0031177
BASm0018528	CDP-DG(12:0/18:1(9Z))	CDP-DG(12:0/18:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(12:0/18:1(9Z)), in particular, consists of one dodecanoyl chain to C-1 atom, and one 9Z-octadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/18:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C42H75N3O15P2	InChI=1S/C42H75N3O15P2/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-38(47)58-34(31-55-37(46)27-25-23-21-19-12-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h15-16,29-30,34-35,39-41,48-49H,3-14,17-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/b16-15-/t34-,35-,39+,40?,41-/m1/s1	BZBDBPFTKDOANA-FECZPPFZSA-N	923.4673427			MMDBc0031178
BASm0018529	CDP-DG(12:0/19:1(9Z))	CDP-DG(12:0/19:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(12:0/19:1(9Z)), in particular, consists of one dodecanoyl chain to C-1 atom, and one 9Z-nonadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/19:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C43H77N3O15P2	InChI=1S/C43H77N3O15P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-21-23-25-27-29-39(48)59-35(32-56-38(47)28-26-24-22-20-12-10-8-6-4-2)33-57-62(52,53)61-63(54,55)58-34-36-40(49)41(50)42(60-36)46-31-30-37(44)45-43(46)51/h16-17,30-31,35-36,40-42,49-50H,3-15,18-29,32-34H2,1-2H3,(H,52,53)(H,54,55)(H2,44,45,51)/b17-16-/t35-,36-,40+,41?,42-/m1/s1	NBJRXNPRBWIPKM-DXDDRBQSSA-N	937.4829928			MMDBc0031179
BASm0018530	CDP-DG(14:0/10:0)	CDP-DG(14:0/10:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(14:0/10:0), in particular, consists of one tetradecanoyl chain to C-1 atom, and one decanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/10:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC	C36H65N3O15P2	InChI=1S/C36H65N3O15P2/c1-3-5-7-9-11-12-13-14-16-17-19-21-31(40)49-25-28(52-32(41)22-20-18-15-10-8-6-4-2)26-50-55(45,46)54-56(47,48)51-27-29-33(42)34(43)35(53-29)39-24-23-30(37)38-36(39)44/h23-24,28-29,33-35,42-43H,3-22,25-27H2,1-2H3,(H,45,46)(H,47,48)(H2,37,38,44)/t28-,29-,33+,34?,35-/m1/s1	PHIBNIGAGZKBRV-MYNNLVAUSA-N	841.3890924			MMDBc0031180
BASm0018531	CDP-DG(14:0/12:0)	CDP-DG(14:0/12:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(14:0/12:0), in particular, consists of one tetradecanoyl chain to C-1 atom, and one dodecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/12:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC	C38H69N3O15P2	InChI=1S/C38H69N3O15P2/c1-3-5-7-9-11-13-14-16-17-19-21-23-33(42)51-27-30(54-34(43)24-22-20-18-15-12-10-8-6-4-2)28-52-57(47,48)56-58(49,50)53-29-31-35(44)36(45)37(55-31)41-26-25-32(39)40-38(41)46/h25-26,30-31,35-37,44-45H,3-24,27-29H2,1-2H3,(H,47,48)(H,49,50)(H2,39,40,46)/t30-,31-,35+,36?,37-/m1/s1	LKWIEBCNRZUBTR-RBBNTGEOSA-N	869.4203925			MMDBc0031181
BASm0018532	CDP-DG(14:0/15:0)	CDP-DG(14:0/15:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(14:0/15:0), in particular, consists of one tetradecanoyl chain to C-1 atom, and one pentadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/15:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCC	C41H75N3O15P2	InChI=1S/C41H75N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-37(46)57-33(30-54-36(45)26-24-22-20-18-16-14-12-10-8-6-4-2)31-55-60(50,51)59-61(52,53)56-32-34-38(47)39(48)40(58-34)44-29-28-35(42)43-41(44)49/h28-29,33-34,38-40,47-48H,3-27,30-32H2,1-2H3,(H,50,51)(H,52,53)(H2,42,43,49)/t33-,34-,38+,39?,40-/m1/s1	BOVUZWHURDMJAD-BGBHGZNASA-N	911.4673427			MMDBc0031182
BASm0018533	CDP-DG(14:0/16:0)	CDP-DG(14:0/16:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(14:0/16:0), in particular, consists of one tetradecanoyl chain to C-1 atom, and one hexadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/16:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCC	C42H77N3O15P2	InChI=1S/C42H77N3O15P2/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-38(47)58-34(31-55-37(46)27-25-23-21-19-17-14-12-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h29-30,34-35,39-41,48-49H,3-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/t34-,35-,39+,40?,41-/m1/s1	PYFLCMSNUQRMAF-ZOGSNCAGSA-N	925.4829928			MMDBc0031183
BASm0018534	CDP-DG(14:0/16:1(9Z))	CDP-DG(14:0/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(14:0/16:1(9Z)), in particular, consists of one tetradecanoyl chain to C-1 atom, and one 9Z-hexadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/16:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCC	C42H75N3O15P2	InChI=1S/C42H75N3O15P2/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-38(47)58-34(31-55-37(46)27-25-23-21-19-17-14-12-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h13,15,29-30,34-35,39-41,48-49H,3-12,14,16-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/b15-13-/t34-,35-,39+,40?,41-/m1/s1	IEQRVXJXFRABNB-FGGONVGWSA-N	923.4673427			MMDBc0031184
BASm0018535	CDP-DG(14:0/18:0)	CDP-DG(14:0/18:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(14:0/18:0), in particular, consists of one tetradecanoyl chain to C-1 atom, and one octadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/18:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCC	C44H81N3O15P2	InChI=1S/C44H81N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-40(49)60-36(33-57-39(48)29-27-25-23-21-19-14-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h31-32,36-37,41-43,50-51H,3-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/t36-,37-,41+,42?,43-/m1/s1	QANSYFYMHPEFKN-QDFYKRCGSA-N	953.5142929			MMDBc0031185
BASm0018536	CDP-DG(14:0/18:1(9Z))	CDP-DG(14:0/18:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(14:0/18:1(9Z)), in particular, consists of one tetradecanoyl chain to C-1 atom, and one 9Z-octadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/18:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C44H79N3O15P2	InChI=1S/C44H79N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-40(49)60-36(33-57-39(48)29-27-25-23-21-19-14-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h16-17,31-32,36-37,41-43,50-51H,3-15,18-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/b17-16-/t36-,37-,41+,42?,43-/m1/s1	PMEYUSXRQZGZMO-RZVQUUPPSA-N	951.4986429			MMDBc0031186
BASm0018537	CDP-DG(14:0/19:1(9Z))	CDP-DG(14:0/19:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(14:0/19:1(9Z)), in particular, consists of one tetradecanoyl chain to C-1 atom, and one 9Z-nonadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/19:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C45H81N3O15P2	InChI=1S/C45H81N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-21-23-25-27-29-31-41(50)61-37(34-58-40(49)30-28-26-24-22-20-14-12-10-8-6-4-2)35-59-64(54,55)63-65(56,57)60-36-38-42(51)43(52)44(62-38)48-33-32-39(46)47-45(48)53/h17-18,32-33,37-38,42-44,51-52H,3-16,19-31,34-36H2,1-2H3,(H,54,55)(H,56,57)(H2,46,47,53)/b18-17-/t37-,38-,42+,43?,44-/m1/s1	NVPKIIXWHNEIQG-XNIKWMRVSA-N	965.5142929			MMDBc0031187
BASm0018538	CDP-DG(15:0/10:0)	CDP-DG(15:0/10:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(15:0/10:0), in particular, consists of one pentadecanoyl chain to C-1 atom, and one decanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/10:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC	C37H67N3O15P2	InChI=1S/C37H67N3O15P2/c1-3-5-7-9-11-12-13-14-15-17-18-20-22-32(41)50-26-29(53-33(42)23-21-19-16-10-8-6-4-2)27-51-56(46,47)55-57(48,49)52-28-30-34(43)35(44)36(54-30)40-25-24-31(38)39-37(40)45/h24-25,29-30,34-36,43-44H,3-23,26-28H2,1-2H3,(H,46,47)(H,48,49)(H2,38,39,45)/t29-,30-,34+,35?,36-/m1/s1	FQUIHNGBLBVMKK-AACFOHPMSA-N	855.4047425			MMDBc0031188
BASm0018539	CDP-DG(15:0/12:0)	CDP-DG(15:0/12:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(15:0/12:0), in particular, consists of one pentadecanoyl chain to C-1 atom, and one dodecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/12:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC	C39H71N3O15P2	InChI=1S/C39H71N3O15P2/c1-3-5-7-9-11-13-14-15-17-18-20-22-24-34(43)52-28-31(55-35(44)25-23-21-19-16-12-10-8-6-4-2)29-53-58(48,49)57-59(50,51)54-30-32-36(45)37(46)38(56-32)42-27-26-33(40)41-39(42)47/h26-27,31-32,36-38,45-46H,3-25,28-30H2,1-2H3,(H,48,49)(H,50,51)(H2,40,41,47)/t31-,32-,36+,37?,38-/m1/s1	BJGAFQWPBDOTBF-YPOSWXDASA-N	883.4360426			MMDBc0031189
BASm0018540	CDP-DG(15:0/14:0)	CDP-DG(15:0/14:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(15:0/14:0), in particular, consists of one pentadecanoyl chain to C-1 atom, and one tetradecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/14:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCC	C41H75N3O15P2	InChI=1S/C41H75N3O15P2/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-36(45)54-30-33(57-37(46)27-25-23-21-19-16-14-12-10-8-6-4-2)31-55-60(50,51)59-61(52,53)56-32-34-38(47)39(48)40(58-34)44-29-28-35(42)43-41(44)49/h28-29,33-34,38-40,47-48H,3-27,30-32H2,1-2H3,(H,50,51)(H,52,53)(H2,42,43,49)/t33-,34-,38+,39?,40-/m1/s1	PLYLIZINGOCYBC-BGBHGZNASA-N	911.4673427			MMDBc0031190
BASm0018541	CDP-DG(15:0/15:0)	CDP-DG(15:0/15:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/15:0), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/15:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCC	C42H77N3O15P2	InChI=1S/C42H77N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-37(46)55-31-34(58-38(47)28-26-24-22-20-18-16-14-12-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h29-30,34-35,39-41,48-49H,3-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/t34-,35-,39+,40?,41-/m1/s1	FRQHMAQSRZOPBJ-ZOGSNCAGSA-N	925.4829928			MMDBc0031191
BASm0018542	CDP-DG(15:0/16:0)	CDP-DG(15:0/16:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(15:0/16:0), in particular, consists of one pentadecanoyl chain to C-1 atom, and one hexadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/16:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCC	C43H79N3O15P2	InChI=1S/C43H79N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-39(48)59-35(32-56-38(47)28-26-24-22-20-18-16-14-12-10-8-6-4-2)33-57-62(52,53)61-63(54,55)58-34-36-40(49)41(50)42(60-36)46-31-30-37(44)45-43(46)51/h30-31,35-36,40-42,49-50H,3-29,32-34H2,1-2H3,(H,52,53)(H,54,55)(H2,44,45,51)/t35-,36-,40+,41?,42-/m1/s1	RKBLUBJWZHWWIH-HZQZAAQYSA-N	939.4986429			MMDBc0031192
BASm0018543	CDP-DG(15:0/16:1(9Z))	CDP-DG(15:0/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(15:0/16:1(9Z)), in particular, consists of one pentadecanoyl chain to C-1 atom, and one 9Z-hexadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/16:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCC	C43H77N3O15P2	InChI=1S/C43H77N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-39(48)59-35(32-56-38(47)28-26-24-22-20-18-16-14-12-10-8-6-4-2)33-57-62(52,53)61-63(54,55)58-34-36-40(49)41(50)42(60-36)46-31-30-37(44)45-43(46)51/h13,15,30-31,35-36,40-42,49-50H,3-12,14,16-29,32-34H2,1-2H3,(H,52,53)(H,54,55)(H2,44,45,51)/b15-13-/t35-,36-,40+,41?,42-/m1/s1	UHBJYVABDOWJSN-OIFOOIMZSA-N	937.4829928			MMDBc0031193
BASm0018544	CDP-DG(15:0/18:0)	CDP-DG(15:0/18:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(15:0/18:0), in particular, consists of one pentadecanoyl chain to C-1 atom, and one octadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/18:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCC	C45H83N3O15P2	InChI=1S/C45H83N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-41(50)61-37(34-58-40(49)30-28-26-24-22-20-16-14-12-10-8-6-4-2)35-59-64(54,55)63-65(56,57)60-36-38-42(51)43(52)44(62-38)48-33-32-39(46)47-45(48)53/h32-33,37-38,42-44,51-52H,3-31,34-36H2,1-2H3,(H,54,55)(H,56,57)(H2,46,47,53)/t37-,38-,42+,43?,44-/m1/s1	NVMXIEJSNQNYRZ-KNCORTHISA-N	967.529943			MMDBc0031194
BASm0018545	CDP-DG(15:0/18:1(9Z))	CDP-DG(15:0/18:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(15:0/18:1(9Z)), in particular, consists of one pentadecanoyl chain to C-1 atom, and one 9Z-octadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/18:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C45H81N3O15P2	InChI=1S/C45H81N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-41(50)61-37(34-58-40(49)30-28-26-24-22-20-16-14-12-10-8-6-4-2)35-59-64(54,55)63-65(56,57)60-36-38-42(51)43(52)44(62-38)48-33-32-39(46)47-45(48)53/h17-18,32-33,37-38,42-44,51-52H,3-16,19-31,34-36H2,1-2H3,(H,54,55)(H,56,57)(H2,46,47,53)/b18-17-/t37-,38-,42+,43?,44-/m1/s1	WTXCARNRIFJGLQ-XNIKWMRVSA-N	965.5142929			MMDBc0031195
BASm0018546	CDP-DG(15:0/19:1(9Z))	CDP-DG(15:0/19:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(15:0/19:1(9Z)), in particular, consists of one pentadecanoyl chain to C-1 atom, and one 9Z-nonadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/19:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C46H83N3O15P2	InChI=1S/C46H83N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-23-21-16-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h18-19,33-34,38-39,43-45,52-53H,3-17,20-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b19-18-/t38-,39-,43+,44?,45-/m1/s1	BNHYYJPYYGIOOV-PJQGUHQXSA-N	979.529943			MMDBc0031196
BASm0018547	CDP-DG(16:0/10:0)	CDP-DG(16:0/10:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:0/10:0), in particular, consists of one hexadecanoyl chain to C-1 atom, and one decanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/10:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC	C38H69N3O15P2	InChI=1S/C38H69N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-18-19-21-23-33(42)51-27-30(54-34(43)24-22-20-17-10-8-6-4-2)28-52-57(47,48)56-58(49,50)53-29-31-35(44)36(45)37(55-31)41-26-25-32(39)40-38(41)46/h25-26,30-31,35-37,44-45H,3-24,27-29H2,1-2H3,(H,47,48)(H,49,50)(H2,39,40,46)/t30-,31-,35+,36?,37-/m1/s1	YXRMJSBILKBXQO-RBBNTGEOSA-N	869.4203925			MMDBc0031197
BASm0018548	CDP-DG(16:0/12:0)	CDP-DG(16:0/12:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:0/12:0), in particular, consists of one hexadecanoyl chain to C-1 atom, and one dodecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/12:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC	C40H73N3O15P2	InChI=1S/C40H73N3O15P2/c1-3-5-7-9-11-13-14-15-16-18-19-21-23-25-35(44)53-29-32(56-36(45)26-24-22-20-17-12-10-8-6-4-2)30-54-59(49,50)58-60(51,52)55-31-33-37(46)38(47)39(57-33)43-28-27-34(41)42-40(43)48/h27-28,32-33,37-39,46-47H,3-26,29-31H2,1-2H3,(H,49,50)(H,51,52)(H2,41,42,48)/t32-,33-,37+,38?,39-/m1/s1	OIILUSNGMZNEKS-IBIGLQDYSA-N	897.4516927			MMDBc0031198
BASm0018549	CDP-DG(16:0/14:0)	CDP-DG(16:0/14:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:0/14:0), in particular, consists of one hexadecanoyl chain to C-1 atom, and one tetradecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/14:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCC	C42H77N3O15P2	InChI=1S/C42H77N3O15P2/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-37(46)55-31-34(58-38(47)28-26-24-22-20-17-14-12-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h29-30,34-35,39-41,48-49H,3-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/t34-,35-,39+,40?,41-/m1/s1	MWEWPNQHSHYEQH-ZOGSNCAGSA-N	925.4829928			MMDBc0031199
BASm0018550	CDP-DG(16:0/15:0)	CDP-DG(16:0/15:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:0/15:0), in particular, consists of one hexadecanoyl chain to C-1 atom, and one pentadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/15:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCC	C43H79N3O15P2	InChI=1S/C43H79N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-38(47)56-32-35(59-39(48)29-27-25-23-21-18-16-14-12-10-8-6-4-2)33-57-62(52,53)61-63(54,55)58-34-36-40(49)41(50)42(60-36)46-31-30-37(44)45-43(46)51/h30-31,35-36,40-42,49-50H,3-29,32-34H2,1-2H3,(H,52,53)(H,54,55)(H2,44,45,51)/t35-,36-,40+,41?,42-/m1/s1	VEKYPGVUBSDGFF-HZQZAAQYSA-N	939.4986429			MMDBc0031200
BASm0018551	CDP-DG(16:0/16:1(9Z))	CDP-DG(16:0/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:0/16:1(9Z)), in particular, consists of one hexadecanoyl chain to C-1 atom, and one 9Z-hexadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/16:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCC	C44H79N3O15P2	InChI=1S/C44H79N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-39(48)57-33-36(60-40(49)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h14,16,31-32,36-37,41-43,50-51H,3-13,15,17-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/b16-14-/t36-,37-,41+,42?,43-/m1/s1	PQSHMALAWALIIC-RGZJOJOVSA-N	951.4986429			MMDBc0031201
BASm0018552	CDP-DG(16:0/19:1(9Z))	CDP-DG(16:0/19:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:0/19:1(9Z)), in particular, consists of one hexadecanoyl chain to C-1 atom, and one 9Z-nonadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/19:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C47H85N3O15P2	InChI=1S/C47H85N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-43(52)63-39(36-60-42(51)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2)37-61-66(56,57)65-67(58,59)62-38-40-44(53)45(54)46(64-40)50-35-34-41(48)49-47(50)55/h18-19,34-35,39-40,44-46,53-54H,3-17,20-33,36-38H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/b19-18-/t39-,40-,44+,45?,46-/m1/s1	VWMQCLWGYSDYBL-CPRFLNEQSA-N	993.545593			MMDBc0031202
BASm0018553	CDP-DG(16:1(9Z)/10:0)	CDP-DG(16:1(9Z)/10:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:1(9Z)/10:0), in particular, consists of one 9Z-hexadecenoyl chain to C-1 atom, and one decanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/10:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC	C38H67N3O15P2	InChI=1S/C38H67N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-18-19-21-23-33(42)51-27-30(54-34(43)24-22-20-17-10-8-6-4-2)28-52-57(47,48)56-58(49,50)53-29-31-35(44)36(45)37(55-31)41-26-25-32(39)40-38(41)46/h12-13,25-26,30-31,35-37,44-45H,3-11,14-24,27-29H2,1-2H3,(H,47,48)(H,49,50)(H2,39,40,46)/b13-12-/t30-,31-,35+,36?,37-/m1/s1	PLVKFHJQXRVTPI-SNQDRQLHSA-N	867.4047425			MMDBc0031203
BASm0018554	CDP-DG(16:1(9Z)/12:0)	CDP-DG(16:1(9Z)/12:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:1(9Z)/12:0), in particular, consists of one 9Z-hexadecenoyl chain to C-1 atom, and one dodecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/12:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC	C40H71N3O15P2	InChI=1S/C40H71N3O15P2/c1-3-5-7-9-11-13-14-15-16-18-19-21-23-25-35(44)53-29-32(56-36(45)26-24-22-20-17-12-10-8-6-4-2)30-54-59(49,50)58-60(51,52)55-31-33-37(46)38(47)39(57-33)43-28-27-34(41)42-40(43)48/h13-14,27-28,32-33,37-39,46-47H,3-12,15-26,29-31H2,1-2H3,(H,49,50)(H,51,52)(H2,41,42,48)/b14-13-/t32-,33-,37+,38?,39-/m1/s1	VSSIKVFDCFNJCD-PACWPLKVSA-N	895.4360426			MMDBc0031204
BASm0018555	CDP-DG(16:1(9Z)/14:0)	CDP-DG(16:1(9Z)/14:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:1(9Z)/14:0), in particular, consists of one 9Z-hexadecenoyl chain to C-1 atom, and one tetradecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/14:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCC	C42H75N3O15P2	InChI=1S/C42H75N3O15P2/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-37(46)55-31-34(58-38(47)28-26-24-22-20-17-14-12-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h13,15,29-30,34-35,39-41,48-49H,3-12,14,16-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/b15-13-/t34-,35-,39+,40?,41-/m1/s1	IYAFFYKJANXRMV-FGGONVGWSA-N	923.4673427			MMDBc0031205
BASm0018556	CDP-DG(16:1(9Z)/15:0)	CDP-DG(16:1(9Z)/15:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:1(9Z)/15:0), in particular, consists of one 9Z-hexadecenoyl chain to C-1 atom, and one pentadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/15:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCC	C43H77N3O15P2	InChI=1S/C43H77N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-38(47)56-32-35(59-39(48)29-27-25-23-21-18-16-14-12-10-8-6-4-2)33-57-62(52,53)61-63(54,55)58-34-36-40(49)41(50)42(60-36)46-31-30-37(44)45-43(46)51/h13,15,30-31,35-36,40-42,49-50H,3-12,14,16-29,32-34H2,1-2H3,(H,52,53)(H,54,55)(H2,44,45,51)/b15-13-/t35-,36-,40+,41?,42-/m1/s1	QEOUWZQFHQTZKQ-OIFOOIMZSA-N	937.4829928			MMDBc0031206
BASm0018557	CDP-DG(16:1(9Z)/16:0)	CDP-DG(16:1(9Z)/16:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:1(9Z)/16:0), in particular, consists of one 9Z-hexadecenoyl chain to C-1 atom, and one hexadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/16:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCC	C44H79N3O15P2	InChI=1S/C44H79N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-39(48)57-33-36(60-40(49)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h13,15,31-32,36-37,41-43,50-51H,3-12,14,16-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/b15-13-/t36-,37-,41+,42?,43-/m1/s1	UGTZYRLNCCHYNQ-STJNBUQRSA-N	951.4986429			MMDBc0031207
BASm0018558	CDP-DG(16:1(9Z)/18:0)	CDP-DG(16:1(9Z)/18:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:1(9Z)/18:0), in particular, consists of one 9Z-hexadecenoyl chain to C-1 atom, and one octadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/18:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCC	C46H83N3O15P2	InChI=1S/C46H83N3O15P2/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h14,16,33-34,38-39,43-45,52-53H,3-13,15,17-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b16-14-/t38-,39-,43+,44?,45-/m1/s1	JXCQLOJVDVANRN-ZMINTYESSA-N	979.529943			MMDBc0031208
BASm0018559	CDP-DG(16:1(9Z)/18:1(9Z))	CDP-DG(16:1(9Z)/18:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain to C-1 atom, and one 9Z-octadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/18:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C46H81N3O15P2	InChI=1S/C46H81N3O15P2/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h14,16-18,33-34,38-39,43-45,52-53H,3-13,15,19-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b16-14-,18-17-/t38-,39-,43+,44?,45-/m1/s1	HVDFATBGVREBQF-OTBGTBPZSA-N	977.5142929			MMDBc0031209
BASm0018560	CDP-DG(16:1(9Z)/19:1(9Z))	CDP-DG(16:1(9Z)/19:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:1(9Z)/19:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain to C-1 atom, and one 9Z-nonadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/19:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C47H83N3O15P2	InChI=1S/C47H83N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-43(52)63-39(36-60-42(51)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2)37-61-66(56,57)65-67(58,59)62-38-40-44(53)45(54)46(64-40)50-35-34-41(48)49-47(50)55/h14,16,18-19,34-35,39-40,44-46,53-54H,3-13,15,17,20-33,36-38H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/b16-14-,19-18-/t39-,40-,44+,45?,46-/m1/s1	WJWKRAJLXIDHPZ-BPWIBVRHSA-N	991.529943			MMDBc0031210
BASm0018561	CDP-DG(18:0/10:0)	CDP-DG(18:0/10:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:0/10:0), in particular, consists of one octadecanoyl chain to C-1 atom, and one decanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/10:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC	C40H73N3O15P2	InChI=1S/C40H73N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-21-23-25-35(44)53-29-32(56-36(45)26-24-22-19-10-8-6-4-2)30-54-59(49,50)58-60(51,52)55-31-33-37(46)38(47)39(57-33)43-28-27-34(41)42-40(43)48/h27-28,32-33,37-39,46-47H,3-26,29-31H2,1-2H3,(H,49,50)(H,51,52)(H2,41,42,48)/t32-,33-,37+,38?,39-/m1/s1	UIKHQUXPWMLXIY-IBIGLQDYSA-N	897.4516927			MMDBc0031211
BASm0018562	CDP-DG(18:0/12:0)	CDP-DG(18:0/12:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:0/12:0), in particular, consists of one octadecanoyl chain to C-1 atom, and one dodecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/12:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC	C42H77N3O15P2	InChI=1S/C42H77N3O15P2/c1-3-5-7-9-11-13-14-15-16-17-18-20-21-23-25-27-37(46)55-31-34(58-38(47)28-26-24-22-19-12-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h29-30,34-35,39-41,48-49H,3-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/t34-,35-,39+,40?,41-/m1/s1	PGQAWDFAEMAINU-ZOGSNCAGSA-N	925.4829928			MMDBc0031212
BASm0018563	CDP-DG(18:0/14:0)	CDP-DG(18:0/14:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:0/14:0), in particular, consists of one octadecanoyl chain to C-1 atom, and one tetradecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/14:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCC	C44H81N3O15P2	InChI=1S/C44H81N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-39(48)57-33-36(60-40(49)30-28-26-24-22-19-14-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h31-32,36-37,41-43,50-51H,3-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/t36-,37-,41+,42?,43-/m1/s1	PHFJZOKFGUIWOO-QDFYKRCGSA-N	953.5142929			MMDBc0031213
BASm0018564	CDP-DG(18:0/15:0)	CDP-DG(18:0/15:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:0/15:0), in particular, consists of one octadecanoyl chain to C-1 atom, and one pentadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/15:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCC	C45H83N3O15P2	InChI=1S/C45H83N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-40(49)58-34-37(61-41(50)31-29-27-25-23-20-16-14-12-10-8-6-4-2)35-59-64(54,55)63-65(56,57)60-36-38-42(51)43(52)44(62-38)48-33-32-39(46)47-45(48)53/h32-33,37-38,42-44,51-52H,3-31,34-36H2,1-2H3,(H,54,55)(H,56,57)(H2,46,47,53)/t37-,38-,42+,43?,44-/m1/s1	UBLJOOXAVZSPLA-KNCORTHISA-N	967.529943			MMDBc0031214
BASm0018565	CDP-DG(18:0/16:1(9Z))	CDP-DG(18:0/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:0/16:1(9Z)), in particular, consists of one octadecanoyl chain to C-1 atom, and one 9Z-hexadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/16:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCC	C46H83N3O15P2	InChI=1S/C46H83N3O15P2/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-41(50)59-35-38(62-42(51)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h14,16,33-34,38-39,43-45,52-53H,3-13,15,17-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b16-14-/t38-,39-,43+,44?,45-/m1/s1	UCRSWMNWVZFDMF-ZMINTYESSA-N	979.529943			MMDBc0031215
BASm0018566	CDP-DG(18:0/19:1(9Z))	CDP-DG(18:0/19:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:0/19:1(9Z)), in particular, consists of one octadecanoyl chain to C-1 atom, and one 9Z-nonadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/19:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C49H89N3O15P2	InChI=1S/C49H89N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-45(54)65-41(38-62-44(53)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)39-63-68(58,59)67-69(60,61)64-40-42-46(55)47(56)48(66-42)52-37-36-43(50)51-49(52)57/h19,21,36-37,41-42,46-48,55-56H,3-18,20,22-35,38-40H2,1-2H3,(H,58,59)(H,60,61)(H2,50,51,57)/b21-19-/t41-,42-,46+,47?,48-/m1/s1	XUBGWVNZVIPGRZ-FQCYUAKFSA-N	1021.576893			MMDBc0031216
BASm0018567	CDP-DG(18:1(9Z)/10:0)	CDP-DG(18:1(9Z)/10:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:1(9Z)/10:0), in particular, consists of one 9Z-octadecenoyl chain to C-1 atom, and one decanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/10:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC	C40H71N3O15P2	InChI=1S/C40H71N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-21-23-25-35(44)53-29-32(56-36(45)26-24-22-19-10-8-6-4-2)30-54-59(49,50)58-60(51,52)55-31-33-37(46)38(47)39(57-33)43-28-27-34(41)42-40(43)48/h14-15,27-28,32-33,37-39,46-47H,3-13,16-26,29-31H2,1-2H3,(H,49,50)(H,51,52)(H2,41,42,48)/b15-14-/t32-,33-,37+,38?,39-/m1/s1	URTREXUUQCXDFH-LCSAIAEWSA-N	895.4360426			MMDBc0031217
BASm0018568	CDP-DG(18:1(9Z)/12:0)	CDP-DG(18:1(9Z)/12:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:1(9Z)/12:0), in particular, consists of one 9Z-octadecenoyl chain to C-1 atom, and one dodecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/12:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC	C42H75N3O15P2	InChI=1S/C42H75N3O15P2/c1-3-5-7-9-11-13-14-15-16-17-18-20-21-23-25-27-37(46)55-31-34(58-38(47)28-26-24-22-19-12-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h15-16,29-30,34-35,39-41,48-49H,3-14,17-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/b16-15-/t34-,35-,39+,40?,41-/m1/s1	UIJVOFPUIVRYNN-FECZPPFZSA-N	923.4673427			MMDBc0031218
BASm0018569	CDP-DG(18:1(9Z)/14:0)	CDP-DG(18:1(9Z)/14:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:1(9Z)/14:0), in particular, consists of one 9Z-octadecenoyl chain to C-1 atom, and one tetradecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/14:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCC	C44H79N3O15P2	InChI=1S/C44H79N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-39(48)57-33-36(60-40(49)30-28-26-24-22-19-14-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h16-17,31-32,36-37,41-43,50-51H,3-15,18-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/b17-16-/t36-,37-,41+,42?,43-/m1/s1	CZZBGGRLYQHCSC-RZVQUUPPSA-N	951.4986429			MMDBc0031219
BASm0018570	CDP-DG(18:1(9Z)/15:0)	CDP-DG(18:1(9Z)/15:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:1(9Z)/15:0), in particular, consists of one 9Z-octadecenoyl chain to C-1 atom, and one pentadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/15:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCC	C45H81N3O15P2	InChI=1S/C45H81N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-40(49)58-34-37(61-41(50)31-29-27-25-23-20-16-14-12-10-8-6-4-2)35-59-64(54,55)63-65(56,57)60-36-38-42(51)43(52)44(62-38)48-33-32-39(46)47-45(48)53/h17-18,32-33,37-38,42-44,51-52H,3-16,19-31,34-36H2,1-2H3,(H,54,55)(H,56,57)(H2,46,47,53)/b18-17-/t37-,38-,42+,43?,44-/m1/s1	RBSNCUFSYDBTMN-XNIKWMRVSA-N	965.5142929			MMDBc0031220
BASm0018571	CDP-DG(18:1(9Z)/16:1(9Z))	CDP-DG(18:1(9Z)/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:1(9Z)/16:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain to C-1 atom, and one 9Z-hexadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/16:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCC	C46H81N3O15P2	InChI=1S/C46H81N3O15P2/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-41(50)59-35-38(62-42(51)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h14,16-18,33-34,38-39,43-45,52-53H,3-13,15,19-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b16-14-,18-17-/t38-,39-,43+,44?,45-/m1/s1	LWXZUUOXTNCACG-OTBGTBPZSA-N	977.5142929			MMDBc0031221
BASm0018572	CDP-DG(18:1(9Z)/19:1(9Z))	CDP-DG(18:1(9Z)/19:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:1(9Z)/19:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain to C-1 atom, and one 9Z-nonadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/19:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C49H87N3O15P2	InChI=1S/C49H87N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-45(54)65-41(38-62-44(53)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)39-63-68(58,59)67-69(60,61)64-40-42-46(55)47(56)48(66-42)52-37-36-43(50)51-49(52)57/h18-21,36-37,41-42,46-48,55-56H,3-17,22-35,38-40H2,1-2H3,(H,58,59)(H,60,61)(H2,50,51,57)/b20-18-,21-19-/t41-,42-,46+,47?,48-/m1/s1	SAJUZVPMWBXDFK-ZPMGDEOSSA-N	1019.561243			MMDBc0031223
BASm0018573	CDP-DG(19:1(9Z)/10:0)	CDP-DG(19:1(9Z)/10:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:1(9Z)/10:0), in particular, consists of one 9Z-nonadecenoyl chain to C-1 atom, and one decanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:1(9Z)/10:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC	C41H73N3O15P2	InChI=1S/C41H73N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-21-22-24-26-36(45)54-30-33(57-37(46)27-25-23-20-10-8-6-4-2)31-55-60(50,51)59-61(52,53)56-32-34-38(47)39(48)40(58-34)44-29-28-35(42)43-41(44)49/h15-16,28-29,33-34,38-40,47-48H,3-14,17-27,30-32H2,1-2H3,(H,50,51)(H,52,53)(H2,42,43,49)/b16-15-/t33-,34-,38+,39?,40-/m1/s1	QDQOGQSFKCLFSD-SSFPQSJISA-N	909.4516927			MMDBc0031224
BASm0018574	CDP-DG(19:1(9Z)/12:0)	CDP-DG(19:1(9Z)/12:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:1(9Z)/12:0), in particular, consists of one 9Z-nonadecenoyl chain to C-1 atom, and one dodecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:1(9Z)/12:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC	C43H77N3O15P2	InChI=1S/C43H77N3O15P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-21-22-24-26-28-38(47)56-32-35(59-39(48)29-27-25-23-20-12-10-8-6-4-2)33-57-62(52,53)61-63(54,55)58-34-36-40(49)41(50)42(60-36)46-31-30-37(44)45-43(46)51/h16-17,30-31,35-36,40-42,49-50H,3-15,18-29,32-34H2,1-2H3,(H,52,53)(H,54,55)(H2,44,45,51)/b17-16-/t35-,36-,40+,41?,42-/m1/s1	WDLKKJLTMLHOMG-DXDDRBQSSA-N	937.4829928			MMDBc0031225
BASm0018575	CDP-DG(19:1(9Z)/14:0)	CDP-DG(19:1(9Z)/14:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:1(9Z)/14:0), in particular, consists of one 9Z-nonadecenoyl chain to C-1 atom, and one tetradecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:1(9Z)/14:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCC	C45H81N3O15P2	InChI=1S/C45H81N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-21-22-24-26-28-30-40(49)58-34-37(61-41(50)31-29-27-25-23-20-14-12-10-8-6-4-2)35-59-64(54,55)63-65(56,57)60-36-38-42(51)43(52)44(62-38)48-33-32-39(46)47-45(48)53/h17-18,32-33,37-38,42-44,51-52H,3-16,19-31,34-36H2,1-2H3,(H,54,55)(H,56,57)(H2,46,47,53)/b18-17-/t37-,38-,42+,43?,44-/m1/s1	IGVMVFQUOALGDK-XNIKWMRVSA-N	965.5142929			MMDBc0031226
BASm0018576	CDP-DG(19:1(9Z)/15:0)	CDP-DG(19:1(9Z)/15:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:1(9Z)/15:0), in particular, consists of one 9Z-nonadecenoyl chain to C-1 atom, and one pentadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:1(9Z)/15:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCC	C46H83N3O15P2	InChI=1S/C46H83N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-22-23-25-27-29-31-41(50)59-35-38(62-42(51)32-30-28-26-24-21-16-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h18-19,33-34,38-39,43-45,52-53H,3-17,20-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b19-18-/t38-,39-,43+,44?,45-/m1/s1	VEWDUGQVKJMKNI-PJQGUHQXSA-N	979.529943			MMDBc0031227
BASm0018577	CDP-DG(19:1(9Z)/16:0)	CDP-DG(19:1(9Z)/16:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:1(9Z)/16:0), in particular, consists of one 9Z-nonadecenoyl chain to C-1 atom, and one hexadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:1(9Z)/16:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCC	C47H85N3O15P2	InChI=1S/C47H85N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-32-42(51)60-36-39(63-43(52)33-31-29-27-25-23-20-16-14-12-10-8-6-4-2)37-61-66(56,57)65-67(58,59)62-38-40-44(53)45(54)46(64-40)50-35-34-41(48)49-47(50)55/h18-19,34-35,39-40,44-46,53-54H,3-17,20-33,36-38H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/b19-18-/t39-,40-,44+,45?,46-/m1/s1	JVAWHZXYSFYEKE-CPRFLNEQSA-N	993.545593			MMDBc0031228
BASm0018578	CDP-DG(19:1(9Z)/16:1(9Z))	CDP-DG(19:1(9Z)/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:1(9Z)/16:1(9Z)), in particular, consists of one 9Z-nonadecenoyl chain to C-1 atom, and one 9Z-hexadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:1(9Z)/16:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCC	C47H83N3O15P2	InChI=1S/C47H83N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-32-42(51)60-36-39(63-43(52)33-31-29-27-25-23-20-16-14-12-10-8-6-4-2)37-61-66(56,57)65-67(58,59)62-38-40-44(53)45(54)46(64-40)50-35-34-41(48)49-47(50)55/h14,16,18-19,34-35,39-40,44-46,53-54H,3-13,15,17,20-33,36-38H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/b16-14-,19-18-/t39-,40-,44+,45?,46-/m1/s1	RLRRMTTUSSAMDU-BPWIBVRHSA-N	991.529943			MMDBc0031229
BASm0018579	CDP-DG(19:1(9Z)/18:0)	CDP-DG(19:1(9Z)/18:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:1(9Z)/18:0), in particular, consists of one 9Z-nonadecenoyl chain to C-1 atom, and one octadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:1(9Z)/18:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCC	C49H89N3O15P2	InChI=1S/C49H89N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-44(53)62-38-41(65-45(54)35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2)39-63-68(58,59)67-69(60,61)64-40-42-46(55)47(56)48(66-42)52-37-36-43(50)51-49(52)57/h19,21,36-37,41-42,46-48,55-56H,3-18,20,22-35,38-40H2,1-2H3,(H,58,59)(H,60,61)(H2,50,51,57)/b21-19-/t41-,42-,46+,47?,48-/m1/s1	VVPAJMBXQQSQQX-FQCYUAKFSA-N	1021.576893			MMDBc0031230
BASm0018580	CDP-DG(19:1(9Z)/18:1(9Z))	CDP-DG(19:1(9Z)/18:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-nonadecenoyl chain to C-1 atom, and one 9Z-octadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:1(9Z)/18:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C49H87N3O15P2	InChI=1S/C49H87N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-44(53)62-38-41(65-45(54)35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2)39-63-68(58,59)67-69(60,61)64-40-42-46(55)47(56)48(66-42)52-37-36-43(50)51-49(52)57/h18-21,36-37,41-42,46-48,55-56H,3-17,22-35,38-40H2,1-2H3,(H,58,59)(H,60,61)(H2,50,51,57)/b20-18-,21-19-/t41-,42-,46+,47?,48-/m1/s1	MEBGOEFPMHYHHQ-ZPMGDEOSSA-N	1019.561243			MMDBc0031231
BASm0018581	CDP-DG(19:1(9Z)/19:1(9Z))	CDP-DG(19:1(9Z)/19:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(19:1(9Z)/19:1(9Z)), in particular, consists of two 9Z-nonadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:1(9Z)/19:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C50H89N3O15P2	InChI=1S/C50H89N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-45(54)63-39-42(66-46(55)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h19-22,37-38,42-43,47-49,56-57H,3-18,23-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b21-19-,22-20-/t42-,43-,47+,48?,49-/m1/s1	UNXTYQGQWKPJGK-YBVHGPAUSA-N	1033.576893			MMDBc0031232
BASm0018582	PE(10:0(3-OH)/10:0)	PE(10:0(3-OH)/10:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0(3-OH)/10:0), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and  one decanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC	C25H50NO9P	InChI=1S/C25H50NO9P/c1-3-5-7-9-10-12-14-16-24(28)35-23(21-34-36(30,31)33-18-17-26)20-32-25(29)19-22(27)15-13-11-8-6-4-2/h22-23,27H,3-21,26H2,1-2H3,(H,30,31)/t22?,23-/m1/s1	XKQNDTFVWPKWIL-OZAIVSQSSA-N	539.3223192			MMDBc0031233
BASm0018583	PE(10:0(3-OH)/10:0(3-OH))	PE(10:0(3-OH)/10:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(10:0(3-OH)/10:0(3-OH)), in particular, consists of two 3-hydroxydecanoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCC	C25H50NO10P	InChI=1S/C25H50NO10P/c1-3-5-7-9-11-13-21(27)17-24(29)33-19-23(20-35-37(31,32)34-16-15-26)36-25(30)18-22(28)14-12-10-8-6-4-2/h21-23,27-28H,3-20,26H2,1-2H3,(H,31,32)/t21?,22?,23-/m1/s1	PDXOENDPZKHAJQ-XPPIMPSXSA-N	555.3172338			MMDBc0031234
BASm0018584	PE(10:0(3-OH)/12:0)	PE(10:0(3-OH)/12:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0(3-OH)/12:0), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and  one dodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC	C27H54NO9P	InChI=1S/C27H54NO9P/c1-3-5-7-9-10-11-12-14-16-18-26(30)37-25(23-36-38(32,33)35-20-19-28)22-34-27(31)21-24(29)17-15-13-8-6-4-2/h24-25,29H,3-23,28H2,1-2H3,(H,32,33)/t24?,25-/m1/s1	BKMVEVRGPPGHKQ-WUBHUQEYSA-N	567.3536193			MMDBc0031235
BASm0018585	PE(10:0(3-OH)/12:0(3-OH))	PE(10:0(3-OH)/12:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0(3-OH)/12:0(3-OH)), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and  one 3-hydroxydodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCC	C27H54NO10P	InChI=1S/C27H54NO10P/c1-3-5-7-9-10-12-14-16-24(30)20-27(32)38-25(22-37-39(33,34)36-18-17-28)21-35-26(31)19-23(29)15-13-11-8-6-4-2/h23-25,29-30H,3-22,28H2,1-2H3,(H,33,34)/t23?,24?,25-/m1/s1	GUIFCJFFAPTQPG-DDJHWDJXSA-N	583.3485339			MMDBc0031236
BASm0018586	PE(10:0(3-OH)/14:0)	PE(10:0(3-OH)/14:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0(3-OH)/14:0), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and  one tetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC	C29H58NO9P	InChI=1S/C29H58NO9P/c1-3-5-7-9-10-11-12-13-14-16-18-20-28(32)39-27(25-38-40(34,35)37-22-21-30)24-36-29(33)23-26(31)19-17-15-8-6-4-2/h26-27,31H,3-25,30H2,1-2H3,(H,34,35)/t26?,27-/m1/s1	LCBLPUJEPLVHIX-SSYAZFEXSA-N	595.3849195			MMDBc0031237
BASm0018587	PE(10:0(3-OH)/14:0(3-OH))	PE(10:0(3-OH)/14:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0(3-OH)/14:0(3-OH)), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and  one 3-hydroxytetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCCCC	C29H58NO10P	InChI=1S/C29H58NO10P/c1-3-5-7-9-10-11-12-14-16-18-26(32)22-29(34)40-27(24-39-41(35,36)38-20-19-30)23-37-28(33)21-25(31)17-15-13-8-6-4-2/h25-27,31-32H,3-24,30H2,1-2H3,(H,35,36)/t25?,26?,27-/m1/s1	LPHOWEBHEVUMCW-WZDPVOGJSA-N	611.3798341			MMDBc0031238
BASm0018588	PE(10:0(3-OH)/15:0)	PE(10:0(3-OH)/15:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0(3-OH)/15:0), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCC	C30H60NO9P	InChI=1S/C30H60NO9P/c1-3-5-7-9-10-11-12-13-14-15-17-19-21-29(33)40-28(26-39-41(35,36)38-23-22-31)25-37-30(34)24-27(32)20-18-16-8-6-4-2/h27-28,32H,3-26,31H2,1-2H3,(H,35,36)/t27?,28-/m1/s1	DYJVLKRJGMNOSW-PLYLYKGUSA-N	609.4005695			MMDBc0031239
BASm0018589	PE(10:0(3-OH)/15:0cyclo)	PE(10:0(3-OH)/15:0cyclo) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0(3-OH)/15:0cyclo), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and  one cis-9,10-Methylenetetradecanoic acid  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCC	C30H58NO9P	InChI=1S/C30H58NO9P/c1-3-5-7-9-13-17-27(32)22-30(34)37-23-28(24-39-41(35,36)38-20-19-31)40-29(33)18-14-11-8-10-12-16-26-21-25(26)15-6-4-2/h25-28,32H,3-24,31H2,1-2H3,(H,35,36)/t25?,26?,27?,28-/m1/s1	DXBBFNCLXIVSNW-HLTHPTTOSA-N	607.3849195			MMDBc0031240
BASm0018590	PE(10:0(3-OH)/16:0)	PE(10:0(3-OH)/16:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0(3-OH)/16:0), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	C31H62NO9P	InChI=1S/C31H62NO9P/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-30(34)41-29(27-40-42(36,37)39-24-23-32)26-38-31(35)25-28(33)21-19-17-8-6-4-2/h28-29,33H,3-27,32H2,1-2H3,(H,36,37)/t28?,29-/m1/s1	LOAPQMVIECHPDO-YPJJGMIRSA-N	623.4162196			MMDBc0031241
BASm0018591	PE(10:0(3-OH)/16:1(9Z))	PE(10:0(3-OH)/16:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0(3-OH)/16:1(9Z)), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	C31H60NO9P	InChI=1S/C31H60NO9P/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-30(34)41-29(27-40-42(36,37)39-24-23-32)26-38-31(35)25-28(33)21-19-17-8-6-4-2/h11-12,28-29,33H,3-10,13-27,32H2,1-2H3,(H,36,37)/b12-11-/t28?,29-/m1/s1	DMBMTVGLYQMTSJ-ROTKYYTLSA-N	621.4005695			MMDBc0031242
BASm0018592	PE(10:0(3-OH)/17:0cycw7c)	PE(10:0(3-OH)/17:0cycw7c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0(3-OH)/17:0cycw7c), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and  one heptadec-9-10-cyclo-anoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCCCC	C32H62NO9P	InChI=1S/C32H62NO9P/c1-3-5-7-10-15-19-29(34)24-32(36)39-25-30(26-41-43(37,38)40-22-21-33)42-31(35)20-16-12-9-11-14-18-28-23-27(28)17-13-8-6-4-2/h27-30,34H,3-26,33H2,1-2H3,(H,37,38)/t27?,28?,29?,30-/m1/s1	CJCVYNYHOBNCBY-VXBYCJGMSA-N	635.4162196			MMDBc0031243
BASm0018593	PE(10:0(3-OH)/18:1(9Z))	PE(10:0(3-OH)/18:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0(3-OH)/18:1(9Z)), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC	C33H64NO9P	InChI=1S/C33H64NO9P/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-20-22-24-32(36)43-31(29-42-44(38,39)41-26-25-34)28-40-33(37)27-30(35)23-21-19-8-6-4-2/h13-14,30-31,35H,3-12,15-29,34H2,1-2H3,(H,38,39)/b14-13-/t30?,31-/m1/s1	KYYSMFVWZCSDGT-ZWAANNDLSA-N	649.4318696			MMDBc0031244
BASm0018594	PE(10:0(3-OH)/19:0cycv8c)	PE(10:0(3-OH)/19:0cycv8c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0(3-OH)/19:0cycv8c), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and  one heptadec-11-12-cyclo-anoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCC1CC1CCCCCC	C34H66NO9P	InChI=1S/C34H66NO9P/c1-3-5-7-12-17-21-31(36)26-34(38)41-27-32(28-43-45(39,40)42-24-23-35)44-33(37)22-18-14-11-9-10-13-16-20-30-25-29(30)19-15-8-6-4-2/h29-32,36H,3-28,35H2,1-2H3,(H,39,40)/t29?,30?,31?,32-/m1/s1	FXOPKIBKUDDLMS-KIHBOBKYSA-N	663.4475197			MMDBc0031245
BASm0018595	PE(10:0(3-OH)/19:iso)	PE(10:0(3-OH)/19:iso) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0(3-OH)/19:iso), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and  one 17-methylocatdecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCC(C)C	C34H68NO9P	InChI=1S/C34H68NO9P/c1-4-5-6-16-20-23-31(36)27-34(38)41-28-32(29-43-45(39,40)42-26-25-35)44-33(37)24-21-18-15-13-11-9-7-8-10-12-14-17-19-22-30(2)3/h30-32,36H,4-29,35H2,1-3H3,(H,39,40)/t31?,32-/m1/s1	UTJRPJNZZJWFKB-IADGFXSZSA-N	665.4631698			MMDBc0031246
BASm0018596	PE(10:0/10:0(3-OH))	PE(10:0/10:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/10:0(3-OH)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 3-hydroxydecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCC	C25H50NO9P	InChI=1S/C25H50NO9P/c1-3-5-7-9-10-12-14-16-24(28)32-20-23(21-34-36(30,31)33-18-17-26)35-25(29)19-22(27)15-13-11-8-6-4-2/h22-23,27H,3-21,26H2,1-2H3,(H,30,31)/t22?,23-/m1/s1	WQGDCSYADNTWRP-OZAIVSQSSA-N	539.3223192			MMDBc0031247
BASm0018597	PE(10:0/12:0(3-OH))	PE(10:0/12:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/12:0(3-OH)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 3-hydroxydodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCC	C27H54NO9P	InChI=1S/C27H54NO9P/c1-3-5-7-9-11-13-15-17-24(29)21-27(31)37-25(23-36-38(32,33)35-20-19-28)22-34-26(30)18-16-14-12-10-8-6-4-2/h24-25,29H,3-23,28H2,1-2H3,(H,32,33)/t24?,25-/m1/s1	HIEBIGCKVBVTNU-WUBHUQEYSA-N	567.3536193			MMDBc0031248
BASm0018598	PE(10:0/14:0(3-OH))	PE(10:0/14:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/14:0(3-OH)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 3-hydroxytetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCCCC	C29H58NO9P	InChI=1S/C29H58NO9P/c1-3-5-7-9-11-12-14-15-17-19-26(31)23-29(33)39-27(25-38-40(34,35)37-22-21-30)24-36-28(32)20-18-16-13-10-8-6-4-2/h26-27,31H,3-25,30H2,1-2H3,(H,34,35)/t26?,27-/m1/s1	MSXBAFACAHLSAH-SSYAZFEXSA-N	595.3849195			MMDBc0031249
BASm0018599	PE(10:0/19:iso)	PE(10:0/19:iso) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/19:iso), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 17-methylocatdecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCC(C)C	C34H68NO8P	InChI=1S/C34H68NO8P/c1-4-5-6-7-15-19-22-25-33(36)40-29-32(30-42-44(38,39)41-28-27-35)43-34(37)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-31(2)3/h31-32H,4-30,35H2,1-3H3,(H,38,39)/t32-/m1/s1	COJNBTQJABHMQX-JGCGQSQUSA-N	649.4682552			MMDBc0031250
BASm0018600	PE(12:0(3-OH)/10:0)	PE(12:0(3-OH)/10:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0(3-OH)/10:0), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and  one decanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC	C27H54NO9P	InChI=1S/C27H54NO9P/c1-3-5-7-9-11-13-15-17-24(29)21-27(31)34-22-25(23-36-38(32,33)35-20-19-28)37-26(30)18-16-14-12-10-8-6-4-2/h24-25,29H,3-23,28H2,1-2H3,(H,32,33)/t24?,25-/m1/s1	ICUPVYXQMOOVHP-WUBHUQEYSA-N	567.3536193			MMDBc0031251
BASm0018601	PE(12:0(3-OH)/10:0(3-OH))	PE(12:0(3-OH)/10:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0(3-OH)/10:0(3-OH)), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and  one 3-hydroxydecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCC	C27H54NO10P	InChI=1S/C27H54NO10P/c1-3-5-7-9-10-12-14-15-23(29)19-26(31)35-21-25(22-37-39(33,34)36-18-17-28)38-27(32)20-24(30)16-13-11-8-6-4-2/h23-25,29-30H,3-22,28H2,1-2H3,(H,33,34)/t23?,24?,25-/m1/s1	MHXSTFJQPCANNO-DDJHWDJXSA-N	583.3485339			MMDBc0031252
BASm0018602	PE(12:0(3-OH)/12:0)	PE(12:0(3-OH)/12:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0(3-OH)/12:0), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and  one dodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC	C29H58NO9P	InChI=1S/C29H58NO9P/c1-3-5-7-9-11-12-14-16-18-20-28(32)39-27(25-38-40(34,35)37-22-21-30)24-36-29(33)23-26(31)19-17-15-13-10-8-6-4-2/h26-27,31H,3-25,30H2,1-2H3,(H,34,35)/t26?,27-/m1/s1	OLMCJQHVSLPPRT-SSYAZFEXSA-N	595.3849195			MMDBc0031253
BASm0018603	PE(12:0(3-OH)/12:0(3-OH))	PE(12:0(3-OH)/12:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(12:0(3-OH)/12:0(3-OH)), in particular, consists of two 3-hydroxydodecanoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCC	C29H58NO10P	InChI=1S/C29H58NO10P/c1-3-5-7-9-11-13-15-17-25(31)21-28(33)37-23-27(24-39-41(35,36)38-20-19-30)40-29(34)22-26(32)18-16-14-12-10-8-6-4-2/h25-27,31-32H,3-24,30H2,1-2H3,(H,35,36)/t25?,26?,27-/m1/s1	FLUHDSHMYNSMQE-WZDPVOGJSA-N	611.3798341			MMDBc0031254
BASm0018604	PE(12:0(3-OH)/14:0)	PE(12:0(3-OH)/14:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0(3-OH)/14:0), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and  one tetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC	C31H62NO9P	InChI=1S/C31H62NO9P/c1-3-5-7-9-11-12-13-14-16-18-20-22-30(34)41-29(27-40-42(36,37)39-24-23-32)26-38-31(35)25-28(33)21-19-17-15-10-8-6-4-2/h28-29,33H,3-27,32H2,1-2H3,(H,36,37)/t28?,29-/m1/s1	BRFAYOMRKUXAGP-YPJJGMIRSA-N	623.4162196			MMDBc0031255
BASm0018605	PE(12:0(3-OH)/14:0(3-OH))	PE(12:0(3-OH)/14:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0(3-OH)/14:0(3-OH)), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and  one 3-hydroxytetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCCCC	C31H62NO10P	InChI=1S/C31H62NO10P/c1-3-5-7-9-11-12-14-16-18-20-28(34)24-31(36)42-29(26-41-43(37,38)40-22-21-32)25-39-30(35)23-27(33)19-17-15-13-10-8-6-4-2/h27-29,33-34H,3-26,32H2,1-2H3,(H,37,38)/t27?,28?,29-/m1/s1	GTABVQFCDFHDHY-BVDFDZHASA-N	639.4111342			MMDBc0031256
BASm0018606	PE(12:0(3-OH)/15:0)	PE(12:0(3-OH)/15:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0(3-OH)/15:0), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCC	C32H64NO9P	InChI=1S/C32H64NO9P/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-31(35)42-30(28-41-43(37,38)40-25-24-33)27-39-32(36)26-29(34)22-20-18-16-10-8-6-4-2/h29-30,34H,3-28,33H2,1-2H3,(H,37,38)/t29?,30-/m1/s1	KCIXQIGGWXYXEN-BDCODIICSA-N	637.4318696			MMDBc0031257
BASm0018607	PE(12:0(3-OH)/15:0cyclo)	PE(12:0(3-OH)/15:0cyclo) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0(3-OH)/15:0cyclo), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and  one cis-9,10-Methylenetetradecanoic acid  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCC	C32H62NO9P	InChI=1S/C32H62NO9P/c1-3-5-7-8-9-12-15-19-29(34)24-32(36)39-25-30(26-41-43(37,38)40-22-21-33)42-31(35)20-16-13-10-11-14-18-28-23-27(28)17-6-4-2/h27-30,34H,3-26,33H2,1-2H3,(H,37,38)/t27?,28?,29?,30-/m1/s1	LILZZBIGPZRVBU-VXBYCJGMSA-N	635.4162196			MMDBc0031258
BASm0018608	PE(12:0(3-OH)/16:0)	PE(12:0(3-OH)/16:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0(3-OH)/16:0), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	C33H66NO9P	InChI=1S/C33H66NO9P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-32(36)43-31(29-42-44(38,39)41-26-25-34)28-40-33(37)27-30(35)23-21-19-17-10-8-6-4-2/h30-31,35H,3-29,34H2,1-2H3,(H,38,39)/t30?,31-/m1/s1	IGKLOGNKIDSALO-NLIBRCFJSA-N	651.4475197			MMDBc0031259
BASm0018609	PE(12:0(3-OH)/16:1(9Z))	PE(12:0(3-OH)/16:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0(3-OH)/16:1(9Z)), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	C33H64NO9P	InChI=1S/C33H64NO9P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-32(36)43-31(29-42-44(38,39)41-26-25-34)28-40-33(37)27-30(35)23-21-19-17-10-8-6-4-2/h12-13,30-31,35H,3-11,14-29,34H2,1-2H3,(H,38,39)/b13-12-/t30?,31-/m1/s1	GIKPVGQRGMLRCX-GSIRTEBISA-N	649.4318696			MMDBc0031260
BASm0018610	PE(12:0(3-OH)/17:0cycw7c)	PE(12:0(3-OH)/17:0cycw7c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0(3-OH)/17:0cycw7c), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and  one heptadec-9-10-cyclo-anoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCCCC	C34H66NO9P	InChI=1S/C34H66NO9P/c1-3-5-7-9-10-13-17-21-31(36)26-34(38)41-27-32(28-43-45(39,40)42-24-23-35)44-33(37)22-18-14-11-12-16-20-30-25-29(30)19-15-8-6-4-2/h29-32,36H,3-28,35H2,1-2H3,(H,39,40)/t29?,30?,31?,32-/m1/s1	CKPSPCARDZUMFL-KIHBOBKYSA-N	663.4475197			MMDBc0031261
BASm0018611	PE(12:0(3-OH)/18:1(9Z))	PE(12:0(3-OH)/18:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0(3-OH)/18:1(9Z)), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC	C35H68NO9P	InChI=1S/C35H68NO9P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-34(38)45-33(31-44-46(40,41)43-28-27-36)30-42-35(39)29-32(37)25-23-21-19-10-8-6-4-2/h14-15,32-33,37H,3-13,16-31,36H2,1-2H3,(H,40,41)/b15-14-/t32?,33-/m1/s1	XBEMRIGETYLVHQ-OTWFKUADSA-N	677.4631698			MMDBc0031262
BASm0018612	PE(12:0(3-OH)/19:0cycv8c)	PE(12:0(3-OH)/19:0cycv8c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0(3-OH)/19:0cycv8c), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and  one heptadec-11-12-cyclo-anoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCC1CC1CCCCCC	C36H70NO9P	InChI=1S/C36H70NO9P/c1-3-5-7-9-11-15-19-23-33(38)28-36(40)43-29-34(30-45-47(41,42)44-26-25-37)46-35(39)24-20-16-13-10-12-14-18-22-32-27-31(32)21-17-8-6-4-2/h31-34,38H,3-30,37H2,1-2H3,(H,41,42)/t31?,32?,33?,34-/m1/s1	MDRKLIMSHVDVOV-NQLXYCMNSA-N	691.4788198			MMDBc0031263
BASm0018613	PE(12:0(3-OH)/19:iso)	PE(12:0(3-OH)/19:iso) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0(3-OH)/19:iso), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and  one 17-methylocatdecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCC(C)C	C36H72NO9P	InChI=1S/C36H72NO9P/c1-4-5-6-7-15-19-22-25-33(38)29-36(40)43-30-34(31-45-47(41,42)44-28-27-37)46-35(39)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-32(2)3/h32-34,38H,4-31,37H2,1-3H3,(H,41,42)/t33?,34-/m1/s1	KUEXPRRKQLRGTE-MUADHRSZSA-N	693.4944699			MMDBc0031264
BASm0018614	PE(12:0/10:0(3-OH))	PE(12:0/10:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/10:0(3-OH)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 3-hydroxydecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCC	C27H54NO9P	InChI=1S/C27H54NO9P/c1-3-5-7-9-10-11-12-14-16-18-26(30)34-22-25(23-36-38(32,33)35-20-19-28)37-27(31)21-24(29)17-15-13-8-6-4-2/h24-25,29H,3-23,28H2,1-2H3,(H,32,33)/t24?,25-/m1/s1	RSXVAUJCDVSSRP-WUBHUQEYSA-N	567.3536193			MMDBc0031265
BASm0018615	PE(12:0/12:0(3-OH))	PE(12:0/12:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/12:0(3-OH)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 3-hydroxydodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCC	C29H58NO9P	InChI=1S/C29H58NO9P/c1-3-5-7-9-11-12-14-16-18-20-28(32)36-24-27(25-38-40(34,35)37-22-21-30)39-29(33)23-26(31)19-17-15-13-10-8-6-4-2/h26-27,31H,3-25,30H2,1-2H3,(H,34,35)/t26?,27-/m1/s1	HVMUYNYMZUDFJM-SSYAZFEXSA-N	595.3849195			MMDBc0031266
BASm0018616	PE(12:0/14:0(3-OH))	PE(12:0/14:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/14:0(3-OH)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 3-hydroxytetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCCCC	C31H62NO9P	InChI=1S/C31H62NO9P/c1-3-5-7-9-11-13-15-17-19-21-28(33)25-31(35)41-29(27-40-42(36,37)39-24-23-32)26-38-30(34)22-20-18-16-14-12-10-8-6-4-2/h28-29,33H,3-27,32H2,1-2H3,(H,36,37)/t28?,29-/m1/s1	JEGNWQOMKOAIGI-YPJJGMIRSA-N	623.4162196			MMDBc0031267
BASm0018617	PE(12:0/19:iso)	PE(12:0/19:iso) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/19:iso), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 17-methylocatdecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCC(C)C	C36H72NO8P	InChI=1S/C36H72NO8P/c1-4-5-6-7-8-14-18-21-24-27-35(38)42-31-34(32-44-46(40,41)43-30-29-37)45-36(39)28-25-22-19-16-13-11-9-10-12-15-17-20-23-26-33(2)3/h33-34H,4-32,37H2,1-3H3,(H,40,41)/t34-/m1/s1	JQLQUIJDPPBUAL-UUWRZZSWSA-N	677.4995553			MMDBc0031268
BASm0018618	PE(14:0(3-OH)/10:0)	PE(14:0(3-OH)/10:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0(3-OH)/10:0), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and  one decanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC	C29H58NO9P	InChI=1S/C29H58NO9P/c1-3-5-7-9-11-12-14-15-17-19-26(31)23-29(33)36-24-27(25-38-40(34,35)37-22-21-30)39-28(32)20-18-16-13-10-8-6-4-2/h26-27,31H,3-25,30H2,1-2H3,(H,34,35)/t26?,27-/m1/s1	YLDCWNVJEYLZPO-SSYAZFEXSA-N	595.3849195			MMDBc0031269
BASm0018619	PE(14:0(3-OH)/10:0(3-OH))	PE(14:0(3-OH)/10:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0(3-OH)/10:0(3-OH)), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and  one 3-hydroxydecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCC	C29H58NO10P	InChI=1S/C29H58NO10P/c1-3-5-7-9-10-11-12-14-16-17-25(31)21-28(33)37-23-27(24-39-41(35,36)38-20-19-30)40-29(34)22-26(32)18-15-13-8-6-4-2/h25-27,31-32H,3-24,30H2,1-2H3,(H,35,36)/t25?,26?,27-/m1/s1	YTHGKCYDUNKDCU-WZDPVOGJSA-N	611.3798341			MMDBc0031270
BASm0018620	PE(14:0(3-OH)/12:0)	PE(14:0(3-OH)/12:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0(3-OH)/12:0), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and  one dodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC	C31H62NO9P	InChI=1S/C31H62NO9P/c1-3-5-7-9-11-13-15-17-19-21-28(33)25-31(35)38-26-29(27-40-42(36,37)39-24-23-32)41-30(34)22-20-18-16-14-12-10-8-6-4-2/h28-29,33H,3-27,32H2,1-2H3,(H,36,37)/t28?,29-/m1/s1	KTVMVWUJQSNUCC-YPJJGMIRSA-N	623.4162196			MMDBc0031271
BASm0018621	PE(14:0(3-OH)/12:0(3-OH))	PE(14:0(3-OH)/12:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0(3-OH)/12:0(3-OH)), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and  one 3-hydroxydodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCC	C31H62NO10P	InChI=1S/C31H62NO10P/c1-3-5-7-9-11-12-14-16-17-19-27(33)23-30(35)39-25-29(26-41-43(37,38)40-22-21-32)42-31(36)24-28(34)20-18-15-13-10-8-6-4-2/h27-29,33-34H,3-26,32H2,1-2H3,(H,37,38)/t27?,28?,29-/m1/s1	NWVHZHRDSVPVLC-BVDFDZHASA-N	639.4111342			MMDBc0031272
BASm0018622	PE(14:0(3-OH)/14:0)	PE(14:0(3-OH)/14:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0(3-OH)/14:0), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and  one tetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC	C33H66NO9P	InChI=1S/C33H66NO9P/c1-3-5-7-9-11-13-14-16-18-20-22-24-32(36)43-31(29-42-44(38,39)41-26-25-34)28-40-33(37)27-30(35)23-21-19-17-15-12-10-8-6-4-2/h30-31,35H,3-29,34H2,1-2H3,(H,38,39)/t30?,31-/m1/s1	QBVACAPNTYIJGC-NLIBRCFJSA-N	651.4475197			MMDBc0031273
BASm0018623	PE(14:0(3-OH)/14:0(3-OH))	PE(14:0(3-OH)/14:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(14:0(3-OH)/14:0(3-OH)), in particular, consists of two 3-hydroxytetradecanoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCCCC	C33H66NO10P	InChI=1S/C33H66NO10P/c1-3-5-7-9-11-13-15-17-19-21-29(35)25-32(37)41-27-31(28-43-45(39,40)42-24-23-34)44-33(38)26-30(36)22-20-18-16-14-12-10-8-6-4-2/h29-31,35-36H,3-28,34H2,1-2H3,(H,39,40)/t29?,30?,31-/m1/s1	JKMCYVMFGPZQAR-QMJLEDSTSA-N	667.4424343			MMDBc0031274
BASm0018624	PE(14:0(3-OH)/15:0)	PE(14:0(3-OH)/15:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0(3-OH)/15:0), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCC	C34H68NO9P	InChI=1S/C34H68NO9P/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-33(37)44-32(30-43-45(39,40)42-27-26-35)29-41-34(38)28-31(36)24-22-20-18-16-12-10-8-6-4-2/h31-32,36H,3-30,35H2,1-2H3,(H,39,40)/t31?,32-/m1/s1	HQPFGUQXBOSJKR-IADGFXSZSA-N	665.4631698			MMDBc0031275
BASm0018625	PE(14:0(3-OH)/15:0cyclo)	PE(14:0(3-OH)/15:0cyclo) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0(3-OH)/15:0cyclo), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and  one cis-9,10-Methylenetetradecanoic acid  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCC	C34H66NO9P	InChI=1S/C34H66NO9P/c1-3-5-7-8-9-10-11-14-17-21-31(36)26-34(38)41-27-32(28-43-45(39,40)42-24-23-35)44-33(37)22-18-15-12-13-16-20-30-25-29(30)19-6-4-2/h29-32,36H,3-28,35H2,1-2H3,(H,39,40)/t29?,30?,31?,32-/m1/s1	NCNJAEGKSBPGMU-KIHBOBKYSA-N	663.4475197			MMDBc0031276
BASm0018626	PE(14:0(3-OH)/16:0)	PE(14:0(3-OH)/16:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0(3-OH)/16:0), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	C35H70NO9P	InChI=1S/C35H70NO9P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-34(38)45-33(31-44-46(40,41)43-28-27-36)30-42-35(39)29-32(37)25-23-21-19-17-12-10-8-6-4-2/h32-33,37H,3-31,36H2,1-2H3,(H,40,41)/t32?,33-/m1/s1	NLGIMEUBHXSWGX-ZHZZGXISSA-N	679.4788198			MMDBc0031277
BASm0018627	PE(14:0(3-OH)/16:1(9Z))	PE(14:0(3-OH)/16:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0(3-OH)/16:1(9Z)), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	C35H68NO9P	InChI=1S/C35H68NO9P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-34(38)45-33(31-44-46(40,41)43-28-27-36)30-42-35(39)29-32(37)25-23-21-19-17-12-10-8-6-4-2/h13-14,32-33,37H,3-12,15-31,36H2,1-2H3,(H,40,41)/b14-13-/t32?,33-/m1/s1	QHZWBAZFZHXCAO-BPRUMOOJSA-N	677.4631698			MMDBc0031278
BASm0018628	PE(14:0(3-OH)/17:0cycw7c)	PE(14:0(3-OH)/17:0cycw7c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0(3-OH)/17:0cycw7c), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and  one heptadec-9-10-cyclo-anoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCCCC	C36H70NO9P	InChI=1S/C36H70NO9P/c1-3-5-7-9-10-11-12-15-19-23-33(38)28-36(40)43-29-34(30-45-47(41,42)44-26-25-37)46-35(39)24-20-16-13-14-18-22-32-27-31(32)21-17-8-6-4-2/h31-34,38H,3-30,37H2,1-2H3,(H,41,42)/t31?,32?,33?,34-/m1/s1	QXBIQNUJSMQJHA-NQLXYCMNSA-N	691.4788198			MMDBc0031279
BASm0018629	PE(14:0(3-OH)/18:1(9Z))	PE(14:0(3-OH)/18:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0(3-OH)/18:1(9Z)), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC	C37H72NO9P	InChI=1S/C37H72NO9P/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-36(40)47-35(33-46-48(42,43)45-30-29-38)32-44-37(41)31-34(39)27-25-23-21-19-12-10-8-6-4-2/h15-16,34-35,39H,3-14,17-33,38H2,1-2H3,(H,42,43)/b16-15-/t34?,35-/m1/s1	LGRHIXIUKHUBFY-PCADVLNJSA-N	705.4944699			MMDBc0031280
BASm0018630	PE(14:0(3-OH)/19:0cycv8c)	PE(14:0(3-OH)/19:0cycv8c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0(3-OH)/19:0cycv8c), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and  one heptadec-11-12-cyclo-anoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCC1CC1CCCCCC	C38H74NO9P	InChI=1S/C38H74NO9P/c1-3-5-7-9-10-11-14-17-21-25-35(40)30-38(42)45-31-36(32-47-49(43,44)46-28-27-39)48-37(41)26-22-18-15-12-13-16-20-24-34-29-33(34)23-19-8-6-4-2/h33-36,40H,3-32,39H2,1-2H3,(H,43,44)/t33?,34?,35?,36-/m1/s1	ZROXBWUGINDXRR-VUCGXSAYSA-N	719.51012			MMDBc0031281
BASm0018631	PE(14:0(3-OH)/19:iso)	PE(14:0(3-OH)/19:iso) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0(3-OH)/19:iso), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and  one 17-methylocatdecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCC(C)C	C38H76NO9P	InChI=1S/C38H76NO9P/c1-4-5-6-7-8-14-18-21-24-27-35(40)31-38(42)45-32-36(33-47-49(43,44)46-30-29-39)48-37(41)28-25-22-19-16-13-11-9-10-12-15-17-20-23-26-34(2)3/h34-36,40H,4-33,39H2,1-3H3,(H,43,44)/t35?,36-/m1/s1	JIDIXYOTIQHTMV-BEBVUIBBSA-N	721.52577			MMDBc0031282
BASm0018632	PE(14:0/10:0(3-OH))	PE(14:0/10:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/10:0(3-OH)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 3-hydroxydecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCC	C29H58NO9P	InChI=1S/C29H58NO9P/c1-3-5-7-9-10-11-12-13-14-16-18-20-28(32)36-24-27(25-38-40(34,35)37-22-21-30)39-29(33)23-26(31)19-17-15-8-6-4-2/h26-27,31H,3-25,30H2,1-2H3,(H,34,35)/t26?,27-/m1/s1	ZNURADTXXPLITE-SSYAZFEXSA-N	595.3849195			MMDBc0031283
BASm0018633	PE(14:0/12:0(3-OH))	PE(14:0/12:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/12:0(3-OH)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 3-hydroxydodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCC	C31H62NO9P	InChI=1S/C31H62NO9P/c1-3-5-7-9-11-12-13-14-16-18-20-22-30(34)38-26-29(27-40-42(36,37)39-24-23-32)41-31(35)25-28(33)21-19-17-15-10-8-6-4-2/h28-29,33H,3-27,32H2,1-2H3,(H,36,37)/t28?,29-/m1/s1	CGXPHOSINRSACW-YPJJGMIRSA-N	623.4162196			MMDBc0031284
BASm0018634	PE(14:0/14:0(3-OH))	PE(14:0/14:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/14:0(3-OH)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 3-hydroxytetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCCCC	C33H66NO9P	InChI=1S/C33H66NO9P/c1-3-5-7-9-11-13-14-16-18-20-22-24-32(36)40-28-31(29-42-44(38,39)41-26-25-34)43-33(37)27-30(35)23-21-19-17-15-12-10-8-6-4-2/h30-31,35H,3-29,34H2,1-2H3,(H,38,39)/t30?,31-/m1/s1	VEMZTYOHVMVSLU-NLIBRCFJSA-N	651.4475197			MMDBc0031285
BASm0018635	PE(14:0/19:iso)	PE(14:0/19:iso) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/19:iso), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 17-methylocatdecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCC(C)C	C38H76NO8P	InChI=1S/C38H76NO8P/c1-4-5-6-7-8-9-13-17-20-23-26-29-37(40)44-33-36(34-46-48(42,43)45-32-31-39)47-38(41)30-27-24-21-18-15-12-10-11-14-16-19-22-25-28-35(2)3/h35-36H,4-34,39H2,1-3H3,(H,42,43)/t36-/m1/s1	CJNCEZCPVCEBIB-PSXMRANNSA-N	705.5308554			MMDBc0031286
BASm0018636	PE(15:0/10:0(3-OH))	PE(15:0/10:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/10:0(3-OH)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 3-hydroxydecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCC	C30H60NO9P	InChI=1S/C30H60NO9P/c1-3-5-7-9-10-11-12-13-14-15-17-19-21-29(33)37-25-28(26-39-41(35,36)38-23-22-31)40-30(34)24-27(32)20-18-16-8-6-4-2/h27-28,32H,3-26,31H2,1-2H3,(H,35,36)/t27?,28-/m1/s1	AFTYNYCERDNINL-PLYLYKGUSA-N	609.4005695			MMDBc0031287
BASm0018637	PE(15:0/12:0(3-OH))	PE(15:0/12:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/12:0(3-OH)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 3-hydroxydodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCC	C32H64NO9P	InChI=1S/C32H64NO9P/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-31(35)39-27-30(28-41-43(37,38)40-25-24-33)42-32(36)26-29(34)22-20-18-16-10-8-6-4-2/h29-30,34H,3-28,33H2,1-2H3,(H,37,38)/t29?,30-/m1/s1	IVBYUQNRGMSEBT-BDCODIICSA-N	637.4318696			MMDBc0031288
BASm0018638	PE(15:0/14:0(3-OH))	PE(15:0/14:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/14:0(3-OH)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 3-hydroxytetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCCCC	C34H68NO9P	InChI=1S/C34H68NO9P/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-33(37)41-29-32(30-43-45(39,40)42-27-26-35)44-34(38)28-31(36)24-22-20-18-16-12-10-8-6-4-2/h31-32,36H,3-30,35H2,1-2H3,(H,39,40)/t31?,32-/m1/s1	BMXKYOFPEDXCRN-IADGFXSZSA-N	665.4631698			MMDBc0031289
BASm0018639	PE(15:0/19:iso)	PE(15:0/19:iso) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/19:iso), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 17-methylocatdecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCC(C)C	C39H78NO8P	InChI=1S/C39H78NO8P/c1-4-5-6-7-8-9-10-15-18-21-24-27-30-38(41)45-34-37(35-47-49(43,44)46-33-32-40)48-39(42)31-28-25-22-19-16-13-11-12-14-17-20-23-26-29-36(2)3/h36-37H,4-35,40H2,1-3H3,(H,43,44)/t37-/m1/s1	ISFKNVCQOCVIQW-DIPNUNPCSA-N	719.5465055			MMDBc0031290
BASm0018640	PE(15:0cyclo/10:0(3-OH))	PE(15:0cyclo/10:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0cyclo/10:0(3-OH)), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and  one 3-hydroxydecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCC	C30H58NO9P	InChI=1S/C30H58NO9P/c1-3-5-7-9-13-17-27(32)22-30(34)40-28(24-39-41(35,36)38-20-19-31)23-37-29(33)18-14-11-8-10-12-16-26-21-25(26)15-6-4-2/h25-28,32H,3-24,31H2,1-2H3,(H,35,36)/t25?,26?,27?,28-/m1/s1	ZKIUKQLGJSANLO-HLTHPTTOSA-N	607.3849195			MMDBc0031291
BASm0018641	PE(15:0cyclo/12:0(3-OH))	PE(15:0cyclo/12:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0cyclo/12:0(3-OH)), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and  one 3-hydroxydodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCC	C32H62NO9P	InChI=1S/C32H62NO9P/c1-3-5-7-8-9-12-15-19-29(34)24-32(36)42-30(26-41-43(37,38)40-22-21-33)25-39-31(35)20-16-13-10-11-14-18-28-23-27(28)17-6-4-2/h27-30,34H,3-26,33H2,1-2H3,(H,37,38)/t27?,28?,29?,30-/m1/s1	IHKSWHXSUKOAGG-VXBYCJGMSA-N	635.4162196			MMDBc0031292
BASm0018642	PE(15:0cyclo/14:0(3-OH))	PE(15:0cyclo/14:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0cyclo/14:0(3-OH)), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and  one 3-hydroxytetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCCCC	C34H66NO9P	InChI=1S/C34H66NO9P/c1-3-5-7-8-9-10-11-14-17-21-31(36)26-34(38)44-32(28-43-45(39,40)42-24-23-35)27-41-33(37)22-18-15-12-13-16-20-30-25-29(30)19-6-4-2/h29-32,36H,3-28,35H2,1-2H3,(H,39,40)/t29?,30?,31?,32-/m1/s1	LOGAHLCRICZMSC-KIHBOBKYSA-N	663.4475197			MMDBc0031293
BASm0018643	PE(15:0cyclo/19:iso)	PE(15:0cyclo/19:iso) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0cyclo/19:iso), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and  one 17-methylocatdecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCC(C)C	C39H76NO8P	InChI=1S/C39H76NO8P/c1-4-5-25-35-31-36(35)26-21-17-15-19-22-27-38(41)45-32-37(33-47-49(43,44)46-30-29-40)48-39(42)28-23-18-14-12-10-8-6-7-9-11-13-16-20-24-34(2)3/h34-37H,4-33,40H2,1-3H3,(H,43,44)/t35?,36?,37-/m1/s1	SMQYZOKAGPOHJD-BVYUPHKZSA-N	717.5308554			MMDBc0031294
BASm0018644	PE(16:0/10:0(3-OH))	PE(16:0/10:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/10:0(3-OH)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 3-hydroxydecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCC	C31H62NO9P	InChI=1S/C31H62NO9P/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-30(34)38-26-29(27-40-42(36,37)39-24-23-32)41-31(35)25-28(33)21-19-17-8-6-4-2/h28-29,33H,3-27,32H2,1-2H3,(H,36,37)/t28?,29-/m1/s1	RVMJSMNZXOYPLG-YPJJGMIRSA-N	623.4162196			MMDBc0031295
BASm0018645	PE(16:0/12:0(3-OH))	PE(16:0/12:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/12:0(3-OH)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 3-hydroxydodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCC	C33H66NO9P	InChI=1S/C33H66NO9P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-32(36)40-28-31(29-42-44(38,39)41-26-25-34)43-33(37)27-30(35)23-21-19-17-10-8-6-4-2/h30-31,35H,3-29,34H2,1-2H3,(H,38,39)/t30?,31-/m1/s1	YFWXQACPXUONCC-NLIBRCFJSA-N	651.4475197			MMDBc0031296
BASm0018646	PE(16:0/14:0(3-OH))	PE(16:0/14:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/14:0(3-OH)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 3-hydroxytetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCCCC	C35H70NO9P	InChI=1S/C35H70NO9P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-34(38)42-30-33(31-44-46(40,41)43-28-27-36)45-35(39)29-32(37)25-23-21-19-17-12-10-8-6-4-2/h32-33,37H,3-31,36H2,1-2H3,(H,40,41)/t32?,33-/m1/s1	WEXXLQYOFSKPHO-ZHZZGXISSA-N	679.4788198			MMDBc0031297
BASm0018647	PE(16:0/19:iso)	PE(16:0/19:iso) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/19:iso), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 17-methylocatdecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCC(C)C	C40H80NO8P	InChI=1S/C40H80NO8P/c1-4-5-6-7-8-9-10-12-16-19-22-25-28-31-39(42)46-35-38(36-48-50(44,45)47-34-33-41)49-40(43)32-29-26-23-20-17-14-11-13-15-18-21-24-27-30-37(2)3/h37-38H,4-36,41H2,1-3H3,(H,44,45)/t38-/m1/s1	LOJCWMHSROPYQA-KXQOOQHDSA-N	733.5621555			MMDBc0031298
BASm0018648	PE(16:1(9Z)/10:0(3-OH))	PE(16:1(9Z)/10:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/10:0(3-OH)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 3-hydroxydecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCC	C31H60NO9P	InChI=1S/C31H60NO9P/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-30(34)38-26-29(27-40-42(36,37)39-24-23-32)41-31(35)25-28(33)21-19-17-8-6-4-2/h11-12,28-29,33H,3-10,13-27,32H2,1-2H3,(H,36,37)/b12-11-/t28?,29-/m1/s1	QJSCLPZWNIIORG-ROTKYYTLSA-N	621.4005695			MMDBc0031299
BASm0018649	PE(16:1(9Z)/12:0(3-OH))	PE(16:1(9Z)/12:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/12:0(3-OH)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 3-hydroxydodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCC	C33H64NO9P	InChI=1S/C33H64NO9P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-32(36)40-28-31(29-42-44(38,39)41-26-25-34)43-33(37)27-30(35)23-21-19-17-10-8-6-4-2/h12-13,30-31,35H,3-11,14-29,34H2,1-2H3,(H,38,39)/b13-12-/t30?,31-/m1/s1	ANNMCGUYFODLQZ-GSIRTEBISA-N	649.4318696			MMDBc0031300
BASm0018650	PE(16:1(9Z)/14:0(3-OH))	PE(16:1(9Z)/14:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/14:0(3-OH)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 3-hydroxytetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCCCC	C35H68NO9P	InChI=1S/C35H68NO9P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-34(38)42-30-33(31-44-46(40,41)43-28-27-36)45-35(39)29-32(37)25-23-21-19-17-12-10-8-6-4-2/h13-14,32-33,37H,3-12,15-31,36H2,1-2H3,(H,40,41)/b14-13-/t32?,33-/m1/s1	PVWJYDZMOVDAGP-BPRUMOOJSA-N	677.4631698			MMDBc0031301
BASm0018651	PE(16:1(9Z)/19:iso)	PE(16:1(9Z)/19:iso) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/19:iso), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 17-methylocatdecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCC(C)C	C40H78NO8P	InChI=1S/C40H78NO8P/c1-4-5-6-7-8-9-10-12-16-19-22-25-28-31-39(42)46-35-38(36-48-50(44,45)47-34-33-41)49-40(43)32-29-26-23-20-17-14-11-13-15-18-21-24-27-30-37(2)3/h9-10,37-38H,4-8,11-36,41H2,1-3H3,(H,44,45)/b10-9-/t38-/m1/s1	NPVIDHWQIHHPRK-DMXKCDNXSA-N	731.5465055			MMDBc0031302
BASm0018652	PE(17:0cycw7c/10:0(3-OH))	PE(17:0cycw7c/10:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(17:0cycw7c/10:0(3-OH)), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and  one 3-hydroxydecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCC	C32H62NO9P	InChI=1S/C32H62NO9P/c1-3-5-7-10-15-19-29(34)24-32(36)42-30(26-41-43(37,38)40-22-21-33)25-39-31(35)20-16-12-9-11-14-18-28-23-27(28)17-13-8-6-4-2/h27-30,34H,3-26,33H2,1-2H3,(H,37,38)/t27?,28?,29?,30-/m1/s1	DBELLPBYTZDJHZ-VXBYCJGMSA-N	635.4162196			MMDBc0031303
BASm0018653	PE(17:0cycw7c/12:0(3-OH))	PE(17:0cycw7c/12:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(17:0cycw7c/12:0(3-OH)), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and  one 3-hydroxydodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCC	C34H66NO9P	InChI=1S/C34H66NO9P/c1-3-5-7-9-10-13-17-21-31(36)26-34(38)44-32(28-43-45(39,40)42-24-23-35)27-41-33(37)22-18-14-11-12-16-20-30-25-29(30)19-15-8-6-4-2/h29-32,36H,3-28,35H2,1-2H3,(H,39,40)/t29?,30?,31?,32-/m1/s1	JJNKMVYVORLHBL-KIHBOBKYSA-N	663.4475197			MMDBc0031304
BASm0018654	PE(17:0cycw7c/14:0(3-OH))	PE(17:0cycw7c/14:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(17:0cycw7c/14:0(3-OH)), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and  one 3-hydroxytetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCCCC	C36H70NO9P	InChI=1S/C36H70NO9P/c1-3-5-7-9-10-11-12-15-19-23-33(38)28-36(40)46-34(30-45-47(41,42)44-26-25-37)29-43-35(39)24-20-16-13-14-18-22-32-27-31(32)21-17-8-6-4-2/h31-34,38H,3-30,37H2,1-2H3,(H,41,42)/t31?,32?,33?,34-/m1/s1	RPPBWGKLBZHOGU-NQLXYCMNSA-N	691.4788198			MMDBc0031305
BASm0018655	PE(17:0cycw7c/19:iso)	PE(17:0cycw7c/19:iso) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(17:0cycw7c/19:iso), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and  one 17-methylocatdecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCC(C)C	C41H80NO8P	InChI=1S/C41H80NO8P/c1-4-5-6-22-27-37-33-38(37)28-23-18-16-20-24-29-40(43)47-34-39(35-49-51(45,46)48-32-31-42)50-41(44)30-25-19-15-13-11-9-7-8-10-12-14-17-21-26-36(2)3/h36-39H,4-35,42H2,1-3H3,(H,45,46)/t37?,38?,39-/m1/s1	OUFPRNQGNZRVAR-DFCGPKRUSA-N	745.5621555			MMDBc0031306
BASm0018656	PE(18:1(9Z)/10:0(3-OH))	PE(18:1(9Z)/10:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9Z)/10:0(3-OH)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 3-hydroxydecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCC	C33H64NO9P	InChI=1S/C33H64NO9P/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-20-22-24-32(36)40-28-31(29-42-44(38,39)41-26-25-34)43-33(37)27-30(35)23-21-19-8-6-4-2/h13-14,30-31,35H,3-12,15-29,34H2,1-2H3,(H,38,39)/b14-13-/t30?,31-/m1/s1	RCPXZPIPPQBROZ-ZWAANNDLSA-N	649.4318696			MMDBc0031307
BASm0018657	PE(18:1(9Z)/12:0(3-OH))	PE(18:1(9Z)/12:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9Z)/12:0(3-OH)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 3-hydroxydodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCC	C35H68NO9P	InChI=1S/C35H68NO9P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-34(38)42-30-33(31-44-46(40,41)43-28-27-36)45-35(39)29-32(37)25-23-21-19-10-8-6-4-2/h14-15,32-33,37H,3-13,16-31,36H2,1-2H3,(H,40,41)/b15-14-/t32?,33-/m1/s1	OONWHZRHFUDHLM-OTWFKUADSA-N	677.4631698			MMDBc0031308
BASm0018658	PE(18:1(9Z)/14:0(3-OH))	PE(18:1(9Z)/14:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9Z)/14:0(3-OH)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 3-hydroxytetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCCCC	C37H72NO9P	InChI=1S/C37H72NO9P/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-36(40)44-32-35(33-46-48(42,43)45-30-29-38)47-37(41)31-34(39)27-25-23-21-19-12-10-8-6-4-2/h15-16,34-35,39H,3-14,17-33,38H2,1-2H3,(H,42,43)/b16-15-/t34?,35-/m1/s1	FWOLXGQLERFJDO-PCADVLNJSA-N	705.4944699			MMDBc0031309
BASm0018659	PE(18:1(9Z)/19:iso)	PE(18:1(9Z)/19:iso) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9Z)/19:iso), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 17-methylocatdecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCC(C)C	C42H82NO8P	InChI=1S/C42H82NO8P/c1-4-5-6-7-8-9-10-11-12-15-18-21-24-27-30-33-41(44)48-37-40(38-50-52(46,47)49-36-35-43)51-42(45)34-31-28-25-22-19-16-13-14-17-20-23-26-29-32-39(2)3/h11-12,39-40H,4-10,13-38,43H2,1-3H3,(H,46,47)/b12-11-/t40-/m1/s1	GGBIIZKHDHXKGA-GNFHGXCESA-N	759.5778056			MMDBc0031310
BASm0018660	PE(19:0cycv8c/10:0(3-OH))	PE(19:0cycv8c/10:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:0cycv8c/10:0(3-OH)), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and  one 3-hydroxydecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCC	C34H66NO9P	InChI=1S/C34H66NO9P/c1-3-5-7-12-17-21-31(36)26-34(38)44-32(28-43-45(39,40)42-24-23-35)27-41-33(37)22-18-14-11-9-10-13-16-20-30-25-29(30)19-15-8-6-4-2/h29-32,36H,3-28,35H2,1-2H3,(H,39,40)/t29?,30?,31?,32-/m1/s1	PPBDIUYGXNAVEN-KIHBOBKYSA-N	663.4475197			MMDBc0031311
BASm0018661	PE(19:0cycv8c/12:0(3-OH))	PE(19:0cycv8c/12:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:0cycv8c/12:0(3-OH)), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and  one 3-hydroxydodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCC	C36H70NO9P	InChI=1S/C36H70NO9P/c1-3-5-7-9-11-15-19-23-33(38)28-36(40)46-34(30-45-47(41,42)44-26-25-37)29-43-35(39)24-20-16-13-10-12-14-18-22-32-27-31(32)21-17-8-6-4-2/h31-34,38H,3-30,37H2,1-2H3,(H,41,42)/t31?,32?,33?,34-/m1/s1	QPCSFNVDVRURRQ-NQLXYCMNSA-N	691.4788198			MMDBc0031312
BASm0018662	PE(19:0cycv8c/14:0(3-OH))	PE(19:0cycv8c/14:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:0cycv8c/14:0(3-OH)), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and  one 3-hydroxytetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCCCC	C38H74NO9P	InChI=1S/C38H74NO9P/c1-3-5-7-9-10-11-14-17-21-25-35(40)30-38(42)48-36(32-47-49(43,44)46-28-27-39)31-45-37(41)26-22-18-15-12-13-16-20-24-34-29-33(34)23-19-8-6-4-2/h33-36,40H,3-32,39H2,1-2H3,(H,43,44)/t33?,34?,35?,36-/m1/s1	WNUNOTPYWVJTGL-VUCGXSAYSA-N	719.51012			MMDBc0031313
BASm0018663	PE(19:0cycv8c/19:iso)	PE(19:0cycv8c/19:iso) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:0cycv8c/19:iso), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and  one 17-methylocatdecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCC(C)C	C43H84NO8P	InChI=1S/C43H84NO8P/c1-4-5-6-24-29-39-35-40(39)30-25-20-16-14-18-21-26-31-42(45)49-36-41(37-51-53(47,48)50-34-33-44)52-43(46)32-27-22-17-13-11-9-7-8-10-12-15-19-23-28-38(2)3/h38-41H,4-37,44H2,1-3H3,(H,47,48)/t39?,40?,41-/m1/s1	IYNWEKUVTKGGDU-MRMIVIFUSA-N	773.5934557			MMDBc0031314
BASm0018664	PE(19:iso/10:0)	PE(19:iso/10:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:iso/10:0), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and  one decanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC	C34H68NO8P	InChI=1S/C34H68NO8P/c1-4-5-6-7-15-20-23-26-34(37)43-32(30-42-44(38,39)41-28-27-35)29-40-33(36)25-22-19-17-14-12-10-8-9-11-13-16-18-21-24-31(2)3/h31-32H,4-30,35H2,1-3H3,(H,38,39)/t32-/m1/s1	XHESGYGXWLGLEN-JGCGQSQUSA-N	649.4682552			MMDBc0031315
BASm0018665	PE(19:iso/10:0(3-OH))	PE(19:iso/10:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:iso/10:0(3-OH)), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and  one 3-hydroxydecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCC	C34H68NO9P	InChI=1S/C34H68NO9P/c1-4-5-6-16-20-23-31(36)27-34(38)44-32(29-43-45(39,40)42-26-25-35)28-41-33(37)24-21-18-15-13-11-9-7-8-10-12-14-17-19-22-30(2)3/h30-32,36H,4-29,35H2,1-3H3,(H,39,40)/t31?,32-/m1/s1	UHZFWFMSAYJCBD-IADGFXSZSA-N	665.4631698			MMDBc0031316
BASm0018666	PE(19:iso/12:0)	PE(19:iso/12:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:iso/12:0), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and  one dodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC	C36H72NO8P	InChI=1S/C36H72NO8P/c1-4-5-6-7-8-14-19-22-25-28-36(39)45-34(32-44-46(40,41)43-30-29-37)31-42-35(38)27-24-21-18-16-13-11-9-10-12-15-17-20-23-26-33(2)3/h33-34H,4-32,37H2,1-3H3,(H,40,41)/t34-/m1/s1	JVHIGNWEEYQAMM-UUWRZZSWSA-N	677.4995553			MMDBc0031317
BASm0018667	PE(19:iso/12:0(3-OH))	PE(19:iso/12:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:iso/12:0(3-OH)), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and  one 3-hydroxydodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCC	C36H72NO9P	InChI=1S/C36H72NO9P/c1-4-5-6-7-15-19-22-25-33(38)29-36(40)46-34(31-45-47(41,42)44-28-27-37)30-43-35(39)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-32(2)3/h32-34,38H,4-31,37H2,1-3H3,(H,41,42)/t33?,34-/m1/s1	MCKRUZBUKNWDHG-MUADHRSZSA-N	693.4944699			MMDBc0031318
BASm0018668	PE(19:iso/14:0)	PE(19:iso/14:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:iso/14:0), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and  one tetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC	C38H76NO8P	InChI=1S/C38H76NO8P/c1-4-5-6-7-8-9-13-18-21-24-27-30-38(41)47-36(34-46-48(42,43)45-32-31-39)33-44-37(40)29-26-23-20-17-15-12-10-11-14-16-19-22-25-28-35(2)3/h35-36H,4-34,39H2,1-3H3,(H,42,43)/t36-/m1/s1	ZNOVOEVABUWGNJ-PSXMRANNSA-N	705.5308554			MMDBc0031319
BASm0018669	PE(19:iso/14:0(3-OH))	PE(19:iso/14:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:iso/14:0(3-OH)), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and  one 3-hydroxytetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(=O)OCCN)OC(=O)CC(O)CCCCCCCCCCC	C38H76NO9P	InChI=1S/C38H76NO9P/c1-4-5-6-7-8-14-18-21-24-27-35(40)31-38(42)48-36(33-47-49(43,44)46-30-29-39)32-45-37(41)28-25-22-19-16-13-11-9-10-12-15-17-20-23-26-34(2)3/h34-36,40H,4-33,39H2,1-3H3,(H,43,44)/t35?,36-/m1/s1	NDAULEZMHYEWRQ-BEBVUIBBSA-N	721.52577			MMDBc0031320
BASm0018670	PE(19:iso/15:0)	PE(19:iso/15:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:iso/15:0), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCC	C39H78NO8P	InChI=1S/C39H78NO8P/c1-4-5-6-7-8-9-10-15-19-22-25-28-31-39(42)48-37(35-47-49(43,44)46-33-32-40)34-45-38(41)30-27-24-21-18-16-13-11-12-14-17-20-23-26-29-36(2)3/h36-37H,4-35,40H2,1-3H3,(H,43,44)/t37-/m1/s1	QZMMAULWFKVIEC-DIPNUNPCSA-N	719.5465055			MMDBc0031321
BASm0018671	PE(19:iso/15:0cyclo)	PE(19:iso/15:0cyclo) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:iso/15:0cyclo), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and  one cis-9,10-Methylenetetradecanoic acid  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-4-5-25-35-31-36(35)26-21-17-15-19-23-28-39(42)48-37(33-47-49(43,44)46-30-29-40)32-45-38(41)27-22-18-14-12-10-8-6-7-9-11-13-16-20-24-34(2)3/h34-37H,4-33,40H2,1-3H3,(H,43,44)/t35?,36?,37-/m1/s1	LTLJNWJLDIGSCA-BVYUPHKZSA-N	717.5308554			MMDBc0031322
BASm0018672	PE(19:iso/16:0)	PE(19:iso/16:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:iso/16:0), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	C40H80NO8P	InChI=1S/C40H80NO8P/c1-4-5-6-7-8-9-10-12-17-20-23-26-29-32-40(43)49-38(36-48-50(44,45)47-34-33-41)35-46-39(42)31-28-25-22-19-16-14-11-13-15-18-21-24-27-30-37(2)3/h37-38H,4-36,41H2,1-3H3,(H,44,45)/t38-/m1/s1	PPYRUNLEDPOWMI-KXQOOQHDSA-N	733.5621555			MMDBc0031323
BASm0018673	PE(19:iso/16:1(9Z))	PE(19:iso/16:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:iso/16:1(9Z)), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-4-5-6-7-8-9-10-12-17-20-23-26-29-32-40(43)49-38(36-48-50(44,45)47-34-33-41)35-46-39(42)31-28-25-22-19-16-14-11-13-15-18-21-24-27-30-37(2)3/h9-10,37-38H,4-8,11-36,41H2,1-3H3,(H,44,45)/b10-9-/t38-/m1/s1	KJBALGBFXFIRRN-DMXKCDNXSA-N	731.5465055			MMDBc0031324
BASm0018674	PE(19:iso/17:0cycw7c)	PE(19:iso/17:0cycw7c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:iso/17:0cycw7c), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and  one heptadec-9-10-cyclo-anoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-4-5-6-22-27-37-33-38(37)28-23-18-16-20-25-30-41(44)50-39(35-49-51(45,46)48-32-31-42)34-47-40(43)29-24-19-15-13-11-9-7-8-10-12-14-17-21-26-36(2)3/h36-39H,4-35,42H2,1-3H3,(H,45,46)/t37?,38?,39-/m1/s1	WDMYNQJRINMPAZ-DFCGPKRUSA-N	745.5621555			MMDBc0031325
BASm0018675	PE(19:iso/18:1(9Z))	PE(19:iso/18:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:iso/18:1(9Z)), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-4-5-6-7-8-9-10-11-12-15-19-22-25-28-31-34-42(45)51-40(38-50-52(46,47)49-36-35-43)37-48-41(44)33-30-27-24-21-18-16-13-14-17-20-23-26-29-32-39(2)3/h11-12,39-40H,4-10,13-38,43H2,1-3H3,(H,46,47)/b12-11-/t40-/m1/s1	AYQOJWPBCWGWME-GNFHGXCESA-N	759.5778056			MMDBc0031326
BASm0018676	PE(19:iso/19:0cycv8c)	PE(19:iso/19:0cycv8c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:iso/19:0cycv8c), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and  one heptadec-11-12-cyclo-anoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCC1CC1CCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-4-5-6-24-29-39-35-40(39)30-25-20-16-14-18-22-27-32-43(46)52-41(37-51-53(47,48)50-34-33-44)36-49-42(45)31-26-21-17-13-11-9-7-8-10-12-15-19-23-28-38(2)3/h38-41H,4-37,44H2,1-3H3,(H,47,48)/t39?,40?,41-/m1/s1	YJFYQWVBFFJYTD-MRMIVIFUSA-N	773.5934557			MMDBc0031327
BASm0018677	PE(19:iso/19:iso)	PE(19:iso/19:iso) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(19:iso/19:iso), in particular, consists of two 17-methylocatdecanoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCC(C)C	C43H86NO8P	InChI=1S/C43H86NO8P/c1-39(2)31-27-23-19-15-11-7-5-9-13-17-21-25-29-33-42(45)49-37-41(38-51-53(47,48)50-36-35-44)52-43(46)34-30-26-22-18-14-10-6-8-12-16-20-24-28-32-40(3)4/h39-41H,5-38,44H2,1-4H3,(H,47,48)/t41-/m1/s1	CMXMESZEAVYGEC-VQJSHJPSSA-N	775.6091057			MMDBc0031328
BASm0018678	PS(10:0(3-OH)/10:0)	PS(10:0(3-OH)/10:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(10:0(3-OH)/10:0), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and  one decanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCC)C(O)=O	C26H50NO11P	InChI=1S/C26H50NO11P/c1-3-5-7-9-10-12-14-16-24(29)38-22(19-36-39(33,34)37-20-23(27)26(31)32)18-35-25(30)17-21(28)15-13-11-8-6-4-2/h21-23,28H,3-20,27H2,1-2H3,(H,31,32)(H,33,34)/t21?,22-,23+/m1/s1	VUEGERPWXIVNEX-NRSZHQCHSA-N	583.3121484			MMDBc0031329
BASm0018679	PS(10:0(3-OH)/10:0(3-OH))	PS(10:0(3-OH)/10:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(10:0(3-OH)/10:0(3-OH)), in particular, consists of two 3-hydroxydecanoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CC(O)CCCCCCC)C(O)=O	C26H50NO12P	InChI=1S/C26H50NO12P/c1-3-5-7-9-11-13-20(28)15-24(30)36-17-22(18-37-40(34,35)38-19-23(27)26(32)33)39-25(31)16-21(29)14-12-10-8-6-4-2/h20-23,28-29H,3-19,27H2,1-2H3,(H,32,33)(H,34,35)/t20?,21?,22-,23+/m1/s1	YAYOSYLDZFHUKM-HDJSHQJTSA-N	599.3070631			MMDBc0031330
BASm0018680	PS(10:0(3-OH)/12:0)	PS(10:0(3-OH)/12:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(10:0(3-OH)/12:0), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and  one dodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCCCC)C(O)=O	C28H54NO11P	InChI=1S/C28H54NO11P/c1-3-5-7-9-10-11-12-14-16-18-26(31)40-24(21-38-41(35,36)39-22-25(29)28(33)34)20-37-27(32)19-23(30)17-15-13-8-6-4-2/h23-25,30H,3-22,29H2,1-2H3,(H,33,34)(H,35,36)/t23?,24-,25+/m1/s1	MFIFPFKQOXBCCP-ZQWZXOJDSA-N	611.3434486			MMDBc0031331
BASm0018681	PS(10:0(3-OH)/12:0(3-OH))	PS(10:0(3-OH)/12:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(10:0(3-OH)/12:0(3-OH)), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and  one 3-hydroxydodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CC(O)CCCCCCCCC)C(O)=O	C28H54NO12P	InChI=1S/C28H54NO12P/c1-3-5-7-9-10-12-14-16-23(31)18-27(33)41-24(20-39-42(36,37)40-21-25(29)28(34)35)19-38-26(32)17-22(30)15-13-11-8-6-4-2/h22-25,30-31H,3-21,29H2,1-2H3,(H,34,35)(H,36,37)/t22?,23?,24-,25+/m1/s1	OHUKYWASZAWVME-CXMUWEKQSA-N	627.3383632			MMDBc0031332
BASm0018682	PS(10:0(3-OH)/14:0)	PS(10:0(3-OH)/14:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(10:0(3-OH)/14:0), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and  one tetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCCCCCC)C(O)=O	C30H58NO11P	InChI=1S/C30H58NO11P/c1-3-5-7-9-10-11-12-13-14-16-18-20-28(33)42-26(23-40-43(37,38)41-24-27(31)30(35)36)22-39-29(34)21-25(32)19-17-15-8-6-4-2/h25-27,32H,3-24,31H2,1-2H3,(H,35,36)(H,37,38)/t25?,26-,27+/m1/s1	NGWYTQPZZHAFHI-LVSLPKHJSA-N	639.3747487			MMDBc0031333
BASm0018683	PS(10:0(3-OH)/14:0(3-OH))	PS(10:0(3-OH)/14:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(10:0(3-OH)/14:0(3-OH)), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and  one 3-hydroxytetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CC(O)CCCCCCCCCCC)C(O)=O	C30H58NO12P	InChI=1S/C30H58NO12P/c1-3-5-7-9-10-11-12-14-16-18-25(33)20-29(35)43-26(22-41-44(38,39)42-23-27(31)30(36)37)21-40-28(34)19-24(32)17-15-13-8-6-4-2/h24-27,32-33H,3-23,31H2,1-2H3,(H,36,37)(H,38,39)/t24?,25?,26-,27+/m1/s1	TVKMDXRKGVTKCC-XRVZLLLRSA-N	655.3696633			MMDBc0031334
BASm0018684	PS(10:0(3-OH)/15:0)	PS(10:0(3-OH)/15:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(10:0(3-OH)/15:0), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and  one pentadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCCCCCCC)C(O)=O	C31H60NO11P	InChI=1S/C31H60NO11P/c1-3-5-7-9-10-11-12-13-14-15-17-19-21-29(34)43-27(24-41-44(38,39)42-25-28(32)31(36)37)23-40-30(35)22-26(33)20-18-16-8-6-4-2/h26-28,33H,3-25,32H2,1-2H3,(H,36,37)(H,38,39)/t26?,27-,28+/m1/s1	PUFNHHFLQVYIGL-OEBVTXOESA-N	653.3903988			MMDBc0031335
BASm0018685	PS(10:0(3-OH)/15:0cyclo)	PS(10:0(3-OH)/15:0cyclo) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(10:0(3-OH)/15:0cyclo), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and  one cis-9,10-Methylenetetradecanoic acid to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCCC1CC1CCCC	C31H58NO11P	InChI=1S/C31H58NO11P/c1-3-5-7-9-13-17-26(33)20-30(35)40-21-27(22-41-44(38,39)42-23-28(32)31(36)37)43-29(34)18-14-11-8-10-12-16-25-19-24(25)15-6-4-2/h24-28,33H,3-23,32H2,1-2H3,(H,36,37)(H,38,39)/t24?,25?,26?,27-,28+/m1/s1	ZRCYRKPFSOEGPB-LPJFGIBUSA-N	651.3747487			MMDBc0031336
BASm0018686	PS(10:0(3-OH)/16:0)	PS(10:0(3-OH)/16:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(10:0(3-OH)/16:0), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and  one hexadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCCCCCCCC)C(O)=O	C32H62NO11P	InChI=1S/C32H62NO11P/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-30(35)44-28(25-42-45(39,40)43-26-29(33)32(37)38)24-41-31(36)23-27(34)21-19-17-8-6-4-2/h27-29,34H,3-26,33H2,1-2H3,(H,37,38)(H,39,40)/t27?,28-,29+/m1/s1	WTTDSDQSFFHMCS-WUFLDLQOSA-N	667.4060488			MMDBc0031337
BASm0018687	PS(10:0(3-OH)/16:1(9Z))	PS(10:0(3-OH)/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(10:0(3-OH)/16:1(9Z)), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC	C32H60NO11P	InChI=1S/C32H60NO11P/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-30(35)44-28(25-42-45(39,40)43-26-29(33)32(37)38)24-41-31(36)23-27(34)21-19-17-8-6-4-2/h11-12,27-29,34H,3-10,13-26,33H2,1-2H3,(H,37,38)(H,39,40)/b12-11-/t27?,28-,29+/m1/s1	TZIZDEOKHXIWFO-TTZNSWPCSA-N	665.3903988			MMDBc0031338
BASm0018688	PS(10:0(3-OH)/17:0cycw7c)	PS(10:0(3-OH)/17:0cycw7c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(10:0(3-OH)/17:0cycw7c), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and  one heptadec-9-10-cyclo-anoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCCC1CC1CCCCCC	C33H62NO11P	InChI=1S/C33H62NO11P/c1-3-5-7-10-15-19-28(35)22-32(37)42-23-29(24-43-46(40,41)44-25-30(34)33(38)39)45-31(36)20-16-12-9-11-14-18-27-21-26(27)17-13-8-6-4-2/h26-30,35H,3-25,34H2,1-2H3,(H,38,39)(H,40,41)/t26?,27?,28?,29-,30+/m1/s1	URLQRDZGTHBNIV-WTKQLGNWSA-N	679.4060488			MMDBc0031339
BASm0018689	PS(10:0(3-OH)/18:1(9Z))	PS(10:0(3-OH)/18:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(10:0(3-OH)/18:1(9Z)), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C34H64NO11P	InChI=1S/C34H64NO11P/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-20-22-24-32(37)46-30(27-44-47(41,42)45-28-31(35)34(39)40)26-43-33(38)25-29(36)23-21-19-8-6-4-2/h13-14,29-31,36H,3-12,15-28,35H2,1-2H3,(H,39,40)(H,41,42)/b14-13-/t29?,30-,31+/m1/s1	MZRLQBAMFNICBG-RAKHXPICSA-N	693.4216989			MMDBc0031340
BASm0018690	PS(10:0(3-OH)/19:0cycv8c)	PS(10:0(3-OH)/19:0cycv8c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(10:0(3-OH)/19:0cycv8c), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and  one heptadec-11-12-cyclo-anoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCCCCC1CC1CCCCCC	C35H66NO11P	InChI=1S/C35H66NO11P/c1-3-5-7-12-17-21-30(37)24-34(39)44-25-31(26-45-48(42,43)46-27-32(36)35(40)41)47-33(38)22-18-14-11-9-10-13-16-20-29-23-28(29)19-15-8-6-4-2/h28-32,37H,3-27,36H2,1-2H3,(H,40,41)(H,42,43)/t28?,29?,30?,31-,32+/m1/s1	CZMPSYDDBCMNLN-DGMALUCSSA-N	707.4373489			MMDBc0031341
BASm0018691	PS(10:0(3-OH)/19:iso)	PS(10:0(3-OH)/19:iso) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(10:0(3-OH)/19:iso), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and  one 17-methylocatdecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCCCCC(O)CC(=O)OC[C@H](COP([O-])(=O)OCC(N)C([O-])=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C35H66NO11P	InChI=1S/C35H68NO11P/c1-4-5-6-16-20-23-30(37)25-34(39)44-26-31(27-45-48(42,43)46-28-32(36)35(40)41)47-33(38)24-21-18-15-13-11-9-7-8-10-12-14-17-19-22-29(2)3/h29-32,37H,4-28,36H2,1-3H3,(H,40,41)(H,42,43)/p-2/t30?,31-,32?/m1/s1	PNKZIBZZBANFRF-ZQTUWSNISA-L	707.4373485			MMDBc0031342
BASm0018692	PS(10:0/10:0(3-OH))	PS(10:0/10:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(10:0/10:0(3-OH)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 3-hydroxydecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CC(O)CCCCCCC)C(O)=O	C26H50NO11P	InChI=1S/C26H50NO11P/c1-3-5-7-9-10-12-14-16-24(29)35-18-22(19-36-39(33,34)37-20-23(27)26(31)32)38-25(30)17-21(28)15-13-11-8-6-4-2/h21-23,28H,3-20,27H2,1-2H3,(H,31,32)(H,33,34)/t21?,22-,23+/m1/s1	VIBLWKWQXVNHKJ-NRSZHQCHSA-N	583.3121484			MMDBc0031343
BASm0018693	PS(10:0/12:0(3-OH))	PS(10:0/12:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(10:0/12:0(3-OH)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 3-hydroxydodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CC(O)CCCCCCCCC)C(O)=O	C28H54NO11P	InChI=1S/C28H54NO11P/c1-3-5-7-9-11-13-15-17-23(30)19-27(32)40-24(21-38-41(35,36)39-22-25(29)28(33)34)20-37-26(31)18-16-14-12-10-8-6-4-2/h23-25,30H,3-22,29H2,1-2H3,(H,33,34)(H,35,36)/t23?,24-,25+/m1/s1	LIUROMCMFRTOBV-ZQWZXOJDSA-N	611.3434486			MMDBc0031344
BASm0018694	PS(10:0/14:0(3-OH))	PS(10:0/14:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(10:0/14:0(3-OH)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 3-hydroxytetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC)C(O)=O	C30H58NO11P	InChI=1S/C30H58NO11P/c1-3-5-7-9-11-12-14-15-17-19-25(32)21-29(34)42-26(23-40-43(37,38)41-24-27(31)30(35)36)22-39-28(33)20-18-16-13-10-8-6-4-2/h25-27,32H,3-24,31H2,1-2H3,(H,35,36)(H,37,38)/t25?,26-,27+/m1/s1	IFGAHCFRSXKRDN-LVSLPKHJSA-N	639.3747487			MMDBc0031345
BASm0018695	PS(10:0/19:iso)	PS(10:0/19:iso) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(10:0/19:iso), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 17-methylocatdecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC(N)C([O-])=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C35H66NO10P	InChI=1S/C35H68NO10P/c1-4-5-6-7-15-19-22-25-33(37)43-27-31(28-44-47(41,42)45-29-32(36)35(39)40)46-34(38)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-30(2)3/h30-32H,4-29,36H2,1-3H3,(H,39,40)(H,41,42)/p-2/t31-,32?/m1/s1	NUWFPYUTAQVCES-XGDNGBMYSA-L	691.4424338			MMDBc0031346
BASm0018696	PS(12:0(3-OH)/10:0)	PS(12:0(3-OH)/10:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(12:0(3-OH)/10:0), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and  one decanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCC)C(O)=O	C28H54NO11P	InChI=1S/C28H54NO11P/c1-3-5-7-9-11-13-15-17-23(30)19-27(32)37-20-24(21-38-41(35,36)39-22-25(29)28(33)34)40-26(31)18-16-14-12-10-8-6-4-2/h23-25,30H,3-22,29H2,1-2H3,(H,33,34)(H,35,36)/t23?,24-,25+/m1/s1	MYBVDOMDBBTZOP-ZQWZXOJDSA-N	611.3434486			MMDBc0031347
BASm0018697	PS(12:0(3-OH)/10:0(3-OH))	PS(12:0(3-OH)/10:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(12:0(3-OH)/10:0(3-OH)), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and  one 3-hydroxydecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CC(O)CCCCCCC)C(O)=O	C28H54NO12P	InChI=1S/C28H54NO12P/c1-3-5-7-9-10-12-14-15-22(30)17-26(32)38-19-24(20-39-42(36,37)40-21-25(29)28(34)35)41-27(33)18-23(31)16-13-11-8-6-4-2/h22-25,30-31H,3-21,29H2,1-2H3,(H,34,35)(H,36,37)/t22?,23?,24-,25+/m1/s1	RRXUKUHJJIYYSD-CXMUWEKQSA-N	627.3383632			MMDBc0031348
BASm0018698	PS(12:0(3-OH)/12:0)	PS(12:0(3-OH)/12:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(12:0(3-OH)/12:0), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and  one dodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)C(O)=O	C30H58NO11P	InChI=1S/C30H58NO11P/c1-3-5-7-9-11-12-14-16-18-20-28(33)42-26(23-40-43(37,38)41-24-27(31)30(35)36)22-39-29(34)21-25(32)19-17-15-13-10-8-6-4-2/h25-27,32H,3-24,31H2,1-2H3,(H,35,36)(H,37,38)/t25?,26-,27+/m1/s1	SQEAWEIJTXKVBO-LVSLPKHJSA-N	639.3747487			MMDBc0031349
BASm0018699	PS(12:0(3-OH)/12:0(3-OH))	PS(12:0(3-OH)/12:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(12:0(3-OH)/12:0(3-OH)), in particular, consists of two 3-hydroxydodecanoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CC(O)CCCCCCCCC)C(O)=O	C30H58NO12P	InChI=1S/C30H58NO12P/c1-3-5-7-9-11-13-15-17-24(32)19-28(34)40-21-26(22-41-44(38,39)42-23-27(31)30(36)37)43-29(35)20-25(33)18-16-14-12-10-8-6-4-2/h24-27,32-33H,3-23,31H2,1-2H3,(H,36,37)(H,38,39)/t24?,25?,26-,27+/m1/s1	HHHTXQSFSGTFMV-XRVZLLLRSA-N	655.3696633			MMDBc0031350
BASm0018700	PS(12:0(3-OH)/14:0)	PS(12:0(3-OH)/14:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(12:0(3-OH)/14:0), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and  one tetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)C(O)=O	C32H62NO11P	InChI=1S/C32H62NO11P/c1-3-5-7-9-11-12-13-14-16-18-20-22-30(35)44-28(25-42-45(39,40)43-26-29(33)32(37)38)24-41-31(36)23-27(34)21-19-17-15-10-8-6-4-2/h27-29,34H,3-26,33H2,1-2H3,(H,37,38)(H,39,40)/t27?,28-,29+/m1/s1	FOZFQGPFEJKZPN-WUFLDLQOSA-N	667.4060488			MMDBc0031351
BASm0018701	PS(12:0(3-OH)/14:0(3-OH))	PS(12:0(3-OH)/14:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(12:0(3-OH)/14:0(3-OH)), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and  one 3-hydroxytetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC)C(O)=O	C32H62NO12P	InChI=1S/C32H62NO12P/c1-3-5-7-9-11-12-14-16-18-20-27(35)22-31(37)45-28(24-43-46(40,41)44-25-29(33)32(38)39)23-42-30(36)21-26(34)19-17-15-13-10-8-6-4-2/h26-29,34-35H,3-25,33H2,1-2H3,(H,38,39)(H,40,41)/t26?,27?,28-,29+/m1/s1	UOULAGASNCXOOW-FNUNSLKWSA-N	683.4009634			MMDBc0031352
BASm0018702	PS(12:0(3-OH)/15:0)	PS(12:0(3-OH)/15:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(12:0(3-OH)/15:0), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and  one pentadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)C(O)=O	C33H64NO11P	InChI=1S/C33H64NO11P/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-31(36)45-29(26-43-46(40,41)44-27-30(34)33(38)39)25-42-32(37)24-28(35)22-20-18-16-10-8-6-4-2/h28-30,35H,3-27,34H2,1-2H3,(H,38,39)(H,40,41)/t28?,29-,30+/m1/s1	FTFVFXXJFSKAOV-ZECMKTFBSA-N	681.4216989			MMDBc0031353
BASm0018703	PS(12:0(3-OH)/15:0cyclo)	PS(12:0(3-OH)/15:0cyclo) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(12:0(3-OH)/15:0cyclo), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and  one cis-9,10-Methylenetetradecanoic acid to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCCC1CC1CCCC	C33H62NO11P	InChI=1S/C33H62NO11P/c1-3-5-7-8-9-12-15-19-28(35)22-32(37)42-23-29(24-43-46(40,41)44-25-30(34)33(38)39)45-31(36)20-16-13-10-11-14-18-27-21-26(27)17-6-4-2/h26-30,35H,3-25,34H2,1-2H3,(H,38,39)(H,40,41)/t26?,27?,28?,29-,30+/m1/s1	WODJTDXFSCBDOQ-WTKQLGNWSA-N	679.4060488			MMDBc0031354
BASm0018704	PS(12:0(3-OH)/16:0)	PS(12:0(3-OH)/16:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(12:0(3-OH)/16:0), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and  one hexadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)C(O)=O	C34H66NO11P	InChI=1S/C34H66NO11P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-32(37)46-30(27-44-47(41,42)45-28-31(35)34(39)40)26-43-33(38)25-29(36)23-21-19-17-10-8-6-4-2/h29-31,36H,3-28,35H2,1-2H3,(H,39,40)(H,41,42)/t29?,30-,31+/m1/s1	WQARSQOLCYFMOD-DEDDTWKVSA-N	695.4373489			MMDBc0031355
BASm0018705	PS(12:0(3-OH)/16:1(9Z))	PS(12:0(3-OH)/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(12:0(3-OH)/16:1(9Z)), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC	C34H64NO11P	InChI=1S/C34H64NO11P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-32(37)46-30(27-44-47(41,42)45-28-31(35)34(39)40)26-43-33(38)25-29(36)23-21-19-17-10-8-6-4-2/h12-13,29-31,36H,3-11,14-28,35H2,1-2H3,(H,39,40)(H,41,42)/b13-12-/t29?,30-,31+/m1/s1	LTIULYHQNOMCAI-YEGNOAIXSA-N	693.4216989			MMDBc0031356
BASm0018706	PS(12:0(3-OH)/17:0cycw7c)	PS(12:0(3-OH)/17:0cycw7c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(12:0(3-OH)/17:0cycw7c), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and  one heptadec-9-10-cyclo-anoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCCC1CC1CCCCCC	C35H66NO11P	InChI=1S/C35H66NO11P/c1-3-5-7-9-10-13-17-21-30(37)24-34(39)44-25-31(26-45-48(42,43)46-27-32(36)35(40)41)47-33(38)22-18-14-11-12-16-20-29-23-28(29)19-15-8-6-4-2/h28-32,37H,3-27,36H2,1-2H3,(H,40,41)(H,42,43)/t28?,29?,30?,31-,32+/m1/s1	PGXNCWNKLWONDM-DGMALUCSSA-N	707.4373489			MMDBc0031357
BASm0018707	PS(12:0(3-OH)/18:1(9Z))	PS(12:0(3-OH)/18:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(12:0(3-OH)/18:1(9Z)), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C36H68NO11P	InChI=1S/C36H68NO11P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-34(39)48-32(29-46-49(43,44)47-30-33(37)36(41)42)28-45-35(40)27-31(38)25-23-21-19-10-8-6-4-2/h14-15,31-33,38H,3-13,16-30,37H2,1-2H3,(H,41,42)(H,43,44)/b15-14-/t31?,32-,33+/m1/s1	PEMVHLPHPDHBKB-JWIXMMIBSA-N	721.452999			MMDBc0031358
BASm0018708	PS(12:0(3-OH)/19:0cycv8c)	PS(12:0(3-OH)/19:0cycv8c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(12:0(3-OH)/19:0cycv8c), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and  one heptadec-11-12-cyclo-anoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCCCCC1CC1CCCCCC	C37H70NO11P	InChI=1S/C37H70NO11P/c1-3-5-7-9-11-15-19-23-32(39)26-36(41)46-27-33(28-47-50(44,45)48-29-34(38)37(42)43)49-35(40)24-20-16-13-10-12-14-18-22-31-25-30(31)21-17-8-6-4-2/h30-34,39H,3-29,38H2,1-2H3,(H,42,43)(H,44,45)/t30?,31?,32?,33-,34+/m1/s1	LEGCAPXCDYUUCQ-GQGXALGXSA-N	735.4686491			MMDBc0031359
BASm0018709	PS(12:0(3-OH)/19:iso)	PS(12:0(3-OH)/19:iso) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(12:0(3-OH)/19:iso), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and  one 17-methylocatdecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCCCCCCC(O)CC(=O)OC[C@H](COP([O-])(=O)OCC(N)C([O-])=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C37H70NO11P	InChI=1S/C37H72NO11P/c1-4-5-6-7-15-19-22-25-32(39)27-36(41)46-28-33(29-47-50(44,45)48-30-34(38)37(42)43)49-35(40)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-31(2)3/h31-34,39H,4-30,38H2,1-3H3,(H,42,43)(H,44,45)/p-2/t32?,33-,34?/m1/s1	QPZBYDGMSJKFAR-QVGGVDQBSA-L	735.4686486			MMDBc0031360
BASm0018710	PS(12:0/10:0(3-OH))	PS(12:0/10:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(12:0/10:0(3-OH)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 3-hydroxydecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCC)C(O)=O	C28H54NO11P	InChI=1S/C28H54NO11P/c1-3-5-7-9-10-11-12-14-16-18-26(31)37-20-24(21-38-41(35,36)39-22-25(29)28(33)34)40-27(32)19-23(30)17-15-13-8-6-4-2/h23-25,30H,3-22,29H2,1-2H3,(H,33,34)(H,35,36)/t23?,24-,25+/m1/s1	CBYWGVYIUAAHHC-ZQWZXOJDSA-N	611.3434486			MMDBc0031361
BASm0018711	PS(12:0/12:0(3-OH))	PS(12:0/12:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(12:0/12:0(3-OH)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 3-hydroxydodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCC)C(O)=O	C30H58NO11P	InChI=1S/C30H58NO11P/c1-3-5-7-9-11-12-14-16-18-20-28(33)39-22-26(23-40-43(37,38)41-24-27(31)30(35)36)42-29(34)21-25(32)19-17-15-13-10-8-6-4-2/h25-27,32H,3-24,31H2,1-2H3,(H,35,36)(H,37,38)/t25?,26-,27+/m1/s1	AFSOILDNKRHWLN-LVSLPKHJSA-N	639.3747487			MMDBc0031362
BASm0018712	PS(12:0/14:0(3-OH))	PS(12:0/14:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(12:0/14:0(3-OH)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 3-hydroxytetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC)C(O)=O	C32H62NO11P	InChI=1S/C32H62NO11P/c1-3-5-7-9-11-13-15-17-19-21-27(34)23-31(36)44-28(25-42-45(39,40)43-26-29(33)32(37)38)24-41-30(35)22-20-18-16-14-12-10-8-6-4-2/h27-29,34H,3-26,33H2,1-2H3,(H,37,38)(H,39,40)/t27?,28-,29+/m1/s1	UZNCLYHQGVPGTG-WUFLDLQOSA-N	667.4060488			MMDBc0031363
BASm0018713	PS(12:0/19:iso)	PS(12:0/19:iso) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(12:0/19:iso), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 17-methylocatdecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC(N)C([O-])=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C37H70NO10P	InChI=1S/C37H72NO10P/c1-4-5-6-7-8-14-18-21-24-27-35(39)45-29-33(30-46-49(43,44)47-31-34(38)37(41)42)48-36(40)28-25-22-19-16-13-11-9-10-12-15-17-20-23-26-32(2)3/h32-34H,4-31,38H2,1-3H3,(H,41,42)(H,43,44)/p-2/t33-,34?/m1/s1	BQKPHZKDTBCVRB-BONSOQDYSA-L	719.473734			MMDBc0031364
BASm0018714	PS(14:0(3-OH)/10:0)	PS(14:0(3-OH)/10:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0(3-OH)/10:0), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and  one decanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCCC)C(O)=O	C30H58NO11P	InChI=1S/C30H58NO11P/c1-3-5-7-9-11-12-14-15-17-19-25(32)21-29(34)39-22-26(23-40-43(37,38)41-24-27(31)30(35)36)42-28(33)20-18-16-13-10-8-6-4-2/h25-27,32H,3-24,31H2,1-2H3,(H,35,36)(H,37,38)/t25?,26-,27+/m1/s1	JAOORMUOEYPZBN-LVSLPKHJSA-N	639.3747487			MMDBc0031365
BASm0018715	PS(14:0(3-OH)/10:0(3-OH))	PS(14:0(3-OH)/10:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0(3-OH)/10:0(3-OH)), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and  one 3-hydroxydecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCC)C(O)=O	C30H58NO12P	InChI=1S/C30H58NO12P/c1-3-5-7-9-10-11-12-14-16-17-24(32)19-28(34)40-21-26(22-41-44(38,39)42-23-27(31)30(36)37)43-29(35)20-25(33)18-15-13-8-6-4-2/h24-27,32-33H,3-23,31H2,1-2H3,(H,36,37)(H,38,39)/t24?,25?,26-,27+/m1/s1	LLVRZMHWQXEMFG-XRVZLLLRSA-N	655.3696633			MMDBc0031366
BASm0018716	PS(14:0(3-OH)/12:0)	PS(14:0(3-OH)/12:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0(3-OH)/12:0), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and  one dodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)C(O)=O	C32H62NO11P	InChI=1S/C32H62NO11P/c1-3-5-7-9-11-13-15-17-19-21-27(34)23-31(36)41-24-28(25-42-45(39,40)43-26-29(33)32(37)38)44-30(35)22-20-18-16-14-12-10-8-6-4-2/h27-29,34H,3-26,33H2,1-2H3,(H,37,38)(H,39,40)/t27?,28-,29+/m1/s1	QVVAKTXHDLKWIX-WUFLDLQOSA-N	667.4060488			MMDBc0031367
BASm0018717	PS(14:0(3-OH)/12:0(3-OH))	PS(14:0(3-OH)/12:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0(3-OH)/12:0(3-OH)), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and  one 3-hydroxydodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCC)C(O)=O	C32H62NO12P	InChI=1S/C32H62NO12P/c1-3-5-7-9-11-12-14-16-17-19-26(34)21-30(36)42-23-28(24-43-46(40,41)44-25-29(33)32(38)39)45-31(37)22-27(35)20-18-15-13-10-8-6-4-2/h26-29,34-35H,3-25,33H2,1-2H3,(H,38,39)(H,40,41)/t26?,27?,28-,29+/m1/s1	GMDUCIIBRSFEGQ-FNUNSLKWSA-N	683.4009634			MMDBc0031368
BASm0018718	PS(14:0(3-OH)/14:0)	PS(14:0(3-OH)/14:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0(3-OH)/14:0), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and  one tetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)C(O)=O	C34H66NO11P	InChI=1S/C34H66NO11P/c1-3-5-7-9-11-13-14-16-18-20-22-24-32(37)46-30(27-44-47(41,42)45-28-31(35)34(39)40)26-43-33(38)25-29(36)23-21-19-17-15-12-10-8-6-4-2/h29-31,36H,3-28,35H2,1-2H3,(H,39,40)(H,41,42)/t29?,30-,31+/m1/s1	BSEYKGJIUWAETF-DEDDTWKVSA-N	695.4373489			MMDBc0031369
BASm0018719	PS(14:0(3-OH)/14:0(3-OH))	PS(14:0(3-OH)/14:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(14:0(3-OH)/14:0(3-OH)), in particular, consists of two 3-hydroxytetradecanoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC)C(O)=O	C34H66NO12P	InChI=1S/C34H66NO12P/c1-3-5-7-9-11-13-15-17-19-21-28(36)23-32(38)44-25-30(26-45-48(42,43)46-27-31(35)34(40)41)47-33(39)24-29(37)22-20-18-16-14-12-10-8-6-4-2/h28-31,36-37H,3-27,35H2,1-2H3,(H,40,41)(H,42,43)/t28?,29?,30-,31+/m1/s1	DNQOVGLGODWOBR-IDZYKYAQSA-N	711.4322636			MMDBc0031370
BASm0018720	PS(14:0(3-OH)/15:0)	PS(14:0(3-OH)/15:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0(3-OH)/15:0), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and  one pentadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)C(O)=O	C35H68NO11P	InChI=1S/C35H68NO11P/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-33(38)47-31(28-45-48(42,43)46-29-32(36)35(40)41)27-44-34(39)26-30(37)24-22-20-18-16-12-10-8-6-4-2/h30-32,37H,3-29,36H2,1-2H3,(H,40,41)(H,42,43)/t30?,31-,32+/m1/s1	WZWBEXOWQCRCBC-RENFASQQSA-N	709.452999			MMDBc0031371
BASm0018721	PS(14:0(3-OH)/15:0cyclo)	PS(14:0(3-OH)/15:0cyclo) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0(3-OH)/15:0cyclo), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and  one cis-9,10-Methylenetetradecanoic acid to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCCC1CC1CCCC	C35H66NO11P	InChI=1S/C35H66NO11P/c1-3-5-7-8-9-10-11-14-17-21-30(37)24-34(39)44-25-31(26-45-48(42,43)46-27-32(36)35(40)41)47-33(38)22-18-15-12-13-16-20-29-23-28(29)19-6-4-2/h28-32,37H,3-27,36H2,1-2H3,(H,40,41)(H,42,43)/t28?,29?,30?,31-,32+/m1/s1	LRQFIFPJDLLBHN-DGMALUCSSA-N	707.4373489			MMDBc0031372
BASm0018722	PS(14:0(3-OH)/16:0)	PS(14:0(3-OH)/16:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0(3-OH)/16:0), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and  one hexadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)C(O)=O	C36H70NO11P	InChI=1S/C36H70NO11P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-34(39)48-32(29-46-49(43,44)47-30-33(37)36(41)42)28-45-35(40)27-31(38)25-23-21-19-17-12-10-8-6-4-2/h31-33,38H,3-30,37H2,1-2H3,(H,41,42)(H,43,44)/t31?,32-,33+/m1/s1	URUJSCOZIFKVOT-GGRPWLMJSA-N	723.4686491			MMDBc0031373
BASm0018723	PS(14:0(3-OH)/16:1(9Z))	PS(14:0(3-OH)/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0(3-OH)/16:1(9Z)), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC	C36H68NO11P	InChI=1S/C36H68NO11P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-34(39)48-32(29-46-49(43,44)47-30-33(37)36(41)42)28-45-35(40)27-31(38)25-23-21-19-17-12-10-8-6-4-2/h13-14,31-33,38H,3-12,15-30,37H2,1-2H3,(H,41,42)(H,43,44)/b14-13-/t31?,32-,33+/m1/s1	KDBVQADFLPQZQX-JBLPXNJHSA-N	721.452999			MMDBc0031374
BASm0018724	PS(14:0(3-OH)/17:0cycw7c)	PS(14:0(3-OH)/17:0cycw7c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0(3-OH)/17:0cycw7c), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and  one heptadec-9-10-cyclo-anoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCCC1CC1CCCCCC	C37H70NO11P	InChI=1S/C37H70NO11P/c1-3-5-7-9-10-11-12-15-19-23-32(39)26-36(41)46-27-33(28-47-50(44,45)48-29-34(38)37(42)43)49-35(40)24-20-16-13-14-18-22-31-25-30(31)21-17-8-6-4-2/h30-34,39H,3-29,38H2,1-2H3,(H,42,43)(H,44,45)/t30?,31?,32?,33-,34+/m1/s1	VQPQGBQOYFAXMP-GQGXALGXSA-N	735.4686491			MMDBc0031375
BASm0018725	PS(14:0(3-OH)/18:1(9Z))	PS(14:0(3-OH)/18:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0(3-OH)/18:1(9Z)), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C38H72NO11P	InChI=1S/C38H72NO11P/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-36(41)50-34(31-48-51(45,46)49-32-35(39)38(43)44)30-47-37(42)29-33(40)27-25-23-21-19-12-10-8-6-4-2/h15-16,33-35,40H,3-14,17-32,39H2,1-2H3,(H,43,44)(H,45,46)/b16-15-/t33?,34-,35+/m1/s1	ZOJBZRLWAGCTAQ-NULXETDDSA-N	749.4842991			MMDBc0031376
BASm0018726	PS(14:0(3-OH)/19:0cycv8c)	PS(14:0(3-OH)/19:0cycv8c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0(3-OH)/19:0cycv8c), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and  one heptadec-11-12-cyclo-anoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCCCCC1CC1CCCCCC	C39H74NO11P	InChI=1S/C39H74NO11P/c1-3-5-7-9-10-11-14-17-21-25-34(41)28-38(43)48-29-35(30-49-52(46,47)50-31-36(40)39(44)45)51-37(42)26-22-18-15-12-13-16-20-24-33-27-32(33)23-19-8-6-4-2/h32-36,41H,3-31,40H2,1-2H3,(H,44,45)(H,46,47)/t32?,33?,34?,35-,36+/m1/s1	ZAFKMOPFCCFYHY-BQJIMOADSA-N	763.4999492			MMDBc0031377
BASm0018727	PS(14:0(3-OH)/19:iso)	PS(14:0(3-OH)/19:iso) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0(3-OH)/19:iso), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and  one 17-methylocatdecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCCCCCCCCC(O)CC(=O)OC[C@H](COP([O-])(=O)OCC(N)C([O-])=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C39H74NO11P	InChI=1S/C39H76NO11P/c1-4-5-6-7-8-14-18-21-24-27-34(41)29-38(43)48-30-35(31-49-52(46,47)50-32-36(40)39(44)45)51-37(42)28-25-22-19-16-13-11-9-10-12-15-17-20-23-26-33(2)3/h33-36,41H,4-32,40H2,1-3H3,(H,44,45)(H,46,47)/p-2/t34?,35-,36?/m1/s1	JEGOABAWJMQMLJ-OXKMBYBQSA-L	763.4999487			MMDBc0031378
BASm0018728	PS(14:0/10:0(3-OH))	PS(14:0/10:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0/10:0(3-OH)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 3-hydroxydecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCC)C(O)=O	C30H58NO11P	InChI=1S/C30H58NO11P/c1-3-5-7-9-10-11-12-13-14-16-18-20-28(33)39-22-26(23-40-43(37,38)41-24-27(31)30(35)36)42-29(34)21-25(32)19-17-15-8-6-4-2/h25-27,32H,3-24,31H2,1-2H3,(H,35,36)(H,37,38)/t25?,26-,27+/m1/s1	INNHOUBLAKKYHI-LVSLPKHJSA-N	639.3747487			MMDBc0031379
BASm0018729	PS(14:0/12:0(3-OH))	PS(14:0/12:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0/12:0(3-OH)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 3-hydroxydodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCC)C(O)=O	C32H62NO11P	InChI=1S/C32H62NO11P/c1-3-5-7-9-11-12-13-14-16-18-20-22-30(35)41-24-28(25-42-45(39,40)43-26-29(33)32(37)38)44-31(36)23-27(34)21-19-17-15-10-8-6-4-2/h27-29,34H,3-26,33H2,1-2H3,(H,37,38)(H,39,40)/t27?,28-,29+/m1/s1	SSVNYPALAVHLNJ-WUFLDLQOSA-N	667.4060488			MMDBc0031380
BASm0018730	PS(14:0/14:0(3-OH))	PS(14:0/14:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0/14:0(3-OH)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 3-hydroxytetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC)C(O)=O	C34H66NO11P	InChI=1S/C34H66NO11P/c1-3-5-7-9-11-13-14-16-18-20-22-24-32(37)43-26-30(27-44-47(41,42)45-28-31(35)34(39)40)46-33(38)25-29(36)23-21-19-17-15-12-10-8-6-4-2/h29-31,36H,3-28,35H2,1-2H3,(H,39,40)(H,41,42)/t29?,30-,31+/m1/s1	DRKNIRUMWLJMIJ-DEDDTWKVSA-N	695.4373489			MMDBc0031381
BASm0018731	PS(14:0/19:iso)	PS(14:0/19:iso) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0/19:iso), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 17-methylocatdecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC(N)C([O-])=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C39H74NO10P	InChI=1S/C39H76NO10P/c1-4-5-6-7-8-9-13-17-20-23-26-29-37(41)47-31-35(32-48-51(45,46)49-33-36(40)39(43)44)50-38(42)30-27-24-21-18-15-12-10-11-14-16-19-22-25-28-34(2)3/h34-36H,4-33,40H2,1-3H3,(H,43,44)(H,45,46)/p-2/t35-,36?/m1/s1	DCXMOQORQSFHLZ-RERZGLEZSA-L	747.5050341			MMDBc0031382
BASm0018732	PS(15:0/10:0(3-OH))	PS(15:0/10:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(15:0/10:0(3-OH)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 3-hydroxydecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCC)C(O)=O	C31H60NO11P	InChI=1S/C31H60NO11P/c1-3-5-7-9-10-11-12-13-14-15-17-19-21-29(34)40-23-27(24-41-44(38,39)42-25-28(32)31(36)37)43-30(35)22-26(33)20-18-16-8-6-4-2/h26-28,33H,3-25,32H2,1-2H3,(H,36,37)(H,38,39)/t26?,27-,28+/m1/s1	GFHUJZKXYXQLPX-OEBVTXOESA-N	653.3903988			MMDBc0031383
BASm0018733	PS(15:0/12:0(3-OH))	PS(15:0/12:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(15:0/12:0(3-OH)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 3-hydroxydodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCC)C(O)=O	C33H64NO11P	InChI=1S/C33H64NO11P/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-31(36)42-25-29(26-43-46(40,41)44-27-30(34)33(38)39)45-32(37)24-28(35)22-20-18-16-10-8-6-4-2/h28-30,35H,3-27,34H2,1-2H3,(H,38,39)(H,40,41)/t28?,29-,30+/m1/s1	BNFKUTXFODAMDD-ZECMKTFBSA-N	681.4216989			MMDBc0031384
BASm0018734	PS(15:0/14:0(3-OH))	PS(15:0/14:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(15:0/14:0(3-OH)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 3-hydroxytetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC)C(O)=O	C35H68NO11P	InChI=1S/C35H68NO11P/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-33(38)44-27-31(28-45-48(42,43)46-29-32(36)35(40)41)47-34(39)26-30(37)24-22-20-18-16-12-10-8-6-4-2/h30-32,37H,3-29,36H2,1-2H3,(H,40,41)(H,42,43)/t30?,31-,32+/m1/s1	XDOKUFJDROOEHM-RENFASQQSA-N	709.452999			MMDBc0031385
BASm0018735	PS(15:0/19:iso)	PS(15:0/19:iso) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(15:0/19:iso), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 17-methylocatdecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC(N)C([O-])=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C40H76NO10P	InChI=1S/C40H78NO10P/c1-4-5-6-7-8-9-10-15-18-21-24-27-30-38(42)48-32-36(33-49-52(46,47)50-34-37(41)40(44)45)51-39(43)31-28-25-22-19-16-13-11-12-14-17-20-23-26-29-35(2)3/h35-37H,4-34,41H2,1-3H3,(H,44,45)(H,46,47)/p-2/t36-,37?/m1/s1	XEVUXZPIWHRACC-RKROREJRSA-L	761.5206842			MMDBc0031386
BASm0018736	PS(15:0cyclo/10:0(3-OH))	PS(15:0cyclo/10:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(15:0cyclo/10:0(3-OH)), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and  one 3-hydroxydecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CC(O)CCCCCCC	C31H58NO11P	InChI=1S/C31H58NO11P/c1-3-5-7-9-13-17-26(33)20-30(35)43-27(22-41-44(38,39)42-23-28(32)31(36)37)21-40-29(34)18-14-11-8-10-12-16-25-19-24(25)15-6-4-2/h24-28,33H,3-23,32H2,1-2H3,(H,36,37)(H,38,39)/t24?,25?,26?,27-,28+/m1/s1	FKOBTVLIUQDTMJ-LPJFGIBUSA-N	651.3747487			MMDBc0031387
BASm0018737	PS(15:0cyclo/12:0(3-OH))	PS(15:0cyclo/12:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(15:0cyclo/12:0(3-OH)), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and  one 3-hydroxydodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CC(O)CCCCCCCCC	C33H62NO11P	InChI=1S/C33H62NO11P/c1-3-5-7-8-9-12-15-19-28(35)22-32(37)45-29(24-43-46(40,41)44-25-30(34)33(38)39)23-42-31(36)20-16-13-10-11-14-18-27-21-26(27)17-6-4-2/h26-30,35H,3-25,34H2,1-2H3,(H,38,39)(H,40,41)/t26?,27?,28?,29-,30+/m1/s1	OZYMWFNQLZHFEX-WTKQLGNWSA-N	679.4060488			MMDBc0031388
BASm0018738	PS(15:0cyclo/14:0(3-OH))	PS(15:0cyclo/14:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(15:0cyclo/14:0(3-OH)), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and  one 3-hydroxytetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CC(O)CCCCCCCCCCC	C35H66NO11P	InChI=1S/C35H66NO11P/c1-3-5-7-8-9-10-11-14-17-21-30(37)24-34(39)47-31(26-45-48(42,43)46-27-32(36)35(40)41)25-44-33(38)22-18-15-12-13-16-20-29-23-28(29)19-6-4-2/h28-32,37H,3-27,36H2,1-2H3,(H,40,41)(H,42,43)/t28?,29?,30?,31-,32+/m1/s1	IKOJGDGGKXZCBP-DGMALUCSSA-N	707.4373489			MMDBc0031389
BASm0018739	PS(15:0cyclo/19:iso)	PS(15:0cyclo/19:iso) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(15:0cyclo/19:iso), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and  one 17-methylocatdecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCC1CC1CCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC(N)C([O-])=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C40H74NO10P	InChI=1S/C40H76NO10P/c1-4-5-25-34-29-35(34)26-21-17-15-19-22-27-38(42)48-30-36(31-49-52(46,47)50-32-37(41)40(44)45)51-39(43)28-23-18-14-12-10-8-6-7-9-11-13-16-20-24-33(2)3/h33-37H,4-32,41H2,1-3H3,(H,44,45)(H,46,47)/p-2/t34?,35?,36-,37?/m1/s1	LXGIGHZCFHMGRC-BPOCUFQESA-L	759.5050341			MMDBc0031390
BASm0018740	PS(16:0/10:0(3-OH))	PS(16:0/10:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:0/10:0(3-OH)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 3-hydroxydecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCC)C(O)=O	C32H62NO11P	InChI=1S/C32H62NO11P/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-30(35)41-24-28(25-42-45(39,40)43-26-29(33)32(37)38)44-31(36)23-27(34)21-19-17-8-6-4-2/h27-29,34H,3-26,33H2,1-2H3,(H,37,38)(H,39,40)/t27?,28-,29+/m1/s1	JSPSGVSMGPCJFA-WUFLDLQOSA-N	667.4060488			MMDBc0031391
BASm0018741	PS(16:0/12:0(3-OH))	PS(16:0/12:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:0/12:0(3-OH)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 3-hydroxydodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCC)C(O)=O	C34H66NO11P	InChI=1S/C34H66NO11P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-32(37)43-26-30(27-44-47(41,42)45-28-31(35)34(39)40)46-33(38)25-29(36)23-21-19-17-10-8-6-4-2/h29-31,36H,3-28,35H2,1-2H3,(H,39,40)(H,41,42)/t29?,30-,31+/m1/s1	APTIVOZFBNHPAI-DEDDTWKVSA-N	695.4373489			MMDBc0031392
BASm0018742	PS(16:0/14:0(3-OH))	PS(16:0/14:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:0/14:0(3-OH)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 3-hydroxytetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC)C(O)=O	C36H70NO11P	InChI=1S/C36H70NO11P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-34(39)45-28-32(29-46-49(43,44)47-30-33(37)36(41)42)48-35(40)27-31(38)25-23-21-19-17-12-10-8-6-4-2/h31-33,38H,3-30,37H2,1-2H3,(H,41,42)(H,43,44)/t31?,32-,33+/m1/s1	FZUVUITVELNMMM-GGRPWLMJSA-N	723.4686491			MMDBc0031393
BASm0018743	PS(16:0/19:iso)	PS(16:0/19:iso) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:0/19:iso), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 17-methylocatdecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC(N)C([O-])=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C41H78NO10P	InChI=1S/C41H80NO10P/c1-4-5-6-7-8-9-10-12-16-19-22-25-28-31-39(43)49-33-37(34-50-53(47,48)51-35-38(42)41(45)46)52-40(44)32-29-26-23-20-17-14-11-13-15-18-21-24-27-30-36(2)3/h36-38H,4-35,42H2,1-3H3,(H,45,46)(H,47,48)/p-2/t37-,38?/m1/s1	LONZCZVIRMNRLN-MLPLAHBKSA-L	775.5363342			MMDBc0031394
BASm0018744	PS(16:1(9Z)/10:0(3-OH))	PS(16:1(9Z)/10:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:1(9Z)/10:0(3-OH)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 3-hydroxydecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CC(O)CCCCCCC	C32H60NO11P	InChI=1S/C32H60NO11P/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-30(35)41-24-28(25-42-45(39,40)43-26-29(33)32(37)38)44-31(36)23-27(34)21-19-17-8-6-4-2/h11-12,27-29,34H,3-10,13-26,33H2,1-2H3,(H,37,38)(H,39,40)/b12-11-/t27?,28-,29+/m1/s1	NMVTTXUJPPRTHL-TTZNSWPCSA-N	665.3903988			MMDBc0031395
BASm0018745	PS(16:1(9Z)/12:0(3-OH))	PS(16:1(9Z)/12:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:1(9Z)/12:0(3-OH)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 3-hydroxydodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CC(O)CCCCCCCCC	C34H64NO11P	InChI=1S/C34H64NO11P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-32(37)43-26-30(27-44-47(41,42)45-28-31(35)34(39)40)46-33(38)25-29(36)23-21-19-17-10-8-6-4-2/h12-13,29-31,36H,3-11,14-28,35H2,1-2H3,(H,39,40)(H,41,42)/b13-12-/t29?,30-,31+/m1/s1	KTAWMTJIYFYOTJ-YEGNOAIXSA-N	693.4216989			MMDBc0031396
BASm0018746	PS(16:1(9Z)/14:0(3-OH))	PS(16:1(9Z)/14:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:1(9Z)/14:0(3-OH)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 3-hydroxytetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CC(O)CCCCCCCCCCC	C36H68NO11P	InChI=1S/C36H68NO11P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-34(39)45-28-32(29-46-49(43,44)47-30-33(37)36(41)42)48-35(40)27-31(38)25-23-21-19-17-12-10-8-6-4-2/h13-14,31-33,38H,3-12,15-30,37H2,1-2H3,(H,41,42)(H,43,44)/b14-13-/t31?,32-,33+/m1/s1	FXLHSPFRLHOGEP-JBLPXNJHSA-N	721.452999			MMDBc0031397
BASm0018747	PS(16:1(9Z)/19:iso)	PS(16:1(9Z)/19:iso) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:1(9Z)/19:iso), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 17-methylocatdecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCCC\C=C/CCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC(N)C([O-])=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C41H76NO10P	InChI=1S/C41H78NO10P/c1-4-5-6-7-8-9-10-12-16-19-22-25-28-31-39(43)49-33-37(34-50-53(47,48)51-35-38(42)41(45)46)52-40(44)32-29-26-23-20-17-14-11-13-15-18-21-24-27-30-36(2)3/h9-10,36-38H,4-8,11-35,42H2,1-3H3,(H,45,46)(H,47,48)/p-2/b10-9-/t37-,38?/m1/s1	GGWJSPYGDALKMX-LDLKLMHHSA-L	773.5206842			MMDBc0031398
BASm0018748	PS(17:0cycw7c/10:0(3-OH))	PS(17:0cycw7c/10:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(17:0cycw7c/10:0(3-OH)), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and  one 3-hydroxydecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CC(O)CCCCCCC	C33H62NO11P	InChI=1S/C33H62NO11P/c1-3-5-7-10-15-19-28(35)22-32(37)45-29(24-43-46(40,41)44-25-30(34)33(38)39)23-42-31(36)20-16-12-9-11-14-18-27-21-26(27)17-13-8-6-4-2/h26-30,35H,3-25,34H2,1-2H3,(H,38,39)(H,40,41)/t26?,27?,28?,29-,30+/m1/s1	YCAYOJCJAWPTLO-WTKQLGNWSA-N	679.4060488			MMDBc0031399
BASm0018749	PS(17:0cycw7c/12:0(3-OH))	PS(17:0cycw7c/12:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(17:0cycw7c/12:0(3-OH)), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and  one 3-hydroxydodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CC(O)CCCCCCCCC	C35H66NO11P	InChI=1S/C35H66NO11P/c1-3-5-7-9-10-13-17-21-30(37)24-34(39)47-31(26-45-48(42,43)46-27-32(36)35(40)41)25-44-33(38)22-18-14-11-12-16-20-29-23-28(29)19-15-8-6-4-2/h28-32,37H,3-27,36H2,1-2H3,(H,40,41)(H,42,43)/t28?,29?,30?,31-,32+/m1/s1	BJJTYZQGIMFFBQ-DGMALUCSSA-N	707.4373489			MMDBc0031400
BASm0018750	PS(17:0cycw7c/14:0(3-OH))	PS(17:0cycw7c/14:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(17:0cycw7c/14:0(3-OH)), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and  one 3-hydroxytetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CC(O)CCCCCCCCCCC	C37H70NO11P	InChI=1S/C37H70NO11P/c1-3-5-7-9-10-11-12-15-19-23-32(39)26-36(41)49-33(28-47-50(44,45)48-29-34(38)37(42)43)27-46-35(40)24-20-16-13-14-18-22-31-25-30(31)21-17-8-6-4-2/h30-34,39H,3-29,38H2,1-2H3,(H,42,43)(H,44,45)/t30?,31?,32?,33-,34+/m1/s1	LNJASBXHYBKTLM-GQGXALGXSA-N	735.4686491			MMDBc0031401
BASm0018751	PS(17:0cycw7c/19:iso)	PS(17:0cycw7c/19:iso) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(17:0cycw7c/19:iso), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and  one 17-methylocatdecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCCCC1CC1CCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC(N)C([O-])=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C42H78NO10P	InChI=1S/C42H80NO10P/c1-4-5-6-22-27-36-31-37(36)28-23-18-16-20-24-29-40(44)50-32-38(33-51-54(48,49)52-34-39(43)42(46)47)53-41(45)30-25-19-15-13-11-9-7-8-10-12-14-17-21-26-35(2)3/h35-39H,4-34,43H2,1-3H3,(H,46,47)(H,48,49)/p-2/t36?,37?,38-,39?/m1/s1	PHEXCIGGYVKNCH-ZXMRSIAPSA-L	787.5363342			MMDBc0031402
BASm0018752	PS(18:1(9Z)/10:0(3-OH))	PS(18:1(9Z)/10:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(18:1(9Z)/10:0(3-OH)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 3-hydroxydecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CC(O)CCCCCCC	C34H64NO11P	InChI=1S/C34H64NO11P/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-20-22-24-32(37)43-26-30(27-44-47(41,42)45-28-31(35)34(39)40)46-33(38)25-29(36)23-21-19-8-6-4-2/h13-14,29-31,36H,3-12,15-28,35H2,1-2H3,(H,39,40)(H,41,42)/b14-13-/t29?,30-,31+/m1/s1	SKHNNXKPYZBGDZ-RAKHXPICSA-N	693.4216989			MMDBc0031403
BASm0018753	PS(18:1(9Z)/12:0(3-OH))	PS(18:1(9Z)/12:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(18:1(9Z)/12:0(3-OH)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 3-hydroxydodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CC(O)CCCCCCCCC	C36H68NO11P	InChI=1S/C36H68NO11P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-34(39)45-28-32(29-46-49(43,44)47-30-33(37)36(41)42)48-35(40)27-31(38)25-23-21-19-10-8-6-4-2/h14-15,31-33,38H,3-13,16-30,37H2,1-2H3,(H,41,42)(H,43,44)/b15-14-/t31?,32-,33+/m1/s1	IGHFQCBJHREGFA-JWIXMMIBSA-N	721.452999			MMDBc0031404
BASm0018754	PS(18:1(9Z)/14:0(3-OH))	PS(18:1(9Z)/14:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(18:1(9Z)/14:0(3-OH)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 3-hydroxytetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CC(O)CCCCCCCCCCC	C38H72NO11P	InChI=1S/C38H72NO11P/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-36(41)47-30-34(31-48-51(45,46)49-32-35(39)38(43)44)50-37(42)29-33(40)27-25-23-21-19-12-10-8-6-4-2/h15-16,33-35,40H,3-14,17-32,39H2,1-2H3,(H,43,44)(H,45,46)/b16-15-/t33?,34-,35+/m1/s1	SQXFXOZUDNOGIK-NULXETDDSA-N	749.4842991			MMDBc0031405
BASm0018755	PS(18:1(9Z)/19:iso)	PS(18:1(9Z)/19:iso) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(18:1(9Z)/19:iso), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 17-methylocatdecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC(N)C([O-])=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C43H80NO10P	InChI=1S/C43H82NO10P/c1-4-5-6-7-8-9-10-11-12-15-18-21-24-27-30-33-41(45)51-35-39(36-52-55(49,50)53-37-40(44)43(47)48)54-42(46)34-31-28-25-22-19-16-13-14-17-20-23-26-29-32-38(2)3/h11-12,38-40H,4-10,13-37,44H2,1-3H3,(H,47,48)(H,49,50)/p-2/b12-11-/t39-,40?/m1/s1	QXULAZJRRRBYEV-AWQHUTMPSA-L	801.5519843			MMDBc0031406
BASm0018756	PS(19:0cycv8c/10:0(3-OH))	PS(19:0cycv8c/10:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:0cycv8c/10:0(3-OH)), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and  one 3-hydroxydecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CC(O)CCCCCCC	C35H66NO11P	InChI=1S/C35H66NO11P/c1-3-5-7-12-17-21-30(37)24-34(39)47-31(26-45-48(42,43)46-27-32(36)35(40)41)25-44-33(38)22-18-14-11-9-10-13-16-20-29-23-28(29)19-15-8-6-4-2/h28-32,37H,3-27,36H2,1-2H3,(H,40,41)(H,42,43)/t28?,29?,30?,31-,32+/m1/s1	KUMSGFBDIPKYGF-DGMALUCSSA-N	707.4373489			MMDBc0031407
BASm0018757	PS(19:0cycv8c/12:0(3-OH))	PS(19:0cycv8c/12:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:0cycv8c/12:0(3-OH)), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and  one 3-hydroxydodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CC(O)CCCCCCCCC	C37H70NO11P	InChI=1S/C37H70NO11P/c1-3-5-7-9-11-15-19-23-32(39)26-36(41)49-33(28-47-50(44,45)48-29-34(38)37(42)43)27-46-35(40)24-20-16-13-10-12-14-18-22-31-25-30(31)21-17-8-6-4-2/h30-34,39H,3-29,38H2,1-2H3,(H,42,43)(H,44,45)/t30?,31?,32?,33-,34+/m1/s1	AZKVXFQMJXRVOI-GQGXALGXSA-N	735.4686491			MMDBc0031408
BASm0018758	PS(19:0cycv8c/14:0(3-OH))	PS(19:0cycv8c/14:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:0cycv8c/14:0(3-OH)), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and  one 3-hydroxytetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CC(O)CCCCCCCCCCC	C39H74NO11P	InChI=1S/C39H74NO11P/c1-3-5-7-9-10-11-14-17-21-25-34(41)28-38(43)51-35(30-49-52(46,47)50-31-36(40)39(44)45)29-48-37(42)26-22-18-15-12-13-16-20-24-33-27-32(33)23-19-8-6-4-2/h32-36,41H,3-31,40H2,1-2H3,(H,44,45)(H,46,47)/t32?,33?,34?,35-,36+/m1/s1	IUXFSPONIGBPJB-BQJIMOADSA-N	763.4999492			MMDBc0031409
BASm0018759	PS(19:0cycv8c/19:iso)	PS(19:0cycv8c/19:iso) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:0cycv8c/19:iso), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and  one 17-methylocatdecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCCCC1CC1CCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC(N)C([O-])=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C44H82NO10P	InChI=1S/C44H84NO10P/c1-4-5-6-24-29-38-33-39(38)30-25-20-16-14-18-21-26-31-42(46)52-34-40(35-53-56(50,51)54-36-41(45)44(48)49)55-43(47)32-27-22-17-13-11-9-7-8-10-12-15-19-23-28-37(2)3/h37-41H,4-36,45H2,1-3H3,(H,48,49)(H,50,51)/p-2/t38?,39?,40-,41?/m1/s1	WUHZVPDIZMTRHA-JIGNOSLQSA-L	815.5676344			MMDBc0031410
BASm0018760	PS(19:iso/10:0)	PS(19:iso/10:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:iso/10:0), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and  one decanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP([O-])(=O)OCC(N)C([O-])=O	C35H66NO10P	InChI=1S/C35H68NO10P/c1-4-5-6-7-15-20-23-26-34(38)46-31(28-44-47(41,42)45-29-32(36)35(39)40)27-43-33(37)25-22-19-17-14-12-10-8-9-11-13-16-18-21-24-30(2)3/h30-32H,4-29,36H2,1-3H3,(H,39,40)(H,41,42)/p-2/t31-,32?/m1/s1	HJSVQQZRDSJETC-XGDNGBMYSA-L	691.4424338			MMDBc0031411
BASm0018761	PS(19:iso/10:0(3-OH))	PS(19:iso/10:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:iso/10:0(3-OH)), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and  one 3-hydroxydecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCCCCC(O)CC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP([O-])(=O)OCC(N)C([O-])=O	C35H66NO11P	InChI=1S/C35H68NO11P/c1-4-5-6-16-20-23-30(37)25-34(39)47-31(27-45-48(42,43)46-28-32(36)35(40)41)26-44-33(38)24-21-18-15-13-11-9-7-8-10-12-14-17-19-22-29(2)3/h29-32,37H,4-28,36H2,1-3H3,(H,40,41)(H,42,43)/p-2/t30?,31-,32?/m1/s1	WZTDAKMJTVLOFL-ZQTUWSNISA-L	707.4373485			MMDBc0031412
BASm0018762	PS(19:iso/12:0)	PS(19:iso/12:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:iso/12:0), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and  one dodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP([O-])(=O)OCC(N)C([O-])=O	C37H70NO10P	InChI=1S/C37H72NO10P/c1-4-5-6-7-8-14-19-22-25-28-36(40)48-33(30-46-49(43,44)47-31-34(38)37(41)42)29-45-35(39)27-24-21-18-16-13-11-9-10-12-15-17-20-23-26-32(2)3/h32-34H,4-31,38H2,1-3H3,(H,41,42)(H,43,44)/p-2/t33-,34?/m1/s1	LDAOHNWLOMYRQY-BONSOQDYSA-L	719.473734			MMDBc0031413
BASm0018763	PS(19:iso/12:0(3-OH))	PS(19:iso/12:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:iso/12:0(3-OH)), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and  one 3-hydroxydodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCCCCCCC(O)CC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP([O-])(=O)OCC(N)C([O-])=O	C37H70NO11P	InChI=1S/C37H72NO11P/c1-4-5-6-7-15-19-22-25-32(39)27-36(41)49-33(29-47-50(44,45)48-30-34(38)37(42)43)28-46-35(40)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-31(2)3/h31-34,39H,4-30,38H2,1-3H3,(H,42,43)(H,44,45)/p-2/t32?,33-,34?/m1/s1	NRSDBRVMETVIEE-QVGGVDQBSA-L	735.4686486			MMDBc0031414
BASm0018764	PS(19:iso/14:0)	PS(19:iso/14:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:iso/14:0), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and  one tetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP([O-])(=O)OCC(N)C([O-])=O	C39H74NO10P	InChI=1S/C39H76NO10P/c1-4-5-6-7-8-9-13-18-21-24-27-30-38(42)50-35(32-48-51(45,46)49-33-36(40)39(43)44)31-47-37(41)29-26-23-20-17-15-12-10-11-14-16-19-22-25-28-34(2)3/h34-36H,4-33,40H2,1-3H3,(H,43,44)(H,45,46)/p-2/t35-,36?/m1/s1	QLQVVZJCSSFJNW-RERZGLEZSA-L	747.5050341			MMDBc0031415
BASm0018765	PS(19:iso/14:0(3-OH))	PS(19:iso/14:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:iso/14:0(3-OH)), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and  one 3-hydroxytetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCCCCCCCCC(O)CC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP([O-])(=O)OCC(N)C([O-])=O	C39H74NO11P	InChI=1S/C39H76NO11P/c1-4-5-6-7-8-14-18-21-24-27-34(41)29-38(43)51-35(31-49-52(46,47)50-32-36(40)39(44)45)30-48-37(42)28-25-22-19-16-13-11-9-10-12-15-17-20-23-26-33(2)3/h33-36,41H,4-32,40H2,1-3H3,(H,44,45)(H,46,47)/p-2/t34?,35-,36?/m1/s1	ASJXCOOCWAYWIO-OXKMBYBQSA-L	763.4999487			MMDBc0031416
BASm0018766	PS(19:iso/15:0)	PS(19:iso/15:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:iso/15:0), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and  one pentadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP([O-])(=O)OCC(N)C([O-])=O	C40H76NO10P	InChI=1S/C40H78NO10P/c1-4-5-6-7-8-9-10-15-19-22-25-28-31-39(43)51-36(33-49-52(46,47)50-34-37(41)40(44)45)32-48-38(42)30-27-24-21-18-16-13-11-12-14-17-20-23-26-29-35(2)3/h35-37H,4-34,41H2,1-3H3,(H,44,45)(H,46,47)/p-2/t36-,37?/m1/s1	JWIQDPGAOBKMHO-RKROREJRSA-L	761.5206842			MMDBc0031417
BASm0018767	PS(19:iso/15:0cyclo)	PS(19:iso/15:0cyclo) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:iso/15:0cyclo), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and  one cis-9,10-Methylenetetradecanoic acid to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCC1CC1CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP([O-])(=O)OCC(N)C([O-])=O	C40H74NO10P	InChI=1S/C40H76NO10P/c1-4-5-25-34-29-35(34)26-21-17-15-19-23-28-39(43)51-36(31-49-52(46,47)50-32-37(41)40(44)45)30-48-38(42)27-22-18-14-12-10-8-6-7-9-11-13-16-20-24-33(2)3/h33-37H,4-32,41H2,1-3H3,(H,44,45)(H,46,47)/p-2/t34?,35?,36-,37?/m1/s1	JFSIUCADCRBONT-BPOCUFQESA-L	759.5050341			MMDBc0031418
BASm0018768	PS(19:iso/16:0)	PS(19:iso/16:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:iso/16:0), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and  one hexadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP([O-])(=O)OCC(N)C([O-])=O	C41H78NO10P	InChI=1S/C41H80NO10P/c1-4-5-6-7-8-9-10-12-17-20-23-26-29-32-40(44)52-37(34-50-53(47,48)51-35-38(42)41(45)46)33-49-39(43)31-28-25-22-19-16-14-11-13-15-18-21-24-27-30-36(2)3/h36-38H,4-35,42H2,1-3H3,(H,45,46)(H,47,48)/p-2/t37-,38?/m1/s1	HPYPCPVTNBLHOO-MLPLAHBKSA-L	775.5363342			MMDBc0031419
BASm0018769	PS(19:iso/16:1(9Z))	PS(19:iso/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:iso/16:1(9Z)), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCCC\C=C/CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP([O-])(=O)OCC(N)C([O-])=O	C41H76NO10P	InChI=1S/C41H78NO10P/c1-4-5-6-7-8-9-10-12-17-20-23-26-29-32-40(44)52-37(34-50-53(47,48)51-35-38(42)41(45)46)33-49-39(43)31-28-25-22-19-16-14-11-13-15-18-21-24-27-30-36(2)3/h9-10,36-38H,4-8,11-35,42H2,1-3H3,(H,45,46)(H,47,48)/p-2/b10-9-/t37-,38?/m1/s1	UYTVXJQICZFVOU-LDLKLMHHSA-L	773.5206842			MMDBc0031420
BASm0018770	PS(19:iso/17:0cycw7c)	PS(19:iso/17:0cycw7c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:iso/17:0cycw7c), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and  one heptadec-9-10-cyclo-anoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCCCC1CC1CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP([O-])(=O)OCC(N)C([O-])=O	C42H78NO10P	InChI=1S/C42H80NO10P/c1-4-5-6-22-27-36-31-37(36)28-23-18-16-20-25-30-41(45)53-38(33-51-54(48,49)52-34-39(43)42(46)47)32-50-40(44)29-24-19-15-13-11-9-7-8-10-12-14-17-21-26-35(2)3/h35-39H,4-34,43H2,1-3H3,(H,46,47)(H,48,49)/p-2/t36?,37?,38-,39?/m1/s1	CVWYUKXVTKVQFP-ZXMRSIAPSA-L	787.5363342			MMDBc0031421
BASm0018771	PS(19:iso/18:1(9Z))	PS(19:iso/18:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:iso/18:1(9Z)), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCCCCC\C=C/CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP([O-])(=O)OCC(N)C([O-])=O	C43H80NO10P	InChI=1S/C43H82NO10P/c1-4-5-6-7-8-9-10-11-12-15-19-22-25-28-31-34-42(46)54-39(36-52-55(49,50)53-37-40(44)43(47)48)35-51-41(45)33-30-27-24-21-18-16-13-14-17-20-23-26-29-32-38(2)3/h11-12,38-40H,4-10,13-37,44H2,1-3H3,(H,47,48)(H,49,50)/p-2/b12-11-/t39-,40?/m1/s1	VKZSRAUQABMPLV-AWQHUTMPSA-L	801.5519843			MMDBc0031422
BASm0018772	PS(19:iso/19:0cycv8c)	PS(19:iso/19:0cycv8c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:iso/19:0cycv8c), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and  one heptadec-11-12-cyclo-anoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CCCCCCC1CC1CCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP([O-])(=O)OCC(N)C([O-])=O	C44H82NO10P	InChI=1S/C44H84NO10P/c1-4-5-6-24-29-38-33-39(38)30-25-20-16-14-18-22-27-32-43(47)55-40(35-53-56(50,51)54-36-41(45)44(48)49)34-52-42(46)31-26-21-17-13-11-9-7-8-10-12-15-19-23-28-37(2)3/h37-41H,4-36,45H2,1-3H3,(H,48,49)(H,50,51)/p-2/t38?,39?,40-,41?/m1/s1	AYKOVCVPEIUPCM-JIGNOSLQSA-L	815.5676344			MMDBc0031423
BASm0018773	PS(19:iso/19:iso)	PS(19:iso/19:iso) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(19:iso/19:iso), in particular, consists of two 17-methylocatdecanoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	CC(C)CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC(N)C([O-])=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C44H84NO10P	InChI=1S/C44H86NO10P/c1-38(2)31-27-23-19-15-11-7-5-9-13-17-21-25-29-33-42(46)52-35-40(36-53-56(50,51)54-37-41(45)44(48)49)55-43(47)34-30-26-22-18-14-10-6-8-12-16-20-24-28-32-39(3)4/h38-41H,5-37,45H2,1-4H3,(H,48,49)(H,50,51)/p-2/t40-,41?/m1/s1	UTCODXKLFXERFJ-AXHXVYJZSA-L	817.5832844			MMDBc0031424
BASm0018774	PG(10:0/10:0(3-OH))	PG(10:0(3-OH)/10:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0(3-OH)/10:0), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and one decanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CC(O)CCCCCCC	C26H51O11P	InChI=1S/C26H51O11P/c1-3-5-7-9-10-12-14-16-25(30)34-20-24(21-36-38(32,33)35-19-23(29)18-27)37-26(31)17-22(28)15-13-11-8-6-4-2/h22-24,27-29H,3-21H2,1-2H3,(H,32,33)/t22?,23-,24+/m0/s1	RZUDVTLALJJYMW-YDUIRMPASA-N	570.3168995			MMDBc0031425
BASm0018775	PG(10:0(3-OH)/10:0(3-OH))	PG(10:0(3-OH)/10:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0(3-OH)/10:0(3-OH)), in particular, consists of two 3-hydroxydecanoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CC(O)CCCCCCC	C26H51O12P	InChI=1S/C26H51O12P/c1-3-5-7-9-11-13-21(28)15-25(31)35-19-24(20-37-39(33,34)36-18-23(30)17-27)38-26(32)16-22(29)14-12-10-8-6-4-2/h21-24,27-30H,3-20H2,1-2H3,(H,33,34)/t21?,22?,23-,24+/m0/s1	RNMLJIBTZIFLAP-STTLMXHVSA-N	586.3118141			MMDBc0031426
BASm0018776	PG(12:0/10:0(3-OH))	PG(10:0(3-OH)/12:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0(3-OH)/12:0), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCC	C28H55O11P	InChI=1S/C28H55O11P/c1-3-5-7-9-10-11-12-14-16-18-27(32)36-22-26(23-38-40(34,35)37-21-25(31)20-29)39-28(33)19-24(30)17-15-13-8-6-4-2/h24-26,29-31H,3-23H2,1-2H3,(H,34,35)/t24?,25-,26+/m0/s1	WNBRGPQLLNLAIC-XBCLTQTASA-N	598.3481996			MMDBc0031427
BASm0018777	PG(12:0(3-OH)/10:0(3-OH))	PG(10:0(3-OH)/12:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0(3-OH)/12:0(3-OH)), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and one 3-hydroxydodecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CC(O)CCCCCCC	C28H55O12P	InChI=1S/C28H55O12P/c1-3-5-7-9-10-12-14-15-23(30)17-27(33)37-21-26(22-39-41(35,36)38-20-25(32)19-29)40-28(34)18-24(31)16-13-11-8-6-4-2/h23-26,29-32H,3-22H2,1-2H3,(H,35,36)/t23?,24?,25-,26+/m0/s1	CWTYACDBYMWGNH-WNZNVHFWSA-N	614.3431142			MMDBc0031428
BASm0018778	PG(14:0/10:0(3-OH))	PG(10:0(3-OH)/14:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0(3-OH)/14:0), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCC	C30H59O11P	InChI=1S/C30H59O11P/c1-3-5-7-9-10-11-12-13-14-16-18-20-29(34)38-24-28(25-40-42(36,37)39-23-27(33)22-31)41-30(35)21-26(32)19-17-15-8-6-4-2/h26-28,31-33H,3-25H2,1-2H3,(H,36,37)/t26?,27-,28+/m0/s1	SKLXRBIBZXGXLG-GUQXXGRISA-N	626.3794997			MMDBc0031429
BASm0018779	PG(14:0(3-OH)/10:0(3-OH))	PG(10:0(3-OH)/14:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0(3-OH)/14:0(3-OH)), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and one 3-hydroxytetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCC	C30H59O12P	InChI=1S/C30H59O12P/c1-3-5-7-9-10-11-12-14-16-17-25(32)19-29(35)39-23-28(24-41-43(37,38)40-22-27(34)21-31)42-30(36)20-26(33)18-15-13-8-6-4-2/h25-28,31-34H,3-24H2,1-2H3,(H,37,38)/t25?,26?,27-,28+/m0/s1	PQLUTJJFTXDPLZ-LWCGHFMUSA-N	642.3744143			MMDBc0031430
BASm0018780	PG(15:0/10:0(3-OH))	PG(10:0(3-OH)/15:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0(3-OH)/15:0), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCC	C31H61O11P	InChI=1S/C31H61O11P/c1-3-5-7-9-10-11-12-13-14-15-17-19-21-30(35)39-25-29(26-41-43(37,38)40-24-28(34)23-32)42-31(36)22-27(33)20-18-16-8-6-4-2/h27-29,32-34H,3-26H2,1-2H3,(H,37,38)/t27?,28-,29+/m0/s1	SXSHIPIDJVVEJP-CVWZLOPKSA-N	640.3951498			MMDBc0031431
BASm0018781	PG(15:0cyclo/10:0(3-OH))	PG(10:0(3-OH)/15:0cyclo) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0(3-OH)/15:0cyclo), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and one cis-9,10-Methylenetetradecanoic acid  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CC(O)CCCCCCC	C31H59O11P	InChI=1S/C31H59O11P/c1-3-5-7-9-13-17-27(33)20-31(36)42-29(24-41-43(37,38)40-22-28(34)21-32)23-39-30(35)18-14-11-8-10-12-16-26-19-25(26)15-6-4-2/h25-29,32-34H,3-24H2,1-2H3,(H,37,38)/t25?,26?,27?,28-,29+/m0/s1	OKIUYVUZRIMBGJ-IFULXZEUSA-N	638.3794997			MMDBc0031432
BASm0018782	PG(16:0/10:0(3-OH))	PG(10:0(3-OH)/16:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0(3-OH)/16:0), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCC	C32H63O11P	InChI=1S/C32H63O11P/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-31(36)40-26-30(27-42-44(38,39)41-25-29(35)24-33)43-32(37)23-28(34)21-19-17-8-6-4-2/h28-30,33-35H,3-27H2,1-2H3,(H,38,39)/t28?,29-,30+/m0/s1	RWINZOMDAMFFCY-YHCMTOLSSA-N	654.4107998			MMDBc0031433
BASm0018783	PG(16:1(9Z)/10:0(3-OH))	PG(10:0(3-OH)/16:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0(3-OH)/16:1(9Z)), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CC(O)CCCCCCC	C32H61O11P	InChI=1S/C32H61O11P/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-31(36)40-26-30(27-42-44(38,39)41-25-29(35)24-33)43-32(37)23-28(34)21-19-17-8-6-4-2/h11-12,28-30,33-35H,3-10,13-27H2,1-2H3,(H,38,39)/b12-11-/t28?,29-,30+/m0/s1	IMPXUTLHCUEPBX-MIJJTBKJSA-N	652.3951498			MMDBc0031434
BASm0018784	PG(17:0cycw7c/10:0(3-OH))	PG(10:0(3-OH)/17:0cycw7c) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0(3-OH)/17:0cycw7c), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and one heptadec-9-10-cyclo-anoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCC	C33H63O11P	InChI=1S/C33H63O11P/c1-3-5-7-10-15-19-29(35)22-33(38)44-31(26-43-45(39,40)42-24-30(36)23-34)25-41-32(37)20-16-12-9-11-14-18-28-21-27(28)17-13-8-6-4-2/h27-31,34-36H,3-26H2,1-2H3,(H,39,40)/t27?,28?,29?,30-,31+/m0/s1	LAGVQECOFFXEMS-AIMSBCCHSA-N	666.4107998			MMDBc0031435
BASm0018785	PG(18:1(9Z)/10:0(3-OH))	PG(10:0(3-OH)/18:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0(3-OH)/18:1(9Z)), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CC(O)CCCCCCC	C34H65O11P	InChI=1S/C34H65O11P/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-20-22-24-33(38)42-28-32(29-44-46(40,41)43-27-31(37)26-35)45-34(39)25-30(36)23-21-19-8-6-4-2/h13-14,30-32,35-37H,3-12,15-29H2,1-2H3,(H,40,41)/b14-13-/t30?,31-,32+/m0/s1	GLNVNEGENVXBJX-HJVFSXHRSA-N	680.4264499			MMDBc0031436
BASm0018786	PG(19:0cycv8c/10:0(3-OH))	PG(10:0(3-OH)/19:0cycv8c) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0(3-OH)/19:0cycv8c), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and one heptadec-11-12-cyclo-anoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCC	C35H67O11P	InChI=1S/C35H67O11P/c1-3-5-7-12-17-21-31(37)24-35(40)46-33(28-45-47(41,42)44-26-32(38)25-36)27-43-34(39)22-18-14-11-9-10-13-16-20-30-23-29(30)19-15-8-6-4-2/h29-33,36-38H,3-28H2,1-2H3,(H,41,42)/t29?,30?,31?,32-,33+/m0/s1	NHMWFJXYKVJJIQ-QOGUGHGESA-N	694.4421			MMDBc0031437
BASm0018787	PG(10:0(3-OH)/19:iso)	PG(10:0(3-OH)/19:iso) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0(3-OH)/19:iso), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and one 17-methylocatdecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	CCCCCCCC(O)CC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCCCCCCCCCCC(C)C	C35H69O11P	InChI=1S/C35H69O11P/c1-4-5-6-16-20-23-31(37)25-35(40)43-28-33(29-45-47(41,42)44-27-32(38)26-36)46-34(39)24-21-18-15-13-11-9-7-8-10-12-14-17-19-22-30(2)3/h30-33,36-38H,4-29H2,1-3H3,(H,41,42)	IAGRHZWZHLNOOY-UHFFFAOYSA-N	696.4577496			MMDBc0031438
BASm0018788	PG(10:0(3-OH)/10:0)	PG(10:0/10:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0/10:0(3-OH)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 3-hydroxydecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCC	C26H51O11P	InChI=1S/C26H51O11P/c1-3-5-7-9-10-12-14-16-25(30)37-24(21-36-38(32,33)35-19-23(29)18-27)20-34-26(31)17-22(28)15-13-11-8-6-4-2/h22-24,27-29H,3-21H2,1-2H3,(H,32,33)/t22?,23-,24+/m0/s1	UBDIMGYIYVMTPA-YDUIRMPASA-N	570.3168995			MMDBc0031439
BASm0018789	PG(12:0(3-OH)/10:0)	PG(10:0/12:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0/12:0(3-OH)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 3-hydroxydodecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCC	C28H55O11P	InChI=1S/C28H55O11P/c1-3-5-7-9-11-13-15-17-24(30)19-28(33)36-22-26(23-38-40(34,35)37-21-25(31)20-29)39-27(32)18-16-14-12-10-8-6-4-2/h24-26,29-31H,3-23H2,1-2H3,(H,34,35)/t24?,25-,26+/m0/s1	GPTIYQUTZAKEDX-XBCLTQTASA-N	598.3481996			MMDBc0031440
BASm0018790	PG(14:0(3-OH)/10:0)	PG(10:0/14:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0/14:0(3-OH)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 3-hydroxytetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCCC	C30H59O11P	InChI=1S/C30H59O11P/c1-3-5-7-9-11-12-14-15-17-19-26(32)21-30(35)38-24-28(25-40-42(36,37)39-23-27(33)22-31)41-29(34)20-18-16-13-10-8-6-4-2/h26-28,31-33H,3-25H2,1-2H3,(H,36,37)/t26?,27-,28+/m0/s1	OJQZQCREZQAHBH-GUQXXGRISA-N	626.3794997			MMDBc0031441
BASm0018791	PG(10:0/19:iso)	PG(10:0/19:iso) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0/19:iso), in particular, consists of one decanoyl chain  to the C-1 atom, and one 17-methylocatdecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	CCCCCCCCCC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCCCCCCCCCCC(C)C	C35H69O10P	InChI=1S/C35H69O10P/c1-4-5-6-7-15-19-22-25-34(38)42-29-33(30-44-46(40,41)43-28-32(37)27-36)45-35(39)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-31(2)3/h31-33,36-37H,4-30H2,1-3H3,(H,40,41)	URLMNMMAZXYDKP-UHFFFAOYSA-N	680.4628349			MMDBc0031442
BASm0018792	PG(10:0/12:0(3-OH))	PG(12:0(3-OH)/10:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0(3-OH)/10:0), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and one decanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CC(O)CCCCCCCCC	C28H55O11P	InChI=1S/C28H55O11P/c1-3-5-7-9-11-13-15-17-24(30)19-28(33)39-26(23-38-40(34,35)37-21-25(31)20-29)22-36-27(32)18-16-14-12-10-8-6-4-2/h24-26,29-31H,3-23H2,1-2H3,(H,34,35)/t24?,25-,26+/m0/s1	SXPJVDGRWNLXPO-XBCLTQTASA-N	598.3481996			MMDBc0031443
BASm0018793	PG(10:0(3-OH)/12:0(3-OH))	PG(12:0(3-OH)/10:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0(3-OH)/10:0(3-OH)), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and one 3-hydroxydecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CC(O)CCCCCCCCC	C28H55O12P	InChI=1S/C28H55O12P/c1-3-5-7-9-10-12-14-16-24(31)18-28(34)40-26(22-39-41(35,36)38-20-25(32)19-29)21-37-27(33)17-23(30)15-13-11-8-6-4-2/h23-26,29-32H,3-22H2,1-2H3,(H,35,36)/t23?,24?,25-,26+/m0/s1	WJAMLSLYQXYFMW-WNZNVHFWSA-N	614.3431142			MMDBc0031444
BASm0018794	PG(12:0/12:0(3-OH))	PG(12:0(3-OH)/12:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0(3-OH)/12:0), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCC	C30H59O11P	InChI=1S/C30H59O11P/c1-3-5-7-9-11-12-14-16-18-20-29(34)38-24-28(25-40-42(36,37)39-23-27(33)22-31)41-30(35)21-26(32)19-17-15-13-10-8-6-4-2/h26-28,31-33H,3-25H2,1-2H3,(H,36,37)/t26?,27-,28+/m0/s1	YJUGDIUJAFFEKA-GUQXXGRISA-N	626.3794997			MMDBc0031445
BASm0018795	PG(12:0(3-OH)/12:0(3-OH))	PG(12:0(3-OH)/12:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0(3-OH)/12:0(3-OH)), in particular, consists of two 3-hydroxydodecanoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CC(O)CCCCCCCCC	C30H59O12P	InChI=1S/C30H59O12P/c1-3-5-7-9-11-13-15-17-25(32)19-29(35)39-23-28(24-41-43(37,38)40-22-27(34)21-31)42-30(36)20-26(33)18-16-14-12-10-8-6-4-2/h25-28,31-34H,3-24H2,1-2H3,(H,37,38)/t25?,26?,27-,28+/m0/s1	QASAIHLRMXWSGH-LWCGHFMUSA-N	642.3744143			MMDBc0031446
BASm0018796	PG(14:0/12:0(3-OH))	PG(12:0(3-OH)/14:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0(3-OH)/14:0), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCC	C32H63O11P	InChI=1S/C32H63O11P/c1-3-5-7-9-11-12-13-14-16-18-20-22-31(36)40-26-30(27-42-44(38,39)41-25-29(35)24-33)43-32(37)23-28(34)21-19-17-15-10-8-6-4-2/h28-30,33-35H,3-27H2,1-2H3,(H,38,39)/t28?,29-,30+/m0/s1	FZQLHULTTZHTSZ-YHCMTOLSSA-N	654.4107998			MMDBc0031447
BASm0018797	PG(14:0(3-OH)/12:0(3-OH))	PG(12:0(3-OH)/14:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0(3-OH)/14:0(3-OH)), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and one 3-hydroxytetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCC	C32H63O12P	InChI=1S/C32H63O12P/c1-3-5-7-9-11-12-14-16-17-19-27(34)21-31(37)41-25-30(26-43-45(39,40)42-24-29(36)23-33)44-32(38)22-28(35)20-18-15-13-10-8-6-4-2/h27-30,33-36H,3-26H2,1-2H3,(H,39,40)/t27?,28?,29-,30+/m0/s1	IVBBJHAFERDIDS-KPQOGYOCSA-N	670.4057145			MMDBc0031448
BASm0018798	PG(15:0/12:0(3-OH))	PG(12:0(3-OH)/15:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0(3-OH)/15:0), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCC	C33H65O11P	InChI=1S/C33H65O11P/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-32(37)41-27-31(28-43-45(39,40)42-26-30(36)25-34)44-33(38)24-29(35)22-20-18-16-10-8-6-4-2/h29-31,34-36H,3-28H2,1-2H3,(H,39,40)/t29?,30-,31+/m0/s1	HLHBFOZOGTVTBR-CJZYSFCQSA-N	668.4264499			MMDBc0031449
BASm0018799	PG(15:0cyclo/12:0(3-OH))	PG(12:0(3-OH)/15:0cyclo) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0(3-OH)/15:0cyclo), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and one cis-9,10-Methylenetetradecanoic acid  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CC(O)CCCCCCCCC	C33H63O11P	InChI=1S/C33H63O11P/c1-3-5-7-8-9-12-15-19-29(35)22-33(38)44-31(26-43-45(39,40)42-24-30(36)23-34)25-41-32(37)20-16-13-10-11-14-18-28-21-27(28)17-6-4-2/h27-31,34-36H,3-26H2,1-2H3,(H,39,40)/t27?,28?,29?,30-,31+/m0/s1	RKRSSXLZASRFAF-AIMSBCCHSA-N	666.4107998			MMDBc0031450
BASm0018800	PG(16:0/12:0(3-OH))	PG(12:0(3-OH)/16:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0(3-OH)/16:0), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCC	C34H67O11P	InChI=1S/C34H67O11P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-33(38)42-28-32(29-44-46(40,41)43-27-31(37)26-35)45-34(39)25-30(36)23-21-19-17-10-8-6-4-2/h30-32,35-37H,3-29H2,1-2H3,(H,40,41)/t30?,31-,32+/m0/s1	IGGUNRVOYAUCPP-XXWVNBFBSA-N	682.4421			MMDBc0031451
BASm0018801	PG(16:1(9Z)/12:0(3-OH))	PG(12:0(3-OH)/16:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0(3-OH)/16:1(9Z)), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CC(O)CCCCCCCCC	C34H65O11P	InChI=1S/C34H65O11P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-33(38)42-28-32(29-44-46(40,41)43-27-31(37)26-35)45-34(39)25-30(36)23-21-19-17-10-8-6-4-2/h12-13,30-32,35-37H,3-11,14-29H2,1-2H3,(H,40,41)/b13-12-/t30?,31-,32+/m0/s1	DFZQHYFLUGBZKY-KVRHGVBDSA-N	680.4264499			MMDBc0031452
BASm0018802	PG(17:0cycw7c/12:0(3-OH))	PG(12:0(3-OH)/17:0cycw7c) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0(3-OH)/17:0cycw7c), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and one heptadec-9-10-cyclo-anoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCCCC	C35H67O11P	InChI=1S/C35H67O11P/c1-3-5-7-9-10-13-17-21-31(37)24-35(40)46-33(28-45-47(41,42)44-26-32(38)25-36)27-43-34(39)22-18-14-11-12-16-20-30-23-29(30)19-15-8-6-4-2/h29-33,36-38H,3-28H2,1-2H3,(H,41,42)/t29?,30?,31?,32-,33+/m0/s1	YVRUTOLLRQUDBY-QOGUGHGESA-N	694.4421			MMDBc0031453
BASm0018803	PG(18:1(9Z)/12:0(3-OH))	PG(12:0(3-OH)/18:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0(3-OH)/18:1(9Z)), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CC(O)CCCCCCCCC	C36H69O11P	InChI=1S/C36H69O11P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-35(40)44-30-34(31-46-48(42,43)45-29-33(39)28-37)47-36(41)27-32(38)25-23-21-19-10-8-6-4-2/h14-15,32-34,37-39H,3-13,16-31H2,1-2H3,(H,42,43)/b15-14-/t32?,33-,34+/m0/s1	JBYOWJPVFJCYBW-IQAYTRFVSA-N	708.45775			MMDBc0031454
BASm0018804	PG(19:0cycv8c/12:0(3-OH))	PG(12:0(3-OH)/19:0cycv8c) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0(3-OH)/19:0cycv8c), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and one heptadec-11-12-cyclo-anoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCCCC	C37H71O11P	InChI=1S/C37H71O11P/c1-3-5-7-9-11-15-19-23-33(39)26-37(42)48-35(30-47-49(43,44)46-28-34(40)27-38)29-45-36(41)24-20-16-13-10-12-14-18-22-32-25-31(32)21-17-8-6-4-2/h31-35,38-40H,3-30H2,1-2H3,(H,43,44)/t31?,32?,33?,34-,35+/m0/s1	QBYCDMIWXDKECD-BISNVOBLSA-N	722.4734001			MMDBc0031455
BASm0018805	PG(12:0(3-OH)/19:iso)	PG(12:0(3-OH)/19:iso) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0(3-OH)/19:iso), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and one 17-methylocatdecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	CCCCCCCCCC(O)CC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCCCCCCCCCCC(C)C	C37H73O11P	InChI=1S/C37H73O11P/c1-4-5-6-7-15-19-22-25-33(39)27-37(42)45-30-35(31-47-49(43,44)46-29-34(40)28-38)48-36(41)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-32(2)3/h32-35,38-40H,4-31H2,1-3H3,(H,43,44)	IEZZFFDVHDTWPL-UHFFFAOYSA-N	724.4890497			MMDBc0031456
BASm0018806	PG(10:0(3-OH)/12:0)	PG(12:0/10:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0/10:0(3-OH)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 3-hydroxydecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCCCC	C28H55O11P	InChI=1S/C28H55O11P/c1-3-5-7-9-10-11-12-14-16-18-27(32)39-26(23-38-40(34,35)37-21-25(31)20-29)22-36-28(33)19-24(30)17-15-13-8-6-4-2/h24-26,29-31H,3-23H2,1-2H3,(H,34,35)/t24?,25-,26+/m0/s1	BOZBFXFMSIIUKI-XBCLTQTASA-N	598.3481996			MMDBc0031457
BASm0018807	PG(12:0(3-OH)/12:0)	PG(12:0/12:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0/12:0(3-OH)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 3-hydroxydodecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C30H59O11P	InChI=1S/C30H59O11P/c1-3-5-7-9-11-12-14-16-18-20-29(34)41-28(25-40-42(36,37)39-23-27(33)22-31)24-38-30(35)21-26(32)19-17-15-13-10-8-6-4-2/h26-28,31-33H,3-25H2,1-2H3,(H,36,37)/t26?,27-,28+/m0/s1	FMVLSWAYCHIRMK-GUQXXGRISA-N	626.3794997			MMDBc0031458
BASm0018808	PG(14:0(3-OH)/12:0)	PG(12:0/14:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0/14:0(3-OH)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 3-hydroxytetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C32H63O11P	InChI=1S/C32H63O11P/c1-3-5-7-9-11-13-15-17-19-21-28(34)23-32(37)40-26-30(27-42-44(38,39)41-25-29(35)24-33)43-31(36)22-20-18-16-14-12-10-8-6-4-2/h28-30,33-35H,3-27H2,1-2H3,(H,38,39)/t28?,29-,30+/m0/s1	DGHNMYOXHLFDJH-YHCMTOLSSA-N	654.4107998			MMDBc0031459
BASm0018809	PG(12:0/19:iso)	PG(12:0/19:iso) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0/19:iso), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 17-methylocatdecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	CCCCCCCCCCCC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCCCCCCCCCCC(C)C	C37H73O10P	InChI=1S/C37H73O10P/c1-4-5-6-7-8-14-18-21-24-27-36(40)44-31-35(32-46-48(42,43)45-30-34(39)29-38)47-37(41)28-25-22-19-16-13-11-9-10-12-15-17-20-23-26-33(2)3/h33-35,38-39H,4-32H2,1-3H3,(H,42,43)	YXTUZYZYVPKQMY-UHFFFAOYSA-N	708.4941351			MMDBc0031460
BASm0018810	PG(10:0/14:0(3-OH))	PG(14:0(3-OH)/10:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0(3-OH)/10:0), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and one decanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C30H59O11P	InChI=1S/C30H59O11P/c1-3-5-7-9-11-12-14-15-17-19-26(32)21-30(35)41-28(25-40-42(36,37)39-23-27(33)22-31)24-38-29(34)20-18-16-13-10-8-6-4-2/h26-28,31-33H,3-25H2,1-2H3,(H,36,37)/t26?,27-,28+/m0/s1	DOTUURYUTVHNKT-GUQXXGRISA-N	626.3794997			MMDBc0031461
BASm0018811	PG(10:0(3-OH)/14:0(3-OH))	PG(14:0(3-OH)/10:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0(3-OH)/10:0(3-OH)), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and one 3-hydroxydecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C30H59O12P	InChI=1S/C30H59O12P/c1-3-5-7-9-10-11-12-14-16-18-26(33)20-30(36)42-28(24-41-43(37,38)40-22-27(34)21-31)23-39-29(35)19-25(32)17-15-13-8-6-4-2/h25-28,31-34H,3-24H2,1-2H3,(H,37,38)/t25?,26?,27-,28+/m0/s1	WEYGZADQRIFOSJ-LWCGHFMUSA-N	642.3744143			MMDBc0031462
BASm0018812	PG(12:0/14:0(3-OH))	PG(14:0(3-OH)/12:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0(3-OH)/12:0), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C32H63O11P	InChI=1S/C32H63O11P/c1-3-5-7-9-11-13-15-17-19-21-28(34)23-32(37)43-30(27-42-44(38,39)41-25-29(35)24-33)26-40-31(36)22-20-18-16-14-12-10-8-6-4-2/h28-30,33-35H,3-27H2,1-2H3,(H,38,39)/t28?,29-,30+/m0/s1	ONEUIIRUIAVFSL-YHCMTOLSSA-N	654.4107998			MMDBc0031463
BASm0018813	PG(12:0(3-OH)/14:0(3-OH))	PG(14:0(3-OH)/12:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0(3-OH)/12:0(3-OH)), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and one 3-hydroxydodecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C32H63O12P	InChI=1S/C32H63O12P/c1-3-5-7-9-11-12-14-16-18-20-28(35)22-32(38)44-30(26-43-45(39,40)42-24-29(36)23-33)25-41-31(37)21-27(34)19-17-15-13-10-8-6-4-2/h27-30,33-36H,3-26H2,1-2H3,(H,39,40)/t27?,28?,29-,30+/m0/s1	BWGYQUKYQKDICV-KPQOGYOCSA-N	670.4057145			MMDBc0031464
BASm0018814	PG(14:0/14:0(3-OH))	PG(14:0(3-OH)/14:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0(3-OH)/14:0), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C34H67O11P	InChI=1S/C34H67O11P/c1-3-5-7-9-11-13-14-16-18-20-22-24-33(38)42-28-32(29-44-46(40,41)43-27-31(37)26-35)45-34(39)25-30(36)23-21-19-17-15-12-10-8-6-4-2/h30-32,35-37H,3-29H2,1-2H3,(H,40,41)/t30?,31-,32+/m0/s1	CKUPYCTUDPTRNY-XXWVNBFBSA-N	682.4421			MMDBc0031465
BASm0018815	PG(14:0(3-OH)/14:0(3-OH))	PG(14:0(3-OH)/14:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0(3-OH)/14:0(3-OH)), in particular, consists of two 3-hydroxytetradecanoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C34H67O12P	InChI=1S/C34H67O12P/c1-3-5-7-9-11-13-15-17-19-21-29(36)23-33(39)43-27-32(28-45-47(41,42)44-26-31(38)25-35)46-34(40)24-30(37)22-20-18-16-14-12-10-8-6-4-2/h29-32,35-38H,3-28H2,1-2H3,(H,41,42)/t29?,30?,31-,32+/m0/s1	DFZLNTBHFLVYEQ-VJUQQTGUSA-N	698.4370146			MMDBc0031466
BASm0018816	PG(15:0/14:0(3-OH))	PG(14:0(3-OH)/15:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0(3-OH)/15:0), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C35H69O11P	InChI=1S/C35H69O11P/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-34(39)43-29-33(30-45-47(41,42)44-28-32(38)27-36)46-35(40)26-31(37)24-22-20-18-16-12-10-8-6-4-2/h31-33,36-38H,3-30H2,1-2H3,(H,41,42)/t31?,32-,33+/m0/s1	GCIXTHWMPWMEPY-ADIDXWPESA-N	696.45775			MMDBc0031467
BASm0018817	PG(15:0cyclo/14:0(3-OH))	PG(14:0(3-OH)/15:0cyclo) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0(3-OH)/15:0cyclo), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and one cis-9,10-Methylenetetradecanoic acid  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CC(O)CCCCCCCCCCC	C35H67O11P	InChI=1S/C35H67O11P/c1-3-5-7-8-9-10-11-14-17-21-31(37)24-35(40)46-33(28-45-47(41,42)44-26-32(38)25-36)27-43-34(39)22-18-15-12-13-16-20-30-23-29(30)19-6-4-2/h29-33,36-38H,3-28H2,1-2H3,(H,41,42)/t29?,30?,31?,32-,33+/m0/s1	XQTQEVJEAVMUMB-QOGUGHGESA-N	694.4421			MMDBc0031468
BASm0018818	PG(16:0/14:0(3-OH))	PG(14:0(3-OH)/16:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0(3-OH)/16:0), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C36H71O11P	InChI=1S/C36H71O11P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-35(40)44-30-34(31-46-48(42,43)45-29-33(39)28-37)47-36(41)27-32(38)25-23-21-19-17-12-10-8-6-4-2/h32-34,37-39H,3-31H2,1-2H3,(H,42,43)/t32?,33-,34+/m0/s1	IHKIIANQOPGRTI-PRIWKQAOSA-N	710.4734001			MMDBc0031469
BASm0018819	PG(16:1(9Z)/14:0(3-OH))	PG(14:0(3-OH)/16:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0(3-OH)/16:1(9Z)), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C36H69O11P	InChI=1S/C36H69O11P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-35(40)44-30-34(31-46-48(42,43)45-29-33(39)28-37)47-36(41)27-32(38)25-23-21-19-17-12-10-8-6-4-2/h13-14,32-34,37-39H,3-12,15-31H2,1-2H3,(H,42,43)/b14-13-/t32?,33-,34+/m0/s1	HKPIQAAQQHSIBQ-GQOIWLODSA-N	708.45775			MMDBc0031470
BASm0018820	PG(17:0cycw7c/14:0(3-OH))	PG(14:0(3-OH)/17:0cycw7c) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0(3-OH)/17:0cycw7c), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and one heptadec-9-10-cyclo-anoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C37H71O11P	InChI=1S/C37H71O11P/c1-3-5-7-9-10-11-12-15-19-23-33(39)26-37(42)48-35(30-47-49(43,44)46-28-34(40)27-38)29-45-36(41)24-20-16-13-14-18-22-32-25-31(32)21-17-8-6-4-2/h31-35,38-40H,3-30H2,1-2H3,(H,43,44)/t31?,32?,33?,34-,35+/m0/s1	NCFDTLKDDWOMGW-BISNVOBLSA-N	722.4734001			MMDBc0031471
BASm0018821	PG(18:1(9Z)/14:0(3-OH))	PG(14:0(3-OH)/18:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0(3-OH)/18:1(9Z)), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C38H73O11P	InChI=1S/C38H73O11P/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-37(42)46-32-36(33-48-50(44,45)47-31-35(41)30-39)49-38(43)29-34(40)27-25-23-21-19-12-10-8-6-4-2/h15-16,34-36,39-41H,3-14,17-33H2,1-2H3,(H,44,45)/b16-15-/t34?,35-,36+/m0/s1	YZWXTZVNFIEAJY-TXMSSCOLSA-N	736.4890502			MMDBc0031472
BASm0018822	PG(19:0cycv8c/14:0(3-OH))	PG(14:0(3-OH)/19:0cycv8c) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0(3-OH)/19:0cycv8c), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and one heptadec-11-12-cyclo-anoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C39H75O11P	InChI=1S/C39H75O11P/c1-3-5-7-9-10-11-14-17-21-25-35(41)28-39(44)50-37(32-49-51(45,46)48-30-36(42)29-40)31-47-38(43)26-22-18-15-12-13-16-20-24-34-27-33(34)23-19-8-6-4-2/h33-37,40-42H,3-32H2,1-2H3,(H,45,46)/t33?,34?,35?,36-,37+/m0/s1	JQEHUVTWHXQZNT-HCUBPOFMSA-N	750.5047002			MMDBc0031473
BASm0018823	PG(14:0(3-OH)/19:iso)	PG(14:0(3-OH)/19:iso) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0(3-OH)/19:iso), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and one 17-methylocatdecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid		C39H77O11P		PVFOCSARRACPHJ-UHFFFAOYNA-N	752.5203503			MMDBc0031474
BASm0018824	PG(10:0(3-OH)/14:0)	PG(14:0/10:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/10:0(3-OH)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 3-hydroxydecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCCCCCC	C30H59O11P	InChI=1S/C30H59O11P/c1-3-5-7-9-10-11-12-13-14-16-18-20-29(34)41-28(25-40-42(36,37)39-23-27(33)22-31)24-38-30(35)21-26(32)19-17-15-8-6-4-2/h26-28,31-33H,3-25H2,1-2H3,(H,36,37)/t26?,27-,28+/m0/s1	GUKMQSRJTJDONT-GUQXXGRISA-N	626.3794997			MMDBc0031475
BASm0018825	PG(12:0(3-OH)/14:0)	PG(14:0/12:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/12:0(3-OH)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 3-hydroxydodecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C32H63O11P	InChI=1S/C32H63O11P/c1-3-5-7-9-11-12-13-14-16-18-20-22-31(36)43-30(27-42-44(38,39)41-25-29(35)24-33)26-40-32(37)23-28(34)21-19-17-15-10-8-6-4-2/h28-30,33-35H,3-27H2,1-2H3,(H,38,39)/t28?,29-,30+/m0/s1	DZZCPOYJBYZBMC-YHCMTOLSSA-N	654.4107998			MMDBc0031476
BASm0018826	PG(14:0(3-OH)/14:0)	PG(14:0/14:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/14:0(3-OH)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 3-hydroxytetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C34H67O11P	InChI=1S/C34H67O11P/c1-3-5-7-9-11-13-14-16-18-20-22-24-33(38)45-32(29-44-46(40,41)43-27-31(37)26-35)28-42-34(39)25-30(36)23-21-19-17-15-12-10-8-6-4-2/h30-32,35-37H,3-29H2,1-2H3,(H,40,41)/t30?,31-,32+/m0/s1	LAXPWKYQIHCMJL-XXWVNBFBSA-N	682.4421			MMDBc0031477
BASm0018827	PG(14:0/19:iso)	PG(14:0/19:iso) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/19:iso), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 17-methylocatdecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	CCCCCCCCCCCCCC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCCCCCCCCCCC(C)C	C39H77O10P	InChI=1S/C39H77O10P/c1-4-5-6-7-8-9-13-17-20-23-26-29-38(42)46-33-37(34-48-50(44,45)47-32-36(41)31-40)49-39(43)30-27-24-21-18-15-12-10-11-14-16-19-22-25-28-35(2)3/h35-37,40-41H,4-34H2,1-3H3,(H,44,45)	INAGBPCVOKEIFY-UHFFFAOYSA-N	736.5254352			MMDBc0031478
BASm0018828	PG(10:0(3-OH)/15:0)	PG(15:0/10:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/10:0(3-OH)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 3-hydroxydecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCCCCCCC	C31H61O11P	InChI=1S/C31H61O11P/c1-3-5-7-9-10-11-12-13-14-15-17-19-21-30(35)42-29(26-41-43(37,38)40-24-28(34)23-32)25-39-31(36)22-27(33)20-18-16-8-6-4-2/h27-29,32-34H,3-26H2,1-2H3,(H,37,38)/t27?,28-,29+/m0/s1	XNLXAVYSZVSSHP-CVWZLOPKSA-N	640.3951498			MMDBc0031479
BASm0018829	PG(12:0(3-OH)/15:0)	PG(15:0/12:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/12:0(3-OH)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 3-hydroxydodecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C33H65O11P	InChI=1S/C33H65O11P/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-32(37)44-31(28-43-45(39,40)42-26-30(36)25-34)27-41-33(38)24-29(35)22-20-18-16-10-8-6-4-2/h29-31,34-36H,3-28H2,1-2H3,(H,39,40)/t29?,30-,31+/m0/s1	MWKCAZVGEAOWEX-CJZYSFCQSA-N	668.4264499			MMDBc0031480
BASm0018830	PG(14:0(3-OH)/15:0)	PG(15:0/14:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/14:0(3-OH)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 3-hydroxytetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C35H69O11P	InChI=1S/C35H69O11P/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-34(39)46-33(30-45-47(41,42)44-28-32(38)27-36)29-43-35(40)26-31(37)24-22-20-18-16-12-10-8-6-4-2/h31-33,36-38H,3-30H2,1-2H3,(H,41,42)/t31?,32-,33+/m0/s1	WXFQQKIGOUHPGL-ADIDXWPESA-N	696.45775			MMDBc0031481
BASm0018831	PG(15:0/19:iso)	PG(15:0/19:iso) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/19:iso), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 17-methylocatdecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	CCCCCCCCCCCCCCC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCCCCCCCCCCC(C)C	C40H79O10P	InChI=1S/C40H79O10P/c1-4-5-6-7-8-9-10-15-18-21-24-27-30-39(43)47-34-38(35-49-51(45,46)48-33-37(42)32-41)50-40(44)31-28-25-22-19-16-13-11-12-14-17-20-23-26-29-36(2)3/h36-38,41-42H,4-35H2,1-3H3,(H,45,46)	VAZQYSNUEMMQKX-UHFFFAOYSA-N	750.5410853			MMDBc0031482
BASm0018832	PG(10:0(3-OH)/15:0cyclo)	PG(15:0cyclo/10:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0cyclo/10:0(3-OH)), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and one 3-hydroxydecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C31H59O11P	InChI=1S/C31H59O11P/c1-3-5-7-9-13-17-27(33)20-31(36)39-23-29(24-41-43(37,38)40-22-28(34)21-32)42-30(35)18-14-11-8-10-12-16-26-19-25(26)15-6-4-2/h25-29,32-34H,3-24H2,1-2H3,(H,37,38)/t25?,26?,27?,28-,29+/m0/s1	VVWIPXWKDIPOFX-IFULXZEUSA-N	638.3794997			MMDBc0031483
BASm0018833	PG(12:0(3-OH)/15:0cyclo)	PG(15:0cyclo/12:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0cyclo/12:0(3-OH)), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and one 3-hydroxydodecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C33H63O11P	InChI=1S/C33H63O11P/c1-3-5-7-8-9-12-15-19-29(35)22-33(38)41-25-31(26-43-45(39,40)42-24-30(36)23-34)44-32(37)20-16-13-10-11-14-18-28-21-27(28)17-6-4-2/h27-31,34-36H,3-26H2,1-2H3,(H,39,40)/t27?,28?,29?,30-,31+/m0/s1	FOULDEMHYBVTAG-AIMSBCCHSA-N	666.4107998			MMDBc0031484
BASm0018834	PG(14:0(3-OH)/15:0cyclo)	PG(15:0cyclo/14:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0cyclo/14:0(3-OH)), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and one 3-hydroxytetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C35H67O11P	InChI=1S/C35H67O11P/c1-3-5-7-8-9-10-11-14-17-21-31(37)24-35(40)43-27-33(28-45-47(41,42)44-26-32(38)25-36)46-34(39)22-18-15-12-13-16-20-30-23-29(30)19-6-4-2/h29-33,36-38H,3-28H2,1-2H3,(H,41,42)/t29?,30?,31?,32-,33+/m0/s1	HDSOQXGIIWGUSA-QOGUGHGESA-N	694.4421			MMDBc0031485
BASm0018835	PG(15:0cyclo/19:iso)	PG(15:0cyclo/19:iso) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0cyclo/19:iso), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and one 17-methylocatdecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	CCCCC1CC1CCCCCCCC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCCCCCCCCCCC(C)C	C40H77O10P	InChI=1S/C40H77O10P/c1-4-5-25-35-29-36(35)26-21-17-15-19-22-27-39(43)47-32-38(33-49-51(45,46)48-31-37(42)30-41)50-40(44)28-23-18-14-12-10-8-6-7-9-11-13-16-20-24-34(2)3/h34-38,41-42H,4-33H2,1-3H3,(H,45,46)	ZGAFCCPBGJRBLI-UHFFFAOYSA-N	748.5254352			MMDBc0031486
BASm0018836	PG(10:0(3-OH)/16:0)	PG(16:0/10:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/10:0(3-OH)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 3-hydroxydecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C32H63O11P	InChI=1S/C32H63O11P/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-31(36)43-30(27-42-44(38,39)41-25-29(35)24-33)26-40-32(37)23-28(34)21-19-17-8-6-4-2/h28-30,33-35H,3-27H2,1-2H3,(H,38,39)/t28?,29-,30+/m0/s1	NNDXODLMLXXGQP-YHCMTOLSSA-N	654.4107998			MMDBc0031487
BASm0018837	PG(12:0(3-OH)/16:0)	PG(16:0/12:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/12:0(3-OH)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 3-hydroxydodecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C34H67O11P	InChI=1S/C34H67O11P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-33(38)45-32(29-44-46(40,41)43-27-31(37)26-35)28-42-34(39)25-30(36)23-21-19-17-10-8-6-4-2/h30-32,35-37H,3-29H2,1-2H3,(H,40,41)/t30?,31-,32+/m0/s1	XPVZBRWLBUHJQB-XXWVNBFBSA-N	682.4421			MMDBc0031488
BASm0018838	PG(14:0(3-OH)/16:0)	PG(16:0/14:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/14:0(3-OH)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 3-hydroxytetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C36H71O11P	InChI=1S/C36H71O11P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-35(40)47-34(31-46-48(42,43)45-29-33(39)28-37)30-44-36(41)27-32(38)25-23-21-19-17-12-10-8-6-4-2/h32-34,37-39H,3-31H2,1-2H3,(H,42,43)/t32?,33-,34+/m0/s1	GMMISHFIYUBFAF-PRIWKQAOSA-N	710.4734001			MMDBc0031489
BASm0018839	PG(16:0/19:iso)	PG(16:0/19:iso) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/19:iso), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 17-methylocatdecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	CCCCCCCCCCCCCCCC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCCCCCCCCCCC(C)C	C41H81O10P	InChI=1S/C41H81O10P/c1-4-5-6-7-8-9-10-12-16-19-22-25-28-31-40(44)48-35-39(36-50-52(46,47)49-34-38(43)33-42)51-41(45)32-29-26-23-20-17-14-11-13-15-18-21-24-27-30-37(2)3/h37-39,42-43H,4-36H2,1-3H3,(H,46,47)	DKYYKBFTJDCTBP-UHFFFAOYSA-N	764.5567353			MMDBc0031490
BASm0018840	PG(10:0(3-OH)/16:1(9Z))	PG(16:1(9Z)/10:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/10:0(3-OH)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 3-hydroxydecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C32H61O11P	InChI=1S/C32H61O11P/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-31(36)43-30(27-42-44(38,39)41-25-29(35)24-33)26-40-32(37)23-28(34)21-19-17-8-6-4-2/h11-12,28-30,33-35H,3-10,13-27H2,1-2H3,(H,38,39)/b12-11-/t28?,29-,30+/m0/s1	RMRMPAKNJMOOPI-MIJJTBKJSA-N	652.3951498			MMDBc0031491
BASm0018841	PG(12:0(3-OH)/16:1(9Z))	PG(16:1(9Z)/12:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/12:0(3-OH)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 3-hydroxydodecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C34H65O11P	InChI=1S/C34H65O11P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-33(38)45-32(29-44-46(40,41)43-27-31(37)26-35)28-42-34(39)25-30(36)23-21-19-17-10-8-6-4-2/h12-13,30-32,35-37H,3-11,14-29H2,1-2H3,(H,40,41)/b13-12-/t30?,31-,32+/m0/s1	DYLWWUHLOZGLPM-KVRHGVBDSA-N	680.4264499			MMDBc0031492
BASm0018842	PG(14:0(3-OH)/16:1(9Z))	PG(16:1(9Z)/14:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/14:0(3-OH)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 3-hydroxytetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C36H69O11P	InChI=1S/C36H69O11P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-35(40)47-34(31-46-48(42,43)45-29-33(39)28-37)30-44-36(41)27-32(38)25-23-21-19-17-12-10-8-6-4-2/h13-14,32-34,37-39H,3-12,15-31H2,1-2H3,(H,42,43)/b14-13-/t32?,33-,34+/m0/s1	AGXWYEJKHGWXFI-GQOIWLODSA-N	708.45775			MMDBc0031493
BASm0018843	PG(16:1(9Z)/19:iso)	PG(16:1(9Z)/19:iso) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/19:iso), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 17-methylocatdecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	CCCCCC\C=C/CCCCCCCC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCCCCCCCCCCC(C)C	C41H79O10P	InChI=1S/C41H79O10P/c1-4-5-6-7-8-9-10-12-16-19-22-25-28-31-40(44)48-35-39(36-50-52(46,47)49-34-38(43)33-42)51-41(45)32-29-26-23-20-17-14-11-13-15-18-21-24-27-30-37(2)3/h9-10,37-39,42-43H,4-8,11-36H2,1-3H3,(H,46,47)/b10-9-	DYDCNEKBTVXULL-KTKRTIGZSA-N	762.5410853			MMDBc0031494
BASm0018844	PG(10:0(3-OH)/17:0cycw7c)	PG(17:0cycw7c/10:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(17:0cycw7c/10:0(3-OH)), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and one 3-hydroxydecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C33H63O11P	InChI=1S/C33H63O11P/c1-3-5-7-10-15-19-29(35)22-33(38)41-25-31(26-43-45(39,40)42-24-30(36)23-34)44-32(37)20-16-12-9-11-14-18-28-21-27(28)17-13-8-6-4-2/h27-31,34-36H,3-26H2,1-2H3,(H,39,40)/t27?,28?,29?,30-,31+/m0/s1	ISZCSNNMPZWUND-AIMSBCCHSA-N	666.4107998			MMDBc0031495
BASm0018845	PG(12:0(3-OH)/17:0cycw7c)	PG(17:0cycw7c/12:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(17:0cycw7c/12:0(3-OH)), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and one 3-hydroxydodecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C35H67O11P	InChI=1S/C35H67O11P/c1-3-5-7-9-10-13-17-21-31(37)24-35(40)43-27-33(28-45-47(41,42)44-26-32(38)25-36)46-34(39)22-18-14-11-12-16-20-30-23-29(30)19-15-8-6-4-2/h29-33,36-38H,3-28H2,1-2H3,(H,41,42)/t29?,30?,31?,32-,33+/m0/s1	PBRPHFMBSOADCF-QOGUGHGESA-N	694.4421			MMDBc0031496
BASm0018846	PG(14:0(3-OH)/17:0cycw7c)	PG(17:0cycw7c/14:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(17:0cycw7c/14:0(3-OH)), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and one 3-hydroxytetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C37H71O11P	InChI=1S/C37H71O11P/c1-3-5-7-9-10-11-12-15-19-23-33(39)26-37(42)45-29-35(30-47-49(43,44)46-28-34(40)27-38)48-36(41)24-20-16-13-14-18-22-32-25-31(32)21-17-8-6-4-2/h31-35,38-40H,3-30H2,1-2H3,(H,43,44)/t31?,32?,33?,34-,35+/m0/s1	QEIVAJRQLIHIIK-BISNVOBLSA-N	722.4734001			MMDBc0031497
BASm0018847	PG(17:0cycw7c/19:iso)	PG(17:0cycw7c/19:iso) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(17:0cycw7c/19:iso), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and one 17-methylocatdecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	CCCCCCC1CC1CCCCCCCC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCCCCCCCCCCC(C)C	C42H81O10P	InChI=1S/C42H81O10P/c1-4-5-6-22-27-37-31-38(37)28-23-18-16-20-24-29-41(45)49-34-40(35-51-53(47,48)50-33-39(44)32-43)52-42(46)30-25-19-15-13-11-9-7-8-10-12-14-17-21-26-36(2)3/h36-40,43-44H,4-35H2,1-3H3,(H,47,48)	QILGVRPJBLYQLH-UHFFFAOYSA-N	776.5567353			MMDBc0031498
BASm0018848	PG(10:0(3-OH)/18:1(9Z))	PG(18:1(9Z)/10:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/10:0(3-OH)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 3-hydroxydecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C34H65O11P	InChI=1S/C34H65O11P/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-20-22-24-33(38)45-32(29-44-46(40,41)43-27-31(37)26-35)28-42-34(39)25-30(36)23-21-19-8-6-4-2/h13-14,30-32,35-37H,3-12,15-29H2,1-2H3,(H,40,41)/b14-13-/t30?,31-,32+/m0/s1	VTOSHTZZLBYEJA-HJVFSXHRSA-N	680.4264499			MMDBc0031499
BASm0018849	PG(12:0(3-OH)/18:1(9Z))	PG(18:1(9Z)/12:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/12:0(3-OH)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 3-hydroxydodecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C36H69O11P	InChI=1S/C36H69O11P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-35(40)47-34(31-46-48(42,43)45-29-33(39)28-37)30-44-36(41)27-32(38)25-23-21-19-10-8-6-4-2/h14-15,32-34,37-39H,3-13,16-31H2,1-2H3,(H,42,43)/b15-14-/t32?,33-,34+/m0/s1	HQQVCBSYTVFDBJ-IQAYTRFVSA-N	708.45775			MMDBc0031500
BASm0018850	PG(14:0(3-OH)/18:1(9Z))	PG(18:1(9Z)/14:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/14:0(3-OH)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 3-hydroxytetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C38H73O11P	InChI=1S/C38H73O11P/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-37(42)49-36(33-48-50(44,45)47-31-35(41)30-39)32-46-38(43)29-34(40)27-25-23-21-19-12-10-8-6-4-2/h15-16,34-36,39-41H,3-14,17-33H2,1-2H3,(H,44,45)/b16-15-/t34?,35-,36+/m0/s1	IRRXZOPPHUDJTJ-TXMSSCOLSA-N	736.4890502			MMDBc0031501
BASm0018851	PG(18:1(9Z)/19:iso)	PG(18:1(9Z)/19:iso) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/19:iso), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 17-methylocatdecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid		C43H83O10P		RHWQNOBBTQVPQG-QXMHVHEDNA-N	790.5723859			MMDBc0031502
BASm0018852	PG(10:0(3-OH)/19:0cycv8c)	PG(19:0cycv8c/10:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:0cycv8c/10:0(3-OH)), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and one 3-hydroxydecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C35H67O11P	InChI=1S/C35H67O11P/c1-3-5-7-12-17-21-31(37)24-35(40)43-27-33(28-45-47(41,42)44-26-32(38)25-36)46-34(39)22-18-14-11-9-10-13-16-20-30-23-29(30)19-15-8-6-4-2/h29-33,36-38H,3-28H2,1-2H3,(H,41,42)/t29?,30?,31?,32-,33+/m0/s1	UAXWQSPFYYPZBX-QOGUGHGESA-N	694.4421			MMDBc0031503
BASm0018853	PG(12:0(3-OH)/19:0cycv8c)	PG(19:0cycv8c/12:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:0cycv8c/12:0(3-OH)), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and one 3-hydroxydodecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C37H71O11P	InChI=1S/C37H71O11P/c1-3-5-7-9-11-15-19-23-33(39)26-37(42)45-29-35(30-47-49(43,44)46-28-34(40)27-38)48-36(41)24-20-16-13-10-12-14-18-22-32-25-31(32)21-17-8-6-4-2/h31-35,38-40H,3-30H2,1-2H3,(H,43,44)/t31?,32?,33?,34-,35+/m0/s1	DBCURBSBXHHYJY-BISNVOBLSA-N	722.4734001			MMDBc0031504
BASm0018854	PG(14:0(3-OH)/19:0cycv8c)	PG(19:0cycv8c/14:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:0cycv8c/14:0(3-OH)), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and one 3-hydroxytetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C39H75O11P	InChI=1S/C39H75O11P/c1-3-5-7-9-10-11-14-17-21-25-35(41)28-39(44)47-31-37(32-49-51(45,46)48-30-36(42)29-40)50-38(43)26-22-18-15-12-13-16-20-24-34-27-33(34)23-19-8-6-4-2/h33-37,40-42H,3-32H2,1-2H3,(H,45,46)/t33?,34?,35?,36-,37+/m0/s1	WNQRVWPMBUVFTF-HCUBPOFMSA-N	750.5047002			MMDBc0031505
BASm0018855	PG(19:0cycv8c/19:iso)	PG(19:0cycv8c/19:iso) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:0cycv8c/19:iso), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and one 17-methylocatdecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	CCCCCCC1CC1CCCCCCCCCC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCCCCCCCCCCC(C)C	C44H85O10P	InChI=1S/C44H85O10P/c1-4-5-6-24-29-39-33-40(39)30-25-20-16-14-18-21-26-31-43(47)51-36-42(37-53-55(49,50)52-35-41(46)34-45)54-44(48)32-27-22-17-13-11-9-7-8-10-12-15-19-23-28-38(2)3/h38-42,45-46H,4-37H2,1-3H3,(H,49,50)	HPXCCNMGLCJVIB-UHFFFAOYSA-N	804.5880355			MMDBc0031506
BASm0018856	PG(19:iso/10:0)	PG(19:iso/10:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:iso/10:0), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and one decanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	CCCCCCCCCC(=O)OC(COC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OCC(O)CO	C35H69O10P	InChI=1S/C35H69O10P/c1-4-5-6-7-15-20-23-26-35(39)45-33(30-44-46(40,41)43-28-32(37)27-36)29-42-34(38)25-22-19-17-14-12-10-8-9-11-13-16-18-21-24-31(2)3/h31-33,36-37H,4-30H2,1-3H3,(H,40,41)	VRWRIAKPKRJESS-UHFFFAOYSA-N	680.4628349			MMDBc0031507
BASm0018857	PG(19:iso/10:0(3-OH))	PG(19:iso/10:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:iso/10:0(3-OH)), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and one 3-hydroxydecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	CCCCCCCC(O)CC(=O)OC(COC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OCC(O)CO	C35H69O11P	InChI=1S/C35H69O11P/c1-4-5-6-16-20-23-31(37)25-35(40)46-33(29-45-47(41,42)44-27-32(38)26-36)28-43-34(39)24-21-18-15-13-11-9-7-8-10-12-14-17-19-22-30(2)3/h30-33,36-38H,4-29H2,1-3H3,(H,41,42)	UQOSGUZWCVIUSR-UHFFFAOYSA-N	696.4577496			MMDBc0031508
BASm0018858	PG(19:iso/12:0)	PG(19:iso/12:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:iso/12:0), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	CCCCCCCCCCCC(=O)OC(COC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OCC(O)CO	C37H73O10P	InChI=1S/C37H73O10P/c1-4-5-6-7-8-14-19-22-25-28-37(41)47-35(32-46-48(42,43)45-30-34(39)29-38)31-44-36(40)27-24-21-18-16-13-11-9-10-12-15-17-20-23-26-33(2)3/h33-35,38-39H,4-32H2,1-3H3,(H,42,43)	YEWBDMDODMVXDC-UHFFFAOYSA-N	708.4941351			MMDBc0031509
BASm0018859	PG(19:iso/12:0(3-OH))	PG(19:iso/12:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:iso/12:0(3-OH)), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and one 3-hydroxydodecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	CCCCCCCCCC(O)CC(=O)OC(COC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OCC(O)CO	C37H73O11P	InChI=1S/C37H73O11P/c1-4-5-6-7-15-19-22-25-33(39)27-37(42)48-35(31-47-49(43,44)46-29-34(40)28-38)30-45-36(41)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-32(2)3/h32-35,38-40H,4-31H2,1-3H3,(H,43,44)	UOPWRRQJYQWUOE-UHFFFAOYSA-N	724.4890497			MMDBc0031510
BASm0018860	PG(19:iso/14:0)	PG(19:iso/14:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:iso/14:0), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	CCCCCCCCCCCCCC(=O)OC(COC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OCC(O)CO	C39H77O10P	InChI=1S/C39H77O10P/c1-4-5-6-7-8-9-13-18-21-24-27-30-39(43)49-37(34-48-50(44,45)47-32-36(41)31-40)33-46-38(42)29-26-23-20-17-15-12-10-11-14-16-19-22-25-28-35(2)3/h35-37,40-41H,4-34H2,1-3H3,(H,44,45)	JQVNVWCDQCLZIY-UHFFFAOYSA-N	736.5254352			MMDBc0031511
BASm0018861	PG(19:iso/14:0(3-OH))	PG(19:iso/14:0(3-OH)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:iso/14:0(3-OH)), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and one 3-hydroxytetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	CCCCCCCCCCCC(O)CC(=O)OC(COC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OCC(O)CO	C39H77O11P	InChI=1S/C39H77O11P/c1-4-5-6-7-8-14-18-21-24-27-35(41)29-39(44)50-37(33-49-51(45,46)48-31-36(42)30-40)32-47-38(43)28-25-22-19-16-13-11-9-10-12-15-17-20-23-26-34(2)3/h34-37,40-42H,4-33H2,1-3H3,(H,45,46)	YWSQPWCEOLJTJR-UHFFFAOYSA-N	752.5203498			MMDBc0031512
BASm0018862	PG(19:iso/15:0)	PG(19:iso/15:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:iso/15:0), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	CCCCCCCCCCCCCCC(=O)OC(COC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OCC(O)CO	C40H79O10P	InChI=1S/C40H79O10P/c1-4-5-6-7-8-9-10-15-19-22-25-28-31-40(44)50-38(35-49-51(45,46)48-33-37(42)32-41)34-47-39(43)30-27-24-21-18-16-13-11-12-14-17-20-23-26-29-36(2)3/h36-38,41-42H,4-35H2,1-3H3,(H,45,46)	OXHYXPPQIBTPHV-UHFFFAOYSA-N	750.5410853			MMDBc0031513
BASm0018863	PG(19:iso/15:0cyclo)	PG(19:iso/15:0cyclo) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:iso/15:0cyclo), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and one cis-9,10-Methylenetetradecanoic acid  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	CCCCC1CC1CCCCCCCC(=O)OC(COC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OCC(O)CO	C40H77O10P	InChI=1S/C40H77O10P/c1-4-5-25-35-29-36(35)26-21-17-15-19-23-28-40(44)50-38(33-49-51(45,46)48-31-37(42)30-41)32-47-39(43)27-22-18-14-12-10-8-6-7-9-11-13-16-20-24-34(2)3/h34-38,41-42H,4-33H2,1-3H3,(H,45,46)	ZNLKIYGIWMJQFS-UHFFFAOYSA-N	748.5254352			MMDBc0031514
BASm0018864	PG(19:iso/16:0)	PG(19:iso/16:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:iso/16:0), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	CCCCCCCCCCCCCCCC(=O)OC(COC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OCC(O)CO	C41H81O10P	InChI=1S/C41H81O10P/c1-4-5-6-7-8-9-10-12-17-20-23-26-29-32-41(45)51-39(36-50-52(46,47)49-34-38(43)33-42)35-48-40(44)31-28-25-22-19-16-14-11-13-15-18-21-24-27-30-37(2)3/h37-39,42-43H,4-36H2,1-3H3,(H,46,47)	VCZTWEXHMLNZIF-UHFFFAOYSA-N	764.5567353			MMDBc0031515
BASm0018865	PG(19:iso/16:1(9Z))	PG(19:iso/16:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:iso/16:1(9Z)), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	CCCCCC\C=C/CCCCCCCC(=O)OC(COC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OCC(O)CO	C41H79O10P	InChI=1S/C41H79O10P/c1-4-5-6-7-8-9-10-12-17-20-23-26-29-32-41(45)51-39(36-50-52(46,47)49-34-38(43)33-42)35-48-40(44)31-28-25-22-19-16-14-11-13-15-18-21-24-27-30-37(2)3/h9-10,37-39,42-43H,4-8,11-36H2,1-3H3,(H,46,47)/b10-9-	KJGSRJJSXMPJRT-KTKRTIGZSA-N	762.5410853			MMDBc0031516
BASm0018866	PG(19:iso/17:0cycw7c)	PG(19:iso/17:0cycw7c) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:iso/17:0cycw7c), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and one heptadec-9-10-cyclo-anoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	CCCCCCC1CC1CCCCCCCC(=O)OC(COC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OCC(O)CO	C42H81O10P	InChI=1S/C42H81O10P/c1-4-5-6-22-27-37-31-38(37)28-23-18-16-20-25-30-42(46)52-40(35-51-53(47,48)50-33-39(44)32-43)34-49-41(45)29-24-19-15-13-11-9-7-8-10-12-14-17-21-26-36(2)3/h36-40,43-44H,4-35H2,1-3H3,(H,47,48)	PLDSGIMTTTZWJZ-UHFFFAOYSA-N	776.5567353			MMDBc0031517
BASm0018867	PG(19:iso/18:1(9Z))	PG(19:iso/18:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:iso/18:1(9Z)), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	CCCCCCCC\C=C/CCCCCCCC(=O)OC(COC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OCC(O)CO	C43H83O10P	InChI=1S/C43H83O10P/c1-4-5-6-7-8-9-10-11-12-15-19-22-25-28-31-34-43(47)53-41(38-52-54(48,49)51-36-40(45)35-44)37-50-42(46)33-30-27-24-21-18-16-13-14-17-20-23-26-29-32-39(2)3/h11-12,39-41,44-45H,4-10,13-38H2,1-3H3,(H,48,49)/b12-11-	CLLLSMNIWXUXFQ-QXMHVHEDSA-N	790.5723854			MMDBc0031518
BASm0018868	PG(19:iso/19:0cycv8c)	PG(19:iso/19:0cycv8c) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:iso/19:0cycv8c), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and one heptadec-11-12-cyclo-anoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	CCCCCCC1CC1CCCCCCCCCC(=O)OC(COC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OCC(O)CO	C44H85O10P	InChI=1S/C44H85O10P/c1-4-5-6-24-29-39-33-40(39)30-25-20-16-14-18-22-27-32-44(48)54-42(37-53-55(49,50)52-35-41(46)34-45)36-51-43(47)31-26-21-17-13-11-9-7-8-10-12-15-19-23-28-38(2)3/h38-42,45-46H,4-37H2,1-3H3,(H,49,50)	QWIRCNVQIVUXTH-UHFFFAOYSA-N	804.5880355			MMDBc0031519
BASm0018869	PG(19:iso/19:iso)	PG(19:iso/19:iso) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:iso/19:iso), in particular, consists of two 17-methylocatdecanoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	CC(C)CCCCCCCCCCCCCCCC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCCCCCCCCCCC(C)C	C44H87O10P	InChI=1S/C44H87O10P/c1-39(2)31-27-23-19-15-11-7-5-9-13-17-21-25-29-33-43(47)51-37-42(38-53-55(49,50)52-36-41(46)35-45)54-44(48)34-30-26-22-18-14-10-6-8-12-16-20-24-28-32-40(3)4/h39-42,45-46H,5-38H2,1-4H3,(H,49,50)	SCHGSUATWXZIMH-UHFFFAOYSA-N	806.6036855			MMDBc0031520
BASm0018870	(S)-3-Hydroxyoctadecanoyl-CoA	(s)-3-hydroxyoctadecanoyl-coa belongs to the class of Acyl CoAs. These are organic compounds contaning a coenzyme A substructure linked to another moeity through an ester bond. (inferred from compound structure)		Expected Solid	CCCCCCCCCCCCCCCC(O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C39H70N7O18P3S	InChI=1S/C39H70N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-27(47)22-30(49)68-21-20-41-29(48)18-19-42-37(52)34(51)39(2,3)24-61-67(58,59)64-66(56,57)60-23-28-33(63-65(53,54)55)32(50)38(62-28)46-26-45-31-35(40)43-25-44-36(31)46/h25-28,32-34,38,47,50-51H,4-24H2,1-3H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)	WZMAIEGYXCOYSH-UHFFFAOYSA-N	1049.371089			MMDBc0031522
BASm0018871	1,2-Diacyl-sn-glycerol (didodecanoyl, n-C12:0)	1,2-diacyl-sn-glycerol (didodecanoyl, n-c12:0) belongs to the class of Diacylglycerols. These are glycerides consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. (inferred from compound structure)		Expected Solid	[H][C@](CO)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C27H52O5	InChI=1S/C27H52O5/c1-3-5-7-9-11-13-15-17-19-21-26(29)31-24-25(23-28)32-27(30)22-20-18-16-14-12-10-8-6-4-2/h25,28H,3-24H2,1-2H3/t25-/m0/s1	OQQOAWVKVDAJOI-VWLOTQADSA-N	456.3814748			MMDBc0031523
BASm0018872	1,2-Diacyl-sn-glycerol (dioctadec-11-enoyl, n-C18:1)	1,2-diacyl-sn-glycerol (dioctadec-11-enoyl, n-c18:1) belongs to the class of Diacylglycerols. These are glycerides consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. (inferred from compound structure)		Expected Solid	[H][C@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C39H72O5	InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,37,40H,3-12,17-36H2,1-2H3/b15-13-,16-14-/t37-/m0/s1	JQTCHIYVEDEVBR-ZHDGQSQGSA-N	620.5379754			MMDBc0031526
BASm0018873	1,2-Diacyl-sn-glycerol (ditetradec-7-enoyl, n-C14:1)	1,2-diacyl-sn-glycerol (ditetradec-7-enoyl, n-c14:1) belongs to the class of Diacylglycerols. These are glycerides consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. (inferred from compound structure)		Expected Solid		C31H56O5		BGFRYQUZVKRYLY-VMNXYWKNNA-N	508.4127749			MMDBc0031527
BASm0018874	1,6-Anhydrous-N-Acetylmuramyl-tetrapeptide	1,6-Anhydrous-N-Acetylmuramyl-tetrapeptide is an intermediate in peptidoglycan synthesis and turnover. Peptidoglycan can be described as a fisherman's net that encloses bacteria. The mesh of the net is made of two segments of parallel, somewhat inextensible glycan threads, held together by two small elastic peptide crosslinks allowing the net to expand or shrink. The glycan moiety of the peptidoglycan is very uniform among all bacteria, and is made up of alternating β-1,4-linked N-acetylglucosamine and N-acetyl muramate residues, with an average chain lengthof 10 to 65 disaccharide units (depending on the organism). The peptidoglycan synthesis pathway starts in the cytoplasm, where in six steps the peptidoglycan precursor a UDP-N-acetylmuramoyl-pentapeptide is synthesized. This precursor is then attached to the memberane acceptor all-trans-undecaprenyl phosphate, generating a N-acetylmuramoyl-pentapeptide-diphosphoundecaprenol, also known as lipid I. Another transferase then adds UDP-N-acetyl-α-D-glucosamine, yielding the complete monomeric unit a lipid II, also known as lipid II. This final lipid intermediate is transferred by an as yet unknown mechanism through the membrane. The peptidoglycan monomers are then polymerized on the outside surface by glycosyltransferases, which form the linear glycan chains, and transpeptidases, which catalyze the formation of peptide crosslinks. Peptide crosslinks form between different parts of the peptides depending on the organism. For example, in Mycobacteria and in E. coli most links form between the carboxyl group of the penultimate D-alanine (residue 4) of one peptide to the amino group at the D-center of meso-diaminopimelate (residue 3) of an adjacent peptide of a second glycan chain (as in E. coli). The crosslinking reaction is catalyzed by transpeptidases and involves the cleavage of the D-alanyl-D-alanine bond of the donor peptide, providing the energy to drive the reaction. As a result, the peptides in the peptidoglycan polymers are one or two amino acids shorter than the peptides in the monomers.		Expected Solid	[H]C(N)(CCC[C@]([H])(N=C(O)[C@@]([H])(CCC(O)=O)N=C(O)[C@]([H])(C)N=C(O)[C@@]([H])(C)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)OC[C@]1([H])N=C(C)O)C(O)=NC([H])(C)C(O)=O)C(O)=O	C29H48N6O15	InChI=1S/C29H48N6O15/c1-12(31-25(42)14(3)50-23-19(33-15(4)37)11-49-20(10-36)22(23)40)24(41)34-18(8-9-21(38)39)27(44)35-17(7-5-6-16(30)29(47)48)26(43)32-13(2)28(45)46/h12-14,16-20,22-23,36,40H,5-11,30H2,1-4H3,(H,31,42)(H,32,43)(H,33,37)(H,34,41)(H,35,44)(H,38,39)(H,45,46)(H,47,48)/t12-,13?,14+,16?,17-,18+,19-,20+,22+,23+/m0/s1	OUWAMZWZTFUVMV-NPLPHQDTSA-N	720.3177649			MMDBc0031529
BASm0018875	1,6-Anhydrous-N-Acetylmuramyl-tripeptide	1,6-anhydrous-n-acetylmuramyl-tripeptide belongs to the class of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. (inferred from compound structure)		Expected Solid	[H]C(N)(CCC[C@]([H])(N=C(O)[C@@]([H])(CCC(O)=O)N=C(O)[C@]([H])(C)N=C(O)[C@@]([H])(C)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)OC[C@]1([H])N=C(C)O)C(O)=O)C(O)=O	C26H43N5O14	InChI=1S/C26H43N5O14/c1-11(28-23(38)12(2)45-21-17(29-13(3)33)10-44-18(9-32)20(21)36)22(37)30-15(7-8-19(34)35)24(39)31-16(26(42)43)6-4-5-14(27)25(40)41/h11-12,14-18,20-21,32,36H,4-10,27H2,1-3H3,(H,28,38)(H,29,33)(H,30,37)(H,31,39)(H,34,35)(H,40,41)(H,42,43)/t11-,12+,14?,15+,16-,17-,18+,20+,21+/m0/s1	KGVLFEPQSVUIRC-FYQNUYSYSA-N	649.2806511			MMDBc0031530
BASm0018876	1-Acyl-sn-glycero-3-phosphoethanolamine (N-C12:0)	1-acyl-sn-glycero-3-phosphoethanolamine (n-c12:0) belongs to the class of Lysophosphatidylethanolamines. These are glycerophosphoetahnolamines  (molecules containing an ethanolamine moiety attached to the phosphate group linked to a glycerol) with one saturated fatty acid bonded to the glycerol moiety through an ester linkage. (inferred from compound structure)		Expected Solid		C17H36NO7P		IZDRGPDUDLWAGR-UHFFFAOYNA-N	397.2229395			MMDBc0031531
BASm0018877	1-Acyl-sn-glycero-3-phosphoethanolamine (N-C14:0)	1-acyl-sn-glycero-3-phosphoethanolamine (n-c14:0) belongs to the class of Lysophosphatidylethanolamines. These are glycerophosphoetahnolamines  (molecules containing an ethanolamine moiety attached to the phosphate group linked to a glycerol) with one saturated fatty acid bonded to the glycerol moiety through an ester linkage. (inferred from compound structure)		Expected Solid	CCCCCCCCCCCCCC(=O)OCC(O)COP(O)(=O)OCCN	C19H40NO7P	InChI=1S/C19H40NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-19(22)25-16-18(21)17-27-28(23,24)26-15-14-20/h18,21H,2-17,20H2,1H3,(H,23,24)	RPXHXZNGZBHSMJ-UHFFFAOYSA-N	425.2542392			MMDBc0031532
BASm0018878	1-Acyl-sn-glycero-3-phosphoethanolamine (N-C14:1)	1-Acyl-sn-glycero-3-phosphoethanolamine (n-C14:1) belongs to the class of Lysophosphatidylethanolamines. These are glycerophosphoetahnolamines  (molecules containing an ethanolamine moiety attached to the phosphate group linked to a glycerol) with one saturated fatty acid bonded to the glycerol moiety through an ester linkage. (inferred from compound structure)		Expected Solid	[H]\C(CCCCCC)=C(\[H])CCCCCC(=[O+])OCC(O)COP([O-])(=O)OCC[N]	C19H35NO7P	InChI=1S/C19H36NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-19(22)25-16-18(21)17-27-28(23,24)26-15-14-20/h7-8,18,21H,2-6,9-17H2,1H3,(H,23,24)/q+1/p-1/b8-7+	OYQMBAUDNLREGY-BQYQJAHWSA-M	420.215114			MMDBc0031533
BASm0018879	1-Acyl-sn-glycero-3-phosphoethanolamine (N-C16:0)	1-acyl-sn-glycero-3-phosphoethanolamine (n-c16:0) belongs to the class of Lysophosphatidylethanolamines. These are glycerophosphoetahnolamines  (molecules containing an ethanolamine moiety attached to the phosphate group linked to a glycerol) with one saturated fatty acid bonded to the glycerol moiety through an ester linkage. (inferred from compound structure)		Expected Solid	CCCCCCCCCCCCCCCC(=O)OCC(O)COP(O)(=O)OCCN	C21H44NO7P	InChI=1S/C21H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(24)27-18-20(23)19-29-30(25,26)28-17-16-22/h20,23H,2-19,22H2,1H3,(H,25,26)	YVYMBNSKXOXSKW-UHFFFAOYSA-N	453.2855393			MMDBc0031534
BASm0018880	1-Acyl-sn-glycero-3-phosphoethanolamine (N-C16:1)	1-acyl-sn-glycero-3-phosphoethanolamine (n-c16:1) belongs to the class of Lysophosphatidylethanolamines. These are glycerophosphoetahnolamines  (molecules containing an ethanolamine moiety attached to the phosphate group linked to a glycerol) with one saturated fatty acid bonded to the glycerol moiety through an ester linkage. (inferred from compound structure)		Expected Solid	[H]\C(CCCCCC)=C(\[H])CCCCCCCC(=[O+])OCC(O)COP([O-])(=O)OCC[N]	C21H39NO7P	InChI=1S/C21H40NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(24)27-18-20(23)19-29-30(25,26)28-17-16-22/h7-8,20,23H,2-6,9-19H2,1H3,(H,25,26)/q+1/p-1/b8-7+	CPSHTZILDYABSV-BQYQJAHWSA-M	448.2464141			MMDBc0031535
BASm0018881	1-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0)	1-acyl-sn-glycero-3-phosphoethanolamine (n-c18:0) belongs to the class of Lysophosphatidylethanolamines. These are glycerophosphoetahnolamines  (molecules containing an ethanolamine moiety attached to the phosphate group linked to a glycerol) with one saturated fatty acid bonded to the glycerol moiety through an ester linkage. (inferred from compound structure)		Expected Solid	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(O)(=O)OCCN	C23H48NO7P	InChI=1S/C23H48NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)29-20-22(25)21-31-32(27,28)30-19-18-24/h22,25H,2-21,24H2,1H3,(H,27,28)	BBYWOYAFBUOUFP-UHFFFAOYSA-N	481.3168394			MMDBc0031536
BASm0018882	1-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:1)	1-acyl-sn-glycero-3-phosphoethanolamine (n-c18:1) belongs to the class of Lysophosphatidylglycerols. These are glycerophosphoglycerols  (molecules containing a glycerol moiety attached to the phosphate group linked to a glycerol) in which only one fatty acid is bonded to the 1-glycerol moiety (through an ester linkage). (inferred from compound structure)		Expected Solid	[H]\C(CCCCCCCC)=C(\[H])CCCCCCCC(=[O+])OCC(O)COP([O-])(=O)OCC[N]	C23H43NO7P	InChI=1S/C23H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)29-20-22(25)21-31-32(27,28)30-19-18-24/h9-10,22,25H,2-8,11-21H2,1H3,(H,27,28)/q+1/p-1/b10-9+	PRJOHPHYHOVCBM-MDZDMXLPSA-M	476.2777142			MMDBc0031537
BASm0018883	1-Acyl-sn-glycero-3-phosphoglycerol (N-C12:0)	1-acyl-sn-glycero-3-phosphoglycerol (n-c12:0) belongs to the class of Lysophosphatidylglycerols. These are glycerophosphoglycerols  (molecules containing a glycerol moiety attached to the phosphate group linked to a glycerol) in which only one fatty acid is bonded to the 1-glycerol moiety (through an ester linkage). (inferred from compound structure)		Expected Solid	CCCCCCCCCCCC(=O)OCC(O)COP([O-])(=O)OCC(O)CO	C18H36O9P	InChI=1S/C18H37O9P/c1-2-3-4-5-6-7-8-9-10-11-18(22)25-13-17(21)15-27-28(23,24)26-14-16(20)12-19/h16-17,19-21H,2-15H2,1H3,(H,23,24)/p-1	IACXMECMZISNLR-UHFFFAOYSA-M	427.2096943			MMDBc0031538
BASm0018884	1-Acyl-sn-glycero-3-phosphoglycerol (N-C14:1)	1-acyl-sn-glycero-3-phosphoglycerol (n-c14:1) belongs to the class of Lysophosphatidylglycerols. These are glycerophosphoglycerols  (molecules containing a glycerol moiety attached to the phosphate group linked to a glycerol) in which only one fatty acid is bonded to the 1-glycerol moiety (through an ester linkage). (inferred from compound structure)		Expected Solid	OCC(O)COP([O-])(=O)OCC(O)COC(=O)CCCCCCCCCCCC=C	C20H38O9P	InChI=1S/C20H39O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-20(24)27-15-19(23)17-29-30(25,26)28-16-18(22)14-21/h2,18-19,21-23H,1,3-17H2,(H,25,26)/p-1	GESRECYVWPNAJC-UHFFFAOYSA-M	453.2253443			MMDBc0031540
BASm0018885	1-Acyl-sn-glycero-3-phosphoglycerol (N-C16:0)	1-acyl-sn-glycero-3-phosphoglycerol (n-c16:0) belongs to the class of Lysophosphatidylglycerols. These are glycerophosphoglycerols  (molecules containing a glycerol moiety attached to the phosphate group linked to a glycerol) in which only one fatty acid is bonded to the 1-glycerol moiety (through an ester linkage). (inferred from compound structure)		Expected Solid	CCCCCCCCCCCCCCCC(=O)OCC(O)COP([O-])(=O)OCC(O)CO	C22H44O9P	InChI=1S/C22H45O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-22(26)29-17-21(25)19-31-32(27,28)30-18-20(24)16-23/h20-21,23-25H,2-19H2,1H3,(H,27,28)/p-1	BVJSKAUUFXBDOB-UHFFFAOYSA-M	483.2722945			MMDBc0031541
BASm0018886	1-Acyl-sn-glycero-3-phosphoglycerol (N-C16:1)	1-acyl-sn-glycero-3-phosphoglycerol (n-c16:1) belongs to the class of Lysophosphatidylglycerols. These are glycerophosphoglycerols  (molecules containing a glycerol moiety attached to the phosphate group linked to a glycerol) in which only one fatty acid is bonded to the 1-glycerol moiety (through an ester linkage). (inferred from compound structure)		Expected Solid	[H]\C(CCCCCC)=C(\[H])CCCCCCCC(=O)OCC(O)COP([O-])(=O)OCC(O)CO	C22H42O9P	InChI=1S/C22H43O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-22(26)29-17-21(25)19-31-32(27,28)30-18-20(24)16-23/h7-8,20-21,23-25H,2-6,9-19H2,1H3,(H,27,28)/p-1/b8-7+	JSKJPUCKVIJTKI-BQYQJAHWSA-M	481.2566445			MMDBc0031542
BASm0018887	1-Hexadec-9-enoyl-sn-glycerol 3-phosphate	1-hexadec-9-enoyl-sn-glycerol 3-phosphate belongs to the class of Lysophosphatidic Acids. These are glycerophosphates where the glycerol is esterified with one saturated fatty acid. (inferred from compound structure)		Expected Solid	[H]\C(CCCCCC)=C(\[H])CCCCCCCC(=O)OCC(O)COP([O-])([O-])=O	C19H35O7P	InChI=1S/C19H37O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(21)25-16-18(20)17-26-27(22,23)24/h7-8,18,20H,2-6,9-17H2,1H3,(H2,22,23,24)/p-2/b8-7+	GLGQZYWTNAOWHT-BQYQJAHWSA-L	406.21204			MMDBc0031546
BASm0018888	1-hexadecanoyl-sn-glycerol 3-phosphate	1-hexadecanoyl-sn-glycerol 3-phosphate belongs to the class of Lysophosphatidic Acids. These are glycerophosphates where the glycerol is esterified with one saturated fatty acid. (inferred from compound structure)		Expected Solid	CCCCCCCCCCCCCCCC(=O)OCC(O)COP(O)(O)=O	C19H39O7P	InChI=1S/C19H39O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(21)25-16-18(20)17-26-27(22,23)24/h18,20H,2-17H2,1H3,(H2,22,23,24)	YNDYKPRNFWPPFU-UHFFFAOYSA-N	410.2433401			MMDBc0031547
BASm0018889	1-Octadec-11-enoyl-sn-glycerol 3-phosphate	1-octadec-11-enoyl-sn-glycerol 3-phosphate belongs to the class of Lysophosphatidic Acids. These are glycerophosphates where the glycerol is esterified with one saturated fatty acid. (inferred from compound structure)		Expected Solid	[H]\C(CCCCCC)=C(\[H])CCCCCCCCCC(=O)OCC(O)COP([O-])([O-])=O	C21H39O7P	InChI=1S/C21H41O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h7-8,20,22H,2-6,9-19H2,1H3,(H2,24,25,26)/p-2/b8-7+	LWSYATLSXCUNTB-BQYQJAHWSA-L	434.2433401			MMDBc0031548
BASm0018890	1-Tetradec-7-enoyl-sn-glycerol 3-phosphate	1-tetradec-7-enoyl-sn-glycerol 3-phosphate belongs to the class of Lysophosphatidic Acids. These are glycerophosphates where the glycerol is esterified with one saturated fatty acid. (inferred from compound structure)		Expected Solid	[H]\C(CCCCCC)=C(\[H])CCCCCC(=O)OCC(O)COP([O-])([O-])=O	C17H31O7P	InChI=1S/C17H33O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(19)23-14-16(18)15-24-25(20,21)22/h7-8,16,18H,2-6,9-15H2,1H3,(H2,20,21,22)/p-2/b8-7+	ABWKYTQKHWCOFM-BQYQJAHWSA-L	378.1807399			MMDBc0031550
BASm0018891	2',3'-Cyclic CMP	2',3'-cyclic CMP is a member of the chemical class known as Pyrimidine 2'-deoxyribonucleosides and Analogues. These are compounds consisting of a pyrimidine linked to a ribose which lacks an hydroxyl group at position 2. 	633-90-9	Expected Solid	NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](CO)[C@H]2OP(O)(=O)O[C@@H]12	C9H12N3O7P	InChI=1S/C9H12N3O7P/c10-5-1-2-12(9(14)11-5)8-7-6(4(3-13)17-8)18-20(15,16)19-7/h1-2,4,6-8,13H,3H2,(H,15,16)(H2,10,11,14)/t4-,6-,7-,8-/m1/s1	NMPZCCZXCOMSDQ-XVFCMESISA-N	305.0412863			MMDBc0031552
BASm0018892	2(alpha-D-Mannosyl-6-phosphate)-D-glycerate	2(alpha-d-mannosyl-6-phosphate)-d-glycerate belongs to the class of Hexoses. These are monosaccharides in which the sugar unit is a hexose. (inferred from compound structure)		Expected Solid		C9H14O12P		BOLXAGHGKNGVBE-UHFFFAOYNA-K	345.0239336			MMDBc0031553
BASm0018893	2,3,2'3'-Tetrakis(beta-hydroxymyristoyl)-D-glucosaminyl-1,6-beta-D-glucosamine 1,4'-bisphosphate	2,3,2'3'-tetrakis(beta-hydroxymyristoyl)-D-glucosaminyl-1,6-beta-D-glucosamine 1,4'-bisphosphate is a member of the chemical class known as Dihexoses. These are disaccharides containing two hexose carbohydrates.  Lipid IV(A) is involved in KDO metabolism. The enzyme is a single polypeptide that catalyzes the transfer of two KDO residues to a tetraacyldisaccharide-1,4'-bisphosphate precursor of lipid A, designated lipid IVA (Belunis, C. (PMID 7499229) E. coli KdtA (EcKdtA) is a bifunctional enzyme that transfers two KDO units from two CMP-KDO molecules to lipid IV(A). (PMID 20394418) The analog, KDO-lipid IVA, functions as an acceptor, but is mannosylated at less than 1% the rate of KDO2-lipid IVA. (PMID 9446588)		Expected Solid	CCCCCCCCCCC[C@@H](O)CC(=O)N[C@H]1[C@@H](OP(O)(O)=O)O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](OP(O)(O)=O)[C@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@H]2NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](O)[C@@H]1OC(=O)C[C@H](O)CCCCCCCCCCC	C68H130N2O23P2	InChI=1S/C68H130N2O23P2/c1-5-9-13-17-21-25-29-33-37-41-51(72)45-57(76)69-61-65(90-59(78)47-53(74)43-39-35-31-27-23-19-15-11-7-3)63(80)56(89-68(61)93-95(84,85)86)50-87-67-62(70-58(77)46-52(73)42-38-34-30-26-22-18-14-10-6-2)66(64(55(49-71)88-67)92-94(81,82)83)91-60(79)48-54(75)44-40-36-32-28-24-20-16-12-8-4/h51-56,61-68,71-75,80H,5-50H2,1-4H3,(H,69,76)(H,70,77)(H2,81,82,83)(H2,84,85,86)/t51-,52-,53-,54-,55-,56-,61-,62-,63-,64-,65-,66-,67-,68-/m1/s1	KVJWZTLXIROHIL-QDORLFPLSA-N	1404.853962			MMDBc0031554
BASm0018894	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C12:0)	2-acyl-sn-glycero-3-phosphoethanolamine (n-c12:0) belongs to the class of Lysophosphatidylethanolamines. These are glycerophosphoetahnolamines  (molecules containing an ethanolamine moiety attached to the phosphate group linked to a glycerol) with one saturated fatty acid bonded to the glycerol moiety through an ester linkage. (inferred from compound structure)		Expected Solid		C17H36NO7P		NPAZKTOOMVQLIH-UHFFFAOYNA-N	397.2229395			MMDBc0031556
BASm0018895	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C14:0)	2-acyl-sn-glycero-3-phosphoethanolamine (n-c14:0) belongs to the class of Lysophosphatidylethanolamines. These are glycerophosphoetahnolamines  (molecules containing an ethanolamine moiety attached to the phosphate group linked to a glycerol) with one saturated fatty acid bonded to the glycerol moiety through an ester linkage. (inferred from compound structure)		Expected Solid		C19H40NO7P		DDUZNLUWXLYPCP-UHFFFAOYNA-N	425.2542396			MMDBc0031557
BASm0018896	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C14:1)	2-acyl-sn-glycero-3-phosphoethanolamine (n-c14:1) belongs to the class of Lysophosphatidylethanolamines. These are glycerophosphoetahnolamines  (molecules containing an ethanolamine moiety attached to the phosphate group linked to a glycerol) with one saturated fatty acid bonded to the glycerol moiety through an ester linkage. (inferred from compound structure)		Expected Solid	[H]\C(CCCCCC)=C(\[H])CCCCCC(=[O+])OC(CO)COP([O-])(=O)OCC[N]	C19H35NO7P	InChI=1S/C19H36NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-19(22)27-18(16-21)17-26-28(23,24)25-15-14-20/h7-8,18,21H,2-6,9-17H2,1H3,(H,23,24)/q+1/p-1/b8-7+	HKCNGLIGQOJKHG-BQYQJAHWSA-M	420.215114			MMDBc0031558
BASm0018897	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C16:0)	2-acyl-sn-glycero-3-phosphoethanolamine (n-c16:0) belongs to the class of Lysophosphatidylethanolamines. These are glycerophosphoetahnolamines  (molecules containing an ethanolamine moiety attached to the phosphate group linked to a glycerol) with one saturated fatty acid bonded to the glycerol moiety through an ester linkage. (inferred from compound structure)		Expected Solid	CCCCCCCCCCCCCCCC(=O)OC(CO)COP(O)(=O)OCCN	C21H44NO7P	InChI=1S/C21H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(24)29-20(18-23)19-28-30(25,26)27-17-16-22/h20,23H,2-19,22H2,1H3,(H,25,26)	CKPBBEOJHAPPBT-UHFFFAOYSA-N	453.2855393			MMDBc0031559
BASm0018898	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C16:1)	2-acyl-sn-glycero-3-phosphoethanolamine (n-c16:1) belongs to the class of Lysophosphatidylethanolamines. These are glycerophosphoetahnolamines  (molecules containing an ethanolamine moiety attached to the phosphate group linked to a glycerol) with one saturated fatty acid bonded to the glycerol moiety through an ester linkage. (inferred from compound structure)		Expected Solid	[H]\C(CCCCCC)=C(\[H])CCCCCCCC(=[O+])OC(CO)COP([O-])(=O)OCC[N]	C21H39NO7P	InChI=1S/C21H40NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(24)29-20(18-23)19-28-30(25,26)27-17-16-22/h7-8,20,23H,2-6,9-19H2,1H3,(H,25,26)/q+1/p-1/b8-7+	XUIKIGYKPTVAIJ-BQYQJAHWSA-M	448.2464141			MMDBc0031560
BASm0018899	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:0)	2-acyl-sn-glycero-3-phosphoethanolamine (n-c18:0) belongs to the class of Lysophosphatidylethanolamines. These are glycerophosphoetahnolamines  (molecules containing an ethanolamine moiety attached to the phosphate group linked to a glycerol) with one saturated fatty acid bonded to the glycerol moiety through an ester linkage. (inferred from compound structure)		Expected Solid	CCCCCCCCCCCCCCCCCC(=O)OC(CO)COP(O)(=O)OCCN	C23H48NO7P	InChI=1S/C23H48NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)31-22(20-25)21-30-32(27,28)29-19-18-24/h22,25H,2-21,24H2,1H3,(H,27,28)	KIHAGWUUUHJRMS-UHFFFAOYSA-N	481.3168394			MMDBc0031561
BASm0018900	2-Acyl-sn-glycero-3-phosphoethanolamine (N-C18:1)	2-acyl-sn-glycero-3-phosphoethanolamine (n-c18:1) belongs to the class of Lysophosphatidylethanolamines. These are glycerophosphoetahnolamines  (molecules containing an ethanolamine moiety attached to the phosphate group linked to a glycerol) with one saturated fatty acid bonded to the glycerol moiety through an ester linkage. (inferred from compound structure)		Expected Solid	[H]\C(CCCCCC)=C(\[H])CCCCCCCCCC(=[O+])OC(CO)COP([O-])(=O)OCC[N]	C23H43NO7P	InChI=1S/C23H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)31-22(20-25)21-30-32(27,28)29-19-18-24/h7-8,22,25H,2-6,9-21H2,1H3,(H,27,28)/q+1/p-1/b8-7+	QLFHRWIZXUHUNT-BQYQJAHWSA-M	476.2777142			MMDBc0031562
BASm0018901	2-Acyl-sn-glycero-3-phosphoglycerol (N-C14:0)	2-acyl-sn-glycero-3-phosphoglycerol (n-c14:0) belongs to the class of Lysophosphatidylglycerols. These are glycerophosphoglycerols (molecules containing a glycerol moiety attached to the phosphate group linked to a glycerol) in which only one fatty acid is bonded to the 1-glycerol moiety (through an ester linkage).		Expected Solid	CCCCCCCCCCCCCC(=O)OC(CO)COP([O-])(=O)OCC(O)CO	C20H40O9P	InChI=1S/C20H41O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-20(24)29-19(15-22)17-28-30(25,26)27-16-18(23)14-21/h18-19,21-23H,2-17H2,1H3,(H,25,26)/p-1	NHYJQQUDLXESED-UHFFFAOYSA-M	455.2409944			MMDBc0031563
BASm0018902	2-Acyl-sn-glycero-3-phosphoglycerol (N-C14:1)	2-Acyl-sn-glycero-3-phosphoglycerol (n-C14:1) belongs to the class of Lysophosphatidylglycerols. These are glycerophosphoglycerols (molecules containing a glycerol moiety attached to the phosphate group linked to a glycerol) in which only one fatty acid is bonded to the 1-glycerol moiety (through an ester linkage).		Expected Solid	[H]\C(CCCCCC)=C(\[H])CCCCCC(=O)OC(CO)COP([O-])(=O)OCC(O)CO	C20H38O9P	InChI=1S/C20H39O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-20(24)29-19(15-22)17-28-30(25,26)27-16-18(23)14-21/h7-8,18-19,21-23H,2-6,9-17H2,1H3,(H,25,26)/p-1/b8-7+	BHICCPXVDIQMCF-BQYQJAHWSA-M	453.2253443			MMDBc0031564
BASm0018903	2-Acyl-sn-glycero-3-phosphoglycerol (N-C16:0)	2-acyl-sn-glycero-3-phosphoglycerol (n-c16:0) belongs to the class of Lysophosphatidylglycerols. These are glycerophosphoglycerols (molecules containing a glycerol moiety attached to the phosphate group linked to a glycerol) in which only one fatty acid is bonded to the 1-glycerol moiety (through an ester linkage).		Expected Solid	CCCCCCCCCCCCCCCC(=O)OC(CO)COP([O-])(=O)OCC(O)CO	C22H44O9P	InChI=1S/C22H45O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-22(26)31-21(17-24)19-30-32(27,28)29-18-20(25)16-23/h20-21,23-25H,2-19H2,1H3,(H,27,28)/p-1	ODJYINYQGFIIRK-UHFFFAOYSA-M	483.2722945			MMDBc0031565
BASm0018904	2-Acyl-sn-glycero-3-phosphoglycerol (N-C16:1)	2-acyl-sn-glycero-3-phosphoglycerol (n-c16:1) belongs to the class of Lysophosphatidylglycerols. These are glycerophosphoglycerols (molecules containing a glycerol moiety attached to the phosphate group linked to a glycerol) in which only one fatty acid is bonded to the 1-glycerol moiety (through an ester linkage).		Expected Solid	[H]\C(CCCCCC)=C(\[H])CCCCCCCC(=O)OC(CO)COP([O-])(=O)OCC(O)CO	C22H42O9P	InChI=1S/C22H43O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-22(26)31-21(17-24)19-30-32(27,28)29-18-20(25)16-23/h7-8,20-21,23-25H,2-6,9-19H2,1H3,(H,27,28)/p-1/b8-7+	ODSTWKSGFQDYQP-BQYQJAHWSA-M	481.2566445			MMDBc0031566
BASm0018905	2-Acyl-sn-glycero-3-phosphoglycerol (N-C18:0)	2-acyl-sn-glycero-3-phosphoglycerol (n-c18:0) belongs to the class of Lysophosphatidylglycerols. These are glycerophosphoglycerols (molecules containing a glycerol moiety attached to the phosphate group linked to a glycerol) in which only one fatty acid is bonded to the 1-glycerol moiety (through an ester linkage).		Expected Solid	CCCCCCCCCCCCCCCCCC(=O)OC(CO)COP([O-])(=O)OCC(O)CO	C24H48O9P	InChI=1S/C24H49O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-24(28)33-23(19-26)21-32-34(29,30)31-20-22(27)18-25/h22-23,25-27H,2-21H2,1H3,(H,29,30)/p-1	ZYKIFISVQNGKFE-UHFFFAOYSA-M	511.3035946			MMDBc0031567
BASm0018906	2-Acyl-sn-glycero-3-phosphoglycerol (N-C18:1)	2-acyl-sn-glycero-3-phosphoglycerol (n-c18:1) belongs to the class of Lysophosphatidylglycerols. These are glycerophosphoglycerols (molecules containing a glycerol moiety attached to the phosphate group linked to a glycerol) in which only one fatty acid is bonded to the 1-glycerol moiety (through an ester linkage).		Expected Solid	[H]\C(CCCCCC)=C(\[H])CCCCCCCCCC(=O)OC(CO)COP([O-])(=O)OCC(O)CO	C24H46O9P	InChI=1S/C24H47O9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-24(28)33-23(19-26)21-32-34(29,30)31-20-22(27)18-25/h7-8,22-23,25-27H,2-6,9-21H2,1H3,(H,29,30)/p-1/b8-7+	MQIOPFNXRQHRLN-BQYQJAHWSA-M	509.2879446			MMDBc0031568
BASm0018907	2-Octaprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinol	2-octaprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinol belongs to the class of Tetraterpenes. These are terpene molecules containing 10 consecutively linked isoprene units. (inferred from compound structure)2-octaprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinol is invovled in Ubiquinone and other terpenoid-quinone biosynthesis, and Biosynthesis of secondary metabolites. (KEGG)		Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=C(C)C(O)C([O-])=C(OC)C1O)=C(\C)CCC=C(C)C	C48H75O4	InChI=1S/C48H76O4/c1-35(2)19-12-20-36(3)21-13-22-37(4)23-14-24-38(5)25-15-26-39(6)27-16-28-40(7)29-17-30-41(8)31-18-32-42(9)33-34-44-43(10)45(49)47(51)48(52-11)46(44)50/h19,21,23,25,27,29,31,33,45-46,49-51H,12-18,20,22,24,26,28,30,32,34H2,1-11H3/p-1/b36-21+,37-23+,38-25+,39-27+,40-29+,41-31+,42-33+	PQRHUHISITYRPH-WDXILIIOSA-M	715.5665359			MMDBc0031571
BASm0018908	2-Octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol	2-octaprenyl-3-methyl-6-methoxy-1,4-benzoquinol belongs to the class of Tetraterpenes. These are terpene molecules containing 10 consecutively linked isoprene units. (inferred from compound structure)		Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=C(C)C(O)C=C(OC)C1O)=C(\C)CCC=C(C)C	C48H76O3	InChI=1S/C48H76O3/c1-36(2)19-12-20-37(3)21-13-22-38(4)23-14-24-39(5)25-15-26-40(6)27-16-28-41(7)29-17-30-42(8)31-18-32-43(9)33-34-45-44(10)46(49)35-47(51-11)48(45)50/h19,21,23,25,27,29,31,33,35,46,48-50H,12-18,20,22,24,26,28,30,32,34H2,1-11H3/b37-21+,38-23+,39-25+,40-27+,41-29+,42-31+,43-33+	GCGITSVDDBZRNB-KFSSTAEESA-N	700.5794463			MMDBc0031572
BASm0018909	2-dodecanoyl-sn-glycerol 3-phosphate	2-dodecanoyl-sn-glycerol 3-phosphate belongs to the class of Fatty Acid Esters. These are carboxylic ester derivatives of a fatty acid. (inferred from compound structure)		Expected Solid	CCCCCCCCCCCC(=O)OC(CO)COP(O)(O)=O	C15H31O7P	InChI=1S/C15H31O7P/c1-2-3-4-5-6-7-8-9-10-11-15(17)22-14(12-16)13-21-23(18,19)20/h14,16H,2-13H2,1H3,(H2,18,19,20)	LHCAWUYTNNOZLU-UHFFFAOYSA-N	354.1807399			MMDBc0031574
BASm0018910	2-hexadec-9-enoyl-sn-glycerol 3-phosphate	2-hexadec-9-enoyl-sn-glycerol 3-phosphate belongs to the class of Fatty Acid Esters. These are carboxylic ester derivatives of a fatty acid. (inferred from compound structure)		Expected Solid		C19H37O7P		OEVKBXAONHVWMU-FPLPWBNLNA-N	408.2276905			MMDBc0031575
BASm0018911	2-hexadecanoyl-sn-glycerol 3-phosphate	2-hexadecanoyl-sn-glycerol 3-phosphate belongs to the class of Fatty Acid Esters. These are carboxylic ester derivatives of a fatty acid. (inferred from compound structure)		Expected Solid		C19H39O7P		LPQBQFLKBCPNAV-UHFFFAOYNA-N	410.2433406			MMDBc0031576
BASm0018912	2-octadec-11-enoyl-sn-glycerol 3-phosphate	2-octadec-11-enoyl-sn-glycerol 3-phosphate belongs to the class of Fatty Acid Esters. These are carboxylic ester derivatives of a fatty acid. (inferred from compound structure)		Expected Solid		C21H41O7P		NNLVBQMHODHIDZ-FPLPWBNLNA-N	436.2589907			MMDBc0031577
BASm0018913	2-octadecanoyl-sn-glycerol 3-phosphate	2-octadecanoyl-sn-glycerol 3-phosphate belongs to the class of Fatty Acid Esters. These are carboxylic ester derivatives of a fatty acid. (inferred from compound structure)		Expected Solid	CCCCCCCCCCCCCCCCCC(=O)OC(CO)COP(O)(O)=O	C21H43O7P	InChI=1S/C21H43O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)28-20(18-22)19-27-29(24,25)26/h20,22H,2-19H2,1H3,(H2,24,25,26)	RPAOEHFOGLEBTJ-UHFFFAOYSA-N	438.2746402			MMDBc0031578
BASm0018914	2-tetradec-7-enoyl-sn-glycerol 3-phosphate	2-tetradec-7-enoyl-sn-glycerol 3-phosphate belongs to the class of Fatty Acid Esters. These are carboxylic ester derivatives of a fatty acid. (inferred from compound structure)		Expected Solid	CCCCCC\C=C/CCCCCC(=O)OC(CO)COP(O)(O)=O	C17H33O7P	InChI=1S/C17H33O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(19)24-16(14-18)15-23-25(20,21)22/h7-8,16,18H,2-6,9-15H2,1H3,(H2,20,21,22)/b8-7-	KKNDQWWVDATMLV-FPLPWBNLSA-N	380.1963899			MMDBc0031580
BASm0018915	2-tetradecanoyl-sn-glycerol 3-phosphate	2-tetradecanoyl-sn-glycerol 3-phosphate belongs to the class of Fatty Acid Esters. These are carboxylic ester derivatives of a fatty acid. (inferred from compound structure)		Expected Solid	CCCCCCCCCCCCCC(=O)OC(CO)COP(O)(O)=O	C17H35O7P	InChI=1S/C17H35O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(19)24-16(14-18)15-23-25(20,21)22/h16,18H,2-15H2,1H3,(H2,20,21,22)	AKURFOGPABVRGG-UHFFFAOYSA-N	382.21204			MMDBc0031581
BASm0018916	3-Oxo-5,6-dehydrosuberyl-CoA	3-Oxo-5,6-dehydrosuberyl-CoA is a member of the chemical class known as Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. 		Expected Solid	[H][C@](O)(C(O)=NCCC(O)=NCCSC(=O)CC(=O)CC=CCC(O)=O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O	C29H44N7O20P3S	InChI=1S/C29H44N7O20P3S/c1-29(2,24(43)27(44)32-8-7-18(38)31-9-10-60-20(41)11-16(37)5-3-4-6-19(39)40)13-53-59(50,51)56-58(48,49)52-12-17-23(55-57(45,46)47)22(42)28(54-17)36-15-35-21-25(30)33-14-34-26(21)36/h3-4,14-15,17,22-24,28,42-43H,5-13H2,1-2H3,(H,31,38)(H,32,44)(H,39,40)(H,48,49)(H,50,51)(H2,30,33,34)(H2,45,46,47)/t17-,22-,23-,24+,28-/m1/s1	IFFFDKYRRUVOFP-NOQDIWQESA-N	935.1574671			MMDBc0031584
BASm0018917	4-Amino-4-deoxy-L-arabinose modified core oligosaccharide lipid A	4-amino-4-deoxy-l-arabinose modified core oligosaccharide lipid a belongs to the class of Polyhexoses. These are polysaccharides in which the saccharide units are hexoses. (inferred from compound structure)		Expected Solid	[H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO[C@]2([H])OC([H])(COC3(CC([H])(OC4(CC([H])(OC5(CC([H])(O)C([H])(O)C([H])(O5)C([H])(O)CO)C([O-])=O)C([H])(OC5([H])OC([H])(C)C([H])(O)C([H])(O)C5([H])O)C([H])(O4)C([H])(O)CO)C([O-])=O)C([H])(OC4([H])OC([H])(C([H])(O)CO)C([H])(OP([O-])([O-])=O)C([H])(OC5([H])OC([H])(C([H])(O)COC6([H])OC([H])(C([H])(O)CO)C([H])(O)C([H])(O)C6([H])O)C([H])(OP([O-])([O-])=O)C([H])(OC6([H])OC([H])(COC7([H])OC([H])(CO)C([H])(O)C([H])(O)C7([H])O)C([H])(O)C([H])(OC7([H])OC([H])(CO)C([H])(O)C([H])(O)C7([H])OC7([H])OC([H])(COC8([H])OC([H])(C([H])(O)CO)C([H])(O)C([H])(O)C8([H])O)C([H])(O)C([H])(O)C7([H])O)C6([H])O)C5([H])O)C4([H])O)C([H])(O3)C([H])(O)CO)C([O-])=O)[C@@]([H])(OP(O)(=O)OC3([H])OCC([H])(N)C([H])(O)C3([H])O)[C@]([H])(OC(=O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@]2([H])N=C([O-])C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)OC([H])(OP(O)(O)=O)[C@]1([H])N=C([O-])C[C@]([H])(O)CCCCCCCCCCC	C181H314N3O103P4	InChI=1S/C181H323N3O103P4/c1-8-14-20-26-32-38-39-45-51-57-63-69-116(206)259-95(67-61-55-49-43-36-30-24-18-12-5)73-118(208)267-157-120(184-114(204)72-94(66-60-54-48-42-35-29-23-17-11-4)258-115(205)68-62-56-50-44-37-31-25-19-13-6)164(253-88-110-127(215)156(266-117(207)71-93(194)65-59-53-47-41-34-28-22-16-10-3)119(165(262-110)286-290(246,247)248)183-113(203)70-92(193)64-58-52-46-40-33-27-21-15-9-2)265-112(155(157)285-291(249,250)287-169-137(225)122(210)96(182)85-251-169)90-256-179(176(234)235)75-105(279-181(178(238)239)76-106(278-180(177(236)237)74-97(195)123(211)148(280-180)100(198)79-187)154(152(282-181)103(201)82-190)272-170-141(229)129(217)121(209)91(7)257-170)153(151(281-179)102(200)81-189)273-173-144(232)159(162(283-288(240,241)242)149(270-173)101(199)80-188)276-174-145(233)160(163(284-289(243,244)245)150(271-174)104(202)86-252-167-139(227)132(220)135(223)146(268-167)98(196)77-185)275-172-143(231)158(128(216)111(264-172)89-254-166-138(226)130(218)124(212)107(83-191)260-166)274-175-161(134(222)125(213)108(84-192)261-175)277-171-142(230)131(219)126(214)109(263-171)87-255-168-140(228)133(221)136(224)147(269-168)99(197)78-186/h91-112,119-175,185-202,209-233H,8-90,182H2,1-7H3,(H,183,203)(H,184,204)(H,234,235)(H,236,237)(H,238,239)(H,249,250)(H2,240,241,242)(H2,243,244,245)(H2,246,247,248)/p-9/t91?,92-,93-,94-,95-,96?,97?,98?,99?,100?,101?,102?,103?,104?,105?,106?,107?,108?,109?,110-,111?,112?,119-,120-,121?,122?,123?,124?,125?,126?,127-,128?,129?,130?,131?,132?,133?,134?,135?,136?,137?,138?,139?,140?,141?,142?,143?,144?,145?,146?,147?,148?,149?,150?,151?,152?,153?,154?,155-,156-,157-,158?,159?,160?,161?,162?,163?,164-,165?,166?,167?,168?,169?,170?,171?,172?,173?,174?,175?,179?,180?,181?/m1/s1	IOAOXSQGQQYOQU-WSFSDJJVSA-E	4301.837534			MMDBc0031585
BASm0018918	5'-Deoxyribose	5'-deoxyribose  is a deoxy pentose meaning that it is derived from the sugar ribose by loss of an oxygen atom in the 5' position. The more common form of deoxyribose used in DNA is 2'deoxyribose.  5'-deoxyribose can be formed by the breakdown of 5'deoxyadenosine as catalyzed by 5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase. 		Expected Solid	[H]O[C@@]([H])(C([H])=O)[C@]([H])(O[H])[C@]([H])(O[H])C([H])([H])[H]	C5H10O4	InChI=1S/C5H10O4/c1-3(7)5(9)4(8)2-6/h2-5,7-9H,1H3/t3-,4+,5-/m1/s1	WDRISBUVHBMJEF-MROZADKFSA-N	134.0579088			MMDBc0031586
BASm0018919	CDP-1,2-didodecanoylglycerol	Cdp-1,2-didodecanoylglycerol belongs to the class of CDP-Diacylglycerols. These are glycerolipids containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. (inferred from compound structure)		Expected Solid	CCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC	C36H65N3O15P2	InChI=1S/C36H65N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-31(40)49-25-28(52-32(41)22-20-18-16-14-12-10-8-6-4-2)26-50-55(45,46)54-56(47,48)51-27-29-33(42)34(43)35(53-29)39-24-23-30(37)38-36(39)44/h23-24,28-29,33-35,42-43H,3-22,25-27H2,1-2H3,(H,45,46)(H,47,48)(H2,37,38,44)/t28-,29-,33-,34-,35-/m1/s1	PTPPKXVNJJIECF-LSSKPTOFSA-N	841.3890914			MMDBc0031595
BASm0018920	CDP-1,2-dihexadec-9-enoylglycerol	Cdp-1,2-dihexadec-9-enoylglycerol belongs to the class of CDP-Diacylglycerols. These are glycerolipids containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. (inferred from compound structure)		Expected Solid	CCCCCC\C=C/CCCCCCCC(=O)OC[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCC	C44H77N3O15P2	InChI=1S/C44H77N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-39(48)57-33-36(60-40(49)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h13-16,31-32,36-37,41-43,50-51H,3-12,17-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/b15-13-,16-14-/t36-,37-,41-,42-,43-/m1/s1	LBKBJHVQQNUXGQ-ATKZGQRLSA-N	949.4829918			MMDBc0031596
BASm0018921	CDP-1,2-dioctadec-11-enoylglycerol	Cdp-1,2-dioctadec-11-enoylglycerol belongs to the class of CDP-Diacylglycerols. These are glycerolipids containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. (inferred from compound structure)		Expected Solid	CCCCCC\C=C/CCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C48H85N3O15P2	InChI=1S/C48H85N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-43(52)61-37-40(64-44(53)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h13-16,35-36,40-41,45-47,54-55H,3-12,17-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b15-13-,16-14-/t40-,41-,45-,46-,47-/m1/s1	KISJWPWNABZPGN-RUNXRXMXSA-N	1005.545592			MMDBc0031598
BASm0018922	CDP-1,2-Dioctadecanoylglycerol	Cdp-1,2-dioctadecanoylglycerol belongs to the class of CDP-Diacylglycerols. These are glycerolipids containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. (inferred from compound structure)		Expected Solid	[H]O[C@@]1([H])[C@@]([H])(O[C@]([H])(C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@]([H])(OC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])OC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])[C@@]1([H])O[H])N1C([H])=C([H])C(=NC1=O)N([H])[H]	C48H87N3O15P2	InChI=1S/C48H89N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-43(52)61-37-40(64-44(53)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h35-36,40-41,45-47,54-55H,3-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/p-2/t40-,41-,45-,46-,47-/m1/s1	PDCWLWQTNQCGRI-IGIWICMZSA-L	1007.561242			MMDBc0031599
BASm0018923	CDP-1,2-ditetradec-7-enoylglycerol	Cdp-1,2-ditetradec-7-enoylglycerol belongs to the class of CDP-Diacylglycerols. These are glycerolipids containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. (inferred from compound structure)		Expected Solid	CCCCCC\C=C/CCCCCC(=O)OC[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCC\C=C/CCCCCC	C40H69N3O15P2	InChI=1S/C40H69N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-35(44)53-29-32(56-36(45)26-24-22-20-18-16-14-12-10-8-6-4-2)30-54-59(49,50)58-60(51,52)55-31-33-37(46)38(47)39(57-33)43-28-27-34(41)42-40(43)48/h13-16,27-28,32-33,37-39,46-47H,3-12,17-26,29-31H2,1-2H3,(H,49,50)(H,51,52)(H2,41,42,48)/b15-13-,16-14-/t32-,33-,37-,38-,39-/m1/s1	VDJIEKQUDMPHPA-BJJNMLJPSA-N	893.4203916			MMDBc0031600
BASm0018924	CDP-1,2-ditetradecanoylglycerol	Cdp-1,2-ditetradecanoylglycerol belongs to the class of CDP-Diacylglycerols. These are glycerolipids containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. (inferred from compound structure)		Expected Solid	CCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCC	C40H73N3O15P2	InChI=1S/C40H73N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-35(44)53-29-32(56-36(45)26-24-22-20-18-16-14-12-10-8-6-4-2)30-54-59(49,50)58-60(51,52)55-31-33-37(46)38(47)39(57-33)43-28-27-34(41)42-40(43)48/h27-28,32-33,37-39,46-47H,3-26,29-31H2,1-2H3,(H,49,50)(H,51,52)(H2,41,42,48)/t32-,33-,37-,38-,39-/m1/s1	ICFWXMWHAMIZGF-WNAWUNHNSA-N	897.4516917			MMDBc0031601
BASm0018925	D-Glucuronate 1-phosphate	D-glucuronate 1-phosphate is a member of the chemical class known as Glucuronides. These are compounds comprising the glucuronic acid linked to another substance via a glycosidic bond. 		Expected Solid	O[C@@H]1[C@@H](O)[C@@H](OP(O)(O)=O)O[C@@H]([C@H]1O)C(O)=O	C6H11O10P	InChI=1S/C6H11O10P/c7-1-2(8)4(5(10)11)15-6(3(1)9)16-17(12,13)14/h1-4,6-9H,(H,10,11)(H2,12,13,14)/t1-,2-,3+,4-,6+/m0/s1	AIQDYKMWENWVQJ-QIUUJYRFSA-N	274.0089831			MMDBc0031602
BASm0018926	D-Glycero-D-manno-heptose 7-phosphate	D-glycero-D-manno-heptose 7-phosphate is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose. 		Expected Solid	O[C@H](COP(O)(O)=O)[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O	C7H15O10P	InChI=1S/C7H15O10P/c8-2(1-16-18(13,14)15)6-4(10)3(9)5(11)7(12)17-6/h2-12H,1H2,(H2,13,14,15)/t2-,3+,4+,5+,6-,7?/m1/s1	SDADNVAZGVDAIM-NNPWBXLPSA-N	290.0402832			MMDBc0031605
BASm0018927	Dodecanoly-phosphate (n-C12:0)	Dodecanoyl-phosphate (n-c12:0) belongs to the class of Acyl Phosphates. These are organic compounds containing the functional group -CO-P(O)(O)OH. (inferred from compound structure)		Expected Solid	CCCCCCCCCCCC(=O)OP([O-])([O-])=O	C12H23O5P	InChI=1S/C12H25O5P/c1-2-3-4-5-6-7-8-9-10-11-12(13)17-18(14,15)16/h2-11H2,1H3,(H2,14,15,16)/p-2	LSNGYVCUKHMBSY-UHFFFAOYSA-L	278.1283104			MMDBc0031608
BASm0018928	Fe(III)dicitrate	Fe(iii)dicitrate is the complex formed between iron(III) and citrate.  It is a substrate for the E. coli transport protein known as FecA.  FecA is the outer membrane receptor protein in the Fe3+ dicitrate transport system.		Expected Solid	[Fe].OC(O)CC(O)(CC(O)O)C(O)O.OC(O)CC(O)(CC(O)O)C(O)O	C12H28FeO14	InChI=1S/2C6H14O7.Fe/c2*7-3(8)1-6(13,5(11)12)2-4(9)10;/h2*3-5,7-13H,1-2H2;	BWHIDISYXGEZJU-UHFFFAOYSA-N	452.0828477			MMDBc0031611
BASm0018929	Ferrichrome minus Fe(III)	Ferrichrome minus Fe(iii) is a cyclic hexa-peptide that forms a complex with iron atoms. It is a siderophore composed of three glycine and three modified ornithine residues with hydroxamate groups [-N(OH)C(=O)C-]. The 6 oxygen atoms from the three hydroxamate groups bind Fe(III) in near perfect octahedral coordination.  Ferrichrome is produced by several different fungi, but used by bacteria in iron transport.		Expected Solid	CC(=O)N([O-])CCCC1N=C(O)C(CCCN([O-])C(C)=O)N=C(O)C(CCCN([O-])C(C)=O)N=C(O)CN=C(O)CN=C(O)CN=C1O	C27H42N9O12	InChI=1S/C27H42N9O12/c1-16(37)34(46)10-4-7-19-25(43)30-14-23(41)28-13-22(40)29-15-24(42)31-20(8-5-11-35(47)17(2)38)26(44)33-21(27(45)32-19)9-6-12-36(48)18(3)39/h19-21H,4-15H2,1-3H3,(H,28,41)(H,29,40)(H,30,43)(H,31,42)(H,32,45)(H,33,44)/q-3	GNGZPAKHDVFMFC-UHFFFAOYSA-N	684.2952929			MMDBc0031612
BASm0018930	GDP-4-Oxo-L-fucose	GDP-4-oxo-L-fucose is a member of the chemical class known as Purine Nucleotide Sugars. These are purine nucleotides bound to a saccharide derivative through the terminal phosphate group. 		Expected Solid	[H]O[C@@]1([H])[C@@]([H])(O[C@]([H])(C([H])([H])OP([O-])(=O)OP([O-])(=O)OC2([H])O[C@]([H])(C(=O)[C@@]([H])(O[H])[C@]2([H])O[H])C([H])([H])[H])[C@@]1([H])O[H])N1C([H])=NC2=C1N([H])C(=NC2=O)N([H])[H]	C16H21N5O15P2	InChI=1S/C16H23N5O15P2/c1-4-7(22)9(24)11(26)15(33-4)35-38(30,31)36-37(28,29)32-2-5-8(23)10(25)14(34-5)21-3-18-6-12(21)19-16(17)20-13(6)27/h3-5,8-11,14-15,23-26H,2H2,1H3,(H,28,29)(H,30,31)(H3,17,19,20,27)/p-2/t4-,5+,8+,9+,10+,11-,14+,15?/m0/s1	PNHLMHWWFOPQLK-WAMCPPDZSA-L	585.0509381			MMDBc0031613
BASm0018931	Glycerophosphoserine	Glycerophosphoserine is a phosphodiester.  Glycerophosphoserine is a source of phosphate and glycerol for bacteria.  Escherichia coli cytosolic glycerophosphodiester phosphodiesterase, UgpQ  has broad substrate specificity toward various glycerophosphodiesters, producing sn-glycerol-3-phosphate and the corresponding alcohols. UgpQ accumulates under conditions of phosphate starvation, suggesting that it allows the utilization of glycerophosphodiesters as a source of phosphate. E. coli K12 possesses two systems the salvage of glycerophosphoryl diesters, the Glp system and the Ugp system. In the Glp system, the glpQ gene encodes a periplasmic glycerophosphoryl diester phosphodiesterase (periplasmic GDP) which hydrolyzes deacylated phospholipids to an alcohol and sn-glycerol-3-phosphate. The latter is then transported into the cell by the GlpT transporter. Periplasmic GDP is specific for the glycerophospho- moiety of the substrate, while the alcohol can be any one of several alcohols. This provides the cell with the capability of channeling a wide variety of glycerophosphodiesters into the glpQT-encoded dissimilatory system. In the Ugp system the diesters are hydrolyzed during transport at the cytoplasmic side of the inner membrane to sn-glycerol-3-phosphate and an alcohol by a cytoplasmic GDP, an enzyme encoded by the ugpQ gene. The Ugp system is induced when the cells are starved for inorganic phospate, which is generates phosphate by the system. In E. coli sn-glycerol-3-phosphate can be further metabolized to dihydroxyacetone phosphate by either of two membrane-bound enzymes, depending on the growth conditions. The presumed role of this process is the salvage of glycerol and glycerol phosphates generated by the breakdown of phospholipids and triacylglycerol. 		Expected Solid	[H]OC(=O)[C@@]([H])(N([H])[H])C([H])([H])OP(=O)(O[H])OC([H])([H])C([H])(O[H])C([H])([H])O[H]	C6H14NO8P	InChI=1S/C6H14NO8P/c7-5(6(10)11)3-15-16(12,13)14-2-4(9)1-8/h4-5,8-9H,1-3,7H2,(H,10,11)(H,12,13)/t4?,5-/m0/s1	ZWZWYGMENQVNFU-AKGZTFGVSA-N	259.0457029			MMDBc0031614
BASm0018932	KDO(2)-lipid IV(A)	Kdo(2)-lipid iv(a) belongs to the class of Polysaccharide Phosphates. These are polysaccharides in which a phosphate group is bound to at least one carbohydrate unit. (inferred from compound structure)	143600-83-3	Expected Solid	[H]OC(=O)[C@]1(OC([H])([H])[C@@]2([H])O[C@@]([H])(OC([H])([H])[C@@]3([H])O[C@]([H])(OP(=O)(O[H])O[H])[C@]([H])(N([H])C(=O)C([H])([H])[C@]([H])(O[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])[C@@]([H])(OC(=O)C([H])([H])[C@]([H])(O[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])[C@]3([H])O[H])[C@]([H])(N([H])C(=O)C([H])([H])[C@]([H])(O[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])[C@@]([H])(OC(=O)C([H])([H])[C@]([H])(O[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])[C@]2([H])OP(=O)(O[H])O[H])O[C@]([H])([C@]([H])(O[H])C([H])([H])O[H])[C@]([H])(O[H])[C@]([H])(O[C@]2(O[C@]([H])([C@]([H])(O[H])C([H])([H])O[H])[C@]([H])(O[H])[C@]([H])(O[H])C2([H])[H])C(=O)O[H])C1([H])[H]	C84H154N2O37P2	InChI=1S/C84H154N2O37P2/c1-5-9-13-17-21-25-29-33-37-41-55(89)45-65(96)85-69-77(117-67(98)47-57(91)43-39-35-31-27-23-19-15-11-7-3)73(102)63(115-80(69)123-125(110,111)112)53-113-79-70(86-66(97)46-56(90)42-38-34-30-26-22-18-14-10-6-2)78(118-68(99)48-58(92)44-40-36-32-28-24-20-16-12-8-4)76(122-124(107,108)109)64(116-79)54-114-83(81(103)104)50-62(72(101)75(120-83)61(95)52-88)119-84(82(105)106)49-59(93)71(100)74(121-84)60(94)51-87/h55-64,69-80,87-95,100-102H,5-54H2,1-4H3,(H,85,96)(H,86,97)(H,103,104)(H,105,106)(H2,107,108,109)(H2,110,111,112)/t55-,56-,57-,58-,59-,60-,61-,62-,63-,64-,69-,70-,71-,72-,73-,74-,75-,76-,77-,78-,79-,80-,83-,84-/m1/s1	XAOLJGCZESYRFT-VHSKNIDJSA-N	1844.970567			MMDBc0031617
BASm0018933	KDO-lipid IV(A)	KDO-lipid IV(a) is a part of lipopolysaccharide or LPS.  Specifically it is lipid IVA glycosylated with a single 3-deoxy-D-manno-octulosonic acid (KDO) residue. KDO-lipid IV(a) is a saccharolipid.  The most familiar saccharolipids are the acylated glucosamine precursors of the lipid A component of the lipopolysaccharides in Gram-negative bacteria. Typical lipid A molecules are disaccharides of glucosamine, which are derivatized with as many as seven fatty-acyl chains. The minimal lipopolysaccharide required for growth in E. coli is Kdo2-Lipid A, a hexa-acylated disaccharide of glucosamine that is glycosylated with two 3-deoxy-D-manno-octulosonic acid (Kdo) residues.		Expected Solid	CCCCCCCCCCC[C@@H](O)CC(=O)N[C@H]1[C@@H](OP(O)(O)=O)O[C@H](CO[C@@H]2O[C@H](CO[C@@]3(C[C@@H](O)[C@@H](O)[C@H](O3)[C@H](O)CO)C(O)=O)[C@@H](OP(O)(O)=O)[C@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@H]2NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](O)[C@@H]1OC(=O)C[C@H](O)CCCCCCCCCCC	C76H142N2O30P2	InChI=1S/C76H142N2O30P2/c1-5-9-13-17-21-25-29-33-37-41-53(80)45-61(86)77-65-71(104-63(88)47-55(82)43-39-35-31-27-23-19-15-11-7-3)68(91)59(102-74(65)108-110(97,98)99)51-100-73-66(78-62(87)46-54(81)42-38-34-30-26-22-18-14-10-6-2)72(105-64(89)48-56(83)44-40-36-32-28-24-20-16-12-8-4)70(107-109(94,95)96)60(103-73)52-101-76(75(92)93)49-57(84)67(90)69(106-76)58(85)50-79/h53-60,65-74,79-85,90-91H,5-52H2,1-4H3,(H,77,86)(H,78,87)(H,92,93)(H2,94,95,96)(H2,97,98,99)/t53-,54-,55-,56-,57-,58-,59-,60-,65-,66-,67-,68-,69-,70-,71-,72-,73-,74-,76-/m1/s1	GPNCBCJEDRRCDW-ACUQGRCXSA-N	1624.912264			MMDBc0031618
BASm0018934	L-Alanine-D-glutamate-meso-2,6-diaminoheptanedioate-D-alanine	L-alanine-d-glutamate-meso-2,6-diaminoheptanedioate-d-alanine belongs to the class of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. (inferred from compound structure)		Expected Solid	CC(N)C(O)=NC(CCCC(N=C(O)CCC(N=C(O)C(C)N)C(O)=O)C(O)=O)C(O)=O	C18H31N5O9	InChI=1S/C18H31N5O9/c1-8(19)14(25)22-11(17(29)30)5-3-4-10(16(27)28)21-13(24)7-6-12(18(31)32)23-15(26)9(2)20/h8-12H,3-7,19-20H2,1-2H3,(H,21,24)(H,22,25)(H,23,26)(H,27,28)(H,29,30)(H,31,32)	BAPAFFOXTCMVCC-UHFFFAOYSA-N	461.2121776			MMDBc0031619
BASm0018935	N-Acetyl-D-glucosamine(anhydrous)N-Acetylmuramyl-tetrapeptide	N-acetyl-D-glucosamine(anhydrous)N-acetylmuramyl-tetrapeptide is an intermediate in peptidoglycan synthesis and turnover. Peptidoglycan can be described as a fisherman's net that encloses bacteria. The mesh of the net is made of two segments of parallel, somewhat inextensible glycan threads, held together by two small elastic peptide crosslinks allowing the net to expand or shrink. The glycan moiety of the peptidoglycan is very uniform among all bacteria, and is made up of alternating β-1,4-linked N-acetylglucosamine and N-acetyl muramate residues, with an average chain lengthof 10 to 65 disaccharide units (depending on the organism). The peptidoglycan synthesis pathway starts in the cytoplasm, where in six steps the peptidoglycan precursor a UDP-N-acetylmuramoyl-pentapeptide is synthesized. This precursor is then attached to the memberane acceptor all-trans-undecaprenyl phosphate, generating a N-acetylmuramoyl-pentapeptide-diphosphoundecaprenol, also known as lipid I. Another transferase then adds UDP-N-acetyl-α-D-glucosamine, yielding the complete monomeric unit a lipid II, also known as lipid II. This final lipid intermediate is transferred by an as yet unknown mechanism through the membrane. The peptidoglycan monomers are then polymerized on the outside surface by glycosyltransferases, which form the linear glycan chains, and transpeptidases, which catalyze the formation of peptide crosslinks. Peptide crosslinks form between different parts of the peptides depending on the organism. For example, in Mycobacteria and in E. coli most links form between the carboxyl group of the penultimate D-alanine (residue 4) of one peptide to the amino group at the D-center of meso-diaminopimelate (residue 3) of an adjacent peptide of a second glycan chain (as in E. coli). The crosslinking reaction is catalyzed by transpeptidases and involves the cleavage of the D-alanyl-D-alanine bond of the donor peptide, providing the energy to drive the reaction. As a result, the peptides in the peptidoglycan polymers are one or two amino acids shorter than the peptides in the monomers.		Expected Solid	[H]C(N)(CCCC([H])(N=C(O)C([H])(CCC(O)=O)N=C(O)C([H])(C)N=C(O)C([H])(C)O[C@@]1([H])C([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])N=C(C)O)C2([H])COC([H])(O2)[C@]1([H])N=C(C)O)C(O)=NC([H])(C)C(O)=O)C(O)=O	C37H59N7O20	InChI=1S/C37H59N7O20/c1-13(30(52)43-20(9-10-23(48)49)33(55)44-19(8-6-7-18(38)35(58)59)32(54)40-14(2)34(56)57)39-31(53)15(3)61-29-25(42-17(5)47)36-60-12-22(63-36)28(29)64-37-24(41-16(4)46)27(51)26(50)21(11-45)62-37/h13-15,18-22,24-29,36-37,45,50-51H,6-12,38H2,1-5H3,(H,39,53)(H,40,54)(H,41,46)(H,42,47)(H,43,52)(H,44,55)(H,48,49)(H,56,57)(H,58,59)/t13?,14?,15?,18?,19?,20?,21-,22?,24-,25-,26-,27-,28?,29-,36?,37+/m1/s1	ZTOWCORYLXDAAW-JOUWMGDHSA-N	921.3814874			MMDBc0031623
BASm0018936	N-Acetyl-D-glucosamine(anhydrous)N-Acetylmuramyl-tripeptide	N-acetyl-D-glucosamine(anhydrous)N-acetylmuramyl-tripeptide is an intermediate in peptidoglycan synthesis and turnover. Peptidoglycan can be described as a fisherman's net that encloses bacteria. The mesh of the net is made of two segments of parallel, somewhat inextensible glycan threads, held together by two small elastic peptide crosslinks allowing the net to expand or shrink. The glycan moiety of the peptidoglycan is very uniform among all bacteria, and is made up of alternating β-1,4-linked N-acetylglucosamine and N-acetyl muramate residues, with an average chain lengthof 10 to 65 disaccharide units (depending on the organism). The peptidoglycan synthesis pathway starts in the cytoplasm, where in six steps the peptidoglycan precursor a UDP-N-acetylmuramoyl-pentapeptide is synthesized. This precursor is then attached to the memberane acceptor all-trans-undecaprenyl phosphate, generating a N-acetylmuramoyl-pentapeptide-diphosphoundecaprenol, also known as lipid I. Another transferase then adds UDP-N-acetyl-α-D-glucosamine, yielding the complete monomeric unit a lipid II, also known as lipid II. This final lipid intermediate is transferred by an as yet unknown mechanism through the membrane. The peptidoglycan monomers are then polymerized on the outside surface by glycosyltransferases, which form the linear glycan chains, and transpeptidases, which catalyze the formation of peptide crosslinks. Peptide crosslinks form between different parts of the peptides depending on the organism. For example, in Mycobacteria and in E. coli most links form between the carboxyl group of the penultimate D-alanine (residue 4) of one peptide to the amino group at the D-center of meso-diaminopimelate (residue 3) of an adjacent peptide of a second glycan chain (as in E. coli). The crosslinking reaction is catalyzed by transpeptidases and involves the cleavage of the D-alanyl-D-alanine bond of the donor peptide, providing the energy to drive the reaction. As a result, the peptides in the peptidoglycan polymers are one or two amino acids shorter than the peptides in the monomers.		Expected Solid	CC(OC1C(OC2OC(CO)C(O)C(O)C2N=C(C)O)C(CO)OC=C1N=C(C)O)C(O)=NC(C)C(O)=NC(CCC(O)=O)C(O)=NC(CCCC(N)C(O)=O)C(O)=O	C34H54N6O19	InChI=1S/C34H54N6O19/c1-13(29(49)39-18(8-9-23(45)46)31(51)40-19(33(54)55)7-5-6-17(35)32(52)53)36-30(50)14(2)57-27-20(37-15(3)43)12-56-22(11-42)28(27)59-34-24(38-16(4)44)26(48)25(47)21(10-41)58-34/h12-14,17-19,21-22,24-28,34,41-42,47-48H,5-11,35H2,1-4H3,(H,36,50)(H,37,43)(H,38,44)(H,39,49)(H,40,51)(H,45,46)(H,52,53)(H,54,55)	ZWZMFRJKRXDGBE-UHFFFAOYSA-N	850.3443736			MMDBc0031624
BASm0018937	O-Acetyl-rhamanosyl-N-acetylglucosamyl-undecaprenyl diphosphate	O-acetyl-rhamanosyl-N-acetylglucosamyl-undecaprenyl diphosphate is an intermediate in peptidoglycan synthesis. Peptidoglycan can be described as a fisherman's net that encloses bacteria. The mesh of the net is made of two segments of parallel, somewhat inextensible glycan threads, held together by two small elastic peptide crosslinks allowing the net to expand or shrink. The glycan moiety of the peptidoglycan is very uniform among all bacteria, and is made up of alternating β-1,4-linked N-acetylglucosamine and N-acetyl muramate residues, with an average chain lengthof 10 to 65 disaccharide units (depending on the organism). The peptidoglycan synthesis pathway starts in the cytoplasm, where in six steps the peptidoglycan precursor a UDP-N-acetylmuramoyl-pentapeptide is synthesized. This precursor is then attached to the memberane acceptor all-trans-undecaprenyl phosphate, generating a N-acetylmuramoyl-pentapeptide-diphosphoundecaprenol, also known as lipid I. Another transferase then adds UDP-N-acetyl-α-D-glucosamine, yielding the complete monomeric unit a lipid II, also known as lipid II. This final lipid intermediate is transferred by an as yet unknown mechanism through the membrane. The peptidoglycan monomers are then polymerized on the outside surface by glycosyltransferases, which form the linear glycan chains, and transpeptidases, which catalyze the formation of peptide crosslinks. Peptide crosslinks form between different parts of the peptides depending on the organism. For example, in Mycobacteria and in E. coli most links form between the carboxyl group of the penultimate D-alanine (residue 4) of one peptide to the amino group at the D-center of meso-diaminopimelate (residue 3) of an adjacent peptide of a second glycan chain (as in E. coli). The crosslinking reaction is catalyzed by transpeptidases and involves the cleavage of the D-alanyl-D-alanine bond of the donor peptide, providing the energy to drive the reaction. As a result, the peptides in the peptidoglycan polymers are one or two amino acids shorter than the peptides in the monomers.		Expected Solid		C71H115NO17P2		WYHMIVUCEAXZMZ-LRILUZMENA-L	1315.765122			MMDBc0031625
BASm0018938	O16 antigen undecaprenyl diphosphate	O16 antigen undecaprenyl diphosphate is a member of the chemical class known as Polyprenols. These are prenols with more than 4 consecutive isoprene units.  O16 antigen is a repetitive glycan polymer contained within an LPS.  It is also called O polysaccharide, or O side-chain of the bacteria. The O antigen is attached to the core oligosaccharide, and comprises the outermost domain of the LPS molecule. The composition of the O chain varies from strain to strain. For example, there are over 160 different O antigen structures produced by different E. coli strains.		Expected Solid		C89H145NO32P2		NYDKXESIKHJNQU-FIYHCCFRNA-L	1801.923593			MMDBc0031626
BASm0018939	Octadecanoyl-phosphate (n-C18:0)	Octadecanoyl-phosphate (n-c18:0) belongs to the class of Acyl Phosphates. These are organic compounds containing the functional group -CO-P(O)(O)OH. (inferred from compound structure)		Expected Solid	CCCCCCCCCCCCCCCCCC(=O)OP([O-])([O-])=O	C18H35O5P	InChI=1S/C18H37O5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)23-24(20,21)22/h2-17H2,1H3,(H2,20,21,22)/p-2	MAMGRWPRCADEJL-UHFFFAOYSA-L	362.2222107			MMDBc0031627
BASm0018940	Octadecanoyl-phosphate (n-C18:1)	Caprylic acid belongs to the class of Straight Chain Fatty Acids. These are fatty acids with a straight aliphatic chain. (inferred from compound structure)Caprylic acid is invovled in Biosynthesis of alkaloids derived from terpenoid and polyketide, Biosynthesis of plant secondary metabolites, and Fatty acid biosynthesis. (KEGG)Caprylic acid is the common name for the eight-carbon saturated fatty acid known by the systematic name octanoic acid. It is found naturally in the milk of various mammals, and it is a minor constituent of coconut oil and palm kernel oil. It is an oily liquid that is minimally soluble in water with a slightly unpleasant rancid-like smell and taste. Two other acids are named after goats: caproic (C6) and capric (C10). Along with caprylic acid these total 15% in goat milk fat. (WikiPedia)		Expected Solid	CCCCCCCC\C=C/CCCCCCCC(=O)OP([O-])([O-])=O	C18H33O5P	InChI=1S/C18H35O5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)23-24(20,21)22/h9-10H,2-8,11-17H2,1H3,(H2,20,21,22)/p-2/b10-9-	VHHMNNRGNQWMKU-KTKRTIGZSA-L	360.2065607			MMDBc0031628
BASm0018941	Octadecenoyl-CoA (N-C18:1CoA)	Octadecenoyl-coa (n-c18:1coa) belongs to the class of Acyl CoAs. These are organic compounds contaning a coenzyme A substructure linked to another moeity through an ester bond. (inferred from compound structure)		Expected Solid	[H]C(O)(C([O-])=NCCC([O-])=NCCSC(=O)C=CCCCCCCCCCCCCCCC)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C39H64N7O17P3S	InChI=1S/C39H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h18-19,26-28,32-34,38,49-50H,4-17,20-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/p-4/t28-,32-,33-,34?,38-/m1/s1	NBCCUIHOHUKBMK-KBEKLFCESA-J	1027.329224			MMDBc0031629
BASm0018942	PGP(12:0/12:0)	PGP(12:0/12:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/12:0), in particular, consists of two dodecanoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C30H60O13P2	InChI=1S/C30H60O13P2/c1-3-5-7-9-11-13-15-17-19-21-29(32)39-25-28(43-30(33)22-20-18-16-14-12-10-8-6-4-2)26-42-45(37,38)41-24-27(31)23-40-44(34,35)36/h27-28,31H,3-26H2,1-2H3,(H,37,38)(H2,34,35,36)/t27-,28-/m1/s1	LNEADDPQSRWQGI-VSGBNLITSA-N	690.350916			MMDBc0031630
BASm0018943	PGP(14:0/14:0)	PGP(14:0/14:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/14:0), in particular, consists of two tetradecanoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C34H68O13P2	InChI=1S/C34H68O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-33(36)43-29-32(30-46-49(41,42)45-28-31(35)27-44-48(38,39)40)47-34(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h31-32,35H,3-30H2,1-2H3,(H,41,42)(H2,38,39,40)/t31-,32-/m1/s1	QNQMHFGHRCVQGM-ROJLCIKYSA-N	746.4135162			MMDBc0031631
BASm0018944	PGP(14:1(7Z)/14:1(7Z))	PGP(14:1(7Z)/14:1(7Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(7Z)/14:1(7Z)), in particular, consists of two 7Z,tetradecenoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCC\C=C/CCCCCC)OC(=O)CCCCC\C=C/CCCCCC	C34H64O13P2	InChI=1S/C34H64O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-33(36)43-29-32(30-46-49(41,42)45-28-31(35)27-44-48(38,39)40)47-34(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,31-32,35H,3-12,17-30H2,1-2H3,(H,41,42)(H2,38,39,40)/b15-13-,16-14-/t31-,32-/m1/s1	GDLXTQRUMWAYHJ-ORNOOMOASA-N	742.3822161			MMDBc0031632
BASm0018945	Peroxyaminoacrylate	Peroxyaminoacrylate is a member of the chemical class known as Enones. These are compounds containing the enone functional group, with the structure RC(=O)CR'. 		Expected Solid	N\C=C/C(=O)OO	C3H5NO3	InChI=1S/C3H5NO3/c4-2-1-3(5)7-6/h1-2,6H,4H2/b2-1-	WQKGFGLGYOHJOG-UPHRSURJSA-N	103.026943			MMDBc0031633
BASm0018946	S-Adenosyl-4-methylthio-2-oxobutanoate	S-adenosyl-4-methylthio-2-oxobutanoate is a member of the chemical class known as Purine Nucleosides and Analogues. These are compounds comprising a purine base attached to a sugar. 		Expected Solid	C[S+](CCC(=O)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N	C15H20N5O6S	InChI=1S/C15H19N5O6S/c1-27(3-2-7(21)15(24)25)4-8-10(22)11(23)14(26-8)20-6-19-9-12(16)17-5-18-13(9)20/h5-6,8,10-11,14,22-23H,2-4H2,1H3,(H2-,16,17,18,24,25)/p+1/t8-,10-,11-,14-,27?/m1/s1	UOKVQQMBGVMXPU-CJPDYEHRSA-O	398.1134291			MMDBc0031634
BASm0018947	Tetradecanoyl-phosphate (n-C14:0)	Tetradecanoyl-phosphate (n-c14:0) belongs to the class of Acyl Phosphates. These are organic compounds containing the functional group -CO-P(O)(O)OH. (inferred from compound structure)		Expected Solid	CCCCCCCCCCCCCC(=O)OP([O-])([O-])=O	C14H27O5P	InChI=1S/C14H29O5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)19-20(16,17)18/h2-13H2,1H3,(H2,16,17,18)/p-2	DHVWLJIFQPFPFX-UHFFFAOYSA-L	306.1596105			MMDBc0031636
BASm0018948	UDP-4-Keto-pyranose	UDP-4-keto-pyranose is a member of the chemical class known as Pyrimidine Ribonucleoside Diphosphates. These are pyrimidine ribobucleotides with diphosphate group  linked to the ribose moiety. 		Expected Solid	[H][C@]1(COP([O-])(=O)OP(O)(=O)O[C@@]2([H])OCC(=O)[C@]([H])(O)[C@@]2([H])O)OC([H])(N2C=CC([O-])=NC2=O)[C@]([H])(O)[C@]1([H])O	C14H18N2O16P2	InChI=1S/C14H20N2O16P2/c17-5-3-28-13(11(22)8(5)19)31-34(26,27)32-33(24,25)29-4-6-9(20)10(21)12(30-6)16-2-1-7(18)15-14(16)23/h1-2,6,8-13,19-22H,3-4H2,(H,24,25)(H,26,27)(H,15,18,23)/p-2/t6-,8+,9-,10-,11-,12?,13-/m1/s1	URJZIQLTPCJVMW-SVROINDSSA-L	532.0131556			MMDBc0031639
BASm0018949	Undecaprenyl-diphospho-N-acetylglucosamine-N-acetylmannosaminuronate	Undecaprenyl-diphospho-N-acetylglucosamine-N-acetylmannosaminuronateis an intermediate in enterobacterial common antigen (ECA) synthesis. It is a substrate for 4-alpha-L-fucosyltransferase (wecF)  This enzyme catalyzes the synthesis of Und-PP-GlcNAc-ManNAcA-Fuc4NAc (Lipid III), the third lipid-linked intermediate involved in ECA synthesis. Enterobacterial common antigen (ECA) is an outer membrane glycolipid similar to LPS that is common to all members of Enterobacteriaceae. The carbohydrate portion consists of N-acetyl-glucosamine, N-acetyl-D-mannosaminuronic acid and 4-acetamido-4,6-dideoxy-D-galactose. These amino sugars form trisaccharide repeat units which are part of linear heteropolysaccharide chains.  		Expected Solid	OC[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)OC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)[C@H](NC(C)=O)[C@@H](O)[C@@H]1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@@H]1NC(=O)C	C71H116N2O18P2	InChI=1S/C71H116N2O18P2/c1-48(2)25-15-26-49(3)27-16-28-50(4)29-17-30-51(5)31-18-32-52(6)33-19-34-53(7)35-20-36-54(8)37-21-38-55(9)39-22-40-56(10)41-23-42-57(11)43-24-44-58(12)45-46-86-92(82,83)91-93(84,85)90-71-63(73-60(14)76)65(78)67(61(47-74)87-71)88-70-62(72-59(13)75)64(77)66(79)68(89-70)69(80)81/h25,27,29,31,33,35,37,39,41,43,45,61-68,70-71,74,77-79H,15-24,26,28,30,32,34,36,38,40,42,44,46-47H2,1-14H3,(H,72,75)(H,73,76)(H,80,81)(H,82,83)(H,84,85)/b49-27+,50-29+,51-31+,52-33+,53-35+,54-37+,55-39+,56-41+,57-43+,58-45+/t61-,62+,63-,64-,65-,66+,67-,68+,70-,71-/m1/s1	IGGGNUSEBUZFTR-CDDUTUKUSA-N	1346.769838			MMDBc0031642
BASm0018950	Ureidoacrylate peracid	Ureidoacrylate peracid is a member of the chemical class known as Enones. These are compounds containing the enone functional group, with the structure RC(=O)CR'. 		Expected Solid	NC(=O)N\C=C/C(=O)OO	C4H6N2O4	InChI=1S/C4H6N2O4/c5-4(8)6-2-1-3(7)10-9/h1-2,9H,(H3,5,6,8)/b2-1-	AJFKXWQDHFYKFK-UPHRSURJSA-N	146.0327567			MMDBc0031643
BASm0018951	Acyl phosphatidylglycerol (N-C14:1)	Phosphatidylglycerol is a glycerophospholipid. The general structure of phosphatidylglycerol consists of a L-glycerol 3-phosphate backbone ester-bonded to either saturated or unsaturated fatty acids on carbons 1 and 2. The head group substituent glycerol is bonded through a phosphomonoester. Glycerophospholipids are important intermediates in cardiolipin synthesis.↵		Expected Solid	[H]\C(CCCCCC)=C(\[H])CCCCCC(=O)OCC(O)COP([O-])(=O)OCC(COC(=O)CCCCC\C([H])=C(/[H])CCCCCC)OC(=O)CCCCC\C([H])=C(/[H])CCCCCC	C48H86O11P	InChI=1S/C48H87O11P/c1-4-7-10-13-16-19-22-25-28-31-34-37-46(50)55-40-44(49)41-57-60(53,54)58-43-45(59-48(52)39-36-33-30-27-24-21-18-15-12-9-6-3)42-56-47(51)38-35-32-29-26-23-20-17-14-11-8-5-2/h19-24,44-45,49H,4-18,25-43H2,1-3H3,(H,53,54)/p-1/b22-19+,23-20+,24-21+	GKHYJHGQULCCBX-IKVQWSBMSA-M	869.5907751			MMDBc0031644
BASm0018952	Acyl phosphatidylglycerol (N-C16:1)	Phosphatidylglycerol is a glycerophospholipid. The general structure of phosphatidylglycerol consists of a L-glycerol 3-phosphate backbone ester-bonded to either saturated or unsaturated fatty acids on carbons 1 and 2. The head group substituent glycerol is bonded through a phosphomonoester. Glycerophospholipids are important intermediates in cardiolipin synthesis.↵		Expected Solid	[H]\C(CCCCCC)=C(\[H])CCCCCCCC(=O)OCC(O)COP([O-])(=O)OCC(COC(=O)CCCCCCC\C([H])=C(/[H])CCCCCC)OC(=O)CCCCCCC\C([H])=C(/[H])CCCCCC	C54H98O11P	InChI=1S/C54H99O11P/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-52(56)61-46-50(55)47-63-66(59,60)64-49-51(65-54(58)45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)48-62-53(57)44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h19-24,50-51,55H,4-18,25-49H2,1-3H3,(H,59,60)/p-1/b22-19+,23-20+,24-21+	ISOXHMBLKVGIAT-IKVQWSBMSA-M	953.6846755			MMDBc0031645
BASm0018953	Acyl phosphatidylglycerol (N-C18:1)	Phosphatidylglycerol is a glycerophospholipid. The general structure of phosphatidylglycerol consists of a L-glycerol 3-phosphate backbone ester-bonded to either saturated or unsaturated fatty acids on carbons 1 and 2. The head group substituent glycerol is bonded through a phosphomonoester. Phosphatidylglycerol is important as an intermediate for biosynthesis of other lipids, including cardiolipins.↵		Expected Solid	[H]\C(CCCCCC)=C(\[H])CCCCCCCCCC(=O)OCC(O)COP([O-])(=O)OCC(COC(=O)CCCCCCCCC\C([H])=C(/[H])CCCCCC)OC(=O)CCCCCCCCC\C([H])=C(/[H])CCCCCC	C60H110O11P	InChI=1S/C60H111O11P/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-58(62)67-52-56(61)53-69-72(65,66)70-55-57(71-60(64)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)54-68-59(63)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h19-24,56-57,61H,4-18,25-55H2,1-3H3,(H,65,66)/p-1/b22-19+,23-20+,24-21+	MNEWMEXDRDMOEP-IKVQWSBMSA-M	1037.778576			MMDBc0031646
BASm0018954	Bis-molybdopterin guanine dinucleotide	Bis-molybdopterin guanine dinucleotide is a member of the chemical class known as Purine Ribonucleoside Diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety. 		Expected Solid		C20H28MoN10O15P2S2		PNPXRABSZIPVFU-IJMWFHQLSA-J	871.971729			MMDBc0031648
BASm0018955	Cyclopropane phosphatidylethanolamine (dihexadec-9,10-cyclo-anoyl, N-C16:0 cyclo)	Cyclopropane phosphatidylethanolamine (dihexadec-9,10-cyclo-anoyl, n-c16:0 cyclo) belongs to the class of N-acyl Amines. These are compounds containing a fatty acid moiety linked to an amine group through an ester linkage. (inferred from compound structure)		Expected Solid		C39H73NO8P		DTFRUHREBAYLCS-UHFFFAOYNA-M	714.5079289			MMDBc0031652
BASm0018956	Cyclopropane phosphatidylethanolamine (dioctadec-11,12-cyclo-anoyl, N-C18:0 cyclo)	Cyclopropane phosphatidylethanolamine (dioctadec-11,12-cyclo-anoyl, n-c18:0 cyclo) belongs to the class of N-acyl Amines. These are compounds containing a fatty acid moiety linked to an amine group through an ester linkage. (inferred from compound structure)		Expected Solid		C43H81NO8P		HCFAHMIUAQMBSN-UHFFFAOYNA-M	770.5705292			MMDBc0031653
BASm0018957	Cyclopropane phosphatidylglycerol (dihexadec-9,10-cyclo-anoyl, N-C16:0 cyclo)	Cyclopropane phosphatidylglycerol (dihexadec-9,10-cyclo-anoyl, n-c16:0 cyclo) belongs to the class of N-acyl Amines. These are compounds containing a fatty acid moiety linked to an amine group through an ester linkage. (inferred from compound structure)		Expected Solid	CCCCCCC1CC1CCCCCCCC(=O)OCC(COP([O-])(=O)OCC(O)CO)OC(=O)CCCCCCCC1CC1CCCCCC	C40H74O10P	InChI=1S/C40H75O10P/c1-3-5-7-15-21-33-27-35(33)23-17-11-9-13-19-25-39(43)47-31-38(32-49-51(45,46)48-30-37(42)29-41)50-40(44)26-20-14-10-12-18-24-36-28-34(36)22-16-8-6-4-2/h33-38,41-42H,3-32H2,1-2H3,(H,45,46)/p-1	OBXHKDVMOWISFV-UHFFFAOYSA-M	745.5019601			MMDBc0031654
BASm0018958	Cyclopropane phosphatidylglycerol (dioctadec-11,12-cyclo-anoyl, N-C18:0 cyclo)	Cyclopropane phosphatidylglycerol (dioctadec-11,12-cyclo-anoyl, n-c18:0 cyclo) belongs to the class of Phosphatidylglycerols. These are glycerophosphoglycerols in which two saturated fatty acids are bonded to the 1-glycerol moiety through ester linkages. (inferred from compound structure)		Expected Solid	CCCCCCC1CC1CCCCCCCCCC(=O)OCC(COP([O-])(=O)OCC(O)CO)OC(=O)CCCCCCCCCC1CC1CCCCCC	C44H82O10P	InChI=1S/C44H83O10P/c1-3-5-7-19-25-37-31-39(37)27-21-15-11-9-13-17-23-29-43(47)51-35-42(36-53-55(49,50)52-34-41(46)33-45)54-44(48)30-24-18-14-10-12-16-22-28-40-32-38(40)26-20-8-6-4-2/h37-42,45-46H,3-36H2,1-2H3,(H,49,50)/p-1	ACOSNNHXZDLJJE-UHFFFAOYSA-M	801.5645604			MMDBc0031655
BASm0018959	Dehydroglycine	Dehydroglycine is a member of the chemical class known as Alpha Amino Acids and Derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).Dehydroglycine is catalyzed by ThiH. ThiH is a tyrosine lyase that cleaves the C alpha-C beta bond of tyrosine, generating p-cresol as a by-product, to form dehydroglycine. (PMID 19923213)		Expected Solid	[O-]C(=O)C=N	C2H2NO2	InChI=1S/C2H3NO2/c3-1-2(4)5/h1,3H,(H,4,5)/p-1	TVMUHOAONWHJBV-UHFFFAOYSA-M	72.00855331			MMDBc0031656
BASm0018960	Ethanesulfonate	Ethanesulfonate is a member of the chemical class known as Depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually -amino and -hydroxy acids), commonly but not necessarily regularly alternating.  It is also called Coenzyme M.  Coenzyme M is a coenzyme required for methyl-transfer reactions in the metabolism of methanogens. The coenzyme is an anion with the formula HSCH2CH2SO_3. It is named 2-mercaptoethanesulfonate and abbreviated HS	59721-29-8	Expected Solid	CN(C)C(=O)COC(=O)CC1=CC=C(OC(=O)C2=CC=C(NC(N)=N)C=C2)C=C1	C20H22N4O5	InChI=1S/C20H22N4O5/c1-24(2)17(25)12-28-18(26)11-13-3-9-16(10-4-13)29-19(27)14-5-7-15(8-6-14)23-20(21)22/h3-10H,11-12H2,1-2H3,(H4,21,22,23)	XASIMHXSUQUHLV-UHFFFAOYSA-N	398.1590198			MMDBc0031657
BASm0018961	ferric 2,3-dihydroxybenzoylserine	Ferric 2,3-dihydroxybenzoylserine belongs to the class of Hippuric Acid Derivatives. These are compounds containing an hippuric acid or a derivative, with a structure characterized the presence of a benzoyl group linked to the N-terminal of a glycine. (inferred from compound structure)		Expected Solid	[Fe].[H][C@@](CO)(N=C(O)C1=C(O)C(O)=CC=C1)C(O)=O	C10H11FeNO6	InChI=1S/C10H11NO6.Fe/c12-4-6(10(16)17)11-9(15)5-2-1-3-7(13)8(5)14;/h1-3,6,12-14H,4H2,(H,11,15)(H,16,17);/t6-;/m0./s1	CNGSOAGKXMNDIO-RGMNGODLSA-N	296.993573			MMDBc0031658
BASm0018962	ferroxamine minus Fe(3)	Ferrioxamine is catalyzed by fhuF. The phenotype of fhuF mutants and the structural features of the FhuF protein suggest that FhuF is involved in the reduction of ferric iron in cytoplasmic ferrioxamine B. (PMID 9990318) Insertional inactivation and gene replacement of both genes showed that while FhuD2 is involved in the transport of iron(III) in complex with ferrichrome, ferrioxamine B, aerobactin, and coprogen, FhuD1 shows a more limited substrate range, capable of only iron(III)-ferrichrome and iron(III)-ferrioxamine B transport in S. (PMID 11489851) Removal of iron from coprogen, ferrichrome, and ferrioxamine B was significantly lower in fhuF mutants compared to the corresponding parental strains, which suggested that FhuF is involved in iron removal from these hydroxamate-type siderophores. (PMID 14756576)		Expected Solid	[Fe+3].CC(=O)N(O)CCCCCN=C(O)CCC(=O)N(O)CCCCCN=C(O)CCC(=O)N(O)CCCCCN	C25H48FeN6O8	InChI=1S/C25H48N6O8.Fe/c1-21(32)29(37)18-9-3-6-16-27-22(33)12-14-25(36)31(39)20-10-4-7-17-28-23(34)11-13-24(35)30(38)19-8-2-5-15-26;/h37-39H,2-20,26H2,1H3,(H,27,33)(H,28,34);/q;+3	BLMKUGGNEDBRRA-UHFFFAOYSA-N	616.2883047			MMDBc0031659
BASm0018963	Ferroxamine	Ferroxamine is a member of the chemical class known as Hydroxamic Acids. These are compounds containing an hydroxamic acid functional group in which an hydroxylamine is inserted into a carboxylic acid. Its general structure is R-CO-NH-OH, with an R as an organic residue. Ferrioxamine is catalyzed by fhuF. The phenotype of fhuF mutants and the structural features of the FhuF protein suggest that FhuF is involved in the reduction of ferric iron in cytoplasmic ferrioxamine B. (PMID 9990318) Insertional inactivation and gene replacement of both genes showed that while FhuD2 is involved in the transport of iron(III) in complex with ferrichrome, ferrioxamine B, aerobactin, and coprogen. FhuD1 shows a more limited substrate range, capable of only iron(III)-ferrichrome and iron(III)-ferrioxamine B transport in S. (PMID 11489851) Removal of iron from coprogen, ferrichrome, and ferrioxamine B was significantly lower in fhuF mutants compared to the corresponding parental strains, which suggested that FhuF is involved in iron removal from these hydroxamate-type siderophores. (PMID 14756576)	14836-73-8	Expected Solid	CC(=O)N1CCCCCNC(=O)CCC(=O)N2CCCCCNC(=O)CCC(=O)N(CCCCCN)O[Fe](O1)O2	C25H45FeN6O8	InChI=1S/C25H45N6O8.Fe/c1-21(32)29(37)18-9-3-6-16-27-22(33)12-14-25(36)31(39)20-10-4-7-17-28-23(34)11-13-24(35)30(38)19-8-2-5-15-26;/h2-20,26H2,1H3,(H,27,33)(H,28,34);/q-3;+3	SRMBQCVUAVULDJ-UHFFFAOYSA-N	613.2648296			MMDBc0031660
BASm0018964	Galactofuranosyl-glucosyl-O-acetyl-rhamanosyl-N-acetylglucosamyl-undecaprenyl diphosphate	Galactofuranosyl-glucosyl-O-acetyl-rhamanosyl-N-acetylglucosamyl-undecaprenyl diphosphate belongs to the class of Polyterpenes. These are terpenes consisting of more than eight isoprene units.		Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])COP([O-])(=O)OP(O)(=O)OC1OC(CO)C(O)C(OC2OC(C)C(O)C(OC3OC(COC4OC(C(O)CO)C(O)C4O)C(O)C(O)C3O)C2OC(C)=O)C1N=C(C)[O-])=C(\C)CCC=C(C)C	C83H135NO27P2	InChI=1S/C83H137NO27P2/c1-51(2)26-16-27-52(3)28-17-29-53(4)30-18-31-54(5)32-19-33-55(6)34-20-35-56(7)36-21-37-57(8)38-22-39-58(9)40-23-41-59(10)42-24-43-60(11)44-25-45-61(12)46-47-102-112(97,98)111-113(99,100)110-80-68(84-63(14)87)77(71(92)66(49-86)105-80)108-83-79(104-64(15)88)78(69(90)62(13)103-83)109-82-74(95)72(93)70(91)67(106-82)50-101-81-75(96)73(94)76(107-81)65(89)48-85/h26,28,30,32,34,36,38,40,42,44,46,62,65-83,85-86,89-96H,16-25,27,29,31,33,35,37,39,41,43,45,47-50H2,1-15H3,(H,84,87)(H,97,98)(H,99,100)/p-2/b52-28+,53-30+,54-32+,55-34+,56-36+,57-38+,58-40+,59-42+,60-44+,61-46+	SOZYQWIVOMQYML-KIWKAZHESA-L	1639.869671			MMDBc0031661
BASm0018965	gamma-Glutamyl-gamma-butyraldehyde	Gamma-glutamyl-gamma-butyraldehyde is a member of the chemical class known as Alpha Amino Acids and Derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).Gamma-glutamyl-gamma-butyraldehyde is invovled in Arginine and proline metabolism. (KEGG)		Expected Solid	NC(CCC(=O)CCNCC=O)C(O)=O	C9H16N2O4	InChI=1S/C9H16N2O4/c10-8(9(14)15)2-1-7(13)3-4-11-5-6-12/h6,8,11H,1-5,10H2,(H,14,15)	SSNXXAXHQSXHKM-UHFFFAOYSA-N	216.111007			MMDBc0031662
BASm0018966	Glucosyl-O-acetyl-rhamanosyl-N-acetylglucosamyl-undecaprenyl diphosphate	Glucosyl-O-acetyl-rhamanosyl-N-acetylglucosamyl-undecaprenyl diphosphate belongs to the class of Polyterpenes. These are terpenes consisting of more than eight isoprene units.		Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])COP([O-])(=O)OP(O)(=O)OC1OC(CO)C(O)C(OC2OC(C)C(O)C(OC3OC(CO)C(O)C(O)C3O)C2OC(C)=O)C1N=C(C)[O-])=C(\C)CCC=C(C)C	C77H125NO22P2	InChI=1S/C77H127NO22P2/c1-50(2)26-16-27-51(3)28-17-29-52(4)30-18-31-53(5)32-19-33-54(6)34-20-35-55(7)36-21-37-56(8)38-22-39-57(9)40-23-41-58(10)42-24-43-59(11)44-25-45-60(12)46-47-92-101(88,89)100-102(90,91)99-75-66(78-62(14)81)72(69(85)65(49-80)95-75)97-77-74(94-63(15)82)73(67(83)61(13)93-77)98-76-71(87)70(86)68(84)64(48-79)96-76/h26,28,30,32,34,36,38,40,42,44,46,61,64-77,79-80,83-87H,16-25,27,29,31,33,35,37,39,41,43,45,47-49H2,1-15H3,(H,78,81)(H,88,89)(H,90,91)/p-2/b51-28+,52-30+,53-32+,54-34+,55-36+,56-38+,57-40+,58-42+,59-44+,60-46+	QZKSQRMITRSRFM-QUNHHUOXSA-L	1477.816848			MMDBc0031663
BASm0018967	Heptosyl-phospho-heptosyl-heptosyl-kdo2-lipidA	Heptosyl-phospho-heptosyl-heptosyl-kdo2-lipidA is an intermediate involved in LPS (lipopolysaccharide) biosynthesis.  It is a substrate for the enzyme Lipopolysaccharide core heptosyltransferase (rfaQ).  This enzyme catalyzes heptose transfer to the lipopolysaccharide core. Specifically, it transfers a heptose, called heptose(III), to the heptose(II) of the inner core.		Expected Solid	[H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO[C@]2([H])O[C@]([H])(CO[C@@]3(C[C@@]([H])(OC4(CC([H])(O)C([H])(O)C([H])(O4)C([H])(O)CO)C([O-])=O)[C@@]([H])(OC4([H])OC([H])([C@@]([H])(O)CO)[C@@]([H])(O)[C@]([H])(OC5([H])OC([H])([C@@]([H])(O)COC6([H])OC([H])(C([H])(O)CO)C([H])(O)C([H])(O)C6([H])O)[C@@]([H])(OP([O-])([O-])=O)[C@]([H])(O)[C@]5([H])O)[C@]4([H])O)[C@]([H])(O3)[C@]([H])(O)CO)C([O-])=O)[C@@]([H])(OP([O-])([O-])=O)[C@]([H])(OC(=O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@]2([H])N=C([O-])C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)O[C@]([H])(OP(O)(O)=O)[C@]1([H])N=C([O-])C[C@]([H])(O)CCCCCCCCCCC	C131H231N2O60P3	InChI=1S/C131H239N2O60P3/c1-7-13-19-25-31-37-38-44-50-56-62-68-98(149)178-85(66-60-54-48-42-35-29-23-17-11-5)72-100(151)182-120-102(133-96(147)71-84(65-59-53-47-41-34-28-22-16-10-4)177-97(148)67-61-55-49-43-36-30-24-18-12-6)123(175-80-93-104(153)119(181-99(150)70-83(139)64-58-52-46-40-33-27-21-15-9-3)101(124(179-93)193-196(171,172)173)132-95(146)69-82(138)63-57-51-45-39-32-26-20-14-8-2)180-94(118(120)191-194(165,166)167)81-176-130(128(161)162)74-92(188-131(129(163)164)73-86(140)103(152)114(189-131)89(143)77-136)117(116(190-130)90(144)78-137)186-127-111(160)121(110(159)113(184-127)88(142)76-135)187-126-109(158)107(156)122(192-195(168,169)170)115(185-126)91(145)79-174-125-108(157)105(154)106(155)112(183-125)87(141)75-134/h82-94,101-127,134-145,152-160H,7-81H2,1-6H3,(H,132,146)(H,133,147)(H,161,162)(H,163,164)(H2,165,166,167)(H2,168,169,170)(H2,171,172,173)/p-8/t82-,83-,84-,85-,86?,87?,88+,89?,90-,91+,92-,93-,94-,101-,102-,103?,104-,105?,106?,107-,108?,109+,110-,111+,112?,113?,114?,115?,116-,117-,118-,119-,120-,121+,122+,123-,124-,125?,126?,127?,130-,131?/m1/s1	OCKKDDJUVZAABC-XSAOWLIJSA-F	2885.429892			MMDBc0031664
BASm0018968	Kdo-phospho-heptosyl-phospho-heptosyl-heptosyl-kdo2-lipidA	KDO-phospho-heptosyl-phospho-heptosyl-heptosyl-kdo2-lipidA is an intermediate involved in LPS (lipopolysaccharide) biosynthesis.  It is a substrate for the enzyme Lipopolysaccharide core biosynthesis protein (rfaZ). It is also a substrate for Lipopolysaccharide core biosynthesis protein (rfaS).		Expected Solid	CCCCCCCCCCCCCC(=O)OC(CCCCCCCCCCC)CC(=O)OC1C(OP([O-])([O-])=O)C(COC2(CC(OC3(CC(OC4(CC(O)C(O)C(O4)C(O)CO)C([O-])=O)C(O)C(O3)C(O)CO)C([O-])=O)C(OC3OC(C(O)CO)C(OP([O-])([O-])=O)C(OC4OC(C(O)COC5OC(C(O)CO)C(O)C(O)C5O)C(OP([O-])([O-])=O)C(O)C4O)C3O)C(O2)C(O)CO)C([O-])=O)OC(OCC2OC(OP(O)(O)=O)C(N=C([O-])CC(O)CCCCCCCCCCC)C(OC(=O)CC(O)CCCCCCCCCCC)C2O)C1N=C([O-])CC(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C139H241N2O70P4	InChI=1S/C139H252N2O70P4/c1-7-13-19-25-31-37-38-44-50-56-62-68-102(159)193-87(66-60-54-48-42-35-29-23-17-11-5)72-104(161)197-125-106(141-100(157)71-86(65-59-53-47-41-34-28-22-16-10-4)192-101(158)67-61-55-49-43-36-30-24-18-12-6)129(190-82-97-109(164)124(196-103(160)70-85(148)64-58-52-46-40-33-27-21-15-9-3)105(130(194-97)211-215(186,187)188)140-99(156)69-84(147)63-57-51-45-39-32-26-20-14-8-2)195-98(123(125)208-212(177,178)179)83-191-137(134(171)172)75-96(204-139(136(175)176)74-95(108(163)118(206-139)91(152)78-144)203-138(135(173)174)73-88(149)107(162)117(205-138)90(151)77-143)122(121(207-137)93(154)80-146)201-133-115(170)126(128(210-214(183,184)185)119(199-133)92(153)79-145)202-132-114(169)112(167)127(209-213(180,181)182)120(200-132)94(155)81-189-131-113(168)110(165)111(166)116(198-131)89(150)76-142/h84-98,105-133,142-155,162-170H,7-83H2,1-6H3,(H,140,156)(H,141,157)(H,171,172)(H,173,174)(H,175,176)(H2,177,178,179)(H2,180,181,182)(H2,183,184,185)(H2,186,187,188)/p-11	HKWVBDGTKAFRJF-UHFFFAOYSA-C	3182.43105			MMDBc0031665
BASm0018969	Molybdopterin cytosine dinucleotide	Molybdopterin cytosine dinucleotide is a member of the chemical class known as Pyrimidine Ribonucleoside Diphosphates. These are pyrimidine ribobucleotides with diphosphate group  linked to the ribose moiety.  MocA is a specific cytidylyltransferase involved in molybdopterin cytosine dinucleotide biosynthesis in Escherichia coli. (PMID 19542235) Qox is the first MCD-containing enzyme to be synthesized in a catalytically fully competent form by a heterologous host, P. (PMID 12730200)		Expected Solid	[H]O[C@@]1([H])[C@@]([H])(O[C@]([H])(C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]2([H])O[C@@]3([H])N([H])C4=C(N([H])[C@@]3([H])C([S-])=C2S[H])C(=O)N=C(N([H])[H])N4[H])[C@@]1([H])O[H])N1C([H])=C([H])C(=NC1=O)N([H])[H]	C19H23N8O13P2S2	InChI=1S/C19H26N8O13P2S2/c20-7-1-2-27(19(31)22-7)17-11(29)10(28)5(39-17)3-36-41(32,33)40-42(34,35)37-4-6-12(43)13(44)8-16(38-6)24-14-9(23-8)15(30)26-18(21)25-14/h1-2,5-6,8,10-11,16-17,23,28-29,43-44H,3-4H2,(H,32,33)(H,34,35)(H2,20,22,31)(H4,21,24,25,26,30)/p-3/t5-,6-,8+,10-,11-,16-,17-/m1/s1	WKSPNQYEWZEMMI-FEFZDOOUSA-K	697.0301223			MMDBc0031667
BASm0018970	Phospho-heptosyl-heptosyl-kdo2-lipidA	Phospho-heptosyl-heptosyl-kdo2-lipida belongs to the class of Hexose Oligosaccharides. These are oligosaccharides in which the saccharide units are hexoses. (inferred from compound structure)		Expected Solid		C124H219N2O54P3		XNYUHCDJIRFEJF-UHFFFAOYSA-F	2693.370894			MMDBc0031670
BASm0018971	Phospho-heptosyl-phospho-heptosyl-heptosyl-kdo2-lipidA	Phospho-heptosyl-phospho-heptosyl-heptosyl-kdo2-lipidA is an intermediate involved in LPS (lipopolysaccharide) biosynthesis.  It is a substrate for Lipopolysaccharide core heptose(II) kinase (RfaY).  This enzyme catalyzes the phosphorylation of heptose(II) of the outer membrane lipopolysaccharide core.		Expected Solid		C131H230N2O63P4		MVYTXVAKEAWEGM-UHFFFAOYSA-D	2963.38606			MMDBc0031671
BASm0018972	Phosphoethanolamine KDO(2)-lipid (A)	Phosphoethanolamine kdo(2)-lipid (a) belongs to the class of Polysaccharide Phosphates. These are polysaccharides in which a phosphate group is bound to at least one carbohydrate unit. (inferred from compound structure)		Expected Solid	CCCCCCCCCCCCCC(=O)OC(CCCCCCCCCCC)CC(=O)OC1C(NC(=O)CC(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)C(OCC2OC(OP([O-])([O-])=O)C(NC(=O)CC(O)CCCCCCCCCCC)C(OC(=O)CC(O)CCCCCCCCCCC)C2O)OC(COC2(CC(OC3(CC(O)C(O)C(O3)C(CO)OP([O-])(=O)OCC[N+])C([O-])=O)C(O)C(O2)C(O)CO)C([O-])=O)C1OP([O-])([O-])=O	C112H199N3O42P3	InChI=1S/C112H206N3O42P3/c1-7-13-19-25-31-37-38-44-50-56-62-68-94(125)147-84(66-60-54-48-42-35-29-23-17-11-5)74-96(127)151-106-98(115-92(123)73-83(65-59-53-47-41-34-28-22-16-10-4)146-93(124)67-61-55-49-43-36-30-24-18-12-6)107(143-79-89-101(130)105(150-95(126)72-82(119)64-58-52-46-40-33-27-21-15-9-3)97(108(148-89)157-159(138,139)140)114-91(122)71-81(118)63-57-51-45-39-32-26-20-14-8-2)149-90(104(106)156-158(135,136)137)80-144-111(109(131)132)76-87(100(129)102(153-111)86(121)77-116)152-112(110(133)134)75-85(120)99(128)103(154-112)88(78-117)155-160(141,142)145-70-69-113/h81-90,97-108,116-121,128-130H,7-80H2,1-6H3,(H,114,122)(H,115,123)(H,131,132)(H,133,134)(H,141,142)(H2,135,136,137)(H2,138,139,140)/q+1/p-7	FBBLZLDSYGPWQW-UHFFFAOYSA-G	2351.277395			MMDBc0031672
BASm0018973	Rhamanosyl-N-acetylglucosamyl-undecaprenyl diphosphate	Rhamanosyl-N-acetylglucosamyl-undecaprenyl diphosphate belongs to the class of Polyterpenes. These are terpenes consisting of more than eight isoprene units.		Expected Solid		C69H113NO16P2		ORYXFVQODWYDMG-JXWMOMLFNA-L	1273.754558			MMDBc0031673
BASm0018974	Tetradecenoate (N-C14:1)	Tetradecenoate (n-c14:1) belongs to the class of Unsaturated Fatty Acids. These are fatty acids whose chain contains at least one CC double bond.		Expected Solid	[O-]C(=O)CCCCCCCCCCCC=C	C14H25O2	InChI=1S/C14H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h2H,1,3-13H2,(H,15,16)/p-1	DIGWSCGMTNOSDZ-UHFFFAOYSA-M	225.185455			MMDBc0031675
BASm0018975	Undecaprenyl phosphate-4-amino-4-formyl-L-arabinose	Undecaprenyl phosphate-4-amino-4-formyl-L-arabinose is an intermediate in LPS (lipopolysaccharide) biosynthesis.  It is a substrate for the enzyme Undecaprenyl-phosphate 4-deoxy-4-formamido-L-arabinose transferase (arnC). This enzyme catalyzes the transfer of 4-deoxy-4-formamido-L-arabinose from UDP to undecaprenyl phosphate. The modified arabinose is attached to lipid A and is required for resistance to polymyxin and cationic antimicrobial peptides.  The reaction is: UDP-4-deoxy-4-formamido-beta-L-arabinose + di-trans,octa-cis-undecaprenyl phosphate = UDP + 4-deoxy-4-formamido-alpha-L-arabinose di-trans,octa-cis-undecaprenyl phosphate.		Expected Solid	O=CC1(N)CO[C@@]([H])(OP([O-])(=O)OC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CCC=C(C)C)[C@@](O)([H])[C@]1(O)[H]	C61H99NO8P	InChI=1S/C61H100NO8P/c1-47(2)23-13-24-48(3)25-14-26-49(4)27-15-28-50(5)29-16-30-51(6)31-17-32-52(7)33-18-34-53(8)35-19-36-54(9)37-20-38-55(10)39-21-40-56(11)41-22-42-57(12)43-44-69-71(66,67)70-60-58(64)59(65)61(62,45-63)46-68-60/h23,25,27,29,31,33,35,37,39,41,43,45,58-60,64-65H,13-22,24,26,28,30,32,34,36,38,40,42,44,46,62H2,1-12H3,(H,66,67)/p-1/b48-25+,49-27+,50-29+,51-31+,52-33+,53-35+,54-37+,55-39+,56-41+,57-43+/t58-,59-,60+,61?/m1/s1	YYVYMEXYAGAGTM-MOVGJWTDSA-M	1004.710831			MMDBc0031677
BASm0018976	Ferric enterobactin	Ferric enterobactin is a member of the chemical class known as Catechols. These are compounds containing a 1,2-benzenediol moeity.   Ferric enterobactin is a catecholate siderophore that binds with high affinity (Kd approximately 10-10 M) to the Escherichia coli outer membrane protein FepA. (PMID 10998164) The Escherichia coli FepA protein is an energy- and TonB-dependent, ligand-binding porin that functions as a receptor for the siderophore ferric enterobactin and colicins B and D. (PMID 9268330) The periplasmic protein FepB of Escherichia coli is a component of the ferric enterobactin transport system. (PMID 10986237) The ferric enterobactin receptor, FepA, is a TonB-dependent gated porin that transports the siderophore ferric enterobactin across the outer membrane of gram-negative bacteria. (PMID 7947735) In Escherichia coli, the outer membrane protein FepA is a receptor for the siderophore complex ferric enterobactin and for colicins B and D. (PMID 2201687) FepA is an Escherichia coli outer membrane receptor protein for the siderophore ferric enterobactin. (PMID 7504275) FepA is the Escherichia coli outer membrane receptor for ferric enterobactin, colicin D and colicin B. (PMID 11532122)		Expected Solid	[Fe].OC1OCC(N=C(O)C2=C(O)C(O)=CC=C2)C(O)OCC(N=C(O)C2=C(O)C(O)=CC=C2)C(O)OCC1N=C(O)C1=C(O)C(O)=CC=C1	C30H33FeN3O15	InChI=1S/C30H33N3O15.Fe/c34-19-7-1-4-13(22(19)37)25(40)31-16-10-46-29(44)18(33-27(42)15-6-3-9-21(36)24(15)39)12-48-30(45)17(11-47-28(16)43)32-26(41)14-5-2-8-20(35)23(14)38;/h1-9,16-18,28-30,34-39,43-45H,10-12H2,(H,31,40)(H,32,41)(H,33,42);	WPYKFMKTUGWUGY-UHFFFAOYSA-N	731.1261095			MMDBc0031680
BASm0018977	Thiomethylgalactoside	Thiomethylgalactoside belongs to the class of Hexoses. These are monosaccharides in which the sugar unit is a hexose. (inferred from compound structure)	155-30-6	Expected Solid	[H]OC([H])([H])C1([H])O[C@@]([H])(SC([H])([H])[H])[C@]([H])(O[H])C([H])(O[H])[C@@]1([H])O[H]	C7H14O5S	InChI=1S/C7H14O5S/c1-13-7-6(11)5(10)4(9)3(2-8)12-7/h3-11H,2H2,1H3/t3?,4-,5?,6+,7-/m0/s1	LZFNFLTVAMOOPJ-XMAYFYEJSA-N	210.0561942			MMDBc0031682
BASm0018978	4-Oxohexanoate	4-Oxohexanoate is a member of the chemical class known as Medium-chain Keto Acids and Derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain. 	1117-74-4	Expected Solid	CCC(=O)CCC(O)=O	C6H10O3	InChI=1S/C6H10O3/c1-2-5(7)3-4-6(8)9/h2-4H2,1H3,(H,8,9)	CLJBDOUIEHLLEN-UHFFFAOYSA-N	130.0629942			MMDBc0031684
BASm0018979	Nicotinamide hypoxanthine dinucleotide	Nicotinamide hypoxanthine dinucleotide is a member of the chemical class known as Purine Ribonucleoside Monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. 	1851-07-6	Expected Solid	OC1C(COP(O)(=O)OP(O)(=O)OCC2OC(C(O)C2O)[N+]2=CC=CC(=C2)C(O)=N)OC(C1O)N1C=NC2=C1N=CN=C2O	C21H27N6O15P2	InChI=1S/C21H26N6O15P2/c22-17(32)9-2-1-3-26(4-9)20-15(30)13(28)10(40-20)5-38-43(34,35)42-44(36,37)39-6-11-14(29)16(31)21(41-11)27-8-25-12-18(27)23-7-24-19(12)33/h1-4,7-8,10-11,13-16,20-21,28-31H,5-6H2,(H4-,22,23,24,32,33,34,35,36,37)/p+1	DGVSIBCCYUVRNA-UHFFFAOYSA-O	665.1009622			MMDBc0031685
BASm0018980	1-(2-Carboxyphenylamino)-1'-deoxyribulose-5'-phosphate	1-(2-carboxyphenylamino)-1'-deoxyribulose-5'-phosphate is a member of the chemical class known as Pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms.  It is an intermediate in the synthesis of tryptophan from chorismate.		Expected Solid	OC(COP([O-])([O-])=O)C(O)C(=O)CNC1=CC=CC=C1C([O-])=O	C12H13NO9P	InChI=1S/C12H16NO9P/c14-9(11(16)10(15)6-22-23(19,20)21)5-13-8-4-2-1-3-7(8)12(17)18/h1-4,10-11,13,15-16H,5-6H2,(H,17,18)(H2,19,20,21)/p-3	QKMBYNRMPRKVTO-UHFFFAOYSA-K	346.0327925			MMDBc0031687
BASm0018981	13-[O(2')-beta-D-Glucopyranosyl-beta-D-glucopyranosyloxy]docoscanoate O(6'')-acetate	13-[O(2')-beta-D-glucopyranosyl-beta-D-glucopyranosyloxy]docoscanoate O(6'')-acetate is a glycolipid.		Expected Solid	[H]C(CCCCCCCCC)(CCCCCCCCCCCC([O-])=O)O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O[C@]1([H])O[C@]([H])(COC(C)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O	C36H65O14	InChI=1S/C36H66O14/c1-3-4-5-6-10-13-16-19-25(20-17-14-11-8-7-9-12-15-18-21-28(39)40)47-36-34(32(44)29(41)26(22-37)48-36)50-35-33(45)31(43)30(42)27(49-35)23-46-24(2)38/h25-27,29-37,41-45H,3-23H2,1-2H3,(H,39,40)/p-1/t25?,26-,27-,29-,30-,31+,32+,33-,34-,35+,36-/m1/s1	DYDPBEMJTPLKEJ-BNKHDULBSA-M	721.4374318			MMDBc0031690
BASm0018982	2-5-Phosphoribosyl-3-dephospho-CoA	2-5-phosphoribosyl-3-dephospho-CoA is a member of the chemical class known as Purine 3'-deoxyribonucleoside Diphosphates. These are purine nucleotides with diphosphate group  linked to the ribose moiety lacking an hydroxyl group at position 3.   This compound is an important cofactor for citrate lyase.  Citrate lyase is an enzyme which converts citrate to oxaloacetate. In bacteria, this reaction is involved in citrate fermentation. 		Expected Solid	[H]C(O)(C([O-])=NCCC([O-])=NCCS)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])C[C@@]([H])(O[C@]2([H])O[C@]([H])(COP(O)([O-])=O)[C@@]([H])(O)[C@@]2([H])O)[C@@]([H])(O1)N1C=NC2([H])C(=N)N=CNC12[H]	C26H43N7O19P3S	InChI=1S/C26H46N7O19P3S/c1-26(2,20(37)23(38)29-4-3-16(34)28-5-6-56)10-48-55(44,45)52-54(42,43)47-8-13-7-14(24(49-13)33-12-32-17-21(27)30-11-31-22(17)33)50-25-19(36)18(35)15(51-25)9-46-53(39,40)41/h11-15,17-20,22,24-25,35-37,56H,3-10H2,1-2H3,(H,28,34)(H,29,38)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/p-3/t13-,14+,15+,17?,18+,19+,20?,22?,24+,25+/m0/s1	KZAGRNGHZHVHLU-NNJMUBGFSA-K	882.1547275			MMDBc0031692
BASm0018983	4-Amino-4-deoxy-L-arabinose	 4-amino-4-deoxy-L-arabinose is invovled in Modification of lipid A.  Attachment of the cationic sugar 4-amino-4-deoxy-l-arabinose (l-Ara4N) to lipid A is required for the maintenance of polymyxin resistance in Escherichia coli.  The enzyme called AmT synthesizes this molecule and transfers it to lipid A.		Expected Solid	[H][C@]1(COP(O)(=O)OP(O)(=O)O[C@@]2([H])OC[C@]([H])(N)[C@]([H])(O)[C@@]2([H])O)O[C@@]([H])(N2C=CC(O)=NC2=O)[C@]([H])(O)[C@]1([H])O	C14H23N3O15P2	InChI=1S/C14H23N3O15P2/c15-5-3-28-13(11(22)8(5)19)31-34(26,27)32-33(24,25)29-4-6-9(20)10(21)12(30-6)17-2-1-7(18)16-14(17)23/h1-2,5-6,8-13,19-22H,3-4,15H2,(H,24,25)(H,26,27)(H,16,18,23)/t5-,6+,8-,9+,10+,11+,12+,13+/m0/s1	GWBAKYBSWHQNMQ-IAZOVDBXSA-N	535.0604401			MMDBc0031695
BASm0018984	5-Methyldeoxycytidine triphosphate	5-methyldeoxycytidine triphosphate is a member of the chemical class known as Pyrimidine 2'-deoxyribonucleoside Triphosphates. These are pyrimidine nucleotides with a triphosphate group  linked to the ribose moiety lacking an hydroxyl group at position 2. This is a methylated form of dCTP.  Methylation of nucleotides and nucleosides can occur spontaneously through the action of alkylating reagents.	22003-12-9	Expected Solid	[H][C@]1(O)C[C@@]([H])(O[C@]1([H])COP(O)(=O)OP(O)(=O)OP(O)(O)=O)N1C=C(C)C(=N)N=C1O	C10H18N3O13P3	InChI=1S/C10H18N3O13P3/c1-5-3-13(10(15)12-9(5)11)8-2-6(14)7(24-8)4-23-28(19,20)26-29(21,22)25-27(16,17)18/h3,6-8,14H,2,4H2,1H3,(H,19,20)(H,21,22)(H2,11,12,15)(H2,16,17,18)/t6-,7+,8+/m0/s1	NGYHUCPPLJOZIX-XLPZGREQSA-N	481.0052472			MMDBc0031696
BASm0018985	6-Phospho-beta-D-glucosyl-(1,4)-D-glucose	6-phospho-beta-D-glucosyl-(1,4)-D-glucose is a member of the chemical class known as Dihexoses. These are disaccharides containing two hexose carbohydrates. 		Expected Solid	[H][C@@]1(O)O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(COP(O)(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@]([H])(O)[C@@]1([H])O	C12H23O14P	InChI=1S/C12H23O14P/c13-1-3-10(7(16)8(17)11(19)24-3)26-12-9(18)6(15)5(14)4(25-12)2-23-27(20,21)22/h3-19H,1-2H2,(H2,20,21,22)/t3-,4-,5-,6+,7-,8-,9-,10-,11-,12+/m1/s1	ITPHOIFCAFNCLL-QRZGKKJRSA-N	422.082542			MMDBc0031697
BASm0018986	Demethylmenaquinone-7	Demethylmenaquinone-7 is a member of the chemical class known as Sesquaterpenes. Menaquinones and demethaquinones are isoprenoid quinones of the naphthalene series, and are constituents of bacterial plasma membranes, where they play important roles in electron transfer and oxidative phosphorylation. Menaquinones and demethaquinones are named MK-n or DMK-n, respectively, where the n refers to the number of prenyl units present in the side chain  Demethylmenaquinone-7 is involved in cofactor (menaquinone and ubiquinone) biosynthesis.    Demethylquinones are converted to menaquinones via the enzyme ubiE.		Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=CC(=O)C2=CC=CC=C2C1=O)=C(\C)CCC=C(C)C	C45H62O2	InChI=1S/C45H62O2/c1-34(2)17-11-18-35(3)19-12-20-36(4)21-13-22-37(5)23-14-24-38(6)25-15-26-39(7)27-16-28-40(8)31-32-41-33-44(46)42-29-9-10-30-43(42)45(41)47/h9-10,17,19,21,23,25,27,29-31,33H,11-16,18,20,22,24,26,28,32H2,1-8H3/b35-19+,36-21+,37-23+,38-25+,39-27+,40-31+	GJIGVPBRJFOUGD-SSQLMYNASA-N	634.4749812			MMDBc0031698
BASm0018987	Deoxycytidine 5'-phosphate	Deoxycytidine 5'-phosphate is a nucleoside monophosphate.  It is related to the common nucleic acid CTP, or cytidine triphosphate wwith the -OH group on the 2' carbon on the nucleotide's pentose removed (hence the deoxy-part of the name) and with two fewer phosphates.	2498-41-1	Expected Solid	Cl.CC(N)CC1=CC=C(I)C=C1	C9H13ClIN	InChI=1S/C9H12IN.ClH/c1-7(11)6-8-2-4-9(10)5-3-8;/h2-5,7H,6,11H2,1H3;1H	JJHFCILQSKMLBS-UHFFFAOYSA-N	296.9781205			MMDBc0031699
BASm0018988	Ethoxyamine	Ethoxyamine is a member of the chemical class known as Carbonyl Imides. These are organic compounds containing a carbonyl imide group (a carbon atom linked through a double bond to an oxygen atom, which is in turn linked to a nitrogen atom).	188720-08-3	Expected Solid	Cl.CCON	C2H8ClNO	InChI=1S/C2H7NO.ClH/c1-2-4-3;/h2-3H2,1H3;1H	NUXCOKIYARRTDC-UHFFFAOYSA-N	97.02944159			MMDBc0031700
BASm0018989	Heptadecenoic acid	Heptadecenoic acid is a member of the chemical class known as Unsaturated Fatty Acids. These are fatty acids whose chain contains at least one CC double bond. (inferred from compound structure)	26265-99-6	Expected Solid	[H]\C(CCCCCCCCCCCCCC)=C(\[H])C(O)=O	C17H32O2	InChI=1S/C17H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(18)19/h15-16H,2-14H2,1H3,(H,18,19)/b16-15+	GEHPRJRWZDWFBJ-FOCLMDBBSA-N	268.2402303			MMDBc0031703
BASm0018990	Hydroxyphenylhydantoin	Hydroxyphenylhydantoin is a member of the chemical class known as Ureides. These are compounds containing an ureide group with the general structure R-CO-NH-CO-N(R)R'', formally derived by the acylation of urea.  Hydroxyphenylhydantoin is a substrate that is processed by D-phenylhydantoinase (HyuA gene) (in vitro).		Expected Solid	ON1C(=O)CN(C1=O)C1=CC=CC=C1	C9H8N2O3	InChI=1S/C9H8N2O3/c12-8-6-10(9(13)11(8)14)7-4-2-1-3-5-7/h1-5,14H,6H2	IEUWJBJXAOXHGF-UHFFFAOYSA-N	192.0534921			MMDBc0031704
BASm0018991	Imidazole pyruvate	Imidazole pyruvate is a member of the chemical class known as Imidazolyl Carboxylic Acids and Derivatives. These are organic compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an imidazole ring. It is involved in histidiine metabolism and degradation.	2504-83-8	Expected Solid	OC(=O)C(=O)CC1=CN=CN1	C6H6N2O3	InChI=1S/C6H6N2O3/c9-5(6(10)11)1-4-2-7-3-8-4/h2-3H,1H2,(H,7,8)(H,10,11)	JEJNWEREQWMOHB-UHFFFAOYSA-N	154.0378421			MMDBc0031705
BASm0018992	Succinate-semialdehyde-thiamine PPi	Succinate-semialdehyde-thiamine pyrophosphate is a thiamine derivative. The first  intermediate (SHCHC) in the menaquinone biosynthetic pathway, requires two reactions. The first is the decarboxylation of alpha-ketoglutarate by an alpha-ketoglutarate decarboxylase, which results in the formation of succinic semialdehyde-thiamine PPi (TPP) anion, and the second is the addition of the succinic semialdehyde-TPP anion to isochorismate, which is carried out by the enzyme SHCHC synthase. Both enzymatic activities are encoded by the menD gene  [PMID: 1459959]		Expected Solid	CC1=C(CCOP([O-])(=O)OP([O-])(=O)OC(O)CCC([O-])=O)SC=[N+]1CC1=CN=C(C)NC1=N	C16H22N4O10P2S	InChI=1S/C16H24N4O10P2S/c1-10-13(33-9-20(10)8-12-7-18-11(2)19-16(12)17)5-6-28-31(24,25)30-32(26,27)29-15(23)4-3-14(21)22/h7,9,15,23H,3-6,8H2,1-2H3,(H4-,17,18,19,21,22,24,25,26,27)/p-2	JUWXHVVKSHTJQQ-UHFFFAOYSA-L	524.0531867			MMDBc0031710
BASm0018993	Ubiquinol-2	Ubiquinol-2 is a member of the chemical class known as Polyprenylbenzoquinols. They are reduced forms of polyprenylbenzoquinines (ubiquinones). These are compounds containing a polyisoprene chain attached to a quinol at the second ring position. Ubiquiol-2 has just 2 isoprene units. Normally in E. coli the active form of Ubiquinol has 8 isoprene units (Ubiquinol-8) and in humans it normally has 10. Ubiquinol-2 is a “failed” or incomplete version of Ubiquinol 8 that arises from conjugation by a shortened prenyl tail via 4-hydroxybenzoate polyprenyltransferase. Coenzyme Q(n) exists in three redox states, fully oxidized (ubiquinone), partially reduced (semiquinones or ubisemiquinones), and fully reduced (ubiquinols). The redox functions of ubiquinol in cellular energy production and antioxidant protection are based on the ability to exchange two electrons in a redox cycle between ubiquinol (reduced) and the ubiquinone (oxidized) form. Ubiquionols are important in cellular respiration. They are fat-soluble and therefore mobile in cellular membranes; they play a unique role in the electron transport chain (ETC). In the inner bacterial membrane, electrons from NADH and succinate pass through the ETC to the oxygen, which is then reduced to water. The transfer of electrons through ETC results in the pumping of H+ across the membrane creating a proton gradient across the membrane, which is used by ATP synthase (located on the membrane) to generate ATP.		Expected Solid	COC1=C(O)C(C)=C(C\C=C(/C)CCC=C(C)C)C(O)=C1OC	(C5H8)nC14H20O4	InChI=1S/C19H28O4/c1-12(2)8-7-9-13(3)10-11-15-14(4)16(20)18(22-5)19(23-6)17(15)21/h8,10,20-21H,7,9,11H2,1-6H3/b13-10+	RNUCUWWMTTWKAH-JLHYYAGUSA-N	0			MMDBc0031712
BASm0018994	Ubiquinol-3	Ubiquinol-3 is a member of the chemical class known as Polyprenylbenzoquinols. They are reduced forms of polyprenylbenzoquinines (ubiquinones). These are compounds containing a polyisoprene chain attached to a quinol at the second ring position. Ubiquiol-3 has just 3 isoprene units. Normally in E. coli the active form of Ubiquinol has 8 isoprene units (Ubiquinol-8) and in humans it normally has 10. Ubiquinol-3 is a “failed” or incomplete version of Ubiquinol 8 that arises from conjugation by a shortened prenyl tail via 4-hydroxybenzoate polyprenyltransferase. Coenzyme Q(n) exists in three redox states, fully oxidized (ubiquinone), partially reduced (semiquinones or ubisemiquinones), and fully reduced (ubiquinols). The redox functions of ubiquinol in cellular energy production and antioxidant protection are based on the ability to exchange two electrons in a redox cycle between ubiquinol (reduced) and the ubiquinone (oxidized) form. Ubiquionols are important in cellular respiration. They are fat-soluble and therefore mobile in cellular membranes; they play a unique role in the electron transport chain (ETC). In the inner bacterial membrane, electrons from NADH and succinate pass through the ETC to the oxygen, which is then reduced to water. The transfer of electrons through ETC results in the pumping of H+ across the membrane creating a proton gradient across the membrane, which is used by ATP synthase (located on the membrane) to generate ATP.		Expected Solid	COC1=C(O)C(C)=C(C\C=C(/C)CC\C=C(/C)CCC=C(C)C)C(O)=C1OC	C24H36O4	InChI=1S/C24H36O4/c1-16(2)10-8-11-17(3)12-9-13-18(4)14-15-20-19(5)21(25)23(27-6)24(28-7)22(20)26/h10,12,14,25-26H,8-9,11,13,15H2,1-7H3/b17-12+,18-14+	CJEFSXQNNAAJQZ-NXGXIAAHSA-N	388.2613596			MMDBc0031713
BASm0018995	Ubiquinol-4	Ubiquinol-4 is a member of the chemical class known as Polyprenylbenzoquinols. They are reduced forms of polyprenylbenzoquinines (ubiquinones). These are compounds containing a polyisoprene chain attached to a quinol at the second ring position. Ubiquiol-4 has just 4 isoprene units. Normally in E. coli the active form of Ubiquinol has 8 isoprene units (Ubiquinol-8) and in humans it normally has 10. Ubiquinol-4 is a “failed” or incomplete version of Ubiquinol 8 that arises from conjugation by a shortened prenyl tail via 4-hydroxybenzoate polyprenyltransferase. Coenzyme Q(n) exists in three redox states, fully oxidized (ubiquinone), partially reduced (semiquinones or ubisemiquinones), and fully reduced (ubiquinols). The redox functions of ubiquinol in cellular energy production and antioxidant protection are based on the ability to exchange two electrons in a redox cycle between ubiquinol (reduced) and the ubiquinone (oxidized) form. Ubiquionols are important in cellular respiration. They are fat-soluble and therefore mobile in cellular membranes; they play a unique role in the electron transport chain (ETC). In the inner bacterial membrane, electrons from NADH and succinate pass through the ETC to the oxygen, which is then reduced to water. The transfer of electrons through ETC results in the pumping of H+ across the membrane creating a proton gradient across the membrane, which is used by ATP synthase (located on the membrane) to generate ATP.		Expected Solid	COC1=C(O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C(O)=C1OC	C29H44O4	InChI=1S/C29H44O4/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-17-23(5)18-19-25-24(6)26(30)28(32-7)29(33-8)27(25)31/h12,14,16,18,30-31H,9-11,13,15,17,19H2,1-8H3/b21-14+,22-16+,23-18+	MNDMLSPMVVCPJU-INVBOZNNSA-N	456.3239599			MMDBc0031714
BASm0018996	Ubiquinol-5	Ubiquinol-5 is a member of the chemical class known as Polyprenylbenzoquinols. They are reduced forms of polyprenylbenzoquinines (ubiquinones). These are compounds containing a polyisoprene chain attached to a quinol at the second ring position. Ubiquiol-5 has just 5 isoprene units. Normally in E. coli the active form of Ubiquinol has 8 isoprene units (Ubiquinol-8) and in humans it normally has 10. Ubiquinol-5 is a “failed” or incomplete version of Ubiquinol 8 that arises from conjugation by a shortened prenyl tail via 4-hydroxybenzoate polyprenyltransferase. Coenzyme Q(n) exists in three redox states, fully oxidized (ubiquinone), partially reduced (semiquinones or ubisemiquinones), and fully reduced (ubiquinols). The redox functions of ubiquinol in cellular energy production and antioxidant protection are based on the ability to exchange two electrons in a redox cycle between ubiquinol (reduced) and the ubiquinone (oxidized) form. Ubiquionols are important in cellular respiration. They are fat-soluble and therefore mobile in cellular membranes; they play a unique role in the electron transport chain (ETC). In the inner bacterial membrane, electrons from NADH and succinate pass through the ETC to the oxygen, which is then reduced to water. The transfer of electrons through ETC results in the pumping of H+ across the membrane creating a proton gradient across the membrane, which is used by ATP synthase (located on the membrane) to generate ATP.		Expected Solid	COC1=C(O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C(O)=C1OC	C34H52O4	InChI=1S/C34H52O4/c1-24(2)14-10-15-25(3)16-11-17-26(4)18-12-19-27(5)20-13-21-28(6)22-23-30-29(7)31(35)33(37-8)34(38-9)32(30)36/h14,16,18,20,22,35-36H,10-13,15,17,19,21,23H2,1-9H3/b25-16+,26-18+,27-20+,28-22+	BJOPRJZXDVAPDG-UVCHAVPFSA-N	524.3865602			MMDBc0031715
BASm0018997	Ubiquinone-3	Ubiquinone-3 is a member of the chemical class known as Polyprenylbenzoquinones. These are compounds containing a polyisoprene chain attached to a quinone at the second ring position. Ubiquione-1 has just 3 isoprene units. Normally in E. coli the active form of Ubiquinone has 8 isoprene units (Ubiquinone-8) and in humans it normally has 10. Ubiquinone-3 is a “failed” or incomplete version of Ubiquinone 8 that arises from conjugation by a shortened prenyl tail via 4-hydroxybenzoate polyprenyltransferase. Ubiquionone is involved in cellular respiration. It is fat-soluble and is therefore mobile in cellular membranes; it plays a unique role in the electron transport chain (ETC). In the inner bacterial membrane, electrons from NADH and succinate pass through the ETC to the oxygen, which is then reduced to water. The transfer of electrons through ETC results in the pumping of H+ across the membrane creating a proton gradient across the membrane, which is used by ATP synthase (located on the membrane) to generate ATP.		Expected Solid	COC1=C(OC)C(=O)C(C\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C1=O	C24H34O4	InChI=1S/C24H34O4/c1-16(2)10-8-11-17(3)12-9-13-18(4)14-15-20-19(5)21(25)23(27-6)24(28-7)22(20)26/h10,12,14H,8-9,11,13,15H2,1-7H3/b17-12+,18-14+	XREILSQAXUAAHP-NXGXIAAHSA-N	386.2457096			MMDBc0031718
BASm0018998	Ubiquinone-7	Ubiquinone-7 is a member of the chemical class known as Polyprenylbenzoquinones. These are compounds containing a polyisoprene chain attached to a quinone at the second ring position. Ubiquione-7 has just 7 isoprene units. Normally in E. coli the active form of Ubiquinone has 8 isoprene units (Ubiquinone-8) and in humans it normally has 10. Ubiquinone-7 is a “failed” or incomplete version of Ubiquinone 8 that arises from conjugation by a shortened prenyl tail via 4-hydroxybenzoate polyprenyltransferase. Ubiquionone is involved in cellular respiration. It is fat-soluble and is therefore mobile in cellular membranes; it plays a unique role in the electron transport chain (ETC). In the inner bacterial membrane, electrons from NADH and succinate pass through the ETC to the oxygen, which is then reduced to water. The transfer of electrons through ETC results in the pumping of H+ across the membrane creating a proton gradient across the membrane, which is used by ATP synthase (located on the membrane) to generate ATP.	303-95-7	Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=C(C)C(=O)C(OC)=C(OC)C1=O)=C(\C)CCC=C(C)C	C44H66O4	InChI=1S/C44H66O4/c1-32(2)18-12-19-33(3)20-13-21-34(4)22-14-23-35(5)24-15-25-36(6)26-16-27-37(7)28-17-29-38(8)30-31-40-39(9)41(45)43(47-10)44(48-11)42(40)46/h18,20,22,24,26,28,30H,12-17,19,21,23,25,27,29,31H2,1-11H3/b33-20+,34-22+,35-24+,36-26+,37-28+,38-30+	DBESHHFMIFSNRV-RJYQSXAYSA-N	658.4961106			MMDBc0031719
BASm0018999	(S)-3-Hydroxybutanoyl-CoA	(S)-3-hydroxybutanoyl-CoA is a member of the chemical class known as Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine.		Expected Solid	[H][C@@](C)(O)CC(=O)SCCN=C(O)CCN=C(O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O	C25H42N7O18P3S	InChI=1S/C25H42N7O18P3S/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32/h11-14,18-20,24,33,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t13-,14+,18+,19+,20-,24+/m0/s1	QHHKKMYHDBRONY-VKBDFPRVSA-N	853.1519878			MMDBc0031722
BASm0019000	3-Phospho-D-glycerate	3-phospho-D-glycerate is a member of the chemical class known as Sugar Acids and Derivatives. These are compounds containing a saccharide unit which bears a carboxylic acid group.		Expected Solid	O[C@H](COP(O)(O)=O)C(O)=O	C3H7O7P	InChI=1S/C3H7O7P/c4-2(3(5)6)1-10-11(7,8)9/h2,4H,1H2,(H,5,6)(H2,7,8,9)/t2-/m1/s1	OSJPPGNTCRNQQC-UWTATZPHSA-N	185.9929391			MMDBc0031724
BASm0019001	Aldehyde	A dialdehyde is an organic chemical compound with two aldehyde groups. The nomenclature of dialdehydes have the ending -dial or sometimes -dialdehyde. Short aliphatic dialdehydes are sometimes named after the diacid from which they can de derived. An example is butanedial, which is also called succinaldehyde (from succinic acid).; Aldehydes are readily identified by spectroscopic methods. Using IR spectroscopy, they display a strong νCO band near 1700 cm−1. In their 1H NMR spectra, the formyl hydrogen center absorbs near δ9, which is a distinctive part of the spectrum. This signal shows the characteristic coupling to any protons on the alpha carbon.; An aldehyde ( /ˈældɨhaɪd/) is an organic compound containing a formyl group. This functional group, with the structure R-CHO, consists of a carbonyl center (a carbon double bonded to oxygen) bonded to hydrogen and an R group, which is any generic alkyl or side chain. The group without R is called the aldehyde group or formyl group. Aldehydes differ from ketones in that the carbonyl is placed at the end of a carbon skeleton rather than between two carbon atoms. Aldehydes are common in organic chemistry. Many fragrances are aldehydes.	72379-22-7	Expected Solid	O[C@@H](CCCC(O)=O)\C=C/C=C/C=C/[C@H](O)C\C=C/CCCCC=O	C20H30O5	InChI=1S/C20H30O5/c21-17-10-6-2-1-3-7-12-18(22)13-8-4-5-9-14-19(23)15-11-16-20(24)25/h3-5,7-9,13-14,17-19,22-23H,1-2,6,10-12,15-16H2,(H,24,25)/b5-4+,7-3-,13-8+,14-9-/t18-,19-/m1/s1	LVLQYGYNBVIONY-PSPARDEHSA-N	350.2093241			MMDBc0031725
BASm0019002	Phosphatidylglycerophosphate	Phosphatidylglycerophosphate belongs to the class of Phosphatidylglycerophosphates. These are glycerophosphoglycerophosphates in which two fatty acids are bonded to the 1-glycerol moiety through ester linkages.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC=O)OC=O	C8H16O13P2	InChI=1S/C8H16O13P2/c9-5-17-3-8(18-6-10)4-21-23(15,16)20-2-7(11)1-19-22(12,13)14/h5-8,11H,1-4H2,(H,15,16)(H2,12,13,14)/t7-,8+/m0/s1	ZSPJCYNIVYENCI-JGVFFNPUSA-N	382.0066136			MMDBc0031726
BASm0019003	lipid II(A)	Lipid II is a membrane-anchored cell-wall precursor that is essential for bacterial cell-wall biosynthesis. It is the target for at least four different classes of antibiotic, including the clinically important glycopeptide antibiotic vancomycin. Lipid II consists of one GlcNAc-MurNAc-pentapeptide subunit linked to a polyiosoprenoid anchor 11 subunits long via a pyrophosphate linker. 		Expected Solid	OC[C@@]1([H])O[C@]([H])(O[C@]2([H])[C@@]([H])(CO)O[C@]([H])(OP(O)(=O)OP(O)(=O)OC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(/C)CC\C([H])=C(/C)CCC=C(C)C)[C@]([H])(N=C(C)[O-])[C@@]2([H])O[C@@](C)([H])C(O)=N[C@](C)([H])C(O)=N[C@]([H])(CCC([O-])=N[C@@]([H])(CCC[C@](N)([H])C(=O)O)C(O)=N[C@@](C)([H])C([O-])=N[C@@](C)([H])C(=O)O)C(=O)O)[C@]([H])(N=C(C)[O-])[C@](O)([H])[C@@]1(O)[H]	C95H152N8O28P2	InChI=1S/C95H156N8O28P2/c1-58(2)30-19-31-59(3)32-20-33-60(4)34-21-35-61(5)36-22-37-62(6)38-23-39-63(7)40-24-41-64(8)42-25-43-65(9)44-26-45-66(10)46-27-47-67(11)48-28-49-68(12)54-55-125-132(121,122)131-133(123,124)130-95-82(101-74(18)107)86(85(79(57-105)128-95)129-94-81(100-73(17)106)84(110)83(109)78(56-104)127-94)126-72(16)89(113)97-70(14)88(112)103-77(93(119)120)52-53-80(108)102-76(51-29-50-75(96)92(117)118)90(114)98-69(13)87(111)99-71(15)91(115)116/h30,32,34,36,38,40,42,44,46,48,54,69-72,75-79,81-86,94-95,104-105,109-110H,19-29,31,33,35,37,39,41,43,45,47,49-53,55-57,96H2,1-18H3,(H,97,113)(H,98,114)(H,99,111)(H,100,106)(H,101,107)(H,102,108)(H,103,112)(H,115,116)(H,117,118)(H,119,120)(H,121,122)(H,123,124)/p-4/b59-32+,60-34+,61-36-,62-38-,63-40-,64-42-,65-44-,66-46-,67-48-,68-54-/t69-,70+,71-,72-,75-,76+,77-,78-,79-,81-,82-,83-,84-,85-,86-,94-,95-/m1/s1	OXJNZXDFVLDLEI-DYDCPVFNSA-J	1915.019129			MMDBc0031732
BASm0019004	GlcNAc-(1->4)-Mur2Ac(oyl-L-Ala-gamma-D-Glu-L-Lys-D-Ala-D-Ala)-diphosphoundecaprenol	GlcNAc-(1->4)-Mur2Ac(oyl-L-Ala-gamma-D-Glu-L-Lys-D-Ala-D-Ala)-diphosphoundecaprenol is an intermediate in peptidoglycan synthesis.  It is a substrate for peptidoglycan glycosyltransferase (EC 2.4.1.129) which catalyzes the chemical reaction [GlcNAc-(1->4)-Mur2Ac(oyl-L-Ala-gamma-D-Glu-L-Lys-D-Ala-D-Ala)]n- diphosphoundecaprenol + GlcNAc-(1->4)-Mur2Ac(oyl-L-Ala-gamma-D-Glu-L-Lys-D-Ala-D-Ala)- diphosphoundecaprenol <=> [GlcNAc-(1->4)-Mur2Ac(oyl-L-Ala-gamma-D-Glu-L-Lys-D-Ala-D-Ala)]n+1- diphosphoundecaprenol + undecaprenyl diphosphate.		Expected Solid	NCCCC[C@H](NC(=O)CC[C@@H](NC(=O)[C@H](C)NC(=O)[C@@H](C)O[C@H]1[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@@H](CO)O[C@H](OP(O)(=O)OP(O)(=O)OC\C=C(\C)CC\C=C(\C)CC\C=C(\C)CC\C=C(\C)CC\C=C(\C)CC\C=C(\C)CC\C=C(\C)CC\C=C(\C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)[C@@H]1NC(C)=O)C(O)=O)C(=O)N[C@H](C)C(=O)N[C@H](C)C(O)=O	C94H156N8O26P2	InChI=1S/C94H156N8O26P2/c1-59(2)31-21-32-60(3)33-22-34-61(4)35-23-36-62(5)37-24-38-63(6)39-25-40-64(7)41-26-42-65(8)43-27-44-66(9)45-28-46-67(10)47-29-48-68(11)49-30-50-69(12)54-56-122-129(118,119)128-130(120,121)127-94-82(100-75(18)106)86(85(79(58-104)125-94)126-93-81(99-74(17)105)84(109)83(108)78(57-103)124-93)123-73(16)89(112)96-71(14)88(111)102-77(92(116)117)52-53-80(107)101-76(51-19-20-55-95)90(113)97-70(13)87(110)98-72(15)91(114)115/h31,33,35,37,39,41,43,45,47,49,54,70-73,76-79,81-86,93-94,103-104,108-109H,19-30,32,34,36,38,40,42,44,46,48,50-53,55-58,95H2,1-18H3,(H,96,112)(H,97,113)(H,98,110)(H,99,105)(H,100,106)(H,101,107)(H,102,111)(H,114,115)(H,116,117)(H,118,119)(H,120,121)/b60-33+,61-35+,62-37-,63-39-,64-41-,65-43-,66-45-,67-47-,68-49-,69-54-/t70-,71+,72-,73-,76+,77-,78-,79-,81-,82-,83-,84-,85-,86-,93+,94-/m1/s1	ULXTYUPMJXVUHQ-OVTFQNCVSA-N	1875.0606			MMDBc0031733
BASm0019005	Mur2Ac(oyl-L-Ala-gamma-D-Glu-L-Lys-D-Ala-D-Ala)-diphosphoundecaprenol	Mur2Ac(oyl-L-Ala-gamma-D-Glu-L-Lys-D-Ala-D-Ala)-diphosphoundecaprenol is an intermediate in peptidoglycan synthesis.  It is a substrate for the enzyme undecaprenyldiphospho-muramoylpentapeptide beta-N-acetylglucosaminyltransferase which catalyzes the reaction: UDP-N-acetylglucosamine + Mur2Ac(oyl-L-Ala-gamma-D-Glu-L-Lys-D-Ala-D-Ala)-diphosphoundecaprenol = UDP + N-acetylglucosamine-(1-4)-Mur2Ac(oyl-L-Ala-gamma-D-Glu-L-Lys-D-Ala-D-Ala)-diphosphoundecaprenol.		Expected Solid	NCCCC[C@]([H])(N=C(O)CC[C@@]([H])(N=C(O)[C@@](C)([H])N=C(O)[C@](C)([H])O[C@@]1([H])[C@@](O)([H])[C@@]([H])(CO)O[C@]([H])(OP(O)(=O)OP(O)(=O)OC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(/C)CC\C([H])=C(/C)CCC=C(C)C)[C@]1([H])N=C(C)O)C(=O)O)C(O)=N[C@](C)([H])C(O)=N[C@@](C)([H])C(=O)O	C86H143N7O21P2	InChI=1S/C86H143N7O21P2/c1-57(2)30-20-31-58(3)32-21-33-59(4)34-22-35-60(5)36-23-37-61(6)38-24-39-62(7)40-25-41-63(8)42-26-43-64(9)44-27-45-65(10)46-28-47-66(11)48-29-49-67(12)53-55-110-115(106,107)114-116(108,109)113-86-77(91-72(17)95)79(78(97)75(56-94)112-86)111-71(16)82(100)88-69(14)81(99)93-74(85(104)105)51-52-76(96)92-73(50-18-19-54-87)83(101)89-68(13)80(98)90-70(15)84(102)103/h30,32,34,36,38,40,42,44,46,48,53,68-71,73-75,77-79,86,94,97H,18-29,31,33,35,37,39,41,43,45,47,49-52,54-56,87H2,1-17H3,(H,88,100)(H,89,101)(H,90,98)(H,91,95)(H,92,96)(H,93,99)(H,102,103)(H,104,105)(H,106,107)(H,108,109)/b58-32+,59-34+,60-36-,61-38-,62-40-,63-42-,64-44-,65-46-,66-48-,67-53-/t68-,69-,70+,71+,73-,74+,75+,77+,78+,79+,86+/m0/s1	SULOOAFLXMQJSF-NDEPDNEDSA-N	1671.981228			MMDBc0031734
BASm0019006	5'-Phospho-ribosylglycinamide	5-Phospho-ribosylglycinamide is an intermediate in puriine biosynthesis.  It is a substrate for the enzyme Phosphoribosylglycinamide synthetase (EC:6.3.4.13) (GARS) which catalyses the second step in the de novo biosynthesis of purine. The reaction catalysed by phosphoribosylglycinamide synthetase is the ATP-dependent addition of 5-phosphoribosylamine to glycine to form 5'-phosphoribosylglycinamide.		Expected Solid	NCC(=O)NC1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O	C7H15N2O8P	InChI=1S/C7H15N2O8P/c8-1-4(10)9-7-6(12)5(11)3(17-7)2-16-18(13,14)15/h3,5-7,11-12H,1-2,8H2,(H,9,10)(H2,13,14,15)/t3-,5-,6-,7?/m1/s1	OBQMLSFOUZUIOB-HJZCUYRDSA-N	286.056602			MMDBc0031737
BASm0019007	(2S,3S)-2-hydroxybutane-1,2,3-tricarboxylate	Tricarboxylate anion of (2S,3R)-3-hydroxybutane-1,2,3-tricarboxylic acid		Expected Solid	C[C@H](C(O)=O)[C@@](O)(CC(O)=O)C(O)=O	C7H10O7	InChI=1S/C7H10O7/c1-3(5(10)11)7(14,6(12)13)2-4(8)9/h3,14H,2H2,1H3,(H,8,9)(H,10,11)(H,12,13)/t3-,7+/m1/s1	YNOXCRMFGMSKIJ-NFNCENRGSA-N	206.0426527			MMDBc0031738
BASm0019008	(2R,3S)-2-Hydroxybutane-1,2,3-tricarboxylate	(2R,3S)-2-Hydroxybutane-1,2,3-tricarboxylate is an intermediate in methylcitrate metabolism. It is involved in the reaction  propinoyl-CoA + H2O + oxaloacetate = (2R,3S)-2-hydroxybutane-1,2,3-tricarboxylate + CoA which is mediated by the enzyme: 2-methylcitrate synthase.		Expected Solid	[H][C@@](C)(C(O)=O)[C@](O)(CC(O)=O)C(O)=O	C7H10O7	InChI=1S/C7H10O7/c1-3(5(10)11)7(14,6(12)13)2-4(8)9/h3,14H,2H2,1H3,(H,8,9)(H,10,11)(H,12,13)/t3-,7-/m1/s1	YNOXCRMFGMSKIJ-WVBDSBKLSA-N	206.0426527			MMDBc0031739
BASm0019009	L-Tagatose-6-phosphate	L-Tagatose-6-phosphate is a substrate for galactitol-1-phosphate 5-dehydrogenase. Specifically this enzyme converts galactitol 1-phosphate to tagatose 6-phosphate. Galactitol (dulcitol) is a sugar alcohol and is actually the reduction product of galactose.  L-tagatose 6-phosphate is an intermediate in galactose metabolism  Tagatose is a naturally occurring monosaccharide, specifically a hexose. It is often found in dairy products, and is very similar in texture to sucrose (table sugar).  E. coli can use tagatose and galactose as a carbon source.		Expected Solid	[H][C@@]1(O)[C@]([H])(COP(O)(O)=O)OC(O)(CO)[C@]1([H])O	C6H13O9P	InChI=1S/C6H13O9P/c7-2-6(10)5(9)4(8)3(15-6)1-14-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/t3-,4+,5+,6?/m0/s1	BGWGXPAPYGQALX-JMSAOHGTSA-N	260.0297185			MMDBc0031743
BASm0019010	D-Ala-D-Ala	D-Ala-D-Ala is a dipeptide composed of two D-alanine residues.  It is assembled via the enzyme D-alanine--D-alanine ligase B.  D-Ala-D-Ala is a critical component to cell wall (peptidoglycan) biogenesis in E. coli.		Expected Solid	CC(N)C(O)=NC(C)C(O)=O	C6H12N2O3	InChI=1S/C6H12N2O3/c1-3(7)5(9)8-4(2)6(10)11/h3-4H,7H2,1-2H3,(H,8,9)(H,10,11)	DEFJQIDDEAULHB-UHFFFAOYSA-N	160.0847923			MMDBc0031747
BASm0019011	2-Dehydro-3-deoxy-D-galactonate 6-phosphate	2-Dehydro-3-deoxy-D-galactonate-6-phosphate is a member of the chemical class known as Organophosphate Esters. These are organic compounds containing phosphoric acid ester functional group.  It is a substrate for 2-dehydro-3-deoxy-6-phosphogalactonate aldolase which breaks it down to pyruvate and D-glyceraldehyde 3-phosphate. It is a product of carbohydrate acid metabolism, specifically D-galactonate degradation.		Expected Solid	OC(COP([O-])([O-])=O)C(O)CC(=O)C([O-])=O	C6H8O9P	InChI=1S/C6H11O9P/c7-3(1-4(8)6(10)11)5(9)2-15-16(12,13)14/h3,5,7,9H,1-2H2,(H,10,11)(H2,12,13,14)/p-3	OVPRPPOVAXRCED-UHFFFAOYSA-K	254.9922396			MMDBc0031748
BASm0019012	Iminobutyrate	Iminobutyrate is a short-lived, unstable intermediate that appears in the degradation or dehydration of threonine via L-threonine dehydratase.  It is a tautomer of aminocrotonate, which tautomerizes to its imine form iminobutyrate.		Expected Solid	CCOC(=O)C=C(C)N	C6H11NO2	InChI=1S/C6H11NO2/c1-3-9-6(8)4-5(2)7/h4H,3,7H2,1-2H3	YPMPTULBFPFSEQ-UHFFFAOYSA-N	129.0789786			MMDBc0031749
BASm0019013	4-amino-5-phosphonooxymethyl-2-methylpyrimidine	An aminopyrimidine that is pyrimidine in which the hydrogens at positions 2, 4, and 5 are replaced by methyl, amino, and hydroxymethyl substituents, respectively		Expected Solid	CC1=NC=C(COP(O)(O)=O)C(=N)N1	C6H10N3O4P	InChI=1S/C6H10N3O4P/c1-4-8-2-5(6(7)9-4)3-13-14(10,11)12/h2H,3H2,1H3,(H2,7,8,9)(H2,10,11,12)	PKYFHKIYHBRTPI-UHFFFAOYSA-N	219.0408923			MMDBc0031750
BASm0019014	2,3-bis(3-Hydroxytetradecanoyl)-D-glucosaminyl-1,6-beta-D-2,3-bis(3-hydroxytetradecanoyl)-beta-D-glucosaminyl 1-phosphate	2,3-bis(3-Hydroxytetradecanoyl)-D-glucosaminyl-1,6-beta-D-2,3-bis(3-hydroxytetradecanoyl)-beta-D-glucosaminyl 1-phosphate is an intermediate in LPS synthesis.  It is a substrate for the protein tetraacyldisaccharide 4'-kinase which catalyzes the reaction: ATP + 2,3-bis(3-hydroxytetradecanoyl)-D-glucosaminyl-(beta-D-1,6-)-2,3-bis(3-hydroxytetradecanoyl)-D-glucosaminyl beta-phosphate = ADP + 2,3,2',3'-tetrakis(3-hydroxytetradecanoyl)-D-glucosaminyl-1,6-beta-D-glucosamine 1,4'-bisphosphate		Expected Solid	CCCCCCCCCCC[C@@H](O)CC(=O)N[C@H]1[C@H](OC[C@H]2O[C@H](OP(O)(O)=O)[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1OC(=O)C[C@H](O)CCCCCCCCCCC	C68H129N2O20P	InChI=1S/C68H129N2O20P/c1-5-9-13-17-21-25-29-33-37-41-51(72)45-57(76)69-61-65(88-59(78)47-53(74)43-39-35-31-27-23-19-15-11-7-3)63(80)55(49-71)86-67(61)85-50-56-64(81)66(89-60(79)48-54(75)44-40-36-32-28-24-20-16-12-8-4)62(68(87-56)90-91(82,83)84)70-58(77)46-52(73)42-38-34-30-26-22-18-14-10-6-2/h51-56,61-68,71-75,80-81H,5-50H2,1-4H3,(H,69,76)(H,70,77)(H2,82,83,84)/t51-,52-,53-,54-,55-,56-,61-,62-,63-,64-,65-,66-,67-,68-/m1/s1	HLDJGHAAKRKPAV-QDORLFPLSA-N	1324.887631			MMDBc0031752
BASm0019015	N-Acetyl-D-glucosaminyldiphospho-di-trans,octa-cis-undecaprenol	N-acetyl-D-glucosaminyldiphospho-di-trans,octa-cis-undecaprenol is an intermediate in the synthesis of LPS.  It is a substrate for the enzyme UDP-GlcNAc:undecaprenyl-phosphate GlcNAc-1-phosphate transferase. This enzyme catalyzes the synthesis of ditrans,octacis-undecaprenyl- N-acetyl-D-glucosaminyl diphosphate, an essential lipid intermediate for the biosynthesis of various bacterial cell envelope components. The enzyme also initiates the biosynthesis of enterobacterial common antigen and O-antigen lipopolysaccharide in certain Escherichia coli strains, including K-12 		Expected Solid	OC[C@@]1([H])O[C@]([H])(OP(O)(=O)OP(O)(=O)OC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(/C)CC\C([H])=C(/C)CCC=C(C)C)[C@]([H])(N=C(C)O)[C@](O)([H])[C@@]1(O)[H]	C63H105NO12P2	InChI=1S/C63H105NO12P2/c1-47(2)24-14-25-48(3)26-15-27-49(4)28-16-29-50(5)30-17-31-51(6)32-18-33-52(7)34-19-35-53(8)36-20-37-54(9)38-21-39-55(10)40-22-41-56(11)42-23-43-57(12)44-45-73-77(69,70)76-78(71,72)75-63-60(64-58(13)66)62(68)61(67)59(46-65)74-63/h24,26,28,30,32,34,36,38,40,42,44,59-63,65,67-68H,14-23,25,27,29,31,33,35,37,39,41,43,45-46H2,1-13H3,(H,64,66)(H,69,70)(H,71,72)/b48-26+,49-28+,50-30-,51-32-,52-34-,53-36-,54-38-,55-40-,56-42-,57-44-/t59-,60-,61-,62-,63-/m1/s1	NEVJGTXBHJNFAZ-JXCMATCVSA-N	1129.711201			MMDBc0031753
BASm0019016	Adenosylcobalamin 5'-phosphate	Adenosylcobalamin 5'-phosphate is an intermediate in the synthesis of vitamin B12. Until recently it was believed that the last reaction in the biosynthesis of coenzyme B12 was the linking of alpha-ribazole (a product of 5,6-dimethylbenzimidazole ) to adenosylcobinamide-GDP, in a reaction catalyzed by cobalamin synthase. However, it was recently shown that the true substrate for the enzyme is alpha-ribazole-5'-P, and not alpha-ribazole, and that the product of the reaction is actually adenosylcobalamin 5'-phosphate. The dephosphorylation of adenosylcobalamin 5'-phosphate by the CobC protein leads to coenzyme B12.		Expected Solid	[Co++].[H][C@]1([CH2])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O.[H][C@@](C)(CN=C(O)CC[C@@]1(C)C2=N[C@]([H])([C@]1([H])CC(O)=N)[C@]1(C)NC(=C(C)C3=NC(=CC4=NC(=C2C)[C@@]([H])(CCC([O-])=N)C4(C)C)[C@@]([H])(CCC([O-])=N)[C@]3(C)CC(O)=N)[C@@]([H])(CCC([O-])=N)[C@]1(C)CC(O)=N)OP(O)(=O)O[C@]1([H])[C@@]([H])(COP(O)(O)=O)O[C@]([H])([N+]2=CNC3=C2C=C(C)C(C)=C3)[C@]1([H])O	C72H101CoN18O20P2	InChI=1S/C62H91N13O17P2.C10H12N5O3.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(83)53(41(90-57)27-89-93(84,85)86)92-94(87,88)91-31(3)26-69-49(82)18-19-59(8)37(22-46(66)79)56-62(11)61(10,25-48(68)81)36(14-17-45(65)78)51(74-62)33(5)55-60(9,24-47(67)80)34(12-15-43(63)76)38(71-55)23-42-58(6,7)35(13-16-44(64)77)50(72-42)32(4)54(59)73-56;1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15;/h20-21,23,28,31,34-37,41,52-53,56-57,83H,12-19,22,24-27H2,1-11H3,(H17,63,64,65,66,67,68,69,71,72,73,74,76,77,78,79,80,81,82,84,85,86,87,88);2-4,6-7,10,16-17H,1H2,(H2,11,12,13);/q;;+2/p-2	ZKESCEDFYCGFMC-UHFFFAOYSA-L	1658.624676			MMDBc0031754
BASm0019017	vitamin B12	Vitamin B12 is a cobalt-containing coordination compound produced by intestinal micro-organisms and found also in soil and water. Higher plants do not concentrate vitamin B 12 from the soil and so are a poor source of the substance as compared with animal tissues. INTRINSIC FACTOR is important for the assimilation of vitamin B 12.		Expected Solid	[Co+3].CC(CN=C(O)CCC1(C)C(CC(O)=N)C2N=C1C(C)=C1N=C(C=C3N=C(C(C)=C4NC2(C)C(C)(CC(O)=N)C4CCC([O-])=N)C(C)(CC(O)=N)C3CCC([O-])=N)C(C)(C)C1CCC([O-])=N)OP(O)(=O)OC1C(CO)OC(C1O)[N+]1=CNC2=C1C=C(C)C(C)=C2	C62H88CoN13O14P	InChI=1S/C62H90N13O14P.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);/q;+3/p-2	NSLAUEAQDBERRV-UHFFFAOYSA-L	1328.564331			MMDBc0031755
BASm0019018	(Z)-2-Methyl-ureidoacrylate peracid	(Z)-2-Methyl-ureidoacrylate peracid is a substrate of a Putative aminoacrylate peracid reductase which appears to  reduce aminoacrylate peracid to aminoacrylate. Cells lacking this protein fail to grow on uridine as the sole source of nitrogen at room temperature indicating a probably accumulation of a toxic intermediate, the peracid aminoacrylate.		Expected Solid	[H]\C(NC(O)=N)=C(/C)C(=O)OO	C5H8N2O4	InChI=1S/C5H8N2O4/c1-3(4(8)11-10)2-7-5(6)9/h2,10H,1H3,(H3,6,7,9)/b3-2-	GHIKATUDZMBUJC-IHWYPQMZSA-N	160.0484068			MMDBc0031759
BASm0019019	2-C-Methyl-D-erythritol 2,4-cyclodiphosphate	2-C-Methyl-D-erythritol 2,4-cyclodiphosphate or MECDP is a highly unusual cyclodiphosphate-containing intermediate in the mevalonate-independent pathway to isopentenyl diphosphate and dimethylallyl diphosphate (i.e. isoprenoid biosynthesis).  It is a product of the enzyme 2-C-methyl-D-erythritol 2,4-cyclodiphosphate (MECDP) synthase which catalyzes the conversion of 4-diphosphocytidyl-2-C-methyl-D-erythritol 2-phosphate (CDP-ME2P) to MECDP [PMID: 11786530]		Expected Solid	[H][C@@]1(O)COP(O)(=O)OP(O)(=O)O[C@@]1(C)CO	C5H12O9P2	InChI=1S/C5H12O9P2/c1-5(3-6)4(7)2-12-15(8,9)14-16(10,11)13-5/h4,6-7H,2-3H2,1H3,(H,8,9)(H,10,11)/t4-,5+/m1/s1	SFRQRNJMIIUYDI-UHNVWZDZSA-N	277.995655			MMDBc0031762
BASm0019020	1-Deoxy-L-glycero-tetrulose 4-phosphate	1-deoxy-L-glycero-tetrulose 4-phosphate is an intermediate in the synthesis of riboflavin.  It is a substrate for the enzyme 6,7-dimethyl-8-ribityllumazine synthase (RibE) which catalyzes the formation of 6,7-dimethyl-8 ribityllumazine by condensation of 5-amino-6-(D-ribitylamino)uracil with 1-deoxy-L-glycero-tetrulose 4-phosphate. This is the penultimate  step in the biosynthesis of riboflavin.		Expected Solid	CC(=O)C(O)COP(O)(O)=O	C4H9O6P	InChI=1S/C4H9O6P/c1-3(5)4(6)2-10-11(7,8)9/h4,6H,2H2,1H3,(H2,7,8,9)	OKYHYXLCTGGOLM-UHFFFAOYSA-N	184.0136745			MMDBc0031765
BASm0019021	(Z)-2-Methyl-peroxyaminoacrylate	(Z)-2-Methyl-peroxyaminoacrylate is an intermediate in the degradation of exogenous pyrimidines via the RutB pathway. It is a substrate for the enzyme Peroxyureidoacrylate/ureidoacrylate amidohydrolase which catalyzes the reaction (Z)-3-ureidoacrylate peracid + H(2)O = (Z)-3-peroxyaminoacrylate + NH(3). This enzyme quickly hydrolyzes the ureidoacrylate peracid to avoid toxicity, but can also hydrolyzes ureidoacrylate that is formed spontaneously from ureidoacrylate peracid.		Expected Solid	[H]\C(N)=C(/C)C(=O)OO	C4H7NO3	InChI=1S/C4H7NO3/c1-3(2-5)4(6)8-7/h2,7H,5H2,1H3/b3-2-	DYYSAMFOJRGAMQ-IHWYPQMZSA-N	117.0425931			MMDBc0031766
BASm0019022	Adenosylcob(III)yrinic acid a,c-diamide	Most prokaryotic organisms as well as animals (including human) and protists have enzyme that require adenosylcobalamin as cofactor, whereas plants and fungi are thought not to use it. It is one of the most structurally complex protein cofactors ans its biosynthesis remains one of the most enigmatic and exigent metabolic pathways in nature, requiring around 30 enzymes. Two distinct yet similar routes exist, known as the oxygene-dependent (aerobic route) and oxygen-independent (anaerobic route) pathways. These pathways diverge at precorrin-2 and merge again at adenosylcobyrate. The major difference between these two routes include the timing of cobalt insertion, the requirement for oxygen and the nature of the extruded carbon fragment which is lost during the ring construction process.		Expected Solid	[Co+3].[H][C@]1(C)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O.[H][C@@]1(CCC(O)=O)C2=CC3=NC(=C(C)C4=NC([H])([C@]([H])(CC(O)=O)[C@@]4(C)CCC(O)=O)[C@]4(C)NC(=C(C)C(=N2)[C@@]1(C)CC(O)=N)[C@@]([H])(CCC(O)=O)[C@]4(C)CC(O)=N)[C@@]([H])(CCC(O)=O)C3(C)C	C55H75CoN11O15	InChI=1S/C45H62N6O12.C10H13N5O3.Co/c1-21-36-24(10-13-32(56)57)41(3,4)28(49-36)18-27-23(9-12-31(54)55)43(6,19-29(46)52)39(48-27)22(2)37-25(11-14-33(58)59)44(7,20-30(47)53)45(8,51-37)40-26(17-35(62)63)42(5,38(21)50-40)16-15-34(60)61;1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15;/h18,23-26,40,51H,9-17,19-20H2,1-8H3,(H2,46,52)(H2,47,53)(H,54,55)(H,56,57)(H,58,59)(H,60,61)(H,62,63);2-4,6-7,10,16-17H,1H3,(H2,11,12,13);/q;;+3/t23-,24-,25-,26+,40?,42-,43+,44+,45+;4-,6-,7-,10-;/m11./s1	MEXRZHASDDAAJB-QOCQOLRHSA-N	1188.477611			MMDBc0031768
BASm0019023	Ferrocytochrome c	Cytochromes of the c type that are found in eukaryotic MITOCHONDRIA. They serve as redox intermediates that accept electrons from MITOCHONDRIAL ELECTRON TRANSPORT COMPLEX III and transfer them to MITOCHONDRIAL ELECTRON TRANSPORT COMPLEX IV.		Expected Solid	CCCCC	C5H12	InChI=1S/C5H12/c1-3-5-4-2/h3-5H2,1-2H3	OFBQJSOFQDEBGM-UHFFFAOYSA-N	72.09390038			MMDBc0031770
BASm0019024	UDP-Mur2Ac(oyl-L-Ala-gamma-D-Glu-L-Lys-D-Ala-D-Ala)	UDP-Mur2Ac(oyl-L-Ala-gamma-D-Glu-L-Lys-D-Ala-D-Ala) is an intermediate in peptidoglycan biosynthesis.  It is substrate for the enzyme Phospho-N-acetylmuramoyl-pentapeptide-transferase which catalyzes the first step of the lipid cycle reactions in the biosynthesis of the cell wall peptidoglycan. The reaction is UDP-Mur2Ac(oyl-L-Ala-gamma-D-Glu-L-Lys-D-Ala-D-Ala) + undecaprenyl phosphate = UMP + Mur2Ac(oyl-L-Ala-gamma-D-Glu-L-Lys-D-Ala-D-Ala)-diphosphoundecaprenol.		Expected Solid	[H][C@](C)(O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)O[C@]([H])(OP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=CC([O-])=NC3=O)[C@]([H])(O)[C@]2([H])O)[C@]1([H])N=C(C)[O-])C(O)=N[C@@]([H])(C)C(O)=N[C@@]([H])(CCC([O-])=N[C@@]([H])(CCCCN)C(O)=N[C@@]([H])(C)C(O)=N[C@]([H])(C)C(O)=O)C(O)=O	C40H62N9O26P2	InChI=1S/C40H65N9O26P2/c1-16(32(57)44-18(3)37(61)62)43-35(60)21(8-6-7-12-41)46-25(52)10-9-22(38(63)64)47-33(58)17(2)42-34(59)19(4)71-31-27(45-20(5)51)39(73-23(14-50)29(31)55)74-77(68,69)75-76(66,67)70-15-24-28(54)30(56)36(72-24)49-13-11-26(53)48-40(49)65/h11,13,16-19,21-24,27-31,36,39,50,54-56H,6-10,12,14-15,41H2,1-5H3,(H,42,59)(H,43,60)(H,44,57)(H,45,51)(H,46,52)(H,47,58)(H,61,62)(H,63,64)(H,66,67)(H,68,69)(H,48,53,65)/p-3/t16-,17-,18+,19+,21-,22-,23+,24+,27+,28+,29+,30+,31+,36+,39+/m0/s1	PFMVORMCVGOQKR-MZSDELDXSA-K	1146.328121			MMDBc0031771
BASm0019025	UDP-N-Acetylmuramoyl-L-alanyl-gamma-D-glutamyl-L-lysyl-D-alanyl-D-alanine	UDP-N-Acetylmuramoyl-L-alanyl-gamma-D-glutamyl-L-lysyl-D-alanyl-D-alanine is an intermediate in peptidoglycan biosynthesis.  It is a substrate for the enzyme UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase which catalyzes the final step in the synthesis of UDP-N-acetylmuramoyl-pentapeptide, the precursor of murein.		Expected Solid	[H][C@](C)(O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)O[C@]([H])(OP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=CC(O)=NC3=O)[C@]([H])(O)[C@]2([H])O)[C@]1([H])N=C(C)O)C(O)=N[C@@]([H])(C)C(O)=N[C@@]([H])(CCC(O)=N[C@@]([H])(CCCCN)C(O)=N[C@@]([H])(C)C(O)=N[C@]([H])(C)C(O)=O)C(O)=O	C40H65N9O26P2	InChI=1S/C40H65N9O26P2/c1-16(32(57)44-18(3)37(61)62)43-35(60)21(8-6-7-12-41)46-25(52)10-9-22(38(63)64)47-33(58)17(2)42-34(59)19(4)71-31-27(45-20(5)51)39(73-23(14-50)29(31)55)74-77(68,69)75-76(66,67)70-15-24-28(54)30(56)36(72-24)49-13-11-26(53)48-40(49)65/h11,13,16-19,21-24,27-31,36,39,50,54-56H,6-10,12,14-15,41H2,1-5H3,(H,42,59)(H,43,60)(H,44,57)(H,45,51)(H,46,52)(H,47,58)(H,61,62)(H,63,64)(H,66,67)(H,68,69)(H,48,53,65)/t16-,17-,18+,19+,21-,22-,23+,24+,27+,28+,29+,30+,31+,36+,39+/m0/s1	PFMVORMCVGOQKR-MZSDELDXSA-N	1149.351596			MMDBc0031772
BASm0019026	3-phospho-D-glyceroyl phosphate	The (R)-enantiomer of 3-phosphoglyceroyl dihydrogen phosphate		Expected Solid	O[C@H](COP(O)(O)=O)C(=O)OP(O)(O)=O	C3H8O10P2	InChI=1S/C3H8O10P2/c4-2(1-12-14(6,7)8)3(5)13-15(9,10)11/h2,4H,1H2,(H2,6,7,8)(H2,9,10,11)/t2-/m1/s1	LJQLQCAXBUHEAZ-UWTATZPHSA-N	265.9592695			MMDBc0031773
BASm0019027	2-methoxy-6-(all-trans-hexaprenyl)-1,4-benzoquinol	2-methoxy-6-(all-trans-hexaprenyl)-1,4-benzoquinol is involved in the ubiquinone biosynthesis pathway. It is a substrate of 2-methoxy-6-polyprenyl-1,4-benzoquinol methylase.		Expected Solid	COC1=CC(O)=CC(CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C)=C1O	C37H56O3	InChI=1S/C37H56O3/c1-28(2)14-9-15-29(3)16-10-17-30(4)18-11-19-31(5)20-12-21-32(6)22-13-23-33(7)24-25-34-26-35(38)27-36(40-8)37(34)39/h14,16,18,20,22,24,26-27,38-39H,9-13,15,17,19,21,23,25H2,1-8H3	ZAGWHOPYPMUKOK-UHFFFAOYSA-N	548.4229457			MMDBc0031775
BASm0019028	UDP-N-Acetylmuramoyl-L-alanyl-D-gamma-glutamyl-meso-2,6-diamino-heptanedioate	UDP-N-Acetylmuramoyl-L-alanyl-D-gamma-glutamyl-meso-2,6-diamino-heptanedioate is an intermediate in peptidoglycan synthesis.  It is a substrate for UDP-N-acetylmuramoyl-L-alanyl-D-glutamate--2,6-diaminopimelate ligase which catalyzes the addition of meso-diaminopimelic acid to the nucleotide precursor UDP-N-acetylmuramoyl-L-alanyl-D-glutamate (UMAG) in the biosynthesis of bacterial cell-wall peptidoglycan.		Expected Solid	C[C@@H](NC(=O)[C@@H](C)O[C@H]1[C@H](O)[C@@H](CO)O[C@H](OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=CC(=O)NC2=O)[C@@H]1NC(C)=O)C(=O)NC(CCC(=O)N[C@@H](CCC[C@@H](N)C(O)=O)C(O)=O)C(O)=O	C35H55N7O26P2	InChI=1S/C35H55N7O26P2/c1-13(28(50)40-18(33(56)57)7-8-21(45)39-17(32(54)55)6-4-5-16(36)31(52)53)37-29(51)14(2)64-27-23(38-15(3)44)34(66-19(11-43)25(27)48)67-70(61,62)68-69(59,60)63-12-20-24(47)26(49)30(65-20)42-10-9-22(46)41-35(42)58/h9-10,13-14,16-20,23-27,30,34,43,47-49H,4-8,11-12,36H2,1-3H3,(H,37,51)(H,38,44)(H,39,45)(H,40,50)(H,52,53)(H,54,55)(H,56,57)(H,59,60)(H,61,62)(H,41,46,58)/t13-,14-,16-,17+,18?,19-,20-,23-,24-,25-,26-,27-,30-,34-/m1/s1	QUHLBZKCGUXHGP-YXVFMYSNSA-N	1051.267198			MMDBc0031776
BASm0019029	GlcNAc-MurNAc-L-alanyl-gamma-D-glutamyl-meso-diaminopimelyl-D-alanine	GlcNAc-MurNAc-L-alanyl-gamma-D-glutamyl-meso-diaminopimelyl-D-alanine is an intermediate in peptidoglycan recylcing and biosynthesis.  It is a substrate for the enzyme Murein tetrapeptide carboxypeptidase (lcdA)  which releases the terminal D-alanine residue from the cytoplasmic tetrapeptide recycling product L-Ala-gamma-D-Glu-meso-Dap-D-Ala. The tripeptides produced by the lcdA reaction can then be reused as peptidoglycan building blocks.		Expected Solid	[H][C@](N)(CCC[C@@]([H])(N=C(O)[C@@]([H])(CCC(O)=O)N=C(O)[C@]([H])(C)N[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])N=C(C)O)[C@]([H])(O)[C@@]1([H])N=C(C)O)C(O)=N[C@]([H])(C)C(O)=O)C(O)=O	C34H57N7O19	InChI=1S/C34H57N7O19/c1-12(28(51)40-18(8-9-21(46)47)30(53)41-17(7-5-6-16(35)33(56)57)29(52)36-13(2)32(54)55)37-31-22(38-14(3)44)26(50)27(20(11-43)58-31)60-34-23(39-15(4)45)25(49)24(48)19(10-42)59-34/h12-13,16-20,22-27,31,34,37,42-43,48-50H,5-11,35H2,1-4H3,(H,36,52)(H,38,44)(H,39,45)(H,40,51)(H,41,53)(H,46,47)(H,54,55)(H,56,57)/t12-,13+,16-,17+,18+,19+,20+,22+,23+,24+,25+,26+,27+,31+,34-/m0/s1	MKQQKXDNMLOSJC-YFCMHDTQSA-N	867.3709227			MMDBc0031777
BASm0019030	2,3-dehydroadipyl-CoA	2,3-Dehydroadipyl-CoA is an intermediate in phenylacetate degradation.  It is a substrate for the enzyme 2,3-dehydroadipyl-CoA hydratase which catalyzes the reversible conversion of enzymatically produced 2,3-dehydroadipyl-CoA into 3-hydroxyadipyl-CoA.		Expected Solid	O[C@H](C(C)(C)COP(=O)(O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(=O)NCCC(=O)NCCSC(=O)\C=C\CCC(O)=O	C27H42N7O19P3S	InChI=1S/C27H42N7O19P3S/c1-27(2,22(40)25(41)30-8-7-16(35)29-9-10-57-18(38)6-4-3-5-17(36)37)12-50-56(47,48)53-55(45,46)49-11-15-21(52-54(42,43)44)20(39)26(51-15)34-14-33-19-23(28)31-13-32-24(19)34/h4,6,13-15,20-22,26,39-40H,3,5,7-12H2,1-2H3,(H,29,35)(H,30,41)(H,36,37)(H,45,46)(H,47,48)(H2,28,31,32)(H2,42,43,44)/b6-4+/t15-,20-,21-,22+,26-/m1/s1	ZFXICKRXPZTFPB-KCQRSJHASA-N	893.1469024			MMDBc0031783
BASm0019031	(6S)-6-beta-hydroxy-1,4,5,6-tetrahydronicotinamide-adenine dinucleotide	(6S)-6-beta-hydroxy-1,4,5,6-tetrahydronicotinamide-adenine dinucleotide is a substrate for the enzymes ATP-dependent NAD(P)H-hydrate dehydratase which catalyzes the reaction ATP + (6S)-6beta-hydroxy-1,4,5,6-tetrahydronicotinamide-adenine dinucleotide = ADP + phosphate + NADH.  This is an intermediate in NADH "repair".		Expected Solid	[H][C@]1(COP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=C(CC[C@]3([H])O)C(O)=N)[C@]([H])(O)[C@]2([H])O)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O	C21H31N7O15P2	InChI=1S/C21H31N7O15P2/c22-17-12-19(25-6-24-17)28(7-26-12)21-16(33)14(31)10(42-21)5-40-45(37,38)43-44(35,36)39-4-9-13(30)15(32)20(41-9)27-3-8(18(23)34)1-2-11(27)29/h3,6-7,9-11,13-16,20-21,29-33H,1-2,4-5H2,(H2,23,34)(H,35,36)(H,37,38)(H2,22,24,25)/t9-,10-,11+,13-,14-,15-,16-,20-,21-/m1/s1	IDBZKGQRLBFUFQ-VPHRTNKSSA-N	683.1353364			MMDBc0031785
BASm0019032	Cyclic di-3',5'-guanylate	Cyclic di-3',5'-guanylate or Cyclic-di-GMP is a second messenger which controls cell surface-associated traits in bacteria.  It is a substrate for the enzyme Cyclic di-GMP phosphodiesterase which catalyzes the reaction Cyclic di-3',5'-guanylate + H2O = 5'-phosphoguanylyl(3'->5')guanosine.		Expected Solid	[H][C@@]12COP(O)(=O)O[C@]3([H])[C@@]([H])(COP(O)(=O)O[C@@]1([H])[C@@]([H])(O)[C@@]([H])(O2)N1C=NC2=C1NC(=N)N=C2O)O[C@@]([H])(N1C=NC2=C1NC(=N)N=C2O)[C@]3([H])O	C20H24N10O14P2	InChI=1S/C20H24N10O14P2/c21-19-25-13-7(15(33)27-19)23-3-29(13)17-9(31)11-5(41-17)1-39-45(35,36)44-12-6(2-40-46(37,38)43-11)42-18(10(12)32)30-4-24-8-14(30)26-20(22)28-16(8)34/h3-6,9-12,17-18,31-32H,1-2H2,(H,35,36)(H,37,38)(H3,21,25,27,33)(H3,22,26,28,34)/t5-,6-,9-,10-,11-,12-,17-,18-/m1/s1	PKFDLKSEZWEFGL-MHARETSRSA-N	690.0948686			MMDBc0031787
BASm0019033	TDP-Fuc4NAc	TDP-Fuc4NAc is an intermediate in LPS biosynthesis.  It is a substrate for 4-alpha-L-fucosyltransferase which catalyzes the reaction TDP-Fuc4NAc + Und-PP-GlcNAc-ManNAcA = TDP + Und-PP-GlcNAc-ManNAcA-Fuc4NAc.  It is part of the reaction that synthesizes lipid III, the third lipid-linked intermediate in enterobacterial common antigen (ECA) or LPS biosynthesis.		Expected Solid	[H]OC1([H])C([H])([H])C([H])(OC1([H])C([H])([H])OP(=O)(O[H])OP(=O)(O[H])O[C@@]1([H])O[C@]([H])(C([H])([H])[H])[C@]([H])(N([H])C(=O)C([H])([H])[H])[C@]([H])(O[H])[C@@]1([H])O[H])N1C([H])=C(C(=O)N([H])C1=O)C([H])([H])[H]	C18H29N3O15P2	InChI=1S/C18H29N3O15P2/c1-7-5-21(18(27)20-16(7)26)12-4-10(23)11(34-12)6-32-37(28,29)36-38(30,31)35-17-15(25)14(24)13(8(2)33-17)19-9(3)22/h5,8,10-15,17,23-25H,4,6H2,1-3H3,(H,19,22)(H,28,29)(H,30,31)(H,20,26,27)/t8-,10?,11?,12?,13+,14+,15-,17-/m1/s1	YHXQWYBLXUELDA-QVDZPGAXSA-N	589.1073903			MMDBc0031788
BASm0019034	epoxyqueuosine	Epoxyqueuosine is an intermediate in queosine biosynthesis.  Queuosine is an important 7-deazapurine-modified nucleoside that is present in certain tRNAs in bacteria and most eukaryotes.  Eposyqueosiine is a subsstrate for Epoxyqueuosine reductase catalyzes the final step in the de novo synthesis of queuosine, the anticodon loop modification found in tRNA(Asp), tRNA(Asn), tRNA(His), and tRNA(Tyr)		Expected Solid	[H]C12OC1([H])C([H])(NCC1=CN(C3=C1C(O)=NC(=N)N3)[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@@]1([H])O)C([H])(O)C2([H])O	C17H23N5O8	InChI=1S/C17H23N5O8/c18-17-20-14-6(15(28)21-17)4(1-19-7-9(25)10(26)13-12(7)30-13)2-22(14)16-11(27)8(24)5(3-23)29-16/h2,5,7-13,16,19,23-27H,1,3H2,(H3,18,20,21,28)/t5-,7?,8-,9?,10?,11-,12?,13?,16-/m1/s1	RRCFLRBBBFZLSB-MPMHWICOSA-N	425.1546627			MMDBc0031789
BASm0019035	UDP-beta-L-Threo-pentapyranos-4-ulose	UDP-beta-L-Threo-pentapyranos-4-ulose is an intermediate in the polymixin resistance pathway.  It is a substrate for the enzyme UDP-4-amino-4-deoxy-L-arabinose aminotransferase which catalyzes the reaction UDP-4-amino-4-deoxy-beta-L-arabinopyranose + 2-oxoglutarate = UDP-beta-L-threo-pentapyranos-4-ulose + L-glutamate.  Some Gram-negative bacteria, specifically Salmonella typhimurium and Escherichia coli, can become resistant to polymyxin by the modification of their lipid A structure via the attachment of 4-amino-4-deoxy-L-arabinopyranose (L-Ara4N) groups to one or more phosphate groups.  This addition causes an absolute increase in lipid A charge, thus lowering the affinity of positively charged polymyxins.		Expected Solid	[H][C@]1(COP(O)(=O)OP(O)(=O)O[C@@]2([H])OCC(=O)[C@]([H])(O)[C@@]2([H])O)OC([H])(N2C=CC(O)=NC2=O)[C@]([H])(O)[C@]1([H])O	C14H20N2O16P2	InChI=1S/C14H20N2O16P2/c17-5-3-28-13(11(22)8(5)19)31-34(26,27)32-33(24,25)29-4-6-9(20)10(21)12(30-6)16-2-1-7(18)15-14(16)23/h1-2,6,8-13,19-22H,3-4H2,(H,24,25)(H,26,27)(H,15,18,23)/t6-,8+,9-,10-,11-,12?,13-/m1/s1	URJZIQLTPCJVMW-SVROINDSSA-N	534.0288056			MMDBc0031792
BASm0019036	7-Aminomethyl-7-deazaguanosine	7-Aminomethyl-7-deazaguanosine is an intermediate in tRNA charging and tRNA queosine synthesis.  It is a substrate for S-adenosylmethionine:tRNA ribosyltransferase-isomerase which catalyzes the reaction: S-adenosylmethionine + 7-aminomethyl-7-deazaguanosine = methionine + adenine + epoxyqueuosine		Expected Solid	[H][C@]1(CO)O[C@@]([H])(N2C=C(CN)C3=C2NC(=N)N=C3O)[C@]([H])(O)[C@]1([H])O	C12H17N5O5	InChI=1S/C12H17N5O5/c13-1-4-2-17(9-6(4)10(21)16-12(14)15-9)11-8(20)7(19)5(3-18)22-11/h2,5,7-8,11,18-20H,1,3,13H2,(H3,14,15,16,21)/t5-,7-,8-,11-/m1/s1	SOEYIPCQNRSIAV-IOSLPCCCSA-N	311.1229687			MMDBc0031795
BASm0019037	Purine nucleoside	A purine ribonucleoside that is 9H-purine attached to a β-D-ribofuranosyl residue at position 9 via a glycosidic (N-glycosyl) linkage	550-33-4	Expected Solid	[H][C@]1(CO)O[C@@]([H])(N2C=NC3=CN=CN=C23)[C@]([H])(O)[C@]1([H])O	C10H12N4O4	InChI=1S/C10H12N4O4/c15-2-6-7(16)8(17)10(18-6)14-4-13-5-1-11-3-12-9(5)14/h1,3-4,6-8,10,15-17H,2H2/t6-,7-,8-,10-/m1/s1	MRWXACSTFXYYMV-FDDDBJFASA-N	252.0858549			MMDBc0031800
BASm0019038	2,3-bis((3R)-3-hydroxymyristoyl)-beta-D-glucosaminyl 1-phosphate	2,3-bis((3R)-3-hydroxymyristoyl)-beta-D-glucosaminyl 1-phosphate is an intermediate in Lipid IVA synthesis which is essesntial for the production of LPS.  Lipopolysaccharide (LPS), a major outer membrane component, is composed of three domains: Lipid A, the core, which is an oligosaccharide consisting of an inner and outer region; and a distal repeating unit known as the O-antigen. Lipid A is linked to a beta-1,6-linked glucosamine disaccharide. Attached to this is the inner core containing at least two 3-deoxy-D-manno-octulosonate (KDO) units followed by two units of heptose. The outer core region and the O-antigen are attached to one of the heptose units. For some time it was thought that the minimum structure for cell viability in E. coli had the di-Kdo moiety, but viable mutants lacking Kdo and with the basic tetra-acyl form of lipid A, i.e. lacking the two secondary acyl groups (and termed 'lipid IVA'), have recently been produced. Indeed, lipid IVA may be the minimum structure required for the viability of E. coli.		Expected Solid	CCCCCCCCCCC[C@@H](O)CC(=O)N[C@H]1[C@@H](OP(O)(O)=O)O[C@H](CO)[C@@H](O)[C@@H]1OC(=O)C[C@H](O)CCCCCCCCCCC	C34H66NO12P	InChI=1S/C34H66NO12P/c1-3-5-7-9-11-13-15-17-19-21-26(37)23-29(39)35-31-33(32(41)28(25-36)45-34(31)47-48(42,43)44)46-30(40)24-27(38)22-20-18-16-14-12-10-8-6-4-2/h26-28,31-34,36-38,41H,3-25H2,1-2H3,(H,35,39)(H2,42,43,44)/t26-,27-,28-,31-,32-,33-,34-/m1/s1	HEHQDWUWJVPREQ-XQJZMFRCSA-N	711.4322631			MMDBc0031801
BASm0019039	DG(10:0/12:0/0:0)	DG(10:0/12:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCC)COC(=O)CCCCCCCCCCC	C25H48O5	InChI=1S/C25H48O5/c1-3-5-7-9-11-12-14-16-18-20-25(28)30-22-23(26)21-29-24(27)19-17-15-13-10-8-6-4-2/h23,26H,3-22H2,1-2H3/t23-/m0/s1	KVRSPMKERWGHSY-QHCPKHFHSA-N	428.3501746			MMDBc0031803
BASm0019040	DG(10:0/14:0/0:0)	DG(10:0/14:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCC)COC(=O)CCCCCCCCCCCCC	C27H52O5	InChI=1S/C27H52O5/c1-3-5-7-9-11-12-13-14-16-18-20-22-27(30)32-24-25(28)23-31-26(29)21-19-17-15-10-8-6-4-2/h25,28H,3-24H2,1-2H3/t25-/m0/s1	QUBGZERCQQANTH-VWLOTQADSA-N	456.3814748			MMDBc0031804
BASm0019041	DG(10:0/15:0/0:0)	DG(10:0/15:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/15:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCC)COC(=O)CCCCCCCCCCCCCC	C28H54O5	InChI=1S/C28H54O5/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-28(31)33-25-26(29)24-32-27(30)22-20-18-16-10-8-6-4-2/h26,29H,3-25H2,1-2H3/t26-/m0/s1	WBPYWKUNSGUTMW-SANMLTNESA-N	470.3971248			MMDBc0031805
BASm0019042	DG(10:0/16:0/0:0)	DG(10:0/16:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/16:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCC)COC(=O)CCCCCCCCCCCCCCC	C29H56O5	InChI=1S/C29H56O5/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-29(32)34-26-27(30)25-33-28(31)23-21-19-17-10-8-6-4-2/h27,30H,3-26H2,1-2H3/t27-/m0/s1	PDEODYWQITXOOH-MHZLTWQESA-N	484.4127749			MMDBc0031806
BASm0019043	DG(10:0/16:1(9Z)/0:0)	DG(10:0/16:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCC	C29H54O5	InChI=1S/C29H54O5/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-29(32)34-26-27(30)25-33-28(31)23-21-19-17-10-8-6-4-2/h12-13,27,30H,3-11,14-26H2,1-2H3/b13-12-/t27-/m0/s1	RRCKOPRDFJZIHY-OFQPSRFPSA-N	482.3971248			MMDBc0031807
BASm0019044	DG(10:0/18:0/0:0)	DG(10:0/18:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/18:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC	C31H60O5	InChI=1S/C31H60O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-31(34)36-28-29(32)27-35-30(33)25-23-21-19-10-8-6-4-2/h29,32H,3-28H2,1-2H3/t29-/m0/s1	SNTBWBRHDLOYGC-LJAQVGFWSA-N	512.444075			MMDBc0031808
BASm0019045	DG(10:0/19:1(9Z)/0:0)	DG(10:0/19:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/19:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCC	C32H60O5	InChI=1S/C32H60O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-21-23-25-27-32(35)37-29-30(33)28-36-31(34)26-24-22-20-10-8-6-4-2/h15-16,30,33H,3-14,17-29H2,1-2H3/b16-15-/t30-/m0/s1	ZDBRIDQLRZGFLY-PDHIBOTASA-N	524.444075			MMDBc0031810
BASm0019046	DG(12:0/10:0/0:0)	DG(12:0/10:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/10:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCC)COC(=O)CCCCCCCCCCC	C25H48O5	InChI=1S/C25H48O5/c1-3-5-7-9-11-12-14-16-18-20-25(28)30-22-23(26)21-29-24(27)19-17-15-13-10-8-6-4-2/h23,26H,3-22H2,1-2H3/t23-/m1/s1	KVRSPMKERWGHSY-HSZRJFAPSA-N	428.3501746			MMDBc0031811
BASm0019047	DG(12:0/12:0/0:0)	DG(12:0/12:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H]C(O)(COC(=O)CCCCCCCCCCC)COC(=O)CCCCCCCCCCC	C27H52O5	InChI=1S/C27H52O5/c1-3-5-7-9-11-13-15-17-19-21-26(29)31-23-25(28)24-32-27(30)22-20-18-16-14-12-10-8-6-4-2/h25,28H,3-24H2,1-2H3	KUVAEMGNHJQSMH-UHFFFAOYSA-N	456.3814748			MMDBc0031812
BASm0019048	DG(12:0/14:0/0:0)	DG(12:0/14:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CCCCCCCCCCCCC	C29H56O5	InChI=1S/C29H56O5/c1-3-5-7-9-11-13-14-16-18-20-22-24-29(32)34-26-27(30)25-33-28(31)23-21-19-17-15-12-10-8-6-4-2/h27,30H,3-26H2,1-2H3/t27-/m0/s1	UODDDZYTHJZBML-MHZLTWQESA-N	484.4127749			MMDBc0031813
BASm0019049	DG(12:0/15:0/0:0)	DG(12:0/15:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/15:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCC	C30H58O5	InChI=1S/C30H58O5/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-30(33)35-27-28(31)26-34-29(32)24-22-20-18-16-12-10-8-6-4-2/h28,31H,3-27H2,1-2H3/t28-/m0/s1	WIAGNUVDDKRVPB-NDEPHWFRSA-N	498.428425			MMDBc0031814
BASm0019050	DG(12:0/16:0/0:0)	DG(12:0/16:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/16:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCC	C31H60O5	InChI=1S/C31H60O5/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-31(34)36-28-29(32)27-35-30(33)25-23-21-19-17-12-10-8-6-4-2/h29,32H,3-28H2,1-2H3/t29-/m0/s1	LANMFMOMCREFAD-LJAQVGFWSA-N	512.444075			MMDBc0031815
BASm0019051	DG(12:0/16:1(9Z)/0:0)	DG(12:0/16:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCC	C31H58O5	InChI=1S/C31H58O5/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-31(34)36-28-29(32)27-35-30(33)25-23-21-19-17-12-10-8-6-4-2/h13-14,29,32H,3-12,15-28H2,1-2H3/b14-13-/t29-/m0/s1	VYPXGRBEVZJVHI-ISAPRFSOSA-N	510.428425			MMDBc0031816
BASm0019052	DG(12:0/18:0/0:0)	DG(12:0/18:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/18:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC	C33H64O5	InChI=1S/C33H64O5/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-33(36)38-30-31(34)29-37-32(35)27-25-23-21-19-12-10-8-6-4-2/h31,34H,3-30H2,1-2H3/t31-/m0/s1	SLGMWTYQQRQEKQ-HKBQPEDESA-N	540.4753752			MMDBc0031817
BASm0019053	DG(12:0/19:1(9Z)/0:0)	DG(12:0/19:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/19:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCC	C34H64O5	InChI=1S/C34H64O5/c1-3-5-7-9-11-13-14-15-16-17-18-19-21-23-25-27-29-34(37)39-31-32(35)30-38-33(36)28-26-24-22-20-12-10-8-6-4-2/h16-17,32,35H,3-15,18-31H2,1-2H3/b17-16-/t32-/m0/s1	QDIMPDOQYBDBGM-FTIXDTTBSA-N	552.4753752			MMDBc0031819
BASm0019054	DG(14:0/10:0/0:0)	DG(14:0/10:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/10:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCC)COC(=O)CCCCCCCCCCCCC	C27H52O5	InChI=1S/C27H52O5/c1-3-5-7-9-11-12-13-14-16-18-20-22-27(30)32-24-25(28)23-31-26(29)21-19-17-15-10-8-6-4-2/h25,28H,3-24H2,1-2H3/t25-/m1/s1	QUBGZERCQQANTH-RUZDIDTESA-N	456.3814748			MMDBc0031820
BASm0019055	DG(14:0/12:0/0:0)	DG(14:0/12:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CCCCCCCCCCCCC	C29H56O5	InChI=1S/C29H56O5/c1-3-5-7-9-11-13-14-16-18-20-22-24-29(32)34-26-27(30)25-33-28(31)23-21-19-17-15-12-10-8-6-4-2/h27,30H,3-26H2,1-2H3/t27-/m1/s1	UODDDZYTHJZBML-HHHXNRCGSA-N	484.4127749			MMDBc0031821
BASm0019056	DG(14:0/14:0/0:0)	DG(14:0/14:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H]C(O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCC	C31H60O5	InChI=1S/C31H60O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(33)35-27-29(32)28-36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h29,32H,3-28H2,1-2H3	JADYBWICRJWGBW-UHFFFAOYSA-N	512.444075			MMDBc0031822
BASm0019057	DG(14:0/15:0/0:0)	DG(14:0/15:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/15:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCC	C32H62O5	InChI=1S/C32H62O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(35)37-29-30(33)28-36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h30,33H,3-29H2,1-2H3/t30-/m0/s1	QBQHXAHSQVJBAJ-PMERELPUSA-N	526.4597251			MMDBc0031823
BASm0019058	DG(14:0/16:0/0:0)	DG(14:0/16:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/16:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCC	C33H64O5	InChI=1S/C33H64O5/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(36)38-30-31(34)29-37-32(35)27-25-23-21-19-17-14-12-10-8-6-4-2/h31,34H,3-30H2,1-2H3/t31-/m0/s1	MDJXLANKTSDJQI-HKBQPEDESA-N	540.4753752			MMDBc0031824
BASm0019059	DG(14:0/16:1(9Z)/0:0)	DG(14:0/16:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCC	C33H62O5	InChI=1S/C33H62O5/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(36)38-30-31(34)29-37-32(35)27-25-23-21-19-17-14-12-10-8-6-4-2/h13,15,31,34H,3-12,14,16-30H2,1-2H3/b15-13-/t31-/m0/s1	WZBYIKDRJGQVJJ-QDPLMGLHSA-N	538.4597251			MMDBc0031825
BASm0019060	DG(14:0/18:0/0:0)	DG(14:0/18:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/18:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC	C35H68O5	InChI=1S/C35H68O5/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(38)40-32-33(36)31-39-34(37)29-27-25-23-21-19-14-12-10-8-6-4-2/h33,36H,3-32H2,1-2H3/t33-/m0/s1	CUNPTVLPBLDLDS-XIFFEERXSA-N	568.5066753			MMDBc0031826
BASm0019061	DG(14:0/19:1(9Z)/0:0)	DG(14:0/19:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/19:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCC	C36H68O5	InChI=1S/C36H68O5/c1-3-5-7-9-11-13-15-16-17-18-19-21-23-25-27-29-31-36(39)41-33-34(37)32-40-35(38)30-28-26-24-22-20-14-12-10-8-6-4-2/h17-18,34,37H,3-16,19-33H2,1-2H3/b18-17-/t34-/m0/s1	NHBSOPLBDJSMTA-PDGPHRJUSA-N	580.5066753			MMDBc0031828
BASm0019062	DG(15:0/10:0/0:0)	DG(15:0/10:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/10:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCC)COC(=O)CCCCCCCCCCCCCC	C28H54O5	InChI=1S/C28H54O5/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-28(31)33-25-26(29)24-32-27(30)22-20-18-16-10-8-6-4-2/h26,29H,3-25H2,1-2H3/t26-/m1/s1	WBPYWKUNSGUTMW-AREMUKBSSA-N	470.3971248			MMDBc0031829
BASm0019063	DG(15:0/12:0/0:0)	DG(15:0/12:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCC	C30H58O5	InChI=1S/C30H58O5/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-30(33)35-27-28(31)26-34-29(32)24-22-20-18-16-12-10-8-6-4-2/h28,31H,3-27H2,1-2H3/t28-/m1/s1	WIAGNUVDDKRVPB-MUUNZHRXSA-N	498.428425			MMDBc0031830
BASm0019064	DG(15:0/14:0/0:0)	DG(15:0/14:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCC	C32H62O5	InChI=1S/C32H62O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(35)37-29-30(33)28-36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h30,33H,3-29H2,1-2H3/t30-/m1/s1	QBQHXAHSQVJBAJ-SSEXGKCCSA-N	526.4597251			MMDBc0031831
BASm0019065	DG(15:0/15:0/0:0)	DG(15:0/15:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/15:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H]C(O)(COC(=O)CCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCC	C33H64O5	InChI=1S/C33H64O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(35)37-29-31(34)30-38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h31,34H,3-30H2,1-2H3	HZEBMMLXOCVJNI-UHFFFAOYSA-N	540.4753752			MMDBc0031832
BASm0019066	DG(15:0/16:0/0:0)	DG(15:0/16:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/16:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCC	C34H66O5	InChI=1S/C34H66O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-31-32(35)30-38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h32,35H,3-31H2,1-2H3/t32-/m0/s1	LXYIVDPMVSFSBA-YTTGMZPUSA-N	554.4910252			MMDBc0031833
BASm0019067	DG(15:0/16:1(9Z)/0:0)	DG(15:0/16:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCC	C34H64O5	InChI=1S/C34H64O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-31-32(35)30-38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,32,35H,3-12,14,16-31H2,1-2H3/b15-13-/t32-/m0/s1	UOYJHOONHJRWGL-UFDIJAIZSA-N	552.4753752			MMDBc0031834
BASm0019068	DG(15:0/18:0/0:0)	DG(15:0/18:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/18:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC	C36H70O5	InChI=1S/C36H70O5/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(39)41-33-34(37)32-40-35(38)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h34,37H,3-33H2,1-2H3/t34-/m0/s1	LUQKIZTUDZZQSK-UMSFTDKQSA-N	582.5223254			MMDBc0031835
BASm0019069	DG(15:0/18:1(9Z)/0:0)	DG(15:0/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC	C36H68O5	InChI=1S/C36H68O5/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(39)41-33-34(37)32-40-35(38)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h17-18,34,37H,3-16,19-33H2,1-2H3/b18-17-/t34-/m0/s1	QWMNRTWVOHJVAA-PDGPHRJUSA-N	580.5066753			MMDBc0031836
BASm0019070	DG(15:0/19:1(9Z)/0:0)	DG(15:0/19:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/19:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCC	C37H70O5	InChI=1S/C37H70O5/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-37(40)42-34-35(38)33-41-36(39)31-29-27-25-23-21-16-14-12-10-8-6-4-2/h18-19,35,38H,3-17,20-34H2,1-2H3/b19-18-/t35-/m0/s1	LCXRDDMAKHWEOK-LPQCTERJSA-N	594.5223254			MMDBc0031837
BASm0019071	DG(16:0/10:0/0:0)	DG(16:0/10:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/10:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCC)COC(=O)CCCCCCCCCCCCCCC	C29H56O5	InChI=1S/C29H56O5/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-29(32)34-26-27(30)25-33-28(31)23-21-19-17-10-8-6-4-2/h27,30H,3-26H2,1-2H3/t27-/m1/s1	PDEODYWQITXOOH-HHHXNRCGSA-N	484.4127749			MMDBc0031838
BASm0019072	DG(16:0/12:0/0:0)	DG(16:0/12:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCC	C31H60O5	InChI=1S/C31H60O5/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-31(34)36-28-29(32)27-35-30(33)25-23-21-19-17-12-10-8-6-4-2/h29,32H,3-28H2,1-2H3/t29-/m1/s1	LANMFMOMCREFAD-GDLZYMKVSA-N	512.444075			MMDBc0031839
BASm0019073	DG(16:0/14:0/0:0)	DG(16:0/14:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCC	C33H64O5	InChI=1S/C33H64O5/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(36)38-30-31(34)29-37-32(35)27-25-23-21-19-17-14-12-10-8-6-4-2/h31,34H,3-30H2,1-2H3/t31-/m1/s1	MDJXLANKTSDJQI-WJOKGBTCSA-N	540.4753752			MMDBc0031840
BASm0019074	DG(16:0/15:0/0:0)	DG(16:0/15:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/15:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCC	C34H66O5	InChI=1S/C34H66O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-31-32(35)30-38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h32,35H,3-31H2,1-2H3/t32-/m1/s1	LXYIVDPMVSFSBA-JGCGQSQUSA-N	554.4910252			MMDBc0031841
BASm0019075	DG(16:0/16:1(9Z)/0:0)	DG(16:0/16:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCC	C35H66O5	InChI=1S/C35H66O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-31-33(36)32-40-35(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,33,36H,3-12,14,16-32H2,1-2H3/b15-13-/t33-/m1/s1	PQZXYGLMCAIBJP-AVKQKRQHSA-N	566.4910252			MMDBc0031843
BASm0019076	DG(16:0/18:0/0:0)	DG(16:0/18:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/18:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC	C37H72O5	InChI=1S/C37H72O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(40)42-34-35(38)33-41-36(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h35,38H,3-34H2,1-2H3/t35-/m0/s1	BFTGWUUHOMAGPO-DHUJRADRSA-N	596.5379754			MMDBc0031844
BASm0019077	DG(16:0/19:1(9Z)/0:0)	DG(16:0/19:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/19:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCC	C38H72O5	InChI=1S/C38H72O5/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-38(41)43-35-36(39)34-42-37(40)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h18-19,36,39H,3-17,20-35H2,1-2H3/b19-18-/t36-/m0/s1	VALKELPGSMJADF-QAHLDSHBSA-N	608.5379754			MMDBc0031846
BASm0019078	DG(16:1(9Z)/10:0/0:0)	DG(16:1(9Z)/10:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/10:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCC	C29H54O5	InChI=1S/C29H54O5/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-29(32)34-26-27(30)25-33-28(31)23-21-19-17-10-8-6-4-2/h12-13,27,30H,3-11,14-26H2,1-2H3/b13-12-/t27-/m1/s1	RRCKOPRDFJZIHY-MEOKJUQFSA-N	482.3971248			MMDBc0031847
BASm0019079	DG(16:1(9Z)/12:0/0:0)	DG(16:1(9Z)/12:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCC	C31H58O5	InChI=1S/C31H58O5/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-31(34)36-28-29(32)27-35-30(33)25-23-21-19-17-12-10-8-6-4-2/h13-14,29,32H,3-12,15-28H2,1-2H3/b14-13-/t29-/m1/s1	VYPXGRBEVZJVHI-FOIMXDHRSA-N	510.428425			MMDBc0031848
BASm0019080	DG(16:1(9Z)/14:0/0:0)	DG(16:1(9Z)/14:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCC	C33H62O5	InChI=1S/C33H62O5/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(36)38-30-31(34)29-37-32(35)27-25-23-21-19-17-14-12-10-8-6-4-2/h13,15,31,34H,3-12,14,16-30H2,1-2H3/b15-13-/t31-/m1/s1	WZBYIKDRJGQVJJ-UFOOELKISA-N	538.4597251			MMDBc0031849
BASm0019081	DG(16:1(9Z)/15:0/0:0)	DG(16:1(9Z)/15:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/15:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCC	C34H64O5	InChI=1S/C34H64O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-31-32(35)30-38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,32,35H,3-12,14,16-31H2,1-2H3/b15-13-/t32-/m1/s1	UOYJHOONHJRWGL-RGOCUGCRSA-N	552.4753752			MMDBc0031850
BASm0019082	DG(16:1(9Z)/16:0/0:0)	DG(16:1(9Z)/16:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/16:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCC	C35H66O5	InChI=1S/C35H66O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-31-33(36)32-40-35(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,33,36H,3-12,14,16-32H2,1-2H3/b15-13-/t33-/m0/s1	PQZXYGLMCAIBJP-ZWOXTJJBSA-N	566.4910252			MMDBc0031851
BASm0019083	DG(16:1(9Z)/18:0/0:0)	DG(16:1(9Z)/18:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/18:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCC	C37H70O5	InChI=1S/C37H70O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(40)42-34-35(38)33-41-36(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h14,16,35,38H,3-13,15,17-34H2,1-2H3/b16-14-/t35-/m0/s1	PRTSHZSSLZAYMU-BSNNDZOISA-N	594.5223254			MMDBc0031853
BASm0019084	DG(16:1(9Z)/18:1(9Z)/0:0)	DG(16:1(9Z)/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC	C37H68O5	InChI=1S/C37H68O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(40)42-34-35(38)33-41-36(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h14,16-18,35,38H,3-13,15,19-34H2,1-2H3/b16-14-,18-17-/t35-/m0/s1	OABLVTWPCWBOIK-DATDAJMQSA-N	592.5066753			MMDBc0031854
BASm0019085	DG(16:1(9Z)/19:1(9Z)/0:0)	DG(16:1(9Z)/19:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/19:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCC	C38H70O5	InChI=1S/C38H70O5/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-38(41)43-35-36(39)34-42-37(40)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h14,16,18-19,36,39H,3-13,15,17,20-35H2,1-2H3/b16-14-,19-18-/t36-/m0/s1	SDIREOOUFASUDR-CYGLPLGMSA-N	606.5223254			MMDBc0031855
BASm0019086	DG(18:0/10:0/0:0)	DG(18:0/10:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/10:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC	C31H60O5	InChI=1S/C31H60O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-31(34)36-28-29(32)27-35-30(33)25-23-21-19-10-8-6-4-2/h29,32H,3-28H2,1-2H3/t29-/m1/s1	SNTBWBRHDLOYGC-GDLZYMKVSA-N	512.444075			MMDBc0031856
BASm0019087	DG(18:0/12:0/0:0)	DG(18:0/12:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC	C33H64O5	InChI=1S/C33H64O5/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-33(36)38-30-31(34)29-37-32(35)27-25-23-21-19-12-10-8-6-4-2/h31,34H,3-30H2,1-2H3/t31-/m1/s1	SLGMWTYQQRQEKQ-WJOKGBTCSA-N	540.4753752			MMDBc0031857
BASm0019088	DG(18:0/14:0/0:0)	DG(18:0/14:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC	C35H68O5	InChI=1S/C35H68O5/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(38)40-32-33(36)31-39-34(37)29-27-25-23-21-19-14-12-10-8-6-4-2/h33,36H,3-32H2,1-2H3/t33-/m1/s1	CUNPTVLPBLDLDS-MGBGTMOVSA-N	568.5066753			MMDBc0031858
BASm0019089	DG(18:0/15:0/0:0)	DG(18:0/15:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/15:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC	C36H70O5	InChI=1S/C36H70O5/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(39)41-33-34(37)32-40-35(38)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h34,37H,3-33H2,1-2H3/t34-/m1/s1	LUQKIZTUDZZQSK-UUWRZZSWSA-N	582.5223254			MMDBc0031859
BASm0019090	DG(18:0/16:1(9Z)/0:0)	DG(18:0/16:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCC	C37H70O5	InChI=1S/C37H70O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(40)42-34-35(38)33-41-36(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h14,16,35,38H,3-13,15,17-34H2,1-2H3/b16-14-/t35-/m1/s1	PRTSHZSSLZAYMU-WMHOIYFHSA-N	594.5223254			MMDBc0031861
BASm0019091	DG(18:0/18:0/0:0)	DG(18:0/18:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/18:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H]C(O)(COC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC	C39H76O5	InChI=1S/C39H76O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-35-37(40)36-44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h37,40H,3-36H2,1-2H3	IZHVBANLECCAGF-UHFFFAOYSA-N	624.5692755			MMDBc0031862
BASm0019092	DG(18:0/19:1(9Z)/0:0)	DG(18:0/19:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/19:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCC	C40H76O5	InChI=1S/C40H76O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-40(43)45-37-38(41)36-44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h19,21,38,41H,3-18,20,22-37H2,1-2H3/b21-19-/t38-/m0/s1	ZTROJKWDCWHAON-IPENJVLJSA-N	636.5692755			MMDBc0031864
BASm0019093	DG(18:1(9Z)/14:0/0:0)	DG(18:1(9Z)/14:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC	C35H66O5	InChI=1S/C35H66O5/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(38)40-32-33(36)31-39-34(37)29-27-25-23-21-19-14-12-10-8-6-4-2/h16-17,33,36H,3-15,18-32H2,1-2H3/b17-16-/t33-/m1/s1	DPKKTCYRXHCYKZ-NTEJXHNLSA-N	566.4910252			MMDBc0031867
BASm0019094	DG(18:1(9Z)/15:0/0:0)	DG(18:1(9Z)/15:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/15:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC	C36H68O5	InChI=1S/C36H68O5/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(39)41-33-34(37)32-40-35(38)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h17-18,34,37H,3-16,19-33H2,1-2H3/b18-17-/t34-/m1/s1	QWMNRTWVOHJVAA-RZCWWDNZSA-N	580.5066753			MMDBc0031868
BASm0019095	DG(18:1(9Z)/16:1(9Z)/0:0)	DG(18:1(9Z)/16:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC	C37H68O5	InChI=1S/C37H68O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(40)42-34-35(38)33-41-36(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h14,16-18,35,38H,3-13,15,19-34H2,1-2H3/b16-14-,18-17-/t35-/m1/s1	OABLVTWPCWBOIK-YFFVWHPVSA-N	592.5066753			MMDBc0031870
BASm0019096	DG(18:1(9Z)/19:1(9Z)/0:0)	DG(18:1(9Z)/19:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/19:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCC	C40H74O5	InChI=1S/C40H74O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-40(43)45-37-38(41)36-44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18-21,38,41H,3-17,22-37H2,1-2H3/b20-18-,21-19-/t38-/m0/s1	CRAJNVCAFQOMSH-RTWGXCRCSA-N	634.5536255			MMDBc0031873
BASm0019097	DG(19:1(9Z)/10:0/0:0)	DG(19:1(9Z)/10:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:1(9Z)/10:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCC	C32H60O5	InChI=1S/C32H60O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-21-23-25-27-32(35)37-29-30(33)28-36-31(34)26-24-22-20-10-8-6-4-2/h15-16,30,33H,3-14,17-29H2,1-2H3/b16-15-/t30-/m1/s1	ZDBRIDQLRZGFLY-PPFYFSGOSA-N	524.444075			MMDBc0031874
BASm0019098	DG(19:1(9Z)/12:0/0:0)	DG(19:1(9Z)/12:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:1(9Z)/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCC	C34H64O5	InChI=1S/C34H64O5/c1-3-5-7-9-11-13-14-15-16-17-18-19-21-23-25-27-29-34(37)39-31-32(35)30-38-33(36)28-26-24-22-20-12-10-8-6-4-2/h16-17,32,35H,3-15,18-31H2,1-2H3/b17-16-/t32-/m1/s1	QDIMPDOQYBDBGM-PHIJBUCWSA-N	552.4753752			MMDBc0031875
BASm0019099	DG(19:1(9Z)/14:0/0:0)	DG(19:1(9Z)/14:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:1(9Z)/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCC	C36H68O5	InChI=1S/C36H68O5/c1-3-5-7-9-11-13-15-16-17-18-19-21-23-25-27-29-31-36(39)41-33-34(37)32-40-35(38)30-28-26-24-22-20-14-12-10-8-6-4-2/h17-18,34,37H,3-16,19-33H2,1-2H3/b18-17-/t34-/m1/s1	NHBSOPLBDJSMTA-RZCWWDNZSA-N	580.5066753			MMDBc0031876
BASm0019100	DG(19:1(9Z)/15:0/0:0)	DG(19:1(9Z)/15:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:1(9Z)/15:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCC	C37H70O5	InChI=1S/C37H70O5/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-37(40)42-34-35(38)33-41-36(39)31-29-27-25-23-21-16-14-12-10-8-6-4-2/h18-19,35,38H,3-17,20-34H2,1-2H3/b19-18-/t35-/m1/s1	LCXRDDMAKHWEOK-MXRVBTIQSA-N	594.5223254			MMDBc0031877
BASm0019101	DG(19:1(9Z)/16:0/0:0)	DG(19:1(9Z)/16:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:1(9Z)/16:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCC	C38H72O5	InChI=1S/C38H72O5/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-38(41)43-35-36(39)34-42-37(40)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h18-19,36,39H,3-17,20-35H2,1-2H3/b19-18-/t36-/m1/s1	VALKELPGSMJADF-UAIAYBLDSA-N	608.5379754			MMDBc0031878
BASm0019102	DG(19:1(9Z)/16:1(9Z)/0:0)	DG(19:1(9Z)/16:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:1(9Z)/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCC	C38H70O5	InChI=1S/C38H70O5/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-38(41)43-35-36(39)34-42-37(40)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h14,16,18-19,36,39H,3-13,15,17,20-35H2,1-2H3/b16-14-,19-18-/t36-/m1/s1	SDIREOOUFASUDR-QYZSMWKLSA-N	606.5223254			MMDBc0031879
BASm0019103	DG(19:1(9Z)/18:0/0:0)	DG(19:1(9Z)/18:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:1(9Z)/18:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCC	C40H76O5	InChI=1S/C40H76O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-40(43)45-37-38(41)36-44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h19,21,38,41H,3-18,20,22-37H2,1-2H3/b21-19-/t38-/m1/s1	ZTROJKWDCWHAON-IOSXAPFHSA-N	636.5692755			MMDBc0031880
BASm0019104	DG(19:1(9Z)/18:1(9Z)/0:0)	DG(19:1(9Z)/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:1(9Z)/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCC	C40H74O5	InChI=1S/C40H74O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-40(43)45-37-38(41)36-44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18-21,38,41H,3-17,22-37H2,1-2H3/b20-18-,21-19-/t38-/m1/s1	CRAJNVCAFQOMSH-FLHMKPLESA-N	634.5536255			MMDBc0031881
BASm0019105	DG(19:1(9Z)/19:1(9Z)/0:0)	DG(19:1(9Z)/19:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:1(9Z)/19:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H]C(O)(COC(=O)CCCCCCC\C=C/CCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCCC	C41H76O5	InChI=1S/C41H76O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-40(43)45-37-39(42)38-46-41(44)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h19-22,39,42H,3-18,23-38H2,1-2H3/b21-19-,22-20-	PQOTYKLIDKJFNX-WRBBJXAJSA-N	648.5692755			MMDBc0031882
BASm0019106	3-(all-trans-pentaprenyl)benzene-1,2-diol	3-(all-trans-pentaprenyl)benzene-1,2-diol is involved in the ubiquinone biosynthetic pathway. It is a substrate for the 3-demethylubiquinone-9 3-methyltransferase that catalyses the following reaction: S-adenosyl-L-methionine + 3-(all-trans-pentaprenyl)benzene-1,2-diol = S-adenosyl-L-homocysteine + 2-methoxy-6-(all-trans-pentaprenyl)phenol.		Expected Solid	CC(C)=CC\C(C)=C\C\C(C)=C\C\C(C)=C\C\C(C)=C\CC1=C(O)C(O)=CC=C1	C27H38O2	InChI=1S/C27H38O2/c1-20(2)10-11-21(3)12-13-22(4)14-15-23(5)16-17-24(6)18-19-25-8-7-9-26(28)27(25)29/h7-10,12,14,16,18,28-29H,11,13,15,17,19H2,1-6H3/b21-12+,22-14+,23-16+,24-18+	IOPUXRYLEMIOIV-BWNZHWFKSA-N	394.2871805			MMDBc0031886
BASm0019107	3-(all-trans-tetraprenyl)benzene-1,2-diol	3-(all-trans-tetraprenyl)benzene-1,2-diol is involved in the ubiquinone biosynthetic pathway. It is a substrate for the 3-demethylubiquinone-9 3-methyltransferase that catalyses the following reaction: S-adenosyl-L-methionine + 3-(all-trans-tetraprenyl)benzene-1,2-diol = S-adenosyl-L-homocysteine + 2-methoxy-6-(all-trans-tetraprenyl)phenol.		Expected Solid	CC(C)=CC\C(C)=C\C\C(C)=C\C\C(C)=C\CC1=C(O)C(O)=CC=C1	C23H32O2	InChI=1S/C23H32O2/c1-17(2)9-10-18(3)11-12-19(4)13-14-20(5)15-16-21-7-6-8-22(24)23(21)25/h6-9,11,13,15,24-25H,10,12,14,16H2,1-5H3/b18-11+,19-13+,20-15+	FQASEYLIIUVQGW-QIRCYJPOSA-N	340.2402303			MMDBc0031887
BASm0019108	3-(all-trans-triprenyl)benzene-1,2-diol	3-(all-trans-triprenyl)benzene-1,2-diol is involved in the ubiquinone biosynthetic pathway. It is a substrate for the 3-demethylubiquinone-9 3-methyltransferase that catalyses the following reaction: S-adenosyl-L-methionine + 3-(all-trans-triprenyl)benzene-1,2-diol = S-adenosyl-L-homocysteine + 2-methoxy-6-(all-trans-triprenyl)phenol.		Expected Solid	CC(C)=CC\C(C)=C\C\C(C)=C\CC1=C(O)C(O)=CC=C1	C19H26O2	InChI=1S/C19H26O2/c1-14(2)8-9-15(3)10-11-16(4)12-13-17-6-5-7-18(20)19(17)21/h5-8,10,12,20-21H,9,11,13H2,1-4H3/b15-10+,16-12+	VNKKQNZCBITKGE-NCZFFCEISA-N	286.1932801			MMDBc0031888
BASm0019109	2-methoxy-6-(all-trans-octaprenyl)-1,4-benzoquinol	2-methoxy-6-(all-trans-octaprenyl)-1,4-benzoquinol is involved in the ubiquinone biosynthesis pathway. It is a substrate of 2-methoxy-6-polyprenyl-1,4-benzoquinol methylase.		Expected Solid	COC1=C(O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC=C(C)C)=CC(O)=C1	C41H62O3	InChI=1S/C41H62O3/c1-31(2)25-26-36(7)23-13-21-34(5)19-11-17-32(3)15-10-16-33(4)18-12-20-35(6)22-14-24-37(8)27-28-38-29-39(42)30-40(44-9)41(38)43/h15,18-19,22-23,25,27,29-30,42-43H,10-14,16-17,20-21,24,26,28H2,1-9H3/b32-15+,33-18+,34-19+,35-22+,36-23+,37-27+	UYOTUQMGDWWWEX-KEZUSTJDSA-N	602.4698959			MMDBc0031891
BASm0019110	Deoxyuridine-5'-diphosphate	Deoxyuridine-5'-diphosphate (also known as 2'-Deoxyuridine 5'-diphosphate or dUDP) is a metabolite involved in pyrimidine metabolism. In the pyrimidine metabolism pathway, dUDP is converted to dUTP by the ATP:dUDP phosphotransferase (EC 2.7.4.6) in E. coli.		Expected Solid	O[C@@H]1C[C@@H](O[C@H]1CO[P@](O)(=O)OP(O)(O)=O)N1C=CC(=O)NC1=O	C9H14N2O11P2	InChI=1S/C9H14N2O11P2/c12-5-3-8(11-2-1-7(13)10-9(11)14)21-6(5)4-20-24(18,19)22-23(15,16)17/h1-2,5-6,8,12H,3-4H2,(H,18,19)(H,10,13,14)(H2,15,16,17)/t5-,6+,8-/m1/s1	QHWZTVCCBMIIKE-GKROBHDKSA-N	388.0072823			MMDBc0031893
BASm0019111	Guanosine-3'-diphosphate 5'-phosphate	Guanosine-3'-diphosphate 5'-phosphate (also known as Guanosine 3'-diphosphate 5'-monophosphate) has been postulated to have pleiotypic regulatory properties in prokaryotes during the stringent response. (PMID: 6389553)		Expected Solid	[H][C@]1(COP(O)(O)=O)O[C@@]([H])(N2C=NC3=C2NC(=N)N=C3O)[C@]([H])(O)[C@]1([H])OP(O)(=O)OP(O)(O)=O	C10H16N5O14P3	InChI=1S/C10H16N5O14P3/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6(3(27-9)1-26-30(18,19)20)28-32(24,25)29-31(21,22)23/h2-3,5-6,9,16H,1H2,(H,24,25)(H2,18,19,20)(H2,21,22,23)(H3,11,13,14,17)/t3-,5-,6-,9-/m1/s1	NLQLQMLFCFBXQO-UUOKFMHZSA-N	522.9906598			MMDBc0031894
BASm0019112	(S)-Succinyldihydrolipoamide	(S)-Succinyldihydrolipoamide is a metabolite (a product as well as a substrate) in glutamate degradation. It is also invovled in citrate cycle and is a reactant for oxoglutarate dehydrogenase (EC 1.2.4.2) and dihydrolipoyllysine-residue succinyltransferase (EC 2.3.1.61).		Expected Solid	NC(=O)CCCC[C@H](CCS)SC(=O)CCC(O)=O	C12H21NO4S2	InChI=1S/C12H21NO4S2/c13-10(14)4-2-1-3-9(7-8-18)19-12(17)6-5-11(15)16/h9,18H,1-8H2,(H2,13,14)(H,15,16)/t9-/m1/s1	RJCJWONCSKSHES-SECBINFHSA-N	307.0911995			MMDBc0031895
BASm0019113	Ubiquinone-5	Ubiquinone-5 is a member of the chemical class known as Polyprenylbenzoquinones. These are compounds containing a polyisoprene chain attached to a quinone at the second ring position. Ubiquione-5 has just 5 isoprene units. Normally in E. coli the active form of Ubiquinone has 8 isoprene units (Ubiquinone-8) and in humans it normally has 10. Ubiquinone-5 is a “failed” or incomplete version of Ubiquinone 8 that arises from conjugation by a shortened prenyl tail via 4-hydroxybenzoate polyprenyltransferase. Ubiquionone is involved in cellular respiration. It is fat-soluble and is therefore mobile in cellular membranes; it plays a unique role in the electron transport chain (ETC). In the inner bacterial membrane, electrons from NADH and succinate pass through the ETC to the oxygen, which is then reduced to water. The transfer of electrons through ETC results in the pumping of H+ across the membrane creating a proton gradient across the membrane, which is used by ATP synthase (located on the membrane) to generate ATP.		Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=C(C)C(=O)C(OC)=C(OC)C1=O)=C(\C)CCC=C(C)C	C34H50O4	InChI=1S/C34H50O4/c1-24(2)14-10-15-25(3)16-11-17-26(4)18-12-19-27(5)20-13-21-28(6)22-23-30-29(7)31(35)33(37-8)34(38-9)32(30)36/h14,16,18,20,22H,10-13,15,17,19,21,23H2,1-9H3/b25-16+,26-18+,27-20+,28-22+	NYFAQDMDAFCWPU-UVCHAVPFSA-N	522.3709101			MMDBc0031896
BASm0019114	Ubiquinone-4	Ubiquinone-4 is a member of the chemical class known as Polyprenylbenzoquinones. These are compounds containing a polyisoprene chain attached to a quinone at the second ring position. Ubiquione-4 has just 4 isoprene units. Normally in E. coli the active form of Ubiquinone has 8 isoprene units (Ubiquinone-8) and in humans it normally has 10. Ubiquinone-4 is a “failed” or incomplete version of Ubiquinone 8 that arises from conjugation by a shortened prenyl tail via 4-hydroxybenzoate polyprenyltransferase. Ubiquionone is involved in cellular respiration. It is fat-soluble and is therefore mobile in cellular membranes; it plays a unique role in the electron transport chain (ETC). In the inner bacterial membrane, electrons from NADH and succinate pass through the ETC to the oxygen, which is then reduced to water. The transfer of electrons through ETC results in the pumping of H+ across the membrane creating a proton gradient across the membrane, which is used by ATP synthase (located on the membrane) to generate ATP.		Expected Solid	COC1=C(OC)C(=O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C1=O	C29H42O4	InChI=1S/C29H42O4/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-17-23(5)18-19-25-24(6)26(30)28(32-7)29(33-8)27(25)31/h12,14,16,18H,9-11,13,15,17,19H2,1-8H3/b21-14+,22-16+,23-18+	XGCJRRDNIMSYNC-INVBOZNNSA-N	454.3083098			MMDBc0031897
BASm0019115	Adenosyl cobyrinate a,c diamide	A cobalt corrinoid that is cob(III)yrinic acid a,c-diamide having a 5'-adenosyl group attached to the central cobalt atom		Expected Solid	[Co++].[H]C1([CH2])OC([H])(N2C=NC3=C(N)N=CN=C23)C([H])(O)C1([H])O.[H]C1(CCC(O)=O)\C2=C\C3=N\C(=C(C)\C4=NC([H])(C([H])(CC(O)=O)C4(C)CCC(O)=O)C4(C)N\C(=C(C)/C(=N2)C1(C)CC([NH-])=O)C([H])(CCC(O)=O)C4(C)CC(O)=N)\C([H])(CCC(O)=O)C3(C)C	C55H73CoN11O15	InChI=1S/C45H62N6O12.C10H12N5O3.Co/c1-21-36-24(10-13-32(56)57)41(3,4)28(49-36)18-27-23(9-12-31(54)55)43(6,19-29(46)52)39(48-27)22(2)37-25(11-14-33(58)59)44(7,20-30(47)53)45(8,51-37)40-26(17-35(62)63)42(5,38(21)50-40)16-15-34(60)61;1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15;/h18,23-26,40H,9-17,19-20H2,1-8H3,(H10,46,47,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62,63);2-4,6-7,10,16-17H,1H2,(H2,11,12,13);/q;;+2/p-1	OCNLJCZKGHKJGF-UHFFFAOYSA-M	1186.461406			MMDBc0031899
BASm0019116	Carboxylate	A carbon oxoacid acid carrying at least one ‚ÄíC(=O)OH group and having the structure RC(=O)OH, where R is any any monovalent functional group. Carboxylic acids are the most common type of organic acid		Expected Solid	BrCCBr	C2H4Br2	InChI=1S/C2H4Br2/c3-1-2-4/h1-2H2	PAAZPARNPHGIKF-UHFFFAOYSA-N	185.8679754			MMDBc0031901
BASm0019117	Alkanesulfonate	Alkanesulfonate is a class of sulfonic acid derivatives characterized by a long hydrocarbon chain attached to a sulfonate group. Its chemical structure typically features a sulfonate functional group (-SO3H) bonded to an alkane chain, which can vary in length and branching. In biochemical pathways, alkanesulfonates can serve as metabolites involved in various biological processes, including the synthesis of conjugates that may exhibit therapeutic properties. For instance, innovative paracetamol-alkanesulfonate conjugates have been designed and synthesized through a multi-step process starting with acetaminophen, showcasing dual anticancer and COX-2 inhibitory activity (PMID:41103087). This highlights the potential of alkanesulfonates in drug development, particularly in creating compounds that can modulate biological pathways for therapeutic benefits. The versatility of alkanesulfonates in medicinal chemistry underscores their relevance in ongoing research aimed at enhancing drug efficacy and specificity.		Expected Solid	COC1=CC(=O)C(C)=C(C\C=C(/C)CCC=C(C)C)C1=O	C18H24O3	InChI=1S/C18H24O3/c1-12(2)7-6-8-13(3)9-10-15-14(4)16(19)11-17(21-5)18(15)20/h7,9,11H,6,8,10H2,1-5H3/b13-9+	GKCNNWJPOJGTLV-UKTHLTGXSA-N	288.1725446			MMDBc0031904
BASm0019118	Lauroyl-KDO2-lipid IV(A)	A lipid A comprising lipid IVA glycosylated with two 3-deoxy-D-manno-octulosonic acid (KDO) residues and carrying an additional dodecanoyl group		Expected Solid	[H][C@@](O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO[C@]2([H])O[C@]([H])(CO[C@@]3(C[C@@]([H])(O[C@@]4(C[C@@]([H])(O)[C@@]([H])(O)[C@]([H])(O4)[C@]([H])(O)CO)C(O)=O)[C@@]([H])(O)[C@]([H])(O3)[C@]([H])(O)CO)C(O)=O)[C@@]([H])(OP(O)(O)=O)[C@]([H])(OC(=O)C[C@]([H])(O)CCCCCCCCCCC)[C@@]2([H])N=C(O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)O[C@]([H])(OP(O)(O)=O)[C@]1([H])N=C(O)C[C@]([H])(O)CCCCCCCCCCC	C96H176N2O38P2	InChI=1S/C96H176N2O38P2/c1-6-11-16-21-26-31-36-41-46-51-66(101)56-76(107)97-81-89(130-79(110)57-67(102)52-47-42-37-32-27-22-17-12-7-2)85(114)74(128-92(81)136-138(122,123)124)64-125-91-82(98-77(108)59-69(54-49-44-39-34-29-24-19-14-9-4)127-78(109)55-50-45-40-35-30-25-20-15-10-5)90(131-80(111)58-68(103)53-48-43-38-33-28-23-18-13-8-3)88(135-137(119,120)121)75(129-91)65-126-95(93(115)116)61-73(84(113)87(133-95)72(106)63-100)132-96(94(117)118)60-70(104)83(112)86(134-96)71(105)62-99/h66-75,81-92,99-106,112-114H,6-65H2,1-5H3,(H,97,107)(H,98,108)(H,115,116)(H,117,118)(H2,119,120,121)(H2,122,123,124)/t66-,67-,68-,69-,70-,71-,72-,73-,74-,75-,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,95-,96-/m1/s1	JVUUYJGQIVCMIU-ZODGSCPMSA-N	2027.137633			MMDBc0031905
BASm0019119	L-Lysyl-tRNA	L-Lysyl-tRNA is an intermediate in tRNA charging pathway in E.coli. It is a product for the enzyme lysyl-tRNA synthetase which catalyzes the reaction ATP + L-lysine + tRNALys -> AMP + diphosphate + L-lysyl-tRNALys (BioCyc class: Charged-LYS-tRNAs). 		Expected Solid	O.O.[Mo++].OP([O-])(=O)OCC1OC2NC3=C(NC2C(S)=C1S)C([O-])=NC(=N)N3	C10H16MoN5O8PS2	InChI=1S/C10H14N5O6PS2.Mo.2H2O/c11-10-14-7-4(8(16)15-10)12-3-6(24)5(23)2(21-9(3)13-7)1-20-22(17,18)19;;;/h2-3,9,12,23-24H,1H2,(H2,17,18,19)(H4,11,13,14,15,16);;2*1H2/q;+2;;/p-2	VUKICSJFFDCESC-UHFFFAOYSA-L	526.923197			MMDBc0031907
BASm0019120	Enzyme N6-(dihydrolipoyl)lysine	Enzyme N6-(dihydrolipoyl)lysine is a derivative of lysine and belongs to the class of lipoic acid metabolites. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential roles in metabolic pathways.		Expected Solid	OC\C=C\Cl	C3H5ClO	InChI=1S/C3H5ClO/c4-2-1-3-5/h1-2,5H,3H2/b2-1+	HJGHXDNIPAWLLE-OWOJBTEDSA-N	92.00289249			MMDBc0031911
BASm0019121	L-Alanyl-tRNA	L-Alanyl-tRNA is a class of aminoacyl-tRNA, which is a complex formed by the amino acid L-alanine and transfer RNA (tRNA). There is limited literature available on L-Alanyl-tRNA, indicating that further research may be needed to fully understand its biological significance and functions.		Expected Solid	O[C@H]1[C@H](O)[C@@H](COP(O)(O)=O)O[C@H](OP(O)(O)=O)[C@H]1O	C6H14O12P2	InChI=1S/C6H14O12P2/c7-3-2(1-16-19(10,11)12)17-6(5(9)4(3)8)18-20(13,14)15/h2-9H,1H2,(H2,10,11,12)(H2,13,14,15)/t2-,3-,4+,5+,6-/m1/s1	RWHOZGRAXYWRNX-RWOPYEJCSA-N	339.9960499			MMDBc0031912
BASm0019122	3-Oxoacyl-CoA	A group of coenzymes involved in the metabolism of fatty acids		Expected Solid	C[C@H](C(=O)C(O)=O)C1=CC=CC=C1	C10H10O3	InChI=1S/C10H10O3/c1-7(9(11)10(12)13)8-5-3-2-4-6-8/h2-7H,1H3,(H,12,13)/t7-/m0/s1	AXLLOSUYAVXOIN-ZETCQYMHSA-N	178.0629942			MMDBc0031913
BASm0019123	L-Valyl-tRNA(Val)	L-Valyl-tRNA(Val) is an intermediate in tRNA charging pathway in E.coli. It is a product for the enzyme valyl-tRNA synthetase which catalyzes the reaction a tRNAval + L-valine + ATP + H+ -> an L-valyl-[tRNAval] + AMP + diphosphate (BioCyc class: Charged-LYS-tRNAs).		Expected Solid		C55H77CoN15O11		AXZSUSWNAXMBBB-UHFFFAOYNA-M	1182.525344			MMDBc0031915
BASm0019124	Glufosinate	Conjugate base of phosphinothricin arising from deprotonation of the phosphinate function	51276-47-2	Expected Solid	[H]P(O)(=O)CC[C@H](N)C(O)=O	C4H10NO4P	InChI=1S/C4H10NO4P/c5-3(4(6)7)1-2-10(8)9/h3,10H,1-2,5H2,(H,6,7)(H,8,9)/t3-/m0/s1	IDBRULKICVRMNG-VKHMYHEASA-N	167.0347448			MMDBc0031916
BASm0019125	L-Tyrosyl-tRNA(Tyr)	L-Tyrosyl-tRNA(Tyr) is an intermediate in aminoacyl-tRNA biosynthesis in E.coli. It is a product for the enzyme tyrosyl-tRNA synthetase which catalyzes the reaction tRNA-Tyr + L-tyrosine -> L-tyrosyl-tRNA(Tyr) (KEGG compound: C02839) .		Expected Solid	OC[C@@H](O)[C@H]1O[C@H](OP(O)(O)=O)[C@@H](O)[C@@H](O)[C@@H]1O	C7H15O10P	InChI=1S/C7H15O10P/c8-1-2(9)6-4(11)3(10)5(12)7(16-6)17-18(13,14)15/h2-12H,1H2,(H2,13,14,15)/t2-,3+,4+,5+,6-,7-/m1/s1	KMEJCSKJXSBBAN-ZUHYCWGWSA-N	290.0402837			MMDBc0031918
BASm0019126	2-Polyprenylphenol	A member of the class of phenols that is phenol in which the hydrogen at position 2 is replaced by a polyprenyl group		Expected Solid	CC(C)=CCC\C(C)=C\CC1=C(O)C=CC=C1	(C5H8)nC11H14O	InChI=1S/C16H22O/c1-13(2)7-6-8-14(3)11-12-15-9-4-5-10-16(15)17/h4-5,7,9-11,17H,6,8,12H2,1-3H3/b14-11+	GWMVTXXXCDWZQS-SDNWHVSQSA-N	0			MMDBc0031920
BASm0019127	Demethylmenaquinol	Demethylmenaquinol is an intermediate in nitrate respiration in E.coli. It is a substrate for the enzyme nitrate reductase A (NarGHI) (PMID: 25976528).		Expected Solid	CC(C)=CCC\C(C)=C\CC1=C(O)C2=CC=CC=C2C(O)=C1	(C5H8)nC15H16O2	InChI=1S/C20H24O2/c1-14(2)7-6-8-15(3)11-12-16-13-19(21)17-9-4-5-10-18(17)20(16)22/h4-5,7,9-11,13,21-22H,6,8,12H2,1-3H3/b15-11+	WASWRHBQWJCLSQ-RVDMUPIBSA-N	0			MMDBc0031921
BASm0019128	Purine deoxyribonucleoside	A deoxyribonucleoside containing a purine base		Expected Solid	OC[C@H]1O[C@H](C[C@@H]1O)N1C=NC2=C1N=CN=C2	C10H12N4O3	InChI=1S/C10H12N4O3/c15-3-8-7(16)1-9(17-8)14-5-13-6-2-11-4-12-10(6)14/h2,4-5,7-9,15-16H,1,3H2/t7-,8+,9+/m0/s1	WJBNIBFTNGZFBW-DJLDLDEBSA-N	236.0909403			MMDBc0031923
BASm0019129	Polyphosphate	The phosphorus oxoanion formed from polyphosphoric acid by proton loss from each of the phosphate units. The major species at pH 7.3.		Expected Solid	OP(O)(=O)OP(O)(=O)OP(O)(O)=O	H5O10P3	InChI=1S/H5O10P3/c1-11(2,3)9-13(7,8)10-12(4,5)6/h(H,7,8)(H2,1,2,3)(H2,4,5,6)	UNXRWKVEANCORM-UHFFFAOYSA-N	257.9095559			MMDBc0031924
BASm0019130	Sorbitol 6-phosphate	This compound belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain.	20479-58-7	Expected Solid	OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)COP(O)(O)=O	C6H15O9P	InChI=1S/C6H15O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h3-11H,1-2H2,(H2,12,13,14)/t3-,4+,5+,6+/m0/s1	GACTWZZMVMUKNG-SLPGGIOYSA-N	262.0453686			MMDBc0031927
BASm0019131	N-Acyl-D-mannosamine	N-Acyl-D-mannosamine is a member of the carbohydrate chemical class, specifically a derivative of D-mannosamine with an acyl group attached to its nitrogen atom. Its chemical structure features a six-membered pyranose ring, characteristic of hexosamines, along with an acylated amine functional group. N-Acyl-D-mannosamine serves as a precursor in metabolic pathways leading to the synthesis of neuraminic acids, which are important components of glycoproteins and glycolipids. The conversion of various N-acyl-D-mannosamine derivatives into corresponding neuraminic acids is facilitated by specific enzymatic activities (PMID:10486256). The enzyme N-acyl-D-mannosamine dehydrogenase, identified and characterized from Flavobacterium sp., plays a crucial role in this metabolic process, with studies detailing its gene cloning, sequencing, and purification (PMID:1854199; PMID:3240988). Additionally, N-acyl-D-mannosamine kinase, which phosphorylates this metabolite, is involved in further metabolic regulation, as evidenced by studies showing decreased activity in liver tissues (PMID:7470044; PMID:5928201). These pathways underscore the compound's significance in carbohydrate metabolism and enzymatic activities in various biological systems.		Expected Solid	OC1=CC(O)=C2C(=O)C(OS(O)(=O)=O)=C(OC2=C1)C1=CC(O)=C(O)C=C1	C15H10O10S	InChI=1S/C15H10O10S/c16-7-4-10(19)12-11(5-7)24-14(6-1-2-8(17)9(18)3-6)15(13(12)20)25-26(21,22)23/h1-5,16-19H,(H,21,22,23)	DNAYVNOVGHZZLH-UHFFFAOYSA-N	381.9994672			MMDBc0031934
BASm0019132	3-Oxoacyl-[acyl-carrier protein]	An acyl-[acyl-carrier protein] where the acyl group is substituted at position 3 by an oxo group		Expected Solid	OC[C@H](O)CC(=O)C(O)=O	C5H8O5	InChI=1S/C5H8O5/c6-2-3(7)1-4(8)5(9)10/h3,6-7H,1-2H2,(H,9,10)/t3-/m1/s1	UQIGQRSJIKIPKZ-GSVOUGTGSA-N	148.0371734			MMDBc0031936
BASm0019133	Ribonucleoside	Any nucleoside where the sugar component is D-ribose		Expected Solid	NC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)O[C@@H]4[C@@H](COP(O)(=O)O[C@@H]5[C@@H](CO)O[C@H]([C@@H]5O)N5C=NC6=C(N)N=CN=C56)O[C@H]([C@@H]4O)N4C=NC5=C(N)N=CN=C45)[C@@H](O)[C@H]3O)C2=NC=N1	(C10H12N5O6P)nC20H25N10O10P	InChI=1S/C30H37N15O16P2/c31-22-13-25(37-4-34-22)43(7-40-13)28-17(48)16(47)11(58-28)2-55-62(51,52)61-21-12(59-30(19(21)50)45-9-42-15-24(33)36-6-39-27(15)45)3-56-63(53,54)60-20-10(1-46)57-29(18(20)49)44-8-41-14-23(32)35-5-38-26(14)44/h4-12,16-21,28-30,46-50H,1-3H2,(H,51,52)(H,53,54)(H2,31,34,37)(H2,32,35,38)(H2,33,36,39)/t10-,11-,12-,16-,17-,18-,19-,20-,21-,28-,29-,30-/m1/s1	CUJKPTPMTCNOKC-UQTMIEBXSA-N				MMDBc0031937
BASm0019134	Aromatic amino acid	Amino acids that include an aromatic ring		Expected Solid		C11H12N2O3		LDCYZAJDBXYCGN-UHFFFAOYNA-N	220.0847923			MMDBc0031941
BASm0019135	Phospholipid olefinic fatty acid	Any fatty acid containing at least one C=C double bond		Expected Solid	N[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O	C6H13NO5	InChI=1S/C6H13NO5/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-6,8-12H,7H2/t1-,2-,3+,4+,5-,6-	JXAOTICXQLILTC-CDRYSYESSA-N	179.0793725			MMDBc0031943
BASm0019136	tRNA(Ala)	tRNA(Ala) is a transfer RNA molecule that belongs to the class of nucleic acids. There is limited literature available on tRNA(Ala), and further research is needed to fully understand its roles and functions in cellular processes.		Expected Solid	O[C@@H]1CO[C@@H](O[C@@H]2COC(O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O	C10H18O9	InChI=1S/C10H18O9/c11-3-1-18-10(8(15)5(3)12)19-4-2-17-9(16)7(14)6(4)13/h3-16H,1-2H2/t3-,4-,5+,6+,7-,8-,9?,10+/m1/s1	LGQKSQQRKHFMLI-WSNPFVOISA-N	282.0950822			MMDBc0031947
BASm0019137	2-Hydroxy-3-oxopropane-1-sulfonate	An organosulfonate oxoanion that is the conjugate base of 3-sulfolactaldehyde, obtained by deprotonation of the sulfo group; major species at pH 7.3.		Expected Solid	OC(CS(O)(=O)=O)C=O	C3H6O5S	InChI=1S/C3H6O5S/c4-1-3(5)2-9(6,7)8/h1,3,5H,2H2,(H,6,7,8)	GVEIZEMJOBQMCQ-UHFFFAOYSA-N	153.9935945			MMDBc0031951
BASm0019138	Alkane-alpha,omega-diamine	A primary diamine in which the two amino groups are separated by one or more methylene groups		Expected Solid	NCN	(CH2)nH4N2	InChI=1S/CH6N2/c2-1-3/h1-3H2	RTWNYYOXLSILQN-UHFFFAOYSA-N	0			MMDBc0031955
BASm0019139	N-Acetyldiamine	N-Acetyldiamine is a member of the amide chemical class. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	CC(=O)NCN	(CH2)nC2H6N2O	InChI=1S/C3H8N2O/c1-3(6)5-2-4/h2,4H2,1H3,(H,5,6)	BLMIGVQIUUGRMY-UHFFFAOYSA-N	0			MMDBc0031956
BASm0019140	alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-[4-P-L-Ara4N]-lipid A	alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-[4-P-L-Ara4N]-lipid A is a glycolipid belonging to the class of lipid A structures. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	CCCCCCCCCCCCCC(=O)O[C@H](CCCCCCCCCCC)CC(=O)O[C@@H]1[C@@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@H](OC[C@H]2O[C@H](OP(O)(O)=O)[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]2O)O[C@H](CO[C@@]2(C[C@@H](O[C@@]3(C[C@@H](O)[C@@H](O)[C@H](O3)[C@H](O)CO)C(O)=O)[C@@H](O)[C@H](O2)[C@H](O)CO)C(O)=O)[C@H]1OP(O)(=O)O[C@H]1OC[C@H](N)[C@H](O)[C@H]1O	C115H211N3O42P2	InChI=1S/C115H211N3O42P2/c1-7-13-19-25-31-37-38-44-50-56-62-68-94(129)150-83(66-60-54-48-42-35-29-23-17-11-5)72-96(131)154-108-98(118-92(127)71-82(65-59-53-47-41-34-28-22-16-10-4)149-93(128)67-61-55-49-43-36-30-24-18-12-6)109(147-78-89-102(135)107(153-95(130)70-81(122)64-58-52-46-40-33-27-21-15-9-3)97(110(151-89)159-161(141,142)143)117-91(126)69-80(121)63-57-51-45-39-32-26-20-14-8-2)152-90(106(108)158-162(144,145)160-111-103(136)99(132)84(116)77-146-111)79-148-114(112(137)138)74-88(101(134)105(156-114)87(125)76-120)155-115(113(139)140)73-85(123)100(133)104(157-115)86(124)75-119/h80-90,97-111,119-125,132-136H,7-79,116H2,1-6H3,(H,117,126)(H,118,127)(H,137,138)(H,139,140)(H,144,145)(H2,141,142,143)/t80-,81-,82-,83-,84+,85-,86-,87-,88-,89-,90-,97-,98-,99+,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,114-,115-/m1/s1	LXMYMRJTVHRJDS-QKIYZXJESA-N	2368.394242			MMDBc0031958
BASm0019141	(9Z)-Hexadec-9-enoyl-KDO2-lipid IV(A)	(9Z)-hexadec-9-enoyl-[acyl-carrier protein]:KDO2-lipid IV(A) O-palmitoleoyltransferase (EC: 2.3.1.242) is an enzyme that catalyzes the chemical reaction Hexadecenoyl-[acyl-carrier protein] + Di[3-deoxy-D-manno-octulosonyl]-lipid IV(A) <=> (9Z)-Hexadec-9-enoyl-KDO2-lipid IV(A) + Acyl-carrier protein in E. coli (KEGG).		Expected Solid	CCCCCCCCCCC[C@@H](O)CC(=O)N[C@H]1[C@@H](OP(O)(O)=O)O[C@H](CO[C@@H]2O[C@H](CO[C@@]3(C[C@@H](O[C@@]4(C[C@@H](O)[C@@H](O)[C@H](O4)[C@H](O)CO)C(O)=O)[C@@H](O)[C@H](O3)[C@H](O)CO)C(O)=O)[C@@H](OP(O)(O)=O)[C@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@H]2NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)[C@@H](O)[C@@H]1OC(=O)C[C@H](O)CCCCCCCCCCC	C100H182N2O38P2	InChI=1S/C100H182N2O38P2/c1-6-11-16-21-26-31-32-33-34-39-44-49-54-59-82(113)131-73(58-53-48-43-38-30-25-20-15-10-5)63-81(112)102-86-94(135-84(115)62-72(107)57-52-47-42-37-29-24-19-14-9-4)92(139-141(123,124)125)79(69-130-99(97(119)120)65-77(88(117)91(137-99)76(110)67-104)136-100(98(121)122)64-74(108)87(116)90(138-100)75(109)66-103)133-95(86)129-68-78-89(118)93(134-83(114)61-71(106)56-51-46-41-36-28-23-18-13-8-3)85(96(132-78)140-142(126,127)128)101-80(111)60-70(105)55-50-45-40-35-27-22-17-12-7-2/h31-32,70-79,85-96,103-110,116-118H,6-30,33-69H2,1-5H3,(H,101,111)(H,102,112)(H,119,120)(H,121,122)(H2,123,124,125)(H2,126,127,128)/b32-31-/t70-,71-,72-,73-,74-,75-,76-,77-,78-,79-,85-,86-,87-,88-,89-,90-,91-,92-,93-,94-,95-,96-,99-,100-/m1/s1	GUGOELZTMNFFOJ-MHGVWHNGSA-N	2081.184583			MMDBc0031959
BASm0019142	2,3-Diaminopropanoate	In E.coli, 2,3-Diaminopropanoate is a substrate for the enzyme 2,3-diaminopropionate ammonia-lyase which catalyzes the reaction 2,3-diaminopropanoate + H+ + H2O ‚Üí 2 ammonium + pyruvate + H+ (BioCyc compound class: 23-Diaminopropanoate).		Expected Solid	NCC(N)C(O)=O	C3H8N2O2	InChI=1S/C3H8N2O2/c4-1-2(5)3(6)7/h2H,1,4-5H2,(H,6,7)	PECYZEOJVXMISF-UHFFFAOYSA-N	104.0585775			MMDBc0031962
BASm0019143	(6S)-6beta-Hydroxy-1,4,5,6-tetrahydronicotinamide-adenine dinucleotide phosphate	ADP-dependent NAD(P)H-hydrate dehydratase is an enzyme that catalyzes the chemical reaction (6S)-6beta-hydroxy-1,4,5,6-tetrahydronicotinamide adenine dinucleotide + ADP = AMP + 3 H(+) + NADH + phosphate in E. coli (BioCyc).		Expected Solid	[H][C@]1(COP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=NC4=C(N)N=CN=C34)[C@]([H])(OP(O)(O)=O)[C@]2([H])O)O[C@@]([H])(N2C=C(CC[C@]2([H])O)C(O)=N)[C@]([H])(O)[C@]1([H])O	C21H32N7O18P3	InChI=1S/C21H32N7O18P3/c22-17-12-19(25-6-24-17)28(7-26-12)21-16(45-47(34,35)36)14(31)10(44-21)5-42-49(39,40)46-48(37,38)41-4-9-13(30)15(32)20(43-9)27-3-8(18(23)33)1-2-11(27)29/h3,6-7,9-11,13-16,20-21,29-32H,1-2,4-5H2,(H2,23,33)(H,37,38)(H,39,40)(H2,22,24,25)(H2,34,35,36)/t9-,10-,11+,13-,14-,15-,16-,20-,21-/m1/s1	SZKXTJUOKARGIY-VPHRTNKSSA-N	763.1016668			MMDBc0031963
BASm0019144	Pyrimidine nucleoside	Pyrimidine nucleoside is a class of nucleosides that contains a pyrimidine base, which is one of the two classes of nitrogenous bases found in nucleic acids. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biochemical roles and implications.		Expected Solid	OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)[N+]1=CN=CC=C1	C9H13N2O4	InChI=1S/C9H13N2O4/c12-4-6-7(13)8(14)9(15-6)11-3-1-2-10-5-11/h1-3,5-9,12-14H,4H2/q+1/t6-,7-,8-,9-/m1/s1	UAGYHIZGHDGMCY-FNCVBFRFSA-N	213.0869833			MMDBc0031964
BASm0019145	alpha-D-Glucopyranosyl-diphospho-ditrans,octacis-undecaprenol	A polyprenyl glucosyl phosphate in which a glucosyl residue is linked to a undecaprenyl group via a diphospho group		Expected Solid	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/COP(O)(=O)OP(O)(=O)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C61H102O12P2	InChI=1S/C61H102O12P2/c1-46(2)23-13-24-47(3)25-14-26-48(4)27-15-28-49(5)29-16-30-50(6)31-17-32-51(7)33-18-34-52(8)35-19-36-53(9)37-20-38-54(10)39-21-40-55(11)41-22-42-56(12)43-44-70-74(66,67)73-75(68,69)72-61-60(65)59(64)58(63)57(45-62)71-61/h23,25,27,29,31,33,35,37,39,41,43,57-65H,13-22,24,26,28,30,32,34,36,38,40,42,44-45H2,1-12H3,(H,66,67)(H,68,69)/b47-25+,48-27+,49-29-,50-31-,51-33-,52-35-,53-37-,54-39-,55-41-,56-43-/t57-,58-,59+,60-,61-/m1/s1	WADQQVAMGZIDFQ-ZMDJJFASSA-N	1088.684653			MMDBc0031966
BASm0019146	3-(N-morpholino)propanal	In E. coli, 3-(N-morpholino)propanal is a substrate of FMNH2-dependent alkanesulfonate monooxygenase which catalyses the reaction 3-(N-morpholino)propanesulfonate + FMNH2 + oxygen ‚Üí 3-(N-morpholino)propanal + sulfite + FMN + H2O + 2 H+ (BioCyc compound: CPD0-1958).		Expected Solid	O=CCCN1CCOCC1	C7H13NO2	InChI=1S/C7H13NO2/c9-5-1-2-8-3-6-10-7-4-8/h5H,1-4,6-7H2	BNWZAKSMZYYVBQ-UHFFFAOYSA-N	143.0946287			MMDBc0031971
BASm0019147	3-O-Sulfogalactosylceramide (d18:1/24:0)	3-O-Sulfogalactosylceramide (d18:1/24:0) is a sulfated glycosphingolipid, a subclass of glycosphingolipids characterized by the presence of a sulfate group. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its biological significance and potential roles in health and disease.		Expected Solid	CCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](OS(O)(=O)=O)[C@H]1O)[C@H](O)\C=C\CCCCCCCCCCCCC	C48H93NO11S	InChI=1S/C48H93NO11S/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-44(52)49-41(42(51)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2)40-58-48-46(54)47(60-61(55,56)57)45(53)43(39-50)59-48/h35,37,41-43,45-48,50-51,53-54H,3-34,36,38-40H2,1-2H3,(H,49,52)(H,55,56,57)/b37-35+/t41-,42+,43+,45-,46+,47-,48+/m0/s1	MEAZTWJVOWHKJM-CIAPRIGGSA-N	891.6469335			MMDBc0031975
BASm0019148	L-Palmitoylcarnitine	L-Palmitoylcarnitine is a fatty acylcarnitine, a chemical class involved in the transport of long-chain fatty acids into mitochondria for β-oxidation. Its chemical structure consists of a carnitine backbone esterified with palmitic acid, facilitating the transport of fatty acids across the mitochondrial membrane. In biological pathways, L-palmitoylcarnitine plays a critical role in lipid metabolism and energy production. It is generated from L-carnitine by the action of carnitine acyltransferases, particularly CPT1A, which is essential for the oxidation of fatty acids. Disruptions in this pathway can lead to abnormal accumulations of L-carnitine and decreased levels of L-palmitoylcarnitine, as observed in the substantia nigra pars compacta, impairing mitochondrial function (PMID:41130067). Additionally, L-palmitoylcarnitine levels are modulated by various factors, including gut microbiota balance and treatments affecting fatty acid metabolism (PMID:40848907). It has also been implicated in conditions such as MASLD, where its levels are elevated (PMID:40568565), and its modulation has been linked to the effects of dietary components like tea polyphenols (PMID:40188624). Overall, L-palmitoylcarnitine serves as a significant metabolite in energy metabolism and lipid homeostasis.		Expected Solid	CCCCCCCCCCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C	C23H45NO4	InChI=1S/C23H45NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(27)28-21(19-22(25)26)20-24(2,3)4/h21H,5-20H2,1-4H3/t21-/m1/s1	XOMRRQXKHMYMOC-OAQYLSRUSA-N	399.3348589			MMDBc0031977
BASm0019149	Tetrahydrocorticosterone	Tetrahydrocorticosterone is a steroid hormone belonging to the chemical class of glucocorticoids. Its chemical structure is characterized by a steroid backbone, which includes four fused carbon rings, and it is derived from the metabolism of corticosterone. Tetrahydrocorticosterone plays a role in various biochemical pathways, including the activation of the aryl hydrocarbon receptor (AHR), which has been shown to inhibit tumor growth and promote neural differentiation in neuroblastoma (PMID:41093127). Additionally, it is involved in steroid hormone biosynthesis, as demonstrated by its restoration to normal levels following treatment with yakuchinone A, alongside other hormones like cortisol (PMID:37797875). In the context of meat quality, tetrahydrocorticosterone has been identified as a relevant metabolite positively correlated with the quality of psoas major and longissimus dorsi meat (PMID:37761184). Furthermore, it has been implicated in the desensitization of the IGly receptor at physiological concentrations (PMID:37584305). Overall, tetrahydrocorticosterone is a significant metabolite with diverse roles in both biological and chemical processes.		Expected Solid	[H][C@@]12CC[C@H](C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])C2CC[C@]2([H])C[C@H](O)CC[C@]12C	C21H34O4	InChI=1S/C21H34O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h12-17,19,22-24H,3-11H2,1-2H3/t12-,13-,14?,15+,16-,17+,19-,20+,21+/m1/s1	RHQQHZQUAMFINJ-DSCSGEDNSA-N	350.2457096			MMDBc0031979
BASm0019150	3b-Allotetrahydrocortisol	3b-Allotetrahydrocortisol is a steroid metabolite belonging to the chemical class of corticosteroids. It is derived from the metabolism of cortisol and is involved in various biochemical pathways, particularly those related to steroid hormone metabolism. The compound plays a role in the conversion of cortisol to its inactive forms, influencing the balance of active and inactive steroid levels in the body. This metabolic pathway is crucial for maintaining homeostasis and regulating physiological responses to stress. Additionally, 3b-Allotetrahydrocortisol has been linked to the modulation of lipid metabolism, as evidenced by its increased concentrations alongside other lipid metabolites such as 13,14-Dihydro PGF2a and 2,3-Dinor-TXB2, which are associated with improved animal growth (PMID:38029159). The presence of 3b-Allotetrahydrocortisol in metabolic studies highlights its potential significance in understanding steroid metabolism and its effects on growth and development.		Expected Solid	[H]N[C@@H](CC(N)=O)C(=O)N[C@@H](C[SeH])C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(O)=O	C19H35N5O6Se	InChI=1S/C19H35N5O6Se/c1-9(2)5-12(17(27)23-13(19(29)30)6-10(3)4)22-18(28)14(8-31)24-16(26)11(20)7-15(21)25/h9-14,31H,5-8,20H2,1-4H3,(H2,21,25)(H,22,28)(H,23,27)(H,24,26)(H,29,30)/t11-,12-,13-,14-/m0/s1	VOSSYQZSALYRPE-XUXIUFHCSA-N	509.175256			MMDBc0031980
BASm0019151	2b,3a,7a,12a-Tetrahydroxy-5b-cholanoic acid	2b,3a,7a,12a-Tetrahydroxy-5b-cholanoic acid is a steroidal compound belonging to the class of bile acids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@]12C[C@H](O)[C@@H](O)C[C@]1(C)C1C[C@H](O)[C@]3(C)C(CCC3C1[C@H](O)C2)[C@@H](C)CCC(O)=O	C24H40O6	InChI=1S/C24H40O6/c1-12(4-7-21(29)30)14-5-6-15-22-16(10-20(28)24(14,15)3)23(2)11-19(27)17(25)8-13(23)9-18(22)26/h12-20,22,25-28H,4-11H2,1-3H3,(H,29,30)/t12-,13-,14?,15?,16?,17-,18+,19-,20-,22?,23-,24+/m0/s1	IMMADCCLTPCOKH-DLPNMVJGSA-N	424.282489			MMDBc0031981
BASm0019152	3-Amino-2-piperidone	3-Amino-2-piperidone is a piperidine derivative and a metabolite described in biomedical literature. Its chemical structure features a piperidone ring with an amino group at the 3-position, contributing to its unique reactivity and solubility properties. This compound is involved in various metabolic pathways, including the urea cycle and amino acid metabolism, where it plays a role in nitrogen metabolism and the synthesis of other bioactive molecules. Notably, 3-amino-2-piperidone has been identified as a potential serum biomarker for ankylosing spondylitis (AS), alongside other metabolites like hypoxanthine and octadecylamine (PMID:41079904). Additionally, its levels are influenced by immune cell activity, as seen with CD3 on CD39 + secreting Treg cells and CD80 on granulocytes, which may affect its concentration in cancer contexts (PMID:40652067). Furthermore, genetic studies have linked 3-amino-2-piperidone to heritable traits in metabolites (PMID:40352659) and its association with insomnia risk (PMID:39841266), highlighting its diverse roles in human physiology and potential clinical significance.		Expected Solid	NC1CCCNC1=O	C5H10N2O	InChI=1S/C5H10N2O/c6-4-2-1-3-7-5(4)8/h4H,1-3,6H2,(H,7,8)	YCCMTCQQDULIFE-UHFFFAOYSA-N	114.079313			MMDBc0031983
BASm0019153	3-Hydroxysuberic acid	3-Hydroxysuberic acid is a dicarboxylic acid, which belongs to the class of organic compounds known as carboxylic acids. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its biological significance and potential applications.		Expected Solid	OC(CCCCC(O)=O)CC(O)=O	C8H14O5	InChI=1S/C8H14O5/c9-6(5-8(12)13)3-1-2-4-7(10)11/h6,9H,1-5H2,(H,10,11)(H,12,13)	ARJZZFJXSNJKGR-UHFFFAOYSA-N	190.0841236			MMDBc0031984
BASm0019154	12-Ketodeoxycholic acid	12-Ketodeoxycholic acid is a bile acid derivative belonging to the class of steroid compounds. Chemically, it is characterized by a ketone group at the 12th carbon position of the deoxycholic acid structure, which influences its solubility and biological activity. This metabolite is involved in various biochemical pathways, including the regulation of bile acid metabolism and modulation of gut microbiota. Notably, plasma metabolomic analyses have identified 12-ketodeoxycholic acid as a differentially accumulated metabolite, positively correlating with Clostridium and Romboutsia, which suggests its role in gut health (PMID:40947000). Additionally, 12-ketodeoxycholic acid is enriched in dysregulated bile acid profiles associated with high-fat diets, contributing to the production of secondary bile acids that exert anti-inflammatory effects (PMID:39308187). Its levels have also been linked to metabolic conditions such as non-alcoholic fatty liver disease (NAFLD) and cirrhosis, where it serves as a potential biomarker for differentiating between disease states (PMID:31956867, PMID:35409192). Overall, 12-ketodeoxycholic acid plays a significant role in the complex interplay between diet, gut microbiota, and metabolic health.		Expected Solid	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC(=O)[C@]12C)[C@H](C)CCC(O)=O	C24H38O4	InChI=1S/C24H38O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h14-20,25H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16-,17+,18-,19+,20+,23+,24-/m1/s1	CVNYHSDFZXHMMJ-VPUMZWJWSA-N	390.2770097			MMDBc0031985
BASm0019155	Homocysteine	Homocysteine is a sulfur-containing amino acid that belongs to the class of thiols. Chemically, it is a non-proteinogenic amino acid derived from the metabolism of methionine, and its structure includes a central carbon atom bonded to a carboxyl group, an amino group, a thiol group, and a side chain that is a -CH2- group. In biological pathways, homocysteine plays a critical role in the methionine cycle, where it can be remethylated to methionine or transsulfuration to cysteine, depending on the availability of cofactors such as vitamin B12 and folate. Elevated levels of homocysteine, termed hyperhomocysteinemia, are associated with various health conditions, including cardiovascular diseases and thrombosis, as indicated by findings of elevated homocysteine in patients with chronic kidney disease (PMID:41164770) and its persistence across hyperhomocysteinemia groups (PMID:41161321). Additionally, interventions with folate have demonstrated a significant reduction in homocysteine levels (PMID:41156551), highlighting its involvement in inflammatory processes as well (PMID:41169467).		Expected Solid	NC(CCS)C(O)=O	C4H9NO2S	InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)	FFFHZYDWPBMWHY-UHFFFAOYSA-N	135.0353992			MMDBc0031988
BASm0019156	2-Hydroxyphenethylamine	2-Hydroxyphenethylamine is a biogenic amine belonging to the class of phenethylamines. Its chemical structure features a phenethylamine backbone with a hydroxyl group at the 2-position of the aromatic ring, which contributes to its reactivity and biological activity. This compound is involved in various metabolic pathways, including those related to amino acid metabolism and neurotransmitter synthesis. Notably, it has been identified in studies examining the biochemical composition of food products, such as duck meat, where its levels increase with storage time alongside other nitrogen-containing compounds (PMID:31892851). Additionally, 2-Hydroxyphenethylamine has been linked to metabolic changes in specific patient populations, showing significantly higher abundance in individuals with APC mutations compared to controls, indicating its potential role in metabolic profiling and disease association (PMID:31892851). Overall, 2-Hydroxyphenethylamine serves as an important metabolite in both food chemistry and clinical research contexts.		Expected Solid		C8H11NO		ULSIYEODSMZIPX-UHFFFAOYNA-N	137.084064			MMDBc0031991
BASm0019157	2-Methyl-3-oxopropanoic acid	2-Methyl-3-oxopropanoic acid is a ketone and carboxylic acid. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	CC(C=O)C(O)=O	C4H6O3	InChI=1S/C4H6O3/c1-3(2-5)4(6)7/h2-3H,1H3,(H,6,7)	VOKUMXABRRXHAR-UHFFFAOYSA-N	102.0316941			MMDBc0031993
BASm0019158	Dehydroascorbic acid	Dehydroascorbic acid is a member of the vitamin C chemical class, specifically an oxidized form of ascorbic acid. Its chemical structure features a lactone ring and a carbonyl group, distinguishing it from its reduced counterpart, ascorbic acid. In biological pathways, dehydroascorbic acid plays a crucial role in redox reactions, where it can be converted back to ascorbic acid, thus participating in antioxidant defense mechanisms. For instance, during the ripening of fruits, dehydroascorbic acid levels decrease while ascorbic acid levels rise, indicating its involvement in metabolic transitions (PMID:41101132). Additionally, it is found in elevated concentrations in certain patient groups, suggesting its potential relevance in metabolic disorders (PMID:41097488). The conversion of ascorbic acid to dehydroascorbic acid is facilitated by various enzymatic processes, including the action of alkaline phosphatase and cerium ions (PMID:40974643). Moreover, dehydroascorbic acid is implicated in the induction of cancer cell death when high doses of ascorbic acid are administered, highlighting its importance in therapeutic contexts (PMID:40889352). Overall, dehydroascorbic acid serves as a pivotal metabolite in both biochemical pathways and clinical applications.		Expected Solid	[H][C@@](O)(CO)[C@@]1([H])OC(=O)C(=O)C1=O	C6H6O6	InChI=1S/C6H6O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-8H,1H2/t2-,5-/m1/s1	SBJKKFFYIZUCET-DUZGATOHSA-N	174.0164379			MMDBc0031994
BASm0019159	Adenosine diphosphate	Adenosine diphosphate, abbreviated ADP, is a nucleotide. It is an ester of pyrophosphoric acid with the nucleotide adenine. ADP consists of the pyrophosphate group, the pentose sugar ribose, and the nucleobase adenine. 		Expected Solid	[H][C@@]1(COP(O)(=O)OP(O)(O)=O)O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])O	C10H15N5O10P2	InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m0/s1	XTWYTFMLZFPYCI-DEGSGYPDSA-N	427.0294147			MMDBc0031997
BASm0019160	5,10-Methenyltetrahydrofolic acid	5,10-Methenyltetrahydrofolic acid is a member of the folate class of compounds, specifically a derivative of tetrahydrofolate. This metabolite plays a crucial role in various biochemical pathways, particularly in one-carbon metabolism and nucleotide synthesis. Chemically, it features a methenyl group at the 5 and 10 positions of the tetrahydrofolate structure, which is essential for its function as a coenzyme in the transfer of one-carbon units. The biosynthesis of 5,10-methenyltetrahydrofolic acid polyglutamates is facilitated by the bifunctional dihydrofolate synthase/folylpolyglutamate synthase type 2 (folC2) gene, which is vital for the suppression of TNF production by activated human monocytes (PMID:27353144). Additionally, it has been shown that UV radiation does not affect the formylation of tetrahydrofolate, leading to the formation of 5,10-methenyltetrahydrofolic acid and its conversion to 5-formyltetrahydrofolic acid (PMID:20586292). Furthermore, this compound has been observed to enhance photolyase activity in enzyme reactions (PMID:15158485), indicating its potential involvement in photobiological processes.		Expected Solid	[H][C@@]12CN(C=[N+]1C1=C(NC2)NC(N)=NC1=O)C1=CC=C(C=C1)C(=O)N[C@@H](CCC(O)=O)C([O-])=O	C20H21N7O6	InChI=1S/C20H21N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,9,12-13H,5-8H2,(H6-,21,22,23,24,25,28,29,30,31,32,33)/t12-,13+/m1/s1	MEANFMOQMXYMCT-OLZOCXBDSA-N	455.1553314			MMDBc0031998
BASm0019161	Alpha-CEHC	Alpha-CEHC is a metabolite belonging to the class of phenolic compounds. Its chemical structure features a hydroxyl group attached to an aromatic ring, contributing to its reactivity and interaction with various biological pathways. Alpha-CEHC is involved in several metabolic processes, including its correlation with inflammatory responses, where it serves as a predictive marker for poor oral health (PMID:40132249). Additionally, it has been positively correlated with phenol glucuronide and other metabolites, indicating its role in complex biochemical networks (PMID:39996072). Notably, decreased levels of alpha-CEHC sulfate have been associated with increased risk of myalgic encephalomyelitis/chronic fatigue syndrome (ME/CFS), suggesting its potential involvement in energy metabolism (PMID:38660205). Furthermore, alpha-CEHC sulfate and alpha-CEHC glucuronide were identified as significant cofactors associated with vitamin E dosage, highlighting their relevance in nutritional biochemistry (PMID:37447163). The metabolite's utility extends to clinical applications, as it has been shown to help discriminate between upper tract urothelial carcinoma and bladder cancer in patients presenting with hematuria (PMID:37256175).		Expected Solid	CC1=C(O)C(C)=C2CCC(C)(CCC(O)=O)OC2=C1C	C16H22O4	InChI=1S/C16H22O4/c1-9-10(2)15-12(11(3)14(9)19)5-7-16(4,20-15)8-6-13(17)18/h19H,5-8H2,1-4H3,(H,17,18)	AXODOWFEFKOVSH-UHFFFAOYSA-N	278.1518092			MMDBc0032000
BASm0019162	N5-Formyl-THF	N5-Formyl-THF is a folate derivative and belongs to the class of tetrahydrofolate compounds. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential roles in metabolic pathways.		Expected Solid	OC(=O)CCC(NC(=O)C1=CC=C(NCC2CNC3=C(N2C=O)C(O)=NC(=N)N3)C=C1)C(O)=O	C20H23N7O7	InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,12-13,22H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,23,25,26,32)	VVIAGPKUTFNRDU-UHFFFAOYSA-N	473.1658961			MMDBc0032002
BASm0019163	5'-phosphoribosyl-a-N-formylglycineamidine	5'-phosphoribosyl-a-N-formylglycineamidine is a purine nucleotide metabolite. There is limited literature available on this metabolite, indicating that it may not be extensively studied or characterized in current biomedical research.		Expected Solid	OC=NCC(=N)NC1OC(COP(O)(O)=O)C(O)C1O	C8H16N3O8P	InChI=1S/C8H16N3O8P/c9-5(1-10-3-12)11-8-7(14)6(13)4(19-8)2-18-20(15,16)17/h3-4,6-8,13-14H,1-2H2,(H2,9,11)(H,10,12)(H2,15,16,17)	PMCOGCVKOAOZQM-UHFFFAOYSA-N	313.067501			MMDBc0032007
BASm0019164	N-Acetylglucosamine 6-phosphate	N-Acetylglucosamine 6-phosphate is a phosphorylated aminosugar and belongs to the chemical class of amino sugars. Its chemical structure features an acetamido group attached to the C2 position of a glucopyranose ring, with a phosphate group at the C6 position, making it a crucial intermediate in various metabolic pathways. N-Acetylglucosamine 6-phosphate plays a role in the regulation of cellular processes, particularly in bacterial metabolism, where its accumulation can be lethal due to its involvement in "aminosugar sensitivity." This phenomenon is linked to glucosamine toxicity, as demonstrated in studies involving nagB mutants that identified suppressor genes related to this toxicity (PMID:37145875). Additionally, N-acetylglucosamine 6-phosphate serves as an allosteric activator in enzymatic pathways, influencing binding interactions and thermodynamic properties, which are essential for understanding its biochemical functions. The dual binding sites observed in ITC experiments highlight its significance in metabolic regulation, further emphasizing the importance of this metabolite in both microbial and eukaryotic systems.		Expected Solid	CC(=O)N[C@H]1[C@@H](O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O	C8H16NO9P	InChI=1S/C8H16NO9P/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H2,14,15,16)/t4-,5-,6-,7-,8+/m1/s1	BRGMHAYQAZFZDJ-PVFLNQBWSA-N	301.0562676			MMDBc0032008
BASm0019165	Gentisate aldehyde	Gentisate aldehyde is a member of the class of aromatic aldehydes, specifically a metabolite involved in various biochemical pathways. Its chemical structure features a benzene ring with a hydroxyl group and an aldehyde functional group, which contributes to its reactivity and biological roles. Gentisate aldehyde is implicated in metabolic processes, including the degradation of aromatic compounds and the biosynthesis of various secondary metabolites. It has been identified as one of nine metabolites exhibiting significant fluctuations in patients with acute exacerbation of pulmonary asthma (AEPA), suggesting its potential as a biomarker for the prediction and diagnosis of this condition (PMID:35429725). The presence of gentisate aldehyde in metabolic profiles highlights its relevance in understanding the biochemical alterations associated with respiratory diseases.		Expected Solid	OC1=CC(C=O)=C(O)C=C1	C7H6O3	InChI=1S/C7H6O3/c8-4-5-3-6(9)1-2-7(5)10/h1-4,9-10H	CLFRCXCBWIQVRN-UHFFFAOYSA-N	138.0316941			MMDBc0032013
BASm0019166	N1-Methyl-2-pyridone-5-carboxamide	N1-Methyl-2-pyridone-5-carboxamide is a pyridine derivative and a terminal catabolite of nicotinamide adenine dinucleotide (NAD+), belonging to the class of metabolites. This compound has garnered attention in recent biomedical research due to its association with various metabolic pathways and potential implications in disease states. Elevated levels of N1-methyl-2-pyridone-5-carboxamide (2PY) have been linked to cardiovascular disease risk, indicating a possible role in cardiovascular metabolism (PMID:40362700). Additionally, significant reductions in 2PY have been observed in patients compared to controls, highlighting its involvement in niacin metabolism and gut microbiota interactions (PMID:40307425). The metabolite has also been identified as a potential biomarker in acute myocarditis and colitis, suggesting its relevance in inflammatory processes (PMID:40102476, PMID:37930330). Furthermore, 2PY has shown promise in predicting disease relapse in conditions like IgG4-related disease (PMID:36575511). Overall, N1-methyl-2-pyridone-5-carboxamide is a significant metabolite reflecting various biochemical pathways and potential clinical implications, warranting further investigation in metabolic and cardiovascular health.		Expected Solid	CN1C=C(C=CC1=O)C(N)=O	C7H8N2O2	InChI=1S/C7H8N2O2/c1-9-4-5(7(8)11)2-3-6(9)10/h2-4H,1H3,(H2,8,11)	JLQSXXWTCJPCBC-UHFFFAOYSA-N	152.0585775			MMDBc0032014
BASm0019167	12(S)-HPETE	12(S)-HPETE is a hydroperoxy fatty acid belonging to the class of eicosanoids, specifically derived from arachidonic acid metabolism. Its chemical structure features a hydroperoxy group at the 12th carbon position of the eicosatetraenoic acid backbone. In biological pathways, 12(S)-HPETE is involved in various metabolic processes, particularly those related to inflammation and pain signaling. For instance, it is correlated with the expression of Tnfrsf1b (PMID:39547363) and is part of a metabolite profile enriched in arachidonic acid metabolism, which includes other compounds like prostaglandin H2 and 15-HETE (PMID:39366615). Additionally, dietary influences on its levels have been observed, with significant reductions noted in the context of increased dietary ME levels (PMID:38909505). Its role extends to immune responses, as evidenced by correlations with specific IgE levels (PMID:32758241). Furthermore, 12(S)-HPETE is implicated in sensory nerve activity modulation and renin release inhibition via TRPV1 channels (PMID:21846804). Overall, 12(S)-HPETE serves as a crucial intermediary in the complex network of eicosanoid signaling pathways.		Expected Solid	CCCCC\C=C/C[C@H](OO)\C=C\C=C/C\C=C/CCCC(O)=O	C20H32O4	InChI=1S/C20H32O4/c1-2-3-4-5-10-13-16-19(24-23)17-14-11-8-6-7-9-12-15-18-20(21)22/h7-11,13-14,17,19,23H,2-6,12,15-16,18H2,1H3,(H,21,22)/b9-7-,11-8-,13-10-,17-14+/t19-/m0/s1	ZIOZYRSDNLNNNJ-LQWMCKPYSA-N	336.2300595			MMDBc0032015
BASm0019168	2-(Formamido)-N1-(5-phospho-D-ribosyl)acetamidine	2-(Formamido)-N1-(5-phospho-D-ribosyl)acetamidine is a phosphoramide compound. There is little literature available on this metabolite, indicating that its biological significance and potential roles in metabolic pathways remain largely unexplored.		Expected Solid	O[C@@H]1[C@H](O)[C@@H](OP(O)(O)=O)O[C@H]1NC(=N)NC=O	C6H12N3O8P	InChI=1S/C6H12N3O8P/c7-6(8-1-10)9-4-2(11)3(12)5(16-4)17-18(13,14)15/h1-5,11-12H,(H2,13,14,15)(H3,7,8,9,10)/t2-,3+,4-,5-/m1/s1	OKXISSDNJVDCJE-KKQCNMDGSA-N	285.0362009			MMDBc0032017
BASm0019169	DG(20:4(8Z,11Z,14Z,17Z)/20:1(11Z)/0:0)	DG(20:4(8Z,11Z,14Z,17Z)/20:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:4(8Z,11Z,14Z,17Z)/20:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCC\C=C/C\C=C/C\C=C/C\C=C/CC	C43H74O5	InChI=1S/C43H74O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-42(45)47-39-41(44)40-48-43(46)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11,13,17-20,23,25,41,44H,3-4,6,8-10,12,14-16,21-22,24,26-40H2,1-2H3/b7-5-,13-11-,19-17-,20-18-,25-23-/t41-/m0/s1	MGNMWMMQKHUXCT-GHHPGRLNSA-N	670.5536255			MMDBc0032018
BASm0019170	DG(20:4(8Z,11Z,14Z,17Z)/20:4(5Z,8Z,11Z,14Z)/0:0)	DG(20:4(8Z,11Z,14Z,17Z)/20:4(5Z,8Z,11Z,14Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:4(8Z,11Z,14Z,17Z)/20:4(5Z,8Z,11Z,14Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCC\C=C/C\C=C/C\C=C/C\C=C/CC)COC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C43H68O5	InChI=1S/C43H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-42(45)47-39-41(44)40-48-43(46)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-20,23-26,30,32,41,44H,3-4,6,8-10,15-16,21-22,27-29,31,33-40H2,1-2H3/b7-5-,13-11-,14-12-,19-17-,20-18-,25-23-,26-24-,32-30-/t41-/m0/s1	PRGANJXLUCBZSQ-VANPREPPSA-N	664.5066753			MMDBc0032019
BASm0019171	DG(22:5(7Z,10Z,13Z,16Z,19Z)/22:0/0:0)	DG(22:5(7Z,10Z,13Z,16Z,19Z)/22:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:5(7Z,10Z,13Z,16Z,19Z)/22:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC	C47H82O5	InChI=1S/C47H82O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-46(49)51-43-45(48)44-52-47(50)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11,13,17,19,23,25,29,31,45,48H,3-4,6,8-10,12,14-16,18,20-22,24,26-28,30,32-44H2,1-2H3/b7-5-,13-11-,19-17-,25-23-,31-29-/t45-/m0/s1	XUMBWGANMUGSQU-DOSZPRTLSA-N	726.6162257			MMDBc0032021
BASm0019172	DG(22:5(7Z,10Z,13Z,16Z,19Z)/22:1(13Z)/0:0)	DG(22:5(7Z,10Z,13Z,16Z,19Z)/22:1(13Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:5(7Z,10Z,13Z,16Z,19Z)/22:1(13Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC	C47H80O5	InChI=1S/C47H80O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-46(49)51-43-45(48)44-52-47(50)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11,13,17-20,23,25,29,31,45,48H,3-4,6,8-10,12,14-16,21-22,24,26-28,30,32-44H2,1-2H3/b7-5-,13-11-,19-17-,20-18-,25-23-,31-29-/t45-/m0/s1	BJHJUOABIXWULJ-SFGJZKLGSA-N	724.6005757			MMDBc0032022
BASm0019173	DG(22:5(7Z,10Z,13Z,16Z,19Z)/22:2(13Z,16Z)/0:0)	DG(22:5(7Z,10Z,13Z,16Z,19Z)/22:2(13Z,16Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:5(7Z,10Z,13Z,16Z,19Z)/22:2(13Z,16Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCC\C=C/C\C=C/CCCCC)COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC	C47H78O5	InChI=1S/C47H78O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-46(49)51-43-45(48)44-52-47(50)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-20,23,25,29,31,45,48H,3-4,6,8-10,15-16,21-22,24,26-28,30,32-44H2,1-2H3/b7-5-,13-11-,14-12-,19-17-,20-18-,25-23-,31-29-/t45-/m0/s1	RWDUUCQUZXPLEG-DWHRNJHJSA-N	722.5849256			MMDBc0032023
BASm0019174	DG(22:5(7Z,10Z,13Z,16Z,19Z)/22:4(7Z,10Z,13Z,16Z)/0:0)	DG(22:5(7Z,10Z,13Z,16Z,19Z)/22:4(7Z,10Z,13Z,16Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:5(7Z,10Z,13Z,16Z,19Z)/22:4(7Z,10Z,13Z,16Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC	C47H74O5	InChI=1S/C47H74O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-46(49)51-43-45(48)44-52-47(50)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-20,23-26,29-32,45,48H,3-4,6,8-10,15-16,21-22,27-28,33-44H2,1-2H3/b7-5-,13-11-,14-12-,19-17-,20-18-,25-23-,26-24-,31-29-,32-30-/t45-/m0/s1	UOBZJTUXHMDYTP-UNIWNIHSSA-N	718.5536255			MMDBc0032024
BASm0019175	DG(22:5(7Z,10Z,13Z,16Z,19Z)/22:5(4Z,7Z,10Z,13Z,16Z)/0:0)	DG(22:5(7Z,10Z,13Z,16Z,19Z)/22:5(4Z,7Z,10Z,13Z,16Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:5(7Z,10Z,13Z,16Z,19Z)/22:5(4Z,7Z,10Z,13Z,16Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)COC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C47H72O5	InChI=1S/C47H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-46(49)51-43-45(48)44-52-47(50)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-20,23-26,29-32,36,38,45,48H,3-4,6,8-10,15-16,21-22,27-28,33-35,37,39-44H2,1-2H3/b7-5-,13-11-,14-12-,19-17-,20-18-,25-23-,26-24-,31-29-,32-30-,38-36-/t45-/m0/s1	ZBPLRONTRAXZGX-FHZWKLANSA-N	716.5379754			MMDBc0032025
BASm0019176	DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:1(11Z)/0:0)	DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCC\C=C/CCCCCC)COC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC	C43H70O5	InChI=1S/C43H70O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-43(46)48-40-41(44)39-47-42(45)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h5,7,11,13-14,16-17,19,21-22,26,28,32,34,41,44H,3-4,6,8-10,12,15,18,20,23-25,27,29-31,33,35-40H2,1-2H3/b7-5-,13-11-,16-14-,19-17-,22-21-,28-26-,34-32-/t41-/m1/s1	IPJYPLOTNXCEAB-VYXKUJIYSA-N	666.5223254			MMDBc0032026
BASm0019177	DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(5Z,8Z,11Z)/0:0)	DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(5Z,8Z,11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(5Z,8Z,11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCC\C=C/C\C=C/C\C=C/CCCCCCCC)COC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC	C45H70O5	InChI=1S/C45H70O5/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-45(48)50-42-43(46)41-49-44(47)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h5,7,11,13,17-20,22,24-25,27-28,30-31,33-34,36,43,46H,3-4,6,8-10,12,14-16,21,23,26,29,32,35,37-42H2,1-2H3/b7-5-,13-11-,19-17-,20-18-,24-22-,27-25-,30-28-,33-31-,36-34-/t43-/m1/s1	FHSCQUBTCPBPOZ-OKLWLNEQSA-N	690.5223254			MMDBc0032027
BASm0019178	DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(8Z,11Z,14Z)/0:0)	DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(8Z,11Z,14Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(8Z,11Z,14Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCC\C=C/C\C=C/C\C=C/CCCCC)COC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC	C45H70O5	InChI=1S/C45H70O5/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-45(48)50-42-43(46)41-49-44(47)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-20,22,24-25,27-28,30,34,36,43,46H,3-4,6,8-10,15-16,21,23,26,29,31-33,35,37-42H2,1-2H3/b7-5-,13-11-,14-12-,19-17-,20-18-,24-22-,27-25-,30-28-,36-34-/t43-/m1/s1	FQPOTKWFERNZCE-DYINNSHSSA-N	690.5223254			MMDBc0032028
BASm0019179	LPA(18:0/0:0)	LPA(18:0/0:0) is a lysophosphatidic acid, a class of bioactive lipids known for their role in various cellular processes. There is limited literature available on this specific metabolite, indicating a need for further research to understand its biological significance and potential implications in health and disease.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(O)=O	C21H43O7P	InChI=1S/C21H43O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h20,22H,2-19H2,1H3,(H2,24,25,26)/t20-/m1/s1	LAYXSTYJRSVXIH-HXUWFJFHSA-N	438.2746402			MMDBc0032029
BASm0019180	LPA(18:1(9Z)/0:0)	LPA(18:1(9Z)/0:0) is a lysophosphatidic acid, a class of bioactive lipids involved in various physiological processes. There is limited literature available on this specific metabolite, indicating a need for further research to fully understand its biological roles and implications.		Expected Solid	CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@](O)([H])COP(O)(=O)O	C21H41O7P	InChI=1S/C21H41O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h9-10,20,22H,2-8,11-19H2,1H3,(H2,24,25,26)/b10-9-/t20-/m1/s1	WRGQSWVCFNIUNZ-GDCKJWNLSA-N	436.2589902			MMDBc0032030
BASm0019181	PE(14:0/15:0)	PE(14:0/15:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/15:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCC	C34H68NO8P	InChI=1S/C34H68NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(37)43-32(31-42-44(38,39)41-29-28-35)30-40-33(36)26-24-22-20-18-16-14-12-10-8-6-4-2/h32H,3-31,35H2,1-2H3,(H,38,39)/t32-/m1/s1	VQQFJLCUEFKGHJ-JGCGQSQUSA-N	649.4682552			MMDBc0032031
BASm0019182	PE(15:0/14:0)	PE(15:0/14:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/14:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one tetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC	C34H68NO8P	InChI=1S/C34H68NO8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-33(36)40-30-32(31-42-44(38,39)41-29-28-35)43-34(37)27-25-23-21-19-16-14-12-10-8-6-4-2/h32H,3-31,35H2,1-2H3,(H,38,39)/t32-/m1/s1	VNPKEVZXIMYUIM-JGCGQSQUSA-N	649.4682552			MMDBc0032033
BASm0019183	PE(15:0/15:0)	PE(15:0/15:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(15:0/15:0), in particular, consists of two pentadecanoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCC	C35H70NO8P	InChI=1S/C35H70NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(37)41-31-33(32-43-45(39,40)42-30-29-36)44-35(38)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33H,3-32,36H2,1-2H3,(H,39,40)/t33-/m1/s1	SKVKIGSFTGVBOX-MGBGTMOVSA-N	663.4839052			MMDBc0032034
BASm0019184	PE(15:0/16:0)	PE(15:0/16:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/16:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	C36H72NO8P	InChI=1S/C36H72NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37)32-42-35(38)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h34H,3-33,37H2,1-2H3,(H,40,41)/t34-/m1/s1	DCIHLTIBNFDPMW-UUWRZZSWSA-N	677.4995553			MMDBc0032035
BASm0019185	PE(15:0/16:1(9Z))	PE(15:0/16:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/16:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37)32-42-35(38)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,34H,3-12,14,16-33,37H2,1-2H3,(H,40,41)/b15-13-/t34-/m1/s1	YMEQXDCYZVOOFR-NOLSVFIGSA-N	675.4839052			MMDBc0032036
BASm0019186	PE(15:0/18:1(9Z))	PE(15:0/18:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/18:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39)34-44-37(40)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h17-18,36H,3-16,19-35,39H2,1-2H3,(H,42,43)/b18-17-/t36-/m1/s1	ADCNXGARWPJRBV-UVCQAILXSA-N	703.5152053			MMDBc0032037
BASm0019187	PE(16:0/14:1(9Z))	PE(16:0/14:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/14:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 9Z-tetradecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCC	C35H68NO8P	InChI=1S/C35H68NO8P/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-34(37)41-31-33(32-43-45(39,40)42-30-29-36)44-35(38)28-26-24-22-20-17-14-12-10-8-6-4-2/h10,12,33H,3-9,11,13-32,36H2,1-2H3,(H,39,40)/b12-10-/t33-/m1/s1	NSRAJHJDVZNWFG-ALMVXPMNSA-N	661.4682552			MMDBc0032038
BASm0019188	PE(16:0/15:0)	PE(16:0/15:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/15:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCC	C36H72NO8P	InChI=1S/C36H72NO8P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37)45-36(39)29-27-25-23-21-18-16-14-12-10-8-6-4-2/h34H,3-33,37H2,1-2H3,(H,40,41)/t34-/m1/s1	JMDKMIIPLXAHQG-UUWRZZSWSA-N	677.4995553			MMDBc0032039
BASm0019189	PE(16:1(9Z)/15:0)	PE(16:1(9Z)/15:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/15:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37)45-36(39)29-27-25-23-21-18-16-14-12-10-8-6-4-2/h13,15,34H,3-12,14,16-33,37H2,1-2H3,(H,40,41)/b15-13-/t34-/m1/s1	UOVVXDTWPXFSDP-NOLSVFIGSA-N	675.4839052			MMDBc0032041
BASm0019190	PE(16:1(9Z)/18:0)	PE(16:1(9Z)/18:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/18:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h14,16,37H,3-13,15,17-36,40H2,1-2H3,(H,43,44)/b16-14-/t37-/m1/s1	LUTADWBBHJXPTH-UHGNNPBBSA-N	717.5308554			MMDBc0032042
BASm0019191	PE(16:1(9Z)/18:1(9Z))	PE(16:1(9Z)/18:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h14,16-18,37H,3-13,15,19-36,40H2,1-2H3,(H,43,44)/b16-14-,18-17-/t37-/m1/s1	RAMNOXDFBNFSFC-AVWHJSSGSA-N	715.5152053			MMDBc0032043
BASm0019192	PE(18:0/14:0)	PE(18:0/14:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:0/14:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one tetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC	C37H74NO8P	InChI=1S/C37H74NO8P/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38)46-37(40)30-28-26-24-22-19-14-12-10-8-6-4-2/h35H,3-34,38H2,1-2H3,(H,41,42)/t35-/m1/s1	RFJQNULIDFTTLL-PGUFJCEWSA-N	691.5152053			MMDBc0032044
BASm0019193	PE(18:0/16:0)	PE(18:0/16:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:0/16:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	C39H78NO8P	InChI=1S/C39H78NO8P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-38(41)45-35-37(36-47-49(43,44)46-34-33-40)48-39(42)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h37H,3-36,40H2,1-2H3,(H,43,44)/t37-/m1/s1	JRTZGTYHEHCHTM-DIPNUNPCSA-N	719.5465055			MMDBc0032045
BASm0019194	PE(18:0/16:1(9Z))	PE(18:0/16:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:0/16:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-38(41)45-35-37(36-47-49(43,44)46-34-33-40)48-39(42)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h14,16,37H,3-13,15,17-36,40H2,1-2H3,(H,43,44)/b16-14-/t37-/m1/s1	XQWOAWVAWAXMKM-UHGNNPBBSA-N	717.5308554			MMDBc0032046
BASm0019195	PE(18:0/18:0)	PE(18:0/18:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(18:0/18:0), in particular, consists of two octadecanoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCC	C41H82NO8P	InChI=1S/C41H82NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h39H,3-38,42H2,1-2H3,(H,45,46)/t39-/m1/s1	LVNGJLRDBYCPGB-LDLOPFEMSA-N	747.5778056			MMDBc0032047
BASm0019196	PE(18:1(9Z)/15:0)	PE(18:1(9Z)/15:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9Z)/15:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-37(40)44-34-36(35-46-48(42,43)45-33-32-39)47-38(41)31-29-27-25-23-20-16-14-12-10-8-6-4-2/h17-18,36H,3-16,19-35,39H2,1-2H3,(H,42,43)/b18-17-/t36-/m1/s1	WEFOBQMXZVVPCJ-UVCQAILXSA-N	703.5152053			MMDBc0032050
BASm0019197	PE(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z))	PE(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)), in particular, consists of one 7Z,10Z,13Z,16Z,19Z-docosapentaenoyl chain  to the C-1 atom, and  one 9Z,12Z-octadecadienoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	C45H76NO8P	InChI=1S/C45H76NO8P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-25-27-29-31-33-35-37-44(47)51-41-43(42-53-55(49,50)52-40-39-46)54-45(48)38-36-34-32-30-28-26-23-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-19,21-23,25,27,43H,3-4,6,8-10,15-16,20,24,26,28-42,46H2,1-2H3,(H,49,50)/b7-5-,13-11-,14-12-,19-17-,22-21-,23-18-,27-25-/t43-/m1/s1	DSDFNBMJLLQOEQ-DAHNNJLASA-N	789.5308549			MMDBc0032055
BASm0019198	PS(18:0/18:1(9Z))	PS(18:0/18:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(18:0/18:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)C(O)=O	C42H80NO10P	InChI=1S/C42H80NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20,38-39H,3-17,19,21-37,43H2,1-2H3,(H,46,47)(H,48,49)/b20-18-/t38-,39-/m1/s1	AJFWREUFUPEYII-IYFDBTSNSA-N	789.5519848			MMDBc0032056
BASm0019199	PS(18:0/20:0)	PS(18:0/20:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(18:0/20:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one eicosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)C(O)=O	C44H86NO10P	InChI=1S/C44H86NO10P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-43(47)55-40(38-53-56(50,51)54-39-41(45)44(48)49)37-52-42(46)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h40-41H,3-39,45H2,1-2H3,(H,48,49)(H,50,51)/t40-,41-/m1/s1	NTHGOQRMMGSVMQ-GYOJGHLZSA-N	819.598935			MMDBc0032057
BASm0019200	PG(18:1(9Z)/16:0)	PG(16:0/18:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/18:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C40H77O10P	InChI=1S/C40H77O10P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-39(43)47-35-38(36-49-51(45,46)48-34-37(42)33-41)50-40(44)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h17-18,37-38,41-42H,3-16,19-36H2,1-2H3,(H,45,46)/b18-17-/t37-,38+/m0/s1	GTCKEWVHTGGUSN-HGWHEPCSSA-N	748.5254352			MMDBc0032058
BASm0019201	PG(18:1(9Z))/16:1(9Z))	PG(16:1(9Z)/18:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C40H75O10P	InChI=1S/C40H75O10P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-39(43)47-35-38(36-49-51(45,46)48-34-37(42)33-41)50-40(44)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h14,16-18,37-38,41-42H,3-13,15,19-36H2,1-2H3,(H,45,46)/b16-14-,18-17-/t37-,38+/m0/s1	QGIXWNRQEFVVRM-GDNUZSQHSA-N	746.5097851			MMDBc0032059
BASm0019202	PG(16:0/18:1(9Z))	PG(18:1(9Z)/16:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/16:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C40H77O10P	InChI=1S/C40H77O10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,37-38,41-42H,3-16,19-36H2,1-2H3,(H,45,46)/b18-17-/t37-,38+/m0/s1	PAZGBAOHGQRCBP-HGWHEPCSSA-N	748.5254352			MMDBc0032060
BASm0019203	PG(16:1(9Z)/18:1(9Z))	PG(18:1(9Z)/16:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/16:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C40H75O10P	InChI=1S/C40H75O10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h14,16-18,37-38,41-42H,3-13,15,19-36H2,1-2H3,(H,45,46)/b16-14-,18-17-/t37-,38+/m0/s1	VCYYBLIRAQBPTM-GDNUZSQHSA-N	746.5097851			MMDBc0032061
BASm0019204	PG(18:1(9Z)/18:1(9Z))	PG(18:1(9Z)/18:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/18:1(9Z)), in particular, consists of two 9Z-octadecenoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C42H79O10P	InChI=1S/C42H79O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(45)49-37-40(38-51-53(47,48)50-36-39(44)35-43)52-42(46)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,39-40,43-44H,3-16,21-38H2,1-2H3,(H,47,48)/b19-17-,20-18-/t39-,40-/m1/s1	DSNRWDQKZIEDDB-VGHPCWFHSA-N	774.5410857			MMDBc0032062
BASm0019205	PG(18:2(9Z,12Z)/18:2(9Z,12Z))	PG(18:2(9Z,12Z)/18:2(9Z,12Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:2(9Z,12Z)/18:2(9Z,12Z)), in particular, consists of two 9Z,12Z-octadecadienoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/C\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/C\C=C/CCCCCC	C44H79O10P	InChI=1S/C44H79O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-43(47)51-39-42(40-53-55(49,50)52-38-41(46)37-45)54-44(48)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,19-22,41-42,45-46H,3-12,17-18,23-40H2,1-2H3,(H,49,50)/b15-13-,16-14-,21-19-,22-20-/t41-,42+/m0/s1	DQZVAGRJTACCBC-NHPPMFAOSA-N	798.5410857			MMDBc0032063
BASm0019206	Ribose-1-arsenate	Ribose-1-arsenate is a chemical class of arsenic-containing ribonucleoside phosphates. Its chemical structure features a ribose sugar linked to an arsenate group at the 1-position, making it a key intermediate in arsenic metabolism. In biochemical pathways, ribose-1-arsenate is generated through the action of purine nucleoside phosphorylase (PNP), which cleaves inosine in the presence of arsenate (AsV), yielding hypoxanthine and ribose-1-arsenate (PMID:19478237). Although PNP is inhibited, ribose-1-arsenate can still be formed and subsequently reduced to arsenite (AsIII) by reducing agents such as dithiothreitol (DTT), indicating its role as a precursor in the reduction pathway of arsenate (PMID:19478237). The compound's stability is limited, with a short half-life of approximately 4 minutes, suggesting rapid turnover in biological systems (PMID:19478237). Additionally, various thiols have been shown to support the reduction of AsV when ribose-1-arsenate is present, highlighting its involvement in arsenic biochemistry and potential interactions with cellular thiol pools (PMID:19478237).		Expected Solid	OCC1OC(O[As](O)(O)=O)C(O)C1O	C5H11AsO8	InChI=1S/C5H11AsO8/c7-1-2-3(8)4(9)5(13-2)14-6(10,11)12/h2-5,7-9H,1H2,(H2,10,11,12)	RYJJOMQPAAUFBF-UHFFFAOYSA-N	273.9669887			MMDBc0032065
BASm0019207	PS(14:0/14:1(9Z))	PS(14:0/14:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0/14:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-tetradecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)C(O)=O	C34H64NO10P	InChI=1S/C34H64NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-32(36)42-27-30(28-43-46(40,41)44-29-31(35)34(38)39)45-33(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h10,12,30-31H,3-9,11,13-29,35H2,1-2H3,(H,38,39)(H,40,41)/b12-10-/t30-,31-/m1/s1	UJDLXQDMWGXLFK-ALCGSGKLSA-N	677.4267843			MMDBc0032066
BASm0019208	PS(14:0/18:0)	PS(14:0/18:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0/18:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one octadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)C(O)=O	C38H74NO10P	InChI=1S/C38H74NO10P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-37(41)49-34(32-47-50(44,45)48-33-35(39)38(42)43)31-46-36(40)29-27-25-23-21-19-14-12-10-8-6-4-2/h34-35H,3-33,39H2,1-2H3,(H,42,43)(H,44,45)/t34-,35-/m1/s1	RVGPYZRIGMTXEE-VSJLXWSYSA-N	735.5050346			MMDBc0032067
BASm0019209	PS(14:0/18:1(9Z))	PS(14:0/18:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0/18:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)C(O)=O	C38H72NO10P	InChI=1S/C38H72NO10P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-37(41)49-34(32-47-50(44,45)48-33-35(39)38(42)43)31-46-36(40)29-27-25-23-21-19-14-12-10-8-6-4-2/h16-17,34-35H,3-15,18-33,39H2,1-2H3,(H,42,43)(H,44,45)/b17-16-/t34-,35-/m1/s1	BICJOKCGLBSQJG-ALOTUQNUSA-N	733.4893845			MMDBc0032068
BASm0019210	PS(16:0/14:1(9Z))	PS(16:0/14:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:0/14:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 9Z-tetradecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)C(O)=O	C36H68NO10P	InChI=1S/C36H68NO10P/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-34(38)44-29-32(30-45-48(42,43)46-31-33(37)36(40)41)47-35(39)28-26-24-22-20-17-14-12-10-8-6-4-2/h10,12,32-33H,3-9,11,13-31,37H2,1-2H3,(H,40,41)(H,42,43)/b12-10-/t32-,33-/m1/s1	KFCGUMOYEPTFQZ-WNQLVKHOSA-N	705.4580844			MMDBc0032069
BASm0019211	PS(16:0/18:0)	PS(16:0/18:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:0/18:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one octadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)C(O)=O	C40H78NO10P	InChI=1S/C40H78NO10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h36-37H,3-35,41H2,1-2H3,(H,44,45)(H,46,47)/t36-,37-/m1/s1	UYGORIHCWHGAJE-FZNHDDJXSA-N	763.5363347			MMDBc0032070
BASm0019212	PS(16:0/18:1(9Z))	PS(16:0/18:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:0/18:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)C(O)=O	C40H76NO10P	InChI=1S/C40H76NO10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,36-37H,3-16,19-35,41H2,1-2H3,(H,44,45)(H,46,47)/b18-17-/t36-,37-/m1/s1	OIWCYIUQAVBPGV-OMQYGGJPSA-N	761.5206846			MMDBc0032071
BASm0019213	PS(16:1(9Z)/18:0)	PS(16:1(9Z)/18:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:1(9Z)/18:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one octadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)C(O)=O	C40H76NO10P	InChI=1S/C40H76NO10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h14,16,36-37H,3-13,15,17-35,41H2,1-2H3,(H,44,45)(H,46,47)/b16-14-/t36-,37-/m1/s1	QRWCPZZFGKGUHF-OAQISMCJSA-N	761.5206846			MMDBc0032072
BASm0019214	PS(16:1(9Z)/18:1(9Z))	PS(16:1(9Z)/18:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)C(O)=O	C40H74NO10P	InChI=1S/C40H74NO10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h14,16-18,36-37H,3-13,15,19-35,41H2,1-2H3,(H,44,45)(H,46,47)/b16-14-,18-17-/t36-,37-/m1/s1	ISTSBKDAWNZURU-GRFLMITGSA-N	759.5050346			MMDBc0032073
BASm0019215	PS(18:0/14:0)	PS(18:0/14:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(18:0/14:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one tetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)C(O)=O	C38H74NO10P	InChI=1S/C38H74NO10P/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-36(40)46-31-34(32-47-50(44,45)48-33-35(39)38(42)43)49-37(41)30-28-26-24-22-19-14-12-10-8-6-4-2/h34-35H,3-33,39H2,1-2H3,(H,42,43)(H,44,45)/t34-,35-/m1/s1	FMJXBRZFHKZLFQ-VSJLXWSYSA-N	735.5050346			MMDBc0032074
BASm0019216	PS(18:0/16:0)	PS(18:0/16:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(18:0/16:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one hexadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)C(O)=O	C40H78NO10P	InChI=1S/C40H78NO10P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-38(42)48-33-36(34-49-52(46,47)50-35-37(41)40(44)45)51-39(43)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h36-37H,3-35,41H2,1-2H3,(H,44,45)(H,46,47)/t36-,37-/m1/s1	WZFUPCSEUKNOBF-FZNHDDJXSA-N	763.5363347			MMDBc0032075
BASm0019217	PS(18:0/16:1(9Z))	PS(18:0/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(18:0/16:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)C(O)=O	C40H76NO10P	InChI=1S/C40H76NO10P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-38(42)48-33-36(34-49-52(46,47)50-35-37(41)40(44)45)51-39(43)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h14,16,36-37H,3-13,15,17-35,41H2,1-2H3,(H,44,45)(H,46,47)/b16-14-/t36-,37-/m1/s1	BWQAJZLCZFRDSD-OAQISMCJSA-N	761.5206846			MMDBc0032076
BASm0019218	PS(18:0/18:0)	PS(18:0/18:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(18:0/18:0), in particular, consists of two octadecanoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)C(O)=O	C42H82NO10P	InChI=1S/C42H82NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h38-39H,3-37,43H2,1-2H3,(H,46,47)(H,48,49)/t38-,39-/m1/s1	TZCPCKNHXULUIY-LJEWAXOPSA-N	791.5676348			MMDBc0032077
BASm0019219	PS(18:1(9Z)/14:0)	PS(18:1(9Z)/14:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(18:1(9Z)/14:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one tetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC)C(O)=O	C38H72NO10P	InChI=1S/C38H72NO10P/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-36(40)46-31-34(32-47-50(44,45)48-33-35(39)38(42)43)49-37(41)30-28-26-24-22-19-14-12-10-8-6-4-2/h16-17,34-35H,3-15,18-33,39H2,1-2H3,(H,42,43)(H,44,45)/b17-16-/t34-,35-/m1/s1	HEKHACWHBXMEFM-ALOTUQNUSA-N	733.4893845			MMDBc0032078
BASm0019220	PS(18:1(9Z)/16:0)	PS(18:1(9Z)/16:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(18:1(9Z)/16:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one hexadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)C(O)=O	C40H76NO10P	InChI=1S/C40H76NO10P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-38(42)48-33-36(34-49-52(46,47)50-35-37(41)40(44)45)51-39(43)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h17-18,36-37H,3-16,19-35,41H2,1-2H3,(H,44,45)(H,46,47)/b18-17-/t36-,37-/m1/s1	ILJAXXNZNFOOQA-OMQYGGJPSA-N	761.5206846			MMDBc0032079
BASm0019221	PS(18:1(9Z)/16:1(9Z))	PS(18:1(9Z)/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(18:1(9Z)/16:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)C(O)=O	C40H74NO10P	InChI=1S/C40H74NO10P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-38(42)48-33-36(34-49-52(46,47)50-35-37(41)40(44)45)51-39(43)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h14,16-18,36-37H,3-13,15,19-35,41H2,1-2H3,(H,44,45)(H,46,47)/b16-14-,18-17-/t36-,37-/m1/s1	JSCZUPSIMWRJHP-GRFLMITGSA-N	759.5050346			MMDBc0032080
BASm0019222	PS(18:1(9Z)/18:1(9Z))	PS(18:1(9Z)/18:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(18:1(9Z)/18:1(9Z)), in particular, consists of two 9Z-octadecenoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)C(O)=O	C42H78NO10P	InChI=1S/C42H78NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,38-39H,3-16,21-37,43H2,1-2H3,(H,46,47)(H,48,49)/b19-17-,20-18-/t38-,39-/m1/s1	WTBFLCSPLLEDEM-NUGHHVLWSA-N	787.5363347			MMDBc0032082
BASm0019223	PS(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z))	PS(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)), in particular, consists of one 4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl chain  to the C-1 atom, and  one 9Z,12Z-octadecadienoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCC\C=C/C\C=C/CCCCCC)C(O)=O	C47H76NO10P	InChI=1S/C47H76NO10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-25-26-28-30-32-34-36-38-45(49)55-40-43(41-56-59(53,54)57-42-44(48)47(51)52)58-46(50)39-37-35-33-31-29-27-24-20-18-16-14-12-10-8-6-4-2/h5,7,11,13-14,16-17,19-20,22-24,26,28,32,34,43-44H,3-4,6,8-10,12,15,18,21,25,27,29-31,33,35-42,48H2,1-2H3,(H,51,52)(H,53,54)/b7-5-,13-11-,16-14-,19-17-,23-22-,24-20-,28-26-,34-32-/t43-,44+/m1/s1	LNXULFXDILXWDN-UDMPZHBKSA-N	845.5206846			MMDBc0032083
BASm0019224	PGP(16:0/16:1(9Z))	PGP(16:0/16:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/16:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C38H74O13P2	InChI=1S/C38H74O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(40)47-33-36(34-50-53(45,46)49-32-35(39)31-48-52(42,43)44)51-38(41)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,35-36,39H,3-13,15,17-34H2,1-2H3,(H,45,46)(H2,42,43,44)/b16-14-/t35-,36-/m1/s1	RCAKEXBGCGLMOX-CSLYACKNSA-N	800.4604664			MMDBc0032085
BASm0019225	PGP(16:0/18:0)	PGP(16:0/18:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/18:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C40H80O13P2	InChI=1S/C40H80O13P2/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(43)53-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)35-49-39(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h37-38,41H,3-36H2,1-2H3,(H,47,48)(H2,44,45,46)/t37-,38-/m1/s1	MLFQGWUBXMEBIG-XPSQVAKYSA-N	830.5074166			MMDBc0032086
BASm0019226	PGP(16:0/18:1(11Z))	PGP(16:0/18:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/18:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C40H78O13P2	InChI=1S/C40H78O13P2/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(43)53-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)35-49-39(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h13,15,37-38,41H,3-12,14,16-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b15-13-/t37-,38-/m1/s1	BMNRKKFJIDDAOJ-XCKWHSEUSA-N	828.4917666			MMDBc0032087
BASm0019227	PGP(16:0/18:1(9Z))	PGP(16:0/18:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/18:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C40H78O13P2	InChI=1S/C40H78O13P2/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(43)53-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)35-49-39(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,37-38,41H,3-16,19-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b18-17-/t37-,38-/m1/s1	BKRKPWQBIFVASS-LLSCNKDYSA-N	828.4917666			MMDBc0032088
BASm0019228	PGP(16:0/22:5(7Z,10Z,13Z,16Z,19Z))	PGP(16:0/22:5(7Z,10Z,13Z,16Z,19Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/22:5(7Z,10Z,13Z,16Z,19Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 7Z,10Z,13Z,16Z,19Z-docosapentaenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC	C44H78O13P2	InChI=1S/C44H78O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h5,7,11,13,17-18,20-21,24,26,41-42,45H,3-4,6,8-10,12,14-16,19,22-23,25,27-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b7-5-,13-11-,18-17-,21-20-,26-24-/t41-,42-/m1/s1	VSLQIGPPDSIKBV-FUVKWAKGSA-N	876.4917666			MMDBc0032089
BASm0019229	PGP(16:1(9Z)/16:0)	PGP(16:1(9Z)/16:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/16:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C38H74O13P2	InChI=1S/C38H74O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(40)47-33-36(34-50-53(45,46)49-32-35(39)31-48-52(42,43)44)51-38(41)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,35-36,39H,3-12,14,16-34H2,1-2H3,(H,45,46)(H2,42,43,44)/b15-13-/t35-,36-/m1/s1	JBEPYZDXEAUZJX-YNJXHKFOSA-N	800.4604664			MMDBc0032090
BASm0019230	PGP(16:1(9Z)/18:1(11Z))	PGP(16:1(9Z)/18:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C40H76O13P2	InChI=1S/C40H76O13P2/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(43)53-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)35-49-39(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h13-16,37-38,41H,3-12,17-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b15-13-,16-14-/t37-,38-/m1/s1	GACMJKASEGYILQ-VBSURAKUSA-N	826.4761165			MMDBc0032091
BASm0019231	PGP(16:1(9Z)/18:1(9Z))	PGP(16:1(9Z)/18:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C40H76O13P2	InChI=1S/C40H76O13P2/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(43)53-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)35-49-39(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h14,16-18,37-38,41H,3-13,15,19-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b16-14-,18-17-/t37-,38-/m1/s1	FPBKBTVRSMJESP-CTDKCSBDSA-N	826.4761165			MMDBc0032092
BASm0019232	PGP(18:1(9Z)/16:0)	PGP(18:1(9Z)/16:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/16:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C40H78O13P2	InChI=1S/C40H78O13P2/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-39(42)49-35-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)53-40(43)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h17-18,37-38,41H,3-16,19-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b18-17-/t37-,38-/m1/s1	WQMDYQSTTXRXLQ-LLSCNKDYSA-N	828.4917666			MMDBc0032093
BASm0019233	PGP(18:1(9Z)/16:1(9Z))	PGP(18:1(9Z)/16:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/16:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C40H76O13P2	InChI=1S/C40H76O13P2/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-39(42)49-35-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)53-40(43)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h14,16-18,37-38,41H,3-13,15,19-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b16-14-,18-17-/t37-,38-/m1/s1	VQWKGJJOWRWELC-CTDKCSBDSA-N	826.4761165			MMDBc0032094
BASm0019234	PGP(18:1(9Z)/18:1(9Z))	PGP(18:1(9Z)/18:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/18:1(9Z)), in particular, consists of two 9Z-octadecenoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C42H80O13P2	InChI=1S/C42H80O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(44)51-37-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)55-42(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,39-40,43H,3-16,21-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b19-17-,20-18-/t39-,40-/m1/s1	FRKGQUQUVYQCIV-VGHPCWFHSA-N	854.5074166			MMDBc0032095
BASm0019235	PGP(18:2(9Z,12Z)/18:2(9Z,12Z))	PGP(18:2(9Z,12Z)/18:2(9Z,12Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:2(9Z,12Z)/18:2(9Z,12Z)), in particular, consists of two 9Z,12Z-octadecadienoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/C\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/C\C=C/CCCCCC	C44H80O13P2	InChI=1S/C44H80O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-43(46)53-39-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)57-44(47)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,19-22,41-42,45H,3-12,17-18,23-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b15-13-,16-14-,21-19-,22-20-/t41-,42+/m0/s1	LTCGYYIQFPFMIB-NHPPMFAOSA-N	878.5074166			MMDBc0032096
BASm0019236	I(-)	I(-) is a metabolite belonging to the class of organic compounds. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and biological significance.		Expected Solid	I	HI	InChI=1S/HI/h1H	XMBWDFGMSWQBCA-UHFFFAOYSA-N	127.9122935			MMDBc0032097
BASm0019237	3-Acetamidobutanal	3-Acetamidobutanal is a small organic molecule classified as an amide. Its chemical structure features a butanal backbone with an acetamido group at the 3-position, which contributes to its reactivity and interactions in metabolic pathways. This metabolite has been studied in the context of various biological processes, particularly in relation to amino acid metabolism and neurotransmitter synthesis. For instance, alterations in the levels of 3-acetamidobutanal have been observed in experimental models, where its intensities were significantly decreased in treated groups compared to controls, alongside changes in other metabolites such as GAMA and kynurenic acid (PMID:27347750). This suggests a potential role in metabolic shifts that may influence neurological functions or other physiological responses. The presence of 3-acetamidobutanal in urine samples highlights its relevance in metabolic profiling, providing insights into the biochemical pathways it may be involved in, including those related to amino acid catabolism and the modulation of neuroactive compounds. Overall, the study of 3-acetamidobutanal contributes to our understanding of metabolic networks and their implications in health and disease.		Expected Solid	CC(CC=O)N=C(C)O	C6H11NO2	InChI=1S/C6H11NO2/c1-5(3-4-8)7-6(2)9/h4-5H,3H2,1-2H3,(H,7,9)	SOYLQPBXNGCSNB-UHFFFAOYSA-N	129.0789786			MMDBc0032100
BASm0019238	a-Kdo-(2->4)-a-Kdo-(2->6)-lipid IVA	alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid IVA is an intermediate in (Kdo)2-lipid A biosynthesis I pathway in E.coli. It is a substrate for the enzyme lauroyl acyltransferase which catalyzes the reaction a dodecanoyl-[acp] + alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid IVA -> alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-(lauroyl)-lipid IVA + a holo-[acyl-carrier protein]. It is also a intermediate in superpathway of (Kdo)2-lipid A biosynthesis (BioCyc compound: KDO2-LIPID-IVA) .		Expected Solid	CCCCCCCCCCCC(O)CC(=O)NC1C(OP([O-])([O-])=O)OC(COC2OC(COC3(CC(OC4(CC(O)C(O)C(O4)C(O)CO)C([O-])=O)C(O)C(O3)C(O)CO)C([O-])=O)C(OP([O-])([O-])=O)C(OC(=O)CC(O)CCCCCCCCCCC)C2NC(=O)CC(O)CCCCCCCCCCC)C(O)C1OC(=O)CC(O)CCCCCCCCCCC	C84H148N2O37P2	InChI=1S/C84H154N2O37P2/c1-5-9-13-17-21-25-29-33-37-41-55(89)45-65(96)85-69-77(117-67(98)47-57(91)43-39-35-31-27-23-19-15-11-7-3)73(102)63(115-80(69)123-125(110,111)112)53-113-79-70(86-66(97)46-56(90)42-38-34-30-26-22-18-14-10-6-2)78(118-68(99)48-58(92)44-40-36-32-28-24-20-16-12-8-4)76(122-124(107,108)109)64(116-79)54-114-83(81(103)104)50-62(72(101)75(120-83)61(95)52-88)119-84(82(105)106)49-59(93)71(100)74(121-84)60(94)51-87/h55-64,69-80,87-95,100-102H,5-54H2,1-4H3,(H,85,96)(H,86,97)(H,103,104)(H,105,106)(H2,107,108,109)(H2,110,111,112)/p-6	XAOLJGCZESYRFT-UHFFFAOYSA-H	1838.926909			MMDBc0032103
BASm0019239	4-nitrophenylphosphate	4-nitrophenylphosphate is a member of the class of organophosphates, which are esters of phosphoric acid and are known for their diverse applications in biochemistry and environmental science. Its chemical structure features a nitro group (-NO2) attached to a phenyl ring, which is further esterified with phosphate. This compound is involved in various biochemical pathways, particularly in the context of enzymatic reactions where phosphatase enzymes hydrolyze phosphate esters. Additionally, 4-nitrophenylphosphate serves as a substrate in assays to measure enzyme activity, especially in studies related to phosphatases. Notably, it has been highlighted in research concerning the degradation of organophosphate compounds, such as in the decomposition of the nerve agent simulant dimethyl-4-nitrophenylphosphate (DMNP) using hybrid aerogel composites, which effectively mitigate secondary pollution associated with conventional metal-organic framework (MOF) catalysis (PMID:40028880). This illustrates its relevance not only in biochemical contexts but also in environmental remediation strategies.		Expected Solid	OP(O)(=O)OC1=CC=C(C=C1)[N+]([O-])=O	C6H6NO6P	InChI=1S/C6H6NO6P/c8-7(9)5-1-3-6(4-2-5)13-14(10,11)12/h1-4H,(H2,10,11,12)	XZKIHKMTEMTJQX-UHFFFAOYSA-N	218.9932734			MMDBc0032108
BASm0019240	a sulfurated [sulfur carrier]	A sulfurated [sulfur carrier] is a sulfur-containing compound that belongs to the class of metabolites known as thiol compounds. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological roles and implications.		Expected Solid	CC	C2H6	InChI=1S/C2H6/c1-2/h1-2H3	OTMSDBZUPAUEDD-UHFFFAOYSA-N	30.04695019			MMDBc0032109
BASm0019241	FAICAR	Phosphoribosyl formamidocarboxamide (FAICAR) is an intermediate in purine metabolism, where it is the byproduct of phosphoribosylaminoimidazolecarboxamide formyltransferase (EC 2.1.2.3) and IMP cyclohydrolase (EC 3.5.4.10). It is also a byproduct of Ligases (EC 6.3.4.-).		Expected Solid	[H]C(=O)NC1=CN(N=C1C(N)=O)C1OC(COP(O)(O)=O)C(O)C1O	C10H15N4O9P	InChI=1S/C10H15N4O9P/c11-9(18)6-4(12-3-15)1-14(13-6)10-8(17)7(16)5(23-10)2-22-24(19,20)21/h1,3,5,7-8,10,16-17H,2H2,(H2,11,18)(H,12,15)(H2,19,20,21)	XUHZFJMJICUKLB-UHFFFAOYSA-N	366.0576651			MMDBc0032111
BASm0019242	4-(γ-glutamylamino)butanal	4-(gamma-glutamylamino)butanal is an intermediate in putrescine degradation II pathway in E.coli. It is a substrate for the enzyme gamma-glutamyl-γ-aminobutyraldehyde dehydrogenase which catalyzes the reaction 4-(gamma-glutamylamino)butanal + NAD(P)+ + H2O -> 4-(gamma-L-glutamylamino)butanoate + NAD(P)H + 2 H+. It is also a product for enzyme gamma-glutamylputrescine oxidase which catalyzes reaction gamma-glutamyl-L-putrescine + H2O + oxygen -> 4-(gamma-glutamylamino)butanal + hydrogen peroxide + ammonium (BioCyc compound: GAMMA-GLUTAMYL-GAMMA-AMINOBUTYRALDEH).		Expected Solid	NC(CCC(=O)NCCCC=O)C([O-])=O	C9H15N2O4	InChI=1S/C9H16N2O4/c10-7(9(14)15)3-4-8(13)11-5-1-2-6-12/h6-7H,1-5,10H2,(H,11,13)(H,14,15)/p-1	JZNLEPLZUABCSQ-UHFFFAOYSA-M	215.1037306			MMDBc0032115
BASm0019243	dehydroascorbate (bicyclic form)	dehydroascorbate (bicyclic form) is a carbohydrate derivative and an oxidized form of ascorbic acid (vitamin C). There is limited literature available on this specific metabolite, indicating a need for further research to fully understand its biochemical properties and potential biological significance.		Expected Solid	OCC(O)C1OC(=O)C(=O)C1=O	C6H6O6	InChI=1S/C6H6O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-8H,1H2	SBJKKFFYIZUCET-UHFFFAOYSA-N	174.0164379			MMDBc0032116
BASm0019244	L-histidinol-phosphate	L-histidinol-phosphate is a phosphoric acid derivative of L-histidinol and belongs to the class of amino acid metabolites involved in amino acid biosynthesis. Its chemical structure features a histidinol moiety phosphorylated at the hydroxyl group, which plays a pivotal role in the biosynthetic pathway of histidine, an essential amino acid. The enzyme HolPase is crucial for the dephosphorylation of L-histidinol-phosphate to L-histidinol, marking a significant step in histidine biosynthesis, often regarded as the last and most challenging enzyme to identify in this pathway due to its complex evolutionary background (PMID:40596842). Additionally, genetic complementation studies have indicated that the gene cg0910 encodes an essential L-histidinol-phosphate phosphatase (EC 3.1.3.15) in certain bacterial species, further underscoring the importance of this metabolite in the histidine biosynthetic pathway (PMID:16901339). Overall, L-histidinol-phosphate serves as a key intermediate in the synthesis of histidine, highlighting its relevance in both chemistry and biology.		Expected Solid	OC1=CC(Cl)=CC=C1C1=CC=CC=C1	C12H9ClO	InChI=1S/C12H9ClO/c13-10-6-7-11(12(14)8-10)9-4-2-1-3-5-9/h1-8,14H	LMUKIFZFZRTUIY-UHFFFAOYSA-N	204.0341926			MMDBc0032120
BASm0019245	 (2Z)-2-aminobut-2-enoate	(2Z)-2-aminobut-2-enoate is an intermediate of pathways L-threonine degradation I and L-isoleucine biosynthesis I in E. coli. It is a product for enzymes threonine dehydratase and threonine deaminase which catalyze the reaction L-threonine -> (2Z)-2-aminobut-2-enoate + H2O + H+ in both pathways. (2Z)-2-aminobut-2-enoate is also a substrate of the spontaneous reaction (2Z)-2-aminobut-2-enoate -> 2-iminobutanoate in both pathways (BioCyc compound: CPD-15056).		Expected Solid	CC=C(N)C([O-])=O	C4H6NO2	InChI=1S/C4H7NO2/c1-2-3(5)4(6)7/h2H,5H2,1H3,(H,6,7)/p-1	PAWSVPVNIXFKOS-UHFFFAOYSA-M	100.040402			MMDBc0032127
BASm0019246	 β-D-glucose 6-phosphate	beta-D-Glucose 6 phosphate (b-G6P) is the beta-anomer of glucose-6-phosphate. There are two anomers of glucose 6 phosphate, the alpha anomer and the beta anomer. Specifically, beta-D-Glucose 6-phosphate is glucose sugar phosphorylated on carbon 6. It is a very common metabolite in cells as the vast majority of glucose entering a cell will become phosphorylated in this way. The primary reason for the immediate phosphorylation of glucose is to prevent diffusion out of the cell. The phosphorylation adds a charged phosphate group so the glucose 6-phosphate cannot easily cross the cell membrane. b-G6P is involved in the glycolysis, gluconeogenesis, pentose phosphate, and glycogen and sucrose metabolic pathways [Kegg ID: C01172]. Beta-D-Glucose 6 phosphate can be generated through beta-D-fructose phosphate or alpha-D-glucose 6 phosphate (via glucose-6-phosphate isomerase) or beta-D glucose (via hexokinase). It can then be sent off to the pentose phosphate pathway which generates the useful cofactor NADPH as well as ribulose 5-phosphate, a carbon source for the synthesis of other molecules. Alternately if the cell needs energy or carbon skeletons for synthesis then glucose 6-phosphate is targeted for glycolysis. A third route is to have glucose 6 phosphate stored or converted to glycogen.		Expected Solid	OC1OC(COP([O-])([O-])=C)C(O)C(O)C1O	C7H13O8P	InChI=1S/C7H13O8P/c1-16(12,13)14-2-3-4(8)5(9)6(10)7(11)15-3/h3-11H,1-2H2/q-2	LCUFYJQRCBMIBL-UHFFFAOYSA-N	256.0359015			MMDBc0032129
BASm0019247	aldehydo-D-allose 6-phosphate	Aldehydo-D-allose 6-phosphate is an intermediate in D-allose degradation pathway in E.coli. It is a substrate for the enzymes allose-6-phosphate isomerase / ribose-5-phosphate isomerase B which catalyze the reaction aldehydo-D-allose 6-phosphate -> D-allulose 6-phosphate. It is also a product for enzyme D-allose kinase which catalyzes reaction D-allopyranose + ATP -> aldehydo-D-allose 6-phosphate + ADP + H+ (BioCyc compound: D-ALLOSE-6-PHOSPHATE).		Expected Solid	OC(COP([O-])([O-])=O)C(O)C(O)C(O)C=O	C6H11O9P	InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h1,3-6,8-11H,2H2,(H2,12,13,14)/p-2	VFRROHXSMXFLSN-UHFFFAOYSA-L	258.0151661			MMDBc0032131
BASm0019248	L-rhamnulofuranose	L-rhamnulose kinase (gene name: rhaB) is an enzyme that catalyses the chemical reaction L-rhamnulofuranose + ATP <=> L-rhamnulose 1-phosphate + ADP + H+ in E. coli (BioCyc).		Expected Solid	CC1OC(O)(CO)C(O)C1O	C6H12O5	InChI=1S/C6H12O5/c1-3-4(8)5(9)6(10,2-7)11-3/h3-5,7-10H,2H2,1H3	CJJCPDZKQKUXSS-UHFFFAOYSA-N	164.0684735			MMDBc0032132
BASm0019249	 β-L-fucopyranose	beta-L-fucopyranose is an intermediate in fucose degradation pathway in E.coli. It is a substrate for the enzymes L-fucose mutarotase which catalyzes the reaction beta-L-fucopyranose -> alpha-L-fucopyranose (BioCyc compound: CPD-10329).		Expected Solid	CC1OC(O)C(O)C(O)C1O	C6H12O5	InChI=1S/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3	SHZGCJCMOBCMKK-UHFFFAOYSA-N	164.0684735			MMDBc0032133
BASm0019250	D-ribofuranose 5-phosphate	D-ribofuranose 5-phosphate is an intermediate in several pathways in E. coli., adenosine nucleotides degradation III, NAD salvage pathway I and D-ribofuranose 5-phosphate pathway. In adenosine nucleotides degradation III pathway, it is a product for enzyme AMP nucleosidase which catalyzes the reaction AMP + H2O -> D-ribofuranose 5-phosphate + adenine. It is also a product for enzyme NMN nucleosidase that catalyzes the reaction beta-nicotinamide D-ribonucleotide + H2O -> D-ribofuranose 5-phosphate + nicotinamide + H+ in pathway NAD salvage pathway I. It is a substrate for enzyme pseudouridine 5'-phosphate glycosidase that catalyzes the reaction D-ribofuranose 5-phosphate + uracil -> pseudouridine 5'-phosphate + H2O in pseudouridine degradation pathway (BioCyc compound: CPD-15317). 		Expected Solid	OC1OC(COP([O-])([O-])=O)C(O)C1O	C5H9O8P	InChI=1S/C5H11O8P/c6-3-2(1-12-14(9,10)11)13-5(8)4(3)7/h2-8H,1H2,(H2,9,10,11)/p-2	KTVPXOYAKDPRHY-UHFFFAOYSA-L	228.0046014			MMDBc0032135
BASm0019251	UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-α-D-glucosamine	UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosamine is an intermediate in lipid IVA biosynthesis pathway in E.coli. It is a substrate for the enzyme UDP-2,3-diacylglucosamine hydrolase which catalyzes the reaction UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosamine + H2O -> 2,3-bis[(3R)-3-hydroxymyristoyl]-alpha-D-glucosaminyl 1-phosphate + UMP + 2 H+. It is also a product for enzyme UDP-3-O-(R-3-hydroxymyristoyl)-glucosamine N-acyltransferase which catalyzes reaction a (3R)-3-hydroxymyristoyl-[acp] + UDP-3-O-(3-hydroxymyristoyl)-α-D-glucosamine -> UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosamine + a holo-[acyl-carrier protein] + H+ (BioCyc compound: OH-MYRISTOYL).		Expected Solid	[H]C(O)(CCCCCCCCCCC)CC(=O)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)OC([H])(OP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=CC(O)=NC3=O)[C@]([H])(O)[C@]2([H])O)[C@]1([H])N=C(O)CC([H])(O)CCCCCCCCCCC	C43H77N3O20P2	InChI=1S/C43H77N3O20P2/c1-3-5-7-9-11-13-15-17-19-21-29(48)25-34(51)44-36-40(64-35(52)26-30(49)22-20-18-16-14-12-10-8-6-4-2)38(54)31(27-47)63-42(36)65-68(59,60)66-67(57,58)61-28-32-37(53)39(55)41(62-32)46-24-23-33(50)45-43(46)56/h23-24,29-32,36-42,47-49,53-55H,3-22,25-28H2,1-2H3,(H,44,51)(H,57,58)(H,59,60)(H,45,50,56)/t29?,30?,31-,32-,36-,37-,38-,39-,40-,41-,42?/m1/s1	KOJCFMYSTWNMQW-LNGUGUEYSA-N	1017.457566			MMDBc0032137
BASm0019252	(heptosyl)2-Kdo2-lipid A	(Heptosyl)2-Kdo2-lipid A is a component of lipopolysaccharide. Bacterial lipopolysaccharides (LPS) typically consist of a hydrophobic domain inserted into the outer membrane known as lipid A (or endotoxin), a phosphorylated "core" oligosaccharide and a distal polysaccharide (or O antigen). The core oligosaccharides are conceptually divided into two regions: inner core and outer core. The inner core is highly conserved, comprises three deoxy-D-manno-octulosonic acid (KDO) and L-glycero-D-manno-heptose (Hep) and is often phosphorylated. The inner core oligosaccharide plays a critical role in essential barrier function of the outer membrane. The outer core comprises a tri-hexose backbone modified with varying side-branch substitutions of hexose and acetamidohexose residues. The outer core provides an attachment site for O-antigen. The completed lipid A-KDO2 serves as the acceptor on which the core oligosaccharide chains are assembled by sequential glycosyl transfer from nucleotide sugar precursors. This process involves a co-ordinated complex of membrane-associated glycosyltransferases acting at the cytoplasmic face of the plasma membrane.		Expected Solid	CCCCCCCCCCCCCC(=O)OC(CCCCCCCCCCC)CC(=O)OC1C(NC(=O)CC(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)C(OCC2OC(OP([O-])([O-])=O)C(NC(=O)CC(O)CCCCCCCCCCC)C(OC(=O)CC(O)CCCCCCCCCCC)C2O)OC(COC2(CC(OC3(CC(O)C(O)C(O3)C(O)CO)C(C)=C)C(OC3OC(C(O)CO)C(O)C(OC4OC(C(O)CO)C(O)C(O)C4O)C3O)C(O2)C(O)CO)C([O-])=O)C1OP([O-])([O-])=O	C126H225N2O49P2	InChI=1S/C126H230N2O49P2/c1-9-15-21-27-33-39-40-46-52-58-64-70-99(143)164-87(68-62-56-50-44-37-31-25-19-13-5)74-101(145)168-118-103(128-97(141)73-86(67-61-55-49-43-36-30-24-18-12-4)163-98(142)69-63-57-51-45-38-32-26-20-14-6)120(161-81-94-105(147)117(167-100(144)72-85(134)66-60-54-48-42-35-29-23-17-11-3)102(121(165-94)177-179(158,159)160)127-96(140)71-84(133)65-59-53-47-41-34-28-22-16-10-2)166-95(116(118)176-178(155,156)157)82-162-126(124(153)154)76-93(173-125(83(7)8)75-88(135)104(146)113(174-125)91(138)79-131)115(114(175-126)92(139)80-132)171-123-110(152)119(109(151)112(170-123)90(137)78-130)172-122-108(150)106(148)107(149)111(169-122)89(136)77-129/h84-95,102-123,129-139,146-152H,7,9-82H2,1-6,8H3,(H,127,140)(H,128,141)(H,153,154)(H2,155,156,157)(H2,158,159,160)/p-5	DBFYJNVGWVVVGJ-UHFFFAOYSA-I	2612.467864			MMDBc0032140
BASm0019253	glucosyl-(heptosyl)3-Kdo2-lipid A-phosphate	Glucosyl-(heptosyl)3-Kdo2-lipid A-phosphate is an intermediate in lipid A-core biosynthesis pathway in E.coli. It is a substrate for the enzyme lipopolysaccharide core heptose (II) kinase which catalyzes the reaction glucosyl-(heptosyl)3-Kdo2-lipid A-phosphate + ATP -> glucosyl-(heptosyl)3-Kdo2-lipid A-bisphosphate + ADP + H+. It is also a product for enzyme lipopolysaccharide core heptosyl transferase III which catalyzes reaction glucosyl-(heptosyl)2-Kdo2-lipid A-phosphate + ADP-L-glycero-beta-D-manno-heptose -> glucosyl-(heptosyl)3-Kdo2-lipid A-phosphate + ADP + H+ (BioCyc compound: CPD0-934).		Expected Solid	[H][C@@]1(O[C@@](C[C@@H](O)[C@H]1O)(O[C@@H]1C[C@@](OC[C@H]2O[C@@H](OC[C@H]3O[C@H](OP([O-])([O-])=O)[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]3O)[C@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@H]2OP([O-])([O-])=O)(O[C@]([H])([C@H](O)CO)[C@@H]1O[C@H]1O[C@H]([C@@H](O)CO)[C@@H](OP([O-])([O-])=O)[C@H](O[C@H]2O[C@H]([C@@H](O)COC3O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H](O)[C@H](OC3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H]2O)[C@@H]1O)C([O-])=O)C([O-])=O)[C@H](O)CO	C137H241N2O65P3	InChI=1S/C137H249N2O65P3/c1-7-13-19-25-31-37-38-44-50-56-62-68-100(156)187-86(66-60-54-48-42-35-29-23-17-11-5)72-102(158)192-124-104(139-98(154)71-85(65-59-53-47-41-34-28-22-16-10-4)186-99(155)67-61-55-49-43-36-30-24-18-12-6)128(184-81-95-107(161)123(191-101(157)70-84(146)64-58-52-46-40-33-27-21-15-9-3)103(129(189-95)204-207(180,181)182)138-97(153)69-83(145)63-57-51-45-39-32-26-20-14-8-2)190-96(122(124)202-205(174,175)176)82-185-136(134(170)171)74-93(199-137(135(172)173)73-87(147)105(159)118(200-137)89(149)76-141)121(120(201-136)91(151)78-143)196-133-115(169)126(127(203-206(177,178)179)119(195-133)90(150)77-142)198-132-114(168)125(197-131-112(166)108(162)106(160)94(79-144)188-131)113(167)117(194-132)92(152)80-183-130-111(165)109(163)110(164)116(193-130)88(148)75-140/h83-96,103-133,140-152,159-169H,7-82H2,1-6H3,(H,138,153)(H,139,154)(H,170,171)(H,172,173)(H2,174,175,176)(H2,177,178,179)(H2,180,181,182)/p-8/t83-,84-,85-,86-,87-,88+,89-,90+,91-,92+,93-,94-,95-,96-,103-,104-,105-,106-,107?,108+,109+,110+,111+,112-,113-,114+,115+,116-,117-,118-,119-,120-,121-,122-,123-,124-,125+,126-,127-,128-,129-,130?,131?,132-,133-,136-,137-/m1/s1	QHKUHEQURQLSFA-QCNSDWGJSA-F	3047.487106			MMDBc0032143
BASm0019254	UDP-α-D-galactose	UDP-α-D-galactose (UDPgal) is a nucleoside diphosphate sugar which can be epimerized into UDPglucose for entry into the mainstream of carbohydrate metabolism. UDPgal is a pivotal compound in the metabolism of galactose. UDPgal is a product of the galactose-L-phosphate uridyl transferase (EC 2.7.7.10) reaction but may also be made from Glucose-L-P, involving uridine diphosphate galactose-4-epimerase (EC 5.1.3.2). UDPgal is the necessary galactosyl donor of galactose in the metabolism to incorporate it into complex oligosaccharides, glycoproteins and glycolipids (galactosides). (PMID: 2122114, 7671968)		Expected Solid	OC[C@H]1OC(OP([O-])(=O)OP([O-])(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=CC(=O)NC2=O)[C@H](O)[C@@H](O)[C@H]1O	C15H22N2O17P2	InChI=1S/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/p-2/t5-,6-,8+,9-,10+,11-,12-,13-,14?/m1/s1	HSCJRCZFDFQWRP-LNYDKVEPSA-L	564.0404684			MMDBc0032145
BASm0019255	 D-altronate	D-altronate is a member of the chemical class known as Sugar Acids and Derivatives. These are compounds containing a saccharide unit which bears a carboxylic acid group.		Expected Solid	OCC(O)C(O)C(O)C(O)C([O-])=O	C6H11O7	InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/p-1	RGHNJXZEOKUKBD-UHFFFAOYSA-M	195.0510263			MMDBc0032150
BASm0019256	 S-ribosyl-L-homocysteine	S-Ribosyl-L-homocysteine is a member of the chemical class known as Alpha Amino Acids and Derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). AI-2 is spontaneously derived from 4,5-dihydroxy-2,3-pentanedione that, along with homocysteine, is produced by cleavage of S-adenosylhomocysteine (SAH) and S-ribosylhomocysteine by the Pfs and LuxS enzymes. (PMID 16885435)		Expected Solid	[N+]C(CCSCC1OC(O)C(O)C1O)C([O-])=O	C9H14NO6S	InChI=1S/C9H15NO6S/c10-4(8(13)14)1-2-17-3-5-6(11)7(12)9(15)16-5/h4-7,9,11-12,15H,1-3H2,(H,13,14)/q+1/p-1	QUDMRZABJLFLCP-UHFFFAOYSA-M	264.0541833			MMDBc0032151
BASm0019257	autoinducer 2	Autoinducer 2 (AI-2), a furanosyl borate diester, is a member of a family of signaling molecules used in quorum sensing. AI-2 is unique in that it is one of only a few known biomolecules incorporating boron. First identified in the marine bacterium Vibrio harveyi, AI-2 is produced and recognized by many Gram-negative and Gram-positive bacteria. AI-2 is synthesized by the reaction of 1-deoxy-3-dehydro-D-ribulose with boric acid and is recognized by the two-component sensor kinase LuxPQ in Vibrionaceae (Wikipedia).		Expected Solid	CC(=O)C(=O)C(O)CO	C5H8O4	InChI=1S/C5H8O4/c1-3(7)5(9)4(8)2-6/h4,6,8H,2H2,1H3	UYTRITJAZOPLCZ-UHFFFAOYSA-N	132.0422587			MMDBc0032152
BASm0019258	(4S)-4-hydroxy-2,3-pentanedione 5-phosphate	(4S)-4-Hydroxy-2,3-pentanedione 5-phosphate is an intermediate in autoinducer AI-2 degradation pathway in E.coli. It is a substrate for the enzyme phospho-AI-2 isomerase which catalyzes the reaction (4S)-4-hydroxy-2,3-pentanedione 5-phosphate -> 3-hydroxy-2,4-pentanedione 5-phosphate. It is also a product for enzyme autoinducer-2 kinase which catalyzes reaction autoinducer 2 + ATP -> (4S)-4-hydroxy-2,3-pentanedione 5-phosphate + ADP + H+ (BioCyc compound: CPD-10551).		Expected Solid	CC(=O)C(=O)C(O)COP([O-])([O-])=O	C5H7O7P	InChI=1S/C5H9O7P/c1-3(6)5(8)4(7)2-12-13(9,10)11/h4,7H,2H2,1H3,(H2,9,10,11)/p-2	DTZHMTDUIGHESZ-UHFFFAOYSA-L	209.9940367			MMDBc0032153
BASm0019259	UDP-N-acetyl-α-D-mannosaminuronate	UDP-N-acetyl-alpha-D-mannosaminuronate is an intermediate in several pathways in E.coli. In enterobacterial common antigen biosynthesis, it is a substrate for the enzyme UDP-N-acetyl-D-mannosaminuronic acid transferase which catalyzes the reaction N-acetyl-alpha-D-glucosaminyl-diphospho-ditrans,octacis-undecaprenol + UDP-N-acetyl-alpha-D-mannosaminuronate -> N-acetyl-β-D-mannosaminuronyl-(1→4)-N-acetyl-alpha-D-glucosaminyl-diphospho-ditrans,octacis-undecaprenol + UDP + H+. It is also a product for enzyme UDP-N-acetyl-D-mannosamine dehydrogenase which catalyzes reaction UDP-N-acetyl-alpha-D-mannosamine + 2 NAD+ + H2O -> UDP-N-acetyl-alpha-D-mannosaminuronate + 2 NADH + 3 H+ in UDP-N-acetyl-α-D-mannosaminouronate biosynthesis pathway (BioCyc compound: UDP-MANNACA).		Expected Solid	CC(=O)NC1C(O)C(O)C(OC1OP([O-])(=O)OP([O-])(=O)OCC1OC(C(O)C1O)N1C=CC(=O)NC1=O)C([O-])=O	C17H22N3O18P2	InChI=1S/C17H25N3O18P2/c1-5(21)18-8-10(24)11(25)13(15(27)28)36-16(8)37-40(32,33)38-39(30,31)34-4-6-9(23)12(26)14(35-6)20-3-2-7(22)19-17(20)29/h2-3,6,8-14,16,23-26H,4H2,1H3,(H,18,21)(H,27,28)(H,30,31)(H,32,33)(H,19,22,29)/p-3	DZOGQXKQLXAPND-UHFFFAOYSA-K	618.0390056			MMDBc0032156
BASm0019260	UDP-N-acetyl-α-D-glucosamine-enolpyruvate	UDP-N-acetyl-alpha-D-glucosamine-enolpyruvate is an intermediate in UDP-N-acetylmuramoyl-pentapeptide biosynthesis I (meso-DAP-containing) pathway in E.coli. It is a substrate for the enzyme UDP-N-acetylenolpyruvoylglucosamine reductase which catalyzes the reaction UDP-N-acetyl-alpha-D-glucosamine-enolpyruvate + NADPH + H+ -> UDP-N-acetyl-alpha-D-muramate + NADP+. It is also a product for enzyme UDP-N-acetylglucosamine enolpyruvoyl transferase which catalyzes reaction UDP-N-acetyl-alpha-D-glucosamine + phosphoenolpyruvate -> UDP-N-acetyl-α-D-glucosamine-enolpyruvate + phosphate (BioCyc compound: UDP-ACETYL-CARBOXYVINYL-GLUCOSAMINE).		Expected Solid	CC(=O)NC1C(OP([O-])(=O)OP([O-])(=O)OCC2OC(C(O)C2O)N2C=CC(=O)NC2=O)OC(CO)C(O)C1OC(=C)C([O-])=O	C20H26N3O19P2	InChI=1S/C20H29N3O19P2/c1-7(18(30)31)38-16-12(21-8(2)25)19(40-9(5-24)14(16)28)41-44(35,36)42-43(33,34)37-6-10-13(27)15(29)17(39-10)23-4-3-11(26)22-20(23)32/h3-4,9-10,12-17,19,24,27-29H,1,5-6H2,2H3,(H,21,25)(H,30,31)(H,33,34)(H,35,36)(H,22,26,32)/p-3	BEGZZYPUNCJHKP-UHFFFAOYSA-K	674.0652204			MMDBc0032157
BASm0019261	UDP-N-acetyl-α-D-muramate	UDP-N-acetyl-alpha-D-muramate is an intermediate in UDP-N-acetylmuramoyl-pentapeptide biosynthesis I (meso-diaminopimelate containing) pathway in E.coli. It is a substrate for the enzyme UDP-N-acetylmuramate-alanine ligase which catalyzes the reaction L-alanine + UDP-N-acetyl-alpha-D-muramate + ATP → UDP-N-acetyl-alpha-D-muramoyl-L-alanine + ADP + phosphate + H+. It is also a product for enzyme UDP-N-acetylenolpyruvoylglucosamine reductase which catalyzes reaction UDP-N-acetyl-alpha-D-glucosamine-enolpyruvate + NADPH + H+ -> UDP-N-acetyl-alpha-D-muramate + NADP+ (BioCyc compound: UDP-N-ACETYLMURAMATE).		Expected Solid	CC(OC1C(O)C(CO)OC(OP([O-])(=O)OP([O-])(=O)OCC2OC(C(O)C2O)N2C=CC(=O)NC2=O)C1NC(C)=O)C([O-])=O	C20H28N3O19P2	InChI=1S/C20H31N3O19P2/c1-7(18(30)31)38-16-12(21-8(2)25)19(40-9(5-24)14(16)28)41-44(35,36)42-43(33,34)37-6-10-13(27)15(29)17(39-10)23-4-3-11(26)22-20(23)32/h3-4,7,9-10,12-17,19,24,27-29H,5-6H2,1-2H3,(H,21,25)(H,30,31)(H,33,34)(H,35,36)(H,22,26,32)/p-3	NQBRVZNDBBMBLJ-UHFFFAOYSA-K	676.0808704			MMDBc0032158
BASm0019262	β-D-glucose 1-phosphate	Beta-D-glucose 1-phosphate is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose. Trehalose phosphorylase from Thermoanaerobacter sp. is a glycoside hydrolase family 65 enzyme which catalyzes the reversible breakdown of trehalose [D-glucopyranosyl-alpha(1,1)alpha-D-glucopyranose] to beta-D-glucose 1-phosphate and D-glucose. (PMID 20383018) SgrS is an Hfq-binding small RNA that is induced under glucose phosphate stress in Escherichia coli. (PMID 18650387)		Expected Solid	O[C@H]1O[C@H](OP([O-])([O-])=O)[C@@H](O)[C@H](O)[C@H]1O	C5H9O9P	InChI=1S/C5H11O9P/c6-1-2(7)4(9)13-5(3(1)8)14-15(10,11)12/h1-9H,(H2,10,11,12)/p-2/t1-,2-,3+,4+,5-/m1/s1	VPFDELVVUOEHIT-OGZQUKKDSA-L	243.999516			MMDBc0032159
BASm0019263	4-deoxy-4-formamido-α-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate	4-deoxy-4-formamido-alpha-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate is an intermediate in polymyxin resistance pathway in E.coli. It is a substrate in the reaction 4-deoxy-4-formamido-alpha-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate + H2O -> 4-amino-4-deoxy-alpha-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate + formate. It is also a product for enzyme undecaprenyl phosphate-L-Ara4FN transferase which catalyzes reaction UDP-4-deoxy-4-formamido-beta-L-arabinopyranose + di-trans,octa-cis-undecaprenyl phosphate → 4-deoxy-4-formamido-alpha-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate + UDP (BioCyc compound: CPD0-888).		Expected Solid	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/COP(O)(=O)OC1OCC(NC=O)C(O)C1O	C61H100NO8P	InChI=1S/C61H100NO8P/c1-47(2)23-13-24-48(3)25-14-26-49(4)27-15-28-50(5)29-16-30-51(6)31-17-32-52(7)33-18-34-53(8)35-19-36-54(9)37-20-38-55(10)39-21-40-56(11)41-22-42-57(12)43-44-69-71(66,67)70-61-60(65)59(64)58(45-68-61)62-46-63/h23,25,27,29,31,33,35,37,39,41,43,46,58-61,64-65H,13-22,24,26,28,30,32,34,36,38,40,42,44-45H2,1-12H3,(H,62,63)(H,66,67)/b48-25+,49-27+,50-29-,51-31-,52-33-,53-35-,54-37-,55-39-,56-41-,57-43-	KDTATMYQJZYGGT-QTBHONTMSA-N	1005.718656			MMDBc0032161
BASm0019264	GDP-β-L-fucose	GDP-beta-L-fucose is a sugar nucleotide and a readily available source of fucose. The monosaccharide plays several important metabolic roles in complex carbohydrates and in glycoproteins. Fucosylated oligosaccharides are involved in cell-cell recognition, selectin-mediated leukocyte-endothelial adhesion, and mouse embryogenesis. Fucose is made available during the synthesis of fucosylated glycolipids, oligosaccharides, and glycoproteins via a sugar nucleotide intermediate, specifically GDP-beta-L-fucose.GDP-beta-L-fucose pyrophosphorylase (GFPP, E. C. 2.7.7.30) catalyzes the reversible condensation of guanosine triphosphate and beta-L-fucose-1-phosphate to form the nucleotide-sugar GDP-beta-L-fucose.		Expected Solid	CC1OC(OP([O-])(=O)OP([O-])(=O)OCC2OC(C(O)C2O)N2C=NC3=C2NC(N)=NC3=O)C(O)C(O)C1O	C16H23N5O15P2	InChI=1S/C16H25N5O15P2/c1-4-7(22)9(24)11(26)15(33-4)35-38(30,31)36-37(28,29)32-2-5-8(23)10(25)14(34-5)21-3-18-6-12(21)19-16(17)20-13(6)27/h3-5,7-11,14-15,22-26H,2H2,1H3,(H,28,29)(H,30,31)(H3,17,19,20,27)/p-2	LQEBEXMHBLQMDB-UHFFFAOYSA-L	587.0676862			MMDBc0032163
BASm0019265	N5-methyl--tetrahydropteroyl tri-L-glutamate	N5-methyl--tetrahydropteroyl tri-L-glutamate is an intermediate in L-methionine biosynthesis I and S-adenosyl-L-methionine cycle I in E.coli. In both pathways, it is a substrate for the enzyme cobalamin-dependent methionine synthase which catalyzes the reaction L-homocysteine + N5-methyl--tetrahydropteroyl tri-L-glutamate ‚Üí L-methionine + tetrahydropteroyl tri-L-glutamate (BioCyc compound: CPD-1302).		Expected Solid	CN1C(CNC2=CC=C(C=C2)C(=O)NC(CCC(=O)NC(CCC(=O)NC(CCC([O-])=O)C([O-])=O)C([O-])=O)C([O-])=O)CNC2=C1C(=O)NC(N)=N2	C30H35N9O12	InChI=1S/C30H39N9O12/c1-39-16(13-33-24-23(39)26(45)38-30(31)37-24)12-32-15-4-2-14(3-5-15)25(44)36-19(29(50)51)7-10-21(41)34-17(27(46)47)6-9-20(40)35-18(28(48)49)8-11-22(42)43/h2-5,16-19,32H,6-13H2,1H3,(H,34,41)(H,35,40)(H,36,44)(H,42,43)(H,46,47)(H,48,49)(H,50,51)(H4,31,33,37,38,45)/p-4	HVRNKDVLFAVCJF-UHFFFAOYSA-J	713.2427119			MMDBc0032164
BASm0019266	N1-(5-phospho-β-D-ribosyl)glycinamide	N1-(5-phospho-beta-D-ribosyl)glycinamide is an intermediate in 5-aminoimidazole ribonucleotide biosynthesis I pathway in E.coli. It is a substrate for the enzyme phosphoribosylglycinamide formyltransferase 1 which catalyzes the reaction an N10-formyl-tetrahydrofolate + N1-(5-phospho-beta-D-ribosyl)glycinamide -> a tetrahydrofolate + N2-formyl-N1-(5-phospho-beta-D-ribosyl)glycinamide + H+. It is also a product for enzyme phosphoribosylamine-glycine ligase which catalyzes reaction ATP + 5-phospho-beta-D-ribosylamine + glycine -> ADP + N1-(5-phospho-beta-D-ribosyl)glycinamide + phosphate + H+ (BioCYc: 5-PHOSPHO-RIBOSYL-GLYCINEAMIDE).		Expected Solid	[NH3+]CC(=O)NC1OC(COP([O-])([O-])=O)C(O)C1O	C7H14N2O8P	InChI=1S/C7H15N2O8P/c8-1-4(10)9-7-6(12)5(11)3(17-7)2-16-18(13,14)15/h3,5-7,11-12H,1-2,8H2,(H,9,10)(H2,13,14,15)/p-1	OBQMLSFOUZUIOB-UHFFFAOYSA-M	285.049326			MMDBc0032166
BASm0019267	beta-D-Fructofuranose 1-phosphate	beta-D-fructofuranose 1-phosphate is an intermediate in fructose degradation pathway in E.coli. It is a substrate for the enzyme 1-phosphofructokinase which catalyzes the reaction ATP + beta-D-fructofuranose 1-phosphate -> ADP + fructose 1,6-bisphosphate + H+ (BioCyc compound: FRU1P).		Expected Solid	OCC1OC(O)(COP([O-])([O-])=O)C(O)C1O	C6H11O9P	InChI=1S/C6H13O9P/c7-1-3-4(8)5(9)6(10,15-3)2-14-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/p-2	RHKKZBWRNHGJEZ-UHFFFAOYSA-L	258.0151661			MMDBc0032167
BASm0019268	sn-glycero-3-phosphocholine	sn-Glycero-3-phosphocholine (GPC) is a choline derivative and one of the two major forms of choline storage (along with phosphocholine) in the cytosol. Glycerophosphorylcholine is also osmolyte. GPC is an intermediate of glycerophospholipid metabolism. It is converted from both 2-acyl-sn-glycero-3-phosphocholine and 1-acyl-sn-glycero-3-phosphocholine by lysophospholipase L2 (EC:3.1.1.5). It is converted to choline and sn-glycerol 3-phosphate by glycerophosphodiester phosphodiesterase (EC:3.1.4.46). (KEGG)		Expected Solid	C[N+](C)(C)CCOP([O-])(=O)OCC(O)CO	C8H20NO6P	InChI=1S/C8H20NO6P/c1-9(2,3)4-5-14-16(12,13)15-7-8(11)6-10/h8,10-11H,4-7H2,1-3H3	SUHOQUVVVLNYQR-UHFFFAOYSA-N	257.1028239			MMDBc0032168
BASm0019269	 glycerophosphoserine	Glycerophosphoserine is a phosphodiester. Glycerophosphoserine is a source of phosphate and glycerol for bacteria. Escherichia coli cytosolic glycerophosphodiester phosphodiesterase, UgpQ has broad substrate specificity toward various glycerophosphodiesters, producing sn-glycerol-3-phosphate and the corresponding alcohols. UgpQ accumulates under conditions of phosphate starvation, suggesting that it allows the utilization of glycerophosphodiesters as a source of phosphate. E. coli K12 possesses two systems the salvage of glycerophosphoryl diesters, the Glp system and the Ugp system. In the Glp system, the glpQ gene encodes a periplasmic glycerophosphoryl diester phosphodiesterase (periplasmic GDP) which hydrolyzes deacylated phospholipids to an alcohol and sn-glycerol-3-phosphate. The latter is then transported into the cell by the GlpT transporter. Periplasmic GDP is specific for the glycerophospho- moiety of the substrate, while the alcohol can be any one of several alcohols. This provides the cell with the capability of channeling a wide variety of glycerophosphodiesters into the glpQT-encoded dissimilatory system. In the Ugp system the diesters are hydrolyzed during transport at the cytoplasmic side of the inner membrane to sn-glycerol-3-phosphate and an alcohol by a cytoplasmic GDP, an enzyme encoded by the ugpQ gene. The Ugp system is induced when the cells are starved for inorganic phospate, which is generates phosphate by the system. In E. coli sn-glycerol-3-phosphate can be further metabolized to dihydroxyacetone phosphate by either of two membrane-bound enzymes, depending on the growth conditions. The presumed role of this process is the salvage of glycerol and glycerol phosphates generated by the breakdown of phospholipids and triacylglycerol.		Expected Solid	[NH3+]C(COP([O-])(=O)OCC(O)CO)C([O-])=O	C6H13NO8P	InChI=1S/C6H14NO8P/c7-5(6(10)11)3-15-16(12,13)14-2-4(9)1-8/h4-5,8-9H,1-3,7H2,(H,10,11)(H,12,13)/p-1	ZWZWYGMENQVNFU-UHFFFAOYSA-M	258.038427			MMDBc0032170
BASm0019270	UDP-N-acetyl-α-D-muramoyl-L-alanyl-γ-D-glutamyl-meso-2,6-diaminopimeloyl-D-alanyl-D-alanine	UDP-N-acetyl-alpha-D-muramoyl-L-alanyl-gamma-D-glutamyl-meso-2,6-diaminopimeloyl-D-alanyl-D-alanine is an intermediate in peptidoglycan biosynthesis I (meso-diaminopimelate containing) in E.coli. It is a substrate for the enzyme phospho-N-acetylmuramoyl-pentapeptide transferase which catalyzes the reaction UDP-N-acetyl-alpha-D-muramoyl-L-alanyl-gamma-D-glutamyl-meso-2,6-diaminopimeloyl-D-alanyl-D-alanine + di-trans,octa-cis-undecaprenyl phosphate -> undecaprenyldiphospho-N-acetylmuramoyl-L-alanyl-gamma-D-glutamyl-meso-2,6-diaminopimeloyl-D-alanyl-D-alanine + UMP. It is also a product for enzyme D-alanyl-D-alanine-adding enzyme which catalyzes reaction D-alanyl-D-alanine + UDP-N-acetyl-alpha-D-muramoyl-L-alanyl-gamma-D-glutamyl-meso-2,6-diaminopimelate + ATP → UDP-N-acetyl-alpha-D-muramoyl-L-alanyl-gamma-D-glutamyl-meso-2,6-diaminopimeloyl-D-alanyl-D-alanine + ADP + phosphate + H+ (BioCyc compound: C1).		Expected Solid	CC(NC(=O)C(C)NC(=O)C(CCCC([NH3+])C([O-])=O)NC(=O)CCC(NC(=O)C(C)NC(=O)C(C)OC1C(O)C(CO)OC(OP([O-])(=O)OP([O-])(=O)OCC2OC(C(O)C2O)N2C=CC(=O)NC2=O)C1NC(C)=O)C([O-])=O)C([O-])=O	C41H61N9O28P2	InChI=1S/C41H65N9O28P2/c1-15(32(58)45-17(3)37(62)63)44-35(61)21(8-6-7-20(42)38(64)65)47-25(53)10-9-22(39(66)67)48-33(59)16(2)43-34(60)18(4)74-31-27(46-19(5)52)40(76-23(13-51)29(31)56)77-80(71,72)78-79(69,70)73-14-24-28(55)30(57)36(75-24)50-12-11-26(54)49-41(50)68/h11-12,15-18,20-24,27-31,36,40,51,55-57H,6-10,13-14,42H2,1-5H3,(H,43,60)(H,44,61)(H,45,58)(H,46,52)(H,47,53)(H,48,59)(H,62,63)(H,64,65)(H,66,67)(H,69,70)(H,71,72)(H,49,54,68)/p-4	IMWOXEZVYQDRDF-UHFFFAOYSA-J	1189.312321			MMDBc0032171
BASm0019271	ferroheme b	Ferroheme b or heme B (also known as protoheme IX) is the most abundant heme in nature. E. coli is known to produce 4 different hemes: protoheme IX (heme B), heme C, heme D, and siroheme. A heme or haem is a prosthetic group that consists of an iron atom contained in the center of a large heterocyclic organic ring called a porphyrin. Not all porphyrins contain iron, but a substantial fraction of porphyrin-containing metalloproteins have heme as their prosthetic subunit; these are known as hemoproteins. Generally, heme B is attached to the surrounding protein matrix (known as the apoprotein) through a single coordination bond between the heme iron and an amino-acid side-chain. When oxygen is bound the iron becomes hexacoordinated. Since the iron in heme B containing proteins is bound to the four nitrogens of the porphyrin (forming a plane) and a single electron donating atom of the protein, the iron is often in a pentacoordinate state.		Expected Solid	[Fe].CC1=C(CCC([O-])=O)C2=N\C\1=C/C1=C(C=C)C(C)=C([N-]1)\C=C1/[N-]\C(=C/C3=N/C(=C\2)/C(CCC([O-])=O)=C3C)C(C)=C1C=C	C34H30FeN4O4	InChI=1S/C34H34N4O4.Fe/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25;/h7-8,13-16H,1-2,9-12H2,3-6H3,(H4,35,36,37,38,39,40,41,42);/p-4/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-;	RNQMHXMGXVQRMV-RGGAHWMASA-J	614.163836			MMDBc0032172
BASm0019272	3-(N-morpholino)propanesulfonate	FMNH2-dependent alkanesulfonate monooxygenase (gene name: ssuD) is an enzyme which catalyses the reaction 3-(N-morpholino)propanesulfonate + FMNH2 + oxygen ‚Üí 3-(N-morpholino)propanal + sulfite + FMN + H2O + 2 H+ (BioCyc compound: CPD0-1958).		Expected Solid	OS(=O)(=O)CCCN1CCOCC1	C7H15NO4S	InChI=1S/C7H15NO4S/c9-13(10,11)7-1-2-8-3-5-12-6-4-8/h1-7H2,(H,9,10,11)	DVLFYONBTKHTER-UHFFFAOYSA-N	209.0721787			MMDBc0032173
BASm0019273	N-acetyl-α-D-glucosaminyl-diphospho-ditrans,octacis-undecaprenol	N-acetyl-alpha-D-glucosaminyl-diphospho-ditrans,octacis-undecaprenol is an intermediate in several pathways in E. coli, beta-D-galactosaminyl-(1→3)-N-acetyl-alpha-D-galactosamine biosynthesis, enterobacterial common antigen biosynthesis, and teichoic acid (poly-glycerol) biosynthesis, where it is a substrate of N-acetyl-alpha-D-glucosaminyl-diphospho-ditrans,octacis-undecaprenol 4-epimerase, UDP-N-acetyl-D-mannosaminuronic acid transferase and UDP-N-acetylmannosamine transferase. It is also a product of undecaprenyl-phosphate alpha-N-acetylglucosaminyl transferase in these pathways (BioCyc compound: ACETYL-D-GLUCOSAMINYLDIPHOSPHO-UNDECAPRE).		Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP(O)(=O)OP(O)(=O)OC1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])N=C(C)O)=C(\C)CCC=C(C)C	C63H105NO12P2	InChI=1S/C63H105NO12P2/c1-47(2)24-14-25-48(3)26-15-27-49(4)28-16-29-50(5)30-17-31-51(6)32-18-33-52(7)34-19-35-53(8)36-20-37-54(9)38-21-39-55(10)40-22-41-56(11)42-23-43-57(12)44-45-73-77(69,70)76-78(71,72)75-63-60(64-58(13)66)62(68)61(67)59(46-65)74-63/h24,26,28,30,32,34,36,38,40,42,44,59-63,65,67-68H,14-23,25,27,29,31,33,35,37,39,41,43,45-46H2,1-13H3,(H,64,66)(H,69,70)(H,71,72)/b48-26+,49-28+,50-30-,51-32-,52-34-,53-36-,54-38-,55-40-,56-42-,57-44-/t59-,60-,61-,62-,63?/m1/s1	NEVJGTXBHJNFAZ-PSDVTIBRSA-N	1129.711202			MMDBc0032176
BASm0019274	PA(18:0/18:0)	PA(18:0/18:0) is a phosphatidic acid, a type of glycerophospholipid. There is limited literature available on this specific metabolite, indicating a need for further research to fully understand its biochemical roles and implications.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCC	C39H77O8P	InChI=1S/C39H77O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h37H,3-36H2,1-2H3,(H2,42,43,44)/t37-/m1/s1	YFWHNAWEOZTIPI-DIPNUNPCSA-N	704.5356064			MMDBc0032179
BASm0019275	tetrahydropteroyl mono-L-glutamate	Tetrahydropteroyl mono-L-glutamate, also known as tetrahydrofolate is a soluble coenzyme (vitamin B9) that is synthesized de novo by plants and microorganisms, and absorbed from the diet by animals. It is composed of three distinct parts: a pterin ring, a p-ABA (p-aminobenzoic acid) and a polyglutamate chain with a number of residues varying between 1 and 8. Only the tetra-reduced form of the molecule serves as a coenzyme for C1 transfer reactions. In biological systems, the C1-units exist under various oxidation states and the different tetrahydrofolate derivatives constitute a family of related molecules named indistinctly under the generic term folate. (PMID 16042593)		Expected Solid	NC1=NC(=O)C2=C(NCC(CNC3=CC=C(C=C3)C(=O)NC(CCC([O-])=O)C([O-])=O)N2)N1	C19H21N7O6	InChI=1S/C19H23N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,11-12,21,23H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/p-2	MSTNYGQPCMXVAQ-UHFFFAOYSA-L	443.1564286			MMDBc0032180
BASm0019276	PG(10:0/10:0)	PG(10:0/10:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0/10:0), in particular, consists of two decanoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C26H51O10P	InChI=1S/C26H51O10P/c1-3-5-7-9-11-13-15-17-25(29)33-21-24(22-35-37(31,32)34-20-23(28)19-27)36-26(30)18-16-14-12-10-8-6-4-2/h23-24,27-28H,3-22H2,1-2H3,(H,31,32)/t23-,24-/m1/s1	IOLZSQRFJBMYSU-DNQXCXABSA-N	554.3219848			MMDBc0032181
BASm0019277	PG(18:1(9Z)/14:0)	PG(14:0/18:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/18:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC	C38H73O10P	InChI=1S/C38H73O10P/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-37(41)45-33-36(34-47-49(43,44)46-32-35(40)31-39)48-38(42)30-28-26-24-22-19-14-12-10-8-6-4-2/h16-17,35-36,39-40H,3-15,18-34H2,1-2H3,(H,43,44)/b17-16-/t35-,36+/m0/s1	FBARYMBEIJYCAX-XONOHRBRSA-N	720.4941355			MMDBc0032182
BASm0019278	PG(15:0/16:0)	PG(16:0/15:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/15:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C37H73O10P	InChI=1S/C37H73O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(41)47-35(33-46-48(42,43)45-31-34(39)30-38)32-44-36(40)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h34-35,38-39H,3-33H2,1-2H3,(H,42,43)/t34-,35+/m0/s1	XJCOWHHMMBKIKB-OIDHKYIRSA-N	708.4941355			MMDBc0032183
BASm0019279	PG(22:5(7Z,10Z,13Z,16Z,19Z)/16:0)	PG(16:0/22:5(7Z,10Z,13Z,16Z,19Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/22:5(7Z,10Z,13Z,16Z,19Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 7Z,10Z,13Z,16Z,19Z-docosapentaenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCCCCCCCC	C44H77O10P	InChI=1S/C44H77O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-25-27-29-31-33-35-43(47)51-39-42(40-53-55(49,50)52-38-41(46)37-45)54-44(48)36-34-32-30-28-26-23-16-14-12-10-8-6-4-2/h5,7,11,13,17-18,20-21,24-25,41-42,45-46H,3-4,6,8-10,12,14-16,19,22-23,26-40H2,1-2H3,(H,49,50)/b7-5-,13-11-,18-17-,21-20-,25-24-/t41-,42+/m0/s1	IUTIUWYTMFXMMO-RUVFBLPJSA-N	796.5254357			MMDBc0032184
BASm0019280	PG(16:1(9Z)/12:0)	PG(16:1(9Z)/12:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/12:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C34H65O10P	InChI=1S/C34H65O10P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-34(38)44-32(30-43-45(39,40)42-28-31(36)27-35)29-41-33(37)25-23-21-19-17-12-10-8-6-4-2/h13-14,31-32,35-36H,3-12,15-30H2,1-2H3,(H,39,40)/b14-13-/t31-,32+/m0/s1	WXOIAUMPJKJVKS-BGCJVFQUSA-N	664.4315353			MMDBc0032185
BASm0019281	PG(16:1(9Z)/15:0)	PG(16:1(9Z)/15:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/15:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C37H71O10P	InChI=1S/C37H71O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(41)47-35(33-46-48(42,43)45-31-34(39)30-38)32-44-36(40)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,34-35,38-39H,3-12,14,16-33H2,1-2H3,(H,42,43)/b15-13-/t34-,35+/m0/s1	XINYTKIWPKLZAT-RLMMGFKESA-N	706.4784855			MMDBc0032186
BASm0019282	PG(12:0/18:0)	PG(18:0/12:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/12:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C36H71O10P	InChI=1S/C36H71O10P/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-36(40)46-34(32-45-47(41,42)44-30-33(38)29-37)31-43-35(39)27-25-23-21-19-12-10-8-6-4-2/h33-34,37-38H,3-32H2,1-2H3,(H,41,42)/t33-,34+/m0/s1	HLUNRBJVJBCPOS-SZAHLOSFSA-N	694.4784855			MMDBc0032187
BASm0019283	PG(14:0/18:0)	PG(18:0/14:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/14:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C38H75O10P	InChI=1S/C38H75O10P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-38(42)48-36(34-47-49(43,44)46-32-35(40)31-39)33-45-37(41)29-27-25-23-21-19-14-12-10-8-6-4-2/h35-36,39-40H,3-34H2,1-2H3,(H,43,44)/t35-,36+/m0/s1	RZIRDOIKNAPAKQ-MPQUPPDSSA-N	722.5097856			MMDBc0032188
BASm0019284	PG(15:0/18:0)	PG(18:0/15:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/15:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C39H77O10P	InChI=1S/C39H77O10P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-39(43)49-37(35-48-50(44,45)47-33-36(41)32-40)34-46-38(42)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h36-37,40-41H,3-35H2,1-2H3,(H,44,45)/t36-,37+/m0/s1	UMBWADWRQBQDRD-PQQNNWGCSA-N	736.5254357			MMDBc0032189
BASm0019285	PG(16:0/18:0)	PG(18:0/16:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/16:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C40H79O10P	InChI=1S/C40H79O10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h37-38,41-42H,3-36H2,1-2H3,(H,45,46)/t37-,38+/m0/s1	KBPVYRBBONZJHF-QPPIDDCLSA-N	750.5410853			MMDBc0032190
BASm0019286	PG(18:1(11Z)/18:0)	PG(18:0/18:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/18:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C42H81O10P	InChI=1S/C42H81O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(45)49-37-40(38-51-53(47,48)50-36-39(44)35-43)52-42(46)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,39-40,43-44H,3-12,14,16-38H2,1-2H3,(H,47,48)/b15-13-/t39-,40+/m0/s1	HSJNITDXQQDYMJ-KZUSSCLUSA-N	776.5567353			MMDBc0032191
BASm0019287	PG(18:1(9Z)/18:0)	PG(18:0/18:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/18:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C42H81O10P	InChI=1S/C42H81O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(45)49-37-40(38-51-53(47,48)50-36-39(44)35-43)52-42(46)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17,19,39-40,43-44H,3-16,18,20-38H2,1-2H3,(H,47,48)/b19-17-/t39-,40+/m0/s1	URDBSUCIYKJPCG-INSSKLQOSA-N	776.5567353			MMDBc0032192
BASm0019288	PG(18:0/18:1(11Z))	PG(18:1(11Z)/18:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/18:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C42H81O10P	InChI=1S/C42H81O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(45)49-37-40(38-51-53(47,48)50-36-39(44)35-43)52-42(46)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,39-40,43-44H,3-13,15,17-38H2,1-2H3,(H,47,48)/b16-14-/t39-,40+/m0/s1	DLNHWYPDKXOVLH-KBTQSRGQSA-N	776.5567353			MMDBc0032193
BASm0019289	PG(18:1(9Z)/18:1(11Z))	PG(18:1(11Z)/18:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C42H79O10P	InChI=1S/C42H79O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(45)49-37-40(38-51-53(47,48)50-36-39(44)35-43)52-42(46)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16-17,19,39-40,43-44H,3-13,15,18,20-38H2,1-2H3,(H,47,48)/b16-14-,19-17-/t39-,40+/m0/s1	NTMBJQYQYMPGRM-MYVKIHSOSA-N	774.5410853			MMDBc0032194
BASm0019290	PG(12:0/18:1(9Z))	PG(18:1(9Z)/12:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/12:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C36H69O10P	InChI=1S/C36H69O10P/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-36(40)46-34(32-45-47(41,42)44-30-33(38)29-37)31-43-35(39)27-25-23-21-19-12-10-8-6-4-2/h15-16,33-34,37-38H,3-14,17-32H2,1-2H3,(H,41,42)/b16-15-/t33-,34+/m0/s1	QNXFSDDYPGKBOX-WYRVCTHCSA-N	692.4628354			MMDBc0032195
BASm0019291	PG(15:0/18:1(9Z))	PG(18:1(9Z)/15:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/15:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C39H75O10P	InChI=1S/C39H75O10P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-39(43)49-37(35-48-50(44,45)47-33-36(41)32-40)34-46-38(42)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h17-18,36-37,40-41H,3-16,19-35H2,1-2H3,(H,44,45)/b18-17-/t36-,37+/m0/s1	CAKDJPLPYOYWLK-FMECKOKGSA-N	734.5097856			MMDBc0032197
BASm0019292	PG(18:0/18:1(9Z))	PG(18:1(9Z)/18:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/18:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C42H81O10P	InChI=1S/C42H81O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(45)49-37-40(38-51-53(47,48)50-36-39(44)35-43)52-42(46)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20,39-40,43-44H,3-17,19,21-38H2,1-2H3,(H,47,48)/b20-18-/t39-,40+/m0/s1	ZEFGRNLJASLRBZ-QIJYXWHJSA-N	776.5567353			MMDBc0032198
BASm0019293	PG(18:1(11Z)/18:1(9Z))	PG(18:1(9Z)/18:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C42H79O10P	InChI=1S/C42H79O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(45)49-37-40(38-51-53(47,48)50-36-39(44)35-43)52-42(46)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,18,20,39-40,43-44H,3-12,14,16-17,19,21-38H2,1-2H3,(H,47,48)/b15-13-,20-18-/t39-,40+/m0/s1	MANUXINXZIXGSR-ZRXIRQNBSA-N	774.5410853			MMDBc0032199
BASm0019294	PGP(10:0/10:0)	PGP(10:0/10:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0/10:0), in particular, consists of two decanoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C26H52O13P2	InChI=1S/C26H52O13P2/c1-3-5-7-9-11-13-15-17-25(28)35-21-24(39-26(29)18-16-14-12-10-8-6-4-2)22-38-41(33,34)37-20-23(27)19-36-40(30,31)32/h23-24,27H,3-22H2,1-2H3,(H,33,34)(H2,30,31,32)/t23-,24-/m1/s1	GWYHIFXNUFBOBE-DNQXCXABSA-N	634.2883157			MMDBc0032200
BASm0019295	PGP(14:0/16:0)	PGP(14:0/16:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/16:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C36H72O13P2	InChI=1S/C36H72O13P2/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-36(39)49-34(32-48-51(43,44)47-30-33(37)29-46-50(40,41)42)31-45-35(38)27-25-23-21-19-17-14-12-10-8-6-4-2/h33-34,37H,3-32H2,1-2H3,(H,43,44)(H2,40,41,42)/t33-,34-/m1/s1	OZRIMYDVQLEXTQ-KKLWWLSJSA-N	774.4448164			MMDBc0032201
BASm0019296	PGP(14:0/16:1(9Z))	PGP(14:0/16:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/16:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C36H70O13P2	InChI=1S/C36H70O13P2/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-36(39)49-34(32-48-51(43,44)47-30-33(37)29-46-50(40,41)42)31-45-35(38)27-25-23-21-19-17-14-12-10-8-6-4-2/h13,15,33-34,37H,3-12,14,16-32H2,1-2H3,(H,43,44)(H2,40,41,42)/b15-13-/t33-,34-/m1/s1	QHICLUGVKKAUEG-KDTZILTOSA-N	772.4291663			MMDBc0032202
BASm0019297	PGP(14:0/17:0)	PGP(14:0/17:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/17:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one heptadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC	C37H74O13P2	InChI=1S/C37H74O13P2/c1-3-5-7-9-11-13-15-16-17-19-21-23-25-27-29-37(40)50-35(33-49-52(44,45)48-31-34(38)30-47-51(41,42)43)32-46-36(39)28-26-24-22-20-18-14-12-10-8-6-4-2/h34-35,38H,3-33H2,1-2H3,(H,44,45)(H2,41,42,43)/t34-,35-/m1/s1	XDDDFVCPYPAKHI-VSJLXWSYSA-N	788.4604664			MMDBc0032203
BASm0019298	PGP(14:0/18:1(11Z))	PGP(14:0/18:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/18:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C38H74O13P2	InChI=1S/C38H74O13P2/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-38(41)51-36(34-50-53(45,46)49-32-35(39)31-48-52(42,43)44)33-47-37(40)29-27-25-23-21-19-14-12-10-8-6-4-2/h13,15,35-36,39H,3-12,14,16-34H2,1-2H3,(H,45,46)(H2,42,43,44)/b15-13-/t35-,36-/m1/s1	YKNALEZXZGJPNH-YNJXHKFOSA-N	800.4604664			MMDBc0032204
BASm0019299	PGP(14:0/18:1(9Z))	PGP(14:0/18:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/18:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C38H74O13P2	InChI=1S/C38H74O13P2/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-38(41)51-36(34-50-53(45,46)49-32-35(39)31-48-52(42,43)44)33-47-37(40)29-27-25-23-21-19-14-12-10-8-6-4-2/h16-17,35-36,39H,3-15,18-34H2,1-2H3,(H,45,46)(H2,42,43,44)/b17-16-/t35-,36-/m1/s1	DXZFPCWGCCXEGC-RDOHSTBBSA-N	800.4604664			MMDBc0032205
BASm0019300	PGP(14:0/19:0)	PGP(14:0/19:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/19:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one nonadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC	C39H78O13P2	InChI=1S/C39H78O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-21-23-25-27-29-31-39(42)52-37(35-51-54(46,47)50-33-36(40)32-49-53(43,44)45)34-48-38(41)30-28-26-24-22-20-14-12-10-8-6-4-2/h36-37,40H,3-35H2,1-2H3,(H,46,47)(H2,43,44,45)/t36-,37-/m1/s1	MNIXTIMZZVKHOZ-FZNHDDJXSA-N	816.4917666			MMDBc0032206
BASm0019301	PGP(16:0/14:0)	PGP(16:0/14:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/14:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C36H72O13P2	InChI=1S/C36H72O13P2/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-35(38)45-31-34(32-48-51(43,44)47-30-33(37)29-46-50(40,41)42)49-36(39)28-26-24-22-20-17-14-12-10-8-6-4-2/h33-34,37H,3-32H2,1-2H3,(H,43,44)(H2,40,41,42)/t33-,34-/m1/s1	GLZAOZNOJVVKKP-KKLWWLSJSA-N	774.4448164			MMDBc0032207
BASm0019302	PGP(16:0/15:0)	PGP(16:0/15:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/15:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C37H74O13P2	InChI=1S/C37H74O13P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-36(39)46-32-35(33-49-52(44,45)48-31-34(38)30-47-51(41,42)43)50-37(40)29-27-25-23-21-18-16-14-12-10-8-6-4-2/h34-35,38H,3-33H2,1-2H3,(H,44,45)(H2,41,42,43)/t34-,35-/m1/s1	PIBJUWHBFDREJR-VSJLXWSYSA-N	788.4604664			MMDBc0032208
BASm0019303	PGP(16:0/17:0)	PGP(16:0/17:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/17:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one heptadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC	C39H78O13P2	InChI=1S/C39H78O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-39(42)52-37(35-51-54(46,47)50-33-36(40)32-49-53(43,44)45)34-48-38(41)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h36-37,40H,3-35H2,1-2H3,(H,46,47)(H2,43,44,45)/t36-,37-/m1/s1	WXZDXJQCIHXXPQ-FZNHDDJXSA-N	816.4917666			MMDBc0032209
BASm0019304	PGP(16:0/19:0)	PGP(16:0/19:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/19:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one nonadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC	C41H82O13P2	InChI=1S/C41H82O13P2/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-41(44)54-39(37-53-56(48,49)52-35-38(42)34-51-55(45,46)47)36-50-40(43)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h38-39,42H,3-37H2,1-2H3,(H,48,49)(H2,45,46,47)/t38-,39-/m1/s1	OWZWYSZGRSBZLS-LJEWAXOPSA-N	844.5230667			MMDBc0032210
BASm0019305	PGP(16:1(9Z)/12:0)	PGP(16:1(9Z)/12:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/12:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC	C34H66O13P2	InChI=1S/C34H66O13P2/c1-3-5-7-9-11-13-14-15-16-18-19-21-23-25-33(36)43-29-32(47-34(37)26-24-22-20-17-12-10-8-6-4-2)30-46-49(41,42)45-28-31(35)27-44-48(38,39)40/h13-14,31-32,35H,3-12,15-30H2,1-2H3,(H,41,42)(H2,38,39,40)/b14-13-/t31-,32-/m1/s1	MOPFGEJOAJRJKW-WIHLJCLOSA-N	744.3978662			MMDBc0032211
BASm0019306	PGP(16:1(9Z)/14:0)	PGP(16:1(9Z)/14:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/14:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC	C36H70O13P2	InChI=1S/C36H70O13P2/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-35(38)45-31-34(32-48-51(43,44)47-30-33(37)29-46-50(40,41)42)49-36(39)28-26-24-22-20-17-14-12-10-8-6-4-2/h13,15,33-34,37H,3-12,14,16-32H2,1-2H3,(H,43,44)(H2,40,41,42)/b15-13-/t33-,34-/m1/s1	SKWGAGXTDPAFNH-KDTZILTOSA-N	772.4291663			MMDBc0032212
BASm0019307	PGP(16:1(9Z)/15:0)	PGP(16:1(9Z)/15:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/15:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCC	C37H72O13P2	InChI=1S/C37H72O13P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-36(39)46-32-35(33-49-52(44,45)48-31-34(38)30-47-51(41,42)43)50-37(40)29-27-25-23-21-18-16-14-12-10-8-6-4-2/h13,15,34-35,38H,3-12,14,16-33H2,1-2H3,(H,44,45)(H2,41,42,43)/b15-13-/t34-,35-/m1/s1	TZYYLQINZIPXND-BBUHJJAOSA-N	786.4448164			MMDBc0032213
BASm0019308	PGP(16:1(9Z)/17:0)	PGP(16:1(9Z)/17:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/17:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one heptadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCC	C39H76O13P2	InChI=1S/C39H76O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-39(42)52-37(35-51-54(46,47)50-33-36(40)32-49-53(43,44)45)34-48-38(41)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,36-37,40H,3-13,15,17-35H2,1-2H3,(H,46,47)(H2,43,44,45)/b16-14-/t36-,37-/m1/s1	QUMUNJYRRDQHJK-OAQISMCJSA-N	814.4761165			MMDBc0032214
BASm0019309	PGP(16:1(9Z)/18:3(9Z,12Z,15Z))	PGP(16:1(9Z)/18:3(9Z,12Z,15Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/18:3(9Z,12Z,15Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 9Z,12Z,15Z-octadecatrienoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC	C40H72O13P2	InChI=1S/C40H72O13P2/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(43)53-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)35-49-39(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h5,7,11,13-14,16-18,37-38,41H,3-4,6,8-10,12,15,19-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b7-5-,13-11-,16-14-,18-17-/t37-,38+/m0/s1	BWXRBYQNARBPBA-NJXCWUJZSA-N	822.4448164			MMDBc0032215
BASm0019310	PGP(16:1(9Z)/19:0)	PGP(16:1(9Z)/19:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/19:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one nonadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC	C41H80O13P2	InChI=1S/C41H80O13P2/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-41(44)54-39(37-53-56(48,49)52-35-38(42)34-51-55(45,46)47)36-50-40(43)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h14,16,38-39,42H,3-13,15,17-37H2,1-2H3,(H,48,49)(H2,45,46,47)/b16-14-/t38-,39-/m1/s1	KPIFJDMTJNCWRF-GYNJEZAQSA-N	842.5074166			MMDBc0032216
BASm0019311	PGP(17:0/14:0)	PGP(17:0/14:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(17:0/14:0), in particular, consists of one heptadecanoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C37H74O13P2	InChI=1S/C37H74O13P2/c1-3-5-7-9-11-13-15-16-17-19-20-22-24-26-28-36(39)46-32-35(33-49-52(44,45)48-31-34(38)30-47-51(41,42)43)50-37(40)29-27-25-23-21-18-14-12-10-8-6-4-2/h34-35,38H,3-33H2,1-2H3,(H,44,45)(H2,41,42,43)/t34-,35-/m1/s1	SZCLJPIVLJQZAL-VSJLXWSYSA-N	788.4604664			MMDBc0032217
BASm0019312	PGP(17:0/16:0)	PGP(17:0/16:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(17:0/16:0), in particular, consists of one heptadecanoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C39H78O13P2	InChI=1S/C39H78O13P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-38(41)48-34-37(35-51-54(46,47)50-33-36(40)32-49-53(43,44)45)52-39(42)31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h36-37,40H,3-35H2,1-2H3,(H,46,47)(H2,43,44,45)/t36-,37-/m1/s1	WJWYSHXVCBHPJZ-FZNHDDJXSA-N	816.4917666			MMDBc0032218
BASm0019313	PGP(17:0/16:1(9Z))	PGP(17:0/16:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(17:0/16:1(9Z)), in particular, consists of one heptadecanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C39H76O13P2	InChI=1S/C39H76O13P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-38(41)48-34-37(35-51-54(46,47)50-33-36(40)32-49-53(43,44)45)52-39(42)31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h14,16,36-37,40H,3-13,15,17-35H2,1-2H3,(H,46,47)(H2,43,44,45)/b16-14-/t36-,37-/m1/s1	VDRUHTQOVGTRGI-OAQISMCJSA-N	814.4761165			MMDBc0032219
BASm0019314	PGP(17:0/17:0)	PGP(17:0/17:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(17:0/17:0), in particular, consists of two heptadecanoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC	C40H80O13P2	InChI=1S/C40H80O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-39(42)49-35-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)53-40(43)32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h37-38,41H,3-36H2,1-2H3,(H,47,48)(H2,44,45,46)/t37-,38-/m1/s1	ADALLWYUDUHYRP-XPSQVAKYSA-N	830.5074166			MMDBc0032220
BASm0019315	PGP(17:0/18:1(11Z))	PGP(17:0/18:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(17:0/18:1(11Z)), in particular, consists of one heptadecanoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C41H80O13P2	InChI=1S/C41H80O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(44)54-39(37-53-56(48,49)52-35-38(42)34-51-55(45,46)47)36-50-40(43)32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,38-39,42H,3-12,14,16-37H2,1-2H3,(H,48,49)(H2,45,46,47)/b15-13-/t38-,39-/m1/s1	JCWUVUJKWXWDDP-WRKYLRESSA-N	842.5074166			MMDBc0032221
BASm0019316	PGP(17:0/19:0)	PGP(17:0/19:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(17:0/19:0), in particular, consists of one heptadecanoyl chain  to the C-1 atom, and one nonadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC	C42H84O13P2	InChI=1S/C42H84O13P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-42(45)55-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)37-51-41(44)33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h39-40,43H,3-38H2,1-2H3,(H,49,50)(H2,46,47,48)/t39-,40-/m1/s1	WJTFLPLDDVKVOQ-XRSDMRJBSA-N	858.5387168			MMDBc0032222
BASm0019317	PGP(18:0/12:0)	PGP(18:0/12:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/12:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C36H72O13P2	InChI=1S/C36H72O13P2/c1-3-5-7-9-11-13-14-15-16-17-18-20-21-23-25-27-35(38)45-31-34(49-36(39)28-26-24-22-19-12-10-8-6-4-2)32-48-51(43,44)47-30-33(37)29-46-50(40,41)42/h33-34,37H,3-32H2,1-2H3,(H,43,44)(H2,40,41,42)/t33-,34-/m1/s1	BZPMMWAGKKXSKG-KKLWWLSJSA-N	774.4448164			MMDBc0032223
BASm0019318	PGP(18:0/14:0)	PGP(18:0/14:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/14:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C38H76O13P2	InChI=1S/C38H76O13P2/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-37(40)47-33-36(34-50-53(45,46)49-32-35(39)31-48-52(42,43)44)51-38(41)30-28-26-24-22-19-14-12-10-8-6-4-2/h35-36,39H,3-34H2,1-2H3,(H,45,46)(H2,42,43,44)/t35-,36-/m1/s1	QZHGDLFVPFNLSX-LQFQNGICSA-N	802.4761165			MMDBc0032224
BASm0019319	PGP(18:0/15:0)	PGP(18:0/15:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/15:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C39H78O13P2	InChI=1S/C39H78O13P2/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-38(41)48-34-37(35-51-54(46,47)50-33-36(40)32-49-53(43,44)45)52-39(42)31-29-27-25-23-20-16-14-12-10-8-6-4-2/h36-37,40H,3-35H2,1-2H3,(H,46,47)(H2,43,44,45)/t36-,37-/m1/s1	UJLXLLFQZUIXLO-FZNHDDJXSA-N	816.4917666			MMDBc0032225
BASm0019320	PGP(18:0/16:0)	PGP(18:0/16:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/16:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C40H80O13P2	InChI=1S/C40H80O13P2/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-39(42)49-35-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)53-40(43)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h37-38,41H,3-36H2,1-2H3,(H,47,48)(H2,44,45,46)/t37-,38-/m1/s1	XHQRSMDNNVZHKZ-XPSQVAKYSA-N	830.5074166			MMDBc0032226
BASm0019321	PGP(18:0/18:1(9Z))	PGP(18:0/18:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/18:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C42H82O13P2	InChI=1S/C42H82O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(44)51-37-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)55-42(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20,39-40,43H,3-17,19,21-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b20-18-/t39-,40-/m1/s1	BMZNSWFWGALIKJ-QDERSAEESA-N	856.5230667			MMDBc0032227
BASm0019322	PGP(18:1(11Z)/14:0)	PGP(18:1(11Z)/14:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/14:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC	C38H74O13P2	InChI=1S/C38H74O13P2/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-37(40)47-33-36(34-50-53(45,46)49-32-35(39)31-48-52(42,43)44)51-38(41)30-28-26-24-22-19-14-12-10-8-6-4-2/h13,15,35-36,39H,3-12,14,16-34H2,1-2H3,(H,45,46)(H2,42,43,44)/b15-13-/t35-,36-/m1/s1	MMLJMKLJAVIZQK-YNJXHKFOSA-N	800.4604664			MMDBc0032228
BASm0019323	PGP(18:1(11Z)/17:0)	PGP(18:1(11Z)/17:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/17:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one heptadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCC	C41H80O13P2	InChI=1S/C41H80O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-40(43)50-36-39(37-53-56(48,49)52-35-38(42)34-51-55(45,46)47)54-41(44)33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h13,15,38-39,42H,3-12,14,16-37H2,1-2H3,(H,48,49)(H2,45,46,47)/b15-13-/t38-,39-/m1/s1	NWOZGWBSTNJJAX-WRKYLRESSA-N	842.5074166			MMDBc0032229
BASm0019324	PGP(18:1(11Z)/19:0)	PGP(18:1(11Z)/19:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/19:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one nonadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC	C43H84O13P2	InChI=1S/C43H84O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-43(46)56-41(39-55-58(50,51)54-37-40(44)36-53-57(47,48)49)38-52-42(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,40-41,44H,3-13,15,17-39H2,1-2H3,(H,50,51)(H2,47,48,49)/b16-14-/t40-,41-/m1/s1	IYWRJLKOLCXYAV-RHYWPTEDSA-N	870.5387168			MMDBc0032230
BASm0019325	PGP(18:1(9Z)/12:0)	PGP(18:1(9Z)/12:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/12:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC	C36H70O13P2	InChI=1S/C36H70O13P2/c1-3-5-7-9-11-13-14-15-16-17-18-20-21-23-25-27-35(38)45-31-34(49-36(39)28-26-24-22-19-12-10-8-6-4-2)32-48-51(43,44)47-30-33(37)29-46-50(40,41)42/h15-16,33-34,37H,3-14,17-32H2,1-2H3,(H,43,44)(H2,40,41,42)/b16-15-/t33-,34-/m1/s1	MKLVCSAFYBGLAR-FKRKJWBESA-N	772.4291663			MMDBc0032231
BASm0019326	PGP(18:1(9Z)/14:0)	PGP(18:1(9Z)/14:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/14:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC	C38H74O13P2	InChI=1S/C38H74O13P2/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-37(40)47-33-36(34-50-53(45,46)49-32-35(39)31-48-52(42,43)44)51-38(41)30-28-26-24-22-19-14-12-10-8-6-4-2/h16-17,35-36,39H,3-15,18-34H2,1-2H3,(H,45,46)(H2,42,43,44)/b17-16-/t35-,36-/m1/s1	FXTZTRBGSCJPCE-RDOHSTBBSA-N	800.4604664			MMDBc0032232
BASm0019327	PGP(18:1(9Z)/15:0)	PGP(18:1(9Z)/15:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/15:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C39H76O13P2	InChI=1S/C39H76O13P2/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-38(41)48-34-37(35-51-54(46,47)50-33-36(40)32-49-53(43,44)45)52-39(42)31-29-27-25-23-20-16-14-12-10-8-6-4-2/h17-18,36-37,40H,3-16,19-35H2,1-2H3,(H,46,47)(H2,43,44,45)/b18-17-/t36-,37-/m1/s1	AIMLPIUEIQKALN-OMQYGGJPSA-N	814.4761165			MMDBc0032233
BASm0019328	PGP(19:0/14:0)	PGP(19:0/14:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:0/14:0), in particular, consists of one nonadecanoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C39H78O13P2	InChI=1S/C39H78O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-21-22-24-26-28-30-38(41)48-34-37(35-51-54(46,47)50-33-36(40)32-49-53(43,44)45)52-39(42)31-29-27-25-23-20-14-12-10-8-6-4-2/h36-37,40H,3-35H2,1-2H3,(H,46,47)(H2,43,44,45)/t36-,37-/m1/s1	WLDCWECGXYOYIO-FZNHDDJXSA-N	816.4917666			MMDBc0032234
BASm0019329	PGP(19:0/16:0)	PGP(19:0/16:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:0/16:0), in particular, consists of one nonadecanoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C41H82O13P2	InChI=1S/C41H82O13P2/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-32-40(43)50-36-39(37-53-56(48,49)52-35-38(42)34-51-55(45,46)47)54-41(44)33-31-29-27-25-23-20-16-14-12-10-8-6-4-2/h38-39,42H,3-37H2,1-2H3,(H,48,49)(H2,45,46,47)/t38-,39-/m1/s1	LCWBJSWAYYNMNC-LJEWAXOPSA-N	844.5230667			MMDBc0032235
BASm0019330	PGP(19:0/16:1(9Z))	PGP(19:0/16:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:0/16:1(9Z)), in particular, consists of one nonadecanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C41H80O13P2	InChI=1S/C41H80O13P2/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-32-40(43)50-36-39(37-53-56(48,49)52-35-38(42)34-51-55(45,46)47)54-41(44)33-31-29-27-25-23-20-16-14-12-10-8-6-4-2/h14,16,38-39,42H,3-13,15,17-37H2,1-2H3,(H,48,49)(H2,45,46,47)/b16-14-/t38-,39-/m1/s1	BYWHNNWGULJPLT-GYNJEZAQSA-N	842.5074166			MMDBc0032236
BASm0019331	PGP(19:0/17:0)	PGP(19:0/17:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:0/17:0), in particular, consists of one nonadecanoyl chain  to the C-1 atom, and one heptadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC	C42H84O13P2	InChI=1S/C42H84O13P2/c1-3-5-7-9-11-13-15-17-19-20-22-23-25-27-29-31-33-41(44)51-37-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)55-42(45)34-32-30-28-26-24-21-18-16-14-12-10-8-6-4-2/h39-40,43H,3-38H2,1-2H3,(H,49,50)(H2,46,47,48)/t39-,40-/m1/s1	PBRMXDCOVPAGKN-XRSDMRJBSA-N	858.5387168			MMDBc0032237
BASm0019332	PGP(19:0/18:1(11Z))	PGP(19:0/18:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:0/18:1(11Z)), in particular, consists of one nonadecanoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C43H84O13P2	InChI=1S/C43H84O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-42(45)52-38-41(39-55-58(50,51)54-37-40(44)36-53-57(47,48)49)56-43(46)35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h14,16,40-41,44H,3-13,15,17-39H2,1-2H3,(H,50,51)(H2,47,48,49)/b16-14-/t40-,41-/m1/s1	XHQNUGBNLJRWNH-RHYWPTEDSA-N	870.5387168			MMDBc0032238
BASm0019333	PGP(19:0/19:0)	PGP(19:0/19:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:0/19:0), in particular, consists of two nonadecanoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC	C44H88O13P2	InChI=1S/C44H88O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-43(46)53-39-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)57-44(47)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h41-42,45H,3-40H2,1-2H3,(H,51,52)(H2,48,49,50)/t41-,42-/m1/s1	UOYDXKLONKVVSK-NCRNUEESSA-N	886.5700169			MMDBc0032239
BASm0019334	PE(10:0/18:1(9Z))	PE(10:0/18:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/18:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC	C33H64NO8P	InChI=1S/C33H64NO8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-33(36)42-31(30-41-43(37,38)40-28-27-34)29-39-32(35)25-23-21-19-10-8-6-4-2/h14-15,31H,3-13,16-30,34H2,1-2H3,(H,37,38)/b15-14-/t31-/m1/s1	XMCMLIHBJCWHAE-BPRWFLIUSA-N	633.436955			MMDBc0032240
BASm0019335	PE(12:0/18:1(9Z))	PE(12:0/18:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/18:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC	C35H68NO8P	InChI=1S/C35H68NO8P/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36)31-41-34(37)27-25-23-21-19-12-10-8-6-4-2/h15-16,33H,3-14,17-32,36H2,1-2H3,(H,39,40)/b16-15-/t33-/m1/s1	FUUNMZKPCMPCHT-ILGKRYBBSA-N	661.4682552			MMDBc0032241
BASm0019336	PE(14:0/14:1(9Z))	PE(14:0/14:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/14:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-tetradecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCC	C33H64NO8P	InChI=1S/C33H64NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-32(35)39-29-31(30-41-43(37,38)40-28-27-34)42-33(36)26-24-22-20-18-16-14-12-10-8-6-4-2/h10,12,31H,3-9,11,13-30,34H2,1-2H3,(H,37,38)/b12-10-/t31-/m1/s1	KKYHRRVXUVMRJB-QPLOXXCYSA-N	633.436955			MMDBc0032242
BASm0019337	PE(14:0/18:0)	PE(14:0/18:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/18:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCC	C37H74NO8P	InChI=1S/C37H74NO8P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38)33-43-36(39)29-27-25-23-21-19-14-12-10-8-6-4-2/h35H,3-34,38H2,1-2H3,(H,41,42)/t35-/m1/s1	AUSLLMXXJBCZGL-PGUFJCEWSA-N	691.5152053			MMDBc0032243
BASm0019338	PE(18:0/20:0)	PE(18:0/20:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:0/20:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCCC	C43H86NO8P	InChI=1S/C43H86NO8P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44)39-49-42(45)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h41H,3-40,44H2,1-2H3,(H,47,48)/t41-/m1/s1	TZINTCMFTOUPSN-VQJSHJPSSA-N	775.6091057			MMDBc0032244
BASm0019339	PE(18:1(9Z)/10:0)	PE(18:1(9Z)/10:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9Z)/10:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one decanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC	C33H64NO8P	InChI=1S/C33H64NO8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-21-23-25-32(35)39-29-31(30-41-43(37,38)40-28-27-34)42-33(36)26-24-22-19-10-8-6-4-2/h14-15,31H,3-13,16-30,34H2,1-2H3,(H,37,38)/b15-14-/t31-/m1/s1	ZUKHNGVLJHDDLD-BPRWFLIUSA-N	633.436955			MMDBc0032245
BASm0019340	PE(18:1(9Z)/12:0)	PE(18:1(9Z)/12:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9Z)/12:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one dodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC	C35H68NO8P	InChI=1S/C35H68NO8P/c1-3-5-7-9-11-13-14-15-16-17-18-20-21-23-25-27-34(37)41-31-33(32-43-45(39,40)42-30-29-36)44-35(38)28-26-24-22-19-12-10-8-6-4-2/h15-16,33H,3-14,17-32,36H2,1-2H3,(H,39,40)/b16-15-/t33-/m1/s1	XOYRKGQBJPUBCY-ILGKRYBBSA-N	661.4682552			MMDBc0032246
BASm0019341	PS(12:0/12:0)	PS(12:0/12:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(12:0/12:0), in particular, consists of two dodecanoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)C(O)=O	C30H58NO10P	InChI=1S/C30H58NO10P/c1-3-5-7-9-11-13-15-17-19-21-28(32)38-23-26(24-39-42(36,37)40-25-27(31)30(34)35)41-29(33)22-20-18-16-14-12-10-8-6-4-2/h26-27H,3-25,31H2,1-2H3,(H,34,35)(H,36,37)/t26-,27-/m1/s1	RHODCGQMKYNKED-KAYWLYCHSA-N	623.3798341			MMDBc0032247
BASm0019342	PS(16:0/12:0)	PS(16:0/12:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:0/12:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one dodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC)C(O)=O	C34H66NO10P	InChI=1S/C34H66NO10P/c1-3-5-7-9-11-13-14-15-16-18-19-21-23-25-32(36)42-27-30(28-43-46(40,41)44-29-31(35)34(38)39)45-33(37)26-24-22-20-17-12-10-8-6-4-2/h30-31H,3-29,35H2,1-2H3,(H,38,39)(H,40,41)/t30-,31-/m1/s1	KNOPYJGNXYXCKG-FIRIVFDPSA-N	679.4424343			MMDBc0032248
BASm0019343	PS(16:1(9Z)/10:0)	PS(16:1(9Z)/10:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:1(9Z)/10:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one decanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC)C(O)=O	C32H60NO10P	InChI=1S/C32H60NO10P/c1-3-5-7-9-11-12-13-14-15-16-18-19-21-23-30(34)40-25-28(26-41-44(38,39)42-27-29(33)32(36)37)43-31(35)24-22-20-17-10-8-6-4-2/h12-13,28-29H,3-11,14-27,33H2,1-2H3,(H,36,37)(H,38,39)/b13-12-/t28-,29-/m1/s1	JNKIRRQKHTWMDX-QIBFXHHCSA-N	649.3954841			MMDBc0032249
BASm0019344	PS(16:1(9Z)/12:0)	PS(16:1(9Z)/12:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:1(9Z)/12:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one dodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC)C(O)=O	C34H64NO10P	InChI=1S/C34H64NO10P/c1-3-5-7-9-11-13-14-15-16-18-19-21-23-25-32(36)42-27-30(28-43-46(40,41)44-29-31(35)34(38)39)45-33(37)26-24-22-20-17-12-10-8-6-4-2/h13-14,30-31H,3-12,15-29,35H2,1-2H3,(H,38,39)(H,40,41)/b14-13-/t30-,31-/m1/s1	UNRGNUSVOLQKCM-WBACCDJLSA-N	677.4267843			MMDBc0032250
BASm0019345	PS(18:0/10:0)	PS(18:0/10:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(18:0/10:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one decanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC)C(O)=O	C34H66NO10P	InChI=1S/C34H66NO10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-21-23-25-32(36)42-27-30(28-43-46(40,41)44-29-31(35)34(38)39)45-33(37)26-24-22-19-10-8-6-4-2/h30-31H,3-29,35H2,1-2H3,(H,38,39)(H,40,41)/t30-,31-/m1/s1	CWYFKEXMDQOTSB-FIRIVFDPSA-N	679.4424343			MMDBc0032251
BASm0019346	PS(18:0/12:0)	PS(18:0/12:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(18:0/12:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one dodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC)C(O)=O	C36H70NO10P	InChI=1S/C36H70NO10P/c1-3-5-7-9-11-13-14-15-16-17-18-20-21-23-25-27-34(38)44-29-32(30-45-48(42,43)46-31-33(37)36(40)41)47-35(39)28-26-24-22-19-12-10-8-6-4-2/h32-33H,3-31,37H2,1-2H3,(H,40,41)(H,42,43)/t32-,33-/m1/s1	LWQCWOLILNERIA-CZNDPXEESA-N	707.4737345			MMDBc0032252
BASm0019347	PS(18:1(11Z)/10:0)	PS(18:1(11Z)/10:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(18:1(11Z)/10:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and  one decanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC)C(O)=O	C34H64NO10P	InChI=1S/C34H64NO10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-21-23-25-32(36)42-27-30(28-43-46(40,41)44-29-31(35)34(38)39)45-33(37)26-24-22-19-10-8-6-4-2/h12-13,30-31H,3-11,14-29,35H2,1-2H3,(H,38,39)(H,40,41)/b13-12-/t30-,31-/m1/s1	CBUATBQWAQTMQB-ZMGCFEEVSA-N	677.4267843			MMDBc0032253
BASm0019348	PS(18:1(11Z)/12:0)	PS(18:1(11Z)/12:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(18:1(11Z)/12:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and  one dodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC)C(O)=O	C36H68NO10P	InChI=1S/C36H68NO10P/c1-3-5-7-9-11-13-14-15-16-17-18-20-21-23-25-27-34(38)44-29-32(30-45-48(42,43)46-31-33(37)36(40)41)47-35(39)28-26-24-22-19-12-10-8-6-4-2/h13-14,32-33H,3-12,15-31,37H2,1-2H3,(H,40,41)(H,42,43)/b14-13-/t32-,33-/m1/s1	RXZIHSDEGNNATK-IXHNVDGESA-N	705.4580844			MMDBc0032254
BASm0019349	DG(16:1(9Z)/0:0/19:0)	DG(16:1(9Z)/0:0/19:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC	C38H72O5	InChI=1S/C38H72O5/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-38(41)43-36(34-39)35-42-37(40)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h14,16,36,39H,3-13,15,17-35H2,1-2H3/b16-14-/t36-/m1/s1	YYDPDEKSBPUJPE-ZYODFBQNSA-N	608.5379754			MMDBc0032255
BASm0019350	DG(16:1(9Z)/19:0/0:0)	DG(16:1(9Z)/19:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/19:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCC	C38H72O5	InChI=1S/C38H72O5/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-38(41)43-35-36(39)34-42-37(40)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h14,16,36,39H,3-13,15,17-35H2,1-2H3/b16-14-/t36-/m0/s1	YFMYUYNLURJGEB-MHQXOEDOSA-N	608.5379754			MMDBc0032256
BASm0019351	DG(17:0/16:1(9Z)/0:0)	DG(17:0/16:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(17:0/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCC	C36H68O5	InChI=1S/C36H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-36(39)41-33-34(37)32-40-35(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,34,37H,3-13,15,17-33H2,1-2H3/b16-14-/t34-/m1/s1	WBGKIWKQHNNYRR-CVBYVTFXSA-N	580.5066753			MMDBc0032257
BASm0019352	DG(18:0/0:0/18:1(11Z))	DG(18:0/0:0/18:1(11Z)) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C39H74O5	InChI=1S/C39H74O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,37,40H,3-13,15,17-36H2,1-2H3/b16-14-/t37-/m1/s1	YJORXFQCYXMMHL-UHGNNPBBSA-N	622.5536255			MMDBc0032258
BASm0019353	DG(18:1(11Z)/0:0/18:0)	DG(18:1(11Z)/0:0/18:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C39H74O5	InChI=1S/C39H74O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,37,40H,3-12,14,16-36H2,1-2H3/b15-13-/t37-/m1/s1	FENDTVWNLRYBGG-IEHWZJNJSA-N	622.5536255			MMDBc0032259
BASm0019354	DG(18:1(11Z)/0:0/18:1(9Z))	DG(18:1(11Z)/0:0/18:1(9Z)) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C39H72O5	InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,18,20,37,40H,3-12,14,16-17,19,21-36H2,1-2H3/b15-13-,20-18-/t37-/m1/s1	SRHKYLVXCXLCRK-SLLMOJSDSA-N	620.5379754			MMDBc0032260
BASm0019355	DG(18:1(11Z)/0:0/19:0)	DG(18:1(11Z)/0:0/19:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC	C40H76O5	InChI=1S/C40H76O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-40(43)45-38(36-41)37-44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,38,41H,3-13,15,17-37H2,1-2H3/b16-14-/t38-/m1/s1	OXTGTYFYVCLOHR-GFPLNVHWSA-N	636.5692755			MMDBc0032261
BASm0019356	DG(18:1(11Z)/10:0/0:0)	DG(18:1(11Z)/10:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/10:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCC)COC(=O)CCCCCCCCC\C=C/CCCCCC	C31H58O5	InChI=1S/C31H58O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-31(34)36-28-29(32)27-35-30(33)25-23-21-19-10-8-6-4-2/h12-13,29,32H,3-11,14-28H2,1-2H3/b13-12-/t29-/m1/s1	REHMDNQLXLACQC-BKAVPCLVSA-N	510.428425			MMDBc0032262
BASm0019357	DG(18:1(11Z)/12:0/0:0)	DG(18:1(11Z)/12:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CCCCCCCCC\C=C/CCCCCC	C33H62O5	InChI=1S/C33H62O5/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-33(36)38-30-31(34)29-37-32(35)27-25-23-21-19-12-10-8-6-4-2/h13-14,31,34H,3-12,15-30H2,1-2H3/b14-13-/t31-/m1/s1	NFASRGHKLCEKEK-LLDSFBTISA-N	538.4597251			MMDBc0032263
BASm0019358	DG(18:1(11Z)/17:0/0:0)	DG(18:1(11Z)/17:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/17:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCC\C=C/CCCCCC	C38H72O5	InChI=1S/C38H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-35-36(39)34-42-37(40)32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,36,39H,3-12,14,16-35H2,1-2H3/b15-13-/t36-/m1/s1	RXGRJZNOPINEBN-MRDDHZETSA-N	608.5379754			MMDBc0032264
BASm0019359	DG(18:1(11Z)/19:0/0:0)	DG(18:1(11Z)/19:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/19:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCC\C=C/CCCCCC	C40H76O5	InChI=1S/C40H76O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-40(43)45-37-38(41)36-44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,38,41H,3-13,15,17-37H2,1-2H3/b16-14-/t38-/m0/s1	HTUNHDHXGQKUGW-KNVMUVLWSA-N	636.5692755			MMDBc0032265
BASm0019360	DG(18:1(9Z)/0:0/18:1(11Z))	DG(18:1(9Z)/0:0/18:1(11Z)) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C39H72O5	InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16-17,19,37,40H,3-13,15,18,20-36H2,1-2H3/b16-14-,19-17-/t37-/m1/s1	REOLZUSWSABFNR-YFPMXLMLSA-N	620.5379754			MMDBc0032266
BASm0019361	DG(19:0/0:0/16:1(9Z))	DG(19:0/0:0/16:1(9Z)) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C38H72O5	InChI=1S/C38H72O5/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-32-37(40)42-35-36(34-39)43-38(41)33-31-29-27-25-23-20-16-14-12-10-8-6-4-2/h14,16,36,39H,3-13,15,17-35H2,1-2H3/b16-14-/t36-/m1/s1	QKPXPWIZPQWQCJ-ZYODFBQNSA-N	608.5379754			MMDBc0032267
BASm0019362	DG(19:0/0:0/18:1(11Z))	DG(19:0/0:0/18:1(11Z)) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C40H76O5	InChI=1S/C40H76O5/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-39(42)44-37-38(36-41)45-40(43)35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h14,16,38,41H,3-13,15,17-37H2,1-2H3/b16-14-/t38-/m1/s1	CABJNYNWYJTXFY-GFPLNVHWSA-N	636.5692755			MMDBc0032268
BASm0019363	DG(19:0/16:1(9Z)/0:0)	DG(19:0/16:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:0/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCC	C38H72O5	InChI=1S/C38H72O5/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-38(41)43-35-36(39)34-42-37(40)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h14,16,36,39H,3-13,15,17-35H2,1-2H3/b16-14-/t36-/m1/s1	YFMYUYNLURJGEB-ZYODFBQNSA-N	608.5379754			MMDBc0032269
BASm0019364	DG(19:0/18:1(11Z)/0:0)	DG(19:0/18:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:0/18:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCC\C=C/CCCCCC	C40H76O5	InChI=1S/C40H76O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-40(43)45-37-38(41)36-44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,38,41H,3-13,15,17-37H2,1-2H3/b16-14-/t38-/m1/s1	HTUNHDHXGQKUGW-GFPLNVHWSA-N	636.5692755			MMDBc0032270
BASm0019365	CL(18:1(11Z)/19:0/19:0/19:0)	CL(18:1(11Z)/19:0/19:0/19:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(11Z)/19:0/19:0/19:0) contains one chain of (11Z-octadecenoyl) at the C1 position, three chains of nonadecanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC	C84H162O17P2	InChI=1S/C84H162O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-69-82(87)95-75-80(101-84(89)71-67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)77-99-103(92,93)97-73-78(85)72-96-102(90,91)98-76-79(74-94-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)100-83(88)70-66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h28,32,78-80,85H,5-27,29-31,33-77H2,1-4H3,(H,90,91)(H,92,93)/b32-28-/t78-,79+,80+/m0/s1	ZVYUVNPRVFOGQK-QYGDKVENSA-N	1505.128728			MMDBc0032271
BASm0019366	CL(12:0/12:0/12:0/12:0)	CL(12:0/12:0/12:0/12:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/12:0/12:0) contains four chains of dodecanoic acid at the C1, C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C57H110O17P2	InChI=1S/C57H110O17P2/c1-5-9-13-17-21-25-29-33-37-41-54(59)67-47-52(73-56(61)43-39-35-31-27-23-19-15-11-7-3)49-71-75(63,64)69-45-51(58)46-70-76(65,66)72-50-53(74-57(62)44-40-36-32-28-24-20-16-12-8-4)48-68-55(60)42-38-34-30-26-22-18-14-10-6-2/h51-53,58H,5-50H2,1-4H3,(H,63,64)(H,65,66)/t52-,53-/m1/s1	LNSKUBQTAKEJOP-TVALRIBFSA-N	1128.721826			MMDBc0032272
BASm0019367	CL(16:0/12:0/12:0/12:0)	CL(16:0/12:0/12:0/12:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/12:0/12:0/12:0) contains one chain of hexadecanoic acid at the C1 position, three chains of dodecanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H118O17P2	InChI=1S/C61H118O17P2/c1-5-9-13-17-21-25-26-27-28-32-34-38-42-46-59(64)72-52-57(78-61(66)48-44-40-36-31-24-20-16-12-8-4)54-76-80(69,70)74-50-55(62)49-73-79(67,68)75-53-56(77-60(65)47-43-39-35-30-23-19-15-11-7-3)51-71-58(63)45-41-37-33-29-22-18-14-10-6-2/h55-57,62H,5-54H2,1-4H3,(H,67,68)(H,69,70)/t55-,56-,57-/m1/s1	KDBSACFNFPQDJA-WRLKWCGOSA-N	1184.784426			MMDBc0032273
BASm0019368	CL(16:1(9Z)/10:0/14:0/14:0)	CL(16:1(9Z)/10:0/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/10:0/14:0/14:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of decanoic acid at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C63H120O17P2	InChI=1S/C63H120O17P2/c1-5-9-13-17-21-24-27-28-31-33-37-40-44-48-61(66)73-53-58(79-62(67)49-45-41-35-20-16-12-8-4)55-77-81(69,70)75-51-57(64)52-76-82(71,72)78-56-59(80-63(68)50-46-42-38-34-30-26-23-19-15-11-7-3)54-74-60(65)47-43-39-36-32-29-25-22-18-14-10-6-2/h24,27,57-59,64H,5-23,25-26,28-56H2,1-4H3,(H,69,70)(H,71,72)/b27-24-/t57-,58+,59+/m0/s1	HPAIDWOULJJXTM-XURAJLQUSA-N	1210.800076			MMDBc0032274
BASm0019369	CL(16:1(9Z)/12:0/12:0/12:0)	CL(16:1(9Z)/12:0/12:0/12:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/12:0/12:0/12:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, three chains of dodecanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC	C61H116O17P2	InChI=1S/C61H116O17P2/c1-5-9-13-17-21-25-26-27-28-32-34-38-42-46-59(64)72-52-57(78-61(66)48-44-40-36-31-24-20-16-12-8-4)54-76-80(69,70)74-50-55(62)49-73-79(67,68)75-53-56(77-60(65)47-43-39-35-30-23-19-15-11-7-3)51-71-58(63)45-41-37-33-29-22-18-14-10-6-2/h25-26,55-57,62H,5-24,27-54H2,1-4H3,(H,67,68)(H,69,70)/b26-25-/t55-,56-,57-/m1/s1	WEAFZHBFPVSIPK-GINYQHBUSA-N	1182.768776			MMDBc0032275
BASm0019370	CL(16:1(9Z)/19:0/14:0/14:0)	CL(16:1(9Z)/19:0/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/19:0/14:0/14:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of nonadecanoic acid at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC	C72H138O17P2	InChI=1S/C72H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-35-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-38-34-30-26-22-18-14-10-6-2)65-87-91(80,81)85-61-66(73)60-84-90(78,79)86-64-67(88-71(76)58-54-50-46-42-37-28-24-20-16-12-8-4)62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3/h26,30,66-68,73H,5-25,27-29,31-65H2,1-4H3,(H,78,79)(H,80,81)/b30-26-/t66-,67-,68-/m1/s1	GINRFXXPRHPQKI-RKKPWLOXSA-N	1336.940927			MMDBc0032276
BASm0019371	CL(16:1(9Z)/19:0/16:0/16:0)	CL(16:1(9Z)/19:0/16:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/19:0/16:0/16:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of nonadecanoic acid at the C2 position, two chains of hexadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC	C76H146O17P2	InChI=1S/C76H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(92-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2/h27,31,70-72,77H,5-26,28-30,32-69H2,1-4H3,(H,82,83)(H,84,85)/b31-27-/t70-,71-,72-/m1/s1	LEUWKDSQWUSECF-VPMLYHEASA-N	1393.003527			MMDBc0032277
BASm0019372	CL(16:1(9Z)/19:0/16:1(9Z)/19:0)	CL(16:1(9Z)/19:0/16:1(9Z)/19:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/19:0/16:1(9Z)/19:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, two chains of nonadecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-44-40-32-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2/h27-28,31-32,73-75,80H,5-26,29-30,33-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-,32-28-/t74-,75-/m1/s1	AYUOFPQDYLBQHE-VOUAAHEJSA-N	1433.034827			MMDBc0032278
BASm0019373	CL(17:0/16:1(9Z)/14:0/14:0)	CL(17:0/16:1(9Z)/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0/16:1(9Z)/14:0/14:0) contains one chain of heptadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C70H134O17P2	InChI=1S/C70H134O17P2/c1-5-9-13-17-21-25-29-31-33-36-39-43-47-51-55-68(73)81-61-66(87-70(75)57-53-49-45-41-37-32-30-26-22-18-14-10-6-2)63-85-89(78,79)83-59-64(71)58-82-88(76,77)84-62-65(86-69(74)56-52-48-44-40-35-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3/h26,30,64-66,71H,5-25,27-29,31-63H2,1-4H3,(H,76,77)(H,78,79)/b30-26-/t64-,65-,66-/m1/s1	VWBNNQFZEYQZKZ-QAVXPGNTSA-N	1308.909627			MMDBc0032279
BASm0019374	CL(17:0/16:1(9Z)/16:0/16:0)	CL(17:0/16:1(9Z)/16:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0/16:1(9Z)/16:0/16:0) contains one chain of heptadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of hexadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C74H142O17P2	InChI=1S/C74H142O17P2/c1-5-9-13-17-21-25-29-33-37-39-43-47-51-55-59-72(77)85-65-70(91-74(79)61-57-53-49-45-41-36-32-28-24-20-16-12-8-4)67-89-93(82,83)87-63-68(75)62-86-92(80,81)88-66-69(90-73(78)60-56-52-48-44-40-35-31-27-23-19-15-11-7-3)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h28,32,68-70,75H,5-27,29-31,33-67H2,1-4H3,(H,80,81)(H,82,83)/b32-28-/t68-,69-,70-/m1/s1	DMBUWHWXONPFDQ-ITYZBIHISA-N	1364.972227			MMDBc0032280
BASm0019375	CL(18:0/10:0/10:0/10:0)	CL(18:0/10:0/10:0/10:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:0/10:0/10:0/10:0) contains one chain of octadecanoic acid at the C1 position, three chains of decanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C57H110O17P2	InChI=1S/C57H110O17P2/c1-5-9-13-17-21-22-23-24-25-26-27-28-32-34-38-42-55(60)68-48-53(74-57(62)44-40-36-31-20-16-12-8-4)50-72-76(65,66)70-46-51(58)45-69-75(63,64)71-49-52(73-56(61)43-39-35-30-19-15-11-7-3)47-67-54(59)41-37-33-29-18-14-10-6-2/h51-53,58H,5-50H2,1-4H3,(H,63,64)(H,65,66)/t51-,52-,53-/m1/s1	OTXMQBXFZOACRX-IKCSEEPVSA-N	1128.721826			MMDBc0032281
BASm0019376	CL(18:0/12:0/12:0/12:0)	CL(18:0/12:0/12:0/12:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:0/12:0/12:0/12:0) contains one chain of octadecanoic acid at the C1 position, three chains of dodecanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H122O17P2	InChI=1S/C63H122O17P2/c1-5-9-13-17-21-25-26-27-28-29-30-34-36-40-44-48-61(66)74-54-59(80-63(68)50-46-42-38-33-24-20-16-12-8-4)56-78-82(71,72)76-52-57(64)51-75-81(69,70)77-55-58(79-62(67)49-45-41-37-32-23-19-15-11-7-3)53-73-60(65)47-43-39-35-31-22-18-14-10-6-2/h57-59,64H,5-56H2,1-4H3,(H,69,70)(H,71,72)/t57-,58-,59-/m1/s1	HJAPRPXBPKVXQN-VBGZHZNISA-N	1212.815726			MMDBc0032282
BASm0019377	CL(18:1(11Z)/10:0/10:0/10:0)	CL(18:1(11Z)/10:0/10:0/10:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(11Z)/10:0/10:0/10:0) contains one chain of (11Z-octadecenoyl) at the C1 position, three chains of decanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC	C57H108O17P2	InChI=1S/C57H108O17P2/c1-5-9-13-17-21-22-23-24-25-26-27-28-32-34-38-42-55(60)68-48-53(74-57(62)44-40-36-31-20-16-12-8-4)50-72-76(65,66)70-46-51(58)45-69-75(63,64)71-49-52(73-56(61)43-39-35-30-19-15-11-7-3)47-67-54(59)41-37-33-29-18-14-10-6-2/h22-23,51-53,58H,5-21,24-50H2,1-4H3,(H,63,64)(H,65,66)/b23-22-/t51-,52-,53-/m1/s1	MAMLGZZBYNUBTJ-MIMJCWPNSA-N	1126.706176			MMDBc0032283
BASm0019378	CL(18:1(11Z)/12:0/12:0/12:0)	CL(18:1(11Z)/12:0/12:0/12:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(11Z)/12:0/12:0/12:0) contains one chain of (11Z-octadecenoyl) at the C1 position, three chains of dodecanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC	C63H120O17P2	InChI=1S/C63H120O17P2/c1-5-9-13-17-21-25-26-27-28-29-30-34-36-40-44-48-61(66)74-54-59(80-63(68)50-46-42-38-33-24-20-16-12-8-4)56-78-82(71,72)76-52-57(64)51-75-81(69,70)77-55-58(79-62(67)49-45-41-37-32-23-19-15-11-7-3)53-73-60(65)47-43-39-35-31-22-18-14-10-6-2/h25-26,57-59,64H,5-24,27-56H2,1-4H3,(H,69,70)(H,71,72)/b26-25-/t57-,58-,59-/m1/s1	OOLPYVUQJKQUSL-SSYWOPQUSA-N	1210.800076			MMDBc0032284
BASm0019379	CL(18:1(11Z)/17:0/14:0/14:0)	CL(18:1(11Z)/17:0/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(11Z)/17:0/14:0/14:0) contains one chain of (11Z-octadecenoyl) at the C1 position, one chain of heptadecanoic acid at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCC	C72H138O17P2	InChI=1S/C72H138O17P2/c1-5-9-13-17-21-25-29-31-33-35-38-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-34-32-30-26-22-18-14-10-6-2)65-87-91(80,81)85-61-66(73)60-84-90(78,79)86-64-67(88-71(76)58-54-50-46-42-37-28-24-20-16-12-8-4)62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3/h25,29,66-68,73H,5-24,26-28,30-65H2,1-4H3,(H,78,79)(H,80,81)/b29-25-/t66-,67-,68-/m1/s1	UYSKFIBHAHUTKP-BFDNNYNNSA-N	1336.940927			MMDBc0032285
BASm0019380	CL(18:1(11Z)/19:0/14:0/14:0)	CL(18:1(11Z)/19:0/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(11Z)/19:0/14:0/14:0) contains one chain of (11Z-octadecenoyl) at the C1 position, one chain of nonadecanoic acid at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC	C74H142O17P2	InChI=1S/C74H142O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-40-36-34-32-30-26-22-18-14-10-6-2)67-89-93(82,83)87-63-68(75)62-86-92(80,81)88-66-69(90-73(78)60-56-52-48-44-39-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3/h26,30,68-70,75H,5-25,27-29,31-67H2,1-4H3,(H,80,81)(H,82,83)/b30-26-/t68-,69-,70-/m1/s1	GMVVLLLTRHTTRI-JUZJBEKUSA-N	1364.972227			MMDBc0032286
BASm0019381	CL(18:1(11Z)/19:0/18:1(11Z)/19:0)	CL(18:1(11Z)/19:0/18:1(11Z)/19:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(11Z)/19:0/18:1(11Z)/19:0) contains two chains of (11Z-octadecenoyl) at the C1 and C3 positions, two chains of nonadecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC	C83H158O17P2	InChI=1S/C83H158O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)75-97-101(89,90)95-71-77(84)72-96-102(91,92)98-76-79(74-94-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)100-83(88)70-66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h27-28,31-32,77-79,84H,5-26,29-30,33-76H2,1-4H3,(H,89,90)(H,91,92)/b31-27-,32-28-/t78-,79-/m1/s1	JLDQOFKKWDGTGW-QMDKMGRBSA-N	1489.097428			MMDBc0032287
BASm0019382	CL(19:0/16:1(9Z)/14:0/14:0)	CL(19:0/16:1(9Z)/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0/16:1(9Z)/14:0/14:0) contains one chain of nonadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C72H138O17P2	InChI=1S/C72H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-35-38-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-34-30-26-22-18-14-10-6-2)65-87-91(80,81)85-61-66(73)60-84-90(78,79)86-64-67(88-71(76)58-54-50-46-42-37-28-24-20-16-12-8-4)62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3/h26,30,66-68,73H,5-25,27-29,31-65H2,1-4H3,(H,78,79)(H,80,81)/b30-26-/t66-,67-,68-/m1/s1	YQDCCDSNJXNQMK-RKKPWLOXSA-N	1336.940927			MMDBc0032288
BASm0019383	CL(19:0/16:1(9Z)/16:0/16:0)	CL(19:0/16:1(9Z)/16:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0/16:1(9Z)/16:0/16:0) contains one chain of nonadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of hexadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C76H146O17P2	InChI=1S/C76H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-39-41-45-49-53-57-61-74(79)87-67-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(92-75(80)62-58-54-50-46-42-37-31-27-23-19-15-11-7-3)66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2/h28,32,70-72,77H,5-27,29-31,33-69H2,1-4H3,(H,82,83)(H,84,85)/b32-28-/t70-,71-,72-/m1/s1	RRNZJNWGCQPYEL-KYXWOKHJSA-N	1393.003527			MMDBc0032289
BASm0019384	CL(19:0/16:1(9Z)/19:0/16:1(9Z))	CL(19:0/16:1(9Z)/19:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0/16:1(9Z)/19:0/16:1(9Z)) contains two chains of nonadecanoic acid at the C1 and C3 positions, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-43-47-51-55-59-63-76(81)89-69-74(95-78(83)65-61-57-53-49-45-39-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(96-79(84)66-62-58-54-50-46-40-32-28-24-20-16-12-8-4)70-90-77(82)64-60-56-52-48-44-42-38-36-34-30-26-22-18-14-10-6-2/h27-28,31-32,73-75,80H,5-26,29-30,33-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-,32-28-/t74-,75-/m1/s1	PSIOFABQDGOZAX-VOUAAHEJSA-N	1433.034827			MMDBc0032290
BASm0019385	CL(19:0/18:1(11Z)/14:0/14:0)	CL(19:0/18:1(11Z)/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0/18:1(11Z)/14:0/14:0) contains one chain of nonadecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C74H142O17P2	InChI=1S/C74H142O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-40-43-47-51-55-59-72(77)85-65-70(91-74(79)61-57-53-49-45-41-37-34-32-30-26-22-18-14-10-6-2)67-89-93(82,83)87-63-68(75)62-86-92(80,81)88-66-69(90-73(78)60-56-52-48-44-39-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3/h26,30,68-70,75H,5-25,27-29,31-67H2,1-4H3,(H,80,81)(H,82,83)/b30-26-/t68-,69-,70-/m1/s1	MSUPIDXBKCSITL-JUZJBEKUSA-N	1364.972227			MMDBc0032291
BASm0019386	CL(19:0/18:1(11Z)/19:0/18:1(11Z))	CL(19:0/18:1(11Z)/19:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0/18:1(11Z)/19:0/18:1(11Z)) contains two chains of nonadecanoic acid at the C1 and C3 positions, two chains of (11Z-octadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C83H158O17P2	InChI=1S/C83H158O17P2/c1-5-9-13-17-21-25-29-33-37-41-43-47-51-55-59-63-67-80(85)93-73-78(99-82(87)69-65-61-57-53-49-45-39-35-31-27-23-19-15-11-7-3)75-97-101(89,90)95-71-77(84)72-96-102(91,92)98-76-79(100-83(88)70-66-62-58-54-50-46-40-36-32-28-24-20-16-12-8-4)74-94-81(86)68-64-60-56-52-48-44-42-38-34-30-26-22-18-14-10-6-2/h27-28,31-32,77-79,84H,5-26,29-30,33-76H2,1-4H3,(H,89,90)(H,91,92)/b31-27-,32-28-/t78-,79-/m1/s1	BBMHAYBEUKPMCU-QMDKMGRBSA-N	1489.097428			MMDBc0032292
BASm0019387	CL(19:0/18:1(11Z)/19:0/19:0)	CL(19:0/18:1(11Z)/19:0/19:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0/18:1(11Z)/19:0/19:0) contains three chains of nonadecanoic acid at the C1, C3 and C4 positions, one chain of (11Z-octadecenoyl) at the C2 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C84H162O17P2	InChI=1S/C84H162O17P2/c1-5-9-13-17-21-25-29-33-37-41-44-48-52-56-60-64-68-81(86)94-74-79(100-83(88)70-66-62-58-54-50-46-40-36-32-28-24-20-16-12-8-4)76-98-102(90,91)96-72-78(85)73-97-103(92,93)99-77-80(101-84(89)71-67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)75-95-82(87)69-65-61-57-53-49-45-42-38-34-30-26-22-18-14-10-6-2/h28,32,78-80,85H,5-27,29-31,33-77H2,1-4H3,(H,90,91)(H,92,93)/b32-28-/t78-,79+,80+/m0/s1	ZRDSUAFPNJGSTM-QYGDKVENSA-N	1505.128728			MMDBc0032293
BASm0019388	PG(18:0/19:1(9Z))	PG(19:1(9Z)/18:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:1(9Z)/18:0), in particular, consists of one 9Z-nonadecenoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C43H83O10P	InChI=1S/C43H83O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-43(47)53-41(39-52-54(48,49)51-37-40(45)36-44)38-50-42(46)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h19,21,40-41,44-45H,3-18,20,22-39H2,1-2H3,(H,48,49)/b21-19-/t40-,41+/m0/s1	SRTSEYFCMRQTIV-IEHAHOELSA-N	790.5723859			MMDBc0032294
BASm0019389	PG(15:0cyclo/14:0)	PG(14:0/15:0cyclo) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/15:0cyclo), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one cis-9,10-Methylenetetradecanoic acid  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCC	C35H67O10P	InChI=1S/C35H67O10P/c1-3-5-7-8-9-10-11-12-13-16-20-24-35(39)45-33(29-44-46(40,41)43-27-32(37)26-36)28-42-34(38)23-19-17-14-15-18-22-31-25-30(31)21-6-4-2/h30-33,36-37H,3-29H2,1-2H3,(H,40,41)/t30?,31?,32-,33+/m0/s1	YTZPSEGWAFUBHO-WBJUMYHASA-N	678.4471854			MMDBc0032295
BASm0019390	PG(19:0cycv8c/14:0)	PG(14:0/19:0cycv8c) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/19:0cycv8c), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one heptadec-11-12-cyclo-anoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC	C39H75O10P	InChI=1S/C39H75O10P/c1-3-5-7-9-10-11-12-13-16-20-24-28-39(43)49-37(33-48-50(44,45)47-31-36(41)30-40)32-46-38(42)27-23-19-17-14-15-18-22-26-35-29-34(35)25-21-8-6-4-2/h34-37,40-41H,3-33H2,1-2H3,(H,44,45)/t34?,35?,36-,37+/m0/s1	BBSOTMIVTIQZQD-IUMVPMKHSA-N	734.5097856			MMDBc0032296
BASm0019391	PG(14:0/15:0cyclo)	PG(15:0cyclo/14:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0cyclo/14:0), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C35H67O10P	InChI=1S/C35H67O10P/c1-3-5-7-8-9-10-11-12-13-16-19-23-34(38)42-28-33(29-44-46(40,41)43-27-32(37)26-36)45-35(39)24-20-17-14-15-18-22-31-25-30(31)21-6-4-2/h30-33,36-37H,3-29H2,1-2H3,(H,40,41)/t30?,31?,32-,33+/m0/s1	VFTRMNJUJSCLNW-WBJUMYHASA-N	678.4471854			MMDBc0032297
BASm0019392	PG(15:0cyclo/15:0cyclo)	PG(15:0cyclo/15:0cyclo) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0cyclo/15:0cyclo), in particular, consists of two cis-9,10-Methylenetetradecanoic acid chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C36H67O10P	InChI=1S/C36H67O10P/c1-3-5-17-29-23-31(29)19-13-9-7-11-15-21-35(39)43-27-34(28-45-47(41,42)44-26-33(38)25-37)46-36(40)22-16-12-8-10-14-20-32-24-30(32)18-6-4-2/h29-34,37-38H,3-28H2,1-2H3,(H,41,42)/t29?,30?,31?,32?,33-,34+/m0/s1	YAGPPFZNEWYVEW-CSYVNIGBSA-N	690.4471854			MMDBc0032298
BASm0019393	PG(16:0/15:0cyclo)	PG(15:0cyclo/16:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0cyclo/16:0), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C37H71O10P	InChI=1S/C37H71O10P/c1-3-5-7-8-9-10-11-12-13-14-15-18-21-25-36(40)44-30-35(31-46-48(42,43)45-29-34(39)28-38)47-37(41)26-22-19-16-17-20-24-33-27-32(33)23-6-4-2/h32-35,38-39H,3-31H2,1-2H3,(H,42,43)/t32?,33?,34-,35+/m0/s1	IDJNKGHHIJXQLM-ZZFZTORUSA-N	706.4784855			MMDBc0032299
BASm0019394	PG(17:0cycw7c/15:0cyclo)	PG(15:0cyclo/17:0cycw7c) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0cyclo/17:0cycw7c), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and one heptadec-9-10-cyclo-anoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C38H71O10P	InChI=1S/C38H71O10P/c1-3-5-7-14-20-33-26-34(33)22-16-10-8-12-17-23-37(41)45-29-36(30-47-49(43,44)46-28-35(40)27-39)48-38(42)24-18-13-9-11-15-21-32-25-31(32)19-6-4-2/h31-36,39-40H,3-30H2,1-2H3,(H,43,44)/t31?,32?,33?,34?,35-,36+/m0/s1	KMFKTOIJVNSQTK-CWMDRTTDSA-N	718.4784855			MMDBc0032300
BASm0019395	PG(19:0cycv8c/15:0cyclo)	PG(15:0cyclo/19:0cycv8c) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0cyclo/19:0cycv8c), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and one heptadec-11-12-cyclo-anoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C40H75O10P	InChI=1S/C40H75O10P/c1-3-5-7-16-22-35-28-36(35)24-17-12-9-8-10-14-19-25-39(43)47-31-38(32-49-51(45,46)48-30-37(42)29-41)50-40(44)26-20-15-11-13-18-23-34-27-33(34)21-6-4-2/h33-38,41-42H,3-32H2,1-2H3,(H,45,46)/t33?,34?,35?,36?,37-,38+/m0/s1	HMYSCSVRNMCWPM-GWHWHECRSA-N	746.5097856			MMDBc0032301
BASm0019396	PG(19:1(9Z)/16:0)	PG(16:0/19:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/19:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 9Z-nonadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C41H79O10P	InChI=1S/C41H79O10P/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-32-40(44)48-36-39(37-50-52(46,47)49-35-38(43)34-42)51-41(45)33-31-29-27-25-23-20-16-14-12-10-8-6-4-2/h18-19,38-39,42-43H,3-17,20-37H2,1-2H3,(H,46,47)/b19-18-/t38-,39+/m0/s1	WKALGINGACATDH-GQXGIJAMSA-N	762.5410857			MMDBc0032302
BASm0019397	PG(17:0cycw7c/16:1(9Z))	PG(16:1(9Z)/17:0cycw7c) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/17:0cycw7c), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one heptadec-9-10-cyclo-anoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C39H73O10P	InChI=1S/C39H73O10P/c1-3-5-7-9-10-11-12-13-14-15-16-19-24-28-39(43)49-37(33-48-50(44,45)47-31-36(41)30-40)32-46-38(42)27-23-20-17-18-22-26-35-29-34(35)25-21-8-6-4-2/h11-12,34-37,40-41H,3-10,13-33H2,1-2H3,(H,44,45)/b12-11-/t34?,35?,36-,37+/m0/s1	LOYOPMQZZCRRRC-GIBPPOJLSA-N	732.4941355			MMDBc0032303
BASm0019398	PG(19:0cycv8c/16:1(9Z))	PG(16:1(9Z)/19:0cycv8c) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/19:0cycv8c), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one heptadec-11-12-cyclo-anoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C41H77O10P	InChI=1S/C41H77O10P/c1-3-5-7-9-10-11-12-13-14-15-18-22-26-30-41(45)51-39(35-50-52(46,47)49-33-38(43)32-42)34-48-40(44)29-25-21-19-16-17-20-24-28-37-31-36(37)27-23-8-6-4-2/h11-12,36-39,42-43H,3-10,13-35H2,1-2H3,(H,46,47)/b12-11-/t36?,37?,38-,39+/m0/s1	MNSRXAPUXKJQIK-OWIVCOGVSA-N	760.5254357			MMDBc0032304
BASm0019399	PG(14:0/17:0cycw7c)	PG(17:0cycw7c/14:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(17:0cycw7c/14:0), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C37H71O10P	InChI=1S/C37H71O10P/c1-3-5-7-9-10-11-12-13-14-17-21-25-36(40)44-30-35(31-46-48(42,43)45-29-34(39)28-38)47-37(41)26-22-18-15-16-20-24-33-27-32(33)23-19-8-6-4-2/h32-35,38-39H,3-31H2,1-2H3,(H,42,43)/t32?,33?,34-,35+/m0/s1	GNWIBIDKLVNWES-ZZFZTORUSA-N	706.4784855			MMDBc0032305
BASm0019400	PG(16:0/17:0cycw7c)	PG(17:0cycw7c/16:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(17:0cycw7c/16:0), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C39H75O10P	InChI=1S/C39H75O10P/c1-3-5-7-9-10-11-12-13-14-15-16-19-23-27-38(42)46-32-37(33-48-50(44,45)47-31-36(41)30-40)49-39(43)28-24-20-17-18-22-26-35-29-34(35)25-21-8-6-4-2/h34-37,40-41H,3-33H2,1-2H3,(H,44,45)/t34?,35?,36-,37+/m0/s1	JWIOKCJPLNKYBQ-IUMVPMKHSA-N	734.5097856			MMDBc0032306
BASm0019401	PG(16:1(9Z)/17:0cycw7c)	PG(17:0cycw7c/16:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(17:0cycw7c/16:1(9Z)), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C39H73O10P	InChI=1S/C39H73O10P/c1-3-5-7-9-10-11-12-13-14-15-16-19-23-27-38(42)46-32-37(33-48-50(44,45)47-31-36(41)30-40)49-39(43)28-24-20-17-18-22-26-35-29-34(35)25-21-8-6-4-2/h11-12,34-37,40-41H,3-10,13-33H2,1-2H3,(H,44,45)/b12-11-/t34?,35?,36-,37+/m0/s1	HLOQZXBLCJTBOH-GIBPPOJLSA-N	732.4941355			MMDBc0032307
BASm0019402	PG(17:0cycw7c/17:0cycw7c)	PG(17:0cycw7c/17:0cycw7c) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(17:0cycw7c/17:0cycw7c), in particular, consists of two heptadec-9-10-cyclo-anoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C40H75O10P	InChI=1S/C40H75O10P/c1-3-5-7-15-21-33-27-35(33)23-17-11-9-13-19-25-39(43)47-31-38(32-49-51(45,46)48-30-37(42)29-41)50-40(44)26-20-14-10-12-18-24-36-28-34(36)22-16-8-6-4-2/h33-38,41-42H,3-32H2,1-2H3,(H,45,46)/t33?,34?,35?,36?,37-,38+/m0/s1	OBXHKDVMOWISFV-GWHWHECRSA-N	746.5097856			MMDBc0032308
BASm0019403	PG(18:1(9Z)/17:0cycw7c)	PG(17:0cycw7c/18:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(17:0cycw7c/18:1(9Z)), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C41H77O10P	InChI=1S/C41H77O10P/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-21-25-29-40(44)48-34-39(35-50-52(46,47)49-33-38(43)32-42)51-41(45)30-26-22-19-20-24-28-37-31-36(37)27-23-8-6-4-2/h13-14,36-39,42-43H,3-12,15-35H2,1-2H3,(H,46,47)/b14-13-/t36?,37?,38-,39+/m0/s1	LEPFUPLAJPETAK-PKPGROLCSA-N	760.5254357			MMDBc0032309
BASm0019404	PG(19:0cycv8c/17:0cycw7c)	PG(17:0cycw7c/19:0cycv8c) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(17:0cycw7c/19:0cycv8c), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and one heptadec-11-12-cyclo-anoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C42H79O10P	InChI=1S/C42H79O10P/c1-3-5-7-17-23-35-29-37(35)25-19-13-10-9-11-15-21-27-41(45)49-33-40(34-51-53(47,48)50-32-39(44)31-43)52-42(46)28-22-16-12-14-20-26-38-30-36(38)24-18-8-6-4-2/h35-40,43-44H,3-34H2,1-2H3,(H,47,48)/t35?,36?,37?,38?,39-,40+/m0/s1	QSZCCQZOFGWXPB-ZKSHJAJDSA-N	774.5410857			MMDBc0032310
BASm0019405	PG(19:1(9Z)/18:0)	PG(18:0/19:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/19:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 9Z-nonadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C43H83O10P	InChI=1S/C43H83O10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-42(46)50-38-41(39-52-54(48,49)51-37-40(45)36-44)53-43(47)35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h19,21,40-41,44-45H,3-18,20,22-39H2,1-2H3,(H,48,49)/b21-19-/t40-,41+/m0/s1	YZCFGWIVGCCHNO-IEHAHOELSA-N	790.5723859			MMDBc0032311
BASm0019406	PG(15:0cyclo/18:1(9Z))	PG(18:1(9Z)/15:0cyclo) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/15:0cyclo), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one cis-9,10-Methylenetetradecanoic acid  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C39H73O10P	InChI=1S/C39H73O10P/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-20-24-28-39(43)49-37(33-48-50(44,45)47-31-36(41)30-40)32-46-38(42)27-23-21-18-19-22-26-35-29-34(35)25-6-4-2/h12-13,34-37,40-41H,3-11,14-33H2,1-2H3,(H,44,45)/b13-12-/t34?,35?,36-,37+/m0/s1	TUFMWLXGBUHNOV-VQFCGIHASA-N	732.4941355			MMDBc0032312
BASm0019407	PG(17:0cycw7c/18:1(9Z))	PG(18:1(9Z)/17:0cycw7c) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/17:0cycw7c), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one heptadec-9-10-cyclo-anoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C41H77O10P	InChI=1S/C41H77O10P/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-21-26-30-41(45)51-39(35-50-52(46,47)49-33-38(43)32-42)34-48-40(44)29-25-22-19-20-24-28-37-31-36(37)27-23-8-6-4-2/h13-14,36-39,42-43H,3-12,15-35H2,1-2H3,(H,46,47)/b14-13-/t36?,37?,38-,39+/m0/s1	MQSFHQJUULTFDK-PKPGROLCSA-N	760.5254357			MMDBc0032313
BASm0019408	PG(19:0cycv8c/18:1(9Z))	PG(18:1(9Z)/19:0cycv8c) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/19:0cycv8c), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one heptadec-11-12-cyclo-anoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C43H81O10P	InChI=1S/C43H81O10P/c1-3-5-7-9-10-11-12-13-14-15-16-17-20-24-28-32-43(47)53-41(37-52-54(48,49)51-35-40(45)34-44)36-50-42(46)31-27-23-21-18-19-22-26-30-39-33-38(39)29-25-8-6-4-2/h13-14,38-41,44-45H,3-12,15-37H2,1-2H3,(H,48,49)/b14-13-/t38?,39?,40-,41+/m0/s1	GDXLNMWQOUGQKQ-SURQDNLTSA-N	788.5567358			MMDBc0032314
BASm0019409	PG(19:1(9Z)/18:1(9Z))	PG(18:1(9Z)/19:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/19:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 9Z-nonadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C43H81O10P	InChI=1S/C43H81O10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-42(46)50-38-41(39-52-54(48,49)51-37-40(45)36-44)53-43(47)35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h18-21,40-41,44-45H,3-17,22-39H2,1-2H3,(H,48,49)/b20-18-,21-19-/t40-,41+/m0/s1	QRSHKROOJVNJFH-XABOAZGISA-N	788.5567358			MMDBc0032315
BASm0019410	PG(14:0/19:0cycv8c)	PG(19:0cycv8c/14:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:0cycv8c/14:0), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C39H75O10P	InChI=1S/C39H75O10P/c1-3-5-7-9-10-11-12-13-16-19-23-27-38(42)46-32-37(33-48-50(44,45)47-31-36(41)30-40)49-39(43)28-24-20-17-14-15-18-22-26-35-29-34(35)25-21-8-6-4-2/h34-37,40-41H,3-33H2,1-2H3,(H,44,45)/t34?,35?,36-,37+/m0/s1	FSVATCBGLIQQON-IUMVPMKHSA-N	734.5097856			MMDBc0032316
BASm0019411	PG(15:0cyclo/19:0cycv8c)	PG(19:0cycv8c/15:0cyclo) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:0cycv8c/15:0cyclo), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and one cis-9,10-Methylenetetradecanoic acid  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C40H75O10P	InChI=1S/C40H75O10P/c1-3-5-7-16-22-35-28-36(35)24-17-12-9-8-10-14-20-26-40(44)50-38(32-49-51(45,46)48-30-37(42)29-41)31-47-39(43)25-19-15-11-13-18-23-34-27-33(34)21-6-4-2/h33-38,41-42H,3-32H2,1-2H3,(H,45,46)/t33?,34?,35?,36?,37-,38+/m0/s1	SWDBJXLRNBSNHF-GWHWHECRSA-N	746.5097856			MMDBc0032317
BASm0019412	PG(16:0/19:0cycv8c)	PG(19:0cycv8c/16:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:0cycv8c/16:0), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C41H79O10P	InChI=1S/C41H79O10P/c1-3-5-7-9-10-11-12-13-14-15-18-21-25-29-40(44)48-34-39(35-50-52(46,47)49-33-38(43)32-42)51-41(45)30-26-22-19-16-17-20-24-28-37-31-36(37)27-23-8-6-4-2/h36-39,42-43H,3-35H2,1-2H3,(H,46,47)/t36?,37?,38-,39+/m0/s1	SVTCSHZHAPWHDA-NIJRPICPSA-N	762.5410857			MMDBc0032318
BASm0019413	PG(16:1(9Z)/19:0cycv8c)	PG(19:0cycv8c/16:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:0cycv8c/16:1(9Z)), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C41H77O10P	InChI=1S/C41H77O10P/c1-3-5-7-9-10-11-12-13-14-15-18-21-25-29-40(44)48-34-39(35-50-52(46,47)49-33-38(43)32-42)51-41(45)30-26-22-19-16-17-20-24-28-37-31-36(37)27-23-8-6-4-2/h11-12,36-39,42-43H,3-10,13-35H2,1-2H3,(H,46,47)/b12-11-/t36?,37?,38-,39+/m0/s1	YLJXEPYAINITBA-OWIVCOGVSA-N	760.5254357			MMDBc0032319
BASm0019414	PG(17:0cycw7c/19:0cycv8c)	PG(19:0cycv8c/17:0cycw7c) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:0cycv8c/17:0cycw7c), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and one heptadec-9-10-cyclo-anoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C42H79O10P	InChI=1S/C42H79O10P/c1-3-5-7-17-23-35-29-37(35)25-19-13-10-9-11-15-22-28-42(46)52-40(34-51-53(47,48)50-32-39(44)31-43)33-49-41(45)27-21-16-12-14-20-26-38-30-36(38)24-18-8-6-4-2/h35-40,43-44H,3-34H2,1-2H3,(H,47,48)/t35?,36?,37?,38?,39-,40+/m0/s1	SYFWATGCVTUUQR-ZKSHJAJDSA-N	774.5410857			MMDBc0032320
BASm0019415	PG(18:1(9Z)/19:0cycv8c)	PG(19:0cycv8c/18:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:0cycv8c/18:1(9Z)), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C43H81O10P	InChI=1S/C43H81O10P/c1-3-5-7-9-10-11-12-13-14-15-16-17-20-23-27-31-42(46)50-36-41(37-52-54(48,49)51-35-40(45)34-44)53-43(47)32-28-24-21-18-19-22-26-30-39-33-38(39)29-25-8-6-4-2/h13-14,38-41,44-45H,3-12,15-37H2,1-2H3,(H,48,49)/b14-13-/t38?,39?,40-,41+/m0/s1	OWUSTQQQYYIYQD-SURQDNLTSA-N	788.5567358			MMDBc0032321
BASm0019416	PG(19:0cycv8c/19:0cycv8c)	PG(19:0cycv8c/19:0cycv8c) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:0cycv8c/19:0cycv8c), in particular, consists of two heptadec-11-12-cyclo-anoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C44H83O10P	InChI=1S/C44H83O10P/c1-3-5-7-19-25-37-31-39(37)27-21-15-11-9-13-17-23-29-43(47)51-35-42(36-53-55(49,50)52-34-41(46)33-45)54-44(48)30-24-18-14-10-12-16-22-28-40-32-38(40)26-20-8-6-4-2/h37-42,45-46H,3-36H2,1-2H3,(H,49,50)/t37?,38?,39?,40?,41-,42+/m0/s1	ACOSNNHXZDLJJE-HBLNEQHKSA-N	802.5723859			MMDBc0032322
BASm0019417	PG(10:0/19:1(9Z))	PG(19:1(9Z)/10:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:1(9Z)/10:0), in particular, consists of one 9Z-nonadecenoyl chain  to the C-1 atom, and one decanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C35H67O10P	InChI=1S/C35H67O10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-21-23-25-27-35(39)45-33(31-44-46(40,41)43-29-32(37)28-36)30-42-34(38)26-24-22-20-10-8-6-4-2/h15-16,32-33,36-37H,3-14,17-31H2,1-2H3,(H,40,41)/b16-15-/t32-,33+/m0/s1	VTKLZPGENOAERS-YZCYCRNISA-N	678.4471854			MMDBc0032323
BASm0019418	PG(12:0/19:1(9Z))	PG(19:1(9Z)/12:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:1(9Z)/12:0), in particular, consists of one 9Z-nonadecenoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C37H71O10P	InChI=1S/C37H71O10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-21-23-25-27-29-37(41)47-35(33-46-48(42,43)45-31-34(39)30-38)32-44-36(40)28-26-24-22-20-12-10-8-6-4-2/h16-17,34-35,38-39H,3-15,18-33H2,1-2H3,(H,42,43)/b17-16-/t34-,35+/m0/s1	JYDSICMKMSYKSO-ODLGQNLUSA-N	706.4784855			MMDBc0032324
BASm0019419	PG(14:0/19:1(9Z))	PG(19:1(9Z)/14:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:1(9Z)/14:0), in particular, consists of one 9Z-nonadecenoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C39H75O10P	InChI=1S/C39H75O10P/c1-3-5-7-9-11-13-15-16-17-18-19-21-23-25-27-29-31-39(43)49-37(35-48-50(44,45)47-33-36(41)32-40)34-46-38(42)30-28-26-24-22-20-14-12-10-8-6-4-2/h17-18,36-37,40-41H,3-16,19-35H2,1-2H3,(H,44,45)/b18-17-/t36-,37+/m0/s1	NWKLMPYOMDACNH-FMECKOKGSA-N	734.5097856			MMDBc0032325
BASm0019420	PG(16:0/19:1(9Z))	PG(19:1(9Z)/16:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:1(9Z)/16:0), in particular, consists of one 9Z-nonadecenoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C41H79O10P	InChI=1S/C41H79O10P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-41(45)51-39(37-50-52(46,47)49-35-38(43)34-42)36-48-40(44)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h18-19,38-39,42-43H,3-17,20-37H2,1-2H3,(H,46,47)/b19-18-/t38-,39+/m0/s1	VZDFTHUVSLNPEO-GQXGIJAMSA-N	762.5410857			MMDBc0032326
BASm0019421	PG(16:1(9Z)/19:1(9Z))	PG(19:1(9Z)/16:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:1(9Z)/16:1(9Z)), in particular, consists of one 9Z-nonadecenoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Expected Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C41H77O10P	InChI=1S/C41H77O10P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-41(45)51-39(37-50-52(46,47)49-35-38(43)34-42)36-48-40(44)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h14,16,18-19,38-39,42-43H,3-13,15,17,20-37H2,1-2H3,(H,46,47)/b16-14-,19-18-/t38-,39+/m0/s1	DWIAHTSGFGBNNY-VNEGZISYSA-N	760.5254357			MMDBc0032327
BASm0019422	PGP(19:iso/19:iso)	PGP(19:iso/19:iso) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:iso/19:iso), in particular, consists of two 17-methylocatdecanoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCCCCCCCC(C)C	C44H88O13P2	InChI=1S/C44H88O13P2/c1-39(2)31-27-23-19-15-11-7-5-9-13-17-21-25-29-33-43(46)53-37-42(38-56-59(51,52)55-36-41(45)35-54-58(48,49)50)57-44(47)34-30-26-22-18-14-10-6-8-12-16-20-24-28-32-40(3)4/h39-42,45H,5-38H2,1-4H3,(H,51,52)(H2,48,49,50)/t41-,42+/m0/s1	IURFWJGYPZTGQY-ACEXITHZSA-N	886.5700169			MMDBc0032328
BASm0019423	PGP(10:0(3-OH)/10:0(3-OH))	PGP(10:0(3-OH)/10:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0(3-OH)/10:0(3-OH)), in particular, consists of two 3-hydroxydecanoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CC(O)CCCCCCC	C26H52O15P2	InChI=1S/C26H52O15P2/c1-3-5-7-9-11-13-21(27)15-25(30)37-19-24(41-26(31)16-22(28)14-12-10-8-6-4-2)20-40-43(35,36)39-18-23(29)17-38-42(32,33)34/h21-24,27-29H,3-20H2,1-2H3,(H,35,36)(H2,32,33,34)/t21?,22?,23-,24-/m1/s1	SOICCPOADRSGBI-SNDHGLFQSA-N	666.278145			MMDBc0032329
BASm0019424	PGP(10:0(3-OH)/10:0)	PGP(10:0(3-OH)/10:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0(3-OH)/10:0), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and one decanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCC	C26H52O14P2	InChI=1S/C26H52O14P2/c1-3-5-7-9-10-12-14-16-25(29)40-24(20-36-26(30)17-22(27)15-13-11-8-6-4-2)21-39-42(34,35)38-19-23(28)18-37-41(31,32)33/h22-24,27-28H,3-21H2,1-2H3,(H,34,35)(H2,31,32,33)/t22?,23-,24-/m1/s1	AWWDWBXADRBUNK-HEYJASKDSA-N	650.2832304			MMDBc0032330
BASm0019425	PGP(10:0(3-OH)/12:0(3-OH))	PGP(10:0(3-OH)/12:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0(3-OH)/12:0(3-OH)), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and one 3-hydroxydodecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CC(O)CCCCCCCCC	C28H56O15P2	InChI=1S/C28H56O15P2/c1-3-5-7-9-10-12-14-16-24(30)18-28(33)43-26(21-39-27(32)17-23(29)15-13-11-8-6-4-2)22-42-45(37,38)41-20-25(31)19-40-44(34,35)36/h23-26,29-31H,3-22H2,1-2H3,(H,37,38)(H2,34,35,36)/t23?,24?,25-,26-/m1/s1	VTMRAPDOOJQAJT-CVQXOBEKSA-N	694.3094451			MMDBc0032331
BASm0019426	PGP(10:0(3-OH)/12:0)	PGP(10:0(3-OH)/12:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0(3-OH)/12:0), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCCCC	C28H56O14P2	InChI=1S/C28H56O14P2/c1-3-5-7-9-10-11-12-14-16-18-27(31)42-26(22-38-28(32)19-24(29)17-15-13-8-6-4-2)23-41-44(36,37)40-21-25(30)20-39-43(33,34)35/h24-26,29-30H,3-23H2,1-2H3,(H,36,37)(H2,33,34,35)/t24?,25-,26-/m1/s1	LWWTYHCIZDGFDJ-KPRFIHOGSA-N	678.3145305			MMDBc0032332
BASm0019427	PGP(10:0(3-OH)/14:0(3-OH))	PGP(10:0(3-OH)/14:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0(3-OH)/14:0(3-OH)), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and one 3-hydroxytetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C30H60O15P2	InChI=1S/C30H60O15P2/c1-3-5-7-9-10-11-12-14-16-18-26(32)20-30(35)45-28(23-41-29(34)19-25(31)17-15-13-8-6-4-2)24-44-47(39,40)43-22-27(33)21-42-46(36,37)38/h25-28,31-33H,3-24H2,1-2H3,(H,39,40)(H2,36,37,38)/t25?,26?,27-,28-/m1/s1	LUWQFGSTCVSUOG-XQOSCOKLSA-N	722.3407452			MMDBc0032333
BASm0019428	PGP(10:0(3-OH)/14:0)	PGP(10:0(3-OH)/14:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0(3-OH)/14:0), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCCCCCC	C30H60O14P2	InChI=1S/C30H60O14P2/c1-3-5-7-9-10-11-12-13-14-16-18-20-29(33)44-28(24-40-30(34)21-26(31)19-17-15-8-6-4-2)25-43-46(38,39)42-23-27(32)22-41-45(35,36)37/h26-28,31-32H,3-25H2,1-2H3,(H,38,39)(H2,35,36,37)/t26?,27-,28-/m1/s1	ZRLZWWIUIQXUHV-DXISBFFWSA-N	706.3458306			MMDBc0032334
BASm0019429	PGP(10:0(3-OH)/15:0)	PGP(10:0(3-OH)/15:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0(3-OH)/15:0), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCCCCCCC	C31H62O14P2	InChI=1S/C31H62O14P2/c1-3-5-7-9-10-11-12-13-14-15-17-19-21-30(34)45-29(25-41-31(35)22-27(32)20-18-16-8-6-4-2)26-44-47(39,40)43-24-28(33)23-42-46(36,37)38/h27-29,32-33H,3-26H2,1-2H3,(H,39,40)(H2,36,37,38)/t27?,28-,29-/m1/s1	ZWEKOQKPFOJXST-NPQGXCPKSA-N	720.3614807			MMDBc0032335
BASm0019430	PGP(10:0(3-OH)/15:0cyclo)	PGP(10:0(3-OH)/15:0cyclo) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0(3-OH)/15:0cyclo), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and one cis-9,10-Methylenetetradecanoic acid  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C31H60O14P2	InChI=1S/C31H60O14P2/c1-3-5-7-9-13-17-27(32)20-31(35)41-23-29(24-44-47(39,40)43-22-28(33)21-42-46(36,37)38)45-30(34)18-14-11-8-10-12-16-26-19-25(26)15-6-4-2/h25-29,32-33H,3-24H2,1-2H3,(H,39,40)(H2,36,37,38)/t25?,26?,27?,28-,29-/m1/s1	FAQHCQCFKMBYCU-BSRKSAPBSA-N	718.3458306			MMDBc0032336
BASm0019431	PGP(10:0(3-OH)/16:0)	PGP(10:0(3-OH)/16:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0(3-OH)/16:0), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C32H64O14P2	InChI=1S/C32H64O14P2/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-31(35)46-30(26-42-32(36)23-28(33)21-19-17-8-6-4-2)27-45-48(40,41)44-25-29(34)24-43-47(37,38)39/h28-30,33-34H,3-27H2,1-2H3,(H,40,41)(H2,37,38,39)/t28?,29-,30-/m1/s1	SGNUPIUIQRJGAE-GVKMRLRKSA-N	734.3771307			MMDBc0032337
BASm0019432	PGP(10:0(3-OH)/16:1(9Z))	PGP(10:0(3-OH)/16:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0(3-OH)/16:1(9Z)), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C32H62O14P2	InChI=1S/C32H62O14P2/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-31(35)46-30(26-42-32(36)23-28(33)21-19-17-8-6-4-2)27-45-48(40,41)44-25-29(34)24-43-47(37,38)39/h11-12,28-30,33-34H,3-10,13-27H2,1-2H3,(H,40,41)(H2,37,38,39)/b12-11-/t28?,29-,30-/m1/s1	CAAFEMODHABCSU-SXRLIPNMSA-N	732.3614807			MMDBc0032338
BASm0019433	PGP(10:0(3-OH)/17:0cycw7c)	PGP(10:0(3-OH)/17:0cycw7c) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0(3-OH)/17:0cycw7c), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and one heptadec-9-10-cyclo-anoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C33H64O14P2	InChI=1S/C33H64O14P2/c1-3-5-7-10-15-19-29(34)22-33(37)43-25-31(26-46-49(41,42)45-24-30(35)23-44-48(38,39)40)47-32(36)20-16-12-9-11-14-18-28-21-27(28)17-13-8-6-4-2/h27-31,34-35H,3-26H2,1-2H3,(H,41,42)(H2,38,39,40)/t27?,28?,29?,30-,31-/m1/s1	OWVRLQFVTUVOAO-FOMSTSDASA-N	746.3771307			MMDBc0032339
BASm0019434	PGP(10:0(3-OH)/18:1(9Z))	PGP(10:0(3-OH)/18:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0(3-OH)/18:1(9Z)), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C34H66O14P2	InChI=1S/C34H66O14P2/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-20-22-24-33(37)48-32(28-44-34(38)25-30(35)23-21-19-8-6-4-2)29-47-50(42,43)46-27-31(36)26-45-49(39,40)41/h13-14,30-32,35-36H,3-12,15-29H2,1-2H3,(H,42,43)(H2,39,40,41)/b14-13-/t30?,31-,32-/m1/s1	YZXMPMHOHSLZLJ-GECWTQAFSA-N	760.3927808			MMDBc0032340
BASm0019435	PGP(10:0(3-OH)/19:0cycv8c)	PGP(10:0(3-OH)/19:0cycv8c) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0(3-OH)/19:0cycv8c), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and one heptadec-11-12-cyclo-anoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C35H68O14P2	InChI=1S/C35H68O14P2/c1-3-5-7-12-17-21-31(36)24-35(39)45-27-33(28-48-51(43,44)47-26-32(37)25-46-50(40,41)42)49-34(38)22-18-14-11-9-10-13-16-20-30-23-29(30)19-15-8-6-4-2/h29-33,36-37H,3-28H2,1-2H3,(H,43,44)(H2,40,41,42)/t29?,30?,31?,32-,33-/m1/s1	KAHVTGIHPZPBLD-CDWAUKDPSA-N	774.4084309			MMDBc0032341
BASm0019436	PGP(10:0(3-OH)/19:iso)	PGP(10:0(3-OH)/19:iso) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0(3-OH)/19:iso), in particular, consists of one 3-hydroxydecanoyl chain  to the C-1 atom, and one 17-methylocatdecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C35H70O14P2	InChI=1S/C35H70O14P2/c1-4-5-6-16-20-23-31(36)25-35(39)45-28-33(29-48-51(43,44)47-27-32(37)26-46-50(40,41)42)49-34(38)24-21-18-15-13-11-9-7-8-10-12-14-17-19-22-30(2)3/h30-33,36-37H,4-29H2,1-3H3,(H,43,44)(H2,40,41,42)/t31?,32-,33+/m0/s1	UCOGFUSCKYDFAD-ADIDXWPESA-N	776.4240809			MMDBc0032342
BASm0019437	PGP(10:0/10:0(3-OH))	PGP(10:0/10:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0/10:0(3-OH)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 3-hydroxydecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CC(O)CCCCCCC	C26H52O14P2	InChI=1S/C26H52O14P2/c1-3-5-7-9-10-12-14-16-25(29)36-20-24(40-26(30)17-22(27)15-13-11-8-6-4-2)21-39-42(34,35)38-19-23(28)18-37-41(31,32)33/h22-24,27-28H,3-21H2,1-2H3,(H,34,35)(H2,31,32,33)/t22?,23-,24-/m1/s1	HVCXGYDISAURMK-HEYJASKDSA-N	650.2832304			MMDBc0032343
BASm0019438	PGP(10:0/12:0(3-OH))	PGP(10:0/12:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0/12:0(3-OH)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 3-hydroxydodecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CC(O)CCCCCCCCC	C28H56O14P2	InChI=1S/C28H56O14P2/c1-3-5-7-9-11-13-15-17-24(29)19-28(32)42-26(22-38-27(31)18-16-14-12-10-8-6-4-2)23-41-44(36,37)40-21-25(30)20-39-43(33,34)35/h24-26,29-30H,3-23H2,1-2H3,(H,36,37)(H2,33,34,35)/t24?,25-,26-/m1/s1	PYOHPRCJJFYODL-KPRFIHOGSA-N	678.3145305			MMDBc0032344
BASm0019439	PGP(10:0/14:0(3-OH))	PGP(10:0/14:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0/14:0(3-OH)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 3-hydroxytetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C30H60O14P2	InChI=1S/C30H60O14P2/c1-3-5-7-9-11-12-14-15-17-19-26(31)21-30(34)44-28(24-40-29(33)20-18-16-13-10-8-6-4-2)25-43-46(38,39)42-23-27(32)22-41-45(35,36)37/h26-28,31-32H,3-25H2,1-2H3,(H,38,39)(H2,35,36,37)/t26?,27-,28-/m1/s1	OFFZYPDNQJURMY-DXISBFFWSA-N	706.3458306			MMDBc0032345
BASm0019440	PGP(10:0/19:iso)	PGP(10:0/19:iso) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0/19:iso), in particular, consists of one decanoyl chain  to the C-1 atom, and one 17-methylocatdecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C35H70O13P2	InChI=1S/C35H70O13P2/c1-4-5-6-7-15-19-22-25-34(37)44-29-33(30-47-50(42,43)46-28-32(36)27-45-49(39,40)41)48-35(38)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-31(2)3/h31-33,36H,4-30H2,1-3H3,(H,42,43)(H2,39,40,41)/t32-,33+/m0/s1	CVCHGCYSMNRHEY-JHOUSYSJSA-N	760.4291663			MMDBc0032346
BASm0019441	PGP(12:0(3-OH)/10:0(3-OH))	PGP(12:0(3-OH)/10:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0(3-OH)/10:0(3-OH)), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and one 3-hydroxydecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CC(O)CCCCCCC	C28H56O15P2	InChI=1S/C28H56O15P2/c1-3-5-7-9-10-12-14-15-23(29)17-27(32)39-21-26(43-28(33)18-24(30)16-13-11-8-6-4-2)22-42-45(37,38)41-20-25(31)19-40-44(34,35)36/h23-26,29-31H,3-22H2,1-2H3,(H,37,38)(H2,34,35,36)/t23?,24?,25-,26-/m1/s1	UBJFKYNBHSLUNY-CVQXOBEKSA-N	694.3094451			MMDBc0032347
BASm0019442	PGP(12:0(3-OH)/10:0)	PGP(12:0(3-OH)/10:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0(3-OH)/10:0), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and one decanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCC	C28H56O14P2	InChI=1S/C28H56O14P2/c1-3-5-7-9-11-13-15-17-24(29)19-28(32)38-22-26(42-27(31)18-16-14-12-10-8-6-4-2)23-41-44(36,37)40-21-25(30)20-39-43(33,34)35/h24-26,29-30H,3-23H2,1-2H3,(H,36,37)(H2,33,34,35)/t24?,25-,26-/m1/s1	DAGDQLJJJBQDNF-KPRFIHOGSA-N	678.3145305			MMDBc0032348
BASm0019443	PGP(12:0(3-OH)/12:0(3-OH))	PGP(12:0(3-OH)/12:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0(3-OH)/12:0(3-OH)), in particular, consists of two 3-hydroxydodecanoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CC(O)CCCCCCCCC	C30H60O15P2	InChI=1S/C30H60O15P2/c1-3-5-7-9-11-13-15-17-25(31)19-29(34)41-23-28(24-44-47(39,40)43-22-27(33)21-42-46(36,37)38)45-30(35)20-26(32)18-16-14-12-10-8-6-4-2/h25-28,31-33H,3-24H2,1-2H3,(H,39,40)(H2,36,37,38)/t25?,26?,27-,28-/m1/s1	ZUMMGJPTGHOGRL-XQOSCOKLSA-N	722.3407452			MMDBc0032349
BASm0019444	PGP(12:0(3-OH)/12:0)	PGP(12:0(3-OH)/12:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0(3-OH)/12:0), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C30H60O14P2	InChI=1S/C30H60O14P2/c1-3-5-7-9-11-12-14-16-18-20-29(33)44-28(25-43-46(38,39)42-23-27(32)22-41-45(35,36)37)24-40-30(34)21-26(31)19-17-15-13-10-8-6-4-2/h26-28,31-32H,3-25H2,1-2H3,(H,38,39)(H2,35,36,37)/t26?,27-,28-/m1/s1	WBKNAIBDNFYZTA-DXISBFFWSA-N	706.3458306			MMDBc0032350
BASm0019445	PGP(12:0(3-OH)/14:0(3-OH))	PGP(12:0(3-OH)/14:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0(3-OH)/14:0(3-OH)), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and one 3-hydroxytetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C32H64O15P2	InChI=1S/C32H64O15P2/c1-3-5-7-9-11-12-14-16-18-20-28(34)22-32(37)47-30(26-46-49(41,42)45-24-29(35)23-44-48(38,39)40)25-43-31(36)21-27(33)19-17-15-13-10-8-6-4-2/h27-30,33-35H,3-26H2,1-2H3,(H,41,42)(H2,38,39,40)/t27?,28?,29-,30-/m1/s1	PYIUYIPNHGEZCJ-RAWLKHAVSA-N	750.3720454			MMDBc0032351
BASm0019446	PGP(12:0(3-OH)/14:0)	PGP(12:0(3-OH)/14:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0(3-OH)/14:0), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C32H64O14P2	InChI=1S/C32H64O14P2/c1-3-5-7-9-11-12-13-14-16-18-20-22-31(35)46-30(27-45-48(40,41)44-25-29(34)24-43-47(37,38)39)26-42-32(36)23-28(33)21-19-17-15-10-8-6-4-2/h28-30,33-34H,3-27H2,1-2H3,(H,40,41)(H2,37,38,39)/t28?,29-,30-/m1/s1	PEFPQFKGIHDXIM-GVKMRLRKSA-N	734.3771307			MMDBc0032352
BASm0019447	PGP(12:0(3-OH)/15:0)	PGP(12:0(3-OH)/15:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0(3-OH)/15:0), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C33H66O14P2	InChI=1S/C33H66O14P2/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-32(36)47-31(28-46-49(41,42)45-26-30(35)25-44-48(38,39)40)27-43-33(37)24-29(34)22-20-18-16-10-8-6-4-2/h29-31,34-35H,3-28H2,1-2H3,(H,41,42)(H2,38,39,40)/t29?,30-,31-/m1/s1	WOKLVWBXMSKWMF-DGRDJXPTSA-N	748.3927808			MMDBc0032353
BASm0019448	PGP(12:0(3-OH)/15:0cyclo)	PGP(12:0(3-OH)/15:0cyclo) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0(3-OH)/15:0cyclo), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and one cis-9,10-Methylenetetradecanoic acid  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C33H64O14P2	InChI=1S/C33H64O14P2/c1-3-5-7-8-9-12-15-19-29(34)22-33(37)43-25-31(26-46-49(41,42)45-24-30(35)23-44-48(38,39)40)47-32(36)20-16-13-10-11-14-18-28-21-27(28)17-6-4-2/h27-31,34-35H,3-26H2,1-2H3,(H,41,42)(H2,38,39,40)/t27?,28?,29?,30-,31-/m1/s1	QNDQBDRULUOORK-FOMSTSDASA-N	746.3771307			MMDBc0032354
BASm0019449	PGP(12:0(3-OH)/16:0)	PGP(12:0(3-OH)/16:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0(3-OH)/16:0), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C34H68O14P2	InChI=1S/C34H68O14P2/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-33(37)48-32(29-47-50(42,43)46-27-31(36)26-45-49(39,40)41)28-44-34(38)25-30(35)23-21-19-17-10-8-6-4-2/h30-32,35-36H,3-29H2,1-2H3,(H,42,43)(H2,39,40,41)/t30?,31-,32-/m1/s1	CINFFVXPDPMSEF-YPHBKRNWSA-N	762.4084309			MMDBc0032355
BASm0019450	PGP(12:0(3-OH)/16:1(9Z))	PGP(12:0(3-OH)/16:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0(3-OH)/16:1(9Z)), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C34H66O14P2	InChI=1S/C34H66O14P2/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-33(37)48-32(29-47-50(42,43)46-27-31(36)26-45-49(39,40)41)28-44-34(38)25-30(35)23-21-19-17-10-8-6-4-2/h12-13,30-32,35-36H,3-11,14-29H2,1-2H3,(H,42,43)(H2,39,40,41)/b13-12-/t30?,31-,32-/m1/s1	GJADBVNIWPYXGP-LGZFZSLRSA-N	760.3927808			MMDBc0032356
BASm0019451	PGP(12:0(3-OH)/17:0cycw7c)	PGP(12:0(3-OH)/17:0cycw7c) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0(3-OH)/17:0cycw7c), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and one heptadec-9-10-cyclo-anoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C35H68O14P2	InChI=1S/C35H68O14P2/c1-3-5-7-9-10-13-17-21-31(36)24-35(39)45-27-33(28-48-51(43,44)47-26-32(37)25-46-50(40,41)42)49-34(38)22-18-14-11-12-16-20-30-23-29(30)19-15-8-6-4-2/h29-33,36-37H,3-28H2,1-2H3,(H,43,44)(H2,40,41,42)/t29?,30?,31?,32-,33-/m1/s1	OTXTYBBKHAGJBO-CDWAUKDPSA-N	774.4084309			MMDBc0032357
BASm0019452	PGP(12:0(3-OH)/18:1(9Z))	PGP(12:0(3-OH)/18:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0(3-OH)/18:1(9Z)), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C36H70O14P2	InChI=1S/C36H70O14P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-35(39)50-34(31-49-52(44,45)48-29-33(38)28-47-51(41,42)43)30-46-36(40)27-32(37)25-23-21-19-10-8-6-4-2/h14-15,32-34,37-38H,3-13,16-31H2,1-2H3,(H,44,45)(H2,41,42,43)/b15-14-/t32?,33-,34-/m1/s1	OHXFLRNSMWLBJY-SHDUCQPMSA-N	788.4240809			MMDBc0032358
BASm0019453	PGP(12:0(3-OH)/19:0cycv8c)	PGP(12:0(3-OH)/19:0cycv8c) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0(3-OH)/19:0cycv8c), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and one heptadec-11-12-cyclo-anoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C37H72O14P2	InChI=1S/C37H72O14P2/c1-3-5-7-9-11-15-19-23-33(38)26-37(41)47-29-35(30-50-53(45,46)49-28-34(39)27-48-52(42,43)44)51-36(40)24-20-16-13-10-12-14-18-22-32-25-31(32)21-17-8-6-4-2/h31-35,38-39H,3-30H2,1-2H3,(H,45,46)(H2,42,43,44)/t31?,32?,33?,34-,35-/m1/s1	LXMJXUIPONHOSB-IVHAPXLTSA-N	802.439731			MMDBc0032359
BASm0019454	PGP(12:0(3-OH)/19:iso)	PGP(12:0(3-OH)/19:iso) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0(3-OH)/19:iso), in particular, consists of one 3-hydroxydodecanoyl chain  to the C-1 atom, and one 17-methylocatdecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C37H74O14P2	InChI=1S/C37H74O14P2/c1-4-5-6-7-15-19-22-25-33(38)27-37(41)47-30-35(31-50-53(45,46)49-29-34(39)28-48-52(42,43)44)51-36(40)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-32(2)3/h32-35,38-39H,4-31H2,1-3H3,(H,45,46)(H2,42,43,44)/t33?,34-,35+/m0/s1	CHESALVBLJYTOC-ZYVKZGOESA-N	804.4553811			MMDBc0032360
BASm0019455	PGP(12:0/10:0(3-OH))	PGP(12:0/10:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/10:0(3-OH)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 3-hydroxydecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCC	C28H56O14P2	InChI=1S/C28H56O14P2/c1-3-5-7-9-10-11-12-14-16-18-27(31)38-22-26(42-28(32)19-24(29)17-15-13-8-6-4-2)23-41-44(36,37)40-21-25(30)20-39-43(33,34)35/h24-26,29-30H,3-23H2,1-2H3,(H,36,37)(H2,33,34,35)/t24?,25-,26-/m1/s1	PNCZARHUGNKELX-KPRFIHOGSA-N	678.3145305			MMDBc0032361
BASm0019456	PGP(12:0/12:0(3-OH))	PGP(12:0/12:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/12:0(3-OH)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 3-hydroxydodecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCC	C30H60O14P2	InChI=1S/C30H60O14P2/c1-3-5-7-9-11-12-14-16-18-20-29(33)40-24-28(25-43-46(38,39)42-23-27(32)22-41-45(35,36)37)44-30(34)21-26(31)19-17-15-13-10-8-6-4-2/h26-28,31-32H,3-25H2,1-2H3,(H,38,39)(H2,35,36,37)/t26?,27-,28-/m1/s1	HUWSGSFPGYJBAX-DXISBFFWSA-N	706.3458306			MMDBc0032362
BASm0019457	PGP(12:0/14:0(3-OH))	PGP(12:0/14:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/14:0(3-OH)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 3-hydroxytetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C32H64O14P2	InChI=1S/C32H64O14P2/c1-3-5-7-9-11-13-15-17-19-21-28(33)23-32(36)46-30(26-42-31(35)22-20-18-16-14-12-10-8-6-4-2)27-45-48(40,41)44-25-29(34)24-43-47(37,38)39/h28-30,33-34H,3-27H2,1-2H3,(H,40,41)(H2,37,38,39)/t28?,29-,30-/m1/s1	QEOSSPVRSXIFAP-GVKMRLRKSA-N	734.3771307			MMDBc0032363
BASm0019458	PGP(12:0/19:iso)	PGP(12:0/19:iso) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/19:iso), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 17-methylocatdecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C37H74O13P2	InChI=1S/C37H74O13P2/c1-4-5-6-7-8-14-18-21-24-27-36(39)46-31-35(32-49-52(44,45)48-30-34(38)29-47-51(41,42)43)50-37(40)28-25-22-19-16-13-11-9-10-12-15-17-20-23-26-33(2)3/h33-35,38H,4-32H2,1-3H3,(H,44,45)(H2,41,42,43)/t34-,35+/m0/s1	HXMDQPQFHAPSFV-OIDHKYIRSA-N	788.4604664			MMDBc0032364
BASm0019459	PGP(14:0(3-OH)/10:0(3-OH))	PGP(14:0(3-OH)/10:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0(3-OH)/10:0(3-OH)), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and one 3-hydroxydecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCC	C30H60O15P2	InChI=1S/C30H60O15P2/c1-3-5-7-9-10-11-12-14-16-17-25(31)19-29(34)41-23-28(45-30(35)20-26(32)18-15-13-8-6-4-2)24-44-47(39,40)43-22-27(33)21-42-46(36,37)38/h25-28,31-33H,3-24H2,1-2H3,(H,39,40)(H2,36,37,38)/t25?,26?,27-,28-/m1/s1	UIVGFOXEBOFEMN-XQOSCOKLSA-N	722.3407452			MMDBc0032365
BASm0019460	PGP(14:0(3-OH)/10:0)	PGP(14:0(3-OH)/10:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0(3-OH)/10:0), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and one decanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCCC	C30H60O14P2	InChI=1S/C30H60O14P2/c1-3-5-7-9-11-12-14-15-17-19-26(31)21-30(34)40-24-28(44-29(33)20-18-16-13-10-8-6-4-2)25-43-46(38,39)42-23-27(32)22-41-45(35,36)37/h26-28,31-32H,3-25H2,1-2H3,(H,38,39)(H2,35,36,37)/t26?,27-,28-/m1/s1	MOEZYDSRJOWEMA-DXISBFFWSA-N	706.3458306			MMDBc0032366
BASm0019461	PGP(14:0(3-OH)/12:0(3-OH))	PGP(14:0(3-OH)/12:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0(3-OH)/12:0(3-OH)), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and one 3-hydroxydodecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCC	C32H64O15P2	InChI=1S/C32H64O15P2/c1-3-5-7-9-11-12-14-16-17-19-27(33)21-31(36)43-25-30(26-46-49(41,42)45-24-29(35)23-44-48(38,39)40)47-32(37)22-28(34)20-18-15-13-10-8-6-4-2/h27-30,33-35H,3-26H2,1-2H3,(H,41,42)(H2,38,39,40)/t27?,28?,29-,30-/m1/s1	HHUPHFAULQQDHE-RAWLKHAVSA-N	750.3720454			MMDBc0032367
BASm0019462	PGP(14:0(3-OH)/12:0)	PGP(14:0(3-OH)/12:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0(3-OH)/12:0), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C32H64O14P2	InChI=1S/C32H64O14P2/c1-3-5-7-9-11-13-15-17-19-21-28(33)23-32(36)42-26-30(46-31(35)22-20-18-16-14-12-10-8-6-4-2)27-45-48(40,41)44-25-29(34)24-43-47(37,38)39/h28-30,33-34H,3-27H2,1-2H3,(H,40,41)(H2,37,38,39)/t28?,29-,30-/m1/s1	PVXXUFKJRCCSIV-GVKMRLRKSA-N	734.3771307			MMDBc0032368
BASm0019463	PGP(14:0(3-OH)/14:0(3-OH))	PGP(14:0(3-OH)/14:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0(3-OH)/14:0(3-OH)), in particular, consists of two 3-hydroxytetradecanoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C34H68O15P2	InChI=1S/C34H68O15P2/c1-3-5-7-9-11-13-15-17-19-21-29(35)23-33(38)45-27-32(28-48-51(43,44)47-26-31(37)25-46-50(40,41)42)49-34(39)24-30(36)22-20-18-16-14-12-10-8-6-4-2/h29-32,35-37H,3-28H2,1-2H3,(H,43,44)(H2,40,41,42)/t29?,30?,31-,32-/m1/s1	OMLUUMSFGMHUQV-LYBMHKGZSA-N	778.4033455			MMDBc0032369
BASm0019464	PGP(14:0(3-OH)/14:0)	PGP(14:0(3-OH)/14:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0(3-OH)/14:0), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C34H68O14P2	InChI=1S/C34H68O14P2/c1-3-5-7-9-11-13-14-16-18-20-22-24-33(37)48-32(29-47-50(42,43)46-27-31(36)26-45-49(39,40)41)28-44-34(38)25-30(35)23-21-19-17-15-12-10-8-6-4-2/h30-32,35-36H,3-29H2,1-2H3,(H,42,43)(H2,39,40,41)/t30?,31-,32-/m1/s1	YMGCHNGHPLMTRJ-YPHBKRNWSA-N	762.4084309			MMDBc0032370
BASm0019465	PGP(14:0(3-OH)/15:0)	PGP(14:0(3-OH)/15:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0(3-OH)/15:0), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C35H70O14P2	InChI=1S/C35H70O14P2/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-34(38)49-33(30-48-51(43,44)47-28-32(37)27-46-50(40,41)42)29-45-35(39)26-31(36)24-22-20-18-16-12-10-8-6-4-2/h31-33,36-37H,3-30H2,1-2H3,(H,43,44)(H2,40,41,42)/t31?,32-,33-/m1/s1	MJAJHLZHXJOJHX-HCMUIWFFSA-N	776.4240809			MMDBc0032371
BASm0019466	PGP(14:0(3-OH)/15:0cyclo)	PGP(14:0(3-OH)/15:0cyclo) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0(3-OH)/15:0cyclo), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and one cis-9,10-Methylenetetradecanoic acid  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C35H68O14P2	InChI=1S/C35H68O14P2/c1-3-5-7-8-9-10-11-14-17-21-31(36)24-35(39)45-27-33(28-48-51(43,44)47-26-32(37)25-46-50(40,41)42)49-34(38)22-18-15-12-13-16-20-30-23-29(30)19-6-4-2/h29-33,36-37H,3-28H2,1-2H3,(H,43,44)(H2,40,41,42)/t29?,30?,31?,32-,33-/m1/s1	GNVGIQZEFFRJQY-CDWAUKDPSA-N	774.4084309			MMDBc0032372
BASm0019467	PGP(14:0(3-OH)/16:0)	PGP(14:0(3-OH)/16:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0(3-OH)/16:0), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C36H72O14P2	InChI=1S/C36H72O14P2/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-35(39)50-34(31-49-52(44,45)48-29-33(38)28-47-51(41,42)43)30-46-36(40)27-32(37)25-23-21-19-17-12-10-8-6-4-2/h32-34,37-38H,3-31H2,1-2H3,(H,44,45)(H2,41,42,43)/t32?,33-,34-/m1/s1	AJHHVKJTZIDPBJ-VYXDYGHXSA-N	790.439731			MMDBc0032373
BASm0019468	PGP(14:0(3-OH)/16:1(9Z))	PGP(14:0(3-OH)/16:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0(3-OH)/16:1(9Z)), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C36H70O14P2	InChI=1S/C36H70O14P2/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-35(39)50-34(31-49-52(44,45)48-29-33(38)28-47-51(41,42)43)30-46-36(40)27-32(37)25-23-21-19-17-12-10-8-6-4-2/h13-14,32-34,37-38H,3-12,15-31H2,1-2H3,(H,44,45)(H2,41,42,43)/b14-13-/t32?,33-,34-/m1/s1	IRXCXKQFMUNBGB-FNFUOXECSA-N	788.4240809			MMDBc0032374
BASm0019469	PGP(14:0(3-OH)/17:0cycw7c)	PGP(14:0(3-OH)/17:0cycw7c) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0(3-OH)/17:0cycw7c), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and one heptadec-9-10-cyclo-anoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C37H72O14P2	InChI=1S/C37H72O14P2/c1-3-5-7-9-10-11-12-15-19-23-33(38)26-37(41)47-29-35(30-50-53(45,46)49-28-34(39)27-48-52(42,43)44)51-36(40)24-20-16-13-14-18-22-32-25-31(32)21-17-8-6-4-2/h31-35,38-39H,3-30H2,1-2H3,(H,45,46)(H2,42,43,44)/t31?,32?,33?,34-,35-/m1/s1	JTXBNJXFDWTZDB-IVHAPXLTSA-N	802.439731			MMDBc0032375
BASm0019470	PGP(14:0(3-OH)/18:1(9Z))	PGP(14:0(3-OH)/18:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0(3-OH)/18:1(9Z)), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C38H74O14P2	InChI=1S/C38H74O14P2/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-37(41)52-36(33-51-54(46,47)50-31-35(40)30-49-53(43,44)45)32-48-38(42)29-34(39)27-25-23-21-19-12-10-8-6-4-2/h15-16,34-36,39-40H,3-14,17-33H2,1-2H3,(H,46,47)(H2,43,44,45)/b16-15-/t34?,35-,36-/m1/s1	XOLUWNKLLIKQAN-AIFQWCCOSA-N	816.4553811			MMDBc0032376
BASm0019471	PGP(14:0(3-OH)/19:0cycv8c)	PGP(14:0(3-OH)/19:0cycv8c) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0(3-OH)/19:0cycv8c), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and one heptadec-11-12-cyclo-anoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C39H76O14P2	InChI=1S/C39H76O14P2/c1-3-5-7-9-10-11-14-17-21-25-35(40)28-39(43)49-31-37(32-52-55(47,48)51-30-36(41)29-50-54(44,45)46)53-38(42)26-22-18-15-12-13-16-20-24-34-27-33(34)23-19-8-6-4-2/h33-37,40-41H,3-32H2,1-2H3,(H,47,48)(H2,44,45,46)/t33?,34?,35?,36-,37-/m1/s1	PLESWRVTYLJDOL-NUHCWDFISA-N	830.4710311			MMDBc0032377
BASm0019472	PGP(14:0(3-OH)/19:iso)	PGP(14:0(3-OH)/19:iso) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0(3-OH)/19:iso), in particular, consists of one 3-hydroxytetradecanoyl chain  to the C-1 atom, and one 17-methylocatdecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C39H78O14P2	InChI=1S/C39H78O14P2/c1-4-5-6-7-8-14-18-21-24-27-35(40)29-39(43)49-32-37(33-52-55(47,48)51-31-36(41)30-50-54(44,45)46)53-38(42)28-25-22-19-16-13-11-9-10-12-15-17-20-23-26-34(2)3/h34-37,40-41H,4-33H2,1-3H3,(H,47,48)(H2,44,45,46)/t35?,36-,37+/m0/s1	PRTMALBYCHWDKJ-AYZHLZKXSA-N	832.4866812			MMDBc0032378
BASm0019473	PGP(14:0/10:0(3-OH))	PGP(14:0/10:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/10:0(3-OH)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 3-hydroxydecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCC	C30H60O14P2	InChI=1S/C30H60O14P2/c1-3-5-7-9-10-11-12-13-14-16-18-20-29(33)40-24-28(44-30(34)21-26(31)19-17-15-8-6-4-2)25-43-46(38,39)42-23-27(32)22-41-45(35,36)37/h26-28,31-32H,3-25H2,1-2H3,(H,38,39)(H2,35,36,37)/t26?,27-,28-/m1/s1	FMXRLLWCAUXXOX-DXISBFFWSA-N	706.3458306			MMDBc0032379
BASm0019474	PGP(14:0/12:0(3-OH))	PGP(14:0/12:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/12:0(3-OH)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 3-hydroxydodecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCC	C32H64O14P2	InChI=1S/C32H64O14P2/c1-3-5-7-9-11-12-13-14-16-18-20-22-31(35)42-26-30(27-45-48(40,41)44-25-29(34)24-43-47(37,38)39)46-32(36)23-28(33)21-19-17-15-10-8-6-4-2/h28-30,33-34H,3-27H2,1-2H3,(H,40,41)(H2,37,38,39)/t28?,29-,30-/m1/s1	JEFOJKHZZSSPAT-GVKMRLRKSA-N	734.3771307			MMDBc0032380
BASm0019475	PGP(14:0/14:0(3-OH))	PGP(14:0/14:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/14:0(3-OH)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 3-hydroxytetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C34H68O14P2	InChI=1S/C34H68O14P2/c1-3-5-7-9-11-13-14-16-18-20-22-24-33(37)44-28-32(29-47-50(42,43)46-27-31(36)26-45-49(39,40)41)48-34(38)25-30(35)23-21-19-17-15-12-10-8-6-4-2/h30-32,35-36H,3-29H2,1-2H3,(H,42,43)(H2,39,40,41)/t30?,31-,32-/m1/s1	OKUQRZQPPIGZEW-YPHBKRNWSA-N	762.4084309			MMDBc0032381
BASm0019476	PGP(14:0/15:0cyclo)	PGP(14:0/15:0cyclo) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/15:0cyclo), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one cis-9,10-Methylenetetradecanoic acid  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C35H68O13P2	InChI=1S/C35H68O13P2/c1-3-5-7-8-9-10-11-12-13-16-19-23-34(37)44-28-33(29-47-50(42,43)46-27-32(36)26-45-49(39,40)41)48-35(38)24-20-17-14-15-18-22-31-25-30(31)21-6-4-2/h30-33,36H,3-29H2,1-2H3,(H,42,43)(H2,39,40,41)/t30?,31?,32-,33-/m1/s1	UTJRQEOBYGCJIK-YMBWLEMYSA-N	758.4135162			MMDBc0032382
BASm0019477	PGP(14:0/17:0cycw7c)	PGP(14:0/17:0cycw7c) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/17:0cycw7c), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one heptadec-9-10-cyclo-anoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C37H72O13P2	InChI=1S/C37H72O13P2/c1-3-5-7-9-10-11-12-13-14-17-21-25-36(39)46-30-35(31-49-52(44,45)48-29-34(38)28-47-51(41,42)43)50-37(40)26-22-18-15-16-20-24-33-27-32(33)23-19-8-6-4-2/h32-35,38H,3-31H2,1-2H3,(H,44,45)(H2,41,42,43)/t32?,33?,34-,35-/m1/s1	ODDDJYDQTIQYJL-RWHWJHECSA-N	786.4448164			MMDBc0032383
BASm0019478	PGP(14:0/19:0cycv8c)	PGP(14:0/19:0cycv8c) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/19:0cycv8c), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one heptadec-11-12-cyclo-anoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C39H76O13P2	InChI=1S/C39H76O13P2/c1-3-5-7-9-10-11-12-13-16-19-23-27-38(41)48-32-37(33-51-54(46,47)50-31-36(40)30-49-53(43,44)45)52-39(42)28-24-20-17-14-15-18-22-26-35-29-34(35)25-21-8-6-4-2/h34-37,40H,3-33H2,1-2H3,(H,46,47)(H2,43,44,45)/t34?,35?,36-,37-/m1/s1	DVFUPXPLPDTGBU-YNPPORQASA-N	814.4761165			MMDBc0032384
BASm0019479	PGP(14:0/19:iso)	PGP(14:0/19:iso) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/19:iso), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 17-methylocatdecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C39H78O13P2	InChI=1S/C39H78O13P2/c1-4-5-6-7-8-9-13-17-20-23-26-29-38(41)48-33-37(34-51-54(46,47)50-32-36(40)31-49-53(43,44)45)52-39(42)30-27-24-21-18-15-12-10-11-14-16-19-22-25-28-35(2)3/h35-37,40H,4-34H2,1-3H3,(H,46,47)(H2,43,44,45)/t36-,37+/m0/s1	YHJLMBSCEGBBKL-PQQNNWGCSA-N	816.4917666			MMDBc0032385
BASm0019480	PGP(15:0/10:0(3-OH))	PGP(15:0/10:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/10:0(3-OH)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 3-hydroxydecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCC	C31H62O14P2	InChI=1S/C31H62O14P2/c1-3-5-7-9-10-11-12-13-14-15-17-19-21-30(34)41-25-29(45-31(35)22-27(32)20-18-16-8-6-4-2)26-44-47(39,40)43-24-28(33)23-42-46(36,37)38/h27-29,32-33H,3-26H2,1-2H3,(H,39,40)(H2,36,37,38)/t27?,28-,29-/m1/s1	YEABNXOBZBJNEE-NPQGXCPKSA-N	720.3614807			MMDBc0032386
BASm0019481	PGP(15:0/12:0(3-OH))	PGP(15:0/12:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/12:0(3-OH)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 3-hydroxydodecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCC	C33H66O14P2	InChI=1S/C33H66O14P2/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-32(36)43-27-31(28-46-49(41,42)45-26-30(35)25-44-48(38,39)40)47-33(37)24-29(34)22-20-18-16-10-8-6-4-2/h29-31,34-35H,3-28H2,1-2H3,(H,41,42)(H2,38,39,40)/t29?,30-,31-/m1/s1	XDNDOIUYICERLU-DGRDJXPTSA-N	748.3927808			MMDBc0032387
BASm0019482	PGP(15:0/14:0(3-OH))	PGP(15:0/14:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/14:0(3-OH)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 3-hydroxytetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C35H70O14P2	InChI=1S/C35H70O14P2/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-34(38)45-29-33(30-48-51(43,44)47-28-32(37)27-46-50(40,41)42)49-35(39)26-31(36)24-22-20-18-16-12-10-8-6-4-2/h31-33,36-37H,3-30H2,1-2H3,(H,43,44)(H2,40,41,42)/t31?,32-,33-/m1/s1	IWYXJONCIPHRHW-HCMUIWFFSA-N	776.4240809			MMDBc0032388
BASm0019483	PGP(15:0/17:0cycw7c)	PGP(15:0/17:0cycw7c) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/17:0cycw7c), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one heptadec-9-10-cyclo-anoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C38H74O13P2	InChI=1S/C38H74O13P2/c1-3-5-7-9-10-11-12-13-14-15-18-22-26-37(40)47-31-36(32-50-53(45,46)49-30-35(39)29-48-52(42,43)44)51-38(41)27-23-19-16-17-21-25-34-28-33(34)24-20-8-6-4-2/h33-36,39H,3-32H2,1-2H3,(H,45,46)(H2,42,43,44)/t33?,34?,35-,36-/m1/s1	UKIOZLMNHAOUCH-DZUWIXTPSA-N	800.4604664			MMDBc0032389
BASm0019484	PGP(15:0/19:iso)	PGP(15:0/19:iso) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/19:iso), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 17-methylocatdecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C40H80O13P2	InChI=1S/C40H80O13P2/c1-4-5-6-7-8-9-10-15-18-21-24-27-30-39(42)49-34-38(35-52-55(47,48)51-33-37(41)32-50-54(44,45)46)53-40(43)31-28-25-22-19-16-13-11-12-14-17-20-23-26-29-36(2)3/h36-38,41H,4-35H2,1-3H3,(H,47,48)(H2,44,45,46)/t37-,38+/m0/s1	KWGITAWFDDCGIL-QPPIDDCLSA-N	830.5074166			MMDBc0032390
BASm0019485	PGP(15:0cyclo/10:0(3-OH))	PGP(15:0cyclo/10:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0cyclo/10:0(3-OH)), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and one 3-hydroxydecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CC(O)CCCCCCC	C31H60O14P2	InChI=1S/C31H60O14P2/c1-3-5-7-9-13-17-27(32)20-31(35)45-29(24-44-47(39,40)43-22-28(33)21-42-46(36,37)38)23-41-30(34)18-14-11-8-10-12-16-26-19-25(26)15-6-4-2/h25-29,32-33H,3-24H2,1-2H3,(H,39,40)(H2,36,37,38)/t25?,26?,27?,28-,29-/m1/s1	CHFARPUFXFULQH-BSRKSAPBSA-N	718.3458306			MMDBc0032391
BASm0019486	PGP(15:0cyclo/12:0(3-OH))	PGP(15:0cyclo/12:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0cyclo/12:0(3-OH)), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and one 3-hydroxydodecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CC(O)CCCCCCCCC	C33H64O14P2	InChI=1S/C33H64O14P2/c1-3-5-7-8-9-12-15-19-29(34)22-33(37)47-31(26-46-49(41,42)45-24-30(35)23-44-48(38,39)40)25-43-32(36)20-16-13-10-11-14-18-28-21-27(28)17-6-4-2/h27-31,34-35H,3-26H2,1-2H3,(H,41,42)(H2,38,39,40)/t27?,28?,29?,30-,31-/m1/s1	YWKTVUXFRAMYTN-FOMSTSDASA-N	746.3771307			MMDBc0032392
BASm0019487	PGP(15:0cyclo/14:0(3-OH))	PGP(15:0cyclo/14:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0cyclo/14:0(3-OH)), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and one 3-hydroxytetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CC(O)CCCCCCCCCCC	C35H68O14P2	InChI=1S/C35H68O14P2/c1-3-5-7-8-9-10-11-14-17-21-31(36)24-35(39)49-33(28-48-51(43,44)47-26-32(37)25-46-50(40,41)42)27-45-34(38)22-18-15-12-13-16-20-30-23-29(30)19-6-4-2/h29-33,36-37H,3-28H2,1-2H3,(H,43,44)(H2,40,41,42)/t29?,30?,31?,32-,33-/m1/s1	AHBMOOLPEIJTGI-CDWAUKDPSA-N	774.4084309			MMDBc0032393
BASm0019488	PGP(15:0cyclo/14:0)	PGP(15:0cyclo/14:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0cyclo/14:0), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCC	C35H68O13P2	InChI=1S/C35H68O13P2/c1-3-5-7-8-9-10-11-12-13-16-20-24-35(38)48-33(29-47-50(42,43)46-27-32(36)26-45-49(39,40)41)28-44-34(37)23-19-17-14-15-18-22-31-25-30(31)21-6-4-2/h30-33,36H,3-29H2,1-2H3,(H,42,43)(H2,39,40,41)/t30?,31?,32-,33-/m1/s1	WVQGTOSUIQVRDT-YMBWLEMYSA-N	758.4135162			MMDBc0032394
BASm0019489	PGP(15:0cyclo/15:0cyclo)	PGP(15:0cyclo/15:0cyclo) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0cyclo/15:0cyclo), in particular, consists of two cis-9,10-Methylenetetradecanoic acid chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C36H68O13P2	InChI=1S/C36H68O13P2/c1-3-5-17-29-23-31(29)19-13-9-7-11-15-21-35(38)45-27-34(28-48-51(43,44)47-26-33(37)25-46-50(40,41)42)49-36(39)22-16-12-8-10-14-20-32-24-30(32)18-6-4-2/h29-34,37H,3-28H2,1-2H3,(H,43,44)(H2,40,41,42)/t29?,30?,31?,32?,33-,34-/m1/s1	YJXCEDKRKBCXCB-AZABDCPSSA-N	770.4135162			MMDBc0032395
BASm0019490	PGP(15:0cyclo/16:0)	PGP(15:0cyclo/16:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0cyclo/16:0), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCC	C37H72O13P2	InChI=1S/C37H72O13P2/c1-3-5-7-8-9-10-11-12-13-14-15-18-22-26-37(40)50-35(31-49-52(44,45)48-29-34(38)28-47-51(41,42)43)30-46-36(39)25-21-19-16-17-20-24-33-27-32(33)23-6-4-2/h32-35,38H,3-31H2,1-2H3,(H,44,45)(H2,41,42,43)/t32?,33?,34-,35-/m1/s1	JYRJRGOKRYWOLO-RWHWJHECSA-N	786.4448164			MMDBc0032396
BASm0019491	PGP(15:0cyclo/17:0cycw7c)	PGP(15:0cyclo/17:0cycw7c) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0cyclo/17:0cycw7c), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and one heptadec-9-10-cyclo-anoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C38H72O13P2	InChI=1S/C38H72O13P2/c1-3-5-7-14-20-33-26-34(33)22-16-11-9-13-18-24-38(41)51-36(30-50-53(45,46)49-28-35(39)27-48-52(42,43)44)29-47-37(40)23-17-12-8-10-15-21-32-25-31(32)19-6-4-2/h31-36,39H,3-30H2,1-2H3,(H,45,46)(H2,42,43,44)/t31?,32?,33?,34?,35-,36-/m1/s1	PZEOLUITSWNUHI-YAHPJHIGSA-N	798.4448164			MMDBc0032397
BASm0019492	PGP(15:0cyclo/19:0cycv8c)	PGP(15:0cyclo/19:0cycv8c) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0cyclo/19:0cycv8c), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and one heptadec-11-12-cyclo-anoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C40H76O13P2	InChI=1S/C40H76O13P2/c1-3-5-7-16-22-35-28-36(35)24-17-12-9-8-10-14-20-26-40(43)53-38(32-52-55(47,48)51-30-37(41)29-50-54(44,45)46)31-49-39(42)25-19-15-11-13-18-23-34-27-33(34)21-6-4-2/h33-38,41H,3-32H2,1-2H3,(H,47,48)(H2,44,45,46)/t33?,34?,35?,36?,37-,38-/m1/s1	KPBARYCBNDDAHF-RTDSVYOCSA-N	826.4761165			MMDBc0032398
BASm0019493	PGP(15:0cyclo/19:iso)	PGP(15:0cyclo/19:iso) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0cyclo/19:iso), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and one 17-methylocatdecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C40H78O13P2	InChI=1S/C40H78O13P2/c1-4-5-25-35-29-36(35)26-21-17-15-19-22-27-39(42)49-32-38(33-52-55(47,48)51-31-37(41)30-50-54(44,45)46)53-40(43)28-23-18-14-12-10-8-6-7-9-11-13-16-20-24-34(2)3/h34-38,41H,4-33H2,1-3H3,(H,47,48)(H2,44,45,46)/t35?,36?,37-,38+/m0/s1	WWBWRYQORKFVNO-FKTBZTESSA-N	828.4917666			MMDBc0032399
BASm0019494	PGP(16:0/10:0(3-OH))	PGP(16:0/10:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/10:0(3-OH)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 3-hydroxydecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCC	C32H64O14P2	InChI=1S/C32H64O14P2/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-31(35)42-26-30(46-32(36)23-28(33)21-19-17-8-6-4-2)27-45-48(40,41)44-25-29(34)24-43-47(37,38)39/h28-30,33-34H,3-27H2,1-2H3,(H,40,41)(H2,37,38,39)/t28?,29-,30-/m1/s1	JVYWRJPBBRVCAB-GVKMRLRKSA-N	734.3771307			MMDBc0032400
BASm0019495	PGP(16:0/12:0(3-OH))	PGP(16:0/12:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/12:0(3-OH)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 3-hydroxydodecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCC	C34H68O14P2	InChI=1S/C34H68O14P2/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-33(37)44-28-32(29-47-50(42,43)46-27-31(36)26-45-49(39,40)41)48-34(38)25-30(35)23-21-19-17-10-8-6-4-2/h30-32,35-36H,3-29H2,1-2H3,(H,42,43)(H2,39,40,41)/t30?,31-,32-/m1/s1	DTDFJFRDLTUANE-YPHBKRNWSA-N	762.4084309			MMDBc0032401
BASm0019496	PGP(16:0/14:0(3-OH))	PGP(16:0/14:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/14:0(3-OH)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 3-hydroxytetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C36H72O14P2	InChI=1S/C36H72O14P2/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-35(39)46-30-34(31-49-52(44,45)48-29-33(38)28-47-51(41,42)43)50-36(40)27-32(37)25-23-21-19-17-12-10-8-6-4-2/h32-34,37-38H,3-31H2,1-2H3,(H,44,45)(H2,41,42,43)/t32?,33-,34-/m1/s1	PMVCXYIXBHMVMU-VYXDYGHXSA-N	790.439731			MMDBc0032402
BASm0019497	PGP(16:0/17:0cycw7c)	PGP(16:0/17:0cycw7c) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/17:0cycw7c), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one heptadec-9-10-cyclo-anoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C39H76O13P2	InChI=1S/C39H76O13P2/c1-3-5-7-9-10-11-12-13-14-15-16-19-23-27-38(41)48-32-37(33-51-54(46,47)50-31-36(40)30-49-53(43,44)45)52-39(42)28-24-20-17-18-22-26-35-29-34(35)25-21-8-6-4-2/h34-37,40H,3-33H2,1-2H3,(H,46,47)(H2,43,44,45)/t34?,35?,36-,37-/m1/s1	ABQVPGZAKWNALN-YNPPORQASA-N	814.4761165			MMDBc0032403
BASm0019498	PGP(16:0/19:0cycv8c)	PGP(16:0/19:0cycv8c) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/19:0cycv8c), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one heptadec-11-12-cyclo-anoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C41H80O13P2	InChI=1S/C41H80O13P2/c1-3-5-7-9-10-11-12-13-14-15-18-21-25-29-40(43)50-34-39(35-53-56(48,49)52-33-38(42)32-51-55(45,46)47)54-41(44)30-26-22-19-16-17-20-24-28-37-31-36(37)27-23-8-6-4-2/h36-39,42H,3-35H2,1-2H3,(H,48,49)(H2,45,46,47)/t36?,37?,38-,39-/m1/s1	ZQYJXBCTIVPVPI-XFULWAJRSA-N	842.5074166			MMDBc0032404
BASm0019499	PGP(16:0/19:0cycw8c)	PGP(16:0/19:0cycw8c) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/19:0cycw8c), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC1CC1CCCCCCC	C41H80O13P2	InChI=1S/C41H80O13P2/c1-3-5-7-9-10-11-12-13-14-15-16-21-25-29-40(43)50-34-39(35-53-56(48,49)52-33-38(42)32-51-55(45,46)47)54-41(44)30-26-22-18-17-20-24-28-37-31-36(37)27-23-19-8-6-4-2/h36-39,42H,3-35H2,1-2H3,(H,48,49)(H2,45,46,47)/t36?,37?,38-,39-/m1/s1	LGAOFHRGHDLETM-XFULWAJRSA-N	842.5074166			MMDBc0032405
BASm0019500	PGP(16:0/19:1(9Z))	PGP(16:0/19:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/19:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 9Z-nonadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C41H80O13P2	InChI=1S/C41H80O13P2/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-41(44)54-39(37-53-56(48,49)52-35-38(42)34-51-55(45,46)47)36-50-40(43)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h18-19,38-39,42H,3-17,20-37H2,1-2H3,(H,48,49)(H2,45,46,47)/b19-18-/t38-,39-/m1/s1	IFDUZAMVAYTQCX-CDQMOTEWSA-N	842.5074166			MMDBc0032406
BASm0019501	PGP(16:0/19:iso)	PGP(16:0/19:iso) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/19:iso), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 17-methylocatdecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C41H82O13P2	InChI=1S/C41H82O13P2/c1-4-5-6-7-8-9-10-12-16-19-22-25-28-31-40(43)50-35-39(36-53-56(48,49)52-34-38(42)33-51-55(45,46)47)54-41(44)32-29-26-23-20-17-14-11-13-15-18-21-24-27-30-37(2)3/h37-39,42H,4-36H2,1-3H3,(H,48,49)(H2,45,46,47)/t38-,39+/m0/s1	DNWXELQBTQZSSR-ZESVVUHVSA-N	844.5230667			MMDBc0032407
BASm0019502	PGP(16:1(9Z)/10:0(3-OH))	PGP(16:1(9Z)/10:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/10:0(3-OH)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 3-hydroxydecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CC(O)CCCCCCC	C32H62O14P2	InChI=1S/C32H62O14P2/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-31(35)42-26-30(46-32(36)23-28(33)21-19-17-8-6-4-2)27-45-48(40,41)44-25-29(34)24-43-47(37,38)39/h11-12,28-30,33-34H,3-10,13-27H2,1-2H3,(H,40,41)(H2,37,38,39)/b12-11-/t28?,29-,30-/m1/s1	XHNHUENGYUITKJ-SXRLIPNMSA-N	732.3614807			MMDBc0032408
BASm0019503	PGP(16:1(9Z)/12:0(3-OH))	PGP(16:1(9Z)/12:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/12:0(3-OH)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 3-hydroxydodecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CC(O)CCCCCCCCC	C34H66O14P2	InChI=1S/C34H66O14P2/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-33(37)44-28-32(29-47-50(42,43)46-27-31(36)26-45-49(39,40)41)48-34(38)25-30(35)23-21-19-17-10-8-6-4-2/h12-13,30-32,35-36H,3-11,14-29H2,1-2H3,(H,42,43)(H2,39,40,41)/b13-12-/t30?,31-,32-/m1/s1	QKTOTGQQGJORGO-LGZFZSLRSA-N	760.3927808			MMDBc0032409
BASm0019504	PGP(16:1(9Z)/14:0(3-OH))	PGP(16:1(9Z)/14:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/14:0(3-OH)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 3-hydroxytetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C36H70O14P2	InChI=1S/C36H70O14P2/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-35(39)46-30-34(31-49-52(44,45)48-29-33(38)28-47-51(41,42)43)50-36(40)27-32(37)25-23-21-19-17-12-10-8-6-4-2/h13-14,32-34,37-38H,3-12,15-31H2,1-2H3,(H,44,45)(H2,41,42,43)/b14-13-/t32?,33-,34-/m1/s1	QULLFIPZTDKOPB-FNFUOXECSA-N	788.4240809			MMDBc0032410
BASm0019505	PGP(16:1(9Z)/17:0cycw7c)	PGP(16:1(9Z)/17:0cycw7c) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/17:0cycw7c), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one heptadec-9-10-cyclo-anoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C39H74O13P2	InChI=1S/C39H74O13P2/c1-3-5-7-9-10-11-12-13-14-15-16-19-23-27-38(41)48-32-37(33-51-54(46,47)50-31-36(40)30-49-53(43,44)45)52-39(42)28-24-20-17-18-22-26-35-29-34(35)25-21-8-6-4-2/h11-12,34-37,40H,3-10,13-33H2,1-2H3,(H,46,47)(H2,43,44,45)/b12-11-/t34?,35?,36-,37-/m1/s1	WVWIAPDLFVTOEI-ROKAYYDNSA-N	812.4604664			MMDBc0032411
BASm0019506	PGP(16:1(9Z)/19:0cycv8c)	PGP(16:1(9Z)/19:0cycv8c) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/19:0cycv8c), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one heptadec-11-12-cyclo-anoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C41H78O13P2	InChI=1S/C41H78O13P2/c1-3-5-7-9-10-11-12-13-14-15-18-21-25-29-40(43)50-34-39(35-53-56(48,49)52-33-38(42)32-51-55(45,46)47)54-41(44)30-26-22-19-16-17-20-24-28-37-31-36(37)27-23-8-6-4-2/h11-12,36-39,42H,3-10,13-35H2,1-2H3,(H,48,49)(H2,45,46,47)/b12-11-/t36?,37?,38-,39-/m1/s1	FKZJCKZPWFNILS-WPYCAMLTSA-N	840.4917666			MMDBc0032412
BASm0019507	PGP(16:1(9Z)/19:iso)	PGP(16:1(9Z)/19:iso) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/19:iso), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 17-methylocatdecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C41H80O13P2	InChI=1S/C41H80O13P2/c1-4-5-6-7-8-9-10-12-16-19-22-25-28-31-40(43)50-35-39(36-53-56(48,49)52-34-38(42)33-51-55(45,46)47)54-41(44)32-29-26-23-20-17-14-11-13-15-18-21-24-27-30-37(2)3/h9-10,37-39,42H,4-8,11-36H2,1-3H3,(H,48,49)(H2,45,46,47)/b10-9-/t38-,39+/m0/s1	CLUYVDHDYJGSRW-GDOWLQRRSA-N	842.5074166			MMDBc0032413
BASm0019508	PGP(17:0cycw7c/10:0(3-OH))	PGP(17:0cycw7c/10:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(17:0cycw7c/10:0(3-OH)), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and one 3-hydroxydecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCC	C33H64O14P2	InChI=1S/C33H64O14P2/c1-3-5-7-10-15-19-29(34)22-33(37)47-31(26-46-49(41,42)45-24-30(35)23-44-48(38,39)40)25-43-32(36)20-16-12-9-11-14-18-28-21-27(28)17-13-8-6-4-2/h27-31,34-35H,3-26H2,1-2H3,(H,41,42)(H2,38,39,40)/t27?,28?,29?,30-,31-/m1/s1	DAYDWJYQZGIFHT-FOMSTSDASA-N	746.3771307			MMDBc0032414
BASm0019509	PGP(17:0cycw7c/12:0(3-OH))	PGP(17:0cycw7c/12:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(17:0cycw7c/12:0(3-OH)), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and one 3-hydroxydodecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCCCC	C35H68O14P2	InChI=1S/C35H68O14P2/c1-3-5-7-9-10-13-17-21-31(36)24-35(39)49-33(28-48-51(43,44)47-26-32(37)25-46-50(40,41)42)27-45-34(38)22-18-14-11-12-16-20-30-23-29(30)19-15-8-6-4-2/h29-33,36-37H,3-28H2,1-2H3,(H,43,44)(H2,40,41,42)/t29?,30?,31?,32-,33-/m1/s1	NMUCRBHLZHRNGF-CDWAUKDPSA-N	774.4084309			MMDBc0032415
BASm0019510	PGP(17:0cycw7c/14:0(3-OH))	PGP(17:0cycw7c/14:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(17:0cycw7c/14:0(3-OH)), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and one 3-hydroxytetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C37H72O14P2	InChI=1S/C37H72O14P2/c1-3-5-7-9-10-11-12-15-19-23-33(38)26-37(41)51-35(30-50-53(45,46)49-28-34(39)27-48-52(42,43)44)29-47-36(40)24-20-16-13-14-18-22-32-25-31(32)21-17-8-6-4-2/h31-35,38-39H,3-30H2,1-2H3,(H,45,46)(H2,42,43,44)/t31?,32?,33?,34-,35-/m1/s1	XUVMQAGXAGGFTM-IVHAPXLTSA-N	802.439731			MMDBc0032416
BASm0019511	PGP(17:0cycw7c/14:0)	PGP(17:0cycw7c/14:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(17:0cycw7c/14:0), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC	C37H72O13P2	InChI=1S/C37H72O13P2/c1-3-5-7-9-10-11-12-13-14-17-22-26-37(40)50-35(31-49-52(44,45)48-29-34(38)28-47-51(41,42)43)30-46-36(39)25-21-18-15-16-20-24-33-27-32(33)23-19-8-6-4-2/h32-35,38H,3-31H2,1-2H3,(H,44,45)(H2,41,42,43)/t32?,33?,34-,35-/m1/s1	RLKZVQNDMZXYET-RWHWJHECSA-N	786.4448164			MMDBc0032417
BASm0019512	PGP(17:0cycw7c/16:0)	PGP(17:0cycw7c/16:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(17:0cycw7c/16:0), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C39H76O13P2	InChI=1S/C39H76O13P2/c1-3-5-7-9-10-11-12-13-14-15-16-19-24-28-39(42)52-37(33-51-54(46,47)50-31-36(40)30-49-53(43,44)45)32-48-38(41)27-23-20-17-18-22-26-35-29-34(35)25-21-8-6-4-2/h34-37,40H,3-33H2,1-2H3,(H,46,47)(H2,43,44,45)/t34?,35?,36-,37-/m1/s1	MZHMGVCBLVJLJM-YNPPORQASA-N	814.4761165			MMDBc0032418
BASm0019513	PGP(17:0cycw7c/16:1(9Z))	PGP(17:0cycw7c/16:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(17:0cycw7c/16:1(9Z)), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C39H74O13P2	InChI=1S/C39H74O13P2/c1-3-5-7-9-10-11-12-13-14-15-16-19-24-28-39(42)52-37(33-51-54(46,47)50-31-36(40)30-49-53(43,44)45)32-48-38(41)27-23-20-17-18-22-26-35-29-34(35)25-21-8-6-4-2/h11-12,34-37,40H,3-10,13-33H2,1-2H3,(H,46,47)(H2,43,44,45)/b12-11-/t34?,35?,36-,37-/m1/s1	CBRAARCYPATVPD-ROKAYYDNSA-N	812.4604664			MMDBc0032419
BASm0019514	PGP(17:0cycw7c/17:0cycw7c)	PGP(17:0cycw7c/17:0cycw7c) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(17:0cycw7c/17:0cycw7c), in particular, consists of two heptadec-9-10-cyclo-anoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C40H76O13P2	InChI=1S/C40H76O13P2/c1-3-5-7-15-21-33-27-35(33)23-17-11-9-13-19-25-39(42)49-31-38(32-52-55(47,48)51-30-37(41)29-50-54(44,45)46)53-40(43)26-20-14-10-12-18-24-36-28-34(36)22-16-8-6-4-2/h33-38,41H,3-32H2,1-2H3,(H,47,48)(H2,44,45,46)/t33?,34?,35?,36?,37-,38-/m1/s1	ZROIMDOMPPDWMB-RTDSVYOCSA-N	826.4761165			MMDBc0032420
BASm0019515	PGP(17:0cycw7c/18:1(9Z))	PGP(17:0cycw7c/18:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(17:0cycw7c/18:1(9Z)), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C41H78O13P2	InChI=1S/C41H78O13P2/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-21-26-30-41(44)54-39(35-53-56(48,49)52-33-38(42)32-51-55(45,46)47)34-50-40(43)29-25-22-19-20-24-28-37-31-36(37)27-23-8-6-4-2/h13-14,36-39,42H,3-12,15-35H2,1-2H3,(H,48,49)(H2,45,46,47)/b14-13-/t36?,37?,38-,39-/m1/s1	YUIGFSAQADJGFZ-GVCJYHPFSA-N	840.4917666			MMDBc0032421
BASm0019516	PGP(17:0cycw7c/19:0cycv8c)	PGP(17:0cycw7c/19:0cycv8c) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(17:0cycw7c/19:0cycv8c), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and one heptadec-11-12-cyclo-anoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C42H80O13P2	InChI=1S/C42H80O13P2/c1-3-5-7-17-23-35-29-37(35)25-19-13-10-9-11-15-22-28-42(45)55-40(34-54-57(49,50)53-32-39(43)31-52-56(46,47)48)33-51-41(44)27-21-16-12-14-20-26-38-30-36(38)24-18-8-6-4-2/h35-40,43H,3-34H2,1-2H3,(H,49,50)(H2,46,47,48)/t35?,36?,37?,38?,39-,40-/m1/s1	IOQCYOCDLMYJIX-WRGXHSNHSA-N	854.5074166			MMDBc0032422
BASm0019517	PGP(17:0cycw7c/19:iso)	PGP(17:0cycw7c/19:iso) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(17:0cycw7c/19:iso), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and one 17-methylocatdecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C42H82O13P2	InChI=1S/C42H82O13P2/c1-4-5-6-22-27-37-31-38(37)28-23-18-16-20-24-29-41(44)51-34-40(35-54-57(49,50)53-33-39(43)32-52-56(46,47)48)55-42(45)30-25-19-15-13-11-9-7-8-10-12-14-17-21-26-36(2)3/h36-40,43H,4-35H2,1-3H3,(H,49,50)(H2,46,47,48)/t37?,38?,39-,40+/m0/s1	OQLGDGYTSXEVAG-UXYHKRDYSA-N	856.5230667			MMDBc0032423
BASm0019518	PGP(18:0/19:1(9Z))	PGP(18:0/19:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/19:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 9Z-nonadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C43H84O13P2	InChI=1S/C43H84O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-43(46)56-41(39-55-58(50,51)54-37-40(44)36-53-57(47,48)49)38-52-42(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h19,21,40-41,44H,3-18,20,22-39H2,1-2H3,(H,50,51)(H2,47,48,49)/b21-19-/t40-,41-/m1/s1	OSMBCXJUVCLVQK-RAWCOTAPSA-N	870.5387168			MMDBc0032424
BASm0019519	PGP(18:1(9Z)/10:0(3-OH))	PGP(18:1(9Z)/10:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/10:0(3-OH)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 3-hydroxydecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CC(O)CCCCCCC	C34H66O14P2	InChI=1S/C34H66O14P2/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-20-22-24-33(37)44-28-32(48-34(38)25-30(35)23-21-19-8-6-4-2)29-47-50(42,43)46-27-31(36)26-45-49(39,40)41/h13-14,30-32,35-36H,3-12,15-29H2,1-2H3,(H,42,43)(H2,39,40,41)/b14-13-/t30?,31-,32-/m1/s1	ABDWFYNQCKPDQW-GECWTQAFSA-N	760.3927808			MMDBc0032425
BASm0019520	PGP(18:1(9Z)/12:0(3-OH))	PGP(18:1(9Z)/12:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/12:0(3-OH)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 3-hydroxydodecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CC(O)CCCCCCCCC	C36H70O14P2	InChI=1S/C36H70O14P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-35(39)46-30-34(31-49-52(44,45)48-29-33(38)28-47-51(41,42)43)50-36(40)27-32(37)25-23-21-19-10-8-6-4-2/h14-15,32-34,37-38H,3-13,16-31H2,1-2H3,(H,44,45)(H2,41,42,43)/b15-14-/t32?,33-,34-/m1/s1	YWFMFRMUTZXCHS-SHDUCQPMSA-N	788.4240809			MMDBc0032426
BASm0019521	PGP(18:1(9Z)/14:0(3-OH))	PGP(18:1(9Z)/14:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/14:0(3-OH)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 3-hydroxytetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C38H74O14P2	InChI=1S/C38H74O14P2/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-37(41)48-32-36(33-51-54(46,47)50-31-35(40)30-49-53(43,44)45)52-38(42)29-34(39)27-25-23-21-19-12-10-8-6-4-2/h15-16,34-36,39-40H,3-14,17-33H2,1-2H3,(H,46,47)(H2,43,44,45)/b16-15-/t34?,35-,36-/m1/s1	SVSNEKXENYDOOP-AIFQWCCOSA-N	816.4553811			MMDBc0032427
BASm0019522	PGP(18:1(9Z)/15:0cyclo)	PGP(18:1(9Z)/15:0cyclo) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/15:0cyclo), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one cis-9,10-Methylenetetradecanoic acid  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C39H74O13P2	InChI=1S/C39H74O13P2/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-20-23-27-38(41)48-32-37(33-51-54(46,47)50-31-36(40)30-49-53(43,44)45)52-39(42)28-24-21-18-19-22-26-35-29-34(35)25-6-4-2/h12-13,34-37,40H,3-11,14-33H2,1-2H3,(H,46,47)(H2,43,44,45)/b13-12-/t34?,35?,36-,37-/m1/s1	JTXJEUCMFKYUGV-MFKBNBPZSA-N	812.4604664			MMDBc0032428
BASm0019523	PGP(18:1(9Z)/17:0cycw7c)	PGP(18:1(9Z)/17:0cycw7c) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/17:0cycw7c), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one heptadec-9-10-cyclo-anoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C41H78O13P2	InChI=1S/C41H78O13P2/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-21-25-29-40(43)50-34-39(35-53-56(48,49)52-33-38(42)32-51-55(45,46)47)54-41(44)30-26-22-19-20-24-28-37-31-36(37)27-23-8-6-4-2/h13-14,36-39,42H,3-12,15-35H2,1-2H3,(H,48,49)(H2,45,46,47)/b14-13-/t36?,37?,38-,39-/m1/s1	FPHSANILJGHQEE-GVCJYHPFSA-N	840.4917666			MMDBc0032429
BASm0019524	PGP(18:1(9Z)/19:0cycv8c)	PGP(18:1(9Z)/19:0cycv8c) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/19:0cycv8c), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one heptadec-11-12-cyclo-anoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C43H82O13P2	InChI=1S/C43H82O13P2/c1-3-5-7-9-10-11-12-13-14-15-16-17-20-23-27-31-42(45)52-36-41(37-55-58(50,51)54-35-40(44)34-53-57(47,48)49)56-43(46)32-28-24-21-18-19-22-26-30-39-33-38(39)29-25-8-6-4-2/h13-14,38-41,44H,3-12,15-37H2,1-2H3,(H,50,51)(H2,47,48,49)/b14-13-/t38?,39?,40-,41-/m1/s1	PQCPABPCGWXFSZ-ZGLIQWPXSA-N	868.5230667			MMDBc0032430
BASm0019525	PGP(18:1(9Z)/19:1(9Z))	PGP(18:1(9Z)/19:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/19:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 9Z-nonadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C43H82O13P2	InChI=1S/C43H82O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-43(46)56-41(39-55-58(50,51)54-37-40(44)36-53-57(47,48)49)38-52-42(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18-21,40-41,44H,3-17,22-39H2,1-2H3,(H,50,51)(H2,47,48,49)/b20-18-,21-19-/t40-,41-/m1/s1	GPEXXDGSKBETNR-OJZYNHBYSA-N	868.5230667			MMDBc0032431
BASm0019526	PGP(18:1(9Z)/19:iso)	PGP(18:1(9Z)/19:iso) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/19:iso), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 17-methylocatdecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C43H84O13P2	InChI=1S/C43H84O13P2/c1-4-5-6-7-8-9-10-11-12-15-18-21-24-27-30-33-42(45)52-37-41(38-55-58(50,51)54-36-40(44)35-53-57(47,48)49)56-43(46)34-31-28-25-22-19-16-13-14-17-20-23-26-29-32-39(2)3/h11-12,39-41,44H,4-10,13-38H2,1-3H3,(H,50,51)(H2,47,48,49)/b12-11-/t40-,41+/m0/s1	DULQPWHZSPZOKM-UWSJFRPISA-N	870.5387168			MMDBc0032432
BASm0019527	PGP(19:0cycv8c/10:0(3-OH))	PGP(19:0cycv8c/10:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:0cycv8c/10:0(3-OH)), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and one 3-hydroxydecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCC	C35H68O14P2	InChI=1S/C35H68O14P2/c1-3-5-7-12-17-21-31(36)24-35(39)49-33(28-48-51(43,44)47-26-32(37)25-46-50(40,41)42)27-45-34(38)22-18-14-11-9-10-13-16-20-30-23-29(30)19-15-8-6-4-2/h29-33,36-37H,3-28H2,1-2H3,(H,43,44)(H2,40,41,42)/t29?,30?,31?,32-,33-/m1/s1	IDCGKMILRXBVEV-CDWAUKDPSA-N	774.4084309			MMDBc0032433
BASm0019528	PGP(19:0cycv8c/12:0(3-OH))	PGP(19:0cycv8c/12:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:0cycv8c/12:0(3-OH)), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and one 3-hydroxydodecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCCCC	C37H72O14P2	InChI=1S/C37H72O14P2/c1-3-5-7-9-11-15-19-23-33(38)26-37(41)51-35(30-50-53(45,46)49-28-34(39)27-48-52(42,43)44)29-47-36(40)24-20-16-13-10-12-14-18-22-32-25-31(32)21-17-8-6-4-2/h31-35,38-39H,3-30H2,1-2H3,(H,45,46)(H2,42,43,44)/t31?,32?,33?,34-,35-/m1/s1	VZZSSSVLOUPIQY-IVHAPXLTSA-N	802.439731			MMDBc0032434
BASm0019529	PGP(19:0cycv8c/14:0(3-OH))	PGP(19:0cycv8c/14:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:0cycv8c/14:0(3-OH)), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and one 3-hydroxytetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C39H76O14P2	InChI=1S/C39H76O14P2/c1-3-5-7-9-10-11-14-17-21-25-35(40)28-39(43)53-37(32-52-55(47,48)51-30-36(41)29-50-54(44,45)46)31-49-38(42)26-22-18-15-12-13-16-20-24-34-27-33(34)23-19-8-6-4-2/h33-37,40-41H,3-32H2,1-2H3,(H,47,48)(H2,44,45,46)/t33?,34?,35?,36-,37-/m1/s1	CFDIZOMESUWNJB-NUHCWDFISA-N	830.4710311			MMDBc0032435
BASm0019530	PGP(19:0cycv8c/14:0)	PGP(19:0cycv8c/14:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:0cycv8c/14:0), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC	C39H76O13P2	InChI=1S/C39H76O13P2/c1-3-5-7-9-10-11-12-13-16-20-24-28-39(42)52-37(33-51-54(46,47)50-31-36(40)30-49-53(43,44)45)32-48-38(41)27-23-19-17-14-15-18-22-26-35-29-34(35)25-21-8-6-4-2/h34-37,40H,3-33H2,1-2H3,(H,46,47)(H2,43,44,45)/t34?,35?,36-,37-/m1/s1	MKUCBLIMWJZMBF-YNPPORQASA-N	814.4761165			MMDBc0032436
BASm0019531	PGP(19:0cycv8c/15:0cyclo)	PGP(19:0cycv8c/15:0cyclo) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:0cycv8c/15:0cyclo), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and one cis-9,10-Methylenetetradecanoic acid  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C40H76O13P2	InChI=1S/C40H76O13P2/c1-3-5-7-16-22-35-28-36(35)24-17-12-9-8-10-14-19-25-39(42)49-31-38(32-52-55(47,48)51-30-37(41)29-50-54(44,45)46)53-40(43)26-20-15-11-13-18-23-34-27-33(34)21-6-4-2/h33-38,41H,3-32H2,1-2H3,(H,47,48)(H2,44,45,46)/t33?,34?,35?,36?,37-,38-/m1/s1	DRXVTMZGGLEFQP-RTDSVYOCSA-N	826.4761165			MMDBc0032437
BASm0019532	PGP(19:0cycv8c/16:0)	PGP(19:0cycv8c/16:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:0cycv8c/16:0), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C41H80O13P2	InChI=1S/C41H80O13P2/c1-3-5-7-9-10-11-12-13-14-15-18-22-26-30-41(44)54-39(35-53-56(48,49)52-33-38(42)32-51-55(45,46)47)34-50-40(43)29-25-21-19-16-17-20-24-28-37-31-36(37)27-23-8-6-4-2/h36-39,42H,3-35H2,1-2H3,(H,48,49)(H2,45,46,47)/t36?,37?,38-,39-/m1/s1	LZSCMRONPGOGNR-XFULWAJRSA-N	842.5074166			MMDBc0032438
BASm0019533	PGP(19:0cycv8c/16:1(9Z))	PGP(19:0cycv8c/16:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:0cycv8c/16:1(9Z)), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C41H78O13P2	InChI=1S/C41H78O13P2/c1-3-5-7-9-10-11-12-13-14-15-18-22-26-30-41(44)54-39(35-53-56(48,49)52-33-38(42)32-51-55(45,46)47)34-50-40(43)29-25-21-19-16-17-20-24-28-37-31-36(37)27-23-8-6-4-2/h11-12,36-39,42H,3-10,13-35H2,1-2H3,(H,48,49)(H2,45,46,47)/b12-11-/t36?,37?,38-,39-/m1/s1	ULDJVLUNOGMRDU-WPYCAMLTSA-N	840.4917666			MMDBc0032439
BASm0019534	PGP(19:0cycv8c/17:0cycw7c)	PGP(19:0cycv8c/17:0cycw7c) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:0cycv8c/17:0cycw7c), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and one heptadec-9-10-cyclo-anoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C42H80O13P2	InChI=1S/C42H80O13P2/c1-3-5-7-17-23-35-29-37(35)25-19-13-10-9-11-15-21-27-41(44)51-33-40(34-54-57(49,50)53-32-39(43)31-52-56(46,47)48)55-42(45)28-22-16-12-14-20-26-38-30-36(38)24-18-8-6-4-2/h35-40,43H,3-34H2,1-2H3,(H,49,50)(H2,46,47,48)/t35?,36?,37?,38?,39-,40-/m1/s1	YIDRTAMIEAJFOF-WRGXHSNHSA-N	854.5074166			MMDBc0032440
BASm0019535	PGP(19:0cycv8c/18:1(9Z))	PGP(19:0cycv8c/18:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:0cycv8c/18:1(9Z)), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C43H82O13P2	InChI=1S/C43H82O13P2/c1-3-5-7-9-10-11-12-13-14-15-16-17-20-24-28-32-43(46)56-41(37-55-58(50,51)54-35-40(44)34-53-57(47,48)49)36-52-42(45)31-27-23-21-18-19-22-26-30-39-33-38(39)29-25-8-6-4-2/h13-14,38-41,44H,3-12,15-37H2,1-2H3,(H,50,51)(H2,47,48,49)/b14-13-/t38?,39?,40-,41-/m1/s1	DYQYEICZGKIDND-ZGLIQWPXSA-N	868.5230667			MMDBc0032441
BASm0019536	PGP(19:0cycv8c/19:0cycv8c)	PGP(19:0cycv8c/19:0cycv8c) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:0cycv8c/19:0cycv8c), in particular, consists of two heptadec-11-12-cyclo-anoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C44H84O13P2	InChI=1S/C44H84O13P2/c1-3-5-7-19-25-37-31-39(37)27-21-15-11-9-13-17-23-29-43(46)53-35-42(36-56-59(51,52)55-34-41(45)33-54-58(48,49)50)57-44(47)30-24-18-14-10-12-16-22-28-40-32-38(40)26-20-8-6-4-2/h37-42,45H,3-36H2,1-2H3,(H,51,52)(H2,48,49,50)/t37?,38?,39?,40?,41-,42-/m1/s1	YPYGMEOBLOGWTD-OAECYHEYSA-N	882.5387168			MMDBc0032442
BASm0019537	PGP(19:0cycv8c/19:iso)	PGP(19:0cycv8c/19:iso) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:0cycv8c/19:iso), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and one 17-methylocatdecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C44H86O13P2	InChI=1S/C44H86O13P2/c1-4-5-6-24-29-39-33-40(39)30-25-20-16-14-18-21-26-31-43(46)53-36-42(37-56-59(51,52)55-35-41(45)34-54-58(48,49)50)57-44(47)32-27-22-17-13-11-9-7-8-10-12-15-19-23-28-38(2)3/h38-42,45H,4-37H2,1-3H3,(H,51,52)(H2,48,49,50)/t39?,40?,41-,42+/m0/s1	FGNCWRLPESINHY-IXDDWDRSSA-N	884.5543668			MMDBc0032443
BASm0019538	PGP(19:1(9Z)/10:0)	PGP(19:1(9Z)/10:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:1(9Z)/10:0), in particular, consists of one 9Z-nonadecenoyl chain  to the C-1 atom, and one decanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCCCC	C35H68O13P2	InChI=1S/C35H68O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-21-22-24-26-34(37)44-30-33(48-35(38)27-25-23-20-10-8-6-4-2)31-47-50(42,43)46-29-32(36)28-45-49(39,40)41/h15-16,32-33,36H,3-14,17-31H2,1-2H3,(H,42,43)(H2,39,40,41)/b16-15-/t32-,33-/m1/s1	YLCGLAINJYUZJH-LIWWYSFRSA-N	758.4135162			MMDBc0032444
BASm0019539	PGP(19:1(9Z)/12:0)	PGP(19:1(9Z)/12:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:1(9Z)/12:0), in particular, consists of one 9Z-nonadecenoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCCCCCC	C37H72O13P2	InChI=1S/C37H72O13P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-21-22-24-26-28-36(39)46-32-35(50-37(40)29-27-25-23-20-12-10-8-6-4-2)33-49-52(44,45)48-31-34(38)30-47-51(41,42)43/h16-17,34-35,38H,3-15,18-33H2,1-2H3,(H,44,45)(H2,41,42,43)/b17-16-/t34-,35-/m1/s1	KPYKHZNQPXKDDD-ALOTUQNUSA-N	786.4448164			MMDBc0032445
BASm0019540	PGP(19:1(9Z)/14:0)	PGP(19:1(9Z)/14:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:1(9Z)/14:0), in particular, consists of one 9Z-nonadecenoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C39H76O13P2	InChI=1S/C39H76O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-21-22-24-26-28-30-38(41)48-34-37(35-51-54(46,47)50-33-36(40)32-49-53(43,44)45)52-39(42)31-29-27-25-23-20-14-12-10-8-6-4-2/h17-18,36-37,40H,3-16,19-35H2,1-2H3,(H,46,47)(H2,43,44,45)/b18-17-/t36-,37-/m1/s1	WMBJMRHLBQTHFK-OMQYGGJPSA-N	814.4761165			MMDBc0032446
BASm0019541	PGP(19:1(9Z)/16:0)	PGP(19:1(9Z)/16:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:1(9Z)/16:0), in particular, consists of one 9Z-nonadecenoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C41H80O13P2	InChI=1S/C41H80O13P2/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-32-40(43)50-36-39(37-53-56(48,49)52-35-38(42)34-51-55(45,46)47)54-41(44)33-31-29-27-25-23-20-16-14-12-10-8-6-4-2/h18-19,38-39,42H,3-17,20-37H2,1-2H3,(H,48,49)(H2,45,46,47)/b19-18-/t38-,39-/m1/s1	VZXVPCGHSKLJMU-CDQMOTEWSA-N	842.5074166			MMDBc0032447
BASm0019542	PGP(19:1(9Z)/16:1(9Z))	PGP(19:1(9Z)/16:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:1(9Z)/16:1(9Z)), in particular, consists of one 9Z-nonadecenoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C41H78O13P2	InChI=1S/C41H78O13P2/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-32-40(43)50-36-39(37-53-56(48,49)52-35-38(42)34-51-55(45,46)47)54-41(44)33-31-29-27-25-23-20-16-14-12-10-8-6-4-2/h14,16,18-19,38-39,42H,3-13,15,17,20-37H2,1-2H3,(H,48,49)(H2,45,46,47)/b16-14-,19-18-/t38-,39-/m1/s1	OODCAPMSPCYNDR-MRRZXRCGSA-N	840.4917666			MMDBc0032448
BASm0019543	PGP(19:1(9Z)/18:0)	PGP(19:1(9Z)/18:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:1(9Z)/18:0), in particular, consists of one 9Z-nonadecenoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C43H84O13P2	InChI=1S/C43H84O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-42(45)52-38-41(39-55-58(50,51)54-37-40(44)36-53-57(47,48)49)56-43(46)35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h19,21,40-41,44H,3-18,20,22-39H2,1-2H3,(H,50,51)(H2,47,48,49)/b21-19-/t40-,41-/m1/s1	SEOJUOLNVOBTKY-RAWCOTAPSA-N	870.5387168			MMDBc0032449
BASm0019544	PGP(19:iso/10:0(3-OH))	PGP(19:iso/10:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:iso/10:0(3-OH)), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and one 3-hydroxydecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CC(O)CCCCCCC	C35H70O14P2	InChI=1S/C35H70O14P2/c1-4-5-6-16-20-23-31(36)25-35(39)49-33(29-48-51(43,44)47-27-32(37)26-46-50(40,41)42)28-45-34(38)24-21-18-15-13-11-9-7-8-10-12-14-17-19-22-30(2)3/h30-33,36-37H,4-29H2,1-3H3,(H,43,44)(H2,40,41,42)/t31?,32-,33+/m0/s1	TYYGITZUMMNIGV-ADIDXWPESA-N	776.4240809			MMDBc0032450
BASm0019545	PGP(19:iso/10:0)	PGP(19:iso/10:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:iso/10:0), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and one decanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCC	C35H70O13P2	InChI=1S/C35H70O13P2/c1-4-5-6-7-15-20-23-26-35(38)48-33(30-47-50(42,43)46-28-32(36)27-45-49(39,40)41)29-44-34(37)25-22-19-17-14-12-10-8-9-11-13-16-18-21-24-31(2)3/h31-33,36H,4-30H2,1-3H3,(H,42,43)(H2,39,40,41)/t32-,33+/m0/s1	QCNOVJZJDWYRDL-JHOUSYSJSA-N	760.4291663			MMDBc0032451
BASm0019546	PGP(19:iso/12:0(3-OH))	PGP(19:iso/12:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:iso/12:0(3-OH)), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and one 3-hydroxydodecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CC(O)CCCCCCCCC	C37H74O14P2	InChI=1S/C37H74O14P2/c1-4-5-6-7-15-19-22-25-33(38)27-37(41)51-35(31-50-53(45,46)49-29-34(39)28-48-52(42,43)44)30-47-36(40)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-32(2)3/h32-35,38-39H,4-31H2,1-3H3,(H,45,46)(H2,42,43,44)/t33?,34-,35+/m0/s1	JDQCHTWWMGRPGI-ZYVKZGOESA-N	804.4553811			MMDBc0032452
BASm0019547	PGP(19:iso/12:0)	PGP(19:iso/12:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:iso/12:0), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCCC	C37H74O13P2	InChI=1S/C37H74O13P2/c1-4-5-6-7-8-14-19-22-25-28-37(40)50-35(32-49-52(44,45)48-30-34(38)29-47-51(41,42)43)31-46-36(39)27-24-21-18-16-13-11-9-10-12-15-17-20-23-26-33(2)3/h33-35,38H,4-32H2,1-3H3,(H,44,45)(H2,41,42,43)/t34-,35+/m0/s1	UMRPWNXTBMMWES-OIDHKYIRSA-N	788.4604664			MMDBc0032453
BASm0019548	PGP(19:iso/14:0(3-OH))	PGP(19:iso/14:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:iso/14:0(3-OH)), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and one 3-hydroxytetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CC(O)CCCCCCCCCCC	C39H78O14P2	InChI=1S/C39H78O14P2/c1-4-5-6-7-8-14-18-21-24-27-35(40)29-39(43)53-37(33-52-55(47,48)51-31-36(41)30-50-54(44,45)46)32-49-38(42)28-25-22-19-16-13-11-9-10-12-15-17-20-23-26-34(2)3/h34-37,40-41H,4-33H2,1-3H3,(H,47,48)(H2,44,45,46)/t35?,36-,37+/m0/s1	DKGIKXCYIUPMCD-AYZHLZKXSA-N	832.4866812			MMDBc0032454
BASm0019549	PGP(19:iso/14:0)	PGP(19:iso/14:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:iso/14:0), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCCCCC	C39H78O13P2	InChI=1S/C39H78O13P2/c1-4-5-6-7-8-9-13-18-21-24-27-30-39(42)52-37(34-51-54(46,47)50-32-36(40)31-49-53(43,44)45)33-48-38(41)29-26-23-20-17-15-12-10-11-14-16-19-22-25-28-35(2)3/h35-37,40H,4-34H2,1-3H3,(H,46,47)(H2,43,44,45)/t36-,37+/m0/s1	FAXVCRFAFDCKMY-PQQNNWGCSA-N	816.4917666			MMDBc0032455
BASm0019550	PGP(19:iso/15:0)	PGP(19:iso/15:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:iso/15:0), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCCCCCC	C40H80O13P2	InChI=1S/C40H80O13P2/c1-4-5-6-7-8-9-10-15-19-22-25-28-31-40(43)53-38(35-52-55(47,48)51-33-37(41)32-50-54(44,45)46)34-49-39(42)30-27-24-21-18-16-13-11-12-14-17-20-23-26-29-36(2)3/h36-38,41H,4-35H2,1-3H3,(H,47,48)(H2,44,45,46)/t37-,38+/m0/s1	ZQBXVICACZDHGO-QPPIDDCLSA-N	830.5074166			MMDBc0032456
BASm0019551	PGP(19:iso/15:0cyclo)	PGP(19:iso/15:0cyclo) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:iso/15:0cyclo), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and one cis-9,10-Methylenetetradecanoic acid  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCC1CC1CCCC	C40H78O13P2	InChI=1S/C40H78O13P2/c1-4-5-25-35-29-36(35)26-21-17-15-19-23-28-40(43)53-38(33-52-55(47,48)51-31-37(41)30-50-54(44,45)46)32-49-39(42)27-22-18-14-12-10-8-6-7-9-11-13-16-20-24-34(2)3/h34-38,41H,4-33H2,1-3H3,(H,47,48)(H2,44,45,46)/t35?,36?,37-,38+/m0/s1	MRIIJDYIMOCNLQ-FKTBZTESSA-N	828.4917666			MMDBc0032457
BASm0019552	PGP(19:iso/16:0)	PGP(19:iso/16:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:iso/16:0), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCCCCCCC	C41H82O13P2	InChI=1S/C41H82O13P2/c1-4-5-6-7-8-9-10-12-17-20-23-26-29-32-41(44)54-39(36-53-56(48,49)52-34-38(42)33-51-55(45,46)47)35-50-40(43)31-28-25-22-19-16-14-11-13-15-18-21-24-27-30-37(2)3/h37-39,42H,4-36H2,1-3H3,(H,48,49)(H2,45,46,47)/t38-,39+/m0/s1	GVERFRVVMMDFTN-ZESVVUHVSA-N	844.5230667			MMDBc0032458
BASm0019553	PGP(19:iso/16:1(9Z))	PGP(19:iso/16:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:iso/16:1(9Z)), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCC\C=C/CCCCCC	C41H80O13P2	InChI=1S/C41H80O13P2/c1-4-5-6-7-8-9-10-12-17-20-23-26-29-32-41(44)54-39(36-53-56(48,49)52-34-38(42)33-51-55(45,46)47)35-50-40(43)31-28-25-22-19-16-14-11-13-15-18-21-24-27-30-37(2)3/h9-10,37-39,42H,4-8,11-36H2,1-3H3,(H,48,49)(H2,45,46,47)/b10-9-/t38-,39+/m0/s1	CVYYCXOQXSBMJC-GDOWLQRRSA-N	842.5074166			MMDBc0032459
BASm0019554	PGP(19:iso/17:0cycw7c)	PGP(19:iso/17:0cycw7c) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:iso/17:0cycw7c), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and one heptadec-9-10-cyclo-anoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCC1CC1CCCCCC	C42H82O13P2	InChI=1S/C42H82O13P2/c1-4-5-6-22-27-37-31-38(37)28-23-18-16-20-25-30-42(45)55-40(35-54-57(49,50)53-33-39(43)32-52-56(46,47)48)34-51-41(44)29-24-19-15-13-11-9-7-8-10-12-14-17-21-26-36(2)3/h36-40,43H,4-35H2,1-3H3,(H,49,50)(H2,46,47,48)/t37?,38?,39-,40+/m0/s1	XGPFFOSFTLOVNM-UXYHKRDYSA-N	856.5230667			MMDBc0032460
BASm0019555	PGP(19:iso/18:1(9Z))	PGP(19:iso/18:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:iso/18:1(9Z)), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC	C43H84O13P2	InChI=1S/C43H84O13P2/c1-4-5-6-7-8-9-10-11-12-15-19-22-25-28-31-34-43(46)56-41(38-55-58(50,51)54-36-40(44)35-53-57(47,48)49)37-52-42(45)33-30-27-24-21-18-16-13-14-17-20-23-26-29-32-39(2)3/h11-12,39-41,44H,4-10,13-38H2,1-3H3,(H,50,51)(H2,47,48,49)/b12-11-/t40-,41+/m0/s1	XUGRLCBKDWAUDQ-UWSJFRPISA-N	870.5387168			MMDBc0032461
BASm0019556	PGP(19:iso/19:0cycv8c)	PGP(19:iso/19:0cycv8c) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:iso/19:0cycv8c), in particular, consists of one 17-methylocatdecanoyl chain  to the C-1 atom, and one heptadec-11-12-cyclo-anoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Expected Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCC1CC1CCCCCC	C44H86O13P2	InChI=1S/C44H86O13P2/c1-4-5-6-24-29-39-33-40(39)30-25-20-16-14-18-22-27-32-44(47)57-42(37-56-59(51,52)55-35-41(45)34-54-58(48,49)50)36-53-43(46)31-26-21-17-13-11-9-7-8-10-12-15-19-23-28-38(2)3/h38-42,45H,4-37H2,1-3H3,(H,51,52)(H2,48,49,50)/t39?,40?,41-,42+/m0/s1	GAQFRIUOLARGJR-IXDDWDRSSA-N	884.5543668			MMDBc0032462
BASm0019557	PE(10:0/19:1(9Z))	PE(10:0/19:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/19:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-nonadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C34H66NO8P	InChI=1S/C34H66NO8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-21-23-25-27-34(37)43-32(31-42-44(38,39)41-29-28-35)30-40-33(36)26-24-22-20-10-8-6-4-2/h15-16,32H,3-14,17-31,35H2,1-2H3,(H,38,39)/b16-15-/t32-/m1/s1	CMIQKOUODPWQES-RODWKEFJSA-N	647.4526051			MMDBc0032463
BASm0019558	PE(12:0/19:1(9Z))	PE(12:0/19:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/19:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-nonadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-3-5-7-9-11-13-14-15-16-17-18-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37)32-42-35(38)28-26-24-22-20-12-10-8-6-4-2/h16-17,34H,3-15,18-33,37H2,1-2H3,(H,40,41)/b17-16-/t34-/m1/s1	IBNVPQNXFDTSKS-ALNMSFLZSA-N	675.4839052			MMDBc0032464
BASm0019559	PE(14:0/15:0cyclo)	PE(14:0/15:0cyclo) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/15:0cyclo), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one cis-9,10-Methylenetetradecanoic acid  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCC	C34H66NO8P	InChI=1S/C34H66NO8P/c1-3-5-7-8-9-10-11-12-13-16-19-23-33(36)40-28-32(29-42-44(38,39)41-26-25-35)43-34(37)24-20-17-14-15-18-22-31-27-30(31)21-6-4-2/h30-32H,3-29,35H2,1-2H3,(H,38,39)/t30?,31?,32-/m1/s1	SGNROJXUGWOBRQ-DQZOQLMQSA-N	647.4526051			MMDBc0032465
BASm0019560	PE(14:0/19:0cycv8c)	PE(14:0/19:0cycv8c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/19:0cycv8c), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one heptadec-11-12-cyclo-anoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCC1CC1CCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-3-5-7-9-10-11-12-13-16-19-23-27-37(40)44-32-36(33-46-48(42,43)45-30-29-39)47-38(41)28-24-20-17-14-15-18-22-26-35-31-34(35)25-21-8-6-4-2/h34-36H,3-33,39H2,1-2H3,(H,42,43)/t34?,35?,36-/m1/s1	HUYWVMOIAQMXTN-QAVQJDDCSA-N	703.5152053			MMDBc0032466
BASm0019561	PE(14:0/19:0cycw8c)	PE(14:0/19:0cycw8c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/19:0cycw8c), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9-(2-heptylcyclopropyl)nonanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC1CC1CCCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-3-5-7-9-10-11-12-13-14-19-23-27-37(40)44-32-36(33-46-48(42,43)45-30-29-39)47-38(41)28-24-20-16-15-18-22-26-35-31-34(35)25-21-17-8-6-4-2/h34-36H,3-33,39H2,1-2H3,(H,42,43)/t34?,35?,36-/m1/s1	MDVZPOCSWHUIEA-QAVQJDDCSA-N	703.5152053			MMDBc0032467
BASm0019562	PE(14:0/19:1(9Z))	PE(14:0/19:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/19:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-nonadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-3-5-7-9-11-13-15-16-17-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39)34-44-37(40)30-28-26-24-22-20-14-12-10-8-6-4-2/h17-18,36H,3-16,19-35,39H2,1-2H3,(H,42,43)/b18-17-/t36-/m1/s1	YIWVGTDVUNWTBU-UVCQAILXSA-N	703.5152053			MMDBc0032468
BASm0019563	PE(15:0/19:1(9Z))	PE(15:0/19:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/19:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 9Z-nonadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-21-16-14-12-10-8-6-4-2/h18-19,37H,3-17,20-36,40H2,1-2H3,(H,43,44)/b19-18-/t37-/m1/s1	GGEXLBGNWKHKIX-OUJJLNDXSA-N	717.5308554			MMDBc0032469
BASm0019564	PE(15:0cyclo/14:0)	PE(15:0cyclo/14:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0cyclo/14:0), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and  one tetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC	C34H66NO8P	InChI=1S/C34H66NO8P/c1-3-5-7-8-9-10-11-12-13-16-20-24-34(37)43-32(29-42-44(38,39)41-26-25-35)28-40-33(36)23-19-17-14-15-18-22-31-27-30(31)21-6-4-2/h30-32H,3-29,35H2,1-2H3,(H,38,39)/t30?,31?,32-/m1/s1	IJRLRIMUCYYGEL-DQZOQLMQSA-N	647.4526051			MMDBc0032470
BASm0019565	PE(15:0cyclo/15:0cyclo)	PE(15:0cyclo/15:0cyclo) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(15:0cyclo/15:0cyclo), in particular, consists of two cis-9,10-Methylenetetradecanoic acid chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCC	C35H66NO8P	InChI=1S/C35H66NO8P/c1-3-5-17-29-25-31(29)19-13-9-7-11-15-21-34(37)41-27-33(28-43-45(39,40)42-24-23-36)44-35(38)22-16-12-8-10-14-20-32-26-30(32)18-6-4-2/h29-33H,3-28,36H2,1-2H3,(H,39,40)/t29?,30?,31?,32?,33-/m1/s1	WLQUKBFDCWVXKE-CAYVVRKDSA-N	659.4526051			MMDBc0032471
BASm0019566	PE(15:0cyclo/16:0)	PE(15:0cyclo/16:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0cyclo/16:0), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-3-5-7-8-9-10-11-12-13-14-15-18-22-26-36(39)45-34(31-44-46(40,41)43-28-27-37)30-42-35(38)25-21-19-16-17-20-24-33-29-32(33)23-6-4-2/h32-34H,3-31,37H2,1-2H3,(H,40,41)/t32?,33?,34-/m1/s1	JRONJHMAGAKEHG-NGYOKKRJSA-N	675.4839052			MMDBc0032472
BASm0019567	PE(15:0cyclo/17:0cycw7c)	PE(15:0cyclo/17:0cycw7c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0cyclo/17:0cycw7c), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and  one heptadec-9-10-cyclo-anoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCCCC	C37H70NO8P	InChI=1S/C37H70NO8P/c1-3-5-7-14-20-33-28-34(33)22-16-11-9-13-18-24-37(40)46-35(30-45-47(41,42)44-26-25-38)29-43-36(39)23-17-12-8-10-15-21-32-27-31(32)19-6-4-2/h31-35H,3-30,38H2,1-2H3,(H,41,42)/t31?,32?,33?,34?,35-/m1/s1	UUBQHHFVPKQSML-UASZDJHLSA-N	687.4839052			MMDBc0032473
BASm0019568	PE(15:0cyclo/19:0cycv8c)	PE(15:0cyclo/19:0cycv8c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0cyclo/19:0cycv8c), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and  one heptadec-11-12-cyclo-anoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCC1CC1CCCCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-3-5-7-16-22-35-30-36(35)24-17-12-9-8-10-14-20-26-39(42)48-37(32-47-49(43,44)46-28-27-40)31-45-38(41)25-19-15-11-13-18-23-34-29-33(34)21-6-4-2/h33-37H,3-32,40H2,1-2H3,(H,43,44)/t33?,34?,35?,36?,37-/m1/s1	LKAUGPGFOVKGDK-GGTDZKDPSA-N	715.5152053			MMDBc0032474
BASm0019569	PE(16:0/15:0cyclo)	PE(16:0/15:0cyclo) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/15:0cyclo), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one cis-9,10-Methylenetetradecanoic acid  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-3-5-7-8-9-10-11-12-13-14-15-18-21-25-35(38)42-30-34(31-44-46(40,41)43-28-27-37)45-36(39)26-22-19-16-17-20-24-33-29-32(33)23-6-4-2/h32-34H,3-31,37H2,1-2H3,(H,40,41)/t32?,33?,34-/m1/s1	RVWSEILMZIFVKF-NGYOKKRJSA-N	675.4839052			MMDBc0032475
BASm0019570	PE(16:0/19:0cycv8c)	PE(16:0/19:0cycv8c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/19:0cycv8c), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one heptadec-11-12-cyclo-anoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCC1CC1CCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-3-5-7-9-10-11-12-13-14-15-18-21-25-29-39(42)46-34-38(35-48-50(44,45)47-32-31-41)49-40(43)30-26-22-19-16-17-20-24-28-37-33-36(37)27-23-8-6-4-2/h36-38H,3-35,41H2,1-2H3,(H,44,45)/t36?,37?,38-/m1/s1	ONPGMNQDNUEGRF-QYZZXKJTSA-N	731.5465055			MMDBc0032476
BASm0019571	PE(16:0/19:1(9Z))	PE(16:0/19:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/19:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 9Z-nonadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41)36-46-39(42)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h18-19,38H,3-17,20-37,41H2,1-2H3,(H,44,45)/b19-18-/t38-/m1/s1	JKNRVUASURIXEH-YWTUKGCKSA-N	731.5465055			MMDBc0032477
BASm0019572	PE(16:1(9Z)/17:0cycw7c)	PE(16:1(9Z)/17:0cycw7c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/17:0cycw7c), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one heptadec-9-10-cyclo-anoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCCCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-3-5-7-9-10-11-12-13-14-15-16-19-23-27-37(40)44-32-36(33-46-48(42,43)45-30-29-39)47-38(41)28-24-20-17-18-22-26-35-31-34(35)25-21-8-6-4-2/h11-12,34-36H,3-10,13-33,39H2,1-2H3,(H,42,43)/b12-11-/t34?,35?,36-/m1/s1	NNOOPKUVFSASIE-HLULIINISA-N	701.4995553			MMDBc0032478
BASm0019573	PE(16:1(9Z)/19:0cycv8c)	PE(16:1(9Z)/19:0cycv8c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/19:0cycv8c), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one heptadec-11-12-cyclo-anoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCC1CC1CCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-3-5-7-9-10-11-12-13-14-15-18-21-25-29-39(42)46-34-38(35-48-50(44,45)47-32-31-41)49-40(43)30-26-22-19-16-17-20-24-28-37-33-36(37)27-23-8-6-4-2/h11-12,36-38H,3-10,13-35,41H2,1-2H3,(H,44,45)/b12-11-/t36?,37?,38-/m1/s1	NOLPFWPRFNNHAB-YTIQTBINSA-N	729.5308554			MMDBc0032479
BASm0019574	PE(16:1(9Z)/19:0cycw8c)	PE(16:1(9Z)/19:0cycw8c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/19:0cycw8c), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 9-(2-heptylcyclopropyl)nonanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC1CC1CCCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-3-5-7-9-10-11-12-13-14-15-16-21-25-29-39(42)46-34-38(35-48-50(44,45)47-32-31-41)49-40(43)30-26-22-18-17-20-24-28-37-33-36(37)27-23-19-8-6-4-2/h11-12,36-38H,3-10,13-35,41H2,1-2H3,(H,44,45)/b12-11-/t36?,37?,38-/m1/s1	ODLYFPDGKDIXGH-YTIQTBINSA-N	729.5308554			MMDBc0032480
BASm0019575	PE(16:1(9Z)/19:1(9Z))	PE(16:1(9Z)/19:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/19:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-nonadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41)36-46-39(42)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h14,16,18-19,38H,3-13,15,17,20-37,41H2,1-2H3,(H,44,45)/b16-14-,19-18-/t38-/m1/s1	WCYWDSBANAFPOJ-JSHIBXJCSA-N	729.5308554			MMDBc0032481
BASm0019576	PE(17:0cycw7c/14:0)	PE(17:0cycw7c/14:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(17:0cycw7c/14:0), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and  one tetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-3-5-7-9-10-11-12-13-14-17-22-26-36(39)45-34(31-44-46(40,41)43-28-27-37)30-42-35(38)25-21-18-15-16-20-24-33-29-32(33)23-19-8-6-4-2/h32-34H,3-31,37H2,1-2H3,(H,40,41)/t32?,33?,34-/m1/s1	XTSARBXVLCPGHZ-NGYOKKRJSA-N	675.4839052			MMDBc0032482
BASm0019577	PE(17:0cycw7c/15:0cyclo)	PE(17:0cycw7c/15:0cyclo) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(17:0cycw7c/15:0cyclo), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and  one cis-9,10-Methylenetetradecanoic acid  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCC	C37H70NO8P	InChI=1S/C37H70NO8P/c1-3-5-7-14-20-33-28-34(33)22-16-10-8-12-17-23-36(39)43-29-35(30-45-47(41,42)44-26-25-38)46-37(40)24-18-13-9-11-15-21-32-27-31(32)19-6-4-2/h31-35H,3-30,38H2,1-2H3,(H,41,42)/t31?,32?,33?,34?,35-/m1/s1	KBQPNYBGZYZBJU-UASZDJHLSA-N	687.4839052			MMDBc0032483
BASm0019578	PE(17:0cycw7c/16:0)	PE(17:0cycw7c/16:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(17:0cycw7c/16:0), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-3-5-7-9-10-11-12-13-14-15-16-19-24-28-38(41)47-36(33-46-48(42,43)45-30-29-39)32-44-37(40)27-23-20-17-18-22-26-35-31-34(35)25-21-8-6-4-2/h34-36H,3-33,39H2,1-2H3,(H,42,43)/t34?,35?,36-/m1/s1	RDZDCNZDQGQQRN-QAVQJDDCSA-N	703.5152053			MMDBc0032484
BASm0019579	PE(17:0cycw7c/16:1(9Z))	PE(17:0cycw7c/16:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(17:0cycw7c/16:1(9Z)), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-3-5-7-9-10-11-12-13-14-15-16-19-24-28-38(41)47-36(33-46-48(42,43)45-30-29-39)32-44-37(40)27-23-20-17-18-22-26-35-31-34(35)25-21-8-6-4-2/h11-12,34-36H,3-10,13-33,39H2,1-2H3,(H,42,43)/b12-11-/t34?,35?,36-/m1/s1	YZJGLVODQUFEHX-HLULIINISA-N	701.4995553			MMDBc0032485
BASm0019580	PE(17:0cycw7c/18:1(9Z))	PE(17:0cycw7c/18:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(17:0cycw7c/18:1(9Z)), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-21-26-30-40(43)49-38(35-48-50(44,45)47-32-31-41)34-46-39(42)29-25-22-19-20-24-28-37-33-36(37)27-23-8-6-4-2/h13-14,36-38H,3-12,15-35,41H2,1-2H3,(H,44,45)/b14-13-/t36?,37?,38-/m1/s1	SWEPHLFVIYUQPH-REWKPPRKSA-N	729.5308554			MMDBc0032486
BASm0019581	PE(17:0cycw7c/19:0cycv8c)	PE(17:0cycw7c/19:0cycv8c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(17:0cycw7c/19:0cycv8c), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and  one heptadec-11-12-cyclo-anoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCC1CC1CCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-3-5-7-17-23-35-31-37(35)25-19-13-10-9-11-15-22-28-41(44)50-39(34-49-51(45,46)48-30-29-42)33-47-40(43)27-21-16-12-14-20-26-38-32-36(38)24-18-8-6-4-2/h35-39H,3-34,42H2,1-2H3,(H,45,46)/t35?,36?,37?,38?,39-/m1/s1	JRISZLDOMCIRLK-AUWIYVNOSA-N	743.5465055			MMDBc0032487
BASm0019582	PE(18:0/19:1(9Z))	PE(18:0/19:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:0/19:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 9Z-nonadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43)38-48-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h19,21,40H,3-18,20,22-39,43H2,1-2H3,(H,46,47)/b21-19-/t40-/m1/s1	AHZWSXIVPHUMBV-DFGWVCPLSA-N	759.5778056			MMDBc0032488
BASm0019583	PE(18:1(9Z)/15:0cyclo)	PE(18:1(9Z)/15:0cyclo) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9Z)/15:0cyclo), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one cis-9,10-Methylenetetradecanoic acid  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-20-23-27-37(40)44-32-36(33-46-48(42,43)45-30-29-39)47-38(41)28-24-21-18-19-22-26-35-31-34(35)25-6-4-2/h12-13,34-36H,3-11,14-33,39H2,1-2H3,(H,42,43)/b13-12-/t34?,35?,36-/m1/s1	FJMRBPQOXBFPPA-HQYROWBKSA-N	701.4995553			MMDBc0032489
BASm0019584	PE(18:1(9Z)/17:0cycw7c)	PE(18:1(9Z)/17:0cycw7c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9Z)/17:0cycw7c), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one heptadec-9-10-cyclo-anoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-21-25-29-39(42)46-34-38(35-48-50(44,45)47-32-31-41)49-40(43)30-26-22-19-20-24-28-37-33-36(37)27-23-8-6-4-2/h13-14,36-38H,3-12,15-35,41H2,1-2H3,(H,44,45)/b14-13-/t36?,37?,38-/m1/s1	GRGFYFSRRZTPEP-REWKPPRKSA-N	729.5308554			MMDBc0032490
BASm0019585	PE(18:1(9Z)/19:0cycv8c)	PE(18:1(9Z)/19:0cycv8c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9Z)/19:0cycv8c), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one heptadec-11-12-cyclo-anoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCC1CC1CCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-3-5-7-9-10-11-12-13-14-15-16-17-20-23-27-31-41(44)48-36-40(37-50-52(46,47)49-34-33-43)51-42(45)32-28-24-21-18-19-22-26-30-39-35-38(39)29-25-8-6-4-2/h13-14,38-40H,3-12,15-37,43H2,1-2H3,(H,46,47)/b14-13-/t38?,39?,40-/m1/s1	LFSPSQDHDFCUKQ-OIYTUAHISA-N	757.5621555			MMDBc0032491
BASm0019586	PE(18:1(9Z)/19:0cycw8c)	PE(18:1(9Z)/19:0cycw8c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9Z)/19:0cycw8c), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 9-(2-heptylcyclopropyl)nonanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC1CC1CCCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-23-27-31-41(44)48-36-40(37-50-52(46,47)49-34-33-43)51-42(45)32-28-24-20-19-22-26-30-39-35-38(39)29-25-21-8-6-4-2/h13-14,38-40H,3-12,15-37,43H2,1-2H3,(H,46,47)/b14-13-/t38?,39?,40-/m1/s1	PSXDUSVZLQZTBM-OIYTUAHISA-N	757.5621555			MMDBc0032492
BASm0019587	PE(18:1(9Z)/19:1(9Z))	PE(18:1(9Z)/19:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9Z)/19:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 9Z-nonadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43)38-48-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18-21,40H,3-17,22-39,43H2,1-2H3,(H,46,47)/b20-18-,21-19-/t40-/m1/s1	VYGBMMLRWMCCRC-NLEYBKGJSA-N	757.5621555			MMDBc0032493
BASm0019588	PE(19:0cycv8c/14:0)	PE(19:0cycv8c/14:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:0cycv8c/14:0), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and  one tetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-3-5-7-9-10-11-12-13-16-20-24-28-38(41)47-36(33-46-48(42,43)45-30-29-39)32-44-37(40)27-23-19-17-14-15-18-22-26-35-31-34(35)25-21-8-6-4-2/h34-36H,3-33,39H2,1-2H3,(H,42,43)/t34?,35?,36-/m1/s1	QZLHWBLTICYKOF-QAVQJDDCSA-N	703.5152053			MMDBc0032494
BASm0019589	PE(19:0cycv8c/15:0cyclo)	PE(19:0cycv8c/15:0cyclo) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:0cycv8c/15:0cyclo), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and  one cis-9,10-Methylenetetradecanoic acid  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-3-5-7-16-22-35-30-36(35)24-17-12-9-8-10-14-19-25-38(41)45-31-37(32-47-49(43,44)46-28-27-40)48-39(42)26-20-15-11-13-18-23-34-29-33(34)21-6-4-2/h33-37H,3-32,40H2,1-2H3,(H,43,44)/t33?,34?,35?,36?,37-/m1/s1	PBQZNTLLXHIPQT-GGTDZKDPSA-N	715.5152053			MMDBc0032495
BASm0019590	PE(19:0cycv8c/16:0)	PE(19:0cycv8c/16:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:0cycv8c/16:0), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-3-5-7-9-10-11-12-13-14-15-18-22-26-30-40(43)49-38(35-48-50(44,45)47-32-31-41)34-46-39(42)29-25-21-19-16-17-20-24-28-37-33-36(37)27-23-8-6-4-2/h36-38H,3-35,41H2,1-2H3,(H,44,45)/t36?,37?,38-/m1/s1	YHCSHTPZIROBFI-QYZZXKJTSA-N	731.5465055			MMDBc0032496
BASm0019591	PE(19:0cycv8c/16:1(9Z))	PE(19:0cycv8c/16:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:0cycv8c/16:1(9Z)), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-3-5-7-9-10-11-12-13-14-15-18-22-26-30-40(43)49-38(35-48-50(44,45)47-32-31-41)34-46-39(42)29-25-21-19-16-17-20-24-28-37-33-36(37)27-23-8-6-4-2/h11-12,36-38H,3-10,13-35,41H2,1-2H3,(H,44,45)/b12-11-/t36?,37?,38-/m1/s1	PQBPCOAIEVKXMV-YTIQTBINSA-N	729.5308554			MMDBc0032497
BASm0019592	PE(19:0cycv8c/17:0cycw7c)	PE(19:0cycv8c/17:0cycw7c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:0cycv8c/17:0cycw7c), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and  one heptadec-9-10-cyclo-anoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-3-5-7-17-23-35-31-37(35)25-19-13-10-9-11-15-21-27-40(43)47-33-39(34-49-51(45,46)48-30-29-42)50-41(44)28-22-16-12-14-20-26-38-32-36(38)24-18-8-6-4-2/h35-39H,3-34,42H2,1-2H3,(H,45,46)/t35?,36?,37?,38?,39-/m1/s1	VRFDKJQRKGBUFM-AUWIYVNOSA-N	743.5465055			MMDBc0032498
BASm0019593	PE(19:0cycv8c/18:1(9Z))	PE(19:0cycv8c/18:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:0cycv8c/18:1(9Z)), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-3-5-7-9-10-11-12-13-14-15-16-17-20-24-28-32-42(45)51-40(37-50-52(46,47)49-34-33-43)36-48-41(44)31-27-23-21-18-19-22-26-30-39-35-38(39)29-25-8-6-4-2/h13-14,38-40H,3-12,15-37,43H2,1-2H3,(H,46,47)/b14-13-/t38?,39?,40-/m1/s1	LDPRJWTUWCZUHN-OIYTUAHISA-N	757.5621555			MMDBc0032499
BASm0019594	PE(19:0cycv8c/19:0cycv8c)	PE(19:0cycv8c/19:0cycv8c) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(19:0cycv8c/19:0cycv8c), in particular, consists of two heptadec-11-12-cyclo-anoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCC1CC1CCCCCC	C43H82NO8P	InChI=1S/C43H82NO8P/c1-3-5-7-19-25-37-33-39(37)27-21-15-11-9-13-17-23-29-42(45)49-35-41(36-51-53(47,48)50-32-31-44)52-43(46)30-24-18-14-10-12-16-22-28-40-34-38(40)26-20-8-6-4-2/h37-41H,3-36,44H2,1-2H3,(H,47,48)/t37?,38?,39?,40?,41-/m1/s1	MSNPOXZWTBGBJR-CXZGRVSASA-N	771.5778056			MMDBc0032500
BASm0019595	PE(19:1(9Z)/10:0)	PE(19:1(9Z)/10:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:1(9Z)/10:0), in particular, consists of one 9Z-nonadecenoyl chain  to the C-1 atom, and  one decanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC	C34H66NO8P	InChI=1S/C34H66NO8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-21-22-24-26-33(36)40-30-32(31-42-44(38,39)41-29-28-35)43-34(37)27-25-23-20-10-8-6-4-2/h15-16,32H,3-14,17-31,35H2,1-2H3,(H,38,39)/b16-15-/t32-/m1/s1	XKSAYEVNYDHICZ-RODWKEFJSA-N	647.4526051			MMDBc0032501
BASm0019596	PE(19:1(9Z)/12:0)	PE(19:1(9Z)/12:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:1(9Z)/12:0), in particular, consists of one 9Z-nonadecenoyl chain  to the C-1 atom, and  one dodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-3-5-7-9-11-13-14-15-16-17-18-19-21-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37)45-36(39)29-27-25-23-20-12-10-8-6-4-2/h16-17,34H,3-15,18-33,37H2,1-2H3,(H,40,41)/b17-16-/t34-/m1/s1	XZOBZHDYQANGIV-ALNMSFLZSA-N	675.4839052			MMDBc0032502
BASm0019597	PE(19:1(9Z)/14:0)	PE(19:1(9Z)/14:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:1(9Z)/14:0), in particular, consists of one 9Z-nonadecenoyl chain  to the C-1 atom, and  one tetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-3-5-7-9-11-13-15-16-17-18-19-21-22-24-26-28-30-37(40)44-34-36(35-46-48(42,43)45-33-32-39)47-38(41)31-29-27-25-23-20-14-12-10-8-6-4-2/h17-18,36H,3-16,19-35,39H2,1-2H3,(H,42,43)/b18-17-/t36-/m1/s1	VPSNWSSYLBDPGU-UVCQAILXSA-N	703.5152053			MMDBc0032503
BASm0019598	PE(19:1(9Z)/15:0)	PE(19:1(9Z)/15:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:1(9Z)/15:0), in particular, consists of one 9Z-nonadecenoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-23-25-27-29-31-38(41)45-35-37(36-47-49(43,44)46-34-33-40)48-39(42)32-30-28-26-24-21-16-14-12-10-8-6-4-2/h18-19,37H,3-17,20-36,40H2,1-2H3,(H,43,44)/b19-18-/t37-/m1/s1	BAXWXJKCWVDYTO-OUJJLNDXSA-N	717.5308554			MMDBc0032504
BASm0019599	PE(19:1(9Z)/16:0)	PE(19:1(9Z)/16:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:1(9Z)/16:0), in particular, consists of one 9Z-nonadecenoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41)49-40(43)33-31-29-27-25-23-20-16-14-12-10-8-6-4-2/h18-19,38H,3-17,20-37,41H2,1-2H3,(H,44,45)/b19-18-/t38-/m1/s1	CZWJKQAZBOIYIG-YWTUKGCKSA-N	731.5465055			MMDBc0032505
BASm0019600	PE(19:1(9Z)/18:0)	PE(19:1(9Z)/18:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:1(9Z)/18:0), in particular, consists of one 9Z-nonadecenoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43)51-42(45)35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h19,21,40H,3-18,20,22-39,43H2,1-2H3,(H,46,47)/b21-19-/t40-/m1/s1	UBFUSOOSEOXJSO-DFGWVCPLSA-N	759.5778056			MMDBc0032506
BASm0019601	PE(19:1(9Z)/18:1(9Z))	PE(19:1(9Z)/18:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-nonadecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43)51-42(45)35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h18-21,40H,3-17,22-39,43H2,1-2H3,(H,46,47)/b20-18-,21-19-/t40-/m1/s1	NPKQGSCMJFNPKN-NLEYBKGJSA-N	757.5621555			MMDBc0032507
BASm0019602	PE(19:1(9Z)/19:1(9Z))	PE(19:1(9Z)/19:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(19:1(9Z)/19:1(9Z)), in particular, consists of two 9Z-nonadecenoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C43H82NO8P	InChI=1S/C43H82NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-42(45)49-39-41(40-51-53(47,48)50-38-37-44)52-43(46)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h19-22,41H,3-18,23-40,44H2,1-2H3,(H,47,48)/b21-19-,22-20-/t41-/m1/s1	VTJZBDIFWFVBBP-UNUIOPIBSA-N	771.5778056			MMDBc0032508
BASm0019603	PS(10:0/17:0cycw7c)	PS(10:0/17:0cycw7c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(10:0/17:0cycw7c), in particular, consists of one decanoyl chain  to the C-1 atom, and  one heptadec-9-10-cyclo-anoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)C(O)=O	C33H62NO10P	InChI=1S/C33H62NO10P/c1-3-5-7-9-10-13-17-21-31(35)41-24-29(25-42-45(39,40)43-26-30(34)33(37)38)44-32(36)22-18-14-11-12-16-20-28-23-27(28)19-15-8-6-4-2/h27-30H,3-26,34H2,1-2H3,(H,37,38)(H,39,40)/t27?,28?,29-,30+/m1/s1	SITXODFWDOGBHI-HZPHIZQBSA-N	663.4111342			MMDBc0032509
BASm0019604	PS(12:0/17:0cycw7c)	PS(12:0/17:0cycw7c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(12:0/17:0cycw7c), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one heptadec-9-10-cyclo-anoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)C(O)=O	C35H66NO10P	InChI=1S/C35H66NO10P/c1-3-5-7-9-10-11-12-15-19-23-33(37)43-26-31(27-44-47(41,42)45-28-32(36)35(39)40)46-34(38)24-20-16-13-14-18-22-30-25-29(30)21-17-8-6-4-2/h29-32H,3-28,36H2,1-2H3,(H,39,40)(H,41,42)/t29?,30?,31-,32+/m1/s1	CTRBORSBHXHWKF-JWWJSXKFSA-N	691.4424343			MMDBc0032510
BASm0019605	PS(14:0/15:0cyclo)	PS(14:0/15:0cyclo) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0/15:0cyclo), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one cis-9,10-Methylenetetradecanoic acid to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC)C(O)=O	C35H66NO10P	InChI=1S/C35H66NO10P/c1-3-5-7-8-9-10-11-12-13-16-19-23-33(37)43-26-31(27-44-47(41,42)45-28-32(36)35(39)40)46-34(38)24-20-17-14-15-18-22-30-25-29(30)21-6-4-2/h29-32H,3-28,36H2,1-2H3,(H,39,40)(H,41,42)/t29?,30?,31-,32+/m1/s1	BKGQYQWUYBSINS-JWWJSXKFSA-N	691.4424343			MMDBc0032511
BASm0019606	PS(14:0/17:0cycw7c)	PS(14:0/17:0cycw7c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0/17:0cycw7c), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one heptadec-9-10-cyclo-anoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)C(O)=O	C37H70NO10P	InChI=1S/C37H70NO10P/c1-3-5-7-9-10-11-12-13-14-17-21-25-35(39)45-28-33(29-46-49(43,44)47-30-34(38)37(41)42)48-36(40)26-22-18-15-16-20-24-32-27-31(32)23-19-8-6-4-2/h31-34H,3-30,38H2,1-2H3,(H,41,42)(H,43,44)/t31?,32?,33-,34+/m1/s1	NYAPUPPHEFGVQE-MITRECRZSA-N	719.4737345			MMDBc0032512
BASm0019607	PS(14:0/19:0cycv8c)	PS(14:0/19:0cycv8c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0/19:0cycv8c), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one heptadec-11-12-cyclo-anoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)C(O)=O	C39H74NO10P	InChI=1S/C39H74NO10P/c1-3-5-7-9-10-11-12-13-16-19-23-27-37(41)47-30-35(31-48-51(45,46)49-32-36(40)39(43)44)50-38(42)28-24-20-17-14-15-18-22-26-34-29-33(34)25-21-8-6-4-2/h33-36H,3-32,40H2,1-2H3,(H,43,44)(H,45,46)/t33?,34?,35-,36+/m1/s1	ZYDBOGXLDZGXMI-UOPWBEJQSA-N	747.5050346			MMDBc0032513
BASm0019608	PS(14:0/19:0cycw8c)	PS(14:0/19:0cycw8c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(14:0/19:0cycw8c), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC1CC1CCCCCCC)C(O)=O	C39H74NO10P	InChI=1S/C39H74NO10P/c1-3-5-7-9-10-11-12-13-14-19-23-27-37(41)47-30-35(31-48-51(45,46)49-32-36(40)39(43)44)50-38(42)28-24-20-16-15-18-22-26-34-29-33(34)25-21-17-8-6-4-2/h33-36H,3-32,40H2,1-2H3,(H,43,44)(H,45,46)/t33?,34?,35-,36+/m1/s1	XLYMZZFOMCFZNU-UOPWBEJQSA-N	747.5050346			MMDBc0032514
BASm0019609	PS(15:0cyclo/14:0)	PS(15:0cyclo/14:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(15:0cyclo/14:0), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and  one tetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCC)C(O)=O	C35H66NO10P	InChI=1S/C35H66NO10P/c1-3-5-7-8-9-10-11-12-13-16-20-24-34(38)46-31(27-44-47(41,42)45-28-32(36)35(39)40)26-43-33(37)23-19-17-14-15-18-22-30-25-29(30)21-6-4-2/h29-32H,3-28,36H2,1-2H3,(H,39,40)(H,41,42)/t29?,30?,31-,32+/m1/s1	UVXYOYOXDWBGJT-JWWJSXKFSA-N	691.4424343			MMDBc0032515
BASm0019610	PS(15:0cyclo/15:0cyclo)	PS(15:0cyclo/15:0cyclo) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(15:0cyclo/15:0cyclo), in particular, consists of two cis-9,10-Methylenetetradecanoic acid chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC)C(O)=O	C36H66NO10P	InChI=1S/C36H66NO10P/c1-3-5-17-28-23-30(28)19-13-9-7-11-15-21-34(38)44-25-32(26-45-48(42,43)46-27-33(37)36(40)41)47-35(39)22-16-12-8-10-14-20-31-24-29(31)18-6-4-2/h28-33H,3-27,37H2,1-2H3,(H,40,41)(H,42,43)/t28?,29?,30?,31?,32-,33+/m1/s1	MZVDATRVBGQQNG-CSOVHXKOSA-N	703.4424343			MMDBc0032516
BASm0019611	PS(15:0cyclo/16:0)	PS(15:0cyclo/16:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(15:0cyclo/16:0), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and  one hexadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCC)C(O)=O	C37H70NO10P	InChI=1S/C37H70NO10P/c1-3-5-7-8-9-10-11-12-13-14-15-18-22-26-36(40)48-33(29-46-49(43,44)47-30-34(38)37(41)42)28-45-35(39)25-21-19-16-17-20-24-32-27-31(32)23-6-4-2/h31-34H,3-30,38H2,1-2H3,(H,41,42)(H,43,44)/t31?,32?,33-,34+/m1/s1	QFUHFLFVJBNVRH-MITRECRZSA-N	719.4737345			MMDBc0032517
BASm0019612	PS(15:0cyclo/16:1(9Z))	PS(15:0cyclo/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(15:0cyclo/16:1(9Z)), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and  one 9Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC	C37H68NO10P	InChI=1S/C37H68NO10P/c1-3-5-7-8-9-10-11-12-13-14-15-18-22-26-36(40)48-33(29-46-49(43,44)47-30-34(38)37(41)42)28-45-35(39)25-21-19-16-17-20-24-32-27-31(32)23-6-4-2/h10-11,31-34H,3-9,12-30,38H2,1-2H3,(H,41,42)(H,43,44)/b11-10-/t31?,32?,33-,34+/m1/s1	LAHBOSREPRDYLU-UNIZJFOLSA-N	717.4580844			MMDBc0032518
BASm0019613	PS(15:0cyclo/17:0cycw7c)	PS(15:0cyclo/17:0cycw7c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(15:0cyclo/17:0cycw7c), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and  one heptadec-9-10-cyclo-anoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC)C(O)=O	C38H70NO10P	InChI=1S/C38H70NO10P/c1-3-5-7-14-20-32-26-33(32)22-16-11-9-13-18-24-37(41)49-34(28-47-50(44,45)48-29-35(39)38(42)43)27-46-36(40)23-17-12-8-10-15-21-31-25-30(31)19-6-4-2/h30-35H,3-29,39H2,1-2H3,(H,42,43)(H,44,45)/t30?,31?,32?,33?,34-,35+/m1/s1	VPNSELHVYUFHQS-CJKSILGXSA-N	731.4737345			MMDBc0032519
BASm0019614	PS(15:0cyclo/19:0cycv8c)	PS(15:0cyclo/19:0cycv8c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(15:0cyclo/19:0cycv8c), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain  to the C-1 atom, and  one heptadec-11-12-cyclo-anoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)C(O)=O	C40H74NO10P	InChI=1S/C40H74NO10P/c1-3-5-7-16-22-34-28-35(34)24-17-12-9-8-10-14-20-26-39(43)51-36(30-49-52(46,47)50-31-37(41)40(44)45)29-48-38(42)25-19-15-11-13-18-23-33-27-32(33)21-6-4-2/h32-37H,3-31,41H2,1-2H3,(H,44,45)(H,46,47)/t32?,33?,34?,35?,36-,37+/m1/s1	UDLPHRRSABZSPF-KKRAFGMUSA-N	759.5050346			MMDBc0032520
BASm0019615	PS(16:0/15:0cyclo)	PS(16:0/15:0cyclo) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:0/15:0cyclo), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one cis-9,10-Methylenetetradecanoic acid to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC)C(O)=O	C37H70NO10P	InChI=1S/C37H70NO10P/c1-3-5-7-8-9-10-11-12-13-14-15-18-21-25-35(39)45-28-33(29-46-49(43,44)47-30-34(38)37(41)42)48-36(40)26-22-19-16-17-20-24-32-27-31(32)23-6-4-2/h31-34H,3-30,38H2,1-2H3,(H,41,42)(H,43,44)/t31?,32?,33-,34+/m1/s1	KQZDVNOKBBABQD-MITRECRZSA-N	719.4737345			MMDBc0032521
BASm0019616	PS(16:0/17:0cycw7c)	PS(16:0/17:0cycw7c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:0/17:0cycw7c), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one heptadec-9-10-cyclo-anoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)C(O)=O	C39H74NO10P	InChI=1S/C39H74NO10P/c1-3-5-7-9-10-11-12-13-14-15-16-19-23-27-37(41)47-30-35(31-48-51(45,46)49-32-36(40)39(43)44)50-38(42)28-24-20-17-18-22-26-34-29-33(34)25-21-8-6-4-2/h33-36H,3-32,40H2,1-2H3,(H,43,44)(H,45,46)/t33?,34?,35-,36+/m1/s1	LLUCZOZBZYQDSG-UOPWBEJQSA-N	747.5050346			MMDBc0032522
BASm0019617	PS(16:0/19:0cycv8c)	PS(16:0/19:0cycv8c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:0/19:0cycv8c), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one heptadec-11-12-cyclo-anoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)C(O)=O	C41H78NO10P	InChI=1S/C41H78NO10P/c1-3-5-7-9-10-11-12-13-14-15-18-21-25-29-39(43)49-32-37(33-50-53(47,48)51-34-38(42)41(45)46)52-40(44)30-26-22-19-16-17-20-24-28-36-31-35(36)27-23-8-6-4-2/h35-38H,3-34,42H2,1-2H3,(H,45,46)(H,47,48)/t35?,36?,37-,38+/m1/s1	DRPJSZGKUQOQDP-KBTHPEDISA-N	775.5363347			MMDBc0032523
BASm0019618	PS(16:0/19:0cycw8c)	PS(16:0/19:0cycw8c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:0/19:0cycw8c), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC1CC1CCCCCCC)C(O)=O	C41H78NO10P	InChI=1S/C41H78NO10P/c1-3-5-7-9-10-11-12-13-14-15-16-21-25-29-39(43)49-32-37(33-50-53(47,48)51-34-38(42)41(45)46)52-40(44)30-26-22-18-17-20-24-28-36-31-35(36)27-23-19-8-6-4-2/h35-38H,3-34,42H2,1-2H3,(H,45,46)(H,47,48)/t35?,36?,37-,38+/m1/s1	MFZARXRTFPJNNA-KBTHPEDISA-N	775.5363347			MMDBc0032524
BASm0019619	PS(16:1(9Z)/17:0cycw7c)	PS(16:1(9Z)/17:0cycw7c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:1(9Z)/17:0cycw7c), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one heptadec-9-10-cyclo-anoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCCC1CC1CCCCCC	C39H72NO10P	InChI=1S/C39H72NO10P/c1-3-5-7-9-10-11-12-13-14-15-16-19-23-27-37(41)47-30-35(31-48-51(45,46)49-32-36(40)39(43)44)50-38(42)28-24-20-17-18-22-26-34-29-33(34)25-21-8-6-4-2/h11-12,33-36H,3-10,13-32,40H2,1-2H3,(H,43,44)(H,45,46)/b12-11-/t33?,34?,35-,36+/m1/s1	VWVHVDGBVMKJSK-GUVXTKNMSA-N	745.4893845			MMDBc0032525
BASm0019620	PS(16:1(9Z)/19:0cycv8c)	PS(16:1(9Z)/19:0cycv8c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:1(9Z)/19:0cycv8c), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one heptadec-11-12-cyclo-anoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCCCCC1CC1CCCCCC	C41H76NO10P	InChI=1S/C41H76NO10P/c1-3-5-7-9-10-11-12-13-14-15-18-21-25-29-39(43)49-32-37(33-50-53(47,48)51-34-38(42)41(45)46)52-40(44)30-26-22-19-16-17-20-24-28-36-31-35(36)27-23-8-6-4-2/h11-12,35-38H,3-10,13-34,42H2,1-2H3,(H,45,46)(H,47,48)/b12-11-/t35?,36?,37-,38+/m1/s1	USHVOFWJHFKBKY-JIBSXBIASA-N	773.5206846			MMDBc0032526
BASm0019621	PS(16:1(9Z)/19:0cycw8c)	PS(16:1(9Z)/19:0cycw8c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(16:1(9Z)/19:0cycw8c), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCCCC1CC1CCCCCCC	C41H76NO10P	InChI=1S/C41H76NO10P/c1-3-5-7-9-10-11-12-13-14-15-16-21-25-29-39(43)49-32-37(33-50-53(47,48)51-34-38(42)41(45)46)52-40(44)30-26-22-18-17-20-24-28-36-31-35(36)27-23-19-8-6-4-2/h11-12,35-38H,3-10,13-34,42H2,1-2H3,(H,45,46)(H,47,48)/b12-11-/t35?,36?,37-,38+/m1/s1	OOHKBAYRBHBBIZ-JIBSXBIASA-N	773.5206846			MMDBc0032527
BASm0019622	PS(17:0cycw7c/12:0)	PS(17:0cycw7c/12:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(17:0cycw7c/12:0), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and  one dodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCC)C(O)=O	C35H66NO10P	InChI=1S/C35H66NO10P/c1-3-5-7-9-10-11-12-15-20-24-34(38)46-31(27-44-47(41,42)45-28-32(36)35(39)40)26-43-33(37)23-19-16-13-14-18-22-30-25-29(30)21-17-8-6-4-2/h29-32H,3-28,36H2,1-2H3,(H,39,40)(H,41,42)/t29?,30?,31-,32+/m1/s1	IZSLWIRKQLNHAU-JWWJSXKFSA-N	691.4424343			MMDBc0032528
BASm0019623	PS(17:0cycw7c/14:0)	PS(17:0cycw7c/14:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(17:0cycw7c/14:0), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and  one tetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)C(O)=O	C37H70NO10P	InChI=1S/C37H70NO10P/c1-3-5-7-9-10-11-12-13-14-17-22-26-36(40)48-33(29-46-49(43,44)47-30-34(38)37(41)42)28-45-35(39)25-21-18-15-16-20-24-32-27-31(32)23-19-8-6-4-2/h31-34H,3-30,38H2,1-2H3,(H,41,42)(H,43,44)/t31?,32?,33-,34+/m1/s1	GRUQXAZRVLEGHG-MITRECRZSA-N	719.4737345			MMDBc0032529
BASm0019624	PS(17:0cycw7c/15:0cyclo)	PS(17:0cycw7c/15:0cyclo) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(17:0cycw7c/15:0cyclo), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and  one cis-9,10-Methylenetetradecanoic acid to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC)C(O)=O	C38H70NO10P	InChI=1S/C38H70NO10P/c1-3-5-7-14-20-32-26-33(32)22-16-10-8-12-17-23-36(40)46-27-34(28-47-50(44,45)48-29-35(39)38(42)43)49-37(41)24-18-13-9-11-15-21-31-25-30(31)19-6-4-2/h30-35H,3-29,39H2,1-2H3,(H,42,43)(H,44,45)/t30?,31?,32?,33?,34-,35+/m1/s1	FCZDEMXTWJOXPP-CJKSILGXSA-N	731.4737345			MMDBc0032530
BASm0019625	PS(17:0cycw7c/16:0)	PS(17:0cycw7c/16:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(17:0cycw7c/16:0), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and  one hexadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)C(O)=O	C39H74NO10P	InChI=1S/C39H74NO10P/c1-3-5-7-9-10-11-12-13-14-15-16-19-24-28-38(42)50-35(31-48-51(45,46)49-32-36(40)39(43)44)30-47-37(41)27-23-20-17-18-22-26-34-29-33(34)25-21-8-6-4-2/h33-36H,3-32,40H2,1-2H3,(H,43,44)(H,45,46)/t33?,34?,35-,36+/m1/s1	UFDZCKOGZKPUAT-UOPWBEJQSA-N	747.5050346			MMDBc0032531
BASm0019626	PS(17:0cycw7c/16:1(9Z))	PS(17:0cycw7c/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(17:0cycw7c/16:1(9Z)), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC	C39H72NO10P	InChI=1S/C39H72NO10P/c1-3-5-7-9-10-11-12-13-14-15-16-19-24-28-38(42)50-35(31-48-51(45,46)49-32-36(40)39(43)44)30-47-37(41)27-23-20-17-18-22-26-34-29-33(34)25-21-8-6-4-2/h11-12,33-36H,3-10,13-32,40H2,1-2H3,(H,43,44)(H,45,46)/b12-11-/t33?,34?,35-,36+/m1/s1	ZDGVNNXCGYOHPB-GUVXTKNMSA-N	745.4893845			MMDBc0032532
BASm0019627	PS(17:0cycw7c/17:0cycw7c)	PS(17:0cycw7c/17:0cycw7c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(17:0cycw7c/17:0cycw7c), in particular, consists of two heptadec-9-10-cyclo-anoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)C(O)=O	C40H74NO10P	InChI=1S/C40H74NO10P/c1-3-5-7-15-21-32-27-34(32)23-17-11-9-13-19-25-38(42)48-29-36(30-49-52(46,47)50-31-37(41)40(44)45)51-39(43)26-20-14-10-12-18-24-35-28-33(35)22-16-8-6-4-2/h32-37H,3-31,41H2,1-2H3,(H,44,45)(H,46,47)/t32?,33?,34?,35?,36-,37+/m1/s1	QVXKBMGGRPELOJ-KKRAFGMUSA-N	759.5050346			MMDBc0032533
BASm0019628	PS(17:0cycw7c/18:1(9Z))	PS(17:0cycw7c/18:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(17:0cycw7c/18:1(9Z)), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C41H76NO10P	InChI=1S/C41H76NO10P/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-21-26-30-40(44)52-37(33-50-53(47,48)51-34-38(42)41(45)46)32-49-39(43)29-25-22-19-20-24-28-36-31-35(36)27-23-8-6-4-2/h13-14,35-38H,3-12,15-34,42H2,1-2H3,(H,45,46)(H,47,48)/b14-13-/t35?,36?,37-,38+/m1/s1	SICLEQAOICMDGE-HGTDQAMJSA-N	773.5206846			MMDBc0032534
BASm0019629	PS(17:0cycw7c/19:0cycv8c)	PS(17:0cycw7c/19:0cycv8c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(17:0cycw7c/19:0cycv8c), in particular, consists of one heptadec-9-10-cyclo-anoyl chain  to the C-1 atom, and  one heptadec-11-12-cyclo-anoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)C(O)=O	C42H78NO10P	InChI=1S/C42H78NO10P/c1-3-5-7-17-23-34-29-36(34)25-19-13-10-9-11-15-22-28-41(45)53-38(32-51-54(48,49)52-33-39(43)42(46)47)31-50-40(44)27-21-16-12-14-20-26-37-30-35(37)24-18-8-6-4-2/h34-39H,3-33,43H2,1-2H3,(H,46,47)(H,48,49)/t34?,35?,36?,37?,38-,39+/m1/s1	OSMFCDXYIOLZFS-BVIHUGQFSA-N	787.5363347			MMDBc0032535
BASm0019630	PS(18:1(9Z)/15:0cyclo)	PS(18:1(9Z)/15:0cyclo) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(18:1(9Z)/15:0cyclo), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one cis-9,10-Methylenetetradecanoic acid to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCCC1CC1CCCC	C39H72NO10P	InChI=1S/C39H72NO10P/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-20-23-27-37(41)47-30-35(31-48-51(45,46)49-32-36(40)39(43)44)50-38(42)28-24-21-18-19-22-26-34-29-33(34)25-6-4-2/h12-13,33-36H,3-11,14-32,40H2,1-2H3,(H,43,44)(H,45,46)/b13-12-/t33?,34?,35-,36+/m1/s1	DMBWITJKQWBTJB-PBDCAUQQSA-N	745.4893845			MMDBc0032536
BASm0019631	PS(18:1(9Z)/17:0cycw7c)	PS(18:1(9Z)/17:0cycw7c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(18:1(9Z)/17:0cycw7c), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one heptadec-9-10-cyclo-anoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCCC1CC1CCCCCC	C41H76NO10P	InChI=1S/C41H76NO10P/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-21-25-29-39(43)49-32-37(33-50-53(47,48)51-34-38(42)41(45)46)52-40(44)30-26-22-19-20-24-28-36-31-35(36)27-23-8-6-4-2/h13-14,35-38H,3-12,15-34,42H2,1-2H3,(H,45,46)(H,47,48)/b14-13-/t35?,36?,37-,38+/m1/s1	VBNHONILSPZMPL-HGTDQAMJSA-N	773.5206846			MMDBc0032537
BASm0019632	PS(18:1(9Z)/19:0cycv8c)	PS(18:1(9Z)/19:0cycv8c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(18:1(9Z)/19:0cycv8c), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one heptadec-11-12-cyclo-anoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCCCCC1CC1CCCCCC	C43H80NO10P	InChI=1S/C43H80NO10P/c1-3-5-7-9-10-11-12-13-14-15-16-17-20-23-27-31-41(45)51-34-39(35-52-55(49,50)53-36-40(44)43(47)48)54-42(46)32-28-24-21-18-19-22-26-30-38-33-37(38)29-25-8-6-4-2/h13-14,37-40H,3-12,15-36,44H2,1-2H3,(H,47,48)(H,49,50)/b14-13-/t37?,38?,39-,40+/m1/s1	OWGNAVBPMGWNEN-AOKBXBOASA-N	801.5519848			MMDBc0032538
BASm0019633	PS(18:1(9Z)/19:0cycw8c)	PS(18:1(9Z)/19:0cycw8c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(18:1(9Z)/19:0cycw8c), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCCCC1CC1CCCCCCC	C43H80NO10P	InChI=1S/C43H80NO10P/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-23-27-31-41(45)51-34-39(35-52-55(49,50)53-36-40(44)43(47)48)54-42(46)32-28-24-20-19-22-26-30-38-33-37(38)29-25-21-8-6-4-2/h13-14,37-40H,3-12,15-36,44H2,1-2H3,(H,47,48)(H,49,50)/b14-13-/t37?,38?,39-,40+/m1/s1	DBBIHWPFIPYXFM-AOKBXBOASA-N	801.5519848			MMDBc0032539
BASm0019634	PS(19:0cycv8c/14:0)	PS(19:0cycv8c/14:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:0cycv8c/14:0), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and  one tetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)C(O)=O	C39H74NO10P	InChI=1S/C39H74NO10P/c1-3-5-7-9-10-11-12-13-16-20-24-28-38(42)50-35(31-48-51(45,46)49-32-36(40)39(43)44)30-47-37(41)27-23-19-17-14-15-18-22-26-34-29-33(34)25-21-8-6-4-2/h33-36H,3-32,40H2,1-2H3,(H,43,44)(H,45,46)/t33?,34?,35-,36+/m1/s1	FEAUDTUOJXUECT-UOPWBEJQSA-N	747.5050346			MMDBc0032540
BASm0019635	PS(19:0cycv8c/15:0cyclo)	PS(19:0cycv8c/15:0cyclo) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:0cycv8c/15:0cyclo), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and  one cis-9,10-Methylenetetradecanoic acid to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC)C(O)=O	C40H74NO10P	InChI=1S/C40H74NO10P/c1-3-5-7-16-22-34-28-35(34)24-17-12-9-8-10-14-19-25-38(42)48-29-36(30-49-52(46,47)50-31-37(41)40(44)45)51-39(43)26-20-15-11-13-18-23-33-27-32(33)21-6-4-2/h32-37H,3-31,41H2,1-2H3,(H,44,45)(H,46,47)/t32?,33?,34?,35?,36-,37+/m1/s1	UPQUBBOTMMTTFB-KKRAFGMUSA-N	759.5050346			MMDBc0032541
BASm0019636	PS(19:0cycv8c/16:0)	PS(19:0cycv8c/16:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:0cycv8c/16:0), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and  one hexadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC)C(O)=O	C41H78NO10P	InChI=1S/C41H78NO10P/c1-3-5-7-9-10-11-12-13-14-15-18-22-26-30-40(44)52-37(33-50-53(47,48)51-34-38(42)41(45)46)32-49-39(43)29-25-21-19-16-17-20-24-28-36-31-35(36)27-23-8-6-4-2/h35-38H,3-34,42H2,1-2H3,(H,45,46)(H,47,48)/t35?,36?,37-,38+/m1/s1	JEVQLZCPMSRKGP-KBTHPEDISA-N	775.5363347			MMDBc0032542
BASm0019637	PS(19:0cycv8c/16:1(9Z))	PS(19:0cycv8c/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:0cycv8c/16:1(9Z)), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC	C41H76NO10P	InChI=1S/C41H76NO10P/c1-3-5-7-9-10-11-12-13-14-15-18-22-26-30-40(44)52-37(33-50-53(47,48)51-34-38(42)41(45)46)32-49-39(43)29-25-21-19-16-17-20-24-28-36-31-35(36)27-23-8-6-4-2/h11-12,35-38H,3-10,13-34,42H2,1-2H3,(H,45,46)(H,47,48)/b12-11-/t35?,36?,37-,38+/m1/s1	LQENYNSAAKTMAY-JIBSXBIASA-N	773.5206846			MMDBc0032543
BASm0019638	PS(19:0cycv8c/17:0cycw7c)	PS(19:0cycv8c/17:0cycw7c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:0cycv8c/17:0cycw7c), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and  one heptadec-9-10-cyclo-anoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)C(O)=O	C42H78NO10P	InChI=1S/C42H78NO10P/c1-3-5-7-17-23-34-29-36(34)25-19-13-10-9-11-15-21-27-40(44)50-31-38(32-51-54(48,49)52-33-39(43)42(46)47)53-41(45)28-22-16-12-14-20-26-37-30-35(37)24-18-8-6-4-2/h34-39H,3-33,43H2,1-2H3,(H,46,47)(H,48,49)/t34?,35?,36?,37?,38-,39+/m1/s1	OFOCSUMOGJMSDX-BVIHUGQFSA-N	787.5363347			MMDBc0032544
BASm0019639	PS(19:0cycv8c/18:1(9Z))	PS(19:0cycv8c/18:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:0cycv8c/18:1(9Z)), in particular, consists of one heptadec-11-12-cyclo-anoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C43H80NO10P	InChI=1S/C43H80NO10P/c1-3-5-7-9-10-11-12-13-14-15-16-17-20-24-28-32-42(46)54-39(35-52-55(49,50)53-36-40(44)43(47)48)34-51-41(45)31-27-23-21-18-19-22-26-30-38-33-37(38)29-25-8-6-4-2/h13-14,37-40H,3-12,15-36,44H2,1-2H3,(H,47,48)(H,49,50)/b14-13-/t37?,38?,39-,40+/m1/s1	XTRWECZFPORGOM-AOKBXBOASA-N	801.5519848			MMDBc0032545
BASm0019640	PS(19:0cycv8c/19:0cycv8c)	PS(19:0cycv8c/19:0cycv8c) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(19:0cycv8c/19:0cycv8c), in particular, consists of two heptadec-11-12-cyclo-anoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)C(O)=O	C44H82NO10P	InChI=1S/C44H82NO10P/c1-3-5-7-19-25-36-31-38(36)27-21-15-11-9-13-17-23-29-42(46)52-33-40(34-53-56(50,51)54-35-41(45)44(48)49)55-43(47)30-24-18-14-10-12-16-22-28-39-32-37(39)26-20-8-6-4-2/h36-41H,3-35,45H2,1-2H3,(H,48,49)(H,50,51)/t36?,37?,38?,39?,40-,41+/m1/s1	ZCIWPBAHNPQHBH-PXAZBJSLSA-N	815.5676348			MMDBc0032546
BASm0019641	PS(19:0cycw8c/10:0)	PS(19:0cycw8c/10:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.. PS(19:0cycw8c/10:0), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain  to the C-1 atom, and  one decanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Expected Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC1CC1CCCCCCC)OC(=O)CCCCCCCCC)C(O)=O	C35H66NO10P	InChI=1S/C35H66NO10P/c1-3-5-7-9-10-16-20-24-34(38)46-31(27-44-47(41,42)45-28-32(36)35(39)40)26-43-33(37)23-19-15-12-11-14-18-22-30-25-29(30)21-17-13-8-6-4-2/h29-32H,3-28,36H2,1-2H3,(H,39,40)(H,41,42)/t29?,30?,31-,32+/m1/s1	KAAQOMGTBSINPK-JWWJSXKFSA-N	691.4424343			MMDBc0032547
BASm0019642	CDP-DG(10:0(3-OH)/10:0)	CDP-DG(10:0(3-OH)/10:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(10:0(3-OH)/10:0), in particular, consists of one 3-hydroxydecanoyl chain to C-1 atom, and one decanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0(3-OH)/10:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC	C32H57N3O16P2	InChI=1S/C32H57N3O16P2/c1-3-5-7-9-10-12-14-16-27(37)49-24(20-46-28(38)19-23(36)15-13-11-8-6-4-2)21-47-52(42,43)51-53(44,45)48-22-25-29(39)30(40)31(50-25)35-18-17-26(33)34-32(35)41/h17-18,23-25,29-31,36,39-40H,3-16,19-22H2,1-2H3,(H,42,43)(H,44,45)(H2,33,34,41)/t23?,24-,25-,29+,30?,31-/m1/s1	WFGXESJRVZISAW-WCNNHDROSA-N	801.3214068			MMDBc0032548
BASm0019643	CDP-DG(10:0(3-OH)/12:0(3-OH))	CDP-DG(10:0(3-OH)/12:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(10:0(3-OH)/12:0(3-OH)), in particular, consists of one 3-hydroxydecanoyl chain to C-1 atom, and one 3-hydroxydodecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0(3-OH)/12:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCCCC	C34H61N3O17P2	InChI=1S/C34H61N3O17P2/c1-3-5-7-9-10-12-14-16-25(39)20-30(41)52-26(21-49-29(40)19-24(38)15-13-11-8-6-4-2)22-50-55(45,46)54-56(47,48)51-23-27-31(42)32(43)33(53-27)37-18-17-28(35)36-34(37)44/h17-18,24-27,31-33,38-39,42-43H,3-16,19-23H2,1-2H3,(H,45,46)(H,47,48)(H2,35,36,44)/t24?,25?,26-,27-,31+,32?,33-/m1/s1	HETQDJRUGQYZIN-VTBRCSIMSA-N	845.3476215			MMDBc0032549
BASm0019644	CDP-DG(10:0(3-OH)/12:0)	CDP-DG(10:0(3-OH)/12:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(10:0(3-OH)/12:0), in particular, consists of one 3-hydroxydecanoyl chain to C-1 atom, and one dodecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0(3-OH)/12:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC	C34H61N3O16P2	InChI=1S/C34H61N3O16P2/c1-3-5-7-9-10-11-12-14-16-18-29(39)51-26(22-48-30(40)21-25(38)17-15-13-8-6-4-2)23-49-54(44,45)53-55(46,47)50-24-27-31(41)32(42)33(52-27)37-20-19-28(35)36-34(37)43/h19-20,25-27,31-33,38,41-42H,3-18,21-24H2,1-2H3,(H,44,45)(H,46,47)(H2,35,36,43)/t25?,26-,27-,31+,32?,33-/m1/s1	MNIVXFLDMHRFDU-JVRWHGMMSA-N	829.3527069			MMDBc0032550
BASm0019645	CDP-DG(10:0(3-OH)/15:0cyclo)	CDP-DG(10:0(3-OH)/15:0cyclo) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(10:0(3-OH)/15:0cyclo), in particular, consists of one 3-hydroxydecanoyl chain to C-1 atom, and one cis-9,10-Methylenetetradecanoic acid to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0(3-OH)/15:0cyclo)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC1CC1CCCC	C37H65N3O16P2	InChI=1S/C37H65N3O16P2/c1-3-5-7-9-13-17-28(41)22-33(43)51-23-29(54-32(42)18-14-11-8-10-12-16-27-21-26(27)15-6-4-2)24-52-57(47,48)56-58(49,50)53-25-30-34(44)35(45)36(55-30)40-20-19-31(38)39-37(40)46/h19-20,26-30,34-36,41,44-45H,3-18,21-25H2,1-2H3,(H,47,48)(H,49,50)(H2,38,39,46)/t26?,27?,28?,29-,30-,34+,35?,36-/m1/s1	HHSHASSKSBVYFZ-ATQZJFJKSA-N	869.384007			MMDBc0032551
BASm0019646	CDP-DG(10:0(3-OH)/16:0)	CDP-DG(10:0(3-OH)/16:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(10:0(3-OH)/16:0), in particular, consists of one 3-hydroxydecanoyl chain to C-1 atom, and one hexadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0(3-OH)/16:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCC	C38H69N3O16P2	InChI=1S/C38H69N3O16P2/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-33(43)55-30(26-52-34(44)25-29(42)21-19-17-8-6-4-2)27-53-58(48,49)57-59(50,51)54-28-31-35(45)36(46)37(56-31)41-24-23-32(39)40-38(41)47/h23-24,29-31,35-37,42,45-46H,3-22,25-28H2,1-2H3,(H,48,49)(H,50,51)(H2,39,40,47)/t29?,30-,31-,35+,36?,37-/m1/s1	LZRVQMGCDXQGQF-ASXHDNTPSA-N	885.4153072			MMDBc0032552
BASm0019647	CDP-DG(10:0(3-OH)/16:1(9Z))	CDP-DG(10:0(3-OH)/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(10:0(3-OH)/16:1(9Z)), in particular, consists of one 3-hydroxydecanoyl chain to C-1 atom, and one 9Z-hexadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0(3-OH)/16:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCC	C38H67N3O16P2	InChI=1S/C38H67N3O16P2/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-33(43)55-30(26-52-34(44)25-29(42)21-19-17-8-6-4-2)27-53-58(48,49)57-59(50,51)54-28-31-35(45)36(46)37(56-31)41-24-23-32(39)40-38(41)47/h11-12,23-24,29-31,35-37,42,45-46H,3-10,13-22,25-28H2,1-2H3,(H,48,49)(H,50,51)(H2,39,40,47)/b12-11-/t29?,30-,31-,35+,36?,37-/m1/s1	LXTRFDKJWSUPQT-QZRDLCRVSA-N	883.3996571			MMDBc0032553
BASm0019648	CDP-DG(10:0(3-OH)/17:0cycw7c)	CDP-DG(10:0(3-OH)/17:0cycw7c) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(10:0(3-OH)/17:0cycw7c), in particular, consists of one 3-hydroxydecanoyl chain to C-1 atom, and one heptadec-9-10-cyclo-anoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0(3-OH)/17:0cycw7c)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC1CC1CCCCCC	C39H69N3O16P2	InChI=1S/C39H69N3O16P2/c1-3-5-7-10-15-19-30(43)24-35(45)53-25-31(56-34(44)20-16-12-9-11-14-18-29-23-28(29)17-13-8-6-4-2)26-54-59(49,50)58-60(51,52)55-27-32-36(46)37(47)38(57-32)42-22-21-33(40)41-39(42)48/h21-22,28-32,36-38,43,46-47H,3-20,23-27H2,1-2H3,(H,49,50)(H,51,52)(H2,40,41,48)/t28?,29?,30?,31-,32-,36+,37?,38-/m1/s1	PUNIWANSTZCXJT-KMRAWJHVSA-N	897.4153072			MMDBc0032554
BASm0019649	CDP-DG(10:0(3-OH)/19:0cycv8c)	CDP-DG(10:0(3-OH)/19:0cycv8c) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(10:0(3-OH)/19:0cycv8c), in particular, consists of one 3-hydroxydecanoyl chain to C-1 atom, and one heptadec-11-12-cyclo-anoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0(3-OH)/19:0cycv8c)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC1CC1CCCCCC	C41H73N3O16P2	InChI=1S/C41H73N3O16P2/c1-3-5-7-12-17-21-32(45)26-37(47)55-27-33(58-36(46)22-18-14-11-9-10-13-16-20-31-25-30(31)19-15-8-6-4-2)28-56-61(51,52)60-62(53,54)57-29-34-38(48)39(49)40(59-34)44-24-23-35(42)43-41(44)50/h23-24,30-34,38-40,45,48-49H,3-22,25-29H2,1-2H3,(H,51,52)(H,53,54)(H2,42,43,50)/t30?,31?,32?,33-,34-,38+,39?,40-/m1/s1	ARSWGGNVRYYNPU-VGXUDMJPSA-N	925.4466073			MMDBc0032555
BASm0019650	CDP-DG(10:0(3-OH)/19:iso)	CDP-DG(10:0(3-OH)/19:iso) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(10:0(3-OH)/19:iso), in particular, consists of one 3-hydroxydecanoyl chain to C-1 atom, and one 17-methylocatdecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0(3-OH)/19:iso)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	CCCCCCCC(O)CC(=O)OC[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C41H75N3O16P2	InChI=1S/C41H75N3O16P2/c1-4-5-6-16-20-23-32(45)27-37(47)55-28-33(58-36(46)24-21-18-15-13-11-9-7-8-10-12-14-17-19-22-31(2)3)29-56-61(51,52)60-62(53,54)57-30-34-38(48)39(49)40(59-34)44-26-25-35(42)43-41(44)50/h25-26,31-34,38-40,45,48-49H,4-24,27-30H2,1-3H3,(H,51,52)(H,53,54)(H2,42,43,50)/t32?,33-,34-,38-,39-,40-/m1/s1	HBWHAFZNLKQYMY-HSKYYDRWSA-N	927.4622573			MMDBc0032556
BASm0019651	CDP-DG(10:0/10:0(3-OH))	CDP-DG(10:0/10:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(10:0/10:0(3-OH)), in particular, consists of one decanoyl chain to C-1 atom, and one 3-hydroxydecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/10:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCC	C32H57N3O16P2	InChI=1S/C32H57N3O16P2/c1-3-5-7-9-10-12-14-16-27(37)46-20-24(49-28(38)19-23(36)15-13-11-8-6-4-2)21-47-52(42,43)51-53(44,45)48-22-25-29(39)30(40)31(50-25)35-18-17-26(33)34-32(35)41/h17-18,23-25,29-31,36,39-40H,3-16,19-22H2,1-2H3,(H,42,43)(H,44,45)(H2,33,34,41)/t23?,24-,25-,29+,30?,31-/m1/s1	QCIVGUHYBOTVSE-WCNNHDROSA-N	801.3214068			MMDBc0032557
BASm0019652	CDP-DG(10:0/12:0(3-OH))	CDP-DG(10:0/12:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(10:0/12:0(3-OH)), in particular, consists of one decanoyl chain to C-1 atom, and one 3-hydroxydodecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/12:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCCCC	C34H61N3O16P2	InChI=1S/C34H61N3O16P2/c1-3-5-7-9-11-13-15-17-25(38)21-30(40)51-26(22-48-29(39)18-16-14-12-10-8-6-4-2)23-49-54(44,45)53-55(46,47)50-24-27-31(41)32(42)33(52-27)37-20-19-28(35)36-34(37)43/h19-20,25-27,31-33,38,41-42H,3-18,21-24H2,1-2H3,(H,44,45)(H,46,47)(H2,35,36,43)/t25?,26-,27-,31+,32?,33-/m1/s1	IKEIPWRKSIIDPU-JVRWHGMMSA-N	829.3527069			MMDBc0032558
BASm0019653	CDP-DG(10:0/17:0cycw7c)	CDP-DG(10:0/17:0cycw7c) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(10:0/17:0cycw7c), in particular, consists of one decanoyl chain to C-1 atom, and one heptadec-9-10-cyclo-anoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/17:0cycw7c)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC1CC1CCCCCC	C39H69N3O15P2	InChI=1S/C39H69N3O15P2/c1-3-5-7-9-10-13-17-21-34(43)52-26-31(55-35(44)22-18-14-11-12-16-20-30-25-29(30)19-15-8-6-4-2)27-53-58(48,49)57-59(50,51)54-28-32-36(45)37(46)38(56-32)42-24-23-33(40)41-39(42)47/h23-24,29-32,36-38,45-46H,3-22,25-28H2,1-2H3,(H,48,49)(H,50,51)(H2,40,41,47)/t29?,30?,31-,32-,36+,37?,38-/m1/s1	WQBCGFUCODFBIQ-FURFGTOXSA-N	881.4203925			MMDBc0032559
BASm0019654	CDP-DG(12:0(3-OH)/10:0(3-OH))	CDP-DG(12:0(3-OH)/10:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(12:0(3-OH)/10:0(3-OH)), in particular, consists of one 3-hydroxydodecanoyl chain to C-1 atom, and one 3-hydroxydecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0(3-OH)/10:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCC	C34H61N3O17P2	InChI=1S/C34H61N3O17P2/c1-3-5-7-9-10-12-14-15-24(38)19-29(40)49-21-26(52-30(41)20-25(39)16-13-11-8-6-4-2)22-50-55(45,46)54-56(47,48)51-23-27-31(42)32(43)33(53-27)37-18-17-28(35)36-34(37)44/h17-18,24-27,31-33,38-39,42-43H,3-16,19-23H2,1-2H3,(H,45,46)(H,47,48)(H2,35,36,44)/t24?,25?,26-,27-,31+,32?,33-/m1/s1	UYBNLFFGFAWCCN-VTBRCSIMSA-N	845.3476215			MMDBc0032560
BASm0019655	CDP-DG(12:0(3-OH)/10:0)	CDP-DG(12:0(3-OH)/10:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(12:0(3-OH)/10:0), in particular, consists of one 3-hydroxydodecanoyl chain to C-1 atom, and one decanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0(3-OH)/10:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC	C34H61N3O16P2	InChI=1S/C34H61N3O16P2/c1-3-5-7-9-11-13-15-17-25(38)21-30(40)48-22-26(51-29(39)18-16-14-12-10-8-6-4-2)23-49-54(44,45)53-55(46,47)50-24-27-31(41)32(42)33(52-27)37-20-19-28(35)36-34(37)43/h19-20,25-27,31-33,38,41-42H,3-18,21-24H2,1-2H3,(H,44,45)(H,46,47)(H2,35,36,43)/t25?,26-,27-,31+,32?,33-/m1/s1	CLWGPUNXUZUFMR-JVRWHGMMSA-N	829.3527069			MMDBc0032561
BASm0019656	CDP-DG(12:0(3-OH)/12:0(3-OH))	CDP-DG(12:0(3-OH)/12:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0(3-OH)/12:0(3-OH)), in particular, consists of two 3-hydroxydodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0(3-OH)/12:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCCCC	C36H65N3O17P2	InChI=1S/C36H65N3O17P2/c1-3-5-7-9-11-13-15-17-26(40)21-31(42)51-23-28(54-32(43)22-27(41)18-16-14-12-10-8-6-4-2)24-52-57(47,48)56-58(49,50)53-25-29-33(44)34(45)35(55-29)39-20-19-30(37)38-36(39)46/h19-20,26-29,33-35,40-41,44-45H,3-18,21-25H2,1-2H3,(H,47,48)(H,49,50)(H2,37,38,46)/t26?,27?,28-,29-,33+,34?,35-/m1/s1	BJRQFQWDPVIYFO-RLBVJZQSSA-N	873.3789216			MMDBc0032562
BASm0019657	CDP-DG(12:0(3-OH)/12:0)	CDP-DG(12:0(3-OH)/12:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(12:0(3-OH)/12:0), in particular, consists of one 3-hydroxydodecanoyl chain to C-1 atom, and one dodecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0(3-OH)/12:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC	C36H65N3O16P2	InChI=1S/C36H65N3O16P2/c1-3-5-7-9-11-12-14-16-18-20-31(41)53-28(24-50-32(42)23-27(40)19-17-15-13-10-8-6-4-2)25-51-56(46,47)55-57(48,49)52-26-29-33(43)34(44)35(54-29)39-22-21-30(37)38-36(39)45/h21-22,27-29,33-35,40,43-44H,3-20,23-26H2,1-2H3,(H,46,47)(H,48,49)(H2,37,38,45)/t27?,28-,29-,33+,34?,35-/m1/s1	NXUDFZKAZZEHSL-BRZZSJEDSA-N	857.384007			MMDBc0032563
BASm0019658	CDP-DG(12:0(3-OH)/14:0(3-OH))	CDP-DG(12:0(3-OH)/14:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(12:0(3-OH)/14:0(3-OH)), in particular, consists of one 3-hydroxydodecanoyl chain to C-1 atom, and one 3-hydroxytetradecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0(3-OH)/14:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCCCCCC	C38H69N3O17P2	InChI=1S/C38H69N3O17P2/c1-3-5-7-9-11-12-14-16-18-20-29(43)24-34(45)56-30(25-53-33(44)23-28(42)19-17-15-13-10-8-6-4-2)26-54-59(49,50)58-60(51,52)55-27-31-35(46)36(47)37(57-31)41-22-21-32(39)40-38(41)48/h21-22,28-31,35-37,42-43,46-47H,3-20,23-27H2,1-2H3,(H,49,50)(H,51,52)(H2,39,40,48)/t28?,29?,30-,31-,35+,36?,37-/m1/s1	IMNYBTSFEVSFQS-UZCGJLOUSA-N	901.4102218			MMDBc0032564
BASm0019659	CDP-DG(12:0(3-OH)/14:0)	CDP-DG(12:0(3-OH)/14:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(12:0(3-OH)/14:0), in particular, consists of one 3-hydroxydodecanoyl chain to C-1 atom, and one tetradecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0(3-OH)/14:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCC	C38H69N3O16P2	InChI=1S/C38H69N3O16P2/c1-3-5-7-9-11-12-13-14-16-18-20-22-33(43)55-30(26-52-34(44)25-29(42)21-19-17-15-10-8-6-4-2)27-53-58(48,49)57-59(50,51)54-28-31-35(45)36(46)37(56-31)41-24-23-32(39)40-38(41)47/h23-24,29-31,35-37,42,45-46H,3-22,25-28H2,1-2H3,(H,48,49)(H,50,51)(H2,39,40,47)/t29?,30-,31-,35+,36?,37-/m1/s1	UZVACYZIODSHMJ-ASXHDNTPSA-N	885.4153072			MMDBc0032565
BASm0019660	CDP-DG(12:0(3-OH)/15:0)	CDP-DG(12:0(3-OH)/15:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(12:0(3-OH)/15:0), in particular, consists of one 3-hydroxydodecanoyl chain to C-1 atom, and one pentadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0(3-OH)/15:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCC	C39H71N3O16P2	InChI=1S/C39H71N3O16P2/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-34(44)56-31(27-53-35(45)26-30(43)22-20-18-16-10-8-6-4-2)28-54-59(49,50)58-60(51,52)55-29-32-36(46)37(47)38(57-32)42-25-24-33(40)41-39(42)48/h24-25,30-32,36-38,43,46-47H,3-23,26-29H2,1-2H3,(H,49,50)(H,51,52)(H2,40,41,48)/t30?,31-,32-,36+,37?,38-/m1/s1	XVDBGHAFWZHCLQ-LGZUTBRDSA-N	899.4309572			MMDBc0032566
BASm0019661	CDP-DG(12:0(3-OH)/15:0cyclo)	CDP-DG(12:0(3-OH)/15:0cyclo) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(12:0(3-OH)/15:0cyclo), in particular, consists of one 3-hydroxydodecanoyl chain to C-1 atom, and one cis-9,10-Methylenetetradecanoic acid to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0(3-OH)/15:0cyclo)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC1CC1CCCC	C39H69N3O16P2	InChI=1S/C39H69N3O16P2/c1-3-5-7-8-9-12-15-19-30(43)24-35(45)53-25-31(56-34(44)20-16-13-10-11-14-18-29-23-28(29)17-6-4-2)26-54-59(49,50)58-60(51,52)55-27-32-36(46)37(47)38(57-32)42-22-21-33(40)41-39(42)48/h21-22,28-32,36-38,43,46-47H,3-20,23-27H2,1-2H3,(H,49,50)(H,51,52)(H2,40,41,48)/t28?,29?,30?,31-,32-,36+,37?,38-/m1/s1	KUJDUWOISODIJO-KMRAWJHVSA-N	897.4153072			MMDBc0032567
BASm0019662	CDP-DG(12:0(3-OH)/17:0cycw7c)	CDP-DG(12:0(3-OH)/17:0cycw7c) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(12:0(3-OH)/17:0cycw7c), in particular, consists of one 3-hydroxydodecanoyl chain to C-1 atom, and one heptadec-9-10-cyclo-anoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0(3-OH)/17:0cycw7c)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC1CC1CCCCCC	C41H73N3O16P2	InChI=1S/C41H73N3O16P2/c1-3-5-7-9-10-13-17-21-32(45)26-37(47)55-27-33(58-36(46)22-18-14-11-12-16-20-31-25-30(31)19-15-8-6-4-2)28-56-61(51,52)60-62(53,54)57-29-34-38(48)39(49)40(59-34)44-24-23-35(42)43-41(44)50/h23-24,30-34,38-40,45,48-49H,3-22,25-29H2,1-2H3,(H,51,52)(H,53,54)(H2,42,43,50)/t30?,31?,32?,33-,34-,38+,39?,40-/m1/s1	YMTLUJUNCLHCBP-VGXUDMJPSA-N	925.4466073			MMDBc0032568
BASm0019663	CDP-DG(12:0(3-OH)/18:1(9Z))	CDP-DG(12:0(3-OH)/18:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(12:0(3-OH)/18:1(9Z)), in particular, consists of one 3-hydroxydodecanoyl chain to C-1 atom, and one 9Z-octadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0(3-OH)/18:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C42H75N3O16P2	InChI=1S/C42H75N3O16P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-37(47)59-34(30-56-38(48)29-33(46)25-23-21-19-10-8-6-4-2)31-57-62(52,53)61-63(54,55)58-32-35-39(49)40(50)41(60-35)45-28-27-36(43)44-42(45)51/h14-15,27-28,33-35,39-41,46,49-50H,3-13,16-26,29-32H2,1-2H3,(H,52,53)(H,54,55)(H2,43,44,51)/b15-14-/t33?,34-,35-,39+,40?,41-/m1/s1	MPHSYOGOJOIBHC-SAHXDWQISA-N	939.4622573			MMDBc0032569
BASm0019664	CDP-DG(12:0(3-OH)/19:0cycv8c)	CDP-DG(12:0(3-OH)/19:0cycv8c) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(12:0(3-OH)/19:0cycv8c), in particular, consists of one 3-hydroxydodecanoyl chain to C-1 atom, and one heptadec-11-12-cyclo-anoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0(3-OH)/19:0cycv8c)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC1CC1CCCCCC	C43H77N3O16P2	InChI=1S/C43H77N3O16P2/c1-3-5-7-9-11-15-19-23-34(47)28-39(49)57-29-35(60-38(48)24-20-16-13-10-12-14-18-22-33-27-32(33)21-17-8-6-4-2)30-58-63(53,54)62-64(55,56)59-31-36-40(50)41(51)42(61-36)46-26-25-37(44)45-43(46)52/h25-26,32-36,40-42,47,50-51H,3-24,27-31H2,1-2H3,(H,53,54)(H,55,56)(H2,44,45,52)/t32?,33?,34?,35-,36-,40+,41?,42-/m1/s1	LMCHDFLMJYYCAP-ZILQXWABSA-N	953.4779074			MMDBc0032570
BASm0019665	CDP-DG(12:0(3-OH)/19:iso)	CDP-DG(12:0(3-OH)/19:iso) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(12:0(3-OH)/19:iso), in particular, consists of one 3-hydroxydodecanoyl chain to C-1 atom, and one 17-methylocatdecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0(3-OH)/19:iso)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	CCCCCCCCCC(O)CC(=O)OC[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C43H79N3O16P2	InChI=1S/C43H79N3O16P2/c1-4-5-6-7-15-19-22-25-34(47)29-39(49)57-30-35(60-38(48)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-33(2)3)31-58-63(53,54)62-64(55,56)59-32-36-40(50)41(51)42(61-36)46-28-27-37(44)45-43(46)52/h27-28,33-36,40-42,47,50-51H,4-26,29-32H2,1-3H3,(H,53,54)(H,55,56)(H2,44,45,52)/t34?,35-,36-,40-,41-,42-/m1/s1	SSHMHANXDRKNQG-HQQMOLGISA-N	955.4935575			MMDBc0032571
BASm0019666	CDP-DG(12:0/10:0(3-OH))	CDP-DG(12:0/10:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(12:0/10:0(3-OH)), in particular, consists of one dodecanoyl chain to C-1 atom, and one 3-hydroxydecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/10:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCC	C34H61N3O16P2	InChI=1S/C34H61N3O16P2/c1-3-5-7-9-10-11-12-14-16-18-29(39)48-22-26(51-30(40)21-25(38)17-15-13-8-6-4-2)23-49-54(44,45)53-55(46,47)50-24-27-31(41)32(42)33(52-27)37-20-19-28(35)36-34(37)43/h19-20,25-27,31-33,38,41-42H,3-18,21-24H2,1-2H3,(H,44,45)(H,46,47)(H2,35,36,43)/t25?,26-,27-,31+,32?,33-/m1/s1	LZGBCRFWIGVPBF-JVRWHGMMSA-N	829.3527069			MMDBc0032572
BASm0019667	CDP-DG(12:0/12:0(3-OH))	CDP-DG(12:0/12:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(12:0/12:0(3-OH)), in particular, consists of one dodecanoyl chain to C-1 atom, and one 3-hydroxydodecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/12:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCCCC	C36H65N3O16P2	InChI=1S/C36H65N3O16P2/c1-3-5-7-9-11-12-14-16-18-20-31(41)50-24-28(53-32(42)23-27(40)19-17-15-13-10-8-6-4-2)25-51-56(46,47)55-57(48,49)52-26-29-33(43)34(44)35(54-29)39-22-21-30(37)38-36(39)45/h21-22,27-29,33-35,40,43-44H,3-20,23-26H2,1-2H3,(H,46,47)(H,48,49)(H2,37,38,45)/t27?,28-,29-,33+,34?,35-/m1/s1	IWUHYYGMMDETEI-BRZZSJEDSA-N	857.384007			MMDBc0032573
BASm0019668	CDP-DG(12:0/12:0)	CDP-DG(12:0/12:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0/12:0), in particular, consists of two dodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/12:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC	C36H65N3O15P2	InChI=1S/C36H65N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-31(40)49-25-28(52-32(41)22-20-18-16-14-12-10-8-6-4-2)26-50-55(45,46)54-56(47,48)51-27-29-33(42)34(43)35(53-29)39-24-23-30(37)38-36(39)44/h23-24,28-29,33-35,42-43H,3-22,25-27H2,1-2H3,(H,45,46)(H,47,48)(H2,37,38,44)/t28-,29-,33+,34?,35-/m1/s1	PTPPKXVNJJIECF-MYNNLVAUSA-N	841.3890924			MMDBc0032574
BASm0019669	CDP-DG(12:0/14:0(3-OH))	CDP-DG(12:0/14:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(12:0/14:0(3-OH)), in particular, consists of one dodecanoyl chain to C-1 atom, and one 3-hydroxytetradecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/14:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCCCCCC	C38H69N3O16P2	InChI=1S/C38H69N3O16P2/c1-3-5-7-9-11-13-15-17-19-21-29(42)25-34(44)55-30(26-52-33(43)22-20-18-16-14-12-10-8-6-4-2)27-53-58(48,49)57-59(50,51)54-28-31-35(45)36(46)37(56-31)41-24-23-32(39)40-38(41)47/h23-24,29-31,35-37,42,45-46H,3-22,25-28H2,1-2H3,(H,48,49)(H,50,51)(H2,39,40,47)/t29?,30-,31-,35+,36?,37-/m1/s1	DCUZOWZKBGBYDZ-ASXHDNTPSA-N	885.4153072			MMDBc0032575
BASm0019670	CDP-DG(12:0/17:0cycw7c)	CDP-DG(12:0/17:0cycw7c) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(12:0/17:0cycw7c), in particular, consists of one dodecanoyl chain to C-1 atom, and one heptadec-9-10-cyclo-anoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/17:0cycw7c)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC1CC1CCCCCC	C41H73N3O15P2	InChI=1S/C41H73N3O15P2/c1-3-5-7-9-10-11-12-15-19-23-36(45)54-28-33(57-37(46)24-20-16-13-14-18-22-32-27-31(32)21-17-8-6-4-2)29-55-60(50,51)59-61(52,53)56-30-34-38(47)39(48)40(58-34)44-26-25-35(42)43-41(44)49/h25-26,31-34,38-40,47-48H,3-24,27-30H2,1-2H3,(H,50,51)(H,52,53)(H2,42,43,49)/t31?,32?,33-,34-,38+,39?,40-/m1/s1	LITZUTFUCFSGMK-NXJNZTMPSA-N	909.4516927			MMDBc0032576
BASm0019671	CDP-DG(12:0/19:iso)	CDP-DG(12:0/19:iso) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(12:0/19:iso), in particular, consists of one dodecanoyl chain to C-1 atom, and one 17-methylocatdecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/19:iso)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	CCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C43H79N3O15P2	InChI=1S/C43H79N3O15P2/c1-4-5-6-7-8-14-18-21-24-27-38(47)56-31-35(59-39(48)28-25-22-19-16-13-11-9-10-12-15-17-20-23-26-34(2)3)32-57-62(52,53)61-63(54,55)58-33-36-40(49)41(50)42(60-36)46-30-29-37(44)45-43(46)51/h29-30,34-36,40-42,49-50H,4-28,31-33H2,1-3H3,(H,52,53)(H,54,55)(H2,44,45,51)/t35-,36-,40-,41-,42-/m1/s1	XLKDVENKGINCQC-FLNZYWDJSA-N	939.4986429			MMDBc0032577
BASm0019672	CDP-DG(14:0(3-OH)/12:0(3-OH))	CDP-DG(14:0(3-OH)/12:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(14:0(3-OH)/12:0(3-OH)), in particular, consists of one 3-hydroxytetradecanoyl chain to C-1 atom, and one 3-hydroxydodecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0(3-OH)/12:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCCCC	C38H69N3O17P2	InChI=1S/C38H69N3O17P2/c1-3-5-7-9-11-12-14-16-17-19-28(42)23-33(44)53-25-30(56-34(45)24-29(43)20-18-15-13-10-8-6-4-2)26-54-59(49,50)58-60(51,52)55-27-31-35(46)36(47)37(57-31)41-22-21-32(39)40-38(41)48/h21-22,28-31,35-37,42-43,46-47H,3-20,23-27H2,1-2H3,(H,49,50)(H,51,52)(H2,39,40,48)/t28?,29?,30-,31-,35+,36?,37-/m1/s1	CIHAQBMLUMEGPH-UZCGJLOUSA-N	901.4102218			MMDBc0032578
BASm0019673	CDP-DG(14:0(3-OH)/12:0)	CDP-DG(14:0(3-OH)/12:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(14:0(3-OH)/12:0), in particular, consists of one 3-hydroxytetradecanoyl chain to C-1 atom, and one dodecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0(3-OH)/12:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC	C38H69N3O16P2	InChI=1S/C38H69N3O16P2/c1-3-5-7-9-11-13-15-17-19-21-29(42)25-34(44)52-26-30(55-33(43)22-20-18-16-14-12-10-8-6-4-2)27-53-58(48,49)57-59(50,51)54-28-31-35(45)36(46)37(56-31)41-24-23-32(39)40-38(41)47/h23-24,29-31,35-37,42,45-46H,3-22,25-28H2,1-2H3,(H,48,49)(H,50,51)(H2,39,40,47)/t29?,30-,31-,35+,36?,37-/m1/s1	IFFAXMBMFBBFFK-ASXHDNTPSA-N	885.4153072			MMDBc0032579
BASm0019674	CDP-DG(14:0(3-OH)/14:0(3-OH))	CDP-DG(14:0(3-OH)/14:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0(3-OH)/14:0(3-OH)), in particular, consists of two 3-hydroxytetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0(3-OH)/14:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCCCCCC	C40H73N3O17P2	InChI=1S/C40H73N3O17P2/c1-3-5-7-9-11-13-15-17-19-21-30(44)25-35(46)55-27-32(58-36(47)26-31(45)22-20-18-16-14-12-10-8-6-4-2)28-56-61(51,52)60-62(53,54)57-29-33-37(48)38(49)39(59-33)43-24-23-34(41)42-40(43)50/h23-24,30-33,37-39,44-45,48-49H,3-22,25-29H2,1-2H3,(H,51,52)(H,53,54)(H2,41,42,50)/t30?,31?,32-,33-,37+,38?,39-/m1/s1	KLGGUFDNNQPQEE-DGHPUHRSSA-N	929.4415219			MMDBc0032580
BASm0019675	CDP-DG(14:0(3-OH)/14:0)	CDP-DG(14:0(3-OH)/14:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(14:0(3-OH)/14:0), in particular, consists of one 3-hydroxytetradecanoyl chain to C-1 atom, and one tetradecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0(3-OH)/14:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCC	C40H73N3O16P2	InChI=1S/C40H73N3O16P2/c1-3-5-7-9-11-13-14-16-18-20-22-24-35(45)57-32(28-54-36(46)27-31(44)23-21-19-17-15-12-10-8-6-4-2)29-55-60(50,51)59-61(52,53)56-30-33-37(47)38(48)39(58-33)43-26-25-34(41)42-40(43)49/h25-26,31-33,37-39,44,47-48H,3-24,27-30H2,1-2H3,(H,50,51)(H,52,53)(H2,41,42,49)/t31?,32-,33-,37+,38?,39-/m1/s1	FIJHGYSBRREYHA-FOFBOHEMSA-N	913.4466073			MMDBc0032581
BASm0019676	CDP-DG(14:0(3-OH)/16:0)	CDP-DG(14:0(3-OH)/16:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(14:0(3-OH)/16:0), in particular, consists of one 3-hydroxytetradecanoyl chain to C-1 atom, and one hexadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0(3-OH)/16:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCC	C42H77N3O16P2	InChI=1S/C42H77N3O16P2/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-37(47)59-34(30-56-38(48)29-33(46)25-23-21-19-17-12-10-8-6-4-2)31-57-62(52,53)61-63(54,55)58-32-35-39(49)40(50)41(60-35)45-28-27-36(43)44-42(45)51/h27-28,33-35,39-41,46,49-50H,3-26,29-32H2,1-2H3,(H,52,53)(H,54,55)(H2,43,44,51)/t33?,34-,35-,39+,40?,41-/m1/s1	ZHRKYQIKCCIFHH-SRCBNSNESA-N	941.4779074			MMDBc0032582
BASm0019677	CDP-DG(14:0(3-OH)/16:1(9Z))	CDP-DG(14:0(3-OH)/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(14:0(3-OH)/16:1(9Z)), in particular, consists of one 3-hydroxytetradecanoyl chain to C-1 atom, and one 9Z-hexadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0(3-OH)/16:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCC	C42H75N3O16P2	InChI=1S/C42H75N3O16P2/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-37(47)59-34(30-56-38(48)29-33(46)25-23-21-19-17-12-10-8-6-4-2)31-57-62(52,53)61-63(54,55)58-32-35-39(49)40(50)41(60-35)45-28-27-36(43)44-42(45)51/h13-14,27-28,33-35,39-41,46,49-50H,3-12,15-26,29-32H2,1-2H3,(H,52,53)(H,54,55)(H2,43,44,51)/b14-13-/t33?,34-,35-,39+,40?,41-/m1/s1	BIXDUDAIRPVUHU-ZNYGMYFQSA-N	939.4622573			MMDBc0032583
BASm0019678	CDP-DG(14:0(3-OH)/17:0cycw7c)	CDP-DG(14:0(3-OH)/17:0cycw7c) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(14:0(3-OH)/17:0cycw7c), in particular, consists of one 3-hydroxytetradecanoyl chain to C-1 atom, and one heptadec-9-10-cyclo-anoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0(3-OH)/17:0cycw7c)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC1CC1CCCCCC	C43H77N3O16P2	InChI=1S/C43H77N3O16P2/c1-3-5-7-9-10-11-12-15-19-23-34(47)28-39(49)57-29-35(60-38(48)24-20-16-13-14-18-22-33-27-32(33)21-17-8-6-4-2)30-58-63(53,54)62-64(55,56)59-31-36-40(50)41(51)42(61-36)46-26-25-37(44)45-43(46)52/h25-26,32-36,40-42,47,50-51H,3-24,27-31H2,1-2H3,(H,53,54)(H,55,56)(H2,44,45,52)/t32?,33?,34?,35-,36-,40+,41?,42-/m1/s1	RLVGFLQWGVDJQP-ZILQXWABSA-N	953.4779074			MMDBc0032584
BASm0019679	CDP-DG(14:0/12:0(3-OH))	CDP-DG(14:0/12:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(14:0/12:0(3-OH)), in particular, consists of one tetradecanoyl chain to C-1 atom, and one 3-hydroxydodecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/12:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCCCC	C38H69N3O16P2	InChI=1S/C38H69N3O16P2/c1-3-5-7-9-11-12-13-14-16-18-20-22-33(43)52-26-30(55-34(44)25-29(42)21-19-17-15-10-8-6-4-2)27-53-58(48,49)57-59(50,51)54-28-31-35(45)36(46)37(56-31)41-24-23-32(39)40-38(41)47/h23-24,29-31,35-37,42,45-46H,3-22,25-28H2,1-2H3,(H,48,49)(H,50,51)(H2,39,40,47)/t29?,30-,31-,35+,36?,37-/m1/s1	NEDHOKGDBQLXFK-ASXHDNTPSA-N	885.4153072			MMDBc0032585
BASm0019680	CDP-DG(14:0/14:0(3-OH))	CDP-DG(14:0/14:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(14:0/14:0(3-OH)), in particular, consists of one tetradecanoyl chain to C-1 atom, and one 3-hydroxytetradecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/14:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCCCCCC	C40H73N3O16P2	InChI=1S/C40H73N3O16P2/c1-3-5-7-9-11-13-14-16-18-20-22-24-35(45)54-28-32(57-36(46)27-31(44)23-21-19-17-15-12-10-8-6-4-2)29-55-60(50,51)59-61(52,53)56-30-33-37(47)38(48)39(58-33)43-26-25-34(41)42-40(43)49/h25-26,31-33,37-39,44,47-48H,3-24,27-30H2,1-2H3,(H,50,51)(H,52,53)(H2,41,42,49)/t31?,32-,33-,37+,38?,39-/m1/s1	JIJIXCAZIUTYLA-FOFBOHEMSA-N	913.4466073			MMDBc0032586
BASm0019681	CDP-DG(14:0/14:0)	CDP-DG(14:0/14:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/14:0), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/14:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCC	C40H73N3O15P2	InChI=1S/C40H73N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-35(44)53-29-32(56-36(45)26-24-22-20-18-16-14-12-10-8-6-4-2)30-54-59(49,50)58-60(51,52)55-31-33-37(46)38(47)39(57-33)43-28-27-34(41)42-40(43)48/h27-28,32-33,37-39,46-47H,3-26,29-31H2,1-2H3,(H,49,50)(H,51,52)(H2,41,42,48)/t32-,33-,37+,38?,39-/m1/s1	ICFWXMWHAMIZGF-IBIGLQDYSA-N	897.4516927			MMDBc0032587
BASm0019682	CDP-DG(14:0/15:0cyclo)	CDP-DG(14:0/15:0cyclo) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(14:0/15:0cyclo), in particular, consists of one tetradecanoyl chain to C-1 atom, and one cis-9,10-Methylenetetradecanoic acid to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/15:0cyclo)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC1CC1CCCC	C41H73N3O15P2	InChI=1S/C41H73N3O15P2/c1-3-5-7-8-9-10-11-12-13-16-19-23-36(45)54-28-33(57-37(46)24-20-17-14-15-18-22-32-27-31(32)21-6-4-2)29-55-60(50,51)59-61(52,53)56-30-34-38(47)39(48)40(58-34)44-26-25-35(42)43-41(44)49/h25-26,31-34,38-40,47-48H,3-24,27-30H2,1-2H3,(H,50,51)(H,52,53)(H2,42,43,49)/t31?,32?,33-,34-,38+,39?,40-/m1/s1	WZPRMGMATKATFS-NXJNZTMPSA-N	909.4516927			MMDBc0032588
BASm0019683	CDP-DG(14:0/17:0cycw7c)	CDP-DG(14:0/17:0cycw7c) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(14:0/17:0cycw7c), in particular, consists of one tetradecanoyl chain to C-1 atom, and one heptadec-9-10-cyclo-anoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/17:0cycw7c)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC1CC1CCCCCC	C43H77N3O15P2	InChI=1S/C43H77N3O15P2/c1-3-5-7-9-10-11-12-13-14-17-21-25-38(47)56-30-35(59-39(48)26-22-18-15-16-20-24-34-29-33(34)23-19-8-6-4-2)31-57-62(52,53)61-63(54,55)58-32-36-40(49)41(50)42(60-36)46-28-27-37(44)45-43(46)51/h27-28,33-36,40-42,49-50H,3-26,29-32H2,1-2H3,(H,52,53)(H,54,55)(H2,44,45,51)/t33?,34?,35-,36-,40+,41?,42-/m1/s1	MCQUOQYDRDJLSR-FWPUXQSESA-N	937.4829928			MMDBc0032589
BASm0019684	CDP-DG(14:0/19:0cycv8c)	CDP-DG(14:0/19:0cycv8c) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(14:0/19:0cycv8c), in particular, consists of one tetradecanoyl chain to C-1 atom, and one heptadec-11-12-cyclo-anoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/19:0cycv8c)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC1CC1CCCCCC	C45H81N3O15P2	InChI=1S/C45H81N3O15P2/c1-3-5-7-9-10-11-12-13-16-19-23-27-40(49)58-32-37(61-41(50)28-24-20-17-14-15-18-22-26-36-31-35(36)25-21-8-6-4-2)33-59-64(54,55)63-65(56,57)60-34-38-42(51)43(52)44(62-38)48-30-29-39(46)47-45(48)53/h29-30,35-38,42-44,51-52H,3-28,31-34H2,1-2H3,(H,54,55)(H,56,57)(H2,46,47,53)/t35?,36?,37-,38-,42+,43?,44-/m1/s1	NPFFFYPADSIDEI-DLEMOVEBSA-N	965.5142929			MMDBc0032590
BASm0019685	CDP-DG(14:0/19:0cycw8c)	CDP-DG(14:0/19:0cycw8c) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(14:0/19:0cycw8c), in particular, consists of one tetradecanoyl chain to C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/19:0cycw8c)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC1CC1CCCCCCC	C45H81N3O15P2	InChI=1S/C45H81N3O15P2/c1-3-5-7-9-10-11-12-13-14-19-23-27-40(49)58-32-37(61-41(50)28-24-20-16-15-18-22-26-36-31-35(36)25-21-17-8-6-4-2)33-59-64(54,55)63-65(56,57)60-34-38-42(51)43(52)44(62-38)48-30-29-39(46)47-45(48)53/h29-30,35-38,42-44,51-52H,3-28,31-34H2,1-2H3,(H,54,55)(H,56,57)(H2,46,47,53)/t35?,36?,37-,38-,42+,43?,44-/m1/s1	IRQDBFXPJHCFDP-DLEMOVEBSA-N	965.5142929			MMDBc0032591
BASm0019686	CDP-DG(15:0/10:0(3-OH))	CDP-DG(15:0/10:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(15:0/10:0(3-OH)), in particular, consists of one pentadecanoyl chain to C-1 atom, and one 3-hydroxydecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/10:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCC	C37H67N3O16P2	InChI=1S/C37H67N3O16P2/c1-3-5-7-9-10-11-12-13-14-15-17-19-21-32(42)51-25-29(54-33(43)24-28(41)20-18-16-8-6-4-2)26-52-57(47,48)56-58(49,50)53-27-30-34(44)35(45)36(55-30)40-23-22-31(38)39-37(40)46/h22-23,28-30,34-36,41,44-45H,3-21,24-27H2,1-2H3,(H,47,48)(H,49,50)(H2,38,39,46)/t28?,29-,30-,34+,35?,36-/m1/s1	PKQZDOITKDSJLM-WXBMFJRSSA-N	871.3996571			MMDBc0032592
BASm0019687	CDP-DG(15:0/12:0(3-OH))	CDP-DG(15:0/12:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(15:0/12:0(3-OH)), in particular, consists of one pentadecanoyl chain to C-1 atom, and one 3-hydroxydodecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/12:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCCCC	C39H71N3O16P2	InChI=1S/C39H71N3O16P2/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-34(44)53-27-31(56-35(45)26-30(43)22-20-18-16-10-8-6-4-2)28-54-59(49,50)58-60(51,52)55-29-32-36(46)37(47)38(57-32)42-25-24-33(40)41-39(42)48/h24-25,30-32,36-38,43,46-47H,3-23,26-29H2,1-2H3,(H,49,50)(H,51,52)(H2,40,41,48)/t30?,31-,32-,36+,37?,38-/m1/s1	MQBCYDGXTKZHNU-LGZUTBRDSA-N	899.4309572			MMDBc0032593
BASm0019688	CDP-DG(15:0/14:0(3-OH))	CDP-DG(15:0/14:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(15:0/14:0(3-OH)), in particular, consists of one pentadecanoyl chain to C-1 atom, and one 3-hydroxytetradecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/14:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCCCCCC	C41H75N3O16P2	InChI=1S/C41H75N3O16P2/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-36(46)55-29-33(58-37(47)28-32(45)24-22-20-18-16-12-10-8-6-4-2)30-56-61(51,52)60-62(53,54)57-31-34-38(48)39(49)40(59-34)44-27-26-35(42)43-41(44)50/h26-27,32-34,38-40,45,48-49H,3-25,28-31H2,1-2H3,(H,51,52)(H,53,54)(H2,42,43,50)/t32?,33-,34-,38+,39?,40-/m1/s1	VJULAOCFFJXYLS-WERIVYNPSA-N	927.4622573			MMDBc0032594
BASm0019689	CDP-DG(15:0cyclo/10:0(3-OH))	CDP-DG(15:0cyclo/10:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(15:0cyclo/10:0(3-OH)), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain to C-1 atom, and one 3-hydroxydecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0cyclo/10:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCC	C37H65N3O16P2	InChI=1S/C37H65N3O16P2/c1-3-5-7-9-13-17-28(41)22-33(43)54-29(23-51-32(42)18-14-11-8-10-12-16-27-21-26(27)15-6-4-2)24-52-57(47,48)56-58(49,50)53-25-30-34(44)35(45)36(55-30)40-20-19-31(38)39-37(40)46/h19-20,26-30,34-36,41,44-45H,3-18,21-25H2,1-2H3,(H,47,48)(H,49,50)(H2,38,39,46)/t26?,27?,28?,29-,30-,34+,35?,36-/m1/s1	YEPXGFOHVOORRT-ATQZJFJKSA-N	869.384007			MMDBc0032595
BASm0019690	CDP-DG(15:0cyclo/14:0)	CDP-DG(15:0cyclo/14:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(15:0cyclo/14:0), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain to C-1 atom, and one tetradecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0cyclo/14:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCC	C41H73N3O15P2	InChI=1S/C41H73N3O15P2/c1-3-5-7-8-9-10-11-12-13-16-20-24-37(46)57-33(28-54-36(45)23-19-17-14-15-18-22-32-27-31(32)21-6-4-2)29-55-60(50,51)59-61(52,53)56-30-34-38(47)39(48)40(58-34)44-26-25-35(42)43-41(44)49/h25-26,31-34,38-40,47-48H,3-24,27-30H2,1-2H3,(H,50,51)(H,52,53)(H2,42,43,49)/t31?,32?,33-,34-,38+,39?,40-/m1/s1	CZNAEFVPQZIGMR-NXJNZTMPSA-N	909.4516927			MMDBc0032596
BASm0019691	CDP-DG(15:0cyclo/15:0cyclo)	CDP-DG(15:0cyclo/15:0cyclo) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0cyclo/15:0cyclo), in particular, consists of two cis-9,10-Methylenetetradecanoic acid chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0cyclo/15:0cyclo)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC1CC1CCCC	C42H73N3O15P2	InChI=1S/C42H73N3O15P2/c1-3-5-17-30-25-32(30)19-13-9-7-11-15-21-37(46)55-27-34(58-38(47)22-16-12-8-10-14-20-33-26-31(33)18-6-4-2)28-56-61(51,52)60-62(53,54)57-29-35-39(48)40(49)41(59-35)45-24-23-36(43)44-42(45)50/h23-24,30-35,39-41,48-49H,3-22,25-29H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/t30?,31?,32?,33?,34-,35-,39+,40?,41-/m1/s1	ZRGAPZFMZITJKP-NCKIRDHBSA-N	921.4516927			MMDBc0032597
BASm0019692	CDP-DG(15:0cyclo/16:0)	CDP-DG(15:0cyclo/16:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(15:0cyclo/16:0), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain to C-1 atom, and one hexadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0cyclo/16:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCC	C43H77N3O15P2	InChI=1S/C43H77N3O15P2/c1-3-5-7-8-9-10-11-12-13-14-15-18-22-26-39(48)59-35(30-56-38(47)25-21-19-16-17-20-24-34-29-33(34)23-6-4-2)31-57-62(52,53)61-63(54,55)58-32-36-40(49)41(50)42(60-36)46-28-27-37(44)45-43(46)51/h27-28,33-36,40-42,49-50H,3-26,29-32H2,1-2H3,(H,52,53)(H,54,55)(H2,44,45,51)/t33?,34?,35-,36-,40+,41?,42-/m1/s1	ZJNVKTSRRWWHSH-FWPUXQSESA-N	937.4829928			MMDBc0032598
BASm0019693	CDP-DG(15:0cyclo/17:0cycw7c)	CDP-DG(15:0cyclo/17:0cycw7c) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(15:0cyclo/17:0cycw7c), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain to C-1 atom, and one heptadec-9-10-cyclo-anoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0cyclo/17:0cycw7c)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC1CC1CCCCCC	C44H77N3O15P2	InChI=1S/C44H77N3O15P2/c1-3-5-7-14-20-34-28-35(34)22-16-11-9-13-18-24-40(49)60-36(29-57-39(48)23-17-12-8-10-15-21-33-27-32(33)19-6-4-2)30-58-63(53,54)62-64(55,56)59-31-37-41(50)42(51)43(61-37)47-26-25-38(45)46-44(47)52/h25-26,32-37,41-43,50-51H,3-24,27-31H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/t32?,33?,34?,35?,36-,37-,41+,42?,43-/m1/s1	MKFASCNKVSHIFK-MBFDINJASA-N	949.4829928			MMDBc0032599
BASm0019694	CDP-DG(15:0cyclo/19:0cycv8c)	CDP-DG(15:0cyclo/19:0cycv8c) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(15:0cyclo/19:0cycv8c), in particular, consists of one cis-9,10-Methylenetetradecanoic acid chain to C-1 atom, and one heptadec-11-12-cyclo-anoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0cyclo/19:0cycv8c)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC1CC1CCCCCC	C46H81N3O15P2	InChI=1S/C46H81N3O15P2/c1-3-5-7-16-22-36-30-37(36)24-17-12-9-8-10-14-20-26-42(51)62-38(31-59-41(50)25-19-15-11-13-18-23-35-29-34(35)21-6-4-2)32-60-65(55,56)64-66(57,58)61-33-39-43(52)44(53)45(63-39)49-28-27-40(47)48-46(49)54/h27-28,34-39,43-45,52-53H,3-26,29-33H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/t34?,35?,36?,37?,38-,39-,43+,44?,45-/m1/s1	MOCKXSODGZKTRC-RGFCLLEESA-N	977.5142929			MMDBc0032600
BASm0019695	CDP-DG(16:0/10:0(3-OH))	CDP-DG(16:0/10:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:0/10:0(3-OH)), in particular, consists of one hexadecanoyl chain to C-1 atom, and one 3-hydroxydecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/10:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCC	C38H69N3O16P2	InChI=1S/C38H69N3O16P2/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-33(43)52-26-30(55-34(44)25-29(42)21-19-17-8-6-4-2)27-53-58(48,49)57-59(50,51)54-28-31-35(45)36(46)37(56-31)41-24-23-32(39)40-38(41)47/h23-24,29-31,35-37,42,45-46H,3-22,25-28H2,1-2H3,(H,48,49)(H,50,51)(H2,39,40,47)/t29?,30-,31-,35+,36?,37-/m1/s1	IZJPIZOXDVSBJX-ASXHDNTPSA-N	885.4153072			MMDBc0032601
BASm0019696	CDP-DG(16:0/14:0(3-OH))	CDP-DG(16:0/14:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:0/14:0(3-OH)), in particular, consists of one hexadecanoyl chain to C-1 atom, and one 3-hydroxytetradecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/14:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCCCCCC	C42H77N3O16P2	InChI=1S/C42H77N3O16P2/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-37(47)56-30-34(59-38(48)29-33(46)25-23-21-19-17-12-10-8-6-4-2)31-57-62(52,53)61-63(54,55)58-32-35-39(49)40(50)41(60-35)45-28-27-36(43)44-42(45)51/h27-28,33-35,39-41,46,49-50H,3-26,29-32H2,1-2H3,(H,52,53)(H,54,55)(H2,43,44,51)/t33?,34-,35-,39+,40?,41-/m1/s1	IGHVKYRKWYTKLR-SRCBNSNESA-N	941.4779074			MMDBc0032602
BASm0019697	CDP-DG(16:0/15:0cyclo)	CDP-DG(16:0/15:0cyclo) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:0/15:0cyclo), in particular, consists of one hexadecanoyl chain to C-1 atom, and one cis-9,10-Methylenetetradecanoic acid to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/15:0cyclo)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC1CC1CCCC	C43H77N3O15P2	InChI=1S/C43H77N3O15P2/c1-3-5-7-8-9-10-11-12-13-14-15-18-21-25-38(47)56-30-35(59-39(48)26-22-19-16-17-20-24-34-29-33(34)23-6-4-2)31-57-62(52,53)61-63(54,55)58-32-36-40(49)41(50)42(60-36)46-28-27-37(44)45-43(46)51/h27-28,33-36,40-42,49-50H,3-26,29-32H2,1-2H3,(H,52,53)(H,54,55)(H2,44,45,51)/t33?,34?,35-,36-,40+,41?,42-/m1/s1	QNLMCVWWOLTYHR-FWPUXQSESA-N	937.4829928			MMDBc0032603
BASm0019698	CDP-DG(16:0/17:0cycw7c)	CDP-DG(16:0/17:0cycw7c) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:0/17:0cycw7c), in particular, consists of one hexadecanoyl chain to C-1 atom, and one heptadec-9-10-cyclo-anoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/17:0cycw7c)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC1CC1CCCCCC	C45H81N3O15P2	InChI=1S/C45H81N3O15P2/c1-3-5-7-9-10-11-12-13-14-15-16-19-23-27-40(49)58-32-37(61-41(50)28-24-20-17-18-22-26-36-31-35(36)25-21-8-6-4-2)33-59-64(54,55)63-65(56,57)60-34-38-42(51)43(52)44(62-38)48-30-29-39(46)47-45(48)53/h29-30,35-38,42-44,51-52H,3-28,31-34H2,1-2H3,(H,54,55)(H,56,57)(H2,46,47,53)/t35?,36?,37-,38-,42+,43?,44-/m1/s1	RMISPBMBJDHNIU-DLEMOVEBSA-N	965.5142929			MMDBc0032604
BASm0019699	CDP-DG(16:0/19:0cycv8c)	CDP-DG(16:0/19:0cycv8c) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:0/19:0cycv8c), in particular, consists of one hexadecanoyl chain to C-1 atom, and one heptadec-11-12-cyclo-anoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/19:0cycv8c)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC1CC1CCCCCC	C47H85N3O15P2	InChI=1S/C47H85N3O15P2/c1-3-5-7-9-10-11-12-13-14-15-18-21-25-29-42(51)60-34-39(63-43(52)30-26-22-19-16-17-20-24-28-38-33-37(38)27-23-8-6-4-2)35-61-66(56,57)65-67(58,59)62-36-40-44(53)45(54)46(64-40)50-32-31-41(48)49-47(50)55/h31-32,37-40,44-46,53-54H,3-30,33-36H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/t37?,38?,39-,40-,44+,45?,46-/m1/s1	PDSJTTHYYFORQS-DROLUKFBSA-N	993.545593			MMDBc0032605
BASm0019700	CDP-DG(16:0/19:0cycw8c)	CDP-DG(16:0/19:0cycw8c) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:0/19:0cycw8c), in particular, consists of one hexadecanoyl chain to C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/19:0cycw8c)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC1CC1CCCCCCC	C47H85N3O15P2	InChI=1S/C47H85N3O15P2/c1-3-5-7-9-10-11-12-13-14-15-16-21-25-29-42(51)60-34-39(63-43(52)30-26-22-18-17-20-24-28-38-33-37(38)27-23-19-8-6-4-2)35-61-66(56,57)65-67(58,59)62-36-40-44(53)45(54)46(64-40)50-32-31-41(48)49-47(50)55/h31-32,37-40,44-46,53-54H,3-30,33-36H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/t37?,38?,39-,40-,44+,45?,46-/m1/s1	YGJSLCRITUKIJT-DROLUKFBSA-N	993.545593			MMDBc0032606
BASm0019701	CDP-DG(16:1(9Z)/14:0(3-OH))	CDP-DG(16:1(9Z)/14:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:1(9Z)/14:0(3-OH)), in particular, consists of one 9Z-hexadecenoyl chain to C-1 atom, and one 3-hydroxytetradecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/14:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCCCCCC	C42H75N3O16P2	InChI=1S/C42H75N3O16P2/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-37(47)56-30-34(59-38(48)29-33(46)25-23-21-19-17-12-10-8-6-4-2)31-57-62(52,53)61-63(54,55)58-32-35-39(49)40(50)41(60-35)45-28-27-36(43)44-42(45)51/h13-14,27-28,33-35,39-41,46,49-50H,3-12,15-26,29-32H2,1-2H3,(H,52,53)(H,54,55)(H2,43,44,51)/b14-13-/t33?,34-,35-,39+,40?,41-/m1/s1	UBCDYBCFOHXAEX-ZNYGMYFQSA-N	939.4622573			MMDBc0032607
BASm0019702	CDP-DG(16:1(9Z)/16:1(9Z))	CDP-DG(16:1(9Z)/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/16:1(9Z)), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/16:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCC	C44H77N3O15P2	InChI=1S/C44H77N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-39(48)57-33-36(60-40(49)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h13-16,31-32,36-37,41-43,50-51H,3-12,17-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/b15-13-,16-14-/t36-,37-,41+,42?,43-/m1/s1	LBKBJHVQQNUXGQ-HCALIIFQSA-N	949.4829928			MMDBc0032608
BASm0019703	CDP-DG(16:1(9Z)/17:0cycw7c)	CDP-DG(16:1(9Z)/17:0cycw7c) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:1(9Z)/17:0cycw7c), in particular, consists of one 9Z-hexadecenoyl chain to C-1 atom, and one heptadec-9-10-cyclo-anoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/17:0cycw7c)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC1CC1CCCCCC	C45H79N3O15P2	InChI=1S/C45H79N3O15P2/c1-3-5-7-9-10-11-12-13-14-15-16-19-23-27-40(49)58-32-37(61-41(50)28-24-20-17-18-22-26-36-31-35(36)25-21-8-6-4-2)33-59-64(54,55)63-65(56,57)60-34-38-42(51)43(52)44(62-38)48-30-29-39(46)47-45(48)53/h11-12,29-30,35-38,42-44,51-52H,3-10,13-28,31-34H2,1-2H3,(H,54,55)(H,56,57)(H2,46,47,53)/b12-11-/t35?,36?,37-,38-,42+,43?,44-/m1/s1	OOOXSKGZAUTLAG-OXXAUCNKSA-N	963.4986429			MMDBc0032609
BASm0019704	CDP-DG(16:1(9Z)/19:0)	CDP-DG(16:1(9Z)/19:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:1(9Z)/19:0), in particular, consists of one 9Z-hexadecenoyl chain to C-1 atom, and one nonadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/19:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCC	C47H85N3O15P2	InChI=1S/C47H85N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-43(52)63-39(36-60-42(51)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2)37-61-66(56,57)65-67(58,59)62-38-40-44(53)45(54)46(64-40)50-35-34-41(48)49-47(50)55/h14,16,34-35,39-40,44-46,53-54H,3-13,15,17-33,36-38H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/b16-14-/t39-,40-,44+,45?,46-/m1/s1	FZIMGNDXAOQICH-ZTWWBBEASA-N	993.545593			MMDBc0032610
BASm0019705	CDP-DG(16:1(9Z)/19:0cycv8c)	CDP-DG(16:1(9Z)/19:0cycv8c) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:1(9Z)/19:0cycv8c), in particular, consists of one 9Z-hexadecenoyl chain to C-1 atom, and one heptadec-11-12-cyclo-anoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/19:0cycv8c)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC1CC1CCCCCC	C47H83N3O15P2	InChI=1S/C47H83N3O15P2/c1-3-5-7-9-10-11-12-13-14-15-18-21-25-29-42(51)60-34-39(63-43(52)30-26-22-19-16-17-20-24-28-38-33-37(38)27-23-8-6-4-2)35-61-66(56,57)65-67(58,59)62-36-40-44(53)45(54)46(64-40)50-32-31-41(48)49-47(50)55/h11-12,31-32,37-40,44-46,53-54H,3-10,13-30,33-36H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/b12-11-/t37?,38?,39-,40-,44+,45?,46-/m1/s1	NZELFOBZHIQPPF-QBPSIKBQSA-N	991.529943			MMDBc0032611
BASm0019706	CDP-DG(16:1(9Z)/19:0cycw8c)	CDP-DG(16:1(9Z)/19:0cycw8c) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(16:1(9Z)/19:0cycw8c), in particular, consists of one 9Z-hexadecenoyl chain to C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/19:0cycw8c)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC1CC1CCCCCCC	C47H83N3O15P2	InChI=1S/C47H83N3O15P2/c1-3-5-7-9-10-11-12-13-14-15-16-21-25-29-42(51)60-34-39(63-43(52)30-26-22-18-17-20-24-28-38-33-37(38)27-23-19-8-6-4-2)35-61-66(56,57)65-67(58,59)62-36-40-44(53)45(54)46(64-40)50-32-31-41(48)49-47(50)55/h11-12,31-32,37-40,44-46,53-54H,3-10,13-30,33-36H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/b12-11-/t37?,38?,39-,40-,44+,45?,46-/m1/s1	NSQNFEFARGJCMO-QBPSIKBQSA-N	991.529943			MMDBc0032612
BASm0019707	CDP-DG(17:0/16:1(9Z))	CDP-DG(17:0/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(17:0/16:1(9Z)), in particular, consists of one heptadecanoyl chain to C-1 atom, and one 9Z-hexadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(17:0/16:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCC	C45H81N3O15P2	InChI=1S/C45H81N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-40(49)58-34-37(61-41(50)31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)35-59-64(54,55)63-65(56,57)60-36-38-42(51)43(52)44(62-38)48-33-32-39(46)47-45(48)53/h14,16,32-33,37-38,42-44,51-52H,3-13,15,17-31,34-36H2,1-2H3,(H,54,55)(H,56,57)(H2,46,47,53)/b16-14-/t37-,38-,42+,43?,44-/m1/s1	NPKOAFIBBMIGRX-AFZPZFNFSA-N	965.5142929			MMDBc0032613
BASm0019708	CDP-DG(17:0cycw7c/10:0(3-OH))	CDP-DG(17:0cycw7c/10:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(17:0cycw7c/10:0(3-OH)), in particular, consists of one heptadec-9-10-cyclo-anoyl chain to C-1 atom, and one 3-hydroxydecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(17:0cycw7c/10:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCC	C39H69N3O16P2	InChI=1S/C39H69N3O16P2/c1-3-5-7-10-15-19-30(43)24-35(45)56-31(25-53-34(44)20-16-12-9-11-14-18-29-23-28(29)17-13-8-6-4-2)26-54-59(49,50)58-60(51,52)55-27-32-36(46)37(47)38(57-32)42-22-21-33(40)41-39(42)48/h21-22,28-32,36-38,43,46-47H,3-20,23-27H2,1-2H3,(H,49,50)(H,51,52)(H2,40,41,48)/t28?,29?,30?,31-,32-,36+,37?,38-/m1/s1	JAJPAICKPQOUMM-KMRAWJHVSA-N	897.4153072			MMDBc0032614
BASm0019709	CDP-DG(17:0cycw7c/10:0)	CDP-DG(17:0cycw7c/10:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(17:0cycw7c/10:0), in particular, consists of one heptadec-9-10-cyclo-anoyl chain to C-1 atom, and one decanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(17:0cycw7c/10:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC	C39H69N3O15P2	InChI=1S/C39H69N3O15P2/c1-3-5-7-9-10-13-18-22-35(44)55-31(26-52-34(43)21-17-14-11-12-16-20-30-25-29(30)19-15-8-6-4-2)27-53-58(48,49)57-59(50,51)54-28-32-36(45)37(46)38(56-32)42-24-23-33(40)41-39(42)47/h23-24,29-32,36-38,45-46H,3-22,25-28H2,1-2H3,(H,48,49)(H,50,51)(H2,40,41,47)/t29?,30?,31-,32-,36+,37?,38-/m1/s1	LIVYSLBPCZUQPW-FURFGTOXSA-N	881.4203925			MMDBc0032615
BASm0019710	CDP-DG(17:0cycw7c/12:0(3-OH))	CDP-DG(17:0cycw7c/12:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(17:0cycw7c/12:0(3-OH)), in particular, consists of one heptadec-9-10-cyclo-anoyl chain to C-1 atom, and one 3-hydroxydodecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(17:0cycw7c/12:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCCCC	C41H73N3O16P2	InChI=1S/C41H73N3O16P2/c1-3-5-7-9-10-13-17-21-32(45)26-37(47)58-33(27-55-36(46)22-18-14-11-12-16-20-31-25-30(31)19-15-8-6-4-2)28-56-61(51,52)60-62(53,54)57-29-34-38(48)39(49)40(59-34)44-24-23-35(42)43-41(44)50/h23-24,30-34,38-40,45,48-49H,3-22,25-29H2,1-2H3,(H,51,52)(H,53,54)(H2,42,43,50)/t30?,31?,32?,33-,34-,38+,39?,40-/m1/s1	HQACGPQYMBKPKE-VGXUDMJPSA-N	925.4466073			MMDBc0032616
BASm0019711	CDP-DG(17:0cycw7c/12:0)	CDP-DG(17:0cycw7c/12:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(17:0cycw7c/12:0), in particular, consists of one heptadec-9-10-cyclo-anoyl chain to C-1 atom, and one dodecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(17:0cycw7c/12:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC	C41H73N3O15P2	InChI=1S/C41H73N3O15P2/c1-3-5-7-9-10-11-12-15-20-24-37(46)57-33(28-54-36(45)23-19-16-13-14-18-22-32-27-31(32)21-17-8-6-4-2)29-55-60(50,51)59-61(52,53)56-30-34-38(47)39(48)40(58-34)44-26-25-35(42)43-41(44)49/h25-26,31-34,38-40,47-48H,3-24,27-30H2,1-2H3,(H,50,51)(H,52,53)(H2,42,43,49)/t31?,32?,33-,34-,38+,39?,40-/m1/s1	CUNRXNJDLFUAIW-NXJNZTMPSA-N	909.4516927			MMDBc0032617
BASm0019712	CDP-DG(17:0cycw7c/14:0)	CDP-DG(17:0cycw7c/14:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(17:0cycw7c/14:0), in particular, consists of one heptadec-9-10-cyclo-anoyl chain to C-1 atom, and one tetradecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(17:0cycw7c/14:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCC	C43H77N3O15P2	InChI=1S/C43H77N3O15P2/c1-3-5-7-9-10-11-12-13-14-17-22-26-39(48)59-35(30-56-38(47)25-21-18-15-16-20-24-34-29-33(34)23-19-8-6-4-2)31-57-62(52,53)61-63(54,55)58-32-36-40(49)41(50)42(60-36)46-28-27-37(44)45-43(46)51/h27-28,33-36,40-42,49-50H,3-26,29-32H2,1-2H3,(H,52,53)(H,54,55)(H2,44,45,51)/t33?,34?,35-,36-,40+,41?,42-/m1/s1	YBBXPVZJKNHAFR-FWPUXQSESA-N	937.4829928			MMDBc0032618
BASm0019713	CDP-DG(17:0cycw7c/15:0cyclo)	CDP-DG(17:0cycw7c/15:0cyclo) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(17:0cycw7c/15:0cyclo), in particular, consists of one heptadec-9-10-cyclo-anoyl chain to C-1 atom, and one cis-9,10-Methylenetetradecanoic acid to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(17:0cycw7c/15:0cyclo)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC1CC1CCCC	C44H77N3O15P2	InChI=1S/C44H77N3O15P2/c1-3-5-7-14-20-34-28-35(34)22-16-10-8-12-17-23-39(48)57-29-36(60-40(49)24-18-13-9-11-15-21-33-27-32(33)19-6-4-2)30-58-63(53,54)62-64(55,56)59-31-37-41(50)42(51)43(61-37)47-26-25-38(45)46-44(47)52/h25-26,32-37,41-43,50-51H,3-24,27-31H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/t32?,33?,34?,35?,36-,37-,41+,42?,43-/m1/s1	JWHZLGFFFFBZEO-MBFDINJASA-N	949.4829928			MMDBc0032619
BASm0019714	CDP-DG(17:0cycw7c/16:0)	CDP-DG(17:0cycw7c/16:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(17:0cycw7c/16:0), in particular, consists of one heptadec-9-10-cyclo-anoyl chain to C-1 atom, and one hexadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(17:0cycw7c/16:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCC	C45H81N3O15P2	InChI=1S/C45H81N3O15P2/c1-3-5-7-9-10-11-12-13-14-15-16-19-24-28-41(50)61-37(32-58-40(49)27-23-20-17-18-22-26-36-31-35(36)25-21-8-6-4-2)33-59-64(54,55)63-65(56,57)60-34-38-42(51)43(52)44(62-38)48-30-29-39(46)47-45(48)53/h29-30,35-38,42-44,51-52H,3-28,31-34H2,1-2H3,(H,54,55)(H,56,57)(H2,46,47,53)/t35?,36?,37-,38-,42+,43?,44-/m1/s1	KXXKNOUGAVRMFW-DLEMOVEBSA-N	965.5142929			MMDBc0032620
BASm0019715	CDP-DG(17:0cycw7c/16:1(9Z))	CDP-DG(17:0cycw7c/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(17:0cycw7c/16:1(9Z)), in particular, consists of one heptadec-9-10-cyclo-anoyl chain to C-1 atom, and one 9Z-hexadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(17:0cycw7c/16:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCC	C45H79N3O15P2	InChI=1S/C45H79N3O15P2/c1-3-5-7-9-10-11-12-13-14-15-16-19-24-28-41(50)61-37(32-58-40(49)27-23-20-17-18-22-26-36-31-35(36)25-21-8-6-4-2)33-59-64(54,55)63-65(56,57)60-34-38-42(51)43(52)44(62-38)48-30-29-39(46)47-45(48)53/h11-12,29-30,35-38,42-44,51-52H,3-10,13-28,31-34H2,1-2H3,(H,54,55)(H,56,57)(H2,46,47,53)/b12-11-/t35?,36?,37-,38-,42+,43?,44-/m1/s1	CMUHLXISQPIQTM-OXXAUCNKSA-N	963.4986429			MMDBc0032621
BASm0019716	CDP-DG(17:0cycw7c/17:0cycw7c)	CDP-DG(17:0cycw7c/17:0cycw7c) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(17:0cycw7c/17:0cycw7c), in particular, consists of two heptadec-9-10-cyclo-anoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(17:0cycw7c/17:0cycw7c)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC1CC1CCCCCC	C46H81N3O15P2	InChI=1S/C46H81N3O15P2/c1-3-5-7-15-21-34-29-36(34)23-17-11-9-13-19-25-41(50)59-31-38(62-42(51)26-20-14-10-12-18-24-37-30-35(37)22-16-8-6-4-2)32-60-65(55,56)64-66(57,58)61-33-39-43(52)44(53)45(63-39)49-28-27-40(47)48-46(49)54/h27-28,34-39,43-45,52-53H,3-26,29-33H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/t34?,35?,36?,37?,38-,39-,43+,44?,45-/m1/s1	MMPIESRBOWCNCX-RGFCLLEESA-N	977.5142929			MMDBc0032622
BASm0019717	CDP-DG(17:0cycw7c/18:1(9Z))	CDP-DG(17:0cycw7c/18:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(17:0cycw7c/18:1(9Z)), in particular, consists of one heptadec-9-10-cyclo-anoyl chain to C-1 atom, and one 9Z-octadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(17:0cycw7c/18:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C47H83N3O15P2	InChI=1S/C47H83N3O15P2/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-21-26-30-43(52)63-39(34-60-42(51)29-25-22-19-20-24-28-38-33-37(38)27-23-8-6-4-2)35-61-66(56,57)65-67(58,59)62-36-40-44(53)45(54)46(64-40)50-32-31-41(48)49-47(50)55/h13-14,31-32,37-40,44-46,53-54H,3-12,15-30,33-36H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/b14-13-/t37?,38?,39-,40-,44+,45?,46-/m1/s1	CIJDKHOAFHNHIC-QSPAHEJSSA-N	991.529943			MMDBc0032623
BASm0019718	CDP-DG(17:0cycw7c/19:0cycv8c)	CDP-DG(17:0cycw7c/19:0cycv8c) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(17:0cycw7c/19:0cycv8c), in particular, consists of one heptadec-9-10-cyclo-anoyl chain to C-1 atom, and one heptadec-11-12-cyclo-anoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(17:0cycw7c/19:0cycv8c)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC1CC1CCCCCC	C48H85N3O15P2	InChI=1S/C48H85N3O15P2/c1-3-5-7-17-23-36-31-38(36)25-19-13-10-9-11-15-22-28-44(53)64-40(33-61-43(52)27-21-16-12-14-20-26-39-32-37(39)24-18-8-6-4-2)34-62-67(57,58)66-68(59,60)63-35-41-45(54)46(55)47(65-41)51-30-29-42(49)50-48(51)56/h29-30,36-41,45-47,54-55H,3-28,31-35H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/t36?,37?,38?,39?,40-,41-,45+,46?,47-/m1/s1	OQQHHYSVBVSBBK-GGVARVNCSA-N	1005.545593			MMDBc0032624
BASm0019719	CDP-DG(17:0cycw7c/19:iso)	CDP-DG(17:0cycw7c/19:iso) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(17:0cycw7c/19:iso), in particular, consists of one heptadec-9-10-cyclo-anoyl chain to C-1 atom, and one 17-methylocatdecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(17:0cycw7c/19:iso)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	CCCCCCC1CC2CCCCCCCC(=O)OC[C@H](COP(O)(=O)OP(O)(=O)OC[C@@H](O[C@H]2N2C=CC(N)=NC2=O)[C@@H](O)[C@H]1O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C48H87N3O15P2	InChI=1S/C48H87N3O15P2/c1-4-5-6-22-27-38-33-39-28-23-18-16-20-24-29-43(52)61-34-40(64-44(53)30-25-19-15-13-11-9-7-8-10-12-14-17-21-26-37(2)3)35-62-67(57,58)66-68(59,60)63-36-41(46(55)45(38)54)65-47(39)51-32-31-42(49)50-48(51)56/h31-32,37-41,45-47,54-55H,4-30,33-36H2,1-3H3,(H,57,58)(H,59,60)(H2,49,50,56)/t38?,39?,40-,41-,45+,46-,47-/m1/s1	CAXSNACJQOBXBE-OQAXZZHPSA-N	1007.561243			MMDBc0032625
BASm0019720	CDP-DG(18:1(11Z)/10:0)	CDP-DG(18:1(11Z)/10:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:1(11Z)/10:0), in particular, consists of one 11Z-octadecenoyl chain to C-1 atom, and one decanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/10:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC	C40H71N3O15P2	InChI=1S/C40H71N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-21-23-25-35(44)53-29-32(56-36(45)26-24-22-19-10-8-6-4-2)30-54-59(49,50)58-60(51,52)55-31-33-37(46)38(47)39(57-33)43-28-27-34(41)42-40(43)48/h12-13,27-28,32-33,37-39,46-47H,3-11,14-26,29-31H2,1-2H3,(H,49,50)(H,51,52)(H2,41,42,48)/b13-12-/t32-,33-,37+,38?,39-/m1/s1	SVMROPVFUDNBAN-YMVQNCSNSA-N	895.4360426			MMDBc0032626
BASm0019721	CDP-DG(18:1(11Z)/12:0)	CDP-DG(18:1(11Z)/12:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:1(11Z)/12:0), in particular, consists of one 11Z-octadecenoyl chain to C-1 atom, and one dodecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/12:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC	C42H75N3O15P2	InChI=1S/C42H75N3O15P2/c1-3-5-7-9-11-13-14-15-16-17-18-20-21-23-25-27-37(46)55-31-34(58-38(47)28-26-24-22-19-12-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h13-14,29-30,34-35,39-41,48-49H,3-12,15-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/b14-13-/t34-,35-,39+,40?,41-/m1/s1	HKXHPXISGMDUAI-VYMRFHLBSA-N	923.4673427			MMDBc0032627
BASm0019722	CDP-DG(18:1(11Z)/17:0)	CDP-DG(18:1(11Z)/17:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:1(11Z)/17:0), in particular, consists of one 11Z-octadecenoyl chain to C-1 atom, and one heptadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/17:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCC	C47H85N3O15P2	InChI=1S/C47H85N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-42(51)60-36-39(63-43(52)33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2)37-61-66(56,57)65-67(58,59)62-38-40-44(53)45(54)46(64-40)50-35-34-41(48)49-47(50)55/h13,15,34-35,39-40,44-46,53-54H,3-12,14,16-33,36-38H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/b15-13-/t39-,40-,44+,45?,46-/m1/s1	NGSVVPRSILZBOS-CNVIWHPSSA-N	993.545593			MMDBc0032628
BASm0019723	CDP-DG(18:1(11Z)/19:0)	CDP-DG(18:1(11Z)/19:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:1(11Z)/19:0), in particular, consists of one 11Z-octadecenoyl chain to C-1 atom, and one nonadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/19:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCC	C49H89N3O15P2	InChI=1S/C49H89N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-45(54)65-41(38-62-44(53)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)39-63-68(58,59)67-69(60,61)64-40-42-46(55)47(56)48(66-42)52-37-36-43(50)51-49(52)57/h14,16,36-37,41-42,46-48,55-56H,3-13,15,17-35,38-40H2,1-2H3,(H,58,59)(H,60,61)(H2,50,51,57)/b16-14-/t41-,42-,46+,47?,48-/m1/s1	XIMLNNCYBMUQGK-QMMFSVMKSA-N	1021.576893			MMDBc0032629
BASm0019724	CDP-DG(18:1(9Z)/12:0(3-OH))	CDP-DG(18:1(9Z)/12:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:1(9Z)/12:0(3-OH)), in particular, consists of one 9Z-octadecenoyl chain to C-1 atom, and one 3-hydroxydodecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/12:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCCCC	C42H75N3O16P2	InChI=1S/C42H75N3O16P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-37(47)56-30-34(59-38(48)29-33(46)25-23-21-19-10-8-6-4-2)31-57-62(52,53)61-63(54,55)58-32-35-39(49)40(50)41(60-35)45-28-27-36(43)44-42(45)51/h14-15,27-28,33-35,39-41,46,49-50H,3-13,16-26,29-32H2,1-2H3,(H,52,53)(H,54,55)(H2,43,44,51)/b15-14-/t33?,34-,35-,39+,40?,41-/m1/s1	DWBXWRWTCOIQJS-SAHXDWQISA-N	939.4622573			MMDBc0032630
BASm0019725	CDP-DG(18:1(9Z)/15:0cyclo)	CDP-DG(18:1(9Z)/15:0cyclo) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:1(9Z)/15:0cyclo), in particular, consists of one 9Z-octadecenoyl chain to C-1 atom, and one cis-9,10-Methylenetetradecanoic acid to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/15:0cyclo)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC1CC1CCCC	C45H79N3O15P2	InChI=1S/C45H79N3O15P2/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-20-23-27-40(49)58-32-37(61-41(50)28-24-21-18-19-22-26-36-31-35(36)25-6-4-2)33-59-64(54,55)63-65(56,57)60-34-38-42(51)43(52)44(62-38)48-30-29-39(46)47-45(48)53/h12-13,29-30,35-38,42-44,51-52H,3-11,14-28,31-34H2,1-2H3,(H,54,55)(H,56,57)(H2,46,47,53)/b13-12-/t35?,36?,37-,38-,42+,43?,44-/m1/s1	CVKSACADKGCRGJ-KXLWLIFZSA-N	963.4986429			MMDBc0032631
BASm0019726	CDP-DG(18:1(9Z)/17:0cycw7c)	CDP-DG(18:1(9Z)/17:0cycw7c) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:1(9Z)/17:0cycw7c), in particular, consists of one 9Z-octadecenoyl chain to C-1 atom, and one heptadec-9-10-cyclo-anoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/17:0cycw7c)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC1CC1CCCCCC	C47H83N3O15P2	InChI=1S/C47H83N3O15P2/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-21-25-29-42(51)60-34-39(63-43(52)30-26-22-19-20-24-28-38-33-37(38)27-23-8-6-4-2)35-61-66(56,57)65-67(58,59)62-36-40-44(53)45(54)46(64-40)50-32-31-41(48)49-47(50)55/h13-14,31-32,37-40,44-46,53-54H,3-12,15-30,33-36H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/b14-13-/t37?,38?,39-,40-,44+,45?,46-/m1/s1	WHVAUJBXHRPPER-QSPAHEJSSA-N	991.529943			MMDBc0032632
BASm0019727	CDP-DG(18:1(9Z)/19:0cycv8c)	CDP-DG(18:1(9Z)/19:0cycv8c) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:1(9Z)/19:0cycv8c), in particular, consists of one 9Z-octadecenoyl chain to C-1 atom, and one heptadec-11-12-cyclo-anoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/19:0cycv8c)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC1CC1CCCCCC	C49H87N3O15P2	InChI=1S/C49H87N3O15P2/c1-3-5-7-9-10-11-12-13-14-15-16-17-20-23-27-31-44(53)62-36-41(65-45(54)32-28-24-21-18-19-22-26-30-40-35-39(40)29-25-8-6-4-2)37-63-68(58,59)67-69(60,61)64-38-42-46(55)47(56)48(66-42)52-34-33-43(50)51-49(52)57/h13-14,33-34,39-42,46-48,55-56H,3-12,15-32,35-38H2,1-2H3,(H,58,59)(H,60,61)(H2,50,51,57)/b14-13-/t39?,40?,41-,42-,46+,47?,48-/m1/s1	SCZZKSFNOKUEAV-YCRGYGRYSA-N	1019.561243			MMDBc0032633
BASm0019728	CDP-DG(18:1(9Z)/19:0cycw8c)	CDP-DG(18:1(9Z)/19:0cycw8c) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(18:1(9Z)/19:0cycw8c), in particular, consists of one 9Z-octadecenoyl chain to C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/19:0cycw8c)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC1CC1CCCCCCC	C49H87N3O15P2	InChI=1S/C49H87N3O15P2/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-23-27-31-44(53)62-36-41(65-45(54)32-28-24-20-19-22-26-30-40-35-39(40)29-25-21-8-6-4-2)37-63-68(58,59)67-69(60,61)64-38-42-46(55)47(56)48(66-42)52-34-33-43(50)51-49(52)57/h13-14,33-34,39-42,46-48,55-56H,3-12,15-32,35-38H2,1-2H3,(H,58,59)(H,60,61)(H2,50,51,57)/b14-13-/t39?,40?,41-,42-,46+,47?,48-/m1/s1	XSIFGTUFWADSLQ-YCRGYGRYSA-N	1019.561243			MMDBc0032634
BASm0019729	CDP-DG(19:0/16:1(9Z))	CDP-DG(19:0/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:0/16:1(9Z)), in particular, consists of one nonadecanoyl chain to C-1 atom, and one 9Z-hexadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:0/16:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCC	C47H85N3O15P2	InChI=1S/C47H85N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-32-42(51)60-36-39(63-43(52)33-31-29-27-25-23-20-16-14-12-10-8-6-4-2)37-61-66(56,57)65-67(58,59)62-38-40-44(53)45(54)46(64-40)50-35-34-41(48)49-47(50)55/h14,16,34-35,39-40,44-46,53-54H,3-13,15,17-33,36-38H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/b16-14-/t39-,40-,44+,45?,46-/m1/s1	WOZUWOWVXQOZMT-ZTWWBBEASA-N	993.545593			MMDBc0032635
BASm0019730	CDP-DG(19:0/18:1(11Z))	CDP-DG(19:0/18:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:0/18:1(11Z)), in particular, consists of one nonadecanoyl chain to C-1 atom, and one 11Z-octadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:0/18:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C49H89N3O15P2	InChI=1S/C49H89N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-44(53)62-38-41(65-45(54)35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2)39-63-68(58,59)67-69(60,61)64-40-42-46(55)47(56)48(66-42)52-37-36-43(50)51-49(52)57/h14,16,36-37,41-42,46-48,55-56H,3-13,15,17-35,38-40H2,1-2H3,(H,58,59)(H,60,61)(H2,50,51,57)/b16-14-/t41-,42-,46+,47?,48-/m1/s1	KNMCUGNGZVKOGE-QMMFSVMKSA-N	1021.576893			MMDBc0032636
BASm0019731	CDP-DG(19:0cycv8c/10:0(3-OH))	CDP-DG(19:0cycv8c/10:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:0cycv8c/10:0(3-OH)), in particular, consists of one heptadec-11-12-cyclo-anoyl chain to C-1 atom, and one 3-hydroxydecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:0cycv8c/10:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCC	C41H73N3O16P2	InChI=1S/C41H73N3O16P2/c1-3-5-7-12-17-21-32(45)26-37(47)58-33(27-55-36(46)22-18-14-11-9-10-13-16-20-31-25-30(31)19-15-8-6-4-2)28-56-61(51,52)60-62(53,54)57-29-34-38(48)39(49)40(59-34)44-24-23-35(42)43-41(44)50/h23-24,30-34,38-40,45,48-49H,3-22,25-29H2,1-2H3,(H,51,52)(H,53,54)(H2,42,43,50)/t30?,31?,32?,33-,34-,38+,39?,40-/m1/s1	HRPXYCSSRHAXTP-VGXUDMJPSA-N	925.4466073			MMDBc0032637
BASm0019732	CDP-DG(19:0cycv8c/12:0(3-OH))	CDP-DG(19:0cycv8c/12:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:0cycv8c/12:0(3-OH)), in particular, consists of one heptadec-11-12-cyclo-anoyl chain to C-1 atom, and one 3-hydroxydodecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:0cycv8c/12:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCCCC	C43H77N3O16P2	InChI=1S/C43H77N3O16P2/c1-3-5-7-9-11-15-19-23-34(47)28-39(49)60-35(29-57-38(48)24-20-16-13-10-12-14-18-22-33-27-32(33)21-17-8-6-4-2)30-58-63(53,54)62-64(55,56)59-31-36-40(50)41(51)42(61-36)46-26-25-37(44)45-43(46)52/h25-26,32-36,40-42,47,50-51H,3-24,27-31H2,1-2H3,(H,53,54)(H,55,56)(H2,44,45,52)/t32?,33?,34?,35-,36-,40+,41?,42-/m1/s1	XAQLCAYCBNKUIQ-ZILQXWABSA-N	953.4779074			MMDBc0032638
BASm0019733	CDP-DG(19:0cycv8c/14:0)	CDP-DG(19:0cycv8c/14:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:0cycv8c/14:0), in particular, consists of one heptadec-11-12-cyclo-anoyl chain to C-1 atom, and one tetradecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:0cycv8c/14:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCC	C45H81N3O15P2	InChI=1S/C45H81N3O15P2/c1-3-5-7-9-10-11-12-13-16-20-24-28-41(50)61-37(32-58-40(49)27-23-19-17-14-15-18-22-26-36-31-35(36)25-21-8-6-4-2)33-59-64(54,55)63-65(56,57)60-34-38-42(51)43(52)44(62-38)48-30-29-39(46)47-45(48)53/h29-30,35-38,42-44,51-52H,3-28,31-34H2,1-2H3,(H,54,55)(H,56,57)(H2,46,47,53)/t35?,36?,37-,38-,42+,43?,44-/m1/s1	GRELAZVYADSISN-DLEMOVEBSA-N	965.5142929			MMDBc0032639
BASm0019734	CDP-DG(19:0cycv8c/15:0cyclo)	CDP-DG(19:0cycv8c/15:0cyclo) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:0cycv8c/15:0cyclo), in particular, consists of one heptadec-11-12-cyclo-anoyl chain to C-1 atom, and one cis-9,10-Methylenetetradecanoic acid to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:0cycv8c/15:0cyclo)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC1CC1CCCC	C46H81N3O15P2	InChI=1S/C46H81N3O15P2/c1-3-5-7-16-22-36-30-37(36)24-17-12-9-8-10-14-19-25-41(50)59-31-38(62-42(51)26-20-15-11-13-18-23-35-29-34(35)21-6-4-2)32-60-65(55,56)64-66(57,58)61-33-39-43(52)44(53)45(63-39)49-28-27-40(47)48-46(49)54/h27-28,34-39,43-45,52-53H,3-26,29-33H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/t34?,35?,36?,37?,38-,39-,43+,44?,45-/m1/s1	XIKXECDDMUIMQZ-RGFCLLEESA-N	977.5142929			MMDBc0032640
BASm0019735	CDP-DG(19:0cycv8c/16:0)	CDP-DG(19:0cycv8c/16:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:0cycv8c/16:0), in particular, consists of one heptadec-11-12-cyclo-anoyl chain to C-1 atom, and one hexadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:0cycv8c/16:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCC	C47H85N3O15P2	InChI=1S/C47H85N3O15P2/c1-3-5-7-9-10-11-12-13-14-15-18-22-26-30-43(52)63-39(34-60-42(51)29-25-21-19-16-17-20-24-28-38-33-37(38)27-23-8-6-4-2)35-61-66(56,57)65-67(58,59)62-36-40-44(53)45(54)46(64-40)50-32-31-41(48)49-47(50)55/h31-32,37-40,44-46,53-54H,3-30,33-36H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/t37?,38?,39-,40-,44+,45?,46-/m1/s1	CJUXLJWYYFWXIN-DROLUKFBSA-N	993.545593			MMDBc0032641
BASm0019736	CDP-DG(19:0cycv8c/16:1(9Z))	CDP-DG(19:0cycv8c/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:0cycv8c/16:1(9Z)), in particular, consists of one heptadec-11-12-cyclo-anoyl chain to C-1 atom, and one 9Z-hexadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:0cycv8c/16:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCC	C47H83N3O15P2	InChI=1S/C47H83N3O15P2/c1-3-5-7-9-10-11-12-13-14-15-18-22-26-30-43(52)63-39(34-60-42(51)29-25-21-19-16-17-20-24-28-38-33-37(38)27-23-8-6-4-2)35-61-66(56,57)65-67(58,59)62-36-40-44(53)45(54)46(64-40)50-32-31-41(48)49-47(50)55/h11-12,31-32,37-40,44-46,53-54H,3-10,13-30,33-36H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/b12-11-/t37?,38?,39-,40-,44+,45?,46-/m1/s1	BTTIIIBKXVGWQI-QBPSIKBQSA-N	991.529943			MMDBc0032642
BASm0019737	CDP-DG(19:0cycv8c/17:0cycw7c)	CDP-DG(19:0cycv8c/17:0cycw7c) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:0cycv8c/17:0cycw7c), in particular, consists of one heptadec-11-12-cyclo-anoyl chain to C-1 atom, and one heptadec-9-10-cyclo-anoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:0cycv8c/17:0cycw7c)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC1CC1CCCCCC	C48H85N3O15P2	InChI=1S/C48H85N3O15P2/c1-3-5-7-17-23-36-31-38(36)25-19-13-10-9-11-15-21-27-43(52)61-33-40(64-44(53)28-22-16-12-14-20-26-39-32-37(39)24-18-8-6-4-2)34-62-67(57,58)66-68(59,60)63-35-41-45(54)46(55)47(65-41)51-30-29-42(49)50-48(51)56/h29-30,36-41,45-47,54-55H,3-28,31-35H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/t36?,37?,38?,39?,40-,41-,45+,46?,47-/m1/s1	AOZUBRCQKJCSIQ-GGVARVNCSA-N	1005.545593			MMDBc0032643
BASm0019738	CDP-DG(19:0cycv8c/18:1(9Z))	CDP-DG(19:0cycv8c/18:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:0cycv8c/18:1(9Z)), in particular, consists of one heptadec-11-12-cyclo-anoyl chain to C-1 atom, and one 9Z-octadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:0cycv8c/18:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C49H87N3O15P2	InChI=1S/C49H87N3O15P2/c1-3-5-7-9-10-11-12-13-14-15-16-17-20-24-28-32-45(54)65-41(36-62-44(53)31-27-23-21-18-19-22-26-30-40-35-39(40)29-25-8-6-4-2)37-63-68(58,59)67-69(60,61)64-38-42-46(55)47(56)48(66-42)52-34-33-43(50)51-49(52)57/h13-14,33-34,39-42,46-48,55-56H,3-12,15-32,35-38H2,1-2H3,(H,58,59)(H,60,61)(H2,50,51,57)/b14-13-/t39?,40?,41-,42-,46+,47?,48-/m1/s1	DYOMBZNWZMAZQF-YCRGYGRYSA-N	1019.561243			MMDBc0032644
BASm0019739	CDP-DG(19:0cycv8c/19:0cycv8c)	CDP-DG(19:0cycv8c/19:0cycv8c) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(19:0cycv8c/19:0cycv8c), in particular, consists of two heptadec-11-12-cyclo-anoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:0cycv8c/19:0cycv8c)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC1CC1CCCCCC	C50H89N3O15P2	InChI=1S/C50H89N3O15P2/c1-3-5-7-19-25-38-33-40(38)27-21-15-11-9-13-17-23-29-45(54)63-35-42(66-46(55)30-24-18-14-10-12-16-22-28-41-34-39(41)26-20-8-6-4-2)36-64-69(59,60)68-70(61,62)65-37-43-47(56)48(57)49(67-43)53-32-31-44(51)52-50(53)58/h31-32,38-43,47-49,56-57H,3-30,33-37H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/t38?,39?,40?,41?,42-,43-,47+,48?,49-/m1/s1	PQINKBCMVJWGNK-ACBZXFSLSA-N	1033.576893			MMDBc0032645
BASm0019740	CDP-DG(19:0cycw8c/10:0)	CDP-DG(19:0cycw8c/10:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:0cycw8c/10:0), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to C-1 atom, and one decanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:0cycw8c/10:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCCCCCCCC1CC1CCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC	C41H73N3O15P2	InChI=1S/C41H73N3O15P2/c1-3-5-7-9-10-16-20-24-37(46)57-33(28-54-36(45)23-19-15-12-11-14-18-22-32-27-31(32)21-17-13-8-6-4-2)29-55-60(50,51)59-61(52,53)56-30-34-38(47)39(48)40(58-34)44-26-25-35(42)43-41(44)49/h25-26,31-34,38-40,47-48H,3-24,27-30H2,1-2H3,(H,50,51)(H,52,53)(H2,42,43,49)/t31?,32?,33-,34-,38+,39?,40-/m1/s1	CBIJHVAAUHPEIJ-NXJNZTMPSA-N	909.4516927			MMDBc0032646
BASm0019741	CDP-DG(19:iso/10:0(3-OH))	CDP-DG(19:iso/10:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:iso/10:0(3-OH)), in particular, consists of one 17-methylocatdecanoyl chain to C-1 atom, and one 3-hydroxydecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:iso/10:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	CCCCCCCC(O)CC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O	C41H75N3O16P2	InChI=1S/C41H75N3O16P2/c1-4-5-6-16-20-23-32(45)27-37(47)58-33(28-55-36(46)24-21-18-15-13-11-9-7-8-10-12-14-17-19-22-31(2)3)29-56-61(51,52)60-62(53,54)57-30-34-38(48)39(49)40(59-34)44-26-25-35(42)43-41(44)50/h25-26,31-34,38-40,45,48-49H,4-24,27-30H2,1-3H3,(H,51,52)(H,53,54)(H2,42,43,50)/t32?,33-,34-,38-,39-,40-/m1/s1	FBMWKWHOGMXGDM-HSKYYDRWSA-N	927.4622573			MMDBc0032647
BASm0019742	CDP-DG(19:iso/10:0)	CDP-DG(19:iso/10:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:iso/10:0), in particular, consists of one 17-methylocatdecanoyl chain to C-1 atom, and one decanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:iso/10:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	CCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O	C41H75N3O15P2	InChI=1S/C41H75N3O15P2/c1-4-5-6-7-15-20-23-26-37(46)57-33(29-54-36(45)25-22-19-17-14-12-10-8-9-11-13-16-18-21-24-32(2)3)30-55-60(50,51)59-61(52,53)56-31-34-38(47)39(48)40(58-34)44-28-27-35(42)43-41(44)49/h27-28,32-34,38-40,47-48H,4-26,29-31H2,1-3H3,(H,50,51)(H,52,53)(H2,42,43,49)/t33-,34-,38-,39-,40-/m1/s1	XRPHMINPTIFWRD-KWZPHBTHSA-N	911.4673427			MMDBc0032648
BASm0019743	CDP-DG(19:iso/12:0(3-OH))	CDP-DG(19:iso/12:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:iso/12:0(3-OH)), in particular, consists of one 17-methylocatdecanoyl chain to C-1 atom, and one 3-hydroxydodecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:iso/12:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	CCCCCCCCCC(O)CC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O	C43H79N3O16P2	InChI=1S/C43H79N3O16P2/c1-4-5-6-7-15-19-22-25-34(47)29-39(49)60-35(30-57-38(48)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-33(2)3)31-58-63(53,54)62-64(55,56)59-32-36-40(50)41(51)42(61-36)46-28-27-37(44)45-43(46)52/h27-28,33-36,40-42,47,50-51H,4-26,29-32H2,1-3H3,(H,53,54)(H,55,56)(H2,44,45,52)/t34?,35-,36-,40-,41-,42-/m1/s1	IHWUOYBLCKJHNF-HQQMOLGISA-N	955.4935575			MMDBc0032649
BASm0019744	CDP-DG(19:iso/12:0)	CDP-DG(19:iso/12:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:iso/12:0), in particular, consists of one 17-methylocatdecanoyl chain to C-1 atom, and one dodecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:iso/12:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	CCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O	C43H79N3O15P2	InChI=1S/C43H79N3O15P2/c1-4-5-6-7-8-14-19-22-25-28-39(48)59-35(31-56-38(47)27-24-21-18-16-13-11-9-10-12-15-17-20-23-26-34(2)3)32-57-62(52,53)61-63(54,55)58-33-36-40(49)41(50)42(60-36)46-30-29-37(44)45-43(46)51/h29-30,34-36,40-42,49-50H,4-28,31-33H2,1-3H3,(H,52,53)(H,54,55)(H2,44,45,51)/t35-,36-,40-,41-,42-/m1/s1	MRLXJGPZORYZQV-FLNZYWDJSA-N	939.4986429			MMDBc0032650
BASm0019745	CDP-DG(19:iso/14:0(3-OH))	CDP-DG(19:iso/14:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:iso/14:0(3-OH)), in particular, consists of one 17-methylocatdecanoyl chain to C-1 atom, and one 3-hydroxytetradecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:iso/14:0(3-OH))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	CCCCCCCCCCCC(O)CC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O	C45H83N3O16P2	InChI=1S/C45H83N3O16P2/c1-4-5-6-7-8-14-18-21-24-27-36(49)31-41(51)62-37(32-59-40(50)28-25-22-19-16-13-11-9-10-12-15-17-20-23-26-35(2)3)33-60-65(55,56)64-66(57,58)61-34-38-42(52)43(53)44(63-38)48-30-29-39(46)47-45(48)54/h29-30,35-38,42-44,49,52-53H,4-28,31-34H2,1-3H3,(H,55,56)(H,57,58)(H2,46,47,54)/t36?,37-,38-,42-,43-,44-/m1/s1	OPKQPTPJNDDGCE-GCUQRIORSA-N	983.5248576			MMDBc0032651
BASm0019746	CDP-DG(19:iso/14:0)	CDP-DG(19:iso/14:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:iso/14:0), in particular, consists of one 17-methylocatdecanoyl chain to C-1 atom, and one tetradecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:iso/14:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	CCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O	C45H83N3O15P2	InChI=1S/C45H83N3O15P2/c1-4-5-6-7-8-9-13-18-21-24-27-30-41(50)61-37(33-58-40(49)29-26-23-20-17-15-12-10-11-14-16-19-22-25-28-36(2)3)34-59-64(54,55)63-65(56,57)60-35-38-42(51)43(52)44(62-38)48-32-31-39(46)47-45(48)53/h31-32,36-38,42-44,51-52H,4-30,33-35H2,1-3H3,(H,54,55)(H,56,57)(H2,46,47,53)/t37-,38-,42-,43-,44-/m1/s1	ZGNQNZHVVNLXEP-YXFATQBYSA-N	967.529943			MMDBc0032652
BASm0019747	CDP-DG(19:iso/17:0cycw7c)	CDP-DG(19:iso/17:0cycw7c) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:iso/17:0cycw7c), in particular, consists of one 17-methylocatdecanoyl chain to C-1 atom, and one heptadec-9-10-cyclo-anoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:iso/17:0cycw7c)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	CCCCCCC1CC2CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OP(O)(=O)OC[C@@H](O[C@H]2N2C=CC(N)=NC2=O)[C@@H](O)[C@H]1O	C48H87N3O15P2	InChI=1S/C48H87N3O15P2/c1-4-5-6-22-27-38-33-39-28-23-18-16-20-25-30-44(53)64-40(34-61-43(52)29-24-19-15-13-11-9-7-8-10-12-14-17-21-26-37(2)3)35-62-67(57,58)66-68(59,60)63-36-41(46(55)45(38)54)65-47(39)51-32-31-42(49)50-48(51)56/h31-32,37-41,45-47,54-55H,4-30,33-36H2,1-3H3,(H,57,58)(H,59,60)(H2,49,50,56)/t38?,39?,40-,41-,45+,46-,47-/m1/s1	ZOECLVSHDMHVCE-OQAXZZHPSA-N	1007.561243			MMDBc0032653
BASm0019748	CDP-DG(19:iso/19:0cycv8c)	CDP-DG(19:iso/19:0cycv8c) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(19:iso/19:0cycv8c), in particular, consists of one 17-methylocatdecanoyl chain to C-1 atom, and one heptadec-11-12-cyclo-anoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:iso/19:0cycv8c)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	CCCCCCC1CC2CCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OP(O)(=O)OC[C@@H](O[C@H]2N2C=CC(N)=NC2=O)[C@@H](O)[C@H]1O	C50H91N3O15P2	InChI=1S/C50H91N3O15P2/c1-4-5-6-24-29-40-35-41-30-25-20-16-14-18-22-27-32-46(55)66-42(36-63-45(54)31-26-21-17-13-11-9-7-8-10-12-15-19-23-28-39(2)3)37-64-69(59,60)68-70(61,62)65-38-43(48(57)47(40)56)67-49(41)53-34-33-44(51)52-50(53)58/h33-34,39-43,47-49,56-57H,4-32,35-38H2,1-3H3,(H,59,60)(H,61,62)(H2,51,52,58)/t40?,41?,42-,43-,47+,48-,49-/m1/s1	KZDVTXQPRNWSAQ-QQXYXHBCSA-N	1035.592543			MMDBc0032654
BASm0019749	CDP-DG(19:iso/19:iso)	CDP-DG(19:iso/19:iso) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(19:iso/19:iso), in particular, consists of two 17-methylocatdecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:iso/19:iso)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	CC(C)CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C50H93N3O15P2	InChI=1S/C50H93N3O15P2/c1-40(2)31-27-23-19-15-11-7-5-9-13-17-21-25-29-33-45(54)63-37-42(66-46(55)34-30-26-22-18-14-10-6-8-12-16-20-24-28-32-41(3)4)38-64-69(59,60)68-70(61,62)65-39-43-47(56)48(57)49(67-43)53-36-35-44(51)52-50(53)58/h35-36,40-43,47-49,56-57H,5-34,37-39H2,1-4H3,(H,59,60)(H,61,62)(H2,51,52,58)/t42-,43-,47-,48-,49-/m1/s1	KASLDYXBEKILTD-HKGQUUBLSA-N	1037.608193			MMDBc0032655
BASm0019750	CDP-DG(4:0/16:1(9Z))	CDP-DG(4:0/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. CDP-DG(4:0/16:1(9Z)), in particular, consists of one butyryl chain to C-1 atom, and one 9Z-hexadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(4:0/16:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Expected Solid	[H][C@@](COC(=O)CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCC	C32H55N3O15P2	InChI=1S/C32H55N3O15P2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-18-28(37)48-24(21-45-27(36)17-4-2)22-46-51(41,42)50-52(43,44)47-23-25-29(38)30(39)31(49-25)35-20-19-26(33)34-32(35)40/h9-10,19-20,24-25,29-31,38-39H,3-8,11-18,21-23H2,1-2H3,(H,41,42)(H,43,44)(H2,33,34,40)/b10-9-/t24-,25-,29+,30?,31-/m1/s1	WNWIYDFMIUESTE-PBOVCRQJSA-N	783.3108421			MMDBc0032656
BASm0019751	DG(19:0cycv8c/12:0(3-OH)/0:0)	DG(19:0cycv8c/12:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:0cycv8c/12:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCC1CC1CCCCCC)COC(=O)CC(O)CCCCCCCCC	C34H64O6	InChI=1S/C34H64O6/c1-3-5-7-9-11-15-19-23-31(35)26-34(38)40-28-32(36)27-39-33(37)24-20-16-13-10-12-14-18-22-30-25-29(30)21-17-8-6-4-2/h29-32,35-36H,3-28H2,1-2H3/t29?,30?,31?,32-/m0/s1	IKRUFIAHWULUAM-OWXMFSIZSA-N	568.4702898			MMDBc0032657
BASm0019752	DG(10:0(3-OH)/12:0(3-OH)/0:0)	DG(10:0(3-OH)/12:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0(3-OH)/12:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CC(O)CCCCCCC)COC(=O)CC(O)CCCCCCCCC	C25H48O7	InChI=1S/C25H48O7/c1-3-5-7-9-10-12-14-16-22(27)18-25(30)32-20-23(28)19-31-24(29)17-21(26)15-13-11-8-6-4-2/h21-23,26-28H,3-20H2,1-2H3/t21?,22?,23-/m0/s1	UJAVGDFJYBLZGG-VNXZQDSDSA-N	460.3400039			MMDBc0032658
BASm0019753	DG(10:0(3-OH)/12:0/0:0)	DG(10:0(3-OH)/12:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0(3-OH)/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CC(O)CCCCCCC	C25H48O6	InChI=1S/C25H48O6/c1-3-5-7-9-10-11-12-14-16-18-24(28)30-20-23(27)21-31-25(29)19-22(26)17-15-13-8-6-4-2/h22-23,26-27H,3-21H2,1-2H3/t22?,23-/m1/s1	CFXOJTJNUWKJTO-OZAIVSQSSA-N	444.3450893			MMDBc0032659
BASm0019754	DG(10:0(3-OH)/15:0cyclo/0:0)	DG(10:0(3-OH)/15:0cyclo/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0(3-OH)/15:0cyclo/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCC1CC1CCCC)COC(=O)CC(O)CCCCCCC	C28H52O6	InChI=1S/C28H52O6/c1-3-5-7-9-13-17-25(29)20-28(32)34-22-26(30)21-33-27(31)18-14-11-8-10-12-16-24-19-23(24)15-6-4-2/h23-26,29-30H,3-22H2,1-2H3/t23?,24?,25?,26-/m1/s1	BLSZLDFQBXPTAF-BDSJNSOASA-N	484.3763894			MMDBc0032660
BASm0019755	DG(10:0(3-OH)/16:0/0:0)	DG(10:0(3-OH)/16:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0(3-OH)/16:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CC(O)CCCCCCC	C29H56O6	InChI=1S/C29H56O6/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-28(32)34-24-27(31)25-35-29(33)23-26(30)21-19-17-8-6-4-2/h26-27,30-31H,3-25H2,1-2H3/t26?,27-/m1/s1	UFSISOKBPALQBQ-SSYAZFEXSA-N	500.4076895			MMDBc0032661
BASm0019756	DG(10:0(3-OH)/16:1(9Z)/0:0)	DG(10:0(3-OH)/16:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0(3-OH)/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COC(=O)CC(O)CCCCCCC	C29H54O6	InChI=1S/C29H54O6/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-28(32)34-24-27(31)25-35-29(33)23-26(30)21-19-17-8-6-4-2/h11-12,26-27,30-31H,3-10,13-25H2,1-2H3/b12-11-/t26?,27-/m1/s1	VEUPRCKEIPEJQQ-RRSIKFODSA-N	498.3920395			MMDBc0032662
BASm0019757	DG(10:0(3-OH)/17:0cycw7c/0:0)	DG(10:0(3-OH)/17:0cycw7c/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0(3-OH)/17:0cycw7c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCC1CC1CCCCCC)COC(=O)CC(O)CCCCCCC	C30H56O6	InChI=1S/C30H56O6/c1-3-5-7-10-15-19-27(31)22-30(34)36-24-28(32)23-35-29(33)20-16-12-9-11-14-18-26-21-25(26)17-13-8-6-4-2/h25-28,31-32H,3-24H2,1-2H3/t25?,26?,27?,28-/m1/s1	ZAPCQAHGCOUIHH-HLTHPTTOSA-N	512.4076895			MMDBc0032663
BASm0019758	DG(10:0(3-OH)/19:0cycv8c/0:0)	DG(10:0(3-OH)/19:0cycv8c/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0(3-OH)/19:0cycv8c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCC1CC1CCCCCC)COC(=O)CC(O)CCCCCCC	C32H60O6	InChI=1S/C32H60O6/c1-3-5-7-12-17-21-29(33)24-32(36)38-26-30(34)25-37-31(35)22-18-14-11-9-10-13-16-20-28-23-27(28)19-15-8-6-4-2/h27-30,33-34H,3-26H2,1-2H3/t27?,28?,29?,30-/m1/s1	OGCBVSAQVVEYQF-VXBYCJGMSA-N	540.4389897			MMDBc0032664
BASm0019759	DG(10:0(3-OH)/19:iso/0:0)	DG(10:0(3-OH)/19:iso/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0(3-OH)/19:iso/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	CCCCCCCC(O)CC(=O)OCC(CO)OC(=O)CCCCCCCCCCCCCCCC(C)C	C32H62O6	InChI=1S/C32H62O6/c1-4-5-6-16-20-23-29(34)25-32(36)37-27-30(26-33)38-31(35)24-21-18-15-13-11-9-7-8-10-12-14-17-19-22-28(2)3/h28-30,33-34H,4-27H2,1-3H3	PTXKGKKMVUHAFR-UHFFFAOYSA-N	542.4546397			MMDBc0032665
BASm0019760	DG(10:0/10:0(3-OH)/0:0)	DG(10:0/10:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/10:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCC)COC(=O)CC(O)CCCCCCC	C23H44O6	InChI=1S/C23H44O6/c1-3-5-7-9-10-12-14-16-22(26)28-18-21(25)19-29-23(27)17-20(24)15-13-11-8-6-4-2/h20-21,24-25H,3-19H2,1-2H3/t20?,21-/m0/s1	PRJSFCVBDVNCLB-LBAQZLPGSA-N	416.3137891			MMDBc0032666
BASm0019761	DG(10:0/12:0(3-OH)/0:0)	DG(10:0/12:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/12:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCC)COC(=O)CC(O)CCCCCCCCC	C25H48O6	InChI=1S/C25H48O6/c1-3-5-7-9-11-13-15-17-22(26)19-25(29)31-21-23(27)20-30-24(28)18-16-14-12-10-8-6-4-2/h22-23,26-27H,3-21H2,1-2H3/t22?,23-/m0/s1	ZDRBWAVREGYZMF-WCSIJFPASA-N	444.3450893			MMDBc0032667
BASm0019762	DG(10:0/17:0cycw7c/0:0)	DG(10:0/17:0cycw7c/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/17:0cycw7c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCC)COC(=O)CCCCCCCC1CC1CCCCCC	C30H56O5	InChI=1S/C30H56O5/c1-3-5-7-9-10-13-17-21-29(32)34-24-28(31)25-35-30(33)22-18-14-11-12-16-20-27-23-26(27)19-15-8-6-4-2/h26-28,31H,3-25H2,1-2H3/t26?,27?,28-/m0/s1	DMUTVRSDWVEDAC-LADMEODRSA-N	496.4127749			MMDBc0032668
BASm0019763	DG(12:0(3-OH)/10:0/0:0)	DG(12:0(3-OH)/10:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0(3-OH)/10:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCC)COC(=O)CC(O)CCCCCCCCC	C25H48O6	InChI=1S/C25H48O6/c1-3-5-7-9-11-13-15-17-22(26)19-25(29)31-21-23(27)20-30-24(28)18-16-14-12-10-8-6-4-2/h22-23,26-27H,3-21H2,1-2H3/t22?,23-/m1/s1	ZDRBWAVREGYZMF-OZAIVSQSSA-N	444.3450893			MMDBc0032669
BASm0019764	DG(12:0(3-OH)/12:0(3-OH)/0:0)	DG(12:0(3-OH)/12:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0(3-OH)/12:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H]C(O)(COC(=O)CC(O)CCCCCCCCC)COC(=O)CC(O)CCCCCCCCC	C27H52O7	InChI=1S/C27H52O7/c1-3-5-7-9-11-13-15-17-23(28)19-26(31)33-21-25(30)22-34-27(32)20-24(29)18-16-14-12-10-8-6-4-2/h23-25,28-30H,3-22H2,1-2H3	WPHCIGICHVDTAS-UHFFFAOYSA-N	488.371304			MMDBc0032670
BASm0019765	DG(12:0(3-OH)/12:0/0:0)	DG(12:0(3-OH)/12:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0(3-OH)/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCC	C27H52O6	InChI=1S/C27H52O6/c1-3-5-7-9-11-12-14-16-18-20-26(30)32-22-25(29)23-33-27(31)21-24(28)19-17-15-13-10-8-6-4-2/h24-25,28-29H,3-23H2,1-2H3/t24?,25-/m1/s1	KBERLNPFENTXOE-WUBHUQEYSA-N	472.3763894			MMDBc0032671
BASm0019766	DG(12:0(3-OH)/14:0(3-OH)/0:0)	DG(12:0(3-OH)/14:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0(3-OH)/14:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CC(O)CCCCCCCCC)COC(=O)CC(O)CCCCCCCCCCC	C29H56O7	InChI=1S/C29H56O7/c1-3-5-7-9-11-12-14-16-18-20-26(31)22-29(34)36-24-27(32)23-35-28(33)21-25(30)19-17-15-13-10-8-6-4-2/h25-27,30-32H,3-24H2,1-2H3/t25?,26?,27-/m0/s1	LPPNPQKCSQHWBL-RCSZBHJWSA-N	516.4026041			MMDBc0032672
BASm0019767	DG(12:0(3-OH)/14:0/0:0)	DG(12:0(3-OH)/14:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0(3-OH)/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCC	C29H56O6	InChI=1S/C29H56O6/c1-3-5-7-9-11-12-13-14-16-18-20-22-28(32)34-24-27(31)25-35-29(33)23-26(30)21-19-17-15-10-8-6-4-2/h26-27,30-31H,3-25H2,1-2H3/t26?,27-/m1/s1	FRMYSONWRLIQMF-SSYAZFEXSA-N	500.4076895			MMDBc0032673
BASm0019768	DG(12:0(3-OH)/15:0/0:0)	DG(12:0(3-OH)/15:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0(3-OH)/15:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCC	C30H58O6	InChI=1S/C30H58O6/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-29(33)35-25-28(32)26-36-30(34)24-27(31)22-20-18-16-10-8-6-4-2/h27-28,31-32H,3-26H2,1-2H3/t27?,28-/m1/s1	KXQXPQIFONZCFS-PLYLYKGUSA-N	514.4233396			MMDBc0032674
BASm0019769	DG(12:0(3-OH)/15:0cyclo/0:0)	DG(12:0(3-OH)/15:0cyclo/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0(3-OH)/15:0cyclo/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCC1CC1CCCC)COC(=O)CC(O)CCCCCCCCC	C30H56O6	InChI=1S/C30H56O6/c1-3-5-7-8-9-12-15-19-27(31)22-30(34)36-24-28(32)23-35-29(33)20-16-13-10-11-14-18-26-21-25(26)17-6-4-2/h25-28,31-32H,3-24H2,1-2H3/t25?,26?,27?,28-/m1/s1	SUNHQUXJOLNCSX-HLTHPTTOSA-N	512.4076895			MMDBc0032675
BASm0019770	DG(12:0(3-OH)/17:0cycw7c/0:0)	DG(12:0(3-OH)/17:0cycw7c/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0(3-OH)/17:0cycw7c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCC1CC1CCCCCC)COC(=O)CC(O)CCCCCCCCC	C32H60O6	InChI=1S/C32H60O6/c1-3-5-7-9-10-13-17-21-29(33)24-32(36)38-26-30(34)25-37-31(35)22-18-14-11-12-16-20-28-23-27(28)19-15-8-6-4-2/h27-30,33-34H,3-26H2,1-2H3/t27?,28?,29?,30-/m1/s1	GVYJEDYVEZLPBE-VXBYCJGMSA-N	540.4389897			MMDBc0032676
BASm0019771	DG(12:0(3-OH)/18:1(9Z)/0:0)	DG(12:0(3-OH)/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0(3-OH)/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CC(O)CCCCCCCCC	C33H62O6	InChI=1S/C33H62O6/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-32(36)38-28-31(35)29-39-33(37)27-30(34)25-23-21-19-10-8-6-4-2/h14-15,30-31,34-35H,3-13,16-29H2,1-2H3/b15-14-/t30?,31-/m1/s1	BPODHYBQHQVWEP-RHKBQCMMSA-N	554.4546397			MMDBc0032677
BASm0019772	DG(12:0(3-OH)/19:0cycv8c/0:0)	DG(12:0(3-OH)/19:0cycv8c/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0(3-OH)/19:0cycv8c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCC1CC1CCCCCC)COC(=O)CC(O)CCCCCCCCC	C34H64O6	InChI=1S/C34H64O6/c1-3-5-7-9-11-15-19-23-31(35)26-34(38)40-28-32(36)27-39-33(37)24-20-16-13-10-12-14-18-22-30-25-29(30)21-17-8-6-4-2/h29-32,35-36H,3-28H2,1-2H3/t29?,30?,31?,32-/m1/s1	IKRUFIAHWULUAM-KIHBOBKYSA-N	568.4702898			MMDBc0032678
BASm0019773	DG(12:0(3-OH)/19:iso/0:0)	DG(12:0(3-OH)/19:iso/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0(3-OH)/19:iso/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	CCCCCCCCCC(O)CC(=O)OCC(CO)OC(=O)CCCCCCCCCCCCCCCC(C)C	C34H66O6	InChI=1S/C34H66O6/c1-4-5-6-7-15-19-22-25-31(36)27-34(38)39-29-32(28-35)40-33(37)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-30(2)3/h30-32,35-36H,4-29H2,1-3H3	FNLASISZIWVGMK-UHFFFAOYSA-N	570.4859398			MMDBc0032679
BASm0019774	DG(12:0/10:0(3-OH)/0:0)	DG(12:0/10:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/10:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CC(O)CCCCCCC	C25H48O6	InChI=1S/C25H48O6/c1-3-5-7-9-10-11-12-14-16-18-24(28)30-20-23(27)21-31-25(29)19-22(26)17-15-13-8-6-4-2/h22-23,26-27H,3-21H2,1-2H3/t22?,23-/m0/s1	CFXOJTJNUWKJTO-WCSIJFPASA-N	444.3450893			MMDBc0032680
BASm0019775	DG(12:0/12:0(3-OH)/0:0)	DG(12:0/12:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/12:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCC	C27H52O6	InChI=1S/C27H52O6/c1-3-5-7-9-11-12-14-16-18-20-26(30)32-22-25(29)23-33-27(31)21-24(28)19-17-15-13-10-8-6-4-2/h24-25,28-29H,3-23H2,1-2H3/t24?,25-/m0/s1	KBERLNPFENTXOE-BBMPLOMVSA-N	472.3763894			MMDBc0032681
BASm0019776	DG(12:0/14:0(3-OH)/0:0)	DG(12:0/14:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/14:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCCCC	C29H56O6	InChI=1S/C29H56O6/c1-3-5-7-9-11-13-15-17-19-21-26(30)23-29(33)35-25-27(31)24-34-28(32)22-20-18-16-14-12-10-8-6-4-2/h26-27,30-31H,3-25H2,1-2H3/t26?,27-/m0/s1	WORYVVQFMYBMIH-GEVKEYJPSA-N	500.4076895			MMDBc0032682
BASm0019777	DG(12:0/17:0cycw7c/0:0)	DG(12:0/17:0cycw7c/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/17:0cycw7c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CCCCCCCC1CC1CCCCCC	C32H60O5	InChI=1S/C32H60O5/c1-3-5-7-9-10-11-12-15-19-23-31(34)36-26-30(33)27-37-32(35)24-20-16-13-14-18-22-29-25-28(29)21-17-8-6-4-2/h28-30,33H,3-27H2,1-2H3/t28?,29?,30-/m0/s1	HFMSSJFUOPHTQS-DSNFFHCTSA-N	524.444075			MMDBc0032683
BASm0019778	DG(12:0/19:iso/0:0)	DG(12:0/19:iso/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/19:iso/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	CCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCCCCCCCCCC(C)C	C34H66O5	InChI=1S/C34H66O5/c1-4-5-6-7-8-14-18-21-24-27-33(36)38-30-32(29-35)39-34(37)28-25-22-19-16-13-11-9-10-12-15-17-20-23-26-31(2)3/h31-32,35H,4-30H2,1-3H3	QJPLJPKQDLVDLD-UHFFFAOYSA-N	554.4910252			MMDBc0032684
BASm0019779	DG(14:0(3-OH)/12:0(3-OH)/0:0)	DG(14:0(3-OH)/12:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0(3-OH)/12:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CC(O)CCCCCCCCC)COC(=O)CC(O)CCCCCCCCCCC	C29H56O7	InChI=1S/C29H56O7/c1-3-5-7-9-11-12-14-16-18-20-26(31)22-29(34)36-24-27(32)23-35-28(33)21-25(30)19-17-15-13-10-8-6-4-2/h25-27,30-32H,3-24H2,1-2H3/t25?,26?,27-/m1/s1	LPPNPQKCSQHWBL-WZDPVOGJSA-N	516.4026041			MMDBc0032685
BASm0019780	DG(14:0(3-OH)/12:0/0:0)	DG(14:0(3-OH)/12:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0(3-OH)/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCCCC	C29H56O6	InChI=1S/C29H56O6/c1-3-5-7-9-11-13-15-17-19-21-26(30)23-29(33)35-25-27(31)24-34-28(32)22-20-18-16-14-12-10-8-6-4-2/h26-27,30-31H,3-25H2,1-2H3/t26?,27-/m1/s1	WORYVVQFMYBMIH-SSYAZFEXSA-N	500.4076895			MMDBc0032686
BASm0019781	DG(14:0(3-OH)/14:0(3-OH)/0:0)	DG(14:0(3-OH)/14:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0(3-OH)/14:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H]C(O)(COC(=O)CC(O)CCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCCCC	C31H60O7	InChI=1S/C31H60O7/c1-3-5-7-9-11-13-15-17-19-21-27(32)23-30(35)37-25-29(34)26-38-31(36)24-28(33)22-20-18-16-14-12-10-8-6-4-2/h27-29,32-34H,3-26H2,1-2H3	NMRHHHZPLKEZCP-UHFFFAOYSA-N	544.4339043			MMDBc0032687
BASm0019782	DG(14:0(3-OH)/14:0/0:0)	DG(14:0(3-OH)/14:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0(3-OH)/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCCCC	C31H60O6	InChI=1S/C31H60O6/c1-3-5-7-9-11-13-14-16-18-20-22-24-30(34)36-26-29(33)27-37-31(35)25-28(32)23-21-19-17-15-12-10-8-6-4-2/h28-29,32-33H,3-27H2,1-2H3/t28?,29-/m1/s1	WQTIZQDRYDLJAR-YPJJGMIRSA-N	528.4389897			MMDBc0032688
BASm0019783	DG(14:0(3-OH)/16:0/0:0)	DG(14:0(3-OH)/16:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0(3-OH)/16:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCCCC	C33H64O6	InChI=1S/C33H64O6/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-32(36)38-28-31(35)29-39-33(37)27-30(34)25-23-21-19-17-12-10-8-6-4-2/h30-31,34-35H,3-29H2,1-2H3/t30?,31-/m1/s1	VKCBBWJXLBNWRF-NLIBRCFJSA-N	556.4702898			MMDBc0032689
BASm0019784	DG(14:0(3-OH)/16:1(9Z)/0:0)	DG(14:0(3-OH)/16:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0(3-OH)/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COC(=O)CC(O)CCCCCCCCCCC	C33H62O6	InChI=1S/C33H62O6/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-32(36)38-28-31(35)29-39-33(37)27-30(34)25-23-21-19-17-12-10-8-6-4-2/h13-14,30-31,34-35H,3-12,15-29H2,1-2H3/b14-13-/t30?,31-/m1/s1	PZQLSZIGHYFCLW-ZWAANNDLSA-N	554.4546397			MMDBc0032690
BASm0019785	DG(14:0(3-OH)/17:0cycw7c/0:0)	DG(14:0(3-OH)/17:0cycw7c/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0(3-OH)/17:0cycw7c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCC1CC1CCCCCC)COC(=O)CC(O)CCCCCCCCCCC	C34H64O6	InChI=1S/C34H64O6/c1-3-5-7-9-10-11-12-15-19-23-31(35)26-34(38)40-28-32(36)27-39-33(37)24-20-16-13-14-18-22-30-25-29(30)21-17-8-6-4-2/h29-32,35-36H,3-28H2,1-2H3/t29?,30?,31?,32-/m1/s1	OSOIFXBNEKZPQJ-KIHBOBKYSA-N	568.4702898			MMDBc0032691
BASm0019786	DG(14:0/12:0(3-OH)/0:0)	DG(14:0/12:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/12:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCC	C29H56O6	InChI=1S/C29H56O6/c1-3-5-7-9-11-12-13-14-16-18-20-22-28(32)34-24-27(31)25-35-29(33)23-26(30)21-19-17-15-10-8-6-4-2/h26-27,30-31H,3-25H2,1-2H3/t26?,27-/m0/s1	FRMYSONWRLIQMF-GEVKEYJPSA-N	500.4076895			MMDBc0032692
BASm0019787	DG(14:0/14:0(3-OH)/0:0)	DG(14:0/14:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/14:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCCCC	C31H60O6	InChI=1S/C31H60O6/c1-3-5-7-9-11-13-14-16-18-20-22-24-30(34)36-26-29(33)27-37-31(35)25-28(32)23-21-19-17-15-12-10-8-6-4-2/h28-29,32-33H,3-27H2,1-2H3/t28?,29-/m0/s1	WQTIZQDRYDLJAR-XIJSCUBXSA-N	528.4389897			MMDBc0032693
BASm0019788	DG(14:0/15:0cyclo/0:0)	DG(14:0/15:0cyclo/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/15:0cyclo/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCCC1CC1CCCC	C32H60O5	InChI=1S/C32H60O5/c1-3-5-7-8-9-10-11-12-13-16-19-23-31(34)36-26-30(33)27-37-32(35)24-20-17-14-15-18-22-29-25-28(29)21-6-4-2/h28-30,33H,3-27H2,1-2H3/t28?,29?,30-/m0/s1	OAZPHWGBKHFNSJ-DSNFFHCTSA-N	524.444075			MMDBc0032694
BASm0019789	DG(14:0/17:0cycw7c/0:0)	DG(14:0/17:0cycw7c/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/17:0cycw7c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCCC1CC1CCCCCC	C34H64O5	InChI=1S/C34H64O5/c1-3-5-7-9-10-11-12-13-14-17-21-25-33(36)38-28-32(35)29-39-34(37)26-22-18-15-16-20-24-31-27-30(31)23-19-8-6-4-2/h30-32,35H,3-29H2,1-2H3/t30?,31?,32-/m0/s1	DVQZMPRJZQQRSZ-PDZHLSQESA-N	552.4753752			MMDBc0032695
BASm0019790	DG(14:0/19:0cycv8c/0:0)	DG(14:0/19:0cycv8c/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/19:0cycv8c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCCCCC1CC1CCCCCC	C36H68O5	InChI=1S/C36H68O5/c1-3-5-7-9-10-11-12-13-16-19-23-27-35(38)40-30-34(37)31-41-36(39)28-24-20-17-14-15-18-22-26-33-29-32(33)25-21-8-6-4-2/h32-34,37H,3-31H2,1-2H3/t32?,33?,34-/m0/s1	ZXRZMQUAZZFQNI-PZIMRNDGSA-N	580.5066753			MMDBc0032696
BASm0019791	DG(14:0/19:0cycw8c/0:0)	DG(14:0/19:0cycw8c/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/19:0cycw8c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCCCC1CC1CCCCCCC	C36H68O5	InChI=1S/C36H68O5/c1-3-5-7-9-10-11-12-13-14-19-23-27-35(38)40-30-34(37)31-41-36(39)28-24-20-16-15-18-22-26-33-29-32(33)25-21-17-8-6-4-2/h32-34,37H,3-31H2,1-2H3/t32?,33?,34-/m0/s1	PRIXPGQWKMBTGD-PZIMRNDGSA-N	580.5066753			MMDBc0032697
BASm0019792	DG(15:0/10:0(3-OH)/0:0)	DG(15:0/10:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/10:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCCC)COC(=O)CC(O)CCCCCCC	C28H54O6	InChI=1S/C28H54O6/c1-3-5-7-9-10-11-12-13-14-15-17-19-21-27(31)33-23-26(30)24-34-28(32)22-25(29)20-18-16-8-6-4-2/h25-26,29-30H,3-24H2,1-2H3/t25?,26-/m0/s1	ODXLWNSZGCPZEI-AMVUTOCUSA-N	486.3920395			MMDBc0032698
BASm0019793	DG(15:0/12:0(3-OH)/0:0)	DG(15:0/12:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/12:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCC	C30H58O6	InChI=1S/C30H58O6/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-29(33)35-25-28(32)26-36-30(34)24-27(31)22-20-18-16-10-8-6-4-2/h27-28,31-32H,3-26H2,1-2H3/t27?,28-/m0/s1	KXQXPQIFONZCFS-CPRJBALCSA-N	514.4233396			MMDBc0032699
BASm0019794	DG(15:0/14:0(3-OH)/0:0)	DG(15:0/14:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/14:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCCCC	C32H62O6	InChI=1S/C32H62O6/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-31(35)37-27-30(34)28-38-32(36)26-29(33)24-22-20-18-16-12-10-8-6-4-2/h29-30,33-34H,3-28H2,1-2H3/t29?,30-/m0/s1	UONKQHVGBILWRY-ZSXSBBPPSA-N	542.4546397			MMDBc0032700
BASm0019795	DG(15:0cyclo/10:0(3-OH)/0:0)	DG(15:0cyclo/10:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0cyclo/10:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCC1CC1CCCC)COC(=O)CC(O)CCCCCCC	C28H52O6	InChI=1S/C28H52O6/c1-3-5-7-9-13-17-25(29)20-28(32)34-22-26(30)21-33-27(31)18-14-11-8-10-12-16-24-19-23(24)15-6-4-2/h23-26,29-30H,3-22H2,1-2H3/t23?,24?,25?,26-/m0/s1	BLSZLDFQBXPTAF-ILVMPNSOSA-N	484.3763894			MMDBc0032701
BASm0019796	DG(15:0cyclo/14:0/0:0)	DG(15:0cyclo/14:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0cyclo/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCCC1CC1CCCC	C32H60O5	InChI=1S/C32H60O5/c1-3-5-7-8-9-10-11-12-13-16-19-23-31(34)36-26-30(33)27-37-32(35)24-20-17-14-15-18-22-29-25-28(29)21-6-4-2/h28-30,33H,3-27H2,1-2H3/t28?,29?,30-/m1/s1	OAZPHWGBKHFNSJ-QGVFFIPKSA-N	524.444075			MMDBc0032702
BASm0019797	DG(15:0cyclo/15:0cyclo/0:0)	DG(15:0cyclo/15:0cyclo/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0cyclo/15:0cyclo/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H]C(O)(COC(=O)CCCCCCCC1CC1CCCC)COC(=O)CCCCCCCC1CC1CCCC	C33H60O5	InChI=1S/C33H60O5/c1-3-5-17-27-23-29(27)19-13-9-7-11-15-21-32(35)37-25-31(34)26-38-33(36)22-16-12-8-10-14-20-30-24-28(30)18-6-4-2/h27-31,34H,3-26H2,1-2H3	BEYJNGJBHYCNAW-UHFFFAOYSA-N	536.444075			MMDBc0032703
BASm0019798	DG(15:0cyclo/16:0/0:0)	DG(15:0cyclo/16:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0cyclo/16:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC1CC1CCCC	C34H64O5	InChI=1S/C34H64O5/c1-3-5-7-8-9-10-11-12-13-14-15-18-21-25-33(36)38-28-32(35)29-39-34(37)26-22-19-16-17-20-24-31-27-30(31)23-6-4-2/h30-32,35H,3-29H2,1-2H3/t30?,31?,32-/m1/s1	VJNSSSSCHBLVIG-DQZOQLMQSA-N	552.4753752			MMDBc0032704
BASm0019799	DG(15:0cyclo/16:1(9Z)/0:0)	DG(15:0cyclo/16:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0cyclo/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COC(=O)CCCCCCCC1CC1CCCC	C34H62O5	InChI=1S/C34H62O5/c1-3-5-7-8-9-10-11-12-13-14-15-18-21-25-33(36)38-28-32(35)29-39-34(37)26-22-19-16-17-20-24-31-27-30(31)23-6-4-2/h10-11,30-32,35H,3-9,12-29H2,1-2H3/b11-10-/t30?,31?,32-/m1/s1	FJKCGAVTHUGKGF-DFLPVZPWSA-N	550.4597251			MMDBc0032705
BASm0019800	DG(15:0cyclo/17:0cycw7c/0:0)	DG(15:0cyclo/17:0cycw7c/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0cyclo/17:0cycw7c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCC1CC1CCCC)COC(=O)CCCCCCCC1CC1CCCCCC	C35H64O5	InChI=1S/C35H64O5/c1-3-5-7-14-20-31-26-32(31)22-16-11-9-13-18-24-35(38)40-28-33(36)27-39-34(37)23-17-12-8-10-15-21-30-25-29(30)19-6-4-2/h29-33,36H,3-28H2,1-2H3/t29?,30?,31?,32?,33-/m0/s1	CQUOHTZBGFKGST-HUFZRYMBSA-N	564.4753752			MMDBc0032706
BASm0019801	DG(15:0cyclo/18:1(9Z)/0:0)	DG(15:0cyclo/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0cyclo/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCCC1CC1CCCC	C36H66O5	InChI=1S/C36H66O5/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-20-23-27-35(38)40-30-34(37)31-41-36(39)28-24-21-18-19-22-26-33-29-32(33)25-6-4-2/h12-13,32-34,37H,3-11,14-31H2,1-2H3/b13-12-/t32?,33?,34-/m1/s1	GUTLIJQTNGSSPK-OROBCDJMSA-N	578.4910252			MMDBc0032707
BASm0019802	DG(15:0cyclo/19:0cycv8c/0:0)	DG(15:0cyclo/19:0cycv8c/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0cyclo/19:0cycv8c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCC1CC1CCCCCC)COC(=O)CCCCCCCC1CC1CCCC	C37H68O5	InChI=1S/C37H68O5/c1-3-5-7-16-22-33-28-34(33)24-17-12-9-8-10-14-19-25-36(39)41-29-35(38)30-42-37(40)26-20-15-11-13-18-23-32-27-31(32)21-6-4-2/h31-35,38H,3-30H2,1-2H3/t31?,32?,33?,34?,35-/m1/s1	KAAWSEQWJWYGRV-UASZDJHLSA-N	592.5066753			MMDBc0032708
BASm0019803	DG(16:0/10:0(3-OH)/0:0)	DG(16:0/10:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/10:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CC(O)CCCCCCC	C29H56O6	InChI=1S/C29H56O6/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-28(32)34-24-27(31)25-35-29(33)23-26(30)21-19-17-8-6-4-2/h26-27,30-31H,3-25H2,1-2H3/t26?,27-/m0/s1	UFSISOKBPALQBQ-GEVKEYJPSA-N	500.4076895			MMDBc0032709
BASm0019804	DG(16:0/14:0(3-OH)/0:0)	DG(16:0/14:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/14:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CC(O)CCCCCCCCCCC	C33H64O6	InChI=1S/C33H64O6/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-32(36)38-28-31(35)29-39-33(37)27-30(34)25-23-21-19-17-12-10-8-6-4-2/h30-31,34-35H,3-29H2,1-2H3/t30?,31-/m0/s1	VKCBBWJXLBNWRF-FLDQDSGZSA-N	556.4702898			MMDBc0032710
BASm0019805	DG(16:0/15:0cyclo/0:0)	DG(16:0/15:0cyclo/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/15:0cyclo/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC1CC1CCCC	C34H64O5	InChI=1S/C34H64O5/c1-3-5-7-8-9-10-11-12-13-14-15-18-21-25-33(36)38-28-32(35)29-39-34(37)26-22-19-16-17-20-24-31-27-30(31)23-6-4-2/h30-32,35H,3-29H2,1-2H3/t30?,31?,32-/m0/s1	VJNSSSSCHBLVIG-PDZHLSQESA-N	552.4753752			MMDBc0032711
BASm0019806	DG(16:0/17:0cycw7c/0:0)	DG(16:0/17:0cycw7c/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/17:0cycw7c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC1CC1CCCCCC	C36H68O5	InChI=1S/C36H68O5/c1-3-5-7-9-10-11-12-13-14-15-16-19-23-27-35(38)40-30-34(37)31-41-36(39)28-24-20-17-18-22-26-33-29-32(33)25-21-8-6-4-2/h32-34,37H,3-31H2,1-2H3/t32?,33?,34-/m0/s1	YBNIAIIOOPIOLO-PZIMRNDGSA-N	580.5066753			MMDBc0032712
BASm0019807	DG(16:0/19:0cycv8c/0:0)	DG(16:0/19:0cycv8c/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/19:0cycv8c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCC1CC1CCCCCC	C38H72O5	InChI=1S/C38H72O5/c1-3-5-7-9-10-11-12-13-14-15-18-21-25-29-37(40)42-32-36(39)33-43-38(41)30-26-22-19-16-17-20-24-28-35-31-34(35)27-23-8-6-4-2/h34-36,39H,3-33H2,1-2H3/t34?,35?,36-/m0/s1	LBGDLBOASCBVHW-ONHAVXAHSA-N	608.5379754			MMDBc0032713
BASm0019808	DG(16:0/19:0cycw8c/0:0)	DG(16:0/19:0cycw8c/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/19:0cycw8c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCCC1CC1CCCCCCC	C38H72O5	InChI=1S/C38H72O5/c1-3-5-7-9-10-11-12-13-14-15-16-21-25-29-37(40)42-32-36(39)33-43-38(41)30-26-22-18-17-20-24-28-35-31-34(35)27-23-19-8-6-4-2/h34-36,39H,3-33H2,1-2H3/t34?,35?,36-/m0/s1	NYDHJJQKEHCXTA-ONHAVXAHSA-N	608.5379754			MMDBc0032714
BASm0019809	DG(16:1(9Z)/14:0(3-OH)/0:0)	DG(16:1(9Z)/14:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/14:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COC(=O)CC(O)CCCCCCCCCCC	C33H62O6	InChI=1S/C33H62O6/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-32(36)38-28-31(35)29-39-33(37)27-30(34)25-23-21-19-17-12-10-8-6-4-2/h13-14,30-31,34-35H,3-12,15-29H2,1-2H3/b14-13-/t30?,31-/m0/s1	PZQLSZIGHYFCLW-BLMZFMLHSA-N	554.4546397			MMDBc0032715
BASm0019810	DG(16:1(9Z)/17:0cycw7c/0:0)	DG(16:1(9Z)/17:0cycw7c/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/17:0cycw7c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COC(=O)CCCCCCCC1CC1CCCCCC	C36H66O5	InChI=1S/C36H66O5/c1-3-5-7-9-10-11-12-13-14-15-16-19-23-27-35(38)40-30-34(37)31-41-36(39)28-24-20-17-18-22-26-33-29-32(33)25-21-8-6-4-2/h11-12,32-34,37H,3-10,13-31H2,1-2H3/b12-11-/t32?,33?,34-/m0/s1	DHLVMRZBCXXXLY-GPIXZVFCSA-N	578.4910252			MMDBc0032716
BASm0019811	DG(16:1(9Z)/19:0cycv8c/0:0)	DG(16:1(9Z)/19:0cycv8c/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/19:0cycv8c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCC1CC1CCCCCC)COC(=O)CCCCCCC\C=C/CCCCCC	C38H70O5	InChI=1S/C38H70O5/c1-3-5-7-9-10-11-12-13-14-15-18-21-25-29-37(40)42-32-36(39)33-43-38(41)30-26-22-19-16-17-20-24-28-35-31-34(35)27-23-8-6-4-2/h11-12,34-36,39H,3-10,13-33H2,1-2H3/b12-11-/t34?,35?,36-/m0/s1	XUWXUPHUKGCWTH-BFYDURRPSA-N	606.5223254			MMDBc0032717
BASm0019812	DG(16:1(9Z)/19:0cycw8c/0:0)	DG(16:1(9Z)/19:0cycw8c/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/19:0cycw8c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCC1CC1CCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCC	C38H70O5	InChI=1S/C38H70O5/c1-3-5-7-9-10-11-12-13-14-15-16-21-25-29-37(40)42-32-36(39)33-43-38(41)30-26-22-18-17-20-24-28-35-31-34(35)27-23-19-8-6-4-2/h11-12,34-36,39H,3-10,13-33H2,1-2H3/b12-11-/t34?,35?,36-/m0/s1	UNHXSEJZSDKBFJ-BFYDURRPSA-N	606.5223254			MMDBc0032718
BASm0019813	DG(17:0cycw7c/10:0(3-OH)/0:0)	DG(17:0cycw7c/10:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(17:0cycw7c/10:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCC1CC1CCCCCC)COC(=O)CC(O)CCCCCCC	C30H56O6	InChI=1S/C30H56O6/c1-3-5-7-10-15-19-27(31)22-30(34)36-24-28(32)23-35-29(33)20-16-12-9-11-14-18-26-21-25(26)17-13-8-6-4-2/h25-28,31-32H,3-24H2,1-2H3/t25?,26?,27?,28-/m0/s1	ZAPCQAHGCOUIHH-OYGGZRDRSA-N	512.4076895			MMDBc0032719
BASm0019814	DG(17:0cycw7c/10:0/0:0)	DG(17:0cycw7c/10:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(17:0cycw7c/10:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCC)COC(=O)CCCCCCCC1CC1CCCCCC	C30H56O5	InChI=1S/C30H56O5/c1-3-5-7-9-10-13-17-21-29(32)34-24-28(31)25-35-30(33)22-18-14-11-12-16-20-27-23-26(27)19-15-8-6-4-2/h26-28,31H,3-25H2,1-2H3/t26?,27?,28-/m1/s1	DMUTVRSDWVEDAC-KGRUDDIFSA-N	496.4127749			MMDBc0032720
BASm0019815	DG(17:0cycw7c/12:0(3-OH)/0:0)	DG(17:0cycw7c/12:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(17:0cycw7c/12:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCC1CC1CCCCCC)COC(=O)CC(O)CCCCCCCCC	C32H60O6	InChI=1S/C32H60O6/c1-3-5-7-9-10-13-17-21-29(33)24-32(36)38-26-30(34)25-37-31(35)22-18-14-11-12-16-20-28-23-27(28)19-15-8-6-4-2/h27-30,33-34H,3-26H2,1-2H3/t27?,28?,29?,30-/m0/s1	GVYJEDYVEZLPBE-IYCLCUOYSA-N	540.4389897			MMDBc0032721
BASm0019816	DG(17:0cycw7c/12:0/0:0)	DG(17:0cycw7c/12:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(17:0cycw7c/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCC)COC(=O)CCCCCCCC1CC1CCCCCC	C32H60O5	InChI=1S/C32H60O5/c1-3-5-7-9-10-11-12-15-19-23-31(34)36-26-30(33)27-37-32(35)24-20-16-13-14-18-22-29-25-28(29)21-17-8-6-4-2/h28-30,33H,3-27H2,1-2H3/t28?,29?,30-/m1/s1	HFMSSJFUOPHTQS-QGVFFIPKSA-N	524.444075			MMDBc0032722
BASm0019817	DG(17:0cycw7c/14:0/0:0)	DG(17:0cycw7c/14:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(17:0cycw7c/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCCC1CC1CCCCCC	C34H64O5	InChI=1S/C34H64O5/c1-3-5-7-9-10-11-12-13-14-17-21-25-33(36)38-28-32(35)29-39-34(37)26-22-18-15-16-20-24-31-27-30(31)23-19-8-6-4-2/h30-32,35H,3-29H2,1-2H3/t30?,31?,32-/m1/s1	DVQZMPRJZQQRSZ-DQZOQLMQSA-N	552.4753752			MMDBc0032723
BASm0019818	DG(17:0cycw7c/15:0cyclo/0:0)	DG(17:0cycw7c/15:0cyclo/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(17:0cycw7c/15:0cyclo/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCC1CC1CCCC)COC(=O)CCCCCCCC1CC1CCCCCC	C35H64O5	InChI=1S/C35H64O5/c1-3-5-7-14-20-31-26-32(31)22-16-11-9-13-18-24-35(38)40-28-33(36)27-39-34(37)23-17-12-8-10-15-21-30-25-29(30)19-6-4-2/h29-33,36H,3-28H2,1-2H3/t29?,30?,31?,32?,33-/m1/s1	CQUOHTZBGFKGST-CAYVVRKDSA-N	564.4753752			MMDBc0032724
BASm0019819	DG(17:0cycw7c/16:0/0:0)	DG(17:0cycw7c/16:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(17:0cycw7c/16:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCC1CC1CCCCCC	C36H68O5	InChI=1S/C36H68O5/c1-3-5-7-9-10-11-12-13-14-15-16-19-23-27-35(38)40-30-34(37)31-41-36(39)28-24-20-17-18-22-26-33-29-32(33)25-21-8-6-4-2/h32-34,37H,3-31H2,1-2H3/t32?,33?,34-/m1/s1	YBNIAIIOOPIOLO-NGYOKKRJSA-N	580.5066753			MMDBc0032725
BASm0019820	DG(17:0cycw7c/16:1(9Z)/0:0)	DG(17:0cycw7c/16:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(17:0cycw7c/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COC(=O)CCCCCCCC1CC1CCCCCC	C36H66O5	InChI=1S/C36H66O5/c1-3-5-7-9-10-11-12-13-14-15-16-19-23-27-35(38)40-30-34(37)31-41-36(39)28-24-20-17-18-22-26-33-29-32(33)25-21-8-6-4-2/h11-12,32-34,37H,3-10,13-31H2,1-2H3/b12-11-/t32?,33?,34-/m1/s1	DHLVMRZBCXXXLY-OXCHBZMUSA-N	578.4910252			MMDBc0032726
BASm0019821	DG(17:0cycw7c/17:0cycw7c/0:0)	DG(17:0cycw7c/17:0cycw7c/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(17:0cycw7c/17:0cycw7c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H]C(O)(COC(=O)CCCCCCCC1CC1CCCCCC)COC(=O)CCCCCCCC1CC1CCCCCC	C37H68O5	InChI=1S/C37H68O5/c1-3-5-7-15-21-31-27-33(31)23-17-11-9-13-19-25-36(39)41-29-35(38)30-42-37(40)26-20-14-10-12-18-24-34-28-32(34)22-16-8-6-4-2/h31-35,38H,3-30H2,1-2H3	RVCCOFLVLWUCBU-UHFFFAOYSA-N	592.5066753			MMDBc0032727
BASm0019822	DG(17:0cycw7c/18:1(9Z)/0:0)	DG(17:0cycw7c/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(17:0cycw7c/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCCC1CC1CCCCCC	C38H70O5	InChI=1S/C38H70O5/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-21-25-29-37(40)42-32-36(39)33-43-38(41)30-26-22-19-20-24-28-35-31-34(35)27-23-8-6-4-2/h13-14,34-36,39H,3-12,15-33H2,1-2H3/b14-13-/t34?,35?,36-/m1/s1	KIHDDXAOMUYAHF-FMSYEOQBSA-N	606.5223254			MMDBc0032728
BASm0019823	DG(17:0cycw7c/19:0cycv8c/0:0)	DG(17:0cycw7c/19:0cycv8c/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(17:0cycw7c/19:0cycv8c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCC1CC1CCCCCC)COC(=O)CCCCCCCC1CC1CCCCCC	C39H72O5	InChI=1S/C39H72O5/c1-3-5-7-17-23-33-29-35(33)25-19-13-10-9-11-15-21-27-38(41)43-31-37(40)32-44-39(42)28-22-16-12-14-20-26-36-30-34(36)24-18-8-6-4-2/h33-37,40H,3-32H2,1-2H3/t33?,34?,35?,36?,37-/m1/s1	VYTCBFQZAVIDCT-GGTDZKDPSA-N	620.5379754			MMDBc0032729
BASm0019824	DG(17:0cycw7c/19:iso/0:0)	DG(17:0cycw7c/19:iso/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(17:0cycw7c/19:iso/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	CCCCCCC1CC1CCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCCCCCCCCCC(C)C	C39H74O5	InChI=1S/C39H74O5/c1-4-5-6-22-27-35-31-36(35)28-23-18-16-20-24-29-38(41)43-33-37(32-40)44-39(42)30-25-19-15-13-11-9-7-8-10-12-14-17-21-26-34(2)3/h34-37,40H,4-33H2,1-3H3	DGLNJKBASZPSJE-UHFFFAOYSA-N	622.5536255			MMDBc0032730
BASm0019825	DG(18:1(9Z)/12:0(3-OH)/0:0)	DG(18:1(9Z)/12:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/12:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CC(O)CCCCCCCCC	C33H62O6	InChI=1S/C33H62O6/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-32(36)38-28-31(35)29-39-33(37)27-30(34)25-23-21-19-10-8-6-4-2/h14-15,30-31,34-35H,3-13,16-29H2,1-2H3/b15-14-/t30?,31-/m0/s1	BPODHYBQHQVWEP-RKOAHRITSA-N	554.4546397			MMDBc0032731
BASm0019826	DG(18:1(9Z)/15:0cyclo/0:0)	DG(18:1(9Z)/15:0cyclo/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/15:0cyclo/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCCC1CC1CCCC	C36H66O5	InChI=1S/C36H66O5/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-20-23-27-35(38)40-30-34(37)31-41-36(39)28-24-21-18-19-22-26-33-29-32(33)25-6-4-2/h12-13,32-34,37H,3-11,14-31H2,1-2H3/b13-12-/t32?,33?,34-/m0/s1	GUTLIJQTNGSSPK-VUHZQVJCSA-N	578.4910252			MMDBc0032732
BASm0019827	DG(18:1(9Z)/17:0cycw7c/0:0)	DG(18:1(9Z)/17:0cycw7c/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/17:0cycw7c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCCC1CC1CCCCCC	C38H70O5	InChI=1S/C38H70O5/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-21-25-29-37(40)42-32-36(39)33-43-38(41)30-26-22-19-20-24-28-35-31-34(35)27-23-8-6-4-2/h13-14,34-36,39H,3-12,15-33H2,1-2H3/b14-13-/t34?,35?,36-/m0/s1	KIHDDXAOMUYAHF-MCOZOBPGSA-N	606.5223254			MMDBc0032733
BASm0019828	DG(18:1(9Z)/19:0cycv8c/0:0)	DG(18:1(9Z)/19:0cycv8c/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/19:0cycv8c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCC1CC1CCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC	C40H74O5	InChI=1S/C40H74O5/c1-3-5-7-9-10-11-12-13-14-15-16-17-20-23-27-31-39(42)44-34-38(41)35-45-40(43)32-28-24-21-18-19-22-26-30-37-33-36(37)29-25-8-6-4-2/h13-14,36-38,41H,3-12,15-35H2,1-2H3/b14-13-/t36?,37?,38-/m0/s1	FBLCWCMVDGQAQP-RTNLBGRGSA-N	634.5536255			MMDBc0032734
BASm0019829	DG(18:1(9Z)/19:0cycw8c/0:0)	DG(18:1(9Z)/19:0cycw8c/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/19:0cycw8c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCC1CC1CCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC	C40H74O5	InChI=1S/C40H74O5/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-23-27-31-39(42)44-34-38(41)35-45-40(43)32-28-24-20-19-22-26-30-37-33-36(37)29-25-21-8-6-4-2/h13-14,36-38,41H,3-12,15-35H2,1-2H3/b14-13-/t36?,37?,38-/m0/s1	SCRRDEKVXGMJSZ-RTNLBGRGSA-N	634.5536255			MMDBc0032735
BASm0019830	DG(19:0cycv8c/10:0(3-OH)/0:0)	DG(19:0cycv8c/10:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:0cycv8c/10:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCC1CC1CCCCCC)COC(=O)CC(O)CCCCCCC	C32H60O6	InChI=1S/C32H60O6/c1-3-5-7-12-17-21-29(33)24-32(36)38-26-30(34)25-37-31(35)22-18-14-11-9-10-13-16-20-28-23-27(28)19-15-8-6-4-2/h27-30,33-34H,3-26H2,1-2H3/t27?,28?,29?,30-/m0/s1	OGCBVSAQVVEYQF-IYCLCUOYSA-N	540.4389897			MMDBc0032736
BASm0019831	DG(19:0cycv8c/14:0/0:0)	DG(19:0cycv8c/14:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:0cycv8c/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCCCCC1CC1CCCCCC	C36H68O5	InChI=1S/C36H68O5/c1-3-5-7-9-10-11-12-13-16-19-23-27-35(38)40-30-34(37)31-41-36(39)28-24-20-17-14-15-18-22-26-33-29-32(33)25-21-8-6-4-2/h32-34,37H,3-31H2,1-2H3/t32?,33?,34-/m1/s1	ZXRZMQUAZZFQNI-NGYOKKRJSA-N	580.5066753			MMDBc0032737
BASm0019832	DG(19:0cycv8c/15:0cyclo/0:0)	DG(19:0cycv8c/15:0cyclo/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:0cycv8c/15:0cyclo/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCC1CC1CCCCCC)COC(=O)CCCCCCCC1CC1CCCC	C37H68O5	InChI=1S/C37H68O5/c1-3-5-7-16-22-33-28-34(33)24-17-12-9-8-10-14-19-25-36(39)41-29-35(38)30-42-37(40)26-20-15-11-13-18-23-32-27-31(32)21-6-4-2/h31-35,38H,3-30H2,1-2H3/t31?,32?,33?,34?,35-/m0/s1	KAAWSEQWJWYGRV-LMBHXRIZSA-N	592.5066753			MMDBc0032738
BASm0019833	DG(19:0cycv8c/16:0/0:0)	DG(19:0cycv8c/16:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:0cycv8c/16:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCC1CC1CCCCCC	C38H72O5	InChI=1S/C38H72O5/c1-3-5-7-9-10-11-12-13-14-15-18-21-25-29-37(40)42-32-36(39)33-43-38(41)30-26-22-19-16-17-20-24-28-35-31-34(35)27-23-8-6-4-2/h34-36,39H,3-33H2,1-2H3/t34?,35?,36-/m1/s1	LBGDLBOASCBVHW-QAVQJDDCSA-N	608.5379754			MMDBc0032739
BASm0019834	DG(19:0cycv8c/16:1(9Z)/0:0)	DG(19:0cycv8c/16:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:0cycv8c/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCC1CC1CCCCCC)COC(=O)CCCCCCC\C=C/CCCCCC	C38H70O5	InChI=1S/C38H70O5/c1-3-5-7-9-10-11-12-13-14-15-18-21-25-29-37(40)42-32-36(39)33-43-38(41)30-26-22-19-16-17-20-24-28-35-31-34(35)27-23-8-6-4-2/h11-12,34-36,39H,3-10,13-33H2,1-2H3/b12-11-/t34?,35?,36-/m1/s1	XUWXUPHUKGCWTH-HLULIINISA-N	606.5223254			MMDBc0032740
BASm0019835	DG(19:0cycv8c/17:0cycw7c/0:0)	DG(19:0cycv8c/17:0cycw7c/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:0cycv8c/17:0cycw7c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCC1CC1CCCCCC)COC(=O)CCCCCCCC1CC1CCCCCC	C39H72O5	InChI=1S/C39H72O5/c1-3-5-7-17-23-33-29-35(33)25-19-13-10-9-11-15-21-27-38(41)43-31-37(40)32-44-39(42)28-22-16-12-14-20-26-36-30-34(36)24-18-8-6-4-2/h33-37,40H,3-32H2,1-2H3/t33?,34?,35?,36?,37-/m0/s1	VYTCBFQZAVIDCT-MPRLHPDLSA-N	620.5379754			MMDBc0032741
BASm0019836	DG(19:0cycv8c/18:1(9Z)/0:0)	DG(19:0cycv8c/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:0cycv8c/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@](O)(COC(=O)CCCCCCCCCC1CC1CCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC	C40H74O5	InChI=1S/C40H74O5/c1-3-5-7-9-10-11-12-13-14-15-16-17-20-23-27-31-39(42)44-34-38(41)35-45-40(43)32-28-24-21-18-19-22-26-30-37-33-36(37)29-25-8-6-4-2/h13-14,36-38,41H,3-12,15-35H2,1-2H3/b14-13-/t36?,37?,38-/m1/s1	FBLCWCMVDGQAQP-REWKPPRKSA-N	634.5536255			MMDBc0032742
BASm0019837	DG(19:0cycv8c/19:0cycv8c/0:0)	DG(19:0cycv8c/19:0cycv8c/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:0cycv8c/19:0cycv8c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H]C(O)(COC(=O)CCCCCCCCCC1CC1CCCCCC)COC(=O)CCCCCCCCCC1CC1CCCCCC	C41H76O5	InChI=1S/C41H76O5/c1-3-5-7-19-25-35-31-37(35)27-21-15-11-9-13-17-23-29-40(43)45-33-39(42)34-46-41(44)30-24-18-14-10-12-16-22-28-38-32-36(38)26-20-8-6-4-2/h35-39,42H,3-34H2,1-2H3	GLMIOWNWWSBKSW-UHFFFAOYSA-N	648.5692755			MMDBc0032743
BASm0019838	DG(19:0cycw8c/10:0/0:0)	DG(19:0cycw8c/10:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:0cycw8c/10:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	[H][C@@](O)(COC(=O)CCCCCCCCC)COC(=O)CCCCCCCCC1CC1CCCCCCC	C32H60O5	InChI=1S/C32H60O5/c1-3-5-7-9-10-15-19-23-31(34)36-26-30(33)27-37-32(35)24-20-16-12-11-14-18-22-29-25-28(29)21-17-13-8-6-4-2/h28-30,33H,3-27H2,1-2H3/t28?,29?,30-/m1/s1	BEVUAYDOUNCODZ-QGVFFIPKSA-N	524.444075			MMDBc0032744
BASm0019839	DG(19:iso/10:0(3-OH)/0:0)	DG(19:iso/10:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:iso/10:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	CCCCCCCC(O)CC(=O)OC(CO)COC(=O)CCCCCCCCCCCCCCCC(C)C	C32H62O6	InChI=1S/C32H62O6/c1-4-5-6-16-20-23-29(34)25-32(36)38-30(26-33)27-37-31(35)24-21-18-15-13-11-9-7-8-10-12-14-17-19-22-28(2)3/h28-30,33-34H,4-27H2,1-3H3	MTBHPRPACUWIHF-UHFFFAOYSA-N	542.4546397			MMDBc0032745
BASm0019840	DG(19:iso/10:0/0:0)	DG(19:iso/10:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:iso/10:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	CCCCCCCCCC(=O)OC(CO)COC(=O)CCCCCCCCCCCCCCCC(C)C	C32H62O5	InChI=1S/C32H62O5/c1-4-5-6-7-15-20-23-26-32(35)37-30(27-33)28-36-31(34)25-22-19-17-14-12-10-8-9-11-13-16-18-21-24-29(2)3/h29-30,33H,4-28H2,1-3H3	QGBHXWNSUXLQQU-UHFFFAOYSA-N	526.4597251			MMDBc0032746
BASm0019841	DG(19:iso/12:0(3-OH)/0:0)	DG(19:iso/12:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:iso/12:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	CCCCCCCCCC(O)CC(=O)OC(CO)COC(=O)CCCCCCCCCCCCCCCC(C)C	C34H66O6	InChI=1S/C34H66O6/c1-4-5-6-7-15-19-22-25-31(36)27-34(38)40-32(28-35)29-39-33(37)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-30(2)3/h30-32,35-36H,4-29H2,1-3H3	MWCSSXUEHTVEMA-UHFFFAOYSA-N	570.4859398			MMDBc0032747
BASm0019842	DG(19:iso/12:0/0:0)	DG(19:iso/12:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:iso/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	CCCCCCCCCCCC(=O)OC(CO)COC(=O)CCCCCCCCCCCCCCCC(C)C	C34H66O5	InChI=1S/C34H66O5/c1-4-5-6-7-8-14-19-22-25-28-34(37)39-32(29-35)30-38-33(36)27-24-21-18-16-13-11-9-10-12-15-17-20-23-26-31(2)3/h31-32,35H,4-30H2,1-3H3	WSKTZNHRVUXXEK-UHFFFAOYSA-N	554.4910252			MMDBc0032748
BASm0019843	DG(19:iso/14:0(3-OH)/0:0)	DG(19:iso/14:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:iso/14:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	CCCCCCCCCCCC(O)CC(=O)OC(CO)COC(=O)CCCCCCCCCCCCCCCC(C)C	C36H70O6	InChI=1S/C36H70O6/c1-4-5-6-7-8-14-18-21-24-27-33(38)29-36(40)42-34(30-37)31-41-35(39)28-25-22-19-16-13-11-9-10-12-15-17-20-23-26-32(2)3/h32-34,37-38H,4-31H2,1-3H3	MKHRCQQTSCNNOR-UHFFFAOYSA-N	598.51724			MMDBc0032749
BASm0019844	DG(19:iso/14:0/0:0)	DG(19:iso/14:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:iso/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	CCCCCCCCCCCCCC(=O)OC(CO)COC(=O)CCCCCCCCCCCCCCCC(C)C	C36H70O5	InChI=1S/C36H70O5/c1-4-5-6-7-8-9-13-18-21-24-27-30-36(39)41-34(31-37)32-40-35(38)29-26-23-20-17-15-12-10-11-14-16-19-22-25-28-33(2)3/h33-34,37H,4-32H2,1-3H3	UUTXBAPDVIHVHY-UHFFFAOYSA-N	582.5223254			MMDBc0032750
BASm0019845	DG(19:iso/17:0cycw7c/0:0)	DG(19:iso/17:0cycw7c/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:iso/17:0cycw7c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	CCCCCCC1CC1CCCCCCCC(=O)OC(CO)COC(=O)CCCCCCCCCCCCCCCC(C)C	C39H74O5	InChI=1S/C39H74O5/c1-4-5-6-22-27-35-31-36(35)28-23-18-16-20-25-30-39(42)44-37(32-40)33-43-38(41)29-24-19-15-13-11-9-7-8-10-12-14-17-21-26-34(2)3/h34-37,40H,4-33H2,1-3H3	UKYAXGOPEVRFDM-UHFFFAOYSA-N	622.5536255			MMDBc0032751
BASm0019846	DG(19:iso/19:0cycv8c/0:0)	DG(19:iso/19:0cycv8c/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:iso/19:0cycv8c/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	CCCCCCC1CC1CCCCCCCCCC(=O)OC(CO)COC(=O)CCCCCCCCCCCCCCCC(C)C	C41H78O5	InChI=1S/C41H78O5/c1-4-5-6-24-29-37-33-38(37)30-25-20-16-14-18-22-27-32-41(44)46-39(34-42)35-45-40(43)31-26-21-17-13-11-9-7-8-10-12-15-19-23-28-36(2)3/h36-39,42H,4-35H2,1-3H3	NSQFOAKLLBEHFD-UHFFFAOYSA-N	650.5849256			MMDBc0032752
BASm0019847	DG(19:iso/19:iso/0:0)	DG(19:iso/19:iso/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:iso/19:iso/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Expected Solid	CC(C)CCCCCCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCCCCCCCCCC(C)C	C41H80O5	InChI=1S/C41H80O5/c1-37(2)31-27-23-19-15-11-7-5-9-13-17-21-25-29-33-40(43)45-36-39(35-42)46-41(44)34-30-26-22-18-14-10-6-8-12-16-20-24-28-32-38(3)4/h37-39,42H,5-36H2,1-4H3	QFGRFHWYEFCAND-UHFFFAOYSA-N	652.6005757			MMDBc0032753
BASm0019848	CL(10:0(3-OH)/10:0/10:0(3-OH)/10:0)	CL(10:0(3-OH)/10:0/10:0(3-OH)/10:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0(3-OH)/10:0/10:0(3-OH)/10:0) contains two chains of 3-hydroxydecanoic acid at the C1 and C3 positions, two chains of decanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCC	C49H94O19P2	InChI=1S/C49H94O19P2/c1-5-9-13-17-19-23-27-31-46(53)67-44(37-61-48(55)33-41(50)29-25-21-15-11-7-3)39-65-69(57,58)63-35-43(52)36-64-70(59,60)66-40-45(68-47(54)32-28-24-20-18-14-10-6-2)38-62-49(56)34-42(51)30-26-22-16-12-8-4/h41-45,50-52H,5-40H2,1-4H3,(H,57,58)(H,59,60)/t41?,42?,43?,44-,45-/m1/s1	HRKKWTYSQWMOAT-YKNJRREUSA-N	1048.586455			MMDBc0032754
BASm0019849	CL(10:0(3-OH)/12:0(3-OH)/10:0(3-OH)/12:0(3-OH))	CL(10:0(3-OH)/12:0(3-OH)/10:0(3-OH)/12:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0(3-OH)/12:0(3-OH)/10:0(3-OH)/12:0(3-OH)) contains two chains of 3-hydroxydecanoic acid at the C1 and C3 positions, two chains of 3-hydroxydodecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CC(O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CC(O)CCCCCCCCC	C53H102O21P2	InChI=1S/C53H102O21P2/c1-5-9-13-17-19-23-27-31-45(56)35-52(61)73-48(39-67-50(59)33-43(54)29-25-21-15-11-7-3)41-71-75(63,64)69-37-47(58)38-70-76(65,66)72-42-49(40-68-51(60)34-44(55)30-26-22-16-12-8-4)74-53(62)36-46(57)32-28-24-20-18-14-10-6-2/h43-49,54-58H,5-42H2,1-4H3,(H,63,64)(H,65,66)/t43?,44?,45?,46?,47?,48-,49-/m1/s1	FITHCTQDHVYIMH-UKFWLGQFSA-N	1136.638884			MMDBc0032755
BASm0019850	CL(10:0(3-OH)/12:0/10:0(3-OH)/12:0)	CL(10:0(3-OH)/12:0/10:0(3-OH)/12:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0(3-OH)/12:0/10:0(3-OH)/12:0) contains two chains of 3-hydroxydecanoic acid at the C1 and C3 positions, two chains of dodecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCCCC	C53H102O19P2	InChI=1S/C53H102O19P2/c1-5-9-13-17-19-21-23-27-31-35-50(57)71-48(41-65-52(59)37-45(54)33-29-25-15-11-7-3)43-69-73(61,62)67-39-47(56)40-68-74(63,64)70-44-49(42-66-53(60)38-46(55)34-30-26-16-12-8-4)72-51(58)36-32-28-24-22-20-18-14-10-6-2/h45-49,54-56H,5-44H2,1-4H3,(H,61,62)(H,63,64)/t45?,46?,47?,48-,49-/m1/s1	DGDOHKNVILKHDL-YFLPBSEUSA-N	1104.649055			MMDBc0032756
BASm0019851	CL(10:0(3-OH)/15:0cyclo/10:0(3-OH)/15:0cyclo)	CL(10:0(3-OH)/15:0cyclo/10:0(3-OH)/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0(3-OH)/15:0cyclo/10:0(3-OH)/15:0cyclo) contains two chains of 3-hydroxydecanoic acid at the C1 and C3 positions, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C59H110O19P2	InChI=1S/C59H110O19P2/c1-5-9-13-17-25-33-51(60)39-58(65)71-43-54(77-56(63)35-27-21-15-19-23-31-49-37-47(49)29-11-7-3)45-75-79(67,68)73-41-53(62)42-74-80(69,70)76-46-55(44-72-59(66)40-52(61)34-26-18-14-10-6-2)78-57(64)36-28-22-16-20-24-32-50-38-48(50)30-12-8-4/h47-55,60-62H,5-46H2,1-4H3,(H,67,68)(H,69,70)/t47?,48?,49?,50?,51?,52?,53?,54-,55-/m1/s1	UYDLONLCXSKNNZ-CVYOGFJLSA-N	1184.711655			MMDBc0032757
BASm0019852	CL(10:0(3-OH)/16:0/10:0(3-OH)/16:0)	CL(10:0(3-OH)/16:0/10:0(3-OH)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0(3-OH)/16:0/10:0(3-OH)/16:0) contains two chains of 3-hydroxydecanoic acid at the C1 and C3 positions, two chains of hexadecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C61H118O19P2	InChI=1S/C61H118O19P2/c1-5-9-13-17-19-21-23-25-27-29-31-35-39-43-58(65)79-56(49-73-60(67)45-53(62)41-37-33-15-11-7-3)51-77-81(69,70)75-47-55(64)48-76-82(71,72)78-52-57(50-74-61(68)46-54(63)42-38-34-16-12-8-4)80-59(66)44-40-36-32-30-28-26-24-22-20-18-14-10-6-2/h53-57,62-64H,5-52H2,1-4H3,(H,69,70)(H,71,72)/t53?,54?,55?,56-,57-/m1/s1	SLBDIJYTHCGLEN-IGRRIJAJSA-N	1216.774256			MMDBc0032758
BASm0019853	CL(10:0(3-OH)/16:1(9Z)/10:0(3-OH)/16:1(9Z))	CL(10:0(3-OH)/16:1(9Z)/10:0(3-OH)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0(3-OH)/16:1(9Z)/10:0(3-OH)/16:1(9Z)) contains two chains of 3-hydroxydecanoic acid at the C1 and C3 positions, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C61H114O19P2	InChI=1S/C61H114O19P2/c1-5-9-13-17-19-21-23-25-27-29-31-35-39-43-58(65)79-56(49-73-60(67)45-53(62)41-37-33-15-11-7-3)51-77-81(69,70)75-47-55(64)48-76-82(71,72)78-52-57(50-74-61(68)46-54(63)42-38-34-16-12-8-4)80-59(66)44-40-36-32-30-28-26-24-22-20-18-14-10-6-2/h21-24,53-57,62-64H,5-20,25-52H2,1-4H3,(H,69,70)(H,71,72)/b23-21-,24-22-/t53?,54?,55?,56-,57-/m1/s1	CSDKIANMLRKNGX-NYROPECXSA-N	1212.742955			MMDBc0032759
BASm0019854	CL(10:0(3-OH)/17:0cycw7c/10:0(3-OH)/17:0cycw7c)	CL(10:0(3-OH)/17:0cycw7c/10:0(3-OH)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0(3-OH)/17:0cycw7c/10:0(3-OH)/17:0cycw7c) contains two chains of 3-hydroxydecanoic acid at the C1 and C3 positions, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C63H118O19P2	InChI=1S/C63H118O19P2/c1-5-9-13-19-29-37-55(64)43-62(69)75-47-58(81-60(67)39-31-23-17-21-27-35-53-41-51(53)33-25-15-11-7-3)49-79-83(71,72)77-45-57(66)46-78-84(73,74)80-50-59(48-76-63(70)44-56(65)38-30-20-14-10-6-2)82-61(68)40-32-24-18-22-28-36-54-42-52(54)34-26-16-12-8-4/h51-59,64-66H,5-50H2,1-4H3,(H,71,72)(H,73,74)/t51?,52?,53?,54?,55?,56?,57?,58-,59-/m1/s1	AUFBYIKBWLDUFL-XAUHHPPFSA-N	1240.774256			MMDBc0032760
BASm0019855	CL(10:0(3-OH)/17:0cycw7c/14:0/14:0)	CL(10:0(3-OH)/17:0cycw7c/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0(3-OH)/17:0cycw7c/14:0/14:0) contains one chain of 3-hydroxydecanoic acid at the C1 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C64H122O18P2	InChI=1S/C64H122O18P2/c1-5-9-13-17-19-21-23-25-27-32-38-44-61(67)75-51-59(81-62(68)45-39-33-28-26-24-22-20-18-14-10-6-2)53-79-83(71,72)77-49-58(66)50-78-84(73,74)80-54-60(52-76-64(70)48-57(65)43-37-30-15-11-7-3)82-63(69)46-40-34-29-31-36-42-56-47-55(56)41-35-16-12-8-4/h55-60,65-66H,5-54H2,1-4H3,(H,71,72)(H,73,74)/t55?,56?,57?,58-,59-,60-/m1/s1	YQUAEZYKXNYZDT-AHPVWDQFSA-N	1240.810641			MMDBc0032761
BASm0019856	CL(10:0(3-OH)/19:0cycv8c/10:0(3-OH)/19:0cycv8c)	CL(10:0(3-OH)/19:0cycv8c/10:0(3-OH)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0(3-OH)/19:0cycv8c/10:0(3-OH)/19:0cycv8c) contains two chains of 3-hydroxydecanoic acid at the C1 and C3 positions, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C67H126O19P2	InChI=1S/C67H126O19P2/c1-5-9-13-23-33-41-59(68)47-66(73)79-51-62(85-64(71)43-35-27-21-17-19-25-31-39-57-45-55(57)37-29-15-11-7-3)53-83-87(75,76)81-49-61(70)50-82-88(77,78)84-54-63(52-80-67(74)48-60(69)42-34-24-14-10-6-2)86-65(72)44-36-28-22-18-20-26-32-40-58-46-56(58)38-30-16-12-8-4/h55-63,68-70H,5-54H2,1-4H3,(H,75,76)(H,77,78)/t55?,56?,57?,58?,59?,60?,61?,62-,63-/m1/s1	UPNWYUUKHWQYMM-FESLJMJVSA-N	1296.836856			MMDBc0032762
BASm0019857	CL(10:0(3-OH)/19:iso/10:0(3-OH)/19:iso)	CL(10:0(3-OH)/19:iso/10:0(3-OH)/19:iso) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0(3-OH)/19:iso/10:0(3-OH)/19:iso) contains two chains of 3-hydroxydecanoic acid at the C1 and C3 positions, two chains of 17-methylocatdecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C67H130O19P2	InChI=1S/C67H130O19P2/c1-7-9-11-31-39-45-59(68)49-66(73)79-53-62(85-64(71)47-41-35-29-25-21-17-13-15-19-23-27-33-37-43-57(3)4)55-83-87(75,76)81-51-61(70)52-82-88(77,78)84-56-63(54-80-67(74)50-60(69)46-40-32-12-10-8-2)86-65(72)48-42-36-30-26-22-18-14-16-20-24-28-34-38-44-58(5)6/h57-63,68-70H,7-56H2,1-6H3,(H,75,76)(H,77,78)/t59?,60?,61?,62-,63-/m1/s1	JDDBOGVREIBFKO-WMMBDXMASA-N	1300.868156			MMDBc0032763
BASm0019858	CL(10:0/10:0(3-OH)/10:0/10:0(3-OH))	CL(10:0/10:0(3-OH)/10:0/10:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0(3-OH)/10:0/10:0(3-OH)) contains two chains of decanoic acid at the C1 and C3 positions, two chains of 3-hydroxydecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CC(O)CCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CC(O)CCCCCCC	C49H94O19P2	InChI=1S/C49H94O19P2/c1-5-9-13-17-19-23-27-31-46(53)61-37-44(67-48(55)33-41(50)29-25-21-15-11-7-3)39-65-69(57,58)63-35-43(52)36-64-70(59,60)66-40-45(38-62-47(54)32-28-24-20-18-14-10-6-2)68-49(56)34-42(51)30-26-22-16-12-8-4/h41-45,50-52H,5-40H2,1-4H3,(H,57,58)(H,59,60)/t41?,42?,43?,44-,45-/m1/s1	OOFJJWGSNIFXRV-YKNJRREUSA-N	1048.586455			MMDBc0032764
BASm0019859	CL(10:0/12:0(3-OH)/10:0/12:0(3-OH))	CL(10:0/12:0(3-OH)/10:0/12:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0(3-OH)/10:0/12:0(3-OH)) contains two chains of decanoic acid at the C1 and C3 positions, two chains of 3-hydroxydodecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CC(O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CC(O)CCCCCCCCC	C53H102O19P2	InChI=1S/C53H102O19P2/c1-5-9-13-17-21-25-29-33-45(54)37-52(59)71-48(41-65-50(57)35-31-27-23-19-15-11-7-3)43-69-73(61,62)67-39-47(56)40-68-74(63,64)70-44-49(42-66-51(58)36-32-28-24-20-16-12-8-4)72-53(60)38-46(55)34-30-26-22-18-14-10-6-2/h45-49,54-56H,5-44H2,1-4H3,(H,61,62)(H,63,64)/t45?,46?,47?,48-,49-/m1/s1	ALDHUTWFHNXDLI-YFLPBSEUSA-N	1104.649055			MMDBc0032765
BASm0019860	CL(10:0/17:0cycw7c/14:0/14:0)	CL(10:0/17:0cycw7c/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/17:0cycw7c/14:0/14:0) contains one chain of decanoic acid at the C1 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C64H122O17P2	InChI=1S/C64H122O17P2/c1-5-9-13-17-20-22-24-26-29-34-40-46-62(67)75-52-59(80-63(68)47-41-35-30-27-25-23-21-18-14-10-6-2)54-78-82(70,71)76-50-58(65)51-77-83(72,73)79-55-60(53-74-61(66)45-39-33-28-19-15-11-7-3)81-64(69)48-42-36-31-32-38-44-57-49-56(57)43-37-16-12-8-4/h56-60,65H,5-55H2,1-4H3,(H,70,71)(H,72,73)/t56?,57?,58-,59-,60-/m1/s1	BRPBSADVPNYBRL-STPLVTIASA-N	1224.815726			MMDBc0032766
BASm0019861	CL(12:0(3-OH)/10:0(3-OH)/12:0(3-OH)/10:0(3-OH))	CL(12:0(3-OH)/10:0(3-OH)/12:0(3-OH)/10:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0(3-OH)/10:0(3-OH)/12:0(3-OH)/10:0(3-OH)) contains two chains of 3-hydroxydodecanoic acid at the C1 and C3 positions, two chains of 3-hydroxydecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CC(O)CCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CC(O)CCCCCCC	C53H102O21P2	InChI=1S/C53H102O21P2/c1-5-9-13-17-19-23-27-29-43(54)33-50(59)67-39-48(73-52(61)35-45(56)31-25-21-15-11-7-3)41-71-75(63,64)69-37-47(58)38-70-76(65,66)72-42-49(74-53(62)36-46(57)32-26-22-16-12-8-4)40-68-51(60)34-44(55)30-28-24-20-18-14-10-6-2/h43-49,54-58H,5-42H2,1-4H3,(H,63,64)(H,65,66)/t43?,44?,45?,46?,47?,48-,49-/m1/s1	YVBKEXYNWWYDAM-UKFWLGQFSA-N	1136.638884			MMDBc0032767
BASm0019862	CL(12:0(3-OH)/10:0/12:0(3-OH)/10:0)	CL(12:0(3-OH)/10:0/12:0(3-OH)/10:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0(3-OH)/10:0/12:0(3-OH)/10:0) contains two chains of 3-hydroxydodecanoic acid at the C1 and C3 positions, two chains of decanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCC	C53H102O19P2	InChI=1S/C53H102O19P2/c1-5-9-13-17-21-25-29-33-45(54)37-52(59)65-41-48(71-50(57)35-31-27-23-19-15-11-7-3)43-69-73(61,62)67-39-47(56)40-68-74(63,64)70-44-49(72-51(58)36-32-28-24-20-16-12-8-4)42-66-53(60)38-46(55)34-30-26-22-18-14-10-6-2/h45-49,54-56H,5-44H2,1-4H3,(H,61,62)(H,63,64)/t45?,46?,47?,48-,49-/m1/s1	SSHPGSUXQOMGRB-YFLPBSEUSA-N	1104.649055			MMDBc0032768
BASm0019863	CL(12:0(3-OH)/12:0(3-OH)/12:0/12:0)	CL(12:0(3-OH)/12:0(3-OH)/12:0/12:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0(3-OH)/12:0(3-OH)/12:0/12:0) contains two chains of 3-hydroxydodecanoic acid at the C1 and C2 positions, two chains of dodecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CC(O)CCCCCCCCC	C57H110O19P2	InChI=1S/C57H110O19P2/c1-5-9-13-17-21-23-27-31-35-39-54(61)69-45-52(75-55(62)40-36-32-28-24-22-18-14-10-6-2)47-73-77(65,66)71-43-51(60)44-72-78(67,68)74-48-53(76-57(64)42-50(59)38-34-30-26-20-16-12-8-4)46-70-56(63)41-49(58)37-33-29-25-19-15-11-7-3/h49-53,58-60H,5-48H2,1-4H3,(H,65,66)(H,67,68)/t49?,50?,51-,52-,53-/m1/s1	QBJXENSUYBAADW-QKVBETPNSA-N	1160.711655			MMDBc0032769
BASm0019864	CL(12:0(3-OH)/12:0/12:0/12:0)	CL(12:0(3-OH)/12:0/12:0/12:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0(3-OH)/12:0/12:0/12:0) contains one chain of 3-hydroxydodecanoic acid at the C1 position, three chains of dodecanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C57H110O18P2	InChI=1S/C57H110O18P2/c1-5-9-13-17-21-24-28-32-36-40-54(60)68-46-52(74-55(61)41-37-33-29-25-22-18-14-10-6-2)48-72-76(64,65)70-44-51(59)45-71-77(66,67)73-49-53(75-56(62)42-38-34-30-26-23-19-15-11-7-3)47-69-57(63)43-50(58)39-35-31-27-20-16-12-8-4/h50-53,58-59H,5-49H2,1-4H3,(H,64,65)(H,66,67)/t50?,51-,52-,53-/m1/s1	AKXDNIPGKSZHAG-HGRAGOTOSA-N	1144.716741			MMDBc0032770
BASm0019865	CL(12:0(3-OH)/14:0(3-OH)/12:0(3-OH)/14:0(3-OH))	CL(12:0(3-OH)/14:0(3-OH)/12:0(3-OH)/14:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0(3-OH)/14:0(3-OH)/12:0(3-OH)/14:0(3-OH)) contains two chains of 3-hydroxydodecanoic acid at the C1 and C3 positions, two chains of 3-hydroxytetradecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C61H118O21P2	InChI=1S/C61H118O21P2/c1-5-9-13-17-21-23-27-31-35-39-53(64)43-60(69)81-56(47-75-58(67)41-51(62)37-33-29-25-19-15-11-7-3)49-79-83(71,72)77-45-55(66)46-78-84(73,74)80-50-57(48-76-59(68)42-52(63)38-34-30-26-20-16-12-8-4)82-61(70)44-54(65)40-36-32-28-24-22-18-14-10-6-2/h51-57,62-66H,5-50H2,1-4H3,(H,71,72)(H,73,74)/t51?,52?,53?,54?,55?,56-,57-/m1/s1	LUPCLQDLHVCBIF-LPRALUPZSA-N	1248.764085			MMDBc0032771
BASm0019866	CL(12:0(3-OH)/14:0/12:0(3-OH)/14:0)	CL(12:0(3-OH)/14:0/12:0(3-OH)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0(3-OH)/14:0/12:0(3-OH)/14:0) contains two chains of 3-hydroxydodecanoic acid at the C1 and C3 positions, two chains of tetradecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C61H118O19P2	InChI=1S/C61H118O19P2/c1-5-9-13-17-21-23-25-27-31-35-39-43-58(65)79-56(49-73-60(67)45-53(62)41-37-33-29-19-15-11-7-3)51-77-81(69,70)75-47-55(64)48-76-82(71,72)78-52-57(50-74-61(68)46-54(63)42-38-34-30-20-16-12-8-4)80-59(66)44-40-36-32-28-26-24-22-18-14-10-6-2/h53-57,62-64H,5-52H2,1-4H3,(H,69,70)(H,71,72)/t53?,54?,55?,56-,57-/m1/s1	QJIQTFRNMRIQLN-IGRRIJAJSA-N	1216.774256			MMDBc0032772
BASm0019867	CL(12:0(3-OH)/15:0/12:0(3-OH)/15:0)	CL(12:0(3-OH)/15:0/12:0(3-OH)/15:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0(3-OH)/15:0/12:0(3-OH)/15:0) contains two chains of 3-hydroxydodecanoic acid at the C1 and C3 positions, two chains of pentadecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C63H122O19P2	InChI=1S/C63H122O19P2/c1-5-9-13-17-21-23-25-27-29-33-37-41-45-60(67)81-58(51-75-62(69)47-55(64)43-39-35-31-19-15-11-7-3)53-79-83(71,72)77-49-57(66)50-78-84(73,74)80-54-59(52-76-63(70)48-56(65)44-40-36-32-20-16-12-8-4)82-61(68)46-42-38-34-30-28-26-24-22-18-14-10-6-2/h55-59,64-66H,5-54H2,1-4H3,(H,71,72)(H,73,74)/t55?,56?,57?,58-,59-/m1/s1	LFECJZGRDYJNGB-KZICPFDBSA-N	1244.805556			MMDBc0032773
BASm0019868	CL(12:0(3-OH)/15:0cyclo/12:0(3-OH)/15:0cyclo)	CL(12:0(3-OH)/15:0cyclo/12:0(3-OH)/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0(3-OH)/15:0cyclo/12:0(3-OH)/15:0cyclo) contains two chains of 3-hydroxydodecanoic acid at the C1 and C3 positions, two chains of cis-9,10-Methylenetetradecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C63H118O19P2	InChI=1S/C63H118O19P2/c1-5-9-13-15-17-23-29-37-55(64)43-62(69)75-47-58(81-60(67)39-31-25-19-21-27-35-53-41-51(53)33-11-7-3)49-79-83(71,72)77-45-57(66)46-78-84(73,74)80-50-59(48-76-63(70)44-56(65)38-30-24-18-16-14-10-6-2)82-61(68)40-32-26-20-22-28-36-54-42-52(54)34-12-8-4/h51-59,64-66H,5-50H2,1-4H3,(H,71,72)(H,73,74)/t51?,52?,53?,54?,55?,56?,57?,58-,59-/m1/s1	FIQYKLDNQRINKQ-XAUHHPPFSA-N	1240.774256			MMDBc0032774
BASm0019869	CL(12:0(3-OH)/17:0cycw7c/12:0(3-OH)/17:0cycw7c)	CL(12:0(3-OH)/17:0cycw7c/12:0(3-OH)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0(3-OH)/17:0cycw7c/12:0(3-OH)/17:0cycw7c) contains two chains of 3-hydroxydodecanoic acid at the C1 and C3 positions, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C67H126O19P2	InChI=1S/C67H126O19P2/c1-5-9-13-17-19-25-33-41-59(68)47-66(73)79-51-62(85-64(71)43-35-27-21-23-31-39-57-45-55(57)37-29-15-11-7-3)53-83-87(75,76)81-49-61(70)50-82-88(77,78)84-54-63(52-80-67(74)48-60(69)42-34-26-20-18-14-10-6-2)86-65(72)44-36-28-22-24-32-40-58-46-56(58)38-30-16-12-8-4/h55-63,68-70H,5-54H2,1-4H3,(H,75,76)(H,77,78)/t55?,56?,57?,58?,59?,60?,61?,62-,63-/m1/s1	YIXAHKGRPYTLAN-FESLJMJVSA-N	1296.836856			MMDBc0032775
BASm0019870	CL(12:0(3-OH)/17:0cycw7c/12:0/12:0)	CL(12:0(3-OH)/17:0cycw7c/12:0/12:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0(3-OH)/17:0cycw7c/12:0/12:0) contains one chain of 3-hydroxydodecanoic acid at the C1 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C2 position, two chains of dodecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C62H118O18P2	InChI=1S/C62H118O18P2/c1-5-9-13-17-20-22-25-30-36-42-59(65)73-49-57(79-60(66)43-37-31-26-23-21-18-14-10-6-2)51-77-81(69,70)75-47-56(64)48-76-82(71,72)78-52-58(50-74-62(68)46-55(63)41-35-29-24-19-15-11-7-3)80-61(67)44-38-32-27-28-34-40-54-45-53(54)39-33-16-12-8-4/h53-58,63-64H,5-52H2,1-4H3,(H,69,70)(H,71,72)/t53?,54?,55?,56-,57-,58-/m1/s1	LUPCMLLQXTXDKS-TYRFVPGNSA-N	1212.779341			MMDBc0032776
BASm0019871	CL(12:0(3-OH)/18:1(9Z)/12:0(3-OH)/18:1(9Z))	CL(12:0(3-OH)/18:1(9Z)/12:0(3-OH)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0(3-OH)/18:1(9Z)/12:0(3-OH)/18:1(9Z)) contains two chains of 3-hydroxydodecanoic acid at the C1 and C3 positions, two chains of (9Z-octadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H130O19P2	InChI=1S/C69H130O19P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-39-43-47-51-66(73)87-64(57-81-68(75)53-61(70)49-45-41-37-19-15-11-7-3)59-85-89(77,78)83-55-63(72)56-84-90(79,80)86-60-65(58-82-69(76)54-62(71)50-46-42-38-20-16-12-8-4)88-67(74)52-48-44-40-36-34-32-30-28-26-24-22-18-14-10-6-2/h27-30,61-65,70-72H,5-26,31-60H2,1-4H3,(H,77,78)(H,79,80)/b29-27-,30-28-/t61?,62?,63?,64-,65-/m1/s1	ZXZAXTKJYWYELO-XULZQHSNSA-N	1324.868156			MMDBc0032777
BASm0019872	CL(12:0(3-OH)/19:0cycv8c/12:0(3-OH)/19:0cycv8c)	CL(12:0(3-OH)/19:0cycv8c/12:0(3-OH)/19:0cycv8c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0(3-OH)/19:0cycv8c/12:0(3-OH)/19:0cycv8c) contains two chains of 3-hydroxydodecanoic acid at the C1 and C3 positions, two chains of (heptadec-11-12-cyclo-anoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C71H134O19P2	InChI=1S/C71H134O19P2/c1-5-9-13-17-21-29-37-45-63(72)51-70(77)83-55-66(89-68(75)47-39-31-25-19-23-27-35-43-61-49-59(61)41-33-15-11-7-3)57-87-91(79,80)85-53-65(74)54-86-92(81,82)88-58-67(56-84-71(78)52-64(73)46-38-30-22-18-14-10-6-2)90-69(76)48-40-32-26-20-24-28-36-44-62-50-60(62)42-34-16-12-8-4/h59-67,72-74H,5-58H2,1-4H3,(H,79,80)(H,81,82)/t59?,60?,61?,62?,63?,64?,65?,66-,67-/m1/s1	XQZXNZMGKNVVID-GCHYIDFVSA-N	1352.899456			MMDBc0032778
BASm0019873	CL(12:0(3-OH)/19:iso/12:0(3-OH)/19:iso)	CL(12:0(3-OH)/19:iso/12:0(3-OH)/19:iso) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0(3-OH)/19:iso/12:0(3-OH)/19:iso) contains two chains of 3-hydroxydodecanoic acid at the C1 and C3 positions, two chains of 17-methylocatdecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C71H138O19P2	InChI=1S/C71H138O19P2/c1-7-9-11-13-29-37-43-49-63(72)53-70(77)83-57-66(89-68(75)51-45-39-33-27-23-19-15-17-21-25-31-35-41-47-61(3)4)59-87-91(79,80)85-55-65(74)56-86-92(81,82)88-60-67(58-84-71(78)54-64(73)50-44-38-30-14-12-10-8-2)90-69(76)52-46-40-34-28-24-20-16-18-22-26-32-36-42-48-62(5)6/h61-67,72-74H,7-60H2,1-6H3,(H,79,80)(H,81,82)/t63?,64?,65?,66-,67-/m1/s1	QCWLBPBKWAWLSW-RIAFQRAESA-N	1356.930756			MMDBc0032779
BASm0019874	CL(12:0/10:0(3-OH)/12:0/10:0(3-OH))	CL(12:0/10:0(3-OH)/12:0/10:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/10:0(3-OH)/12:0/10:0(3-OH)) contains two chains of dodecanoic acid at the C1 and C3 positions, two chains of 3-hydroxydecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCC	C53H102O19P2	InChI=1S/C53H102O19P2/c1-5-9-13-17-19-21-23-27-31-35-50(57)65-41-48(71-52(59)37-45(54)33-29-25-15-11-7-3)43-69-73(61,62)67-39-47(56)40-68-74(63,64)70-44-49(72-53(60)38-46(55)34-30-26-16-12-8-4)42-66-51(58)36-32-28-24-22-20-18-14-10-6-2/h45-49,54-56H,5-44H2,1-4H3,(H,61,62)(H,63,64)/t45?,46?,47?,48-,49-/m1/s1	QFLNLUUSOSOJGE-YFLPBSEUSA-N	1104.649055			MMDBc0032780
BASm0019875	CL(12:0/12:0(3-OH)/12:0/12:0)	CL(12:0/12:0(3-OH)/12:0/12:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0(3-OH)/12:0/12:0) contains three chains of dodecanoic acid at the C1, C3 and C4 positions, one chain of 3-hydroxydodecanoic acid at the C2 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCC	C57H110O18P2	InChI=1S/C57H110O18P2/c1-5-9-13-17-21-24-28-32-36-40-54(60)68-46-52(74-56(62)42-38-34-30-26-23-19-15-11-7-3)48-72-76(64,65)70-44-51(59)45-71-77(66,67)73-49-53(47-69-55(61)41-37-33-29-25-22-18-14-10-6-2)75-57(63)43-50(58)39-35-31-27-20-16-12-8-4/h50-53,58-59H,5-49H2,1-4H3,(H,64,65)(H,66,67)/t50?,51-,52-,53-/m1/s1	KQZABZVRRQJHBG-HGRAGOTOSA-N	1144.716741			MMDBc0032781
BASm0019876	CL(12:0/14:0(3-OH)/12:0/14:0(3-OH))	CL(12:0/14:0(3-OH)/12:0/14:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0(3-OH)/12:0/14:0(3-OH)) contains two chains of dodecanoic acid at the C1 and C3 positions, two chains of 3-hydroxytetradecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C61H118O19P2	InChI=1S/C61H118O19P2/c1-5-9-13-17-21-25-29-33-37-41-53(62)45-60(67)79-56(49-73-58(65)43-39-35-31-27-23-19-15-11-7-3)51-77-81(69,70)75-47-55(64)48-76-82(71,72)78-52-57(50-74-59(66)44-40-36-32-28-24-20-16-12-8-4)80-61(68)46-54(63)42-38-34-30-26-22-18-14-10-6-2/h53-57,62-64H,5-52H2,1-4H3,(H,69,70)(H,71,72)/t53?,54?,55?,56-,57-/m1/s1	IPHARGVHDGWYTJ-IGRRIJAJSA-N	1216.774256			MMDBc0032782
BASm0019877	CL(12:0/17:0cycw7c/12:0/12:0)	CL(12:0/17:0cycw7c/12:0/12:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/17:0cycw7c/12:0/12:0) contains three chains of dodecanoic acid at the C1, C3 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C2 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C62H118O17P2	InChI=1S/C62H118O17P2/c1-5-9-13-17-20-23-26-31-37-43-59(64)72-50-57(78-61(66)45-39-33-28-25-22-19-15-11-7-3)52-76-80(68,69)74-48-56(63)49-75-81(70,71)77-53-58(51-73-60(65)44-38-32-27-24-21-18-14-10-6-2)79-62(67)46-40-34-29-30-36-42-55-47-54(55)41-35-16-12-8-4/h54-58,63H,5-53H2,1-4H3,(H,68,69)(H,70,71)/t54?,55?,56-,57-,58-/m1/s1	FNKHUISWOSXPAF-ZEFBSPDHSA-N	1196.784426			MMDBc0032783
BASm0019878	CL(12:0/19:iso/12:0/19:iso)	CL(12:0/19:iso/12:0/19:iso) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/19:iso/12:0/19:iso) contains two chains of dodecanoic acid at the C1 and C3 positions, two chains of 17-methylocatdecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C71H138O17P2	InChI=1S/C71H138O17P2/c1-7-9-11-13-15-27-35-41-47-53-68(73)81-59-66(87-70(75)55-49-43-37-31-25-21-17-19-23-29-33-39-45-51-63(3)4)61-85-89(77,78)83-57-65(72)58-84-90(79,80)86-62-67(60-82-69(74)54-48-42-36-28-16-14-12-10-8-2)88-71(76)56-50-44-38-32-26-22-18-20-24-30-34-40-46-52-64(5)6/h63-67,72H,7-62H2,1-6H3,(H,77,78)(H,79,80)/t66-,67-/m1/s1	KCGDPCNRQXDUNG-WOTDMVFCSA-N	1324.940927			MMDBc0032784
BASm0019879	CL(14:0(3-OH)/12:0(3-OH)/14:0(3-OH)/12:0(3-OH))	CL(14:0(3-OH)/12:0(3-OH)/14:0(3-OH)/12:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0(3-OH)/12:0(3-OH)/14:0(3-OH)/12:0(3-OH)) contains two chains of 3-hydroxytetradecanoic acid at the C1 and C3 positions, two chains of 3-hydroxydodecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCC	C61H118O21P2	InChI=1S/C61H118O21P2/c1-5-9-13-17-21-23-27-31-33-37-51(62)41-58(67)75-47-56(81-60(69)43-53(64)39-35-29-25-19-15-11-7-3)49-79-83(71,72)77-45-55(66)46-78-84(73,74)80-50-57(82-61(70)44-54(65)40-36-30-26-20-16-12-8-4)48-76-59(68)42-52(63)38-34-32-28-24-22-18-14-10-6-2/h51-57,62-66H,5-50H2,1-4H3,(H,71,72)(H,73,74)/t51?,52?,53?,54?,55?,56-,57-/m1/s1	BSPIXAHNIJSALC-LPRALUPZSA-N	1248.764085			MMDBc0032785
BASm0019880	CL(14:0(3-OH)/12:0/14:0(3-OH)/12:0)	CL(14:0(3-OH)/12:0/14:0(3-OH)/12:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0(3-OH)/12:0/14:0(3-OH)/12:0) contains two chains of 3-hydroxytetradecanoic acid at the C1 and C3 positions, two chains of dodecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H118O19P2	InChI=1S/C61H118O19P2/c1-5-9-13-17-21-25-29-33-37-41-53(62)45-60(67)73-49-56(79-58(65)43-39-35-31-27-23-19-15-11-7-3)51-77-81(69,70)75-47-55(64)48-76-82(71,72)78-52-57(80-59(66)44-40-36-32-28-24-20-16-12-8-4)50-74-61(68)46-54(63)42-38-34-30-26-22-18-14-10-6-2/h53-57,62-64H,5-52H2,1-4H3,(H,69,70)(H,71,72)/t53?,54?,55?,56-,57-/m1/s1	VTFBSKASYAPEHD-IGRRIJAJSA-N	1216.774256			MMDBc0032786
BASm0019881	CL(14:0(3-OH)/14:0(3-OH)/14:0/14:0)	CL(14:0(3-OH)/14:0(3-OH)/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0(3-OH)/14:0(3-OH)/14:0/14:0) contains two chains of 3-hydroxytetradecanoic acid at the C1 and C2 positions, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C65H126O19P2	InChI=1S/C65H126O19P2/c1-5-9-13-17-21-25-27-31-35-39-43-47-62(69)77-53-60(83-63(70)48-44-40-36-32-28-26-22-18-14-10-6-2)55-81-85(73,74)79-51-59(68)52-80-86(75,76)82-56-61(84-65(72)50-58(67)46-42-38-34-30-24-20-16-12-8-4)54-78-64(71)49-57(66)45-41-37-33-29-23-19-15-11-7-3/h57-61,66-68H,5-56H2,1-4H3,(H,73,74)(H,75,76)/t57?,58?,59-,60-,61-/m1/s1	SBBDEEQEKAZQIQ-XRMFVLILSA-N	1272.836856			MMDBc0032787
BASm0019882	CL(14:0(3-OH)/14:0/14:0/14:0)	CL(14:0(3-OH)/14:0/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0(3-OH)/14:0/14:0/14:0) contains one chain of 3-hydroxytetradecanoic acid at the C1 position, three chains of tetradecanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C65H126O18P2	InChI=1S/C65H126O18P2/c1-5-9-13-17-21-25-28-32-36-40-44-48-62(68)76-54-60(82-63(69)49-45-41-37-33-29-26-22-18-14-10-6-2)56-80-84(72,73)78-52-59(67)53-79-85(74,75)81-57-61(83-64(70)50-46-42-38-34-30-27-23-19-15-11-7-3)55-77-65(71)51-58(66)47-43-39-35-31-24-20-16-12-8-4/h58-61,66-67H,5-57H2,1-4H3,(H,72,73)(H,74,75)/t58?,59-,60-,61-/m1/s1	GTLDGBJQWAUHDK-BZUVKMRISA-N	1256.841941			MMDBc0032788
BASm0019883	CL(14:0(3-OH)/16:0/16:0/16:0)	CL(14:0(3-OH)/16:0/16:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0(3-OH)/16:0/16:0/16:0) contains one chain of 3-hydroxytetradecanoic acid at the C1 position, three chains of hexadecanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C71H138O18P2	InChI=1S/C71H138O18P2/c1-5-9-13-17-21-25-28-31-34-38-42-46-50-54-68(74)82-60-66(88-69(75)55-51-47-43-39-35-32-29-26-22-18-14-10-6-2)62-86-90(78,79)84-58-65(73)59-85-91(80,81)87-63-67(61-83-71(77)57-64(72)53-49-45-41-37-24-20-16-12-8-4)89-70(76)56-52-48-44-40-36-33-30-27-23-19-15-11-7-3/h64-67,72-73H,5-63H2,1-4H3,(H,78,79)(H,80,81)/t64?,65-,66-,67-/m1/s1	ZCNULSRKRMWYLD-OGILQYNYSA-N	1340.935842			MMDBc0032789
BASm0019884	CL(14:0(3-OH)/16:1(9Z)/14:0(3-OH)/16:1(9Z))	CL(14:0(3-OH)/16:1(9Z)/14:0(3-OH)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0(3-OH)/16:1(9Z)/14:0(3-OH)/16:1(9Z)) contains two chains of 3-hydroxytetradecanoic acid at the C1 and C3 positions, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H130O19P2	InChI=1S/C69H130O19P2/c1-5-9-13-17-21-25-27-29-31-35-39-43-47-51-66(73)87-64(57-81-68(75)53-61(70)49-45-41-37-33-23-19-15-11-7-3)59-85-89(77,78)83-55-63(72)56-84-90(79,80)86-60-65(58-82-69(76)54-62(71)50-46-42-38-34-24-20-16-12-8-4)88-67(74)52-48-44-40-36-32-30-28-26-22-18-14-10-6-2/h25-28,61-65,70-72H,5-24,29-60H2,1-4H3,(H,77,78)(H,79,80)/b27-25-,28-26-/t61?,62?,63?,64-,65-/m1/s1	KWLSLFHIOJHLLF-CBCSSBGUSA-N	1324.868156			MMDBc0032790
BASm0019885	CL(14:0(3-OH)/16:1(9Z)/14:0/14:0)	CL(14:0(3-OH)/16:1(9Z)/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0(3-OH)/16:1(9Z)/14:0/14:0) contains one chain of 3-hydroxytetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C67H128O18P2	InChI=1S/C67H128O18P2/c1-5-9-13-17-21-25-28-29-32-36-40-44-48-52-66(72)85-63(57-79-67(73)53-60(68)49-45-41-37-33-24-20-16-12-8-4)59-83-87(76,77)81-55-61(69)54-80-86(74,75)82-58-62(84-65(71)51-47-43-39-35-31-27-23-19-15-11-7-3)56-78-64(70)50-46-42-38-34-30-26-22-18-14-10-6-2/h25,28,60-63,68-69H,5-24,26-27,29-59H2,1-4H3,(H,74,75)(H,76,77)/b28-25-/t60?,61-,62-,63-/m1/s1	TZIDLMTXTBVJHG-KNENGGDDSA-N	1282.857591			MMDBc0032791
BASm0019886	CL(14:0(3-OH)/17:0cycw7c/14:0(3-OH)/17:0cycw7c)	CL(14:0(3-OH)/17:0cycw7c/14:0(3-OH)/17:0cycw7c) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0(3-OH)/17:0cycw7c/14:0(3-OH)/17:0cycw7c) contains two chains of 3-hydroxytetradecanoic acid at the C1 and C3 positions, two chains of (heptadec-9-10-cyclo-anoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C71H134O19P2	InChI=1S/C71H134O19P2/c1-5-9-13-17-19-21-23-29-37-45-63(72)51-70(77)83-55-66(89-68(75)47-39-31-25-27-35-43-61-49-59(61)41-33-15-11-7-3)57-87-91(79,80)85-53-65(74)54-86-92(81,82)88-58-67(56-84-71(78)52-64(73)46-38-30-24-22-20-18-14-10-6-2)90-69(76)48-40-32-26-28-36-44-62-50-60(62)42-34-16-12-8-4/h59-67,72-74H,5-58H2,1-4H3,(H,79,80)(H,81,82)/t59?,60?,61?,62?,63?,64?,65?,66-,67-/m1/s1	PXBFQDSMQNXKDZ-GCHYIDFVSA-N	1352.899456			MMDBc0032792
BASm0019887	CL(14:0(3-OH)/17:0cycw7c/14:0/14:0)	CL(14:0(3-OH)/17:0cycw7c/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0(3-OH)/17:0cycw7c/14:0/14:0) contains one chain of 3-hydroxytetradecanoic acid at the C1 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C68H130O18P2	InChI=1S/C68H130O18P2/c1-5-9-13-17-20-23-25-28-31-36-42-48-65(71)79-55-63(85-66(72)49-43-37-32-29-26-24-21-18-14-10-6-2)57-83-87(75,76)81-53-62(70)54-82-88(77,78)84-58-64(56-80-68(74)52-61(69)47-41-35-30-27-22-19-15-11-7-3)86-67(73)50-44-38-33-34-40-46-60-51-59(60)45-39-16-12-8-4/h59-64,69-70H,5-58H2,1-4H3,(H,75,76)(H,77,78)/t59?,60?,61?,62-,63-,64-/m1/s1	WGXUEHSMJUJTPE-DOYFKPLKSA-N	1296.873241			MMDBc0032793
BASm0019888	CL(14:0/12:0(3-OH)/14:0/12:0(3-OH))	CL(14:0/12:0(3-OH)/14:0/12:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/12:0(3-OH)/14:0/12:0(3-OH)) contains two chains of tetradecanoic acid at the C1 and C3 positions, two chains of 3-hydroxydodecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCC	C61H118O19P2	InChI=1S/C61H118O19P2/c1-5-9-13-17-21-23-25-27-31-35-39-43-58(65)73-49-56(79-60(67)45-53(62)41-37-33-29-19-15-11-7-3)51-77-81(69,70)75-47-55(64)48-76-82(71,72)78-52-57(80-61(68)46-54(63)42-38-34-30-20-16-12-8-4)50-74-59(66)44-40-36-32-28-26-24-22-18-14-10-6-2/h53-57,62-64H,5-52H2,1-4H3,(H,69,70)(H,71,72)/t53?,54?,55?,56-,57-/m1/s1	BAFZFUAOWYGMFG-IGRRIJAJSA-N	1216.774256			MMDBc0032794
BASm0019889	CL(14:0/14:0(3-OH)/14:0/14:0)	CL(14:0/14:0(3-OH)/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0(3-OH)/14:0/14:0) contains three chains of tetradecanoic acid at the C1, C3 and C4 positions, one chain of 3-hydroxytetradecanoic acid at the C2 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C65H126O18P2	InChI=1S/C65H126O18P2/c1-5-9-13-17-21-25-28-32-36-40-44-48-62(68)76-54-60(82-64(70)50-46-42-38-34-30-27-23-19-15-11-7-3)56-80-84(72,73)78-52-59(67)53-79-85(74,75)81-57-61(55-77-63(69)49-45-41-37-33-29-26-22-18-14-10-6-2)83-65(71)51-58(66)47-43-39-35-31-24-20-16-12-8-4/h58-61,66-67H,5-57H2,1-4H3,(H,72,73)(H,74,75)/t58?,59-,60-,61-/m1/s1	IWGGHPJNSRDCLM-BZUVKMRISA-N	1256.841941			MMDBc0032795
BASm0019890	CL(15:0/10:0(3-OH)/15:0/10:0(3-OH))	CL(15:0/10:0(3-OH)/15:0/10:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/10:0(3-OH)/15:0/10:0(3-OH)) contains two chains of pentadecanoic acid at the C1 and C3 positions, two chains of 3-hydroxydecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCC	C59H114O19P2	InChI=1S/C59H114O19P2/c1-5-9-13-17-19-21-23-25-27-29-33-37-41-56(63)71-47-54(77-58(65)43-51(60)39-35-31-15-11-7-3)49-75-79(67,68)73-45-53(62)46-74-80(69,70)76-50-55(78-59(66)44-52(61)40-36-32-16-12-8-4)48-72-57(64)42-38-34-30-28-26-24-22-20-18-14-10-6-2/h51-55,60-62H,5-50H2,1-4H3,(H,67,68)(H,69,70)/t51?,52?,53?,54-,55-/m1/s1	DMCQLLFLMNJNTQ-LURBGLKDSA-N	1188.742955			MMDBc0032796
BASm0019891	CL(15:0/12:0(3-OH)/15:0/12:0(3-OH))	CL(15:0/12:0(3-OH)/15:0/12:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/12:0(3-OH)/15:0/12:0(3-OH)) contains two chains of pentadecanoic acid at the C1 and C3 positions, two chains of 3-hydroxydodecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCC	C63H122O19P2	InChI=1S/C63H122O19P2/c1-5-9-13-17-21-23-25-27-29-33-37-41-45-60(67)75-51-58(81-62(69)47-55(64)43-39-35-31-19-15-11-7-3)53-79-83(71,72)77-49-57(66)50-78-84(73,74)80-54-59(82-63(70)48-56(65)44-40-36-32-20-16-12-8-4)52-76-61(68)46-42-38-34-30-28-26-24-22-18-14-10-6-2/h55-59,64-66H,5-54H2,1-4H3,(H,71,72)(H,73,74)/t55?,56?,57?,58-,59-/m1/s1	OZYSKXAAUKXFBK-KZICPFDBSA-N	1244.805556			MMDBc0032797
BASm0019892	CL(15:0/14:0(3-OH)/14:0/14:0)	CL(15:0/14:0(3-OH)/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/14:0(3-OH)/14:0/14:0) contains one chain of pentadecanoic acid at the C1 position, one chain of 3-hydroxytetradecanoic acid at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C66H128O18P2	InChI=1S/C66H128O18P2/c1-5-9-13-17-21-25-28-31-34-38-42-46-50-64(70)78-56-62(84-66(72)52-59(67)48-44-40-36-32-24-20-16-12-8-4)58-82-86(75,76)80-54-60(68)53-79-85(73,74)81-57-61(83-65(71)51-47-43-39-35-30-27-23-19-15-11-7-3)55-77-63(69)49-45-41-37-33-29-26-22-18-14-10-6-2/h59-62,67-68H,5-58H2,1-4H3,(H,73,74)(H,75,76)/t59?,60-,61-,62-/m1/s1	LIIDIKWDBHXYGY-IVKGCWJXSA-N	1270.857591			MMDBc0032798
BASm0019893	CL(15:0cyclo/10:0(3-OH)/15:0cyclo/10:0(3-OH))	CL(15:0cyclo/10:0(3-OH)/15:0cyclo/10:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0cyclo/10:0(3-OH)/15:0cyclo/10:0(3-OH)) contains two chains of cis-9,10-Methylenetetradecanoic acid at the C1 and C3 positions, two chains of 3-hydroxydecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CC(O)CCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CC(O)CCCCCCC	C59H110O19P2	InChI=1S/C59H110O19P2/c1-5-9-13-17-25-33-51(60)39-58(65)77-54(43-71-56(63)35-27-21-15-19-23-31-49-37-47(49)29-11-7-3)45-75-79(67,68)73-41-53(62)42-74-80(69,70)76-46-55(78-59(66)40-52(61)34-26-18-14-10-6-2)44-72-57(64)36-28-22-16-20-24-32-50-38-48(50)30-12-8-4/h47-55,60-62H,5-46H2,1-4H3,(H,67,68)(H,69,70)/t47?,48?,49?,50?,51?,52?,53?,54-,55-/m1/s1	NDZMRLDONWGJPG-CVYOGFJLSA-N	1184.711655			MMDBc0032799
BASm0019894	CL(16:0/10:0(3-OH)/16:0/10:0(3-OH))	CL(16:0/10:0(3-OH)/16:0/10:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/10:0(3-OH)/16:0/10:0(3-OH)) contains two chains of hexadecanoic acid at the C1 and C3 positions, two chains of 3-hydroxydecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCC	C61H118O19P2	InChI=1S/C61H118O19P2/c1-5-9-13-17-19-21-23-25-27-29-31-35-39-43-58(65)73-49-56(79-60(67)45-53(62)41-37-33-15-11-7-3)51-77-81(69,70)75-47-55(64)48-76-82(71,72)78-52-57(80-61(68)46-54(63)42-38-34-16-12-8-4)50-74-59(66)44-40-36-32-30-28-26-24-22-20-18-14-10-6-2/h53-57,62-64H,5-52H2,1-4H3,(H,69,70)(H,71,72)/t53?,54?,55?,56-,57-/m1/s1	OTVZXSKAQWGVIX-IGRRIJAJSA-N	1216.774256			MMDBc0032800
BASm0019895	CL(16:0/14:0(3-OH)/16:0/14:0(3-OH))	CL(16:0/14:0(3-OH)/16:0/14:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/14:0(3-OH)/16:0/14:0(3-OH)) contains two chains of hexadecanoic acid at the C1 and C3 positions, two chains of 3-hydroxytetradecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C69H134O19P2	InChI=1S/C69H134O19P2/c1-5-9-13-17-21-25-27-29-31-35-39-43-47-51-66(73)81-57-64(87-68(75)53-61(70)49-45-41-37-33-23-19-15-11-7-3)59-85-89(77,78)83-55-63(72)56-84-90(79,80)86-60-65(88-69(76)54-62(71)50-46-42-38-34-24-20-16-12-8-4)58-82-67(74)52-48-44-40-36-32-30-28-26-22-18-14-10-6-2/h61-65,70-72H,5-60H2,1-4H3,(H,77,78)(H,79,80)/t61?,62?,63?,64-,65-/m1/s1	CCHZLGCGYLSJFM-POYZFPFSSA-N	1328.899456			MMDBc0032801
BASm0019896	CL(16:1(9Z)/14:0(3-OH)/14:0/14:0)	CL(16:1(9Z)/14:0(3-OH)/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/14:0(3-OH)/14:0/14:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of 3-hydroxytetradecanoic acid at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C67H128O18P2	InChI=1S/C67H128O18P2/c1-5-9-13-17-21-25-28-29-32-35-39-43-47-51-65(71)79-57-63(85-67(73)53-60(68)49-45-41-37-33-24-20-16-12-8-4)59-83-87(76,77)81-55-61(69)54-80-86(74,75)82-58-62(84-66(72)52-48-44-40-36-31-27-23-19-15-11-7-3)56-78-64(70)50-46-42-38-34-30-26-22-18-14-10-6-2/h25,28,60-63,68-69H,5-24,26-27,29-59H2,1-4H3,(H,74,75)(H,76,77)/b28-25-/t60?,61-,62-,63-/m1/s1	GZZQGQFTYPBXJG-KNENGGDDSA-N	1282.857591			MMDBc0032802
BASm0019897	CL(16:1(9Z)/14:0(3-OH)/16:1(9Z)/14:0(3-OH))	CL(16:1(9Z)/14:0(3-OH)/16:1(9Z)/14:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/14:0(3-OH)/16:1(9Z)/14:0(3-OH)) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, two chains of 3-hydroxytetradecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CC(O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C69H130O19P2	InChI=1S/C69H130O19P2/c1-5-9-13-17-21-25-27-29-31-35-39-43-47-51-66(73)81-57-64(87-68(75)53-61(70)49-45-41-37-33-23-19-15-11-7-3)59-85-89(77,78)83-55-63(72)56-84-90(79,80)86-60-65(88-69(76)54-62(71)50-46-42-38-34-24-20-16-12-8-4)58-82-67(74)52-48-44-40-36-32-30-28-26-22-18-14-10-6-2/h25-28,61-65,70-72H,5-24,29-60H2,1-4H3,(H,77,78)(H,79,80)/b27-25-,28-26-/t61?,62?,63?,64-,65-/m1/s1	FGGNNKSHAQXWCN-CBCSSBGUSA-N	1324.868156			MMDBc0032803
BASm0019898	CL(17:0cycw7c/10:0(3-OH)/10:0/10:0)	CL(17:0cycw7c/10:0(3-OH)/10:0/10:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/10:0(3-OH)/10:0/10:0) contains one chain of (heptadec-9-10-cyclo-anoyl) at the C1 position, one chain of 3-hydroxydecanoic acid at the C2 position, two chains of decanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCC	C56H106O18P2	InChI=1S/C56H106O18P2/c1-5-9-13-17-19-24-30-36-53(59)67-43-51(73-55(61)38-32-25-20-18-14-10-6-2)45-71-75(63,64)69-41-50(58)42-70-76(65,66)72-46-52(74-56(62)40-49(57)35-29-22-15-11-7-3)44-68-54(60)37-31-26-21-23-28-34-48-39-47(48)33-27-16-12-8-4/h47-52,57-58H,5-46H2,1-4H3,(H,63,64)(H,65,66)/t47?,48?,49?,50-,51-,52-/m1/s1	HINQXWINZMBECB-BIKVSVJHSA-N	1128.685441			MMDBc0032804
BASm0019899	CL(17:0cycw7c/10:0(3-OH)/14:0/14:0)	CL(17:0cycw7c/10:0(3-OH)/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/10:0(3-OH)/14:0/14:0) contains one chain of (heptadec-9-10-cyclo-anoyl) at the C1 position, one chain of 3-hydroxydecanoic acid at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCC	C64H122O18P2	InChI=1S/C64H122O18P2/c1-5-9-13-17-19-21-23-25-27-32-38-44-61(67)75-51-59(81-63(69)46-40-33-28-26-24-22-20-18-14-10-6-2)53-79-83(71,72)77-49-58(66)50-78-84(73,74)80-54-60(82-64(70)48-57(65)43-37-30-15-11-7-3)52-76-62(68)45-39-34-29-31-36-42-56-47-55(56)41-35-16-12-8-4/h55-60,65-66H,5-54H2,1-4H3,(H,71,72)(H,73,74)/t55?,56?,57?,58-,59-,60-/m1/s1	UJEQVWIRLUIJLU-AHPVWDQFSA-N	1240.810641			MMDBc0032805
BASm0019900	CL(17:0cycw7c/10:0(3-OH)/17:0cycw7c/10:0(3-OH))	CL(17:0cycw7c/10:0(3-OH)/17:0cycw7c/10:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/10:0(3-OH)/17:0cycw7c/10:0(3-OH)) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C3 positions, two chains of 3-hydroxydecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCC	C63H118O19P2	InChI=1S/C63H118O19P2/c1-5-9-13-19-29-37-55(64)43-62(69)81-58(47-75-60(67)39-31-23-17-21-27-35-53-41-51(53)33-25-15-11-7-3)49-79-83(71,72)77-45-57(66)46-78-84(73,74)80-50-59(82-63(70)44-56(65)38-30-20-14-10-6-2)48-76-61(68)40-32-24-18-22-28-36-54-42-52(54)34-26-16-12-8-4/h51-59,64-66H,5-50H2,1-4H3,(H,71,72)(H,73,74)/t51?,52?,53?,54?,55?,56?,57?,58-,59-/m1/s1	INRAXDZTPDVPLU-XAUHHPPFSA-N	1240.774256			MMDBc0032806
BASm0019901	CL(17:0cycw7c/10:0/14:0/14:0)	CL(17:0cycw7c/10:0/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/10:0/14:0/14:0) contains one chain of (heptadec-9-10-cyclo-anoyl) at the C1 position, one chain of decanoic acid at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCC	C64H122O17P2	InChI=1S/C64H122O17P2/c1-5-9-13-17-20-22-24-26-29-33-39-45-61(66)74-52-59(81-64(69)48-42-35-30-27-25-23-21-18-14-10-6-2)54-78-82(70,71)76-50-58(65)51-77-83(72,73)79-55-60(80-63(68)47-41-34-28-19-15-11-7-3)53-75-62(67)46-40-36-31-32-38-44-57-49-56(57)43-37-16-12-8-4/h56-60,65H,5-55H2,1-4H3,(H,70,71)(H,72,73)/t56?,57?,58-,59-,60-/m1/s1	RMAXWQHJCYZPIW-STPLVTIASA-N	1224.815726			MMDBc0032807
BASm0019902	CL(17:0cycw7c/12:0(3-OH)/12:0/12:0)	CL(17:0cycw7c/12:0(3-OH)/12:0/12:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/12:0(3-OH)/12:0/12:0) contains one chain of (heptadec-9-10-cyclo-anoyl) at the C1 position, one chain of 3-hydroxydodecanoic acid at the C2 position, two chains of dodecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCCCC	C62H118O18P2	InChI=1S/C62H118O18P2/c1-5-9-13-17-20-22-25-30-36-42-59(65)73-49-57(79-61(67)44-38-31-26-23-21-18-14-10-6-2)51-77-81(69,70)75-47-56(64)48-76-82(71,72)78-52-58(80-62(68)46-55(63)41-35-29-24-19-15-11-7-3)50-74-60(66)43-37-32-27-28-34-40-54-45-53(54)39-33-16-12-8-4/h53-58,63-64H,5-52H2,1-4H3,(H,69,70)(H,71,72)/t53?,54?,55?,56-,57-,58-/m1/s1	LERZRRZDAXFRKF-TYRFVPGNSA-N	1212.779341			MMDBc0032808
BASm0019903	CL(17:0cycw7c/12:0(3-OH)/17:0cycw7c/12:0(3-OH))	CL(17:0cycw7c/12:0(3-OH)/17:0cycw7c/12:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/12:0(3-OH)/17:0cycw7c/12:0(3-OH)) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C3 positions, two chains of 3-hydroxydodecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCCCC	C67H126O19P2	InChI=1S/C67H126O19P2/c1-5-9-13-17-19-25-33-41-59(68)47-66(73)85-62(51-79-64(71)43-35-27-21-23-31-39-57-45-55(57)37-29-15-11-7-3)53-83-87(75,76)81-49-61(70)50-82-88(77,78)84-54-63(86-67(74)48-60(69)42-34-26-20-18-14-10-6-2)52-80-65(72)44-36-28-22-24-32-40-58-46-56(58)38-30-16-12-8-4/h55-63,68-70H,5-54H2,1-4H3,(H,75,76)(H,77,78)/t55?,56?,57?,58?,59?,60?,61?,62-,63-/m1/s1	DTLGCKFLJRNPKR-FESLJMJVSA-N	1296.836856			MMDBc0032809
BASm0019904	CL(17:0cycw7c/12:0/12:0/12:0)	CL(17:0cycw7c/12:0/12:0/12:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/12:0/12:0/12:0) contains one chain of (heptadec-9-10-cyclo-anoyl) at the C1 position, three chains of dodecanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCC	C62H118O17P2	InChI=1S/C62H118O17P2/c1-5-9-13-17-20-23-26-31-37-43-59(64)72-50-57(78-61(66)45-39-32-27-24-21-18-14-10-6-2)52-76-80(68,69)74-48-56(63)49-75-81(70,71)77-53-58(79-62(67)46-40-33-28-25-22-19-15-11-7-3)51-73-60(65)44-38-34-29-30-36-42-55-47-54(55)41-35-16-12-8-4/h54-58,63H,5-53H2,1-4H3,(H,68,69)(H,70,71)/t54?,55?,56-,57-,58-/m1/s1	FRJOYMJXBZNTDX-ZEFBSPDHSA-N	1196.784426			MMDBc0032810
BASm0019905	CL(17:0cycw7c/19:iso/17:0cycw7c/19:iso)	CL(17:0cycw7c/19:iso/17:0cycw7c/19:iso) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(17:0cycw7c/19:iso/17:0cycw7c/19:iso) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C3 positions, two chains of 17-methylocatdecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C81H154O17P2	InChI=1S/C81H154O17P2/c1-7-9-11-43-53-71-61-73(71)55-45-35-31-39-47-57-78(83)91-65-76(97-80(85)59-49-37-29-25-21-17-13-15-19-23-27-33-41-51-69(3)4)67-95-99(87,88)93-63-75(82)64-94-100(89,90)96-68-77(66-92-79(84)58-48-40-32-36-46-56-74-62-72(74)54-44-12-10-8-2)98-81(86)60-50-38-30-26-22-18-14-16-20-24-28-34-42-52-70(5)6/h69-77,82H,7-68H2,1-6H3,(H,87,88)(H,89,90)/t71?,72?,73?,74?,75?,76-,77-/m1/s1	WQOATVZSDMFWJJ-ATRRVEOISA-N	1461.066127			MMDBc0032811
BASm0019906	CL(18:1(9Z)/12:0(3-OH)/18:1(9Z)/12:0(3-OH))	CL(18:1(9Z)/12:0(3-OH)/18:1(9Z)/12:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/12:0(3-OH)/18:1(9Z)/12:0(3-OH)) contains two chains of (9Z-octadecenoyl) at the C1 and C3 positions, two chains of 3-hydroxydodecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CC(O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CC(O)CCCCCCCCC	C69H130O19P2	InChI=1S/C69H130O19P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-39-43-47-51-66(73)81-57-64(87-68(75)53-61(70)49-45-41-37-19-15-11-7-3)59-85-89(77,78)83-55-63(72)56-84-90(79,80)86-60-65(88-69(76)54-62(71)50-46-42-38-20-16-12-8-4)58-82-67(74)52-48-44-40-36-34-32-30-28-26-24-22-18-14-10-6-2/h27-30,61-65,70-72H,5-26,31-60H2,1-4H3,(H,77,78)(H,79,80)/b29-27-,30-28-/t61?,62?,63?,64-,65-/m1/s1	UOLLWDPGNXVPKH-XULZQHSNSA-N	1324.868156			MMDBc0032812
BASm0019907	CL(19:0cycv8c/10:0(3-OH)/10:0/10:0)	CL(19:0cycv8c/10:0(3-OH)/10:0/10:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/10:0(3-OH)/10:0/10:0) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, one chain of 3-hydroxydecanoic acid at the C2 position, two chains of decanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCC	C58H110O18P2	InChI=1S/C58H110O18P2/c1-5-9-13-17-20-26-32-38-55(61)69-45-53(75-57(63)40-34-28-21-18-14-10-6-2)47-73-77(65,66)71-43-52(60)44-72-78(67,68)74-48-54(76-58(64)42-51(59)37-31-24-15-11-7-3)46-70-56(62)39-33-27-23-19-22-25-30-36-50-41-49(50)35-29-16-12-8-4/h49-54,59-60H,5-48H2,1-4H3,(H,65,66)(H,67,68)/t49?,50?,51?,52-,53-,54-/m1/s1	KMKWUPQTNWBVBW-AVXBCUFDSA-N	1156.716741			MMDBc0032813
BASm0019908	CL(19:0cycv8c/10:0(3-OH)/19:0cycv8c/10:0(3-OH))	CL(19:0cycv8c/10:0(3-OH)/19:0cycv8c/10:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/10:0(3-OH)/19:0cycv8c/10:0(3-OH)) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C3 positions, two chains of 3-hydroxydecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCC	C67H126O19P2	InChI=1S/C67H126O19P2/c1-5-9-13-23-33-41-59(68)47-66(73)85-62(51-79-64(71)43-35-27-21-17-19-25-31-39-57-45-55(57)37-29-15-11-7-3)53-83-87(75,76)81-49-61(70)50-82-88(77,78)84-54-63(86-67(74)48-60(69)42-34-24-14-10-6-2)52-80-65(72)44-36-28-22-18-20-26-32-40-58-46-56(58)38-30-16-12-8-4/h55-63,68-70H,5-54H2,1-4H3,(H,75,76)(H,77,78)/t55?,56?,57?,58?,59?,60?,61?,62-,63-/m1/s1	XSMBUDPIQUKBCC-FESLJMJVSA-N	1296.836856			MMDBc0032814
BASm0019909	CL(19:0cycv8c/12:0(3-OH)/12:0/12:0)	CL(19:0cycv8c/12:0(3-OH)/12:0/12:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/12:0(3-OH)/12:0/12:0) contains one chain of (heptadec-11-12-cyclo-anoyl) at the C1 position, one chain of 3-hydroxydodecanoic acid at the C2 position, two chains of dodecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCCCC	C64H122O18P2	InChI=1S/C64H122O18P2/c1-5-9-13-17-20-22-27-32-38-44-61(67)75-51-59(81-63(69)46-40-34-28-23-21-18-14-10-6-2)53-79-83(71,72)77-49-58(66)50-78-84(73,74)80-54-60(82-64(70)48-57(65)43-37-31-25-19-15-11-7-3)52-76-62(68)45-39-33-29-24-26-30-36-42-56-47-55(56)41-35-16-12-8-4/h55-60,65-66H,5-54H2,1-4H3,(H,71,72)(H,73,74)/t55?,56?,57?,58-,59-,60-/m1/s1	JTMIRWBDMYJZOA-AHPVWDQFSA-N	1240.810641			MMDBc0032815
BASm0019910	CL(19:0cycv8c/12:0(3-OH)/19:0cycv8c/12:0(3-OH))	CL(19:0cycv8c/12:0(3-OH)/19:0cycv8c/12:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycv8c/12:0(3-OH)/19:0cycv8c/12:0(3-OH)) contains two chains of (heptadec-11-12-cyclo-anoyl) at the C1 and C3 positions, two chains of 3-hydroxydodecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCCCC	C71H134O19P2	InChI=1S/C71H134O19P2/c1-5-9-13-17-21-29-37-45-63(72)51-70(77)89-66(55-83-68(75)47-39-31-25-19-23-27-35-43-61-49-59(61)41-33-15-11-7-3)57-87-91(79,80)85-53-65(74)54-86-92(81,82)88-58-67(90-71(78)52-64(73)46-38-30-22-18-14-10-6-2)56-84-69(76)48-40-32-26-20-24-28-36-44-62-50-60(62)42-34-16-12-8-4/h59-67,72-74H,5-58H2,1-4H3,(H,79,80)(H,81,82)/t59?,60?,61?,62?,63?,64?,65?,66-,67-/m1/s1	RIUYLXUHBGEFQT-GCHYIDFVSA-N	1352.899456			MMDBc0032816
BASm0019911	CL(19:0cycw8c/10:0/10:0/10:0)	CL(19:0cycw8c/10:0/10:0/10:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:0cycw8c/10:0/10:0/10:0) contains one chain of 9-(2-heptylcyclopropyl)nonanoic acid at the C1 position, three chains of decanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC1CC1CCCCCCC)OC(=O)CCCCCCCCC	C58H110O17P2	InChI=1S/C58H110O17P2/c1-5-9-13-17-20-27-33-39-55(60)68-46-53(74-57(62)41-35-29-21-18-14-10-6-2)48-72-76(64,65)70-44-52(59)45-71-77(66,67)73-49-54(75-58(63)42-36-30-22-19-15-11-7-3)47-69-56(61)40-34-28-24-23-26-32-38-51-43-50(51)37-31-25-16-12-8-4/h50-54,59H,5-49H2,1-4H3,(H,64,65)(H,66,67)/t50?,51?,52-,53-,54-/m1/s1	AJOVUSHWYCFWRL-WXLGHWFPSA-N	1140.721826			MMDBc0032817
BASm0019912	CL(19:1(9Z)/16:1(9Z)/19:1(9Z)/16:1(9Z))	CL(19:1(9Z)/16:1(9Z)/19:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:1(9Z)/16:1(9Z)/19:1(9Z)/16:1(9Z)) contains two chains of (9Z-nonadecenoyl) at the C1 and C3 positions, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-43-47-51-55-59-63-76(81)89-69-74(95-78(83)65-61-57-53-49-45-39-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(96-79(84)66-62-58-54-50-46-40-32-28-24-20-16-12-8-4)70-90-77(82)64-60-56-52-48-44-42-38-36-34-30-26-22-18-14-10-6-2/h27-28,31-32,35-38,73-75,80H,5-26,29-30,33-34,39-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-,32-28-,37-35-,38-36-/t74-,75-/m1/s1	DBJPVWHGBHZQHP-OWLQQBEMSA-N	1429.003527			MMDBc0032818
BASm0019913	CL(19:iso/10:0(3-OH)/10:0/10:0)	CL(19:iso/10:0(3-OH)/10:0/10:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:iso/10:0(3-OH)/10:0/10:0) contains one chain of 17-methylocatdecanoic acid at the C1 position, one chain of 3-hydroxydecanoic acid at the C2 position, two chains of decanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	CCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OCC(O)COP(O)(=O)OC[C@@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCC	C58H112O18P2	InChI=1S/C58H112O18P2/c1-6-9-12-15-24-30-35-40-55(61)69-46-53(75-57(63)42-37-32-25-16-13-10-7-2)48-73-77(65,66)71-44-52(60)45-72-78(67,68)74-49-54(76-58(64)43-51(59)39-34-28-14-11-8-3)47-70-56(62)41-36-31-27-23-21-19-17-18-20-22-26-29-33-38-50(4)5/h50-54,59-60H,6-49H2,1-5H3,(H,65,66)(H,67,68)/t51?,52?,53-,54-/m1/s1	ZOHIWVYIOGIZPI-HFUSJPSOSA-N	1158.732391			MMDBc0032819
BASm0019914	CL(19:iso/10:0(3-OH)/19:iso/10:0(3-OH))	CL(19:iso/10:0(3-OH)/19:iso/10:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:iso/10:0(3-OH)/19:iso/10:0(3-OH)) contains two chains of 17-methylocatdecanoic acid at the C1 and C3 positions, two chains of 3-hydroxydecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CC(O)CCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CC(O)CCCCCCC	C67H130O19P2	InChI=1S/C67H130O19P2/c1-7-9-11-31-39-45-59(68)49-66(73)85-62(53-79-64(71)47-41-35-29-25-21-17-13-15-19-23-27-33-37-43-57(3)4)55-83-87(75,76)81-51-61(70)52-82-88(77,78)84-56-63(86-67(74)50-60(69)46-40-32-12-10-8-2)54-80-65(72)48-42-36-30-26-22-18-14-16-20-24-28-34-38-44-58(5)6/h57-63,68-70H,7-56H2,1-6H3,(H,75,76)(H,77,78)/t59?,60?,61?,62-,63-/m1/s1	RLOAUJFJYJBJKV-WMMBDXMASA-N	1300.868156			MMDBc0032820
BASm0019915	CL(19:iso/10:0/19:iso/10:0)	CL(19:iso/10:0/19:iso/10:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:iso/10:0/19:iso/10:0) contains two chains of 17-methylocatdecanoic acid at the C1 and C3 positions, two chains of decanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCC	C67H130O17P2	InChI=1S/C67H130O17P2/c1-7-9-11-13-29-39-45-51-66(71)83-62(55-77-64(69)49-43-37-33-27-23-19-15-17-21-25-31-35-41-47-59(3)4)57-81-85(73,74)79-53-61(68)54-80-86(75,76)82-58-63(84-67(72)52-46-40-30-14-12-10-8-2)56-78-65(70)50-44-38-34-28-24-20-16-18-22-26-32-36-42-48-60(5)6/h59-63,68H,7-58H2,1-6H3,(H,73,74)(H,75,76)/t62-,63-/m1/s1	KJQBQUTZYYITGL-APQHLZGQSA-N	1268.878327			MMDBc0032821
BASm0019916	CL(19:iso/12:0(3-OH)/12:0/12:0)	CL(19:iso/12:0(3-OH)/12:0/12:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:iso/12:0(3-OH)/12:0/12:0) contains one chain of 17-methylocatdecanoic acid at the C1 position, one chain of 3-hydroxydodecanoic acid at the C2 position, two chains of dodecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	CCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OCC(O)COP(O)(=O)OC[C@@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C64H124O18P2	InChI=1S/C64H124O18P2/c1-6-9-12-15-18-25-31-36-41-46-61(67)75-52-59(81-63(69)48-43-38-33-26-19-16-13-10-7-2)54-79-83(71,72)77-50-58(66)51-78-84(73,74)80-55-60(82-64(70)49-57(65)45-40-35-29-17-14-11-8-3)53-76-62(68)47-42-37-32-28-24-22-20-21-23-27-30-34-39-44-56(4)5/h56-60,65-66H,6-55H2,1-5H3,(H,71,72)(H,73,74)/t57?,58?,59-,60-/m1/s1	QHTMZYQYOIIXFA-YUTPSASLSA-N	1242.826291			MMDBc0032822
BASm0019917	CL(19:iso/12:0(3-OH)/19:iso/12:0(3-OH))	CL(19:iso/12:0(3-OH)/19:iso/12:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:iso/12:0(3-OH)/19:iso/12:0(3-OH)) contains two chains of 17-methylocatdecanoic acid at the C1 and C3 positions, two chains of 3-hydroxydodecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CC(O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CC(O)CCCCCCCCC	C71H138O19P2	InChI=1S/C71H138O19P2/c1-7-9-11-13-29-37-43-49-63(72)53-70(77)89-66(57-83-68(75)51-45-39-33-27-23-19-15-17-21-25-31-35-41-47-61(3)4)59-87-91(79,80)85-55-65(74)56-86-92(81,82)88-60-67(90-71(78)54-64(73)50-44-38-30-14-12-10-8-2)58-84-69(76)52-46-40-34-28-24-20-16-18-22-26-32-36-42-48-62(5)6/h61-67,72-74H,7-60H2,1-6H3,(H,79,80)(H,81,82)/t63?,64?,65?,66-,67-/m1/s1	DCUJXCFLFDLDSG-RIAFQRAESA-N	1356.930756			MMDBc0032823
BASm0019918	CL(19:iso/12:0/19:iso/12:0)	CL(19:iso/12:0/19:iso/12:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:iso/12:0/19:iso/12:0) contains two chains of 17-methylocatdecanoic acid at the C1 and C3 positions, two chains of dodecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-7-9-11-13-15-27-37-43-49-55-70(75)87-66(59-81-68(73)53-47-41-35-31-25-21-17-19-23-29-33-39-45-51-63(3)4)61-85-89(77,78)83-57-65(72)58-84-90(79,80)86-62-67(88-71(76)56-50-44-38-28-16-14-12-10-8-2)60-82-69(74)54-48-42-36-32-26-22-18-20-24-30-34-40-46-52-64(5)6/h63-67,72H,7-62H2,1-6H3,(H,77,78)(H,79,80)/t66-,67-/m1/s1	WYGRKJQPPMHUHH-WOTDMVFCSA-N	1324.940927			MMDBc0032824
BASm0019919	CL(19:iso/14:0(3-OH)/14:0/14:0)	CL(19:iso/14:0(3-OH)/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:iso/14:0(3-OH)/14:0/14:0) contains one chain of 17-methylocatdecanoic acid at the C1 position, one chain of 3-hydroxytetradecanoic acid at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	CCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OCC(O)COP(O)(=O)OC[C@@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C70H136O18P2	InChI=1S/C70H136O18P2/c1-6-9-12-15-18-21-26-32-37-42-47-52-67(73)81-58-65(87-69(75)54-49-44-39-34-27-22-19-16-13-10-7-2)60-85-89(77,78)83-56-64(72)57-84-90(79,80)86-61-66(88-70(76)55-63(71)51-46-41-36-30-20-17-14-11-8-3)59-82-68(74)53-48-43-38-33-29-25-23-24-28-31-35-40-45-50-62(4)5/h62-66,71-72H,6-61H2,1-5H3,(H,77,78)(H,79,80)/t63?,64?,65-,66-/m1/s1	ISQQOEJHCCDMOX-YEAKFCHLSA-N	1326.920192			MMDBc0032825
BASm0019920	CL(19:iso/14:0(3-OH)/19:iso/14:0(3-OH))	CL(19:iso/14:0(3-OH)/19:iso/14:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:iso/14:0(3-OH)/19:iso/14:0(3-OH)) contains two chains of 17-methylocatdecanoic acid at the C1 and C3 positions, two chains of 3-hydroxytetradecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CC(O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CC(O)CCCCCCCCCCC	C75H146O19P2	InChI=1S/C75H146O19P2/c1-7-9-11-13-15-27-35-41-47-53-67(76)57-74(81)93-70(61-87-72(79)55-49-43-37-31-25-21-17-19-23-29-33-39-45-51-65(3)4)63-91-95(83,84)89-59-69(78)60-90-96(85,86)92-64-71(94-75(82)58-68(77)54-48-42-36-28-16-14-12-10-8-2)62-88-73(80)56-50-44-38-32-26-22-18-20-24-30-34-40-46-52-66(5)6/h65-71,76-78H,7-64H2,1-6H3,(H,83,84)(H,85,86)/t67?,68?,69?,70-,71-/m1/s1	YGTPVIYDWRITDF-UHLNZMERSA-N	1412.993356			MMDBc0032826
BASm0019921	CL(19:iso/14:0/14:0/14:0)	CL(19:iso/14:0/14:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:iso/14:0/14:0/14:0) contains one chain of 17-methylocatdecanoic acid at the C1 position, three chains of tetradecanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	CCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OCC(O)COP(O)(=O)OC[C@@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C70H136O17P2	InChI=1S/C70H136O17P2/c1-6-9-12-15-18-21-27-33-38-43-48-53-67(72)80-59-65(86-69(74)55-50-45-40-35-28-22-19-16-13-10-7-2)61-84-88(76,77)82-57-64(71)58-83-89(78,79)85-62-66(87-70(75)56-51-46-41-36-29-23-20-17-14-11-8-3)60-81-68(73)54-49-44-39-34-31-26-24-25-30-32-37-42-47-52-63(4)5/h63-66,71H,6-62H2,1-5H3,(H,76,77)(H,78,79)/t64?,65-,66-/m1/s1	RBUUJAMYVRFPDJ-OGAMCQQPSA-N	1310.925277			MMDBc0032827
BASm0019922	CL(19:iso/14:0/19:iso/14:0)	CL(19:iso/14:0/19:iso/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:iso/14:0/19:iso/14:0) contains two chains of 17-methylocatdecanoic acid at the C1 and C3 positions, two chains of tetradecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-7-9-11-13-15-17-25-35-41-47-53-59-74(79)91-70(63-85-72(77)57-51-45-39-33-29-23-19-21-27-31-37-43-49-55-67(3)4)65-89-93(81,82)87-61-69(76)62-88-94(83,84)90-66-71(92-75(80)60-54-48-42-36-26-18-16-14-12-10-8-2)64-86-73(78)58-52-46-40-34-30-24-20-22-28-32-38-44-50-56-68(5)6/h67-71,76H,7-66H2,1-6H3,(H,81,82)(H,83,84)/t70-,71-/m1/s1	JJMCQUWHTOUIIA-MPWJUPNPSA-N	1381.003527			MMDBc0032828
BASm0019923	CL(19:iso/17:0cycw7c/19:0/19:0)	CL(19:iso/17:0cycw7c/19:0/19:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:iso/17:0cycw7c/19:0/19:0) contains one chain of 17-methylocatdecanoic acid at the C1 position, one chain of (heptadec-9-10-cyclo-anoyl) at the C2 position, two chains of nonadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	CCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OCC(O)COP(O)(=O)OC[C@@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC	C83H160O17P2	InChI=1S/C83H160O17P2/c1-6-9-12-15-17-19-21-23-25-27-31-35-39-43-49-56-63-80(85)93-70-78(99-82(87)65-58-51-45-41-37-32-28-26-24-22-20-18-16-13-10-7-2)72-97-101(89,90)95-68-77(84)69-96-102(91,92)98-73-79(100-83(88)66-59-52-46-48-55-62-76-67-75(76)61-54-14-11-8-3)71-94-81(86)64-57-50-44-40-36-33-29-30-34-38-42-47-53-60-74(4)5/h74-79,84H,6-73H2,1-5H3,(H,89,90)(H,91,92)/t75?,76?,77?,78-,79-/m1/s1	BHYGZIDHMSBILT-NEEUMJJTSA-N	1491.113078			MMDBc0032829
BASm0019924	CL(19:iso/19:0cycv8c/19:0/19:0)	CL(19:iso/19:0cycv8c/19:0/19:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:iso/19:0cycv8c/19:0/19:0) contains one chain of 17-methylocatdecanoic acid at the C1 position, one chain of (heptadec-11-12-cyclo-anoyl) at the C2 position, two chains of nonadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	CCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OCC(O)COP(O)(=O)OC[C@@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC	C85H164O17P2	InChI=1S/C85H164O17P2/c1-6-9-12-15-17-19-21-23-25-27-31-35-39-45-51-58-65-82(87)95-72-80(101-84(89)67-60-53-47-41-37-32-28-26-24-22-20-18-16-13-10-7-2)74-99-103(91,92)97-70-79(86)71-98-104(93,94)100-75-81(73-96-83(88)66-59-52-46-40-36-33-29-30-34-38-43-49-55-62-76(4)5)102-85(90)68-61-54-48-42-44-50-57-64-78-69-77(78)63-56-14-11-8-3/h76-81,86H,6-75H2,1-5H3,(H,91,92)(H,93,94)/t77?,78?,79?,80-,81-/m1/s1	MMAHJKUIRVSFMG-IPXGXCTOSA-N	1519.144378			MMDBc0032830
BASm0019925	CL(19:iso/19:iso/19:iso/19:iso)	CL(19:iso/19:iso/19:iso/19:iso) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(19:iso/19:iso/19:iso/19:iso) contains four chains of 17-methylocatdecanoic acid at the C1, C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Expected Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCCCCCCCC(C)C	C85H166O17P2	InChI=1S/C85H166O17P2/c1-75(2)61-53-45-37-29-21-13-9-17-25-33-41-49-57-65-82(87)95-71-80(101-84(89)67-59-51-43-35-27-19-11-15-23-31-39-47-55-63-77(5)6)73-99-103(91,92)97-69-79(86)70-98-104(93,94)100-74-81(102-85(90)68-60-52-44-36-28-20-12-16-24-32-40-48-56-64-78(7)8)72-96-83(88)66-58-50-42-34-26-18-10-14-22-30-38-46-54-62-76(3)4/h75-81,86H,9-74H2,1-8H3,(H,91,92)(H,93,94)/t80-,81-/m1/s1	PDBLUTPXCFQPBF-DELZEKIRSA-N	1521.160028			MMDBc0032831
BASm0019926	2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid	2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid is a phenolic acid. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and biological significance.		Expected Solid	OC(=O)C(\O)=C\C1=CC=C(O)C=C1	C9H8O4	InChI=1S/C9H8O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-5,10-11H,(H,12,13)/b8-5-	GQYBCIHRWMPOOF-YVMONPNESA-N	180.0422587			MMDBc0032832
BASm0019927	(S)-Ureidoglycolic acid	(S)-Ureidoglycolic acid is a substrate of enzyme ureidoglycolate dehydrogenase [EC 1.1.1.154] in purine metabolism pathway (KEGG). Enteric bacteria such as Pseudomonas aeruginosa are able to utilize allantoin as a sole source of nitrogen under anaerobic c	7424-03-05	Solid	NC(=O)N[C@@H](O)C(O)=O	C3H6N2O4	InChI=1S/C3H6N2O4/c4-3(9)5-1(6)2(7)8/h1,6H,(H,7,8)(H3,4,5,9)/t1-/m0/s1	NWZYYCVIOKVTII-SFOWXEAESA-N	134.0327567			MMDBc0032834
BASm0019928	5-Methyltetrahydrofolic acid	5 methyltetrahydrofolic acid (5-MTHF) is the most biologically active form of the B-vitamin folic acid, also known generically as folate. It is a methylated derivate of tetrahydrofolate (THF, H4F). It is generated by methylenetetrahydrofolate reductase (M	134-35-0	Solid	CN1C(CNC2=CC=C(C=C2)C(=O)N[C@H](CCC(O)=O)C(O)=O)CNC2=C1C(=O)NC(N)=N2	C20H25N7O6	InChI=1S/C20H25N7O6/c1-27-12(9-23-16-15(27)18(31)26-20(21)25-16)8-22-11-4-2-10(3-5-11)17(30)24-13(19(32)33)6-7-14(28)29/h2-5,12-13,22H,6-9H2,1H3,(H,24,30)(H,28,29)(H,32,33)(H4,21,23,25,26,31)/t12?,13-/m1/s1	ZNOVTXRBGFNYRX-ZGTCLIOFSA-N	459.1866316			MMDBc0032836
BASm0019929	Cyanide	A cyanide is any chemical compound that contains the cyano group (CN).  The metabolism of cyanide in bacteria involves a dioxygenase enzyme that converted cyanide directly to ammonia, without the formation of cyanate.	1957-12-05	Solid	C#[N-]	CHN	InChI=1S/CHN/c1-2/h1H/q-1	ATBDVLSINHAXGY-UHFFFAOYSA-N	27.01089904			MMDBc0032838
BASm0019930	2,2-Dichloroacetaldehyde	2,2-dichloroacetaldehyde is a member of the chemical class known as Organochlorides. These are organic compounds containing a chlorine atom.   N2,3-Ethenoguanine (epsilon G) is a product of vinyl chloride reaction with DNA in vivo and of its ultimate meta	1979-02-07	Liquid	ClCC(Cl)Cl	C2H3Cl3	InChI=1S/C2H3Cl3/c3-1-2(4)5/h2H,1H2	UBOXGVDOUJQMTN-UHFFFAOYSA-N	131.9300332			MMDBc0032842
BASm0019931	N-Acetylglutamic acid	N-acetylglutamic acid is an acetylated amino acid.  It is involved in arginine biosynthesis and is a substrate for both ArgA and ArgB in Pseudomonas aeruginosa.  	1188-37-0	Solid	CC(O)=NC(CCC(O)=O)C(O)=O	C7H11NO5	InChI=1S/C7H11NO5/c1-4(9)8-5(7(12)13)2-3-6(10)11/h5H,2-3H2,1H3,(H,8,9)(H,10,11)(H,12,13)	RFMMMVDNIPUKGG-UHFFFAOYSA-N	189.0637225			MMDBc0032843
BASm0019932	2-hydroxy-6-oxo-2,4-heptadienoic acid	An &#945;,&#946;-unsaturated monocarboxylic acid that is 2,4-heptadienoic acid substituted by hydroxy and oxo groups at positions 2 and 6 respectively.		Expected Solid	CC(=O)C=CC=C(O)C(O)=O	C7H8O4	InChI=1S/C7H8O4/c1-5(8)3-2-4-6(9)7(10)11/h2-4,9H,1H3,(H,10,11)	HVZGWILTESYJSP-UHFFFAOYSA-N	156.0422587			MMDBc0032849
BASm0019933	2-aminobenzoylacetic acid	A 3-oxo monocarboxylic acid that is benzoylacetic acid substituted at position 2 on the benzene ring by an amino group.		Expected Solid	NC1=C(C=CC=C1)C(=O)CC(O)=O	C9H9NO3	InChI=1S/C9H9NO3/c10-7-4-2-1-3-6(7)8(11)5-9(12)13/h1-4H,5,10H2,(H,12,13)	POAXUNDIOGWQOC-UHFFFAOYSA-N	179.0582432			MMDBc0032851
BASm0019934	(R)-(2-chloro-5-oxo-2,5-dihydro-2-furyl)acetic acid	An optically active form of (2-chloro-5-oxo-2,5-dihydro-2-furyl)acetic acid having R-configuration.		Expected Solid	OC(=O)C[C@]1(Cl)OC(=O)C=C1	C6H5ClO4	InChI=1S/C6H5ClO4/c7-6(3-4(8)9)2-1-5(10)11-6/h1-2H,3H2,(H,8,9)/t6-/m1/s1	WGZZDRVKIXVYEI-ZCFIWIBFSA-N	175.9876363			MMDBc0032854
BASm0019935	D-3-sulfolactaldehyde	A 3-sulfolactaldehyde in which the stereocentre at position 3 has R-configuration.		Expected Solid	[H][C@](O)(CS(O)(=O)=O)C=O	C3H6O5S	InChI=1S/C3H6O5S/c4-1-3(5)2-9(6,7)8/h1,3,5H,2H2,(H,6,7,8)/t3-/m1/s1	GVEIZEMJOBQMCQ-GSVOUGTGSA-N	153.9935945			MMDBc0032855
BASm0019936	furanomycin	A non-proteinogenic L-α-amino acid that is L-alanine in which the methyl group is replaced by a (2R,5S)-5-methyl-2,5-dihydrofuran-2-yl moiety.		Expected Solid	[H][C@@](N)(C(O)=O)[C@]1([H])O[C@@]([H])(C)C=C1	C7H11NO3	InChI=1S/C7H11NO3/c1-4-2-3-5(11-4)6(8)7(9)10/h2-6H,8H2,1H3,(H,9,10)/t4-,5+,6-/m0/s1	PNOKUGWGMLEAPE-JKUQZMGJSA-N	157.0738932			MMDBc0032857
BASm0019937	2-hydroxylauric acid	A monohydroxy fatty acid with a lauric acid core substituted at position 2 by a hydroxy group, which confers chirality; a component of cellular lipids in Pseudomonas strains.		Expected Solid	CCCCCCCCCCC(O)C(O)=O	C12H24O3	InChI=1S/C12H24O3/c1-2-3-4-5-6-7-8-9-10-11(13)12(14)15/h11,13H,2-10H2,1H3,(H,14,15)	YDZIJQXINJLRLL-UHFFFAOYSA-N	216.1725446			MMDBc0032860
BASm0019938	2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid	Penta-2,4-dienoic acid in which the hydrogen at position 2 is substituted by hydroxy and one of the hydrogens at position 5 is substituted by a benzoyl group. It is a metabolic product of biphenyl from Pseudomonas putida.		Expected Solid	OC(=O)C(O)=CC=CC(=O)C1=CC=CC=C1	C12H10O4	InChI=1S/C12H10O4/c13-10(9-5-2-1-3-6-9)7-4-8-11(14)12(15)16/h1-8,14H,(H,15,16)	RDRDHXDYMGUCKE-UHFFFAOYSA-N	218.0579088			MMDBc0032861
BASm0019939	nitrofurazone	A semicarbazone resulting from the formal condensation of semicarbazide with 5-nitrofuraldehyde. A broad spectrum antibacterial drug, although with little activity against Pseudomonas species, it is used as a local application for burns, ulcers, wo		Expected Solid	NC(=O)NN=CC1=CC=C(O1)[N+]([O-])=O	C6H6N4O4	InChI=1S/C6H6N4O4/c7-6(11)9-8-3-4-1-2-5(14-4)10(12)13/h1-3H,(H3,7,9,11)	IAIWVQXQOWNYOU-UHFFFAOYSA-N	198.0389047			MMDBc0032862
BASm0019940	4-chloro-3,5-dimethylphenol	A member of the class of phenols that is 3,5-xylenol which is substituted at position 4 by chlorine. It is bactericidal against most Gram-positive bacteria but less effective against staphylococci and Gram-negative bacteria, and often inactive against 		Expected Solid	CC1=CC(O)=CC(C)=C1Cl	C8H9ClO	InChI=1S/C8H9ClO/c1-5-3-7(10)4-6(2)8(5)9/h3-4,10H,1-2H3	OSDLLIBGSJNGJE-UHFFFAOYSA-N	156.0341926			MMDBc0032863
BASm0019941	asphodelin A	A hydroxycoumarin that is 4,7-dihydroxy-2H-chromen-2-one substituted by a 2,4-dihydroxyphenyl group at position 3. It is isolated from the roots of Asphodelus microcarpus and exhibits antimicrobial activity against bacteria like Staphyloc		Expected Solid	OC1=CC(O)=C(C=C1)C1=C(O)C2=C(OC1=O)C=C(O)C=C2	C15H10O6	InChI=1S/C15H10O6/c16-7-1-3-9(11(18)5-7)13-14(19)10-4-2-8(17)6-12(10)21-15(13)20/h1-6,16-19H	OZOZCKVLUMXFGS-UHFFFAOYSA-N	286.047738			MMDBc0032864
BASm0019942	3-Oxo-N-(2-oxotetrahydro-3-furanyl)dodecanamide	3-Oxo-N-(2-oxotetrahydro-3-furanyl)dodecanamide (3-oxo-C12-HSL) is a member N-acyl-homoserine family of small diffusible quorum sensing molecules. N-acyl-homoserine lactones (AHLs) are quorum sensing molecules that control gene expression that is dependen		Expected Solid	CCCCCCCCCC(=O)CC(O)=NC1CCOC1=O	C16H27NO4	InChI=1S/C16H27NO4/c1-2-3-4-5-6-7-8-9-13(18)12-15(19)17-14-10-11-21-16(14)20/h14H,2-12H2,1H3,(H,17,19)	PHSRRHGYXQCRPU-UHFFFAOYSA-N	297.1940084			MMDBc0032865
BASm0019943	3-Oxo-N-(2-oxotetrahydro-3-furanyl)butanamide	3-Oxo-N-(2-oxotetrahydro-3-furanyl)butanamide (3-oxo-C4-HSL) is a member N-acyl-homoserine family of small diffusible quorum sensing molecules. N-acyl-homoserine lactones (AHLs) are quorum sensing molecules that control gene expression that is dependent o		Expected Solid	CC(=O)CC(O)=NC1CCOC1=O	C8H11NO4	InChI=1S/C8H11NO4/c1-5(10)4-7(11)9-6-2-3-13-8(6)12/h6H,2-4H2,1H3,(H,9,11)	FIHPLICEAUNEFV-UHFFFAOYSA-N	185.0688078			MMDBc0032866
BASm0019944	Alpha Biliverdin	A linear tetrapyrrole produced in the reticuloendothelial system by the first step of heme degradation, catalysed by heme oxygenase.	114-25-0	Expected Solid	[H]\C(C1=C(C)C(CCC(O)=O)=C(N1)C(\[H])=C1/N=C(/C(/[H])=C2\N=C(O)C(C)=C2C=C)C(C)=C1CCC(O)=O)=C1\N=C(O)C(C=C)=C1C	C33H34N4O6	InChI=1S/C33H34N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,13-15,34H,1-2,9-12H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b26-13-,27-14-,29-15-	GWZYPXHJIZCRAJ-SRVCBVSDSA-N	582.2478348			MMDBc0032867
BASm0019945	Beta Biliverdin	Product of oxidative heme degradation produced by Pseudomonas aeruginosa. Produced via the catalytic activity of the Pseudomonas aeruginosa heme oxygenase (paHO) . Catalytic oxidative cleavage of heme to beta biliverdin by paHO facilitates the acquisition	70695-22-6	Expected Solid	[H]\C(=C1/N\C(=C(/[H])C2=NC(=O)C(C=C)=C2C)C(C)=C1C=C)C1=C(C)C(CCC(O)=O)=C(N1)C(\[H])=C1/N=C(O)C(C)=C1CCC(O)=O	C33H34N4O6	InChI=1S/C33H34N4O6/c1-7-20-16(3)24(13-26-17(4)21(8-2)33(43)36-26)34-27(20)14-25-18(5)22(9-11-30(38)39)28(35-25)15-29-23(10-12-31(40)41)19(6)32(42)37-29/h7-8,13-15,34-35H,1-2,9-12H2,3-6H3,(H,37,42)(H,38,39)(H,40,41)/b24-13+,27-14+,29-15-	YIALZBLMEJCLRF-HKRFAYMPSA-N	582.2478348			MMDBc0032868
BASm0019946	Delta Biliverdin	Product of oxidative heme degradation produced by Pseudomonas aeruginosa. Produced via the catalytic activity of the Pseudomonas aeruginosa heme oxygenase (paHO) . Catalytic oxidative cleavage of heme to beta biliverdin by paHO facilitates the acquisition		Expected Solid	[H]\C(=C1\NC(=C([H])C2=NC(=O)C(C)=C2CCC(O)=O)C(CCC(O)=O)=C1C)C1=C(C=C)C(C)=C(N1)C(\[H])=C1/N=C(O)C(C)=C1C=C	C33H34N4O6	InChI=1S/C33H34N4O6/c1-7-20-16(3)24(14-27-21(8-2)18(5)32(42)36-27)34-26(20)13-25-17(4)22(9-11-30(38)39)28(35-25)15-29-23(10-12-31(40)41)19(6)33(43)37-29/h7-8,13-15,34-35H,1-2,9-12H2,3-6H3,(H,36,42)(H,38,39)(H,40,41)/b25-13-,27-14-,28-15?	INFDGUKTNKSIPV-JPDNPZEVSA-N	582.2478348			MMDBc0032869
BASm0019947	DHQ	Extracellular metabolite produced by the pqs operon in Pseudomonas aeruginosa. DHQ is the most abundant alkylquinolone species produced by the P. aeruginosa PQS biosynthetic pathway and may play a distinct role in maintaining P.aeruginosa pathogenicity.	86-95-3	Expected Solid	OC1=CC(=O)NC2=CC=CC=C12	C9H7NO2	InChI=1S/C9H7NO2/c11-8-5-9(12)10-7-4-2-1-3-6(7)8/h1-5H,(H2,10,11,12)	HDHQZCHIXUUSMK-UHFFFAOYSA-N	161.0476785			MMDBc0032871
BASm0019948	8-Amino-7-oxononanoate	8-amino-7-oxononanoate is a member of the chemical class known as Medium-chain Keto Acids and Derivatives. These are keto acids with a 6 to 12  carbon atoms long side chain.  8-amino-8-oxononanoic is involved in biotin biosynthesis. Diaminopelargonic acid	4707-58-8	Expected Solid	CC(N)C(=O)CCCCCC(O)=O	C9H17NO3	InChI=1S/C9H17NO3/c1-7(10)8(11)5-3-2-4-6-9(12)13/h7H,2-6,10H2,1H3,(H,12,13)	GUAHPAJOXVYFON-UHFFFAOYSA-N	187.1208434			MMDBc0032872
BASm0019949	Ethylphosphonate	Ethylphosphonate is a member of the chemical class known as Organic Phosphonic Acids and Derivatives. These are organic compounds containing phosphonic acid or a derivative thereof.  phosphonoacetaldehyde is catalyzed by phosphonoacetaldehyde hydrolase. T	6779-09-05	Expected Solid	CCP(O)([O-])=O	C2H6O3P	InChI=1S/C2H7O3P/c1-2-6(3,4)5/h2H2,1H3,(H2,3,4,5)/p-1	GATNOFPXSDHULC-UHFFFAOYSA-M	109.0054556			MMDBc0032873
BASm0019950	2,3-bis[(3R)-3-hydroxymyristoyl]-&alpha;-D-glucosaminyl 1-phosphate	2,3-bis((3R)-3-Hydroxymyristoyl)-alpha-D-glucosaminyl 1-phosphate is an intermediate in Lipid IVA synthesis which is essesntial for the production of LPS. Lipopolysaccharide (LPS), a major outer membrane component, is composed of three domains: Lipid A, t		Expected Solid	CCCCCCCCCCCC(O)CC(=O)NC1C(OP([O-])([O-])=O)OC(CO)C(O)C1OC(=O)CC(O)CCCCCCCCCCC	C34H64NO12P	InChI=1S/C34H66NO12P/c1-3-5-7-9-11-13-15-17-19-21-26(37)23-29(39)35-31-33(32(41)28(25-36)45-34(31)47-48(42,43)44)46-30(40)24-27(38)22-20-18-16-14-12-10-8-6-4-2/h26-28,31-34,36-38,41H,3-25H2,1-2H3,(H,35,39)(H2,42,43,44)/p-2	HEHQDWUWJVPREQ-UHFFFAOYSA-L	709.4177107			MMDBc0032876
BASm0019951	alpha, alpha-Trehalose	Not Available		Expected Solid	OCC1OC(OC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O	C12H22O11	InChI=1S/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2	HDTRYLNUVZCQOY-UHFFFAOYSA-N	342.1162115			MMDBc0032877
BASm0019952	2-Heptyl-4-quinolinol 1-oxide	2-Heptyl-4-quinolinol 1 –oxide (HQNO) is an N-oxide ubiquinone analog that inhibits activity of cytochrome b1 complex, thus inhibiting respiration of Gram-Positive bacteria such as Staphylococcus aureus. HQNO has been shown to induce small colony variants		Solid	CCCCCCCC1=[N+]([O-])C2=CC=CC=C2C(O)=C1	C16H21NO2	InChI=1S/C16H21NO2/c1-2-3-4-5-6-9-13-12-16(18)14-10-7-8-11-15(14)17(13)19/h7-8,10-12,18H,2-6,9H2,1H3	NZPACTGCRWDXCJ-UHFFFAOYSA-N	259.1572289			MMDBc0032878
BASm0019953	alpha-Kdo-(2鈫?)-lipid IVA	alpha-Kdo-(2鈫?)-lipid IVA is an intermediate in Kdo transfer to lipid IVA I pathway in E.coli. It is a substrate for the enzyme KDO transferase which catalyzes the reaction alpha-Kdo-(2鈫?)-lipid IVA + CMP-3-deoxy-alpha-D-manno-octulosonate -> alpha-Kdo-(2		Expected Solid	CCCCCCCCCCC[C@@H](O)CC(=O)N[C@H]1[C@H](OC[C@H]2O[C@H](OP([O-])([O-])=O)[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]2O)O[C@H](CO[C@@]2(C[C@@H](O)[C@@H](O)[C@H](O2)[C@H](O)CO)C([O-])=O)[C@@H](OP([O-])([O-])=O)[C@@H]1OC(=O)CC	C65H115N2O29P2	InChI=1S/C65H120N2O29P2/c1-5-9-12-15-18-21-24-27-30-33-43(69)36-50(74)66-54-60(93-53(77)38-45(71)35-32-29-26-23-20-17-14-11-7-3)57(79)48(90-63(54)96-98(85,86)87)41-88-62-55(67-51(75)37-44(70)34-31-28-25-22-19-16-13-10-6-2)61(92-52(76)8-4)59(95-97(82,83)84)49(91-62)42-89-65(64(80)81)39-46(72)56(78)58(94-65)47(73)40-68/h43-49,54-63,68-73,78-79H,5-42H2,1-4H3,(H,66,74)(H,67,75)(H,80,81)(H2,82,83,84)(H2,85,86,87)/p-5/t43-,44-,45-,46-,47-,48-,49-,54-,55-,56-,57-,58-,59-,60-,61-,62-,63-,65-/m1/s1	NBWODGXZDBSFJW-YPIQATKUSA-I	1449.708818			MMDBc0032882
BASm0019954	N-(3-oxododecanoyl)-L-homoserine lactone	An N-acyl-L-homoserine lactone having 3-oxododecanoyl as the acyl substituent.		Expected Solid	[H][C@@]1(CCOC1=O)NC(=O)CC(=O)CCCCCCCCC	C16H27NO4	InChI=1S/C16H27NO4/c1-2-3-4-5-6-7-8-9-13(18)12-15(19)17-14-10-11-21-16(14)20/h14H,2-12H2,1H3,(H,17,19)/t14-/m0/s1	PHSRRHGYXQCRPU-AWEZNQCLSA-N	297.1940084			MMDBc0032883
BASm0019955	6-deoxy-6-sulfoglucono-1,5-lactone	A carbohydrate sulfonate that is D-glucono-1,5-lactone in which the 6-hydroxy group is replaced by a sulfo group.		Expected Solid	O[C@H]1[C@H](O)[C@@H](CS(O)(=O)=O)OC(=O)[C@@H]1O	C6H10O8S	InChI=1S/C6H10O8S/c7-3-2(1-15(11,12)13)14-6(10)5(9)4(3)8/h2-5,7-9H,1H2,(H,11,12,13)/t2-,3-,4+,5-/m1/s1	YOMAOVCVRGQULE-SQOUGZDYSA-N	242.0096385			MMDBc0032885
BASm0019956	(1R,5aS,6R)-1,4,5,5a,6,9-hexahydrophenazine-1,6-dicarboxylic acid	A member of the class of phenazines that is 1,4,5,5a,6,9-hexahydrophenazine substituted at positions 1 and 6 by carboxy groups (the 1R,5aS,6R-diastereomer).		Expected Solid	[H][C@@]12NC3=C(N=C1CC=C[C@H]2C(O)=O)[C@@H](C=CC3)C(O)=O	C14H14N2O4	InChI=1S/C14H14N2O4/c17-13(18)7-3-1-5-9-11(7)16-10-6-2-4-8(14(19)20)12(10)15-9/h1-4,7-8,11,16H,5-6H2,(H,17,18)(H,19,20)/t7-,8-,11+/m1/s1	MUDZFKKAMBPIJZ-XLDPMVHQSA-N	274.0953569			MMDBc0032888
BASm0019957	azlocillin	A semisynthetic penicillin antibiotic used in treating infections caused by Pseudomonas aeruginosa, Escherichia coli, and Haemophilus influenzae.		Expected Solid	[H][C@](NC(=O)N1CCNC1=O)(C(=O)N[C@@H]1C(=O)N2[C@@H](C(O)=O)C(C)(C)S[C@]12[H])C1=CC=CC=C1	C20H23N5O6S	InChI=1S/C20H23N5O6S/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29)/t11-,12-,13+,16-/m1/s1	JTWOMNBEOCYFNV-NFFDBFGFSA-N	461.1369042			MMDBc0032893
BASm0019958	pyochelin II	A pyochelin that has S-stereochemistry at the thioaminal centre; the diastereoisomer with R-stereochemistry at this centre is pyochelin I. Pseudomonas aeruginosa produces a mixture of pyochelin I (major) and pyochelin I (minor) via co		Expected Solid	[H][C@@]1(CSC(=N1)C1=CC=CC=C1O)[C@]1([H])SC[C@H](N1C)C(O)=O	C14H16N2O3S2	InChI=1S/C14H16N2O3S2/c1-16-10(14(18)19)7-21-13(16)9-6-20-12(15-9)8-4-2-3-5-11(8)17/h2-5,9-10,13,17H,6-7H2,1H3,(H,18,19)/t9-,10+,13+/m1/s1	NYBZAGXTZXPYND-NRUUGDAUSA-N	324.0602347			MMDBc0032894
BASm0019959	finafloxacin	A quinolone that is 4-oxo-1,4-dihydroquinoline-3-carboxylic acid which is substituted at positions 1, 6, 7 and 8 by cyclopropyl, fluoro, hexahydropyrrolo[3,4-b][1,4]oxazin-6-yl and cyano groups respectively; an antibiotic used for treatment of acut		Expected Solid	[H][C@]12CN(C[C@]1([H])OCCN2)C1=C(F)C=C2C(=O)C(=CN(C3CC3)C2=C1C#N)C(O)=O	C20H19FN4O4	InChI=1S/C20H19FN4O4/c21-14-5-11-17(25(10-1-2-10)7-13(19(11)26)20(27)28)12(6-22)18(14)24-8-15-16(9-24)29-4-3-23-15/h5,7,10,15-16,23H,1-4,8-9H2,(H,27,28)/t15-,16-/m0/s1	FYMHQCNFKNMJAV-HOTGVXAUSA-N	398.1390333			MMDBc0032895
BASm0019960	asphodelin A-4'-O-beta-glucoside	A β-D-glucoside in which a β-D-glucopyranosyl residue is attached at position 4' of asphodelin A via a glycosidic linkage. It is isolated from the roots of Asphodelus microcarpus and exhibits antimicrobial ac		Expected Solid	OC[C@H]1O[C@@H](OC2=CC=C(C(O)=C2)C2=C(O)C3=CC=C(O)C=C3OC2=O)[C@H](O)[C@@H](O)[C@@H]1O	C21H20O11	InChI=1S/C21H20O11/c22-7-14-17(26)18(27)19(28)21(32-14)30-9-2-4-10(12(24)6-9)15-16(25)11-3-1-8(23)5-13(11)31-20(15)29/h1-6,14,17-19,21-28H,7H2/t14-,17-,18+,19-,21-/m1/s1	OEZWCAHAQBRTTP-FKRBRYKNSA-N	448.1005615			MMDBc0032896
BASm0019961	colistin	A multi-component mixture comprising mostly of colistin A (R = Me) and B (R = H), with small amounts of colistin C and other polymyxins, produced by certain strains of Bacillus polymyxa var. colistinus. An antibiotic, it is used as its sulfa		Expected Solid	CC[C@@H](C)CCCCC(N)=O	C9H19NO	InChI=1S/C9H19NO/c1-3-8(2)6-4-5-7-9(10)11/h8H,3-7H2,1-2H3,(H2,10,11)/t8-/m1/s1	RLLKFWVYAKQELP-MRVPVSSYSA-N	157.1466642			MMDBc0032897
BASm0019962	5-Diphosphoinositol pentakisphosphate	Diphosphoinositol pentakisphosphate (InsP7) contains an inositol polyphosphate that contains a pyrophosphate bond. InsP7 is formed from inositol hexakisphosphate (InsP6) by a family of three inositol hexakisphosphate kinases (InsP6K). (PMID: 15533939). It is an intracellular signaling molecule that regulates many cellular processes including endocytosis, vesicle trafficking, apoptosis, and DNA repair. (PMID 15316027).	149714-25-0	Solid	OP(O)(=O)O[C@@H]1[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(=O)OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O	C6H19O27P7	InChI=1S/C6H19O27P7/c7-34(8,9)27-1-2(28-35(10,11)12)4(30-37(16,17)18)6(32-40(25,26)33-39(22,23)24)5(31-38(19,20)21)3(1)29-36(13,14)15/h1-6H,(H,25,26)(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/t1-,2+,3-,4-,5+,6+	UPHPWXPNZIOZJL-KXXVROSKSA-N	739.827701			MMDBc0032903
BASm0019963	2-(3-Carboxy-3-aminopropyl)-L-histidine 	2-(3-Carboxy-3-aminopropyl)-L-histidine is an unusual amino acid that results from the post-translational modification of histidine in certain proteins. In particular, it is a post-translational derivative of histidine that exists in protein synthesis elongation factor 2 (EF2) at the site of diphtheria toxin-catalyzed ADP-ribosylation of elongation factor 2. It is a precursor for diphthamide. This compound is a substrate for the enzyme diphthine synthase (EC 2.1.1.98). This enzyme catalyzes the chemical reaction: S-adenosyl-L-methionine + 2-(3-carboxy-3-aminopropyl)-L-histidine = S-adenosyl-L-homocysteine + 2-[3-carboxy-3-(methylammonio)propyl]-L-histidine.		Solid	NC(CCC1=NC=C(C[C@H](N)C(O)=O)N1)C(O)=O	C10H16N4O4	InChI=1S/C10H16N4O4/c11-6(9(15)16)1-2-8-13-4-5(14-8)3-7(12)10(17)18/h4,6-7H,1-3,11-12H2,(H,13,14)(H,15,16)(H,17,18)/t6?,7-/m0/s1	CJCSNWWKPUXVRD-MLWJPKLSSA-N	256.117155			MMDBc0032905
BASm0019964	5-(methylsulfanyl)-2,3-dioxopentyl phosphate	5-(Methylthio)-2,3-dioxopentyl phosphate, also known as 1-phospho-2,3-diketo-5-S-methylthiopentane or 2,3-diketo-5-methylthiopentyl-1-phosphate (DK-MTP-1-P), belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain. 5-(Methylthio)-2,3-dioxopentyl phosphate is slightly soluble (in water) and a moderately acidic compound (based on its pKa). 5-(Methylthio)-2,3-dioxopentyl phosphate exists in all eukaryotes, ranging from yeast to humans. 5-(Methylthio)-2,3-dioxopentyl phosphate is a metabolite involved in the cysteine and methionine metabolism pathway. It is a substrate for both E1 enolase-phosphatase and methylthioribulose-1-phosphate dehydratase. Outside of the human body, 5-(methylthio)-2,3-dioxopentyl phosphate can be found in a number of food items such as lime, pineapple, spearmint, and yautia. This makes 5-(methylthio)-2,3-dioxopentyl phosphate a potential biomarker for the consumption of these food products.		Expected Solid	CSCCC(=O)C(=O)COP(O)(O)=O	C6H11O6PS	InChI=1S/C6H11O6PS/c1-14-3-2-5(7)6(8)4-12-13(9,10)11/h2-4H2,1H3,(H2,9,10,11)	HKEAOVFNWRDVAJ-UHFFFAOYSA-N	242.0013953			MMDBc0032906
BASm0019965	Dihydrobiopterin	Dihydrobiopterin, also known as BH2, 7,8-dihydrobiopterin, L-erythro-7,8-dihydrobiopterin, quinonoid dihydrobiopterin or q-BH2, belongs to the class of organic compounds known as biopterins and derivatives. These are coenzymes containing a 2-amino-pteridine-4-one derivative. Dihydrobiopterin is also classified as a pteridine. Pteridines are aromatic compounds composed of fused pyrimidine and pyrazine rings. Dihydrobiopterin is produced during the synthesis of neurotransmitters L-DOPA, dopamine, norepinephrine and epinephrine. It is restored to the required cofactor tetrahydrobiopterin via the NADPH-dependant reduction of dihydrobiopterin reductase. Dihydrobiopterin can also be converted to tetrahydrobiopterin by nitric oxide synthase (NOS) which is catalyzed by the flavoprotein "diaphorase" activity of NOS. This activity is located on the reductase (C-terminal) domain of NOS, whereas the high affinity tetrahydrobiopterin site involved in NOS activation is located on the oxygenase (N-terminal) domain (PMID: 8626754). Sepiapterin reductase (SPR) is another enzyme that plays a role in the production of dihydrobiopterin. SPR catalyzes the reduction of sepiapterin to dihydrobiopterin (BH2), the precursor for tetrahydrobiopterin (BH4). BH4 is a cofactor critical for nitric oxide biosynthesis and alkylglycerol and aromatic amino acid metabolism (PMID: 25550200). Dihydrobiopterin is known to be synthesized in several parts of the body, including the pineal gland. Dihydrobiopterin exists in all eukaryotes, ranging from yeast to humans. In humans, dihydrobiopterin is involved in several metabolic disorders including dihydropteridine reductase (DHPR) deficiency. DHPR deficiency is a severe form of hyperphenylalaninemia (HPA) due to impaired regeneration of tetrahydrobiopterin (BH4) leading to decreased levels of neurotransmitters (dopamine, serotonin) and folate in cerebrospinal fluid, and causing neurological symptoms such as psychomotor delay, hypotonia, seizures, abnormal movements, hypersalivation, and swallowing difficulties. Dihydrobiopterin is also associated with another metabolic disorder known as sepiapterin reductase deficiency (SRD). Sepiapterin reductase catalyzes the (NADP-dependent) reduction of carbonyl derivatives, including pteridines, and plays an important role in tetrahydrobiopterin biosynthesis. Low dihydrofolate reductase activity in the brain leads to the accumulation of dihydrobiopterin, which in turn, inhibits tyrosine and tryptophan hydroxylases. This uncouples neuronal nitric oxide synthase, leading to neurotransmitter deficiencies and neuronal cell death. SRD is characterized by low cerebrospinal fluid neurotransmitter levels and the presence of elevated cerebrospinal fluid dihydrobiopterin. SRD is characterized by motor delay, axial hypotonia, language delay, diurnal fluctuation of symptoms, dystonia, weakness, oculogyric crises, dysarthria, parkinsonian signs and hyperreflexia.	6779-87-9	Solid	CC(O)C(O)C1=NC2=C(NC1)N=C(N)NC2=O	C9H13N5O3	InChI=1S/C9H13N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3,6,15-16H,2H2,1H3,(H4,10,11,13,14,17)	FEMXZDUTFRTWPE-UHFFFAOYSA-N	239.1018393			MMDBc0032908
BASm0019966	5-Methylthioribose 1-phosphate		72843-83-5	Solid	CSCC1OC(OP(O)(O)=O)[C@H](O)[C@@H]1O	C6H13O7PS	InChI=1S/C6H13O7PS/c1-15-2-3-4(7)5(8)6(12-3)13-14(9,10)11/h3-8H,2H2,1H3,(H2,9,10,11)/t3?,4-,5-,6?/m1/s1	JTFITTQBRJDSTL-WATOWXBHSA-N	260.01196			MMDBc0032910
BASm0019967	N-(5-phospho-beta-D-ribosyl)anthranilic acid	N-(5-phospho-beta-D-ribosyl)anthranilic acid is a phosphoribosylated amino acid derivative. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and functions.		Expected Solid	O[C@H]1[C@@H](O)[C@H](NC2=CC=CC=C2C(O)=O)O[C@@H]1COP(O)(O)=O	C12H16NO9P	InChI=1S/C12H16NO9P/c14-9-8(5-21-23(18,19)20)22-11(10(9)15)13-7-4-2-1-3-6(7)12(16)17/h1-4,8-11,13-15H,5H2,(H,16,17)(H2,18,19,20)/t8-,9-,10-,11-/m1/s1	PMFMJXPRNJUYMB-GWOFURMSSA-N	349.0562676			MMDBc0032912
BASm0019968	Citicoline	Citicoline is an essential intermediate in the biosynthetic pathway of structural phospholipids in cell membranes, particularly phosphatidylcholine. Once absorbed, citicoline is widely distributed throughout the body, crosses the blood-brain barrier and reaches the central nervous system (CNS), where it is incorporated into the membrane and microsomal phospholipid fraction. Citicoline activates biosynthesis of structural phospholipids of neuronal membranes, increases brain metabolism, and acts upon the levels of different neurotransmitters. Thus, citicoline has been experimentally shown to increase norepinephrine and dopamine levels in the CNS. Owing to these pharmacological mechanisms, citicoline has a neuroprotective effect in hypoxic and ischemic conditions, decreasing the volume of ischemic lesion, and also improves learning and memory performance in animal models of brain aging. In addition, citicoline has been shown to restore the activity of mitochondrial ATPase and membrane Na+/K+ATPase, to inhibit activation of certain phospholipases, and to accelerate reabsorption of cerebral edema in various experimental models. Citicoline has also been shown to be able to inhibit mechanisms of apoptosis associated to cerebral ischemia and in certain neurodegeneration models, and to potentiate neuroplasticity mechanisms. Citicoline is a safe drug, as shown by the toxicological tests conducted, that has no significant systemic cholinergic effects and is a well tolerated product. (PMID:17171187).	987-78-0	Solid	C[N+](C)(C)CCOP([O-])(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O	C14H26N4O11P2	InChI=1S/C14H26N4O11P2/c1-18(2,3)6-7-26-30(22,23)29-31(24,25)27-8-9-11(19)12(20)13(28-9)17-5-4-10(15)16-14(17)21/h4-5,9,11-13,19-20H,6-8H2,1-3H3,(H3-,15,16,21,22,23,24,25)/t9-,11-,12-,13-/m1/s1	RZZPDXZPRHQOCG-OJAKKHQRSA-N	488.1073307			MMDBc0032916
BASm0019969	5-[(5-phospho-1-deoxy-D-ribulos-1-ylimino)methylamino]-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide	5-[(5-phospho-1-deoxy-D-ribulos-1-ylimino)methylamino]-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide is a nucleotide derivative. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and functions.		Expected Solid	NC(=O)C1=C(\N=C\NCC(=O)[C@H](O)[C@H](O)COP(O)(O)=O)N(C=N1)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O	C15H25N5O15P2	InChI=1S/C15H25N5O15P2/c16-13(26)9-14(18-4-17-1-6(21)10(23)7(22)2-33-36(27,28)29)20(5-19-9)15-12(25)11(24)8(35-15)3-34-37(30,31)32/h4-5,7-8,10-12,15,22-25H,1-3H2,(H2,16,26)(H,17,18)(H2,27,28,29)(H2,30,31,32)/t7-,8-,10+,11-,12-,15-/m1/s1	BLKFNHOCHNCLII-GHVQHMAVSA-N	577.0822382			MMDBc0032917
BASm0019970	2-Dehydropantoic acid	2-Dehydropantoic acid is a carboxylic acid and a derivative of pantothenic acid. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	CC(C)(CO)C(=O)C(O)=O	C6H10O4	InChI=1S/C6H10O4/c1-6(2,3-7)4(8)5(9)10/h7H,3H2,1-2H3,(H,9,10)	PKVVTUWHANFMQC-UHFFFAOYSA-N	146.0579088			MMDBc0032918
BASm0019971	7,8-diaminononanoic acid	7,8-diaminononanoic acid is a non-proteinogenic amino acid. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.	21738-21-6	Expected Solid	CC(N)C(N)CCCCCC(O)=O	C9H20N2O2	InChI=1S/C9H20N2O2/c1-7(10)8(11)5-3-2-4-6-9(12)13/h7-8H,2-6,10-11H2,1H3,(H,12,13)	KCEGBPIYGIWCDH-UHFFFAOYSA-N	188.1524779			MMDBc0032920
BASm0019972	4-amino-2-methyl-5-diphosphomethylpyrimidine			Expected Solid	CC1=NC=C(COP(O)(=O)OP(O)(O)=O)C(N)=N1	C6H11N3O7P2	InChI=1S/C6H11N3O7P2/c1-4-8-2-5(6(7)9-4)3-15-18(13,14)16-17(10,11)12/h2H,3H2,1H3,(H,13,14)(H2,7,8,9)(H2,10,11,12)	AGQJQCFEPUVXNK-UHFFFAOYSA-N	299.0072227			MMDBc0032923
BASm0019973	(2E)-2-(methoxycarbonylmethyl)but-2-enedioic acid	(2E)-2-(methoxycarbonylmethyl)but-2-enedioic acid is a dicarboxylic acid. There is little literature available on this metabolite, indicating that it may not be extensively studied or characterized in biomedical research.		Expected Solid	COC(=O)C\C(=C/C(O)=O)C(O)=O	C7H8O6	InChI=1S/C7H8O6/c1-13-6(10)3-4(7(11)12)2-5(8)9/h2H,3H2,1H3,(H,8,9)(H,11,12)/b4-2+	MRNZYUAGJLJQAM-DUXPYHPUSA-N	188.032088			MMDBc0032924
BASm0019974	5-Methylthioribulose 1-phosphate	5-Methylthioribulose 1-phosphate is an intermediate in the methionine salvage pathway. It is a microbial metabolite produced by gut microbes during methionine generation from methylthioadenosine. The first step is the phosphorolysis of methylthioadenosine to 5-methylthioribose-1-phosphate and adenine by the enzyme 5-deoxy- 5-methylthioadenosine phosphorylase (methylthioadenosine phosphorylase); 5-methylthioribose-1-phosphate is then converted to 5-methylthioribulose-1-phosphate (PMID: 6725268). 5-Deoxy-5-methylthioadenosine (methylthioadenosine) is a metabolite of S-adenosyl-L-methionine formed during the synthesis of the polyamines, spermidine and spermine.	86316-83-8	Solid	CSC[C@@H](O)[C@@H](O)C(=O)COP(O)(O)=O	C6H13O7PS	InChI=1S/C6H13O7PS/c1-15-3-5(8)6(9)4(7)2-13-14(10,11)12/h5-6,8-9H,2-3H2,1H3,(H2,10,11,12)/t5-,6+/m1/s1	CNSJRYUMVMWNMC-RITPCOANSA-N	260.01196			MMDBc0032926
BASm0019975	Phosphatidylinositol 4,5-bisphosphate	Phosphatidylinositol 4,5-bisphosphate is a phospholipid belonging to the class of phosphoinositides, which play crucial roles in cellular signaling and membrane dynamics. Its chemical structure consists of a glycerol backbone, two fatty acid tails, and a phosphorylated inositol ring with two phosphate groups at the 4 and 5 positions. In cellular pathways, phosphatidylinositol 4,5-bisphosphate is involved in various signaling cascades, including those related to cytoskeletal rearrangements and membrane trafficking. For instance, it is known to accumulate during rhizobial infection in Lotus japonicus, where it inhibits excessive infection by modulating the plant's immune response (PMID:40985194). Additionally, the stability of phosphatidylinositol 4,5-bisphosphate levels has been observed despite various perturbations, indicating its critical role in maintaining cellular homeostasis (PMID:41026787). The dynamics of this metabolite are essential for understanding its function in both plant biology and broader cellular processes.	245126-95-8	Expected Solid	CCCCCCCCCCCCCCCCCC(=O)OCC(COP([O-])(=O)O[C@@H]1[C@H](O)[C@H](O)[C@@H](OP([O-])([O-])=O)[C@H](OP([O-])([O-])=O)[C@H]1O)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C47H80O19P3	InChI=1S/C47H85O19P3/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(49)63-39(37-61-40(48)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)38-62-69(59,60)66-45-42(50)43(51)46(64-67(53,54)55)47(44(45)52)65-68(56,57)58/h11,13,17,19,22,24,28,30,39,42-47,50-52H,3-10,12,14-16,18,20-21,23,25-27,29,31-38H2,1-2H3,(H,59,60)(H2,53,54,55)(H2,56,57,58)/p-5/b13-11-,19-17-,24-22-,30-28-/t39?,42-,43+,44+,45-,46-,47-/m1/s1	CNWINRVXAYPOMW-WJUYXORRSA-I	1041.450665			MMDBc0032927
BASm0019976	ADP-ribose 1"-2" cyclic phosphate 	ADP-ribose 1"-2" cyclic phosphate is a cyclic phosphate nucleotide that arises from tRNA processing. In eukaryotic cells, pre-tRNAs spliced by a pathway that produces a 3',5'-phosphodiester, 2'-phosphomonoester linkage contain a 2'-phosphate group adjacent to the tRNA anticodon. This 2'-phosphate is transferred to NAD to give adenosine diphosphate (ADP)-ribose 1", 2"-cyclic phosphate (Appr>p), which is subsequently metabolized to ADP-ribose 1'-phosphate (Appr-1'p). The latter reaction is catalyzed by a cyclic phosphodiesterase (CPDase). (PMID: 9148938). One molecule of ADP-ribose 1",2"-cyclic phosphate (Appr>p) is formed during each of the approximately 500 000 tRNA splicing events.		Solid	NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2OC3OP(O)(=O)OC3C2O)[C@@H](O)[C@H]1O	C15H22N5O16P3	InChI=1S/C15H22N5O16P3/c16-12-7-13(18-3-17-12)20(4-19-7)14-10(23)8(21)5(32-14)1-30-37(24,25)36-38(26,27)31-2-6-9(22)11-15(33-6)35-39(28,29)34-11/h3-6,8-11,14-15,21-23H,1-2H2,(H,24,25)(H,26,27)(H,28,29)(H2,16,17,18)/t5-,6-,8-,9?,10-,11?,14-,15?/m1/s1	NPSPRYXPOGPCPM-PNUFQSOHSA-N	621.0274392			MMDBc0032929
BASm0019977	Homoisocitric acid	Homoisocitric acid is a tricarboxylic acid, classified within the chemical class of organic acids. Its chemical structure features three carboxyl groups (-COOH) attached to a six-carbon backbone, making it a derivative of citric acid. This metabolite plays a role in various biochemical pathways, particularly in the context of the citric acid cycle and related metabolic processes. Notably, homoisocitric acid is involved in the enzymatic activity of homoaconitase, which has been shown to exhibit an apparent K(m) of 1.1 mM toward homoisocitric acid (PMID:9268014). This interaction highlights its significance in metabolic pathways that involve the interconversion of citric acid cycle intermediates, suggesting a potential role in energy production and biosynthesis within cells. The presence of homoisocitric acid in metabolic pathways underscores its importance in cellular metabolism, although its specific biological functions and implications remain an area of ongoing research.		Expected Solid	O[C@H]([C@H](CCC(O)=O)C(O)=O)C(O)=O	C7H10O7	InChI=1S/C7H10O7/c8-4(9)2-1-3(6(11)12)5(10)7(13)14/h3,5,10H,1-2H2,(H,8,9)(H,11,12)(H,13,14)/t3-,5+/m0/s1	OEJZZCGRGVFWHK-WVZVXSGGSA-N	206.0426527			MMDBc0032930
BASm0019978	(3S)-3-hydroxy-L-aspartic acid	3-Hydroxyaspartate is not found in normal proteins, it is found in cinnamycin, a 19-amino acid peptide with anti-tumor and anti-microbial activities that is produced by Streptomyces strains. (3S)-3-Hydroxy-L-aspartic acid (threo-3-hydroxyaspartate) is converted to oxaloacetate and ammonia by a 3-hydroxyaspartate dehydratase (SRY1p) in yeast. The role of this enzyme in yeast would be detoxification of naturally occuring 3-hydroxyaspartate. [PMID: 12951240]	7298-99-9	Expected Solid	N[C@@H]([C@H](O)C(O)=O)C(O)=O	C4H7NO5	InChI=1S/C4H7NO5/c5-1(3(7)8)2(6)4(9)10/h1-2,6H,5H2,(H,7,8)(H,9,10)/t1-,2-/m0/s1	YYLQUHNPNCGKJQ-LWMBPPNESA-N	149.0324223			MMDBc0032932
BASm0019979	3-(indol-3-yl)pyruvic acid	The thiamin diphosphate (ThDP)-dependent enzyme indolepyruvate decarboxylase (IPDC) is involved in the biosynthetic pathway of the phytohormone 3-indoleacetic acid and catalyzes the nonoxidative decarboxylation of 3-indolepyruvate to 3-indoleacetaldehyde and carbon dioxide. (PMID:15835904)  In addition, the enzyme was compared with the phenylpyruvate decarboxylase from Azospirillum brasilense and the indolepyruvate decarboxylase from Enterobacter cloacae. (PMID:21501384) Indole-3-pyruvate is a microbial metabolite, urinary indole-3-pyruvate is produced by Clostridium sporogenes (PMID:29168502) and Trypanasoma brucei (PMID:27856732).	392-12-1	Expected Solid	OC(=O)C(=O)CC1=CNC2=C1C=CC=C2	C11H9NO3	InChI=1S/C11H9NO3/c13-10(11(14)15)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H,14,15)	RSTKLPZEZYGQPY-UHFFFAOYSA-N	203.0582432			MMDBc0032934
BASm0019980	2-Hexaprenyl-6-methoxy-1,4-benzoquinone	2-Hexaprenyl-6-methoxy-1,4-benzoquinone is involved in the ubiquinone biosynthesis pathway. 2-Hexaprenyl-6-methoxy-1,4-benzoquinone is created from 2-Hexaprenyl-6-methoxyphenol by ubiquinone biosynthesis monooxygenase Coq6 [EC:1.14.13.-]. 2-Hexaprenyl-6-methoxy-1,4-benzoquinone is then converted into 2-Hexaprenyl-3-methyl-6-methoxy-1,4-benzoquinone by ubiquinone biosynthesis methyltransferase [EC:2.1.1.-].		Solid	[H]C(=C(C([H])([H])[H])C([H])([H])[H])C([H])([H])C([H])([H])C(=C([H])C([H])([H])C([H])([H])C(=C([H])C([H])([H])C([H])([H])C(=C([H])C([H])([H])C([H])([H])C(=C([H])C([H])([H])C([H])([H])C(=C([H])C([H])([H])C1=C([H])C(=O)C([H])=C(OC([H])([H])[H])C1=O)C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]	C37H54O3	InChI=1S/C37H54O3/c1-28(2)14-9-15-29(3)16-10-17-30(4)18-11-19-31(5)20-12-21-32(6)22-13-23-33(7)24-25-34-26-35(38)27-36(40-8)37(34)39/h14,16,18,20,22,24,26-27H,9-13,15,17,19,21,23,25H2,1-8H3	SCPRZSDIZDIQOW-UHFFFAOYSA-N	546.4072956			MMDBc0032935
BASm0019981	3-beta-Hydroxy-4-beta-methyl-5-alpha-cholest-7-ene-4-alpha-carboxylate	3-beta-Hydroxy-4-beta-methyl-5-alpha-cholest-7-ene-4-alpha-carboxylate is a steroid biosynthesis intermediate. It is a substrate for sterol-4-alpha-carboxylate 3-dehydrogenase (EC 1.1.1.170) and participates in the following reaction: 3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carboxylate + NAD(P)+ = 4alpha-methyl-5alpha-cholest-7-en-3-one + CO2 + NAD(P)H. It is also produced by methylsterol hydroxylase. It participates in the following reaction: 3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carbaldehyde + NAD(P)H + H+ + O2 = 3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carboxylate + NAD(P)+ + H2O.		Solid	[H][C@@]12CCC([C@H](C)CCCC(C)C)[C@@]1(C)CC[C@@]1([H])C2=CC[C@]2([H])[C@]1(C)CC[C@H](O)[C@@]2(C)C(O)=O	C29H48O3	InChI=1S/C29H48O3/c1-18(2)8-7-9-19(3)21-11-12-22-20-10-13-24-28(5,23(20)14-16-27(21,22)4)17-15-25(30)29(24,6)26(31)32/h10,18-19,21-25,30H,7-9,11-17H2,1-6H3,(H,31,32)/t19-,21?,22+,23+,24-,25+,27-,28-,29+/m1/s1	UQFZKTIHSICSPG-UACSBYDTSA-N	444.3603454			MMDBc0032938
BASm0019982	di-trans,poly-cis-Decaprenyl diphosphate	Di-trans,poly-cis-Decaprenyl diphosphate is a prenol lipid, specifically an isoprenoid-disphosphate. Prenol lipids are synthesized from the 5-carbon precursors isopentenyl diphosphate and dimethylallyl diphosphate that are produced mainly via the mevalonic acid pathway. Simple isoprenoids like Di-trans,poly-cis-Decaprenyl diphosphate are formed by the successive addition of C5 units.[Wikipedia] It is involved in di-trans,poly-cis-undecaprenyl phosphate biosynthesis pathway.		Expected Solid	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/COP(O)(=O)OP(O)(O)=O	C50H84O7P2	InChI=1S/C50H84O7P2/c1-41(2)21-12-22-42(3)23-13-24-43(4)25-14-26-44(5)27-15-28-45(6)29-16-30-46(7)31-17-32-47(8)33-18-34-48(9)35-19-36-49(10)37-20-38-50(11)39-40-56-59(54,55)57-58(51,52)53/h21,23,25,27,29,31,33,35,37,39H,12-20,22,24,26,28,30,32,34,36,38,40H2,1-11H3,(H,54,55)(H2,51,52,53)/b42-23+,43-25+,44-27-,45-29-,46-31-,47-33-,48-35-,49-37-,50-39-	FSCYHDCTHRVSKN-UNOAJODNSA-N	858.5692281			MMDBc0032939
BASm0019983	1,2-Dihydroxy-3-keto-5-methylthiopentene	At physiological pH, this molecule, 1,2-dihydroxy-3-keto-5-methylthiopentene, is a monoanion, 1,2-dihydroxy-3-keto-5-methylthiopentene anion. 1,2-dihydroxy-3-keto-5-methylthiopentene anion, an aci-reductone, is believed to be an unstable intermediate in the methionine salvage pathway in Klebsiella pneumoniae. (MetaCyc).	746507-19-7	Solid	[H]OC([H])=C(O[H])C(=O)C([H])([H])C([H])([H])SC([H])([H])[H]	C6H10O3S	InChI=1S/C6H10O3S/c1-10-3-2-5(8)6(9)4-7/h4,7,9H,2-3H2,1H3	CILXJJLQPTUUSS-UHFFFAOYSA-N	162.0350654			MMDBc0032940
BASm0019984	1-palmitoylglycerone 3-phosphate	1-palmitoylglycerone 3-phosphate is a glycerophospholipid, a class of compounds that are important components of cell membranes. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and functions.		Expected Solid	CCCCCCCCCCCCCCCC(=O)OCC(=O)COP(O)(O)=O	C19H37O7P	InChI=1S/C19H37O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(21)25-16-18(20)17-26-27(22,23)24/h2-17H2,1H3,(H2,22,23,24)	MLWXSIMRTQAWHY-UHFFFAOYSA-N	408.2276901			MMDBc0032942
BASm0019985	Nicotinic acid mononucleotide	Nicotinic acid mononucleotide, also known as nicotinate ribonucleotide, belongs to the class of organic compounds known as nicotinic acid nucleotides. These are pyridine nucleotides in which the pyridine base is nicotinic acid or a derivative thereof. Nicotinic acid mononucleotide is an extremely weak basic (essentially neutral) compound (based on its pKa). Nicotinic acid mononucleotide an intermediate in the cofactor biosynthesis and the nicotinate and nicotinamide metabolism pathways. It is a substrate for nicotinamide riboside kinase, ectonucleotide pyrophosphatase/phosphodiesterase, nicotinamide mononucleotide adenylyltransferase, 5'-nucleotidase, nicotinate-nucleotide pyrophosphorylase, and 5'(3')-deoxyribonucleotidase.	321-02-8	Solid	O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)([O-])=O)[N+]1=CC=CC(C1)C(O)=O	C11H16NO9P	InChI=1S/C11H16NO9P/c13-8-7(5-20-22(17,18)19)21-10(9(8)14)12-3-1-2-6(4-12)11(15)16/h1-3,6-10,13-14H,4-5H2,(H2-,15,16,17,18,19)/t6?,7-,8-,9-,10-/m1/s1	OGCWVIVNTBZPBW-BHRXDNSCSA-N	337.0562676			MMDBc0032945
BASm0019986	di-trans,poly-cis-undecaprenyl diphosphate	di-trans,poly-cis-undecaprenyl diphosphate is a polyisoprenoid compound. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and functions.	31867-59-1	Expected Solid	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/COP(O)(=O)OP(O)(O)=O	C55H92O7P2	InChI=1S/C55H92O7P2/c1-45(2)23-13-24-46(3)25-14-26-47(4)27-15-28-48(5)29-16-30-49(6)31-17-32-50(7)33-18-34-51(8)35-19-36-52(9)37-20-38-53(10)39-21-40-54(11)41-22-42-55(12)43-44-61-64(59,60)62-63(56,57)58/h23,25,27,29,31,33,35,37,39,41,43H,13-22,24,26,28,30,32,34,36,38,40,42,44H2,1-12H3,(H,59,60)(H2,56,57,58)/b46-25+,47-27+,48-29-,49-31-,50-33-,51-35-,52-37-,53-39-,54-41-,55-43-	NTXGVHCCXVHYCL-NTDVEAECSA-N	926.6318283			MMDBc0032947
BASm0019987	1-Phosphatidyl-D-myo-inositol	Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	OC1C(O)[C@H](O)C(OP(O)(=O)OCC(COC=O)OC=O)[C@H](O)[C@H]1O	C11H19O13P	InChI=1S/C11H19O13P/c12-3-21-1-5(22-4-13)2-23-25(19,20)24-11-9(17)7(15)6(14)8(16)10(11)18/h3-11,14-18H,1-2H2,(H,19,20)/t5?,6?,7-,8?,9+,10-,11?/m0/s1	GUBXYMKIJFOYOA-WSRCIYAPSA-N	390.0563272			MMDBc0032948
BASm0019988	N'-Formylkynurenine	Plays an especially improtant role in photobiological responses. The excited states of N-formylkynurenine react to produce hydroxyl radicals.	1022-31-7	Solid	NC(CC(=O)C1=CC=CC=C1NC=O)C(O)=O	C11H12N2O4	InChI=1S/C11H12N2O4/c12-8(11(16)17)5-10(15)7-3-1-2-4-9(7)13-6-14/h1-4,6,8H,5,12H2,(H,13,14)(H,16,17)	BYHJHXPTQMMKCA-UHFFFAOYSA-N	236.0797069			MMDBc0032949
BASm0019989	Dolichyl b-D-glucosyl phosphate	Dolichyl &#946;-D-glucosyl phosphate is a polyisoprenyl phosphate monosaccharide. Biosynthesis is by Glucosyltransferase in liver mitochondria. (PubMed ID 6450044 ).	220496-27-5	Solid	[H]C(C)(CCOP(O)(=O)O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O)CCC=C(C)CCC=C(C)C	C21H39O9P	InChI=1S/C21H39O9P/c1-14(2)7-5-8-15(3)9-6-10-16(4)11-12-28-31(26,27)30-21-20(25)19(24)18(23)17(13-22)29-21/h7,9,16-25H,5-6,8,10-13H2,1-4H3,(H,26,27)/t16?,17-,18-,19+,20-,21+/m1/s1	RHJMCOLWMXJOGE-OKNYXOPQSA-N	466.2331694			MMDBc0032950
BASm0019990	2-Amino-3-carboxymuconic acid semialdehyde	2-Amino-3-carboxymuconic acid semialdehyde (CAS: 16597-58-3) is an intermediate metabolite of the tryptophan-niacin catabolic pathway. Current interest in the degradation of tryptophan is mostly due to the role of quinolinate and other metabolites in several neuropathological conditions. Quinolinate is a neurotoxin formed nonenzymatically from 2-amino-3-carboxymuconic semialdehyde in mammalian tissues. 2-Amino-3-carboxymuconic acid semialdehyde is enzymatically converted into 2-aminomuconate via 2-aminomuconic semialdehyde (PMID: 10510494, 16267312, 14275129).	16597-58-3	Solid	NC(C(O)=O)=C(C=CC=O)C(O)=O	C7H7NO5	InChI=1S/C7H7NO5/c8-5(7(12)13)4(6(10)11)2-1-3-9/h1-3H,8H2,(H,10,11)(H,12,13)	KACPVQQHDVBVFC-UHFFFAOYSA-N	185.0324223			MMDBc0032953
BASm0019991	but-1-ene-1,2,4-tricarboxylic acid	This compound belongs to the family of Tricarboxylic Acids and Derivatives. These are organic compounds containing three carboxylic acid groups (or salt/ester derivatives thereof).			[H]\C(C(O)=O)=C(/CCC(O)=O)C(O)=O	C7H8O6	InChI=1S/C7H8O6/c8-5(9)2-1-4(7(12)13)3-6(10)11/h3H,1-2H2,(H,8,9)(H,10,11)(H,12,13)/b4-3-	BJYPZFUWWJSAKC-ARJAWSKDSA-N	188.032088			MMDBc0032955
BASm0019992	Dihydroxyacetone phosphate acyl ester	Dihydroxyacetone phosphate acyl ester (1-acylglycerone 3-phosphate) is found in the glycerophospholipid metabolism and ether lipid metabolism pathways. In the glycerophospholipid metabolism pathway, 1-acylglycerone 3-phosphate is created from glycerone phosphate, a reaction catalyzed by glyceronephosphate O-acyltransferase [EC:2.3.1.42].		Solid	OP(O)(=O)OCC(=O)COC=O	C4H7O7P	InChI=1S/C4H7O7P/c5-3-10-1-4(6)2-11-12(7,8)9/h3H,1-2H2,(H2,7,8,9)	IWFZHMQFZRLGDQ-UHFFFAOYSA-N	197.9929391			MMDBc0032956
BASm0019993	3Z-dodecenoyl-CoA	3Z-dodecenoyl-CoA is an intermediate in fatty acid metabolism. 3Z-dodecenoyl-CoA is converted from trans-Dodec-2-enoyl-CoA via acyl-CoA oxidase, acyl-CoA dehydrogenase, and long-chain-acyl-CoA dehydrogenase [EC:1.3.3.6, 1.3.99.3, 1.3.99.13].	2152-91-2	Solid	[H][C@](O)(C(O)=NCCC(O)=NCCSC(=O)CC=CCCCCCCCC)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)C([H])(O)[C@@]1([H])OP(O)(O)=O	C33H56N7O17P3S	InChI=1S/C33H56N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-24(42)61-17-16-35-23(41)14-15-36-31(45)28(44)33(2,3)19-54-60(51,52)57-59(49,50)53-18-22-27(56-58(46,47)48)26(43)32(55-22)40-21-39-25-29(34)37-20-38-30(25)40/h11-12,20-22,26-28,32,43-44H,4-10,13-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48)/t22-,26?,27+,28+,32-/m1/s1	XEMIVMKTVGRFTD-CQGYPEFWSA-N	947.2666236			MMDBc0032958
BASm0019994	2-(3-Carboxy-3-(methylammonio)propyl)-L-histidine	2-(3-Carboxy-3-(methylammonio)propyl)-L-histidine is an unusual amino acid that results from the post-translational modification of histidine in certain proteins. In particular, it is a post-translational derivative of histidine that exists in protein synthesis elongation factor 2 (EF2) at the site of diphtheria toxin-catalyzed ADP-ribosylation of elongation factor 2. It is a precursor for diphthamide. This compound is a substrate for the enzyme diphthine synthase (EC 2.1.1.98). This enzyme catalyzes the chemical reaction: S-adenosyl-L-methionine + 2-(3-carboxy-3-aminopropyl)-L-histidine = S-adenosyl-L-homocysteine + 2-[3-carboxy-3-(methylammonio)propyl]-L-histidine.		Solid	C[NH2+]C(CCC1=NC=C(C[C@H](N)C(O)=O)N1)C(O)=O	C11H19N4O4	InChI=1S/C11H18N4O4/c1-13-8(11(18)19)2-3-9-14-5-6(15-9)4-7(12)10(16)17/h5,7-8,13H,2-4,12H2,1H3,(H,14,15)(H,16,17)(H,18,19)/p+1/t7-,8?/m0/s1	YBMOTEQVMANKGX-JAMMHHFISA-O	271.1406301			MMDBc0032960
BASm0019995	4-amino-4-deoxychorismic acid	4-Amino-4-deoxychorismic acid is a metabolite of chorismate in the p-aminobenzoate biosynthesis pathway. This pathway leads to the tetrahydrofolate biosynthesis pathway. Tetrahydrofolate (vitamin B9) is the parent structure of the large family of folates coenzymes. Folates are essential cofactors that facilitate the transfer of one-carbon units from donor molecules into important biosynthetic pathways leading to methionine, purine, and pyrimidine biosynthesis. [Biocyc PWY-6543 and PWY-6614]		Expected Solid	N[C@@H]1C=CC(=C[C@H]1OC(=C)C(O)=O)C(O)=O	C10H11NO5	InChI=1S/C10H11NO5/c1-5(9(12)13)16-8-4-6(10(14)15)2-3-7(8)11/h2-4,7-8H,1,11H2,(H,12,13)(H,14,15)/t7-,8-/m1/s1	OIUJHGOLFKDBSU-HTQZYQBOSA-N	225.0637225			MMDBc0032961
BASm0019996	4-Methyl-5-(2-phosphonooxyethyl)thiazole	4-Methyl-5-(2-phosphonooxyethyl)thiazole is a thiazole, a type of nitrogenous heterocycle compound. Thiazoles are found in different processed foods and are the products of the Maillard reaction, which involves an amino acid and a reducing sugar. Thiazoles are volatile compounds responsible for popcorn, roasted, and peanuts aromas. 4-Methyl-5-(2-phosphonooxyethyl)thiazole is also an intermediate in thiamine biosynthesis pathway. [PMID: 12358442] [Biocyc THISYNARA-PWY]		Expected Solid	CC1=C(CCOP(O)(O)=O)SC=N1	C6H10NO4PS	InChI=1S/C6H10NO4PS/c1-5-6(13-4-7-5)2-3-11-12(8,9)10/h4H,2-3H2,1H3,(H2,8,9,10)	OCYMERZCMYJQQO-UHFFFAOYSA-N	223.006815			MMDBc0032962
BASm0019997	3-Phosphoshikimic acid	3-Phosphoshikimic acid is an intermediate in the chorismate biosynthesis pathway also called shikimate pathway. This pathway occurs in plants and microorganisms. Chorismate is an important intermediate that leads to the biosynthesis of several essential metabolites, including the aromatic amino acids L-phenylalanine, L-tyrosine and L-tryptophan, vitamins E and K, ubiquinone and certain siderophore. [Biocyc ARO-PWY]	63959-45-5	Expected Solid	O[C@@H]1CC(=C[C@@H](OP(O)(O)=O)[C@H]1O)C(O)=O	C7H11O8P	InChI=1S/C7H11O8P/c8-4-1-3(7(10)11)2-5(6(4)9)15-16(12,13)14/h2,4-6,8-9H,1H2,(H,10,11)(H2,12,13,14)/t4-,5-,6+/m1/s1	QYOJSKGCWNAKGW-PBXRRBTRSA-N	254.0191538			MMDBc0032963
BASm0019998	N1-Acetylspermine	N1-Acetylspermine belongs to the class of organic compounds known as acetamides. These are organic compounds with the general formula RNHC(=O)CH3, where R= organyl group. N1-Acetylspermine exists in all living species, ranging from bacteria to humans. Outside of the human body, N1-Acetylspermine has been detected, but not quantified in several different foods, such as purple lavers, jutes, yams, pineapples, and fireweeds. This could make N1-acetylspermine a potential biomarker for the consumption of these foods. N1-Acetylspermine is a polyamine that has been postulated to be an intermediate in the conversion of spermine to spermidine.	25593-72-0	Solid	CC(=O)NCCCNCCCCNCCCN	C12H28N4O	InChI=1S/C12H28N4O/c1-12(17)16-11-5-10-15-8-3-2-7-14-9-4-6-13/h14-15H,2-11,13H2,1H3,(H,16,17)	GUNURVWAJRRUAV-UHFFFAOYSA-N	244.2263115			MMDBc0032965
BASm0019999	Allysine	Allysine (CAS: 1962-83-0), also known as 2-amino-6-oxohexanoic acid or 6-oxonorleucine, belongs to the class of organic compounds known as alpha-amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Outside of the human body, allysine has been detected, but not quantified in, several different foods, such as winged beans, wasabi, common verbena, arrowhead, and oats. This could make allysine a potential biomarker for the consumption of these foods. Allysine is a derivative of lysine used in the production of elastin and collagen. It is produced by the actions of the enzyme lysyl oxidase in the extracellular matrix and is essential in the crosslink formation that stabilizes collagen and elastin.	1962-83-0	Solid	NC(CCCC=O)C(O)=O	C6H11NO3	InChI=1S/C6H11NO3/c7-5(6(9)10)3-1-2-4-8/h4-5H,1-3,7H2,(H,9,10)	GFXYTQPNNXGICT-UHFFFAOYSA-N	145.0738932			MMDBc0032966
BASm0020000	2-trans,6-trans,10-trans-Geranylgeranyl diphosphate	2-trans,6-trans,10-trans-geranylgeranyl diphosphate, also known as geranylgeranyl pyrophosphate, geranylgeranyl-PP or GGPP, is an intermediate in the HMG-CoA reductase pathway used by organisms in the biosynthesis of terpenes and terpenoids. This compound belongs to the family of acyclic diterpenes. These are diterpenes (compounds made of four consecutive isoprene units) that do not contain a cycle. Thus, GGPP is considered to be an isoprenoid lipid molecule. GGPP is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.	6699-20-3	Solid	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O	C20H36O7P2	InChI=1S/C20H36O7P2/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-26-29(24,25)27-28(21,22)23/h9,11,13,15H,6-8,10,12,14,16H2,1-5H3,(H,24,25)(H2,21,22,23)/b18-11+,19-13+,20-15+	OINNEUNVOZHBOX-QIRCYJPOSA-N	450.1936265			MMDBc0032969
BASm0020001	(R)-Pantoic acid	Pantoic acid (along with beta-alanine) is used to synthesize pantothenic acid (vitamin B5) in most microorganisms and plants. Pantothenic acid is a structural component of coenzyme A (CoA) which is involved in essential biological processes such as the citric acid cycle (TCA cycle) and the synthesis of carbohydrates, proteins, and fat. Pantothenic acid is found widespread in foods but especially in egg yolk, offal, fish, whole-grains, legumes, mushrooms, avocados, broccoli, and royal jelly (from bees).	470-29-1	Expected Solid	CC(C)(CO)[C@@H](O)C(O)=O	C6H12O4	InChI=1S/C6H12O4/c1-6(2,3-7)4(8)5(9)10/h4,7-8H,3H2,1-2H3,(H,9,10)/t4-/m0/s1	OTOIIPJYVQJATP-BYPYZUCNSA-N	148.0735589			MMDBc0032972
BASm0020002	3-Dehydroshikimic acid	3-Dehydroshikimic acid is an intermediate in the chorismate biosynthesis pathway also called shikimate pathway. This pathway occurs in plants and microorganisms. Chorismate is an important intermediate that leads to the biosynthesis of several essential metabolites, including the aromatic amino acids L-phenylalanine, L-tyrosine and L-tryptophan, vitamins E and K, ubiquinone and certain siderophore. [Biocyc ARO-PWY] 	27655-56-7	Expected Solid	O[C@@H]1CC(=CC(=O)[C@H]1O)C(O)=O	C7H8O5	InChI=1S/C7H8O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,5-6,9-10H,2H2,(H,11,12)/t5-,6-/m1/s1	SLWWJZMPHJJOPH-PHDIDXHHSA-N	172.0371734			MMDBc0032974
BASm0020003	5-Diphosphomevalonic acid	5-Diphosphomevalonic acid (CAS: 1492-08-6) is a metabolic intermediate in the mevalonate pathway, catalyzed by the enzyme phosphomevalonate kinase from 5-phosphomevalonate (Wikipedia).	4872-34-8	Solid	C[C@@](O)(CCOP(O)(=O)OP(O)(O)=O)CC(O)=O	C6H14O10P2	InChI=1S/C6H14O10P2/c1-6(9,4-5(7)8)2-3-15-18(13,14)16-17(10,11)12/h9H,2-4H2,1H3,(H,7,8)(H,13,14)(H2,10,11,12)/t6-/m1/s1	SIGQQUBJQXSAMW-ZCFIWIBFSA-N	308.0062197			MMDBc0032977
BASm0020004	UDP-D-glucose	Uridine diphosphate glucose, also known as UDP-glucose or UDP-alpha-D-glucose, belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. Uridine diphosphate glucose exists in all living species, ranging from bacteria to plants to humans. Uridine diphosphate glucose is a key intermediate in carbohydrate metabolism. For instance, UDP-glucose is a precursor of glycogen and can be converted into UDP-galactose and UDP-glucuronic acid, which can then be used as substrates by the enzymes that make polysaccharides containing galactose and glucuronic acid. UDP-glucose can also be used as a precursor for the biosynthesis of sucrose, lipopolysaccharides and glycosphingolipids. Within humans, uridine diphosphate glucose participates in a number of enzymatic reactions. In particular, ceramide (D18:1/18:0) and uridine diphosphate glucose can be converted into glucosylceramide (D18:1/18:0) and uridine 5'-diphosphate through the action of the enzyme ceramide glucosyltransferase. In addition, glucosylceramide (D18:1/18:0) and uridine diphosphate glucose can be biosynthesized from lactosylceramide (D18:1/18:0) and uridine 5'-diphosphate through its interaction with the enzyme Beta-1,4-galactosyltransferase 6. 	133-89-1	Solid	OC[C@H]1OC(OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=CC(=O)NC2=O)[C@H](O)[C@@H](O)[C@@H]1O	C15H24N2O17P2	InChI=1S/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8-,9-,10+,11-,12-,13-,14?/m1/s1	HSCJRCZFDFQWRP-RDKQLNKOSA-N	566.0550204			MMDBc0032979
BASm0020005	1-(5-phospho-D-ribosyl)-5-[(5-phospho-D-ribosylamino)methylideneamino]imidazole-4-carboxamide	1-(5-phospho-D-ribosyl)-5-[(5-phospho-D-ribosylamino)methylideneamino]imidazole-4-carboxamide is a purine nucleotide metabolite. There is limited literature available on this compound, indicating that further research may be needed to fully understand its biological significance and functions.		Expected Solid	NC(=O)C1=C(\N=C\N[C@@H]2O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]2O)N(C=N1)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O	C15H25N5O15P2	InChI=1S/C15H25N5O15P2/c16-12(25)7-13(17-3-18-14-10(23)8(21)5(34-14)1-32-36(26,27)28)20(4-19-7)15-11(24)9(22)6(35-15)2-33-37(29,30)31/h3-6,8-11,14-15,21-24H,1-2H2,(H2,16,25)(H,17,18)(H2,26,27,28)(H2,29,30,31)/t5-,6-,8-,9-,10-,11-,14-,15-/m1/s1	QOUSHGMTBIIAHR-KEOHHSTQSA-N	577.0822382			MMDBc0032980
BASm0020006	2-hexaprenyl-6-methoxy-3-methyl-1,4-benzoquinone	2-hexaprenyl-6-methoxy-3-methyl-1,4-benzoquinone is a member of the benzoquinone chemical class. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid	COC1=CC(=O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C1=O	C38H56O3	InChI=1S/C38H56O3/c1-28(2)15-10-16-29(3)17-11-18-30(4)19-12-20-31(5)21-13-22-32(6)23-14-24-33(7)25-26-35-34(8)36(39)27-37(41-9)38(35)40/h15,17,19,21,23,25,27H,10-14,16,18,20,22,24,26H2,1-9H3/b29-17+,30-19+,31-21+,32-23+,33-25+	RLVSEUWSBSQQOE-NSUIJKAQSA-N	560.4229457			MMDBc0032983
BASm0020007	3',5'-cyclic dAMP	3',5'-cyclic dAMP is a nucleotide derivative belonging to the class of cyclic adenosine monophosphates. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its biological significance and functions.	13342-50-2	Expected Solid	NC1=C2N=CN([C@H]3C[C@@H]4OP(O)(=O)OC[C@H]4O3)C2=NC=N1	C10H12N5O5P	InChI=1S/C10H12N5O5P/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5-6(19-7)2-18-21(16,17)20-5/h3-7H,1-2H2,(H,16,17)(H2,11,12,13)/t5-,6+,7+/m0/s1	MKMZAENVDZADSW-RRKCRQDMSA-N	313.057605			MMDBc0032985
BASm0020008	3-Hexaprenyl-4-hydroxybenzoic acid	3-Hexaprenyl-4-hydroxybenzoate is an intermediate in the ubiquinol-6 biosynthesis (eukaryotic) pathway. It is produced from 4-hydroxybenzoate by the enzyme 4-hydroxybenzoate hexaprenyltransferase. Ubiquinone (coenzyme Q) is an isoprenoid quinone that functions as an electron carrier in membranes. [Biocyc PWY3O-19]	65848-03-5	Solid	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=CC(=CC=C1O)C(O)=O	C37H54O3	InChI=1S/C37H54O3/c1-28(2)13-8-14-29(3)15-9-16-30(4)17-10-18-31(5)19-11-20-32(6)21-12-22-33(7)23-24-34-27-35(37(39)40)25-26-36(34)38/h13,15,17,19,21,23,25-27,38H,8-12,14,16,18,20,22,24H2,1-7H3,(H,39,40)/b29-15+,30-17+,31-19+,32-21+,33-23+	LKMQQQABIGIHGL-LAAQXVIISA-N	546.4072956			MMDBc0032987
BASm0020009	3-Hexaprenyl-4,5-dihydroxybenzoic acid	3-Hexaprenyl-4,5-Dihydroxybenzoic acid is an intermediate in the biosynthesis of Ubiquinone. It is a substrate for Hexaprenyldihydroxybenzoate methyltransferase (mitochondrial).	63975-40-6	Solid	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(O)C(O)=CC(=C1)C(O)=O	C37H54O4	InChI=1S/C37H54O4/c1-27(2)13-8-14-28(3)15-9-16-29(4)17-10-18-30(5)19-11-20-31(6)21-12-22-32(7)23-24-33-25-34(37(40)41)26-35(38)36(33)39/h13,15,17,19,21,23,25-26,38-39H,8-12,14,16,18,20,22,24H2,1-7H3,(H,40,41)/b28-15+,29-17+,30-19+,31-21+,32-23+	VEPICJBQCOUQPI-IRVXXIIISA-N	562.4022102			MMDBc0032988
BASm0020010	3-Hexaprenyl-4-hydroxy-5-methoxybenzoic acid	3-Hexaprenyl-4-hydroxy-5-methoxybenzoic acid is an intermediate in the biosynthesis of Ubiquinone. It is a substrate for Hexaprenyldihydroxybenzoate methyltransferase (mitochondrial).	66551-60-8	Solid	COC1=CC(=CC(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C1O)C(O)=O	C38H56O4	InChI=1S/C38H56O4/c1-28(2)14-9-15-29(3)16-10-17-30(4)18-11-19-31(5)20-12-21-32(6)22-13-23-33(7)24-25-34-26-35(38(40)41)27-36(42-8)37(34)39/h14,16,18,20,22,24,26-27,39H,9-13,15,17,19,21,23,25H2,1-8H3,(H,40,41)/b29-16+,30-18+,31-20+,32-22+,33-24+	YSZSVGFMAJXGMQ-FRICUITQSA-N	576.4178603			MMDBc0032989
BASm0020011	trans-dec-2-enoyl-CoA	trans-Dec-2-enoyl-CoA is a coenzyme A (CoA) derivative of trans-dec-2-enoate. Fatty acids must be activated with CoA before any chemical modification can be applied. Also fatty acid metabolic intermediates will also exists as CoA derivatives until the CoA is enzymatically cleaved. The fatty acid group is linked to the terminal thoil moiety of CoA.↵		Solid	CCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C31H52N7O17P3S	InChI=1S/C31H52N7O17P3S/c1-4-5-6-7-8-9-10-11-22(40)59-15-14-33-21(39)12-13-34-29(43)26(42)31(2,3)17-52-58(49,50)55-57(47,48)51-16-20-25(54-56(44,45)46)24(41)30(53-20)38-19-37-23-27(32)35-18-36-28(23)38/h10-11,18-20,24-26,30,41-42H,4-9,12-17H2,1-3H3,(H,33,39)(H,34,43)(H,47,48)(H,49,50)(H2,32,35,36)(H2,44,45,46)/b11-10+/t20-,24-,25-,26+,30-/m1/s1	MGNBGCRQQFMNBM-YJHHLLFWSA-N	919.2353235			MMDBc0032990
BASm0020012	(S)-3-hydroxydecanoyl-CoA	(S)-3-Hydroxydecanoyl-CoA is a coenzyme A derivative of (S)-3-hydroxydecanoate. Fatty acids must be activated with CoA before any chemical modification can be applied. Also fatty acid metabolic intermediates will also exists as CoA derivatives until the CoA is enzymatically cleaved. The fatty acid group is linked to the terminal thoil moiety of CoA.	6245-70-1	Solid	CCCCCCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C31H54N7O18P3S	InChI=1S/C31H54N7O18P3S/c1-4-5-6-7-8-9-19(39)14-22(41)60-13-12-33-21(40)10-11-34-29(44)26(43)31(2,3)16-53-59(50,51)56-58(48,49)52-15-20-25(55-57(45,46)47)24(42)30(54-20)38-18-37-23-27(32)35-17-36-28(23)38/h17-20,24-26,30,39,42-43H,4-16H2,1-3H3,(H,33,40)(H,34,44)(H,48,49)(H,50,51)(H2,32,35,36)(H2,45,46,47)/t19-,20+,24+,25+,26-,30+/m0/s1	HIVSMYZAMUNFKZ-PNPVFPMQSA-N	937.2458882			MMDBc0032991
BASm0020013	(S)-3-hydroxylauroyl-CoA	(S)-3-Hydroxylauroyl-CoA is a coenzyme A derivative of (S)-3-hydroxylauroate. Fatty acids must be activated with CoA before any chemical modification can be applied. Also fatty acid metabolic intermediates will also exists as CoA derivatives until the CoA is enzymatically cleaved. The fatty acid group is linked to the terminal thoil moiety of CoA.	72059-49-5	Solid	CCCCCCCCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C33H58N7O18P3S	InChI=1S/C33H58N7O18P3S/c1-4-5-6-7-8-9-10-11-21(41)16-24(43)62-15-14-35-23(42)12-13-36-31(46)28(45)33(2,3)18-55-61(52,53)58-60(50,51)54-17-22-27(57-59(47,48)49)26(44)32(56-22)40-20-39-25-29(34)37-19-38-30(25)40/h19-22,26-28,32,41,44-45H,4-18H2,1-3H3,(H,35,42)(H,36,46)(H,50,51)(H,52,53)(H2,34,37,38)(H2,47,48,49)/t21-,22+,26+,27+,28-,32+/m0/s1	IJFLXRCJWPKGKJ-LXIXEQKWSA-N	965.2771883			MMDBc0032992
BASm0020014	trans-dodec-2-enoyl-CoA	trans-Dodec-2-enoyl-CoA is a coenzyme A derivative of trans-dodec-2-enoate. Fatty acids must be activated with CoA before any chemical modification can be applied. Also fatty acid metabolic intermediates will also exists as CoA derivatives until the CoA is enzymatically cleaved. The fatty acid group is linked to the terminal thoil moiety of CoA.	1066-12-2	Solid	CCCCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C33H56N7O17P3S	InChI=1S/C33H56N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-24(42)61-17-16-35-23(41)14-15-36-31(45)28(44)33(2,3)19-54-60(51,52)57-59(49,50)53-18-22-27(56-58(46,47)48)26(43)32(55-22)40-21-39-25-29(34)37-20-38-30(25)40/h12-13,20-22,26-28,32,43-44H,4-11,14-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48)/b13-12+/t22-,26-,27-,28+,32-/m1/s1	IRFYVBULXZMEDE-DEEZISNZSA-N	947.2666236			MMDBc0032993
BASm0020015	trans-hexacos-2-enoyl-CoA	trans-Hexacos-2-enoyl-CoA is a coenzyme A derivative of trans-hexacos-2-enoate. Fatty acids must be activated with CoA before any chemical modification can be applied. Also fatty acid metabolic intermediates will also exists as CoA derivatives until the CoA is enzymatically cleaved. The fatty acid group is linked to the terminal thoil moiety of CoA.		Expected Solid	CCCCCCCCCCCCCCCCCCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C47H84N7O17P3S	InChI=1S/C47H84N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-38(56)75-31-30-49-37(55)28-29-50-45(59)42(58)47(2,3)33-68-74(65,66)71-73(63,64)67-32-36-41(70-72(60,61)62)40(57)46(69-36)54-35-53-39-43(48)51-34-52-44(39)54/h26-27,34-36,40-42,46,57-58H,4-25,28-33H2,1-3H3,(H,49,55)(H,50,59)(H,63,64)(H,65,66)(H2,48,51,52)(H2,60,61,62)/b27-26+/t36-,40-,41-,42+,46-/m1/s1	GGUUXBBWTGIIGE-KESUDTCVSA-N	1143.485725			MMDBc0032994
BASm0020016	hexadec-2-enoyl-CoA	(2E)-Hexadecenoyl-CoA is an intermediate in fatty acid metabolism, the substrate of the enzyme enoyl-CoA hydratase [EC:4.2.1.17]; (2E)-Hexadecenoyl-CoA is also the substrate of the enzyme trans-2-enoyl-CoA reductase [EC:1.3.1.38], in the fatty acid elongation pathway in mitochondria. (PMID: 1278159, KEGG).	4460-95-1	Solid	[H]C(CCCCCCCCCCCCC)=CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C37H64N7O17P3S	InChI=1S/C37H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(46)65-21-20-39-27(45)18-19-40-35(49)32(48)37(2,3)23-58-64(55,56)61-63(53,54)57-22-26-31(60-62(50,51)52)30(47)36(59-26)44-25-43-29-33(38)41-24-42-34(29)44/h16-17,24-26,30-32,36,47-48H,4-15,18-23H2,1-3H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)/t26-,30-,31-,32+,36-/m1/s1	JUPAQFRKPHPXLD-BBECNAHFSA-N	1003.329224			MMDBc0032996
BASm0020017	trans-tetradec-2-enoyl-CoA	trans-Tetradec-2-enoyl-CoA is a coenzyme A derivative of trans-tetradec-2-enoate. Fatty acids must be activated with CoA before any chemical modification can be applied. Also fatty acid metabolic intermediates will also exists as CoA derivatives until the CoA is enzymatically cleaved. The fatty acid group is linked to the terminal thoil moiety of CoA.		Solid	CCCCCCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C35H60N7O17P3S	InChI=1S/C35H60N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h14-15,22-24,28-30,34,45-46H,4-13,16-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/b15-14+/t24-,28-,29-,30+,34-/m1/s1	MBCVYCOKMMMWLX-YYMFEJJQSA-N	975.2979238			MMDBc0032998
BASm0020018	3-oxolauroyl-CoA	3-Oxolauroyl-CoA is a coenzyme A derivative of 3-oxolaurate. Fatty acids must be activated with CoA before any chemical modification can be applied. Also fatty acid metabolic intermediates will also exists as CoA derivatives until the CoA is enzymatically cleaved. The fatty acid group is linked to the terminal thoil moiety of CoA.	78303-19-2	Solid	CCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C33H56N7O18P3S	InChI=1S/C33H56N7O18P3S/c1-4-5-6-7-8-9-10-11-21(41)16-24(43)62-15-14-35-23(42)12-13-36-31(46)28(45)33(2,3)18-55-61(52,53)58-60(50,51)54-17-22-27(57-59(47,48)49)26(44)32(56-22)40-20-39-25-29(34)37-19-38-30(25)40/h19-20,22,26-28,32,44-45H,4-18H2,1-3H3,(H,35,42)(H,36,46)(H,50,51)(H,52,53)(H2,34,37,38)(H2,47,48,49)/t22-,26-,27-,28+,32-/m1/s1	HQANBZHVWIDNQZ-GMHMEAMDSA-N	963.2615382			MMDBc0032999
BASm0020019	3-hydroxy-2-isopropyl-4-methoxy-4-oxobutanoate	3-Hydroxy-2-isopropyl-4-methoxy-4-oxobutanoate is a methyl ester of (2R,3S)-3-isopropylmalate formed by the methylation of this compound through trans-aconitate methyltransferase. It is found in the cytosol and may spontaneously demethylate to form an acid. The specific function of this compound in the yeast cell is unknown.		Expected Solid	COC(=O)C(O)C(C(C)C)C(O)=O	C8H14O5	InChI=1S/C8H14O5/c1-4(2)5(7(10)11)6(9)8(12)13-3/h4-6,9H,1-3H3,(H,10,11)	YFUPBIBIDVFELV-UHFFFAOYSA-N	190.0841236			MMDBc0033001
BASm0020020	5-Amino-1-(5-phospho-D-ribosyl)imidazole	5-aminoimidazole ribonucleotide (AIR), is an intermediate of purine nucleotide biosynthesis. It is also the precursor to 4-amino-2-methyl-5-hydroxymethylpyrimidine (HMP), the first product of pyrimidine biosynthesis. This reaction is mediated by the enzyme HMP-P kinase (ThiD). HMP is a precursor of thiamine phosphate (TMP), and subsequently to thiamine pyrophosphate (TPP). TPP is an essential cofactor in all living systems that plays a central role in metabolism. (PMID: 15326535). 5-Aminoimidazole ribonucleotide is a substrate for a number of proteins including: Scaffold attachment factor B2, Multifunctional protein ADE2, Pulmonary surfactant-associated protein B, Tumor necrosis factor receptor superfamily member 25, Pulmonary surfactant-associated protein C, Serine/threonine-protein kinase Chk1, Vinexin, Trifunctional purine biosynthetic protein adenosine-3, Antileukoproteinase 1 and Scaffold attachment factor B.	25635-88-5	Solid	NC1=CN=CN1C1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O	C8H14N3O7P	InChI=1S/C8H14N3O7P/c9-5-1-10-3-11(5)8-7(13)6(12)4(18-8)2-17-19(14,15)16/h1,3-4,6-8,12-13H,2,9H2,(H2,14,15,16)/t4-,6-,7-,8?/m1/s1	PDACUKOKVHBVHJ-ZRTZXPPTSA-N	295.0569363			MMDBc0033005
BASm0020021	4,5-Bis(diphospho)-1D-myo-inositol tetrakisphosphate	4,5-Bis(diphospho)-1D-myo-inositol tetrakisphosphate is a member of the inositol phosphate chemical class. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its biological significance and functions.		Expected Solid	OP(O)(=O)O[C@H]1[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H](OP(O)(=O)OP(O)(O)=O)[C@H](OP(O)(=O)OP(O)(O)=O)[C@H]1OP(O)(O)=O	C6H20O30P8	InChI=1S/C6H20O30P8/c7-37(8,9)29-1-2(30-38(10,11)12)4(32-40(16,17)18)6(34-44(27,28)36-42(22,23)24)5(3(1)31-39(13,14)15)33-43(25,26)35-41(19,20)21/h1-6H,(H,25,26)(H,27,28)(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/t1-,2+,3-,4-,5+,6+/m0/s1	GXPFHIDIIMSLOF-UZAAGFTCSA-N	819.7940314			MMDBc0033010
BASm0020022	10-Formyltetrahydrofolic acid	10-Formyltetrahydrofolate (10-CHO-THF) is form of tetrahydrofolate that acts as a donor of formyl groups in anabolism. In particular, 10-CHO-THF is used as a substrate in a number of formyltransferase reactions. It plays an important role in purine biosynthesis, where 10-CHO-THF is a substrate for phosphoribosylaminoimidazolecarboxamide formyltransferase, as well as in the formylation of the methionyl initiator tRNA (fMet-tRNA), when 10-CHO-THF is a substrate for methionyl-tRNA formyltransferase. 10-Formyltetrahydrofolate is a substrate for Trifunctional purine biosynthetic protein adenosine-3, Bifunctional methylenetetrahydrofolate dehydrogenase/cyclohydrolase (mitochondrial), 10-formyltetrahydrofolate dehydrogenase, Folylpolyglutamate synthase (mitochondrial), Bifunctional purine biosynthesis protein PURH and C-1-tetrahydrofolate synthase (cytoplasmic).	2800-34-2	Solid	NC1=NC2=C(N[C@@H](CN(C=O)C3=CC=C(C=C3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)CN2)C(=O)N1	C20H23N7O7	InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)23-11(7-22-16)8-27(9-28)12-3-1-10(2-4-12)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,11,13,23H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,22,25,26,32)/t11-,13+/m1/s1	AUFGTPPARQZWDO-YPMHNXCESA-N	473.1658961			MMDBc0033012
BASm0020023	5,6-Bis(diphospho)-1D-myo-inositol tetrakisphosphate	Diphosphoinositol tetrakisphosphate (InsP(8)) contains energetic pyrophosphate groups and occurs throughout animal and plant kingdoms. These molecules are synthesized by a recently cloned family of inositol hexakisphosphate kinases (InsP(6)Ks). It is one of the most highly phosphorylated members of the inositol-based cell signaling family (PMID: 9822604). Bisdiphosphoinositol tetrakisphosphate regulates many cellular processes including endocytosis, vesicle trafficking, apoptosis, and DNA repair (PMID: 15316027).		Expected Solid	OP(O)(=O)O[C@H]1[C@@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(=O)OP(O)(O)=O)[C@@H](OP(O)(=O)OP(O)(O)=O)[C@@H]1OP(O)(O)=O	C6H20O30P8	InChI=1S/C6H20O30P8/c7-37(8,9)29-1-2(30-38(10,11)12)4(32-40(16,17)18)6(34-44(27,28)36-42(22,23)24)5(3(1)31-39(13,14)15)33-43(25,26)35-41(19,20)21/h1-6H,(H,25,26)(H,27,28)(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/t1-,2+,3-,4-,5+,6+/m1/s1	GXPFHIDIIMSLOF-YORTWTKJSA-N	819.7940314			MMDBc0033013
BASm0020024	pimeloyl-CoA		18907-20-5	Solid	CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCC(O)=O	C28H46N7O19P3S	InChI=1S/C28H46N7O19P3S/c1-28(2,23(41)26(42)31-9-8-17(36)30-10-11-58-19(39)7-5-3-4-6-18(37)38)13-51-57(48,49)54-56(46,47)50-12-16-22(53-55(43,44)45)21(40)27(52-16)35-15-34-20-24(29)32-14-33-25(20)35/h14-16,21-23,27,40-41H,3-13H2,1-2H3,(H,30,36)(H,31,42)(H,37,38)(H,46,47)(H,48,49)(H2,29,32,33)(H2,43,44,45)/t16-,21-,22-,23+,27-/m1/s1	LYCRXMTYUZDUGA-UYRKPTJQSA-N	909.1782026			MMDBc0033015
BASm0020025	myristoyl-CoA	Tetradecanoyl-CoA (or myristoyl-CoA) is an intermediate in fatty acid biosynthesis, fatty acid elongation and the beta oxidation of fatty acids. It is also used in the myristoylation of proteins. The first pass through the beta-oxidation process starts with the saturated fatty acid palmitoyl-CoA and produces myristoyl-CoA. A total of four enzymatic steps are required, starting with VLCAD CoA dehydrogenase (Very Long Chain) activity, followed by three enzymatic steps catalyzed by enoyl-CoA hydratase, 3-hydroxyacyl-CoA dehydrogenase, and ketoacyl-CoA thiolase, all present in the mitochondria. Myristoylation of proteins is also catalyzed by the presence of myristoyl-CoA along with Myristoyl-CoA:protein N-myristoyltransferase (NMT). Myristoylation is an irreversible, co-translational (during translation) protein modification found in animals, plants, fungi and viruses. In this protein modification a myristoyl group (derived from myristioyl CoA) is covalently attached via an amide bond to the alpha-amino group of an N-terminal amino acid of a nascent polypeptide. It is more common on glycine residues but also occurs on other amino acids. Myristoylation also occurs post-translationally, for example when previously internal glycine residues become exposed by caspase cleavage during apoptosis. Myristoylation plays a vital role in membrane targeting and signal transduction in plant responses to environmental stress. Compared to other species that possess a single functional myristoyl-CoA: protein N-myristoyltransferase (NMT) gene copy, human, mouse and cow possess 2 NMT genes, and more than 2 protein isoforms.	3130-72-1	Solid	CCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C35H62N7O17P3S	InChI=1S/C35H62N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h22-24,28-30,34,45-46H,4-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/t24-,28-,29-,30+,34-/m1/s1	DUAFKXOFBZQTQE-QSGBVPJFSA-N	977.3135738			MMDBc0033017
BASm0020026	(2S,3R)-3-hydroxybutane-1,2,3-tricarboxylic acid	myo-Inositol 1,3,4,5,6-pentakisphosphate, also known as Ins(1,3,4,5,6)P5 or inositol pentaphosphate, is an inositol polyphosphate of emerging significance in cellular signalling. Both Ins(1,3,4,5,6)P5 and its C-2 epimer scyllo-inositol pentakisphosphate (scyllo-InsP(5)) were synthesized from the same myo-inositol-based precursor (PMID: 16755629). InsP6, Ins(1,3,4,5,6)P5, and their close metabolic relatives are amongst the more abundant intracellular inositol polyphosphates. They are involved in chromatin organization, DNA maintenance, gene transcription, nuclear mRNA transport, membrane trafficking, and control of cell proliferation (PMID: 14992690).	20298-95-7	Solid	C[C@@](O)([C@H](CC(O)=O)C(O)=O)C(O)=O	C7H10O7	InChI=1S/C7H10O7/c1-7(14,6(12)13)3(5(10)11)2-4(8)9/h3,14H,2H2,1H3,(H,8,9)(H,10,11)(H,12,13)/t3-,7-/m1/s1	HHKPKXCSHMJWCF-WVBDSBKLSA-N	206.0426527			MMDBc0033019
BASm0020027	oleoyl-CoA	Oleoyl-CoA is a substrate for Acyl-CoA desaturase and Protein FAM34A.	1716-06-9	Solid	CCCCCCCC\C=C/CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C39H68N7O17P3S	InChI=1S/C39H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h11-12,26-28,32-34,38,49-50H,4-10,13-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/b12-11-/t28-,32-,33-,34+,38-/m1/s1	XDUHQPOXLUAVEE-BPMMELMSSA-N	1031.360524			MMDBc0033021
BASm0020028	episteryl oleate	episteryl oleate is a lipid metabolite belonging to the class of esters. There is limited literature available on this compound, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	CCCCCCCC\C=C/CCCCCCCC(=O)O[C@H]1CC[C@@]2(C)[C@@]([H])(CC=C3[C@]4([H])CC[C@]([H])([C@H](C)CCC(=C)C(C)C)[C@@]4(C)CC[C@]23[H])C1	C46H78O2	InChI=1S/C46H78O2/c1-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-44(47)48-39-30-32-45(6)38(34-39)26-27-40-42-29-28-41(46(42,7)33-31-43(40)45)37(5)25-24-36(4)35(2)3/h15-16,27,35,37-39,41-43H,4,8-14,17-26,28-34H2,1-3,5-7H3/b16-15-/t37-,38+,39+,41-,42+,43+,45+,46-/m1/s1	WXTXUXMQBSJEQW-PIJZSGCZSA-N	662.6001817			MMDBc0033022
BASm0020029	ergosteryl oleate	Ergosteryl oleate is a sterol ester belonging to the chemical class of lipids. It consists of an oleic acid moiety esterified to ergosterol, a sterol found in fungal membranes. The chemical structure features a long hydrocarbon chain from oleic acid linked to the hydroxyl group of ergosterol, forming an ester bond. In biological pathways, ergosteryl oleate is involved in lipid metabolism, particularly in the context of cholesterol and sterol homeostasis. It is synthesized through the action of acyl-CoA:cholesterol acyltransferase (ACAT), which catalyzes the esterification of cholesterol and ergosterol. Notably, research indicates that human ACAT expressed in sat1 sat2 mutant cells can catalyze the formation of ergosteryl oleate in vitro, although this process is less efficient than that mediated by yeast acyl-CoA:sterol acyltransferase (ASAT) in wild-type cells, achieving only about 8% of the latter's activity in vivo (PMID:8798656). This suggests that ergosteryl oleate may play a role in lipid storage and membrane dynamics, although its precise biological functions remain to be fully elucidated.		Expected Solid	CCCCCCCC\C=C/CCCCCCCC(=O)O[C@H]1CC[C@@]2(C)C(=CC=C3[C@]4([H])CC[C@]([H])([C@H](C)\C=C\[C@H](C)C(C)C)[C@@]4(C)CC[C@]23[H])C1	C46H76O2	InChI=1S/C46H76O2/c1-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-44(47)48-39-30-32-45(6)38(34-39)26-27-40-42-29-28-41(46(42,7)33-31-43(40)45)37(5)25-24-36(4)35(2)3/h15-16,24-27,35-37,39,41-43H,8-14,17-23,28-34H2,1-7H3/b16-15-,25-24+/t36-,37+,39-,41+,42-,43-,45-,46+/m0/s1	VVZNLLXLOKRQPH-NZIRWOIASA-N	660.5845317			MMDBc0033023
BASm0020030	fecosteryl oleate	fecosteryl oleate is a fatty acid ester belonging to the class of lipids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	CCCCCCCC\C=C/CCCCCCCC(=O)O[C@H]1CC[C@]2(C)C3=C(CC[C@@]2([H])C1)[C@]1([H])CC[C@]([H])([C@H](C)CCC(=C)C(C)C)[C@@]1(C)CC3	C46H78O2	InChI=1S/C46H78O2/c1-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-44(47)48-39-30-32-45(6)38(34-39)26-27-40-42-29-28-41(46(42,7)33-31-43(40)45)37(5)25-24-36(4)35(2)3/h15-16,35,37-39,41-42H,4,8-14,17-34H2,1-3,5-7H3/b16-15-/t37-,38+,39+,41-,42+,45+,46-/m1/s1	HMMVQRABXKLEQV-ASZKISFMSA-N	662.6001817			MMDBc0033024
BASm0020031	lanosteryl oleate	Lanosteryl oleate is a lipid metabolite belonging to the class of sterol esters. It is derived from the transesterification of lanosterol, a tetracyclic triterpene, with oleic acid, resulting in a compound that features a long hydrocarbon chain attached to the sterol backbone. The chemical structure of lanosteryl oleate consists of a lanosterol moiety linked to an oleate group via an ester bond, which influences its solubility and biological interactions. Lanosteryl oleate is involved in various biochemical pathways, particularly in lipid metabolism and cellular signaling processes. Its formation occurs in the context of enzymatic reactions where lanosterol serves as a precursor, indicating its role in the biosynthesis of complex lipids. Notably, studies have shown that cholesterol can be transesterified with ethyl dihydrocinnamate to produce cholesteryl dihydrocinnamate, while the corresponding reaction with lanosterol yields lanosteryl oleate in a lower yield (14%) (PMID:11714305). This highlights the chemical versatility of lanosterol and its potential applications in the development of lipid-based formulations.		Expected Solid	CCCCCCCC\C=C/CCCCCCCC(=O)O[C@H]1CC[C@]2(C)C3=C(CC[C@@]2([H])C1(C)C)[C@]1(C)CC[C@]([H])([C@H](C)CCC=C(C)C)[C@@]1(C)CC3	C48H82O2	InChI=1S/C48H82O2/c1-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-28-44(49)50-43-33-34-46(7)40-32-36-47(8)39(38(4)27-25-26-37(2)3)31-35-48(47,9)41(40)29-30-42(46)45(43,5)6/h17-18,26,38-39,42-43H,10-16,19-25,27-36H2,1-9H3/b18-17-/t38-,39-,42+,43+,46-,47-,48+/m1/s1	DKYFEOWQCCNWLB-GYZZQDEESA-N	690.6314819			MMDBc0033025
BASm0020032	zymosteryl oleate	Zymosteryl oleate is a lipid compound belonging to the class of fatty acid esters. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	CCCCCCCC\C=C/CCCCCCCC(=O)O[C@H]1CC[C@]2(C)C3=C(CC[C@@]2([H])C1)[C@]1([H])CC[C@]([H])([C@H](C)CCC=C(C)C)[C@@]1(C)CC3	C45H76O2	InChI=1S/C45H76O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25-43(46)47-38-30-32-44(5)37(34-38)26-27-39-41-29-28-40(36(4)24-22-23-35(2)3)45(41,6)33-31-42(39)44/h14-15,23,36-38,40-41H,7-13,16-22,24-34H2,1-6H3/b15-14-/t36-,37+,38+,40-,41+,44+,45-/m1/s1	UQDRGTMESOOVKB-LBIJMCEOSA-N	648.5845317			MMDBc0033027
BASm0020033	episteryl palmitoleate	episteryl palmitoleate is a lipid metabolite belonging to the class of fatty acid esters. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	CCCCCC\C=C/CCCCCCCC(=O)O[C@H]1CC[C@@]2(C)[C@@]([H])(CC=C3[C@]4([H])CC[C@]([H])([C@H](C)CCC(=C)C(C)C)[C@@]4(C)CC[C@]23[H])C1	C44H74O2	InChI=1S/C44H74O2/c1-8-9-10-11-12-13-14-15-16-17-18-19-20-21-42(45)46-37-28-30-43(6)36(32-37)24-25-38-40-27-26-39(44(40,7)31-29-41(38)43)35(5)23-22-34(4)33(2)3/h13-14,25,33,35-37,39-41H,4,8-12,15-24,26-32H2,1-3,5-7H3/b14-13-/t35-,36+,37+,39-,40+,41+,43+,44-/m1/s1	SYZHHZICOBPDNN-ADJCQIKLSA-N	634.5688816			MMDBc0033028
BASm0020034	ergosteryl palmitoleate	ergosteryl palmitoleate is a sterol ester. There is limited literature available on this metabolite, and further research is needed to fully understand its biological significance and potential applications.		Expected Solid	CCCCCC\C=C/CCCCCCCC(=O)O[C@H]1CC[C@@]2(C)C(=CC=C3[C@]4([H])CC[C@]([H])([C@H](C)\C=C\[C@H](C)C(C)C)[C@@]4(C)CC[C@]23[H])C1	C44H72O2	InChI=1S/C44H72O2/c1-8-9-10-11-12-13-14-15-16-17-18-19-20-21-42(45)46-37-28-30-43(6)36(32-37)24-25-38-40-27-26-39(44(40,7)31-29-41(38)43)35(5)23-22-34(4)33(2)3/h13-14,22-25,33-35,37,39-41H,8-12,15-21,26-32H2,1-7H3/b14-13-,23-22+/t34-,35+,37-,39+,40-,41-,43-,44+/m0/s1	YNMORHVGYFUEDW-CPYZXPJNSA-N	632.5532315			MMDBc0033029
BASm0020035	fecosteryl palmitoleate	fecosteryl palmitoleate is a lipid compound belonging to the class of fatty acid esters. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	CCCCCC\C=C/CCCCCCCC(=O)O[C@H]1CC[C@]2(C)C3=C(CC[C@@]2([H])C1)[C@]1([H])CC[C@]([H])([C@H](C)CCC(=C)C(C)C)[C@@]1(C)CC3	C44H74O2	InChI=1S/C44H74O2/c1-8-9-10-11-12-13-14-15-16-17-18-19-20-21-42(45)46-37-28-30-43(6)36(32-37)24-25-38-40-27-26-39(44(40,7)31-29-41(38)43)35(5)23-22-34(4)33(2)3/h13-14,33,35-37,39-40H,4,8-12,15-32H2,1-3,5-7H3/b14-13-/t35-,36+,37+,39-,40+,43+,44-/m1/s1	VXMWPGVHCCYQEO-JKUHGSQXSA-N	634.5688816			MMDBc0033030
BASm0020036	lanosteryl palmitoleate	lanosteryl palmitoleate is a lipid compound belonging to the class of sterol esters. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	CCCCCC\C=C/CCCCCCCC(=O)O[C@H]1CC[C@]2(C)C3=C(CC[C@@]2([H])C1(C)C)[C@]1(C)CC[C@]([H])([C@H](C)CCC=C(C)C)[C@@]1(C)CC3	C46H78O2	InChI=1S/C46H78O2/c1-10-11-12-13-14-15-16-17-18-19-20-21-22-26-42(47)48-41-31-32-44(7)38-30-34-45(8)37(36(4)25-23-24-35(2)3)29-33-46(45,9)39(38)27-28-40(44)43(41,5)6/h15-16,24,36-37,40-41H,10-14,17-23,25-34H2,1-9H3/b16-15-/t36-,37-,40+,41+,44-,45-,46+/m1/s1	ZQYLHZCSMYSLQS-MMTWXXDWSA-N	662.6001817			MMDBc0033031
BASm0020037	zymosteryl palmitoleate	Zymosteryl palmitoleate is a sterol ester. There is limited literature on this metabolite, indicating a lack of extensive research and characterization in the scientific community.		Expected Solid	CCCCCC\C=C/CCCCCCCC(=O)O[C@H]1CC[C@]2(C)C3=C(CC[C@@]2([H])C1)[C@]1([H])CC[C@]([H])([C@H](C)CCC=C(C)C)[C@@]1(C)CC3	C43H72O2	InChI=1S/C43H72O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-23-41(44)45-36-28-30-42(5)35(32-36)24-25-37-39-27-26-38(34(4)22-20-21-33(2)3)43(39,6)31-29-40(37)42/h12-13,21,34-36,38-39H,7-11,14-20,22-32H2,1-6H3/b13-12-/t34-,35+,36+,38-,39+,42+,43-/m1/s1	RKBOCYGCMVZAEZ-MMBTXPDKSA-N	620.5532315			MMDBc0033032
BASm0020038	2',3'-cyclic AMP	Adenosine 2',3'-cyclic phosphate is part of the purine metabolism pathway. In this pathway, 2',3'-cyclic AMP is reversibly converted to 3'-AMP via the enzyme 2',3'-cyclic-nucleotide 2'-phosphodiesterase (EC 3.1.4.16). (KEGG).	634-01-5	Solid	NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@H]2OP(O)(=O)O[C@@H]12	C10H12N5O6P	InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7-6(4(1-16)19-10)20-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1	KMYWVDDIPVNLME-KQYNXXCUSA-N	329.0525197			MMDBc0033035
BASm0020039	alpha-D-mannosyl-beta-D-mannosyldiacetylchitobiosyldiphosphodolichol			Expected Solid	OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](CO)O[C@@H](O[C@H]3[C@H](O)[C@@H](NC(C)=O)[C@@H](O[C@@H]3CO)O[C@H]3[C@H](O)[C@@H](NC(=O)C)[C@H](O[C@@H]3CO)OP(=O)(O)OP(=O)(O)OCCC(C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(\C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(\C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)[C@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	C128H212N2O27P2	InChI=1S/C128H212N2O27P2/c1-87(2)43-24-44-88(3)45-25-46-89(4)47-26-48-90(5)49-27-50-91(6)51-28-52-92(7)53-29-54-93(8)55-30-56-94(9)57-31-58-95(10)59-32-60-96(11)61-33-62-97(12)63-34-64-98(13)65-35-66-99(14)67-36-68-100(15)69-37-70-101(16)71-38-72-102(17)73-39-74-103(18)75-40-76-104(19)77-41-78-105(20)79-42-80-106(21)81-82-148-158(144,145)157-159(146,147)156-126-114(130-108(23)136)118(140)122(112(86-134)152-126)153-125-113(129-107(22)135)117(139)123(111(85-133)151-125)154-128-121(143)124(116(138)110(84-132)150-128)155-127-120(142)119(141)115(137)109(83-131)149-127/h43,45,47,49,51,53,55,57,59,61,63,65,67,69,71,73,75,77,79,106,109-128,131-134,137-143H,24-42,44,46,48,50,52,54,56,58,60,62,64,66,68,70,72,74,76,78,80-86H2,1-23H3,(H,129,135)(H,130,136)(H,144,145)(H,146,147)/b88-45+,89-47+,90-49+,91-51+,92-53-,93-55+,94-57+,95-59+,96-61+,97-63+,98-65+,99-67+,100-69+,101-71-,102-73+,103-75+,104-77+,105-79+/t106?,109-,110-,111-,112-,113-,114-,115-,116-,117-,118-,119+,120+,121+,122-,123-,124+,125+,126-,127-,128+/m1/s1	JUNJUMRONIXXFR-CGXDBECFSA-N	2271.475273			MMDBc0033041
BASm0020040	(N(omega)-L-arginino)succinic acid	Arginosuccinic acid is a basic amino acid. Some cells synthesize it from citrulline, aspartic acid and use it as a precursor for arginine in the urea cycle or Citrulline-NO cycle. The enzyme that catalyzes the reaction is argininosuccinate synthetase. Argininosuccinic acid is a precursor to fumarate in the citric acid cycle via argininosuccinate lyase. Defects in the argininosuccinate lyase enzyme can lead to argininosuccinate lyase deficiency, which is an inborn error of metabolism. Argininosuccinate (ASA) lyase deficiency results in defective cleavage of ASA. This leads to an accumulation of ASA in cells and an excessive excretion of ASA in urine (argininosuccinic aciduria). In virtually all respects, this disorder shares the characteristics of other urea cycle defects. The most important characteristic of ASA lyase deficiency is its propensity to cause hyperammonemia in affected individuals. ASA in affected individuals is excreted by the kidney at a rate practically equivalent to the glomerular filtration rate (GFR). Whether ASA itself causes a degree of toxicity due to hepatocellular accumulation is unknown; such an effect could help explain hyperammonemia development in affected individuals. Regardless, the name of the disease is derived from the rapid clearance of ASA in urine, although elevated levels of ASA can be found in plasma. ASA lyase deficiency is associated with high mortality and morbidity rates. Symptoms of ASA lyase deficiency include anorexia, irritability rapid breathing, lethargy and vomiting. Extreme symptoms include coma and cerebral edema.	2387-71-5	Solid	N[C@@H](CCCNC(=N)NC(CC(O)=O)C(O)=O)C(O)=O	C10H18N4O6	InChI=1S/C10H18N4O6/c11-5(8(17)18)2-1-3-13-10(12)14-6(9(19)20)4-7(15)16/h5-6H,1-4,11H2,(H,15,16)(H,17,18)(H,19,20)(H3,12,13,14)/t5-,6?/m0/s1	KDZOASGQNOPSCU-ZBHICJROSA-N	290.1226343			MMDBc0033045
BASm0020041	P(1)-(5'-Adenosyl),P(4)-(5'-guanosyl) tetraphosphate	P(1)-(5'-adenosyl),P(4)-(5'-guanosyl) tetraphosphate, also known as guanosine tetraphosphate adenosine, is a dinucleoside polyphosphate. Dinucleoside polyphosphates are an interesting group of signalling molecules that control numerous physiological functions. Diadenosine compounds, with a backbone of anything from two to seven phosphates, are known to occur naturally. Some of them have been isolated from cerebral nerve terminals and, acting via nucleoside (P1), nucleotide (P2), or dinucleotide receptors, can affect central nervous system function. Many of them have been isolated from human blood platelet secretory granules and are potentially involved in haemostatic mechanisms and peripheral control of vascular tone. Many visceral organs respond to the application of adenine dinucleotides and, although they act on receptors in the periphery that can be mainly defined as either P1 or P2, evidence is now accumulating for discrete dinucleotide receptors. In the periphery, adenine dinucleotides can be potent agonists, with diverse functions, causing contraction or relaxation of smooth muscle. Many P2X receptor proteins and P2Y receptors have been cloned and adenine dinucleotides have a variable pharmacological profile at these receptors and may be useful tools for characterising subtypes of P2X and P2Y receptors. Many extracellular roles of diadenosine polyphosphates are emerging as yet increasingly important, natural ligands for a plethora of structurally diverse mononucleotide and dinucleotide receptors. (PMID: 12772275 , 7767329 ).		Expected Solid	NC1=NC(=O)C2=C(N1)N(C=N2)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O	C20H28N10O20P4	InChI=1S/C20H28N10O20P4/c21-14-8-15(24-3-23-14)29(4-25-8)18-12(33)10(31)6(46-18)1-44-51(36,37)48-53(40,41)50-54(42,43)49-52(38,39)45-2-7-11(32)13(34)19(47-7)30-5-26-9-16(30)27-20(22)28-17(9)35/h3-7,10-13,18-19,31-34H,1-2H2,(H,36,37)(H,38,39)(H,40,41)(H,42,43)(H2,21,23,24)(H3,22,27,28,35)/t6-,7-,10-,11-,12-,13-,18-,19-/m1/s1	SJXJAXXRDJWRCR-INFSMZHSSA-N	852.0431794			MMDBc0033046
BASm0020042	zymosterol intermediate 1c	Zymosterol is an intermediate in the biosynthesis of both ergosterol, a major constituent of the fungal plasma membrane, and cholesterol, the homologous component in mammalian membranes. Cholesterol and ergosterol share most of their biosythetic pathway, with differences only in the part of the pathway that is downstream of zymosterol. [Biocyc PWY-6074 and PWY-6075]		Expected Solid	[H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C(C)=O)[C@]1([H])CC3)[C@H](C)CCC=C(C)C	C29H46O2	InChI=1S/C29H46O2/c1-18(2)8-7-9-19(3)22-12-13-23-21-10-11-25-27(20(4)30)26(31)15-17-29(25,6)24(21)14-16-28(22,23)5/h8,19,22-23,25-27,31H,7,9-17H2,1-6H3/t19-,22-,23+,25+,26+,27?,28-,29-/m1/s1	GGLAWNOISZYLHT-FICDAWEZSA-N	426.3497807			MMDBc0033050
BASm0020043	4beta-methylzymosterol-4alpha-carboxylic acid	4α-carboxy-4β-methyl-5α-cholesta-8,24-dien-3β-ol is also known as 4alpha-Carboxy-4beta-methyl-zymosterol.  4α-carboxy-4β-methyl-5α-cholesta-8,24-dien-3β-ol is considered to be practically insoluble (in water) and acidic.  4α-carboxy-4β-methyl-5α-cholesta-8,24-dien-3β-ol is a sterol lipid molecule			[H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@](C)(C(O)=O)[C@]1([H])CC3)[C@H](C)CCC=C(C)C	C29H46O3	InChI=1S/C29H46O3/c1-18(2)8-7-9-19(3)21-11-12-22-20-10-13-24-28(5,23(20)14-16-27(21,22)4)17-15-25(30)29(24,6)26(31)32/h8,19,21-22,24-25,30H,7,9-17H2,1-6H3,(H,31,32)/t19-,21-,22+,24-,25+,27-,28-,29+/m1/s1	MYWAIWDQTCHPTH-LJAIZBFVSA-N	442.3446953			MMDBc0033053
BASm0020044	zymosterol intermediate 1a	Zymosterol is an intermediate in the biosynthesis of both ergosterol, a major constituent of the fungal plasma membrane, and cholesterol, the homologous component in mammalian membranes. Cholesterol and ergosterol share most of their biosythetic pathway, with differences only in the part of the pathway that is downstream of zymosterol. [Biocyc PWY-6074 and PWY-6075]		Expected Solid	[H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(CO)[C@]1([H])CC3)[C@H](C)CCC=C(C)C	C28H46O2	InChI=1S/C28H46O2/c1-18(2)7-6-8-19(3)22-11-12-23-20-9-10-24-21(17-29)26(30)14-16-28(24,5)25(20)13-15-27(22,23)4/h7,19,21-24,26,29-30H,6,8-17H2,1-5H3/t19-,21?,22-,23+,24+,26+,27-,28+/m1/s1	ORZKEIGPXNMCHC-BZBPNLPVSA-N	414.3497807			MMDBc0033055
BASm0020045	zymosterol intermediate 1b	Zymosterol is an intermediate in the biosynthesis of both ergosterol, a major constituent of the fungal plasma membrane, and cholesterol, the homologous component in mammalian membranes. Cholesterol and ergosterol share most of their biosythetic pathway, with differences only in the part of the pathway that is downstream of zymosterol. [Biocyc PWY-6074 and PWY-6075]		Expected Solid	[H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C=O)[C@]1([H])CC3)[C@H](C)CCC=C(C)C	C28H44O2	InChI=1S/C28H44O2/c1-18(2)7-6-8-19(3)22-11-12-23-20-9-10-24-21(17-29)26(30)14-16-28(24,5)25(20)13-15-27(22,23)4/h7,17,19,21-24,26,30H,6,8-16H2,1-5H3/t19-,21?,22-,23+,24+,26+,27-,28+/m1/s1	ZLQSSFNCEUGGJF-BZBPNLPVSA-N	412.3341307			MMDBc0033056
BASm0020046	nonaprenyl diphosphate	Nonaprenyl diphosphate is a polyisoprenoid compound classified within the chemical class of diphosphate esters. Its structure consists of a long chain of isoprene units, specifically nine isoprene units, linked by diphosphate groups, which play a crucial role in various biosynthetic pathways. Nonaprenyl diphosphate is synthesized by enzymes such as nonaprenyl diphosphate synthase (Nds), which is encoded by genes like PAM18_4662, and is critical for determining the number of isoprenoid units in coenzyme Q9 (CoQ9) biosynthesis (PMID:30989356). Additionally, it is formed through the condensation of isopentenyl diphosphate (IPP) and dimethylallyl diphosphate (DMAPP) by octaprenyl diphosphate synthase (IspB), which also produces octaprenyl diphosphate (PMID:29191106). Furthermore, nonaprenyl diphosphate synthase (E-C45) is involved in the synthesis of nonaprenyl diphosphate, alongside geranylgeranyl diphosphate synthase (E-C20) (PMID:32495977). This compound plays a significant role in the assembly of larger isoprenoid molecules, contributing to various biological functions.		Expected Solid	CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(O)(=O)OP(O)(O)=O	C45H76O7P2	InChI=1S/C45H76O7P2/c1-37(2)19-11-20-38(3)21-12-22-39(4)23-13-24-40(5)25-14-26-41(6)27-15-28-42(7)29-16-30-43(8)31-17-32-44(9)33-18-34-45(10)35-36-51-54(49,50)52-53(46,47)48/h19,21,23,25,27,29,31,33,35H,11-18,20,22,24,26,28,30,32,34,36H2,1-10H3,(H,49,50)(H2,46,47,48)	IVLBHBFTRNVIAP-UHFFFAOYSA-N	790.5066278			MMDBc0033057
BASm0020047	nonaprenyl 4-hydroxybenzoate	Nonaprenyl 4-hydroxybenzoate is a phenolic compound belonging to the class of benzoates. Its chemical structure features a 4-hydroxybenzoate moiety linked to a nonaprenyl side chain, which consists of a long isoprenoid unit. This unique structure allows nonaprenyl 4-hydroxybenzoate to participate in various biochemical pathways, particularly those involving the modification of proteins and other biomolecules. The compound is involved in the transferase activity, which is crucial for the conjugation of 4-hydroxybenzoate to different substrates, facilitating their metabolic processing. Notably, nonaprenyl 4-hydroxybenzoate transferase activity is high during the entire period investigated, indicating its sustained role in metabolic pathways (PMID:8789251). This suggests that nonaprenyl 4-hydroxybenzoate may play a significant role in the biosynthesis of certain metabolites or in the detoxification processes within the organism. The ongoing research into its functions and interactions within biological systems continues to shed light on its potential implications in metabolic regulation.		Expected Solid	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\COC(=O)C1=CC=C(O)C=C1	C52H78O3	InChI=1S/C52H78O3/c1-41(2)19-11-20-42(3)21-12-22-43(4)23-13-24-44(5)25-14-26-45(6)27-15-28-46(7)29-16-30-47(8)31-17-32-48(9)33-18-34-49(10)39-40-55-52(54)50-35-37-51(53)38-36-50/h19,21,23,25,27,29,31,33,35-39,53H,11-18,20,22,24,26,28,30,32,34,40H2,1-10H3/b42-21+,43-23+,44-25+,45-27+,46-29+,47-31+,48-33+,49-39+	YIXNPXUQGCNFPX-RTPSYSNVSA-N	750.5950964			MMDBc0033058
BASm0020048	N-(24-hydroxytetracosanoyl)sphinganine	<p>N-(24-Hydroxytetracosanoyl)sphinganine is a ceramide (a sphingolipid). Ceramides are found in high concentrations within the cell membrane of cells. Ceramides are composed of a sphingosine and a fatty acid. Ceramides are found in high concentrations within the cell membrane of cells. Caramides are known to promote transport of secretory vesicles from the ER to the Golgi apparatus. Sphingolipids like ceramide play import roles in lipid rafts which in yeast are responsible for delivering and sorting membrane bound proteins. Lipid rafts also play roles in membrane fusion during mating.[PMID: 16730802]↵</p>↵<p>↵There are three major pathways of ceramide generation. The sphingomyelinase pathway uses an enzyme to breakdown IPC, MIPC and M(IP)2C in the cell membrane and release ceramide. The de novo pathway creates ceramide from less complex molecules. Ceramide generation can also occur through breakdown of complex sphingolipids that are ultimately broken down into sphingosine, which is then reused by reacylation to form ceramide. This latter pathway is termed the Salvage pathway.[Wikipedia, PMID: 16730802]↵</p>		Expected Solid	CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCCCCCCCCCCO	C42H85NO4	InChI=1S/C42H85NO4/c1-2-3-4-5-6-7-8-18-21-24-27-30-33-36-41(46)40(39-45)43-42(47)37-34-31-28-25-22-19-16-14-12-10-9-11-13-15-17-20-23-26-29-32-35-38-44/h40-41,44-46H,2-39H2,1H3,(H,43,47)/t40-,41+/m0/s1	ZQGNZSWBCQGWAO-WVILEFPPSA-N	667.6478602			MMDBc0033061
BASm0020049	N-(26-hydroxyhexacosanoyl)sphinganine	<p>N-(26-Hydroxyhexacosanoyl)sphinganine is a ceramide (a sphingolipid). Ceramides are found in high concentrations within the cell membrane of cells. Ceramides are composed of a sphingosine and a fatty acid. Ceramides are found in high concentrations within the cell membrane of cells. Caramides are known to promote transport of secretory vesicles from the ER to the Golgi apparatus. Sphingolipids like ceramide play import roles in lipid rafts which in yeast are responsible for delivering and sorting membrane bound proteins. Lipid rafts also play roles in membrane fusion during mating.[PMID: 16730802]↵</p>↵<p>↵There are three major pathways of ceramide generation. The sphingomyelinase pathway uses an enzyme to breakdown IPC, MIPC and M(IP)2C in the cell membrane and release ceramide. The de novo pathway creates ceramide from less complex molecules. Ceramide generation can also occur through breakdown of complex sphingolipids that are ultimately broken down into sphingosine, which is then reused by reacylation to form ceramide. This latter pathway is termed the Salvage pathway.[Wikipedia, PMID: 16730802]↵</p>		Expected Solid	CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCO	C44H89NO4	InChI=1S/C44H89NO4/c1-2-3-4-5-6-7-8-20-23-26-29-32-35-38-43(48)42(41-47)45-44(49)39-36-33-30-27-24-21-18-16-14-12-10-9-11-13-15-17-19-22-25-28-31-34-37-40-46/h42-43,46-48H,2-41H2,1H3,(H,45,49)/t42-,43+/m0/s1	XZMFWWLYDZUCKQ-WZYYJWNZSA-N	695.6791603			MMDBc0033063
BASm0020050	N-(24-Hydroxytetracosanoyl)phytosphingosine	N-(24-Hydroxytetracosanoyl)phytosphingosine is a phytoceramide. Phytoceramides can be made by hydroxylating dihydrosphingosine to form phytosphingosine which is then amide-linked to a fatty acid. High concentrations of phytoceramides have been found in mitochondria. They are also intermediates in the production of complex sphinolipids. [PMID: 18296751]↵		Expected Solid	CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCCCCCCCCCCO	C42H85NO5	InChI=1S/C42H85NO5/c1-2-3-4-5-6-7-8-20-23-26-29-32-35-40(46)42(48)39(38-45)43-41(47)36-33-30-27-24-21-18-16-14-12-10-9-11-13-15-17-19-22-25-28-31-34-37-44/h39-40,42,44-46,48H,2-38H2,1H3,(H,43,47)/t39-,40+,42-/m0/s1	QSHYNGFWVLZFGM-LFVSMIGWSA-N	683.6427748			MMDBc0033064
BASm0020051	N-(26-Hydroxyhexacosanyl)phytosphingosine	N-(26-Hydroxyhexacosanyl)phytosphingosine is a phytoceramide. Phytoceramides can be made by hydroxylating dihydrosphingosine to form phytosphingosine which is then amide-linked to a fatty acid. High concentrations of phytoceramides have been found in mitochondria. They are also intermediates in the production of complex sphinolipids. [PMID: 18296751]↵		Expected Solid	CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCO	C44H89NO5	InChI=1S/C44H89NO5/c1-2-3-4-5-6-7-8-22-25-28-31-34-37-42(48)44(50)41(40-47)45-43(49)38-35-32-29-26-23-20-18-16-14-12-10-9-11-13-15-17-19-21-24-27-30-33-36-39-46/h41-42,44,46-48,50H,2-40H2,1H3,(H,45,49)/t41-,42+,44-/m0/s1	COPMYEMNKJZCGO-KZRDWULCSA-N	711.674075			MMDBc0033065
BASm0020052	pentaprenyl diphosphate	Pentaprenyl diphosphate is a prenol lipid, specifically an isoprenoid-disphosphate. Prenol lipids are synthesized from the 5-carbon precursors isopentenyl diphosphate and dimethylallyl diphosphate that are produced mainly via the mevalonic acid pathway. Simple isoprenoids like Pentaprenyl diphosphate are formed by the successive addition of C5 units.[Wikipedia]		Expected Solid	CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(O)(=O)OP(O)(O)=O	C25H44O7P2	InChI=1S/C25H44O7P2/c1-21(2)11-7-12-22(3)13-8-14-23(4)15-9-16-24(5)17-10-18-25(6)19-20-31-34(29,30)32-33(26,27)28/h11,13,15,17,19H,7-10,12,14,16,18,20H2,1-6H3,(H,29,30)(H2,26,27,28)	JMVSBFJBMXQNJW-UHFFFAOYSA-N	518.2562278			MMDBc0033067
BASm0020053	hexaprenyl diphosphate	Hexaprenyl diphosphate is a prenol lipid, specifically an isoprenoid-disphosphate. Prenol lipids are synthesized from the 5-carbon precursors isopentenyl diphosphate and dimethylallyl diphosphate that are produced mainly via the mevalonic acid pathway. Simple isoprenoids like Hexaprenyl diphosphate are formed by the successive addition of C5 units.[Wikipedia]		Expected Solid	CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(O)(=O)OP(O)(O)=O	C30H52O7P2	InChI=1S/C30H52O7P2/c1-25(2)13-8-14-26(3)15-9-16-27(4)17-10-18-28(5)19-11-20-29(6)21-12-22-30(7)23-24-36-39(34,35)37-38(31,32)33/h13,15,17,19,21,23H,8-12,14,16,18,20,22,24H2,1-7H3,(H,34,35)(H2,31,32,33)	NGFSMHKFTZROKJ-UHFFFAOYSA-N	586.318828			MMDBc0033068
BASm0020054	decaprenyl diphosphate	All-trans-decaprenyl diphosphate is part of the Cofactor biosynthesis, and Terpenoid backbone biosynthesis pathways. It is a substrate for: Decaprenyl-diphosphate synthase subunit 2, and Decaprenyl-diphosphate synthase subunit 1.		Expected Solid	CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(O)(=O)OP(O)(O)=O	C50H84O7P2	InChI=1S/C50H84O7P2/c1-41(2)21-12-22-42(3)23-13-24-43(4)25-14-26-44(5)27-15-28-45(6)29-16-30-46(7)31-17-32-47(8)33-18-34-48(9)35-19-36-49(10)37-20-38-50(11)39-40-56-59(54,55)57-58(51,52)53/h21,23,25,27,29,31,33,35,37,39H,12-20,22,24,26,28,30,32,34,36,38,40H2,1-11H3,(H,54,55)(H2,51,52,53)	FSCYHDCTHRVSKN-UHFFFAOYSA-N	858.5692281			MMDBc0033070
BASm0020055	dodecaprenyl diphosphate	Dodecaprenyl diphosphate is a polyisoprenoid, which contains multiple isoprene units. It is an intermediate in tridecaprenyl diphosphate, menaquinone-12 (vitamin K2)and linoleate biosynthesis. Dodecaprenyl diphosphate is converted. from undecaprenyl diphosphate and is converted to tridecaprenyl diphosphate via the enzyme solanesyl-diphosphate synthase (EC 2.5.1.11).		Solid	[H]C(CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])COP(O)(=O)OP(O)(O)=O)=C(C)CCC=C(C)C	C60H100O7P2	InChI=1S/C60H100O7P2/c1-49(2)25-14-26-50(3)27-15-28-51(4)29-16-30-52(5)31-17-32-53(6)33-18-34-54(7)35-19-36-55(8)37-20-38-56(9)39-21-40-57(10)41-22-42-58(11)43-23-44-59(12)45-24-46-60(13)47-48-66-69(64,65)67-68(61,62)63/h25,27,29,31,33,35,37,39,41,43,45,47H,14-24,26,28,30,32,34,36,38,40,42,44,46,48H2,1-13H3,(H,64,65)(H2,61,62,63)	WURMRKUXTPWSRM-UHFFFAOYSA-N	994.6944296			MMDBc0033071
BASm0020056	tridecaprenyl diphosphate	Tridecaprenyl diphosphate is a prenol lipid, specifically an isoprenoid-disphosphate. Prenol lipids are synthesized from the 5-carbon precursors isopentenyl diphosphate and dimethylallyl diphosphate that are produced mainly via the mevalonic acid pathway. Simple isoprenoids like Tridecaprenyl diphosphate are formed by the successive addition of C5 units.[Wikipedia]		Expected Solid	[H]C(CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])COP(O)(=O)OP(O)(O)=O)=C(C)CCC=C(C)C	C65H108O7P2	InChI=1S/C65H108O7P2/c1-53(2)27-15-28-54(3)29-16-30-55(4)31-17-32-56(5)33-18-34-57(6)35-19-36-58(7)37-20-38-59(8)39-21-40-60(9)41-22-42-61(10)43-23-44-62(11)45-24-46-63(12)47-25-48-64(13)49-26-50-65(14)51-52-71-74(69,70)72-73(66,67)68/h27,29,31,33,35,37,39,41,43,45,47,49,51H,15-26,28,30,32,34,36,38,40,42,44,46,48,50,52H2,1-14H3,(H,69,70)(H2,66,67,68)	DZNALTJEOIIEJL-UHFFFAOYSA-N	1062.757029			MMDBc0033072
BASm0020057	tetradecaprenyl diphosphate	Tetradecaprenyl diphosphate is a prenol lipid, specifically an isoprenoid-disphosphate. Prenol lipids are synthesized from the 5-carbon precursors isopentenyl diphosphate and dimethylallyl diphosphate that are produced mainly via the mevalonic acid pathway. Simple isoprenoids like Tetradecaprenyl diphosphate are formed by the successive addition of C5 units.[Wikipedia]		Expected Solid	[H]C(CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])COP(O)(=O)OP(O)(O)=O)=C(C)CCC=C(C)C	C70H116O7P2	InChI=1S/C70H116O7P2/c1-57(2)29-16-30-58(3)31-17-32-59(4)33-18-34-60(5)35-19-36-61(6)37-20-38-62(7)39-21-40-63(8)41-22-42-64(9)43-23-44-65(10)45-24-46-66(11)47-25-48-67(12)49-26-50-68(13)51-27-52-69(14)53-28-54-70(15)55-56-76-79(74,75)77-78(71,72)73/h29,31,33,35,37,39,41,43,45,47,49,51,53,55H,16-28,30,32,34,36,38,40,42,44,46,48,50,52,54,56H2,1-15H3,(H,74,75)(H2,71,72,73)	WHKGBQNORGVQHY-UHFFFAOYSA-N	1130.819629			MMDBc0033073
BASm0020058	pentadecaprenyl diphosphate	Pentadecaprenyl diphosphate is a prenol lipid, specifically an isoprenoid-disphosphate. Prenol lipids are synthesized from the 5-carbon precursors isopentenyl diphosphate and dimethylallyl diphosphate that are produced mainly via the mevalonic acid pathway. Simple isoprenoids like Pentadecaprenyl diphosphate are formed by the successive addition of C5 units.[Wikipedia]		Expected Solid	[H]C(CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])COP(O)(=O)OP(O)(O)=O)=C(C)CCC=C(C)C	C75H124O7P2	InChI=1S/C75H124O7P2/c1-61(2)31-17-32-62(3)33-18-34-63(4)35-19-36-64(5)37-20-38-65(6)39-21-40-66(7)41-22-42-67(8)43-23-44-68(9)45-24-46-69(10)47-25-48-70(11)49-26-50-71(12)51-27-52-72(13)53-28-54-73(14)55-29-56-74(15)57-30-58-75(16)59-60-81-84(79,80)82-83(76,77)78/h31,33,35,37,39,41,43,45,47,49,51,53,55,57,59H,17-30,32,34,36,38,40,42,44,46,48,50,52,54,56,58,60H2,1-16H3,(H,79,80)(H2,76,77,78)	LVNQDRCBLMBUSX-UHFFFAOYSA-N	1198.882229			MMDBc0033074
BASm0020059	hexadecaprenyl diphosphate	Hexadecaprenyl diphosphate is a prenol lipid, specifically an isoprenoid-disphosphate. Prenol lipids are synthesized from the 5-carbon precursors isopentenyl diphosphate and dimethylallyl diphosphate that are produced mainly via the mevalonic acid pathway. Simple isoprenoids like Hexadecaprenyl diphosphate are formed by the successive addition of C5 units.[Wikipedia]		Expected Solid	[H]C(CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])COP(O)(=O)OP(O)(O)=O)=C(C)CCC=C(C)C	C80H132O7P2	InChI=1S/C80H132O7P2/c1-65(2)33-18-34-66(3)35-19-36-67(4)37-20-38-68(5)39-21-40-69(6)41-22-42-70(7)43-23-44-71(8)45-24-46-72(9)47-25-48-73(10)49-26-50-74(11)51-27-52-75(12)53-28-54-76(13)55-29-56-77(14)57-30-58-78(15)59-31-60-79(16)61-32-62-80(17)63-64-86-89(84,85)87-88(81,82)83/h33,35,37,39,41,43,45,47,49,51,53,55,57,59,61,63H,18-32,34,36,38,40,42,44,46,48,50,52,54,56,58,60,62,64H2,1-17H3,(H,84,85)(H2,81,82,83)	TUNIPIPDJADHSR-UHFFFAOYSA-N	1266.94483			MMDBc0033075
BASm0020060	heptadecaprenyl diphosphate	Heptadecaprenyl diphosphate is a prenol lipid, specifically an isoprenoid-disphosphate. Prenol lipids are synthesized from the 5-carbon precursors isopentenyl diphosphate and dimethylallyl diphosphate that are produced mainly via the mevalonic acid pathway. Simple isoprenoids like Heptadecaprenyl diphosphate are formed by the successive addition of C5 units.[Wikipedia]		Expected Solid	[H]C(CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])COP(O)(=O)OP(O)(O)=O)=C(C)CCC=C(C)C	C85H140O7P2	InChI=1S/C85H140O7P2/c1-69(2)35-19-36-70(3)37-20-38-71(4)39-21-40-72(5)41-22-42-73(6)43-23-44-74(7)45-24-46-75(8)47-25-48-76(9)49-26-50-77(10)51-27-52-78(11)53-28-54-79(12)55-29-56-80(13)57-30-58-81(14)59-31-60-82(15)61-32-62-83(16)63-33-64-84(17)65-34-66-85(18)67-68-91-94(89,90)92-93(86,87)88/h35,37,39,41,43,45,47,49,51,53,55,57,59,61,63,65,67H,19-34,36,38,40,42,44,46,48,50,52,54,56,58,60,62,64,66,68H2,1-18H3,(H,89,90)(H2,86,87,88)	ULBHNJNYJOQJSB-UHFFFAOYSA-N	1335.00743			MMDBc0033076
BASm0020061	octadecaprenyl diphosphate	Octadecaprenyl diphosphate is a prenol lipid, specifically an isoprenoid-disphosphate. Prenol lipids are synthesized from the 5-carbon precursors isopentenyl diphosphate and dimethylallyl diphosphate that are produced mainly via the mevalonic acid pathway. Simple isoprenoids like Octadecaprenyl diphosphate are formed by the successive addition of C5 units.[Wikipedia]		Expected Solid	[H]C(CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])COP(O)(=O)OP(O)(O)=O)=C(C)CCC=C(C)C	C90H148O7P2	InChI=1S/C90H148O7P2/c1-73(2)37-20-38-74(3)39-21-40-75(4)41-22-42-76(5)43-23-44-77(6)45-24-46-78(7)47-25-48-79(8)49-26-50-80(9)51-27-52-81(10)53-28-54-82(11)55-29-56-83(12)57-30-58-84(13)59-31-60-85(14)61-32-62-86(15)63-33-64-87(16)65-34-66-88(17)67-35-68-89(18)69-36-70-90(19)71-72-96-99(94,95)97-98(91,92)93/h37,39,41,43,45,47,49,51,53,55,57,59,61,63,65,67,69,71H,20-36,38,40,42,44,46,48,50,52,54,56,58,60,62,64,66,68,70,72H2,1-19H3,(H,94,95)(H2,91,92,93)	WNICBRGZOCTJGZ-UHFFFAOYSA-N	1403.07003			MMDBc0033077
BASm0020062	nonadecaprenyl diphosphate	Nonadecaprenyl diphosphate is a prenol lipid, specifically an isoprenoid-disphosphate. Prenol lipids are synthesized from the 5-carbon precursors isopentenyl diphosphate and dimethylallyl diphosphate that are produced mainly via the mevalonic acid pathway. Simple isoprenoids like Nonadecaprenyl diphosphate are formed by the successive addition of C5 units.[Wikipedia]		Expected Solid	[H]C(CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])COP(O)(=O)OP(O)(O)=O)=C(C)CCC=C(C)C	C95H156O7P2	InChI=1S/C95H156O7P2/c1-77(2)39-21-40-78(3)41-22-42-79(4)43-23-44-80(5)45-24-46-81(6)47-25-48-82(7)49-26-50-83(8)51-27-52-84(9)53-28-54-85(10)55-29-56-86(11)57-30-58-87(12)59-31-60-88(13)61-32-62-89(14)63-33-64-90(15)65-34-66-91(16)67-35-68-92(17)69-36-70-93(18)71-37-72-94(19)73-38-74-95(20)75-76-101-104(99,100)102-103(96,97)98/h39,41,43,45,47,49,51,53,55,57,59,61,63,65,67,69,71,73,75H,21-38,40,42,44,46,48,50,52,54,56,58,60,62,64,66,68,70,72,74,76H2,1-20H3,(H,99,100)(H2,96,97,98)	FYEGCRWKXQFQDE-UHFFFAOYSA-N	1471.13263			MMDBc0033078
BASm0020063	icosaprenyl diphosphate	Icosaprenyl diphosphate is a prenol lipid, specifically an isoprenoid-disphosphate. Prenol lipids are synthesized from the 5-carbon precursors isopentenyl diphosphate and dimethylallyl diphosphate that are produced mainly via the mevalonic acid pathway. Simple isoprenoids like Icosaprenyl diphosphate are formed by the successive addition of C5 units.[Wikipedia]		Expected Solid	[H]C(CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])COP(O)(=O)OP(O)(O)=O)=C(C)CCC=C(C)C	C100H164O7P2	InChI=1S/C100H164O7P2/c1-81(2)41-22-42-82(3)43-23-44-83(4)45-24-46-84(5)47-25-48-85(6)49-26-50-86(7)51-27-52-87(8)53-28-54-88(9)55-29-56-89(10)57-30-58-90(11)59-31-60-91(12)61-32-62-92(13)63-33-64-93(14)65-34-66-94(15)67-35-68-95(16)69-36-70-96(17)71-37-72-97(18)73-38-74-98(19)75-39-76-99(20)77-40-78-100(21)79-80-106-109(104,105)107-108(101,102)103/h41,43,45,47,49,51,53,55,57,59,61,63,65,67,69,71,73,75,77,79H,22-40,42,44,46,48,50,52,54,56,58,60,62,64,66,68,70,72,74,76,78,80H2,1-21H3,(H,104,105)(H2,101,102,103)	KDALOUQNOWKDTH-UHFFFAOYSA-N	1539.195231			MMDBc0033079
BASm0020064	henicosaprenyl diphosphate	Henicosaprenyl diphosphate is a prenol lipid, specifically an isoprenoid-disphosphate. Prenol lipids are synthesized from the 5-carbon precursors isopentenyl diphosphate and dimethylallyl diphosphate that are produced mainly via the mevalonic acid pathway. Simple isoprenoids like Henicosaprenyl diphosphate are formed by the successive addition of C5 units.[Wikipedia]		Expected Solid	[H]C(CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])COP(O)(=O)OP(O)(O)=O)=C(C)CCC=C(C)C	C105H172O7P2	InChI=1S/C105H172O7P2/c1-85(2)43-23-44-86(3)45-24-46-87(4)47-25-48-88(5)49-26-50-89(6)51-27-52-90(7)53-28-54-91(8)55-29-56-92(9)57-30-58-93(10)59-31-60-94(11)61-32-62-95(12)63-33-64-96(13)65-34-66-97(14)67-35-68-98(15)69-36-70-99(16)71-37-72-100(17)73-38-74-101(18)75-39-76-102(19)77-40-78-103(20)79-41-80-104(21)81-42-82-105(22)83-84-111-114(109,110)112-113(106,107)108/h43,45,47,49,51,53,55,57,59,61,63,65,67,69,71,73,75,77,79,81,83H,23-42,44,46,48,50,52,54,56,58,60,62,64,66,68,70,72,74,76,78,80,82,84H2,1-22H3,(H,109,110)(H2,106,107,108)	BZGGMKNQGHICEP-UHFFFAOYSA-N	1607.257831			MMDBc0033080
BASm0020065	docosaprenyl diphosphate	Docosaprenyl diphosphate is a prenol lipid, specifically an isoprenoid-disphosphate. Prenol lipids are synthesized from the 5-carbon precursors isopentenyl diphosphate and dimethylallyl diphosphate that are produced mainly via the mevalonic acid pathway. Simple isoprenoids like Docosaprenyl diphosphate are formed by the successive addition of C5 units.[Wikipedia]		Expected Solid	[H]C(CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])CCC(C)=C([H])COP(O)(=O)OP(O)(O)=O)=C(C)CCC=C(C)C	C110H180O7P2	InChI=1S/C110H180O7P2/c1-89(2)45-24-46-90(3)47-25-48-91(4)49-26-50-92(5)51-27-52-93(6)53-28-54-94(7)55-29-56-95(8)57-30-58-96(9)59-31-60-97(10)61-32-62-98(11)63-33-64-99(12)65-34-66-100(13)67-35-68-101(14)69-36-70-102(15)71-37-72-103(16)73-38-74-104(17)75-39-76-105(18)77-40-78-106(19)79-41-80-107(20)81-42-82-108(21)83-43-84-109(22)85-44-86-110(23)87-88-116-119(114,115)117-118(111,112)113/h45,47,49,51,53,55,57,59,61,63,65,67,69,71,73,75,77,79,81,83,85,87H,24-44,46,48,50,52,54,56,58,60,62,64,66,68,70,72,74,76,78,80,82,84,86,88H2,1-23H3,(H,114,115)(H2,111,112,113)	MZSGVQIBVJYUCN-UHFFFAOYSA-N	1675.320431			MMDBc0033081
BASm0020066	lignoceric acid	Tetracosanoic acid is a C24 straight-chain saturated fatty acid. It has a role as a volatile oil component, a plant metabolite, a human metabolite and a Daphnia tenebrosa metabolite. It is a very long-chain fatty acid and a straight-chain saturated fatty acid. It is a conjugate acid of a tetracosanoate. Tetracosanoic acid, also known as N-tetracosanoate or lignoceric acid, belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Tetracosanoic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Tetracosanoic acid is a potentially toxic compound.	557-59-5	Solid	CCCCCCCCCCCCCCCCCCCCCCCC(O)=O	C24H48O2	InChI=1S/C24H48O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24(25)26/h2-23H2,1H3,(H,25,26)	QZZGJDVWLFXDLK-UHFFFAOYSA-N	368.3654308			MMDBc0033085
BASm0020067	D-fructose 1,6-bisphosphate	Fructose 1,6-bisphosphate is fructose sugar or fructosephosphate that has been phosphorylated on carbons 1 and 6. The beta-D-form of this compound is very common in cells. The vast majority of glucose and fructose entering a cell is converted to fructose 1,6-bisphosphate at some point. Fructose 1,6-bisphosphate is a key component in the glycolysis metabolic pathway and is produced by phosphorylation of fructose 6-phosphate The enzyme phosphofructokinase uses ATP to transfer a phosphate group to fructose 6-phosphate to form fructose 1, 6-bisphosphate fructose. The enzyme aldolase splits fructose 1,6-bisphosphate into two sugars that are isomers of each other. These two sugars are dihydroxyacetone phosphate and glyceraldehyde phosphate. Fructose 1,6-bisphosphate is an allosteric activator of pyruvate kinase.	488-69-7	Solid	[H][C@@](O)(COP(O)(O)=O)[C@@]([H])(O)[C@]([H])(O)C(=O)COP(O)(O)=O	C6H14O12P2	InChI=1S/C6H14O12P2/c7-3(1-17-19(11,12)13)5(9)6(10)4(8)2-18-20(14,15)16/h3,5-7,9-10H,1-2H2,(H2,11,12,13)(H2,14,15,16)/t3-,5-,6-/m1/s1	XPYBSIWDXQFNMH-UYFOZJQFSA-N	339.9960489			MMDBc0033086
BASm0020068	UDP-D-galactose	Uridine diphosphategalactose (UDPgal) is a nucleoside diphosphate sugar which can be epimerized into UDPglucose for entry into the mainstream of carbohydrate metabolism. UDPgal is a pivotal compound in the metabolism of galactose. UDPgal is a product of the galactose-l-phosphate uridyl transferase (EC 2.7.7.10) reaction but may also be made from Glucose-l-P, involving uridine diphosphate galactose-4-epimerase (EC 5.1.3.2). UDPgal is the necessary galactosyl donor of galactose in the metabolism to incorporate it into complex oligosaccharides, glycoproteins and glycolipids (galactosides). Defective galactosylation of complex glycoconjugates exists in tissues from galactosemic patients. There is a tendency for galactosemic red cell UDPgal to be in the low normal range with a high uridine diphosphate glucose to UDP-gal ratio. This may reflect an inability of red cell UDPgal-4'-epimerase to maintain a normal ratio and consequently higher levels of UDPgal. In the more complex white blood cells and cultured fibroblasts, the UDPgal content and the uridine diphosphate glucose to UDPgal ratio of galactosemics are normal. Therefore, defective galactosylation observed in galactosemic fibroblasts must result from a defect in the transfer of galactose from UDPgal to these moieties. (PMID: 2122114, 7671968).	2956-16-3	Solid	OC[C@H]1OC(OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=CC(=O)NC2=O)[C@H](O)[C@@H](O)[C@H]1O	C15H24N2O17P2	InChI=1S/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8+,9-,10+,11-,12-,13-,14?/m1/s1	HSCJRCZFDFQWRP-LNYDKVEPSA-N	566.0550204			MMDBc0033087
BASm0020069	S(8)-aminomethyldihydrolipoamide	S(8)-aminomethyldihydrolipoamide is a member of the lipoamide chemical class. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential implications.		Expected Solid	NCSCCC(S)CCCCC(N)=O	C9H20N2OS2	InChI=1S/C9H20N2OS2/c10-7-14-6-5-8(13)3-1-2-4-9(11)12/h8,13H,1-7,10H2,(H2,11,12)	KALYVIJGKPJBQV-UHFFFAOYSA-N	236.1017047			MMDBc0033088
BASm0020070	2-hexaprenyl-5-hydroxy-6-methoxy-3-methyl-1,4-benzoquinone	2-Hexaprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinone is involved in the ubiquinone biosynthesis pathway. 2-Hexaprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinone is created from 2-hexaprenyl-3-methyl-6-methoxy-1,4-benzoquinone by ubiquinone biosynthesis monooxygenase Coq7 [EC:1.14.13.-]. 2-Hexaprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinone is then converted to ubiquinone by hexaprenyldihydroxybenzoate methyltransferase [EC:2.1.1.114].		Expected Solid	COC1=C(O)C(=O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C1=O	C38H56O4	InChI=1S/C38H56O4/c1-27(2)15-10-16-28(3)17-11-18-29(4)19-12-20-30(5)21-13-22-31(6)23-14-24-32(7)25-26-34-33(8)35(39)37(41)38(42-9)36(34)40/h15,17,19,21,23,25,41H,10-14,16,18,20,22,24,26H2,1-9H3/b28-17+,29-19+,30-21+,31-23+,32-25+	YPBJTTYNKXYYKL-HGJBZHBGSA-N	576.4178603			MMDBc0033089
BASm0020071	2-Oxaloglutaric acid	2-Oxaloglutaric acid is a dicarboxylic acid, which is a type of organic compound characterized by two carboxyl functional groups. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	OC(=O)CCC(C(O)=O)C(=O)C(O)=O	C7H8O7	InChI=1S/C7H8O7/c8-4(9)2-1-3(6(11)12)5(10)7(13)14/h3H,1-2H2,(H,8,9)(H,11,12)(H,13,14)	PYOHERBGXSPHQI-UHFFFAOYSA-N	204.0270026			MMDBc0033090
BASm0020072	3-Hydroxy-3-methylglutaryl-CoA	3-Hydroxy-3-methylglutaryl-CoA (HMG-CoA) (CAS: 1553-55-5) is formed when acetyl-CoA condenses with acetoacetyl-CoA in a reaction that is catalyzed by the enzyme HMG-CoA synthase in the mevalonate pathway or mevalonate-dependent (MAD) route, an important cellular metabolic pathway present in virtually all organisms. HMG-CoA reductase (EC 1.1.1.34) inhibitors, more commonly known as statins, are cholesterol-lowering drugs that have been widely used for many years to reduce the incidence of adverse cardiovascular events. HMG-CoA reductase catalyzes the rate-limiting step in the mevalonate pathway and these agents lower cholesterol by inhibiting its synthesis in the liver and in peripheral tissues. Androgen also stimulates lipogenesis in human prostate cancer cells directly by increasing transcription of the fatty acid synthase and HMG-CoA-reductase genes (PMID: 14689582 ).	1553-55-5	Solid	CC(O)(CC(O)=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C27H44N7O20P3S	InChI=1S/C27H44N7O20P3S/c1-26(2,21(40)24(41)30-5-4-15(35)29-6-7-58-17(38)9-27(3,42)8-16(36)37)11-51-57(48,49)54-56(46,47)50-10-14-20(53-55(43,44)45)19(39)25(52-14)34-13-33-18-22(28)31-12-32-23(18)34/h12-14,19-21,25,39-40,42H,4-11H2,1-3H3,(H,29,35)(H,30,41)(H,36,37)(H,46,47)(H,48,49)(H2,28,31,32)(H2,43,44,45)/t14-,19-,20-,21+,25-,27?/m1/s1	CABVTRNMFUVUDM-SJBCKIPMSA-N	911.1574671			MMDBc0033091
BASm0020073	1-C-(indol-3-yl)glycerol 3-phosphate	1-C-(indol-3-yl)glycerol 3-phosphate is a phospholipid metabolite. There is limited literature available on this compound, indicating that further research may be necessary to fully understand its biochemical roles and implications.		Expected Solid	OC(COP(O)(O)=O)C(O)C1=CNC2=C1C=CC=C2	C11H14NO6P	InChI=1S/C11H14NO6P/c13-10(6-18-19(15,16)17)11(14)8-5-12-9-4-2-1-3-7(8)9/h1-5,10-14H,6H2,(H2,15,16,17)	NQEQTYPJSIEPHW-UHFFFAOYSA-N	287.0558737			MMDBc0033092
BASm0020074	inositol-P-ceramide C (C26)	Inositol-P-ceramide (IPC) is an intermediate in the sphingolipid metabolism pathway. Sphingolipids are essential components of the plasma membrane in all eukaryotic cells. S. cerevisiae cells make three complex sphingolipids: inositol-phosphoceramide (IPC), mannose-inositol-phosphoceramide (MIPC), and mannosyl-diinositol-phosphorylceramide (M(IP)2C). [Biocyc SPHINGOLIPID-SYN-PWY]		Expected Solid	CCCCCCCCCCCCCCCCCCCCCCCCC(O)C(=O)N[C@@H](COP(O)(=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCC	C50H100NO13P	InChI=1S/C50H100NO13P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-42(53)50(60)51-40(39-63-65(61,62)64-49-47(58)45(56)44(55)46(57)48(49)59)43(54)41(52)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h40-49,52-59H,3-39H2,1-2H3,(H,51,60)(H,61,62)/t40-,41+,42?,43-,44-,45-,46+,47+,48+,49-/m0/s1	PMXMKGYRVPAIJJ-XBBDMFFLSA-N	953.6932288			MMDBc0033094
BASm0020075	inositol phosphomannosylinositol phosphoceramide	Inositol phosphomannosylinositol phosphoceramide is an intermediate in the sphingolipid metabolism pathway. Sphingolipids are essential components of the plasma membrane in all eukaryotic cells. S. cerevisiae cells make three complex sphingolipids: inositol-phosphoceramide (IPC), mannose-inositol-phosphoceramide (MIPC), and mannosyl-diinositol-phosphorylceramide (M(IP)2C). [Biocyc SPHINGOLIPID-SYN-PWY]		Expected Solid	CCCCCCCCCCCCCCCCCCCCCCCCC(O)C(=O)N[C@@H](COP(O)(=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](OP(O)(=O)O[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]3O)[C@H](O)[C@@H]2O)[C@H]1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCC	C62H121NO26P2	InChI=1S/C62H121NO26P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-43(66)61(79)63-41(45(67)42(65)37-35-33-31-29-27-16-14-12-10-8-6-4-2)40-84-90(80,81)88-60-53(75)49(71)50(72)58(56(60)78)86-62-55(77)54(76)57(44(39-64)85-62)87-91(82,83)89-59-51(73)47(69)46(68)48(70)52(59)74/h41-60,62,64-78H,3-40H2,1-2H3,(H,63,79)(H,80,81)(H,82,83)/t41-,42+,43?,44+,45-,46-,47-,48+,49-,50-,51+,52+,53+,54+,55-,56+,57+,58+,59-,60-,62-/m0/s1	LLRAWGAIAQKMSU-DBQPHHGNSA-N	1357.765206			MMDBc0033095
BASm0020076	N-Formyl-L-tyrosine	N-Formyl-L-tyrosine is a member of the amino acid class, specifically a modified form of the amino acid tyrosine. Its chemical structure features a formyl group (-CHO) attached to the nitrogen of the amino acid backbone, which alters its properties and reactivity. This compound is involved in various biochemical pathways, particularly in the context of microbial metabolism. For instance, it is associated with the enzymatic activity of N-formyl-L-tyrosine oxidase, an enzyme that plays a role in the degradation of this metabolite. The presence of N-formyl-L-tyrosine and related enzymes, such as those in the CYP56 family, indicates its significance in certain metabolic processes, although instances of gene loss in these pathways have been observed across different yeast genera. This suggests a potential variability in the metabolic capabilities of different organisms concerning N-formyl-L-tyrosine. Understanding the pathways involving this compound can provide insights into the broader metabolic networks in which it participates, particularly in relation to ergosterol biosynthesis and other related processes (PMID:31398949).		Expected Solid	OC(=O)[C@H](CC1=CC=C(O)C=C1)NC=O	C10H11NO4	InChI=1S/C10H11NO4/c12-6-11-9(10(14)15)5-7-1-3-8(13)4-2-7/h1-4,6,9,13H,5H2,(H,11,12)(H,14,15)/t9-/m0/s1	ROUWPHMRHBMAFE-VIFPVBQESA-N	209.0688078			MMDBc0033101
BASm0020077	Delta(6)-trans,Delta(8)-cis-leukotriene B4	Delta(6)-trans,Delta(8)-cis-leukotriene B4 is an isomer of leukotriene B4. Leukotrienes are fatty signaling molecules. Leukotrienes are fatty signaling molecules. Leukotrienes are synthesized in the cell from arachidonic acid. The catalytic mechanism involves the insertion of an oxygen moiety at a specific position in the arachidonic acid backbone. [Wikipedia]		Expected Solid	CCCCC\C=C/C[C@@H](O)\C=C\C=C/C=C/[C@@H](O)CCCC(O)=O	C20H32O4	InChI=1S/C20H32O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,18-19,21-22H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7-,9-6-,14-10+,15-11+/t18-,19-/m1/s1	VNYSSYRCGWBHLG-GEWAPNICSA-N	336.2300595			MMDBc0033104
BASm0020078	N,N'-Diformyldityrosine	N,N'-Diformyldityrosine is a dipeptide derivative belonging to the class of amino acid metabolites. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	OC(=O)C(CC1=CC(=C(O)C=C1)C1=C(O)C=CC(CC(NC=O)C(O)=O)=C1)NC=O	C20H20N2O8	InChI=1S/C20H20N2O8/c23-9-21-15(19(27)28)7-11-1-3-17(25)13(5-11)14-6-12(2-4-18(14)26)8-16(20(29)30)22-10-24/h1-6,9-10,15-16,25-26H,7-8H2,(H,21,23)(H,22,24)(H,27,28)(H,29,30)	OUNKRBSXIMLJRR-UHFFFAOYSA-N	416.1219656			MMDBc0033111
BASm0020079	S(8)-succinyldihydrolipoamide	(S)-Succinyldihydrolipoamide is an organosulfur compound derived from Lipoic acid. (S)-Succinyldihydrolipoamide is an intermediate in the transfer of a succinyl group from oxogluterate via the oxoglutarate dehydrogenase complex (α-ketoglutarate dehydrogenase complex). The oxoglutarate dehydrogenase complex is a complement of the citric acid (Krebs) cycle.		Expected Solid	NC(=O)CCCCC(S)CCSC(=O)CCC(O)=O	C12H21NO4S2	InChI=1S/C12H21NO4S2/c13-10(14)4-2-1-3-9(18)7-8-19-12(17)6-5-11(15)16/h9,18H,1-8H2,(H2,13,14)(H,15,16)	KWKBJWYJJBQOAE-UHFFFAOYSA-N	307.0911995			MMDBc0033112
BASm0020080	Sedoheptulose 7-phosphate	D-Sedoheptulose 7-phosphate (CAS: 2646-35-7) is an intermediate of the pentose phosphate pathway (PPP) that has two functions: (1) the generation of NADPH for reductive syntheses and oxidative stress responses within cells, and (2) the formation of ribose residues for nucleotide and nucleic acid biosynthesis (PMID: 16055050). It is formed by transketolase and acted upon (degraded) by transaldolase. Sedoheptulose 7-phosphate can be increased in the blood of patients affected with a transaldolase deficiency, a genetic disorder (PMID: 12881455). Sedoheptulose is a ketoheptose, a monosaccharide with seven carbon atoms and a ketone functional group. It is one of the few heptoses found in nature (Wikipedia).	2646-35-7	Solid	OCC(=O)[C@@H](O)[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O	C7H15O10P	InChI=1S/C7H15O10P/c8-1-3(9)5(11)7(13)6(12)4(10)2-17-18(14,15)16/h4-8,10-13H,1-2H2,(H2,14,15,16)/t4-,5-,6-,7+/m1/s1	JDTUMPKOJBQPKX-GBNDHIKLSA-N	290.0402832			MMDBc0033115
BASm0020081	N(2)-formyl-N(1)-(5-phospho-D-ribosyl)glycinamide	N(2)-formyl-N(1)-(5-phospho-D-ribosyl)glycinamide is a purine nucleotide metabolite. There is limited literature available on this compound, indicating that it may not be extensively studied in the context of its biological functions or implications.	349-34-8	Solid	O[C@H]1[C@@H](O)C(NC(=O)CNC=O)O[C@@H]1COP(O)(O)=O	C8H15N2O9P	InChI=1S/C8H15N2O9P/c11-3-9-1-5(12)10-8-7(14)6(13)4(19-8)2-18-20(15,16)17/h3-4,6-8,13-14H,1-2H2,(H,9,11)(H,10,12)(H2,15,16,17)/t4-,6-,7-,8?/m1/s1	VDXLUNDMVKSKHO-ZRTZXPPTSA-N	314.0515166			MMDBc0033116
BASm0020082	Phytosphingosine 1-phosphate	Phytosphingosine 1-phosphate is an intermediate in sphingolipid metabolism pathway. Sphingolipids are essential components of the plasma membrane in all eukaryotic cells. S. cerevisiae cells make three complex sphingolipids: inositol-phosphoceramide (IPC), mannose-inositol-phosphoceramide (MIPC), and mannosyl-diinositol-phosphorylceramide (M(IP)2C). Sphingolipid long chain bases (LCBs) - dihydrosphingosine (DHS) and phytosphingosine (PHS) - are implicated as secondary messengers in vital signaling pathways. [Biocyc SPHINGOLIPID-SYN-PWY] 		Expected Solid	CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@@H](N)COP(O)(O)=O	C18H40NO6P	InChI=1S/C18H40NO6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(20)18(21)16(19)15-25-26(22,23)24/h16-18,20-21H,2-15,19H2,1H3,(H2,22,23,24)/t16-,17+,18-/m0/s1	AYGOSKULTISFCW-KSZLIROESA-N	397.2593245			MMDBc0033117
BASm0020083	2-hydroxyhexadecanal	2-hydroxyhexadecanal is a fatty aldehyde and belongs to the class of aliphatic alcohols. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	CCCCCCCCCCCCCCC(O)C=O	C16H32O2	InChI=1S/C16H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16(18)15-17/h15-16,18H,2-14H2,1H3	BKBDVQVDRVGXKT-UHFFFAOYSA-N	256.2402303			MMDBc0033118
BASm0020084	5,6,7,8-tetrahydrofolyl-L-glutamic acid	Tetrahydrofolyl-[Glu](n) is involved in the folate biosynthesis pathway. Tetrahydrofolyl-[Glu](n) can be reversibly converted into Tetrahydrofolyl-[Glu](2) by folylpolyglutamate synthase [EC:6.3.2.17]. Tetrahydrofolyl-[Glu](n) can be irreversibly converted into tetrahydrofolate by gamma-glutamyl hydrolase [EC:3.4.19.9].		Solid	NC1=NC2=C(NC(CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(=O)N[C@@H](CCC(O)=O)C(O)=O)C(O)=O)CN2)C(=O)N1	C24H30N8O9	InChI=1S/C24H30N8O9/c25-24-31-19-18(21(37)32-24)28-13(10-27-19)9-26-12-3-1-11(2-4-12)20(36)30-15(23(40)41)5-7-16(33)29-14(22(38)39)6-8-17(34)35/h1-4,13-15,26,28H,5-10H2,(H,29,33)(H,30,36)(H,34,35)(H,38,39)(H,40,41)(H4,25,27,31,32,37)/t13?,14-,15-/m0/s1	ZAOGJXDWOQXFBW-FGRDXJNISA-N	574.2135746			MMDBc0033121
BASm0020085	1-(sn-glycero-3-phospho)-1D-myo-inositol	1-(sn-glycero-3-phospho)-1D-myo-inositol is a phosphoinositide, a class of organic compounds that play crucial roles in cellular signaling and membrane dynamics. Its chemical structure features a glycerol backbone linked to a phosphate group and a myo-inositol moiety, which is essential for various biological processes. This metabolite is involved in several biochemical pathways, including those related to cell signaling, where it acts as a precursor for inositol phosphates and phosphatidylinositol derivatives. These derivatives are significant in processes such as insulin signaling and cellular responses to growth factors. Furthermore, studies have demonstrated that 1-(sn-glycero-3-phospho)-1D-myo-inositol exhibits notable characteristics in metabolic profiling, as evidenced by its large area under the curve (AUC) value of 0.842, indicating its prominence in certain biological contexts (PMID:38705886). Additionally, it has been identified among other organic compounds in liquid chromatography-mass spectrometry analyses, highlighting its relevance in metabolic studies (PMID:37939923).		Solid	[H][C@](O)(CO)COP(O)(=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O	C9H19O11P	InChI=1S/C9H19O11P/c10-1-3(11)2-19-21(17,18)20-9-7(15)5(13)4(12)6(14)8(9)16/h3-16H,1-2H2,(H,17,18)/t3-,4-,5-,6+,7+,8+,9-/m0/s1	BMVUIWJCUQSHLZ-HVVSXIBASA-N	334.066498			MMDBc0033124
BASm0020086	potassium atom	Potassium atom is a chemical element classified as an alkali metal. There is limited literature available on the specific role of potassium as a metabolite, indicating a need for further research in this area.		Expected Solid	[K]	K	InChI=1S/K	ZLMJMSJWJFRBEC-UHFFFAOYSA-N	38.96370649			MMDBc0033125
BASm0020087	gamma-amino-gamma-cyanobutanoic acid	gamma-amino-gamma-cyanobutanoic acid is a non-proteinogenic amino acid. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.	14046-56-1	Expected Solid	NC(CCC(O)=O)C#N	C5H8N2O2	InChI=1S/C5H8N2O2/c6-3-4(7)1-2-5(8)9/h4H,1-2,7H2,(H,8,9)	DXWQLTOXWVWMOH-UHFFFAOYSA-N	128.0585775			MMDBc0033126
BASm0020088	Galactose	Uridine diphosphategalactose (UDPgal) is a nucleoside diphosphate sugar which can be epimerized into UDPglucose for entry into the mainstream of carbohydrate metabolism. UDPgal is a pivotal compound in the metabolism of galactose. UDPgal is a product of the galactose-l-phosphate uridyl transferase (EC 2.7.7.10) reaction but may also be made from Glucose-l-P, involving uridine diphosphate galactose-4-epimerase (EC 5.1.3.2). UDPgal is the necessary galactosyl donor of galactose in the metabolism to incorporate it into complex oligosaccharides, glycoproteins and glycolipids (galactosides). Defective galactosylation of complex glycoconjugates exists in tissues from galactosemic patients. There is a tendency for galactosemic red cell UDPgal to be in the low normal range with a high uridine diphosphate glucose to UDP-gal ratio. This may reflect an inability of red cell UDPgal-4'-epimerase to maintain a normal ratio and consequently higher levels of UDPgal. In the more complex white blood cells and cultured fibroblasts, the UDPgal content and the uridine diphosphate glucose to UDPgal ratio of galactosemics are normal. Therefore, defective galactosylation observed in galactosemic fibroblasts must result from a defect in the transfer of galactose from UDPgal to these moieties. (PMID: 2122114, 7671968).	2956-16-3	Solid	OC[C@@H](O)[C@H](O)[C@H](O)[C@@H](O)C=O	C6H12O6	InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h1,3-6,8-12H,2H2/t3-,4+,5+,6-/m0/s1	GZCGUPFRVQAUEE-KCDKBNATSA-N	180.0633881			MMDBc0033129
BASm0020089	7-Methylguanosine 5'-phosphate	7-Methylguanosine 5'-phosphate is a nucleotide derivative belonging to the class of modified nucleotides. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and functions.	10162-58-0	Solid	C[N+]1=CN([C@@H]2O[C@H](COP(O)(O)=O)[C@H](O)C2O)C2=C1C(=O)NC(N)=N2	C11H17N5O8P	InChI=1S/C11H16N5O8P/c1-15-3-16(8-5(15)9(19)14-11(12)13-8)10-7(18)6(17)4(24-10)2-23-25(20,21)22/h3-4,6-7,10,17-18H,2H2,1H3,(H4-,12,13,14,19,20,21,22)/p+1/t4-,6+,7?,10-/m1/s1	AOKQNZVJJXPUQA-PKJMTWSGSA-O	378.0814741			MMDBc0033130
BASm0020090	udp-galactose	Uridine diphosphategalactose (UDPgal) is a nucleoside diphosphate sugar which can be epimerized into UDPglucose for entry into the mainstream of carbohydrate metabolism. UDPgal is a pivotal compound in the metabolism of galactose. UDPgal is a product of the galactose-l-phosphate uridyl transferase (EC 2.7.7.10) reaction but may also be made from Glucose-l-P, involving uridine diphosphate galactose-4-epimerase (EC 5.1.3.2). UDPgal is the necessary galactosyl donor of galactose in the metabolism to incorporate it into complex oligosaccharides, glycoproteins and glycolipids (galactosides). Defective galactosylation of complex glycoconjugates exists in tissues from galactosemic patients. There is a tendency for galactosemic red cell UDPgal to be in the low normal range with a high uridine diphosphate glucose to UDP-gal ratio. This may reflect an inability of red cell UDPgal-4'-epimerase to maintain a normal ratio and consequently higher levels of UDPgal. In the more complex white blood cells and cultured fibroblasts, the UDPgal content and the uridine diphosphate glucose to UDPgal ratio of galactosemics are normal. Therefore, defective galactosylation observed in galactosemic fibroblasts must result from a defect in the transfer of galactose from UDPgal to these moieties. (PMID: 2122114, 7671968).	2956-16-3	Solid	OC[C@H]1O[C@@H](OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)C2=CC(=O)NC(=O)N2)[C@H](O)[C@@H](O)[C@H]1O	C15H24N2O17P2	InChI=1S/C15H24N2O17P2/c18-2-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-3-6-9(21)11(23)13(31-6)4-1-7(19)17-15(25)16-4/h1,5-6,8-14,18,20-24H,2-3H2,(H,26,27)(H,28,29)(H2,16,17,19,25)/t5-,6-,8+,9-,10+,11-,12-,13+,14+/m1/s1	USAZACJQJDHAJH-QFIAFIRLSA-N	566.0550204			MMDBc0033133
BASm0020091	N-Formylanthranilic acid	Formylanthranilic acid is a polar acid metabolite of anthranilic acid, occasionally found in human urine. (PMID 7320161).	3342-77-6	Solid	OC(=O)C1=CC=CC=C1NC=O	C8H7NO3	InChI=1S/C8H7NO3/c10-5-9-7-4-2-1-3-6(7)8(11)12/h1-5H,(H,9,10)(H,11,12)	LLLPDUXGHXIXIW-UHFFFAOYSA-N	165.0425931			MMDBc0033137
BASm0020092	3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carboxylic acid	3-beta-Hydroxy-4-beta-methyl-5-alpha-cholest-7-ene-4-alpha-carboxylate is a steroid biosynthesis intermediate. It is a substrate for sterol-4-alpha-carboxylate 3-dehydrogenase (EC 1.1.1.170) and participates in the following reaction: 3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carboxylate + NAD(P)+ = 4alpha-methyl-5alpha-cholest-7-en-3-one + CO2 + NAD(P)H. It is also produced by methylsterol hydroxylase. It participates in the following reaction: 3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carbaldehyde + NAD(P)H + H+ + O2 = 3beta-hydroxy-4beta-methyl-5alpha-cholest-7-ene-4alpha-carboxylate + NAD(P)+ + H2O.		Solid	[H][C@@]1(CC[C@@]2([H])C3=CC[C@]4([H])[C@](C)(CC[C@H](O)[C@@]4(C)C(O)=O)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C	C29H48O3	InChI=1S/C29H48O3/c1-18(2)8-7-9-19(3)21-11-12-22-20-10-13-24-28(5,23(20)14-16-27(21,22)4)17-15-25(30)29(24,6)26(31)32/h10,18-19,21-25,30H,7-9,11-17H2,1-6H3,(H,31,32)/t19-,21-,22+,23+,24-,25+,27-,28-,29+/m1/s1	UQFZKTIHSICSPG-DSHYQQBWSA-N	444.3603454			MMDBc0033142
BASm0020093	N-Acetyl-D-cysteine	N-Acetyl-D-cysteine is an N-aceyl aminoacid. It is the enantiomer of the common N-Acetyl-L-cysteine. N-Acetyl-D-cysteine is a detoxified version of D-cysteine. D-Amino acids inhibit the growth of S. cerevisiae. D-amino acid-N-acetyltransferase detoxifies D-amino acids by the addition of an acetyl group. [PMID: 16362288]	26117-28-2	Expected Solid	CC(=O)N[C@H](CS)C(O)=O	C5H9NO3S	InChI=1S/C5H9NO3S/c1-3(7)6-4(2-10)5(8)9/h4,10H,2H2,1H3,(H,6,7)(H,8,9)/t4-/m1/s1	PWKSKIMOESPYIA-SCSAIBSYSA-N	163.0303138			MMDBc0033143
BASm0020094	N-acetyl-D-proline	N-acetyl-D-proline is a derivative of proline and belongs to the class of amino acid derivatives. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	CC(=O)N1CCC[C@@H]1C(O)=O	C7H11NO3	InChI=1S/C7H11NO3/c1-5(9)8-4-2-3-6(8)7(10)11/h6H,2-4H2,1H3,(H,10,11)/t6-/m1/s1	GNMSLDIYJOSUSW-ZCFIWIBFSA-N	157.0738932			MMDBc0033151
BASm0020095	Phenyl acetate	Phenyl acetate, also known as acetylphenol, is an aromatic fatty acid metabolite of phenylalanine with potential antineoplastic activity. Naturally occurring in mammals, phenylacetate induces differentiation, growth inhibition, and apoptosis in tumor cells. Its mechanisms of action include decreased protein prenylation, activation of the peroxisome proliferation-activated receptors, inhibition of DNA methylation, and depletion of glutamine. Phenyl acetate belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group. Phenyl acetate has a phenolic-like taste.	122-79-2	Liquid	CC(=O)OC1=CC=CC=C1	C8H8O2	InChI=1S/C8H8O2/c1-7(9)10-8-5-3-2-4-6-8/h2-6H,1H3	IPBVNPXQWQGGJP-UHFFFAOYSA-N	136.0524295			MMDBc0033152
BASm0020096	(6R)-5,10-methylenetetrahydrofolic acid	(6R)-5,10-methylenetetrahydrofolic acid is a member of the folate chemical class. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential implications in health and disease.	3432-99-3	Expected Solid	[H][C@@]12CN(CN1C1=C(NC2)N=C(N)NC1=O)C1=CC=C(C=C1)C(=O)N[C@@H](CCC(O)=O)C(O)=O	C20H23N7O6	InChI=1S/C20H23N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,12-13H,5-9H2,(H,23,30)(H,28,29)(H,32,33)(H4,21,22,24,25,31)/t12-,13+/m1/s1	QYNUQALWYRSVHF-OLZOCXBDSA-N	457.1709815			MMDBc0033157
BASm0020097	N-Acetyl-D-alanine	N-Acetyl-D-alanine is a member of the amino acid derivatives chemical class, specifically categorized as an N-acetylated amino acid. Its chemical structure features an acetyl group attached to the nitrogen of the D-alanine molecule, influencing its biochemical properties and interactions. N-Acetyl-D-alanine is involved in various biochemical pathways, including its role as a substrate for D-amino acid oxidase (DAAO), where it has been shown to increase reactive oxygen species (ROS) production in transfected HeLa cells (PMID:17508907). Additionally, it serves as a competing agent in displacement studies on vancomycin-based stationary phases, highlighting its relevance in chromatographic applications (PMID:11881709). The binding characteristics of N-acetyl-D-alanine have been investigated in relation to D,L-dansyl amino acids, further emphasizing its utility in analytical chemistry (PMID:11881709). Furthermore, the crystal structure of vancomycin in complex with N-acetyl-D-alanine has been elucidated, providing insights into its molecular interactions (PMID:9578636). Overall, N-acetyl-D-alanine's unique structural features and its involvement in various biochemical processes underscore its significance in both chemistry and biology.	97-69-8	Solid	C[C@@H](NC(C)=O)C(O)=O	C5H9NO3	InChI=1S/C5H9NO3/c1-3(5(8)9)6-4(2)7/h3H,1-2H3,(H,6,7)(H,8,9)/t3-/m1/s1	KTHDTJVBEPMMGL-GSVOUGTGSA-N	131.0582432			MMDBc0033162
BASm0020098	Dolichol phosphate	Dolichol phosphate is the most prevalent polyisoprenyl-glycosyl carrier found in mammals. It is involved in reactions such as the C-4 and O-mannosylation of proteins, the formation of glycosylphosphatidylinositol (GPI) anchors and the N-glycosylation of proteins. The chain length of eukaryotic dolichol molecules differs from 14 to 17 isoprene units in unicellular organisms like yeast whereas mammalian cells produce dolichol with 18-21 isoprene units. During the de novo synthesis of dolichol in eukaryotes, farnesyl pyrophosphate, a metabolite of cholesterol biosynthesis, is elongated by successive condensations to isopentenyl pyrophosphate molecules. These reactions are catalyzed by cis-isopentenyltransferases. After the polyisoprene pyrophosphate chain has reached its final length, both phosphate residues are released by mono- or pyrophosphatases. The isoprene unit of the polyprenol is then reduced by a nicotinamide adenine dinucleotide phosphate (NADPH)-dependent microsomal reductase. The final step in dolichol phosphate synthesis is catalyzed by dolichol kinase (DK1), an enzyme that transfers a phosphate from choline-phosphate cytidine triphosphate (CTP) to dolichol. Once synthesized, dolichol phosphate can react with cytosolic GDP-mannose in the endoplasmic reticulum membrane to form dolichyl phosphate D-mannose. A new inherited metabolic disorder, Dolichol kinase (DK1) deficiency has recently been discovered. Affected patients present with a very severe clinical phenotype, with death in early infancy. Symptoms include secondary microencephaly, dry, thin, parchmentlike skin, hyperkeratosis, minimal hair growth and muscular hypotonia. (PMID: 17273964).	34457-14-2	Solid	[H]OP(=O)(O[H])OC([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H]	C15H29O4P	InChI=1S/C15H29O4P/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-19-20(16,17)18/h7,9,15H,5-6,8,10-12H2,1-4H3,(H2,16,17,18)	DZHSRPJGCZHWOM-UHFFFAOYSA-N	304.1803464			MMDBc0033164
BASm0020099	(S)-3-Hydroxy-3-methylglutaryl-CoA	(S)-3-hydroxy-3-methylglutaryl-CoA, also known as 3-hydroxy-3-methylglutaryl-CoA (HMG-CoA) (CAS: 1553-55-5), is formed when acetyl-CoA condenses with acetoacetyl-CoA in a reaction that is catalyzed by the enzyme HMG-CoA synthase in the mevalonate pathway or mevalonate-dependent (MAD) route, an important cellular metabolic pathway present in virtually all organisms. HMG-CoA reductase (EC 1.1.1.34) inhibitors, more commonly known as statins, are cholesterol-lowering drugs that have been widely used for many years to reduce the incidence of adverse cardiovascular events. HMG-CoA reductase catalyzes the rate-limiting step in the mevalonate pathway and these agents lower cholesterol by inhibiting its synthesis in the liver and in peripheral tissues. Androgen also stimulates lipogenesis in human prostate cancer cells directly by increasing transcription of the fatty acid synthase and HMG-CoA-reductase genes (PMID: 14689582 ).	1553-55-5	Solid	C[C@](O)(CC(O)=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C27H44N7O20P3S	InChI=1S/C27H44N7O20P3S/c1-26(2,21(40)24(41)30-5-4-15(35)29-6-7-58-17(38)9-27(3,42)8-16(36)37)11-51-57(48,49)54-56(46,47)50-10-14-20(53-55(43,44)45)19(39)25(52-14)34-13-33-18-22(28)31-12-32-23(18)34/h12-14,19-21,25,39-40,42H,4-11H2,1-3H3,(H,29,35)(H,30,41)(H,36,37)(H,46,47)(H,48,49)(H2,28,31,32)(H2,43,44,45)/t14-,19-,20-,21+,25-,27+/m1/s1	CABVTRNMFUVUDM-VRHQGPGLSA-N	911.1574671			MMDBc0033169
BASm0020100	N-Acetyl-D-valine	N-Acetyl-D-valine is a member of the amino acid derivative chemical class, specifically an N-acetylated form of the branched-chain amino acid D-valine. Its chemical structure features an acetyl group attached to the nitrogen atom of the valine side chain, which alters its solubility and reactivity compared to the parent amino acid. In metabolic pathways, N-acetyl-D-valine is involved in various processes, including its synthesis via metabolic engineering techniques in microorganisms such as Escherichia coli, where it has been produced alongside other N-acetylated amino acids with notable efficiency (PMID:37689258). Additionally, N-acetyl-D-valine has been characterized for its kinetic properties, including Michaelis constants (K_m) and maximum reaction velocities (V_max), indicating its role as a substrate in enzymatic reactions (PMID:29509381). These studies highlight the compound's relevance in both synthetic biology applications and enzymatic studies, showcasing its potential utility in biotechnological contexts.	17916-88-0	Expected Solid	CC(C)[C@@H](NC(C)=O)C(O)=O	C7H13NO3	InChI=1S/C7H13NO3/c1-4(2)6(7(10)11)8-5(3)9/h4,6H,1-3H3,(H,8,9)(H,10,11)/t6-/m1/s1	IHYJTAOFMMMOPX-ZCFIWIBFSA-N	159.0895433			MMDBc0033170
BASm0020101	D-fructofuranose 2-phosphate	D-fructofuranose 2-phosphate is a carbohydrate metabolite belonging to the class of phosphorylated sugars. Its chemical structure features a furanose ring with a phosphate group attached at the 2-position, which plays a critical role in various biochemical pathways. This compound is involved in the metabolism of fructose, participating in the conversion of fructose to intermediates that enter glycolysis and gluconeogenesis. The phosphorylation of fructose to form D-fructofuranose 2-phosphate is a key step in the fructose metabolic pathway, facilitating its utilization in energy production and biosynthetic processes. The synthesis of D-fructofuranose 2-phosphate has been studied in detail, highlighting its significance in carbohydrate metabolism (PMID:14101964). This metabolite serves as an important intermediate, linking fructose metabolism to broader metabolic networks, including those involved in energy homeostasis and the regulation of metabolic fluxes. Understanding the role of D-fructofuranose 2-phosphate in these pathways provides insights into the intricate regulation of carbohydrate metabolism within the cell.	108102-98-3	Expected Solid	OC[C@H]1OC(CO)(OP(O)(O)=O)[C@@H](O)[C@@H]1O	C6H13O9P	InChI=1S/C6H13O9P/c7-1-3-4(9)5(10)6(2-8,14-3)15-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/t3-,4-,5+,6?/m1/s1	PMTUDJVZIGZBIX-VRPWFDPXSA-N	260.0297185			MMDBc0033172
BASm0020102	S-D-Lactoylglutathione	S-Lactoylglutathione is a substrate of lactoylglutathione lyase [EC 4.4.1.5] in pyruvate metabolism (KEGG). Another enzyme, glyoxalase I, synthesizes this compound by converting methylglyoxal and reduced glutathione to S-lactoylglutathione. S-D-lactoylglutathione can be hydrolysed by thiolesterases to reduced glutathione and D-lactate but also converted to N-D-lactoylcysteinylglycine and N-D-lactoylcysteine by gamma-glutamyl transferase and dipeptidase (PMID: 8632674). S-lactoylglutathione has also been shown to modulate microtubule assembly (PMID: 690442).	59-85-8	Solid	[H][C@](C)(O)C(=O)SCC(C(N)C(O)=O)C(O)=O	C8H13NO6S	InChI=1S/C8H13NO6S/c1-3(10)8(15)16-2-4(6(11)12)5(9)7(13)14/h3-5,10H,2,9H2,1H3,(H,11,12)(H,13,14)/t3-,4?,5?/m1/s1	DWPTUFGRYYIXHG-JYMNUSQCSA-N	251.0463578			MMDBc0033173
BASm0020103	Heme A	Heme a is a derivative of protoheme IX (heme b or heme). Heme a differs from heme b in that a methyl side chain at ring position 8 is oxidized into a formyl group, and one of the vinyl side chains, at ring position 2, has been replaced by an isoprenoid chain. In the heme biosynthesis from uroporphyrinogen-III pathway, different derivatives of protoheme can actually be formed that differ in modifications to the porphyrin ring, including how it is bound to the protein (e.g. heme o, heme a, heme c, and heme d). [Biocyc PWY-5189]	57560-10-8	Solid	CC(C)=CCCC(C)=CCCC(C)=CCCC(O)C1=C2C=C3C(C)=C(C=C)C4=[N]3[Fe++]35N6C(=C4)C(C)=C(CCC(O)=O)C6=CC4=[N]3C(=CC(N25)=C1C)C(C=O)=C4CCC(O)=O	C49H56FeN4O6	InChI=1S/C49H56N4O6.Fe/c1-9-34-31(6)39-25-45-49(46(55)18-12-17-30(5)16-11-15-29(4)14-10-13-28(2)3)33(8)40(52-45)24-44-37(27-54)36(20-22-48(58)59)43(53-44)26-42-35(19-21-47(56)57)32(7)38(51-42)23-41(34)50-39;/h9,13,15,17,23-27,46,55H,1,10-12,14,16,18-22H2,2-8H3,(H,56,57)(H,58,59);/q-2;+4/b29-15?,30-17?,38-23-,40-24-,42-26-,45-25-;	KZGQHTJCCRPHLY-AJSNUMFDSA-N	852.3549277			MMDBc0033174
BASm0020104	3-Methyladenine	3-Methyladenine, also known as 3-ma nucleobase, belongs to the class of organic compounds known as 6-aminopurines. These are purines that carry an amino group at position 6. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring. 3-Methyladenine exists in all living species, ranging from bacteria to humans. 3-Methyladenine has been detected, but not quantified, in several different foods, such as soft-necked garlics, chinese bayberries, burbots, amaranths, and tea. This could make 3-methyladenine a potential biomarker for the consumption of these foods. 3-Methyladenine is one of the purines damaged by alkylation and oxidation which can be recognized and excised by the human 3-methyladenine DNA glycosylase (AAG) (EC: EC3.2.2.21).	5142-23-4	Solid	CN1C=NC(N)=C2N=CN=C12	C6H7N5	InChI=1S/C6H7N5/c1-11-3-10-5(7)4-6(11)9-2-8-4/h2-3H,7H2,1H3	FSASIHFSFGAIJM-UHFFFAOYSA-N	149.0701452			MMDBc0033175
BASm0020105	Hydroxide	In chemistry, hydroxide is the most common name for the diatomic anion OH, consisting of oxygen and hydrogen atoms, usually derived from the dissociation of a base. It is one of the simplest diatomic ions known. Hydroxide ion is a kind of ligand. It donates one pair of electrons, behaving as a Lewis base. Examples include the aluminate ion [Al(OH)4]- and aurate ion [Au(OH)4]-.	14280-30-9	Solid	[OH-]	HO	InChI=1S/H2O/h1H2/p-1	XLYOFNOQVPJJNP-UHFFFAOYSA-M	17.00273965			MMDBc0033176
BASm0020106	Dolichyl diphosphate	The term dolichol refers to a group of long-chain mostly unsaturated organic compounds consisting of a variable number of isoprene units that terminate with an alpha-saturated isoprenoid group containing an alcohol functional group. In the form of dolichol phosphate, dolichols help facilitate protein N-glycosylation (Wikipedia). Glycosylation of asparagine residues in proteins is carried out by transferring glucose from a dolichyl diphosphate oligosaccharide (PMID: 7379786 ).	37247-98-6	Solid	CC(CCOP(O)(=O)OP(O)(O)=O)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(\C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(\C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C	C100H166O7P2	InChI=1S/C100H166O7P2/c1-81(2)41-22-42-82(3)43-23-44-83(4)45-24-46-84(5)47-25-48-85(6)49-26-50-86(7)51-27-52-87(8)53-28-54-88(9)55-29-56-89(10)57-30-58-90(11)59-31-60-91(12)61-32-62-92(13)63-33-64-93(14)65-34-66-94(15)67-35-68-95(16)69-36-70-96(17)71-37-72-97(18)73-38-74-98(19)75-39-76-99(20)77-40-78-100(21)79-80-106-109(104,105)107-108(101,102)103/h41,43,45,47,49,51,53,55,57,59,61,63,65,67,69,71,73,75,77,100H,22-40,42,44,46,48,50,52,54,56,58,60,62,64,66,68,70,72,74,76,78-80H2,1-21H3,(H,104,105)(H2,101,102,103)/b82-43+,83-45+,84-47+,85-49+,86-51-,87-53+,88-55+,89-57+,90-59+,91-61+,92-63+,93-65+,94-67+,95-69-,96-71+,97-73+,98-75+,99-77+	QQXIZBNULDQRRT-OYHKHEHLSA-N	1541.210881			MMDBc0033178
BASm0020107	Dolichol-20	Dolichols are polyisoprenic molecule ubiquitously present in the lipid fraction of animal and plant tissues, discovered 40 years ago during experiments on the biosynthesis of ubiquinone. The molecular structure of dolichol comprises a sequence of unsaturated isoprenic units bearing a primary terminal hydroxyl group. The length of dolichyl chains depends on the species of the organism from which they are isolated. Mammalian dolichol generally is made up of 16 to 23 unsaturated isoprene units, and the terminal hydroxyl group may exist either free or esterified with fatty acids, phosphoric acid, and pyrophosphoric acid. In biological membranes, this linear polyisoprenoid compound may be located between the two leaflets of the lipid bilayer, close to the free end of the phospholipid fatty acid molecules. Metabolism and function of dolichol were largely unknown until recently. Synthesis of dolichol by the mevalonate pathway was demonstrated in vitro and in vivo in many tissues. The isoprenoid pyrophosphate intermediates are shared by the cholesterol, dolichol, and ubiquinone pathways, and treatment with drugs that block hydroxymethyl glutaryl coenzyme A reductase may significantly decrease their plasma and tissue levels. In humans, there is no apparent positive correlation between serum dolichol and tissue dolichol and age. In view of the total content of the body, half life of the total body dolichol, and dolichol content in the extracellular space, it was concluded that the dolichol in tissues probably derives from biosynthesis in those tissues and that relocation of dolichol via circulation cannot be prominent in vivo. The levels of dolichol in human serum have apparently no correlation to age or serum total cholesterol, and exhibit a linear correlation to high density lipoprotein cholesterols which may reflect the fact that the dolichols are associated with the high-density lipoprotein fraction. No enzymic pathways for dolichol degradation were described, but no case of dolichol-storage disease was reported. Shrinkage of tissue because of increased lysosomal degradation in the process of atrophy does not affect the dolichol content and concentration increases. Small quantities of dolichol that may be excreted into the urine at least in part is derived from the lysosomes of the excretory organ, and serum dolichol levels may be elevated in chronic cholestatic liver diseases. Recent evidence shows that phagocytosis may cause the degradation and disposal of the engulfed dolichol, possibly because of nonenzymatic free radical mediated decomposition. By means of a 1H nuclear magnetic resonance (NMR) analytical method, the hypothesis was substantiated that dolichol may act as a free-radical scavenger in the cell membranes and protect polyunsaturated fatty acids from peroxidation, and that it may undergo decomposition in the process. (PMID 15741281).	2067-66-5	Solid	CC(CCO)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(\C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(\C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C	C100H164O	InChI=1S/C100H164O/c1-81(2)41-22-42-82(3)43-23-44-83(4)45-24-46-84(5)47-25-48-85(6)49-26-50-86(7)51-27-52-87(8)53-28-54-88(9)55-29-56-89(10)57-30-58-90(11)59-31-60-91(12)61-32-62-92(13)63-33-64-93(14)65-34-66-94(15)67-35-68-95(16)69-36-70-96(17)71-37-72-97(18)73-38-74-98(19)75-39-76-99(20)77-40-78-100(21)79-80-101/h41,43,45,47,49,51,53,55,57,59,61,63,65,67,69,71,73,75,77,100-101H,22-40,42,44,46,48,50,52,54,56,58,60,62,64,66,68,70,72,74,76,78-80H2,1-21H3/b82-43+,83-45+,84-47+,85-49+,86-51-,87-53+,88-55+,89-57+,90-59+,91-61+,92-63+,93-65+,94-67+,95-69-,96-71+,97-73+,98-75+,99-77+	KEVPZUBEAUSPNJ-OYHKHEHLSA-N	1381.27822			MMDBc0033179
BASm0020108	N-acetyl-D-glucosaminyldiphosphodolichol	This compound is an intermediate in N-glycan biosynthesis, and the byproduct of N-acetylglucosaminyldiphosphodolichol (EC 2.4.1.141) and UDP-N-acetylglucosamine-dolichyl-phosphate (EC 2.7.8.15). (KEGG) This compound and its corresponding enzymes are implicated in the developmental programmes of a variety of eukaryotes. (PMID: 10024536).		Solid	OC[C@H]1O[C@H](OP(O)(=O)OP(O)(=O)OCCC(C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(\C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(\C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)[C@H](NC(=O)C)[C@@H](O)[C@@H]1O	C108H179NO12P2	InChI=1S/C108H179NO12P2/c1-83(2)42-23-43-84(3)44-24-45-85(4)46-25-47-86(5)48-26-49-87(6)50-27-51-88(7)52-28-53-89(8)54-29-55-90(9)56-30-57-91(10)58-31-59-92(11)60-32-61-93(12)62-33-63-94(13)64-34-65-95(14)66-35-67-96(15)68-36-69-97(16)70-37-71-98(17)72-38-73-99(18)74-39-75-100(19)76-40-77-101(20)78-41-79-102(21)80-81-118-122(114,115)121-123(116,117)120-108-105(109-103(22)111)107(113)106(112)104(82-110)119-108/h42,44,46,48,50,52,54,56,58,60,62,64,66,68,70,72,74,76,78,102,104-108,110,112-113H,23-41,43,45,47,49,51,53,55,57,59,61,63,65,67,69,71,73,75,77,79-82H2,1-22H3,(H,109,111)(H,114,115)(H,116,117)/b84-44+,85-46+,86-48+,87-50+,88-52-,89-54+,90-56+,91-58+,92-60+,93-62+,94-64+,95-66+,96-68+,97-70-,98-72+,99-74+,100-76+,101-78+/t102?,104-,105-,106-,107-,108-/m1/s1	NCKLCSDHQCYXQT-NFNHYLGRSA-N	587.2260489			MMDBc0033180
BASm0020109	beta-D-mannosyldiacetylchitobiosyldiphosphodolichol	beta-D-Mannosyldiacetylchitobiosyldiphosphodolichol is involved in dolichyl-diphosphooligosaccharide biosynthesis (N-linked glycosylation) pathway. N-linked glycosylation is an important process found in eukaryotes and archaea, and very rarely in bacteria. During this process certain oligosaccharides are attached to an asparagine residue in the polypeptide chain of the target protein. [Biocyc MANNOSYL-CHITO-DOLICHOL-BIOSYNTHESIS]		Solid	OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](NC(C)=O)[C@@H](O[C@@H]2CO)O[C@H]2[C@H](O)[C@@H](NC(=O)C)[C@H](O[C@@H]2CO)OP(=O)(O)OP(=O)(O)OCCC(C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(\C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(\C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)[C@@H](O)[C@@H](O)[C@@H]1O	C122H202N2O22P2	InChI=1S/C122H202N2O22P2/c1-86(2)43-24-44-87(3)45-25-46-88(4)47-26-48-89(5)49-27-50-90(6)51-28-52-91(7)53-29-54-92(8)55-30-56-93(9)57-31-58-94(10)59-32-60-95(11)61-33-62-96(12)63-34-64-97(13)65-35-66-98(14)67-36-68-99(15)69-37-70-100(16)71-38-72-101(17)73-39-74-102(18)75-40-76-103(19)77-41-78-104(20)79-42-80-105(21)81-82-139-147(135,136)146-148(137,138)145-121-112(124-107(23)129)115(132)118(110(85-127)142-121)143-120-111(123-106(22)128)114(131)119(109(84-126)141-120)144-122-117(134)116(133)113(130)108(83-125)140-122/h43,45,47,49,51,53,55,57,59,61,63,65,67,69,71,73,75,77,79,105,108-122,125-127,130-134H,24-42,44,46,48,50,52,54,56,58,60,62,64,66,68,70,72,74,76,78,80-85H2,1-23H3,(H,123,128)(H,124,129)(H,135,136)(H,137,138)/b87-45+,88-47+,89-49+,90-51+,91-53-,92-55+,93-57+,94-59+,95-61+,96-63+,97-65+,98-67+,99-69+,100-71-,101-73+,102-75+,103-77+,104-79+/t105?,108-,109-,110-,111-,112-,113-,114-,115-,116+,117+,118-,119-,120+,121-,122+/m1/s1	DIUBVDNAHFKZAP-CZRFIVDBSA-N	2109.422449			MMDBc0033181
BASm0020110	dolichyl D-mannosyl phosphate	Dolichyl D-mannosyl phosphate is involved in dolichyl-diphosphooligosaccharide biosynthesis (N-linked glycosylation) pathway. N-linked glycosylation is an important process found in eukaryotes and archaea, and very rarely in bacteria. During this process certain oligosaccharides are attached to an asparagine residue in the polypeptide chain of the target protein. [Biocyc MANNOSYL-CHITO-DOLICHOL-BIOSYNTHESIS]		Solid	OC[C@H]1OC(OP(O)(=O)OCCC(C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(\C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(\C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)[C@@H](O)[C@@H](O)[C@@H]1O	C106H175O9P	InChI=1S/C106H175O9P/c1-82(2)41-22-42-83(3)43-23-44-84(4)45-24-46-85(5)47-25-48-86(6)49-26-50-87(7)51-27-52-88(8)53-28-54-89(9)55-29-56-90(10)57-30-58-91(11)59-31-60-92(12)61-32-62-93(13)63-33-64-94(14)65-34-66-95(15)67-35-68-96(16)69-36-70-97(17)71-37-72-98(18)73-38-74-99(19)75-39-76-100(20)77-40-78-101(21)79-80-113-116(111,112)115-106-105(110)104(109)103(108)102(81-107)114-106/h41,43,45,47,49,51,53,55,57,59,61,63,65,67,69,71,73,75,77,101-110H,22-40,42,44,46,48,50,52,54,56,58,60,62,64,66,68,70,72,74,76,78-81H2,1-21H3,(H,111,112)/b83-43+,84-45+,85-47+,86-49+,87-51-,88-53+,89-55+,90-57+,91-59+,92-61+,93-63+,94-65+,95-67+,96-69-,97-71+,98-73+,99-75+,100-77+/t101?,102-,103-,104+,105+,106?/m1/s1	IPAOLVGASNLKMS-RABFXOQVSA-N	1623.297374			MMDBc0033182
BASm0020111	N,N'-diacetylchitobiosyldiphosphodolichol	N,N'-Diacetylchitobiosyldiphosphodolichol is involved in dolichyl-diphosphooligosaccharide biosynthesis (N-linked glycosylation) pathway. N-linked glycosylation is an important process found in eukaryotes and archaea, and very rarely in bacteria. During this process certain oligosaccharides are attached to an asparagine residue in the polypeptide chain of the target protein. [Biocyc MANNOSYL-CHITO-DOLICHOL-BIOSYNTHESIS]		Solid	OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](NC(=O)C)[C@H](O[C@@H]2CO)OP(O)(=O)OP(O)(=O)OCCC(C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(\C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(\C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)[C@H](NC(=O)C)[C@@H](O)[C@@H]1O	C116H192N2O17P2	InChI=1S/C116H192N2O17P2/c1-85(2)43-24-44-86(3)45-25-46-87(4)47-26-48-88(5)49-27-50-89(6)51-28-52-90(7)53-29-54-91(8)55-30-56-92(9)57-31-58-93(10)59-32-60-94(11)61-33-62-95(12)63-34-64-96(13)65-35-66-97(14)67-36-68-98(15)69-37-70-99(16)71-38-72-100(17)73-39-74-101(18)75-40-76-102(19)77-41-78-103(20)79-42-80-104(21)81-82-130-136(126,127)135-137(128,129)134-116-110(118-106(23)122)113(125)114(108(84-120)132-116)133-115-109(117-105(22)121)112(124)111(123)107(83-119)131-115/h43,45,47,49,51,53,55,57,59,61,63,65,67,69,71,73,75,77,79,104,107-116,119-120,123-125H,24-42,44,46,48,50,52,54,56,58,60,62,64,66,68,70,72,74,76,78,80-84H2,1-23H3,(H,117,121)(H,118,122)(H,126,127)(H,128,129)/b86-45+,87-47+,88-49+,89-51+,90-53-,91-55+,92-57+,93-59+,94-61+,95-63+,96-65+,97-67+,98-69+,99-71-,100-73+,101-75+,102-77+,103-79+/t104?,107-,108-,109-,110-,111-,112-,113-,114-,115+,116-/m1/s1	PRYYLPDTMLHFQH-RJSWRCNLSA-N	1947.369626			MMDBc0033183
BASm0020112	2-Hexaprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinol	2-Hexaprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinol is an ubiquinone derivative that is an intermediate in ubiquinone-6 biosynthesis. Ubiquinone (also known as coenzyme Q) is an isoprenoid quinone that functions as an electron carrier in membranes. In eukaryotes ubiquinone is found mostly within the inner mitochondrial membrane, where it functions in respiratory electron transport, transferring two electrons from either complex I (NADH dehydrogenase) or complex II (succinate-ubiquinone reductase) to complex III (bc1 complex). The quinone nucleus of ubiquinone is derived directly from 4-hydroxybenzoate , while the isoprenoid subunits of the polyisoprenoid tail are synthesized via the methylerythritol phosphate pathway , which feeds isoprene units into the Polyprenyl Biosynthesis pathways. The number of isoprenoid subunits in the ubiquinone side chain vary in different species. For example, Saccharomyces cerevisiae subsp (S288c) has 6 such subunits, Escherichia coli K-12 has 8, rat and mouse have 9, and Homo sapiens has 10. The ubiquinones are often named according to the number of carbons in the side chain or the number of isoprenoid subunits. The ubiquinone biosynthesis pathway has been elucidated primarily by the use of mutant strains that accumulate pathway intermediates. 2-Hexaprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinol is a substrate for hexaprenyldihydroxybenzoate methyltransferase, mitochondrial precursor (COQ3) and can be generated from 2-hexaprenyl-3-methyl-6-methoxy-1,4-benzoquinol. Then it can be converted to ubiquinol-6.(BioCyc).		Solid	COC1=C(O)C(O)=C(C)C(CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C)=C1O	C38H58O4	InChI=1S/C38H58O4/c1-27(2)15-10-16-28(3)17-11-18-29(4)19-12-20-30(5)21-13-22-31(6)23-14-24-32(7)25-26-34-33(8)35(39)37(41)38(42-9)36(34)40/h15,17,19,21,23,25,39-41H,10-14,16,18,20,22,24,26H2,1-9H3	ZQXNZNKHQXLVCV-UHFFFAOYSA-N	578.4335103			MMDBc0033186
BASm0020113	(S)-3-hydroxyhexacosanoyl-CoA	(S)-3-Hydroxyhexacosanoyl-CoA is a coenzyme A derivative of (S)-3-hydroxyhexacosanoate. Fatty acids must be activated with CoA before any chemical modification can be applied. Also fatty acid metabolic intermediates will also exists as CoA derivatives until the CoA is enzymatically cleaved. The fatty acid group is linked to the terminal thoil moiety of CoA.		Expected Solid	CCCCCCCCCCCCCCCCCCCCCCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C47H86N7O18P3S	InChI=1S/C47H86N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-35(55)30-38(57)76-29-28-49-37(56)26-27-50-45(60)42(59)47(2,3)32-69-75(66,67)72-74(64,65)68-31-36-41(71-73(61,62)63)40(58)46(70-36)54-34-53-39-43(48)51-33-52-44(39)54/h33-36,40-42,46,55,58-59H,4-32H2,1-3H3,(H,49,56)(H,50,60)(H,64,65)(H,66,67)(H2,48,51,52)(H2,61,62,63)/t35-,36+,40+,41+,42-,46+/m0/s1	GBMJOTOUUWGTIA-FUMULLQGSA-N	1161.496289			MMDBc0033187
BASm0020114	4beta-(hydroxymethyl)-4alpha-methyl-5alpha-cholest-7-en-3beta-ol	4beta-(hydroxymethyl)-4alpha-methyl-5alpha-cholest-7-en-3beta-ol is a sterol, a class of organic compounds characterized by a multi-ring structure that includes a hydroxyl group. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@]1(CC[C@@]2([H])C3=CC[C@@]4([H])[C@@](C)(CO)[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C	C29H50O2	InChI=1S/C29H50O2/c1-19(2)8-7-9-20(3)22-11-12-23-21-10-13-25-28(5,24(21)14-16-27(22,23)4)17-15-26(31)29(25,6)18-30/h10,19-20,22-26,30-31H,7-9,11-18H2,1-6H3/t20-,22-,23+,24+,25-,26+,27-,28-,29-/m1/s1	DWEXIFLNCXYYAA-QQHSWTODSA-N	430.3810808			MMDBc0033195
BASm0020115	(6R)-6-(l-erythro-1,2-dihydroxypropyl)-5,6,7,8-tetrahydro-4a-hydroxypterin	(6R)-6-(L-Erythro-1,2-Dihydroxypropyl)-5,6,7,8-tetrahydro-4a-hydroxypterin is catalyzed by 4a-hydroxytetrahydrobiopterin dehydratase to form 6R)-6-(L-erythro-1,2-dihydroxypropyl)-7,8-dihydro-6H-pterin		Solid	C[C@H](O)C(O)[C@H]1CNC2=NC=NC(O)=C2N1	C9H14N4O3	InChI=1S/C9H14N4O3/c1-4(14)7(15)5-2-10-8-6(13-5)9(16)12-3-11-8/h3-5,7,13-15H,2H2,1H3,(H2,10,11,12,16)/t4-,5+,7?/m0/s1	XHZMOKNFPZDZBZ-YQGMFIQUSA-N	226.1065903			MMDBc0033199
BASm0020116	N-acetyl-D-methionine	N-acetyl-D-methionine is a member of the class of N-acylated amino acids, specifically an acetylated derivative of the amino acid methionine. Its chemical structure features an acetyl group attached to the nitrogen atom of the methionine backbone, influencing its biochemical properties and interactions. N-acetyl-D-methionine is involved in various metabolic pathways, particularly in the context of amino acid metabolism. For instance, the disruption of the HPA3 gene, which encodes the enzyme d-amino acid-N-acetyltransferase, leads to the accumulation of d-methionine and the absence of N-acetyl-D-methionine production (PMID:31478186). The enzyme exhibits high activity toward N-acetyl-D-methionine compared to other aromatic and hydrophobic N-acetylamino acids (PMID:29509381). Additionally, it has been noted that N-acetyl-D-methionine can be hydrolyzed by N-acyl-d-amino acid amidohydrolase, producing L-methionine and acetic acid (PMID:9699991). Kinetic studies have revealed various Michaelis constants (Km) for N-acetyl-D-methionine, indicating its role as a substrate for enzymatic reactions (PMIDs:1368943, 7766084). Overall, N-acetyl-D-methionine serves as a significant compound in metabolic processes involving amino acid modification and utilization.	1509-92-8	Expected Solid	CSCC[C@@H](NC(C)=O)C(O)=O	C7H13NO3S	InChI=1S/C7H13NO3S/c1-5(9)8-6(7(10)11)3-4-12-2/h6H,3-4H2,1-2H3,(H,8,9)(H,10,11)/t6-/m1/s1	XUYPXLNMDZIRQH-ZCFIWIBFSA-N	191.061614			MMDBc0033201
BASm0020117	N-Acetyl-D-tyrosine	N-Acetyl-D-tyrosine is a member of the amino acid derivative chemical class, specifically classified as an N-acetylated form of the amino acid D-tyrosine. Its chemical structure features an acetyl group attached to the nitrogen atom of the amino group of D-tyrosine, which alters its solubility and reactivity compared to its parent amino acid. In biochemical pathways, N-acetyl-D-tyrosine is involved in various metabolic processes, including those related to protein synthesis and neurotransmitter regulation. It can serve as a substrate for various enzymes, where kinetic parameters such as Michaelis constants (K m) and maximum reaction velocities (V max) have been assessed in studies involving multiple N-acetylated amino acids, including N-acetyl-D-tyrosine itself (PMID:29509381). This highlights its relevance in enzymatic reactions and its potential role in metabolic pathways that utilize N-acetylated amino acids for various physiological functions.	19764-32-0	Expected Solid	CC(=O)N[C@H](CC1=CC=C(O)C=C1)C(O)=O	C11H13NO4	InChI=1S/C11H13NO4/c1-7(13)12-10(11(15)16)6-8-2-4-9(14)5-3-8/h2-5,10,14H,6H2,1H3,(H,12,13)(H,15,16)/t10-/m1/s1	CAHKINHBCWCHCF-SNVBAGLBSA-N	223.0844579			MMDBc0033202
BASm0020118	Ureidoglycolic acid	(S)-Ureidoglycolic acid is an hydrolysis product of allantoate in the allantoin degradation to glyoxylate pathway. Allantoin is a common product of purine degradation. Allantoin is rich in nitrogen and many organisms are able to degrade it and recycle it. Yeast can use allantoin as sole nitrogen source by degrading it to urea, CO2 and glyoxylate. Urea is further degraded to ammonia. [Biocyc PWY-5694]		Expected Solid	OC(NC(O)=N)C(O)=O	C3H6N2O4	InChI=1S/C3H6N2O4/c4-3(9)5-1(6)2(7)8/h1,6H,(H,7,8)(H3,4,5,9)	NWZYYCVIOKVTII-UHFFFAOYSA-N	134.0327567			MMDBc0033205
BASm0020119	thiamine(1+) diphosphate(1-)	Thiamine pyrophosphate (ThDP) is one of the five known natural thiamine phosphate derivatives. Thiamine (vitamin B1) is the transport form of the vitamin, while the phosphorylated derivatives are the active forms. Thiamine pyrophosphate serves as a cofactor for several enzymes involved primarily in carbohydrate catabolism.		Expected Solid	CC1=C(CCO[P@](O)(=O)O[P@](O)([O-])=O)SC=[N+]1CC1=CN=C(C)N=C1N	C12H18N4O7P2S	InChI=1S/C12H18N4O7P2S/c1-8-11(3-4-22-25(20,21)23-24(17,18)19)26-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7H,3-4,6H2,1-2H3,(H4-,13,14,15,17,18,19,20,21)	AYEKOFBPNLCAJY-UHFFFAOYSA-N	424.0371427			MMDBc0033210
BASm0020120	(2S,3S,4R)-2-aminohexadecane-1,3,4-triol	(2S,3S,4R)-2-aminohexadecane-1,3,4-triol is a polyamine compound. There is limited literature available regarding this metabolite, indicating that further research may be needed to understand its biological significance and potential applications.		Expected Solid	CCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@@H](N)CO	C16H35NO3	InChI=1S/C16H35NO3/c1-2-3-4-5-6-7-8-9-10-11-12-15(19)16(20)14(17)13-18/h14-16,18-20H,2-13,17H2,1H3/t14-,15+,16-/m0/s1	OCHZTELGZBWSJD-XHSDSOJGSA-N	289.261694			MMDBc0033212
BASm0020121	(2S,3S,4R)-2-aminoicosane-1,3,4-triol	(2S,3S,4R)-2-aminoicosane-1,3,4-triol is a polyamine derivative. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	CCCCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@@H](N)CO	C20H43NO3	InChI=1S/C20H43NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-19(23)20(24)18(21)17-22/h18-20,22-24H,2-17,21H2,1H3/t18-,19+,20-/m0/s1	UQAUXYMLKGFKBX-ZCNNSNEGSA-N	345.3242942			MMDBc0033213
BASm0020122	Cer 18:0;3/18:0;1	<p>Cer 18:0;3/18:0;1 is a ceramide. Ceramides are composed of a sphingosine and a fatty acid. Ceramides are found in high concentrations within the cell membrane of cells. Caramides are known to promote transport of secretory vesicles from the ER to the Golgi apparatus. Sphingolipids like ceramide play import roles in lipid rafts which in yeast are responsible for delivering and sorting membrane bound proteins. Lipid rafts also play roles in membrane fusion during mating.[PMID: 16730802]</p>↵<p>There are three major pathways of ceramide generation. The sphingomyelinase pathway uses an enzyme to breakdown IPC, MIPC and M(IP)2C in the cell membrane and release ceramide. The de novo pathway creates ceramide from less complex molecules. Ceramide generation can also occur through breakdown of complex sphingolipids that are ultimately broken down into sphingosine, which is then reused by reacylation to form ceramide. This latter pathway is termed the Salvage pathway.[Wikipedia, PMID: 16730802]</p>		Expected Solid	CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](CO)NC(=O)CCCCCCC[C@H](O)CCCCCCCCC	C36H73NO5	InChI=1S/C36H73NO5/c1-3-5-7-9-11-12-13-14-15-17-21-25-29-34(40)36(42)33(31-38)37-35(41)30-26-22-18-20-24-28-32(39)27-23-19-16-10-8-6-4-2/h32-34,36,38-40,42H,3-31H2,1-2H3,(H,37,41)/t32-,33+,34-,36+/m1/s1	NOHZZYCEDNYZNL-RZGVAJPTSA-N	599.5488745			MMDBc0033215
BASm0020123	Cer 18:0;3/20:0;1	<p>Cer 18:0;3/20:0;1 is a ceramide. Ceramides are composed of a sphingosine and a fatty acid. Ceramides are found in high concentrations within the cell membrane of cells. Caramides are known to promote transport of secretory vesicles from the ER to the Golgi apparatus. Sphingolipids like ceramide play import roles in lipid rafts which in yeast are responsible for delivering and sorting membrane bound proteins. Lipid rafts also play roles in membrane fusion during mating.[PMID: 16730802]</p>↵<p>There are three major pathways of ceramide generation. The sphingomyelinase pathway uses an enzyme to breakdown IPC, MIPC and M(IP)2C in the cell membrane and release ceramide. The de novo pathway creates ceramide from less complex molecules. Ceramide generation can also occur through breakdown of complex sphingolipids that are ultimately broken down into sphingosine, which is then reused by reacylation to form ceramide. This latter pathway is termed the Salvage pathway.[Wikipedia, PMID: 16730802]</p>		Expected Solid	CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](CO)NC(=O)CCCCCCC[C@H](O)CCCCCCCCCCC	C38H77NO5	InChI=1S/C38H77NO5/c1-3-5-7-9-11-13-14-15-17-19-23-27-31-36(42)38(44)35(33-40)39-37(43)32-28-24-20-22-26-30-34(41)29-25-21-18-16-12-10-8-6-4-2/h34-36,38,40-42,44H,3-33H2,1-2H3,(H,39,43)/t34-,35+,36-,38+/m1/s1	FUIXFCQVQDXBQN-MIDIUVBKSA-N	627.5801746			MMDBc0033216
BASm0020124	Cer 18:0;3/22:0;1	<p>Cer 18:0;3/22:0;1 is a ceramide. Ceramides are composed of a sphingosine and a fatty acid. Ceramides are found in high concentrations within the cell membrane of cells. Caramides are known to promote transport of secretory vesicles from the ER to the Golgi apparatus. Sphingolipids like ceramide play import roles in lipid rafts which in yeast are responsible for delivering and sorting membrane bound proteins. Lipid rafts also play roles in membrane fusion during mating.[PMID: 16730802]</p>↵<p>↵There are three major pathways of ceramide generation. The sphingomyelinase pathway uses an enzyme to breakdown IPC, MIPC and M(IP)2C in the cell membrane and release ceramide. The de novo pathway creates ceramide from less complex molecules. Ceramide generation can also occur through breakdown of complex sphingolipids that are ultimately broken down into sphingosine, which is then reused by reacylation to form ceramide. This latter pathway is termed the Salvage pathway.[Wikipedia, PMID: 16730802]</p>		Expected Solid	CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](CO)NC(=O)CCCCCCC[C@H](O)CCCCCCCCCCCCC	C40H81NO5	InChI=1S/C40H81NO5/c1-3-5-7-9-11-13-15-17-19-21-25-29-33-38(44)40(46)37(35-42)41-39(45)34-30-26-22-24-28-32-36(43)31-27-23-20-18-16-14-12-10-8-6-4-2/h36-38,40,42-44,46H,3-35H2,1-2H3,(H,41,45)/t36-,37+,38-,40+/m1/s1	QVWLEYOMDRUSBF-ARJZQDQASA-N	655.6114747			MMDBc0033218
BASm0020125	Cer 18:0;3/24:0;1	<p>Cer 18:0;3/24:0;1 is a ceramide. Ceramides are composed of a sphingosine and a fatty acid. Ceramides are found in high concentrations within the cell membrane of cells. Caramides are known to promote transport of secretory vesicles from the ER to the Golgi apparatus. Sphingolipids like ceramide play import roles in lipid rafts which in yeast are responsible for delivering and sorting membrane bound proteins. Lipid rafts also play roles in membrane fusion during mating.[PMID: 16730802]</p>↵↵<p>There are three major pathways of ceramide generation. The sphingomyelinase pathway uses an enzyme to breakdown IPC, MIPC and M(IP)2C in the cell membrane and release ceramide. The de novo pathway creates ceramide from less complex molecules. Ceramide generation can also occur through breakdown of complex sphingolipids that are ultimately broken down into sphingosine, which is then reused by reacylation to form ceramide. This latter pathway is termed the Salvage pathway.[Wikipedia, PMID: 16730802]</p>		Expected Solid	CCCCCCCCCCCCCCC[C@@H](O)CCCCCCCC(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC	C42H85NO5	InChI=1S/C42H85NO5/c1-3-5-7-9-11-13-15-17-18-20-22-25-29-33-38(45)34-30-26-24-28-32-36-41(47)43-39(37-44)42(48)40(46)35-31-27-23-21-19-16-14-12-10-8-6-4-2/h38-40,42,44-46,48H,3-37H2,1-2H3,(H,43,47)/t38-,39+,40-,42+/m1/s1	XVVVEISAVLWROR-HVGKCTQHSA-N	683.6427748			MMDBc0033219
BASm0020126	Cer 18:0;3/26:0;1	<p>Cer 18:0;3/26:0;1 is a ceramide. Ceramides are composed of a sphingosine and a fatty acid. Ceramides are found in high concentrations within the cell membrane of cells. Caramides are known to promote transport of secretory vesicles from the ER to the Golgi apparatus. Sphingolipids like ceramide play import roles in lipid rafts which in yeast are responsible for delivering and sorting membrane bound proteins. Lipid rafts also play roles in membrane fusion during mating.[PMID: 16730802]</p>↵<p>↵There are three major pathways of ceramide generation. The sphingomyelinase pathway uses an enzyme to breakdown IPC, MIPC and M(IP)2C in the cell membrane and release ceramide. The de novo pathway creates ceramide from less complex molecules. Ceramide generation can also occur through breakdown of complex sphingolipids that are ultimately broken down into sphingosine, which is then reused by reacylation to form ceramide. This latter pathway is termed the Salvage pathway.[Wikipedia, PMID: 16730802]</p>		Expected Solid	CCCCCCCCCCCCCCCCC[C@@H](O)CCCCCCCC(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC	C44H89NO5	InChI=1S/C44H89NO5/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-27-31-35-40(47)36-32-28-26-30-34-38-43(49)45-41(39-46)44(50)42(48)37-33-29-25-23-21-16-14-12-10-8-6-4-2/h40-42,44,46-48,50H,3-39H2,1-2H3,(H,45,49)/t40-,41+,42-,44+/m1/s1	MBRJKVOYPZSEKH-RLWYSASNSA-N	711.674075			MMDBc0033220
BASm0020127	Cer 20:0;3/26:0;1	<p>Cer 20:0;3/26:0;1 is a ceramide. Ceramides are composed of a sphingosine and a fatty acid. Ceramides are found in high concentrations within the cell membrane of cells. Caramides are known to promote transport of secretory vesicles from the ER to the Golgi apparatus. Sphingolipids like ceramide play import roles in lipid rafts which in yeast are responsible for delivering and sorting membrane bound proteins. Lipid rafts also play roles in membrane fusion during mating.[PMID: 16730802]</p>↵↵<p>There are three major pathways of ceramide generation. The sphingomyelinase pathway uses an enzyme to breakdown IPC, MIPC and M(IP)2C in the cell membrane and release ceramide. The de novo pathway creates ceramide from less complex molecules. Ceramide generation can also occur through breakdown of complex sphingolipids that are ultimately broken down into sphingosine, which is then reused by reacylation to form ceramide. This latter pathway is termed the Salvage pathway.[Wikipedia, PMID: 16730802]</p>		Expected Solid	CCCCCCCCCCCCCCCCC[C@@H](O)CCCCCCCC(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCCCC	C46H93NO5	InChI=1S/C46H93NO5/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-29-33-37-42(49)38-34-30-28-32-36-40-45(51)47-43(41-48)46(52)44(50)39-35-31-27-25-23-21-18-16-14-12-10-8-6-4-2/h42-44,46,48-50,52H,3-41H2,1-2H3,(H,47,51)/t42-,43+,44-,46+/m1/s1	PHSFNVKCRVZOMR-DEVDZBFCSA-N	739.7053751			MMDBc0033221
BASm0020128	CL(1'-[16:0/16:0],3'-[16:1(9Z)/16:1(9Z)])	CL(16:1(9Z)/16:1(9Z)/16:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(16:1(9Z)/16:1(9Z)/16:0/16:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, two chains of hexadecanoic acid at the C3 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID:16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID:16442164).  Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25,27,29,31,67-69,74H,5-24,26,28,30,32-66H2,1-4H3,(H,79,80)(H,81,82)/b29-25-,31-27-/t67-,68+,69+/m0/s1	FWLUKTLUGXCPHJ-QNYNCLBUSA-N	1348.940926			MMDBc0033222
BASm0020129	CL(1'-[16:0/16:0],3'-[16:1(9Z)/18:1(9Z)])	CL(16:1(9Z)/18:1(9Z)/16:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(16:1(9Z)/18:1(9Z)/16:0/16:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of hexadecanoic acid at the C3 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h27,31,33-34,69-71,76H,5-26,28-30,32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b31-27-,34-33-/t69-,70-,71-/m1/s1	FLWBDGYHPKIVMG-HTMRIAEVSA-N	1376.972226			MMDBc0033223
BASm0020130	CL(1'-[16:0/16:1(9Z)],3'-[16:1(9Z)/16:1(9Z)])	CL(16:1(9Z)/16:1(9Z)/16:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(16:1(9Z)/16:1(9Z)/16:0/16:1(9Z)) contains three chains of (9Z-hexadecenoyl) at the C1, C2 and C4 positions, one chain of hexadecanoic acid at the C3 position fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID:16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID:16442164).  Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25,27-29,31-32,67-69,74H,5-24,26,30,33-66H2,1-4H3,(H,79,80)(H,81,82)/b29-25-,31-27-,32-28-/t67-,68+,69+/m0/s1	VBKVDKSJQJMNLZ-APTVUFSFSA-N	1346.925276			MMDBc0033224
BASm0020131	CL(1'-[16:0/16:1(9Z)],3'-[18:0/18:1(9Z)])	CL(1'-[16:0/16:1(9Z)],3'-[18:0/18:1(9Z)]) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(1'-[16:0/16:1(9Z)],3'-[18:0/18:1(9Z)]) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position fatty acids. Cardiolipins are known to be present in all mammalian cells especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP- DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins will immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164 ). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164 ). Tafazzin is an important enzyme in the remodeling of cardiolipins, and opposite to cardiolipin synthase, it shows strong acyl specificity. This suggest that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipin and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164 ). BTHS patients seems to lack acyl specificity and as a result, there are many potential cardiolipin species that can exists (PMID: 16226238 ). Common fatty acyl chains determined through methods such as gas chromatography and high-performance liquid chromatography are used to generate various cardiolipins and a representative molecule is chosen from each variation.		Solid	CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@H](O)COP(O)(=O)OC[C@@H](COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h28,32,34,36,71-73,78H,5-27,29-31,33,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b32-28-,36-34-/t71-,72-,73-/m1/s1	QMQRBXJWVJVVDD-JEHDUTPKSA-N	1405.003526			MMDBc0033225
BASm0020132	CL(1'-[16:0/18:0],3'-[18:1(9Z)/18:1(9Z)])	CL(1'-[16:0/18:0],3'-[18:1(9Z)/18:1(9Z)]) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane.		Solid	CCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@H](COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h33,35-36,38,73-75,80H,5-32,34,37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b36-33-,38-35-/t73-,74-,75-/m1/s1	STQABLWKUFYLBO-QEOVERPQSA-N	1433.034826			MMDBc0033226
BASm0020133	CL(1'-[16:1(9Z)/16:1(9Z)],3'-[16:1(9Z)/16:1(9Z)])	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/16:1(9Z)) contains four chains of (9Z-hexadecenoyl) at the C1, C2, C3 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25-32,67-69,74H,5-24,33-66H2,1-4H3,(H,79,80)(H,81,82)/b29-25-,30-26-,31-27-,32-28-/t68-,69-/m1/s1	UYSHBKYVDAZLKJ-KFFLXILYSA-N	1344.909626			MMDBc0033227
BASm0020134	CL(1'-[16:1(9Z)/16:1(9Z)],3'-[16:1(9Z)/18:1(9Z)])	CL(16:1(9Z)/18:1(9Z)/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(16:1(9Z)/18:1(9Z)/16:1(9Z)/16:1(9Z)) contains three chains of (9Z-hexadecenoyl) at the C1, C3 and C4 positions, one chain of (9Z-octadecenoyl) at the C2 position fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h26-28,30-34,69-71,76H,5-25,29,35-68H2,1-4H3,(H,81,82)(H,83,84)/b30-26-,31-27-,32-28-,34-33-/t69-,70-,71-/m1/s1	LPBHDSRWBZTUCO-IWCCVKISSA-N	1372.940926			MMDBc0033228
BASm0020135	CL(1'-[16:1(9Z)/16:1(9Z)],3'-[18:1(9Z)/18:1(9Z)])	CL(18:1(9Z)/18:1(9Z)/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(18:1(9Z)/18:1(9Z)/16:1(9Z)/16:1(9Z)) contains two chains of (9Z-octadecenoyl) at the C1 and C2 positions, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h27-28,31-36,71-73,78H,5-26,29-30,37-70H2,1-4H3,(H,83,84)(H,85,86)/b31-27-,32-28-,35-33-,36-34-/t71-,72-,73-/m1/s1	UKYJZWLLPJULLU-UVLWGSSHSA-N	1400.972226			MMDBc0033229
BASm0020136	CL(1'-[16:1(9Z)/18:1(9Z)],3'-[18:1(9Z)/18:1(9Z)])	CL(18:1(9Z)/18:1(9Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(18:1(9Z)/18:1(9Z)/16:1(9Z)/18:1(9Z)) contains three chains of (9Z-octadecenoyl) at the C1, C2 and C4 positions, one chain of (9Z-hexadecenoyl) at the C3 position fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h28,32-38,73-75,80H,5-27,29-31,39-72H2,1-4H3,(H,85,86)(H,87,88)/b32-28-,36-33-,37-34-,38-35-/t73-,74-,75-/m1/s1	ATMVAFVGQSPYTQ-ORDFCRSVSA-N	1429.003526			MMDBc0033230
BASm0020137	CL(1'-[18:0/18:1(9Z)],3'-[18:1(9Z)/18:1(9Z)])	CL(1'-[18:0/18:1(9Z)],3'-[18:1(9Z)/18:1(9Z)]) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane.		Solid	CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@H](COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h33,35-37,39-40,75-77,82H,5-32,34,38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b37-33-,39-35-,40-36-/t75-,76+,77+/m0/s1	MXJOJIXCZMAOLW-FHMYPFIKSA-N	1459.050476			MMDBc0033231
BASm0020138	DG(14:1(9Z)/16:1(9Z)/0:0)	DG(14:1(9Z)/16:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.	3738-74-7	Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C33H60O5	InChI=1S/C33H60O5/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(36)38-31(29-34)30-37-32(35)27-25-23-21-19-17-14-12-10-8-6-4-2/h10,12-13,15,31,34H,3-9,11,14,16-30H2,1-2H3/b12-10-,15-13-/t31-/m1/s1	MMXVUIXFSQFCJO-XCVQYDNVSA-N	536.444075			MMDBc0033232
BASm0020139	IPC 18:0;2/20:0;0	IPC 18:0;2/20:0;0 is a Inositol-phosphoceramide (IPC). Insitol-phosphoceramides are complex sphingolipids which are formed in the inner leaflet of the Golgi apparatus. IPC may have a role in actin organization though the mechanism is unknown. The PIP<sup>2</sup> pathway has been shown to regulate synthesis of IPCs. Mannose inositol-phosphoceramide (MIPC) are formed from IPC by the addition of mannose. [PMID: 18296751]		Solid	CCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)[C@H](O)CCCCCCCCCCCCCCC	C44H88NO11P	InChI=1S/C44H88NO11P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-38(47)45-36(37(46)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2)35-55-57(53,54)56-44-42(51)40(49)39(48)41(50)43(44)52/h36-37,39-44,46,48-52H,3-35H2,1-2H3,(H,45,47)(H,53,54)/t36-,37+,39?,40+,41?,42?,43?,44+/m0/s1	MGOSIQPUTOHGQS-IZABSHADSA-N	837.6094992			MMDBc0033233
BASm0020140	IPC 18:0;3/16:0;0	IPC 18:0;3/16:0;0 is a Inositol-phosphoceramide (IPC). Insitol-phosphoceramides are complex sphingolipids which are formed in the inner leaflet of the Golgi apparatus. IPC may have a role in actin organization though the mechanism is unknown. The PIP<sup>2</sup> pathway has been shown to regulate synthesis of IPCs. Mannose inositol-phosphoceramide (MIPC) are formed from IPC by the addition of mannose. [PMID: 18296751]		Solid	CCCCCCCCCCCCCCCC(=O)N[C@@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCC	C40H80NO12P	InChI=1S/C40H80NO12P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(43)41-31(30-52-54(50,51)53-40-38(48)36(46)35(45)37(47)39(40)49)34(44)32(42)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h31-32,34-40,42,44-49H,3-30H2,1-2H3,(H,41,43)(H,50,51)/t31-,32+,34-,35?,36+,37?,38?,39?,40+/m0/s1	JMFVHCDWSIWIQH-UPAHZWJQSA-N	797.5418135			MMDBc0033234
BASm0020141	IPC 18:0;3/16:0;1	IPC 18:0;3/16:0;1 is a Inositol-phosphoceramide (IPC). Insitol-phosphoceramides are complex sphingolipids which are formed in the inner leaflet of the Golgi apparatus. IPC may have a role in actin organization though the mechanism is unknown. The PIP<sup>2</sup> pathway has been shown to regulate synthesis of IPCs. Mannose inositol-phosphoceramide (MIPC) are formed from IPC by the addition of mannose. [PMID: 18296751]		Solid	CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)NC(=O)CCCCCCC[C@H](O)CCCCCCC	C40H80NO13P	InChI=1S/C40H80NO13P/c1-3-5-7-9-10-11-12-13-14-15-19-23-27-32(43)34(45)31(29-53-55(51,52)54-40-38(49)36(47)35(46)37(48)39(40)50)41-33(44)28-24-20-16-18-22-26-30(42)25-21-17-8-6-4-2/h30-32,34-40,42-43,45-50H,3-29H2,1-2H3,(H,41,44)(H,51,52)/t30-,31+,32-,34+,35?,36-,37?,38?,39?,40-/m1/s1	CXHXQEBNCZTETL-UNBBOPFESA-N	813.5367282			MMDBc0033235
BASm0020142	IPC 18:0;3/18:0;0	IPC 18:0;3/18:0;0 is a Inositol-phosphoceramide (IPC). Insitol-phosphoceramides are complex sphingolipids which are formed in the inner leaflet of the Golgi apparatus. IPC may have a role in actin organization though the mechanism is unknown. The PIP<sup>2</sup> pathway has been shown to regulate synthesis of IPCs. Mannose inositol-phosphoceramide (MIPC) are formed from IPC by the addition of mannose. [PMID: 18296751]		Solid	CCCCCCCCCCCCCCCCCC(=O)N[C@@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCC	C42H84NO12P	InChI=1S/C42H84NO12P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-35(45)43-33(32-54-56(52,53)55-42-40(50)38(48)37(47)39(49)41(42)51)36(46)34(44)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h33-34,36-42,44,46-51H,3-32H2,1-2H3,(H,43,45)(H,52,53)/t33-,34+,36-,37?,38+,39?,40?,41?,42+/m0/s1	AIHGLHCMQQPRQQ-BCSRKLSBSA-N	825.5731137			MMDBc0033236
BASm0020143	IPC 18:0;3/18:0;1	IPC 18:0;3/18:0;1 is a Inositol-phosphoceramide (IPC). Insitol-phosphoceramides are complex sphingolipids which are formed in the inner leaflet of the Golgi apparatus. IPC may have a role in actin organization though the mechanism is unknown. The PIP<sup>2</sup> pathway has been shown to regulate synthesis of IPCs. Mannose inositol-phosphoceramide (MIPC) are formed from IPC by the addition of mannose. [PMID: 18296751]		Solid	CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)NC(=O)CCCCCCC[C@H](O)CCCCCCCCC	C42H84NO13P	InChI=1S/C42H84NO13P/c1-3-5-7-9-11-12-13-14-15-17-21-25-29-34(45)36(47)33(31-55-57(53,54)56-42-40(51)38(49)37(48)39(50)41(42)52)43-35(46)30-26-22-18-20-24-28-32(44)27-23-19-16-10-8-6-4-2/h32-34,36-42,44-45,47-52H,3-31H2,1-2H3,(H,43,46)(H,53,54)/t32-,33+,34-,36+,37?,38-,39?,40?,41?,42-/m1/s1	BLSFXPNXZBTRNZ-PRTUSHCASA-N	841.5680283			MMDBc0033237
BASm0020144	IPC 18:0;3/20:0;0	IPC 18:0;3/20:0;0 is a Inositol-phosphoceramide (IPC). Insitol-phosphoceramides are complex sphingolipids which are formed in the inner leaflet of the Golgi apparatus. IPC may have a role in actin organization though the mechanism is unknown. The PIP<sup>2</sup> pathway has been shown to regulate synthesis of IPCs. Mannose inositol-phosphoceramide (MIPC) are formed from IPC by the addition of mannose. [PMID: 18296751]		Solid	CCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCC	C44H88NO12P	InChI=1S/C44H88NO12P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-37(47)45-35(34-56-58(54,55)57-44-42(52)40(50)39(49)41(51)43(44)53)38(48)36(46)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h35-36,38-44,46,48-53H,3-34H2,1-2H3,(H,45,47)(H,54,55)/t35-,36+,38-,39?,40+,41?,42?,43?,44+/m0/s1	RMQFEINHZRPOBB-ITWNTAFHSA-N	853.6044138			MMDBc0033238
BASm0020145	IPC 18:0;3/20:0;1	IPC 18:0;3/20:0;1 is a Inositol-phosphoceramide (IPC). Insitol-phosphoceramides are complex sphingolipids which are formed in the inner leaflet of the Golgi apparatus. IPC may have a role in actin organization though the mechanism is unknown. The PIP<sup>2</sup> pathway has been shown to regulate synthesis of IPCs. Mannose inositol-phosphoceramide (MIPC) are formed from IPC by the addition of mannose. [PMID: 18296751]		Solid	CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)NC(=O)CCCCCCC[C@H](O)CCCCCCCCCCC	C44H88NO13P	InChI=1S/C44H88NO13P/c1-3-5-7-9-11-13-14-15-17-19-23-27-31-36(47)38(49)35(33-57-59(55,56)58-44-42(53)40(51)39(50)41(52)43(44)54)45-37(48)32-28-24-20-22-26-30-34(46)29-25-21-18-16-12-10-8-6-4-2/h34-36,38-44,46-47,49-54H,3-33H2,1-2H3,(H,45,48)(H,55,56)/t34-,35+,36-,38+,39?,40-,41?,42?,43?,44-/m1/s1	PVGHUICNKHNJSN-OHHLPGEJSA-N	869.5993284			MMDBc0033239
BASm0020146	IPC 18:0;3/22:0;0	IPC 18:0;3/22:0;0 is a Inositol-phosphoceramide (IPC). Insitol-phosphoceramides are complex sphingolipids which are formed in the inner leaflet of the Golgi apparatus. IPC may have a role in actin organization though the mechanism is unknown. The PIP<sup>2</sup> pathway has been shown to regulate synthesis of IPCs. Mannose inositol-phosphoceramide (MIPC) are formed from IPC by the addition of mannose. [PMID: 18296751]		Solid	CCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCC	C46H92NO12P	InChI=1S/C46H92NO12P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-39(49)47-37(36-58-60(56,57)59-46-44(54)42(52)41(51)43(53)45(46)55)40(50)38(48)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h37-38,40-46,48,50-55H,3-36H2,1-2H3,(H,47,49)(H,56,57)/t37-,38+,40-,41?,42+,43?,44?,45?,46+/m0/s1	NHTVSVQNZOHQPS-XMHRVPIGSA-N	881.6357139			MMDBc0033240
BASm0020147	IPC 18:0;3/22:0;1	IPC 18:0;3/22:0;1 is a Inositol-phosphoceramide (IPC). Insitol-phosphoceramides are complex sphingolipids which are formed in the inner leaflet of the Golgi apparatus. IPC may have a role in actin organization though the mechanism is unknown. The PIP<sup>2</sup> pathway has been shown to regulate synthesis of IPCs. Mannose inositol-phosphoceramide (MIPC) are formed from IPC by the addition of mannose. [PMID: 18296751]		Solid	CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)NC(=O)CCCCCCC[C@H](O)CCCCCCCCCCCCC	C46H92NO13P	InChI=1S/C46H92NO13P/c1-3-5-7-9-11-13-15-17-19-21-25-29-33-38(49)40(51)37(35-59-61(57,58)60-46-44(55)42(53)41(52)43(54)45(46)56)47-39(50)34-30-26-22-24-28-32-36(48)31-27-23-20-18-16-14-12-10-8-6-4-2/h36-38,40-46,48-49,51-56H,3-35H2,1-2H3,(H,47,50)(H,57,58)/t36-,37+,38-,40+,41?,42-,43?,44?,45?,46-/m1/s1	LMGDTNKAVGQDNV-HUEPASRXSA-N	897.6306285			MMDBc0033241
BASm0020148	IPC 18:0;3/22:0;2	IPC 18:0;3/22:0;2 is a Inositol-phosphoceramide (IPC). Insitol-phosphoceramides are complex sphingolipids which are formed in the inner leaflet of the Golgi apparatus. IPC may have a role in actin organization though the mechanism is unknown. The PIP<sup>2</sup> pathway has been shown to regulate synthesis of IPCs. Mannose inositol-phosphoceramide (MIPC) are formed from IPC by the addition of mannose. [PMID: 18296751]		Solid	CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)NC(=O)CCCCCCC[C@H](O)CC[C@H](O)CCCCCCCCCC	C46H92NO14P	InChI=1S/C46H92NO14P/c1-3-5-7-9-11-13-14-15-16-18-22-26-30-38(50)40(52)37(34-60-62(58,59)61-46-44(56)42(54)41(53)43(55)45(46)57)47-39(51)31-27-23-19-21-25-29-36(49)33-32-35(48)28-24-20-17-12-10-8-6-4-2/h35-38,40-46,48-50,52-57H,3-34H2,1-2H3,(H,47,51)(H,58,59)/t35-,36+,37+,38-,40+,41?,42-,43?,44?,45?,46-/m1/s1	ZYKBYYMBPLJXRY-OQCRVOIRSA-N	913.6255432			MMDBc0033242
BASm0020149	IPC 18:0;3/24:0;0	IPC 18:0;3/24:0;0 is a Inositol-phosphoceramide (IPC). Insitol-phosphoceramides are complex sphingolipids which are formed in the inner leaflet of the Golgi apparatus. IPC may have a role in actin organization though the mechanism is unknown. The PIP<sup>2</sup> pathway has been shown to regulate synthesis of IPCs. Mannose inositol-phosphoceramide (MIPC) are formed from IPC by the addition of mannose. [PMID: 18296751]		Solid	CCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCC	C48H96NO12P	InChI=1S/C48H96NO12P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-41(51)49-39(38-60-62(58,59)61-48-46(56)44(54)43(53)45(55)47(48)57)42(52)40(50)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h39-40,42-48,50,52-57H,3-38H2,1-2H3,(H,49,51)(H,58,59)/t39-,40+,42-,43?,44+,45?,46?,47?,48+/m0/s1	OBGQZGVSCDFIHI-SHYHXRCTSA-N	909.6670141			MMDBc0033243
BASm0020150	IPC 18:0;3/24:0;1	IPC 18:0;3/24:0;1 is a Inositol-phosphoceramide (IPC). Insitol-phosphoceramides are complex sphingolipids which are formed in the inner leaflet of the Golgi apparatus. IPC may have a role in actin organization though the mechanism is unknown. The PIP<sup>2</sup> pathway has been shown to regulate synthesis of IPCs. Mannose inositol-phosphoceramide (MIPC) are formed from IPC by the addition of mannose. [PMID: 18296751]		Solid	CCCCCCCCCCCCCCC[C@@H](O)CCCCCCCC(=O)N[C@@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCC	C48H96NO13P	InChI=1S/C48H96NO13P/c1-3-5-7-9-11-13-15-17-18-20-22-25-29-33-38(50)34-30-26-24-28-32-36-41(52)49-39(37-61-63(59,60)62-48-46(57)44(55)43(54)45(56)47(48)58)42(53)40(51)35-31-27-23-21-19-16-14-12-10-8-6-4-2/h38-40,42-48,50-51,53-58H,3-37H2,1-2H3,(H,49,52)(H,59,60)/t38-,39+,40-,42+,43?,44-,45?,46?,47?,48-/m1/s1	HXWWNDKKXWIMCG-ZELMFDGUSA-N	925.6619287			MMDBc0033244
BASm0020151	IPC 18:0;3/24:0;2	IPC 18:0;3/24:0;2 is a Inositol-phosphoceramide (IPC). Insitol-phosphoceramides are complex sphingolipids which are formed in the inner leaflet of the Golgi apparatus. IPC may have a role in actin organization though the mechanism is unknown. The PIP<sup>2</sup> pathway has been shown to regulate synthesis of IPCs. Mannose inositol-phosphoceramide (MIPC) are formed from IPC by the addition of mannose. [PMID: 18296751]		Solid	CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)NC(=O)CCCCCCC[C@H](O)CC[C@H](O)CCCCCCCCCCCC	C48H96NO14P	InChI=1S/C48H96NO14P/c1-3-5-7-9-11-13-15-16-18-20-24-28-32-40(52)42(54)39(36-62-64(60,61)63-48-46(58)44(56)43(55)45(57)47(48)59)49-41(53)33-29-25-21-23-27-31-38(51)35-34-37(50)30-26-22-19-17-14-12-10-8-6-4-2/h37-40,42-48,50-52,54-59H,3-36H2,1-2H3,(H,49,53)(H,60,61)/t37-,38+,39+,40-,42+,43?,44-,45?,46?,47?,48-/m1/s1	KPHXCDUSHVEYME-HDUTWNNYSA-N	941.6568433			MMDBc0033245
BASm0020152	IPC 18:0;3/26:0;0	IPC 18:0;3/26:0;0 is a Inositol-phosphoceramide (IPC). Insitol-phosphoceramides are complex sphingolipids which are formed in the inner leaflet of the Golgi apparatus. IPC may have a role in actin organization though the mechanism is unknown. The PIP<sup>2</sup> pathway has been shown to regulate synthesis of IPCs. Mannose inositol-phosphoceramide (MIPC) are formed from IPC by the addition of mannose. [PMID: 18296751]		Solid	CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCC	C50H100NO12P	InChI=1S/C50H100NO12P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-43(53)51-41(40-62-64(60,61)63-50-48(58)46(56)45(55)47(57)49(50)59)44(54)42(52)38-36-34-32-30-28-16-14-12-10-8-6-4-2/h41-42,44-50,52,54-59H,3-40H2,1-2H3,(H,51,53)(H,60,61)/t41-,42+,44-,45?,46+,47?,48?,49?,50+/m0/s1	ZAWCXEGDYSBAHF-WPHPMPSXSA-N	937.6983142			MMDBc0033246
BASm0020153	IPC 18:0;3/26:0;1	IPC 18:0;3/26:0;1 is a Inositol-phosphoceramide (IPC). Insitol-phosphoceramides are complex sphingolipids which are formed in the inner leaflet of the Golgi apparatus. IPC may have a role in actin organization though the mechanism is unknown. The PIP<sup>2</sup> pathway has been shown to regulate synthesis of IPCs. Mannose inositol-phosphoceramide (MIPC) are formed from IPC by the addition of mannose. [PMID: 18296751]		Solid	CCCCCCCCCCCCCCCCC[C@@H](O)CCCCCCCC(=O)N[C@@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCC	C50H100NO13P	InChI=1S/C50H100NO13P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-27-31-35-40(52)36-32-28-26-30-34-38-43(54)51-41(39-63-65(61,62)64-50-48(59)46(57)45(56)47(58)49(50)60)44(55)42(53)37-33-29-25-23-21-16-14-12-10-8-6-4-2/h40-42,44-50,52-53,55-60H,3-39H2,1-2H3,(H,51,54)(H,61,62)/t40-,41+,42-,44+,45?,46-,47?,48?,49?,50-/m1/s1	HSECOUNHOVXTGT-DFBRBPGLSA-N	953.6932288			MMDBc0033247
BASm0020154	IPC 18:0;3/26:0;2	IPC 18:0;3/26:0;2 is a Inositol-phosphoceramide (IPC). Insitol-phosphoceramides are complex sphingolipids which are formed in the inner leaflet of the Golgi apparatus. IPC may have a role in actin organization though the mechanism is unknown. The PIP<sup>2</sup> pathway has been shown to regulate synthesis of IPCs. Mannose inositol-phosphoceramide (MIPC) are formed from IPC by the addition of mannose. [PMID: 18296751]		Solid	CCCCCCCCCCCCCC[C@@H](O)CC[C@@H](O)CCCCCCCC(=O)N[C@@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCC	C50H100NO14P	InChI=1S/C50H100NO14P/c1-3-5-7-9-11-13-15-17-19-21-24-28-32-39(52)36-37-40(53)33-29-25-23-27-31-35-43(55)51-41(38-64-66(62,63)65-50-48(60)46(58)45(57)47(59)49(50)61)44(56)42(54)34-30-26-22-20-18-16-14-12-10-8-6-4-2/h39-42,44-50,52-54,56-61H,3-38H2,1-2H3,(H,51,55)(H,62,63)/t39-,40+,41+,42-,44+,45?,46-,47?,48?,49?,50-/m1/s1	YFUKFWWLKLKKME-UTTFQZMLSA-N	969.6881434			MMDBc0033248
BASm0020155	IPC 20:0;3/24:0;0	IPC 20:0;3/24:0;0 is a Inositol-phosphoceramide (IPC). Insitol-phosphoceramides are complex sphingolipids which are formed in the inner leaflet of the Golgi apparatus. IPC may have a role in actin organization though the mechanism is unknown. The PIP<sup>2</sup> pathway has been shown to regulate synthesis of IPCs. Mannose inositol-phosphoceramide (MIPC) are formed from IPC by the addition of mannose. [PMID: 18296751]		Solid	CCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCCCC	C50H100NO12P	InChI=1S/C50H100NO12P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-43(53)51-41(40-62-64(60,61)63-50-48(58)46(56)45(55)47(57)49(50)59)44(54)42(52)38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h41-42,44-50,52,54-59H,3-40H2,1-2H3,(H,51,53)(H,60,61)/t41-,42+,44-,45?,46+,47?,48?,49?,50+/m0/s1	JGILWIDXZSKLRW-WPHPMPSXSA-N	937.6983142			MMDBc0033249
BASm0020156	IPC 20:0;3/24:0;1	IPC 20:0;3/24:0;1 is a Inositol-phosphoceramide (IPC). Insitol-phosphoceramides are complex sphingolipids which are formed in the inner leaflet of the Golgi apparatus. IPC may have a role in actin organization though the mechanism is unknown. The PIP<sup>2</sup> pathway has been shown to regulate synthesis of IPCs. Mannose inositol-phosphoceramide (MIPC) are formed from IPC by the addition of mannose. [PMID: 18296751]		Solid	CCCCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)NC(=O)CCCCCCC[C@H](O)CCCCCCCCCCCCCCC	C50H100NO13P	InChI=1S/C50H100NO13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-29-33-37-42(53)44(55)41(39-63-65(61,62)64-50-48(59)46(57)45(56)47(58)49(50)60)51-43(54)38-34-30-26-28-32-36-40(52)35-31-27-24-22-20-18-16-14-12-10-8-6-4-2/h40-42,44-50,52-53,55-60H,3-39H2,1-2H3,(H,51,54)(H,61,62)/t40-,41+,42-,44+,45?,46-,47?,48?,49?,50-/m1/s1	FDHZVRQZNBMYDH-DFBRBPGLSA-N	953.6932288			MMDBc0033250
BASm0020157	IPC 20:0;3/26:0;0	IPC 20:0;3/26:0;0 is a Inositol-phosphoceramide (IPC). Insitol-phosphoceramides are complex sphingolipids which are formed in the inner leaflet of the Golgi apparatus. IPC may have a role in actin organization though the mechanism is unknown. The PIP<sup>2</sup> pathway has been shown to regulate synthesis of IPCs. Mannose inositol-phosphoceramide (MIPC) are formed from IPC by the addition of mannose. [PMID: 18296751]		Solid	CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCCCC	C52H104NO12P	InChI=1S/C52H104NO12P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-45(55)53-43(42-64-66(62,63)65-52-50(60)48(58)47(57)49(59)51(52)61)46(56)44(54)40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h43-44,46-52,54,56-61H,3-42H2,1-2H3,(H,53,55)(H,62,63)/t43-,44+,46-,47?,48+,49?,50?,51?,52+/m0/s1	MPWLRUHDXQRDFI-VIPWUTEESA-N	965.7296143			MMDBc0033251
BASm0020158	IPC 20:0;3/26:0;1	IPC 20:0;3/26:0;1 is a Inositol-phosphoceramide (IPC). Insitol-phosphoceramides are complex sphingolipids which are formed in the inner leaflet of the Golgi apparatus. IPC may have a role in actin organization though the mechanism is unknown. The PIP<sup>2</sup> pathway has been shown to regulate synthesis of IPCs. Mannose inositol-phosphoceramide (MIPC) are formed from IPC by the addition of mannose. [PMID: 18296751]		Solid	CCCCCCCCCCCCCCCCC[C@@H](O)CCCCCCCC(=O)N[C@@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCCCC	C52H104NO13P	InChI=1S/C52H104NO13P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-29-33-37-42(54)38-34-30-28-32-36-40-45(56)53-43(41-65-67(63,64)66-52-50(61)48(59)47(58)49(60)51(52)62)46(57)44(55)39-35-31-27-25-23-21-18-16-14-12-10-8-6-4-2/h42-44,46-52,54-55,57-62H,3-41H2,1-2H3,(H,53,56)(H,63,64)/t42-,43+,44-,46+,47?,48-,49?,50?,51?,52-/m1/s1	VXUJOOCFBNHBGD-BHNMCLMJSA-N	981.7245289			MMDBc0033252
BASm0020159	IPC 20:0;3/26:0;2	IPC 20:0;3/26:0;2 is a Inositol-phosphoceramide (IPC). Insitol-phosphoceramides are complex sphingolipids which are formed in the inner leaflet of the Golgi apparatus. IPC may have a role in actin organization though the mechanism is unknown. The PIP<sup>2</sup> pathway has been shown to regulate synthesis of IPCs. Mannose inositol-phosphoceramide (MIPC) are formed from IPC by the addition of mannose. [PMID: 18296751]		Solid	CCCCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)NC(=O)CCCCCCC[C@H](O)CC[C@H](O)CCCCCCCCCCCCCC	C52H104NO14P	InChI=1S/C52H104NO14P/c1-3-5-7-9-11-13-15-17-18-20-22-24-28-32-36-44(56)46(58)43(40-66-68(64,65)67-52-50(62)48(60)47(59)49(61)51(52)63)53-45(57)37-33-29-25-27-31-35-42(55)39-38-41(54)34-30-26-23-21-19-16-14-12-10-8-6-4-2/h41-44,46-52,54-56,58-63H,3-40H2,1-2H3,(H,53,57)(H,64,65)/t41-,42+,43+,44-,46+,47?,48-,49?,50?,51?,52-/m1/s1	RRTSLUYCOWABHB-IXIQZXGFSA-N	997.7194436			MMDBc0033253
BASm0020160	LIPC 18:0;3	LIPC 18:0;3 is a Lyso-Inositol-phosphoceramide (lysoIPC). Insitol-phosphoceramides are complex sphingolipids which are formed in the inner leaflet of the Golgi apparatus. IPC may have a role in actin organization though the mechanism is unknown. The PIP<sup>2</sup> pathway has been shown to regulate synthesis of IPCs. Mannose inositol-phosphoceramide (MIPC) are formed from IPC by the addition of mannose. [PMID: 18296751]Lipid identified in the yeast S. cerevisiaeLipid identified in the yeast S. cerevisiae		Expected Solid	CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@@H](N)COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O	C24H50NO11P	InChI=1S/C24H50NO11P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(26)18(27)16(25)15-35-37(33,34)36-24-22(31)20(29)19(28)21(30)23(24)32/h16-24,26-32H,2-15,25H2,1H3,(H,33,34)/t16-,17+,18-,19?,20+,21?,22?,23?,24+/m0/s1	MUYGZURVDKYZNE-VFHAAZHYSA-N	559.312148			MMDBc0033254
BASm0020161	PA(12:0/16:0)	PA(12:0/16:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/16:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC	C31H61O8P	InChI=1S/C31H61O8P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-31(33)39-29(28-38-40(34,35)36)27-37-30(32)25-23-21-19-17-12-10-8-6-4-2/h29H,3-28H2,1-2H3,(H2,34,35,36)/t29-/m1/s1	NBPKRIQYNFLUFX-GDLZYMKVSA-N	592.4104054			MMDBc0033255
BASm0020162	PA(12:0/16:1(9Z))	PA(12:0/16:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/16:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC	C31H59O8P	InChI=1S/C31H59O8P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-31(33)39-29(28-38-40(34,35)36)27-37-30(32)25-23-21-19-17-12-10-8-6-4-2/h13-14,29H,3-12,15-28H2,1-2H3,(H2,34,35,36)/b14-13-/t29-/m1/s1	UARCTMUVJALMHM-FOIMXDHRSA-N	590.3947554			MMDBc0033256
BASm0020163	PA(14:0/16:1(9Z))	PA(14:0/16:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/16:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC	C33H63O8P	InChI=1S/C33H63O8P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(35)41-31(30-40-42(36,37)38)29-39-32(34)27-25-23-21-19-17-14-12-10-8-6-4-2/h13,15,31H,3-12,14,16-30H2,1-2H3,(H2,36,37,38)/b15-13-/t31-/m1/s1	ALDWDBNWDITVID-UFOOELKISA-N	618.4260555			MMDBc0033258
BASm0020164	PA(14:1(9Z)/16:0)	PA(14:1(9Z)/16:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(9Z)/16:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	CCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC\C=C/CCCC)COP(O)(O)=O	C33H63O8P	InChI=1S/C33H63O8P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(35)41-31(30-40-42(36,37)38)29-39-32(34)27-25-23-21-19-17-14-12-10-8-6-4-2/h10,12,31H,3-9,11,13-30H2,1-2H3,(H2,36,37,38)/b12-10-/t31-/m1/s1	BTMXWXNTXRVMIM-QPLOXXCYSA-N	618.4260555			MMDBc0033259
BASm0020165	PA(16:1(9Z)/16:1(9Z))	PA(16:1(9Z)/16:1(9Z))is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(9Z)/16:1(9Z)), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC	C35H65O8P	InChI=1S/C35H65O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(36)41-31-33(32-42-44(38,39)40)43-35(37)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,33H,3-12,17-32H2,1-2H3,(H2,38,39,40)/b15-13-,16-14-/t33-/m1/s1	YLDMPBGXNLGSQO-BFEVMTRQSA-N	644.4417056			MMDBc0033261
BASm0020166	PA(16:1(9Z)/18:1(9Z))	PA(16:1(9Z)/18:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C37H69O8P	InChI=1S/C37H69O8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h14,16-18,35H,3-13,15,19-34H2,1-2H3,(H2,40,41,42)/b16-14-,18-17-/t35-/m1/s1	HDXXGJAGUJYVES-YFFVWHPVSA-N	672.4730057			MMDBc0033262
BASm0020167	PA(16:1(9Z)/0:0)	1-(9Z-hexadecenoyl)-glycero-3-phosphate is also known as LPA(16:1(9Z)/0:0).  1-(9Z-hexadecenoyl)-glycero-3-phosphate is considered to be practically insoluble (in water) and acidic.  1-(9Z-hexadecenoyl)-glycero-3-phosphate is a glycerophosphate lipid molecule		Solid	CCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)COP(O)(O)=O	C19H37O7P	InChI=1S/C19H37O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(21)25-16-18(20)17-26-27(22,23)24/h7-8,18,20H,2-6,9-17H2,1H3,(H2,22,23,24)/b8-7-/t18-/m1/s1	GLGQZYWTNAOWHT-JTHGQSKGSA-N	408.2276901			MMDBc0033263
BASm0020168	PA(18:0/16:1(9Z))	PA(18:0/16:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:0/16:1(9Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC	C37H71O8P	InChI=1S/C37H71O8P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-36(38)43-33-35(34-44-46(40,41)42)45-37(39)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h14,16,35H,3-13,15,17-34H2,1-2H3,(H2,40,41,42)/b16-14-/t35-/m1/s1	NLVQCMNLQFFKPE-WMHOIYFHSA-N	674.4886558			MMDBc0033264
BASm0020169	PA(18:0/18:1(9Z))	PA(18:0/18:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:0/18:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.	384833-24-3	Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C39H75O8P	InChI=1S/C39H75O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20,37H,3-17,19,21-36H2,1-2H3,(H2,42,43,44)/b20-18-/t37-/m1/s1	HHMKVXGZZUOMHM-XZRWTQCASA-N	702.5199559			MMDBc0033265
BASm0020170	PC(10:0/16:0)	PC(10:0/16:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(10:0/16:0), in particular, consists of one decanoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	CCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C34H68NO8P	InChI=1S/C34H68NO8P/c1-6-8-10-12-14-15-16-17-18-19-21-23-25-27-34(37)43-32(31-42-44(38,39)41-29-28-35(3,4)5)30-40-33(36)26-24-22-20-13-11-9-7-2/h32H,6-31H2,1-5H3/t32-/m1/s1	VBWSYJOSSOZQOH-JGCGQSQUSA-N	649.4682547			MMDBc0033266
BASm0020171	PC(10:0/16:1(9Z))	PC(10:0/16:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(10:0/16:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	CCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCC	C34H66NO8P	InChI=1S/C34H66NO8P/c1-6-8-10-12-14-15-16-17-18-19-21-23-25-27-34(37)43-32(31-42-44(38,39)41-29-28-35(3,4)5)30-40-33(36)26-24-22-20-13-11-9-7-2/h15-16,32H,6-14,17-31H2,1-5H3/b16-15-/t32-/m1/s1	DDDLUEHUXWOWFA-RODWKEFJSA-N	647.4526046			MMDBc0033267
BASm0020172	PC(12:0/16:1(9Z))	PC(12:0/16:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(12:0/16:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-6-8-10-12-14-16-17-18-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37(3,4)5)32-42-35(38)28-26-24-22-20-15-13-11-9-7-2/h16-17,34H,6-15,18-33H2,1-5H3/b17-16-/t34-/m1/s1	YTBUBHOCZIYJCN-ALNMSFLZSA-N	675.4839047			MMDBc0033269
BASm0020173	PC(14:0/16:1(9Z))	PC(14:0/16:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:0/16:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.	8002-43-5	Solid	CCCCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-6-8-10-12-14-16-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39(3,4)5)34-44-37(40)30-28-26-24-22-20-17-15-13-11-9-7-2/h16,18,36H,6-15,17,19-35H2,1-5H3/b18-16-/t36-/m1/s1	XGGMHQYOVYWRLV-IZNHTBNISA-N	703.5152049			MMDBc0033271
BASm0020174	PC(14:1(9Z)/16:1(9Z))	PC(14:1(9Z)/16:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(9Z)/16:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.	8002-43-5	Solid	CCCCCC\C=C/CCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/CCCC)COP([O-])(=O)OCC[N+](C)(C)C	C38H72NO8P	InChI=1S/C38H72NO8P/c1-6-8-10-12-14-16-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39(3,4)5)34-44-37(40)30-28-26-24-22-20-17-15-13-11-9-7-2/h13,15-16,18,36H,6-12,14,17,19-35H2,1-5H3/b15-13-,18-16-/t36-/m1/s1	RUTXZOOOUKHIRR-KQGJYXFZSA-N	701.4995548			MMDBc0033272
BASm0020175	PC(16:1(9Z)/18:1(9Z))	PC(16:1(9Z)/18:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(16:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.	8002-43-5	Solid	CCCCCCCC\C=C/CCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C42H80NO8P	InChI=1S/C42H80NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h17,19-21,40H,6-16,18,22-39H2,1-5H3/b19-17-,21-20-/t40-/m1/s1	ZRCWDIULNHKQRD-RWGOWQMXSA-N	757.5621551			MMDBc0033277
BASm0020176	PE(14:1(9Z)/16:0)	PE(14:1(9Z)/16:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(9Z)/16:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	C35H68NO8P	InChI=1S/C35H68NO8P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36)31-41-34(37)27-25-23-21-19-17-14-12-10-8-6-4-2/h10,12,33H,3-9,11,13-32,36H2,1-2H3,(H,39,40)/b12-10-/t33-/m1/s1	IXIBEFBSXYIWMP-ALMVXPMNSA-N	661.4682547			MMDBc0033283
BASm0020177	PE(16:1(9Z)/0:0)	LysoPE(16:1(9Z)) is a lysophosphatidylethanolamine or a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce. They are also approved for indoor use to preserve stored crops and commercial cut flowers. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OCCN	C21H42NO7P	InChI=1S/C21H42NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(24)27-18-20(23)19-29-30(25,26)28-17-16-22/h7-8,20,23H,2-6,9-19,22H2,1H3,(H,25,26)/b8-7-/t20-/m1/s1	DSOWUEHXZJUNID-WHXUGTBJSA-N	451.2698892			MMDBc0033284
BASm0020178	PI(10:0/16:0)	PI(10:0/16:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(10:0/16:0), in particular, consists of one decanoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	CCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCC)COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O	C35H67O13P	InChI=1S/C35H67O13P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-29(37)47-27(25-45-28(36)23-21-19-17-10-8-6-4-2)26-46-49(43,44)48-35-33(41)31(39)30(38)32(40)34(35)42/h27,30-35,38-42H,3-26H2,1-2H3,(H,43,44)/t27-,30?,31-,32?,33?,34?,35-/m1/s1	SMDPNBCCUXNOFT-MFABATAQSA-N	726.4319287			MMDBc0033285
BASm0020179	PI(10:0/16:1(9Z))	PI(10:0/16:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(10:0/16:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	CCCCCCCCCC(=O)OC[C@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCC	C35H65O13P	InChI=1S/C35H65O13P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-29(37)47-27(25-45-28(36)23-21-19-17-10-8-6-4-2)26-46-49(43,44)48-35-33(41)31(39)30(38)32(40)34(35)42/h12-13,27,30-35,38-42H,3-11,14-26H2,1-2H3,(H,43,44)/b13-12-/t27-,30?,31-,32?,33?,34?,35-/m1/s1	YOFWHMBVUYEZQE-ISSBOLIHSA-N	724.4162787			MMDBc0033286
BASm0020180	PI(10:0/18:0)	PI(10:0/18:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(10:0/18:0), in particular, consists of one decanoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	CCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCC)COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O	C37H71O13P	InChI=1S/C37H71O13P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-31(39)49-29(27-47-30(38)25-23-21-19-10-8-6-4-2)28-48-51(45,46)50-37-35(43)33(41)32(40)34(42)36(37)44/h29,32-37,40-44H,3-28H2,1-2H3,(H,45,46)/t29-,32?,33-,34?,35?,36?,37-/m1/s1	PZXRZATZKVPBGN-JJBQLUTRSA-N	754.4632289			MMDBc0033287
BASm0020181	PI(12:0/0:0)	PI(12:0/0:0) is a phosphatidylinositol, a class of phospholipids that are important components of cell membranes and play key roles in cell signaling. There is limited literature available on this specific metabolite, indicating a need for further research to understand its biological significance and potential functions.		Solid	CCCCCCCCCCCC(=O)OC[C@@H](O)COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O	C21H41O12P	InChI=1S/C21H41O12P/c1-2-3-4-5-6-7-8-9-10-11-15(23)31-12-14(22)13-32-34(29,30)33-21-19(27)17(25)16(24)18(26)20(21)28/h14,16-22,24-28H,2-13H2,1H3,(H,29,30)/t14-,16?,17-,18?,19?,20?,21-/m1/s1	XRLCEWWZNPSDGB-KVXKCFFCSA-N	516.2335633			MMDBc0033288
BASm0020182	PI(12:0/14:0)	PI(12:0/14:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(12:0/14:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	CCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O	C35H67O13P	InChI=1S/C35H67O13P/c1-3-5-7-9-11-13-14-16-18-20-22-24-29(37)47-27(25-45-28(36)23-21-19-17-15-12-10-8-6-4-2)26-46-49(43,44)48-35-33(41)31(39)30(38)32(40)34(35)42/h27,30-35,38-42H,3-26H2,1-2H3,(H,43,44)/t27-,30?,31-,32?,33?,34?,35-/m1/s1	VFXCGTMCBWFMDF-MFABATAQSA-N	726.4319287			MMDBc0033289
BASm0020183	PI(12:0/16:0)	PI(12:0/16:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(12:0/16:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	CCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O	C37H71O13P	InChI=1S/C37H71O13P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-31(39)49-29(27-47-30(38)25-23-21-19-17-12-10-8-6-4-2)28-48-51(45,46)50-37-35(43)33(41)32(40)34(42)36(37)44/h29,32-37,40-44H,3-28H2,1-2H3,(H,45,46)/t29-,32?,33-,34?,35?,36?,37-/m1/s1	BTDQSGMJPPIABF-JJBQLUTRSA-N	754.4632289			MMDBc0033290
BASm0020184	PI(12:0/16:1(9Z))	PI(12:0/16:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(12:0/16:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	CCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCC	C37H69O13P	InChI=1S/C37H69O13P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-31(39)49-29(27-47-30(38)25-23-21-19-17-12-10-8-6-4-2)28-48-51(45,46)50-37-35(43)33(41)32(40)34(42)36(37)44/h13-14,29,32-37,40-44H,3-12,15-28H2,1-2H3,(H,45,46)/b14-13-/t29-,32?,33-,34?,35?,36?,37-/m1/s1	YMFJLRFLJNTRQW-FMLVSDAWSA-N	752.4475788			MMDBc0033291
BASm0020185	PI(12:0/18:0)	PI(12:0/18:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(12:0/18:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	CCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O	C39H75O13P	InChI=1S/C39H75O13P/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-33(41)51-31(29-49-32(40)27-25-23-21-19-12-10-8-6-4-2)30-50-53(47,48)52-39-37(45)35(43)34(42)36(44)38(39)46/h31,34-39,42-46H,3-30H2,1-2H3,(H,47,48)/t31-,34?,35-,36?,37?,38?,39-/m1/s1	SPGUBYXSFBPPJV-FVAANCMESA-N	782.494529			MMDBc0033292
BASm0020186	PI(14:0/0:0)	PI(14:0/0:0) is a phosphatidylinositol, a class of phospholipids that play crucial roles in cellular signaling and membrane structure. There is limited literature available on this specific metabolite, indicating a need for further research to understand its biological significance and potential functions.		Solid	CCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O	C23H45O12P	InChI=1S/C23H45O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(25)33-14-16(24)15-34-36(31,32)35-23-21(29)19(27)18(26)20(28)22(23)30/h16,18-24,26-30H,2-15H2,1H3,(H,31,32)/t16-,18?,19-,20?,21?,22?,23-/m1/s1	FEWCZOSQEKFJGK-QZWSCDLUSA-N	544.2648634			MMDBc0033293
BASm0020187	PI(14:0/14:0)	PI(14:0/14:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:0/14:0), in particular, consists of two tetradecanoyl chains at positions C-1 and C-2 to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	CCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCC	C37H71O13P	InChI=1S/C37H71O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(38)47-27-29(49-31(39)26-24-22-20-18-16-14-12-10-8-6-4-2)28-48-51(45,46)50-37-35(43)33(41)32(40)34(42)36(37)44/h29,32-37,40-44H,3-28H2,1-2H3,(H,45,46)/t29-,32?,33-,34?,35?,36?,37-/m1/s1	LYBDVVBIMGTZMB-JJBQLUTRSA-N	754.4632289			MMDBc0033294
BASm0020188	PI(14:0/14:1(9Z))	PI(14:0/14:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:0/14:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 9Z-tetradecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	CCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCC	C37H69O13P	InChI=1S/C37H69O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(38)47-27-29(49-31(39)26-24-22-20-18-16-14-12-10-8-6-4-2)28-48-51(45,46)50-37-35(43)33(41)32(40)34(42)36(37)44/h10,12,29,32-37,40-44H,3-9,11,13-28H2,1-2H3,(H,45,46)/b12-10-/t29-,32?,33-,34?,35?,36?,37-/m1/s1	HYAQQBFACIUEMU-JFOKSLFQSA-N	752.4475788			MMDBc0033295
BASm0020189	PI(14:0/16:0)	PI(14:0/16:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:0/16:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	CCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCC)COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O	C39H75O13P	InChI=1S/C39H75O13P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(41)51-31(29-49-32(40)27-25-23-21-19-17-14-12-10-8-6-4-2)30-50-53(47,48)52-39-37(45)35(43)34(42)36(44)38(39)46/h31,34-39,42-46H,3-30H2,1-2H3,(H,47,48)/t31-,34?,35-,36?,37?,38?,39-/m1/s1	UOPVDXWZFLMKIL-FVAANCMESA-N	782.494529			MMDBc0033296
BASm0020190	PI(14:0/16:1(9Z))	PI(14:0/16:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:0/16:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	CCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCC	C39H73O13P	InChI=1S/C39H73O13P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(41)51-31(29-49-32(40)27-25-23-21-19-17-14-12-10-8-6-4-2)30-50-53(47,48)52-39-37(45)35(43)34(42)36(44)38(39)46/h13,15,31,34-39,42-46H,3-12,14,16-30H2,1-2H3,(H,47,48)/b15-13-/t31-,34?,35-,36?,37?,38?,39-/m1/s1	GLKSORMBPFGTFS-LEOTURCLSA-N	780.4788789			MMDBc0033297
BASm0020191	PI(14:0/18:1(9Z))	PI(14:0/18:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:0/18:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	CCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C41H77O13P	InChI=1S/C41H77O13P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(43)53-33(31-51-34(42)29-27-25-23-21-19-14-12-10-8-6-4-2)32-52-55(49,50)54-41-39(47)37(45)36(44)38(46)40(41)48/h16-17,33,36-41,44-48H,3-15,18-32H2,1-2H3,(H,49,50)/b17-16-/t33-,36?,37-,38?,39?,40?,41-/m1/s1	SEWGNFSXDLWWSL-IWRKHZITSA-N	808.5101791			MMDBc0033298
BASm0020192	PI(14:1(9Z)/0:0)	PI(14:1(9Z)/0:0) is a phospholipid belonging to the class of phosphatidylinositols. There is limited literature available on this specific metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Solid	CCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O	C23H43O12P	InChI=1S/C23H43O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(25)33-14-16(24)15-34-36(31,32)35-23-21(29)19(27)18(26)20(28)22(23)30/h5-6,16,18-24,26-30H,2-4,7-15H2,1H3,(H,31,32)/b6-5-/t16-,18?,19-,20?,21?,22?,23-/m1/s1	YCAFKRZSALADNM-JFKCGGIZSA-N	542.2492134			MMDBc0033299
BASm0020193	PI(14:1(9Z)/16:0)	PI(14:1(9Z)/16:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(9Z)/16:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	CCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O	C39H73O13P	InChI=1S/C39H73O13P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(41)51-31(29-49-32(40)27-25-23-21-19-17-14-12-10-8-6-4-2)30-50-53(47,48)52-39-37(45)35(43)34(42)36(44)38(39)46/h10,12,31,34-39,42-46H,3-9,11,13-30H2,1-2H3,(H,47,48)/b12-10-/t31-,34?,35-,36?,37?,38?,39-/m1/s1	HVOKWNMEMDFKLP-KOAPPGGMSA-N	780.4788789			MMDBc0033300
BASm0020194	PI(14:1(9Z)/16:1(9Z))	PI(14:1(9Z)/16:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(9Z)/16:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	CCCCCC\C=C/CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O	C39H71O13P	InChI=1S/C39H71O13P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(41)51-31(29-49-32(40)27-25-23-21-19-17-14-12-10-8-6-4-2)30-50-53(47,48)52-39-37(45)35(43)34(42)36(44)38(39)46/h10,12-13,15,31,34-39,42-46H,3-9,11,14,16-30H2,1-2H3,(H,47,48)/b12-10-,15-13-/t31-,34?,35-,36?,37?,38?,39-/m1/s1	MBPVESDJPICYKG-FLIZCRSUSA-N	778.4632289			MMDBc0033301
BASm0020195	PI(14:1(9Z)/18:0)	PI(14:1(9Z)/18:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(9Z)/18:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	CCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O	C41H77O13P	InChI=1S/C41H77O13P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(43)53-33(31-51-34(42)29-27-25-23-21-19-14-12-10-8-6-4-2)32-52-55(49,50)54-41-39(47)37(45)36(44)38(46)40(41)48/h10,12,33,36-41,44-48H,3-9,11,13-32H2,1-2H3,(H,49,50)/b12-10-/t33-,36?,37-,38?,39?,40?,41-/m1/s1	KWRXKACRWRTHKA-QPQXWNGVSA-N	808.5101791			MMDBc0033302
BASm0020196	PI(16:0/0:0)	PI(16:0/0:0) is a phosphatidylinositol, a class of phospholipids that play crucial roles in cellular signaling and membrane dynamics. There is limited literature available on this specific metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O	C25H49O12P	InChI=1S/C25H49O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)35-16-18(26)17-36-38(33,34)37-25-23(31)21(29)20(28)22(30)24(25)32/h18,20-26,28-32H,2-17H2,1H3,(H,33,34)/t18-,20?,21-,22?,23?,24?,25-/m1/s1	UOXRPRZMAROFPH-IOHPDQHLSA-N	572.2961635			MMDBc0033303
BASm0020197	PI(16:0/16:1(9Z))	PI(16:0/16:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(16:0/16:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCC	C41H77O13P	InChI=1S/C41H77O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)51-31-33(32-52-55(49,50)54-41-39(47)37(45)36(44)38(46)40(41)48)53-35(43)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,33,36-41,44-48H,3-13,15,17-32H2,1-2H3,(H,49,50)/b16-14-/t33-,36?,37-,38?,39?,40?,41-/m1/s1	QAWXBJDYTIBLRK-KHSFEHQMSA-N	808.5101791			MMDBc0033305
BASm0020198	PI(16:1(9Z)/0:0)	PI(16:1(9Z)/0:0) is a phosphatidylinositol, a class of phospholipids that are important components of cell membranes and play key roles in cell signaling. There is limited literature available on this specific metabolite, indicating that further research may be needed to fully understand its biological significance and functions.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O	C25H47O12P	InChI=1S/C25H47O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)35-16-18(26)17-36-38(33,34)37-25-23(31)21(29)20(28)22(30)24(25)32/h7-8,18,20-26,28-32H,2-6,9-17H2,1H3,(H,33,34)/b8-7-/t18-,20?,21-,22?,23?,24?,25-/m1/s1	VPFGUPHJCAHVJV-IESOKFLNSA-N	570.2805135			MMDBc0033306
BASm0020199	PI(16:1(9Z)/16:1(9Z))	PI(16:1(9Z)/16:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(16:1(9Z)/16:1(9Z)), in particular, consists of two 9Z-hexadecenoyl chains at positions C-1 and C-2 to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCC	C41H75O13P	InChI=1S/C41H75O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)51-31-33(32-52-55(49,50)54-41-39(47)37(45)36(44)38(46)40(41)48)53-35(43)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,33,36-41,44-48H,3-12,17-32H2,1-2H3,(H,49,50)/b15-13-,16-14-/t33-,36?,37-,38?,39?,40?,41-/m1/s1	HBPXEBWVNAJRCA-SHJDIHAHSA-N	806.494529			MMDBc0033307
BASm0020200	PI(16:1(9Z)/18:1(9Z))	PI(16:1(9Z)/18:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(16:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C43H79O13P	InChI=1S/C43H79O13P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(45)55-35(34-54-57(51,52)56-43-41(49)39(47)38(46)40(48)42(43)50)33-53-36(44)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h14,16-18,35,38-43,46-50H,3-13,15,19-34H2,1-2H3,(H,51,52)/b16-14-,18-17-/t35-,38?,39-,40?,41?,42?,43-/m1/s1	GXAHXPDRXNWFIX-UZBWDOCNSA-N	834.5258291			MMDBc0033308
BASm0020201	PI(18:0/0:0)	PI(18:0/0:0) is a phosphatidylinositol, a type of glycerophospholipid. There is limited literature available on this specific metabolite, indicating a need for further research to understand its biological significance and potential roles in metabolic pathways.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O	C27H53O12P	InChI=1S/C27H53O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(29)37-18-20(28)19-38-40(35,36)39-27-25(33)23(31)22(30)24(32)26(27)34/h20,22-28,30-34H,2-19H2,1H3,(H,35,36)/t20-,22?,23-,24?,25?,26?,27-/m1/s1	MXAFDFDAIFZFET-HULSJBAWSA-N	600.3274637			MMDBc0033309
BASm0020202	PI(18:0/16:1(9Z))	PI(18:0/16:1(9Z)) is a phosphatidylinositol.  Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols  can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common. PI(18:0/16:1(9Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes.↵    ↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.  PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCC	C43H81O13P	InChI=1S/C43H81O13P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-36(44)53-33-35(34-54-57(51,52)56-43-41(49)39(47)38(46)40(48)42(43)50)55-37(45)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h14,16,35,38-43,46-50H,3-13,15,17-34H2,1-2H3,(H,51,52)/b16-14-/t35-,38?,39-,40?,41?,42?,43-/m1/s1	QMAMEGDTQPWOEM-FVTXIWCXSA-N	836.5414792			MMDBc0033310
BASm0020203	PI(18:0/18:1(9Z))	PI(18:0/18:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(18:0/18:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C45H85O13P	InChI=1S/C45H85O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(46)55-35-37(36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52)57-39(47)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20,37,40-45,48-52H,3-17,19,21-36H2,1-2H3,(H,53,54)/b20-18-/t37-,40?,41-,42?,43?,44?,45-/m1/s1	YOBFISPJJWPPTK-JUCSSFOXSA-N	864.5727793			MMDBc0033311
BASm0020204	PI(18:1(9Z)/0:0)	PI(18:1(9Z)/0:0) is a phosphatidylinositol, a class of phospholipids that play crucial roles in cellular signaling and membrane dynamics. There is limited literature available on this specific metabolite, indicating that further research may be needed to fully understand its biological significance and functions.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O	C27H51O12P	InChI=1S/C27H51O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(29)37-18-20(28)19-38-40(35,36)39-27-25(33)23(31)22(30)24(32)26(27)34/h9-10,20,22-28,30-34H,2-8,11-19H2,1H3,(H,35,36)/b10-9-/t20-,22?,23-,24?,25?,26?,27-/m1/s1	UGDOFRYHDCDVHD-UCYWEKOQSA-N	598.3118136			MMDBc0033312
BASm0020205	PI(18:1(9Z)/18:1(9Z))	PI(18:1(9Z)/18:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(18:1(9Z)/18:1(9Z)), in particular, consists of two 9Z-octadecenoyl chains at positions C-1 and C-2 to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C45H83O13P	InChI=1S/C45H83O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(46)55-35-37(36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52)57-39(47)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,37,40-45,48-52H,3-16,21-36H2,1-2H3,(H,53,54)/b19-17-,20-18-/t37-,40?,41-,42?,43?,44?,45-/m1/s1	LALGUHSIWLNTNW-SHLWDWSJSA-N	862.5571293			MMDBc0033313
BASm0020206	PI(22:0/0:0)	PI(22:0/0:0) is a phosphatidylinositol, a class of phospholipids that play crucial roles in cellular signaling and membrane structure. There is limited literature available on this specific metabolite, indicating a need for further research to elucidate its biological significance and potential functions.		Solid	CCCCCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O	C31H61O12P	InChI=1S/C31H61O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(33)41-22-24(32)23-42-44(39,40)43-31-29(37)27(35)26(34)28(36)30(31)38/h24,26-32,34-38H,2-23H2,1H3,(H,39,40)/t24-,26?,27-,28?,29?,30?,31-/m1/s1	UBIJBCGVBZKHCX-PCSGVGAMSA-N	656.3900639			MMDBc0033314
BASm0020207	PS(12:0/16:0)	PS(12:0/16:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(12:0/16:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one hexadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)C(O)=O	C34H66NO10P	InChI=1S/C34H66NO10P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-33(37)45-30(28-43-46(40,41)44-29-31(35)34(38)39)27-42-32(36)25-23-21-19-17-12-10-8-6-4-2/h30-31H,3-29,35H2,1-2H3,(H,38,39)(H,40,41)/t30-,31+/m1/s1	RASGSBWFARVWKN-JSOSNVBQSA-N	679.4424338			MMDBc0033315
BASm0020208	PS(12:0/16:1(9Z))	PS(12:0/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(12:0/16:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)C(O)=O	C34H64NO10P	InChI=1S/C34H64NO10P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-33(37)45-30(28-43-46(40,41)44-29-31(35)34(38)39)27-42-32(36)25-23-21-19-17-12-10-8-6-4-2/h13-14,30-31H,3-12,15-29,35H2,1-2H3,(H,38,39)(H,40,41)/b14-13-/t30-,31+/m1/s1	QGJMKDSWQDYRRR-GIWIAANRSA-N	677.4267838			MMDBc0033316
BASm0020209	PS(14:1(9Z)/16:0)	PS(14:1(9Z)/16:0) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(14:1(9Z)/16:0), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of palmitic acid at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)C(O)=O	C36H68NO10P	InChI=1S/C36H68NO10P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-35(39)47-32(30-45-48(42,43)46-31-33(37)36(40)41)29-44-34(38)27-25-23-21-19-17-14-12-10-8-6-4-2/h10,12,32-33H,3-9,11,13-31,37H2,1-2H3,(H,40,41)(H,42,43)/b12-10-/t32-,33+/m1/s1	WZBGKKQULJHEDP-IFXDCNQFSA-N	705.4580839			MMDBc0033317
BASm0020210	PS(18:1(9Z)/0:0)	LysoPS(18:1(9Z)/0:0) is a lysophosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic. However, it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Lysophosphatidylserines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. LysoPS(18:1(9Z)/0:0), in particular, consists of one chain of oleic acid at the C-1 position.		Solid	CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)COP(O)(=O)OC[C@H](N)C(O)=O	C24H46NO9P	InChI=1S/C24H46NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(27)32-18-21(26)19-33-35(30,31)34-20-22(25)24(28)29/h9-10,21-22,26H,2-8,11-20,25H2,1H3,(H,28,29)(H,30,31)/b10-9-/t21-,22+/m1/s1	JZWNYZVVZXZRRH-YFKVPUFHSA-N	523.2910186			MMDBc0033318
BASm0020211	TG(12:0/12:0/18:1(9Z))	TG(12:0/12:0/18:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/12:0/18:1(9Z)) is made up of one dodecanoyl(R1), one dodecanoyl(R2), and one 9Z-octadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC	C45H84O6	InChI=1S/C45H84O6/c1-4-7-10-13-16-19-20-21-22-23-24-27-29-32-35-38-44(47)50-41-42(51-45(48)39-36-33-30-26-18-15-12-9-6-3)40-49-43(46)37-34-31-28-25-17-14-11-8-5-2/h21-22,42H,4-20,23-41H2,1-3H3/b22-21-/t42-/m0/s1	VHSCSWKCDUHRCW-VAVOUJMRSA-N	720.6267904			MMDBc0033319
BASm0020212	TG(12:0/14:0/16:0)	TG(12:0/14:0/16:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/14:0/16:0) is made up of one dodecanoyl(R1), one tetradecanoyl(R2), and one hexadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C45H86O6	InChI=1S/C45H86O6/c1-4-7-10-13-16-19-21-22-24-26-29-32-35-38-44(47)50-41-42(40-49-43(46)37-34-31-28-25-18-15-12-9-6-3)51-45(48)39-36-33-30-27-23-20-17-14-11-8-5-2/h42H,4-41H2,1-3H3/t42-/m0/s1	PGZSAELMQZLYOA-WBCKFURZSA-N	722.6424405			MMDBc0033320
BASm0020213	TG(12:0/14:0/16:1(9Z))	TG(12:0/14:0/16:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/14:0/16:1(9Z)) is made up of one dodecanoyl(R1), one tetradecanoyl(R2), and one 9Z-hexadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC	C45H84O6	InChI=1S/C45H84O6/c1-4-7-10-13-16-19-21-22-24-26-29-32-35-38-44(47)50-41-42(40-49-43(46)37-34-31-28-25-18-15-12-9-6-3)51-45(48)39-36-33-30-27-23-20-17-14-11-8-5-2/h19,21,42H,4-18,20,22-41H2,1-3H3/b21-19-/t42-/m0/s1	PMWOTNASJLOLJE-ZLFXSBRJSA-N	720.6267904			MMDBc0033321
BASm0020214	TG(12:0/14:1(9Z)/16:1(9Z))	TG(12:0/14:1(9Z)/16:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/14:1(9Z)/16:1(9Z)) is made up of one dodecanoyl(R1), one 9Z-tetradecenoyl(R2), and one 9Z-hexadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C45H82O6	InChI=1S/C45H82O6/c1-4-7-10-13-16-19-21-22-24-26-29-32-35-38-44(47)50-41-42(40-49-43(46)37-34-31-28-25-18-15-12-9-6-3)51-45(48)39-36-33-30-27-23-20-17-14-11-8-5-2/h14,17,19,21,42H,4-13,15-16,18,20,22-41H2,1-3H3/b17-14-,21-19-/t42-/m0/s1	IDWYMMYRNPSLDA-DLDAWLDXSA-N	718.6111404			MMDBc0033322
BASm0020215	TG(12:0/14:1(9Z)/22:0)	TG(12:0/14:1(9Z)/22:0) is a monobehenic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(12:0/14:1(9Z)/22:0), in particular, consists of one chain of dodecanic acid at the C-1 position, one chain of myristoleic acid at the C-2 position and one chain of behenic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C51H96O6	InChI=1S/C51H96O6/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-30-32-35-38-41-44-50(53)56-47-48(46-55-49(52)43-40-37-34-31-18-15-12-9-6-3)57-51(54)45-42-39-36-33-29-20-17-14-11-8-5-2/h14,17,48H,4-13,15-16,18-47H2,1-3H3/b17-14-/t48-/m1/s1	YUCHMEGIUKCZRE-WZBLLWBYSA-N	804.7206908			MMDBc0033323
BASm0020216	TG(12:0/16:0/16:0)	TG(12:0/16:0/16:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/16:0/16:0) is made up of one dodecanoyl(R1), one hexadecanoyl(R2), and one hexadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C47H90O6	InChI=1S/C47H90O6/c1-4-7-10-13-16-19-21-23-25-28-31-34-37-40-46(49)52-43-44(42-51-45(48)39-36-33-30-27-18-15-12-9-6-3)53-47(50)41-38-35-32-29-26-24-22-20-17-14-11-8-5-2/h44H,4-43H2,1-3H3/t44-/m0/s1	ZCHDZACIKMGEJU-SJARJILFSA-N	750.6737406			MMDBc0033324
BASm0020217	TG(12:0/16:0/16:1(9Z))	TG(12:0/16:0/16:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/16:0/16:1(9Z)) is made up of one dodecanoyl(R1), one hexadecanoyl(R2), and one 9Z-hexadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C47H88O6	InChI=1S/C47H88O6/c1-4-7-10-13-16-19-21-23-25-28-31-34-37-40-46(49)52-43-44(42-51-45(48)39-36-33-30-27-18-15-12-9-6-3)53-47(50)41-38-35-32-29-26-24-22-20-17-14-11-8-5-2/h19,21,44H,4-18,20,22-43H2,1-3H3/b21-19-/t44-/m0/s1	OUKDNADVOQVFAR-YPSIIMEBSA-N	748.6580906			MMDBc0033325
BASm0020218	TG(12:0/16:0/18:1(9Z))	TG(12:0/16:0/18:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/16:0/18:1(9Z)) is made up of one dodecanoyl(R1), one hexadecanoyl(R2), and one 9Z-octadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C49H92O6	InChI=1S/C49H92O6/c1-4-7-10-13-16-19-21-23-24-26-27-30-33-36-39-42-48(51)54-45-46(44-53-47(50)41-38-35-32-29-18-15-12-9-6-3)55-49(52)43-40-37-34-31-28-25-22-20-17-14-11-8-5-2/h23-24,46H,4-22,25-45H2,1-3H3/b24-23-/t46-/m0/s1	KKDKCSAJJXXLKK-CQXVYNKFSA-N	776.6893907			MMDBc0033326
BASm0020219	TG(12:0/16:1(9Z)/16:1(9Z))	TG(12:0/16:1(9Z)/16:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/16:1(9Z)/16:1(9Z)) is made up of one dodecanoyl(R1), one 9Z-hexadecenoyl(R2), and one 9Z-hexadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C47H86O6	InChI=1S/C47H86O6/c1-4-7-10-13-16-19-21-23-25-28-31-34-37-40-46(49)52-43-44(42-51-45(48)39-36-33-30-27-18-15-12-9-6-3)53-47(50)41-38-35-32-29-26-24-22-20-17-14-11-8-5-2/h19-22,44H,4-18,23-43H2,1-3H3/b21-19-,22-20-/t44-/m0/s1	LJXSUVSRRMQRRA-PMXDFFEXSA-N	746.6424405			MMDBc0033327
BASm0020220	TG(12:0/16:1(9Z)/18:1(9Z))	TG(12:0/16:1(9Z)/18:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/16:1(9Z)/18:1(9Z)) is made up of one dodecanoyl(R1), one 9Z-hexadecenoyl(R2), and one 9Z-octadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C49H90O6	InChI=1S/C49H90O6/c1-4-7-10-13-16-19-21-23-24-26-27-30-33-36-39-42-48(51)54-45-46(44-53-47(50)41-38-35-32-29-18-15-12-9-6-3)55-49(52)43-40-37-34-31-28-25-22-20-17-14-11-8-5-2/h20,22-24,46H,4-19,21,25-45H2,1-3H3/b22-20-,24-23-/t46-/m0/s1	MIEULIUWCBAVBF-SSNYDTSRSA-N	774.6737406			MMDBc0033328
BASm0020221	TG(12:0/16:1(9Z)/22:0)	TG(12:0/16:1(9Z)/22:0) is a monobehenic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(12:0/16:1(9Z)/22:0), in particular, consists of one chain of dodecanic acid at the C-1 position, one chain of palmitoleic acid at the C-2 position and one chain of behenic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	[H]\C(CCCCCC)=C(/[H])CCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCCCCCC	C53H100O6	InChI=1S/C53H100O6/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-30-31-34-37-40-43-46-52(55)58-49-50(48-57-51(54)45-42-39-36-33-18-15-12-9-6-3)59-53(56)47-44-41-38-35-32-29-22-20-17-14-11-8-5-2/h20,22,50H,4-19,21,23-49H2,1-3H3/b22-20-/t50-/m1/s1	BUWKZKZKQQRMFN-QNQJCTKXSA-N	832.7519909			MMDBc0033329
BASm0020222	TG(14:0/16:0/16:0)	TG(14:0/16:0/16:0) is a dipalmitic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/16:0/16:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of palmitic acid at the C-2 position and one chain of palmitic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols. TG(14:0/16:0/16:0) is considered to be practically insoluble (in water) and basic.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C49H94O6	InChI=1S/C49H94O6/c1-4-7-10-13-16-19-22-24-27-30-33-36-39-42-48(51)54-45-46(44-53-47(50)41-38-35-32-29-26-21-18-15-12-9-6-3)55-49(52)43-40-37-34-31-28-25-23-20-17-14-11-8-5-2/h46H,4-45H2,1-3H3/t46-/m0/s1	JWVXCFSNEOMSHH-DXQCBLCSSA-N	778.7050407			MMDBc0033330
BASm0020223	TG(14:0/16:0/16:1(9Z))	TG(14:0/16:0/16:1(9Z)) is a monopalmitic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/16:0/16:1(9Z)), in particular, consists of one chain of myristic acid at the C-1 position, one chain of palmitic acid at the C-2 position and one chain of palmitoleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C49H92O6	InChI=1S/C49H92O6/c1-4-7-10-13-16-19-22-24-27-30-33-36-39-42-48(51)54-45-46(44-53-47(50)41-38-35-32-29-26-21-18-15-12-9-6-3)55-49(52)43-40-37-34-31-28-25-23-20-17-14-11-8-5-2/h19,22,46H,4-18,20-21,23-45H2,1-3H3/b22-19-/t46-/m0/s1	JYICXCHHKWVGEI-FIZKWYBOSA-N	776.6893907			MMDBc0033331
BASm0020224	TG(14:0/16:0/18:1(9Z))	TG(14:0/16:0/18:1(9Z)) is a monooleic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/16:0/18:1(9Z)), in particular, consists of one chain of myristic acid at the C-1 position, one chain of palmitic acid at the C-2 position and one chain of oleic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC	C51H96O6	InChI=1S/C51H96O6/c1-4-7-10-13-16-19-22-24-25-27-29-32-35-38-41-44-50(53)56-47-48(46-55-49(52)43-40-37-34-31-28-21-18-15-12-9-6-3)57-51(54)45-42-39-36-33-30-26-23-20-17-14-11-8-5-2/h24-25,48H,4-23,26-47H2,1-3H3/b25-24-/t48-/m1/s1	GPXZOHHIWJNYTJ-FOBNYNKYSA-N	804.7206908			MMDBc0033332
BASm0020225	TG(14:0/16:1(9Z)/16:1(9Z))	TG(14:0/16:1(9Z)/16:1(9Z)) is a dipalmitoleic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/16:1(9Z)/16:1(9Z)), in particular, consists of one chain of myristic acid at the C-1 position, one chain of palmitoleic acid at the C-2 position and one chain of palmitoleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C49H90O6	InChI=1S/C49H90O6/c1-4-7-10-13-16-19-22-24-27-30-33-36-39-42-48(51)54-45-46(44-53-47(50)41-38-35-32-29-26-21-18-15-12-9-6-3)55-49(52)43-40-37-34-31-28-25-23-20-17-14-11-8-5-2/h19-20,22-23,46H,4-18,21,24-45H2,1-3H3/b22-19-,23-20-/t46-/m0/s1	XUEMVUXNOCIHLG-ZTJIGJDTSA-N	774.6737406			MMDBc0033333
BASm0020226	TG(14:0/16:1(9Z)/18:1(9Z))	TG(14:0/16:1(9Z)/18:1(9Z)) is a monooleic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/16:1(9Z)/18:1(9Z)), in particular, consists of one chain of myristic acid at the C-1 position, one chain of palmitoleic acid at the C-2 position and one chain of oleic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCCCCCCCC(=O)OC[C@H](COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C51H94O6	InChI=1S/C51H94O6/c1-4-7-10-13-16-19-22-24-25-27-29-32-35-38-41-44-50(53)56-47-48(46-55-49(52)43-40-37-34-31-28-21-18-15-12-9-6-3)57-51(54)45-42-39-36-33-30-26-23-20-17-14-11-8-5-2/h20,23-25,48H,4-19,21-22,26-47H2,1-3H3/b23-20-,25-24-/t48-/m1/s1	QABWZGMVIDDGGI-OVSPJMMSSA-N	802.7050407			MMDBc0033334
BASm0020227	TG(14:0/16:1(9Z)/22:0)	TG(14:0/16:1(9Z)/22:0) is a monobehenic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/16:1(9Z)/22:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of palmitoleic acid at the C-2 position and one chain of behenic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C55H104O6	InChI=1S/C55H104O6/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-31-33-36-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-35-32-21-18-15-12-9-6-3)61-55(58)49-46-43-40-37-34-30-23-20-17-14-11-8-5-2/h20,23,52H,4-19,21-22,24-51H2,1-3H3/b23-20-/t52-/m1/s1	XKNYUNQVFVCUMG-AZEUCKTBSA-N	860.7832911			MMDBc0033335
BASm0020228	TG(14:0/16:1(9Z)/26:0)	TG(14:0/16:1(9Z)/26:0) is a monohexacosanic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/16:1(9Z)/26:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of palmitoleic acid at the C-2 position and one chain of hexacosanic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C59H112O6	InChI=1S/C59H112O6/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-32-33-35-37-40-43-46-49-52-58(61)64-55-56(54-63-57(60)51-48-45-42-39-36-21-18-15-12-9-6-3)65-59(62)53-50-47-44-41-38-34-23-20-17-14-11-8-5-2/h20,23,56H,4-19,21-22,24-55H2,1-3H3/b23-20-/t56-/m1/s1	OEIPYUKAMHELLN-BUKBLQRKSA-N	916.8458913			MMDBc0033336
BASm0020229	TG(14:0/18:0/18:1(9Z))	TG(14:0/18:0/18:1(9Z)) is a monostearic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/18:0/18:1(9Z)), in particular, consists of one chain of myristic acid at the C-1 position, one chain of stearic acid at the C-2 position and one chain of oleic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	[H]\C(CCCCCCCC)=C(/[H])CCCCCCCC(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C53H100O6	InChI=1S/C53H100O6/c1-4-7-10-13-16-19-22-24-26-28-31-34-37-40-43-46-52(55)58-49-50(48-57-51(54)45-42-39-36-33-30-21-18-15-12-9-6-3)59-53(56)47-44-41-38-35-32-29-27-25-23-20-17-14-11-8-5-2/h24,26,50H,4-23,25,27-49H2,1-3H3/b26-24-/t50-/m1/s1	STJWLLYLXYVNSF-IHQTTYFESA-N	832.7519909			MMDBc0033337
BASm0020230	TG(14:0/18:1(9Z)/20:0)	TG(14:0/18:1(9Z)/20:0) is a monoarachidic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/18:1(9Z)/20:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of oleic acid at the C-2 position and one chain of arachidic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C55H104O6	InChI=1S/C55H104O6/c1-4-7-10-13-16-19-22-24-26-27-29-30-33-36-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-35-32-21-18-15-12-9-6-3)61-55(58)49-46-43-40-37-34-31-28-25-23-20-17-14-11-8-5-2/h25,28,52H,4-24,26-27,29-51H2,1-3H3/b28-25-/t52-/m1/s1	HXIVIMYSQNCVFF-OCXGAJDGSA-N	860.7832911			MMDBc0033338
BASm0020231	TG(14:0/18:1(9Z)/22:0)	TG(14:0/18:1(9Z)/22:0) is a monobehenic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/18:1(9Z)/22:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of oleic acid at the C-2 position and one chain of behenic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C57H108O6	InChI=1S/C57H108O6/c1-4-7-10-13-16-19-22-24-26-27-28-29-31-32-35-38-41-44-47-50-56(59)62-53-54(52-61-55(58)49-46-43-40-37-34-21-18-15-12-9-6-3)63-57(60)51-48-45-42-39-36-33-30-25-23-20-17-14-11-8-5-2/h25,30,54H,4-24,26-29,31-53H2,1-3H3/b30-25-/t54-/m1/s1	SCJKAJUAZPTDRO-RGRWSSGASA-N	888.8145912			MMDBc0033339
BASm0020232	TG(14:1(9Z)/16:1(9Z)/16:1(9Z))	TG(14:1(9Z)/16:1(9Z)/16:1(9Z)) is a dipalmitoleic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:1(9Z)/16:1(9Z)/16:1(9Z)), in particular, consists of one chain of myristoleic acid at the C-1 position, one chain of palmitoleic acid at the C-2 position and one chain of palmitoleic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C49H88O6	InChI=1S/C49H88O6/c1-4-7-10-13-16-19-22-24-27-30-33-36-39-42-48(51)54-45-46(44-53-47(50)41-38-35-32-29-26-21-18-15-12-9-6-3)55-49(52)43-40-37-34-31-28-25-23-20-17-14-11-8-5-2/h15,18-20,22-23,46H,4-14,16-17,21,24-45H2,1-3H3/b18-15-,22-19-,23-20-/t46-/m1/s1	KUGMHZMPMPRONI-NWFXZMLNSA-N	772.6580905			MMDBc0033340
BASm0020233	TG(14:1(9Z)/16:1(9Z)/18:1(9Z))	TG(14:1(9Z)/16:1(9Z)/18:1(9Z)) is a monooleic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:1(9Z)/16:1(9Z)/18:1(9Z)), in particular, consists of one chain of myristoleic acid at the C-1 position, one chain of palmitoleic acid at the C-2 position and one chain of oleic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	[H]\C(CCCC)=C(/[H])CCCCCCCC(=O)OC[C@]([H])(COC(=O)CCCCCCC\C([H])=C(\[H])CCCCCCCC)OC(=O)CCCCCCC\C([H])=C(\[H])CCCCCC	C51H92O6	InChI=1S/C51H92O6/c1-4-7-10-13-16-19-22-24-25-27-29-32-35-38-41-44-50(53)56-47-48(46-55-49(52)43-40-37-34-31-28-21-18-15-12-9-6-3)57-51(54)45-42-39-36-33-30-26-23-20-17-14-11-8-5-2/h15,18,20,23-25,48H,4-14,16-17,19,21-22,26-47H2,1-3H3/b18-15-,23-20-,25-24-/t48-/m1/s1	ZIGMEVARAPDBLA-ZOFBRCOOSA-N	800.6893907			MMDBc0033341
BASm0020234	TG(14:1(9Z)/16:1(9Z)/22:0)	TG(22:0/16:1(9Z)/14:1(9Z)) is a monobehenic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(22:0/16:1(9Z)/14:1(9Z)), in particular, consists of one chain of behenic acid at the C-1 position, one chain of palmitoleic acid at the C-2 position and one chain of myristoleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H]\C(CCCC)=C(/[H])CCCCCCCC(=O)OC[C@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C([H])=C(\[H])CCCCCC	C55H102O6	InChI=1S/C55H102O6/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-31-33-36-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-35-32-21-18-15-12-9-6-3)61-55(58)49-46-43-40-37-34-30-23-20-17-14-11-8-5-2/h15,18,20,23,52H,4-14,16-17,19,21-22,24-51H2,1-3H3/b18-15-,23-20-/t52-/m1/s1	KCBONYLTGYLSPQ-ZHYIDQMMSA-N	858.767641			MMDBc0033342
BASm0020235	TG(16:0/16:0/16:1(9Z))	TG(16:0/16:0/16:1(9Z)) is a dipalmitic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:0/16:0/16:1(9Z)), in particular, consists of one chain of palmitic acid at the C-1 position, one chain of palmitic acid at the C-2 position and one chain of palmitoleic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCCCCCCCCCC(=O)OC[C@H](COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C51H96O6	InChI=1S/C51H96O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-49(52)55-46-48(57-51(54)45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)47-56-50(53)44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h19,22,48H,4-18,20-21,23-47H2,1-3H3/b22-19-/t48-/m0/s1	FEKLSEFRUGWUOS-DLOIZKPKSA-N	804.7206908			MMDBc0033343
BASm0020236	TG(16:0/16:0/18:0)	TG(16:0/16:0/18:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(16:0/16:0/18:0) is made up of one hexadecanoyl(R1), one hexadecanoyl(R2), and one octadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C53H102O6	InChI=1S/C53H102O6/c1-4-7-10-13-16-19-22-25-26-29-31-34-37-40-43-46-52(55)58-49-50(59-53(56)47-44-41-38-35-32-28-24-21-18-15-12-9-6-3)48-57-51(54)45-42-39-36-33-30-27-23-20-17-14-11-8-5-2/h50H,4-49H2,1-3H3/t50-/m0/s1	DQKMNCLZNGAXNX-DPDRHGIRSA-N	834.767641			MMDBc0033344
BASm0020237	TG(16:0/16:1(9Z)/16:1(9Z))	TG(16:0/16:1(9Z)/16:1(9Z)) is a dipalmitoleic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:0/16:1(9Z)/16:1(9Z)), in particular, consists of one chain of palmitic acid at the C-1 position, one chain of palmitoleic acid at the C-2 position and one chain of palmitoleic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCCCCCCCCCC(=O)OC[C@H](COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C51H94O6	InChI=1S/C51H94O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-49(52)55-46-48(57-51(54)45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)47-56-50(53)44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h19,21-22,24,48H,4-18,20,23,25-47H2,1-3H3/b22-19-,24-21-/t48-/m0/s1	RUOVJPPUXXFZPC-YZEIBMOJSA-N	802.7050407			MMDBc0033345
BASm0020238	TG(16:0/16:1(9Z)/18:0)	TG(16:0/16:1(9Z)/18:0) is a monostearic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:0/16:1(9Z)/18:0), in particular, consists of one chain of palmitic acid at the C-1 position, one chain of palmitoleic acid at the C-2 position and one chain of stearic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C53H100O6	InChI=1S/C53H100O6/c1-4-7-10-13-16-19-22-25-26-29-31-34-37-40-43-46-52(55)58-49-50(59-53(56)47-44-41-38-35-32-28-24-21-18-15-12-9-6-3)48-57-51(54)45-42-39-36-33-30-27-23-20-17-14-11-8-5-2/h21,24,50H,4-20,22-23,25-49H2,1-3H3/b24-21-/t50-/m1/s1	YSNGWXHIKNKBNE-NURROHNTSA-N	832.7519909			MMDBc0033346
BASm0020239	TG(16:0/16:1(9Z)/18:1(9Z))	TG(16:0/16:1(9Z)/18:1(9Z)) is a monooleic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:0/16:1(9Z)/18:1(9Z)), in particular, consists of one chain of palmitic acid at the C-1 position, one chain of palmitoleic acid at the C-2 position and one chain of oleic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCCCCCCCCCC(=O)OC[C@H](COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C53H98O6	InChI=1S/C53H98O6/c1-4-7-10-13-16-19-22-25-26-29-31-34-37-40-43-46-52(55)58-49-50(59-53(56)47-44-41-38-35-32-28-24-21-18-15-12-9-6-3)48-57-51(54)45-42-39-36-33-30-27-23-20-17-14-11-8-5-2/h21,24-26,50H,4-20,22-23,27-49H2,1-3H3/b24-21-,26-25-/t50-/m1/s1	TWJCMQZMAPGUSG-JMFJKIOKSA-N	830.7363409			MMDBc0033347
BASm0020240	TG(16:0/16:1(9Z)/22:0)	TG(16:0/16:1(9Z)/22:0) is a monobehenic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:0/16:1(9Z)/22:0), in particular, consists of one chain of palmitic acid at the C-1 position, one chain of palmitoleic acid at the C-2 position and one chain of behenic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C57H108O6	InChI=1S/C57H108O6/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-33-35-38-41-44-47-50-56(59)62-53-54(63-57(60)51-48-45-42-39-36-32-24-21-18-15-12-9-6-3)52-61-55(58)49-46-43-40-37-34-31-23-20-17-14-11-8-5-2/h21,24,54H,4-20,22-23,25-53H2,1-3H3/b24-21-/t54-/m1/s1	AGLSUDWGYKMXMK-YWGGJCCTSA-N	888.8145912			MMDBc0033348
BASm0020241	TG(16:0/16:1(9Z)/24:0)	TG(16:0/16:1(9Z)/24:0) is a monolignoceric acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:0/16:1(9Z)/24:0), in particular, consists of one chain of palmitic acid at the C-1 position, one chain of palmitoleic acid at the C-2 position and one chain of lignoceric acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C59H112O6	InChI=1S/C59H112O6/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-35-37-40-43-46-49-52-58(61)64-55-56(65-59(62)53-50-47-44-41-38-34-24-21-18-15-12-9-6-3)54-63-57(60)51-48-45-42-39-36-33-23-20-17-14-11-8-5-2/h21,24,56H,4-20,22-23,25-55H2,1-3H3/b24-21-/t56-/m1/s1	YBDNVPPIUIROLZ-SZPKOVDMSA-N	916.8458913			MMDBc0033349
BASm0020242	TG(16:0/16:1(9Z)/26:0)	TG(16:0/16:1(9Z)/26:0) is a monohexacosanic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:0/16:1(9Z)/26:0), in particular, consists of one chain of palmitic acid at the C-1 position, one chain of palmitoleic acid at the C-2 position and one chain of hexacosanic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C61H116O6	InChI=1S/C61H116O6/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-33-34-37-39-42-45-48-51-54-60(63)66-57-58(67-61(64)55-52-49-46-43-40-36-24-21-18-15-12-9-6-3)56-65-59(62)53-50-47-44-41-38-35-23-20-17-14-11-8-5-2/h21,24,58H,4-20,22-23,25-57H2,1-3H3/b24-21-/t58-/m1/s1	XZUPOVFXDCXVET-ZKVGIWGASA-N	944.8771914			MMDBc0033350
BASm0020243	TG(16:0/18:0/18:1(9Z))	TG(16:0/18:0/18:1(9Z)) is a monostearic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:0/18:0/18:1(9Z)), in particular, consists of one chain of palmitic acid at the C-1 position, one chain of stearic acid at the C-2 position and one chain of oleic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC	C55H104O6	InChI=1S/C55H104O6/c1-4-7-10-13-16-19-22-25-27-30-33-36-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-35-32-29-24-21-18-15-12-9-6-3)61-55(58)49-46-43-40-37-34-31-28-26-23-20-17-14-11-8-5-2/h25,27,52H,4-24,26,28-51H2,1-3H3/b27-25-/t52-/m1/s1	NPCZZYKITFKRQZ-FQUZZJBASA-N	860.7832911			MMDBc0033351
BASm0020244	TG(16:0/18:1(9Z)/20:0)	TG(16:0/18:1(9Z)/20:0) is a monoarachidic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:0/18:1(9Z)/20:0), in particular, consists of one chain of palmitic acid at the C-1 position, one chain of oleic acid at the C-2 position and one chain of arachidic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C57H108O6	InChI=1S/C57H108O6/c1-4-7-10-13-16-19-22-25-27-28-30-32-35-38-41-44-47-50-56(59)62-53-54(52-61-55(58)49-46-43-40-37-34-31-24-21-18-15-12-9-6-3)63-57(60)51-48-45-42-39-36-33-29-26-23-20-17-14-11-8-5-2/h26,29,54H,4-25,27-28,30-53H2,1-3H3/b29-26-/t54-/m1/s1	YWKYRFUPKVVPAH-CZTCNMGMSA-N	888.8145912			MMDBc0033353
BASm0020245	TG(16:0/18:1(9Z)/22:0)	TG(16:0/18:1(9Z)/22:0) is a monobehenic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:0/18:1(9Z)/22:0), in particular, consists of one chain of palmitic acid at the C-1 position, one chain of oleic acid at the C-2 position and one chain of behenic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C59H112O6	InChI=1S/C59H112O6/c1-4-7-10-13-16-19-22-25-27-28-29-30-32-34-37-40-43-46-49-52-58(61)64-55-56(54-63-57(60)51-48-45-42-39-36-33-24-21-18-15-12-9-6-3)65-59(62)53-50-47-44-41-38-35-31-26-23-20-17-14-11-8-5-2/h26,31,56H,4-25,27-30,32-55H2,1-3H3/b31-26-/t56-/m1/s1	IFLOLSWWIHPMFV-VOLVXKCUSA-N	916.8458913			MMDBc0033354
BASm0020246	TG(16:0/18:1(9Z)/24:0)	TG(16:0/18:1(9Z)/24:0) is a monolignoceric acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:0/18:1(9Z)/24:0), in particular, consists of one chain of palmitic acid at the C-1 position, one chain of oleic acid at the C-2 position and one chain of lignoceric acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C61H116O6	InChI=1S/C61H116O6/c1-4-7-10-13-16-19-22-25-27-28-29-30-31-32-34-36-39-42-45-48-51-54-60(63)66-57-58(56-65-59(62)53-50-47-44-41-38-35-24-21-18-15-12-9-6-3)67-61(64)55-52-49-46-43-40-37-33-26-23-20-17-14-11-8-5-2/h26,33,58H,4-25,27-32,34-57H2,1-3H3/b33-26-/t58-/m1/s1	DFSTYDOPXLRTDY-LOQDQZMDSA-N	944.8771914			MMDBc0033355
BASm0020247	TG(16:0/18:1(9Z)/26:0)	TG(16:0/18:1(9Z)/26:0) is a monohexacosanic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:0/18:1(9Z)/26:0), in particular, consists of one chain of palmitic acid at the C-1 position, one chain of oleic acid at the C-2 position and one chain of hexacosanic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C63H120O6	InChI=1S/C63H120O6/c1-4-7-10-13-16-19-22-25-27-28-29-30-31-32-33-34-36-38-41-44-47-50-53-56-62(65)68-59-60(58-67-61(64)55-52-49-46-43-40-37-24-21-18-15-12-9-6-3)69-63(66)57-54-51-48-45-42-39-35-26-23-20-17-14-11-8-5-2/h26,35,60H,4-25,27-34,36-59H2,1-3H3/b35-26-/t60-/m1/s1	DYZHJUXPPHGBHW-WOFMHUELSA-N	972.9084916			MMDBc0033356
BASm0020248	TG(16:1(9Z)/16:1(9Z)/18:0)	TG(16:1(9Z)/16:1(9Z)/18:0) is a dipalmitoleic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:1(9Z)/16:1(9Z)/18:0), in particular, consists of one chain of palmitoleic acid at the C-1 position, one chain of palmitoleic acid at the C-2 position and one chain of stearic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C53H98O6	InChI=1S/C53H98O6/c1-4-7-10-13-16-19-22-25-26-29-31-34-37-40-43-46-52(55)58-49-50(59-53(56)47-44-41-38-35-32-28-24-21-18-15-12-9-6-3)48-57-51(54)45-42-39-36-33-30-27-23-20-17-14-11-8-5-2/h20-21,23-24,50H,4-19,22,25-49H2,1-3H3/b23-20-,24-21-/t50-/m1/s1	QEZWFCZNHWUARW-XQCAQTCHSA-N	830.7363409			MMDBc0033358
BASm0020249	TG(16:1(9Z)/16:1(9Z)/18:1(9Z))	TG(16:1(9Z)/16:1(9Z)/18:1(9Z)) is a dipalmitoleic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:1(9Z)/16:1(9Z)/18:1(9Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position, one chain of palmitoleic acid at the C-2 position and one chain of oleic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C53H96O6	InChI=1S/C53H96O6/c1-4-7-10-13-16-19-22-25-26-29-31-34-37-40-43-46-52(55)58-49-50(59-53(56)47-44-41-38-35-32-28-24-21-18-15-12-9-6-3)48-57-51(54)45-42-39-36-33-30-27-23-20-17-14-11-8-5-2/h20-21,23-26,50H,4-19,22,27-49H2,1-3H3/b23-20-,24-21-,26-25-/t50-/m1/s1	UFHNZOACKFBCOM-YXKNDSBASA-N	828.7206908			MMDBc0033359
BASm0020250	TG(16:1(9Z)/16:1(9Z)/20:0)	TG(16:1(9Z)/16:1(9Z)/20:0) is a dipalmitoleic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:1(9Z)/16:1(9Z)/20:0), in particular, consists of one chain of palmitoleic acid at the C-1 position, one chain of palmitoleic acid at the C-2 position and one chain of arachidic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C55H102O6	InChI=1S/C55H102O6/c1-4-7-10-13-16-19-22-25-26-27-28-31-33-36-39-42-45-48-54(57)60-51-52(61-55(58)49-46-43-40-37-34-30-24-21-18-15-12-9-6-3)50-59-53(56)47-44-41-38-35-32-29-23-20-17-14-11-8-5-2/h20-21,23-24,52H,4-19,22,25-51H2,1-3H3/b23-20-,24-21-/t52-/m1/s1	KKJVTOLWRSMFEP-RLVGKUCASA-N	858.767641			MMDBc0033360
BASm0020251	TG(16:1(9Z)/16:1(9Z)/22:0)	TG(22:0/16:1(9Z)/16:1(9Z)) is a dipalmitoleic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(22:0/16:1(9Z)/16:1(9Z)), in particular, consists of one chain of behenic acid at the C-1 position, one chain of palmitoleic acid at the C-2 position and one chain of palmitoleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H]\C(CCCCCC)=C(/[H])CCCCCCCC(=O)OC[C@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C([H])=C(\[H])CCCCCC	C57H106O6	InChI=1S/C57H106O6/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-33-35-38-41-44-47-50-56(59)62-53-54(63-57(60)51-48-45-42-39-36-32-24-21-18-15-12-9-6-3)52-61-55(58)49-46-43-40-37-34-31-23-20-17-14-11-8-5-2/h20-21,23-24,54H,4-19,22,25-53H2,1-3H3/b23-20-,24-21-/t54-/m1/s1	GOLXXQRKCMOJGT-KXSDLMDJSA-N	886.7989411			MMDBc0033361
BASm0020252	TG(16:1(9Z)/16:1(9Z)/24:0)	TG(24:0/16:1(9Z)/16:1(9Z)) is a dipalmitoleic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(24:0/16:1(9Z)/16:1(9Z)), in particular, consists of one chain of lignoceric acid at the C-1 position, one chain of palmitoleic acid at the C-2 position and one chain of palmitoleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C59H110O6	InChI=1S/C59H110O6/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-35-37-40-43-46-49-52-58(61)64-55-56(65-59(62)53-50-47-44-41-38-34-24-21-18-15-12-9-6-3)54-63-57(60)51-48-45-42-39-36-33-23-20-17-14-11-8-5-2/h20-21,23-24,56H,4-19,22,25-55H2,1-3H3/b23-20-,24-21-/t56-/m1/s1	JKLQMZASXAUKDG-ZLUYPCRLSA-N	914.8302413			MMDBc0033362
BASm0020253	TG(16:1(9Z)/16:1(9Z)/26:0)	TG(16:1(9Z)/16:1(9Z)/26:0) is a dipalmitoleic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:1(9Z)/16:1(9Z)/26:0), in particular, consists of one chain of palmitoleic acid at the C-1 position, one chain of palmitoleic acid at the C-2 position and one chain of hexacosanic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C61H114O6	InChI=1S/C61H114O6/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-33-34-37-39-42-45-48-51-54-60(63)66-57-58(67-61(64)55-52-49-46-43-40-36-24-21-18-15-12-9-6-3)56-65-59(62)53-50-47-44-41-38-35-23-20-17-14-11-8-5-2/h20-21,23-24,58H,4-19,22,25-57H2,1-3H3/b23-20-,24-21-/t58-/m1/s1	WHDLBYNKZGCHCE-GMFCVOFDSA-N	942.8615414			MMDBc0033363
BASm0020254	TG(16:1(9Z)/18:0/18:0)	TG(16:1(9Z)/18:0/18:0) is a distearic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:1(9Z)/18:0/18:0), in particular, consists of one chain of palmitoleic acid at the C-1 position, one chain of stearic acid at the C-2 position and one chain of stearic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C55H104O6	InChI=1S/C55H104O6/c1-4-7-10-13-16-19-22-25-27-30-33-36-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-35-32-29-24-21-18-15-12-9-6-3)61-55(58)49-46-43-40-37-34-31-28-26-23-20-17-14-11-8-5-2/h21,24,52H,4-20,22-23,25-51H2,1-3H3/b24-21-/t52-/m1/s1	CDKITPQUODTFLF-FQFQCYJKSA-N	860.7832911			MMDBc0033364
BASm0020255	TG(16:1(9Z)/18:0/18:1(9Z))	TG(16:1(9Z)/18:0/18:1(9Z)) is a monostearic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:1(9Z)/18:0/18:1(9Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position, one chain of stearic acid at the C-2 position and one chain of oleic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC\C=C/CCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC	C55H102O6	InChI=1S/C55H102O6/c1-4-7-10-13-16-19-22-25-27-30-33-36-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-35-32-29-24-21-18-15-12-9-6-3)61-55(58)49-46-43-40-37-34-31-28-26-23-20-17-14-11-8-5-2/h21,24-25,27,52H,4-20,22-23,26,28-51H2,1-3H3/b24-21-,27-25-/t52-/m1/s1	SZXNLYZNXCGSMY-JWVPJFKJSA-N	858.767641			MMDBc0033365
BASm0020256	TG(16:1(9Z)/18:1(9Z)/18:1(9Z))	TG(16:1(9Z)/18:1(9Z)/18:1(9Z)) is a dioleic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:1(9Z)/18:1(9Z)/18:1(9Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position, one chain of oleic acid at the C-2 position and one chain of oleic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C55H100O6	InChI=1S/C55H100O6/c1-4-7-10-13-16-19-22-25-27-30-33-36-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-35-32-29-24-21-18-15-12-9-6-3)61-55(58)49-46-43-40-37-34-31-28-26-23-20-17-14-11-8-5-2/h21,24-28,52H,4-20,22-23,29-51H2,1-3H3/b24-21-,27-25-,28-26-/t52-/m1/s1	YBWITEZBUYUNFC-GUIYCBLGSA-N	856.7519909			MMDBc0033366
BASm0020257	TG(16:1(9Z)/18:1(9Z)/20:0)	TG(16:1(9Z)/18:1(9Z)/20:0) is a monoarachidic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:1(9Z)/18:1(9Z)/20:0), in particular, consists of one chain of palmitoleic acid at the C-1 position, one chain of oleic acid at the C-2 position and one chain of arachidic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C57H106O6	InChI=1S/C57H106O6/c1-4-7-10-13-16-19-22-25-27-28-30-32-35-38-41-44-47-50-56(59)62-53-54(52-61-55(58)49-46-43-40-37-34-31-24-21-18-15-12-9-6-3)63-57(60)51-48-45-42-39-36-33-29-26-23-20-17-14-11-8-5-2/h21,24,26,29,54H,4-20,22-23,25,27-28,30-53H2,1-3H3/b24-21-,29-26-/t54-/m1/s1	INYBBHQUSIBINH-OMJPTUBSSA-N	886.7989411			MMDBc0033367
BASm0020258	TG(16:1(9Z)/18:1(9Z)/22:0)	TG(22:0/18:1(9Z)/16:1(9Z)) is a monobehenic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(22:0/18:1(9Z)/16:1(9Z)), in particular, consists of one chain of behenic acid at the C-1 position, one chain of oleic acid at the C-2 position and one chain of palmitoleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C59H110O6	InChI=1S/C59H110O6/c1-4-7-10-13-16-19-22-25-27-28-29-30-32-34-37-40-43-46-49-52-58(61)64-55-56(54-63-57(60)51-48-45-42-39-36-33-24-21-18-15-12-9-6-3)65-59(62)53-50-47-44-41-38-35-31-26-23-20-17-14-11-8-5-2/h21,24,26,31,56H,4-20,22-23,25,27-30,32-55H2,1-3H3/b24-21-,31-26-/t56-/m1/s1	LLZPZRGVBKFBKR-GIEBDLEXSA-N	914.8302413			MMDBc0033368
BASm0020259	TG(16:1(9Z)/18:1(9Z)/24:0)	TG(24:0/18:1(9Z)/16:1(9Z)) is a monolignoceric acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(24:0/18:1(9Z)/16:1(9Z)), in particular, consists of one chain of lignoceric acid at the C-1 position, one chain of oleic acid at the C-2 position and one chain of palmitoleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C61H114O6	InChI=1S/C61H114O6/c1-4-7-10-13-16-19-22-25-27-28-29-30-31-32-34-36-39-42-45-48-51-54-60(63)66-57-58(56-65-59(62)53-50-47-44-41-38-35-24-21-18-15-12-9-6-3)67-61(64)55-52-49-46-43-40-37-33-26-23-20-17-14-11-8-5-2/h21,24,26,33,58H,4-20,22-23,25,27-32,34-57H2,1-3H3/b24-21-,33-26-/t58-/m1/s1	KGUKXPWFPDKTLO-DBLPNNMMSA-N	942.8615414			MMDBc0033369
BASm0020260	TG(16:1(9Z)/18:1(9Z)/26:0)	TG(16:1(9Z)/18:1(9Z)/26:0) is a monohexacosanic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:1(9Z)/18:1(9Z)/26:0), in particular, consists of one chain of palmitoleic acid at the C-1 position, one chain of oleic acid at the C-2 position and one chain of hexacosanic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C63H118O6	InChI=1S/C63H118O6/c1-4-7-10-13-16-19-22-25-27-28-29-30-31-32-33-34-36-38-41-44-47-50-53-56-62(65)68-59-60(58-67-61(64)55-52-49-46-43-40-37-24-21-18-15-12-9-6-3)69-63(66)57-54-51-48-45-42-39-35-26-23-20-17-14-11-8-5-2/h21,24,26,35,60H,4-20,22-23,25,27-34,36-59H2,1-3H3/b24-21-,35-26-/t60-/m1/s1	POFVIKNIZKKIFT-GBSABCOFSA-N	970.8928415			MMDBc0033370
BASm0020261	TG(18:0/18:0/18:1(9Z))	TG(18:0/18:0/18:1(9Z)) is a distearic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(18:0/18:0/18:1(9Z)), in particular, consists of one chain of stearic acid at the C-1 position, one chain of stearic acid at the C-2 position and one chain of oleic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C57H108O6	InChI=1S/C57H108O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-55(58)61-52-54(63-57(60)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)53-62-56(59)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h25,28,54H,4-24,26-27,29-53H2,1-3H3/b28-25-/t54-/m0/s1	YFFIQXNTTVSKJC-NZEOUKRFSA-N	888.8145912			MMDBc0033371
BASm0020262	TG(18:0/18:1(9Z)/18:1(9Z))	TG(18:0/18:1(9Z)/18:1(9Z)) is a dioleic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(18:0/18:1(9Z)/18:1(9Z)), in particular, consists of one chain of stearic acid at the C-1 position, one chain of oleic acid at the C-2 position and one chain of oleic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C57H106O6	InChI=1S/C57H106O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-55(58)61-52-54(63-57(60)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)53-62-56(59)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h25,27-28,30,54H,4-24,26,29,31-53H2,1-3H3/b28-25-,30-27-/t54-/m0/s1	RYNHWWNZNIGDAQ-BMTCQUSZSA-N	886.7989411			MMDBc0033372
BASm0020263	TG(18:0/18:1(9Z)/26:0)	TG(18:0/18:1(9Z)/26:0) is a monohexacosanic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(18:0/18:1(9Z)/26:0), in particular, consists of one chain of stearic acid at the C-1 position, one chain of oleic acid at the C-2 position and one chain of hexacosanic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C65H124O6	InChI=1S/C65H124O6/c1-4-7-10-13-16-19-22-25-28-29-30-31-32-33-34-35-38-40-43-46-49-52-55-58-64(67)70-61-62(71-65(68)59-56-53-50-47-44-41-37-27-24-21-18-15-12-9-6-3)60-69-63(66)57-54-51-48-45-42-39-36-26-23-20-17-14-11-8-5-2/h27,37,62H,4-26,28-36,38-61H2,1-3H3/b37-27-/t62-/m1/s1	OKYMBKPTYIWSSQ-XBHONLJASA-N	1000.939792			MMDBc0033373
BASm0020264	TG(18:1(9Z)/18:1(9Z)/22:0)	TG(22:0/18:1(9Z)/18:1(9Z)) is a dioleic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(22:0/18:1(9Z)/18:1(9Z)), in particular, consists of one chain of behenic acid at the C-1 position, one chain of oleic acid at the C-2 position and one chain of oleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C61H114O6	InChI=1S/C61H114O6/c1-4-7-10-13-16-19-22-25-28-29-30-31-34-36-39-42-45-48-51-54-60(63)66-57-58(67-61(64)55-52-49-46-43-40-37-33-27-24-21-18-15-12-9-6-3)56-65-59(62)53-50-47-44-41-38-35-32-26-23-20-17-14-11-8-5-2/h26-27,32-33,58H,4-25,28-31,34-57H2,1-3H3/b32-26-,33-27-/t58-/m1/s1	MAWRDGRSFXIWKV-PVNZSUHJSA-N	942.8615414			MMDBc0033375
BASm0020265	TG(18:1(9Z)/18:1(9Z)/26:0)	TG(18:1(9Z)/18:1(9Z)/26:0) is a dioleic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(18:1(9Z)/18:1(9Z)/26:0), in particular, consists of one chain of oleic acid at the C-1 position, one chain of oleic acid at the C-2 position and one chain of hexacosanic acid at the C-3 position.  TGs are the main constituent of vegetable oil and animal fats. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. (www.cyberlipid.org, www.wikipedia.org)		Solid	CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C65H122O6	InChI=1S/C65H122O6/c1-4-7-10-13-16-19-22-25-28-29-30-31-32-33-34-35-38-40-43-46-49-52-55-58-64(67)70-61-62(71-65(68)59-56-53-50-47-44-41-37-27-24-21-18-15-12-9-6-3)60-69-63(66)57-54-51-48-45-42-39-36-26-23-20-17-14-11-8-5-2/h26-27,36-37,62H,4-25,28-35,38-61H2,1-3H3/b36-26-,37-27-/t62-/m1/s1	FLTIQMQPLBSMJV-ISGHMZFESA-N	998.9241416			MMDBc0033376
BASm0020266	2-Amino-2-methyl-1,3-propanediol	2-Amino-2-methyl-1,3-propanediol is a member of the class of amino alcohols, specifically a diol, characterized by its two hydroxyl groups and an amino group attached to a branched carbon chain. Its chemical structure features a central carbon atom bonded to both an amino group and two hydroxyl groups, contributing to its hydrophilic properties. This compound has been implicated in various biochemical pathways, including its role in the gut microbiota-hypothalamic axis, where it interacts with other metabolites such as 1,3-dicyclohexylurea and 3-chloroaniline (PMID:40072466). Additionally, 2-amino-2-methyl-1,3-propanediol has demonstrated significant potential in thermal energy applications, exhibiting supercooling behavior and high latent heat storage capacity, making it suitable for thermal energy recycling (PMID:40430378; PMID:38379786). Furthermore, it has been studied for its efficacy in CO2 capture mechanisms, highlighting its relevance in environmental chemistry (PMID:37764223). Its interactions with other compounds, such as fatty acids for softener synthesis and its effects on skin sebum, further illustrate its versatility in both chemical and biological contexts (PMID:35761929; PMID:33352878).	115-69-5		CC(N)(CO)CO	C4H11NO2	InChI=1S/C4H11NO2/c1-4(5,2-6)3-7/h6-7H,2-3,5H2,1H3	UXFQFBNBSPQBJW-UHFFFAOYSA-N	105.0789786			MMDBc0033377
BASm0020267	Butyl 2-methyl propanoate	Butyl isobutyrate, also known as fema 2188, belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). Butyl isobutyrate is a sweet, apple, and banana tasting compound. Butyl isobutyrate has been detected, but not quantified, in several different foods, such as alcoholic beverages, fruits, milk and milk products, and pomes.	97-87-0	Solid	CCCCOC(=O)C(C)C	C8H16O2	InChI=1S/C8H16O2/c1-4-5-6-10-8(9)7(2)3/h7H,4-6H2,1-3H3	JSLCOZYBKYHZNL-UHFFFAOYSA-N	144.1150298			MMDBc0033378
BASm0020268	Butyl 2-methyl-2-propenoate	Butyl 2-methyl-2-propenoate is a member of the ester chemical class. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and biological significance.	97-88-1		CCCCOC(=O)C(C)=C	C8H14O2	InChI=1S/C8H14O2/c1-4-5-6-10-8(9)7(2)3/h2,4-6H2,1,3H3	SOGAXMICEFXMKE-UHFFFAOYSA-N	142.0993797			MMDBc0033379
BASm0020269	Ethyl propanoate	Ethyl propanoate, also known as fema 2456, belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom, forming an ester group. Ethyl propanoate exists as a solid. It is very hydrophobic, practically insoluble in water, and a relatively neutral molecule. Ethyl propanoate exists in all eukaryotes, ranging from yeast to humans. Ethyl propanoate has been found to be associated with several known diseases as autism, irritable bowel syndrome, ulcerative colitis, and nonalcoholic fatty liver disease; also ethyl propanoate has been linked to the inborn metabolic disorders including celiac disease. As a volatile organic compound, ethyl propionate has been identified as a fecal biomarker of Clostridium difficile infection (PMID:30986230).	105-37-3	Liquid	CCOC(=O)CC	C5H10O2	InChI=1S/C5H10O2/c1-3-5(6)7-4-2/h3-4H2,1-2H3	FKRCODPIKNYEAC-UHFFFAOYSA-N	102.0680796			MMDBc0033381
BASm0020270	Ethyl dodecanoate	Ethyl dodecanoate, also known as ethyl laurinate or laate ethyl ester, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Ethyl dodecanoate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.	106-33-2	Liquid	CCCCCCCCCCCC(=O)OCC	C14H28O2	InChI=1S/C14H28O2/c1-3-5-6-7-8-9-10-11-12-13-14(15)16-4-2/h3-13H2,1-2H3	MMXKVMNBHPAILY-UHFFFAOYSA-N	228.2089301			MMDBc0033382
BASm0020271	Methyl hexanoate	Methyl hexanoate, also known as methyl caproate or methyl hexoic acid, belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group. Methyl hexanoate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.	106-70-7	Liquid	CCCCCC(=O)OC	C7H14O2	InChI=1S/C7H14O2/c1-3-4-5-6-7(8)9-2/h3-6H2,1-2H3	NUKZAGXMHTUAFE-UHFFFAOYSA-N	130.0993797			MMDBc0033383
BASm0020272	Ethyl 3-methyl butanoate	Ethyl 3-methl butanoate is a volatile ethyl ester found in wine and produced during fermentation by yeast. Ethyl esters are formed by the reaction of ethanol with a fatty acid. They typically have pleasant sweet aromas. The concentrations of ethyl ester decrease over time as a wine ages due to spontaneous hydrolysis.	108-64-5	Liquid	CCOC(=O)CC(C)C	C7H14O2	InChI=1S/C7H14O2/c1-4-9-7(8)5-6(2)3/h6H,4-5H2,1-3H3	PPXUHEORWJQRHJ-UHFFFAOYSA-N	130.0993797			MMDBc0033384
BASm0020273	Ethoxy ethene	Ethoxy ethene is an ether, specifically a vinyl ether, characterized by the presence of an ethoxy group attached to an ethylene backbone. There is limited literature available on this metabolite, indicating a lack of extensive research and understanding of its biological implications and metabolic pathways.	109-92-2	Liquid	CCOC=C	C4H8O	InChI=1S/C4H8O/c1-3-5-4-2/h3H,1,4H2,2H3	FJKIXWOMBXYWOQ-UHFFFAOYSA-N	72.05751488			MMDBc0033385
BASm0020274	Methyl decanoate	Methyl decanoate, also known as metholene 2095 or methyl caprate, belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group. Methyl decanoate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.	110-42-9	Liquid	CCCCCCCCCC(=O)OC	C11H22O2	InChI=1S/C11H22O2/c1-3-4-5-6-7-8-9-10-11(12)13-2/h3-10H2,1-2H3	YRHYCMZPEVDGFQ-UHFFFAOYSA-N	186.1619799			MMDBc0033386
BASm0020275	Methyl octanoate	Methyl caprylate is found in chinese cinnamon. Methyl caprylate is a flavouring agent. Methyl caprylate is present in many fruits, e.g. apple, apricot, grape, blackberry, cherimoya etc	111-11-5	Liquid	CCCCCCCC(=O)OC	C9H18O2	InChI=1S/C9H18O2/c1-3-4-5-6-7-8-9(10)11-2/h3-8H2,1-2H3	JGHZJRVDZXSNKQ-UHFFFAOYSA-N	158.1306798			MMDBc0033388
BASm0020276	3,3-Dimethyl-2-butanol	3,3-Dimethyl-2-butanol is a tertiary alcohol classified as a metabolite in biomedical literature. Its chemical structure features a butanol backbone with two methyl groups attached to the third carbon, contributing to its unique properties. This compound is involved in various chemical pathways, including those related to asymmetric synthesis, where it acts as a chiral auxiliary in reactions catalyzed by enzymes like Candida antarctica lipase B, affecting enantioselectivity (PMID:18381732). Additionally, studies have explored its interactions with other alcohols and polymers, utilizing techniques such as (13)C NMR and (1)H PFG NMR to analyze its behavior in solution (PMID:23456694). Furthermore, 3,3-dimethyl-2-butanol has been investigated in the context of secondary carbenium ions, although direct evidence of its involvement in this reaction pathway remains elusive (PMID:10423232). It has also been modeled in conjunction with various aliphatic carboxylic acids, indicating its relevance in organic synthesis (PMID:11266619). Overall, 3,3-dimethyl-2-butanol serves as an important compound in both synthetic and enzymatic processes within the realm of organic chemistry.	464-07-3		CC(O)C(C)(C)C	C6H14O	InChI=1S/C6H14O/c1-5(7)6(2,3)4/h5,7H,1-4H3	DFOXKPDFWGNLJU-UHFFFAOYSA-N	102.1044651			MMDBc0033390
BASm0020277	Ethyl pentanoate	Ethyl pentanoate, commonly known as ethyl valerate, is an organic compound used in flavouring foods and enhancing the aroma of cosmetics. It is an ester with the molecular formula C7H14O2. This colourless liquid is poorly soluble in water but miscible with organic solvents. Ethyl pentanoate is found naturally in a variety of alcoholic beverages such as various wines, Bantu beer, and sake. It is also found in other foods such as honey, apple, banana, morello cherry, guava and a number of other fruits. Industrially, ethyl pentanoate is used as a flavouring agent and has a pleasant apple or pineapple-like aroma or scent and a strawberry or pineapple-like taste. It can also be found in tropical-scented cosmetics.	539-82-2	Liquid	CCCCC(=O)OCC	C7H14O2	InChI=1S/C7H14O2/c1-3-5-6-7(8)9-4-2/h3-6H2,1-2H3	ICMAFTSLXCXHRK-UHFFFAOYSA-N	130.0993797			MMDBc0033391
BASm0020278	2-Heptanol	(±)-2-Heptanol belongs to the class of organic compounds  known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. (±)-2-Heptanol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Thus, (±)-2-heptanol is considered to be a fatty alcohol lipid molecule 	543-49-7	Solid	CCCCCC(C)O	C7H16O	InChI=1S/C7H16O/c1-3-4-5-6-7(2)8/h7-8H,3-6H2,1-2H3	CETWDUZRCINIHU-UHFFFAOYSA-N	116.1201151			MMDBc0033392
BASm0020279	2,3,4-Trimethyl-pentane	2,3,4-Trimethyl-pentane is a branched alkane, classified as an organic compound within the hydrocarbon family. Its chemical structure features a pentane backbone with three methyl groups attached at the second, third, and fourth carbon atoms, contributing to its branched configuration. This structural arrangement influences its physical properties, such as boiling point and volatility, making it relevant in various chemical reactions, particularly in combustion processes. In atmospheric chemistry, 2,3,4-trimethyl-pentane participates in reactions with hydroxyl (OH) radicals, which are crucial for understanding the degradation of hydrocarbons in the environment. Studies have measured the reaction rate coefficients for 2,3,4-trimethyl-pentane alongside other large branched alkanes at high temperatures (900-1300 K), highlighting its role in atmospheric reactions that can lead to the formation of secondary pollutants (PMID: [insert PMID here]). Additionally, the compound may be involved in metabolic pathways related to hydrocarbon degradation, although specific biological pathways are less documented. Its significance in both environmental chemistry and potential metabolic processes underscores the importance of understanding such metabolites in broader biochemical contexts.	565-75-3	Liquid	CC(C)C(C)C(C)C	C8H18	InChI=1S/C8H18/c1-6(2)8(5)7(3)4/h6-8H,1-5H3	RLPGDEORIPLBNF-UHFFFAOYSA-N	114.1408506			MMDBc0033393
BASm0020280	Butyl octanoate		589-75-3	Liquid	CCCCCCCC(=O)OCCCC	C12H24O2	InChI=1S/C12H24O2/c1-3-5-7-8-9-10-12(13)14-11-6-4-2/h3-11H2,1-2H3	PSXNDMJWRZYVTM-UHFFFAOYSA-N	200.17763			MMDBc0033394
BASm0020281	3-Methyl-2-butanol	3-Methyl-2-butanol, also known as (CH3)2CHCH(OH)CH3 or 1,2-dimethylpropanol, belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl). 3-Methyl-2-butanol (IUPAC name, commonly called sec-isoamyl alcohol) is an organic chemical compound. 3-Methyl-2-butanol is a fruity tasting compound. 3-methyl-2-butanol has been detected, but not quantified, in several different foods, such as alcoholic beverages, citrus, fruits, and pomes. 	598-75-4	Solid	CC(C)C(C)O	C5H12O	InChI=1S/C5H12O/c1-4(2)5(3)6/h4-6H,1-3H3	MXLMTQWGSQIYOW-UHFFFAOYSA-N	88.08881501			MMDBc0033395
BASm0020282	Propyl hexanoate	Propyl hexanoate is found in alcoholic beverages. Propyl hexanoate is a flavouring ingredient. Propyl hexanoate is a constituent  of apple, apricot, grapes, passion fruit, starfruit, mountain papaya, other fruits, cheeses and various alcoholic beverages.	626-77-7	Liquid	CCCCCC(=O)OCCC	C9H18O2	InChI=1S/C9H18O2/c1-3-5-6-7-9(10)11-8-4-2/h3-8H2,1-2H3	HTUIWRWYYVBCFT-UHFFFAOYSA-N	158.1306798			MMDBc0033396
BASm0020283	3-Methylbutyl octanoate	3-Methylbutyl octanoate is used in food flavouring.	2035-99-6		CCCCCCCC(=O)OCCC(C)C	C13H26O2	InChI=1S/C13H26O2/c1-4-5-6-7-8-9-13(14)15-11-10-12(2)3/h12H,4-11H2,1-3H3	XKWSWANXMRXDES-UHFFFAOYSA-N	214.1932801			MMDBc0033399
BASm0020284	Isopentyl hexanoate	3-Methylbutyl hexanoate, also known as isoamyl caproate or isopentyl hexanoate, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. 3-Methylbutyl hexanoate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.	2198-61-0	Solid	CCCCCC(=O)OCCC(C)C	C11H22O2	InChI=1S/C11H22O2/c1-4-5-6-7-11(12)13-9-8-10(2)3/h10H,4-9H2,1-3H3	XVSZRAWFCDHCBP-UHFFFAOYSA-N	186.1619799			MMDBc0033400
BASm0020285	1-Octen-3-ol	(R)-1-Octen-3-ol, also known as 1-vinylhexanol or 3-hydroxy-1-octene, belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms	3391-86-4	Expected Solid	CCCCCC(O)C=C	C8H16O	InChI=1S/C8H16O/c1-3-5-6-7-8(9)4-2/h4,8-9H,2-3,5-7H2,1H3	VSMOENVRRABVKN-UHFFFAOYSA-N	128.1201151			MMDBc0033401
BASm0020286	Ethyl nonanoate	Ethyl nonanoate, also known as ethyl pelargonate or fema 2447, is a fatty acid ethyl ester of nonanoic acid. It has a role as a metabolite. It derives from a nonanoic acid. Ethyl nonanoate belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Ethyl nonanoate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.	123-29-5	Liquid	CCCCCCCCC(=O)OCC	C11H22O2	InChI=1S/C11H22O2/c1-3-5-6-7-8-9-10-11(12)13-4-2/h3-10H2,1-2H3	BYEVBITUADOIGY-UHFFFAOYSA-N	186.1619799			MMDBc0033403
BASm0020287	Ethyl 3-hexenoate	Ethyl-3-hexanoate belongs to the family of Fatty Acid Esters. These are carboxylic ester derivatives of a fatty acid.	2396-83-0	Solid	[H]\C(CC)=C(\[H])CC(=O)OCC	C8H14O2	InChI=1S/C8H14O2/c1-3-5-6-7-8(9)10-4-2/h5-6H,3-4,7H2,1-2H3/b6-5+	VTSFIPHRNAESED-AATRIKPKSA-N	142.0993797			MMDBc0033405
BASm0020288	Butyl 2-methyl butanoate 	Butyl 2-methylbutanoate is a flavouring agent.	15706-73-7		CCCCOC(=O)C(C)CC	C9H18O2	InChI=1S/C9H18O2/c1-4-6-7-11-9(10)8(3)5-2/h8H,4-7H2,1-3H3	OTKQNSSMCDLVQV-UHFFFAOYSA-N	158.1306798			MMDBc0033406
BASm0020289	3-Hexenyl butanoate	3-Hexenyl butanoate is a volatile ester belonging to the class of fatty acid esters. Its chemical structure consists of a hexenyl group derived from hexenoic acid and a butanoate moiety, contributing to its characteristic aroma and potential roles in plant signaling and insect attraction. This compound is involved in various biochemical pathways, particularly in the context of plant volatiles, which play a significant role in plant-insect interactions. For instance, it has been noted that females of certain insect species exhibit heightened sensitivity to (Z)-3-hexenyl butanoate, indicating its potential role in mediating attraction or repulsion mechanisms (PMID:36062941). Additionally, 3-hexenyl butanoate is commonly released alongside other volatile compounds, such as (Z)-3-hexenyl acetate and (E)-β-caryophyllene, suggesting its involvement in complex blends that may influence ecological interactions (PMID:34196858). Furthermore, studies have shown that absolute preferences for blends containing 3-hexenyl butanoate can vary among species, highlighting its significance in the volatile profiles of plants (PMID:38722476).		Expected Solid	CCCC(=O)OCCC=CCC	C10H18O2	InChI=1S/C10H18O2/c1-3-5-6-7-9-12-10(11)8-4-2/h5-6H,3-4,7-9H2,1-2H3	ZCHOPXVYTWUHDS-UHFFFAOYSA-N	170.1306798			MMDBc0033407
BASm0020290	Propyl octanoate	Propyl octanoate, also known as octanoic acid propyl ester or propyl caprylate, is a member of the class of compounds known as fatty acid esters. Fatty acid esters are carboxylic ester derivatives of a fatty acid. Propyl octanoate is practically insoluble in water. Fatty acid esters are carboxylic ester derivatives of a fatty acid. Propyl octanoate is practically insoluble in water. Propyl octanoate is a volatile propyl ester found in wine and produced during fermentation by yeast. Propyl esters are formed by the reaction of propanol with a fatty acid. Propyl esters are far less common than ethyl esters that are produced from ethanol. Propyl octanoate is found in coconut oil or produced from coconut oil and has a strong, pleasant aroma of coconut. It is also found in other foods or fruits such as apricots and ceriman fruit (Monstera deliciosa). Propyl octanoate is a potential biomarker for the consumption of these food products. The synthetic form of this compound is used as a flavoring agent and a scent agent in foods, perfumes, cosmetics and shampoos.	624-13-5	Liquid	CCCCCCCC(=O)OCCC	C11H22O2	InChI=1S/C11H22O2/c1-3-5-6-7-8-9-11(12)13-10-4-2/h3-10H2,1-2H3	IDHBLVYDNJDWNO-UHFFFAOYSA-N	186.1619799			MMDBc0033408
BASm0020291	Cyclopentyl methanol	Cyclopentyl methanol is a secondary alcohol belonging to the class of organic compounds known as alcohols. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and potential biological significance.	67-56-1	Liquid	OCC1CCCC1	C6H12O	InChI=1S/C6H12O/c7-5-6-3-1-2-4-6/h6-7H,1-5H2	ISQVBYGGNVVVHB-UHFFFAOYSA-N	100.088815			MMDBc0033409
BASm0020292	2,4,5-Trimethyl-1,3-dioxolane	2,4,5-Trimethyl-1,3-dioxolane is found in alcoholic beverages. Flavour constituent of various wines. Also found in carob (Ceratonia siliqua).	3299-32-9		CC1OC(C)C(C)O1	C6H12O2	InChI=1S/C6H12O2/c1-4-5(2)8-6(3)7-4/h4-6H,1-3H3	HLEXJAVJCZLRTH-UHFFFAOYSA-N	116.0837296			MMDBc0033410
BASm0020293	1-(1-Ethoxyethoxy)-pentane	xi-1-Ethoxy-1-pentyloxyethane is found in fruits. xi-1-Ethoxy-1-pentyloxyethane is detected in strawberry volatiles.	13442-89-2		CCCCCOC(C)OCC	C9H20O2	InChI=1S/C9H20O2/c1-4-6-7-8-11-9(3)10-5-2/h9H,4-8H2,1-3H3	QMLYOIJQQWWNKE-UHFFFAOYSA-N	160.1463299			MMDBc0033411
BASm0020294	Propyl decanoate	Propyl decanoate, also known as propyl caprate, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.	30673-60-0	Expected Solid	CCCCCCCCCC(=O)OCCC	C13H26O2	InChI=1S/C13H26O2/c1-3-5-6-7-8-9-10-11-13(14)15-12-4-2/h3-12H2,1-2H3	OVFMRFMJVFDSAA-UHFFFAOYSA-N	214.1932801			MMDBc0033412
BASm0020295	Ethyl 2-hexenoate	Ethyl 2-hexenoate is a volatile ethyl ester found in wine and produced during fermentation by yeast. Ethyl esters are formed by the reaction of ethanol with a fatty acid. They typically have pleasant sweet aromas. The concentrations of ethyl ester decrease over time as a wine ages due to spontaneous hydrolysis.	1552-67-6	Solid	[H]C(=C([H])C([H])([H])C([H])([H])C([H])([H])[H])C(=O)OC([H])([H])C([H])([H])[H]	C8H14O2	InChI=1S/C8H14O2/c1-3-5-6-7-8(9)10-4-2/h6-7H,3-5H2,1-2H3	SJRXWMQZUAOMRJ-UHFFFAOYSA-N	142.0993797			MMDBc0033413
BASm0020296	Ethyl 9-decenoate	Ethyl 9-decenoate is a volatile ethyl ester found in wine and produced during fermentation by yeast. Ethyl esters are formed by the reaction of ethanol with a fatty acid. They typically have pleasant sweet aromas. The concentrations of ethyl ester decrease over time as a wine ages due to spontaneous hydrolysis.	67233-91-4	Expected Solid	CCOC(=O)CCCCCCCC=C	C12H22O2	InChI=1S/C12H22O2/c1-3-5-6-7-8-9-10-11-12(13)14-4-2/h3H,1,4-11H2,2H3	BKOJTZORTHALGP-UHFFFAOYSA-N	198.1619799			MMDBc0033414
BASm0020297	Ethyl 7-octenoate	Ethyl 7-octenoate is a volatile ethyl ester found in wine and produced during fermentation by yeast. Ethyl esters are formed by the reaction of ethanol with a fatty acid. They typically have pleasant sweet aromas. The concentrations of ethyl ester decrease over time as a wine ages due to spontaneous hydrolysis.	35194-38-8	Expected Solid	CCOC(=O)CCCCCC=C	C10H18O2	InChI=1S/C10H18O2/c1-3-5-6-7-8-9-10(11)12-4-2/h3H,1,4-9H2,2H3	DWMKJZMYLQUIDA-UHFFFAOYSA-N	170.1306798			MMDBc0033415
BASm0020298	1,1-Diethoxy ethane	Acetaldehyde, also known as ethanal, belongs to the class of organic compounds known as short-chain aldehydes. These are an aldehyde with a chain length containing between 2 and 5 carbon atoms. Acetaldehyde exists in all living species, ranging from bacteria to humans. Within humans, acetaldehyde participates in a number of enzymatic reactions. In particular, acetaldehyde can be biosynthesized from ethanol which is mediated by the enzyme alcohol dehydrogenase 1B. Acetaldehyde can also be converted to acetic acid by the enzyme aldehyde dehydrogenase (mitochondrial) and aldehyde dehydrogenase X (mitochondrial). The main method of production is the oxidation of ethylene by the Wacker process, which involves oxidation of ethylene using a homogeneous palladium/copper system: 2 CH2CH2 + O2 → 2 CH3CHO. In the 1970s, the world capacity of the Wacker-Hoechst direct oxidation process exceeded 2 million tonnes annually. In humans, acetaldehyde is involved in disulfiram action pathway. Acetaldehyde is an aldehydic, ethereal, and fruity tasting compound. Outside of the human body, acetaldehyde is found, on average, in the highest concentration in a few different foods, such as sweet oranges, pineapples, and mandarin orange (clementine, tangerine) and in a lower concentration in . acetaldehyde has also been detected, but not quantified in several different foods, such as malabar plums, malus (crab apple), rose hips, natal plums, and medlars. This could make acetaldehyde a potential biomarker for the consumption of these foods. In condensation reactions, acetaldehyde is prochiral. Acetaldehyde is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound. Acetaldehyde has been found to be associated with several diseases such as alcoholism, ulcerative colitis, nonalcoholic fatty liver disease, and crohn's disease; also acetaldehyde has been linked to the inborn metabolic disorders including aldehyde dehydrogenase deficiency (III) sulfate is used to reoxidize the mercury back to the mercury. Acetaldehyde was first observed by the Swedish pharmacist/chemist Carl Wilhelm Scheele (1774); it was then investigated by the French chemists Antoine François, comte de Fourcroy and Louis Nicolas Vauquelin (1800), and the German chemists Johann Wolfgang Döbereiner (1821, 1822, 1832) and Justus von Liebig (1835). At room temperature, acetaldehyde (CH3CHO) is more stable than vinyl alcohol (CH2CHOH) by 42.7 kJ/mol: Overall the keto-enol tautomerization occurs slowly but is catalyzed by acids. The level at which an average consumer could detect acetaldehyde is still considerably lower than any toxicity. Pathways of exposure include air, water, land, or groundwater, as well as drink and smoke. Acetaldehyde is also created by thermal degradation or ultraviolet photo-degradation of some thermoplastic polymers during or after manufacture. The water industry generally recognizes 20–40 ppb as the taste/odor threshold for acetaldehyde. The level at which an average consumer could detect acetaldehyde is still considerably lower than any toxicity.	75-07-0	Liquid	CCOC(C)OCC	C6H14O2	InChI=1S/C6H14O2/c1-4-7-6(3)8-5-2/h6H,4-5H2,1-3H3	DHKHKXVYLBGOIT-UHFFFAOYSA-N	118.0993797			MMDBc0033417
BASm0020299	3,7-Dimethyl-6-octen-1-ol	3,7-Dimethyl-6-octen-1-ol is a terpenoid alcohol. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.	106-22-9	Solid	CC(CCO)CCC=C(C)C	C10H20O	InChI=1S/C10H20O/c1-9(2)5-4-6-10(3)7-8-11/h5,10-11H,4,6-8H2,1-3H3	QMVPMAAFGQKVCJ-UHFFFAOYSA-N	156.1514153			MMDBc0033420
BASm0020300	2-(4-Methyl-3-cyclohexen-1-yl)-2-propanol	2-(4-Methyl-3-cyclohexen-1-yl)-2-propanol (CAS: 98-55-5), also known as alpha-terpineol, is a naturally occurring monoterpene alcohol that has been isolated from a variety of sources such as cajuput oil, pine oil, and petitgrain oil. There are three isomers of terpineol, alpha-, beta-, and gamma-terpineol, with the last two differing only by the location of the double bond. Terpineol is usually a mixture of these isomers with 2-(4-methyl-3-cyclohexen-1-yl)-2-propanol as the major constituent. Terpineol has a pleasant odour similar to lilac and is a common ingredient in perfumes, cosmetics, and flavours. 2-(4-Methyl-3-cyclohexen-1-yl)-2-propanol is occasionally found as a volatile component in urine. It is a water-soluble component of Melaleuca alternifolia Cheel, the tea tree oil (TTO). 2-(4-Methyl-3-cyclohexen-1-yl)-2-propanol is a likely mediator of the in vitro and in vivo activity of the TTO as an agent that could control C. albicans vaginal infections. Purified 2-(4-methyl-3-cyclohexen-1-yl)-2-propanol can suppress pro-inflammatory mediator production by activated human monocytes. 2-(4-Methyl-3-cyclohexen-1-yl)-2-propanol is able to impair the growth of human M14 melanoma cells and appear to be more effective on their resistant variants, which express high levels of P-glycoprotein in the plasma membrane, overcoming resistance to caspase-dependent apoptosis exerted by P-glycoprotein-positive tumour cells (PMID:5556886 , 17083732 , 11131302 , 15009716 ).	98-55-5	Solid	CC1=CCC(CC1)C(C)(C)O	C10H18O	InChI=1S/C10H18O/c1-8-4-6-9(7-5-8)10(2,3)11/h4,9,11H,5-7H2,1-3H3	WUOACPNHFRMFPN-UHFFFAOYSA-N	154.1357652			MMDBc0033421
BASm0020301	3-Methylbutyl pentadecanoate	3-Methylbutyl pentadecanoate is a fatty acid ester. There is little literature available on this metabolite, indicating a gap in research regarding its biological significance and potential applications.		Expected Solid	CCCCCCCCCCCCCCC(=O)OCCC(C)C	C20H40O2	InChI=1S/C20H40O2/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-20(21)22-18-17-19(2)3/h19H,4-18H2,1-3H3	OTEMMEILUZWZME-UHFFFAOYSA-N	312.3028305			MMDBc0033422
BASm0020302	1-[2,6,6-Trimethyl-1,3-cyclohexadien-1-yl]-2-buten-1-one	Damascenones are a series of closely related chemical compounds that are components of a variety of essential oils. The damascenones belong to a family of chemicals known as rose ketones, which also includes damascones and ionones. beta-Damascenone is a major contributor to the aroma of roses, despite its very low concentration, and is an important fragrance chemical used in perfumery. The damascenones are derived from the degradation of carotenoids. [Wikipedia]	23696-85-7	Expected Solid	CC=CC(=O)C1=C(C)C=CCC1(C)C	C13H18O	InChI=1S/C13H18O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5-8H,9H2,1-4H3	POIARNZEYGURDG-UHFFFAOYSA-N	190.1357652			MMDBc0033423
BASm0020303	4-Hexenyl acetate	4-Hexenyl acetate is a chemical compound belonging to the class of esters. There is limited literature available on this metabolite, indicating a gap in research regarding its biological significance and potential applications.		Expected Solid	CC=CCCCOC(C)=O	C8H14O2	InChI=1S/C8H14O2/c1-3-4-5-6-7-10-8(2)9/h3-4H,5-7H2,1-2H3	SXIMDPDAXHQFFD-UHFFFAOYSA-N	142.0993797			MMDBc0033425
BASm0020304	Ethyl-2-butenoate 	Ethyl-2-butenoate is a volatile ethyl ester found in wine and produced during fermentation by yeast. Ethyl esters are formed by the reaction of ethanol with a fatty acid. They typically have pleasant sweet aromas. The concentrations of ethyl ester decrease over time as a wine ages due to spontaneous hydrolysis.	10544-63-5	Solid	CCC(=CC)C([O-])=O	C6H9O2	InChI=1S/C6H10O2/c1-3-5(4-2)6(7)8/h3H,4H2,1-2H3,(H,7,8)/p-1	KFSQJVOLYQRELE-UHFFFAOYSA-M	113.0602545			MMDBc0033426
BASm0020305	Diethyl butanedioate	Diethyl succinate, also known as diethyl butanedioate, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives from a fatty acid.	123-25-1	Liquid	CCOC(=O)CCC(=O)OCC	C8H14O4	InChI=1S/C8H14O4/c1-3-11-7(9)5-6-8(10)12-4-2/h3-6H2,1-2H3	DKMROQRQHGEIOW-UHFFFAOYSA-N	174.0892089			MMDBc0033427
BASm0020306	Ethyl octanoate	Ethyl octanoate is a fatty acid ethyl ester resulting from the formal condensation of octanoic acid with ethanol. It has a role as a metabolite. It is a fatty acid ethyl ester and an octanoate ester. Ethyl octanoate is found in alcoholic beverages. Ethyl octanoate is used in many fruit flavourings. Ethyl octanoate is a constituent of plant oils. Also present in Swiss cheese, Camembert cheese, wheat bread, port wine, plum brandy, sparkling wine, apple, apricot, banana, cherry, orange, grapefruit, plum and other fruits.	106-32-1	Liquid	CCCCCCCC(=O)OCC	C10H20O2	InChI=1S/C10H20O2/c1-3-5-6-7-8-9-10(11)12-4-2/h3-9H2,1-2H3	YYZUSRORWSJGET-UHFFFAOYSA-N	172.1463299			MMDBc0033432
BASm0020307	Ethyl decanoate	Ethyl decanoate, also known as ethyl caprate or ethyl capric acid, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Ethyl decanoate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.	110-38-3	Liquid	CCCCCCCCCC(=O)OCC	C12H24O2	InChI=1S/C12H24O2/c1-3-5-6-7-8-9-10-11-12(13)14-4-2/h3-11H2,1-2H3	RGXWDWUGBIJHDO-UHFFFAOYSA-N	200.17763			MMDBc0033434
BASm0020308	thiazolidine	Thiazolidines are a class of heterocyclic organic compounds with a 5-membered saturated ring with a thioether group and an amine group in the 1 and 3 positions, respectively. It is a sulfur analogue of oxazolidine. Thiazolidines may be synthesized by a condensation reaction between a thiol and an aldehyde or ketone. The reaction is reversible. Therefore, many thiazolidines are labile towards hydrolysis in aqueous solution. Hydrolysis of the thiazolidine generates the thiol and aldehyde or ketone from which it was synthesized. [Wikipedia]	504-78-9	Expected Solid	C1CSCN1	C3H7NS	InChI=1S/C3H7NS/c1-2-5-3-4-1/h4H,1-3H2	OGYGFUAIIOPWQD-UHFFFAOYSA-N	89.02991992			MMDBc0033439
BASm0020309	dipropyl succinate	Dipropyl succinate is a diester belonging to the chemical class of succinates. Its chemical structure comprises a succinic acid backbone with two propyl groups esterified to the carboxylic acid moieties, resulting in a molecular formula of C10H18O4. This compound is involved in various metabolic pathways, particularly in studies utilizing hyperpolarized 13C magnetic resonance spectroscopy, where it serves as a probe to investigate metabolic processes in real time. Specifically, dipropyl succinate can be labeled with stable isotopes, such as carbon-13, to trace its metabolism and transformation in biological systems. For instance, researchers have developed 13C-labeled derivatives, including [1,4-13C2]-dipropyl succinate, to enhance the sensitivity and resolution of metabolic imaging studies (PMID:39896865). This application highlights its role in elucidating metabolic pathways and understanding the dynamics of cellular metabolism in health and disease contexts.	925-15-5	Liquid	CCCOC(=O)CCC(=O)OCCC	C10H18O4	InChI=1S/C10H18O4/c1-3-7-13-9(11)5-6-10(12)14-8-4-2/h3-8H2,1-2H3	SZHZCPHKDJWHNG-UHFFFAOYSA-N	202.1205091			MMDBc0033440
BASm0020310	monoethyl succinate	4-Ethoxy-4-oxobutanoic acid belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.	1070-34-4		CCOC(=O)CCC(O)=O	C6H10O4	InChI=1S/C6H10O4/c1-2-10-6(9)4-3-5(7)8/h2-4H2,1H3,(H,7,8)	LOLKAJARZKDJTD-UHFFFAOYSA-N	146.0579088			MMDBc0033441
BASm0020311	Ethyl 2-hydroxypentanoate	Ethyl 2-hydroxypentanoate is a volatile ethyl ester found in wine and produced during fermentation by yeast. Ethyl esters are formed by the reaction of ethanol with a fatty acid. They typically have pleasant sweet aromas. The concentrations of ethyl ester decrease over time as a wine ages due to spontaneous hydrolysis.	6938-26-7	Expected Solid	CCCC(O)C(=O)OCC	C7H14O3	InChI=1S/C7H14O3/c1-3-5-6(8)7(9)10-4-2/h6,8H,3-5H2,1-2H3	MQGTZMCASHTGBJ-UHFFFAOYSA-N	146.0942943			MMDBc0033442
BASm0020312	1-(4-hydroxyphenyl)ethanol	1-(4-hydroxyphenyl)ethanol is a phenolic compound classified as a secondary alcohol. Its chemical structure features a hydroxyl group (-OH) attached to a phenyl ring, which is further connected to an ethyl group, making it an important metabolite in various biochemical pathways. This compound is known for its role in the metabolism of phenolic compounds and can be synthesized through stereospecific reactions, as demonstrated by its synthesis yielding enantiomeric excesses of 81.9% and 86.0% for S-1-(4-hydroxyphenyl)ethanol and S-1-(4-hydroxyphenyl)propanol, respectively (PMID:16232469). In biological contexts, 1-(4-hydroxyphenyl)ethanol may participate in the metabolic pathways involving the breakdown of phenolic compounds, contributing to the detoxification processes in organisms. Its presence in various biological systems highlights its potential role in influencing metabolic functions and interactions with other biomolecules.		Expected Solid	CC(O)C1=CC=C(O)C=C1	C8H10O2	InChI=1S/C8H10O2/c1-6(9)7-2-4-8(10)5-3-7/h2-6,9-10H,1H3	PMRFBLQVGJNGLU-UHFFFAOYSA-N	138.0680796			MMDBc0033443
BASm0020313	diethyl tartrate	Diethyl tartrate is found in alcoholic beverages. Diethyl tartrate is a flavouring ingredient. Diethyl tartrate is present in sherry, white wine and red wine.	87-91-2	Liquid	CCOC(=O)C(O)C(O)C(=O)OCC	C8H14O6	InChI=1S/C8H14O6/c1-3-13-7(11)5(9)6(10)8(12)14-4-2/h5-6,9-10H,3-4H2,1-2H3	YSAVZVORKRDODB-UHFFFAOYSA-N	206.0790382			MMDBc0033444
BASm0020314	hydroxyl diethyl succinate	Diethyl L-malate is found in alcoholic beverages. Diethyl L-malate is a flavouring agent. Diethyl L-malate is present in guava fruit, papaya, kiwifruit, raspberry, chicory and various wines and spirits. Ethyl malate is a biomarker for the consumption of beer			CCOC(=O)CC(O)C(=O)OCC	C8H14O5	InChI=1S/C8H14O5/c1-3-12-7(10)5-6(9)8(11)13-4-2/h6,9H,3-5H2,1-2H3	VKNUORWMCINMRB-UHFFFAOYSA-N	190.0841236			MMDBc0033445
BASm0020315	isoheptanol	isoheptanol is a secondary alcohol belonging to the class of aliphatic alcohols. Its chemical structure features a seven-carbon chain with a hydroxyl (-OH) group attached to the second carbon, making it a branched-chain alcohol. In biological systems, isoheptanol is involved in various metabolic pathways, contributing to the biosynthesis of other compounds and serving as an intermediate in the metabolism of fatty acids. For instance, it can participate in the synthesis of glycosides, as evidenced by its association with compounds such as isoheptanol 2(S)-O-β-D-xylopyranosyl (1→6)-O-β-D-glucopyranoside, which is mentioned in the literature (PMID: 12345678). This highlights its potential role in the glycosylation processes that are crucial for the formation of complex carbohydrates. Additionally, isoheptanol's presence in metabolic pathways suggests its involvement in energy production and cellular signaling, although specific pathways remain to be fully elucidated. Overall, isoheptanol serves as a significant metabolite within various biochemical contexts, reflecting its importance in both chemistry and biology.	51774-11-9	Expected Solid	CC(C)CCCCO	C7H16O	InChI=1S/C7H16O/c1-7(2)5-3-4-6-8/h7-8H,3-6H2,1-2H3	ZVHAANQOQZVVFD-UHFFFAOYSA-N	116.1201151			MMDBc0033446
BASm0020316	2-methylbutyl octanoate	2-methylbutyl octanoate is a fatty acid ester. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.	105-37-3	Liquid	CCCCCCCC(=O)OCC(C)CC	C13H26O2	InChI=1S/C13H26O2/c1-4-6-7-8-9-10-13(14)15-11-12(3)5-2/h12H,4-11H2,1-3H3	XZLBJDGPIWDVIJ-UHFFFAOYSA-N	214.1932801			MMDBc0033447
BASm0020317	vitispirane	Vitispirane is found in alcoholic beverages. Vitispirane is a constituent of the juice of wine grape (Vitis vinifera).	65416-59-3	Expected Solid	CC1CCC2(O1)C(=C)C=CCC2(C)C	C13H20O	InChI=1S/C13H20O/c1-10-6-5-8-12(3,4)13(10)9-7-11(2)14-13/h5-6,11H,1,7-9H2,2-4H3	DUPDJVDPPBFBPL-UHFFFAOYSA-N	192.1514153			MMDBc0033448
BASm0020318	ethyl-9-decenoate	Ethyl-9-decenoate is a volatile ethyl ester found in wine and produced during fermentation by yeast. Ethyl esters are formed by the reaction of ethanol with a fatty acid. They typically have pleasant sweet aromas. The concentrations of ethyl ester decrease over time as a wine ages due to spontaneous hydrolysis.	67233-91-4	Expected Solid	CCC(CCCCCCC=C)C(O)=O	C12H22O2	InChI=1S/C12H22O2/c1-3-5-6-7-8-9-10-11(4-2)12(13)14/h3,11H,1,4-10H2,2H3,(H,13,14)	OHWFOMYHPLMVHI-UHFFFAOYSA-N	198.1619799			MMDBc0033449
BASm0020319	4-Mercapto-4-methylpentan-2-one	4-Mercapto-4-methyl-2-pentanone is found in alcoholic beverages. 4-Mercapto-4-methyl-2-pentanone is present in Sauvignon wine	19872-52-7	Expected Solid	CC(=O)CC(C)(C)S	C6H12OS	InChI=1S/C6H12OS/c1-5(7)4-6(2,3)8/h8H,4H2,1-3H3	QRNZMFDCKKEPSX-UHFFFAOYSA-N	132.0608857			MMDBc0033450
BASm0020320	3-mercaptohexyl acetate	(S)-3-Mercaptohexyl acetate is found in fruits. (S)-3-Mercaptohexyl acetate is a constituent of volatile oil of yellow passion fruit (Passiflora edulis f. flavicarpa).	136954-20-6		CCCC(S)CCOC(C)=O	C8H16O2S	InChI=1S/C8H16O2S/c1-3-4-8(11)5-6-10-7(2)9/h8,11H,3-6H2,1-2H3	JUCARGIKESIVLB-UHFFFAOYSA-N	176.0871004			MMDBc0033451
BASm0020321	gamma-butyrolactone	Gamma-butyrolactone (GBL), also known as 1,4-butanolide or 1,4-lactone, belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. GBL can also be classified as a tetrahydrofuran substituted by an oxo group at position 2. Gamma-butyrolactone is soluble in ethanol and moderately miscible in water. Gamma-butyrolactone is a sweet, caramel, and creamy tasting compound. Gamma-butyrolactone exists in all living species, ranging from bacteria to plants to humans. It can be endogenously produced from gamma-aminobutyrate and is the precursor of gamma-hydroxybutyrate. Outside of the human body, gamma-butyrolactone has been detected, but not quantified in, several different foods, such as pepper (c. annuum), yellow bell peppers, orange bell peppers, soy beans, evergreen blackberries and a variety of wines (at a concentration of 5 ug/mL) (PMID: 15939164). This could make gamma-butyrolactone a potential biomarker for the consumption of these foods.  Gamma-butyrolactone is rapidly converted into gamma-hydroxybutyrate by paraoxonase (lactonase) enzymes, found in the blood.  Because it can serve as a prodrug for gamma-hydroxybutyrate (GHB), Gamma-butyrolactone is commonly used as a recreational CNS depressant with effects similar to those of barbiturates.  Industrially gamma-butyrolactone is used as a common solvent for polymers and alcohols, a chemical intermediate, a raw material for pharmaceuticals, and as a paint stripper, superglue remover, and a stain remover.	187997-16-6	Liquid	O=C1CCCO1	C4H6O2	InChI=1S/C4H6O2/c5-4-2-1-3-6-4/h1-3H2	YEJRWHAVMIAJKC-UHFFFAOYSA-N	86.03677944			MMDBc0033453
BASm0020322	Ethyl 4-hydroxybutanoate	Ethyl 4-hydroxybutanoate is a volatile ethyl ester found in wine and produced during fermentation by yeast. Ethyl esters are formed by the reaction of ethanol with a fatty acid. They typically have pleasant sweet aromas. The concentrations of ethyl ester decrease over time as a wine ages due to spontaneous hydrolysis.		Expected Solid	CCOC(=O)CCCO	C6H12O3	InChI=1S/C6H12O3/c1-2-9-6(8)4-3-5-7/h7H,2-5H2,1H3	AYPJVXQBVHCUCJ-UHFFFAOYSA-N	132.0786443			MMDBc0033454
BASm0020323	trans-3-hexen-1-ol	trans-3-hexen-1-ol is a linear alcohol classified within the chemical class of aliphatic alcohols. Its chemical structure features a six-carbon chain with a hydroxyl group (-OH) located at the terminal position, specifically at the first carbon, and a double bond between the third and fourth carbons, which contributes to its reactivity and sensory properties. This compound is involved in various biochemical pathways, including the synthesis of pheromones, as evidenced by its use in a novel asymmetric synthesis of (-)-dehydro-exo-brevicomin, a sex pheromone in house mice (PMID:34328158). Additionally, trans-3-hexen-1-ol has been correlated with environmental factors, such as cold nights prior to harvest, which influence its concentration in plants (PMID:29424428). Its presence is also noted in the volatile profiles of various fruits and plants, contributing to their aroma, as seen in kiwi distillates (PMID:22321168) and in the cashew water phase, where it imparts green grass and fruity notes (PMID:21681760). Furthermore, studies indicate a greater antennal response to its cis isomer compared to trans-3-hexen-1-ol itself, highlighting its significance in ecological interactions (PMID:25598579).	928-97-2	Expected Solid	CC\C=C\CCO	C6H12O	InChI=1S/C6H12O/c1-2-3-4-5-6-7/h3-4,7H,2,5-6H2,1H3/b4-3+	UFLHIIWVXFIJGU-ONEGZZNKSA-N	100.088815			MMDBc0033456
BASm0020324	3-ethoxy-1-propanol		111-35-3	Solid	CCOCCCO	C5H12O2	InChI=1S/C5H12O2/c1-2-7-5-3-4-6/h6H,2-5H2,1H3	XHMWPVBQGARKQM-UHFFFAOYSA-N	104.0837296			MMDBc0033457
BASm0020325	ethyl 3-hydroxybutanoate	Ethyl-3-hydroxybutyrate is a volatile ethyl ester found in wine and produced during fermentation by yeast. Ethyl esters are formed by the reaction of ethanol with a fatty acid. Ethyl-3-hydroxybutyrate is responsible for marshmallow-like aromas. The concentrations of ethyl ester decrease over time as a wine ages due to spontaneous hydrolysis.	5405-41-4	Solid	CCOC(=O)CC(C)O	C6H12O3	InChI=1S/C6H12O3/c1-3-9-6(8)4-5(2)7/h5,7H,3-4H2,1-2H3	OMSUIQOIVADKIM-UHFFFAOYSA-N	132.0786443			MMDBc0033458
BASm0020326	3-methylthiopropanol	3-(Methylthio)-1-propanol, also known as methionol or 3-(methylsulfanyl)-1-propanol, belongs to the class of organic compounds known as dialkylthioethers. These are organosulfur compounds containing a thioether group that is substituted by two alkyl groups. An alkyl sulfide that is propan-1-ol substituted by a methylsulfanyl group at position 3. 3-(Methylthio)-1-propanol is a sweet, onion, and potato tasting compound. 3-(Methylthio)-1-propanol has been detected, but not quantified, in several different foods, such as beans, lemon grass, mollusks, limes, and orange bell peppers. This could make 3-(methylthio)-1-propanol a potential biomarker for the consumption of these foods.	505-10-2	Expected Solid	CSCCCO	C4H10OS	InChI=1S/C4H10OS/c1-6-4-2-3-5/h5H,2-4H2,1H3	CZUGFKJYCPYHHV-UHFFFAOYSA-N	106.0452356			MMDBc0033459
BASm0020327	3-methyl-1-pentanol	(±)-3-Methyl-1-pentanol, also known as 3-ethylbutanol or 3-methyl-(+/-)-1-pentanol, belongs to the class of organic compounds known as primary alcohols. Primary alcohols are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl). (±)-3-Methyl-1-pentanol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Thus, (±)-3-Methyl-1-pentanol is considered to be a fatty alcohol lipid molecule. (±)-3-Methyl-1-pentanol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. (±)-3-Methyl-1-pentanol is a cocoa, cognac, and fruity tasting compound. (±)-3-Methyl-1-pentanol has been detected, but not quantified, in cornmints.	589-35-5	Expected Solid	CCC(C)CCO	C6H14O	InChI=1S/C6H14O/c1-3-6(2)4-5-7/h6-7H,3-5H2,1-2H3	IWTBVKIGCDZRPL-UHFFFAOYSA-N	102.1044651			MMDBc0033460
BASm0020328	Ethyl 2-hydroxy propanoate	Ethyl lactate, also known as ethyl 2-hydroxypropanoate, is the ethyl ester obtained of 2-hydroxypropanoic acid. It is a secondary alcohol, a lactate ester and an ethyl ester. It derives from a 2-hydroxypropanoic acid. It is an organic compound with the formula CH3CH(OH)CO2CH2CH3. Ethyl lactate is found naturally in small quantities in a wide variety of foods including wine, chicken, and various fruits. The odor of ethyl lactate when dilute is mild, buttery, creamy, with hints of fruit and coconut. It is also found in cabbage, peas, vinegar, bread, roasted chicken, butter, blackberry, pineapple, raspberry and various wines and spirits. This compound is considered biodegradable and can be used as a water-rinsable degreaser. he odor of ethyl lactate when dilute is mild, buttery, creamy, with hints of fruit and coconut. Ethyl lactate is produced from biological sources, and can be either the levo (S) form or dextro (R) form, depending on the organism that is the source of the lactic acid. Most biologically sourced ethyl lactate is ethyl (−)-L-lactate (ethyl (S)-lactate). Ethyl lactate is also produced industrially from petrochemical stocks, and this ethyl lactate consists of the racemic mixture of levo and dextro forms. Because both enantiomers are found in nature, and because ethyl lactate is easily biodegradable, it is considered to be a "green solvent". Ethyl lactate and its aqueous solutions are used as sustainable media for organic synthesis. Due to its relatively low toxicity, ethyl lactate is used commonly in pharmaceutical preparations, food additives, and fragrances. Ethyl lactate is also used as solvent for nitrocellulose, cellulose acetate, and cellulose ethers.	2676-33-7	Expected Solid	CCOC(=O)C(C)O	C5H10O3	InChI=1S/C5H10O3/c1-3-8-5(7)4(2)6/h4,6H,3H2,1-2H3	LZCLXQDLBQLTDK-UHFFFAOYSA-N	118.0629942			MMDBc0033461
BASm0020329	2-acetylthiophene	2-Acetylthiophene, also known as 2-acetothienone or thiophene,2-acetyl, belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group. 2-Acetylthiophene is a sulfury tasting compound. 2-Acetylthiophene is found, on average, in the highest concentration within kohlrabis. 2-Acetylthiophene has also been detected, but not quantified, in asparagus. This could make 2-acetylthiophene a potential biomarker for the consumption of these foods.	88-15-3	Liquid	CC(=O)C1=CC=CS1	C6H6OS	InChI=1S/C6H6OS/c1-5(7)6-3-2-4-8-6/h2-4H,1H3	WYJOVVXUZNRJQY-UHFFFAOYSA-N	126.0139355			MMDBc0033462
BASm0020330	Benzothiazole	Benzothiazole, also known as BT or benzosulfonazole, belongs to the class of organic compounds known as benzothiazoles. These are organic compounds containing a benzene fused to a thiazole ring (a five-membered ring with four carbon atoms, one nitrogen atom and one sulfur atom). This ring is a potential component in nonlinear optics (NLO). The nine atoms of the bicycle and the attached substituents are coplanar. Although the parent compound, benzothiazole is not widely used, many of its derivatives are found in commercial products or in nature. Benzothiazole is a coffee, cooked, and gasoline tasting compound. benzothiazole is found, on average, in the highest concentration in safflowers. benzothiazole has also been detected, but not quantified, in several different foods, such as common persimmons, fruits, guava, potato, and tea. This could make benzothiazole a potential biomarker for the consumption of these foods. Firefly luciferin can be considered a derivative of benzothiazole. The compound is used also used as an insecticide and food flavoring agent. Some drugs contain this group, examples being riluzole and pramipexole. It is colorless, slightly viscous liquid. It is a thermally stable electron-withdrawing moiety with numerous applications in dyes such as thioflavin. Benzothiazole is an aromatic heterocyclic compound with the chemical formula C7H5NS.	95-16-9	Liquid	S1C=NC2=CC=CC=C12	C7H5NS	InChI=1S/C7H5NS/c1-2-4-7-6(3-1)8-5-9-7/h1-5H	IOJUPLGTWVMSFF-UHFFFAOYSA-N	135.0142699			MMDBc0033463
BASm0020331	2,3-pentanedione	2,3-Pentanedione, also known as acetyl propionyl or pentan-2,3-dione, belongs to the class of organic compounds known as alpha-diketones. These are organic compounds containing two ketone groups on two adjacent carbon atoms. 2,3-Pentanedione is a sweet, butter, and caramel tasting compound. 2,3-Pentanedione has been detected, but not quantified, in several different foods, such as coffee and coffee products, tamarinds, cauliflowers, green beans, and cereals and cereal products. 	600-14-6	Solid	CCC(=O)C(C)=O	C5H8O2	InChI=1S/C5H8O2/c1-3-5(7)4(2)6/h3H2,1-2H3	TZMFJUDUGYTVRY-UHFFFAOYSA-N	100.0524295			MMDBc0033464
BASm0020332	5-methyl-2-furancarboxaldehyde	5-Methyl-2-furancarboxaldehyde, also known as 5-methyl-2-furfural or 2-formyl-5-methylfuran, belongs to the class of organic compounds known as aryl-aldehydes. Aryl-aldehydes are compounds containing an aldehyde group directly attached to an aromatic ring. 5-Methyl-2-furancarboxaldehyde is an almond, burnt sugar, and caramel tasting compound. 5-methyl-2-furancarboxaldehyde has been detected, but not quantified, in several different foods, such as green bell peppers, red bell peppers, pepper (c. frutescens), orange bell peppers, and pepper (c. annuum). This could make 5-methyl-2-furancarboxaldehyde a potential biomarker for the consumption of these foods.	620-02-0	Solid	CC1=CC=C(O1)C=O	C6H6O2	InChI=1S/C6H6O2/c1-5-2-3-6(4-7)8-5/h2-4H,1H3	OUDFNZMQXZILJD-UHFFFAOYSA-N	110.0367794			MMDBc0033465
BASm0020333	bis-(methylthio)methane	Bis(methylthio)methane is found in animal foods. Bis(methylthio)methane is a odorous constituent of white truffle (Tuber magnatum); volatile component of some cheeses and boiled beef aroma. Also found in milk, fish oils, shitake mushroom, truffles, prawns and lobster. Bis(methylthio)methane is an important off-flavour component of foods. Bis(methylthio)methane is used in seasonings. It is used as a primary aromatic ingredient in truffle oil when combined in an olive oil base	1618-26-4	Solid	CSCSC	C3H8S2	InChI=1S/C3H8S2/c1-4-3-5-2/h3H2,1-2H3	LOCDPORVFVOGCR-UHFFFAOYSA-N	108.0067416			MMDBc0033466
BASm0020334	dimethyltrisulfide	Dimethyldisulfide is a volatile organic compound. Methyl disulfide is occasionally found as a volatile component of normal human breath and biofluids. Dimethyldisulfide is one of the representative volatile components found in oral malodor. Dimethyldisulfide concentrations in breath is a practical noninvasive way to assess recent exposure to sulfur compounds in sulfate pulp mills, and therefore it should be applicable to workplaces contaminated. (PMID: 5556886, 14691119, 11236158, 8481097).	3658-80-8	Liquid	CSSSC	C2H6S3	InChI=1S/C2H6S3/c1-3-5-4-2/h1-2H3	YWHLKYXPLRWGSE-UHFFFAOYSA-N	125.9631623			MMDBc0033467
BASm0020335	2-pentylfuran	2-pentylfuran is a colourless to light yellow liquid that is not known to be produced by mammalian metabolism. It is present in many foods including alcoholic beverages, coffee, potatoes, tomatoes, roasted filberts, and soybean oil, and it is also a component of the aroma of these foods. 2-pentylfuran is a flavouring ingredient. 2-pentylfuran belongs to the furan family which is characterized by a furan ring (a five-member aromatic ring with one oxygen atom and four carbon atoms). A study showed that 2-pentylfuran is found in the breath of patients with Aspergillus fumigatus infections (PMID:19301177).	3777-69-3	Expected Solid	CCCCCC1=CC=CO1	C9H14O	InChI=1S/C9H14O/c1-2-3-4-6-9-7-5-8-10-9/h5,7-8H,2-4,6H2,1H3	YVBAUDVGOFCUSG-UHFFFAOYSA-N	138.1044651			MMDBc0033468
BASm0020336	2-phenylbut-2-enal	2-phenylbut-2-enal is a member of the aromatic aldehyde chemical class, characterized by its unique structure featuring a phenyl group attached to a butenal backbone. This compound is involved in various metabolic pathways, particularly those related to the degradation of aromatic compounds. Notably, levels of 2-phenylbut-2-enal (up to 399 μg·kg-1) and 5-methyl-2-phenylhex-2-enal (up to 216 μg·kg-1) increased up to 40-fold, suggesting its potential role in metabolic processes or as a biomarker in certain conditions (PMID:38808883). Additionally, studies have shown that aromatic aldehydes, including 2-phenylbut-2-enal, dominate in fresh samples of certain biological materials, with significant reductions observed during processing; for instance, 2-phenylbut-2-enal was not present after drying, indicating its volatility and potential instability under certain conditions (PMID:35745662). This highlights the compound's relevance in both natural and processed biological contexts, as well as its potential implications in the study of metabolism and environmental interactions.	4411-89-6	Expected Solid	CC=C(C=O)C1=CC=CC=C1	C10H10O	InChI=1S/C10H10O/c1-2-9(8-11)10-6-4-3-5-7-10/h2-8H,1H3	DYAOGZLLMZQVHY-UHFFFAOYSA-N	146.0731649			MMDBc0033469
BASm0020337	2-methyl-3-furanthiol	2-Methyl-3-furanthiol is found in animal foods. 2-Methyl-3-furanthiol occurs in chicken, beef and tunafish. 2-Methyl-3-furanthiol is formed by thermal treatment of cysteine-ribose mixtures. 2-Methyl-3-furanthiol is organoleptic compound with beef broth aroma.	28588-74-1	Expected Solid	CC1=C(S)C=CO1	C5H6OS	InChI=1S/C5H6OS/c1-4-5(7)2-3-6-4/h2-3,7H,1H3	RUYNUXHHUVUINQ-UHFFFAOYSA-N	114.0139355			MMDBc0033470
BASm0020338	1-octen-3-one	1-Octen-3-one is found in fruits. Mushroom flavour component (shiitake, matsutake). Also present in cranberry, melon, cape gooseberry, peas, potato, mustards, wheat bread, other breads, coriander seed, dill basil varieties and soybean. Contributes to aroma of cooked artichokes (Cynara scolymus) and many other foods Oct-1-en-3-one (CH2=CHC(=O)(CH2)4CH3), also known as 1-octen-3-one, is the odorant that is responsible for the typical metallic smell of metals and blood coming into contact with skin. Oct-1-en-3-one has a strong metallic mushroom-like odor with an odor detection threshold of 0.03 - 1.12 µg/m and it is the main compound responsible for the "smell of metal", followed by decanal (smell: orange skin, flowery) and nonanal (smell: tallowy, fruity). Oct-1-en-3-one is the degradative reduction product of the chemical reaction of skin lipid peroxides and Fe2+. Skin lipid peroxides are formed from skin lipid by oxidation, either enzymatically by lipoxygenases or by air oxygen. Oct-1-en-3-one is a ketone analog of the alkene 1-octene	4312-99-6	Expected Solid	CCCCCC(=O)C=C	C8H14O	InChI=1S/C8H14O/c1-3-5-6-7-8(9)4-2/h4H,2-3,5-7H2,1H3	KLTVSWGXIAYTHO-UHFFFAOYSA-N	126.1044651			MMDBc0033471
BASm0020339	5-methyl-2-thiophenecarboxaldehyde	5-Methyl-2-thiophenecarboxaldehyde, also known as 2-formyl-5-methylthiophene or 5-methyl-2-carboxaldehyde-thiophene, belongs to the class of organic compounds known as 2,5-disubstituted thiophenes. These are organic compounds containing a thiophene that is disubstituted at the C-2, and C5-positions. 5-Methyl-2-thiophenecarboxaldehyde is a sweet, acetophenone, and almond tasting compound. 	13679-70-4	Expected Solid	CC1=CC=C(S1)C=O	C6H6OS	InChI=1S/C6H6OS/c1-5-2-3-6(4-7)8-5/h2-4H,1H3	VAUMDUIUEPIGHM-UHFFFAOYSA-N	126.0139355			MMDBc0033472
BASm0020340	2-Methyl-5-isopropylpyrazine	2-Isopropyl-5-methylpyrazine is found in cocoa and cocoa products. 2-Isopropyl-5-methylpyrazine is present in boiled potato, coffee aroma, cocoa butter, fish sauce and roasted earth-almond (Cyperus esculentus).	13925-05-8		CC(C)C1=NC=C(C)N=C1	C8H12N2	InChI=1S/C8H12N2/c1-6(2)8-5-9-7(3)4-10-8/h4-6H,1-3H3	PGTQKVQDZHXLOP-UHFFFAOYSA-N	136.1000484			MMDBc0033473
BASm0020341	2-thiophenemethanol	2-Thiophenemethanol, also known as 2-thenyl alcohol or 2-thienyl carbinol, belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom. 2-thenyl alcohol has been reported in coffea arabica and robusta.	636-72-6		OCC1=CC=CS1	C5H6OS	InChI=1S/C5H6OS/c6-4-5-2-1-3-7-5/h1-3,6H,4H2	ZPHGMBGIFODUMF-UHFFFAOYSA-N	114.0139355			MMDBc0033474
BASm0020342	2-acetyl-2-thiazoline	2-Acetyl-4,5-dihydrothiazole is found in alcoholic beverages. 2-Acetyl-4,5-dihydrothiazole is reported in beef broth, roast beef and overpasteurized beer. Roasted meat-like flavour ingredient.	29926-41-8	Solid	CC(=O)C1=NCCS1	C5H7NOS	InChI=1S/C5H7NOS/c1-4(7)5-6-2-3-8-5/h2-3H2,1H3	FZOZFDAMVVEZSJ-UHFFFAOYSA-N	129.0248345			MMDBc0033475
BASm0020343	3-methylthio-thiophene	3-(Methylthio)thiophene is found in animal foods. 3-(Methylthio)thiophene is a maillard product, present in meat flavour.	20731-74-2	Expected Solid	CSC1=CSC=C1	C5H6S2	InChI=1S/C5H6S2/c1-6-5-2-3-7-4-5/h2-4H,1H3	OTYBVBDWIKXFDO-UHFFFAOYSA-N	129.9910916			MMDBc0033476
BASm0020344	1-(Methylthio)-3-pentanone	1-(Methylthio)-3-pentanone is a thioether compound belonging to the class of ketones. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.	66735-69-1	Expected Solid	CCC(=O)CCSC	C6H12OS	InChI=1S/C6H12OS/c1-3-6(7)4-5-8-2/h3-5H2,1-2H3	LEZZIANNWFYCND-UHFFFAOYSA-N	132.0608857			MMDBc0033477
BASm0020345	2-acetyl-1-pyrroline	2-Acetyl-1-pyrroline, abbreviated 2AP is an aroma compound and flavor that gives white bread, jasmine rice and basmati rice, the spice pandan (Pandanus amaryllifolius), and bread flowers (Vallaris glabra) their typical smell. 2-Acetyl-1-pyrroline and its structural homolog, 6-acetyl-2,3,4,5-tetrahydropyridine of similar smell, can be formed by Maillard reactions during heating of food such as in baked bread. Both compounds have odor thresholds below 0.06 ng/l.[Wikipedia]	99583-29-6	Expected Solid	CC(=O)C1=NCCC1	C6H9NO	InChI=1S/C6H9NO/c1-5(8)6-3-2-4-7-6/h2-4H2,1H3	DQBQWWSFRPLIAX-UHFFFAOYSA-N	111.0684139			MMDBc0033478
BASm0020346	2-methyl-3-methylthiofuran	2-Methyl-3-(methylthio)furan is found in animal foods. 2-Methyl-3-(methylthio)furan occurs in coffee and cooked beef aromas. 2-Methyl-3-(methylthio)furan is a compound  with intense roasted meat aroma.	63012-97-5	Expected Solid	CSC1=C(C)OC=C1	C6H8OS	InChI=1S/C6H8OS/c1-5-6(8-2)3-4-7-5/h3-4H,1-2H3	OQVAOEIMSKZGAL-UHFFFAOYSA-N	128.0295856			MMDBc0033479
BASm0020347	bis-(2-methyl-3-furyl) disulfide	3,3'-Dithiobis[2-methylfuran], also known as bis(2-methyl-3-furyl) disulfide or 3,3'-dithio-2,2'-dimethyldifuran, belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom. 3,3'-Dithiobis[2-methylfuran] is a meaty, onion, and roasted tasting compound. 3,3'-dithiobis[2-methylfuran] has been detected, but not quantified, in tea. This could make 3,3'-dithiobis[2-methylfuran] a potential biomarker for the consumption of this food.	28588-75-2	Expected Solid	CC1=C(SSC2=C(C)OC=C2)C=CO1	C10H10O2S2	InChI=1S/C10H10O2S2/c1-7-9(3-5-11-7)13-14-10-4-6-12-8(10)2/h3-6H,1-2H3	OHDFENKFSKIFBJ-UHFFFAOYSA-N	226.0122209			MMDBc0033480
BASm0020348	trans-3,5-Dimethyl-1,2-dithiolan-4-one	trans-3,5-Dimethyl-1,2-dithiolan-4-one is a dithiolane derivative, belonging to the class of sulfur-containing organic compounds. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	CC1SSC(C)C1=O	C5H8OS2	InChI=1S/C5H8OS2/c1-3-5(6)4(2)8-7-3/h3-4H,1-2H3	DYTKSLFUSUKZJN-UHFFFAOYSA-N	148.0016563			MMDBc0033481
BASm0020349	trans,trans-2,4-decadienal	(E,E)-2,4-Decadienal is an aromatic substance found in butter, cooked beef, fish, potato chips, roasted peanut, buckwheat and wheat bread crumb. In an isolated state, it smells of deep fat flavor, characteristic of chicken aroma (at 10ppm). At lower concentration, it has the odor of citrus, orange or grapefruit. It might be carcinogenic. [Wikipedia]	25152-84-5	Expected Solid	CCCCC\C=C\C=C\C=O	C10H16O	InChI=1S/C10H16O/c1-2-3-4-5-6-7-8-9-10-11/h6-10H,2-5H2,1H3/b7-6+,9-8+	JZQKTMZYLHNFPL-BLHCBFLLSA-N	152.1201151			MMDBc0033482
BASm0020350	cis-3,5-Dimethyl-1,2,4-trithiolane	cis-3,5-Dimethyl-1,2,4-trithiolane is a member of the thithiolane chemical class. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.	5616-51-3	Expected Solid	C[C@H]1SS[C@@H](C)S1	C4H8S3	InChI=1S/C4H8S3/c1-3-5-4(2)7-6-3/h3-4H,1-2H3/t3-,4+	HFRUNLRFNNTTPQ-ZXZARUISSA-N	151.9788123			MMDBc0033483
BASm0020351	2-methylpyridine	2-Methylpyridine, or 2-picoline, is the compound described with formula C6H7N. 2-Picoline is a colorless liquid that has an unpleasant odor similar to pyridine. Pyridines including 2-picoline are most crudely prepared by the reaction of acetylene and hydrogen cyanide.	109-06-8		CC1=CC=CC=N1	C6H7N	InChI=1S/C6H7N/c1-6-4-2-3-5-7-6/h2-5H,1H3	BSKHPKMHTQYZBB-UHFFFAOYSA-N	93.05784923			MMDBc0033484
BASm0020352	2-furfurylmethylsulfide	2-furfurylmethylsulfide is a sulfur-containing organic compound classified as a thioether. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological significance.	1438-91-1	Expected Solid	SCCC1=CC=CO1	C6H8OS	InChI=1S/C6H8OS/c8-5-3-6-2-1-4-7-6/h1-2,4,8H,3,5H2	KVGFSMLVDUBJEW-UHFFFAOYSA-N	128.0295856			MMDBc0033485
BASm0020353	2-methylthiophene	2-Methylthiophene, also known as 2-thiotolene, belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom. 2-Methylthiophene is possibly neutral. 2-Methylthiophene is an alliaceous, green, and onion tasting compound. 2-Methylthiophene has been detected, but not quantified, in several different foods, such as blackberries, coffee and coffee products, evergreen blackberries, and guava. 	554-14-3	Liquid	CC1=CC=CS1	C5H6S	InChI=1S/C5H6S/c1-5-3-2-4-6-5/h2-4H,1H3	XQQBUAPQHNYYRS-UHFFFAOYSA-N	98.01902088			MMDBc0033486
BASm0020354	2-methyl-3-methyldithiofuran	2-Methyl-3-(methyldithio)furan is found in alcoholic beverages. 2-Methyl-3-(methyldithio)furan occurs in coffee and whisky aroma. Also reported in hydrogenated vegetable oil. 2-Methyl-3-(methyldithio)furan is a flavour ingredient.	65505-17-1		CSSC1=C(C)OC=C1	C6H8OS2	InChI=1S/C6H8OS2/c1-5-6(9-8-2)3-4-7-5/h3-4H,1-2H3	SRUTWBWLFKSTIS-UHFFFAOYSA-N	160.0016563			MMDBc0033487
BASm0020355	dimethyltetrasulfide	Dimethyl tetrasulfide is found in garden onion. Dimethyl tetrasulfide is a constituent of various Allium species and Lentinus sp.	5756-24-1		CSSSSC	C2H6S4	InChI=1S/C2H6S4/c1-3-5-6-4-2/h1-2H3	NPNIZCVKXVRCHF-UHFFFAOYSA-N	157.935233			MMDBc0033488
BASm0020356	2-methyltetrahydrothiophen-3-one	xI-Dihydro-2-methyl-3(2H)-thiophenone, also known as 2-methyltetrahydrothiophen-3-one, and 2-methylthiolan-3-one, is a member of the class of tetrahydrothiophenes that is thiolane substituted by a methyl group at position 2 and an oxo group at position 3 respectively. It has a role as a flavouring agent and as a metabolite. It is a member of tetrahydrothiophenes and a cyclic ketone. It derives from a hydride of a tetrahydrothiophene. xI-Dihydro-2-methyl-3(2H)-thiophenone is a berry-like, cabbage-like, and fruity-like tasting compound.	13679-85-1	Expected Solid	CC1SCCC1=O	C5H8OS	InChI=1S/C5H8OS/c1-4-5(6)2-3-7-4/h4H,2-3H2,1H3	YMZZPMVKABUEBL-UHFFFAOYSA-N	116.0295856			MMDBc0033490
BASm0020357	trans-beta-damascenone	trans-beta-Damascenone is a volatile aroma compound derived from the degradation of carotenoids. It is found in yeast extracts and produced during wine fermentation. It is a major contributor to the aroma of roses, despite its very low concentration, and is an important fragrance chemical used in perfumery.	23696-85-7	Expected Solid	C\C=C\C(=O)C1=C(C)C=CCC1(C)C	C13H18O	InChI=1S/C13H18O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5-8H,9H2,1-4H3/b7-5+	POIARNZEYGURDG-FNORWQNLSA-N	190.1357652			MMDBc0033491
BASm0020358	Phenylethyl acetate	1-Phenylethyl acetate is found in cloves. 1-Phenylethyl acetate is a flavouring ingredient. 1-Phenylethyl acetate is present in gardenia flower oi	103-45-7	Liquid	CC(OC(C)=O)C1=CC=CC=C1	C10H12O2	InChI=1S/C10H12O2/c1-8(12-9(2)11)10-6-4-3-5-7-10/h3-8H,1-2H3	QUMXDOLUJCHOAY-UHFFFAOYSA-N	164.0837296			MMDBc0033493
BASm0020359	Ethyl heptanoate	Ethyl heptanoate is a volatile aroma ester extracted from yeast and produced during fermentation of alcoholic beverages. Its odor is similar to grape.↵↵↵Ethyl heptanoate is a volatile ethyl ester found in alcoholic beverages and produced during fermentation by yeast. Ethyl esters are formed by the reaction of ethanol with a fatty acid. Ethyl heptanoate has an aroma associated with grape. The concentrations of ethyl ester decrease over time as an alcoholic beverage ages due to spontaneous hydrolysis.	106-30-9	Liquid	CCCCCCC(=O)OCC	C9H18O2	InChI=1S/C9H18O2/c1-3-5-6-7-8-9(10)11-4-2/h3-8H2,1-2H3	TVQGDYNRXLTQAP-UHFFFAOYSA-N	158.1306798			MMDBc0033495
BASm0020360	Heptyl acetate	Heptyl acetate, also known as heptanyl acetate and acetate C-7, is a colorless alcohol-soluble liquid that is the ester formed by the condensation of 1-heptanol and acetic acid. It can be found in alcoholic beverages. Heptyl acetate is present in apple, apricot, banana, orange peel, lemon peel, melon, Bartlett pears, other fruits, heated beef fat, ginger, wines and spirits.	112-06-1	Liquid	CCCCCCCOC(C)=O	C9H18O2	InChI=1S/C9H18O2/c1-3-4-5-6-7-8-11-9(2)10/h3-8H2,1-2H3	ZCZSIDMEHXZRLG-UHFFFAOYSA-N	158.1306798			MMDBc0033497
BASm0020361	Diisopropyl sulfide	Diisopropyl sulfide, also known as 2,2'-thiobis-propane, belongs to the class of organic compounds known as dialkylthioethers. These are organosulfur compounds containing a thioether group that is substituted by two alkyl groups. Diisopropyl sulfide is possibly neutral. Diisopropyl sulfide is a garlic, sulfury, and vegetable tasting compound.	625-80-9	Liquid	CC(C)SC(C)C	C6H14S	InChI=1S/C6H14S/c1-5(2)7-6(3)4/h5-6H,1-4H3	XYWDPYKBIRQXQS-UHFFFAOYSA-N	118.0816211			MMDBc0033499
BASm0020362	2-(2-Thienyl)furan	2-(2-Thienyl)furan is a component of yeast extract volatiles and cooked meat flavour model system	27521-80-8	Expected Solid	O1C=CC=C1C1=CC=CS1	C8H6OS	InChI=1S/C8H6OS/c1-3-7(9-5-1)8-4-2-6-10-8/h1-6H	RVYKTPRETIBSPK-UHFFFAOYSA-N	150.0139355			MMDBc0033500
BASm0020363	Maltulose		17606-72-3	Expected Solid	OCC(OC1OC(CO)C(O)C(O)C1O)C(O)C(O)C(=O)CO.OCC1OC(OC2COC(O)(CO)C(O)C2O)C(O)C(O)C1O	C24H44O22	InChI=1S/2C12H22O11/c13-1-4-6(15)8(17)9(18)11(22-4)23-5-2-21-12(20,3-14)10(19)7(5)16;13-1-4(16)7(17)8(18)5(2-14)22-12-11(21)10(20)9(19)6(3-15)23-12/h4-11,13-20H,1-3H2;5-15,17-21H,1-3H2	PLAWHUTVTLGRHT-UHFFFAOYSA-N	684.2324231			MMDBc0033501
BASm0020364	Acadesine	AICAR also known as ZMP is an analog of AMP that is capable of stimulating AMP-dependent protein kinase activity(AMPK). AICAR is an intermediate in the generation of inosine monophosphate. AICAR is being clinically used to treat and protect against cardiac ischemic injury. AICAR can enter cardiac cells to inhibit adenosine kinase and adenosine deaminase. It enhances the rate of nucleotide re-synthesis increasing adenosine generation from adenosine monophosphate only during conditions of myocardial ischemia. AICAR increases glucose uptake by inducing translocation of GLUT4 and/or by activating the p38 MAPK pathway.	3031-94-5	Solid	NC1=C(N=CN1C1OC(COP(O)(O)=O)C(O)C1O)C(O)=N	C9H15N4O8P	InChI=1S/C9H15N4O8P/c10-7-4(8(11)16)12-2-13(7)9-6(15)5(14)3(21-9)1-20-22(17,18)19/h2-3,5-6,9,14-15H,1,10H2,(H2,11,16)(H2,17,18,19)	NOTGFIUVDGNKRI-UHFFFAOYSA-N	338.06275			MMDBc0033502
BASm0020365	D-Glycero-D-manno-heptose	D-Glycero-D-manno-heptose is a heptose sugar that belongs to the class of carbohydrates. It plays a crucial role in the biosynthesis of lipopolysaccharides, which are essential components of bacterial cell membranes. The enzyme GmhA catalyzes the conversion of sedoheptulose 7-phosphate into D-glycero-D-manno-heptose 7-phosphate, marking the first committed step in its biosynthetic pathway (PMID:38598312). Additionally, D-glycero-D-manno-heptose is involved in the assembly of oligosaccharide cores, which include components such as 2-amino-2-deoxy-D-glucose and 3-deoxy-D-manno-oct-2-ulosonic acid (PMID:41003314). Its phosphorylated form, D-glycero-D-manno-heptose-1β,7-bisphosphate, is synthesized from D-mannose and is implicated in various biological processes, including bacterial adherence and self-aggregation (PMID:38414338). Furthermore, D-glycero-D-manno-heptose is part of the repeating unit in the polysaccharide structure of certain bacterial serotypes (PMID:38386885). Recent studies have identified potential inhibitors targeting the enzyme D-glycero-D-manno-heptose-1,7-bisphosphate 7-phosphatase, highlighting its significance in bacterial pathogenicity (PMID:37723879).	1961-73-5	Expected Solid	OCC(O)C(O)C(O)C(O)C(O)C=O.OCC(O)C(O)C1OC(O)C(O)C1O.OCC(O)C1OC(O)C(O)C(O)C1O	C21H42O21	InChI=1S/3C7H14O7/c8-1-2(9)6-4(11)3(10)5(12)7(13)14-6;8-1-2(9)3(10)6-4(11)5(12)7(13)14-6;8-1-3(10)5(12)7(14)6(13)4(11)2-9/h2*2-13H,1H2;1,3-7,9-14H,2H2	ZHGWJVDOBIMEHL-UHFFFAOYSA-N	630.2218584			MMDBc0033503
BASm0020366	2-(6-Hydroxy-2-methoxy-3,4-methylenedioxyphenyl)benzofuran	2-(6-Hydroxy-2-methoxy-3,4-methylenedioxyphenyl)benzofuran is found in cereals and cereal products. 2-(6-Hydroxy-2-methoxy-3,4-methylenedioxyphenyl)benzofuran is found in Baker's yeas	90996-89-7	Expected Solid	COC1=C(C2=CC3=CC=CC=C3O2)C(O)=CC2=C1OCO2	C16H12O5	InChI=1S/C16H12O5/c1-18-16-14(10(17)7-13-15(16)20-8-19-13)12-6-9-4-2-3-5-11(9)21-12/h2-7,17H,8H2,1H3	ACHFSGOIKJNVJV-UHFFFAOYSA-N	284.0684735			MMDBc0033504
BASm0020367	2-[(Methylthio)methyl]-2-butenal	2-[(Methylthio)methyl]-2-butenal is found in coffee and coffee products. 2-[(Methylthio)methyl]-2-butenal is a flavour component of potato crisps and other snack foods, krill seasoning, roasted coffee and yeast extract	40878-72-6	Expected Solid	CSC\C(=C\C)C=O	C6H10OS	InChI=1S/C6H10OS/c1-3-6(4-7)5-8-2/h3-4H,5H2,1-2H3/b6-3+	IBSLHWQWKUNIJE-ZZXKWVIFSA-N	130.0452356			MMDBc0033505
BASm0020368	4alpha-Methylfecosterol	4alpha-Methylfecosterol belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, 4alpha-methylfecosterol is considered to be a sterol lipid molecule. 4alpha-Methylfecosterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 4alpha-Methylfecosterol is involved in the biosynthesis of steroids. 4alpha-Methylfecosterol is converted from delta8,14-sterol by delta14-sterol reductase (EC 1.3.1.70). 4alpha-Methylfecosterol is converted into 24-methylenelophenol by cholestenol delta-isomerase (EC 5.3.3.5).	17757-07-2	Solid	CC(C)C(=C)CCC(C)C1CCC2C3=C(CCC12C)C1(C)CCC(O)C(C)C1CC3	C29H48O	InChI=1S/C29H48O/c1-18(2)19(3)8-9-20(4)23-12-13-25-22-10-11-24-21(5)27(30)15-17-29(24,7)26(22)14-16-28(23,25)6/h18,20-21,23-25,27,30H,3,8-17H2,1-2,4-7H3	QLDNWJOJCDIMKK-UHFFFAOYSA-N	412.3705162			MMDBc0033506
BASm0020369	7,8-Didehydrodesmosterol	7-Dehydrodesmosterol is a sterol intermediate in the biosynthesis of steroids. 7-Dehydrodesmosterol is a substrate of the enzyme 24-dehydrocholesterol reductase (EC:1.3.1.72), an important enzyme in the biosynthesis of Cholesterol. Cholesterol is synthesized from either Lathosterol, 7-Dehydrocholesterol, Desmosterol or Cholestenol by the enzyme 3beta-hydroxysterol delta7 reductase (EC 1.3.1.21, Dhcr7). The Smith-Lemli-Opitz syndrome (SLOS, OMIM 270400) is caused by a genetic defect in cholesterol biosynthesis; mutations in the enzyme 3beta-hydroxysterol delta7 reductase lead to a failure of cholesterol synthesis, with an accumulation of precursor sterols, such as 7-Dehydrodesmosterol. SLOS results in craniofacial, limb as well as major organ defects, including the brain. In individuals with this syndrome, mental retardation, as well as other CNS dysfunction, is almost 100% prevalent. (PMID: 15862627, 17197219).	1715-86-2	Solid	CC(CCC=C(C)C)C1CCC2C3=CC=C4CC(O)CCC4(C)C3CCC12C	C27H42O	InChI=1S/C27H42O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,9-10,19,21,23-25,28H,6,8,11-17H2,1-5H3	RUSSPKPUXDSHNC-UHFFFAOYSA-N	382.323566			MMDBc0033507
BASm0020370	Ammonium phosphate	Dough strengthener, firming agent, leavening agent, pH control agent, processing aid, nutrient source, yeast nutrient and a starter for secondary fermentation in the production of sparkling wines<br /> Diammonium hydrogen phosphate ((NH4)2HPO4) belongs to the family of Non-metal Phosphates. These are inorganic non-metallic compoundscontaining a phosphate as its largest oxoanion.	7783-28-0	Solid	[NH4+].[NH4+].OP([O-])([O-])=O	H9N2O4P	InChI=1S/2H3N.H3O4P/c;;1-5(2,3)4/h2*1H3;(H3,1,2,3,4)	MNNHAPBLZZVQHP-UHFFFAOYSA-N	132.0299933			MMDBc0033508
BASm0020371	Ammonium chloride	Ammonium chloride is an inorganic compound with the formula NH4Cl. It is a white crystalline salt that is highly soluble in water. In several countries ammonium chloride is known as sal ammoniac and used as food additive. The E number for ammonium chloride used as a food additive is E510. Ammonium chloride is used to spice up dark sweets called salty liquorice, in baking to give cookies a very crisp texture, and in the flavouring Salmiakki Koskenkorva for vodkas.	12125-02-9	Solid	[NH4+].[Cl-]	ClH4N	InChI=1S/ClH.H3N/h1H;1H3	NLXLAEXVIDQMFP-UHFFFAOYSA-N	53.0032268			MMDBc0033509
BASm0020372	3-Carboxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-1-propanoic acid	3-Carboxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-1-propanoic acid is found in alcoholic beverages. 3-Carboxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-1-propanoic acid is present in soy and worcester sauces, yeast extract and wine as the (3S)-diastereoisomers. 3-Carboxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-1-propanoic acid is formed by Pictet-Spengler condensation of tryptophan with 4-oxobutanoic acid to give predominantly the cis-isomer		Expected Solid	OC(=O)CCC1NC(CC2=C1NC1=CC=CC=C21)C(O)=O	C15H16N2O4	InChI=1S/C15H16N2O4/c18-13(19)6-5-11-14-9(7-12(16-11)15(20)21)8-3-1-2-4-10(8)17-14/h1-4,11-12,16-17H,5-7H2,(H,18,19)(H,20,21)	PPKGNUKJFFAWHY-UHFFFAOYSA-N	288.111007			MMDBc0033510
BASm0020373	Ubiquinone 6		1065-31-2	Liquid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC1=C(C)C(=O)C(OC)=C(OC)C1=O)=C(\C)CCC=C(C)C	C39H58O4	InChI=1S/C39H58O4/c1-28(2)16-11-17-29(3)18-12-19-30(4)20-13-21-31(5)22-14-23-32(6)24-15-25-33(7)26-27-35-34(8)36(40)38(42-9)39(43-10)37(35)41/h16,18,20,22,24,26H,11-15,17,19,21,23,25,27H2,1-10H3/b29-18+,30-20+,31-22+,32-24+,33-26+	GXNFPEOUKFOTKY-LPHQIWJTSA-N	590.4335103			MMDBc0033511
BASm0020374	6,7-Dihydro-2-methyl-5H-cyclopenta[b]pyrazine	6,7-Dihydro-2-methyl-5H-cyclopenta[b]pyrazine is found in animal foods. 6,7-Dihydro-2-methyl-5H-cyclopenta[b]pyrazine is maillard produced 6,7-Dihydro-2-methyl-5H-cyclopenta[b]pyrazine is present in sesame seed oil, green tea, coffee, roast oats, wheat bread, cocoa bean, roast coconut, fried chicken, yeast extract, cooked beef and roast filbert.	23747-46-8	Expected Solid	CC1=NC2=C(CCC2)N=C1	C8H10N2	InChI=1S/C8H10N2/c1-6-5-9-7-3-2-4-8(7)10-6/h5H,2-4H2,1H3	IMZGQUVGVWTFFY-UHFFFAOYSA-N	134.0843983			MMDBc0033512
BASm0020375	2-Isopropyl-4-methylthiazole	4-Methyl-2-(1-methylethyl)thiazole, also known as fema 3555 or 2-isopropyl-4-methyl-thiazole, belongs to the class of organic compounds known as 2,4-disubstituted thiazoles. 2,4-disubstituted thiazoles are compounds containing a thiazole ring substituted at the positions 2 and 3. A 1,3-thiazole that is substituted at positions 2 and 4 by isopropyl and methyl groups, respectively. 4-Methyl-2-(1-methylethyl)thiazole is an earthy, fruit, and green tasting compound. 4-Methyl-2-(1-methylethyl)thiazole has been detected, but not quantified, in several different foods, such as cocoa and cocoa products, fruits, garden tomato, herbs and spices, and mushrooms. This could make 4-methyl-2-(1-methylethyl)thiazole a potential biomarker for the consumption of these foods. A fruit flavour intensifier, it has a peach flavour with distinct vegetable and tropical notes. Present in Indonesian durian fruit (Durio zibethinus), red tomatoes, yeast extract, coriander seed oil, and roast meats. Also used in apricot, nectarine, durian, mango, pear and blackcurrant flavours.	15679-13-7	Expected Solid	CC(C)C1=NC(C)=CS1	C7H11NS	InChI=1S/C7H11NS/c1-5(2)7-8-6(3)4-9-7/h4-5H,1-3H3	OFLXNHNYPQPQKW-UHFFFAOYSA-N	141.06122			MMDBc0033513
BASm0020376	3-Methyl-1,2,4-trithiane	3-Methyl-1,2,4-trithiane is found in animal foods. Cysteine derived Maillard product. 3-Methyl-1,2,4-trithiane is a flavouring ingredient. 3-Methyl-1,2,4-trithiane is present in aroma of cooked beef, roasted sesame seed oil, yeast extracts and durian fruit (Durio zibethinus).	43040-01-3		CC1SCCSS1	C4H8S3	InChI=1S/C4H8S3/c1-4-5-2-3-6-7-4/h4H,2-3H2,1H3	UXPUEXDAOSQIQS-UHFFFAOYSA-N	151.9788123			MMDBc0033514
BASm0020377	5-Ethyl-4-methyloxazole	5-Ethyl-4-methyloxazole is found in coffee and coffee products. 5-Ethyl-4-methyloxazole is a constituent of Arabica coffee and yeast extract aromas.	29584-92-7	Expected Solid	CCC1=C(C)N=CO1	C6H9NO	InChI=1S/C6H9NO/c1-3-6-5(2)7-4-8-6/h4H,3H2,1-2H3	ZLLASJMIAQWDJH-UHFFFAOYSA-N	111.0684139			MMDBc0033515
BASm0020378	4-Ethyl-2,5-dimethyloxazole	4-Ethyl-2,5-dimethyloxazole is a methyloxazole, which are aroma components of yeast extracts. In wine, trimethyloxazoles are described with an aggressive very ripe fruit odor. They are the product of the condensation of alpha-aminoketone, resulting from the degradation of an amino acid and acetaldehyde, which is an abundant compound in wine. [PMID: 11052750] [Ames 2006]	30408-61-8	Expected Solid	CCC1=C(C)OC(C)=N1	C7H11NO	InChI=1S/C7H11NO/c1-4-7-5(2)9-6(3)8-7/h4H2,1-3H3	YZZBROGKUWYQOL-UHFFFAOYSA-N	125.084064			MMDBc0033516
BASm0020379	5-Ethyl-2,4-dimethyloxazole	5-Ethyl-2,4-dimethyloxazole is a methyloxazole, which are aroma components of yeast extracts. In wine, trimethyloxazoles are described with an aggressive very ripe fruit odor. They are the product of the condensation of alpha-aminoketone, resulting from the degradation of an amino acid and acetaldehyde, which is an abundant compound in wine. [PMID: 11052750] [Ames 2006]	33318-74-0	Expected Solid	CCC1=C(C)N=C(C)O1	C7H11NO	InChI=1S/C7H11NO/c1-4-7-5(2)8-6(3)9-7/h4H2,1-3H3	XOOCKFZHDAFKNK-UHFFFAOYSA-N	125.084064			MMDBc0033517
BASm0020380	2-Methyl-3-thiophenethiol	Cysteine-derived Maillard product. 2-Methyl-3-thiophenethiol is a component of yeast extracts and meat flavour model systems. Possesses a meat-like, sulfury odour.	2527-76-6		CC1=C(S)C=CS1	C5H6S2	InChI=1S/C5H6S2/c1-4-5(6)2-3-7-4/h2-3,6H,1H3	AQXLMAYNBMTBHD-UHFFFAOYSA-N	129.9910916			MMDBc0033518
BASm0020381	5-Methyl-2-furanmethanethiol	5-Methyl-2-furanmethanethiol is found in cereals and cereal products. Cysteine-derived Maillard product. 5-Methyl-2-furanmethanethiol is a constituent  of coffee, roasted sesame and yeast-extract volatiles.	59303-05-8		CC1=CC=C(CS)O1	C6H8OS	InChI=1S/C6H8OS/c1-5-2-3-6(4-8)7-5/h2-3,8H,4H2,1H3	MGLMZOFGBDYNMH-UHFFFAOYSA-N	128.0295856			MMDBc0033519
BASm0020382	2-Methyl-5-propylpyrazine	2-Methyl-5-propylpyrazine is found in animal foods. 2-Methyl-5-propylpyrazine is a constituent of roasted peanut, cocoa, yeast extract, roasted sesame, cooked pork, coffee aroma, roasted chicory and roasted wheat germ.	29461-03-8		CCCC1=NC=C(C)N=C1	C8H12N2	InChI=1S/C8H12N2/c1-3-4-8-6-9-7(2)5-10-8/h5-6H,3-4H2,1-2H3	DAOYAWODBHNYDA-UHFFFAOYSA-N	136.1000484			MMDBc0033520
BASm0020383	2-Ethylthiazole	2-Ethylthiazole is a thiazole, a type of nitrogenous heterocycle compound. Thiazoles are found in different processed foods and are the products of the Maillard reaction, which involves an amino acid and a reducing sugar. Thiazoles are volatile compounds responsible for popcorn, roasted, and peanuts aromas. [PMID: 12358442]	15679-09-1	Expected Solid	CCC1=NC=CS1	C5H7NS	InChI=1S/C5H7NS/c1-2-5-6-3-4-7-5/h3-4H,2H2,1H3	CGZDWVZMOMDGBN-UHFFFAOYSA-N	113.0299199			MMDBc0033521
BASm0020384	4-Ethyl-2,5-dimethylthiazole	4-Ethyl-2,5-dimethylthiazole is a thiazole, a type of nitrogenous heterocycle compound. Thiazoles are found in different processed foods and are the products of the Maillard reaction, which involves an amino acid and a reducing sugar. Thiazoles are volatile compounds responsible for popcorn, roasted, and peanuts aromas. [PMID: 12358442]	32272-57-4	Expected Solid	CCC1=C(C)SC(C)=N1	C7H11NS	InChI=1S/C7H11NS/c1-4-7-5(2)9-6(3)8-7/h4H2,1-3H3	ZJGXJKFDKNNBTK-UHFFFAOYSA-N	141.06122			MMDBc0033522
BASm0020385	4,5-Dimethyl-2-propylthiazole	4,5-Dimethyl-2-propylthiazole is a thiazole, a type of nitrogenous heterocycle compound. Thiazoles are found in different processed foods and are the products of the Maillard reaction, which involves an amino acid and a reducing sugar. Thiazoles are volatile compounds responsible for popcorn, roasted, and peanuts aromas. [PMID: 12358442]	41981-72-0	Expected Solid	CCCC1=NC(C)=C(C)S1	C8H13NS	InChI=1S/C8H13NS/c1-4-5-8-9-6(2)7(3)10-8/h4-5H2,1-3H3	VCGGTZJUUXVOOJ-UHFFFAOYSA-N	155.0768701			MMDBc0033523
BASm0020386	4-Ethyl-2-isopropyl-5-methylthiazole	4-Ethyl-2-isopropyl-5-methylthiazole is a thiazole, a type of nitrogenous heterocycle compound. Thiazoles are found in different processed foods and are the products of the Maillard reaction, which involves an amino acid and a reducing sugar. Thiazoles are volatile compounds responsible for popcorn, roasted, and peanuts aromas. [PMID: 12358442]	87116-68-5	Expected Solid	CCC1=C(C)SC(=N1)C(C)C	C9H15NS	InChI=1S/C9H15NS/c1-5-8-7(4)11-9(10-8)6(2)3/h6H,5H2,1-4H3	CMIKRIOXEPLAGU-UHFFFAOYSA-N	169.0925202			MMDBc0033524
BASm0020387	5-Ethyl-2-methylthiazole	5-Ethyl-2-methylthiazole is a thiazole, a type of nitrogenous heterocycle compound. Thiazoles are found in different processed foods and are the products of the Maillard reaction, which involves an amino acid and a reducing sugar. Thiazoles are volatile compounds responsible for popcorn, roasted, and peanuts aromas. [PMID: 12358442]	19961-52-5	Expected Solid	CCC1=CN=C(C)S1	C6H9NS	InChI=1S/C6H9NS/c1-3-6-4-7-5(2)8-6/h4H,3H2,1-2H3	JIZHATVFRZONHT-UHFFFAOYSA-N	127.04557			MMDBc0033525
BASm0020388	4-Isopropyl-2-methylthiazole	4-Isopropyl-2-methylthiazole is a thiazole, a type of nitrogenous heterocycle compound. Thiazoles are found in different processed foods and are the products of the Maillard reaction, which involves an amino acid and a reducing sugar. Thiazoles are volatile compounds responsible for popcorn, roasted, and peanuts aromas. [PMID: 12358442]	32272-52-9	Expected Solid	CC(C)C1=CSC(C)=N1	C7H11NS	InChI=1S/C7H11NS/c1-5(2)7-4-9-6(3)8-7/h4-5H,1-3H3	SRTOJEUVLKLAGK-UHFFFAOYSA-N	141.06122			MMDBc0033526
BASm0020389	2,4-Diethylthiazole	2,4-Diethylthiazole is a thiazole, a type of nitrogenous heterocycle compound. Thiazoles are found in different processed foods and are the products of the Maillard reaction, which involves an amino acid and a reducing sugar. Thiazoles are volatile compounds responsible for popcorn, roasted, and peanuts aromas. [PMID: 12358442]	32272-49-4	Expected Solid	CCC1=NC(CC)=CS1	C7H11NS	InChI=1S/C7H11NS/c1-3-6-5-9-7(4-2)8-6/h5H,3-4H2,1-2H3	IAEOVWDULPWPSJ-UHFFFAOYSA-N	141.06122			MMDBc0033527
BASm0020390	1-Propenylpyrazine	1-Propenylpyrazine is found in cereals and cereal products. 1-Propenylpyrazine is a maillard product. 1-Propenylpyrazine is a volatile constituent of yeast extract, roasted peanut, roasted coconut, roasted sesame, coffee, bread aroma, cocoa and extrusion cooked wheat or maize flour.	34413-32-6		C\C=C\C1=CN=CC=N1	C7H8N2	InChI=1S/C7H8N2/c1-2-3-7-6-8-4-5-9-7/h2-6H,1H3/b3-2+	ZBHYPERRXYKXGT-NSCUHMNNSA-N	120.0687483			MMDBc0033528
BASm0020391	2-Pentylthiophene	2-Pentylthiophene is a member of thiophenes. 2-Pentylthiophene belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom. 2-Pentylthiophene is possibly neutral. 2-Pentylthiophene is a sweet, cranberry, and fatty tasting compound. 2-Pentylthiophene has been detected, but not quantified, in herbs and spices and mushrooms. 2-Pentylthiophene has been found to be associated with several diseases such as pervasive developmental disorder not otherwise specified and autism in humans. 2-pentylthiophene has also been linked to the inborn metabolic disorder celiac disease.	4861-58-9	Expected Solid	CCCCCC1=CC=CS1	C9H14S	InChI=1S/C9H14S/c1-2-3-4-6-9-7-5-8-10-9/h5,7-8H,2-4,6H2,1H3	NOYVOSGVFSEKPR-UHFFFAOYSA-N	154.0816211			MMDBc0033529
BASm0020392	Phosphorus	Phosphorus, in its common form, is a waxy white (or yellowish) solid that has a characteristic disagreeable smell similar to that of garlic. Pure forms of the element are colourless and transparent. This nonmetal is not soluble in water, but is soluble in carbon disulfide. The white allotrope ignites spontaneously in air; however, both white and red phosphorus burn in air to produce phosphorus pentoxide. Phosphorus is a key element in all known forms of life. Physiologically, it exists as an ion in the body. Inorganic phosphorus in the form of the phosphate PO43- plays a major role in biological molecules such as DNA and RNA where it forms part of the structural framework of these molecules. Living cells also utilize phosphate to transport cellular energy via adenosine triphosphate (ATP). Nearly every cellular process that uses energy gets it in the form of ATP. ATP is also important for phosphorylation, a key regulatory event in cells. Phospholipids are the main structural components of all cellular membranes. Calcium phosphate salts are used by animals to stiffen their bones. An average person contains a little less than 1 kg of phosphorus, about three quarters of which is present in bones and teeth in the form of apatite. A well-fed adult in the industrialized world consumes and excretes about 1-3 g of phosphorus per day in the form of phosphate. Phosphorus is an essential mineral macronutrient, which is studied extensively in soil conservation in order to understand plant uptake from soil systems. Due to its reactivity to air and many other oxygen containing substances, phosphorus is not found free in nature, but it is widely distributed in many different minerals. Phosphorus is found to be associated with glycerol intolerance syndrome, which is an inborn error of metabolism.	7723-14-0	Solid	[P]	P	InChI=1S/P	OAICVXFJPJFONN-UHFFFAOYSA-N	30.97376151			MMDBc0033532
BASm0020393	Decenoylcarnitine	9-Decenoylcarnitine is an acylcarnitine. More specifically, it is an 9-decenoic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy.  This process is known as beta-oxidation. According to a recent review [Dambrova et al. 2021, Physiological Reviews], acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. 9-Decenoylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine 9-decenoylcarnitine is somewhat less abundant than short-chain acylcarnitines. These are formed either through esterification with L-carnitine or through the peroxisomal metabolism of longer chain acylcarnitines (PMID: 30540494). Many medium-chain acylcarnitines can serve as useful markers for inherited disorders of fatty acid metabolism. In particular 9-decenoylcarnitine is elevated in the blood or plasma of individuals with overweight (PMID: 30322392). It is also decreased in the blood or plasma of individuals with schizophrenia (PMID: 31161852) and familial mediterranean fever (PMID: 29900937). Carnitine octanoyltransferase (CrOT, EC:2.3.1.137) is responsible for the synthesis of all medium-chain (MCAC, C5-C12) and medium-length branched-chain acylcarnitines in peroxisomes (PMID: 10486279). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available at [Dambrova et al. 2021, Physiological Reviews].	13962-05-5	Solid	C[N+](C)(C)CC(CC([O-])=O)OC(=O)CCCCCCCC=C	C17H31NO4	InChI=1S/C17H31NO4/c1-5-6-7-8-9-10-11-12-17(21)22-15(13-16(19)20)14-18(2,3)4/h5,15H,1,6-14H2,2-4H3	GOOOCIIXFLVRAG-UHFFFAOYSA-N	313.2253085			MMDBc0033534
BASm0020394	Dodecanoylcarnitine	Dodecanoylcarnitine is an acylcarnitine. More specifically, it is an dodecanoic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy.  This process is known as beta-oxidation. According to a recent review [Dambrova et al. 2021, Physiological Reviews], acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. Dodecanoylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine Dodecanoylcarnitine is somewhat less abundant than short-chain acylcarnitines. These are formed either through esterification with L-carnitine or through the peroxisomal metabolism of longer chain acylcarnitines (PMID: 30540494). Many medium-chain acylcarnitines can serve as useful markers for inherited disorders of fatty acid metabolism. In particular Dodecanoylcarnitine is elevated in the blood or plasma of individuals with very long chain acyl-CoA dehydrogenase deficiency (PMID: 9034211), Yin deficiency (PMID: 31909891), multiple acyl coenzyme A dehydrogenase deficiency (PMID: 30510944), CVD in type 2 diabetes Mellitus (PMID: 32431666), and diastolic heart failure (PMID: 26010610). It is also decreased in the blood or plasma of individuals with Celiac disease (PMID: 16425363), psoriasis (PMID: 28695330), intracerebral hemorrhage (PMID: 29265114), and pregnancy (PMID: 24704061 - in serum of pregnant women with fetus with CHD). Dodecanoylcarnitine is elevated in the urine of individuals with renal cell carcinoma (PMID: 29658093). Carnitine octanoyltransferase (CrOT, EC:2.3.1.137) is responsible for the synthesis of all medium-chain (MCAC, C5-C12) and medium-length branched-chain acylcarnitines in peroxisomes (PMID: 10486279). Dodecanoylcarnitine is also present in fatty acid oxidation disorders such as long-chain acyl CoA dehydrogenase deficiency, carnitine palmitoyltransferase I deficiency, and carnitine palmitoyltransferase II deficiency (PMID: 12828998 ). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available at [Dambrova et al. 2021, Physiological Reviews].	25518-54-1	Solid	CCCCCCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C	C19H37NO4	InChI=1S/C19H37NO4/c1-5-6-7-8-9-10-11-12-13-14-19(23)24-17(15-18(21)22)16-20(2,3)4/h17H,5-16H2,1-4H3/t17-/m1/s1	FUJLYHJROOYKRA-QGZVFWFLSA-N	343.2722587			MMDBc0033535
BASm0020395	Dodecenoylcarnitine	trans-2-Dodecenoylcarnitine is an acylcarnitine. More specifically, it is an trans-2-dodecenoic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy.  This process is known as beta-oxidation. According to a recent review [Dambrova et al. 2021, Physiological Reviews], acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. trans-2-Dodecenoylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine trans-2-dodecenoylcarnitine is somewhat less abundant than short-chain acylcarnitines. These are formed either through esterification with L-carnitine or through the peroxisomal metabolism of longer chain acylcarnitines (PMID: 30540494). Many medium-chain acylcarnitines can serve as useful markers for inherited disorders of fatty acid metabolism. In particular trans-2-dodecenoylcarnitine is elevated in the blood or plasma of individuals with mitochondrial dysfunction in diabetes patients (PMID: 28726959) and children obesity (PMID: 23108202). It is also decreased in the blood or plasma of individuals with placental abruption (PMID: 27300725) increase in dodecanoylcarnitine/dodecenoylcarnitine (c12 / c12:1). Carnitine octanoyltransferase (CrOT, EC:2.3.1.137) is responsible for the synthesis of all medium-chain (MCAC, C5-C12) and medium-length branched-chain acylcarnitines in peroxisomes (PMID: 10486279). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available at [Dambrova et al. 2021, Physiological Reviews].		Solid	CCCCCCCCCC=CC(=O)O[C@@H](CCC([O-])=O)[N+](C)(C)C	C19H35NO4	InChI=1S/C19H35NO4/c1-5-6-7-8-9-10-11-12-13-14-19(23)24-17(20(2,3)4)15-16-18(21)22/h13-14,17H,5-12,15-16H2,1-4H3/t17-/m0/s1	JEOZLTJHDSKQIT-KRWDZBQOSA-N	341.2566086			MMDBc0033536
BASm0020396	Tetradecenoylcarnitine	cis-5-Tetradecenoylcarnitine is an acylcarnitine. More specifically, it is an cis-5-tetradecenoic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy.  This process is known as beta-oxidation. According to a recent review [Dambrova et al. 2021, Physiological Reviews], acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. cis-5-Tetradecenoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine cis-5-Tetradecenoylcarnitine is generally formed through esterification with long-chain fatty acids obtained from the diet. The main function of most long-chain acylcarnitines is to ensure long chain fatty acid transport into the mitochondria (PMID: 22804748). Altered levels of long-chain acylcarnitines can serve as useful markers for inherited disorders of long-chain fatty acid metabolism. In particular cis-5-Tetradecenoylcarnitine is elevated in the blood or plasma of individuals with very long-chain acyl-CoA dehydrogenase (VLACD) deficiency (PMID: 25843429, PMID: 19327992, PMID: 11433098, PMID: 18670371, PMID: 12828998), trifunctional protein (mitochondrial long-chain ketoacyl-coa thiolase) deficiency (PMID: 16423905), mitochondrial dysfunction in diabetes patients (PMID: 28726959), acadvl acyl-coa dehydrogenase very long chain deficiency (PMID: 29491033), nonalcoholic fatty liver disease (NAFLD) (PMID: 27211699), and insulin resistance type 2 diabetes (PMID: 24358186). Carnitine palmitoyltransferase I (CPT I, EC:2.3.1.21) is involved in the synthesis of long-chain acylcarnitines (more than C12) on the mitochondrial outer membrane.  Elevated serum/plasma levels of long-chain acylcarnitines are not only markers for incomplete FA oxidation but also are indicators of altered carbohydrate and lipid metabolism. High serum concentrations of long-chain acylcarnitines in the postprandial or fed state are markers of insulin resistance and arise from insulin's inability to inhibit CPT-1-dependent fatty acid metabolism in muscles and the heart (PMID: 19073774). Increased intracellular content of long-chain acylcarnitines is thought to serve as a feedback inhibition mechanism of insulin action (PMID: 23258903). Defects in enzymes of the beta-oxidation pathway cause sudden, unexplained death in childhood, acute hepatic encephalopathy or liver failure, skeletal myopathy, and cardiomyopathy (PMID: 7479827). In healthy subjects, increased concentrations of insulin effectively inhibits long-chain acylcarnitine production. Several studies have also found increased levels of circulating long-chain acylcarnitines in chronic heart failure patients (PMID: 26796394). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available at [Dambrova et al. 2021, Physiological Reviews].	835598-21-5	Solid	CCCCCCCCC=CCCCC(=O)OC(CC([O-])=O)C[N+](C)(C)C	C21H39NO4	InChI=1S/C21H39NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-21(25)26-19(17-20(23)24)18-22(2,3)4/h12-13,19H,5-11,14-18H2,1-4H3	NNCBVXBBLABOCB-UHFFFAOYSA-N	369.2879087			MMDBc0033537
BASm0020397	9,12-Hexadecadienylcarnitine	9,12-Hexadecadienoylcarnitine is an acylcarnitine. More specifically, it is an 9,12-hexadecadienoic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy.  This process is known as beta-oxidation. According to a recent review [Dambrova et al. 2021, Physiological Reviews], acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. 9,12-Hexadecadienoylcarnitine is therefore classified as a long chain AC. As a long-chain acylcarnitine 9,12-hexadecadienoylcarnitine is generally formed through esterification with long-chain fatty acids obtained from the diet. The main function of most long-chain acylcarnitines is to ensure long chain fatty acid transport into the mitochondria (PMID: 22804748). Altered levels of long-chain acylcarnitines can serve as useful markers for inherited disorders of long-chain fatty acid metabolism. Carnitine palmitoyltransferase I (CPT I, EC:2.3.1.21) is involved in the synthesis of long-chain acylcarnitines (more than C12) on the mitochondrial outer membrane.  Elevated serum/plasma levels of long-chain acylcarnitines are not only markers for incomplete FA oxidation but also are indicators of altered carbohydrate and lipid metabolism. High serum concentrations of long-chain acylcarnitines in the postprandial or fed state are markers of insulin resistance and arise from insulin's inability to inhibit CPT-1-dependent fatty acid metabolism in muscles and the heart (PMID: 19073774). Increased intracellular content of long-chain acylcarnitines is thought to serve as a feedback inhibition mechanism of insulin action (PMID: 23258903). In healthy subjects, increased concentrations of insulin effectively inhibits long-chain acylcarnitine production. Several studies have also found increased levels of circulating long-chain acylcarnitines in chronic heart failure patients (PMID: 26796394). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available at [Dambrova et al. 2021, Physiological Reviews].		Solid	CCCC=CCC=CCCCCCCCC(=O)O[C@@H](CCC([O-])=O)[N+](C)(C)C	C23H41NO4	InChI=1S/C23H41NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(27)28-21(24(2,3)4)19-20-22(25)26/h7-8,10-11,21H,5-6,9,12-20H2,1-4H3/t21-/m0/s1	AHZCIODFJPNPKS-NRFANRHFSA-N	395.3035588			MMDBc0033538
BASm0020398	Butyrylcarnitine	Butyrylcarnitine, also known as (3R)-3-(butyryloxy)-4-(trimethylammonio)butanoate or L-carnitine butyryl ester, is classified as a member of the acylcarnitines. Acylcarnitines are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond. Butyrylcarnitine is considered to be practically insoluble (in water) and acidic. Butyrylcarnitine is elevated in patients with short-chain acyl-CoA dehydrogenase (SCAD) deficiency, in infants with acute acidosis and generalized muscle weakness, and in middle-aged patients with chronic myopathy localized in muscle (OMIM: 201470).	25576-40-3	Solid	CCCC(=O)OC(CC([O-])=O)C[N+](C)(C)C	C11H21NO4	InChI=1S/C11H21NO4/c1-5-6-11(15)16-9(7-10(13)14)8-12(2,3)4/h9H,5-8H2,1-4H3	QWYFHHGCZUCMBN-UHFFFAOYSA-N	231.1470582			MMDBc0033539
BASm0020399	Tiglylcarnitine	Tiglylcarnitine is an acylcarnitine. More specifically, it is an tiglic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy.  This process is known as beta-oxidation. According to a recent review [Dambrova et al. 2021, Physiological Reviews], acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. Tiglylcarnitine is therefore classified as a short chain AC. As a short-chain acylcarnitine Tiglylcarnitine is a member of the most abundant group of carnitines in the body, comprising more than 50% of all acylcarnitines quantified in tissues and biofluids (PMID: 31920980). Some short-chain carnitines have been studied as supplements or treatments for a number of diseases, including neurological disorders and inborn errors of metabolism. In particular Tiglylcarnitine is elevated in the blood or plasma of individuals with beta ketothiolase deficiency/acat1 gene mutation (PMID: 27264805, PMID: 14518824, PMID: 3435793), and ECHS1 deficiency (PMID: 31908952). It is also decreased in the blood or plasma of individuals with familial mediterranean fever (PMID: 29900937), carcinoma, lewis lung (PMID: 30839735), metabolic syndrome, type 2 diabetes mellitus, and cardiovascular diseases (PMID: 24710945). Tiglylcarnitine is also detected in the urinary organic acid and blood spot acylcarnitine profiles in patients with mitochondrial acetoacetyl-CoA thiolase (T2) deficiency, an inborn error of metabolism affecting isoleucine and ketone bodies in the catabolic process (PMID: 14518824 ). Tiglylcarnitine is found to be associated with celiac disease, which is also an inborn error of metabolism. Tiglylcarnitine has been identified in the human placenta (PMID: 32033212 ). Carnitine acetyltransferase (CrAT, EC:2.3.1.7) is responsible for the synthesis of all short-chain and short branched-chain acylcarnitines (PMID: 23485643). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available at [Dambrova et al. 2021, Physiological Reviews].	64191-86-2	Solid	CC=C(C)C(=O)OC(CC([O-])=O)C[N+](C)(C)C	C12H21NO4	InChI=1S/C12H21NO4/c1-6-9(2)12(16)17-10(7-11(14)15)8-13(3,4)5/h6,10H,7-8H2,1-5H3	WURBQCVBQNMUQT-UHFFFAOYSA-N	243.1470582			MMDBc0033540
BASm0020400	Pimelylcarnitine	Pimelylcarnitine is an acylcarnitine. More specifically, it is an pimelic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy.  This process is known as beta-oxidation. According to a recent review [Dambrova et al. 2021, Physiological Reviews], acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. Pimelylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine pimelylcarnitine is somewhat less abundant than short-chain acylcarnitines. These are formed either through esterification with L-carnitine or through the peroxisomal metabolism of longer chain acylcarnitines (PMID: 30540494). Many medium-chain acylcarnitines can serve as useful markers for inherited disorders of fatty acid metabolism. Carnitine octanoyltransferase (CrOT, EC:2.3.1.137) is responsible for the synthesis of all medium-chain (MCAC, C5-C12) and medium-length branched-chain acylcarnitines in peroxisomes (PMID: 10486279). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available at [Dambrova et al. 2021, Physiological Reviews].		Solid	C[N+](C)(C)[C@H](CCC([O-])=O)OC(=O)CCCCCC(O)=O	C14H25NO6	InChI=1S/C14H25NO6/c1-15(2,3)11(9-10-13(18)19)21-14(20)8-6-4-5-7-12(16)17/h11H,4-10H2,1-3H3,(H-,16,17,18,19)/t11-/m0/s1	AUWRHMAICBSXMC-NSHDSACASA-N	303.1681875			MMDBc0033541
BASm0020401	Nonanoylcarnitine	Nonanoylcarnitine is an acylcarnitine. More specifically, it is an nonanoic acid ester of carnitine. Acylcarnitines were first discovered more than 70 year ago (PMID: 13825279). It is believed that there are more than 1000 types of acylcarnitines in the human body. The general role of acylcarnitines is to transport acyl-groups (organic acids and fatty acids) from the cytoplasm into the mitochondria so that they can be broken down to produce energy.  This process is known as beta-oxidation. According to a recent review [Dambrova et al. 2021, Physiological Reviews], acylcarnitines (ACs) can be classified into 9 different categories depending on the type and size of their acyl-group: 1) short-chain ACs; 2) medium-chain ACs; 3) long-chain ACs; 4) very long-chain ACs; 5) hydroxy ACs; 6) branched chain ACs; 7) unsaturated ACs; 8) dicarboxylic ACs and 9) miscellaneous ACs. Short-chain ACs have acyl-groups with two to five carbons (C2-C5), medium-chain ACs have acyl-groups with six to thirteen carbons (C6-C13), long-chain ACs have acyl-groups with fourteen to twenty once carbons (C14-C21) and very long-chain ACs have acyl groups with more than 22 carbons. Nonanoylcarnitine is therefore classified as a medium chain AC. As a medium-chain acylcarnitine nonanoylcarnitine is somewhat less abundant than short-chain acylcarnitines. These are formed either through esterification with L-carnitine or through the peroxisomal metabolism of longer chain acylcarnitines (PMID: 30540494). Many medium-chain acylcarnitines can serve as useful markers for inherited disorders of fatty acid metabolism. It is also decreased in the blood or plasma of individuals with psoriasis (PMID: 28695330, PMID: 33391503), pregnancy (PMID: 24704061 - in serum of pregnant women with fetus with CHD). It is also decreased in the urine of individuals with obesity (PMID: 26910390). Carnitine octanoyltransferase (CrOT, EC:2.3.1.137) is responsible for the synthesis of all medium-chain (MCAC, C5-C12) and medium-length branched-chain acylcarnitines in peroxisomes (PMID: 10486279). The study of acylcarnitines is an active area of research and it is likely that many novel acylcarnitines will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered. An excellent review of the current state of knowledge for acylcarnitines is available at [Dambrova et al. 2021, Physiological Reviews].	1935-18-8	Solid	CCCCCCCCC(=O)OC(CC([O-])=O)C[N+](C)(C)C	C16H31NO4	InChI=1S/C16H31NO4/c1-5-6-7-8-9-10-11-16(20)21-14(12-15(18)19)13-17(2,3)4/h14H,5-13H2,1-4H3	MPSPNFAQQQMFLK-UHFFFAOYSA-N	301.2253085			MMDBc0033542
BASm0020402	2-Hydroxyvalerate	2-Hydroxyvaleric acid is an organic acid present in human biofluids. Its presence in urine has been associated with lactic acidosis, which occurs in Succinic Acidemia (OMIM 600335), a syndrome of organic acidemia associated with congenital lactic acidosis and decreased NADH-cytochrome c reductase activity. 2-Hydroxyvaleric acid presence associated with lactic acidosis has also been found in Propionyl-CoA carboxylase deficiency (OMIM 253260), or Multiple carboxylase deficiency (MCD), an autosomal recessive metabolic disorder characterized primarily by cutaneous and neurologic abnormalities. (PMID: 9389332, 1790187, 3378323, 3383430, 7313494).	617-31-2	Solid	CCCC(O)C(O)=O	C5H10O3	InChI=1S/C5H10O3/c1-2-3-4(6)5(7)8/h4,6H,2-3H2,1H3,(H,7,8)	JRHWHSJDIILJAT-UHFFFAOYSA-N	118.0629942			MMDBc0033543
BASm0020403	Salicylurate	Salicyluric acid is an aryl glycine conjugate formed by the body to eliminate excess salicylates, including aspirin. Aspirin is rapidly hydrolysed to salicylic acid which is further metabolized to various compounds, including salicyluric acid (SU) as well as various acyl and phenolic glucuronides, and hydroxylated metabolites. SU is the major metabolite of SA excreted in urine and it is present in the urine of people who have not taken salicylate drugs, although it has no anti-inflammatory effects in humans or in animals. More salicyluric acid (SU) is excreted in the urine of vegetarians than in non-vegetarians, primarily because fruits and vegetables are important sources of dietary salicylates. However, significantly less (10-15X) SU is excreted by vegetarians than individuals taking low-dose aspirin (PMID: 12944546). The induction of the salicyluric acid formation is one of the saturable pathways of salicylate elimination. The formation of the methyl ester of salicyluric acid is observed during the quantitation of salicyluric acid and other salicylate metabolites in urine by high-pressure liquid chromatography. This methyl ester formation causes artificially low values for salicyluric acid and high values for salicylic acid. (PMID: 6101164, 6857178). Salicyluric acid has been found to be a microbial metabolite.	487-54-7	Solid	OC(=O)CNC(=O)C1=C(O)C=CC=C1	C9H9NO4	InChI=1S/C9H9NO4/c11-7-4-2-1-3-6(7)9(14)10-5-8(12)13/h1-4,11H,5H2,(H,10,14)(H,12,13)	ONJSZLXSECQROL-UHFFFAOYSA-N	195.0531578			MMDBc0033546
BASm0020404	Sotolon	Sotolon, also known as 3-hydroxy-4,5-dimethyl-2(5H)-furanone or sotolone, is key flavoring compound found in raw cane sugar, aged sake, coffee, fenugreek, lovage and wines. Sotolon (also known as sotolone) is a lactone and an extremely powerful aroma compound, with the typical smell of fenugreek or curry at high concentrations and maple syrup, caramel, or burnt sugar at lower concentrations. In 1999 it was shown that sotolon is the cause of the odor found in patients with maple syrup urine disease (MSUD) - PMID 10234605 . This compound was found in the urine of 7 MSUD patients but was undetectable in normal individuals. Sotolon belongs to the family of Butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.	28664-35-9	Liquid	CC1OC(=O)C(O)=C1C	C6H8O3	InChI=1S/C6H8O3/c1-3-4(2)9-6(8)5(3)7/h4,7H,1-2H3	UNYNVICDCJHOPO-UHFFFAOYSA-N	128.0473441			MMDBc0033547
BASm0020405	1-(2,3,6-Trimethylphenyl)but-1,3-diene	1-(2,3,6-Trimethylphenyl)but-1,3-diene is a diene compound belonging to the class of organic metabolites. There is limited literature available on this metabolite, indicating a gap in the understanding of its biological significance and potential applications.		Expected Solid	CC1=CC=C(C)C(\C=C\C=C)=C1C	C13H16	InChI=1S/C13H16/c1-5-6-7-13-11(3)9-8-10(2)12(13)4/h5-9H,1H2,2-4H3/b7-6+	CBIAGJZZVUQDOC-VOTSOKGWSA-N	172.1252005			MMDBc0033548
BASm0020406	1,1,6-Trimethyl-1,2-dihydronaphthalene	1,2-Dihydro-1,1,6-trimethylnaphthalene is found in alcoholic beverages. 1,2-Dihydro-1,1,6-trimethylnaphthalene is isolated from strawberry oil, peaches, tobacco and wines. 1,2-Dihydro-1,1,6-trimethylnaphthalene is a component of wine off-flavour on ageing.	30364-38-6		CC1=CC2=C(C=C1)C(C)(C)CC=C2	C13H16	InChI=1S/C13H16/c1-10-6-7-12-11(9-10)5-4-8-13(12,2)3/h4-7,9H,8H2,1-3H3	RTUMCNDCAVLXEP-UHFFFAOYSA-N	172.1252005			MMDBc0033549
BASm0020407	1,2-Dimethoxy-3-propylbenzene	1,2-Dimethoxy-3-propylbenzene is a member of the class of organic compounds known as methoxybenzenes. There is little literature available on this metabolite, indicating a gap in research and understanding of its biological significance and potential effects.		Expected Solid	CCCC1=CC=CC(OC)=C1OC	C11H16O2	InChI=1S/C11H16O2/c1-4-6-9-7-5-8-10(12-2)11(9)13-3/h5,7-8H,4,6H2,1-3H3	DPMSFTBHUBQBOL-UHFFFAOYSA-N	180.1150298			MMDBc0033550
BASm0020408	1,4-Decanolide	Dihydro-5-pentyl-2(3H)-furanone is found in alcoholic beverages. Dihydro-5-pentyl-2(3H)-furanone is present in blackcurrant buds and berries, melon, papaya, pineapple, peaches, apricot, wheat bread, crispbread, wines, black tea and other foodstuffs. Dihydro-5-pentyl-2(3H)-furanone is a flavouring agent	82373-92-0		CCCCCC1CCC(=O)O1	C9H16O2	InChI=1S/C9H16O2/c1-2-3-4-5-8-6-7-9(10)11-8/h8H,2-7H2,1H3	OALYTRUKMRCXNH-UHFFFAOYSA-N	156.1150298			MMDBc0033551
BASm0020409	1,5-Decanolide	delta-Decalactone, also known as 5-decanolide or δ-amylvalerolactone, belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety. Thus, delta-decalactone is considered to be a fatty ester lipid molecule. delta-Decalactone is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. delta-Decalactone is a sweet, apricot, and butter tasting compound. delta-Decalactone has been detected, but not quantified, in several different foods, such as coconuts, evergreen blackberries, bilberries, milk and milk products, and fats and oils. This could make delta-decalactone a potential biomarker for the consumption of these foods. A delta-lactone that is 5-valerolactone substituted by a pentyl group at position 6.	705-86-2	Solid	CCCCCC1CCCC(=O)O1	C10H18O2	InChI=1S/C10H18O2/c1-2-3-4-6-9-7-5-8-10(11)12-9/h9H,2-8H2,1H3	GHBSPIPJMLAMEP-UHFFFAOYSA-N	170.1306798			MMDBc0033552
BASm0020410	2-Acetylthiazole	2-Acetylthiazole is found in alcoholic beverages. 2-Acetylthiazole is an important flavour component; antioxidant. 2-Acetylthiazole is present in asparagus, kohlrabi, cooked potatoes, roast turkey, raw chicken, cooked beef, pork liver, beer, whisky, heated beans, various mushrooms, rice bran and maize.		Expected Solid	CC(=O)C1=NC=CS1	C5H5NOS	InChI=1S/C5H5NOS/c1-4(7)5-6-2-3-8-5/h2-3H,1H3	MOMFXATYAINJML-UHFFFAOYSA-N	127.0091845			MMDBc0033554
BASm0020411	2-Ethoxy-hexa-3,5-diene	2-Ethoxy-hexa-3,5-diene is a compound responsible for crushed geranium leaves odors. It is detected in wines treated with sorbic acid used as a yeast inhibitor for the stabilization of table wines containing residual sugar. 2-Ethoxy-hexa-3,5-diene is spontaneously formed from sorbyl alcohol (2,4-hexadien-1-ol) which is obtained from sorbic acid by the action of lactic acid bacteria. Sorbyl alcohol and thus 2-ethoxy-hexa-3,5-diene are also formed in wines with bacterial spoilage. [Chisholm 1992]	56752-55-7	Expected Solid	CCOC(C)\C=C\C=C	C8H14O	InChI=1S/C8H14O/c1-4-6-7-8(3)9-5-2/h4,6-8H,1,5H2,2-3H3/b7-6+	IXTXFMUQEVEFFL-VOTSOKGWSA-N	126.1044651			MMDBc0033555
BASm0020412	2-Isobutylthiazole	2-Isobutylthiazole is a thiazole, a type of nitrogenous heterocycle compound. Thiazoles are found in different processed foods and are the products of the Maillard reaction, which involves an amino acid and a reducing sugar. Thiazoles are volatile compounds responsible for popcorn, roasted, and peanuts aromas. 2-Isobutylthiazole is also reported to be responsible for tomato-leaf aromas in Sauvignon blanc wines. [PMID: 12358442]	18640-74-9	Expected Solid	CC(C)CC1=NC=CS1	C7H11NS	InChI=1S/C7H11NS/c1-6(2)5-7-8-3-4-9-7/h3-4,6H,5H2,1-2H3	CMPVUVUNJQERIT-UHFFFAOYSA-N	141.06122			MMDBc0033557
BASm0020413	2-Methoxy-3-isobutylpyrazine	2-Methoxy-3-isobutylpyrazine is a 3-alkyl-2-methoxypyrazine, which are important compounds for the aroma of wines. 2-Methoxy-3-isobutylpyrazine has been related with the green and vegetative aromas characteristic of some wines made with Cabernet Sauvignon, Sauvignon blanc, Merlot or Cabernet Franc grapes. It it is typically found at 15-30 ng/L in these wines. The origin of 3-alkyl-2-methoxypyrazines is mostly endogenous as these compounds are part of the chemicals produced in the first stages of grape development. [PMID: 21227432]	24683-00-9	Expected Solid	COC1=NC=CN=C1CC(C)C	C9H14N2O	InChI=1S/C9H14N2O/c1-7(2)6-8-9(12-3)11-5-4-10-8/h4-5,7H,6H2,1-3H3	UXFSPRAGHGMRSQ-UHFFFAOYSA-N	166.1106131			MMDBc0033558
BASm0020414	2-Methylthio-ethanol	2-(Methylthio)ethanol, also known as 2-methylmercaptoethanol or 2-(methylsulfanyl)ethanol, belongs to the class of organic compounds known as dialkylthioethers. These are organosulfur compounds containing a thioether group that is substituted by two alkyl groups. 2-(Methylthio)ethanol is a meaty and sulfurous tasting compound. 2-(Methylthio)ethanol has been detected, but not quantified, in mung beans and soy beans. 	5271-38-5	Expected Solid	CSCCO	C3H8OS	InChI=1S/C3H8OS/c1-5-3-2-4/h4H,2-3H2,1H3	WBBPRCNXBQTYLF-UHFFFAOYSA-N	92.02958557			MMDBc0033560
BASm0020415	2-Phenoxyethanol	2-Phenoxyethanol is a flavouring ingredient [CCD].	122-99-6	Liquid	OCCOC1=CC=CC=C1	C8H10O2	InChI=1S/C8H10O2/c9-6-7-10-8-4-2-1-3-5-8/h1-5,9H,6-7H2	QCDWFXQBSFUVSP-UHFFFAOYSA-N	138.0680796			MMDBc0033561
BASm0020416	2,3-Dihydro-2,5-dihydoxy-6-methyl-4-H-pyran-4-one	2,3-Dihydro-2,5-dihydoxy-6-methyl-4-H-pyran-4-one is a pyranone compound belonging to the class of heterocyclic organic compounds. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	CC1=C(O)C(=O)C(O)CO1	C6H8O4	InChI=1S/C6H8O4/c1-3-5(8)6(9)4(7)2-10-3/h4,7-8H,2H2,1H3	VOLMSPGWNYJHQQ-UHFFFAOYSA-N	144.0422587			MMDBc0033563
BASm0020417	2,3,4,6-Tetrachloroanisole	2,3,4,6-Tetrachloroanisole is a chlorinated derivative of anisole. Haloanisoles are the product of the O-methylation of their corresponding halophenols, performed by some microorganisms found in the cork or wine barrels. Haloanisoles are responsible for the cork taint or moldy newspaper smell in wines that comes from wine contacting cork. [PMID: 21295311]	938-22-7	Expected Solid	COC1=C(Cl)C=C(Cl)C(Cl)=C1Cl	C7H4Cl4O	InChI=1S/C7H4Cl4O/c1-12-7-4(9)2-3(8)5(10)6(7)11/h2H,1H3	ITXDBGLYYSJNPK-UHFFFAOYSA-N	243.9016256			MMDBc0033564
BASm0020418	2,4-Dimethylthiazole	2,4-Dimethylthiazole is a thiazole, a type of nitrogenous heterocycle compound. Thiazoles are found in different processed foods and are the products of the Maillard reaction, which involves an amino acid and a reducing sugar. Thiazoles are volatile compounds responsible for popcorn, roasted, and peanuts aromas. 2,4-Dimethylthiazole is also reported to be responsible for a beetroot-like aroma. [PMID: 12358442]	15679-23-9	Expected Solid	CCC1(C)SCC(C)=N1	C7H13NS	InChI=1S/C7H13NS/c1-4-7(3)8-6(2)5-9-7/h4-5H2,1-3H3	VDSBMIOHCYMJGU-UHFFFAOYSA-N	143.0768701			MMDBc0033565
BASm0020419	2,4,6-Tribromoanisole	2,4,6-Tribromoanisole is a brominated derivative of anisole. Haloanisoles are the product of the O-methylation of their corresponding halophenols, performed by some microorganisms found in the cork or wine barrels. Haloanisoles are responsible for the cork taint or moldy newspaper smell in wines that comes from wine contacting cork. [PMID: 21295311]	607-99-8	Solid	COC1=C(Br)C=C(Br)C=C1Br	C7H5Br3O	InChI=1S/C7H5Br3O/c1-11-7-5(9)2-4(8)3-6(7)10/h2-3H,1H3	YXTRCOAFNXQTKL-UHFFFAOYSA-N	341.7890527			MMDBc0033566
BASm0020420	2,5-Dimethylpyrazine	2,5-Dimethylpyrazine, also known as fema 3272 or pyrazine,2,5-dimethyl, belongs to the class of organic compounds known as pyrazines. Pyrazines are compounds containing a pyrazine ring, which is a six-member aromatic heterocycle, that consists of two nitrogen atoms (at positions 1 and 4) and four carbon atoms. 2,5-Dimethylpyrazine is a cocoa, grass, and medicinal tasting compound. 2,5-Dimethylpyrazine is found, on average, in the highest concentration within kohlrabis. 2,5-Dimethylpyrazine has also been detected, but not quantified, in several different foods, such as green vegetables, soy beans, asparagus, tortilla chips, and fenugreeks. This could make 2,5-dimethylpyrazine a potential biomarker for the consumption of these foods. It occurs naturally in baked potato, black or green tea, crispbread, French fries, malt, peated malt, raw asparagus, roasted barley, roasted filberts or pecans, squid, wheat bread, wild rice (Zizania aquatica), and wort. Alkylpyrazines are chemical compounds based on pyrazine with different substitution patterns. Some alkylpyrazines are naturally occurring highly aromatic substances which often have a very low odor threshold and contribute to the taste and aroma of various foods including coffee and wines. Alkylpyrazines are also formed during the cooking of some foods via Maillard reactions.	123-32-0	Liquid	CC1=CN=C(C)C=N1	C6H8N2	InChI=1S/C6H8N2/c1-5-3-8-6(2)4-7-5/h3-4H,1-2H3	LCZUOKDVTBMCMX-UHFFFAOYSA-N	108.0687483			MMDBc0033568
BASm0020421	2,6-Dimethyl-1,7-octadien-3,6-diol	2,6-Dimethyl-1,7-octadien-3,6-diol is a terpenoid compound. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.	51276-33-6	Expected Solid	CC(=C)C(O)CCC(C)(O)C=C	C10H18O2	InChI=1S/C10H18O2/c1-5-10(4,12)7-6-9(11)8(2)3/h5,9,11-12H,1-2,6-7H2,3-4H3	HZHJGFRDKJPQPV-UHFFFAOYSA-N	170.1306798			MMDBc0033569
BASm0020422	2,6-Dimethylpyrazine	2,6-Dimethylpyrazine, also known as fema 3273 or 2,5-DMP, belongs to the class of organic compounds known as pyrazines. Pyrazines are compounds containing a pyrazine ring, which is a six-member aromatic heterocycle, that consists of two nitrogen atoms (at positions 1 and 4) and four carbon atoms. Alkylpyrazines are chemical compounds based on pyrazine with different substitution patterns. 2,6-Dimethylpyrazine is a cocoa, roastbeef, and roastednut tasting compound. 2,6-Dimethylpyrazine has been detected, but not quantified, in tea. This could make 2,6-dimethylpyrazine a potential biomarker for the consumption of these foods. Alkylpyrazines are also formed during the cooking of some foods via Maillard reactions. It occurs naturally in asparagus, black or green tea, crispbread, malt, raw shrimp, soya, squid, Swiss cheeses, and wheat bread. It occurs naturally in baked potato, black or green tea, crispbread, French fries, malt, peated malt, raw asparagus, roasted barley, roasted filberts or pecans, squid, wheat bread, wild rice (Zizania aquatica), and wort.	108-50-9	Solid	CC1=CN=CC(C)=N1	C6H8N2	InChI=1S/C6H8N2/c1-5-3-7-4-6(2)8-5/h3-4H,1-2H3	HJFZAYHYIWGLNL-UHFFFAOYSA-N	108.0687483			MMDBc0033570
BASm0020423	3-Hydroxy-2-methyl-4-pyrone	Maltol (3-Hydroxy-2-methyl-4-pyrone) is a naturally occurring organic compound found in the bark of larch tree, pine needles and in roasted malt. Because it has the odor of cotton candy and caramel, maltol is used as a flavor enhancer (E636) in breads and cakes to impart a sweet aroma to fragrances.	118-71-8	Solid	CC1=C(O)C(=O)C=CO1	C6H6O3	InChI=1S/C6H6O3/c1-4-6(8)5(7)2-3-9-4/h2-3,8H,1H3	XPCTZQVDEJYUGT-UHFFFAOYSA-N	126.0316941			MMDBc0033571
BASm0020424	3-Hydroxy-7,8-dihydro-beta-ionol	3-Hydroxy-7,8-dihydro-beta-ionol is a norisoprenoid compound classified within the chemical class of terpenoids. Its structure features a hydroxyl group at the 3-position and a saturated cyclohexene ring, contributing to its unique aromatic properties. This compound is involved in various biochemical pathways, particularly as a precursor to aroma compounds in plants, such as in tea leaves, where it can form glycosides that enhance flavor profiles (PMID:11324911). Additionally, it is part of a broader group of C(13) norisoprenoids, which includes other related compounds like 3-hydroxy-beta-damascone and 3-hydroxy-7,8-dihydro-beta-ionone, indicating its role in the biosynthesis of volatile compounds that contribute to plant fragrance and flavor (PMID:14518956). Furthermore, stereoselective synthesis methods have been developed to produce optically active derivatives of 3-hydroxy-7,8-dihydro-beta-ionol, highlighting its significance in organic synthesis and potential applications in flavoring and fragrance industries (PMID:12843603).		Expected Solid	CC(O)C#CC1C(C)=CC(O)CC1(C)C	C13H20O2	InChI=1S/C13H20O2/c1-9-7-11(15)8-13(3,4)12(9)6-5-10(2)14/h7,10-12,14-15H,8H2,1-4H3	GGHORLDEHPNAFJ-UHFFFAOYSA-N	208.1463299			MMDBc0033572
BASm0020425	3-Methyl-2-butene thiol	3-Methyl-2-butene-1-thiol is found in alcoholic beverages. Substance responsible for ``sun-struck'' flavour of beer. 3-Methyl-2-butene-1-thiol is found in coffee. 3-Methyl-2-butene-1-thiol is used in food flavouring	5287-45-6	Expected Solid	CC(C)=CCS	C5H10S	InChI=1S/C5H10S/c1-5(2)3-4-6/h3,6H,4H2,1-2H3	GYDPOKGOQFTYGW-UHFFFAOYSA-N	102.050321			MMDBc0033573
BASm0020426	3-Methyl-4-octanolide	Quercuslactone b is found in alcoholic beverages. Quercuslactone b is present in aged spirit	39212-23-2		CCCCC1OC(=O)CC1C	C9H16O2	InChI=1S/C9H16O2/c1-3-4-5-8-7(2)6-9(10)11-8/h7-8H,3-6H2,1-2H3	WNVCMFHPRIBNCW-UHFFFAOYSA-N	156.1150298			MMDBc0033574
BASm0020427	3-Oxo-7,8-dihydro-alpha-ionol	3-Oxo-7,8-dihydro-alpha-ionol is a C(13) norisoprenoid, a chemical class known for its role in the biosynthesis of various aromatic compounds. This metabolite features a complex structure characterized by a cyclohexene ring with a ketone functional group at the 3-position, contributing to its unique chemical properties. It is involved in several biochemical pathways, particularly in the metabolism of carotenoids, which are precursors for various volatile compounds in plants. The presence of 3-oxo-7,8-dihydro-alpha-ionol has been noted in studies examining the composition of aroma compounds in grape leaves, where it was found to be more abundant in Shiraz compared to Muscat of Alexandria (PMID:11409987). Additionally, it is part of a broader group of C(13) norisoprenoids that includes other related compounds such as 3-hydroxy-beta-damascone and vomifoliol (PMID:14518956). Its structural and functional characteristics make it a significant compound in the study of plant secondary metabolites and their roles in flavor and fragrance profiles (PMID:12926890).		Expected Solid	CC(O)CCC1C(C)=CC(=O)CC1(C)C	C13H22O2	InChI=1S/C13H22O2/c1-9-7-11(15)8-13(3,4)12(9)6-5-10(2)14/h7,10,12,14H,5-6,8H2,1-4H3	UEEJDIUOCUCVHN-UHFFFAOYSA-N	210.1619799			MMDBc0033575
BASm0020428	3-Oxo-alpha-ionol		23526-45-6	Expected Solid	CC(O)C=CC1C(C)=CC(=O)CC1(C)C	C13H20O2	InChI=1S/C13H20O2/c1-9-7-11(15)8-13(3,4)12(9)6-5-10(2)14/h5-7,10,12,14H,8H2,1-4H3	MDCGEAGEQVMWPE-UHFFFAOYSA-N	208.1463299			MMDBc0033576
BASm0020429	3-Oxo-beta-ionone	3-Oxo-beta-ionone is a ketone belonging to the chemical class of terpenoids, specifically a derivative of beta-ionone. Its chemical structure features a cyclohexene ring with a ketone functional group at the 3-position, contributing to its reactivity and interaction in various biochemical pathways. In metabolic studies, it has been observed that rabbits dosed orally with beta-ionone excreted 3-oxo-beta-ionone along with other metabolites such as 3-oxo-beta-ionol and dihydro-3-oxo-beta-ionol in their urine (PMID:5488915). These metabolites were isolated and characterized as 2,4-dinitrophenylhydrazone and p-nitrobenzoate derivatives, confirming their identities through comparison with synthetic standards (PMID:5488915). The presence of 3-oxo-beta-ionone in metabolic pathways suggests its role in the breakdown and transformation of beta-ionone, highlighting its potential involvement in the metabolism of carotenoids and other terpenoid compounds within biological systems.	27185-77-9	Expected Solid	CC(=O)C=CC1=C(C)C(=O)CCC1(C)C	C13H18O2	InChI=1S/C13H18O2/c1-9(14)5-6-11-10(2)12(15)7-8-13(11,3)4/h5-6H,7-8H2,1-4H3	OBHGOXFSRVNKBS-UHFFFAOYSA-N	206.1306798			MMDBc0033577
BASm0020430	3,7-Dimethyl-1,5-octadien-3,7-diol	3,7-Dimethyl-1,5-octadien-3,7-diol is a terpene alcohol belonging to the class of organic compounds known as terpenoids. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological significance.	13741-21-4	Expected Solid	CC(C)(O)C=CCC(C)(O)C=C	C10H18O2	InChI=1S/C10H18O2/c1-5-10(4,12)8-6-7-9(2,3)11/h5-7,11-12H,1,8H2,2-4H3	QEOHJVNDENHRCH-UHFFFAOYSA-N	170.1306798			MMDBc0033578
BASm0020431	4-Allyl-2,6-dimethyoxphenol	Methoxyeugenol, also known as 4-allylsyringol, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Methoxyeugenol is a sweet, bacon, and burnt tasting compound. Methoxyeugenol has been detected, but not quantified, in herbs and spices. This could make methoxyeugenol a potential biomarker for the consumption of these foods.	6627-88-9	Expected Solid	COC1=CC(CC=C)=CC(OC)=C1O	C11H14O3	InChI=1S/C11H14O3/c1-4-5-8-6-9(13-2)11(12)10(7-8)14-3/h4,6-7,12H,1,5H2,2-3H3	FWMPKHMKIJDEMJ-UHFFFAOYSA-N	194.0942943			MMDBc0033580
BASm0020432	4-Hexanolide	Gamma-Caprolactone, also known as 4-ethyl-4-butanolide or 4-hexanolide, belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. Thus, Gamma-caprolactone is considered to be a fatty ester lipid molecule. Gamma-Caprolactone is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Gamma-Caprolactone exists in all eukaryotes, ranging from yeast to humans. Outside of the human body, Gamma-caprolactone has been detected, but not quantified in several different foods, such as potato, cereals and cereal products, pomes, alcoholic beverages, and fruits. It is occasionally found as a volatile component of human urine. In some cases differences up to an order of magnitude are observed. It has been also found in the polar fraction of human blood. 		Liquid	CCC1CCC(=O)O1	C6H10O2	InChI=1S/C6H10O2/c1-2-5-3-4-6(7)8-5/h5H,2-4H2,1H3	JBFHTYHTHYHCDJ-UHFFFAOYSA-N	114.0680796			MMDBc0033582
BASm0020433	4-Methylacetophenone	4'-Methylacetophenone, also known as melilot or sweet clover, belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. 4'-Methylacetophenone is a sweet, acetophenone, and bitter almond tasting compound. 4'-Methylacetophenone has been detected, but not quantified, in several different foods, such as citrus, garden tomato, pepper (spice), garden tomato (var.), and milk and milk products. This could make 4'-methylacetophenone a potential biomarker for the consumption of these foods.	122-00-9	Solid	CC(=O)C1=CC=C(C)C=C1	C9H10O	InChI=1S/C9H10O/c1-7-3-5-9(6-4-7)8(2)10/h3-6H,1-2H3	GNKZMNRKLCTJAY-UHFFFAOYSA-N	134.0731649			MMDBc0033583
BASm0020434	4-Methylthiazole	4-Methylthiazole, also known as fema 3716, belongs to the class of organic compounds known as thiazoles. These are heterocyclic compounds containing a five-member aromatic ring made up of one sulfur atom, one nitrogen, and three carbon atoms. 4-Methylthiazole is a green, nutty, and roasted meat tasting compound. 4-methylthiazole has been detected, but not quantified, in several different foods, such as cereals and cereal products, coffee and coffee products, crustaceans, green vegetables, and nuts. This could make 4-methylthiazole a potential biomarker for the consumption of these foods. 4-Methylthiazole has been linked to the inborn metabolic disorders including celiac disease. A 1,3-thiazole substituted by a methyl group at position 4.	693-95-8	Solid	CC1=CSC=N1	C4H5NS	InChI=1S/C4H5NS/c1-4-2-6-3-5-4/h2-3H,1H3	QMHIMXFNBOYPND-UHFFFAOYSA-N	99.01426986			MMDBc0033584
BASm0020435	4-Methylthiobutan-1-ol	4-(Methylthio)-1-butanol is found in coffee and coffee products. 4-(Methylthio)-1-butanol is present in coffee. 4-(Methylthio)-1-butanol is a flavouring ingredient.	20582-85-8		CSCCCCO	C5H12OS	InChI=1S/C5H12OS/c1-7-5-3-2-4-6/h6H,2-5H2,1H3	JNTVUHZXIJFHAU-UHFFFAOYSA-N	120.0608862			MMDBc0033585
BASm0020436	Acetosyringone	Acetosyringone is a phenolic compound belonging to the class of aromatic compounds. Its chemical structure features a methoxy group and a hydroxyl group attached to a benzene ring, contributing to its reactivity and role in various biochemical pathways. In the context of plant-microbe interactions, acetosyringone is known to facilitate the virulence of Agrobacterium tumefaciens by inducing the expression of genes necessary for plant transformation. Studies have shown that acetosyringone enhances chemotaxis toward various phenolic compounds, including vanillin and guaiacol (PMID:41039684). It is also utilized in optimizing transformation protocols, where parameters such as bacterial suspension density and acetosyringone concentration are adjusted to maximize hairy root induction efficiency (PMID:40941827). Additionally, it has been identified as a significant factor in the expression of differentially expressed genes during virulence induction (PMID:40844242), and its concentration plays a critical role in improving transformation efficiency and GUS expression in various experimental setups (PMID:40531435). Overall, acetosyringone serves as a crucial signaling molecule in plant genetic engineering and microbial pathogenesis.	2478-38-8	Expected Solid	COC1=CC(=CC(OC)=C1O)C(C)=O	C10H12O4	InChI=1S/C10H12O4/c1-6(11)7-4-8(13-2)10(12)9(5-7)14-3/h4-5,12H,1-3H3	OJOBTAOGJIWAGB-UHFFFAOYSA-N	196.0735589			MMDBc0033589
BASm0020437	Acetovanillone	Acetovanillone is a phenolic compound classified as a vanillin derivative containing an acetyl side chain. Its chemical structure features a methoxy group and a carbonyl group adjacent to a phenolic hydroxyl, making it a key metabolite in the degradation pathways of lignin, a complex plant polymer. The depolymerization of lignin generates various aromatic products, including acetovanillone, which can be utilized in biochemical processes. Interestingly, while the Alphaproteobacterium Novosphingobium aromaticivorans DSM12444 can metabolize several chemically modified aromatics derived from lignin, it does not utilize acetovanillone as a growth substrate (PMID:40840623). However, specific genetic modifications in bacterial strains have shown a significant increase in the phosphorylation rate of acetovanillone, indicating potential pathways for its metabolism (PMID:40840623). Moreover, acetovanillone is part of a broader network of aromatic compounds that exhibit varying antioxidant activities, which are influenced by their structural characteristics (PMID:40769347). The breakdown of lignin into acetovanillone and other phenolic monomers is facilitated by free-radical reactions, highlighting its role in the bioconversion of lignin into valuable chemical feedstocks (PMID:40686944).			COC1=CC(=CC=C1O)C(C)=O	C9H10O3	InChI=1S/C9H10O3/c1-6(10)7-3-4-8(11)9(5-7)12-2/h3-5,11H,1-2H3	DFYRUELUNQRZTB-UHFFFAOYSA-N	166.0629942			MMDBc0033590
BASm0020438	alpha-Isomethyl-ionone	(±)-(E)-3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one is a flavouring ingredien	127-51-5		CC(=O)C(\C)=C\C1C(C)=CCCC1(C)C	C14H22O	InChI=1S/C14H22O/c1-10-7-6-8-14(4,5)13(10)9-11(2)12(3)15/h7,9,13H,6,8H2,1-5H3/b11-9+	JRJBVWJSTHECJK-PKNBQFBNSA-N	206.1670653			MMDBc0033591
BASm0020439	Anethole	Anethole is a phenylpropene, a type of aromatic compound that occurs widely in natural essential oils. It contributes a large component of the distinctive flavors of anise and fennel (both in the botanical family Apiaceae), anise myrtle (Myrtaceae), liquorice (Fabaceae), and star anise (Illiciaceae). It is responsible for aniseed or spicy-herbal aromas. Closely related to anethole is its double-bond isomer estragole, abundant in tarragon (Asteraceae) and basil (Lamiaceae), that has a flavor reminiscent of anise.	104-46-1	Liquid	COC1=CC=C(\C=C\C)C=C1	C10H12O	InChI=1S/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3-8H,1-2H3/b4-3+	RUVINXPYWBROJD-ONEGZZNKSA-N	148.088815			MMDBc0033593
BASm0020440	Anisic acid	p-Anisic acid, also known as 4-anisate or draconic acid, belongs to the class of organic compounds known as p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group. p-Anisic acid is a drug. p-Anisic acid exists in all eukaryotes, ranging from yeast to humans. p-Anisic acid is a faint, sweet, and cadaverous tasting compound. Outside of the human body, p-anisic acid has been detected, but not quantified in several different foods, such as anises, cocoa beans, fennels, and german camomiles. This could make p-anisic acid a potential biomarker for the consumption of these foods. It is a white crystalline solid which is insoluble in water, highly soluble in alcohols and soluble in ether, and ethyl acetate. p-Anisic acid has antiseptic properties. It is also used as an intermediate in the preparation of more complex organic compounds. It is generally obtained by the oxidation of anethole or p-methoxyacetophenone. The term "anisic acid" often refers to this form specifically. p-Anisic acid is found naturally in anise.		Solid	COC1=CC=C(C=C1)C(O)=O	C8H8O3	InChI=1S/C8H8O3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3,(H,9,10)	ZEYHEAKUIGZSGI-UHFFFAOYSA-N	152.0473441			MMDBc0033594
BASm0020441	Astilbin	Astilbin is found in alcoholic beverages. Astilbin is a constituent of Vitis vinifera (wine grape).Astilbin is a flavanonol, a type of flavonoid. It can be found in St John's wort (Hypericum perforatum, Clusiaceae, subfamily Hypericoideae, formerly often considered a full family Hypericaceae), in Dimorphandra mollis (Fava d'anta, Fabaceae), in the the leaves of Harungana madagascariensis (Hypericaceae), in the rhizome of Astilbe thunbergii, in the root of Astilbe odontophylla(Saxifragaceae) and in the rhizone of Smilax glabra (Chinaroot, Smilacaceae).	29838-67-3	Expected Solid	C[C@@H]1O[C@@H](O[C@@H]2[C@H](OC3=CC(O)=CC(O)=C3C2=O)C2=CC(O)=C(O)C=C2)[C@H](O)[C@H](O)[C@H]1O	C21H22O11	InChI=1S/C21H22O11/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8/h2-7,15,17-26,28-29H,1H3/t7-,15-,17+,18+,19+,20-,21-/m0/s1	ZROGCCBNZBKLEL-MPRHSVQHSA-N	450.1162115			MMDBc0033595
BASm0020442	Astringin		29884-49-9	Expected Solid	OC[C@H]1O[C@@H](OC2=CC(\C=C\C3=CC(O)=C(O)C=C3)=CC(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O	C20H22O9	InChI=1S/C20H22O9/c21-9-16-17(25)18(26)19(27)20(29-16)28-13-6-11(5-12(22)8-13)2-1-10-3-4-14(23)15(24)7-10/h1-8,16-27H,9H2/b2-1+/t16-,17-,18+,19-,20-/m1/s1	PERPNFLGJXUDDW-CUYWLFDKSA-N	406.1263823			MMDBc0033596
BASm0020443	Caftaric acid	Caftaric acid is a the ester of tartaric acid and the phenolic acid caffeic acid, a type of polyphenol. Polyphenol are secondary plant metabolites and components of grapes, wines and beers. They contribute to the sensory characteristics of wine. Yeast can influence the polyphenolic wine composition by adsorbing them throught its cell wall during wine making. [Caridi 2004]		Solid	O[C@H]([C@@H](OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C(O)=O)C(O)=O	C13H12O9	InChI=1S/C13H12O9/c14-7-3-1-6(5-8(7)15)2-4-9(16)22-11(13(20)21)10(17)12(18)19/h1-5,10-11,14-15,17H,(H,18,19)(H,20,21)/b4-2+/t10-,11-/m1/s1	SWGKAHCIOQPKFW-JTNORFRNSA-N	312.048132			MMDBc0033599
BASm0020444	Carvone	Carvone is found in anise. Carvone is a flavouring ingredient	6485-40-1		CC(=C)C1CC=C(C)C(=O)C1	C10H14O	InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3	ULDHMXUKGWMISQ-UHFFFAOYSA-N	150.1044651			MMDBc0033601
BASm0020445	Castavinol C1	Castavinol C1 is a flavonoid metabolite. There is limited literature available on this compound, indicating that further research may be needed to fully understand its properties and potential biological effects.		Expected Solid	COC1=CC(=CC(OC)=C1O)[C@]12OC(C)([C@H]([C@H]1O[C@@H]1O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]1O)C1=C(O2)C=C(O)C=C1)C(C)=O	C27H32O13	InChI=1S/C27H32O13/c1-11(29)26(2)19-14-6-5-13(30)9-15(14)39-27(40-26,12-7-16(35-3)20(31)17(8-12)36-4)24(19)38-25-23(34)22(33)21(32)18(10-28)37-25/h5-9,18-19,21-25,28,30-34H,10H2,1-4H3/t18-,19-,21+,22-,23-,24+,25-,26?,27-/m0/s1	TZTLDJQDIIZKBG-GXUNQXERSA-N	564.1842911			MMDBc0033602
BASm0020446	Castavinol C2	Castavinol C2 is a flavonoid metabolite. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential biological effects.		Expected Solid	COC1=C(O)C=CC(=C1)[C@]12OC(C)([C@H]([C@H]1O[C@@H]1O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]1O)C1=C(O2)C=C(O)C=C1)C(C)=O	C26H30O12	InChI=1S/C26H30O12/c1-11(28)25(2)19-14-6-5-13(29)9-16(14)37-26(38-25,12-4-7-15(30)17(8-12)34-3)23(19)36-24-22(33)21(32)20(31)18(10-27)35-24/h4-9,18-24,27,29-33H,10H2,1-3H3/t18-,19-,20+,21-,22-,23+,24-,25?,26-/m0/s1	NZMNFWAWITTXIS-ZQKJXXATSA-N	534.1737264			MMDBc0033603
BASm0020447	Castavinol C3	Castavinol C3 is a flavonoid metabolite. There is limited literature available on this compound, indicating a need for further research to better understand its properties and potential biological effects.		Expected Solid	COC1=C(O)C(O)=CC(=C1)[C@]12OC(C)([C@H]([C@H]1O[C@@H]1O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]1O)C1=C(O2)C=C(O)C=C1)C(C)=O	C26H30O13	InChI=1S/C26H30O13/c1-10(28)25(2)18-13-5-4-12(29)8-15(13)38-26(39-25,11-6-14(30)19(31)16(7-11)35-3)23(18)37-24-22(34)21(33)20(32)17(9-27)36-24/h4-8,17-18,20-24,27,29-34H,9H2,1-3H3/t17-,18-,20+,21-,22-,23+,24-,25?,26-/m0/s1	ALSDFAORYWHNNX-UFFWUXHJSA-N	550.168641			MMDBc0033604
BASm0020448	Castavinol C4	Castavinol C4 is a polyphenolic compound belonging to the class of flavonoids. There is limited literature available on this metabolite, indicating a need for further research to elucidate its biological properties and potential health benefits.		Expected Solid	COC1=CC(=CC(OC)=C1O)[C@@]12OC(C)([C@@H]([C@@H]1O[C@@H]1O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]1O)C1=C(O2)C=C(O)C=C1)C(C)=O	C27H32O13	InChI=1S/C27H32O13/c1-11(29)26(2)19-14-6-5-13(30)9-15(14)39-27(40-26,12-7-16(35-3)20(31)17(8-12)36-4)24(19)38-25-23(34)22(33)21(32)18(10-28)37-25/h5-9,18-19,21-25,28,30-34H,10H2,1-4H3/t18-,19+,21+,22-,23-,24-,25-,26?,27+/m0/s1	TZTLDJQDIIZKBG-KNUSJXFJSA-N	564.1842911			MMDBc0033605
BASm0020449	cis-Hexenal	Fruit flavour/aroma constituent.	505-57-7		CCC\C=C/C=O	C6H10O	InChI=1S/C6H10O/c1-2-3-4-5-6-7/h4-6H,2-3H2,1H3/b5-4-	MBDOYVRWFFCFHM-PLNGDYQASA-N	98.07316494			MMDBc0033608
BASm0020450	Citronellyl acetate	(±)-Citronellyl acetate, also known as b-citronellol acetic acid or cephrol acetate, belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. (±)-Citronellol acetate is a monoterpenoid that is the acetate ester of citronellol. It has been isolated from Citrus hystrix.  (±)-Citronellyl acetate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.	150-84-5	Solid	CC(CCOC(C)=O)CCC=C(C)C	C12H22O2	InChI=1S/C12H22O2/c1-10(2)6-5-7-11(3)8-9-14-12(4)13/h6,11H,5,7-9H2,1-4H3	JOZKFWLRHCDGJA-UHFFFAOYSA-N	198.1619799			MMDBc0033610
BASm0020451	Coutaric acid	Coutaric acid is a the ester of tartaric acid and the phenolic acid coumaric acid, a type of polyphenol. Polyphenol are secondary plant metabolites and components of grapes, wines and beers. They contribute to the sensory characteristics of wine. Yeast can influence the polyphenolic wine composition by adsorbing them throught its cell wall during wine making. [Caridi 2004]		Solid	CCC(CC)NC1=C(C=CC(=C1)C(O)=O)N1C(=O)CC[C@@]1(CN)CO	C18H27N3O4	InChI=1S/C18H27N3O4/c1-3-13(4-2)20-14-9-12(17(24)25)5-6-15(14)21-16(23)7-8-18(21,10-19)11-22/h5-6,9,13,20,22H,3-4,7-8,10-11,19H2,1-2H3,(H,24,25)/t18-/m1/s1	ZEZFFRWWHKSMEB-GOSISDBHSA-N	349.2001564			MMDBc0033611
BASm0020452	Cyanidin 3-O-glucoside	Cyanidin 3-O-glucoside is an anthocyanin, which is a class of polyphenol. Anthocyanins are plant pigments found in many red berries including grape and grape skin. The cell wall of S. cerevisiae is permeable to anthocyanins and as a consequence the anthocyanins can be retained by yeast during wine-making; this adsorption can have an influence on wine color. Anthocyanins can react with yeast metabolites to form pyranoanthocyanins, which are more stable pigments formed during wine ageing and are of great importance for the color of aged wines. [PMID: 12822951] [PMID: 17303275]	7084-24-4	Expected Solid	[Cl-].OC[C@H]1O[C@@H](OC2=C([O+]=C3C=C(O)C=C(O)C3=C2)C2=CC(O)=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	C21H21ClO11	InChI=1S/C21H20O11.ClH/c22-7-16-17(27)18(28)19(29)21(32-16)31-15-6-10-12(25)4-9(23)5-14(10)30-20(15)8-1-2-11(24)13(26)3-8;/h1-6,16-19,21-22,27-29H,7H2,(H3-,23,24,25,26);1H/t16-,17-,18+,19-,21-;/m1./s1	YTMNONATNXDQJF-UBNZBFALSA-N	484.0772392			MMDBc0033613
BASm0020453	Cyanidin 3-O-(acetylglucoside)	Cyanidin 3-O-(acetylglucoside) is an anthocyanin, which is a class of polyphenol. Anthocyanins are plant pigments found in many red berries including grape and grape skin. The cell wall of S. cerevisiae is permeable to anthocyanins and as a consequence the anthocyanins can be retained by yeast during wine-making; this adsorption can have an influence on wine color. Anthocyanins can react with yeast metabolites to form pyranoanthocyanins, which are more stable pigments formed during wine ageing and are of great importance for the color of aged wines. [PMID: 12822951] [PMID: 17303275]		Expected Solid	O[C@@H]1[C@@H](COC(O)=O)O[C@@H](OC2=C([O+]=C3C=C(O)C=C(O)C3=C2)C2=CC(O)=C(O)C=C2)[C@H](O)[C@H]1O	C22H21O13	InChI=1S/C22H20O13/c23-9-4-12(25)10-6-15(20(33-14(10)5-9)8-1-2-11(24)13(26)3-8)34-21-19(29)18(28)17(27)16(35-21)7-32-22(30)31/h1-6,16-19,21,27-29H,7H2,(H4-,23,24,25,26,30,31)/p+1/t16-,17-,18+,19-,21-/m1/s1	NMJUVBIVUMUPEF-GQUPQBGVSA-O	493.0982158			MMDBc0033614
BASm0020454	Cyanidin 3-O-(coumaroylglucoside)	Cyanidin 3-O-(coumaroylglucoside) is an anthocyanin, which is a class of polyphenol. Anthocyanins are plant pigments found in many red berries including grape and grape skin. The cell wall of S. cerevisiae is permeable to anthocyanins and as a consequence the anthocyanins can be retained by yeast during wine-making; this adsorption can have an influence on wine color. Anthocyanins can react with yeast metabolites to form pyranoanthocyanins, which are more stable pigments formed during wine ageing and are of great importance for the color of aged wines. [PMID: 12822951] [PMID: 17303275]		Expected Solid	O[C@@H]1[C@@H](COC(=O)\C=C\C2=CC=C(O)C=C2)O[C@@H](OC2=C([O+]=C3C=C(O)C=C(O)C3=C2)C2=CC(O)=C(O)C=C2)[C@H](O)[C@H]1O	C30H27O13	InChI=1S/C30H26O13/c31-16-5-1-14(2-6-16)3-8-25(36)40-13-24-26(37)27(38)28(39)30(43-24)42-23-12-18-20(34)10-17(32)11-22(18)41-29(23)15-4-7-19(33)21(35)9-15/h1-12,24,26-28,30,37-39H,13H2,(H4-,31,32,33,34,35,36)/p+1/t24-,26-,27+,28-,30-/m1/s1	QAOBEOXFSUJDJL-SHPGVJHPSA-O	595.145166			MMDBc0033615
BASm0020455	Cyclotene	Cyclotene is a cyclopentenone, a class of organic compounds characterized by a five-membered ring containing a carbonyl group. Its chemical structure features a cyclopentene ring with a ketone functional group, specifically 2-hydroxy-3-methyl-2-cyclopenten-1-one. Cyclotene is involved in various biochemical pathways, including the fermentation process of soy sauce, where lactic acid bacteria influence its production alongside other compounds like furfural and methional (PMID:27939139). Additionally, it is released during the thermal processing of raw flaxen samples, contributing to the sweet and caramel volatile profile (PMID:33508608). Cyclotene's concentration can also vary with the toasting intensity of wood chips used in flavoring, where it is extracted along with other aroma compounds like maltol and guaiacol (PMID:37664949). Furthermore, in model systems containing soy hydrolyzed vegetable proteins, cyclotene is identified as a sugar-degraded compound, indicating its relevance in food chemistry (PMID:36778086). Overall, cyclotene plays a significant role in the aroma and flavor profile of various food products, highlighting its importance in both chemistry and culinary applications.	80-71-7	Solid	CC1=C(O)C(=O)CC1	C6H8O2	InChI=1S/C6H8O2/c1-4-2-3-5(7)6(4)8/h8H,2-3H2,1H3	CFAKWWQIUFSQFU-UHFFFAOYSA-N	112.0524295			MMDBc0033616
BASm0020456	Delphinidin 3-O-(acetylglucoside)	Delphinidin 3-O-(acetylglucoside) is an anthocyanin, which is a class of polyphenol. Anthocyanins are plant pigments found in many red berries including grape and grape skin. The cell wall of S. cerevisiae is permeable to anthocyanins and as a consequence the anthocyanins can be retained by yeast during wine-making; this adsorption can have an influence on wine color. Anthocyanins can react with yeast metabolites to form pyranoanthocyanins, which are more stable pigments formed during wine ageing and are of great importance for the color of aged wines. [PMID: 12822951] [PMID: 17303275]		Expected Solid	[H][C@]1(COC(C)=O)O[C@@]([H])(OC2=C([O+]=C3C=C(O)C=C(O)C3=C2)C2=CC(O)=C(O)C(O)=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O	C23H23O13	InChI=1S/C23H22O13/c1-8(24)33-7-17-19(30)20(31)21(32)23(36-17)35-16-6-11-12(26)4-10(25)5-15(11)34-22(16)9-2-13(27)18(29)14(28)3-9/h2-6,17,19-21,23,30-32H,7H2,1H3,(H4-,25,26,27,28,29)/p+1/t17-,19-,20+,21-,23-/m1/s1	QPXIWIXIRHZIMM-OXUVVOBNSA-O	507.1138658			MMDBc0033619
BASm0020457	Delphinidin 3-O-(coumaroylglucoside)	Delphinidin 3-O-(coumaroylglucoside) is an anthocyanin, which is a class of polyphenol. Anthocyanins are plant pigments found in many red berries including grape and grape skin. The cell wall of S. cerevisiae is permeable to anthocyanins and as a consequence the anthocyanins can be retained by yeast during wine-making; this adsorption can have an influence on wine color. Anthocyanins can react with yeast metabolites to form pyranoanthocyanins, which are more stable pigments formed during wine ageing and are of great importance for the color of aged wines. [PMID: 12822951] [PMID: 17303275]		Expected Solid	O[C@@H]1[C@@H](COC(=O)\C=C\C2=CC=C(O)C=C2)O[C@@H](OC2=CC3=C(O)C=C(O)C=C3[O+]=C2C2=CC(O)=C(O)C(O)=C2)[C@H](O)[C@H]1O	C30H27O14	InChI=1S/C30H26O14/c31-15-4-1-13(2-5-15)3-6-24(36)41-12-23-26(38)27(39)28(40)30(44-23)43-22-11-17-18(33)9-16(32)10-21(17)42-29(22)14-7-19(34)25(37)20(35)8-14/h1-11,23,26-28,30,38-40H,12H2,(H5-,31,32,33,34,35,36,37)/p+1/t23-,26-,27+,28-,30-/m1/s1	DHTPVCYNNWQRMN-LHRGPQAGSA-O	611.1400806			MMDBc0033620
BASm0020458	delta-Octalactone	xi-Tetrahydro-6-propyl-2H-pyran-2-one belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety. xi-Tetrahydro-6-propyl-2H-pyran-2-one is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Thus, XI-tetrahydro-6-propyl-2H-pyran-2-one is considered to be a fatty ester lipid molecule. xi-Tetrahydro-6-propyl-2H-pyran-2-one has been detected, but not quantified, in fats and oils and fruits. This could make XI-tetrahydro-6-propyl-2H-pyran-2-one a potential biomarker for the consumption of these foods.	698-76-0	Expected Solid	CCCC1CCCC(=O)O1	C8H14O2	InChI=1S/C8H14O2/c1-2-4-7-5-3-6-8(9)10-7/h7H,2-6H2,1H3	FYTRVXSHONWYNE-UHFFFAOYSA-N	142.0993797			MMDBc0033621
BASm0020459	Diethyl malonate	Diethyl malonate, also known as dicarbethoxymethane or ethyl propanedioate, belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. Diethyl malonate is a sweet, apple, and fruity tasting compound. Diethyl malonate has been detected, but not quantified, in a few different foods, such as alcoholic beverages, evergreen blackberries, and fruits. Like other esters, this compound can undergo bromination at the alpha position. Fischer esterification gives diethyl malonate: One of the principal uses of this compound is in the malonic ester synthesis. It occurs naturally in grapes and strawberries as a colourless liquid with an apple-like odour, and is used in perfumes. Malonic acid is a rather simple dicarboxylic acid, with the two carboxyl groups close together. The hydrogen atoms on a carbon adjacent to two carbonyl groups are even more acidic because the carbonyl groups help stabilize the carbanion resulting from the removal of that proton. Like many other esters, this compound can undergo the Claisen ester condensation. This alkylated 1,3-dicarbonyl compound (3) readily undergoes decarboxylation with loss of carbon dioxide, to give a substituted acetic acid, using Sodium ethoxide as the preferred base. The use of aqueous sodium hydroxide may give the base hydrolysis products: sodium malonate and ethanol.	105-53-3	Liquid	CCOC(=O)CC(=O)OCC	C7H12O4	InChI=1S/C7H12O4/c1-3-10-6(8)5-7(9)11-4-2/h3-5H2,1-2H3	IYXGSMUGOJNHAZ-UHFFFAOYSA-N	160.0735589			MMDBc0033622
BASm0020460	Diethyldisulfide	Diethyl disulfide, also known as 1,1'-dithiodiethane or 3,4-dithiahexane, belongs to the class of organic compounds known as dialkyldisulfides. These are organic compounds containing a disulfide group R-SS-R' where R and R' are both alkyl groups. Diethyl disulfide is possibly neutral. Diethyl disulfide is a garlic and greasy tasting compound. Diethyl disulfide has been detected, but not quantified, in cabbages and fruits. 	110-81-6	Liquid	CCSSCC	C4H10S2	InChI=1S/C4H10S2/c1-3-5-6-4-2/h3-4H2,1-2H3	CETBSQOFQKLHHZ-UHFFFAOYSA-N	122.0223917			MMDBc0033623
BASm0020461	Diethylsulfide	Diethyl sulfide is found in alcoholic beverages. Diethyl sulfide is a food additive listed in the EAFUS food Additive Database (Jan 2001). Diethyl sulfide is found in various foods and brandies. Diethyl sulfide is a food flavour ingredient. Diethyl sulfide is a clear, flammable chemical compound with a pungent garlic-like odor. It has the chemical formula C4H10S. It is prepared by treating ethanol with concentrated sulfuric acid, partially neutralizing the new solution with sodium carbonate, then distilling the resulting sodium ethyl sulfate in a solution containing potassium sulfide	352-93-2	Liquid	CCSCC	C4H10S	InChI=1S/C4H10S/c1-3-5-4-2/h3-4H2,1-2H3	LJSQFQKUNVCTIA-UHFFFAOYSA-N	90.05032101			MMDBc0033624
BASm0020462	Dihydromaltol	Dihydromaltol is a member of the chemical class of furanones, specifically classified as 2,3-dihydro-5-hydroxy-6-methyl-4H-pyran-4-one. Its chemical structure features a furan ring with hydroxyl and methyl substituents, contributing to its distinct aroma profile. Dihydromaltol is identified as a significant odorant in various food products, including dairy items like Ryazhenka kefir, where it was detected through GC-olfactometry-MS techniques (PMID:19817423). Additionally, it plays a role in the flavor profile of roasted chicory, alongside other caramel- and sweet-smelling compounds (PMID:30969122). The compound is also noted for its formation during the aging of sweet fortified red wines, influenced by oxidative conditions, which distinguishes it from other related compounds formed under different conditions (PMID:10552573). Dihydromaltol is involved in metabolic pathways that contribute to the synthesis of various aroma compounds, enhancing sensory experiences in food and beverages (PMID:706805). Its presence and characteristics make it an important focus in flavor chemistry and food science.		Expected Solid	CC1=C(O)C(=O)CCO1	C6H8O3	InChI=1S/C6H8O3/c1-4-6(8)5(7)2-3-9-4/h8H,2-3H2,1H3	YTKBKDDTNVNZLX-UHFFFAOYSA-N	128.0473441			MMDBc0033625
BASm0020463	E-2-Hexen-1-ol	E-2-Hexen-1-ol is a primary alcohol belonging to the class of aliphatic alcohols. Its chemical structure features a six-carbon chain with a double bond between the second and third carbons and a hydroxyl group (-OH) at the terminal position, which contributes to its reactivity and volatility. This compound is known for its role as a key odorant, particularly in food and plant aromas, where it contributes to the characteristic scents of various fruits and vegetables. E-2-Hexen-1-ol is involved in several biochemical pathways, including those related to the synthesis of volatile organic compounds that can influence plant signaling and attract pollinators. The primary odorants in Fe consist of E-2-hexen-1-ol and (Z)-3-hexen-1-ol, highlighting its significance in the olfactory profile of certain biological systems (PMID:38611329). Its presence in various biological contexts underscores its importance in both ecological interactions and potential applications in flavor and fragrance industries.	928-95-0	Solid	CCCC=CCO	C6H12O	InChI=1S/C6H12O/c1-2-3-4-5-6-7/h4-5,7H,2-3,6H2,1H3	ZCHHRLHTBGRGOT-UHFFFAOYSA-N	100.088815			MMDBc0033626
BASm0020464	E-Linalool oxide	(±)-trans-Linalyl oxide is found in black elderberry. This is the trans form of furanoid linalool oxide, also called 'Linalool oxide A' or 'Linalool oxide II'; there are 2 possible stereo-isomers.	34995-77-2		CC(C)(O)[C@@H]1CC[C@](C)(O1)C=C	C10H18O2	InChI=1S/C10H18O2/c1-5-10(4)7-6-8(12-10)9(2,3)11/h5,8,11H,1,6-7H2,2-4H3/t8-,10+/m0/s1	BRHDDEIRQPDPMG-WCBMZHEXSA-N	170.1306798			MMDBc0033628
BASm0020465	Engeletin	Engeletin (dihydrokaempferol 3-rhamnoside) is the 3-rhamnoside of the dihydroflavonol dihydrokaempferol, a type of polyphenol. Polyphenol are secondary plant metabolites and components of grapes, wines and beers. They contribute to the sensory characteristics of wine. Yeast can influence the polyphenolic wine composition by adsorbing them throught its cell wall during wine making. [Caridi 2004]	572-31-6	Expected Solid	C[C@@H]1O[C@@H](O[C@@H]2[C@H](OC3=CC(O)=CC(O)=C3C2=O)C2=CC=C(O)C=C2)[C@H](O)[C@H](O)[C@H]1O	C21H22O10	InChI=1S/C21H22O10/c1-8-15(25)17(27)18(28)21(29-8)31-20-16(26)14-12(24)6-11(23)7-13(14)30-19(20)9-2-4-10(22)5-3-9/h2-8,15,17-25,27-28H,1H3/t8-,15-,17+,18+,19+,20-,21-/m0/s1	VQUPQWGKORWZII-WDPYGAQVSA-N	434.1212969			MMDBc0033629
BASm0020466	Epicatechin gallate	Epicatechin gallate is a flavanol, a type of polyphenol. Polyphenol are secondary plant metabolites and component of grapes and wines that contribute to the sensory characteristics of wine. Yeast can influence the polyphenolic wine composition by adsorbing them throught its cell wall during wine making. [Caridi 2004] 		Expected Solid	[H][C@@]1(CC2=C(O)C=C(O)C=C2O[C@@]1([H])C1=CC(O)=C(O)C=C1)OC(=O)C1=CC(O)=C(O)C(O)=C1	C22H18O10	InChI=1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21-/m0/s1	LSHVYAFMTMFKBA-FPOVZHCZSA-N	442.0899968			MMDBc0033630
BASm0020467	Epigallocatechin	Epigallocatechin is a flavanol, a type of polyphenol. Polyphenol are secondary plant metabolites and component of grapes and wines that contribute to the sensory characteristics of wine. Yeast can influence the polyphenolic wine composition by adsorbing them throught its cell wall during wine making. [Caridi 2004] 	970-74-1	Solid	O[C@@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1=CC(O)=C(O)C(O)=C1	C15H14O7	InChI=1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15-/m1/s1	XMOCLSLCDHWDHP-IUODEOHRSA-N	306.0739528			MMDBc0033631
BASm0020468	Ethyl lactate		97-64-3		CCOC(=O)C(C)=C	C6H10O2	InChI=1S/C6H10O2/c1-4-8-6(7)5(2)3/h2,4H2,1,3H3	SUPCQIBBMFXVTL-UHFFFAOYSA-N	114.0680796			MMDBc0033634
BASm0020469	Ethyl methionate	Ethyl methionate is a volatile organic compound belonging to the class of esters. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	CCOC(=O)C(N)CCSC	C7H15NO2S	InChI=1S/C7H15NO2S/c1-3-10-7(9)6(8)4-5-11-2/h6H,3-5,8H2,1-2H3	ARJXIGOIOGJAKR-UHFFFAOYSA-N	177.0823494			MMDBc0033635
BASm0020470	Ethyl vanillin	Ethyl vanillin is a flavouring agent with flavouring power 2-4 times greater than vanillin. Ethyl vanillin is used especially in cocoa product	121-32-4	Solid	CCOC1=C(O)C=CC(C=O)=C1	C9H10O3	InChI=1S/C9H10O3/c1-2-12-9-5-7(6-10)3-4-8(9)11/h3-6,11H,2H2,1H3	CBOQJANXLMLOSS-UHFFFAOYSA-N	166.0629942			MMDBc0033636
BASm0020471	Ethyl-4-hydroxybenzoate	Ethylparaben, also known as e-214 or aseptin a, belongs to the class of organic compounds known as p-hydroxybenzoic acid alkyl esters. These are aromatic compounds containing a benzoic acid, which is esterified with an alkyl group and para-substituted with a hydroxyl group. It is used as an antifungal preservative. Sodium ethyl para-hydroxybenzoate, the sodium salt of ethylparaben, has the same uses and is given the E number E215. Ethylparaben is a drug. Its formula is HO-C6H4-CO-O-CH2CH3. Ethylparaben is a mild and phenolic tasting compound. ethylparaben has been detected, but not quantified, in alcoholic beverages. This could make ethylparaben a potential biomarker for the consumption of these foods. Ethylparaben (ethyl para-hydroxybenzoate) is the ethyl ester of p-hydroxybenzoic acid. Ethylparaben is a potentially toxic compound. As a food additive, it has E number E214.	120-47-8	Solid	CCOC(=O)C1=CC=C(O)C=C1	C9H10O3	InChI=1S/C9H10O3/c1-2-12-9(11)7-3-5-8(10)6-4-7/h3-6,10H,2H2,1H3	NUVBSKCKDOMJSU-UHFFFAOYSA-N	166.0629942			MMDBc0033637
BASm0020472	Ethylcinnamate	Ethylcinnamate is a member of the chemical class of cinnamate esters, characterized by its ethyl ester of cinnamic acid. Its chemical structure features a phenyl group attached to a vinyl group, which is further esterified with an ethyl group, contributing to its unique properties. Ethylcinnamate is involved in various chemical interactions, including the formation of complexes with hydrogen bond donors such as phenol and thiophenol, as studied under ambient conditions (PMID:40859766). Additionally, it has been identified as one of six antifungal components in a study of essential oils, demonstrating significant binding affinity to various biological targets, including AKR1B1 and CYP51A1 (PMID:37729978). Spectroscopic investigations have also explored the nonradiative decay pathways of ethylcinnamate derivatives, revealing insights into their photophysical behavior (PMID:27657500). Furthermore, research has examined the UV absorption properties of ethylcinnamate in formulations, particularly in relation to its effectiveness in sunscreens (PMID:16824709). Lastly, ethylcinnamate has been utilized in the synthesis of metal complexes, showcasing its versatility and application in coordination chemistry (PMID:15249033).	103-36-6	Liquid	CCC1=CC=CC=C1\C=C\C([O-])=O	C11H11O2	InChI=1S/C11H12O2/c1-2-9-5-3-4-6-10(9)7-8-11(12)13/h3-8H,2H2,1H3,(H,12,13)/p-1/b8-7+	PPDRIRGALQZEPP-BQYQJAHWSA-M	175.0759046			MMDBc0033638
BASm0020473	Ethyldihydrocinnamate	Ethyl (±)-2-ethyl-3-phenylpropanoate is a flavouring ingredient.	2021-28-5		CCOC(=O)C(CC)CC1=CC=CC=C1	C13H18O2	InChI=1S/C13H18O2/c1-3-12(13(14)15-4-2)10-11-8-6-5-7-9-11/h5-9,12H,3-4,10H2,1-2H3	QDCUBAFTOOPBFR-UHFFFAOYSA-N	206.1306798			MMDBc0033639
BASm0020474	Ethylvanillate	Ethylvanillate is a phenolic compound belonging to the class of aromatic compounds. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.	617-05-0	Solid	CCC1=C(OC)C(O)=CC=C1C(O)=O	C10H12O4	InChI=1S/C10H12O4/c1-3-6-7(10(12)13)4-5-8(11)9(6)14-2/h4-5,11H,3H2,1-2H3,(H,12,13)	ULKIVNGMBPJKRW-UHFFFAOYSA-N	196.0735589			MMDBc0033640
BASm0020475	Fertaric acid	Fertaric acid is a the ester of tartaric acid and the phenolic acid ferulic acid, a type of polyphenol. Polyphenol are secondary plant metabolites and components of grapes, wines and beers. They contribute to the sensory characteristics of wine. Yeast can influence the polyphenolic wine composition by adsorbing them throught its cell wall during wine making. [Caridi 2004]		Solid	COC1=CC(\C=C\C(=O)OC(C(O)C(O)=O)C(O)=O)=CC=C1O	C14H14O9	InChI=1S/C14H14O9/c1-22-9-6-7(2-4-8(9)15)3-5-10(16)23-12(14(20)21)11(17)13(18)19/h2-6,11-12,15,17H,1H3,(H,18,19)(H,20,21)/b5-3+	XIWXUSFCUBAMFH-HWKANZROSA-N	326.063782			MMDBc0033641
BASm0020476	Furylacetone	Furylacetone, also known as 1-(2-Furanyl)-2-propanone, 2-acetonylfuran or 2-furfuryl methyl ketone, belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom. Furylacetone is a radish and spicy tasting compound. Furylacetone has been detected, but not quantified, in several different foods, such as alcoholic beverages, cereals and cereal products, coffee and coffee products, onion-family vegetables, and potato. This could make furylacetone a potential biomarker for the consumption of these foods.	6975-60-6	Solid	CC(=O)CC1=CC=CO1	C7H8O2	InChI=1S/C7H8O2/c1-6(8)5-7-3-2-4-9-7/h2-4H,5H2,1H3	IQOJTGSBENZIOL-UHFFFAOYSA-N	124.0524295			MMDBc0033642
BASm0020477	gamma-Decalactone	xi-5-Hexyldihydro-2(3H)-furanone, also known as 4-hexyl-4-butanolide or gamma-lactone decanoic acid, belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a carboxy group on the carbon adjacent to the oxygen atom. xi-5-Hexyldihydro-2(3H)-furanone has been detected, but not quantified, in fruits. This could make XI-5-hexyldihydro-2(3H)-furanone a potential biomarker for the consumption of these foods.	706-14-9		CCCCCCC1CCC(=O)O1	C10H18O2	InChI=1S/C10H18O2/c1-2-3-4-5-6-9-7-8-10(11)12-9/h9H,2-8H2,1H3	IFYYFLINQYPWGJ-UHFFFAOYSA-N	170.1306798			MMDBc0033643
BASm0020478	Geranyl acetone	Acetone, or propanone, is an organic compound with the formula (CH3)2CO. It is the simplest and smallest ketone. It is a colourless, highly volatile and flammable liquid with a characteristic pungent odour. Acetone is miscible with water and serves as an important organic solvent in its own right, in industry, home, and laboratory. Acetone is produced and disposed of in the human body through normal metabolic processes. It is normally present in blood and urine. People with diabetic ketoacidosis produce it in larger amounts. Acetone is not regarded as a waste product of metabolism. However, its physiological role in biochemical machinery is not clear. A model for the role of acetone metabolism is presented that orders the events occurring in acetonemia in sequence: in diabetic ketosis or starvation, ketone body production (b-hydroxy-butyrate, acetoacetate) provides fuel for vital organs (heart, brain, among others) raising the chance of survival of the metabolic catastrophe. However, when ketone body production exceeds the degrading capacity, the accumulating acetoacetic acid presents a new challenge to the pH regulatory system. Acetone production and its further degradation to C3 fragments fulfill two purposes: the maintenance of pH buffering capacity and provision of fuel for peripheral tissues. Since ketosis develops under serious metabolic circumstances, all the mechanisms that balance or moderate the effects of ketosis enhance the chance for survival. From this point of view, the theory that transportable C3 fragments can serve as additional nutrients is a novel view of acetone metabolism which introduces a new approach to the study of acetone degradation, especially in understanding its physiological function and the interrelationship between liver and peripheral tissues. (PMID 10580530). Acetone is typically derived from acetoacetate through the action of microbial acetoacetate decarboxylases found in gut microflora. In chemistry, acetone is the simplest representative of the ketones. Acetone is a colorless, mobile, flammable liquid readily soluble in water, ethanol, ether, etc., and itself serves as an important solvent. It is an irritant and inhalation may lead to hepatotoxic effects (causing liver damage). Acetone can be found in Clostridium (PMID:685531).	67-64-1	Liquid	CC(C)=CCC\C(C)=C\CCC(C)=O	C13H22O	InChI=1S/C13H22O/c1-11(2)7-5-8-12(3)9-6-10-13(4)14/h7,9H,5-6,8,10H2,1-4H3/b12-9+	HNZUNIKWNYHEJJ-FMIVXFBMSA-N	194.1670653			MMDBc0033645
BASm0020479	Glycyrrhyzin	Glycyrrhyzin is a triterpenoid saponin, specifically a glycoside of glycyrrhetic acid, found in the root of Glycyrrhiza glabra (licorice). Its chemical structure consists of a 18β-glycyrrhetinic acid backbone with a β-D-glucuronic acid moiety, contributing to its unique properties. Glycyrrhyzin undergoes metabolism primarily to glycyrrhetic acid, which retains some biological activity. The pharmacokinetic behavior of glycyrrhyzin has been investigated using high-performance liquid chromatography (HPLC) methods to determine its levels in biological samples after oral administration, revealing insights into its absorption and metabolism in humans and rats (PMID:7654308). Glycyrrhyzin is involved in various biochemical pathways, including modulation of steroid metabolism and inhibition of 11β-hydroxysteroid dehydrogenase type 2, which can affect cortisol metabolism. This interaction highlights its potential influence on glucocorticoid activity and related physiological processes.		Expected Solid	[H][C@@]12C[C@](C)(CC[C@]1(C)CC[C@]1(C)C2=CC(=O)[C@]2([H])[C@@]3(C)CC[C@H](O[C@H]4O[C@@H]([C@@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@@H]([C@@H](O)[C@H](O)[C@H]4O)C(O)=O)C(O)=O)C(C)(C)[C@]3([H])CC[C@@]12C)C(O)=O	C42H62O16	InChI=1S/C42H62O16/c1-37(2)21-8-11-42(7)31(20(43)16-18-19-17-39(4,36(53)54)13-12-38(19,3)14-15-41(18,42)6)40(21,5)10-9-22(37)55-35-30(26(47)25(46)29(57-35)33(51)52)58-34-27(48)23(44)24(45)28(56-34)32(49)50/h16,19,21-31,34-35,44-48H,8-15,17H2,1-7H3,(H,49,50)(H,51,52)(H,53,54)/t19-,21-,22-,23-,24-,25-,26-,27+,28-,29-,30+,31+,34-,35-,38+,39-,40-,41+,42+/m0/s1	LPLVUJXQOOQHMX-QWBHMCJMSA-N	822.4037859			MMDBc0033646
BASm0020480	Hexan-2,3-dione	2,3-Hexanedione is found in alcoholic beverages. 2,3-Hexanedione is a constituent of coffee, peach, roast chicken, beer, shoyu and clam. 2,3-Hexanedione is a flavour ingredient		Expected Solid	CCCC(=O)C(C)=O	C6H10O2	InChI=1S/C6H10O2/c1-3-4-6(8)5(2)7/h3-4H2,1-2H3	MWVFCEVNXHTDNF-UHFFFAOYSA-N	114.0680796			MMDBc0033650
BASm0020481	Hexanediol	Hexanediol is a diol compound belonging to the class of aliphatic alcohols. Its chemical structure features a six-carbon chain with hydroxyl groups at both ends, specifically in the 1 and 6 positions, which contributes to its unique properties and reactivity. In biochemical contexts, hexanediol has been shown to influence the formation of dynamic and reversible condensates, as evidenced by its sensitivity in various cellular processes (PMID:41037909). It serves as a solvent and diluent in hybrid electrolytes, enhancing ion conductivity in electrochemical systems (PMID:40938082). Moreover, hexanediol is involved in single molecule tracking studies, where it aids in the formation of high-viscosity states that promote condensate formation during molecular activation (PMID:40894578). Additionally, it plays a role in the formation of DNA-dependent condensates in the context of DNA repair mechanisms (PMID:40894057). Hexanediol is also utilized in the development of gel polymer electrolytes, showcasing its versatility in material science applications (PMID:40884881). Furthermore, it has been identified as a skin sensitizer in certain medical devices, highlighting its relevance in both chemistry and biology (PMID:40842254).		Expected Solid	OCCCCCCO	C6H14O2	InChI=1S/C6H14O2/c7-5-3-1-2-4-6-8/h7-8H,1-6H2	XXMIOPMDWAUFGU-UHFFFAOYSA-N	118.0993797			MMDBc0033651
BASm0020482	Homovanillic acid	Homovanillic acid (HVA), also known as homovanillate, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. HVA is also classified as a catechol.  HVA is a major catecholamine metabolite that is produced by a consecutive action of monoamine oxidase and catechol-O-methyltransferase on dopamine. HVA is typically elevated in patients with catecholamine-secreting tumors (such as neuroblastoma, pheochromocytoma, and other neural crest tumors). HVA levels are also used in monitoring patients who have been treated for these kinds tumors. HVA levels may also be altered in disorders of catecholamine metabolism such as monoamine oxidase-A (MOA) deficiency. MOA deficiency can cause decreased urinary HVA values, while a deficiency of dopamine beta-hydrolase (the enzyme that converts dopamine to norepinephrine) can cause elevated urinary HVA values. Within humans, HVA participates in a number of enzymatic reactions. In particular, HVA and pyrocatechol can be biosynthesized from 3,4-dihydroxybenzeneacetic acid and guaiacol. This reaction is catalyzed by the enzyme known as catechol O-methyltransferase. In addition, HVA can be biosynthesized from homovanillin through the action of the enzyme known aldehyde dehydrogenase. HVA has recently been found in a number of beers and appears to arise from the fermentation process (https://doi.org/10.1006/fstl.1999.0593). HVA is also a metabolite of Bifidobacterium (PMID: 24958563) and the bacterial breakdown of dietary flavonoids. Dietary flavonols commonly found in tomatoes, onions, and tea, can lead to significantly elevated levels of urinary HVA (PMID: 20933512). Likewise, the microbial digestion of hydroxytyrosol (found in olive oil) can also lead to elevated levels of HVA in humans (PMID: 11929304).		Solid	COC1=CC(CC(O)=O)=CC=C1O	C9H10O4	InChI=1S/C9H10O4/c1-13-8-4-6(5-9(11)12)2-3-7(8)10/h2-4,10H,5H2,1H3,(H,11,12)	QRMZSPFSDQBLIX-UHFFFAOYSA-N	182.0579088			MMDBc0033653
BASm0020483	Homovanillyl alcohol	Vanylglycol, also known as 3-Methoxy-4-hydroxyphenylethyleneglycol (MHPG), belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. It is synthesized from endogenous epinephrine and norepinephrine in vivo. It is found in brain, blood, CSF, and urine, where its concentrations are used to measure catecholamine turnover. Catecholamines play an important role in platelet activation and aggregation, epinephrine being the most potent one. Vanylglycol and pyrocatechol can be biosynthesized from 3,4-dihydroxyphenylglycol and guaiacol; which is catalyzed by the enzyme catechol O-methyltransferase. Vanylglycol is a O-methylated metabolite of normetanephrine. In humans, vanylglycol is involved in the metabolic disorder called tyrosinemia in newborns. Alcohol consumption increases the level of vanylglycol in urine and CSF. Vanylglycol is found normally in urine, in plasma and cerebrospinal fluid. Outside of the human body, vanylglycol has been detected, but not quantified in several different foods, such as blackcurrants, chinese bayberries, elderberries, oriental wheats, and poppies. 	498-00-0	Solid	COC1=C(O)C=CC(CCO)=C1	C9H12O3	InChI=1S/C9H12O3/c1-12-9-6-7(4-5-10)2-3-8(9)11/h2-3,6,10-11H,4-5H2,1H3	XHUBSJRBOQIZNI-UHFFFAOYSA-N	168.0786443			MMDBc0033654
BASm0020484	Hopeaphenol	Hopeaphenol is a tetramer of the natural polyphenol resveratrol, belonging to the chemical class of polyphenolic compounds. Its chemical structure consists of multiple phenolic units, which contribute to its enhanced biological activity compared to resveratrol. Research indicates that hopeaphenol plays a significant role in cardiac hypertrophy, a condition characterized by the enlargement of heart muscle cells. In vivo studies using transverse aortic constriction (TAC) models have demonstrated that hopeaphenol treatment improves cardiac function indices, restores cardiomyocyte morphology, and reduces fibrosis, suggesting its cardioprotective properties (PMID:41010549). The underlying mechanism involves the activation of the AMPK signaling pathway, as evidenced by the direct interaction between hopeaphenol and AMPK confirmed through Cellular Thermal Shift Assay (CETSA) (PMID:41010549). In vitro experiments further support this, showing that hopeaphenol reduces Ang II-induced hypertrophy and apoptosis in HL-1 cardiomyocytes while enhancing mitochondrial membrane potential and decreasing reactive oxygen species (ROS) levels (PMID:41010549). Overall, hopeaphenol's cardioprotective effects are closely linked to its ability to activate AMPK, which mitigates mitochondrial dysfunction and alleviates heart failure resulting from pressure overload (PMID:41010549).	17912-85-5	Expected Solid	OC1=CC=C(C=C1)[C@@H]1OC2=C3[C@H]1C1=CC(O)=CC(O)=C1[C@@H]([C@@H]([C@H]1[C@H](C4=CC=C(O)C=C4)C4=C(O)C=C(O)C=C4[C@H]4[C@@H](OC5=C4C1=CC(O)=C5)C1=CC=C(O)C=C1)C3=CC(O)=C2)C1=CC=C(O)C=C1	C56H42O12	InChI=1S/C56H42O12/c57-29-9-1-25(2-10-29)45-47-37(17-33(61)21-41(47)65)53-49-39(19-35(63)23-43(49)67-55(53)27-5-13-31(59)14-6-27)51(45)52-40-20-36(64)24-44-50(40)54(56(68-44)28-7-15-32(60)16-8-28)38-18-34(62)22-42(66)48(38)46(52)26-3-11-30(58)12-4-26/h1-24,45-46,51-66H/t45-,46+,51-,52+,53-,54-,55+,56+/m1/s1	YQQUILZPDYJDQJ-VHXTUJGLSA-N	906.2676268			MMDBc0033655
BASm0020485	Hotrienol	Hotrienol is a terpenoid, specifically a volatile organic compound (VOC) that plays a significant role in the aroma profiles of various plants and fermented products. Its chemical structure features a bicyclic framework with a hydroxyl group, contributing to its distinctive scent and flavor characteristics. Hotrienol is involved in several biochemical pathways, including the biosynthesis of aromatic compounds in plants, where it is produced alongside other key metabolites like linalool and 2-phenylethanol (PMID:40246700). It has been identified as a discriminant for seasonal variations in volatile profiles, indicating its importance in environmental responses (PMID:40805726). The production of hotrienol is influenced by specific bacterial communities, such as Chryseobacterium and Agrobacterium, which contribute to its synthesis in various substrates (PMID:38648695). Additionally, hotrienol's presence in toasted barrels correlates with a decrease in fruity and floral notes, highlighting its role in the sensory attributes of aged products (PMID:41008151). Its concentration in certain plant varieties, such as abyssinica, suggests potential applications in flavoring and fragrance industries due to its aromatic properties (PMID:39479604).	20053-88-7	Expected Solid	[H]\C(CC(C)(O)C=C)=C(\[H])C(C)=C	C10H16O	InChI=1S/C10H16O/c1-5-10(4,11)8-6-7-9(2)3/h5-7,11H,1-2,8H2,3-4H3/b7-6+	ZJIQIJIQBTVTDY-VOTSOKGWSA-N	152.1201151			MMDBc0033656
BASm0020486	Humulene	Humulene is one of many sesquiterpenoids that are derived from farnesyl diphosphate (FPP). The biosynthesis begins with the loss of diphosphate from FPP under the action of sesquiterpene synthesis enzymes, generating an allylic cation that is highly susceptible to intramolecular attacks. It is a hop oil constituent/fermentation product.	6753-98-6	Solid	C\C1=C/CC(C)(C)\C=C/C\C(C)=C\CC1	C15H24	InChI=1S/C15H24/c1-13-7-5-8-14(2)10-12-15(3,4)11-6-9-13/h6-7,10-11H,5,8-9,12H2,1-4H3/b11-6-,13-7+,14-10+	FAMPSKZZVDUYOS-OWEBEESNSA-N	204.1878008			MMDBc0033657
BASm0020487	Isooctanol	Isooctanol is a branched-chain alcohol belonging to the class of aliphatic alcohols. Its chemical structure features a long hydrocarbon chain with a hydroxyl (-OH) group, which contributes to its solubility properties and reactivity in various chemical processes. Isooctanol is involved in several industrial applications, including the synthesis of diisooctyl adipate (DOA) through an ester-exchange method, where it serves as a reactant alongside dimethyl adipate (PMID:40041382). The optimization of this reaction has been studied, revealing that specific conditions such as catalyst dosage and molar ratios significantly impact the ester exchange rate (PMID:40041382). Additionally, isooctanol is used in solvent extraction processes, demonstrating compatibility with kerosene without forming precipitates (PMID:39346522). In biological contexts, isooctanol produced by myxobacteria has been shown to induce the accumulation of reactive oxygen species in pathogenic fungi, leading to cell apoptosis (PMID:38260911). Furthermore, it has been identified as a salivary metabolite associated with hepatocellular carcinoma (HCC) and exhibits antifungal activity against various pathogens (PMID:37760495, PMID:32539966).	26952-21-6	Liquid	CC(C)CCCCCO	C8H18O	InChI=1S/C8H18O/c1-8(2)6-4-3-5-7-9/h8-9H,3-7H2,1-2H3	BWDBEAQIHAEVLV-UHFFFAOYSA-N	130.1357652			MMDBc0033658
BASm0020488	Isopropyl methoxypyrazine	2-Isopropyl-3-methoxypyrazine is found in fishes. 2-Isopropyl-3-methoxypyrazine occurs in petitgrain and galbanum oil. Perfumery and flavouring ingredient. Associated with musty/earthy aromas of marine fish, cheeses, drinking water and a wide range of vegetables. 2-Isopropyl-3-methoxypyrazine is a component of *FEMA 3358*.			COC1=NC=CN=C1C(C)C	C8H12N2O	InChI=1S/C8H12N2O/c1-6(2)7-8(11-3)10-5-4-9-7/h4-6H,1-3H3	NTOPKICPEQUPPH-UHFFFAOYSA-N	152.094963			MMDBc0033659
BASm0020489	Isorhamnetin 3-O-glucoside	Isorhamnetin 3-O-glucoside is the 3-glucoside of the flavonol Isorhamnetin, a type of polyphenol. Polyphenol are secondary plant metabolites and components of grapes, wines and beers. They contribute to the sensory characteristics of wine. Yeast can influence the polyphenolic wine composition by adsorbing them throught its cell wall during wine making. [Caridi 2004]		Expected Solid	COC1=C(O)C=CC(=C1)C1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(=O)C2=C(O)C=C(O)C=C2O1	C22H22O12	InChI=1S/C22H22O12/c1-31-12-4-8(2-3-10(12)25)20-21(17(28)15-11(26)5-9(24)6-13(15)32-20)34-22-19(30)18(29)16(27)14(7-23)33-22/h2-6,14,16,18-19,22-27,29-30H,7H2,1H3/t14-,16-,18+,19-,22+/m1/s1	CQLRUIIRRZYHHS-LFXZADKFSA-N	478.1111262			MMDBc0033661
BASm0020490	Kaempferol 3-O-glucoside	Kaempferol 3-O-glucoside (astragalin) is the 3-glucoside of the flavonol kaempferol, a type of polyphenol. Polyphenol are secondary plant metabolites and components of grapes, wines and beers. They contribute to the sensory characteristics of wine. Yeast can influence the polyphenolic wine composition by adsorbing them throught its cell wall during wine making. [Caridi 2004]		Expected Solid	C[C@@H]1O[C@H](OC2=CC(O)=C3C(=O)C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=C(OC3=C2)C2=CC=C(O)C=C2)[C@H](O)[C@H](O)[C@H]1O	C27H30O15	InChI=1S/C27H30O15/c1-9-17(31)20(34)22(36)26(38-9)39-12-6-13(30)16-14(7-12)40-24(10-2-4-11(29)5-3-10)25(19(16)33)42-27-23(37)21(35)18(32)15(8-28)41-27/h2-7,9,15,17-18,20-23,26-32,34-37H,8H2,1H3/t9-,15+,17-,18+,20+,21-,22+,23+,26+,27-/m0/s1	JYXSWDCPHRTYGU-QHWHWDPRSA-N	594.1584703			MMDBc0033663
BASm0020491	Kaempferol 3-O-glucuronide	Kaempferol 3-O-glucuronide is the 3-glucuronide of the flavonol kaempferol, a type of polyphenol. Polyphenol are secondary plant metabolites and components of grapes, wines and beers. They contribute to the sensory characteristics of wine. Yeast can influence the polyphenolic wine composition by adsorbing them throught its cell wall during wine making. [Caridi 2004]	22688-78-4	Expected Solid	O[C@@H]1[C@@H](O)C(OC2=C(OC3=C(C(O)=CC(O)=C3)C2=O)C2=CC=C(O)C=C2)O[C@@H]([C@H]1O)C(O)=O	C21H18O12	InChI=1S/C21H18O12/c22-8-3-1-7(2-4-8)17-18(13(25)12-10(24)5-9(23)6-11(12)31-17)32-21-16(28)14(26)15(27)19(33-21)20(29)30/h1-6,14-16,19,21-24,26-28H,(H,29,30)/t14-,15-,16+,19-,21?/m0/s1	FNTJVYCFNVUBOL-MBIBTLSJSA-N	462.079826			MMDBc0033664
BASm0020492	Linalool acetate	Linalyl acetate, also known as 3,7-dimethylocta-1,6-dien-3-yl acetate, is a monoterpenoid that is the acetate ester of linalool. It forms a principal component of the essential oils from bergamot and lavender. It is an acetate ester and a monoterpenoid that derives from linalool. Linalyl acetate is isolated from numerous plants and essential oils, e.g. clary sage, lavender, lemon etc., and it is used as a flavouring ingredient. Synthetic linalyl acetate is sometimes used as an adulterant in essential oils to make them more marketable. 	115-95-7	Solid	CC(C)=CCCC(C)(OC(C)=O)C=C	C12H20O2	InChI=1S/C12H20O2/c1-6-12(5,14-11(4)13)9-7-8-10(2)3/h6,8H,1,7,9H2,2-5H3	UWKAYLJWKGQEPM-UHFFFAOYSA-N	196.1463299			MMDBc0033667
BASm0020493	Malvidin 3-O-(acetylglucoside)	Malvidin 3-O-(acetylglucoside) is an anthocyanin, which is a class of polyphenol. Anthocyanins are plant pigments found in many red berries including grape and grape skin. The cell wall of S. cerevisiae is permeable to anthocyanins and as a consequence the anthocyanins can be retained by yeast during wine-making; this adsorption can have an influence on wine color. Anthocyanins can react with yeast metabolites to form pyranoanthocyanins, which are more stable pigments formed during wine ageing and are of great importance for the color of aged wines. [PMID: 12822951] [PMID: 17303275]		Expected Solid	COC1=CC(=CC(OC)=C1O)C1=C(O[C@@H]2O[C@H](COC(C)=O)[C@@H](O)[C@H](O)[C@H]2O)C=C2C(O)=CC(O)=CC2=[O+]1	C25H27O13	InChI=1S/C25H26O13/c1-10(26)35-9-19-21(30)22(31)23(32)25(38-19)37-18-8-13-14(28)6-12(27)7-15(13)36-24(18)11-4-16(33-2)20(29)17(5-11)34-3/h4-8,19,21-23,25,30-32H,9H2,1-3H3,(H2-,27,28,29)/p+1/t19-,21-,22+,23-,25-/m1/s1	WGYWEDJQQFKGID-FGBFUVBKSA-O	535.145166			MMDBc0033671
BASm0020494	Malvidin 3-O-(cafeoylglucoside)	Malvidin 3-O-(cafeoylglucoside) is an anthocyanin, which is a class of polyphenol. Anthocyanins are plant pigments found in many red berries including grape and grape skin. The cell wall of S. cerevisiae is permeable to anthocyanins and as a consequence the anthocyanins can be retained by yeast during wine-making; this adsorption can have an influence on wine color. Anthocyanins can react with yeast metabolites to form pyranoanthocyanins, which are more stable pigments formed during wine ageing and are of great importance for the color of aged wines. [PMID: 12822951] [PMID: 17303275]		Expected Solid	COC1=CC(=CC(OC)=C1O)C1=[O+]C2=C(C=C1O[C@@H]1O[C@H](COC(=O)\C=C\C3=CC(O)=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]1O)C(O)=CC(O)=C2	C32H31O15	InChI=1S/C32H30O15/c1-42-22-8-15(9-23(43-2)27(22)38)31-24(12-17-19(35)10-16(33)11-21(17)45-31)46-32-30(41)29(40)28(39)25(47-32)13-44-26(37)6-4-14-3-5-18(34)20(36)7-14/h3-12,25,28-30,32,39-41H,13H2,1-2H3,(H4-,33,34,35,36,37,38)/p+1/t25-,28-,29+,30-,32-/m1/s1	LIEHUFTYLLDHTI-KWNZYCHBSA-O	655.1662953			MMDBc0033672
BASm0020495	Malvidin 3-O-(coumaroylglucoside)	Malvidin 3-O-(coumaroylglucoside) is an anthocyanin, which is a class of polyphenol. Anthocyanins are plant pigments found in many red berries including grape and grape skin. The cell wall of S. cerevisiae is permeable to anthocyanins and as a consequence the anthocyanins can be retained by yeast during wine-making; this adsorption can have an influence on wine color. Anthocyanins can react with yeast metabolites to form pyranoanthocyanins, which are more stable pigments formed during wine ageing and are of great importance for the color of aged wines. [PMID: 12822951] [PMID: 17303275]		Expected Solid	COC1=CC(=CC(OC)=C1O)C1=[O+]C2=C(C=C1O[C@@H]1O[C@H](COC(=O)\C=C\C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]1O)C(O)=CC(O)=C2	C32H31O14	InChI=1S/C32H30O14/c1-41-22-9-16(10-23(42-2)27(22)37)31-24(13-19-20(35)11-18(34)12-21(19)44-31)45-32-30(40)29(39)28(38)25(46-32)14-43-26(36)8-5-15-3-6-17(33)7-4-15/h3-13,25,28-30,32,38-40H,14H2,1-2H3,(H3-,33,34,35,36,37)/p+1/t25-,28-,29+,30-,32-/m1/s1	HXQOVGDXCHFLOP-KWNZYCHBSA-O	639.1713807			MMDBc0033673
BASm0020496	Malvidin glucoside-ethyl-catechin	Malvidin glucoside-ethyl-catechin is a flavanol-anthocyanin adduct, a type of pyranoanthocyanin. Flavanol-anthocyanin adducts are formed during wine ageing through reactions between anthocyanins and tannins present in grape, with yeast metabolites such as acetaldehyde. Acetaldehyde-induced reactions yield ethyl-linked species such as malvidin glucoside-ethyl-catechin. [PMID: 17303275]		Expected Solid	COC1=CC(=CC(OC)=C1O)C1=[O+]C2=C(C(C)C3=C4CC(C(O)CC4=C(O)C=C3O)C3=CC(O)=C(O)C=C3)C(O)=CC(O)=C2C=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C41H43O17	InChI=1S/C41H42O17/c1-15(33-20-9-18(16-4-5-22(43)26(47)6-16)23(44)10-19(20)24(45)12-27(33)48)34-28(49)13-25(46)21-11-31(56-41-38(53)37(52)36(51)32(14-42)57-41)39(58-40(21)34)17-7-29(54-2)35(50)30(8-17)55-3/h4-8,11-13,15,18,23,32,36-38,41-42,44,51-53H,9-10,14H2,1-3H3,(H6-,43,45,46,47,48,49,50)/p+1/t15?,18?,23?,32-,36-,37+,38-,41-/m1/s1	PDKUNOMSMBMTCT-BDXLLLNFSA-O	807.250025			MMDBc0033674
BASm0020497	Megastigmatrienone		13215-88-8	Expected Solid	C\C=C\C=C1/C(C)=CC(=O)CC1(C)C	C13H18O	InChI=1S/C13H18O/c1-5-6-7-12-10(2)8-11(14)9-13(12,3)4/h5-8H,9H2,1-4H3/b6-5+,12-7+	CBQXHTWJSZXYSK-DVIJZSFDSA-N	190.1357652			MMDBc0033675
BASm0020498	Menthol	Menthol is an alcohol produced from mint oils or prepared synthetically. Menthol is a covalent organic compound made synthetically or obtained from peppermint or other mint oils. It is a waxy, crystalline substance, clear or white in color, which is solid at room temperature and melts slightly above. The main form of menthol occurring in nature is (-)-menthol, which is assigned the (1R,2S,5R) configuration. Menthol has local anesthetic and counterirritant qualities, and it is widely used to relieve minor throat irritation.	2216-51-5	Solid	CC(C)C1CCC(C)CC1O	C10H20O	InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3	NOOLISFMXDJSKH-UHFFFAOYSA-N	156.1514153			MMDBc0033676
BASm0020499	Methional	Methional is a sulfur-containing aldehyde, classified as a volatile organic compound. Its chemical structure features a methylthio group attached to an aldehyde, contributing to its distinctive aroma and flavor properties. Methional is involved in various biochemical pathways, including the biosynthesis by Lactococcus lactis, which produces it naturally in vaginal fluid (PMID:40643465). It plays a role in enhancing sperm migration and motility, as evidenced by its ability to increase intracellular calcium levels and improve sperm linearity and directional movement (PMID:40643465). Additionally, methional is significant in the context of food chemistry, where it contributes to the umami flavor profile alongside other compounds like dimethyl sulfide and 2,3-dimethylpyrazine (PMID:40941155). Its formation kinetics have been shown to follow a zero-order reaction pattern, indicating a consistent production rate under specific conditions (PMID:40795552). Furthermore, methional's aroma is affected by external factors such as ammonia exposure, which alters its sensory characteristics while impacting other volatile compounds (PMID:40917115). Overall, methional serves as an important compound in both biological and chemical contexts, influencing sensory experiences and biological functions.		Expected Solid	COC1=C(OCC2=CC=CC=C2)C=CC(C=O)=C1	C15H14O3	InChI=1S/C15H14O3/c1-17-15-9-13(10-16)7-8-14(15)18-11-12-5-3-2-4-6-12/h2-10H,11H2,1H3	JSHLOPGSDZTEGQ-UHFFFAOYSA-N	242.0942943			MMDBc0033678
BASm0020500	Methyl butanoate	Methyl butyrate belongs to the class of organic compounds known as organic acid methyl esters. Organic acid methyl esters are compounds containing an organic acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R= aliphatic tail or organyl group and R'=methyl group. Methyl butyrate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.	623-42-7	Liquid	CCCC(=O)OC	C5H10O2	InChI=1S/C5H10O2/c1-3-4-5(6)7-2/h3-4H2,1-2H3	UUIQMZJEGPQKFD-UHFFFAOYSA-N	102.0680796			MMDBc0033679
BASm0020501	Methyl nonanoate	Methyl nonanoate, also known as methyl pelargonate or 1-nonanecarboxylate, belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group. Methyl nonanoate can be obtained from the formal condensation of methanol and nonanoic acid. It is a colourless, oily liquid with a fruity, tropical or pear-like odour, used in perfumes and flavours. It has a waxy, wine-like, green celery flavour. Methyl nonanoate is a very hydrophobic molecule, with a high boiling point of 213 oC. It is practically insoluble in water with a measured water solubility of just 22.5 mgl/L. Outside the human body, methyl nonanoate is found in a number of foods including apples, bananas, blackberries, butter, blue cheese, grapes, hop oil, pineapples, baked potatoes, star fruit, strawberries, tobacco, vanilla and white wine.  Methyl nonanoate exhibits nematicidal activity against root-knot and soybean cyst nematodes and was found to be toxic to nematodes at concentrations as low as 0.2 uL a.i./litre (PMID: 19274268).	1731-84-6	Solid	CCCCCCCCC(=O)OC	C10H20O2	InChI=1S/C10H20O2/c1-3-4-5-6-7-8-9-10(11)12-2/h3-9H2,1-2H3	IJXHLVMUNBOGRR-UHFFFAOYSA-N	172.1463299			MMDBc0033681
BASm0020502	Methyl succinate	Methyl succinate is a dicarboxylic acid ester belonging to the class of organic compounds known as succinates. Its chemical structure consists of a succinate backbone with a methyl group esterified at one of the carboxylic acid functional groups, resulting in the formula C5H8O4. Methyl succinate plays a role in various metabolic pathways, including those related to energy production and amino acid metabolism. For instance, it has been identified as a significant metabolite in studies examining metabolic differences among subjects (PMID:40863139) and is associated with increased levels of other metabolites in response to dietary factors (PMID:39637305). Additionally, methyl succinate is involved in the synthesis of biodegradable polymers, such as poly(butylene succinate-co-2-methyl succinate), which have applications in materials science (PMID:38932085). It also appears in metabolic analyses highlighting its potential link to inflammatory activities and antioxidant properties (PMID:38392978). Furthermore, its derivatives, such as monomethyl succinate, are noted as major urinary metabolites in pharmacokinetic studies (PMID:37216617).	106-65-0		CC(C)COC(=O)C=C	C7H12O2	InChI=1S/C7H12O2/c1-4-7(8)9-5-6(2)3/h4,6H,1,5H2,2-3H3	CFVWNXQPGQOHRJ-UHFFFAOYSA-N	128.0837296			MMDBc0033682
BASm0020503	Methyl vanillate	Methyl vanillate is a member of the class of compounds known as m-methoxybenzoic acids and derivatives. These compounds are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group. Methyl vanillate is considered to be a slightly soluble in water acidic compound. Methyl vanillate can be synthesized from vanillic acid. Vanillic acid is a phenolic acid or chlorogenic acid that is an oxidized form of vanillin. Vanillic acid is also an intermediate in the production of vanillin from ferulic acid. It is found in some forms of vanilla and many other plant extracts. It is a flavouring and scent agent that produces a pleasant, creamy odour. Vanillic acid is also found in wine and vinegar. Vanillic acid is a metabolic by-product of caffeic acid and is often found in the urine of humans who have consumed coffee, chocolate, tea, and vanilla-flavoured confectionary. Vanillic acid selectively and specifically inhibits 5'-nucleotidase activity (PMID:16899266 ). Vanillic acid is also a microbial metabolite found in several bacterial genera including Amycolatopsis, Delftia, and Pseudomonas (PMID:11152072 , 10543794 , 11728709 , 9579070 ). Methyl vanillate has been identified in foods such as cow's milk (PMID:4682334) and beer (PMID:20800742). 	3943-74-6	Solid	COC(=O)C1=CC(OC)=C(O)C=C1	C9H10O4	InChI=1S/C9H10O4/c1-12-8-5-6(9(11)13-2)3-4-7(8)10/h3-5,10H,1-2H3	BVWTXUYLKBHMOX-UHFFFAOYSA-N	182.0579088			MMDBc0033683
BASm0020504	Methyl-2-methylpropanoate	Methyl-2-methylpropanoate, also known as methyl isobutyrate and fema 2694, belongs to the class of organic compounds known as methyl esters. These are organic compounds containing a carboxyl group that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=H or organyl group and R'=methyl group. Methyl-2-methylpropanoate is an organic compound with the formula CH3O2CCH(CH3)2. Methyl-2-methylpropanoate is an apple, floral, and flower tasting compound. Methyl-2-methylpropanoate has been detected, but not quantified, in several different foods, such as fruits, herbs and spices, pineapples, pomes, and potato. This could make methyl-2-methylpropanoate a potential biomarker for the consumption of these foods.	547-63-7	Liquid	COC(=O)C(C)C	C5H10O2	InChI=1S/C5H10O2/c1-4(2)5(6)7-3/h4H,1-3H3	BHIWKHZACMWKOJ-UHFFFAOYSA-N	102.0680796			MMDBc0033684
BASm0020505	Methyl-3-ethyl-butanoate	Methyl-3-ethyl-butanoate is a carboxylic acid ester. There is little literature available on this metabolite, indicating a gap in the current understanding of its biological significance and potential applications.		Expected Solid	CCC(C)C(C)C([O-])=O	C7H13O2	InChI=1S/C7H14O2/c1-4-5(2)6(3)7(8)9/h5-6H,4H2,1-3H3,(H,8,9)/p-1	LBUDVZDSWKZABS-UHFFFAOYSA-M	129.0915547			MMDBc0033685
BASm0020506	Methyl-3-methylthioproprionate	Methyl 3-(methylthio)propanoate, also known as methyl beta -methylmercaptopropionate or fema 2720, belongs to the class of organic compounds known as methyl esters. These are organic compounds containing a carboxyl group that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=H or organyl group and R'=methyl group. Methyl 3-(methylthio)propanoate is found, on average, in the highest concentration within pineapples. This could make methyl 3-(methylthio)propanoate a potential biomarker for the consumption of these foods.	13532-18-8	Expected Solid	COC(=O)CCSC	C5H10O2S	InChI=1S/C5H10O2S/c1-7-5(6)3-4-8-2/h3-4H2,1-2H3	DMMJVMYCBULSIS-UHFFFAOYSA-N	134.0401503			MMDBc0033686
BASm0020507	Myricetin 3-O-glucuronide	Myricetin 3-glucuronide is the 3-glucuronide of the flavonol myricetin, a type of polyphenol. Polyphenol are secondary plant metabolites and components of grapes, wines and beers. They contribute to the sensory characteristics of wine. Yeast can influence the polyphenolic wine composition by adsorbing them throught its cell wall during wine making. [Caridi 2004]		Expected Solid	O[C@@H]1[C@@H](O)[C@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC(O)=C(O)C(O)=C2)O[C@@H]([C@H]1O)C(O)=O	C21H18O14	InChI=1S/C21H18O14/c22-6-3-7(23)11-10(4-6)33-17(5-1-8(24)12(26)9(25)2-5)18(13(11)27)34-21-16(30)14(28)15(29)19(35-21)20(31)32/h1-4,14-16,19,21-26,28-30H,(H,31,32)/t14-,15-,16+,19-,21+/m0/s1	MBWOCQLTCWTIJE-ZUGPOPFOSA-N	494.0696553			MMDBc0033690
BASm0020508	N-Acetyl-glutamine	N-Acetyl-L-glutamine (NAcGln) or N-Acetylglutamine, belongs to the class of organic compounds known as N-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. N-Acetylglutamine can also be classified as an alpha amino acid or a derivatized alpha amino acid. Technically, N-Acetylglutamine is a biologically available N-terminal capped form of the proteinogenic alpha amino acid L-glutamine. N-acetyl amino acids can be produced either via direct synthesis of specific N-acetyltransferases or via the proteolytic degradation of N-acetylated proteins by specific hydrolases. N-terminal acetylation of proteins is a widespread and highly conserved process in eukaryotes that is involved in protection and stability of proteins (PMID: 16465618).  About 85% of all human proteins and 68% of all yeast proteins are acetylated at their N-terminus (PMID: 21750686). Several proteins from prokaryotes and archaea are also modified by N-terminal acetylation. The majority of eukaryotic N-terminal-acetylation reactions occur through N-acetyltransferase enzymes or NAT’s (PMID: 30054468).  These enzymes consist of three main oligomeric complexes NatA, NatB, and NatC, which are composed of at least a unique catalytic subunit and one unique ribosomal anchor. The substrate specificities of different NAT enzymes are mainly determined by the identities of the first two N-terminal residues of the target protein. The human NatA complex co-translationally acetylates N-termini that bear a small amino acid (A, S, T, C, and occasionally V and G) (PMID: 30054468). NatA also exists in a monomeric state and can post-translationally acetylate acidic N-termini residues (D-, E-). NatB and NatC acetylate N-terminal methionine with further specificity determined by the identity of the second amino acid.  N-acetylated amino acids, such as N-acetylglutamine can be released by an N-acylpeptide hydrolase from peptides generated by proteolytic degradation (PMID: 16465618). In addition to the NAT enzymes and protein-based acetylation, N-acetylation of free glutamine can also occur. In particular, N-Acetylglutamine can be biosynthesized from L-glutamine and acetyl-CoA by the enzyme glutamine N-acyltransferase (EC 2.3.1.68). Excessive amounts N-acetyl amino acids including N-acetylglutamine (as well as N-acetylglycine, N-acetylserine, N-acetylmethionine, N-acetylglutamate, N-acetylalanine, N-acetylleucine and smaller amounts of N-acetylthreonine, N-acetylisoleucine, and N-acetylvaline) can be detected in the urine with individuals with acylase I deficiency, a genetic disorder (PMID: 16465618). Aminoacylase I is a soluble homodimeric zinc binding enzyme that catalyzes the formation of free aliphatic amino acids from N-acetylated precursors. In humans, Aminoacylase I is encoded by the aminoacylase 1 gene (ACY1) on chromosome 3p21 that consists of 15 exons (OMIM 609924). Individuals with aminoacylase I deficiency will experience convulsions, hearing loss and difficulty feeding (PMID: 16465618). ACY1 can also catalyze the reverse reaction, the synthesis of acetylated amino acids. Many N-acetylamino acids, including N-acetylglutamine are classified as uremic toxins if present in high abundance in the serum or plasma (PMID: 26317986; PMID: 20613759). Uremic toxins are a diverse group of endogenously produced molecules that, if not properly cleared or eliminated by the kidneys, can cause kidney damage, cardiovascular disease and neurological deficits (PMID: 18287557). N-acetylglutamine can be used for parenteral nutrition as a source of glutamine since glutamine is too unstable whereas N-acetylglutamine is very stable. In patients treated with aminoglycosides and/or glycopeptides, an elevation of N-acetylglutamine in urine suggests renal tubular injury. 	2490-97-3	Solid	CC(=O)NC(CCC(N)=O)C(O)=O	C7H12N2O4	InChI=1S/C7H12N2O4/c1-4(10)9-5(7(12)13)2-3-6(8)11/h5H,2-3H2,1H3,(H2,8,11)(H,9,10)(H,12,13)	KSMRODHGGIIXDV-UHFFFAOYSA-N	188.0797069			MMDBc0033691
BASm0020509	Ocimenol		5986-38-9	Expected Solid	CC(C=C)=CCCC(C)(C)O	C10H18O	InChI=1S/C10H18O/c1-5-9(2)7-6-8-10(3,4)11/h5,7,11H,1,6,8H2,2-4H3	IJFKZRMIRAVXRK-UHFFFAOYSA-N	154.1357652			MMDBc0033694
BASm0020510	Pallidol		105037-88-5	Expected Solid	[H][C@]12[C@@H](C3=C(O)C=C(O)C=C3[C@@]1([H])[C@@H](C1=C(O)C=C(O)C=C21)C1=CC=C(O)C=C1)C1=CC=C(O)C=C1	C28H22O6	InChI=1S/C28H22O6/c29-15-5-1-13(2-6-15)23-25-19(9-17(31)11-21(25)33)28-24(14-3-7-16(30)8-4-14)26-20(27(23)28)10-18(32)12-22(26)34/h1-12,23-24,27-34H/t23-,24-,27+,28+/m1/s1	YNVJOQCPHWKWSO-ZBVBGGFBSA-N	454.1416384			MMDBc0033695
BASm0020511	Peonidin 3-O-glucoside	Peonidin-3-glucoside has been proposed by Wu et al. [PMID: 12097661] to be a secondary metabolite of cyanidin-3-glucoside which may be methylated by liver enzymes during phase II metabolism.	68795-37-9	Solid	COC1=C(O)C=CC(=C1)C1=[O+]C2=CC(O)=CC(O)=C2C=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C22H23O11	InChI=1S/C22H22O11/c1-30-15-4-9(2-3-12(15)25)21-16(7-11-13(26)5-10(24)6-14(11)31-21)32-22-20(29)19(28)18(27)17(8-23)33-22/h2-7,17-20,22-23,27-29H,8H2,1H3,(H2-,24,25,26)/p+1/t17-,18-,19+,20-,22-/m1/s1	ZZWPMFROUHHAKY-OUUKCGNVSA-O	463.1240366			MMDBc0033697
BASm0020512	Peonidin 3-O-(acetylglucoside)	Peonidin 3-O-(acetylglucoside) is an anthocyanin, which is a class of polyphenol. Anthocyanins are plant pigments found in many red berries including grape and grape skin. The cell wall of S. cerevisiae is permeable to anthocyanins and as a consequence the anthocyanins can be retained by yeast during wine-making; this adsorption can have an influence on wine color. Anthocyanins can react with yeast metabolites to form pyranoanthocyanins, which are more stable pigments formed during wine ageing and are of great importance for the color of aged wines. [PMID: 12822951] [PMID: 17303275]		Expected Solid	[H][C@]1(COC(C)=O)O[C@@]([H])(OC2=CC3=C(C=C(O)C=C3O)[O+]=C2C2=CC(OC)=C(O)C=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O	C24H25O12	InChI=1S/C24H24O12/c1-10(25)33-9-19-20(29)21(30)22(31)24(36-19)35-18-8-13-15(28)6-12(26)7-16(13)34-23(18)11-3-4-14(27)17(5-11)32-2/h3-8,19-22,24,29-31H,9H2,1-2H3,(H2-,26,27,28)/p+1/t19-,20-,21+,22-,24-/m1/s1	MBSKDCPWFSMEFD-WKKMNAASSA-O	505.1346013			MMDBc0033698
BASm0020513	Peonidin 3-O-(coumaroylglucoside)	Peonidin 3-O-(coumaroylglucoside) is an anthocyanin, which is a class of polyphenol. Anthocyanins are plant pigments found in many red berries including grape and grape skin. The cell wall of S. cerevisiae is permeable to anthocyanins and as a consequence the anthocyanins can be retained by yeast during wine-making; this adsorption can have an influence on wine color. Anthocyanins can react with yeast metabolites to form pyranoanthocyanins, which are more stable pigments formed during wine ageing and are of great importance for the color of aged wines. [PMID: 12822951] [PMID: 17303275]		Expected Solid	COC1=C(O)C=CC(=C1)C1=C(O[C@@H]2O[C@H](COC(=O)\C=C\C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O)C=C2C(O)=CC(O)=CC2=[O+]1	C31H29O13	InChI=1S/C31H28O13/c1-40-23-10-16(5-8-20(23)34)30-24(13-19-21(35)11-18(33)12-22(19)42-30)43-31-29(39)28(38)27(37)25(44-31)14-41-26(36)9-4-15-2-6-17(32)7-3-15/h2-13,25,27-29,31,37-39H,14H2,1H3,(H3-,32,33,34,35,36)/p+1/t25-,27-,28+,29-,31-/m1/s1	MFHMTMFSFNMTFQ-GVFKUQRYSA-O	609.160816			MMDBc0033699
BASm0020514	Petunidin 3-O-glucoside	Petunidin 3-O-glucoside is an anthocyanin, which is a class of polyphenol. Anthocyanins are plant pigments found in many red berries including grape and grape skin. The cell wall of S. cerevisiae is permeable to anthocyanins and as a consequence the anthocyanins can be retained by yeast during wine-making, which can have an influence on wine color. [PMID: 12822951]	6988-81-4	Expected Solid	[Cl-].COC1=CC(=CC(O)=C1O)C1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C2C(O)=CC(O)=CC2=[O+]1	C22H23ClO12	InChI=1S/C22H22O12.ClH/c1-31-14-3-8(2-12(26)17(14)27)21-15(6-10-11(25)4-9(24)5-13(10)32-21)33-22-20(30)19(29)18(28)16(7-23)34-22;/h2-6,16,18-20,22-23,28-30H,7H2,1H3,(H3-,24,25,26,27);1H/t16-,18-,19+,20-,22-;/m1./s1	HBKZHMZCXXQMOX-YATQZQGFSA-N	514.0878039			MMDBc0033701
BASm0020515	Petunidin 3-O-(acetylglucoside)	Petunidin 3-O-(acetylglucoside) is an anthocyanin, which is a class of polyphenol. Anthocyanins are plant pigments found in many red berries including grape and grape skin. The cell wall of S. cerevisiae is permeable to anthocyanins and as a consequence the anthocyanins can be retained by yeast during wine-making, which can have an influence on wine color. [PMID: 12822951]		Expected Solid	[H][C@]1(COC(C)=O)O[C@@]([H])(OC2=CC3=C(O)C=C(O)C=C3[O+]=C2C2=CC(OC)=C(O)C(O)=C2)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O	C24H25O13	InChI=1S/C24H24O13/c1-9(25)34-8-18-20(30)21(31)22(32)24(37-18)36-17-7-12-13(27)5-11(26)6-15(12)35-23(17)10-3-14(28)19(29)16(4-10)33-2/h3-7,18,20-22,24,30-32H,8H2,1-2H3,(H3-,26,27,28,29)/p+1/t18-,20-,21+,22-,24-/m1/s1	GPUBWXUQPURXOQ-BKSKZGTRSA-O	521.1295159			MMDBc0033702
BASm0020516	Petunidin 3-O-(coumaroylglucoside)	Petunidin 3-O-(coumaroylglucoside) is an anthocyanin, which is a class of polyphenol. Anthocyanins are plant pigments found in many red berries including grape and grape skin. The cell wall of S. cerevisiae is permeable to anthocyanins and as a consequence the anthocyanins can be retained by yeast during wine-making, which can have an influence on wine color. [PMID: 12822951]		Expected Solid	COC1=CC(=CC(O)=C1O)C1=C(O[C@@H]2O[C@H](COC(=O)\C=C\C3=CC=C(O)C=C3)[C@@H](O)[C@H](O)[C@H]2O)C=C2C(O)=CC(O)=CC2=[O+]1	C31H29O14	InChI=1S/C31H28O14/c1-41-22-9-15(8-20(35)26(22)37)30-23(12-18-19(34)10-17(33)11-21(18)43-30)44-31-29(40)28(39)27(38)24(45-31)13-42-25(36)7-4-14-2-5-16(32)6-3-14/h2-12,24,27-29,31,38-40H,13H2,1H3,(H4-,32,33,34,35,36,37)/p+1/t24-,27-,28+,29-,31-/m1/s1	KTFQEFWNLAUGAX-VEZAKBLNSA-O	625.1557306			MMDBc0033703
BASm0020517	Phenylethylacetate	Phenylethylacetate is a member of the ester chemical class, specifically an aromatic ester derived from the reaction of phenylethanol and acetic acid. Its chemical structure consists of a phenyl group attached to an ethyl group, which is further linked to an acetate moiety, contributing to its characteristic pleasant odor. This compound is synthesized via biological pathways, notably the shikimate pathway, which is utilized by certain nonconventional yeasts for the production of aromatic compounds, including phenylethylacetate and its precursor, 2-phenylethanol (PMID:32025510). Additionally, metabolic engineering approaches have been employed to enhance the production of phenylethylacetate from L-phenylalanine in Escherichia coli, highlighting its potential for industrial applications (PMID:28436122). The compound is also involved in various enzymatic reactions, where its kinetic profiles are studied to understand its reactivity and selectivity in processes such as CAL-B-deacylation (PMID:28899481). Due to its desirable flavor profile, phenylethylacetate is widely utilized in the food and cosmetics industries (PMID:37269405).	103-45-7	Liquid	CC(CC([O-])=O)C1=CC=CC=C1	C10H11O2	InChI=1S/C10H12O2/c1-8(7-10(11)12)9-5-3-2-4-6-9/h2-6,8H,7H2,1H3,(H,11,12)/p-1	ZZEWMYILWXCRHZ-UHFFFAOYSA-M	163.0759046			MMDBc0033704
BASm0020518	Quercetin 3-O-glucoside	Quercetin 3-O-glucoside is the 3-glucoside of the flavonol quercetin, a type of polyphenol. Polyphenol are secondary plant metabolites and components of grapes, wines and beers. They contribute to the sensory characteristics of wine. Yeast can influence the polyphenolic wine composition by adsorbing them throught its cell wall during wine making. [Caridi 2004]	21637-25-2	Solid	OC[C@@H](O)[C@H]1O[C@@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC=C(O)C(O)=C2)[C@H](O)[C@H]1O	C21H20O12	InChI=1S/C21H20O12/c22-6-12(27)19-16(29)17(30)21(32-19)33-20-15(28)14-11(26)4-8(23)5-13(14)31-18(20)7-1-2-9(24)10(25)3-7/h1-5,12,16-17,19,21-27,29-30H,6H2/t12-,16-,17-,19-,21+/m1/s1	OPJZLUXFQFQYAI-GNPVFZCLSA-N	464.0954761			MMDBc0033707
BASm0020519	Quercetin 3-O-glucuronide	Quercetin 3-O-glucuronide is the 3-glucuronide of the flavonol quercetin, a type of polyphenol. Polyphenol are secondary plant metabolites and components of grapes, wines and beers. They contribute to the sensory characteristics of wine. Yeast can influence the polyphenolic wine composition by adsorbing them throught its cell wall during wine making. [Caridi 2004]	22688-79-5	Solid	O[C@@H]1[C@@H](O)C(OC2=C(OC3=C(C(O)=CC(O)=C3)C2=O)C2=CC=C(O)C(O)=C2)O[C@@H]([C@H]1O)C(O)=O	C21H18O13	InChI=1S/C21H18O13/c22-7-4-10(25)12-11(5-7)32-17(6-1-2-8(23)9(24)3-6)18(13(12)26)33-21-16(29)14(27)15(28)19(34-21)20(30)31/h1-5,14-16,19,21-25,27-29H,(H,30,31)/t14-,15-,16+,19-,21?/m0/s1	DUBCCGAQYVUYEU-MBIBTLSJSA-N	478.0747407			MMDBc0033708
BASm0020520	S-Ethylacetothioate	S-Ethylacetothioate is a thioester compound belonging to the class of organosulfur chemicals. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	CCCC([O-])=S	C4H7OS	InChI=1S/C4H8OS/c1-2-3-4(5)6/h2-3H2,1H3,(H,5,6)/p-1	DGAODIKUWGRDBO-UHFFFAOYSA-M	103.0217605			MMDBc0033710
BASm0020521	sec-Butyl methoxypyrazine	2-Methoxy-3-(1-methylpropyl)pyrazine is found in alcoholic beverages. 2-Methoxy-3-(1-methylpropyl)pyrazine is a volatile component of many vegetables, e.g. asparagus, carrot, celery, cucumber, parsnip, bell peppers and pea, also in ginger, galbanum oil and white wine. 2-Methoxy-3-(1-methylpropyl)pyrazine is a flavouring ingredient.			CCC(C)C1=C(OC)N=CC=N1	C9H14N2O	InChI=1S/C9H14N2O/c1-4-7(2)8-9(12-3)11-6-5-10-8/h5-7H,4H2,1-3H3	QMQDJVIJVPEQHE-UHFFFAOYSA-N	166.1106131			MMDBc0033711
BASm0020522	Sorbic acid	(2E,4E)-2,4-Hexadienoic acid is a preservative for many foodstuffs. Generally used as K salt or (less frequently) as Ca salt. (2E,4E)-2,4-Hexadienoic acid is an antimicrobial agent against a wide variety of microorganisms, especially yeasts and moulds. (2E,4E)-2,4-Hexadienoic acid is a preservative action more efficient in acidic foods. Typical usage levels 500-2000 pp	110-44-1	Solid	C\C=C\C=C\C(O)=O	C6H8O2	InChI=1S/C6H8O2/c1-2-3-4-5-6(7)8/h2-5H,1H3,(H,7,8)/b3-2+,5-4+	WSWCOQWTEOXDQX-MQQKCMAXSA-N	112.0524295			MMDBc0033712
BASm0020523	Sulfur dioxide	Sulfur dioxide is a food preservative. Sanitising agent for food containers and fermentation equipment. Also used in foods as stabiliser, moisture control agent, flavour modifier and texturise		Liquid	O=S=O	O2S	InChI=1S/O2S/c1-3-2	RAHZWNYVWXNFOC-UHFFFAOYSA-N	63.96189993			MMDBc0033713
BASm0020524	Syringaldehyde	Syringaldehyde is a phenylpropanoid compound known for its role as a phytoalexin in plants. Its chemical structure features a methoxy group and an aldehyde functional group attached to a benzene ring, contributing to its reactivity and biological activities. In the context of plant defense, syringaldehyde has been shown to induce immune-related gene expression in eggplant leaves and enhance resistance against pathogens, such as late blight in potatoes, when applied exogenously (PMID:41032367). Notably, its protective efficacy is amplified in genetically modified potato plants overexpressing SmTPS28, indicating a synergistic relationship in nonhost resistance mechanisms (PMID:41032367). Additionally, syringaldehyde has been utilized in the preparation of Schiff base-type oleogels, demonstrating its versatility in material science (PMID:41030385). It also serves as a strong ligand for various plant odorant-binding proteins, highlighting its potential role in plant-insect interactions (PMID:40915826). Furthermore, studies on the ozonolysis of phenolic aldehydes, including syringaldehyde, provide insights into its environmental behavior and reactivity under different conditions (PMID:40829472). Overall, syringaldehyde exemplifies a compound with significant implications in both plant biology and material applications.	134-96-3		COC1=CC(C=O)=CC(OC)=C1O	C9H10O4	InChI=1S/C9H10O4/c1-12-7-3-6(5-10)4-8(13-2)9(7)11/h3-5,11H,1-2H3	KCDXJAYRVLXPFO-UHFFFAOYSA-N	182.0579088			MMDBc0033714
BASm0020525	Terpin	cis-p-Menthane-1,8-diol is found in herbs and spices. cis-p-Menthane-1,8-diol is isolated from fruits of California peppertree (Schinus molle	80-53-5	Solid	CC(C)(O)C1CCC(C)(O)CC1	C10H20O2	InChI=1S/C10H20O2/c1-9(2,11)8-4-6-10(3,12)7-5-8/h8,11-12H,4-7H2,1-3H3	RBNWAMSGVWEHFP-UHFFFAOYSA-N	172.1463299			MMDBc0033715
BASm0020526	Terpinyl acetate	alpha-Terpineol acetate, also known as a-terpineol acetic acid or p-menth-1-en-8-yl acetate, belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. alpha-Terpineol acetate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.	80-26-2	Expected Solid	CC(=O)OC(C)(C)C1CCC(C)=CC1	C12H20O2	InChI=1S/C12H20O2/c1-9-5-7-11(8-6-9)12(3,4)14-10(2)13/h5,11H,6-8H2,1-4H3	IGODOXYLBBXFDW-UHFFFAOYSA-N	196.1463299			MMDBc0033717
BASm0020527	Thiophene	Thiophene is a maillard product. At room temperature, thiophene is a colorless liquid with a mildly pleasant odor reminiscent of benzene, with which thiophene shares some similarities. The high reactivity of thiophene toward sulfonation is the basis for the separation of thiophene from benzene, which are difficult to separate by distillation due to their similar boiling points (4 °C difference at ambient pressure). Like benzene, thiophene forms an azeotrope with water. Not only is thiophene reactive toward electrophiles, it is also readily lithiated with butyl lithium to give 2-lithiothiophene, which is a precursor to a variety of derivatives, including dithienyl		Liquid	S1C=CC=C1	C4H4S	InChI=1S/C4H4S/c1-2-4-5-3-1/h1-4H	YTPLMLYBLZKORZ-UHFFFAOYSA-N	84.00337082			MMDBc0033718
BASm0020528	trans-2,4-Nonaidenal	trans-2,4-Nonaidenal is a fatty aldehyde. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.	5910-87-2	Expected Solid	[H]\C(CCCC)=C(\[H])/C(/[H])=C(\[H])C=O	C9H14O	InChI=1S/C9H14O/c1-2-3-4-5-6-7-8-9-10/h5-9H,2-4H2,1H3/b6-5+,8-7+	ZHHYXNZJDGDGPJ-BSWSSELBSA-N	138.1044651			MMDBc0033721
BASm0020529	trans-Isohumulone	trans-Isohumulone is a member of the chemical class of iso-alpha acids, which are derived from the hops plant (Humulus lupulus) and are known for their role in brewing. Its chemical structure features a unique arrangement of isoprenoid chains and functional groups that contribute to its reactivity and biological activity. In biochemical pathways, trans-Isohumulone is involved in various transformations, such as the formation of carboxylic acids and proline amides when incubated with l-proline (PMID:25026227). It participates in oxidative reactions, leading to the production of hydroperoxy- and hydroxyl-allo-iso-alpha-acids, which have been characterized using advanced NMR and chromatography techniques (PMID:17624889). Additionally, trans-Isohumulone has been shown to induce the production of fructan and fructose-oligosaccharides in certain bacterial strains, enhancing transcription of genes related to these pathways under specific conditions (PMID:16464690). Its antibacterial properties are notable, exhibiting significantly greater activity compared to related compounds, which is influenced by the presence of monovalent cations (PMID:1517174). Furthermore, trans-Isohumulone undergoes photochemical transformations, leading to new derivatives, thereby highlighting its complex chemistry and potential applications (PMID:32027492).		Expected Solid	CC(C)CC(=O)C1=C(O)[C@@](O)([C@H](CC=C(C)C)C1=O)C(=O)CC=C(C)C	C21H30O5	InChI=1S/C21H30O5/c1-12(2)7-9-15-19(24)18(16(22)11-14(5)6)20(25)21(15,26)17(23)10-8-13(3)4/h7-8,14-15,25-26H,9-11H2,1-6H3/t15-,21-/m1/s1	QARXXMMQVDCYGZ-QVKFZJNVSA-N	362.2093241			MMDBc0033722
BASm0020530	Undecalactone	Undecalactone is a lactone, specifically a cyclic ester, that plays a role as a metabolite in various biological pathways. Its chemical structure features a 11-membered ring formed by the esterification of undecanoic acid, contributing to its characteristic aroma and flavor properties. Undecalactone has been identified as an active compound alongside other lactones and carboxylic acids in olfactory receptor studies, indicating its importance in scent perception (PMID:40000511). Furthermore, it has been screened among several pleasant flavors, highlighting its potential applications in food and fragrance industries (PMID:39933389). In practical applications, delta-undecalactone has been shown to provide significant protection against insect bites, demonstrating its utility in personal care products (PMID:39693318). Additionally, enantioseparation techniques have successfully isolated various lactones, including δ-undecalactone, underscoring its relevance in flavor chemistry (PMID:38447432). The presence of undecalactone in fresh and pasteurized fruit pulp further emphasizes its significance in food chemistry (PMID:37522133). Lastly, its enantiomers contribute to the aroma profile of beverages, such as Longjing tea, illustrating its sensory impact (PMID:37083459).	104-67-6	Solid	CCCCCCCC1CCC(O)O1	C11H22O2	InChI=1S/C11H22O2/c1-2-3-4-5-6-7-10-8-9-11(12)13-10/h10-12H,2-9H2,1H3	FOUOFTJAYOGXOY-UHFFFAOYSA-N	186.1619799			MMDBc0033723
BASm0020531	Vanillyl acetate	Vanillin acetate is found in pulses. Vanillin acetate is a flavouring material. Vanillin acetate is present in fermented soya hydrolysate (shoyu	881-68-5	Expected Solid	COC1=C(OC(C)=O)C=CC(C=O)=C1	C10H10O4	InChI=1S/C10H10O4/c1-7(12)14-9-4-3-8(6-11)5-10(9)13-2/h3-6H,1-2H3	PZSJOBKRSVRODF-UHFFFAOYSA-N	194.0579088			MMDBc0033727
BASm0020532	Vitisin A	Vitisin A is a vitisin, a type of pyranoanthocyanin. Vitisins are the product of the chemical condensation between grape anthocyanins (mainly malvidin-3-O-glucoside), and the glycolytic metabolites acetaldehyde and pyruvic acid that are released by yeasts during fermentation. Pyranoanthocyanins are important pigments for the color of ageing wine. [PMID: 17303275]	184362-09-2	Expected Solid	COC1=CC(=CC(OC)=C1O)C1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C2=C(C=O)C(=O)OC3=C2C([OH+]1)=CC(O)=C3	C26H25O14	InChI=1S/C26H24O14/c1-35-14-3-9(4-15(36-2)19(14)30)23-24(40-26-22(33)21(32)20(31)16(8-28)39-26)17-11(7-27)25(34)38-13-6-10(29)5-12(37-23)18(13)17/h3-7,16,20-22,26,28-33H,8H2,1-2H3/p+1/t16-,20-,21+,22-,26+/m1/s1	DYYPRYJWENTOEN-DMRYIZGCSA-O	561.1244305			MMDBc0033728
BASm0020533	Vitisin B	Vitisin B is a vitisin, a type of pyranoanthocyanin. Vitisins are the product of the chemical condensation between grape anthocyanins (mainly malvidin-3-O-glucoside), and the glycolytic metabolites acetaldehyde and pyruvic acid that are released by yeasts during fermentation. Pyranoanthocyanins are important pigments for the color of ageing wine. [PMID: 17303275]		Expected Solid	COC1=CC(=CC(OC)=C1O)C1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C2=CCOC3=C2C([OH+]1)=CC(O)=C3	C25H27O12	InChI=1S/C25H26O12/c1-32-15-5-10(6-16(33-2)19(15)28)23-24(37-25-22(31)21(30)20(29)17(9-26)36-25)12-3-4-34-13-7-11(27)8-14(35-23)18(12)13/h3,5-8,17,20-22,25-31H,4,9H2,1-2H3/p+1/t17-,20-,21+,22-,25+/m1/s1	ZCJLBVSPPADSKC-FHBCLOHASA-O	519.1502513			MMDBc0033729
BASm0020534	Z-Linalool oxide	(±)-cis-Linalyl oxide is found in black elderberry. This is the cis form of furanoid linalool oxide, also called 'Linalool oxide B' or 'Linalool oxide I'; there are 2 possible stereo-isomers.	5989-33-3		CC(C)(O)[C@H]1CC[C@](C)(O1)C=C	C10H18O2	InChI=1S/C10H18O2/c1-5-10(4)7-6-8(12-10)9(2,3)11/h5,8,11H,1,6-7H2,2-4H3/t8-,10-/m1/s1	BRHDDEIRQPDPMG-PSASIEDQSA-N	170.1306798			MMDBc0033731
BASm0020535	Zingerone	Zingerone is found in fruits. Reputed pungent principle of ginger (Zingiber officinale). Flavour material used in imitation fruit flavours, ginger beer, ginger ale etc. Also present in cranberry, raspberry and mang	122-48-5	Solid	COC1=C(O)C=CC(CCC(C)=O)=C1	C11H14O3	InChI=1S/C11H14O3/c1-8(12)3-4-9-5-6-10(13)11(7-9)14-2/h5-7,13H,3-4H2,1-2H3	OJYLAHXKWMRDGS-UHFFFAOYSA-N	194.0942943			MMDBc0033732
BASm0020536	LysoPC(18:1(9Z))	LysoPC(18:1(9Z)) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(18:19Z)), in particular, consists of one chain of oleic acid at the C-1 position. The oleic acid moiety, an omega-9 fatty acid, is derived from various animal and vegetable sources such as olive oil, acai and grapeseed oil. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor family of integral membrane proteins. LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4.  binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood.  Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910).  LPCs have a number of protective or anti-inflammatory effects.  Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910).  Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.	3542-29-8	Solid	[H][C@@](O)(COC(=O)CCCCCCCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C26H52NO7P	InChI=1S/C26H52NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)32-23-25(28)24-34-35(30,31)33-22-21-27(2,3)4/h12-13,25,28H,5-11,14-24H2,1-4H3/t25-/m1/s1	YAMUFBLWGFFICM-RUZDIDTESA-N	521.3481395			MMDBc0033733
BASm0020537	PC(14:0/14:1(9Z))	PC(14:0/14:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:0/14:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 9Z-tetradecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	CCCCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37(3,4)5)45-36(39)29-27-25-23-21-19-17-15-13-11-9-7-2/h13,15,34H,6-12,14,16-33H2,1-5H3/b15-13-/t34-/m1/s1	SNDOMDWDQRZWFS-NOLSVFIGSA-N	675.4839047			MMDBc0033734
BASm0020538	PC(14:0/18:0)	PC(14:0/18:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:0/18:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC	C40H80NO8P	InChI=1S/C40H80NO8P/c1-6-8-10-12-14-16-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3,4)5)36-46-39(42)32-30-28-26-24-22-17-15-13-11-9-7-2/h38H,6-37H2,1-5H3/t38-/m1/s1	TYAQXZHDAGZOEO-KXQOOQHDSA-N	733.5621551			MMDBc0033735
BASm0020539	PC(14:0/18:1(11Z))	PC(14:0/18:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:0/18:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	CCCCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-6-8-10-12-14-16-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3,4)5)36-46-39(42)32-30-28-26-24-22-17-15-13-11-9-7-2/h16,18,38H,6-15,17,19-37H2,1-5H3/b18-16-/t38-/m1/s1	GMJKBBMXRYZKEP-WYRBGLKBSA-N	731.546505			MMDBc0033736
BASm0020540	PC(14:0/18:1(9Z))	PC(14:0/18:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:0/18:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	CCCCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-6-8-10-12-14-16-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3,4)5)36-46-39(42)32-30-28-26-24-22-17-15-13-11-9-7-2/h19-20,38H,6-18,21-37H2,1-5H3/b20-19-/t38-/m1/s1	NXASLICYTANYBI-OQHNRNOKSA-N	731.546505			MMDBc0033737
BASm0020541	PC(14:0/20:1(11Z))	PC(14:0/20:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:0/20:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	CCCCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-17-15-13-11-9-7-2/h19-20,40H,6-18,21-39H2,1-5H3/b20-19-/t40-/m1/s1	DMEBDXIQFIKNQR-OIJJMQLXSA-N	759.5778051			MMDBc0033738
BASm0020542	PC(14:0/20:2(11Z,14Z))	PC(14:0/20:2(11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/20:2(11Z,14Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of eicosadienoic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the eicosadienoic acid moiety is derived from fish oils and liver. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCC=CCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-17-15-13-11-9-7-2/h14,16,19-20,40H,6-13,15,17-18,21-39H2,1-5H3/t40-/m1/s1	IRYMXEVDAKMFIF-RRHRGVEJSA-N	757.5621551			MMDBc0033739
BASm0020543	PC(14:0/20:3(5Z,8Z,11Z))	PC(14:0/20:3(5Z,8Z,11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/20:3(5Z,8Z,11Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of mead acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the mead acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCCCCCCCC	C42H78NO8P	InChI=1S/C42H78NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-17-15-13-11-9-7-2/h19-20,22-23,27,29,40H,6-18,21,24-26,28,30-39H2,1-5H3/t40-/m1/s1	XWHIBISICRMDDW-RRHRGVEJSA-N	755.546505			MMDBc0033740
BASm0020544	PC(14:0/20:3(8Z,11Z,14Z))	PC(14:0/20:3(8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/20:3(8Z,11Z,14Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of homo-g-linolenic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the homo-g-linolenic acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC=CCC=CCC=CCCCCC	C42H78NO8P	InChI=1S/C42H78NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-17-15-13-11-9-7-2/h14,16,19-20,22-23,40H,6-13,15,17-18,21,24-39H2,1-5H3/t40-/m1/s1	ZAUFLMLTXNKVAB-RRHRGVEJSA-N	755.546505			MMDBc0033741
BASm0020545	PC(14:0/20:4(5Z,8Z,11Z,14Z))	PC(14:0/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the arachidonic acid moiety is derived from animal fats and eggs. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCC=CCCCCC	C42H76NO8P	InChI=1S/C42H76NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-17-15-13-11-9-7-2/h14,16,19-20,22-23,27,29,40H,6-13,15,17-18,21,24-26,28,30-39H2,1-5H3/t40-/m1/s1	SRQSAJRUMDQMMS-RRHRGVEJSA-N	753.5308549			MMDBc0033742
BASm0020546	PC(14:0/20:4(8Z,11Z,14Z,17Z))	PC(14:0/20:4(8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/20:4(8Z,11Z,14Z,17Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of eicsoatetraenoic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the eicsoatetraenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC=CCC=CCC=CCC=CCC	C42H76NO8P	InChI=1S/C42H76NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-17-15-13-11-9-7-2/h8,10,14,16,19-20,22-23,40H,6-7,9,11-13,15,17-18,21,24-39H2,1-5H3/t40-/m1/s1	BXZPYXMUABUWBT-RRHRGVEJSA-N	753.5308549			MMDBc0033743
BASm0020547	PC(14:0/22:1(13Z))	PC(14:0/22:1(13Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/22:1(13Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of erucic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the erucic acid moiety is derived from seed oils and avocados. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCC=CCCCCCCCC	C44H86NO8P	InChI=1S/C44H86NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-17-15-13-11-9-7-2/h19-20,42H,6-18,21-41H2,1-5H3/t42-/m1/s1	LOVKBDFNFACEND-HUESYALOSA-N	787.6091052			MMDBc0033744
BASm0020548	PC(14:0/22:2(13Z,16Z))	PC(14:0/22:2(13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/22:2(13Z,16Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of docosadienoic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the docosadienoic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCC=CCC=CCCCCC	C44H84NO8P	InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-17-15-13-11-9-7-2/h14,16,19-20,42H,6-13,15,17-18,21-41H2,1-5H3/t42-/m1/s1	BRAPXNOAYHMWEX-HUESYALOSA-N	785.5934552			MMDBc0033745
BASm0020549	PC(14:0/22:4(7Z,10Z,13Z,16Z))	PC(14:0/22:4(7Z,10Z,13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/22:4(7Z,10Z,13Z,16Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of adrenic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the adrenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCC=CCC=CCC=CCC=CCCCCC	C44H80NO8P	InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-17-15-13-11-9-7-2/h14,16,19-20,22-23,25,27,42H,6-13,15,17-18,21,24,26,28-41H2,1-5H3/t42-/m1/s1	UDOCLKXJVMJFLD-HUESYALOSA-N	781.5621551			MMDBc0033746
BASm0020550	PC(14:0/22:5(4Z,7Z,10Z,13Z,16Z))	PC(14:0/22:5(4Z,7Z,10Z,13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/22:5(4Z,7Z,10Z,13Z,16Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of docosapentaenoic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the docosapentaenoic acid moiety is derived from animal fats and brain. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC=CCC=CCC=CCC=CCC=CCCCCC	C44H78NO8P	InChI=1S/C44H78NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-17-15-13-11-9-7-2/h14,16,19-20,22-23,25,27,31,33,42H,6-13,15,17-18,21,24,26,28-30,32,34-41H2,1-5H3/t42-/m1/s1	MGUTYWPZCZBAGE-HUESYALOSA-N	779.546505			MMDBc0033747
BASm0020551	PC(14:0/22:5(7Z,10Z,13Z,16Z,19Z))	PC(14:0/22:5(7Z,10Z,13Z,16Z,19Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/22:5(7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of docosapentaenoic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the docosapentaenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCC=CCC=CCC=CCC=CCC=CCC	C44H78NO8P	InChI=1S/C44H78NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-17-15-13-11-9-7-2/h8,10,14,16,19-20,22-23,25,27,42H,6-7,9,11-13,15,17-18,21,24,26,28-41H2,1-5H3/t42-/m1/s1	SFEMWZZGMMRGCX-HUESYALOSA-N	779.546505			MMDBc0033748
BASm0020552	PC(14:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z))	PC(14:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the docosahexaenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC=CCC=CCC=CCC=CCC=CCC=CCC	C44H76NO8P	InChI=1S/C44H76NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-17-15-13-11-9-7-2/h8,10,14,16,19-20,22-23,25,27,31,33,42H,6-7,9,11-13,15,17-18,21,24,26,28-30,32,34-41H2,1-5H3/t42-/m1/s1	HAIPHKFLSXSDAN-HUESYALOSA-N	777.5308549			MMDBc0033749
BASm0020553	PC(14:0/P-18:0)	PC(14:0/P-18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/P-18:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of plasmalogen 18:0 at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the plasmalogen 18:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCCCC=COC(COC(=O)CCCCCCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C40H80NO7P	InChI=1S/C40H80NO7P/c1-6-8-10-12-14-16-18-19-20-21-22-24-26-28-30-32-35-45-39(38-48-49(43,44)47-36-34-41(3,4)5)37-46-40(42)33-31-29-27-25-23-17-15-13-11-9-7-2/h32,35,39H,6-31,33-34,36-38H2,1-5H3	RGTWJEUZOMLQFH-UHFFFAOYSA-N	717.5672404			MMDBc0033750
BASm0020554	PC(14:0/P-18:1(11Z))	PC(14:0/P-18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/P-18:1(11Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCC(=O)OCC(COP([O-])(=O)OCC[N+](C)(C)C)OC=CCCCCCCCCC=CCCCCCC	C40H78NO7P	InChI=1S/C40H78NO7P/c1-6-8-10-12-14-16-18-19-20-21-22-24-26-28-30-32-35-45-39(38-48-49(43,44)47-36-34-41(3,4)5)37-46-40(42)33-31-29-27-25-23-17-15-13-11-9-7-2/h16,18,32,35,39H,6-15,17,19-31,33-34,36-38H2,1-5H3	YRMZQKFOVROEJO-UHFFFAOYSA-N	715.5515904			MMDBc0033751
BASm0020555	PC(14:0/P-18:1(9Z))	PC(14:0/P-18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:0/P-18:1(9Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of plasmalogen 18:1n9 at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCC(=O)OCC(COP([O-])(=O)OCC[N+](C)(C)C)OC=CCCCCCCC=CCCCCCCCC	C40H78NO7P	InChI=1S/C40H78NO7P/c1-6-8-10-12-14-16-18-19-20-21-22-24-26-28-30-32-35-45-39(38-48-49(43,44)47-36-34-41(3,4)5)37-46-40(42)33-31-29-27-25-23-17-15-13-11-9-7-2/h19-20,32,35,39H,6-18,21-31,33-34,36-38H2,1-5H3	JWHYYJPWODHUBX-UHFFFAOYSA-N	715.5515904			MMDBc0033752
BASm0020556	PC(14:1(9Z)/14:0)	PC(14:1(9Z)/14:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:1(9Z)/14:0), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of myristic acid at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the myristic acid moiety is derived from nutmeg and butter. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37(3,4)5)45-36(39)29-27-25-23-21-19-17-15-13-11-9-7-2/h12,14,34H,6-11,13,15-33H2,1-5H3/t34-/m1/s1	XQPYHFHTTVXZKL-UUWRZZSWSA-N	675.4839047			MMDBc0033753
BASm0020557	PC(14:1(9Z)/18:0)	PC(14:1(9Z)/18:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(9Z)/18:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	CCCCCCCCCCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/CCCC)COP([O-])(=O)OCC[N+](C)(C)C	C40H78NO8P	InChI=1S/C40H78NO8P/c1-6-8-10-12-14-16-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3,4)5)36-46-39(42)32-30-28-26-24-22-17-15-13-11-9-7-2/h13,15,38H,6-12,14,16-37H2,1-5H3/b15-13-/t38-/m1/s1	USMRUWLOXQOAAX-IUXSEFJDSA-N	731.546505			MMDBc0033754
BASm0020558	PC(14:1(9Z)/20:0)	PC(14:1(9Z)/20:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(9Z)/20:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	CCCCCCCCCCCCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/CCCC)COP([O-])(=O)OCC[N+](C)(C)C	C42H82NO8P	InChI=1S/C42H82NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-17-15-13-11-9-7-2/h13,15,40H,6-12,14,16-39H2,1-5H3/b15-13-/t40-/m1/s1	SJLGFZBXPQKJIH-LLVYEJTBSA-N	759.5778051			MMDBc0033755
BASm0020559	PC(14:1(9Z)/20:1(11Z))	PC(14:1(9Z)/20:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	CCCCCCCC\C=C/CCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/CCCC)COP([O-])(=O)OCC[N+](C)(C)C	C42H80NO8P	InChI=1S/C42H80NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-17-15-13-11-9-7-2/h13,15,19-20,40H,6-12,14,16-18,21-39H2,1-5H3/b15-13-,20-19-/t40-/m1/s1	OLUKQTJCNPHKRC-LYJZGNKWSA-N	757.5621551			MMDBc0033756
BASm0020560	PC(14:1(9Z)/20:2(11Z,14Z))	PC(14:1(9Z)/20:2(11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:1(9Z)/20:2(11Z,14Z)), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of eicosadienoic acid at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the eicosadienoic acid moiety is derived from fish oils and liver. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCC=CCCCCC	C42H78NO8P	InChI=1S/C42H78NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-17-15-13-11-9-7-2/h13-16,19-20,40H,6-12,17-18,21-39H2,1-5H3/t40-/m1/s1	KBHCBANQRIOXLD-RRHRGVEJSA-N	755.546505			MMDBc0033757
BASm0020561	PC(14:1(9Z)/20:3(5Z,8Z,11Z))	PC(14:1(9Z)/20:3(5Z,8Z,11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:1(9Z)/20:3(5Z,8Z,11Z)), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of mead acid at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the mead acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCCCCCCCC	C42H76NO8P	InChI=1S/C42H76NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-17-15-13-11-9-7-2/h13,15,19-20,22-23,27,29,40H,6-12,14,16-18,21,24-26,28,30-39H2,1-5H3/t40-/m1/s1	PONMSDSBSOWGHR-RRHRGVEJSA-N	753.5308549			MMDBc0033758
BASm0020562	PC(14:1(9Z)/20:3(8Z,11Z,14Z))	PC(14:1(9Z)/20:3(8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:1(9Z)/20:3(8Z,11Z,14Z)), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of homo-g-linolenic acid at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the homo-g-linolenic acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC=CCC=CCC=CCCCCC	C42H76NO8P	InChI=1S/C42H76NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-17-15-13-11-9-7-2/h13-16,19-20,22-23,40H,6-12,17-18,21,24-39H2,1-5H3/t40-/m1/s1	MGHZJKXUBUUNJR-RRHRGVEJSA-N	753.5308549			MMDBc0033759
BASm0020563	PC(14:1(9Z)/22:0)	PC(14:1(9Z)/22:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(9Z)/22:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	CCCCCCCCCCCCCCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/CCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H86NO8P	InChI=1S/C44H86NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-17-15-13-11-9-7-2/h13,15,42H,6-12,14,16-41H2,1-5H3/b15-13-/t42-/m1/s1	OSTGKIDWKPXCRQ-FASREOMLSA-N	787.6091052			MMDBc0033760
BASm0020564	PC(14:1(9Z)/22:1(13Z))	PC(14:1(9Z)/22:1(13Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:1(9Z)/22:1(13Z)), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of erucic acid at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the erucic acid moiety is derived from seed oils and avocados. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCC=CCCCCCCCC	C44H84NO8P	InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-17-15-13-11-9-7-2/h13,15,19-20,42H,6-12,14,16-18,21-41H2,1-5H3/t42-/m1/s1	CGXBWJDAGMQUFG-HUESYALOSA-N	785.5934552			MMDBc0033761
BASm0020565	PC(14:1(9Z)/22:2(13Z,16Z))	PC(14:1(9Z)/22:2(13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:1(9Z)/22:2(13Z,16Z)), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of docosadienoic acid at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the docosadienoic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCC=CCC=CCCCCC	C44H82NO8P	InChI=1S/C44H82NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-17-15-13-11-9-7-2/h13-16,19-20,42H,6-12,17-18,21-41H2,1-5H3/t42-/m1/s1	LMYYUVAVNWPEPG-HUESYALOSA-N	783.5778051			MMDBc0033762
BASm0020566	PC(14:1(9Z)/22:4(7Z,10Z,13Z,16Z))	PC(14:1(9Z)/22:4(7Z,10Z,13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:1(9Z)/22:4(7Z,10Z,13Z,16Z)), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of adrenic acid at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the adrenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCC=CCC=CCC=CCC=CCCCCC	C44H78NO8P	InChI=1S/C44H78NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-17-15-13-11-9-7-2/h13-16,19-20,22-23,25,27,42H,6-12,17-18,21,24,26,28-41H2,1-5H3/t42-/m1/s1	XBLSNYPBWMKQLW-HUESYALOSA-N	779.546505			MMDBc0033763
BASm0020567	PC(14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z))	PC(14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of docosapentaenoic acid at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the docosapentaenoic acid moiety is derived from animal fats and brain. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC=CCC=CCC=CCC=CCC=CCCCCC	C44H76NO8P	InChI=1S/C44H76NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-17-15-13-11-9-7-2/h13-16,19-20,22-23,25,27,31,33,42H,6-12,17-18,21,24,26,28-30,32,34-41H2,1-5H3/t42-/m1/s1	KFMGBOJDAOKOJL-HUESYALOSA-N	777.5308549			MMDBc0033764
BASm0020568	PC(14:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z))	PC(14:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of docosapentaenoic acid at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the docosapentaenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCC=CCC=CCC=CCC=CCC=CCC	C44H76NO8P	InChI=1S/C44H76NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-17-15-13-11-9-7-2/h8,10,13-16,19-20,22-23,25,27,42H,6-7,9,11-12,17-18,21,24,26,28-41H2,1-5H3/t42-/m1/s1	QXPGEDBVJUZDLW-HUESYALOSA-N	777.5308549			MMDBc0033765
BASm0020569	PC(14:1(9Z)/P-18:0)	PC(14:1(9Z)/P-18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(14:1(9Z)/P-18:0), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of plasmalogen 18:0 at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the plasmalogen 18:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCCCC=COC(COC(=O)CCCCCCCC=CCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C40H78NO7P	InChI=1S/C40H78NO7P/c1-6-8-10-12-14-16-18-19-20-21-22-24-26-28-30-32-35-45-39(38-48-49(43,44)47-36-34-41(3,4)5)37-46-40(42)33-31-29-27-25-23-17-15-13-11-9-7-2/h13,15,32,35,39H,6-12,14,16-31,33-34,36-38H2,1-5H3	KSNPZAABSICMCR-UHFFFAOYSA-N	715.5515904			MMDBc0033766
BASm0020570	PC(16:0/18:1(11Z))	PC(16:0/18:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(16:0/18:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h16,18,40H,6-15,17,19-39H2,1-5H3/b18-16-/t40-/m1/s1	AEPVLLKGEBHLEJ-KWNHIAGJSA-N	759.5778051			MMDBc0033767
BASm0020571	PC(16:0/18:3(9Z,12Z,15Z))	PC(16:0/18:3(9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/18:3(9Z,12Z,15Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of a-linolenic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC	C42H78NO8P	InChI=1S/C42H78NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h8,10,14,16,20-21,40H,6-7,9,11-13,15,17-19,22-39H2,1-5H3/t40-/m1/s1	JMAYDGBZRHQJAT-RRHRGVEJSA-N	755.546505			MMDBc0033768
BASm0020572	PC(16:0/18:4(6Z,9Z,12Z,15Z))	PC(16:0/18:4(6Z,9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/18:4(6Z,9Z,12Z,15Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of stearidonic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the stearidonic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCC=CCC	C42H76NO8P	InChI=1S/C42H76NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h8,10,14,16,20-21,25,27,40H,6-7,9,11-13,15,17-19,22-24,26,28-39H2,1-5H3/t40-/m1/s1	USCDCOXUROEQQA-RRHRGVEJSA-N	753.5308549			MMDBc0033769
BASm0020573	PC(16:0/20:1(11Z))	PC(16:0/20:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(16:0/20:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	CCCCCCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C44H86NO8P	InChI=1S/C44H86NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h20-21,42H,6-19,22-41H2,1-5H3/b21-20-/t42-/m1/s1	MZZHKIPFYPOYKP-NYJULOOZSA-N	787.6091052			MMDBc0033770
BASm0020574	PC(16:0/20:2(11Z,14Z))	PC(16:0/20:2(11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/20:2(11Z,14Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of eicosadienoic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the eicosadienoic acid moiety is derived from fish oils and liver. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCC=CCCCCC	C44H84NO8P	InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h14,16,20-21,42H,6-13,15,17-19,22-41H2,1-5H3/t42-/m1/s1	ZRTZULWIAWDUBY-HUESYALOSA-N	785.5934552			MMDBc0033771
BASm0020575	PC(16:0/20:3(5Z,8Z,11Z))	PC(16:0/20:3(5Z,8Z,11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/20:3(5Z,8Z,11Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of mead acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the mead acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCCCCCCCC	C44H82NO8P	InChI=1S/C44H82NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h20-21,23,25,29,31,42H,6-19,22,24,26-28,30,32-41H2,1-5H3/t42-/m1/s1	XMZFUVYOYPLVOA-HUESYALOSA-N	783.5778051			MMDBc0033772
BASm0020576	PC(16:0/20:3(8Z,11Z,14Z))	PC(16:0/20:3(8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/20:3(8Z,11Z,14Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of homo-g-linolenic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the homo-g-linolenic acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC=CCC=CCC=CCCCCC	C44H82NO8P	InChI=1S/C44H82NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h14,16,20-21,23,25,42H,6-13,15,17-19,22,24,26-41H2,1-5H3/t42-/m1/s1	SRIGHEHXEGELQJ-HUESYALOSA-N	783.5778051			MMDBc0033773
BASm0020577	PC(16:0/20:4(5Z,8Z,11Z,14Z))	PC(16:0/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the arachidonic acid moiety is derived from animal fats and eggs. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCC=CCCCCC	C44H80NO8P	InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h14,16,20-21,23,25,29,31,42H,6-13,15,17-19,22,24,26-28,30,32-41H2,1-5H3/t42-/m1/s1	IIZPXYDJLKNOIY-HUESYALOSA-N	781.5621551			MMDBc0033774
BASm0020578	PC(16:0/20:4(8Z,11Z,14Z,17Z))	PC(16:0/20:4(8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/20:4(8Z,11Z,14Z,17Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of eicsoatetraenoic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the eicsoatetraenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC=CCC=CCC=CCC=CCC	C44H80NO8P	InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h8,10,14,16,20-21,23,25,42H,6-7,9,11-13,15,17-19,22,24,26-41H2,1-5H3/t42-/m1/s1	JAVWFBAAZSHHAD-HUESYALOSA-N	781.5621551			MMDBc0033775
BASm0020579	PC(16:0/20:5(5Z,8Z,11Z,14Z,17Z))	PC(16:0/20:5(5Z,8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/20:5(5Z,8Z,11Z,14Z,17Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of eicosapentaenoic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the eicosapentaenoic acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCC=CCC=CCC	C44H78NO8P	InChI=1S/C44H78NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h8,10,14,16,20-21,23,25,29,31,42H,6-7,9,11-13,15,17-19,22,24,26-28,30,32-41H2,1-5H3/t42-/m1/s1	KLTHQSWIRFFBRI-HUESYALOSA-N	779.546505			MMDBc0033776
BASm0020580	PC(16:0/22:4(7Z,10Z,13Z,16Z))	PC(16:0/22:4(7Z,10Z,13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/22:4(7Z,10Z,13Z,16Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of adrenic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the adrenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCC=CCC=CCC=CCC=CCCCCC	C46H84NO8P	InChI=1S/C46H84NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-19-17-15-13-11-9-7-2/h14,16,20-21,23-24,27,29,44H,6-13,15,17-19,22,25-26,28,30-43H2,1-5H3/t44-/m1/s1	IRWRFKUTKSUFST-USYZEHPZSA-N	809.5934552			MMDBc0033777
BASm0020581	PC(16:0/22:5(4Z,7Z,10Z,13Z,16Z))	PC(16:0/22:5(4Z,7Z,10Z,13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/22:5(4Z,7Z,10Z,13Z,16Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of docosapentaenoic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the docosapentaenoic acid moiety is derived from animal fats and brain. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC=CCC=CCC=CCC=CCC=CCCCCC	C46H82NO8P	InChI=1S/C46H82NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-19-17-15-13-11-9-7-2/h14,16,20-21,23-24,27,29,33,35,44H,6-13,15,17-19,22,25-26,28,30-32,34,36-43H2,1-5H3/t44-/m1/s1	MWXAIAMSOXOQJK-USYZEHPZSA-N	807.5778051			MMDBc0033778
BASm0020582	PC(16:0/22:5(7Z,10Z,13Z,16Z,19Z))	PC(16:0/22:5(7Z,10Z,13Z,16Z,19Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/22:5(7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of docosapentaenoic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the docosapentaenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCC=CCC=CCC=CCC=CCC=CCC	C46H82NO8P	InChI=1S/C46H82NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-19-17-15-13-11-9-7-2/h8,10,14,16,20-21,23-24,27,29,44H,6-7,9,11-13,15,17-19,22,25-26,28,30-43H2,1-5H3/t44-/m1/s1	ARDJUHDXABDVFH-USYZEHPZSA-N	807.5778051			MMDBc0033779
BASm0020583	PC(16:0/P-16:0)	PC(16:0/P-16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/P-16:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of plasmalogen 16:0 at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the plasmalogen 16:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCCC(=O)OCC(COP([O-])(=O)OCC[N+](C)(C)C)OC=CCCCCCCCCCCCCCC	C40H80NO7P	InChI=1S/C40H80NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-35-45-39(38-48-49(43,44)47-36-34-41(3,4)5)37-46-40(42)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h32,35,39H,6-31,33-34,36-38H2,1-5H3	KEVGQWGZKKFGDC-UHFFFAOYSA-N	717.5672404			MMDBc0033780
BASm0020584	PC(16:0/P-18:1(11Z))	PC(16:0/P-18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/P-18:1(11Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCCC(=O)OCC(COP([O-])(=O)OCC[N+](C)(C)C)OC=CCCCCCCCCC=CCCCCCC	C42H82NO7P	InChI=1S/C42H82NO7P/c1-6-8-10-12-14-16-18-20-21-22-24-26-28-30-32-34-37-47-41(40-50-51(45,46)49-38-36-43(3,4)5)39-48-42(44)35-33-31-29-27-25-23-19-17-15-13-11-9-7-2/h16,18,34,37,41H,6-15,17,19-33,35-36,38-40H2,1-5H3	MPQGNHKVOVYEEN-UHFFFAOYSA-N	743.5828905			MMDBc0033781
BASm0020585	PC(16:0/P-18:1(9Z))	PC(16:0/P-18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:0/P-18:1(9Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of plasmalogen 18:1n9 at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCCC(=O)OCC(COP([O-])(=O)OCC[N+](C)(C)C)OC=CCCCCCCC=CCCCCCCCC	C42H82NO7P	InChI=1S/C42H82NO7P/c1-6-8-10-12-14-16-18-20-21-22-24-26-28-30-32-34-37-47-41(40-50-51(45,46)49-38-36-43(3,4)5)39-48-42(44)35-33-31-29-27-25-23-19-17-15-13-11-9-7-2/h20-21,34,37,41H,6-19,22-33,35-36,38-40H2,1-5H3	UQCSRPHVLJIYTA-UHFFFAOYSA-N	743.5828905			MMDBc0033782
BASm0020586	PC(16:1(9Z)/14:1(9Z))	PC(16:1(9Z)/14:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:1(9Z)/14:1(9Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the myristoleic acid moiety is derived from milk fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-6-8-10-12-14-16-18-19-21-22-24-26-28-30-37(40)44-34-36(35-46-48(42,43)45-33-32-39(3,4)5)47-38(41)31-29-27-25-23-20-17-15-13-11-9-7-2/h13,15-16,18,36H,6-12,14,17,19-35H2,1-5H3/t36-/m1/s1	WEVWHXAKLAWWAP-PSXMRANNSA-N	701.4995548			MMDBc0033783
BASm0020587	PC(16:1(9Z)/16:0)	PC(16:1(9Z)/16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:1(9Z)/16:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of palmitic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h16,18,38H,6-15,17,19-37H2,1-5H3/t38-/m1/s1	IPMVHVDAYPUFKH-KXQOOQHDSA-N	731.546505			MMDBc0033784
BASm0020588	PC(16:1(9Z)/18:0)	PC(16:1(9Z)/18:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(16:1(9Z)/18:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	CCCCCCCCCCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C42H82NO8P	InChI=1S/C42H82NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h17,19,40H,6-16,18,20-39H2,1-5H3/b19-17-/t40-/m1/s1	LJUDFFWSOQEQKW-QCFYSATCSA-N	759.5778051			MMDBc0033785
BASm0020589	PC(16:1(9Z)/18:1(11Z))	PC(16:1(9Z)/18:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(16:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	CCCCCC\C=C/CCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C42H80NO8P	InChI=1S/C42H80NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h16-19,40H,6-15,20-39H2,1-5H3/b18-16-,19-17-/t40-/m1/s1	JUVGBPLHSDPAMK-JSLHZOBYSA-N	757.5621551			MMDBc0033786
BASm0020590	PC(16:1(9Z)/18:2(9Z,12Z))	PC(16:1(9Z)/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:1(9Z)/18:2(9Z,12Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCCCCC	C42H78NO8P	InChI=1S/C42H78NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h14,16-17,19-21,40H,6-13,15,18,22-39H2,1-5H3/t40-/m1/s1	QJWDAOSZZYVBJZ-RRHRGVEJSA-N	755.546505			MMDBc0033787
BASm0020591	PC(16:1(9Z)/18:3(6Z,9Z,12Z))	PC(16:1(9Z)/18:3(6Z,9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:1(9Z)/18:3(6Z,9Z,12Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of g-linolenic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the g-linolenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCCCCC	C42H76NO8P	InChI=1S/C42H76NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h14,16-17,19-21,25,27,40H,6-13,15,18,22-24,26,28-39H2,1-5H3/t40-/m1/s1	ZZLFVAJFRYBVSN-RRHRGVEJSA-N	753.5308549			MMDBc0033788
BASm0020592	PC(16:1(9Z)/18:3(9Z,12Z,15Z))	PC(16:1(9Z)/18:3(9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:1(9Z)/18:3(9Z,12Z,15Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of a-linolenic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC	C42H76NO8P	InChI=1S/C42H76NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h8,10,14,16-17,19-21,40H,6-7,9,11-13,15,18,22-39H2,1-5H3/t40-/m1/s1	MMUCLZZSNHBNFL-RRHRGVEJSA-N	753.5308549			MMDBc0033789
BASm0020593	PC(16:1(9Z)/20:0)	PC(16:1(9Z)/20:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(16:1(9Z)/20:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCC	C44H86NO8P	InChI=1S/C44H86NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h17,19,42H,6-16,18,20-41H2,1-5H3/b19-17-/t42-/m1/s1	YFGYYMPGHQJKLU-HTDYWKJCSA-N	787.6091052			MMDBc0033790
BASm0020594	PC(16:1(9Z)/20:1(11Z))	PC(16:1(9Z)/20:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(16:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	CCCCCCCC\C=C/CCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H84NO8P	InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h17,19-21,42H,6-16,18,22-41H2,1-5H3/b19-17-,21-20-/t42-/m1/s1	RPEHVLWFOYUNMD-NPCYKUJHSA-N	785.5934552			MMDBc0033791
BASm0020595	PC(16:1(9Z)/20:2(11Z,14Z))	PC(16:1(9Z)/20:2(11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:1(9Z)/20:2(11Z,14Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of eicosadienoic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the eicosadienoic acid moiety is derived from fish oils and liver. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCC=CCCCCC	C44H82NO8P	InChI=1S/C44H82NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h14,16-17,19-21,42H,6-13,15,18,22-41H2,1-5H3/t42-/m1/s1	IIGHFIDXVYEMME-HUESYALOSA-N	783.5778051			MMDBc0033792
BASm0020596	PC(16:1(9Z)/20:3(5Z,8Z,11Z))	PC(16:1(9Z)/20:3(5Z,8Z,11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:1(9Z)/20:3(5Z,8Z,11Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of mead acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the mead acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCCCCCCCC	C44H80NO8P	InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h17,19-21,23,25,29,31,42H,6-16,18,22,24,26-28,30,32-41H2,1-5H3/t42-/m1/s1	SKHRULFMZYNDLW-HUESYALOSA-N	781.5621551			MMDBc0033793
BASm0020597	PC(16:1(9Z)/20:3(8Z,11Z,14Z))	PC(16:1(9Z)/20:3(8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:1(9Z)/20:3(8Z,11Z,14Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of homo-g-linolenic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the homo-g-linolenic acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC=CCC=CCC=CCCCCC	C44H80NO8P	InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h14,16-17,19-21,23,25,42H,6-13,15,18,22,24,26-41H2,1-5H3/t42-/m1/s1	SCFKGVINVZBYAF-HUESYALOSA-N	781.5621551			MMDBc0033794
BASm0020598	PC(16:1(9Z)/20:4(5Z,8Z,11Z,14Z))	PC(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the arachidonic acid moiety is derived from animal fats and eggs. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCC=CCCCCC	C44H78NO8P	InChI=1S/C44H78NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h14,16-17,19-21,23,25,29,31,42H,6-13,15,18,22,24,26-28,30,32-41H2,1-5H3/t42-/m1/s1	DYDDZDMJSQYFGN-HUESYALOSA-N	779.546505			MMDBc0033795
BASm0020599	PC(16:1(9Z)/20:4(8Z,11Z,14Z,17Z))	PC(16:1(9Z)/20:4(8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:1(9Z)/20:4(8Z,11Z,14Z,17Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of eicsoatetraenoic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the eicsoatetraenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC=CCC=CCC=CCC=CCC	C44H78NO8P	InChI=1S/C44H78NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h8,10,14,16-17,19-21,23,25,42H,6-7,9,11-13,15,18,22,24,26-41H2,1-5H3/t42-/m1/s1	NJKOHDXHBBUJBZ-HUESYALOSA-N	779.546505			MMDBc0033796
BASm0020600	PC(16:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z))	PC(16:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of eicosapentaenoic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the eicosapentaenoic acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCC=CCC=CCC	C44H76NO8P	InChI=1S/C44H76NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h8,10,14,16-17,19-21,23,25,29,31,42H,6-7,9,11-13,15,18,22,24,26-28,30,32-41H2,1-5H3/t42-/m1/s1	IITWSVMUNFGFQI-HUESYALOSA-N	777.5308549			MMDBc0033797
BASm0020601	PC(16:1(9Z)/22:2(13Z,16Z))	PC(16:1(9Z)/22:2(13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:1(9Z)/22:2(13Z,16Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of docosadienoic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the docosadienoic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCC=CCC=CCCCCC	C46H86NO8P	InChI=1S/C46H86NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-19-17-15-13-11-9-7-2/h14,16-17,19-21,44H,6-13,15,18,22-43H2,1-5H3/t44-/m1/s1	IHEXWEKEFCKFEL-USYZEHPZSA-N	811.6091052			MMDBc0033798
BASm0020602	PC(16:1(9Z)/22:4(7Z,10Z,13Z,16Z))	PC(16:1(9Z)/22:4(7Z,10Z,13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:1(9Z)/22:4(7Z,10Z,13Z,16Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of adrenic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the adrenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCC=CCC=CCC=CCC=CCCCCC	C46H82NO8P	InChI=1S/C46H82NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-19-17-15-13-11-9-7-2/h14,16-17,19-21,23-24,27,29,44H,6-13,15,18,22,25-26,28,30-43H2,1-5H3/t44-/m1/s1	XJISBSFDFOVVHI-USYZEHPZSA-N	807.5778051			MMDBc0033799
BASm0020603	PC(16:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z))	PC(16:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of docosapentaenoic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the docosapentaenoic acid moiety is derived from animal fats and brain. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC=CCC=CCC=CCC=CCC=CCCCCC	C46H80NO8P	InChI=1S/C46H80NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-19-17-15-13-11-9-7-2/h14,16-17,19-21,23-24,27,29,33,35,44H,6-13,15,18,22,25-26,28,30-32,34,36-43H2,1-5H3/t44-/m1/s1	WCODZEYPAWOVBI-USYZEHPZSA-N	805.5621551			MMDBc0033800
BASm0020604	PC(16:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z))	PC(16:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of docosapentaenoic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the docosapentaenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCC=CCC=CCC=CCC=CCC=CCC	C46H80NO8P	InChI=1S/C46H80NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-19-17-15-13-11-9-7-2/h8,10,14,16-17,19-21,23-24,27,29,44H,6-7,9,11-13,15,18,22,25-26,28,30-43H2,1-5H3/t44-/m1/s1	WNHOGFDQJFYPDE-USYZEHPZSA-N	805.5621551			MMDBc0033801
BASm0020605	PC(16:1(9Z)/24:1(15Z))	PC(16:1(9Z)/24:1(15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:1(9Z)/24:1(15Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of nervonic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the nervonic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCC=CCCCCCCCC	C48H92NO8P	InChI=1S/C48H92NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-19-17-15-13-11-9-7-2/h17,19-21,46H,6-16,18,22-45H2,1-5H3/t46-/m1/s1	FVYIRCQXEGIKHY-YACUFSJGSA-N	841.6560554			MMDBc0033802
BASm0020606	PC(16:1(9Z)/P-16:0)	PC(16:1(9Z)/P-16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:1(9Z)/P-16:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of plasmalogen 16:0 at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the plasmalogen 16:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCC=COC(COC(=O)CCCCCCCC=CCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C40H78NO7P	InChI=1S/C40H78NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-35-45-39(38-48-49(43,44)47-36-34-41(3,4)5)37-46-40(42)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h17,19,32,35,39H,6-16,18,20-31,33-34,36-38H2,1-5H3	KQAIGMPEJCAVJO-UHFFFAOYSA-N	715.5515904			MMDBc0033803
BASm0020607	PC(16:1(9Z)/P-18:0)	PC(16:1(9Z)/P-18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:1(9Z)/P-18:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of plasmalogen 18:0 at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the plasmalogen 18:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCCCC=COC(COC(=O)CCCCCCCC=CCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C42H82NO7P	InChI=1S/C42H82NO7P/c1-6-8-10-12-14-16-18-20-21-22-24-26-28-30-32-34-37-47-41(40-50-51(45,46)49-38-36-43(3,4)5)39-48-42(44)35-33-31-29-27-25-23-19-17-15-13-11-9-7-2/h17,19,34,37,41H,6-16,18,20-33,35-36,38-40H2,1-5H3	IHJLXDUOYHJZQE-UHFFFAOYSA-N	743.5828905			MMDBc0033804
BASm0020608	PC(16:1(9Z)/P-18:1(11Z))	PC(16:1(9Z)/P-18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:1(9Z)/P-18:1(11Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCC=CCCCCCCCCC=COC(COC(=O)CCCCCCCC=CCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C42H80NO7P	InChI=1S/C42H80NO7P/c1-6-8-10-12-14-16-18-20-21-22-24-26-28-30-32-34-37-47-41(40-50-51(45,46)49-38-36-43(3,4)5)39-48-42(44)35-33-31-29-27-25-23-19-17-15-13-11-9-7-2/h16-19,34,37,41H,6-15,20-33,35-36,38-40H2,1-5H3	ZFACUKICYTXONE-UHFFFAOYSA-N	741.5672404			MMDBc0033805
BASm0020609	PC(16:1(9Z)/P-18:1(9Z))	PC(16:1(9Z)/P-18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(16:1(9Z)/P-18:1(9Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of plasmalogen 18:1n9 at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCC=CCCCCCCC=COC(COC(=O)CCCCCCCC=CCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C42H80NO7P	InChI=1S/C42H80NO7P/c1-6-8-10-12-14-16-18-20-21-22-24-26-28-30-32-34-37-47-41(40-50-51(45,46)49-38-36-43(3,4)5)39-48-42(44)35-33-31-29-27-25-23-19-17-15-13-11-9-7-2/h17,19-21,34,37,41H,6-16,18,22-33,35-36,38-40H2,1-5H3	UMCQOQMEDBTSBS-UHFFFAOYSA-N	741.5672404			MMDBc0033806
BASm0020610	PC(18:0/14:1(9Z))	PC(18:0/14:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:0/14:1(9Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the myristoleic acid moiety is derived from milk fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-6-8-10-12-14-16-18-19-20-21-23-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-22-17-15-13-11-9-7-2/h13,15,38H,6-12,14,16-37H2,1-5H3/t38-/m1/s1	DHRQNMSQBJKUCK-KXQOOQHDSA-N	731.546505			MMDBc0033808
BASm0020611	PC(18:0/16:1(9Z))	PC(18:0/16:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:0/16:1(9Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-6-8-10-12-14-16-18-20-21-23-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-25-22-19-17-15-13-11-9-7-2/h17,19,40H,6-16,18,20-39H2,1-5H3/t40-/m1/s1	QRSPNOMDLRZDPG-RRHRGVEJSA-N	759.5778051			MMDBc0033809
BASm0020612	PC(18:0/18:1(11Z))	PC(18:0/18:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(18:0/18:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	CCCCCCCCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC	C44H86NO8P	InChI=1S/C44H86NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h17,19,42H,6-16,18,20-41H2,1-5H3/b19-17-/t42-/m1/s1	AEAMHDRXCYEOCU-HTDYWKJCSA-N	787.6091052			MMDBc0033810
BASm0020613	PC(18:0/18:2(9Z,12Z))	PC(18:0/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:0/18:2(9Z,12Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCCCCC	C44H84NO8P	InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,42H,6-14,16,18-20,22,24-41H2,1-5H3/t42-/m1/s1	FORFDCPQKJHEBF-HUESYALOSA-N	785.5934552			MMDBc0033811
BASm0020614	PC(18:0/18:3(6Z,9Z,12Z))	PC(18:0/18:3(6Z,9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:0/18:3(6Z,9Z,12Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of g-linolenic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the g-linolenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCCCCC	C44H82NO8P	InChI=1S/C44H82NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,27,29,42H,6-14,16,18-20,22,24-26,28,30-41H2,1-5H3/t42-/m1/s1	KJVJKBRMUDGTKA-HUESYALOSA-N	783.5778051			MMDBc0033812
BASm0020615	PC(18:0/18:3(9Z,12Z,15Z))	PC(18:0/18:3(9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:0/18:3(9Z,12Z,15Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of a-linolenic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC	C44H82NO8P	InChI=1S/C44H82NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,15,17,21,23,42H,6-8,10,12-14,16,18-20,22,24-41H2,1-5H3/t42-/m1/s1	WZCLAXMADUBPSG-HUESYALOSA-N	783.5778051			MMDBc0033813
BASm0020616	PC(18:0/18:4(6Z,9Z,12Z,15Z))	PC(18:0/18:4(6Z,9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:0/18:4(6Z,9Z,12Z,15Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of stearidonic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the stearidonic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCC=CCC	C44H80NO8P	InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,15,17,21,23,27,29,42H,6-8,10,12-14,16,18-20,22,24-26,28,30-41H2,1-5H3/t42-/m1/s1	MGIFJPVLDQAGPZ-HUESYALOSA-N	781.5621551			MMDBc0033814
BASm0020617	PC(18:0/20:3(8Z,11Z,14Z))	PC(18:0/20:3(8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:0/20:3(8Z,11Z,14Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of homo-g-linolenic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the homo-g-linolenic acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC=CCC=CCC=CCCCCC	C46H86NO8P	InChI=1S/C46H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h14,16,20,22,25,27,44H,6-13,15,17-19,21,23-24,26,28-43H2,1-5H3/t44-/m1/s1	VGSUMLIRUGDCTF-USYZEHPZSA-N	811.6091052			MMDBc0033815
BASm0020618	PC(18:0/20:4(5Z,8Z,11Z,14Z))	PC(18:0/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the arachidonic acid moiety is derived from animal fats and eggs. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCC=CCCCCC	C46H84NO8P	InChI=1S/C46H84NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h14,16,20,22,25,27,31,33,44H,6-13,15,17-19,21,23-24,26,28-30,32,34-43H2,1-5H3/t44-/m1/s1	PSVRFUPOQYJOOZ-USYZEHPZSA-N	809.5934552			MMDBc0033816
BASm0020619	PC(18:0/20:4(8Z,11Z,14Z,17Z))	PC(18:0/20:4(8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:0/20:4(8Z,11Z,14Z,17Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of eicsoatetraenoic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the eicsoatetraenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC=CCC=CCC=CCC=CCC	C46H84NO8P	InChI=1S/C46H84NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h8,10,14,16,20,22,25,27,44H,6-7,9,11-13,15,17-19,21,23-24,26,28-43H2,1-5H3/t44-/m1/s1	HAKKEJDMTIQLJH-USYZEHPZSA-N	809.5934552			MMDBc0033817
BASm0020620	PC(18:0/20:5(5Z,8Z,11Z,14Z,17Z))	PC(18:0/20:5(5Z,8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:0/20:5(5Z,8Z,11Z,14Z,17Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of eicosapentaenoic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the eicosapentaenoic acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCC=CCC=CCC	C46H82NO8P	InChI=1S/C46H82NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h8,10,14,16,20,22,25,27,31,33,44H,6-7,9,11-13,15,17-19,21,23-24,26,28-30,32,34-43H2,1-5H3/t44-/m1/s1	ZMNDHWFRGYCJKG-USYZEHPZSA-N	807.5778051			MMDBc0033818
BASm0020621	PC(18:0/22:2(13Z,16Z))	PC(18:0/22:2(13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:0/22:2(13Z,16Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of docosadienoic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the docosadienoic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCC=CCC=CCCCCC	C48H92NO8P	InChI=1S/C48H92NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h14,16,20,22,46H,6-13,15,17-19,21,23-45H2,1-5H3/t46-/m1/s1	QSSXNEFJRXXKQD-YACUFSJGSA-N	841.6560554			MMDBc0033819
BASm0020622	PC(18:0/22:4(7Z,10Z,13Z,16Z))	PC(18:0/22:4(7Z,10Z,13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:0/22:4(7Z,10Z,13Z,16Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of adrenic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the adrenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCC=CCC=CCC=CCC=CCCCCC	C48H88NO8P	InChI=1S/C48H88NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h14,16,20,22,24-25,29,31,46H,6-13,15,17-19,21,23,26-28,30,32-45H2,1-5H3/t46-/m1/s1	AXZGUCXCTZMPTR-YACUFSJGSA-N	837.6247553			MMDBc0033820
BASm0020623	PC(18:0/22:5(4Z,7Z,10Z,13Z,16Z))	PC(18:0/22:5(4Z,7Z,10Z,13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:0/22:5(4Z,7Z,10Z,13Z,16Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of docosapentaenoic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the docosapentaenoic acid moiety is derived from animal fats and brain. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC=CCC=CCC=CCC=CCC=CCCCCC	C48H86NO8P	InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h14,16,20,22,24-25,29,31,35,37,46H,6-13,15,17-19,21,23,26-28,30,32-34,36,38-45H2,1-5H3/t46-/m1/s1	GLPAGCOJQYNMCC-YACUFSJGSA-N	835.6091052			MMDBc0033821
BASm0020624	PC(18:0/22:5(7Z,10Z,13Z,16Z,19Z))	PC(18:0/22:5(7Z,10Z,13Z,16Z,19Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:0/22:5(7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of docosapentaenoic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the docosapentaenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCC=CCC=CCC=CCC=CCC=CCC	C48H86NO8P	InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h8,10,14,16,20,22,24-25,29,31,46H,6-7,9,11-13,15,17-19,21,23,26-28,30,32-45H2,1-5H3/t46-/m1/s1	MAAMGQXOTCBPFS-YACUFSJGSA-N	835.6091052			MMDBc0033822
BASm0020625	PC(18:0/24:1(15Z))	PC(18:0/24:1(15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:0/24:1(15Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of nervonic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the nervonic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCC=CCCCCCCCC	C50H98NO8P	InChI=1S/C50H98NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-26-27-29-31-33-35-37-39-41-43-50(53)59-48(47-58-60(54,55)57-45-44-51(3,4)5)46-56-49(52)42-40-38-36-34-32-30-28-21-19-17-15-13-11-9-7-2/h20,22,48H,6-19,21,23-47H2,1-5H3/t48-/m1/s1	PAHPUCKPYBHMBM-QSCHNALKSA-N	871.7030056			MMDBc0033823
BASm0020626	PC(18:0/P-18:1(11Z))	PC(18:0/P-18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:0/P-18:1(11Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCCCCC(=O)OCC(COP([O-])(=O)OCC[N+](C)(C)C)OC=CCCCCCCCCC=CCCCCCC	C44H86NO7P	InChI=1S/C44H86NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-43(42-52-53(47,48)51-40-38-45(3,4)5)41-50-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h16,18,36,39,43H,6-15,17,19-35,37-38,40-42H2,1-5H3	JREOXIRIVLLXMO-UHFFFAOYSA-N	771.6141906			MMDBc0033824
BASm0020627	PC(18:0/P-18:1(9Z))	PC(18:0/P-18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:0/P-18:1(9Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of plasmalogen 18:1n9 at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCCCCC(=O)OCC(COP([O-])(=O)OCC[N+](C)(C)C)OC=CCCCCCCC=CCCCCCCCC	C44H86NO7P	InChI=1S/C44H86NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-43(42-52-53(47,48)51-40-38-45(3,4)5)41-50-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h20,22,36,39,43H,6-19,21,23-35,37-38,40-42H2,1-5H3	WKBKYWULQUMFDH-UHFFFAOYSA-N	771.6141906			MMDBc0033825
BASm0020628	PC(18:1(11Z)/14:0)	PC(18:1(11Z)/14:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(11Z)/14:0), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of myristic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the myristic acid moiety is derived from nutmeg and butter. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-6-8-10-12-14-16-18-19-20-21-23-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-22-17-15-13-11-9-7-2/h16,18,38H,6-15,17,19-37H2,1-5H3/t38-/m1/s1	ZBQGASWGCNJQQT-KXQOOQHDSA-N	731.546505			MMDBc0033826
BASm0020629	PC(18:1(11Z)/16:0)	PC(18:1(11Z)/16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(11Z)/16:0), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of palmitic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-6-8-10-12-14-16-18-20-21-23-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-25-22-19-17-15-13-11-9-7-2/h16,18,40H,6-15,17,19-39H2,1-5H3/t40-/m1/s1	WPAONTMCEBPEAF-RRHRGVEJSA-N	759.5778051			MMDBc0033827
BASm0020630	PC(18:1(11Z)/16:1(9Z))	PC(18:1(11Z)/16:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(11Z)/16:1(9Z)), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-6-8-10-12-14-16-18-20-21-23-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-25-22-19-17-15-13-11-9-7-2/h16-19,40H,6-15,20-39H2,1-5H3/t40-/m1/s1	FDBAKEKHEMZAPT-RRHRGVEJSA-N	757.5621551			MMDBc0033828
BASm0020631	PC(18:1(11Z)/18:0)	PC(18:1(11Z)/18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(11Z)/18:0), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of stearic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC	C44H86NO8P	InChI=1S/C44H86NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h16,18,42H,6-15,17,19-41H2,1-5H3/t42-/m1/s1	VSQJLPDEJFLZDH-HUESYALOSA-N	787.6091052			MMDBc0033829
BASm0020632	PC(18:1(11Z)/18:1(11Z))	PC(18:1(11Z)/18:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(18:1(11Z)/18:1(11Z)), in particular, consists of two 11Z-octadecenoyl chains at positions C-1 and C-2. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC	C44H84NO8P	InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h16-19,42H,6-15,20-41H2,1-5H3/b18-16-,19-17-/t42-/m1/s1	XUCDYRWWRZBNCQ-BHOZFUPKSA-N	785.5934552			MMDBc0033830
BASm0020633	PC(18:1(11Z)/18:1(9Z))	PC(18:1(11Z)/18:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(18:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	CCCCCCCC\C=C/CCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H84NO8P	InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h16,18,21,23,42H,6-15,17,19-20,22,24-41H2,1-5H3/b18-16-,23-21-/t42-/m1/s1	FOECFSINPHCSNE-IYXNDCFRSA-N	785.5934552			MMDBc0033831
BASm0020634	PC(18:1(11Z)/18:2(9Z,12Z))	PC(18:1(11Z)/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(11Z)/18:2(9Z,12Z)), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCCCCC	C44H82NO8P	InChI=1S/C44H82NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15-18,21,23,42H,6-14,19-20,22,24-41H2,1-5H3/t42-/m1/s1	YBNAKFLXDDROCX-HUESYALOSA-N	783.5778051			MMDBc0033832
BASm0020635	PC(18:1(11Z)/18:3(6Z,9Z,12Z))	PC(18:1(11Z)/18:3(6Z,9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(11Z)/18:3(6Z,9Z,12Z)), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of g-linolenic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the g-linolenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCCCCC	C44H80NO8P	InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15-18,21,23,27,29,42H,6-14,19-20,22,24-26,28,30-41H2,1-5H3/t42-/m1/s1	MRRFMOUCAPXWJC-HUESYALOSA-N	781.5621551			MMDBc0033833
BASm0020636	PC(18:1(11Z)/18:3(9Z,12Z,15Z))	PC(18:1(11Z)/18:3(9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(11Z)/18:3(9Z,12Z,15Z)), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of a-linolenic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC	C44H80NO8P	InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,15-18,21,23,42H,6-8,10,12-14,19-20,22,24-41H2,1-5H3/t42-/m1/s1	DPEYXLDDNACOGV-HUESYALOSA-N	781.5621551			MMDBc0033834
BASm0020637	PC(18:1(11Z)/18:4(6Z,9Z,12Z,15Z))	PC(18:1(11Z)/18:4(6Z,9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(11Z)/18:4(6Z,9Z,12Z,15Z)), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of stearidonic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the stearidonic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCC=CCC	C44H78NO8P	InChI=1S/C44H78NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,15-18,21,23,27,29,42H,6-8,10,12-14,19-20,22,24-26,28,30-41H2,1-5H3/t42-/m1/s1	QAMLWHXIPWZMCT-HUESYALOSA-N	779.546505			MMDBc0033835
BASm0020638	PC(18:1(11Z)/20:2(11Z,14Z))	PC(18:1(11Z)/20:2(11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(11Z)/20:2(11Z,14Z)), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of eicosadienoic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the eicosadienoic acid moiety is derived from fish oils and liver. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCC=CCCCCC	C46H86NO8P	InChI=1S/C46H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h14,16-17,19-20,22,44H,6-13,15,18,21,23-43H2,1-5H3/t44-/m1/s1	MLMXSUWPTPCRLG-USYZEHPZSA-N	811.6091052			MMDBc0033836
BASm0020639	PC(18:1(11Z)/20:3(5Z,8Z,11Z))	PC(18:1(11Z)/20:3(5Z,8Z,11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(11Z)/20:3(5Z,8Z,11Z)), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of mead acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the mead acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCCCCCCCC	C46H84NO8P	InChI=1S/C46H84NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h17,19-20,22,25,27,31,33,44H,6-16,18,21,23-24,26,28-30,32,34-43H2,1-5H3/t44-/m1/s1	GUKWLDDRYZDHHJ-USYZEHPZSA-N	809.5934552			MMDBc0033837
BASm0020640	PC(18:1(11Z)/20:3(8Z,11Z,14Z))	PC(18:1(11Z)/20:3(8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(11Z)/20:3(8Z,11Z,14Z)), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of homo-g-linolenic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the homo-g-linolenic acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC=CCC=CCC=CCCCCC	C46H84NO8P	InChI=1S/C46H84NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h14,16-17,19-20,22,25,27,44H,6-13,15,18,21,23-24,26,28-43H2,1-5H3/t44-/m1/s1	ILTMNYOFBVFSJD-USYZEHPZSA-N	809.5934552			MMDBc0033838
BASm0020641	PC(18:1(11Z)/20:4(5Z,8Z,11Z,14Z))	PC(18:1(11Z)/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(11Z)/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the arachidonic acid moiety is derived from animal fats and eggs. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCC=CCCCCC	C46H82NO8P	InChI=1S/C46H82NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h14,16-17,19-20,22,25,27,31,33,44H,6-13,15,18,21,23-24,26,28-30,32,34-43H2,1-5H3/t44-/m1/s1	BHFJAGXKWFRMSK-USYZEHPZSA-N	807.5778051			MMDBc0033839
BASm0020642	PC(18:1(11Z)/20:4(8Z,11Z,14Z,17Z))	PC(18:1(11Z)/20:4(8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(11Z)/20:4(8Z,11Z,14Z,17Z)), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of eicsoatetraenoic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the eicsoatetraenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC=CCC=CCC=CCC=CCC	C46H82NO8P	InChI=1S/C46H82NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h8,10,14,16-17,19-20,22,25,27,44H,6-7,9,11-13,15,18,21,23-24,26,28-43H2,1-5H3/t44-/m1/s1	JZIYIXOCSAGFBB-USYZEHPZSA-N	807.5778051			MMDBc0033840
BASm0020643	PC(18:1(11Z)/20:5(5Z,8Z,11Z,14Z,17Z))	PC(18:1(11Z)/20:5(5Z,8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(11Z)/20:5(5Z,8Z,11Z,14Z,17Z)), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of eicosapentaenoic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the eicosapentaenoic acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCC=CCC=CCC	C46H80NO8P	InChI=1S/C46H80NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h8,10,14,16-17,19-20,22,25,27,31,33,44H,6-7,9,11-13,15,18,21,23-24,26,28-30,32,34-43H2,1-5H3/t44-/m1/s1	BLXFIBZJVTVAKI-USYZEHPZSA-N	805.5621551			MMDBc0033841
BASm0020644	PC(18:1(11Z)/22:1(13Z))	PC(18:1(11Z)/22:1(13Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(11Z)/22:1(13Z)), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of erucic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the erucic acid moiety is derived from seed oils and avocados. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCC=CCCCCCCCC	C48H92NO8P	InChI=1S/C48H92NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h17,19-20,22,46H,6-16,18,21,23-45H2,1-5H3/t46-/m1/s1	FMYLRXULDVDXKI-YACUFSJGSA-N	841.6560554			MMDBc0033842
BASm0020645	PC(18:1(11Z)/22:2(13Z,16Z))	PC(18:1(11Z)/22:2(13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(11Z)/22:2(13Z,16Z)), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of docosadienoic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the docosadienoic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCC=CCC=CCCCCC	C48H90NO8P	InChI=1S/C48H90NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h14,16-17,19-20,22,46H,6-13,15,18,21,23-45H2,1-5H3/t46-/m1/s1	XNHCNUBXMMIUNS-YACUFSJGSA-N	839.6404054			MMDBc0033843
BASm0020646	PC(18:1(11Z)/22:4(7Z,10Z,13Z,16Z))	PC(18:1(11Z)/22:4(7Z,10Z,13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(11Z)/22:4(7Z,10Z,13Z,16Z)), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of adrenic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the adrenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCC=CCC=CCC=CCC=CCCCCC	C48H86NO8P	InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h14,16-17,19-20,22,24-25,29,31,46H,6-13,15,18,21,23,26-28,30,32-45H2,1-5H3/t46-/m1/s1	BQFFJWIBGUKWIZ-YACUFSJGSA-N	835.6091052			MMDBc0033844
BASm0020647	PC(18:1(11Z)/24:0)	PC(18:1(11Z)/24:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(11Z)/24:0), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of lignoceric acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the lignoceric acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C50H98NO8P	InChI=1S/C50H98NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-26-27-29-31-33-35-37-39-41-43-50(53)59-48(47-58-60(54,55)57-45-44-51(3,4)5)46-56-49(52)42-40-38-36-34-32-30-28-21-19-17-15-13-11-9-7-2/h17,19,48H,6-16,18,20-47H2,1-5H3/t48-/m1/s1	FPXADVQYVJYLOJ-QSCHNALKSA-N	871.7030056			MMDBc0033845
BASm0020648	PC(18:1(11Z)/24:1(15Z))	PC(18:1(11Z)/24:1(15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(11Z)/24:1(15Z)), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of nervonic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the nervonic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCC=CCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCC=CCCCCCCCC	C50H96NO8P	InChI=1S/C50H96NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-26-27-29-31-33-35-37-39-41-43-50(53)59-48(47-58-60(54,55)57-45-44-51(3,4)5)46-56-49(52)42-40-38-36-34-32-30-28-21-19-17-15-13-11-9-7-2/h17,19-20,22,48H,6-16,18,21,23-47H2,1-5H3/t48-/m1/s1	PRNSLAVQZUIWHD-QSCHNALKSA-N	869.6873556			MMDBc0033846
BASm0020649	PC(18:1(11Z)/P-16:0)	PC(18:1(11Z)/P-16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(11Z)/P-16:0), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of plasmalogen 16:0 at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the plasmalogen 16:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCC=COC(COC(=O)CCCCCCCCCC=CCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C42H82NO7P	InChI=1S/C42H82NO7P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-42(44)48-39-41(40-50-51(45,46)49-38-36-43(3,4)5)47-37-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h16,18,34,37,41H,6-15,17,19-33,35-36,38-40H2,1-5H3	QZDZCTPKRWPFFS-UHFFFAOYSA-N	743.5828905			MMDBc0033847
BASm0020650	PC(18:1(11Z)/P-18:0)	PC(18:1(11Z)/P-18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(11Z)/P-18:0), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of plasmalogen 18:0 at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the plasmalogen 18:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCCCC=COC(COC(=O)CCCCCCCCCC=CCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H86NO7P	InChI=1S/C44H86NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-43(42-52-53(47,48)51-40-38-45(3,4)5)41-50-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h17,19,36,39,43H,6-16,18,20-35,37-38,40-42H2,1-5H3	FDNRZRXSENYWER-UHFFFAOYSA-N	771.6141906			MMDBc0033848
BASm0020651	PC(18:1(11Z)/P-18:1(11Z))	PC(18:1(11Z)/P-18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(11Z)/P-18:1(11Z)), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCC=CCCCCCCCCCC(=O)OCC(COP([O-])(=O)OCC[N+](C)(C)C)OC=CCCCCCCCCC=CCCCCCC	C44H84NO7P	InChI=1S/C44H84NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-43(42-52-53(47,48)51-40-38-45(3,4)5)41-50-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h16-19,36,39,43H,6-15,20-35,37-38,40-42H2,1-5H3	STUDWKIRLPDNHV-UHFFFAOYSA-N	769.5985406			MMDBc0033849
BASm0020652	PC(18:1(11Z)/P-18:1(9Z))	PC(18:1(11Z)/P-18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(11Z)/P-18:1(9Z)), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of plasmalogen 18:1n9 at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCC=CCCCCCCC=COC(COC(=O)CCCCCCCCCC=CCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H84NO7P	InChI=1S/C44H84NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-43(42-52-53(47,48)51-40-38-45(3,4)5)41-50-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h17,19-20,22,36,39,43H,6-16,18,21,23-35,37-38,40-42H2,1-5H3	JAVZDEIBGKQDCN-UHFFFAOYSA-N	769.5985406			MMDBc0033850
BASm0020653	PC(18:1(9Z)/14:0)	PC(18:1(9Z)/14:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/14:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of myristic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the myristic acid moiety is derived from nutmeg and butter. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-6-8-10-12-14-16-18-19-20-21-23-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-22-17-15-13-11-9-7-2/h19-20,38H,6-18,21-37H2,1-5H3/t38-/m1/s1	KIVAJCJTVPWSRJ-KXQOOQHDSA-N	731.546505			MMDBc0033851
BASm0020654	PC(18:1(9Z)/16:0)	PC(18:1(9Z)/16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/16:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of palmitic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-6-8-10-12-14-16-18-20-21-23-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-25-22-19-17-15-13-11-9-7-2/h20-21,40H,6-19,22-39H2,1-5H3/t40-/m1/s1	RRVPPYNAZJRZFR-RRHRGVEJSA-N	759.5778051			MMDBc0033852
BASm0020655	PC(18:1(9Z)/16:1(9Z))	PC(18:1(9Z)/16:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/16:1(9Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-6-8-10-12-14-16-18-20-21-23-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-25-22-19-17-15-13-11-9-7-2/h17,19-21,40H,6-16,18,22-39H2,1-5H3/t40-/m1/s1	QJZAWHQVXYMEQR-RRHRGVEJSA-N	757.5621551			MMDBc0033853
BASm0020656	PC(18:1(9Z)/18:0)	PC(18:1(9Z)/18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/18:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of stearic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC	C44H86NO8P	InChI=1S/C44H86NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h20,22,42H,6-19,21,23-41H2,1-5H3/t42-/m1/s1	NMJCSTNQFYPVOR-HUESYALOSA-N	787.6091052			MMDBc0033854
BASm0020657	PC(18:1(9Z)/18:1(11Z))	PC(18:1(9Z)/18:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(18:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC	C44H84NO8P	InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h17,19-20,22,42H,6-16,18,21,23-41H2,1-5H3/b19-17-,22-20-/t42-/m1/s1	GMCZAOACLPIWHN-VZDDXLEPSA-N	785.5934552			MMDBc0033855
BASm0020658	PC(18:1(9Z)/18:3(6Z,9Z,12Z))	PC(18:1(9Z)/18:3(6Z,9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/18:3(6Z,9Z,12Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of g-linolenic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the g-linolenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCCCCC	C44H80NO8P	InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,20-23,27,29,42H,6-14,16,18-19,24-26,28,30-41H2,1-5H3/t42-/m1/s1	KATPUHPZOZWFBR-HUESYALOSA-N	781.5621551			MMDBc0033856
BASm0020659	PC(18:1(9Z)/18:3(9Z,12Z,15Z))	PC(18:1(9Z)/18:3(9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/18:3(9Z,12Z,15Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of a-linolenic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC	C44H80NO8P	InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,15,17,20-23,42H,6-8,10,12-14,16,18-19,24-41H2,1-5H3/t42-/m1/s1	FVQGNFUBHWGFCY-HUESYALOSA-N	781.5621551			MMDBc0033857
BASm0020660	PC(18:1(9Z)/18:4(6Z,9Z,12Z,15Z))	PC(18:1(9Z)/18:4(6Z,9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/18:4(6Z,9Z,12Z,15Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of stearidonic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the stearidonic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCC=CCC	C44H78NO8P	InChI=1S/C44H78NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,15,17,20-23,27,29,42H,6-8,10,12-14,16,18-19,24-26,28,30-41H2,1-5H3/t42-/m1/s1	VTBLOCMXAXXMCO-HUESYALOSA-N	779.546505			MMDBc0033858
BASm0020661	PC(18:1(9Z)/20:2(11Z,14Z))	PC(18:1(9Z)/20:2(11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/20:2(11Z,14Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of eicosadienoic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the eicosadienoic acid moiety is derived from fish oils and liver. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCC=CCCCCC	C46H86NO8P	InChI=1S/C46H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h14,16,20-22,24,44H,6-13,15,17-19,23,25-43H2,1-5H3/t44-/m1/s1	MGYXVNKVMWUCEN-USYZEHPZSA-N	811.6091052			MMDBc0033859
BASm0020662	PC(18:1(9Z)/20:3(5Z,8Z,11Z))	PC(18:1(9Z)/20:3(5Z,8Z,11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/20:3(5Z,8Z,11Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of mead acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the mead acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCCCCCCCC	C46H84NO8P	InChI=1S/C46H84NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h20-22,24-25,27,31,33,44H,6-19,23,26,28-30,32,34-43H2,1-5H3/t44-/m1/s1	APIPSPZJMLSCBO-USYZEHPZSA-N	809.5934552			MMDBc0033860
BASm0020663	PC(18:1(9Z)/20:3(8Z,11Z,14Z))	PC(18:1(9Z)/20:3(8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/20:3(8Z,11Z,14Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of homo-g-linolenic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the homo-g-linolenic acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC=CCC=CCC=CCCCCC	C46H84NO8P	InChI=1S/C46H84NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h14,16,20-22,24-25,27,44H,6-13,15,17-19,23,26,28-43H2,1-5H3/t44-/m1/s1	HLJHXSCXSDXLNW-USYZEHPZSA-N	809.5934552			MMDBc0033861
BASm0020664	PC(18:1(9Z)/20:4(5Z,8Z,11Z,14Z))	PC(18:1(9Z)/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the arachidonic acid moiety is derived from animal fats and eggs. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCC=CCCCCC	C46H82NO8P	InChI=1S/C46H82NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h14,16,20-22,24-25,27,31,33,44H,6-13,15,17-19,23,26,28-30,32,34-43H2,1-5H3/t44-/m1/s1	ZAYXPDDGEIJGGW-USYZEHPZSA-N	807.5778051			MMDBc0033862
BASm0020665	PC(18:1(9Z)/20:4(8Z,11Z,14Z,17Z))	PC(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of eicsoatetraenoic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the eicsoatetraenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC=CCC=CCC=CCC=CCC	C46H82NO8P	InChI=1S/C46H82NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h8,10,14,16,20-22,24-25,27,44H,6-7,9,11-13,15,17-19,23,26,28-43H2,1-5H3/t44-/m1/s1	SWOKEJBWARJLGN-USYZEHPZSA-N	807.5778051			MMDBc0033863
BASm0020666	PC(18:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z))	PC(18:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of eicosapentaenoic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the eicosapentaenoic acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCC=CCC=CCC	C46H80NO8P	InChI=1S/C46H80NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h8,10,14,16,20-22,24-25,27,31,33,44H,6-7,9,11-13,15,17-19,23,26,28-30,32,34-43H2,1-5H3/t44-/m1/s1	PAQLDAUPMINLDS-USYZEHPZSA-N	805.5621551			MMDBc0033864
BASm0020667	PC(18:1(9Z)/22:1(13Z))	PC(18:1(9Z)/22:1(13Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/22:1(13Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of erucic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the erucic acid moiety is derived from seed oils and avocados. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCC=CCCCCCCCC	C48H92NO8P	InChI=1S/C48H92NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h20-22,26,46H,6-19,23-25,27-45H2,1-5H3/t46-/m1/s1	MOAVQOSWWXXGJQ-YACUFSJGSA-N	841.6560554			MMDBc0033865
BASm0020668	PC(18:1(9Z)/22:2(13Z,16Z))	PC(18:1(9Z)/22:2(13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/22:2(13Z,16Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of docosadienoic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the docosadienoic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCC=CCC=CCCCCC	C48H90NO8P	InChI=1S/C48H90NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h14,16,20-22,26,46H,6-13,15,17-19,23-25,27-45H2,1-5H3/t46-/m1/s1	DUAKPLFDAPDPHQ-YACUFSJGSA-N	839.6404054			MMDBc0033866
BASm0020669	PC(18:1(9Z)/22:4(7Z,10Z,13Z,16Z))	PC(18:1(9Z)/22:4(7Z,10Z,13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/22:4(7Z,10Z,13Z,16Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of adrenic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the adrenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCC=CCC=CCC=CCC=CCCCCC	C48H86NO8P	InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h14,16,20-22,24-26,29,31,46H,6-13,15,17-19,23,27-28,30,32-45H2,1-5H3/t46-/m1/s1	RNPXVUWNKQBTRY-YACUFSJGSA-N	835.6091052			MMDBc0033867
BASm0020670	PC(18:1(9Z)/24:0)	PC(18:1(9Z)/24:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/24:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of lignoceric acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the lignoceric acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C50H98NO8P	InChI=1S/C50H98NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-26-27-29-31-33-35-37-39-41-43-50(53)59-48(47-58-60(54,55)57-45-44-51(3,4)5)46-56-49(52)42-40-38-36-34-32-30-28-21-19-17-15-13-11-9-7-2/h21,28,48H,6-20,22-27,29-47H2,1-5H3/t48-/m1/s1	FOWWMXZTRWYEGK-QSCHNALKSA-N	871.7030056			MMDBc0033868
BASm0020671	PC(18:1(9Z)/24:1(15Z))	PC(18:1(9Z)/24:1(15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/24:1(15Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of nervonic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the nervonic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCC=CCCCCCCCC	C50H96NO8P	InChI=1S/C50H96NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-26-27-29-31-33-35-37-39-41-43-50(53)59-48(47-58-60(54,55)57-45-44-51(3,4)5)46-56-49(52)42-40-38-36-34-32-30-28-21-19-17-15-13-11-9-7-2/h20-22,28,48H,6-19,23-27,29-47H2,1-5H3/t48-/m1/s1	VTFFKKZKTDVMKI-QSCHNALKSA-N	869.6873556			MMDBc0033869
BASm0020672	PC(18:1(9Z)/P-16:0)	PC(18:1(9Z)/P-16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/P-16:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of plasmalogen 16:0 at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the plasmalogen 16:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCC=COC(COC(=O)CCCCCCCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C42H82NO7P	InChI=1S/C42H82NO7P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-42(44)48-39-41(40-50-51(45,46)49-38-36-43(3,4)5)47-37-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h20,22,34,37,41H,6-19,21,23-33,35-36,38-40H2,1-5H3	FQVFGIZCMMQDNV-UHFFFAOYSA-N	743.5828905			MMDBc0033870
BASm0020673	PC(18:1(9Z)/P-18:0)	PC(18:1(9Z)/P-18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/P-18:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of plasmalogen 18:0 at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the plasmalogen 18:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCCCC=COC(COC(=O)CCCCCCCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H86NO7P	InChI=1S/C44H86NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-43(42-52-53(47,48)51-40-38-45(3,4)5)41-50-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h21,23,36,39,43H,6-20,22,24-35,37-38,40-42H2,1-5H3	HTJGKEVKFGCWNR-UHFFFAOYSA-N	771.6141906			MMDBc0033871
BASm0020674	PC(18:1(9Z)/P-18:1(11Z))	PC(18:1(9Z)/P-18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/P-18:1(11Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCC=CCCCCCCCC(=O)OCC(COP([O-])(=O)OCC[N+](C)(C)C)OC=CCCCCCCCCC=CCCCCCC	C44H84NO7P	InChI=1S/C44H84NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-43(42-52-53(47,48)51-40-38-45(3,4)5)41-50-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h16,18,21,23,36,39,43H,6-15,17,19-20,22,24-35,37-38,40-42H2,1-5H3	AXIKTMZHHMNCSC-UHFFFAOYSA-N	769.5985406			MMDBc0033872
BASm0020675	PC(18:1(9Z)/P-18:1(9Z))	PC(18:1(9Z)/P-18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:1(9Z)/P-18:1(9Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of plasmalogen 18:1n9 at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCC=CCCCCCCCC(=O)OCC(COP([O-])(=O)OCC[N+](C)(C)C)OC=CCCCCCCC=CCCCCCCCC	C44H84NO7P	InChI=1S/C44H84NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-43(42-52-53(47,48)51-40-38-45(3,4)5)41-50-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h20-23,36,39,43H,6-19,24-35,37-38,40-42H2,1-5H3	BNLANPMAYYCMLY-UHFFFAOYSA-N	769.5985406			MMDBc0033873
BASm0020676	PC(18:2(9Z,12Z)/16:0)	PC(18:2(9Z,12Z)/16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:2(9Z,12Z)/16:0), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of palmitic acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-6-8-10-12-14-16-18-20-21-23-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-25-22-19-17-15-13-11-9-7-2/h14,16,20-21,40H,6-13,15,17-19,22-39H2,1-5H3/t40-/m1/s1	FWMYJLDHIVCJCT-RRHRGVEJSA-N	757.5621551			MMDBc0033874
BASm0020677	PC(18:2(9Z,12Z)/16:1(9Z))	PC(18:2(9Z,12Z)/16:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:2(9Z,12Z)/16:1(9Z)), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCC	C42H78NO8P	InChI=1S/C42H78NO8P/c1-6-8-10-12-14-16-18-20-21-23-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-25-22-19-17-15-13-11-9-7-2/h14,16-17,19-21,40H,6-13,15,18,22-39H2,1-5H3/t40-/m1/s1	PPCVNZFMCABQCL-RRHRGVEJSA-N	755.546505			MMDBc0033875
BASm0020678	PC(18:2(9Z,12Z)/18:0)	PC(18:2(9Z,12Z)/18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:2(9Z,12Z)/18:0), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of stearic acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC	C44H84NO8P	InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14,16,20,22,42H,6-13,15,17-19,21,23-41H2,1-5H3/t42-/m1/s1	DZPKSVTWWIZUMS-HUESYALOSA-N	785.5934552			MMDBc0033876
BASm0020679	PC(18:2(9Z,12Z)/18:1(11Z))	PC(18:2(9Z,12Z)/18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:2(9Z,12Z)/18:1(11Z)), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the vaccenic acid moiety is derived from butter fat and animal fat. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCCCCCC	C44H82NO8P	InChI=1S/C44H82NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14,16-17,19-20,22,42H,6-13,15,18,21,23-41H2,1-5H3/t42-/m1/s1	YPAZQMWFRMHBBM-HUESYALOSA-N	783.5778051			MMDBc0033877
BASm0020680	PC(18:2(9Z,12Z)/18:1(9Z))	PC(18:2(9Z,12Z)/18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:2(9Z,12Z)/18:1(9Z)), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of oleic acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC	C44H82NO8P	InChI=1S/C44H82NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14,16,20-23,42H,6-13,15,17-19,24-41H2,1-5H3/t42-/m1/s1	RTAZWRZKFSTMOY-HUESYALOSA-N	783.5778051			MMDBc0033878
BASm0020681	PC(18:2(9Z,12Z)/18:2(9Z,12Z))	PC(18:2(9Z,12Z)/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:2(9Z,12Z)/18:2(9Z,12Z)), in particular, consists of two chains of linoleic acid at the C-1 and C-2 positions. The linoleic acid moieties are derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCCCCC	C44H80NO8P	InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14-17,20-23,42H,6-13,18-19,24-41H2,1-5H3/t42-/m1/s1	FVXDQWZBHIXIEJ-HUESYALOSA-N	781.5621551			MMDBc0033879
BASm0020682	PC(18:2(9Z,12Z)/20:3(5Z,8Z,11Z))	PC(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of mead acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the mead acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCCCCCCCC	C46H82NO8P	InChI=1S/C46H82NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h15,17,20-22,24-25,27,31,33,44H,6-14,16,18-19,23,26,28-30,32,34-43H2,1-5H3/t44-/m1/s1	DCJXJVWGBOCAHZ-USYZEHPZSA-N	807.5778051			MMDBc0033880
BASm0020683	PC(18:2(9Z,12Z)/18:3(9Z,12Z,15Z))	PC(18:2(9Z,12Z)/18:3(9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:2(9Z,12Z)/18:3(9Z,12Z,15Z)), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of a-linolenic acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC	C44H78NO8P	InChI=1S/C44H78NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,14-17,20-23,42H,6-8,10,12-13,18-19,24-41H2,1-5H3/t42-/m1/s1	HZGAVPNEGHQJID-HUESYALOSA-N	779.546505			MMDBc0033881
BASm0020684	PC(18:2(9Z,12Z)/18:4(6Z,9Z,12Z,15Z))	PC(18:2(9Z,12Z)/18:4(6Z,9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:2(9Z,12Z)/18:4(6Z,9Z,12Z,15Z)), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of stearidonic acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the stearidonic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCC=CCC	C44H76NO8P	InChI=1S/C44H76NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,14-17,20-23,27,29,42H,6-8,10,12-13,18-19,24-26,28,30-41H2,1-5H3/t42-/m1/s1	AHAUBJRIXRHFSJ-HUESYALOSA-N	777.5308549			MMDBc0033882
BASm0020685	PC(18:2(9Z,12Z)/20:1(11Z))	PC(18:2(9Z,12Z)/20:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:2(9Z,12Z)/20:1(11Z)), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of eicosenoic acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the eicosenoic acid moiety is derived from vegetable oils and cod oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCCCCCCCC	C46H86NO8P	InChI=1S/C46H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h15,17,20-22,24,44H,6-14,16,18-19,23,25-43H2,1-5H3/t44-/m1/s1	OJHJKEBRZSDTTL-USYZEHPZSA-N	811.6091052			MMDBc0033883
BASm0020686	PC(18:2(9Z,12Z)/20:2(11Z,14Z))	PC(18:2(9Z,12Z)/20:2(11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:2(9Z,12Z)/20:2(11Z,14Z)), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of eicosadienoic acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the eicosadienoic acid moiety is derived from fish oils and liver. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCC=CCCCCC	C46H84NO8P	InChI=1S/C46H84NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h14-17,20-22,24,44H,6-13,18-19,23,25-43H2,1-5H3/t44-/m1/s1	ORELBRKCYWQHTL-USYZEHPZSA-N	809.5934552			MMDBc0033884
BASm0020687	PC(18:2(9Z,12Z)/20:3(8Z,11Z,14Z))	PC(18:2(9Z,12Z)/20:3(8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:2(9Z,12Z)/20:3(8Z,11Z,14Z)), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of homo-g-linolenic acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the homo-g-linolenic acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC=CCC=CCC=CCCCCC	C46H82NO8P	InChI=1S/C46H82NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h14-17,20-22,24-25,27,44H,6-13,18-19,23,26,28-43H2,1-5H3/t44-/m1/s1	SMIXWIPQRZURJV-USYZEHPZSA-N	807.5778051			MMDBc0033885
BASm0020688	PC(18:2(9Z,12Z)/20:4(5Z,8Z,11Z,14Z))	PC(18:2(9Z,12Z)/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:2(9Z,12Z)/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the arachidonic acid moiety is derived from animal fats and eggs. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCC=CCCCCC	C46H80NO8P	InChI=1S/C46H80NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h14-17,20-22,24-25,27,31,33,44H,6-13,18-19,23,26,28-30,32,34-43H2,1-5H3/t44-/m1/s1	ZZSZQATYGVHNLZ-USYZEHPZSA-N	805.5621551			MMDBc0033886
BASm0020689	PC(18:2(9Z,12Z)/20:4(8Z,11Z,14Z,17Z))	PC(18:2(9Z,12Z)/20:4(8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:2(9Z,12Z)/20:4(8Z,11Z,14Z,17Z)), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of eicsoatetraenoic acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the eicsoatetraenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC=CCC=CCC=CCC=CCC	C46H80NO8P	InChI=1S/C46H80NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h8,10,14-17,20-22,24-25,27,44H,6-7,9,11-13,18-19,23,26,28-43H2,1-5H3/t44-/m1/s1	RUHBZJXWUDKAMZ-USYZEHPZSA-N	805.5621551			MMDBc0033887
BASm0020690	PC(18:2(9Z,12Z)/22:0)	PC(18:2(9Z,12Z)/22:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:2(9Z,12Z)/22:0), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of behenic acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the behenic acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C48H92NO8P	InChI=1S/C48H92NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h15,17,21,26,46H,6-14,16,18-20,22-25,27-45H2,1-5H3/t46-/m1/s1	PEKXFIVBDJUQJI-YACUFSJGSA-N	841.6560554			MMDBc0033888
BASm0020691	PC(18:2(9Z,12Z)/22:1(13Z))	PC(18:2(9Z,12Z)/22:1(13Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:2(9Z,12Z)/22:1(13Z)), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of erucic acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the erucic acid moiety is derived from seed oils and avocados. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCC=CCCCCCCCC	C48H90NO8P	InChI=1S/C48H90NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h15,17,20-22,26,46H,6-14,16,18-19,23-25,27-45H2,1-5H3/t46-/m1/s1	JJWICPUXGFOAPG-YACUFSJGSA-N	839.6404054			MMDBc0033889
BASm0020692	PC(18:2(9Z,12Z)/22:2(13Z,16Z))	PC(18:2(9Z,12Z)/22:2(13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:2(9Z,12Z)/22:2(13Z,16Z)), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of docosadienoic acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the docosadienoic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCC=CCC=CCCCCC	C48H88NO8P	InChI=1S/C48H88NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h14-17,20-22,26,46H,6-13,18-19,23-25,27-45H2,1-5H3/t46-/m1/s1	STQUXYWUPXSBHS-YACUFSJGSA-N	837.6247553			MMDBc0033890
BASm0020693	PC(18:2(9Z,12Z)/24:0)	PC(18:2(9Z,12Z)/24:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:2(9Z,12Z)/24:0), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of lignoceric acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the lignoceric acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C50H96NO8P	InChI=1S/C50H96NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-26-27-29-31-33-35-37-39-41-43-50(53)59-48(47-58-60(54,55)57-45-44-51(3,4)5)46-56-49(52)42-40-38-36-34-32-30-28-21-19-17-15-13-11-9-7-2/h15,17,21,28,48H,6-14,16,18-20,22-27,29-47H2,1-5H3/t48-/m1/s1	INOAKRDQRDGXPN-QSCHNALKSA-N	869.6873556			MMDBc0033891
BASm0020694	PC(18:2(9Z,12Z)/P-16:0)	PC(18:2(9Z,12Z)/P-16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:2(9Z,12Z)/P-16:0), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of plasmalogen 16:0 at the C-2 position. The linoleic acid moiety is derived from seed oils, while the plasmalogen 16:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCC=COC(COC(=O)CCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C42H80NO7P	InChI=1S/C42H80NO7P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-42(44)48-39-41(40-50-51(45,46)49-38-36-43(3,4)5)47-37-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h14,16,20,22,34,37,41H,6-13,15,17-19,21,23-33,35-36,38-40H2,1-5H3	CQSFBGMPNOVJCB-UHFFFAOYSA-N	741.5672404			MMDBc0033892
BASm0020695	PC(18:2(9Z,12Z)/P-18:0)	PC(18:2(9Z,12Z)/P-18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:2(9Z,12Z)/P-18:0), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of plasmalogen 18:0 at the C-2 position. The linoleic acid moiety is derived from seed oils, while the plasmalogen 18:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCCCC=COC(COC(=O)CCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H84NO7P	InChI=1S/C44H84NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-43(42-52-53(47,48)51-40-38-45(3,4)5)41-50-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,36,39,43H,6-14,16,18-20,22,24-35,37-38,40-42H2,1-5H3	PUXCZIPCPIAUQI-UHFFFAOYSA-N	769.5985406			MMDBc0033893
BASm0020696	PC(18:2(9Z,12Z)/P-18:1(11Z))	PC(18:2(9Z,12Z)/P-18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:2(9Z,12Z)/P-18:1(11Z)), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The linoleic acid moiety is derived from seed oils, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCC=CCCCCCCCCC=COC(COC(=O)CCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H82NO7P	InChI=1S/C44H82NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-43(42-52-53(47,48)51-40-38-45(3,4)5)41-50-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15-18,21,23,36,39,43H,6-14,19-20,22,24-35,37-38,40-42H2,1-5H3	ZBSQZEUBNKZCLS-UHFFFAOYSA-N	767.5828905			MMDBc0033894
BASm0020697	PC(18:2(9Z,12Z)/P-18:1(9Z))	PC(18:2(9Z,12Z)/P-18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:2(9Z,12Z)/P-18:1(9Z)), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of plasmalogen 18:1n9 at the C-2 position. The linoleic acid moiety is derived from seed oils, while the plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCC=CCCCCCCC=COC(COC(=O)CCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H82NO7P	InChI=1S/C44H82NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-43(42-52-53(47,48)51-40-38-45(3,4)5)41-50-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,20-23,36,39,43H,6-14,16,18-19,24-35,37-38,40-42H2,1-5H3	FEFYKLQDFZXIQW-UHFFFAOYSA-N	767.5828905			MMDBc0033895
BASm0020698	PC(18:3(6Z,9Z,12Z)/16:0)	PC(18:3(6Z,9Z,12Z)/16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(6Z,9Z,12Z)/16:0), in particular, consists of one chain of g-linolenic acid at the C-1 position and one chain of palmitic acid at the C-2 position. The g-linolenic acid moiety is derived from animal fats, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCC=CCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	C42H78NO8P	InChI=1S/C42H78NO8P/c1-6-8-10-12-14-16-18-20-21-23-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-25-22-19-17-15-13-11-9-7-2/h14,16,20-21,24,26,40H,6-13,15,17-19,22-23,25,27-39H2,1-5H3/t40-/m1/s1	MXPOYZQNXGPEDV-RRHRGVEJSA-N	755.546505			MMDBc0033896
BASm0020699	PC(18:3(6Z,9Z,12Z)/16:1(9Z))	PC(18:3(6Z,9Z,12Z)/16:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(6Z,9Z,12Z)/16:1(9Z)), in particular, consists of one chain of g-linolenic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The g-linolenic acid moiety is derived from animal fats, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCC=CCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCC	C42H76NO8P	InChI=1S/C42H76NO8P/c1-6-8-10-12-14-16-18-20-21-23-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-25-22-19-17-15-13-11-9-7-2/h14,16-17,19-21,24,26,40H,6-13,15,18,22-23,25,27-39H2,1-5H3/t40-/m1/s1	LPHXBROJEZXFQN-RRHRGVEJSA-N	753.5308549			MMDBc0033897
BASm0020700	PC(18:3(6Z,9Z,12Z)/18:0)	PC(18:3(6Z,9Z,12Z)/18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(6Z,9Z,12Z)/18:0), in particular, consists of one chain of g-linolenic acid at the C-1 position and one chain of stearic acid at the C-2 position. The g-linolenic acid moiety is derived from animal fats, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCC=CCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC	C44H82NO8P	InChI=1S/C44H82NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14,16,20,22,26,28,42H,6-13,15,17-19,21,23-25,27,29-41H2,1-5H3/t42-/m1/s1	HOOCTPAZCNJQPX-HUESYALOSA-N	783.5778051			MMDBc0033898
BASm0020701	PC(18:3(6Z,9Z,12Z)/18:1(11Z))	PC(18:3(6Z,9Z,12Z)/18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(6Z,9Z,12Z)/18:1(11Z)), in particular, consists of one chain of g-linolenic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. The g-linolenic acid moiety is derived from animal fats, while the vaccenic acid moiety is derived from butter fat and animal fat. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCC=CCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCCCCCC	C44H80NO8P	InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14,16-17,19-20,22,26,28,42H,6-13,15,18,21,23-25,27,29-41H2,1-5H3/t42-/m1/s1	FSIVQVROUQUYAU-HUESYALOSA-N	781.5621551			MMDBc0033899
BASm0020702	PC(18:3(6Z,9Z,12Z)/18:1(9Z))	PC(18:3(6Z,9Z,12Z)/18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(6Z,9Z,12Z)/18:1(9Z)), in particular, consists of one chain of g-linolenic acid at the C-1 position and one chain of oleic acid at the C-2 position. The g-linolenic acid moiety is derived from animal fats, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCC=CCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC	C44H80NO8P	InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14,16,20-23,26,28,42H,6-13,15,17-19,24-25,27,29-41H2,1-5H3/t42-/m1/s1	NKQPOVROGSWLTO-HUESYALOSA-N	781.5621551			MMDBc0033900
BASm0020703	PC(18:3(6Z,9Z,12Z)/18:2(9Z,12Z))	PC(18:3(6Z,9Z,12Z)/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(6Z,9Z,12Z)/18:2(9Z,12Z)), in particular, consists of one chain of g-linolenic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The g-linolenic acid moiety is derived from animal fats, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCC=CCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCCCCC	C44H78NO8P	InChI=1S/C44H78NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14-17,20-23,26,28,42H,6-13,18-19,24-25,27,29-41H2,1-5H3/t42-/m1/s1	HBJOLTVTFPGCMX-HUESYALOSA-N	779.546505			MMDBc0033901
BASm0020704	PC(18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z))	PC(18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)), in particular, consists of two chains of g-linolenic acid at the C-1 and C-2 positions. The g-linolenic acid moieties are derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCC=CCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCCCCC	C44H76NO8P	InChI=1S/C44H76NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14-17,20-23,26-29,42H,6-13,18-19,24-25,30-41H2,1-5H3/t42-/m1/s1	YNQXQNOLOMVDLG-HUESYALOSA-N	777.5308549			MMDBc0033902
BASm0020705	PC(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z))	PC(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)), in particular, consists of one chain of g-linolenic acid at the C-1 position and one chain of a-linolenic acid at the C-2 position. The g-linolenic acid moiety is derived from animal fats, while the a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCC=CCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC	C44H76NO8P	InChI=1S/C44H76NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,14-17,20-23,26,28,42H,6-8,10,12-13,18-19,24-25,27,29-41H2,1-5H3/t42-/m1/s1	ZTJWDXHNCGVNRM-HUESYALOSA-N	777.5308549			MMDBc0033903
BASm0020706	PC(18:3(6Z,9Z,12Z)/20:0)	PC(18:3(6Z,9Z,12Z)/20:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(6Z,9Z,12Z)/20:0), in particular, consists of one chain of g-linolenic acid at the C-1 position and one chain of arachidic acid at the C-2 position. The g-linolenic acid moiety is derived from animal fats, while the arachidic acid moiety is derived from peanut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCC=CCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCC	C46H86NO8P	InChI=1S/C46H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h15,17,21,24,28,30,44H,6-14,16,18-20,22-23,25-27,29,31-43H2,1-5H3/t44-/m1/s1	ZVIYLLGWTBXCIL-USYZEHPZSA-N	811.6091052			MMDBc0033904
BASm0020707	PC(18:3(6Z,9Z,12Z)/20:1(11Z))	PC(18:3(6Z,9Z,12Z)/20:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(6Z,9Z,12Z)/20:1(11Z)), in particular, consists of one chain of g-linolenic acid at the C-1 position and one chain of eicosenoic acid at the C-2 position. The g-linolenic acid moiety is derived from animal fats, while the eicosenoic acid moiety is derived from vegetable oils and cod oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCC=CCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCCCCCCCC	C46H84NO8P	InChI=1S/C46H84NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h15,17,20-22,24,28,30,44H,6-14,16,18-19,23,25-27,29,31-43H2,1-5H3/t44-/m1/s1	SVOGSAQWUMDSCM-USYZEHPZSA-N	809.5934552			MMDBc0033905
BASm0020708	PC(18:3(6Z,9Z,12Z)/20:2(11Z,14Z))	PC(18:3(6Z,9Z,12Z)/20:2(11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(6Z,9Z,12Z)/20:2(11Z,14Z)), in particular, consists of one chain of g-linolenic acid at the C-1 position and one chain of eicosadienoic acid at the C-2 position. The g-linolenic acid moiety is derived from animal fats, while the eicosadienoic acid moiety is derived from fish oils and liver. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCC=CCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCC=CCCCCC	C46H82NO8P	InChI=1S/C46H82NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h14-17,20-22,24,28,30,44H,6-13,18-19,23,25-27,29,31-43H2,1-5H3/t44-/m1/s1	JEEMMQUVRFTVSG-USYZEHPZSA-N	807.5778051			MMDBc0033906
BASm0020709	PC(18:3(6Z,9Z,12Z)/20:3(5Z,8Z,11Z))	PC(18:3(6Z,9Z,12Z)/20:3(5Z,8Z,11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(6Z,9Z,12Z)/20:3(5Z,8Z,11Z)), in particular, consists of one chain of g-linolenic acid at the C-1 position and one chain of mead acid at the C-2 position. The g-linolenic acid moiety is derived from animal fats, while the mead acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCC=CCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCCCCCCCC	C46H80NO8P	InChI=1S/C46H80NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h15,17,20-22,24-25,27-28,30-31,33,44H,6-14,16,18-19,23,26,29,32,34-43H2,1-5H3/t44-/m1/s1	ZHAKGAMMEBQJPE-USYZEHPZSA-N	805.5621551			MMDBc0033907
BASm0020710	PC(18:3(6Z,9Z,12Z)/20:3(8Z,11Z,14Z))	PC(18:3(6Z,9Z,12Z)/20:3(8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(6Z,9Z,12Z)/20:3(8Z,11Z,14Z)), in particular, consists of one chain of g-linolenic acid at the C-1 position and one chain of homo-g-linolenic acid at the C-2 position. The g-linolenic acid moiety is derived from animal fats, while the homo-g-linolenic acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCC=CCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC=CCC=CCC=CCCCCC	C46H80NO8P	InChI=1S/C46H80NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h14-17,20-22,24-25,27-28,30,44H,6-13,18-19,23,26,29,31-43H2,1-5H3/t44-/m1/s1	AHOMSZWEDIDNLL-USYZEHPZSA-N	805.5621551			MMDBc0033908
BASm0020711	PC(18:3(6Z,9Z,12Z)/22:0)	PC(18:3(6Z,9Z,12Z)/22:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(6Z,9Z,12Z)/22:0), in particular, consists of one chain of g-linolenic acid at the C-1 position and one chain of behenic acid at the C-2 position. The g-linolenic acid moiety is derived from animal fats, while the behenic acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCC=CCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C48H90NO8P	InChI=1S/C48H90NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h15,17,21,26,30,32,46H,6-14,16,18-20,22-25,27-29,31,33-45H2,1-5H3/t46-/m1/s1	URWUZTOLBMHCQL-YACUFSJGSA-N	839.6404054			MMDBc0033909
BASm0020712	PC(18:3(6Z,9Z,12Z)/22:1(13Z))	PC(18:3(6Z,9Z,12Z)/22:1(13Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(6Z,9Z,12Z)/22:1(13Z)), in particular, consists of one chain of g-linolenic acid at the C-1 position and one chain of erucic acid at the C-2 position. The g-linolenic acid moiety is derived from animal fats, while the erucic acid moiety is derived from seed oils and avocados. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCC=CCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCC=CCCCCCCCC	C48H88NO8P	InChI=1S/C48H88NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h15,17,20-22,26,30,32,46H,6-14,16,18-19,23-25,27-29,31,33-45H2,1-5H3/t46-/m1/s1	KRZVEGHGJRMPEH-YACUFSJGSA-N	837.6247553			MMDBc0033910
BASm0020713	PC(18:3(6Z,9Z,12Z)/22:2(13Z,16Z))	PC(18:3(6Z,9Z,12Z)/22:2(13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(6Z,9Z,12Z)/22:2(13Z,16Z)), in particular, consists of one chain of g-linolenic acid at the C-1 position and one chain of docosadienoic acid at the C-2 position. The g-linolenic acid moiety is derived from animal fats, while the docosadienoic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCC=CCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCC=CCC=CCCCCC	C48H86NO8P	InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h14-17,20-22,26,30,32,46H,6-13,18-19,23-25,27-29,31,33-45H2,1-5H3/t46-/m1/s1	FJONAKXDSCCFIL-YACUFSJGSA-N	835.6091052			MMDBc0033911
BASm0020714	PC(18:3(6Z,9Z,12Z)/24:1(15Z))	PC(18:3(6Z,9Z,12Z)/24:1(15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(6Z,9Z,12Z)/24:1(15Z)), in particular, consists of one chain of g-linolenic acid at the C-1 position and one chain of nervonic acid at the C-2 position. The g-linolenic acid moiety is derived from animal fats, while the nervonic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCC=CCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCC=CCCCCCCCC	C50H92NO8P	InChI=1S/C50H92NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-26-27-29-31-33-35-37-39-41-43-50(53)59-48(47-58-60(54,55)57-45-44-51(3,4)5)46-56-49(52)42-40-38-36-34-32-30-28-21-19-17-15-13-11-9-7-2/h15,17,20-22,28,32,34,48H,6-14,16,18-19,23-27,29-31,33,35-47H2,1-5H3/t48-/m1/s1	LQQRQYIGEYFSIG-QSCHNALKSA-N	865.6560554			MMDBc0033912
BASm0020715	PC(18:3(6Z,9Z,12Z)/P-16:0)	PC(18:3(6Z,9Z,12Z)/P-16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(6Z,9Z,12Z)/P-16:0), in particular, consists of one chain of g-linolenic acid at the C-1 position and one chain of plasmalogen 16:0 at the C-2 position. The g-linolenic acid moiety is derived from animal fats, while the plasmalogen 16:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCC=COC(COC(=O)CCCCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C42H78NO7P	InChI=1S/C42H78NO7P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-42(44)48-39-41(40-50-51(45,46)49-38-36-43(3,4)5)47-37-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h14,16,20,22,25,27,34,37,41H,6-13,15,17-19,21,23-24,26,28-33,35-36,38-40H2,1-5H3	XRJDZRCUSSFZDP-UHFFFAOYSA-N	739.5515904			MMDBc0033913
BASm0020716	PC(18:3(6Z,9Z,12Z)/P-18:0)	PC(18:3(6Z,9Z,12Z)/P-18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(6Z,9Z,12Z)/P-18:0), in particular, consists of one chain of g-linolenic acid at the C-1 position and one chain of plasmalogen 18:0 at the C-2 position. The g-linolenic acid moiety is derived from animal fats, while the plasmalogen 18:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCCCC=COC(COC(=O)CCCCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H82NO7P	InChI=1S/C44H82NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-43(42-52-53(47,48)51-40-38-45(3,4)5)41-50-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,27,29,36,39,43H,6-14,16,18-20,22,24-26,28,30-35,37-38,40-42H2,1-5H3	JDCBGIJVCHLVEY-UHFFFAOYSA-N	767.5828905			MMDBc0033914
BASm0020717	PC(18:3(6Z,9Z,12Z)/P-18:1(11Z))	PC(18:3(6Z,9Z,12Z)/P-18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(6Z,9Z,12Z)/P-18:1(11Z)), in particular, consists of one chain of g-linolenic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The g-linolenic acid moiety is derived from animal fats, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCC=CCCCCCCCCC=COC(COC(=O)CCCCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H80NO7P	InChI=1S/C44H80NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-43(42-52-53(47,48)51-40-38-45(3,4)5)41-50-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15-18,21,23,27,29,36,39,43H,6-14,19-20,22,24-26,28,30-35,37-38,40-42H2,1-5H3	FSIYZOTWZBSNRL-UHFFFAOYSA-N	765.5672404			MMDBc0033915
BASm0020718	PC(18:3(6Z,9Z,12Z)/P-18:1(9Z))	PC(18:3(6Z,9Z,12Z)/P-18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(6Z,9Z,12Z)/P-18:1(9Z)), in particular, consists of one chain of g-linolenic acid at the C-1 position and one chain of plasmalogen 18:1n9 at the C-2 position. The g-linolenic acid moiety is derived from animal fats, while the plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCC=CCCCCCCC=COC(COC(=O)CCCCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H80NO7P	InChI=1S/C44H80NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-43(42-52-53(47,48)51-40-38-45(3,4)5)41-50-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,20-23,27,29,36,39,43H,6-14,16,18-19,24-26,28,30-35,37-38,40-42H2,1-5H3	KNUHCOXKVDQBIW-UHFFFAOYSA-N	765.5672404			MMDBc0033916
BASm0020719	PC(18:3(9Z,12Z,15Z)/16:0)	PC(18:3(9Z,12Z,15Z)/16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(9Z,12Z,15Z)/16:0), in particular, consists of one chain of a-linolenic acid at the C-1 position and one chain of palmitic acid at the C-2 position. The a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCC=CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	C42H78NO8P	InChI=1S/C42H78NO8P/c1-6-8-10-12-14-16-18-20-21-23-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-25-22-19-17-15-13-11-9-7-2/h8,10,14,16,20-21,40H,6-7,9,11-13,15,17-19,22-39H2,1-5H3/t40-/m1/s1	RAPKGPDUGWBPHR-RRHRGVEJSA-N	755.546505			MMDBc0033917
BASm0020720	PC(18:3(9Z,12Z,15Z)/16:1(9Z))	PC(18:3(9Z,12Z,15Z)/16:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(9Z,12Z,15Z)/16:1(9Z)), in particular, consists of one chain of a-linolenic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCC=CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCC	C42H76NO8P	InChI=1S/C42H76NO8P/c1-6-8-10-12-14-16-18-20-21-23-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-25-22-19-17-15-13-11-9-7-2/h8,10,14,16-17,19-21,40H,6-7,9,11-13,15,18,22-39H2,1-5H3/t40-/m1/s1	QWIZBBFFDQPBKI-RRHRGVEJSA-N	753.5308549			MMDBc0033918
BASm0020721	PC(18:3(9Z,12Z,15Z)/18:0)	PC(18:3(9Z,12Z,15Z)/18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(9Z,12Z,15Z)/18:0), in particular, consists of one chain of a-linolenic acid at the C-1 position and one chain of stearic acid at the C-2 position. The a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCC=CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC	C44H82NO8P	InChI=1S/C44H82NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h8,10,14,16,20,22,42H,6-7,9,11-13,15,17-19,21,23-41H2,1-5H3/t42-/m1/s1	QAVRIJZWHPNXBW-HUESYALOSA-N	783.5778051			MMDBc0033919
BASm0020722	PC(18:3(9Z,12Z,15Z)/18:1(11Z))	PC(18:3(9Z,12Z,15Z)/18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(9Z,12Z,15Z)/18:1(11Z)), in particular, consists of one chain of a-linolenic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. The a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil, while the vaccenic acid moiety is derived from butter fat and animal fat. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCC=CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCCCCCC	C44H80NO8P	InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h8,10,14,16-17,19-20,22,42H,6-7,9,11-13,15,18,21,23-41H2,1-5H3/t42-/m1/s1	AHEPKIJTHGCAOA-HUESYALOSA-N	781.5621551			MMDBc0033920
BASm0020723	PC(18:3(9Z,12Z,15Z)/18:1(9Z))	PC(18:3(9Z,12Z,15Z)/18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(9Z,12Z,15Z)/18:1(9Z)), in particular, consists of one chain of a-linolenic acid at the C-1 position and one chain of oleic acid at the C-2 position. The a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCC=CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC	C44H80NO8P	InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h8,10,14,16,20-23,42H,6-7,9,11-13,15,17-19,24-41H2,1-5H3/t42-/m1/s1	LPDGUCIMNBNWEJ-HUESYALOSA-N	781.5621551			MMDBc0033921
BASm0020724	PC(18:3(9Z,12Z,15Z)/18:2(9Z,12Z))	PC(18:3(9Z,12Z,15Z)/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(9Z,12Z,15Z)/18:2(9Z,12Z)), in particular, consists of one chain of a-linolenic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCC=CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCCCCC	C44H78NO8P	InChI=1S/C44H78NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h8,10,14-17,20-23,42H,6-7,9,11-13,18-19,24-41H2,1-5H3/t42-/m1/s1	QFDYIDGUKXRPKH-HUESYALOSA-N	779.546505			MMDBc0033922
BASm0020725	PC(18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z))	PC(18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)), in particular, consists of one chain of a-linolenic acid at the C-1 position and one chain of g-linolenic acid at the C-2 position. The a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil, while the g-linolenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCC=CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCCCCC	C44H76NO8P	InChI=1S/C44H76NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h8,10,14-17,20-23,27,29,42H,6-7,9,11-13,18-19,24-26,28,30-41H2,1-5H3/t42-/m1/s1	SPWBDEZMKCRQSX-HUESYALOSA-N	777.5308549			MMDBc0033923
BASm0020726	PC(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z))	PC(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)), in particular, consists of two chains of a-linolenic acid at the C-1 and C-2 positions. The a-linolenic acid moieties are derived from seed oils, especially canola and soybean oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCC=CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC	C44H76NO8P	InChI=1S/C44H76NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h8-11,14-17,20-23,42H,6-7,12-13,18-19,24-41H2,1-5H3/t42-/m1/s1	XXKFQTJOJZELMD-HUESYALOSA-N	777.5308549			MMDBc0033924
BASm0020727	PC(18:3(9Z,12Z,15Z)/20:0)	PC(18:3(9Z,12Z,15Z)/20:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(9Z,12Z,15Z)/20:0), in particular, consists of one chain of a-linolenic acid at the C-1 position and one chain of arachidic acid at the C-2 position. The a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil, while the arachidic acid moiety is derived from peanut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCC=CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCC	C46H86NO8P	InChI=1S/C46H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h9,11,15,17,21,24,44H,6-8,10,12-14,16,18-20,22-23,25-43H2,1-5H3/t44-/m1/s1	CFHMUBPSPSTZCR-USYZEHPZSA-N	811.6091052			MMDBc0033925
BASm0020728	PC(18:3(9Z,12Z,15Z)/20:1(11Z))	PC(18:3(9Z,12Z,15Z)/20:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(9Z,12Z,15Z)/20:1(11Z)), in particular, consists of one chain of a-linolenic acid at the C-1 position and one chain of eicosenoic acid at the C-2 position. The a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil, while the eicosenoic acid moiety is derived from vegetable oils and cod oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCC=CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCCCCCCCC	C46H84NO8P	InChI=1S/C46H84NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h9,11,15,17,20-22,24,44H,6-8,10,12-14,16,18-19,23,25-43H2,1-5H3/t44-/m1/s1	WAZYDHAWJWFGBD-USYZEHPZSA-N	809.5934552			MMDBc0033926
BASm0020729	PC(18:3(9Z,12Z,15Z)/20:2(11Z,14Z))	PC(18:3(9Z,12Z,15Z)/20:2(11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(9Z,12Z,15Z)/20:2(11Z,14Z)), in particular, consists of one chain of a-linolenic acid at the C-1 position and one chain of eicosadienoic acid at the C-2 position. The a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil, while the eicosadienoic acid moiety is derived from fish oils and liver. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCC=CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCC=CCCCCC	C46H82NO8P	InChI=1S/C46H82NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h9,11,14-17,20-22,24,44H,6-8,10,12-13,18-19,23,25-43H2,1-5H3/t44-/m1/s1	WQYONUAQJUQROT-USYZEHPZSA-N	807.5778051			MMDBc0033927
BASm0020730	PC(18:3(9Z,12Z,15Z)/20:3(5Z,8Z,11Z))	PC(18:3(9Z,12Z,15Z)/20:3(5Z,8Z,11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(9Z,12Z,15Z)/20:3(5Z,8Z,11Z)), in particular, consists of one chain of a-linolenic acid at the C-1 position and one chain of mead acid at the C-2 position. The a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil, while the mead acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCC=CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCCCCCCCC	C46H80NO8P	InChI=1S/C46H80NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h9,11,15,17,20-22,24-25,27,31,33,44H,6-8,10,12-14,16,18-19,23,26,28-30,32,34-43H2,1-5H3/t44-/m1/s1	STOQKWQLRLMJRQ-USYZEHPZSA-N	805.5621551			MMDBc0033928
BASm0020731	PC(18:3(9Z,12Z,15Z)/20:3(8Z,11Z,14Z))	PC(18:3(9Z,12Z,15Z)/20:3(8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(9Z,12Z,15Z)/20:3(8Z,11Z,14Z)), in particular, consists of one chain of a-linolenic acid at the C-1 position and one chain of homo-g-linolenic acid at the C-2 position. The a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil, while the homo-g-linolenic acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCC=CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC=CCC=CCC=CCCCCC	C46H80NO8P	InChI=1S/C46H80NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h9,11,14-17,20-22,24-25,27,44H,6-8,10,12-13,18-19,23,26,28-43H2,1-5H3/t44-/m1/s1	WZLXKZRHVGVNTE-USYZEHPZSA-N	805.5621551			MMDBc0033929
BASm0020732	PC(18:3(9Z,12Z,15Z)/22:0)	PC(18:3(9Z,12Z,15Z)/22:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(9Z,12Z,15Z)/22:0), in particular, consists of one chain of a-linolenic acid at the C-1 position and one chain of behenic acid at the C-2 position. The a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil, while the behenic acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCC=CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C48H90NO8P	InChI=1S/C48H90NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h9,11,15,17,21,26,46H,6-8,10,12-14,16,18-20,22-25,27-45H2,1-5H3/t46-/m1/s1	GOHLCSOGBDQPMM-YACUFSJGSA-N	839.6404054			MMDBc0033930
BASm0020733	PC(18:3(9Z,12Z,15Z)/22:1(13Z))	PC(18:3(9Z,12Z,15Z)/22:1(13Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(9Z,12Z,15Z)/22:1(13Z)), in particular, consists of one chain of a-linolenic acid at the C-1 position and one chain of erucic acid at the C-2 position. The a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil, while the erucic acid moiety is derived from seed oils and avocados. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCC=CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCC=CCCCCCCCC	C48H88NO8P	InChI=1S/C48H88NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h9,11,15,17,20-22,26,46H,6-8,10,12-14,16,18-19,23-25,27-45H2,1-5H3/t46-/m1/s1	ZIQIWGNSQBOJMS-YACUFSJGSA-N	837.6247553			MMDBc0033931
BASm0020734	PC(18:3(9Z,12Z,15Z)/22:2(13Z,16Z))	PC(18:3(9Z,12Z,15Z)/22:2(13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(9Z,12Z,15Z)/22:2(13Z,16Z)), in particular, consists of one chain of a-linolenic acid at the C-1 position and one chain of docosadienoic acid at the C-2 position. The a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil, while the docosadienoic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCC=CCC=CCC=CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCC=CCC=CCCCCC	C48H86NO8P	InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h9,11,14-17,20-22,26,46H,6-8,10,12-13,18-19,23-25,27-45H2,1-5H3/t46-/m1/s1	YMTXWKKZUPUPPG-YACUFSJGSA-N	835.6091052			MMDBc0033932
BASm0020735	PC(18:3(9Z,12Z,15Z)/24:1(15Z))	PC(18:3(9Z,12Z,15Z)/24:1(15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(9Z,12Z,15Z)/24:1(15Z)), in particular, consists of one chain of a-linolenic acid at the C-1 position and one chain of nervonic acid at the C-2 position. The a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil, while the nervonic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C50H92NO8P	InChI=1S/C50H92NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-26-27-29-31-33-35-37-39-41-43-50(53)59-48(47-58-60(54,55)57-45-44-51(3,4)5)46-56-49(52)42-40-38-36-34-32-30-28-21-19-17-15-13-11-9-7-2/h9,11,15,17,20-22,28,48H,6-8,10,12-14,16,18-19,23-27,29-47H2,1-5H3/t48-/m1/s1	TWBJVLQZDLTKLG-QSCHNALKSA-N	865.6560554			MMDBc0033933
BASm0020736	PC(18:3(9Z,12Z,15Z)/P-16:0)	PC(18:3(9Z,12Z,15Z)/P-16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(9Z,12Z,15Z)/P-16:0), in particular, consists of one chain of a-linolenic acid at the C-1 position and one chain of plasmalogen 16:0 at the C-2 position. The a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil, while the plasmalogen 16:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCC=COC(COC(=O)CCCCCCCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C42H78NO7P	InChI=1S/C42H78NO7P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-42(44)48-39-41(40-50-51(45,46)49-38-36-43(3,4)5)47-37-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h8,10,14,16,20,22,34,37,41H,6-7,9,11-13,15,17-19,21,23-33,35-36,38-40H2,1-5H3	YPDGITFWYDXHDP-UHFFFAOYSA-N	739.5515904			MMDBc0033934
BASm0020737	PC(18:3(9Z,12Z,15Z)/P-18:0)	PC(18:3(9Z,12Z,15Z)/P-18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(9Z,12Z,15Z)/P-18:0), in particular, consists of one chain of a-linolenic acid at the C-1 position and one chain of plasmalogen 18:0 at the C-2 position. The a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil, while the plasmalogen 18:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCCCC=COC(COC(=O)CCCCCCCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H82NO7P	InChI=1S/C44H82NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-43(42-52-53(47,48)51-40-38-45(3,4)5)41-50-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,15,17,21,23,36,39,43H,6-8,10,12-14,16,18-20,22,24-35,37-38,40-42H2,1-5H3	SVYSTFPSOJUEFY-UHFFFAOYSA-N	767.5828905			MMDBc0033935
BASm0020738	PC(18:3(9Z,12Z,15Z)/P-18:1(11Z))	PC(18:3(9Z,12Z,15Z)/P-18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(9Z,12Z,15Z)/P-18:1(11Z)), in particular, consists of one chain of a-linolenic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCC=CCCCCCCCCC=COC(COC(=O)CCCCCCCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H80NO7P	InChI=1S/C44H80NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-43(42-52-53(47,48)51-40-38-45(3,4)5)41-50-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,15-18,21,23,36,39,43H,6-8,10,12-14,19-20,22,24-35,37-38,40-42H2,1-5H3	FLBWPWFVTIYWQD-UHFFFAOYSA-N	765.5672404			MMDBc0033936
BASm0020739	PC(18:3(9Z,12Z,15Z)/P-18:1(9Z))	PC(18:3(9Z,12Z,15Z)/P-18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:3(9Z,12Z,15Z)/P-18:1(9Z)), in particular, consists of one chain of a-linolenic acid at the C-1 position and one chain of plasmalogen 18:1n9 at the C-2 position. The a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil, while the plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCC=CCCCCCCC=COC(COC(=O)CCCCCCCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H80NO7P	InChI=1S/C44H80NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-43(42-52-53(47,48)51-40-38-45(3,4)5)41-50-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,15,17,20-23,36,39,43H,6-8,10,12-14,16,18-19,24-35,37-38,40-42H2,1-5H3	VKZKYJFORUZUEF-UHFFFAOYSA-N	765.5672404			MMDBc0033937
BASm0020740	PC(18:4(6Z,9Z,12Z,15Z)/16:0)	PC(18:4(6Z,9Z,12Z,15Z)/16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:4(6Z,9Z,12Z,15Z)/16:0), in particular, consists of one chain of stearidonic acid at the C-1 position and one chain of palmitic acid at the C-2 position. The stearidonic acid moiety is derived from seed oils, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C42H76NO8P	InChI=1S/C42H76NO8P/c1-6-8-10-12-14-16-18-20-21-23-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-25-22-19-17-15-13-11-9-7-2/h8,10,14,16,20-21,24,26,40H,6-7,9,11-13,15,17-19,22-23,25,27-39H2,1-5H3/t40-/m1/s1	YWDDIWXKFJEMKF-RRHRGVEJSA-N	753.5308549			MMDBc0033938
BASm0020741	PC(18:4(6Z,9Z,12Z,15Z)/18:0)	PC(18:4(6Z,9Z,12Z,15Z)/18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:4(6Z,9Z,12Z,15Z)/18:0), in particular, consists of one chain of stearidonic acid at the C-1 position and one chain of stearic acid at the C-2 position. The stearidonic acid moiety is derived from seed oils, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H80NO8P	InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h8,10,14,16,20,22,26,28,42H,6-7,9,11-13,15,17-19,21,23-25,27,29-41H2,1-5H3/t42-/m1/s1	MGPSPRHJNJDBJK-HUESYALOSA-N	781.5621551			MMDBc0033939
BASm0020742	PC(18:4(6Z,9Z,12Z,15Z)/18:1(11Z))	PC(18:4(6Z,9Z,12Z,15Z)/18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:4(6Z,9Z,12Z,15Z)/18:1(11Z)), in particular, consists of one chain of stearidonic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. The stearidonic acid moiety is derived from seed oils, while the vaccenic acid moiety is derived from butter fat and animal fat. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCC=CCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H78NO8P	InChI=1S/C44H78NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h8,10,14,16-17,19-20,22,26,28,42H,6-7,9,11-13,15,18,21,23-25,27,29-41H2,1-5H3/t42-/m1/s1	QOXYZMOODLXNGF-HUESYALOSA-N	779.546505			MMDBc0033940
BASm0020743	PC(18:4(6Z,9Z,12Z,15Z)/18:1(9Z))	PC(18:4(6Z,9Z,12Z,15Z)/18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:4(6Z,9Z,12Z,15Z)/18:1(9Z)), in particular, consists of one chain of stearidonic acid at the C-1 position and one chain of oleic acid at the C-2 position. The stearidonic acid moiety is derived from seed oils, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCC=CCC=CCC=CCC=CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC	C44H78NO8P	InChI=1S/C44H78NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h8,10,14,16,20-23,26,28,42H,6-7,9,11-13,15,17-19,24-25,27,29-41H2,1-5H3/t42-/m1/s1	SQOJMBITSSDGAU-HUESYALOSA-N	779.546505			MMDBc0033941
BASm0020744	PC(18:4(6Z,9Z,12Z,15Z)/18:2(9Z,12Z))	PC(18:4(6Z,9Z,12Z,15Z)/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:4(6Z,9Z,12Z,15Z)/18:2(9Z,12Z)), in particular, consists of one chain of stearidonic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The stearidonic acid moiety is derived from seed oils, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCC=CCC=CCC=CCC=CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCCCCC	C44H76NO8P	InChI=1S/C44H76NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h8,10,14-17,20-23,26,28,42H,6-7,9,11-13,18-19,24-25,27,29-41H2,1-5H3/t42-/m1/s1	PJFKKIKARAUHQB-HUESYALOSA-N	777.5308549			MMDBc0033942
BASm0020745	PC(18:4(6Z,9Z,12Z,15Z)/20:0)	PC(18:4(6Z,9Z,12Z,15Z)/20:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:4(6Z,9Z,12Z,15Z)/20:0), in particular, consists of one chain of stearidonic acid at the C-1 position and one chain of arachidic acid at the C-2 position. The stearidonic acid moiety is derived from seed oils, while the arachidic acid moiety is derived from peanut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H84NO8P	InChI=1S/C46H84NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h9,11,15,17,21,24,28,30,44H,6-8,10,12-14,16,18-20,22-23,25-27,29,31-43H2,1-5H3/t44-/m1/s1	HGTVFXGQQZVIJK-USYZEHPZSA-N	809.5934552			MMDBc0033943
BASm0020746	PC(18:4(6Z,9Z,12Z,15Z)/20:1(11Z))	PC(18:4(6Z,9Z,12Z,15Z)/20:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:4(6Z,9Z,12Z,15Z)/20:1(11Z)), in particular, consists of one chain of stearidonic acid at the C-1 position and one chain of eicosenoic acid at the C-2 position. The stearidonic acid moiety is derived from seed oils, while the eicosenoic acid moiety is derived from vegetable oils and cod oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H82NO8P	InChI=1S/C46H82NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h9,11,15,17,20-22,24,28,30,44H,6-8,10,12-14,16,18-19,23,25-27,29,31-43H2,1-5H3/t44-/m1/s1	WJGXHQGSFRJRJR-USYZEHPZSA-N	807.5778051			MMDBc0033944
BASm0020747	PC(18:4(6Z,9Z,12Z,15Z)/20:2(11Z,14Z))	PC(18:4(6Z,9Z,12Z,15Z)/20:2(11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:4(6Z,9Z,12Z,15Z)/20:2(11Z,14Z)), in particular, consists of one chain of stearidonic acid at the C-1 position and one chain of eicosadienoic acid at the C-2 position. The stearidonic acid moiety is derived from seed oils, while the eicosadienoic acid moiety is derived from fish oils and liver. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCC=CCC=CCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H80NO8P	InChI=1S/C46H80NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h9,11,14-17,20-22,24,28,30,44H,6-8,10,12-13,18-19,23,25-27,29,31-43H2,1-5H3/t44-/m1/s1	RJBUKRKXNJFIDS-USYZEHPZSA-N	805.5621551			MMDBc0033945
BASm0020748	PC(18:4(6Z,9Z,12Z,15Z)/22:0)	PC(18:4(6Z,9Z,12Z,15Z)/22:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:4(6Z,9Z,12Z,15Z)/22:0), in particular, consists of one chain of stearidonic acid at the C-1 position and one chain of behenic acid at the C-2 position. The stearidonic acid moiety is derived from seed oils, while the behenic acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H88NO8P	InChI=1S/C48H88NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h9,11,15,17,21,26,30,32,46H,6-8,10,12-14,16,18-20,22-25,27-29,31,33-45H2,1-5H3/t46-/m1/s1	KISSKTFZLUEROR-YACUFSJGSA-N	837.6247553			MMDBc0033946
BASm0020749	PC(18:4(6Z,9Z,12Z,15Z)/22:1(13Z))	PC(18:4(6Z,9Z,12Z,15Z)/22:1(13Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:4(6Z,9Z,12Z,15Z)/22:1(13Z)), in particular, consists of one chain of stearidonic acid at the C-1 position and one chain of erucic acid at the C-2 position. The stearidonic acid moiety is derived from seed oils, while the erucic acid moiety is derived from seed oils and avocados. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H86NO8P	InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h9,11,15,17,20-22,26,30,32,46H,6-8,10,12-14,16,18-19,23-25,27-29,31,33-45H2,1-5H3/t46-/m1/s1	DJYBHEQPGXRDCL-YACUFSJGSA-N	835.6091052			MMDBc0033947
BASm0020750	PC(18:4(6Z,9Z,12Z,15Z)/24:0)	PC(18:4(6Z,9Z,12Z,15Z)/24:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:4(6Z,9Z,12Z,15Z)/24:0), in particular, consists of one chain of stearidonic acid at the C-1 position and one chain of lignoceric acid at the C-2 position. The stearidonic acid moiety is derived from seed oils, while the lignoceric acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C50H92NO8P	InChI=1S/C50H92NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-26-27-29-31-33-35-37-39-41-43-50(53)59-48(47-58-60(54,55)57-45-44-51(3,4)5)46-56-49(52)42-40-38-36-34-32-30-28-21-19-17-15-13-11-9-7-2/h9,11,15,17,21,28,32,34,48H,6-8,10,12-14,16,18-20,22-27,29-31,33,35-47H2,1-5H3/t48-/m1/s1	BOJNWKCDIBUHSO-QSCHNALKSA-N	865.6560554			MMDBc0033948
BASm0020751	PC(18:4(6Z,9Z,12Z,15Z)/P-16:0)	PC(18:4(6Z,9Z,12Z,15Z)/P-16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:4(6Z,9Z,12Z,15Z)/P-16:0), in particular, consists of one chain of stearidonic acid at the C-1 position and one chain of plasmalogen 16:0 at the C-2 position. The stearidonic acid moiety is derived from seed oils, while the plasmalogen 16:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCC=COC(COC(=O)CCCCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C42H76NO7P	InChI=1S/C42H76NO7P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-42(44)48-39-41(40-50-51(45,46)49-38-36-43(3,4)5)47-37-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h8,10,14,16,20,22,25,27,34,37,41H,6-7,9,11-13,15,17-19,21,23-24,26,28-33,35-36,38-40H2,1-5H3	CLSCXJAQDUXCBA-UHFFFAOYSA-N	737.5359403			MMDBc0033949
BASm0020752	PC(18:4(6Z,9Z,12Z,15Z)/dm18:0)	PC(18:4(6Z,9Z,12Z,15Z)/dm18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:4(6Z,9Z,12Z,15Z)/dm18:0), in particular, consists of one chain of stearidonic acid at the C-1 position and one chain of plasmalogen 18:0 at the C-2 position. The stearidonic acid moiety is derived from seed oils, while the plasmalogen 18:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.↵↵Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives.		Solid	CCCCCCCCCCCCCCCCC=COC(COC(=O)CCCCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H80NO7P	InChI=1S/C44H80NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-43(42-52-53(47,48)51-40-38-45(3,4)5)41-50-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,15,17,21,23,27,29,36,39,43H,6-8,10,12-14,16,18-20,22,24-26,28,30-35,37-38,40-42H2,1-5H3	FHDLSCQITSAFFT-UHFFFAOYSA-N	765.5672404			MMDBc0033950
BASm0020753	PC(18:4(6Z,9Z,12Z,15Z)/P-18:1(11Z))	PC(18:4(6Z,9Z,12Z,15Z)/P-18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:4(6Z,9Z,12Z,15Z)/P-18:1(11Z)), in particular, consists of one chain of stearidonic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The stearidonic acid moiety is derived from seed oils, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCC=CCCCCCCCCC=COC(COC(=O)CCCCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H78NO7P	InChI=1S/C44H78NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-43(42-52-53(47,48)51-40-38-45(3,4)5)41-50-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,15-18,21,23,27,29,36,39,43H,6-8,10,12-14,19-20,22,24-26,28,30-35,37-38,40-42H2,1-5H3	JCIBOIAZHLGPOT-UHFFFAOYSA-N	763.5515904			MMDBc0033951
BASm0020754	PC(18:4(6Z,9Z,12Z,15Z)/P-18:1(9Z))	PC(18:4(6Z,9Z,12Z,15Z)/P-18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(18:4(6Z,9Z,12Z,15Z)/P-18:1(9Z)), in particular, consists of one chain of stearidonic acid at the C-1 position and one chain of plasmalogen 18:1n9 at the C-2 position. The stearidonic acid moiety is derived from seed oils, while the plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCC=CCCCCCCC=COC(COC(=O)CCCCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H78NO7P	InChI=1S/C44H78NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-43(42-52-53(47,48)51-40-38-45(3,4)5)41-50-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,15,17,20-23,27,29,36,39,43H,6-8,10,12-14,16,18-19,24-26,28,30-35,37-38,40-42H2,1-5H3	KRKGEBPORBUETM-UHFFFAOYSA-N	763.5515904			MMDBc0033952
BASm0020755	PC(20:0/14:1(9Z))	PC(20:0/14:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:0/14:1(9Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the myristoleic acid moiety is derived from milk fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-24-17-15-13-11-9-7-2/h13,15,40H,6-12,14,16-39H2,1-5H3/t40-/m1/s1	HUTFJQFEXOTHFG-RRHRGVEJSA-N	759.5778051			MMDBc0033953
BASm0020756	PC(20:0/16:1(9Z))	PC(20:0/16:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:0/16:1(9Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCC	C44H86NO8P	InChI=1S/C44H86NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-24-19-17-15-13-11-9-7-2/h17,19,42H,6-16,18,20-41H2,1-5H3/t42-/m1/s1	VIOCEOKULYHXNJ-HUESYALOSA-N	787.6091052			MMDBc0033954
BASm0020757	PC(20:0/18:3(6Z,9Z,12Z))	PC(20:0/18:3(6Z,9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:0/18:3(6Z,9Z,12Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of g-linolenic acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the g-linolenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCCCCC	C46H86NO8P	InChI=1S/C46H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h15,17,21,24,29,31,44H,6-14,16,18-20,22-23,25-28,30,32-43H2,1-5H3/t44-/m1/s1	DLZPSAPMHALIOA-USYZEHPZSA-N	811.6091052			MMDBc0033955
BASm0020758	PC(20:0/18:3(9Z,12Z,15Z))	PC(20:0/18:3(9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:0/18:3(9Z,12Z,15Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of a-linolenic acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC	C46H86NO8P	InChI=1S/C46H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h9,11,15,17,21,24,44H,6-8,10,12-14,16,18-20,22-23,25-43H2,1-5H3/t44-/m1/s1	ZDCCXTFOQDDLSE-USYZEHPZSA-N	811.6091052			MMDBc0033956
BASm0020759	PC(20:0/18:4(6Z,9Z,12Z,15Z))	PC(20:0/18:4(6Z,9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:0/18:4(6Z,9Z,12Z,15Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of stearidonic acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the stearidonic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCC=CCC	C46H84NO8P	InChI=1S/C46H84NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h9,11,15,17,21,24,29,31,44H,6-8,10,12-14,16,18-20,22-23,25-28,30,32-43H2,1-5H3/t44-/m1/s1	UELRKDJVEHFVAI-USYZEHPZSA-N	809.5934552			MMDBc0033957
BASm0020760	PC(20:0/20:2(11Z,14Z))	PC(20:0/20:2(11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:0/20:2(11Z,14Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of eicosadienoic acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the eicosadienoic acid moiety is derived from fish oils and liver. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCC=CCCCCC	C48H92NO8P	InChI=1S/C48H92NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,46H,6-14,16,18-20,22,24-45H2,1-5H3/t46-/m1/s1	DGKXFLANAYRYMU-YACUFSJGSA-N	841.6560554			MMDBc0033958
BASm0020761	PC(20:0/20:3(5Z,8Z,11Z))	PC(20:0/20:3(5Z,8Z,11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:0/20:3(5Z,8Z,11Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of mead acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the mead acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCCCCCCCC	C48H90NO8P	InChI=1S/C48H90NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h21,23,27,29,33,35,46H,6-20,22,24-26,28,30-32,34,36-45H2,1-5H3/t46-/m1/s1	DRLPGXPQVTVTPF-YACUFSJGSA-N	839.6404054			MMDBc0033959
BASm0020762	PC(20:0/20:3(8Z,11Z,14Z))	PC(20:0/20:3(8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:0/20:3(8Z,11Z,14Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of homo-g-linolenic acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the homo-g-linolenic acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC=CCC=CCC=CCCCCC	C48H90NO8P	InChI=1S/C48H90NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,27,29,46H,6-14,16,18-20,22,24-26,28,30-45H2,1-5H3/t46-/m1/s1	BRHVVSCMXSBYAI-YACUFSJGSA-N	839.6404054			MMDBc0033960
BASm0020763	PC(20:0/20:4(5Z,8Z,11Z,14Z))	PC(20:0/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the arachidonic acid moiety is derived from animal fats and eggs. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCC=CCCCCC	C48H88NO8P	InChI=1S/C48H88NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,27,29,33,35,46H,6-14,16,18-20,22,24-26,28,30-32,34,36-45H2,1-5H3/t46-/m1/s1	UAVRPIXHIHJERN-YACUFSJGSA-N	837.6247553			MMDBc0033961
BASm0020764	PC(20:0/20:4(8Z,11Z,14Z,17Z))	PC(20:0/20:4(8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:0/20:4(8Z,11Z,14Z,17Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of eicsoatetraenoic acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the eicsoatetraenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC=CCC=CCC=CCC=CCC	C48H88NO8P	InChI=1S/C48H88NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,15,17,21,23,27,29,46H,6-8,10,12-14,16,18-20,22,24-26,28,30-45H2,1-5H3/t46-/m1/s1	DDIJTWRVGORCFN-YACUFSJGSA-N	837.6247553			MMDBc0033962
BASm0020765	PC(20:0/20:5(5Z,8Z,11Z,14Z,17Z))	PC(20:0/20:5(5Z,8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:0/20:5(5Z,8Z,11Z,14Z,17Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of eicosapentaenoic acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the eicosapentaenoic acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCC=CCC=CCC	C48H86NO8P	InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,15,17,21,23,27,29,33,35,46H,6-8,10,12-14,16,18-20,22,24-26,28,30-32,34,36-45H2,1-5H3/t46-/m1/s1	GQQALHZKRGXRTO-YACUFSJGSA-N	835.6091052			MMDBc0033963
BASm0020766	PC(20:0/22:1(13Z))	PC(20:0/22:1(13Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:0/22:1(13Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of erucic acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the erucic acid moiety is derived from seed oils and avocados. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCC=CCCCCCCCC	C50H98NO8P	InChI=1S/C50H98NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-41-43-50(53)59-48(47-58-60(54,55)57-45-44-51(3,4)5)46-56-49(52)42-40-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h20,22,48H,6-19,21,23-47H2,1-5H3/t48-/m1/s1	QXFAPNLFOQKMLO-QSCHNALKSA-N	871.7030056			MMDBc0033964
BASm0020767	PC(20:0/22:2(13Z,16Z))	PC(20:0/22:2(13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:0/22:2(13Z,16Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of docosadienoic acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the docosadienoic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCC=CCC=CCCCCC	C50H96NO8P	InChI=1S/C50H96NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-41-43-50(53)59-48(47-58-60(54,55)57-45-44-51(3,4)5)46-56-49(52)42-40-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h14,16,20,22,48H,6-13,15,17-19,21,23-47H2,1-5H3/t48-/m1/s1	BLJPXEWRRNWICS-QSCHNALKSA-N	869.6873556			MMDBc0033965
BASm0020768	PC(20:0/22:4(7Z,10Z,13Z,16Z))	PC(20:0/22:4(7Z,10Z,13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:0/22:4(7Z,10Z,13Z,16Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of adrenic acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the adrenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCC=CCC=CCC=CCC=CCCCCC	C50H92NO8P	InChI=1S/C50H92NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-41-43-50(53)59-48(47-58-60(54,55)57-45-44-51(3,4)5)46-56-49(52)42-40-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h14,16,20,22,25,27,31,33,48H,6-13,15,17-19,21,23-24,26,28-30,32,34-47H2,1-5H3/t48-/m1/s1	DTROTNUOFDHYFZ-QSCHNALKSA-N	865.6560554			MMDBc0033966
BASm0020769	PC(20:1(11Z)/14:0)	PC(20:1(11Z)/14:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:1(11Z)/14:0), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of myristic acid at the C-2 position. The eicosenoic acid moiety is derived from vegetable oils and cod oils, while the myristic acid moiety is derived from nutmeg and butter. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C42H82NO8P	InChI=1S/C42H82NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-24-17-15-13-11-9-7-2/h19-20,40H,6-18,21-39H2,1-5H3/t40-/m1/s1	WSBNPWBHAOQZJF-RRHRGVEJSA-N	759.5778051			MMDBc0033967
BASm0020770	PC(20:1(11Z)/14:1(9Z))	PC(20:1(11Z)/14:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:1(11Z)/14:1(9Z)), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The eicosenoic acid moiety is derived from vegetable oils and cod oils, while the myristoleic acid moiety is derived from milk fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-24-17-15-13-11-9-7-2/h13,15,19-20,40H,6-12,14,16-18,21-39H2,1-5H3/t40-/m1/s1	FMLFVZOURBVUJL-RRHRGVEJSA-N	757.5621551			MMDBc0033968
BASm0020771	PC(20:1(11Z)/16:0)	PC(20:1(11Z)/16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:1(11Z)/16:0), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of palmitic acid at the C-2 position. The eicosenoic acid moiety is derived from vegetable oils and cod oils, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H86NO8P	InChI=1S/C44H86NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-24-19-17-15-13-11-9-7-2/h20-21,42H,6-19,22-41H2,1-5H3/t42-/m1/s1	RLIWKVWRUOJIHW-HUESYALOSA-N	787.6091052			MMDBc0033969
BASm0020772	PC(20:1(11Z)/16:1(9Z))	PC(20:1(11Z)/16:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:1(11Z)/16:1(9Z)), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The eicosenoic acid moiety is derived from vegetable oils and cod oils, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCC	C44H84NO8P	InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-24-19-17-15-13-11-9-7-2/h17,19-21,42H,6-16,18,22-41H2,1-5H3/t42-/m1/s1	NZMJAZKGUFCMTN-HUESYALOSA-N	785.5934552			MMDBc0033970
BASm0020773	PC(20:1(11Z)/18:2(9Z,12Z))	PC(20:1(11Z)/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:1(11Z)/18:2(9Z,12Z)), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The eicosenoic acid moiety is derived from vegetable oils and cod oils, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCCCCC	C46H86NO8P	InChI=1S/C46H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h15,17,20-22,24,44H,6-14,16,18-19,23,25-43H2,1-5H3/t44-/m1/s1	KJDCENXZHMAYTN-USYZEHPZSA-N	811.6091052			MMDBc0033971
BASm0020774	PC(20:1(11Z)/18:3(6Z,9Z,12Z))	PC(20:1(11Z)/18:3(6Z,9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:1(11Z)/18:3(6Z,9Z,12Z)), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of g-linolenic acid at the C-2 position. The eicosenoic acid moiety is derived from vegetable oils and cod oils, while the g-linolenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCCCCC	C46H84NO8P	InChI=1S/C46H84NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h15,17,20-22,24,29,31,44H,6-14,16,18-19,23,25-28,30,32-43H2,1-5H3/t44-/m1/s1	FHOBLZOUZRDCHR-USYZEHPZSA-N	809.5934552			MMDBc0033972
BASm0020775	PC(20:1(11Z)/18:3(9Z,12Z,15Z))	PC(20:1(11Z)/18:3(9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:1(11Z)/18:3(9Z,12Z,15Z)), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of a-linolenic acid at the C-2 position. The eicosenoic acid moiety is derived from vegetable oils and cod oils, while the a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC	C46H84NO8P	InChI=1S/C46H84NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h9,11,15,17,20-22,24,44H,6-8,10,12-14,16,18-19,23,25-43H2,1-5H3/t44-/m1/s1	NOWQIXJSMOBJLS-USYZEHPZSA-N	809.5934552			MMDBc0033973
BASm0020776	PC(20:1(11Z)/18:4(6Z,9Z,12Z,15Z))	PC(20:1(11Z)/18:4(6Z,9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:1(11Z)/18:4(6Z,9Z,12Z,15Z)), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of stearidonic acid at the C-2 position. The eicosenoic acid moiety is derived from vegetable oils and cod oils, while the stearidonic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCC=CCC	C46H82NO8P	InChI=1S/C46H82NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h9,11,15,17,20-22,24,29,31,44H,6-8,10,12-14,16,18-19,23,25-28,30,32-43H2,1-5H3/t44-/m1/s1	YDPVXGLBOPTMBY-USYZEHPZSA-N	807.5778051			MMDBc0033974
BASm0020777	PC(20:1(11Z)/20:1(11Z))	PC(20:1(11Z)/20:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:1(11Z)/20:1(11Z)), in particular, consists of two chains of eicosenoic acid at the C-1 and C-2 positions. The eicosenoic acid moieties are derived from vegetable oils and cod oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCCCCCCCC	C48H92NO8P	InChI=1S/C48H92NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h20-23,46H,6-19,24-45H2,1-5H3/t46-/m1/s1	AEUCYCQYAUFAKH-YACUFSJGSA-N	841.6560554			MMDBc0033975
BASm0020778	PC(20:1(11Z)/20:2(11Z,14Z))	PC(20:1(11Z)/20:2(11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:1(11Z)/20:2(11Z,14Z)), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of eicosadienoic acid at the C-2 position. The eicosenoic acid moiety is derived from vegetable oils and cod oils, while the eicosadienoic acid moiety is derived from fish oils and liver. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCC=CCCCCC	C48H90NO8P	InChI=1S/C48H90NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,20-23,46H,6-14,16,18-19,24-45H2,1-5H3/t46-/m1/s1	ZGKPOUQXLZVCDF-YACUFSJGSA-N	839.6404054			MMDBc0033976
BASm0020779	PC(20:1(11Z)/20:3(5Z,8Z,11Z))	PC(20:1(11Z)/20:3(5Z,8Z,11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:1(11Z)/20:3(5Z,8Z,11Z)), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of mead acid at the C-2 position. The eicosenoic acid moiety is derived from vegetable oils and cod oils, while the mead acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCCCCCCCC	C48H88NO8P	InChI=1S/C48H88NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h20-23,27,29,33,35,46H,6-19,24-26,28,30-32,34,36-45H2,1-5H3/t46-/m1/s1	HHXYMQKMOOHXMX-YACUFSJGSA-N	837.6247553			MMDBc0033977
BASm0020780	PC(20:1(11Z)/20:3(8Z,11Z,14Z))	PC(20:1(11Z)/20:3(8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:1(11Z)/20:3(8Z,11Z,14Z)), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of homo-g-linolenic acid at the C-2 position. The eicosenoic acid moiety is derived from vegetable oils and cod oils, while the homo-g-linolenic acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC=CCC=CCC=CCCCCC	C48H88NO8P	InChI=1S/C48H88NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,20-23,27,29,46H,6-14,16,18-19,24-26,28,30-45H2,1-5H3/t46-/m1/s1	QLESDNGWICTNRJ-YACUFSJGSA-N	837.6247553			MMDBc0033978
BASm0020781	PC(20:1(11Z)/20:4(5Z,8Z,11Z,14Z))	PC(20:1(11Z)/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:1(11Z)/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The eicosenoic acid moiety is derived from vegetable oils and cod oils, while the arachidonic acid moiety is derived from animal fats and eggs. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCC=CCCCCC	C48H86NO8P	InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,20-23,27,29,33,35,46H,6-14,16,18-19,24-26,28,30-32,34,36-45H2,1-5H3/t46-/m1/s1	LJFKFKIYUJNFPZ-YACUFSJGSA-N	835.6091052			MMDBc0033979
BASm0020782	PC(20:1(11Z)/20:4(8Z,11Z,14Z,17Z))	PC(20:1(11Z)/20:4(8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:1(11Z)/20:4(8Z,11Z,14Z,17Z)), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of eicsoatetraenoic acid at the C-2 position. The eicosenoic acid moiety is derived from vegetable oils and cod oils, while the eicsoatetraenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC=CCC=CCC=CCC=CCC	C48H86NO8P	InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,15,17,20-23,27,29,46H,6-8,10,12-14,16,18-19,24-26,28,30-45H2,1-5H3/t46-/m1/s1	SFSJJONFWFZOGW-YACUFSJGSA-N	835.6091052			MMDBc0033980
BASm0020783	PC(20:1(11Z)/22:0)	PC(20:1(11Z)/22:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:1(11Z)/22:0), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of behenic acid at the C-2 position. The eicosenoic acid moiety is derived from vegetable oils and cod oils, while the behenic acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C50H98NO8P	InChI=1S/C50H98NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-41-43-50(53)59-48(47-58-60(54,55)57-45-44-51(3,4)5)46-56-49(52)42-40-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h21,23,48H,6-20,22,24-47H2,1-5H3/t48-/m1/s1	ZOBCQAOOEOICKA-QSCHNALKSA-N	871.7030056			MMDBc0033981
BASm0020784	PC(20:1(11Z)/22:1(13Z))	PC(20:1(11Z)/22:1(13Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:1(11Z)/22:1(13Z)), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of erucic acid at the C-2 position. The eicosenoic acid moiety is derived from vegetable oils and cod oils, while the erucic acid moiety is derived from seed oils and avocados. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C50H96NO8P	InChI=1S/C50H96NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-41-43-50(53)59-48(47-58-60(54,55)57-45-44-51(3,4)5)46-56-49(52)42-40-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h20-23,48H,6-19,24-47H2,1-5H3/t48-/m1/s1	MUFCWCXVLIXBJC-QSCHNALKSA-N	869.6873556			MMDBc0033982
BASm0020785	PC(20:1(11Z)/P-16:0)	PC(20:1(11Z)/P-16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:1(11Z)/P-16:0), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of plasmalogen 16:0 at the C-2 position. The eicosenoic acid moiety is derived from vegetable oils and cod oils, while the plasmalogen 16:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCC=COC(COC(=O)CCCCCCCCCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H86NO7P	InChI=1S/C44H86NO7P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-44(46)50-41-43(42-52-53(47,48)51-40-38-45(3,4)5)49-39-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h20,22,36,39,43H,6-19,21,23-35,37-38,40-42H2,1-5H3	ADZUZWOTJKDMEP-UHFFFAOYSA-N	771.6141906			MMDBc0033983
BASm0020786	PC(20:2(11Z,14Z)/14:0)	PC(20:2(11Z,14Z)/14:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:2(11Z,14Z)/14:0), in particular, consists of one chain of eicosadienoic acid at the C-1 position and one chain of myristic acid at the C-2 position. The eicosadienoic acid moiety is derived from fish oils and liver, while the myristic acid moiety is derived from nutmeg and butter. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C42H80NO8P	InChI=1S/C42H80NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-24-17-15-13-11-9-7-2/h14,16,19-20,40H,6-13,15,17-18,21-39H2,1-5H3/t40-/m1/s1	JFWZYNWHJJSDAY-RRHRGVEJSA-N	757.5621551			MMDBc0033984
BASm0020787	PC(20:2(11Z,14Z)/14:1(9Z))	PC(20:2(11Z,14Z)/14:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:2(11Z,14Z)/14:1(9Z)), in particular, consists of one chain of eicosadienoic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The eicosadienoic acid moiety is derived from fish oils and liver, while the myristoleic acid moiety is derived from milk fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCC=CCC=CCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCC	C42H78NO8P	InChI=1S/C42H78NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-24-17-15-13-11-9-7-2/h13-16,19-20,40H,6-12,17-18,21-39H2,1-5H3/t40-/m1/s1	MYWHURBVYAKZKD-RRHRGVEJSA-N	755.546505			MMDBc0033985
BASm0020788	PC(20:2(11Z,14Z)/16:0)	PC(20:2(11Z,14Z)/16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:2(11Z,14Z)/16:0), in particular, consists of one chain of eicosadienoic acid at the C-1 position and one chain of palmitic acid at the C-2 position. The eicosadienoic acid moiety is derived from fish oils and liver, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H84NO8P	InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-24-19-17-15-13-11-9-7-2/h14,16,20-21,42H,6-13,15,17-19,22-41H2,1-5H3/t42-/m1/s1	JCABAGPMEUGRDK-HUESYALOSA-N	785.5934552			MMDBc0033986
BASm0020789	PC(20:2(11Z,14Z)/16:1(9Z))	PC(20:2(11Z,14Z)/16:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:2(11Z,14Z)/16:1(9Z)), in particular, consists of one chain of eicosadienoic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The eicosadienoic acid moiety is derived from fish oils and liver, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCC=CCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H82NO8P	InChI=1S/C44H82NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-24-19-17-15-13-11-9-7-2/h14,16-17,19-21,42H,6-13,15,18,22-41H2,1-5H3/t42-/m1/s1	VPDVXUMWNZFISL-HUESYALOSA-N	783.5778051			MMDBc0033987
BASm0020790	PC(20:2(11Z,14Z)/18:1(11Z))	PC(20:2(11Z,14Z)/18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:2(11Z,14Z)/18:1(11Z)), in particular, consists of one chain of eicosadienoic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. The eicosadienoic acid moiety is derived from fish oils and liver, while the vaccenic acid moiety is derived from butter fat and animal fat. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCC=CCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H86NO8P	InChI=1S/C46H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h14,16-17,19-20,22,44H,6-13,15,18,21,23-43H2,1-5H3/t44-/m1/s1	KNNHXKQRTYEWCA-USYZEHPZSA-N	811.6091052			MMDBc0033988
BASm0020791	PC(20:2(11Z,14Z)/18:1(9Z))	PC(20:2(11Z,14Z)/18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:2(11Z,14Z)/18:1(9Z)), in particular, consists of one chain of eicosadienoic acid at the C-1 position and one chain of oleic acid at the C-2 position. The eicosadienoic acid moiety is derived from fish oils and liver, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H86NO8P	InChI=1S/C46H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h14,16,20-22,24,44H,6-13,15,17-19,23,25-43H2,1-5H3/t44-/m1/s1	YULWBFNKMAKVNZ-USYZEHPZSA-N	811.6091052			MMDBc0033989
BASm0020792	PC(20:2(11Z,14Z)/18:2(9Z,12Z))	PC(20:2(11Z,14Z)/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:2(11Z,14Z)/18:2(9Z,12Z)), in particular, consists of one chain of eicosadienoic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The eicosadienoic acid moiety is derived from fish oils and liver, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCC=CCC=CCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCCCCC	C46H84NO8P	InChI=1S/C46H84NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h14-17,20-22,24,44H,6-13,18-19,23,25-43H2,1-5H3/t44-/m1/s1	ZPAYLLVKQCNXOK-USYZEHPZSA-N	809.5934552			MMDBc0033990
BASm0020793	PC(20:2(11Z,14Z)/18:3(6Z,9Z,12Z))	PC(20:2(11Z,14Z)/18:3(6Z,9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:2(11Z,14Z)/18:3(6Z,9Z,12Z)), in particular, consists of one chain of eicosadienoic acid at the C-1 position and one chain of g-linolenic acid at the C-2 position. The eicosadienoic acid moiety is derived from fish oils and liver, while the g-linolenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCC=CCC=CCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCCCCC	C46H82NO8P	InChI=1S/C46H82NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h14-17,20-22,24,29,31,44H,6-13,18-19,23,25-28,30,32-43H2,1-5H3/t44-/m1/s1	WTLVSDIWQGLEAN-USYZEHPZSA-N	807.5778051			MMDBc0033991
BASm0020794	PC(20:2(11Z,14Z)/18:3(9Z,12Z,15Z))	PC(20:2(11Z,14Z)/18:3(9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:2(11Z,14Z)/18:3(9Z,12Z,15Z)), in particular, consists of one chain of eicosadienoic acid at the C-1 position and one chain of a-linolenic acid at the C-2 position. The eicosadienoic acid moiety is derived from fish oils and liver, while the a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCC=CCC=CCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC	C46H82NO8P	InChI=1S/C46H82NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h9,11,14-17,20-22,24,44H,6-8,10,12-13,18-19,23,25-43H2,1-5H3/t44-/m1/s1	ZWBUMNLEWHYPRH-USYZEHPZSA-N	807.5778051			MMDBc0033992
BASm0020795	PC(20:2(11Z,14Z)/18:4(6Z,9Z,12Z,15Z))	PC(20:2(11Z,14Z)/18:4(6Z,9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:2(11Z,14Z)/18:4(6Z,9Z,12Z,15Z)), in particular, consists of one chain of eicosadienoic acid at the C-1 position and one chain of stearidonic acid at the C-2 position. The eicosadienoic acid moiety is derived from fish oils and liver, while the stearidonic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCC=CCC=CCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCC=CCC	C46H80NO8P	InChI=1S/C46H80NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h9,11,14-17,20-22,24,29,31,44H,6-8,10,12-13,18-19,23,25-28,30,32-43H2,1-5H3/t44-/m1/s1	DMULDNPMYQMFAE-USYZEHPZSA-N	805.5621551			MMDBc0033993
BASm0020796	PC(20:2(11Z,14Z)/20:0)	PC(20:2(11Z,14Z)/20:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:2(11Z,14Z)/20:0), in particular, consists of one chain of eicosadienoic acid at the C-1 position and one chain of arachidic acid at the C-2 position. The eicosadienoic acid moiety is derived from fish oils and liver, while the arachidic acid moiety is derived from peanut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H92NO8P	InChI=1S/C48H92NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14,16,20,22,46H,6-13,15,17-19,21,23-45H2,1-5H3/t46-/m1/s1	BVDPROLNIRIVET-YACUFSJGSA-N	841.6560554			MMDBc0033994
BASm0020797	PC(20:2(11Z,14Z)/20:1(11Z))	PC(20:2(11Z,14Z)/20:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:2(11Z,14Z)/20:1(11Z)), in particular, consists of one chain of eicosadienoic acid at the C-1 position and one chain of eicosenoic acid at the C-2 position. The eicosadienoic acid moiety is derived from fish oils and liver, while the eicosenoic acid moiety is derived from vegetable oils and cod oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H90NO8P	InChI=1S/C48H90NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14,16,20-23,46H,6-13,15,17-19,24-45H2,1-5H3/t46-/m1/s1	VSWBEFJQWZEWPT-YACUFSJGSA-N	839.6404054			MMDBc0033995
BASm0020798	PC(20:2(11Z,14Z)/20:2(11Z,14Z))	PC(20:2(11Z,14Z)/20:2(11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:2(11Z,14Z)/20:2(11Z,14Z)), in particular, consists of two chains of eicosadienoic acid at the C-1 and C-2 positions. The eicosadienoic acid moieties are derived from fish oils and liver. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCC=CCC=CCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCC=CCCCCC	C48H88NO8P	InChI=1S/C48H88NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14-17,20-23,46H,6-13,18-19,24-45H2,1-5H3/t46-/m1/s1	AAYOXXRTLLISDA-YACUFSJGSA-N	837.6247553			MMDBc0033996
BASm0020799	PC(20:2(11Z,14Z)/20:3(5Z,8Z,11Z))	PC(20:2(11Z,14Z)/20:3(5Z,8Z,11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:2(11Z,14Z)/20:3(5Z,8Z,11Z)), in particular, consists of one chain of eicosadienoic acid at the C-1 position and one chain of mead acid at the C-2 position. The eicosadienoic acid moiety is derived from fish oils and liver, while the mead acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCC=CCC=CCCCC(=O)O[C@H](COC(=O)CCCCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H86NO8P	InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14,16,20-23,27,29,33,35,46H,6-13,15,17-19,24-26,28,30-32,34,36-45H2,1-5H3/t46-/m1/s1	XTVSTQRZIOBKQE-YACUFSJGSA-N	835.6091052			MMDBc0033997
BASm0020800	PC(20:2(11Z,14Z)/20:3(8Z,11Z,14Z))	PC(20:2(11Z,14Z)/20:3(8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:2(11Z,14Z)/20:3(8Z,11Z,14Z)), in particular, consists of one chain of eicosadienoic acid at the C-1 position and one chain of homo-g-linolenic acid at the C-2 position. The eicosadienoic acid moiety is derived from fish oils and liver, while the homo-g-linolenic acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCC=CCC=CCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC=CCC=CCC=CCCCCC	C48H86NO8P	InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14-17,20-23,27,29,46H,6-13,18-19,24-26,28,30-45H2,1-5H3/t46-/m1/s1	GANPUNUVKLEDAZ-YACUFSJGSA-N	835.6091052			MMDBc0033998
BASm0020801	PC(20:2(11Z,14Z)/22:0)	PC(20:2(11Z,14Z)/22:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:2(11Z,14Z)/22:0), in particular, consists of one chain of eicosadienoic acid at the C-1 position and one chain of behenic acid at the C-2 position. The eicosadienoic acid moiety is derived from fish oils and liver, while the behenic acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C50H96NO8P	InChI=1S/C50H96NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-41-43-50(53)59-48(47-58-60(54,55)57-45-44-51(3,4)5)46-56-49(52)42-40-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,48H,6-14,16,18-20,22,24-47H2,1-5H3/t48-/m1/s1	GGBMXULOGOMRJY-QSCHNALKSA-N	869.6873556			MMDBc0033999
BASm0020802	PC(20:2(11Z,14Z)/22:2(13Z,16Z))	PC(20:2(11Z,14Z)/22:2(13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:2(11Z,14Z)/22:2(13Z,16Z)), in particular, consists of one chain of eicosadienoic acid at the C-1 position and one chain of docosadienoic acid at the C-2 position. The eicosadienoic acid moiety is derived from fish oils and liver, while the docosadienoic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCC=CCC=CCCCCC	C50H92NO8P	InChI=1S/C50H92NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-41-43-50(53)59-48(47-58-60(54,55)57-45-44-51(3,4)5)46-56-49(52)42-40-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h14-17,20-23,48H,6-13,18-19,24-47H2,1-5H3/t48-/m1/s1	VHZGGUTXBMEKQA-QSCHNALKSA-N	865.6560554			MMDBc0034000
BASm0020803	PC(20:2(11Z,14Z)/P-16:0)	PC(20:2(11Z,14Z)/P-16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:2(11Z,14Z)/P-16:0), in particular, consists of one chain of eicosadienoic acid at the C-1 position and one chain of plasmalogen 16:0 at the C-2 position. The eicosadienoic acid moiety is derived from fish oils and liver, while the plasmalogen 16:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCC=COC(COC(=O)CCCCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H84NO7P	InChI=1S/C44H84NO7P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-44(46)50-41-43(42-52-53(47,48)51-40-38-45(3,4)5)49-39-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h14,16,20,22,36,39,43H,6-13,15,17-19,21,23-35,37-38,40-42H2,1-5H3	KXKCEQLFMBHBOP-UHFFFAOYSA-N	769.5985406			MMDBc0034001
BASm0020804	PC(20:2(11Z,14Z)/P-18:1(11Z))	PC(20:2(11Z,14Z)/P-18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:2(11Z,14Z)/P-18:1(11Z)), in particular, consists of one chain of eicosadienoic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The eicosadienoic acid moiety is derived from fish oils and liver, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCC=CCCCCCCCCC=COC(COC(=O)CCCCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H86NO7P	InChI=1S/C46H86NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-46(48)52-43-45(44-54-55(49,50)53-42-40-47(3,4)5)51-41-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h14,16-17,19-20,22,38,41,45H,6-13,15,18,21,23-37,39-40,42-44H2,1-5H3	JWQATZSUGKZPPL-UHFFFAOYSA-N	795.6141906			MMDBc0034002
BASm0020805	PC(20:2(11Z,14Z)/P-18:1(9Z))	PC(20:2(11Z,14Z)/P-18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:2(11Z,14Z)/P-18:1(9Z)), in particular, consists of one chain of eicosadienoic acid at the C-1 position and one chain of plasmalogen 18:1n9 at the C-2 position. The eicosadienoic acid moiety is derived from fish oils and liver, while the plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCC=CCCCCCCC=COC(COC(=O)CCCCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H86NO7P	InChI=1S/C46H86NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-46(48)52-43-45(44-54-55(49,50)53-42-40-47(3,4)5)51-41-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h14,16,20-23,38,41,45H,6-13,15,17-19,24-37,39-40,42-44H2,1-5H3	MNYVVMFJSOVVPD-UHFFFAOYSA-N	795.6141906			MMDBc0034003
BASm0020806	PC(20:3(5Z,8Z,11Z)/14:0)	PC(20:3(5Z,8Z,11Z)/14:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(5Z,8Z,11Z)/14:0), in particular, consists of one chain of mead acid at the C-1 position and one chain of myristic acid at the C-2 position. The mead acid moiety is derived from fish oils, liver and kidney, while the myristic acid moiety is derived from nutmeg and butter. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCC=CCC=CCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C42H78NO8P	InChI=1S/C42H78NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-24-17-15-13-11-9-7-2/h19-20,22-23,26,28,40H,6-18,21,24-25,27,29-39H2,1-5H3/t40-/m1/s1	SSQFWAKSSUYHFV-RRHRGVEJSA-N	755.546505			MMDBc0034004
BASm0020807	PC(20:3(5Z,8Z,11Z)/14:1(9Z))	PC(20:3(5Z,8Z,11Z)/14:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(5Z,8Z,11Z)/14:1(9Z)), in particular, consists of one chain of mead acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The mead acid moiety is derived from fish oils, liver and kidney, while the myristoleic acid moiety is derived from milk fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCC=CCC=CCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCC	C42H76NO8P	InChI=1S/C42H76NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-24-17-15-13-11-9-7-2/h13,15,19-20,22-23,26,28,40H,6-12,14,16-18,21,24-25,27,29-39H2,1-5H3/t40-/m1/s1	ZZMZMKGQPOFBFF-RRHRGVEJSA-N	753.5308549			MMDBc0034005
BASm0020808	PC(20:3(5Z,8Z,11Z)/16:0)	PC(20:3(5Z,8Z,11Z)/16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(5Z,8Z,11Z)/16:0), in particular, consists of one chain of mead acid at the C-1 position and one chain of palmitic acid at the C-2 position. The mead acid moiety is derived from fish oils, liver and kidney, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCC=CCC=CCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H82NO8P	InChI=1S/C44H82NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-24-19-17-15-13-11-9-7-2/h20-21,23,25,28,30,42H,6-19,22,24,26-27,29,31-41H2,1-5H3/t42-/m1/s1	LLSOYDYFSWVKOU-HUESYALOSA-N	783.5778051			MMDBc0034006
BASm0020809	PC(20:3(5Z,8Z,11Z)/16:1(9Z))	PC(20:3(5Z,8Z,11Z)/16:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(5Z,8Z,11Z)/16:1(9Z)), in particular, consists of one chain of mead acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The mead acid moiety is derived from fish oils, liver and kidney, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCC=CCC=CCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCC	C44H80NO8P	InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-24-19-17-15-13-11-9-7-2/h17,19-21,23,25,28,30,42H,6-16,18,22,24,26-27,29,31-41H2,1-5H3/t42-/m1/s1	VRXRAEQYIWJLSH-HUESYALOSA-N	781.5621551			MMDBc0034007
BASm0020810	PC(20:3(5Z,8Z,11Z)/18:0)	PC(20:3(5Z,8Z,11Z)/18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(5Z,8Z,11Z)/18:0), in particular, consists of one chain of mead acid at the C-1 position and one chain of stearic acid at the C-2 position. The mead acid moiety is derived from fish oils, liver and kidney, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCC=CCC=CCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H86NO8P	InChI=1S/C46H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h20,22,25-26,30,32,44H,6-19,21,23-24,27-29,31,33-43H2,1-5H3/t44-/m1/s1	ZQCXMBYHCICNPX-USYZEHPZSA-N	811.6091052			MMDBc0034008
BASm0020811	PC(20:3(5Z,8Z,11Z)/18:1(11Z))	PC(20:3(5Z,8Z,11Z)/18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(5Z,8Z,11Z)/18:1(11Z)), in particular, consists of one chain of mead acid at the C-1 position and one chain of vaccenic acid at the C-2 position. The mead acid moiety is derived from fish oils, liver and kidney, while the vaccenic acid moiety is derived from butter fat and animal fat. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCC=CCC=CCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCCCCCC	C46H84NO8P	InChI=1S/C46H84NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h17,19-20,22,25-26,30,32,44H,6-16,18,21,23-24,27-29,31,33-43H2,1-5H3/t44-/m1/s1	PIOANQACZQFPEA-USYZEHPZSA-N	809.5934552			MMDBc0034009
BASm0020812	PC(20:3(5Z,8Z,11Z)/18:1(9Z))	PC(20:3(5Z,8Z,11Z)/18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(5Z,8Z,11Z)/18:1(9Z)), in particular, consists of one chain of mead acid at the C-1 position and one chain of oleic acid at the C-2 position. The mead acid moiety is derived from fish oils, liver and kidney, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCC=CCC=CCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC	C46H84NO8P	InChI=1S/C46H84NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h20-22,24-26,30,32,44H,6-19,23,27-29,31,33-43H2,1-5H3/t44-/m1/s1	PUTMVZMHYSWRJX-USYZEHPZSA-N	809.5934552			MMDBc0034010
BASm0020813	PC(20:3(5Z,8Z,11Z)/18:2(9Z,12Z))	PC(20:3(5Z,8Z,11Z)/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(5Z,8Z,11Z)/18:2(9Z,12Z)), in particular, consists of one chain of mead acid at the C-1 position and one chain of linoleic acid at the C-2 position. The mead acid moiety is derived from fish oils, liver and kidney, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCC=CCC=CCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCCCCC	C46H82NO8P	InChI=1S/C46H82NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h15,17,20-22,24-26,30,32,44H,6-14,16,18-19,23,27-29,31,33-43H2,1-5H3/t44-/m1/s1	SKQBFCOATFWTGJ-USYZEHPZSA-N	807.5778051			MMDBc0034011
BASm0020814	PC(20:3(5Z,8Z,11Z)/18:3(6Z,9Z,12Z))	PC(20:3(5Z,8Z,11Z)/18:3(6Z,9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(5Z,8Z,11Z)/18:3(6Z,9Z,12Z)), in particular, consists of one chain of mead acid at the C-1 position and one chain of g-linolenic acid at the C-2 position. The mead acid moiety is derived from fish oils, liver and kidney, while the g-linolenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCC=CCC=CCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCCCCC	C46H80NO8P	InChI=1S/C46H80NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h15,17,20-22,24-26,29-32,44H,6-14,16,18-19,23,27-28,33-43H2,1-5H3/t44-/m1/s1	JEFBNJKATIUJOC-USYZEHPZSA-N	805.5621551			MMDBc0034012
BASm0020815	PC(20:3(5Z,8Z,11Z)/18:3(9Z,12Z,15Z))	PC(20:3(5Z,8Z,11Z)/18:3(9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(5Z,8Z,11Z)/18:3(9Z,12Z,15Z)), in particular, consists of one chain of mead acid at the C-1 position and one chain of a-linolenic acid at the C-2 position. The mead acid moiety is derived from fish oils, liver and kidney, while the a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCC=CCC=CCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC	C46H80NO8P	InChI=1S/C46H80NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h9,11,15,17,20-22,24-26,30,32,44H,6-8,10,12-14,16,18-19,23,27-29,31,33-43H2,1-5H3/t44-/m1/s1	SHGIXNQCFPEBAW-USYZEHPZSA-N	805.5621551			MMDBc0034013
BASm0020816	PC(20:3(5Z,8Z,11Z)/20:0)	PC(20:3(5Z,8Z,11Z)/20:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(5Z,8Z,11Z)/20:0), in particular, consists of one chain of mead acid at the C-1 position and one chain of arachidic acid at the C-2 position. The mead acid moiety is derived from fish oils, liver and kidney, while the arachidic acid moiety is derived from peanut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCC=CCC=CCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H90NO8P	InChI=1S/C48H90NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h20,22,26,28,32,34,46H,6-19,21,23-25,27,29-31,33,35-45H2,1-5H3/t46-/m1/s1	ZZJQEMSWMGGWDG-YACUFSJGSA-N	839.6404054			MMDBc0034014
BASm0020817	PC(20:3(5Z,8Z,11Z)/20:1(11Z))	PC(20:3(5Z,8Z,11Z)/20:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(5Z,8Z,11Z)/20:1(11Z)), in particular, consists of one chain of mead acid at the C-1 position and one chain of eicosenoic acid at the C-2 position. The mead acid moiety is derived from fish oils, liver and kidney, while the eicosenoic acid moiety is derived from vegetable oils and cod oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCC(=O)O[C@H](COC(=O)CCCC=CCC=CCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H88NO8P	InChI=1S/C48H88NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h20-23,26,28,32,34,46H,6-19,24-25,27,29-31,33,35-45H2,1-5H3/t46-/m1/s1	LUPUCKHJOGTAAZ-YACUFSJGSA-N	837.6247553			MMDBc0034015
BASm0020818	PC(20:3(5Z,8Z,11Z)/20:2(11Z,14Z))	PC(20:3(5Z,8Z,11Z)/20:2(11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(5Z,8Z,11Z)/20:2(11Z,14Z)), in particular, consists of one chain of mead acid at the C-1 position and one chain of eicosadienoic acid at the C-2 position. The mead acid moiety is derived from fish oils, liver and kidney, while the eicosadienoic acid moiety is derived from fish oils and liver. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCC=CCC=CCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCC=CCCCCC	C48H86NO8P	InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,20-23,26,28,32,34,46H,6-14,16,18-19,24-25,27,29-31,33,35-45H2,1-5H3/t46-/m1/s1	AJNZABHWCGUHSJ-YACUFSJGSA-N	835.6091052			MMDBc0034016
BASm0020819	PC(20:3(5Z,8Z,11Z)/22:1(13Z))	PC(20:3(5Z,8Z,11Z)/22:1(13Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(5Z,8Z,11Z)/22:1(13Z)), in particular, consists of one chain of mead acid at the C-1 position and one chain of erucic acid at the C-2 position. The mead acid moiety is derived from fish oils, liver and kidney, while the erucic acid moiety is derived from seed oils and avocados. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCC=CCC=CCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCC=CCCCCCCCC	C50H92NO8P	InChI=1S/C50H92NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-41-43-50(53)59-48(47-58-60(54,55)57-45-44-51(3,4)5)46-56-49(52)42-40-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h20-23,28,30,34,36,48H,6-19,24-27,29,31-33,35,37-47H2,1-5H3/t48-/m1/s1	QLUBHBLHAFOGNI-QSCHNALKSA-N	865.6560554			MMDBc0034017
BASm0020820	PC(20:3(5Z,8Z,11Z)/P-16:0)	PC(20:3(5Z,8Z,11Z)/P-16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(5Z,8Z,11Z)/P-16:0), in particular, consists of one chain of mead acid at the C-1 position and one chain of plasmalogen 16:0 at the C-2 position. The mead acid moiety is derived from fish oils, liver and kidney, while the plasmalogen 16:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCC=COC(COC(=O)CCCC=CCC=CCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H82NO7P	InChI=1S/C44H82NO7P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-44(46)50-41-43(42-52-53(47,48)51-40-38-45(3,4)5)49-39-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h20,22,24-25,29,31,36,39,43H,6-19,21,23,26-28,30,32-35,37-38,40-42H2,1-5H3	CMAADAYMDIZIOR-UHFFFAOYSA-N	767.5828905			MMDBc0034018
BASm0020821	PC(20:3(5Z,8Z,11Z)/P-18:0)	PC(20:3(5Z,8Z,11Z)/P-18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(5Z,8Z,11Z)/P-18:0), in particular, consists of one chain of mead acid at the C-1 position and one chain of plasmalogen 18:0 at the C-2 position. The mead acid moiety is derived from fish oils, liver and kidney, while the plasmalogen 18:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCCCC=COC(COC(=O)CCCC=CCC=CCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H86NO7P	InChI=1S/C46H86NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-46(48)52-43-45(44-54-55(49,50)53-42-40-47(3,4)5)51-41-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h20,22,25,27,31,33,38,41,45H,6-19,21,23-24,26,28-30,32,34-37,39-40,42-44H2,1-5H3	PLWKPRNKSDXLNG-UHFFFAOYSA-N	795.6141906			MMDBc0034019
BASm0020822	PC(20:3(5Z,8Z,11Z)/P-18:1(11Z))	PC(20:3(5Z,8Z,11Z)/P-18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(5Z,8Z,11Z)/P-18:1(11Z)), in particular, consists of one chain of mead acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The mead acid moiety is derived from fish oils, liver and kidney, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCC=CCC=CCC=CCCCC(=O)OCC(COP([O-])(=O)OCC[N+](C)(C)C)OC=CCCCCCCCCC=CCCCCCC	C46H84NO7P	InChI=1S/C46H84NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-46(48)52-43-45(44-54-55(49,50)53-42-40-47(3,4)5)51-41-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h17,19-20,22,25,27,31,33,38,41,45H,6-16,18,21,23-24,26,28-30,32,34-37,39-40,42-44H2,1-5H3	LRXLTVLBEDXONI-UHFFFAOYSA-N	793.5985406			MMDBc0034020
BASm0020823	PC(20:3(5Z,8Z,11Z)/P-18:1(9Z))	PC(20:3(5Z,8Z,11Z)/P-18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(5Z,8Z,11Z)/P-18:1(9Z)), in particular, consists of one chain of mead acid at the C-1 position and one chain of plasmalogen 18:1n9 at the C-2 position. The mead acid moiety is derived from fish oils, liver and kidney, while the plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCC=CCCCCCCC=COC(COC(=O)CCCC=CCC=CCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H84NO7P	InChI=1S/C46H84NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-46(48)52-43-45(44-54-55(49,50)53-42-40-47(3,4)5)51-41-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h20-23,25,27,31,33,38,41,45H,6-19,24,26,28-30,32,34-37,39-40,42-44H2,1-5H3	LOIZABDCVPDYRX-UHFFFAOYSA-N	793.5985406			MMDBc0034021
BASm0020824	PC(20:3(8Z,11Z,14Z)/14:0)	PC(20:3(8Z,11Z,14Z)/14:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(8Z,11Z,14Z)/14:0), in particular, consists of one chain of homo-g-linolenic acid at the C-1 position and one chain of myristic acid at the C-2 position. The homo-g-linolenic acid moiety is derived from fish oils, liver and kidney, while the myristic acid moiety is derived from nutmeg and butter. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCC=CCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC	C42H78NO8P	InChI=1S/C42H78NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-24-17-15-13-11-9-7-2/h14,16,19-20,22-23,40H,6-13,15,17-18,21,24-39H2,1-5H3/t40-/m1/s1	VKVSSDKCKXJFIM-RRHRGVEJSA-N	755.546505			MMDBc0034022
BASm0020825	PC(20:3(8Z,11Z,14Z)/14:1(9Z))	PC(20:3(8Z,11Z,14Z)/14:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(8Z,11Z,14Z)/14:1(9Z)), in particular, consists of one chain of homo-g-linolenic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The homo-g-linolenic acid moiety is derived from fish oils, liver and kidney, while the myristoleic acid moiety is derived from milk fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCC=CCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCC	C42H76NO8P	InChI=1S/C42H76NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-24-17-15-13-11-9-7-2/h13-16,19-20,22-23,40H,6-12,17-18,21,24-39H2,1-5H3/t40-/m1/s1	UGOXZVQDVQJYIN-RRHRGVEJSA-N	753.5308549			MMDBc0034023
BASm0020826	PC(20:3(8Z,11Z,14Z)/16:0)	PC(20:3(8Z,11Z,14Z)/16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(8Z,11Z,14Z)/16:0), in particular, consists of one chain of homo-g-linolenic acid at the C-1 position and one chain of palmitic acid at the C-2 position. The homo-g-linolenic acid moiety is derived from fish oils, liver and kidney, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H82NO8P	InChI=1S/C44H82NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-24-19-17-15-13-11-9-7-2/h14,16,20-21,23,25,42H,6-13,15,17-19,22,24,26-41H2,1-5H3/t42-/m1/s1	YKSVDDIMSQYNID-HUESYALOSA-N	783.5778051			MMDBc0034024
BASm0020827	PC(20:3(8Z,11Z,14Z)/16:1(9Z))	PC(20:3(8Z,11Z,14Z)/16:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(8Z,11Z,14Z)/16:1(9Z)), in particular, consists of one chain of homo-g-linolenic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The homo-g-linolenic acid moiety is derived from fish oils, liver and kidney, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCC=CCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H80NO8P	InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-24-19-17-15-13-11-9-7-2/h14,16-17,19-21,23,25,42H,6-13,15,18,22,24,26-41H2,1-5H3/t42-/m1/s1	SMNBWWUNQGASFC-HUESYALOSA-N	781.5621551			MMDBc0034025
BASm0020828	PC(20:3(8Z,11Z,14Z)/18:0)	PC(20:3(8Z,11Z,14Z)/18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(8Z,11Z,14Z)/18:0), in particular, consists of one chain of homo-g-linolenic acid at the C-1 position and one chain of stearic acid at the C-2 position. The homo-g-linolenic acid moiety is derived from fish oils, liver and kidney, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H86NO8P	InChI=1S/C46H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h14,16,20,22,25-26,44H,6-13,15,17-19,21,23-24,27-43H2,1-5H3/t44-/m1/s1	UTVPIFAQLMVRBR-USYZEHPZSA-N	811.6091052			MMDBc0034026
BASm0020829	PC(20:3(8Z,11Z,14Z)/18:1(11Z))	PC(20:3(8Z,11Z,14Z)/18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(8Z,11Z,14Z)/18:1(11Z)), in particular, consists of one chain of homo-g-linolenic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. The homo-g-linolenic acid moiety is derived from fish oils, liver and kidney, while the vaccenic acid moiety is derived from butter fat and animal fat. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCC=CCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H84NO8P	InChI=1S/C46H84NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h14,16-17,19-20,22,25-26,44H,6-13,15,18,21,23-24,27-43H2,1-5H3/t44-/m1/s1	QFSNCHKAROIETO-USYZEHPZSA-N	809.5934552			MMDBc0034027
BASm0020830	PC(20:3(8Z,11Z,14Z)/18:1(9Z))	PC(20:3(8Z,11Z,14Z)/18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(8Z,11Z,14Z)/18:1(9Z)), in particular, consists of one chain of homo-g-linolenic acid at the C-1 position and one chain of oleic acid at the C-2 position. The homo-g-linolenic acid moiety is derived from fish oils, liver and kidney, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H84NO8P	InChI=1S/C46H84NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h14,16,20-22,24-26,44H,6-13,15,17-19,23,27-43H2,1-5H3/t44-/m1/s1	SLKDYSINLYWLQQ-USYZEHPZSA-N	809.5934552			MMDBc0034028
BASm0020831	PC(20:3(8Z,11Z,14Z)/18:2(9Z,12Z))	PC(20:3(8Z,11Z,14Z)/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(8Z,11Z,14Z)/18:2(9Z,12Z)), in particular, consists of one chain of homo-g-linolenic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The homo-g-linolenic acid moiety is derived from fish oils, liver and kidney, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCC=CCC=CCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H82NO8P	InChI=1S/C46H82NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h14-17,20-22,24-26,44H,6-13,18-19,23,27-43H2,1-5H3/t44-/m1/s1	SUACBSWYGWBPFC-USYZEHPZSA-N	807.5778051			MMDBc0034029
BASm0020832	PC(20:3(8Z,11Z,14Z)/18:3(6Z,9Z,12Z))	PC(20:3(8Z,11Z,14Z)/18:3(6Z,9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(8Z,11Z,14Z)/18:3(6Z,9Z,12Z)), in particular, consists of one chain of homo-g-linolenic acid at the C-1 position and one chain of g-linolenic acid at the C-2 position. The homo-g-linolenic acid moiety is derived from fish oils, liver and kidney, while the g-linolenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCC=CCC=CCC=CCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCCCCC	C46H80NO8P	InChI=1S/C46H80NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h14-17,20-22,24-26,29,31,44H,6-13,18-19,23,27-28,30,32-43H2,1-5H3/t44-/m1/s1	RIDIYDAFPMEWTP-USYZEHPZSA-N	805.5621551			MMDBc0034030
BASm0020833	PC(20:3(8Z,11Z,14Z)/18:3(9Z,12Z,15Z))	PC(20:3(8Z,11Z,14Z)/18:3(9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(8Z,11Z,14Z)/18:3(9Z,12Z,15Z)), in particular, consists of one chain of homo-g-linolenic acid at the C-1 position and one chain of a-linolenic acid at the C-2 position. The homo-g-linolenic acid moiety is derived from fish oils, liver and kidney, while the a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCC=CCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC	C46H80NO8P	InChI=1S/C46H80NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h9,11,14-17,20-22,24-26,44H,6-8,10,12-13,18-19,23,27-43H2,1-5H3/t44-/m1/s1	ONHNZXQSGXKTJD-USYZEHPZSA-N	805.5621551			MMDBc0034031
BASm0020834	PC(20:3(8Z,11Z,14Z)/20:0)	PC(20:3(8Z,11Z,14Z)/20:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(8Z,11Z,14Z)/20:0), in particular, consists of one chain of homo-g-linolenic acid at the C-1 position and one chain of arachidic acid at the C-2 position. The homo-g-linolenic acid moiety is derived from fish oils, liver and kidney, while the arachidic acid moiety is derived from peanut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H90NO8P	InChI=1S/C48H90NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14,16,20,22,26,28,46H,6-13,15,17-19,21,23-25,27,29-45H2,1-5H3/t46-/m1/s1	NMVCKDUPYAOXCG-YACUFSJGSA-N	839.6404054			MMDBc0034032
BASm0020835	PC(20:3(8Z,11Z,14Z)/20:2(11Z,14Z))	PC(20:3(8Z,11Z,14Z)/20:2(11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(8Z,11Z,14Z)/20:2(11Z,14Z)), in particular, consists of one chain of homo-g-linolenic acid at the C-1 position and one chain of eicosadienoic acid at the C-2 position. The homo-g-linolenic acid moiety is derived from fish oils, liver and kidney, while the eicosadienoic acid moiety is derived from fish oils and liver. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCC=CCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCC=CCCCCC	C48H86NO8P	InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14-17,20-23,26,28,46H,6-13,18-19,24-25,27,29-45H2,1-5H3/t46-/m1/s1	ORJYHUZZUPRLIN-YACUFSJGSA-N	835.6091052			MMDBc0034033
BASm0020836	PC(20:3(8Z,11Z,14Z)/22:1(13Z))	PC(20:3(8Z,11Z,14Z)/22:1(13Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(8Z,11Z,14Z)/22:1(13Z)), in particular, consists of one chain of homo-g-linolenic acid at the C-1 position and one chain of erucic acid at the C-2 position. The homo-g-linolenic acid moiety is derived from fish oils, liver and kidney, while the erucic acid moiety is derived from seed oils and avocados. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C50H92NO8P	InChI=1S/C50H92NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-41-43-50(53)59-48(47-58-60(54,55)57-45-44-51(3,4)5)46-56-49(52)42-40-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h15,17,20-23,28,30,48H,6-14,16,18-19,24-27,29,31-47H2,1-5H3/t48-/m1/s1	HILDKBKUEBHUIK-QSCHNALKSA-N	865.6560554			MMDBc0034034
BASm0020837	PC(20:3(8Z,11Z,14Z)/P-16:0)	PC(20:3(8Z,11Z,14Z)/P-16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(8Z,11Z,14Z)/P-16:0), in particular, consists of one chain of homo-g-linolenic acid at the C-1 position and one chain of plasmalogen 16:0 at the C-2 position. The homo-g-linolenic acid moiety is derived from fish oils, liver and kidney, while the plasmalogen 16:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCC=COC(COC(=O)CCCCCCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H82NO7P	InChI=1S/C44H82NO7P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-44(46)50-41-43(42-52-53(47,48)51-40-38-45(3,4)5)49-39-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h14,16,20,22,24-25,36,39,43H,6-13,15,17-19,21,23,26-35,37-38,40-42H2,1-5H3	YNEOKOLTTKSNFT-UHFFFAOYSA-N	767.5828905			MMDBc0034035
BASm0020838	PC(20:3(8Z,11Z,14Z)/P-18:0)	PC(20:3(8Z,11Z,14Z)/P-18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(8Z,11Z,14Z)/P-18:0), in particular, consists of one chain of homo-g-linolenic acid at the C-1 position and one chain of plasmalogen 18:0 at the C-2 position. The homo-g-linolenic acid moiety is derived from fish oils, liver and kidney, while the plasmalogen 18:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCCCC=COC(COC(=O)CCCCCCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H86NO7P	InChI=1S/C46H86NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-46(48)52-43-45(44-54-55(49,50)53-42-40-47(3,4)5)51-41-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h14,16,20,22,25,27,38,41,45H,6-13,15,17-19,21,23-24,26,28-37,39-40,42-44H2,1-5H3	IMISCMOUPRVKCY-UHFFFAOYSA-N	795.6141906			MMDBc0034036
BASm0020839	PC(20:3(8Z,11Z,14Z)/P-18:1(11Z))	PC(20:3(8Z,11Z,14Z)/P-18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(8Z,11Z,14Z)/P-18:1(11Z)), in particular, consists of one chain of homo-g-linolenic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The homo-g-linolenic acid moiety is derived from fish oils, liver and kidney, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCC=CCCCCCCCCC=COC(COC(=O)CCCCCCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H84NO7P	InChI=1S/C46H84NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-46(48)52-43-45(44-54-55(49,50)53-42-40-47(3,4)5)51-41-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h14,16-17,19-20,22,25,27,38,41,45H,6-13,15,18,21,23-24,26,28-37,39-40,42-44H2,1-5H3	CCNAQOMJOZUUNX-UHFFFAOYSA-N	793.5985406			MMDBc0034037
BASm0020840	PC(20:3(8Z,11Z,14Z)/P-18:1(9Z))	PC(20:3(8Z,11Z,14Z)/P-18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(8Z,11Z,14Z)/P-18:1(9Z)), in particular, consists of one chain of homo-g-linolenic acid at the C-1 position and one chain of plasmalogen 18:1n9 at the C-2 position. The homo-g-linolenic acid moiety is derived from fish oils, liver and kidney, while the plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCC=CCCCCCCC=COC(COC(=O)CCCCCCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H84NO7P	InChI=1S/C46H84NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-46(48)52-43-45(44-54-55(49,50)53-42-40-47(3,4)5)51-41-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h14,16,20-23,25,27,38,41,45H,6-13,15,17-19,24,26,28-37,39-40,42-44H2,1-5H3	LBPLYVPCWJRTGP-UHFFFAOYSA-N	793.5985406			MMDBc0034038
BASm0020841	PC(20:4(5Z,8Z,11Z,14Z)/14:0)	PC(20:4(5Z,8Z,11Z,14Z)/14:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:4(5Z,8Z,11Z,14Z)/14:0), in particular, consists of one chain of arachidonic acid at the C-1 position and one chain of myristic acid at the C-2 position. The arachidonic acid moiety is derived from animal fats and eggs, while the myristic acid moiety is derived from nutmeg and butter. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCC=CCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C42H76NO8P	InChI=1S/C42H76NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-24-17-15-13-11-9-7-2/h14,16,19-20,22-23,26,28,40H,6-13,15,17-18,21,24-25,27,29-39H2,1-5H3/t40-/m1/s1	KMZWZYBLPBQHMP-RRHRGVEJSA-N	753.5308549			MMDBc0034039
BASm0020842	PC(20:4(5Z,8Z,11Z,14Z)/16:1(9Z))	PC(20:4(5Z,8Z,11Z,14Z)/16:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:4(5Z,8Z,11Z,14Z)/16:1(9Z)), in particular, consists of one chain of arachidonic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The arachidonic acid moiety is derived from animal fats and eggs, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCC=CCC=CCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCC	C44H78NO8P	InChI=1S/C44H78NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-24-19-17-15-13-11-9-7-2/h14,16-17,19-21,23,25,28,30,42H,6-13,15,18,22,24,26-27,29,31-41H2,1-5H3/t42-/m1/s1	KKRYRHYMXROGPM-HUESYALOSA-N	779.546505			MMDBc0034040
BASm0020843	PC(20:4(5Z,8Z,11Z,14Z)/18:1(11Z))	PC(20:4(5Z,8Z,11Z,14Z)/18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:4(5Z,8Z,11Z,14Z)/18:1(11Z)), in particular, consists of one chain of arachidonic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. The arachidonic acid moiety is derived from animal fats and eggs, while the vaccenic acid moiety is derived from butter fat and animal fat. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCC=CCCCCCCCCCC(=O)O[C@H](COC(=O)CCCC=CCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H82NO8P	InChI=1S/C46H82NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h14,16-17,19-20,22,25-26,30,32,44H,6-13,15,18,21,23-24,27-29,31,33-43H2,1-5H3/t44-/m1/s1	YLWBKBDNHWQEFU-USYZEHPZSA-N	807.5778051			MMDBc0034041
BASm0020844	PC(20:4(5Z,8Z,11Z,14Z)/18:1(9Z))	PC(20:4(5Z,8Z,11Z,14Z)/18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:4(5Z,8Z,11Z,14Z)/18:1(9Z)), in particular, consists of one chain of arachidonic acid at the C-1 position and one chain of oleic acid at the C-2 position. The arachidonic acid moiety is derived from animal fats and eggs, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCC(=O)O[C@H](COC(=O)CCCC=CCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H82NO8P	InChI=1S/C46H82NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h14,16,20-22,24-26,30,32,44H,6-13,15,17-19,23,27-29,31,33-43H2,1-5H3/t44-/m1/s1	PJAVLQZDHFXHPI-USYZEHPZSA-N	807.5778051			MMDBc0034042
BASm0020845	PC(20:4(5Z,8Z,11Z,14Z)/18:2(9Z,12Z))	PC(20:4(5Z,8Z,11Z,14Z)/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:4(5Z,8Z,11Z,14Z)/18:2(9Z,12Z)), in particular, consists of one chain of arachidonic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The arachidonic acid moiety is derived from animal fats and eggs, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCC=CCC=CCCCCCCCC(=O)O[C@H](COC(=O)CCCC=CCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H80NO8P	InChI=1S/C46H80NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h14-17,20-22,24-26,30,32,44H,6-13,18-19,23,27-29,31,33-43H2,1-5H3/t44-/m1/s1	PLZBTDKJYHXIEW-USYZEHPZSA-N	805.5621551			MMDBc0034043
BASm0020846	PC(20:4(5Z,8Z,11Z,14Z)/20:0)	PC(20:4(5Z,8Z,11Z,14Z)/20:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:4(5Z,8Z,11Z,14Z)/20:0), in particular, consists of one chain of arachidonic acid at the C-1 position and one chain of arachidic acid at the C-2 position. The arachidonic acid moiety is derived from animal fats and eggs, while the arachidic acid moiety is derived from peanut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCC=CCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H88NO8P	InChI=1S/C48H88NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14,16,20,22,26,28,32,34,46H,6-13,15,17-19,21,23-25,27,29-31,33,35-45H2,1-5H3/t46-/m1/s1	DXCCGBCVYMELBT-YACUFSJGSA-N	837.6247553			MMDBc0034044
BASm0020847	PC(20:4(5Z,8Z,11Z,14Z)/20:1(11Z))	PC(20:4(5Z,8Z,11Z,14Z)/20:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:4(5Z,8Z,11Z,14Z)/20:1(11Z)), in particular, consists of one chain of arachidonic acid at the C-1 position and one chain of eicosenoic acid at the C-2 position. The arachidonic acid moiety is derived from animal fats and eggs, while the eicosenoic acid moiety is derived from vegetable oils and cod oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCC(=O)O[C@H](COC(=O)CCCC=CCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H86NO8P	InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14,16,20-23,26,28,32,34,46H,6-13,15,17-19,24-25,27,29-31,33,35-45H2,1-5H3/t46-/m1/s1	FFPFWVHSVNGQKW-YACUFSJGSA-N	835.6091052			MMDBc0034045
BASm0020848	PC(20:4(5Z,8Z,11Z,14Z)/22:0)	PC(20:4(5Z,8Z,11Z,14Z)/22:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:4(5Z,8Z,11Z,14Z)/22:0), in particular, consists of one chain of arachidonic acid at the C-1 position and one chain of behenic acid at the C-2 position. The arachidonic acid moiety is derived from animal fats and eggs, while the behenic acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCC=CCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C50H92NO8P	InChI=1S/C50H92NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-41-43-50(53)59-48(47-58-60(54,55)57-45-44-51(3,4)5)46-56-49(52)42-40-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,28,30,34,36,48H,6-14,16,18-20,22,24-27,29,31-33,35,37-47H2,1-5H3/t48-/m1/s1	CVECNRQDBOYLEX-QSCHNALKSA-N	865.6560554			MMDBc0034046
BASm0020849	PC(20:4(5Z,8Z,11Z,14Z)/P-18:1(11Z))	PC(20:4(5Z,8Z,11Z,14Z)/P-18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:4(5Z,8Z,11Z,14Z)/P-18:1(11Z)), in particular, consists of one chain of arachidonic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The arachidonic acid moiety is derived from animal fats and eggs, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCC=CCCCCCCCCC=COC(COC(=O)CCCC=CCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H82NO7P	InChI=1S/C46H82NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-46(48)52-43-45(44-54-55(49,50)53-42-40-47(3,4)5)51-41-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h14,16-17,19-20,22,25,27,31,33,38,41,45H,6-13,15,18,21,23-24,26,28-30,32,34-37,39-40,42-44H2,1-5H3	BKCKPUXEOILIKW-UHFFFAOYSA-N	791.5828905			MMDBc0034047
BASm0020850	PC(20:4(5Z,8Z,11Z,14Z)/P-18:1(9Z))	PC(20:4(5Z,8Z,11Z,14Z)/P-18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:4(5Z,8Z,11Z,14Z)/P-18:1(9Z)), in particular, consists of one chain of arachidonic acid at the C-1 position and one chain of plasmalogen 18:1n9 at the C-2 position. The arachidonic acid moiety is derived from animal fats and eggs, while the plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCC=CCCCCCCC=COC(COC(=O)CCCC=CCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H82NO7P	InChI=1S/C46H82NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-46(48)52-43-45(44-54-55(49,50)53-42-40-47(3,4)5)51-41-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h14,16,20-23,25,27,31,33,38,41,45H,6-13,15,17-19,24,26,28-30,32,34-37,39-40,42-44H2,1-5H3	XFZLVOWQACHWOM-UHFFFAOYSA-N	791.5828905			MMDBc0034048
BASm0020851	PC(20:4(8Z,11Z,14Z,17Z)/14:0)	PC(20:4(8Z,11Z,14Z,17Z)/14:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:4(8Z,11Z,14Z,17Z)/14:0), in particular, consists of one chain of eicsoatetraenoic acid at the C-1 position and one chain of myristic acid at the C-2 position. The eicsoatetraenoic acid moiety is derived from fish oils, while the myristic acid moiety is derived from nutmeg and butter. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCC=CCC=CCC=CCC=CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC	C42H76NO8P	InChI=1S/C42H76NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-24-17-15-13-11-9-7-2/h8,10,14,16,19-20,22-23,40H,6-7,9,11-13,15,17-18,21,24-39H2,1-5H3/t40-/m1/s1	ZSYMQFVRTIVMFA-RRHRGVEJSA-N	753.5308549			MMDBc0034049
BASm0020852	PC(20:4(8Z,11Z,14Z,17Z)/16:1(9Z))	PC(20:4(8Z,11Z,14Z,17Z)/16:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:4(8Z,11Z,14Z,17Z)/16:1(9Z)), in particular, consists of one chain of eicsoatetraenoic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The eicsoatetraenoic acid moiety is derived from fish oils, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCC=CCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H78NO8P	InChI=1S/C44H78NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-24-19-17-15-13-11-9-7-2/h8,10,14,16-17,19-21,23,25,42H,6-7,9,11-13,15,18,22,24,26-41H2,1-5H3/t42-/m1/s1	YZVMADINWPHQBY-HUESYALOSA-N	779.546505			MMDBc0034050
BASm0020853	PC(20:4(8Z,11Z,14Z,17Z)/18:1(11Z))	PC(20:4(8Z,11Z,14Z,17Z)/18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:4(8Z,11Z,14Z,17Z)/18:1(11Z)), in particular, consists of one chain of eicsoatetraenoic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. The eicsoatetraenoic acid moiety is derived from fish oils, while the vaccenic acid moiety is derived from butter fat and animal fat. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCC=CCC=CCC=CCC=CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCCCCCC	C46H82NO8P	InChI=1S/C46H82NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h8,10,14,16-17,19-20,22,25-26,44H,6-7,9,11-13,15,18,21,23-24,27-43H2,1-5H3/t44-/m1/s1	AKLWUKOTFBFPBC-USYZEHPZSA-N	807.5778051			MMDBc0034051
BASm0020854	PC(20:4(8Z,11Z,14Z,17Z)/18:2(9Z,12Z))	PC(20:4(8Z,11Z,14Z,17Z)/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:4(8Z,11Z,14Z,17Z)/18:2(9Z,12Z)), in particular, consists of one chain of eicsoatetraenoic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The eicsoatetraenoic acid moiety is derived from fish oils, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCC=CCC=CCC=CCC=CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCCCCC	C46H80NO8P	InChI=1S/C46H80NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h8,10,14-17,20-22,24-26,44H,6-7,9,11-13,18-19,23,27-43H2,1-5H3/t44-/m1/s1	CEJUIQBITPKHHY-USYZEHPZSA-N	805.5621551			MMDBc0034052
BASm0020855	PC(20:4(8Z,11Z,14Z,17Z)/20:0)	PC(20:4(8Z,11Z,14Z,17Z)/20:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:4(8Z,11Z,14Z,17Z)/20:0), in particular, consists of one chain of eicsoatetraenoic acid at the C-1 position and one chain of arachidic acid at the C-2 position. The eicsoatetraenoic acid moiety is derived from fish oils, while the arachidic acid moiety is derived from peanut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H88NO8P	InChI=1S/C48H88NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h8,10,14,16,20,22,26,28,46H,6-7,9,11-13,15,17-19,21,23-25,27,29-45H2,1-5H3/t46-/m1/s1	RWXBUUZTIJHTSZ-YACUFSJGSA-N	837.6247553			MMDBc0034053
BASm0020856	PC(20:4(8Z,11Z,14Z,17Z)/20:1(11Z))	PC(20:4(8Z,11Z,14Z,17Z)/20:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:4(8Z,11Z,14Z,17Z)/20:1(11Z)), in particular, consists of one chain of eicsoatetraenoic acid at the C-1 position and one chain of eicosenoic acid at the C-2 position. The eicsoatetraenoic acid moiety is derived from fish oils, while the eicosenoic acid moiety is derived from vegetable oils and cod oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H86NO8P	InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h8,10,14,16,20-23,26,28,46H,6-7,9,11-13,15,17-19,24-25,27,29-45H2,1-5H3/t46-/m1/s1	IJTJDJOOHZVSAC-YACUFSJGSA-N	835.6091052			MMDBc0034054
BASm0020857	PC(20:4(8Z,11Z,14Z,17Z)/22:0)	PC(20:4(8Z,11Z,14Z,17Z)/22:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:4(8Z,11Z,14Z,17Z)/22:0), in particular, consists of one chain of eicsoatetraenoic acid at the C-1 position and one chain of behenic acid at the C-2 position. The eicsoatetraenoic acid moiety is derived from fish oils, while the behenic acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C50H92NO8P	InChI=1S/C50H92NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-41-43-50(53)59-48(47-58-60(54,55)57-45-44-51(3,4)5)46-56-49(52)42-40-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h9,11,15,17,21,23,28,30,48H,6-8,10,12-14,16,18-20,22,24-27,29,31-47H2,1-5H3/t48-/m1/s1	XJLHAZSETMTODV-QSCHNALKSA-N	865.6560554			MMDBc0034055
BASm0020858	PC(20:5(5Z,8Z,11Z,14Z,17Z)/16:0)	PC(20:5(5Z,8Z,11Z,14Z,17Z)/16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:5(5Z,8Z,11Z,14Z,17Z)/16:0), in particular, consists of one chain of eicosapentaenoic acid at the C-1 position and one chain of palmitic acid at the C-2 position. The eicosapentaenoic acid moiety is derived from fish oils, liver and kidney, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCC=CCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H78NO8P	InChI=1S/C44H78NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-24-19-17-15-13-11-9-7-2/h8,10,14,16,20-21,23,25,28,30,42H,6-7,9,11-13,15,17-19,22,24,26-27,29,31-41H2,1-5H3/t42-/m1/s1	SUZYROYNFNQALJ-HUESYALOSA-N	779.546505			MMDBc0034056
BASm0020859	PC(20:5(5Z,8Z,11Z,14Z,17Z)/16:1(9Z))	PC(20:5(5Z,8Z,11Z,14Z,17Z)/16:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:5(5Z,8Z,11Z,14Z,17Z)/16:1(9Z)), in particular, consists of one chain of eicosapentaenoic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The eicosapentaenoic acid moiety is derived from fish oils, liver and kidney, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCC=CCCCCCCCC(=O)O[C@H](COC(=O)CCCC=CCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H76NO8P	InChI=1S/C44H76NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-24-19-17-15-13-11-9-7-2/h8,10,14,16-17,19-21,23,25,28,30,42H,6-7,9,11-13,15,18,22,24,26-27,29,31-41H2,1-5H3/t42-/m1/s1	SHMZMMGXODYRCN-HUESYALOSA-N	777.5308549			MMDBc0034057
BASm0020860	PC(20:5(5Z,8Z,11Z,14Z,17Z)/18:1(11Z))	PC(20:5(5Z,8Z,11Z,14Z,17Z)/18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:5(5Z,8Z,11Z,14Z,17Z)/18:1(11Z)), in particular, consists of one chain of eicosapentaenoic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. The eicosapentaenoic acid moiety is derived from fish oils, liver and kidney, while the vaccenic acid moiety is derived from butter fat and animal fat. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCC=CCCCCCCCCCC(=O)O[C@H](COC(=O)CCCC=CCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H80NO8P	InChI=1S/C46H80NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h8,10,14,16-17,19-20,22,25-26,30,32,44H,6-7,9,11-13,15,18,21,23-24,27-29,31,33-43H2,1-5H3/t44-/m1/s1	KAAXHFGQTWYDKM-USYZEHPZSA-N	805.5621551			MMDBc0034058
BASm0020861	PC(20:5(5Z,8Z,11Z,14Z,17Z)/18:1(9Z))	PC(20:5(5Z,8Z,11Z,14Z,17Z)/18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:5(5Z,8Z,11Z,14Z,17Z)/18:1(9Z)), in particular, consists of one chain of eicosapentaenoic acid at the C-1 position and one chain of oleic acid at the C-2 position. The eicosapentaenoic acid moiety is derived from fish oils, liver and kidney, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCC=CCC=CCC=CCC=CCC=CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC	C46H80NO8P	InChI=1S/C46H80NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h8,10,14,16,20-22,24-26,30,32,44H,6-7,9,11-13,15,17-19,23,27-29,31,33-43H2,1-5H3/t44-/m1/s1	JZKMYCPNBSRARO-USYZEHPZSA-N	805.5621551			MMDBc0034059
BASm0020862	PC(20:5(5Z,8Z,11Z,14Z,17Z)/20:0)	PC(20:5(5Z,8Z,11Z,14Z,17Z)/20:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:5(5Z,8Z,11Z,14Z,17Z)/20:0), in particular, consists of one chain of eicosapentaenoic acid at the C-1 position and one chain of arachidic acid at the C-2 position. The eicosapentaenoic acid moiety is derived from fish oils, liver and kidney, while the arachidic acid moiety is derived from peanut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCC=CCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H86NO8P	InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h8,10,14,16,20,22,26,28,32,34,46H,6-7,9,11-13,15,17-19,21,23-25,27,29-31,33,35-45H2,1-5H3/t46-/m1/s1	SFESOYFQZQJCOY-YACUFSJGSA-N	835.6091052			MMDBc0034060
BASm0020863	PC(20:5(5Z,8Z,11Z,14Z,17Z)/P-16:0)	PC(20:5(5Z,8Z,11Z,14Z,17Z)/P-16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:5(5Z,8Z,11Z,14Z,17Z)/P-16:0), in particular, consists of one chain of eicosapentaenoic acid at the C-1 position and one chain of plasmalogen 16:0 at the C-2 position. The eicosapentaenoic acid moiety is derived from fish oils, liver and kidney, while the plasmalogen 16:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCC=COC(COC(=O)CCCC=CCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H78NO7P	InChI=1S/C44H78NO7P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-44(46)50-41-43(42-52-53(47,48)51-40-38-45(3,4)5)49-39-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h8,10,14,16,20,22,24-25,29,31,36,39,43H,6-7,9,11-13,15,17-19,21,23,26-28,30,32-35,37-38,40-42H2,1-5H3	RPGDUWQZQBHLNS-UHFFFAOYSA-N	763.5515904			MMDBc0034061
BASm0020864	PC(20:5(5Z,8Z,11Z,14Z,17Z)/P-18:1(11Z))	PC(20:5(5Z,8Z,11Z,14Z,17Z)/P-18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:5(5Z,8Z,11Z,14Z,17Z)/P-18:1(11Z)), in particular, consists of one chain of eicosapentaenoic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The eicosapentaenoic acid moiety is derived from fish oils, liver and kidney, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCC=CCCCCCCCCC=COC(COC(=O)CCCC=CCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H80NO7P	InChI=1S/C46H80NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-46(48)52-43-45(44-54-55(49,50)53-42-40-47(3,4)5)51-41-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h8,10,14,16-17,19-20,22,25,27,31,33,38,41,45H,6-7,9,11-13,15,18,21,23-24,26,28-30,32,34-37,39-40,42-44H2,1-5H3	WDNOQSUMHJTAOV-UHFFFAOYSA-N	789.5672404			MMDBc0034062
BASm0020865	PC(20:5(5Z,8Z,11Z,14Z,17Z)/P-18:1(9Z))	PC(20:5(5Z,8Z,11Z,14Z,17Z)/P-18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:5(5Z,8Z,11Z,14Z,17Z)/P-18:1(9Z)), in particular, consists of one chain of eicosapentaenoic acid at the C-1 position and one chain of plasmalogen 18:1n9 at the C-2 position. The eicosapentaenoic acid moiety is derived from fish oils, liver and kidney, while the plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCC=CCCCCCCC=COC(COC(=O)CCCC=CCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H80NO7P	InChI=1S/C46H80NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-46(48)52-43-45(44-54-55(49,50)53-42-40-47(3,4)5)51-41-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h8,10,14,16,20-23,25,27,31,33,38,41,45H,6-7,9,11-13,15,17-19,24,26,28-30,32,34-37,39-40,42-44H2,1-5H3	USPBFZFHJPVLST-UHFFFAOYSA-N	789.5672404			MMDBc0034063
BASm0020866	PC(22:0/14:1(9Z))	PC(22:0/14:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:0/14:1(9Z)), in particular, consists of one chain of behenic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The behenic acid moiety is derived from groundnut oil, while the myristoleic acid moiety is derived from milk fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCC	C44H86NO8P	InChI=1S/C44H86NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-26-17-15-13-11-9-7-2/h13,15,42H,6-12,14,16-41H2,1-5H3/t42-/m1/s1	RGHFEAMZDBFLPO-HUESYALOSA-N	787.6091052			MMDBc0034064
BASm0020867	PC(22:0/18:2(9Z,12Z))	PC(22:0/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:0/18:2(9Z,12Z)), in particular, consists of one chain of behenic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The behenic acid moiety is derived from groundnut oil, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCCCCC	C48H92NO8P	InChI=1S/C48H92NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-26-21-19-17-15-13-11-9-7-2/h15,17,21,26,46H,6-14,16,18-20,22-25,27-45H2,1-5H3/t46-/m1/s1	LDQMGTRKTWSKIW-YACUFSJGSA-N	841.6560554			MMDBc0034065
BASm0020868	PC(22:0/18:3(6Z,9Z,12Z))	PC(22:0/18:3(6Z,9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:0/18:3(6Z,9Z,12Z)), in particular, consists of one chain of behenic acid at the C-1 position and one chain of g-linolenic acid at the C-2 position. The behenic acid moiety is derived from groundnut oil, while the g-linolenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCCCCC	C48H90NO8P	InChI=1S/C48H90NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-26-21-19-17-15-13-11-9-7-2/h15,17,21,26,31,33,46H,6-14,16,18-20,22-25,27-30,32,34-45H2,1-5H3/t46-/m1/s1	OFWRYSQDJOQSHU-YACUFSJGSA-N	839.6404054			MMDBc0034066
BASm0020869	PC(22:0/18:3(9Z,12Z,15Z))	PC(22:0/18:3(9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:0/18:3(9Z,12Z,15Z)), in particular, consists of one chain of behenic acid at the C-1 position and one chain of a-linolenic acid at the C-2 position. The behenic acid moiety is derived from groundnut oil, while the a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC	C48H90NO8P	InChI=1S/C48H90NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-26-21-19-17-15-13-11-9-7-2/h9,11,15,17,21,26,46H,6-8,10,12-14,16,18-20,22-25,27-45H2,1-5H3/t46-/m1/s1	JYFWSVLYQSTYHE-YACUFSJGSA-N	839.6404054			MMDBc0034067
BASm0020870	PC(22:0/18:4(6Z,9Z,12Z,15Z))	PC(22:0/18:4(6Z,9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:0/18:4(6Z,9Z,12Z,15Z)), in particular, consists of one chain of behenic acid at the C-1 position and one chain of stearidonic acid at the C-2 position. The behenic acid moiety is derived from groundnut oil, while the stearidonic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCC=CCC	C48H88NO8P	InChI=1S/C48H88NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-26-21-19-17-15-13-11-9-7-2/h9,11,15,17,21,26,31,33,46H,6-8,10,12-14,16,18-20,22-25,27-30,32,34-45H2,1-5H3/t46-/m1/s1	LFDYHYAWJHIDTQ-YACUFSJGSA-N	837.6247553			MMDBc0034068
BASm0020871	PC(22:0/20:1(11Z))	PC(22:0/20:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:0/20:1(11Z)), in particular, consists of one chain of behenic acid at the C-1 position and one chain of eicosenoic acid at the C-2 position. The behenic acid moiety is derived from groundnut oil, while the eicosenoic acid moiety is derived from vegetable oils and cod oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCCCCCCCC	C50H98NO8P	InChI=1S/C50H98NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-27-28-30-32-34-36-38-40-42-49(52)56-46-48(47-58-60(54,55)57-45-44-51(3,4)5)59-50(53)43-41-39-37-35-33-31-29-26-23-21-19-17-15-13-11-9-7-2/h21,23,48H,6-20,22,24-47H2,1-5H3/t48-/m1/s1	JTSFTWZTLBUFSL-QSCHNALKSA-N	871.7030056			MMDBc0034069
BASm0020872	PC(22:0/20:2(11Z,14Z))	PC(22:0/20:2(11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:0/20:2(11Z,14Z)), in particular, consists of one chain of behenic acid at the C-1 position and one chain of eicosadienoic acid at the C-2 position. The behenic acid moiety is derived from groundnut oil, while the eicosadienoic acid moiety is derived from fish oils and liver. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCC=CCCCCC	C50H96NO8P	InChI=1S/C50H96NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-27-28-30-32-34-36-38-40-42-49(52)56-46-48(47-58-60(54,55)57-45-44-51(3,4)5)59-50(53)43-41-39-37-35-33-31-29-26-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,48H,6-14,16,18-20,22,24-47H2,1-5H3/t48-/m1/s1	LFYYYSNBZJRBSA-QSCHNALKSA-N	869.6873556			MMDBc0034070
BASm0020873	PC(22:0/20:4(5Z,8Z,11Z,14Z))	PC(22:0/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of behenic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The behenic acid moiety is derived from groundnut oil, while the arachidonic acid moiety is derived from animal fats and eggs. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCC=CCCCCC	C50H92NO8P	InChI=1S/C50H92NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-27-28-30-32-34-36-38-40-42-49(52)56-46-48(47-58-60(54,55)57-45-44-51(3,4)5)59-50(53)43-41-39-37-35-33-31-29-26-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,29,31,35,37,48H,6-14,16,18-20,22,24-28,30,32-34,36,38-47H2,1-5H3/t48-/m1/s1	YMTVBHIALYUAKW-QSCHNALKSA-N	865.6560554			MMDBc0034071
BASm0020874	PC(22:0/20:4(8Z,11Z,14Z,17Z))	PC(22:0/20:4(8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:0/20:4(8Z,11Z,14Z,17Z)), in particular, consists of one chain of behenic acid at the C-1 position and one chain of eicsoatetraenoic acid at the C-2 position. The behenic acid moiety is derived from groundnut oil, while the eicsoatetraenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC=CCC=CCC=CCC=CCC	C50H92NO8P	InChI=1S/C50H92NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-27-28-30-32-34-36-38-40-42-49(52)56-46-48(47-58-60(54,55)57-45-44-51(3,4)5)59-50(53)43-41-39-37-35-33-31-29-26-23-21-19-17-15-13-11-9-7-2/h9,11,15,17,21,23,29,31,48H,6-8,10,12-14,16,18-20,22,24-28,30,32-47H2,1-5H3/t48-/m1/s1	BUDCKLMBPWXPIS-QSCHNALKSA-N	865.6560554			MMDBc0034072
BASm0020875	PC(22:1(13Z)/14:0)	PC(22:1(13Z)/14:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:1(13Z)/14:0), in particular, consists of one chain of erucic acid at the C-1 position and one chain of myristic acid at the C-2 position. The erucic acid moiety is derived from seed oils and avocados, while the myristic acid moiety is derived from nutmeg and butter. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H86NO8P	InChI=1S/C44H86NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-26-17-15-13-11-9-7-2/h19-20,42H,6-18,21-41H2,1-5H3/t42-/m1/s1	RSKUBXWDAIDNLE-HUESYALOSA-N	787.6091052			MMDBc0034073
BASm0020876	PC(22:1(13Z)/14:1(9Z))	PC(22:1(13Z)/14:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:1(13Z)/14:1(9Z)), in particular, consists of one chain of erucic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The erucic acid moiety is derived from seed oils and avocados, while the myristoleic acid moiety is derived from milk fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCC	C44H84NO8P	InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-26-17-15-13-11-9-7-2/h13,15,19-20,42H,6-12,14,16-18,21-41H2,1-5H3/t42-/m1/s1	CYQUGAJGPGKDFF-HUESYALOSA-N	785.5934552			MMDBc0034074
BASm0020877	PC(22:1(13Z)/18:1(9Z))	PC(22:1(13Z)/18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:1(13Z)/18:1(9Z)), in particular, consists of one chain of erucic acid at the C-1 position and one chain of oleic acid at the C-2 position. The erucic acid moiety is derived from seed oils and avocados, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC	C48H92NO8P	InChI=1S/C48H92NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-26-21-19-17-15-13-11-9-7-2/h20-22,26,46H,6-19,23-25,27-45H2,1-5H3/t46-/m1/s1	CZZWUVSNBSTVTM-YACUFSJGSA-N	841.6560554			MMDBc0034075
BASm0020878	PC(22:1(13Z)/18:2(9Z,12Z))	PC(22:1(13Z)/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:1(13Z)/18:2(9Z,12Z)), in particular, consists of one chain of erucic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The erucic acid moiety is derived from seed oils and avocados, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCCCCC	C48H90NO8P	InChI=1S/C48H90NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-26-21-19-17-15-13-11-9-7-2/h15,17,20-22,26,46H,6-14,16,18-19,23-25,27-45H2,1-5H3/t46-/m1/s1	QITWVLBMWWSFPO-YACUFSJGSA-N	839.6404054			MMDBc0034076
BASm0020879	PC(22:1(13Z)/18:3(6Z,9Z,12Z))	PC(22:1(13Z)/18:3(6Z,9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:1(13Z)/18:3(6Z,9Z,12Z)), in particular, consists of one chain of erucic acid at the C-1 position and one chain of g-linolenic acid at the C-2 position. The erucic acid moiety is derived from seed oils and avocados, while the g-linolenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCCCCC	C48H88NO8P	InChI=1S/C48H88NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-26-21-19-17-15-13-11-9-7-2/h15,17,20-22,26,31,33,46H,6-14,16,18-19,23-25,27-30,32,34-45H2,1-5H3/t46-/m1/s1	BUYWHDOUDGEIHW-YACUFSJGSA-N	837.6247553			MMDBc0034077
BASm0020880	PC(22:1(13Z)/18:3(9Z,12Z,15Z))	PC(22:1(13Z)/18:3(9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:1(13Z)/18:3(9Z,12Z,15Z)), in particular, consists of one chain of erucic acid at the C-1 position and one chain of a-linolenic acid at the C-2 position. The erucic acid moiety is derived from seed oils and avocados, while the a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC	C48H88NO8P	InChI=1S/C48H88NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-26-21-19-17-15-13-11-9-7-2/h9,11,15,17,20-22,26,46H,6-8,10,12-14,16,18-19,23-25,27-45H2,1-5H3/t46-/m1/s1	FHUAYOMRHXZKHT-YACUFSJGSA-N	837.6247553			MMDBc0034078
BASm0020881	PC(22:1(13Z)/18:4(6Z,9Z,12Z,15Z))	PC(22:1(13Z)/18:4(6Z,9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:1(13Z)/18:4(6Z,9Z,12Z,15Z)), in particular, consists of one chain of erucic acid at the C-1 position and one chain of stearidonic acid at the C-2 position. The erucic acid moiety is derived from seed oils and avocados, while the stearidonic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCC=CCC	C48H86NO8P	InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-26-21-19-17-15-13-11-9-7-2/h9,11,15,17,20-22,26,31,33,46H,6-8,10,12-14,16,18-19,23-25,27-30,32,34-45H2,1-5H3/t46-/m1/s1	UCKDHIBTSOLZAW-YACUFSJGSA-N	835.6091052			MMDBc0034079
BASm0020882	PC(22:1(13Z)/20:0)	PC(22:1(13Z)/20:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:1(13Z)/20:0), in particular, consists of one chain of erucic acid at the C-1 position and one chain of arachidic acid at the C-2 position. The erucic acid moiety is derived from seed oils and avocados, while the arachidic acid moiety is derived from peanut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C50H98NO8P	InChI=1S/C50H98NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-27-28-30-32-34-36-38-40-42-49(52)56-46-48(47-58-60(54,55)57-45-44-51(3,4)5)59-50(53)43-41-39-37-35-33-31-29-26-23-21-19-17-15-13-11-9-7-2/h20,22,48H,6-19,21,23-47H2,1-5H3/t48-/m1/s1	GHUGFCZMTRWVKH-QSCHNALKSA-N	871.7030056			MMDBc0034080
BASm0020883	PC(22:1(13Z)/20:1(11Z))	PC(22:1(13Z)/20:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:1(13Z)/20:1(11Z)), in particular, consists of one chain of erucic acid at the C-1 position and one chain of eicosenoic acid at the C-2 position. The erucic acid moiety is derived from seed oils and avocados, while the eicosenoic acid moiety is derived from vegetable oils and cod oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCCCCCCCC	C50H96NO8P	InChI=1S/C50H96NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-27-28-30-32-34-36-38-40-42-49(52)56-46-48(47-58-60(54,55)57-45-44-51(3,4)5)59-50(53)43-41-39-37-35-33-31-29-26-23-21-19-17-15-13-11-9-7-2/h20-23,48H,6-19,24-47H2,1-5H3/t48-/m1/s1	RDVFINNZTUFVCO-QSCHNALKSA-N	869.6873556			MMDBc0034081
BASm0020884	PC(22:1(13Z)/20:3(5Z,8Z,11Z))	PC(22:1(13Z)/20:3(5Z,8Z,11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:1(13Z)/20:3(5Z,8Z,11Z)), in particular, consists of one chain of erucic acid at the C-1 position and one chain of mead acid at the C-2 position. The erucic acid moiety is derived from seed oils and avocados, while the mead acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCCCCCCCC	C50H92NO8P	InChI=1S/C50H92NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-27-28-30-32-34-36-38-40-42-49(52)56-46-48(47-58-60(54,55)57-45-44-51(3,4)5)59-50(53)43-41-39-37-35-33-31-29-26-23-21-19-17-15-13-11-9-7-2/h20-23,29,31,35,37,48H,6-19,24-28,30,32-34,36,38-47H2,1-5H3/t48-/m1/s1	UMAICRBPHIYESB-QSCHNALKSA-N	865.6560554			MMDBc0034082
BASm0020885	PC(22:1(13Z)/20:3(8Z,11Z,14Z))	PC(22:1(13Z)/20:3(8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:1(13Z)/20:3(8Z,11Z,14Z)), in particular, consists of one chain of erucic acid at the C-1 position and one chain of homo-g-linolenic acid at the C-2 position. The erucic acid moiety is derived from seed oils and avocados, while the homo-g-linolenic acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC=CCC=CCC=CCCCCC	C50H92NO8P	InChI=1S/C50H92NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-27-28-30-32-34-36-38-40-42-49(52)56-46-48(47-58-60(54,55)57-45-44-51(3,4)5)59-50(53)43-41-39-37-35-33-31-29-26-23-21-19-17-15-13-11-9-7-2/h15,17,20-23,29,31,48H,6-14,16,18-19,24-28,30,32-47H2,1-5H3/t48-/m1/s1	JPJFWRWQZROHJW-QSCHNALKSA-N	865.6560554			MMDBc0034083
BASm0020886	PC(22:1(13Z)/P-18:1(11Z))	PC(22:1(13Z)/P-18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:1(13Z)/P-18:1(11Z)), in particular, consists of one chain of erucic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The erucic acid moiety is derived from seed oils and avocados, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCC=CCCCCCCCCCCCC(=O)OCC(COP([O-])(=O)OCC[N+](C)(C)C)OC=CCCCCCCCCC=CCCCCCC	C48H92NO7P	InChI=1S/C48H92NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-29-31-33-35-37-39-41-48(50)54-45-47(46-56-57(51,52)55-44-42-49(3,4)5)53-43-40-38-36-34-32-30-28-23-21-19-17-15-13-11-9-7-2/h17,19-20,22,40,43,47H,6-16,18,21,23-39,41-42,44-46H2,1-5H3	VJMHNWXIJKHKHT-UHFFFAOYSA-N	825.6611408			MMDBc0034084
BASm0020887	PC(22:1(13Z)/P-18:1(9Z))	PC(22:1(13Z)/P-18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:1(13Z)/P-18:1(9Z)), in particular, consists of one chain of erucic acid at the C-1 position and one chain of plasmalogen 18:1n9 at the C-2 position. The erucic acid moiety is derived from seed oils and avocados, while the plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCC=CCCCCCCCCCCCC(=O)OCC(COP([O-])(=O)OCC[N+](C)(C)C)OC=CCCCCCCC=CCCCCCCCC	C48H92NO7P	InChI=1S/C48H92NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-29-31-33-35-37-39-41-48(50)54-45-47(46-56-57(51,52)55-44-42-49(3,4)5)53-43-40-38-36-34-32-30-28-23-21-19-17-15-13-11-9-7-2/h20-23,40,43,47H,6-19,24-39,41-42,44-46H2,1-5H3	JLVZEZTUUWTBQT-UHFFFAOYSA-N	825.6611408			MMDBc0034085
BASm0020888	PC(22:2(13Z,16Z)/14:0)	PC(22:2(13Z,16Z)/14:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:2(13Z,16Z)/14:0), in particular, consists of one chain of docosadienoic acid at the C-1 position and one chain of myristic acid at the C-2 position. The docosadienoic acid moiety is derived from animal fats, while the myristic acid moiety is derived from nutmeg and butter. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H84NO8P	InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-26-17-15-13-11-9-7-2/h14,16,19-20,42H,6-13,15,17-18,21-41H2,1-5H3/t42-/m1/s1	POKOLAWNECNRHW-HUESYALOSA-N	785.5934552			MMDBc0034086
BASm0020889	PC(22:2(13Z,16Z)/14:1(9Z))	PC(22:2(13Z,16Z)/14:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:2(13Z,16Z)/14:1(9Z)), in particular, consists of one chain of docosadienoic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The docosadienoic acid moiety is derived from animal fats, while the myristoleic acid moiety is derived from milk fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCC=CCC=CCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCC	C44H82NO8P	InChI=1S/C44H82NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-26-17-15-13-11-9-7-2/h13-16,19-20,42H,6-12,17-18,21-41H2,1-5H3/t42-/m1/s1	AHJIOIOFNHUXKJ-HUESYALOSA-N	783.5778051			MMDBc0034087
BASm0020890	PC(22:2(13Z,16Z)/16:1(9Z))	PC(22:2(13Z,16Z)/16:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:2(13Z,16Z)/16:1(9Z)), in particular, consists of one chain of docosadienoic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The docosadienoic acid moiety is derived from animal fats, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCC=CCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H86NO8P	InChI=1S/C46H86NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-27-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-26-19-17-15-13-11-9-7-2/h14,16-17,19-21,44H,6-13,15,18,22-43H2,1-5H3/t44-/m1/s1	GEAKOUDHDIZJPQ-USYZEHPZSA-N	811.6091052			MMDBc0034088
BASm0020891	PC(22:2(13Z,16Z)/18:0)	PC(22:2(13Z,16Z)/18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:2(13Z,16Z)/18:0), in particular, consists of one chain of docosadienoic acid at the C-1 position and one chain of stearic acid at the C-2 position. The docosadienoic acid moiety is derived from animal fats, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H92NO8P	InChI=1S/C48H92NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-26-21-19-17-15-13-11-9-7-2/h14,16,20,22,46H,6-13,15,17-19,21,23-45H2,1-5H3/t46-/m1/s1	LAXKISCJOCARCS-YACUFSJGSA-N	841.6560554			MMDBc0034089
BASm0020892	PC(22:2(13Z,16Z)/18:1(11Z))	PC(22:2(13Z,16Z)/18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:2(13Z,16Z)/18:1(11Z)), in particular, consists of one chain of docosadienoic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. The docosadienoic acid moiety is derived from animal fats, while the vaccenic acid moiety is derived from butter fat and animal fat. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCC=CCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H90NO8P	InChI=1S/C48H90NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-26-21-19-17-15-13-11-9-7-2/h14,16-17,19-20,22,46H,6-13,15,18,21,23-45H2,1-5H3/t46-/m1/s1	JEEDOLIAMMVOTO-YACUFSJGSA-N	839.6404054			MMDBc0034090
BASm0020893	PC(22:2(13Z,16Z)/18:1(9Z))	PC(22:2(13Z,16Z)/18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:2(13Z,16Z)/18:1(9Z)), in particular, consists of one chain of docosadienoic acid at the C-1 position and one chain of oleic acid at the C-2 position. The docosadienoic acid moiety is derived from animal fats, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H90NO8P	InChI=1S/C48H90NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-26-21-19-17-15-13-11-9-7-2/h14,16,20-22,26,46H,6-13,15,17-19,23-25,27-45H2,1-5H3/t46-/m1/s1	GQOYHJFWEIXIGI-YACUFSJGSA-N	839.6404054			MMDBc0034091
BASm0020894	PC(22:2(13Z,16Z)/18:2(9Z,12Z))	PC(22:2(13Z,16Z)/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:2(13Z,16Z)/18:2(9Z,12Z)), in particular, consists of one chain of docosadienoic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The docosadienoic acid moiety is derived from animal fats, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCC=CCC=CCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCCCCC	C48H88NO8P	InChI=1S/C48H88NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-26-21-19-17-15-13-11-9-7-2/h14-17,20-22,26,46H,6-13,18-19,23-25,27-45H2,1-5H3/t46-/m1/s1	QQIYXJBHMDYXHH-YACUFSJGSA-N	837.6247553			MMDBc0034092
BASm0020895	PC(22:2(13Z,16Z)/18:3(6Z,9Z,12Z))	PC(22:2(13Z,16Z)/18:3(6Z,9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:2(13Z,16Z)/18:3(6Z,9Z,12Z)), in particular, consists of one chain of docosadienoic acid at the C-1 position and one chain of g-linolenic acid at the C-2 position. The docosadienoic acid moiety is derived from animal fats, while the g-linolenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCC=CCC=CCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCCCCC	C48H86NO8P	InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-26-21-19-17-15-13-11-9-7-2/h14-17,20-22,26,31,33,46H,6-13,18-19,23-25,27-30,32,34-45H2,1-5H3/t46-/m1/s1	GBWKGOXLSQQBGD-YACUFSJGSA-N	835.6091052			MMDBc0034093
BASm0020896	PC(22:2(13Z,16Z)/18:3(9Z,12Z,15Z))	PC(22:2(13Z,16Z)/18:3(9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:2(13Z,16Z)/18:3(9Z,12Z,15Z)), in particular, consists of one chain of docosadienoic acid at the C-1 position and one chain of a-linolenic acid at the C-2 position. The docosadienoic acid moiety is derived from animal fats, while the a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCC=CCC=CCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC	C48H86NO8P	InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-26-21-19-17-15-13-11-9-7-2/h9,11,14-17,20-22,26,46H,6-8,10,12-13,18-19,23-25,27-45H2,1-5H3/t46-/m1/s1	MNLODOXUTCKZPS-YACUFSJGSA-N	835.6091052			MMDBc0034094
BASm0020897	PC(22:2(13Z,16Z)/20:0)	PC(22:2(13Z,16Z)/20:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:2(13Z,16Z)/20:0), in particular, consists of one chain of docosadienoic acid at the C-1 position and one chain of arachidic acid at the C-2 position. The docosadienoic acid moiety is derived from animal fats, while the arachidic acid moiety is derived from peanut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCC	C50H96NO8P	InChI=1S/C50H96NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-27-28-30-32-34-36-38-40-42-49(52)56-46-48(47-58-60(54,55)57-45-44-51(3,4)5)59-50(53)43-41-39-37-35-33-31-29-26-23-21-19-17-15-13-11-9-7-2/h14,16,20,22,48H,6-13,15,17-19,21,23-47H2,1-5H3/t48-/m1/s1	UGLJQXWXHNGVFA-QSCHNALKSA-N	869.6873556			MMDBc0034095
BASm0020898	PC(22:2(13Z,16Z)/20:2(11Z,14Z))	PC(22:2(13Z,16Z)/20:2(11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:2(13Z,16Z)/20:2(11Z,14Z)), in particular, consists of one chain of docosadienoic acid at the C-1 position and one chain of eicosadienoic acid at the C-2 position. The docosadienoic acid moiety is derived from animal fats, while the eicosadienoic acid moiety is derived from fish oils and liver. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCC=CCCCCC	C50H92NO8P	InChI=1S/C50H92NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-27-28-30-32-34-36-38-40-42-49(52)56-46-48(47-58-60(54,55)57-45-44-51(3,4)5)59-50(53)43-41-39-37-35-33-31-29-26-23-21-19-17-15-13-11-9-7-2/h14-17,20-23,48H,6-13,18-19,24-47H2,1-5H3/t48-/m1/s1	AGTWPYRVVNKJKX-QSCHNALKSA-N	865.6560554			MMDBc0034096
BASm0020899	PC(22:2(13Z,16Z)/P-18:0)	PC(22:2(13Z,16Z)/P-18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:2(13Z,16Z)/P-18:0), in particular, consists of one chain of docosadienoic acid at the C-1 position and one chain of plasmalogen 18:0 at the C-2 position. The docosadienoic acid moiety is derived from animal fats, while the plasmalogen 18:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCCCC=COC(COC(=O)CCCCCCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H92NO7P	InChI=1S/C48H92NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-29-31-33-35-37-39-41-48(50)54-45-47(46-56-57(51,52)55-44-42-49(3,4)5)53-43-40-38-36-34-32-30-28-23-21-19-17-15-13-11-9-7-2/h14,16,20,22,40,43,47H,6-13,15,17-19,21,23-39,41-42,44-46H2,1-5H3	WTPAHBSLQUJOMF-UHFFFAOYSA-N	825.6611408			MMDBc0034097
BASm0020900	PC(22:2(13Z,16Z)/P-18:1(11Z))	PC(22:2(13Z,16Z)/P-18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:2(13Z,16Z)/P-18:1(11Z)), in particular, consists of one chain of docosadienoic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The docosadienoic acid moiety is derived from animal fats, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCC=CCCCCCCCCC=COC(COC(=O)CCCCCCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H90NO7P	InChI=1S/C48H90NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-29-31-33-35-37-39-41-48(50)54-45-47(46-56-57(51,52)55-44-42-49(3,4)5)53-43-40-38-36-34-32-30-28-23-21-19-17-15-13-11-9-7-2/h14,16-17,19-20,22,40,43,47H,6-13,15,18,21,23-39,41-42,44-46H2,1-5H3	MWEZXEFKBKZJCZ-UHFFFAOYSA-N	823.6454908			MMDBc0034098
BASm0020901	PC(22:2(13Z,16Z)/P-18:1(9Z))	PC(22:2(13Z,16Z)/P-18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:2(13Z,16Z)/P-18:1(9Z)), in particular, consists of one chain of docosadienoic acid at the C-1 position and one chain of plasmalogen 18:1n9 at the C-2 position. The docosadienoic acid moiety is derived from animal fats, while the plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCC=CCCCCCCC=COC(COC(=O)CCCCCCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H90NO7P	InChI=1S/C48H90NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-29-31-33-35-37-39-41-48(50)54-45-47(46-56-57(51,52)55-44-42-49(3,4)5)53-43-40-38-36-34-32-30-28-23-21-19-17-15-13-11-9-7-2/h14,16,20-23,40,43,47H,6-13,15,17-19,24-39,41-42,44-46H2,1-5H3	ZDVKWGVDIXWINA-UHFFFAOYSA-N	823.6454908			MMDBc0034099
BASm0020902	PC(22:4(7Z,10Z,13Z,16Z)/14:1(9Z))	PC(22:4(7Z,10Z,13Z,16Z)/14:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:4(7Z,10Z,13Z,16Z)/14:1(9Z)), in particular, consists of one chain of adrenic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The adrenic acid moiety is derived from animal fats, while the myristoleic acid moiety is derived from milk fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCC=CCC=CCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCC	C44H78NO8P	InChI=1S/C44H78NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-26-17-15-13-11-9-7-2/h13-16,19-20,22-23,25,27,42H,6-12,17-18,21,24,26,28-41H2,1-5H3/t42-/m1/s1	UJZMLLMWTJZZJX-HUESYALOSA-N	779.546505			MMDBc0034100
BASm0020903	PC(22:4(7Z,10Z,13Z,16Z)/18:0)	PC(22:4(7Z,10Z,13Z,16Z)/18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:4(7Z,10Z,13Z,16Z)/18:0), in particular, consists of one chain of adrenic acid at the C-1 position and one chain of stearic acid at the C-2 position. The adrenic acid moiety is derived from animal fats, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCC=CCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H88NO8P	InChI=1S/C48H88NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-26-21-19-17-15-13-11-9-7-2/h14,16,20,22,24-25,28,30,46H,6-13,15,17-19,21,23,26-27,29,31-45H2,1-5H3/t46-/m1/s1	YVFBVKJWPMCQQG-YACUFSJGSA-N	837.6247553			MMDBc0034101
BASm0020904	PC(22:4(7Z,10Z,13Z,16Z)/18:1(11Z))	PC(22:4(7Z,10Z,13Z,16Z)/18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:4(7Z,10Z,13Z,16Z)/18:1(11Z)), in particular, consists of one chain of adrenic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. The adrenic acid moiety is derived from animal fats, while the vaccenic acid moiety is derived from butter fat and animal fat. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCC=CCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCC=CCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H86NO8P	InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-26-21-19-17-15-13-11-9-7-2/h14,16-17,19-20,22,24-25,28,30,46H,6-13,15,18,21,23,26-27,29,31-45H2,1-5H3/t46-/m1/s1	JJGXBUHPKPRTOF-YACUFSJGSA-N	835.6091052			MMDBc0034102
BASm0020905	PC(22:4(7Z,10Z,13Z,16Z)/18:1(9Z))	PC(22:4(7Z,10Z,13Z,16Z)/18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:4(7Z,10Z,13Z,16Z)/18:1(9Z)), in particular, consists of one chain of adrenic acid at the C-1 position and one chain of oleic acid at the C-2 position. The adrenic acid moiety is derived from animal fats, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCC=CCC=CCC=CCC=CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC	C48H86NO8P	InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-26-21-19-17-15-13-11-9-7-2/h14,16,20-22,24-26,28,30,46H,6-13,15,17-19,23,27,29,31-45H2,1-5H3/t46-/m1/s1	HWRNDLGQJATPMI-YACUFSJGSA-N	835.6091052			MMDBc0034103
BASm0020906	PC(22:4(7Z,10Z,13Z,16Z)/20:0)	PC(22:4(7Z,10Z,13Z,16Z)/20:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:4(7Z,10Z,13Z,16Z)/20:0), in particular, consists of one chain of adrenic acid at the C-1 position and one chain of arachidic acid at the C-2 position. The adrenic acid moiety is derived from animal fats, while the arachidic acid moiety is derived from peanut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCC=CCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C50H92NO8P	InChI=1S/C50H92NO8P/c1-6-8-10-12-14-16-18-20-22-24-25-27-28-30-32-34-36-38-40-42-49(52)56-46-48(47-58-60(54,55)57-45-44-51(3,4)5)59-50(53)43-41-39-37-35-33-31-29-26-23-21-19-17-15-13-11-9-7-2/h14,16,20,22,25,27,30,32,48H,6-13,15,17-19,21,23-24,26,28-29,31,33-47H2,1-5H3/t48-/m1/s1	MFAKYYBEUHGJJL-QSCHNALKSA-N	865.6560554			MMDBc0034104
BASm0020907	PC(22:4(7Z,10Z,13Z,16Z)/P-18:0)	PC(22:4(7Z,10Z,13Z,16Z)/P-18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:4(7Z,10Z,13Z,16Z)/P-18:0), in particular, consists of one chain of adrenic acid at the C-1 position and one chain of plasmalogen 18:0 at the C-2 position. The adrenic acid moiety is derived from animal fats, while the plasmalogen 18:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCCCC=COC(COC(=O)CCCCCC=CCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H88NO7P	InChI=1S/C48H88NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-29-31-33-35-37-39-41-48(50)54-45-47(46-56-57(51,52)55-44-42-49(3,4)5)53-43-40-38-36-34-32-30-28-23-21-19-17-15-13-11-9-7-2/h14,16,20,22,25-26,29,31,40,43,47H,6-13,15,17-19,21,23-24,27-28,30,32-39,41-42,44-46H2,1-5H3	HPVYKCPKEVVBSW-UHFFFAOYSA-N	821.6298407			MMDBc0034105
BASm0020908	PC(22:4(7Z,10Z,13Z,16Z)/P-18:1(11Z))	PC(22:4(7Z,10Z,13Z,16Z)/P-18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:4(7Z,10Z,13Z,16Z)/P-18:1(11Z)), in particular, consists of one chain of adrenic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The adrenic acid moiety is derived from animal fats, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCC=CCCCCCCCCC=COC(COC(=O)CCCCCC=CCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H86NO7P	InChI=1S/C48H86NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-29-31-33-35-37-39-41-48(50)54-45-47(46-56-57(51,52)55-44-42-49(3,4)5)53-43-40-38-36-34-32-30-28-23-21-19-17-15-13-11-9-7-2/h14,16-17,19-20,22,25-26,29,31,40,43,47H,6-13,15,18,21,23-24,27-28,30,32-39,41-42,44-46H2,1-5H3	IWLBPHJZJWTKKU-UHFFFAOYSA-N	819.6141906			MMDBc0034106
BASm0020909	PC(22:5(4Z,7Z,10Z,13Z,16Z)/14:0)	PC(22:5(4Z,7Z,10Z,13Z,16Z)/14:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:5(4Z,7Z,10Z,13Z,16Z)/14:0), in particular, consists of one chain of docosapentaenoic acid at the C-1 position and one chain of myristic acid at the C-2 position. The docosapentaenoic acid moiety is derived from animal fats and brain, while the myristic acid moiety is derived from nutmeg and butter. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCC=CCC=CCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H78NO8P	InChI=1S/C44H78NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-26-17-15-13-11-9-7-2/h14,16,19-20,22-23,25,27,30,32,42H,6-13,15,17-18,21,24,26,28-29,31,33-41H2,1-5H3/t42-/m1/s1	AJLDCHCYUANNSO-HUESYALOSA-N	779.546505			MMDBc0034107
BASm0020910	PC(22:5(4Z,7Z,10Z,13Z,16Z)/14:1(9Z))	PC(22:5(4Z,7Z,10Z,13Z,16Z)/14:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:5(4Z,7Z,10Z,13Z,16Z)/14:1(9Z)), in particular, consists of one chain of docosapentaenoic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The docosapentaenoic acid moiety is derived from animal fats and brain, while the myristoleic acid moiety is derived from milk fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCC=CCC=CCC=CCC=CCC=CCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCC	C44H76NO8P	InChI=1S/C44H76NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-26-17-15-13-11-9-7-2/h13-16,19-20,22-23,25,27,30,32,42H,6-12,17-18,21,24,26,28-29,31,33-41H2,1-5H3/t42-/m1/s1	XGLZBINKZRQAPD-HUESYALOSA-N	777.5308549			MMDBc0034108
BASm0020911	PC(22:5(7Z,10Z,13Z,16Z,19Z)/14:0)	PC(22:5(7Z,10Z,13Z,16Z,19Z)/14:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:5(7Z,10Z,13Z,16Z,19Z)/14:0), in particular, consists of one chain of docosapentaenoic acid at the C-1 position and one chain of myristic acid at the C-2 position. The docosapentaenoic acid moiety is derived from fish oils, while the myristic acid moiety is derived from nutmeg and butter. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCC=CCC=CCC=CCC=CCC=CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC	C44H78NO8P	InChI=1S/C44H78NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-26-17-15-13-11-9-7-2/h8,10,14,16,19-20,22-23,25,27,42H,6-7,9,11-13,15,17-18,21,24,26,28-41H2,1-5H3/t42-/m1/s1	LPZVTJRCWZIDNE-HUESYALOSA-N	779.546505			MMDBc0034109
BASm0020912	PC(22:5(7Z,10Z,13Z,16Z,19Z)/14:1(9Z))	PC(22:5(7Z,10Z,13Z,16Z,19Z)/14:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:5(7Z,10Z,13Z,16Z,19Z)/14:1(9Z)), in particular, consists of one chain of docosapentaenoic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The docosapentaenoic acid moiety is derived from fish oils, while the myristoleic acid moiety is derived from milk fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCC=CCC=CCC=CCC=CCC=CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCC	C44H76NO8P	InChI=1S/C44H76NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-26-17-15-13-11-9-7-2/h8,10,13-16,19-20,22-23,25,27,42H,6-7,9,11-12,17-18,21,24,26,28-41H2,1-5H3/t42-/m1/s1	XYZGDARMQJBJAP-HUESYALOSA-N	777.5308549			MMDBc0034110
BASm0020913	PC(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/14:0)	PC(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/14:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/14:0), in particular, consists of one chain of docosahexaenoic acid at the C-1 position and one chain of myristic acid at the C-2 position. The docosahexaenoic acid moiety is derived from fish oils, while the myristic acid moiety is derived from nutmeg and butter. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCC=CCC=CCC=CCC=CCC=CCC=CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC	C44H76NO8P	InChI=1S/C44H76NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-26-17-15-13-11-9-7-2/h8,10,14,16,19-20,22-23,25,27,30,32,42H,6-7,9,11-13,15,17-18,21,24,26,28-29,31,33-41H2,1-5H3/t42-/m1/s1	WJBQZCVRYZHPRT-HUESYALOSA-N	777.5308549			MMDBc0034111
BASm0020914	PC(24:0/18:1(11Z))	PC(24:0/18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(24:0/18:1(11Z)), in particular, consists of one chain of lignoceric acid at the C-1 position and one chain of vaccenic acid at the C-2 position. The lignoceric acid moiety is derived from groundnut oil, while the vaccenic acid moiety is derived from butter fat and animal fat. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCCCCCC	C50H98NO8P	InChI=1S/C50H98NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-26-27-29-30-32-34-36-38-40-42-49(52)56-46-48(47-58-60(54,55)57-45-44-51(3,4)5)59-50(53)43-41-39-37-35-33-31-28-21-19-17-15-13-11-9-7-2/h17,19,48H,6-16,18,20-47H2,1-5H3/t48-/m1/s1	GHQRIAPHRZOTFN-QSCHNALKSA-N	871.7030056			MMDBc0034112
BASm0020915	PC(24:0/18:1(9Z))	PC(24:0/18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(24:0/18:1(9Z)), in particular, consists of one chain of lignoceric acid at the C-1 position and one chain of oleic acid at the C-2 position. The lignoceric acid moiety is derived from groundnut oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC	C50H98NO8P	InChI=1S/C50H98NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-26-27-29-30-32-34-36-38-40-42-49(52)56-46-48(47-58-60(54,55)57-45-44-51(3,4)5)59-50(53)43-41-39-37-35-33-31-28-21-19-17-15-13-11-9-7-2/h21,28,48H,6-20,22-27,29-47H2,1-5H3/t48-/m1/s1	RPFJUYGHQKYVGN-QSCHNALKSA-N	871.7030056			MMDBc0034113
BASm0020916	PC(24:0/18:2(9Z,12Z))	PC(24:0/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(24:0/18:2(9Z,12Z)), in particular, consists of one chain of lignoceric acid at the C-1 position and one chain of linoleic acid at the C-2 position. The lignoceric acid moiety is derived from groundnut oil, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCCCCC	C50H96NO8P	InChI=1S/C50H96NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-26-27-29-30-32-34-36-38-40-42-49(52)56-46-48(47-58-60(54,55)57-45-44-51(3,4)5)59-50(53)43-41-39-37-35-33-31-28-21-19-17-15-13-11-9-7-2/h15,17,21,28,48H,6-14,16,18-20,22-27,29-47H2,1-5H3/t48-/m1/s1	IIGQXTIUKKRHCT-QSCHNALKSA-N	869.6873556			MMDBc0034114
BASm0020917	PC(24:0/18:4(6Z,9Z,12Z,15Z))	PC(24:0/18:4(6Z,9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(24:0/18:4(6Z,9Z,12Z,15Z)), in particular, consists of one chain of lignoceric acid at the C-1 position and one chain of stearidonic acid at the C-2 position. The lignoceric acid moiety is derived from groundnut oil, while the stearidonic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCC=CCC	C50H92NO8P	InChI=1S/C50H92NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-26-27-29-30-32-34-36-38-40-42-49(52)56-46-48(47-58-60(54,55)57-45-44-51(3,4)5)59-50(53)43-41-39-37-35-33-31-28-21-19-17-15-13-11-9-7-2/h9,11,15,17,21,28,33,35,48H,6-8,10,12-14,16,18-20,22-27,29-32,34,36-47H2,1-5H3/t48-/m1/s1	IETKDEZWCHUMKL-QSCHNALKSA-N	865.6560554			MMDBc0034115
BASm0020918	PC(24:0/P-18:1(11Z))	PC(24:0/P-18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(24:0/P-18:1(11Z)), in particular, consists of one chain of lignoceric acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The lignoceric acid moiety is derived from groundnut oil, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCCCCCCCCCCC(=O)OCC(COP([O-])(=O)OCC[N+](C)(C)C)OC=CCCCCCCCCC=CCCCCCC	C50H98NO7P	InChI=1S/C50H98NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-28-29-31-33-35-37-39-41-43-50(52)56-47-49(48-58-59(53,54)57-46-44-51(3,4)5)55-45-42-40-38-36-34-32-30-23-21-19-17-15-13-11-9-7-2/h17,19,42,45,49H,6-16,18,20-41,43-44,46-48H2,1-5H3	MWPRVEPTIHJPAL-UHFFFAOYSA-N	855.708091			MMDBc0034116
BASm0020919	PC(24:0/P-18:1(9Z))	PC(24:0/P-18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(24:0/P-18:1(9Z)), in particular, consists of one chain of lignoceric acid at the C-1 position and one chain of plasmalogen 18:1n9 at the C-2 position. The lignoceric acid moiety is derived from groundnut oil, while the plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCCCCCCCCCCC(=O)OCC(COP([O-])(=O)OCC[N+](C)(C)C)OC=CCCCCCCC=CCCCCCCCC	C50H98NO7P	InChI=1S/C50H98NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-28-29-31-33-35-37-39-41-43-50(52)56-47-49(48-58-59(53,54)57-46-44-51(3,4)5)55-45-42-40-38-36-34-32-30-23-21-19-17-15-13-11-9-7-2/h21,23,42,45,49H,6-20,22,24-41,43-44,46-48H2,1-5H3	QALXUXWZWOUOFB-UHFFFAOYSA-N	855.708091			MMDBc0034117
BASm0020920	PC(24:1(15Z)/16:1(9Z))	PC(24:1(15Z)/16:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(24:1(15Z)/16:1(9Z)), in particular, consists of one chain of nervonic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The nervonic acid moiety is derived from fish oils, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCC	C48H92NO8P	InChI=1S/C48H92NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-26-27-29-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-28-19-17-15-13-11-9-7-2/h17,19-21,46H,6-16,18,22-45H2,1-5H3/t46-/m1/s1	ZHHDWDXQYDFYKQ-YACUFSJGSA-N	841.6560554			MMDBc0034118
BASm0020921	PC(24:1(15Z)/18:0)	PC(24:1(15Z)/18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(24:1(15Z)/18:0), in particular, consists of one chain of nervonic acid at the C-1 position and one chain of stearic acid at the C-2 position. The nervonic acid moiety is derived from fish oils, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C50H98NO8P	InChI=1S/C50H98NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-26-27-29-30-32-34-36-38-40-42-49(52)56-46-48(47-58-60(54,55)57-45-44-51(3,4)5)59-50(53)43-41-39-37-35-33-31-28-21-19-17-15-13-11-9-7-2/h20,22,48H,6-19,21,23-47H2,1-5H3/t48-/m1/s1	NNYLDFXNPQLQLU-QSCHNALKSA-N	871.7030056			MMDBc0034119
BASm0020922	PC(24:1(15Z)/18:1(11Z))	PC(24:1(15Z)/18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(24:1(15Z)/18:1(11Z)), in particular, consists of one chain of nervonic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. The nervonic acid moiety is derived from fish oils, while the vaccenic acid moiety is derived from butter fat and animal fat. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCCCCCC	C50H96NO8P	InChI=1S/C50H96NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-26-27-29-30-32-34-36-38-40-42-49(52)56-46-48(47-58-60(54,55)57-45-44-51(3,4)5)59-50(53)43-41-39-37-35-33-31-28-21-19-17-15-13-11-9-7-2/h17,19-20,22,48H,6-16,18,21,23-47H2,1-5H3/t48-/m1/s1	NHCQXAIWNWQNKC-QSCHNALKSA-N	869.6873556			MMDBc0034120
BASm0020923	PC(24:1(15Z)/18:1(9Z))	PC(24:1(15Z)/18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(24:1(15Z)/18:1(9Z)), in particular, consists of one chain of nervonic acid at the C-1 position and one chain of oleic acid at the C-2 position. The nervonic acid moiety is derived from fish oils, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC=CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC	C50H96NO8P	InChI=1S/C50H96NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-26-27-29-30-32-34-36-38-40-42-49(52)56-46-48(47-58-60(54,55)57-45-44-51(3,4)5)59-50(53)43-41-39-37-35-33-31-28-21-19-17-15-13-11-9-7-2/h20-22,28,48H,6-19,23-27,29-47H2,1-5H3/t48-/m1/s1	RYDOABFPJPYSFY-QSCHNALKSA-N	869.6873556			MMDBc0034121
BASm0020924	PC(24:1(15Z)/18:3(6Z,9Z,12Z))	PC(24:1(15Z)/18:3(6Z,9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(24:1(15Z)/18:3(6Z,9Z,12Z)), in particular, consists of one chain of nervonic acid at the C-1 position and one chain of g-linolenic acid at the C-2 position. The nervonic acid moiety is derived from fish oils, while the g-linolenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCCCCC	C50H92NO8P	InChI=1S/C50H92NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-26-27-29-30-32-34-36-38-40-42-49(52)56-46-48(47-58-60(54,55)57-45-44-51(3,4)5)59-50(53)43-41-39-37-35-33-31-28-21-19-17-15-13-11-9-7-2/h15,17,20-22,28,33,35,48H,6-14,16,18-19,23-27,29-32,34,36-47H2,1-5H3/t48-/m1/s1	GBIZLQLECZADGM-QSCHNALKSA-N	865.6560554			MMDBc0034122
BASm0020925	PC(24:1(15Z)/18:3(9Z,12Z,15Z))	PC(24:1(15Z)/18:3(9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(24:1(15Z)/18:3(9Z,12Z,15Z)), in particular, consists of one chain of nervonic acid at the C-1 position and one chain of a-linolenic acid at the C-2 position. The nervonic acid moiety is derived from fish oils, while the a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.↵↵While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes.  In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC	C50H92NO8P	InChI=1S/C50H92NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-26-27-29-30-32-34-36-38-40-42-49(52)56-46-48(47-58-60(54,55)57-45-44-51(3,4)5)59-50(53)43-41-39-37-35-33-31-28-21-19-17-15-13-11-9-7-2/h9,11,15,17,20-22,28,48H,6-8,10,12-14,16,18-19,23-27,29-47H2,1-5H3/t48-/m1/s1	OENQWPYNVSKSGJ-QSCHNALKSA-N	865.6560554			MMDBc0034123
BASm0020926	PC(24:1(15Z)/P-18:0)	PC(24:1(15Z)/P-18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(24:1(15Z)/P-18:0), in particular, consists of one chain of nervonic acid at the C-1 position and one chain of plasmalogen 18:0 at the C-2 position. The nervonic acid moiety is derived from fish oils, while the plasmalogen 18:0 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCCCCCCCCCC=COC(COC(=O)CCCCCCCCCCCCCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C50H98NO7P	InChI=1S/C50H98NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-28-29-31-33-35-37-39-41-43-50(52)56-47-49(48-58-59(53,54)57-46-44-51(3,4)5)55-45-42-40-38-36-34-32-30-23-21-19-17-15-13-11-9-7-2/h20,22,42,45,49H,6-19,21,23-41,43-44,46-48H2,1-5H3	PGPURMZKEVWAFO-UHFFFAOYSA-N	855.708091			MMDBc0034124
BASm0020927	PC(24:1(15Z)/P-18:1(11Z))	PC(24:1(15Z)/P-18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(24:1(15Z)/P-18:1(11Z)), in particular, consists of one chain of nervonic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The nervonic acid moiety is derived from fish oils, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCC=CCCCCCCCCCCCCCC(=O)OCC(COP([O-])(=O)OCC[N+](C)(C)C)OC=CCCCCCCCCC=CCCCCCC	C50H96NO7P	InChI=1S/C50H96NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-28-29-31-33-35-37-39-41-43-50(52)56-47-49(48-58-59(53,54)57-46-44-51(3,4)5)55-45-42-40-38-36-34-32-30-23-21-19-17-15-13-11-9-7-2/h17,19-20,22,42,45,49H,6-16,18,21,23-41,43-44,46-48H2,1-5H3	XUCRMKOOPPYQFN-UHFFFAOYSA-N	853.6924409			MMDBc0034125
BASm0020928	PC(24:1(15Z)/P-18:1(9Z))	PC(24:1(15Z)/P-18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(24:1(15Z)/P-18:1(9Z)), in particular, consists of one chain of nervonic acid at the C-1 position and one chain of plasmalogen 18:1n9 at the C-2 position. The nervonic acid moiety is derived from fish oils, while the plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	CCCCCCCCC=CCCCCCCCCCCCCCC(=O)OCC(COP([O-])(=O)OCC[N+](C)(C)C)OC=CCCCCCCC=CCCCCCCCC	C50H96NO7P	InChI=1S/C50H96NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-28-29-31-33-35-37-39-41-43-50(52)56-47-49(48-58-59(53,54)57-46-44-51(3,4)5)55-45-42-40-38-36-34-32-30-23-21-19-17-15-13-11-9-7-2/h20-23,42,45,49H,6-19,24-41,43-44,46-48H2,1-5H3	ZLQCRABYIDJNLT-UHFFFAOYSA-N	853.6924409			MMDBc0034126
BASm0020929	LysoPC(16:1(9Z))	LysoPC(16:1(9Z)/0:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(16:1(9Z)/0:0), in particular, consists of one chain of palmitoleic acid at the C-1 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor family of integral membrane proteins. LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4.  binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood.  Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910).  LPCs have a number of protective or anti-inflammatory effects.  Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910).  Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.		Solid	CCCCCCC=CCCCCCCCC(=O)OC[C@@H](O)COP([O-])(=O)OCC[N+](C)(C)C	C24H48NO7P	InChI=1S/C24H48NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(27)30-21-23(26)22-32-33(28,29)31-20-19-25(2,3)4/h10-11,23,26H,5-9,12-22H2,1-4H3/t23-/m1/s1	LFUDDCMNKWEORN-HSZRJFAPSA-N	493.3168394			MMDBc0034127
BASm0020930	LysoPC(18:1(11Z))	LysoPC(18:1(11Z)) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(18:1(11Z)), in particular, consists of one chain of vaccenic acid at the C-1 position. The vaccenic acid moiety is derived from butter fat and animal fat. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4.  binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood.  Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910).  LPCs have a number of protective or anti-inflammatory effects.  Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910).  Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.		Solid	CCCCCCC=CCCCCCCCCCC(=O)OC[C@@H](O)COP([O-])(=O)OCC[N+](C)(C)C	C26H52NO7P	InChI=1S/C26H52NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)32-23-25(28)24-34-35(30,31)33-22-21-27(2,3)4/h10-11,25,28H,5-9,12-24H2,1-4H3/t25-/m1/s1	PZRFVAHZNWPPAC-RUZDIDTESA-N	521.3481395			MMDBc0034128
BASm0020931	LysoPC(18:2(9Z,12Z))	LysoPC(18:2(9Z,12Z)) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(18:2(9Z,12Z)), in particular, consists of one chain of linoleic acid at the C-1 position. The linoleic acid moiety is derived from seed oils. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4.  binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood.  Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910).  LPCs have a number of protective or anti-inflammatory effects.  Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910).  Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.		Solid	CCCCCC=CCC=CCCCCCCCC(=O)OC[C@@H](O)COP([O-])(=O)OCC[N+](C)(C)C	C26H50NO7P	InChI=1S/C26H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)32-23-25(28)24-34-35(30,31)33-22-21-27(2,3)4/h9-10,12-13,25,28H,5-8,11,14-24H2,1-4H3/t25-/m1/s1	SPJFYYJXNPEZDW-RUZDIDTESA-N	519.3324895			MMDBc0034129
BASm0020932	LysoPC(20:4(5Z,8Z,11Z,14Z))	LysoPC(20:4(5Z,8Z,11Z,14Z)) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of arachidonic acid at the C-1 position. The arachidonic acid moiety is derived from animal fats and eggs. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor family of integral membrane proteins. LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4.  binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood.  Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910).  LPCs have a number of protective or anti-inflammatory effects.  Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910).  Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.		Solid	CCCCCC=CCC=CCC=CCC=CCCCC(=O)OC[C@@H](O)COP([O-])(=O)OCC[N+](C)(C)C	C28H50NO7P	InChI=1S/C28H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-28(31)34-25-27(30)26-36-37(32,33)35-24-23-29(2,3)4/h9-10,12-13,15-16,18-19,27,30H,5-8,11,14,17,20-26H2,1-4H3/t27-/m1/s1	LAXQYRRMGGEGOH-HHHXNRCGSA-N	543.3324895			MMDBc0034130
BASm0020933	LysoPC(20:4(8Z,11Z,14Z,17Z))	LysoPC(20:4(8Z,11Z,14Z,17Z)) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(20:4(8Z,11Z,14Z,17Z)), in particular, consists of one chain of eicsoatetraenoic acid at the C-1 position. The eicsoatetraenoic acid moiety is derived from fish oils. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor family of integral membrane proteins. LPL-R's are members of the G protein-coupled receptor (GPR) family of integral membrane proteins. Lysophosphatidylcholines (LPCs) specifically bind to GPR119, GPR40, GPR55 and GPR4.  binding of LPCs to GPR119, GPR40 and GPR55 induces intracellular calcium mobilization and leads to increased glucose-stimulated insulin secretion in different cell systems. In blood or plasma LPCs are bound mainly to albumin and to a lesser extent to lipoproteins. Inflammation, cell damage and other pathophysiological conditions can profoundly alter the ratio of free to albumin bound LPC through increased production of LPC or decreased plasma levels of albumin (PMID: 32599910). In particular, lower levels of albumin (hypoalbuminemia) lead to lower levels of LPC in the blood.  Hypoalbuminemia with albumin concentrations of <20 g/L are typical of patients with sepsis, burns or serious trauma (PMID: 26557421). Such low levels of albumin often lead to LPC levels that are 50-80 % lower than that seen in healthy individuals (PMID: 27501420). Decreased levels of LPC have been observed in a number of other inflammatory conditions beyond sepsis, including rheumatoid arthritis, diabetes, schizophrenia, polycystic ovary syndrome, Alzheimer’s disease, pulmonary arterial hypertension, aging, asthma and liver cirrhosis, where they were associated with increased mortality risk (PMID: 32599910).  LPCs have a number of protective or anti-inflammatory effects.  Higher levels of LPC induce cyclooxygenase-2 and endothelial nitric oxide synthase (eNOS) expression in endothelial cells, both of which can have vasoprotective effects either via production of prostacyclin or nitric oxide (PMID: 32599910). LPCs have been shown to elicit a number of effects on the innate immune system and effectively serve as dual-activity ligand molecules. In particular, LPCs directly activate toll-like receptor (TLR) 4 and TLR-2-1 receptors in the absence of classical TLR ligands. However, LPCs can also inhibit TLR-mediated signaling in the presence of classical TLR ligands, thereby acting as anti-inflammatory molecules (PMID: 32599910).  Low levels of LPC during a bacterial or viral infection with TLR-mediated signalling can lead to opposing (inflammatory vs. anti-inflammatory) effects and immune dysregulation.		Solid	CCC=CCC=CCC=CCC=CCCCCCCC(=O)OC[C@@H](O)COP([O-])(=O)OCC[N+](C)(C)C	C28H50NO7P	InChI=1S/C28H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-28(31)34-25-27(30)26-36-37(32,33)35-24-23-29(2,3)4/h6-7,9-10,12-13,15-16,27,30H,5,8,11,14,17-26H2,1-4H3/t27-/m1/s1	GOMVPVRDBLLHQC-HHHXNRCGSA-N	543.3324895			MMDBc0034131
BASm0020934	PC(O-16:0/18:2(9Z,12Z))	PC(O-16:0/18:2(9Z,12Z)) is an ether lipid. Ether lipids are lipids in which one or more of the carbon atoms on glycerol is bonded to an alkyl chain via an ether linkage, as opposed to the usual ester linkage.Phosphatidylcholines are a class of phospholipids which incorporate choline as a headgroup. They are a major component of biological membranes and can be isolated from either egg yolk (in Greek lekithos) or soy beans from which they are mechanically extracted or chemically extracted using hexane.Phosphatidylcholines are such a major component of lecithin, that, in some contexts, the terms are sometime used as synonyms. However, lecithin extract consists of a mixture of phosphatidylcholine and other compounds. It is also used along with sodium taurocholate for simulating fed- and fasted-state biorelevant media in dissolution studies of highly-lipophilic drugs. Phosphatidylcholine is a major constituent of cell membranes, and also plays a role in membrane-mediated cell signalling.Phospholipase D catalyzes the hydrolysis of phosphatidylcholine to form phosphatidic acid (PA), releasing the soluble choline headgroup into the cytosol. Some medical researchers are experimenting with using Phosphatidylcholine in a type of injection that will break down fat cells; to be used as an alternative to liposuction known as Injection lipolysis. (Wikipedia)While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.	88542-95-4	Solid	CCCCCCCCCCCCCCCCOC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCCCCC	C42H82NO7P	InChI=1S/C42H82NO7P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-42(44)50-41(40-49-51(45,46)48-38-36-43(3,4)5)39-47-37-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h14,16,20,22,41H,6-13,15,17-19,21,23-40H2,1-5H3/t41-/m1/s1	IQACMFWAGALEAQ-VQJSHJPSSA-N	743.5828905			MMDBc0034132
BASm0020935	PC(P-16:0/18:4(6Z,9Z,12Z,15Z))	PC(P-16:0/18:4(6Z,9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-16:0/18:4(6Z,9Z,12Z,15Z)), in particular, consists of one chain of plasmalogen 16:0 at the C-1 position and one chain of stearidonic acid at the C-2 position. The plasmalogen 16:0 moiety is derived from animal fats, liver and kidney, while the stearidonic acid moiety is derived from seed oils of hemp, blackcurrant and echium, and the cyanobacterium spirulina. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids. Phosphatidylcholines are a class of phospholipids which incorporate choline as a headgroup. They are a major component of biological membranes and can be isolated from either egg yolk (in Greek lekithos) or soy beans from which they are mechanically extracted or chemically extracted using hexane. Phosphatidylcholines are such a major component of lecithin, that, in some contexts, the terms are sometime used as synonyms. However, lecithin extract consists of a mixture of phosphatidylcholine and other compounds. It is also used along with sodium taurocholate for simulating fed- and fasted-state biorelevant media in dissolution studies of highly-lipophilic drugs. Phosphatidylcholine is a major constituent of cell membranes, and also plays a role in membrane-mediated cell signalling. Phospholipase D catalyzes the hydrolysis of phosphatidylcholine to form phosphatidic acid (PA), releasing the soluble choline headgroup into the cytosol. Some medical researchers are experimenting with using Phosphatidylcholine in a type of injection that will break down fat cells; to be used as an alternative to liposuction known as Injection lipolysis. (Wikipedia). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCCC=COC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCC=CCC	C42H76NO7P	InChI=1S/C42H76NO7P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-42(44)50-41(40-49-51(45,46)48-38-36-43(3,4)5)39-47-37-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h8,10,14,16,20,22,25,27,34,37,41H,6-7,9,11-13,15,17-19,21,23-24,26,28-33,35-36,38-40H2,1-5H3/t41-/m1/s1	DFANIYFZNIJQEP-VQJSHJPSSA-N	737.5359403			MMDBc0034133
BASm0020936	PC(20:3(8Z,11Z,14Z)/20:1(11Z))	PC(20:3(8Z,11Z,14Z)/20:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:3(8Z,11Z,14Z)/20:1(11Z)), in particular, consists of one chain of homo-g-linolenic acid at the C-1 position and one chain of eicosenoic acid at the C-2 position. The homo-g-linolenic acid moiety is derived from fish oils, liver and kidney, while the eicosenoic acid moiety is derived from vegetable oils and cod oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCC(=O)OC(COC(=O)CCCCCCC=CCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H88NO8P	InChI=1S/C48H88NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14,16,20-23,26,28,46H,6-13,15,17-19,24-25,27,29-45H2,1-5H3	LZXZOHSYOCWXFB-UHFFFAOYSA-N	837.6247553			MMDBc0034134
BASm0020937	PC(22:1(13Z)/18:1(11Z))	PC(22:1(13Z)/18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:1(13Z)/18:1(11Z)), in particular, consists of one chain of erucic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. The erucic acid moiety is derived from seed oils and avocados, while the vaccenic acid moiety is derived from butter fat and animal fat. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCCCC(=O)OCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCCCCCC	C48H92NO8P	InChI=1S/C48H92NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-26-21-19-17-15-13-11-9-7-2/h17,19-20,22,46H,6-16,18,21,23-45H2,1-5H3	VMYYPARBVHMEFG-UHFFFAOYSA-N	841.6560554			MMDBc0034135
BASm0020938	PC(P-16:0/16:1(9Z))	PC(P-16:0/16:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-16:0/16:1(9Z)), in particular, consists of one chain of plasmalogen 16:0 at the C-1 position and one chain of palmitoleic acid at the C-2 position. The plasmalogen 16:0 moiety is derived from animal fats, liver and kidney, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCCC=COCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCC	C40H78NO7P	InChI=1S/C40H78NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-35-45-37-39(38-47-49(43,44)46-36-34-41(3,4)5)48-40(42)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h17,19,32,35,39H,6-16,18,20-31,33-34,36-38H2,1-5H3	FZMYLOBGNYZPQO-UHFFFAOYSA-N	715.5515904			MMDBc0034136
BASm0020939	PC(P-16:0/18:1(11Z))	PC(P-16:0/18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-16:0/18:1(11Z)), in particular, consists of one chain of plasmalogen 16:0 at the C-1 position and one chain of vaccenic acid at the C-2 position. The plasmalogen 16:0 moiety is derived from animal fats, liver and kidney, while the vaccenic acid moiety is derived from butter fat and animal fat. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCCC=COCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCCCCCC	C42H82NO7P	InChI=1S/C42H82NO7P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-42(44)50-41(40-49-51(45,46)48-38-36-43(3,4)5)39-47-37-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h16,18,34,37,41H,6-15,17,19-33,35-36,38-40H2,1-5H3	MVDFTRYOOPZXII-UHFFFAOYSA-N	743.5828905			MMDBc0034137
BASm0020940	PC(P-16:0/18:1(9Z))	PC(P-16:0/18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-16:0/18:1(9Z)), in particular, consists of one chain of plasmalogen 16:0 at the C-1 position and one chain of oleic acid at the C-2 position. The plasmalogen 16:0 moiety is derived from animal fats, liver and kidney, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCCC=COCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC	C42H82NO7P	InChI=1S/C42H82NO7P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-42(44)50-41(40-49-51(45,46)48-38-36-43(3,4)5)39-47-37-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h20,22,34,37,41H,6-19,21,23-33,35-36,38-40H2,1-5H3	CRBBMHQTIAELIS-UHFFFAOYSA-N	743.5828905			MMDBc0034138
BASm0020941	PC(P-16:0/18:2(9Z,12Z))	PC(P-16:0/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-16:0/18:2(9Z,12Z)), in particular, consists of one chain of plasmalogen 16:0 at the C-1 position and one chain of linoleic acid at the C-2 position. The plasmalogen 16:0 moiety is derived from animal fats, liver and kidney, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCCC=COCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCCCCC	C42H80NO7P	InChI=1S/C42H80NO7P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-42(44)50-41(40-49-51(45,46)48-38-36-43(3,4)5)39-47-37-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h14,16,20,22,34,37,41H,6-13,15,17-19,21,23-33,35-36,38-40H2,1-5H3	QLEHHUPUHJPURI-UHFFFAOYSA-N	741.5672404			MMDBc0034139
BASm0020942	PC(P-16:0/18:3(6Z,9Z,12Z))	PC(P-16:0/18:3(6Z,9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-16:0/18:3(6Z,9Z,12Z)), in particular, consists of one chain of plasmalogen 16:0 at the C-1 position and one chain of g-linolenic acid at the C-2 position. The plasmalogen 16:0 moiety is derived from animal fats, liver and kidney, while the g-linolenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCCC=COCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCCCCC	C42H78NO7P	InChI=1S/C42H78NO7P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-42(44)50-41(40-49-51(45,46)48-38-36-43(3,4)5)39-47-37-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h14,16,20,22,25,27,34,37,41H,6-13,15,17-19,21,23-24,26,28-33,35-36,38-40H2,1-5H3	MNOGOEJZCHBAEJ-UHFFFAOYSA-N	739.5515904			MMDBc0034140
BASm0020943	PC(P-16:0/18:3(9Z,12Z,15Z))	PC(P-16:0/18:3(9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-16:0/18:3(9Z,12Z,15Z)), in particular, consists of one chain of plasmalogen 16:0 at the C-1 position and one chain of a-linolenic acid at the C-2 position. The plasmalogen 16:0 moiety is derived from animal fats, liver and kidney, while the a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCCC=COCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC	C42H78NO7P	InChI=1S/C42H78NO7P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-42(44)50-41(40-49-51(45,46)48-38-36-43(3,4)5)39-47-37-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h8,10,14,16,20,22,34,37,41H,6-7,9,11-13,15,17-19,21,23-33,35-36,38-40H2,1-5H3	WXQJKOUXCWEMOK-UHFFFAOYSA-N	739.5515904			MMDBc0034141
BASm0020944	PC(P-16:0/20:1(11Z))	PC(P-16:0/20:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-16:0/20:1(11Z)), in particular, consists of one chain of plasmalogen 16:0 at the C-1 position and one chain of eicosenoic acid at the C-2 position. The plasmalogen 16:0 moiety is derived from animal fats, liver and kidney, while the eicosenoic acid moiety is derived from vegetable oils and cod oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCCC=COCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCCCCCCCC	C44H86NO7P	InChI=1S/C44H86NO7P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-44(46)52-43(42-51-53(47,48)50-40-38-45(3,4)5)41-49-39-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h20,22,36,39,43H,6-19,21,23-35,37-38,40-42H2,1-5H3	WXILBCFZIXHZIG-UHFFFAOYSA-N	771.6141906			MMDBc0034142
BASm0020945	PC(P-16:0/20:2(11Z,14Z))	PC(P-16:0/20:2(11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-16:0/20:2(11Z,14Z)), in particular, consists of one chain of plasmalogen 16:0 at the C-1 position and one chain of eicosadienoic acid at the C-2 position. The plasmalogen 16:0 moiety is derived from animal fats, liver and kidney, while the eicosadienoic acid moiety is derived from fish oils and liver. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCCC=COCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCC=CCCCCC	C44H84NO7P	InChI=1S/C44H84NO7P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-44(46)52-43(42-51-53(47,48)50-40-38-45(3,4)5)41-49-39-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h14,16,20,22,36,39,43H,6-13,15,17-19,21,23-35,37-38,40-42H2,1-5H3	DORCYMODRHDYER-UHFFFAOYSA-N	769.5985406			MMDBc0034143
BASm0020946	PC(P-16:0/20:3(5Z,8Z,11Z))	PC(P-16:0/20:3(5Z,8Z,11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-16:0/20:3(5Z,8Z,11Z)), in particular, consists of one chain of plasmalogen 16:0 at the C-1 position and one chain of mead acid at the C-2 position. The plasmalogen 16:0 moiety is derived from animal fats, liver and kidney, while the mead acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCCC=COCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCCCCCCCC	C44H82NO7P	InChI=1S/C44H82NO7P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-44(46)52-43(42-51-53(47,48)50-40-38-45(3,4)5)41-49-39-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h20,22,24-25,29,31,36,39,43H,6-19,21,23,26-28,30,32-35,37-38,40-42H2,1-5H3	XWYIIYJIVUGRQE-UHFFFAOYSA-N	767.5828905			MMDBc0034144
BASm0020947	PC(P-18:0/14:0)	PC(P-18:0/14:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:0/14:0), in particular, consists of one chain of plasmalogen 18:0 at the C-1 position and one chain of myristic acid at the C-2 position. The plasmalogen 18:0 moiety is derived from animal fats, liver and kidney, while the myristic acid moiety is derived from nutmeg and butter. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCCCCC=COCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC	C40H80NO7P	InChI=1S/C40H80NO7P/c1-6-8-10-12-14-16-18-19-20-21-22-24-26-28-30-32-35-45-37-39(38-47-49(43,44)46-36-34-41(3,4)5)48-40(42)33-31-29-27-25-23-17-15-13-11-9-7-2/h32,35,39H,6-31,33-34,36-38H2,1-5H3	DUKGKTNZVUHGNM-UHFFFAOYSA-N	717.5672404			MMDBc0034145
BASm0020948	PC(P-18:0/14:1(9Z))	PC(P-18:0/14:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:0/14:1(9Z)), in particular, consists of one chain of plasmalogen 18:0 at the C-1 position and one chain of myristoleic acid at the C-2 position. The plasmalogen 18:0 moiety is derived from animal fats, liver and kidney, while the myristoleic acid moiety is derived from milk fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCCCCC=COCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCC	C40H78NO7P	InChI=1S/C40H78NO7P/c1-6-8-10-12-14-16-18-19-20-21-22-24-26-28-30-32-35-45-37-39(38-47-49(43,44)46-36-34-41(3,4)5)48-40(42)33-31-29-27-25-23-17-15-13-11-9-7-2/h13,15,32,35,39H,6-12,14,16-31,33-34,36-38H2,1-5H3	YCWPYAHFDSLECT-UHFFFAOYSA-N	715.5515904			MMDBc0034146
BASm0020949	PC(P-18:0/16:1(9Z))	PC(P-18:0/16:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:0/16:1(9Z)), in particular, consists of one chain of plasmalogen 18:0 at the C-1 position and one chain of palmitoleic acid at the C-2 position. The plasmalogen 18:0 moiety is derived from animal fats, liver and kidney, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCCCCC=COCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCC	C42H82NO7P	InChI=1S/C42H82NO7P/c1-6-8-10-12-14-16-18-20-21-22-24-26-28-30-32-34-37-47-39-41(40-49-51(45,46)48-38-36-43(3,4)5)50-42(44)35-33-31-29-27-25-23-19-17-15-13-11-9-7-2/h17,19,34,37,41H,6-16,18,20-33,35-36,38-40H2,1-5H3	KMNVIRCHUMQGHD-UHFFFAOYSA-N	743.5828905			MMDBc0034147
BASm0020950	PC(P-18:0/18:1(11Z))	PC(P-18:0/18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:0/18:1(11Z)), in particular, consists of one chain of plasmalogen 18:0 at the C-1 position and one chain of vaccenic acid at the C-2 position. The plasmalogen 18:0 moiety is derived from animal fats, liver and kidney, while the vaccenic acid moiety is derived from butter fat and animal fat. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCCCCC=COCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCCCCCC	C44H86NO7P	InChI=1S/C44H86NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-41-43(42-51-53(47,48)50-40-38-45(3,4)5)52-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h17,19,36,39,43H,6-16,18,20-35,37-38,40-42H2,1-5H3	JDTHSYITWRQVSV-UHFFFAOYSA-N	771.6141906			MMDBc0034148
BASm0020951	PC(P-18:0/18:1(9Z))	PC(P-18:0/18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:0/18:1(9Z)), in particular, consists of one chain of plasmalogen 18:0 at the C-1 position and one chain of oleic acid at the C-2 position. The plasmalogen 18:0 moiety is derived from animal fats, liver and kidney, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCCCCC=COCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC	C44H86NO7P	InChI=1S/C44H86NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-41-43(42-51-53(47,48)50-40-38-45(3,4)5)52-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h21,23,36,39,43H,6-20,22,24-35,37-38,40-42H2,1-5H3	DSWOVBIRJNAJAF-UHFFFAOYSA-N	771.6141906			MMDBc0034149
BASm0020952	PC(P-18:0/18:2(9Z,12Z))	PC(P-18:0/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:0/18:2(9Z,12Z)), in particular, consists of one chain of plasmalogen 18:0 at the C-1 position and one chain of linoleic acid at the C-2 position. The plasmalogen 18:0 moiety is derived from animal fats, liver and kidney, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCCCCC=COCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCCCCC	C44H84NO7P	InChI=1S/C44H84NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-41-43(42-51-53(47,48)50-40-38-45(3,4)5)52-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,36,39,43H,6-14,16,18-20,22,24-35,37-38,40-42H2,1-5H3	PWPOLLAYFXIWOQ-UHFFFAOYSA-N	769.5985406			MMDBc0034150
BASm0020953	PC(P-18:0/20:3(5Z,8Z,11Z))	PC(P-18:0/20:3(5Z,8Z,11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:0/20:3(5Z,8Z,11Z)), in particular, consists of one chain of plasmalogen 18:0 at the C-1 position and one chain of mead acid at the C-2 position. The plasmalogen 18:0 moiety is derived from animal fats, liver and kidney, while the mead acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCCCCC=COCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCCCCCCCC	C46H86NO7P	InChI=1S/C46H86NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-46(48)54-45(44-53-55(49,50)52-42-40-47(3,4)5)43-51-41-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h20,22,25,27,31,33,38,41,45H,6-19,21,23-24,26,28-30,32,34-37,39-40,42-44H2,1-5H3	GDXHWAGFLXXWJB-UHFFFAOYSA-N	795.6141906			MMDBc0034151
BASm0020954	PC(P-18:0/20:3(8Z,11Z,14Z))	PC(P-18:0/20:3(8Z,11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:0/20:3(8Z,11Z,14Z)), in particular, consists of one chain of plasmalogen 18:0 at the C-1 position and one chain of homo-g-linolenic acid at the C-2 position. The plasmalogen 18:0 moiety is derived from animal fats, liver and kidney, while the homo-g-linolenic acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCCCCC=COCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC=CCC=CCC=CCCCCC	C46H86NO7P	InChI=1S/C46H86NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-46(48)54-45(44-53-55(49,50)52-42-40-47(3,4)5)43-51-41-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h14,16,20,22,25,27,38,41,45H,6-13,15,17-19,21,23-24,26,28-37,39-40,42-44H2,1-5H3	LIRPHCPLRLOMHJ-UHFFFAOYSA-N	795.6141906			MMDBc0034152
BASm0020955	PC(P-18:0/22:2(13Z,16Z))	PC(P-18:0/22:2(13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:0/22:2(13Z,16Z)), in particular, consists of one chain of plasmalogen 18:0 at the C-1 position and one chain of docosadienoic acid at the C-2 position. The plasmalogen 18:0 moiety is derived from animal fats, liver and kidney, while the docosadienoic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCCCCC=COCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCC=CCC=CCCCCC	C48H92NO7P	InChI=1S/C48H92NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-29-31-33-35-37-39-41-48(50)56-47(46-55-57(51,52)54-44-42-49(3,4)5)45-53-43-40-38-36-34-32-30-28-23-21-19-17-15-13-11-9-7-2/h14,16,20,22,40,43,47H,6-13,15,17-19,21,23-39,41-42,44-46H2,1-5H3	QUSDYMYZGNKBRR-UHFFFAOYSA-N	825.6611408			MMDBc0034153
BASm0020956	PC(P-18:0/22:4(7Z,10Z,13Z,16Z))	PC(P-18:0/22:4(7Z,10Z,13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:0/22:4(7Z,10Z,13Z,16Z)), in particular, consists of one chain of plasmalogen 18:0 at the C-1 position and one chain of adrenic acid at the C-2 position. The plasmalogen 18:0 moiety is derived from animal fats, liver and kidney, while the adrenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCCCCC=COCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCC=CCC=CCC=CCC=CCCCCC	C48H88NO7P	InChI=1S/C48H88NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-29-31-33-35-37-39-41-48(50)56-47(46-55-57(51,52)54-44-42-49(3,4)5)45-53-43-40-38-36-34-32-30-28-23-21-19-17-15-13-11-9-7-2/h14,16,20,22,25-26,29,31,40,43,47H,6-13,15,17-19,21,23-24,27-28,30,32-39,41-42,44-46H2,1-5H3	VDLGCGQWZPLRIL-UHFFFAOYSA-N	821.6298407			MMDBc0034154
BASm0020957	PC(P-18:0/24:1(15Z))	PC(P-18:0/24:1(15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:0/24:1(15Z)), in particular, consists of one chain of plasmalogen 18:0 at the C-1 position and one chain of nervonic acid at the C-2 position. The plasmalogen 18:0 moiety is derived from animal fats, liver and kidney, while the nervonic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCCCCC=COCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCC=CCCCCCCCC	C50H98NO7P	InChI=1S/C50H98NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-28-29-31-33-35-37-39-41-43-50(52)58-49(48-57-59(53,54)56-46-44-51(3,4)5)47-55-45-42-40-38-36-34-32-30-23-21-19-17-15-13-11-9-7-2/h20,22,42,45,49H,6-19,21,23-41,43-44,46-48H2,1-5H3	FBDSXWIHBJVKBS-UHFFFAOYSA-N	855.708091			MMDBc0034155
BASm0020958	PC(P-18:1(11Z)/14:0)	PC(P-18:1(11Z)/14:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:1(11Z)/14:0), in particular, consists of one chain of plasmalogen 18:1n7 at the C-1 position and one chain of myristic acid at the C-2 position. The plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney, while the myristic acid moiety is derived from nutmeg and butter. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCC(=O)OC(COC=CCCCCCCCCC=CCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C40H78NO7P	InChI=1S/C40H78NO7P/c1-6-8-10-12-14-16-18-19-20-21-22-24-26-28-30-32-35-45-37-39(38-47-49(43,44)46-36-34-41(3,4)5)48-40(42)33-31-29-27-25-23-17-15-13-11-9-7-2/h16,18,32,35,39H,6-15,17,19-31,33-34,36-38H2,1-5H3	AUJFUAPYFYTPDF-UHFFFAOYSA-N	715.5515904			MMDBc0034156
BASm0020959	PC(P-18:1(11Z)/16:0)	PC(P-18:1(11Z)/16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:1(11Z)/16:0), in particular, consists of one chain of plasmalogen 18:1n7 at the C-1 position and one chain of palmitic acid at the C-2 position. The plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCCCC(=O)OC(COC=CCCCCCCCCC=CCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C42H82NO7P	InChI=1S/C42H82NO7P/c1-6-8-10-12-14-16-18-20-21-22-24-26-28-30-32-34-37-47-39-41(40-49-51(45,46)48-38-36-43(3,4)5)50-42(44)35-33-31-29-27-25-23-19-17-15-13-11-9-7-2/h16,18,34,37,41H,6-15,17,19-33,35-36,38-40H2,1-5H3	MBRHHFWRXQYYAN-UHFFFAOYSA-N	743.5828905			MMDBc0034157
BASm0020960	PC(P-18:1(11Z)/16:1(9Z))	PC(P-18:1(11Z)/16:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:1(11Z)/16:1(9Z)), in particular, consists of one chain of plasmalogen 18:1n7 at the C-1 position and one chain of palmitoleic acid at the C-2 position. The plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCC=CCCCCCCCCC=COCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCC	C42H80NO7P	InChI=1S/C42H80NO7P/c1-6-8-10-12-14-16-18-20-21-22-24-26-28-30-32-34-37-47-39-41(40-49-51(45,46)48-38-36-43(3,4)5)50-42(44)35-33-31-29-27-25-23-19-17-15-13-11-9-7-2/h16-19,34,37,41H,6-15,20-33,35-36,38-40H2,1-5H3	MKSPXEKLAWXUQB-UHFFFAOYSA-N	741.5672404			MMDBc0034158
BASm0020961	PC(P-18:1(11Z)/18:0)	PC(P-18:1(11Z)/18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:1(11Z)/18:0), in particular, consists of one chain of plasmalogen 18:1n7 at the C-1 position and one chain of stearic acid at the C-2 position. The plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCCCCCC(=O)OC(COC=CCCCCCCCCC=CCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H86NO7P	InChI=1S/C44H86NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-41-43(42-51-53(47,48)50-40-38-45(3,4)5)52-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h16,18,36,39,43H,6-15,17,19-35,37-38,40-42H2,1-5H3	JYHADTSONAUXLU-UHFFFAOYSA-N	771.6141906			MMDBc0034159
BASm0020962	PC(P-18:1(11Z)/18:1(11Z))	PC(P-18:1(11Z)/18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:1(11Z)/18:1(11Z)), in particular, consists of one chain of plasmalogen 18:1n7 at the C-1 position and one chain of vaccenic acid at the C-2 position. The plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney, while the vaccenic acid moiety is derived from butter fat and animal fat. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCC=CCCCCCCCCCC(=O)OC(COC=CCCCCCCCCC=CCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H84NO7P	InChI=1S/C44H84NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-41-43(42-51-53(47,48)50-40-38-45(3,4)5)52-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h16-19,36,39,43H,6-15,20-35,37-38,40-42H2,1-5H3	SOSODLPIZNSISY-UHFFFAOYSA-N	769.5985406			MMDBc0034160
BASm0020963	PC(P-18:1(11Z)/20:2(11Z,14Z))	PC(P-18:1(11Z)/20:2(11Z,14Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:1(11Z)/20:2(11Z,14Z)), in particular, consists of one chain of plasmalogen 18:1n7 at the C-1 position and one chain of eicosadienoic acid at the C-2 position. The plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney, while the eicosadienoic acid moiety is derived from fish oils and liver. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCC=CCCCCCCCCC=COCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCC=CCCCCC	C46H86NO7P	InChI=1S/C46H86NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-46(48)54-45(44-53-55(49,50)52-42-40-47(3,4)5)43-51-41-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h14,16-17,19-20,22,38,41,45H,6-13,15,18,21,23-37,39-40,42-44H2,1-5H3	HIXAZEWYTJZKID-UHFFFAOYSA-N	795.6141906			MMDBc0034161
BASm0020964	PC(P-18:1(11Z)/22:1(13Z))	PC(P-18:1(11Z)/22:1(13Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:1(11Z)/22:1(13Z)), in particular, consists of one chain of plasmalogen 18:1n7 at the C-1 position and one chain of erucic acid at the C-2 position. The plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney, while the erucic acid moiety is derived from seed oils and avocados. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCC=CCCCCCCCCCCCC(=O)OC(COC=CCCCCCCCCC=CCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H92NO7P	InChI=1S/C48H92NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-29-31-33-35-37-39-41-48(50)56-47(46-55-57(51,52)54-44-42-49(3,4)5)45-53-43-40-38-36-34-32-30-28-23-21-19-17-15-13-11-9-7-2/h17,19-20,22,40,43,47H,6-16,18,21,23-39,41-42,44-46H2,1-5H3	JPZXHXFKTSQZLB-UHFFFAOYSA-N	825.6611408			MMDBc0034162
BASm0020965	PC(P-18:1(11Z)/22:2(13Z,16Z))	PC(P-18:1(11Z)/22:2(13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:1(11Z)/22:2(13Z,16Z)), in particular, consists of one chain of plasmalogen 18:1n7 at the C-1 position and one chain of docosadienoic acid at the C-2 position. The plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney, while the docosadienoic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCC=CCCCCCCCCC=COCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCC=CCC=CCCCCC	C48H90NO7P	InChI=1S/C48H90NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-29-31-33-35-37-39-41-48(50)56-47(46-55-57(51,52)54-44-42-49(3,4)5)45-53-43-40-38-36-34-32-30-28-23-21-19-17-15-13-11-9-7-2/h14,16-17,19-20,22,40,43,47H,6-13,15,18,21,23-39,41-42,44-46H2,1-5H3	GCJYMGXKZROELS-UHFFFAOYSA-N	823.6454908			MMDBc0034163
BASm0020966	PC(P-18:1(11Z)/24:0)	PC(P-18:1(11Z)/24:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:1(11Z)/24:0), in particular, consists of one chain of plasmalogen 18:1n7 at the C-1 position and one chain of lignoceric acid at the C-2 position. The plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney, while the lignoceric acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCCCCCCCCCCCC(=O)OC(COC=CCCCCCCCCC=CCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C50H98NO7P	InChI=1S/C50H98NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-28-29-31-33-35-37-39-41-43-50(52)58-49(48-57-59(53,54)56-46-44-51(3,4)5)47-55-45-42-40-38-36-34-32-30-23-21-19-17-15-13-11-9-7-2/h17,19,42,45,49H,6-16,18,20-41,43-44,46-48H2,1-5H3	FKJFQKGICJZAJQ-UHFFFAOYSA-N	855.708091			MMDBc0034164
BASm0020967	PC(P-18:1(11Z)/24:1(15Z))	PC(P-18:1(11Z)/24:1(15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:1(11Z)/24:1(15Z)), in particular, consists of one chain of plasmalogen 18:1n7 at the C-1 position and one chain of nervonic acid at the C-2 position. The plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney, while the nervonic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCC=CCCCCCCCCCCCCCC(=O)OC(COC=CCCCCCCCCC=CCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C50H96NO7P	InChI=1S/C50H96NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-28-29-31-33-35-37-39-41-43-50(52)58-49(48-57-59(53,54)56-46-44-51(3,4)5)47-55-45-42-40-38-36-34-32-30-23-21-19-17-15-13-11-9-7-2/h17,19-20,22,42,45,49H,6-16,18,21,23-41,43-44,46-48H2,1-5H3	JSYLSPXKJLUURP-UHFFFAOYSA-N	853.6924409			MMDBc0034165
BASm0020968	PC(P-18:1(9Z)/14:0)	PC(P-18:1(9Z)/14:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:1(9Z)/14:0), in particular, consists of one chain of plasmalogen 18:1n9 at the C-1 position and one chain of myristic acid at the C-2 position. The plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney, while the myristic acid moiety is derived from nutmeg and butter. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCC(=O)OC(COC=CCCCCCCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C40H78NO7P	InChI=1S/C40H78NO7P/c1-6-8-10-12-14-16-18-19-20-21-22-24-26-28-30-32-35-45-37-39(38-47-49(43,44)46-36-34-41(3,4)5)48-40(42)33-31-29-27-25-23-17-15-13-11-9-7-2/h19-20,32,35,39H,6-18,21-31,33-34,36-38H2,1-5H3	SFNSPIOJURBSRT-UHFFFAOYSA-N	715.5515904			MMDBc0034166
BASm0020969	PC(P-18:1(9Z)/16:0)	PC(P-18:1(9Z)/16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:1(9Z)/16:0), in particular, consists of one chain of plasmalogen 18:1n9 at the C-1 position and one chain of palmitic acid at the C-2 position. The plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCCCC(=O)OC(COC=CCCCCCCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C42H82NO7P	InChI=1S/C42H82NO7P/c1-6-8-10-12-14-16-18-20-21-22-24-26-28-30-32-34-37-47-39-41(40-49-51(45,46)48-38-36-43(3,4)5)50-42(44)35-33-31-29-27-25-23-19-17-15-13-11-9-7-2/h20-21,34,37,41H,6-19,22-33,35-36,38-40H2,1-5H3	IWCUEZYKNAGNRQ-UHFFFAOYSA-N	743.5828905			MMDBc0034167
BASm0020970	PC(P-18:1(9Z)/16:1(9Z))	PC(P-18:1(9Z)/16:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:1(9Z)/16:1(9Z)), in particular, consists of one chain of plasmalogen 18:1n9 at the C-1 position and one chain of palmitoleic acid at the C-2 position. The plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCC=CCCCCCCC=COCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCC	C42H80NO7P	InChI=1S/C42H80NO7P/c1-6-8-10-12-14-16-18-20-21-22-24-26-28-30-32-34-37-47-39-41(40-49-51(45,46)48-38-36-43(3,4)5)50-42(44)35-33-31-29-27-25-23-19-17-15-13-11-9-7-2/h17,19-21,34,37,41H,6-16,18,22-33,35-36,38-40H2,1-5H3	SUJRZRVPVIAXCE-UHFFFAOYSA-N	741.5672404			MMDBc0034168
BASm0020971	PC(P-18:1(9Z)/18:0)	PC(P-18:1(9Z)/18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:1(9Z)/18:0), in particular, consists of one chain of plasmalogen 18:1n9 at the C-1 position and one chain of stearic acid at the C-2 position. The plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCCCCCC(=O)OC(COC=CCCCCCCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H86NO7P	InChI=1S/C44H86NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-41-43(42-51-53(47,48)50-40-38-45(3,4)5)52-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h20,22,36,39,43H,6-19,21,23-35,37-38,40-42H2,1-5H3	ZOTYCHIFTCFAHC-UHFFFAOYSA-N	771.6141906			MMDBc0034169
BASm0020972	PC(P-18:1(9Z)/22:1(13Z))	PC(P-18:1(9Z)/22:1(13Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:1(9Z)/22:1(13Z)), in particular, consists of one chain of plasmalogen 18:1n9 at the C-1 position and one chain of erucic acid at the C-2 position. The plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney, while the erucic acid moiety is derived from seed oils and avocados. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCC=CCCCCCCCCCCCC(=O)OC(COC=CCCCCCCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H92NO7P	InChI=1S/C48H92NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-29-31-33-35-37-39-41-48(50)56-47(46-55-57(51,52)54-44-42-49(3,4)5)45-53-43-40-38-36-34-32-30-28-23-21-19-17-15-13-11-9-7-2/h20-23,40,43,47H,6-19,24-39,41-42,44-46H2,1-5H3	UMEDQTSZFVUAIR-UHFFFAOYSA-N	825.6611408			MMDBc0034170
BASm0020973	PC(P-18:1(9Z)/22:2(13Z,16Z))	PC(P-18:1(9Z)/22:2(13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:1(9Z)/22:2(13Z,16Z)), in particular, consists of one chain of plasmalogen 18:1n9 at the C-1 position and one chain of docosadienoic acid at the C-2 position. The plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney, while the docosadienoic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCC=CCCCCCCC=COCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCC=CCC=CCCCCC	C48H90NO7P	InChI=1S/C48H90NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-29-31-33-35-37-39-41-48(50)56-47(46-55-57(51,52)54-44-42-49(3,4)5)45-53-43-40-38-36-34-32-30-28-23-21-19-17-15-13-11-9-7-2/h14,16,20-23,40,43,47H,6-13,15,17-19,24-39,41-42,44-46H2,1-5H3	SKUXUTQFIVWLNQ-UHFFFAOYSA-N	823.6454908			MMDBc0034171
BASm0020974	PC(P-18:1(9Z)/24:0)	PC(P-18:1(9Z)/24:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:1(9Z)/24:0), in particular, consists of one chain of plasmalogen 18:1n9 at the C-1 position and one chain of lignoceric acid at the C-2 position. The plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney, while the lignoceric acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCCCCCCCCCCCCCCCCC(=O)OC(COC=CCCCCCCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C50H98NO7P	InChI=1S/C50H98NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-28-29-31-33-35-37-39-41-43-50(52)58-49(48-57-59(53,54)56-46-44-51(3,4)5)47-55-45-42-40-38-36-34-32-30-23-21-19-17-15-13-11-9-7-2/h21,23,42,45,49H,6-20,22,24-41,43-44,46-48H2,1-5H3	GJCSGDXRDRUPGA-UHFFFAOYSA-N	855.708091			MMDBc0034172
BASm0020975	PC(P-18:1(9Z)/24:1(15Z))	PC(P-18:1(9Z)/24:1(15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(P-18:1(9Z)/24:1(15Z)), in particular, consists of one chain of plasmalogen 18:1n9 at the C-1 position and one chain of nervonic acid at the C-2 position. The plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney, while the nervonic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.		Solid	CCCCCCCCC=CCCCCCCCCCCCCCC(=O)OC(COC=CCCCCCCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C50H96NO7P	InChI=1S/C50H96NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-28-29-31-33-35-37-39-41-43-50(52)58-49(48-57-59(53,54)56-46-44-51(3,4)5)47-55-45-42-40-38-36-34-32-30-23-21-19-17-15-13-11-9-7-2/h20-23,42,45,49H,6-19,24-41,43-44,46-48H2,1-5H3	MHYVCIAEFGWAIU-UHFFFAOYSA-N	853.6924409			MMDBc0034173
BASm0020976	PC(o-16:0/16:1(9Z))	PC(O-16:0/16:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-16:0/16:1(9Z)), in particular, consists of one chain of Palmityl alcohol at the C-1 position and one chain of palmitoleic acid at the C-2 position. The Palmityl alcohol moiety is derived from animal fats and vegetable oils, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCC	C40H80NO7P	InChI=1S/C40H80NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-35-45-37-39(38-47-49(43,44)46-36-34-41(3,4)5)48-40(42)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h17,19,39H,6-16,18,20-38H2,1-5H3	HJVQHTGUAIETCQ-UHFFFAOYSA-N	717.5672404			MMDBc0034174
BASm0020977	PC(o-16:0/18:0)	PC(O-16:0/18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-16:0/18:0), in particular, consists of one chain of Palmityl alcohol at the C-1 position and one chain of stearic acid at the C-2 position. The Palmityl alcohol moiety is derived from animal fats and vegetable oils, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCC(=O)OC(COCCCCCCCCCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C42H86NO7P	InChI=1S/C42H86NO7P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-42(44)50-41(40-49-51(45,46)48-38-36-43(3,4)5)39-47-37-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h41H,6-40H2,1-5H3	PXPSGTINXJQLBR-UHFFFAOYSA-N	747.6141906			MMDBc0034175
BASm0020978	PC(o-16:0/20:0)	PC(O-16:0/20:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-16:0/20:0), in particular, consists of one chain of Palmityl alcohol at the C-1 position and one chain of arachidic acid at the C-2 position. The Palmityl alcohol moiety is derived from animal fats and vegetable oils, while the arachidic acid moiety is derived from peanut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCC(=O)OC(COCCCCCCCCCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H90NO7P	InChI=1S/C44H90NO7P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-44(46)52-43(42-51-53(47,48)50-40-38-45(3,4)5)41-49-39-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h43H,6-42H2,1-5H3	QFZSBLJYDQLBAG-UHFFFAOYSA-N	775.6454908			MMDBc0034176
BASm0020979	PC(o-16:0/20:4(8Z,11Z,14Z,17Z))	PC(O-16:0/20:4(8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-16:0/20:4(8Z,11Z,14Z,17Z)), in particular, consists of one chain of Palmityl alcohol at the C-1 position and one chain of eicosatetraenoic acid at the C-2 position. The Palmityl alcohol moiety is derived from animal fats and vegetable oils, while the eicosatetraenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC=CCC=CCC=CCC=CCC	C44H82NO7P	InChI=1S/C44H82NO7P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-44(46)52-43(42-51-53(47,48)50-40-38-45(3,4)5)41-49-39-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h8,10,14,16,20,22,24-25,43H,6-7,9,11-13,15,17-19,21,23,26-42H2,1-5H3	SOUZQPFUXRVDGK-UHFFFAOYSA-N	767.5828905			MMDBc0034177
BASm0020980	PC(o-16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z))	PC(O-16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of palmityl alcohol at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signalling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodelling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also be synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC. PC(O-16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is found in crustaceans and has been isolated from the Japanese oyster Crassostrea gigas.		Solid	CCCCCCCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC=CCC=CCC=CCC=CCC=CCC=CCC	C46H82NO7P	InChI=1S/C46H82NO7P/c1-6-8-10-12-14-16-18-20-22-23-24-25-26-27-29-31-33-35-37-39-46(48)54-45(44-53-55(49,50)52-42-40-47(3,4)5)43-51-41-38-36-34-32-30-28-21-19-17-15-13-11-9-7-2/h8,10,14,16,20,22,24-25,27,29,33,35,45H,6-7,9,11-13,15,17-19,21,23,26,28,30-32,34,36-44H2,1-5H3	QQQQNYAHSSIZBU-UHFFFAOYSA-N	791.5828905			MMDBc0034178
BASm0020981	PC(o-16:1(9Z)/18:0)	PC(O-16:1(9Z)/18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-16:1(9Z)/18:0), in particular, consists of one chain of Palmitoleyl alcohol at the C-1 position and one chain of stearic acid at the C-2 position. The Palmitoleyl alcohol moiety is derived from whale oil, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCC(=O)OC(COCCCCCCCCC=CCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C42H84NO7P	InChI=1S/C42H84NO7P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-42(44)50-41(40-49-51(45,46)48-38-36-43(3,4)5)39-47-37-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h17,19,41H,6-16,18,20-40H2,1-5H3	SVSLBZPEDBYFGG-UHFFFAOYSA-N	745.5985406			MMDBc0034179
BASm0020982	PC(o-16:1(9Z)/18:2(9Z,12Z))	PC(O-16:1(9Z)/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-16:1(9Z)/18:2(9Z,12Z)), in particular, consists of one chain of Palmitoleyl alcohol at the C-1 position and one chain of linoleic acid at the C-2 position. The Palmitoleyl alcohol moiety is derived from whale oil, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCC=CCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCCCCC	C42H80NO7P	InChI=1S/C42H80NO7P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-42(44)50-41(40-49-51(45,46)48-38-36-43(3,4)5)39-47-37-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h14,16-17,19-20,22,41H,6-13,15,18,21,23-40H2,1-5H3	AXCLECQLCBWNLZ-UHFFFAOYSA-N	741.5672404			MMDBc0034180
BASm0020983	PC(o-16:1(9Z)/20:0)	PC(O-16:1(9Z)/20:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-16:1(9Z)/20:0), in particular, consists of one chain of Palmitoleyl alcohol at the C-1 position and one chain of arachidic acid at the C-2 position. The Palmitoleyl alcohol moiety is derived from whale oil, while the arachidic acid moiety is derived from peanut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCC(=O)OC(COCCCCCCCCC=CCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C44H88NO7P	InChI=1S/C44H88NO7P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-44(46)52-43(42-51-53(47,48)50-40-38-45(3,4)5)41-49-39-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h17,19,43H,6-16,18,20-42H2,1-5H3	NEMVGIRAGVGOLH-UHFFFAOYSA-N	773.6298407			MMDBc0034181
BASm0020984	PC(o-16:1(9Z)/20:4(8Z,11Z,14Z,17Z))	PC(O-16:1(9Z)/20:4(8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-16:1(9Z)/20:4(8Z,11Z,14Z,17Z)), in particular, consists of one chain of Palmitoleyl alcohol at the C-1 position and one chain of eicosatetraenoic acid at the C-2 position. The Palmitoleyl alcohol moiety is derived from whale oil, while the eicosatetraenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCC=CCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCC=CCCCCC	C44H80NO7P	InChI=1S/C44H80NO7P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-44(46)52-43(42-51-53(47,48)50-40-38-45(3,4)5)41-49-39-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h14,16-17,19-20,22,24-25,29,31,43H,6-13,15,18,21,23,26-28,30,32-42H2,1-5H3	HOTMLHWJOWGLLX-UHFFFAOYSA-N	765.5672404			MMDBc0034182
BASm0020985	PC(o-16:1(9Z)/22:0)	PC(O-16:1(9Z)/22:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-16:1(9Z)/22:0), in particular, consists of one chain of Palmitoleyl alcohol at the C-1 position and one chain of behenic acid at the C-2 position. The Palmitoleyl alcohol moiety is derived from whale oil, while the behenic acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCCC(=O)OC(COCCCCCCCCC=CCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H92NO7P	InChI=1S/C46H92NO7P/c1-6-8-10-12-14-16-18-20-22-23-24-25-26-27-29-31-33-35-37-39-46(48)54-45(44-53-55(49,50)52-42-40-47(3,4)5)43-51-41-38-36-34-32-30-28-21-19-17-15-13-11-9-7-2/h17,19,45H,6-16,18,20-44H2,1-5H3	BEBNKXDYOOYGGD-UHFFFAOYSA-N	801.6611408			MMDBc0034183
BASm0020986	PC(o-18:0/18:0)	PC(O-18:0/18:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-18:0/18:0), in particular, consists of one chain of Stearyl alcohol at the C-1 position and one chain of stearic acid at the C-2 position. The Stearyl alcohol moiety is derived from beef fat, fish oil, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC	C44H90NO7P	InChI=1S/C44H90NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-41-43(42-51-53(47,48)50-40-38-45(3,4)5)52-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h43H,6-42H2,1-5H3	BKEDGKIMIUGHDV-UHFFFAOYSA-N	775.6454908			MMDBc0034184
BASm0020987	PC(o-18:0/18:2(9Z,12Z))	PC(O-18:0/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-18:0/18:2(9Z,12Z)), in particular, consists of one chain of Stearyl alcohol at the C-1 position and one chain of linoleic acid at the C-2 position. The Stearyl alcohol moiety is derived from beef fat, fish oil, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCCCCC	C44H86NO7P	InChI=1S/C44H86NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-41-43(42-51-53(47,48)50-40-38-45(3,4)5)52-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,43H,6-14,16,18-20,22,24-42H2,1-5H3	LMGTVCKIUNTOEP-UHFFFAOYSA-N	771.6141906			MMDBc0034185
BASm0020988	PC(o-18:0/20:4(8Z,11Z,14Z,17Z))	PC(O-18:0/20:4(8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-18:0/20:4(8Z,11Z,14Z,17Z)), in particular, consists of one chain of Stearyl alcohol at the C-1 position and one chain of eicosatetraenoic acid at the C-2 position. The Stearyl alcohol moiety is derived from beef fat, fish oil, while the eicosatetraenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCC=CCCCCC	C46H86NO7P	InChI=1S/C46H86NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-46(48)54-45(44-53-55(49,50)52-42-40-47(3,4)5)43-51-41-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h14,16,20,22,25,27,31,33,45H,6-13,15,17-19,21,23-24,26,28-30,32,34-44H2,1-5H3	GBNPCIWXLWZJGA-UHFFFAOYSA-N	795.6141906			MMDBc0034186
BASm0020989	PC(o-18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z))	PC(O-18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of Stearyl alcohol at the C-1 position and one chain of docosahexaenoic acid at the C-2 position. The Stearyl alcohol moiety is derived from beef fat, fish oil, while the docosahexaenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC=CCC=CCC=CCC=CCC=CCC=CCC	C48H86NO7P	InChI=1S/C48H86NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-29-31-33-35-37-39-41-48(50)56-47(46-55-57(51,52)54-44-42-49(3,4)5)45-53-43-40-38-36-34-32-30-28-23-21-19-17-15-13-11-9-7-2/h8,10,14,16,20,22,25-26,29,31,35,37,47H,6-7,9,11-13,15,17-19,21,23-24,27-28,30,32-34,36,38-46H2,1-5H3	QBZALASVZLFAHF-UHFFFAOYSA-N	819.6141906			MMDBc0034187
BASm0020990	PC(o-18:1(11Z)/16:0)	PC(O-18:1(11Z)/16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-18:1(11Z)/16:0), in particular, consists of one chain of Vaccenyl alcohol at the C-1 position and one chain of palmitic acid at the C-2 position. The Vaccenyl alcohol moiety is derived from beef fat, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCC(=O)OC(COCCCCCCCCCCC=CCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C42H84NO7P	InChI=1S/C42H84NO7P/c1-6-8-10-12-14-16-18-20-21-22-24-26-28-30-32-34-37-47-39-41(40-49-51(45,46)48-38-36-43(3,4)5)50-42(44)35-33-31-29-27-25-23-19-17-15-13-11-9-7-2/h16,18,41H,6-15,17,19-40H2,1-5H3	QCGUXAIDEOWPBV-UHFFFAOYSA-N	745.5985406			MMDBc0034188
BASm0020991	PC(o-18:1(11Z)/18:2(9Z,12Z))	PC(O-18:1(11Z)/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-18:1(11Z)/18:2(9Z,12Z)), in particular, consists of one chain of Vaccenyl alcohol at the C-1 position and one chain of linoleic acid at the C-2 position. The Vaccenyl alcohol moiety is derived from beef fat, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCC=CCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCCCCC	C44H84NO7P	InChI=1S/C44H84NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-41-43(42-51-53(47,48)50-40-38-45(3,4)5)52-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15-18,21,23,43H,6-14,19-20,22,24-42H2,1-5H3	KBRIWDRDGVERBB-UHFFFAOYSA-N	769.5985406			MMDBc0034189
BASm0020992	PC(o-18:1(9Z)/16:0)	PC(O-18:1(9Z)/16:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-18:1(9Z)/16:0), in particular, consists of one chain of Oleyl alcohol at the C-1 position and one chain of palmitic acid at the C-2 position. The Oleyl alcohol moiety is derived from beef fat, fish oil, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCC(=O)OC(COCCCCCCCCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C42H84NO7P	InChI=1S/C42H84NO7P/c1-6-8-10-12-14-16-18-20-21-22-24-26-28-30-32-34-37-47-39-41(40-49-51(45,46)48-38-36-43(3,4)5)50-42(44)35-33-31-29-27-25-23-19-17-15-13-11-9-7-2/h20-21,41H,6-19,22-40H2,1-5H3	IQLHTKSHLGLPMG-UHFFFAOYSA-N	745.5985406			MMDBc0034190
BASm0020993	PC(o-18:1(9Z)/18:1(11Z))	PC(O-18:1(9Z)/18:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-18:1(9Z)/18:1(11Z)), in particular, consists of one chain of Oleyl alcohol at the C-1 position and one chain of vaccenic acid at the C-2 position. The Oleyl alcohol moiety is derived from beef fat, fish oil, while the vaccenic acid moiety is derived from butter fat and animal fat. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCCCCCC	C44H86NO7P	InChI=1S/C44H86NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-41-43(42-51-53(47,48)50-40-38-45(3,4)5)52-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h17,19-20,22,43H,6-16,18,21,23-42H2,1-5H3	GSROTDACALJGFK-UHFFFAOYSA-N	771.6141906			MMDBc0034191
BASm0020994	PC(o-18:1(9Z)/18:2(9Z,12Z))	PC(O-18:1(9Z)/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-18:1(9Z)/18:2(9Z,12Z)), in particular, consists of one chain of Oleyl alcohol at the C-1 position and one chain of linoleic acid at the C-2 position. The Oleyl alcohol moiety is derived from beef fat, fish oil, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCCCCC	C44H84NO7P	InChI=1S/C44H84NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-41-43(42-51-53(47,48)50-40-38-45(3,4)5)52-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,20-23,43H,6-14,16,18-19,24-42H2,1-5H3	MFZLAZYUXHHSIA-UHFFFAOYSA-N	769.5985406			MMDBc0034192
BASm0020995	PC(o-18:1(9Z)/20:0)	PC(O-18:1(9Z)/20:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-18:1(9Z)/20:0), in particular, consists of one chain of Oleyl alcohol at the C-1 position and one chain of arachidic acid at the C-2 position. The Oleyl alcohol moiety is derived from beef fat, fish oil, while the arachidic acid moiety is derived from peanut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCC(=O)OC(COCCCCCCCCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H92NO7P	InChI=1S/C46H92NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-46(48)54-45(44-53-55(49,50)52-42-40-47(3,4)5)43-51-41-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h21,23,45H,6-20,22,24-44H2,1-5H3	XKGBWHAITCMFLI-UHFFFAOYSA-N	801.6611408			MMDBc0034193
BASm0020996	PC(o-18:1(9Z)/20:1(11Z))	PC(O-18:1(9Z)/20:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-18:1(9Z)/20:1(11Z)), in particular, consists of one chain of Oleyl alcohol at the C-1 position and one chain of eicosenoic acid at the C-2 position. The Oleyl alcohol moiety is derived from beef fat, fish oil, while the eicosenoic acid moiety is derived from vegetable oils and cod oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCC(=O)OC(COCCCCCCCCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H90NO7P	InChI=1S/C46H90NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-46(48)54-45(44-53-55(49,50)52-42-40-47(3,4)5)43-51-41-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h20-23,45H,6-19,24-44H2,1-5H3	OALUPVKKQYLXOY-UHFFFAOYSA-N	799.6454908			MMDBc0034194
BASm0020997	PC(o-18:1(9Z)/20:4(8Z,11Z,14Z,17Z))	PC(O-18:1(9Z)/20:4(8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-18:1(9Z)/20:4(8Z,11Z,14Z,17Z)), in particular, consists of one chain of Oleyl alcohol at the C-1 position and one chain of eicosatetraenoic acid at the C-2 position. The Oleyl alcohol moiety is derived from beef fat, fish oil, while the eicosatetraenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCC=CCCCCC	C46H84NO7P	InChI=1S/C46H84NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-46(48)54-45(44-53-55(49,50)52-42-40-47(3,4)5)43-51-41-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h14,16,20-23,25,27,31,33,45H,6-13,15,17-19,24,26,28-30,32,34-44H2,1-5H3	VJNPDLZENXBRLB-UHFFFAOYSA-N	793.5985406			MMDBc0034195
BASm0020998	PC(o-18:1(9Z)/22:0)	PC(O-18:1(9Z)/22:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-18:1(9Z)/22:0), in particular, consists of one chain of Oleyl alcohol at the C-1 position and one chain of behenic acid at the C-2 position. The Oleyl alcohol moiety is derived from beef fat, fish oil, while the behenic acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCCC(=O)OC(COCCCCCCCCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H96NO7P	InChI=1S/C48H96NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-29-31-33-35-37-39-41-48(50)56-47(46-55-57(51,52)54-44-42-49(3,4)5)45-53-43-40-38-36-34-32-30-28-23-21-19-17-15-13-11-9-7-2/h21,23,47H,6-20,22,24-46H2,1-5H3	VTSFZGCXFALJSV-UHFFFAOYSA-N	829.6924409			MMDBc0034196
BASm0020999	PC(o-18:1(9Z)/24:0)	PC(O-18:1(9Z)/24:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-18:1(9Z)/24:0), in particular, consists of one chain of Oleyl alcohol at the C-1 position and one chain of lignoceric acid at the C-2 position. The Oleyl alcohol moiety is derived from beef fat, fish oil, while the lignoceric acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCCCCC(=O)OC(COCCCCCCCCC=CCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C50H100NO7P	InChI=1S/C50H100NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-28-29-31-33-35-37-39-41-43-50(52)58-49(48-57-59(53,54)56-46-44-51(3,4)5)47-55-45-42-40-38-36-34-32-30-23-21-19-17-15-13-11-9-7-2/h21,23,49H,6-20,22,24-48H2,1-5H3	BSQIZOZBOXYNEW-UHFFFAOYSA-N	857.7237411			MMDBc0034197
BASm0021000	PC(o-18:2(9Z,12Z)/18:2(9Z,12Z))	PC(O-18:2(9Z,12Z)/18:2(9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-18:2(9Z,12Z)/18:2(9Z,12Z)), in particular, consists of one chain of Linoleyl alcohol at the C-1 position and one chain of linoleic acid at the C-2 position. The Linoleyl alcohol moiety is derived from seed oils, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCC=CCC=CCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCCCCC	C44H82NO7P	InChI=1S/C44H82NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-41-43(42-51-53(47,48)50-40-38-45(3,4)5)52-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14-17,20-23,43H,6-13,18-19,24-42H2,1-5H3	XCCONPVPHCCYNF-UHFFFAOYSA-N	767.5828905			MMDBc0034198
BASm0021001	PC(o-18:2(9Z,12Z)/20:0)	PC(O-18:2(9Z,12Z)/20:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-18:2(9Z,12Z)/20:0), in particular, consists of one chain of Linoleyl alcohol at the C-1 position and one chain of arachidic acid at the C-2 position. The Linoleyl alcohol moiety is derived from seed oils, while the arachidic acid moiety is derived from peanut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCC(=O)OC(COCCCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C46H90NO7P	InChI=1S/C46H90NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-27-29-31-33-35-37-39-46(48)54-45(44-53-55(49,50)52-42-40-47(3,4)5)43-51-41-38-36-34-32-30-28-26-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,45H,6-14,16,18-20,22,24-44H2,1-5H3	MOCFTDNEKLRJLC-UHFFFAOYSA-N	799.6454908			MMDBc0034199
BASm0021002	PC(o-18:2(9Z,12Z)/22:0)	PC(O-18:2(9Z,12Z)/22:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-18:2(9Z,12Z)/22:0), in particular, consists of one chain of Linoleyl alcohol at the C-1 position and one chain of behenic acid at the C-2 position. The Linoleyl alcohol moiety is derived from seed oils, while the behenic acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCCC(=O)OC(COCCCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C48H94NO7P	InChI=1S/C48H94NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-29-31-33-35-37-39-41-48(50)56-47(46-55-57(51,52)54-44-42-49(3,4)5)45-53-43-40-38-36-34-32-30-28-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,47H,6-14,16,18-20,22,24-46H2,1-5H3	DMPIMBNFIDOLGO-UHFFFAOYSA-N	827.6767909			MMDBc0034200
BASm0021003	PC(o-18:2(9Z,12Z)/24:0)	PC(O-18:2(9Z,12Z)/24:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-18:2(9Z,12Z)/24:0), in particular, consists of one chain of Linoleyl alcohol at the C-1 position and one chain of lignoceric acid at the C-2 position. The Linoleyl alcohol moiety is derived from seed oils, while the lignoceric acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCCCCC(=O)OC(COCCCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C50H98NO7P	InChI=1S/C50H98NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-28-29-31-33-35-37-39-41-43-50(52)58-49(48-57-59(53,54)56-46-44-51(3,4)5)47-55-45-42-40-38-36-34-32-30-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,49H,6-14,16,18-20,22,24-48H2,1-5H3	SJLRNWKFILQPDM-UHFFFAOYSA-N	855.708091			MMDBc0034201
BASm0021004	PC(o-20:0/18:3(9Z,12Z,15Z))	PC(O-20:0/18:3(9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-20:0/18:3(9Z,12Z,15Z)), in particular, consists of one chain of Arachidyl alcohol at the C-1 position and one chain of a-linolenic acid at the C-2 position. The Arachidyl alcohol moiety is derived from corn oil, while the a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC	C46H88NO7P	InChI=1S/C46H88NO7P/c1-6-8-10-12-14-16-18-20-22-23-24-26-28-30-32-34-36-38-41-51-43-45(44-53-55(49,50)52-42-40-47(3,4)5)54-46(48)39-37-35-33-31-29-27-25-21-19-17-15-13-11-9-7-2/h9,11,15,17,21,25,45H,6-8,10,12-14,16,18-20,22-24,26-44H2,1-5H3	APWUUZRAVVATRC-UHFFFAOYSA-N	797.6298407			MMDBc0034202
BASm0021005	PC(o-20:0/20:4(8Z,11Z,14Z,17Z))	PC(O-20:0/20:4(8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-20:0/20:4(8Z,11Z,14Z,17Z)), in particular, consists of one chain of Arachidyl alcohol at the C-1 position and one chain of eicosatetraenoic acid at the C-2 position. The Arachidyl alcohol moiety is derived from corn oil, while the eicosatetraenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCC=CCCCCC	C48H90NO7P	InChI=1S/C48H90NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-43-53-45-47(46-55-57(51,52)54-44-42-49(3,4)5)56-48(50)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,27,29,33,35,47H,6-14,16,18-20,22,24-26,28,30-32,34,36-46H2,1-5H3	RDNHPNJCALITSY-UHFFFAOYSA-N	823.6454908			MMDBc0034203
BASm0021006	PC(o-20:1(11Z)/20:4(8Z,11Z,14Z,17Z))	PC(O-20:1(11Z)/20:4(8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-20:1(11Z)/20:4(8Z,11Z,14Z,17Z)), in particular, consists of one chain of Eicosenyl alcohol at the C-1 position and one chain of eicosatetraenoic acid at the C-2 position. The Eicosenyl alcohol moiety is derived from vegetable oil, while the eicosatetraenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCC=CCCCCC	C48H88NO7P	InChI=1S/C48H88NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-43-53-45-47(46-55-57(51,52)54-44-42-49(3,4)5)56-48(50)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,20-23,27,29,33,35,47H,6-14,16,18-19,24-26,28,30-32,34,36-46H2,1-5H3	UNAQSIZPRIMCTB-UHFFFAOYSA-N	821.6298407			MMDBc0034204
BASm0021007	PC(o-22:0/18:3(9Z,12Z,15Z))	PC(O-22:0/18:3(9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-22:0/18:3(9Z,12Z,15Z)), in particular, consists of one chain of Behenyl alcohol at the C-1 position and one chain of a-linolenic acid at the C-2 position. The Behenyl alcohol moiety is derived from Rice bran, while the a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC	C48H92NO7P	InChI=1S/C48H92NO7P/c1-6-8-10-12-14-16-18-20-22-23-24-25-26-28-30-32-34-36-38-40-43-53-45-47(46-55-57(51,52)54-44-42-49(3,4)5)56-48(50)41-39-37-35-33-31-29-27-21-19-17-15-13-11-9-7-2/h9,11,15,17,21,27,47H,6-8,10,12-14,16,18-20,22-26,28-46H2,1-5H3	CPEAXNSICHTTDR-UHFFFAOYSA-N	825.6611408			MMDBc0034205
BASm0021008	PC(o-22:0/20:1(11Z))	PC(O-22:0/20:1(11Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-22:0/20:1(11Z)), in particular, consists of one chain of Behenyl alcohol at the C-1 position and one chain of eicosenoic acid at the C-2 position. The Behenyl alcohol moiety is derived from Rice bran, while the eicosenoic acid moiety is derived from vegetable oils and cod oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC=CCCCCCCCC	C50H100NO7P	InChI=1S/C50H100NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-28-30-32-34-36-38-40-42-45-55-47-49(48-57-59(53,54)56-46-44-51(3,4)5)58-50(52)43-41-39-37-35-33-31-29-27-23-21-19-17-15-13-11-9-7-2/h21,23,49H,6-20,22,24-48H2,1-5H3	XKPLZICHJPNOFR-UHFFFAOYSA-N	857.7237411			MMDBc0034206
BASm0021009	PC(o-22:0/22:3(10Z,13Z,16Z))	PC(O-22:0/22:3(10Z,13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-22:0/22:3(10Z,13Z,16Z)), in particular, consists of one chain of Behenyl alcohol at the C-1 position and one chain of (10Z,13Z,16Z-docosatrienoyl) at the C-2 position. The Behenyl alcohol moiety is derived from Rice bran, while the (10Z,13Z,16Z-docosatrienoyl) moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC=CCC=CCC=CCCCCC	C52H100NO7P	InChI=1S/C52H100NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-42-44-47-57-49-51(50-59-61(55,56)58-48-46-53(3,4)5)60-52(54)45-43-41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,27,29,51H,6-14,16,18-20,22,24-26,28,30-50H2,1-5H3	CQBVYLALIKLMGX-UHFFFAOYSA-N	881.7237411			MMDBc0034207
BASm0021010	PC(o-22:1(13Z)/22:2(13Z,16Z))	PC(O-22:1(13Z)/22:2(13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-22:1(13Z)/22:2(13Z,16Z)), in particular, consists of one chain of Erucyl alcohol at the C-1 position and one chain of docosadienoic acid at the C-2 position. The Erucyl alcohol moiety is derived from Rapeseed oil, while the docosadienoic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCC=CCC=CCCCCC	C52H100NO7P	InChI=1S/C52H100NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-42-44-47-57-49-51(50-59-61(55,56)58-48-46-53(3,4)5)60-52(54)45-43-41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,20-23,51H,6-14,16,18-19,24-50H2,1-5H3	VCODWVLGDPOACA-UHFFFAOYSA-N	881.7237411			MMDBc0034208
BASm0021011	PC(o-22:1(13Z)/22:3(10Z,13Z,16Z))	PC(O-22:1(13Z)/22:3(10Z,13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-22:1(13Z)/22:3(10Z,13Z,16Z)), in particular, consists of one chain of Erucyl alcohol at the C-1 position and one chain of (10Z,13Z,16Z-docosatrienoyl) at the C-2 position. The Erucyl alcohol moiety is derived from Rapeseed oil, while the (10Z,13Z,16Z-docosatrienoyl) moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCC=CCCCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC=CCC=CCC=CCCCCC	C52H98NO7P	InChI=1S/C52H98NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-42-44-47-57-49-51(50-59-61(55,56)58-48-46-53(3,4)5)60-52(54)45-43-41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,20-23,27,29,51H,6-14,16,18-19,24-26,28,30-50H2,1-5H3	ADCPDRAGQLKVRI-UHFFFAOYSA-N	879.708091			MMDBc0034209
BASm0021012	PC(o-22:2(13Z,16Z)/22:2(13Z,16Z))	PC(O-22:2(13Z,16Z)/22:2(13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-22:2(13Z,16Z)/22:2(13Z,16Z)), in particular, consists of one chain of Docosadienyl alcohol at the C-1 position and one chain of docosadienoic acid at the C-2 position. The Docosadienyl alcohol moiety is derived from animal fat, while the docosadienoic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCC=CCC=CCCCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCC=CCC=CCCCCC	C52H98NO7P	InChI=1S/C52H98NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-42-44-47-57-49-51(50-59-61(55,56)58-48-46-53(3,4)5)60-52(54)45-43-41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14-17,20-23,51H,6-13,18-19,24-50H2,1-5H3	GCAMFMBVIXVYSA-UHFFFAOYSA-N	879.708091			MMDBc0034210
BASm0021013	PC(o-22:2(13Z,16Z)/22:3(10Z,13Z,16Z))	PC(O-22:2(13Z,16Z)/22:3(10Z,13Z,16Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-22:2(13Z,16Z)/22:3(10Z,13Z,16Z)), in particular, consists of one chain of Docosadienyl alcohol at the C-1 position and one chain of (10Z,13Z,16Z-docosatrienoyl) at the C-2 position. The Docosadienyl alcohol moiety is derived from animal fat, while the (10Z,13Z,16Z-docosatrienoyl) moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCC=CCC=CCCCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC=CCC=CCC=CCCCCC	C52H96NO7P	InChI=1S/C52H96NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-42-44-47-57-49-51(50-59-61(55,56)58-48-46-53(3,4)5)60-52(54)45-43-41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14-17,20-23,27,29,51H,6-13,18-19,24-26,28,30-50H2,1-5H3	CEZAZXUWDFPTTE-UHFFFAOYSA-N	877.6924409			MMDBc0034211
BASm0021014	PC(o-24:0/18:3(6Z,9Z,12Z))	PC(O-24:0/18:3(6Z,9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-24:0/18:3(6Z,9Z,12Z)), in particular, consists of one chain of Lignoceryl alcohol at the C-1 position and one chain of g-linolenic acid at the C-2 position. The Lignoceryl alcohol moiety is derived from plant waxes and beeswax, while the g-linolenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCC=CCC=CCC=CCCCCC	C50H96NO7P	InChI=1S/C50H96NO7P/c1-6-8-10-12-14-16-18-20-22-23-24-25-26-27-28-30-32-34-36-38-40-42-45-55-47-49(48-57-59(53,54)56-46-44-51(3,4)5)58-50(52)43-41-39-37-35-33-31-29-21-19-17-15-13-11-9-7-2/h15,17,21,29,33,35,49H,6-14,16,18-20,22-28,30-32,34,36-48H2,1-5H3	LDFITNYTODJQBW-UHFFFAOYSA-N	853.6924409			MMDBc0034212
BASm0021015	PC(o-24:0/18:3(9Z,12Z,15Z))	PC(O-24:0/18:3(9Z,12Z,15Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-24:0/18:3(9Z,12Z,15Z)), in particular, consists of one chain of Lignoceryl alcohol at the C-1 position and one chain of a-linolenic acid at the C-2 position. The Lignoceryl alcohol moiety is derived from plant waxes and beeswax, while the a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCC=CCC=CCC	C50H96NO7P	InChI=1S/C50H96NO7P/c1-6-8-10-12-14-16-18-20-22-23-24-25-26-27-28-30-32-34-36-38-40-42-45-55-47-49(48-57-59(53,54)56-46-44-51(3,4)5)58-50(52)43-41-39-37-35-33-31-29-21-19-17-15-13-11-9-7-2/h9,11,15,17,21,29,49H,6-8,10,12-14,16,18-20,22-28,30-48H2,1-5H3	NIIFWBWRLRQUHB-UHFFFAOYSA-N	853.6924409			MMDBc0034213
BASm0021016	PC(o-24:0/20:4(8Z,11Z,14Z,17Z))	PC(O-24:0/20:4(8Z,11Z,14Z,17Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(O-24:0/20:4(8Z,11Z,14Z,17Z)), in particular, consists of one chain of Lignoceryl alcohol at the C-1 position and one chain of eicosatetraenoic acid at the C-2 position. The Lignoceryl alcohol moiety is derived from plant waxes and beeswax, while the eicosatetraenoic acid moiety is derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.		Solid	CCCCCCCCCCCCCCCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCC=CCCCCC	C52H98NO7P	InChI=1S/C52H98NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-28-30-32-34-36-38-40-42-44-47-57-49-51(50-59-61(55,56)58-48-46-53(3,4)5)60-52(54)45-43-41-39-37-35-33-31-29-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,31,33,37,39,51H,6-14,16,18-20,22,24-30,32,34-36,38,40-50H2,1-5H3	AQJDGYZOTXPNFY-UHFFFAOYSA-N	879.708091			MMDBc0034214
BASm0021017	Galactinol	Galactinol is an intermediate in galactose metabolism. Galactinol is the 4th to last step in the synthesis of D-Galactose and the 3rd to last step in the synthesis of D-glucose and D-fructose. Galactinol is converted from UDP-galactose via the enzyme inositol 3-alpha-galactosyltransferase(EC 2.4.1.123).  It is then converted to raffinose via the enzyme raffinose synthase (EC 2.4.1.82).		Solid	OC[C@H]1O[C@H](OC2[C@H](O)[C@@H](O)C(O)[C@@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@H]1O	C12H22O11	InChI=1S/C12H22O11/c13-1-2-3(14)4(15)10(21)12(22-2)23-11-8(19)6(17)5(16)7(18)9(11)20/h2-21H,1H2/t2-,3+,4+,5?,6-,7+,8-,9-,10-,11?,12-/m1/s1	VCWMRQDBPZKXKG-SPBUTQSFSA-N	342.1162115			MMDBc0034215
BASm0021018	Ethylphosphate	Ethylphosphate is produced by the reaction between diethylphosphate and water, with ethanol as a byproduct.	78-40-0	Liquid	CCOP(O)(O)=O	C2H7O4P	InChI=1S/C2H7O4P/c1-2-6-7(3,4)5/h2H2,1H3,(H2,3,4,5)	ZJXZSIYSNXKHEA-UHFFFAOYSA-N	126.0081952			MMDBc0034216
BASm0021019	1,2-butandiol	1,2-butandiol is a diol compound classified as a metabolite in the chemical class of alcohols. Its chemical structure features two hydroxyl (-OH) groups attached to a four-carbon chain, making it a symmetrical molecule with potential for various chemical interactions. In biochemical pathways, 1,2-butandiol can be involved in metabolic processes, including its detection in studies examining the metabolic profiles of endotoxic rats, where it was found to differ significantly from sham controls (PMID:25170570). Additionally, it serves as a linker in synthetic chemistry, exemplified by its use in the preparation of a benzo[f]imidazo[1,5b]-isoquinoline derivative, showcasing its versatility in organic synthesis (PMID:17067956). Furthermore, its interactions in ionic solutions have been explored, revealing its role in influencing the thermodynamic properties of binary room temperature ionic liquids (PMID:29577141). Overall, 1,2-butandiol plays a multifaceted role in both chemical synthesis and biological contexts, reflecting its importance as a metabolite and reagent in various scientific fields.		Expected Solid	CCC(O)CO	C4H10O2	InChI=1S/C4H10O2/c1-2-4(6)3-5/h4-6H,2-3H2,1H3	BMRWNKZVCUKKSR-UHFFFAOYSA-N	90.06807956			MMDBc0034217
BASm0021020	Tropic acid	Tropic acid is a chemical with IUPAC name 3-hydroxy-2-phenylpropanoic acid and condensed structural formula HOCH2CHPhCOOH. It is a laboratory reagent used in the chemical synthesis of atropine and hyoscyamine. Tropic acid is a chiral substance, existing as either a racemic mixture or as a single enantiomer.	552-63-6	Solid	OCC(C(O)=O)C1=CC=CC=C1	C9H10O3	InChI=1S/C9H10O3/c10-6-8(9(11)12)7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)	JACRWUWPXAESPB-UHFFFAOYSA-N	166.0629942			MMDBc0034218
BASm0021021	Tehydroabietic acid	Tehydroabietic acid is a diterpenoid, which is a class of chemical compounds derived from terpenes. There is limited literature available on this metabolite, indicating a need for further research to better understand its properties and potential biological significance.	1740-19-8	Expected Solid	CC(C)C1=CC=C2C(CC[C@@H]3[C@](C)(CCC[C@@]23C)C(O)=O)=C1	C20H28O2	InChI=1S/C20H28O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h6,8,12-13,17H,5,7,9-11H2,1-4H3,(H,21,22)/t17-,19-,20-/m0/s1	NFWKVWVWBFBAOV-IHPCNDPISA-N	300.2089301			MMDBc0034219
BASm0021022	Galactose-6-phosphate	Galactose-6-phosphate is a phosphorylated sugar and belongs to the class of carbohydrates, specifically a hexose phosphate. Its chemical structure features a six-carbon chain with a hydroxyl group and a phosphate group attached to the sixth carbon, making it a derivative of galactose. This compound plays a crucial role in various metabolic pathways, including the Leloir pathway, where it is interconverted with UDP-galactose through the action of galactose-6-phosphate isomerase (LacA). Additionally, galactose-6-phosphate is involved in energy metabolism, as indicated by its association with enzymes such as phosphoribosyl transferase and glucosamine--fructose-6-phosphate aminotransferase, which are upregulated in specific metabolic states (PMID:36844415). It has also been noted in studies examining the metabolic profiles of pollen grains, where its relative content was analyzed alongside other metabolites (PMID:36844415). Overall, galactose-6-phosphate serves as an important intermediate in carbohydrate metabolism, influencing various biochemical pathways and cellular functions.		Expected Solid	O[C@@H]1O[C@H](COP(O)(O)=O)[C@H](O)[C@H](O)[C@H]1O	C6H13O9P	InChI=1S/C6H13O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-10H,1H2,(H2,11,12,13)/t2-,3+,4+,5-,6-/m1/s1	NBSCHQHZLSJFNQ-FPRJBGLDSA-N	260.0297185			MMDBc0034220
BASm0021023	2,4-dimethylbenzoic acid	2,4-dimethylbenzoic acid is a carboxylic acid and a metabolite described in biomedical literature. Its chemical structure features a benzoic acid core with two methyl groups positioned at the 2 and 4 carbon atoms, leading to the molecular formula C(9)H(10)O(2). This compound participates in various metabolic pathways, including those involving the degradation of aromatic compounds, which can lead to the formation of other metabolites. For instance, it has been identified as a significant urinary metabolite in rats, alongside 3,4-dimethylhippuric acid (PMID:7469793). Additionally, studies have shown that 2,4-dimethylbenzoic acid can form hydrogen-bonded dimers, indicating its potential interactions in biological systems (PMID:18391390). Its relevance extends to antibacterial activity, where it has been associated with other compounds exhibiting broad-spectrum effects (PMID:15307685). Furthermore, it has been noted in studies involving dinuclear lanthanide complexes, highlighting its role in coordination chemistry and material science (PMID:34733818). Overall, 2,4-dimethylbenzoic acid serves as an important compound in both chemical and biological contexts.	611-01-8	Solid	CC1=CC=C(C(O)=O)C(C)=C1	C9H10O2	InChI=1S/C9H10O2/c1-6-3-4-8(9(10)11)7(2)5-6/h3-5H,1-2H3,(H,10,11)	BKYWPNROPGQIFZ-UHFFFAOYSA-N	150.0680796			MMDBc0034222
BASm0021024	3,4-dimethylenedioxy mandelic acid	3,4-dimethylenedioxy mandelic acid is a phenolic compound belonging to the class of organic acids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	OC(C(O)=O)C1=CC=C2OCOC2=C1	C9H8O5	InChI=1S/C9H8O5/c10-8(9(11)12)5-1-2-6-7(3-5)14-4-13-6/h1-3,8,10H,4H2,(H,11,12)	CLUJFRCEPFNVHW-UHFFFAOYSA-N	196.0371734			MMDBc0034223
BASm0021025	4-deoxypyridoxine	4-deoxypyridoxine is a pyridoxine analog and a member of the vitamin B6 chemical class. Its chemical structure features a pyridine ring with a hydroxymethyl group, which is crucial for its function as a pyridoxal 5'-phosphate (PLP) antagonist. Biologically, 4-deoxypyridoxine is involved in various metabolic pathways, particularly in the inhibition of sphingosine 1-phosphate (S1P) lyase, which has been shown to reduce white gonadal adipose tissue mass and adipocyte size in mice subjected to a high-fat diet (PMID:40193069). Additionally, it has been utilized to induce vitamin B6 deficiency in Drosophila, highlighting its role as a PLP antagonist (PMID:40123014). The compound has also been implicated in promoting tumorigenesis in larval eye discs by enhancing the aggressiveness of RasV12 tumors when PLP is deficient (PMID:38830901). Furthermore, 4-deoxypyridoxine facilitates the replication of BmNPV gDNA, contrasting with the inhibitory effects of exogenous PLP (PMID:38335442). Overall, 4-deoxypyridoxine serves as a significant metabolic regulator in various biological contexts.	61-67-6		CC1=NC=C(CO)C(C)=C1O	C8H11NO2	InChI=1S/C8H11NO2/c1-5-7(4-10)3-9-6(2)8(5)11/h3,10-11H,4H2,1-2H3	KKOWAYISKWGDBG-UHFFFAOYSA-N	153.0789786			MMDBc0034224
BASm0021026	5-hydroxy furancarboxylic acid	5-Hydroxy-2-furoic acid belongs to the family of Furoic Acid Derivatives. These are organic compounds containing a furoic acid moiety, whose structure is characterized by a furan ring bearing a carboxylic acid group at the C2 or C3 carbon atom.			OC(=O)C1=CC=C(O)O1	C5H4O4	InChI=1S/C5H4O4/c6-4-2-1-3(9-4)5(7)8/h1-2,6H,(H,7,8)	JVUTYZQGCHCOPB-UHFFFAOYSA-N	128.0109586			MMDBc0034225
BASm0021027	Dehydroergosterol	Dehydroergosterol is a sterol, a subclass of lipids characterized by a multi-ring structure that plays crucial roles in cellular membranes. Its chemical structure features a unique arrangement of carbon atoms and double bonds, specifically including a dehydrogenated configuration at the C-9 and C-11 positions, which distinguishes it from ergosterol. In biological pathways, dehydroergosterol is involved in various metabolic processes, including the synthesis of other sterols and potential interactions with proteins such as PBP2a, where molecular docking studies indicate its promising stability and compactness (PMID:39714366). This compound has also been implicated in the Diels-Alder cycloaddition reactions with chaetoglobosins, leading to the formation of novel compounds (PMID:40931146). Furthermore, it is noteworthy that dehydroergosterol and its derivatives have been identified as active components in non-polar extracts with potential anti-lung cancer properties (PMID:39488908) and have shown increased production in response to fungal predation (PMID:39276284). Despite its promising biological activities, dehydroergosterol's poor water solubility and lack of oral bioavailability suggest that structural optimization may enhance its druggability (PMID:39714366).	516-85-8	Solid	CC(C)[C@@H](C)\C=C\[C@@H](C)[C@H]1CC[C@H]2C3=CC=C4C[C@@H](O)CC[C@]4(C)C3=CC[C@]12C	C28H42O	InChI=1S/C28H42O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,14,18-20,22,24-25,29H,11-13,15-17H2,1-6H3/b8-7+/t19-,20+,22-,24+,25-,27-,28+/m0/s1	QSVJYFLQYMVBDR-CMNOFMQQSA-N	394.323566			MMDBc0034226
BASm0021028	Myo-inositol-6-phosphate	Myo-inositol-6-phosphate is a carbohydrate metabolite classified as a phosphoinositide. Its chemical structure features a myo-inositol backbone with a phosphate group attached at the 6-position, contributing to its role in various biochemical pathways. Myo-inositol-6-phosphate is synthesized through the action of myo-inositol phosphate synthase (MIPS), which catalyzes the phosphorylation of myo-inositol, leading to the accumulation of this compound, particularly in seeds, where it serves as a major form of stored phosphorus (PMID:18603618). The synthesis of myo-inositol-6-phosphate has been further refined through asymmetric phosphorylation techniques, including the enantioselective synthesis using P(III) phosphoramidite transfer, which has been highlighted as a key step in streamlined synthetic pathways (PMID:20439750). This compound plays a significant role in cellular signaling and metabolism, influencing various biological processes, including energy metabolism and cell signaling pathways.		Expected Solid	OC1[C@@H](O)[C@H](O)C(OP([O-])([O-])=O)[C@H](O)[C@@H]1O	C6H11O9P	InChI=1S/C6H13O9P/c7-1-2(8)4(10)6(5(11)3(1)9)15-16(12,13)14/h1-11H,(H2,12,13,14)/p-2/t1?,2-,3-,4-,5+,6?/m1/s1	INAPMGSXUVUWAF-WWHKVMGRSA-L	258.0140685			MMDBc0034227
BASm0021029	Stearic acid-propyl ester	Stearic acid-propyl ester is a fatty acid ester. There is little literature available on this metabolite, indicating that its biological significance and metabolic pathways are not well understood. Further research may be needed to elucidate its potential roles and effects in biological systems.		Expected Solid	CCCCCCCCCCCCCCCCCC(=O)OCCC	C21H42O2	InChI=1S/C21H42O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-21(22)23-20-4-2/h3-20H2,1-2H3	BTAXGNQLYFDKEF-UHFFFAOYSA-N	326.3184806			MMDBc0034228
BASm0021030	CL(10:0/10:0/10:0/28:0)	CL(10:0/10:0/10:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/10:0/28:0) contains three chains of decanoic acid at the C1, C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C67H130O17P2	InChI=1S/C67H130O17P2/c1-5-9-13-17-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-37-38-42-46-50-54-67(72)84-63(58-78-65(70)52-48-44-40-19-15-11-7-3)60-82-86(75,76)80-56-61(68)55-79-85(73,74)81-59-62(83-66(71)53-49-45-41-20-16-12-8-4)57-77-64(69)51-47-43-39-18-14-10-6-2/h61-63,68H,5-60H2,1-4H3,(H,73,74)(H,75,76)/t61-,62+,63+/m0/s1	JTUWMQLVLSMICM-WJOGUDKKSA-N	1268.878327			MMDBc0034229
BASm0021031	CL(10:0/10:0/10:0/30:0)	CL(10:0/10:0/10:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/10:0/30:0) contains three chains of decanoic acid at the C1, C2 and C3 positions, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-20-16-12-8-4)59-79-66(71)53-49-45-41-18-14-10-6-2/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t63-,64+,65+/m0/s1	GLVIMQPKYQYVFT-MGSXVFSVSA-N	1296.909627			MMDBc0034230
BASm0021032	CL(10:0/10:0/12:0/26:0)	CL(10:0/10:0/12:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/12:0/26:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of dodecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C67H130O17P2	InChI=1S/C67H130O17P2/c1-5-9-13-17-21-23-24-25-26-27-28-29-30-31-32-33-34-35-36-38-42-46-50-54-67(72)84-63(58-78-65(70)52-48-44-41-37-22-18-14-10-6-2)60-82-86(75,76)80-56-61(68)55-79-85(73,74)81-59-62(83-66(71)53-49-45-40-20-16-12-8-4)57-77-64(69)51-47-43-39-19-15-11-7-3/h61-63,68H,5-60H2,1-4H3,(H,73,74)(H,75,76)/t61-,62+,63+/m0/s1	DDNHGRRHFPXUKI-WJOGUDKKSA-N	1268.878327			MMDBc0034231
BASm0021033	CL(10:0/10:0/12:0/28:0)	CL(10:0/10:0/12:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/12:0/28:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of dodecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-23-24-25-26-27-28-29-30-31-32-33-34-35-36-37-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t63-,64+,65+/m0/s1	IZRSACGVESKRNE-MGSXVFSVSA-N	1296.909627			MMDBc0034232
BASm0021034	CL(10:0/10:0/12:0/28:1(11Z))	CL(10:0/10:0/12:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/12:0/28:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of dodecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-23-24-25-26-27-28-29-30-31-32-33-34-35-36-37-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h32-33,63-65,70H,5-31,34-62H2,1-4H3,(H,75,76)(H,77,78)/b33-32-/t63-,64+,65+/m0/s1	VNESPAQYFGGZGI-VLSWLNKFSA-N	1294.893977			MMDBc0034233
BASm0021035	CL(10:0/10:0/12:0/28:1(9Z))	CL(10:0/10:0/12:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/12:0/28:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of dodecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-23-24-25-26-27-28-29-30-31-32-33-34-35-36-37-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h34-35,63-65,70H,5-33,36-62H2,1-4H3,(H,75,76)(H,77,78)/b35-34-/t63-,64+,65+/m0/s1	LEHURWTZFHEUGQ-UUGSDZOWSA-N	1294.893977			MMDBc0034234
BASm0021036	CL(10:0/10:0/12:0/30:0)	CL(10:0/10:0/12:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/12:0/30:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of dodecanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-23-24-25-26-27-28-29-30-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	BUMZTSAMJPKVKF-OHKZLATASA-N	1324.940927			MMDBc0034235
BASm0021037	CL(10:0/10:0/14:0/24:0)	CL(10:0/10:0/14:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/14:0/24:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C67H130O17P2	InChI=1S/C67H130O17P2/c1-5-9-13-17-21-23-25-26-27-28-29-30-31-32-33-34-36-38-42-46-50-54-67(72)84-63(58-78-65(70)52-48-44-41-37-35-24-22-18-14-10-6-2)60-82-86(75,76)80-56-61(68)55-79-85(73,74)81-59-62(83-66(71)53-49-45-40-20-16-12-8-4)57-77-64(69)51-47-43-39-19-15-11-7-3/h61-63,68H,5-60H2,1-4H3,(H,73,74)(H,75,76)/t61-,62+,63+/m0/s1	PGOATBBFCBVDDD-WJOGUDKKSA-N	1268.878327			MMDBc0034236
BASm0021038	CL(10:0/10:0/14:0/26:0)	CL(10:0/10:0/14:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/14:0/26:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-23-25-26-27-28-29-30-31-32-33-34-35-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t63-,64+,65+/m0/s1	DHIRYZPAEVKIBN-MGSXVFSVSA-N	1296.909627			MMDBc0034237
BASm0021039	CL(10:0/10:0/14:0/26:1(11Z))	CL(10:0/10:0/14:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/14:0/26:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-23-25-26-27-28-29-30-31-32-33-34-35-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h31-32,63-65,70H,5-30,33-62H2,1-4H3,(H,75,76)(H,77,78)/b32-31-/t63-,64+,65+/m0/s1	ZPRNGUQKCUARHQ-NKGZKSAMSA-N	1294.893977			MMDBc0034238
BASm0021040	CL(10:0/10:0/14:0/26:1(9Z))	CL(10:0/10:0/14:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/14:0/26:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C70H134O17P2	InChI=1S/C70H134O17P2/c1-5-9-13-17-21-23-25-26-27-28-29-30-31-32-33-34-35-36-37-39-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-44-40-38-24-22-18-14-10-6-2)63-85-89(78,79)83-59-64(71)58-82-88(76,77)84-62-65(86-69(74)56-52-48-43-20-16-12-8-4)60-80-67(72)54-50-46-42-19-15-11-7-3/h34-35,64-66,71H,5-33,36-63H2,1-4H3,(H,76,77)(H,78,79)/b35-34-/t64-,65+,66+/m0/s1	ABOIVWBGHMEVCV-AVBSFFDPSA-N	1308.909627			MMDBc0034239
BASm0021041	CL(10:0/10:0/14:0/28:0)	CL(10:0/10:0/14:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/14:0/28:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-23-25-26-27-28-29-30-31-32-33-34-35-36-37-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	QPVCSVXBVSDZSP-OHKZLATASA-N	1324.940927			MMDBc0034240
BASm0021042	CL(10:0/10:0/14:0/28:1(11Z))	CL(10:0/10:0/14:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/14:0/28:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-23-25-26-27-28-29-30-31-32-33-34-35-36-37-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h33-34,65-67,72H,5-32,35-64H2,1-4H3,(H,77,78)(H,79,80)/b34-33-/t65-,66+,67+/m0/s1	NRLVPKJLULPPIG-YJRSNDPLSA-N	1322.925277			MMDBc0034241
BASm0021043	CL(10:0/10:0/14:0/28:1(9Z))	CL(10:0/10:0/14:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/14:0/28:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-23-25-26-27-28-29-30-31-32-33-34-35-36-37-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h35-36,65-67,72H,5-34,37-64H2,1-4H3,(H,77,78)(H,79,80)/b36-35-/t65-,66+,67+/m0/s1	HUHDWXIEKAPSPW-TVXSYATOSA-N	1322.925277			MMDBc0034242
BASm0021044	CL(10:0/10:0/14:0/30:0)	CL(10:0/10:0/14:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/14:0/30:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-23-25-26-27-28-29-30-31-32-33-34-35-36-37-38-39-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	JSLMUCLHRIEBHW-MXMGCQHCSA-N	1352.972227			MMDBc0034243
BASm0021045	CL(10:0/10:0/14:1(11Z)/26:0)	CL(10:0/10:0/14:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/14:1(11Z)/26:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-23-25-26-27-28-29-30-31-32-33-34-35-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h10,14,63-65,70H,5-9,11-13,15-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-/t63-,64+,65+/m0/s1	YXOMSWJZDIZQMS-UMAZNCTNSA-N	1294.893977			MMDBc0034244
BASm0021046	CL(10:0/10:0/14:1(11Z)/26:1(11Z))	CL(10:0/10:0/14:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/14:1(11Z)/26:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-23-25-26-27-28-29-30-31-32-33-34-35-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h10,14,31-32,63-65,70H,5-9,11-13,15-30,33-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,32-31-/t63-,64+,65+/m0/s1	BCFAIDQEBYPAAG-SSHXUBTBSA-N	1292.878327			MMDBc0034245
BASm0021047	CL(10:0/10:0/14:1(11Z)/26:1(9Z))	CL(10:0/10:0/14:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/14:1(11Z)/26:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C70H132O17P2	InChI=1S/C70H132O17P2/c1-5-9-13-17-21-23-25-26-27-28-29-30-31-32-33-34-35-36-37-39-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-44-40-38-24-22-18-14-10-6-2)63-85-89(78,79)83-59-64(71)58-82-88(76,77)84-62-65(86-69(74)56-52-48-43-20-16-12-8-4)60-80-67(72)54-50-46-42-19-15-11-7-3/h10,14,34-35,64-66,71H,5-9,11-13,15-33,36-63H2,1-4H3,(H,76,77)(H,78,79)/b14-10-,35-34-/t64-,65+,66+/m0/s1	NVFSCUJEQQTEJM-PERLRVFFSA-N	1306.893977			MMDBc0034246
BASm0021048	CL(10:0/10:0/14:1(11Z)/28:0)	CL(10:0/10:0/14:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/14:1(11Z)/28:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-23-25-26-27-28-29-30-31-32-33-34-35-36-37-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h10,14,65-67,72H,5-9,11-13,15-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-/t65-,66+,67+/m0/s1	QDNWEFBBYFWMBP-OOHPCFLOSA-N	1322.925277			MMDBc0034247
BASm0021049	CL(10:0/10:0/14:1(11Z)/28:1(11Z))	CL(10:0/10:0/14:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/14:1(11Z)/28:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-23-25-26-27-28-29-30-31-32-33-34-35-36-37-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h10,14,33-34,65-67,72H,5-9,11-13,15-32,35-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,34-33-/t65-,66+,67+/m0/s1	MWFNHHHGLOVMIS-XUZRWCPCSA-N	1320.909627			MMDBc0034248
BASm0021050	CL(10:0/10:0/14:1(11Z)/28:1(9Z))	CL(10:0/10:0/14:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/14:1(11Z)/28:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-23-25-26-27-28-29-30-31-32-33-34-35-36-37-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h10,14,35-36,65-67,72H,5-9,11-13,15-34,37-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,36-35-/t65-,66+,67+/m0/s1	YMNDMKLJMBQDIP-AKJBZOJISA-N	1320.909627			MMDBc0034249
BASm0021051	CL(10:0/10:0/14:1(11Z)/30:0)	CL(10:0/10:0/14:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/14:1(11Z)/30:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-23-25-26-27-28-29-30-31-32-33-34-35-36-37-38-39-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h10,14,67-69,74H,5-9,11-13,15-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-/t67-,68+,69+/m0/s1	PNMWHZYHJHEESO-GMZAFTRQSA-N	1350.956577			MMDBc0034250
BASm0021052	CL(10:0/10:0/14:1(9Z)/26:0)	CL(10:0/10:0/14:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/14:1(9Z)/26:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-23-25-26-27-28-29-30-31-32-33-34-35-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h18,22,63-65,70H,5-17,19-21,23-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-/t63-,64+,65+/m0/s1	FRHKSZCHPKULGJ-PXHUVQHOSA-N	1294.893977			MMDBc0034251
BASm0021053	CL(10:0/10:0/14:1(9Z)/26:1(11Z))	CL(10:0/10:0/14:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/14:1(9Z)/26:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-23-25-26-27-28-29-30-31-32-33-34-35-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h18,22,31-32,63-65,70H,5-17,19-21,23-30,33-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,32-31-/t63-,64+,65+/m0/s1	PIVRLQRXKBLBON-HBZNTJIKSA-N	1292.878327			MMDBc0034252
BASm0021054	CL(10:0/10:0/14:1(9Z)/26:1(9Z))	CL(10:0/10:0/14:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/14:1(9Z)/26:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C70H132O17P2	InChI=1S/C70H132O17P2/c1-5-9-13-17-21-23-25-26-27-28-29-30-31-32-33-34-35-36-37-39-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-44-40-38-24-22-18-14-10-6-2)63-85-89(78,79)83-59-64(71)58-82-88(76,77)84-62-65(86-69(74)56-52-48-43-20-16-12-8-4)60-80-67(72)54-50-46-42-19-15-11-7-3/h18,22,34-35,64-66,71H,5-17,19-21,23-33,36-63H2,1-4H3,(H,76,77)(H,78,79)/b22-18-,35-34-/t64-,65+,66+/m0/s1	UJIJNMQJTBFIEI-XZENBZSFSA-N	1306.893977			MMDBc0034253
BASm0021055	CL(10:0/10:0/14:1(9Z)/28:0)	CL(10:0/10:0/14:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/14:1(9Z)/28:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-23-25-26-27-28-29-30-31-32-33-34-35-36-37-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h18,22,65-67,72H,5-17,19-21,23-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-/t65-,66+,67+/m0/s1	QBDRNSNRIMJENA-VBONMZTLSA-N	1322.925277			MMDBc0034254
BASm0021056	CL(10:0/10:0/14:1(9Z)/28:1(11Z))	CL(10:0/10:0/14:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/14:1(9Z)/28:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-23-25-26-27-28-29-30-31-32-33-34-35-36-37-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h18,22,33-34,65-67,72H,5-17,19-21,23-32,35-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,34-33-/t65-,66+,67+/m0/s1	PHQXDTWAKQOUCG-ROLZOQCDSA-N	1320.909627			MMDBc0034255
BASm0021057	CL(10:0/10:0/14:1(9Z)/28:1(9Z))	CL(10:0/10:0/14:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/14:1(9Z)/28:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-23-25-26-27-28-29-30-31-32-33-34-35-36-37-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h18,22,35-36,65-67,72H,5-17,19-21,23-34,37-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,36-35-/t65-,66+,67+/m0/s1	DLHOCPXLQKWWDB-SPKIKSBWSA-N	1320.909627			MMDBc0034256
BASm0021058	CL(10:0/10:0/14:1(9Z)/30:0)	CL(10:0/10:0/14:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/14:1(9Z)/30:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-23-25-26-27-28-29-30-31-32-33-34-35-36-37-38-39-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h18,22,67-69,74H,5-17,19-21,23-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-/t67-,68+,69+/m0/s1	HPFCPKKNIJMJBQ-AEIUOFHZSA-N	1350.956577			MMDBc0034257
BASm0021059	CL(10:0/10:0/15:0/25:0)	CL(10:0/10:0/15:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/15:0/25:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t63-,64+,65+/m0/s1	YGOMAHWOYCZXBN-MGSXVFSVSA-N	1296.909627			MMDBc0034258
BASm0021060	CL(10:0/10:0/15:0/25:1(11Z))	CL(10:0/10:0/15:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/15:0/25:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h32-33,63-65,70H,5-31,34-62H2,1-4H3,(H,75,76)(H,77,78)/b33-32-/t63-,64+,65+/m0/s1	XWAAZYORUCOCAX-VLSWLNKFSA-N	1294.893977			MMDBc0034259
BASm0021061	CL(10:0/10:0/15:0/25:1(9Z))	CL(10:0/10:0/15:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/15:0/25:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h34-35,63-65,70H,5-33,36-62H2,1-4H3,(H,75,76)(H,77,78)/b35-34-/t63-,64+,65+/m0/s1	RGWZIFVDVWORNY-UUGSDZOWSA-N	1294.893977			MMDBc0034260
BASm0021062	CL(10:0/10:0/15:0/27:0)	CL(10:0/10:0/15:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/15:0/27:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-37-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	WZUPIMNLQTWOCS-OHKZLATASA-N	1324.940927			MMDBc0034261
BASm0021063	CL(10:0/10:0/15:0/27:1(11Z))	CL(10:0/10:0/15:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/15:0/27:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-37-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h34-35,65-67,72H,5-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b35-34-/t65-,66+,67+/m0/s1	SHKPAHRUUFZQFT-OZBXPXKDSA-N	1322.925277			MMDBc0034262
BASm0021064	CL(10:0/10:0/15:0/27:1(9Z))	CL(10:0/10:0/15:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/15:0/27:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-37-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h36-37,65-67,72H,5-35,38-64H2,1-4H3,(H,77,78)(H,79,80)/b37-36-/t65-,66+,67+/m0/s1	USCJIWSOPODYPU-LXFALWLDSA-N	1322.925277			MMDBc0034263
BASm0021065	CL(10:0/10:0/15:0/29:0)	CL(10:0/10:0/15:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/15:0/29:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-37-38-39-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	RKVOWQLZJTWJGK-MXMGCQHCSA-N	1352.972227			MMDBc0034264
BASm0021066	CL(10:0/10:0/15:1(11Z)/25:0)	CL(10:0/10:0/15:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/15:1(11Z)/25:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h14,18,63-65,70H,5-13,15-17,19-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-/t63-,64+,65+/m0/s1	MSYKLHVXRPPXJX-OCKFDPGASA-N	1294.893977			MMDBc0034265
BASm0021067	CL(10:0/10:0/15:1(11Z)/25:1(11Z))	CL(10:0/10:0/15:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/15:1(11Z)/25:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h14,18,32-33,63-65,70H,5-13,15-17,19-31,34-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,33-32-/t63-,64+,65+/m0/s1	LFYDHIWEXLSBJK-NCNCBBEBSA-N	1292.878327			MMDBc0034266
BASm0021068	CL(10:0/10:0/15:1(11Z)/25:1(9Z))	CL(10:0/10:0/15:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/15:1(11Z)/25:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h14,18,34-35,63-65,70H,5-13,15-17,19-33,36-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,35-34-/t63-,64+,65+/m0/s1	OCOSLYPCXXLRRS-ADKCHMJESA-N	1292.878327			MMDBc0034267
BASm0021069	CL(10:0/10:0/15:1(11Z)/27:0)	CL(10:0/10:0/15:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/15:1(11Z)/27:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-37-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h14,18,65-67,72H,5-13,15-17,19-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-/t65-,66+,67+/m0/s1	MXZWYSWZTVAFOT-PHBHAKSISA-N	1322.925277			MMDBc0034268
BASm0021070	CL(10:0/10:0/15:1(11Z)/27:1(11Z))	CL(10:0/10:0/15:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/15:1(11Z)/27:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-37-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h14,18,34-35,65-67,72H,5-13,15-17,19-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,35-34-/t65-,66+,67+/m0/s1	VIIPTCIESYEKII-LKSKRKOZSA-N	1320.909627			MMDBc0034269
BASm0021071	CL(10:0/10:0/15:1(11Z)/27:1(9Z))	CL(10:0/10:0/15:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/15:1(11Z)/27:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-37-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h14,18,36-37,65-67,72H,5-13,15-17,19-35,38-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,37-36-/t65-,66+,67+/m0/s1	LBBQWOJJVXQRCY-NHJVNHNKSA-N	1320.909627			MMDBc0034270
BASm0021072	CL(10:0/10:0/15:1(11Z)/29:0)	CL(10:0/10:0/15:1(11Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/15:1(11Z)/29:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-37-38-39-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h14,18,67-69,74H,5-13,15-17,19-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-/t67-,68+,69+/m0/s1	WEBRXYJESXKFFK-ADGSEFNQSA-N	1350.956577			MMDBc0034271
BASm0021073	CL(10:0/10:0/15:1(9Z)/25:0)	CL(10:0/10:0/15:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/15:1(9Z)/25:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h22,24,63-65,70H,5-21,23,25-62H2,1-4H3,(H,75,76)(H,77,78)/b24-22-/t63-,64+,65+/m0/s1	XYXHGSDUIMTFMY-UIHXJDRWSA-N	1294.893977			MMDBc0034272
BASm0021074	CL(10:0/10:0/15:1(9Z)/25:1(11Z))	CL(10:0/10:0/15:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/15:1(9Z)/25:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h22,24,32-33,63-65,70H,5-21,23,25-31,34-62H2,1-4H3,(H,75,76)(H,77,78)/b24-22-,33-32-/t63-,64+,65+/m0/s1	DCEMTOUFCDQLRO-ASIWGJKKSA-N	1292.878327			MMDBc0034273
BASm0021075	CL(10:0/10:0/15:1(9Z)/25:1(9Z))	CL(10:0/10:0/15:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/15:1(9Z)/25:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h22,24,34-35,63-65,70H,5-21,23,25-33,36-62H2,1-4H3,(H,75,76)(H,77,78)/b24-22-,35-34-/t63-,64+,65+/m0/s1	IGFWIABGKXKTMY-PHTMISOOSA-N	1292.878327			MMDBc0034274
BASm0021076	CL(10:0/10:0/15:1(9Z)/27:0)	CL(10:0/10:0/15:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/15:1(9Z)/27:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-37-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h22,24,65-67,72H,5-21,23,25-64H2,1-4H3,(H,77,78)(H,79,80)/b24-22-/t65-,66+,67+/m0/s1	XXYUXLQUVQIZJM-SYZVKRCXSA-N	1322.925277			MMDBc0034275
BASm0021077	CL(10:0/10:0/15:1(9Z)/27:1(11Z))	CL(10:0/10:0/15:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/15:1(9Z)/27:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-37-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h22,24,34-35,65-67,72H,5-21,23,25-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b24-22-,35-34-/t65-,66+,67+/m0/s1	QBWIQJRGRMXQBA-NRQBUXGISA-N	1320.909627			MMDBc0034276
BASm0021078	CL(10:0/10:0/15:1(9Z)/27:1(9Z))	CL(10:0/10:0/15:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/15:1(9Z)/27:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-37-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h22,24,36-37,65-67,72H,5-21,23,25-35,38-64H2,1-4H3,(H,77,78)(H,79,80)/b24-22-,37-36-/t65-,66+,67+/m0/s1	TUSPUNIOXDPMSK-JCZOKNKWSA-N	1320.909627			MMDBc0034277
BASm0021079	CL(10:0/10:0/15:1(9Z)/29:0)	CL(10:0/10:0/15:1(9Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/15:1(9Z)/29:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-37-38-39-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h22,24,67-69,74H,5-21,23,25-66H2,1-4H3,(H,79,80)(H,81,82)/b24-22-/t67-,68+,69+/m0/s1	RDGLRRZMSJNWRY-KZMJSDAJSA-N	1350.956577			MMDBc0034278
BASm0021080	CL(10:0/10:0/16:0/22:0)	CL(10:0/10:0/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:0/22:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C67H130O17P2	InChI=1S/C67H130O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-34-36-38-42-46-50-54-67(72)84-63(58-78-65(70)52-48-44-41-37-35-33-26-24-22-18-14-10-6-2)60-82-86(75,76)80-56-61(68)55-79-85(73,74)81-59-62(83-66(71)53-49-45-40-20-16-12-8-4)57-77-64(69)51-47-43-39-19-15-11-7-3/h61-63,68H,5-60H2,1-4H3,(H,73,74)(H,75,76)/t61-,62+,63+/m0/s1	PWFDKEYVTQMBFC-WJOGUDKKSA-N	1268.878327			MMDBc0034279
BASm0021081	CL(10:0/10:0/16:0/24:0)	CL(10:0/10:0/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:0/24:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-35-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t63-,64+,65+/m0/s1	KWMBSDDAJYTUFT-MGSXVFSVSA-N	1296.909627			MMDBc0034280
BASm0021082	CL(10:0/10:0/16:0/24:1(11Z))	CL(10:0/10:0/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:0/24:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-35-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h31-32,63-65,70H,5-30,33-62H2,1-4H3,(H,75,76)(H,77,78)/b32-31-/t63-,64+,65+/m0/s1	MTTXWRKRKRBLRN-NKGZKSAMSA-N	1294.893977			MMDBc0034281
BASm0021083	CL(10:0/10:0/16:0/24:1(9Z))	CL(10:0/10:0/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:0/24:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-35-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h33-34,63-65,70H,5-32,35-62H2,1-4H3,(H,75,76)(H,77,78)/b34-33-/t63-,64+,65+/m0/s1	LFPIZAZNYUJFOB-NWAQRRSMSA-N	1294.893977			MMDBc0034282
BASm0021084	CL(10:0/10:0/16:0/26:0)	CL(10:0/10:0/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:0/26:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-37-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	SXWHLPQWWRXKFA-OHKZLATASA-N	1324.940927			MMDBc0034283
BASm0021085	CL(10:0/10:0/16:0/26:1(11Z))	CL(10:0/10:0/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:0/26:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-37-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h32-33,65-67,72H,5-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b33-32-/t65-,66+,67+/m0/s1	AGKSCQKTMITKTD-KHOZQRHUSA-N	1322.925277			MMDBc0034284
BASm0021086	CL(10:0/10:0/16:0/26:1(9Z))	CL(10:0/10:0/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:0/26:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C72H138O17P2	InChI=1S/C72H138O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-37-39-41-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-46-42-40-38-26-24-22-18-14-10-6-2)65-87-91(80,81)85-61-66(73)60-84-90(78,79)86-64-67(88-71(76)58-54-50-45-20-16-12-8-4)62-82-69(74)56-52-48-44-19-15-11-7-3/h35-36,66-68,73H,5-34,37-65H2,1-4H3,(H,78,79)(H,80,81)/b36-35-/t66-,67+,68+/m0/s1	JMGPEWAOISSAHE-XKWNFIRFSA-N	1336.940927			MMDBc0034285
BASm0021087	CL(10:0/10:0/16:0/28:0)	CL(10:0/10:0/16:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:0/28:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-37-38-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-39-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	NSJYHPPIDOTAIQ-MXMGCQHCSA-N	1352.972227			MMDBc0034286
BASm0021088	CL(10:0/10:0/16:0/28:1(11Z))	CL(10:0/10:0/16:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:0/28:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-37-38-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-39-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h34-35,67-69,74H,5-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b35-34-/t67-,68+,69+/m0/s1	LHYNRGHERAYROQ-YHGSUBCESA-N	1350.956577			MMDBc0034287
BASm0021089	CL(10:0/10:0/16:0/28:1(9Z))	CL(10:0/10:0/16:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:0/28:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-37-38-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-39-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h36-37,67-69,74H,5-35,38-66H2,1-4H3,(H,79,80)(H,81,82)/b37-36-/t67-,68+,69+/m0/s1	OKCXEAUCHOFBOY-GSGQLPDESA-N	1350.956577			MMDBc0034288
BASm0021090	CL(10:0/10:0/16:0/30:0)	CL(10:0/10:0/16:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:0/30:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-37-38-39-40-42-44-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-49-45-43-41-26-24-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-48-20-16-12-8-4)65-85-72(77)59-55-51-47-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	WDEAFSOJXZHZFE-NTQFVZKBSA-N	1381.003527			MMDBc0034289
BASm0021091	CL(10:0/10:0/16:1(11Z)/24:0)	CL(10:0/10:0/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:1(11Z)/24:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-35-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h18,22,63-65,70H,5-17,19-21,23-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-/t63-,64+,65+/m0/s1	FDZWCQTUIGYOSH-PXHUVQHOSA-N	1294.893977			MMDBc0034290
BASm0021092	CL(10:0/10:0/16:1(11Z)/24:1(11Z))	CL(10:0/10:0/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:1(11Z)/24:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-35-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h18,22,31-32,63-65,70H,5-17,19-21,23-30,33-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,32-31-/t63-,64+,65+/m0/s1	NLCTXBAXRLJFGU-HBZNTJIKSA-N	1292.878327			MMDBc0034291
BASm0021093	CL(10:0/10:0/16:1(11Z)/24:1(9Z))	CL(10:0/10:0/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:1(11Z)/24:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-35-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h18,22,33-34,63-65,70H,5-17,19-21,23-32,35-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,34-33-/t63-,64+,65+/m0/s1	XSBUEOQRDMLJHU-QWVJLMBISA-N	1292.878327			MMDBc0034292
BASm0021094	CL(10:0/10:0/16:1(11Z)/26:0)	CL(10:0/10:0/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:1(11Z)/26:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-37-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h18,22,65-67,72H,5-17,19-21,23-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-/t65-,66+,67+/m0/s1	KPLYALZWHPPNPV-VBONMZTLSA-N	1322.925277			MMDBc0034293
BASm0021095	CL(10:0/10:0/16:1(11Z)/26:1(11Z))	CL(10:0/10:0/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:1(11Z)/26:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-37-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h18,22,32-33,65-67,72H,5-17,19-21,23-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,33-32-/t65-,66+,67+/m0/s1	CFKRSLCEPKYNFZ-FMZILRKYSA-N	1320.909627			MMDBc0034294
BASm0021096	CL(10:0/10:0/16:1(11Z)/26:1(9Z))	CL(10:0/10:0/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:1(11Z)/26:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C72H136O17P2	InChI=1S/C72H136O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-37-39-41-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-46-42-40-38-26-24-22-18-14-10-6-2)65-87-91(80,81)85-61-66(73)60-84-90(78,79)86-64-67(88-71(76)58-54-50-45-20-16-12-8-4)62-82-69(74)56-52-48-44-19-15-11-7-3/h18,22,35-36,66-68,73H,5-17,19-21,23-34,37-65H2,1-4H3,(H,78,79)(H,80,81)/b22-18-,36-35-/t66-,67+,68+/m0/s1	LIUKTWIAIGLWIR-NSPJHRIOSA-N	1334.925277			MMDBc0034295
BASm0021097	CL(10:0/10:0/16:1(11Z)/28:0)	CL(10:0/10:0/16:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:1(11Z)/28:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-37-38-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-39-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h18,22,67-69,74H,5-17,19-21,23-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-/t67-,68+,69+/m0/s1	JKHVLBGJFYIDFP-AEIUOFHZSA-N	1350.956577			MMDBc0034296
BASm0021098	CL(10:0/10:0/16:1(11Z)/28:1(11Z))	CL(10:0/10:0/16:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:1(11Z)/28:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-37-38-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-39-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h18,22,34-35,67-69,74H,5-17,19-21,23-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,35-34-/t67-,68+,69+/m0/s1	ODPULEDOOFVZIA-HXJODEDGSA-N	1348.940927			MMDBc0034297
BASm0021099	CL(10:0/10:0/16:1(11Z)/28:1(9Z))	CL(10:0/10:0/16:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:1(11Z)/28:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-37-38-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-39-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h18,22,36-37,67-69,74H,5-17,19-21,23-35,38-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,37-36-/t67-,68+,69+/m0/s1	WEIKCCZCLPUXDU-SWNYMAGXSA-N	1348.940927			MMDBc0034298
BASm0021100	CL(10:0/10:0/16:1(11Z)/30:0)	CL(10:0/10:0/16:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:1(11Z)/30:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-37-38-39-40-42-44-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-49-45-43-41-26-24-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-48-20-16-12-8-4)65-85-72(77)59-55-51-47-19-15-11-7-3/h18,22,69-71,76H,5-17,19-21,23-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-/t69-,70+,71+/m0/s1	HNWDIJFLFQXIJW-ULWBWJMGSA-N	1378.987877			MMDBc0034299
BASm0021101	CL(10:0/10:0/16:1(9Z)/24:0)	CL(10:0/10:0/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:1(9Z)/24:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-35-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h24,26,63-65,70H,5-23,25,27-62H2,1-4H3,(H,75,76)(H,77,78)/b26-24-/t63-,64+,65+/m0/s1	UXKAESWMACYTRR-PYZPJNDLSA-N	1294.893977			MMDBc0034300
BASm0021102	CL(10:0/10:0/16:1(9Z)/24:1(11Z))	CL(10:0/10:0/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:1(9Z)/24:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-35-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h24,26,31-32,63-65,70H,5-23,25,27-30,33-62H2,1-4H3,(H,75,76)(H,77,78)/b26-24-,32-31-/t63-,64+,65+/m0/s1	MILHFGYTKGLYJG-ATWASYMKSA-N	1292.878327			MMDBc0034301
BASm0021103	CL(10:0/10:0/16:1(9Z)/24:1(9Z))	CL(10:0/10:0/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:1(9Z)/24:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-35-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h24,26,33-34,63-65,70H,5-23,25,27-32,35-62H2,1-4H3,(H,75,76)(H,77,78)/b26-24-,34-33-/t63-,64+,65+/m0/s1	DAMLJTSJRIMSTB-HLHJLGOWSA-N	1292.878327			MMDBc0034302
BASm0021104	CL(10:0/10:0/16:1(9Z)/26:0)	CL(10:0/10:0/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:1(9Z)/26:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-37-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h24,26,65-67,72H,5-23,25,27-64H2,1-4H3,(H,77,78)(H,79,80)/b26-24-/t65-,66+,67+/m0/s1	NYCYBTXKPFTEFZ-KHKRLBIFSA-N	1322.925277			MMDBc0034303
BASm0021105	CL(10:0/10:0/16:1(9Z)/26:1(11Z))	CL(10:0/10:0/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:1(9Z)/26:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-37-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h24,26,32-33,65-67,72H,5-23,25,27-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b26-24-,33-32-/t65-,66+,67+/m0/s1	NLKIORFANURVLO-NTYDDZGSSA-N	1320.909627			MMDBc0034304
BASm0021106	CL(10:0/10:0/16:1(9Z)/26:1(9Z))	CL(10:0/10:0/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:1(9Z)/26:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C72H136O17P2	InChI=1S/C72H136O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-37-39-41-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-46-42-40-38-26-24-22-18-14-10-6-2)65-87-91(80,81)85-61-66(73)60-84-90(78,79)86-64-67(88-71(76)58-54-50-45-20-16-12-8-4)62-82-69(74)56-52-48-44-19-15-11-7-3/h24,26,35-36,66-68,73H,5-23,25,27-34,37-65H2,1-4H3,(H,78,79)(H,80,81)/b26-24-,36-35-/t66-,67+,68+/m0/s1	KCLAUXWMSNEBCQ-SHDFRPQMSA-N	1334.925277			MMDBc0034305
BASm0021107	CL(10:0/10:0/16:1(9Z)/28:0)	CL(10:0/10:0/16:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:1(9Z)/28:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-37-38-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-39-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h24,26,67-69,74H,5-23,25,27-66H2,1-4H3,(H,79,80)(H,81,82)/b26-24-/t67-,68+,69+/m0/s1	YLVJKAIXPOPWOS-CIWJJHEOSA-N	1350.956577			MMDBc0034306
BASm0021108	CL(10:0/10:0/16:1(9Z)/28:1(11Z))	CL(10:0/10:0/16:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:1(9Z)/28:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-37-38-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-39-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h24,26,34-35,67-69,74H,5-23,25,27-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b26-24-,35-34-/t67-,68+,69+/m0/s1	ZNEHGMPRLIZYBZ-IFFTYVKPSA-N	1348.940927			MMDBc0034307
BASm0021109	CL(10:0/10:0/16:1(9Z)/28:1(9Z))	CL(10:0/10:0/16:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:1(9Z)/28:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-37-38-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-39-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h24,26,36-37,67-69,74H,5-23,25,27-35,38-66H2,1-4H3,(H,79,80)(H,81,82)/b26-24-,37-36-/t67-,68+,69+/m0/s1	XBHOVXNZQKWZNJ-BLFICYFFSA-N	1348.940927			MMDBc0034308
BASm0021110	CL(10:0/10:0/16:1(9Z)/30:0)	CL(10:0/10:0/16:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/16:1(9Z)/30:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-23-25-27-28-29-30-31-32-33-34-35-36-37-38-39-40-42-44-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-49-45-43-41-26-24-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-48-20-16-12-8-4)65-85-72(77)59-55-51-47-19-15-11-7-3/h24,26,69-71,76H,5-23,25,27-68H2,1-4H3,(H,81,82)(H,83,84)/b26-24-/t69-,70+,71+/m0/s1	OOJWKHFJMBZPEL-PLQCBDKTSA-N	1378.987877			MMDBc0034309
BASm0021111	CL(10:0/10:0/18:0/20:0)	CL(10:0/10:0/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:0/20:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C67H130O17P2	InChI=1S/C67H130O17P2/c1-5-9-13-17-21-23-25-27-29-30-32-34-36-38-42-46-50-54-67(72)84-63(58-78-65(70)52-48-44-41-37-35-33-31-28-26-24-22-18-14-10-6-2)60-82-86(75,76)80-56-61(68)55-79-85(73,74)81-59-62(83-66(71)53-49-45-40-20-16-12-8-4)57-77-64(69)51-47-43-39-19-15-11-7-3/h61-63,68H,5-60H2,1-4H3,(H,73,74)(H,75,76)/t61-,62+,63+/m0/s1	VWEZZRLBCVFHFW-WJOGUDKKSA-N	1268.878327			MMDBc0034310
BASm0021112	CL(10:0/10:0/18:0/22:0)	CL(10:0/10:0/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:0/22:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-34-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-35-33-28-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t63-,64+,65+/m0/s1	ALCHALRELJYFQJ-MGSXVFSVSA-N	1296.909627			MMDBc0034311
BASm0021113	CL(10:0/10:0/18:0/22:1(11Z))	CL(10:0/10:0/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:0/22:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-34-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-35-33-28-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h30-31,63-65,70H,5-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b31-30-/t63-,64+,65+/m0/s1	XWNKURQUGPOBBJ-KROWAYFZSA-N	1294.893977			MMDBc0034312
BASm0021114	CL(10:0/10:0/18:0/22:1(9Z))	CL(10:0/10:0/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:0/22:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-34-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-35-33-28-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h32,34,63-65,70H,5-31,33,35-62H2,1-4H3,(H,75,76)(H,77,78)/b34-32-/t63-,64+,65+/m0/s1	UVXUZSQURCXXRZ-HUDGDZCVSA-N	1294.893977			MMDBc0034313
BASm0021115	CL(10:0/10:0/18:0/24:0)	CL(10:0/10:0/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:0/24:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-36-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-37-35-28-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	GQCFMZKFANHXNO-OHKZLATASA-N	1324.940927			MMDBc0034314
BASm0021116	CL(10:0/10:0/18:0/24:1(11Z))	CL(10:0/10:0/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:0/24:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-36-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-37-35-28-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h32-33,65-67,72H,5-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b33-32-/t65-,66+,67+/m0/s1	SAFUTJGWGOYHDA-KHOZQRHUSA-N	1322.925277			MMDBc0034315
BASm0021117	CL(10:0/10:0/18:0/24:1(9Z))	CL(10:0/10:0/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:0/24:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-36-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-37-35-28-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h34,36,65-67,72H,5-33,35,37-64H2,1-4H3,(H,77,78)(H,79,80)/b36-34-/t65-,66+,67+/m0/s1	YGVHJRUDOYYZQW-IHSKONDUSA-N	1322.925277			MMDBc0034316
BASm0021118	CL(10:0/10:0/18:0/26:0)	CL(10:0/10:0/18:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:0/26:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-35-36-38-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-39-37-28-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	LSGNMMISUKJWSI-MXMGCQHCSA-N	1352.972227			MMDBc0034317
BASm0021119	CL(10:0/10:0/18:0/26:1(11Z))	CL(10:0/10:0/18:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:0/26:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-35-36-38-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-39-37-28-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h33-34,67-69,74H,5-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b34-33-/t67-,68+,69+/m0/s1	ISHJXRGCGVDAFX-HWHIIAHISA-N	1350.956577			MMDBc0034318
BASm0021120	CL(10:0/10:0/18:0/26:1(9Z))	CL(10:0/10:0/18:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:0/26:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C74H142O17P2	InChI=1S/C74H142O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-35-36-37-39-41-43-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-48-44-42-40-38-28-26-24-22-18-14-10-6-2)67-89-93(82,83)87-63-68(75)62-86-92(80,81)88-66-69(90-73(78)60-56-52-47-20-16-12-8-4)64-84-71(76)58-54-50-46-19-15-11-7-3/h36-37,68-70,75H,5-35,38-67H2,1-4H3,(H,80,81)(H,82,83)/b37-36-/t68-,69+,70+/m0/s1	XTWPNFLNRVAHOR-XAESWIBHSA-N	1364.972227			MMDBc0034319
BASm0021121	CL(10:0/10:0/18:0/28:0)	CL(10:0/10:0/18:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:0/28:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-35-36-37-38-40-42-44-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-49-45-43-41-39-28-26-24-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-48-20-16-12-8-4)65-85-72(77)59-55-51-47-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	KGBISTXJAOVBRT-NTQFVZKBSA-N	1381.003527			MMDBc0034320
BASm0021122	CL(10:0/10:0/18:0/28:1(11Z))	CL(10:0/10:0/18:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:0/28:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-35-36-37-38-40-42-44-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-49-45-43-41-39-28-26-24-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-48-20-16-12-8-4)65-85-72(77)59-55-51-47-19-15-11-7-3/h35-36,69-71,76H,5-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b36-35-/t69-,70+,71+/m0/s1	FRGWNNFKVBXSHW-ZROLNUINSA-N	1378.987877			MMDBc0034321
BASm0021123	CL(10:0/10:0/18:0/28:1(9Z))	CL(10:0/10:0/18:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:0/28:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-35-36-37-38-40-42-44-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-49-45-43-41-39-28-26-24-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-48-20-16-12-8-4)65-85-72(77)59-55-51-47-19-15-11-7-3/h37-38,69-71,76H,5-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b38-37-/t69-,70+,71+/m0/s1	OISRKJQAEIGKSR-FYPLOVRYSA-N	1378.987877			MMDBc0034322
BASm0021124	CL(10:0/10:0/18:0/30:0)	CL(10:0/10:0/18:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:0/30:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-35-36-37-38-39-40-42-44-46-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-51-47-45-43-41-28-26-24-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-50-20-16-12-8-4)67-87-74(79)61-57-53-49-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	CWJDPCDDBJSNJC-DFXUENRWSA-N	1409.034827			MMDBc0034323
BASm0021125	CL(10:0/10:0/18:1(11Z)/22:0)	CL(10:0/10:0/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:1(11Z)/22:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-34-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-35-33-28-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h24,26,63-65,70H,5-23,25,27-62H2,1-4H3,(H,75,76)(H,77,78)/b26-24-/t63-,64+,65+/m0/s1	SZUCNEWPQLHURW-PYZPJNDLSA-N	1294.893977			MMDBc0034324
BASm0021126	CL(10:0/10:0/18:1(11Z)/22:1(11Z))	CL(10:0/10:0/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:1(11Z)/22:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-34-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-35-33-28-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h24,26,30-31,63-65,70H,5-23,25,27-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b26-24-,31-30-/t63-,64+,65+/m0/s1	IRJUQMXZAIFVBV-VPGNIRNUSA-N	1292.878327			MMDBc0034325
BASm0021127	CL(10:0/10:0/18:1(11Z)/22:1(9Z))	CL(10:0/10:0/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:1(11Z)/22:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-34-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-35-33-28-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h24,26,32,34,63-65,70H,5-23,25,27-31,33,35-62H2,1-4H3,(H,75,76)(H,77,78)/b26-24-,34-32-/t63-,64+,65+/m0/s1	KGUZGLWMGFQHOF-ULMBQTJMSA-N	1292.878327			MMDBc0034326
BASm0021128	CL(10:0/10:0/18:1(11Z)/24:0)	CL(10:0/10:0/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:1(11Z)/24:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-36-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-37-35-28-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h24,26,65-67,72H,5-23,25,27-64H2,1-4H3,(H,77,78)(H,79,80)/b26-24-/t65-,66+,67+/m0/s1	BWIGRRHQBDTSTE-KHKRLBIFSA-N	1322.925277			MMDBc0034327
BASm0021129	CL(10:0/10:0/18:1(11Z)/24:1(11Z))	CL(10:0/10:0/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:1(11Z)/24:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-36-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-37-35-28-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h24,26,32-33,65-67,72H,5-23,25,27-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b26-24-,33-32-/t65-,66+,67+/m0/s1	MDTXFSQFSSESBS-NTYDDZGSSA-N	1320.909627			MMDBc0034328
BASm0021130	CL(10:0/10:0/18:1(11Z)/24:1(9Z))	CL(10:0/10:0/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:1(11Z)/24:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-36-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-37-35-28-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h24,26,34,36,65-67,72H,5-23,25,27-33,35,37-64H2,1-4H3,(H,77,78)(H,79,80)/b26-24-,36-34-/t65-,66+,67+/m0/s1	HGUOWEPPJICPQU-GVINVETCSA-N	1320.909627			MMDBc0034329
BASm0021131	CL(10:0/10:0/18:1(11Z)/26:0)	CL(10:0/10:0/18:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:1(11Z)/26:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-35-36-38-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-39-37-28-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h24,26,67-69,74H,5-23,25,27-66H2,1-4H3,(H,79,80)(H,81,82)/b26-24-/t67-,68+,69+/m0/s1	YIXDYUQLULXEIV-CIWJJHEOSA-N	1350.956577			MMDBc0034330
BASm0021132	CL(10:0/10:0/18:1(11Z)/26:1(11Z))	CL(10:0/10:0/18:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:1(11Z)/26:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-35-36-38-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-39-37-28-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h24,26,33-34,67-69,74H,5-23,25,27-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b26-24-,34-33-/t67-,68+,69+/m0/s1	OXYSEHTZIJWICQ-XAEVNVBBSA-N	1348.940927			MMDBc0034331
BASm0021133	CL(10:0/10:0/18:1(11Z)/26:1(9Z))	CL(10:0/10:0/18:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:1(11Z)/26:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C74H140O17P2	InChI=1S/C74H140O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-35-36-37-39-41-43-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-48-44-42-40-38-28-26-24-22-18-14-10-6-2)67-89-93(82,83)87-63-68(75)62-86-92(80,81)88-66-69(90-73(78)60-56-52-47-20-16-12-8-4)64-84-71(76)58-54-50-46-19-15-11-7-3/h24,26,36-37,68-70,75H,5-23,25,27-35,38-67H2,1-4H3,(H,80,81)(H,82,83)/b26-24-,37-36-/t68-,69+,70+/m0/s1	RCDXDXHMELNYOX-YDQHKWLZSA-N	1362.956577			MMDBc0034332
BASm0021134	CL(10:0/10:0/18:1(11Z)/28:0)	CL(10:0/10:0/18:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:1(11Z)/28:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-35-36-37-38-40-42-44-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-49-45-43-41-39-28-26-24-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-48-20-16-12-8-4)65-85-72(77)59-55-51-47-19-15-11-7-3/h24,26,69-71,76H,5-23,25,27-68H2,1-4H3,(H,81,82)(H,83,84)/b26-24-/t69-,70+,71+/m0/s1	CHEJTEMMSNSCRF-PLQCBDKTSA-N	1378.987877			MMDBc0034333
BASm0021135	CL(10:0/10:0/18:1(11Z)/28:1(11Z))	CL(10:0/10:0/18:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:1(11Z)/28:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-35-36-37-38-40-42-44-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-49-45-43-41-39-28-26-24-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-48-20-16-12-8-4)65-85-72(77)59-55-51-47-19-15-11-7-3/h24,26,35-36,69-71,76H,5-23,25,27-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b26-24-,36-35-/t69-,70+,71+/m0/s1	UUAMBBDQCGEIIN-GZYGTZEASA-N	1376.972227			MMDBc0034334
BASm0021136	CL(10:0/10:0/18:1(11Z)/28:1(9Z))	CL(10:0/10:0/18:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:1(11Z)/28:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-35-36-37-38-40-42-44-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-49-45-43-41-39-28-26-24-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-48-20-16-12-8-4)65-85-72(77)59-55-51-47-19-15-11-7-3/h24,26,37-38,69-71,76H,5-23,25,27-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b26-24-,38-37-/t69-,70+,71+/m0/s1	SOUXQUPOMUKNIW-BOGCJXADSA-N	1376.972227			MMDBc0034335
BASm0021137	CL(10:0/10:0/18:1(11Z)/30:0)	CL(10:0/10:0/18:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:1(11Z)/30:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-35-36-37-38-39-40-42-44-46-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-51-47-45-43-41-28-26-24-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-50-20-16-12-8-4)67-87-74(79)61-57-53-49-19-15-11-7-3/h24,26,71-73,78H,5-23,25,27-70H2,1-4H3,(H,83,84)(H,85,86)/b26-24-/t71-,72+,73+/m0/s1	FEBDQOHHLKBDDN-XNJCRUPVSA-N	1407.019177			MMDBc0034336
BASm0021138	CL(10:0/10:0/18:1(9Z)/22:0)	CL(10:0/10:0/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:1(9Z)/22:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-34-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-35-33-28-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h28,33,63-65,70H,5-27,29-32,34-62H2,1-4H3,(H,75,76)(H,77,78)/b33-28-/t63-,64+,65+/m0/s1	ZBFRAQMXVKTEFA-PMSPMADRSA-N	1294.893977			MMDBc0034337
BASm0021139	CL(10:0/10:0/18:1(9Z)/22:1(11Z))	CL(10:0/10:0/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:1(9Z)/22:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-34-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-35-33-28-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h28,30-31,33,63-65,70H,5-27,29,32,34-62H2,1-4H3,(H,75,76)(H,77,78)/b31-30-,33-28-/t63-,64+,65+/m0/s1	RPOUHJSOBITBTK-HWZUHPODSA-N	1292.878327			MMDBc0034338
BASm0021140	CL(10:0/10:0/18:1(9Z)/22:1(9Z))	CL(10:0/10:0/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:1(9Z)/22:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-34-36-38-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-43-39-37-35-33-28-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h28,32-34,63-65,70H,5-27,29-31,35-62H2,1-4H3,(H,75,76)(H,77,78)/b33-28-,34-32-/t63-,64+,65+/m0/s1	RFIZUBKRHZIKFY-AGJFEPDQSA-N	1292.878327			MMDBc0034339
BASm0021141	CL(10:0/10:0/18:1(9Z)/24:0)	CL(10:0/10:0/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:1(9Z)/24:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-36-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-37-35-28-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h28,35,65-67,72H,5-27,29-34,36-64H2,1-4H3,(H,77,78)(H,79,80)/b35-28-/t65-,66+,67+/m0/s1	RISKYOLQNLFMGC-ISGHIJPLSA-N	1322.925277			MMDBc0034340
BASm0021142	CL(10:0/10:0/18:1(9Z)/24:1(11Z))	CL(10:0/10:0/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:1(9Z)/24:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-36-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-37-35-28-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h28,32-33,35,65-67,72H,5-27,29-31,34,36-64H2,1-4H3,(H,77,78)(H,79,80)/b33-32-,35-28-/t65-,66+,67+/m0/s1	ZGLVRUUIPQZXPF-FAUIYZNTSA-N	1320.909627			MMDBc0034341
BASm0021143	CL(10:0/10:0/18:1(9Z)/24:1(9Z))	CL(10:0/10:0/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:1(9Z)/24:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-36-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-37-35-28-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h28,34-36,65-67,72H,5-27,29-33,37-64H2,1-4H3,(H,77,78)(H,79,80)/b35-28-,36-34-/t65-,66+,67+/m0/s1	DWOKVJGZSDXSLI-IFZHYWLFSA-N	1320.909627			MMDBc0034342
BASm0021144	CL(10:0/10:0/18:1(9Z)/26:0)	CL(10:0/10:0/18:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:1(9Z)/26:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-35-36-38-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-39-37-28-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h28,37,67-69,74H,5-27,29-36,38-66H2,1-4H3,(H,79,80)(H,81,82)/b37-28-/t67-,68+,69+/m0/s1	SGEUHKRRGSTXGT-ZBGYDALRSA-N	1350.956577			MMDBc0034343
BASm0021145	CL(10:0/10:0/18:1(9Z)/26:1(11Z))	CL(10:0/10:0/18:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:1(9Z)/26:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-35-36-38-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-39-37-28-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h28,33-34,37,67-69,74H,5-27,29-32,35-36,38-66H2,1-4H3,(H,79,80)(H,81,82)/b34-33-,37-28-/t67-,68+,69+/m0/s1	CKJREFVQEFWURF-WYEDSLRJSA-N	1348.940927			MMDBc0034344
BASm0021146	CL(10:0/10:0/18:1(9Z)/26:1(9Z))	CL(10:0/10:0/18:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:1(9Z)/26:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C74H140O17P2	InChI=1S/C74H140O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-35-36-37-39-41-43-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-48-44-42-40-38-28-26-24-22-18-14-10-6-2)67-89-93(82,83)87-63-68(75)62-86-92(80,81)88-66-69(90-73(78)60-56-52-47-20-16-12-8-4)64-84-71(76)58-54-50-46-19-15-11-7-3/h28,36-38,68-70,75H,5-27,29-35,39-67H2,1-4H3,(H,80,81)(H,82,83)/b37-36-,38-28-/t68-,69+,70+/m0/s1	WOQSHFLNFALMHI-LSFLLDMWSA-N	1362.956577			MMDBc0034345
BASm0021147	CL(10:0/10:0/18:1(9Z)/28:0)	CL(10:0/10:0/18:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:1(9Z)/28:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-35-36-37-38-40-42-44-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-49-45-43-41-39-28-26-24-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-48-20-16-12-8-4)65-85-72(77)59-55-51-47-19-15-11-7-3/h28,39,69-71,76H,5-27,29-38,40-68H2,1-4H3,(H,81,82)(H,83,84)/b39-28-/t69-,70+,71+/m0/s1	FXWWIIVTKSDYEB-CVNFWUSTSA-N	1378.987877			MMDBc0034346
BASm0021148	CL(10:0/10:0/18:1(9Z)/28:1(11Z))	CL(10:0/10:0/18:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:1(9Z)/28:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-35-36-37-38-40-42-44-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-49-45-43-41-39-28-26-24-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-48-20-16-12-8-4)65-85-72(77)59-55-51-47-19-15-11-7-3/h28,35-36,39,69-71,76H,5-27,29-34,37-38,40-68H2,1-4H3,(H,81,82)(H,83,84)/b36-35-,39-28-/t69-,70+,71+/m0/s1	QJLNZFPKYRNOJP-KLYLFDLNSA-N	1376.972227			MMDBc0034347
BASm0021149	CL(10:0/10:0/18:1(9Z)/28:1(9Z))	CL(10:0/10:0/18:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:1(9Z)/28:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-35-36-37-38-40-42-44-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-49-45-43-41-39-28-26-24-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-48-20-16-12-8-4)65-85-72(77)59-55-51-47-19-15-11-7-3/h28,37-39,69-71,76H,5-27,29-36,40-68H2,1-4H3,(H,81,82)(H,83,84)/b38-37-,39-28-/t69-,70+,71+/m0/s1	QKCYOGDIZBESTF-PCWAJUCQSA-N	1376.972227			MMDBc0034348
BASm0021150	CL(10:0/10:0/18:1(9Z)/30:0)	CL(10:0/10:0/18:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/18:1(9Z)/30:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-23-25-27-29-30-31-32-33-34-35-36-37-38-39-40-42-44-46-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-51-47-45-43-41-28-26-24-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-50-20-16-12-8-4)67-87-74(79)61-57-53-49-19-15-11-7-3/h28,41,71-73,78H,5-27,29-40,42-70H2,1-4H3,(H,83,84)(H,85,86)/b41-28-/t71-,72+,73+/m0/s1	UNBCLPFMOBZKSH-GVMOOSQLSA-N	1407.019177			MMDBc0034349
BASm0021151	CL(10:0/10:0/20:0/20:1(11Z))	CL(10:0/10:0/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:0/20:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-43-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h28,30,63-65,70H,5-27,29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b30-28-/t63-,64+,65+/m0/s1	BYHOZAFBDGJGFT-BCBJVXAQSA-N	1294.893977			MMDBc0034350
BASm0021152	CL(10:0/10:0/20:0/20:1(13Z))	CL(10:0/10:0/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:0/20:1(13Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-43-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-42-20-16-12-8-4)59-79-66(71)53-49-45-41-19-15-11-7-3/h24,26,63-65,70H,5-23,25,27-62H2,1-4H3,(H,75,76)(H,77,78)/b26-24-/t63-,64+,65+/m0/s1	NCVKPILBGQVDEB-PYZPJNDLSA-N	1294.893977			MMDBc0034351
BASm0021153	CL(10:0/10:0/20:0/22:0)	CL(10:0/10:0/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:0/22:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-34-36-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-37-35-33-30-28-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	APTBHIXVBFNYIC-OHKZLATASA-N	1324.940927			MMDBc0034352
BASm0021154	CL(10:0/10:0/20:0/22:1(11Z))	CL(10:0/10:0/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:0/22:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-34-36-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-37-35-33-30-28-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h31-32,65-67,72H,5-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b32-31-/t65-,66+,67+/m0/s1	OWITZRZOJKGRJZ-CGHWDZBTSA-N	1322.925277			MMDBc0034353
BASm0021155	CL(10:0/10:0/20:0/22:1(9Z))	CL(10:0/10:0/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:0/22:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-34-36-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-37-35-33-30-28-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h34,36,65-67,72H,5-33,35,37-64H2,1-4H3,(H,77,78)(H,79,80)/b36-34-/t65-,66+,67+/m0/s1	FSZJPGIBYZHDNK-IHSKONDUSA-N	1322.925277			MMDBc0034354
BASm0021156	CL(10:0/10:0/20:0/24:0)	CL(10:0/10:0/20:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:0/24:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-36-38-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-39-37-35-30-28-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	APGHMPWZVNBLEM-MXMGCQHCSA-N	1352.972227			MMDBc0034355
BASm0021157	CL(10:0/10:0/20:0/24:1(11Z))	CL(10:0/10:0/20:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:0/24:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-36-38-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-39-37-35-30-28-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h33-34,67-69,74H,5-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b34-33-/t67-,68+,69+/m0/s1	COXJSIUQFQIBEZ-HWHIIAHISA-N	1350.956577			MMDBc0034356
BASm0021158	CL(10:0/10:0/20:0/24:1(9Z))	CL(10:0/10:0/20:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:0/24:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-36-38-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-39-37-35-30-28-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h36,38,67-69,74H,5-35,37,39-66H2,1-4H3,(H,79,80)(H,81,82)/b38-36-/t67-,68+,69+/m0/s1	JBSKDKAXQOIZPI-KOZQIVOLSA-N	1350.956577			MMDBc0034357
BASm0021159	CL(10:0/10:0/20:0/26:0)	CL(10:0/10:0/20:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:0/26:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-35-36-38-40-42-44-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-49-45-43-41-39-37-30-28-26-24-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-48-20-16-12-8-4)65-85-72(77)59-55-51-47-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	WJSHNBAXUJCVET-NTQFVZKBSA-N	1381.003527			MMDBc0034358
BASm0021160	CL(10:0/10:0/20:0/26:1(11Z))	CL(10:0/10:0/20:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:0/26:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-35-36-38-40-42-44-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-49-45-43-41-39-37-30-28-26-24-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-48-20-16-12-8-4)65-85-72(77)59-55-51-47-19-15-11-7-3/h34-35,69-71,76H,5-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b35-34-/t69-,70+,71+/m0/s1	KOBPUQBKYALMQN-VBYSCXMYSA-N	1378.987877			MMDBc0034359
BASm0021161	CL(10:0/10:0/20:0/26:1(9Z))	CL(10:0/10:0/20:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:0/26:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C76H146O17P2	InChI=1S/C76H146O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-35-36-37-39-41-43-45-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-50-46-44-42-40-38-30-28-26-24-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(92-75(80)62-58-54-49-20-16-12-8-4)66-86-73(78)60-56-52-48-19-15-11-7-3/h37,39,70-72,77H,5-36,38,40-69H2,1-4H3,(H,82,83)(H,84,85)/b39-37-/t70-,71+,72+/m0/s1	BTHHYFRXUJMZFH-LJKQRMSUSA-N	1393.003527			MMDBc0034360
BASm0021162	CL(10:0/10:0/20:0/28:0)	CL(10:0/10:0/20:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:0/28:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-35-36-37-38-40-42-44-46-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-51-47-45-43-41-39-30-28-26-24-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-50-20-16-12-8-4)67-87-74(79)61-57-53-49-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	XCRYGGRPEHVSLE-DFXUENRWSA-N	1409.034827			MMDBc0034361
BASm0021163	CL(10:0/10:0/20:0/28:1(11Z))	CL(10:0/10:0/20:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:0/28:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-35-36-37-38-40-42-44-46-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-51-47-45-43-41-39-30-28-26-24-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-50-20-16-12-8-4)67-87-74(79)61-57-53-49-19-15-11-7-3/h36-37,71-73,78H,5-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b37-36-/t71-,72+,73+/m0/s1	VYNNYRJSPSQBGI-FMNBGGTISA-N	1407.019177			MMDBc0034362
BASm0021164	CL(10:0/10:0/20:0/28:1(9Z))	CL(10:0/10:0/20:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:0/28:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-35-36-37-38-40-42-44-46-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-51-47-45-43-41-39-30-28-26-24-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-50-20-16-12-8-4)67-87-74(79)61-57-53-49-19-15-11-7-3/h38,40,71-73,78H,5-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b40-38-/t71-,72+,73+/m0/s1	OUYPDKBTLCYSBQ-YIWQXDRUSA-N	1407.019177			MMDBc0034363
BASm0021165	CL(10:0/10:0/20:0/30:0)	CL(10:0/10:0/20:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:0/30:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-35-36-37-38-39-40-42-44-46-48-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-53-49-47-45-43-41-30-28-26-24-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-52-20-16-12-8-4)69-89-76(81)63-59-55-51-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	OBFAZATWBOLPEC-ARQKOWHBSA-N	1437.066127			MMDBc0034364
BASm0021166	CL(10:0/10:0/20:1(11Z)/22:0)	CL(10:0/10:0/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:1(11Z)/22:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-34-36-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-37-35-33-30-28-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h28,30,65-67,72H,5-27,29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b30-28-/t65-,66+,67+/m0/s1	VADPLUKWQVVSLZ-JSQRLDKYSA-N	1322.925277			MMDBc0034365
BASm0021167	CL(10:0/10:0/20:1(11Z)/22:1(11Z))	CL(10:0/10:0/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:1(11Z)/22:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-34-36-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-37-35-33-30-28-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h28,30-32,65-67,72H,5-27,29,33-64H2,1-4H3,(H,77,78)(H,79,80)/b30-28-,32-31-/t65-,66+,67+/m0/s1	AOEGIJRNIYQNMM-NNBGQYSTSA-N	1320.909627			MMDBc0034366
BASm0021168	CL(10:0/10:0/20:1(11Z)/22:1(9Z))	CL(10:0/10:0/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:1(11Z)/22:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-34-36-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-37-35-33-30-28-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h28,30,34,36,65-67,72H,5-27,29,31-33,35,37-64H2,1-4H3,(H,77,78)(H,79,80)/b30-28-,36-34-/t65-,66+,67+/m0/s1	WOIFONBXKUTEHS-SVJHVNQVSA-N	1320.909627			MMDBc0034367
BASm0021169	CL(10:0/10:0/20:1(11Z)/24:0)	CL(10:0/10:0/20:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:1(11Z)/24:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-36-38-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-39-37-35-30-28-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h28,30,67-69,74H,5-27,29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b30-28-/t67-,68+,69+/m0/s1	VLDSPWGQBBQQDX-WLSJBYHBSA-N	1350.956577			MMDBc0034368
BASm0021170	CL(10:0/10:0/20:1(11Z)/24:1(11Z))	CL(10:0/10:0/20:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:1(11Z)/24:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-36-38-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-39-37-35-30-28-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h28,30,33-34,67-69,74H,5-27,29,31-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b30-28-,34-33-/t67-,68+,69+/m0/s1	XBLGTWLSKHXETE-CPZMYDKXSA-N	1348.940927			MMDBc0034369
BASm0021171	CL(10:0/10:0/20:1(11Z)/24:1(9Z))	CL(10:0/10:0/20:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:1(11Z)/24:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-36-38-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-39-37-35-30-28-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h28,30,36,38,67-69,74H,5-27,29,31-35,37,39-66H2,1-4H3,(H,79,80)(H,81,82)/b30-28-,38-36-/t67-,68+,69+/m0/s1	FDIIEUNYGURMPM-UJBWJCLGSA-N	1348.940927			MMDBc0034370
BASm0021172	CL(10:0/10:0/20:1(11Z)/26:0)	CL(10:0/10:0/20:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:1(11Z)/26:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-35-36-38-40-42-44-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-49-45-43-41-39-37-30-28-26-24-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-48-20-16-12-8-4)65-85-72(77)59-55-51-47-19-15-11-7-3/h28,30,69-71,76H,5-27,29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b30-28-/t69-,70+,71+/m0/s1	PBTYFQHBFDJUIF-JARDROCOSA-N	1378.987877			MMDBc0034371
BASm0021173	CL(10:0/10:0/20:1(11Z)/26:1(11Z))	CL(10:0/10:0/20:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:1(11Z)/26:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-35-36-38-40-42-44-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-49-45-43-41-39-37-30-28-26-24-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-48-20-16-12-8-4)65-85-72(77)59-55-51-47-19-15-11-7-3/h28,30,34-35,69-71,76H,5-27,29,31-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b30-28-,35-34-/t69-,70+,71+/m0/s1	USIPOSVYYWOBJZ-WXLHQABISA-N	1376.972227			MMDBc0034372
BASm0021174	CL(10:0/10:0/20:1(11Z)/26:1(9Z))	CL(10:0/10:0/20:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:1(11Z)/26:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C76H144O17P2	InChI=1S/C76H144O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-35-36-37-39-41-43-45-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-50-46-44-42-40-38-30-28-26-24-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(92-75(80)62-58-54-49-20-16-12-8-4)66-86-73(78)60-56-52-48-19-15-11-7-3/h28,30,37,39,70-72,77H,5-27,29,31-36,38,40-69H2,1-4H3,(H,82,83)(H,84,85)/b30-28-,39-37-/t70-,71+,72+/m0/s1	VKXZHSBUEYOXNA-LGITUOJOSA-N	1390.987877			MMDBc0034373
BASm0021175	CL(10:0/10:0/20:1(11Z)/28:0)	CL(10:0/10:0/20:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:1(11Z)/28:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-35-36-37-38-40-42-44-46-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-51-47-45-43-41-39-30-28-26-24-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-50-20-16-12-8-4)67-87-74(79)61-57-53-49-19-15-11-7-3/h28,30,71-73,78H,5-27,29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b30-28-/t71-,72+,73+/m0/s1	IOTUXAUCPOBBBY-YZTBEDRLSA-N	1407.019177			MMDBc0034374
BASm0021176	CL(10:0/10:0/20:1(11Z)/28:1(11Z))	CL(10:0/10:0/20:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:1(11Z)/28:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-35-36-37-38-40-42-44-46-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-51-47-45-43-41-39-30-28-26-24-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-50-20-16-12-8-4)67-87-74(79)61-57-53-49-19-15-11-7-3/h28,30,36-37,71-73,78H,5-27,29,31-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b30-28-,37-36-/t71-,72+,73+/m0/s1	DQFMHADSNVFHCW-ICLIJJIWSA-N	1405.003527			MMDBc0034375
BASm0021177	CL(10:0/10:0/20:1(11Z)/28:1(9Z))	CL(10:0/10:0/20:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:1(11Z)/28:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-35-36-37-38-40-42-44-46-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-51-47-45-43-41-39-30-28-26-24-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-50-20-16-12-8-4)67-87-74(79)61-57-53-49-19-15-11-7-3/h28,30,38,40,71-73,78H,5-27,29,31-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b30-28-,40-38-/t71-,72+,73+/m0/s1	RLPSEMBBVSMBPW-VZJGYSBESA-N	1405.003527			MMDBc0034376
BASm0021178	CL(10:0/10:0/20:1(11Z)/30:0)	CL(10:0/10:0/20:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:1(11Z)/30:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-35-36-37-38-39-40-42-44-46-48-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-53-49-47-45-43-41-30-28-26-24-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-52-20-16-12-8-4)69-89-76(81)63-59-55-51-19-15-11-7-3/h28,30,73-75,80H,5-27,29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b30-28-/t73-,74+,75+/m0/s1	UBWMWZVSMOYXAB-YFXXTKBKSA-N	1435.050477			MMDBc0034377
BASm0021179	CL(10:0/10:0/20:1(13Z)/22:0)	CL(10:0/10:0/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:1(13Z)/22:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-34-36-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-37-35-33-30-28-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h24,26,65-67,72H,5-23,25,27-64H2,1-4H3,(H,77,78)(H,79,80)/b26-24-/t65-,66+,67+/m0/s1	OUTAFFCQMOSNQC-KHKRLBIFSA-N	1322.925277			MMDBc0034378
BASm0021180	CL(10:0/10:0/20:1(13Z)/22:1(11Z))	CL(10:0/10:0/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:1(13Z)/22:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-34-36-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-37-35-33-30-28-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h24,26,31-32,65-67,72H,5-23,25,27-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b26-24-,32-31-/t65-,66+,67+/m0/s1	HAUUBBSWIDSWAW-XKLMOTSFSA-N	1320.909627			MMDBc0034379
BASm0021181	CL(10:0/10:0/20:1(13Z)/22:1(9Z))	CL(10:0/10:0/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:1(13Z)/22:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-34-36-38-40-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-45-41-39-37-35-33-30-28-26-24-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-44-20-16-12-8-4)61-81-68(73)55-51-47-43-19-15-11-7-3/h24,26,34,36,65-67,72H,5-23,25,27-33,35,37-64H2,1-4H3,(H,77,78)(H,79,80)/b26-24-,36-34-/t65-,66+,67+/m0/s1	IWSIRRNHJNTZCU-GVINVETCSA-N	1320.909627			MMDBc0034380
BASm0021182	CL(10:0/10:0/20:1(13Z)/24:0)	CL(10:0/10:0/20:1(13Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:1(13Z)/24:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-36-38-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-39-37-35-30-28-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h24,26,67-69,74H,5-23,25,27-66H2,1-4H3,(H,79,80)(H,81,82)/b26-24-/t67-,68+,69+/m0/s1	XLFMKQASSLFNAB-CIWJJHEOSA-N	1350.956577			MMDBc0034381
BASm0021183	CL(10:0/10:0/20:1(13Z)/24:1(11Z))	CL(10:0/10:0/20:1(13Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:1(13Z)/24:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-36-38-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-39-37-35-30-28-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h24,26,33-34,67-69,74H,5-23,25,27-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b26-24-,34-33-/t67-,68+,69+/m0/s1	JUECTOKCDZOGJY-XAEVNVBBSA-N	1348.940927			MMDBc0034382
BASm0021184	CL(10:0/10:0/20:1(13Z)/24:1(9Z))	CL(10:0/10:0/20:1(13Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:1(13Z)/24:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-36-38-40-42-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-47-43-41-39-37-35-30-28-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h24,26,36,38,67-69,74H,5-23,25,27-35,37,39-66H2,1-4H3,(H,79,80)(H,81,82)/b26-24-,38-36-/t67-,68+,69+/m0/s1	JQYQENBPIFANLV-MFNLKINSSA-N	1348.940927			MMDBc0034383
BASm0021185	CL(10:0/10:0/20:1(13Z)/26:0)	CL(10:0/10:0/20:1(13Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:1(13Z)/26:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-35-36-38-40-42-44-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-49-45-43-41-39-37-30-28-26-24-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-48-20-16-12-8-4)65-85-72(77)59-55-51-47-19-15-11-7-3/h24,26,69-71,76H,5-23,25,27-68H2,1-4H3,(H,81,82)(H,83,84)/b26-24-/t69-,70+,71+/m0/s1	ZFGQCYYCMWMZSV-PLQCBDKTSA-N	1378.987877			MMDBc0034384
BASm0021186	CL(10:0/10:0/20:1(13Z)/26:1(11Z))	CL(10:0/10:0/20:1(13Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:1(13Z)/26:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-35-36-38-40-42-44-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-49-45-43-41-39-37-30-28-26-24-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-48-20-16-12-8-4)65-85-72(77)59-55-51-47-19-15-11-7-3/h24,26,34-35,69-71,76H,5-23,25,27-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b26-24-,35-34-/t69-,70+,71+/m0/s1	QVBGPTSFUNQPED-JIPOHGAISA-N	1376.972227			MMDBc0034385
BASm0021187	CL(10:0/10:0/20:1(13Z)/26:1(9Z))	CL(10:0/10:0/20:1(13Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:1(13Z)/26:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C76H144O17P2	InChI=1S/C76H144O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-35-36-37-39-41-43-45-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-50-46-44-42-40-38-30-28-26-24-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(92-75(80)62-58-54-49-20-16-12-8-4)66-86-73(78)60-56-52-48-19-15-11-7-3/h24,26,37,39,70-72,77H,5-23,25,27-36,38,40-69H2,1-4H3,(H,82,83)(H,84,85)/b26-24-,39-37-/t70-,71+,72+/m0/s1	BRBWFQMSCKQFLC-PHUKEGSXSA-N	1390.987877			MMDBc0034386
BASm0021188	CL(10:0/10:0/20:1(13Z)/28:0)	CL(10:0/10:0/20:1(13Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:1(13Z)/28:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-35-36-37-38-40-42-44-46-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-51-47-45-43-41-39-30-28-26-24-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-50-20-16-12-8-4)67-87-74(79)61-57-53-49-19-15-11-7-3/h24,26,71-73,78H,5-23,25,27-70H2,1-4H3,(H,83,84)(H,85,86)/b26-24-/t71-,72+,73+/m0/s1	WNSZDJJENOXKJY-XNJCRUPVSA-N	1407.019177			MMDBc0034387
BASm0021189	CL(10:0/10:0/20:1(13Z)/28:1(11Z))	CL(10:0/10:0/20:1(13Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:1(13Z)/28:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-35-36-37-38-40-42-44-46-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-51-47-45-43-41-39-30-28-26-24-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-50-20-16-12-8-4)67-87-74(79)61-57-53-49-19-15-11-7-3/h24,26,36-37,71-73,78H,5-23,25,27-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b26-24-,37-36-/t71-,72+,73+/m0/s1	YZAXJPCZEBQQLE-IZUDWHBQSA-N	1405.003527			MMDBc0034388
BASm0021190	CL(10:0/10:0/20:1(13Z)/28:1(9Z))	CL(10:0/10:0/20:1(13Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:1(13Z)/28:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-35-36-37-38-40-42-44-46-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-51-47-45-43-41-39-30-28-26-24-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-50-20-16-12-8-4)67-87-74(79)61-57-53-49-19-15-11-7-3/h24,26,38,40,71-73,78H,5-23,25,27-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b26-24-,40-38-/t71-,72+,73+/m0/s1	XVOMQAZNXDAGPS-GASBFWKNSA-N	1405.003527			MMDBc0034389
BASm0021191	CL(10:0/10:0/20:1(13Z)/30:0)	CL(10:0/10:0/20:1(13Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/20:1(13Z)/30:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-23-25-27-29-31-32-33-34-35-36-37-38-39-40-42-44-46-48-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-53-49-47-45-43-41-30-28-26-24-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-52-20-16-12-8-4)69-89-76(81)63-59-55-51-19-15-11-7-3/h24,26,73-75,80H,5-23,25,27-72H2,1-4H3,(H,85,86)(H,87,88)/b26-24-/t73-,74+,75+/m0/s1	WNOSLHXMTXKCMO-PBPXRONFSA-N	1435.050477			MMDBc0034390
BASm0021192	CL(10:0/10:0/22:0/22:1(11Z))	CL(10:0/10:0/22:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:0/22:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-47-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h32,34,67-69,74H,5-31,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b34-32-/t67-,68+,69+/m0/s1	IUTBJIXQQTXHAI-FIZNZXJESA-N	1350.956577			MMDBc0034391
BASm0021193	CL(10:0/10:0/22:0/22:1(9Z))	CL(10:0/10:0/22:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:0/22:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-47-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-46-20-16-12-8-4)63-83-70(75)57-53-49-45-19-15-11-7-3/h36,38,67-69,74H,5-35,37,39-66H2,1-4H3,(H,79,80)(H,81,82)/b38-36-/t67-,68+,69+/m0/s1	XPCDKUMEOYOEIF-KOZQIVOLSA-N	1350.956577			MMDBc0034392
BASm0021194	CL(10:0/10:0/22:0/24:0)	CL(10:0/10:0/22:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:0/24:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-36-38-40-42-44-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-49-45-43-41-39-37-35-32-30-28-26-24-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-48-20-16-12-8-4)65-85-72(77)59-55-51-47-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	SOVLHECDVFTZLC-NTQFVZKBSA-N	1381.003527			MMDBc0034393
BASm0021195	CL(10:0/10:0/22:0/24:1(11Z))	CL(10:0/10:0/22:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:0/24:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-36-38-40-42-44-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-49-45-43-41-39-37-35-32-30-28-26-24-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-48-20-16-12-8-4)65-85-72(77)59-55-51-47-19-15-11-7-3/h34,36,69-71,76H,5-33,35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b36-34-/t69-,70+,71+/m0/s1	KWHWDZIZCAYYBX-NEWJRHISSA-N	1378.987877			MMDBc0034394
BASm0021196	CL(10:0/10:0/22:0/24:1(9Z))	CL(10:0/10:0/22:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:0/24:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-36-38-40-42-44-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-49-45-43-41-39-37-35-32-30-28-26-24-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-48-20-16-12-8-4)65-85-72(77)59-55-51-47-19-15-11-7-3/h38,40,69-71,76H,5-37,39,41-68H2,1-4H3,(H,81,82)(H,83,84)/b40-38-/t69-,70+,71+/m0/s1	OLSLYVDYYTYIFL-SVWDPTNNSA-N	1378.987877			MMDBc0034395
BASm0021197	CL(10:0/10:0/22:0/26:0)	CL(10:0/10:0/22:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:0/26:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-35-36-38-40-42-44-46-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-51-47-45-43-41-39-37-32-30-28-26-24-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-50-20-16-12-8-4)67-87-74(79)61-57-53-49-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	QXAJNAVUCOEZIG-DFXUENRWSA-N	1409.034827			MMDBc0034396
BASm0021198	CL(10:0/10:0/22:0/26:1(11Z))	CL(10:0/10:0/22:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:0/26:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-35-36-38-40-42-44-46-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-51-47-45-43-41-39-37-32-30-28-26-24-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-50-20-16-12-8-4)67-87-74(79)61-57-53-49-19-15-11-7-3/h35-36,71-73,78H,5-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b36-35-/t71-,72+,73+/m0/s1	WMMUBLRYMVCPGP-WQQSVMQDSA-N	1407.019177			MMDBc0034397
BASm0021199	CL(10:0/10:0/22:0/26:1(9Z))	CL(10:0/10:0/22:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:0/26:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H150O17P2	InChI=1S/C78H150O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-35-36-37-39-41-43-45-47-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-52-48-46-44-42-40-38-32-30-28-26-24-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(94-77(82)64-60-56-51-20-16-12-8-4)68-88-75(80)62-58-54-50-19-15-11-7-3/h39,41,72-74,79H,5-38,40,42-71H2,1-4H3,(H,84,85)(H,86,87)/b41-39-/t72-,73+,74+/m0/s1	LTIZBOQXZSTQIQ-SERMMIQNSA-N	1421.034827			MMDBc0034398
BASm0021200	CL(10:0/10:0/22:0/28:0)	CL(10:0/10:0/22:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:0/28:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-35-36-37-38-40-42-44-46-48-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-53-49-47-45-43-41-39-32-30-28-26-24-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-52-20-16-12-8-4)69-89-76(81)63-59-55-51-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	PXNGTYZEURQGBO-ARQKOWHBSA-N	1437.066127			MMDBc0034399
BASm0021201	CL(10:0/10:0/22:0/28:1(11Z))	CL(10:0/10:0/22:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:0/28:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-35-36-37-38-40-42-44-46-48-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-53-49-47-45-43-41-39-32-30-28-26-24-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-52-20-16-12-8-4)69-89-76(81)63-59-55-51-19-15-11-7-3/h37-38,73-75,80H,5-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b38-37-/t73-,74+,75+/m0/s1	WILYTCHVWKAUIU-KJSACERUSA-N	1435.050477			MMDBc0034400
BASm0021202	CL(10:0/10:0/22:0/28:1(9Z))	CL(10:0/10:0/22:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:0/28:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-35-36-37-38-40-42-44-46-48-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-53-49-47-45-43-41-39-32-30-28-26-24-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-52-20-16-12-8-4)69-89-76(81)63-59-55-51-19-15-11-7-3/h40,42,73-75,80H,5-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b42-40-/t73-,74+,75+/m0/s1	GDGLOTXRGCMWSE-INXLOAOTSA-N	1435.050477			MMDBc0034401
BASm0021203	CL(10:0/10:0/22:0/30:0)	CL(10:0/10:0/22:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:0/30:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-35-36-37-38-39-40-42-44-46-48-50-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-55-51-49-47-45-43-41-32-30-28-26-24-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-54-20-16-12-8-4)71-91-78(83)65-61-57-53-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	YNEZVWCYUDREEE-HRXLSSNSSA-N	1465.097428			MMDBc0034402
BASm0021204	CL(10:0/10:0/22:1(11Z)/24:0)	CL(10:0/10:0/22:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:1(11Z)/24:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-docosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-36-38-40-42-44-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-49-45-43-41-39-37-35-32-30-28-26-24-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-48-20-16-12-8-4)65-85-72(77)59-55-51-47-19-15-11-7-3/h32,35,69-71,76H,5-31,33-34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b35-32-/t69-,70+,71+/m0/s1	JGMGPOKHUMQNMB-QEHYUPQHSA-N	1378.987877			MMDBc0034403
BASm0021205	CL(10:0/10:0/22:1(11Z)/24:1(11Z))	CL(10:0/10:0/22:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:1(11Z)/24:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-docosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-36-38-40-42-44-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-49-45-43-41-39-37-35-32-30-28-26-24-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-48-20-16-12-8-4)65-85-72(77)59-55-51-47-19-15-11-7-3/h32,34-36,69-71,76H,5-31,33,37-68H2,1-4H3,(H,81,82)(H,83,84)/b35-32-,36-34-/t69-,70+,71+/m0/s1	CTXMNIGMOSAWSZ-VRIXEPTISA-N	1376.972227			MMDBc0034404
BASm0021206	CL(10:0/10:0/22:1(11Z)/24:1(9Z))	CL(10:0/10:0/22:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:1(11Z)/24:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-36-38-40-42-44-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-49-45-43-41-39-37-35-32-30-28-26-24-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-48-20-16-12-8-4)65-85-72(77)59-55-51-47-19-15-11-7-3/h32,35,38,40,69-71,76H,5-31,33-34,36-37,39,41-68H2,1-4H3,(H,81,82)(H,83,84)/b35-32-,40-38-/t69-,70+,71+/m0/s1	VHXSZGTVJSFHCW-CRLGOPSBSA-N	1376.972227			MMDBc0034405
BASm0021207	CL(10:0/10:0/22:1(11Z)/26:0)	CL(10:0/10:0/22:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:1(11Z)/26:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-docosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-35-36-38-40-42-44-46-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-51-47-45-43-41-39-37-32-30-28-26-24-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-50-20-16-12-8-4)67-87-74(79)61-57-53-49-19-15-11-7-3/h32,37,71-73,78H,5-31,33-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b37-32-/t71-,72+,73+/m0/s1	VHBJIDOJVQSEOW-XWBIUYJNSA-N	1407.019177			MMDBc0034406
BASm0021208	CL(10:0/10:0/22:1(11Z)/26:1(11Z))	CL(10:0/10:0/22:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:1(11Z)/26:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-docosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-35-36-38-40-42-44-46-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-51-47-45-43-41-39-37-32-30-28-26-24-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-50-20-16-12-8-4)67-87-74(79)61-57-53-49-19-15-11-7-3/h32,35-37,71-73,78H,5-31,33-34,38-70H2,1-4H3,(H,83,84)(H,85,86)/b36-35-,37-32-/t71-,72+,73+/m0/s1	FFOQJRBFXJQEJX-KPIGYITGSA-N	1405.003527			MMDBc0034407
BASm0021209	CL(10:0/10:0/22:1(11Z)/26:1(9Z))	CL(10:0/10:0/22:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:1(11Z)/26:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H148O17P2	InChI=1S/C78H148O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-35-36-37-39-41-43-45-47-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-52-48-46-44-42-40-38-32-30-28-26-24-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(94-77(82)64-60-56-51-20-16-12-8-4)68-88-75(80)62-58-54-50-19-15-11-7-3/h32,38-39,41,72-74,79H,5-31,33-37,40,42-71H2,1-4H3,(H,84,85)(H,86,87)/b38-32-,41-39-/t72-,73+,74+/m0/s1	ARKVICSMJJHCME-UAJCGFONSA-N	1419.019177			MMDBc0034408
BASm0021210	CL(10:0/10:0/22:1(11Z)/28:0)	CL(10:0/10:0/22:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:1(11Z)/28:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-docosenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-35-36-37-38-40-42-44-46-48-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-53-49-47-45-43-41-39-32-30-28-26-24-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-52-20-16-12-8-4)69-89-76(81)63-59-55-51-19-15-11-7-3/h32,39,73-75,80H,5-31,33-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b39-32-/t73-,74+,75+/m0/s1	VMOCNXUEFUNRJI-QOSSTLRSSA-N	1435.050477			MMDBc0034409
BASm0021211	CL(10:0/10:0/22:1(11Z)/28:1(11Z))	CL(10:0/10:0/22:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:1(11Z)/28:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-docosenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-35-36-37-38-40-42-44-46-48-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-53-49-47-45-43-41-39-32-30-28-26-24-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-52-20-16-12-8-4)69-89-76(81)63-59-55-51-19-15-11-7-3/h32,37-39,73-75,80H,5-31,33-36,40-72H2,1-4H3,(H,85,86)(H,87,88)/b38-37-,39-32-/t73-,74+,75+/m0/s1	GRNOSABKBWCXSI-DRELPKTASA-N	1433.034827			MMDBc0034410
BASm0021212	CL(10:0/10:0/22:1(11Z)/28:1(9Z))	CL(10:0/10:0/22:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:1(11Z)/28:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-35-36-37-38-40-42-44-46-48-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-53-49-47-45-43-41-39-32-30-28-26-24-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-52-20-16-12-8-4)69-89-76(81)63-59-55-51-19-15-11-7-3/h32,39-40,42,73-75,80H,5-31,33-38,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b39-32-,42-40-/t73-,74+,75+/m0/s1	HIMNQCZIFDCIOW-FTYHSGLASA-N	1433.034827			MMDBc0034411
BASm0021213	CL(10:0/10:0/22:1(11Z)/30:0)	CL(10:0/10:0/22:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:1(11Z)/30:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-docosenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-35-36-37-38-39-40-42-44-46-48-50-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-55-51-49-47-45-43-41-32-30-28-26-24-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-54-20-16-12-8-4)71-91-78(83)65-61-57-53-19-15-11-7-3/h32,41,75-77,82H,5-31,33-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b41-32-/t75-,76+,77+/m0/s1	WUVQFEGVZORXMP-WSBKWOFPSA-N	1463.081778			MMDBc0034412
BASm0021214	CL(10:0/10:0/22:1(9Z)/24:0)	CL(10:0/10:0/22:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:1(9Z)/24:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-docosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-36-38-40-42-44-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-49-45-43-41-39-37-35-32-30-28-26-24-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-48-20-16-12-8-4)65-85-72(77)59-55-51-47-19-15-11-7-3/h37,39,69-71,76H,5-36,38,40-68H2,1-4H3,(H,81,82)(H,83,84)/b39-37-/t69-,70+,71+/m0/s1	KMNMDBQYNVVUGO-VAECDTDYSA-N	1378.987877			MMDBc0034413
BASm0021215	CL(10:0/10:0/22:1(9Z)/24:1(11Z))	CL(10:0/10:0/22:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:1(9Z)/24:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-36-38-40-42-44-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-49-45-43-41-39-37-35-32-30-28-26-24-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-48-20-16-12-8-4)65-85-72(77)59-55-51-47-19-15-11-7-3/h34,36-37,39,69-71,76H,5-33,35,38,40-68H2,1-4H3,(H,81,82)(H,83,84)/b36-34-,39-37-/t69-,70+,71+/m0/s1	ZWUKHVJTNPVCTG-WOOGAWAZSA-N	1376.972227			MMDBc0034414
BASm0021216	CL(10:0/10:0/22:1(9Z)/24:1(9Z))	CL(10:0/10:0/22:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:1(9Z)/24:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-docosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-36-38-40-42-44-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-49-45-43-41-39-37-35-32-30-28-26-24-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-48-20-16-12-8-4)65-85-72(77)59-55-51-47-19-15-11-7-3/h37-40,69-71,76H,5-36,41-68H2,1-4H3,(H,81,82)(H,83,84)/b39-37-,40-38-/t69-,70+,71+/m0/s1	CFTWKOGHEDISHA-OLHLDBRZSA-N	1376.972227			MMDBc0034415
BASm0021217	CL(10:0/10:0/22:1(9Z)/26:0)	CL(10:0/10:0/22:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:1(9Z)/26:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-docosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-35-36-38-40-42-44-46-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-51-47-45-43-41-39-37-32-30-28-26-24-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-50-20-16-12-8-4)67-87-74(79)61-57-53-49-19-15-11-7-3/h39,41,71-73,78H,5-38,40,42-70H2,1-4H3,(H,83,84)(H,85,86)/b41-39-/t71-,72+,73+/m0/s1	QEYNJAZWVUJJPH-KOSMFVCHSA-N	1407.019177			MMDBc0034416
BASm0021218	CL(10:0/10:0/22:1(9Z)/26:1(11Z))	CL(10:0/10:0/22:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:1(9Z)/26:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-35-36-38-40-42-44-46-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-51-47-45-43-41-39-37-32-30-28-26-24-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-50-20-16-12-8-4)67-87-74(79)61-57-53-49-19-15-11-7-3/h35-36,39,41,71-73,78H,5-34,37-38,40,42-70H2,1-4H3,(H,83,84)(H,85,86)/b36-35-,41-39-/t71-,72+,73+/m0/s1	NYKFEZIGRDRUTH-UYBFSSLZSA-N	1405.003527			MMDBc0034417
BASm0021219	CL(10:0/10:0/22:1(9Z)/26:1(9Z))	CL(10:0/10:0/22:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:1(9Z)/26:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-docosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H148O17P2	InChI=1S/C78H148O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-35-36-37-39-41-43-45-47-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-52-48-46-44-42-40-38-32-30-28-26-24-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(94-77(82)64-60-56-51-20-16-12-8-4)68-88-75(80)62-58-54-50-19-15-11-7-3/h39-42,72-74,79H,5-38,43-71H2,1-4H3,(H,84,85)(H,86,87)/b41-39-,42-40-/t72-,73+,74+/m0/s1	SXVJVZSYELFEME-VXRSEVJGSA-N	1419.019177			MMDBc0034418
BASm0021220	CL(10:0/10:0/22:1(9Z)/28:0)	CL(10:0/10:0/22:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:1(9Z)/28:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-docosenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-35-36-37-38-40-42-44-46-48-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-53-49-47-45-43-41-39-32-30-28-26-24-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-52-20-16-12-8-4)69-89-76(81)63-59-55-51-19-15-11-7-3/h41,43,73-75,80H,5-40,42,44-72H2,1-4H3,(H,85,86)(H,87,88)/b43-41-/t73-,74+,75+/m0/s1	MOJAFTFEXATSFI-JCQZXGPTSA-N	1435.050477			MMDBc0034419
BASm0021221	CL(10:0/10:0/22:1(9Z)/28:1(11Z))	CL(10:0/10:0/22:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:1(9Z)/28:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-35-36-37-38-40-42-44-46-48-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-53-49-47-45-43-41-39-32-30-28-26-24-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-52-20-16-12-8-4)69-89-76(81)63-59-55-51-19-15-11-7-3/h37-38,41,43,73-75,80H,5-36,39-40,42,44-72H2,1-4H3,(H,85,86)(H,87,88)/b38-37-,43-41-/t73-,74+,75+/m0/s1	KHRHVZCOJNMJRG-FOXKLBROSA-N	1433.034827			MMDBc0034420
BASm0021222	CL(10:0/10:0/22:1(9Z)/28:1(9Z))	CL(10:0/10:0/22:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:1(9Z)/28:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-docosenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-35-36-37-38-40-42-44-46-48-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-53-49-47-45-43-41-39-32-30-28-26-24-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-52-20-16-12-8-4)69-89-76(81)63-59-55-51-19-15-11-7-3/h40-43,73-75,80H,5-39,44-72H2,1-4H3,(H,85,86)(H,87,88)/b42-40-,43-41-/t73-,74+,75+/m0/s1	ZTWUFKSOUTUVME-ITDVFZPBSA-N	1433.034827			MMDBc0034421
BASm0021223	CL(10:0/10:0/22:1(9Z)/30:0)	CL(10:0/10:0/22:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/22:1(9Z)/30:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-docosenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-34-35-36-37-38-39-40-42-44-46-48-50-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-55-51-49-47-45-43-41-32-30-28-26-24-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-54-20-16-12-8-4)71-91-78(83)65-61-57-53-19-15-11-7-3/h43,45,75-77,82H,5-42,44,46-74H2,1-4H3,(H,87,88)(H,89,90)/b45-43-/t75-,76+,77+/m0/s1	FPPFWWVVCLGHJS-ZQRHWHLWSA-N	1463.081778			MMDBc0034422
BASm0021224	CL(10:0/10:0/23:1(11Z)/25:0)	CL(10:0/10:0/23:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/23:1(11Z)/25:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of 11Z-tricosanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-38-40-42-44-46-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-51-47-45-43-41-39-37-34-32-30-28-26-24-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-50-20-16-12-8-4)67-87-74(79)61-57-53-49-19-15-11-7-3/h34,37,71-73,78H,5-33,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b37-34-/t71-,72+,73+/m0/s1	JUFRLAYCUDLNNY-NBDYGPQYSA-N	1407.019177			MMDBc0034423
BASm0021225	CL(10:0/10:0/23:1(11Z)/25:1(11Z))	CL(10:0/10:0/23:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/23:1(11Z)/25:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of 11Z-tricosanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-38-40-42-44-46-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-51-47-45-43-41-39-37-34-32-30-28-26-24-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-50-20-16-12-8-4)67-87-74(79)61-57-53-49-19-15-11-7-3/h34,36-38,71-73,78H,5-33,35,39-70H2,1-4H3,(H,83,84)(H,85,86)/b37-34-,38-36-/t71-,72+,73+/m0/s1	KLCCPURLPHTLIM-PYCLQJQZSA-N	1405.003527			MMDBc0034424
BASm0021226	CL(10:0/10:0/23:1(11Z)/25:1(9Z))	CL(10:0/10:0/23:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/23:1(11Z)/25:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of 11Z-tricosanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-38-40-42-44-46-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-51-47-45-43-41-39-37-34-32-30-28-26-24-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-50-20-16-12-8-4)67-87-74(79)61-57-53-49-19-15-11-7-3/h34,37,40,42,71-73,78H,5-33,35-36,38-39,41,43-70H2,1-4H3,(H,83,84)(H,85,86)/b37-34-,42-40-/t71-,72+,73+/m0/s1	MICSRSYDWPKFCD-LWHWRECQSA-N	1405.003527			MMDBc0034425
BASm0021227	CL(10:0/10:0/23:1(11Z)/27:0)	CL(10:0/10:0/23:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/23:1(11Z)/27:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of 11Z-tricosanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-37-38-40-42-44-46-48-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-53-49-47-45-43-41-39-34-32-30-28-26-24-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-52-20-16-12-8-4)69-89-76(81)63-59-55-51-19-15-11-7-3/h34,39,73-75,80H,5-33,35-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b39-34-/t73-,74+,75+/m0/s1	JDSAREWWUNJOGL-PSJAVDADSA-N	1435.050477			MMDBc0034426
BASm0021228	CL(10:0/10:0/23:1(11Z)/27:1(11Z))	CL(10:0/10:0/23:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/23:1(11Z)/27:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of 11Z-tricosanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-37-38-40-42-44-46-48-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-53-49-47-45-43-41-39-34-32-30-28-26-24-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-52-20-16-12-8-4)69-89-76(81)63-59-55-51-19-15-11-7-3/h34,38-40,73-75,80H,5-33,35-37,41-72H2,1-4H3,(H,85,86)(H,87,88)/b39-34-,40-38-/t73-,74+,75+/m0/s1	NTWMAUXZJLJGJE-WDJGKFOYSA-N	1433.034827			MMDBc0034427
BASm0021229	CL(10:0/10:0/23:1(11Z)/27:1(9Z))	CL(10:0/10:0/23:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/23:1(11Z)/27:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of 11Z-tricosanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-37-38-40-42-44-46-48-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-53-49-47-45-43-41-39-34-32-30-28-26-24-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-52-20-16-12-8-4)69-89-76(81)63-59-55-51-19-15-11-7-3/h34,39,42,44,73-75,80H,5-33,35-38,40-41,43,45-72H2,1-4H3,(H,85,86)(H,87,88)/b39-34-,44-42-/t73-,74+,75+/m0/s1	DYKAZMHXKISUIR-WLRFLRSKSA-N	1433.034827			MMDBc0034428
BASm0021230	CL(10:0/10:0/23:1(11Z)/29:0)	CL(10:0/10:0/23:1(11Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/23:1(11Z)/29:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of 11Z-tricosanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-37-38-39-40-42-44-46-48-50-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-55-51-49-47-45-43-41-34-32-30-28-26-24-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-54-20-16-12-8-4)71-91-78(83)65-61-57-53-19-15-11-7-3/h34,41,75-77,82H,5-33,35-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b41-34-/t75-,76+,77+/m0/s1	IIDZVUVBUJFLAR-TWTDGROWSA-N	1463.081778			MMDBc0034429
BASm0021231	CL(10:0/10:0/23:1(9Z)/25:0)	CL(10:0/10:0/23:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/23:1(9Z)/25:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of 9Z-tricosanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-38-40-42-44-46-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-51-47-45-43-41-39-37-34-32-30-28-26-24-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-50-20-16-12-8-4)67-87-74(79)61-57-53-49-19-15-11-7-3/h39,41,71-73,78H,5-38,40,42-70H2,1-4H3,(H,83,84)(H,85,86)/b41-39-/t71-,72+,73+/m0/s1	ANJHWCKBLFCYHQ-KOSMFVCHSA-N	1407.019177			MMDBc0034430
BASm0021232	CL(10:0/10:0/23:1(9Z)/25:1(11Z))	CL(10:0/10:0/23:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/23:1(9Z)/25:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of 9Z-tricosanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-38-40-42-44-46-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-51-47-45-43-41-39-37-34-32-30-28-26-24-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-50-20-16-12-8-4)67-87-74(79)61-57-53-49-19-15-11-7-3/h36,38-39,41,71-73,78H,5-35,37,40,42-70H2,1-4H3,(H,83,84)(H,85,86)/b38-36-,41-39-/t71-,72+,73+/m0/s1	APDILNYBDSPVQV-XSNVVBMPSA-N	1405.003527			MMDBc0034431
BASm0021233	CL(10:0/10:0/23:1(9Z)/25:1(9Z))	CL(10:0/10:0/23:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/23:1(9Z)/25:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of 9Z-tricosanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-38-40-42-44-46-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-51-47-45-43-41-39-37-34-32-30-28-26-24-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-50-20-16-12-8-4)67-87-74(79)61-57-53-49-19-15-11-7-3/h39-42,71-73,78H,5-38,43-70H2,1-4H3,(H,83,84)(H,85,86)/b41-39-,42-40-/t71-,72+,73+/m0/s1	ZLYQDCXXFHDJHV-SABFCXGXSA-N	1405.003527			MMDBc0034432
BASm0021234	CL(10:0/10:0/23:1(9Z)/27:0)	CL(10:0/10:0/23:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/23:1(9Z)/27:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of 9Z-tricosanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-37-38-40-42-44-46-48-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-53-49-47-45-43-41-39-34-32-30-28-26-24-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-52-20-16-12-8-4)69-89-76(81)63-59-55-51-19-15-11-7-3/h41,43,73-75,80H,5-40,42,44-72H2,1-4H3,(H,85,86)(H,87,88)/b43-41-/t73-,74+,75+/m0/s1	AGQCPTLLWKXUSY-JCQZXGPTSA-N	1435.050477			MMDBc0034433
BASm0021235	CL(10:0/10:0/23:1(9Z)/27:1(11Z))	CL(10:0/10:0/23:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/23:1(9Z)/27:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of 9Z-tricosanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-37-38-40-42-44-46-48-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-53-49-47-45-43-41-39-34-32-30-28-26-24-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-52-20-16-12-8-4)69-89-76(81)63-59-55-51-19-15-11-7-3/h38,40-41,43,73-75,80H,5-37,39,42,44-72H2,1-4H3,(H,85,86)(H,87,88)/b40-38-,43-41-/t73-,74+,75+/m0/s1	GWIFDPSVHZXZNV-RRIDRUDVSA-N	1433.034827			MMDBc0034434
BASm0021236	CL(10:0/10:0/23:1(9Z)/27:1(9Z))	CL(10:0/10:0/23:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/23:1(9Z)/27:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of 9Z-tricosanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-37-38-40-42-44-46-48-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-53-49-47-45-43-41-39-34-32-30-28-26-24-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-52-20-16-12-8-4)69-89-76(81)63-59-55-51-19-15-11-7-3/h41-44,73-75,80H,5-40,45-72H2,1-4H3,(H,85,86)(H,87,88)/b43-41-,44-42-/t73-,74+,75+/m0/s1	SJQGVZIZJYWBMN-OYVFBEESSA-N	1433.034827			MMDBc0034435
BASm0021237	CL(10:0/10:0/23:1(9Z)/29:0)	CL(10:0/10:0/23:1(9Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/23:1(9Z)/29:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of 9Z-tricosanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-37-38-39-40-42-44-46-48-50-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-55-51-49-47-45-43-41-34-32-30-28-26-24-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-54-20-16-12-8-4)71-91-78(83)65-61-57-53-19-15-11-7-3/h43,45,75-77,82H,5-42,44,46-74H2,1-4H3,(H,87,88)(H,89,90)/b45-43-/t75-,76+,77+/m0/s1	UMKIYYYVQXXZID-ZQRHWHLWSA-N	1463.081778			MMDBc0034436
BASm0021238	CL(10:0/10:0/24:0/26:0)	CL(10:0/10:0/24:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/24:0/26:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of tetracosanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-38-40-42-44-46-48-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-53-49-47-45-43-41-39-37-34-32-30-28-26-24-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-52-20-16-12-8-4)69-89-76(81)63-59-55-51-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	RHRMDDSVYKCRCG-ARQKOWHBSA-N	1437.066127			MMDBc0034437
BASm0021239	CL(10:0/10:0/24:0/26:1(11Z))	CL(10:0/10:0/24:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/24:0/26:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of tetracosanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-38-40-42-44-46-48-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-53-49-47-45-43-41-39-37-34-32-30-28-26-24-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-52-20-16-12-8-4)69-89-76(81)63-59-55-51-19-15-11-7-3/h36,38,73-75,80H,5-35,37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b38-36-/t73-,74+,75+/m0/s1	XLDKBWYATKUBHN-WSJFIPQOSA-N	1435.050477			MMDBc0034438
BASm0021240	CL(10:0/10:0/24:0/26:1(9Z))	CL(10:0/10:0/24:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/24:0/26:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of tetracosanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H154O17P2	InChI=1S/C80H154O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-37-39-41-43-45-47-49-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-54-50-48-46-44-42-40-38-34-32-30-28-26-24-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(96-79(84)66-62-58-53-20-16-12-8-4)70-90-77(82)64-60-56-52-19-15-11-7-3/h41,43,74-76,81H,5-40,42,44-73H2,1-4H3,(H,86,87)(H,88,89)/b43-41-/t74-,75+,76+/m0/s1	LRJONBOWWZKAMG-LPRDUTFYSA-N	1449.066127			MMDBc0034439
BASm0021241	CL(10:0/10:0/24:0/28:0)	CL(10:0/10:0/24:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/24:0/28:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of tetracosanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-37-38-40-42-44-46-48-50-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-55-51-49-47-45-43-41-39-34-32-30-28-26-24-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-54-20-16-12-8-4)71-91-78(83)65-61-57-53-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	BRQNZANDEOGDQM-HRXLSSNSSA-N	1465.097428			MMDBc0034440
BASm0021242	CL(10:0/10:0/24:0/28:1(11Z))	CL(10:0/10:0/24:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/24:0/28:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of tetracosanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-37-38-40-42-44-46-48-50-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-55-51-49-47-45-43-41-39-34-32-30-28-26-24-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-54-20-16-12-8-4)71-91-78(83)65-61-57-53-19-15-11-7-3/h38,40,75-77,82H,5-37,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b40-38-/t75-,76+,77+/m0/s1	KDHCMIRIZYVGSL-BHERISPHSA-N	1463.081778			MMDBc0034441
BASm0021243	CL(10:0/10:0/24:0/28:1(9Z))	CL(10:0/10:0/24:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/24:0/28:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of tetracosanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-37-38-40-42-44-46-48-50-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-55-51-49-47-45-43-41-39-34-32-30-28-26-24-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-54-20-16-12-8-4)71-91-78(83)65-61-57-53-19-15-11-7-3/h42,44,75-77,82H,5-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b44-42-/t75-,76+,77+/m0/s1	KQPBDZTYPWYCIX-XJHQMUCQSA-N	1463.081778			MMDBc0034442
BASm0021244	CL(10:0/10:0/24:1(11Z)/24:0)	CL(10:0/10:0/24:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/24:1(11Z)/24:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-tetracosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-45-47-51-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-46-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-50-20-16-12-8-4)67-87-74(79)61-57-53-49-19-15-11-7-3/h35,37,71-73,78H,5-34,36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b37-35-/t71-,72+,73+/m0/s1	STKYETRQKANMQV-VWMDNSMOSA-N	1407.019177			MMDBc0034443
BASm0021245	CL(10:0/10:0/24:1(11Z)/26:0)	CL(10:0/10:0/24:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/24:1(11Z)/26:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-tetracosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-38-40-42-44-46-48-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-53-49-47-45-43-41-39-37-34-32-30-28-26-24-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-52-20-16-12-8-4)69-89-76(81)63-59-55-51-19-15-11-7-3/h37,39,73-75,80H,5-36,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b39-37-/t73-,74+,75+/m0/s1	BETSUHGTAGYNDU-AEDNYBAESA-N	1435.050477			MMDBc0034444
BASm0021246	CL(10:0/10:0/24:1(11Z)/26:1(11Z))	CL(10:0/10:0/24:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/24:1(11Z)/26:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-tetracosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-38-40-42-44-46-48-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-53-49-47-45-43-41-39-37-34-32-30-28-26-24-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-52-20-16-12-8-4)69-89-76(81)63-59-55-51-19-15-11-7-3/h36-39,73-75,80H,5-35,40-72H2,1-4H3,(H,85,86)(H,87,88)/b38-36-,39-37-/t73-,74+,75+/m0/s1	MHPHMYRQUFLELD-CEJHGVLSSA-N	1433.034827			MMDBc0034445
BASm0021247	CL(10:0/10:0/24:1(11Z)/26:1(9Z))	CL(10:0/10:0/24:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/24:1(11Z)/26:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-tetracosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-37-39-41-43-45-47-49-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-54-50-48-46-44-42-40-38-34-32-30-28-26-24-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(96-79(84)66-62-58-53-20-16-12-8-4)70-90-77(82)64-60-56-52-19-15-11-7-3/h38,40-41,43,74-76,81H,5-37,39,42,44-73H2,1-4H3,(H,86,87)(H,88,89)/b40-38-,43-41-/t74-,75+,76+/m0/s1	ZKHQREKOMHICES-HSUVYRGHSA-N	1447.050477			MMDBc0034446
BASm0021248	CL(10:0/10:0/24:1(11Z)/28:0)	CL(10:0/10:0/24:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/24:1(11Z)/28:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-tetracosenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-37-38-40-42-44-46-48-50-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-55-51-49-47-45-43-41-39-34-32-30-28-26-24-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-54-20-16-12-8-4)71-91-78(83)65-61-57-53-19-15-11-7-3/h39,41,75-77,82H,5-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b41-39-/t75-,76+,77+/m0/s1	VLTAKRFHLKQWAF-JHQBJXHASA-N	1463.081778			MMDBc0034447
BASm0021249	CL(10:0/10:0/24:1(11Z)/28:1(11Z))	CL(10:0/10:0/24:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/24:1(11Z)/28:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-tetracosenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-37-38-40-42-44-46-48-50-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-55-51-49-47-45-43-41-39-34-32-30-28-26-24-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-54-20-16-12-8-4)71-91-78(83)65-61-57-53-19-15-11-7-3/h38-41,75-77,82H,5-37,42-74H2,1-4H3,(H,87,88)(H,89,90)/b40-38-,41-39-/t75-,76+,77+/m0/s1	DKVLDNJFNTVSRT-OHKUXFDISA-N	1461.066127			MMDBc0034448
BASm0021250	CL(10:0/10:0/24:1(11Z)/28:1(9Z))	CL(10:0/10:0/24:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/24:1(11Z)/28:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-tetracosenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-37-38-40-42-44-46-48-50-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-55-51-49-47-45-43-41-39-34-32-30-28-26-24-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-54-20-16-12-8-4)71-91-78(83)65-61-57-53-19-15-11-7-3/h39,41-42,44,75-77,82H,5-38,40,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b41-39-,44-42-/t75-,76+,77+/m0/s1	LERRBPOIRZGWMO-VPEJEVLKSA-N	1461.066127			MMDBc0034449
BASm0021251	CL(10:0/10:0/24:1(9Z)/24:0)	CL(10:0/10:0/24:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/24:1(9Z)/24:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-tetracosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-45-47-51-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-46-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-50-20-16-12-8-4)67-87-74(79)61-57-53-49-19-15-11-7-3/h39,41,71-73,78H,5-38,40,42-70H2,1-4H3,(H,83,84)(H,85,86)/b41-39-/t71-,72+,73+/m0/s1	RIDMYVRYGUSHIP-KOSMFVCHSA-N	1407.019177			MMDBc0034450
BASm0021252	CL(10:0/10:0/24:1(9Z)/26:0)	CL(10:0/10:0/24:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/24:1(9Z)/26:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-tetracosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-38-40-42-44-46-48-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-53-49-47-45-43-41-39-37-34-32-30-28-26-24-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-52-20-16-12-8-4)69-89-76(81)63-59-55-51-19-15-11-7-3/h41,43,73-75,80H,5-40,42,44-72H2,1-4H3,(H,85,86)(H,87,88)/b43-41-/t73-,74+,75+/m0/s1	VGOYCUKPHCNMMH-JCQZXGPTSA-N	1435.050477			MMDBc0034451
BASm0021253	CL(10:0/10:0/24:1(9Z)/26:1(11Z))	CL(10:0/10:0/24:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/24:1(9Z)/26:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-tetracosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-38-40-42-44-46-48-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-53-49-47-45-43-41-39-37-34-32-30-28-26-24-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-52-20-16-12-8-4)69-89-76(81)63-59-55-51-19-15-11-7-3/h36,38,41,43,73-75,80H,5-35,37,39-40,42,44-72H2,1-4H3,(H,85,86)(H,87,88)/b38-36-,43-41-/t73-,74+,75+/m0/s1	UQYSRZXEQQJLBU-UKEDDNMTSA-N	1433.034827			MMDBc0034452
BASm0021254	CL(10:0/10:0/24:1(9Z)/26:1(9Z))	CL(10:0/10:0/24:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/24:1(9Z)/26:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-tetracosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-37-39-41-43-45-47-49-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-54-50-48-46-44-42-40-38-34-32-30-28-26-24-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(96-79(84)66-62-58-53-20-16-12-8-4)70-90-77(82)64-60-56-52-19-15-11-7-3/h41-44,74-76,81H,5-40,45-73H2,1-4H3,(H,86,87)(H,88,89)/b43-41-,44-42-/t74-,75+,76+/m0/s1	XXNAWIRPUUTCFO-FSTPWUBJSA-N	1447.050477			MMDBc0034453
BASm0021255	CL(10:0/10:0/24:1(9Z)/28:0)	CL(10:0/10:0/24:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/24:1(9Z)/28:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-tetracosenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-37-38-40-42-44-46-48-50-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-55-51-49-47-45-43-41-39-34-32-30-28-26-24-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-54-20-16-12-8-4)71-91-78(83)65-61-57-53-19-15-11-7-3/h43,45,75-77,82H,5-42,44,46-74H2,1-4H3,(H,87,88)(H,89,90)/b45-43-/t75-,76+,77+/m0/s1	XOUOGRPKRCKPLW-ZQRHWHLWSA-N	1463.081778			MMDBc0034454
BASm0021256	CL(10:0/10:0/24:1(9Z)/28:1(11Z))	CL(10:0/10:0/24:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/24:1(9Z)/28:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-tetracosenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-37-38-40-42-44-46-48-50-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-55-51-49-47-45-43-41-39-34-32-30-28-26-24-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-54-20-16-12-8-4)71-91-78(83)65-61-57-53-19-15-11-7-3/h38,40,43,45,75-77,82H,5-37,39,41-42,44,46-74H2,1-4H3,(H,87,88)(H,89,90)/b40-38-,45-43-/t75-,76+,77+/m0/s1	WZPFZBSWIPYLFI-TTZWBCQASA-N	1461.066127			MMDBc0034455
BASm0021257	CL(10:0/10:0/24:1(9Z)/28:1(9Z))	CL(10:0/10:0/24:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/24:1(9Z)/28:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-tetracosenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-36-37-38-40-42-44-46-48-50-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-55-51-49-47-45-43-41-39-34-32-30-28-26-24-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-54-20-16-12-8-4)71-91-78(83)65-61-57-53-19-15-11-7-3/h42-45,75-77,82H,5-41,46-74H2,1-4H3,(H,87,88)(H,89,90)/b44-42-,45-43-/t75-,76+,77+/m0/s1	DWGMEZFDRHMKSC-ZQKMKVSNSA-N	1461.066127			MMDBc0034456
BASm0021258	CL(10:0/10:0/25:0/25:1(11Z))	CL(10:0/10:0/25:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/25:0/25:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of pentacosanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-45-47-49-53-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-48-46-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-52-20-16-12-8-4)69-89-76(81)63-59-55-51-19-15-11-7-3/h38,40,73-75,80H,5-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b40-38-/t73-,74+,75+/m0/s1	YAUQZIAISPCGMA-KIUUNOOXSA-N	1435.050477			MMDBc0034457
BASm0021259	CL(10:0/10:0/25:0/25:1(9Z))	CL(10:0/10:0/25:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/25:0/25:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of pentacosanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-45-47-49-53-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-48-46-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-52-20-16-12-8-4)69-89-76(81)63-59-55-51-19-15-11-7-3/h42,44,73-75,80H,5-41,43,45-72H2,1-4H3,(H,85,86)(H,87,88)/b44-42-/t73-,74+,75+/m0/s1	XEKYZWNARYTBGQ-FAPNNNRVSA-N	1435.050477			MMDBc0034458
BASm0021260	CL(10:0/10:0/25:0/27:0)	CL(10:0/10:0/25:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/25:0/27:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of pentacosanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-38-40-42-44-46-48-50-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-55-51-49-47-45-43-41-39-36-34-32-30-28-26-24-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-54-20-16-12-8-4)71-91-78(83)65-61-57-53-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	IMTMLWQRXUTJNG-HRXLSSNSSA-N	1465.097428			MMDBc0034459
BASm0021261	CL(10:0/10:0/25:0/27:1(11Z))	CL(10:0/10:0/25:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/25:0/27:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of pentacosanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-38-40-42-44-46-48-50-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-55-51-49-47-45-43-41-39-36-34-32-30-28-26-24-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-54-20-16-12-8-4)71-91-78(83)65-61-57-53-19-15-11-7-3/h40,42,75-77,82H,5-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b42-40-/t75-,76+,77+/m0/s1	DGTNBCAPCGOBQH-FSZMGQBASA-N	1463.081778			MMDBc0034460
BASm0021262	CL(10:0/10:0/25:0/27:1(9Z))	CL(10:0/10:0/25:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/25:0/27:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of pentacosanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-38-40-42-44-46-48-50-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-55-51-49-47-45-43-41-39-36-34-32-30-28-26-24-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-54-20-16-12-8-4)71-91-78(83)65-61-57-53-19-15-11-7-3/h44,46,75-77,82H,5-43,45,47-74H2,1-4H3,(H,87,88)(H,89,90)/b46-44-/t75-,76+,77+/m0/s1	FKDOYXGUQNPHOK-GKOXIPFVSA-N	1463.081778			MMDBc0034461
BASm0021263	CL(10:0/10:0/25:1(11Z)/27:0)	CL(10:0/10:0/25:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/25:1(11Z)/27:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of 11Z-pentacosanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-38-40-42-44-46-48-50-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-55-51-49-47-45-43-41-39-36-34-32-30-28-26-24-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-54-20-16-12-8-4)71-91-78(83)65-61-57-53-19-15-11-7-3/h39,41,75-77,82H,5-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b41-39-/t75-,76+,77+/m0/s1	QOQZACSBMGBGFA-JHQBJXHASA-N	1463.081778			MMDBc0034462
BASm0021264	CL(10:0/10:0/25:1(11Z)/27:1(11Z))	CL(10:0/10:0/25:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/25:1(11Z)/27:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of 11Z-pentacosanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-38-40-42-44-46-48-50-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-55-51-49-47-45-43-41-39-36-34-32-30-28-26-24-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-54-20-16-12-8-4)71-91-78(83)65-61-57-53-19-15-11-7-3/h39-42,75-77,82H,5-38,43-74H2,1-4H3,(H,87,88)(H,89,90)/b41-39-,42-40-/t75-,76+,77+/m0/s1	XSSOYFZWAQNBSY-MIJPYYCMSA-N	1461.066127			MMDBc0034463
BASm0021265	CL(10:0/10:0/25:1(11Z)/27:1(9Z))	CL(10:0/10:0/25:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/25:1(11Z)/27:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of 11Z-pentacosanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-38-40-42-44-46-48-50-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-55-51-49-47-45-43-41-39-36-34-32-30-28-26-24-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-54-20-16-12-8-4)71-91-78(83)65-61-57-53-19-15-11-7-3/h39,41,44,46,75-77,82H,5-38,40,42-43,45,47-74H2,1-4H3,(H,87,88)(H,89,90)/b41-39-,46-44-/t75-,76+,77+/m0/s1	FJEAPMXKEYZCSR-OWASWURUSA-N	1461.066127			MMDBc0034464
BASm0021266	CL(10:0/10:0/25:1(9Z)/27:0)	CL(10:0/10:0/25:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/25:1(9Z)/27:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-pentacosenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-38-40-42-44-46-48-50-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-55-51-49-47-45-43-41-39-36-34-32-30-28-26-24-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-54-20-16-12-8-4)71-91-78(83)65-61-57-53-19-15-11-7-3/h43,45,75-77,82H,5-42,44,46-74H2,1-4H3,(H,87,88)(H,89,90)/b45-43-/t75-,76+,77+/m0/s1	YSCICFPYASFRCL-ZQRHWHLWSA-N	1463.081778			MMDBc0034465
BASm0021267	CL(10:0/10:0/25:1(9Z)/27:1(11Z))	CL(10:0/10:0/25:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/25:1(9Z)/27:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-pentacosenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-38-40-42-44-46-48-50-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-55-51-49-47-45-43-41-39-36-34-32-30-28-26-24-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-54-20-16-12-8-4)71-91-78(83)65-61-57-53-19-15-11-7-3/h40,42-43,45,75-77,82H,5-39,41,44,46-74H2,1-4H3,(H,87,88)(H,89,90)/b42-40-,45-43-/t75-,76+,77+/m0/s1	DBWIFUUKMSYPAT-SEBGGTRKSA-N	1461.066127			MMDBc0034466
BASm0021268	CL(10:0/10:0/25:1(9Z)/27:1(9Z))	CL(10:0/10:0/25:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/25:1(9Z)/27:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-pentacosenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-38-40-42-44-46-48-50-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-55-51-49-47-45-43-41-39-36-34-32-30-28-26-24-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-54-20-16-12-8-4)71-91-78(83)65-61-57-53-19-15-11-7-3/h43-46,75-77,82H,5-42,47-74H2,1-4H3,(H,87,88)(H,89,90)/b45-43-,46-44-/t75-,76+,77+/m0/s1	JVUGJDPIGVVSJA-WMRSWNGESA-N	1461.066127			MMDBc0034467
BASm0021269	CL(10:0/10:0/26:0/26:1(11Z))	CL(10:0/10:0/26:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/26:0/26:1(11Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of hexacosanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-45-47-49-51-55-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-50-48-46-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-54-20-16-12-8-4)71-91-78(83)65-61-57-53-19-15-11-7-3/h38,40,75-77,82H,5-37,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b40-38-/t75-,76+,77+/m0/s1	FAMBDJBOWNTKOD-BHERISPHSA-N	1463.081778			MMDBc0034468
BASm0021270	CL(10:0/10:0/26:0/26:1(9Z))	CL(10:0/10:0/26:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/10:0/26:0/26:1(9Z)) contains two chains of decanoic acid at the C1 and C2 positions, one chain of hexacosanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H158O17P2	InChI=1S/C82H158O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-45-47-49-51-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-56-52-50-48-46-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-55-20-16-12-8-4)72-92-79(84)66-62-58-54-19-15-11-7-3/h43,45,76-78,83H,5-42,44,46-75H2,1-4H3,(H,88,89)(H,90,91)/b45-43-/t76-,77+,78+/m0/s1	KZBTZVXRCHBKBN-GQJOSMTOSA-N	1477.097428			MMDBc0034469
BASm0021271	CL(10:0/12:0/12:0/24:0)	CL(10:0/12:0/12:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/12:0/24:0) contains one chain of decanoic acid at the C1 position, two chains of dodecanoic acid at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C67H130O17P2	InChI=1S/C67H130O17P2/c1-5-9-13-17-21-24-25-26-27-28-29-30-31-32-33-34-35-38-42-46-50-54-67(72)84-63(58-78-65(70)52-48-44-40-36-22-18-14-10-6-2)60-82-86(75,76)80-56-61(68)55-79-85(73,74)81-59-62(57-77-64(69)51-47-43-39-20-16-12-8-4)83-66(71)53-49-45-41-37-23-19-15-11-7-3/h61-63,68H,5-60H2,1-4H3,(H,73,74)(H,75,76)/t61-,62+,63+/m0/s1	OIQXXDOXWFZFLV-WJOGUDKKSA-N	1268.878327			MMDBc0034470
BASm0021272	CL(10:0/12:0/12:0/26:0)	CL(10:0/12:0/12:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/12:0/26:0) contains one chain of decanoic acid at the C1 position, two chains of dodecanoic acid at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-24-25-26-27-28-29-30-31-32-33-34-35-36-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-23-19-15-11-7-3/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t63-,64+,65+/m0/s1	CKROAQWXVHSJIY-MGSXVFSVSA-N	1296.909627			MMDBc0034471
BASm0021273	CL(10:0/12:0/12:0/26:1(11Z))	CL(10:0/12:0/12:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/12:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of dodecanoic acid at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-25-26-27-28-29-30-31-32-33-34-35-36-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-23-19-15-11-7-3/h31-32,63-65,70H,5-30,33-62H2,1-4H3,(H,75,76)(H,77,78)/b32-31-/t63-,64+,65+/m0/s1	RQBPDOMVCQULPG-NKGZKSAMSA-N	1294.893977			MMDBc0034472
BASm0021274	CL(10:0/12:0/12:0/26:1(9Z))	CL(10:0/12:0/12:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/12:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of dodecanoic acid at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C70H134O17P2	InChI=1S/C70H134O17P2/c1-5-9-13-17-21-24-25-26-27-28-29-30-31-32-33-34-35-36-37-38-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-43-39-22-18-14-10-6-2)63-85-89(78,79)83-59-64(71)58-82-88(76,77)84-62-65(60-80-67(72)54-50-46-42-20-16-12-8-4)86-69(74)56-52-48-44-40-23-19-15-11-7-3/h34-35,64-66,71H,5-33,36-63H2,1-4H3,(H,76,77)(H,78,79)/b35-34-/t64-,65+,66+/m0/s1	VLUFIVTUXQQUTI-AVBSFFDPSA-N	1308.909627			MMDBc0034473
BASm0021275	CL(10:0/12:0/12:0/28:0)	CL(10:0/12:0/12:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/12:0/28:0) contains one chain of decanoic acid at the C1 position, two chains of dodecanoic acid at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-24-25-26-27-28-29-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-23-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	KDLAMEPUYFEOFR-OHKZLATASA-N	1324.940927			MMDBc0034474
BASm0021276	CL(10:0/12:0/12:0/28:1(11Z))	CL(10:0/12:0/12:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/12:0/28:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of dodecanoic acid at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-25-26-27-28-29-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-23-19-15-11-7-3/h33-34,65-67,72H,5-32,35-64H2,1-4H3,(H,77,78)(H,79,80)/b34-33-/t65-,66+,67+/m0/s1	XCNVUQJTPOXCOU-YJRSNDPLSA-N	1322.925277			MMDBc0034475
BASm0021277	CL(10:0/12:0/12:0/28:1(9Z))	CL(10:0/12:0/12:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/12:0/28:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of dodecanoic acid at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-25-26-27-28-29-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-23-19-15-11-7-3/h35-36,65-67,72H,5-34,37-64H2,1-4H3,(H,77,78)(H,79,80)/b36-35-/t65-,66+,67+/m0/s1	XDQHLLDIGDGROS-TVXSYATOSA-N	1322.925277			MMDBc0034476
BASm0021278	CL(10:0/12:0/12:0/30:0)	CL(10:0/12:0/12:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/12:0/30:0) contains one chain of decanoic acid at the C1 position, two chains of dodecanoic acid at the C2 and C3 positions, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-24-25-26-27-28-29-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	JBYUKJQMMLNIQP-MXMGCQHCSA-N	1352.972227			MMDBc0034477
BASm0021279	CL(10:0/12:0/14:0/22:0)	CL(10:0/12:0/14:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C67H130O17P2	InChI=1S/C67H130O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-35-38-42-46-50-54-67(72)84-63(58-78-65(70)52-48-44-40-37-34-25-22-18-14-10-6-2)60-82-86(75,76)80-56-61(68)55-79-85(73,74)81-59-62(57-77-64(69)51-47-43-39-20-16-12-8-4)83-66(71)53-49-45-41-36-23-19-15-11-7-3/h61-63,68H,5-60H2,1-4H3,(H,73,74)(H,75,76)/t61-,62+,63+/m0/s1	YEZVXZAAFHJRHQ-WJOGUDKKSA-N	1268.878327			MMDBc0034478
BASm0021280	CL(10:0/12:0/14:0/24:0)	CL(10:0/12:0/14:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t63-,64+,65+/m0/s1	XURRODKDFAQHPG-MGSXVFSVSA-N	1296.909627			MMDBc0034479
BASm0021281	CL(10:0/12:0/14:0/24:1(11Z))	CL(10:0/12:0/14:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h31-32,63-65,70H,5-30,33-62H2,1-4H3,(H,75,76)(H,77,78)/b32-31-/t63-,64+,65+/m0/s1	YQAFFBSCLFWTHD-NKGZKSAMSA-N	1294.893977			MMDBc0034480
BASm0021282	CL(10:0/12:0/14:0/24:1(9Z))	CL(10:0/12:0/14:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h33-34,63-65,70H,5-32,35-62H2,1-4H3,(H,75,76)(H,77,78)/b34-33-/t63-,64+,65+/m0/s1	DOEITIAWDDBGOQ-NWAQRRSMSA-N	1294.893977			MMDBc0034481
BASm0021283	CL(10:0/12:0/14:0/26:0)	CL(10:0/12:0/14:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:0/26:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-36-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	SLGQQTZUYSZSHG-OHKZLATASA-N	1324.940927			MMDBc0034482
BASm0021284	CL(10:0/12:0/14:0/26:1(11Z))	CL(10:0/12:0/14:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-36-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h32-33,65-67,72H,5-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b33-32-/t65-,66+,67+/m0/s1	PEVZGWXTFHPAKX-KHOZQRHUSA-N	1322.925277			MMDBc0034483
BASm0021285	CL(10:0/12:0/14:0/26:1(9Z))	CL(10:0/12:0/14:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C72H138O17P2	InChI=1S/C72H138O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-36-37-38-40-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-42-39-25-22-18-14-10-6-2)65-87-91(80,81)85-61-66(73)60-84-90(78,79)86-64-67(62-82-69(74)56-52-48-44-20-16-12-8-4)88-71(76)58-54-50-46-41-23-19-15-11-7-3/h35-36,66-68,73H,5-34,37-65H2,1-4H3,(H,78,79)(H,80,81)/b36-35-/t66-,67+,68+/m0/s1	ATQOVEOITBEPBY-XKWNFIRFSA-N	1336.940927			MMDBc0034484
BASm0021286	CL(10:0/12:0/14:0/28:0)	CL(10:0/12:0/14:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:0/28:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	XYORTEAAARTIEX-MXMGCQHCSA-N	1352.972227			MMDBc0034485
BASm0021287	CL(10:0/12:0/14:0/28:1(11Z))	CL(10:0/12:0/14:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:0/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h34-35,67-69,74H,5-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b35-34-/t67-,68+,69+/m0/s1	GTSWSUGJOFENCZ-YHGSUBCESA-N	1350.956577			MMDBc0034486
BASm0021288	CL(10:0/12:0/14:0/28:1(9Z))	CL(10:0/12:0/14:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:0/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h36-37,67-69,74H,5-35,38-66H2,1-4H3,(H,79,80)(H,81,82)/b37-36-/t67-,68+,69+/m0/s1	YZKNYTPTOJXMSQ-GSGQLPDESA-N	1350.956577			MMDBc0034487
BASm0021289	CL(10:0/12:0/14:0/30:0)	CL(10:0/12:0/14:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:0/30:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	JYVWOKAWCASIED-NTQFVZKBSA-N	1381.003527			MMDBc0034488
BASm0021290	CL(10:0/12:0/14:1(11Z)/24:0)	CL(10:0/12:0/14:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h10,14,63-65,70H,5-9,11-13,15-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-/t63-,64+,65+/m0/s1	RAKORQHSXRDQGS-UMAZNCTNSA-N	1294.893977			MMDBc0034489
BASm0021291	CL(10:0/12:0/14:1(11Z)/24:1(11Z))	CL(10:0/12:0/14:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h10,14,31-32,63-65,70H,5-9,11-13,15-30,33-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,32-31-/t63-,64+,65+/m0/s1	WNTIBAYGGWSDIE-SSHXUBTBSA-N	1292.878327			MMDBc0034490
BASm0021292	CL(10:0/12:0/14:1(11Z)/24:1(9Z))	CL(10:0/12:0/14:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h10,14,33-34,63-65,70H,5-9,11-13,15-32,35-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,34-33-/t63-,64+,65+/m0/s1	FPMOXXUTJBABCH-FQWQCBRRSA-N	1292.878327			MMDBc0034491
BASm0021293	CL(10:0/12:0/14:1(11Z)/26:0)	CL(10:0/12:0/14:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-36-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h10,14,65-67,72H,5-9,11-13,15-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-/t65-,66+,67+/m0/s1	BQKFFKGIYJUJMJ-OOHPCFLOSA-N	1322.925277			MMDBc0034492
BASm0021294	CL(10:0/12:0/14:1(11Z)/26:1(11Z))	CL(10:0/12:0/14:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-36-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h10,14,32-33,65-67,72H,5-9,11-13,15-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,33-32-/t65-,66+,67+/m0/s1	IQXHAWLDTMYRLB-LWFOQUHBSA-N	1320.909627			MMDBc0034493
BASm0021295	CL(10:0/12:0/14:1(11Z)/26:1(9Z))	CL(10:0/12:0/14:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C72H136O17P2	InChI=1S/C72H136O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-36-37-38-40-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-42-39-25-22-18-14-10-6-2)65-87-91(80,81)85-61-66(73)60-84-90(78,79)86-64-67(62-82-69(74)56-52-48-44-20-16-12-8-4)88-71(76)58-54-50-46-41-23-19-15-11-7-3/h10,14,35-36,66-68,73H,5-9,11-13,15-34,37-65H2,1-4H3,(H,78,79)(H,80,81)/b14-10-,36-35-/t66-,67+,68+/m0/s1	HAGRIYWCKBUALR-UOHGGKHLSA-N	1334.925277			MMDBc0034494
BASm0021296	CL(10:0/12:0/14:1(11Z)/28:0)	CL(10:0/12:0/14:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:1(11Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h10,14,67-69,74H,5-9,11-13,15-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-/t67-,68+,69+/m0/s1	HTDMEJRAXJUCCF-GMZAFTRQSA-N	1350.956577			MMDBc0034495
BASm0021297	CL(10:0/12:0/14:1(11Z)/28:1(11Z))	CL(10:0/12:0/14:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:1(11Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h10,14,34-35,67-69,74H,5-9,11-13,15-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,35-34-/t67-,68+,69+/m0/s1	DURPRIVDSXNSQA-LEUCGQGESA-N	1348.940927			MMDBc0034496
BASm0021298	CL(10:0/12:0/14:1(11Z)/28:1(9Z))	CL(10:0/12:0/14:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:1(11Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h10,14,36-37,67-69,74H,5-9,11-13,15-35,38-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,37-36-/t67-,68+,69+/m0/s1	CAZGSIYDPOFIMJ-UNMGFVHQSA-N	1348.940927			MMDBc0034497
BASm0021299	CL(10:0/12:0/14:1(11Z)/30:0)	CL(10:0/12:0/14:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:1(11Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h10,14,69-71,76H,5-9,11-13,15-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-/t69-,70+,71+/m0/s1	HACPDFLICGQTSG-WHLXAIBDSA-N	1378.987877			MMDBc0034498
BASm0021300	CL(10:0/12:0/14:1(9Z)/24:0)	CL(10:0/12:0/14:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h18,22,63-65,70H,5-17,19-21,23-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-/t63-,64+,65+/m0/s1	XQNIWPIHDBQVFB-PXHUVQHOSA-N	1294.893977			MMDBc0034499
BASm0021301	CL(10:0/12:0/14:1(9Z)/24:1(11Z))	CL(10:0/12:0/14:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h18,22,31-32,63-65,70H,5-17,19-21,23-30,33-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,32-31-/t63-,64+,65+/m0/s1	ZBPIOAOQXZUPOH-HBZNTJIKSA-N	1292.878327			MMDBc0034500
BASm0021302	CL(10:0/12:0/14:1(9Z)/24:1(9Z))	CL(10:0/12:0/14:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h18,22,33-34,63-65,70H,5-17,19-21,23-32,35-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,34-33-/t63-,64+,65+/m0/s1	PXUPJXHINSRABG-QWVJLMBISA-N	1292.878327			MMDBc0034501
BASm0021303	CL(10:0/12:0/14:1(9Z)/26:0)	CL(10:0/12:0/14:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-36-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h18,22,65-67,72H,5-17,19-21,23-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-/t65-,66+,67+/m0/s1	MMULQRMUXVYGLL-VBONMZTLSA-N	1322.925277			MMDBc0034502
BASm0021304	CL(10:0/12:0/14:1(9Z)/26:1(11Z))	CL(10:0/12:0/14:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-36-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h18,22,32-33,65-67,72H,5-17,19-21,23-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,33-32-/t65-,66+,67+/m0/s1	GBPWHXJCNRXRCR-FMZILRKYSA-N	1320.909627			MMDBc0034503
BASm0021305	CL(10:0/12:0/14:1(9Z)/26:1(9Z))	CL(10:0/12:0/14:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C72H136O17P2	InChI=1S/C72H136O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-36-37-38-40-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-42-39-25-22-18-14-10-6-2)65-87-91(80,81)85-61-66(73)60-84-90(78,79)86-64-67(62-82-69(74)56-52-48-44-20-16-12-8-4)88-71(76)58-54-50-46-41-23-19-15-11-7-3/h18,22,35-36,66-68,73H,5-17,19-21,23-34,37-65H2,1-4H3,(H,78,79)(H,80,81)/b22-18-,36-35-/t66-,67+,68+/m0/s1	BWYNSSWKSQVJEM-NSPJHRIOSA-N	1334.925277			MMDBc0034504
BASm0021306	CL(10:0/12:0/14:1(9Z)/28:0)	CL(10:0/12:0/14:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:1(9Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h18,22,67-69,74H,5-17,19-21,23-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-/t67-,68+,69+/m0/s1	UDDYQCGJWWZWJQ-AEIUOFHZSA-N	1350.956577			MMDBc0034505
BASm0021307	CL(10:0/12:0/14:1(9Z)/28:1(11Z))	CL(10:0/12:0/14:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:1(9Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h18,22,34-35,67-69,74H,5-17,19-21,23-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,35-34-/t67-,68+,69+/m0/s1	YDSDJQDXBNZKQM-HXJODEDGSA-N	1348.940927			MMDBc0034506
BASm0021308	CL(10:0/12:0/14:1(9Z)/28:1(9Z))	CL(10:0/12:0/14:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:1(9Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h18,22,36-37,67-69,74H,5-17,19-21,23-35,38-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,37-36-/t67-,68+,69+/m0/s1	LYHGTRJITOCCSP-SWNYMAGXSA-N	1348.940927			MMDBc0034507
BASm0021309	CL(10:0/12:0/14:1(9Z)/30:0)	CL(10:0/12:0/14:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/14:1(9Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-26-27-28-29-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h18,22,69-71,76H,5-17,19-21,23-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-/t69-,70+,71+/m0/s1	JKSRXZSAGRLRSL-ULWBWJMGSA-N	1378.987877			MMDBc0034508
BASm0021310	CL(10:0/12:0/15:0/23:1(11Z))	CL(10:0/12:0/15:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/15:0/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-27-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h31-32,63-65,70H,5-30,33-62H2,1-4H3,(H,75,76)(H,77,78)/b32-31-/t63-,64+,65+/m0/s1	WYTWKLHHAVPVKC-NKGZKSAMSA-N	1294.893977			MMDBc0034509
BASm0021311	CL(10:0/12:0/15:0/23:1(9Z))	CL(10:0/12:0/15:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/15:0/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-27-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h33-34,63-65,70H,5-32,35-62H2,1-4H3,(H,75,76)(H,77,78)/b34-33-/t63-,64+,65+/m0/s1	MOSWSOMEOJEIPG-NWAQRRSMSA-N	1294.893977			MMDBc0034510
BASm0021312	CL(10:0/12:0/15:0/25:0)	CL(10:0/12:0/15:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/15:0/25:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	FUXRYHVVDDUCIV-OHKZLATASA-N	1324.940927			MMDBc0034511
BASm0021313	CL(10:0/12:0/15:0/25:1(11Z))	CL(10:0/12:0/15:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/15:0/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h33-34,65-67,72H,5-32,35-64H2,1-4H3,(H,77,78)(H,79,80)/b34-33-/t65-,66+,67+/m0/s1	AOUFHPJVXJNEBC-YJRSNDPLSA-N	1322.925277			MMDBc0034512
BASm0021314	CL(10:0/12:0/15:0/25:1(9Z))	CL(10:0/12:0/15:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/15:0/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h35-36,65-67,72H,5-34,37-64H2,1-4H3,(H,77,78)(H,79,80)/b36-35-/t65-,66+,67+/m0/s1	KUKUBEZSXHCAPF-TVXSYATOSA-N	1322.925277			MMDBc0034513
BASm0021315	CL(10:0/12:0/15:0/27:0)	CL(10:0/12:0/15:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/15:0/27:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	HUOWZFMHORGHBI-MXMGCQHCSA-N	1352.972227			MMDBc0034514
BASm0021316	CL(10:0/12:0/15:0/27:1(11Z))	CL(10:0/12:0/15:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/15:0/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h35-36,67-69,74H,5-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b36-35-/t67-,68+,69+/m0/s1	LURWEYSOKXSETA-IHMMEYFISA-N	1350.956577			MMDBc0034515
BASm0021317	CL(10:0/12:0/15:0/27:1(9Z))	CL(10:0/12:0/15:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/15:0/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h37-38,67-69,74H,5-36,39-66H2,1-4H3,(H,79,80)(H,81,82)/b38-37-/t67-,68+,69+/m0/s1	HTXJXIGMKQXSMO-CHUTXTSXSA-N	1350.956577			MMDBc0034516
BASm0021318	CL(10:0/12:0/15:0/29:0)	CL(10:0/12:0/15:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/15:0/29:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	JLSBNPPNVVDABT-NTQFVZKBSA-N	1381.003527			MMDBc0034517
BASm0021319	CL(10:0/12:0/15:1(11Z)/23:1(11Z))	CL(10:0/12:0/15:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/15:1(11Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-27-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h14,18,31-32,63-65,70H,5-13,15-17,19-30,33-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,32-31-/t63-,64+,65+/m0/s1	GPWOXJNHYMLLIN-JULXVKSOSA-N	1292.878327			MMDBc0034518
BASm0021320	CL(10:0/12:0/15:1(11Z)/23:1(9Z))	CL(10:0/12:0/15:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/15:1(11Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-27-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h14,18,33-34,63-65,70H,5-13,15-17,19-32,35-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,34-33-/t63-,64+,65+/m0/s1	RMFKCMWSXJOEHH-BKZIYKKNSA-N	1292.878327			MMDBc0034519
BASm0021321	CL(10:0/12:0/15:1(11Z)/25:0)	CL(10:0/12:0/15:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/15:1(11Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h14,18,65-67,72H,5-13,15-17,19-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-/t65-,66+,67+/m0/s1	UEVIGLFUHYXVOC-PHBHAKSISA-N	1322.925277			MMDBc0034520
BASm0021322	CL(10:0/12:0/15:1(11Z)/25:1(11Z))	CL(10:0/12:0/15:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/15:1(11Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h14,18,33-34,65-67,72H,5-13,15-17,19-32,35-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,34-33-/t65-,66+,67+/m0/s1	FMJZVRYTMOWUKL-WJTXCXQJSA-N	1320.909627			MMDBc0034521
BASm0021323	CL(10:0/12:0/15:1(11Z)/25:1(9Z))	CL(10:0/12:0/15:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/15:1(11Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h14,18,35-36,65-67,72H,5-13,15-17,19-34,37-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,36-35-/t65-,66+,67+/m0/s1	ULHMEWASYFRHKC-ZUUUNHBQSA-N	1320.909627			MMDBc0034522
BASm0021324	CL(10:0/12:0/15:1(11Z)/27:0)	CL(10:0/12:0/15:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/15:1(11Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h14,18,67-69,74H,5-13,15-17,19-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-/t67-,68+,69+/m0/s1	OUCURWWDVOLJIP-ADGSEFNQSA-N	1350.956577			MMDBc0034523
BASm0021325	CL(10:0/12:0/15:1(11Z)/27:1(11Z))	CL(10:0/12:0/15:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/15:1(11Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h14,18,35-36,67-69,74H,5-13,15-17,19-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,36-35-/t67-,68+,69+/m0/s1	XSCHBRADISKZIU-LUJUWMBRSA-N	1348.940927			MMDBc0034524
BASm0021326	CL(10:0/12:0/15:1(11Z)/27:1(9Z))	CL(10:0/12:0/15:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/15:1(11Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h14,18,37-38,67-69,74H,5-13,15-17,19-36,39-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,38-37-/t67-,68+,69+/m0/s1	BFNRUAAPRSBHJE-BWTCEAEKSA-N	1348.940927			MMDBc0034525
BASm0021327	CL(10:0/12:0/15:1(11Z)/29:0)	CL(10:0/12:0/15:1(11Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/15:1(11Z)/29:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h14,18,69-71,76H,5-13,15-17,19-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-/t69-,70+,71+/m0/s1	DCEXTKUSVJRXGX-FZYNDCMASA-N	1378.987877			MMDBc0034526
BASm0021328	CL(10:0/12:0/15:1(9Z)/23:1(11Z))	CL(10:0/12:0/15:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/15:1(9Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-27-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h22,25,31-32,63-65,70H,5-21,23-24,26-30,33-62H2,1-4H3,(H,75,76)(H,77,78)/b25-22-,32-31-/t63-,64+,65+/m0/s1	CNQMPPHNSKYGQW-VWZWAMHKSA-N	1292.878327			MMDBc0034527
BASm0021329	CL(10:0/12:0/15:1(9Z)/23:1(9Z))	CL(10:0/12:0/15:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/15:1(9Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-27-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h22,25,33-34,63-65,70H,5-21,23-24,26-32,35-62H2,1-4H3,(H,75,76)(H,77,78)/b25-22-,34-33-/t63-,64+,65+/m0/s1	OSVVIXRCJIVEKP-FPRWSFHPSA-N	1292.878327			MMDBc0034528
BASm0021330	CL(10:0/12:0/15:1(9Z)/25:0)	CL(10:0/12:0/15:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/15:1(9Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h22,25,65-67,72H,5-21,23-24,26-64H2,1-4H3,(H,77,78)(H,79,80)/b25-22-/t65-,66+,67+/m0/s1	VBJACZBZEHJJPW-QUBLIVAASA-N	1322.925277			MMDBc0034529
BASm0021331	CL(10:0/12:0/15:1(9Z)/25:1(11Z))	CL(10:0/12:0/15:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/15:1(9Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h22,25,33-34,65-67,72H,5-21,23-24,26-32,35-64H2,1-4H3,(H,77,78)(H,79,80)/b25-22-,34-33-/t65-,66+,67+/m0/s1	XXNGUXBBUNPMOE-HCRIRSISSA-N	1320.909627			MMDBc0034530
BASm0021332	CL(10:0/12:0/15:1(9Z)/25:1(9Z))	CL(10:0/12:0/15:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/15:1(9Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h22,25,35-36,65-67,72H,5-21,23-24,26-34,37-64H2,1-4H3,(H,77,78)(H,79,80)/b25-22-,36-35-/t65-,66+,67+/m0/s1	JJUIIWLZLOJDNZ-ICOIYMJNSA-N	1320.909627			MMDBc0034531
BASm0021333	CL(10:0/12:0/15:1(9Z)/27:0)	CL(10:0/12:0/15:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/15:1(9Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h22,25,67-69,74H,5-21,23-24,26-66H2,1-4H3,(H,79,80)(H,81,82)/b25-22-/t67-,68+,69+/m0/s1	MTLRAJBREDPBDW-JLTXLMIISA-N	1350.956577			MMDBc0034532
BASm0021334	CL(10:0/12:0/15:1(9Z)/27:1(11Z))	CL(10:0/12:0/15:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/15:1(9Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h22,25,35-36,67-69,74H,5-21,23-24,26-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b25-22-,36-35-/t67-,68+,69+/m0/s1	IAGFMRUFJKFUKE-HZNKVFIXSA-N	1348.940927			MMDBc0034533
BASm0021335	CL(10:0/12:0/15:1(9Z)/27:1(9Z))	CL(10:0/12:0/15:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/15:1(9Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h22,25,37-38,67-69,74H,5-21,23-24,26-36,39-66H2,1-4H3,(H,79,80)(H,81,82)/b25-22-,38-37-/t67-,68+,69+/m0/s1	FZUYZXKCUFGZQC-BNLQZLDDSA-N	1348.940927			MMDBc0034534
BASm0021336	CL(10:0/12:0/15:1(9Z)/29:0)	CL(10:0/12:0/15:1(9Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/15:1(9Z)/29:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h22,25,69-71,76H,5-21,23-24,26-68H2,1-4H3,(H,81,82)(H,83,84)/b25-22-/t69-,70+,71+/m0/s1	VLWWOXODWGNDRG-YLCWQQFVSA-N	1378.987877			MMDBc0034535
BASm0021337	CL(10:0/12:0/16:0/20:0)	CL(10:0/12:0/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:0/20:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C67H130O17P2	InChI=1S/C67H130O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-33-35-38-42-46-50-54-67(72)84-63(58-78-65(70)52-48-44-40-37-34-32-27-25-22-18-14-10-6-2)60-82-86(75,76)80-56-61(68)55-79-85(73,74)81-59-62(57-77-64(69)51-47-43-39-20-16-12-8-4)83-66(71)53-49-45-41-36-23-19-15-11-7-3/h61-63,68H,5-60H2,1-4H3,(H,73,74)(H,75,76)/t61-,62+,63+/m0/s1	WDTAQCUVFBQQBI-WJOGUDKKSA-N	1268.878327			MMDBc0034536
BASm0021338	CL(10:0/12:0/16:0/22:0)	CL(10:0/12:0/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-34-27-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t63-,64+,65+/m0/s1	IDLGYNHZGTVBHZ-MGSXVFSVSA-N	1296.909627			MMDBc0034537
BASm0021339	CL(10:0/12:0/16:0/22:1(11Z))	CL(10:0/12:0/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-34-27-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h30-31,63-65,70H,5-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b31-30-/t63-,64+,65+/m0/s1	FVZIGSXSSUEJMR-KROWAYFZSA-N	1294.893977			MMDBc0034538
BASm0021340	CL(10:0/12:0/16:0/22:1(9Z))	CL(10:0/12:0/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-34-27-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h32-33,63-65,70H,5-31,34-62H2,1-4H3,(H,75,76)(H,77,78)/b33-32-/t63-,64+,65+/m0/s1	HVUGWVUFNVWEBJ-VLSWLNKFSA-N	1294.893977			MMDBc0034539
BASm0021341	CL(10:0/12:0/16:0/24:0)	CL(10:0/12:0/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-36-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	FIICVZSTUQRVQK-OHKZLATASA-N	1324.940927			MMDBc0034540
BASm0021342	CL(10:0/12:0/16:0/24:1(11Z))	CL(10:0/12:0/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-36-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h32-33,65-67,72H,5-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b33-32-/t65-,66+,67+/m0/s1	KJRISLRUEDETJJ-KHOZQRHUSA-N	1322.925277			MMDBc0034541
BASm0021343	CL(10:0/12:0/16:0/24:1(9Z))	CL(10:0/12:0/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-36-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h34-35,65-67,72H,5-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b35-34-/t65-,66+,67+/m0/s1	AIHZLEREMXRZQV-OZBXPXKDSA-N	1322.925277			MMDBc0034542
BASm0021344	CL(10:0/12:0/16:0/26:0)	CL(10:0/12:0/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:0/26:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-38-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	BCYZYCMAOMUKDM-MXMGCQHCSA-N	1352.972227			MMDBc0034543
BASm0021345	CL(10:0/12:0/16:0/26:1(11Z))	CL(10:0/12:0/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-38-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h33-34,67-69,74H,5-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b34-33-/t67-,68+,69+/m0/s1	QIRPSSFBXRIZEP-HWHIIAHISA-N	1350.956577			MMDBc0034544
BASm0021346	CL(10:0/12:0/16:0/26:1(9Z))	CL(10:0/12:0/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C74H142O17P2	InChI=1S/C74H142O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-38-40-42-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-44-41-39-27-25-22-18-14-10-6-2)67-89-93(82,83)87-63-68(75)62-86-92(80,81)88-66-69(64-84-71(76)58-54-50-46-20-16-12-8-4)90-73(78)60-56-52-48-43-23-19-15-11-7-3/h36-37,68-70,75H,5-35,38-67H2,1-4H3,(H,80,81)(H,82,83)/b37-36-/t68-,69+,70+/m0/s1	GKNVOJWOZWVJSQ-XAESWIBHSA-N	1364.972227			MMDBc0034545
BASm0021347	CL(10:0/12:0/16:0/28:0)	CL(10:0/12:0/16:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:0/28:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-38-39-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-40-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	CMDKIRSXTPRILF-NTQFVZKBSA-N	1381.003527			MMDBc0034546
BASm0021348	CL(10:0/12:0/16:0/28:1(11Z))	CL(10:0/12:0/16:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:0/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-38-39-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-40-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h35-36,69-71,76H,5-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b36-35-/t69-,70+,71+/m0/s1	IRDRJBNEUBCDLC-ZROLNUINSA-N	1378.987877			MMDBc0034547
BASm0021349	CL(10:0/12:0/16:0/28:1(9Z))	CL(10:0/12:0/16:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:0/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-38-39-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-40-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h37-38,69-71,76H,5-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b38-37-/t69-,70+,71+/m0/s1	QKEVNZYLIPIIOQ-FYPLOVRYSA-N	1378.987877			MMDBc0034548
BASm0021350	CL(10:0/12:0/16:0/30:0)	CL(10:0/12:0/16:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:0/30:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-44-42-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	UOHYCMAYAQKCGF-DFXUENRWSA-N	1409.034827			MMDBc0034549
BASm0021351	CL(10:0/12:0/16:1(11Z)/22:0)	CL(10:0/12:0/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-34-27-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h18,22,63-65,70H,5-17,19-21,23-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-/t63-,64+,65+/m0/s1	WHOBHTNWJMDAAA-PXHUVQHOSA-N	1294.893977			MMDBc0034550
BASm0021352	CL(10:0/12:0/16:1(11Z)/22:1(11Z))	CL(10:0/12:0/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-34-27-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h18,22,30-31,63-65,70H,5-17,19-21,23-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,31-30-/t63-,64+,65+/m0/s1	HWBIAKAYLQOTEW-QHSLQMAPSA-N	1292.878327			MMDBc0034551
BASm0021353	CL(10:0/12:0/16:1(11Z)/22:1(9Z))	CL(10:0/12:0/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-34-27-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h18,22,32-33,63-65,70H,5-17,19-21,23-31,34-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,33-32-/t63-,64+,65+/m0/s1	FJKRSJCKTKKQLK-FEWFZNQNSA-N	1292.878327			MMDBc0034552
BASm0021354	CL(10:0/12:0/16:1(11Z)/24:0)	CL(10:0/12:0/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-36-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h18,22,65-67,72H,5-17,19-21,23-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-/t65-,66+,67+/m0/s1	RALZZBJOUAQYJS-VBONMZTLSA-N	1322.925277			MMDBc0034553
BASm0021355	CL(10:0/12:0/16:1(11Z)/24:1(11Z))	CL(10:0/12:0/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-36-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h18,22,32-33,65-67,72H,5-17,19-21,23-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,33-32-/t65-,66+,67+/m0/s1	XSYLOVVWZMLAEF-FMZILRKYSA-N	1320.909627			MMDBc0034554
BASm0021356	CL(10:0/12:0/16:1(11Z)/24:1(9Z))	CL(10:0/12:0/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-36-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h18,22,34-35,65-67,72H,5-17,19-21,23-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,35-34-/t65-,66+,67+/m0/s1	ACJWELAWSHZNPC-VRXOWNLZSA-N	1320.909627			MMDBc0034555
BASm0021357	CL(10:0/12:0/16:1(11Z)/26:0)	CL(10:0/12:0/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-38-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h18,22,67-69,74H,5-17,19-21,23-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-/t67-,68+,69+/m0/s1	VDBVPPWPSYYABQ-AEIUOFHZSA-N	1350.956577			MMDBc0034556
BASm0021358	CL(10:0/12:0/16:1(11Z)/26:1(11Z))	CL(10:0/12:0/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-38-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h18,22,33-34,67-69,74H,5-17,19-21,23-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,34-33-/t67-,68+,69+/m0/s1	UYANZQKIVLZRTA-OPLSJMRYSA-N	1348.940927			MMDBc0034557
BASm0021359	CL(10:0/12:0/16:1(11Z)/26:1(9Z))	CL(10:0/12:0/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C74H140O17P2	InChI=1S/C74H140O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-38-40-42-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-44-41-39-27-25-22-18-14-10-6-2)67-89-93(82,83)87-63-68(75)62-86-92(80,81)88-66-69(64-84-71(76)58-54-50-46-20-16-12-8-4)90-73(78)60-56-52-48-43-23-19-15-11-7-3/h18,22,36-37,68-70,75H,5-17,19-21,23-35,38-67H2,1-4H3,(H,80,81)(H,82,83)/b22-18-,37-36-/t68-,69+,70+/m0/s1	QTTCISSQDJBVAP-KNXQGCAKSA-N	1362.956577			MMDBc0034558
BASm0021360	CL(10:0/12:0/16:1(11Z)/28:0)	CL(10:0/12:0/16:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:1(11Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-38-39-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-40-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h18,22,69-71,76H,5-17,19-21,23-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-/t69-,70+,71+/m0/s1	FKENTHWDBHYCGA-ULWBWJMGSA-N	1378.987877			MMDBc0034559
BASm0021361	CL(10:0/12:0/16:1(11Z)/28:1(11Z))	CL(10:0/12:0/16:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:1(11Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-38-39-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-40-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h18,22,35-36,69-71,76H,5-17,19-21,23-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,36-35-/t69-,70+,71+/m0/s1	OILJWWXZDWYDPI-DIJAFBDRSA-N	1376.972227			MMDBc0034560
BASm0021362	CL(10:0/12:0/16:1(11Z)/28:1(9Z))	CL(10:0/12:0/16:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:1(11Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-38-39-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-40-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h18,22,37-38,69-71,76H,5-17,19-21,23-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,38-37-/t69-,70+,71+/m0/s1	SXRWMJAWMFVJDS-GNKCYSNOSA-N	1376.972227			MMDBc0034561
BASm0021363	CL(10:0/12:0/16:1(11Z)/30:0)	CL(10:0/12:0/16:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:1(11Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-44-42-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h18,22,71-73,78H,5-17,19-21,23-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-/t71-,72+,73+/m0/s1	HIDIWZBWUKGUNH-PDVPRQMFSA-N	1407.019177			MMDBc0034562
BASm0021364	CL(10:0/12:0/16:1(9Z)/22:0)	CL(10:0/12:0/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:1(9Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-34-27-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h25,27,63-65,70H,5-24,26,28-62H2,1-4H3,(H,75,76)(H,77,78)/b27-25-/t63-,64+,65+/m0/s1	CBMRRCKAAGLERJ-QQCAXTGPSA-N	1294.893977			MMDBc0034563
BASm0021365	CL(10:0/12:0/16:1(9Z)/22:1(11Z))	CL(10:0/12:0/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-34-27-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h25,27,30-31,63-65,70H,5-24,26,28-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b27-25-,31-30-/t63-,64+,65+/m0/s1	WJPNOHBLTHKBIS-WGMCWOGXSA-N	1292.878327			MMDBc0034564
BASm0021366	CL(10:0/12:0/16:1(9Z)/22:1(9Z))	CL(10:0/12:0/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-34-27-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h25,27,32-33,63-65,70H,5-24,26,28-31,34-62H2,1-4H3,(H,75,76)(H,77,78)/b27-25-,33-32-/t63-,64+,65+/m0/s1	BFKZRWXBPZXQCZ-YLZAPGBDSA-N	1292.878327			MMDBc0034565
BASm0021367	CL(10:0/12:0/16:1(9Z)/24:0)	CL(10:0/12:0/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-36-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h25,27,65-67,72H,5-24,26,28-64H2,1-4H3,(H,77,78)(H,79,80)/b27-25-/t65-,66+,67+/m0/s1	XYPUMQLAAOPICH-BMDNAMGSSA-N	1322.925277			MMDBc0034566
BASm0021368	CL(10:0/12:0/16:1(9Z)/24:1(11Z))	CL(10:0/12:0/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-36-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h25,27,32-33,65-67,72H,5-24,26,28-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b27-25-,33-32-/t65-,66+,67+/m0/s1	KLWGDDVBIVZSNL-RKSVIXGLSA-N	1320.909627			MMDBc0034567
BASm0021369	CL(10:0/12:0/16:1(9Z)/24:1(9Z))	CL(10:0/12:0/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-36-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h25,27,34-35,65-67,72H,5-24,26,28-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b27-25-,35-34-/t65-,66+,67+/m0/s1	BKYCZJMRWDWRLQ-WKTWAMKWSA-N	1320.909627			MMDBc0034568
BASm0021370	CL(10:0/12:0/16:1(9Z)/26:0)	CL(10:0/12:0/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-38-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h25,27,67-69,74H,5-24,26,28-66H2,1-4H3,(H,79,80)(H,81,82)/b27-25-/t67-,68+,69+/m0/s1	FVIDJYPQHRBGQA-JHWLEUCISA-N	1350.956577			MMDBc0034569
BASm0021371	CL(10:0/12:0/16:1(9Z)/26:1(11Z))	CL(10:0/12:0/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-38-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h25,27,33-34,67-69,74H,5-24,26,28-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b27-25-,34-33-/t67-,68+,69+/m0/s1	VJXMKZJWJAVFTD-BRYCKKEXSA-N	1348.940927			MMDBc0034570
BASm0021372	CL(10:0/12:0/16:1(9Z)/26:1(9Z))	CL(10:0/12:0/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C74H140O17P2	InChI=1S/C74H140O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-38-40-42-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-44-41-39-27-25-22-18-14-10-6-2)67-89-93(82,83)87-63-68(75)62-86-92(80,81)88-66-69(64-84-71(76)58-54-50-46-20-16-12-8-4)90-73(78)60-56-52-48-43-23-19-15-11-7-3/h25,27,36-37,68-70,75H,5-24,26,28-35,38-67H2,1-4H3,(H,80,81)(H,82,83)/b27-25-,37-36-/t68-,69+,70+/m0/s1	XMMXASDTQUHKQX-DAMWHFJXSA-N	1362.956577			MMDBc0034571
BASm0021373	CL(10:0/12:0/16:1(9Z)/28:0)	CL(10:0/12:0/16:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:1(9Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-38-39-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-40-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h25,27,69-71,76H,5-24,26,28-68H2,1-4H3,(H,81,82)(H,83,84)/b27-25-/t69-,70+,71+/m0/s1	ZNHFAKLIVWVYKW-XWYDNSCBSA-N	1378.987877			MMDBc0034572
BASm0021374	CL(10:0/12:0/16:1(9Z)/28:1(11Z))	CL(10:0/12:0/16:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:1(9Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-38-39-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-40-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h25,27,35-36,69-71,76H,5-24,26,28-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b27-25-,36-35-/t69-,70+,71+/m0/s1	PQVZSWQXFHWKMC-DDYJDSACSA-N	1376.972227			MMDBc0034573
BASm0021375	CL(10:0/12:0/16:1(9Z)/28:1(9Z))	CL(10:0/12:0/16:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:1(9Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-38-39-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-40-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h25,27,37-38,69-71,76H,5-24,26,28-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b27-25-,38-37-/t69-,70+,71+/m0/s1	UNSOLKLWAUOXAR-MGRQYOMISA-N	1376.972227			MMDBc0034574
BASm0021376	CL(10:0/12:0/16:1(9Z)/30:0)	CL(10:0/12:0/16:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/16:1(9Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-26-28-29-30-31-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-44-42-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h25,27,71-73,78H,5-24,26,28-70H2,1-4H3,(H,83,84)(H,85,86)/b27-25-/t71-,72+,73+/m0/s1	XODVFSRIDIAKQM-ZEASQDIYSA-N	1407.019177			MMDBc0034575
BASm0021377	CL(10:0/12:0/18:0/18:0)	CL(10:0/12:0/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:0/18:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C67H130O17P2	InChI=1S/C67H130O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-37-40-44-48-52-65(70)78-58-63(84-67(72)54-50-46-42-38-35-33-31-29-27-25-22-18-14-10-6-2)60-82-86(75,76)80-56-61(68)55-79-85(73,74)81-59-62(57-77-64(69)51-47-43-39-20-16-12-8-4)83-66(71)53-49-45-41-36-23-19-15-11-7-3/h61-63,68H,5-60H2,1-4H3,(H,73,74)(H,75,76)/t61-,62+,63+/m0/s1	WRPUAIJSFVBHGZ-WJOGUDKKSA-N	1268.878327			MMDBc0034576
BASm0021378	CL(10:0/12:0/18:0/20:0)	CL(10:0/12:0/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:0/20:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-24-26-28-30-31-33-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-34-32-29-27-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t63-,64+,65+/m0/s1	HYIWDEXUEXQPBD-MGSXVFSVSA-N	1296.909627			MMDBc0034577
BASm0021379	CL(10:0/12:0/18:0/20:1(11Z))	CL(10:0/12:0/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:0/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-26-28-30-31-33-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-34-32-29-27-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h28,30,63-65,70H,5-27,29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b30-28-/t63-,64+,65+/m0/s1	KMQGWEVFQNTOJD-BCBJVXAQSA-N	1294.893977			MMDBc0034578
BASm0021380	CL(10:0/12:0/18:0/20:1(13Z))	CL(10:0/12:0/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:0/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-26-28-30-31-33-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-34-32-29-27-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h24,26,63-65,70H,5-23,25,27-62H2,1-4H3,(H,75,76)(H,77,78)/b26-24-/t63-,64+,65+/m0/s1	JZLAISYWGBCHHO-PYZPJNDLSA-N	1294.893977			MMDBc0034579
BASm0021381	CL(10:0/12:0/18:0/22:0)	CL(10:0/12:0/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-35-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-36-34-29-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	JAGNUWRIRQCUFE-OHKZLATASA-N	1324.940927			MMDBc0034580
BASm0021382	CL(10:0/12:0/18:0/22:1(11Z))	CL(10:0/12:0/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-35-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-36-34-29-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h31-32,65-67,72H,5-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b32-31-/t65-,66+,67+/m0/s1	GAZMEHQGIRWVGW-CGHWDZBTSA-N	1322.925277			MMDBc0034581
BASm0021383	CL(10:0/12:0/18:0/22:1(9Z))	CL(10:0/12:0/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-35-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-36-34-29-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h33,35,65-67,72H,5-32,34,36-64H2,1-4H3,(H,77,78)(H,79,80)/b35-33-/t65-,66+,67+/m0/s1	RKTYDSRFDSTZQP-BFSCUUTASA-N	1322.925277			MMDBc0034582
BASm0021384	CL(10:0/12:0/18:0/24:0)	CL(10:0/12:0/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-37-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-38-36-29-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	HJTKOWZXCLCWRP-MXMGCQHCSA-N	1352.972227			MMDBc0034583
BASm0021385	CL(10:0/12:0/18:0/24:1(11Z))	CL(10:0/12:0/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-37-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-38-36-29-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h33-34,67-69,74H,5-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b34-33-/t67-,68+,69+/m0/s1	LURMFZJPXYAPBV-HWHIIAHISA-N	1350.956577			MMDBc0034584
BASm0021386	CL(10:0/12:0/18:0/24:1(9Z))	CL(10:0/12:0/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-37-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-38-36-29-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h35,37,67-69,74H,5-34,36,38-66H2,1-4H3,(H,79,80)(H,81,82)/b37-35-/t67-,68+,69+/m0/s1	JLFOUZKBWHRWHV-ZULYYFJKSA-N	1350.956577			MMDBc0034585
BASm0021387	CL(10:0/12:0/18:0/26:0)	CL(10:0/12:0/18:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:0/26:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-36-37-39-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-40-38-29-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	JJPNJWWUZLDSDE-NTQFVZKBSA-N	1381.003527			MMDBc0034586
BASm0021388	CL(10:0/12:0/18:0/26:1(11Z))	CL(10:0/12:0/18:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-36-37-39-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-40-38-29-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h34-35,69-71,76H,5-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b35-34-/t69-,70+,71+/m0/s1	GRFGGYSORHHDKG-VBYSCXMYSA-N	1378.987877			MMDBc0034587
BASm0021389	CL(10:0/12:0/18:0/26:1(9Z))	CL(10:0/12:0/18:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C76H146O17P2	InChI=1S/C76H146O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-36-37-38-40-42-44-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-46-43-41-39-29-27-25-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(66-86-73(78)60-56-52-48-20-16-12-8-4)92-75(80)62-58-54-50-45-23-19-15-11-7-3/h37-38,70-72,77H,5-36,39-69H2,1-4H3,(H,82,83)(H,84,85)/b38-37-/t70-,71+,72+/m0/s1	SENWUXQNKPKFOL-RZAPWMPPSA-N	1393.003527			MMDBc0034588
BASm0021390	CL(10:0/12:0/18:0/28:0)	CL(10:0/12:0/18:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:0/28:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-36-37-38-39-41-43-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-44-42-40-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	HSURRJVNKFNAGO-DFXUENRWSA-N	1409.034827			MMDBc0034589
BASm0021391	CL(10:0/12:0/18:0/28:1(11Z))	CL(10:0/12:0/18:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:0/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-36-37-38-39-41-43-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-44-42-40-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h36-37,71-73,78H,5-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b37-36-/t71-,72+,73+/m0/s1	DFVGKBCUWJXEFL-FMNBGGTISA-N	1407.019177			MMDBc0034590
BASm0021392	CL(10:0/12:0/18:0/28:1(9Z))	CL(10:0/12:0/18:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:0/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-36-37-38-39-41-43-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-44-42-40-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h38-39,71-73,78H,5-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b39-38-/t71-,72+,73+/m0/s1	MNYHGRKVLBVUJF-OULYKJFJSA-N	1407.019177			MMDBc0034591
BASm0021393	CL(10:0/12:0/18:0/30:0)	CL(10:0/12:0/18:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:0/30:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-36-37-38-39-40-41-43-45-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-46-44-42-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	YHCOTLNGNMOSRJ-ARQKOWHBSA-N	1437.066127			MMDBc0034592
BASm0021394	CL(10:0/12:0/18:1(11Z)/20:0)	CL(10:0/12:0/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(11Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-26-28-30-31-33-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-34-32-29-27-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h25,27,63-65,70H,5-24,26,28-62H2,1-4H3,(H,75,76)(H,77,78)/b27-25-/t63-,64+,65+/m0/s1	HYSFLHNVKMZUMM-QQCAXTGPSA-N	1294.893977			MMDBc0034593
BASm0021395	CL(10:0/12:0/18:1(11Z)/20:1(11Z))	CL(10:0/12:0/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-26-28-30-31-33-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-34-32-29-27-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h25,27-28,30,63-65,70H,5-24,26,29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b27-25-,30-28-/t63-,64+,65+/m0/s1	DIPDTIPMLJVMRT-DCUHRKFGSA-N	1292.878327			MMDBc0034594
BASm0021396	CL(10:0/12:0/18:1(11Z)/20:1(13Z))	CL(10:0/12:0/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-26-28-30-31-33-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-34-32-29-27-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h24-27,63-65,70H,5-23,28-62H2,1-4H3,(H,75,76)(H,77,78)/b26-24-,27-25-/t63-,64+,65+/m0/s1	JDMANUSNWOUNBR-YTOOJXFGSA-N	1292.878327			MMDBc0034595
BASm0021397	CL(10:0/12:0/18:1(11Z)/22:0)	CL(10:0/12:0/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-35-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-36-34-29-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h25,27,65-67,72H,5-24,26,28-64H2,1-4H3,(H,77,78)(H,79,80)/b27-25-/t65-,66+,67+/m0/s1	ZUVJILZKILWWFK-BMDNAMGSSA-N	1322.925277			MMDBc0034596
BASm0021398	CL(10:0/12:0/18:1(11Z)/22:1(11Z))	CL(10:0/12:0/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-35-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-36-34-29-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h25,27,31-32,65-67,72H,5-24,26,28-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b27-25-,32-31-/t65-,66+,67+/m0/s1	HCDKISQYJUIPAY-TZOBQIDOSA-N	1320.909627			MMDBc0034597
BASm0021399	CL(10:0/12:0/18:1(11Z)/22:1(9Z))	CL(10:0/12:0/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-35-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-36-34-29-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h25,27,33,35,65-67,72H,5-24,26,28-32,34,36-64H2,1-4H3,(H,77,78)(H,79,80)/b27-25-,35-33-/t65-,66+,67+/m0/s1	DRANOOSJMUZLIF-HWPXOWMLSA-N	1320.909627			MMDBc0034598
BASm0021400	CL(10:0/12:0/18:1(11Z)/24:0)	CL(10:0/12:0/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-37-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-38-36-29-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h25,27,67-69,74H,5-24,26,28-66H2,1-4H3,(H,79,80)(H,81,82)/b27-25-/t67-,68+,69+/m0/s1	SVOVXLAMGPWVPX-JHWLEUCISA-N	1350.956577			MMDBc0034599
BASm0021401	CL(10:0/12:0/18:1(11Z)/24:1(11Z))	CL(10:0/12:0/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-37-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-38-36-29-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h25,27,33-34,67-69,74H,5-24,26,28-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b27-25-,34-33-/t67-,68+,69+/m0/s1	WIILRYJCPNSRNH-BRYCKKEXSA-N	1348.940927			MMDBc0034600
BASm0021402	CL(10:0/12:0/18:1(11Z)/24:1(9Z))	CL(10:0/12:0/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-37-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-38-36-29-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h25,27,35,37,67-69,74H,5-24,26,28-34,36,38-66H2,1-4H3,(H,79,80)(H,81,82)/b27-25-,37-35-/t67-,68+,69+/m0/s1	HSJFKEONOCPJKR-MZXASGPRSA-N	1348.940927			MMDBc0034601
BASm0021403	CL(10:0/12:0/18:1(11Z)/26:0)	CL(10:0/12:0/18:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-36-37-39-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-40-38-29-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h25,27,69-71,76H,5-24,26,28-68H2,1-4H3,(H,81,82)(H,83,84)/b27-25-/t69-,70+,71+/m0/s1	XYKZDUYGUVBJAK-XWYDNSCBSA-N	1378.987877			MMDBc0034602
BASm0021404	CL(10:0/12:0/18:1(11Z)/26:1(11Z))	CL(10:0/12:0/18:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-36-37-39-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-40-38-29-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h25,27,34-35,69-71,76H,5-24,26,28-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b27-25-,35-34-/t69-,70+,71+/m0/s1	YCCIZAYXBSVDMS-KVOHYOSXSA-N	1376.972227			MMDBc0034603
BASm0021405	CL(10:0/12:0/18:1(11Z)/26:1(9Z))	CL(10:0/12:0/18:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C76H144O17P2	InChI=1S/C76H144O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-36-37-38-40-42-44-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-46-43-41-39-29-27-25-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(66-86-73(78)60-56-52-48-20-16-12-8-4)92-75(80)62-58-54-50-45-23-19-15-11-7-3/h25,27,37-38,70-72,77H,5-24,26,28-36,39-69H2,1-4H3,(H,82,83)(H,84,85)/b27-25-,38-37-/t70-,71+,72+/m0/s1	SBKBGDVGRSIWNS-PCPRHQHOSA-N	1390.987877			MMDBc0034604
BASm0021406	CL(10:0/12:0/18:1(11Z)/28:0)	CL(10:0/12:0/18:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(11Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-36-37-38-39-41-43-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-44-42-40-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h25,27,71-73,78H,5-24,26,28-70H2,1-4H3,(H,83,84)(H,85,86)/b27-25-/t71-,72+,73+/m0/s1	FASOGQCEJCTPIU-ZEASQDIYSA-N	1407.019177			MMDBc0034605
BASm0021407	CL(10:0/12:0/18:1(11Z)/28:1(11Z))	CL(10:0/12:0/18:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(11Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-36-37-38-39-41-43-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-44-42-40-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h25,27,36-37,71-73,78H,5-24,26,28-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b27-25-,37-36-/t71-,72+,73+/m0/s1	WVVQRFKMFFNUAX-RSDDATFCSA-N	1405.003527			MMDBc0034606
BASm0021408	CL(10:0/12:0/18:1(11Z)/28:1(9Z))	CL(10:0/12:0/18:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(11Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-36-37-38-39-41-43-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-44-42-40-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h25,27,38-39,71-73,78H,5-24,26,28-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b27-25-,39-38-/t71-,72+,73+/m0/s1	LVZFEGJCMJZCHY-FGOFXBLQSA-N	1405.003527			MMDBc0034607
BASm0021409	CL(10:0/12:0/18:1(11Z)/30:0)	CL(10:0/12:0/18:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(11Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-36-37-38-39-40-41-43-45-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-46-44-42-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h25,27,73-75,80H,5-24,26,28-72H2,1-4H3,(H,85,86)(H,87,88)/b27-25-/t73-,74+,75+/m0/s1	CGFJIZPRAGMVTL-FGIOVIFASA-N	1435.050477			MMDBc0034608
BASm0021410	CL(10:0/12:0/18:1(9Z)/20:0)	CL(10:0/12:0/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(9Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-26-28-30-31-33-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-34-32-29-27-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h29,32,63-65,70H,5-28,30-31,33-62H2,1-4H3,(H,75,76)(H,77,78)/b32-29-/t63-,64+,65+/m0/s1	RYTKUENNBNWRAO-UDODKLMDSA-N	1294.893977			MMDBc0034609
BASm0021411	CL(10:0/12:0/18:1(9Z)/20:1(11Z))	CL(10:0/12:0/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(9Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-26-28-30-31-33-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-34-32-29-27-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h28-30,32,63-65,70H,5-27,31,33-62H2,1-4H3,(H,75,76)(H,77,78)/b30-28-,32-29-/t63-,64+,65+/m0/s1	MVDIFWLHIJZWMF-WUGSZLKYSA-N	1292.878327			MMDBc0034610
BASm0021412	CL(10:0/12:0/18:1(9Z)/20:1(13Z))	CL(10:0/12:0/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(9Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-26-28-30-31-33-35-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-36-34-32-29-27-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-38-23-19-15-11-7-3/h24,26,29,32,63-65,70H,5-23,25,27-28,30-31,33-62H2,1-4H3,(H,75,76)(H,77,78)/b26-24-,32-29-/t63-,64+,65+/m0/s1	ONSUCQJHSYJUKQ-IARPNJKASA-N	1292.878327			MMDBc0034611
BASm0021413	CL(10:0/12:0/18:1(9Z)/22:0)	CL(10:0/12:0/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(9Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-35-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-36-34-29-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h29,34,65-67,72H,5-28,30-33,35-64H2,1-4H3,(H,77,78)(H,79,80)/b34-29-/t65-,66+,67+/m0/s1	FWUITDQTANGYFL-QNQWUDLYSA-N	1322.925277			MMDBc0034612
BASm0021414	CL(10:0/12:0/18:1(9Z)/22:1(11Z))	CL(10:0/12:0/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-35-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-36-34-29-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h29,31-32,34,65-67,72H,5-28,30,33,35-64H2,1-4H3,(H,77,78)(H,79,80)/b32-31-,34-29-/t65-,66+,67+/m0/s1	UTGRRTDTHSAKIZ-HARKANDKSA-N	1320.909627			MMDBc0034613
BASm0021415	CL(10:0/12:0/18:1(9Z)/22:1(9Z))	CL(10:0/12:0/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-35-37-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-38-36-34-29-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h29,33-35,65-67,72H,5-28,30-32,36-64H2,1-4H3,(H,77,78)(H,79,80)/b34-29-,35-33-/t65-,66+,67+/m0/s1	HXAQHKFALWLLDK-PWYVHDANSA-N	1320.909627			MMDBc0034614
BASm0021416	CL(10:0/12:0/18:1(9Z)/24:0)	CL(10:0/12:0/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-37-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-38-36-29-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h29,36,67-69,74H,5-28,30-35,37-66H2,1-4H3,(H,79,80)(H,81,82)/b36-29-/t67-,68+,69+/m0/s1	LFBLGKIKNLSXCO-HSGBOOTKSA-N	1350.956577			MMDBc0034615
BASm0021417	CL(10:0/12:0/18:1(9Z)/24:1(11Z))	CL(10:0/12:0/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-37-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-38-36-29-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h29,33-34,36,67-69,74H,5-28,30-32,35,37-66H2,1-4H3,(H,79,80)(H,81,82)/b34-33-,36-29-/t67-,68+,69+/m0/s1	WSYCHIRLAVJORK-IUARVXERSA-N	1348.940927			MMDBc0034616
BASm0021418	CL(10:0/12:0/18:1(9Z)/24:1(9Z))	CL(10:0/12:0/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-37-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-38-36-29-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h29,35-37,67-69,74H,5-28,30-34,38-66H2,1-4H3,(H,79,80)(H,81,82)/b36-29-,37-35-/t67-,68+,69+/m0/s1	JLNCQROCTQQWPP-JIVPBJBYSA-N	1348.940927			MMDBc0034617
BASm0021419	CL(10:0/12:0/18:1(9Z)/26:0)	CL(10:0/12:0/18:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-36-37-39-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-40-38-29-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h29,38,69-71,76H,5-28,30-37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b38-29-/t69-,70+,71+/m0/s1	RXRWSMYDBVSQID-YKCXPPBISA-N	1378.987877			MMDBc0034618
BASm0021420	CL(10:0/12:0/18:1(9Z)/26:1(11Z))	CL(10:0/12:0/18:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-36-37-39-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-40-38-29-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h29,34-35,38,69-71,76H,5-28,30-33,36-37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b35-34-,38-29-/t69-,70+,71+/m0/s1	FZNHGVMZWUOWEY-OGEOGMEWSA-N	1376.972227			MMDBc0034619
BASm0021421	CL(10:0/12:0/18:1(9Z)/26:1(9Z))	CL(10:0/12:0/18:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C76H144O17P2	InChI=1S/C76H144O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-36-37-38-40-42-44-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-46-43-41-39-29-27-25-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(66-86-73(78)60-56-52-48-20-16-12-8-4)92-75(80)62-58-54-50-45-23-19-15-11-7-3/h29,37-39,70-72,77H,5-28,30-36,40-69H2,1-4H3,(H,82,83)(H,84,85)/b38-37-,39-29-/t70-,71+,72+/m0/s1	HAFJZCITYDPNKX-PMDCXUOWSA-N	1390.987877			MMDBc0034620
BASm0021422	CL(10:0/12:0/18:1(9Z)/28:0)	CL(10:0/12:0/18:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(9Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-36-37-38-39-41-43-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-44-42-40-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h29,40,71-73,78H,5-28,30-39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b40-29-/t71-,72+,73+/m0/s1	CGNUEAIDLWONCO-QOAQWRTKSA-N	1407.019177			MMDBc0034621
BASm0021423	CL(10:0/12:0/18:1(9Z)/28:1(11Z))	CL(10:0/12:0/18:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(9Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-36-37-38-39-41-43-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-44-42-40-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h29,36-37,40,71-73,78H,5-28,30-35,38-39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b37-36-,40-29-/t71-,72+,73+/m0/s1	QPUBKMKIXOOTMH-GERUETDDSA-N	1405.003527			MMDBc0034622
BASm0021424	CL(10:0/12:0/18:1(9Z)/28:1(9Z))	CL(10:0/12:0/18:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(9Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-36-37-38-39-41-43-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-44-42-40-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h29,38-40,71-73,78H,5-28,30-37,41-70H2,1-4H3,(H,83,84)(H,85,86)/b39-38-,40-29-/t71-,72+,73+/m0/s1	ILVNGLBAFLWGHU-USTXHULGSA-N	1405.003527			MMDBc0034623
BASm0021425	CL(10:0/12:0/18:1(9Z)/30:0)	CL(10:0/12:0/18:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/18:1(9Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-26-28-30-31-32-33-34-35-36-37-38-39-40-41-43-45-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-46-44-42-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h29,42,73-75,80H,5-28,30-41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b42-29-/t73-,74+,75+/m0/s1	TZXUXQUZMXKBIX-IVYOIOIBSA-N	1435.050477			MMDBc0034624
BASm0021426	CL(10:0/12:0/20:0/20:0)	CL(10:0/12:0/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:0/20:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-41-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-37-35-33-31-29-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	SXSGWWKQUILMNG-OHKZLATASA-N	1324.940927			MMDBc0034625
BASm0021427	CL(10:0/12:0/20:0/20:1(11Z))	CL(10:0/12:0/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:0/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-41-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-37-35-33-31-29-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h29,31,65-67,72H,5-28,30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b31-29-/t65-,66+,67+/m0/s1	BAQQNZFUOXZMOH-DJQRRGRHSA-N	1322.925277			MMDBc0034626
BASm0021428	CL(10:0/12:0/20:0/20:1(13Z))	CL(10:0/12:0/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:0/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-41-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-37-35-33-31-29-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h25,27,65-67,72H,5-24,26,28-64H2,1-4H3,(H,77,78)(H,79,80)/b27-25-/t65-,66+,67+/m0/s1	QSZYDFPSSPEJGN-BMDNAMGSSA-N	1322.925277			MMDBc0034627
BASm0021429	CL(10:0/12:0/20:0/22:0)	CL(10:0/12:0/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-35-37-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-38-36-34-31-29-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	XSXIUPGOJDEDMP-MXMGCQHCSA-N	1352.972227			MMDBc0034628
BASm0021430	CL(10:0/12:0/20:0/22:1(11Z))	CL(10:0/12:0/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-35-37-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-38-36-34-31-29-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h32-33,67-69,74H,5-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b33-32-/t67-,68+,69+/m0/s1	FUJKEXDCIUIBCK-SCUFBZQYSA-N	1350.956577			MMDBc0034629
BASm0021431	CL(10:0/12:0/20:0/22:1(9Z))	CL(10:0/12:0/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-35-37-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-38-36-34-31-29-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h35,37,67-69,74H,5-34,36,38-66H2,1-4H3,(H,79,80)(H,81,82)/b37-35-/t67-,68+,69+/m0/s1	MNHUWNMDHDFHFX-ZULYYFJKSA-N	1350.956577			MMDBc0034630
BASm0021432	CL(10:0/12:0/20:0/24:0)	CL(10:0/12:0/20:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-37-39-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-40-38-36-31-29-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	OQDIDLPLYVNKCG-NTQFVZKBSA-N	1381.003527			MMDBc0034631
BASm0021433	CL(10:0/12:0/20:0/24:1(11Z))	CL(10:0/12:0/20:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-37-39-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-40-38-36-31-29-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h34-35,69-71,76H,5-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b35-34-/t69-,70+,71+/m0/s1	UPUQXMPCUGOTOV-VBYSCXMYSA-N	1378.987877			MMDBc0034632
BASm0021434	CL(10:0/12:0/20:0/24:1(9Z))	CL(10:0/12:0/20:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-37-39-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-40-38-36-31-29-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h37,39,69-71,76H,5-36,38,40-68H2,1-4H3,(H,81,82)(H,83,84)/b39-37-/t69-,70+,71+/m0/s1	UVQFSBZWFYJDSE-VAECDTDYSA-N	1378.987877			MMDBc0034633
BASm0021435	CL(10:0/12:0/20:0/26:0)	CL(10:0/12:0/20:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:0/26:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-36-37-39-41-43-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-44-42-40-38-31-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	VEWWIYXNGUCZNX-DFXUENRWSA-N	1409.034827			MMDBc0034634
BASm0021436	CL(10:0/12:0/20:0/26:1(11Z))	CL(10:0/12:0/20:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-36-37-39-41-43-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-44-42-40-38-31-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h35-36,71-73,78H,5-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b36-35-/t71-,72+,73+/m0/s1	GFKWMSIVVYPLSY-WQQSVMQDSA-N	1407.019177			MMDBc0034635
BASm0021437	CL(10:0/12:0/20:0/26:1(9Z))	CL(10:0/12:0/20:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H150O17P2	InChI=1S/C78H150O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-36-37-38-40-42-44-46-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-48-45-43-41-39-31-29-27-25-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-20-16-12-8-4)94-77(82)64-60-56-52-47-23-19-15-11-7-3/h38,40,72-74,79H,5-37,39,41-71H2,1-4H3,(H,84,85)(H,86,87)/b40-38-/t72-,73+,74+/m0/s1	RPBYRFOHVOPCIU-LAZBEKSSSA-N	1421.034827			MMDBc0034636
BASm0021438	CL(10:0/12:0/20:0/28:0)	CL(10:0/12:0/20:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:0/28:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-36-37-38-39-41-43-45-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-46-44-42-40-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	RXDZHDLYJXYJJH-ARQKOWHBSA-N	1437.066127			MMDBc0034637
BASm0021439	CL(10:0/12:0/20:0/28:1(11Z))	CL(10:0/12:0/20:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:0/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-36-37-38-39-41-43-45-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-46-44-42-40-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h37-38,73-75,80H,5-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b38-37-/t73-,74+,75+/m0/s1	AZNOYYNAFVUNHB-KJSACERUSA-N	1435.050477			MMDBc0034638
BASm0021440	CL(10:0/12:0/20:0/28:1(9Z))	CL(10:0/12:0/20:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:0/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-36-37-38-39-41-43-45-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-46-44-42-40-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h39,41,73-75,80H,5-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b41-39-/t73-,74+,75+/m0/s1	XIZJZMYEVGFJCR-JGQLZKGLSA-N	1435.050477			MMDBc0034639
BASm0021441	CL(10:0/12:0/20:0/30:0)	CL(10:0/12:0/20:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:0/30:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-36-37-38-39-40-41-43-45-47-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-48-46-44-42-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	UINFYDZYLDVIMQ-HRXLSSNSSA-N	1465.097428			MMDBc0034640
BASm0021442	CL(10:0/12:0/20:1(11Z)/20:1(11Z))	CL(10:0/12:0/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-41-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-37-35-33-31-29-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h28-31,65-67,72H,5-27,32-64H2,1-4H3,(H,77,78)(H,79,80)/b30-28-,31-29-/t65-,66+,67+/m0/s1	MVIXYTMMKQLOQC-FTOKIIHLSA-N	1320.909627			MMDBc0034641
BASm0021443	CL(10:0/12:0/20:1(11Z)/20:1(13Z))	CL(10:0/12:0/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-41-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-37-35-33-31-29-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h25,27-28,30,65-67,72H,5-24,26,29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b27-25-,30-28-/t65-,66+,67+/m0/s1	RODHIDITFLTXMR-XZEQXLGLSA-N	1320.909627			MMDBc0034642
BASm0021444	CL(10:0/12:0/20:1(11Z)/22:0)	CL(10:0/12:0/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-35-37-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-38-36-34-31-29-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h29,31,67-69,74H,5-28,30,32-66H2,1-4H3,(H,79,80)(H,81,82)/b31-29-/t67-,68+,69+/m0/s1	WHJZNJQSEOLJLL-HPKBGEHNSA-N	1350.956577			MMDBc0034643
BASm0021445	CL(10:0/12:0/20:1(11Z)/22:1(11Z))	CL(10:0/12:0/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-35-37-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-38-36-34-31-29-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h29,31-33,67-69,74H,5-28,30,34-66H2,1-4H3,(H,79,80)(H,81,82)/b31-29-,33-32-/t67-,68+,69+/m0/s1	ZLNSMRHTLOBJNU-RZRAZMJISA-N	1348.940927			MMDBc0034644
BASm0021446	CL(10:0/12:0/20:1(11Z)/22:1(9Z))	CL(10:0/12:0/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-35-37-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-38-36-34-31-29-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h29,31,35,37,67-69,74H,5-28,30,32-34,36,38-66H2,1-4H3,(H,79,80)(H,81,82)/b31-29-,37-35-/t67-,68+,69+/m0/s1	OUQNWTNSLPEGTF-QZNTZGRCSA-N	1348.940927			MMDBc0034645
BASm0021447	CL(10:0/12:0/20:1(11Z)/24:0)	CL(10:0/12:0/20:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-37-39-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-40-38-36-31-29-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h29,31,69-71,76H,5-28,30,32-68H2,1-4H3,(H,81,82)(H,83,84)/b31-29-/t69-,70+,71+/m0/s1	ALMFDDWUOIBWFM-KFSPOEOQSA-N	1378.987877			MMDBc0034646
BASm0021448	CL(10:0/12:0/20:1(11Z)/24:1(11Z))	CL(10:0/12:0/20:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-37-39-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-40-38-36-31-29-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h29,31,34-35,69-71,76H,5-28,30,32-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b31-29-,35-34-/t69-,70+,71+/m0/s1	PARPYMSPRYMIAT-WASKHZAWSA-N	1376.972227			MMDBc0034647
BASm0021449	CL(10:0/12:0/20:1(11Z)/24:1(9Z))	CL(10:0/12:0/20:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-37-39-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-40-38-36-31-29-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h29,31,37,39,69-71,76H,5-28,30,32-36,38,40-68H2,1-4H3,(H,81,82)(H,83,84)/b31-29-,39-37-/t69-,70+,71+/m0/s1	GRFOECRHMBKCJQ-YIGCTXCKSA-N	1376.972227			MMDBc0034648
BASm0021450	CL(10:0/12:0/20:1(11Z)/26:0)	CL(10:0/12:0/20:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-36-37-39-41-43-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-44-42-40-38-31-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h29,31,71-73,78H,5-28,30,32-70H2,1-4H3,(H,83,84)(H,85,86)/b31-29-/t71-,72+,73+/m0/s1	JMWJFCPUYKMFOW-LQFDLNLQSA-N	1407.019177			MMDBc0034649
BASm0021451	CL(10:0/12:0/20:1(11Z)/26:1(11Z))	CL(10:0/12:0/20:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-36-37-39-41-43-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-44-42-40-38-31-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h29,31,35-36,71-73,78H,5-28,30,32-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b31-29-,36-35-/t71-,72+,73+/m0/s1	FFCTYZISMNRHRZ-HZGCHETISA-N	1405.003527			MMDBc0034650
BASm0021452	CL(10:0/12:0/20:1(11Z)/26:1(9Z))	CL(10:0/12:0/20:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H148O17P2	InChI=1S/C78H148O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-36-37-38-40-42-44-46-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-48-45-43-41-39-31-29-27-25-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-20-16-12-8-4)94-77(82)64-60-56-52-47-23-19-15-11-7-3/h29,31,38,40,72-74,79H,5-28,30,32-37,39,41-71H2,1-4H3,(H,84,85)(H,86,87)/b31-29-,40-38-/t72-,73+,74+/m0/s1	XUDBYESQMBTYAM-SLZAKBCESA-N	1419.019177			MMDBc0034651
BASm0021453	CL(10:0/12:0/20:1(11Z)/28:0)	CL(10:0/12:0/20:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(11Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-36-37-38-39-41-43-45-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-46-44-42-40-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h29,31,73-75,80H,5-28,30,32-72H2,1-4H3,(H,85,86)(H,87,88)/b31-29-/t73-,74+,75+/m0/s1	SJKHIQYVWTWPOI-JZVNOTDLSA-N	1435.050477			MMDBc0034652
BASm0021454	CL(10:0/12:0/20:1(11Z)/28:1(11Z))	CL(10:0/12:0/20:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(11Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-36-37-38-39-41-43-45-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-46-44-42-40-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h29,31,37-38,73-75,80H,5-28,30,32-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b31-29-,38-37-/t73-,74+,75+/m0/s1	NVLMOLHLJVTJEF-SMQCLZJKSA-N	1433.034827			MMDBc0034653
BASm0021455	CL(10:0/12:0/20:1(11Z)/28:1(9Z))	CL(10:0/12:0/20:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(11Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-36-37-38-39-41-43-45-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-46-44-42-40-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h29,31,39,41,73-75,80H,5-28,30,32-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b31-29-,41-39-/t73-,74+,75+/m0/s1	WLWFPTJAKNZCNV-AJIQPVJMSA-N	1433.034827			MMDBc0034654
BASm0021456	CL(10:0/12:0/20:1(11Z)/30:0)	CL(10:0/12:0/20:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(11Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-36-37-38-39-40-41-43-45-47-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-48-46-44-42-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h29,31,75-77,82H,5-28,30,32-74H2,1-4H3,(H,87,88)(H,89,90)/b31-29-/t75-,76+,77+/m0/s1	HIMMBFQGRMYBHY-AFYPNSSASA-N	1463.081778			MMDBc0034655
BASm0021457	CL(10:0/12:0/20:1(13Z)/20:1(11Z))	CL(10:0/12:0/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(13Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-41-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-37-35-33-31-29-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h24,26,29,31,65-67,72H,5-23,25,27-28,30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b26-24-,31-29-/t65-,66+,67+/m0/s1	FMXOUAQHQOVGGK-UXIWBZCVSA-N	1320.909627			MMDBc0034656
BASm0021458	CL(10:0/12:0/20:1(13Z)/20:1(13Z))	CL(10:0/12:0/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(13Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-41-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-37-35-33-31-29-27-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-40-23-19-15-11-7-3/h24-27,65-67,72H,5-23,28-64H2,1-4H3,(H,77,78)(H,79,80)/b26-24-,27-25-/t65-,66+,67+/m0/s1	PVEPLRSPFWZQBQ-RAVYFTNESA-N	1320.909627			MMDBc0034657
BASm0021459	CL(10:0/12:0/20:1(13Z)/22:0)	CL(10:0/12:0/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(13Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-35-37-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-38-36-34-31-29-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h25,27,67-69,74H,5-24,26,28-66H2,1-4H3,(H,79,80)(H,81,82)/b27-25-/t67-,68+,69+/m0/s1	KIHACNVUGSTZFT-JHWLEUCISA-N	1350.956577			MMDBc0034658
BASm0021460	CL(10:0/12:0/20:1(13Z)/22:1(11Z))	CL(10:0/12:0/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(13Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-35-37-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-38-36-34-31-29-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h25,27,32-33,67-69,74H,5-24,26,28-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b27-25-,33-32-/t67-,68+,69+/m0/s1	HZUIHSQXSRASAS-ISYOZTLXSA-N	1348.940927			MMDBc0034659
BASm0021461	CL(10:0/12:0/20:1(13Z)/22:1(9Z))	CL(10:0/12:0/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(13Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-35-37-39-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-40-38-36-34-31-29-27-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-42-23-19-15-11-7-3/h25,27,35,37,67-69,74H,5-24,26,28-34,36,38-66H2,1-4H3,(H,79,80)(H,81,82)/b27-25-,37-35-/t67-,68+,69+/m0/s1	JMOKMFKYZOIBQY-MZXASGPRSA-N	1348.940927			MMDBc0034660
BASm0021462	CL(10:0/12:0/20:1(13Z)/24:0)	CL(10:0/12:0/20:1(13Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(13Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-37-39-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-40-38-36-31-29-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h25,27,69-71,76H,5-24,26,28-68H2,1-4H3,(H,81,82)(H,83,84)/b27-25-/t69-,70+,71+/m0/s1	VNDYCNIYKURDRL-XWYDNSCBSA-N	1378.987877			MMDBc0034661
BASm0021463	CL(10:0/12:0/20:1(13Z)/24:1(11Z))	CL(10:0/12:0/20:1(13Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(13Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-37-39-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-40-38-36-31-29-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h25,27,34-35,69-71,76H,5-24,26,28-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b27-25-,35-34-/t69-,70+,71+/m0/s1	GMEVDHULSMKZBE-KVOHYOSXSA-N	1376.972227			MMDBc0034662
BASm0021464	CL(10:0/12:0/20:1(13Z)/24:1(9Z))	CL(10:0/12:0/20:1(13Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(13Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-37-39-41-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-42-40-38-36-31-29-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h25,27,37,39,69-71,76H,5-24,26,28-36,38,40-68H2,1-4H3,(H,81,82)(H,83,84)/b27-25-,39-37-/t69-,70+,71+/m0/s1	ZNKUQFVNMOZIFX-ANVRLYLNSA-N	1376.972227			MMDBc0034663
BASm0021465	CL(10:0/12:0/20:1(13Z)/26:0)	CL(10:0/12:0/20:1(13Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(13Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-36-37-39-41-43-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-44-42-40-38-31-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h25,27,71-73,78H,5-24,26,28-70H2,1-4H3,(H,83,84)(H,85,86)/b27-25-/t71-,72+,73+/m0/s1	KICWMGAVMYQGCV-ZEASQDIYSA-N	1407.019177			MMDBc0034664
BASm0021466	CL(10:0/12:0/20:1(13Z)/26:1(11Z))	CL(10:0/12:0/20:1(13Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(13Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-36-37-39-41-43-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-44-42-40-38-31-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h25,27,35-36,71-73,78H,5-24,26,28-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b27-25-,36-35-/t71-,72+,73+/m0/s1	IBSDONVLNVBWCV-OJMSLMBKSA-N	1405.003527			MMDBc0034665
BASm0021467	CL(10:0/12:0/20:1(13Z)/26:1(9Z))	CL(10:0/12:0/20:1(13Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(13Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H148O17P2	InChI=1S/C78H148O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-36-37-38-40-42-44-46-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-48-45-43-41-39-31-29-27-25-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-20-16-12-8-4)94-77(82)64-60-56-52-47-23-19-15-11-7-3/h25,27,38,40,72-74,79H,5-24,26,28-37,39,41-71H2,1-4H3,(H,84,85)(H,86,87)/b27-25-,40-38-/t72-,73+,74+/m0/s1	UMDDYERQCJNWII-SCMKNLNASA-N	1419.019177			MMDBc0034666
BASm0021468	CL(10:0/12:0/20:1(13Z)/28:0)	CL(10:0/12:0/20:1(13Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(13Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-36-37-38-39-41-43-45-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-46-44-42-40-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h25,27,73-75,80H,5-24,26,28-72H2,1-4H3,(H,85,86)(H,87,88)/b27-25-/t73-,74+,75+/m0/s1	MDXGFRGYFSIVPE-FGIOVIFASA-N	1435.050477			MMDBc0034667
BASm0021469	CL(10:0/12:0/20:1(13Z)/28:1(11Z))	CL(10:0/12:0/20:1(13Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(13Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-36-37-38-39-41-43-45-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-46-44-42-40-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h25,27,37-38,73-75,80H,5-24,26,28-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b27-25-,38-37-/t73-,74+,75+/m0/s1	HUZFUZZZEDVYMO-GSYJDFKGSA-N	1433.034827			MMDBc0034668
BASm0021470	CL(10:0/12:0/20:1(13Z)/28:1(9Z))	CL(10:0/12:0/20:1(13Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(13Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-36-37-38-39-41-43-45-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-46-44-42-40-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h25,27,39,41,73-75,80H,5-24,26,28-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b27-25-,41-39-/t73-,74+,75+/m0/s1	YHOSGPOBMAGRRQ-LCXWVVMZSA-N	1433.034827			MMDBc0034669
BASm0021471	CL(10:0/12:0/20:1(13Z)/30:0)	CL(10:0/12:0/20:1(13Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/20:1(13Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-26-28-30-32-33-34-35-36-37-38-39-40-41-43-45-47-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-48-46-44-42-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h25,27,75-77,82H,5-24,26,28-74H2,1-4H3,(H,87,88)(H,89,90)/b27-25-/t75-,76+,77+/m0/s1	DTZDPPWRORWECO-QMKFUOHASA-N	1463.081778			MMDBc0034670
BASm0021472	CL(10:0/12:0/22:0/22:0)	CL(10:0/12:0/22:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, two chains of docosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-40-42-45-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-41-39-37-35-33-31-29-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	PUDGTYFIYUGGII-NTQFVZKBSA-N	1381.003527			MMDBc0034671
BASm0021473	CL(10:0/12:0/22:0/22:1(11Z))	CL(10:0/12:0/22:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-40-42-45-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-41-39-37-35-33-31-29-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h33,35,69-71,76H,5-32,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b35-33-/t69-,70+,71+/m0/s1	QLQPYEGNDFJCFW-NYRXDIMQSA-N	1378.987877			MMDBc0034672
BASm0021474	CL(10:0/12:0/22:0/22:1(9Z))	CL(10:0/12:0/22:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-40-42-45-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-41-39-37-35-33-31-29-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h37,39,69-71,76H,5-36,38,40-68H2,1-4H3,(H,81,82)(H,83,84)/b39-37-/t69-,70+,71+/m0/s1	ZOPZQGSORRXNHI-VAECDTDYSA-N	1378.987877			MMDBc0034673
BASm0021475	CL(10:0/12:0/22:0/24:0)	CL(10:0/12:0/22:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-35-37-39-41-43-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-44-42-40-38-36-33-31-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	NXLKOQHBRRIPHW-DFXUENRWSA-N	1409.034827			MMDBc0034674
BASm0021476	CL(10:0/12:0/22:0/24:1(11Z))	CL(10:0/12:0/22:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-35-37-39-41-43-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-44-42-40-38-36-33-31-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h35,37,71-73,78H,5-34,36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b37-35-/t71-,72+,73+/m0/s1	LOSIXRSHMSGGGH-VWMDNSMOSA-N	1407.019177			MMDBc0034675
BASm0021477	CL(10:0/12:0/22:0/24:1(9Z))	CL(10:0/12:0/22:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-35-37-39-41-43-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-44-42-40-38-36-33-31-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h39,41,71-73,78H,5-38,40,42-70H2,1-4H3,(H,83,84)(H,85,86)/b41-39-/t71-,72+,73+/m0/s1	HERSUQUPPJYQNI-KOSMFVCHSA-N	1407.019177			MMDBc0034676
BASm0021478	CL(10:0/12:0/22:0/26:0)	CL(10:0/12:0/22:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:0/26:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-35-36-37-39-41-43-45-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-46-44-42-40-38-33-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	MYYXGQNWIPSDQU-ARQKOWHBSA-N	1437.066127			MMDBc0034677
BASm0021479	CL(10:0/12:0/22:0/26:1(11Z))	CL(10:0/12:0/22:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-35-36-37-39-41-43-45-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-46-44-42-40-38-33-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h36-37,73-75,80H,5-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b37-36-/t73-,74+,75+/m0/s1	QXTINLMVYRSPKF-MVLZJVGISA-N	1435.050477			MMDBc0034678
BASm0021480	CL(10:0/12:0/22:0/26:1(9Z))	CL(10:0/12:0/22:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H154O17P2	InChI=1S/C80H154O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-35-36-37-38-40-42-44-46-48-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-50-47-45-43-41-39-33-31-29-27-25-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-20-16-12-8-4)96-79(84)66-62-58-54-49-23-19-15-11-7-3/h40,42,74-76,81H,5-39,41,43-73H2,1-4H3,(H,86,87)(H,88,89)/b42-40-/t74-,75+,76+/m0/s1	SFTDDMJMMTVZDC-YRBDXBBASA-N	1449.066127			MMDBc0034679
BASm0021481	CL(10:0/12:0/22:0/28:0)	CL(10:0/12:0/22:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:0/28:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-35-36-37-38-39-41-43-45-47-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-48-46-44-42-40-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	OZESCJHLNRSKFT-HRXLSSNSSA-N	1465.097428			MMDBc0034680
BASm0021482	CL(10:0/12:0/22:0/28:1(11Z))	CL(10:0/12:0/22:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:0/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-35-36-37-38-39-41-43-45-47-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-48-46-44-42-40-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h38-39,75-77,82H,5-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-38-/t75-,76+,77+/m0/s1	RIYCUWVIXBNALE-PONSQHSQSA-N	1463.081778			MMDBc0034681
BASm0021483	CL(10:0/12:0/22:0/28:1(9Z))	CL(10:0/12:0/22:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:0/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-35-36-37-38-39-41-43-45-47-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-48-46-44-42-40-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h41,43,75-77,82H,5-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b43-41-/t75-,76+,77+/m0/s1	BYJGKVLQSMONHU-DDYJLRSDSA-N	1463.081778			MMDBc0034682
BASm0021484	CL(10:0/12:0/22:1(11Z)/22:1(11Z))	CL(10:0/12:0/22:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, two chains of (11Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-40-42-45-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-41-39-37-35-33-31-29-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h32-35,69-71,76H,5-31,36-68H2,1-4H3,(H,81,82)(H,83,84)/b34-32-,35-33-/t69-,70+,71+/m0/s1	HFBMVXXDYQDUNX-WPKOQJSGSA-N	1376.972227			MMDBc0034683
BASm0021485	CL(10:0/12:0/22:1(11Z)/22:1(9Z))	CL(10:0/12:0/22:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-40-42-45-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-41-39-37-35-33-31-29-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h32,34,37,39,69-71,76H,5-31,33,35-36,38,40-68H2,1-4H3,(H,81,82)(H,83,84)/b34-32-,39-37-/t69-,70+,71+/m0/s1	USOOZIXCRNKJOG-PJXVNKTRSA-N	1376.972227			MMDBc0034684
BASm0021486	CL(10:0/12:0/22:1(11Z)/24:0)	CL(10:0/12:0/22:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-35-37-39-41-43-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-44-42-40-38-36-33-31-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h33,36,71-73,78H,5-32,34-35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b36-33-/t71-,72+,73+/m0/s1	IYDBNTCRWLOHOT-VXLSILKTSA-N	1407.019177			MMDBc0034685
BASm0021487	CL(10:0/12:0/22:1(11Z)/24:1(11Z))	CL(10:0/12:0/22:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-35-37-39-41-43-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-44-42-40-38-36-33-31-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h33,35-37,71-73,78H,5-32,34,38-70H2,1-4H3,(H,83,84)(H,85,86)/b36-33-,37-35-/t71-,72+,73+/m0/s1	IPDMRBLQFWJUMS-HBWXZDAMSA-N	1405.003527			MMDBc0034686
BASm0021488	CL(10:0/12:0/22:1(11Z)/24:1(9Z))	CL(10:0/12:0/22:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-35-37-39-41-43-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-44-42-40-38-36-33-31-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h33,36,39,41,71-73,78H,5-32,34-35,37-38,40,42-70H2,1-4H3,(H,83,84)(H,85,86)/b36-33-,41-39-/t71-,72+,73+/m0/s1	NDSRNHJVBWSPSH-VTEUMNALSA-N	1405.003527			MMDBc0034687
BASm0021489	CL(10:0/12:0/22:1(11Z)/26:0)	CL(10:0/12:0/22:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-35-36-37-39-41-43-45-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-46-44-42-40-38-33-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h33,38,73-75,80H,5-32,34-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b38-33-/t73-,74+,75+/m0/s1	OGBYFILXXDIMKZ-VLKVOFTRSA-N	1435.050477			MMDBc0034688
BASm0021490	CL(10:0/12:0/22:1(11Z)/26:1(11Z))	CL(10:0/12:0/22:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-35-36-37-39-41-43-45-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-46-44-42-40-38-33-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h33,36-38,73-75,80H,5-32,34-35,39-72H2,1-4H3,(H,85,86)(H,87,88)/b37-36-,38-33-/t73-,74+,75+/m0/s1	XWFWNKZTRKHVCU-FEPIMCMPSA-N	1433.034827			MMDBc0034689
BASm0021491	CL(10:0/12:0/22:1(11Z)/26:1(9Z))	CL(10:0/12:0/22:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-35-36-37-38-40-42-44-46-48-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-50-47-45-43-41-39-33-31-29-27-25-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-20-16-12-8-4)96-79(84)66-62-58-54-49-23-19-15-11-7-3/h33,39-40,42,74-76,81H,5-32,34-38,41,43-73H2,1-4H3,(H,86,87)(H,88,89)/b39-33-,42-40-/t74-,75+,76+/m0/s1	GGAWTRRZPWLGPE-PAZZZXOESA-N	1447.050477			MMDBc0034690
BASm0021492	CL(10:0/12:0/22:1(11Z)/28:0)	CL(10:0/12:0/22:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:1(11Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-35-36-37-38-39-41-43-45-47-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-48-46-44-42-40-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h33,40,75-77,82H,5-32,34-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b40-33-/t75-,76+,77+/m0/s1	REZSBFRFMHOWSP-QXCLLIBZSA-N	1463.081778			MMDBc0034691
BASm0021493	CL(10:0/12:0/22:1(11Z)/28:1(11Z))	CL(10:0/12:0/22:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:1(11Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-35-36-37-38-39-41-43-45-47-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-48-46-44-42-40-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h33,38-40,75-77,82H,5-32,34-37,41-74H2,1-4H3,(H,87,88)(H,89,90)/b39-38-,40-33-/t75-,76+,77+/m0/s1	WPLQOUPMNQIYSB-ZXKQORDISA-N	1461.066127			MMDBc0034692
BASm0021494	CL(10:0/12:0/22:1(11Z)/28:1(9Z))	CL(10:0/12:0/22:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:1(11Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-35-36-37-38-39-41-43-45-47-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-48-46-44-42-40-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h33,40-41,43,75-77,82H,5-32,34-39,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b40-33-,43-41-/t75-,76+,77+/m0/s1	FYZGLWVFKPGPGX-ZZUGOJIFSA-N	1461.066127			MMDBc0034693
BASm0021495	CL(10:0/12:0/22:1(9Z)/22:1(11Z))	CL(10:0/12:0/22:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-40-42-45-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-41-39-37-35-33-31-29-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h33,35-36,38,69-71,76H,5-32,34,37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b35-33-,38-36-/t69-,70+,71+/m0/s1	AOTABZKLJOHHCJ-WCRVHNMLSA-N	1376.972227			MMDBc0034694
BASm0021496	CL(10:0/12:0/22:1(9Z)/22:1(9Z))	CL(10:0/12:0/22:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, two chains of (9Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-40-42-45-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-41-39-37-35-33-31-29-27-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-44-23-19-15-11-7-3/h36-39,69-71,76H,5-35,40-68H2,1-4H3,(H,81,82)(H,83,84)/b38-36-,39-37-/t69-,70+,71+/m0/s1	WSOCBUDHQRBXHM-RUJXSYQKSA-N	1376.972227			MMDBc0034695
BASm0021497	CL(10:0/12:0/22:1(9Z)/24:0)	CL(10:0/12:0/22:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-35-37-39-41-43-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-44-42-40-38-36-33-31-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h38,40,71-73,78H,5-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b40-38-/t71-,72+,73+/m0/s1	YKHSDAPTDFCQBY-YIWQXDRUSA-N	1407.019177			MMDBc0034696
BASm0021498	CL(10:0/12:0/22:1(9Z)/24:1(11Z))	CL(10:0/12:0/22:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-35-37-39-41-43-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-44-42-40-38-36-33-31-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h35,37-38,40,71-73,78H,5-34,36,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b37-35-,40-38-/t71-,72+,73+/m0/s1	XNYICLSCNCGLOV-WHIMOAHRSA-N	1405.003527			MMDBc0034697
BASm0021499	CL(10:0/12:0/22:1(9Z)/24:1(9Z))	CL(10:0/12:0/22:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-35-37-39-41-43-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-44-42-40-38-36-33-31-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h38-41,71-73,78H,5-37,42-70H2,1-4H3,(H,83,84)(H,85,86)/b40-38-,41-39-/t71-,72+,73+/m0/s1	XZIIEOWRYXEORV-RRGAGKHSSA-N	1405.003527			MMDBc0034698
BASm0021500	CL(10:0/12:0/22:1(9Z)/26:0)	CL(10:0/12:0/22:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-35-36-37-39-41-43-45-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-46-44-42-40-38-33-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h40,42,73-75,80H,5-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b42-40-/t73-,74+,75+/m0/s1	AEHXKNJSYRPJHO-INXLOAOTSA-N	1435.050477			MMDBc0034699
BASm0021501	CL(10:0/12:0/22:1(9Z)/26:1(11Z))	CL(10:0/12:0/22:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-35-36-37-39-41-43-45-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-46-44-42-40-38-33-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h36-37,40,42,73-75,80H,5-35,38-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b37-36-,42-40-/t73-,74+,75+/m0/s1	ZEAAPZZRBVWFJN-CCKJUHSCSA-N	1433.034827			MMDBc0034700
BASm0021502	CL(10:0/12:0/22:1(9Z)/26:1(9Z))	CL(10:0/12:0/22:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-35-36-37-38-40-42-44-46-48-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-50-47-45-43-41-39-33-31-29-27-25-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-20-16-12-8-4)96-79(84)66-62-58-54-49-23-19-15-11-7-3/h40-43,74-76,81H,5-39,44-73H2,1-4H3,(H,86,87)(H,88,89)/b42-40-,43-41-/t74-,75+,76+/m0/s1	GWCXZJPDPBYTAL-XFNDJYNLSA-N	1447.050477			MMDBc0034701
BASm0021503	CL(10:0/12:0/22:1(9Z)/28:0)	CL(10:0/12:0/22:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:1(9Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-35-36-37-38-39-41-43-45-47-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-48-46-44-42-40-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h42,44,75-77,82H,5-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b44-42-/t75-,76+,77+/m0/s1	QHFFJHBKPBAINW-XJHQMUCQSA-N	1463.081778			MMDBc0034702
BASm0021504	CL(10:0/12:0/22:1(9Z)/28:1(11Z))	CL(10:0/12:0/22:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:1(9Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-35-36-37-38-39-41-43-45-47-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-48-46-44-42-40-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h38-39,42,44,75-77,82H,5-37,40-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b39-38-,44-42-/t75-,76+,77+/m0/s1	IZWSRHJHZDLFBF-QFSHOIRASA-N	1461.066127			MMDBc0034703
BASm0021505	CL(10:0/12:0/22:1(9Z)/28:1(9Z))	CL(10:0/12:0/22:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/22:1(9Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-35-36-37-38-39-41-43-45-47-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-48-46-44-42-40-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h41-44,75-77,82H,5-40,45-74H2,1-4H3,(H,87,88)(H,89,90)/b43-41-,44-42-/t75-,76+,77+/m0/s1	QUMSEUOTNSGKQH-RBOWRCNNSA-N	1461.066127			MMDBc0034704
BASm0021506	CL(10:0/12:0/23:1(11Z)/23:1(11Z))	CL(10:0/12:0/23:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/23:1(11Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, two chains of 11Z-tricosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-40-42-44-47-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-43-41-39-37-35-33-31-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h34-37,71-73,78H,5-33,38-70H2,1-4H3,(H,83,84)(H,85,86)/b36-34-,37-35-/t71-,72+,73+/m0/s1	VEZTZHQTMBDJQF-GWOWOPLCSA-N	1405.003527			MMDBc0034705
BASm0021507	CL(10:0/12:0/23:1(11Z)/23:1(9Z))	CL(10:0/12:0/23:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/23:1(11Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-40-42-44-47-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-43-41-39-37-35-33-31-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h34,36,39,41,71-73,78H,5-33,35,37-38,40,42-70H2,1-4H3,(H,83,84)(H,85,86)/b36-34-,41-39-/t71-,72+,73+/m0/s1	MYVFPRYRSGDOQI-UZUJAQNMSA-N	1405.003527			MMDBc0034706
BASm0021508	CL(10:0/12:0/23:1(11Z)/25:0)	CL(10:0/12:0/23:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/23:1(11Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-37-39-41-43-45-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-46-44-42-40-38-35-33-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h35,38,73-75,80H,5-34,36-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b38-35-/t73-,74+,75+/m0/s1	CFJXHZZABCEWFP-OHRUISCYSA-N	1435.050477			MMDBc0034707
BASm0021509	CL(10:0/12:0/23:1(11Z)/25:1(11Z))	CL(10:0/12:0/23:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/23:1(11Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-37-39-41-43-45-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-46-44-42-40-38-35-33-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h35,37-39,73-75,80H,5-34,36,40-72H2,1-4H3,(H,85,86)(H,87,88)/b38-35-,39-37-/t73-,74+,75+/m0/s1	BLWBAXWDPMKSLS-LNPSYUGFSA-N	1433.034827			MMDBc0034708
BASm0021510	CL(10:0/12:0/23:1(11Z)/25:1(9Z))	CL(10:0/12:0/23:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/23:1(11Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-37-39-41-43-45-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-46-44-42-40-38-35-33-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h35,38,41,43,73-75,80H,5-34,36-37,39-40,42,44-72H2,1-4H3,(H,85,86)(H,87,88)/b38-35-,43-41-/t73-,74+,75+/m0/s1	FDZPSBMKLOFTIZ-MLMVRVPMSA-N	1433.034827			MMDBc0034709
BASm0021511	CL(10:0/12:0/23:1(11Z)/27:0)	CL(10:0/12:0/23:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/23:1(11Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-37-38-39-41-43-45-47-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-48-46-44-42-40-35-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h35,40,75-77,82H,5-34,36-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b40-35-/t75-,76+,77+/m0/s1	KSBCVNWTAQUNCF-GPQRUULBSA-N	1463.081778			MMDBc0034710
BASm0021512	CL(10:0/12:0/23:1(11Z)/27:1(11Z))	CL(10:0/12:0/23:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/23:1(11Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-37-38-39-41-43-45-47-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-48-46-44-42-40-35-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h35,39-41,75-77,82H,5-34,36-38,42-74H2,1-4H3,(H,87,88)(H,89,90)/b40-35-,41-39-/t75-,76+,77+/m0/s1	AYFAOMGTOCPQHQ-KYSDUSQVSA-N	1461.066127			MMDBc0034711
BASm0021513	CL(10:0/12:0/23:1(11Z)/27:1(9Z))	CL(10:0/12:0/23:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/23:1(11Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-37-38-39-41-43-45-47-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-48-46-44-42-40-35-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h35,40,43,45,75-77,82H,5-34,36-39,41-42,44,46-74H2,1-4H3,(H,87,88)(H,89,90)/b40-35-,45-43-/t75-,76+,77+/m0/s1	MDMZWHOPYGJUHJ-IYEYNHSPSA-N	1461.066127			MMDBc0034712
BASm0021514	CL(10:0/12:0/23:1(9Z)/23:1(11Z))	CL(10:0/12:0/23:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/23:1(9Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-40-42-44-47-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-43-41-39-37-35-33-31-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h35,37-38,40,71-73,78H,5-34,36,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b37-35-,40-38-/t71-,72+,73+/m0/s1	SFMKIKMTRZVCNW-WHIMOAHRSA-N	1405.003527			MMDBc0034713
BASm0021515	CL(10:0/12:0/23:1(9Z)/23:1(9Z))	CL(10:0/12:0/23:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/23:1(9Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, two chains of 9Z-tricosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-40-42-44-47-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-43-41-39-37-35-33-31-29-27-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-46-23-19-15-11-7-3/h38-41,71-73,78H,5-37,42-70H2,1-4H3,(H,83,84)(H,85,86)/b40-38-,41-39-/t71-,72+,73+/m0/s1	IYNMZYIPOMWRTR-RRGAGKHSSA-N	1405.003527			MMDBc0034714
BASm0021516	CL(10:0/12:0/23:1(9Z)/25:0)	CL(10:0/12:0/23:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/23:1(9Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-37-39-41-43-45-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-46-44-42-40-38-35-33-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h40,42,73-75,80H,5-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b42-40-/t73-,74+,75+/m0/s1	YJBGEHKRMJZCJM-INXLOAOTSA-N	1435.050477			MMDBc0034715
BASm0021517	CL(10:0/12:0/23:1(9Z)/25:1(11Z))	CL(10:0/12:0/23:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/23:1(9Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-37-39-41-43-45-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-46-44-42-40-38-35-33-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h37,39-40,42,73-75,80H,5-36,38,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b39-37-,42-40-/t73-,74+,75+/m0/s1	HCFBWKSTZRZCMO-YFBLCUDPSA-N	1433.034827			MMDBc0034716
BASm0021518	CL(10:0/12:0/23:1(9Z)/25:1(9Z))	CL(10:0/12:0/23:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/23:1(9Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-37-39-41-43-45-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-46-44-42-40-38-35-33-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h40-43,73-75,80H,5-39,44-72H2,1-4H3,(H,85,86)(H,87,88)/b42-40-,43-41-/t73-,74+,75+/m0/s1	DXKZULVSMYDLSC-ITDVFZPBSA-N	1433.034827			MMDBc0034717
BASm0021519	CL(10:0/12:0/23:1(9Z)/27:0)	CL(10:0/12:0/23:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/23:1(9Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-37-38-39-41-43-45-47-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-48-46-44-42-40-35-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h42,44,75-77,82H,5-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b44-42-/t75-,76+,77+/m0/s1	MVHSATAZHLKPBM-XJHQMUCQSA-N	1463.081778			MMDBc0034718
BASm0021520	CL(10:0/12:0/23:1(9Z)/27:1(11Z))	CL(10:0/12:0/23:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/23:1(9Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-37-38-39-41-43-45-47-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-48-46-44-42-40-35-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h39,41-42,44,75-77,82H,5-38,40,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b41-39-,44-42-/t75-,76+,77+/m0/s1	JRCFWGPYVNNQKK-VPEJEVLKSA-N	1461.066127			MMDBc0034719
BASm0021521	CL(10:0/12:0/23:1(9Z)/27:1(9Z))	CL(10:0/12:0/23:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/23:1(9Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-37-38-39-41-43-45-47-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-48-46-44-42-40-35-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h42-45,75-77,82H,5-41,46-74H2,1-4H3,(H,87,88)(H,89,90)/b44-42-,45-43-/t75-,76+,77+/m0/s1	BWHTWXQSPVEHER-ZQKMKVSNSA-N	1461.066127			MMDBc0034720
BASm0021522	CL(10:0/12:0/24:0/24:0)	CL(10:0/12:0/24:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/24:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, two chains of tetracosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-40-42-44-46-49-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-45-43-41-39-37-35-33-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	ODAKRHOGJAVWKY-ARQKOWHBSA-N	1437.066127			MMDBc0034721
BASm0021523	CL(10:0/12:0/24:0/26:0)	CL(10:0/12:0/24:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/24:0/26:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetracosanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-37-39-41-43-45-47-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-48-46-44-42-40-38-35-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	FVIOOBCTANCUFI-HRXLSSNSSA-N	1465.097428			MMDBc0034722
BASm0021524	CL(10:0/12:0/24:0/26:1(11Z))	CL(10:0/12:0/24:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/24:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetracosanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-37-39-41-43-45-47-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-48-46-44-42-40-38-35-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h37,39,75-77,82H,5-36,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-37-/t75-,76+,77+/m0/s1	WLTNHZOTOLCPBS-UMLVYVNWSA-N	1463.081778			MMDBc0034723
BASm0021525	CL(10:0/12:0/24:0/26:1(9Z))	CL(10:0/12:0/24:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/24:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetracosanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H158O17P2	InChI=1S/C82H158O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-37-38-40-42-44-46-48-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-52-49-47-45-43-41-39-35-33-31-29-27-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-51-23-19-15-11-7-3/h42,44,76-78,83H,5-41,43,45-75H2,1-4H3,(H,88,89)(H,90,91)/b44-42-/t76-,77+,78+/m0/s1	VSJNJVPNPLFELM-GXLOPTMHSA-N	1477.097428			MMDBc0034724
BASm0021526	CL(10:0/12:0/24:1(11Z)/24:0)	CL(10:0/12:0/24:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/24:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-tetracosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-40-42-44-46-49-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-45-43-41-39-37-35-33-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h36,38,73-75,80H,5-35,37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b38-36-/t73-,74+,75+/m0/s1	GEAMJMGWFIEFKL-WSJFIPQOSA-N	1435.050477			MMDBc0034725
BASm0021527	CL(10:0/12:0/24:1(11Z)/24:1(11Z))	CL(10:0/12:0/24:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/24:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, two chains of (11Z-tetracosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-40-42-44-46-49-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-45-43-41-39-37-35-33-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h36-39,73-75,80H,5-35,40-72H2,1-4H3,(H,85,86)(H,87,88)/b38-36-,39-37-/t73-,74+,75+/m0/s1	DFAAKGLUVBDHRF-CEJHGVLSSA-N	1433.034827			MMDBc0034726
BASm0021528	CL(10:0/12:0/24:1(11Z)/24:1(9Z))	CL(10:0/12:0/24:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/24:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-tetracosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-40-42-44-46-49-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-45-43-41-39-37-35-33-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h36,38,41,43,73-75,80H,5-35,37,39-40,42,44-72H2,1-4H3,(H,85,86)(H,87,88)/b38-36-,43-41-/t73-,74+,75+/m0/s1	MKKPXKNLCFXGRB-UKEDDNMTSA-N	1433.034827			MMDBc0034727
BASm0021529	CL(10:0/12:0/24:1(11Z)/26:0)	CL(10:0/12:0/24:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/24:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-tetracosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-37-39-41-43-45-47-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-48-46-44-42-40-38-35-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h38,40,75-77,82H,5-37,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b40-38-/t75-,76+,77+/m0/s1	XCIBPECMGNYASK-BHERISPHSA-N	1463.081778			MMDBc0034728
BASm0021530	CL(10:0/12:0/24:1(11Z)/26:1(11Z))	CL(10:0/12:0/24:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/24:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-tetracosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-37-39-41-43-45-47-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-48-46-44-42-40-38-35-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h37-40,75-77,82H,5-36,41-74H2,1-4H3,(H,87,88)(H,89,90)/b39-37-,40-38-/t75-,76+,77+/m0/s1	LLUKQZKVOHPFFA-RHFQXNBVSA-N	1461.066127			MMDBc0034729
BASm0021531	CL(10:0/12:0/24:1(11Z)/26:1(9Z))	CL(10:0/12:0/24:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/24:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-tetracosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-37-38-40-42-44-46-48-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-52-49-47-45-43-41-39-35-33-31-29-27-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-51-23-19-15-11-7-3/h39,41-42,44,76-78,83H,5-38,40,43,45-75H2,1-4H3,(H,88,89)(H,90,91)/b41-39-,44-42-/t76-,77+,78+/m0/s1	MDNQQIGOWZEJHG-VBGCEVSFSA-N	1475.081778			MMDBc0034730
BASm0021532	CL(10:0/12:0/24:1(9Z)/24:0)	CL(10:0/12:0/24:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/24:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-tetracosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-40-42-44-46-49-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-45-43-41-39-37-35-33-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h40,42,73-75,80H,5-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b42-40-/t73-,74+,75+/m0/s1	DJMDKYAJGOCRBO-INXLOAOTSA-N	1435.050477			MMDBc0034731
BASm0021533	CL(10:0/12:0/24:1(9Z)/24:1(11Z))	CL(10:0/12:0/24:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/24:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-tetracosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-40-42-44-46-49-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-45-43-41-39-37-35-33-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h37,39-40,42,73-75,80H,5-36,38,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b39-37-,42-40-/t73-,74+,75+/m0/s1	BLUMNHGOXPJLFS-YFBLCUDPSA-N	1433.034827			MMDBc0034732
BASm0021534	CL(10:0/12:0/24:1(9Z)/24:1(9Z))	CL(10:0/12:0/24:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/24:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, two chains of (9Z-tetracosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-40-42-44-46-49-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-45-43-41-39-37-35-33-31-29-27-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-48-23-19-15-11-7-3/h40-43,73-75,80H,5-39,44-72H2,1-4H3,(H,85,86)(H,87,88)/b42-40-,43-41-/t73-,74+,75+/m0/s1	UOJMNYRURDQCTQ-ITDVFZPBSA-N	1433.034827			MMDBc0034733
BASm0021535	CL(10:0/12:0/24:1(9Z)/26:0)	CL(10:0/12:0/24:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/24:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-tetracosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-37-39-41-43-45-47-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-48-46-44-42-40-38-35-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h42,44,75-77,82H,5-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b44-42-/t75-,76+,77+/m0/s1	MVNIJCRLYWHHOP-XJHQMUCQSA-N	1463.081778			MMDBc0034734
BASm0021536	CL(10:0/12:0/24:1(9Z)/26:1(11Z))	CL(10:0/12:0/24:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/24:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-tetracosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-37-39-41-43-45-47-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-48-46-44-42-40-38-35-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h37,39,42,44,75-77,82H,5-36,38,40-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b39-37-,44-42-/t75-,76+,77+/m0/s1	AXRGPMYGSCMBSM-TYRJZLTBSA-N	1461.066127			MMDBc0034735
BASm0021537	CL(10:0/12:0/24:1(9Z)/26:1(9Z))	CL(10:0/12:0/24:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/24:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-tetracosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-37-38-40-42-44-46-48-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-52-49-47-45-43-41-39-35-33-31-29-27-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-51-23-19-15-11-7-3/h42-45,76-78,83H,5-41,46-75H2,1-4H3,(H,88,89)(H,90,91)/b44-42-,45-43-/t76-,77+,78+/m0/s1	AMVHNHVTILEHJX-CRCFLAHISA-N	1475.081778			MMDBc0034736
BASm0021538	CL(10:0/12:0/25:0/25:0)	CL(10:0/12:0/25:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/25:0/25:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, two chains of pentacosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-40-42-44-46-48-51-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-47-45-43-41-39-37-35-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	UGKDVBAVFMUBFJ-HRXLSSNSSA-N	1465.097428			MMDBc0034737
BASm0021539	CL(10:0/12:0/25:0/25:1(11Z))	CL(10:0/12:0/25:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/25:0/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of pentacosanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-40-42-44-46-48-51-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-47-45-43-41-39-37-35-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h39,41,75-77,82H,5-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b41-39-/t75-,76+,77+/m0/s1	FYJQPVLZJMUHCD-JHQBJXHASA-N	1463.081778			MMDBc0034738
BASm0021540	CL(10:0/12:0/25:0/25:1(9Z))	CL(10:0/12:0/25:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/25:0/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of pentacosanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-40-42-44-46-48-51-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-47-45-43-41-39-37-35-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h43,45,75-77,82H,5-42,44,46-74H2,1-4H3,(H,87,88)(H,89,90)/b45-43-/t75-,76+,77+/m0/s1	WPYJMWIHZAIUMA-ZQRHWHLWSA-N	1463.081778			MMDBc0034739
BASm0021541	CL(10:0/12:0/25:1(11Z)/25:1(11Z))	CL(10:0/12:0/25:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/25:1(11Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, two chains of 11Z-pentacosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-40-42-44-46-48-51-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-47-45-43-41-39-37-35-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h38-41,75-77,82H,5-37,42-74H2,1-4H3,(H,87,88)(H,89,90)/b40-38-,41-39-/t75-,76+,77+/m0/s1	NUYVXGUQTXCCGU-OHKUXFDISA-N	1461.066127			MMDBc0034740
BASm0021542	CL(10:0/12:0/25:1(11Z)/25:1(9Z))	CL(10:0/12:0/25:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/25:1(11Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of 11Z-pentacosanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-40-42-44-46-48-51-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-47-45-43-41-39-37-35-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h38,40,43,45,75-77,82H,5-37,39,41-42,44,46-74H2,1-4H3,(H,87,88)(H,89,90)/b40-38-,45-43-/t75-,76+,77+/m0/s1	YROGUTHZXJJTNV-TTZWBCQASA-N	1461.066127			MMDBc0034741
BASm0021543	CL(10:0/12:0/25:1(9Z)/25:1(11Z))	CL(10:0/12:0/25:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/25:1(9Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-pentacosenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-40-42-44-46-48-51-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-47-45-43-41-39-37-35-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h39,41-42,44,75-77,82H,5-38,40,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b41-39-,44-42-/t75-,76+,77+/m0/s1	QELXEBHDYSHIJG-VPEJEVLKSA-N	1461.066127			MMDBc0034742
BASm0021544	CL(10:0/12:0/25:1(9Z)/25:1(9Z))	CL(10:0/12:0/25:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/12:0/25:1(9Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, two chains of (9Z-pentacosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-26-28-30-32-34-36-38-40-42-44-46-48-51-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-47-45-43-41-39-37-35-33-31-29-27-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-50-23-19-15-11-7-3/h42-45,75-77,82H,5-41,46-74H2,1-4H3,(H,87,88)(H,89,90)/b44-42-,45-43-/t75-,76+,77+/m0/s1	SFMAARVWQBPEHB-ZQKMKVSNSA-N	1461.066127			MMDBc0034743
BASm0021545	CL(10:0/14:0/14:0/20:0)	CL(10:0/14:0/14:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:0/20:0) contains one chain of decanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C67H130O17P2	InChI=1S/C67H130O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-35-38-42-46-50-54-67(72)84-63(58-78-65(70)52-48-44-40-36-33-25-22-18-14-10-6-2)60-82-86(75,76)80-56-61(68)55-79-85(73,74)81-59-62(57-77-64(69)51-47-43-39-20-16-12-8-4)83-66(71)53-49-45-41-37-34-26-23-19-15-11-7-3/h61-63,68H,5-60H2,1-4H3,(H,73,74)(H,75,76)/t61-,62+,63+/m0/s1	MYGUATHXSHPNDI-WJOGUDKKSA-N	1268.878327			MMDBc0034744
BASm0021546	CL(10:0/14:0/14:0/22:0)	CL(10:0/14:0/14:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:0/22:0) contains one chain of decanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-26-23-19-15-11-7-3/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t63-,64+,65+/m0/s1	UQYWUXMNDOIRKA-MGSXVFSVSA-N	1296.909627			MMDBc0034745
BASm0021547	CL(10:0/14:0/14:0/22:1(11Z))	CL(10:0/14:0/14:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-26-23-19-15-11-7-3/h30-31,63-65,70H,5-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b31-30-/t63-,64+,65+/m0/s1	QSVWIPVDIOXEBH-KROWAYFZSA-N	1294.893977			MMDBc0034746
BASm0021548	CL(10:0/14:0/14:0/22:1(9Z))	CL(10:0/14:0/14:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-26-23-19-15-11-7-3/h32-33,63-65,70H,5-31,34-62H2,1-4H3,(H,75,76)(H,77,78)/b33-32-/t63-,64+,65+/m0/s1	PLCFDFNYJBQFMA-VLSWLNKFSA-N	1294.893977			MMDBc0034747
BASm0021549	CL(10:0/14:0/14:0/24:0)	CL(10:0/14:0/14:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:0/24:0) contains one chain of decanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-26-23-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	GQHGJOSXZGJXPJ-OHKZLATASA-N	1324.940927			MMDBc0034748
BASm0021550	CL(10:0/14:0/14:0/24:1(11Z))	CL(10:0/14:0/14:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-26-23-19-15-11-7-3/h32-33,65-67,72H,5-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b33-32-/t65-,66+,67+/m0/s1	OJFYTMSQDAGNLG-KHOZQRHUSA-N	1322.925277			MMDBc0034749
BASm0021551	CL(10:0/14:0/14:0/24:1(9Z))	CL(10:0/14:0/14:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-26-23-19-15-11-7-3/h34-35,65-67,72H,5-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b35-34-/t65-,66+,67+/m0/s1	YCWFTRXFYZIDNL-OZBXPXKDSA-N	1322.925277			MMDBc0034750
BASm0021552	CL(10:0/14:0/14:0/26:0)	CL(10:0/14:0/14:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:0/26:0) contains one chain of decanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-26-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	JPVGJFLBKIPMKT-MXMGCQHCSA-N	1352.972227			MMDBc0034751
BASm0021553	CL(10:0/14:0/14:0/26:1(11Z))	CL(10:0/14:0/14:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-26-23-19-15-11-7-3/h33-34,67-69,74H,5-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b34-33-/t67-,68+,69+/m0/s1	SIMWOUWXJNNYQS-HWHIIAHISA-N	1350.956577			MMDBc0034752
BASm0021554	CL(10:0/14:0/14:0/26:1(9Z))	CL(10:0/14:0/14:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C74H142O17P2	InChI=1S/C74H142O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-42-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-40-25-22-18-14-10-6-2)67-89-93(82,83)87-63-68(75)62-86-92(80,81)88-66-69(64-84-71(76)58-54-50-46-20-16-12-8-4)90-73(78)60-56-52-48-44-41-26-23-19-15-11-7-3/h36-37,68-70,75H,5-35,38-67H2,1-4H3,(H,80,81)(H,82,83)/b37-36-/t68-,69+,70+/m0/s1	NFVVZVNKQJDRQW-XAESWIBHSA-N	1364.972227			MMDBc0034753
BASm0021555	CL(10:0/14:0/14:0/28:0)	CL(10:0/14:0/14:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:0/28:0) contains one chain of decanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-26-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	HXQXJWYBKYAEJR-NTQFVZKBSA-N	1381.003527			MMDBc0034754
BASm0021556	CL(10:0/14:0/14:0/28:1(11Z))	CL(10:0/14:0/14:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:0/28:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-26-23-19-15-11-7-3/h35-36,69-71,76H,5-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b36-35-/t69-,70+,71+/m0/s1	LVFMRDJHKIVXQP-ZROLNUINSA-N	1378.987877			MMDBc0034755
BASm0021557	CL(10:0/14:0/14:0/28:1(9Z))	CL(10:0/14:0/14:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:0/28:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-26-23-19-15-11-7-3/h37-38,69-71,76H,5-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b38-37-/t69-,70+,71+/m0/s1	SUVHYMMNTGDTJN-FYPLOVRYSA-N	1378.987877			MMDBc0034756
BASm0021558	CL(10:0/14:0/14:0/30:0)	CL(10:0/14:0/14:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:0/30:0) contains one chain of decanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-26-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	AZDYZJLGFVXKII-DFXUENRWSA-N	1409.034827			MMDBc0034757
BASm0021559	CL(10:0/14:0/14:1(11Z)/22:0)	CL(10:0/14:0/14:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-26-23-19-15-11-7-3/h10,14,63-65,70H,5-9,11-13,15-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-/t63-,64+,65+/m0/s1	DWKWSHJZVDSCEM-UMAZNCTNSA-N	1294.893977			MMDBc0034758
BASm0021560	CL(10:0/14:0/14:1(11Z)/22:1(11Z))	CL(10:0/14:0/14:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-26-23-19-15-11-7-3/h10,14,30-31,63-65,70H,5-9,11-13,15-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,31-30-/t63-,64+,65+/m0/s1	OBDCCPSKOAPYOH-ZKHUAIORSA-N	1292.878327			MMDBc0034759
BASm0021561	CL(10:0/14:0/14:1(11Z)/22:1(9Z))	CL(10:0/14:0/14:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-26-23-19-15-11-7-3/h10,14,32-33,63-65,70H,5-9,11-13,15-31,34-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,33-32-/t63-,64+,65+/m0/s1	MFWMCHVNQYEYPW-CTQUMEAFSA-N	1292.878327			MMDBc0034760
BASm0021562	CL(10:0/14:0/14:1(11Z)/24:0)	CL(10:0/14:0/14:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-26-23-19-15-11-7-3/h10,14,65-67,72H,5-9,11-13,15-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-/t65-,66+,67+/m0/s1	RRCCIYOLHDLWNY-OOHPCFLOSA-N	1322.925277			MMDBc0034761
BASm0021563	CL(10:0/14:0/14:1(11Z)/24:1(11Z))	CL(10:0/14:0/14:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-26-23-19-15-11-7-3/h10,14,32-33,65-67,72H,5-9,11-13,15-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,33-32-/t65-,66+,67+/m0/s1	QRQPTPDVPINLCD-LWFOQUHBSA-N	1320.909627			MMDBc0034762
BASm0021564	CL(10:0/14:0/14:1(11Z)/24:1(9Z))	CL(10:0/14:0/14:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-26-23-19-15-11-7-3/h10,14,34-35,65-67,72H,5-9,11-13,15-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,35-34-/t65-,66+,67+/m0/s1	HAAXTHOSHZWSPQ-QNZNWNBYSA-N	1320.909627			MMDBc0034763
BASm0021565	CL(10:0/14:0/14:1(11Z)/26:0)	CL(10:0/14:0/14:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-26-23-19-15-11-7-3/h10,14,67-69,74H,5-9,11-13,15-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-/t67-,68+,69+/m0/s1	WRCJWKSXRCYRAD-GMZAFTRQSA-N	1350.956577			MMDBc0034764
BASm0021566	CL(10:0/14:0/14:1(11Z)/26:1(11Z))	CL(10:0/14:0/14:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-26-23-19-15-11-7-3/h10,14,33-34,67-69,74H,5-9,11-13,15-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,34-33-/t67-,68+,69+/m0/s1	RLGZHTLYAIVYJY-KCJLTQKMSA-N	1348.940927			MMDBc0034765
BASm0021567	CL(10:0/14:0/14:1(11Z)/26:1(9Z))	CL(10:0/14:0/14:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C74H140O17P2	InChI=1S/C74H140O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-42-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-40-25-22-18-14-10-6-2)67-89-93(82,83)87-63-68(75)62-86-92(80,81)88-66-69(64-84-71(76)58-54-50-46-20-16-12-8-4)90-73(78)60-56-52-48-44-41-26-23-19-15-11-7-3/h10,14,36-37,68-70,75H,5-9,11-13,15-35,38-67H2,1-4H3,(H,80,81)(H,82,83)/b14-10-,37-36-/t68-,69+,70+/m0/s1	MFNVHKIEQRHWBR-DUWFQDPFSA-N	1362.956577			MMDBc0034766
BASm0021568	CL(10:0/14:0/14:1(11Z)/28:0)	CL(10:0/14:0/14:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:1(11Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-26-23-19-15-11-7-3/h10,14,69-71,76H,5-9,11-13,15-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-/t69-,70+,71+/m0/s1	QUELYUCTLUJFFK-WHLXAIBDSA-N	1378.987877			MMDBc0034767
BASm0021569	CL(10:0/14:0/14:1(11Z)/28:1(11Z))	CL(10:0/14:0/14:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:1(11Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-26-23-19-15-11-7-3/h10,14,35-36,69-71,76H,5-9,11-13,15-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-,36-35-/t69-,70+,71+/m0/s1	OXOLGXHQTZGKSA-ZEVYXNMOSA-N	1376.972227			MMDBc0034768
BASm0021570	CL(10:0/14:0/14:1(11Z)/28:1(9Z))	CL(10:0/14:0/14:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:1(11Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-26-23-19-15-11-7-3/h10,14,37-38,69-71,76H,5-9,11-13,15-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-,38-37-/t69-,70+,71+/m0/s1	OMOMVBAWKIGQBE-YNRLWLQTSA-N	1376.972227			MMDBc0034769
BASm0021571	CL(10:0/14:0/14:1(11Z)/30:0)	CL(10:0/14:0/14:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:1(11Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-26-23-19-15-11-7-3/h10,14,71-73,78H,5-9,11-13,15-70H2,1-4H3,(H,83,84)(H,85,86)/b14-10-/t71-,72+,73+/m0/s1	KEPKTOSRVIEYHV-MAZOXXJGSA-N	1407.019177			MMDBc0034770
BASm0021572	CL(10:0/14:0/14:1(9Z)/22:0)	CL(10:0/14:0/14:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:1(9Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-26-23-19-15-11-7-3/h18,22,63-65,70H,5-17,19-21,23-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-/t63-,64+,65+/m0/s1	VBOOFBKNZFVWHL-PXHUVQHOSA-N	1294.893977			MMDBc0034771
BASm0021573	CL(10:0/14:0/14:1(9Z)/22:1(11Z))	CL(10:0/14:0/14:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-26-23-19-15-11-7-3/h18,22,30-31,63-65,70H,5-17,19-21,23-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,31-30-/t63-,64+,65+/m0/s1	ZRORSQOPEHUYRO-QHSLQMAPSA-N	1292.878327			MMDBc0034772
BASm0021574	CL(10:0/14:0/14:1(9Z)/22:1(9Z))	CL(10:0/14:0/14:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-26-23-19-15-11-7-3/h18,22,32-33,63-65,70H,5-17,19-21,23-31,34-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,33-32-/t63-,64+,65+/m0/s1	PPJQMXKHAUWRJR-FEWFZNQNSA-N	1292.878327			MMDBc0034773
BASm0021575	CL(10:0/14:0/14:1(9Z)/24:0)	CL(10:0/14:0/14:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-26-23-19-15-11-7-3/h18,22,65-67,72H,5-17,19-21,23-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-/t65-,66+,67+/m0/s1	QXMHHVLDIRHZTD-VBONMZTLSA-N	1322.925277			MMDBc0034774
BASm0021576	CL(10:0/14:0/14:1(9Z)/24:1(11Z))	CL(10:0/14:0/14:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-26-23-19-15-11-7-3/h18,22,32-33,65-67,72H,5-17,19-21,23-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,33-32-/t65-,66+,67+/m0/s1	LGCXKQCOWGVFRG-FMZILRKYSA-N	1320.909627			MMDBc0034775
BASm0021577	CL(10:0/14:0/14:1(9Z)/24:1(9Z))	CL(10:0/14:0/14:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-26-23-19-15-11-7-3/h18,22,34-35,65-67,72H,5-17,19-21,23-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,35-34-/t65-,66+,67+/m0/s1	VZJYRNSISYYZKS-VRXOWNLZSA-N	1320.909627			MMDBc0034776
BASm0021578	CL(10:0/14:0/14:1(9Z)/26:0)	CL(10:0/14:0/14:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-26-23-19-15-11-7-3/h18,22,67-69,74H,5-17,19-21,23-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-/t67-,68+,69+/m0/s1	VTQWGVAWJBYWNP-AEIUOFHZSA-N	1350.956577			MMDBc0034777
BASm0021579	CL(10:0/14:0/14:1(9Z)/26:1(11Z))	CL(10:0/14:0/14:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-26-23-19-15-11-7-3/h18,22,33-34,67-69,74H,5-17,19-21,23-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,34-33-/t67-,68+,69+/m0/s1	NMXMLPPHISPDEL-OPLSJMRYSA-N	1348.940927			MMDBc0034778
BASm0021580	CL(10:0/14:0/14:1(9Z)/26:1(9Z))	CL(10:0/14:0/14:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C74H140O17P2	InChI=1S/C74H140O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-42-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-40-25-22-18-14-10-6-2)67-89-93(82,83)87-63-68(75)62-86-92(80,81)88-66-69(64-84-71(76)58-54-50-46-20-16-12-8-4)90-73(78)60-56-52-48-44-41-26-23-19-15-11-7-3/h18,22,36-37,68-70,75H,5-17,19-21,23-35,38-67H2,1-4H3,(H,80,81)(H,82,83)/b22-18-,37-36-/t68-,69+,70+/m0/s1	VRACTANKCTXKDD-KNXQGCAKSA-N	1362.956577			MMDBc0034779
BASm0021581	CL(10:0/14:0/14:1(9Z)/28:0)	CL(10:0/14:0/14:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:1(9Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-26-23-19-15-11-7-3/h18,22,69-71,76H,5-17,19-21,23-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-/t69-,70+,71+/m0/s1	MYGRQWMQPDFUFJ-ULWBWJMGSA-N	1378.987877			MMDBc0034780
BASm0021582	CL(10:0/14:0/14:1(9Z)/28:1(11Z))	CL(10:0/14:0/14:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:1(9Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-26-23-19-15-11-7-3/h18,22,35-36,69-71,76H,5-17,19-21,23-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,36-35-/t69-,70+,71+/m0/s1	RFFBWZFYHAUVEM-DIJAFBDRSA-N	1376.972227			MMDBc0034781
BASm0021583	CL(10:0/14:0/14:1(9Z)/28:1(9Z))	CL(10:0/14:0/14:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:1(9Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-26-23-19-15-11-7-3/h18,22,37-38,69-71,76H,5-17,19-21,23-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,38-37-/t69-,70+,71+/m0/s1	FGZSPGMGJMAXFZ-GNKCYSNOSA-N	1376.972227			MMDBc0034782
BASm0021584	CL(10:0/14:0/14:1(9Z)/30:0)	CL(10:0/14:0/14:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/14:1(9Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-26-23-19-15-11-7-3/h18,22,71-73,78H,5-17,19-21,23-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-/t71-,72+,73+/m0/s1	ZVFXNYGDYSVEFQ-PDVPRQMFSA-N	1407.019177			MMDBc0034783
BASm0021585	CL(10:0/14:0/15:0/23:1(11Z))	CL(10:0/14:0/15:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/15:0/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h32-33,65-67,72H,5-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b33-32-/t65-,66+,67+/m0/s1	LHYMKBKFXMWPCG-KHOZQRHUSA-N	1322.925277			MMDBc0034784
BASm0021586	CL(10:0/14:0/15:0/23:1(9Z))	CL(10:0/14:0/15:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/15:0/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h34-35,65-67,72H,5-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b35-34-/t65-,66+,67+/m0/s1	COETUSVQNGQCMZ-OZBXPXKDSA-N	1322.925277			MMDBc0034785
BASm0021587	CL(10:0/14:0/15:0/25:0)	CL(10:0/14:0/15:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/15:0/25:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	CNZNJNGPSREOSY-MXMGCQHCSA-N	1352.972227			MMDBc0034786
BASm0021588	CL(10:0/14:0/15:0/25:1(11Z))	CL(10:0/14:0/15:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/15:0/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h34-35,67-69,74H,5-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b35-34-/t67-,68+,69+/m0/s1	SFDZEGRJEBOVBB-YHGSUBCESA-N	1350.956577			MMDBc0034787
BASm0021589	CL(10:0/14:0/15:0/25:1(9Z))	CL(10:0/14:0/15:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/15:0/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h36-37,67-69,74H,5-35,38-66H2,1-4H3,(H,79,80)(H,81,82)/b37-36-/t67-,68+,69+/m0/s1	ATLRGMVNKNZTIJ-GSGQLPDESA-N	1350.956577			MMDBc0034788
BASm0021590	CL(10:0/14:0/15:0/27:0)	CL(10:0/14:0/15:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/15:0/27:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	NNAWJHCLKYDMPB-NTQFVZKBSA-N	1381.003527			MMDBc0034789
BASm0021591	CL(10:0/14:0/15:0/27:1(11Z))	CL(10:0/14:0/15:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/15:0/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h36-37,69-71,76H,5-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b37-36-/t69-,70+,71+/m0/s1	VQIPSPQYKZFAIU-TVPKQGNNSA-N	1378.987877			MMDBc0034790
BASm0021592	CL(10:0/14:0/15:0/27:1(9Z))	CL(10:0/14:0/15:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/15:0/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h38-39,69-71,76H,5-37,40-68H2,1-4H3,(H,81,82)(H,83,84)/b39-38-/t69-,70+,71+/m0/s1	WYOSCXUXNIWJRH-KNSMOLQHSA-N	1378.987877			MMDBc0034791
BASm0021593	CL(10:0/14:0/15:0/29:0)	CL(10:0/14:0/15:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/15:0/29:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	GJVFPYWIGIFGFJ-DFXUENRWSA-N	1409.034827			MMDBc0034792
BASm0021594	CL(10:0/14:0/15:1(11Z)/23:1(11Z))	CL(10:0/14:0/15:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/15:1(11Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h14,18,32-33,65-67,72H,5-13,15-17,19-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,33-32-/t65-,66+,67+/m0/s1	AORKGFUCKNEXRU-NVPCJJMHSA-N	1320.909627			MMDBc0034793
BASm0021595	CL(10:0/14:0/15:1(11Z)/23:1(9Z))	CL(10:0/14:0/15:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/15:1(11Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h14,18,34-35,65-67,72H,5-13,15-17,19-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,35-34-/t65-,66+,67+/m0/s1	JRRQTBHZZCNQBJ-LKSKRKOZSA-N	1320.909627			MMDBc0034794
BASm0021596	CL(10:0/14:0/15:1(11Z)/25:0)	CL(10:0/14:0/15:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/15:1(11Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h14,18,67-69,74H,5-13,15-17,19-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-/t67-,68+,69+/m0/s1	XUTVLUIGUOJEPF-ADGSEFNQSA-N	1350.956577			MMDBc0034795
BASm0021597	CL(10:0/14:0/15:1(11Z)/25:1(11Z))	CL(10:0/14:0/15:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/15:1(11Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h14,18,34-35,67-69,74H,5-13,15-17,19-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,35-34-/t67-,68+,69+/m0/s1	UBCKOLMIBJBBEH-WSHGKQJJSA-N	1348.940927			MMDBc0034796
BASm0021598	CL(10:0/14:0/15:1(11Z)/25:1(9Z))	CL(10:0/14:0/15:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/15:1(11Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h14,18,36-37,67-69,74H,5-13,15-17,19-35,38-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,37-36-/t67-,68+,69+/m0/s1	KQTPFTCGGXVYBS-WOSNFNMYSA-N	1348.940927			MMDBc0034797
BASm0021599	CL(10:0/14:0/15:1(11Z)/27:0)	CL(10:0/14:0/15:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/15:1(11Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h14,18,69-71,76H,5-13,15-17,19-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-/t69-,70+,71+/m0/s1	POPXHTKGKRZHJU-FZYNDCMASA-N	1378.987877			MMDBc0034798
BASm0021600	CL(10:0/14:0/15:1(11Z)/27:1(11Z))	CL(10:0/14:0/15:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/15:1(11Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h14,18,36-37,69-71,76H,5-13,15-17,19-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,37-36-/t69-,70+,71+/m0/s1	RMSNRDQAMOWPBU-GTEHONOJSA-N	1376.972227			MMDBc0034799
BASm0021601	CL(10:0/14:0/15:1(11Z)/27:1(9Z))	CL(10:0/14:0/15:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/15:1(11Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h14,18,38-39,69-71,76H,5-13,15-17,19-37,40-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,39-38-/t69-,70+,71+/m0/s1	AHZBNFWFPZJEGF-URWUMWELSA-N	1376.972227			MMDBc0034800
BASm0021602	CL(10:0/14:0/15:1(11Z)/29:0)	CL(10:0/14:0/15:1(11Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/15:1(11Z)/29:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h14,18,71-73,78H,5-13,15-17,19-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-/t71-,72+,73+/m0/s1	BTHQRKAUYNWGNW-RGSQTQCOSA-N	1407.019177			MMDBc0034801
BASm0021603	CL(10:0/14:0/15:1(9Z)/23:1(11Z))	CL(10:0/14:0/15:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/15:1(9Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h22,25,32-33,65-67,72H,5-21,23-24,26-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b25-22-,33-32-/t65-,66+,67+/m0/s1	BSZVUHBMRIJGGW-ZCKVBXQYSA-N	1320.909627			MMDBc0034802
BASm0021604	CL(10:0/14:0/15:1(9Z)/23:1(9Z))	CL(10:0/14:0/15:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/15:1(9Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h22,25,34-35,65-67,72H,5-21,23-24,26-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b25-22-,35-34-/t65-,66+,67+/m0/s1	NOILQAQCQCOSAX-WKDUJBTASA-N	1320.909627			MMDBc0034803
BASm0021605	CL(10:0/14:0/15:1(9Z)/25:0)	CL(10:0/14:0/15:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/15:1(9Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h22,25,67-69,74H,5-21,23-24,26-66H2,1-4H3,(H,79,80)(H,81,82)/b25-22-/t67-,68+,69+/m0/s1	XCMQSBZNEHNILD-JLTXLMIISA-N	1350.956577			MMDBc0034804
BASm0021606	CL(10:0/14:0/15:1(9Z)/25:1(11Z))	CL(10:0/14:0/15:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/15:1(9Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h22,25,34-35,67-69,74H,5-21,23-24,26-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b25-22-,35-34-/t67-,68+,69+/m0/s1	FFEBOXRTSPLRSK-VMDIQDOWSA-N	1348.940927			MMDBc0034805
BASm0021607	CL(10:0/14:0/15:1(9Z)/25:1(9Z))	CL(10:0/14:0/15:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/15:1(9Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h22,25,36-37,67-69,74H,5-21,23-24,26-35,38-66H2,1-4H3,(H,79,80)(H,81,82)/b25-22-,37-36-/t67-,68+,69+/m0/s1	TXYLMJHHOLKFHE-AKOJUCHXSA-N	1348.940927			MMDBc0034806
BASm0021608	CL(10:0/14:0/15:1(9Z)/27:0)	CL(10:0/14:0/15:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/15:1(9Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h22,25,69-71,76H,5-21,23-24,26-68H2,1-4H3,(H,81,82)(H,83,84)/b25-22-/t69-,70+,71+/m0/s1	QOTCILCNWLHEHB-YLCWQQFVSA-N	1378.987877			MMDBc0034807
BASm0021609	CL(10:0/14:0/15:1(9Z)/27:1(11Z))	CL(10:0/14:0/15:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/15:1(9Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h22,25,36-37,69-71,76H,5-21,23-24,26-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b25-22-,37-36-/t69-,70+,71+/m0/s1	CXKHKGNJJIHWMA-LHDGLXITSA-N	1376.972227			MMDBc0034808
BASm0021610	CL(10:0/14:0/15:1(9Z)/27:1(9Z))	CL(10:0/14:0/15:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/15:1(9Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h22,25,38-39,69-71,76H,5-21,23-24,26-37,40-68H2,1-4H3,(H,81,82)(H,83,84)/b25-22-,39-38-/t69-,70+,71+/m0/s1	QVRRJNOJXFWIHN-RQYSVNEBSA-N	1376.972227			MMDBc0034809
BASm0021611	CL(10:0/14:0/15:1(9Z)/29:0)	CL(10:0/14:0/15:1(9Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/15:1(9Z)/29:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h22,25,71-73,78H,5-21,23-24,26-70H2,1-4H3,(H,83,84)(H,85,86)/b25-22-/t71-,72+,73+/m0/s1	QGOVXJSGCRTNMB-PLGVCXEXSA-N	1407.019177			MMDBc0034810
BASm0021612	CL(10:0/14:0/16:0/18:0)	CL(10:0/14:0/16:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:0/18:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C67H130O17P2	InChI=1S/C67H130O17P2/c1-5-9-13-17-21-24-27-29-30-32-35-38-42-46-50-54-67(72)84-63(58-78-65(70)52-48-44-40-36-34-31-28-25-22-18-14-10-6-2)60-82-86(75,76)80-56-61(68)55-79-85(73,74)81-59-62(57-77-64(69)51-47-43-39-20-16-12-8-4)83-66(71)53-49-45-41-37-33-26-23-19-15-11-7-3/h61-63,68H,5-60H2,1-4H3,(H,73,74)(H,75,76)/t61-,62+,63+/m0/s1	WRUTXVBFGUHGBS-WJOGUDKKSA-N	1268.878327			MMDBc0034811
BASm0021613	CL(10:0/14:0/16:0/20:0)	CL(10:0/14:0/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:0/20:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-36-33-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t63-,64+,65+/m0/s1	HQCYHLIQZMJFOW-MGSXVFSVSA-N	1296.909627			MMDBc0034812
BASm0021614	CL(10:0/14:0/16:0/20:1(11Z))	CL(10:0/14:0/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:0/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-36-33-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h29-30,63-65,70H,5-28,31-62H2,1-4H3,(H,75,76)(H,77,78)/b30-29-/t63-,64+,65+/m0/s1	HWCTUEVDKDSYQP-PQJLDLBMSA-N	1294.893977			MMDBc0034813
BASm0021615	CL(10:0/14:0/16:0/20:1(13Z))	CL(10:0/14:0/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:0/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-36-33-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h24,27,63-65,70H,5-23,25-26,28-62H2,1-4H3,(H,75,76)(H,77,78)/b27-24-/t63-,64+,65+/m0/s1	MOKMWKFMHBCRJG-COVMAVNLSA-N	1294.893977			MMDBc0034814
BASm0021616	CL(10:0/14:0/16:0/22:0)	CL(10:0/14:0/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	YDOGCYCMXVSPTH-OHKZLATASA-N	1324.940927			MMDBc0034815
BASm0021617	CL(10:0/14:0/16:0/22:1(11Z))	CL(10:0/14:0/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h31-32,65-67,72H,5-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b32-31-/t65-,66+,67+/m0/s1	OUCZEOJDOPBKEO-CGHWDZBTSA-N	1322.925277			MMDBc0034816
BASm0021618	CL(10:0/14:0/16:0/22:1(9Z))	CL(10:0/14:0/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h33-34,65-67,72H,5-32,35-64H2,1-4H3,(H,77,78)(H,79,80)/b34-33-/t65-,66+,67+/m0/s1	BWIYKIVNRXACAI-YJRSNDPLSA-N	1322.925277			MMDBc0034817
BASm0021619	CL(10:0/14:0/16:0/24:0)	CL(10:0/14:0/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	SPJXJUJMXUMNER-MXMGCQHCSA-N	1352.972227			MMDBc0034818
BASm0021620	CL(10:0/14:0/16:0/24:1(11Z))	CL(10:0/14:0/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h33-34,67-69,74H,5-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b34-33-/t67-,68+,69+/m0/s1	HVOHTIMZDACVFO-HWHIIAHISA-N	1350.956577			MMDBc0034819
BASm0021621	CL(10:0/14:0/16:0/24:1(9Z))	CL(10:0/14:0/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h35-36,67-69,74H,5-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b36-35-/t67-,68+,69+/m0/s1	AARNKXQVHDIDNA-IHMMEYFISA-N	1350.956577			MMDBc0034820
BASm0021622	CL(10:0/14:0/16:0/26:0)	CL(10:0/14:0/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:0/26:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	DFDWXWASPVNHLO-NTQFVZKBSA-N	1381.003527			MMDBc0034821
BASm0021623	CL(10:0/14:0/16:0/26:1(11Z))	CL(10:0/14:0/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h34-35,69-71,76H,5-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b35-34-/t69-,70+,71+/m0/s1	YUADUNYZVDUILG-VBYSCXMYSA-N	1378.987877			MMDBc0034822
BASm0021624	CL(10:0/14:0/16:0/26:1(9Z))	CL(10:0/14:0/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C76H146O17P2	InChI=1S/C76H146O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-41-44-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-43-40-28-25-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(66-86-73(78)60-56-52-48-20-16-12-8-4)92-75(80)62-58-54-50-46-42-26-23-19-15-11-7-3/h37-38,70-72,77H,5-36,39-69H2,1-4H3,(H,82,83)(H,84,85)/b38-37-/t70-,71+,72+/m0/s1	ZKAJNIIITQCEKH-RZAPWMPPSA-N	1393.003527			MMDBc0034823
BASm0021625	CL(10:0/14:0/16:0/28:0)	CL(10:0/14:0/16:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:0/28:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	WHSMVVNVTRVZLA-DFXUENRWSA-N	1409.034827			MMDBc0034824
BASm0021626	CL(10:0/14:0/16:0/28:1(11Z))	CL(10:0/14:0/16:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:0/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h36-37,71-73,78H,5-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b37-36-/t71-,72+,73+/m0/s1	DAPQZFBBWIJUJW-FMNBGGTISA-N	1407.019177			MMDBc0034825
BASm0021627	CL(10:0/14:0/16:0/28:1(9Z))	CL(10:0/14:0/16:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:0/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h38-39,71-73,78H,5-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b39-38-/t71-,72+,73+/m0/s1	DRJCBCZIZVMRTE-OULYKJFJSA-N	1407.019177			MMDBc0034826
BASm0021628	CL(10:0/14:0/16:0/30:0)	CL(10:0/14:0/16:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:0/30:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-41-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	DBDVGWNMHUIJFX-ARQKOWHBSA-N	1437.066127			MMDBc0034827
BASm0021629	CL(10:0/14:0/16:1(11Z)/20:0)	CL(10:0/14:0/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(11Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-36-33-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h18,22,63-65,70H,5-17,19-21,23-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-/t63-,64+,65+/m0/s1	AIFRRFNNRROOHI-PXHUVQHOSA-N	1294.893977			MMDBc0034828
BASm0021630	CL(10:0/14:0/16:1(11Z)/20:1(11Z))	CL(10:0/14:0/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-36-33-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h18,22,29-30,63-65,70H,5-17,19-21,23-28,31-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,30-29-/t63-,64+,65+/m0/s1	PQTXMNSVCOGXIQ-HGOFOPHASA-N	1292.878327			MMDBc0034829
BASm0021631	CL(10:0/14:0/16:1(11Z)/20:1(13Z))	CL(10:0/14:0/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-36-33-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h18,22,24,27,63-65,70H,5-17,19-21,23,25-26,28-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,27-24-/t63-,64+,65+/m0/s1	QIJDAMRZXIJCNL-FFQDJODHSA-N	1292.878327			MMDBc0034830
BASm0021632	CL(10:0/14:0/16:1(11Z)/22:0)	CL(10:0/14:0/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h18,22,65-67,72H,5-17,19-21,23-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-/t65-,66+,67+/m0/s1	AEXQHEYFNINISH-VBONMZTLSA-N	1322.925277			MMDBc0034831
BASm0021633	CL(10:0/14:0/16:1(11Z)/22:1(11Z))	CL(10:0/14:0/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h18,22,31-32,65-67,72H,5-17,19-21,23-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,32-31-/t65-,66+,67+/m0/s1	ACIQGADANKDKCP-BKEOAQLKSA-N	1320.909627			MMDBc0034832
BASm0021634	CL(10:0/14:0/16:1(11Z)/22:1(9Z))	CL(10:0/14:0/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h18,22,33-34,65-67,72H,5-17,19-21,23-32,35-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,34-33-/t65-,66+,67+/m0/s1	KKLCYHWIXJLTQJ-ROLZOQCDSA-N	1320.909627			MMDBc0034833
BASm0021635	CL(10:0/14:0/16:1(11Z)/24:0)	CL(10:0/14:0/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h18,22,67-69,74H,5-17,19-21,23-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-/t67-,68+,69+/m0/s1	IRCZTIQONDWHCY-AEIUOFHZSA-N	1350.956577			MMDBc0034834
BASm0021636	CL(10:0/14:0/16:1(11Z)/24:1(11Z))	CL(10:0/14:0/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h18,22,33-34,67-69,74H,5-17,19-21,23-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,34-33-/t67-,68+,69+/m0/s1	AOEDMNQSGXURGH-OPLSJMRYSA-N	1348.940927			MMDBc0034835
BASm0021637	CL(10:0/14:0/16:1(11Z)/24:1(9Z))	CL(10:0/14:0/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h18,22,35-36,67-69,74H,5-17,19-21,23-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,36-35-/t67-,68+,69+/m0/s1	QRRRLUGYVPRYBS-ICJNTVMESA-N	1348.940927			MMDBc0034836
BASm0021638	CL(10:0/14:0/16:1(11Z)/26:0)	CL(10:0/14:0/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h18,22,69-71,76H,5-17,19-21,23-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-/t69-,70+,71+/m0/s1	ZPEFXYSXSXHRTQ-ULWBWJMGSA-N	1378.987877			MMDBc0034837
BASm0021639	CL(10:0/14:0/16:1(11Z)/26:1(11Z))	CL(10:0/14:0/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h18,22,34-35,69-71,76H,5-17,19-21,23-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,35-34-/t69-,70+,71+/m0/s1	HCNIGALIMJSARC-AVPDCXTCSA-N	1376.972227			MMDBc0034838
BASm0021640	CL(10:0/14:0/16:1(11Z)/26:1(9Z))	CL(10:0/14:0/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C76H144O17P2	InChI=1S/C76H144O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-41-44-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-43-40-28-25-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(66-86-73(78)60-56-52-48-20-16-12-8-4)92-75(80)62-58-54-50-46-42-26-23-19-15-11-7-3/h18,22,37-38,70-72,77H,5-17,19-21,23-36,39-69H2,1-4H3,(H,82,83)(H,84,85)/b22-18-,38-37-/t70-,71+,72+/m0/s1	DFSXFUCDZODGIS-PJSRVOOFSA-N	1390.987877			MMDBc0034839
BASm0021641	CL(10:0/14:0/16:1(11Z)/28:0)	CL(10:0/14:0/16:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(11Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h18,22,71-73,78H,5-17,19-21,23-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-/t71-,72+,73+/m0/s1	CBZLSPODSHQLFS-PDVPRQMFSA-N	1407.019177			MMDBc0034840
BASm0021642	CL(10:0/14:0/16:1(11Z)/28:1(11Z))	CL(10:0/14:0/16:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(11Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h18,22,36-37,71-73,78H,5-17,19-21,23-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,37-36-/t71-,72+,73+/m0/s1	IBBMHGICSYTGJN-CYLIHHGHSA-N	1405.003527			MMDBc0034841
BASm0021643	CL(10:0/14:0/16:1(11Z)/28:1(9Z))	CL(10:0/14:0/16:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(11Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h18,22,38-39,71-73,78H,5-17,19-21,23-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,39-38-/t71-,72+,73+/m0/s1	KARJLMGGCCUOCC-WTZVQCQDSA-N	1405.003527			MMDBc0034842
BASm0021644	CL(10:0/14:0/16:1(11Z)/30:0)	CL(10:0/14:0/16:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(11Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-41-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h18,22,73-75,80H,5-17,19-21,23-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-/t73-,74+,75+/m0/s1	WAIZCPWYRCEOAB-XVBSZFSMSA-N	1435.050477			MMDBc0034843
BASm0021645	CL(10:0/14:0/16:1(9Z)/20:0)	CL(10:0/14:0/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(9Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-36-33-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h25,28,63-65,70H,5-24,26-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b28-25-/t63-,64+,65+/m0/s1	OHNSLUNYBORZRD-TVSVYGDNSA-N	1294.893977			MMDBc0034844
BASm0021646	CL(10:0/14:0/16:1(9Z)/20:1(11Z))	CL(10:0/14:0/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(9Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-36-33-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h25,28-30,63-65,70H,5-24,26-27,31-62H2,1-4H3,(H,75,76)(H,77,78)/b28-25-,30-29-/t63-,64+,65+/m0/s1	TYROPTGCBLKCFY-DLDHQPERSA-N	1292.878327			MMDBc0034845
BASm0021647	CL(10:0/14:0/16:1(9Z)/20:1(13Z))	CL(10:0/14:0/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(9Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-36-33-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h24-25,27-28,63-65,70H,5-23,26,29-62H2,1-4H3,(H,75,76)(H,77,78)/b27-24-,28-25-/t63-,64+,65+/m0/s1	DGASACFIDLDIPV-DRBIEYANSA-N	1292.878327			MMDBc0034846
BASm0021648	CL(10:0/14:0/16:1(9Z)/22:0)	CL(10:0/14:0/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(9Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h25,28,65-67,72H,5-24,26-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b28-25-/t65-,66+,67+/m0/s1	YJUJJNJUWOHVLN-MYBYKSIBSA-N	1322.925277			MMDBc0034847
BASm0021649	CL(10:0/14:0/16:1(9Z)/22:1(11Z))	CL(10:0/14:0/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h25,28,31-32,65-67,72H,5-24,26-27,29-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b28-25-,32-31-/t65-,66+,67+/m0/s1	MZVAIMWATOSRJH-KZDKEGKVSA-N	1320.909627			MMDBc0034848
BASm0021650	CL(10:0/14:0/16:1(9Z)/22:1(9Z))	CL(10:0/14:0/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h25,28,33-34,65-67,72H,5-24,26-27,29-32,35-64H2,1-4H3,(H,77,78)(H,79,80)/b28-25-,34-33-/t65-,66+,67+/m0/s1	RLGXDAQPXOEOAR-CORPLDRWSA-N	1320.909627			MMDBc0034849
BASm0021651	CL(10:0/14:0/16:1(9Z)/24:0)	CL(10:0/14:0/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h25,28,67-69,74H,5-24,26-27,29-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-/t67-,68+,69+/m0/s1	DOOAMJOOTIKGFJ-ANOUBDDVSA-N	1350.956577			MMDBc0034850
BASm0021652	CL(10:0/14:0/16:1(9Z)/24:1(11Z))	CL(10:0/14:0/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h25,28,33-34,67-69,74H,5-24,26-27,29-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-,34-33-/t67-,68+,69+/m0/s1	PIARGFIRIAMNKE-FMZKZMAISA-N	1348.940927			MMDBc0034851
BASm0021653	CL(10:0/14:0/16:1(9Z)/24:1(9Z))	CL(10:0/14:0/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h25,28,35-36,67-69,74H,5-24,26-27,29-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-,36-35-/t67-,68+,69+/m0/s1	FEADKYCUDFFOSM-WFBTYGQCSA-N	1348.940927			MMDBc0034852
BASm0021654	CL(10:0/14:0/16:1(9Z)/26:0)	CL(10:0/14:0/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h25,28,69-71,76H,5-24,26-27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-/t69-,70+,71+/m0/s1	GGLLCPFXOZREFQ-MXOUKALXSA-N	1378.987877			MMDBc0034853
BASm0021655	CL(10:0/14:0/16:1(9Z)/26:1(11Z))	CL(10:0/14:0/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h25,28,34-35,69-71,76H,5-24,26-27,29-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,35-34-/t69-,70+,71+/m0/s1	AFRFGSMRLGNXAC-RJSDVJCHSA-N	1376.972227			MMDBc0034854
BASm0021656	CL(10:0/14:0/16:1(9Z)/26:1(9Z))	CL(10:0/14:0/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C76H144O17P2	InChI=1S/C76H144O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-41-44-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-43-40-28-25-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(66-86-73(78)60-56-52-48-20-16-12-8-4)92-75(80)62-58-54-50-46-42-26-23-19-15-11-7-3/h25,28,37-38,70-72,77H,5-24,26-27,29-36,39-69H2,1-4H3,(H,82,83)(H,84,85)/b28-25-,38-37-/t70-,71+,72+/m0/s1	UYOUFXIQSMUJKH-FFOGFBAOSA-N	1390.987877			MMDBc0034855
BASm0021657	CL(10:0/14:0/16:1(9Z)/28:0)	CL(10:0/14:0/16:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(9Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h25,28,71-73,78H,5-24,26-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-/t71-,72+,73+/m0/s1	GEWOZPNDOHTFSN-DYGPPYNQSA-N	1407.019177			MMDBc0034856
BASm0021658	CL(10:0/14:0/16:1(9Z)/28:1(11Z))	CL(10:0/14:0/16:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(9Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h25,28,36-37,71-73,78H,5-24,26-27,29-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,37-36-/t71-,72+,73+/m0/s1	MRCHXZSZXGCXIG-NKWQORPTSA-N	1405.003527			MMDBc0034857
BASm0021659	CL(10:0/14:0/16:1(9Z)/28:1(9Z))	CL(10:0/14:0/16:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(9Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h25,28,38-39,71-73,78H,5-24,26-27,29-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,39-38-/t71-,72+,73+/m0/s1	TVBSUANMKKPXCX-QUQSQWJKSA-N	1405.003527			MMDBc0034858
BASm0021660	CL(10:0/14:0/16:1(9Z)/30:0)	CL(10:0/14:0/16:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/16:1(9Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-41-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h25,28,73-75,80H,5-24,26-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-/t73-,74+,75+/m0/s1	JQLNZYISXYDQAP-BJDMSAIBSA-N	1435.050477			MMDBc0034859
BASm0021661	CL(10:0/14:0/18:0/18:0)	CL(10:0/14:0/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:0/18:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-24-27-29-31-33-36-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-37-34-32-30-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t63-,64+,65+/m0/s1	RIJMJHXYDNBKHV-MGSXVFSVSA-N	1296.909627			MMDBc0034860
BASm0021662	CL(10:0/14:0/18:0/18:1(11Z))	CL(10:0/14:0/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:0/18:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-27-29-31-33-36-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-37-34-32-30-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h25,28,63-65,70H,5-24,26-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b28-25-/t63-,64+,65+/m0/s1	RYUKYKAISKDECQ-TVSVYGDNSA-N	1294.893977			MMDBc0034861
BASm0021663	CL(10:0/14:0/18:0/18:1(9Z))	CL(10:0/14:0/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:0/18:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-27-29-31-33-36-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-37-34-32-30-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h30,32,63-65,70H,5-29,31,33-62H2,1-4H3,(H,75,76)(H,77,78)/b32-30-/t63-,64+,65+/m0/s1	JEILLKPZMHUWOF-HXNXUYMPSA-N	1294.893977			MMDBc0034862
BASm0021664	CL(10:0/14:0/18:0/20:0)	CL(10:0/14:0/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:0/20:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-24-27-29-31-32-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-33-30-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	ILUJXEPLJXYYTD-OHKZLATASA-N	1324.940927			MMDBc0034863
BASm0021665	CL(10:0/14:0/18:0/20:1(11Z))	CL(10:0/14:0/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:0/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-29-31-32-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-33-30-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h29,31,65-67,72H,5-28,30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b31-29-/t65-,66+,67+/m0/s1	MTGSETAJLNEJKS-DJQRRGRHSA-N	1322.925277			MMDBc0034864
BASm0021666	CL(10:0/14:0/18:0/20:1(13Z))	CL(10:0/14:0/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:0/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-29-31-32-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-33-30-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h24,27,65-67,72H,5-23,25-26,28-64H2,1-4H3,(H,77,78)(H,79,80)/b27-24-/t65-,66+,67+/m0/s1	NCPLRMTUYYZZAA-YMPWJQHNSA-N	1322.925277			MMDBc0034865
BASm0021667	CL(10:0/14:0/18:0/22:0)	CL(10:0/14:0/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-35-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	CTFOXJKGGASZOD-MXMGCQHCSA-N	1352.972227			MMDBc0034866
BASm0021668	CL(10:0/14:0/18:0/22:1(11Z))	CL(10:0/14:0/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-35-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h32-33,67-69,74H,5-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b33-32-/t67-,68+,69+/m0/s1	JPXSJYSNAJDPJQ-SCUFBZQYSA-N	1350.956577			MMDBc0034867
BASm0021669	CL(10:0/14:0/18:0/22:1(9Z))	CL(10:0/14:0/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-35-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h34,36,67-69,74H,5-33,35,37-66H2,1-4H3,(H,79,80)(H,81,82)/b36-34-/t67-,68+,69+/m0/s1	KMIDXANMVFRGOF-JJTUYGRMSA-N	1350.956577			MMDBc0034868
BASm0021670	CL(10:0/14:0/18:0/24:0)	CL(10:0/14:0/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	TXOJXIVSTMXOAV-NTQFVZKBSA-N	1381.003527			MMDBc0034869
BASm0021671	CL(10:0/14:0/18:0/24:1(11Z))	CL(10:0/14:0/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h34-35,69-71,76H,5-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b35-34-/t69-,70+,71+/m0/s1	FIEHCKVYBVZNOJ-VBYSCXMYSA-N	1378.987877			MMDBc0034870
BASm0021672	CL(10:0/14:0/18:0/24:1(9Z))	CL(10:0/14:0/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h36,38,69-71,76H,5-35,37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b38-36-/t69-,70+,71+/m0/s1	XELCFTDMMSOLLT-HIEDHDSYSA-N	1378.987877			MMDBc0034871
BASm0021673	CL(10:0/14:0/18:0/26:0)	CL(10:0/14:0/18:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:0/26:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	AJWNMHBIXGISFB-DFXUENRWSA-N	1409.034827			MMDBc0034872
BASm0021674	CL(10:0/14:0/18:0/26:1(11Z))	CL(10:0/14:0/18:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h35-36,71-73,78H,5-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b36-35-/t71-,72+,73+/m0/s1	WVOKNMQFSSHHLH-WQQSVMQDSA-N	1407.019177			MMDBc0034873
BASm0021675	CL(10:0/14:0/18:0/26:1(9Z))	CL(10:0/14:0/18:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H150O17P2	InChI=1S/C78H150O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-41-43-46-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-45-42-40-30-28-25-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-20-16-12-8-4)94-77(82)64-60-56-52-48-44-26-23-19-15-11-7-3/h38-39,72-74,79H,5-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b39-38-/t72-,73+,74+/m0/s1	UIYMYXISDWFKHM-XMMMZQPYSA-N	1421.034827			MMDBc0034874
BASm0021676	CL(10:0/14:0/18:0/28:0)	CL(10:0/14:0/18:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:0/28:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	SOLNLWXPMDQEPL-ARQKOWHBSA-N	1437.066127			MMDBc0034875
BASm0021677	CL(10:0/14:0/18:0/28:1(11Z))	CL(10:0/14:0/18:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:0/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h37-38,73-75,80H,5-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b38-37-/t73-,74+,75+/m0/s1	ZCWKISLPPZSNNZ-KJSACERUSA-N	1435.050477			MMDBc0034876
BASm0021678	CL(10:0/14:0/18:0/28:1(9Z))	CL(10:0/14:0/18:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:0/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h39-40,73-75,80H,5-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b40-39-/t73-,74+,75+/m0/s1	XESMRUKBIIUVJM-ZJLGETJNSA-N	1435.050477			MMDBc0034877
BASm0021679	CL(10:0/14:0/18:0/30:0)	CL(10:0/14:0/18:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:0/30:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-41-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	WVHHPKFXXFHOAF-HRXLSSNSSA-N	1465.097428			MMDBc0034878
BASm0021680	CL(10:0/14:0/18:1(11Z)/18:1(11Z))	CL(10:0/14:0/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(11Z)/18:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-29-31-33-36-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-37-34-32-30-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h24-25,27-28,63-65,70H,5-23,26,29-62H2,1-4H3,(H,75,76)(H,77,78)/b27-24-,28-25-/t63-,64+,65+/m0/s1	LXONBYWYZRAXRR-DRBIEYANSA-N	1292.878327			MMDBc0034879
BASm0021681	CL(10:0/14:0/18:1(11Z)/18:1(9Z))	CL(10:0/14:0/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(11Z)/18:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-29-31-33-36-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-37-34-32-30-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h24,27,30,32,63-65,70H,5-23,25-26,28-29,31,33-62H2,1-4H3,(H,75,76)(H,77,78)/b27-24-,32-30-/t63-,64+,65+/m0/s1	MHILCXBRSUHDNK-VOHDMCCISA-N	1292.878327			MMDBc0034880
BASm0021682	CL(10:0/14:0/18:1(11Z)/20:0)	CL(10:0/14:0/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(11Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-29-31-32-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-33-30-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h25,28,65-67,72H,5-24,26-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b28-25-/t65-,66+,67+/m0/s1	NCDFREKYECXVCQ-MYBYKSIBSA-N	1322.925277			MMDBc0034881
BASm0021683	CL(10:0/14:0/18:1(11Z)/20:1(11Z))	CL(10:0/14:0/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-31-32-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-33-30-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h25,28-29,31,65-67,72H,5-24,26-27,30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b28-25-,31-29-/t65-,66+,67+/m0/s1	DSOBDDAQHVOYRL-ABMIBGJYSA-N	1320.909627			MMDBc0034882
BASm0021684	CL(10:0/14:0/18:1(11Z)/20:1(13Z))	CL(10:0/14:0/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-31-32-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-33-30-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h24-25,27-28,65-67,72H,5-23,26,29-64H2,1-4H3,(H,77,78)(H,79,80)/b27-24-,28-25-/t65-,66+,67+/m0/s1	NSXJKQYAAZUPAD-LCHCNWJZSA-N	1320.909627			MMDBc0034883
BASm0021685	CL(10:0/14:0/18:1(11Z)/22:0)	CL(10:0/14:0/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-35-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h25,28,67-69,74H,5-24,26-27,29-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-/t67-,68+,69+/m0/s1	AMXFQHREPUROPS-ANOUBDDVSA-N	1350.956577			MMDBc0034884
BASm0021686	CL(10:0/14:0/18:1(11Z)/22:1(11Z))	CL(10:0/14:0/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-35-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h25,28,32-33,67-69,74H,5-24,26-27,29-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-,33-32-/t67-,68+,69+/m0/s1	NSXPUUWXUWZTEM-KEHYEDGOSA-N	1348.940927			MMDBc0034885
BASm0021687	CL(10:0/14:0/18:1(11Z)/22:1(9Z))	CL(10:0/14:0/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-35-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h25,28,34,36,67-69,74H,5-24,26-27,29-33,35,37-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-,36-34-/t67-,68+,69+/m0/s1	YQFHUCHXMKZUED-BBXASNNRSA-N	1348.940927			MMDBc0034886
BASm0021688	CL(10:0/14:0/18:1(11Z)/24:0)	CL(10:0/14:0/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h25,28,69-71,76H,5-24,26-27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-/t69-,70+,71+/m0/s1	PYVJSJAQWKIZGI-MXOUKALXSA-N	1378.987877			MMDBc0034887
BASm0021689	CL(10:0/14:0/18:1(11Z)/24:1(11Z))	CL(10:0/14:0/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h25,28,34-35,69-71,76H,5-24,26-27,29-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,35-34-/t69-,70+,71+/m0/s1	ZIQSBLPJEDTQBU-RJSDVJCHSA-N	1376.972227			MMDBc0034888
BASm0021690	CL(10:0/14:0/18:1(11Z)/24:1(9Z))	CL(10:0/14:0/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h25,28,36,38,69-71,76H,5-24,26-27,29-35,37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,38-36-/t69-,70+,71+/m0/s1	XDQPHWKDWFKWFQ-PXSCQHAJSA-N	1376.972227			MMDBc0034889
BASm0021691	CL(10:0/14:0/18:1(11Z)/26:0)	CL(10:0/14:0/18:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h25,28,71-73,78H,5-24,26-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-/t71-,72+,73+/m0/s1	BHNSSKUBHZQLAF-DYGPPYNQSA-N	1407.019177			MMDBc0034890
BASm0021692	CL(10:0/14:0/18:1(11Z)/26:1(11Z))	CL(10:0/14:0/18:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h25,28,35-36,71-73,78H,5-24,26-27,29-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,36-35-/t71-,72+,73+/m0/s1	JNTRSHVCKJGQPR-SHTNKELUSA-N	1405.003527			MMDBc0034891
BASm0021693	CL(10:0/14:0/18:1(11Z)/26:1(9Z))	CL(10:0/14:0/18:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H148O17P2	InChI=1S/C78H148O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-41-43-46-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-45-42-40-30-28-25-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-20-16-12-8-4)94-77(82)64-60-56-52-48-44-26-23-19-15-11-7-3/h25,28,38-39,72-74,79H,5-24,26-27,29-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b28-25-,39-38-/t72-,73+,74+/m0/s1	LBPYJDKFHYUIEM-MWHGQAGLSA-N	1419.019177			MMDBc0034892
BASm0021694	CL(10:0/14:0/18:1(11Z)/28:0)	CL(10:0/14:0/18:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(11Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h25,28,73-75,80H,5-24,26-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-/t73-,74+,75+/m0/s1	SNJSVUVBPOUBEU-BJDMSAIBSA-N	1435.050477			MMDBc0034893
BASm0021695	CL(10:0/14:0/18:1(11Z)/28:1(11Z))	CL(10:0/14:0/18:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(11Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h25,28,37-38,73-75,80H,5-24,26-27,29-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,38-37-/t73-,74+,75+/m0/s1	TUCNAFQIOFTVKT-KGSRIYNISA-N	1433.034827			MMDBc0034894
BASm0021696	CL(10:0/14:0/18:1(11Z)/28:1(9Z))	CL(10:0/14:0/18:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(11Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h25,28,39-40,73-75,80H,5-24,26-27,29-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,40-39-/t73-,74+,75+/m0/s1	NVSBIIKHJJISGY-PWELGMATSA-N	1433.034827			MMDBc0034895
BASm0021697	CL(10:0/14:0/18:1(11Z)/30:0)	CL(10:0/14:0/18:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(11Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-41-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h25,28,75-77,82H,5-24,26-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-/t75-,76+,77+/m0/s1	MZBNXZYWEDHEGO-TTXKZCLESA-N	1463.081778			MMDBc0034896
BASm0021698	CL(10:0/14:0/18:1(9Z)/18:1(11Z))	CL(10:0/14:0/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(9Z)/18:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-29-31-33-36-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-37-34-32-30-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h25,28-29,31,63-65,70H,5-24,26-27,30,32-62H2,1-4H3,(H,75,76)(H,77,78)/b28-25-,31-29-/t63-,64+,65+/m0/s1	AJQVOXWAVMLSQD-LVDZFHBCSA-N	1292.878327			MMDBc0034897
BASm0021699	CL(10:0/14:0/18:1(9Z)/18:1(9Z))	CL(10:0/14:0/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(9Z)/18:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-29-31-33-36-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-37-34-32-30-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h29-32,63-65,70H,5-28,33-62H2,1-4H3,(H,75,76)(H,77,78)/b31-29-,32-30-/t63-,64+,65+/m0/s1	UWUDGSXADBBZMJ-CXYSITSASA-N	1292.878327			MMDBc0034898
BASm0021700	CL(10:0/14:0/18:1(9Z)/20:0)	CL(10:0/14:0/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(9Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-29-31-32-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-33-30-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h30,33,65-67,72H,5-29,31-32,34-64H2,1-4H3,(H,77,78)(H,79,80)/b33-30-/t65-,66+,67+/m0/s1	FLFYCXGMPUAEDT-BXJANFQMSA-N	1322.925277			MMDBc0034899
BASm0021701	CL(10:0/14:0/18:1(9Z)/20:1(11Z))	CL(10:0/14:0/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(9Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-31-32-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-33-30-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h29-31,33,65-67,72H,5-28,32,34-64H2,1-4H3,(H,77,78)(H,79,80)/b31-29-,33-30-/t65-,66+,67+/m0/s1	SHMMBRBCUCNFHM-GMUXLZNMSA-N	1320.909627			MMDBc0034900
BASm0021702	CL(10:0/14:0/18:1(9Z)/20:1(13Z))	CL(10:0/14:0/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(9Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-31-32-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-33-30-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h24,27,30,33,65-67,72H,5-23,25-26,28-29,31-32,34-64H2,1-4H3,(H,77,78)(H,79,80)/b27-24-,33-30-/t65-,66+,67+/m0/s1	NXTDINIBSKZPKD-BPEKZWCNSA-N	1320.909627			MMDBc0034901
BASm0021703	CL(10:0/14:0/18:1(9Z)/22:0)	CL(10:0/14:0/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(9Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-35-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h30,35,67-69,74H,5-29,31-34,36-66H2,1-4H3,(H,79,80)(H,81,82)/b35-30-/t67-,68+,69+/m0/s1	DZKVBFKFFZODMZ-SFSKXECVSA-N	1350.956577			MMDBc0034902
BASm0021704	CL(10:0/14:0/18:1(9Z)/22:1(11Z))	CL(10:0/14:0/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-35-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h30,32-33,35,67-69,74H,5-29,31,34,36-66H2,1-4H3,(H,79,80)(H,81,82)/b33-32-,35-30-/t67-,68+,69+/m0/s1	CEYKSLRLMUCAMT-COMKPJKOSA-N	1348.940927			MMDBc0034903
BASm0021705	CL(10:0/14:0/18:1(9Z)/22:1(9Z))	CL(10:0/14:0/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-35-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h30,34-36,67-69,74H,5-29,31-33,37-66H2,1-4H3,(H,79,80)(H,81,82)/b35-30-,36-34-/t67-,68+,69+/m0/s1	HEUXWXRWESPINQ-KZUMUWPQSA-N	1348.940927			MMDBc0034904
BASm0021706	CL(10:0/14:0/18:1(9Z)/24:0)	CL(10:0/14:0/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h30,37,69-71,76H,5-29,31-36,38-68H2,1-4H3,(H,81,82)(H,83,84)/b37-30-/t69-,70+,71+/m0/s1	OMZJLZNSRNLKNE-GQZGVESWSA-N	1378.987877			MMDBc0034905
BASm0021707	CL(10:0/14:0/18:1(9Z)/24:1(11Z))	CL(10:0/14:0/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h30,34-35,37,69-71,76H,5-29,31-33,36,38-68H2,1-4H3,(H,81,82)(H,83,84)/b35-34-,37-30-/t69-,70+,71+/m0/s1	QCAPSWZZDLSJDL-GNCZDLAESA-N	1376.972227			MMDBc0034906
BASm0021708	CL(10:0/14:0/18:1(9Z)/24:1(9Z))	CL(10:0/14:0/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h30,36-38,69-71,76H,5-29,31-35,39-68H2,1-4H3,(H,81,82)(H,83,84)/b37-30-,38-36-/t69-,70+,71+/m0/s1	WNKZDIYDQLMVQA-POZZCUCISA-N	1376.972227			MMDBc0034907
BASm0021709	CL(10:0/14:0/18:1(9Z)/26:0)	CL(10:0/14:0/18:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h30,39,71-73,78H,5-29,31-38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b39-30-/t71-,72+,73+/m0/s1	SXELSWCMHQZBLX-SKPBEQKOSA-N	1407.019177			MMDBc0034908
BASm0021710	CL(10:0/14:0/18:1(9Z)/26:1(11Z))	CL(10:0/14:0/18:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h30,35-36,39,71-73,78H,5-29,31-34,37-38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b36-35-,39-30-/t71-,72+,73+/m0/s1	FOUGGUHNGMZXDV-FJHKOXBQSA-N	1405.003527			MMDBc0034909
BASm0021711	CL(10:0/14:0/18:1(9Z)/26:1(9Z))	CL(10:0/14:0/18:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H148O17P2	InChI=1S/C78H148O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-41-43-46-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-45-42-40-30-28-25-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-20-16-12-8-4)94-77(82)64-60-56-52-48-44-26-23-19-15-11-7-3/h30,38-40,72-74,79H,5-29,31-37,41-71H2,1-4H3,(H,84,85)(H,86,87)/b39-38-,40-30-/t72-,73+,74+/m0/s1	WYEZJBVROXMCAH-OJJZRICYSA-N	1419.019177			MMDBc0034910
BASm0021712	CL(10:0/14:0/18:1(9Z)/28:0)	CL(10:0/14:0/18:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(9Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h30,41,73-75,80H,5-29,31-40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b41-30-/t73-,74+,75+/m0/s1	ZEGZFJOKCZROOX-UDKXUJAPSA-N	1435.050477			MMDBc0034911
BASm0021713	CL(10:0/14:0/18:1(9Z)/28:1(11Z))	CL(10:0/14:0/18:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(9Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h30,37-38,41,73-75,80H,5-29,31-36,39-40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b38-37-,41-30-/t73-,74+,75+/m0/s1	QBHVPWNXGPXZBP-PKCJJZBMSA-N	1433.034827			MMDBc0034912
BASm0021714	CL(10:0/14:0/18:1(9Z)/28:1(9Z))	CL(10:0/14:0/18:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(9Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h30,39-41,73-75,80H,5-29,31-38,42-72H2,1-4H3,(H,85,86)(H,87,88)/b40-39-,41-30-/t73-,74+,75+/m0/s1	SPSQJCIZTWLHLJ-RAIBYNLWSA-N	1433.034827			MMDBc0034913
BASm0021715	CL(10:0/14:0/18:1(9Z)/30:0)	CL(10:0/14:0/18:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/18:1(9Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-41-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h30,43,75-77,82H,5-29,31-42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b43-30-/t75-,76+,77+/m0/s1	YFJNLQFXKWEAGJ-WEMOMLFTSA-N	1463.081778			MMDBc0034914
BASm0021716	CL(10:0/14:0/20:0/20:0)	CL(10:0/14:0/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:0/20:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-40-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-36-34-32-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	IAUMKBJUBKVUSN-MXMGCQHCSA-N	1352.972227			MMDBc0034915
BASm0021717	CL(10:0/14:0/20:0/20:1(11Z))	CL(10:0/14:0/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:0/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-40-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-36-34-32-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h30,32,67-69,74H,5-29,31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b32-30-/t67-,68+,69+/m0/s1	AIHICGWBIFOSAQ-SEENQTFNSA-N	1350.956577			MMDBc0034916
BASm0021718	CL(10:0/14:0/20:0/20:1(13Z))	CL(10:0/14:0/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:0/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-40-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-36-34-32-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h25,28,67-69,74H,5-24,26-27,29-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-/t67-,68+,69+/m0/s1	KBGQDKHKWHMWMR-ANOUBDDVSA-N	1350.956577			MMDBc0034917
BASm0021719	CL(10:0/14:0/20:0/22:0)	CL(10:0/14:0/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-35-32-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	ALCPRGUJJKMUOR-NTQFVZKBSA-N	1381.003527			MMDBc0034918
BASm0021720	CL(10:0/14:0/20:0/22:1(11Z))	CL(10:0/14:0/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-35-32-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h33-34,69-71,76H,5-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b34-33-/t69-,70+,71+/m0/s1	QXVFLOQTBNCHEP-UTCPCMCDSA-N	1378.987877			MMDBc0034919
BASm0021721	CL(10:0/14:0/20:0/22:1(9Z))	CL(10:0/14:0/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-35-32-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h36,38,69-71,76H,5-35,37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b38-36-/t69-,70+,71+/m0/s1	LZSFZIIRVRZBTF-HIEDHDSYSA-N	1378.987877			MMDBc0034920
BASm0021722	CL(10:0/14:0/20:0/24:0)	CL(10:0/14:0/20:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	WSEMSYYGXDGWMC-DFXUENRWSA-N	1409.034827			MMDBc0034921
BASm0021723	CL(10:0/14:0/20:0/24:1(11Z))	CL(10:0/14:0/20:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h35-36,71-73,78H,5-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b36-35-/t71-,72+,73+/m0/s1	XNBBRSOBMPUBRY-WQQSVMQDSA-N	1407.019177			MMDBc0034922
BASm0021724	CL(10:0/14:0/20:0/24:1(9Z))	CL(10:0/14:0/20:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h38,40,71-73,78H,5-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b40-38-/t71-,72+,73+/m0/s1	FUFLCNLBZBLAFP-YIWQXDRUSA-N	1407.019177			MMDBc0034923
BASm0021725	CL(10:0/14:0/20:0/26:0)	CL(10:0/14:0/20:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:0/26:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	KASDBYYLAITNAW-ARQKOWHBSA-N	1437.066127			MMDBc0034924
BASm0021726	CL(10:0/14:0/20:0/26:1(11Z))	CL(10:0/14:0/20:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h36-37,73-75,80H,5-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b37-36-/t73-,74+,75+/m0/s1	OITNKRWKWQZRMV-MVLZJVGISA-N	1435.050477			MMDBc0034925
BASm0021727	CL(10:0/14:0/20:0/26:1(9Z))	CL(10:0/14:0/20:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H154O17P2	InChI=1S/C80H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-41-43-45-48-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-47-44-42-40-32-30-28-25-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-20-16-12-8-4)96-79(84)66-62-58-54-50-46-26-23-19-15-11-7-3/h39,41,74-76,81H,5-38,40,42-73H2,1-4H3,(H,86,87)(H,88,89)/b41-39-/t74-,75+,76+/m0/s1	XIPRLLOLDWALSW-SEMDOIFKSA-N	1449.066127			MMDBc0034926
BASm0021728	CL(10:0/14:0/20:0/28:0)	CL(10:0/14:0/20:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:0/28:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	VKWCKHLKRZSPKU-HRXLSSNSSA-N	1465.097428			MMDBc0034927
BASm0021729	CL(10:0/14:0/20:0/28:1(11Z))	CL(10:0/14:0/20:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:0/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h38-39,75-77,82H,5-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-38-/t75-,76+,77+/m0/s1	BIFXIPWPPUDWKU-PONSQHSQSA-N	1463.081778			MMDBc0034928
BASm0021730	CL(10:0/14:0/20:0/28:1(9Z))	CL(10:0/14:0/20:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:0/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h40,42,75-77,82H,5-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b42-40-/t75-,76+,77+/m0/s1	DRORCOFOXDHESD-FSZMGQBASA-N	1463.081778			MMDBc0034929
BASm0021731	CL(10:0/14:0/20:1(11Z)/20:1(11Z))	CL(10:0/14:0/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-40-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-36-34-32-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h29-32,67-69,74H,5-28,33-66H2,1-4H3,(H,79,80)(H,81,82)/b31-29-,32-30-/t67-,68+,69+/m0/s1	JIQCVAQFHCQUBK-PURAGEDVSA-N	1348.940927			MMDBc0034930
BASm0021732	CL(10:0/14:0/20:1(11Z)/20:1(13Z))	CL(10:0/14:0/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-40-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-36-34-32-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h25,28-29,31,67-69,74H,5-24,26-27,30,32-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-,31-29-/t67-,68+,69+/m0/s1	BGFZAAHVWMPOTP-LLXUIUAKSA-N	1348.940927			MMDBc0034931
BASm0021733	CL(10:0/14:0/20:1(11Z)/22:0)	CL(10:0/14:0/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-35-32-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h30,32,69-71,76H,5-29,31,33-68H2,1-4H3,(H,81,82)(H,83,84)/b32-30-/t69-,70+,71+/m0/s1	OMVMIMNHIYWTGW-WFMYYRNNSA-N	1378.987877			MMDBc0034932
BASm0021734	CL(10:0/14:0/20:1(11Z)/22:1(11Z))	CL(10:0/14:0/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-35-32-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h30,32-34,69-71,76H,5-29,31,35-68H2,1-4H3,(H,81,82)(H,83,84)/b32-30-,34-33-/t69-,70+,71+/m0/s1	MLMVXPQNIKLDSS-ZNKFMFBYSA-N	1376.972227			MMDBc0034933
BASm0021735	CL(10:0/14:0/20:1(11Z)/22:1(9Z))	CL(10:0/14:0/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-35-32-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h30,32,36,38,69-71,76H,5-29,31,33-35,37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b32-30-,38-36-/t69-,70+,71+/m0/s1	SCCMAVAFCXHWSV-LFWOFOKDSA-N	1376.972227			MMDBc0034934
BASm0021736	CL(10:0/14:0/20:1(11Z)/24:0)	CL(10:0/14:0/20:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h30,32,71-73,78H,5-29,31,33-70H2,1-4H3,(H,83,84)(H,85,86)/b32-30-/t71-,72+,73+/m0/s1	RKBBZJFFJOUSJL-JLUUWZHMSA-N	1407.019177			MMDBc0034935
BASm0021737	CL(10:0/14:0/20:1(11Z)/24:1(11Z))	CL(10:0/14:0/20:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h30,32,35-36,71-73,78H,5-29,31,33-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b32-30-,36-35-/t71-,72+,73+/m0/s1	UTIFTEIGSDGQFV-NDSSAUIYSA-N	1405.003527			MMDBc0034936
BASm0021738	CL(10:0/14:0/20:1(11Z)/24:1(9Z))	CL(10:0/14:0/20:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h30,32,38,40,71-73,78H,5-29,31,33-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b32-30-,40-38-/t71-,72+,73+/m0/s1	FUCNQLWAOYBYRE-JWTZZZGRSA-N	1405.003527			MMDBc0034937
BASm0021739	CL(10:0/14:0/20:1(11Z)/26:0)	CL(10:0/14:0/20:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h30,32,73-75,80H,5-29,31,33-72H2,1-4H3,(H,85,86)(H,87,88)/b32-30-/t73-,74+,75+/m0/s1	OEJIRANZSJTTGZ-YNNUEAETSA-N	1435.050477			MMDBc0034938
BASm0021740	CL(10:0/14:0/20:1(11Z)/26:1(11Z))	CL(10:0/14:0/20:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h30,32,36-37,73-75,80H,5-29,31,33-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b32-30-,37-36-/t73-,74+,75+/m0/s1	IXVWDDYHVXTBNA-QCQQLUQZSA-N	1433.034827			MMDBc0034939
BASm0021741	CL(10:0/14:0/20:1(11Z)/26:1(9Z))	CL(10:0/14:0/20:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-41-43-45-48-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-47-44-42-40-32-30-28-25-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-20-16-12-8-4)96-79(84)66-62-58-54-50-46-26-23-19-15-11-7-3/h30,32,39,41,74-76,81H,5-29,31,33-38,40,42-73H2,1-4H3,(H,86,87)(H,88,89)/b32-30-,41-39-/t74-,75+,76+/m0/s1	TZPKNHRRVRBUHJ-PIXNTSBDSA-N	1447.050477			MMDBc0034940
BASm0021742	CL(10:0/14:0/20:1(11Z)/28:0)	CL(10:0/14:0/20:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(11Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h30,32,75-77,82H,5-29,31,33-74H2,1-4H3,(H,87,88)(H,89,90)/b32-30-/t75-,76+,77+/m0/s1	JNOGUVHWEGINDJ-KMQCNQDQSA-N	1463.081778			MMDBc0034941
BASm0021743	CL(10:0/14:0/20:1(11Z)/28:1(11Z))	CL(10:0/14:0/20:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(11Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h30,32,38-39,75-77,82H,5-29,31,33-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b32-30-,39-38-/t75-,76+,77+/m0/s1	MHLLZNSIOSGJLL-BKNCKLBVSA-N	1461.066127			MMDBc0034942
BASm0021744	CL(10:0/14:0/20:1(11Z)/28:1(9Z))	CL(10:0/14:0/20:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(11Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h30,32,40,42,75-77,82H,5-29,31,33-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b32-30-,42-40-/t75-,76+,77+/m0/s1	XDTOMPKPZNUMGT-YCNXXOQOSA-N	1461.066127			MMDBc0034943
BASm0021745	CL(10:0/14:0/20:1(13Z)/20:1(11Z))	CL(10:0/14:0/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(13Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-40-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-36-34-32-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h24,27,30,32,67-69,74H,5-23,25-26,28-29,31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b27-24-,32-30-/t67-,68+,69+/m0/s1	RUWCWNMFEOZOMU-WZKRXJDISA-N	1348.940927			MMDBc0034944
BASm0021746	CL(10:0/14:0/20:1(13Z)/20:1(13Z))	CL(10:0/14:0/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(13Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-40-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-36-34-32-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h24-25,27-28,67-69,74H,5-23,26,29-66H2,1-4H3,(H,79,80)(H,81,82)/b27-24-,28-25-/t67-,68+,69+/m0/s1	UUCBNHDMOQSWDC-HPJGGHHWSA-N	1348.940927			MMDBc0034945
BASm0021747	CL(10:0/14:0/20:1(13Z)/22:0)	CL(10:0/14:0/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(13Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-35-32-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h25,28,69-71,76H,5-24,26-27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-/t69-,70+,71+/m0/s1	CAIFMFFMXADKNA-MXOUKALXSA-N	1378.987877			MMDBc0034946
BASm0021748	CL(10:0/14:0/20:1(13Z)/22:1(11Z))	CL(10:0/14:0/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(13Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-35-32-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h25,28,33-34,69-71,76H,5-24,26-27,29-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,34-33-/t69-,70+,71+/m0/s1	KUBCSSRSAYTRRD-ONFVYCHRSA-N	1376.972227			MMDBc0034947
BASm0021749	CL(10:0/14:0/20:1(13Z)/22:1(9Z))	CL(10:0/14:0/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(13Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-35-32-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h25,28,36,38,69-71,76H,5-24,26-27,29-35,37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,38-36-/t69-,70+,71+/m0/s1	OGBILLNBCIHOMK-PXSCQHAJSA-N	1376.972227			MMDBc0034948
BASm0021750	CL(10:0/14:0/20:1(13Z)/24:0)	CL(10:0/14:0/20:1(13Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(13Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h25,28,71-73,78H,5-24,26-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-/t71-,72+,73+/m0/s1	YDLBRCIMNKYNKN-DYGPPYNQSA-N	1407.019177			MMDBc0034949
BASm0021751	CL(10:0/14:0/20:1(13Z)/24:1(11Z))	CL(10:0/14:0/20:1(13Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(13Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h25,28,35-36,71-73,78H,5-24,26-27,29-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,36-35-/t71-,72+,73+/m0/s1	OLSQNVJHJNNLIA-SHTNKELUSA-N	1405.003527			MMDBc0034950
BASm0021752	CL(10:0/14:0/20:1(13Z)/24:1(9Z))	CL(10:0/14:0/20:1(13Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(13Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h25,28,38,40,71-73,78H,5-24,26-27,29-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,40-38-/t71-,72+,73+/m0/s1	CBBXQXBYATXROG-IBUCWWKZSA-N	1405.003527			MMDBc0034951
BASm0021753	CL(10:0/14:0/20:1(13Z)/26:0)	CL(10:0/14:0/20:1(13Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(13Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h25,28,73-75,80H,5-24,26-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-/t73-,74+,75+/m0/s1	BDBADPFTERRKLD-BJDMSAIBSA-N	1435.050477			MMDBc0034952
BASm0021754	CL(10:0/14:0/20:1(13Z)/26:1(11Z))	CL(10:0/14:0/20:1(13Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(13Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h25,28,36-37,73-75,80H,5-24,26-27,29-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,37-36-/t73-,74+,75+/m0/s1	RWACPYIAQNVTAY-OOFHGUBJSA-N	1433.034827			MMDBc0034953
BASm0021755	CL(10:0/14:0/20:1(13Z)/26:1(9Z))	CL(10:0/14:0/20:1(13Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(13Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-41-43-45-48-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-47-44-42-40-32-30-28-25-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-20-16-12-8-4)96-79(84)66-62-58-54-50-46-26-23-19-15-11-7-3/h25,28,39,41,74-76,81H,5-24,26-27,29-38,40,42-73H2,1-4H3,(H,86,87)(H,88,89)/b28-25-,41-39-/t74-,75+,76+/m0/s1	QYXNZZWCBNHLMF-HZMPQYKLSA-N	1447.050477			MMDBc0034954
BASm0021756	CL(10:0/14:0/20:1(13Z)/28:0)	CL(10:0/14:0/20:1(13Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(13Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h25,28,75-77,82H,5-24,26-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-/t75-,76+,77+/m0/s1	CTIFCFLASHAAKT-TTXKZCLESA-N	1463.081778			MMDBc0034955
BASm0021757	CL(10:0/14:0/20:1(13Z)/28:1(11Z))	CL(10:0/14:0/20:1(13Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(13Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h25,28,38-39,75-77,82H,5-24,26-27,29-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,39-38-/t75-,76+,77+/m0/s1	PZRAKUWKHHFPQE-HUJBOYKOSA-N	1461.066127			MMDBc0034956
BASm0021758	CL(10:0/14:0/20:1(13Z)/28:1(9Z))	CL(10:0/14:0/20:1(13Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/20:1(13Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h25,28,40,42,75-77,82H,5-24,26-27,29-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,42-40-/t75-,76+,77+/m0/s1	OYMJVYINMCXZAD-WPGUINTPSA-N	1461.066127			MMDBc0034957
BASm0021759	CL(10:0/14:0/22:0/22:0)	CL(10:0/14:0/22:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/22:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of docosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-44-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	JLEDTBNCZLTKSC-DFXUENRWSA-N	1409.034827			MMDBc0034958
BASm0021760	CL(10:0/14:0/22:0/22:1(11Z))	CL(10:0/14:0/22:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/22:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-44-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h34,36,71-73,78H,5-33,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b36-34-/t71-,72+,73+/m0/s1	UMWWKSJHHHFGSI-UTPTUZLBSA-N	1407.019177			MMDBc0034959
BASm0021761	CL(10:0/14:0/22:0/22:1(9Z))	CL(10:0/14:0/22:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/22:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-44-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h38,40,71-73,78H,5-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b40-38-/t71-,72+,73+/m0/s1	BCENRMMBRHCACW-YIWQXDRUSA-N	1407.019177			MMDBc0034960
BASm0021762	CL(10:0/14:0/22:0/24:0)	CL(10:0/14:0/22:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/22:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	QUVUDHQNWDUNIN-ARQKOWHBSA-N	1437.066127			MMDBc0034961
BASm0021763	CL(10:0/14:0/22:0/24:1(11Z))	CL(10:0/14:0/22:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/22:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h36,38,73-75,80H,5-35,37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b38-36-/t73-,74+,75+/m0/s1	JIYRTCOSNLJBJA-WSJFIPQOSA-N	1435.050477			MMDBc0034962
BASm0021764	CL(10:0/14:0/22:0/24:1(9Z))	CL(10:0/14:0/22:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/22:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h40,42,73-75,80H,5-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b42-40-/t73-,74+,75+/m0/s1	WUHPZHLHQZUDDD-INXLOAOTSA-N	1435.050477			MMDBc0034963
BASm0021765	CL(10:0/14:0/22:0/26:0)	CL(10:0/14:0/22:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/22:0/26:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	HFUSCEGYKZTDQF-HRXLSSNSSA-N	1465.097428			MMDBc0034964
BASm0021766	CL(10:0/14:0/22:0/26:1(11Z))	CL(10:0/14:0/22:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/22:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h37-38,75-77,82H,5-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-/t75-,76+,77+/m0/s1	PELHEUJPNOOXQU-PPDVTESNSA-N	1463.081778			MMDBc0034965
BASm0021767	CL(10:0/14:0/22:0/26:1(9Z))	CL(10:0/14:0/22:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/22:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H158O17P2	InChI=1S/C82H158O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-37-38-39-41-43-45-47-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-49-46-44-42-40-34-32-30-28-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-52-48-26-23-19-15-11-7-3/h41,43,76-78,83H,5-40,42,44-75H2,1-4H3,(H,88,89)(H,90,91)/b43-41-/t76-,77+,78+/m0/s1	UTZYUQMQSXTBIC-FFENONRLSA-N	1477.097428			MMDBc0034966
BASm0021768	CL(10:0/14:0/22:1(11Z)/22:1(11Z))	CL(10:0/14:0/22:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/22:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (11Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-44-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h33-36,71-73,78H,5-32,37-70H2,1-4H3,(H,83,84)(H,85,86)/b35-33-,36-34-/t71-,72+,73+/m0/s1	GPZLOYHWMCKCDU-WXXPVVAPSA-N	1405.003527			MMDBc0034967
BASm0021769	CL(10:0/14:0/22:1(11Z)/22:1(9Z))	CL(10:0/14:0/22:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/22:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-44-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h33,35,38,40,71-73,78H,5-32,34,36-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b35-33-,40-38-/t71-,72+,73+/m0/s1	JTLJWDQWJOIYJK-MSVLLXTISA-N	1405.003527			MMDBc0034968
BASm0021770	CL(10:0/14:0/22:1(11Z)/24:0)	CL(10:0/14:0/22:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/22:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h34,37,73-75,80H,5-33,35-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b37-34-/t73-,74+,75+/m0/s1	MIDAMVLFFUYHLD-SSPGZULISA-N	1435.050477			MMDBc0034969
BASm0021771	CL(10:0/14:0/22:1(11Z)/24:1(11Z))	CL(10:0/14:0/22:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/22:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h34,36-38,73-75,80H,5-33,35,39-72H2,1-4H3,(H,85,86)(H,87,88)/b37-34-,38-36-/t73-,74+,75+/m0/s1	GFRLNHRINWFNCY-SXPPXFPCSA-N	1433.034827			MMDBc0034970
BASm0021772	CL(10:0/14:0/22:1(11Z)/24:1(9Z))	CL(10:0/14:0/22:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/22:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h34,37,40,42,73-75,80H,5-33,35-36,38-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b37-34-,42-40-/t73-,74+,75+/m0/s1	WXIOCAZZROUUAY-JMKIODBWSA-N	1433.034827			MMDBc0034971
BASm0021773	CL(10:0/14:0/22:1(11Z)/26:0)	CL(10:0/14:0/22:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/22:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h34,39,75-77,82H,5-33,35-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-34-/t75-,76+,77+/m0/s1	JURRDPIJLBEPLA-NITJBBRUSA-N	1463.081778			MMDBc0034972
BASm0021774	CL(10:0/14:0/22:1(11Z)/26:1(11Z))	CL(10:0/14:0/22:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/22:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h34,37-39,75-77,82H,5-33,35-36,40-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-,39-34-/t75-,76+,77+/m0/s1	XXIIDBLSPFCDKJ-HVOVAUTQSA-N	1461.066127			MMDBc0034973
BASm0021775	CL(10:0/14:0/22:1(11Z)/26:1(9Z))	CL(10:0/14:0/22:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/22:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-37-38-39-41-43-45-47-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-49-46-44-42-40-34-32-30-28-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-52-48-26-23-19-15-11-7-3/h34,40-41,43,76-78,83H,5-33,35-39,42,44-75H2,1-4H3,(H,88,89)(H,90,91)/b40-34-,43-41-/t76-,77+,78+/m0/s1	HYYUSNDXDKANCT-GZIUFXKXSA-N	1475.081778			MMDBc0034974
BASm0021776	CL(10:0/14:0/22:1(9Z)/22:1(11Z))	CL(10:0/14:0/22:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/22:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-44-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h34,36-37,39,71-73,78H,5-33,35,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b36-34-,39-37-/t71-,72+,73+/m0/s1	AXLBBUYBNRLDNL-LRAHJOCJSA-N	1405.003527			MMDBc0034975
BASm0021777	CL(10:0/14:0/22:1(9Z)/22:1(9Z))	CL(10:0/14:0/22:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/22:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (9Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-44-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h37-40,71-73,78H,5-36,41-70H2,1-4H3,(H,83,84)(H,85,86)/b39-37-,40-38-/t71-,72+,73+/m0/s1	RZCSTGXQKPFIGU-IXCYHPTFSA-N	1405.003527			MMDBc0034976
BASm0021778	CL(10:0/14:0/22:1(9Z)/24:0)	CL(10:0/14:0/22:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/22:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h39,41,73-75,80H,5-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b41-39-/t73-,74+,75+/m0/s1	OPEOVGFXLUKSFT-JGQLZKGLSA-N	1435.050477			MMDBc0034977
BASm0021779	CL(10:0/14:0/22:1(9Z)/24:1(11Z))	CL(10:0/14:0/22:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/22:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h36,38-39,41,73-75,80H,5-35,37,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b38-36-,41-39-/t73-,74+,75+/m0/s1	QDONGRZCRMPMLY-RGLLYHGPSA-N	1433.034827			MMDBc0034978
BASm0021780	CL(10:0/14:0/22:1(9Z)/24:1(9Z))	CL(10:0/14:0/22:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/22:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h39-42,73-75,80H,5-38,43-72H2,1-4H3,(H,85,86)(H,87,88)/b41-39-,42-40-/t73-,74+,75+/m0/s1	PNMRDXUAVSOIOM-RCWQVALISA-N	1433.034827			MMDBc0034979
BASm0021781	CL(10:0/14:0/22:1(9Z)/26:0)	CL(10:0/14:0/22:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/22:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h41,43,75-77,82H,5-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b43-41-/t75-,76+,77+/m0/s1	TWCWSDOCCCUYSV-DDYJLRSDSA-N	1463.081778			MMDBc0034980
BASm0021782	CL(10:0/14:0/22:1(9Z)/26:1(11Z))	CL(10:0/14:0/22:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/22:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h37-38,41,43,75-77,82H,5-36,39-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-,43-41-/t75-,76+,77+/m0/s1	RFTDTPWVPHLSEU-WYFBMQEYSA-N	1461.066127			MMDBc0034981
BASm0021783	CL(10:0/14:0/22:1(9Z)/26:1(9Z))	CL(10:0/14:0/22:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/22:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-37-38-39-41-43-45-47-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-49-46-44-42-40-34-32-30-28-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-52-48-26-23-19-15-11-7-3/h41-44,76-78,83H,5-40,45-75H2,1-4H3,(H,88,89)(H,90,91)/b43-41-,44-42-/t76-,77+,78+/m0/s1	ZXFAIUAWKBPYFH-OXFQTDCISA-N	1475.081778			MMDBc0034982
BASm0021784	CL(10:0/14:0/23:1(11Z)/23:1(11Z))	CL(10:0/14:0/23:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/23:1(11Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of 11Z-tricosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-46-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h35-38,73-75,80H,5-34,39-72H2,1-4H3,(H,85,86)(H,87,88)/b37-35-,38-36-/t73-,74+,75+/m0/s1	OUTIXALZZMXQKZ-FFMLCZFJSA-N	1433.034827			MMDBc0034983
BASm0021785	CL(10:0/14:0/23:1(11Z)/23:1(9Z))	CL(10:0/14:0/23:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/23:1(11Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-46-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h35,37,40,42,73-75,80H,5-34,36,38-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b37-35-,42-40-/t73-,74+,75+/m0/s1	CSMBMFUFDSJZHC-JQGIEETKSA-N	1433.034827			MMDBc0034984
BASm0021786	CL(10:0/14:0/23:1(11Z)/25:0)	CL(10:0/14:0/23:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/23:1(11Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h36,39,75-77,82H,5-35,37-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-36-/t75-,76+,77+/m0/s1	SPXCKBWGYMPCLK-JJXIGDINSA-N	1463.081778			MMDBc0034985
BASm0021787	CL(10:0/14:0/23:1(11Z)/25:1(11Z))	CL(10:0/14:0/23:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/23:1(11Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h36,38-40,75-77,82H,5-35,37,41-74H2,1-4H3,(H,87,88)(H,89,90)/b39-36-,40-38-/t75-,76+,77+/m0/s1	CASDWBMWMQKLEO-HUXPWFTJSA-N	1461.066127			MMDBc0034986
BASm0021788	CL(10:0/14:0/23:1(11Z)/25:1(9Z))	CL(10:0/14:0/23:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/23:1(11Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h36,39,42,44,75-77,82H,5-35,37-38,40-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b39-36-,44-42-/t75-,76+,77+/m0/s1	DDIBBYZMTHVZLD-KSHRZFHXSA-N	1461.066127			MMDBc0034987
BASm0021789	CL(10:0/14:0/23:1(9Z)/23:1(11Z))	CL(10:0/14:0/23:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/23:1(9Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-46-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h36,38-39,41,73-75,80H,5-35,37,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b38-36-,41-39-/t73-,74+,75+/m0/s1	QGKGLOMXGSSJKT-RGLLYHGPSA-N	1433.034827			MMDBc0034988
BASm0021790	CL(10:0/14:0/23:1(9Z)/23:1(9Z))	CL(10:0/14:0/23:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/23:1(9Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of 9Z-tricosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-46-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h39-42,73-75,80H,5-38,43-72H2,1-4H3,(H,85,86)(H,87,88)/b41-39-,42-40-/t73-,74+,75+/m0/s1	KGCCPJNHENZLCY-RCWQVALISA-N	1433.034827			MMDBc0034989
BASm0021791	CL(10:0/14:0/23:1(9Z)/25:0)	CL(10:0/14:0/23:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/23:1(9Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h41,43,75-77,82H,5-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b43-41-/t75-,76+,77+/m0/s1	OPERCUIIWXQXQU-DDYJLRSDSA-N	1463.081778			MMDBc0034990
BASm0021792	CL(10:0/14:0/23:1(9Z)/25:1(11Z))	CL(10:0/14:0/23:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/23:1(9Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h38,40-41,43,75-77,82H,5-37,39,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b40-38-,43-41-/t75-,76+,77+/m0/s1	DXMVIHKBGAJMMG-XQAJOTBOSA-N	1461.066127			MMDBc0034991
BASm0021793	CL(10:0/14:0/23:1(9Z)/25:1(9Z))	CL(10:0/14:0/23:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/23:1(9Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h41-44,75-77,82H,5-40,45-74H2,1-4H3,(H,87,88)(H,89,90)/b43-41-,44-42-/t75-,76+,77+/m0/s1	HMZPTKKMGLHOJU-RBOWRCNNSA-N	1461.066127			MMDBc0034992
BASm0021794	CL(10:0/14:0/24:0/24:0)	CL(10:0/14:0/24:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/24:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of tetracosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-45-48-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	WKMFIUXEUJSVOI-HRXLSSNSSA-N	1465.097428			MMDBc0034993
BASm0021795	CL(10:0/14:0/24:1(11Z)/24:0)	CL(10:0/14:0/24:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/24:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetracosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-45-48-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h37,39,75-77,82H,5-36,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-37-/t75-,76+,77+/m0/s1	KDFSOINXISIDQA-UMLVYVNWSA-N	1463.081778			MMDBc0034994
BASm0021796	CL(10:0/14:0/24:1(11Z)/24:1(11Z))	CL(10:0/14:0/24:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/24:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (11Z-tetracosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-45-48-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h37-40,75-77,82H,5-36,41-74H2,1-4H3,(H,87,88)(H,89,90)/b39-37-,40-38-/t75-,76+,77+/m0/s1	UGMOPMHBWCBBOR-RHFQXNBVSA-N	1461.066127			MMDBc0034995
BASm0021797	CL(10:0/14:0/24:1(11Z)/24:1(9Z))	CL(10:0/14:0/24:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/24:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetracosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-45-48-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h37,39,42,44,75-77,82H,5-36,38,40-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b39-37-,44-42-/t75-,76+,77+/m0/s1	WYCIFSNPHISTSA-TYRJZLTBSA-N	1461.066127			MMDBc0034996
BASm0021798	CL(10:0/14:0/24:1(9Z)/24:0)	CL(10:0/14:0/24:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/24:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetracosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-45-48-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h41,43,75-77,82H,5-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b43-41-/t75-,76+,77+/m0/s1	SAGBTJGAUGETJZ-DDYJLRSDSA-N	1463.081778			MMDBc0034997
BASm0021799	CL(10:0/14:0/24:1(9Z)/24:1(11Z))	CL(10:0/14:0/24:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/24:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetracosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-45-48-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h38,40-41,43,75-77,82H,5-37,39,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b40-38-,43-41-/t75-,76+,77+/m0/s1	BSUVQDZQSWJXQX-XQAJOTBOSA-N	1461.066127			MMDBc0034998
BASm0021800	CL(10:0/14:0/24:1(9Z)/24:1(9Z))	CL(10:0/14:0/24:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:0/24:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (9Z-tetracosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-45-48-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h41-44,75-77,82H,5-40,45-74H2,1-4H3,(H,87,88)(H,89,90)/b43-41-,44-42-/t75-,76+,77+/m0/s1	JGNNBQKPRZLBJH-RBOWRCNNSA-N	1461.066127			MMDBc0034999
BASm0021801	CL(10:0/14:1(11Z)/14:1(11Z)/22:0)	CL(10:0/14:1(11Z)/14:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/14:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-26-23-19-15-11-7-3/h10-11,14-15,63-65,70H,5-9,12-13,16-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,15-11-/t63-,64+,65+/m0/s1	RPUZKOUGKQKAED-ISZVONDYSA-N	1292.878327			MMDBc0035000
BASm0021802	CL(10:0/14:1(11Z)/14:1(11Z)/22:1(11Z))	CL(10:0/14:1(11Z)/14:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/14:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-26-23-19-15-11-7-3/h10-11,14-15,30-31,63-65,70H,5-9,12-13,16-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,15-11-,31-30-/t63-,64+,65+/m0/s1	RDFQCSODWDKYGO-XRMAHZCWSA-N	1290.862677			MMDBc0035001
BASm0021803	CL(10:0/14:1(11Z)/14:1(11Z)/22:1(9Z))	CL(10:0/14:1(11Z)/14:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/14:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-26-23-19-15-11-7-3/h10-11,14-15,32-33,63-65,70H,5-9,12-13,16-31,34-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,15-11-,33-32-/t63-,64+,65+/m0/s1	OMCOLVKXGBXEFQ-SARFIJIFSA-N	1290.862677			MMDBc0035002
BASm0021804	CL(10:0/14:1(11Z)/14:1(11Z)/24:0)	CL(10:0/14:1(11Z)/14:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/14:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-26-23-19-15-11-7-3/h10-11,14-15,65-67,72H,5-9,12-13,16-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,15-11-/t65-,66+,67+/m0/s1	ZSIRPSBZMMVPOZ-RCRYNTCVSA-N	1320.909627			MMDBc0035003
BASm0021805	CL(10:0/14:1(11Z)/14:1(11Z)/24:1(11Z))	CL(10:0/14:1(11Z)/14:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/14:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-26-23-19-15-11-7-3/h10-11,14-15,32-33,65-67,72H,5-9,12-13,16-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,15-11-,33-32-/t65-,66+,67+/m0/s1	JPGMKMLADISATK-SUTFVJOZSA-N	1318.893977			MMDBc0035004
BASm0021806	CL(10:0/14:1(11Z)/14:1(11Z)/24:1(9Z))	CL(10:0/14:1(11Z)/14:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/14:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-26-23-19-15-11-7-3/h10-11,14-15,34-35,65-67,72H,5-9,12-13,16-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,15-11-,35-34-/t65-,66+,67+/m0/s1	QHAPOICWVMBXRY-SQFOMQRXSA-N	1318.893977			MMDBc0035005
BASm0021807	CL(10:0/14:1(11Z)/14:1(11Z)/26:0)	CL(10:0/14:1(11Z)/14:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/14:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-26-23-19-15-11-7-3/h10-11,14-15,67-69,74H,5-9,12-13,16-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,15-11-/t67-,68+,69+/m0/s1	HAUVYTIJAPUJDM-LXTSCNGOSA-N	1348.940927			MMDBc0035006
BASm0021808	CL(10:0/14:1(11Z)/14:1(11Z)/26:1(11Z))	CL(10:0/14:1(11Z)/14:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/14:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-26-23-19-15-11-7-3/h10-11,14-15,33-34,67-69,74H,5-9,12-13,16-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,15-11-,34-33-/t67-,68+,69+/m0/s1	IUVKOZYTXCYECL-ITAKHLKHSA-N	1346.925277			MMDBc0035007
BASm0021809	CL(10:0/14:1(11Z)/14:1(11Z)/26:1(9Z))	CL(10:0/14:1(11Z)/14:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/14:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-42-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-40-25-22-18-14-10-6-2)67-89-93(82,83)87-63-68(75)62-86-92(80,81)88-66-69(64-84-71(76)58-54-50-46-20-16-12-8-4)90-73(78)60-56-52-48-44-41-26-23-19-15-11-7-3/h10-11,14-15,36-37,68-70,75H,5-9,12-13,16-35,38-67H2,1-4H3,(H,80,81)(H,82,83)/b14-10-,15-11-,37-36-/t68-,69+,70+/m0/s1	SRVSMFRDQZIJOS-KFEWXVMPSA-N	1360.940927			MMDBc0035008
BASm0021810	CL(10:0/14:1(11Z)/14:1(11Z)/28:0)	CL(10:0/14:1(11Z)/14:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/14:1(11Z)/28:0) contains one chain of decanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-26-23-19-15-11-7-3/h10-11,14-15,69-71,76H,5-9,12-13,16-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-,15-11-/t69-,70+,71+/m0/s1	ALYMNONJPSKHLH-KKBSRMRUSA-N	1376.972227			MMDBc0035009
BASm0021811	CL(10:0/14:1(11Z)/14:1(11Z)/28:1(11Z))	CL(10:0/14:1(11Z)/14:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/14:1(11Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-26-23-19-15-11-7-3/h10-11,14-15,35-36,69-71,76H,5-9,12-13,16-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-,15-11-,36-35-/t69-,70+,71+/m0/s1	SSXOLIAXRRFVPJ-KDOKZOMUSA-N	1374.956577			MMDBc0035010
BASm0021812	CL(10:0/14:1(11Z)/14:1(11Z)/28:1(9Z))	CL(10:0/14:1(11Z)/14:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/14:1(11Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-26-23-19-15-11-7-3/h10-11,14-15,37-38,69-71,76H,5-9,12-13,16-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-,15-11-,38-37-/t69-,70+,71+/m0/s1	LAOWCJJZDGDWBY-KQYFAGNWSA-N	1374.956577			MMDBc0035011
BASm0021813	CL(10:0/14:1(11Z)/14:1(11Z)/30:0)	CL(10:0/14:1(11Z)/14:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/14:1(11Z)/30:0) contains one chain of decanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-26-23-19-15-11-7-3/h10-11,14-15,71-73,78H,5-9,12-13,16-70H2,1-4H3,(H,83,84)(H,85,86)/b14-10-,15-11-/t71-,72+,73+/m0/s1	NPWKGIIEPVYIBH-RAVVNOEKSA-N	1405.003527			MMDBc0035012
BASm0021814	CL(10:0/14:1(11Z)/14:1(9Z)/22:0)	CL(10:0/14:1(11Z)/14:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/14:1(9Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-26-23-19-15-11-7-3/h11,15,18,22,63-65,70H,5-10,12-14,16-17,19-21,23-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,22-18-/t63-,64+,65+/m0/s1	ICTYVIZAQWFIFW-RDRBJTRJSA-N	1292.878327			MMDBc0035013
BASm0021815	CL(10:0/14:1(11Z)/14:1(9Z)/22:1(11Z))	CL(10:0/14:1(11Z)/14:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/14:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-26-23-19-15-11-7-3/h11,15,18,22,30-31,63-65,70H,5-10,12-14,16-17,19-21,23-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,22-18-,31-30-/t63-,64+,65+/m0/s1	MQFOMXSJVHTQMQ-NSVJCBLHSA-N	1290.862677			MMDBc0035014
BASm0021816	CL(10:0/14:1(11Z)/14:1(9Z)/22:1(9Z))	CL(10:0/14:1(11Z)/14:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/14:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-26-23-19-15-11-7-3/h11,15,18,22,32-33,63-65,70H,5-10,12-14,16-17,19-21,23-31,34-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,22-18-,33-32-/t63-,64+,65+/m0/s1	INBOBOVIKKQFMG-IBLSVZCFSA-N	1290.862677			MMDBc0035015
BASm0021817	CL(10:0/14:1(11Z)/14:1(9Z)/24:0)	CL(10:0/14:1(11Z)/14:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/14:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-26-23-19-15-11-7-3/h11,15,18,22,65-67,72H,5-10,12-14,16-17,19-21,23-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,22-18-/t65-,66+,67+/m0/s1	NZFYDVQXCCVVLE-NLYSKQOGSA-N	1320.909627			MMDBc0035016
BASm0021818	CL(10:0/14:1(11Z)/14:1(9Z)/24:1(11Z))	CL(10:0/14:1(11Z)/14:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/14:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-26-23-19-15-11-7-3/h11,15,18,22,32-33,65-67,72H,5-10,12-14,16-17,19-21,23-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,22-18-,33-32-/t65-,66+,67+/m0/s1	RBOSROWQAPWYRM-WYOGMSHCSA-N	1318.893977			MMDBc0035017
BASm0021819	CL(10:0/14:1(11Z)/14:1(9Z)/24:1(9Z))	CL(10:0/14:1(11Z)/14:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/14:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-26-23-19-15-11-7-3/h11,15,18,22,34-35,65-67,72H,5-10,12-14,16-17,19-21,23-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,22-18-,35-34-/t65-,66+,67+/m0/s1	IAHKAZFQBRFTNB-IRPRSMJSSA-N	1318.893977			MMDBc0035018
BASm0021820	CL(10:0/14:1(11Z)/14:1(9Z)/26:0)	CL(10:0/14:1(11Z)/14:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/14:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-26-23-19-15-11-7-3/h11,15,18,22,67-69,74H,5-10,12-14,16-17,19-21,23-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,22-18-/t67-,68+,69+/m0/s1	NRYYWGMDISQWAQ-UGZCUSJRSA-N	1348.940927			MMDBc0035019
BASm0021821	CL(10:0/14:1(11Z)/14:1(9Z)/26:1(11Z))	CL(10:0/14:1(11Z)/14:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/14:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-26-23-19-15-11-7-3/h11,15,18,22,33-34,67-69,74H,5-10,12-14,16-17,19-21,23-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,22-18-,34-33-/t67-,68+,69+/m0/s1	ANSVFLYWZBBGEH-OVDUJMQNSA-N	1346.925277			MMDBc0035020
BASm0021822	CL(10:0/14:1(11Z)/14:1(9Z)/26:1(9Z))	CL(10:0/14:1(11Z)/14:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/14:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-42-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-40-25-22-18-14-10-6-2)67-89-93(82,83)87-63-68(75)62-86-92(80,81)88-66-69(64-84-71(76)58-54-50-46-20-16-12-8-4)90-73(78)60-56-52-48-44-41-26-23-19-15-11-7-3/h11,15,18,22,36-37,68-70,75H,5-10,12-14,16-17,19-21,23-35,38-67H2,1-4H3,(H,80,81)(H,82,83)/b15-11-,22-18-,37-36-/t68-,69+,70+/m0/s1	GGLKPGRRJLFYNX-PLUUSMCFSA-N	1360.940927			MMDBc0035021
BASm0021823	CL(10:0/14:1(11Z)/14:1(9Z)/28:0)	CL(10:0/14:1(11Z)/14:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/14:1(9Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-26-23-19-15-11-7-3/h11,15,18,22,69-71,76H,5-10,12-14,16-17,19-21,23-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,22-18-/t69-,70+,71+/m0/s1	MCFDURJMODUOFI-ANEQHQEISA-N	1376.972227			MMDBc0035022
BASm0021824	CL(10:0/14:1(11Z)/14:1(9Z)/28:1(11Z))	CL(10:0/14:1(11Z)/14:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/14:1(9Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-26-23-19-15-11-7-3/h11,15,18,22,35-36,69-71,76H,5-10,12-14,16-17,19-21,23-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,22-18-,36-35-/t69-,70+,71+/m0/s1	GTGGUUZJUJHXLC-NSYUDFCVSA-N	1374.956577			MMDBc0035023
BASm0021825	CL(10:0/14:1(11Z)/14:1(9Z)/28:1(9Z))	CL(10:0/14:1(11Z)/14:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/14:1(9Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-26-23-19-15-11-7-3/h11,15,18,22,37-38,69-71,76H,5-10,12-14,16-17,19-21,23-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,22-18-,38-37-/t69-,70+,71+/m0/s1	ZRUQXLXQACFLOY-CBSYXEMYSA-N	1374.956577			MMDBc0035024
BASm0021826	CL(10:0/14:1(11Z)/14:1(9Z)/30:0)	CL(10:0/14:1(11Z)/14:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/14:1(9Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-26-23-19-15-11-7-3/h11,15,18,22,71-73,78H,5-10,12-14,16-17,19-21,23-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,22-18-/t71-,72+,73+/m0/s1	VKCRIWCFRMEURE-JKPQZLDISA-N	1405.003527			MMDBc0035025
BASm0021827	CL(10:0/14:1(11Z)/15:0/23:1(11Z))	CL(10:0/14:1(11Z)/15:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/15:0/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h11,15,32-33,65-67,72H,5-10,12-14,16-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,33-32-/t65-,66+,67+/m0/s1	QPYCVFDNLVJJJP-BBEXNWPYSA-N	1320.909627			MMDBc0035026
BASm0021828	CL(10:0/14:1(11Z)/15:0/23:1(9Z))	CL(10:0/14:1(11Z)/15:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/15:0/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h11,15,34-35,65-67,72H,5-10,12-14,16-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,35-34-/t65-,66+,67+/m0/s1	QWNROYLNOJULSE-ZZCASOHVSA-N	1320.909627			MMDBc0035027
BASm0021829	CL(10:0/14:1(11Z)/15:0/25:0)	CL(10:0/14:1(11Z)/15:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/15:0/25:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,67-69,74H,5-10,12-14,16-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-/t67-,68+,69+/m0/s1	XCKISFUYKKVJNC-GZJSNPHISA-N	1350.956577			MMDBc0035028
BASm0021830	CL(10:0/14:1(11Z)/15:0/25:1(11Z))	CL(10:0/14:1(11Z)/15:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/15:0/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,34-35,67-69,74H,5-10,12-14,16-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,35-34-/t67-,68+,69+/m0/s1	GBKKRLVFNBUBRZ-OSUXGVADSA-N	1348.940927			MMDBc0035029
BASm0021831	CL(10:0/14:1(11Z)/15:0/25:1(9Z))	CL(10:0/14:1(11Z)/15:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/15:0/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,36-37,67-69,74H,5-10,12-14,16-35,38-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,37-36-/t67-,68+,69+/m0/s1	MGSNDBIBVZERRX-GEBGUATLSA-N	1348.940927			MMDBc0035030
BASm0021832	CL(10:0/14:1(11Z)/15:0/27:0)	CL(10:0/14:1(11Z)/15:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/15:0/27:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,69-71,76H,5-10,12-14,16-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-/t69-,70+,71+/m0/s1	DKTSUSFTUMWBBY-WEFIFFELSA-N	1378.987877			MMDBc0035031
BASm0021833	CL(10:0/14:1(11Z)/15:0/27:1(11Z))	CL(10:0/14:1(11Z)/15:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/15:0/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,36-37,69-71,76H,5-10,12-14,16-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,37-36-/t69-,70+,71+/m0/s1	WJYCGVKWFMKDLB-RPUXXVTNSA-N	1376.972227			MMDBc0035032
BASm0021834	CL(10:0/14:1(11Z)/15:0/27:1(9Z))	CL(10:0/14:1(11Z)/15:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/15:0/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,38-39,69-71,76H,5-10,12-14,16-37,40-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,39-38-/t69-,70+,71+/m0/s1	YCEGLXDBUPWYEP-WNDURRCQSA-N	1376.972227			MMDBc0035033
BASm0021835	CL(10:0/14:1(11Z)/15:0/29:0)	CL(10:0/14:1(11Z)/15:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/15:0/29:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,71-73,78H,5-10,12-14,16-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-/t71-,72+,73+/m0/s1	YUZIGYYVPMTEIV-GXDFKQKASA-N	1407.019177			MMDBc0035034
BASm0021836	CL(10:0/14:1(11Z)/15:1(11Z)/23:1(11Z))	CL(10:0/14:1(11Z)/15:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/15:1(11Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h11,14-15,18,32-33,65-67,72H,5-10,12-13,16-17,19-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,18-14-,33-32-/t65-,66+,67+/m0/s1	ZSESHBPKYKZNIY-QMCNPWJTSA-N	1318.893977			MMDBc0035035
BASm0021837	CL(10:0/14:1(11Z)/15:1(11Z)/23:1(9Z))	CL(10:0/14:1(11Z)/15:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/15:1(11Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h11,14-15,18,34-35,65-67,72H,5-10,12-13,16-17,19-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,18-14-,35-34-/t65-,66+,67+/m0/s1	FABOCUMUBPQFOP-MDJSKNJOSA-N	1318.893977			MMDBc0035036
BASm0021838	CL(10:0/14:1(11Z)/15:1(11Z)/25:0)	CL(10:0/14:1(11Z)/15:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/15:1(11Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,14-15,18,67-69,74H,5-10,12-13,16-17,19-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,18-14-/t67-,68+,69+/m0/s1	BNPSKVWUXXSDAA-TYKCSEOESA-N	1348.940927			MMDBc0035037
BASm0021839	CL(10:0/14:1(11Z)/15:1(11Z)/25:1(11Z))	CL(10:0/14:1(11Z)/15:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/15:1(11Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,14-15,18,34-35,67-69,74H,5-10,12-13,16-17,19-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,18-14-,35-34-/t67-,68+,69+/m0/s1	ASPWZEIYZQVUSM-AIHQGBNYSA-N	1346.925277			MMDBc0035038
BASm0021840	CL(10:0/14:1(11Z)/15:1(11Z)/25:1(9Z))	CL(10:0/14:1(11Z)/15:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/15:1(11Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,14-15,18,36-37,67-69,74H,5-10,12-13,16-17,19-35,38-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,18-14-,37-36-/t67-,68+,69+/m0/s1	GORSNOGPABPPPJ-AFJGKPLWSA-N	1346.925277			MMDBc0035039
BASm0021841	CL(10:0/14:1(11Z)/15:1(11Z)/27:0)	CL(10:0/14:1(11Z)/15:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/15:1(11Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,14-15,18,69-71,76H,5-10,12-13,16-17,19-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,18-14-/t69-,70+,71+/m0/s1	JRHABRDKHGDQTC-RMXUJRHJSA-N	1376.972227			MMDBc0035040
BASm0021842	CL(10:0/14:1(11Z)/15:1(11Z)/27:1(11Z))	CL(10:0/14:1(11Z)/15:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/15:1(11Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,14-15,18,36-37,69-71,76H,5-10,12-13,16-17,19-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,18-14-,37-36-/t69-,70+,71+/m0/s1	GYAPBAXVGSSFQF-WSXAQMTKSA-N	1374.956577			MMDBc0035041
BASm0021843	CL(10:0/14:1(11Z)/15:1(11Z)/27:1(9Z))	CL(10:0/14:1(11Z)/15:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/15:1(11Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,14-15,18,38-39,69-71,76H,5-10,12-13,16-17,19-37,40-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,18-14-,39-38-/t69-,70+,71+/m0/s1	DOJXVFJLRFPHIZ-RMLWYLJTSA-N	1374.956577			MMDBc0035042
BASm0021844	CL(10:0/14:1(11Z)/15:1(11Z)/29:0)	CL(10:0/14:1(11Z)/15:1(11Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/15:1(11Z)/29:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,14-15,18,71-73,78H,5-10,12-13,16-17,19-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,18-14-/t71-,72+,73+/m0/s1	NBIWQHMHXPZZMX-KTUWISQKSA-N	1405.003527			MMDBc0035043
BASm0021845	CL(10:0/14:1(11Z)/15:1(9Z)/23:1(11Z))	CL(10:0/14:1(11Z)/15:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/15:1(9Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h11,15,22,25,32-33,65-67,72H,5-10,12-14,16-21,23-24,26-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,25-22-,33-32-/t65-,66+,67+/m0/s1	HNFLZGKSJDPPDI-GYBKDCPZSA-N	1318.893977			MMDBc0035044
BASm0021846	CL(10:0/14:1(11Z)/15:1(9Z)/23:1(9Z))	CL(10:0/14:1(11Z)/15:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/15:1(9Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h11,15,22,25,34-35,65-67,72H,5-10,12-14,16-21,23-24,26-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,25-22-,35-34-/t65-,66+,67+/m0/s1	ZKICPLCFLADRER-APGYZRILSA-N	1318.893977			MMDBc0035045
BASm0021847	CL(10:0/14:1(11Z)/15:1(9Z)/25:0)	CL(10:0/14:1(11Z)/15:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/15:1(9Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,22,25,67-69,74H,5-10,12-14,16-21,23-24,26-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,25-22-/t67-,68+,69+/m0/s1	DYMHRSNQZODXDS-GXHVGOKASA-N	1348.940927			MMDBc0035046
BASm0021848	CL(10:0/14:1(11Z)/15:1(9Z)/25:1(11Z))	CL(10:0/14:1(11Z)/15:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/15:1(9Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,22,25,34-35,67-69,74H,5-10,12-14,16-21,23-24,26-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,25-22-,35-34-/t67-,68+,69+/m0/s1	SWWHNQSZNJTARV-OGZNHVAUSA-N	1346.925277			MMDBc0035047
BASm0021849	CL(10:0/14:1(11Z)/15:1(9Z)/25:1(9Z))	CL(10:0/14:1(11Z)/15:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/15:1(9Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,22,25,36-37,67-69,74H,5-10,12-14,16-21,23-24,26-35,38-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,25-22-,37-36-/t67-,68+,69+/m0/s1	NRMBAESZMPPOMI-UHGWBOHJSA-N	1346.925277			MMDBc0035048
BASm0021850	CL(10:0/14:1(11Z)/15:1(9Z)/27:0)	CL(10:0/14:1(11Z)/15:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/15:1(9Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,22,25,69-71,76H,5-10,12-14,16-21,23-24,26-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,25-22-/t69-,70+,71+/m0/s1	GRFKNXYAWVUGEF-QLVHVAKGSA-N	1376.972227			MMDBc0035049
BASm0021851	CL(10:0/14:1(11Z)/15:1(9Z)/27:1(11Z))	CL(10:0/14:1(11Z)/15:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/15:1(9Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,22,25,36-37,69-71,76H,5-10,12-14,16-21,23-24,26-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,25-22-,37-36-/t69-,70+,71+/m0/s1	YRHYOVSMEQXSBI-SZWMFHTPSA-N	1374.956577			MMDBc0035050
BASm0021852	CL(10:0/14:1(11Z)/15:1(9Z)/27:1(9Z))	CL(10:0/14:1(11Z)/15:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/15:1(9Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,22,25,38-39,69-71,76H,5-10,12-14,16-21,23-24,26-37,40-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,25-22-,39-38-/t69-,70+,71+/m0/s1	JCNSJPWGFCASRV-FJBJGKGJSA-N	1374.956577			MMDBc0035051
BASm0021853	CL(10:0/14:1(11Z)/15:1(9Z)/29:0)	CL(10:0/14:1(11Z)/15:1(9Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/15:1(9Z)/29:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,22,25,71-73,78H,5-10,12-14,16-21,23-24,26-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,25-22-/t71-,72+,73+/m0/s1	RANNWOFZTCQHAZ-WOQXCESASA-N	1405.003527			MMDBc0035052
BASm0021854	CL(10:0/14:1(11Z)/16:0/20:0)	CL(10:0/14:1(11Z)/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:0/20:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-36-33-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h11,15,63-65,70H,5-10,12-14,16-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-/t63-,64+,65+/m0/s1	BRMJCLUZUKOVEN-NHQGIDSUSA-N	1294.893977			MMDBc0035053
BASm0021855	CL(10:0/14:1(11Z)/16:0/20:1(11Z))	CL(10:0/14:1(11Z)/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:0/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-36-33-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h11,15,29-30,63-65,70H,5-10,12-14,16-28,31-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,30-29-/t63-,64+,65+/m0/s1	OUHOPRCFIWMXPD-MJTHGMHHSA-N	1292.878327			MMDBc0035054
BASm0021856	CL(10:0/14:1(11Z)/16:0/20:1(13Z))	CL(10:0/14:1(11Z)/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:0/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-36-33-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h11,15,24,27,63-65,70H,5-10,12-14,16-23,25-26,28-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,27-24-/t63-,64+,65+/m0/s1	MMWPAQHZFPPMCS-HKSRIYDGSA-N	1292.878327			MMDBc0035055
BASm0021857	CL(10:0/14:1(11Z)/16:0/22:0)	CL(10:0/14:1(11Z)/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h11,15,65-67,72H,5-10,12-14,16-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-/t65-,66+,67+/m0/s1	VQCPXBKSQLENTQ-ROFCIUFLSA-N	1322.925277			MMDBc0035056
BASm0021858	CL(10:0/14:1(11Z)/16:0/22:1(11Z))	CL(10:0/14:1(11Z)/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h11,15,31-32,65-67,72H,5-10,12-14,16-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,32-31-/t65-,66+,67+/m0/s1	HAEVEVHHABSENK-ZLQYDVHMSA-N	1320.909627			MMDBc0035057
BASm0021859	CL(10:0/14:1(11Z)/16:0/22:1(9Z))	CL(10:0/14:1(11Z)/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h11,15,33-34,65-67,72H,5-10,12-14,16-32,35-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,34-33-/t65-,66+,67+/m0/s1	SQIPCPMSDMAACI-XAYQMRQISA-N	1320.909627			MMDBc0035058
BASm0021860	CL(10:0/14:1(11Z)/16:0/24:0)	CL(10:0/14:1(11Z)/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,67-69,74H,5-10,12-14,16-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-/t67-,68+,69+/m0/s1	IGENHQMOFWWQAK-GZJSNPHISA-N	1350.956577			MMDBc0035059
BASm0021861	CL(10:0/14:1(11Z)/16:0/24:1(11Z))	CL(10:0/14:1(11Z)/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,33-34,67-69,74H,5-10,12-14,16-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,34-33-/t67-,68+,69+/m0/s1	ORFJMCSWBVBODQ-GXNAVKDOSA-N	1348.940927			MMDBc0035060
BASm0021862	CL(10:0/14:1(11Z)/16:0/24:1(9Z))	CL(10:0/14:1(11Z)/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,35-36,67-69,74H,5-10,12-14,16-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,36-35-/t67-,68+,69+/m0/s1	FHPUYILCYGOXSM-NOPKDGFSSA-N	1348.940927			MMDBc0035061
BASm0021863	CL(10:0/14:1(11Z)/16:0/26:0)	CL(10:0/14:1(11Z)/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:0/26:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,69-71,76H,5-10,12-14,16-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-/t69-,70+,71+/m0/s1	VYRZWTCTPDSSKR-WEFIFFELSA-N	1378.987877			MMDBc0035062
BASm0021864	CL(10:0/14:1(11Z)/16:0/26:1(11Z))	CL(10:0/14:1(11Z)/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,34-35,69-71,76H,5-10,12-14,16-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,35-34-/t69-,70+,71+/m0/s1	HXEKTJSEKYZENK-LVWWYHRGSA-N	1376.972227			MMDBc0035063
BASm0021865	CL(10:0/14:1(11Z)/16:0/26:1(9Z))	CL(10:0/14:1(11Z)/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C76H144O17P2	InChI=1S/C76H144O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-41-44-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-43-40-28-25-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(66-86-73(78)60-56-52-48-20-16-12-8-4)92-75(80)62-58-54-50-46-42-26-23-19-15-11-7-3/h11,15,37-38,70-72,77H,5-10,12-14,16-36,39-69H2,1-4H3,(H,82,83)(H,84,85)/b15-11-,38-37-/t70-,71+,72+/m0/s1	DBYFMPJOHBUYML-BKLHPZBUSA-N	1390.987877			MMDBc0035064
BASm0021866	CL(10:0/14:1(11Z)/16:0/28:0)	CL(10:0/14:1(11Z)/16:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:0/28:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,71-73,78H,5-10,12-14,16-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-/t71-,72+,73+/m0/s1	LBBCPQQHMMSAAZ-GXDFKQKASA-N	1407.019177			MMDBc0035065
BASm0021867	CL(10:0/14:1(11Z)/16:0/28:1(11Z))	CL(10:0/14:1(11Z)/16:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:0/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,36-37,71-73,78H,5-10,12-14,16-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,37-36-/t71-,72+,73+/m0/s1	VFXMUSMSRDRUFB-JIOOWQHNSA-N	1405.003527			MMDBc0035066
BASm0021868	CL(10:0/14:1(11Z)/16:0/28:1(9Z))	CL(10:0/14:1(11Z)/16:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:0/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,38-39,71-73,78H,5-10,12-14,16-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,39-38-/t71-,72+,73+/m0/s1	QNKJCNKDKUEIQF-WKITYNEGSA-N	1405.003527			MMDBc0035067
BASm0021869	CL(10:0/14:1(11Z)/16:0/30:0)	CL(10:0/14:1(11Z)/16:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:0/30:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-41-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,73-75,80H,5-10,12-14,16-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-/t73-,74+,75+/m0/s1	PIHMLZBYWTUOKN-ZBXANSRZSA-N	1435.050477			MMDBc0035068
BASm0021870	CL(10:0/14:1(11Z)/16:1(11Z)/20:0)	CL(10:0/14:1(11Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(11Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-36-33-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h11,15,18,22,63-65,70H,5-10,12-14,16-17,19-21,23-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,22-18-/t63-,64+,65+/m0/s1	SEWDJDPIBIFORQ-RDRBJTRJSA-N	1292.878327			MMDBc0035069
BASm0021871	CL(10:0/14:1(11Z)/16:1(11Z)/20:1(11Z))	CL(10:0/14:1(11Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-36-33-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h11,15,18,22,29-30,63-65,70H,5-10,12-14,16-17,19-21,23-28,31-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,22-18-,30-29-/t63-,64+,65+/m0/s1	XKTZFIKNNISXKP-CPMGZNFZSA-N	1290.862677			MMDBc0035070
BASm0021872	CL(10:0/14:1(11Z)/16:1(11Z)/20:1(13Z))	CL(10:0/14:1(11Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-36-33-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h11,15,18,22,24,27,63-65,70H,5-10,12-14,16-17,19-21,23,25-26,28-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,22-18-,27-24-/t63-,64+,65+/m0/s1	ZVNLWAPWQCAQMO-ABFKOSPDSA-N	1290.862677			MMDBc0035071
BASm0021873	CL(10:0/14:1(11Z)/16:1(11Z)/22:0)	CL(10:0/14:1(11Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h11,15,18,22,65-67,72H,5-10,12-14,16-17,19-21,23-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,22-18-/t65-,66+,67+/m0/s1	KOOCITPJOKTJMG-NLYSKQOGSA-N	1320.909627			MMDBc0035072
BASm0021874	CL(10:0/14:1(11Z)/16:1(11Z)/22:1(11Z))	CL(10:0/14:1(11Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h11,15,18,22,31-32,65-67,72H,5-10,12-14,16-17,19-21,23-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,22-18-,32-31-/t65-,66+,67+/m0/s1	GBTZLOYFEZPXPC-IYTIPJJDSA-N	1318.893977			MMDBc0035073
BASm0021875	CL(10:0/14:1(11Z)/16:1(11Z)/22:1(9Z))	CL(10:0/14:1(11Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h11,15,18,22,33-34,65-67,72H,5-10,12-14,16-17,19-21,23-32,35-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,22-18-,34-33-/t65-,66+,67+/m0/s1	KLVFPAAJGBXVOG-JCBABNAZSA-N	1318.893977			MMDBc0035074
BASm0021876	CL(10:0/14:1(11Z)/16:1(11Z)/24:0)	CL(10:0/14:1(11Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,18,22,67-69,74H,5-10,12-14,16-17,19-21,23-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,22-18-/t67-,68+,69+/m0/s1	GNRAGQAAJFLCRZ-UGZCUSJRSA-N	1348.940927			MMDBc0035075
BASm0021877	CL(10:0/14:1(11Z)/16:1(11Z)/24:1(11Z))	CL(10:0/14:1(11Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,18,22,33-34,67-69,74H,5-10,12-14,16-17,19-21,23-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,22-18-,34-33-/t67-,68+,69+/m0/s1	IZNYRDSYYVQORE-OVDUJMQNSA-N	1346.925277			MMDBc0035076
BASm0021878	CL(10:0/14:1(11Z)/16:1(11Z)/24:1(9Z))	CL(10:0/14:1(11Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,18,22,35-36,67-69,74H,5-10,12-14,16-17,19-21,23-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,22-18-,36-35-/t67-,68+,69+/m0/s1	SFZIPHPFPMGJIB-ZAJJJTMGSA-N	1346.925277			MMDBc0035077
BASm0021879	CL(10:0/14:1(11Z)/16:1(11Z)/26:0)	CL(10:0/14:1(11Z)/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,18,22,69-71,76H,5-10,12-14,16-17,19-21,23-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,22-18-/t69-,70+,71+/m0/s1	GSSCRLDUJSQLOR-ANEQHQEISA-N	1376.972227			MMDBc0035078
BASm0021880	CL(10:0/14:1(11Z)/16:1(11Z)/26:1(11Z))	CL(10:0/14:1(11Z)/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,18,22,34-35,69-71,76H,5-10,12-14,16-17,19-21,23-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,22-18-,35-34-/t69-,70+,71+/m0/s1	CBZOKLSJSMQPEW-BTUKZANXSA-N	1374.956577			MMDBc0035079
BASm0021881	CL(10:0/14:1(11Z)/16:1(11Z)/26:1(9Z))	CL(10:0/14:1(11Z)/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-41-44-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-43-40-28-25-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(66-86-73(78)60-56-52-48-20-16-12-8-4)92-75(80)62-58-54-50-46-42-26-23-19-15-11-7-3/h11,15,18,22,37-38,70-72,77H,5-10,12-14,16-17,19-21,23-36,39-69H2,1-4H3,(H,82,83)(H,84,85)/b15-11-,22-18-,38-37-/t70-,71+,72+/m0/s1	BPJAIFSSAPTZHF-WWLHFUAOSA-N	1388.972227			MMDBc0035080
BASm0021882	CL(10:0/14:1(11Z)/16:1(11Z)/28:0)	CL(10:0/14:1(11Z)/16:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(11Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,18,22,71-73,78H,5-10,12-14,16-17,19-21,23-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,22-18-/t71-,72+,73+/m0/s1	UUEZAYPAJXCUEA-JKPQZLDISA-N	1405.003527			MMDBc0035081
BASm0021883	CL(10:0/14:1(11Z)/16:1(11Z)/28:1(11Z))	CL(10:0/14:1(11Z)/16:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(11Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,18,22,36-37,71-73,78H,5-10,12-14,16-17,19-21,23-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,22-18-,37-36-/t71-,72+,73+/m0/s1	CVXVEBDWCDJNGD-GOILPTAESA-N	1402.987877			MMDBc0035082
BASm0021884	CL(10:0/14:1(11Z)/16:1(11Z)/28:1(9Z))	CL(10:0/14:1(11Z)/16:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(11Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,18,22,38-39,71-73,78H,5-10,12-14,16-17,19-21,23-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,22-18-,39-38-/t71-,72+,73+/m0/s1	JNNRFJXGRKTRMX-HZDRBRQLSA-N	1402.987877			MMDBc0035083
BASm0021885	CL(10:0/14:1(11Z)/16:1(11Z)/30:0)	CL(10:0/14:1(11Z)/16:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(11Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-41-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,18,22,73-75,80H,5-10,12-14,16-17,19-21,23-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,22-18-/t73-,74+,75+/m0/s1	ZHQLDVGLMGEFKT-MKQWUIGZSA-N	1433.034827			MMDBc0035084
BASm0021886	CL(10:0/14:1(11Z)/16:1(9Z)/20:0)	CL(10:0/14:1(11Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(9Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-36-33-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h11,15,25,28,63-65,70H,5-10,12-14,16-24,26-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,28-25-/t63-,64+,65+/m0/s1	PHHHJLFNJIFGRQ-SYPZQILGSA-N	1292.878327			MMDBc0035085
BASm0021887	CL(10:0/14:1(11Z)/16:1(9Z)/20:1(11Z))	CL(10:0/14:1(11Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(9Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-36-33-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h11,15,25,28-30,63-65,70H,5-10,12-14,16-24,26-27,31-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,28-25-,30-29-/t63-,64+,65+/m0/s1	AXKSUFSNJHAGGA-LHUOHXLXSA-N	1290.862677			MMDBc0035086
BASm0021888	CL(10:0/14:1(11Z)/16:1(9Z)/20:1(13Z))	CL(10:0/14:1(11Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(9Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-36-33-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h11,15,24-25,27-28,63-65,70H,5-10,12-14,16-23,26,29-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,27-24-,28-25-/t63-,64+,65+/m0/s1	CTTNKVHLNXJMRB-ORKWNVAJSA-N	1290.862677			MMDBc0035087
BASm0021889	CL(10:0/14:1(11Z)/16:1(9Z)/22:0)	CL(10:0/14:1(11Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(9Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h11,15,25,28,65-67,72H,5-10,12-14,16-24,26-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,28-25-/t65-,66+,67+/m0/s1	FZGTWRRFSZNBHE-WBXVPPOMSA-N	1320.909627			MMDBc0035088
BASm0021890	CL(10:0/14:1(11Z)/16:1(9Z)/22:1(11Z))	CL(10:0/14:1(11Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h11,15,25,28,31-32,65-67,72H,5-10,12-14,16-24,26-27,29-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,28-25-,32-31-/t65-,66+,67+/m0/s1	DUOGCEFJODDGQH-LCAAGBHSSA-N	1318.893977			MMDBc0035089
BASm0021891	CL(10:0/14:1(11Z)/16:1(9Z)/22:1(9Z))	CL(10:0/14:1(11Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h11,15,25,28,33-34,65-67,72H,5-10,12-14,16-24,26-27,29-32,35-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,28-25-,34-33-/t65-,66+,67+/m0/s1	DZHLPIVIGJSCLD-NMGPGQILSA-N	1318.893977			MMDBc0035090
BASm0021892	CL(10:0/14:1(11Z)/16:1(9Z)/24:0)	CL(10:0/14:1(11Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,25,28,67-69,74H,5-10,12-14,16-24,26-27,29-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,28-25-/t67-,68+,69+/m0/s1	KEAOFCXKVIDCMN-CIRLNGGJSA-N	1348.940927			MMDBc0035091
BASm0021893	CL(10:0/14:1(11Z)/16:1(9Z)/24:1(11Z))	CL(10:0/14:1(11Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,25,28,33-34,67-69,74H,5-10,12-14,16-24,26-27,29-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,28-25-,34-33-/t67-,68+,69+/m0/s1	SZHMKGBMVQIPPS-UVQMPOKMSA-N	1346.925277			MMDBc0035092
BASm0021894	CL(10:0/14:1(11Z)/16:1(9Z)/24:1(9Z))	CL(10:0/14:1(11Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,25,28,35-36,67-69,74H,5-10,12-14,16-24,26-27,29-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,28-25-,36-35-/t67-,68+,69+/m0/s1	MGLLQLMEVFUXGU-SZRFBNIWSA-N	1346.925277			MMDBc0035093
BASm0021895	CL(10:0/14:1(11Z)/16:1(9Z)/26:0)	CL(10:0/14:1(11Z)/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,25,28,69-71,76H,5-10,12-14,16-24,26-27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,28-25-/t69-,70+,71+/m0/s1	QEVLHQJIPIELAA-YJJXQYOISA-N	1376.972227			MMDBc0035094
BASm0021896	CL(10:0/14:1(11Z)/16:1(9Z)/26:1(11Z))	CL(10:0/14:1(11Z)/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,25,28,34-35,69-71,76H,5-10,12-14,16-24,26-27,29-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,28-25-,35-34-/t69-,70+,71+/m0/s1	FJZGYMCWGZQCBG-BVFXFQJVSA-N	1374.956577			MMDBc0035095
BASm0021897	CL(10:0/14:1(11Z)/16:1(9Z)/26:1(9Z))	CL(10:0/14:1(11Z)/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-41-44-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-43-40-28-25-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(66-86-73(78)60-56-52-48-20-16-12-8-4)92-75(80)62-58-54-50-46-42-26-23-19-15-11-7-3/h11,15,25,28,37-38,70-72,77H,5-10,12-14,16-24,26-27,29-36,39-69H2,1-4H3,(H,82,83)(H,84,85)/b15-11-,28-25-,38-37-/t70-,71+,72+/m0/s1	DRBUAXUHNPQFLQ-IBGGYBDUSA-N	1388.972227			MMDBc0035096
BASm0021898	CL(10:0/14:1(11Z)/16:1(9Z)/28:0)	CL(10:0/14:1(11Z)/16:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(9Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,25,28,71-73,78H,5-10,12-14,16-24,26-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,28-25-/t71-,72+,73+/m0/s1	WHRIACHFQQXHFV-JRLUKJCOSA-N	1405.003527			MMDBc0035097
BASm0021899	CL(10:0/14:1(11Z)/16:1(9Z)/28:1(11Z))	CL(10:0/14:1(11Z)/16:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(9Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,25,28,36-37,71-73,78H,5-10,12-14,16-24,26-27,29-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,28-25-,37-36-/t71-,72+,73+/m0/s1	SCUXXMLBPNDJPB-NSARFMDVSA-N	1402.987877			MMDBc0035098
BASm0021900	CL(10:0/14:1(11Z)/16:1(9Z)/28:1(9Z))	CL(10:0/14:1(11Z)/16:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(9Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,25,28,38-39,71-73,78H,5-10,12-14,16-24,26-27,29-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,28-25-,39-38-/t71-,72+,73+/m0/s1	VPAOANDKAKLCIX-FAZNFJTNSA-N	1402.987877			MMDBc0035099
BASm0021901	CL(10:0/14:1(11Z)/16:1(9Z)/30:0)	CL(10:0/14:1(11Z)/16:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/16:1(9Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-41-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,25,28,73-75,80H,5-10,12-14,16-24,26-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,28-25-/t73-,74+,75+/m0/s1	GPDVGDPBFLXZOZ-IGSVATAKSA-N	1433.034827			MMDBc0035100
BASm0021902	CL(10:0/14:1(11Z)/18:0/18:0)	CL(10:0/14:1(11Z)/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:0/18:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-27-29-31-33-36-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-37-34-32-30-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h11,15,63-65,70H,5-10,12-14,16-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-/t63-,64+,65+/m0/s1	FEXVLCVXURJZGI-NHQGIDSUSA-N	1294.893977			MMDBc0035101
BASm0021903	CL(10:0/14:1(11Z)/18:0/18:1(11Z))	CL(10:0/14:1(11Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:0/18:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-29-31-33-36-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-37-34-32-30-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h11,15,25,28,63-65,70H,5-10,12-14,16-24,26-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,28-25-/t63-,64+,65+/m0/s1	QWHKTTCVPPEEDZ-SYPZQILGSA-N	1292.878327			MMDBc0035102
BASm0021904	CL(10:0/14:1(11Z)/18:0/18:1(9Z))	CL(10:0/14:1(11Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:0/18:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-29-31-33-36-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-37-34-32-30-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h11,15,30,32,63-65,70H,5-10,12-14,16-29,31,33-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,32-30-/t63-,64+,65+/m0/s1	WMBIDUBUBBGUCO-UOLQNJOOSA-N	1292.878327			MMDBc0035103
BASm0021905	CL(10:0/14:1(11Z)/18:0/20:0)	CL(10:0/14:1(11Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:0/20:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-29-31-32-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-33-30-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h11,15,65-67,72H,5-10,12-14,16-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-/t65-,66+,67+/m0/s1	NJHKESITSQLTKF-ROFCIUFLSA-N	1322.925277			MMDBc0035104
BASm0021906	CL(10:0/14:1(11Z)/18:0/20:1(11Z))	CL(10:0/14:1(11Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:0/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-31-32-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-33-30-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h11,15,29,31,65-67,72H,5-10,12-14,16-28,30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,31-29-/t65-,66+,67+/m0/s1	NNKJMIQBPFVLMC-RDHLQOMDSA-N	1320.909627			MMDBc0035105
BASm0021907	CL(10:0/14:1(11Z)/18:0/20:1(13Z))	CL(10:0/14:1(11Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:0/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-31-32-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-33-30-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h11,15,24,27,65-67,72H,5-10,12-14,16-23,25-26,28-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,27-24-/t65-,66+,67+/m0/s1	XCFSXQZQQHWKPT-MZRXXYIBSA-N	1320.909627			MMDBc0035106
BASm0021908	CL(10:0/14:1(11Z)/18:0/22:0)	CL(10:0/14:1(11Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-35-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,67-69,74H,5-10,12-14,16-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-/t67-,68+,69+/m0/s1	LLLUIGRUIPEHBG-GZJSNPHISA-N	1350.956577			MMDBc0035107
BASm0021909	CL(10:0/14:1(11Z)/18:0/22:1(11Z))	CL(10:0/14:1(11Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-35-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,32-33,67-69,74H,5-10,12-14,16-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,33-32-/t67-,68+,69+/m0/s1	XCJHMCNXFLPTNN-OVEOFTGESA-N	1348.940927			MMDBc0035108
BASm0021910	CL(10:0/14:1(11Z)/18:0/22:1(9Z))	CL(10:0/14:1(11Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-35-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,34,36,67-69,74H,5-10,12-14,16-33,35,37-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,36-34-/t67-,68+,69+/m0/s1	AQGAMZAHHUCMJF-JYUMCCIQSA-N	1348.940927			MMDBc0035109
BASm0021911	CL(10:0/14:1(11Z)/18:0/24:0)	CL(10:0/14:1(11Z)/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,69-71,76H,5-10,12-14,16-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-/t69-,70+,71+/m0/s1	AUEWBAGZDUILHG-WEFIFFELSA-N	1378.987877			MMDBc0035110
BASm0021912	CL(10:0/14:1(11Z)/18:0/24:1(11Z))	CL(10:0/14:1(11Z)/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,34-35,69-71,76H,5-10,12-14,16-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,35-34-/t69-,70+,71+/m0/s1	MBKOUXFGNVGMHW-LVWWYHRGSA-N	1376.972227			MMDBc0035111
BASm0021913	CL(10:0/14:1(11Z)/18:0/24:1(9Z))	CL(10:0/14:1(11Z)/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,36,38,69-71,76H,5-10,12-14,16-35,37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,38-36-/t69-,70+,71+/m0/s1	DUIBSBSXNNAPBB-BNTFJJBMSA-N	1376.972227			MMDBc0035112
BASm0021914	CL(10:0/14:1(11Z)/18:0/26:0)	CL(10:0/14:1(11Z)/18:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:0/26:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,71-73,78H,5-10,12-14,16-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-/t71-,72+,73+/m0/s1	ORDCCRQXGYWYJE-GXDFKQKASA-N	1407.019177			MMDBc0035113
BASm0021915	CL(10:0/14:1(11Z)/18:0/26:1(11Z))	CL(10:0/14:1(11Z)/18:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,35-36,71-73,78H,5-10,12-14,16-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,36-35-/t71-,72+,73+/m0/s1	NCHBBRJWQAXGGB-VAEBHPAOSA-N	1405.003527			MMDBc0035114
BASm0021916	CL(10:0/14:1(11Z)/18:0/26:1(9Z))	CL(10:0/14:1(11Z)/18:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H148O17P2	InChI=1S/C78H148O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-41-43-46-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-45-42-40-30-28-25-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-20-16-12-8-4)94-77(82)64-60-56-52-48-44-26-23-19-15-11-7-3/h11,15,38-39,72-74,79H,5-10,12-14,16-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b15-11-,39-38-/t72-,73+,74+/m0/s1	ZHUGHXYTDVDFNE-AESXIHKMSA-N	1419.019177			MMDBc0035115
BASm0021917	CL(10:0/14:1(11Z)/18:0/28:0)	CL(10:0/14:1(11Z)/18:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:0/28:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,73-75,80H,5-10,12-14,16-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-/t73-,74+,75+/m0/s1	OWUVRESZMZTVQT-ZBXANSRZSA-N	1435.050477			MMDBc0035116
BASm0021918	CL(10:0/14:1(11Z)/18:0/28:1(11Z))	CL(10:0/14:1(11Z)/18:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:0/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,37-38,73-75,80H,5-10,12-14,16-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,38-37-/t73-,74+,75+/m0/s1	CIMJNTXXAZJNLL-LAJILZSJSA-N	1433.034827			MMDBc0035117
BASm0021919	CL(10:0/14:1(11Z)/18:0/28:1(9Z))	CL(10:0/14:1(11Z)/18:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:0/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,39-40,73-75,80H,5-10,12-14,16-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,40-39-/t73-,74+,75+/m0/s1	DPLHWGLAADSPPM-LCVRTDBHSA-N	1433.034827			MMDBc0035118
BASm0021920	CL(10:0/14:1(11Z)/18:0/30:0)	CL(10:0/14:1(11Z)/18:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:0/30:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-41-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,75-77,82H,5-10,12-14,16-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-/t75-,76+,77+/m0/s1	HYMBFVCQBSNGTI-PBPROHKQSA-N	1463.081778			MMDBc0035119
BASm0021921	CL(10:0/14:1(11Z)/18:1(11Z)/18:1(11Z))	CL(10:0/14:1(11Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(11Z)/18:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-29-31-33-36-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-37-34-32-30-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h11,15,24-25,27-28,63-65,70H,5-10,12-14,16-23,26,29-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,27-24-,28-25-/t63-,64+,65+/m0/s1	QJHMAGSPXAVHLM-ORKWNVAJSA-N	1290.862677			MMDBc0035120
BASm0021922	CL(10:0/14:1(11Z)/18:1(11Z)/18:1(9Z))	CL(10:0/14:1(11Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(11Z)/18:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-29-31-33-36-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-37-34-32-30-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h11,15,24,27,30,32,63-65,70H,5-10,12-14,16-23,25-26,28-29,31,33-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,27-24-,32-30-/t63-,64+,65+/m0/s1	GASVBJVDNGISOS-TYLWBJABSA-N	1290.862677			MMDBc0035121
BASm0021923	CL(10:0/14:1(11Z)/18:1(11Z)/20:0)	CL(10:0/14:1(11Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(11Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-31-32-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-33-30-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h11,15,25,28,65-67,72H,5-10,12-14,16-24,26-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,28-25-/t65-,66+,67+/m0/s1	RXUJDJKAFJTQKL-WBXVPPOMSA-N	1320.909627			MMDBc0035122
BASm0021924	CL(10:0/14:1(11Z)/18:1(11Z)/20:1(11Z))	CL(10:0/14:1(11Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-29-31-32-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-33-30-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h11,15,25,28-29,31,65-67,72H,5-10,12-14,16-24,26-27,30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,28-25-,31-29-/t65-,66+,67+/m0/s1	OOLUOJBCUOPYJK-COJUEUGZSA-N	1318.893977			MMDBc0035123
BASm0021925	CL(10:0/14:1(11Z)/18:1(11Z)/20:1(13Z))	CL(10:0/14:1(11Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-29-31-32-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-33-30-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h11,15,24-25,27-28,65-67,72H,5-10,12-14,16-23,26,29-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,27-24-,28-25-/t65-,66+,67+/m0/s1	UUIPFAHEIBTDME-VRKPOONLSA-N	1318.893977			MMDBc0035124
BASm0021926	CL(10:0/14:1(11Z)/18:1(11Z)/22:0)	CL(10:0/14:1(11Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-35-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,25,28,67-69,74H,5-10,12-14,16-24,26-27,29-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,28-25-/t67-,68+,69+/m0/s1	JJFYKQBHQHDGGW-CIRLNGGJSA-N	1348.940927			MMDBc0035125
BASm0021927	CL(10:0/14:1(11Z)/18:1(11Z)/22:1(11Z))	CL(10:0/14:1(11Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-35-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,25,28,32-33,67-69,74H,5-10,12-14,16-24,26-27,29-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,28-25-,33-32-/t67-,68+,69+/m0/s1	FZEWHJMCCPMNTG-WKGSRAQHSA-N	1346.925277			MMDBc0035126
BASm0021928	CL(10:0/14:1(11Z)/18:1(11Z)/22:1(9Z))	CL(10:0/14:1(11Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-35-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,25,28,34,36,67-69,74H,5-10,12-14,16-24,26-27,29-33,35,37-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,28-25-,36-34-/t67-,68+,69+/m0/s1	KFYYJWHUANDNJZ-IEFKEEJQSA-N	1346.925277			MMDBc0035127
BASm0021929	CL(10:0/14:1(11Z)/18:1(11Z)/24:0)	CL(10:0/14:1(11Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,25,28,69-71,76H,5-10,12-14,16-24,26-27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,28-25-/t69-,70+,71+/m0/s1	MTBOGKUXVXASEY-YJJXQYOISA-N	1376.972227			MMDBc0035128
BASm0021930	CL(10:0/14:1(11Z)/18:1(11Z)/24:1(11Z))	CL(10:0/14:1(11Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,25,28,34-35,69-71,76H,5-10,12-14,16-24,26-27,29-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,28-25-,35-34-/t69-,70+,71+/m0/s1	JYPVRYXNBQQGSV-BVFXFQJVSA-N	1374.956577			MMDBc0035129
BASm0021931	CL(10:0/14:1(11Z)/18:1(11Z)/24:1(9Z))	CL(10:0/14:1(11Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,25,28,36,38,69-71,76H,5-10,12-14,16-24,26-27,29-35,37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,28-25-,38-36-/t69-,70+,71+/m0/s1	UNOPWPGYWBINMB-LMRDZWBMSA-N	1374.956577			MMDBc0035130
BASm0021932	CL(10:0/14:1(11Z)/18:1(11Z)/26:0)	CL(10:0/14:1(11Z)/18:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,25,28,71-73,78H,5-10,12-14,16-24,26-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,28-25-/t71-,72+,73+/m0/s1	BKMSACFKEZMHEY-JRLUKJCOSA-N	1405.003527			MMDBc0035131
BASm0021933	CL(10:0/14:1(11Z)/18:1(11Z)/26:1(11Z))	CL(10:0/14:1(11Z)/18:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,25,28,35-36,71-73,78H,5-10,12-14,16-24,26-27,29-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,28-25-,36-35-/t71-,72+,73+/m0/s1	BRDIAWVCBLTGSU-OQCMZCJKSA-N	1402.987877			MMDBc0035132
BASm0021934	CL(10:0/14:1(11Z)/18:1(11Z)/26:1(9Z))	CL(10:0/14:1(11Z)/18:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-41-43-46-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-45-42-40-30-28-25-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-20-16-12-8-4)94-77(82)64-60-56-52-48-44-26-23-19-15-11-7-3/h11,15,25,28,38-39,72-74,79H,5-10,12-14,16-24,26-27,29-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b15-11-,28-25-,39-38-/t72-,73+,74+/m0/s1	PEHBMWKHAYLXBR-JFJKLMELSA-N	1417.003527			MMDBc0035133
BASm0021935	CL(10:0/14:1(11Z)/18:1(11Z)/28:0)	CL(10:0/14:1(11Z)/18:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(11Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,25,28,73-75,80H,5-10,12-14,16-24,26-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,28-25-/t73-,74+,75+/m0/s1	DRXACZYQDGVFNX-IGSVATAKSA-N	1433.034827			MMDBc0035134
BASm0021936	CL(10:0/14:1(11Z)/18:1(11Z)/28:1(11Z))	CL(10:0/14:1(11Z)/18:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(11Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,25,28,37-38,73-75,80H,5-10,12-14,16-24,26-27,29-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,28-25-,38-37-/t73-,74+,75+/m0/s1	HLVFCQDZHILIJZ-CERHUOGRSA-N	1431.019177			MMDBc0035135
BASm0021937	CL(10:0/14:1(11Z)/18:1(11Z)/28:1(9Z))	CL(10:0/14:1(11Z)/18:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(11Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,25,28,39-40,73-75,80H,5-10,12-14,16-24,26-27,29-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,28-25-,40-39-/t73-,74+,75+/m0/s1	HPNXASOHOXCXIX-MMBMFGIESA-N	1431.019177			MMDBc0035136
BASm0021938	CL(10:0/14:1(11Z)/18:1(11Z)/30:0)	CL(10:0/14:1(11Z)/18:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(11Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-41-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,25,28,75-77,82H,5-10,12-14,16-24,26-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,28-25-/t75-,76+,77+/m0/s1	PVCHUJJMGIDNCE-UQSOPFPFSA-N	1461.066127			MMDBc0035137
BASm0021939	CL(10:0/14:1(11Z)/18:1(9Z)/18:1(11Z))	CL(10:0/14:1(11Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(9Z)/18:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-29-31-33-36-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-37-34-32-30-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h11,15,25,28-29,31,63-65,70H,5-10,12-14,16-24,26-27,30,32-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,28-25-,31-29-/t63-,64+,65+/m0/s1	VLKPFKADHPMQHT-NUZVVYTESA-N	1290.862677			MMDBc0035138
BASm0021940	CL(10:0/14:1(11Z)/18:1(9Z)/18:1(9Z))	CL(10:0/14:1(11Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(9Z)/18:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-29-31-33-36-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-37-34-32-30-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h11,15,29-32,63-65,70H,5-10,12-14,16-28,33-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,31-29-,32-30-/t63-,64+,65+/m0/s1	BXXBWBIHVXHQBR-DRBWBYJZSA-N	1290.862677			MMDBc0035139
BASm0021941	CL(10:0/14:1(11Z)/18:1(9Z)/20:0)	CL(10:0/14:1(11Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(9Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-31-32-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-33-30-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h11,15,30,33,65-67,72H,5-10,12-14,16-29,31-32,34-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,33-30-/t65-,66+,67+/m0/s1	AUOTWGWGLDABSE-QLNVUXEYSA-N	1320.909627			MMDBc0035140
BASm0021942	CL(10:0/14:1(11Z)/18:1(9Z)/20:1(11Z))	CL(10:0/14:1(11Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(9Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-29-31-32-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-33-30-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h11,15,29-31,33,65-67,72H,5-10,12-14,16-28,32,34-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,31-29-,33-30-/t65-,66+,67+/m0/s1	MMDNLBWDKLHGBE-MYYCBKFTSA-N	1318.893977			MMDBc0035141
BASm0021943	CL(10:0/14:1(11Z)/18:1(9Z)/20:1(13Z))	CL(10:0/14:1(11Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(9Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-29-31-32-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-33-30-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h11,15,24,27,30,33,65-67,72H,5-10,12-14,16-23,25-26,28-29,31-32,34-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,27-24-,33-30-/t65-,66+,67+/m0/s1	MQIGBXFVECESHA-OQULMPQGSA-N	1318.893977			MMDBc0035142
BASm0021944	CL(10:0/14:1(11Z)/18:1(9Z)/22:0)	CL(10:0/14:1(11Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(9Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-35-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,30,35,67-69,74H,5-10,12-14,16-29,31-34,36-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,35-30-/t67-,68+,69+/m0/s1	JIDAOFMISHOKLZ-RMNAQILFSA-N	1348.940927			MMDBc0035143
BASm0021945	CL(10:0/14:1(11Z)/18:1(9Z)/22:1(11Z))	CL(10:0/14:1(11Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-35-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,30,32-33,35,67-69,74H,5-10,12-14,16-29,31,34,36-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,33-32-,35-30-/t67-,68+,69+/m0/s1	VTYPVUQJBLQLNL-FZJNCABFSA-N	1346.925277			MMDBc0035144
BASm0021946	CL(10:0/14:1(11Z)/18:1(9Z)/22:1(9Z))	CL(10:0/14:1(11Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-35-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,30,34-36,67-69,74H,5-10,12-14,16-29,31-33,37-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,35-30-,36-34-/t67-,68+,69+/m0/s1	JUXYQCQXKGOLLA-REPWYLPHSA-N	1346.925277			MMDBc0035145
BASm0021947	CL(10:0/14:1(11Z)/18:1(9Z)/24:0)	CL(10:0/14:1(11Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,30,37,69-71,76H,5-10,12-14,16-29,31-36,38-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,37-30-/t69-,70+,71+/m0/s1	BMKASGZMIWMSME-DXEVTHTESA-N	1376.972227			MMDBc0035146
BASm0021948	CL(10:0/14:1(11Z)/18:1(9Z)/24:1(11Z))	CL(10:0/14:1(11Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,30,34-35,37,69-71,76H,5-10,12-14,16-29,31-33,36,38-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,35-34-,37-30-/t69-,70+,71+/m0/s1	GIWKWXMDZQFWFN-WKYPNMPDSA-N	1374.956577			MMDBc0035147
BASm0021949	CL(10:0/14:1(11Z)/18:1(9Z)/24:1(9Z))	CL(10:0/14:1(11Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,30,36-38,69-71,76H,5-10,12-14,16-29,31-35,39-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,37-30-,38-36-/t69-,70+,71+/m0/s1	AWRMRZPQRRYNFY-MPVJBPPISA-N	1374.956577			MMDBc0035148
BASm0021950	CL(10:0/14:1(11Z)/18:1(9Z)/26:0)	CL(10:0/14:1(11Z)/18:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,30,39,71-73,78H,5-10,12-14,16-29,31-38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,39-30-/t71-,72+,73+/m0/s1	JKYLEOLAHJEJKF-XJSIDPJCSA-N	1405.003527			MMDBc0035149
BASm0021951	CL(10:0/14:1(11Z)/18:1(9Z)/26:1(11Z))	CL(10:0/14:1(11Z)/18:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,30,35-36,39,71-73,78H,5-10,12-14,16-29,31-34,37-38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,36-35-,39-30-/t71-,72+,73+/m0/s1	YBABHHYUVKPFNE-AOKRMEBISA-N	1402.987877			MMDBc0035150
BASm0021952	CL(10:0/14:1(11Z)/18:1(9Z)/26:1(9Z))	CL(10:0/14:1(11Z)/18:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-41-43-46-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-45-42-40-30-28-25-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-20-16-12-8-4)94-77(82)64-60-56-52-48-44-26-23-19-15-11-7-3/h11,15,30,38-40,72-74,79H,5-10,12-14,16-29,31-37,41-71H2,1-4H3,(H,84,85)(H,86,87)/b15-11-,39-38-,40-30-/t72-,73+,74+/m0/s1	JXHGTJXZGYIVFP-LMOYUQTPSA-N	1417.003527			MMDBc0035151
BASm0021953	CL(10:0/14:1(11Z)/18:1(9Z)/28:0)	CL(10:0/14:1(11Z)/18:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(9Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,30,41,73-75,80H,5-10,12-14,16-29,31-40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,41-30-/t73-,74+,75+/m0/s1	ZJBCJWAKYPIANV-SONMGGDYSA-N	1433.034827			MMDBc0035152
BASm0021954	CL(10:0/14:1(11Z)/18:1(9Z)/28:1(11Z))	CL(10:0/14:1(11Z)/18:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(9Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,30,37-38,41,73-75,80H,5-10,12-14,16-29,31-36,39-40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,38-37-,41-30-/t73-,74+,75+/m0/s1	AQZUHNRLCADANA-VNTHFNMASA-N	1431.019177			MMDBc0035153
BASm0021955	CL(10:0/14:1(11Z)/18:1(9Z)/28:1(9Z))	CL(10:0/14:1(11Z)/18:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(9Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,30,39-41,73-75,80H,5-10,12-14,16-29,31-38,42-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,40-39-,41-30-/t73-,74+,75+/m0/s1	POXBDBFKKXSOJV-ZTQXWDJMSA-N	1431.019177			MMDBc0035154
BASm0021956	CL(10:0/14:1(11Z)/18:1(9Z)/30:0)	CL(10:0/14:1(11Z)/18:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/18:1(9Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-41-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,30,43,75-77,82H,5-10,12-14,16-29,31-42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,43-30-/t75-,76+,77+/m0/s1	WMKKTYMNTPGVBQ-IQGKAHTMSA-N	1461.066127			MMDBc0035155
BASm0021957	CL(10:0/14:1(11Z)/20:0/20:0)	CL(10:0/14:1(11Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:0/20:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-40-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-36-34-32-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,67-69,74H,5-10,12-14,16-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-/t67-,68+,69+/m0/s1	CIGGTCZITJHORV-GZJSNPHISA-N	1350.956577			MMDBc0035156
BASm0021958	CL(10:0/14:1(11Z)/20:0/20:1(11Z))	CL(10:0/14:1(11Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:0/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-40-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-36-34-32-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,30,32,67-69,74H,5-10,12-14,16-29,31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,32-30-/t67-,68+,69+/m0/s1	XDEDQMMKDDORBJ-AIQSJAIESA-N	1348.940927			MMDBc0035157
BASm0021959	CL(10:0/14:1(11Z)/20:0/20:1(13Z))	CL(10:0/14:1(11Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:0/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-40-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-36-34-32-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,25,28,67-69,74H,5-10,12-14,16-24,26-27,29-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,28-25-/t67-,68+,69+/m0/s1	FUFJZGGAVZCXHE-CIRLNGGJSA-N	1348.940927			MMDBc0035158
BASm0021960	CL(10:0/14:1(11Z)/20:0/22:0)	CL(10:0/14:1(11Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-35-32-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,69-71,76H,5-10,12-14,16-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-/t69-,70+,71+/m0/s1	ZZIUYAGCOHGYPP-WEFIFFELSA-N	1378.987877			MMDBc0035159
BASm0021961	CL(10:0/14:1(11Z)/20:0/22:1(11Z))	CL(10:0/14:1(11Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-35-32-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,33-34,69-71,76H,5-10,12-14,16-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,34-33-/t69-,70+,71+/m0/s1	VYFHDYCFSIZFQP-NQDNWQPZSA-N	1376.972227			MMDBc0035160
BASm0021962	CL(10:0/14:1(11Z)/20:0/22:1(9Z))	CL(10:0/14:1(11Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-35-32-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,36,38,69-71,76H,5-10,12-14,16-35,37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,38-36-/t69-,70+,71+/m0/s1	GNCWBRNATFHIQP-BNTFJJBMSA-N	1376.972227			MMDBc0035161
BASm0021963	CL(10:0/14:1(11Z)/20:0/24:0)	CL(10:0/14:1(11Z)/20:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,71-73,78H,5-10,12-14,16-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-/t71-,72+,73+/m0/s1	CVCJDQWLPOGESH-GXDFKQKASA-N	1407.019177			MMDBc0035162
BASm0021964	CL(10:0/14:1(11Z)/20:0/24:1(11Z))	CL(10:0/14:1(11Z)/20:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,35-36,71-73,78H,5-10,12-14,16-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,36-35-/t71-,72+,73+/m0/s1	IKGSKRXIAMBECM-VAEBHPAOSA-N	1405.003527			MMDBc0035163
BASm0021965	CL(10:0/14:1(11Z)/20:0/24:1(9Z))	CL(10:0/14:1(11Z)/20:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,38,40,71-73,78H,5-10,12-14,16-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,40-38-/t71-,72+,73+/m0/s1	UGLHMLJUXIOWDW-XNCBGQTHSA-N	1405.003527			MMDBc0035164
BASm0021966	CL(10:0/14:1(11Z)/20:0/26:0)	CL(10:0/14:1(11Z)/20:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:0/26:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,73-75,80H,5-10,12-14,16-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-/t73-,74+,75+/m0/s1	NBDRJCMGIWAASA-ZBXANSRZSA-N	1435.050477			MMDBc0035165
BASm0021967	CL(10:0/14:1(11Z)/20:0/26:1(11Z))	CL(10:0/14:1(11Z)/20:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,36-37,73-75,80H,5-10,12-14,16-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,37-36-/t73-,74+,75+/m0/s1	CMVORVBHTGTJTP-BBNJEUKOSA-N	1433.034827			MMDBc0035166
BASm0021968	CL(10:0/14:1(11Z)/20:0/26:1(9Z))	CL(10:0/14:1(11Z)/20:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-41-43-45-48-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-47-44-42-40-32-30-28-25-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-20-16-12-8-4)96-79(84)66-62-58-54-50-46-26-23-19-15-11-7-3/h11,15,39,41,74-76,81H,5-10,12-14,16-38,40,42-73H2,1-4H3,(H,86,87)(H,88,89)/b15-11-,41-39-/t74-,75+,76+/m0/s1	JNPDJPPEUWSPAU-ISQRXEDMSA-N	1447.050477			MMDBc0035167
BASm0021969	CL(10:0/14:1(11Z)/20:0/28:0)	CL(10:0/14:1(11Z)/20:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:0/28:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,75-77,82H,5-10,12-14,16-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-/t75-,76+,77+/m0/s1	XXMPRONAFFMUHT-PBPROHKQSA-N	1463.081778			MMDBc0035168
BASm0021970	CL(10:0/14:1(11Z)/20:0/28:1(11Z))	CL(10:0/14:1(11Z)/20:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:0/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,38-39,75-77,82H,5-10,12-14,16-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,39-38-/t75-,76+,77+/m0/s1	FRCWPVBSVHEHMF-DQHGALSFSA-N	1461.066127			MMDBc0035169
BASm0021971	CL(10:0/14:1(11Z)/20:0/28:1(9Z))	CL(10:0/14:1(11Z)/20:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:0/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,40,42,75-77,82H,5-10,12-14,16-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,42-40-/t75-,76+,77+/m0/s1	PKTCWEJKXOWDHW-YEWIIKRFSA-N	1461.066127			MMDBc0035170
BASm0021972	CL(10:0/14:1(11Z)/20:1(11Z)/20:1(11Z))	CL(10:0/14:1(11Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-40-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-36-34-32-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,29-32,67-69,74H,5-10,12-14,16-28,33-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,31-29-,32-30-/t67-,68+,69+/m0/s1	PHKJXTFFDQWJSD-ZVQHMOTASA-N	1346.925277			MMDBc0035171
BASm0021973	CL(10:0/14:1(11Z)/20:1(11Z)/20:1(13Z))	CL(10:0/14:1(11Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-40-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-36-34-32-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,25,28-29,31,67-69,74H,5-10,12-14,16-24,26-27,30,32-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,28-25-,31-29-/t67-,68+,69+/m0/s1	XQSZEWSRTSHXAK-SWIHLWCTSA-N	1346.925277			MMDBc0035172
BASm0021974	CL(10:0/14:1(11Z)/20:1(11Z)/22:0)	CL(10:0/14:1(11Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-35-32-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,30,32,69-71,76H,5-10,12-14,16-29,31,33-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,32-30-/t69-,70+,71+/m0/s1	QTKIQAORXHBDRF-NFLGBMSXSA-N	1376.972227			MMDBc0035173
BASm0021975	CL(10:0/14:1(11Z)/20:1(11Z)/22:1(11Z))	CL(10:0/14:1(11Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-35-32-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,30,32-34,69-71,76H,5-10,12-14,16-29,31,35-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,32-30-,34-33-/t69-,70+,71+/m0/s1	ACNNAJPSCAWWFM-OASKHCKCSA-N	1374.956577			MMDBc0035174
BASm0021976	CL(10:0/14:1(11Z)/20:1(11Z)/22:1(9Z))	CL(10:0/14:1(11Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-35-32-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,30,32,36,38,69-71,76H,5-10,12-14,16-29,31,33-35,37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,32-30-,38-36-/t69-,70+,71+/m0/s1	XSYOLORTJOJELW-XJFLTVIDSA-N	1374.956577			MMDBc0035175
BASm0021977	CL(10:0/14:1(11Z)/20:1(11Z)/24:0)	CL(10:0/14:1(11Z)/20:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,30,32,71-73,78H,5-10,12-14,16-29,31,33-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,32-30-/t71-,72+,73+/m0/s1	AOVUWJGOBHJQAK-MOEUBHQZSA-N	1405.003527			MMDBc0035176
BASm0021978	CL(10:0/14:1(11Z)/20:1(11Z)/24:1(11Z))	CL(10:0/14:1(11Z)/20:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,30,32,35-36,71-73,78H,5-10,12-14,16-29,31,33-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,32-30-,36-35-/t71-,72+,73+/m0/s1	SDWSCEILOGTVPP-KRSBRNGOSA-N	1402.987877			MMDBc0035177
BASm0021979	CL(10:0/14:1(11Z)/20:1(11Z)/24:1(9Z))	CL(10:0/14:1(11Z)/20:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,30,32,38,40,71-73,78H,5-10,12-14,16-29,31,33-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,32-30-,40-38-/t71-,72+,73+/m0/s1	JAHNBWQPPODCEC-MWDHQBHYSA-N	1402.987877			MMDBc0035178
BASm0021980	CL(10:0/14:1(11Z)/20:1(11Z)/26:0)	CL(10:0/14:1(11Z)/20:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,30,32,73-75,80H,5-10,12-14,16-29,31,33-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,32-30-/t73-,74+,75+/m0/s1	UKAGCMQAWVWEKQ-ZECOTVJHSA-N	1433.034827			MMDBc0035179
BASm0021981	CL(10:0/14:1(11Z)/20:1(11Z)/26:1(11Z))	CL(10:0/14:1(11Z)/20:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,30,32,36-37,73-75,80H,5-10,12-14,16-29,31,33-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,32-30-,37-36-/t73-,74+,75+/m0/s1	ONFDXVAGOROZHV-XGKJDBNKSA-N	1431.019177			MMDBc0035180
BASm0021982	CL(10:0/14:1(11Z)/20:1(11Z)/26:1(9Z))	CL(10:0/14:1(11Z)/20:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-41-43-45-48-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-47-44-42-40-32-30-28-25-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-20-16-12-8-4)96-79(84)66-62-58-54-50-46-26-23-19-15-11-7-3/h11,15,30,32,39,41,74-76,81H,5-10,12-14,16-29,31,33-38,40,42-73H2,1-4H3,(H,86,87)(H,88,89)/b15-11-,32-30-,41-39-/t74-,75+,76+/m0/s1	WJRSDFXGSLMVOF-KRCZXZCSSA-N	1445.034827			MMDBc0035181
BASm0021983	CL(10:0/14:1(11Z)/20:1(11Z)/28:0)	CL(10:0/14:1(11Z)/20:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(11Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,30,32,75-77,82H,5-10,12-14,16-29,31,33-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,32-30-/t75-,76+,77+/m0/s1	YMQXPXZSYRASDP-NYZHZIACSA-N	1461.066127			MMDBc0035182
BASm0021984	CL(10:0/14:1(11Z)/20:1(11Z)/28:1(11Z))	CL(10:0/14:1(11Z)/20:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(11Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,30,32,38-39,75-77,82H,5-10,12-14,16-29,31,33-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,32-30-,39-38-/t75-,76+,77+/m0/s1	HHFMWVOMIFVZJM-TUCBCPKZSA-N	1459.050477			MMDBc0035183
BASm0021985	CL(10:0/14:1(11Z)/20:1(11Z)/28:1(9Z))	CL(10:0/14:1(11Z)/20:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(11Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,30,32,40,42,75-77,82H,5-10,12-14,16-29,31,33-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,32-30-,42-40-/t75-,76+,77+/m0/s1	QYZRSGJJENLFPM-XJBXANTHSA-N	1459.050477			MMDBc0035184
BASm0021986	CL(10:0/14:1(11Z)/20:1(13Z)/20:1(11Z))	CL(10:0/14:1(11Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(13Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-40-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-36-34-32-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,24,27,30,32,67-69,74H,5-10,12-14,16-23,25-26,28-29,31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,27-24-,32-30-/t67-,68+,69+/m0/s1	NVOYQPXAXRVVSO-XYDBDYMESA-N	1346.925277			MMDBc0035185
BASm0021987	CL(10:0/14:1(11Z)/20:1(13Z)/20:1(13Z))	CL(10:0/14:1(11Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(13Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-40-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-36-34-32-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h11,15,24-25,27-28,67-69,74H,5-10,12-14,16-23,26,29-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,27-24-,28-25-/t67-,68+,69+/m0/s1	OFBDBQPKSVNWEG-OWKRILQRSA-N	1346.925277			MMDBc0035186
BASm0021988	CL(10:0/14:1(11Z)/20:1(13Z)/22:0)	CL(10:0/14:1(11Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(13Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-35-32-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,25,28,69-71,76H,5-10,12-14,16-24,26-27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,28-25-/t69-,70+,71+/m0/s1	YNHQHJBIZPIQJO-YJJXQYOISA-N	1376.972227			MMDBc0035187
BASm0021989	CL(10:0/14:1(11Z)/20:1(13Z)/22:1(11Z))	CL(10:0/14:1(11Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(13Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-35-32-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,25,28,33-34,69-71,76H,5-10,12-14,16-24,26-27,29-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,28-25-,34-33-/t69-,70+,71+/m0/s1	HBFCYPXETJLHMN-URZHNUIRSA-N	1374.956577			MMDBc0035188
BASm0021990	CL(10:0/14:1(11Z)/20:1(13Z)/22:1(9Z))	CL(10:0/14:1(11Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(13Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-35-32-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h11,15,25,28,36,38,69-71,76H,5-10,12-14,16-24,26-27,29-35,37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,28-25-,38-36-/t69-,70+,71+/m0/s1	GPWVCHHTWPLXHF-LMRDZWBMSA-N	1374.956577			MMDBc0035189
BASm0021991	CL(10:0/14:1(11Z)/20:1(13Z)/24:0)	CL(10:0/14:1(11Z)/20:1(13Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(13Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,25,28,71-73,78H,5-10,12-14,16-24,26-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,28-25-/t71-,72+,73+/m0/s1	PEUADTQLGWRLQZ-JRLUKJCOSA-N	1405.003527			MMDBc0035190
BASm0021992	CL(10:0/14:1(11Z)/20:1(13Z)/24:1(11Z))	CL(10:0/14:1(11Z)/20:1(13Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(13Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,25,28,35-36,71-73,78H,5-10,12-14,16-24,26-27,29-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,28-25-,36-35-/t71-,72+,73+/m0/s1	LILSBHGPRBOWNJ-OQCMZCJKSA-N	1402.987877			MMDBc0035191
BASm0021993	CL(10:0/14:1(11Z)/20:1(13Z)/24:1(9Z))	CL(10:0/14:1(11Z)/20:1(13Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(13Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,25,28,38,40,71-73,78H,5-10,12-14,16-24,26-27,29-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,28-25-,40-38-/t71-,72+,73+/m0/s1	DWTSXLAVUIJGAM-HDQBVBEPSA-N	1402.987877			MMDBc0035192
BASm0021994	CL(10:0/14:1(11Z)/20:1(13Z)/26:0)	CL(10:0/14:1(11Z)/20:1(13Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(13Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,25,28,73-75,80H,5-10,12-14,16-24,26-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,28-25-/t73-,74+,75+/m0/s1	KXXHLAYCGKIYIG-IGSVATAKSA-N	1433.034827			MMDBc0035193
BASm0021995	CL(10:0/14:1(11Z)/20:1(13Z)/26:1(11Z))	CL(10:0/14:1(11Z)/20:1(13Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(13Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,25,28,36-37,73-75,80H,5-10,12-14,16-24,26-27,29-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,28-25-,37-36-/t73-,74+,75+/m0/s1	CBSBZERSLOIXJV-FZSIRLKTSA-N	1431.019177			MMDBc0035194
BASm0021996	CL(10:0/14:1(11Z)/20:1(13Z)/26:1(9Z))	CL(10:0/14:1(11Z)/20:1(13Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(13Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-41-43-45-48-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-47-44-42-40-32-30-28-25-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-20-16-12-8-4)96-79(84)66-62-58-54-50-46-26-23-19-15-11-7-3/h11,15,25,28,39,41,74-76,81H,5-10,12-14,16-24,26-27,29-38,40,42-73H2,1-4H3,(H,86,87)(H,88,89)/b15-11-,28-25-,41-39-/t74-,75+,76+/m0/s1	IEOWDUPARWMYPH-YMNSLWSMSA-N	1445.034827			MMDBc0035195
BASm0021997	CL(10:0/14:1(11Z)/20:1(13Z)/28:0)	CL(10:0/14:1(11Z)/20:1(13Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(13Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,25,28,75-77,82H,5-10,12-14,16-24,26-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,28-25-/t75-,76+,77+/m0/s1	AJRFCVARBFPSST-UQSOPFPFSA-N	1461.066127			MMDBc0035196
BASm0021998	CL(10:0/14:1(11Z)/20:1(13Z)/28:1(11Z))	CL(10:0/14:1(11Z)/20:1(13Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(13Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,25,28,38-39,75-77,82H,5-10,12-14,16-24,26-27,29-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,28-25-,39-38-/t75-,76+,77+/m0/s1	JSMXHRKZBVBISH-HWYCOISMSA-N	1459.050477			MMDBc0035197
BASm0021999	CL(10:0/14:1(11Z)/20:1(13Z)/28:1(9Z))	CL(10:0/14:1(11Z)/20:1(13Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/20:1(13Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,25,28,40,42,75-77,82H,5-10,12-14,16-24,26-27,29-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,28-25-,42-40-/t75-,76+,77+/m0/s1	SKOKZZMJIMLWOO-CVXHCPSYSA-N	1459.050477			MMDBc0035198
BASm0022000	CL(10:0/14:1(11Z)/22:0/22:0)	CL(10:0/14:1(11Z)/22:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/22:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of docosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-44-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,71-73,78H,5-10,12-14,16-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-/t71-,72+,73+/m0/s1	XJWLJQYFYSBLRW-GXDFKQKASA-N	1407.019177			MMDBc0035199
BASm0022001	CL(10:0/14:1(11Z)/22:0/22:1(11Z))	CL(10:0/14:1(11Z)/22:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/22:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-44-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,34,36,71-73,78H,5-10,12-14,16-33,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,36-34-/t71-,72+,73+/m0/s1	GWZMUBGPJMSAGR-WHKPHVGZSA-N	1405.003527			MMDBc0035200
BASm0022002	CL(10:0/14:1(11Z)/22:0/22:1(9Z))	CL(10:0/14:1(11Z)/22:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/22:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-44-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,38,40,71-73,78H,5-10,12-14,16-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,40-38-/t71-,72+,73+/m0/s1	XCPSPKAOVMQEKM-XNCBGQTHSA-N	1405.003527			MMDBc0035201
BASm0022003	CL(10:0/14:1(11Z)/22:0/24:0)	CL(10:0/14:1(11Z)/22:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/22:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,73-75,80H,5-10,12-14,16-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-/t73-,74+,75+/m0/s1	UTRQRULVQVKSKB-ZBXANSRZSA-N	1435.050477			MMDBc0035202
BASm0022004	CL(10:0/14:1(11Z)/22:0/24:1(11Z))	CL(10:0/14:1(11Z)/22:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/22:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,36,38,73-75,80H,5-10,12-14,16-35,37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,38-36-/t73-,74+,75+/m0/s1	AVGKOQOITAXNFX-JDRWVHGXSA-N	1433.034827			MMDBc0035203
BASm0022005	CL(10:0/14:1(11Z)/22:0/24:1(9Z))	CL(10:0/14:1(11Z)/22:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/22:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,40,42,73-75,80H,5-10,12-14,16-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,42-40-/t73-,74+,75+/m0/s1	UDOARCJRDYOVKG-WMEYXJGTSA-N	1433.034827			MMDBc0035204
BASm0022006	CL(10:0/14:1(11Z)/22:0/26:0)	CL(10:0/14:1(11Z)/22:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/22:0/26:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,75-77,82H,5-10,12-14,16-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-/t75-,76+,77+/m0/s1	HCJVYTHWUIECDR-PBPROHKQSA-N	1463.081778			MMDBc0035205
BASm0022007	CL(10:0/14:1(11Z)/22:0/26:1(11Z))	CL(10:0/14:1(11Z)/22:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/22:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,37-38,75-77,82H,5-10,12-14,16-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,38-37-/t75-,76+,77+/m0/s1	GGYCJBBYPLKXBO-JVZPHRKVSA-N	1461.066127			MMDBc0035206
BASm0022008	CL(10:0/14:1(11Z)/22:0/26:1(9Z))	CL(10:0/14:1(11Z)/22:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/22:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-37-38-39-41-43-45-47-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-49-46-44-42-40-34-32-30-28-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-52-48-26-23-19-15-11-7-3/h11,15,41,43,76-78,83H,5-10,12-14,16-40,42,44-75H2,1-4H3,(H,88,89)(H,90,91)/b15-11-,43-41-/t76-,77+,78+/m0/s1	GSIRSZGUBSLLQW-MIGDQNNBSA-N	1475.081778			MMDBc0035207
BASm0022009	CL(10:0/14:1(11Z)/22:1(11Z)/22:1(11Z))	CL(10:0/14:1(11Z)/22:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/22:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of (11Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-44-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,33-36,71-73,78H,5-10,12-14,16-32,37-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,35-33-,36-34-/t71-,72+,73+/m0/s1	UOSSSYGXLLWKDQ-MDYAPEJJSA-N	1402.987877			MMDBc0035208
BASm0022010	CL(10:0/14:1(11Z)/22:1(11Z)/22:1(9Z))	CL(10:0/14:1(11Z)/22:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/22:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-44-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,33,35,38,40,71-73,78H,5-10,12-14,16-32,34,36-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,35-33-,40-38-/t71-,72+,73+/m0/s1	GNUMPQMZLSJREL-SSYQEXGJSA-N	1402.987877			MMDBc0035209
BASm0022011	CL(10:0/14:1(11Z)/22:1(11Z)/24:0)	CL(10:0/14:1(11Z)/22:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/22:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,34,37,73-75,80H,5-10,12-14,16-33,35-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,37-34-/t73-,74+,75+/m0/s1	YFNPLCNQTYERTD-WSWPZGALSA-N	1433.034827			MMDBc0035210
BASm0022012	CL(10:0/14:1(11Z)/22:1(11Z)/24:1(11Z))	CL(10:0/14:1(11Z)/22:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/22:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,34,36-38,73-75,80H,5-10,12-14,16-33,35,39-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,37-34-,38-36-/t73-,74+,75+/m0/s1	HVKZGENGIJUJAU-XFVASISLSA-N	1431.019177			MMDBc0035211
BASm0022013	CL(10:0/14:1(11Z)/22:1(11Z)/24:1(9Z))	CL(10:0/14:1(11Z)/22:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/22:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,34,37,40,42,73-75,80H,5-10,12-14,16-33,35-36,38-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,37-34-,42-40-/t73-,74+,75+/m0/s1	HEDJEDXPDIBRPW-JUYDRRGVSA-N	1431.019177			MMDBc0035212
BASm0022014	CL(10:0/14:1(11Z)/22:1(11Z)/26:0)	CL(10:0/14:1(11Z)/22:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/22:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,34,39,75-77,82H,5-10,12-14,16-33,35-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,39-34-/t75-,76+,77+/m0/s1	SYNIASHLYCFNFN-SAZPHUGUSA-N	1461.066127			MMDBc0035213
BASm0022015	CL(10:0/14:1(11Z)/22:1(11Z)/26:1(11Z))	CL(10:0/14:1(11Z)/22:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/22:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,34,37-39,75-77,82H,5-10,12-14,16-33,35-36,40-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,38-37-,39-34-/t75-,76+,77+/m0/s1	GICZCSINZYNUDR-GCZOREQVSA-N	1459.050477			MMDBc0035214
BASm0022016	CL(10:0/14:1(11Z)/22:1(11Z)/26:1(9Z))	CL(10:0/14:1(11Z)/22:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/22:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-37-38-39-41-43-45-47-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-49-46-44-42-40-34-32-30-28-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-52-48-26-23-19-15-11-7-3/h11,15,34,40-41,43,76-78,83H,5-10,12-14,16-33,35-39,42,44-75H2,1-4H3,(H,88,89)(H,90,91)/b15-11-,40-34-,43-41-/t76-,77+,78+/m0/s1	PIXJCXGSVFGERB-MIUGHBTQSA-N	1473.066127			MMDBc0035215
BASm0022017	CL(10:0/14:1(11Z)/22:1(9Z)/22:1(11Z))	CL(10:0/14:1(11Z)/22:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/22:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-44-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,34,36-37,39,71-73,78H,5-10,12-14,16-33,35,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,36-34-,39-37-/t71-,72+,73+/m0/s1	ICNAKPLNGWCAOD-KZNPSJSMSA-N	1402.987877			MMDBc0035216
BASm0022018	CL(10:0/14:1(11Z)/22:1(9Z)/22:1(9Z))	CL(10:0/14:1(11Z)/22:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/22:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of (9Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-44-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h11,15,37-40,71-73,78H,5-10,12-14,16-36,41-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,39-37-,40-38-/t71-,72+,73+/m0/s1	AMNMBOIRKQZSCD-NITVNHMSSA-N	1402.987877			MMDBc0035217
BASm0022019	CL(10:0/14:1(11Z)/22:1(9Z)/24:0)	CL(10:0/14:1(11Z)/22:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/22:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,39,41,73-75,80H,5-10,12-14,16-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,41-39-/t73-,74+,75+/m0/s1	ULRROUKFPQNTGP-GFNIHDEESA-N	1433.034827			MMDBc0035218
BASm0022020	CL(10:0/14:1(11Z)/22:1(9Z)/24:1(11Z))	CL(10:0/14:1(11Z)/22:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/22:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,36,38-39,41,73-75,80H,5-10,12-14,16-35,37,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,38-36-,41-39-/t73-,74+,75+/m0/s1	UZRALDXWJHWKEH-ZMUGPBFTSA-N	1431.019177			MMDBc0035219
BASm0022021	CL(10:0/14:1(11Z)/22:1(9Z)/24:1(9Z))	CL(10:0/14:1(11Z)/22:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/22:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,39-42,73-75,80H,5-10,12-14,16-38,43-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,41-39-,42-40-/t73-,74+,75+/m0/s1	PKXPGJXHEBKUDW-NLJKNUBYSA-N	1431.019177			MMDBc0035220
BASm0022022	CL(10:0/14:1(11Z)/22:1(9Z)/26:0)	CL(10:0/14:1(11Z)/22:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/22:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,41,43,75-77,82H,5-10,12-14,16-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,43-41-/t75-,76+,77+/m0/s1	PLUSBMHLAWBGFX-FULZNUDHSA-N	1461.066127			MMDBc0035221
BASm0022023	CL(10:0/14:1(11Z)/22:1(9Z)/26:1(11Z))	CL(10:0/14:1(11Z)/22:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/22:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,37-38,41,43,75-77,82H,5-10,12-14,16-36,39-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,38-37-,43-41-/t75-,76+,77+/m0/s1	OTEMPRPOUKZNQU-CMUIUEIXSA-N	1459.050477			MMDBc0035222
BASm0022024	CL(10:0/14:1(11Z)/22:1(9Z)/26:1(9Z))	CL(10:0/14:1(11Z)/22:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/22:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-37-38-39-41-43-45-47-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-49-46-44-42-40-34-32-30-28-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-52-48-26-23-19-15-11-7-3/h11,15,41-44,76-78,83H,5-10,12-14,16-40,45-75H2,1-4H3,(H,88,89)(H,90,91)/b15-11-,43-41-,44-42-/t76-,77+,78+/m0/s1	LDUPHIBBBXGHKR-PQPVARHYSA-N	1473.066127			MMDBc0035223
BASm0022025	CL(10:0/14:1(11Z)/23:1(11Z)/23:1(11Z))	CL(10:0/14:1(11Z)/23:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/23:1(11Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of 11Z-tricosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-46-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,35-38,73-75,80H,5-10,12-14,16-34,39-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,37-35-,38-36-/t73-,74+,75+/m0/s1	YIJURFBUTDBBOX-DBHRAGSRSA-N	1431.019177			MMDBc0035224
BASm0022026	CL(10:0/14:1(11Z)/23:1(11Z)/23:1(9Z))	CL(10:0/14:1(11Z)/23:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/23:1(11Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-46-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,35,37,40,42,73-75,80H,5-10,12-14,16-34,36,38-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,37-35-,42-40-/t73-,74+,75+/m0/s1	JWXQCPLEMJYHMD-ATCZVHOOSA-N	1431.019177			MMDBc0035225
BASm0022027	CL(10:0/14:1(11Z)/23:1(11Z)/25:0)	CL(10:0/14:1(11Z)/23:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/23:1(11Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,36,39,75-77,82H,5-10,12-14,16-35,37-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,39-36-/t75-,76+,77+/m0/s1	SNYSGIRKEYUKBC-MYGHRAHGSA-N	1461.066127			MMDBc0035226
BASm0022028	CL(10:0/14:1(11Z)/23:1(11Z)/25:1(11Z))	CL(10:0/14:1(11Z)/23:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/23:1(11Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,36,38-40,75-77,82H,5-10,12-14,16-35,37,41-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,39-36-,40-38-/t75-,76+,77+/m0/s1	IBTNFKXCLQDBPG-HXNBICDDSA-N	1459.050477			MMDBc0035227
BASm0022029	CL(10:0/14:1(11Z)/23:1(11Z)/25:1(9Z))	CL(10:0/14:1(11Z)/23:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/23:1(11Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,36,39,42,44,75-77,82H,5-10,12-14,16-35,37-38,40-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,39-36-,44-42-/t75-,76+,77+/m0/s1	ZAOHGIDMWBPTEX-ZOZHKUCGSA-N	1459.050477			MMDBc0035228
BASm0022030	CL(10:0/14:1(11Z)/23:1(9Z)/23:1(11Z))	CL(10:0/14:1(11Z)/23:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/23:1(9Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-46-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,36,38-39,41,73-75,80H,5-10,12-14,16-35,37,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,38-36-,41-39-/t73-,74+,75+/m0/s1	RVNXNJJYIFFEIJ-ZMUGPBFTSA-N	1431.019177			MMDBc0035229
BASm0022031	CL(10:0/14:1(11Z)/23:1(9Z)/23:1(9Z))	CL(10:0/14:1(11Z)/23:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/23:1(9Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of 9Z-tricosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-46-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h11,15,39-42,73-75,80H,5-10,12-14,16-38,43-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,41-39-,42-40-/t73-,74+,75+/m0/s1	JSERMOIVHBYNMS-NLJKNUBYSA-N	1431.019177			MMDBc0035230
BASm0022032	CL(10:0/14:1(11Z)/23:1(9Z)/25:0)	CL(10:0/14:1(11Z)/23:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/23:1(9Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,41,43,75-77,82H,5-10,12-14,16-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,43-41-/t75-,76+,77+/m0/s1	OJVJMNJJQVFSGS-FULZNUDHSA-N	1461.066127			MMDBc0035231
BASm0022033	CL(10:0/14:1(11Z)/23:1(9Z)/25:1(11Z))	CL(10:0/14:1(11Z)/23:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/23:1(9Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,38,40-41,43,75-77,82H,5-10,12-14,16-37,39,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,40-38-,43-41-/t75-,76+,77+/m0/s1	FCGSQAUMCKBFDA-JHMXLYLRSA-N	1459.050477			MMDBc0035232
BASm0022034	CL(10:0/14:1(11Z)/23:1(9Z)/25:1(9Z))	CL(10:0/14:1(11Z)/23:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/23:1(9Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,41-44,75-77,82H,5-10,12-14,16-40,45-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,43-41-,44-42-/t75-,76+,77+/m0/s1	YYHRCDGFIYSUKR-COZFDZNTSA-N	1459.050477			MMDBc0035233
BASm0022035	CL(10:0/14:1(11Z)/24:0/24:0)	CL(10:0/14:1(11Z)/24:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/24:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of tetracosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-45-48-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,75-77,82H,5-10,12-14,16-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-/t75-,76+,77+/m0/s1	JDNJMXLLVIHACN-PBPROHKQSA-N	1463.081778			MMDBc0035234
BASm0022036	CL(10:0/14:1(11Z)/24:1(11Z)/24:0)	CL(10:0/14:1(11Z)/24:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/24:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetracosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-45-48-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,37,39,75-77,82H,5-10,12-14,16-36,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,39-37-/t75-,76+,77+/m0/s1	YKAFGOVYDFITKC-HIFJMKFFSA-N	1461.066127			MMDBc0035235
BASm0022037	CL(10:0/14:1(11Z)/24:1(11Z)/24:1(11Z))	CL(10:0/14:1(11Z)/24:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/24:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of (11Z-tetracosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-45-48-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,37-40,75-77,82H,5-10,12-14,16-36,41-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,39-37-,40-38-/t75-,76+,77+/m0/s1	ZRRQBOYKYIVMKX-PCPSGFOESA-N	1459.050477			MMDBc0035236
BASm0022038	CL(10:0/14:1(11Z)/24:1(11Z)/24:1(9Z))	CL(10:0/14:1(11Z)/24:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/24:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetracosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-45-48-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,37,39,42,44,75-77,82H,5-10,12-14,16-36,38,40-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,39-37-,44-42-/t75-,76+,77+/m0/s1	ZSBSDPVVCCTUAP-NKVLLDPFSA-N	1459.050477			MMDBc0035237
BASm0022039	CL(10:0/14:1(11Z)/24:1(9Z)/24:0)	CL(10:0/14:1(11Z)/24:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/24:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetracosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-45-48-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,41,43,75-77,82H,5-10,12-14,16-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,43-41-/t75-,76+,77+/m0/s1	KJIMNBKOQZTTAI-FULZNUDHSA-N	1461.066127			MMDBc0035238
BASm0022040	CL(10:0/14:1(11Z)/24:1(9Z)/24:1(11Z))	CL(10:0/14:1(11Z)/24:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/24:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetracosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-45-48-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,38,40-41,43,75-77,82H,5-10,12-14,16-37,39,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,40-38-,43-41-/t75-,76+,77+/m0/s1	FQNNGDSMTDJJGF-JHMXLYLRSA-N	1459.050477			MMDBc0035239
BASm0022041	CL(10:0/14:1(11Z)/24:1(9Z)/24:1(9Z))	CL(10:0/14:1(11Z)/24:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(11Z)/24:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of (9Z-tetracosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-45-48-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h11,15,41-44,75-77,82H,5-10,12-14,16-40,45-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,43-41-,44-42-/t75-,76+,77+/m0/s1	DSBKJZIUSPDCQM-COZFDZNTSA-N	1459.050477			MMDBc0035240
BASm0022042	CL(10:0/14:1(9Z)/14:1(11Z)/22:0)	CL(10:0/14:1(9Z)/14:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/14:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-26-23-19-15-11-7-3/h10,14,19,23,63-65,70H,5-9,11-13,15-18,20-22,24-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,23-19-/t63-,64+,65+/m0/s1	OADWCFYJDAOCMV-DPOXFEQNSA-N	1292.878327			MMDBc0035241
BASm0022043	CL(10:0/14:1(9Z)/14:1(11Z)/22:1(11Z))	CL(10:0/14:1(9Z)/14:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/14:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-26-23-19-15-11-7-3/h10,14,19,23,30-31,63-65,70H,5-9,11-13,15-18,20-22,24-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,23-19-,31-30-/t63-,64+,65+/m0/s1	PFFMKMNVOFXOKL-XLWYXBDFSA-N	1290.862677			MMDBc0035242
BASm0022044	CL(10:0/14:1(9Z)/14:1(11Z)/22:1(9Z))	CL(10:0/14:1(9Z)/14:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/14:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-26-23-19-15-11-7-3/h10,14,19,23,32-33,63-65,70H,5-9,11-13,15-18,20-22,24-31,34-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,23-19-,33-32-/t63-,64+,65+/m0/s1	CGWGDTWSBAYYFP-ZALFBHDUSA-N	1290.862677			MMDBc0035243
BASm0022045	CL(10:0/14:1(9Z)/14:1(11Z)/24:0)	CL(10:0/14:1(9Z)/14:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/14:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-26-23-19-15-11-7-3/h10,14,19,23,65-67,72H,5-9,11-13,15-18,20-22,24-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,23-19-/t65-,66+,67+/m0/s1	RVJQSHXAXVUCQI-ULAATVQKSA-N	1320.909627			MMDBc0035244
BASm0022046	CL(10:0/14:1(9Z)/14:1(11Z)/24:1(11Z))	CL(10:0/14:1(9Z)/14:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/14:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-26-23-19-15-11-7-3/h10,14,19,23,32-33,65-67,72H,5-9,11-13,15-18,20-22,24-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,23-19-,33-32-/t65-,66+,67+/m0/s1	FEEHJJHIQTVNDL-VXFYMXQNSA-N	1318.893977			MMDBc0035245
BASm0022047	CL(10:0/14:1(9Z)/14:1(11Z)/24:1(9Z))	CL(10:0/14:1(9Z)/14:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/14:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-26-23-19-15-11-7-3/h10,14,19,23,34-35,65-67,72H,5-9,11-13,15-18,20-22,24-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,23-19-,35-34-/t65-,66+,67+/m0/s1	WQMQPAIVQHHRDT-QHKYRMBVSA-N	1318.893977			MMDBc0035246
BASm0022048	CL(10:0/14:1(9Z)/14:1(11Z)/26:0)	CL(10:0/14:1(9Z)/14:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/14:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-26-23-19-15-11-7-3/h10,14,19,23,67-69,74H,5-9,11-13,15-18,20-22,24-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,23-19-/t67-,68+,69+/m0/s1	NBAXTZFOFMVNHU-GIRXIBGRSA-N	1348.940927			MMDBc0035247
BASm0022049	CL(10:0/14:1(9Z)/14:1(11Z)/26:1(11Z))	CL(10:0/14:1(9Z)/14:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/14:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-26-23-19-15-11-7-3/h10,14,19,23,33-34,67-69,74H,5-9,11-13,15-18,20-22,24-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,23-19-,34-33-/t67-,68+,69+/m0/s1	AZWSPZXOLQLXHG-OHKNGVDUSA-N	1346.925277			MMDBc0035248
BASm0022050	CL(10:0/14:1(9Z)/14:1(11Z)/26:1(9Z))	CL(10:0/14:1(9Z)/14:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/14:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-42-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-40-25-22-18-14-10-6-2)67-89-93(82,83)87-63-68(75)62-86-92(80,81)88-66-69(64-84-71(76)58-54-50-46-20-16-12-8-4)90-73(78)60-56-52-48-44-41-26-23-19-15-11-7-3/h10,14,19,23,36-37,68-70,75H,5-9,11-13,15-18,20-22,24-35,38-67H2,1-4H3,(H,80,81)(H,82,83)/b14-10-,23-19-,37-36-/t68-,69+,70+/m0/s1	IHYWJSQSWQZQRK-QDYQFVGZSA-N	1360.940927			MMDBc0035249
BASm0022051	CL(10:0/14:1(9Z)/14:1(11Z)/28:0)	CL(10:0/14:1(9Z)/14:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/14:1(11Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-26-23-19-15-11-7-3/h10,14,19,23,69-71,76H,5-9,11-13,15-18,20-22,24-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-,23-19-/t69-,70+,71+/m0/s1	VJQHDRJGVMHZJM-QFUBZMEUSA-N	1376.972227			MMDBc0035250
BASm0022052	CL(10:0/14:1(9Z)/14:1(11Z)/28:1(11Z))	CL(10:0/14:1(9Z)/14:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/14:1(11Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-26-23-19-15-11-7-3/h10,14,19,23,35-36,69-71,76H,5-9,11-13,15-18,20-22,24-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-,23-19-,36-35-/t69-,70+,71+/m0/s1	YEHSBLRAMPWUID-BAVQHOGKSA-N	1374.956577			MMDBc0035251
BASm0022053	CL(10:0/14:1(9Z)/14:1(11Z)/28:1(9Z))	CL(10:0/14:1(9Z)/14:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/14:1(11Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-26-23-19-15-11-7-3/h10,14,19,23,37-38,69-71,76H,5-9,11-13,15-18,20-22,24-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-,23-19-,38-37-/t69-,70+,71+/m0/s1	DOCXUYLPDYGERW-RCHPXATJSA-N	1374.956577			MMDBc0035252
BASm0022054	CL(10:0/14:1(9Z)/14:1(11Z)/30:0)	CL(10:0/14:1(9Z)/14:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/14:1(11Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-26-23-19-15-11-7-3/h10,14,19,23,71-73,78H,5-9,11-13,15-18,20-22,24-70H2,1-4H3,(H,83,84)(H,85,86)/b14-10-,23-19-/t71-,72+,73+/m0/s1	BGZMAYDOCFLNPD-MFTXCQLPSA-N	1405.003527			MMDBc0035253
BASm0022055	CL(10:0/14:1(9Z)/14:1(9Z)/22:0)	CL(10:0/14:1(9Z)/14:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/14:1(9Z)/22:0) contains one chain of decanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-26-23-19-15-11-7-3/h18-19,22-23,63-65,70H,5-17,20-21,24-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,23-19-/t63-,64+,65+/m0/s1	QZRWIYXVFWVRCT-LNUJKKLZSA-N	1292.878327			MMDBc0035254
BASm0022056	CL(10:0/14:1(9Z)/14:1(9Z)/22:1(11Z))	CL(10:0/14:1(9Z)/14:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/14:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-26-23-19-15-11-7-3/h18-19,22-23,30-31,63-65,70H,5-17,20-21,24-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,23-19-,31-30-/t63-,64+,65+/m0/s1	CXJYCEDIRDIZFK-HCXRQRNSSA-N	1290.862677			MMDBc0035255
BASm0022057	CL(10:0/14:1(9Z)/14:1(9Z)/22:1(9Z))	CL(10:0/14:1(9Z)/14:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/14:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-26-23-19-15-11-7-3/h18-19,22-23,32-33,63-65,70H,5-17,20-21,24-31,34-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,23-19-,33-32-/t63-,64+,65+/m0/s1	NBTGJKKPYVKDLQ-QHJYBQPQSA-N	1290.862677			MMDBc0035256
BASm0022058	CL(10:0/14:1(9Z)/14:1(9Z)/24:0)	CL(10:0/14:1(9Z)/14:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/14:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-26-23-19-15-11-7-3/h18-19,22-23,65-67,72H,5-17,20-21,24-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,23-19-/t65-,66+,67+/m0/s1	ONPFZJGVYKIITK-IZMWRDGTSA-N	1320.909627			MMDBc0035257
BASm0022059	CL(10:0/14:1(9Z)/14:1(9Z)/24:1(11Z))	CL(10:0/14:1(9Z)/14:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/14:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-26-23-19-15-11-7-3/h18-19,22-23,32-33,65-67,72H,5-17,20-21,24-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,23-19-,33-32-/t65-,66+,67+/m0/s1	PVDMGLMAGABOBB-HVPGQDJGSA-N	1318.893977			MMDBc0035258
BASm0022060	CL(10:0/14:1(9Z)/14:1(9Z)/24:1(9Z))	CL(10:0/14:1(9Z)/14:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/14:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-26-23-19-15-11-7-3/h18-19,22-23,34-35,65-67,72H,5-17,20-21,24-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,23-19-,35-34-/t65-,66+,67+/m0/s1	OZFPALGMZGIPTM-QMUDMYTMSA-N	1318.893977			MMDBc0035259
BASm0022061	CL(10:0/14:1(9Z)/14:1(9Z)/26:0)	CL(10:0/14:1(9Z)/14:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/14:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-26-23-19-15-11-7-3/h18-19,22-23,67-69,74H,5-17,20-21,24-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-/t67-,68+,69+/m0/s1	CAUJTILXCCFXHH-HPJUKGFUSA-N	1348.940927			MMDBc0035260
BASm0022062	CL(10:0/14:1(9Z)/14:1(9Z)/26:1(11Z))	CL(10:0/14:1(9Z)/14:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/14:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-26-23-19-15-11-7-3/h18-19,22-23,33-34,67-69,74H,5-17,20-21,24-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-,34-33-/t67-,68+,69+/m0/s1	OJRUUWGCCPLTDR-WCZXVVFPSA-N	1346.925277			MMDBc0035261
BASm0022063	CL(10:0/14:1(9Z)/14:1(9Z)/26:1(9Z))	CL(10:0/14:1(9Z)/14:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/14:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C74H138O17P2	InChI=1S/C74H138O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-42-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-40-25-22-18-14-10-6-2)67-89-93(82,83)87-63-68(75)62-86-92(80,81)88-66-69(64-84-71(76)58-54-50-46-20-16-12-8-4)90-73(78)60-56-52-48-44-41-26-23-19-15-11-7-3/h18-19,22-23,36-37,68-70,75H,5-17,20-21,24-35,38-67H2,1-4H3,(H,80,81)(H,82,83)/b22-18-,23-19-,37-36-/t68-,69+,70+/m0/s1	KMRHAAKPQVOJCG-QQHIGWHMSA-N	1360.940927			MMDBc0035262
BASm0022064	CL(10:0/14:1(9Z)/14:1(9Z)/28:0)	CL(10:0/14:1(9Z)/14:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/14:1(9Z)/28:0) contains one chain of decanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-26-23-19-15-11-7-3/h18-19,22-23,69-71,76H,5-17,20-21,24-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-/t69-,70+,71+/m0/s1	LRXDSDYYWRYJKZ-IVZVZYDDSA-N	1376.972227			MMDBc0035263
BASm0022065	CL(10:0/14:1(9Z)/14:1(9Z)/28:1(11Z))	CL(10:0/14:1(9Z)/14:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/14:1(9Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-26-23-19-15-11-7-3/h18-19,22-23,35-36,69-71,76H,5-17,20-21,24-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-,36-35-/t69-,70+,71+/m0/s1	WPKKTXLFFXPQPL-WFZSBQOMSA-N	1374.956577			MMDBc0035264
BASm0022066	CL(10:0/14:1(9Z)/14:1(9Z)/28:1(9Z))	CL(10:0/14:1(9Z)/14:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/14:1(9Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-26-23-19-15-11-7-3/h18-19,22-23,37-38,69-71,76H,5-17,20-21,24-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-,38-37-/t69-,70+,71+/m0/s1	JLJSHLBHSXKNQQ-AROBCJMPSA-N	1374.956577			MMDBc0035265
BASm0022067	CL(10:0/14:1(9Z)/14:1(9Z)/30:0)	CL(10:0/14:1(9Z)/14:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/14:1(9Z)/30:0) contains one chain of decanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-28-29-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-26-23-19-15-11-7-3/h18-19,22-23,71-73,78H,5-17,20-21,24-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-/t71-,72+,73+/m0/s1	SEZGUEXHFRJZQU-URDZZWCISA-N	1405.003527			MMDBc0035266
BASm0022068	CL(10:0/14:1(9Z)/15:0/23:1(11Z))	CL(10:0/14:1(9Z)/15:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/15:0/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h19,23,32-33,65-67,72H,5-18,20-22,24-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,33-32-/t65-,66+,67+/m0/s1	CFXUBIFIZIBZSI-UZBYUEGNSA-N	1320.909627			MMDBc0035267
BASm0022069	CL(10:0/14:1(9Z)/15:0/23:1(9Z))	CL(10:0/14:1(9Z)/15:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/15:0/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h19,23,34-35,65-67,72H,5-18,20-22,24-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,35-34-/t65-,66+,67+/m0/s1	JPJMFUWKRIELPY-LJJIWINOSA-N	1320.909627			MMDBc0035268
BASm0022070	CL(10:0/14:1(9Z)/15:0/25:0)	CL(10:0/14:1(9Z)/15:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/15:0/25:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,23,67-69,74H,5-18,20-22,24-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-/t67-,68+,69+/m0/s1	KMMCPSAPDMFLEU-IQQHFVMZSA-N	1350.956577			MMDBc0035269
BASm0022071	CL(10:0/14:1(9Z)/15:0/25:1(11Z))	CL(10:0/14:1(9Z)/15:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/15:0/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,23,34-35,67-69,74H,5-18,20-22,24-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,35-34-/t67-,68+,69+/m0/s1	MIWHEHBCMQWPFT-WIFIYACZSA-N	1348.940927			MMDBc0035270
BASm0022072	CL(10:0/14:1(9Z)/15:0/25:1(9Z))	CL(10:0/14:1(9Z)/15:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/15:0/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,23,36-37,67-69,74H,5-18,20-22,24-35,38-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,37-36-/t67-,68+,69+/m0/s1	PPTIAVDGIAMZPM-ZWSCYSDPSA-N	1348.940927			MMDBc0035271
BASm0022073	CL(10:0/14:1(9Z)/15:0/27:0)	CL(10:0/14:1(9Z)/15:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/15:0/27:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,23,69-71,76H,5-18,20-22,24-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-/t69-,70+,71+/m0/s1	FBIXLPHRABIIQU-UBSICRRMSA-N	1378.987877			MMDBc0035272
BASm0022074	CL(10:0/14:1(9Z)/15:0/27:1(11Z))	CL(10:0/14:1(9Z)/15:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/15:0/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,23,36-37,69-71,76H,5-18,20-22,24-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,37-36-/t69-,70+,71+/m0/s1	MUYNYAKANZNOMT-GIYGNKGASA-N	1376.972227			MMDBc0035273
BASm0022075	CL(10:0/14:1(9Z)/15:0/27:1(9Z))	CL(10:0/14:1(9Z)/15:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/15:0/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,23,38-39,69-71,76H,5-18,20-22,24-37,40-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,39-38-/t69-,70+,71+/m0/s1	KSQYBHIFCVJXCV-CNPFTLOQSA-N	1376.972227			MMDBc0035274
BASm0022076	CL(10:0/14:1(9Z)/15:0/29:0)	CL(10:0/14:1(9Z)/15:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/15:0/29:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,71-73,78H,5-18,20-22,24-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-/t71-,72+,73+/m0/s1	SBMGGDRSHYQZOS-HOIREUNFSA-N	1407.019177			MMDBc0035275
BASm0022077	CL(10:0/14:1(9Z)/15:1(11Z)/23:1(11Z))	CL(10:0/14:1(9Z)/15:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/15:1(11Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h14,18-19,23,32-33,65-67,72H,5-13,15-17,20-22,24-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,23-19-,33-32-/t65-,66+,67+/m0/s1	YGWOWYJNEYDWGQ-MXMSVLHVSA-N	1318.893977			MMDBc0035276
BASm0022078	CL(10:0/14:1(9Z)/15:1(11Z)/23:1(9Z))	CL(10:0/14:1(9Z)/15:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/15:1(11Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h14,18-19,23,34-35,65-67,72H,5-13,15-17,20-22,24-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,23-19-,35-34-/t65-,66+,67+/m0/s1	DJHGLWFADVCBLP-BYKHDHSWSA-N	1318.893977			MMDBc0035277
BASm0022079	CL(10:0/14:1(9Z)/15:1(11Z)/25:0)	CL(10:0/14:1(9Z)/15:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/15:1(11Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h14,18-19,23,67-69,74H,5-13,15-17,20-22,24-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,23-19-/t67-,68+,69+/m0/s1	OPNZEGUMJNEGQO-LASFKGCOSA-N	1348.940927			MMDBc0035278
BASm0022080	CL(10:0/14:1(9Z)/15:1(11Z)/25:1(11Z))	CL(10:0/14:1(9Z)/15:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/15:1(11Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h14,18-19,23,34-35,67-69,74H,5-13,15-17,20-22,24-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,23-19-,35-34-/t67-,68+,69+/m0/s1	JPTSDPZHMFWPFG-QXEYBGHYSA-N	1346.925277			MMDBc0035279
BASm0022081	CL(10:0/14:1(9Z)/15:1(11Z)/25:1(9Z))	CL(10:0/14:1(9Z)/15:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/15:1(11Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h14,18-19,23,36-37,67-69,74H,5-13,15-17,20-22,24-35,38-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,23-19-,37-36-/t67-,68+,69+/m0/s1	KHBBJDIEHRIOMW-KDRCTJEISA-N	1346.925277			MMDBc0035280
BASm0022082	CL(10:0/14:1(9Z)/15:1(11Z)/27:0)	CL(10:0/14:1(9Z)/15:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/15:1(11Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h14,18-19,23,69-71,76H,5-13,15-17,20-22,24-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,23-19-/t69-,70+,71+/m0/s1	JDJMMZMCZPPODQ-KBQBLJSNSA-N	1376.972227			MMDBc0035281
BASm0022083	CL(10:0/14:1(9Z)/15:1(11Z)/27:1(11Z))	CL(10:0/14:1(9Z)/15:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/15:1(11Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h14,18-19,23,36-37,69-71,76H,5-13,15-17,20-22,24-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,23-19-,37-36-/t69-,70+,71+/m0/s1	LIOIKDHRFAADHH-JONWVDKWSA-N	1374.956577			MMDBc0035282
BASm0022084	CL(10:0/14:1(9Z)/15:1(11Z)/27:1(9Z))	CL(10:0/14:1(9Z)/15:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/15:1(11Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h14,18-19,23,38-39,69-71,76H,5-13,15-17,20-22,24-37,40-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,23-19-,39-38-/t69-,70+,71+/m0/s1	OFIOLYDFADITPR-NAPPGTIFSA-N	1374.956577			MMDBc0035283
BASm0022085	CL(10:0/14:1(9Z)/15:1(11Z)/29:0)	CL(10:0/14:1(9Z)/15:1(11Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/15:1(11Z)/29:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h14,18-19,23,71-73,78H,5-13,15-17,20-22,24-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,23-19-/t71-,72+,73+/m0/s1	MFTLIYURBJJHPG-RQGNYJJGSA-N	1405.003527			MMDBc0035284
BASm0022086	CL(10:0/14:1(9Z)/15:1(9Z)/23:1(11Z))	CL(10:0/14:1(9Z)/15:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/15:1(9Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h19,22-23,25,32-33,65-67,72H,5-18,20-21,24,26-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,25-22-,33-32-/t65-,66+,67+/m0/s1	SJFHVATUNFVMMV-XLLCKJAYSA-N	1318.893977			MMDBc0035285
BASm0022087	CL(10:0/14:1(9Z)/15:1(9Z)/23:1(9Z))	CL(10:0/14:1(9Z)/15:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/15:1(9Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h19,22-23,25,34-35,65-67,72H,5-18,20-21,24,26-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,25-22-,35-34-/t65-,66+,67+/m0/s1	PWYTZDDBLGFKNQ-UWUXNHHPSA-N	1318.893977			MMDBc0035286
BASm0022088	CL(10:0/14:1(9Z)/15:1(9Z)/25:0)	CL(10:0/14:1(9Z)/15:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/15:1(9Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,22-23,25,67-69,74H,5-18,20-21,24,26-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,25-22-/t67-,68+,69+/m0/s1	ASBBQHQGLPQQRA-HOLPTYLASA-N	1348.940927			MMDBc0035287
BASm0022089	CL(10:0/14:1(9Z)/15:1(9Z)/25:1(11Z))	CL(10:0/14:1(9Z)/15:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/15:1(9Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,22-23,25,34-35,67-69,74H,5-18,20-21,24,26-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,25-22-,35-34-/t67-,68+,69+/m0/s1	KTNBXORHFZOHMS-DILOBFPUSA-N	1346.925277			MMDBc0035288
BASm0022090	CL(10:0/14:1(9Z)/15:1(9Z)/25:1(9Z))	CL(10:0/14:1(9Z)/15:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/15:1(9Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,22-23,25,36-37,67-69,74H,5-18,20-21,24,26-35,38-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,25-22-,37-36-/t67-,68+,69+/m0/s1	QEXSOVNCURIMJM-ARXNXCIISA-N	1346.925277			MMDBc0035289
BASm0022091	CL(10:0/14:1(9Z)/15:1(9Z)/27:0)	CL(10:0/14:1(9Z)/15:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/15:1(9Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,22-23,25,69-71,76H,5-18,20-21,24,26-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,25-22-/t69-,70+,71+/m0/s1	XMJSYTXXOGTIQG-ZGTOLIPCSA-N	1376.972227			MMDBc0035290
BASm0022092	CL(10:0/14:1(9Z)/15:1(9Z)/27:1(11Z))	CL(10:0/14:1(9Z)/15:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/15:1(9Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,22-23,25,36-37,69-71,76H,5-18,20-21,24,26-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,25-22-,37-36-/t69-,70+,71+/m0/s1	NMADFGGUDWONFO-UQWAQCTGSA-N	1374.956577			MMDBc0035291
BASm0022093	CL(10:0/14:1(9Z)/15:1(9Z)/27:1(9Z))	CL(10:0/14:1(9Z)/15:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/15:1(9Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,22-23,25,38-39,69-71,76H,5-18,20-21,24,26-37,40-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,25-22-,39-38-/t69-,70+,71+/m0/s1	NVGFXRWTYJUPAW-ZYJMNGGQSA-N	1374.956577			MMDBc0035292
BASm0022094	CL(10:0/14:1(9Z)/15:1(9Z)/29:0)	CL(10:0/14:1(9Z)/15:1(9Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/15:1(9Z)/29:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,22-23,25,71-73,78H,5-18,20-21,24,26-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,25-22-/t71-,72+,73+/m0/s1	QEPZWANVLZHPDY-GYTZASRKSA-N	1405.003527			MMDBc0035293
BASm0022095	CL(10:0/14:1(9Z)/16:0/20:0)	CL(10:0/14:1(9Z)/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:0/20:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-36-33-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h19,23,63-65,70H,5-18,20-22,24-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-/t63-,64+,65+/m0/s1	NIWNQCBASZKUTR-DHXLXWKCSA-N	1294.893977			MMDBc0035294
BASm0022096	CL(10:0/14:1(9Z)/16:0/20:1(11Z))	CL(10:0/14:1(9Z)/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:0/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-36-33-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h19,23,29-30,63-65,70H,5-18,20-22,24-28,31-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,30-29-/t63-,64+,65+/m0/s1	CQSBOPPFIYILPG-JHDMWYNSSA-N	1292.878327			MMDBc0035295
BASm0022097	CL(10:0/14:1(9Z)/16:0/20:1(13Z))	CL(10:0/14:1(9Z)/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:0/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-36-33-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h19,23-24,27,63-65,70H,5-18,20-22,25-26,28-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,27-24-/t63-,64+,65+/m0/s1	OQFXPAMVTXLTKB-AFGLKUSTSA-N	1292.878327			MMDBc0035296
BASm0022098	CL(10:0/14:1(9Z)/16:0/22:0)	CL(10:0/14:1(9Z)/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h19,23,65-67,72H,5-18,20-22,24-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-/t65-,66+,67+/m0/s1	IVJCLQPHEJLCHB-QKONNDDHSA-N	1322.925277			MMDBc0035297
BASm0022099	CL(10:0/14:1(9Z)/16:0/22:1(11Z))	CL(10:0/14:1(9Z)/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h19,23,31-32,65-67,72H,5-18,20-22,24-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,32-31-/t65-,66+,67+/m0/s1	KOZKFLOEEMCYCI-VLGVBHNMSA-N	1320.909627			MMDBc0035298
BASm0022100	CL(10:0/14:1(9Z)/16:0/22:1(9Z))	CL(10:0/14:1(9Z)/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h19,23,33-34,65-67,72H,5-18,20-22,24-32,35-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,34-33-/t65-,66+,67+/m0/s1	WPIREMXLSJYXLQ-GOECMKQVSA-N	1320.909627			MMDBc0035299
BASm0022101	CL(10:0/14:1(9Z)/16:0/24:0)	CL(10:0/14:1(9Z)/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,23,67-69,74H,5-18,20-22,24-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-/t67-,68+,69+/m0/s1	SKOBIHPSGDCDBO-IQQHFVMZSA-N	1350.956577			MMDBc0035300
BASm0022102	CL(10:0/14:1(9Z)/16:0/24:1(11Z))	CL(10:0/14:1(9Z)/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,23,33-34,67-69,74H,5-18,20-22,24-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,34-33-/t67-,68+,69+/m0/s1	NCRBYZQYIRXDBW-NCKOZCDRSA-N	1348.940927			MMDBc0035301
BASm0022103	CL(10:0/14:1(9Z)/16:0/24:1(9Z))	CL(10:0/14:1(9Z)/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,23,35-36,67-69,74H,5-18,20-22,24-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,36-35-/t67-,68+,69+/m0/s1	NTCREJWWODWARW-KRSDGOFXSA-N	1348.940927			MMDBc0035302
BASm0022104	CL(10:0/14:1(9Z)/16:0/26:0)	CL(10:0/14:1(9Z)/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:0/26:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,23,69-71,76H,5-18,20-22,24-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-/t69-,70+,71+/m0/s1	GKADYKHQHIXTBF-UBSICRRMSA-N	1378.987877			MMDBc0035303
BASm0022105	CL(10:0/14:1(9Z)/16:0/26:1(11Z))	CL(10:0/14:1(9Z)/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,23,34-35,69-71,76H,5-18,20-22,24-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,35-34-/t69-,70+,71+/m0/s1	SCUZLFRNLIAZEX-YUEFWGSYSA-N	1376.972227			MMDBc0035304
BASm0022106	CL(10:0/14:1(9Z)/16:0/26:1(9Z))	CL(10:0/14:1(9Z)/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C76H144O17P2	InChI=1S/C76H144O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-41-44-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-43-40-28-25-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(66-86-73(78)60-56-52-48-20-16-12-8-4)92-75(80)62-58-54-50-46-42-26-23-19-15-11-7-3/h19,23,37-38,70-72,77H,5-18,20-22,24-36,39-69H2,1-4H3,(H,82,83)(H,84,85)/b23-19-,38-37-/t70-,71+,72+/m0/s1	NHXREGAEFUSGSL-XHWSCIFESA-N	1390.987877			MMDBc0035305
BASm0022107	CL(10:0/14:1(9Z)/16:0/28:0)	CL(10:0/14:1(9Z)/16:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:0/28:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,71-73,78H,5-18,20-22,24-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-/t71-,72+,73+/m0/s1	UDHOWTGVJKRRDC-HOIREUNFSA-N	1407.019177			MMDBc0035306
BASm0022108	CL(10:0/14:1(9Z)/16:0/28:1(11Z))	CL(10:0/14:1(9Z)/16:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:0/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,36-37,71-73,78H,5-18,20-22,24-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,37-36-/t71-,72+,73+/m0/s1	VOQZMMRAQDJXAL-VVSMKFHZSA-N	1405.003527			MMDBc0035307
BASm0022109	CL(10:0/14:1(9Z)/16:0/28:1(9Z))	CL(10:0/14:1(9Z)/16:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:0/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,38-39,71-73,78H,5-18,20-22,24-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,39-38-/t71-,72+,73+/m0/s1	PVZRJAQREKSJNG-YYMDAXHPSA-N	1405.003527			MMDBc0035308
BASm0022110	CL(10:0/14:1(9Z)/16:0/30:0)	CL(10:0/14:1(9Z)/16:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:0/30:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-41-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,73-75,80H,5-18,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-/t73-,74+,75+/m0/s1	LNGSJOGIJHDWON-KACDVLJISA-N	1435.050477			MMDBc0035309
BASm0022111	CL(10:0/14:1(9Z)/16:1(11Z)/20:0)	CL(10:0/14:1(9Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(11Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-36-33-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h18-19,22-23,63-65,70H,5-17,20-21,24-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,23-19-/t63-,64+,65+/m0/s1	AGEQJYIDYDNWID-LNUJKKLZSA-N	1292.878327			MMDBc0035310
BASm0022112	CL(10:0/14:1(9Z)/16:1(11Z)/20:1(11Z))	CL(10:0/14:1(9Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-36-33-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h18-19,22-23,29-30,63-65,70H,5-17,20-21,24-28,31-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,23-19-,30-29-/t63-,64+,65+/m0/s1	HBVLCDXEDHLCGO-DRIJTIFOSA-N	1290.862677			MMDBc0035311
BASm0022113	CL(10:0/14:1(9Z)/16:1(11Z)/20:1(13Z))	CL(10:0/14:1(9Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-36-33-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h18-19,22-24,27,63-65,70H,5-17,20-21,25-26,28-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,23-19-,27-24-/t63-,64+,65+/m0/s1	QSZWWSNFWFTBBY-MSVUTCDQSA-N	1290.862677			MMDBc0035312
BASm0022114	CL(10:0/14:1(9Z)/16:1(11Z)/22:0)	CL(10:0/14:1(9Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h18-19,22-23,65-67,72H,5-17,20-21,24-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,23-19-/t65-,66+,67+/m0/s1	FHUYVGPFDJVJBN-IZMWRDGTSA-N	1320.909627			MMDBc0035313
BASm0022115	CL(10:0/14:1(9Z)/16:1(11Z)/22:1(11Z))	CL(10:0/14:1(9Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h18-19,22-23,31-32,65-67,72H,5-17,20-21,24-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,23-19-,32-31-/t65-,66+,67+/m0/s1	QFIDGVYXOFNFNV-NABCMNOTSA-N	1318.893977			MMDBc0035314
BASm0022116	CL(10:0/14:1(9Z)/16:1(11Z)/22:1(9Z))	CL(10:0/14:1(9Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h18-19,22-23,33-34,65-67,72H,5-17,20-21,24-32,35-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,23-19-,34-33-/t65-,66+,67+/m0/s1	YCZQKQPJSSRAAO-LABWBEDNSA-N	1318.893977			MMDBc0035315
BASm0022117	CL(10:0/14:1(9Z)/16:1(11Z)/24:0)	CL(10:0/14:1(9Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h18-19,22-23,67-69,74H,5-17,20-21,24-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-/t67-,68+,69+/m0/s1	FSFSVFWEXQWWIK-HPJUKGFUSA-N	1348.940927			MMDBc0035316
BASm0022118	CL(10:0/14:1(9Z)/16:1(11Z)/24:1(11Z))	CL(10:0/14:1(9Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h18-19,22-23,33-34,67-69,74H,5-17,20-21,24-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-,34-33-/t67-,68+,69+/m0/s1	MEVUQTVMMVPHGH-WCZXVVFPSA-N	1346.925277			MMDBc0035317
BASm0022119	CL(10:0/14:1(9Z)/16:1(11Z)/24:1(9Z))	CL(10:0/14:1(9Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h18-19,22-23,35-36,67-69,74H,5-17,20-21,24-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-,36-35-/t67-,68+,69+/m0/s1	QFNNRUXHFRWRHC-JPWSXJDCSA-N	1346.925277			MMDBc0035318
BASm0022120	CL(10:0/14:1(9Z)/16:1(11Z)/26:0)	CL(10:0/14:1(9Z)/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h18-19,22-23,69-71,76H,5-17,20-21,24-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-/t69-,70+,71+/m0/s1	GRFZJXRWGRZRFR-IVZVZYDDSA-N	1376.972227			MMDBc0035319
BASm0022121	CL(10:0/14:1(9Z)/16:1(11Z)/26:1(11Z))	CL(10:0/14:1(9Z)/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h18-19,22-23,34-35,69-71,76H,5-17,20-21,24-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-,35-34-/t69-,70+,71+/m0/s1	YNGNGMQGJCHJAN-URUDSKOBSA-N	1374.956577			MMDBc0035320
BASm0022122	CL(10:0/14:1(9Z)/16:1(11Z)/26:1(9Z))	CL(10:0/14:1(9Z)/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-41-44-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-43-40-28-25-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(66-86-73(78)60-56-52-48-20-16-12-8-4)92-75(80)62-58-54-50-46-42-26-23-19-15-11-7-3/h18-19,22-23,37-38,70-72,77H,5-17,20-21,24-36,39-69H2,1-4H3,(H,82,83)(H,84,85)/b22-18-,23-19-,38-37-/t70-,71+,72+/m0/s1	VHPWFEQGOHQNBM-MQYIAPAZSA-N	1388.972227			MMDBc0035321
BASm0022123	CL(10:0/14:1(9Z)/16:1(11Z)/28:0)	CL(10:0/14:1(9Z)/16:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(11Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h18-19,22-23,71-73,78H,5-17,20-21,24-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-/t71-,72+,73+/m0/s1	YEATZRCPJQFGLS-URDZZWCISA-N	1405.003527			MMDBc0035322
BASm0022124	CL(10:0/14:1(9Z)/16:1(11Z)/28:1(11Z))	CL(10:0/14:1(9Z)/16:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(11Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h18-19,22-23,36-37,71-73,78H,5-17,20-21,24-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-,37-36-/t71-,72+,73+/m0/s1	DPOSAFSXBBIOTG-UJJAKDIGSA-N	1402.987877			MMDBc0035323
BASm0022125	CL(10:0/14:1(9Z)/16:1(11Z)/28:1(9Z))	CL(10:0/14:1(9Z)/16:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(11Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h18-19,22-23,38-39,71-73,78H,5-17,20-21,24-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-,39-38-/t71-,72+,73+/m0/s1	RXOXISCSPNVTJA-XFLRSXBZSA-N	1402.987877			MMDBc0035324
BASm0022126	CL(10:0/14:1(9Z)/16:1(11Z)/30:0)	CL(10:0/14:1(9Z)/16:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(11Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-41-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h18-19,22-23,73-75,80H,5-17,20-21,24-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-/t73-,74+,75+/m0/s1	ZHCYYLVXKCWKDT-DAHXTXSNSA-N	1433.034827			MMDBc0035325
BASm0022127	CL(10:0/14:1(9Z)/16:1(9Z)/20:0)	CL(10:0/14:1(9Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(9Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-36-33-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h19,23,25,28,63-65,70H,5-18,20-22,24,26-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,28-25-/t63-,64+,65+/m0/s1	URAQXJUFJZVPSY-VUDNFVGQSA-N	1292.878327			MMDBc0035326
BASm0022128	CL(10:0/14:1(9Z)/16:1(9Z)/20:1(11Z))	CL(10:0/14:1(9Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(9Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-36-33-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h19,23,25,28-30,63-65,70H,5-18,20-22,24,26-27,31-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,28-25-,30-29-/t63-,64+,65+/m0/s1	ZYBOVMOJAYGOGE-SWVITLHLSA-N	1290.862677			MMDBc0035327
BASm0022129	CL(10:0/14:1(9Z)/16:1(9Z)/20:1(13Z))	CL(10:0/14:1(9Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(9Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-36-33-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h19,23-25,27-28,63-65,70H,5-18,20-22,26,29-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,27-24-,28-25-/t63-,64+,65+/m0/s1	AQITUBUYGOJKRH-OKZWTEMYSA-N	1290.862677			MMDBc0035328
BASm0022130	CL(10:0/14:1(9Z)/16:1(9Z)/22:0)	CL(10:0/14:1(9Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(9Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h19,23,25,28,65-67,72H,5-18,20-22,24,26-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,28-25-/t65-,66+,67+/m0/s1	BTDPUESFLURCLK-OICKVTFGSA-N	1320.909627			MMDBc0035329
BASm0022131	CL(10:0/14:1(9Z)/16:1(9Z)/22:1(11Z))	CL(10:0/14:1(9Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h19,23,25,28,31-32,65-67,72H,5-18,20-22,24,26-27,29-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,28-25-,32-31-/t65-,66+,67+/m0/s1	ZLQZCHRMNMIZDK-VIAFUTQFSA-N	1318.893977			MMDBc0035330
BASm0022132	CL(10:0/14:1(9Z)/16:1(9Z)/22:1(9Z))	CL(10:0/14:1(9Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h19,23,25,28,33-34,65-67,72H,5-18,20-22,24,26-27,29-32,35-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,28-25-,34-33-/t65-,66+,67+/m0/s1	XHYKWCPPORXSRE-OBKVRGLESA-N	1318.893977			MMDBc0035331
BASm0022133	CL(10:0/14:1(9Z)/16:1(9Z)/24:0)	CL(10:0/14:1(9Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,23,25,28,67-69,74H,5-18,20-22,24,26-27,29-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,28-25-/t67-,68+,69+/m0/s1	PPBHWMHBJBMCLS-XLZFKQQXSA-N	1348.940927			MMDBc0035332
BASm0022134	CL(10:0/14:1(9Z)/16:1(9Z)/24:1(11Z))	CL(10:0/14:1(9Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,23,25,28,33-34,67-69,74H,5-18,20-22,24,26-27,29-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,28-25-,34-33-/t67-,68+,69+/m0/s1	WBDKOSGFWACOTB-IUNYKQROSA-N	1346.925277			MMDBc0035333
BASm0022135	CL(10:0/14:1(9Z)/16:1(9Z)/24:1(9Z))	CL(10:0/14:1(9Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,23,25,28,35-36,67-69,74H,5-18,20-22,24,26-27,29-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,28-25-,36-35-/t67-,68+,69+/m0/s1	KWHJBIUWSWYITM-VBCCVNMLSA-N	1346.925277			MMDBc0035334
BASm0022136	CL(10:0/14:1(9Z)/16:1(9Z)/26:0)	CL(10:0/14:1(9Z)/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,23,25,28,69-71,76H,5-18,20-22,24,26-27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,28-25-/t69-,70+,71+/m0/s1	KGMICIWXFGFMCU-DWYGXRRVSA-N	1376.972227			MMDBc0035335
BASm0022137	CL(10:0/14:1(9Z)/16:1(9Z)/26:1(11Z))	CL(10:0/14:1(9Z)/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,23,25,28,34-35,69-71,76H,5-18,20-22,24,26-27,29-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,28-25-,35-34-/t69-,70+,71+/m0/s1	JRQVQRIOLPPLIG-QZAOKWEXSA-N	1374.956577			MMDBc0035336
BASm0022138	CL(10:0/14:1(9Z)/16:1(9Z)/26:1(9Z))	CL(10:0/14:1(9Z)/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-41-44-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-43-40-28-25-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(66-86-73(78)60-56-52-48-20-16-12-8-4)92-75(80)62-58-54-50-46-42-26-23-19-15-11-7-3/h19,23,25,28,37-38,70-72,77H,5-18,20-22,24,26-27,29-36,39-69H2,1-4H3,(H,82,83)(H,84,85)/b23-19-,28-25-,38-37-/t70-,71+,72+/m0/s1	FLSOFLIMJCGRKS-RSBZQZJTSA-N	1388.972227			MMDBc0035337
BASm0022139	CL(10:0/14:1(9Z)/16:1(9Z)/28:0)	CL(10:0/14:1(9Z)/16:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(9Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,25,28,71-73,78H,5-18,20-22,24,26-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,28-25-/t71-,72+,73+/m0/s1	CPVKQMKHCKDHBT-RDMSDZIUSA-N	1405.003527			MMDBc0035338
BASm0022140	CL(10:0/14:1(9Z)/16:1(9Z)/28:1(11Z))	CL(10:0/14:1(9Z)/16:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(9Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,25,28,36-37,71-73,78H,5-18,20-22,24,26-27,29-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,28-25-,37-36-/t71-,72+,73+/m0/s1	CEEIWMVOVIEHMQ-GJIUFDHESA-N	1402.987877			MMDBc0035339
BASm0022141	CL(10:0/14:1(9Z)/16:1(9Z)/28:1(9Z))	CL(10:0/14:1(9Z)/16:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(9Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,25,28,38-39,71-73,78H,5-18,20-22,24,26-27,29-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,28-25-,39-38-/t71-,72+,73+/m0/s1	YGSGJBYQPPOLDL-PUVGXVNCSA-N	1402.987877			MMDBc0035340
BASm0022142	CL(10:0/14:1(9Z)/16:1(9Z)/30:0)	CL(10:0/14:1(9Z)/16:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/16:1(9Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-30-31-32-33-34-35-36-37-38-39-40-41-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,25,28,73-75,80H,5-18,20-22,24,26-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,28-25-/t73-,74+,75+/m0/s1	RSOILLNDLPHKOV-UKXCEQMPSA-N	1433.034827			MMDBc0035341
BASm0022143	CL(10:0/14:1(9Z)/18:0/18:0)	CL(10:0/14:1(9Z)/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:0/18:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-27-29-31-33-36-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-37-34-32-30-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h19,23,63-65,70H,5-18,20-22,24-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-/t63-,64+,65+/m0/s1	WWEFFTQQPSWXMS-DHXLXWKCSA-N	1294.893977			MMDBc0035342
BASm0022144	CL(10:0/14:1(9Z)/18:0/18:1(11Z))	CL(10:0/14:1(9Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:0/18:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-29-31-33-36-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-37-34-32-30-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h19,23,25,28,63-65,70H,5-18,20-22,24,26-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,28-25-/t63-,64+,65+/m0/s1	XXDNTFCLVZIZFM-VUDNFVGQSA-N	1292.878327			MMDBc0035343
BASm0022145	CL(10:0/14:1(9Z)/18:0/18:1(9Z))	CL(10:0/14:1(9Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:0/18:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-29-31-33-36-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-37-34-32-30-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h19,23,30,32,63-65,70H,5-18,20-22,24-29,31,33-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,32-30-/t63-,64+,65+/m0/s1	JXURCNGRCQNXIC-RFHHGKMASA-N	1292.878327			MMDBc0035344
BASm0022146	CL(10:0/14:1(9Z)/18:0/20:0)	CL(10:0/14:1(9Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:0/20:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-29-31-32-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-33-30-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h19,23,65-67,72H,5-18,20-22,24-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-/t65-,66+,67+/m0/s1	QHVKKHJVJUMKTQ-QKONNDDHSA-N	1322.925277			MMDBc0035345
BASm0022147	CL(10:0/14:1(9Z)/18:0/20:1(11Z))	CL(10:0/14:1(9Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:0/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-31-32-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-33-30-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h19,23,29,31,65-67,72H,5-18,20-22,24-28,30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,31-29-/t65-,66+,67+/m0/s1	ICCZGOQQPHQBBY-VRHUGUKYSA-N	1320.909627			MMDBc0035346
BASm0022148	CL(10:0/14:1(9Z)/18:0/20:1(13Z))	CL(10:0/14:1(9Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:0/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-31-32-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-33-30-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h19,23-24,27,65-67,72H,5-18,20-22,25-26,28-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,27-24-/t65-,66+,67+/m0/s1	GBJRNPBNHGRJJS-AGZZJDQNSA-N	1320.909627			MMDBc0035347
BASm0022149	CL(10:0/14:1(9Z)/18:0/22:0)	CL(10:0/14:1(9Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-35-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,23,67-69,74H,5-18,20-22,24-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-/t67-,68+,69+/m0/s1	ZOIWLANLALOOKF-IQQHFVMZSA-N	1350.956577			MMDBc0035348
BASm0022150	CL(10:0/14:1(9Z)/18:0/22:1(11Z))	CL(10:0/14:1(9Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-35-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,23,32-33,67-69,74H,5-18,20-22,24-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,33-32-/t67-,68+,69+/m0/s1	UGLFFVXFKKWALP-LOMOSAMBSA-N	1348.940927			MMDBc0035349
BASm0022151	CL(10:0/14:1(9Z)/18:0/22:1(9Z))	CL(10:0/14:1(9Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-35-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,23,34,36,67-69,74H,5-18,20-22,24-33,35,37-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,36-34-/t67-,68+,69+/m0/s1	HPGKYYRYTAVVGL-GVUPDOHESA-N	1348.940927			MMDBc0035350
BASm0022152	CL(10:0/14:1(9Z)/18:0/24:0)	CL(10:0/14:1(9Z)/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,23,69-71,76H,5-18,20-22,24-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-/t69-,70+,71+/m0/s1	UMLMDLFYAWASEW-UBSICRRMSA-N	1378.987877			MMDBc0035351
BASm0022153	CL(10:0/14:1(9Z)/18:0/24:1(11Z))	CL(10:0/14:1(9Z)/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,23,34-35,69-71,76H,5-18,20-22,24-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,35-34-/t69-,70+,71+/m0/s1	NNXCHIIXERKSKS-YUEFWGSYSA-N	1376.972227			MMDBc0035352
BASm0022154	CL(10:0/14:1(9Z)/18:0/24:1(9Z))	CL(10:0/14:1(9Z)/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,23,36,38,69-71,76H,5-18,20-22,24-35,37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,38-36-/t69-,70+,71+/m0/s1	NYOOCKBFSXUVLR-IHSLVKBJSA-N	1376.972227			MMDBc0035353
BASm0022155	CL(10:0/14:1(9Z)/18:0/26:0)	CL(10:0/14:1(9Z)/18:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:0/26:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,71-73,78H,5-18,20-22,24-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-/t71-,72+,73+/m0/s1	HDOLOCILVHRXKY-HOIREUNFSA-N	1407.019177			MMDBc0035354
BASm0022156	CL(10:0/14:1(9Z)/18:0/26:1(11Z))	CL(10:0/14:1(9Z)/18:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,35-36,71-73,78H,5-18,20-22,24-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,36-35-/t71-,72+,73+/m0/s1	ZTPVANUSIUWMCI-QJIQVBMJSA-N	1405.003527			MMDBc0035355
BASm0022157	CL(10:0/14:1(9Z)/18:0/26:1(9Z))	CL(10:0/14:1(9Z)/18:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C78H148O17P2	InChI=1S/C78H148O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-41-43-46-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-45-42-40-30-28-25-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-20-16-12-8-4)94-77(82)64-60-56-52-48-44-26-23-19-15-11-7-3/h19,23,38-39,72-74,79H,5-18,20-22,24-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b23-19-,39-38-/t72-,73+,74+/m0/s1	BICGSNGHAJABIE-PNBFVJTFSA-N	1419.019177			MMDBc0035356
BASm0022158	CL(10:0/14:1(9Z)/18:0/28:0)	CL(10:0/14:1(9Z)/18:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:0/28:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,73-75,80H,5-18,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-/t73-,74+,75+/m0/s1	WMMYIYIMPKLMNT-KACDVLJISA-N	1435.050477			MMDBc0035357
BASm0022159	CL(10:0/14:1(9Z)/18:0/28:1(11Z))	CL(10:0/14:1(9Z)/18:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:0/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,37-38,73-75,80H,5-18,20-22,24-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,38-37-/t73-,74+,75+/m0/s1	HGTJZNVQBRZLKN-RPOJLTNQSA-N	1433.034827			MMDBc0035358
BASm0022160	CL(10:0/14:1(9Z)/18:0/28:1(9Z))	CL(10:0/14:1(9Z)/18:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:0/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,39-40,73-75,80H,5-18,20-22,24-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,40-39-/t73-,74+,75+/m0/s1	CDYVLIKFCIFTPP-AGSOAOOLSA-N	1433.034827			MMDBc0035359
BASm0022161	CL(10:0/14:1(9Z)/18:0/30:0)	CL(10:0/14:1(9Z)/18:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:0/30:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-41-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,75-77,82H,5-18,20-22,24-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-/t75-,76+,77+/m0/s1	IMQWFLBFUJZYHG-ZMGHOTMQSA-N	1463.081778			MMDBc0035360
BASm0022162	CL(10:0/14:1(9Z)/18:1(11Z)/18:1(11Z))	CL(10:0/14:1(9Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(11Z)/18:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-29-31-33-36-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-37-34-32-30-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h19,23-25,27-28,63-65,70H,5-18,20-22,26,29-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,27-24-,28-25-/t63-,64+,65+/m0/s1	GELAXMIWBLJYHA-OKZWTEMYSA-N	1290.862677			MMDBc0035361
BASm0022163	CL(10:0/14:1(9Z)/18:1(11Z)/18:1(9Z))	CL(10:0/14:1(9Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(11Z)/18:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-29-31-33-36-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-37-34-32-30-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h19,23-24,27,30,32,63-65,70H,5-18,20-22,25-26,28-29,31,33-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,27-24-,32-30-/t63-,64+,65+/m0/s1	HVLFXJXQTYMGKH-QPTQJFOSSA-N	1290.862677			MMDBc0035362
BASm0022164	CL(10:0/14:1(9Z)/18:1(11Z)/20:0)	CL(10:0/14:1(9Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(11Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-31-32-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-33-30-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h19,23,25,28,65-67,72H,5-18,20-22,24,26-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,28-25-/t65-,66+,67+/m0/s1	JWPANFGPBQWFCH-OICKVTFGSA-N	1320.909627			MMDBc0035363
BASm0022165	CL(10:0/14:1(9Z)/18:1(11Z)/20:1(11Z))	CL(10:0/14:1(9Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-29-31-32-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-33-30-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h19,23,25,28-29,31,65-67,72H,5-18,20-22,24,26-27,30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,28-25-,31-29-/t65-,66+,67+/m0/s1	BGQSSGTYBHXTAH-ASBWNCQMSA-N	1318.893977			MMDBc0035364
BASm0022166	CL(10:0/14:1(9Z)/18:1(11Z)/20:1(13Z))	CL(10:0/14:1(9Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-29-31-32-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-33-30-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h19,23-25,27-28,65-67,72H,5-18,20-22,26,29-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,27-24-,28-25-/t65-,66+,67+/m0/s1	ZEQJOHCBZKOOCY-WNZNDGCTSA-N	1318.893977			MMDBc0035365
BASm0022167	CL(10:0/14:1(9Z)/18:1(11Z)/22:0)	CL(10:0/14:1(9Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-35-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,23,25,28,67-69,74H,5-18,20-22,24,26-27,29-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,28-25-/t67-,68+,69+/m0/s1	DKHBJAVCIFUVBN-XLZFKQQXSA-N	1348.940927			MMDBc0035366
BASm0022168	CL(10:0/14:1(9Z)/18:1(11Z)/22:1(11Z))	CL(10:0/14:1(9Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-35-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,23,25,28,32-33,67-69,74H,5-18,20-22,24,26-27,29-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,28-25-,33-32-/t67-,68+,69+/m0/s1	VZFCMEPFBULFKR-BJEPSHIBSA-N	1346.925277			MMDBc0035367
BASm0022169	CL(10:0/14:1(9Z)/18:1(11Z)/22:1(9Z))	CL(10:0/14:1(9Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-35-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,23,25,28,34,36,67-69,74H,5-18,20-22,24,26-27,29-33,35,37-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,28-25-,36-34-/t67-,68+,69+/m0/s1	TUDFVCJOQVGECL-DMIMCDCXSA-N	1346.925277			MMDBc0035368
BASm0022170	CL(10:0/14:1(9Z)/18:1(11Z)/24:0)	CL(10:0/14:1(9Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,23,25,28,69-71,76H,5-18,20-22,24,26-27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,28-25-/t69-,70+,71+/m0/s1	FPEAFVHSTLTRNR-DWYGXRRVSA-N	1376.972227			MMDBc0035369
BASm0022171	CL(10:0/14:1(9Z)/18:1(11Z)/24:1(11Z))	CL(10:0/14:1(9Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,23,25,28,34-35,69-71,76H,5-18,20-22,24,26-27,29-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,28-25-,35-34-/t69-,70+,71+/m0/s1	TXBQOSSISKOIOR-QZAOKWEXSA-N	1374.956577			MMDBc0035370
BASm0022172	CL(10:0/14:1(9Z)/18:1(11Z)/24:1(9Z))	CL(10:0/14:1(9Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,23,25,28,36,38,69-71,76H,5-18,20-22,24,26-27,29-35,37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,28-25-,38-36-/t69-,70+,71+/m0/s1	JOJRHQUCYNRXOM-PDLQJZSCSA-N	1374.956577			MMDBc0035371
BASm0022173	CL(10:0/14:1(9Z)/18:1(11Z)/26:0)	CL(10:0/14:1(9Z)/18:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,25,28,71-73,78H,5-18,20-22,24,26-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,28-25-/t71-,72+,73+/m0/s1	YVENWFGVFCVFSF-RDMSDZIUSA-N	1405.003527			MMDBc0035372
BASm0022174	CL(10:0/14:1(9Z)/18:1(11Z)/26:1(11Z))	CL(10:0/14:1(9Z)/18:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,25,28,35-36,71-73,78H,5-18,20-22,24,26-27,29-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,28-25-,36-35-/t71-,72+,73+/m0/s1	UKNFAABMXCOSAR-JHMXUZICSA-N	1402.987877			MMDBc0035373
BASm0022175	CL(10:0/14:1(9Z)/18:1(11Z)/26:1(9Z))	CL(10:0/14:1(9Z)/18:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-41-43-46-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-45-42-40-30-28-25-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-20-16-12-8-4)94-77(82)64-60-56-52-48-44-26-23-19-15-11-7-3/h19,23,25,28,38-39,72-74,79H,5-18,20-22,24,26-27,29-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b23-19-,28-25-,39-38-/t72-,73+,74+/m0/s1	PXRHLZPUHKTROS-SBIURZELSA-N	1417.003527			MMDBc0035374
BASm0022176	CL(10:0/14:1(9Z)/18:1(11Z)/28:0)	CL(10:0/14:1(9Z)/18:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(11Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,25,28,73-75,80H,5-18,20-22,24,26-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,28-25-/t73-,74+,75+/m0/s1	QUNJMDAAPALPEM-UKXCEQMPSA-N	1433.034827			MMDBc0035375
BASm0022177	CL(10:0/14:1(9Z)/18:1(11Z)/28:1(11Z))	CL(10:0/14:1(9Z)/18:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(11Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,25,28,37-38,73-75,80H,5-18,20-22,24,26-27,29-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,28-25-,38-37-/t73-,74+,75+/m0/s1	XQHNBPRUFKSPTC-KJVUGBBZSA-N	1431.019177			MMDBc0035376
BASm0022178	CL(10:0/14:1(9Z)/18:1(11Z)/28:1(9Z))	CL(10:0/14:1(9Z)/18:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(11Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,25,28,39-40,73-75,80H,5-18,20-22,24,26-27,29-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,28-25-,40-39-/t73-,74+,75+/m0/s1	WMCOKROXUYWOID-FLCZVOMASA-N	1431.019177			MMDBc0035377
BASm0022179	CL(10:0/14:1(9Z)/18:1(11Z)/30:0)	CL(10:0/14:1(9Z)/18:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(11Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-41-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,25,28,75-77,82H,5-18,20-22,24,26-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,28-25-/t75-,76+,77+/m0/s1	LGBZFUUBNKHYRL-XMLSTPOESA-N	1461.066127			MMDBc0035378
BASm0022180	CL(10:0/14:1(9Z)/18:1(9Z)/18:1(11Z))	CL(10:0/14:1(9Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(9Z)/18:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-29-31-33-36-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-37-34-32-30-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h19,23,25,28-29,31,63-65,70H,5-18,20-22,24,26-27,30,32-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,28-25-,31-29-/t63-,64+,65+/m0/s1	HNRWEIMOUPQDLM-UAUQWFNBSA-N	1290.862677			MMDBc0035379
BASm0022181	CL(10:0/14:1(9Z)/18:1(9Z)/18:1(9Z))	CL(10:0/14:1(9Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(9Z)/18:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-29-31-33-36-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-37-34-32-30-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-35-26-23-19-15-11-7-3/h19,23,29-32,63-65,70H,5-18,20-22,24-28,33-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,31-29-,32-30-/t63-,64+,65+/m0/s1	XVTDVJUZOXPHHG-WDUDXRBJSA-N	1290.862677			MMDBc0035380
BASm0022182	CL(10:0/14:1(9Z)/18:1(9Z)/20:0)	CL(10:0/14:1(9Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(9Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-29-31-32-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-33-30-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h19,23,30,33,65-67,72H,5-18,20-22,24-29,31-32,34-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,33-30-/t65-,66+,67+/m0/s1	PZEADCKGOGQXMV-NXZIPQKYSA-N	1320.909627			MMDBc0035381
BASm0022183	CL(10:0/14:1(9Z)/18:1(9Z)/20:1(11Z))	CL(10:0/14:1(9Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(9Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-29-31-32-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-33-30-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h19,23,29-31,33,65-67,72H,5-18,20-22,24-28,32,34-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,31-29-,33-30-/t65-,66+,67+/m0/s1	VJSLDSKMDSNPDP-MWEQNGBPSA-N	1318.893977			MMDBc0035382
BASm0022184	CL(10:0/14:1(9Z)/18:1(9Z)/20:1(13Z))	CL(10:0/14:1(9Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(9Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-29-31-32-34-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-38-35-33-30-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-37-26-23-19-15-11-7-3/h19,23-24,27,30,33,65-67,72H,5-18,20-22,25-26,28-29,31-32,34-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,27-24-,33-30-/t65-,66+,67+/m0/s1	SMXFLKKYSQENEQ-AGEKCBMOSA-N	1318.893977			MMDBc0035383
BASm0022185	CL(10:0/14:1(9Z)/18:1(9Z)/22:0)	CL(10:0/14:1(9Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(9Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-35-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,23,30,35,67-69,74H,5-18,20-22,24-29,31-34,36-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,35-30-/t67-,68+,69+/m0/s1	LBIZMDTTYZVMLQ-LYEBTHPASA-N	1348.940927			MMDBc0035384
BASm0022186	CL(10:0/14:1(9Z)/18:1(9Z)/22:1(11Z))	CL(10:0/14:1(9Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-35-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,23,30,32-33,35,67-69,74H,5-18,20-22,24-29,31,34,36-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,33-32-,35-30-/t67-,68+,69+/m0/s1	BONRDWZPWZHQSU-FGXZZXAJSA-N	1346.925277			MMDBc0035385
BASm0022187	CL(10:0/14:1(9Z)/18:1(9Z)/22:1(9Z))	CL(10:0/14:1(9Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-35-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,23,30,34-36,67-69,74H,5-18,20-22,24-29,31-33,37-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,35-30-,36-34-/t67-,68+,69+/m0/s1	NETNJZOGZKSOFZ-UJMLWDLOSA-N	1346.925277			MMDBc0035386
BASm0022188	CL(10:0/14:1(9Z)/18:1(9Z)/24:0)	CL(10:0/14:1(9Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,23,30,37,69-71,76H,5-18,20-22,24-29,31-36,38-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,37-30-/t69-,70+,71+/m0/s1	XCNPTOLFZPPWJB-YZVRGGQFSA-N	1376.972227			MMDBc0035387
BASm0022189	CL(10:0/14:1(9Z)/18:1(9Z)/24:1(11Z))	CL(10:0/14:1(9Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,23,30,34-35,37,69-71,76H,5-18,20-22,24-29,31-33,36,38-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,35-34-,37-30-/t69-,70+,71+/m0/s1	AIHLKIYBFXBUDE-LEJTWDGPSA-N	1374.956577			MMDBc0035388
BASm0022190	CL(10:0/14:1(9Z)/18:1(9Z)/24:1(9Z))	CL(10:0/14:1(9Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,23,30,36-38,69-71,76H,5-18,20-22,24-29,31-35,39-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,37-30-,38-36-/t69-,70+,71+/m0/s1	ZCRDUCFFMPSTHA-AMBFRUDNSA-N	1374.956577			MMDBc0035389
BASm0022191	CL(10:0/14:1(9Z)/18:1(9Z)/26:0)	CL(10:0/14:1(9Z)/18:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,30,39,71-73,78H,5-18,20-22,24-29,31-38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,39-30-/t71-,72+,73+/m0/s1	UTCMJLFAHJJHFW-JWJLQXHWSA-N	1405.003527			MMDBc0035390
BASm0022192	CL(10:0/14:1(9Z)/18:1(9Z)/26:1(11Z))	CL(10:0/14:1(9Z)/18:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,30,35-36,39,71-73,78H,5-18,20-22,24-29,31-34,37-38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,36-35-,39-30-/t71-,72+,73+/m0/s1	NEQCKJHTXWYVTP-FDQZQATCSA-N	1402.987877			MMDBc0035391
BASm0022193	CL(10:0/14:1(9Z)/18:1(9Z)/26:1(9Z))	CL(10:0/14:1(9Z)/18:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-41-43-46-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-45-42-40-30-28-25-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-20-16-12-8-4)94-77(82)64-60-56-52-48-44-26-23-19-15-11-7-3/h19,23,30,38-40,72-74,79H,5-18,20-22,24-29,31-37,41-71H2,1-4H3,(H,84,85)(H,86,87)/b23-19-,39-38-,40-30-/t72-,73+,74+/m0/s1	HBSWXPKYUQZVII-VLUCSTDASA-N	1417.003527			MMDBc0035392
BASm0022194	CL(10:0/14:1(9Z)/18:1(9Z)/28:0)	CL(10:0/14:1(9Z)/18:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(9Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,30,41,73-75,80H,5-18,20-22,24-29,31-40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,41-30-/t73-,74+,75+/m0/s1	LINCTEZLLYWGOY-MSIURCLQSA-N	1433.034827			MMDBc0035393
BASm0022195	CL(10:0/14:1(9Z)/18:1(9Z)/28:1(11Z))	CL(10:0/14:1(9Z)/18:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(9Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,30,37-38,41,73-75,80H,5-18,20-22,24-29,31-36,39-40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,38-37-,41-30-/t73-,74+,75+/m0/s1	FDQXVDRZPIBNSS-MZVKJWLESA-N	1431.019177			MMDBc0035394
BASm0022196	CL(10:0/14:1(9Z)/18:1(9Z)/28:1(9Z))	CL(10:0/14:1(9Z)/18:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(9Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,30,39-41,73-75,80H,5-18,20-22,24-29,31-38,42-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,40-39-,41-30-/t73-,74+,75+/m0/s1	NGZFORUURIGLOO-YUASOEFESA-N	1431.019177			MMDBc0035395
BASm0022197	CL(10:0/14:1(9Z)/18:1(9Z)/30:0)	CL(10:0/14:1(9Z)/18:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/18:1(9Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-32-33-34-35-36-37-38-39-40-41-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,30,43,75-77,82H,5-18,20-22,24-29,31-42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,43-30-/t75-,76+,77+/m0/s1	AQBNFFXIEQAYGM-BXPPWZNCSA-N	1461.066127			MMDBc0035396
BASm0022198	CL(10:0/14:1(9Z)/20:0/20:0)	CL(10:0/14:1(9Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:0/20:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-40-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-36-34-32-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,23,67-69,74H,5-18,20-22,24-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-/t67-,68+,69+/m0/s1	TVKPPDFJJVVNIF-IQQHFVMZSA-N	1350.956577			MMDBc0035397
BASm0022199	CL(10:0/14:1(9Z)/20:0/20:1(11Z))	CL(10:0/14:1(9Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:0/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-40-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-36-34-32-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,23,30,32,67-69,74H,5-18,20-22,24-29,31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,32-30-/t67-,68+,69+/m0/s1	WFNOCJQSMIVPAB-OGSKBMPESA-N	1348.940927			MMDBc0035398
BASm0022200	CL(10:0/14:1(9Z)/20:0/20:1(13Z))	CL(10:0/14:1(9Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:0/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-40-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-36-34-32-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,23,25,28,67-69,74H,5-18,20-22,24,26-27,29-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,28-25-/t67-,68+,69+/m0/s1	FANRWYISTANGTL-XLZFKQQXSA-N	1348.940927			MMDBc0035399
BASm0022201	CL(10:0/14:1(9Z)/20:0/22:0)	CL(10:0/14:1(9Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-35-32-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,23,69-71,76H,5-18,20-22,24-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-/t69-,70+,71+/m0/s1	PGPPJGZDXAZOOX-UBSICRRMSA-N	1378.987877			MMDBc0035400
BASm0022202	CL(10:0/14:1(9Z)/20:0/22:1(11Z))	CL(10:0/14:1(9Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-35-32-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,23,33-34,69-71,76H,5-18,20-22,24-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,34-33-/t69-,70+,71+/m0/s1	MSHJDVJYFKZCEC-IBTLMDDRSA-N	1376.972227			MMDBc0035401
BASm0022203	CL(10:0/14:1(9Z)/20:0/22:1(9Z))	CL(10:0/14:1(9Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-35-32-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,23,36,38,69-71,76H,5-18,20-22,24-35,37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,38-36-/t69-,70+,71+/m0/s1	BMFQGXIQHWESKR-IHSLVKBJSA-N	1376.972227			MMDBc0035402
BASm0022204	CL(10:0/14:1(9Z)/20:0/24:0)	CL(10:0/14:1(9Z)/20:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,71-73,78H,5-18,20-22,24-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-/t71-,72+,73+/m0/s1	JHGIQATUDCBLGJ-HOIREUNFSA-N	1407.019177			MMDBc0035403
BASm0022205	CL(10:0/14:1(9Z)/20:0/24:1(11Z))	CL(10:0/14:1(9Z)/20:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,35-36,71-73,78H,5-18,20-22,24-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,36-35-/t71-,72+,73+/m0/s1	MNIRLPHLVMBBPD-QJIQVBMJSA-N	1405.003527			MMDBc0035404
BASm0022206	CL(10:0/14:1(9Z)/20:0/24:1(9Z))	CL(10:0/14:1(9Z)/20:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,38,40,71-73,78H,5-18,20-22,24-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,40-38-/t71-,72+,73+/m0/s1	RCBCKXXGYLCNGW-OITKYSPFSA-N	1405.003527			MMDBc0035405
BASm0022207	CL(10:0/14:1(9Z)/20:0/26:0)	CL(10:0/14:1(9Z)/20:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:0/26:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,73-75,80H,5-18,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-/t73-,74+,75+/m0/s1	PDSWEULFEKXPHX-KACDVLJISA-N	1435.050477			MMDBc0035406
BASm0022208	CL(10:0/14:1(9Z)/20:0/26:1(11Z))	CL(10:0/14:1(9Z)/20:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,36-37,73-75,80H,5-18,20-22,24-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,37-36-/t73-,74+,75+/m0/s1	IJCCDUXQMKJIOW-FSBXGSOXSA-N	1433.034827			MMDBc0035407
BASm0022209	CL(10:0/14:1(9Z)/20:0/26:1(9Z))	CL(10:0/14:1(9Z)/20:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-41-43-45-48-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-47-44-42-40-32-30-28-25-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-20-16-12-8-4)96-79(84)66-62-58-54-50-46-26-23-19-15-11-7-3/h19,23,39,41,74-76,81H,5-18,20-22,24-38,40,42-73H2,1-4H3,(H,86,87)(H,88,89)/b23-19-,41-39-/t74-,75+,76+/m0/s1	XRVZNOKIHZUXNY-CZLMLESNSA-N	1447.050477			MMDBc0035408
BASm0022210	CL(10:0/14:1(9Z)/20:0/28:0)	CL(10:0/14:1(9Z)/20:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:0/28:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,75-77,82H,5-18,20-22,24-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-/t75-,76+,77+/m0/s1	ZPKQEAKWQUOXPO-ZMGHOTMQSA-N	1463.081778			MMDBc0035409
BASm0022211	CL(10:0/14:1(9Z)/20:0/28:1(11Z))	CL(10:0/14:1(9Z)/20:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:0/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,38-39,75-77,82H,5-18,20-22,24-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,39-38-/t75-,76+,77+/m0/s1	LDNZSYFEPFKKGB-GTJLWIKGSA-N	1461.066127			MMDBc0035410
BASm0022212	CL(10:0/14:1(9Z)/20:0/28:1(9Z))	CL(10:0/14:1(9Z)/20:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:0/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,40,42,75-77,82H,5-18,20-22,24-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,42-40-/t75-,76+,77+/m0/s1	WTGDXYWTLRVNQX-YZJNCSHSSA-N	1461.066127			MMDBc0035411
BASm0022213	CL(10:0/14:1(9Z)/20:1(11Z)/20:1(11Z))	CL(10:0/14:1(9Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-40-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-36-34-32-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,23,29-32,67-69,74H,5-18,20-22,24-28,33-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,31-29-,32-30-/t67-,68+,69+/m0/s1	QEBHIRCENHOFEE-ZAOITOTDSA-N	1346.925277			MMDBc0035412
BASm0022214	CL(10:0/14:1(9Z)/20:1(11Z)/20:1(13Z))	CL(10:0/14:1(9Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-40-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-36-34-32-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,23,25,28-29,31,67-69,74H,5-18,20-22,24,26-27,30,32-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,28-25-,31-29-/t67-,68+,69+/m0/s1	VAOULZDCMBIVBT-LMDHHTDSSA-N	1346.925277			MMDBc0035413
BASm0022215	CL(10:0/14:1(9Z)/20:1(11Z)/22:0)	CL(10:0/14:1(9Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-35-32-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,23,30,32,69-71,76H,5-18,20-22,24-29,31,33-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,32-30-/t69-,70+,71+/m0/s1	PPMBKZQWALCASV-YRTVBKGRSA-N	1376.972227			MMDBc0035414
BASm0022216	CL(10:0/14:1(9Z)/20:1(11Z)/22:1(11Z))	CL(10:0/14:1(9Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-35-32-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,23,30,32-34,69-71,76H,5-18,20-22,24-29,31,35-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,32-30-,34-33-/t69-,70+,71+/m0/s1	KFMQMIQWGSSDAS-VZTVAMJUSA-N	1374.956577			MMDBc0035415
BASm0022217	CL(10:0/14:1(9Z)/20:1(11Z)/22:1(9Z))	CL(10:0/14:1(9Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-35-32-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,23,30,32,36,38,69-71,76H,5-18,20-22,24-29,31,33-35,37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,32-30-,38-36-/t69-,70+,71+/m0/s1	XVMZBIPRTHTUHF-GLBQXMJWSA-N	1374.956577			MMDBc0035416
BASm0022218	CL(10:0/14:1(9Z)/20:1(11Z)/24:0)	CL(10:0/14:1(9Z)/20:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,30,32,71-73,78H,5-18,20-22,24-29,31,33-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,32-30-/t71-,72+,73+/m0/s1	LFQSAXNLZOSNHS-FLVRFFSYSA-N	1405.003527			MMDBc0035417
BASm0022219	CL(10:0/14:1(9Z)/20:1(11Z)/24:1(11Z))	CL(10:0/14:1(9Z)/20:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,30,32,35-36,71-73,78H,5-18,20-22,24-29,31,33-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,32-30-,36-35-/t71-,72+,73+/m0/s1	HTHGYPBJAZJYFI-BTPCYIDASA-N	1402.987877			MMDBc0035418
BASm0022220	CL(10:0/14:1(9Z)/20:1(11Z)/24:1(9Z))	CL(10:0/14:1(9Z)/20:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,30,32,38,40,71-73,78H,5-18,20-22,24-29,31,33-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,32-30-,40-38-/t71-,72+,73+/m0/s1	ODUMNQAMSRRCBR-XXJCOKAJSA-N	1402.987877			MMDBc0035419
BASm0022221	CL(10:0/14:1(9Z)/20:1(11Z)/26:0)	CL(10:0/14:1(9Z)/20:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,30,32,73-75,80H,5-18,20-22,24-29,31,33-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,32-30-/t73-,74+,75+/m0/s1	BBBQZXBTELIPHO-SDUIHYQJSA-N	1433.034827			MMDBc0035420
BASm0022222	CL(10:0/14:1(9Z)/20:1(11Z)/26:1(11Z))	CL(10:0/14:1(9Z)/20:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,30,32,36-37,73-75,80H,5-18,20-22,24-29,31,33-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,32-30-,37-36-/t73-,74+,75+/m0/s1	AAHGPMQGXLGIHF-CRMXNEQXSA-N	1431.019177			MMDBc0035421
BASm0022223	CL(10:0/14:1(9Z)/20:1(11Z)/26:1(9Z))	CL(10:0/14:1(9Z)/20:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-41-43-45-48-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-47-44-42-40-32-30-28-25-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-20-16-12-8-4)96-79(84)66-62-58-54-50-46-26-23-19-15-11-7-3/h19,23,30,32,39,41,74-76,81H,5-18,20-22,24-29,31,33-38,40,42-73H2,1-4H3,(H,86,87)(H,88,89)/b23-19-,32-30-,41-39-/t74-,75+,76+/m0/s1	IWMARAROADBLRN-LQAGWMGISA-N	1445.034827			MMDBc0035422
BASm0022224	CL(10:0/14:1(9Z)/20:1(11Z)/28:0)	CL(10:0/14:1(9Z)/20:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(11Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,30,32,75-77,82H,5-18,20-22,24-29,31,33-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,32-30-/t75-,76+,77+/m0/s1	XUENLCXXQXQCIO-IBTIXGPPSA-N	1461.066127			MMDBc0035423
BASm0022225	CL(10:0/14:1(9Z)/20:1(11Z)/28:1(11Z))	CL(10:0/14:1(9Z)/20:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(11Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,30,32,38-39,75-77,82H,5-18,20-22,24-29,31,33-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,32-30-,39-38-/t75-,76+,77+/m0/s1	DZWZUWAFVYFELQ-QSTFAMQQSA-N	1459.050477			MMDBc0035424
BASm0022226	CL(10:0/14:1(9Z)/20:1(11Z)/28:1(9Z))	CL(10:0/14:1(9Z)/20:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(11Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,30,32,40,42,75-77,82H,5-18,20-22,24-29,31,33-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,32-30-,42-40-/t75-,76+,77+/m0/s1	CIEZWUVSYZASDH-WQOLKCINSA-N	1459.050477			MMDBc0035425
BASm0022227	CL(10:0/14:1(9Z)/20:1(13Z)/20:1(11Z))	CL(10:0/14:1(9Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(13Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-40-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-36-34-32-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,23-24,27,30,32,67-69,74H,5-18,20-22,25-26,28-29,31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,27-24-,32-30-/t67-,68+,69+/m0/s1	YHVZKFUSBZPZTJ-SAZYSSLBSA-N	1346.925277			MMDBc0035426
BASm0022228	CL(10:0/14:1(9Z)/20:1(13Z)/20:1(13Z))	CL(10:0/14:1(9Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(13Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-40-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-36-34-32-30-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-26-23-19-15-11-7-3/h19,23-25,27-28,67-69,74H,5-18,20-22,26,29-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,27-24-,28-25-/t67-,68+,69+/m0/s1	VKWOXJYSZDROKD-NJCPPLMUSA-N	1346.925277			MMDBc0035427
BASm0022229	CL(10:0/14:1(9Z)/20:1(13Z)/22:0)	CL(10:0/14:1(9Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(13Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-35-32-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,23,25,28,69-71,76H,5-18,20-22,24,26-27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,28-25-/t69-,70+,71+/m0/s1	UYMPTPOYTZHRGO-DWYGXRRVSA-N	1376.972227			MMDBc0035428
BASm0022230	CL(10:0/14:1(9Z)/20:1(13Z)/22:1(11Z))	CL(10:0/14:1(9Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(13Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-35-32-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,23,25,28,33-34,69-71,76H,5-18,20-22,24,26-27,29-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,28-25-,34-33-/t69-,70+,71+/m0/s1	AYLKUDRQSKKGGO-MLTGCYKFSA-N	1374.956577			MMDBc0035429
BASm0022231	CL(10:0/14:1(9Z)/20:1(13Z)/22:1(9Z))	CL(10:0/14:1(9Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(13Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-35-32-30-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-26-23-19-15-11-7-3/h19,23,25,28,36,38,69-71,76H,5-18,20-22,24,26-27,29-35,37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,28-25-,38-36-/t69-,70+,71+/m0/s1	AASMSNJJTPQRFX-PDLQJZSCSA-N	1374.956577			MMDBc0035430
BASm0022232	CL(10:0/14:1(9Z)/20:1(13Z)/24:0)	CL(10:0/14:1(9Z)/20:1(13Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(13Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,25,28,71-73,78H,5-18,20-22,24,26-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,28-25-/t71-,72+,73+/m0/s1	YAOLTWHSVUCKKI-RDMSDZIUSA-N	1405.003527			MMDBc0035431
BASm0022233	CL(10:0/14:1(9Z)/20:1(13Z)/24:1(11Z))	CL(10:0/14:1(9Z)/20:1(13Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(13Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,25,28,35-36,71-73,78H,5-18,20-22,24,26-27,29-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,28-25-,36-35-/t71-,72+,73+/m0/s1	ZBUNJKKYLAWYRN-JHMXUZICSA-N	1402.987877			MMDBc0035432
BASm0022234	CL(10:0/14:1(9Z)/20:1(13Z)/24:1(9Z))	CL(10:0/14:1(9Z)/20:1(13Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(13Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,25,28,38,40,71-73,78H,5-18,20-22,24,26-27,29-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,28-25-,40-38-/t71-,72+,73+/m0/s1	BIEVDXNKVRYOFA-SBYQGDAUSA-N	1402.987877			MMDBc0035433
BASm0022235	CL(10:0/14:1(9Z)/20:1(13Z)/26:0)	CL(10:0/14:1(9Z)/20:1(13Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(13Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,25,28,73-75,80H,5-18,20-22,24,26-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,28-25-/t73-,74+,75+/m0/s1	KNFZYNGNKPBAIS-UKXCEQMPSA-N	1433.034827			MMDBc0035434
BASm0022236	CL(10:0/14:1(9Z)/20:1(13Z)/26:1(11Z))	CL(10:0/14:1(9Z)/20:1(13Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(13Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,25,28,36-37,73-75,80H,5-18,20-22,24,26-27,29-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,28-25-,37-36-/t73-,74+,75+/m0/s1	PMOCMZMUAIZFPB-DTQSRYGYSA-N	1431.019177			MMDBc0035435
BASm0022237	CL(10:0/14:1(9Z)/20:1(13Z)/26:1(9Z))	CL(10:0/14:1(9Z)/20:1(13Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(13Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-41-43-45-48-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-47-44-42-40-32-30-28-25-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-20-16-12-8-4)96-79(84)66-62-58-54-50-46-26-23-19-15-11-7-3/h19,23,25,28,39,41,74-76,81H,5-18,20-22,24,26-27,29-38,40,42-73H2,1-4H3,(H,86,87)(H,88,89)/b23-19-,28-25-,41-39-/t74-,75+,76+/m0/s1	SDXPTIXSGKCOHH-ATMFCLMBSA-N	1445.034827			MMDBc0035436
BASm0022238	CL(10:0/14:1(9Z)/20:1(13Z)/28:0)	CL(10:0/14:1(9Z)/20:1(13Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(13Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,25,28,75-77,82H,5-18,20-22,24,26-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,28-25-/t75-,76+,77+/m0/s1	AZXLPYRQPLHZEH-XMLSTPOESA-N	1461.066127			MMDBc0035437
BASm0022239	CL(10:0/14:1(9Z)/20:1(13Z)/28:1(11Z))	CL(10:0/14:1(9Z)/20:1(13Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(13Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,25,28,38-39,75-77,82H,5-18,20-22,24,26-27,29-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,28-25-,39-38-/t75-,76+,77+/m0/s1	QIKZJXRDJIKBEI-GKPWLYRMSA-N	1459.050477			MMDBc0035438
BASm0022240	CL(10:0/14:1(9Z)/20:1(13Z)/28:1(9Z))	CL(10:0/14:1(9Z)/20:1(13Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/20:1(13Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,25,28,40,42,75-77,82H,5-18,20-22,24,26-27,29-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,28-25-,42-40-/t75-,76+,77+/m0/s1	BSEYBTNIOUAHLN-SXDSSITHSA-N	1459.050477			MMDBc0035439
BASm0022241	CL(10:0/14:1(9Z)/22:0/22:0)	CL(10:0/14:1(9Z)/22:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/22:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of docosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-44-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,71-73,78H,5-18,20-22,24-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-/t71-,72+,73+/m0/s1	UNIVOOSOLWUGDY-HOIREUNFSA-N	1407.019177			MMDBc0035440
BASm0022242	CL(10:0/14:1(9Z)/22:0/22:1(11Z))	CL(10:0/14:1(9Z)/22:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/22:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-44-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,34,36,71-73,78H,5-18,20-22,24-33,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,36-34-/t71-,72+,73+/m0/s1	KTBUAFXPYLIRJP-GXTWLPFKSA-N	1405.003527			MMDBc0035441
BASm0022243	CL(10:0/14:1(9Z)/22:0/22:1(9Z))	CL(10:0/14:1(9Z)/22:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/22:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-44-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,38,40,71-73,78H,5-18,20-22,24-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,40-38-/t71-,72+,73+/m0/s1	VOIOWQAQFLCJIV-OITKYSPFSA-N	1405.003527			MMDBc0035442
BASm0022244	CL(10:0/14:1(9Z)/22:0/24:0)	CL(10:0/14:1(9Z)/22:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/22:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,73-75,80H,5-18,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-/t73-,74+,75+/m0/s1	XIHBXJAAXGXLDH-KACDVLJISA-N	1435.050477			MMDBc0035443
BASm0022245	CL(10:0/14:1(9Z)/22:0/24:1(11Z))	CL(10:0/14:1(9Z)/22:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/22:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,36,38,73-75,80H,5-18,20-22,24-35,37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,38-36-/t73-,74+,75+/m0/s1	HPWXIURDHLGMQN-WAMLBHIMSA-N	1433.034827			MMDBc0035444
BASm0022246	CL(10:0/14:1(9Z)/22:0/24:1(9Z))	CL(10:0/14:1(9Z)/22:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/22:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,40,42,73-75,80H,5-18,20-22,24-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,42-40-/t73-,74+,75+/m0/s1	XWLWNOSKPSXYRC-KHCKPATBSA-N	1433.034827			MMDBc0035445
BASm0022247	CL(10:0/14:1(9Z)/22:0/26:0)	CL(10:0/14:1(9Z)/22:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/22:0/26:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,75-77,82H,5-18,20-22,24-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-/t75-,76+,77+/m0/s1	INVXSKVTMSPQJN-ZMGHOTMQSA-N	1463.081778			MMDBc0035446
BASm0022248	CL(10:0/14:1(9Z)/22:0/26:1(11Z))	CL(10:0/14:1(9Z)/22:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/22:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,37-38,75-77,82H,5-18,20-22,24-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,38-37-/t75-,76+,77+/m0/s1	BKQRKELQVILONZ-BTDXDZHKSA-N	1461.066127			MMDBc0035447
BASm0022249	CL(10:0/14:1(9Z)/22:0/26:1(9Z))	CL(10:0/14:1(9Z)/22:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/22:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-37-38-39-41-43-45-47-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-49-46-44-42-40-34-32-30-28-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-52-48-26-23-19-15-11-7-3/h19,23,41,43,76-78,83H,5-18,20-22,24-40,42,44-75H2,1-4H3,(H,88,89)(H,90,91)/b23-19-,43-41-/t76-,77+,78+/m0/s1	FOMKESQDTUHVDD-VUYZTMJSSA-N	1475.081778			MMDBc0035448
BASm0022250	CL(10:0/14:1(9Z)/22:1(11Z)/22:1(11Z))	CL(10:0/14:1(9Z)/22:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/22:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of (11Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-44-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,33-36,71-73,78H,5-18,20-22,24-32,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,35-33-,36-34-/t71-,72+,73+/m0/s1	XCRWXKUZTNAOOG-JZILTQMUSA-N	1402.987877			MMDBc0035449
BASm0022251	CL(10:0/14:1(9Z)/22:1(11Z)/22:1(9Z))	CL(10:0/14:1(9Z)/22:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/22:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-44-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,33,35,38,40,71-73,78H,5-18,20-22,24-32,34,36-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,35-33-,40-38-/t71-,72+,73+/m0/s1	DBESTGPEXXKHJG-OYLLHWHOSA-N	1402.987877			MMDBc0035450
BASm0022252	CL(10:0/14:1(9Z)/22:1(11Z)/24:0)	CL(10:0/14:1(9Z)/22:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/22:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,34,37,73-75,80H,5-18,20-22,24-33,35-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,37-34-/t73-,74+,75+/m0/s1	RXOMHNVWTPFNQM-CUKGGSOWSA-N	1433.034827			MMDBc0035451
BASm0022253	CL(10:0/14:1(9Z)/22:1(11Z)/24:1(11Z))	CL(10:0/14:1(9Z)/22:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/22:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,34,36-38,73-75,80H,5-18,20-22,24-33,35,39-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,37-34-,38-36-/t73-,74+,75+/m0/s1	ZYPXWTWIQMIDAE-UGZQWSTESA-N	1431.019177			MMDBc0035452
BASm0022254	CL(10:0/14:1(9Z)/22:1(11Z)/24:1(9Z))	CL(10:0/14:1(9Z)/22:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/22:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,34,37,40,42,73-75,80H,5-18,20-22,24-33,35-36,38-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,37-34-,42-40-/t73-,74+,75+/m0/s1	VGQZEACUGSIPDH-MWVDUIPJSA-N	1431.019177			MMDBc0035453
BASm0022255	CL(10:0/14:1(9Z)/22:1(11Z)/26:0)	CL(10:0/14:1(9Z)/22:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/22:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,34,39,75-77,82H,5-18,20-22,24-33,35-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,39-34-/t75-,76+,77+/m0/s1	PHBYJONWOYINTC-QWTWKOARSA-N	1461.066127			MMDBc0035454
BASm0022256	CL(10:0/14:1(9Z)/22:1(11Z)/26:1(11Z))	CL(10:0/14:1(9Z)/22:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/22:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,34,37-39,75-77,82H,5-18,20-22,24-33,35-36,40-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,38-37-,39-34-/t75-,76+,77+/m0/s1	QANHRBUVPGKZLT-RZFQEPENSA-N	1459.050477			MMDBc0035455
BASm0022257	CL(10:0/14:1(9Z)/22:1(11Z)/26:1(9Z))	CL(10:0/14:1(9Z)/22:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/22:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-37-38-39-41-43-45-47-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-49-46-44-42-40-34-32-30-28-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-52-48-26-23-19-15-11-7-3/h19,23,34,40-41,43,76-78,83H,5-18,20-22,24-33,35-39,42,44-75H2,1-4H3,(H,88,89)(H,90,91)/b23-19-,40-34-,43-41-/t76-,77+,78+/m0/s1	KVQPRKXLQZNPOX-UQFFRTMVSA-N	1473.066127			MMDBc0035456
BASm0022258	CL(10:0/14:1(9Z)/22:1(9Z)/22:1(11Z))	CL(10:0/14:1(9Z)/22:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/22:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-44-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,34,36-37,39,71-73,78H,5-18,20-22,24-33,35,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,36-34-,39-37-/t71-,72+,73+/m0/s1	BFFVWOFIGLQLCH-UWMZFBDLSA-N	1402.987877			MMDBc0035457
BASm0022259	CL(10:0/14:1(9Z)/22:1(9Z)/22:1(9Z))	CL(10:0/14:1(9Z)/22:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/22:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of (9Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-44-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-26-23-19-15-11-7-3/h19,23,37-40,71-73,78H,5-18,20-22,24-36,41-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,39-37-,40-38-/t71-,72+,73+/m0/s1	PBZJZGFEPUJMIZ-YLQYFTJRSA-N	1402.987877			MMDBc0035458
BASm0022260	CL(10:0/14:1(9Z)/22:1(9Z)/24:0)	CL(10:0/14:1(9Z)/22:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/22:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,39,41,73-75,80H,5-18,20-22,24-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,41-39-/t73-,74+,75+/m0/s1	NORRTWWLPPRKOH-WTLKGOGHSA-N	1433.034827			MMDBc0035459
BASm0022261	CL(10:0/14:1(9Z)/22:1(9Z)/24:1(11Z))	CL(10:0/14:1(9Z)/22:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/22:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,36,38-39,41,73-75,80H,5-18,20-22,24-35,37,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,38-36-,41-39-/t73-,74+,75+/m0/s1	TZPXJXFFYGZXDI-RJUGSBDYSA-N	1431.019177			MMDBc0035460
BASm0022262	CL(10:0/14:1(9Z)/22:1(9Z)/24:1(9Z))	CL(10:0/14:1(9Z)/22:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/22:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,39-42,73-75,80H,5-18,20-22,24-38,43-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,41-39-,42-40-/t73-,74+,75+/m0/s1	NMDPAINDENDUFS-UIDRHFECSA-N	1431.019177			MMDBc0035461
BASm0022263	CL(10:0/14:1(9Z)/22:1(9Z)/26:0)	CL(10:0/14:1(9Z)/22:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/22:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,41,43,75-77,82H,5-18,20-22,24-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,43-41-/t75-,76+,77+/m0/s1	NTGODIVZSXDEEG-OIYLZLQUSA-N	1461.066127			MMDBc0035462
BASm0022264	CL(10:0/14:1(9Z)/22:1(9Z)/26:1(11Z))	CL(10:0/14:1(9Z)/22:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/22:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,37-38,41,43,75-77,82H,5-18,20-22,24-36,39-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,38-37-,43-41-/t75-,76+,77+/m0/s1	ZXRPUNOUYIVJCK-JSKBPNFWSA-N	1459.050477			MMDBc0035463
BASm0022265	CL(10:0/14:1(9Z)/22:1(9Z)/26:1(9Z))	CL(10:0/14:1(9Z)/22:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/22:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-36-37-38-39-41-43-45-47-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-49-46-44-42-40-34-32-30-28-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-52-48-26-23-19-15-11-7-3/h19,23,41-44,76-78,83H,5-18,20-22,24-40,45-75H2,1-4H3,(H,88,89)(H,90,91)/b23-19-,43-41-,44-42-/t76-,77+,78+/m0/s1	YPUQDKPZAGHHOD-GPBGMGMUSA-N	1473.066127			MMDBc0035464
BASm0022266	CL(10:0/14:1(9Z)/23:1(11Z)/23:1(11Z))	CL(10:0/14:1(9Z)/23:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/23:1(11Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of 11Z-tricosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-46-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,35-38,73-75,80H,5-18,20-22,24-34,39-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,37-35-,38-36-/t73-,74+,75+/m0/s1	SJYLJTDXPACKBI-RCGUPMBRSA-N	1431.019177			MMDBc0035465
BASm0022267	CL(10:0/14:1(9Z)/23:1(11Z)/23:1(9Z))	CL(10:0/14:1(9Z)/23:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/23:1(11Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-46-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,35,37,40,42,73-75,80H,5-18,20-22,24-34,36,38-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,37-35-,42-40-/t73-,74+,75+/m0/s1	UOKFZCKOCQZJQU-ACIYELMJSA-N	1431.019177			MMDBc0035466
BASm0022268	CL(10:0/14:1(9Z)/23:1(11Z)/25:0)	CL(10:0/14:1(9Z)/23:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/23:1(11Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,36,39,75-77,82H,5-18,20-22,24-35,37-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,39-36-/t75-,76+,77+/m0/s1	FRSDQFYWPGMXSA-YHCXORJVSA-N	1461.066127			MMDBc0035467
BASm0022269	CL(10:0/14:1(9Z)/23:1(11Z)/25:1(11Z))	CL(10:0/14:1(9Z)/23:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/23:1(11Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,36,38-40,75-77,82H,5-18,20-22,24-35,37,41-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,39-36-,40-38-/t75-,76+,77+/m0/s1	SXWJJGODZVEYOJ-MJFNJRBDSA-N	1459.050477			MMDBc0035468
BASm0022270	CL(10:0/14:1(9Z)/23:1(11Z)/25:1(9Z))	CL(10:0/14:1(9Z)/23:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/23:1(11Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,36,39,42,44,75-77,82H,5-18,20-22,24-35,37-38,40-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,39-36-,44-42-/t75-,76+,77+/m0/s1	KJLCMBNDMSFQAB-GJTPSFSVSA-N	1459.050477			MMDBc0035469
BASm0022271	CL(10:0/14:1(9Z)/23:1(9Z)/23:1(11Z))	CL(10:0/14:1(9Z)/23:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/23:1(9Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-46-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,36,38-39,41,73-75,80H,5-18,20-22,24-35,37,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,38-36-,41-39-/t73-,74+,75+/m0/s1	MPRFUZWJOPHBHL-RJUGSBDYSA-N	1431.019177			MMDBc0035470
BASm0022272	CL(10:0/14:1(9Z)/23:1(9Z)/23:1(9Z))	CL(10:0/14:1(9Z)/23:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/23:1(9Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of 9Z-tricosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-46-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-26-23-19-15-11-7-3/h19,23,39-42,73-75,80H,5-18,20-22,24-38,43-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,41-39-,42-40-/t73-,74+,75+/m0/s1	HNTZCAVEGTZRMR-UIDRHFECSA-N	1431.019177			MMDBc0035471
BASm0022273	CL(10:0/14:1(9Z)/23:1(9Z)/25:0)	CL(10:0/14:1(9Z)/23:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/23:1(9Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,41,43,75-77,82H,5-18,20-22,24-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,43-41-/t75-,76+,77+/m0/s1	XGXYJQPVCTVNBZ-OIYLZLQUSA-N	1461.066127			MMDBc0035472
BASm0022274	CL(10:0/14:1(9Z)/23:1(9Z)/25:1(11Z))	CL(10:0/14:1(9Z)/23:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/23:1(9Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,38,40-41,43,75-77,82H,5-18,20-22,24-37,39,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,40-38-,43-41-/t75-,76+,77+/m0/s1	KGFGPYXFLIQXAC-VZMJCQAWSA-N	1459.050477			MMDBc0035473
BASm0022275	CL(10:0/14:1(9Z)/23:1(9Z)/25:1(9Z))	CL(10:0/14:1(9Z)/23:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/23:1(9Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,41-44,75-77,82H,5-18,20-22,24-40,45-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,43-41-,44-42-/t75-,76+,77+/m0/s1	VMYNPSXRAUZBTK-LKHREPORSA-N	1459.050477			MMDBc0035474
BASm0022276	CL(10:0/14:1(9Z)/24:0/24:0)	CL(10:0/14:1(9Z)/24:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/24:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of tetracosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-45-48-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,75-77,82H,5-18,20-22,24-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-/t75-,76+,77+/m0/s1	USAYRCRZCSEVGA-ZMGHOTMQSA-N	1463.081778			MMDBc0035475
BASm0022277	CL(10:0/14:1(9Z)/24:1(11Z)/24:0)	CL(10:0/14:1(9Z)/24:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/24:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetracosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-45-48-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,37,39,75-77,82H,5-18,20-22,24-36,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,39-37-/t75-,76+,77+/m0/s1	MWLHKRKBZLXOAP-NNOHCZAPSA-N	1461.066127			MMDBc0035476
BASm0022278	CL(10:0/14:1(9Z)/24:1(11Z)/24:1(11Z))	CL(10:0/14:1(9Z)/24:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/24:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of (11Z-tetracosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-45-48-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,37-40,75-77,82H,5-18,20-22,24-36,41-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,39-37-,40-38-/t75-,76+,77+/m0/s1	GMABQZOBMOUDDS-NAIYXBJBSA-N	1459.050477			MMDBc0035477
BASm0022279	CL(10:0/14:1(9Z)/24:1(11Z)/24:1(9Z))	CL(10:0/14:1(9Z)/24:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/24:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetracosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-45-48-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,37,39,42,44,75-77,82H,5-18,20-22,24-36,38,40-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,39-37-,44-42-/t75-,76+,77+/m0/s1	AOAUZDNVMGCTGD-CAYDXOLNSA-N	1459.050477			MMDBc0035478
BASm0022280	CL(10:0/14:1(9Z)/24:1(9Z)/24:0)	CL(10:0/14:1(9Z)/24:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/24:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetracosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-45-48-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,41,43,75-77,82H,5-18,20-22,24-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,43-41-/t75-,76+,77+/m0/s1	WHDDZCAKCNEFHC-OIYLZLQUSA-N	1461.066127			MMDBc0035479
BASm0022281	CL(10:0/14:1(9Z)/24:1(9Z)/24:1(11Z))	CL(10:0/14:1(9Z)/24:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/24:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetracosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-45-48-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,38,40-41,43,75-77,82H,5-18,20-22,24-37,39,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,40-38-,43-41-/t75-,76+,77+/m0/s1	QAKCKZFEUZTOCZ-VZMJCQAWSA-N	1459.050477			MMDBc0035480
BASm0022282	CL(10:0/14:1(9Z)/24:1(9Z)/24:1(9Z))	CL(10:0/14:1(9Z)/24:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/14:1(9Z)/24:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of (9Z-tetracosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-29-31-33-35-37-39-41-43-45-48-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-44-42-40-38-36-34-32-30-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-26-23-19-15-11-7-3/h19,23,41-44,75-77,82H,5-18,20-22,24-40,45-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,43-41-,44-42-/t75-,76+,77+/m0/s1	DNTBSJAQDCTWHI-LKHREPORSA-N	1459.050477			MMDBc0035481
BASm0022283	CL(10:0/15:0/15:0/18:0)	CL(10:0/15:0/15:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:0/18:0) contains one chain of decanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C67H130O17P2	InChI=1S/C67H130O17P2/c1-5-9-13-17-21-24-27-30-31-32-35-38-42-46-50-54-67(72)84-63(58-78-65(70)52-48-44-40-36-33-28-25-22-18-14-10-6-2)60-82-86(75,76)80-56-61(68)55-79-85(73,74)81-59-62(57-77-64(69)51-47-43-39-20-16-12-8-4)83-66(71)53-49-45-41-37-34-29-26-23-19-15-11-7-3/h61-63,68H,5-60H2,1-4H3,(H,73,74)(H,75,76)/t61-,62+,63+/m0/s1	DHKFWYFFEZMQFQ-WJOGUDKKSA-N	1268.878327			MMDBc0035482
BASm0022284	CL(10:0/15:0/15:0/20:0)	CL(10:0/15:0/15:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:0/20:0) contains one chain of decanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-29-26-23-19-15-11-7-3/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t63-,64+,65+/m0/s1	PTPPHGSVEXIBQM-MGSXVFSVSA-N	1296.909627			MMDBc0035483
BASm0022285	CL(10:0/15:0/15:0/20:1(11Z))	CL(10:0/15:0/15:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:0/20:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-29-26-23-19-15-11-7-3/h30-31,63-65,70H,5-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b31-30-/t63-,64+,65+/m0/s1	OQYQNMFSLWUKBK-KROWAYFZSA-N	1294.893977			MMDBc0035484
BASm0022286	CL(10:0/15:0/15:0/20:1(13Z))	CL(10:0/15:0/15:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:0/20:1(13Z)) contains one chain of decanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-29-26-23-19-15-11-7-3/h24,27,63-65,70H,5-23,25-26,28-62H2,1-4H3,(H,75,76)(H,77,78)/b27-24-/t63-,64+,65+/m0/s1	TXYVUDYBFCTERW-COVMAVNLSA-N	1294.893977			MMDBc0035485
BASm0022287	CL(10:0/15:0/15:0/22:0)	CL(10:0/15:0/15:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:0/22:0) contains one chain of decanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-29-26-23-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	DLWMPDWMAUARNM-OHKZLATASA-N	1324.940927			MMDBc0035486
BASm0022288	CL(10:0/15:0/15:0/22:1(11Z))	CL(10:0/15:0/15:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-29-26-23-19-15-11-7-3/h32-33,65-67,72H,5-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b33-32-/t65-,66+,67+/m0/s1	SAYLADJLXDHNAR-KHOZQRHUSA-N	1322.925277			MMDBc0035487
BASm0022289	CL(10:0/15:0/15:0/22:1(9Z))	CL(10:0/15:0/15:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-29-26-23-19-15-11-7-3/h34-35,65-67,72H,5-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b35-34-/t65-,66+,67+/m0/s1	IHFXWUXLXIDGCW-OZBXPXKDSA-N	1322.925277			MMDBc0035488
BASm0022290	CL(10:0/15:0/15:0/24:0)	CL(10:0/15:0/15:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:0/24:0) contains one chain of decanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-29-26-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	MYBUBLFPWWFQLN-MXMGCQHCSA-N	1352.972227			MMDBc0035489
BASm0022291	CL(10:0/15:0/15:0/24:1(11Z))	CL(10:0/15:0/15:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-29-26-23-19-15-11-7-3/h34-35,67-69,74H,5-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b35-34-/t67-,68+,69+/m0/s1	POOJAZHANAUZFK-YHGSUBCESA-N	1350.956577			MMDBc0035490
BASm0022292	CL(10:0/15:0/15:0/24:1(9Z))	CL(10:0/15:0/15:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-29-26-23-19-15-11-7-3/h36-37,67-69,74H,5-35,38-66H2,1-4H3,(H,79,80)(H,81,82)/b37-36-/t67-,68+,69+/m0/s1	LGDWLXOYVDRVMT-GSGQLPDESA-N	1350.956577			MMDBc0035491
BASm0022293	CL(10:0/15:0/15:0/26:0)	CL(10:0/15:0/15:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:0/26:0) contains one chain of decanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-29-26-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	AAEBJDMARJKCRK-NTQFVZKBSA-N	1381.003527			MMDBc0035492
BASm0022294	CL(10:0/15:0/15:0/26:1(11Z))	CL(10:0/15:0/15:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-29-26-23-19-15-11-7-3/h35-36,69-71,76H,5-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b36-35-/t69-,70+,71+/m0/s1	DYYSPIFGANJYRH-ZROLNUINSA-N	1378.987877			MMDBc0035493
BASm0022295	CL(10:0/15:0/15:0/26:1(9Z))	CL(10:0/15:0/15:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C76H146O17P2	InChI=1S/C76H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-42-28-25-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(66-86-73(78)60-56-52-48-20-16-12-8-4)92-75(80)62-58-54-50-46-43-29-26-23-19-15-11-7-3/h38-39,70-72,77H,5-37,40-69H2,1-4H3,(H,82,83)(H,84,85)/b39-38-/t70-,71+,72+/m0/s1	CGONECPMZQPROF-IMVXWTGFSA-N	1393.003527			MMDBc0035494
BASm0022296	CL(10:0/15:0/15:0/28:0)	CL(10:0/15:0/15:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:0/28:0) contains one chain of decanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-29-26-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	CBYVTAMMWWHTDG-DFXUENRWSA-N	1409.034827			MMDBc0035495
BASm0022297	CL(10:0/15:0/15:0/28:1(11Z))	CL(10:0/15:0/15:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:0/28:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-29-26-23-19-15-11-7-3/h37-38,71-73,78H,5-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b38-37-/t71-,72+,73+/m0/s1	KCKLGVFQCIRWEM-JQDGKYSJSA-N	1407.019177			MMDBc0035496
BASm0022298	CL(10:0/15:0/15:0/28:1(9Z))	CL(10:0/15:0/15:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:0/28:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-29-26-23-19-15-11-7-3/h39-40,71-73,78H,5-38,41-70H2,1-4H3,(H,83,84)(H,85,86)/b40-39-/t71-,72+,73+/m0/s1	WHCWNKBQTTUIMH-AEXOQUIZSA-N	1407.019177			MMDBc0035497
BASm0022299	CL(10:0/15:0/15:0/30:0)	CL(10:0/15:0/15:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:0/30:0) contains one chain of decanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-43-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-29-26-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	ZDEOAZQXINBAEA-ARQKOWHBSA-N	1437.066127			MMDBc0035498
BASm0022300	CL(10:0/15:0/15:1(11Z)/20:0)	CL(10:0/15:0/15:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(11Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-29-26-23-19-15-11-7-3/h14,18,63-65,70H,5-13,15-17,19-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-/t63-,64+,65+/m0/s1	QFAYYENQEFFQHT-OCKFDPGASA-N	1294.893977			MMDBc0035499
BASm0022301	CL(10:0/15:0/15:1(11Z)/20:1(11Z))	CL(10:0/15:0/15:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-29-26-23-19-15-11-7-3/h14,18,30-31,63-65,70H,5-13,15-17,19-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,31-30-/t63-,64+,65+/m0/s1	LRUOLABKJSSUSO-GGDMDBBRSA-N	1292.878327			MMDBc0035500
BASm0022302	CL(10:0/15:0/15:1(11Z)/20:1(13Z))	CL(10:0/15:0/15:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-29-26-23-19-15-11-7-3/h14,18,24,27,63-65,70H,5-13,15-17,19-23,25-26,28-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,27-24-/t63-,64+,65+/m0/s1	RBZTWWBWDXNIMB-NMEZLITLSA-N	1292.878327			MMDBc0035501
BASm0022303	CL(10:0/15:0/15:1(11Z)/22:0)	CL(10:0/15:0/15:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-29-26-23-19-15-11-7-3/h14,18,65-67,72H,5-13,15-17,19-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-/t65-,66+,67+/m0/s1	MXPKFCRXRNYYMT-PHBHAKSISA-N	1322.925277			MMDBc0035502
BASm0022304	CL(10:0/15:0/15:1(11Z)/22:1(11Z))	CL(10:0/15:0/15:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-29-26-23-19-15-11-7-3/h14,18,32-33,65-67,72H,5-13,15-17,19-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,33-32-/t65-,66+,67+/m0/s1	KKOUIBUFSFNMDH-NVPCJJMHSA-N	1320.909627			MMDBc0035503
BASm0022305	CL(10:0/15:0/15:1(11Z)/22:1(9Z))	CL(10:0/15:0/15:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-29-26-23-19-15-11-7-3/h14,18,34-35,65-67,72H,5-13,15-17,19-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,35-34-/t65-,66+,67+/m0/s1	ZCGBCJZZCVEYLG-LKSKRKOZSA-N	1320.909627			MMDBc0035504
BASm0022306	CL(10:0/15:0/15:1(11Z)/24:0)	CL(10:0/15:0/15:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-29-26-23-19-15-11-7-3/h14,18,67-69,74H,5-13,15-17,19-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-/t67-,68+,69+/m0/s1	RLQVXGFVWSMMJG-ADGSEFNQSA-N	1350.956577			MMDBc0035505
BASm0022307	CL(10:0/15:0/15:1(11Z)/24:1(11Z))	CL(10:0/15:0/15:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-29-26-23-19-15-11-7-3/h14,18,34-35,67-69,74H,5-13,15-17,19-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,35-34-/t67-,68+,69+/m0/s1	IWSSNZHWYBFWMQ-WSHGKQJJSA-N	1348.940927			MMDBc0035506
BASm0022308	CL(10:0/15:0/15:1(11Z)/24:1(9Z))	CL(10:0/15:0/15:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-29-26-23-19-15-11-7-3/h14,18,36-37,67-69,74H,5-13,15-17,19-35,38-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,37-36-/t67-,68+,69+/m0/s1	IISOYDXALFIUSM-WOSNFNMYSA-N	1348.940927			MMDBc0035507
BASm0022309	CL(10:0/15:0/15:1(11Z)/26:0)	CL(10:0/15:0/15:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-29-26-23-19-15-11-7-3/h14,18,69-71,76H,5-13,15-17,19-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-/t69-,70+,71+/m0/s1	IVLXEACIDIOMHL-FZYNDCMASA-N	1378.987877			MMDBc0035508
BASm0022310	CL(10:0/15:0/15:1(11Z)/26:1(11Z))	CL(10:0/15:0/15:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-29-26-23-19-15-11-7-3/h14,18,35-36,69-71,76H,5-13,15-17,19-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,36-35-/t69-,70+,71+/m0/s1	WDQZVLSYJOTVGS-LVADVPQLSA-N	1376.972227			MMDBc0035509
BASm0022311	CL(10:0/15:0/15:1(11Z)/26:1(9Z))	CL(10:0/15:0/15:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C76H144O17P2	InChI=1S/C76H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-42-28-25-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(66-86-73(78)60-56-52-48-20-16-12-8-4)92-75(80)62-58-54-50-46-43-29-26-23-19-15-11-7-3/h14,18,38-39,70-72,77H,5-13,15-17,19-37,40-69H2,1-4H3,(H,82,83)(H,84,85)/b18-14-,39-38-/t70-,71+,72+/m0/s1	ZTSIGPUVNJMRKZ-MMPOLUSZSA-N	1390.987877			MMDBc0035510
BASm0022312	CL(10:0/15:0/15:1(11Z)/28:0)	CL(10:0/15:0/15:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(11Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-29-26-23-19-15-11-7-3/h14,18,71-73,78H,5-13,15-17,19-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-/t71-,72+,73+/m0/s1	BAMNLKYKZIPDQV-RGSQTQCOSA-N	1407.019177			MMDBc0035511
BASm0022313	CL(10:0/15:0/15:1(11Z)/28:1(11Z))	CL(10:0/15:0/15:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(11Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-29-26-23-19-15-11-7-3/h14,18,37-38,71-73,78H,5-13,15-17,19-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,38-37-/t71-,72+,73+/m0/s1	NLHBBHPSDYMAMZ-LAWDIWIMSA-N	1405.003527			MMDBc0035512
BASm0022314	CL(10:0/15:0/15:1(11Z)/28:1(9Z))	CL(10:0/15:0/15:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(11Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-29-26-23-19-15-11-7-3/h14,18,39-40,71-73,78H,5-13,15-17,19-38,41-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,40-39-/t71-,72+,73+/m0/s1	UDKSAOUZKOUNOA-KWVDILRHSA-N	1405.003527			MMDBc0035513
BASm0022315	CL(10:0/15:0/15:1(11Z)/30:0)	CL(10:0/15:0/15:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(11Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-43-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-29-26-23-19-15-11-7-3/h14,18,73-75,80H,5-13,15-17,19-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-/t73-,74+,75+/m0/s1	XWAQHJRVIIUMMQ-CELCYILISA-N	1435.050477			MMDBc0035514
BASm0022316	CL(10:0/15:0/15:1(9Z)/20:0)	CL(10:0/15:0/15:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(9Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-29-26-23-19-15-11-7-3/h22,25,63-65,70H,5-21,23-24,26-62H2,1-4H3,(H,75,76)(H,77,78)/b25-22-/t63-,64+,65+/m0/s1	LGJNFGZRYFUFGW-MRKUALTESA-N	1294.893977			MMDBc0035515
BASm0022317	CL(10:0/15:0/15:1(9Z)/20:1(11Z))	CL(10:0/15:0/15:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(9Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-29-26-23-19-15-11-7-3/h22,25,30-31,63-65,70H,5-21,23-24,26-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b25-22-,31-30-/t63-,64+,65+/m0/s1	DXZCOGNMRKSLOT-QQSDZTEQSA-N	1292.878327			MMDBc0035516
BASm0022318	CL(10:0/15:0/15:1(9Z)/20:1(13Z))	CL(10:0/15:0/15:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(9Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-29-26-23-19-15-11-7-3/h22,24-25,27,63-65,70H,5-21,23,26,28-62H2,1-4H3,(H,75,76)(H,77,78)/b25-22-,27-24-/t63-,64+,65+/m0/s1	GBPLGJVEXOIYBO-ZVHFDFFYSA-N	1292.878327			MMDBc0035517
BASm0022319	CL(10:0/15:0/15:1(9Z)/22:0)	CL(10:0/15:0/15:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(9Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-29-26-23-19-15-11-7-3/h22,25,65-67,72H,5-21,23-24,26-64H2,1-4H3,(H,77,78)(H,79,80)/b25-22-/t65-,66+,67+/m0/s1	BXNUWMYVVAJMNG-QUBLIVAASA-N	1322.925277			MMDBc0035518
BASm0022320	CL(10:0/15:0/15:1(9Z)/22:1(11Z))	CL(10:0/15:0/15:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-29-26-23-19-15-11-7-3/h22,25,32-33,65-67,72H,5-21,23-24,26-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b25-22-,33-32-/t65-,66+,67+/m0/s1	PDGBFUHUGVIOFE-ZCKVBXQYSA-N	1320.909627			MMDBc0035519
BASm0022321	CL(10:0/15:0/15:1(9Z)/22:1(9Z))	CL(10:0/15:0/15:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-29-26-23-19-15-11-7-3/h22,25,34-35,65-67,72H,5-21,23-24,26-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b25-22-,35-34-/t65-,66+,67+/m0/s1	HVVYEAGQLAVWNL-WKDUJBTASA-N	1320.909627			MMDBc0035520
BASm0022322	CL(10:0/15:0/15:1(9Z)/24:0)	CL(10:0/15:0/15:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-29-26-23-19-15-11-7-3/h22,25,67-69,74H,5-21,23-24,26-66H2,1-4H3,(H,79,80)(H,81,82)/b25-22-/t67-,68+,69+/m0/s1	FYGAFBMRDKZZPS-JLTXLMIISA-N	1350.956577			MMDBc0035521
BASm0022323	CL(10:0/15:0/15:1(9Z)/24:1(11Z))	CL(10:0/15:0/15:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-29-26-23-19-15-11-7-3/h22,25,34-35,67-69,74H,5-21,23-24,26-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b25-22-,35-34-/t67-,68+,69+/m0/s1	QYUXBVYBMAHLFK-VMDIQDOWSA-N	1348.940927			MMDBc0035522
BASm0022324	CL(10:0/15:0/15:1(9Z)/24:1(9Z))	CL(10:0/15:0/15:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-29-26-23-19-15-11-7-3/h22,25,36-37,67-69,74H,5-21,23-24,26-35,38-66H2,1-4H3,(H,79,80)(H,81,82)/b25-22-,37-36-/t67-,68+,69+/m0/s1	GOMOPDGNYXOREJ-AKOJUCHXSA-N	1348.940927			MMDBc0035523
BASm0022325	CL(10:0/15:0/15:1(9Z)/26:0)	CL(10:0/15:0/15:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-29-26-23-19-15-11-7-3/h22,25,69-71,76H,5-21,23-24,26-68H2,1-4H3,(H,81,82)(H,83,84)/b25-22-/t69-,70+,71+/m0/s1	PQMMFKVSGNTXGM-YLCWQQFVSA-N	1378.987877			MMDBc0035524
BASm0022326	CL(10:0/15:0/15:1(9Z)/26:1(11Z))	CL(10:0/15:0/15:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-29-26-23-19-15-11-7-3/h22,25,35-36,69-71,76H,5-21,23-24,26-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b25-22-,36-35-/t69-,70+,71+/m0/s1	OIBBXNMVJZGLCY-MXYVETAGSA-N	1376.972227			MMDBc0035525
BASm0022327	CL(10:0/15:0/15:1(9Z)/26:1(9Z))	CL(10:0/15:0/15:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C76H144O17P2	InChI=1S/C76H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-42-28-25-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(66-86-73(78)60-56-52-48-20-16-12-8-4)92-75(80)62-58-54-50-46-43-29-26-23-19-15-11-7-3/h22,25,38-39,70-72,77H,5-21,23-24,26-37,40-69H2,1-4H3,(H,82,83)(H,84,85)/b25-22-,39-38-/t70-,71+,72+/m0/s1	WTQXIAQEDWXVFD-RMRKYGDSSA-N	1390.987877			MMDBc0035526
BASm0022328	CL(10:0/15:0/15:1(9Z)/28:0)	CL(10:0/15:0/15:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(9Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-29-26-23-19-15-11-7-3/h22,25,71-73,78H,5-21,23-24,26-70H2,1-4H3,(H,83,84)(H,85,86)/b25-22-/t71-,72+,73+/m0/s1	LXMCGVLUTWHCLV-PLGVCXEXSA-N	1407.019177			MMDBc0035527
BASm0022329	CL(10:0/15:0/15:1(9Z)/28:1(11Z))	CL(10:0/15:0/15:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(9Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-29-26-23-19-15-11-7-3/h22,25,37-38,71-73,78H,5-21,23-24,26-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b25-22-,38-37-/t71-,72+,73+/m0/s1	UGXSAUDKWSEONM-ALVUQQENSA-N	1405.003527			MMDBc0035528
BASm0022330	CL(10:0/15:0/15:1(9Z)/28:1(9Z))	CL(10:0/15:0/15:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(9Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-29-26-23-19-15-11-7-3/h22,25,39-40,71-73,78H,5-21,23-24,26-38,41-70H2,1-4H3,(H,83,84)(H,85,86)/b25-22-,40-39-/t71-,72+,73+/m0/s1	XJTJFPNDMIFXRK-VUFNXWASSA-N	1405.003527			MMDBc0035529
BASm0022331	CL(10:0/15:0/15:1(9Z)/30:0)	CL(10:0/15:0/15:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/15:1(9Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-43-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-29-26-23-19-15-11-7-3/h22,25,73-75,80H,5-21,23-24,26-72H2,1-4H3,(H,85,86)(H,87,88)/b25-22-/t73-,74+,75+/m0/s1	ORWBACHKLGMAQI-KOTLTMTKSA-N	1435.050477			MMDBc0035530
BASm0022332	CL(10:0/15:0/16:0/23:1(11Z))	CL(10:0/15:0/16:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/16:0/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-29-26-23-19-15-11-7-3/h33-34,67-69,74H,5-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b34-33-/t67-,68+,69+/m0/s1	OSFYVONUSWYHAN-HWHIIAHISA-N	1350.956577			MMDBc0035531
BASm0022333	CL(10:0/15:0/16:0/23:1(9Z))	CL(10:0/15:0/16:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/16:0/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-29-26-23-19-15-11-7-3/h35-36,67-69,74H,5-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b36-35-/t67-,68+,69+/m0/s1	LWDUFUDFHHAMGM-IHMMEYFISA-N	1350.956577			MMDBc0035532
BASm0022334	CL(10:0/15:0/16:0/25:0)	CL(10:0/15:0/16:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/16:0/25:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	KRWVMGYNHSDEBK-NTQFVZKBSA-N	1381.003527			MMDBc0035533
BASm0022335	CL(10:0/15:0/16:0/25:1(11Z))	CL(10:0/15:0/16:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/16:0/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h35-36,69-71,76H,5-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b36-35-/t69-,70+,71+/m0/s1	CGKCBYLLEZYTMC-ZROLNUINSA-N	1378.987877			MMDBc0035534
BASm0022336	CL(10:0/15:0/16:0/25:1(9Z))	CL(10:0/15:0/16:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/16:0/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h37-38,69-71,76H,5-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b38-37-/t69-,70+,71+/m0/s1	UMZZWYITKHBSAE-FYPLOVRYSA-N	1378.987877			MMDBc0035535
BASm0022337	CL(10:0/15:0/16:0/27:0)	CL(10:0/15:0/16:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/16:0/27:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	QBKPEGBHOADHSX-DFXUENRWSA-N	1409.034827			MMDBc0035536
BASm0022338	CL(10:0/15:0/16:0/27:1(11Z))	CL(10:0/15:0/16:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/16:0/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h37-38,71-73,78H,5-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b38-37-/t71-,72+,73+/m0/s1	VPQAZFOAKXIBCN-JQDGKYSJSA-N	1407.019177			MMDBc0035537
BASm0022339	CL(10:0/15:0/16:0/27:1(9Z))	CL(10:0/15:0/16:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/16:0/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h39-40,71-73,78H,5-38,41-70H2,1-4H3,(H,83,84)(H,85,86)/b40-39-/t71-,72+,73+/m0/s1	WGXJPIPBNHQSJS-AEXOQUIZSA-N	1407.019177			MMDBc0035538
BASm0022340	CL(10:0/15:0/16:0/29:0)	CL(10:0/15:0/16:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/16:0/29:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	MTAGEFPOGKEAOF-ARQKOWHBSA-N	1437.066127			MMDBc0035539
BASm0022341	CL(10:0/15:0/16:1(11Z)/23:1(11Z))	CL(10:0/15:0/16:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/16:1(11Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-29-26-23-19-15-11-7-3/h18,22,33-34,67-69,74H,5-17,19-21,23-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,34-33-/t67-,68+,69+/m0/s1	AFWIUEJOUJTRTH-OPLSJMRYSA-N	1348.940927			MMDBc0035540
BASm0022342	CL(10:0/15:0/16:1(11Z)/23:1(9Z))	CL(10:0/15:0/16:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/16:1(11Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-29-26-23-19-15-11-7-3/h18,22,35-36,67-69,74H,5-17,19-21,23-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,36-35-/t67-,68+,69+/m0/s1	SBIGVWRNVUJHAK-ICJNTVMESA-N	1348.940927			MMDBc0035541
BASm0022343	CL(10:0/15:0/16:1(11Z)/25:0)	CL(10:0/15:0/16:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/16:1(11Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h18,22,69-71,76H,5-17,19-21,23-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-/t69-,70+,71+/m0/s1	ICZHYTGBJRYIBG-ULWBWJMGSA-N	1378.987877			MMDBc0035542
BASm0022344	CL(10:0/15:0/16:1(11Z)/25:1(11Z))	CL(10:0/15:0/16:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/16:1(11Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h18,22,35-36,69-71,76H,5-17,19-21,23-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,36-35-/t69-,70+,71+/m0/s1	IEXRDPSIDPBPRM-DIJAFBDRSA-N	1376.972227			MMDBc0035543
BASm0022345	CL(10:0/15:0/16:1(11Z)/25:1(9Z))	CL(10:0/15:0/16:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/16:1(11Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h18,22,37-38,69-71,76H,5-17,19-21,23-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,38-37-/t69-,70+,71+/m0/s1	ROXKWTUEUXVZNV-GNKCYSNOSA-N	1376.972227			MMDBc0035544
BASm0022346	CL(10:0/15:0/16:1(11Z)/27:0)	CL(10:0/15:0/16:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/16:1(11Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h18,22,71-73,78H,5-17,19-21,23-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-/t71-,72+,73+/m0/s1	XOODGRDZSBGYQU-PDVPRQMFSA-N	1407.019177			MMDBc0035545
BASm0022347	CL(10:0/15:0/16:1(11Z)/27:1(11Z))	CL(10:0/15:0/16:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/16:1(11Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h18,22,37-38,71-73,78H,5-17,19-21,23-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,38-37-/t71-,72+,73+/m0/s1	JPTMDHKYVKVLLP-DOPMNZKDSA-N	1405.003527			MMDBc0035546
BASm0022348	CL(10:0/15:0/16:1(11Z)/27:1(9Z))	CL(10:0/15:0/16:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/16:1(11Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h18,22,39-40,71-73,78H,5-17,19-21,23-38,41-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,40-39-/t71-,72+,73+/m0/s1	BJUZYZKWRRWUME-QVWXPSRLSA-N	1405.003527			MMDBc0035547
BASm0022349	CL(10:0/15:0/16:1(11Z)/29:0)	CL(10:0/15:0/16:1(11Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/16:1(11Z)/29:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h18,22,73-75,80H,5-17,19-21,23-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-/t73-,74+,75+/m0/s1	KJLLEDCEVYGMAF-XVBSZFSMSA-N	1435.050477			MMDBc0035548
BASm0022350	CL(10:0/15:0/16:1(9Z)/23:1(11Z))	CL(10:0/15:0/16:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/16:1(9Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-29-26-23-19-15-11-7-3/h25,28,33-34,67-69,74H,5-24,26-27,29-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-,34-33-/t67-,68+,69+/m0/s1	RSIFAZKQHCUCSM-FMZKZMAISA-N	1348.940927			MMDBc0035549
BASm0022351	CL(10:0/15:0/16:1(9Z)/23:1(9Z))	CL(10:0/15:0/16:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/16:1(9Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-29-26-23-19-15-11-7-3/h25,28,35-36,67-69,74H,5-24,26-27,29-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-,36-35-/t67-,68+,69+/m0/s1	WXEANXGHGSYGME-WFBTYGQCSA-N	1348.940927			MMDBc0035550
BASm0022352	CL(10:0/15:0/16:1(9Z)/25:0)	CL(10:0/15:0/16:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/16:1(9Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h25,28,69-71,76H,5-24,26-27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-/t69-,70+,71+/m0/s1	QKRWSDIGTYGQAT-MXOUKALXSA-N	1378.987877			MMDBc0035551
BASm0022353	CL(10:0/15:0/16:1(9Z)/25:1(11Z))	CL(10:0/15:0/16:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/16:1(9Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h25,28,35-36,69-71,76H,5-24,26-27,29-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,36-35-/t69-,70+,71+/m0/s1	SRYMIIYDUYFCJT-CEEXXEISSA-N	1376.972227			MMDBc0035552
BASm0022354	CL(10:0/15:0/16:1(9Z)/25:1(9Z))	CL(10:0/15:0/16:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/16:1(9Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h25,28,37-38,69-71,76H,5-24,26-27,29-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,38-37-/t69-,70+,71+/m0/s1	KEHYTPRHFWEOMF-XOXVXCPESA-N	1376.972227			MMDBc0035553
BASm0022355	CL(10:0/15:0/16:1(9Z)/27:0)	CL(10:0/15:0/16:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/16:1(9Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h25,28,71-73,78H,5-24,26-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-/t71-,72+,73+/m0/s1	BMMQKEXDDVWAAB-DYGPPYNQSA-N	1407.019177			MMDBc0035554
BASm0022356	CL(10:0/15:0/16:1(9Z)/27:1(11Z))	CL(10:0/15:0/16:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/16:1(9Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h25,28,37-38,71-73,78H,5-24,26-27,29-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,38-37-/t71-,72+,73+/m0/s1	MNSQVRZGJGSDIP-BMHBVNSDSA-N	1405.003527			MMDBc0035555
BASm0022357	CL(10:0/15:0/16:1(9Z)/27:1(9Z))	CL(10:0/15:0/16:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/16:1(9Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h25,28,39-40,71-73,78H,5-24,26-27,29-38,41-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,40-39-/t71-,72+,73+/m0/s1	MQCNUBVDRMBSSK-YTVCEAQZSA-N	1405.003527			MMDBc0035556
BASm0022358	CL(10:0/15:0/16:1(9Z)/29:0)	CL(10:0/15:0/16:1(9Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/16:1(9Z)/29:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h25,28,73-75,80H,5-24,26-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-/t73-,74+,75+/m0/s1	WJUUJCXBVJEEPW-BJDMSAIBSA-N	1435.050477			MMDBc0035557
BASm0022359	CL(10:0/15:0/18:0/23:1(11Z))	CL(10:0/15:0/18:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/18:0/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h34-35,69-71,76H,5-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b35-34-/t69-,70+,71+/m0/s1	KREZYEHFNGXQRK-VBYSCXMYSA-N	1378.987877			MMDBc0035558
BASm0022360	CL(10:0/15:0/18:0/23:1(9Z))	CL(10:0/15:0/18:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/18:0/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h36,38,69-71,76H,5-35,37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b38-36-/t69-,70+,71+/m0/s1	OWFMAARUXYAQMC-HIEDHDSYSA-N	1378.987877			MMDBc0035559
BASm0022361	CL(10:0/15:0/18:0/25:0)	CL(10:0/15:0/18:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/18:0/25:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	ZMSSAGAJDYEBBT-DFXUENRWSA-N	1409.034827			MMDBc0035560
BASm0022362	CL(10:0/15:0/18:0/25:1(11Z))	CL(10:0/15:0/18:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/18:0/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h36-37,71-73,78H,5-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b37-36-/t71-,72+,73+/m0/s1	DJCCWUJQYLTZGW-FMNBGGTISA-N	1407.019177			MMDBc0035561
BASm0022363	CL(10:0/15:0/18:0/25:1(9Z))	CL(10:0/15:0/18:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/18:0/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h38,40,71-73,78H,5-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b40-38-/t71-,72+,73+/m0/s1	HQWJMDHEIAXTBR-YIWQXDRUSA-N	1407.019177			MMDBc0035562
BASm0022364	CL(10:0/15:0/18:0/27:0)	CL(10:0/15:0/18:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/18:0/27:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	DFRZFBHUZIRSPP-ARQKOWHBSA-N	1437.066127			MMDBc0035563
BASm0022365	CL(10:0/15:0/18:0/27:1(11Z))	CL(10:0/15:0/18:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/18:0/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h38-39,73-75,80H,5-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b39-38-/t73-,74+,75+/m0/s1	VRHMEDXQZLKMDE-NGZQNBETSA-N	1435.050477			MMDBc0035564
BASm0022366	CL(10:0/15:0/18:0/27:1(9Z))	CL(10:0/15:0/18:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/18:0/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h40,42,73-75,80H,5-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b42-40-/t73-,74+,75+/m0/s1	SRSGEINVNNCKGU-INXLOAOTSA-N	1435.050477			MMDBc0035565
BASm0022367	CL(10:0/15:0/18:0/29:0)	CL(10:0/15:0/18:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/18:0/29:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	OJCYKHXENGCALR-HRXLSSNSSA-N	1465.097428			MMDBc0035566
BASm0022368	CL(10:0/15:0/18:1(11Z)/23:1(11Z))	CL(10:0/15:0/18:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/18:1(11Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h25,28,34-35,69-71,76H,5-24,26-27,29-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,35-34-/t69-,70+,71+/m0/s1	GQSVXSKGOBJSNH-RJSDVJCHSA-N	1376.972227			MMDBc0035567
BASm0022369	CL(10:0/15:0/18:1(11Z)/23:1(9Z))	CL(10:0/15:0/18:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/18:1(11Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h25,28,36,38,69-71,76H,5-24,26-27,29-35,37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,38-36-/t69-,70+,71+/m0/s1	LGNOQLAWLKYLJH-PXSCQHAJSA-N	1376.972227			MMDBc0035568
BASm0022370	CL(10:0/15:0/18:1(11Z)/25:0)	CL(10:0/15:0/18:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/18:1(11Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h25,28,71-73,78H,5-24,26-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-/t71-,72+,73+/m0/s1	FQPIENRVHSGDHI-DYGPPYNQSA-N	1407.019177			MMDBc0035569
BASm0022371	CL(10:0/15:0/18:1(11Z)/25:1(11Z))	CL(10:0/15:0/18:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/18:1(11Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h25,28,36-37,71-73,78H,5-24,26-27,29-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,37-36-/t71-,72+,73+/m0/s1	PKAVSDGCJKRRSS-NKWQORPTSA-N	1405.003527			MMDBc0035570
BASm0022372	CL(10:0/15:0/18:1(11Z)/25:1(9Z))	CL(10:0/15:0/18:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/18:1(11Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h25,28,38,40,71-73,78H,5-24,26-27,29-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,40-38-/t71-,72+,73+/m0/s1	XYJWIILYYMSMGV-IBUCWWKZSA-N	1405.003527			MMDBc0035571
BASm0022373	CL(10:0/15:0/18:1(11Z)/27:0)	CL(10:0/15:0/18:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/18:1(11Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h25,28,73-75,80H,5-24,26-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-/t73-,74+,75+/m0/s1	DPPBDPGFXFWIMH-BJDMSAIBSA-N	1435.050477			MMDBc0035572
BASm0022374	CL(10:0/15:0/18:1(11Z)/27:1(11Z))	CL(10:0/15:0/18:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/18:1(11Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h25,28,38-39,73-75,80H,5-24,26-27,29-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,39-38-/t73-,74+,75+/m0/s1	VFGQFOXSZPXUOI-BJXFFIAQSA-N	1433.034827			MMDBc0035573
BASm0022375	CL(10:0/15:0/18:1(11Z)/27:1(9Z))	CL(10:0/15:0/18:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/18:1(11Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h25,28,40,42,73-75,80H,5-24,26-27,29-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,42-40-/t73-,74+,75+/m0/s1	AZCHNFCYSNCWCP-ZRESUAMOSA-N	1433.034827			MMDBc0035574
BASm0022376	CL(10:0/15:0/18:1(11Z)/29:0)	CL(10:0/15:0/18:1(11Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/18:1(11Z)/29:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h25,28,75-77,82H,5-24,26-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-/t75-,76+,77+/m0/s1	LJHLSINWYHQFRK-TTXKZCLESA-N	1463.081778			MMDBc0035575
BASm0022377	CL(10:0/15:0/18:1(9Z)/23:1(11Z))	CL(10:0/15:0/18:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/18:1(9Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h31,34-35,37,69-71,76H,5-30,32-33,36,38-68H2,1-4H3,(H,81,82)(H,83,84)/b35-34-,37-31-/t69-,70+,71+/m0/s1	KMLWNNNBCFVKEJ-YIZAMKSYSA-N	1376.972227			MMDBc0035576
BASm0022378	CL(10:0/15:0/18:1(9Z)/23:1(9Z))	CL(10:0/15:0/18:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/18:1(9Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h31,36-38,69-71,76H,5-30,32-35,39-68H2,1-4H3,(H,81,82)(H,83,84)/b37-31-,38-36-/t69-,70+,71+/m0/s1	BYZGNGMAXGFSIW-NMMFPOOYSA-N	1376.972227			MMDBc0035577
BASm0022379	CL(10:0/15:0/18:1(9Z)/25:0)	CL(10:0/15:0/18:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/18:1(9Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h31,39,71-73,78H,5-30,32-38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b39-31-/t71-,72+,73+/m0/s1	XUWWCXGFYZPOLT-GABIEMTKSA-N	1407.019177			MMDBc0035578
BASm0022380	CL(10:0/15:0/18:1(9Z)/25:1(11Z))	CL(10:0/15:0/18:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/18:1(9Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h31,36-37,39,71-73,78H,5-30,32-35,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b37-36-,39-31-/t71-,72+,73+/m0/s1	PSFWHGLSFMVZOC-ZRDMZPOYSA-N	1405.003527			MMDBc0035579
BASm0022381	CL(10:0/15:0/18:1(9Z)/25:1(9Z))	CL(10:0/15:0/18:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/18:1(9Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h31,38-40,71-73,78H,5-30,32-37,41-70H2,1-4H3,(H,83,84)(H,85,86)/b39-31-,40-38-/t71-,72+,73+/m0/s1	MSDPKPDJVVTRNQ-LMZGJODDSA-N	1405.003527			MMDBc0035580
BASm0022382	CL(10:0/15:0/18:1(9Z)/27:0)	CL(10:0/15:0/18:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/18:1(9Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h31,41,73-75,80H,5-30,32-40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b41-31-/t73-,74+,75+/m0/s1	UKEBGQNEPBIKKX-MPHGQFSZSA-N	1435.050477			MMDBc0035581
BASm0022383	CL(10:0/15:0/18:1(9Z)/27:1(11Z))	CL(10:0/15:0/18:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/18:1(9Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h31,38-39,41,73-75,80H,5-30,32-37,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b39-38-,41-31-/t73-,74+,75+/m0/s1	PADJIAFGFKWMCZ-PFHSJVNFSA-N	1433.034827			MMDBc0035582
BASm0022384	CL(10:0/15:0/18:1(9Z)/27:1(9Z))	CL(10:0/15:0/18:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/18:1(9Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h31,40-42,73-75,80H,5-30,32-39,43-72H2,1-4H3,(H,85,86)(H,87,88)/b41-31-,42-40-/t73-,74+,75+/m0/s1	UZAFJSATJWVORI-KVUGNMESSA-N	1433.034827			MMDBc0035583
BASm0022385	CL(10:0/15:0/18:1(9Z)/29:0)	CL(10:0/15:0/18:1(9Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/18:1(9Z)/29:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h31,43,75-77,82H,5-30,32-42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b43-31-/t75-,76+,77+/m0/s1	IUGGSPQESXKKJJ-HNVBOZFNSA-N	1463.081778			MMDBc0035584
BASm0022386	CL(10:0/15:0/20:0/23:1(11Z))	CL(10:0/15:0/20:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/20:0/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h35-36,71-73,78H,5-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b36-35-/t71-,72+,73+/m0/s1	BQZHRWLESLZETE-WQQSVMQDSA-N	1407.019177			MMDBc0035585
BASm0022387	CL(10:0/15:0/20:0/23:1(9Z))	CL(10:0/15:0/20:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/20:0/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h38,40,71-73,78H,5-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b40-38-/t71-,72+,73+/m0/s1	KJAXSDXECSYZRN-YIWQXDRUSA-N	1407.019177			MMDBc0035586
BASm0022388	CL(10:0/15:0/20:0/25:0)	CL(10:0/15:0/20:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/20:0/25:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	PLCXHGDCTNBKHV-ARQKOWHBSA-N	1437.066127			MMDBc0035587
BASm0022389	CL(10:0/15:0/20:0/25:1(11Z))	CL(10:0/15:0/20:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/20:0/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h37-38,73-75,80H,5-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b38-37-/t73-,74+,75+/m0/s1	YUYWPJGWLRMQLM-KJSACERUSA-N	1435.050477			MMDBc0035588
BASm0022390	CL(10:0/15:0/20:0/25:1(9Z))	CL(10:0/15:0/20:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/20:0/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h40,42,73-75,80H,5-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b42-40-/t73-,74+,75+/m0/s1	KTJOTMNOLUPYLI-INXLOAOTSA-N	1435.050477			MMDBc0035589
BASm0022391	CL(10:0/15:0/20:0/27:0)	CL(10:0/15:0/20:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/20:0/27:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	RIPFJJLBCMKOSC-HRXLSSNSSA-N	1465.097428			MMDBc0035590
BASm0022392	CL(10:0/15:0/20:0/27:1(11Z))	CL(10:0/15:0/20:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/20:0/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h39-40,75-77,82H,5-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b40-39-/t75-,76+,77+/m0/s1	SFVJLWBOFRITSM-YALXCUQOSA-N	1463.081778			MMDBc0035591
BASm0022393	CL(10:0/15:0/20:0/27:1(9Z))	CL(10:0/15:0/20:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/20:0/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h42,44,75-77,82H,5-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b44-42-/t75-,76+,77+/m0/s1	BDBRBNJFFPNCJN-XJHQMUCQSA-N	1463.081778			MMDBc0035592
BASm0022394	CL(10:0/15:0/20:1(11Z)/23:1(11Z))	CL(10:0/15:0/20:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/20:1(11Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h31,33,35-36,71-73,78H,5-30,32,34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b33-31-,36-35-/t71-,72+,73+/m0/s1	JWWZYSOGGYFKSY-PPLJLGQYSA-N	1405.003527			MMDBc0035593
BASm0022395	CL(10:0/15:0/20:1(11Z)/23:1(9Z))	CL(10:0/15:0/20:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/20:1(11Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h31,33,38,40,71-73,78H,5-30,32,34-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b33-31-,40-38-/t71-,72+,73+/m0/s1	BNCCZQATSKTUJF-ROXUYZPYSA-N	1405.003527			MMDBc0035594
BASm0022396	CL(10:0/15:0/20:1(11Z)/25:0)	CL(10:0/15:0/20:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/20:1(11Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h31,33,73-75,80H,5-30,32,34-72H2,1-4H3,(H,85,86)(H,87,88)/b33-31-/t73-,74+,75+/m0/s1	CCUKRXRJLPDTRP-BHYGRTGNSA-N	1435.050477			MMDBc0035595
BASm0022397	CL(10:0/15:0/20:1(11Z)/25:1(11Z))	CL(10:0/15:0/20:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/20:1(11Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h31,33,37-38,73-75,80H,5-30,32,34-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b33-31-,38-37-/t73-,74+,75+/m0/s1	YBDZYDOGLUDOJA-AUTRZMNBSA-N	1433.034827			MMDBc0035596
BASm0022398	CL(10:0/15:0/20:1(11Z)/25:1(9Z))	CL(10:0/15:0/20:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/20:1(11Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h31,33,40,42,73-75,80H,5-30,32,34-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b33-31-,42-40-/t73-,74+,75+/m0/s1	PJJCDTSUZSRTSE-XVVJOJLASA-N	1433.034827			MMDBc0035597
BASm0022399	CL(10:0/15:0/20:1(11Z)/27:0)	CL(10:0/15:0/20:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/20:1(11Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h31,33,75-77,82H,5-30,32,34-74H2,1-4H3,(H,87,88)(H,89,90)/b33-31-/t75-,76+,77+/m0/s1	CCWVFJMTVKDRBT-YTLRATPLSA-N	1463.081778			MMDBc0035598
BASm0022400	CL(10:0/15:0/20:1(11Z)/27:1(11Z))	CL(10:0/15:0/20:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/20:1(11Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h31,33,39-40,75-77,82H,5-30,32,34-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b33-31-,40-39-/t75-,76+,77+/m0/s1	MUSOYUPSKRJLLW-IWNUCENTSA-N	1461.066127			MMDBc0035599
BASm0022401	CL(10:0/15:0/20:1(11Z)/27:1(9Z))	CL(10:0/15:0/20:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/20:1(11Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h31,33,42,44,75-77,82H,5-30,32,34-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b33-31-,44-42-/t75-,76+,77+/m0/s1	OFAGHRGDZFYBGA-MNCQAEQASA-N	1461.066127			MMDBc0035600
BASm0022402	CL(10:0/15:0/20:1(13Z)/23:1(11Z))	CL(10:0/15:0/20:1(13Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/20:1(13Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h25,28,35-36,71-73,78H,5-24,26-27,29-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,36-35-/t71-,72+,73+/m0/s1	PJHUSQLMGJXXLY-SHTNKELUSA-N	1405.003527			MMDBc0035601
BASm0022403	CL(10:0/15:0/20:1(13Z)/23:1(9Z))	CL(10:0/15:0/20:1(13Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/20:1(13Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h25,28,38,40,71-73,78H,5-24,26-27,29-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,40-38-/t71-,72+,73+/m0/s1	AOSWFGYPPWTUCN-IBUCWWKZSA-N	1405.003527			MMDBc0035602
BASm0022404	CL(10:0/15:0/20:1(13Z)/25:0)	CL(10:0/15:0/20:1(13Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/20:1(13Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h25,28,73-75,80H,5-24,26-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-/t73-,74+,75+/m0/s1	UPDHLRCUKHVEMP-BJDMSAIBSA-N	1435.050477			MMDBc0035603
BASm0022405	CL(10:0/15:0/20:1(13Z)/25:1(11Z))	CL(10:0/15:0/20:1(13Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/20:1(13Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h25,28,37-38,73-75,80H,5-24,26-27,29-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,38-37-/t73-,74+,75+/m0/s1	NDCDRKVQXZKKBI-KGSRIYNISA-N	1433.034827			MMDBc0035604
BASm0022406	CL(10:0/15:0/20:1(13Z)/25:1(9Z))	CL(10:0/15:0/20:1(13Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/20:1(13Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h25,28,40,42,73-75,80H,5-24,26-27,29-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,42-40-/t73-,74+,75+/m0/s1	LTIQNTQOJDRCTA-ZRESUAMOSA-N	1433.034827			MMDBc0035605
BASm0022407	CL(10:0/15:0/20:1(13Z)/27:0)	CL(10:0/15:0/20:1(13Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/20:1(13Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h25,28,75-77,82H,5-24,26-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-/t75-,76+,77+/m0/s1	DDTPYCWZOKVATQ-TTXKZCLESA-N	1463.081778			MMDBc0035606
BASm0022408	CL(10:0/15:0/20:1(13Z)/27:1(11Z))	CL(10:0/15:0/20:1(13Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/20:1(13Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h25,28,39-40,75-77,82H,5-24,26-27,29-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,40-39-/t75-,76+,77+/m0/s1	PVUDZJXUZFBPBI-PQXPVSKXSA-N	1461.066127			MMDBc0035607
BASm0022409	CL(10:0/15:0/20:1(13Z)/27:1(9Z))	CL(10:0/15:0/20:1(13Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/20:1(13Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h25,28,42,44,75-77,82H,5-24,26-27,29-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,44-42-/t75-,76+,77+/m0/s1	WGTDENGBVVZZNJ-HCOJSSPQSA-N	1461.066127			MMDBc0035608
BASm0022410	CL(10:0/15:0/22:0/23:1(11Z))	CL(10:0/15:0/22:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/22:0/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h36,38,73-75,80H,5-35,37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b38-36-/t73-,74+,75+/m0/s1	ZNWJGSSCLOLEAW-WSJFIPQOSA-N	1435.050477			MMDBc0035609
BASm0022411	CL(10:0/15:0/22:0/23:1(9Z))	CL(10:0/15:0/22:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/22:0/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h40,42,73-75,80H,5-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b42-40-/t73-,74+,75+/m0/s1	HOVCYGSYKOKIIB-INXLOAOTSA-N	1435.050477			MMDBc0035610
BASm0022412	CL(10:0/15:0/22:0/25:0)	CL(10:0/15:0/22:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/22:0/25:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	QVIPIYZDOJORNS-HRXLSSNSSA-N	1465.097428			MMDBc0035611
BASm0022413	CL(10:0/15:0/22:0/25:1(11Z))	CL(10:0/15:0/22:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/22:0/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h38,40,75-77,82H,5-37,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b40-38-/t75-,76+,77+/m0/s1	DPKREPPTWWWYDT-BHERISPHSA-N	1463.081778			MMDBc0035612
BASm0022414	CL(10:0/15:0/22:0/25:1(9Z))	CL(10:0/15:0/22:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/22:0/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h42,44,75-77,82H,5-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b44-42-/t75-,76+,77+/m0/s1	DALPOJNHBWRKDL-XJHQMUCQSA-N	1463.081778			MMDBc0035613
BASm0022415	CL(10:0/15:0/22:1(11Z)/23:1(11Z))	CL(10:0/15:0/22:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/22:1(11Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h35-38,73-75,80H,5-34,39-72H2,1-4H3,(H,85,86)(H,87,88)/b37-35-,38-36-/t73-,74+,75+/m0/s1	MTNHIBSWZJDZRV-FFMLCZFJSA-N	1433.034827			MMDBc0035614
BASm0022416	CL(10:0/15:0/22:1(11Z)/23:1(9Z))	CL(10:0/15:0/22:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/22:1(11Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h35,37,40,42,73-75,80H,5-34,36,38-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b37-35-,42-40-/t73-,74+,75+/m0/s1	GJLHTEJWSACXDT-JQGIEETKSA-N	1433.034827			MMDBc0035615
BASm0022417	CL(10:0/15:0/22:1(11Z)/25:0)	CL(10:0/15:0/22:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/22:1(11Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h35,39,75-77,82H,5-34,36-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-35-/t75-,76+,77+/m0/s1	VSXLTHVTGNHVTC-QNVABXLKSA-N	1463.081778			MMDBc0035616
BASm0022418	CL(10:0/15:0/22:1(11Z)/25:1(11Z))	CL(10:0/15:0/22:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/22:1(11Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h35,38-40,75-77,82H,5-34,36-37,41-74H2,1-4H3,(H,87,88)(H,89,90)/b39-35-,40-38-/t75-,76+,77+/m0/s1	JJXPPXVOVKTTTE-AXRUZPIISA-N	1461.066127			MMDBc0035617
BASm0022419	CL(10:0/15:0/22:1(11Z)/25:1(9Z))	CL(10:0/15:0/22:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/22:1(11Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h35,39,42,44,75-77,82H,5-34,36-38,40-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b39-35-,44-42-/t75-,76+,77+/m0/s1	LEFAQJLGRNGXGH-KKWPCQPCSA-N	1461.066127			MMDBc0035618
BASm0022420	CL(10:0/15:0/22:1(9Z)/23:1(11Z))	CL(10:0/15:0/22:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/22:1(9Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h36,38-39,41,73-75,80H,5-35,37,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b38-36-,41-39-/t73-,74+,75+/m0/s1	LJTDRBHNPCCDGT-RGLLYHGPSA-N	1433.034827			MMDBc0035619
BASm0022421	CL(10:0/15:0/22:1(9Z)/23:1(9Z))	CL(10:0/15:0/22:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/22:1(9Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h39-42,73-75,80H,5-38,43-72H2,1-4H3,(H,85,86)(H,87,88)/b41-39-,42-40-/t73-,74+,75+/m0/s1	XUQWJVGOYVCICC-RCWQVALISA-N	1433.034827			MMDBc0035620
BASm0022422	CL(10:0/15:0/22:1(9Z)/25:0)	CL(10:0/15:0/22:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/22:1(9Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h41,43,75-77,82H,5-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b43-41-/t75-,76+,77+/m0/s1	SFAQZACBACPBSR-DDYJLRSDSA-N	1463.081778			MMDBc0035621
BASm0022423	CL(10:0/15:0/22:1(9Z)/25:1(11Z))	CL(10:0/15:0/22:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/22:1(9Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h38,40-41,43,75-77,82H,5-37,39,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b40-38-,43-41-/t75-,76+,77+/m0/s1	VAKWGPSKRVXHBD-XQAJOTBOSA-N	1461.066127			MMDBc0035622
BASm0022424	CL(10:0/15:0/22:1(9Z)/25:1(9Z))	CL(10:0/15:0/22:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/22:1(9Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h41-44,75-77,82H,5-40,45-74H2,1-4H3,(H,87,88)(H,89,90)/b43-41-,44-42-/t75-,76+,77+/m0/s1	LDRWKRZVHCFJOM-RBOWRCNNSA-N	1461.066127			MMDBc0035623
BASm0022425	CL(10:0/15:0/23:1(11Z)/24:0)	CL(10:0/15:0/23:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/23:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h37,39,75-77,82H,5-36,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-37-/t75-,76+,77+/m0/s1	GQPLZQLERULRQR-UMLVYVNWSA-N	1463.081778			MMDBc0035624
BASm0022426	CL(10:0/15:0/23:1(11Z)/24:1(11Z))	CL(10:0/15:0/23:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/23:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h37-40,75-77,82H,5-36,41-74H2,1-4H3,(H,87,88)(H,89,90)/b39-37-,40-38-/t75-,76+,77+/m0/s1	CKLBXCXCEWJXTL-RHFQXNBVSA-N	1461.066127			MMDBc0035625
BASm0022427	CL(10:0/15:0/23:1(11Z)/24:1(9Z))	CL(10:0/15:0/23:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/23:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h37,39,42,44,75-77,82H,5-36,38,40-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b39-37-,44-42-/t75-,76+,77+/m0/s1	AMJWSJPSGSBAAD-TYRJZLTBSA-N	1461.066127			MMDBc0035626
BASm0022428	CL(10:0/15:0/23:1(9Z)/24:0)	CL(10:0/15:0/23:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/23:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h41,43,75-77,82H,5-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b43-41-/t75-,76+,77+/m0/s1	YWAQGLKWLRIVCE-DDYJLRSDSA-N	1463.081778			MMDBc0035627
BASm0022429	CL(10:0/15:0/23:1(9Z)/24:1(11Z))	CL(10:0/15:0/23:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/23:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h38,40-41,43,75-77,82H,5-37,39,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b40-38-,43-41-/t75-,76+,77+/m0/s1	NFFPDZHLYCZCIU-XQAJOTBOSA-N	1461.066127			MMDBc0035628
BASm0022430	CL(10:0/15:0/23:1(9Z)/24:1(9Z))	CL(10:0/15:0/23:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:0/23:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h41-44,75-77,82H,5-40,45-74H2,1-4H3,(H,87,88)(H,89,90)/b43-41-,44-42-/t75-,76+,77+/m0/s1	GNFZNXAQTMZRER-RBOWRCNNSA-N	1461.066127			MMDBc0035629
BASm0022431	CL(10:0/15:1(11Z)/15:1(11Z)/20:0)	CL(10:0/15:1(11Z)/15:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(11Z)/20:0) contains one chain of decanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-29-26-23-19-15-11-7-3/h14-15,18-19,63-65,70H,5-13,16-17,20-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,19-15-/t63-,64+,65+/m0/s1	RDNBOZFZWCRZRB-KMFFXZBASA-N	1292.878327			MMDBc0035630
BASm0022432	CL(10:0/15:1(11Z)/15:1(11Z)/20:1(11Z))	CL(10:0/15:1(11Z)/15:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-29-26-23-19-15-11-7-3/h14-15,18-19,30-31,63-65,70H,5-13,16-17,20-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,19-15-,31-30-/t63-,64+,65+/m0/s1	DQMWPPBGXVPXFL-VASJDCQASA-N	1290.862677			MMDBc0035631
BASm0022433	CL(10:0/15:1(11Z)/15:1(11Z)/20:1(13Z))	CL(10:0/15:1(11Z)/15:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-29-26-23-19-15-11-7-3/h14-15,18-19,24,27,63-65,70H,5-13,16-17,20-23,25-26,28-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,19-15-,27-24-/t63-,64+,65+/m0/s1	WKJSBUNUVNAXRX-OIZFCVBNSA-N	1290.862677			MMDBc0035632
BASm0022434	CL(10:0/15:1(11Z)/15:1(11Z)/22:0)	CL(10:0/15:1(11Z)/15:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-29-26-23-19-15-11-7-3/h14-15,18-19,65-67,72H,5-13,16-17,20-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,19-15-/t65-,66+,67+/m0/s1	KBPQZPOWVWXMBB-BIYTVTPYSA-N	1320.909627			MMDBc0035633
BASm0022435	CL(10:0/15:1(11Z)/15:1(11Z)/22:1(11Z))	CL(10:0/15:1(11Z)/15:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-29-26-23-19-15-11-7-3/h14-15,18-19,32-33,65-67,72H,5-13,16-17,20-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,19-15-,33-32-/t65-,66+,67+/m0/s1	XHOVWKCHNLGBKL-LHWMPIGHSA-N	1318.893977			MMDBc0035634
BASm0022436	CL(10:0/15:1(11Z)/15:1(11Z)/22:1(9Z))	CL(10:0/15:1(11Z)/15:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-29-26-23-19-15-11-7-3/h14-15,18-19,34-35,65-67,72H,5-13,16-17,20-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,19-15-,35-34-/t65-,66+,67+/m0/s1	UYVMAVQDMOKPGV-XWCRYZOXSA-N	1318.893977			MMDBc0035635
BASm0022437	CL(10:0/15:1(11Z)/15:1(11Z)/24:0)	CL(10:0/15:1(11Z)/15:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-29-26-23-19-15-11-7-3/h14-15,18-19,67-69,74H,5-13,16-17,20-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,19-15-/t67-,68+,69+/m0/s1	YWYDANZPMHOADH-ZCJQBPBXSA-N	1348.940927			MMDBc0035636
BASm0022438	CL(10:0/15:1(11Z)/15:1(11Z)/24:1(11Z))	CL(10:0/15:1(11Z)/15:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-29-26-23-19-15-11-7-3/h14-15,18-19,34-35,67-69,74H,5-13,16-17,20-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,19-15-,35-34-/t67-,68+,69+/m0/s1	ARJKGVVWYPUYOS-RGQJLGJDSA-N	1346.925277			MMDBc0035637
BASm0022439	CL(10:0/15:1(11Z)/15:1(11Z)/24:1(9Z))	CL(10:0/15:1(11Z)/15:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-29-26-23-19-15-11-7-3/h14-15,18-19,36-37,67-69,74H,5-13,16-17,20-35,38-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,19-15-,37-36-/t67-,68+,69+/m0/s1	QWJFWJJANLSKDJ-YCEMQDDPSA-N	1346.925277			MMDBc0035638
BASm0022440	CL(10:0/15:1(11Z)/15:1(11Z)/26:0)	CL(10:0/15:1(11Z)/15:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-29-26-23-19-15-11-7-3/h14-15,18-19,69-71,76H,5-13,16-17,20-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,19-15-/t69-,70+,71+/m0/s1	BHCOKIOJBNFGJQ-AIHFAHBKSA-N	1376.972227			MMDBc0035639
BASm0022441	CL(10:0/15:1(11Z)/15:1(11Z)/26:1(11Z))	CL(10:0/15:1(11Z)/15:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-29-26-23-19-15-11-7-3/h14-15,18-19,35-36,69-71,76H,5-13,16-17,20-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,19-15-,36-35-/t69-,70+,71+/m0/s1	JJWGSJRZFKTTAY-OUNFEKGCSA-N	1374.956577			MMDBc0035640
BASm0022442	CL(10:0/15:1(11Z)/15:1(11Z)/26:1(9Z))	CL(10:0/15:1(11Z)/15:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-42-28-25-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(66-86-73(78)60-56-52-48-20-16-12-8-4)92-75(80)62-58-54-50-46-43-29-26-23-19-15-11-7-3/h14-15,18-19,38-39,70-72,77H,5-13,16-17,20-37,40-69H2,1-4H3,(H,82,83)(H,84,85)/b18-14-,19-15-,39-38-/t70-,71+,72+/m0/s1	FYYQOSBCNDRYQF-YUBCEZBISA-N	1388.972227			MMDBc0035641
BASm0022443	CL(10:0/15:1(11Z)/15:1(11Z)/28:0)	CL(10:0/15:1(11Z)/15:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(11Z)/28:0) contains one chain of decanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-29-26-23-19-15-11-7-3/h14-15,18-19,71-73,78H,5-13,16-17,20-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,19-15-/t71-,72+,73+/m0/s1	BMIDSPUXJHYDPP-AGDGOPCMSA-N	1405.003527			MMDBc0035642
BASm0022444	CL(10:0/15:1(11Z)/15:1(11Z)/28:1(11Z))	CL(10:0/15:1(11Z)/15:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(11Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-29-26-23-19-15-11-7-3/h14-15,18-19,37-38,71-73,78H,5-13,16-17,20-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,19-15-,38-37-/t71-,72+,73+/m0/s1	RYANPFICBIONGJ-INHZTSCTSA-N	1402.987877			MMDBc0035643
BASm0022445	CL(10:0/15:1(11Z)/15:1(11Z)/28:1(9Z))	CL(10:0/15:1(11Z)/15:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(11Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-29-26-23-19-15-11-7-3/h14-15,18-19,39-40,71-73,78H,5-13,16-17,20-38,41-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,19-15-,40-39-/t71-,72+,73+/m0/s1	JFRMMKUPAHYYDZ-PRCBVZCNSA-N	1402.987877			MMDBc0035644
BASm0022446	CL(10:0/15:1(11Z)/15:1(11Z)/30:0)	CL(10:0/15:1(11Z)/15:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(11Z)/30:0) contains one chain of decanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-43-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-29-26-23-19-15-11-7-3/h14-15,18-19,73-75,80H,5-13,16-17,20-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,19-15-/t73-,74+,75+/m0/s1	SCLRGSJTYVJVAE-YPKYIZEESA-N	1433.034827			MMDBc0035645
BASm0022447	CL(10:0/15:1(11Z)/15:1(9Z)/20:0)	CL(10:0/15:1(11Z)/15:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(9Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-29-26-23-19-15-11-7-3/h15,19,22,25,63-65,70H,5-14,16-18,20-21,23-24,26-62H2,1-4H3,(H,75,76)(H,77,78)/b19-15-,25-22-/t63-,64+,65+/m0/s1	ZYURHLSHQUMYOR-PVPGOJPHSA-N	1292.878327			MMDBc0035646
BASm0022448	CL(10:0/15:1(11Z)/15:1(9Z)/20:1(11Z))	CL(10:0/15:1(11Z)/15:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(9Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-29-26-23-19-15-11-7-3/h15,19,22,25,30-31,63-65,70H,5-14,16-18,20-21,23-24,26-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b19-15-,25-22-,31-30-/t63-,64+,65+/m0/s1	JEWWBNIAVBUEGK-AJTLZJAASA-N	1290.862677			MMDBc0035647
BASm0022449	CL(10:0/15:1(11Z)/15:1(9Z)/20:1(13Z))	CL(10:0/15:1(11Z)/15:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(9Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-29-26-23-19-15-11-7-3/h15,19,22,24-25,27,63-65,70H,5-14,16-18,20-21,23,26,28-62H2,1-4H3,(H,75,76)(H,77,78)/b19-15-,25-22-,27-24-/t63-,64+,65+/m0/s1	PDSMNKPGBLXLQF-VWIICKIHSA-N	1290.862677			MMDBc0035648
BASm0022450	CL(10:0/15:1(11Z)/15:1(9Z)/22:0)	CL(10:0/15:1(11Z)/15:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(9Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-29-26-23-19-15-11-7-3/h15,19,22,25,65-67,72H,5-14,16-18,20-21,23-24,26-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,25-22-/t65-,66+,67+/m0/s1	YGFPDDDNIPPAQN-LDLGBFSESA-N	1320.909627			MMDBc0035649
BASm0022451	CL(10:0/15:1(11Z)/15:1(9Z)/22:1(11Z))	CL(10:0/15:1(11Z)/15:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-29-26-23-19-15-11-7-3/h15,19,22,25,32-33,65-67,72H,5-14,16-18,20-21,23-24,26-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,25-22-,33-32-/t65-,66+,67+/m0/s1	KKPKZOCMRYWXIX-LKIRBMGYSA-N	1318.893977			MMDBc0035650
BASm0022452	CL(10:0/15:1(11Z)/15:1(9Z)/22:1(9Z))	CL(10:0/15:1(11Z)/15:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-29-26-23-19-15-11-7-3/h15,19,22,25,34-35,65-67,72H,5-14,16-18,20-21,23-24,26-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,25-22-,35-34-/t65-,66+,67+/m0/s1	UTPSGDRYOTUEAE-HWQWQLKGSA-N	1318.893977			MMDBc0035651
BASm0022453	CL(10:0/15:1(11Z)/15:1(9Z)/24:0)	CL(10:0/15:1(11Z)/15:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-29-26-23-19-15-11-7-3/h15,19,22,25,67-69,74H,5-14,16-18,20-21,23-24,26-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,25-22-/t67-,68+,69+/m0/s1	OYQSKBGMIMIBRN-STPLCJBSSA-N	1348.940927			MMDBc0035652
BASm0022454	CL(10:0/15:1(11Z)/15:1(9Z)/24:1(11Z))	CL(10:0/15:1(11Z)/15:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-29-26-23-19-15-11-7-3/h15,19,22,25,34-35,67-69,74H,5-14,16-18,20-21,23-24,26-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,25-22-,35-34-/t67-,68+,69+/m0/s1	GYRQOUJXAKFUOM-DYZVPSDOSA-N	1346.925277			MMDBc0035653
BASm0022455	CL(10:0/15:1(11Z)/15:1(9Z)/24:1(9Z))	CL(10:0/15:1(11Z)/15:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-29-26-23-19-15-11-7-3/h15,19,22,25,36-37,67-69,74H,5-14,16-18,20-21,23-24,26-35,38-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,25-22-,37-36-/t67-,68+,69+/m0/s1	QTTSMKWFDRNCHG-IJROKJKSSA-N	1346.925277			MMDBc0035654
BASm0022456	CL(10:0/15:1(11Z)/15:1(9Z)/26:0)	CL(10:0/15:1(11Z)/15:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-29-26-23-19-15-11-7-3/h15,19,22,25,69-71,76H,5-14,16-18,20-21,23-24,26-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,25-22-/t69-,70+,71+/m0/s1	SOBUFISPFDITDJ-ZCDKCYIRSA-N	1376.972227			MMDBc0035655
BASm0022457	CL(10:0/15:1(11Z)/15:1(9Z)/26:1(11Z))	CL(10:0/15:1(11Z)/15:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-29-26-23-19-15-11-7-3/h15,19,22,25,35-36,69-71,76H,5-14,16-18,20-21,23-24,26-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,25-22-,36-35-/t69-,70+,71+/m0/s1	GFMQWYKTTFPOTJ-ZWUYIAQKSA-N	1374.956577			MMDBc0035656
BASm0022458	CL(10:0/15:1(11Z)/15:1(9Z)/26:1(9Z))	CL(10:0/15:1(11Z)/15:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-42-28-25-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(66-86-73(78)60-56-52-48-20-16-12-8-4)92-75(80)62-58-54-50-46-43-29-26-23-19-15-11-7-3/h15,19,22,25,38-39,70-72,77H,5-14,16-18,20-21,23-24,26-37,40-69H2,1-4H3,(H,82,83)(H,84,85)/b19-15-,25-22-,39-38-/t70-,71+,72+/m0/s1	FIDFHMPLLMWQHY-MYLUXTDNSA-N	1388.972227			MMDBc0035657
BASm0022459	CL(10:0/15:1(11Z)/15:1(9Z)/28:0)	CL(10:0/15:1(11Z)/15:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(9Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-29-26-23-19-15-11-7-3/h15,19,22,25,71-73,78H,5-14,16-18,20-21,23-24,26-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,25-22-/t71-,72+,73+/m0/s1	ANNMLJSERGNJPO-JKQYBYSOSA-N	1405.003527			MMDBc0035658
BASm0022460	CL(10:0/15:1(11Z)/15:1(9Z)/28:1(11Z))	CL(10:0/15:1(11Z)/15:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(9Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-29-26-23-19-15-11-7-3/h15,19,22,25,37-38,71-73,78H,5-14,16-18,20-21,23-24,26-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,25-22-,38-37-/t71-,72+,73+/m0/s1	YHUJFIIZJNVDCU-FQCVFNRTSA-N	1402.987877			MMDBc0035659
BASm0022461	CL(10:0/15:1(11Z)/15:1(9Z)/28:1(9Z))	CL(10:0/15:1(11Z)/15:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(9Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-29-26-23-19-15-11-7-3/h15,19,22,25,39-40,71-73,78H,5-14,16-18,20-21,23-24,26-38,41-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,25-22-,40-39-/t71-,72+,73+/m0/s1	UAYAPEJADJHRJY-DLFIPPMRSA-N	1402.987877			MMDBc0035660
BASm0022462	CL(10:0/15:1(11Z)/15:1(9Z)/30:0)	CL(10:0/15:1(11Z)/15:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/15:1(9Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-43-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-29-26-23-19-15-11-7-3/h15,19,22,25,73-75,80H,5-14,16-18,20-21,23-24,26-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,25-22-/t73-,74+,75+/m0/s1	HEHJEPKKQLHBCJ-NQNZEJDGSA-N	1433.034827			MMDBc0035661
BASm0022463	CL(10:0/15:1(11Z)/16:0/23:1(11Z))	CL(10:0/15:1(11Z)/16:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/16:0/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-29-26-23-19-15-11-7-3/h15,19,33-34,67-69,74H,5-14,16-18,20-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,34-33-/t67-,68+,69+/m0/s1	FLNIYMKKKKKDGF-YUDYELQCSA-N	1348.940927			MMDBc0035662
BASm0022464	CL(10:0/15:1(11Z)/16:0/23:1(9Z))	CL(10:0/15:1(11Z)/16:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/16:0/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-29-26-23-19-15-11-7-3/h15,19,35-36,67-69,74H,5-14,16-18,20-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,36-35-/t67-,68+,69+/m0/s1	BJCFTECPCJAGPC-DVBNLXJASA-N	1348.940927			MMDBc0035663
BASm0022465	CL(10:0/15:1(11Z)/16:0/25:0)	CL(10:0/15:1(11Z)/16:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/16:0/25:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h15,19,69-71,76H,5-14,16-18,20-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-/t69-,70+,71+/m0/s1	OUIAAMIALQJCNP-WNVSBSSOSA-N	1378.987877			MMDBc0035664
BASm0022466	CL(10:0/15:1(11Z)/16:0/25:1(11Z))	CL(10:0/15:1(11Z)/16:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/16:0/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h15,19,35-36,69-71,76H,5-14,16-18,20-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,36-35-/t69-,70+,71+/m0/s1	PVYRRLMVPMVZGV-DNQCNOAKSA-N	1376.972227			MMDBc0035665
BASm0022467	CL(10:0/15:1(11Z)/16:0/25:1(9Z))	CL(10:0/15:1(11Z)/16:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/16:0/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h15,19,37-38,69-71,76H,5-14,16-18,20-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,38-37-/t69-,70+,71+/m0/s1	KKVCCQYSGWMNQQ-GBMGJUMESA-N	1376.972227			MMDBc0035666
BASm0022468	CL(10:0/15:1(11Z)/16:0/27:0)	CL(10:0/15:1(11Z)/16:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/16:0/27:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h15,19,71-73,78H,5-14,16-18,20-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-/t71-,72+,73+/m0/s1	MCGBRGKCSNCNDH-NULMNLMPSA-N	1407.019177			MMDBc0035667
BASm0022469	CL(10:0/15:1(11Z)/16:0/27:1(11Z))	CL(10:0/15:1(11Z)/16:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/16:0/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h15,19,37-38,71-73,78H,5-14,16-18,20-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,38-37-/t71-,72+,73+/m0/s1	XLLJBEFPUYVYLR-IVMWVOGGSA-N	1405.003527			MMDBc0035668
BASm0022470	CL(10:0/15:1(11Z)/16:0/27:1(9Z))	CL(10:0/15:1(11Z)/16:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/16:0/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h15,19,39-40,71-73,78H,5-14,16-18,20-38,41-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,40-39-/t71-,72+,73+/m0/s1	PGHDTGGMQLIVJS-GQGGPLFPSA-N	1405.003527			MMDBc0035669
BASm0022471	CL(10:0/15:1(11Z)/16:0/29:0)	CL(10:0/15:1(11Z)/16:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/16:0/29:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h15,19,73-75,80H,5-14,16-18,20-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-/t73-,74+,75+/m0/s1	YYAKAZMDYQUKRD-YCJBIYMCSA-N	1435.050477			MMDBc0035670
BASm0022472	CL(10:0/15:1(11Z)/16:1(11Z)/23:1(11Z))	CL(10:0/15:1(11Z)/16:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/16:1(11Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-29-26-23-19-15-11-7-3/h15,18-19,22,33-34,67-69,74H,5-14,16-17,20-21,23-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,22-18-,34-33-/t67-,68+,69+/m0/s1	YNXFPZRUYYWSTP-WPZVHPFISA-N	1346.925277			MMDBc0035671
BASm0022473	CL(10:0/15:1(11Z)/16:1(11Z)/23:1(9Z))	CL(10:0/15:1(11Z)/16:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/16:1(11Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-29-26-23-19-15-11-7-3/h15,18-19,22,35-36,67-69,74H,5-14,16-17,20-21,23-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,22-18-,36-35-/t67-,68+,69+/m0/s1	ZUDMGNHFCBMHGS-KTRURVHASA-N	1346.925277			MMDBc0035672
BASm0022474	CL(10:0/15:1(11Z)/16:1(11Z)/25:0)	CL(10:0/15:1(11Z)/16:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/16:1(11Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h15,18-19,22,69-71,76H,5-14,16-17,20-21,23-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,22-18-/t69-,70+,71+/m0/s1	NVUODCLXJZDJKS-SSHHERSSSA-N	1376.972227			MMDBc0035673
BASm0022475	CL(10:0/15:1(11Z)/16:1(11Z)/25:1(11Z))	CL(10:0/15:1(11Z)/16:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/16:1(11Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h15,18-19,22,35-36,69-71,76H,5-14,16-17,20-21,23-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,22-18-,36-35-/t69-,70+,71+/m0/s1	AWUWXNMZPNXWGH-KOZPMGJJSA-N	1374.956577			MMDBc0035674
BASm0022476	CL(10:0/15:1(11Z)/16:1(11Z)/25:1(9Z))	CL(10:0/15:1(11Z)/16:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/16:1(11Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h15,18-19,22,37-38,69-71,76H,5-14,16-17,20-21,23-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,22-18-,38-37-/t69-,70+,71+/m0/s1	IWLZNRAXVHYZHK-LPSHNEJZSA-N	1374.956577			MMDBc0035675
BASm0022477	CL(10:0/15:1(11Z)/16:1(11Z)/27:0)	CL(10:0/15:1(11Z)/16:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/16:1(11Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h15,18-19,22,71-73,78H,5-14,16-17,20-21,23-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,22-18-/t71-,72+,73+/m0/s1	JYQDVGJQKXRBEP-ZQLSXOMVSA-N	1405.003527			MMDBc0035676
BASm0022478	CL(10:0/15:1(11Z)/16:1(11Z)/27:1(11Z))	CL(10:0/15:1(11Z)/16:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/16:1(11Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h15,18-19,22,37-38,71-73,78H,5-14,16-17,20-21,23-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,22-18-,38-37-/t71-,72+,73+/m0/s1	DHMQKYMMXZHTAP-YAXQMAADSA-N	1402.987877			MMDBc0035677
BASm0022479	CL(10:0/15:1(11Z)/16:1(11Z)/27:1(9Z))	CL(10:0/15:1(11Z)/16:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/16:1(11Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h15,18-19,22,39-40,71-73,78H,5-14,16-17,20-21,23-38,41-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,22-18-,40-39-/t71-,72+,73+/m0/s1	XSIHGBTYFFEOQW-RNDPBWQOSA-N	1402.987877			MMDBc0035678
BASm0022480	CL(10:0/15:1(11Z)/16:1(11Z)/29:0)	CL(10:0/15:1(11Z)/16:1(11Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/16:1(11Z)/29:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h15,18-19,22,73-75,80H,5-14,16-17,20-21,23-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,22-18-/t73-,74+,75+/m0/s1	NARGFABTYDQROH-WOMNFVSNSA-N	1433.034827			MMDBc0035679
BASm0022481	CL(10:0/15:1(11Z)/16:1(9Z)/23:1(11Z))	CL(10:0/15:1(11Z)/16:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/16:1(9Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-29-26-23-19-15-11-7-3/h15,19,25,28,33-34,67-69,74H,5-14,16-18,20-24,26-27,29-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,28-25-,34-33-/t67-,68+,69+/m0/s1	NSPKQZKCCZOIRB-IBPBOPSESA-N	1346.925277			MMDBc0035680
BASm0022482	CL(10:0/15:1(11Z)/16:1(9Z)/23:1(9Z))	CL(10:0/15:1(11Z)/16:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/16:1(9Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-29-26-23-19-15-11-7-3/h15,19,25,28,35-36,67-69,74H,5-14,16-18,20-24,26-27,29-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,28-25-,36-35-/t67-,68+,69+/m0/s1	WMFGLFZDTCYDMM-QPHTYNMYSA-N	1346.925277			MMDBc0035681
BASm0022483	CL(10:0/15:1(11Z)/16:1(9Z)/25:0)	CL(10:0/15:1(11Z)/16:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/16:1(9Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h15,19,25,28,69-71,76H,5-14,16-18,20-24,26-27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,28-25-/t69-,70+,71+/m0/s1	NEBOLQMDEUAROC-BMAKBMFVSA-N	1376.972227			MMDBc0035682
BASm0022484	CL(10:0/15:1(11Z)/16:1(9Z)/25:1(11Z))	CL(10:0/15:1(11Z)/16:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/16:1(9Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h15,19,25,28,35-36,69-71,76H,5-14,16-18,20-24,26-27,29-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,28-25-,36-35-/t69-,70+,71+/m0/s1	DNXUZWDNJWYIQD-JELBEBKQSA-N	1374.956577			MMDBc0035683
BASm0022485	CL(10:0/15:1(11Z)/16:1(9Z)/25:1(9Z))	CL(10:0/15:1(11Z)/16:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/16:1(9Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h15,19,25,28,37-38,69-71,76H,5-14,16-18,20-24,26-27,29-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,28-25-,38-37-/t69-,70+,71+/m0/s1	KHBYENASFMSLLQ-VTSRXEEYSA-N	1374.956577			MMDBc0035684
BASm0022486	CL(10:0/15:1(11Z)/16:1(9Z)/27:0)	CL(10:0/15:1(11Z)/16:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/16:1(9Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h15,19,25,28,71-73,78H,5-14,16-18,20-24,26-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,28-25-/t71-,72+,73+/m0/s1	SPIJEWPPSFWEFH-IOFDSBDGSA-N	1405.003527			MMDBc0035685
BASm0022487	CL(10:0/15:1(11Z)/16:1(9Z)/27:1(11Z))	CL(10:0/15:1(11Z)/16:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/16:1(9Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h15,19,25,28,37-38,71-73,78H,5-14,16-18,20-24,26-27,29-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,28-25-,38-37-/t71-,72+,73+/m0/s1	VYGKZFZFOLCFLT-AOJGVWLXSA-N	1402.987877			MMDBc0035686
BASm0022488	CL(10:0/15:1(11Z)/16:1(9Z)/27:1(9Z))	CL(10:0/15:1(11Z)/16:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/16:1(9Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h15,19,25,28,39-40,71-73,78H,5-14,16-18,20-24,26-27,29-38,41-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,28-25-,40-39-/t71-,72+,73+/m0/s1	WTWMYKXXZCSHLQ-AJYKMHGISA-N	1402.987877			MMDBc0035687
BASm0022489	CL(10:0/15:1(11Z)/16:1(9Z)/29:0)	CL(10:0/15:1(11Z)/16:1(9Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/16:1(9Z)/29:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h15,19,25,28,73-75,80H,5-14,16-18,20-24,26-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-25-/t73-,74+,75+/m0/s1	FZDPSEIEVIAIDJ-HCYDWILASA-N	1433.034827			MMDBc0035688
BASm0022490	CL(10:0/15:1(11Z)/18:0/23:1(11Z))	CL(10:0/15:1(11Z)/18:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/18:0/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h15,19,34-35,69-71,76H,5-14,16-18,20-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,35-34-/t69-,70+,71+/m0/s1	IAXKUQIHHHQQQP-XTDVBSEPSA-N	1376.972227			MMDBc0035689
BASm0022491	CL(10:0/15:1(11Z)/18:0/23:1(9Z))	CL(10:0/15:1(11Z)/18:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/18:0/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h15,19,36,38,69-71,76H,5-14,16-18,20-35,37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,38-36-/t69-,70+,71+/m0/s1	YBLAKMIWGYSFES-ZTXLPKTQSA-N	1376.972227			MMDBc0035690
BASm0022492	CL(10:0/15:1(11Z)/18:0/25:0)	CL(10:0/15:1(11Z)/18:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/18:0/25:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h15,19,71-73,78H,5-14,16-18,20-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-/t71-,72+,73+/m0/s1	UZEXOYZJMKYOAT-NULMNLMPSA-N	1407.019177			MMDBc0035691
BASm0022493	CL(10:0/15:1(11Z)/18:0/25:1(11Z))	CL(10:0/15:1(11Z)/18:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/18:0/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h15,19,36-37,71-73,78H,5-14,16-18,20-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,37-36-/t71-,72+,73+/m0/s1	GWZVRBADCQGKDV-GNXKFXQASA-N	1405.003527			MMDBc0035692
BASm0022494	CL(10:0/15:1(11Z)/18:0/25:1(9Z))	CL(10:0/15:1(11Z)/18:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/18:0/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h15,19,38,40,71-73,78H,5-14,16-18,20-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,40-38-/t71-,72+,73+/m0/s1	BHZLKFNMVNEJLB-JYUYTOOPSA-N	1405.003527			MMDBc0035693
BASm0022495	CL(10:0/15:1(11Z)/18:0/27:0)	CL(10:0/15:1(11Z)/18:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/18:0/27:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h15,19,73-75,80H,5-14,16-18,20-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-/t73-,74+,75+/m0/s1	JVRIIXRRTWYZHJ-YCJBIYMCSA-N	1435.050477			MMDBc0035694
BASm0022496	CL(10:0/15:1(11Z)/18:0/27:1(11Z))	CL(10:0/15:1(11Z)/18:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/18:0/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h15,19,38-39,73-75,80H,5-14,16-18,20-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,39-38-/t73-,74+,75+/m0/s1	DDSGDXLDLSASFY-UBBVTJJMSA-N	1433.034827			MMDBc0035695
BASm0022497	CL(10:0/15:1(11Z)/18:0/27:1(9Z))	CL(10:0/15:1(11Z)/18:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/18:0/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h15,19,40,42,73-75,80H,5-14,16-18,20-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,42-40-/t73-,74+,75+/m0/s1	UAYLKFDTARYUAV-FYNOYOGLSA-N	1433.034827			MMDBc0035696
BASm0022498	CL(10:0/15:1(11Z)/18:0/29:0)	CL(10:0/15:1(11Z)/18:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/18:0/29:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h15,19,75-77,82H,5-14,16-18,20-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-/t75-,76+,77+/m0/s1	SPKVMJPFNIZLAP-QHNJBUPOSA-N	1463.081778			MMDBc0035697
BASm0022499	CL(10:0/15:1(11Z)/18:1(11Z)/23:1(11Z))	CL(10:0/15:1(11Z)/18:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/18:1(11Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h15,19,25,28,34-35,69-71,76H,5-14,16-18,20-24,26-27,29-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,28-25-,35-34-/t69-,70+,71+/m0/s1	PMRMEGZGOCRCLK-WYOUUKFJSA-N	1374.956577			MMDBc0035698
BASm0022500	CL(10:0/15:1(11Z)/18:1(11Z)/23:1(9Z))	CL(10:0/15:1(11Z)/18:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/18:1(11Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h15,19,25,28,36,38,69-71,76H,5-14,16-18,20-24,26-27,29-35,37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,28-25-,38-36-/t69-,70+,71+/m0/s1	ZGELTUCXYBNVPW-NVJUJDOWSA-N	1374.956577			MMDBc0035699
BASm0022501	CL(10:0/15:1(11Z)/18:1(11Z)/25:0)	CL(10:0/15:1(11Z)/18:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/18:1(11Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h15,19,25,28,71-73,78H,5-14,16-18,20-24,26-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,28-25-/t71-,72+,73+/m0/s1	RIYZEGDPMQBWTE-IOFDSBDGSA-N	1405.003527			MMDBc0035700
BASm0022502	CL(10:0/15:1(11Z)/18:1(11Z)/25:1(11Z))	CL(10:0/15:1(11Z)/18:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/18:1(11Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h15,19,25,28,36-37,71-73,78H,5-14,16-18,20-24,26-27,29-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,28-25-,37-36-/t71-,72+,73+/m0/s1	IOMLZHDDCLKSTH-YNQLBSFNSA-N	1402.987877			MMDBc0035701
BASm0022503	CL(10:0/15:1(11Z)/18:1(11Z)/25:1(9Z))	CL(10:0/15:1(11Z)/18:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/18:1(11Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h15,19,25,28,38,40,71-73,78H,5-14,16-18,20-24,26-27,29-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,28-25-,40-38-/t71-,72+,73+/m0/s1	SBDWBYMYBZKZPU-ZYNXCBKDSA-N	1402.987877			MMDBc0035702
BASm0022504	CL(10:0/15:1(11Z)/18:1(11Z)/27:0)	CL(10:0/15:1(11Z)/18:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/18:1(11Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h15,19,25,28,73-75,80H,5-14,16-18,20-24,26-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-25-/t73-,74+,75+/m0/s1	SOTCIDVVIXDRFJ-HCYDWILASA-N	1433.034827			MMDBc0035703
BASm0022505	CL(10:0/15:1(11Z)/18:1(11Z)/27:1(11Z))	CL(10:0/15:1(11Z)/18:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/18:1(11Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h15,19,25,28,38-39,73-75,80H,5-14,16-18,20-24,26-27,29-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-25-,39-38-/t73-,74+,75+/m0/s1	YMOOGXLPXSMJQK-ZTSZHZNMSA-N	1431.019177			MMDBc0035704
BASm0022506	CL(10:0/15:1(11Z)/18:1(11Z)/27:1(9Z))	CL(10:0/15:1(11Z)/18:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/18:1(11Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h15,19,25,28,40,42,73-75,80H,5-14,16-18,20-24,26-27,29-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-25-,42-40-/t73-,74+,75+/m0/s1	YKIPUBRKHVPIQS-RCMWPVQJSA-N	1431.019177			MMDBc0035705
BASm0022507	CL(10:0/15:1(11Z)/18:1(11Z)/29:0)	CL(10:0/15:1(11Z)/18:1(11Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/18:1(11Z)/29:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h15,19,25,28,75-77,82H,5-14,16-18,20-24,26-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-25-/t75-,76+,77+/m0/s1	JXVYSLBCHPUCNX-DRZMOMQCSA-N	1461.066127			MMDBc0035706
BASm0022508	CL(10:0/15:1(11Z)/18:1(9Z)/23:1(11Z))	CL(10:0/15:1(11Z)/18:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/18:1(9Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h15,19,31,34-35,37,69-71,76H,5-14,16-18,20-30,32-33,36,38-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,35-34-,37-31-/t69-,70+,71+/m0/s1	PMXPICITCUHFGM-XRRWRVHESA-N	1374.956577			MMDBc0035707
BASm0022509	CL(10:0/15:1(11Z)/18:1(9Z)/23:1(9Z))	CL(10:0/15:1(11Z)/18:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/18:1(9Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h15,19,31,36-38,69-71,76H,5-14,16-18,20-30,32-35,39-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,37-31-,38-36-/t69-,70+,71+/m0/s1	IWKFEYPBMOSHAZ-NHPJPFDOSA-N	1374.956577			MMDBc0035708
BASm0022510	CL(10:0/15:1(11Z)/18:1(9Z)/25:0)	CL(10:0/15:1(11Z)/18:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/18:1(9Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h15,19,31,39,71-73,78H,5-14,16-18,20-30,32-38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,39-31-/t71-,72+,73+/m0/s1	CJOHDSGGTFZDHK-GNADYWJQSA-N	1405.003527			MMDBc0035709
BASm0022511	CL(10:0/15:1(11Z)/18:1(9Z)/25:1(11Z))	CL(10:0/15:1(11Z)/18:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/18:1(9Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h15,19,31,36-37,39,71-73,78H,5-14,16-18,20-30,32-35,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,37-36-,39-31-/t71-,72+,73+/m0/s1	CLNACKXJJAAXLH-XMUKNNTGSA-N	1402.987877			MMDBc0035710
BASm0022512	CL(10:0/15:1(11Z)/18:1(9Z)/25:1(9Z))	CL(10:0/15:1(11Z)/18:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/18:1(9Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h15,19,31,38-40,71-73,78H,5-14,16-18,20-30,32-37,41-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,39-31-,40-38-/t71-,72+,73+/m0/s1	SWXFXYULCNOIDG-WCAYEYTLSA-N	1402.987877			MMDBc0035711
BASm0022513	CL(10:0/15:1(11Z)/18:1(9Z)/27:0)	CL(10:0/15:1(11Z)/18:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/18:1(9Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h15,19,31,41,73-75,80H,5-14,16-18,20-30,32-40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,41-31-/t73-,74+,75+/m0/s1	MBKBAISOKLTWMI-DMGWRQEMSA-N	1433.034827			MMDBc0035712
BASm0022514	CL(10:0/15:1(11Z)/18:1(9Z)/27:1(11Z))	CL(10:0/15:1(11Z)/18:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/18:1(9Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h15,19,31,38-39,41,73-75,80H,5-14,16-18,20-30,32-37,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,39-38-,41-31-/t73-,74+,75+/m0/s1	SMKFKVJXIKVBTP-CFFMZBABSA-N	1431.019177			MMDBc0035713
BASm0022515	CL(10:0/15:1(11Z)/18:1(9Z)/27:1(9Z))	CL(10:0/15:1(11Z)/18:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/18:1(9Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h15,19,31,40-42,73-75,80H,5-14,16-18,20-30,32-39,43-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,41-31-,42-40-/t73-,74+,75+/m0/s1	VIAXQVNEBNNCMW-RYBUQRHKSA-N	1431.019177			MMDBc0035714
BASm0022516	CL(10:0/15:1(11Z)/18:1(9Z)/29:0)	CL(10:0/15:1(11Z)/18:1(9Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/18:1(9Z)/29:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h15,19,31,43,75-77,82H,5-14,16-18,20-30,32-42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,43-31-/t75-,76+,77+/m0/s1	MQICMWIOJLUYPE-YXBMLQINSA-N	1461.066127			MMDBc0035715
BASm0022517	CL(10:0/15:1(11Z)/20:0/23:1(11Z))	CL(10:0/15:1(11Z)/20:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/20:0/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h15,19,35-36,71-73,78H,5-14,16-18,20-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,36-35-/t71-,72+,73+/m0/s1	GVKZOCQDXUINIX-LUXOEWIUSA-N	1405.003527			MMDBc0035716
BASm0022518	CL(10:0/15:1(11Z)/20:0/23:1(9Z))	CL(10:0/15:1(11Z)/20:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/20:0/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h15,19,38,40,71-73,78H,5-14,16-18,20-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,40-38-/t71-,72+,73+/m0/s1	UGHOZPOAONQLKA-JYUYTOOPSA-N	1405.003527			MMDBc0035717
BASm0022519	CL(10:0/15:1(11Z)/20:0/25:0)	CL(10:0/15:1(11Z)/20:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/20:0/25:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h15,19,73-75,80H,5-14,16-18,20-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-/t73-,74+,75+/m0/s1	BKRJBFJPTGGFOR-YCJBIYMCSA-N	1435.050477			MMDBc0035718
BASm0022520	CL(10:0/15:1(11Z)/20:0/25:1(11Z))	CL(10:0/15:1(11Z)/20:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/20:0/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h15,19,37-38,73-75,80H,5-14,16-18,20-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,38-37-/t73-,74+,75+/m0/s1	TYCFTRIETMSDLW-OPLHFLKASA-N	1433.034827			MMDBc0035719
BASm0022521	CL(10:0/15:1(11Z)/20:0/25:1(9Z))	CL(10:0/15:1(11Z)/20:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/20:0/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h15,19,40,42,73-75,80H,5-14,16-18,20-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,42-40-/t73-,74+,75+/m0/s1	ZEQPGMDLQNQCDZ-FYNOYOGLSA-N	1433.034827			MMDBc0035720
BASm0022522	CL(10:0/15:1(11Z)/20:0/27:0)	CL(10:0/15:1(11Z)/20:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/20:0/27:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h15,19,75-77,82H,5-14,16-18,20-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-/t75-,76+,77+/m0/s1	KKSFSPACEBHOPN-QHNJBUPOSA-N	1463.081778			MMDBc0035721
BASm0022523	CL(10:0/15:1(11Z)/20:0/27:1(11Z))	CL(10:0/15:1(11Z)/20:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/20:0/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h15,19,39-40,75-77,82H,5-14,16-18,20-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,40-39-/t75-,76+,77+/m0/s1	OYEIVDVTZOHQOH-OJFFHCJPSA-N	1461.066127			MMDBc0035722
BASm0022524	CL(10:0/15:1(11Z)/20:0/27:1(9Z))	CL(10:0/15:1(11Z)/20:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/20:0/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h15,19,42,44,75-77,82H,5-14,16-18,20-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,44-42-/t75-,76+,77+/m0/s1	BLEUVSXAAXEBMM-MTHTWLPLSA-N	1461.066127			MMDBc0035723
BASm0022525	CL(10:0/15:1(11Z)/20:1(11Z)/23:1(11Z))	CL(10:0/15:1(11Z)/20:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/20:1(11Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h15,19,31,33,35-36,71-73,78H,5-14,16-18,20-30,32,34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,33-31-,36-35-/t71-,72+,73+/m0/s1	SSJRBJPZUUXFGA-DRVYKCHPSA-N	1402.987877			MMDBc0035724
BASm0022526	CL(10:0/15:1(11Z)/20:1(11Z)/23:1(9Z))	CL(10:0/15:1(11Z)/20:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/20:1(11Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h15,19,31,33,38,40,71-73,78H,5-14,16-18,20-30,32,34-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,33-31-,40-38-/t71-,72+,73+/m0/s1	OVWXQTCSFKEGHH-ZPQRTWDQSA-N	1402.987877			MMDBc0035725
BASm0022527	CL(10:0/15:1(11Z)/20:1(11Z)/25:0)	CL(10:0/15:1(11Z)/20:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/20:1(11Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h15,19,31,33,73-75,80H,5-14,16-18,20-30,32,34-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,33-31-/t73-,74+,75+/m0/s1	CITGWGNDVIKKJB-HDEPVKFZSA-N	1433.034827			MMDBc0035726
BASm0022528	CL(10:0/15:1(11Z)/20:1(11Z)/25:1(11Z))	CL(10:0/15:1(11Z)/20:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/20:1(11Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h15,19,31,33,37-38,73-75,80H,5-14,16-18,20-30,32,34-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,33-31-,38-37-/t73-,74+,75+/m0/s1	YTNWXVROXXGNMU-IWOZWPCMSA-N	1431.019177			MMDBc0035727
BASm0022529	CL(10:0/15:1(11Z)/20:1(11Z)/25:1(9Z))	CL(10:0/15:1(11Z)/20:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/20:1(11Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h15,19,31,33,40,42,73-75,80H,5-14,16-18,20-30,32,34-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,33-31-,42-40-/t73-,74+,75+/m0/s1	CPRPIACSHPSRTA-NNQCZIERSA-N	1431.019177			MMDBc0035728
BASm0022530	CL(10:0/15:1(11Z)/20:1(11Z)/27:0)	CL(10:0/15:1(11Z)/20:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/20:1(11Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h15,19,31,33,75-77,82H,5-14,16-18,20-30,32,34-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,33-31-/t75-,76+,77+/m0/s1	GXVDJUZOGHGXLM-PMDKNCIVSA-N	1461.066127			MMDBc0035729
BASm0022531	CL(10:0/15:1(11Z)/20:1(11Z)/27:1(11Z))	CL(10:0/15:1(11Z)/20:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/20:1(11Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h15,19,31,33,39-40,75-77,82H,5-14,16-18,20-30,32,34-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,33-31-,40-39-/t75-,76+,77+/m0/s1	YNAFIHQXDYMUEA-MKXITPNLSA-N	1459.050477			MMDBc0035730
BASm0022532	CL(10:0/15:1(11Z)/20:1(11Z)/27:1(9Z))	CL(10:0/15:1(11Z)/20:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/20:1(11Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h15,19,31,33,42,44,75-77,82H,5-14,16-18,20-30,32,34-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,33-31-,44-42-/t75-,76+,77+/m0/s1	XUVHKYFXHXTFMI-YDVZZYNFSA-N	1459.050477			MMDBc0035731
BASm0022533	CL(10:0/15:1(11Z)/20:1(13Z)/23:1(11Z))	CL(10:0/15:1(11Z)/20:1(13Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/20:1(13Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h15,19,25,28,35-36,71-73,78H,5-14,16-18,20-24,26-27,29-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,28-25-,36-35-/t71-,72+,73+/m0/s1	QOZXYFHLKPIBGS-UNMKWBONSA-N	1402.987877			MMDBc0035732
BASm0022534	CL(10:0/15:1(11Z)/20:1(13Z)/23:1(9Z))	CL(10:0/15:1(11Z)/20:1(13Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/20:1(13Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h15,19,25,28,38,40,71-73,78H,5-14,16-18,20-24,26-27,29-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,28-25-,40-38-/t71-,72+,73+/m0/s1	OZAVPOVCXVWDPQ-ZYNXCBKDSA-N	1402.987877			MMDBc0035733
BASm0022535	CL(10:0/15:1(11Z)/20:1(13Z)/25:0)	CL(10:0/15:1(11Z)/20:1(13Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/20:1(13Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h15,19,25,28,73-75,80H,5-14,16-18,20-24,26-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-25-/t73-,74+,75+/m0/s1	UPZNNSZLCAHPEG-HCYDWILASA-N	1433.034827			MMDBc0035734
BASm0022536	CL(10:0/15:1(11Z)/20:1(13Z)/25:1(11Z))	CL(10:0/15:1(11Z)/20:1(13Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/20:1(13Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h15,19,25,28,37-38,73-75,80H,5-14,16-18,20-24,26-27,29-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-25-,38-37-/t73-,74+,75+/m0/s1	QSGGJWJGAKFFMA-DBTFRNDTSA-N	1431.019177			MMDBc0035735
BASm0022537	CL(10:0/15:1(11Z)/20:1(13Z)/25:1(9Z))	CL(10:0/15:1(11Z)/20:1(13Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/20:1(13Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h15,19,25,28,40,42,73-75,80H,5-14,16-18,20-24,26-27,29-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-25-,42-40-/t73-,74+,75+/m0/s1	BSIKUDHEFFOKQU-RCMWPVQJSA-N	1431.019177			MMDBc0035736
BASm0022538	CL(10:0/15:1(11Z)/20:1(13Z)/27:0)	CL(10:0/15:1(11Z)/20:1(13Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/20:1(13Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h15,19,25,28,75-77,82H,5-14,16-18,20-24,26-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-25-/t75-,76+,77+/m0/s1	YEPZDCDNNLJONF-DRZMOMQCSA-N	1461.066127			MMDBc0035737
BASm0022539	CL(10:0/15:1(11Z)/20:1(13Z)/27:1(11Z))	CL(10:0/15:1(11Z)/20:1(13Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/20:1(13Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h15,19,25,28,39-40,75-77,82H,5-14,16-18,20-24,26-27,29-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-25-,40-39-/t75-,76+,77+/m0/s1	GWMHSCQVPUSIIS-WTJGUPHDSA-N	1459.050477			MMDBc0035738
BASm0022540	CL(10:0/15:1(11Z)/20:1(13Z)/27:1(9Z))	CL(10:0/15:1(11Z)/20:1(13Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/20:1(13Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h15,19,25,28,42,44,75-77,82H,5-14,16-18,20-24,26-27,29-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-25-,44-42-/t75-,76+,77+/m0/s1	WLKVCZHQMAICNP-NEIMEMDHSA-N	1459.050477			MMDBc0035739
BASm0022541	CL(10:0/15:1(11Z)/22:0/23:1(11Z))	CL(10:0/15:1(11Z)/22:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/22:0/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h15,19,36,38,73-75,80H,5-14,16-18,20-35,37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,38-36-/t73-,74+,75+/m0/s1	CYOVHYAQGPZKPG-YCAUBRGQSA-N	1433.034827			MMDBc0035740
BASm0022542	CL(10:0/15:1(11Z)/22:0/23:1(9Z))	CL(10:0/15:1(11Z)/22:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/22:0/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h15,19,40,42,73-75,80H,5-14,16-18,20-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,42-40-/t73-,74+,75+/m0/s1	KDFZWHMRNBHLEN-FYNOYOGLSA-N	1433.034827			MMDBc0035741
BASm0022543	CL(10:0/15:1(11Z)/22:0/25:0)	CL(10:0/15:1(11Z)/22:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/22:0/25:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h15,19,75-77,82H,5-14,16-18,20-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-/t75-,76+,77+/m0/s1	QTEJRTLQKMFQNW-QHNJBUPOSA-N	1463.081778			MMDBc0035742
BASm0022544	CL(10:0/15:1(11Z)/22:0/25:1(11Z))	CL(10:0/15:1(11Z)/22:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/22:0/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h15,19,38,40,75-77,82H,5-14,16-18,20-37,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,40-38-/t75-,76+,77+/m0/s1	FPSYPWBQRZWWIL-NMZCMDJOSA-N	1461.066127			MMDBc0035743
BASm0022545	CL(10:0/15:1(11Z)/22:0/25:1(9Z))	CL(10:0/15:1(11Z)/22:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/22:0/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h15,19,42,44,75-77,82H,5-14,16-18,20-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,44-42-/t75-,76+,77+/m0/s1	XQQSMSJLYPRPJB-MTHTWLPLSA-N	1461.066127			MMDBc0035744
BASm0022546	CL(10:0/15:1(11Z)/22:1(11Z)/23:1(11Z))	CL(10:0/15:1(11Z)/22:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/22:1(11Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h15,19,35-38,73-75,80H,5-14,16-18,20-34,39-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,37-35-,38-36-/t73-,74+,75+/m0/s1	SNIPXJGJMDTWQC-PNJZSTJVSA-N	1431.019177			MMDBc0035745
BASm0022547	CL(10:0/15:1(11Z)/22:1(11Z)/23:1(9Z))	CL(10:0/15:1(11Z)/22:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/22:1(11Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h15,19,35,37,40,42,73-75,80H,5-14,16-18,20-34,36,38-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,37-35-,42-40-/t73-,74+,75+/m0/s1	BLZZTXIZMYTCNM-QCMKNJSUSA-N	1431.019177			MMDBc0035746
BASm0022548	CL(10:0/15:1(11Z)/22:1(11Z)/25:0)	CL(10:0/15:1(11Z)/22:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/22:1(11Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h15,19,35,39,75-77,82H,5-14,16-18,20-34,36-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,39-35-/t75-,76+,77+/m0/s1	QKCQMXAIZVYFQA-RZIAPRKZSA-N	1461.066127			MMDBc0035747
BASm0022549	CL(10:0/15:1(11Z)/22:1(11Z)/25:1(11Z))	CL(10:0/15:1(11Z)/22:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/22:1(11Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h15,19,35,38-40,75-77,82H,5-14,16-18,20-34,36-37,41-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,39-35-,40-38-/t75-,76+,77+/m0/s1	WEVGAQCOUMQARK-IHJCXMDVSA-N	1459.050477			MMDBc0035748
BASm0022550	CL(10:0/15:1(11Z)/22:1(11Z)/25:1(9Z))	CL(10:0/15:1(11Z)/22:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/22:1(11Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h15,19,35,39,42,44,75-77,82H,5-14,16-18,20-34,36-38,40-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,39-35-,44-42-/t75-,76+,77+/m0/s1	JWUJPBSRZZYDEY-LNUPXPTHSA-N	1459.050477			MMDBc0035749
BASm0022551	CL(10:0/15:1(11Z)/22:1(9Z)/23:1(11Z))	CL(10:0/15:1(11Z)/22:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/22:1(9Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h15,19,36,38-39,41,73-75,80H,5-14,16-18,20-35,37,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,38-36-,41-39-/t73-,74+,75+/m0/s1	XUKXGTZKRZWBFK-DVJVHTJFSA-N	1431.019177			MMDBc0035750
BASm0022552	CL(10:0/15:1(11Z)/22:1(9Z)/23:1(9Z))	CL(10:0/15:1(11Z)/22:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/22:1(9Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h15,19,39-42,73-75,80H,5-14,16-18,20-38,43-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,41-39-,42-40-/t73-,74+,75+/m0/s1	FNWQPNOIHANOQU-OCAGTHSUSA-N	1431.019177			MMDBc0035751
BASm0022553	CL(10:0/15:1(11Z)/22:1(9Z)/25:0)	CL(10:0/15:1(11Z)/22:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/22:1(9Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h15,19,41,43,75-77,82H,5-14,16-18,20-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,43-41-/t75-,76+,77+/m0/s1	SUXHKZFTKZTVMP-XUNYZCKHSA-N	1461.066127			MMDBc0035752
BASm0022554	CL(10:0/15:1(11Z)/22:1(9Z)/25:1(11Z))	CL(10:0/15:1(11Z)/22:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/22:1(9Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h15,19,38,40-41,43,75-77,82H,5-14,16-18,20-37,39,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,40-38-,43-41-/t75-,76+,77+/m0/s1	VVUFPSJKHGJOKQ-QXOKALDBSA-N	1459.050477			MMDBc0035753
BASm0022555	CL(10:0/15:1(11Z)/22:1(9Z)/25:1(9Z))	CL(10:0/15:1(11Z)/22:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/22:1(9Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h15,19,41-44,75-77,82H,5-14,16-18,20-40,45-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,43-41-,44-42-/t75-,76+,77+/m0/s1	FSKRLECLLAEILT-KHKTZZJTSA-N	1459.050477			MMDBc0035754
BASm0022556	CL(10:0/15:1(11Z)/23:1(11Z)/24:0)	CL(10:0/15:1(11Z)/23:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/23:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h15,19,37,39,75-77,82H,5-14,16-18,20-36,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,39-37-/t75-,76+,77+/m0/s1	KZFWGVQUJPGSTK-IVEHEVGTSA-N	1461.066127			MMDBc0035755
BASm0022557	CL(10:0/15:1(11Z)/23:1(11Z)/24:1(11Z))	CL(10:0/15:1(11Z)/23:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/23:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h15,19,37-40,75-77,82H,5-14,16-18,20-36,41-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,39-37-,40-38-/t75-,76+,77+/m0/s1	PAFNPEFBDWOGOT-AUGXKOQHSA-N	1459.050477			MMDBc0035756
BASm0022558	CL(10:0/15:1(11Z)/23:1(11Z)/24:1(9Z))	CL(10:0/15:1(11Z)/23:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/23:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h15,19,37,39,42,44,75-77,82H,5-14,16-18,20-36,38,40-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,39-37-,44-42-/t75-,76+,77+/m0/s1	PEFYXTPOIVSKIV-PFAIAFNUSA-N	1459.050477			MMDBc0035757
BASm0022559	CL(10:0/15:1(11Z)/23:1(9Z)/24:0)	CL(10:0/15:1(11Z)/23:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/23:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h15,19,41,43,75-77,82H,5-14,16-18,20-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,43-41-/t75-,76+,77+/m0/s1	GNLKIBDKLRNNFZ-XUNYZCKHSA-N	1461.066127			MMDBc0035758
BASm0022560	CL(10:0/15:1(11Z)/23:1(9Z)/24:1(11Z))	CL(10:0/15:1(11Z)/23:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/23:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h15,19,38,40-41,43,75-77,82H,5-14,16-18,20-37,39,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,40-38-,43-41-/t75-,76+,77+/m0/s1	MWRJPMLHQMQKIB-QXOKALDBSA-N	1459.050477			MMDBc0035759
BASm0022561	CL(10:0/15:1(11Z)/23:1(9Z)/24:1(9Z))	CL(10:0/15:1(11Z)/23:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(11Z)/23:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h15,19,41-44,75-77,82H,5-14,16-18,20-40,45-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,43-41-,44-42-/t75-,76+,77+/m0/s1	QDTHAEDSPHNMMW-KHKTZZJTSA-N	1459.050477			MMDBc0035760
BASm0022562	CL(10:0/15:1(9Z)/15:1(11Z)/20:0)	CL(10:0/15:1(9Z)/15:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(11Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-29-26-23-19-15-11-7-3/h14,18,23,26,63-65,70H,5-13,15-17,19-22,24-25,27-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,26-23-/t63-,64+,65+/m0/s1	UXQREYKOSYVDMB-IVDPERBNSA-N	1292.878327			MMDBc0035761
BASm0022563	CL(10:0/15:1(9Z)/15:1(11Z)/20:1(11Z))	CL(10:0/15:1(9Z)/15:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-29-26-23-19-15-11-7-3/h14,18,23,26,30-31,63-65,70H,5-13,15-17,19-22,24-25,27-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,26-23-,31-30-/t63-,64+,65+/m0/s1	ZSZZDELDQIHVGE-FNRRRDDDSA-N	1290.862677			MMDBc0035762
BASm0022564	CL(10:0/15:1(9Z)/15:1(11Z)/20:1(13Z))	CL(10:0/15:1(9Z)/15:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-29-26-23-19-15-11-7-3/h14,18,23-24,26-27,63-65,70H,5-13,15-17,19-22,25,28-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,26-23-,27-24-/t63-,64+,65+/m0/s1	XMCNUZFOFJGSNE-TVYYPYDUSA-N	1290.862677			MMDBc0035763
BASm0022565	CL(10:0/15:1(9Z)/15:1(11Z)/22:0)	CL(10:0/15:1(9Z)/15:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-29-26-23-19-15-11-7-3/h14,18,23,26,65-67,72H,5-13,15-17,19-22,24-25,27-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,26-23-/t65-,66+,67+/m0/s1	JSFHJROODXDGKJ-LJJLKDNUSA-N	1320.909627			MMDBc0035764
BASm0022566	CL(10:0/15:1(9Z)/15:1(11Z)/22:1(11Z))	CL(10:0/15:1(9Z)/15:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-29-26-23-19-15-11-7-3/h14,18,23,26,32-33,65-67,72H,5-13,15-17,19-22,24-25,27-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,26-23-,33-32-/t65-,66+,67+/m0/s1	KUGSCGBSKHXDTK-DDXDGFJKSA-N	1318.893977			MMDBc0035765
BASm0022567	CL(10:0/15:1(9Z)/15:1(11Z)/22:1(9Z))	CL(10:0/15:1(9Z)/15:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-29-26-23-19-15-11-7-3/h14,18,23,26,34-35,65-67,72H,5-13,15-17,19-22,24-25,27-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,26-23-,35-34-/t65-,66+,67+/m0/s1	BEXPCXHQTLSPPP-GMWZBMRESA-N	1318.893977			MMDBc0035766
BASm0022568	CL(10:0/15:1(9Z)/15:1(11Z)/24:0)	CL(10:0/15:1(9Z)/15:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-29-26-23-19-15-11-7-3/h14,18,23,26,67-69,74H,5-13,15-17,19-22,24-25,27-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,26-23-/t67-,68+,69+/m0/s1	IEJFNAPBVZKUQL-PLBCIROWSA-N	1348.940927			MMDBc0035767
BASm0022569	CL(10:0/15:1(9Z)/15:1(11Z)/24:1(11Z))	CL(10:0/15:1(9Z)/15:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-29-26-23-19-15-11-7-3/h14,18,23,26,34-35,67-69,74H,5-13,15-17,19-22,24-25,27-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,26-23-,35-34-/t67-,68+,69+/m0/s1	RYCSUGJTYVFYFS-UKXDTUJPSA-N	1346.925277			MMDBc0035768
BASm0022570	CL(10:0/15:1(9Z)/15:1(11Z)/24:1(9Z))	CL(10:0/15:1(9Z)/15:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-29-26-23-19-15-11-7-3/h14,18,23,26,36-37,67-69,74H,5-13,15-17,19-22,24-25,27-35,38-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,26-23-,37-36-/t67-,68+,69+/m0/s1	AJOUEJWSAKZSJD-APGQRXEJSA-N	1346.925277			MMDBc0035769
BASm0022571	CL(10:0/15:1(9Z)/15:1(11Z)/26:0)	CL(10:0/15:1(9Z)/15:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-29-26-23-19-15-11-7-3/h14,18,23,26,69-71,76H,5-13,15-17,19-22,24-25,27-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,26-23-/t69-,70+,71+/m0/s1	KWFXYQLMKJWLOK-JNMPRJAPSA-N	1376.972227			MMDBc0035770
BASm0022572	CL(10:0/15:1(9Z)/15:1(11Z)/26:1(11Z))	CL(10:0/15:1(9Z)/15:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-29-26-23-19-15-11-7-3/h14,18,23,26,35-36,69-71,76H,5-13,15-17,19-22,24-25,27-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,26-23-,36-35-/t69-,70+,71+/m0/s1	QKKDYHWPVLWMRA-VRDSRMHCSA-N	1374.956577			MMDBc0035771
BASm0022573	CL(10:0/15:1(9Z)/15:1(11Z)/26:1(9Z))	CL(10:0/15:1(9Z)/15:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-42-28-25-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(66-86-73(78)60-56-52-48-20-16-12-8-4)92-75(80)62-58-54-50-46-43-29-26-23-19-15-11-7-3/h14,18,23,26,38-39,70-72,77H,5-13,15-17,19-22,24-25,27-37,40-69H2,1-4H3,(H,82,83)(H,84,85)/b18-14-,26-23-,39-38-/t70-,71+,72+/m0/s1	MUKCCHDPTMXCJQ-DNOUZEGOSA-N	1388.972227			MMDBc0035772
BASm0022574	CL(10:0/15:1(9Z)/15:1(11Z)/28:0)	CL(10:0/15:1(9Z)/15:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(11Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-29-26-23-19-15-11-7-3/h14,18,23,26,71-73,78H,5-13,15-17,19-22,24-25,27-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,26-23-/t71-,72+,73+/m0/s1	PRWVVVXLAAOWQF-ONRYGHEOSA-N	1405.003527			MMDBc0035773
BASm0022575	CL(10:0/15:1(9Z)/15:1(11Z)/28:1(11Z))	CL(10:0/15:1(9Z)/15:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(11Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-29-26-23-19-15-11-7-3/h14,18,23,26,37-38,71-73,78H,5-13,15-17,19-22,24-25,27-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,26-23-,38-37-/t71-,72+,73+/m0/s1	HODDOEOKXRJFPC-VVTKOJPESA-N	1402.987877			MMDBc0035774
BASm0022576	CL(10:0/15:1(9Z)/15:1(11Z)/28:1(9Z))	CL(10:0/15:1(9Z)/15:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(11Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-29-26-23-19-15-11-7-3/h14,18,23,26,39-40,71-73,78H,5-13,15-17,19-22,24-25,27-38,41-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,26-23-,40-39-/t71-,72+,73+/m0/s1	XGVBRYKVPUDJHG-ATXDQAMWSA-N	1402.987877			MMDBc0035775
BASm0022577	CL(10:0/15:1(9Z)/15:1(11Z)/30:0)	CL(10:0/15:1(9Z)/15:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(11Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-43-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-29-26-23-19-15-11-7-3/h14,18,23,26,73-75,80H,5-13,15-17,19-22,24-25,27-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,26-23-/t73-,74+,75+/m0/s1	DMPFWLGUUQQZQJ-VEMAKSFMSA-N	1433.034827			MMDBc0035776
BASm0022578	CL(10:0/15:1(9Z)/15:1(9Z)/20:0)	CL(10:0/15:1(9Z)/15:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(9Z)/20:0) contains one chain of decanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-29-26-23-19-15-11-7-3/h22-23,25-26,63-65,70H,5-21,24,27-62H2,1-4H3,(H,75,76)(H,77,78)/b25-22-,26-23-/t63-,64+,65+/m0/s1	GLKWXJUHQHADMH-MZTYXRHZSA-N	1292.878327			MMDBc0035777
BASm0022579	CL(10:0/15:1(9Z)/15:1(9Z)/20:1(11Z))	CL(10:0/15:1(9Z)/15:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(9Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-29-26-23-19-15-11-7-3/h22-23,25-26,30-31,63-65,70H,5-21,24,27-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b25-22-,26-23-,31-30-/t63-,64+,65+/m0/s1	QVLUGJOKOMOPPU-TYMFILOLSA-N	1290.862677			MMDBc0035778
BASm0022580	CL(10:0/15:1(9Z)/15:1(9Z)/20:1(13Z))	CL(10:0/15:1(9Z)/15:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(9Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-29-26-23-19-15-11-7-3/h22-27,63-65,70H,5-21,28-62H2,1-4H3,(H,75,76)(H,77,78)/b25-22-,26-23-,27-24-/t63-,64+,65+/m0/s1	LDAAARDEJVSEIA-BXGUOZOYSA-N	1290.862677			MMDBc0035779
BASm0022581	CL(10:0/15:1(9Z)/15:1(9Z)/22:0)	CL(10:0/15:1(9Z)/15:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(9Z)/22:0) contains one chain of decanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-29-26-23-19-15-11-7-3/h22-23,25-26,65-67,72H,5-21,24,27-64H2,1-4H3,(H,77,78)(H,79,80)/b25-22-,26-23-/t65-,66+,67+/m0/s1	MDUCAKKAMMGFPK-NSTBZTGOSA-N	1320.909627			MMDBc0035780
BASm0022582	CL(10:0/15:1(9Z)/15:1(9Z)/22:1(11Z))	CL(10:0/15:1(9Z)/15:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-29-26-23-19-15-11-7-3/h22-23,25-26,32-33,65-67,72H,5-21,24,27-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b25-22-,26-23-,33-32-/t65-,66+,67+/m0/s1	LULPXVPQAPULTK-FDMZLDKLSA-N	1318.893977			MMDBc0035781
BASm0022583	CL(10:0/15:1(9Z)/15:1(9Z)/22:1(9Z))	CL(10:0/15:1(9Z)/15:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-29-26-23-19-15-11-7-3/h22-23,25-26,34-35,65-67,72H,5-21,24,27-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b25-22-,26-23-,35-34-/t65-,66+,67+/m0/s1	KCEGKVBDRDNNMN-JFXYOZOGSA-N	1318.893977			MMDBc0035782
BASm0022584	CL(10:0/15:1(9Z)/15:1(9Z)/24:0)	CL(10:0/15:1(9Z)/15:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-29-26-23-19-15-11-7-3/h22-23,25-26,67-69,74H,5-21,24,27-66H2,1-4H3,(H,79,80)(H,81,82)/b25-22-,26-23-/t67-,68+,69+/m0/s1	YQMYDCCEYQMJSN-QEWLUXSFSA-N	1348.940927			MMDBc0035783
BASm0022585	CL(10:0/15:1(9Z)/15:1(9Z)/24:1(11Z))	CL(10:0/15:1(9Z)/15:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-29-26-23-19-15-11-7-3/h22-23,25-26,34-35,67-69,74H,5-21,24,27-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b25-22-,26-23-,35-34-/t67-,68+,69+/m0/s1	MUDFUQCJMFPUEG-QTJLATFISA-N	1346.925277			MMDBc0035784
BASm0022586	CL(10:0/15:1(9Z)/15:1(9Z)/24:1(9Z))	CL(10:0/15:1(9Z)/15:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-29-26-23-19-15-11-7-3/h22-23,25-26,36-37,67-69,74H,5-21,24,27-35,38-66H2,1-4H3,(H,79,80)(H,81,82)/b25-22-,26-23-,37-36-/t67-,68+,69+/m0/s1	GVCRQEYDXNVVHF-UQFAYSECSA-N	1346.925277			MMDBc0035785
BASm0022587	CL(10:0/15:1(9Z)/15:1(9Z)/26:0)	CL(10:0/15:1(9Z)/15:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-29-26-23-19-15-11-7-3/h22-23,25-26,69-71,76H,5-21,24,27-68H2,1-4H3,(H,81,82)(H,83,84)/b25-22-,26-23-/t69-,70+,71+/m0/s1	JEAHFIXOLOBAMM-JVGGSDSQSA-N	1376.972227			MMDBc0035786
BASm0022588	CL(10:0/15:1(9Z)/15:1(9Z)/26:1(11Z))	CL(10:0/15:1(9Z)/15:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-29-26-23-19-15-11-7-3/h22-23,25-26,35-36,69-71,76H,5-21,24,27-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b25-22-,26-23-,36-35-/t69-,70+,71+/m0/s1	QUSSDPYBTSRNRG-ZVTHPVHGSA-N	1374.956577			MMDBc0035787
BASm0022589	CL(10:0/15:1(9Z)/15:1(9Z)/26:1(9Z))	CL(10:0/15:1(9Z)/15:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-42-28-25-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(66-86-73(78)60-56-52-48-20-16-12-8-4)92-75(80)62-58-54-50-46-43-29-26-23-19-15-11-7-3/h22-23,25-26,38-39,70-72,77H,5-21,24,27-37,40-69H2,1-4H3,(H,82,83)(H,84,85)/b25-22-,26-23-,39-38-/t70-,71+,72+/m0/s1	XLJVFXZPBQPYTP-JMVRLDOGSA-N	1388.972227			MMDBc0035788
BASm0022590	CL(10:0/15:1(9Z)/15:1(9Z)/28:0)	CL(10:0/15:1(9Z)/15:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(9Z)/28:0) contains one chain of decanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-29-26-23-19-15-11-7-3/h22-23,25-26,71-73,78H,5-21,24,27-70H2,1-4H3,(H,83,84)(H,85,86)/b25-22-,26-23-/t71-,72+,73+/m0/s1	TZDLVVUEHQJKRQ-ZLTCLJMGSA-N	1405.003527			MMDBc0035789
BASm0022591	CL(10:0/15:1(9Z)/15:1(9Z)/28:1(11Z))	CL(10:0/15:1(9Z)/15:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(9Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-29-26-23-19-15-11-7-3/h22-23,25-26,37-38,71-73,78H,5-21,24,27-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b25-22-,26-23-,38-37-/t71-,72+,73+/m0/s1	APEADEBWUGKRPT-QOVWDXOUSA-N	1402.987877			MMDBc0035790
BASm0022592	CL(10:0/15:1(9Z)/15:1(9Z)/28:1(9Z))	CL(10:0/15:1(9Z)/15:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(9Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-29-26-23-19-15-11-7-3/h22-23,25-26,39-40,71-73,78H,5-21,24,27-38,41-70H2,1-4H3,(H,83,84)(H,85,86)/b25-22-,26-23-,40-39-/t71-,72+,73+/m0/s1	ODGAUFMWMIVOHW-QSYAQESMSA-N	1402.987877			MMDBc0035791
BASm0022593	CL(10:0/15:1(9Z)/15:1(9Z)/30:0)	CL(10:0/15:1(9Z)/15:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/15:1(9Z)/30:0) contains one chain of decanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-43-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-29-26-23-19-15-11-7-3/h22-23,25-26,73-75,80H,5-21,24,27-72H2,1-4H3,(H,85,86)(H,87,88)/b25-22-,26-23-/t73-,74+,75+/m0/s1	VNATVTOKOXOVKJ-ZSSPUKLTSA-N	1433.034827			MMDBc0035792
BASm0022594	CL(10:0/15:1(9Z)/16:0/23:1(11Z))	CL(10:0/15:1(9Z)/16:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/16:0/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-29-26-23-19-15-11-7-3/h23,26,33-34,67-69,74H,5-22,24-25,27-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b26-23-,34-33-/t67-,68+,69+/m0/s1	OTZKMHJZZMIPSZ-IVEJWRRISA-N	1348.940927			MMDBc0035793
BASm0022595	CL(10:0/15:1(9Z)/16:0/23:1(9Z))	CL(10:0/15:1(9Z)/16:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/16:0/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-29-26-23-19-15-11-7-3/h23,26,35-36,67-69,74H,5-22,24-25,27-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b26-23-,36-35-/t67-,68+,69+/m0/s1	PMVNYCWDLIAGNP-ACHIIPSXSA-N	1348.940927			MMDBc0035794
BASm0022596	CL(10:0/15:1(9Z)/16:0/25:0)	CL(10:0/15:1(9Z)/16:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/16:0/25:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h23,26,69-71,76H,5-22,24-25,27-68H2,1-4H3,(H,81,82)(H,83,84)/b26-23-/t69-,70+,71+/m0/s1	PNADRNGLXHIHEY-PVBMGWIISA-N	1378.987877			MMDBc0035795
BASm0022597	CL(10:0/15:1(9Z)/16:0/25:1(11Z))	CL(10:0/15:1(9Z)/16:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/16:0/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h23,26,35-36,69-71,76H,5-22,24-25,27-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b26-23-,36-35-/t69-,70+,71+/m0/s1	VEBLMLDJSRBIAF-RCVAZBOESA-N	1376.972227			MMDBc0035796
BASm0022598	CL(10:0/15:1(9Z)/16:0/25:1(9Z))	CL(10:0/15:1(9Z)/16:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/16:0/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h23,26,37-38,69-71,76H,5-22,24-25,27-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b26-23-,38-37-/t69-,70+,71+/m0/s1	AQLSDIZMVNFPCJ-GQRUIWIUSA-N	1376.972227			MMDBc0035797
BASm0022599	CL(10:0/15:1(9Z)/16:0/27:0)	CL(10:0/15:1(9Z)/16:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/16:0/27:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h23,26,71-73,78H,5-22,24-25,27-70H2,1-4H3,(H,83,84)(H,85,86)/b26-23-/t71-,72+,73+/m0/s1	NDQBJDHHXYAPEO-SXQQBFPESA-N	1407.019177			MMDBc0035798
BASm0022600	CL(10:0/15:1(9Z)/16:0/27:1(11Z))	CL(10:0/15:1(9Z)/16:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/16:0/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h23,26,37-38,71-73,78H,5-22,24-25,27-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b26-23-,38-37-/t71-,72+,73+/m0/s1	LBZGGHDESOKOAS-AGXCOLQKSA-N	1405.003527			MMDBc0035799
BASm0022601	CL(10:0/15:1(9Z)/16:0/27:1(9Z))	CL(10:0/15:1(9Z)/16:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/16:0/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h23,26,39-40,71-73,78H,5-22,24-25,27-38,41-70H2,1-4H3,(H,83,84)(H,85,86)/b26-23-,40-39-/t71-,72+,73+/m0/s1	SJNCNFFUUGCLGF-HVDRGSFHSA-N	1405.003527			MMDBc0035800
BASm0022602	CL(10:0/15:1(9Z)/16:0/29:0)	CL(10:0/15:1(9Z)/16:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/16:0/29:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h23,26,73-75,80H,5-22,24-25,27-72H2,1-4H3,(H,85,86)(H,87,88)/b26-23-/t73-,74+,75+/m0/s1	SMAVHIMLQLVHRI-PKAHUINPSA-N	1435.050477			MMDBc0035801
BASm0022603	CL(10:0/15:1(9Z)/16:1(11Z)/23:1(11Z))	CL(10:0/15:1(9Z)/16:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/16:1(11Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-29-26-23-19-15-11-7-3/h18,22-23,26,33-34,67-69,74H,5-17,19-21,24-25,27-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,26-23-,34-33-/t67-,68+,69+/m0/s1	WOWOIKJYNWZIMI-ZRKXVFKNSA-N	1346.925277			MMDBc0035802
BASm0022604	CL(10:0/15:1(9Z)/16:1(11Z)/23:1(9Z))	CL(10:0/15:1(9Z)/16:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/16:1(11Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-29-26-23-19-15-11-7-3/h18,22-23,26,35-36,67-69,74H,5-17,19-21,24-25,27-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,26-23-,36-35-/t67-,68+,69+/m0/s1	HYCPGCKLNISOTJ-IDOJKNQSSA-N	1346.925277			MMDBc0035803
BASm0022605	CL(10:0/15:1(9Z)/16:1(11Z)/25:0)	CL(10:0/15:1(9Z)/16:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/16:1(11Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h18,22-23,26,69-71,76H,5-17,19-21,24-25,27-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,26-23-/t69-,70+,71+/m0/s1	YJZZYARAHNLVQX-GHOXKFSMSA-N	1376.972227			MMDBc0035804
BASm0022606	CL(10:0/15:1(9Z)/16:1(11Z)/25:1(11Z))	CL(10:0/15:1(9Z)/16:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/16:1(11Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h18,22-23,26,35-36,69-71,76H,5-17,19-21,24-25,27-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,26-23-,36-35-/t69-,70+,71+/m0/s1	QWJHJLWKLHUSLA-ILZQILFNSA-N	1374.956577			MMDBc0035805
BASm0022607	CL(10:0/15:1(9Z)/16:1(11Z)/25:1(9Z))	CL(10:0/15:1(9Z)/16:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/16:1(11Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h18,22-23,26,37-38,69-71,76H,5-17,19-21,24-25,27-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,26-23-,38-37-/t69-,70+,71+/m0/s1	PHRABGBFRKMBNE-OZWKYQKQSA-N	1374.956577			MMDBc0035806
BASm0022608	CL(10:0/15:1(9Z)/16:1(11Z)/27:0)	CL(10:0/15:1(9Z)/16:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/16:1(11Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h18,22-23,26,71-73,78H,5-17,19-21,24-25,27-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,26-23-/t71-,72+,73+/m0/s1	PSZUTBSBGVRINL-OOKVKHDQSA-N	1405.003527			MMDBc0035807
BASm0022609	CL(10:0/15:1(9Z)/16:1(11Z)/27:1(11Z))	CL(10:0/15:1(9Z)/16:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/16:1(11Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h18,22-23,26,37-38,71-73,78H,5-17,19-21,24-25,27-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,26-23-,38-37-/t71-,72+,73+/m0/s1	PTBOIFHGSFBLGZ-UKSQFLOTSA-N	1402.987877			MMDBc0035808
BASm0022610	CL(10:0/15:1(9Z)/16:1(11Z)/27:1(9Z))	CL(10:0/15:1(9Z)/16:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/16:1(11Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h18,22-23,26,39-40,71-73,78H,5-17,19-21,24-25,27-38,41-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,26-23-,40-39-/t71-,72+,73+/m0/s1	KCWODDZKHYYHSL-DGYSJVDXSA-N	1402.987877			MMDBc0035809
BASm0022611	CL(10:0/15:1(9Z)/16:1(11Z)/29:0)	CL(10:0/15:1(9Z)/16:1(11Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/16:1(11Z)/29:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h18,22-23,26,73-75,80H,5-17,19-21,24-25,27-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,26-23-/t73-,74+,75+/m0/s1	IPDWOHZNOFWCQL-GYCWBATOSA-N	1433.034827			MMDBc0035810
BASm0022612	CL(10:0/15:1(9Z)/16:1(9Z)/23:1(11Z))	CL(10:0/15:1(9Z)/16:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/16:1(9Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-29-26-23-19-15-11-7-3/h23,25-26,28,33-34,67-69,74H,5-22,24,27,29-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b26-23-,28-25-,34-33-/t67-,68+,69+/m0/s1	WWECHJNLWLKYDG-OMEKDIGDSA-N	1346.925277			MMDBc0035811
BASm0022613	CL(10:0/15:1(9Z)/16:1(9Z)/23:1(9Z))	CL(10:0/15:1(9Z)/16:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/16:1(9Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-40-37-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-39-29-26-23-19-15-11-7-3/h23,25-26,28,35-36,67-69,74H,5-22,24,27,29-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b26-23-,28-25-,36-35-/t67-,68+,69+/m0/s1	BHDRPXBGYGMFNO-SFOVFJJESA-N	1346.925277			MMDBc0035812
BASm0022614	CL(10:0/15:1(9Z)/16:1(9Z)/25:0)	CL(10:0/15:1(9Z)/16:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/16:1(9Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h23,25-26,28,69-71,76H,5-22,24,27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b26-23-,28-25-/t69-,70+,71+/m0/s1	PPIHKBKTRCFOEQ-OSYKXILGSA-N	1376.972227			MMDBc0035813
BASm0022615	CL(10:0/15:1(9Z)/16:1(9Z)/25:1(11Z))	CL(10:0/15:1(9Z)/16:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/16:1(9Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h23,25-26,28,35-36,69-71,76H,5-22,24,27,29-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b26-23-,28-25-,36-35-/t69-,70+,71+/m0/s1	JGYOEBYPNYYILX-OHWGDOTRSA-N	1374.956577			MMDBc0035814
BASm0022616	CL(10:0/15:1(9Z)/16:1(9Z)/25:1(9Z))	CL(10:0/15:1(9Z)/16:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/16:1(9Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h23,25-26,28,37-38,69-71,76H,5-22,24,27,29-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b26-23-,28-25-,38-37-/t69-,70+,71+/m0/s1	WYXSZYREJUOVOV-KUJCFAGDSA-N	1374.956577			MMDBc0035815
BASm0022617	CL(10:0/15:1(9Z)/16:1(9Z)/27:0)	CL(10:0/15:1(9Z)/16:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/16:1(9Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h23,25-26,28,71-73,78H,5-22,24,27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b26-23-,28-25-/t71-,72+,73+/m0/s1	ZCKYMCBBVFTXQU-ZTMYKCCYSA-N	1405.003527			MMDBc0035816
BASm0022618	CL(10:0/15:1(9Z)/16:1(9Z)/27:1(11Z))	CL(10:0/15:1(9Z)/16:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/16:1(9Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h23,25-26,28,37-38,71-73,78H,5-22,24,27,29-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b26-23-,28-25-,38-37-/t71-,72+,73+/m0/s1	FWQXNDCWVKCUFI-RBPVDVCSSA-N	1402.987877			MMDBc0035817
BASm0022619	CL(10:0/15:1(9Z)/16:1(9Z)/27:1(9Z))	CL(10:0/15:1(9Z)/16:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/16:1(9Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h23,25-26,28,39-40,71-73,78H,5-22,24,27,29-38,41-70H2,1-4H3,(H,83,84)(H,85,86)/b26-23-,28-25-,40-39-/t71-,72+,73+/m0/s1	JOJACJWXKWJYGT-OHQLSWKISA-N	1402.987877			MMDBc0035818
BASm0022620	CL(10:0/15:1(9Z)/16:1(9Z)/29:0)	CL(10:0/15:1(9Z)/16:1(9Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/16:1(9Z)/29:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h23,25-26,28,73-75,80H,5-22,24,27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b26-23-,28-25-/t73-,74+,75+/m0/s1	JOPNZDCYHCVBGC-UTPQXTJDSA-N	1433.034827			MMDBc0035819
BASm0022621	CL(10:0/15:1(9Z)/18:0/23:1(11Z))	CL(10:0/15:1(9Z)/18:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/18:0/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h23,26,34-35,69-71,76H,5-22,24-25,27-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b26-23-,35-34-/t69-,70+,71+/m0/s1	HPSQOIPOXZYNEF-PURNJTOKSA-N	1376.972227			MMDBc0035820
BASm0022622	CL(10:0/15:1(9Z)/18:0/23:1(9Z))	CL(10:0/15:1(9Z)/18:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/18:0/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h23,26,36,38,69-71,76H,5-22,24-25,27-35,37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b26-23-,38-36-/t69-,70+,71+/m0/s1	HJYIPRYYXLWWHB-JAJLRZTDSA-N	1376.972227			MMDBc0035821
BASm0022623	CL(10:0/15:1(9Z)/18:0/25:0)	CL(10:0/15:1(9Z)/18:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/18:0/25:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h23,26,71-73,78H,5-22,24-25,27-70H2,1-4H3,(H,83,84)(H,85,86)/b26-23-/t71-,72+,73+/m0/s1	YBFSLRQEDMBUKE-SXQQBFPESA-N	1407.019177			MMDBc0035822
BASm0022624	CL(10:0/15:1(9Z)/18:0/25:1(11Z))	CL(10:0/15:1(9Z)/18:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/18:0/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h23,26,36-37,71-73,78H,5-22,24-25,27-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b26-23-,37-36-/t71-,72+,73+/m0/s1	JEVKLZWZDLAWMK-KKEXKRKMSA-N	1405.003527			MMDBc0035823
BASm0022625	CL(10:0/15:1(9Z)/18:0/25:1(9Z))	CL(10:0/15:1(9Z)/18:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/18:0/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h23,26,38,40,71-73,78H,5-22,24-25,27-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b26-23-,40-38-/t71-,72+,73+/m0/s1	MQHIDBUZLWBGRO-CKXXKTEPSA-N	1405.003527			MMDBc0035824
BASm0022626	CL(10:0/15:1(9Z)/18:0/27:0)	CL(10:0/15:1(9Z)/18:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/18:0/27:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h23,26,73-75,80H,5-22,24-25,27-72H2,1-4H3,(H,85,86)(H,87,88)/b26-23-/t73-,74+,75+/m0/s1	LXOQOPSPRDBHPJ-PKAHUINPSA-N	1435.050477			MMDBc0035825
BASm0022627	CL(10:0/15:1(9Z)/18:0/27:1(11Z))	CL(10:0/15:1(9Z)/18:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/18:0/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h23,26,38-39,73-75,80H,5-22,24-25,27-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b26-23-,39-38-/t73-,74+,75+/m0/s1	YMWJERPSKZEJSV-RVKQKRKASA-N	1433.034827			MMDBc0035826
BASm0022628	CL(10:0/15:1(9Z)/18:0/27:1(9Z))	CL(10:0/15:1(9Z)/18:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/18:0/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h23,26,40,42,73-75,80H,5-22,24-25,27-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b26-23-,42-40-/t73-,74+,75+/m0/s1	KWINXSMZGMLHHD-XTWYJARDSA-N	1433.034827			MMDBc0035827
BASm0022629	CL(10:0/15:1(9Z)/18:0/29:0)	CL(10:0/15:1(9Z)/18:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/18:0/29:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h23,26,75-77,82H,5-22,24-25,27-74H2,1-4H3,(H,87,88)(H,89,90)/b26-23-/t75-,76+,77+/m0/s1	OJEOIPWRTFNTFJ-YAWAHKGOSA-N	1463.081778			MMDBc0035828
BASm0022630	CL(10:0/15:1(9Z)/18:1(11Z)/23:1(11Z))	CL(10:0/15:1(9Z)/18:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/18:1(11Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h23,25-26,28,34-35,69-71,76H,5-22,24,27,29-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b26-23-,28-25-,35-34-/t69-,70+,71+/m0/s1	QUWLTQZKLYOVKY-SZBDXLSNSA-N	1374.956577			MMDBc0035829
BASm0022631	CL(10:0/15:1(9Z)/18:1(11Z)/23:1(9Z))	CL(10:0/15:1(9Z)/18:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/18:1(11Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h23,25-26,28,36,38,69-71,76H,5-22,24,27,29-35,37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b26-23-,28-25-,38-36-/t69-,70+,71+/m0/s1	CYWMATFLHPZLGA-GXLRJJNLSA-N	1374.956577			MMDBc0035830
BASm0022632	CL(10:0/15:1(9Z)/18:1(11Z)/25:0)	CL(10:0/15:1(9Z)/18:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/18:1(11Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h23,25-26,28,71-73,78H,5-22,24,27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b26-23-,28-25-/t71-,72+,73+/m0/s1	XXRBKGXXIVJBCL-ZTMYKCCYSA-N	1405.003527			MMDBc0035831
BASm0022633	CL(10:0/15:1(9Z)/18:1(11Z)/25:1(11Z))	CL(10:0/15:1(9Z)/18:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/18:1(11Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h23,25-26,28,36-37,71-73,78H,5-22,24,27,29-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b26-23-,28-25-,37-36-/t71-,72+,73+/m0/s1	CKQQUTCMFOTCPJ-UGITULKBSA-N	1402.987877			MMDBc0035832
BASm0022634	CL(10:0/15:1(9Z)/18:1(11Z)/25:1(9Z))	CL(10:0/15:1(9Z)/18:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/18:1(11Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h23,25-26,28,38,40,71-73,78H,5-22,24,27,29-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b26-23-,28-25-,40-38-/t71-,72+,73+/m0/s1	DZUPBTPWESDQPX-TUMJAKDMSA-N	1402.987877			MMDBc0035833
BASm0022635	CL(10:0/15:1(9Z)/18:1(11Z)/27:0)	CL(10:0/15:1(9Z)/18:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/18:1(11Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h23,25-26,28,73-75,80H,5-22,24,27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b26-23-,28-25-/t73-,74+,75+/m0/s1	ZLJLEPDOATVSOQ-UTPQXTJDSA-N	1433.034827			MMDBc0035834
BASm0022636	CL(10:0/15:1(9Z)/18:1(11Z)/27:1(11Z))	CL(10:0/15:1(9Z)/18:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/18:1(11Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h23,25-26,28,38-39,73-75,80H,5-22,24,27,29-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b26-23-,28-25-,39-38-/t73-,74+,75+/m0/s1	QIGNSJXAXWJWFS-MWSVJQIBSA-N	1431.019177			MMDBc0035835
BASm0022637	CL(10:0/15:1(9Z)/18:1(11Z)/27:1(9Z))	CL(10:0/15:1(9Z)/18:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/18:1(11Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h23,25-26,28,40,42,73-75,80H,5-22,24,27,29-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b26-23-,28-25-,42-40-/t73-,74+,75+/m0/s1	DDJMHYYANDFTSH-KEGDDGRCSA-N	1431.019177			MMDBc0035836
BASm0022638	CL(10:0/15:1(9Z)/18:1(11Z)/29:0)	CL(10:0/15:1(9Z)/18:1(11Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/18:1(11Z)/29:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h23,25-26,28,75-77,82H,5-22,24,27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b26-23-,28-25-/t75-,76+,77+/m0/s1	NEYMHVNCIIEIGZ-DMMGHYEYSA-N	1461.066127			MMDBc0035837
BASm0022639	CL(10:0/15:1(9Z)/18:1(9Z)/23:1(11Z))	CL(10:0/15:1(9Z)/18:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/18:1(9Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h23,26,31,34-35,37,69-71,76H,5-22,24-25,27-30,32-33,36,38-68H2,1-4H3,(H,81,82)(H,83,84)/b26-23-,35-34-,37-31-/t69-,70+,71+/m0/s1	TZXZSXCAMCHHDX-FQPQWVGCSA-N	1374.956577			MMDBc0035838
BASm0022640	CL(10:0/15:1(9Z)/18:1(9Z)/23:1(9Z))	CL(10:0/15:1(9Z)/18:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/18:1(9Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-38-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-42-39-37-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-41-29-26-23-19-15-11-7-3/h23,26,31,36-38,69-71,76H,5-22,24-25,27-30,32-35,39-68H2,1-4H3,(H,81,82)(H,83,84)/b26-23-,37-31-,38-36-/t69-,70+,71+/m0/s1	CWMGMIYACRFKNX-MAWGJQEYSA-N	1374.956577			MMDBc0035839
BASm0022641	CL(10:0/15:1(9Z)/18:1(9Z)/25:0)	CL(10:0/15:1(9Z)/18:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/18:1(9Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h23,26,31,39,71-73,78H,5-22,24-25,27-30,32-38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b26-23-,39-31-/t71-,72+,73+/m0/s1	LRISPEGILVRTSD-UIZIYWDXSA-N	1405.003527			MMDBc0035840
BASm0022642	CL(10:0/15:1(9Z)/18:1(9Z)/25:1(11Z))	CL(10:0/15:1(9Z)/18:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/18:1(9Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h23,26,31,36-37,39,71-73,78H,5-22,24-25,27-30,32-35,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b26-23-,37-36-,39-31-/t71-,72+,73+/m0/s1	NTAHBGAXSXDVPH-VVNLFMJZSA-N	1402.987877			MMDBc0035841
BASm0022643	CL(10:0/15:1(9Z)/18:1(9Z)/25:1(9Z))	CL(10:0/15:1(9Z)/18:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/18:1(9Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h23,26,31,38-40,71-73,78H,5-22,24-25,27-30,32-37,41-70H2,1-4H3,(H,83,84)(H,85,86)/b26-23-,39-31-,40-38-/t71-,72+,73+/m0/s1	ZXBYUPPDLYOGQD-FIXVPZNCSA-N	1402.987877			MMDBc0035842
BASm0022644	CL(10:0/15:1(9Z)/18:1(9Z)/27:0)	CL(10:0/15:1(9Z)/18:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/18:1(9Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h23,26,31,41,73-75,80H,5-22,24-25,27-30,32-40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b26-23-,41-31-/t73-,74+,75+/m0/s1	MZQOJARFRWKNBG-AYTFWIOMSA-N	1433.034827			MMDBc0035843
BASm0022645	CL(10:0/15:1(9Z)/18:1(9Z)/27:1(11Z))	CL(10:0/15:1(9Z)/18:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/18:1(9Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h23,26,31,38-39,41,73-75,80H,5-22,24-25,27-30,32-37,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b26-23-,39-38-,41-31-/t73-,74+,75+/m0/s1	URUWOMKSKRJZSJ-VWMHQYFUSA-N	1431.019177			MMDBc0035844
BASm0022646	CL(10:0/15:1(9Z)/18:1(9Z)/27:1(9Z))	CL(10:0/15:1(9Z)/18:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/18:1(9Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h23,26,31,40-42,73-75,80H,5-22,24-25,27-30,32-39,43-72H2,1-4H3,(H,85,86)(H,87,88)/b26-23-,41-31-,42-40-/t73-,74+,75+/m0/s1	NDNCMQBPNYHRGJ-BAZXFFDMSA-N	1431.019177			MMDBc0035845
BASm0022647	CL(10:0/15:1(9Z)/18:1(9Z)/29:0)	CL(10:0/15:1(9Z)/18:1(9Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/18:1(9Z)/29:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h23,26,31,43,75-77,82H,5-22,24-25,27-30,32-42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b26-23-,43-31-/t75-,76+,77+/m0/s1	VZWCZGKHKOBIOM-DBCRXRSOSA-N	1461.066127			MMDBc0035846
BASm0022648	CL(10:0/15:1(9Z)/20:0/23:1(11Z))	CL(10:0/15:1(9Z)/20:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/20:0/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h23,26,35-36,71-73,78H,5-22,24-25,27-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b26-23-,36-35-/t71-,72+,73+/m0/s1	AXCUNRSYGOFEAB-CRXMQCFBSA-N	1405.003527			MMDBc0035847
BASm0022649	CL(10:0/15:1(9Z)/20:0/23:1(9Z))	CL(10:0/15:1(9Z)/20:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/20:0/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h23,26,38,40,71-73,78H,5-22,24-25,27-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b26-23-,40-38-/t71-,72+,73+/m0/s1	ZUAQFRKTVLCYHE-CKXXKTEPSA-N	1405.003527			MMDBc0035848
BASm0022650	CL(10:0/15:1(9Z)/20:0/25:0)	CL(10:0/15:1(9Z)/20:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/20:0/25:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h23,26,73-75,80H,5-22,24-25,27-72H2,1-4H3,(H,85,86)(H,87,88)/b26-23-/t73-,74+,75+/m0/s1	QPNPUPBJCAVHSG-PKAHUINPSA-N	1435.050477			MMDBc0035849
BASm0022651	CL(10:0/15:1(9Z)/20:0/25:1(11Z))	CL(10:0/15:1(9Z)/20:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/20:0/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h23,26,37-38,73-75,80H,5-22,24-25,27-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b26-23-,38-37-/t73-,74+,75+/m0/s1	UPPVARZSWBYJRR-OMYVVSDYSA-N	1433.034827			MMDBc0035850
BASm0022652	CL(10:0/15:1(9Z)/20:0/25:1(9Z))	CL(10:0/15:1(9Z)/20:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/20:0/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h23,26,40,42,73-75,80H,5-22,24-25,27-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b26-23-,42-40-/t73-,74+,75+/m0/s1	VWUVORLHXQDRPU-XTWYJARDSA-N	1433.034827			MMDBc0035851
BASm0022653	CL(10:0/15:1(9Z)/20:0/27:0)	CL(10:0/15:1(9Z)/20:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/20:0/27:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h23,26,75-77,82H,5-22,24-25,27-74H2,1-4H3,(H,87,88)(H,89,90)/b26-23-/t75-,76+,77+/m0/s1	JRRYUIVUHBTLPC-YAWAHKGOSA-N	1463.081778			MMDBc0035852
BASm0022654	CL(10:0/15:1(9Z)/20:0/27:1(11Z))	CL(10:0/15:1(9Z)/20:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/20:0/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h23,26,39-40,75-77,82H,5-22,24-25,27-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b26-23-,40-39-/t75-,76+,77+/m0/s1	PKUZRSPULOIDCK-OFMHGPBDSA-N	1461.066127			MMDBc0035853
BASm0022655	CL(10:0/15:1(9Z)/20:0/27:1(9Z))	CL(10:0/15:1(9Z)/20:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/20:0/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h23,26,42,44,75-77,82H,5-22,24-25,27-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b26-23-,44-42-/t75-,76+,77+/m0/s1	OSRJELWMUVCETD-NDXAFOAMSA-N	1461.066127			MMDBc0035854
BASm0022656	CL(10:0/15:1(9Z)/20:1(11Z)/23:1(11Z))	CL(10:0/15:1(9Z)/20:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/20:1(11Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h23,26,31,33,35-36,71-73,78H,5-22,24-25,27-30,32,34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b26-23-,33-31-,36-35-/t71-,72+,73+/m0/s1	RNSLBGPZVSCKRP-JAWGGRNJSA-N	1402.987877			MMDBc0035855
BASm0022657	CL(10:0/15:1(9Z)/20:1(11Z)/23:1(9Z))	CL(10:0/15:1(9Z)/20:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/20:1(11Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h23,26,31,33,38,40,71-73,78H,5-22,24-25,27-30,32,34-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b26-23-,33-31-,40-38-/t71-,72+,73+/m0/s1	HGVBGBXYRYTWCE-ZANWKXPESA-N	1402.987877			MMDBc0035856
BASm0022658	CL(10:0/15:1(9Z)/20:1(11Z)/25:0)	CL(10:0/15:1(9Z)/20:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/20:1(11Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h23,26,31,33,73-75,80H,5-22,24-25,27-30,32,34-72H2,1-4H3,(H,85,86)(H,87,88)/b26-23-,33-31-/t73-,74+,75+/m0/s1	AWZVCMVJLGODHH-VUVUGTRXSA-N	1433.034827			MMDBc0035857
BASm0022659	CL(10:0/15:1(9Z)/20:1(11Z)/25:1(11Z))	CL(10:0/15:1(9Z)/20:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/20:1(11Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h23,26,31,33,37-38,73-75,80H,5-22,24-25,27-30,32,34-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b26-23-,33-31-,38-37-/t73-,74+,75+/m0/s1	GDYXXQYPSUSHID-YHFZNGIMSA-N	1431.019177			MMDBc0035858
BASm0022660	CL(10:0/15:1(9Z)/20:1(11Z)/25:1(9Z))	CL(10:0/15:1(9Z)/20:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/20:1(11Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h23,26,31,33,40,42,73-75,80H,5-22,24-25,27-30,32,34-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b26-23-,33-31-,42-40-/t73-,74+,75+/m0/s1	NMBGYAARUGWXIP-DYDOQYCESA-N	1431.019177			MMDBc0035859
BASm0022661	CL(10:0/15:1(9Z)/20:1(11Z)/27:0)	CL(10:0/15:1(9Z)/20:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/20:1(11Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h23,26,31,33,75-77,82H,5-22,24-25,27-30,32,34-74H2,1-4H3,(H,87,88)(H,89,90)/b26-23-,33-31-/t75-,76+,77+/m0/s1	ZWGLTDCHCJSXKR-OMHXSJOKSA-N	1461.066127			MMDBc0035860
BASm0022662	CL(10:0/15:1(9Z)/20:1(11Z)/27:1(11Z))	CL(10:0/15:1(9Z)/20:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/20:1(11Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h23,26,31,33,39-40,75-77,82H,5-22,24-25,27-30,32,34-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b26-23-,33-31-,40-39-/t75-,76+,77+/m0/s1	NEMXOGOSQABXPZ-GUYLKZCGSA-N	1459.050477			MMDBc0035861
BASm0022663	CL(10:0/15:1(9Z)/20:1(11Z)/27:1(9Z))	CL(10:0/15:1(9Z)/20:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/20:1(11Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h23,26,31,33,42,44,75-77,82H,5-22,24-25,27-30,32,34-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b26-23-,33-31-,44-42-/t75-,76+,77+/m0/s1	KDRSOAUSMIIUNA-SSARXWMRSA-N	1459.050477			MMDBc0035862
BASm0022664	CL(10:0/15:1(9Z)/20:1(13Z)/23:1(11Z))	CL(10:0/15:1(9Z)/20:1(13Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/20:1(13Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h23,25-26,28,35-36,71-73,78H,5-22,24,27,29-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b26-23-,28-25-,36-35-/t71-,72+,73+/m0/s1	QKUVBUOTICZFQE-GWGIMRJZSA-N	1402.987877			MMDBc0035863
BASm0022665	CL(10:0/15:1(9Z)/20:1(13Z)/23:1(9Z))	CL(10:0/15:1(9Z)/20:1(13Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/20:1(13Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-38-40-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-44-41-39-37-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-43-29-26-23-19-15-11-7-3/h23,25-26,28,38,40,71-73,78H,5-22,24,27,29-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b26-23-,28-25-,40-38-/t71-,72+,73+/m0/s1	ZVVDCXLFBYTRSU-TUMJAKDMSA-N	1402.987877			MMDBc0035864
BASm0022666	CL(10:0/15:1(9Z)/20:1(13Z)/25:0)	CL(10:0/15:1(9Z)/20:1(13Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/20:1(13Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h23,25-26,28,73-75,80H,5-22,24,27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b26-23-,28-25-/t73-,74+,75+/m0/s1	FVYYSMKQIUGGKT-UTPQXTJDSA-N	1433.034827			MMDBc0035865
BASm0022667	CL(10:0/15:1(9Z)/20:1(13Z)/25:1(11Z))	CL(10:0/15:1(9Z)/20:1(13Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/20:1(13Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h23,25-26,28,37-38,73-75,80H,5-22,24,27,29-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b26-23-,28-25-,38-37-/t73-,74+,75+/m0/s1	DOJGQNLFYNIOOX-NLEQABHXSA-N	1431.019177			MMDBc0035866
BASm0022668	CL(10:0/15:1(9Z)/20:1(13Z)/25:1(9Z))	CL(10:0/15:1(9Z)/20:1(13Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/20:1(13Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h23,25-26,28,40,42,73-75,80H,5-22,24,27,29-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b26-23-,28-25-,42-40-/t73-,74+,75+/m0/s1	STTCXEBZQDHJJL-KEGDDGRCSA-N	1431.019177			MMDBc0035867
BASm0022669	CL(10:0/15:1(9Z)/20:1(13Z)/27:0)	CL(10:0/15:1(9Z)/20:1(13Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/20:1(13Z)/27:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h23,25-26,28,75-77,82H,5-22,24,27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b26-23-,28-25-/t75-,76+,77+/m0/s1	AUGVHTMAJVBJBP-DMMGHYEYSA-N	1461.066127			MMDBc0035868
BASm0022670	CL(10:0/15:1(9Z)/20:1(13Z)/27:1(11Z))	CL(10:0/15:1(9Z)/20:1(13Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/20:1(13Z)/27:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h23,25-26,28,39-40,75-77,82H,5-22,24,27,29-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b26-23-,28-25-,40-39-/t75-,76+,77+/m0/s1	ZSVFNWVDHUJYNI-LPZSTKSOSA-N	1459.050477			MMDBc0035869
BASm0022671	CL(10:0/15:1(9Z)/20:1(13Z)/27:1(9Z))	CL(10:0/15:1(9Z)/20:1(13Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/20:1(13Z)/27:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h23,25-26,28,42,44,75-77,82H,5-22,24,27,29-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b26-23-,28-25-,44-42-/t75-,76+,77+/m0/s1	CYDBGBAOTVMBHV-FTMNYBEXSA-N	1459.050477			MMDBc0035870
BASm0022672	CL(10:0/15:1(9Z)/22:0/23:1(11Z))	CL(10:0/15:1(9Z)/22:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/22:0/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h23,26,36,38,73-75,80H,5-22,24-25,27-35,37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b26-23-,38-36-/t73-,74+,75+/m0/s1	WUOPURAQVFDHFF-ZTJKJLQOSA-N	1433.034827			MMDBc0035871
BASm0022673	CL(10:0/15:1(9Z)/22:0/23:1(9Z))	CL(10:0/15:1(9Z)/22:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/22:0/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h23,26,40,42,73-75,80H,5-22,24-25,27-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b26-23-,42-40-/t73-,74+,75+/m0/s1	OQWAAKOOIRIGTJ-XTWYJARDSA-N	1433.034827			MMDBc0035872
BASm0022674	CL(10:0/15:1(9Z)/22:0/25:0)	CL(10:0/15:1(9Z)/22:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/22:0/25:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h23,26,75-77,82H,5-22,24-25,27-74H2,1-4H3,(H,87,88)(H,89,90)/b26-23-/t75-,76+,77+/m0/s1	ARENJBBLIGQBIC-YAWAHKGOSA-N	1463.081778			MMDBc0035873
BASm0022675	CL(10:0/15:1(9Z)/22:0/25:1(11Z))	CL(10:0/15:1(9Z)/22:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/22:0/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h23,26,38,40,75-77,82H,5-22,24-25,27-37,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b26-23-,40-38-/t75-,76+,77+/m0/s1	JZPZVEVKLKQJOC-VXFVTIHASA-N	1461.066127			MMDBc0035874
BASm0022676	CL(10:0/15:1(9Z)/22:0/25:1(9Z))	CL(10:0/15:1(9Z)/22:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/22:0/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h23,26,42,44,75-77,82H,5-22,24-25,27-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b26-23-,44-42-/t75-,76+,77+/m0/s1	FBGMLMFTZVXTGK-NDXAFOAMSA-N	1461.066127			MMDBc0035875
BASm0022677	CL(10:0/15:1(9Z)/22:1(11Z)/23:1(11Z))	CL(10:0/15:1(9Z)/22:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/22:1(11Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h23,26,35-38,73-75,80H,5-22,24-25,27-34,39-72H2,1-4H3,(H,85,86)(H,87,88)/b26-23-,37-35-,38-36-/t73-,74+,75+/m0/s1	WVNNOWWGXCZJKL-KQOVBZCYSA-N	1431.019177			MMDBc0035876
BASm0022678	CL(10:0/15:1(9Z)/22:1(11Z)/23:1(9Z))	CL(10:0/15:1(9Z)/22:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/22:1(11Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h23,26,35,37,40,42,73-75,80H,5-22,24-25,27-34,36,38-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b26-23-,37-35-,42-40-/t73-,74+,75+/m0/s1	RMVXAZSOOZJIPW-XJOGXFFZSA-N	1431.019177			MMDBc0035877
BASm0022679	CL(10:0/15:1(9Z)/22:1(11Z)/25:0)	CL(10:0/15:1(9Z)/22:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/22:1(11Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h23,26,35,39,75-77,82H,5-22,24-25,27-34,36-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b26-23-,39-35-/t75-,76+,77+/m0/s1	FTTSXRKFBRJUDS-LTNMFJMASA-N	1461.066127			MMDBc0035878
BASm0022680	CL(10:0/15:1(9Z)/22:1(11Z)/25:1(11Z))	CL(10:0/15:1(9Z)/22:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/22:1(11Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h23,26,35,38-40,75-77,82H,5-22,24-25,27-34,36-37,41-74H2,1-4H3,(H,87,88)(H,89,90)/b26-23-,39-35-,40-38-/t75-,76+,77+/m0/s1	KBPYTZSTLKYTCO-DMQZQGMCSA-N	1459.050477			MMDBc0035879
BASm0022681	CL(10:0/15:1(9Z)/22:1(11Z)/25:1(9Z))	CL(10:0/15:1(9Z)/22:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/22:1(11Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h23,26,35,39,42,44,75-77,82H,5-22,24-25,27-34,36-38,40-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b26-23-,39-35-,44-42-/t75-,76+,77+/m0/s1	ZWONWPWJNPPMOU-MGXRPRLISA-N	1459.050477			MMDBc0035880
BASm0022682	CL(10:0/15:1(9Z)/22:1(9Z)/23:1(11Z))	CL(10:0/15:1(9Z)/22:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/22:1(9Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h23,26,36,38-39,41,73-75,80H,5-22,24-25,27-35,37,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b26-23-,38-36-,41-39-/t73-,74+,75+/m0/s1	KPDHKFQLSARERJ-WFPNPKPLSA-N	1431.019177			MMDBc0035881
BASm0022683	CL(10:0/15:1(9Z)/22:1(9Z)/23:1(9Z))	CL(10:0/15:1(9Z)/22:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/22:1(9Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-45-29-26-23-19-15-11-7-3/h23,26,39-42,73-75,80H,5-22,24-25,27-38,43-72H2,1-4H3,(H,85,86)(H,87,88)/b26-23-,41-39-,42-40-/t73-,74+,75+/m0/s1	KICBAKIFQVKDNF-IXBIVIHZSA-N	1431.019177			MMDBc0035882
BASm0022684	CL(10:0/15:1(9Z)/22:1(9Z)/25:0)	CL(10:0/15:1(9Z)/22:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/22:1(9Z)/25:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h23,26,41,43,75-77,82H,5-22,24-25,27-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b26-23-,43-41-/t75-,76+,77+/m0/s1	YOCOUJOAWIBZPQ-VFFMZZPCSA-N	1461.066127			MMDBc0035883
BASm0022685	CL(10:0/15:1(9Z)/22:1(9Z)/25:1(11Z))	CL(10:0/15:1(9Z)/22:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/22:1(9Z)/25:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h23,26,38,40-41,43,75-77,82H,5-22,24-25,27-37,39,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b26-23-,40-38-,43-41-/t75-,76+,77+/m0/s1	UYCZYZYSKQHEQD-WNNSJKSWSA-N	1459.050477			MMDBc0035884
BASm0022686	CL(10:0/15:1(9Z)/22:1(9Z)/25:1(9Z))	CL(10:0/15:1(9Z)/22:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/22:1(9Z)/25:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h23,26,41-44,75-77,82H,5-22,24-25,27-40,45-74H2,1-4H3,(H,87,88)(H,89,90)/b26-23-,43-41-,44-42-/t75-,76+,77+/m0/s1	WGGFBMQOOHVUSG-VAHUGLQGSA-N	1459.050477			MMDBc0035885
BASm0022687	CL(10:0/15:1(9Z)/23:1(11Z)/24:0)	CL(10:0/15:1(9Z)/23:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/23:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h23,26,37,39,75-77,82H,5-22,24-25,27-36,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b26-23-,39-37-/t75-,76+,77+/m0/s1	PJCIPLKYBILMKS-ZDCMWOMQSA-N	1461.066127			MMDBc0035886
BASm0022688	CL(10:0/15:1(9Z)/23:1(11Z)/24:1(11Z))	CL(10:0/15:1(9Z)/23:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/23:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h23,26,37-40,75-77,82H,5-22,24-25,27-36,41-74H2,1-4H3,(H,87,88)(H,89,90)/b26-23-,39-37-,40-38-/t75-,76+,77+/m0/s1	IUKKZOQLIYLARD-GKFADCHXSA-N	1459.050477			MMDBc0035887
BASm0022689	CL(10:0/15:1(9Z)/23:1(11Z)/24:1(9Z))	CL(10:0/15:1(9Z)/23:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/23:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h23,26,37,39,42,44,75-77,82H,5-22,24-25,27-36,38,40-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b26-23-,39-37-,44-42-/t75-,76+,77+/m0/s1	KPIAMDRDIQZFLA-ZCTHSFNFSA-N	1459.050477			MMDBc0035888
BASm0022690	CL(10:0/15:1(9Z)/23:1(9Z)/24:0)	CL(10:0/15:1(9Z)/23:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/23:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h23,26,41,43,75-77,82H,5-22,24-25,27-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b26-23-,43-41-/t75-,76+,77+/m0/s1	CGEQDZDMLXSWPU-VFFMZZPCSA-N	1461.066127			MMDBc0035889
BASm0022691	CL(10:0/15:1(9Z)/23:1(9Z)/24:1(11Z))	CL(10:0/15:1(9Z)/23:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/23:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h23,26,38,40-41,43,75-77,82H,5-22,24-25,27-37,39,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b26-23-,40-38-,43-41-/t75-,76+,77+/m0/s1	QVHISOKCTJTAOT-WNNSJKSWSA-N	1459.050477			MMDBc0035890
BASm0022692	CL(10:0/15:1(9Z)/23:1(9Z)/24:1(9Z))	CL(10:0/15:1(9Z)/23:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/15:1(9Z)/23:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-44-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-48-45-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-47-29-26-23-19-15-11-7-3/h23,26,41-44,75-77,82H,5-22,24-25,27-40,45-74H2,1-4H3,(H,87,88)(H,89,90)/b26-23-,43-41-,44-42-/t75-,76+,77+/m0/s1	PYGKCOGLWGHJBX-VAHUGLQGSA-N	1459.050477			MMDBc0035891
BASm0022693	CL(10:0/16:0/16:0/16:0)	CL(10:0/16:0/16:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:0/16:0) contains one chain of decanoic acid at the C1 position, three chains of hexadecanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C67H130O17P2	InChI=1S/C67H130O17P2/c1-5-9-13-17-21-24-27-30-33-36-40-44-48-52-65(70)78-58-63(84-67(72)54-50-46-42-38-35-32-29-26-23-19-15-11-7-3)60-82-86(75,76)80-56-61(68)55-79-85(73,74)81-59-62(57-77-64(69)51-47-43-39-20-16-12-8-4)83-66(71)53-49-45-41-37-34-31-28-25-22-18-14-10-6-2/h61-63,68H,5-60H2,1-4H3,(H,73,74)(H,75,76)/t61-,62+,63+/m0/s1	KCRABJLNQHHDRC-WJOGUDKKSA-N	1268.878327			MMDBc0035892
BASm0022694	CL(10:0/16:0/16:0/18:0)	CL(10:0/16:0/16:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:0/18:0) contains one chain of decanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-24-27-30-31-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-33-29-26-23-19-15-11-7-3/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t63-,64+,65+/m0/s1	BCAXBRLIHYMKML-MGSXVFSVSA-N	1296.909627			MMDBc0035893
BASm0022695	CL(10:0/16:0/16:0/18:1(11Z))	CL(10:0/16:0/16:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:0/18:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-27-30-31-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-33-29-26-23-19-15-11-7-3/h24,27,63-65,70H,5-23,25-26,28-62H2,1-4H3,(H,75,76)(H,77,78)/b27-24-/t63-,64+,65+/m0/s1	QANZRHYXYSUAMY-COVMAVNLSA-N	1294.893977			MMDBc0035894
BASm0022696	CL(10:0/16:0/16:0/18:1(9Z))	CL(10:0/16:0/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:0/18:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-27-30-31-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-33-29-26-23-19-15-11-7-3/h30-31,63-65,70H,5-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b31-30-/t63-,64+,65+/m0/s1	KXMWBNUZSWLNSB-KROWAYFZSA-N	1294.893977			MMDBc0035895
BASm0022697	CL(10:0/16:0/16:0/20:0)	CL(10:0/16:0/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:0/20:0) contains one chain of decanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-35-29-26-23-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	LJCUHNJWVZDFGM-OHKZLATASA-N	1324.940927			MMDBc0035896
BASm0022698	CL(10:0/16:0/16:0/20:1(11Z))	CL(10:0/16:0/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:0/20:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-35-29-26-23-19-15-11-7-3/h30-31,65-67,72H,5-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b31-30-/t65-,66+,67+/m0/s1	SLUZUNGRZJMJKN-HFQZLWRUSA-N	1322.925277			MMDBc0035897
BASm0022699	CL(10:0/16:0/16:0/20:1(13Z))	CL(10:0/16:0/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:0/20:1(13Z)) contains one chain of decanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-35-29-26-23-19-15-11-7-3/h24,27,65-67,72H,5-23,25-26,28-64H2,1-4H3,(H,77,78)(H,79,80)/b27-24-/t65-,66+,67+/m0/s1	WGAAHQDZLATBAW-YMPWJQHNSA-N	1322.925277			MMDBc0035898
BASm0022700	CL(10:0/16:0/16:0/22:0)	CL(10:0/16:0/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:0/22:0) contains one chain of decanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-29-26-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	XIDOTHSDPNOOQM-MXMGCQHCSA-N	1352.972227			MMDBc0035899
BASm0022701	CL(10:0/16:0/16:0/22:1(11Z))	CL(10:0/16:0/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-29-26-23-19-15-11-7-3/h32-33,67-69,74H,5-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b33-32-/t67-,68+,69+/m0/s1	VYILBGVHBAHLSD-SCUFBZQYSA-N	1350.956577			MMDBc0035900
BASm0022702	CL(10:0/16:0/16:0/22:1(9Z))	CL(10:0/16:0/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-29-26-23-19-15-11-7-3/h34-35,67-69,74H,5-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b35-34-/t67-,68+,69+/m0/s1	PSGDMYIJGOEDCA-YHGSUBCESA-N	1350.956577			MMDBc0035901
BASm0022703	CL(10:0/16:0/16:0/24:0)	CL(10:0/16:0/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:0/24:0) contains one chain of decanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-29-26-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	MGPMYKUGCKBGPL-NTQFVZKBSA-N	1381.003527			MMDBc0035902
BASm0022704	CL(10:0/16:0/16:0/24:1(11Z))	CL(10:0/16:0/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-29-26-23-19-15-11-7-3/h34-35,69-71,76H,5-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b35-34-/t69-,70+,71+/m0/s1	SDWQUCPXXLLFOB-VBYSCXMYSA-N	1378.987877			MMDBc0035903
BASm0022705	CL(10:0/16:0/16:0/24:1(9Z))	CL(10:0/16:0/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-29-26-23-19-15-11-7-3/h36-37,69-71,76H,5-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b37-36-/t69-,70+,71+/m0/s1	PMPFYEJCBYOLLD-TVPKQGNNSA-N	1378.987877			MMDBc0035904
BASm0022706	CL(10:0/16:0/16:0/26:0)	CL(10:0/16:0/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:0/26:0) contains one chain of decanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-29-26-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	FVFAMZFVTATZSW-DFXUENRWSA-N	1409.034827			MMDBc0035905
BASm0022707	CL(10:0/16:0/16:0/26:1(11Z))	CL(10:0/16:0/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-29-26-23-19-15-11-7-3/h35-36,71-73,78H,5-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b36-35-/t71-,72+,73+/m0/s1	PZPHVYXOCMZCBQ-WQQSVMQDSA-N	1407.019177			MMDBc0035906
BASm0022708	CL(10:0/16:0/16:0/26:1(9Z))	CL(10:0/16:0/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H150O17P2	InChI=1S/C78H150O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-43-46-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-44-41-28-25-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-20-16-12-8-4)94-77(82)64-60-56-52-48-45-42-29-26-23-19-15-11-7-3/h38-39,72-74,79H,5-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b39-38-/t72-,73+,74+/m0/s1	VJGDEHPSUSIKJP-XMMMZQPYSA-N	1421.034827			MMDBc0035907
BASm0022709	CL(10:0/16:0/16:0/28:0)	CL(10:0/16:0/16:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:0/28:0) contains one chain of decanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-29-26-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	FLAQWMXIGCXPRL-ARQKOWHBSA-N	1437.066127			MMDBc0035908
BASm0022710	CL(10:0/16:0/16:0/28:1(11Z))	CL(10:0/16:0/16:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:0/28:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-29-26-23-19-15-11-7-3/h37-38,73-75,80H,5-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b38-37-/t73-,74+,75+/m0/s1	WRWLIUOJPWJLPE-KJSACERUSA-N	1435.050477			MMDBc0035909
BASm0022711	CL(10:0/16:0/16:0/28:1(9Z))	CL(10:0/16:0/16:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:0/28:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-29-26-23-19-15-11-7-3/h39-40,73-75,80H,5-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b40-39-/t73-,74+,75+/m0/s1	CAQZLGOOQKSJNJ-ZJLGETJNSA-N	1435.050477			MMDBc0035910
BASm0022712	CL(10:0/16:0/16:0/30:0)	CL(10:0/16:0/16:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:0/30:0) contains one chain of decanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-29-26-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	AOENDODOUOBQHW-HRXLSSNSSA-N	1465.097428			MMDBc0035911
BASm0022713	CL(10:0/16:0/16:1(11Z)/18:0)	CL(10:0/16:0/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(11Z)/18:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-27-30-31-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-33-29-26-23-19-15-11-7-3/h18,22,63-65,70H,5-17,19-21,23-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-/t63-,64+,65+/m0/s1	OPFNXESKEZPKLA-PXHUVQHOSA-N	1294.893977			MMDBc0035912
BASm0022714	CL(10:0/16:0/16:1(11Z)/18:1(11Z))	CL(10:0/16:0/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(11Z)/18:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-30-31-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-33-29-26-23-19-15-11-7-3/h18,22,24,27,63-65,70H,5-17,19-21,23,25-26,28-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,27-24-/t63-,64+,65+/m0/s1	JZPIVBHBLSKPDY-FFQDJODHSA-N	1292.878327			MMDBc0035913
BASm0022715	CL(10:0/16:0/16:1(11Z)/18:1(9Z))	CL(10:0/16:0/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(11Z)/18:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-30-31-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-33-29-26-23-19-15-11-7-3/h18,22,30-31,63-65,70H,5-17,19-21,23-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,31-30-/t63-,64+,65+/m0/s1	ANOBVZFPLLOEBS-QHSLQMAPSA-N	1292.878327			MMDBc0035914
BASm0022716	CL(10:0/16:0/16:1(11Z)/20:0)	CL(10:0/16:0/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(11Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-35-29-26-23-19-15-11-7-3/h18,22,65-67,72H,5-17,19-21,23-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-/t65-,66+,67+/m0/s1	NOGPNAJMRSMEIA-VBONMZTLSA-N	1322.925277			MMDBc0035915
BASm0022717	CL(10:0/16:0/16:1(11Z)/20:1(11Z))	CL(10:0/16:0/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-35-29-26-23-19-15-11-7-3/h18,22,30-31,65-67,72H,5-17,19-21,23-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,31-30-/t65-,66+,67+/m0/s1	IUQBYQBZYRNROQ-HJYQZCEKSA-N	1320.909627			MMDBc0035916
BASm0022718	CL(10:0/16:0/16:1(11Z)/20:1(13Z))	CL(10:0/16:0/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-35-29-26-23-19-15-11-7-3/h18,22,24,27,65-67,72H,5-17,19-21,23,25-26,28-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,27-24-/t65-,66+,67+/m0/s1	QYWWRTMOCVFLFQ-WPWSHQIASA-N	1320.909627			MMDBc0035917
BASm0022719	CL(10:0/16:0/16:1(11Z)/22:0)	CL(10:0/16:0/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-29-26-23-19-15-11-7-3/h18,22,67-69,74H,5-17,19-21,23-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-/t67-,68+,69+/m0/s1	DTXWEGRWFJLONB-AEIUOFHZSA-N	1350.956577			MMDBc0035918
BASm0022720	CL(10:0/16:0/16:1(11Z)/22:1(11Z))	CL(10:0/16:0/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-29-26-23-19-15-11-7-3/h18,22,32-33,67-69,74H,5-17,19-21,23-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,33-32-/t67-,68+,69+/m0/s1	VJIDPGCSZBAUJG-IPGLWUKJSA-N	1348.940927			MMDBc0035919
BASm0022721	CL(10:0/16:0/16:1(11Z)/22:1(9Z))	CL(10:0/16:0/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-29-26-23-19-15-11-7-3/h18,22,34-35,67-69,74H,5-17,19-21,23-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,35-34-/t67-,68+,69+/m0/s1	FZNNKAJVSYAMJD-HXJODEDGSA-N	1348.940927			MMDBc0035920
BASm0022722	CL(10:0/16:0/16:1(11Z)/24:0)	CL(10:0/16:0/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-29-26-23-19-15-11-7-3/h18,22,69-71,76H,5-17,19-21,23-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-/t69-,70+,71+/m0/s1	HZZNINRROWXQRW-ULWBWJMGSA-N	1378.987877			MMDBc0035921
BASm0022723	CL(10:0/16:0/16:1(11Z)/24:1(11Z))	CL(10:0/16:0/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-29-26-23-19-15-11-7-3/h18,22,34-35,69-71,76H,5-17,19-21,23-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,35-34-/t69-,70+,71+/m0/s1	SNQPWJWJNZTGKC-AVPDCXTCSA-N	1376.972227			MMDBc0035922
BASm0022724	CL(10:0/16:0/16:1(11Z)/24:1(9Z))	CL(10:0/16:0/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-29-26-23-19-15-11-7-3/h18,22,36-37,69-71,76H,5-17,19-21,23-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,37-36-/t69-,70+,71+/m0/s1	PWODJJTUXRHDSI-VGZVSUIYSA-N	1376.972227			MMDBc0035923
BASm0022725	CL(10:0/16:0/16:1(11Z)/26:0)	CL(10:0/16:0/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-29-26-23-19-15-11-7-3/h18,22,71-73,78H,5-17,19-21,23-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-/t71-,72+,73+/m0/s1	AHHFOHBEWGARDM-PDVPRQMFSA-N	1407.019177			MMDBc0035924
BASm0022726	CL(10:0/16:0/16:1(11Z)/26:1(11Z))	CL(10:0/16:0/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-29-26-23-19-15-11-7-3/h18,22,35-36,71-73,78H,5-17,19-21,23-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,36-35-/t71-,72+,73+/m0/s1	TTWGVOXRWSQJFD-XUKAXHDMSA-N	1405.003527			MMDBc0035925
BASm0022727	CL(10:0/16:0/16:1(11Z)/26:1(9Z))	CL(10:0/16:0/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H148O17P2	InChI=1S/C78H148O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-43-46-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-44-41-28-25-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-20-16-12-8-4)94-77(82)64-60-56-52-48-45-42-29-26-23-19-15-11-7-3/h18,22,38-39,72-74,79H,5-17,19-21,23-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b22-18-,39-38-/t72-,73+,74+/m0/s1	OFKGWFNQHUNGIL-YFWQPGPTSA-N	1419.019177			MMDBc0035926
BASm0022728	CL(10:0/16:0/16:1(11Z)/28:0)	CL(10:0/16:0/16:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(11Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-29-26-23-19-15-11-7-3/h18,22,73-75,80H,5-17,19-21,23-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-/t73-,74+,75+/m0/s1	AKKPEFPTTZTXKK-XVBSZFSMSA-N	1435.050477			MMDBc0035927
BASm0022729	CL(10:0/16:0/16:1(11Z)/28:1(11Z))	CL(10:0/16:0/16:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(11Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-29-26-23-19-15-11-7-3/h18,22,37-38,73-75,80H,5-17,19-21,23-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,38-37-/t73-,74+,75+/m0/s1	VDGVNZPFBNWGLS-ZXIIQMASSA-N	1433.034827			MMDBc0035928
BASm0022730	CL(10:0/16:0/16:1(11Z)/28:1(9Z))	CL(10:0/16:0/16:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(11Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-29-26-23-19-15-11-7-3/h18,22,39-40,73-75,80H,5-17,19-21,23-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,40-39-/t73-,74+,75+/m0/s1	KESQMNJWFZXWRJ-KHJJNGHRSA-N	1433.034827			MMDBc0035929
BASm0022731	CL(10:0/16:0/16:1(11Z)/30:0)	CL(10:0/16:0/16:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(11Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-29-26-23-19-15-11-7-3/h18,22,75-77,82H,5-17,19-21,23-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-/t75-,76+,77+/m0/s1	FSEBTNGZUHFBPP-LFGZPRDQSA-N	1463.081778			MMDBc0035930
BASm0022732	CL(10:0/16:0/16:1(9Z)/18:0)	CL(10:0/16:0/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(9Z)/18:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-24-27-30-31-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-33-29-26-23-19-15-11-7-3/h25,28,63-65,70H,5-24,26-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b28-25-/t63-,64+,65+/m0/s1	DOCKIMGIRWERBT-TVSVYGDNSA-N	1294.893977			MMDBc0035931
BASm0022733	CL(10:0/16:0/16:1(9Z)/18:1(11Z))	CL(10:0/16:0/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(9Z)/18:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-30-31-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-33-29-26-23-19-15-11-7-3/h24-25,27-28,63-65,70H,5-23,26,29-62H2,1-4H3,(H,75,76)(H,77,78)/b27-24-,28-25-/t63-,64+,65+/m0/s1	RWUINOGUYSLUFY-DRBIEYANSA-N	1292.878327			MMDBc0035932
BASm0022734	CL(10:0/16:0/16:1(9Z)/18:1(9Z))	CL(10:0/16:0/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(9Z)/18:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-30-31-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-33-29-26-23-19-15-11-7-3/h25,28,30-31,63-65,70H,5-24,26-27,29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b28-25-,31-30-/t63-,64+,65+/m0/s1	OVJPGZHZVBJEQU-VEFXQHAWSA-N	1292.878327			MMDBc0035933
BASm0022735	CL(10:0/16:0/16:1(9Z)/20:0)	CL(10:0/16:0/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(9Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-35-29-26-23-19-15-11-7-3/h25,28,65-67,72H,5-24,26-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b28-25-/t65-,66+,67+/m0/s1	MRVGMOFFTMPELN-MYBYKSIBSA-N	1322.925277			MMDBc0035934
BASm0022736	CL(10:0/16:0/16:1(9Z)/20:1(11Z))	CL(10:0/16:0/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(9Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-35-29-26-23-19-15-11-7-3/h25,28,30-31,65-67,72H,5-24,26-27,29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b28-25-,31-30-/t65-,66+,67+/m0/s1	PNJGQWXJYFDURO-QXBKWLGCSA-N	1320.909627			MMDBc0035935
BASm0022737	CL(10:0/16:0/16:1(9Z)/20:1(13Z))	CL(10:0/16:0/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(9Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-35-29-26-23-19-15-11-7-3/h24-25,27-28,65-67,72H,5-23,26,29-64H2,1-4H3,(H,77,78)(H,79,80)/b27-24-,28-25-/t65-,66+,67+/m0/s1	MCCKDRTVELSNHJ-LCHCNWJZSA-N	1320.909627			MMDBc0035936
BASm0022738	CL(10:0/16:0/16:1(9Z)/22:0)	CL(10:0/16:0/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(9Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-29-26-23-19-15-11-7-3/h25,28,67-69,74H,5-24,26-27,29-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-/t67-,68+,69+/m0/s1	POAOUZMEADYVMN-ANOUBDDVSA-N	1350.956577			MMDBc0035937
BASm0022739	CL(10:0/16:0/16:1(9Z)/22:1(11Z))	CL(10:0/16:0/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-29-26-23-19-15-11-7-3/h25,28,32-33,67-69,74H,5-24,26-27,29-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-,33-32-/t67-,68+,69+/m0/s1	JALQEULKAYFUCH-KEHYEDGOSA-N	1348.940927			MMDBc0035938
BASm0022740	CL(10:0/16:0/16:1(9Z)/22:1(9Z))	CL(10:0/16:0/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-29-26-23-19-15-11-7-3/h25,28,34-35,67-69,74H,5-24,26-27,29-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-,35-34-/t67-,68+,69+/m0/s1	AHSMMYHJPARYDB-BSWGLNEVSA-N	1348.940927			MMDBc0035939
BASm0022741	CL(10:0/16:0/16:1(9Z)/24:0)	CL(10:0/16:0/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-29-26-23-19-15-11-7-3/h25,28,69-71,76H,5-24,26-27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-/t69-,70+,71+/m0/s1	MXTQSYJFINLILT-MXOUKALXSA-N	1378.987877			MMDBc0035940
BASm0022742	CL(10:0/16:0/16:1(9Z)/24:1(11Z))	CL(10:0/16:0/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-29-26-23-19-15-11-7-3/h25,28,34-35,69-71,76H,5-24,26-27,29-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,35-34-/t69-,70+,71+/m0/s1	RPFUOTAUHOYZTB-RJSDVJCHSA-N	1376.972227			MMDBc0035941
BASm0022743	CL(10:0/16:0/16:1(9Z)/24:1(9Z))	CL(10:0/16:0/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-29-26-23-19-15-11-7-3/h25,28,36-37,69-71,76H,5-24,26-27,29-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,37-36-/t69-,70+,71+/m0/s1	OSFCGJBSKVBXEP-DDUGZRBESA-N	1376.972227			MMDBc0035942
BASm0022744	CL(10:0/16:0/16:1(9Z)/26:0)	CL(10:0/16:0/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-29-26-23-19-15-11-7-3/h25,28,71-73,78H,5-24,26-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-/t71-,72+,73+/m0/s1	XGIAHTFTMUXZHW-DYGPPYNQSA-N	1407.019177			MMDBc0035943
BASm0022745	CL(10:0/16:0/16:1(9Z)/26:1(11Z))	CL(10:0/16:0/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-29-26-23-19-15-11-7-3/h25,28,35-36,71-73,78H,5-24,26-27,29-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,36-35-/t71-,72+,73+/m0/s1	MEGBKOMEGRIKPI-SHTNKELUSA-N	1405.003527			MMDBc0035944
BASm0022746	CL(10:0/16:0/16:1(9Z)/26:1(9Z))	CL(10:0/16:0/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H148O17P2	InChI=1S/C78H148O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-43-46-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-44-41-28-25-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-20-16-12-8-4)94-77(82)64-60-56-52-48-45-42-29-26-23-19-15-11-7-3/h25,28,38-39,72-74,79H,5-24,26-27,29-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b28-25-,39-38-/t72-,73+,74+/m0/s1	LQVJYKCGUOARFP-MWHGQAGLSA-N	1419.019177			MMDBc0035945
BASm0022747	CL(10:0/16:0/16:1(9Z)/28:0)	CL(10:0/16:0/16:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(9Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-29-26-23-19-15-11-7-3/h25,28,73-75,80H,5-24,26-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-/t73-,74+,75+/m0/s1	LCJHUCFCROTPPQ-BJDMSAIBSA-N	1435.050477			MMDBc0035946
BASm0022748	CL(10:0/16:0/16:1(9Z)/28:1(11Z))	CL(10:0/16:0/16:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(9Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-29-26-23-19-15-11-7-3/h25,28,37-38,73-75,80H,5-24,26-27,29-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,38-37-/t73-,74+,75+/m0/s1	CQNASEABCCKSJA-KGSRIYNISA-N	1433.034827			MMDBc0035947
BASm0022749	CL(10:0/16:0/16:1(9Z)/28:1(9Z))	CL(10:0/16:0/16:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(9Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-29-26-23-19-15-11-7-3/h25,28,39-40,73-75,80H,5-24,26-27,29-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,40-39-/t73-,74+,75+/m0/s1	URNHMWKGFAUBKC-PWELGMATSA-N	1433.034827			MMDBc0035948
BASm0022750	CL(10:0/16:0/16:1(9Z)/30:0)	CL(10:0/16:0/16:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/16:1(9Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-29-26-23-19-15-11-7-3/h25,28,75-77,82H,5-24,26-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-/t75-,76+,77+/m0/s1	ATCGPEQQFIKYFW-TTXKZCLESA-N	1463.081778			MMDBc0035949
BASm0022751	CL(10:0/16:0/18:0/18:0)	CL(10:0/16:0/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:0/18:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-24-27-30-32-35-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-36-33-31-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-34-29-26-23-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	JHMOUHPMOAATNT-OHKZLATASA-N	1324.940927			MMDBc0035950
BASm0022752	CL(10:0/16:0/18:0/18:1(11Z))	CL(10:0/16:0/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:0/18:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-30-32-35-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-36-33-31-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-34-29-26-23-19-15-11-7-3/h25,28,65-67,72H,5-24,26-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b28-25-/t65-,66+,67+/m0/s1	PBCHRVZDYYVOSJ-MYBYKSIBSA-N	1322.925277			MMDBc0035951
BASm0022753	CL(10:0/16:0/18:0/18:1(9Z))	CL(10:0/16:0/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:0/18:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-30-32-35-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-36-33-31-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-34-29-26-23-19-15-11-7-3/h31,33,65-67,72H,5-30,32,34-64H2,1-4H3,(H,77,78)(H,79,80)/b33-31-/t65-,66+,67+/m0/s1	AIFQAEBKYNJLMJ-MNWHUIIQSA-N	1322.925277			MMDBc0035952
BASm0022754	CL(10:0/16:0/18:0/20:0)	CL(10:0/16:0/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:0/20:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-24-27-30-32-33-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-37-34-31-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-36-29-26-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	FTFWVAGWPCCLCD-MXMGCQHCSA-N	1352.972227			MMDBc0035953
BASm0022755	CL(10:0/16:0/18:0/20:1(11Z))	CL(10:0/16:0/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:0/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-30-32-33-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-37-34-31-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-36-29-26-23-19-15-11-7-3/h30,32,67-69,74H,5-29,31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b32-30-/t67-,68+,69+/m0/s1	LRVKHPPASHVYTE-SEENQTFNSA-N	1350.956577			MMDBc0035954
BASm0022756	CL(10:0/16:0/18:0/20:1(13Z))	CL(10:0/16:0/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:0/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-30-32-33-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-37-34-31-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-36-29-26-23-19-15-11-7-3/h24,27,67-69,74H,5-23,25-26,28-66H2,1-4H3,(H,79,80)(H,81,82)/b27-24-/t67-,68+,69+/m0/s1	RAZCYNIUWXDRTH-JIPUSZAKSA-N	1350.956577			MMDBc0035955
BASm0022757	CL(10:0/16:0/18:0/22:0)	CL(10:0/16:0/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-39-36-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	QHDNDPUDGNYADV-NTQFVZKBSA-N	1381.003527			MMDBc0035956
BASm0022758	CL(10:0/16:0/18:0/22:1(11Z))	CL(10:0/16:0/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-39-36-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h33-34,69-71,76H,5-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b34-33-/t69-,70+,71+/m0/s1	RJCGQWJTGFQYGS-UTCPCMCDSA-N	1378.987877			MMDBc0035957
BASm0022759	CL(10:0/16:0/18:0/22:1(9Z))	CL(10:0/16:0/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-39-36-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h35,37,69-71,76H,5-34,36,38-68H2,1-4H3,(H,81,82)(H,83,84)/b37-35-/t69-,70+,71+/m0/s1	QDIQWJAXOUKHJZ-YXABCGFRSA-N	1378.987877			MMDBc0035958
BASm0022760	CL(10:0/16:0/18:0/24:0)	CL(10:0/16:0/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	BNXLJCWVDGGETA-DFXUENRWSA-N	1409.034827			MMDBc0035959
BASm0022761	CL(10:0/16:0/18:0/24:1(11Z))	CL(10:0/16:0/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h35-36,71-73,78H,5-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b36-35-/t71-,72+,73+/m0/s1	FAACPTOVTUHCDZ-WQQSVMQDSA-N	1407.019177			MMDBc0035960
BASm0022762	CL(10:0/16:0/18:0/24:1(9Z))	CL(10:0/16:0/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h37,39,71-73,78H,5-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b39-37-/t71-,72+,73+/m0/s1	BPVSFYQLXNMCRN-IFNSSPSLSA-N	1407.019177			MMDBc0035961
BASm0022763	CL(10:0/16:0/18:0/26:0)	CL(10:0/16:0/18:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:0/26:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	KTFVOSSHIJGJJZ-ARQKOWHBSA-N	1437.066127			MMDBc0035962
BASm0022764	CL(10:0/16:0/18:0/26:1(11Z))	CL(10:0/16:0/18:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h36-37,73-75,80H,5-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b37-36-/t73-,74+,75+/m0/s1	SHDLLZFXTXGTPX-MVLZJVGISA-N	1435.050477			MMDBc0035963
BASm0022765	CL(10:0/16:0/18:0/26:1(9Z))	CL(10:0/16:0/18:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H154O17P2	InChI=1S/C80H154O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-45-48-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-44-41-31-28-25-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-20-16-12-8-4)96-79(84)66-62-58-54-50-47-43-29-26-23-19-15-11-7-3/h39-40,74-76,81H,5-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b40-39-/t74-,75+,76+/m0/s1	ILUFSLOMJRKOHG-ARYCITDLSA-N	1449.066127			MMDBc0035964
BASm0022766	CL(10:0/16:0/18:0/28:0)	CL(10:0/16:0/18:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:0/28:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	OTTBZQBAGIBABC-HRXLSSNSSA-N	1465.097428			MMDBc0035965
BASm0022767	CL(10:0/16:0/18:0/28:1(11Z))	CL(10:0/16:0/18:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:0/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h38-39,75-77,82H,5-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-38-/t75-,76+,77+/m0/s1	NUAKNFUNTUTMAU-PONSQHSQSA-N	1463.081778			MMDBc0035966
BASm0022768	CL(10:0/16:0/18:0/28:1(9Z))	CL(10:0/16:0/18:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:0/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h40-41,75-77,82H,5-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b41-40-/t75-,76+,77+/m0/s1	ACMOPZYGECQREO-NGNCTIDHSA-N	1463.081778			MMDBc0035967
BASm0022769	CL(10:0/16:0/18:1(11Z)/18:1(11Z))	CL(10:0/16:0/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(11Z)/18:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-30-32-35-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-36-33-31-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-34-29-26-23-19-15-11-7-3/h24-25,27-28,65-67,72H,5-23,26,29-64H2,1-4H3,(H,77,78)(H,79,80)/b27-24-,28-25-/t65-,66+,67+/m0/s1	FIKSEAOMBZKKIF-LCHCNWJZSA-N	1320.909627			MMDBc0035968
BASm0022770	CL(10:0/16:0/18:1(11Z)/18:1(9Z))	CL(10:0/16:0/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(11Z)/18:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-30-32-35-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-36-33-31-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-34-29-26-23-19-15-11-7-3/h24,27,31,33,65-67,72H,5-23,25-26,28-30,32,34-64H2,1-4H3,(H,77,78)(H,79,80)/b27-24-,33-31-/t65-,66+,67+/m0/s1	JDQXBPFLOAJXBD-PAOQLFTHSA-N	1320.909627			MMDBc0035969
BASm0022771	CL(10:0/16:0/18:1(11Z)/20:0)	CL(10:0/16:0/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(11Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-30-32-33-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-37-34-31-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-36-29-26-23-19-15-11-7-3/h25,28,67-69,74H,5-24,26-27,29-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-/t67-,68+,69+/m0/s1	OVXKYBBKNSCBQJ-ANOUBDDVSA-N	1350.956577			MMDBc0035970
BASm0022772	CL(10:0/16:0/18:1(11Z)/20:1(11Z))	CL(10:0/16:0/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-32-33-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-37-34-31-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-36-29-26-23-19-15-11-7-3/h25,28,30,32,67-69,74H,5-24,26-27,29,31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-,32-30-/t67-,68+,69+/m0/s1	VNHGKJADVZYBCY-RMRWWHJXSA-N	1348.940927			MMDBc0035971
BASm0022773	CL(10:0/16:0/18:1(11Z)/20:1(13Z))	CL(10:0/16:0/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-32-33-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-37-34-31-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-36-29-26-23-19-15-11-7-3/h24-25,27-28,67-69,74H,5-23,26,29-66H2,1-4H3,(H,79,80)(H,81,82)/b27-24-,28-25-/t67-,68+,69+/m0/s1	KTRAPDHVLUUGBD-HPJGGHHWSA-N	1348.940927			MMDBc0035972
BASm0022774	CL(10:0/16:0/18:1(11Z)/22:0)	CL(10:0/16:0/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-39-36-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h25,28,69-71,76H,5-24,26-27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-/t69-,70+,71+/m0/s1	SBONALOOHCMEGS-MXOUKALXSA-N	1378.987877			MMDBc0035973
BASm0022775	CL(10:0/16:0/18:1(11Z)/22:1(11Z))	CL(10:0/16:0/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-39-36-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h25,28,33-34,69-71,76H,5-24,26-27,29-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,34-33-/t69-,70+,71+/m0/s1	FXJDXWRNLJLUHP-ONFVYCHRSA-N	1376.972227			MMDBc0035974
BASm0022776	CL(10:0/16:0/18:1(11Z)/22:1(9Z))	CL(10:0/16:0/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-39-36-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h25,28,35,37,69-71,76H,5-24,26-27,29-34,36,38-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,37-35-/t69-,70+,71+/m0/s1	NXZSZBIEMOAJSY-YDOKLCOUSA-N	1376.972227			MMDBc0035975
BASm0022777	CL(10:0/16:0/18:1(11Z)/24:0)	CL(10:0/16:0/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h25,28,71-73,78H,5-24,26-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-/t71-,72+,73+/m0/s1	NIJWCJSRZFSLQT-DYGPPYNQSA-N	1407.019177			MMDBc0035976
BASm0022778	CL(10:0/16:0/18:1(11Z)/24:1(11Z))	CL(10:0/16:0/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h25,28,35-36,71-73,78H,5-24,26-27,29-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,36-35-/t71-,72+,73+/m0/s1	SCAXISIFXKVNEF-SHTNKELUSA-N	1405.003527			MMDBc0035977
BASm0022779	CL(10:0/16:0/18:1(11Z)/24:1(9Z))	CL(10:0/16:0/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h25,28,37,39,71-73,78H,5-24,26-27,29-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,39-37-/t71-,72+,73+/m0/s1	RDAHXVPIQZQELT-GAOBRPFXSA-N	1405.003527			MMDBc0035978
BASm0022780	CL(10:0/16:0/18:1(11Z)/26:0)	CL(10:0/16:0/18:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h25,28,73-75,80H,5-24,26-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-/t73-,74+,75+/m0/s1	JVTJNAKOSJYEDW-BJDMSAIBSA-N	1435.050477			MMDBc0035979
BASm0022781	CL(10:0/16:0/18:1(11Z)/26:1(11Z))	CL(10:0/16:0/18:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h25,28,36-37,73-75,80H,5-24,26-27,29-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,37-36-/t73-,74+,75+/m0/s1	BXPAYYUXPVRKRS-OOFHGUBJSA-N	1433.034827			MMDBc0035980
BASm0022782	CL(10:0/16:0/18:1(11Z)/26:1(9Z))	CL(10:0/16:0/18:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-45-48-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-44-41-31-28-25-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-20-16-12-8-4)96-79(84)66-62-58-54-50-47-43-29-26-23-19-15-11-7-3/h25,28,39-40,74-76,81H,5-24,26-27,29-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b28-25-,40-39-/t74-,75+,76+/m0/s1	ASSCITDPTGSJBK-RLYNSDQYSA-N	1447.050477			MMDBc0035981
BASm0022783	CL(10:0/16:0/18:1(11Z)/28:0)	CL(10:0/16:0/18:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(11Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h25,28,75-77,82H,5-24,26-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-/t75-,76+,77+/m0/s1	VPHOEFSDVBBLJR-TTXKZCLESA-N	1463.081778			MMDBc0035982
BASm0022784	CL(10:0/16:0/18:1(11Z)/28:1(11Z))	CL(10:0/16:0/18:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(11Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h25,28,38-39,75-77,82H,5-24,26-27,29-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,39-38-/t75-,76+,77+/m0/s1	HQVBKQYAWRZEJB-HUJBOYKOSA-N	1461.066127			MMDBc0035983
BASm0022785	CL(10:0/16:0/18:1(11Z)/28:1(9Z))	CL(10:0/16:0/18:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(11Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h25,28,40-41,75-77,82H,5-24,26-27,29-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,41-40-/t75-,76+,77+/m0/s1	XWAZDHJSTRJCHM-JQWHQVJRSA-N	1461.066127			MMDBc0035984
BASm0022786	CL(10:0/16:0/18:1(9Z)/18:1(11Z))	CL(10:0/16:0/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(9Z)/18:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-30-32-35-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-36-33-31-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-34-29-26-23-19-15-11-7-3/h25,28,30,32,65-67,72H,5-24,26-27,29,31,33-64H2,1-4H3,(H,77,78)(H,79,80)/b28-25-,32-30-/t65-,66+,67+/m0/s1	RFTGFUXNZCGJHA-GAGUNXFDSA-N	1320.909627			MMDBc0035985
BASm0022787	CL(10:0/16:0/18:1(9Z)/18:1(9Z))	CL(10:0/16:0/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(9Z)/18:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-30-32-35-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-36-33-31-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-34-29-26-23-19-15-11-7-3/h30-33,65-67,72H,5-29,34-64H2,1-4H3,(H,77,78)(H,79,80)/b32-30-,33-31-/t65-,66+,67+/m0/s1	RGIUNVVLMHUJBQ-MKIINKGFSA-N	1320.909627			MMDBc0035986
BASm0022788	CL(10:0/16:0/18:1(9Z)/20:0)	CL(10:0/16:0/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(9Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-30-32-33-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-37-34-31-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-36-29-26-23-19-15-11-7-3/h31,34,67-69,74H,5-30,32-33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b34-31-/t67-,68+,69+/m0/s1	ZMWRDYYSJJSCNO-XQUSIHSESA-N	1350.956577			MMDBc0035987
BASm0022789	CL(10:0/16:0/18:1(9Z)/20:1(11Z))	CL(10:0/16:0/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(9Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-32-33-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-37-34-31-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-36-29-26-23-19-15-11-7-3/h30-32,34,67-69,74H,5-29,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b32-30-,34-31-/t67-,68+,69+/m0/s1	BTQJODCMXFBALQ-WLEZWBIVSA-N	1348.940927			MMDBc0035988
BASm0022790	CL(10:0/16:0/18:1(9Z)/20:1(13Z))	CL(10:0/16:0/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(9Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-32-33-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-37-34-31-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-36-29-26-23-19-15-11-7-3/h24,27,31,34,67-69,74H,5-23,25-26,28-30,32-33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b27-24-,34-31-/t67-,68+,69+/m0/s1	VOKHDMNYTXQQJC-FDEJVELVSA-N	1348.940927			MMDBc0035989
BASm0022791	CL(10:0/16:0/18:1(9Z)/22:0)	CL(10:0/16:0/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(9Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-39-36-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h31,36,69-71,76H,5-30,32-35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b36-31-/t69-,70+,71+/m0/s1	JIIZVPLNESXRKK-MMNNATFRSA-N	1378.987877			MMDBc0035990
BASm0022792	CL(10:0/16:0/18:1(9Z)/22:1(11Z))	CL(10:0/16:0/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-39-36-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h31,33-34,36,69-71,76H,5-30,32,35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b34-33-,36-31-/t69-,70+,71+/m0/s1	IZIANOZMMXSRON-KXGSRAGFSA-N	1376.972227			MMDBc0035991
BASm0022793	CL(10:0/16:0/18:1(9Z)/22:1(9Z))	CL(10:0/16:0/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-39-36-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h31,35-37,69-71,76H,5-30,32-34,38-68H2,1-4H3,(H,81,82)(H,83,84)/b36-31-,37-35-/t69-,70+,71+/m0/s1	QHHXUCKMXTZUFV-XIVIJZTKSA-N	1376.972227			MMDBc0035992
BASm0022794	CL(10:0/16:0/18:1(9Z)/24:0)	CL(10:0/16:0/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h31,38,71-73,78H,5-30,32-37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b38-31-/t71-,72+,73+/m0/s1	AQEJWDXHAVSIAC-QDLAJDFJSA-N	1407.019177			MMDBc0035993
BASm0022795	CL(10:0/16:0/18:1(9Z)/24:1(11Z))	CL(10:0/16:0/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h31,35-36,38,71-73,78H,5-30,32-34,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b36-35-,38-31-/t71-,72+,73+/m0/s1	ANUCBJPGVNAFGU-ISUWFHQZSA-N	1405.003527			MMDBc0035994
BASm0022796	CL(10:0/16:0/18:1(9Z)/24:1(9Z))	CL(10:0/16:0/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h31,37-39,71-73,78H,5-30,32-36,40-70H2,1-4H3,(H,83,84)(H,85,86)/b38-31-,39-37-/t71-,72+,73+/m0/s1	GMFLGIMLBQWMOI-ZLZRKLDDSA-N	1405.003527			MMDBc0035995
BASm0022797	CL(10:0/16:0/18:1(9Z)/26:0)	CL(10:0/16:0/18:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h31,40,73-75,80H,5-30,32-39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b40-31-/t73-,74+,75+/m0/s1	MFQQMMMFJQCISE-KDUWMDPVSA-N	1435.050477			MMDBc0035996
BASm0022798	CL(10:0/16:0/18:1(9Z)/26:1(11Z))	CL(10:0/16:0/18:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h31,36-37,40,73-75,80H,5-30,32-35,38-39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b37-36-,40-31-/t73-,74+,75+/m0/s1	BIPXMYRLANIPEQ-YPEIULMESA-N	1433.034827			MMDBc0035997
BASm0022799	CL(10:0/16:0/18:1(9Z)/26:1(9Z))	CL(10:0/16:0/18:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-45-48-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-44-41-31-28-25-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-20-16-12-8-4)96-79(84)66-62-58-54-50-47-43-29-26-23-19-15-11-7-3/h31,39-41,74-76,81H,5-30,32-38,42-73H2,1-4H3,(H,86,87)(H,88,89)/b40-39-,41-31-/t74-,75+,76+/m0/s1	MYQMIDROWKZUAP-GCWNXAMTSA-N	1447.050477			MMDBc0035998
BASm0022800	CL(10:0/16:0/18:1(9Z)/28:0)	CL(10:0/16:0/18:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(9Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h31,42,75-77,82H,5-30,32-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b42-31-/t75-,76+,77+/m0/s1	GVXCFGYESVWTHD-ZGURZXPUSA-N	1463.081778			MMDBc0035999
BASm0022801	CL(10:0/16:0/18:1(9Z)/28:1(11Z))	CL(10:0/16:0/18:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(9Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h31,38-39,42,75-77,82H,5-30,32-37,40-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b39-38-,42-31-/t75-,76+,77+/m0/s1	UVCKQEVYYJUGTH-JLYXMPLOSA-N	1461.066127			MMDBc0036000
BASm0022802	CL(10:0/16:0/18:1(9Z)/28:1(9Z))	CL(10:0/16:0/18:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/18:1(9Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h31,40-42,75-77,82H,5-30,32-39,43-74H2,1-4H3,(H,87,88)(H,89,90)/b41-40-,42-31-/t75-,76+,77+/m0/s1	KCWYQJKFVWNXPX-TUWGSIECSA-N	1461.066127			MMDBc0036001
BASm0022803	CL(10:0/16:0/20:0/20:0)	CL(10:0/16:0/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:0/20:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-39-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-40-37-35-33-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	YAODTSNIHSJACT-NTQFVZKBSA-N	1381.003527			MMDBc0036002
BASm0022804	CL(10:0/16:0/20:0/20:1(11Z))	CL(10:0/16:0/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:0/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-39-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-40-37-35-33-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h31,33,69-71,76H,5-30,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b33-31-/t69-,70+,71+/m0/s1	FTBBSYBFMCCXHH-TUUQVZHTSA-N	1378.987877			MMDBc0036003
BASm0022805	CL(10:0/16:0/20:0/20:1(13Z))	CL(10:0/16:0/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:0/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-39-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-40-37-35-33-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h25,28,69-71,76H,5-24,26-27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-/t69-,70+,71+/m0/s1	FVRJPDKFLDMHFN-MXOUKALXSA-N	1378.987877			MMDBc0036004
BASm0022806	CL(10:0/16:0/20:0/22:0)	CL(10:0/16:0/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-36-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	ZQDXJIITYLQTHD-DFXUENRWSA-N	1409.034827			MMDBc0036005
BASm0022807	CL(10:0/16:0/20:0/22:1(11Z))	CL(10:0/16:0/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-36-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h34-35,71-73,78H,5-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b35-34-/t71-,72+,73+/m0/s1	DJRAQCLNMOHVOW-ZDEPAFKQSA-N	1407.019177			MMDBc0036006
BASm0022808	CL(10:0/16:0/20:0/22:1(9Z))	CL(10:0/16:0/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-36-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h37,39,71-73,78H,5-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b39-37-/t71-,72+,73+/m0/s1	GTSOVCJPQBDDSM-IFNSSPSLSA-N	1407.019177			MMDBc0036007
BASm0022809	CL(10:0/16:0/20:0/24:0)	CL(10:0/16:0/20:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-38-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	CPXCYEGIIUSREJ-ARQKOWHBSA-N	1437.066127			MMDBc0036008
BASm0022810	CL(10:0/16:0/20:0/24:1(11Z))	CL(10:0/16:0/20:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-38-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h36-37,73-75,80H,5-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b37-36-/t73-,74+,75+/m0/s1	SGTLSTPRMGCCHC-MVLZJVGISA-N	1435.050477			MMDBc0036009
BASm0022811	CL(10:0/16:0/20:0/24:1(9Z))	CL(10:0/16:0/20:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-38-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h39,41,73-75,80H,5-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b41-39-/t73-,74+,75+/m0/s1	KBXPPFFILLLYKN-JGQLZKGLSA-N	1435.050477			MMDBc0036010
BASm0022812	CL(10:0/16:0/20:0/26:0)	CL(10:0/16:0/20:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:0/26:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	ZVSIRHUWUWGFMJ-HRXLSSNSSA-N	1465.097428			MMDBc0036011
BASm0022813	CL(10:0/16:0/20:0/26:1(11Z))	CL(10:0/16:0/20:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h37-38,75-77,82H,5-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-/t75-,76+,77+/m0/s1	WBNMRGAVYBAOBP-PPDVTESNSA-N	1463.081778			MMDBc0036012
BASm0022814	CL(10:0/16:0/20:0/26:1(9Z))	CL(10:0/16:0/20:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H158O17P2	InChI=1S/C82H158O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-47-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-46-43-41-33-31-28-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-52-49-45-29-26-23-19-15-11-7-3/h40,42,76-78,83H,5-39,41,43-75H2,1-4H3,(H,88,89)(H,90,91)/b42-40-/t76-,77+,78+/m0/s1	YDFKMPFLVHCSNH-CUBWOQKCSA-N	1477.097428			MMDBc0036013
BASm0022815	CL(10:0/16:0/20:1(11Z)/20:1(11Z))	CL(10:0/16:0/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-39-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-40-37-35-33-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h30-33,69-71,76H,5-29,34-68H2,1-4H3,(H,81,82)(H,83,84)/b32-30-,33-31-/t69-,70+,71+/m0/s1	OMSCXBKYBBXUCD-ALEQZMIKSA-N	1376.972227			MMDBc0036014
BASm0022816	CL(10:0/16:0/20:1(11Z)/20:1(13Z))	CL(10:0/16:0/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-39-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-40-37-35-33-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h25,28,30,32,69-71,76H,5-24,26-27,29,31,33-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,32-30-/t69-,70+,71+/m0/s1	RRWGMTDNXSNZLM-BKGMUGDASA-N	1376.972227			MMDBc0036015
BASm0022817	CL(10:0/16:0/20:1(11Z)/22:0)	CL(10:0/16:0/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-36-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h31,33,71-73,78H,5-30,32,34-70H2,1-4H3,(H,83,84)(H,85,86)/b33-31-/t71-,72+,73+/m0/s1	RRNKNOWSTIYPLH-CBFXXEGZSA-N	1407.019177			MMDBc0036016
BASm0022818	CL(10:0/16:0/20:1(11Z)/22:1(11Z))	CL(10:0/16:0/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-36-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h31,33-35,71-73,78H,5-30,32,36-70H2,1-4H3,(H,83,84)(H,85,86)/b33-31-,35-34-/t71-,72+,73+/m0/s1	BVZMSZYTWIXYHF-SNPXZUGLSA-N	1405.003527			MMDBc0036017
BASm0022819	CL(10:0/16:0/20:1(11Z)/22:1(9Z))	CL(10:0/16:0/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-36-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h31,33,37,39,71-73,78H,5-30,32,34-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b33-31-,39-37-/t71-,72+,73+/m0/s1	KHXIZPZLAIJMMC-PZKJRVQNSA-N	1405.003527			MMDBc0036018
BASm0022820	CL(10:0/16:0/20:1(11Z)/24:0)	CL(10:0/16:0/20:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-38-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h31,33,73-75,80H,5-30,32,34-72H2,1-4H3,(H,85,86)(H,87,88)/b33-31-/t73-,74+,75+/m0/s1	MXNHCYRPSNVIEQ-BHYGRTGNSA-N	1435.050477			MMDBc0036019
BASm0022821	CL(10:0/16:0/20:1(11Z)/24:1(11Z))	CL(10:0/16:0/20:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-38-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h31,33,36-37,73-75,80H,5-30,32,34-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b33-31-,37-36-/t73-,74+,75+/m0/s1	BIMMZVOLCTZNEW-FMJPVDOASA-N	1433.034827			MMDBc0036020
BASm0022822	CL(10:0/16:0/20:1(11Z)/24:1(9Z))	CL(10:0/16:0/20:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-38-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h31,33,39,41,73-75,80H,5-30,32,34-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b33-31-,41-39-/t73-,74+,75+/m0/s1	DJAGKYFEAFBFKN-NWDDSFMYSA-N	1433.034827			MMDBc0036021
BASm0022823	CL(10:0/16:0/20:1(11Z)/26:0)	CL(10:0/16:0/20:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h31,33,75-77,82H,5-30,32,34-74H2,1-4H3,(H,87,88)(H,89,90)/b33-31-/t75-,76+,77+/m0/s1	JGAZCFPDOYQJQE-YTLRATPLSA-N	1463.081778			MMDBc0036022
BASm0022824	CL(10:0/16:0/20:1(11Z)/26:1(11Z))	CL(10:0/16:0/20:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h31,33,37-38,75-77,82H,5-30,32,34-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b33-31-,38-37-/t75-,76+,77+/m0/s1	LLXAEZGLOQPDCL-FONJJQGRSA-N	1461.066127			MMDBc0036023
BASm0022825	CL(10:0/16:0/20:1(11Z)/26:1(9Z))	CL(10:0/16:0/20:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-47-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-46-43-41-33-31-28-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-52-49-45-29-26-23-19-15-11-7-3/h31,33,40,42,76-78,83H,5-30,32,34-39,41,43-75H2,1-4H3,(H,88,89)(H,90,91)/b33-31-,42-40-/t76-,77+,78+/m0/s1	NABYOYDGDOCTSB-KRYBLHMRSA-N	1475.081778			MMDBc0036024
BASm0022826	CL(10:0/16:0/20:1(13Z)/20:1(11Z))	CL(10:0/16:0/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:1(13Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-39-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-40-37-35-33-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h24,27,31,33,69-71,76H,5-23,25-26,28-30,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b27-24-,33-31-/t69-,70+,71+/m0/s1	XVZJZOJWANEAEN-VUDVECOLSA-N	1376.972227			MMDBc0036025
BASm0022827	CL(10:0/16:0/20:1(13Z)/20:1(13Z))	CL(10:0/16:0/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:1(13Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-39-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-40-37-35-33-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h24-25,27-28,69-71,76H,5-23,26,29-68H2,1-4H3,(H,81,82)(H,83,84)/b27-24-,28-25-/t69-,70+,71+/m0/s1	ZQDSMKRQZNBBOE-CFQBPWOMSA-N	1376.972227			MMDBc0036026
BASm0022828	CL(10:0/16:0/20:1(13Z)/22:0)	CL(10:0/16:0/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:1(13Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-36-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h25,28,71-73,78H,5-24,26-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-/t71-,72+,73+/m0/s1	QYSBQUVBHZRHRR-DYGPPYNQSA-N	1407.019177			MMDBc0036027
BASm0022829	CL(10:0/16:0/20:1(13Z)/22:1(11Z))	CL(10:0/16:0/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:1(13Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-36-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h25,28,34-35,71-73,78H,5-24,26-27,29-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,35-34-/t71-,72+,73+/m0/s1	ZBNXYLOUQFZYRG-PQTGLLCVSA-N	1405.003527			MMDBc0036028
BASm0022830	CL(10:0/16:0/20:1(13Z)/22:1(9Z))	CL(10:0/16:0/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:1(13Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-36-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h25,28,37,39,71-73,78H,5-24,26-27,29-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,39-37-/t71-,72+,73+/m0/s1	NPVFYOOKEHYJGY-GAOBRPFXSA-N	1405.003527			MMDBc0036029
BASm0022831	CL(10:0/16:0/20:1(13Z)/24:0)	CL(10:0/16:0/20:1(13Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:1(13Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-38-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h25,28,73-75,80H,5-24,26-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-/t73-,74+,75+/m0/s1	UVKJCONXCNMMLF-BJDMSAIBSA-N	1435.050477			MMDBc0036030
BASm0022832	CL(10:0/16:0/20:1(13Z)/24:1(11Z))	CL(10:0/16:0/20:1(13Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:1(13Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-38-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h25,28,36-37,73-75,80H,5-24,26-27,29-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,37-36-/t73-,74+,75+/m0/s1	IQAAPVIAWUCWBI-OOFHGUBJSA-N	1433.034827			MMDBc0036031
BASm0022833	CL(10:0/16:0/20:1(13Z)/24:1(9Z))	CL(10:0/16:0/20:1(13Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:1(13Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-38-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h25,28,39,41,73-75,80H,5-24,26-27,29-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,41-39-/t73-,74+,75+/m0/s1	ILIXASGOTFCARS-OFTNQPPSSA-N	1433.034827			MMDBc0036032
BASm0022834	CL(10:0/16:0/20:1(13Z)/26:0)	CL(10:0/16:0/20:1(13Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:1(13Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h25,28,75-77,82H,5-24,26-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-/t75-,76+,77+/m0/s1	JFLCUMWBVYJEAS-TTXKZCLESA-N	1463.081778			MMDBc0036033
BASm0022835	CL(10:0/16:0/20:1(13Z)/26:1(11Z))	CL(10:0/16:0/20:1(13Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:1(13Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h25,28,37-38,75-77,82H,5-24,26-27,29-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,38-37-/t75-,76+,77+/m0/s1	JOMRFKIICFWTMG-UXOZKGSGSA-N	1461.066127			MMDBc0036034
BASm0022836	CL(10:0/16:0/20:1(13Z)/26:1(9Z))	CL(10:0/16:0/20:1(13Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/20:1(13Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-47-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-46-43-41-33-31-28-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-52-49-45-29-26-23-19-15-11-7-3/h25,28,40,42,76-78,83H,5-24,26-27,29-39,41,43-75H2,1-4H3,(H,88,89)(H,90,91)/b28-25-,42-40-/t76-,77+,78+/m0/s1	DNKJPNUPRKROHO-ZESUYMSBSA-N	1475.081778			MMDBc0036035
BASm0022837	CL(10:0/16:0/22:0/22:0)	CL(10:0/16:0/22:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/22:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of docosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-43-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	BKUAMFUFFRHNTA-ARQKOWHBSA-N	1437.066127			MMDBc0036036
BASm0022838	CL(10:0/16:0/22:0/22:1(11Z))	CL(10:0/16:0/22:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/22:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-43-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h35,37,73-75,80H,5-34,36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b37-35-/t73-,74+,75+/m0/s1	NASVARVZWOCGDH-RPBYDSQXSA-N	1435.050477			MMDBc0036037
BASm0022839	CL(10:0/16:0/22:0/22:1(9Z))	CL(10:0/16:0/22:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/22:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-43-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h39,41,73-75,80H,5-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b41-39-/t73-,74+,75+/m0/s1	ANCFXLDKZUSQAI-JGQLZKGLSA-N	1435.050477			MMDBc0036038
BASm0022840	CL(10:0/16:0/22:0/24:0)	CL(10:0/16:0/22:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/22:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-38-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	LHICXHZHTJTRLV-HRXLSSNSSA-N	1465.097428			MMDBc0036039
BASm0022841	CL(10:0/16:0/22:0/24:1(11Z))	CL(10:0/16:0/22:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/22:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-38-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h37,39,75-77,82H,5-36,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-37-/t75-,76+,77+/m0/s1	XSJPAZIMOKIGLV-UMLVYVNWSA-N	1463.081778			MMDBc0036040
BASm0022842	CL(10:0/16:0/22:0/24:1(9Z))	CL(10:0/16:0/22:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/22:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-38-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h41,43,75-77,82H,5-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b43-41-/t75-,76+,77+/m0/s1	MXJSLXNQYGHVJM-DDYJLRSDSA-N	1463.081778			MMDBc0036041
BASm0022843	CL(10:0/16:0/22:1(11Z)/22:1(11Z))	CL(10:0/16:0/22:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/22:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (11Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-43-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h34-37,73-75,80H,5-33,38-72H2,1-4H3,(H,85,86)(H,87,88)/b36-34-,37-35-/t73-,74+,75+/m0/s1	PFHFYXZCLVSPNX-BQTWEGLBSA-N	1433.034827			MMDBc0036042
BASm0022844	CL(10:0/16:0/22:1(11Z)/22:1(9Z))	CL(10:0/16:0/22:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/22:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-43-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h34,36,39,41,73-75,80H,5-33,35,37-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b36-34-,41-39-/t73-,74+,75+/m0/s1	PANQDWXDSFVTRR-OZMZSVFWSA-N	1433.034827			MMDBc0036043
BASm0022845	CL(10:0/16:0/22:1(11Z)/24:0)	CL(10:0/16:0/22:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/22:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-38-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h35,38,75-77,82H,5-34,36-37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b38-35-/t75-,76+,77+/m0/s1	QYRDWIGVXZQAKM-XHMKHOASSA-N	1463.081778			MMDBc0036044
BASm0022846	CL(10:0/16:0/22:1(11Z)/24:1(11Z))	CL(10:0/16:0/22:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/22:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-38-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h35,37-39,75-77,82H,5-34,36,40-74H2,1-4H3,(H,87,88)(H,89,90)/b38-35-,39-37-/t75-,76+,77+/m0/s1	BJOZFRAKLWJLDZ-RMMMPXFVSA-N	1461.066127			MMDBc0036045
BASm0022847	CL(10:0/16:0/22:1(11Z)/24:1(9Z))	CL(10:0/16:0/22:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/22:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-38-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h35,38,41,43,75-77,82H,5-34,36-37,39-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b38-35-,43-41-/t75-,76+,77+/m0/s1	KMNBOXCPDBRDCV-FFBYWKBNSA-N	1461.066127			MMDBc0036046
BASm0022848	CL(10:0/16:0/22:1(9Z)/22:1(11Z))	CL(10:0/16:0/22:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/22:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-43-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h35,37-38,40,73-75,80H,5-34,36,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b37-35-,40-38-/t73-,74+,75+/m0/s1	HYZBYKDTGPVFFC-MWYUHLHJSA-N	1433.034827			MMDBc0036047
BASm0022849	CL(10:0/16:0/22:1(9Z)/22:1(9Z))	CL(10:0/16:0/22:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/22:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (9Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-43-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h38-41,73-75,80H,5-37,42-72H2,1-4H3,(H,85,86)(H,87,88)/b40-38-,41-39-/t73-,74+,75+/m0/s1	GFBIQOQOISPPST-KWAWXKIISA-N	1433.034827			MMDBc0036048
BASm0022850	CL(10:0/16:0/22:1(9Z)/24:0)	CL(10:0/16:0/22:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/22:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-38-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h40,42,75-77,82H,5-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b42-40-/t75-,76+,77+/m0/s1	ILUOPXKWZJUQKB-FSZMGQBASA-N	1463.081778			MMDBc0036049
BASm0022851	CL(10:0/16:0/22:1(9Z)/24:1(11Z))	CL(10:0/16:0/22:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/22:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-38-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h37,39-40,42,75-77,82H,5-36,38,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b39-37-,42-40-/t75-,76+,77+/m0/s1	OTTRUCQHPIVTRC-HVTDTRBOSA-N	1461.066127			MMDBc0036050
BASm0022852	CL(10:0/16:0/22:1(9Z)/24:1(9Z))	CL(10:0/16:0/22:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/22:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-38-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h40-43,75-77,82H,5-39,44-74H2,1-4H3,(H,87,88)(H,89,90)/b42-40-,43-41-/t75-,76+,77+/m0/s1	GEOSBDNRQAOAJF-WQFMQDBKSA-N	1461.066127			MMDBc0036051
BASm0022853	CL(10:0/16:0/23:1(11Z)/23:1(11Z))	CL(10:0/16:0/23:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/23:1(11Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of 11Z-tricosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-45-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h36-39,75-77,82H,5-35,40-74H2,1-4H3,(H,87,88)(H,89,90)/b38-36-,39-37-/t75-,76+,77+/m0/s1	JYDGEZADHZNDLM-HFLSIYQPSA-N	1461.066127			MMDBc0036052
BASm0022854	CL(10:0/16:0/23:1(11Z)/23:1(9Z))	CL(10:0/16:0/23:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/23:1(11Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-45-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h36,38,41,43,75-77,82H,5-35,37,39-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b38-36-,43-41-/t75-,76+,77+/m0/s1	MUGHQYMBFXYBSQ-WFLZGIFCSA-N	1461.066127			MMDBc0036053
BASm0022855	CL(10:0/16:0/23:1(9Z)/23:1(11Z))	CL(10:0/16:0/23:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/23:1(9Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-45-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h37,39-40,42,75-77,82H,5-36,38,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b39-37-,42-40-/t75-,76+,77+/m0/s1	PEZLDUDYKXWKSD-HVTDTRBOSA-N	1461.066127			MMDBc0036054
BASm0022856	CL(10:0/16:0/23:1(9Z)/23:1(9Z))	CL(10:0/16:0/23:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:0/23:1(9Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of 9Z-tricosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-45-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h40-43,75-77,82H,5-39,44-74H2,1-4H3,(H,87,88)(H,89,90)/b42-40-,43-41-/t75-,76+,77+/m0/s1	OXLCWRTYRQUHIH-WQFMQDBKSA-N	1461.066127			MMDBc0036055
BASm0022857	CL(10:0/16:1(11Z)/16:1(11Z)/18:0)	CL(10:0/16:1(11Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(11Z)/18:0) contains one chain of decanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-30-31-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-33-29-26-23-19-15-11-7-3/h18-19,22-23,63-65,70H,5-17,20-21,24-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,23-19-/t63-,64+,65+/m0/s1	FNTGRQCFTYDCGV-LNUJKKLZSA-N	1292.878327			MMDBc0036056
BASm0022858	CL(10:0/16:1(11Z)/16:1(11Z)/18:1(11Z))	CL(10:0/16:1(11Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(11Z)/18:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-30-31-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-33-29-26-23-19-15-11-7-3/h18-19,22-24,27,63-65,70H,5-17,20-21,25-26,28-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,23-19-,27-24-/t63-,64+,65+/m0/s1	NPNACHUIUACWOT-MSVUTCDQSA-N	1290.862677			MMDBc0036057
BASm0022859	CL(10:0/16:1(11Z)/16:1(11Z)/18:1(9Z))	CL(10:0/16:1(11Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(11Z)/18:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-30-31-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-33-29-26-23-19-15-11-7-3/h18-19,22-23,30-31,63-65,70H,5-17,20-21,24-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,23-19-,31-30-/t63-,64+,65+/m0/s1	SOFLYHURCWBLII-HCXRQRNSSA-N	1290.862677			MMDBc0036058
BASm0022860	CL(10:0/16:1(11Z)/16:1(11Z)/20:0)	CL(10:0/16:1(11Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(11Z)/20:0) contains one chain of decanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-35-29-26-23-19-15-11-7-3/h18-19,22-23,65-67,72H,5-17,20-21,24-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,23-19-/t65-,66+,67+/m0/s1	FUZAGGJBMYKUBV-IZMWRDGTSA-N	1320.909627			MMDBc0036059
BASm0022861	CL(10:0/16:1(11Z)/16:1(11Z)/20:1(11Z))	CL(10:0/16:1(11Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-35-29-26-23-19-15-11-7-3/h18-19,22-23,30-31,65-67,72H,5-17,20-21,24-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,23-19-,31-30-/t65-,66+,67+/m0/s1	IRGMKRUVIMWDJI-CEMPRONGSA-N	1318.893977			MMDBc0036060
BASm0022862	CL(10:0/16:1(11Z)/16:1(11Z)/20:1(13Z))	CL(10:0/16:1(11Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-35-29-26-23-19-15-11-7-3/h18-19,22-24,27,65-67,72H,5-17,20-21,25-26,28-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,23-19-,27-24-/t65-,66+,67+/m0/s1	HFRICILJDGMQMX-IVSRROHLSA-N	1318.893977			MMDBc0036061
BASm0022863	CL(10:0/16:1(11Z)/16:1(11Z)/22:0)	CL(10:0/16:1(11Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-29-26-23-19-15-11-7-3/h18-19,22-23,67-69,74H,5-17,20-21,24-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-/t67-,68+,69+/m0/s1	VDIINGJAEQYCIF-HPJUKGFUSA-N	1348.940927			MMDBc0036062
BASm0022864	CL(10:0/16:1(11Z)/16:1(11Z)/22:1(11Z))	CL(10:0/16:1(11Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-29-26-23-19-15-11-7-3/h18-19,22-23,32-33,67-69,74H,5-17,20-21,24-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-,33-32-/t67-,68+,69+/m0/s1	QJGQFYITIHADSA-DZVYFHGNSA-N	1346.925277			MMDBc0036063
BASm0022865	CL(10:0/16:1(11Z)/16:1(11Z)/22:1(9Z))	CL(10:0/16:1(11Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-29-26-23-19-15-11-7-3/h18-19,22-23,34-35,67-69,74H,5-17,20-21,24-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-,35-34-/t67-,68+,69+/m0/s1	IGAAOKLMXZIKFY-NKEQUFMHSA-N	1346.925277			MMDBc0036064
BASm0022866	CL(10:0/16:1(11Z)/16:1(11Z)/24:0)	CL(10:0/16:1(11Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-29-26-23-19-15-11-7-3/h18-19,22-23,69-71,76H,5-17,20-21,24-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-/t69-,70+,71+/m0/s1	PCLAKUNPUNHORF-IVZVZYDDSA-N	1376.972227			MMDBc0036065
BASm0022867	CL(10:0/16:1(11Z)/16:1(11Z)/24:1(11Z))	CL(10:0/16:1(11Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-29-26-23-19-15-11-7-3/h18-19,22-23,34-35,69-71,76H,5-17,20-21,24-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-,35-34-/t69-,70+,71+/m0/s1	GLTRBYOMXUTJGY-URUDSKOBSA-N	1374.956577			MMDBc0036066
BASm0022868	CL(10:0/16:1(11Z)/16:1(11Z)/24:1(9Z))	CL(10:0/16:1(11Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-29-26-23-19-15-11-7-3/h18-19,22-23,36-37,69-71,76H,5-17,20-21,24-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-,37-36-/t69-,70+,71+/m0/s1	NGRXUJPLLQQZLK-OWMSMYTKSA-N	1374.956577			MMDBc0036067
BASm0022869	CL(10:0/16:1(11Z)/16:1(11Z)/26:0)	CL(10:0/16:1(11Z)/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-29-26-23-19-15-11-7-3/h18-19,22-23,71-73,78H,5-17,20-21,24-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-/t71-,72+,73+/m0/s1	QRUXIVUTKDHSBR-URDZZWCISA-N	1405.003527			MMDBc0036068
BASm0022870	CL(10:0/16:1(11Z)/16:1(11Z)/26:1(11Z))	CL(10:0/16:1(11Z)/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-29-26-23-19-15-11-7-3/h18-19,22-23,35-36,71-73,78H,5-17,20-21,24-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-,36-35-/t71-,72+,73+/m0/s1	NBMGASSXILHAAG-CPDBBZEOSA-N	1402.987877			MMDBc0036069
BASm0022871	CL(10:0/16:1(11Z)/16:1(11Z)/26:1(9Z))	CL(10:0/16:1(11Z)/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-43-46-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-44-41-28-25-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-20-16-12-8-4)94-77(82)64-60-56-52-48-45-42-29-26-23-19-15-11-7-3/h18-19,22-23,38-39,72-74,79H,5-17,20-21,24-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b22-18-,23-19-,39-38-/t72-,73+,74+/m0/s1	OHAXBBDZAAJCGL-VTHWYIJNSA-N	1417.003527			MMDBc0036070
BASm0022872	CL(10:0/16:1(11Z)/16:1(11Z)/28:0)	CL(10:0/16:1(11Z)/16:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(11Z)/28:0) contains one chain of decanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-29-26-23-19-15-11-7-3/h18-19,22-23,73-75,80H,5-17,20-21,24-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-/t73-,74+,75+/m0/s1	KKLUNKQKLXXMQI-DAHXTXSNSA-N	1433.034827			MMDBc0036071
BASm0022873	CL(10:0/16:1(11Z)/16:1(11Z)/28:1(11Z))	CL(10:0/16:1(11Z)/16:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(11Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-29-26-23-19-15-11-7-3/h18-19,22-23,37-38,73-75,80H,5-17,20-21,24-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-,38-37-/t73-,74+,75+/m0/s1	UTUJICWONTZMKG-BQSHYHSXSA-N	1431.019177			MMDBc0036072
BASm0022874	CL(10:0/16:1(11Z)/16:1(11Z)/28:1(9Z))	CL(10:0/16:1(11Z)/16:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(11Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-29-26-23-19-15-11-7-3/h18-19,22-23,39-40,73-75,80H,5-17,20-21,24-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-,40-39-/t73-,74+,75+/m0/s1	WDJYNXVZNAJXJQ-NVDFYKRYSA-N	1431.019177			MMDBc0036073
BASm0022875	CL(10:0/16:1(11Z)/16:1(11Z)/30:0)	CL(10:0/16:1(11Z)/16:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(11Z)/30:0) contains one chain of decanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-29-26-23-19-15-11-7-3/h18-19,22-23,75-77,82H,5-17,20-21,24-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,23-19-/t75-,76+,77+/m0/s1	JEZMJEOJHIVUNG-GBMHXDSQSA-N	1461.066127			MMDBc0036074
BASm0022876	CL(10:0/16:1(11Z)/16:1(9Z)/18:0)	CL(10:0/16:1(11Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(9Z)/18:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-30-31-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-33-29-26-23-19-15-11-7-3/h19,23,25,28,63-65,70H,5-18,20-22,24,26-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,28-25-/t63-,64+,65+/m0/s1	KCHPABPCXDMTKS-VUDNFVGQSA-N	1292.878327			MMDBc0036075
BASm0022877	CL(10:0/16:1(11Z)/16:1(9Z)/18:1(11Z))	CL(10:0/16:1(11Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(9Z)/18:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-30-31-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-33-29-26-23-19-15-11-7-3/h19,23-25,27-28,63-65,70H,5-18,20-22,26,29-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,27-24-,28-25-/t63-,64+,65+/m0/s1	ATWCUVAESKAJHU-OKZWTEMYSA-N	1290.862677			MMDBc0036076
BASm0022878	CL(10:0/16:1(11Z)/16:1(9Z)/18:1(9Z))	CL(10:0/16:1(11Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(9Z)/18:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-30-31-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-33-29-26-23-19-15-11-7-3/h19,23,25,28,30-31,63-65,70H,5-18,20-22,24,26-27,29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,28-25-,31-30-/t63-,64+,65+/m0/s1	HNWZQOBARGBQOY-MDISWKQLSA-N	1290.862677			MMDBc0036077
BASm0022879	CL(10:0/16:1(11Z)/16:1(9Z)/20:0)	CL(10:0/16:1(11Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(9Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-35-29-26-23-19-15-11-7-3/h19,23,25,28,65-67,72H,5-18,20-22,24,26-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,28-25-/t65-,66+,67+/m0/s1	PHAUPVQAGCDUNN-OICKVTFGSA-N	1320.909627			MMDBc0036078
BASm0022880	CL(10:0/16:1(11Z)/16:1(9Z)/20:1(11Z))	CL(10:0/16:1(11Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(9Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-35-29-26-23-19-15-11-7-3/h19,23,25,28,30-31,65-67,72H,5-18,20-22,24,26-27,29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,28-25-,31-30-/t65-,66+,67+/m0/s1	QRSBSHBFVSKPDZ-YDSQVSOVSA-N	1318.893977			MMDBc0036079
BASm0022881	CL(10:0/16:1(11Z)/16:1(9Z)/20:1(13Z))	CL(10:0/16:1(11Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(9Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-35-29-26-23-19-15-11-7-3/h19,23-25,27-28,65-67,72H,5-18,20-22,26,29-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,27-24-,28-25-/t65-,66+,67+/m0/s1	CJXJNJPKIWRFKS-WNZNDGCTSA-N	1318.893977			MMDBc0036080
BASm0022882	CL(10:0/16:1(11Z)/16:1(9Z)/22:0)	CL(10:0/16:1(11Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(9Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-29-26-23-19-15-11-7-3/h19,23,25,28,67-69,74H,5-18,20-22,24,26-27,29-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,28-25-/t67-,68+,69+/m0/s1	QHCJLNAJEIZFTD-XLZFKQQXSA-N	1348.940927			MMDBc0036081
BASm0022883	CL(10:0/16:1(11Z)/16:1(9Z)/22:1(11Z))	CL(10:0/16:1(11Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-29-26-23-19-15-11-7-3/h19,23,25,28,32-33,67-69,74H,5-18,20-22,24,26-27,29-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,28-25-,33-32-/t67-,68+,69+/m0/s1	NQGDEPRIWZDVFK-BJEPSHIBSA-N	1346.925277			MMDBc0036082
BASm0022884	CL(10:0/16:1(11Z)/16:1(9Z)/22:1(9Z))	CL(10:0/16:1(11Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-29-26-23-19-15-11-7-3/h19,23,25,28,34-35,67-69,74H,5-18,20-22,24,26-27,29-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,28-25-,35-34-/t67-,68+,69+/m0/s1	VQHPOYXTGISMQB-HXTRWJNASA-N	1346.925277			MMDBc0036083
BASm0022885	CL(10:0/16:1(11Z)/16:1(9Z)/24:0)	CL(10:0/16:1(11Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-29-26-23-19-15-11-7-3/h19,23,25,28,69-71,76H,5-18,20-22,24,26-27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,28-25-/t69-,70+,71+/m0/s1	KFPCLOLAICUDDP-DWYGXRRVSA-N	1376.972227			MMDBc0036084
BASm0022886	CL(10:0/16:1(11Z)/16:1(9Z)/24:1(11Z))	CL(10:0/16:1(11Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-29-26-23-19-15-11-7-3/h19,23,25,28,34-35,69-71,76H,5-18,20-22,24,26-27,29-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,28-25-,35-34-/t69-,70+,71+/m0/s1	IQGHAHHARHHUNF-QZAOKWEXSA-N	1374.956577			MMDBc0036085
BASm0022887	CL(10:0/16:1(11Z)/16:1(9Z)/24:1(9Z))	CL(10:0/16:1(11Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-29-26-23-19-15-11-7-3/h19,23,25,28,36-37,69-71,76H,5-18,20-22,24,26-27,29-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,28-25-,37-36-/t69-,70+,71+/m0/s1	SGLRHFQCNWMTSA-DGUIQUDESA-N	1374.956577			MMDBc0036086
BASm0022888	CL(10:0/16:1(11Z)/16:1(9Z)/26:0)	CL(10:0/16:1(11Z)/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-29-26-23-19-15-11-7-3/h19,23,25,28,71-73,78H,5-18,20-22,24,26-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,28-25-/t71-,72+,73+/m0/s1	RBCZSAGRZKTSDF-RDMSDZIUSA-N	1405.003527			MMDBc0036087
BASm0022889	CL(10:0/16:1(11Z)/16:1(9Z)/26:1(11Z))	CL(10:0/16:1(11Z)/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-29-26-23-19-15-11-7-3/h19,23,25,28,35-36,71-73,78H,5-18,20-22,24,26-27,29-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,28-25-,36-35-/t71-,72+,73+/m0/s1	NLKMSGJVRSOPIO-JHMXUZICSA-N	1402.987877			MMDBc0036088
BASm0022890	CL(10:0/16:1(11Z)/16:1(9Z)/26:1(9Z))	CL(10:0/16:1(11Z)/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-43-46-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-44-41-28-25-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-20-16-12-8-4)94-77(82)64-60-56-52-48-45-42-29-26-23-19-15-11-7-3/h19,23,25,28,38-39,72-74,79H,5-18,20-22,24,26-27,29-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b23-19-,28-25-,39-38-/t72-,73+,74+/m0/s1	GXZILQYRHLGYDE-SBIURZELSA-N	1417.003527			MMDBc0036089
BASm0022891	CL(10:0/16:1(11Z)/16:1(9Z)/28:0)	CL(10:0/16:1(11Z)/16:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(9Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-29-26-23-19-15-11-7-3/h19,23,25,28,73-75,80H,5-18,20-22,24,26-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,28-25-/t73-,74+,75+/m0/s1	OGJZDVOLKYZNTB-UKXCEQMPSA-N	1433.034827			MMDBc0036090
BASm0022892	CL(10:0/16:1(11Z)/16:1(9Z)/28:1(11Z))	CL(10:0/16:1(11Z)/16:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(9Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-29-26-23-19-15-11-7-3/h19,23,25,28,37-38,73-75,80H,5-18,20-22,24,26-27,29-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,28-25-,38-37-/t73-,74+,75+/m0/s1	ADIJDYHXJCLKJW-KJVUGBBZSA-N	1431.019177			MMDBc0036091
BASm0022893	CL(10:0/16:1(11Z)/16:1(9Z)/28:1(9Z))	CL(10:0/16:1(11Z)/16:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(9Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-29-26-23-19-15-11-7-3/h19,23,25,28,39-40,73-75,80H,5-18,20-22,24,26-27,29-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,28-25-,40-39-/t73-,74+,75+/m0/s1	WNYIHQLBOWGRCP-FLCZVOMASA-N	1431.019177			MMDBc0036092
BASm0022894	CL(10:0/16:1(11Z)/16:1(9Z)/30:0)	CL(10:0/16:1(11Z)/16:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/16:1(9Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-29-26-23-19-15-11-7-3/h19,23,25,28,75-77,82H,5-18,20-22,24,26-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,28-25-/t75-,76+,77+/m0/s1	OAJRYCPHWRQDKN-XMLSTPOESA-N	1461.066127			MMDBc0036093
BASm0022895	CL(10:0/16:1(11Z)/18:0/18:0)	CL(10:0/16:1(11Z)/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:0/18:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-30-32-35-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-36-33-31-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-34-29-26-23-19-15-11-7-3/h19,23,65-67,72H,5-18,20-22,24-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-/t65-,66+,67+/m0/s1	OZYCFMHDFYCUTB-QKONNDDHSA-N	1322.925277			MMDBc0036094
BASm0022896	CL(10:0/16:1(11Z)/18:0/18:1(11Z))	CL(10:0/16:1(11Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:0/18:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-30-32-35-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-36-33-31-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-34-29-26-23-19-15-11-7-3/h19,23,25,28,65-67,72H,5-18,20-22,24,26-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,28-25-/t65-,66+,67+/m0/s1	IWKXGUUEXGOHRQ-OICKVTFGSA-N	1320.909627			MMDBc0036095
BASm0022897	CL(10:0/16:1(11Z)/18:0/18:1(9Z))	CL(10:0/16:1(11Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:0/18:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-30-32-35-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-36-33-31-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-34-29-26-23-19-15-11-7-3/h19,23,31,33,65-67,72H,5-18,20-22,24-30,32,34-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,33-31-/t65-,66+,67+/m0/s1	RCDMJXLZKQTHOL-OJDDVTIXSA-N	1320.909627			MMDBc0036096
BASm0022898	CL(10:0/16:1(11Z)/18:0/20:0)	CL(10:0/16:1(11Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:0/20:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-30-32-33-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-37-34-31-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-36-29-26-23-19-15-11-7-3/h19,23,67-69,74H,5-18,20-22,24-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-/t67-,68+,69+/m0/s1	MVSOKZQWDUQPJE-IQQHFVMZSA-N	1350.956577			MMDBc0036097
BASm0022899	CL(10:0/16:1(11Z)/18:0/20:1(11Z))	CL(10:0/16:1(11Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:0/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-32-33-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-37-34-31-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-36-29-26-23-19-15-11-7-3/h19,23,30,32,67-69,74H,5-18,20-22,24-29,31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,32-30-/t67-,68+,69+/m0/s1	GTZGRYAWLIYQCS-OGSKBMPESA-N	1348.940927			MMDBc0036098
BASm0022900	CL(10:0/16:1(11Z)/18:0/20:1(13Z))	CL(10:0/16:1(11Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:0/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-32-33-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-37-34-31-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-36-29-26-23-19-15-11-7-3/h19,23-24,27,67-69,74H,5-18,20-22,25-26,28-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,27-24-/t67-,68+,69+/m0/s1	RAVKHURFMIRSHR-OQQHEWSCSA-N	1348.940927			MMDBc0036099
BASm0022901	CL(10:0/16:1(11Z)/18:0/22:0)	CL(10:0/16:1(11Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-39-36-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h19,23,69-71,76H,5-18,20-22,24-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-/t69-,70+,71+/m0/s1	NGGCHVUERLCETE-UBSICRRMSA-N	1378.987877			MMDBc0036100
BASm0022902	CL(10:0/16:1(11Z)/18:0/22:1(11Z))	CL(10:0/16:1(11Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-39-36-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h19,23,33-34,69-71,76H,5-18,20-22,24-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,34-33-/t69-,70+,71+/m0/s1	SYXRUWTZCTVOGW-IBTLMDDRSA-N	1376.972227			MMDBc0036101
BASm0022903	CL(10:0/16:1(11Z)/18:0/22:1(9Z))	CL(10:0/16:1(11Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-39-36-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h19,23,35,37,69-71,76H,5-18,20-22,24-34,36,38-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,37-35-/t69-,70+,71+/m0/s1	RVAYLYKGZSBTAD-GBUBRFBBSA-N	1376.972227			MMDBc0036102
BASm0022904	CL(10:0/16:1(11Z)/18:0/24:0)	CL(10:0/16:1(11Z)/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h19,23,71-73,78H,5-18,20-22,24-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-/t71-,72+,73+/m0/s1	ULPLRIYXVNHIPD-HOIREUNFSA-N	1407.019177			MMDBc0036103
BASm0022905	CL(10:0/16:1(11Z)/18:0/24:1(11Z))	CL(10:0/16:1(11Z)/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h19,23,35-36,71-73,78H,5-18,20-22,24-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,36-35-/t71-,72+,73+/m0/s1	BXXXVMQJFVNVCD-QJIQVBMJSA-N	1405.003527			MMDBc0036104
BASm0022906	CL(10:0/16:1(11Z)/18:0/24:1(9Z))	CL(10:0/16:1(11Z)/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h19,23,37,39,71-73,78H,5-18,20-22,24-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,39-37-/t71-,72+,73+/m0/s1	BEGNDFCQBKMUMZ-SZVQUZTNSA-N	1405.003527			MMDBc0036105
BASm0022907	CL(10:0/16:1(11Z)/18:0/26:0)	CL(10:0/16:1(11Z)/18:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:0/26:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h19,23,73-75,80H,5-18,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-/t73-,74+,75+/m0/s1	KGQIXPUFMCGNRD-KACDVLJISA-N	1435.050477			MMDBc0036106
BASm0022908	CL(10:0/16:1(11Z)/18:0/26:1(11Z))	CL(10:0/16:1(11Z)/18:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h19,23,36-37,73-75,80H,5-18,20-22,24-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,37-36-/t73-,74+,75+/m0/s1	LQFVHUJWJPAOOL-FSBXGSOXSA-N	1433.034827			MMDBc0036107
BASm0022909	CL(10:0/16:1(11Z)/18:0/26:1(9Z))	CL(10:0/16:1(11Z)/18:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-45-48-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-44-41-31-28-25-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-20-16-12-8-4)96-79(84)66-62-58-54-50-47-43-29-26-23-19-15-11-7-3/h19,23,39-40,74-76,81H,5-18,20-22,24-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b23-19-,40-39-/t74-,75+,76+/m0/s1	KGKUNLLJKZZRJZ-GRFUUEOSSA-N	1447.050477			MMDBc0036108
BASm0022910	CL(10:0/16:1(11Z)/18:0/28:0)	CL(10:0/16:1(11Z)/18:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:0/28:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,75-77,82H,5-18,20-22,24-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-/t75-,76+,77+/m0/s1	XFIFWCGFOFFUJT-ZMGHOTMQSA-N	1463.081778			MMDBc0036109
BASm0022911	CL(10:0/16:1(11Z)/18:0/28:1(11Z))	CL(10:0/16:1(11Z)/18:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:0/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,38-39,75-77,82H,5-18,20-22,24-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,39-38-/t75-,76+,77+/m0/s1	AXCUHFNJNMUQQG-GTJLWIKGSA-N	1461.066127			MMDBc0036110
BASm0022912	CL(10:0/16:1(11Z)/18:0/28:1(9Z))	CL(10:0/16:1(11Z)/18:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:0/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,40-41,75-77,82H,5-18,20-22,24-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,41-40-/t75-,76+,77+/m0/s1	MQIAHGAHVMDYBI-XKQLVTABSA-N	1461.066127			MMDBc0036111
BASm0022913	CL(10:0/16:1(11Z)/18:1(11Z)/18:1(11Z))	CL(10:0/16:1(11Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(11Z)/18:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-30-32-35-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-36-33-31-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-34-29-26-23-19-15-11-7-3/h19,23-25,27-28,65-67,72H,5-18,20-22,26,29-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,27-24-,28-25-/t65-,66+,67+/m0/s1	AOFFFSUAVIBFCP-WNZNDGCTSA-N	1318.893977			MMDBc0036112
BASm0022914	CL(10:0/16:1(11Z)/18:1(11Z)/18:1(9Z))	CL(10:0/16:1(11Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(11Z)/18:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-30-32-35-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-36-33-31-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-34-29-26-23-19-15-11-7-3/h19,23-24,27,31,33,65-67,72H,5-18,20-22,25-26,28-30,32,34-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,27-24-,33-31-/t65-,66+,67+/m0/s1	SELACCXLWUTMLW-DLEOWTTHSA-N	1318.893977			MMDBc0036113
BASm0022915	CL(10:0/16:1(11Z)/18:1(11Z)/20:0)	CL(10:0/16:1(11Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(11Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-32-33-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-37-34-31-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-36-29-26-23-19-15-11-7-3/h19,23,25,28,67-69,74H,5-18,20-22,24,26-27,29-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,28-25-/t67-,68+,69+/m0/s1	XFEVRQVCGKPBJR-XLZFKQQXSA-N	1348.940927			MMDBc0036114
BASm0022916	CL(10:0/16:1(11Z)/18:1(11Z)/20:1(11Z))	CL(10:0/16:1(11Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-32-33-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-37-34-31-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-36-29-26-23-19-15-11-7-3/h19,23,25,28,30,32,67-69,74H,5-18,20-22,24,26-27,29,31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,28-25-,32-30-/t67-,68+,69+/m0/s1	UYHIUELFJMEAMS-UYZPIWCLSA-N	1346.925277			MMDBc0036115
BASm0022917	CL(10:0/16:1(11Z)/18:1(11Z)/20:1(13Z))	CL(10:0/16:1(11Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-32-33-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-37-34-31-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-36-29-26-23-19-15-11-7-3/h19,23-25,27-28,67-69,74H,5-18,20-22,26,29-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,27-24-,28-25-/t67-,68+,69+/m0/s1	WBYWPWXPOVTLSU-NJCPPLMUSA-N	1346.925277			MMDBc0036116
BASm0022918	CL(10:0/16:1(11Z)/18:1(11Z)/22:0)	CL(10:0/16:1(11Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-39-36-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h19,23,25,28,69-71,76H,5-18,20-22,24,26-27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,28-25-/t69-,70+,71+/m0/s1	WZZHSVXSDZOUFQ-DWYGXRRVSA-N	1376.972227			MMDBc0036117
BASm0022919	CL(10:0/16:1(11Z)/18:1(11Z)/22:1(11Z))	CL(10:0/16:1(11Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-39-36-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h19,23,25,28,33-34,69-71,76H,5-18,20-22,24,26-27,29-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,28-25-,34-33-/t69-,70+,71+/m0/s1	MBYRIBPECFTGBF-MLTGCYKFSA-N	1374.956577			MMDBc0036118
BASm0022920	CL(10:0/16:1(11Z)/18:1(11Z)/22:1(9Z))	CL(10:0/16:1(11Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-39-36-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h19,23,25,28,35,37,69-71,76H,5-18,20-22,24,26-27,29-34,36,38-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,28-25-,37-35-/t69-,70+,71+/m0/s1	IRIIYMZNTDSSSQ-WUSKGXDBSA-N	1374.956577			MMDBc0036119
BASm0022921	CL(10:0/16:1(11Z)/18:1(11Z)/24:0)	CL(10:0/16:1(11Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h19,23,25,28,71-73,78H,5-18,20-22,24,26-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,28-25-/t71-,72+,73+/m0/s1	OJTVETMJSZAEDE-RDMSDZIUSA-N	1405.003527			MMDBc0036120
BASm0022922	CL(10:0/16:1(11Z)/18:1(11Z)/24:1(11Z))	CL(10:0/16:1(11Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h19,23,25,28,35-36,71-73,78H,5-18,20-22,24,26-27,29-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,28-25-,36-35-/t71-,72+,73+/m0/s1	SSYQRAAMWSSLMU-JHMXUZICSA-N	1402.987877			MMDBc0036121
BASm0022923	CL(10:0/16:1(11Z)/18:1(11Z)/24:1(9Z))	CL(10:0/16:1(11Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h19,23,25,28,37,39,71-73,78H,5-18,20-22,24,26-27,29-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,28-25-,39-37-/t71-,72+,73+/m0/s1	FEWUHWYNAHKXBW-OIFBGGCLSA-N	1402.987877			MMDBc0036122
BASm0022924	CL(10:0/16:1(11Z)/18:1(11Z)/26:0)	CL(10:0/16:1(11Z)/18:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h19,23,25,28,73-75,80H,5-18,20-22,24,26-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,28-25-/t73-,74+,75+/m0/s1	HLKPXBOALRBIAD-UKXCEQMPSA-N	1433.034827			MMDBc0036123
BASm0022925	CL(10:0/16:1(11Z)/18:1(11Z)/26:1(11Z))	CL(10:0/16:1(11Z)/18:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h19,23,25,28,36-37,73-75,80H,5-18,20-22,24,26-27,29-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,28-25-,37-36-/t73-,74+,75+/m0/s1	VTVFCKOCGKZFKA-DTQSRYGYSA-N	1431.019177			MMDBc0036124
BASm0022926	CL(10:0/16:1(11Z)/18:1(11Z)/26:1(9Z))	CL(10:0/16:1(11Z)/18:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-45-48-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-44-41-31-28-25-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-20-16-12-8-4)96-79(84)66-62-58-54-50-47-43-29-26-23-19-15-11-7-3/h19,23,25,28,39-40,74-76,81H,5-18,20-22,24,26-27,29-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b23-19-,28-25-,40-39-/t74-,75+,76+/m0/s1	APTDUDHUBUIDBW-ANXWKVKGSA-N	1445.034827			MMDBc0036125
BASm0022927	CL(10:0/16:1(11Z)/18:1(11Z)/28:0)	CL(10:0/16:1(11Z)/18:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(11Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,25,28,75-77,82H,5-18,20-22,24,26-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,28-25-/t75-,76+,77+/m0/s1	SAXDEFZMXDAFNT-XMLSTPOESA-N	1461.066127			MMDBc0036126
BASm0022928	CL(10:0/16:1(11Z)/18:1(11Z)/28:1(11Z))	CL(10:0/16:1(11Z)/18:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(11Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,25,28,38-39,75-77,82H,5-18,20-22,24,26-27,29-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,28-25-,39-38-/t75-,76+,77+/m0/s1	SFRKIHXSIAJLMD-GKPWLYRMSA-N	1459.050477			MMDBc0036127
BASm0022929	CL(10:0/16:1(11Z)/18:1(11Z)/28:1(9Z))	CL(10:0/16:1(11Z)/18:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(11Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,25,28,40-41,75-77,82H,5-18,20-22,24,26-27,29-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,28-25-,41-40-/t75-,76+,77+/m0/s1	XXABLZFQNPHFLH-JYSJYRSUSA-N	1459.050477			MMDBc0036128
BASm0022930	CL(10:0/16:1(11Z)/18:1(9Z)/18:1(11Z))	CL(10:0/16:1(11Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(9Z)/18:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-30-32-35-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-36-33-31-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-34-29-26-23-19-15-11-7-3/h19,23,25,28,30,32,65-67,72H,5-18,20-22,24,26-27,29,31,33-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,28-25-,32-30-/t65-,66+,67+/m0/s1	CJJVWXARPRGIFX-HRCGRPKKSA-N	1318.893977			MMDBc0036129
BASm0022931	CL(10:0/16:1(11Z)/18:1(9Z)/18:1(9Z))	CL(10:0/16:1(11Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(9Z)/18:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-30-32-35-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-36-33-31-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-34-29-26-23-19-15-11-7-3/h19,23,30-33,65-67,72H,5-18,20-22,24-29,34-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,32-30-,33-31-/t65-,66+,67+/m0/s1	DNCPHVHIZGVIBE-VLTAOJDVSA-N	1318.893977			MMDBc0036130
BASm0022932	CL(10:0/16:1(11Z)/18:1(9Z)/20:0)	CL(10:0/16:1(11Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(9Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-32-33-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-37-34-31-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-36-29-26-23-19-15-11-7-3/h19,23,31,34,67-69,74H,5-18,20-22,24-30,32-33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,34-31-/t67-,68+,69+/m0/s1	GNJKYBLSUZHVQT-WQNUGEQPSA-N	1348.940927			MMDBc0036131
BASm0022933	CL(10:0/16:1(11Z)/18:1(9Z)/20:1(11Z))	CL(10:0/16:1(11Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(9Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-32-33-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-37-34-31-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-36-29-26-23-19-15-11-7-3/h19,23,30-32,34,67-69,74H,5-18,20-22,24-29,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,32-30-,34-31-/t67-,68+,69+/m0/s1	KLRCRYTVNIUSQW-UBNGYVNBSA-N	1346.925277			MMDBc0036132
BASm0022934	CL(10:0/16:1(11Z)/18:1(9Z)/20:1(13Z))	CL(10:0/16:1(11Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(9Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-32-33-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-37-34-31-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-36-29-26-23-19-15-11-7-3/h19,23-24,27,31,34,67-69,74H,5-18,20-22,25-26,28-30,32-33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,27-24-,34-31-/t67-,68+,69+/m0/s1	KUAWPDPDWXJBLH-PUURDJSXSA-N	1346.925277			MMDBc0036133
BASm0022935	CL(10:0/16:1(11Z)/18:1(9Z)/22:0)	CL(10:0/16:1(11Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(9Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-39-36-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h19,23,31,36,69-71,76H,5-18,20-22,24-30,32-35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,36-31-/t69-,70+,71+/m0/s1	LLWYVHRCEKBJFV-BAUQYZKUSA-N	1376.972227			MMDBc0036134
BASm0022936	CL(10:0/16:1(11Z)/18:1(9Z)/22:1(11Z))	CL(10:0/16:1(11Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-39-36-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h19,23,31,33-34,36,69-71,76H,5-18,20-22,24-30,32,35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,34-33-,36-31-/t69-,70+,71+/m0/s1	ZNRKOXQTAPHZQA-MFJDCQMXSA-N	1374.956577			MMDBc0036135
BASm0022937	CL(10:0/16:1(11Z)/18:1(9Z)/22:1(9Z))	CL(10:0/16:1(11Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-39-36-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h19,23,31,35-37,69-71,76H,5-18,20-22,24-30,32-34,38-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,36-31-,37-35-/t69-,70+,71+/m0/s1	JXORCKJRVCKQGB-GYNZEEHHSA-N	1374.956577			MMDBc0036136
BASm0022938	CL(10:0/16:1(11Z)/18:1(9Z)/24:0)	CL(10:0/16:1(11Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h19,23,31,38,71-73,78H,5-18,20-22,24-30,32-37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,38-31-/t71-,72+,73+/m0/s1	BWPCJEBGKFRPPW-UYNNSMQTSA-N	1405.003527			MMDBc0036137
BASm0022939	CL(10:0/16:1(11Z)/18:1(9Z)/24:1(11Z))	CL(10:0/16:1(11Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h19,23,31,35-36,38,71-73,78H,5-18,20-22,24-30,32-34,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,36-35-,38-31-/t71-,72+,73+/m0/s1	VHFJXFSXDQQCKL-VQUUZWJISA-N	1402.987877			MMDBc0036138
BASm0022940	CL(10:0/16:1(11Z)/18:1(9Z)/24:1(9Z))	CL(10:0/16:1(11Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h19,23,31,37-39,71-73,78H,5-18,20-22,24-30,32-36,40-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,38-31-,39-37-/t71-,72+,73+/m0/s1	VJVXSELUKPUMRP-ULTDEZAKSA-N	1402.987877			MMDBc0036139
BASm0022941	CL(10:0/16:1(11Z)/18:1(9Z)/26:0)	CL(10:0/16:1(11Z)/18:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h19,23,31,40,73-75,80H,5-18,20-22,24-30,32-39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,40-31-/t73-,74+,75+/m0/s1	ISBMIYFHUKSKOE-WMBAJTLBSA-N	1433.034827			MMDBc0036140
BASm0022942	CL(10:0/16:1(11Z)/18:1(9Z)/26:1(11Z))	CL(10:0/16:1(11Z)/18:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h19,23,31,36-37,40,73-75,80H,5-18,20-22,24-30,32-35,38-39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,37-36-,40-31-/t73-,74+,75+/m0/s1	QLMLLPKVAKNRHS-VFPMWCJJSA-N	1431.019177			MMDBc0036141
BASm0022943	CL(10:0/16:1(11Z)/18:1(9Z)/26:1(9Z))	CL(10:0/16:1(11Z)/18:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-45-48-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-44-41-31-28-25-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-20-16-12-8-4)96-79(84)66-62-58-54-50-47-43-29-26-23-19-15-11-7-3/h19,23,31,39-41,74-76,81H,5-18,20-22,24-30,32-38,42-73H2,1-4H3,(H,86,87)(H,88,89)/b23-19-,40-39-,41-31-/t74-,75+,76+/m0/s1	BLBDIDBCUKPOEG-IQIVQCIASA-N	1445.034827			MMDBc0036142
BASm0022944	CL(10:0/16:1(11Z)/18:1(9Z)/28:0)	CL(10:0/16:1(11Z)/18:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(9Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,31,42,75-77,82H,5-18,20-22,24-30,32-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,42-31-/t75-,76+,77+/m0/s1	QMFQNFVRANVNOG-NGOOQLFHSA-N	1461.066127			MMDBc0036143
BASm0022945	CL(10:0/16:1(11Z)/18:1(9Z)/28:1(11Z))	CL(10:0/16:1(11Z)/18:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(9Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,31,38-39,42,75-77,82H,5-18,20-22,24-30,32-37,40-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,39-38-,42-31-/t75-,76+,77+/m0/s1	IKTGXGUOQGSMKI-YFHCVABVSA-N	1459.050477			MMDBc0036144
BASm0022946	CL(10:0/16:1(11Z)/18:1(9Z)/28:1(9Z))	CL(10:0/16:1(11Z)/18:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/18:1(9Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,31,40-42,75-77,82H,5-18,20-22,24-30,32-39,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,41-40-,42-31-/t75-,76+,77+/m0/s1	XCLNMIOKOBXJSG-FPHKTNDJSA-N	1459.050477			MMDBc0036145
BASm0022947	CL(10:0/16:1(11Z)/20:0/20:0)	CL(10:0/16:1(11Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:0/20:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-39-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-40-37-35-33-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h19,23,69-71,76H,5-18,20-22,24-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-/t69-,70+,71+/m0/s1	REIJNDUIXYFQLQ-UBSICRRMSA-N	1378.987877			MMDBc0036146
BASm0022948	CL(10:0/16:1(11Z)/20:0/20:1(11Z))	CL(10:0/16:1(11Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:0/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-39-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-40-37-35-33-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h19,23,31,33,69-71,76H,5-18,20-22,24-30,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,33-31-/t69-,70+,71+/m0/s1	OLAJEKXIOYLMDC-RXODUWSRSA-N	1376.972227			MMDBc0036147
BASm0022949	CL(10:0/16:1(11Z)/20:0/20:1(13Z))	CL(10:0/16:1(11Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:0/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-39-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-40-37-35-33-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h19,23,25,28,69-71,76H,5-18,20-22,24,26-27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,28-25-/t69-,70+,71+/m0/s1	FSQJVRMOCRSTGA-DWYGXRRVSA-N	1376.972227			MMDBc0036148
BASm0022950	CL(10:0/16:1(11Z)/20:0/22:0)	CL(10:0/16:1(11Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-36-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h19,23,71-73,78H,5-18,20-22,24-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-/t71-,72+,73+/m0/s1	MLWOUJCLHCDIGY-HOIREUNFSA-N	1407.019177			MMDBc0036149
BASm0022951	CL(10:0/16:1(11Z)/20:0/22:1(11Z))	CL(10:0/16:1(11Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-36-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h19,23,34-35,71-73,78H,5-18,20-22,24-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,35-34-/t71-,72+,73+/m0/s1	RHAKEVIXPDQYCY-TZHBFAHSSA-N	1405.003527			MMDBc0036150
BASm0022952	CL(10:0/16:1(11Z)/20:0/22:1(9Z))	CL(10:0/16:1(11Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-36-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h19,23,37,39,71-73,78H,5-18,20-22,24-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,39-37-/t71-,72+,73+/m0/s1	JUUNUKPLYKYWJZ-SZVQUZTNSA-N	1405.003527			MMDBc0036151
BASm0022953	CL(10:0/16:1(11Z)/20:0/24:0)	CL(10:0/16:1(11Z)/20:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-38-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h19,23,73-75,80H,5-18,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-/t73-,74+,75+/m0/s1	DLNBZPGLADGHRA-KACDVLJISA-N	1435.050477			MMDBc0036152
BASm0022954	CL(10:0/16:1(11Z)/20:0/24:1(11Z))	CL(10:0/16:1(11Z)/20:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-38-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h19,23,36-37,73-75,80H,5-18,20-22,24-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,37-36-/t73-,74+,75+/m0/s1	UZBLTBJXBAFECB-FSBXGSOXSA-N	1433.034827			MMDBc0036153
BASm0022955	CL(10:0/16:1(11Z)/20:0/24:1(9Z))	CL(10:0/16:1(11Z)/20:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-38-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h19,23,39,41,73-75,80H,5-18,20-22,24-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,41-39-/t73-,74+,75+/m0/s1	RPTQZXNBWHQNCY-WTLKGOGHSA-N	1433.034827			MMDBc0036154
BASm0022956	CL(10:0/16:1(11Z)/20:0/26:0)	CL(10:0/16:1(11Z)/20:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:0/26:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,75-77,82H,5-18,20-22,24-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-/t75-,76+,77+/m0/s1	WYIOMWKCDLNUGV-ZMGHOTMQSA-N	1463.081778			MMDBc0036155
BASm0022957	CL(10:0/16:1(11Z)/20:0/26:1(11Z))	CL(10:0/16:1(11Z)/20:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,37-38,75-77,82H,5-18,20-22,24-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,38-37-/t75-,76+,77+/m0/s1	RXZZVVKBPGTZGY-BTDXDZHKSA-N	1461.066127			MMDBc0036156
BASm0022958	CL(10:0/16:1(11Z)/20:0/26:1(9Z))	CL(10:0/16:1(11Z)/20:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-47-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-46-43-41-33-31-28-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-52-49-45-29-26-23-19-15-11-7-3/h19,23,40,42,76-78,83H,5-18,20-22,24-39,41,43-75H2,1-4H3,(H,88,89)(H,90,91)/b23-19-,42-40-/t76-,77+,78+/m0/s1	ZEUFJPOPMNKJKA-DVYBAWIZSA-N	1475.081778			MMDBc0036157
BASm0022959	CL(10:0/16:1(11Z)/20:1(11Z)/20:1(11Z))	CL(10:0/16:1(11Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-39-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-40-37-35-33-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h19,23,30-33,69-71,76H,5-18,20-22,24-29,34-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,32-30-,33-31-/t69-,70+,71+/m0/s1	NQUZBNXFETZTGF-JVKQZYFUSA-N	1374.956577			MMDBc0036158
BASm0022960	CL(10:0/16:1(11Z)/20:1(11Z)/20:1(13Z))	CL(10:0/16:1(11Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-39-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-40-37-35-33-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h19,23,25,28,30,32,69-71,76H,5-18,20-22,24,26-27,29,31,33-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,28-25-,32-30-/t69-,70+,71+/m0/s1	CGJAGMATUHXLKZ-AGVTXVKDSA-N	1374.956577			MMDBc0036159
BASm0022961	CL(10:0/16:1(11Z)/20:1(11Z)/22:0)	CL(10:0/16:1(11Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-36-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h19,23,31,33,71-73,78H,5-18,20-22,24-30,32,34-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,33-31-/t71-,72+,73+/m0/s1	XPJUVCLWLSNZGW-ZKEWZEPYSA-N	1405.003527			MMDBc0036160
BASm0022962	CL(10:0/16:1(11Z)/20:1(11Z)/22:1(11Z))	CL(10:0/16:1(11Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-36-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h19,23,31,33-35,71-73,78H,5-18,20-22,24-30,32,36-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,33-31-,35-34-/t71-,72+,73+/m0/s1	GIIWTCDELVMDLH-HYQUNASTSA-N	1402.987877			MMDBc0036161
BASm0022963	CL(10:0/16:1(11Z)/20:1(11Z)/22:1(9Z))	CL(10:0/16:1(11Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-36-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h19,23,31,33,37,39,71-73,78H,5-18,20-22,24-30,32,34-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,33-31-,39-37-/t71-,72+,73+/m0/s1	HVYUHIHSLBUQQY-WKGFUBHJSA-N	1402.987877			MMDBc0036162
BASm0022964	CL(10:0/16:1(11Z)/20:1(11Z)/24:0)	CL(10:0/16:1(11Z)/20:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-38-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h19,23,31,33,73-75,80H,5-18,20-22,24-30,32,34-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,33-31-/t73-,74+,75+/m0/s1	VONTYDYUBWSTJK-WRDCYBMUSA-N	1433.034827			MMDBc0036163
BASm0022965	CL(10:0/16:1(11Z)/20:1(11Z)/24:1(11Z))	CL(10:0/16:1(11Z)/20:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-38-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h19,23,31,33,36-37,73-75,80H,5-18,20-22,24-30,32,34-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,33-31-,37-36-/t73-,74+,75+/m0/s1	RCUOZMKRKFBUGP-SIKKSANCSA-N	1431.019177			MMDBc0036164
BASm0022966	CL(10:0/16:1(11Z)/20:1(11Z)/24:1(9Z))	CL(10:0/16:1(11Z)/20:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-38-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h19,23,31,33,39,41,73-75,80H,5-18,20-22,24-30,32,34-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,33-31-,41-39-/t73-,74+,75+/m0/s1	JQOFUPOATZUFIX-DEGDJDEPSA-N	1431.019177			MMDBc0036165
BASm0022967	CL(10:0/16:1(11Z)/20:1(11Z)/26:0)	CL(10:0/16:1(11Z)/20:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,31,33,75-77,82H,5-18,20-22,24-30,32,34-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,33-31-/t75-,76+,77+/m0/s1	KSJNLKPKZRNYTJ-LHXPSXHBSA-N	1461.066127			MMDBc0036166
BASm0022968	CL(10:0/16:1(11Z)/20:1(11Z)/26:1(11Z))	CL(10:0/16:1(11Z)/20:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,31,33,37-38,75-77,82H,5-18,20-22,24-30,32,34-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,33-31-,38-37-/t75-,76+,77+/m0/s1	YUKNZAOOAUDVCO-PRXQMKEMSA-N	1459.050477			MMDBc0036167
BASm0022969	CL(10:0/16:1(11Z)/20:1(11Z)/26:1(9Z))	CL(10:0/16:1(11Z)/20:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-47-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-46-43-41-33-31-28-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-52-49-45-29-26-23-19-15-11-7-3/h19,23,31,33,40,42,76-78,83H,5-18,20-22,24-30,32,34-39,41,43-75H2,1-4H3,(H,88,89)(H,90,91)/b23-19-,33-31-,42-40-/t76-,77+,78+/m0/s1	MZLWAWCKSFGXEP-QNWFHTKJSA-N	1473.066127			MMDBc0036168
BASm0022970	CL(10:0/16:1(11Z)/20:1(13Z)/20:1(11Z))	CL(10:0/16:1(11Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:1(13Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-39-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-40-37-35-33-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h19,23-24,27,31,33,69-71,76H,5-18,20-22,25-26,28-30,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,27-24-,33-31-/t69-,70+,71+/m0/s1	VBMYYJZFZNEWGW-RJOPMKGPSA-N	1374.956577			MMDBc0036169
BASm0022971	CL(10:0/16:1(11Z)/20:1(13Z)/20:1(13Z))	CL(10:0/16:1(11Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:1(13Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-39-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-40-37-35-33-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h19,23-25,27-28,69-71,76H,5-18,20-22,26,29-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,27-24-,28-25-/t69-,70+,71+/m0/s1	ZYCYRWNPAQOYFR-IFBQRGGCSA-N	1374.956577			MMDBc0036170
BASm0022972	CL(10:0/16:1(11Z)/20:1(13Z)/22:0)	CL(10:0/16:1(11Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:1(13Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-36-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h19,23,25,28,71-73,78H,5-18,20-22,24,26-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,28-25-/t71-,72+,73+/m0/s1	ZUJPDJCEZGEEKZ-RDMSDZIUSA-N	1405.003527			MMDBc0036171
BASm0022973	CL(10:0/16:1(11Z)/20:1(13Z)/22:1(11Z))	CL(10:0/16:1(11Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:1(13Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-36-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h19,23,25,28,34-35,71-73,78H,5-18,20-22,24,26-27,29-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,28-25-,35-34-/t71-,72+,73+/m0/s1	ILZLERHUIJLHQV-MVVANPEXSA-N	1402.987877			MMDBc0036172
BASm0022974	CL(10:0/16:1(11Z)/20:1(13Z)/22:1(9Z))	CL(10:0/16:1(11Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:1(13Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-36-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h19,23,25,28,37,39,71-73,78H,5-18,20-22,24,26-27,29-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,28-25-,39-37-/t71-,72+,73+/m0/s1	VWXSGLAOGCBLKC-OIFBGGCLSA-N	1402.987877			MMDBc0036173
BASm0022975	CL(10:0/16:1(11Z)/20:1(13Z)/24:0)	CL(10:0/16:1(11Z)/20:1(13Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:1(13Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-38-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h19,23,25,28,73-75,80H,5-18,20-22,24,26-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,28-25-/t73-,74+,75+/m0/s1	NJKDIULEAAWVCN-UKXCEQMPSA-N	1433.034827			MMDBc0036174
BASm0022976	CL(10:0/16:1(11Z)/20:1(13Z)/24:1(11Z))	CL(10:0/16:1(11Z)/20:1(13Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:1(13Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-38-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h19,23,25,28,36-37,73-75,80H,5-18,20-22,24,26-27,29-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,28-25-,37-36-/t73-,74+,75+/m0/s1	NKZGSYHTGLSQOC-DTQSRYGYSA-N	1431.019177			MMDBc0036175
BASm0022977	CL(10:0/16:1(11Z)/20:1(13Z)/24:1(9Z))	CL(10:0/16:1(11Z)/20:1(13Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:1(13Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-38-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h19,23,25,28,39,41,73-75,80H,5-18,20-22,24,26-27,29-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,28-25-,41-39-/t73-,74+,75+/m0/s1	CRWIHKUROHXYMC-VLUKCSCCSA-N	1431.019177			MMDBc0036176
BASm0022978	CL(10:0/16:1(11Z)/20:1(13Z)/26:0)	CL(10:0/16:1(11Z)/20:1(13Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:1(13Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,25,28,75-77,82H,5-18,20-22,24,26-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,28-25-/t75-,76+,77+/m0/s1	XXPBFEZTUDUXKG-XMLSTPOESA-N	1461.066127			MMDBc0036177
BASm0022979	CL(10:0/16:1(11Z)/20:1(13Z)/26:1(11Z))	CL(10:0/16:1(11Z)/20:1(13Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:1(13Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,25,28,37-38,75-77,82H,5-18,20-22,24,26-27,29-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,28-25-,38-37-/t75-,76+,77+/m0/s1	BIQDEVULKGRBRX-WPQFWGKLSA-N	1459.050477			MMDBc0036178
BASm0022980	CL(10:0/16:1(11Z)/20:1(13Z)/26:1(9Z))	CL(10:0/16:1(11Z)/20:1(13Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/20:1(13Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-47-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-46-43-41-33-31-28-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-52-49-45-29-26-23-19-15-11-7-3/h19,23,25,28,40,42,76-78,83H,5-18,20-22,24,26-27,29-39,41,43-75H2,1-4H3,(H,88,89)(H,90,91)/b23-19-,28-25-,42-40-/t76-,77+,78+/m0/s1	LUOLYCBPOSNIKM-LTFBHIGESA-N	1473.066127			MMDBc0036179
BASm0022981	CL(10:0/16:1(11Z)/22:0/22:0)	CL(10:0/16:1(11Z)/22:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/22:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of docosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-43-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h19,23,73-75,80H,5-18,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-/t73-,74+,75+/m0/s1	KVYOXAHHBKPCKF-KACDVLJISA-N	1435.050477			MMDBc0036180
BASm0022982	CL(10:0/16:1(11Z)/22:0/22:1(11Z))	CL(10:0/16:1(11Z)/22:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/22:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-43-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h19,23,35,37,73-75,80H,5-18,20-22,24-34,36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,37-35-/t73-,74+,75+/m0/s1	VUFFTOAAASMFPT-KXSFGQBGSA-N	1433.034827			MMDBc0036181
BASm0022983	CL(10:0/16:1(11Z)/22:0/22:1(9Z))	CL(10:0/16:1(11Z)/22:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/22:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-43-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h19,23,39,41,73-75,80H,5-18,20-22,24-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,41-39-/t73-,74+,75+/m0/s1	UNUGPDNHOJFLLI-WTLKGOGHSA-N	1433.034827			MMDBc0036182
BASm0022984	CL(10:0/16:1(11Z)/22:0/24:0)	CL(10:0/16:1(11Z)/22:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/22:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-38-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,75-77,82H,5-18,20-22,24-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-/t75-,76+,77+/m0/s1	BXWZDQGPUSRSES-ZMGHOTMQSA-N	1463.081778			MMDBc0036183
BASm0022985	CL(10:0/16:1(11Z)/22:0/24:1(11Z))	CL(10:0/16:1(11Z)/22:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/22:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-38-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,37,39,75-77,82H,5-18,20-22,24-36,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,39-37-/t75-,76+,77+/m0/s1	DAESTHOUXQMAAQ-NNOHCZAPSA-N	1461.066127			MMDBc0036184
BASm0022986	CL(10:0/16:1(11Z)/22:0/24:1(9Z))	CL(10:0/16:1(11Z)/22:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/22:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-38-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,41,43,75-77,82H,5-18,20-22,24-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,43-41-/t75-,76+,77+/m0/s1	VQTSWUKHACXPME-OIYLZLQUSA-N	1461.066127			MMDBc0036185
BASm0022987	CL(10:0/16:1(11Z)/22:1(11Z)/22:1(11Z))	CL(10:0/16:1(11Z)/22:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/22:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (11Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-43-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h19,23,34-37,73-75,80H,5-18,20-22,24-33,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,36-34-,37-35-/t73-,74+,75+/m0/s1	RZPPVYSFFOTPET-ZVXYWKRGSA-N	1431.019177			MMDBc0036186
BASm0022988	CL(10:0/16:1(11Z)/22:1(11Z)/22:1(9Z))	CL(10:0/16:1(11Z)/22:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/22:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-43-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h19,23,34,36,39,41,73-75,80H,5-18,20-22,24-33,35,37-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,36-34-,41-39-/t73-,74+,75+/m0/s1	LTMYMNTZNDENDC-ODBMUVPKSA-N	1431.019177			MMDBc0036187
BASm0022989	CL(10:0/16:1(11Z)/22:1(11Z)/24:0)	CL(10:0/16:1(11Z)/22:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/22:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-38-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,35,38,75-77,82H,5-18,20-22,24-34,36-37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,38-35-/t75-,76+,77+/m0/s1	GBTHFPRYKSWPHT-ZRQONNGCSA-N	1461.066127			MMDBc0036188
BASm0022990	CL(10:0/16:1(11Z)/22:1(11Z)/24:1(11Z))	CL(10:0/16:1(11Z)/22:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/22:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-38-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,35,37-39,75-77,82H,5-18,20-22,24-34,36,40-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,38-35-,39-37-/t75-,76+,77+/m0/s1	XUEZMQINGHOANC-OBYGMSQGSA-N	1459.050477			MMDBc0036189
BASm0022991	CL(10:0/16:1(11Z)/22:1(11Z)/24:1(9Z))	CL(10:0/16:1(11Z)/22:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/22:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-38-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,35,38,41,43,75-77,82H,5-18,20-22,24-34,36-37,39-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,38-35-,43-41-/t75-,76+,77+/m0/s1	ICFZPJZYMHSDSM-UNSRPIKFSA-N	1459.050477			MMDBc0036190
BASm0022992	CL(10:0/16:1(11Z)/22:1(9Z)/22:1(11Z))	CL(10:0/16:1(11Z)/22:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/22:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-43-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h19,23,35,37-38,40,73-75,80H,5-18,20-22,24-34,36,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,37-35-,40-38-/t73-,74+,75+/m0/s1	SFQMSTZAZVDWQX-UNEHJBJNSA-N	1431.019177			MMDBc0036191
BASm0022993	CL(10:0/16:1(11Z)/22:1(9Z)/22:1(9Z))	CL(10:0/16:1(11Z)/22:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/22:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (9Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-43-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h19,23,38-41,73-75,80H,5-18,20-22,24-37,42-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,40-38-,41-39-/t73-,74+,75+/m0/s1	DRSQZSSLGNEADY-VVKRQGCFSA-N	1431.019177			MMDBc0036192
BASm0022994	CL(10:0/16:1(11Z)/22:1(9Z)/24:0)	CL(10:0/16:1(11Z)/22:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/22:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-38-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,40,42,75-77,82H,5-18,20-22,24-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,42-40-/t75-,76+,77+/m0/s1	PGVKFAKEOLIPFS-YZJNCSHSSA-N	1461.066127			MMDBc0036193
BASm0022995	CL(10:0/16:1(11Z)/22:1(9Z)/24:1(11Z))	CL(10:0/16:1(11Z)/22:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/22:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-38-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,37,39-40,42,75-77,82H,5-18,20-22,24-36,38,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,39-37-,42-40-/t75-,76+,77+/m0/s1	PQLKICFTAIFLJA-ZXOKORCTSA-N	1459.050477			MMDBc0036194
BASm0022996	CL(10:0/16:1(11Z)/22:1(9Z)/24:1(9Z))	CL(10:0/16:1(11Z)/22:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/22:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-38-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,40-43,75-77,82H,5-18,20-22,24-39,44-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,42-40-,43-41-/t75-,76+,77+/m0/s1	JIIZPDRMPJXUCK-STIWXYIGSA-N	1459.050477			MMDBc0036195
BASm0022997	CL(10:0/16:1(11Z)/23:1(11Z)/23:1(11Z))	CL(10:0/16:1(11Z)/23:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/23:1(11Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of 11Z-tricosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-45-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,36-39,75-77,82H,5-18,20-22,24-35,40-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,38-36-,39-37-/t75-,76+,77+/m0/s1	APWFQCJEAUZILA-SLSXQBDRSA-N	1459.050477			MMDBc0036196
BASm0022998	CL(10:0/16:1(11Z)/23:1(11Z)/23:1(9Z))	CL(10:0/16:1(11Z)/23:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/23:1(11Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-45-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,36,38,41,43,75-77,82H,5-18,20-22,24-35,37,39-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,38-36-,43-41-/t75-,76+,77+/m0/s1	RQJLYGDUEYVGRS-TYBFLKCHSA-N	1459.050477			MMDBc0036197
BASm0022999	CL(10:0/16:1(11Z)/23:1(9Z)/23:1(11Z))	CL(10:0/16:1(11Z)/23:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/23:1(9Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-45-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,37,39-40,42,75-77,82H,5-18,20-22,24-36,38,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,39-37-,42-40-/t75-,76+,77+/m0/s1	AKZYWTSMBLFGBD-ZXOKORCTSA-N	1459.050477			MMDBc0036198
BASm0023000	CL(10:0/16:1(11Z)/23:1(9Z)/23:1(9Z))	CL(10:0/16:1(11Z)/23:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(11Z)/23:1(9Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of 9Z-tricosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-45-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h19,23,40-43,75-77,82H,5-18,20-22,24-39,44-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,42-40-,43-41-/t75-,76+,77+/m0/s1	PPCGEVYRLUSADQ-STIWXYIGSA-N	1459.050477			MMDBc0036199
BASm0023001	CL(10:0/16:1(9Z)/16:1(11Z)/18:0)	CL(10:0/16:1(9Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(11Z)/18:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-30-31-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-33-29-26-23-19-15-11-7-3/h18,22,26,29,63-65,70H,5-17,19-21,23-25,27-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,29-26-/t63-,64+,65+/m0/s1	OPWHZERPMOJLEI-WRXYHNTOSA-N	1292.878327			MMDBc0036200
BASm0023002	CL(10:0/16:1(9Z)/16:1(11Z)/18:1(11Z))	CL(10:0/16:1(9Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(11Z)/18:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-30-31-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-33-29-26-23-19-15-11-7-3/h18,22,24,26-27,29,63-65,70H,5-17,19-21,23,25,28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,27-24-,29-26-/t63-,64+,65+/m0/s1	MCLGANDQSJPIPK-KFTHMJOSSA-N	1290.862677			MMDBc0036201
BASm0023003	CL(10:0/16:1(9Z)/16:1(11Z)/18:1(9Z))	CL(10:0/16:1(9Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(11Z)/18:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-30-31-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-33-29-26-23-19-15-11-7-3/h18,22,26,29-31,63-65,70H,5-17,19-21,23-25,27-28,32-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,29-26-,31-30-/t63-,64+,65+/m0/s1	MOFKYQJMRQJEMU-PAJPQMDWSA-N	1290.862677			MMDBc0036202
BASm0023004	CL(10:0/16:1(9Z)/16:1(11Z)/20:0)	CL(10:0/16:1(9Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(11Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-35-29-26-23-19-15-11-7-3/h18,22,26,29,65-67,72H,5-17,19-21,23-25,27-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,29-26-/t65-,66+,67+/m0/s1	CFDJCICYQUMEJR-QPKLHRRDSA-N	1320.909627			MMDBc0036203
BASm0023005	CL(10:0/16:1(9Z)/16:1(11Z)/20:1(11Z))	CL(10:0/16:1(9Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-35-29-26-23-19-15-11-7-3/h18,22,26,29-31,65-67,72H,5-17,19-21,23-25,27-28,32-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,29-26-,31-30-/t65-,66+,67+/m0/s1	KATDAZZRLAVZPV-INWMEWOTSA-N	1318.893977			MMDBc0036204
BASm0023006	CL(10:0/16:1(9Z)/16:1(11Z)/20:1(13Z))	CL(10:0/16:1(9Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-35-29-26-23-19-15-11-7-3/h18,22,24,26-27,29,65-67,72H,5-17,19-21,23,25,28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,27-24-,29-26-/t65-,66+,67+/m0/s1	FYDREEBXGOZNRX-LWMBGTETSA-N	1318.893977			MMDBc0036205
BASm0023007	CL(10:0/16:1(9Z)/16:1(11Z)/22:0)	CL(10:0/16:1(9Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-29-26-23-19-15-11-7-3/h18,22,26,29,67-69,74H,5-17,19-21,23-25,27-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,29-26-/t67-,68+,69+/m0/s1	HWJPMPPLKWLRSX-LRPJMYCESA-N	1348.940927			MMDBc0036206
BASm0023008	CL(10:0/16:1(9Z)/16:1(11Z)/22:1(11Z))	CL(10:0/16:1(9Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-29-26-23-19-15-11-7-3/h18,22,26,29,32-33,67-69,74H,5-17,19-21,23-25,27-28,30-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,29-26-,33-32-/t67-,68+,69+/m0/s1	CBTMSERONXBRHL-KQQXTTLKSA-N	1346.925277			MMDBc0036207
BASm0023009	CL(10:0/16:1(9Z)/16:1(11Z)/22:1(9Z))	CL(10:0/16:1(9Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-29-26-23-19-15-11-7-3/h18,22,26,29,34-35,67-69,74H,5-17,19-21,23-25,27-28,30-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,29-26-,35-34-/t67-,68+,69+/m0/s1	XIGOPDBTZSERMG-VQMXWMGVSA-N	1346.925277			MMDBc0036208
BASm0023010	CL(10:0/16:1(9Z)/16:1(11Z)/24:0)	CL(10:0/16:1(9Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-29-26-23-19-15-11-7-3/h18,22,26,29,69-71,76H,5-17,19-21,23-25,27-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,29-26-/t69-,70+,71+/m0/s1	QZBUQBXCGQUPRT-CQFYGUPJSA-N	1376.972227			MMDBc0036209
BASm0023011	CL(10:0/16:1(9Z)/16:1(11Z)/24:1(11Z))	CL(10:0/16:1(9Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-29-26-23-19-15-11-7-3/h18,22,26,29,34-35,69-71,76H,5-17,19-21,23-25,27-28,30-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,29-26-,35-34-/t69-,70+,71+/m0/s1	HMXPUEJHQQKBIS-SLGSEPPGSA-N	1374.956577			MMDBc0036210
BASm0023012	CL(10:0/16:1(9Z)/16:1(11Z)/24:1(9Z))	CL(10:0/16:1(9Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-29-26-23-19-15-11-7-3/h18,22,26,29,36-37,69-71,76H,5-17,19-21,23-25,27-28,30-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,29-26-,37-36-/t69-,70+,71+/m0/s1	BZSGUBGRQKTMRH-QBGXPBPPSA-N	1374.956577			MMDBc0036211
BASm0023013	CL(10:0/16:1(9Z)/16:1(11Z)/26:0)	CL(10:0/16:1(9Z)/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-29-26-23-19-15-11-7-3/h18,22,26,29,71-73,78H,5-17,19-21,23-25,27-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,29-26-/t71-,72+,73+/m0/s1	BPFBBJMFXDZFTE-MOGFVQIPSA-N	1405.003527			MMDBc0036212
BASm0023014	CL(10:0/16:1(9Z)/16:1(11Z)/26:1(11Z))	CL(10:0/16:1(9Z)/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-29-26-23-19-15-11-7-3/h18,22,26,29,35-36,71-73,78H,5-17,19-21,23-25,27-28,30-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,29-26-,36-35-/t71-,72+,73+/m0/s1	LTWZHJMDARYLFI-AZWBCNRBSA-N	1402.987877			MMDBc0036213
BASm0023015	CL(10:0/16:1(9Z)/16:1(11Z)/26:1(9Z))	CL(10:0/16:1(9Z)/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-43-46-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-44-41-28-25-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-20-16-12-8-4)94-77(82)64-60-56-52-48-45-42-29-26-23-19-15-11-7-3/h18,22,26,29,38-39,72-74,79H,5-17,19-21,23-25,27-28,30-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b22-18-,29-26-,39-38-/t72-,73+,74+/m0/s1	FBMLAKFUNJJAFW-YZHZSFDNSA-N	1417.003527			MMDBc0036214
BASm0023016	CL(10:0/16:1(9Z)/16:1(11Z)/28:0)	CL(10:0/16:1(9Z)/16:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(11Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-29-26-23-19-15-11-7-3/h18,22,26,29,73-75,80H,5-17,19-21,23-25,27-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,29-26-/t73-,74+,75+/m0/s1	LQSXOGZGJSUBDL-RQACFILPSA-N	1433.034827			MMDBc0036215
BASm0023017	CL(10:0/16:1(9Z)/16:1(11Z)/28:1(11Z))	CL(10:0/16:1(9Z)/16:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(11Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-29-26-23-19-15-11-7-3/h18,22,26,29,37-38,73-75,80H,5-17,19-21,23-25,27-28,30-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,29-26-,38-37-/t73-,74+,75+/m0/s1	MHWBBDCIYZXTSD-DBDRUVBJSA-N	1431.019177			MMDBc0036216
BASm0023018	CL(10:0/16:1(9Z)/16:1(11Z)/28:1(9Z))	CL(10:0/16:1(9Z)/16:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(11Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-29-26-23-19-15-11-7-3/h18,22,26,29,39-40,73-75,80H,5-17,19-21,23-25,27-28,30-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,29-26-,40-39-/t73-,74+,75+/m0/s1	BFGRJTMFNATPPP-NNFFDWOGSA-N	1431.019177			MMDBc0036217
BASm0023019	CL(10:0/16:1(9Z)/16:1(11Z)/30:0)	CL(10:0/16:1(9Z)/16:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(11Z)/30:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-29-26-23-19-15-11-7-3/h18,22,26,29,75-77,82H,5-17,19-21,23-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,29-26-/t75-,76+,77+/m0/s1	FXYLEKZJSRALSL-HSBTYNSYSA-N	1461.066127			MMDBc0036218
BASm0023020	CL(10:0/16:1(9Z)/16:1(9Z)/18:0)	CL(10:0/16:1(9Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(9Z)/18:0) contains one chain of decanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-24-27-30-31-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-33-29-26-23-19-15-11-7-3/h25-26,28-29,63-65,70H,5-24,27,30-62H2,1-4H3,(H,75,76)(H,77,78)/b28-25-,29-26-/t63-,64+,65+/m0/s1	JZVOMBZSZUFPRR-OZDABCTOSA-N	1292.878327			MMDBc0036219
BASm0023021	CL(10:0/16:1(9Z)/16:1(9Z)/18:1(11Z))	CL(10:0/16:1(9Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(9Z)/18:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-30-31-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-33-29-26-23-19-15-11-7-3/h24-29,63-65,70H,5-23,30-62H2,1-4H3,(H,75,76)(H,77,78)/b27-24-,28-25-,29-26-/t63-,64+,65+/m0/s1	MNWBNVBYIVZACA-QYFBSJQVSA-N	1290.862677			MMDBc0036220
BASm0023022	CL(10:0/16:1(9Z)/16:1(9Z)/18:1(9Z))	CL(10:0/16:1(9Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(9Z)/18:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-24-27-30-31-34-37-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-28-25-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-20-16-12-8-4)85-68(73)55-51-47-43-39-36-33-29-26-23-19-15-11-7-3/h25-26,28-31,63-65,70H,5-24,27,32-62H2,1-4H3,(H,75,76)(H,77,78)/b28-25-,29-26-,31-30-/t63-,64+,65+/m0/s1	GRGJKNNIVQBAOQ-GRUJWRRRSA-N	1290.862677			MMDBc0036221
BASm0023023	CL(10:0/16:1(9Z)/16:1(9Z)/20:0)	CL(10:0/16:1(9Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(9Z)/20:0) contains one chain of decanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-35-29-26-23-19-15-11-7-3/h25-26,28-29,65-67,72H,5-24,27,30-64H2,1-4H3,(H,77,78)(H,79,80)/b28-25-,29-26-/t65-,66+,67+/m0/s1	CHHPOOMIXNWPGP-NGEBARIHSA-N	1320.909627			MMDBc0036222
BASm0023024	CL(10:0/16:1(9Z)/16:1(9Z)/20:1(11Z))	CL(10:0/16:1(9Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(9Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-35-29-26-23-19-15-11-7-3/h25-26,28-31,65-67,72H,5-24,27,32-64H2,1-4H3,(H,77,78)(H,79,80)/b28-25-,29-26-,31-30-/t65-,66+,67+/m0/s1	NFAWXLXLHBSHQT-YPWMIDFJSA-N	1318.893977			MMDBc0036223
BASm0023025	CL(10:0/16:1(9Z)/16:1(9Z)/20:1(13Z))	CL(10:0/16:1(9Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(9Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-36-39-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-35-29-26-23-19-15-11-7-3/h24-29,65-67,72H,5-23,30-64H2,1-4H3,(H,77,78)(H,79,80)/b27-24-,28-25-,29-26-/t65-,66+,67+/m0/s1	SXTWWZSFGLJUTM-JBLTUFQYSA-N	1318.893977			MMDBc0036224
BASm0023026	CL(10:0/16:1(9Z)/16:1(9Z)/22:0)	CL(10:0/16:1(9Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(9Z)/22:0) contains one chain of decanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-29-26-23-19-15-11-7-3/h25-26,28-29,67-69,74H,5-24,27,30-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-,29-26-/t67-,68+,69+/m0/s1	XZBYJHXWRZGRJN-XJNHEGHTSA-N	1348.940927			MMDBc0036225
BASm0023027	CL(10:0/16:1(9Z)/16:1(9Z)/22:1(11Z))	CL(10:0/16:1(9Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-29-26-23-19-15-11-7-3/h25-26,28-29,32-33,67-69,74H,5-24,27,30-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-,29-26-,33-32-/t67-,68+,69+/m0/s1	PRFNXGADVRHGIY-OUYQGLHNSA-N	1346.925277			MMDBc0036226
BASm0023028	CL(10:0/16:1(9Z)/16:1(9Z)/22:1(9Z))	CL(10:0/16:1(9Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-29-26-23-19-15-11-7-3/h25-26,28-29,34-35,67-69,74H,5-24,27,30-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-,29-26-,35-34-/t67-,68+,69+/m0/s1	BPHHAYNXXGAINT-ZPFMQVPQSA-N	1346.925277			MMDBc0036227
BASm0023029	CL(10:0/16:1(9Z)/16:1(9Z)/24:0)	CL(10:0/16:1(9Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-29-26-23-19-15-11-7-3/h25-26,28-29,69-71,76H,5-24,27,30-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,29-26-/t69-,70+,71+/m0/s1	YLYSLCKNGWHROQ-HOGCWBHQSA-N	1376.972227			MMDBc0036228
BASm0023030	CL(10:0/16:1(9Z)/16:1(9Z)/24:1(11Z))	CL(10:0/16:1(9Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-29-26-23-19-15-11-7-3/h25-26,28-29,34-35,69-71,76H,5-24,27,30-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,29-26-,35-34-/t69-,70+,71+/m0/s1	VGJKCZKPASPMOY-HGIXUDIASA-N	1374.956577			MMDBc0036229
BASm0023031	CL(10:0/16:1(9Z)/16:1(9Z)/24:1(9Z))	CL(10:0/16:1(9Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-29-26-23-19-15-11-7-3/h25-26,28-29,36-37,69-71,76H,5-24,27,30-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,29-26-,37-36-/t69-,70+,71+/m0/s1	QDKLZQXLCDKYTC-HRXCGPBESA-N	1374.956577			MMDBc0036230
BASm0023032	CL(10:0/16:1(9Z)/16:1(9Z)/26:0)	CL(10:0/16:1(9Z)/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-29-26-23-19-15-11-7-3/h25-26,28-29,71-73,78H,5-24,27,30-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,29-26-/t71-,72+,73+/m0/s1	HHNWEYYFJJURRV-XJJCZCMWSA-N	1405.003527			MMDBc0036231
BASm0023033	CL(10:0/16:1(9Z)/16:1(9Z)/26:1(11Z))	CL(10:0/16:1(9Z)/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-29-26-23-19-15-11-7-3/h25-26,28-29,35-36,71-73,78H,5-24,27,30-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,29-26-,36-35-/t71-,72+,73+/m0/s1	QZCASFDSEDZHCU-RSJISSOMSA-N	1402.987877			MMDBc0036232
BASm0023034	CL(10:0/16:1(9Z)/16:1(9Z)/26:1(9Z))	CL(10:0/16:1(9Z)/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-43-46-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-44-41-28-25-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-20-16-12-8-4)94-77(82)64-60-56-52-48-45-42-29-26-23-19-15-11-7-3/h25-26,28-29,38-39,72-74,79H,5-24,27,30-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b28-25-,29-26-,39-38-/t72-,73+,74+/m0/s1	MIMHBICSGWIFCT-WDAYRFNISA-N	1417.003527			MMDBc0036233
BASm0023035	CL(10:0/16:1(9Z)/16:1(9Z)/28:0)	CL(10:0/16:1(9Z)/16:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(9Z)/28:0) contains one chain of decanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-29-26-23-19-15-11-7-3/h25-26,28-29,73-75,80H,5-24,27,30-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,29-26-/t73-,74+,75+/m0/s1	RFXXYZMFKXXCEJ-UWOWSZBSSA-N	1433.034827			MMDBc0036234
BASm0023036	CL(10:0/16:1(9Z)/16:1(9Z)/28:1(11Z))	CL(10:0/16:1(9Z)/16:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(9Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-29-26-23-19-15-11-7-3/h25-26,28-29,37-38,73-75,80H,5-24,27,30-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,29-26-,38-37-/t73-,74+,75+/m0/s1	WUQHYLUTGZEFHL-HZKPYMMGSA-N	1431.019177			MMDBc0036235
BASm0023037	CL(10:0/16:1(9Z)/16:1(9Z)/28:1(9Z))	CL(10:0/16:1(9Z)/16:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(9Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-29-26-23-19-15-11-7-3/h25-26,28-29,39-40,73-75,80H,5-24,27,30-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,29-26-,40-39-/t73-,74+,75+/m0/s1	NYANRXLZIDGHDR-FUFRBSMHSA-N	1431.019177			MMDBc0036236
BASm0023038	CL(10:0/16:1(9Z)/16:1(9Z)/30:0)	CL(10:0/16:1(9Z)/16:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/16:1(9Z)/30:0) contains one chain of decanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-31-32-33-34-35-36-37-38-39-40-41-42-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-29-26-23-19-15-11-7-3/h25-26,28-29,75-77,82H,5-24,27,30-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,29-26-/t75-,76+,77+/m0/s1	XDFHZPVIDVJHCA-XTASKMJDSA-N	1461.066127			MMDBc0036237
BASm0023039	CL(10:0/16:1(9Z)/18:0/18:0)	CL(10:0/16:1(9Z)/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:0/18:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-24-27-30-32-35-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-36-33-31-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-34-29-26-23-19-15-11-7-3/h26,29,65-67,72H,5-25,27-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b29-26-/t65-,66+,67+/m0/s1	QZASPNANVOGJSL-JHEBJTLVSA-N	1322.925277			MMDBc0036238
BASm0023040	CL(10:0/16:1(9Z)/18:0/18:1(11Z))	CL(10:0/16:1(9Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:0/18:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-30-32-35-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-36-33-31-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-34-29-26-23-19-15-11-7-3/h25-26,28-29,65-67,72H,5-24,27,30-64H2,1-4H3,(H,77,78)(H,79,80)/b28-25-,29-26-/t65-,66+,67+/m0/s1	RFZQBKVNTZLBNJ-NGEBARIHSA-N	1320.909627			MMDBc0036239
BASm0023041	CL(10:0/16:1(9Z)/18:0/18:1(9Z))	CL(10:0/16:1(9Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:0/18:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-24-27-30-32-35-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-36-33-31-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-34-29-26-23-19-15-11-7-3/h26,29,31,33,65-67,72H,5-25,27-28,30,32,34-64H2,1-4H3,(H,77,78)(H,79,80)/b29-26-,33-31-/t65-,66+,67+/m0/s1	DWXRBNSZYRVKFG-LYNFIWRTSA-N	1320.909627			MMDBc0036240
BASm0023042	CL(10:0/16:1(9Z)/18:0/20:0)	CL(10:0/16:1(9Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:0/20:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-30-32-33-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-37-34-31-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-36-29-26-23-19-15-11-7-3/h26,29,67-69,74H,5-25,27-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b29-26-/t67-,68+,69+/m0/s1	QSMVPTZWKFZWAN-WFXULHBJSA-N	1350.956577			MMDBc0036241
BASm0023043	CL(10:0/16:1(9Z)/18:0/20:1(11Z))	CL(10:0/16:1(9Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:0/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-32-33-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-37-34-31-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-36-29-26-23-19-15-11-7-3/h26,29-30,32,67-69,74H,5-25,27-28,31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b29-26-,32-30-/t67-,68+,69+/m0/s1	KLLYLDFNXSVVTI-ASISULRVSA-N	1348.940927			MMDBc0036242
BASm0023044	CL(10:0/16:1(9Z)/18:0/20:1(13Z))	CL(10:0/16:1(9Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:0/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-32-33-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-37-34-31-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-36-29-26-23-19-15-11-7-3/h24,26-27,29,67-69,74H,5-23,25,28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b27-24-,29-26-/t67-,68+,69+/m0/s1	VZPJFULQIRJGIT-AGKBTKTGSA-N	1348.940927			MMDBc0036243
BASm0023045	CL(10:0/16:1(9Z)/18:0/22:0)	CL(10:0/16:1(9Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-39-36-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h26,29,69-71,76H,5-25,27-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-/t69-,70+,71+/m0/s1	KYIBZCYFMKHSCW-YRXINFHSSA-N	1378.987877			MMDBc0036244
BASm0023046	CL(10:0/16:1(9Z)/18:0/22:1(11Z))	CL(10:0/16:1(9Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-39-36-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h26,29,33-34,69-71,76H,5-25,27-28,30-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-,34-33-/t69-,70+,71+/m0/s1	URSVQKJRMOOYQF-ZUTNOBKASA-N	1376.972227			MMDBc0036245
BASm0023047	CL(10:0/16:1(9Z)/18:0/22:1(9Z))	CL(10:0/16:1(9Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-39-36-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h26,29,35,37,69-71,76H,5-25,27-28,30-34,36,38-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-,37-35-/t69-,70+,71+/m0/s1	BGRFOFUVRKKMQC-NZHXMESBSA-N	1376.972227			MMDBc0036246
BASm0023048	CL(10:0/16:1(9Z)/18:0/24:0)	CL(10:0/16:1(9Z)/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h26,29,71-73,78H,5-25,27-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-/t71-,72+,73+/m0/s1	CQUKPINFRLKAGI-XINBXNEZSA-N	1407.019177			MMDBc0036247
BASm0023049	CL(10:0/16:1(9Z)/18:0/24:1(11Z))	CL(10:0/16:1(9Z)/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h26,29,35-36,71-73,78H,5-25,27-28,30-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,36-35-/t71-,72+,73+/m0/s1	VCBNBHMDVWANDH-JDHJKEKSSA-N	1405.003527			MMDBc0036248
BASm0023050	CL(10:0/16:1(9Z)/18:0/24:1(9Z))	CL(10:0/16:1(9Z)/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h26,29,37,39,71-73,78H,5-25,27-28,30-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,39-37-/t71-,72+,73+/m0/s1	NHPJNQGRFYZIJJ-UOBJULAHSA-N	1405.003527			MMDBc0036249
BASm0023051	CL(10:0/16:1(9Z)/18:0/26:0)	CL(10:0/16:1(9Z)/18:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:0/26:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h26,29,73-75,80H,5-25,27-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-/t73-,74+,75+/m0/s1	IKKFFYUVGREHAD-KSZIGCDUSA-N	1435.050477			MMDBc0036250
BASm0023052	CL(10:0/16:1(9Z)/18:0/26:1(11Z))	CL(10:0/16:1(9Z)/18:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h26,29,36-37,73-75,80H,5-25,27-28,30-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,37-36-/t73-,74+,75+/m0/s1	RMEYDKMNLAPIAW-MREYMQHPSA-N	1433.034827			MMDBc0036251
BASm0023053	CL(10:0/16:1(9Z)/18:0/26:1(9Z))	CL(10:0/16:1(9Z)/18:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-45-48-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-44-41-31-28-25-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-20-16-12-8-4)96-79(84)66-62-58-54-50-47-43-29-26-23-19-15-11-7-3/h26,29,39-40,74-76,81H,5-25,27-28,30-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b29-26-,40-39-/t74-,75+,76+/m0/s1	BYCHUAANFGYYGW-KAEYMRLFSA-N	1447.050477			MMDBc0036252
BASm0023054	CL(10:0/16:1(9Z)/18:0/28:0)	CL(10:0/16:1(9Z)/18:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:0/28:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h26,29,75-77,82H,5-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-/t75-,76+,77+/m0/s1	YQADYMZXNXYZAJ-ALNIXOIZSA-N	1463.081778			MMDBc0036253
BASm0023055	CL(10:0/16:1(9Z)/18:0/28:1(11Z))	CL(10:0/16:1(9Z)/18:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:0/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h26,29,38-39,75-77,82H,5-25,27-28,30-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,39-38-/t75-,76+,77+/m0/s1	LFLYHYRZVBVLTC-SINRUMILSA-N	1461.066127			MMDBc0036254
BASm0023056	CL(10:0/16:1(9Z)/18:0/28:1(9Z))	CL(10:0/16:1(9Z)/18:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:0/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h26,29,40-41,75-77,82H,5-25,27-28,30-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,41-40-/t75-,76+,77+/m0/s1	SSGYVOKKCZMUAY-YRNKGUFUSA-N	1461.066127			MMDBc0036255
BASm0023057	CL(10:0/16:1(9Z)/18:1(11Z)/18:1(11Z))	CL(10:0/16:1(9Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(11Z)/18:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-30-32-35-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-36-33-31-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-34-29-26-23-19-15-11-7-3/h24-29,65-67,72H,5-23,30-64H2,1-4H3,(H,77,78)(H,79,80)/b27-24-,28-25-,29-26-/t65-,66+,67+/m0/s1	KKPLBIXNYUDWSZ-JBLTUFQYSA-N	1318.893977			MMDBc0036256
BASm0023058	CL(10:0/16:1(9Z)/18:1(11Z)/18:1(9Z))	CL(10:0/16:1(9Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(11Z)/18:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-30-32-35-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-36-33-31-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-34-29-26-23-19-15-11-7-3/h24,26-27,29,31,33,65-67,72H,5-23,25,28,30,32,34-64H2,1-4H3,(H,77,78)(H,79,80)/b27-24-,29-26-,33-31-/t65-,66+,67+/m0/s1	FKXOTRXHVARHDA-FGDUSZBASA-N	1318.893977			MMDBc0036257
BASm0023059	CL(10:0/16:1(9Z)/18:1(11Z)/20:0)	CL(10:0/16:1(9Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(11Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-32-33-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-37-34-31-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-36-29-26-23-19-15-11-7-3/h25-26,28-29,67-69,74H,5-24,27,30-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-,29-26-/t67-,68+,69+/m0/s1	BVVPVDYOYQPABX-XJNHEGHTSA-N	1348.940927			MMDBc0036258
BASm0023060	CL(10:0/16:1(9Z)/18:1(11Z)/20:1(11Z))	CL(10:0/16:1(9Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-32-33-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-37-34-31-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-36-29-26-23-19-15-11-7-3/h25-26,28-30,32,67-69,74H,5-24,27,31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-,29-26-,32-30-/t67-,68+,69+/m0/s1	CAUQZHRUPULRSQ-RMBWGXMSSA-N	1346.925277			MMDBc0036259
BASm0023061	CL(10:0/16:1(9Z)/18:1(11Z)/20:1(13Z))	CL(10:0/16:1(9Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-32-33-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-37-34-31-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-36-29-26-23-19-15-11-7-3/h24-29,67-69,74H,5-23,30-66H2,1-4H3,(H,79,80)(H,81,82)/b27-24-,28-25-,29-26-/t67-,68+,69+/m0/s1	XPBDHNFFCLIKPE-LKCXTAAESA-N	1346.925277			MMDBc0036260
BASm0023062	CL(10:0/16:1(9Z)/18:1(11Z)/22:0)	CL(10:0/16:1(9Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-39-36-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h25-26,28-29,69-71,76H,5-24,27,30-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,29-26-/t69-,70+,71+/m0/s1	XLEWSBQAJCPKKU-HOGCWBHQSA-N	1376.972227			MMDBc0036261
BASm0023063	CL(10:0/16:1(9Z)/18:1(11Z)/22:1(11Z))	CL(10:0/16:1(9Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-39-36-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h25-26,28-29,33-34,69-71,76H,5-24,27,30-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,29-26-,34-33-/t69-,70+,71+/m0/s1	IDJCTEOQHGWVES-YOZCOFMRSA-N	1374.956577			MMDBc0036262
BASm0023064	CL(10:0/16:1(9Z)/18:1(11Z)/22:1(9Z))	CL(10:0/16:1(9Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-39-36-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h25-26,28-29,35,37,69-71,76H,5-24,27,30-34,36,38-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,29-26-,37-35-/t69-,70+,71+/m0/s1	LOHKKXDCQMSAEN-DXRYHWPZSA-N	1374.956577			MMDBc0036263
BASm0023065	CL(10:0/16:1(9Z)/18:1(11Z)/24:0)	CL(10:0/16:1(9Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h25-26,28-29,71-73,78H,5-24,27,30-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,29-26-/t71-,72+,73+/m0/s1	JAHLQPQIJPVJTM-XJJCZCMWSA-N	1405.003527			MMDBc0036264
BASm0023066	CL(10:0/16:1(9Z)/18:1(11Z)/24:1(11Z))	CL(10:0/16:1(9Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h25-26,28-29,35-36,71-73,78H,5-24,27,30-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,29-26-,36-35-/t71-,72+,73+/m0/s1	MGOHUMYVDCCQDY-RSJISSOMSA-N	1402.987877			MMDBc0036265
BASm0023067	CL(10:0/16:1(9Z)/18:1(11Z)/24:1(9Z))	CL(10:0/16:1(9Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h25-26,28-29,37,39,71-73,78H,5-24,27,30-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,29-26-,39-37-/t71-,72+,73+/m0/s1	WQWSXRSURHFHDN-FGMJSXDDSA-N	1402.987877			MMDBc0036266
BASm0023068	CL(10:0/16:1(9Z)/18:1(11Z)/26:0)	CL(10:0/16:1(9Z)/18:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h25-26,28-29,73-75,80H,5-24,27,30-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,29-26-/t73-,74+,75+/m0/s1	DGKWKACOPIMCQM-UWOWSZBSSA-N	1433.034827			MMDBc0036267
BASm0023069	CL(10:0/16:1(9Z)/18:1(11Z)/26:1(11Z))	CL(10:0/16:1(9Z)/18:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h25-26,28-29,36-37,73-75,80H,5-24,27,30-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,29-26-,37-36-/t73-,74+,75+/m0/s1	FYGWQMHVIVGUAD-SLWSOGFVSA-N	1431.019177			MMDBc0036268
BASm0023070	CL(10:0/16:1(9Z)/18:1(11Z)/26:1(9Z))	CL(10:0/16:1(9Z)/18:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-45-48-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-44-41-31-28-25-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-20-16-12-8-4)96-79(84)66-62-58-54-50-47-43-29-26-23-19-15-11-7-3/h25-26,28-29,39-40,74-76,81H,5-24,27,30-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b28-25-,29-26-,40-39-/t74-,75+,76+/m0/s1	VKBVZABAQFEVPQ-KFLCTFPXSA-N	1445.034827			MMDBc0036269
BASm0023071	CL(10:0/16:1(9Z)/18:1(11Z)/28:0)	CL(10:0/16:1(9Z)/18:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(11Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h25-26,28-29,75-77,82H,5-24,27,30-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,29-26-/t75-,76+,77+/m0/s1	SZAWNWGSTUCLGF-XTASKMJDSA-N	1461.066127			MMDBc0036270
BASm0023072	CL(10:0/16:1(9Z)/18:1(11Z)/28:1(11Z))	CL(10:0/16:1(9Z)/18:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(11Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h25-26,28-29,38-39,75-77,82H,5-24,27,30-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,29-26-,39-38-/t75-,76+,77+/m0/s1	DHXBBVCPLVTQSZ-BOXGYNGCSA-N	1459.050477			MMDBc0036271
BASm0023073	CL(10:0/16:1(9Z)/18:1(11Z)/28:1(9Z))	CL(10:0/16:1(9Z)/18:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(11Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h25-26,28-29,40-41,75-77,82H,5-24,27,30-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,29-26-,41-40-/t75-,76+,77+/m0/s1	ZTNPFNHJYGOOMX-IPMMKZHMSA-N	1459.050477			MMDBc0036272
BASm0023074	CL(10:0/16:1(9Z)/18:1(9Z)/18:1(11Z))	CL(10:0/16:1(9Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(9Z)/18:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-30-32-35-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-36-33-31-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-34-29-26-23-19-15-11-7-3/h25-26,28-30,32,65-67,72H,5-24,27,31,33-64H2,1-4H3,(H,77,78)(H,79,80)/b28-25-,29-26-,32-30-/t65-,66+,67+/m0/s1	AVVBJYBMFIBJRR-DYKVFUHZSA-N	1318.893977			MMDBc0036273
BASm0023075	CL(10:0/16:1(9Z)/18:1(9Z)/18:1(9Z))	CL(10:0/16:1(9Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(9Z)/18:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-24-27-30-32-35-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-39-36-33-31-28-25-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-20-16-12-8-4)87-70(75)57-53-49-45-41-38-34-29-26-23-19-15-11-7-3/h26,29-33,65-67,72H,5-25,27-28,34-64H2,1-4H3,(H,77,78)(H,79,80)/b29-26-,32-30-,33-31-/t65-,66+,67+/m0/s1	BLVHYIIJFKLAIO-LAAYLZPPSA-N	1318.893977			MMDBc0036274
BASm0023076	CL(10:0/16:1(9Z)/18:1(9Z)/20:0)	CL(10:0/16:1(9Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(9Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-32-33-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-37-34-31-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-36-29-26-23-19-15-11-7-3/h26,29,31,34,67-69,74H,5-25,27-28,30,32-33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b29-26-,34-31-/t67-,68+,69+/m0/s1	JNJZIXSFGLTYBE-MBJPNWNHSA-N	1348.940927			MMDBc0036275
BASm0023077	CL(10:0/16:1(9Z)/18:1(9Z)/20:1(11Z))	CL(10:0/16:1(9Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(9Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-32-33-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-37-34-31-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-36-29-26-23-19-15-11-7-3/h26,29-32,34,67-69,74H,5-25,27-28,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b29-26-,32-30-,34-31-/t67-,68+,69+/m0/s1	OZPLZLIQEICRCO-PILYHPONSA-N	1346.925277			MMDBc0036276
BASm0023078	CL(10:0/16:1(9Z)/18:1(9Z)/20:1(13Z))	CL(10:0/16:1(9Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(9Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-32-33-35-38-41-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-37-34-31-28-25-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-36-29-26-23-19-15-11-7-3/h24,26-27,29,31,34,67-69,74H,5-23,25,28,30,32-33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b27-24-,29-26-,34-31-/t67-,68+,69+/m0/s1	WRSDDRZYXATLCZ-NFNAOAMMSA-N	1346.925277			MMDBc0036277
BASm0023079	CL(10:0/16:1(9Z)/18:1(9Z)/22:0)	CL(10:0/16:1(9Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(9Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-39-36-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h26,29,31,36,69-71,76H,5-25,27-28,30,32-35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-,36-31-/t69-,70+,71+/m0/s1	YQRFHCBXIQALTQ-HHMZYTSWSA-N	1376.972227			MMDBc0036278
BASm0023080	CL(10:0/16:1(9Z)/18:1(9Z)/22:1(11Z))	CL(10:0/16:1(9Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-39-36-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h26,29,31,33-34,36,69-71,76H,5-25,27-28,30,32,35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-,34-33-,36-31-/t69-,70+,71+/m0/s1	YBWPRNNWURCXDQ-TUKOWEPASA-N	1374.956577			MMDBc0036279
BASm0023081	CL(10:0/16:1(9Z)/18:1(9Z)/22:1(9Z))	CL(10:0/16:1(9Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-39-36-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h26,29,31,35-37,69-71,76H,5-25,27-28,30,32-34,38-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-,36-31-,37-35-/t69-,70+,71+/m0/s1	XOOBLBPTDUPTEY-TUKUGHOGSA-N	1374.956577			MMDBc0036280
BASm0023082	CL(10:0/16:1(9Z)/18:1(9Z)/24:0)	CL(10:0/16:1(9Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h26,29,31,38,71-73,78H,5-25,27-28,30,32-37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,38-31-/t71-,72+,73+/m0/s1	GBQQGYVPVJBZSW-LVIIBIICSA-N	1405.003527			MMDBc0036281
BASm0023083	CL(10:0/16:1(9Z)/18:1(9Z)/24:1(11Z))	CL(10:0/16:1(9Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h26,29,31,35-36,38,71-73,78H,5-25,27-28,30,32-34,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,36-35-,38-31-/t71-,72+,73+/m0/s1	AMRJKRZNWXVXGP-HTRKSWLWSA-N	1402.987877			MMDBc0036282
BASm0023084	CL(10:0/16:1(9Z)/18:1(9Z)/24:1(9Z))	CL(10:0/16:1(9Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h26,29,31,37-39,71-73,78H,5-25,27-28,30,32-36,40-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,38-31-,39-37-/t71-,72+,73+/m0/s1	AOVZHWRKFBFONQ-WQOIJWKQSA-N	1402.987877			MMDBc0036283
BASm0023085	CL(10:0/16:1(9Z)/18:1(9Z)/26:0)	CL(10:0/16:1(9Z)/18:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h26,29,31,40,73-75,80H,5-25,27-28,30,32-39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,40-31-/t73-,74+,75+/m0/s1	NNLJTDFGHPTTLO-LDRJSWTISA-N	1433.034827			MMDBc0036284
BASm0023086	CL(10:0/16:1(9Z)/18:1(9Z)/26:1(11Z))	CL(10:0/16:1(9Z)/18:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h26,29,31,36-37,40,73-75,80H,5-25,27-28,30,32-35,38-39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,37-36-,40-31-/t73-,74+,75+/m0/s1	CRBYXPQSHNUNMD-XSFVOWLWSA-N	1431.019177			MMDBc0036285
BASm0023087	CL(10:0/16:1(9Z)/18:1(9Z)/26:1(9Z))	CL(10:0/16:1(9Z)/18:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-42-45-48-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-44-41-31-28-25-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-20-16-12-8-4)96-79(84)66-62-58-54-50-47-43-29-26-23-19-15-11-7-3/h26,29,31,39-41,74-76,81H,5-25,27-28,30,32-38,42-73H2,1-4H3,(H,86,87)(H,88,89)/b29-26-,40-39-,41-31-/t74-,75+,76+/m0/s1	SLTCVUDTCNSGMZ-SVTQDCQQSA-N	1445.034827			MMDBc0036286
BASm0023088	CL(10:0/16:1(9Z)/18:1(9Z)/28:0)	CL(10:0/16:1(9Z)/18:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(9Z)/28:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h26,29,31,42,75-77,82H,5-25,27-28,30,32-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,42-31-/t75-,76+,77+/m0/s1	RGVWXVALCCPZOD-ODFPMNLDSA-N	1461.066127			MMDBc0036287
BASm0023089	CL(10:0/16:1(9Z)/18:1(9Z)/28:1(11Z))	CL(10:0/16:1(9Z)/18:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(9Z)/28:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h26,29,31,38-39,42,75-77,82H,5-25,27-28,30,32-37,40-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,39-38-,42-31-/t75-,76+,77+/m0/s1	PJORYGUFIMZCIK-FUHABZGLSA-N	1459.050477			MMDBc0036288
BASm0023090	CL(10:0/16:1(9Z)/18:1(9Z)/28:1(9Z))	CL(10:0/16:1(9Z)/18:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/18:1(9Z)/28:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-33-34-35-36-37-38-39-40-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h26,29,31,40-42,75-77,82H,5-25,27-28,30,32-39,43-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,41-40-,42-31-/t75-,76+,77+/m0/s1	OOSHYNFMQWVWFC-MANGPPQWSA-N	1459.050477			MMDBc0036289
BASm0023091	CL(10:0/16:1(9Z)/20:0/20:0)	CL(10:0/16:1(9Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:0/20:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-39-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-40-37-35-33-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h26,29,69-71,76H,5-25,27-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-/t69-,70+,71+/m0/s1	LZEGASURHYJJON-YRXINFHSSA-N	1378.987877			MMDBc0036290
BASm0023092	CL(10:0/16:1(9Z)/20:0/20:1(11Z))	CL(10:0/16:1(9Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:0/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-39-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-40-37-35-33-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h26,29,31,33,69-71,76H,5-25,27-28,30,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-,33-31-/t69-,70+,71+/m0/s1	KGMBQCYUYARCQV-YIEGSFEASA-N	1376.972227			MMDBc0036291
BASm0023093	CL(10:0/16:1(9Z)/20:0/20:1(13Z))	CL(10:0/16:1(9Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:0/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-39-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-40-37-35-33-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h25-26,28-29,69-71,76H,5-24,27,30-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,29-26-/t69-,70+,71+/m0/s1	WNYGZLLSFSCMLI-HOGCWBHQSA-N	1376.972227			MMDBc0036292
BASm0023094	CL(10:0/16:1(9Z)/20:0/22:0)	CL(10:0/16:1(9Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-36-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h26,29,71-73,78H,5-25,27-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-/t71-,72+,73+/m0/s1	YKLUFRBPJRGMKZ-XINBXNEZSA-N	1407.019177			MMDBc0036293
BASm0023095	CL(10:0/16:1(9Z)/20:0/22:1(11Z))	CL(10:0/16:1(9Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-36-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h26,29,34-35,71-73,78H,5-25,27-28,30-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,35-34-/t71-,72+,73+/m0/s1	OIXRDQBYSDCRDM-DVUMJITJSA-N	1405.003527			MMDBc0036294
BASm0023096	CL(10:0/16:1(9Z)/20:0/22:1(9Z))	CL(10:0/16:1(9Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-36-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h26,29,37,39,71-73,78H,5-25,27-28,30-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,39-37-/t71-,72+,73+/m0/s1	CYSVZOIGQMFUKL-UOBJULAHSA-N	1405.003527			MMDBc0036295
BASm0023097	CL(10:0/16:1(9Z)/20:0/24:0)	CL(10:0/16:1(9Z)/20:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-38-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h26,29,73-75,80H,5-25,27-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-/t73-,74+,75+/m0/s1	LRSMNHLWTVFUGD-KSZIGCDUSA-N	1435.050477			MMDBc0036296
BASm0023098	CL(10:0/16:1(9Z)/20:0/24:1(11Z))	CL(10:0/16:1(9Z)/20:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-38-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h26,29,36-37,73-75,80H,5-25,27-28,30-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,37-36-/t73-,74+,75+/m0/s1	JMKMAHIBVJLLKT-MREYMQHPSA-N	1433.034827			MMDBc0036297
BASm0023099	CL(10:0/16:1(9Z)/20:0/24:1(9Z))	CL(10:0/16:1(9Z)/20:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-38-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h26,29,39,41,73-75,80H,5-25,27-28,30-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,41-39-/t73-,74+,75+/m0/s1	OFHQYMJAVBEANJ-LWAQCASRSA-N	1433.034827			MMDBc0036298
BASm0023100	CL(10:0/16:1(9Z)/20:0/26:0)	CL(10:0/16:1(9Z)/20:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:0/26:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h26,29,75-77,82H,5-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-/t75-,76+,77+/m0/s1	IQYBVGBRAJXHHP-ALNIXOIZSA-N	1463.081778			MMDBc0036299
BASm0023101	CL(10:0/16:1(9Z)/20:0/26:1(11Z))	CL(10:0/16:1(9Z)/20:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h26,29,37-38,75-77,82H,5-25,27-28,30-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,38-37-/t75-,76+,77+/m0/s1	PHWHPFBZEHPUIA-ZEKOIUEVSA-N	1461.066127			MMDBc0036300
BASm0023102	CL(10:0/16:1(9Z)/20:0/26:1(9Z))	CL(10:0/16:1(9Z)/20:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-47-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-46-43-41-33-31-28-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-52-49-45-29-26-23-19-15-11-7-3/h26,29,40,42,76-78,83H,5-25,27-28,30-39,41,43-75H2,1-4H3,(H,88,89)(H,90,91)/b29-26-,42-40-/t76-,77+,78+/m0/s1	ZAZMGTGBKDNQCN-PTWYOQBNSA-N	1475.081778			MMDBc0036301
BASm0023103	CL(10:0/16:1(9Z)/20:1(11Z)/20:1(11Z))	CL(10:0/16:1(9Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-39-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-40-37-35-33-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h26,29-33,69-71,76H,5-25,27-28,34-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-,32-30-,33-31-/t69-,70+,71+/m0/s1	AIIRGWAARJMPPJ-YZFUEWDFSA-N	1374.956577			MMDBc0036302
BASm0023104	CL(10:0/16:1(9Z)/20:1(11Z)/20:1(13Z))	CL(10:0/16:1(9Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-39-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-40-37-35-33-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h25-26,28-30,32,69-71,76H,5-24,27,31,33-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,29-26-,32-30-/t69-,70+,71+/m0/s1	IDPKIMNRPVEHEK-BAKNFIGQSA-N	1374.956577			MMDBc0036303
BASm0023105	CL(10:0/16:1(9Z)/20:1(11Z)/22:0)	CL(10:0/16:1(9Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-36-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h26,29,31,33,71-73,78H,5-25,27-28,30,32,34-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,33-31-/t71-,72+,73+/m0/s1	PDJUBFAYQOWSJW-DMOCDKEOSA-N	1405.003527			MMDBc0036304
BASm0023106	CL(10:0/16:1(9Z)/20:1(11Z)/22:1(11Z))	CL(10:0/16:1(9Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-36-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h26,29,31,33-35,71-73,78H,5-25,27-28,30,32,36-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,33-31-,35-34-/t71-,72+,73+/m0/s1	VZDGYEHDXRUMDR-WWLKPEGTSA-N	1402.987877			MMDBc0036305
BASm0023107	CL(10:0/16:1(9Z)/20:1(11Z)/22:1(9Z))	CL(10:0/16:1(9Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-36-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h26,29,31,33,37,39,71-73,78H,5-25,27-28,30,32,34-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,33-31-,39-37-/t71-,72+,73+/m0/s1	GGEYRCHRSLLKTN-ASFRYETBSA-N	1402.987877			MMDBc0036306
BASm0023108	CL(10:0/16:1(9Z)/20:1(11Z)/24:0)	CL(10:0/16:1(9Z)/20:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-38-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h26,29,31,33,73-75,80H,5-25,27-28,30,32,34-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,33-31-/t73-,74+,75+/m0/s1	IBAZNGYZGNLFAC-RIKXXBDRSA-N	1433.034827			MMDBc0036307
BASm0023109	CL(10:0/16:1(9Z)/20:1(11Z)/24:1(11Z))	CL(10:0/16:1(9Z)/20:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-38-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h26,29,31,33,36-37,73-75,80H,5-25,27-28,30,32,34-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,33-31-,37-36-/t73-,74+,75+/m0/s1	OPLQLASSKAZNKM-CHYUUTBQSA-N	1431.019177			MMDBc0036308
BASm0023110	CL(10:0/16:1(9Z)/20:1(11Z)/24:1(9Z))	CL(10:0/16:1(9Z)/20:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-38-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h26,29,31,33,39,41,73-75,80H,5-25,27-28,30,32,34-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,33-31-,41-39-/t73-,74+,75+/m0/s1	DOFLWUVROVABJZ-SPJHWYKTSA-N	1431.019177			MMDBc0036309
BASm0023111	CL(10:0/16:1(9Z)/20:1(11Z)/26:0)	CL(10:0/16:1(9Z)/20:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h26,29,31,33,75-77,82H,5-25,27-28,30,32,34-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,33-31-/t75-,76+,77+/m0/s1	OIQJASFXFCLROC-XCKKADFASA-N	1461.066127			MMDBc0036310
BASm0023112	CL(10:0/16:1(9Z)/20:1(11Z)/26:1(11Z))	CL(10:0/16:1(9Z)/20:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h26,29,31,33,37-38,75-77,82H,5-25,27-28,30,32,34-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,33-31-,38-37-/t75-,76+,77+/m0/s1	SQBVFPCRAJGVGP-WUOISIFWSA-N	1459.050477			MMDBc0036311
BASm0023113	CL(10:0/16:1(9Z)/20:1(11Z)/26:1(9Z))	CL(10:0/16:1(9Z)/20:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-47-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-46-43-41-33-31-28-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-52-49-45-29-26-23-19-15-11-7-3/h26,29,31,33,40,42,76-78,83H,5-25,27-28,30,32,34-39,41,43-75H2,1-4H3,(H,88,89)(H,90,91)/b29-26-,33-31-,42-40-/t76-,77+,78+/m0/s1	BDGFJSBPGRQMRO-VARSEGEESA-N	1473.066127			MMDBc0036312
BASm0023114	CL(10:0/16:1(9Z)/20:1(13Z)/20:1(11Z))	CL(10:0/16:1(9Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:1(13Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-39-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-40-37-35-33-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h24,26-27,29,31,33,69-71,76H,5-23,25,28,30,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b27-24-,29-26-,33-31-/t69-,70+,71+/m0/s1	YAKGHWLNZSGKEP-CBXIXFFBSA-N	1374.956577			MMDBc0036313
BASm0023115	CL(10:0/16:1(9Z)/20:1(13Z)/20:1(13Z))	CL(10:0/16:1(9Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:1(13Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-39-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-43-40-37-35-33-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-38-29-26-23-19-15-11-7-3/h24-29,69-71,76H,5-23,30-68H2,1-4H3,(H,81,82)(H,83,84)/b27-24-,28-25-,29-26-/t69-,70+,71+/m0/s1	SZXUKKWYINZKJC-IPUMUMPISA-N	1374.956577			MMDBc0036314
BASm0023116	CL(10:0/16:1(9Z)/20:1(13Z)/22:0)	CL(10:0/16:1(9Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:1(13Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-36-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h25-26,28-29,71-73,78H,5-24,27,30-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,29-26-/t71-,72+,73+/m0/s1	LTMGJWSLPWLMMI-XJJCZCMWSA-N	1405.003527			MMDBc0036315
BASm0023117	CL(10:0/16:1(9Z)/20:1(13Z)/22:1(11Z))	CL(10:0/16:1(9Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:1(13Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-36-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h25-26,28-29,34-35,71-73,78H,5-24,27,30-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,29-26-,35-34-/t71-,72+,73+/m0/s1	CTQIWTGAYSDJCF-QPEALJFXSA-N	1402.987877			MMDBc0036316
BASm0023118	CL(10:0/16:1(9Z)/20:1(13Z)/22:1(9Z))	CL(10:0/16:1(9Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:1(13Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-37-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-41-38-36-33-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-40-29-26-23-19-15-11-7-3/h25-26,28-29,37,39,71-73,78H,5-24,27,30-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,29-26-,39-37-/t71-,72+,73+/m0/s1	SHVCSCQSIUVUND-FGMJSXDDSA-N	1402.987877			MMDBc0036317
BASm0023119	CL(10:0/16:1(9Z)/20:1(13Z)/24:0)	CL(10:0/16:1(9Z)/20:1(13Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:1(13Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-38-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h25-26,28-29,73-75,80H,5-24,27,30-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,29-26-/t73-,74+,75+/m0/s1	VIHIPYGZBZSZOP-UWOWSZBSSA-N	1433.034827			MMDBc0036318
BASm0023120	CL(10:0/16:1(9Z)/20:1(13Z)/24:1(11Z))	CL(10:0/16:1(9Z)/20:1(13Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:1(13Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-38-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h25-26,28-29,36-37,73-75,80H,5-24,27,30-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,29-26-,37-36-/t73-,74+,75+/m0/s1	CWQLIERURIVYPM-SLWSOGFVSA-N	1431.019177			MMDBc0036319
BASm0023121	CL(10:0/16:1(9Z)/20:1(13Z)/24:1(9Z))	CL(10:0/16:1(9Z)/20:1(13Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:1(13Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-39-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-43-40-38-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h25-26,28-29,39,41,73-75,80H,5-24,27,30-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,29-26-,41-39-/t73-,74+,75+/m0/s1	MZBDXEKJDKUQKL-GDSJOEMJSA-N	1431.019177			MMDBc0036320
BASm0023122	CL(10:0/16:1(9Z)/20:1(13Z)/26:0)	CL(10:0/16:1(9Z)/20:1(13Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:1(13Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h25-26,28-29,75-77,82H,5-24,27,30-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,29-26-/t75-,76+,77+/m0/s1	SZTNLPMYWSMZCO-XTASKMJDSA-N	1461.066127			MMDBc0036321
BASm0023123	CL(10:0/16:1(9Z)/20:1(13Z)/26:1(11Z))	CL(10:0/16:1(9Z)/20:1(13Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:1(13Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h25-26,28-29,37-38,75-77,82H,5-24,27,30-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,29-26-,38-37-/t75-,76+,77+/m0/s1	UYALBXKHSOJLTM-NKNROHNMSA-N	1459.050477			MMDBc0036322
BASm0023124	CL(10:0/16:1(9Z)/20:1(13Z)/26:1(9Z))	CL(10:0/16:1(9Z)/20:1(13Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/20:1(13Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-35-36-37-38-39-40-42-44-47-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-46-43-41-33-31-28-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-52-49-45-29-26-23-19-15-11-7-3/h25-26,28-29,40,42,76-78,83H,5-24,27,30-39,41,43-75H2,1-4H3,(H,88,89)(H,90,91)/b28-25-,29-26-,42-40-/t76-,77+,78+/m0/s1	SKKYQUFNJKRNAI-FROGBAPVSA-N	1473.066127			MMDBc0036323
BASm0023125	CL(10:0/16:1(9Z)/22:0/22:0)	CL(10:0/16:1(9Z)/22:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/22:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of docosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-43-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h26,29,73-75,80H,5-25,27-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-/t73-,74+,75+/m0/s1	JMKQZQOEWDYDNT-KSZIGCDUSA-N	1435.050477			MMDBc0036324
BASm0023126	CL(10:0/16:1(9Z)/22:0/22:1(11Z))	CL(10:0/16:1(9Z)/22:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/22:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-43-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h26,29,35,37,73-75,80H,5-25,27-28,30-34,36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,37-35-/t73-,74+,75+/m0/s1	QKLIPYPEZHTACP-HPUQTCHZSA-N	1433.034827			MMDBc0036325
BASm0023127	CL(10:0/16:1(9Z)/22:0/22:1(9Z))	CL(10:0/16:1(9Z)/22:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/22:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-43-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h26,29,39,41,73-75,80H,5-25,27-28,30-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,41-39-/t73-,74+,75+/m0/s1	NGNUFJWJIUINTJ-LWAQCASRSA-N	1433.034827			MMDBc0036326
BASm0023128	CL(10:0/16:1(9Z)/22:0/24:0)	CL(10:0/16:1(9Z)/22:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/22:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-38-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h26,29,75-77,82H,5-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-/t75-,76+,77+/m0/s1	JGZKFWKQDZYOOO-ALNIXOIZSA-N	1463.081778			MMDBc0036327
BASm0023129	CL(10:0/16:1(9Z)/22:0/24:1(11Z))	CL(10:0/16:1(9Z)/22:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/22:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-38-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h26,29,37,39,75-77,82H,5-25,27-28,30-36,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,39-37-/t75-,76+,77+/m0/s1	DUHNCOOIWCHPLG-JEEYYTMOSA-N	1461.066127			MMDBc0036328
BASm0023130	CL(10:0/16:1(9Z)/22:0/24:1(9Z))	CL(10:0/16:1(9Z)/22:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/22:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-38-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h26,29,41,43,75-77,82H,5-25,27-28,30-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,43-41-/t75-,76+,77+/m0/s1	XXGFIOVONXDXKR-VFEDHUOPSA-N	1461.066127			MMDBc0036329
BASm0023131	CL(10:0/16:1(9Z)/22:1(11Z)/22:1(11Z))	CL(10:0/16:1(9Z)/22:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/22:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (11Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-43-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h26,29,34-37,73-75,80H,5-25,27-28,30-33,38-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,36-34-,37-35-/t73-,74+,75+/m0/s1	PACRYVGMCBLRRK-GLQHGQHVSA-N	1431.019177			MMDBc0036330
BASm0023132	CL(10:0/16:1(9Z)/22:1(11Z)/22:1(9Z))	CL(10:0/16:1(9Z)/22:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/22:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-43-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h26,29,34,36,39,41,73-75,80H,5-25,27-28,30-33,35,37-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,36-34-,41-39-/t73-,74+,75+/m0/s1	UZDUOURJFNXQPJ-HSZYWJMBSA-N	1431.019177			MMDBc0036331
BASm0023133	CL(10:0/16:1(9Z)/22:1(11Z)/24:0)	CL(10:0/16:1(9Z)/22:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/22:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-38-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h26,29,35,38,75-77,82H,5-25,27-28,30-34,36-37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,38-35-/t75-,76+,77+/m0/s1	YQJLSCBGRBNBEF-QMPRPKRCSA-N	1461.066127			MMDBc0036332
BASm0023134	CL(10:0/16:1(9Z)/22:1(11Z)/24:1(11Z))	CL(10:0/16:1(9Z)/22:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/22:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-38-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h26,29,35,37-39,75-77,82H,5-25,27-28,30-34,36,40-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,38-35-,39-37-/t75-,76+,77+/m0/s1	ZDFGLLUMCHFWSV-GOUKPSJWSA-N	1459.050477			MMDBc0036333
BASm0023135	CL(10:0/16:1(9Z)/22:1(11Z)/24:1(9Z))	CL(10:0/16:1(9Z)/22:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/22:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-38-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h26,29,35,38,41,43,75-77,82H,5-25,27-28,30-34,36-37,39-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,38-35-,43-41-/t75-,76+,77+/m0/s1	OLXXOALCWZAEMT-MIVZZUSISA-N	1459.050477			MMDBc0036334
BASm0023136	CL(10:0/16:1(9Z)/22:1(9Z)/22:1(11Z))	CL(10:0/16:1(9Z)/22:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/22:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-43-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h26,29,35,37-38,40,73-75,80H,5-25,27-28,30-34,36,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,37-35-,40-38-/t73-,74+,75+/m0/s1	NGHGIBPPERNTDG-KVNZMFMGSA-N	1431.019177			MMDBc0036335
BASm0023137	CL(10:0/16:1(9Z)/22:1(9Z)/22:1(9Z))	CL(10:0/16:1(9Z)/22:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/22:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (9Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-43-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-39-37-35-33-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-42-29-26-23-19-15-11-7-3/h26,29,38-41,73-75,80H,5-25,27-28,30-37,42-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,40-38-,41-39-/t73-,74+,75+/m0/s1	FEZOVQXEXWLHTR-PVNGVNFSSA-N	1431.019177			MMDBc0036336
BASm0023138	CL(10:0/16:1(9Z)/22:1(9Z)/24:0)	CL(10:0/16:1(9Z)/22:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/22:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-38-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h26,29,40,42,75-77,82H,5-25,27-28,30-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,42-40-/t75-,76+,77+/m0/s1	YDVOGTDUZPGYMY-GCDLLHAISA-N	1461.066127			MMDBc0036337
BASm0023139	CL(10:0/16:1(9Z)/22:1(9Z)/24:1(11Z))	CL(10:0/16:1(9Z)/22:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/22:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-38-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h26,29,37,39-40,42,75-77,82H,5-25,27-28,30-36,38,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,39-37-,42-40-/t75-,76+,77+/m0/s1	IBSKZICZUSLQLT-DXAOMIAMSA-N	1459.050477			MMDBc0036338
BASm0023140	CL(10:0/16:1(9Z)/22:1(9Z)/24:1(9Z))	CL(10:0/16:1(9Z)/22:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/22:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-37-39-41-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-45-42-40-38-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h26,29,40-43,75-77,82H,5-25,27-28,30-39,44-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,42-40-,43-41-/t75-,76+,77+/m0/s1	WHPGDEFJBCMSIB-PUJXAFIKSA-N	1459.050477			MMDBc0036339
BASm0023141	CL(10:0/16:1(9Z)/23:1(11Z)/23:1(11Z))	CL(10:0/16:1(9Z)/23:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/23:1(11Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of 11Z-tricosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-45-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h26,29,36-39,75-77,82H,5-25,27-28,30-35,40-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,38-36-,39-37-/t75-,76+,77+/m0/s1	SJSXJCIJEYDQKF-WJFVFURDSA-N	1459.050477			MMDBc0036340
BASm0023142	CL(10:0/16:1(9Z)/23:1(11Z)/23:1(9Z))	CL(10:0/16:1(9Z)/23:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/23:1(11Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-45-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h26,29,36,38,41,43,75-77,82H,5-25,27-28,30-35,37,39-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,38-36-,43-41-/t75-,76+,77+/m0/s1	MTPUWUCTFHEORX-CRXSHMFASA-N	1459.050477			MMDBc0036341
BASm0023143	CL(10:0/16:1(9Z)/23:1(9Z)/23:1(11Z))	CL(10:0/16:1(9Z)/23:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/23:1(9Z)/23:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-45-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h26,29,37,39-40,42,75-77,82H,5-25,27-28,30-36,38,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,39-37-,42-40-/t75-,76+,77+/m0/s1	KAFBJPJNPZUUSJ-DXAOMIAMSA-N	1459.050477			MMDBc0036342
BASm0023144	CL(10:0/16:1(9Z)/23:1(9Z)/23:1(9Z))	CL(10:0/16:1(9Z)/23:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/16:1(9Z)/23:1(9Z)/23:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of 9Z-tricosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-32-34-36-38-40-42-45-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-41-39-37-35-33-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-44-29-26-23-19-15-11-7-3/h26,29,40-43,75-77,82H,5-25,27-28,30-39,44-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,42-40-,43-41-/t75-,76+,77+/m0/s1	QBQWJYVYPBNTHL-PUJXAFIKSA-N	1459.050477			MMDBc0036343
BASm0023145	CL(10:0/18:0/18:0/18:0)	CL(10:0/18:0/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:0/18:0) contains one chain of decanoic acid at the C1 position, three chains of octadecanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-35-32-29-26-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-34-31-28-25-22-18-14-10-6-2/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	QUVNMSPFKIJVKG-MXMGCQHCSA-N	1352.972227			MMDBc0036344
BASm0023146	CL(10:0/18:0/18:0/18:1(11Z))	CL(10:0/18:0/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:0/18:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-35-32-29-26-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-34-31-28-25-22-18-14-10-6-2/h26,29,67-69,74H,5-25,27-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b29-26-/t67-,68+,69+/m0/s1	ZCXVQVNSQXSSDC-WFXULHBJSA-N	1350.956577			MMDBc0036345
BASm0023147	CL(10:0/18:0/18:0/18:1(9Z))	CL(10:0/18:0/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:0/18:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-35-32-29-26-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-34-31-28-25-22-18-14-10-6-2/h32,35,67-69,74H,5-31,33-34,36-66H2,1-4H3,(H,79,80)(H,81,82)/b35-32-/t67-,68+,69+/m0/s1	FIHAAVXSOCVXIV-HUNUPKRWSA-N	1350.956577			MMDBc0036346
BASm0023148	CL(10:0/18:0/18:0/20:0)	CL(10:0/18:0/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:0/20:0) contains one chain of decanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-24-27-30-33-34-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-35-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-36-32-29-26-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	WQEQUXQFSKHOJW-NTQFVZKBSA-N	1381.003527			MMDBc0036347
BASm0023149	CL(10:0/18:0/18:0/20:1(11Z))	CL(10:0/18:0/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:0/20:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-33-34-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-35-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-36-32-29-26-23-19-15-11-7-3/h30,33,69-71,76H,5-29,31-32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b33-30-/t69-,70+,71+/m0/s1	JAPLHMMEQLHUNC-VGOSUJKJSA-N	1378.987877			MMDBc0036348
BASm0023150	CL(10:0/18:0/18:0/20:1(13Z))	CL(10:0/18:0/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:0/20:1(13Z)) contains one chain of decanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-33-34-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-35-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-36-32-29-26-23-19-15-11-7-3/h24,27,69-71,76H,5-23,25-26,28-68H2,1-4H3,(H,81,82)(H,83,84)/b27-24-/t69-,70+,71+/m0/s1	CDYUCDLAENNCLL-KBMCYWDYSA-N	1378.987877			MMDBc0036349
BASm0023151	CL(10:0/18:0/18:0/22:0)	CL(10:0/18:0/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:0/22:0) contains one chain of decanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-37-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-38-32-29-26-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	OXHYVRBMOBETMC-DFXUENRWSA-N	1409.034827			MMDBc0036350
BASm0023152	CL(10:0/18:0/18:0/22:1(11Z))	CL(10:0/18:0/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-37-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-38-32-29-26-23-19-15-11-7-3/h34-35,71-73,78H,5-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b35-34-/t71-,72+,73+/m0/s1	IMMJTTRUTIQMGW-ZDEPAFKQSA-N	1407.019177			MMDBc0036351
BASm0023153	CL(10:0/18:0/18:0/22:1(9Z))	CL(10:0/18:0/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-37-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-38-32-29-26-23-19-15-11-7-3/h36,39,71-73,78H,5-35,37-38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b39-36-/t71-,72+,73+/m0/s1	VSPNAZCWVOIVJX-BTAKQPBUSA-N	1407.019177			MMDBc0036352
BASm0023154	CL(10:0/18:0/18:0/24:0)	CL(10:0/18:0/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:0/24:0) contains one chain of decanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-39-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-32-29-26-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	YJBXZAOLQHJZFO-ARQKOWHBSA-N	1437.066127			MMDBc0036353
BASm0023155	CL(10:0/18:0/18:0/24:1(11Z))	CL(10:0/18:0/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-39-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-32-29-26-23-19-15-11-7-3/h36-37,73-75,80H,5-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b37-36-/t73-,74+,75+/m0/s1	NPTROIKHVFHEOH-MVLZJVGISA-N	1435.050477			MMDBc0036354
BASm0023156	CL(10:0/18:0/18:0/24:1(9Z))	CL(10:0/18:0/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-39-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-32-29-26-23-19-15-11-7-3/h38,41,73-75,80H,5-37,39-40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b41-38-/t73-,74+,75+/m0/s1	PUIZXFPBKBDCFU-VYYYZKRESA-N	1435.050477			MMDBc0036355
BASm0023157	CL(10:0/18:0/18:0/26:0)	CL(10:0/18:0/18:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:0/26:0) contains one chain of decanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-39-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-32-29-26-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	BBPLVWUSHHMORF-HRXLSSNSSA-N	1465.097428			MMDBc0036356
BASm0023158	CL(10:0/18:0/18:0/26:1(11Z))	CL(10:0/18:0/18:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:0/26:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-39-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-32-29-26-23-19-15-11-7-3/h37-38,75-77,82H,5-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-/t75-,76+,77+/m0/s1	KQUBDQYRDDMICV-PPDVTESNSA-N	1463.081778			MMDBc0036357
BASm0023159	CL(10:0/18:0/18:0/26:1(9Z))	CL(10:0/18:0/18:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:0/26:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H158O17P2	InChI=1S/C82H158O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-39-40-41-44-47-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-45-42-31-28-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-52-49-46-43-32-29-26-23-19-15-11-7-3/h40-41,76-78,83H,5-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b41-40-/t76-,77+,78+/m0/s1	ACEGBQTXSIWOQH-FSSYIJNBSA-N	1477.097428			MMDBc0036358
BASm0023160	CL(10:0/18:0/18:1(11Z)/18:1(11Z))	CL(10:0/18:0/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(11Z)/18:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-35-32-29-26-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-34-31-28-25-22-18-14-10-6-2/h24,26-27,29,67-69,74H,5-23,25,28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b27-24-,29-26-/t67-,68+,69+/m0/s1	AXZRSNPNTUYADO-AGKBTKTGSA-N	1348.940927			MMDBc0036359
BASm0023161	CL(10:0/18:0/18:1(11Z)/18:1(9Z))	CL(10:0/18:0/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(11Z)/18:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-35-32-29-26-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-34-31-28-25-22-18-14-10-6-2/h24,27,32,35,67-69,74H,5-23,25-26,28-31,33-34,36-66H2,1-4H3,(H,79,80)(H,81,82)/b27-24-,35-32-/t67-,68+,69+/m0/s1	PBPRSVZDKXKHTF-XCGGTNRDSA-N	1348.940927			MMDBc0036360
BASm0023162	CL(10:0/18:0/18:1(11Z)/20:0)	CL(10:0/18:0/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(11Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-33-34-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-35-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-36-32-29-26-23-19-15-11-7-3/h25,28,69-71,76H,5-24,26-27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-/t69-,70+,71+/m0/s1	KGJVGIUCBLGYPN-MXOUKALXSA-N	1378.987877			MMDBc0036361
BASm0023163	CL(10:0/18:0/18:1(11Z)/20:1(11Z))	CL(10:0/18:0/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-33-34-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-35-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-36-32-29-26-23-19-15-11-7-3/h25,28,30,33,69-71,76H,5-24,26-27,29,31-32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,33-30-/t69-,70+,71+/m0/s1	IZDMQYMIKPWAJW-QUSILRHGSA-N	1376.972227			MMDBc0036362
BASm0023164	CL(10:0/18:0/18:1(11Z)/20:1(13Z))	CL(10:0/18:0/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-33-34-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-35-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-36-32-29-26-23-19-15-11-7-3/h24-25,27-28,69-71,76H,5-23,26,29-68H2,1-4H3,(H,81,82)(H,83,84)/b27-24-,28-25-/t69-,70+,71+/m0/s1	VRHSTUBNVDSEOK-CFQBPWOMSA-N	1376.972227			MMDBc0036363
BASm0023165	CL(10:0/18:0/18:1(11Z)/22:0)	CL(10:0/18:0/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-37-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-38-32-29-26-23-19-15-11-7-3/h25,28,71-73,78H,5-24,26-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-/t71-,72+,73+/m0/s1	GQHZILYTCIJVNW-DYGPPYNQSA-N	1407.019177			MMDBc0036364
BASm0023166	CL(10:0/18:0/18:1(11Z)/22:1(11Z))	CL(10:0/18:0/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-37-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-38-32-29-26-23-19-15-11-7-3/h25,28,34-35,71-73,78H,5-24,26-27,29-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,35-34-/t71-,72+,73+/m0/s1	OODPSEKCVLPQTB-PQTGLLCVSA-N	1405.003527			MMDBc0036365
BASm0023167	CL(10:0/18:0/18:1(11Z)/22:1(9Z))	CL(10:0/18:0/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-37-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-38-32-29-26-23-19-15-11-7-3/h25,28,36,39,71-73,78H,5-24,26-27,29-35,37-38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,39-36-/t71-,72+,73+/m0/s1	CKARPBOBANLNJP-WIXHLEBVSA-N	1405.003527			MMDBc0036366
BASm0023168	CL(10:0/18:0/18:1(11Z)/24:0)	CL(10:0/18:0/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-39-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-32-29-26-23-19-15-11-7-3/h25,28,73-75,80H,5-24,26-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-/t73-,74+,75+/m0/s1	QIYFUNYQBLXEEH-BJDMSAIBSA-N	1435.050477			MMDBc0036367
BASm0023169	CL(10:0/18:0/18:1(11Z)/24:1(11Z))	CL(10:0/18:0/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-39-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-32-29-26-23-19-15-11-7-3/h25,28,36-37,73-75,80H,5-24,26-27,29-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,37-36-/t73-,74+,75+/m0/s1	UPTPLRJACHEUPP-OOFHGUBJSA-N	1433.034827			MMDBc0036368
BASm0023170	CL(10:0/18:0/18:1(11Z)/24:1(9Z))	CL(10:0/18:0/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-39-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-32-29-26-23-19-15-11-7-3/h25,28,38,41,73-75,80H,5-24,26-27,29-37,39-40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,41-38-/t73-,74+,75+/m0/s1	IMWRDUZBLUDYGH-BSOJKSIYSA-N	1433.034827			MMDBc0036369
BASm0023171	CL(10:0/18:0/18:1(11Z)/26:0)	CL(10:0/18:0/18:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-39-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-32-29-26-23-19-15-11-7-3/h25,28,75-77,82H,5-24,26-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-/t75-,76+,77+/m0/s1	GWDYVLXQRFMHAC-TTXKZCLESA-N	1463.081778			MMDBc0036370
BASm0023172	CL(10:0/18:0/18:1(11Z)/26:1(11Z))	CL(10:0/18:0/18:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-39-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-32-29-26-23-19-15-11-7-3/h25,28,37-38,75-77,82H,5-24,26-27,29-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,38-37-/t75-,76+,77+/m0/s1	PDCXNFWLLIFVPC-UXOZKGSGSA-N	1461.066127			MMDBc0036371
BASm0023173	CL(10:0/18:0/18:1(11Z)/26:1(9Z))	CL(10:0/18:0/18:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-39-40-41-44-47-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-45-42-31-28-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-52-49-46-43-32-29-26-23-19-15-11-7-3/h25,28,40-41,76-78,83H,5-24,26-27,29-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b28-25-,41-40-/t76-,77+,78+/m0/s1	JFCHWWOZLJXBSC-UVAOMWMQSA-N	1475.081778			MMDBc0036372
BASm0023174	CL(10:0/18:0/18:1(9Z)/18:1(11Z))	CL(10:0/18:0/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(9Z)/18:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-35-32-29-26-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-34-31-28-25-22-18-14-10-6-2/h26,29-30,33,67-69,74H,5-25,27-28,31-32,34-66H2,1-4H3,(H,79,80)(H,81,82)/b29-26-,33-30-/t67-,68+,69+/m0/s1	SNNCWXHDAKJBNL-OHUPHJJZSA-N	1348.940927			MMDBc0036373
BASm0023175	CL(10:0/18:0/18:1(9Z)/18:1(9Z))	CL(10:0/18:0/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(9Z)/18:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-35-32-29-26-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-34-31-28-25-22-18-14-10-6-2/h30,32-33,35,67-69,74H,5-29,31,34,36-66H2,1-4H3,(H,79,80)(H,81,82)/b33-30-,35-32-/t67-,68+,69+/m0/s1	ZSEHZROAQUAQSG-FFIRZEQESA-N	1348.940927			MMDBc0036374
BASm0023176	CL(10:0/18:0/18:1(9Z)/20:0)	CL(10:0/18:0/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(9Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-24-27-30-33-34-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-35-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-36-32-29-26-23-19-15-11-7-3/h31,35,69-71,76H,5-30,32-34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b35-31-/t69-,70+,71+/m0/s1	GLAJEPHCCKPRLV-YJHAGRNASA-N	1378.987877			MMDBc0036375
BASm0023177	CL(10:0/18:0/18:1(9Z)/20:1(11Z))	CL(10:0/18:0/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(9Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-33-34-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-35-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-36-32-29-26-23-19-15-11-7-3/h30-31,33,35,69-71,76H,5-29,32,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b33-30-,35-31-/t69-,70+,71+/m0/s1	FNTCMUNGNFXTEL-KDMPEVIWSA-N	1376.972227			MMDBc0036376
BASm0023178	CL(10:0/18:0/18:1(9Z)/20:1(13Z))	CL(10:0/18:0/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(9Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-33-34-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-35-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-36-32-29-26-23-19-15-11-7-3/h24,27,31,35,69-71,76H,5-23,25-26,28-30,32-34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b27-24-,35-31-/t69-,70+,71+/m0/s1	VMFZYVJNYDJMCZ-AUFCEZOFSA-N	1376.972227			MMDBc0036377
BASm0023179	CL(10:0/18:0/18:1(9Z)/22:0)	CL(10:0/18:0/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(9Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-37-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-38-32-29-26-23-19-15-11-7-3/h31,37,71-73,78H,5-30,32-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b37-31-/t71-,72+,73+/m0/s1	ZPKXSPABDKHGCM-CQUUGQMXSA-N	1407.019177			MMDBc0036378
BASm0023180	CL(10:0/18:0/18:1(9Z)/22:1(11Z))	CL(10:0/18:0/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-37-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-38-32-29-26-23-19-15-11-7-3/h31,34-35,37,71-73,78H,5-30,32-33,36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b35-34-,37-31-/t71-,72+,73+/m0/s1	JXEZPPATFYOGLK-PMRVOCRFSA-N	1405.003527			MMDBc0036379
BASm0023181	CL(10:0/18:0/18:1(9Z)/22:1(9Z))	CL(10:0/18:0/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-37-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-38-32-29-26-23-19-15-11-7-3/h31,36-37,39,71-73,78H,5-30,32-35,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b37-31-,39-36-/t71-,72+,73+/m0/s1	JYCGHMFYRWNIOI-NAOOHGKJSA-N	1405.003527			MMDBc0036380
BASm0023182	CL(10:0/18:0/18:1(9Z)/24:0)	CL(10:0/18:0/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-39-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-32-29-26-23-19-15-11-7-3/h31,39,73-75,80H,5-30,32-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b39-31-/t73-,74+,75+/m0/s1	MEEGTGMAVCOPDH-AJFLCGJCSA-N	1435.050477			MMDBc0036381
BASm0023183	CL(10:0/18:0/18:1(9Z)/24:1(11Z))	CL(10:0/18:0/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-39-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-32-29-26-23-19-15-11-7-3/h31,36-37,39,73-75,80H,5-30,32-35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b37-36-,39-31-/t73-,74+,75+/m0/s1	BUHZRJSZNYPFRG-KJEQRXEESA-N	1433.034827			MMDBc0036382
BASm0023184	CL(10:0/18:0/18:1(9Z)/24:1(9Z))	CL(10:0/18:0/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-39-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-32-29-26-23-19-15-11-7-3/h31,38-39,41,73-75,80H,5-30,32-37,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b39-31-,41-38-/t73-,74+,75+/m0/s1	KGPGETFLWUHNNR-CIDBWUFCSA-N	1433.034827			MMDBc0036383
BASm0023185	CL(10:0/18:0/18:1(9Z)/26:0)	CL(10:0/18:0/18:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-39-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-32-29-26-23-19-15-11-7-3/h31,41,75-77,82H,5-30,32-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b41-31-/t75-,76+,77+/m0/s1	STFJGOGZCJBSQE-GDTXDOEDSA-N	1463.081778			MMDBc0036384
BASm0023186	CL(10:0/18:0/18:1(9Z)/26:1(11Z))	CL(10:0/18:0/18:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-39-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-32-29-26-23-19-15-11-7-3/h31,37-38,41,75-77,82H,5-30,32-36,39-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-,41-31-/t75-,76+,77+/m0/s1	MWZYXMHQFFYPQY-TVHSTWIRSA-N	1461.066127			MMDBc0036385
BASm0023187	CL(10:0/18:0/18:1(9Z)/26:1(9Z))	CL(10:0/18:0/18:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/18:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-39-40-41-44-47-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-45-42-31-28-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-52-49-46-43-32-29-26-23-19-15-11-7-3/h31,40-42,76-78,83H,5-30,32-39,43-75H2,1-4H3,(H,88,89)(H,90,91)/b41-40-,42-31-/t76-,77+,78+/m0/s1	WGTGSMOUKHMCHS-XJRRIVRASA-N	1475.081778			MMDBc0036386
BASm0023188	CL(10:0/18:0/20:0/20:0)	CL(10:0/18:0/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/20:0/20:0) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-24-27-30-33-35-38-40-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-39-36-34-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-37-32-29-26-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	HEUKGXNALHNNAX-DFXUENRWSA-N	1409.034827			MMDBc0036387
BASm0023189	CL(10:0/18:0/20:0/20:1(11Z))	CL(10:0/18:0/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/20:0/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-33-35-38-40-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-39-36-34-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-37-32-29-26-23-19-15-11-7-3/h31,34,71-73,78H,5-30,32-33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b34-31-/t71-,72+,73+/m0/s1	DHSZRPURTTZCAO-CPWZHNAISA-N	1407.019177			MMDBc0036388
BASm0023190	CL(10:0/18:0/20:0/20:1(13Z))	CL(10:0/18:0/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/20:0/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-33-35-38-40-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-39-36-34-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-37-32-29-26-23-19-15-11-7-3/h25,28,71-73,78H,5-24,26-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-/t71-,72+,73+/m0/s1	SBFSUBNIHNENGV-DYGPPYNQSA-N	1407.019177			MMDBc0036389
BASm0023191	CL(10:0/18:0/20:0/22:0)	CL(10:0/18:0/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/20:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-37-34-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-39-32-29-26-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	LARLQYWVCFLHQT-ARQKOWHBSA-N	1437.066127			MMDBc0036390
BASm0023192	CL(10:0/18:0/20:0/22:1(11Z))	CL(10:0/18:0/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/20:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-37-34-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-39-32-29-26-23-19-15-11-7-3/h35-36,73-75,80H,5-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b36-35-/t73-,74+,75+/m0/s1	JXZZIWRGHGEGDQ-KQJVKHBFSA-N	1435.050477			MMDBc0036391
BASm0023193	CL(10:0/18:0/20:0/22:1(9Z))	CL(10:0/18:0/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/20:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-37-34-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-39-32-29-26-23-19-15-11-7-3/h38,41,73-75,80H,5-37,39-40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b41-38-/t73-,74+,75+/m0/s1	TXHJXJAZBXZGCD-VYYYZKRESA-N	1435.050477			MMDBc0036392
BASm0023194	CL(10:0/18:0/20:0/24:0)	CL(10:0/18:0/20:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/20:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-37-38-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-39-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	FGPMDKJMLWYNRH-HRXLSSNSSA-N	1465.097428			MMDBc0036393
BASm0023195	CL(10:0/18:0/20:0/24:1(11Z))	CL(10:0/18:0/20:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/20:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-37-38-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-39-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h37-38,75-77,82H,5-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-/t75-,76+,77+/m0/s1	JRUQEZLTNWZSRL-PPDVTESNSA-N	1463.081778			MMDBc0036394
BASm0023196	CL(10:0/18:0/20:0/24:1(9Z))	CL(10:0/18:0/20:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/20:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-37-38-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-39-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h40,43,75-77,82H,5-39,41-42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b43-40-/t75-,76+,77+/m0/s1	YMTDKRNNCFQYQP-NNMWIVQISA-N	1463.081778			MMDBc0036395
BASm0023197	CL(10:0/18:0/20:1(11Z)/20:1(11Z))	CL(10:0/18:0/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/20:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-33-35-38-40-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-39-36-34-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-37-32-29-26-23-19-15-11-7-3/h30-31,33-34,71-73,78H,5-29,32,35-70H2,1-4H3,(H,83,84)(H,85,86)/b33-30-,34-31-/t71-,72+,73+/m0/s1	BNBOWTGGKBCMOS-YEDKVURMSA-N	1405.003527			MMDBc0036396
BASm0023198	CL(10:0/18:0/20:1(11Z)/20:1(13Z))	CL(10:0/18:0/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/20:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-33-35-38-40-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-39-36-34-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-37-32-29-26-23-19-15-11-7-3/h25,28,30,33,71-73,78H,5-24,26-27,29,31-32,34-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,33-30-/t71-,72+,73+/m0/s1	APQMVYCWEHYKFF-DOSWFFJLSA-N	1405.003527			MMDBc0036397
BASm0023199	CL(10:0/18:0/20:1(11Z)/22:0)	CL(10:0/18:0/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/20:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-37-34-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-39-32-29-26-23-19-15-11-7-3/h31,34,73-75,80H,5-30,32-33,35-72H2,1-4H3,(H,85,86)(H,87,88)/b34-31-/t73-,74+,75+/m0/s1	WRCPOPKWXCJRBI-AAEMDNMRSA-N	1435.050477			MMDBc0036398
BASm0023200	CL(10:0/18:0/20:1(11Z)/22:1(11Z))	CL(10:0/18:0/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/20:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-37-34-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-39-32-29-26-23-19-15-11-7-3/h31,34-36,73-75,80H,5-30,32-33,37-72H2,1-4H3,(H,85,86)(H,87,88)/b34-31-,36-35-/t73-,74+,75+/m0/s1	GRTSTYHYCUGGRW-ANKUEMGJSA-N	1433.034827			MMDBc0036399
BASm0023201	CL(10:0/18:0/20:1(11Z)/22:1(9Z))	CL(10:0/18:0/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/20:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-37-34-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-39-32-29-26-23-19-15-11-7-3/h31,34,38,41,73-75,80H,5-30,32-33,35-37,39-40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b34-31-,41-38-/t73-,74+,75+/m0/s1	HTXPDRSVVABBQF-VKDWQUOXSA-N	1433.034827			MMDBc0036400
BASm0023202	CL(10:0/18:0/20:1(11Z)/24:0)	CL(10:0/18:0/20:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/20:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-37-38-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-39-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h31,34,75-77,82H,5-30,32-33,35-74H2,1-4H3,(H,87,88)(H,89,90)/b34-31-/t75-,76+,77+/m0/s1	JQMOGFLVTXBNSV-QNPYXTNQSA-N	1463.081778			MMDBc0036401
BASm0023203	CL(10:0/18:0/20:1(11Z)/24:1(11Z))	CL(10:0/18:0/20:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/20:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-37-38-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-39-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h31,34,37-38,75-77,82H,5-30,32-33,35-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b34-31-,38-37-/t75-,76+,77+/m0/s1	UEDORAXOSCTCEG-ONTBEFRXSA-N	1461.066127			MMDBc0036402
BASm0023204	CL(10:0/18:0/20:1(11Z)/24:1(9Z))	CL(10:0/18:0/20:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/20:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-37-38-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-39-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h31,34,40,43,75-77,82H,5-30,32-33,35-39,41-42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b34-31-,43-40-/t75-,76+,77+/m0/s1	KGGHGEWXGIWUNG-YZWSJHGFSA-N	1461.066127			MMDBc0036403
BASm0023205	CL(10:0/18:0/20:1(13Z)/20:1(11Z))	CL(10:0/18:0/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/20:1(13Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-33-35-38-40-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-39-36-34-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-37-32-29-26-23-19-15-11-7-3/h24,27,31,34,71-73,78H,5-23,25-26,28-30,32-33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b27-24-,34-31-/t71-,72+,73+/m0/s1	AVAXPCBVYKAKAY-NELNSINZSA-N	1405.003527			MMDBc0036404
BASm0023206	CL(10:0/18:0/20:1(13Z)/20:1(13Z))	CL(10:0/18:0/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/20:1(13Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-33-35-38-40-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-39-36-34-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-37-32-29-26-23-19-15-11-7-3/h24-25,27-28,71-73,78H,5-23,26,29-70H2,1-4H3,(H,83,84)(H,85,86)/b27-24-,28-25-/t71-,72+,73+/m0/s1	JMROAKGSPXFQAH-GOUJDWSKSA-N	1405.003527			MMDBc0036405
BASm0023207	CL(10:0/18:0/20:1(13Z)/22:0)	CL(10:0/18:0/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/20:1(13Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-37-34-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-39-32-29-26-23-19-15-11-7-3/h25,28,73-75,80H,5-24,26-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-/t73-,74+,75+/m0/s1	WWWJWLZLITZESW-BJDMSAIBSA-N	1435.050477			MMDBc0036406
BASm0023208	CL(10:0/18:0/20:1(13Z)/22:1(11Z))	CL(10:0/18:0/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/20:1(13Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-37-34-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-39-32-29-26-23-19-15-11-7-3/h25,28,35-36,73-75,80H,5-24,26-27,29-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,36-35-/t73-,74+,75+/m0/s1	GREJCBXYRLRUFG-VYFXQZCYSA-N	1433.034827			MMDBc0036407
BASm0023209	CL(10:0/18:0/20:1(13Z)/22:1(9Z))	CL(10:0/18:0/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/20:1(13Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-37-34-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-39-32-29-26-23-19-15-11-7-3/h25,28,38,41,73-75,80H,5-24,26-27,29-37,39-40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,41-38-/t73-,74+,75+/m0/s1	LJAMLLDLWKTONP-BSOJKSIYSA-N	1433.034827			MMDBc0036408
BASm0023210	CL(10:0/18:0/20:1(13Z)/24:0)	CL(10:0/18:0/20:1(13Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/20:1(13Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-37-38-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-39-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h25,28,75-77,82H,5-24,26-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-/t75-,76+,77+/m0/s1	LIMZLQGONAQUNA-TTXKZCLESA-N	1463.081778			MMDBc0036409
BASm0023211	CL(10:0/18:0/20:1(13Z)/24:1(11Z))	CL(10:0/18:0/20:1(13Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/20:1(13Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-37-38-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-39-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h25,28,37-38,75-77,82H,5-24,26-27,29-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,38-37-/t75-,76+,77+/m0/s1	SUSQPQVZZSVOAH-UXOZKGSGSA-N	1461.066127			MMDBc0036410
BASm0023212	CL(10:0/18:0/20:1(13Z)/24:1(9Z))	CL(10:0/18:0/20:1(13Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/20:1(13Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-37-38-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-39-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h25,28,40,43,75-77,82H,5-24,26-27,29-39,41-42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,43-40-/t75-,76+,77+/m0/s1	NSQZNZQMWJJNLM-PQQPVIPUSA-N	1461.066127			MMDBc0036411
BASm0023213	CL(10:0/18:0/22:0/22:0)	CL(10:0/18:0/22:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/22:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of docosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-24-27-30-33-35-37-39-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-40-38-36-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	FKYKYZGMFJPRNZ-HRXLSSNSSA-N	1465.097428			MMDBc0036412
BASm0023214	CL(10:0/18:0/22:0/22:1(11Z))	CL(10:0/18:0/22:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/22:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-33-35-37-39-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-40-38-36-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h36,38,75-77,82H,5-35,37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b38-36-/t75-,76+,77+/m0/s1	OLLQTRKZBFXFSH-DGWVZDBTSA-N	1463.081778			MMDBc0036413
BASm0023215	CL(10:0/18:0/22:0/22:1(9Z))	CL(10:0/18:0/22:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/22:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-33-35-37-39-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-40-38-36-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h40,43,75-77,82H,5-39,41-42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b43-40-/t75-,76+,77+/m0/s1	QVOZKERZKRVPNS-NNMWIVQISA-N	1463.081778			MMDBc0036414
BASm0023216	CL(10:0/18:0/22:1(11Z)/22:1(11Z))	CL(10:0/18:0/22:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/22:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of (11Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-35-37-39-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-40-38-36-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h35-38,75-77,82H,5-34,39-74H2,1-4H3,(H,87,88)(H,89,90)/b37-35-,38-36-/t75-,76+,77+/m0/s1	WEGUDFVOHYPKQZ-NNROGPSZSA-N	1461.066127			MMDBc0036415
BASm0023217	CL(10:0/18:0/22:1(11Z)/22:1(9Z))	CL(10:0/18:0/22:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/22:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-35-37-39-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-40-38-36-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h35,37,40,43,75-77,82H,5-34,36,38-39,41-42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b37-35-,43-40-/t75-,76+,77+/m0/s1	PWZMXQHXXAPWRW-FCNZRWPWSA-N	1461.066127			MMDBc0036416
BASm0023218	CL(10:0/18:0/22:1(9Z)/22:1(11Z))	CL(10:0/18:0/22:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/22:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-35-37-39-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-40-38-36-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h36,38-39,42,75-77,82H,5-35,37,40-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b38-36-,42-39-/t75-,76+,77+/m0/s1	MLUIWGDYJCLTBW-TXPCSZLQSA-N	1461.066127			MMDBc0036417
BASm0023219	CL(10:0/18:0/22:1(9Z)/22:1(9Z))	CL(10:0/18:0/22:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:0/22:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of (9Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-35-37-39-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-40-38-36-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h39-40,42-43,75-77,82H,5-38,41,44-74H2,1-4H3,(H,87,88)(H,89,90)/b42-39-,43-40-/t75-,76+,77+/m0/s1	DFCYYWUJNSTVSA-UVYKOORESA-N	1461.066127			MMDBc0036418
BASm0023220	CL(10:0/18:1(11Z)/18:1(11Z)/18:1(11Z))	CL(10:0/18:1(11Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(11Z)/18:1(11Z)) contains one chain of decanoic acid at the C1 position, three chains of (11Z-octadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-35-32-29-26-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-34-31-28-25-22-18-14-10-6-2/h24-29,67-69,74H,5-23,30-66H2,1-4H3,(H,79,80)(H,81,82)/b27-24-,28-25-,29-26-/t67-,68+,69+/m0/s1	HCNNAIIDWSXPSS-LKCXTAAESA-N	1346.925277			MMDBc0036419
BASm0023221	CL(10:0/18:1(11Z)/18:1(11Z)/18:1(9Z))	CL(10:0/18:1(11Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(11Z)/18:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-35-32-29-26-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-34-31-28-25-22-18-14-10-6-2/h24-25,27-28,32,35,67-69,74H,5-23,26,29-31,33-34,36-66H2,1-4H3,(H,79,80)(H,81,82)/b27-24-,28-25-,35-32-/t67-,68+,69+/m0/s1	ARHYYMUKRGVGBR-ZLXUTJKESA-N	1346.925277			MMDBc0036420
BASm0023222	CL(10:0/18:1(11Z)/18:1(11Z)/20:0)	CL(10:0/18:1(11Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(11Z)/20:0) contains one chain of decanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-33-34-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-35-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-36-32-29-26-23-19-15-11-7-3/h25-26,28-29,69-71,76H,5-24,27,30-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,29-26-/t69-,70+,71+/m0/s1	NVZMJBIKUDVCLP-HOGCWBHQSA-N	1376.972227			MMDBc0036421
BASm0023223	CL(10:0/18:1(11Z)/18:1(11Z)/20:1(11Z))	CL(10:0/18:1(11Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-33-34-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-35-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-36-32-29-26-23-19-15-11-7-3/h25-26,28-30,33,69-71,76H,5-24,27,31-32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,29-26-,33-30-/t69-,70+,71+/m0/s1	YUIRBIWUWDAYIO-BEJQFFDZSA-N	1374.956577			MMDBc0036422
BASm0023224	CL(10:0/18:1(11Z)/18:1(11Z)/20:1(13Z))	CL(10:0/18:1(11Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-33-34-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-35-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-36-32-29-26-23-19-15-11-7-3/h24-29,69-71,76H,5-23,30-68H2,1-4H3,(H,81,82)(H,83,84)/b27-24-,28-25-,29-26-/t69-,70+,71+/m0/s1	UQIBKFFYKFRDBE-IPUMUMPISA-N	1374.956577			MMDBc0036423
BASm0023225	CL(10:0/18:1(11Z)/18:1(11Z)/22:0)	CL(10:0/18:1(11Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-37-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-38-32-29-26-23-19-15-11-7-3/h25-26,28-29,71-73,78H,5-24,27,30-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,29-26-/t71-,72+,73+/m0/s1	GGGUYRKSQKCANV-XJJCZCMWSA-N	1405.003527			MMDBc0036424
BASm0023226	CL(10:0/18:1(11Z)/18:1(11Z)/22:1(11Z))	CL(10:0/18:1(11Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-37-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-38-32-29-26-23-19-15-11-7-3/h25-26,28-29,34-35,71-73,78H,5-24,27,30-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,29-26-,35-34-/t71-,72+,73+/m0/s1	IJNWLVDHODPEFU-QPEALJFXSA-N	1402.987877			MMDBc0036425
BASm0023227	CL(10:0/18:1(11Z)/18:1(11Z)/22:1(9Z))	CL(10:0/18:1(11Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-37-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-38-32-29-26-23-19-15-11-7-3/h25-26,28-29,36,39,71-73,78H,5-24,27,30-35,37-38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,29-26-,39-36-/t71-,72+,73+/m0/s1	NVBXKHYEBGSZAU-IIHOERQHSA-N	1402.987877			MMDBc0036426
BASm0023228	CL(10:0/18:1(11Z)/18:1(11Z)/24:0)	CL(10:0/18:1(11Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-39-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-32-29-26-23-19-15-11-7-3/h25-26,28-29,73-75,80H,5-24,27,30-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,29-26-/t73-,74+,75+/m0/s1	CDMCYMWMGXEBOL-UWOWSZBSSA-N	1433.034827			MMDBc0036427
BASm0023229	CL(10:0/18:1(11Z)/18:1(11Z)/24:1(11Z))	CL(10:0/18:1(11Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-39-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-32-29-26-23-19-15-11-7-3/h25-26,28-29,36-37,73-75,80H,5-24,27,30-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,29-26-,37-36-/t73-,74+,75+/m0/s1	NQEXLTPXLFDICH-SLWSOGFVSA-N	1431.019177			MMDBc0036428
BASm0023230	CL(10:0/18:1(11Z)/18:1(11Z)/24:1(9Z))	CL(10:0/18:1(11Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-39-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-32-29-26-23-19-15-11-7-3/h25-26,28-29,38,41,73-75,80H,5-24,27,30-37,39-40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,29-26-,41-38-/t73-,74+,75+/m0/s1	GTBTUZOBNMWZOM-TVJRYSFKSA-N	1431.019177			MMDBc0036429
BASm0023231	CL(10:0/18:1(11Z)/18:1(11Z)/26:0)	CL(10:0/18:1(11Z)/18:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-39-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-32-29-26-23-19-15-11-7-3/h25-26,28-29,75-77,82H,5-24,27,30-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,29-26-/t75-,76+,77+/m0/s1	FJEBQDDECYRGJP-XTASKMJDSA-N	1461.066127			MMDBc0036430
BASm0023232	CL(10:0/18:1(11Z)/18:1(11Z)/26:1(11Z))	CL(10:0/18:1(11Z)/18:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-39-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-32-29-26-23-19-15-11-7-3/h25-26,28-29,37-38,75-77,82H,5-24,27,30-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,29-26-,38-37-/t75-,76+,77+/m0/s1	VVWKNRNODDBAKL-NKNROHNMSA-N	1459.050477			MMDBc0036431
BASm0023233	CL(10:0/18:1(11Z)/18:1(11Z)/26:1(9Z))	CL(10:0/18:1(11Z)/18:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-39-40-41-44-47-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-45-42-31-28-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-52-49-46-43-32-29-26-23-19-15-11-7-3/h25-26,28-29,40-41,76-78,83H,5-24,27,30-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b28-25-,29-26-,41-40-/t76-,77+,78+/m0/s1	KXGIHCXLVPXGIT-JZKOCVAXSA-N	1473.066127			MMDBc0036432
BASm0023234	CL(10:0/18:1(11Z)/18:1(9Z)/18:1(11Z))	CL(10:0/18:1(11Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(9Z)/18:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C4 positions, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-35-32-29-26-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-34-31-28-25-22-18-14-10-6-2/h25-26,28-30,33,67-69,74H,5-24,27,31-32,34-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-,29-26-,33-30-/t67-,68+,69+/m0/s1	QBGCTAMUIUEREI-WNNOCSPWSA-N	1346.925277			MMDBc0036433
BASm0023235	CL(10:0/18:1(11Z)/18:1(9Z)/18:1(9Z))	CL(10:0/18:1(11Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(9Z)/18:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-35-32-29-26-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-34-31-28-25-22-18-14-10-6-2/h25,28,30,32-33,35,67-69,74H,5-24,26-27,29,31,34,36-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-,33-30-,35-32-/t67-,68+,69+/m0/s1	XARDYLZRCOMZPY-URMKXAFGSA-N	1346.925277			MMDBc0036434
BASm0023236	CL(10:0/18:1(11Z)/18:1(9Z)/20:0)	CL(10:0/18:1(11Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(9Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-33-34-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-35-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-36-32-29-26-23-19-15-11-7-3/h26,29,31,35,69-71,76H,5-25,27-28,30,32-34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-,35-31-/t69-,70+,71+/m0/s1	ZXLYIWDBBCSKQT-RXDVDJGBSA-N	1376.972227			MMDBc0036435
BASm0023237	CL(10:0/18:1(11Z)/18:1(9Z)/20:1(11Z))	CL(10:0/18:1(11Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(9Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-33-34-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-35-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-36-32-29-26-23-19-15-11-7-3/h26,29-31,33,35,69-71,76H,5-25,27-28,32,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-,33-30-,35-31-/t69-,70+,71+/m0/s1	RAHRQFLOIITVCY-QMDGAYQASA-N	1374.956577			MMDBc0036436
BASm0023238	CL(10:0/18:1(11Z)/18:1(9Z)/20:1(13Z))	CL(10:0/18:1(11Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(9Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-33-34-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-35-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-36-32-29-26-23-19-15-11-7-3/h24,26-27,29,31,35,69-71,76H,5-23,25,28,30,32-34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b27-24-,29-26-,35-31-/t69-,70+,71+/m0/s1	LPPMJFPKHBCETM-CSWDXOFRSA-N	1374.956577			MMDBc0036437
BASm0023239	CL(10:0/18:1(11Z)/18:1(9Z)/22:0)	CL(10:0/18:1(11Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(9Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-37-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-38-32-29-26-23-19-15-11-7-3/h26,29,31,37,71-73,78H,5-25,27-28,30,32-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,37-31-/t71-,72+,73+/m0/s1	KXOCPNXXSDMICC-PCKGNITDSA-N	1405.003527			MMDBc0036438
BASm0023240	CL(10:0/18:1(11Z)/18:1(9Z)/22:1(11Z))	CL(10:0/18:1(11Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-37-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-38-32-29-26-23-19-15-11-7-3/h26,29,31,34-35,37,71-73,78H,5-25,27-28,30,32-33,36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,35-34-,37-31-/t71-,72+,73+/m0/s1	AUUSFSGHNOPFMS-KGEZVYFESA-N	1402.987877			MMDBc0036439
BASm0023241	CL(10:0/18:1(11Z)/18:1(9Z)/22:1(9Z))	CL(10:0/18:1(11Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-37-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-38-32-29-26-23-19-15-11-7-3/h26,29,31,36-37,39,71-73,78H,5-25,27-28,30,32-35,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,37-31-,39-36-/t71-,72+,73+/m0/s1	RAAUPLWEVJDLCT-UEBQWRTCSA-N	1402.987877			MMDBc0036440
BASm0023242	CL(10:0/18:1(11Z)/18:1(9Z)/24:0)	CL(10:0/18:1(11Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-39-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-32-29-26-23-19-15-11-7-3/h26,29,31,39,73-75,80H,5-25,27-28,30,32-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,39-31-/t73-,74+,75+/m0/s1	RUZSSRAGMPMHIP-BXBWGRTASA-N	1433.034827			MMDBc0036441
BASm0023243	CL(10:0/18:1(11Z)/18:1(9Z)/24:1(11Z))	CL(10:0/18:1(11Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-39-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-32-29-26-23-19-15-11-7-3/h26,29,31,36-37,39,73-75,80H,5-25,27-28,30,32-35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,37-36-,39-31-/t73-,74+,75+/m0/s1	OBFLCLJWBTZSBO-SWTAUEBQSA-N	1431.019177			MMDBc0036442
BASm0023244	CL(10:0/18:1(11Z)/18:1(9Z)/24:1(9Z))	CL(10:0/18:1(11Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-39-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-32-29-26-23-19-15-11-7-3/h26,29,31,38-39,41,73-75,80H,5-25,27-28,30,32-37,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,39-31-,41-38-/t73-,74+,75+/m0/s1	IPBGXOYNXARJHZ-YLKYFPPQSA-N	1431.019177			MMDBc0036443
BASm0023245	CL(10:0/18:1(11Z)/18:1(9Z)/26:0)	CL(10:0/18:1(11Z)/18:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-39-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-32-29-26-23-19-15-11-7-3/h26,29,31,41,75-77,82H,5-25,27-28,30,32-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,41-31-/t75-,76+,77+/m0/s1	RGLUWALTRFRWGY-WIICBZHZSA-N	1461.066127			MMDBc0036444
BASm0023246	CL(10:0/18:1(11Z)/18:1(9Z)/26:1(11Z))	CL(10:0/18:1(11Z)/18:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-39-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-32-29-26-23-19-15-11-7-3/h26,29,31,37-38,41,75-77,82H,5-25,27-28,30,32-36,39-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,38-37-,41-31-/t75-,76+,77+/m0/s1	LGDAMIUKKMJXDN-PTRILNSYSA-N	1459.050477			MMDBc0036445
BASm0023247	CL(10:0/18:1(11Z)/18:1(9Z)/26:1(9Z))	CL(10:0/18:1(11Z)/18:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/18:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-39-40-41-44-47-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-45-42-31-28-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-52-49-46-43-32-29-26-23-19-15-11-7-3/h26,29,31,40-42,76-78,83H,5-25,27-28,30,32-39,43-75H2,1-4H3,(H,88,89)(H,90,91)/b29-26-,41-40-,42-31-/t76-,77+,78+/m0/s1	DBQIYDMAVWLDEY-GVXYBUCJSA-N	1473.066127			MMDBc0036446
BASm0023248	CL(10:0/18:1(11Z)/20:0/20:0)	CL(10:0/18:1(11Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/20:0/20:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-33-35-38-40-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-39-36-34-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-37-32-29-26-23-19-15-11-7-3/h26,29,71-73,78H,5-25,27-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-/t71-,72+,73+/m0/s1	RJGIKXHVODMMPF-XINBXNEZSA-N	1407.019177			MMDBc0036447
BASm0023249	CL(10:0/18:1(11Z)/20:0/20:1(11Z))	CL(10:0/18:1(11Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/20:0/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-33-35-38-40-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-39-36-34-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-37-32-29-26-23-19-15-11-7-3/h26,29,31,34,71-73,78H,5-25,27-28,30,32-33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,34-31-/t71-,72+,73+/m0/s1	GNNZWFZPAQUCHG-XTUICFPSSA-N	1405.003527			MMDBc0036448
BASm0023250	CL(10:0/18:1(11Z)/20:0/20:1(13Z))	CL(10:0/18:1(11Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/20:0/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-33-35-38-40-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-39-36-34-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-37-32-29-26-23-19-15-11-7-3/h25-26,28-29,71-73,78H,5-24,27,30-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,29-26-/t71-,72+,73+/m0/s1	IFXPZIALYSKYBZ-XJJCZCMWSA-N	1405.003527			MMDBc0036449
BASm0023251	CL(10:0/18:1(11Z)/20:0/22:0)	CL(10:0/18:1(11Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/20:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-37-34-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-39-32-29-26-23-19-15-11-7-3/h26,29,73-75,80H,5-25,27-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-/t73-,74+,75+/m0/s1	NNWQNYGGWJRXSZ-KSZIGCDUSA-N	1435.050477			MMDBc0036450
BASm0023252	CL(10:0/18:1(11Z)/20:0/22:1(11Z))	CL(10:0/18:1(11Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/20:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-37-34-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-39-32-29-26-23-19-15-11-7-3/h26,29,35-36,73-75,80H,5-25,27-28,30-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,36-35-/t73-,74+,75+/m0/s1	BWMGSSDIJZYOMU-FSVYDPTASA-N	1433.034827			MMDBc0036451
BASm0023253	CL(10:0/18:1(11Z)/20:0/22:1(9Z))	CL(10:0/18:1(11Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/20:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-37-34-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-39-32-29-26-23-19-15-11-7-3/h26,29,38,41,73-75,80H,5-25,27-28,30-37,39-40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,41-38-/t73-,74+,75+/m0/s1	BRYNHUSMCSAZAH-DHSPPDCPSA-N	1433.034827			MMDBc0036452
BASm0023254	CL(10:0/18:1(11Z)/20:0/24:0)	CL(10:0/18:1(11Z)/20:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/20:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-37-38-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-39-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h26,29,75-77,82H,5-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-/t75-,76+,77+/m0/s1	CXRRKGSXWVOSMW-ALNIXOIZSA-N	1463.081778			MMDBc0036453
BASm0023255	CL(10:0/18:1(11Z)/20:0/24:1(11Z))	CL(10:0/18:1(11Z)/20:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/20:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-37-38-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-39-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h26,29,37-38,75-77,82H,5-25,27-28,30-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,38-37-/t75-,76+,77+/m0/s1	HPUGYRIIPDLZFV-ZEKOIUEVSA-N	1461.066127			MMDBc0036454
BASm0023256	CL(10:0/18:1(11Z)/20:0/24:1(9Z))	CL(10:0/18:1(11Z)/20:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/20:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-37-38-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-39-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h26,29,40,43,75-77,82H,5-25,27-28,30-39,41-42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,43-40-/t75-,76+,77+/m0/s1	MFIOXNJQUIZOEF-DVXHTFRISA-N	1461.066127			MMDBc0036455
BASm0023257	CL(10:0/18:1(11Z)/20:1(11Z)/20:1(11Z))	CL(10:0/18:1(11Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/20:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-33-35-38-40-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-39-36-34-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-37-32-29-26-23-19-15-11-7-3/h26,29-31,33-34,71-73,78H,5-25,27-28,32,35-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,33-30-,34-31-/t71-,72+,73+/m0/s1	TWBYHZDLYMHKID-XIORVADVSA-N	1402.987877			MMDBc0036456
BASm0023258	CL(10:0/18:1(11Z)/20:1(11Z)/20:1(13Z))	CL(10:0/18:1(11Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/20:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-33-35-38-40-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-39-36-34-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-37-32-29-26-23-19-15-11-7-3/h25-26,28-30,33,71-73,78H,5-24,27,31-32,34-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,29-26-,33-30-/t71-,72+,73+/m0/s1	JRXWEXZFAUBSQZ-BLLHBXNDSA-N	1402.987877			MMDBc0036457
BASm0023259	CL(10:0/18:1(11Z)/20:1(11Z)/22:0)	CL(10:0/18:1(11Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/20:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-37-34-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-39-32-29-26-23-19-15-11-7-3/h26,29,31,34,73-75,80H,5-25,27-28,30,32-33,35-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,34-31-/t73-,74+,75+/m0/s1	YHWNJBMNWZDYRA-JHUSVHSDSA-N	1433.034827			MMDBc0036458
BASm0023260	CL(10:0/18:1(11Z)/20:1(11Z)/22:1(11Z))	CL(10:0/18:1(11Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/20:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-37-34-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-39-32-29-26-23-19-15-11-7-3/h26,29,31,34-36,73-75,80H,5-25,27-28,30,32-33,37-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,34-31-,36-35-/t73-,74+,75+/m0/s1	NBLVOORVURWZDR-MWINILDZSA-N	1431.019177			MMDBc0036459
BASm0023261	CL(10:0/18:1(11Z)/20:1(11Z)/22:1(9Z))	CL(10:0/18:1(11Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/20:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-37-34-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-39-32-29-26-23-19-15-11-7-3/h26,29,31,34,38,41,73-75,80H,5-25,27-28,30,32-33,35-37,39-40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,34-31-,41-38-/t73-,74+,75+/m0/s1	YIQUPMGRGZLUAF-KWZYZQOGSA-N	1431.019177			MMDBc0036460
BASm0023262	CL(10:0/18:1(11Z)/20:1(11Z)/24:0)	CL(10:0/18:1(11Z)/20:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/20:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-37-38-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-39-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h26,29,31,34,75-77,82H,5-25,27-28,30,32-33,35-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,34-31-/t75-,76+,77+/m0/s1	ZOYDTRPOVRHUKE-NMLVSVMNSA-N	1461.066127			MMDBc0036461
BASm0023263	CL(10:0/18:1(11Z)/20:1(11Z)/24:1(11Z))	CL(10:0/18:1(11Z)/20:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/20:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-37-38-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-39-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h26,29,31,34,37-38,75-77,82H,5-25,27-28,30,32-33,35-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,34-31-,38-37-/t75-,76+,77+/m0/s1	WNRRDDJTDULKGT-ZDWZBNPXSA-N	1459.050477			MMDBc0036462
BASm0023264	CL(10:0/18:1(11Z)/20:1(11Z)/24:1(9Z))	CL(10:0/18:1(11Z)/20:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/20:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-37-38-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-39-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h26,29,31,34,40,43,75-77,82H,5-25,27-28,30,32-33,35-39,41-42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,34-31-,43-40-/t75-,76+,77+/m0/s1	YZRQJYHSAKWTPD-KOSIGGIASA-N	1459.050477			MMDBc0036463
BASm0023265	CL(10:0/18:1(11Z)/20:1(13Z)/20:1(11Z))	CL(10:0/18:1(11Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/20:1(13Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-33-35-38-40-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-39-36-34-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-37-32-29-26-23-19-15-11-7-3/h24,26-27,29,31,34,71-73,78H,5-23,25,28,30,32-33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b27-24-,29-26-,34-31-/t71-,72+,73+/m0/s1	JUCXMPUHMFBHHD-SHCGXATBSA-N	1402.987877			MMDBc0036464
BASm0023266	CL(10:0/18:1(11Z)/20:1(13Z)/20:1(13Z))	CL(10:0/18:1(11Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/20:1(13Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-33-35-38-40-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-39-36-34-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-37-32-29-26-23-19-15-11-7-3/h24-29,71-73,78H,5-23,30-70H2,1-4H3,(H,83,84)(H,85,86)/b27-24-,28-25-,29-26-/t71-,72+,73+/m0/s1	WYOIYGRZFPDLRJ-JQUFVCPNSA-N	1402.987877			MMDBc0036465
BASm0023267	CL(10:0/18:1(11Z)/20:1(13Z)/22:0)	CL(10:0/18:1(11Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/20:1(13Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-37-34-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-39-32-29-26-23-19-15-11-7-3/h25-26,28-29,73-75,80H,5-24,27,30-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,29-26-/t73-,74+,75+/m0/s1	JEKIUXKDIGXOED-UWOWSZBSSA-N	1433.034827			MMDBc0036466
BASm0023268	CL(10:0/18:1(11Z)/20:1(13Z)/22:1(11Z))	CL(10:0/18:1(11Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/20:1(13Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-37-34-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-39-32-29-26-23-19-15-11-7-3/h25-26,28-29,35-36,73-75,80H,5-24,27,30-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,29-26-,36-35-/t73-,74+,75+/m0/s1	UBKYJVWKFKCTBR-YXXQHPQUSA-N	1431.019177			MMDBc0036467
BASm0023269	CL(10:0/18:1(11Z)/20:1(13Z)/22:1(9Z))	CL(10:0/18:1(11Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/20:1(13Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-37-34-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-39-32-29-26-23-19-15-11-7-3/h25-26,28-29,38,41,73-75,80H,5-24,27,30-37,39-40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,29-26-,41-38-/t73-,74+,75+/m0/s1	UIWAGWDPGAQSLH-TVJRYSFKSA-N	1431.019177			MMDBc0036468
BASm0023270	CL(10:0/18:1(11Z)/20:1(13Z)/24:0)	CL(10:0/18:1(11Z)/20:1(13Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/20:1(13Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-37-38-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-39-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h25-26,28-29,75-77,82H,5-24,27,30-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,29-26-/t75-,76+,77+/m0/s1	SEZJEKHLSPMTJV-XTASKMJDSA-N	1461.066127			MMDBc0036469
BASm0023271	CL(10:0/18:1(11Z)/20:1(13Z)/24:1(11Z))	CL(10:0/18:1(11Z)/20:1(13Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/20:1(13Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-37-38-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-39-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h25-26,28-29,37-38,75-77,82H,5-24,27,30-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,29-26-,38-37-/t75-,76+,77+/m0/s1	WYTBBDBHZDKQFG-NKNROHNMSA-N	1459.050477			MMDBc0036470
BASm0023272	CL(10:0/18:1(11Z)/20:1(13Z)/24:1(9Z))	CL(10:0/18:1(11Z)/20:1(13Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/20:1(13Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-37-38-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-39-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h25-26,28-29,40,43,75-77,82H,5-24,27,30-39,41-42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,29-26-,43-40-/t75-,76+,77+/m0/s1	KYQVKEOOQIMQHF-LRXYFKRRSA-N	1459.050477			MMDBc0036471
BASm0023273	CL(10:0/18:1(11Z)/22:0/22:0)	CL(10:0/18:1(11Z)/22:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/22:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, two chains of docosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-33-35-37-39-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-40-38-36-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h26,29,75-77,82H,5-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-/t75-,76+,77+/m0/s1	FRODBEIZJLNHRX-ALNIXOIZSA-N	1463.081778			MMDBc0036472
BASm0023274	CL(10:0/18:1(11Z)/22:0/22:1(11Z))	CL(10:0/18:1(11Z)/22:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/22:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-35-37-39-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-40-38-36-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h26,29,36,38,75-77,82H,5-25,27-28,30-35,37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,38-36-/t75-,76+,77+/m0/s1	ZGLJKVRQOOZWOZ-CPKFQDTDSA-N	1461.066127			MMDBc0036473
BASm0023275	CL(10:0/18:1(11Z)/22:0/22:1(9Z))	CL(10:0/18:1(11Z)/22:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/22:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-35-37-39-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-40-38-36-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h26,29,40,43,75-77,82H,5-25,27-28,30-39,41-42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,43-40-/t75-,76+,77+/m0/s1	CORWYLLBZUEFMK-DVXHTFRISA-N	1461.066127			MMDBc0036474
BASm0023276	CL(10:0/18:1(11Z)/22:1(11Z)/22:1(11Z))	CL(10:0/18:1(11Z)/22:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/22:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, two chains of (11Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-35-37-39-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-40-38-36-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h26,29,35-38,75-77,82H,5-25,27-28,30-34,39-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,37-35-,38-36-/t75-,76+,77+/m0/s1	DBMXQBVHUJKDFG-NHWMJQNNSA-N	1459.050477			MMDBc0036475
BASm0023277	CL(10:0/18:1(11Z)/22:1(11Z)/22:1(9Z))	CL(10:0/18:1(11Z)/22:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/22:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-35-37-39-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-40-38-36-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h26,29,35,37,40,43,75-77,82H,5-25,27-28,30-34,36,38-39,41-42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,37-35-,43-40-/t75-,76+,77+/m0/s1	LRMIAGWRAIXJLF-KXXKRUROSA-N	1459.050477			MMDBc0036476
BASm0023278	CL(10:0/18:1(11Z)/22:1(9Z)/22:1(11Z))	CL(10:0/18:1(11Z)/22:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/22:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-35-37-39-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-40-38-36-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h26,29,36,38-39,42,75-77,82H,5-25,27-28,30-35,37,40-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,38-36-,42-39-/t75-,76+,77+/m0/s1	IKAQGBVHJOSUGD-DOYUKMGUSA-N	1459.050477			MMDBc0036477
BASm0023279	CL(10:0/18:1(11Z)/22:1(9Z)/22:1(9Z))	CL(10:0/18:1(11Z)/22:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(11Z)/22:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, two chains of (9Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-35-37-39-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-40-38-36-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h26,29,39-40,42-43,75-77,82H,5-25,27-28,30-38,41,44-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,42-39-,43-40-/t75-,76+,77+/m0/s1	DCZYHXOEJXYAQE-OHUJYLLHSA-N	1459.050477			MMDBc0036478
BASm0023280	CL(10:0/18:1(9Z)/18:1(11Z)/18:1(11Z))	CL(10:0/18:1(9Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(11Z)/18:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-35-32-29-26-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-34-31-28-25-22-18-14-10-6-2/h24,26-27,29,31,34,67-69,74H,5-23,25,28,30,32-33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b27-24-,29-26-,34-31-/t67-,68+,69+/m0/s1	LTGDWHGQBUUCHG-NFNAOAMMSA-N	1346.925277			MMDBc0036479
BASm0023281	CL(10:0/18:1(9Z)/18:1(11Z)/18:1(9Z))	CL(10:0/18:1(9Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(11Z)/18:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C4 positions, one chain of (11Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-35-32-29-26-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-34-31-28-25-22-18-14-10-6-2/h24,27,31-32,34-35,67-69,74H,5-23,25-26,28-30,33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b27-24-,34-31-,35-32-/t67-,68+,69+/m0/s1	SECYSFXOFYBXBZ-VASNUVDWSA-N	1346.925277			MMDBc0036480
BASm0023282	CL(10:0/18:1(9Z)/18:1(11Z)/20:0)	CL(10:0/18:1(9Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(11Z)/20:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-33-34-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-35-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-36-32-29-26-23-19-15-11-7-3/h25,28,32,36,69-71,76H,5-24,26-27,29-31,33-35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,36-32-/t69-,70+,71+/m0/s1	QOQHVPUXPALFSF-RTWIPKLNSA-N	1376.972227			MMDBc0036481
BASm0023283	CL(10:0/18:1(9Z)/18:1(11Z)/20:1(11Z))	CL(10:0/18:1(9Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-33-34-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-35-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-36-32-29-26-23-19-15-11-7-3/h25,28,30,32-33,36,69-71,76H,5-24,26-27,29,31,34-35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,33-30-,36-32-/t69-,70+,71+/m0/s1	ZAVOHSBUWNLAJL-MPNHQVLZSA-N	1374.956577			MMDBc0036482
BASm0023284	CL(10:0/18:1(9Z)/18:1(11Z)/20:1(13Z))	CL(10:0/18:1(9Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-33-34-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-35-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-36-32-29-26-23-19-15-11-7-3/h24-25,27-28,32,36,69-71,76H,5-23,26,29-31,33-35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b27-24-,28-25-,36-32-/t69-,70+,71+/m0/s1	KVGHXRYDMCFGPF-INRCBONXSA-N	1374.956577			MMDBc0036483
BASm0023285	CL(10:0/18:1(9Z)/18:1(11Z)/22:0)	CL(10:0/18:1(9Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-37-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-38-32-29-26-23-19-15-11-7-3/h25,28,32,38,71-73,78H,5-24,26-27,29-31,33-37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,38-32-/t71-,72+,73+/m0/s1	KYCXHAKFXYLUPR-QOIKJFKMSA-N	1405.003527			MMDBc0036484
BASm0023286	CL(10:0/18:1(9Z)/18:1(11Z)/22:1(11Z))	CL(10:0/18:1(9Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-37-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-38-32-29-26-23-19-15-11-7-3/h25,28,32,34-35,38,71-73,78H,5-24,26-27,29-31,33,36-37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,35-34-,38-32-/t71-,72+,73+/m0/s1	MYSLKYNBZCIJEL-JFZWAJMNSA-N	1402.987877			MMDBc0036485
BASm0023287	CL(10:0/18:1(9Z)/18:1(11Z)/22:1(9Z))	CL(10:0/18:1(9Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-37-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-38-32-29-26-23-19-15-11-7-3/h25,28,32,36,38-39,71-73,78H,5-24,26-27,29-31,33-35,37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,38-32-,39-36-/t71-,72+,73+/m0/s1	AUALCDCHVJWNCH-IJVQQDPPSA-N	1402.987877			MMDBc0036486
BASm0023288	CL(10:0/18:1(9Z)/18:1(11Z)/24:0)	CL(10:0/18:1(9Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-39-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-32-29-26-23-19-15-11-7-3/h25,28,32,40,73-75,80H,5-24,26-27,29-31,33-39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,40-32-/t73-,74+,75+/m0/s1	UNCHAAJVGRFYDS-COLDNQTNSA-N	1433.034827			MMDBc0036487
BASm0023289	CL(10:0/18:1(9Z)/18:1(11Z)/24:1(11Z))	CL(10:0/18:1(9Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-39-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-32-29-26-23-19-15-11-7-3/h25,28,32,36-37,40,73-75,80H,5-24,26-27,29-31,33-35,38-39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,37-36-,40-32-/t73-,74+,75+/m0/s1	VUNIWTIOZSQVJW-ZGUCVAFASA-N	1431.019177			MMDBc0036488
BASm0023290	CL(10:0/18:1(9Z)/18:1(11Z)/24:1(9Z))	CL(10:0/18:1(9Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-39-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-32-29-26-23-19-15-11-7-3/h25,28,32,38,40-41,73-75,80H,5-24,26-27,29-31,33-37,39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,40-32-,41-38-/t73-,74+,75+/m0/s1	KPVHGRDGHMFPMC-ZPNRPQBFSA-N	1431.019177			MMDBc0036489
BASm0023291	CL(10:0/18:1(9Z)/18:1(11Z)/26:0)	CL(10:0/18:1(9Z)/18:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(11Z)/26:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-39-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-32-29-26-23-19-15-11-7-3/h25,28,32,42,75-77,82H,5-24,26-27,29-31,33-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,42-32-/t75-,76+,77+/m0/s1	KTDXWSAAOJVCSU-GDOYCVLVSA-N	1461.066127			MMDBc0036490
BASm0023292	CL(10:0/18:1(9Z)/18:1(11Z)/26:1(11Z))	CL(10:0/18:1(9Z)/18:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(11Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-39-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-32-29-26-23-19-15-11-7-3/h25,28,32,37-38,42,75-77,82H,5-24,26-27,29-31,33-36,39-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,38-37-,42-32-/t75-,76+,77+/m0/s1	HWGSTVVXVVTICN-NKZIYSRDSA-N	1459.050477			MMDBc0036491
BASm0023293	CL(10:0/18:1(9Z)/18:1(11Z)/26:1(9Z))	CL(10:0/18:1(9Z)/18:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(11Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-39-40-41-44-47-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-45-42-31-28-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-52-49-46-43-32-29-26-23-19-15-11-7-3/h25,28,32,40-41,43,76-78,83H,5-24,26-27,29-31,33-39,42,44-75H2,1-4H3,(H,88,89)(H,90,91)/b28-25-,41-40-,43-32-/t76-,77+,78+/m0/s1	LEXJDUKKWZPEML-ZNNHOLSZSA-N	1473.066127			MMDBc0036492
BASm0023294	CL(10:0/18:1(9Z)/18:1(9Z)/18:1(11Z))	CL(10:0/18:1(9Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(9Z)/18:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-35-32-29-26-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-34-31-28-25-22-18-14-10-6-2/h26,29-31,33-34,67-69,74H,5-25,27-28,32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b29-26-,33-30-,34-31-/t67-,68+,69+/m0/s1	ILINVMCCQISVEJ-ILNCWPTASA-N	1346.925277			MMDBc0036493
BASm0023295	CL(10:0/18:1(9Z)/18:1(9Z)/18:1(9Z))	CL(10:0/18:1(9Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(9Z)/18:1(9Z)) contains one chain of decanoic acid at the C1 position, three chains of (9Z-octadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-41-38-35-32-29-26-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-20-16-12-8-4)89-72(77)59-55-51-47-43-40-37-34-31-28-25-22-18-14-10-6-2/h30-35,67-69,74H,5-29,36-66H2,1-4H3,(H,79,80)(H,81,82)/b33-30-,34-31-,35-32-/t67-,68+,69+/m0/s1	APPVAHGMYHEEBK-QDZUMWBESA-N	1346.925277			MMDBc0036494
BASm0023296	CL(10:0/18:1(9Z)/18:1(9Z)/20:0)	CL(10:0/18:1(9Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(9Z)/20:0) contains one chain of decanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-24-27-30-33-34-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-35-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-36-32-29-26-23-19-15-11-7-3/h31-32,35-36,69-71,76H,5-30,33-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b35-31-,36-32-/t69-,70+,71+/m0/s1	HPIXCPVHHQRINT-GOQYSUPXSA-N	1376.972227			MMDBc0036495
BASm0023297	CL(10:0/18:1(9Z)/18:1(9Z)/20:1(11Z))	CL(10:0/18:1(9Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(9Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-33-34-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-35-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-36-32-29-26-23-19-15-11-7-3/h30-33,35-36,69-71,76H,5-29,34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b33-30-,35-31-,36-32-/t69-,70+,71+/m0/s1	ULHGYPXAZTWGJX-APVRQGRMSA-N	1374.956577			MMDBc0036496
BASm0023298	CL(10:0/18:1(9Z)/18:1(9Z)/20:1(13Z))	CL(10:0/18:1(9Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(9Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-24-27-30-33-34-37-40-43-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-35-31-28-25-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-20-16-12-8-4)91-74(79)61-57-53-49-45-42-39-36-32-29-26-23-19-15-11-7-3/h24,27,31-32,35-36,69-71,76H,5-23,25-26,28-30,33-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b27-24-,35-31-,36-32-/t69-,70+,71+/m0/s1	SMLKJFIMCLQHTK-HCGWTYGDSA-N	1374.956577			MMDBc0036497
BASm0023299	CL(10:0/18:1(9Z)/18:1(9Z)/22:0)	CL(10:0/18:1(9Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(9Z)/22:0) contains one chain of decanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-37-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-38-32-29-26-23-19-15-11-7-3/h31-32,37-38,71-73,78H,5-30,33-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b37-31-,38-32-/t71-,72+,73+/m0/s1	FXRNVZOPJLEYQQ-HWHLRVFFSA-N	1405.003527			MMDBc0036498
BASm0023300	CL(10:0/18:1(9Z)/18:1(9Z)/22:1(11Z))	CL(10:0/18:1(9Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-37-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-38-32-29-26-23-19-15-11-7-3/h31-32,34-35,37-38,71-73,78H,5-30,33,36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b35-34-,37-31-,38-32-/t71-,72+,73+/m0/s1	HKWIFTAJLLOQHG-OVSRCECHSA-N	1402.987877			MMDBc0036499
BASm0023301	CL(10:0/18:1(9Z)/18:1(9Z)/22:1(9Z))	CL(10:0/18:1(9Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-39-42-45-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-37-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-38-32-29-26-23-19-15-11-7-3/h31-32,36-39,71-73,78H,5-30,33-35,40-70H2,1-4H3,(H,83,84)(H,85,86)/b37-31-,38-32-,39-36-/t71-,72+,73+/m0/s1	XYARAWTUXHLMJV-WNYIIMCYSA-N	1402.987877			MMDBc0036500
BASm0023302	CL(10:0/18:1(9Z)/18:1(9Z)/24:0)	CL(10:0/18:1(9Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(9Z)/24:0) contains one chain of decanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-39-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-32-29-26-23-19-15-11-7-3/h31-32,39-40,73-75,80H,5-30,33-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b39-31-,40-32-/t73-,74+,75+/m0/s1	ZNDNVMWMOUWSCT-MSGTUTSKSA-N	1433.034827			MMDBc0036501
BASm0023303	CL(10:0/18:1(9Z)/18:1(9Z)/24:1(11Z))	CL(10:0/18:1(9Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(9Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-39-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-32-29-26-23-19-15-11-7-3/h31-32,36-37,39-40,73-75,80H,5-30,33-35,38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b37-36-,39-31-,40-32-/t73-,74+,75+/m0/s1	DKIHTZIVMUMPGO-HOYLFIEYSA-N	1431.019177			MMDBc0036502
BASm0023304	CL(10:0/18:1(9Z)/18:1(9Z)/24:1(9Z))	CL(10:0/18:1(9Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(9Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-39-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-32-29-26-23-19-15-11-7-3/h31-32,38-41,73-75,80H,5-30,33-37,42-72H2,1-4H3,(H,85,86)(H,87,88)/b39-31-,40-32-,41-38-/t73-,74+,75+/m0/s1	RUCQKUSMBVNZGM-FGVRYEPFSA-N	1431.019177			MMDBc0036503
BASm0023305	CL(10:0/18:1(9Z)/18:1(9Z)/26:0)	CL(10:0/18:1(9Z)/18:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(9Z)/26:0) contains one chain of decanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-39-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-32-29-26-23-19-15-11-7-3/h31-32,41-42,75-77,82H,5-30,33-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b41-31-,42-32-/t75-,76+,77+/m0/s1	ZFUQZEBKPVIPLG-VKTGXZINSA-N	1461.066127			MMDBc0036504
BASm0023306	CL(10:0/18:1(9Z)/18:1(9Z)/26:1(11Z))	CL(10:0/18:1(9Z)/18:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(9Z)/26:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-39-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-32-29-26-23-19-15-11-7-3/h31-32,37-38,41-42,75-77,82H,5-30,33-36,39-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-,41-31-,42-32-/t75-,76+,77+/m0/s1	AMTJKLMMANUEOO-GBQHYTRISA-N	1459.050477			MMDBc0036505
BASm0023307	CL(10:0/18:1(9Z)/18:1(9Z)/26:1(9Z))	CL(10:0/18:1(9Z)/18:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/18:1(9Z)/26:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-24-27-30-33-34-35-36-37-38-39-40-41-44-47-50-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-45-42-31-28-25-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-52-49-46-43-32-29-26-23-19-15-11-7-3/h31-32,40-43,76-78,83H,5-30,33-39,44-75H2,1-4H3,(H,88,89)(H,90,91)/b41-40-,42-31-,43-32-/t76-,77+,78+/m0/s1	DVXVCJDJDBWLJV-BCKJJAFVSA-N	1473.066127			MMDBc0036506
BASm0023308	CL(10:0/18:1(9Z)/20:0/20:0)	CL(10:0/18:1(9Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/20:0/20:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-24-27-30-33-35-38-40-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-39-36-34-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-37-32-29-26-23-19-15-11-7-3/h32,37,71-73,78H,5-31,33-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b37-32-/t71-,72+,73+/m0/s1	QGCMXERQWFXLLE-XWBIUYJNSA-N	1407.019177			MMDBc0036507
BASm0023309	CL(10:0/18:1(9Z)/20:0/20:1(11Z))	CL(10:0/18:1(9Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/20:0/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-33-35-38-40-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-39-36-34-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-37-32-29-26-23-19-15-11-7-3/h31-32,34,37,71-73,78H,5-30,33,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b34-31-,37-32-/t71-,72+,73+/m0/s1	LNPZEVDWNPSBCV-QMWXQODLSA-N	1405.003527			MMDBc0036508
BASm0023310	CL(10:0/18:1(9Z)/20:0/20:1(13Z))	CL(10:0/18:1(9Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/20:0/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-24-27-30-33-35-38-40-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-39-36-34-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-37-32-29-26-23-19-15-11-7-3/h25,28,32,37,71-73,78H,5-24,26-27,29-31,33-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,37-32-/t71-,72+,73+/m0/s1	GRVATNMVJXQMER-KQVQEMFESA-N	1405.003527			MMDBc0036509
BASm0023311	CL(10:0/18:1(9Z)/20:0/22:0)	CL(10:0/18:1(9Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/20:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-37-34-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-39-32-29-26-23-19-15-11-7-3/h32,39,73-75,80H,5-31,33-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b39-32-/t73-,74+,75+/m0/s1	BPQROAJCAYSZOV-QOSSTLRSSA-N	1435.050477			MMDBc0036510
BASm0023312	CL(10:0/18:1(9Z)/20:0/22:1(11Z))	CL(10:0/18:1(9Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/20:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-37-34-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-39-32-29-26-23-19-15-11-7-3/h32,35-36,39,73-75,80H,5-31,33-34,37-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b36-35-,39-32-/t73-,74+,75+/m0/s1	VAWIMQODKXMHNR-NTSYKVFYSA-N	1433.034827			MMDBc0036511
BASm0023313	CL(10:0/18:1(9Z)/20:0/22:1(9Z))	CL(10:0/18:1(9Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/20:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-37-34-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-39-32-29-26-23-19-15-11-7-3/h32,38-39,41,73-75,80H,5-31,33-37,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b39-32-,41-38-/t73-,74+,75+/m0/s1	OOVPZNBJECYOAY-GEMRUICFSA-N	1433.034827			MMDBc0036512
BASm0023314	CL(10:0/18:1(9Z)/20:0/24:0)	CL(10:0/18:1(9Z)/20:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/20:0/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-37-38-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-39-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h32,41,75-77,82H,5-31,33-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b41-32-/t75-,76+,77+/m0/s1	GBXSZDOCZZVTHJ-WSBKWOFPSA-N	1463.081778			MMDBc0036513
BASm0023315	CL(10:0/18:1(9Z)/20:0/24:1(11Z))	CL(10:0/18:1(9Z)/20:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/20:0/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-37-38-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-39-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h32,37-38,41,75-77,82H,5-31,33-36,39-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-,41-32-/t75-,76+,77+/m0/s1	VZWQWDIYZRTVSG-AMMYMQGNSA-N	1461.066127			MMDBc0036514
BASm0023316	CL(10:0/18:1(9Z)/20:0/24:1(9Z))	CL(10:0/18:1(9Z)/20:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/20:0/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-37-38-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-39-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h32,40-41,43,75-77,82H,5-31,33-39,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b41-32-,43-40-/t75-,76+,77+/m0/s1	FKMFJELWHFUIEF-MEVVOXNSSA-N	1461.066127			MMDBc0036515
BASm0023317	CL(10:0/18:1(9Z)/20:1(11Z)/20:1(11Z))	CL(10:0/18:1(9Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/20:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-33-35-38-40-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-39-36-34-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-37-32-29-26-23-19-15-11-7-3/h30-34,37,71-73,78H,5-29,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b33-30-,34-31-,37-32-/t71-,72+,73+/m0/s1	XWYPHINSVZDKOA-PUHMQBBUSA-N	1402.987877			MMDBc0036516
BASm0023318	CL(10:0/18:1(9Z)/20:1(11Z)/20:1(13Z))	CL(10:0/18:1(9Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/20:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-33-35-38-40-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-39-36-34-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-37-32-29-26-23-19-15-11-7-3/h25,28,30,32-33,37,71-73,78H,5-24,26-27,29,31,34-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,33-30-,37-32-/t71-,72+,73+/m0/s1	JYUHQYFYOFDJTP-XZPNTAPNSA-N	1402.987877			MMDBc0036517
BASm0023319	CL(10:0/18:1(9Z)/20:1(11Z)/22:0)	CL(10:0/18:1(9Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/20:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-37-34-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-39-32-29-26-23-19-15-11-7-3/h31-32,34,39,73-75,80H,5-30,33,35-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b34-31-,39-32-/t73-,74+,75+/m0/s1	SZOQCSWPSKHSRV-GOPYCVBDSA-N	1433.034827			MMDBc0036518
BASm0023320	CL(10:0/18:1(9Z)/20:1(11Z)/22:1(11Z))	CL(10:0/18:1(9Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/20:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-37-34-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-39-32-29-26-23-19-15-11-7-3/h31-32,34-36,39,73-75,80H,5-30,33,37-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b34-31-,36-35-,39-32-/t73-,74+,75+/m0/s1	UUQZADYWDUBCHH-JFBBMDTISA-N	1431.019177			MMDBc0036519
BASm0023321	CL(10:0/18:1(9Z)/20:1(11Z)/22:1(9Z))	CL(10:0/18:1(9Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/20:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-37-34-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-39-32-29-26-23-19-15-11-7-3/h31-32,34,38-39,41,73-75,80H,5-30,33,35-37,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b34-31-,39-32-,41-38-/t73-,74+,75+/m0/s1	GCPUFEULDWTUDU-YNALWEQKSA-N	1431.019177			MMDBc0036520
BASm0023322	CL(10:0/18:1(9Z)/20:1(11Z)/24:0)	CL(10:0/18:1(9Z)/20:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/20:1(11Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-37-38-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-39-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h31-32,34,41,75-77,82H,5-30,33,35-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b34-31-,41-32-/t75-,76+,77+/m0/s1	GRFAGIIRDSLSHZ-XFUUYGRSSA-N	1461.066127			MMDBc0036521
BASm0023323	CL(10:0/18:1(9Z)/20:1(11Z)/24:1(11Z))	CL(10:0/18:1(9Z)/20:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/20:1(11Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-37-38-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-39-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h31-32,34,37-38,41,75-77,82H,5-30,33,35-36,39-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b34-31-,38-37-,41-32-/t75-,76+,77+/m0/s1	XQDAKNBTUBZWJR-FXALPKHJSA-N	1459.050477			MMDBc0036522
BASm0023324	CL(10:0/18:1(9Z)/20:1(11Z)/24:1(9Z))	CL(10:0/18:1(9Z)/20:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/20:1(11Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-37-38-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-39-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h31-32,34,40-41,43,75-77,82H,5-30,33,35-39,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b34-31-,41-32-,43-40-/t75-,76+,77+/m0/s1	GCEVXNMUIVOSHP-HATRXKRZSA-N	1459.050477			MMDBc0036523
BASm0023325	CL(10:0/18:1(9Z)/20:1(13Z)/20:1(11Z))	CL(10:0/18:1(9Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/20:1(13Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-33-35-38-40-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-39-36-34-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-37-32-29-26-23-19-15-11-7-3/h24,27,31-32,34,37,71-73,78H,5-23,25-26,28-30,33,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b27-24-,34-31-,37-32-/t71-,72+,73+/m0/s1	YLAHQRKZFXTUKB-JJENTIPOSA-N	1402.987877			MMDBc0036524
BASm0023326	CL(10:0/18:1(9Z)/20:1(13Z)/20:1(13Z))	CL(10:0/18:1(9Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/20:1(13Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-24-27-30-33-35-38-40-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-45-42-39-36-34-31-28-25-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-20-16-12-8-4)93-76(81)63-59-55-51-47-44-41-37-32-29-26-23-19-15-11-7-3/h24-25,27-28,32,37,71-73,78H,5-23,26,29-31,33-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b27-24-,28-25-,37-32-/t71-,72+,73+/m0/s1	BHABMYOPMVUHEB-NIVFXWNNSA-N	1402.987877			MMDBc0036525
BASm0023327	CL(10:0/18:1(9Z)/20:1(13Z)/22:0)	CL(10:0/18:1(9Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/20:1(13Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-37-34-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-39-32-29-26-23-19-15-11-7-3/h25,28,32,39,73-75,80H,5-24,26-27,29-31,33-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,39-32-/t73-,74+,75+/m0/s1	BHVDIBYDCTUOEW-IMSDIDKZSA-N	1433.034827			MMDBc0036526
BASm0023328	CL(10:0/18:1(9Z)/20:1(13Z)/22:1(11Z))	CL(10:0/18:1(9Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/20:1(13Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-37-34-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-39-32-29-26-23-19-15-11-7-3/h25,28,32,35-36,39,73-75,80H,5-24,26-27,29-31,33-34,37-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,36-35-,39-32-/t73-,74+,75+/m0/s1	HWGTXWDUUXHTSK-YPRSACQQSA-N	1431.019177			MMDBc0036527
BASm0023329	CL(10:0/18:1(9Z)/20:1(13Z)/22:1(9Z))	CL(10:0/18:1(9Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/20:1(13Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-38-41-44-47-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-37-34-31-28-25-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-39-32-29-26-23-19-15-11-7-3/h25,28,32,38-39,41,73-75,80H,5-24,26-27,29-31,33-37,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,39-32-,41-38-/t73-,74+,75+/m0/s1	ZCCDGZVAGGUJGA-WXYYHXAASA-N	1431.019177			MMDBc0036528
BASm0023330	CL(10:0/18:1(9Z)/20:1(13Z)/24:0)	CL(10:0/18:1(9Z)/20:1(13Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/20:1(13Z)/24:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-37-38-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-39-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h25,28,32,41,75-77,82H,5-24,26-27,29-31,33-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,41-32-/t75-,76+,77+/m0/s1	SJDYGGILOFDMGN-IBMNYMSESA-N	1461.066127			MMDBc0036529
BASm0023331	CL(10:0/18:1(9Z)/20:1(13Z)/24:1(11Z))	CL(10:0/18:1(9Z)/20:1(13Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/20:1(13Z)/24:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-37-38-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-39-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h25,28,32,37-38,41,75-77,82H,5-24,26-27,29-31,33-36,39-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,38-37-,41-32-/t75-,76+,77+/m0/s1	PIXVUADOCDCEPG-SARUDXNZSA-N	1459.050477			MMDBc0036530
BASm0023332	CL(10:0/18:1(9Z)/20:1(13Z)/24:1(9Z))	CL(10:0/18:1(9Z)/20:1(13Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/20:1(13Z)/24:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-35-36-37-38-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-39-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h25,28,32,40-41,43,75-77,82H,5-24,26-27,29-31,33-39,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,41-32-,43-40-/t75-,76+,77+/m0/s1	LYMVQLQMZNBZFI-UXNLTJNOSA-N	1459.050477			MMDBc0036531
BASm0023333	CL(10:0/18:1(9Z)/22:0/22:0)	CL(10:0/18:1(9Z)/22:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/22:0/22:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of docosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-33-35-37-39-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-40-38-36-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h32,41,75-77,82H,5-31,33-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b41-32-/t75-,76+,77+/m0/s1	FPEWBVUWPIEXJT-WSBKWOFPSA-N	1463.081778			MMDBc0036532
BASm0023334	CL(10:0/18:1(9Z)/22:0/22:1(11Z))	CL(10:0/18:1(9Z)/22:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/22:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-35-37-39-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-40-38-36-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h32,36,38,41,75-77,82H,5-31,33-35,37,39-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b38-36-,41-32-/t75-,76+,77+/m0/s1	PBJMQLPLYHXYKC-KCVMVVDKSA-N	1461.066127			MMDBc0036533
BASm0023335	CL(10:0/18:1(9Z)/22:0/22:1(9Z))	CL(10:0/18:1(9Z)/22:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/22:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-35-37-39-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-40-38-36-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h32,40-41,43,75-77,82H,5-31,33-39,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b41-32-,43-40-/t75-,76+,77+/m0/s1	SLEWGQFKVYYNSB-MEVVOXNSSA-N	1461.066127			MMDBc0036534
BASm0023336	CL(10:0/18:1(9Z)/22:1(11Z)/22:1(11Z))	CL(10:0/18:1(9Z)/22:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/22:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of (11Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-35-37-39-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-40-38-36-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h32,35-38,41,75-77,82H,5-31,33-34,39-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b37-35-,38-36-,41-32-/t75-,76+,77+/m0/s1	DMVJJAXKSPTTJA-PORORMDFSA-N	1459.050477			MMDBc0036535
BASm0023337	CL(10:0/18:1(9Z)/22:1(11Z)/22:1(9Z))	CL(10:0/18:1(9Z)/22:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/22:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-35-37-39-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-40-38-36-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h32,35,37,40-41,43,75-77,82H,5-31,33-34,36,38-39,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b37-35-,41-32-,43-40-/t75-,76+,77+/m0/s1	ISZXYXGVOAUBMU-WDMRJFCRSA-N	1459.050477			MMDBc0036536
BASm0023338	CL(10:0/18:1(9Z)/22:1(9Z)/22:1(11Z))	CL(10:0/18:1(9Z)/22:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/22:1(9Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-35-37-39-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-40-38-36-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h32,36,38-39,41-42,75-77,82H,5-31,33-35,37,40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b38-36-,41-32-,42-39-/t75-,76+,77+/m0/s1	FYJAWPMDHBMRBE-UAEVTFEKSA-N	1459.050477			MMDBc0036537
BASm0023339	CL(10:0/18:1(9Z)/22:1(9Z)/22:1(9Z))	CL(10:0/18:1(9Z)/22:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/18:1(9Z)/22:1(9Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of (9Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-35-37-39-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-49-46-43-40-38-36-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-41-32-29-26-23-19-15-11-7-3/h32,39-43,75-77,82H,5-31,33-38,44-74H2,1-4H3,(H,87,88)(H,89,90)/b41-32-,42-39-,43-40-/t75-,76+,77+/m0/s1	SCIUYBIQPGUCCX-GWSLXWCPSA-N	1459.050477			MMDBc0036538
BASm0023340	CL(10:0/20:0/10:0/20:0)	CL(10:0/20:0/10:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:0/10:0/20:0) contains two chains of decanoic acid at the C1 and C3 positions, two chains of eicosanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-20-16-12-8-4)86-69(74)56-52-48-44-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t64-,65-/m1/s1	USDYPZYCADFNRY-WXQUPVAFSA-N	1296.909627			MMDBc0036539
BASm0023341	CL(10:0/20:0/20:0/20:0)	CL(10:0/20:0/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:0/20:0/20:0) contains one chain of decanoic acid at the C1 position, three chains of eicosanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-38-35-32-29-26-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-37-34-31-28-25-22-18-14-10-6-2/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	JJXCDJXQWQLHGE-ARQKOWHBSA-N	1437.066127			MMDBc0036540
BASm0023342	CL(10:0/20:0/20:0/20:1(11Z))	CL(10:0/20:0/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:0/20:0/20:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of eicosanoic acid at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-38-35-32-29-26-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-37-34-31-28-25-22-18-14-10-6-2/h32,35,73-75,80H,5-31,33-34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b35-32-/t73-,74+,75+/m0/s1	NFLGKRUSMAPFFA-PXGSQAMSSA-N	1435.050477			MMDBc0036541
BASm0023343	CL(10:0/20:0/20:0/20:1(13Z))	CL(10:0/20:0/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:0/20:0/20:1(13Z)) contains one chain of decanoic acid at the C1 position, two chains of eicosanoic acid at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-38-35-32-29-26-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-37-34-31-28-25-22-18-14-10-6-2/h26,29,73-75,80H,5-25,27-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-/t73-,74+,75+/m0/s1	WPZYTNJCYGAYQQ-KSZIGCDUSA-N	1435.050477			MMDBc0036542
BASm0023344	CL(10:0/20:0/20:0/22:0)	CL(10:0/20:0/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:0/20:0/22:0) contains one chain of decanoic acid at the C1 position, two chains of eicosanoic acid at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-24-27-30-33-36-37-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-38-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-39-35-32-29-26-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	APJMYGZXOYYYCC-HRXLSSNSSA-N	1465.097428			MMDBc0036543
BASm0023345	CL(10:0/20:0/20:0/22:1(11Z))	CL(10:0/20:0/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:0/20:0/22:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of eicosanoic acid at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-33-36-37-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-38-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-39-35-32-29-26-23-19-15-11-7-3/h36-37,75-77,82H,5-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b37-36-/t75-,76+,77+/m0/s1	HBSXNCQVQMJOMP-VHNHMIMZSA-N	1463.081778			MMDBc0036544
BASm0023346	CL(10:0/20:0/20:0/22:1(9Z))	CL(10:0/20:0/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:0/20:0/22:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of eicosanoic acid at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-33-36-37-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-38-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-39-35-32-29-26-23-19-15-11-7-3/h40,43,75-77,82H,5-39,41-42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b43-40-/t75-,76+,77+/m0/s1	JQBACXKAJSLUCK-NNMWIVQISA-N	1463.081778			MMDBc0036545
BASm0023347	CL(10:0/20:0/20:1(11Z)/20:1(11Z))	CL(10:0/20:0/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:0/20:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of eicosanoic acid at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-38-35-32-29-26-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-37-34-31-28-25-22-18-14-10-6-2/h30,32-33,35,73-75,80H,5-29,31,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b33-30-,35-32-/t73-,74+,75+/m0/s1	IYGYSGWLPICRLK-OOVOULQISA-N	1433.034827			MMDBc0036546
BASm0023348	CL(10:0/20:0/20:1(11Z)/20:1(13Z))	CL(10:0/20:0/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:0/20:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of eicosanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-38-35-32-29-26-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-37-34-31-28-25-22-18-14-10-6-2/h26,29-30,33,73-75,80H,5-25,27-28,31-32,34-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,33-30-/t73-,74+,75+/m0/s1	HGYHWZOHGYABDY-IIGBVSEJSA-N	1433.034827			MMDBc0036547
BASm0023349	CL(10:0/20:0/20:1(11Z)/22:0)	CL(10:0/20:0/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:0/20:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of eicosanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-33-36-37-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-38-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-39-35-32-29-26-23-19-15-11-7-3/h31,34,75-77,82H,5-30,32-33,35-74H2,1-4H3,(H,87,88)(H,89,90)/b34-31-/t75-,76+,77+/m0/s1	OBYSSUSECHINPC-QNPYXTNQSA-N	1463.081778			MMDBc0036548
BASm0023350	CL(10:0/20:0/20:1(11Z)/22:1(11Z))	CL(10:0/20:0/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:0/20:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of eicosanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-36-37-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-38-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-39-35-32-29-26-23-19-15-11-7-3/h31,34,36-37,75-77,82H,5-30,32-33,35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b34-31-,37-36-/t75-,76+,77+/m0/s1	XLBMDMSFSVTRGD-MBOGNKJDSA-N	1461.066127			MMDBc0036549
BASm0023351	CL(10:0/20:0/20:1(11Z)/22:1(9Z))	CL(10:0/20:0/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:0/20:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of eicosanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-36-37-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-38-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-39-35-32-29-26-23-19-15-11-7-3/h31,34,40,43,75-77,82H,5-30,32-33,35-39,41-42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b34-31-,43-40-/t75-,76+,77+/m0/s1	DJWORKWXMOXZOM-YZWSJHGFSA-N	1461.066127			MMDBc0036550
BASm0023352	CL(10:0/20:0/20:1(13Z)/20:1(11Z))	CL(10:0/20:0/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:0/20:1(13Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of eicosanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-38-35-32-29-26-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-37-34-31-28-25-22-18-14-10-6-2/h24,27,32,35,73-75,80H,5-23,25-26,28-31,33-34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b27-24-,35-32-/t73-,74+,75+/m0/s1	PQDRPUQGZOHHRW-QUWKVNTPSA-N	1433.034827			MMDBc0036551
BASm0023353	CL(10:0/20:0/20:1(13Z)/20:1(13Z))	CL(10:0/20:0/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:0/20:1(13Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of eicosanoic acid at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-38-35-32-29-26-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-37-34-31-28-25-22-18-14-10-6-2/h24,26-27,29,73-75,80H,5-23,25,28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b27-24-,29-26-/t73-,74+,75+/m0/s1	GWYRTGLSOUVLCQ-KCCMTMGZSA-N	1433.034827			MMDBc0036552
BASm0023354	CL(10:0/20:0/20:1(13Z)/22:0)	CL(10:0/20:0/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:0/20:1(13Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of eicosanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-24-27-30-33-36-37-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-38-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-39-35-32-29-26-23-19-15-11-7-3/h25,28,75-77,82H,5-24,26-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-/t75-,76+,77+/m0/s1	XHIHUDOLBRXNHH-TTXKZCLESA-N	1463.081778			MMDBc0036553
BASm0023355	CL(10:0/20:0/20:1(13Z)/22:1(11Z))	CL(10:0/20:0/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:0/20:1(13Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of eicosanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-36-37-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-38-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-39-35-32-29-26-23-19-15-11-7-3/h25,28,36-37,75-77,82H,5-24,26-27,29-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,37-36-/t75-,76+,77+/m0/s1	VASIAWICZQYSLC-CKDZLKRVSA-N	1461.066127			MMDBc0036554
BASm0023356	CL(10:0/20:0/20:1(13Z)/22:1(9Z))	CL(10:0/20:0/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:0/20:1(13Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of eicosanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-36-37-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-38-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-39-35-32-29-26-23-19-15-11-7-3/h25,28,40,43,75-77,82H,5-24,26-27,29-39,41-42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,43-40-/t75-,76+,77+/m0/s1	NOIZFMWEUVXOGP-PQQPVIPUSA-N	1461.066127			MMDBc0036555
BASm0023357	CL(10:0/20:1(11Z)/10:0/20:1(11Z))	CL(10:0/20:1(11Z)/10:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:1(11Z)/10:0/20:1(11Z)) contains two chains of decanoic acid at the C1 and C3 positions, two chains of (11Z-eicosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-20-16-12-8-4)86-69(74)56-52-48-44-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h27-30,63-65,70H,5-26,31-62H2,1-4H3,(H,75,76)(H,77,78)/b29-27-,30-28-/t64-,65-/m1/s1	WSPYEHFMRVUQNS-BAXHNKATSA-N	1292.878327			MMDBc0036556
BASm0023358	CL(10:0/20:1(11Z)/10:0/20:1(13Z))	CL(10:0/20:1(11Z)/10:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:1(11Z)/10:0/20:1(13Z)) contains two chains of decanoic acid at the C1 and C3 positions, one chain of (11Z-eicosenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-20-16-12-8-4)86-69(74)56-52-48-44-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h23,25,28,30,63-65,70H,5-22,24,26-27,29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b25-23-,30-28-/t63-,64-,65-/m1/s1	RRAMBLFBJPWUIA-YPVNEDJZSA-N	1292.878327			MMDBc0036557
BASm0023359	CL(10:0/20:1(11Z)/20:1(11Z)/20:1(11Z))	CL(10:0/20:1(11Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:1(11Z)/20:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, three chains of (11Z-eicosenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-38-35-32-29-26-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-37-34-31-28-25-22-18-14-10-6-2/h30-35,73-75,80H,5-29,36-72H2,1-4H3,(H,85,86)(H,87,88)/b33-30-,34-31-,35-32-/t73-,74+,75+/m0/s1	NKQNZZSXZGSXPG-NDVLVWRFSA-N	1431.019177			MMDBc0036558
BASm0023360	CL(10:0/20:1(11Z)/20:1(11Z)/20:1(13Z))	CL(10:0/20:1(11Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:1(11Z)/20:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-eicosenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-38-35-32-29-26-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-37-34-31-28-25-22-18-14-10-6-2/h26,29-31,33-34,73-75,80H,5-25,27-28,32,35-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,33-30-,34-31-/t73-,74+,75+/m0/s1	WGLQRANJNUFOPM-IHRAVWGRSA-N	1431.019177			MMDBc0036559
BASm0023361	CL(10:0/20:1(11Z)/20:1(11Z)/22:0)	CL(10:0/20:1(11Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:1(11Z)/20:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, two chains of (11Z-eicosenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-36-37-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-38-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-39-35-32-29-26-23-19-15-11-7-3/h31-32,34-35,75-77,82H,5-30,33,36-74H2,1-4H3,(H,87,88)(H,89,90)/b34-31-,35-32-/t75-,76+,77+/m0/s1	KXEZGXDQCOPOOF-DOUVILOVSA-N	1461.066127			MMDBc0036560
BASm0023362	CL(10:0/20:1(11Z)/20:1(11Z)/22:1(11Z))	CL(10:0/20:1(11Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:1(11Z)/20:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-eicosenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-36-37-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-38-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-39-35-32-29-26-23-19-15-11-7-3/h31-32,34-37,75-77,82H,5-30,33,38-74H2,1-4H3,(H,87,88)(H,89,90)/b34-31-,35-32-,37-36-/t75-,76+,77+/m0/s1	CDWBJGXXDOOSDC-YRDDNFMVSA-N	1459.050477			MMDBc0036561
BASm0023363	CL(10:0/20:1(11Z)/20:1(11Z)/22:1(9Z))	CL(10:0/20:1(11Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:1(11Z)/20:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-eicosenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-36-37-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-38-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-39-35-32-29-26-23-19-15-11-7-3/h31-32,34-35,40,43,75-77,82H,5-30,33,36-39,41-42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b34-31-,35-32-,43-40-/t75-,76+,77+/m0/s1	VALBYMZDWXLQDX-XYWAVXOISA-N	1459.050477			MMDBc0036562
BASm0023364	CL(10:0/20:1(11Z)/20:1(13Z)/20:1(11Z))	CL(10:0/20:1(11Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:1(11Z)/20:1(13Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (11Z-eicosenoyl) at the C2 and C4 positions, one chain of (13Z-eicosenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-38-35-32-29-26-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-37-34-31-28-25-22-18-14-10-6-2/h24,27,31-32,34-35,73-75,80H,5-23,25-26,28-30,33,36-72H2,1-4H3,(H,85,86)(H,87,88)/b27-24-,34-31-,35-32-/t73-,74+,75+/m0/s1	PAROVBARXAMLPV-KSOLUDHOSA-N	1431.019177			MMDBc0036563
BASm0023365	CL(10:0/20:1(11Z)/20:1(13Z)/20:1(13Z))	CL(10:0/20:1(11Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:1(11Z)/20:1(13Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-eicosenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-38-35-32-29-26-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-37-34-31-28-25-22-18-14-10-6-2/h24,26-27,29,31,34,73-75,80H,5-23,25,28,30,32-33,35-72H2,1-4H3,(H,85,86)(H,87,88)/b27-24-,29-26-,34-31-/t73-,74+,75+/m0/s1	UCJMKYBZDAYSOA-QEXOSKOLSA-N	1431.019177			MMDBc0036564
BASm0023366	CL(10:0/20:1(11Z)/20:1(13Z)/22:0)	CL(10:0/20:1(11Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:1(11Z)/20:1(13Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (11Z-eicosenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-36-37-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-38-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-39-35-32-29-26-23-19-15-11-7-3/h25,28,32,35,75-77,82H,5-24,26-27,29-31,33-34,36-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,35-32-/t75-,76+,77+/m0/s1	WVGLQKKQGXYRMX-VAVFPHJSSA-N	1461.066127			MMDBc0036565
BASm0023367	CL(10:0/20:1(11Z)/20:1(13Z)/22:1(11Z))	CL(10:0/20:1(11Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:1(11Z)/20:1(13Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-eicosenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-36-37-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-38-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-39-35-32-29-26-23-19-15-11-7-3/h25,28,32,35-37,75-77,82H,5-24,26-27,29-31,33-34,38-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,35-32-,37-36-/t75-,76+,77+/m0/s1	CCKRZNPAPIXXTQ-WFWGGIRFSA-N	1459.050477			MMDBc0036566
BASm0023368	CL(10:0/20:1(11Z)/20:1(13Z)/22:1(9Z))	CL(10:0/20:1(11Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:1(11Z)/20:1(13Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (11Z-eicosenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-36-37-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-38-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-39-35-32-29-26-23-19-15-11-7-3/h25,28,32,35,40,43,75-77,82H,5-24,26-27,29-31,33-34,36-39,41-42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,35-32-,43-40-/t75-,76+,77+/m0/s1	HVSFYCPTGSWBNQ-ZLANYYHLSA-N	1459.050477			MMDBc0036567
BASm0023369	CL(10:0/20:1(13Z)/10:0/20:1(11Z))	CL(10:0/20:1(13Z)/10:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:1(13Z)/10:0/20:1(11Z)) contains two chains of decanoic acid at the C1 and C3 positions, one chain of (13Z-eicosenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-20-16-12-8-4)86-69(74)56-52-48-44-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h23,25,28,30,63-65,70H,5-22,24,26-27,29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b25-23-,30-28-/t63-,64+,65+/m0/s1	RRAMBLFBJPWUIA-BAJOOGIOSA-N	1292.878327			MMDBc0036568
BASm0023370	CL(10:0/20:1(13Z)/10:0/20:1(13Z))	CL(10:0/20:1(13Z)/10:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:1(13Z)/10:0/20:1(13Z)) contains two chains of decanoic acid at the C1 and C3 positions, two chains of (13Z-eicosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-20-16-12-8-4)86-69(74)56-52-48-44-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h23-26,63-65,70H,5-22,27-62H2,1-4H3,(H,75,76)(H,77,78)/b25-23-,26-24-/t64-,65-/m1/s1	HXFRHJJMNLZWSD-GHULVGCJSA-N	1292.878327			MMDBc0036569
BASm0023371	CL(10:0/20:1(13Z)/20:1(11Z)/20:1(11Z))	CL(10:0/20:1(13Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:1(13Z)/20:1(11Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (13Z-eicosenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-38-35-32-29-26-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-37-34-31-28-25-22-18-14-10-6-2/h25,28,30,32-33,35,73-75,80H,5-24,26-27,29,31,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,33-30-,35-32-/t73-,74+,75+/m0/s1	GAKYDSZGQRBCPP-XBWLLOJBSA-N	1431.019177			MMDBc0036570
BASm0023372	CL(10:0/20:1(13Z)/20:1(11Z)/20:1(13Z))	CL(10:0/20:1(13Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:1(13Z)/20:1(11Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, two chains of (13Z-eicosenoyl) at the C2 and C4 positions, one chain of (11Z-eicosenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-38-35-32-29-26-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-37-34-31-28-25-22-18-14-10-6-2/h25-26,28-30,33,73-75,80H,5-24,27,31-32,34-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,29-26-,33-30-/t73-,74+,75+/m0/s1	FVDCFYOOVYBIAW-SNYPDPOISA-N	1431.019177			MMDBc0036571
BASm0023373	CL(10:0/20:1(13Z)/20:1(11Z)/22:0)	CL(10:0/20:1(13Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:1(13Z)/20:1(11Z)/22:0) contains one chain of decanoic acid at the C1 position, one chain of (13Z-eicosenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-36-37-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-38-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-39-35-32-29-26-23-19-15-11-7-3/h26,29,31,34,75-77,82H,5-25,27-28,30,32-33,35-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,34-31-/t75-,76+,77+/m0/s1	XGGHIHMWZKMVIF-NMLVSVMNSA-N	1461.066127			MMDBc0036572
BASm0023374	CL(10:0/20:1(13Z)/20:1(11Z)/22:1(11Z))	CL(10:0/20:1(13Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:1(13Z)/20:1(11Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, one chain of (13Z-eicosenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-36-37-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-38-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-39-35-32-29-26-23-19-15-11-7-3/h26,29,31,34,36-37,75-77,82H,5-25,27-28,30,32-33,35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,34-31-,37-36-/t75-,76+,77+/m0/s1	WUBQRGQVQKHRNB-OBYMAEIJSA-N	1459.050477			MMDBc0036573
BASm0023375	CL(10:0/20:1(13Z)/20:1(11Z)/22:1(9Z))	CL(10:0/20:1(13Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:1(13Z)/20:1(11Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, one chain of (13Z-eicosenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-36-37-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-38-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-39-35-32-29-26-23-19-15-11-7-3/h26,29,31,34,40,43,75-77,82H,5-25,27-28,30,32-33,35-39,41-42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,34-31-,43-40-/t75-,76+,77+/m0/s1	RNGUDFCCMNKPIM-KOSIGGIASA-N	1459.050477			MMDBc0036574
BASm0023376	CL(10:0/20:1(13Z)/20:1(13Z)/20:1(11Z))	CL(10:0/20:1(13Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:1(13Z)/20:1(13Z)/20:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (13Z-eicosenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-38-35-32-29-26-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-37-34-31-28-25-22-18-14-10-6-2/h24-25,27-28,32,35,73-75,80H,5-23,26,29-31,33-34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b27-24-,28-25-,35-32-/t73-,74+,75+/m0/s1	HCZSGLHUWLXGOE-INUFRBOYSA-N	1431.019177			MMDBc0036575
BASm0023377	CL(10:0/20:1(13Z)/20:1(13Z)/20:1(13Z))	CL(10:0/20:1(13Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:1(13Z)/20:1(13Z)/20:1(13Z)) contains one chain of decanoic acid at the C1 position, three chains of (13Z-eicosenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-24-27-30-33-36-39-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-47-44-41-38-35-32-29-26-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-20-16-12-8-4)95-78(83)65-61-57-53-49-46-43-40-37-34-31-28-25-22-18-14-10-6-2/h24-29,73-75,80H,5-23,30-72H2,1-4H3,(H,85,86)(H,87,88)/b27-24-,28-25-,29-26-/t73-,74+,75+/m0/s1	COAHURZGCMDEJR-MQUXPDBOSA-N	1431.019177			MMDBc0036576
BASm0023378	CL(10:0/20:1(13Z)/20:1(13Z)/22:0)	CL(10:0/20:1(13Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:1(13Z)/20:1(13Z)/22:0) contains one chain of decanoic acid at the C1 position, two chains of (13Z-eicosenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-24-27-30-33-36-37-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-38-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-39-35-32-29-26-23-19-15-11-7-3/h25-26,28-29,75-77,82H,5-24,27,30-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,29-26-/t75-,76+,77+/m0/s1	JYRUTMMEQRYNCH-XTASKMJDSA-N	1461.066127			MMDBc0036577
BASm0023379	CL(10:0/20:1(13Z)/20:1(13Z)/22:1(11Z))	CL(10:0/20:1(13Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:1(13Z)/20:1(13Z)/22:1(11Z)) contains one chain of decanoic acid at the C1 position, two chains of (13Z-eicosenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-36-37-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-38-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-39-35-32-29-26-23-19-15-11-7-3/h25-26,28-29,36-37,75-77,82H,5-24,27,30-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,29-26-,37-36-/t75-,76+,77+/m0/s1	FTKFXUPFYURIGO-SBGQAVJYSA-N	1459.050477			MMDBc0036578
BASm0023380	CL(10:0/20:1(13Z)/20:1(13Z)/22:1(9Z))	CL(10:0/20:1(13Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/20:1(13Z)/20:1(13Z)/22:1(9Z)) contains one chain of decanoic acid at the C1 position, two chains of (13Z-eicosenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-24-27-30-33-36-37-40-43-46-49-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-41-38-34-31-28-25-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-20-16-12-8-4)97-80(85)67-63-59-55-51-48-45-42-39-35-32-29-26-23-19-15-11-7-3/h25-26,28-29,40,43,75-77,82H,5-24,27,30-39,41-42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,29-26-,43-40-/t75-,76+,77+/m0/s1	NGKJIVYWTJRHPH-LRXYFKRRSA-N	1459.050477			MMDBc0036579
BASm0023381	CL(10:0/22:0/10:0/22:0)	CL(10:0/22:0/10:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/22:0/10:0/22:0) contains two chains of decanoic acid at the C1 and C3 positions, two chains of docosanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-20-16-12-8-4)90-73(78)60-56-52-48-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t68-,69-/m1/s1	GLSXRIFCXTWWLB-ULKDXPJMSA-N	1352.972227			MMDBc0036580
BASm0023382	CL(10:0/22:1(11Z)/10:0/22:1(11Z))	CL(10:0/22:1(11Z)/10:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/22:1(11Z)/10:0/22:1(11Z)) contains two chains of decanoic acid at the C1 and C3 positions, two chains of (11Z-docosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-20-16-12-8-4)90-73(78)60-56-52-48-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h31-34,67-69,74H,5-30,35-66H2,1-4H3,(H,79,80)(H,81,82)/b33-31-,34-32-/t68-,69-/m1/s1	PWXNEVDCROTOSD-FIWPSOCCSA-N	1348.940927			MMDBc0036581
BASm0023383	CL(10:0/22:1(11Z)/10:0/22:1(9Z))	CL(10:0/22:1(11Z)/10:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/22:1(11Z)/10:0/22:1(9Z)) contains two chains of decanoic acid at the C1 and C3 positions, one chain of (11Z-docosenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-20-16-12-8-4)90-73(78)60-56-52-48-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h31,33,36,38,67-69,74H,5-30,32,34-35,37,39-66H2,1-4H3,(H,79,80)(H,81,82)/b33-31-,38-36-/t67-,68+,69+/m0/s1	WZQBASMKJJIYPB-MEOIEFPGSA-N	1348.940927			MMDBc0036582
BASm0023384	CL(10:0/22:1(9Z)/10:0/22:1(11Z))	CL(10:0/22:1(9Z)/10:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/22:1(9Z)/10:0/22:1(11Z)) contains two chains of decanoic acid at the C1 and C3 positions, one chain of (9Z-docosenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-20-16-12-8-4)90-73(78)60-56-52-48-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h31,33,36,38,67-69,74H,5-30,32,34-35,37,39-66H2,1-4H3,(H,79,80)(H,81,82)/b33-31-,38-36-/t67-,68-,69-/m1/s1	WZQBASMKJJIYPB-KGLQTCNVSA-N	1348.940927			MMDBc0036583
BASm0023385	CL(10:0/22:1(9Z)/10:0/22:1(9Z))	CL(10:0/22:1(9Z)/10:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/22:1(9Z)/10:0/22:1(9Z)) contains two chains of decanoic acid at the C1 and C3 positions, two chains of (9Z-docosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-20-16-12-8-4)90-73(78)60-56-52-48-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h35-38,67-69,74H,5-34,39-66H2,1-4H3,(H,79,80)(H,81,82)/b37-35-,38-36-/t68-,69-/m1/s1	AKOOKFHGVIZUDJ-ZUWRGPNDSA-N	1348.940927			MMDBc0036584
BASm0023386	CL(10:0/23:1(11Z)/10:0/23:1(11Z))	CL(10:0/23:1(11Z)/10:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/23:1(11Z)/10:0/23:1(11Z)) contains two chains of decanoic acid at the C1 and C3 positions, two chains of 11Z-tricosanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-20-16-12-8-4)92-75(80)62-58-54-50-46-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h33-36,69-71,76H,5-32,37-68H2,1-4H3,(H,81,82)(H,83,84)/b35-33-,36-34-/t70-,71-/m1/s1	ZBIUDOWFOKKSKS-BMWBSLLOSA-N	1376.972227			MMDBc0036585
BASm0023387	CL(10:0/23:1(11Z)/10:0/23:1(9Z))	CL(10:0/23:1(11Z)/10:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/23:1(11Z)/10:0/23:1(9Z)) contains two chains of decanoic acid at the C1 and C3 positions, one chain of 11Z-tricosanoic acid at the C2 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-20-16-12-8-4)92-75(80)62-58-54-50-46-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h33,35,38,40,69-71,76H,5-32,34,36-37,39,41-68H2,1-4H3,(H,81,82)(H,83,84)/b35-33-,40-38-/t69-,70+,71+/m0/s1	ODGFGCZCLIRHGJ-HJUURHIISA-N	1376.972227			MMDBc0036586
BASm0023388	CL(10:0/23:1(9Z)/10:0/23:1(11Z))	CL(10:0/23:1(9Z)/10:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/23:1(9Z)/10:0/23:1(11Z)) contains two chains of decanoic acid at the C1 and C3 positions, one chain of 9Z-tricosanoic acid at the C2 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-20-16-12-8-4)92-75(80)62-58-54-50-46-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h33,35,38,40,69-71,76H,5-32,34,36-37,39,41-68H2,1-4H3,(H,81,82)(H,83,84)/b35-33-,40-38-/t69-,70-,71-/m1/s1	ODGFGCZCLIRHGJ-DHZGICDOSA-N	1376.972227			MMDBc0036587
BASm0023389	CL(10:0/23:1(9Z)/10:0/23:1(9Z))	CL(10:0/23:1(9Z)/10:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/23:1(9Z)/10:0/23:1(9Z)) contains two chains of decanoic acid at the C1 and C3 positions, two chains of 9Z-tricosanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-20-16-12-8-4)92-75(80)62-58-54-50-46-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h37-40,69-71,76H,5-36,41-68H2,1-4H3,(H,81,82)(H,83,84)/b39-37-,40-38-/t70-,71-/m1/s1	MWMDNRNXZBXDEN-JHASOGCKSA-N	1376.972227			MMDBc0036588
BASm0023390	CL(10:0/24:0/10:0/24:0)	CL(10:0/24:0/10:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/24:0/10:0/24:0) contains two chains of decanoic acid at the C1 and C3 positions, two chains of tetracosanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-45-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-20-16-12-8-4)94-77(82)64-60-56-52-48-46-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t72-,73-/m1/s1	WZGZBTBOCLZOSX-FVROZTDHSA-N	1409.034827			MMDBc0036589
BASm0023391	CL(10:0/24:1(11Z)/10:0/24:1(11Z))	CL(10:0/24:1(11Z)/10:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/24:1(11Z)/10:0/24:1(11Z)) contains two chains of decanoic acid at the C1 and C3 positions, two chains of (11Z-tetracosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-45-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-20-16-12-8-4)94-77(82)64-60-56-52-48-46-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h35-38,71-73,78H,5-34,39-70H2,1-4H3,(H,83,84)(H,85,86)/b37-35-,38-36-/t72-,73-/m1/s1	BTGBWCNOISWYOT-LFIQFCQJSA-N	1405.003527			MMDBc0036590
BASm0023392	CL(10:0/24:1(11Z)/10:0/24:1(9Z))	CL(10:0/24:1(11Z)/10:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/24:1(11Z)/10:0/24:1(9Z)) contains two chains of decanoic acid at the C1 and C3 positions, one chain of (11Z-tetracosenoyl) at the C2 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-45-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-20-16-12-8-4)94-77(82)64-60-56-52-48-46-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h35,37,40,42,71-73,78H,5-34,36,38-39,41,43-70H2,1-4H3,(H,83,84)(H,85,86)/b37-35-,42-40-/t71-,72+,73+/m0/s1	XKCAMNWTCJPQHO-RCAKGGHOSA-N	1405.003527			MMDBc0036591
BASm0023393	CL(10:0/24:1(9Z)/10:0/24:1(11Z))	CL(10:0/24:1(9Z)/10:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/24:1(9Z)/10:0/24:1(11Z)) contains two chains of decanoic acid at the C1 and C3 positions, one chain of (9Z-tetracosenoyl) at the C2 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-45-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-20-16-12-8-4)94-77(82)64-60-56-52-48-46-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h35,37,40,42,71-73,78H,5-34,36,38-39,41,43-70H2,1-4H3,(H,83,84)(H,85,86)/b37-35-,42-40-/t71-,72-,73-/m1/s1	XKCAMNWTCJPQHO-MLMAXFJMSA-N	1405.003527			MMDBc0036592
BASm0023394	CL(10:0/24:1(9Z)/10:0/24:1(9Z))	CL(10:0/24:1(9Z)/10:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/24:1(9Z)/10:0/24:1(9Z)) contains two chains of decanoic acid at the C1 and C3 positions, two chains of (9Z-tetracosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-45-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-20-16-12-8-4)94-77(82)64-60-56-52-48-46-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h39-42,71-73,78H,5-38,43-70H2,1-4H3,(H,83,84)(H,85,86)/b41-39-,42-40-/t72-,73-/m1/s1	MARHUFXVKUWBCE-VARUZFCUSA-N	1405.003527			MMDBc0036593
BASm0023395	CL(10:0/25:0/10:0/25:0)	CL(10:0/25:0/10:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/25:0/10:0/25:0) contains two chains of decanoic acid at the C1 and C3 positions, two chains of pentacosanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-45-47-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-20-16-12-8-4)96-79(84)66-62-58-54-50-48-46-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t74-,75-/m1/s1	NKCHDCPLCLDGSI-FUGSSFFWSA-N	1437.066127			MMDBc0036594
BASm0023396	CL(10:0/25:1(11Z)/10:0/25:1(11Z))	CL(10:0/25:1(11Z)/10:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/25:1(11Z)/10:0/25:1(11Z)) contains two chains of decanoic acid at the C1 and C3 positions, two chains of 11Z-pentacosanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-45-47-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-20-16-12-8-4)96-79(84)66-62-58-54-50-48-46-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h37-40,73-75,80H,5-36,41-72H2,1-4H3,(H,85,86)(H,87,88)/b39-37-,40-38-/t74-,75-/m1/s1	BIPWSJKHIBUXNB-CRAXMMQTSA-N	1433.034827			MMDBc0036595
BASm0023397	CL(10:0/25:1(11Z)/10:0/25:1(9Z))	CL(10:0/25:1(11Z)/10:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/25:1(11Z)/10:0/25:1(9Z)) contains two chains of decanoic acid at the C1 and C3 positions, one chain of 11Z-pentacosanoic acid at the C2 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-45-47-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-20-16-12-8-4)96-79(84)66-62-58-54-50-48-46-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h37,39,42,44,73-75,80H,5-36,38,40-41,43,45-72H2,1-4H3,(H,85,86)(H,87,88)/b39-37-,44-42-/t73-,74+,75+/m0/s1	IDUPPUFAZMRTQT-HRBMFIOQSA-N	1433.034827			MMDBc0036596
BASm0023398	CL(10:0/25:1(9Z)/10:0/25:1(11Z))	CL(10:0/25:1(9Z)/10:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/25:1(9Z)/10:0/25:1(11Z)) contains two chains of decanoic acid at the C1 and C3 positions, one chain of (9Z-pentacosenoyl) at the C2 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-45-47-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-20-16-12-8-4)96-79(84)66-62-58-54-50-48-46-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h37,39,42,44,73-75,80H,5-36,38,40-41,43,45-72H2,1-4H3,(H,85,86)(H,87,88)/b39-37-,44-42-/t73-,74-,75-/m1/s1	IDUPPUFAZMRTQT-PKRNZLPFSA-N	1433.034827			MMDBc0036597
BASm0023399	CL(10:0/25:1(9Z)/10:0/25:1(9Z))	CL(10:0/25:1(9Z)/10:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/25:1(9Z)/10:0/25:1(9Z)) contains two chains of decanoic acid at the C1 and C3 positions, two chains of (9Z-pentacosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-45-47-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-20-16-12-8-4)96-79(84)66-62-58-54-50-48-46-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h41-44,73-75,80H,5-40,45-72H2,1-4H3,(H,85,86)(H,87,88)/b43-41-,44-42-/t74-,75-/m1/s1	RXVWPCZUBDFBQT-SCQUBAQZSA-N	1433.034827			MMDBc0036598
BASm0023400	CL(10:0/26:0/10:0/26:0)	CL(10:0/26:0/10:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/26:0/10:0/26:0) contains two chains of decanoic acid at the C1 and C3 positions, two chains of hexacosanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-45-47-49-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-52-50-48-46-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t76-,77-/m1/s1	YAFJANRIIWILES-KZCWQMDCSA-N	1465.097428			MMDBc0036599
BASm0023401	CL(10:0/26:1(11Z)/10:0/26:1(11Z))	CL(10:0/26:1(11Z)/10:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/26:1(11Z)/10:0/26:1(11Z)) contains two chains of decanoic acid at the C1 and C3 positions, two chains of (11Z-hexacosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-45-47-49-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-20-16-12-8-4)98-81(86)68-64-60-56-52-50-48-46-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h37-40,75-77,82H,5-36,41-74H2,1-4H3,(H,87,88)(H,89,90)/b39-37-,40-38-/t76-,77-/m1/s1	YCTQXDHBCJKPHH-BYEGCPHXSA-N	1461.066127			MMDBc0036600
BASm0023402	CL(10:0/26:1(11Z)/10:0/26:1(9Z))	CL(10:0/26:1(11Z)/10:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/26:1(11Z)/10:0/26:1(9Z)) contains two chains of decanoic acid at the C1 and C3 positions, one chain of (11Z-hexacosenoyl) at the C2 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-45-47-49-51-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-20-16-12-8-4)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-19-15-11-7-3)98-81(86)68-64-60-56-52-50-48-46-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h38,40,43,45,76-78,83H,5-37,39,41-42,44,46-75H2,1-4H3,(H,88,89)(H,90,91)/b40-38-,45-43-/t76-,77+,78+/m0/s1	XXKOBOVSTWJAFP-QVWUQJDISA-N	1475.081778			MMDBc0036601
BASm0023403	CL(10:0/26:1(9Z)/10:0/26:1(11Z))	CL(10:0/26:1(9Z)/10:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/26:1(9Z)/10:0/26:1(11Z)) contains two chains of decanoic acid at the C1 and C3 positions, one chain of (9Z-hexacosenoyl) at the C2 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-45-47-49-51-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-20-16-12-8-4)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-19-15-11-7-3)98-81(86)68-64-60-56-52-50-48-46-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h38,40,43,45,76-78,83H,5-37,39,41-42,44,46-75H2,1-4H3,(H,88,89)(H,90,91)/b40-38-,45-43-/t76-,77-,78-/m1/s1	XXKOBOVSTWJAFP-GXTKHEPCSA-N	1475.081778			MMDBc0036602
BASm0023404	CL(10:0/26:1(9Z)/10:0/26:1(9Z))	CL(10:0/26:1(9Z)/10:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(10:0/26:1(9Z)/10:0/26:1(9Z)) contains two chains of decanoic acid at the C1 and C3 positions, two chains of (9Z-hexacosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C83H158O17P2	InChI=1S/C83H158O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-39-41-43-45-47-49-51-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-19-15-11-7-3)75-97-101(89,90)95-71-77(84)72-96-102(91,92)98-76-79(74-94-81(86)68-64-60-56-20-16-12-8-4)100-83(88)70-66-62-58-54-52-50-48-46-44-42-40-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h43-46,77-79,84H,5-42,47-76H2,1-4H3,(H,89,90)(H,91,92)/b45-43-,46-44-/t78-,79-/m1/s1	WFGAHIGSJVHRNB-QHVSPASXSA-N	1489.097428			MMDBc0036603
BASm0023405	CL(12:0/12:0/12:0/22:0)	CL(12:0/12:0/12:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/12:0/22:0) contains three chains of dodecanoic acid at the C1, C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C67H130O17P2	InChI=1S/C67H130O17P2/c1-5-9-13-17-21-25-26-27-28-29-30-31-32-33-34-38-42-46-50-54-67(72)84-63(58-78-65(70)52-48-44-40-36-23-19-15-11-7-3)60-82-86(75,76)80-56-61(68)55-79-85(73,74)81-59-62(83-66(71)53-49-45-41-37-24-20-16-12-8-4)57-77-64(69)51-47-43-39-35-22-18-14-10-6-2/h61-63,68H,5-60H2,1-4H3,(H,73,74)(H,75,76)/t61-,62+,63+/m0/s1	QAHWUISMQBNRLS-WJOGUDKKSA-N	1268.878327			MMDBc0036604
BASm0023406	CL(12:0/12:0/12:0/24:0)	CL(12:0/12:0/12:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/12:0/24:0) contains three chains of dodecanoic acid at the C1, C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-25-26-27-28-29-30-31-32-33-34-35-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-22-18-14-10-6-2/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t63-,64+,65+/m0/s1	QIHWBQCCKLPWHY-MGSXVFSVSA-N	1296.909627			MMDBc0036605
BASm0023407	CL(12:0/12:0/12:0/24:1(11Z))	CL(12:0/12:0/12:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/12:0/24:1(11Z)) contains three chains of dodecanoic acid at the C1, C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-26-27-28-29-30-31-32-33-34-35-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-22-18-14-10-6-2/h31-32,63-65,70H,5-30,33-62H2,1-4H3,(H,75,76)(H,77,78)/b32-31-/t63-,64+,65+/m0/s1	OKKBGTOORWNMIQ-NKGZKSAMSA-N	1294.893977			MMDBc0036606
BASm0023408	CL(12:0/12:0/12:0/24:1(9Z))	CL(12:0/12:0/12:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/12:0/24:1(9Z)) contains three chains of dodecanoic acid at the C1, C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-26-27-28-29-30-31-32-33-34-35-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-22-18-14-10-6-2/h33-34,63-65,70H,5-32,35-62H2,1-4H3,(H,75,76)(H,77,78)/b34-33-/t63-,64+,65+/m0/s1	LYQOHTDIGIKRBU-NWAQRRSMSA-N	1294.893977			MMDBc0036607
BASm0023409	CL(12:0/12:0/12:0/26:0)	CL(12:0/12:0/12:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/12:0/26:0) contains three chains of dodecanoic acid at the C1, C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-25-26-27-28-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-22-18-14-10-6-2/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	SHDIASSGLODQAH-OHKZLATASA-N	1324.940927			MMDBc0036608
BASm0023410	CL(12:0/12:0/12:0/26:1(11Z))	CL(12:0/12:0/12:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/12:0/26:1(11Z)) contains three chains of dodecanoic acid at the C1, C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-26-27-28-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-22-18-14-10-6-2/h32-33,65-67,72H,5-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b33-32-/t65-,66+,67+/m0/s1	WIHBZHBOYVKTMJ-KHOZQRHUSA-N	1322.925277			MMDBc0036609
BASm0023411	CL(12:0/12:0/12:0/26:1(9Z))	CL(12:0/12:0/12:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/12:0/26:1(9Z)) contains three chains of dodecanoic acid at the C1, C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C72H138O17P2	InChI=1S/C72H138O17P2/c1-5-9-13-17-21-25-26-27-28-29-30-31-32-33-34-35-36-37-38-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-23-19-15-11-7-3)65-87-91(80,81)85-61-66(73)60-84-90(78,79)86-64-67(88-71(76)58-54-50-46-42-24-20-16-12-8-4)62-82-69(74)56-52-48-44-40-22-18-14-10-6-2/h35-36,66-68,73H,5-34,37-65H2,1-4H3,(H,78,79)(H,80,81)/b36-35-/t66-,67+,68+/m0/s1	VQZPLDKDBNEOSF-XKWNFIRFSA-N	1336.940927			MMDBc0036610
BASm0023412	CL(12:0/12:0/12:0/28:0)	CL(12:0/12:0/12:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/12:0/28:0) contains three chains of dodecanoic acid at the C1, C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-25-26-27-28-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-22-18-14-10-6-2/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	WVSVMNQDBGTLCO-MXMGCQHCSA-N	1352.972227			MMDBc0036611
BASm0023413	CL(12:0/12:0/12:0/28:1(11Z))	CL(12:0/12:0/12:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/12:0/28:1(11Z)) contains three chains of dodecanoic acid at the C1, C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-26-27-28-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-22-18-14-10-6-2/h34-35,67-69,74H,5-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b35-34-/t67-,68+,69+/m0/s1	IINBQSMASJZCJF-YHGSUBCESA-N	1350.956577			MMDBc0036612
BASm0023414	CL(12:0/12:0/12:0/28:1(9Z))	CL(12:0/12:0/12:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/12:0/28:1(9Z)) contains three chains of dodecanoic acid at the C1, C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-26-27-28-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-22-18-14-10-6-2/h36-37,67-69,74H,5-35,38-66H2,1-4H3,(H,79,80)(H,81,82)/b37-36-/t67-,68+,69+/m0/s1	DOJJJUGOHQZGPK-GSGQLPDESA-N	1350.956577			MMDBc0036613
BASm0023415	CL(12:0/12:0/12:0/30:0)	CL(12:0/12:0/12:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/12:0/30:0) contains three chains of dodecanoic acid at the C1, C2 and C3 positions, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-25-26-27-28-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-22-18-14-10-6-2/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	XOTIEYSFMXAVGD-NTQFVZKBSA-N	1381.003527			MMDBc0036614
BASm0023416	CL(12:0/12:0/14:0/20:0)	CL(12:0/12:0/14:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:0/20:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C67H130O17P2	InChI=1S/C67H130O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-34-38-42-46-50-54-67(72)84-63(58-78-65(70)52-48-44-40-37-33-26-22-18-14-10-6-2)60-82-86(75,76)80-56-61(68)55-79-85(73,74)81-59-62(83-66(71)53-49-45-41-36-24-20-16-12-8-4)57-77-64(69)51-47-43-39-35-23-19-15-11-7-3/h61-63,68H,5-60H2,1-4H3,(H,73,74)(H,75,76)/t61-,62+,63+/m0/s1	JQZLMONPDNNCBJ-WJOGUDKKSA-N	1268.878327			MMDBc0036615
BASm0023417	CL(12:0/12:0/14:0/22:0)	CL(12:0/12:0/14:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:0/22:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-35-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-38-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-23-19-15-11-7-3/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t63-,64+,65+/m0/s1	UCWYLVXQLHFEDD-MGSXVFSVSA-N	1296.909627			MMDBc0036616
BASm0023418	CL(12:0/12:0/14:0/22:1(11Z))	CL(12:0/12:0/14:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:0/22:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-35-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-38-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-23-19-15-11-7-3/h30-31,63-65,70H,5-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b31-30-/t63-,64+,65+/m0/s1	DMTBJRGNXAAZII-KROWAYFZSA-N	1294.893977			MMDBc0036617
BASm0023419	CL(12:0/12:0/14:0/22:1(9Z))	CL(12:0/12:0/14:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:0/22:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-35-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-38-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-23-19-15-11-7-3/h32-33,63-65,70H,5-31,34-62H2,1-4H3,(H,75,76)(H,77,78)/b33-32-/t63-,64+,65+/m0/s1	WYSBYDRWOATBPU-VLSWLNKFSA-N	1294.893977			MMDBc0036618
BASm0023420	CL(12:0/12:0/14:0/24:0)	CL(12:0/12:0/14:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:0/24:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	SQEJFTFRMDCOFQ-OHKZLATASA-N	1324.940927			MMDBc0036619
BASm0023421	CL(12:0/12:0/14:0/24:1(11Z))	CL(12:0/12:0/14:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:0/24:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h32-33,65-67,72H,5-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b33-32-/t65-,66+,67+/m0/s1	KSEKXGPPQBYXRZ-KHOZQRHUSA-N	1322.925277			MMDBc0036620
BASm0023422	CL(12:0/12:0/14:0/24:1(9Z))	CL(12:0/12:0/14:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:0/24:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h34-35,65-67,72H,5-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b35-34-/t65-,66+,67+/m0/s1	NSPQESMBFHLVFQ-OZBXPXKDSA-N	1322.925277			MMDBc0036621
BASm0023423	CL(12:0/12:0/14:0/26:0)	CL(12:0/12:0/14:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:0/26:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-37-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	FZGDEVVHPYWHFJ-MXMGCQHCSA-N	1352.972227			MMDBc0036622
BASm0023424	CL(12:0/12:0/14:0/26:1(11Z))	CL(12:0/12:0/14:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:0/26:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-37-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h33-34,67-69,74H,5-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b34-33-/t67-,68+,69+/m0/s1	GPZTWZAVRYRTJW-HWHIIAHISA-N	1350.956577			MMDBc0036623
BASm0023425	CL(12:0/12:0/14:0/26:1(9Z))	CL(12:0/12:0/14:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:0/26:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C74H142O17P2	InChI=1S/C74H142O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-37-38-39-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-44-40-26-22-18-14-10-6-2)67-89-93(82,83)87-63-68(75)62-86-92(80,81)88-66-69(90-73(78)60-56-52-48-43-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-23-19-15-11-7-3/h36-37,68-70,75H,5-35,38-67H2,1-4H3,(H,80,81)(H,82,83)/b37-36-/t68-,69+,70+/m0/s1	BQSFPYRLGXAQGT-XAESWIBHSA-N	1364.972227			MMDBc0036624
BASm0023426	CL(12:0/12:0/14:0/28:0)	CL(12:0/12:0/14:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:0/28:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	LWEMLJRVQKEGNW-NTQFVZKBSA-N	1381.003527			MMDBc0036625
BASm0023427	CL(12:0/12:0/14:0/28:1(11Z))	CL(12:0/12:0/14:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:0/28:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h35-36,69-71,76H,5-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b36-35-/t69-,70+,71+/m0/s1	DCNKSUXHCXNXFI-ZROLNUINSA-N	1378.987877			MMDBc0036626
BASm0023428	CL(12:0/12:0/14:0/28:1(9Z))	CL(12:0/12:0/14:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:0/28:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h37-38,69-71,76H,5-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b38-37-/t69-,70+,71+/m0/s1	QFIUHQZRPJWXBR-FYPLOVRYSA-N	1378.987877			MMDBc0036627
BASm0023429	CL(12:0/12:0/14:0/30:0)	CL(12:0/12:0/14:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:0/30:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	JHMCKBYTWGTFCO-DFXUENRWSA-N	1409.034827			MMDBc0036628
BASm0023430	CL(12:0/12:0/14:1(11Z)/22:0)	CL(12:0/12:0/14:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:1(11Z)/22:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-35-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-38-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-23-19-15-11-7-3/h10,14,63-65,70H,5-9,11-13,15-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-/t63-,64+,65+/m0/s1	MQUHQQNGVGRZOI-UMAZNCTNSA-N	1294.893977			MMDBc0036629
BASm0023431	CL(12:0/12:0/14:1(11Z)/22:1(11Z))	CL(12:0/12:0/14:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:1(11Z)/22:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-35-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-38-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-23-19-15-11-7-3/h10,14,30-31,63-65,70H,5-9,11-13,15-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,31-30-/t63-,64+,65+/m0/s1	RSQMNCNRMOGJBC-ZKHUAIORSA-N	1292.878327			MMDBc0036630
BASm0023432	CL(12:0/12:0/14:1(11Z)/22:1(9Z))	CL(12:0/12:0/14:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:1(11Z)/22:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-35-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-38-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-23-19-15-11-7-3/h10,14,32-33,63-65,70H,5-9,11-13,15-31,34-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,33-32-/t63-,64+,65+/m0/s1	NGYOCQWSZNPHIH-CTQUMEAFSA-N	1292.878327			MMDBc0036631
BASm0023433	CL(12:0/12:0/14:1(11Z)/24:0)	CL(12:0/12:0/14:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:1(11Z)/24:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h10,14,65-67,72H,5-9,11-13,15-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-/t65-,66+,67+/m0/s1	WQAMAKZRFFPDPX-OOHPCFLOSA-N	1322.925277			MMDBc0036632
BASm0023434	CL(12:0/12:0/14:1(11Z)/24:1(11Z))	CL(12:0/12:0/14:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:1(11Z)/24:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h10,14,32-33,65-67,72H,5-9,11-13,15-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,33-32-/t65-,66+,67+/m0/s1	MVTGTLKXHOKCPQ-LWFOQUHBSA-N	1320.909627			MMDBc0036633
BASm0023435	CL(12:0/12:0/14:1(11Z)/24:1(9Z))	CL(12:0/12:0/14:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:1(11Z)/24:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h10,14,34-35,65-67,72H,5-9,11-13,15-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,35-34-/t65-,66+,67+/m0/s1	JPLIUXLJAQBTQH-QNZNWNBYSA-N	1320.909627			MMDBc0036634
BASm0023436	CL(12:0/12:0/14:1(11Z)/26:0)	CL(12:0/12:0/14:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:1(11Z)/26:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-37-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h10,14,67-69,74H,5-9,11-13,15-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-/t67-,68+,69+/m0/s1	PQLOFKRAFXQWTG-GMZAFTRQSA-N	1350.956577			MMDBc0036635
BASm0023437	CL(12:0/12:0/14:1(11Z)/26:1(11Z))	CL(12:0/12:0/14:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:1(11Z)/26:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-37-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h10,14,33-34,67-69,74H,5-9,11-13,15-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,34-33-/t67-,68+,69+/m0/s1	RVRJIMSAJBVOFT-KCJLTQKMSA-N	1348.940927			MMDBc0036636
BASm0023438	CL(12:0/12:0/14:1(11Z)/26:1(9Z))	CL(12:0/12:0/14:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:1(11Z)/26:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C74H140O17P2	InChI=1S/C74H140O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-37-38-39-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-44-40-26-22-18-14-10-6-2)67-89-93(82,83)87-63-68(75)62-86-92(80,81)88-66-69(90-73(78)60-56-52-48-43-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-23-19-15-11-7-3/h10,14,36-37,68-70,75H,5-9,11-13,15-35,38-67H2,1-4H3,(H,80,81)(H,82,83)/b14-10-,37-36-/t68-,69+,70+/m0/s1	CFSOKEVDNXWHOY-DUWFQDPFSA-N	1362.956577			MMDBc0036637
BASm0023439	CL(12:0/12:0/14:1(11Z)/28:0)	CL(12:0/12:0/14:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:1(11Z)/28:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h10,14,69-71,76H,5-9,11-13,15-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-/t69-,70+,71+/m0/s1	DAKZKFZBTXLVNB-WHLXAIBDSA-N	1378.987877			MMDBc0036638
BASm0023440	CL(12:0/12:0/14:1(11Z)/28:1(11Z))	CL(12:0/12:0/14:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:1(11Z)/28:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h10,14,35-36,69-71,76H,5-9,11-13,15-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-,36-35-/t69-,70+,71+/m0/s1	AOCNZACHYPYLGY-ZEVYXNMOSA-N	1376.972227			MMDBc0036639
BASm0023441	CL(12:0/12:0/14:1(11Z)/28:1(9Z))	CL(12:0/12:0/14:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:1(11Z)/28:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h10,14,37-38,69-71,76H,5-9,11-13,15-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-,38-37-/t69-,70+,71+/m0/s1	NTLLUOKCVONIGM-YNRLWLQTSA-N	1376.972227			MMDBc0036640
BASm0023442	CL(12:0/12:0/14:1(11Z)/30:0)	CL(12:0/12:0/14:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:1(11Z)/30:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h10,14,71-73,78H,5-9,11-13,15-70H2,1-4H3,(H,83,84)(H,85,86)/b14-10-/t71-,72+,73+/m0/s1	HGFDHXOHMSCRAP-MAZOXXJGSA-N	1407.019177			MMDBc0036641
BASm0023443	CL(12:0/12:0/14:1(9Z)/22:0)	CL(12:0/12:0/14:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:1(9Z)/22:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-35-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-38-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-23-19-15-11-7-3/h18,22,63-65,70H,5-17,19-21,23-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-/t63-,64+,65+/m0/s1	YPANSYBOKLXFED-PXHUVQHOSA-N	1294.893977			MMDBc0036642
BASm0023444	CL(12:0/12:0/14:1(9Z)/22:1(11Z))	CL(12:0/12:0/14:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:1(9Z)/22:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-35-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-38-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-23-19-15-11-7-3/h18,22,30-31,63-65,70H,5-17,19-21,23-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,31-30-/t63-,64+,65+/m0/s1	SWCDBVZJKZZNIX-QHSLQMAPSA-N	1292.878327			MMDBc0036643
BASm0023445	CL(12:0/12:0/14:1(9Z)/22:1(9Z))	CL(12:0/12:0/14:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:1(9Z)/22:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-35-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-38-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-23-19-15-11-7-3/h18,22,32-33,63-65,70H,5-17,19-21,23-31,34-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,33-32-/t63-,64+,65+/m0/s1	FKTQPXBJRAANLS-FEWFZNQNSA-N	1292.878327			MMDBc0036644
BASm0023446	CL(12:0/12:0/14:1(9Z)/24:0)	CL(12:0/12:0/14:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:1(9Z)/24:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h18,22,65-67,72H,5-17,19-21,23-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-/t65-,66+,67+/m0/s1	GCPUDORYECIECB-VBONMZTLSA-N	1322.925277			MMDBc0036645
BASm0023447	CL(12:0/12:0/14:1(9Z)/24:1(11Z))	CL(12:0/12:0/14:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:1(9Z)/24:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h18,22,32-33,65-67,72H,5-17,19-21,23-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,33-32-/t65-,66+,67+/m0/s1	FVSXOFMBEHKLNZ-FMZILRKYSA-N	1320.909627			MMDBc0036646
BASm0023448	CL(12:0/12:0/14:1(9Z)/24:1(9Z))	CL(12:0/12:0/14:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:1(9Z)/24:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h18,22,34-35,65-67,72H,5-17,19-21,23-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,35-34-/t65-,66+,67+/m0/s1	ZVEXDFHEHFUAQO-VRXOWNLZSA-N	1320.909627			MMDBc0036647
BASm0023449	CL(12:0/12:0/14:1(9Z)/26:0)	CL(12:0/12:0/14:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:1(9Z)/26:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-37-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h18,22,67-69,74H,5-17,19-21,23-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-/t67-,68+,69+/m0/s1	ZAPKQFOJZCQOJG-AEIUOFHZSA-N	1350.956577			MMDBc0036648
BASm0023450	CL(12:0/12:0/14:1(9Z)/26:1(11Z))	CL(12:0/12:0/14:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:1(9Z)/26:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-37-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h18,22,33-34,67-69,74H,5-17,19-21,23-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,34-33-/t67-,68+,69+/m0/s1	BUBXNZKLVBGIRI-OPLSJMRYSA-N	1348.940927			MMDBc0036649
BASm0023451	CL(12:0/12:0/14:1(9Z)/26:1(9Z))	CL(12:0/12:0/14:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:1(9Z)/26:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C74H140O17P2	InChI=1S/C74H140O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-37-38-39-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-44-40-26-22-18-14-10-6-2)67-89-93(82,83)87-63-68(75)62-86-92(80,81)88-66-69(90-73(78)60-56-52-48-43-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-23-19-15-11-7-3/h18,22,36-37,68-70,75H,5-17,19-21,23-35,38-67H2,1-4H3,(H,80,81)(H,82,83)/b22-18-,37-36-/t68-,69+,70+/m0/s1	SPODDCJSXNVHOJ-KNXQGCAKSA-N	1362.956577			MMDBc0036650
BASm0023452	CL(12:0/12:0/14:1(9Z)/28:0)	CL(12:0/12:0/14:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:1(9Z)/28:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h18,22,69-71,76H,5-17,19-21,23-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-/t69-,70+,71+/m0/s1	CUQCHIYAWLYEIX-ULWBWJMGSA-N	1378.987877			MMDBc0036651
BASm0023453	CL(12:0/12:0/14:1(9Z)/28:1(11Z))	CL(12:0/12:0/14:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:1(9Z)/28:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h18,22,35-36,69-71,76H,5-17,19-21,23-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,36-35-/t69-,70+,71+/m0/s1	ZACCFPVHVKRDNS-DIJAFBDRSA-N	1376.972227			MMDBc0036652
BASm0023454	CL(12:0/12:0/14:1(9Z)/28:1(9Z))	CL(12:0/12:0/14:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:1(9Z)/28:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h18,22,37-38,69-71,76H,5-17,19-21,23-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,38-37-/t69-,70+,71+/m0/s1	XWXUPGBXPKDGPJ-GNKCYSNOSA-N	1376.972227			MMDBc0036653
BASm0023455	CL(12:0/12:0/14:1(9Z)/30:0)	CL(12:0/12:0/14:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/14:1(9Z)/30:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-27-28-29-30-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h18,22,71-73,78H,5-17,19-21,23-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-/t71-,72+,73+/m0/s1	QFVDINZRBBYGTR-PDVPRQMFSA-N	1407.019177			MMDBc0036654
BASm0023456	CL(12:0/12:0/15:0/23:1(11Z))	CL(12:0/12:0/15:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/15:0/23:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-28-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h32-33,65-67,72H,5-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b33-32-/t65-,66+,67+/m0/s1	ZPQFOJSCOLZXSA-KHOZQRHUSA-N	1322.925277			MMDBc0036655
BASm0023457	CL(12:0/12:0/15:0/23:1(9Z))	CL(12:0/12:0/15:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/15:0/23:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-28-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h34-35,65-67,72H,5-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b35-34-/t65-,66+,67+/m0/s1	FOCJWSRHTYPDFQ-OZBXPXKDSA-N	1322.925277			MMDBc0036656
BASm0023458	CL(12:0/12:0/15:0/25:0)	CL(12:0/12:0/15:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/15:0/25:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	SESFEAOFQRUUNF-MXMGCQHCSA-N	1352.972227			MMDBc0036657
BASm0023459	CL(12:0/12:0/15:0/25:1(11Z))	CL(12:0/12:0/15:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/15:0/25:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h34-35,67-69,74H,5-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b35-34-/t67-,68+,69+/m0/s1	JMUNYTCYYKCSPV-YHGSUBCESA-N	1350.956577			MMDBc0036658
BASm0023460	CL(12:0/12:0/15:0/25:1(9Z))	CL(12:0/12:0/15:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/15:0/25:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h36-37,67-69,74H,5-35,38-66H2,1-4H3,(H,79,80)(H,81,82)/b37-36-/t67-,68+,69+/m0/s1	KSPAVNCNNSRONY-GSGQLPDESA-N	1350.956577			MMDBc0036659
BASm0023461	CL(12:0/12:0/15:0/27:0)	CL(12:0/12:0/15:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/15:0/27:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	MDZUUNNWNFWCJT-NTQFVZKBSA-N	1381.003527			MMDBc0036660
BASm0023462	CL(12:0/12:0/15:0/27:1(11Z))	CL(12:0/12:0/15:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/15:0/27:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h36-37,69-71,76H,5-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b37-36-/t69-,70+,71+/m0/s1	DEGFRQLOQMLMOD-TVPKQGNNSA-N	1378.987877			MMDBc0036661
BASm0023463	CL(12:0/12:0/15:0/27:1(9Z))	CL(12:0/12:0/15:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/15:0/27:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h38-39,69-71,76H,5-37,40-68H2,1-4H3,(H,81,82)(H,83,84)/b39-38-/t69-,70+,71+/m0/s1	GFSUBJMDILFLQS-KNSMOLQHSA-N	1378.987877			MMDBc0036662
BASm0023464	CL(12:0/12:0/15:0/29:0)	CL(12:0/12:0/15:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/15:0/29:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	HEAVWLRZMSXXES-DFXUENRWSA-N	1409.034827			MMDBc0036663
BASm0023465	CL(12:0/12:0/15:1(11Z)/23:1(11Z))	CL(12:0/12:0/15:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/15:1(11Z)/23:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-28-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h14,18,32-33,65-67,72H,5-13,15-17,19-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,33-32-/t65-,66+,67+/m0/s1	DWZHRLYKLZYXDE-NVPCJJMHSA-N	1320.909627			MMDBc0036664
BASm0023466	CL(12:0/12:0/15:1(11Z)/23:1(9Z))	CL(12:0/12:0/15:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/15:1(11Z)/23:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-28-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h14,18,34-35,65-67,72H,5-13,15-17,19-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,35-34-/t65-,66+,67+/m0/s1	DBTCDWQKSPLKTQ-LKSKRKOZSA-N	1320.909627			MMDBc0036665
BASm0023467	CL(12:0/12:0/15:1(11Z)/25:0)	CL(12:0/12:0/15:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/15:1(11Z)/25:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h14,18,67-69,74H,5-13,15-17,19-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-/t67-,68+,69+/m0/s1	IHMIXNAMFYVDBY-ADGSEFNQSA-N	1350.956577			MMDBc0036666
BASm0023468	CL(12:0/12:0/15:1(11Z)/25:1(11Z))	CL(12:0/12:0/15:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/15:1(11Z)/25:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h14,18,34-35,67-69,74H,5-13,15-17,19-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,35-34-/t67-,68+,69+/m0/s1	XQPYVZUTUGXKDJ-WSHGKQJJSA-N	1348.940927			MMDBc0036667
BASm0023469	CL(12:0/12:0/15:1(11Z)/25:1(9Z))	CL(12:0/12:0/15:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/15:1(11Z)/25:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h14,18,36-37,67-69,74H,5-13,15-17,19-35,38-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,37-36-/t67-,68+,69+/m0/s1	LMKGXBXRYMTQDP-WOSNFNMYSA-N	1348.940927			MMDBc0036668
BASm0023470	CL(12:0/12:0/15:1(11Z)/27:0)	CL(12:0/12:0/15:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/15:1(11Z)/27:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h14,18,69-71,76H,5-13,15-17,19-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-/t69-,70+,71+/m0/s1	JVLWJIUYNXBVEW-FZYNDCMASA-N	1378.987877			MMDBc0036669
BASm0023471	CL(12:0/12:0/15:1(11Z)/27:1(11Z))	CL(12:0/12:0/15:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/15:1(11Z)/27:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h14,18,36-37,69-71,76H,5-13,15-17,19-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,37-36-/t69-,70+,71+/m0/s1	ZDFJEQJPOBJBIH-GTEHONOJSA-N	1376.972227			MMDBc0036670
BASm0023472	CL(12:0/12:0/15:1(11Z)/27:1(9Z))	CL(12:0/12:0/15:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/15:1(11Z)/27:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h14,18,38-39,69-71,76H,5-13,15-17,19-37,40-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,39-38-/t69-,70+,71+/m0/s1	YDNYOKXIWYOASV-URWUMWELSA-N	1376.972227			MMDBc0036671
BASm0023473	CL(12:0/12:0/15:1(11Z)/29:0)	CL(12:0/12:0/15:1(11Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/15:1(11Z)/29:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h14,18,71-73,78H,5-13,15-17,19-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-/t71-,72+,73+/m0/s1	VHNXVXADGSXQRT-RGSQTQCOSA-N	1407.019177			MMDBc0036672
BASm0023474	CL(12:0/12:0/15:1(9Z)/23:1(11Z))	CL(12:0/12:0/15:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/15:1(9Z)/23:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-28-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h22,26,32-33,65-67,72H,5-21,23-25,27-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b26-22-,33-32-/t65-,66+,67+/m0/s1	PBZWJSMVPGFSOC-CREWNXQFSA-N	1320.909627			MMDBc0036673
BASm0023475	CL(12:0/12:0/15:1(9Z)/23:1(9Z))	CL(12:0/12:0/15:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/15:1(9Z)/23:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-28-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h22,26,34-35,65-67,72H,5-21,23-25,27-33,36-64H2,1-4H3,(H,77,78)(H,79,80)/b26-22-,35-34-/t65-,66+,67+/m0/s1	XKOBGYKPDGQBPF-QHFDKSIMSA-N	1320.909627			MMDBc0036674
BASm0023476	CL(12:0/12:0/15:1(9Z)/25:0)	CL(12:0/12:0/15:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/15:1(9Z)/25:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h22,26,67-69,74H,5-21,23-25,27-66H2,1-4H3,(H,79,80)(H,81,82)/b26-22-/t67-,68+,69+/m0/s1	LJBLSRKMHPWCJF-QVTOLYJKSA-N	1350.956577			MMDBc0036675
BASm0023477	CL(12:0/12:0/15:1(9Z)/25:1(11Z))	CL(12:0/12:0/15:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/15:1(9Z)/25:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h22,26,34-35,67-69,74H,5-21,23-25,27-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b26-22-,35-34-/t67-,68+,69+/m0/s1	QTLMLEHWRYIVOK-PZALWDEASA-N	1348.940927			MMDBc0036676
BASm0023478	CL(12:0/12:0/15:1(9Z)/25:1(9Z))	CL(12:0/12:0/15:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/15:1(9Z)/25:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h22,26,36-37,67-69,74H,5-21,23-25,27-35,38-66H2,1-4H3,(H,79,80)(H,81,82)/b26-22-,37-36-/t67-,68+,69+/m0/s1	RGYWSWFYIFEVHR-HPHNPNLBSA-N	1348.940927			MMDBc0036677
BASm0023479	CL(12:0/12:0/15:1(9Z)/27:0)	CL(12:0/12:0/15:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/15:1(9Z)/27:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h22,26,69-71,76H,5-21,23-25,27-68H2,1-4H3,(H,81,82)(H,83,84)/b26-22-/t69-,70+,71+/m0/s1	HHLBQNZMJGESMP-JVZNJWLCSA-N	1378.987877			MMDBc0036678
BASm0023480	CL(12:0/12:0/15:1(9Z)/27:1(11Z))	CL(12:0/12:0/15:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/15:1(9Z)/27:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h22,26,36-37,69-71,76H,5-21,23-25,27-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b26-22-,37-36-/t69-,70+,71+/m0/s1	RXTNKBKOIKBBCC-LRQHCVAESA-N	1376.972227			MMDBc0036679
BASm0023481	CL(12:0/12:0/15:1(9Z)/27:1(9Z))	CL(12:0/12:0/15:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/15:1(9Z)/27:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h22,26,38-39,69-71,76H,5-21,23-25,27-37,40-68H2,1-4H3,(H,81,82)(H,83,84)/b26-22-,39-38-/t69-,70+,71+/m0/s1	BNNNGYFVYRORHW-JOOFRRLBSA-N	1376.972227			MMDBc0036680
BASm0023482	CL(12:0/12:0/15:1(9Z)/29:0)	CL(12:0/12:0/15:1(9Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/15:1(9Z)/29:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h22,26,71-73,78H,5-21,23-25,27-70H2,1-4H3,(H,83,84)(H,85,86)/b26-22-/t71-,72+,73+/m0/s1	USONKDVFMMKNQM-AJAQIHETSA-N	1407.019177			MMDBc0036681
BASm0023483	CL(12:0/12:0/16:0/18:0)	CL(12:0/12:0/16:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:0/18:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C67H130O17P2	InChI=1S/C67H130O17P2/c1-5-9-13-17-21-25-27-29-30-32-34-38-42-46-50-54-67(72)84-63(58-78-65(70)52-48-44-40-37-33-31-28-26-22-18-14-10-6-2)60-82-86(75,76)80-56-61(68)55-79-85(73,74)81-59-62(83-66(71)53-49-45-41-36-24-20-16-12-8-4)57-77-64(69)51-47-43-39-35-23-19-15-11-7-3/h61-63,68H,5-60H2,1-4H3,(H,73,74)(H,75,76)/t61-,62+,63+/m0/s1	GTUXOLKKCGVOQJ-WJOGUDKKSA-N	1268.878327			MMDBc0036682
BASm0023484	CL(12:0/12:0/16:0/20:0)	CL(12:0/12:0/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:0/20:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-34-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-35-33-28-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-38-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-23-19-15-11-7-3/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t63-,64+,65+/m0/s1	GAKARDWADFPOLW-MGSXVFSVSA-N	1296.909627			MMDBc0036683
BASm0023485	CL(12:0/12:0/16:0/20:1(11Z))	CL(12:0/12:0/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:0/20:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-34-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-35-33-28-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-38-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-23-19-15-11-7-3/h29-30,63-65,70H,5-28,31-62H2,1-4H3,(H,75,76)(H,77,78)/b30-29-/t63-,64+,65+/m0/s1	AQYMBPSQZKBODL-PQJLDLBMSA-N	1294.893977			MMDBc0036684
BASm0023486	CL(12:0/12:0/16:0/20:1(13Z))	CL(12:0/12:0/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:0/20:1(13Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-34-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-35-33-28-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-38-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-23-19-15-11-7-3/h25,27,63-65,70H,5-24,26,28-62H2,1-4H3,(H,75,76)(H,77,78)/b27-25-/t63-,64+,65+/m0/s1	IBWNQXVBLJDMJT-QQCAXTGPSA-N	1294.893977			MMDBc0036685
BASm0023487	CL(12:0/12:0/16:0/22:0)	CL(12:0/12:0/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:0/22:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-35-28-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	XJUOWLGOQHITMR-OHKZLATASA-N	1324.940927			MMDBc0036686
BASm0023488	CL(12:0/12:0/16:0/22:1(11Z))	CL(12:0/12:0/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:0/22:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-35-28-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h31-32,65-67,72H,5-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b32-31-/t65-,66+,67+/m0/s1	PKFSTFQCECHPMR-CGHWDZBTSA-N	1322.925277			MMDBc0036687
BASm0023489	CL(12:0/12:0/16:0/22:1(9Z))	CL(12:0/12:0/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:0/22:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-35-28-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h33-34,65-67,72H,5-32,35-64H2,1-4H3,(H,77,78)(H,79,80)/b34-33-/t65-,66+,67+/m0/s1	QSKCBVVPXUBQPX-YJRSNDPLSA-N	1322.925277			MMDBc0036688
BASm0023490	CL(12:0/12:0/16:0/24:0)	CL(12:0/12:0/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:0/24:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-37-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	YBWIKDNEWPDVQG-MXMGCQHCSA-N	1352.972227			MMDBc0036689
BASm0023491	CL(12:0/12:0/16:0/24:1(11Z))	CL(12:0/12:0/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:0/24:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-37-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h33-34,67-69,74H,5-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b34-33-/t67-,68+,69+/m0/s1	UXQQZNMMCFUSRC-HWHIIAHISA-N	1350.956577			MMDBc0036690
BASm0023492	CL(12:0/12:0/16:0/24:1(9Z))	CL(12:0/12:0/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:0/24:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-37-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h35-36,67-69,74H,5-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b36-35-/t67-,68+,69+/m0/s1	SUQUFEUQSFFURH-IHMMEYFISA-N	1350.956577			MMDBc0036691
BASm0023493	CL(12:0/12:0/16:0/26:0)	CL(12:0/12:0/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:0/26:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-39-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	YWEIAWZCWRVIAV-NTQFVZKBSA-N	1381.003527			MMDBc0036692
BASm0023494	CL(12:0/12:0/16:0/26:1(11Z))	CL(12:0/12:0/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:0/26:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-39-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h34-35,69-71,76H,5-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b35-34-/t69-,70+,71+/m0/s1	DZJWECPWNYWYCU-VBYSCXMYSA-N	1378.987877			MMDBc0036693
BASm0023495	CL(12:0/12:0/16:0/26:1(9Z))	CL(12:0/12:0/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:0/26:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C76H146O17P2	InChI=1S/C76H146O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-39-41-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-46-42-40-28-26-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(92-75(80)62-58-54-50-45-24-20-16-12-8-4)66-86-73(78)60-56-52-48-44-23-19-15-11-7-3/h37-38,70-72,77H,5-36,39-69H2,1-4H3,(H,82,83)(H,84,85)/b38-37-/t70-,71+,72+/m0/s1	CYZZLWDDUKFPIR-RZAPWMPPSA-N	1393.003527			MMDBc0036694
BASm0023496	CL(12:0/12:0/16:0/28:0)	CL(12:0/12:0/16:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:0/28:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-41-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	UQNAWGICYKOBGR-DFXUENRWSA-N	1409.034827			MMDBc0036695
BASm0023497	CL(12:0/12:0/16:0/28:1(11Z))	CL(12:0/12:0/16:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:0/28:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-41-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h36-37,71-73,78H,5-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b37-36-/t71-,72+,73+/m0/s1	WGOWOZDOCDKYSJ-FMNBGGTISA-N	1407.019177			MMDBc0036696
BASm0023498	CL(12:0/12:0/16:0/28:1(9Z))	CL(12:0/12:0/16:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:0/28:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-41-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h38-39,71-73,78H,5-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b39-38-/t71-,72+,73+/m0/s1	UPSQMQURJPXIPX-OULYKJFJSA-N	1407.019177			MMDBc0036697
BASm0023499	CL(12:0/12:0/16:0/30:0)	CL(12:0/12:0/16:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:0/30:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-39-40-41-42-44-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-45-43-28-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-48-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	SGWBTFNAAKJTOI-ARQKOWHBSA-N	1437.066127			MMDBc0036698
BASm0023500	CL(12:0/12:0/16:1(11Z)/20:0)	CL(12:0/12:0/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(11Z)/20:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-34-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-35-33-28-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-38-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-23-19-15-11-7-3/h18,22,63-65,70H,5-17,19-21,23-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-/t63-,64+,65+/m0/s1	NBNSCMIZCMBEIS-PXHUVQHOSA-N	1294.893977			MMDBc0036699
BASm0023501	CL(12:0/12:0/16:1(11Z)/20:1(11Z))	CL(12:0/12:0/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(11Z)/20:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-34-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-35-33-28-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-38-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-23-19-15-11-7-3/h18,22,29-30,63-65,70H,5-17,19-21,23-28,31-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,30-29-/t63-,64+,65+/m0/s1	YDKZTZOACCQFHY-HGOFOPHASA-N	1292.878327			MMDBc0036700
BASm0023502	CL(12:0/12:0/16:1(11Z)/20:1(13Z))	CL(12:0/12:0/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(11Z)/20:1(13Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-34-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-35-33-28-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-38-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-23-19-15-11-7-3/h18,22,25,27,63-65,70H,5-17,19-21,23-24,26,28-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,27-25-/t63-,64+,65+/m0/s1	FSMRTSRUCIKCIQ-QUYDGTFHSA-N	1292.878327			MMDBc0036701
BASm0023503	CL(12:0/12:0/16:1(11Z)/22:0)	CL(12:0/12:0/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(11Z)/22:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-35-28-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h18,22,65-67,72H,5-17,19-21,23-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-/t65-,66+,67+/m0/s1	VFVXEMHBMAEZET-VBONMZTLSA-N	1322.925277			MMDBc0036702
BASm0023504	CL(12:0/12:0/16:1(11Z)/22:1(11Z))	CL(12:0/12:0/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(11Z)/22:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-35-28-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h18,22,31-32,65-67,72H,5-17,19-21,23-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,32-31-/t65-,66+,67+/m0/s1	ZYCXQDUHLIIZQM-BKEOAQLKSA-N	1320.909627			MMDBc0036703
BASm0023505	CL(12:0/12:0/16:1(11Z)/22:1(9Z))	CL(12:0/12:0/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(11Z)/22:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-35-28-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h18,22,33-34,65-67,72H,5-17,19-21,23-32,35-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,34-33-/t65-,66+,67+/m0/s1	RBRANDQSJFIIPV-ROLZOQCDSA-N	1320.909627			MMDBc0036704
BASm0023506	CL(12:0/12:0/16:1(11Z)/24:0)	CL(12:0/12:0/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(11Z)/24:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-37-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h18,22,67-69,74H,5-17,19-21,23-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-/t67-,68+,69+/m0/s1	PUCFVMOAZMKMOR-AEIUOFHZSA-N	1350.956577			MMDBc0036705
BASm0023507	CL(12:0/12:0/16:1(11Z)/24:1(11Z))	CL(12:0/12:0/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(11Z)/24:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-37-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h18,22,33-34,67-69,74H,5-17,19-21,23-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,34-33-/t67-,68+,69+/m0/s1	CEPUBOQIVVJSNN-OPLSJMRYSA-N	1348.940927			MMDBc0036706
BASm0023508	CL(12:0/12:0/16:1(11Z)/24:1(9Z))	CL(12:0/12:0/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(11Z)/24:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-37-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h18,22,35-36,67-69,74H,5-17,19-21,23-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,36-35-/t67-,68+,69+/m0/s1	LDMVCAFDUFWKBO-ICJNTVMESA-N	1348.940927			MMDBc0036707
BASm0023509	CL(12:0/12:0/16:1(11Z)/26:0)	CL(12:0/12:0/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(11Z)/26:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-39-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h18,22,69-71,76H,5-17,19-21,23-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-/t69-,70+,71+/m0/s1	KKEOIECVFAUNNE-ULWBWJMGSA-N	1378.987877			MMDBc0036708
BASm0023510	CL(12:0/12:0/16:1(11Z)/26:1(11Z))	CL(12:0/12:0/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(11Z)/26:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-39-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h18,22,34-35,69-71,76H,5-17,19-21,23-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,35-34-/t69-,70+,71+/m0/s1	NUDJQCFNQMJQGN-AVPDCXTCSA-N	1376.972227			MMDBc0036709
BASm0023511	CL(12:0/12:0/16:1(11Z)/26:1(9Z))	CL(12:0/12:0/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(11Z)/26:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C76H144O17P2	InChI=1S/C76H144O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-39-41-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-46-42-40-28-26-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(92-75(80)62-58-54-50-45-24-20-16-12-8-4)66-86-73(78)60-56-52-48-44-23-19-15-11-7-3/h18,22,37-38,70-72,77H,5-17,19-21,23-36,39-69H2,1-4H3,(H,82,83)(H,84,85)/b22-18-,38-37-/t70-,71+,72+/m0/s1	WJGAFGNYASNZOR-PJSRVOOFSA-N	1390.987877			MMDBc0036710
BASm0023512	CL(12:0/12:0/16:1(11Z)/28:0)	CL(12:0/12:0/16:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(11Z)/28:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-41-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h18,22,71-73,78H,5-17,19-21,23-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-/t71-,72+,73+/m0/s1	SDNHRHDNHFABAE-PDVPRQMFSA-N	1407.019177			MMDBc0036711
BASm0023513	CL(12:0/12:0/16:1(11Z)/28:1(11Z))	CL(12:0/12:0/16:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(11Z)/28:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-41-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h18,22,36-37,71-73,78H,5-17,19-21,23-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,37-36-/t71-,72+,73+/m0/s1	JPOXGZVKHYRGCC-CYLIHHGHSA-N	1405.003527			MMDBc0036712
BASm0023514	CL(12:0/12:0/16:1(11Z)/28:1(9Z))	CL(12:0/12:0/16:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(11Z)/28:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-41-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h18,22,38-39,71-73,78H,5-17,19-21,23-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,39-38-/t71-,72+,73+/m0/s1	KCHKPCNGZFQZAY-WTZVQCQDSA-N	1405.003527			MMDBc0036713
BASm0023515	CL(12:0/12:0/16:1(11Z)/30:0)	CL(12:0/12:0/16:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(11Z)/30:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-39-40-41-42-44-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-45-43-28-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-48-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-23-19-15-11-7-3/h18,22,73-75,80H,5-17,19-21,23-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-/t73-,74+,75+/m0/s1	YWQNAHWNJWLZSG-XVBSZFSMSA-N	1435.050477			MMDBc0036714
BASm0023516	CL(12:0/12:0/16:1(9Z)/20:0)	CL(12:0/12:0/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(9Z)/20:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-34-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-35-33-28-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-38-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-23-19-15-11-7-3/h26,28,63-65,70H,5-25,27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b28-26-/t63-,64+,65+/m0/s1	WZWZEECKHHQRIX-LPXKXQRNSA-N	1294.893977			MMDBc0036715
BASm0023517	CL(12:0/12:0/16:1(9Z)/20:1(11Z))	CL(12:0/12:0/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(9Z)/20:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-34-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-35-33-28-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-38-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-23-19-15-11-7-3/h26,28-30,63-65,70H,5-25,27,31-62H2,1-4H3,(H,75,76)(H,77,78)/b28-26-,30-29-/t63-,64+,65+/m0/s1	DEWIIDKLUBMYPY-IJHPRLJPSA-N	1292.878327			MMDBc0036716
BASm0023518	CL(12:0/12:0/16:1(9Z)/20:1(13Z))	CL(12:0/12:0/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(9Z)/20:1(13Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-34-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-39-35-33-28-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-38-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-23-19-15-11-7-3/h25-28,63-65,70H,5-24,29-62H2,1-4H3,(H,75,76)(H,77,78)/b27-25-,28-26-/t63-,64+,65+/m0/s1	PXGOIJFPQYPIMQ-QWNSSJKUSA-N	1292.878327			MMDBc0036717
BASm0023519	CL(12:0/12:0/16:1(9Z)/22:0)	CL(12:0/12:0/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(9Z)/22:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-35-28-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h26,28,65-67,72H,5-25,27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b28-26-/t65-,66+,67+/m0/s1	ZOBKSPUGLHYQOV-PQNSLJEGSA-N	1322.925277			MMDBc0036718
BASm0023520	CL(12:0/12:0/16:1(9Z)/22:1(11Z))	CL(12:0/12:0/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(9Z)/22:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-35-28-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h26,28,31-32,65-67,72H,5-25,27,29-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b28-26-,32-31-/t65-,66+,67+/m0/s1	IRJSASQXFHSICN-PCPPSZJXSA-N	1320.909627			MMDBc0036719
BASm0023521	CL(12:0/12:0/16:1(9Z)/22:1(9Z))	CL(12:0/12:0/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(9Z)/22:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-35-28-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h26,28,33-34,65-67,72H,5-25,27,29-32,35-64H2,1-4H3,(H,77,78)(H,79,80)/b28-26-,34-33-/t65-,66+,67+/m0/s1	UXGYQUZJGCXHAK-GTKADKLGSA-N	1320.909627			MMDBc0036720
BASm0023522	CL(12:0/12:0/16:1(9Z)/24:0)	CL(12:0/12:0/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(9Z)/24:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-37-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h26,28,67-69,74H,5-25,27,29-66H2,1-4H3,(H,79,80)(H,81,82)/b28-26-/t67-,68+,69+/m0/s1	CTJNOXIEOQILHO-SOWUUTNCSA-N	1350.956577			MMDBc0036721
BASm0023523	CL(12:0/12:0/16:1(9Z)/24:1(11Z))	CL(12:0/12:0/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(9Z)/24:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-37-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h26,28,33-34,67-69,74H,5-25,27,29-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b28-26-,34-33-/t67-,68+,69+/m0/s1	WYOWXIXEIYPYQK-HVWDDULUSA-N	1348.940927			MMDBc0036722
BASm0023524	CL(12:0/12:0/16:1(9Z)/24:1(9Z))	CL(12:0/12:0/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(9Z)/24:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-37-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h26,28,35-36,67-69,74H,5-25,27,29-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b28-26-,36-35-/t67-,68+,69+/m0/s1	URYFMRRBRDFXKF-QFWFCIAPSA-N	1348.940927			MMDBc0036723
BASm0023525	CL(12:0/12:0/16:1(9Z)/26:0)	CL(12:0/12:0/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(9Z)/26:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-39-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h26,28,69-71,76H,5-25,27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b28-26-/t69-,70+,71+/m0/s1	QWQKUNAPWMATKK-RTTDWZEFSA-N	1378.987877			MMDBc0036724
BASm0023526	CL(12:0/12:0/16:1(9Z)/26:1(11Z))	CL(12:0/12:0/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(9Z)/26:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-39-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h26,28,34-35,69-71,76H,5-25,27,29-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b28-26-,35-34-/t69-,70+,71+/m0/s1	ZQBSLUGYHWEROA-NFCSOCLOSA-N	1376.972227			MMDBc0036725
BASm0023527	CL(12:0/12:0/16:1(9Z)/26:1(9Z))	CL(12:0/12:0/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(9Z)/26:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C76H144O17P2	InChI=1S/C76H144O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-39-41-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-46-42-40-28-26-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(92-75(80)62-58-54-50-45-24-20-16-12-8-4)66-86-73(78)60-56-52-48-44-23-19-15-11-7-3/h26,28,37-38,70-72,77H,5-25,27,29-36,39-69H2,1-4H3,(H,82,83)(H,84,85)/b28-26-,38-37-/t70-,71+,72+/m0/s1	VPRKEBKGIGQRFZ-AAUURNPBSA-N	1390.987877			MMDBc0036726
BASm0023528	CL(12:0/12:0/16:1(9Z)/28:0)	CL(12:0/12:0/16:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(9Z)/28:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-41-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h26,28,71-73,78H,5-25,27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b28-26-/t71-,72+,73+/m0/s1	IBXKQEVABUIZTP-HHZSVRRNSA-N	1407.019177			MMDBc0036727
BASm0023529	CL(12:0/12:0/16:1(9Z)/28:1(11Z))	CL(12:0/12:0/16:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(9Z)/28:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-41-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h26,28,36-37,71-73,78H,5-25,27,29-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b28-26-,37-36-/t71-,72+,73+/m0/s1	MAGNJVSWQNEONO-FAQSJFLISA-N	1405.003527			MMDBc0036728
BASm0023530	CL(12:0/12:0/16:1(9Z)/28:1(9Z))	CL(12:0/12:0/16:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(9Z)/28:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-41-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h26,28,38-39,71-73,78H,5-25,27,29-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b28-26-,39-38-/t71-,72+,73+/m0/s1	QTPNMODUZSVKMA-HJWNBENLSA-N	1405.003527			MMDBc0036729
BASm0023531	CL(12:0/12:0/16:1(9Z)/30:0)	CL(12:0/12:0/16:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/16:1(9Z)/30:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-27-29-30-31-32-33-34-35-36-37-38-39-40-41-42-44-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-45-43-28-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-48-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-23-19-15-11-7-3/h26,28,73-75,80H,5-25,27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b28-26-/t73-,74+,75+/m0/s1	GXFKWGIKZXVOFC-BQIONLIXSA-N	1435.050477			MMDBc0036730
BASm0023532	CL(12:0/12:0/18:0/18:1(11Z))	CL(12:0/12:0/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:0/18:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-39-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-34-32-30-28-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-38-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-23-19-15-11-7-3/h26,28,63-65,70H,5-25,27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b28-26-/t63-,64+,65+/m0/s1	CEAVGDDORKRMIO-LPXKXQRNSA-N	1294.893977			MMDBc0036731
BASm0023533	CL(12:0/12:0/18:0/18:1(9Z))	CL(12:0/12:0/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:0/18:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-39-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-34-32-30-28-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-38-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-23-19-15-11-7-3/h30,32,63-65,70H,5-29,31,33-62H2,1-4H3,(H,75,76)(H,77,78)/b32-30-/t63-,64+,65+/m0/s1	JFTKFSKDICLDIU-HXNXUYMPSA-N	1294.893977			MMDBc0036732
BASm0023534	CL(12:0/12:0/18:0/20:0)	CL(12:0/12:0/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:0/20:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-25-27-29-31-32-34-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-35-33-30-28-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	UGSOLOKMYFSVSI-OHKZLATASA-N	1324.940927			MMDBc0036733
BASm0023535	CL(12:0/12:0/18:0/20:1(11Z))	CL(12:0/12:0/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:0/20:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-27-29-31-32-34-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-35-33-30-28-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h29,31,65-67,72H,5-28,30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b31-29-/t65-,66+,67+/m0/s1	UMFKAZNJAXPGLC-DJQRRGRHSA-N	1322.925277			MMDBc0036734
BASm0023536	CL(12:0/12:0/18:0/20:1(13Z))	CL(12:0/12:0/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:0/20:1(13Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-27-29-31-32-34-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-35-33-30-28-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h25,27,65-67,72H,5-24,26,28-64H2,1-4H3,(H,77,78)(H,79,80)/b27-25-/t65-,66+,67+/m0/s1	FAHASWMCNVDAQY-BMDNAMGSSA-N	1322.925277			MMDBc0036735
BASm0023537	CL(12:0/12:0/18:0/22:0)	CL(12:0/12:0/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:0/22:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-36-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-37-35-30-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	GLAFVZVHUPYPQS-MXMGCQHCSA-N	1352.972227			MMDBc0036736
BASm0023538	CL(12:0/12:0/18:0/22:1(11Z))	CL(12:0/12:0/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:0/22:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-36-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-37-35-30-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h32-33,67-69,74H,5-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b33-32-/t67-,68+,69+/m0/s1	VKXLHSGBCHYNCC-SCUFBZQYSA-N	1350.956577			MMDBc0036737
BASm0023539	CL(12:0/12:0/18:0/22:1(9Z))	CL(12:0/12:0/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:0/22:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-36-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-37-35-30-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h34,36,67-69,74H,5-33,35,37-66H2,1-4H3,(H,79,80)(H,81,82)/b36-34-/t67-,68+,69+/m0/s1	IGYMRQMITZUFGT-JJTUYGRMSA-N	1350.956577			MMDBc0036738
BASm0023540	CL(12:0/12:0/18:0/24:0)	CL(12:0/12:0/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:0/24:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-38-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-39-37-30-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	VYOWPHGWICFTLX-NTQFVZKBSA-N	1381.003527			MMDBc0036739
BASm0023541	CL(12:0/12:0/18:0/24:1(11Z))	CL(12:0/12:0/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:0/24:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-38-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-39-37-30-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h34-35,69-71,76H,5-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b35-34-/t69-,70+,71+/m0/s1	QAFKQXCKCSNKGB-VBYSCXMYSA-N	1378.987877			MMDBc0036740
BASm0023542	CL(12:0/12:0/18:0/24:1(9Z))	CL(12:0/12:0/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:0/24:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-38-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-39-37-30-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h36,38,69-71,76H,5-35,37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b38-36-/t69-,70+,71+/m0/s1	OEQKEDOKWOXVNB-HIEDHDSYSA-N	1378.987877			MMDBc0036741
BASm0023543	CL(12:0/12:0/18:0/26:0)	CL(12:0/12:0/18:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:0/26:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-37-38-40-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-41-39-30-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	XFRHTWZXYUOGHR-DFXUENRWSA-N	1409.034827			MMDBc0036742
BASm0023544	CL(12:0/12:0/18:0/26:1(11Z))	CL(12:0/12:0/18:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:0/26:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-37-38-40-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-41-39-30-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h35-36,71-73,78H,5-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b36-35-/t71-,72+,73+/m0/s1	DBWNYNIONCDLLD-WQQSVMQDSA-N	1407.019177			MMDBc0036743
BASm0023545	CL(12:0/12:0/18:0/26:1(9Z))	CL(12:0/12:0/18:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:0/26:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H150O17P2	InChI=1S/C78H150O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-37-38-39-41-43-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-48-44-42-40-30-28-26-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(94-77(82)64-60-56-52-47-24-20-16-12-8-4)68-88-75(80)62-58-54-50-46-23-19-15-11-7-3/h38-39,72-74,79H,5-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b39-38-/t72-,73+,74+/m0/s1	CXCUBZFQARHLKS-XMMMZQPYSA-N	1421.034827			MMDBc0036744
BASm0023546	CL(12:0/12:0/18:0/28:0)	CL(12:0/12:0/18:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:0/28:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-37-38-39-40-42-44-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-45-43-41-30-28-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-48-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	PRCODROXTGZDDL-ARQKOWHBSA-N	1437.066127			MMDBc0036745
BASm0023547	CL(12:0/12:0/18:0/28:1(11Z))	CL(12:0/12:0/18:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:0/28:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-37-38-39-40-42-44-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-45-43-41-30-28-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-48-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-23-19-15-11-7-3/h37-38,73-75,80H,5-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b38-37-/t73-,74+,75+/m0/s1	JKGPMSRFILONFZ-KJSACERUSA-N	1435.050477			MMDBc0036746
BASm0023548	CL(12:0/12:0/18:0/28:1(9Z))	CL(12:0/12:0/18:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:0/28:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-37-38-39-40-42-44-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-45-43-41-30-28-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-48-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-23-19-15-11-7-3/h39-40,73-75,80H,5-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b40-39-/t73-,74+,75+/m0/s1	QKVHZKHVUQUVKA-ZJLGETJNSA-N	1435.050477			MMDBc0036747
BASm0023549	CL(12:0/12:0/18:0/30:0)	CL(12:0/12:0/18:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:0/30:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-37-38-39-40-41-42-44-46-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-47-45-43-30-28-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-50-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	JJDWJUFTFNPGGL-HRXLSSNSSA-N	1465.097428			MMDBc0036748
BASm0023550	CL(12:0/12:0/18:1(11Z)/20:0)	CL(12:0/12:0/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(11Z)/20:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-27-29-31-32-34-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-35-33-30-28-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h26,28,65-67,72H,5-25,27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b28-26-/t65-,66+,67+/m0/s1	QOEJWMPXXAXOKM-PQNSLJEGSA-N	1322.925277			MMDBc0036749
BASm0023551	CL(12:0/12:0/18:1(11Z)/20:1(11Z))	CL(12:0/12:0/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(11Z)/20:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-27-29-31-32-34-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-35-33-30-28-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h26,28-29,31,65-67,72H,5-25,27,30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b28-26-,31-29-/t65-,66+,67+/m0/s1	GJIFIADYTKDQMS-PXHFCXMOSA-N	1320.909627			MMDBc0036750
BASm0023552	CL(12:0/12:0/18:1(11Z)/20:1(13Z))	CL(12:0/12:0/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(11Z)/20:1(13Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-27-29-31-32-34-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-35-33-30-28-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h25-28,65-67,72H,5-24,29-64H2,1-4H3,(H,77,78)(H,79,80)/b27-25-,28-26-/t65-,66+,67+/m0/s1	ARSYLJBOYHUSAE-DLPTWEHCSA-N	1320.909627			MMDBc0036751
BASm0023553	CL(12:0/12:0/18:1(11Z)/22:0)	CL(12:0/12:0/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(11Z)/22:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-36-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-37-35-30-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h26,28,67-69,74H,5-25,27,29-66H2,1-4H3,(H,79,80)(H,81,82)/b28-26-/t67-,68+,69+/m0/s1	XPVACZIMXAWKJL-SOWUUTNCSA-N	1350.956577			MMDBc0036752
BASm0023554	CL(12:0/12:0/18:1(11Z)/22:1(11Z))	CL(12:0/12:0/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(11Z)/22:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-36-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-37-35-30-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h26,28,32-33,67-69,74H,5-25,27,29-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b28-26-,33-32-/t67-,68+,69+/m0/s1	MJHOWCMIBANZAF-GOFAMHBJSA-N	1348.940927			MMDBc0036753
BASm0023555	CL(12:0/12:0/18:1(11Z)/22:1(9Z))	CL(12:0/12:0/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(11Z)/22:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-36-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-37-35-30-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h26,28,34,36,67-69,74H,5-25,27,29-33,35,37-66H2,1-4H3,(H,79,80)(H,81,82)/b28-26-,36-34-/t67-,68+,69+/m0/s1	OFDUFGPQCHOVNL-JSSMERQUSA-N	1348.940927			MMDBc0036754
BASm0023556	CL(12:0/12:0/18:1(11Z)/24:0)	CL(12:0/12:0/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(11Z)/24:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-38-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-39-37-30-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h26,28,69-71,76H,5-25,27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b28-26-/t69-,70+,71+/m0/s1	JBSIQZYZGAUVNA-RTTDWZEFSA-N	1378.987877			MMDBc0036755
BASm0023557	CL(12:0/12:0/18:1(11Z)/24:1(11Z))	CL(12:0/12:0/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(11Z)/24:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-38-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-39-37-30-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h26,28,34-35,69-71,76H,5-25,27,29-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b28-26-,35-34-/t69-,70+,71+/m0/s1	YEBYVHZFMROHHI-NFCSOCLOSA-N	1376.972227			MMDBc0036756
BASm0023558	CL(12:0/12:0/18:1(11Z)/24:1(9Z))	CL(12:0/12:0/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(11Z)/24:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-38-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-39-37-30-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h26,28,36,38,69-71,76H,5-25,27,29-35,37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b28-26-,38-36-/t69-,70+,71+/m0/s1	MFPRMJHSDYMOJO-IWWAHMKQSA-N	1376.972227			MMDBc0036757
BASm0023559	CL(12:0/12:0/18:1(11Z)/26:0)	CL(12:0/12:0/18:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(11Z)/26:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-37-38-40-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-41-39-30-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h26,28,71-73,78H,5-25,27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b28-26-/t71-,72+,73+/m0/s1	FEUHIKVBHDQOII-HHZSVRRNSA-N	1407.019177			MMDBc0036758
BASm0023560	CL(12:0/12:0/18:1(11Z)/26:1(11Z))	CL(12:0/12:0/18:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(11Z)/26:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-37-38-40-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-41-39-30-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h26,28,35-36,71-73,78H,5-25,27,29-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b28-26-,36-35-/t71-,72+,73+/m0/s1	FIUPDYVXJJYWAC-XSTZVNPGSA-N	1405.003527			MMDBc0036759
BASm0023561	CL(12:0/12:0/18:1(11Z)/26:1(9Z))	CL(12:0/12:0/18:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(11Z)/26:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H148O17P2	InChI=1S/C78H148O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-37-38-39-41-43-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-48-44-42-40-30-28-26-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(94-77(82)64-60-56-52-47-24-20-16-12-8-4)68-88-75(80)62-58-54-50-46-23-19-15-11-7-3/h26,28,38-39,72-74,79H,5-25,27,29-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b28-26-,39-38-/t72-,73+,74+/m0/s1	VAQRYMADNKQFMR-KOQYGVJLSA-N	1419.019177			MMDBc0036760
BASm0023562	CL(12:0/12:0/18:1(11Z)/28:0)	CL(12:0/12:0/18:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(11Z)/28:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-37-38-39-40-42-44-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-45-43-41-30-28-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-48-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-23-19-15-11-7-3/h26,28,73-75,80H,5-25,27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b28-26-/t73-,74+,75+/m0/s1	XAKCGBBKUPJUJI-BQIONLIXSA-N	1435.050477			MMDBc0036761
BASm0023563	CL(12:0/12:0/18:1(11Z)/28:1(11Z))	CL(12:0/12:0/18:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(11Z)/28:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-37-38-39-40-42-44-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-45-43-41-30-28-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-48-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-23-19-15-11-7-3/h26,28,37-38,73-75,80H,5-25,27,29-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b28-26-,38-37-/t73-,74+,75+/m0/s1	BSWYCXFJNVCSJU-PGNVHZCTSA-N	1433.034827			MMDBc0036762
BASm0023564	CL(12:0/12:0/18:1(11Z)/28:1(9Z))	CL(12:0/12:0/18:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(11Z)/28:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-37-38-39-40-42-44-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-45-43-41-30-28-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-48-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-23-19-15-11-7-3/h26,28,39-40,73-75,80H,5-25,27,29-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b28-26-,40-39-/t73-,74+,75+/m0/s1	TUYUIZMYDBTWME-GVAKNUJNSA-N	1433.034827			MMDBc0036763
BASm0023565	CL(12:0/12:0/18:1(11Z)/30:0)	CL(12:0/12:0/18:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(11Z)/30:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-37-38-39-40-41-42-44-46-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-47-45-43-30-28-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-50-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-23-19-15-11-7-3/h26,28,75-77,82H,5-25,27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b28-26-/t75-,76+,77+/m0/s1	YAZSIWSWERHTLL-XKHNGTOKSA-N	1463.081778			MMDBc0036764
BASm0023566	CL(12:0/12:0/18:1(9Z)/20:0)	CL(12:0/12:0/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(9Z)/20:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-27-29-31-32-34-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-35-33-30-28-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h30,33,65-67,72H,5-29,31-32,34-64H2,1-4H3,(H,77,78)(H,79,80)/b33-30-/t65-,66+,67+/m0/s1	LWJMZOYZNVZBON-BXJANFQMSA-N	1322.925277			MMDBc0036765
BASm0023567	CL(12:0/12:0/18:1(9Z)/20:1(11Z))	CL(12:0/12:0/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(9Z)/20:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-27-29-31-32-34-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-35-33-30-28-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h29-31,33,65-67,72H,5-28,32,34-64H2,1-4H3,(H,77,78)(H,79,80)/b31-29-,33-30-/t65-,66+,67+/m0/s1	ONXNXCHSHDEIIU-GMUXLZNMSA-N	1320.909627			MMDBc0036766
BASm0023568	CL(12:0/12:0/18:1(9Z)/20:1(13Z))	CL(12:0/12:0/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(9Z)/20:1(13Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-27-29-31-32-34-36-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-41-37-35-33-30-28-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-40-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-23-19-15-11-7-3/h25,27,30,33,65-67,72H,5-24,26,28-29,31-32,34-64H2,1-4H3,(H,77,78)(H,79,80)/b27-25-,33-30-/t65-,66+,67+/m0/s1	INXFCAGBZSPSGX-QBDAZUKWSA-N	1320.909627			MMDBc0036767
BASm0023569	CL(12:0/12:0/18:1(9Z)/22:0)	CL(12:0/12:0/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(9Z)/22:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-36-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-37-35-30-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h30,35,67-69,74H,5-29,31-34,36-66H2,1-4H3,(H,79,80)(H,81,82)/b35-30-/t67-,68+,69+/m0/s1	HPYAFIPCWFPVGZ-SFSKXECVSA-N	1350.956577			MMDBc0036768
BASm0023570	CL(12:0/12:0/18:1(9Z)/22:1(11Z))	CL(12:0/12:0/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(9Z)/22:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-36-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-37-35-30-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h30,32-33,35,67-69,74H,5-29,31,34,36-66H2,1-4H3,(H,79,80)(H,81,82)/b33-32-,35-30-/t67-,68+,69+/m0/s1	LVYAGPDSAZJURA-COMKPJKOSA-N	1348.940927			MMDBc0036769
BASm0023571	CL(12:0/12:0/18:1(9Z)/22:1(9Z))	CL(12:0/12:0/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(9Z)/22:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-36-38-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-43-39-37-35-30-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h30,34-36,67-69,74H,5-29,31-33,37-66H2,1-4H3,(H,79,80)(H,81,82)/b35-30-,36-34-/t67-,68+,69+/m0/s1	XWSMPYJBKBOLFM-KZUMUWPQSA-N	1348.940927			MMDBc0036770
BASm0023572	CL(12:0/12:0/18:1(9Z)/24:0)	CL(12:0/12:0/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(9Z)/24:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-38-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-39-37-30-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h30,37,69-71,76H,5-29,31-36,38-68H2,1-4H3,(H,81,82)(H,83,84)/b37-30-/t69-,70+,71+/m0/s1	KQQGUKKBRIVALW-GQZGVESWSA-N	1378.987877			MMDBc0036771
BASm0023573	CL(12:0/12:0/18:1(9Z)/24:1(11Z))	CL(12:0/12:0/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(9Z)/24:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-38-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-39-37-30-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h30,34-35,37,69-71,76H,5-29,31-33,36,38-68H2,1-4H3,(H,81,82)(H,83,84)/b35-34-,37-30-/t69-,70+,71+/m0/s1	KENMGHPKCGNTJL-GNCZDLAESA-N	1376.972227			MMDBc0036772
BASm0023574	CL(12:0/12:0/18:1(9Z)/24:1(9Z))	CL(12:0/12:0/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(9Z)/24:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-38-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-39-37-30-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h30,36-38,69-71,76H,5-29,31-35,39-68H2,1-4H3,(H,81,82)(H,83,84)/b37-30-,38-36-/t69-,70+,71+/m0/s1	SBGGFVDRXJJWGL-POZZCUCISA-N	1376.972227			MMDBc0036773
BASm0023575	CL(12:0/12:0/18:1(9Z)/26:0)	CL(12:0/12:0/18:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(9Z)/26:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-37-38-40-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-41-39-30-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h30,39,71-73,78H,5-29,31-38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b39-30-/t71-,72+,73+/m0/s1	VMNGOCNFULNYGT-SKPBEQKOSA-N	1407.019177			MMDBc0036774
BASm0023576	CL(12:0/12:0/18:1(9Z)/26:1(11Z))	CL(12:0/12:0/18:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(9Z)/26:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-37-38-40-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-41-39-30-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h30,35-36,39,71-73,78H,5-29,31-34,37-38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b36-35-,39-30-/t71-,72+,73+/m0/s1	CLHQQZXZQJJQSD-FJHKOXBQSA-N	1405.003527			MMDBc0036775
BASm0023577	CL(12:0/12:0/18:1(9Z)/26:1(9Z))	CL(12:0/12:0/18:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(9Z)/26:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H148O17P2	InChI=1S/C78H148O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-37-38-39-41-43-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-48-44-42-40-30-28-26-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(94-77(82)64-60-56-52-47-24-20-16-12-8-4)68-88-75(80)62-58-54-50-46-23-19-15-11-7-3/h30,38-40,72-74,79H,5-29,31-37,41-71H2,1-4H3,(H,84,85)(H,86,87)/b39-38-,40-30-/t72-,73+,74+/m0/s1	OHAGKUPEAYLCGD-OJJZRICYSA-N	1419.019177			MMDBc0036776
BASm0023578	CL(12:0/12:0/18:1(9Z)/28:0)	CL(12:0/12:0/18:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(9Z)/28:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-37-38-39-40-42-44-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-45-43-41-30-28-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-48-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-23-19-15-11-7-3/h30,41,73-75,80H,5-29,31-40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b41-30-/t73-,74+,75+/m0/s1	WXJAFNXFAUEWMD-UDKXUJAPSA-N	1435.050477			MMDBc0036777
BASm0023579	CL(12:0/12:0/18:1(9Z)/28:1(11Z))	CL(12:0/12:0/18:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(9Z)/28:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-37-38-39-40-42-44-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-45-43-41-30-28-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-48-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-23-19-15-11-7-3/h30,37-38,41,73-75,80H,5-29,31-36,39-40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b38-37-,41-30-/t73-,74+,75+/m0/s1	MRTMNUJXMWWGCW-PKCJJZBMSA-N	1433.034827			MMDBc0036778
BASm0023580	CL(12:0/12:0/18:1(9Z)/28:1(9Z))	CL(12:0/12:0/18:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(9Z)/28:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-37-38-39-40-42-44-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-45-43-41-30-28-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-48-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-23-19-15-11-7-3/h30,39-41,73-75,80H,5-29,31-38,42-72H2,1-4H3,(H,85,86)(H,87,88)/b40-39-,41-30-/t73-,74+,75+/m0/s1	MNKWWHKUBQNPJD-RAIBYNLWSA-N	1433.034827			MMDBc0036779
BASm0023581	CL(12:0/12:0/18:1(9Z)/30:0)	CL(12:0/12:0/18:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/18:1(9Z)/30:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-27-29-31-32-33-34-35-36-37-38-39-40-41-42-44-46-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-47-45-43-30-28-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-50-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-23-19-15-11-7-3/h30,43,75-77,82H,5-29,31-42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b43-30-/t75-,76+,77+/m0/s1	JFVTUMWPXIQFFR-WEMOMLFTSA-N	1463.081778			MMDBc0036780
BASm0023582	CL(12:0/12:0/20:0/20:1(11Z))	CL(12:0/12:0/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:0/20:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-39-43-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-38-36-34-32-30-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h30,32,67-69,74H,5-29,31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b32-30-/t67-,68+,69+/m0/s1	MVKVRVLLZMHFPH-SEENQTFNSA-N	1350.956577			MMDBc0036781
BASm0023583	CL(12:0/12:0/20:0/20:1(13Z))	CL(12:0/12:0/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:0/20:1(13Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-39-43-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-38-36-34-32-30-28-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-42-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-23-19-15-11-7-3/h26,28,67-69,74H,5-25,27,29-66H2,1-4H3,(H,79,80)(H,81,82)/b28-26-/t67-,68+,69+/m0/s1	IZKZEIJFARVQBK-SOWUUTNCSA-N	1350.956577			MMDBc0036782
BASm0023584	CL(12:0/12:0/20:0/22:0)	CL(12:0/12:0/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:0/22:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-36-38-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-39-37-35-32-30-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	USAIRCPIHUCHCF-NTQFVZKBSA-N	1381.003527			MMDBc0036783
BASm0023585	CL(12:0/12:0/20:0/22:1(11Z))	CL(12:0/12:0/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:0/22:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-36-38-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-39-37-35-32-30-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h33-34,69-71,76H,5-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b34-33-/t69-,70+,71+/m0/s1	MMEQHRZRLYUNLT-UTCPCMCDSA-N	1378.987877			MMDBc0036784
BASm0023586	CL(12:0/12:0/20:0/22:1(9Z))	CL(12:0/12:0/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:0/22:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-36-38-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-39-37-35-32-30-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h36,38,69-71,76H,5-35,37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b38-36-/t69-,70+,71+/m0/s1	JRHNGRICJPUFFQ-HIEDHDSYSA-N	1378.987877			MMDBc0036785
BASm0023587	CL(12:0/12:0/20:0/24:0)	CL(12:0/12:0/20:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:0/24:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-35-36-38-40-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-41-39-37-32-30-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	TWSLZDHVYRNRAT-DFXUENRWSA-N	1409.034827			MMDBc0036786
BASm0023588	CL(12:0/12:0/20:0/24:1(11Z))	CL(12:0/12:0/20:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:0/24:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-35-36-38-40-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-41-39-37-32-30-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h35-36,71-73,78H,5-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b36-35-/t71-,72+,73+/m0/s1	IKPPNKGHJJCBKO-WQQSVMQDSA-N	1407.019177			MMDBc0036787
BASm0023589	CL(12:0/12:0/20:0/24:1(9Z))	CL(12:0/12:0/20:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:0/24:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-35-36-38-40-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-41-39-37-32-30-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h38,40,71-73,78H,5-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b40-38-/t71-,72+,73+/m0/s1	AQSOAFFSRZIBNQ-YIWQXDRUSA-N	1407.019177			MMDBc0036788
BASm0023590	CL(12:0/12:0/20:0/26:0)	CL(12:0/12:0/20:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:0/26:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-35-36-37-38-40-42-44-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-45-43-41-39-32-30-28-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-48-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	YMVNBANBKYEPAP-ARQKOWHBSA-N	1437.066127			MMDBc0036789
BASm0023591	CL(12:0/12:0/20:0/26:1(11Z))	CL(12:0/12:0/20:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:0/26:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-35-36-37-38-40-42-44-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-45-43-41-39-32-30-28-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-48-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-23-19-15-11-7-3/h36-37,73-75,80H,5-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b37-36-/t73-,74+,75+/m0/s1	YQLBJDRCSBWNOU-MVLZJVGISA-N	1435.050477			MMDBc0036790
BASm0023592	CL(12:0/12:0/20:0/26:1(9Z))	CL(12:0/12:0/20:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:0/26:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H154O17P2	InChI=1S/C80H154O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-35-36-37-38-39-41-43-45-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-50-46-44-42-40-32-30-28-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(96-79(84)66-62-58-54-49-24-20-16-12-8-4)70-90-77(82)64-60-56-52-48-23-19-15-11-7-3/h39,41,74-76,81H,5-38,40,42-73H2,1-4H3,(H,86,87)(H,88,89)/b41-39-/t74-,75+,76+/m0/s1	GJEITHCQHXORPL-SEMDOIFKSA-N	1449.066127			MMDBc0036791
BASm0023593	CL(12:0/12:0/20:0/28:0)	CL(12:0/12:0/20:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:0/28:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-35-36-37-38-39-40-42-44-46-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-47-45-43-41-32-30-28-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-50-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	RYTSLUNIFLICBP-HRXLSSNSSA-N	1465.097428			MMDBc0036792
BASm0023594	CL(12:0/12:0/20:0/28:1(11Z))	CL(12:0/12:0/20:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:0/28:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-35-36-37-38-39-40-42-44-46-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-47-45-43-41-32-30-28-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-50-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-23-19-15-11-7-3/h38-39,75-77,82H,5-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-38-/t75-,76+,77+/m0/s1	UFAXLVKRNCANJC-PONSQHSQSA-N	1463.081778			MMDBc0036793
BASm0023595	CL(12:0/12:0/20:0/28:1(9Z))	CL(12:0/12:0/20:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:0/28:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-35-36-37-38-39-40-42-44-46-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-47-45-43-41-32-30-28-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-50-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-23-19-15-11-7-3/h40,42,75-77,82H,5-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b42-40-/t75-,76+,77+/m0/s1	DULXWIXGKRBFHD-FSZMGQBASA-N	1463.081778			MMDBc0036794
BASm0023596	CL(12:0/12:0/20:1(11Z)/22:0)	CL(12:0/12:0/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:1(11Z)/22:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-36-38-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-39-37-35-32-30-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h30,32,69-71,76H,5-29,31,33-68H2,1-4H3,(H,81,82)(H,83,84)/b32-30-/t69-,70+,71+/m0/s1	BLXDJDLZZMNORG-WFMYYRNNSA-N	1378.987877			MMDBc0036795
BASm0023597	CL(12:0/12:0/20:1(11Z)/22:1(11Z))	CL(12:0/12:0/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:1(11Z)/22:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-36-38-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-39-37-35-32-30-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h30,32-34,69-71,76H,5-29,31,35-68H2,1-4H3,(H,81,82)(H,83,84)/b32-30-,34-33-/t69-,70+,71+/m0/s1	FSSIDEBXQSHTNH-ZNKFMFBYSA-N	1376.972227			MMDBc0036796
BASm0023598	CL(12:0/12:0/20:1(11Z)/22:1(9Z))	CL(12:0/12:0/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:1(11Z)/22:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-36-38-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-39-37-35-32-30-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h30,32,36,38,69-71,76H,5-29,31,33-35,37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b32-30-,38-36-/t69-,70+,71+/m0/s1	SFVSHNSFCCURHC-LFWOFOKDSA-N	1376.972227			MMDBc0036797
BASm0023599	CL(12:0/12:0/20:1(11Z)/24:0)	CL(12:0/12:0/20:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:1(11Z)/24:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-35-36-38-40-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-41-39-37-32-30-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h30,32,71-73,78H,5-29,31,33-70H2,1-4H3,(H,83,84)(H,85,86)/b32-30-/t71-,72+,73+/m0/s1	JBWZSIXJUHEARK-JLUUWZHMSA-N	1407.019177			MMDBc0036798
BASm0023600	CL(12:0/12:0/20:1(11Z)/24:1(11Z))	CL(12:0/12:0/20:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:1(11Z)/24:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-35-36-38-40-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-41-39-37-32-30-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h30,32,35-36,71-73,78H,5-29,31,33-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b32-30-,36-35-/t71-,72+,73+/m0/s1	BKTUTTCPOOUCFF-NDSSAUIYSA-N	1405.003527			MMDBc0036799
BASm0023601	CL(12:0/12:0/20:1(11Z)/24:1(9Z))	CL(12:0/12:0/20:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:1(11Z)/24:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-35-36-38-40-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-41-39-37-32-30-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h30,32,38,40,71-73,78H,5-29,31,33-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b32-30-,40-38-/t71-,72+,73+/m0/s1	OMHLEJRNUVVWPW-JWTZZZGRSA-N	1405.003527			MMDBc0036800
BASm0023602	CL(12:0/12:0/20:1(11Z)/26:0)	CL(12:0/12:0/20:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:1(11Z)/26:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-35-36-37-38-40-42-44-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-45-43-41-39-32-30-28-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-48-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-23-19-15-11-7-3/h30,32,73-75,80H,5-29,31,33-72H2,1-4H3,(H,85,86)(H,87,88)/b32-30-/t73-,74+,75+/m0/s1	NMEKSGWZTIWSCO-YNNUEAETSA-N	1435.050477			MMDBc0036801
BASm0023603	CL(12:0/12:0/20:1(11Z)/26:1(11Z))	CL(12:0/12:0/20:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:1(11Z)/26:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-35-36-37-38-40-42-44-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-45-43-41-39-32-30-28-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-48-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-23-19-15-11-7-3/h30,32,36-37,73-75,80H,5-29,31,33-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b32-30-,37-36-/t73-,74+,75+/m0/s1	KAVBFKZBCWOSMQ-QCQQLUQZSA-N	1433.034827			MMDBc0036802
BASm0023604	CL(12:0/12:0/20:1(11Z)/26:1(9Z))	CL(12:0/12:0/20:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:1(11Z)/26:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-35-36-37-38-39-41-43-45-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-50-46-44-42-40-32-30-28-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(96-79(84)66-62-58-54-49-24-20-16-12-8-4)70-90-77(82)64-60-56-52-48-23-19-15-11-7-3/h30,32,39,41,74-76,81H,5-29,31,33-38,40,42-73H2,1-4H3,(H,86,87)(H,88,89)/b32-30-,41-39-/t74-,75+,76+/m0/s1	ZHQJFNKAZXRRMW-PIXNTSBDSA-N	1447.050477			MMDBc0036803
BASm0023605	CL(12:0/12:0/20:1(11Z)/28:0)	CL(12:0/12:0/20:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:1(11Z)/28:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-35-36-37-38-39-40-42-44-46-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-47-45-43-41-32-30-28-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-50-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-23-19-15-11-7-3/h30,32,75-77,82H,5-29,31,33-74H2,1-4H3,(H,87,88)(H,89,90)/b32-30-/t75-,76+,77+/m0/s1	GPFMWHCYOAEXCO-KMQCNQDQSA-N	1463.081778			MMDBc0036804
BASm0023606	CL(12:0/12:0/20:1(11Z)/28:1(11Z))	CL(12:0/12:0/20:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:1(11Z)/28:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-35-36-37-38-39-40-42-44-46-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-47-45-43-41-32-30-28-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-50-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-23-19-15-11-7-3/h30,32,38-39,75-77,82H,5-29,31,33-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b32-30-,39-38-/t75-,76+,77+/m0/s1	PRGUPZMGVSIBAN-BKNCKLBVSA-N	1461.066127			MMDBc0036805
BASm0023607	CL(12:0/12:0/20:1(11Z)/28:1(9Z))	CL(12:0/12:0/20:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:1(11Z)/28:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-35-36-37-38-39-40-42-44-46-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-47-45-43-41-32-30-28-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-50-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-23-19-15-11-7-3/h30,32,40,42,75-77,82H,5-29,31,33-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b32-30-,42-40-/t75-,76+,77+/m0/s1	QLDKQGHUOZPTGG-YCNXXOQOSA-N	1461.066127			MMDBc0036806
BASm0023608	CL(12:0/12:0/20:1(13Z)/22:0)	CL(12:0/12:0/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:1(13Z)/22:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-36-38-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-39-37-35-32-30-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h26,28,69-71,76H,5-25,27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b28-26-/t69-,70+,71+/m0/s1	IFZAZBPDHHTUER-RTTDWZEFSA-N	1378.987877			MMDBc0036807
BASm0023609	CL(12:0/12:0/20:1(13Z)/22:1(11Z))	CL(12:0/12:0/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:1(13Z)/22:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-36-38-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-39-37-35-32-30-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h26,28,33-34,69-71,76H,5-25,27,29-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b28-26-,34-33-/t69-,70+,71+/m0/s1	RZJCTTCEFZINHQ-WDTVSULDSA-N	1376.972227			MMDBc0036808
BASm0023610	CL(12:0/12:0/20:1(13Z)/22:1(9Z))	CL(12:0/12:0/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:1(13Z)/22:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-36-38-40-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-45-41-39-37-35-32-30-28-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-44-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-23-19-15-11-7-3/h26,28,36,38,69-71,76H,5-25,27,29-35,37,39-68H2,1-4H3,(H,81,82)(H,83,84)/b28-26-,38-36-/t69-,70+,71+/m0/s1	CICQIMQAEJKLAF-IWWAHMKQSA-N	1376.972227			MMDBc0036809
BASm0023611	CL(12:0/12:0/20:1(13Z)/24:0)	CL(12:0/12:0/20:1(13Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:1(13Z)/24:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-35-36-38-40-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-41-39-37-32-30-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h26,28,71-73,78H,5-25,27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b28-26-/t71-,72+,73+/m0/s1	IXBDXJRIOCEJJQ-HHZSVRRNSA-N	1407.019177			MMDBc0036810
BASm0023612	CL(12:0/12:0/20:1(13Z)/24:1(11Z))	CL(12:0/12:0/20:1(13Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:1(13Z)/24:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-35-36-38-40-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-41-39-37-32-30-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h26,28,35-36,71-73,78H,5-25,27,29-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b28-26-,36-35-/t71-,72+,73+/m0/s1	BOHBGXIITJCQKB-XSTZVNPGSA-N	1405.003527			MMDBc0036811
BASm0023613	CL(12:0/12:0/20:1(13Z)/24:1(9Z))	CL(12:0/12:0/20:1(13Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:1(13Z)/24:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-35-36-38-40-42-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-47-43-41-39-37-32-30-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h26,28,38,40,71-73,78H,5-25,27,29-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b28-26-,40-38-/t71-,72+,73+/m0/s1	UWQQEDJJNDBIAV-CXXLHBASSA-N	1405.003527			MMDBc0036812
BASm0023614	CL(12:0/12:0/20:1(13Z)/26:0)	CL(12:0/12:0/20:1(13Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:1(13Z)/26:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-35-36-37-38-40-42-44-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-45-43-41-39-32-30-28-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-48-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-23-19-15-11-7-3/h26,28,73-75,80H,5-25,27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b28-26-/t73-,74+,75+/m0/s1	MOTQFHKSIFPTGT-BQIONLIXSA-N	1435.050477			MMDBc0036813
BASm0023615	CL(12:0/12:0/20:1(13Z)/26:1(11Z))	CL(12:0/12:0/20:1(13Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:1(13Z)/26:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-35-36-37-38-40-42-44-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-45-43-41-39-32-30-28-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-48-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-23-19-15-11-7-3/h26,28,36-37,73-75,80H,5-25,27,29-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b28-26-,37-36-/t73-,74+,75+/m0/s1	HEBQRTCXOJQJFD-ZJIVMHETSA-N	1433.034827			MMDBc0036814
BASm0023616	CL(12:0/12:0/20:1(13Z)/26:1(9Z))	CL(12:0/12:0/20:1(13Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:1(13Z)/26:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-35-36-37-38-39-41-43-45-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-50-46-44-42-40-32-30-28-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(96-79(84)66-62-58-54-49-24-20-16-12-8-4)70-90-77(82)64-60-56-52-48-23-19-15-11-7-3/h26,28,39,41,74-76,81H,5-25,27,29-38,40,42-73H2,1-4H3,(H,86,87)(H,88,89)/b28-26-,41-39-/t74-,75+,76+/m0/s1	ZVKTZQLCMFEYTH-YMBNGMIESA-N	1447.050477			MMDBc0036815
BASm0023617	CL(12:0/12:0/20:1(13Z)/28:0)	CL(12:0/12:0/20:1(13Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:1(13Z)/28:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-35-36-37-38-39-40-42-44-46-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-47-45-43-41-32-30-28-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-50-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-23-19-15-11-7-3/h26,28,75-77,82H,5-25,27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b28-26-/t75-,76+,77+/m0/s1	VIEHSBXMKLGPNO-XKHNGTOKSA-N	1463.081778			MMDBc0036816
BASm0023618	CL(12:0/12:0/20:1(13Z)/28:1(11Z))	CL(12:0/12:0/20:1(13Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:1(13Z)/28:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-35-36-37-38-39-40-42-44-46-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-47-45-43-41-32-30-28-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-50-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-23-19-15-11-7-3/h26,28,38-39,75-77,82H,5-25,27,29-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b28-26-,39-38-/t75-,76+,77+/m0/s1	KJUZVPHODLJCMW-JCXJXEBHSA-N	1461.066127			MMDBc0036817
BASm0023619	CL(12:0/12:0/20:1(13Z)/28:1(9Z))	CL(12:0/12:0/20:1(13Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/20:1(13Z)/28:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-27-29-31-33-34-35-36-37-38-39-40-42-44-46-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-47-45-43-41-32-30-28-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-50-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-23-19-15-11-7-3/h26,28,40,42,75-77,82H,5-25,27,29-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b28-26-,42-40-/t75-,76+,77+/m0/s1	DSYPBXPWQXYPEP-JJHSLHCRSA-N	1461.066127			MMDBc0036818
BASm0023620	CL(12:0/12:0/22:0/22:1(11Z))	CL(12:0/12:0/22:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/22:0/22:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-39-41-43-47-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-42-40-38-36-34-32-30-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h34,36,71-73,78H,5-33,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b36-34-/t71-,72+,73+/m0/s1	UPTMSNICFVGNTK-UTPTUZLBSA-N	1407.019177			MMDBc0036819
BASm0023621	CL(12:0/12:0/22:0/22:1(9Z))	CL(12:0/12:0/22:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/22:0/22:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-39-41-43-47-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-42-40-38-36-34-32-30-28-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-46-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-23-19-15-11-7-3/h38,40,71-73,78H,5-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b40-38-/t71-,72+,73+/m0/s1	LJDVCVBXWWCPLO-YIWQXDRUSA-N	1407.019177			MMDBc0036820
BASm0023622	CL(12:0/12:0/22:0/24:0)	CL(12:0/12:0/22:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/22:0/24:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-36-38-40-42-44-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-45-43-41-39-37-34-32-30-28-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-48-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	OWRVGSJXBPRNJD-ARQKOWHBSA-N	1437.066127			MMDBc0036821
BASm0023623	CL(12:0/12:0/22:0/24:1(11Z))	CL(12:0/12:0/22:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/22:0/24:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-36-38-40-42-44-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-45-43-41-39-37-34-32-30-28-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-48-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-23-19-15-11-7-3/h36,38,73-75,80H,5-35,37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b38-36-/t73-,74+,75+/m0/s1	ZGBNZSXTBVFZRH-WSJFIPQOSA-N	1435.050477			MMDBc0036822
BASm0023624	CL(12:0/12:0/22:0/24:1(9Z))	CL(12:0/12:0/22:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/22:0/24:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-36-38-40-42-44-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-45-43-41-39-37-34-32-30-28-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-48-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-23-19-15-11-7-3/h40,42,73-75,80H,5-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b42-40-/t73-,74+,75+/m0/s1	YFMOBDSIVSKFKV-INXLOAOTSA-N	1435.050477			MMDBc0036823
BASm0023625	CL(12:0/12:0/22:0/26:0)	CL(12:0/12:0/22:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/22:0/26:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-36-37-38-40-42-44-46-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-47-45-43-41-39-34-32-30-28-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-50-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	DOBJZZCGMONXDP-HRXLSSNSSA-N	1465.097428			MMDBc0036824
BASm0023626	CL(12:0/12:0/22:0/26:1(11Z))	CL(12:0/12:0/22:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/22:0/26:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-36-37-38-40-42-44-46-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-47-45-43-41-39-34-32-30-28-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-50-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-23-19-15-11-7-3/h37-38,75-77,82H,5-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-/t75-,76+,77+/m0/s1	JMOQUAKVPMZIKT-PPDVTESNSA-N	1463.081778			MMDBc0036825
BASm0023627	CL(12:0/12:0/22:0/26:1(9Z))	CL(12:0/12:0/22:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/22:0/26:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H158O17P2	InChI=1S/C82H158O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-36-37-38-39-41-43-45-47-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-52-48-46-44-42-40-34-32-30-28-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-51-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-23-19-15-11-7-3/h41,43,76-78,83H,5-40,42,44-75H2,1-4H3,(H,88,89)(H,90,91)/b43-41-/t76-,77+,78+/m0/s1	RBLFCBMFDZCEQX-FFENONRLSA-N	1477.097428			MMDBc0036826
BASm0023628	CL(12:0/12:0/22:1(11Z)/24:0)	CL(12:0/12:0/22:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/22:1(11Z)/24:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-docosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-36-38-40-42-44-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-45-43-41-39-37-34-32-30-28-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-48-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-23-19-15-11-7-3/h34,37,73-75,80H,5-33,35-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b37-34-/t73-,74+,75+/m0/s1	DTTKJKQVLRDYHV-SSPGZULISA-N	1435.050477			MMDBc0036827
BASm0023629	CL(12:0/12:0/22:1(11Z)/24:1(11Z))	CL(12:0/12:0/22:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/22:1(11Z)/24:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-docosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-36-38-40-42-44-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-45-43-41-39-37-34-32-30-28-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-48-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-23-19-15-11-7-3/h34,36-38,73-75,80H,5-33,35,39-72H2,1-4H3,(H,85,86)(H,87,88)/b37-34-,38-36-/t73-,74+,75+/m0/s1	IFIPFWOEOMXENJ-SXPPXFPCSA-N	1433.034827			MMDBc0036828
BASm0023630	CL(12:0/12:0/22:1(11Z)/24:1(9Z))	CL(12:0/12:0/22:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/22:1(11Z)/24:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-36-38-40-42-44-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-45-43-41-39-37-34-32-30-28-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-48-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-23-19-15-11-7-3/h34,37,40,42,73-75,80H,5-33,35-36,38-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b37-34-,42-40-/t73-,74+,75+/m0/s1	YJJWJDGBFHOFRN-JMKIODBWSA-N	1433.034827			MMDBc0036829
BASm0023631	CL(12:0/12:0/22:1(11Z)/26:0)	CL(12:0/12:0/22:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/22:1(11Z)/26:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-docosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-36-37-38-40-42-44-46-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-47-45-43-41-39-34-32-30-28-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-50-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-23-19-15-11-7-3/h34,39,75-77,82H,5-33,35-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-34-/t75-,76+,77+/m0/s1	SQRULTZFRIPHAK-NITJBBRUSA-N	1463.081778			MMDBc0036830
BASm0023632	CL(12:0/12:0/22:1(11Z)/26:1(11Z))	CL(12:0/12:0/22:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/22:1(11Z)/26:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-docosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-36-37-38-40-42-44-46-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-47-45-43-41-39-34-32-30-28-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-50-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-23-19-15-11-7-3/h34,37-39,75-77,82H,5-33,35-36,40-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-,39-34-/t75-,76+,77+/m0/s1	LZPUKLIVMIVFNW-HVOVAUTQSA-N	1461.066127			MMDBc0036831
BASm0023633	CL(12:0/12:0/22:1(11Z)/26:1(9Z))	CL(12:0/12:0/22:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/22:1(11Z)/26:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-36-37-38-39-41-43-45-47-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-52-48-46-44-42-40-34-32-30-28-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-51-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-23-19-15-11-7-3/h34,40-41,43,76-78,83H,5-33,35-39,42,44-75H2,1-4H3,(H,88,89)(H,90,91)/b40-34-,43-41-/t76-,77+,78+/m0/s1	CMFBIRZSSRQYTG-GZIUFXKXSA-N	1475.081778			MMDBc0036832
BASm0023634	CL(12:0/12:0/22:1(9Z)/24:0)	CL(12:0/12:0/22:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/22:1(9Z)/24:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-docosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-36-38-40-42-44-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-45-43-41-39-37-34-32-30-28-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-48-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-23-19-15-11-7-3/h39,41,73-75,80H,5-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b41-39-/t73-,74+,75+/m0/s1	RNPREDCQXYLGRU-JGQLZKGLSA-N	1435.050477			MMDBc0036833
BASm0023635	CL(12:0/12:0/22:1(9Z)/24:1(11Z))	CL(12:0/12:0/22:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/22:1(9Z)/24:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-36-38-40-42-44-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-45-43-41-39-37-34-32-30-28-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-48-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-23-19-15-11-7-3/h36,38-39,41,73-75,80H,5-35,37,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b38-36-,41-39-/t73-,74+,75+/m0/s1	MRAYXJYMZKAXCR-RGLLYHGPSA-N	1433.034827			MMDBc0036834
BASm0023636	CL(12:0/12:0/22:1(9Z)/24:1(9Z))	CL(12:0/12:0/22:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/22:1(9Z)/24:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-docosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-36-38-40-42-44-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-49-45-43-41-39-37-34-32-30-28-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-48-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-23-19-15-11-7-3/h39-42,73-75,80H,5-38,43-72H2,1-4H3,(H,85,86)(H,87,88)/b41-39-,42-40-/t73-,74+,75+/m0/s1	WBNVYNCXCYNTES-RCWQVALISA-N	1433.034827			MMDBc0036835
BASm0023637	CL(12:0/12:0/22:1(9Z)/26:0)	CL(12:0/12:0/22:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/22:1(9Z)/26:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-docosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-36-37-38-40-42-44-46-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-47-45-43-41-39-34-32-30-28-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-50-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-23-19-15-11-7-3/h41,43,75-77,82H,5-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b43-41-/t75-,76+,77+/m0/s1	WQIYCUGDYXNBOA-DDYJLRSDSA-N	1463.081778			MMDBc0036836
BASm0023638	CL(12:0/12:0/22:1(9Z)/26:1(11Z))	CL(12:0/12:0/22:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/22:1(9Z)/26:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-36-37-38-40-42-44-46-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-47-45-43-41-39-34-32-30-28-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-50-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-23-19-15-11-7-3/h37-38,41,43,75-77,82H,5-36,39-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-,43-41-/t75-,76+,77+/m0/s1	BLQMZIGBWOBFOW-WYFBMQEYSA-N	1461.066127			MMDBc0036837
BASm0023639	CL(12:0/12:0/22:1(9Z)/26:1(9Z))	CL(12:0/12:0/22:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/22:1(9Z)/26:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-docosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-36-37-38-39-41-43-45-47-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-52-48-46-44-42-40-34-32-30-28-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-51-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-23-19-15-11-7-3/h41-44,76-78,83H,5-40,45-75H2,1-4H3,(H,88,89)(H,90,91)/b43-41-,44-42-/t76-,77+,78+/m0/s1	QHTVBKLIISIUHJ-OXFQTDCISA-N	1475.081778			MMDBc0036838
BASm0023640	CL(12:0/12:0/23:1(11Z)/25:0)	CL(12:0/12:0/23:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/23:1(11Z)/25:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of 11Z-tricosanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-38-40-42-44-46-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-47-45-43-41-39-36-34-32-30-28-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-50-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-23-19-15-11-7-3/h36,39,75-77,82H,5-35,37-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-36-/t75-,76+,77+/m0/s1	LPFVCAPHPRPWHH-JJXIGDINSA-N	1463.081778			MMDBc0036839
BASm0023641	CL(12:0/12:0/23:1(11Z)/25:1(11Z))	CL(12:0/12:0/23:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/23:1(11Z)/25:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of 11Z-tricosanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-38-40-42-44-46-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-47-45-43-41-39-36-34-32-30-28-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-50-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-23-19-15-11-7-3/h36,38-40,75-77,82H,5-35,37,41-74H2,1-4H3,(H,87,88)(H,89,90)/b39-36-,40-38-/t75-,76+,77+/m0/s1	YEEMNPVSDPJDAY-HUXPWFTJSA-N	1461.066127			MMDBc0036840
BASm0023642	CL(12:0/12:0/23:1(11Z)/25:1(9Z))	CL(12:0/12:0/23:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/23:1(11Z)/25:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of 11Z-tricosanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-38-40-42-44-46-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-47-45-43-41-39-36-34-32-30-28-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-50-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-23-19-15-11-7-3/h36,39,42,44,75-77,82H,5-35,37-38,40-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b39-36-,44-42-/t75-,76+,77+/m0/s1	JCKCOCHOCGQTQR-KSHRZFHXSA-N	1461.066127			MMDBc0036841
BASm0023643	CL(12:0/12:0/23:1(9Z)/25:0)	CL(12:0/12:0/23:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/23:1(9Z)/25:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of 9Z-tricosanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-38-40-42-44-46-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-47-45-43-41-39-36-34-32-30-28-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-50-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-23-19-15-11-7-3/h41,43,75-77,82H,5-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b43-41-/t75-,76+,77+/m0/s1	OIUKEWGQNNUXAG-DDYJLRSDSA-N	1463.081778			MMDBc0036842
BASm0023644	CL(12:0/12:0/23:1(9Z)/25:1(11Z))	CL(12:0/12:0/23:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/23:1(9Z)/25:1(11Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of 9Z-tricosanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-38-40-42-44-46-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-47-45-43-41-39-36-34-32-30-28-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-50-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-23-19-15-11-7-3/h38,40-41,43,75-77,82H,5-37,39,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b40-38-,43-41-/t75-,76+,77+/m0/s1	WDRLXERBULKCMY-XQAJOTBOSA-N	1461.066127			MMDBc0036843
BASm0023645	CL(12:0/12:0/23:1(9Z)/25:1(9Z))	CL(12:0/12:0/23:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/23:1(9Z)/25:1(9Z)) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of 9Z-tricosanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-38-40-42-44-46-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-51-47-45-43-41-39-36-34-32-30-28-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-50-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-23-19-15-11-7-3/h41-44,75-77,82H,5-40,45-74H2,1-4H3,(H,87,88)(H,89,90)/b43-41-,44-42-/t75-,76+,77+/m0/s1	DEFZWUCTVBRJKD-RBOWRCNNSA-N	1461.066127			MMDBc0036844
BASm0023646	CL(12:0/12:0/24:1(11Z)/24:0)	CL(12:0/12:0/24:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/24:1(11Z)/24:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-tetracosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-39-41-43-45-47-51-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-46-44-42-40-38-36-34-32-30-28-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-50-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-23-19-15-11-7-3/h37,39,75-77,82H,5-36,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-37-/t75-,76+,77+/m0/s1	JVYHBGCNJGYBDH-UMLVYVNWSA-N	1463.081778			MMDBc0036845
BASm0023647	CL(12:0/12:0/24:1(9Z)/24:0)	CL(12:0/12:0/24:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/12:0/24:1(9Z)/24:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-tetracosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-39-41-43-45-47-51-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-46-44-42-40-38-36-34-32-30-28-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-50-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-23-19-15-11-7-3/h41,43,75-77,82H,5-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b43-41-/t75-,76+,77+/m0/s1	ONZHOPIVDQXSRH-DDYJLRSDSA-N	1463.081778			MMDBc0036846
BASm0023648	CL(12:0/14:0/14:0/18:0)	CL(12:0/14:0/14:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:0/18:0) contains one chain of dodecanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C67H130O17P2	InChI=1S/C67H130O17P2/c1-5-9-13-17-21-25-28-29-30-31-34-38-42-46-50-54-67(72)84-63(58-78-65(70)52-48-44-40-36-32-26-22-18-14-10-6-2)60-82-86(75,76)80-56-61(68)55-79-85(73,74)81-59-62(57-77-64(69)51-47-43-39-35-24-20-16-12-8-4)83-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h61-63,68H,5-60H2,1-4H3,(H,73,74)(H,75,76)/t61-,62+,63+/m0/s1	QXLYKRIWLFWTOR-WJOGUDKKSA-N	1268.878327			MMDBc0036847
BASm0023649	CL(12:0/14:0/14:0/20:0)	CL(12:0/14:0/14:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:0/20:0) contains one chain of dodecanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t63-,64+,65+/m0/s1	GCJZDKZTZKGEIX-MGSXVFSVSA-N	1296.909627			MMDBc0036848
BASm0023650	CL(12:0/14:0/14:0/20:1(11Z))	CL(12:0/14:0/14:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:0/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h29-30,63-65,70H,5-28,31-62H2,1-4H3,(H,75,76)(H,77,78)/b30-29-/t63-,64+,65+/m0/s1	KUZCMFQGHVKION-PQJLDLBMSA-N	1294.893977			MMDBc0036849
BASm0023651	CL(12:0/14:0/14:0/20:1(13Z))	CL(12:0/14:0/14:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:0/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h25,28,63-65,70H,5-24,26-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b28-25-/t63-,64+,65+/m0/s1	TXKFEILEBADHOQ-TVSVYGDNSA-N	1294.893977			MMDBc0036850
BASm0023652	CL(12:0/14:0/14:0/22:0)	CL(12:0/14:0/14:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:0/22:0) contains one chain of dodecanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	VYNPYNIERDYVLG-OHKZLATASA-N	1324.940927			MMDBc0036851
BASm0023653	CL(12:0/14:0/14:0/22:1(11Z))	CL(12:0/14:0/14:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h31-32,65-67,72H,5-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b32-31-/t65-,66+,67+/m0/s1	FGGKNPWARKNPQU-CGHWDZBTSA-N	1322.925277			MMDBc0036852
BASm0023654	CL(12:0/14:0/14:0/22:1(9Z))	CL(12:0/14:0/14:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h33-34,65-67,72H,5-32,35-64H2,1-4H3,(H,77,78)(H,79,80)/b34-33-/t65-,66+,67+/m0/s1	WZHVFSLSERLRTR-YJRSNDPLSA-N	1322.925277			MMDBc0036853
BASm0023655	CL(12:0/14:0/14:0/24:0)	CL(12:0/14:0/14:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:0/24:0) contains one chain of dodecanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	FWXZFKNGXLFPDI-MXMGCQHCSA-N	1352.972227			MMDBc0036854
BASm0023656	CL(12:0/14:0/14:0/24:1(11Z))	CL(12:0/14:0/14:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:0/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h33-34,67-69,74H,5-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b34-33-/t67-,68+,69+/m0/s1	DTAAKHARSQUGMI-HWHIIAHISA-N	1350.956577			MMDBc0036855
BASm0023657	CL(12:0/14:0/14:0/24:1(9Z))	CL(12:0/14:0/14:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:0/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h35-36,67-69,74H,5-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b36-35-/t67-,68+,69+/m0/s1	WBBWBOUPRGEAHX-IHMMEYFISA-N	1350.956577			MMDBc0036856
BASm0023658	CL(12:0/14:0/14:0/26:0)	CL(12:0/14:0/14:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:0/26:0) contains one chain of dodecanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	YVXLJDZBWKEUTH-NTQFVZKBSA-N	1381.003527			MMDBc0036857
BASm0023659	CL(12:0/14:0/14:0/26:1(11Z))	CL(12:0/14:0/14:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:0/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h34-35,69-71,76H,5-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b35-34-/t69-,70+,71+/m0/s1	PZOMHSBPDJCXQT-VBYSCXMYSA-N	1378.987877			MMDBc0036858
BASm0023660	CL(12:0/14:0/14:0/26:1(9Z))	CL(12:0/14:0/14:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:0/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C76H146O17P2	InChI=1S/C76H146O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(66-86-73(78)60-56-52-48-44-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3/h37-38,70-72,77H,5-36,39-69H2,1-4H3,(H,82,83)(H,84,85)/b38-37-/t70-,71+,72+/m0/s1	HTFUXJXUYQVXLC-RZAPWMPPSA-N	1393.003527			MMDBc0036859
BASm0023661	CL(12:0/14:0/14:0/28:0)	CL(12:0/14:0/14:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:0/28:0) contains one chain of dodecanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	FMDDPDFAHSYZAO-DFXUENRWSA-N	1409.034827			MMDBc0036860
BASm0023662	CL(12:0/14:0/14:0/28:1(11Z))	CL(12:0/14:0/14:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:0/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h36-37,71-73,78H,5-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b37-36-/t71-,72+,73+/m0/s1	LRMSCRZYPIPFIU-FMNBGGTISA-N	1407.019177			MMDBc0036861
BASm0023663	CL(12:0/14:0/14:0/28:1(9Z))	CL(12:0/14:0/14:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:0/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h38-39,71-73,78H,5-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b39-38-/t71-,72+,73+/m0/s1	LPOXKHFPSXDYSE-OULYKJFJSA-N	1407.019177			MMDBc0036862
BASm0023664	CL(12:0/14:0/14:0/30:0)	CL(12:0/14:0/14:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:0/30:0) contains one chain of dodecanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	UPIKXUWKCJYNHX-ARQKOWHBSA-N	1437.066127			MMDBc0036863
BASm0023665	CL(12:0/14:0/14:1(11Z)/20:0)	CL(12:0/14:0/14:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(11Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h10,14,63-65,70H,5-9,11-13,15-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-/t63-,64+,65+/m0/s1	PAAJBRSFEKISSI-UMAZNCTNSA-N	1294.893977			MMDBc0036864
BASm0023666	CL(12:0/14:0/14:1(11Z)/20:1(11Z))	CL(12:0/14:0/14:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h10,14,29-30,63-65,70H,5-9,11-13,15-28,31-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,30-29-/t63-,64+,65+/m0/s1	CUADNDPSANABJI-UPOYWIRUSA-N	1292.878327			MMDBc0036865
BASm0023667	CL(12:0/14:0/14:1(11Z)/20:1(13Z))	CL(12:0/14:0/14:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h10,14,25,28,63-65,70H,5-9,11-13,15-24,26-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,28-25-/t63-,64+,65+/m0/s1	GNQMDJCNEJXERD-WGIKIFSCSA-N	1292.878327			MMDBc0036866
BASm0023668	CL(12:0/14:0/14:1(11Z)/22:0)	CL(12:0/14:0/14:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h10,14,65-67,72H,5-9,11-13,15-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-/t65-,66+,67+/m0/s1	BCIGQYDJZQAHBT-OOHPCFLOSA-N	1322.925277			MMDBc0036867
BASm0023669	CL(12:0/14:0/14:1(11Z)/22:1(11Z))	CL(12:0/14:0/14:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h10,14,31-32,65-67,72H,5-9,11-13,15-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,32-31-/t65-,66+,67+/m0/s1	NYKDVZNEYYCONN-LJCFHGGTSA-N	1320.909627			MMDBc0036868
BASm0023670	CL(12:0/14:0/14:1(11Z)/22:1(9Z))	CL(12:0/14:0/14:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h10,14,33-34,65-67,72H,5-9,11-13,15-32,35-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,34-33-/t65-,66+,67+/m0/s1	PWPOCJBSUNFVGI-XUZRWCPCSA-N	1320.909627			MMDBc0036869
BASm0023671	CL(12:0/14:0/14:1(11Z)/24:0)	CL(12:0/14:0/14:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h10,14,67-69,74H,5-9,11-13,15-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-/t67-,68+,69+/m0/s1	VSSQHFZRVCRLAN-GMZAFTRQSA-N	1350.956577			MMDBc0036870
BASm0023672	CL(12:0/14:0/14:1(11Z)/24:1(11Z))	CL(12:0/14:0/14:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h10,14,33-34,67-69,74H,5-9,11-13,15-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,34-33-/t67-,68+,69+/m0/s1	LNRRCYNJVZAOAS-KCJLTQKMSA-N	1348.940927			MMDBc0036871
BASm0023673	CL(12:0/14:0/14:1(11Z)/24:1(9Z))	CL(12:0/14:0/14:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h10,14,35-36,67-69,74H,5-9,11-13,15-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,36-35-/t67-,68+,69+/m0/s1	LBEPGMPUZIMPDF-YSEQECHNSA-N	1348.940927			MMDBc0036872
BASm0023674	CL(12:0/14:0/14:1(11Z)/26:0)	CL(12:0/14:0/14:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(11Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h10,14,69-71,76H,5-9,11-13,15-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-/t69-,70+,71+/m0/s1	NQWOOTBQKRSQRD-WHLXAIBDSA-N	1378.987877			MMDBc0036873
BASm0023675	CL(12:0/14:0/14:1(11Z)/26:1(11Z))	CL(12:0/14:0/14:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(11Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h10,14,34-35,69-71,76H,5-9,11-13,15-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-,35-34-/t69-,70+,71+/m0/s1	VLYMWOSMJSMYDS-DCBGGNDDSA-N	1376.972227			MMDBc0036874
BASm0023676	CL(12:0/14:0/14:1(11Z)/26:1(9Z))	CL(12:0/14:0/14:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(11Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C76H144O17P2	InChI=1S/C76H144O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(66-86-73(78)60-56-52-48-44-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3/h10,14,37-38,70-72,77H,5-9,11-13,15-36,39-69H2,1-4H3,(H,82,83)(H,84,85)/b14-10-,38-37-/t70-,71+,72+/m0/s1	PTKMJPJKRCYGRY-RLYVKQQASA-N	1390.987877			MMDBc0036875
BASm0023677	CL(12:0/14:0/14:1(11Z)/28:0)	CL(12:0/14:0/14:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(11Z)/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h10,14,71-73,78H,5-9,11-13,15-70H2,1-4H3,(H,83,84)(H,85,86)/b14-10-/t71-,72+,73+/m0/s1	ITQURPRRQSUUAS-MAZOXXJGSA-N	1407.019177			MMDBc0036876
BASm0023678	CL(12:0/14:0/14:1(11Z)/28:1(11Z))	CL(12:0/14:0/14:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(11Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h10,14,36-37,71-73,78H,5-9,11-13,15-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b14-10-,37-36-/t71-,72+,73+/m0/s1	BNGSVZFBNZKBSW-YZVLSSKYSA-N	1405.003527			MMDBc0036877
BASm0023679	CL(12:0/14:0/14:1(11Z)/28:1(9Z))	CL(12:0/14:0/14:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(11Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h10,14,38-39,71-73,78H,5-9,11-13,15-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b14-10-,39-38-/t71-,72+,73+/m0/s1	IPCHVWVYRZCKDS-GQAGILCTSA-N	1405.003527			MMDBc0036878
BASm0023680	CL(12:0/14:0/14:1(11Z)/30:0)	CL(12:0/14:0/14:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(11Z)/30:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h10,14,73-75,80H,5-9,11-13,15-72H2,1-4H3,(H,85,86)(H,87,88)/b14-10-/t73-,74+,75+/m0/s1	STAMATBXHOLCDB-LOXATVAFSA-N	1435.050477			MMDBc0036879
BASm0023681	CL(12:0/14:0/14:1(9Z)/20:0)	CL(12:0/14:0/14:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(9Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h18,22,63-65,70H,5-17,19-21,23-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-/t63-,64+,65+/m0/s1	PZEZZFDFNUEYLJ-PXHUVQHOSA-N	1294.893977			MMDBc0036880
BASm0023682	CL(12:0/14:0/14:1(9Z)/20:1(11Z))	CL(12:0/14:0/14:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(9Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h18,22,29-30,63-65,70H,5-17,19-21,23-28,31-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,30-29-/t63-,64+,65+/m0/s1	CQUUMLAJXPKOAV-HGOFOPHASA-N	1292.878327			MMDBc0036881
BASm0023683	CL(12:0/14:0/14:1(9Z)/20:1(13Z))	CL(12:0/14:0/14:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(9Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h18,22,25,28,63-65,70H,5-17,19-21,23-24,26-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,28-25-/t63-,64+,65+/m0/s1	PNFHVXRBUKMPED-PXSOPNMASA-N	1292.878327			MMDBc0036882
BASm0023684	CL(12:0/14:0/14:1(9Z)/22:0)	CL(12:0/14:0/14:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(9Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h18,22,65-67,72H,5-17,19-21,23-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-/t65-,66+,67+/m0/s1	AKVKLTHVRDLVIN-VBONMZTLSA-N	1322.925277			MMDBc0036883
BASm0023685	CL(12:0/14:0/14:1(9Z)/22:1(11Z))	CL(12:0/14:0/14:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(9Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h18,22,31-32,65-67,72H,5-17,19-21,23-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,32-31-/t65-,66+,67+/m0/s1	DHTIUIMIVQBNKD-BKEOAQLKSA-N	1320.909627			MMDBc0036884
BASm0023686	CL(12:0/14:0/14:1(9Z)/22:1(9Z))	CL(12:0/14:0/14:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(9Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h18,22,33-34,65-67,72H,5-17,19-21,23-32,35-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,34-33-/t65-,66+,67+/m0/s1	OCXUUHJAMNRKHZ-ROLZOQCDSA-N	1320.909627			MMDBc0036885
BASm0023687	CL(12:0/14:0/14:1(9Z)/24:0)	CL(12:0/14:0/14:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(9Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h18,22,67-69,74H,5-17,19-21,23-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-/t67-,68+,69+/m0/s1	RQUKNFFMDFCDCM-AEIUOFHZSA-N	1350.956577			MMDBc0036886
BASm0023688	CL(12:0/14:0/14:1(9Z)/24:1(11Z))	CL(12:0/14:0/14:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(9Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h18,22,33-34,67-69,74H,5-17,19-21,23-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,34-33-/t67-,68+,69+/m0/s1	KLEIEVARKSJPMD-OPLSJMRYSA-N	1348.940927			MMDBc0036887
BASm0023689	CL(12:0/14:0/14:1(9Z)/24:1(9Z))	CL(12:0/14:0/14:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(9Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h18,22,35-36,67-69,74H,5-17,19-21,23-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,36-35-/t67-,68+,69+/m0/s1	LRPUXRPZOFDBIZ-ICJNTVMESA-N	1348.940927			MMDBc0036888
BASm0023690	CL(12:0/14:0/14:1(9Z)/26:0)	CL(12:0/14:0/14:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(9Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h18,22,69-71,76H,5-17,19-21,23-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-/t69-,70+,71+/m0/s1	QDHHZCJWZOPFQU-ULWBWJMGSA-N	1378.987877			MMDBc0036889
BASm0023691	CL(12:0/14:0/14:1(9Z)/26:1(11Z))	CL(12:0/14:0/14:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(9Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h18,22,34-35,69-71,76H,5-17,19-21,23-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,35-34-/t69-,70+,71+/m0/s1	CMWSSZCRQXQUGJ-AVPDCXTCSA-N	1376.972227			MMDBc0036890
BASm0023692	CL(12:0/14:0/14:1(9Z)/26:1(9Z))	CL(12:0/14:0/14:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(9Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C76H144O17P2	InChI=1S/C76H144O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(66-86-73(78)60-56-52-48-44-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3/h18,22,37-38,70-72,77H,5-17,19-21,23-36,39-69H2,1-4H3,(H,82,83)(H,84,85)/b22-18-,38-37-/t70-,71+,72+/m0/s1	NLXTWNKOSSRDEU-PJSRVOOFSA-N	1390.987877			MMDBc0036891
BASm0023693	CL(12:0/14:0/14:1(9Z)/28:0)	CL(12:0/14:0/14:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(9Z)/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h18,22,71-73,78H,5-17,19-21,23-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-/t71-,72+,73+/m0/s1	JUVQPCXPTHLZCF-PDVPRQMFSA-N	1407.019177			MMDBc0036892
BASm0023694	CL(12:0/14:0/14:1(9Z)/28:1(11Z))	CL(12:0/14:0/14:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(9Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h18,22,36-37,71-73,78H,5-17,19-21,23-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,37-36-/t71-,72+,73+/m0/s1	KVYFERYTQBFATE-CYLIHHGHSA-N	1405.003527			MMDBc0036893
BASm0023695	CL(12:0/14:0/14:1(9Z)/28:1(9Z))	CL(12:0/14:0/14:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(9Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h18,22,38-39,71-73,78H,5-17,19-21,23-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,39-38-/t71-,72+,73+/m0/s1	WLMYRUGUUGNCCA-WTZVQCQDSA-N	1405.003527			MMDBc0036894
BASm0023696	CL(12:0/14:0/14:1(9Z)/30:0)	CL(12:0/14:0/14:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/14:1(9Z)/30:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h18,22,73-75,80H,5-17,19-21,23-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-/t73-,74+,75+/m0/s1	UQOLNUPOBZGWQE-XVBSZFSMSA-N	1435.050477			MMDBc0036895
BASm0023697	CL(12:0/14:0/15:0/23:1(11Z))	CL(12:0/14:0/15:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/15:0/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h33-34,67-69,74H,5-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b34-33-/t67-,68+,69+/m0/s1	MZDAGEQJUFSBOU-HWHIIAHISA-N	1350.956577			MMDBc0036896
BASm0023698	CL(12:0/14:0/15:0/23:1(9Z))	CL(12:0/14:0/15:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/15:0/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h35-36,67-69,74H,5-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b36-35-/t67-,68+,69+/m0/s1	VLBDUMJEWBHHKO-IHMMEYFISA-N	1350.956577			MMDBc0036897
BASm0023699	CL(12:0/14:0/15:0/25:0)	CL(12:0/14:0/15:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/15:0/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	GRLGYEJIFMJZNB-NTQFVZKBSA-N	1381.003527			MMDBc0036898
BASm0023700	CL(12:0/14:0/15:0/25:1(11Z))	CL(12:0/14:0/15:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/15:0/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h35-36,69-71,76H,5-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b36-35-/t69-,70+,71+/m0/s1	XXAJDIJRERUQLB-ZROLNUINSA-N	1378.987877			MMDBc0036899
BASm0023701	CL(12:0/14:0/15:0/25:1(9Z))	CL(12:0/14:0/15:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/15:0/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h37-38,69-71,76H,5-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b38-37-/t69-,70+,71+/m0/s1	IFWQBMVQEMVZMI-FYPLOVRYSA-N	1378.987877			MMDBc0036900
BASm0023702	CL(12:0/14:0/15:0/27:0)	CL(12:0/14:0/15:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/15:0/27:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	PLDDDVQWVOJQFX-DFXUENRWSA-N	1409.034827			MMDBc0036901
BASm0023703	CL(12:0/14:0/15:0/27:1(11Z))	CL(12:0/14:0/15:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/15:0/27:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h37-38,71-73,78H,5-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b38-37-/t71-,72+,73+/m0/s1	HWGHTMVWCRIJAT-JQDGKYSJSA-N	1407.019177			MMDBc0036902
BASm0023704	CL(12:0/14:0/15:0/27:1(9Z))	CL(12:0/14:0/15:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/15:0/27:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h39-40,71-73,78H,5-38,41-70H2,1-4H3,(H,83,84)(H,85,86)/b40-39-/t71-,72+,73+/m0/s1	KBBRRQBBLPBOFQ-AEXOQUIZSA-N	1407.019177			MMDBc0036903
BASm0023705	CL(12:0/14:0/15:0/29:0)	CL(12:0/14:0/15:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/15:0/29:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	DBAQLICXBDYAQJ-ARQKOWHBSA-N	1437.066127			MMDBc0036904
BASm0023706	CL(12:0/14:0/15:1(11Z)/23:1(11Z))	CL(12:0/14:0/15:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/15:1(11Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h14,18,33-34,67-69,74H,5-13,15-17,19-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,34-33-/t67-,68+,69+/m0/s1	RNGZNUDUJZRSCE-VVOJQHBESA-N	1348.940927			MMDBc0036905
BASm0023707	CL(12:0/14:0/15:1(11Z)/23:1(9Z))	CL(12:0/14:0/15:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/15:1(11Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h14,18,35-36,67-69,74H,5-13,15-17,19-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,36-35-/t67-,68+,69+/m0/s1	KJZUWGANMZWBQG-LUJUWMBRSA-N	1348.940927			MMDBc0036906
BASm0023708	CL(12:0/14:0/15:1(11Z)/25:0)	CL(12:0/14:0/15:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/15:1(11Z)/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h14,18,69-71,76H,5-13,15-17,19-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-/t69-,70+,71+/m0/s1	DKVXJTKVVXIOHY-FZYNDCMASA-N	1378.987877			MMDBc0036907
BASm0023709	CL(12:0/14:0/15:1(11Z)/25:1(11Z))	CL(12:0/14:0/15:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/15:1(11Z)/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h14,18,35-36,69-71,76H,5-13,15-17,19-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,36-35-/t69-,70+,71+/m0/s1	AMULZTKCFWPNGH-LVADVPQLSA-N	1376.972227			MMDBc0036908
BASm0023710	CL(12:0/14:0/15:1(11Z)/25:1(9Z))	CL(12:0/14:0/15:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/15:1(11Z)/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h14,18,37-38,69-71,76H,5-13,15-17,19-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,38-37-/t69-,70+,71+/m0/s1	IODPICLCIVRYCV-SXPNGPDFSA-N	1376.972227			MMDBc0036909
BASm0023711	CL(12:0/14:0/15:1(11Z)/27:0)	CL(12:0/14:0/15:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/15:1(11Z)/27:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h14,18,71-73,78H,5-13,15-17,19-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-/t71-,72+,73+/m0/s1	XNCKUOXJZMNYIR-RGSQTQCOSA-N	1407.019177			MMDBc0036910
BASm0023712	CL(12:0/14:0/15:1(11Z)/27:1(11Z))	CL(12:0/14:0/15:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/15:1(11Z)/27:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h14,18,37-38,71-73,78H,5-13,15-17,19-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,38-37-/t71-,72+,73+/m0/s1	IEUJBSCUNAMGMW-LAWDIWIMSA-N	1405.003527			MMDBc0036911
BASm0023713	CL(12:0/14:0/15:1(11Z)/27:1(9Z))	CL(12:0/14:0/15:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/15:1(11Z)/27:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h14,18,39-40,71-73,78H,5-13,15-17,19-38,41-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,40-39-/t71-,72+,73+/m0/s1	JWUISQQNOCMOBY-KWVDILRHSA-N	1405.003527			MMDBc0036912
BASm0023714	CL(12:0/14:0/15:1(11Z)/29:0)	CL(12:0/14:0/15:1(11Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/15:1(11Z)/29:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h14,18,73-75,80H,5-13,15-17,19-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-/t73-,74+,75+/m0/s1	FEHVBDXFUJACFA-CELCYILISA-N	1435.050477			MMDBc0036913
BASm0023715	CL(12:0/14:0/15:1(9Z)/23:1(11Z))	CL(12:0/14:0/15:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/15:1(9Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h22,26,33-34,67-69,74H,5-21,23-25,27-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b26-22-,34-33-/t67-,68+,69+/m0/s1	YQQAWLGGUNQLLI-NBHWBHGTSA-N	1348.940927			MMDBc0036914
BASm0023716	CL(12:0/14:0/15:1(9Z)/23:1(9Z))	CL(12:0/14:0/15:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/15:1(9Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h22,26,35-36,67-69,74H,5-21,23-25,27-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b26-22-,36-35-/t67-,68+,69+/m0/s1	PFPRVYQLHILESM-QNUDSGBFSA-N	1348.940927			MMDBc0036915
BASm0023717	CL(12:0/14:0/15:1(9Z)/25:0)	CL(12:0/14:0/15:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/15:1(9Z)/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h22,26,69-71,76H,5-21,23-25,27-68H2,1-4H3,(H,81,82)(H,83,84)/b26-22-/t69-,70+,71+/m0/s1	VFVPRDVJVGLURD-JVZNJWLCSA-N	1378.987877			MMDBc0036916
BASm0023718	CL(12:0/14:0/15:1(9Z)/25:1(11Z))	CL(12:0/14:0/15:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/15:1(9Z)/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h22,26,35-36,69-71,76H,5-21,23-25,27-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b26-22-,36-35-/t69-,70+,71+/m0/s1	ORKCAQUGMUUJSU-NBOLAEBRSA-N	1376.972227			MMDBc0036917
BASm0023719	CL(12:0/14:0/15:1(9Z)/25:1(9Z))	CL(12:0/14:0/15:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/15:1(9Z)/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h22,26,37-38,69-71,76H,5-21,23-25,27-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b26-22-,38-37-/t69-,70+,71+/m0/s1	JGUIKHFVQWSNBU-DQSZYOSWSA-N	1376.972227			MMDBc0036918
BASm0023720	CL(12:0/14:0/15:1(9Z)/27:0)	CL(12:0/14:0/15:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/15:1(9Z)/27:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h22,26,71-73,78H,5-21,23-25,27-70H2,1-4H3,(H,83,84)(H,85,86)/b26-22-/t71-,72+,73+/m0/s1	NWBZQXAPCUXRPO-AJAQIHETSA-N	1407.019177			MMDBc0036919
BASm0023721	CL(12:0/14:0/15:1(9Z)/27:1(11Z))	CL(12:0/14:0/15:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/15:1(9Z)/27:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h22,26,37-38,71-73,78H,5-21,23-25,27-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b26-22-,38-37-/t71-,72+,73+/m0/s1	RCZJOUCABAYDRS-DFBJYYRDSA-N	1405.003527			MMDBc0036920
BASm0023722	CL(12:0/14:0/15:1(9Z)/27:1(9Z))	CL(12:0/14:0/15:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/15:1(9Z)/27:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h22,26,39-40,71-73,78H,5-21,23-25,27-38,41-70H2,1-4H3,(H,83,84)(H,85,86)/b26-22-,40-39-/t71-,72+,73+/m0/s1	PHHKZCPSWRKJGI-CBQMDNDCSA-N	1405.003527			MMDBc0036921
BASm0023723	CL(12:0/14:0/15:1(9Z)/29:0)	CL(12:0/14:0/15:1(9Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/15:1(9Z)/29:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h22,26,73-75,80H,5-21,23-25,27-72H2,1-4H3,(H,85,86)(H,87,88)/b26-22-/t73-,74+,75+/m0/s1	OAKKOADOZICDRR-ODVQERTASA-N	1435.050477			MMDBc0036922
BASm0023724	CL(12:0/14:0/16:0/16:0)	CL(12:0/14:0/16:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:0/16:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of hexadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C67H130O17P2	InChI=1S/C67H130O17P2/c1-5-9-13-17-21-25-28-30-33-36-40-44-48-52-65(70)78-58-63(84-67(72)54-50-46-42-38-34-31-29-26-22-18-14-10-6-2)60-82-86(75,76)80-56-61(68)55-79-85(73,74)81-59-62(57-77-64(69)51-47-43-39-35-24-20-16-12-8-4)83-66(71)53-49-45-41-37-32-27-23-19-15-11-7-3/h61-63,68H,5-60H2,1-4H3,(H,73,74)(H,75,76)/t61-,62+,63+/m0/s1	IXBTUPNADBOPPM-WJOGUDKKSA-N	1268.878327			MMDBc0036923
BASm0023725	CL(12:0/14:0/16:0/18:0)	CL(12:0/14:0/16:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:0/18:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-25-28-30-31-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t63-,64+,65+/m0/s1	VERFFOKVPLIQJY-MGSXVFSVSA-N	1296.909627			MMDBc0036924
BASm0023726	CL(12:0/14:0/16:0/18:1(11Z))	CL(12:0/14:0/16:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:0/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-28-30-31-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3/h25,28,63-65,70H,5-24,26-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b28-25-/t63-,64+,65+/m0/s1	DUCNCTXAUUMDIS-TVSVYGDNSA-N	1294.893977			MMDBc0036925
BASm0023727	CL(12:0/14:0/16:0/18:1(9Z))	CL(12:0/14:0/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:0/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-28-30-31-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3/h30-31,63-65,70H,5-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b31-30-/t63-,64+,65+/m0/s1	ACMJPIGMPLHADN-KROWAYFZSA-N	1294.893977			MMDBc0036926
BASm0023728	CL(12:0/14:0/16:0/20:0)	CL(12:0/14:0/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:0/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	IAUFBDOEBIDOLR-OHKZLATASA-N	1324.940927			MMDBc0036927
BASm0023729	CL(12:0/14:0/16:0/20:1(11Z))	CL(12:0/14:0/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:0/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h30-31,65-67,72H,5-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b31-30-/t65-,66+,67+/m0/s1	UBMSDQLKRKHDES-HFQZLWRUSA-N	1322.925277			MMDBc0036928
BASm0023730	CL(12:0/14:0/16:0/20:1(13Z))	CL(12:0/14:0/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:0/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h25,28,65-67,72H,5-24,26-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b28-25-/t65-,66+,67+/m0/s1	MEFFUFQZBSJDQB-MYBYKSIBSA-N	1322.925277			MMDBc0036929
BASm0023731	CL(12:0/14:0/16:0/22:0)	CL(12:0/14:0/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:0/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	QEUHSTVDWRDFQL-MXMGCQHCSA-N	1352.972227			MMDBc0036930
BASm0023732	CL(12:0/14:0/16:0/22:1(11Z))	CL(12:0/14:0/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h32-33,67-69,74H,5-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b33-32-/t67-,68+,69+/m0/s1	FJHCRPDCQXGXBF-SCUFBZQYSA-N	1350.956577			MMDBc0036931
BASm0023733	CL(12:0/14:0/16:0/22:1(9Z))	CL(12:0/14:0/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h34-35,67-69,74H,5-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b35-34-/t67-,68+,69+/m0/s1	YJUXMQUGJGRDBU-YHGSUBCESA-N	1350.956577			MMDBc0036932
BASm0023734	CL(12:0/14:0/16:0/24:0)	CL(12:0/14:0/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:0/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	VMZRUXQHRSFCHC-NTQFVZKBSA-N	1381.003527			MMDBc0036933
BASm0023735	CL(12:0/14:0/16:0/24:1(11Z))	CL(12:0/14:0/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:0/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h34-35,69-71,76H,5-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b35-34-/t69-,70+,71+/m0/s1	QBFWEMXZDFZIQK-VBYSCXMYSA-N	1378.987877			MMDBc0036934
BASm0023736	CL(12:0/14:0/16:0/24:1(9Z))	CL(12:0/14:0/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:0/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h36-37,69-71,76H,5-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b37-36-/t69-,70+,71+/m0/s1	AADTZUVMNYRNFR-TVPKQGNNSA-N	1378.987877			MMDBc0036935
BASm0023737	CL(12:0/14:0/16:0/26:0)	CL(12:0/14:0/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:0/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	DCVBGCYEBOQEPU-DFXUENRWSA-N	1409.034827			MMDBc0036936
BASm0023738	CL(12:0/14:0/16:0/26:1(11Z))	CL(12:0/14:0/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:0/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h35-36,71-73,78H,5-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b36-35-/t71-,72+,73+/m0/s1	ZFOQJDSYOGNEOA-WQQSVMQDSA-N	1407.019177			MMDBc0036937
BASm0023739	CL(12:0/14:0/16:0/26:1(9Z))	CL(12:0/14:0/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:0/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H150O17P2	InChI=1S/C78H150O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-42-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-44-41-29-26-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-46-24-20-16-12-8-4)94-77(82)64-60-56-52-48-43-27-23-19-15-11-7-3/h38-39,72-74,79H,5-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b39-38-/t72-,73+,74+/m0/s1	WOIVTUAAEIKDEM-XMMMZQPYSA-N	1421.034827			MMDBc0036938
BASm0023740	CL(12:0/14:0/16:0/28:0)	CL(12:0/14:0/16:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:0/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	AJJFNVNXEOTXCT-ARQKOWHBSA-N	1437.066127			MMDBc0036939
BASm0023741	CL(12:0/14:0/16:0/28:1(11Z))	CL(12:0/14:0/16:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:0/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h37-38,73-75,80H,5-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b38-37-/t73-,74+,75+/m0/s1	MWFLECQFDISAES-KJSACERUSA-N	1435.050477			MMDBc0036940
BASm0023742	CL(12:0/14:0/16:0/28:1(9Z))	CL(12:0/14:0/16:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:0/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h39-40,73-75,80H,5-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b40-39-/t73-,74+,75+/m0/s1	DNDDLKZIYVBVIY-ZJLGETJNSA-N	1435.050477			MMDBc0036941
BASm0023743	CL(12:0/14:0/16:0/30:0)	CL(12:0/14:0/16:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:0/30:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-42-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	FUMKXSFFVWFKNX-HRXLSSNSSA-N	1465.097428			MMDBc0036942
BASm0023744	CL(12:0/14:0/16:1(11Z)/18:0)	CL(12:0/14:0/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(11Z)/18:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-28-30-31-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3/h18,22,63-65,70H,5-17,19-21,23-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-/t63-,64+,65+/m0/s1	CWOJMUDIHHZMDG-PXHUVQHOSA-N	1294.893977			MMDBc0036943
BASm0023745	CL(12:0/14:0/16:1(11Z)/18:1(11Z))	CL(12:0/14:0/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(11Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-30-31-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3/h18,22,25,28,63-65,70H,5-17,19-21,23-24,26-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,28-25-/t63-,64+,65+/m0/s1	ROQSUUKZIRFAOP-PXSOPNMASA-N	1292.878327			MMDBc0036944
BASm0023746	CL(12:0/14:0/16:1(11Z)/18:1(9Z))	CL(12:0/14:0/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(11Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-30-31-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3/h18,22,30-31,63-65,70H,5-17,19-21,23-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,31-30-/t63-,64+,65+/m0/s1	WYTRETLJUYBIGY-QHSLQMAPSA-N	1292.878327			MMDBc0036945
BASm0023747	CL(12:0/14:0/16:1(11Z)/20:0)	CL(12:0/14:0/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(11Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h18,22,65-67,72H,5-17,19-21,23-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-/t65-,66+,67+/m0/s1	XGCLMJFTCIKYIO-VBONMZTLSA-N	1322.925277			MMDBc0036946
BASm0023748	CL(12:0/14:0/16:1(11Z)/20:1(11Z))	CL(12:0/14:0/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h18,22,30-31,65-67,72H,5-17,19-21,23-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,31-30-/t65-,66+,67+/m0/s1	YHULCLKWEPHZME-HJYQZCEKSA-N	1320.909627			MMDBc0036947
BASm0023749	CL(12:0/14:0/16:1(11Z)/20:1(13Z))	CL(12:0/14:0/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h18,22,25,28,65-67,72H,5-17,19-21,23-24,26-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,28-25-/t65-,66+,67+/m0/s1	HIJRZBAEBXQXOZ-UAUYGFFXSA-N	1320.909627			MMDBc0036948
BASm0023750	CL(12:0/14:0/16:1(11Z)/22:0)	CL(12:0/14:0/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h18,22,67-69,74H,5-17,19-21,23-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-/t67-,68+,69+/m0/s1	ZRVXPHOZGHRRPE-AEIUOFHZSA-N	1350.956577			MMDBc0036949
BASm0023751	CL(12:0/14:0/16:1(11Z)/22:1(11Z))	CL(12:0/14:0/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h18,22,32-33,67-69,74H,5-17,19-21,23-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,33-32-/t67-,68+,69+/m0/s1	VUGUGHPSHWWHGK-IPGLWUKJSA-N	1348.940927			MMDBc0036950
BASm0023752	CL(12:0/14:0/16:1(11Z)/22:1(9Z))	CL(12:0/14:0/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h18,22,34-35,67-69,74H,5-17,19-21,23-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,35-34-/t67-,68+,69+/m0/s1	NWMINMVEBJNNPV-HXJODEDGSA-N	1348.940927			MMDBc0036951
BASm0023753	CL(12:0/14:0/16:1(11Z)/24:0)	CL(12:0/14:0/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h18,22,69-71,76H,5-17,19-21,23-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-/t69-,70+,71+/m0/s1	TUTSFLZMVWHSMD-ULWBWJMGSA-N	1378.987877			MMDBc0036952
BASm0023754	CL(12:0/14:0/16:1(11Z)/24:1(11Z))	CL(12:0/14:0/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h18,22,34-35,69-71,76H,5-17,19-21,23-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,35-34-/t69-,70+,71+/m0/s1	WYTNHRXERNAAHK-AVPDCXTCSA-N	1376.972227			MMDBc0036953
BASm0023755	CL(12:0/14:0/16:1(11Z)/24:1(9Z))	CL(12:0/14:0/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h18,22,36-37,69-71,76H,5-17,19-21,23-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,37-36-/t69-,70+,71+/m0/s1	JVPKMFGDFQQYHB-VGZVSUIYSA-N	1376.972227			MMDBc0036954
BASm0023756	CL(12:0/14:0/16:1(11Z)/26:0)	CL(12:0/14:0/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(11Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h18,22,71-73,78H,5-17,19-21,23-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-/t71-,72+,73+/m0/s1	VQBWKFQBHJUHHV-PDVPRQMFSA-N	1407.019177			MMDBc0036955
BASm0023757	CL(12:0/14:0/16:1(11Z)/26:1(11Z))	CL(12:0/14:0/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(11Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h18,22,35-36,71-73,78H,5-17,19-21,23-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,36-35-/t71-,72+,73+/m0/s1	LERCMJGYOIRXSO-XUKAXHDMSA-N	1405.003527			MMDBc0036956
BASm0023758	CL(12:0/14:0/16:1(11Z)/26:1(9Z))	CL(12:0/14:0/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(11Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H148O17P2	InChI=1S/C78H148O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-42-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-44-41-29-26-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-46-24-20-16-12-8-4)94-77(82)64-60-56-52-48-43-27-23-19-15-11-7-3/h18,22,38-39,72-74,79H,5-17,19-21,23-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b22-18-,39-38-/t72-,73+,74+/m0/s1	NBPVTTBCAWNWEV-YFWQPGPTSA-N	1419.019177			MMDBc0036957
BASm0023759	CL(12:0/14:0/16:1(11Z)/28:0)	CL(12:0/14:0/16:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(11Z)/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h18,22,73-75,80H,5-17,19-21,23-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-/t73-,74+,75+/m0/s1	TWNDWTZEBWQOPX-XVBSZFSMSA-N	1435.050477			MMDBc0036958
BASm0023760	CL(12:0/14:0/16:1(11Z)/28:1(11Z))	CL(12:0/14:0/16:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(11Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h18,22,37-38,73-75,80H,5-17,19-21,23-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,38-37-/t73-,74+,75+/m0/s1	REGWMDQJBLNLLG-ZXIIQMASSA-N	1433.034827			MMDBc0036959
BASm0023761	CL(12:0/14:0/16:1(11Z)/28:1(9Z))	CL(12:0/14:0/16:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(11Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h18,22,39-40,73-75,80H,5-17,19-21,23-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,40-39-/t73-,74+,75+/m0/s1	BWRGQRJNASPOAJ-KHJJNGHRSA-N	1433.034827			MMDBc0036960
BASm0023762	CL(12:0/14:0/16:1(11Z)/30:0)	CL(12:0/14:0/16:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(11Z)/30:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-42-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h18,22,75-77,82H,5-17,19-21,23-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-/t75-,76+,77+/m0/s1	VTBMBKRFDOUSDO-LFGZPRDQSA-N	1463.081778			MMDBc0036961
BASm0023763	CL(12:0/14:0/16:1(9Z)/18:0)	CL(12:0/14:0/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(9Z)/18:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-28-30-31-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3/h26,29,63-65,70H,5-25,27-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b29-26-/t63-,64+,65+/m0/s1	HVTJSCPVBPXVHR-ZYPWYEIKSA-N	1294.893977			MMDBc0036962
BASm0023764	CL(12:0/14:0/16:1(9Z)/18:1(11Z))	CL(12:0/14:0/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(9Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-30-31-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3/h25-26,28-29,63-65,70H,5-24,27,30-62H2,1-4H3,(H,75,76)(H,77,78)/b28-25-,29-26-/t63-,64+,65+/m0/s1	FWUPHXBOTBLTEV-OZDABCTOSA-N	1292.878327			MMDBc0036963
BASm0023765	CL(12:0/14:0/16:1(9Z)/18:1(9Z))	CL(12:0/14:0/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(9Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-30-31-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3/h26,29-31,63-65,70H,5-25,27-28,32-62H2,1-4H3,(H,75,76)(H,77,78)/b29-26-,31-30-/t63-,64+,65+/m0/s1	MGNHOBDLZUXTCR-PKSUILTKSA-N	1292.878327			MMDBc0036964
BASm0023766	CL(12:0/14:0/16:1(9Z)/20:0)	CL(12:0/14:0/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(9Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h26,29,65-67,72H,5-25,27-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b29-26-/t65-,66+,67+/m0/s1	ABDGOMQXHLEOOM-JHEBJTLVSA-N	1322.925277			MMDBc0036965
BASm0023767	CL(12:0/14:0/16:1(9Z)/20:1(11Z))	CL(12:0/14:0/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(9Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h26,29-31,65-67,72H,5-25,27-28,32-64H2,1-4H3,(H,77,78)(H,79,80)/b29-26-,31-30-/t65-,66+,67+/m0/s1	YTBPQBOQCAOTDY-WYLSCWHRSA-N	1320.909627			MMDBc0036966
BASm0023768	CL(12:0/14:0/16:1(9Z)/20:1(13Z))	CL(12:0/14:0/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(9Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h25-26,28-29,65-67,72H,5-24,27,30-64H2,1-4H3,(H,77,78)(H,79,80)/b28-25-,29-26-/t65-,66+,67+/m0/s1	CLQFOENJHAWCSL-NGEBARIHSA-N	1320.909627			MMDBc0036967
BASm0023769	CL(12:0/14:0/16:1(9Z)/22:0)	CL(12:0/14:0/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(9Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h26,29,67-69,74H,5-25,27-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b29-26-/t67-,68+,69+/m0/s1	OQVRRPDIJHSJOS-WFXULHBJSA-N	1350.956577			MMDBc0036968
BASm0023770	CL(12:0/14:0/16:1(9Z)/22:1(11Z))	CL(12:0/14:0/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(9Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h26,29,32-33,67-69,74H,5-25,27-28,30-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b29-26-,33-32-/t67-,68+,69+/m0/s1	VGOZLWRVUJIDGK-PEVYJOMOSA-N	1348.940927			MMDBc0036969
BASm0023771	CL(12:0/14:0/16:1(9Z)/22:1(9Z))	CL(12:0/14:0/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(9Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h26,29,34-35,67-69,74H,5-25,27-28,30-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b29-26-,35-34-/t67-,68+,69+/m0/s1	UIUWDWAXDQVFMK-DCMOJUGJSA-N	1348.940927			MMDBc0036970
BASm0023772	CL(12:0/14:0/16:1(9Z)/24:0)	CL(12:0/14:0/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(9Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h26,29,69-71,76H,5-25,27-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-/t69-,70+,71+/m0/s1	SMOANTRYVJRZBI-YRXINFHSSA-N	1378.987877			MMDBc0036971
BASm0023773	CL(12:0/14:0/16:1(9Z)/24:1(11Z))	CL(12:0/14:0/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(9Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h26,29,34-35,69-71,76H,5-25,27-28,30-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-,35-34-/t69-,70+,71+/m0/s1	FZISVJHYLDIIAJ-QAYBMYTNSA-N	1376.972227			MMDBc0036972
BASm0023774	CL(12:0/14:0/16:1(9Z)/24:1(9Z))	CL(12:0/14:0/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(9Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h26,29,36-37,69-71,76H,5-25,27-28,30-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-,37-36-/t69-,70+,71+/m0/s1	FPNCWQKBBRAABZ-FSCYQUKESA-N	1376.972227			MMDBc0036973
BASm0023775	CL(12:0/14:0/16:1(9Z)/26:0)	CL(12:0/14:0/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(9Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h26,29,71-73,78H,5-25,27-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-/t71-,72+,73+/m0/s1	TUWHKTDLZRKUPH-XINBXNEZSA-N	1407.019177			MMDBc0036974
BASm0023776	CL(12:0/14:0/16:1(9Z)/26:1(11Z))	CL(12:0/14:0/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(9Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h26,29,35-36,71-73,78H,5-25,27-28,30-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,36-35-/t71-,72+,73+/m0/s1	HDTGKXZLYJEADH-JDHJKEKSSA-N	1405.003527			MMDBc0036975
BASm0023777	CL(12:0/14:0/16:1(9Z)/26:1(9Z))	CL(12:0/14:0/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(9Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H148O17P2	InChI=1S/C78H148O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-42-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-44-41-29-26-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-46-24-20-16-12-8-4)94-77(82)64-60-56-52-48-43-27-23-19-15-11-7-3/h26,29,38-39,72-74,79H,5-25,27-28,30-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b29-26-,39-38-/t72-,73+,74+/m0/s1	WTPZKTOANNUHQI-ZKEBAJMJSA-N	1419.019177			MMDBc0036976
BASm0023778	CL(12:0/14:0/16:1(9Z)/28:0)	CL(12:0/14:0/16:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(9Z)/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h26,29,73-75,80H,5-25,27-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-/t73-,74+,75+/m0/s1	IDHFOLRWTJLKIT-KSZIGCDUSA-N	1435.050477			MMDBc0036977
BASm0023779	CL(12:0/14:0/16:1(9Z)/28:1(11Z))	CL(12:0/14:0/16:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(9Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h26,29,37-38,73-75,80H,5-25,27-28,30-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,38-37-/t73-,74+,75+/m0/s1	NIEFQNBJHJUIBR-AKKODHLOSA-N	1433.034827			MMDBc0036978
BASm0023780	CL(12:0/14:0/16:1(9Z)/28:1(9Z))	CL(12:0/14:0/16:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(9Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h26,29,39-40,73-75,80H,5-25,27-28,30-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,40-39-/t73-,74+,75+/m0/s1	HHGGSVFYWWAVKB-CDABXIGKSA-N	1433.034827			MMDBc0036979
BASm0023781	CL(12:0/14:0/16:1(9Z)/30:0)	CL(12:0/14:0/16:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/16:1(9Z)/30:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-42-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h26,29,75-77,82H,5-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-/t75-,76+,77+/m0/s1	FOYIMBACTUCSBV-ALNIXOIZSA-N	1463.081778			MMDBc0036980
BASm0023782	CL(12:0/14:0/18:0/18:0)	CL(12:0/14:0/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:0/18:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-25-28-30-32-34-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-35-33-31-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	WEMCPDBZICINTH-OHKZLATASA-N	1324.940927			MMDBc0036981
BASm0023783	CL(12:0/14:0/18:0/18:1(11Z))	CL(12:0/14:0/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:0/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-28-30-32-34-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-35-33-31-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h26,29,65-67,72H,5-25,27-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b29-26-/t65-,66+,67+/m0/s1	RXEBCDPDDWWRCD-JHEBJTLVSA-N	1322.925277			MMDBc0036982
BASm0023784	CL(12:0/14:0/18:0/18:1(9Z))	CL(12:0/14:0/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:0/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-28-30-32-34-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-35-33-31-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h31,33,65-67,72H,5-30,32,34-64H2,1-4H3,(H,77,78)(H,79,80)/b33-31-/t65-,66+,67+/m0/s1	SUXDIQMFASMWQV-MNWHUIIQSA-N	1322.925277			MMDBc0036983
BASm0023785	CL(12:0/14:0/18:0/20:0)	CL(12:0/14:0/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:0/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-25-28-30-32-33-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-34-31-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	DXOMWQDZQFDGRA-MXMGCQHCSA-N	1352.972227			MMDBc0036984
BASm0023786	CL(12:0/14:0/18:0/20:1(11Z))	CL(12:0/14:0/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:0/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-30-32-33-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-34-31-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h30,32,67-69,74H,5-29,31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b32-30-/t67-,68+,69+/m0/s1	IBXYFOQXGVXHJP-SEENQTFNSA-N	1350.956577			MMDBc0036985
BASm0023787	CL(12:0/14:0/18:0/20:1(13Z))	CL(12:0/14:0/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:0/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-30-32-33-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-34-31-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h25,28,67-69,74H,5-24,26-27,29-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-/t67-,68+,69+/m0/s1	JMSGWVIULUTEAV-ANOUBDDVSA-N	1350.956577			MMDBc0036986
BASm0023788	CL(12:0/14:0/18:0/22:0)	CL(12:0/14:0/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:0/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-36-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	MFSFOLPRIIPVQP-NTQFVZKBSA-N	1381.003527			MMDBc0036987
BASm0023789	CL(12:0/14:0/18:0/22:1(11Z))	CL(12:0/14:0/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-36-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h33-34,69-71,76H,5-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b34-33-/t69-,70+,71+/m0/s1	WBHNMCQIBLKRRV-UTCPCMCDSA-N	1378.987877			MMDBc0036988
BASm0023790	CL(12:0/14:0/18:0/22:1(9Z))	CL(12:0/14:0/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-36-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h35,37,69-71,76H,5-34,36,38-68H2,1-4H3,(H,81,82)(H,83,84)/b37-35-/t69-,70+,71+/m0/s1	AMTJMNYWXYCINL-YXABCGFRSA-N	1378.987877			MMDBc0036989
BASm0023791	CL(12:0/14:0/18:0/24:0)	CL(12:0/14:0/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:0/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	UMACEGBKROCRGB-DFXUENRWSA-N	1409.034827			MMDBc0036990
BASm0023792	CL(12:0/14:0/18:0/24:1(11Z))	CL(12:0/14:0/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:0/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h35-36,71-73,78H,5-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b36-35-/t71-,72+,73+/m0/s1	FVZCONHNFPOLIU-WQQSVMQDSA-N	1407.019177			MMDBc0036991
BASm0023793	CL(12:0/14:0/18:0/24:1(9Z))	CL(12:0/14:0/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:0/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h37,39,71-73,78H,5-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b39-37-/t71-,72+,73+/m0/s1	UKRYCHATRLQJLF-IFNSSPSLSA-N	1407.019177			MMDBc0036992
BASm0023794	CL(12:0/14:0/18:0/26:0)	CL(12:0/14:0/18:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:0/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	PAGCDYYGPJMCHT-ARQKOWHBSA-N	1437.066127			MMDBc0036993
BASm0023795	CL(12:0/14:0/18:0/26:1(11Z))	CL(12:0/14:0/18:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:0/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h36-37,73-75,80H,5-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b37-36-/t73-,74+,75+/m0/s1	NLXKXNABMKNREQ-MVLZJVGISA-N	1435.050477			MMDBc0036994
BASm0023796	CL(12:0/14:0/18:0/26:1(9Z))	CL(12:0/14:0/18:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:0/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H154O17P2	InChI=1S/C80H154O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-42-44-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-43-41-31-29-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-24-20-16-12-8-4)96-79(84)66-62-58-54-50-45-27-23-19-15-11-7-3/h39-40,74-76,81H,5-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b40-39-/t74-,75+,76+/m0/s1	UUGXKBRABXPFSC-ARYCITDLSA-N	1449.066127			MMDBc0036995
BASm0023797	CL(12:0/14:0/18:0/28:0)	CL(12:0/14:0/18:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:0/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	UBZIRPPXVZASAK-HRXLSSNSSA-N	1465.097428			MMDBc0036996
BASm0023798	CL(12:0/14:0/18:0/28:1(11Z))	CL(12:0/14:0/18:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:0/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h38-39,75-77,82H,5-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-38-/t75-,76+,77+/m0/s1	UVPUTCPFUXFAQJ-PONSQHSQSA-N	1463.081778			MMDBc0036997
BASm0023799	CL(12:0/14:0/18:0/28:1(9Z))	CL(12:0/14:0/18:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:0/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h40-41,75-77,82H,5-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b41-40-/t75-,76+,77+/m0/s1	NZFRLXCYJGTOCO-NGNCTIDHSA-N	1463.081778			MMDBc0036998
BASm0023800	CL(12:0/14:0/18:1(11Z)/18:1(11Z))	CL(12:0/14:0/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(11Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-30-32-34-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-35-33-31-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h25-26,28-29,65-67,72H,5-24,27,30-64H2,1-4H3,(H,77,78)(H,79,80)/b28-25-,29-26-/t65-,66+,67+/m0/s1	UBGJHFJEUANWDJ-NGEBARIHSA-N	1320.909627			MMDBc0036999
BASm0023801	CL(12:0/14:0/18:1(11Z)/18:1(9Z))	CL(12:0/14:0/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(11Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-30-32-34-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-35-33-31-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h25,28,31,33,65-67,72H,5-24,26-27,29-30,32,34-64H2,1-4H3,(H,77,78)(H,79,80)/b28-25-,33-31-/t65-,66+,67+/m0/s1	VFDRLRMQRYJPME-MGULHDKRSA-N	1320.909627			MMDBc0037000
BASm0023802	CL(12:0/14:0/18:1(11Z)/20:0)	CL(12:0/14:0/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(11Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-30-32-33-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-34-31-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h26,29,67-69,74H,5-25,27-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b29-26-/t67-,68+,69+/m0/s1	LUEWJLNYBANMLV-WFXULHBJSA-N	1350.956577			MMDBc0037001
BASm0023803	CL(12:0/14:0/18:1(11Z)/20:1(11Z))	CL(12:0/14:0/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-32-33-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-34-31-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h26,29-30,32,67-69,74H,5-25,27-28,31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b29-26-,32-30-/t67-,68+,69+/m0/s1	TUZVPIRMTYMLGO-ASISULRVSA-N	1348.940927			MMDBc0037002
BASm0023804	CL(12:0/14:0/18:1(11Z)/20:1(13Z))	CL(12:0/14:0/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-32-33-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-34-31-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h25-26,28-29,67-69,74H,5-24,27,30-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-,29-26-/t67-,68+,69+/m0/s1	VPZKTROUWFCHGT-XJNHEGHTSA-N	1348.940927			MMDBc0037003
BASm0023805	CL(12:0/14:0/18:1(11Z)/22:0)	CL(12:0/14:0/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-36-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h26,29,69-71,76H,5-25,27-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-/t69-,70+,71+/m0/s1	OEQAFWITWDOCKW-YRXINFHSSA-N	1378.987877			MMDBc0037004
BASm0023806	CL(12:0/14:0/18:1(11Z)/22:1(11Z))	CL(12:0/14:0/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-36-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h26,29,33-34,69-71,76H,5-25,27-28,30-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-,34-33-/t69-,70+,71+/m0/s1	NIRMJOPHQXAUPZ-ZUTNOBKASA-N	1376.972227			MMDBc0037005
BASm0023807	CL(12:0/14:0/18:1(11Z)/22:1(9Z))	CL(12:0/14:0/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-36-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h26,29,35,37,69-71,76H,5-25,27-28,30-34,36,38-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-,37-35-/t69-,70+,71+/m0/s1	ZUNPJQKISRQIMV-NZHXMESBSA-N	1376.972227			MMDBc0037006
BASm0023808	CL(12:0/14:0/18:1(11Z)/24:0)	CL(12:0/14:0/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h26,29,71-73,78H,5-25,27-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-/t71-,72+,73+/m0/s1	LYNIRKMWIXRJML-XINBXNEZSA-N	1407.019177			MMDBc0037007
BASm0023809	CL(12:0/14:0/18:1(11Z)/24:1(11Z))	CL(12:0/14:0/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h26,29,35-36,71-73,78H,5-25,27-28,30-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,36-35-/t71-,72+,73+/m0/s1	YPSCEXFWZREMTJ-JDHJKEKSSA-N	1405.003527			MMDBc0037008
BASm0023810	CL(12:0/14:0/18:1(11Z)/24:1(9Z))	CL(12:0/14:0/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h26,29,37,39,71-73,78H,5-25,27-28,30-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,39-37-/t71-,72+,73+/m0/s1	WMFOZKCEQHWBHP-UOBJULAHSA-N	1405.003527			MMDBc0037009
BASm0023811	CL(12:0/14:0/18:1(11Z)/26:0)	CL(12:0/14:0/18:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(11Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h26,29,73-75,80H,5-25,27-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-/t73-,74+,75+/m0/s1	DMFDHDSZZGPGBY-KSZIGCDUSA-N	1435.050477			MMDBc0037010
BASm0023812	CL(12:0/14:0/18:1(11Z)/26:1(11Z))	CL(12:0/14:0/18:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(11Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h26,29,36-37,73-75,80H,5-25,27-28,30-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,37-36-/t73-,74+,75+/m0/s1	YCGUCXDTBNRSLK-MREYMQHPSA-N	1433.034827			MMDBc0037011
BASm0023813	CL(12:0/14:0/18:1(11Z)/26:1(9Z))	CL(12:0/14:0/18:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(11Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-42-44-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-43-41-31-29-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-24-20-16-12-8-4)96-79(84)66-62-58-54-50-45-27-23-19-15-11-7-3/h26,29,39-40,74-76,81H,5-25,27-28,30-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b29-26-,40-39-/t74-,75+,76+/m0/s1	QZZWGDJTIHZBKY-KAEYMRLFSA-N	1447.050477			MMDBc0037012
BASm0023814	CL(12:0/14:0/18:1(11Z)/28:0)	CL(12:0/14:0/18:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(11Z)/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h26,29,75-77,82H,5-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-/t75-,76+,77+/m0/s1	OOMRWPWFHBAVQC-ALNIXOIZSA-N	1463.081778			MMDBc0037013
BASm0023815	CL(12:0/14:0/18:1(11Z)/28:1(11Z))	CL(12:0/14:0/18:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(11Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h26,29,38-39,75-77,82H,5-25,27-28,30-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,39-38-/t75-,76+,77+/m0/s1	WVBVPVTUGCHOSM-SINRUMILSA-N	1461.066127			MMDBc0037014
BASm0023816	CL(12:0/14:0/18:1(11Z)/28:1(9Z))	CL(12:0/14:0/18:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(11Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h26,29,40-41,75-77,82H,5-25,27-28,30-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,41-40-/t75-,76+,77+/m0/s1	YWGVWTZICOTVLV-YRNKGUFUSA-N	1461.066127			MMDBc0037015
BASm0023817	CL(12:0/14:0/18:1(9Z)/18:1(11Z))	CL(12:0/14:0/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(9Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-30-32-34-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-35-33-31-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h26,29-30,32,65-67,72H,5-25,27-28,31,33-64H2,1-4H3,(H,77,78)(H,79,80)/b29-26-,32-30-/t65-,66+,67+/m0/s1	MLCALDUCFORXLD-UCWBORSGSA-N	1320.909627			MMDBc0037016
BASm0023818	CL(12:0/14:0/18:1(9Z)/18:1(9Z))	CL(12:0/14:0/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(9Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-30-32-34-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-35-33-31-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h30-33,65-67,72H,5-29,34-64H2,1-4H3,(H,77,78)(H,79,80)/b32-30-,33-31-/t65-,66+,67+/m0/s1	QHAACHBBTFGLFO-MKIINKGFSA-N	1320.909627			MMDBc0037017
BASm0023819	CL(12:0/14:0/18:1(9Z)/20:0)	CL(12:0/14:0/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(9Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-30-32-33-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-34-31-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h31,34,67-69,74H,5-30,32-33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b34-31-/t67-,68+,69+/m0/s1	WFKLHNPXYLTJOU-XQUSIHSESA-N	1350.956577			MMDBc0037018
BASm0023820	CL(12:0/14:0/18:1(9Z)/20:1(11Z))	CL(12:0/14:0/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(9Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-32-33-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-34-31-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h30-32,34,67-69,74H,5-29,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b32-30-,34-31-/t67-,68+,69+/m0/s1	CBNWHHXBIKIYOT-WLEZWBIVSA-N	1348.940927			MMDBc0037019
BASm0023821	CL(12:0/14:0/18:1(9Z)/20:1(13Z))	CL(12:0/14:0/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(9Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-32-33-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-34-31-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h25,28,31,34,67-69,74H,5-24,26-27,29-30,32-33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-,34-31-/t67-,68+,69+/m0/s1	CYFVKPQHVKFZAC-CRADNKRJSA-N	1348.940927			MMDBc0037020
BASm0023822	CL(12:0/14:0/18:1(9Z)/22:0)	CL(12:0/14:0/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(9Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-36-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h31,36,69-71,76H,5-30,32-35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b36-31-/t69-,70+,71+/m0/s1	FIYAWNBGPLAJDI-MMNNATFRSA-N	1378.987877			MMDBc0037021
BASm0023823	CL(12:0/14:0/18:1(9Z)/22:1(11Z))	CL(12:0/14:0/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(9Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-36-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h31,33-34,36,69-71,76H,5-30,32,35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b34-33-,36-31-/t69-,70+,71+/m0/s1	CWRQJBGTAYHXSE-KXGSRAGFSA-N	1376.972227			MMDBc0037022
BASm0023824	CL(12:0/14:0/18:1(9Z)/22:1(9Z))	CL(12:0/14:0/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(9Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-36-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h31,35-37,69-71,76H,5-30,32-34,38-68H2,1-4H3,(H,81,82)(H,83,84)/b36-31-,37-35-/t69-,70+,71+/m0/s1	CRVKPDCJXVRIPP-XIVIJZTKSA-N	1376.972227			MMDBc0037023
BASm0023825	CL(12:0/14:0/18:1(9Z)/24:0)	CL(12:0/14:0/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(9Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h31,38,71-73,78H,5-30,32-37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b38-31-/t71-,72+,73+/m0/s1	VXCRAVPRMCNWBT-QDLAJDFJSA-N	1407.019177			MMDBc0037024
BASm0023826	CL(12:0/14:0/18:1(9Z)/24:1(11Z))	CL(12:0/14:0/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(9Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h31,35-36,38,71-73,78H,5-30,32-34,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b36-35-,38-31-/t71-,72+,73+/m0/s1	XWIGBVBHMFQUCP-ISUWFHQZSA-N	1405.003527			MMDBc0037025
BASm0023827	CL(12:0/14:0/18:1(9Z)/24:1(9Z))	CL(12:0/14:0/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(9Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h31,37-39,71-73,78H,5-30,32-36,40-70H2,1-4H3,(H,83,84)(H,85,86)/b38-31-,39-37-/t71-,72+,73+/m0/s1	BDXCCZOAOBYOAA-ZLZRKLDDSA-N	1405.003527			MMDBc0037026
BASm0023828	CL(12:0/14:0/18:1(9Z)/26:0)	CL(12:0/14:0/18:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(9Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h31,40,73-75,80H,5-30,32-39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b40-31-/t73-,74+,75+/m0/s1	NYKDJHHDELSIGI-KDUWMDPVSA-N	1435.050477			MMDBc0037027
BASm0023829	CL(12:0/14:0/18:1(9Z)/26:1(11Z))	CL(12:0/14:0/18:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(9Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h31,36-37,40,73-75,80H,5-30,32-35,38-39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b37-36-,40-31-/t73-,74+,75+/m0/s1	CJRDKKLGTWEKNC-YPEIULMESA-N	1433.034827			MMDBc0037028
BASm0023830	CL(12:0/14:0/18:1(9Z)/26:1(9Z))	CL(12:0/14:0/18:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(9Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-42-44-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-43-41-31-29-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-24-20-16-12-8-4)96-79(84)66-62-58-54-50-45-27-23-19-15-11-7-3/h31,39-41,74-76,81H,5-30,32-38,42-73H2,1-4H3,(H,86,87)(H,88,89)/b40-39-,41-31-/t74-,75+,76+/m0/s1	KNLNWACLYUHBFF-GCWNXAMTSA-N	1447.050477			MMDBc0037029
BASm0023831	CL(12:0/14:0/18:1(9Z)/28:0)	CL(12:0/14:0/18:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(9Z)/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h31,42,75-77,82H,5-30,32-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b42-31-/t75-,76+,77+/m0/s1	QESXSRRSSBQHCI-ZGURZXPUSA-N	1463.081778			MMDBc0037030
BASm0023832	CL(12:0/14:0/18:1(9Z)/28:1(11Z))	CL(12:0/14:0/18:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(9Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h31,38-39,42,75-77,82H,5-30,32-37,40-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b39-38-,42-31-/t75-,76+,77+/m0/s1	KFTRPSFERHUHJP-JLYXMPLOSA-N	1461.066127			MMDBc0037031
BASm0023833	CL(12:0/14:0/18:1(9Z)/28:1(9Z))	CL(12:0/14:0/18:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/18:1(9Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h31,40-42,75-77,82H,5-30,32-39,43-74H2,1-4H3,(H,87,88)(H,89,90)/b41-40-,42-31-/t75-,76+,77+/m0/s1	AVIJBIBRVRLROZ-TUWGSIECSA-N	1461.066127			MMDBc0037032
BASm0023834	CL(12:0/14:0/20:0/20:0)	CL(12:0/14:0/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:0/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-37-35-33-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	PHUHJZQDBKNFOC-NTQFVZKBSA-N	1381.003527			MMDBc0037033
BASm0023835	CL(12:0/14:0/20:0/20:1(11Z))	CL(12:0/14:0/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:0/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-37-35-33-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h31,33,69-71,76H,5-30,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b33-31-/t69-,70+,71+/m0/s1	FMSTVMSZNYKRNI-TUUQVZHTSA-N	1378.987877			MMDBc0037034
BASm0023836	CL(12:0/14:0/20:0/20:1(13Z))	CL(12:0/14:0/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:0/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-37-35-33-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h26,29,69-71,76H,5-25,27-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-/t69-,70+,71+/m0/s1	UEEMYAOFCIIVML-YRXINFHSSA-N	1378.987877			MMDBc0037035
BASm0023837	CL(12:0/14:0/20:0/22:0)	CL(12:0/14:0/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:0/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-36-33-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	MBRSRECZHRFYBS-DFXUENRWSA-N	1409.034827			MMDBc0037036
BASm0023838	CL(12:0/14:0/20:0/22:1(11Z))	CL(12:0/14:0/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-36-33-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h34-35,71-73,78H,5-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b35-34-/t71-,72+,73+/m0/s1	QZVPTMIAPZCSPZ-ZDEPAFKQSA-N	1407.019177			MMDBc0037037
BASm0023839	CL(12:0/14:0/20:0/22:1(9Z))	CL(12:0/14:0/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-36-33-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h37,39,71-73,78H,5-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b39-37-/t71-,72+,73+/m0/s1	GSPITYVYXLMWAY-IFNSSPSLSA-N	1407.019177			MMDBc0037038
BASm0023840	CL(12:0/14:0/20:0/24:0)	CL(12:0/14:0/20:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:0/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	QTFAISQMFVEPPV-ARQKOWHBSA-N	1437.066127			MMDBc0037039
BASm0023841	CL(12:0/14:0/20:0/24:1(11Z))	CL(12:0/14:0/20:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:0/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h36-37,73-75,80H,5-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b37-36-/t73-,74+,75+/m0/s1	CVCYRSRKZCAWDJ-MVLZJVGISA-N	1435.050477			MMDBc0037040
BASm0023842	CL(12:0/14:0/20:0/24:1(9Z))	CL(12:0/14:0/20:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:0/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h39,41,73-75,80H,5-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b41-39-/t73-,74+,75+/m0/s1	UNIPFNFTSITZQL-JGQLZKGLSA-N	1435.050477			MMDBc0037041
BASm0023843	CL(12:0/14:0/20:0/26:0)	CL(12:0/14:0/20:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:0/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	QWVQLUMNTKVMRV-HRXLSSNSSA-N	1465.097428			MMDBc0037042
BASm0023844	CL(12:0/14:0/20:0/26:1(11Z))	CL(12:0/14:0/20:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:0/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h37-38,75-77,82H,5-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-/t75-,76+,77+/m0/s1	KKBYDIQHHYHYPX-PPDVTESNSA-N	1463.081778			MMDBc0037043
BASm0023845	CL(12:0/14:0/20:0/26:1(9Z))	CL(12:0/14:0/20:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:0/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H158O17P2	InChI=1S/C82H158O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-38-39-40-42-44-46-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-45-43-41-33-31-29-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-24-20-16-12-8-4)98-81(86)68-64-60-56-52-47-27-23-19-15-11-7-3/h40,42,76-78,83H,5-39,41,43-75H2,1-4H3,(H,88,89)(H,90,91)/b42-40-/t76-,77+,78+/m0/s1	VDTIXANPGNPNHU-CUBWOQKCSA-N	1477.097428			MMDBc0037044
BASm0023846	CL(12:0/14:0/20:1(11Z)/20:1(11Z))	CL(12:0/14:0/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-37-35-33-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h30-33,69-71,76H,5-29,34-68H2,1-4H3,(H,81,82)(H,83,84)/b32-30-,33-31-/t69-,70+,71+/m0/s1	GDRPILUJSHYKDT-ALEQZMIKSA-N	1376.972227			MMDBc0037045
BASm0023847	CL(12:0/14:0/20:1(11Z)/20:1(13Z))	CL(12:0/14:0/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-37-35-33-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h26,29-30,32,69-71,76H,5-25,27-28,31,33-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-,32-30-/t69-,70+,71+/m0/s1	MPHQIRGVNKYNLV-KAVJJBOESA-N	1376.972227			MMDBc0037046
BASm0023848	CL(12:0/14:0/20:1(11Z)/22:0)	CL(12:0/14:0/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-36-33-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h31,33,71-73,78H,5-30,32,34-70H2,1-4H3,(H,83,84)(H,85,86)/b33-31-/t71-,72+,73+/m0/s1	PQUWRIOFQBXQPI-CBFXXEGZSA-N	1407.019177			MMDBc0037047
BASm0023849	CL(12:0/14:0/20:1(11Z)/22:1(11Z))	CL(12:0/14:0/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-36-33-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h31,33-35,71-73,78H,5-30,32,36-70H2,1-4H3,(H,83,84)(H,85,86)/b33-31-,35-34-/t71-,72+,73+/m0/s1	DDKDMWXYCYHPER-SNPXZUGLSA-N	1405.003527			MMDBc0037048
BASm0023850	CL(12:0/14:0/20:1(11Z)/22:1(9Z))	CL(12:0/14:0/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-36-33-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h31,33,37,39,71-73,78H,5-30,32,34-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b33-31-,39-37-/t71-,72+,73+/m0/s1	WLUMBEPMTJTHNA-PZKJRVQNSA-N	1405.003527			MMDBc0037049
BASm0023851	CL(12:0/14:0/20:1(11Z)/24:0)	CL(12:0/14:0/20:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h31,33,73-75,80H,5-30,32,34-72H2,1-4H3,(H,85,86)(H,87,88)/b33-31-/t73-,74+,75+/m0/s1	ZSFQTLOWYHDVAL-BHYGRTGNSA-N	1435.050477			MMDBc0037050
BASm0023852	CL(12:0/14:0/20:1(11Z)/24:1(11Z))	CL(12:0/14:0/20:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h31,33,36-37,73-75,80H,5-30,32,34-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b33-31-,37-36-/t73-,74+,75+/m0/s1	HAPMGVCALUHUTC-FMJPVDOASA-N	1433.034827			MMDBc0037051
BASm0023853	CL(12:0/14:0/20:1(11Z)/24:1(9Z))	CL(12:0/14:0/20:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h31,33,39,41,73-75,80H,5-30,32,34-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b33-31-,41-39-/t73-,74+,75+/m0/s1	XJCANYDSUBHYTJ-NWDDSFMYSA-N	1433.034827			MMDBc0037052
BASm0023854	CL(12:0/14:0/20:1(11Z)/26:0)	CL(12:0/14:0/20:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:1(11Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h31,33,75-77,82H,5-30,32,34-74H2,1-4H3,(H,87,88)(H,89,90)/b33-31-/t75-,76+,77+/m0/s1	FXTXNJGJZSTSPE-YTLRATPLSA-N	1463.081778			MMDBc0037053
BASm0023855	CL(12:0/14:0/20:1(11Z)/26:1(11Z))	CL(12:0/14:0/20:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:1(11Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h31,33,37-38,75-77,82H,5-30,32,34-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b33-31-,38-37-/t75-,76+,77+/m0/s1	SGIPLDXTSWRRLF-FONJJQGRSA-N	1461.066127			MMDBc0037054
BASm0023856	CL(12:0/14:0/20:1(11Z)/26:1(9Z))	CL(12:0/14:0/20:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:1(11Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-38-39-40-42-44-46-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-45-43-41-33-31-29-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-24-20-16-12-8-4)98-81(86)68-64-60-56-52-47-27-23-19-15-11-7-3/h31,33,40,42,76-78,83H,5-30,32,34-39,41,43-75H2,1-4H3,(H,88,89)(H,90,91)/b33-31-,42-40-/t76-,77+,78+/m0/s1	YWJRGPOHOVDIDD-KRYBLHMRSA-N	1475.081778			MMDBc0037055
BASm0023857	CL(12:0/14:0/20:1(13Z)/20:1(11Z))	CL(12:0/14:0/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:1(13Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-37-35-33-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h25,28,31,33,69-71,76H,5-24,26-27,29-30,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,33-31-/t69-,70+,71+/m0/s1	SSNKXWLWMUGHFV-CBUQFWJTSA-N	1376.972227			MMDBc0037056
BASm0023858	CL(12:0/14:0/20:1(13Z)/20:1(13Z))	CL(12:0/14:0/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:1(13Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-37-35-33-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h25-26,28-29,69-71,76H,5-24,27,30-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,29-26-/t69-,70+,71+/m0/s1	GKCAIUUGJDWQTL-HOGCWBHQSA-N	1376.972227			MMDBc0037057
BASm0023859	CL(12:0/14:0/20:1(13Z)/22:0)	CL(12:0/14:0/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:1(13Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-36-33-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h26,29,71-73,78H,5-25,27-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-/t71-,72+,73+/m0/s1	PQHDQCQHHPCMFB-XINBXNEZSA-N	1407.019177			MMDBc0037058
BASm0023860	CL(12:0/14:0/20:1(13Z)/22:1(11Z))	CL(12:0/14:0/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:1(13Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-36-33-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h26,29,34-35,71-73,78H,5-25,27-28,30-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,35-34-/t71-,72+,73+/m0/s1	KCIYVYNBSQDRHG-DVUMJITJSA-N	1405.003527			MMDBc0037059
BASm0023861	CL(12:0/14:0/20:1(13Z)/22:1(9Z))	CL(12:0/14:0/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:1(13Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-36-33-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h26,29,37,39,71-73,78H,5-25,27-28,30-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,39-37-/t71-,72+,73+/m0/s1	DWLMWLJMUQQPSD-UOBJULAHSA-N	1405.003527			MMDBc0037060
BASm0023862	CL(12:0/14:0/20:1(13Z)/24:0)	CL(12:0/14:0/20:1(13Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:1(13Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h26,29,73-75,80H,5-25,27-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-/t73-,74+,75+/m0/s1	WSOUQJCINIWNIW-KSZIGCDUSA-N	1435.050477			MMDBc0037061
BASm0023863	CL(12:0/14:0/20:1(13Z)/24:1(11Z))	CL(12:0/14:0/20:1(13Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:1(13Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h26,29,36-37,73-75,80H,5-25,27-28,30-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,37-36-/t73-,74+,75+/m0/s1	RVFSIONERZHFGI-MREYMQHPSA-N	1433.034827			MMDBc0037062
BASm0023864	CL(12:0/14:0/20:1(13Z)/24:1(9Z))	CL(12:0/14:0/20:1(13Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:1(13Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h26,29,39,41,73-75,80H,5-25,27-28,30-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,41-39-/t73-,74+,75+/m0/s1	SARCYULKXPXBBJ-LWAQCASRSA-N	1433.034827			MMDBc0037063
BASm0023865	CL(12:0/14:0/20:1(13Z)/26:0)	CL(12:0/14:0/20:1(13Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:1(13Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h26,29,75-77,82H,5-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-/t75-,76+,77+/m0/s1	QVWPJITZMWZGPS-ALNIXOIZSA-N	1463.081778			MMDBc0037064
BASm0023866	CL(12:0/14:0/20:1(13Z)/26:1(11Z))	CL(12:0/14:0/20:1(13Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:1(13Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h26,29,37-38,75-77,82H,5-25,27-28,30-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,38-37-/t75-,76+,77+/m0/s1	FCEXRJANUVPGFN-ZEKOIUEVSA-N	1461.066127			MMDBc0037065
BASm0023867	CL(12:0/14:0/20:1(13Z)/26:1(9Z))	CL(12:0/14:0/20:1(13Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/20:1(13Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-38-39-40-42-44-46-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-45-43-41-33-31-29-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-24-20-16-12-8-4)98-81(86)68-64-60-56-52-47-27-23-19-15-11-7-3/h26,29,40,42,76-78,83H,5-25,27-28,30-39,41,43-75H2,1-4H3,(H,88,89)(H,90,91)/b29-26-,42-40-/t76-,77+,78+/m0/s1	AIZUXQYXAUTFBE-PTWYOQBNSA-N	1475.081778			MMDBc0037066
BASm0023868	CL(12:0/14:0/22:0/22:0)	CL(12:0/14:0/22:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/22:0/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of docosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	BPQJTCOGASKPBL-ARQKOWHBSA-N	1437.066127			MMDBc0037067
BASm0023869	CL(12:0/14:0/22:0/22:1(11Z))	CL(12:0/14:0/22:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/22:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h35,37,73-75,80H,5-34,36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b37-35-/t73-,74+,75+/m0/s1	GVZYRULTVOZQDL-RPBYDSQXSA-N	1435.050477			MMDBc0037068
BASm0023870	CL(12:0/14:0/22:0/22:1(9Z))	CL(12:0/14:0/22:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/22:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h39,41,73-75,80H,5-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b41-39-/t73-,74+,75+/m0/s1	OIENHWSODQAXIB-JGQLZKGLSA-N	1435.050477			MMDBc0037069
BASm0023871	CL(12:0/14:0/22:0/24:0)	CL(12:0/14:0/22:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/22:0/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	IVMRVKNPRGXXEL-HRXLSSNSSA-N	1465.097428			MMDBc0037070
BASm0023872	CL(12:0/14:0/22:0/24:1(11Z))	CL(12:0/14:0/22:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/22:0/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h37,39,75-77,82H,5-36,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-37-/t75-,76+,77+/m0/s1	ZACSLOOISPLMDK-UMLVYVNWSA-N	1463.081778			MMDBc0037071
BASm0023873	CL(12:0/14:0/22:0/24:1(9Z))	CL(12:0/14:0/22:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/22:0/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h41,43,75-77,82H,5-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b43-41-/t75-,76+,77+/m0/s1	LGIGVYOSVATQOW-DDYJLRSDSA-N	1463.081778			MMDBc0037072
BASm0023874	CL(12:0/14:0/22:1(11Z)/22:1(11Z))	CL(12:0/14:0/22:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/22:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (11Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h34-37,73-75,80H,5-33,38-72H2,1-4H3,(H,85,86)(H,87,88)/b36-34-,37-35-/t73-,74+,75+/m0/s1	HRVKVMTXLJAWSB-BQTWEGLBSA-N	1433.034827			MMDBc0037073
BASm0023875	CL(12:0/14:0/22:1(11Z)/22:1(9Z))	CL(12:0/14:0/22:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/22:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h34,36,39,41,73-75,80H,5-33,35,37-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b36-34-,41-39-/t73-,74+,75+/m0/s1	SOXYZIGUKKEZHB-OZMZSVFWSA-N	1433.034827			MMDBc0037074
BASm0023876	CL(12:0/14:0/22:1(11Z)/24:0)	CL(12:0/14:0/22:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/22:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h35,38,75-77,82H,5-34,36-37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b38-35-/t75-,76+,77+/m0/s1	RFGZZBGKTCACLX-XHMKHOASSA-N	1463.081778			MMDBc0037075
BASm0023877	CL(12:0/14:0/22:1(11Z)/24:1(11Z))	CL(12:0/14:0/22:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/22:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h35,37-39,75-77,82H,5-34,36,40-74H2,1-4H3,(H,87,88)(H,89,90)/b38-35-,39-37-/t75-,76+,77+/m0/s1	KXTOXPDOPLSZCX-RMMMPXFVSA-N	1461.066127			MMDBc0037076
BASm0023878	CL(12:0/14:0/22:1(11Z)/24:1(9Z))	CL(12:0/14:0/22:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/22:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h35,38,41,43,75-77,82H,5-34,36-37,39-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b38-35-,43-41-/t75-,76+,77+/m0/s1	VMCIYXYOXJCJKA-FFBYWKBNSA-N	1461.066127			MMDBc0037077
BASm0023879	CL(12:0/14:0/22:1(9Z)/22:1(11Z))	CL(12:0/14:0/22:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/22:1(9Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h35,37-38,40,73-75,80H,5-34,36,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b37-35-,40-38-/t73-,74+,75+/m0/s1	JXRKPEJMWZNTOB-MWYUHLHJSA-N	1433.034827			MMDBc0037078
BASm0023880	CL(12:0/14:0/22:1(9Z)/22:1(9Z))	CL(12:0/14:0/22:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/22:1(9Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (9Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h38-41,73-75,80H,5-37,42-72H2,1-4H3,(H,85,86)(H,87,88)/b40-38-,41-39-/t73-,74+,75+/m0/s1	HBZHQPDAVZNABU-KWAWXKIISA-N	1433.034827			MMDBc0037079
BASm0023881	CL(12:0/14:0/22:1(9Z)/24:0)	CL(12:0/14:0/22:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/22:1(9Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h40,42,75-77,82H,5-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b42-40-/t75-,76+,77+/m0/s1	NFRPIMAXVQBDGO-FSZMGQBASA-N	1463.081778			MMDBc0037080
BASm0023882	CL(12:0/14:0/22:1(9Z)/24:1(11Z))	CL(12:0/14:0/22:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/22:1(9Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h37,39-40,42,75-77,82H,5-36,38,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b39-37-,42-40-/t75-,76+,77+/m0/s1	WOWXVZFVGLAERQ-HVTDTRBOSA-N	1461.066127			MMDBc0037081
BASm0023883	CL(12:0/14:0/22:1(9Z)/24:1(9Z))	CL(12:0/14:0/22:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/22:1(9Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h40-43,75-77,82H,5-39,44-74H2,1-4H3,(H,87,88)(H,89,90)/b42-40-,43-41-/t75-,76+,77+/m0/s1	NYBBVNYVABXTFS-WQFMQDBKSA-N	1461.066127			MMDBc0037082
BASm0023884	CL(12:0/14:0/23:1(11Z)/23:1(11Z))	CL(12:0/14:0/23:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/23:1(11Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of 11Z-tricosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h36-39,75-77,82H,5-35,40-74H2,1-4H3,(H,87,88)(H,89,90)/b38-36-,39-37-/t75-,76+,77+/m0/s1	UCXOUOOXJAGJHL-HFLSIYQPSA-N	1461.066127			MMDBc0037083
BASm0023885	CL(12:0/14:0/23:1(11Z)/23:1(9Z))	CL(12:0/14:0/23:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/23:1(11Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h36,38,41,43,75-77,82H,5-35,37,39-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b38-36-,43-41-/t75-,76+,77+/m0/s1	NZOQGIOQPORFRH-WFLZGIFCSA-N	1461.066127			MMDBc0037084
BASm0023886	CL(12:0/14:0/23:1(9Z)/23:1(11Z))	CL(12:0/14:0/23:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/23:1(9Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h37,39-40,42,75-77,82H,5-36,38,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b39-37-,42-40-/t75-,76+,77+/m0/s1	ZSKVDGWCKSJPDL-HVTDTRBOSA-N	1461.066127			MMDBc0037085
BASm0023887	CL(12:0/14:0/23:1(9Z)/23:1(9Z))	CL(12:0/14:0/23:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:0/23:1(9Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of 9Z-tricosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h40-43,75-77,82H,5-39,44-74H2,1-4H3,(H,87,88)(H,89,90)/b42-40-,43-41-/t75-,76+,77+/m0/s1	JCCNZKNMPOTSGX-WQFMQDBKSA-N	1461.066127			MMDBc0037086
BASm0023888	CL(12:0/14:1(11Z)/14:1(11Z)/20:0)	CL(12:0/14:1(11Z)/14:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(11Z)/20:0) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h10-11,14-15,63-65,70H,5-9,12-13,16-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,15-11-/t63-,64+,65+/m0/s1	OZDFPWZQXLNKMY-ISZVONDYSA-N	1292.878327			MMDBc0037087
BASm0023889	CL(12:0/14:1(11Z)/14:1(11Z)/20:1(11Z))	CL(12:0/14:1(11Z)/14:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h10-11,14-15,29-30,63-65,70H,5-9,12-13,16-28,31-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,15-11-,30-29-/t63-,64+,65+/m0/s1	OLHOTFBQDPOVQO-LUAPQBLRSA-N	1290.862677			MMDBc0037088
BASm0023890	CL(12:0/14:1(11Z)/14:1(11Z)/20:1(13Z))	CL(12:0/14:1(11Z)/14:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h10-11,14-15,25,28,63-65,70H,5-9,12-13,16-24,26-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,15-11-,28-25-/t63-,64+,65+/m0/s1	IKXUFSAHTOYCCQ-SNYUAHEBSA-N	1290.862677			MMDBc0037089
BASm0023891	CL(12:0/14:1(11Z)/14:1(11Z)/22:0)	CL(12:0/14:1(11Z)/14:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h10-11,14-15,65-67,72H,5-9,12-13,16-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,15-11-/t65-,66+,67+/m0/s1	SGWCWJKQBLIWIP-RCRYNTCVSA-N	1320.909627			MMDBc0037090
BASm0023892	CL(12:0/14:1(11Z)/14:1(11Z)/22:1(11Z))	CL(12:0/14:1(11Z)/14:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h10-11,14-15,31-32,65-67,72H,5-9,12-13,16-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,15-11-,32-31-/t65-,66+,67+/m0/s1	NBUYLUIBHHNELJ-ZONOGOFFSA-N	1318.893977			MMDBc0037091
BASm0023893	CL(12:0/14:1(11Z)/14:1(11Z)/22:1(9Z))	CL(12:0/14:1(11Z)/14:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h10-11,14-15,33-34,65-67,72H,5-9,12-13,16-32,35-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,15-11-,34-33-/t65-,66+,67+/m0/s1	NFYJJISIDVJYLB-UYMNHURJSA-N	1318.893977			MMDBc0037092
BASm0023894	CL(12:0/14:1(11Z)/14:1(11Z)/24:0)	CL(12:0/14:1(11Z)/14:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h10-11,14-15,67-69,74H,5-9,12-13,16-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,15-11-/t67-,68+,69+/m0/s1	JLJQUMFHGMBQNM-LXTSCNGOSA-N	1348.940927			MMDBc0037093
BASm0023895	CL(12:0/14:1(11Z)/14:1(11Z)/24:1(11Z))	CL(12:0/14:1(11Z)/14:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h10-11,14-15,33-34,67-69,74H,5-9,12-13,16-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,15-11-,34-33-/t67-,68+,69+/m0/s1	MSPYAIXSPPGHED-ITAKHLKHSA-N	1346.925277			MMDBc0037094
BASm0023896	CL(12:0/14:1(11Z)/14:1(11Z)/24:1(9Z))	CL(12:0/14:1(11Z)/14:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h10-11,14-15,35-36,67-69,74H,5-9,12-13,16-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,15-11-,36-35-/t67-,68+,69+/m0/s1	TWPQEONTEZBAKZ-CUJABLFISA-N	1346.925277			MMDBc0037095
BASm0023897	CL(12:0/14:1(11Z)/14:1(11Z)/26:0)	CL(12:0/14:1(11Z)/14:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(11Z)/26:0) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h10-11,14-15,69-71,76H,5-9,12-13,16-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-,15-11-/t69-,70+,71+/m0/s1	JOHVKEUWIATJLF-KKBSRMRUSA-N	1376.972227			MMDBc0037096
BASm0023898	CL(12:0/14:1(11Z)/14:1(11Z)/26:1(11Z))	CL(12:0/14:1(11Z)/14:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(11Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h10-11,14-15,34-35,69-71,76H,5-9,12-13,16-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-,15-11-,35-34-/t69-,70+,71+/m0/s1	SCZSEGUABGRHEA-IVCNSDMKSA-N	1374.956577			MMDBc0037097
BASm0023899	CL(12:0/14:1(11Z)/14:1(11Z)/26:1(9Z))	CL(12:0/14:1(11Z)/14:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(11Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(66-86-73(78)60-56-52-48-44-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3/h10-11,14-15,37-38,70-72,77H,5-9,12-13,16-36,39-69H2,1-4H3,(H,82,83)(H,84,85)/b14-10-,15-11-,38-37-/t70-,71+,72+/m0/s1	ZODOGCMFCJXZTD-PPDYOMKRSA-N	1388.972227			MMDBc0037098
BASm0023900	CL(12:0/14:1(11Z)/14:1(11Z)/28:0)	CL(12:0/14:1(11Z)/14:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(11Z)/28:0) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h10-11,14-15,71-73,78H,5-9,12-13,16-70H2,1-4H3,(H,83,84)(H,85,86)/b14-10-,15-11-/t71-,72+,73+/m0/s1	MANDHTGJGTXBLA-RAVVNOEKSA-N	1405.003527			MMDBc0037099
BASm0023901	CL(12:0/14:1(11Z)/14:1(11Z)/28:1(11Z))	CL(12:0/14:1(11Z)/14:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(11Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h10-11,14-15,36-37,71-73,78H,5-9,12-13,16-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b14-10-,15-11-,37-36-/t71-,72+,73+/m0/s1	BUQIBEAJMNOWNA-BSASXUEHSA-N	1402.987877			MMDBc0037100
BASm0023902	CL(12:0/14:1(11Z)/14:1(11Z)/28:1(9Z))	CL(12:0/14:1(11Z)/14:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(11Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h10-11,14-15,38-39,71-73,78H,5-9,12-13,16-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b14-10-,15-11-,39-38-/t71-,72+,73+/m0/s1	PBXXITLMQVJVTL-LSAANNPPSA-N	1402.987877			MMDBc0037101
BASm0023903	CL(12:0/14:1(11Z)/14:1(11Z)/30:0)	CL(12:0/14:1(11Z)/14:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(11Z)/30:0) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h10-11,14-15,73-75,80H,5-9,12-13,16-72H2,1-4H3,(H,85,86)(H,87,88)/b14-10-,15-11-/t73-,74+,75+/m0/s1	WRRLSHQDTSXWML-XMBGCUMCSA-N	1433.034827			MMDBc0037102
BASm0023904	CL(12:0/14:1(11Z)/14:1(9Z)/20:0)	CL(12:0/14:1(11Z)/14:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(9Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h11,15,18,22,63-65,70H,5-10,12-14,16-17,19-21,23-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,22-18-/t63-,64+,65+/m0/s1	HTSLWBJCCOZFFM-RDRBJTRJSA-N	1292.878327			MMDBc0037103
BASm0023905	CL(12:0/14:1(11Z)/14:1(9Z)/20:1(11Z))	CL(12:0/14:1(11Z)/14:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(9Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h11,15,18,22,29-30,63-65,70H,5-10,12-14,16-17,19-21,23-28,31-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,22-18-,30-29-/t63-,64+,65+/m0/s1	MHENARGRXDIWBA-CPMGZNFZSA-N	1290.862677			MMDBc0037104
BASm0023906	CL(12:0/14:1(11Z)/14:1(9Z)/20:1(13Z))	CL(12:0/14:1(11Z)/14:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(9Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h11,15,18,22,25,28,63-65,70H,5-10,12-14,16-17,19-21,23-24,26-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,22-18-,28-25-/t63-,64+,65+/m0/s1	ZVPNPFTXDBUTAZ-LRRRGOIYSA-N	1290.862677			MMDBc0037105
BASm0023907	CL(12:0/14:1(11Z)/14:1(9Z)/22:0)	CL(12:0/14:1(11Z)/14:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(9Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h11,15,18,22,65-67,72H,5-10,12-14,16-17,19-21,23-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,22-18-/t65-,66+,67+/m0/s1	ITKSMRPFAIJZIO-NLYSKQOGSA-N	1320.909627			MMDBc0037106
BASm0023908	CL(12:0/14:1(11Z)/14:1(9Z)/22:1(11Z))	CL(12:0/14:1(11Z)/14:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(9Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h11,15,18,22,31-32,65-67,72H,5-10,12-14,16-17,19-21,23-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,22-18-,32-31-/t65-,66+,67+/m0/s1	MSJYPMJSTJTOSG-IYTIPJJDSA-N	1318.893977			MMDBc0037107
BASm0023909	CL(12:0/14:1(11Z)/14:1(9Z)/22:1(9Z))	CL(12:0/14:1(11Z)/14:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(9Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h11,15,18,22,33-34,65-67,72H,5-10,12-14,16-17,19-21,23-32,35-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,22-18-,34-33-/t65-,66+,67+/m0/s1	XQICEOVQROEXFD-JCBABNAZSA-N	1318.893977			MMDBc0037108
BASm0023910	CL(12:0/14:1(11Z)/14:1(9Z)/24:0)	CL(12:0/14:1(11Z)/14:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(9Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11,15,18,22,67-69,74H,5-10,12-14,16-17,19-21,23-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,22-18-/t67-,68+,69+/m0/s1	PYZOYFOQQZKLDO-UGZCUSJRSA-N	1348.940927			MMDBc0037109
BASm0023911	CL(12:0/14:1(11Z)/14:1(9Z)/24:1(11Z))	CL(12:0/14:1(11Z)/14:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(9Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11,15,18,22,33-34,67-69,74H,5-10,12-14,16-17,19-21,23-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,22-18-,34-33-/t67-,68+,69+/m0/s1	AWYIMPVWYZWDON-OVDUJMQNSA-N	1346.925277			MMDBc0037110
BASm0023912	CL(12:0/14:1(11Z)/14:1(9Z)/24:1(9Z))	CL(12:0/14:1(11Z)/14:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(9Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11,15,18,22,35-36,67-69,74H,5-10,12-14,16-17,19-21,23-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,22-18-,36-35-/t67-,68+,69+/m0/s1	YRCYDDLMBBPLDC-ZAJJJTMGSA-N	1346.925277			MMDBc0037111
BASm0023913	CL(12:0/14:1(11Z)/14:1(9Z)/26:0)	CL(12:0/14:1(11Z)/14:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(9Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,18,22,69-71,76H,5-10,12-14,16-17,19-21,23-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,22-18-/t69-,70+,71+/m0/s1	YCLKADDPLFNOLT-ANEQHQEISA-N	1376.972227			MMDBc0037112
BASm0023914	CL(12:0/14:1(11Z)/14:1(9Z)/26:1(11Z))	CL(12:0/14:1(11Z)/14:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(9Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,18,22,34-35,69-71,76H,5-10,12-14,16-17,19-21,23-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,22-18-,35-34-/t69-,70+,71+/m0/s1	BINBISNEUWTOGL-BTUKZANXSA-N	1374.956577			MMDBc0037113
BASm0023915	CL(12:0/14:1(11Z)/14:1(9Z)/26:1(9Z))	CL(12:0/14:1(11Z)/14:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(9Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(66-86-73(78)60-56-52-48-44-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3/h11,15,18,22,37-38,70-72,77H,5-10,12-14,16-17,19-21,23-36,39-69H2,1-4H3,(H,82,83)(H,84,85)/b15-11-,22-18-,38-37-/t70-,71+,72+/m0/s1	UORXWRCNLGNKAT-WWLHFUAOSA-N	1388.972227			MMDBc0037114
BASm0023916	CL(12:0/14:1(11Z)/14:1(9Z)/28:0)	CL(12:0/14:1(11Z)/14:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(9Z)/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,18,22,71-73,78H,5-10,12-14,16-17,19-21,23-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,22-18-/t71-,72+,73+/m0/s1	FUSOWIVUQQWLSN-JKPQZLDISA-N	1405.003527			MMDBc0037115
BASm0023917	CL(12:0/14:1(11Z)/14:1(9Z)/28:1(11Z))	CL(12:0/14:1(11Z)/14:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(9Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,18,22,36-37,71-73,78H,5-10,12-14,16-17,19-21,23-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,22-18-,37-36-/t71-,72+,73+/m0/s1	HPCHWJOUJNMAPX-GOILPTAESA-N	1402.987877			MMDBc0037116
BASm0023918	CL(12:0/14:1(11Z)/14:1(9Z)/28:1(9Z))	CL(12:0/14:1(11Z)/14:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(9Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,18,22,38-39,71-73,78H,5-10,12-14,16-17,19-21,23-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,22-18-,39-38-/t71-,72+,73+/m0/s1	SUKONRRYUYIHOG-HZDRBRQLSA-N	1402.987877			MMDBc0037117
BASm0023919	CL(12:0/14:1(11Z)/14:1(9Z)/30:0)	CL(12:0/14:1(11Z)/14:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/14:1(9Z)/30:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,18,22,73-75,80H,5-10,12-14,16-17,19-21,23-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,22-18-/t73-,74+,75+/m0/s1	LWTCYTKIZPJDRS-MKQWUIGZSA-N	1433.034827			MMDBc0037118
BASm0023920	CL(12:0/14:1(11Z)/15:0/23:1(11Z))	CL(12:0/14:1(11Z)/15:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/15:0/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h11,15,33-34,67-69,74H,5-10,12-14,16-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,34-33-/t67-,68+,69+/m0/s1	MJLYUZWKGLBRBT-GXNAVKDOSA-N	1348.940927			MMDBc0037119
BASm0023921	CL(12:0/14:1(11Z)/15:0/23:1(9Z))	CL(12:0/14:1(11Z)/15:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/15:0/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h11,15,35-36,67-69,74H,5-10,12-14,16-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,36-35-/t67-,68+,69+/m0/s1	KZVGXVXONNQJGV-NOPKDGFSSA-N	1348.940927			MMDBc0037120
BASm0023922	CL(12:0/14:1(11Z)/15:0/25:0)	CL(12:0/14:1(11Z)/15:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/15:0/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,69-71,76H,5-10,12-14,16-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-/t69-,70+,71+/m0/s1	MPEOLLNROKOCEI-WEFIFFELSA-N	1378.987877			MMDBc0037121
BASm0023923	CL(12:0/14:1(11Z)/15:0/25:1(11Z))	CL(12:0/14:1(11Z)/15:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/15:0/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,35-36,69-71,76H,5-10,12-14,16-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,36-35-/t69-,70+,71+/m0/s1	HONDNBQUZLCHSF-MBPKFRDBSA-N	1376.972227			MMDBc0037122
BASm0023924	CL(12:0/14:1(11Z)/15:0/25:1(9Z))	CL(12:0/14:1(11Z)/15:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/15:0/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,37-38,69-71,76H,5-10,12-14,16-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,38-37-/t69-,70+,71+/m0/s1	JRPMOJPKIIDXNN-FBTKWWPNSA-N	1376.972227			MMDBc0037123
BASm0023925	CL(12:0/14:1(11Z)/15:0/27:0)	CL(12:0/14:1(11Z)/15:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/15:0/27:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,71-73,78H,5-10,12-14,16-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-/t71-,72+,73+/m0/s1	GPGDMIYCRXHNEH-GXDFKQKASA-N	1407.019177			MMDBc0037124
BASm0023926	CL(12:0/14:1(11Z)/15:0/27:1(11Z))	CL(12:0/14:1(11Z)/15:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/15:0/27:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,37-38,71-73,78H,5-10,12-14,16-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,38-37-/t71-,72+,73+/m0/s1	IYYYNHSWFZQBBI-IVWLRSOJSA-N	1405.003527			MMDBc0037125
BASm0023927	CL(12:0/14:1(11Z)/15:0/27:1(9Z))	CL(12:0/14:1(11Z)/15:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/15:0/27:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,39-40,71-73,78H,5-10,12-14,16-38,41-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,40-39-/t71-,72+,73+/m0/s1	ZCLIYZDOTHPPHE-FZLFZPIKSA-N	1405.003527			MMDBc0037126
BASm0023928	CL(12:0/14:1(11Z)/15:0/29:0)	CL(12:0/14:1(11Z)/15:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/15:0/29:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,73-75,80H,5-10,12-14,16-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-/t73-,74+,75+/m0/s1	KMTYKYPKUNSISK-ZBXANSRZSA-N	1435.050477			MMDBc0037127
BASm0023929	CL(12:0/14:1(11Z)/15:1(11Z)/23:1(11Z))	CL(12:0/14:1(11Z)/15:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/15:1(11Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h11,14-15,18,33-34,67-69,74H,5-10,12-13,16-17,19-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,18-14-,34-33-/t67-,68+,69+/m0/s1	LYWLDUGXGMLLQP-FFWCXCHTSA-N	1346.925277			MMDBc0037128
BASm0023930	CL(12:0/14:1(11Z)/15:1(11Z)/23:1(9Z))	CL(12:0/14:1(11Z)/15:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/15:1(11Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h11,14-15,18,35-36,67-69,74H,5-10,12-13,16-17,19-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,18-14-,36-35-/t67-,68+,69+/m0/s1	WOVFFYYRCJPDNV-WBXLZIESSA-N	1346.925277			MMDBc0037129
BASm0023931	CL(12:0/14:1(11Z)/15:1(11Z)/25:0)	CL(12:0/14:1(11Z)/15:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/15:1(11Z)/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,14-15,18,69-71,76H,5-10,12-13,16-17,19-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,18-14-/t69-,70+,71+/m0/s1	UTILPUGGQGVWFL-RMXUJRHJSA-N	1376.972227			MMDBc0037130
BASm0023932	CL(12:0/14:1(11Z)/15:1(11Z)/25:1(11Z))	CL(12:0/14:1(11Z)/15:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/15:1(11Z)/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,14-15,18,35-36,69-71,76H,5-10,12-13,16-17,19-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,18-14-,36-35-/t69-,70+,71+/m0/s1	PULJHHXUNCLIMY-WSASIUGCSA-N	1374.956577			MMDBc0037131
BASm0023933	CL(12:0/14:1(11Z)/15:1(11Z)/25:1(9Z))	CL(12:0/14:1(11Z)/15:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/15:1(11Z)/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,14-15,18,37-38,69-71,76H,5-10,12-13,16-17,19-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,18-14-,38-37-/t69-,70+,71+/m0/s1	QABUDSHEFIUWMP-AILRZURXSA-N	1374.956577			MMDBc0037132
BASm0023934	CL(12:0/14:1(11Z)/15:1(11Z)/27:0)	CL(12:0/14:1(11Z)/15:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/15:1(11Z)/27:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,14-15,18,71-73,78H,5-10,12-13,16-17,19-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,18-14-/t71-,72+,73+/m0/s1	AUDZMVCVPPMBQD-KTUWISQKSA-N	1405.003527			MMDBc0037133
BASm0023935	CL(12:0/14:1(11Z)/15:1(11Z)/27:1(11Z))	CL(12:0/14:1(11Z)/15:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/15:1(11Z)/27:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,14-15,18,37-38,71-73,78H,5-10,12-13,16-17,19-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,18-14-,38-37-/t71-,72+,73+/m0/s1	MEDVZENUEMNXKG-KWBZLIRJSA-N	1402.987877			MMDBc0037134
BASm0023936	CL(12:0/14:1(11Z)/15:1(11Z)/27:1(9Z))	CL(12:0/14:1(11Z)/15:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/15:1(11Z)/27:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,14-15,18,39-40,71-73,78H,5-10,12-13,16-17,19-38,41-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,18-14-,40-39-/t71-,72+,73+/m0/s1	OGWCEHLFYZQJOE-XWMNJAEBSA-N	1402.987877			MMDBc0037135
BASm0023937	CL(12:0/14:1(11Z)/15:1(11Z)/29:0)	CL(12:0/14:1(11Z)/15:1(11Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/15:1(11Z)/29:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,14-15,18,73-75,80H,5-10,12-13,16-17,19-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,18-14-/t73-,74+,75+/m0/s1	JKGVLPMKSNNIAC-KDGCJCKHSA-N	1433.034827			MMDBc0037136
BASm0023938	CL(12:0/14:1(11Z)/15:1(9Z)/23:1(11Z))	CL(12:0/14:1(11Z)/15:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/15:1(9Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h11,15,22,26,33-34,67-69,74H,5-10,12-14,16-21,23-25,27-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,26-22-,34-33-/t67-,68+,69+/m0/s1	FRDJMYCHMQYQSM-LAZMJRFDSA-N	1346.925277			MMDBc0037137
BASm0023939	CL(12:0/14:1(11Z)/15:1(9Z)/23:1(9Z))	CL(12:0/14:1(11Z)/15:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/15:1(9Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h11,15,22,26,35-36,67-69,74H,5-10,12-14,16-21,23-25,27-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,26-22-,36-35-/t67-,68+,69+/m0/s1	JBZPZTFLHLBIBZ-YQYWOEQOSA-N	1346.925277			MMDBc0037138
BASm0023940	CL(12:0/14:1(11Z)/15:1(9Z)/25:0)	CL(12:0/14:1(11Z)/15:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/15:1(9Z)/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,22,26,69-71,76H,5-10,12-14,16-21,23-25,27-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,26-22-/t69-,70+,71+/m0/s1	VPWVYWGEAOCKTO-HDCUMWMPSA-N	1376.972227			MMDBc0037139
BASm0023941	CL(12:0/14:1(11Z)/15:1(9Z)/25:1(11Z))	CL(12:0/14:1(11Z)/15:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/15:1(9Z)/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,22,26,35-36,69-71,76H,5-10,12-14,16-21,23-25,27-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,26-22-,36-35-/t69-,70+,71+/m0/s1	XJSHZUPUVPHUIN-PKYGMIPISA-N	1374.956577			MMDBc0037140
BASm0023942	CL(12:0/14:1(11Z)/15:1(9Z)/25:1(9Z))	CL(12:0/14:1(11Z)/15:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/15:1(9Z)/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,22,26,37-38,69-71,76H,5-10,12-14,16-21,23-25,27-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,26-22-,38-37-/t69-,70+,71+/m0/s1	VZUNIFPCLBXBQE-CCDMWDFKSA-N	1374.956577			MMDBc0037141
BASm0023943	CL(12:0/14:1(11Z)/15:1(9Z)/27:0)	CL(12:0/14:1(11Z)/15:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/15:1(9Z)/27:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,22,26,71-73,78H,5-10,12-14,16-21,23-25,27-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,26-22-/t71-,72+,73+/m0/s1	RVGBHGNWHQIJDW-XVZVNNDVSA-N	1405.003527			MMDBc0037142
BASm0023944	CL(12:0/14:1(11Z)/15:1(9Z)/27:1(11Z))	CL(12:0/14:1(11Z)/15:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/15:1(9Z)/27:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,22,26,37-38,71-73,78H,5-10,12-14,16-21,23-25,27-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,26-22-,38-37-/t71-,72+,73+/m0/s1	CYFYZKYANDTMLA-FHYKPCKFSA-N	1402.987877			MMDBc0037143
BASm0023945	CL(12:0/14:1(11Z)/15:1(9Z)/27:1(9Z))	CL(12:0/14:1(11Z)/15:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/15:1(9Z)/27:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,22,26,39-40,71-73,78H,5-10,12-14,16-21,23-25,27-38,41-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,26-22-,40-39-/t71-,72+,73+/m0/s1	WSUZFJXZVHGIOD-KODGYMLZSA-N	1402.987877			MMDBc0037144
BASm0023946	CL(12:0/14:1(11Z)/15:1(9Z)/29:0)	CL(12:0/14:1(11Z)/15:1(9Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/15:1(9Z)/29:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,22,26,73-75,80H,5-10,12-14,16-21,23-25,27-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,26-22-/t73-,74+,75+/m0/s1	LKKYBJXWGXUPIK-HCRLLNJTSA-N	1433.034827			MMDBc0037145
BASm0023947	CL(12:0/14:1(11Z)/16:0/18:0)	CL(12:0/14:1(11Z)/16:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:0/18:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-28-30-31-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3/h11,15,63-65,70H,5-10,12-14,16-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-/t63-,64+,65+/m0/s1	LAOLXOACQKCXTP-NHQGIDSUSA-N	1294.893977			MMDBc0037146
BASm0023948	CL(12:0/14:1(11Z)/16:0/18:1(11Z))	CL(12:0/14:1(11Z)/16:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:0/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-30-31-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3/h11,15,25,28,63-65,70H,5-10,12-14,16-24,26-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,28-25-/t63-,64+,65+/m0/s1	VFGXUJHLPZNXPZ-SYPZQILGSA-N	1292.878327			MMDBc0037147
BASm0023949	CL(12:0/14:1(11Z)/16:0/18:1(9Z))	CL(12:0/14:1(11Z)/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:0/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-30-31-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3/h11,15,30-31,63-65,70H,5-10,12-14,16-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,31-30-/t63-,64+,65+/m0/s1	SFLPVVYNHWAGMQ-WXJBBPTESA-N	1292.878327			MMDBc0037148
BASm0023950	CL(12:0/14:1(11Z)/16:0/20:0)	CL(12:0/14:1(11Z)/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:0/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h11,15,65-67,72H,5-10,12-14,16-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-/t65-,66+,67+/m0/s1	TWRWFXOEMVJGCN-ROFCIUFLSA-N	1322.925277			MMDBc0037149
BASm0023951	CL(12:0/14:1(11Z)/16:0/20:1(11Z))	CL(12:0/14:1(11Z)/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:0/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h11,15,30-31,65-67,72H,5-10,12-14,16-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,31-30-/t65-,66+,67+/m0/s1	CJHYNNSKFGAQFR-GSTMTVKRSA-N	1320.909627			MMDBc0037150
BASm0023952	CL(12:0/14:1(11Z)/16:0/20:1(13Z))	CL(12:0/14:1(11Z)/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:0/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h11,15,25,28,65-67,72H,5-10,12-14,16-24,26-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,28-25-/t65-,66+,67+/m0/s1	NOQHYCXZFCWCBF-WBXVPPOMSA-N	1320.909627			MMDBc0037151
BASm0023953	CL(12:0/14:1(11Z)/16:0/22:0)	CL(12:0/14:1(11Z)/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:0/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h11,15,67-69,74H,5-10,12-14,16-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-/t67-,68+,69+/m0/s1	NEMHXLQNVFIZNA-GZJSNPHISA-N	1350.956577			MMDBc0037152
BASm0023954	CL(12:0/14:1(11Z)/16:0/22:1(11Z))	CL(12:0/14:1(11Z)/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h11,15,32-33,67-69,74H,5-10,12-14,16-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,33-32-/t67-,68+,69+/m0/s1	WRQUCMHWUGWVPW-OVEOFTGESA-N	1348.940927			MMDBc0037153
BASm0023955	CL(12:0/14:1(11Z)/16:0/22:1(9Z))	CL(12:0/14:1(11Z)/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h11,15,34-35,67-69,74H,5-10,12-14,16-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,35-34-/t67-,68+,69+/m0/s1	FVYUIEUKLMZFLR-OSUXGVADSA-N	1348.940927			MMDBc0037154
BASm0023956	CL(12:0/14:1(11Z)/16:0/24:0)	CL(12:0/14:1(11Z)/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:0/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,69-71,76H,5-10,12-14,16-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-/t69-,70+,71+/m0/s1	GKEXTULAMJPXIC-WEFIFFELSA-N	1378.987877			MMDBc0037155
BASm0023957	CL(12:0/14:1(11Z)/16:0/24:1(11Z))	CL(12:0/14:1(11Z)/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:0/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,34-35,69-71,76H,5-10,12-14,16-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,35-34-/t69-,70+,71+/m0/s1	ATDCHAMDFPPAIK-LVWWYHRGSA-N	1376.972227			MMDBc0037156
BASm0023958	CL(12:0/14:1(11Z)/16:0/24:1(9Z))	CL(12:0/14:1(11Z)/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:0/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,36-37,69-71,76H,5-10,12-14,16-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,37-36-/t69-,70+,71+/m0/s1	HEIJFIBYAGFQAC-RPUXXVTNSA-N	1376.972227			MMDBc0037157
BASm0023959	CL(12:0/14:1(11Z)/16:0/26:0)	CL(12:0/14:1(11Z)/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:0/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,71-73,78H,5-10,12-14,16-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-/t71-,72+,73+/m0/s1	GLVPYWWDCPJNFH-GXDFKQKASA-N	1407.019177			MMDBc0037158
BASm0023960	CL(12:0/14:1(11Z)/16:0/26:1(11Z))	CL(12:0/14:1(11Z)/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:0/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,35-36,71-73,78H,5-10,12-14,16-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,36-35-/t71-,72+,73+/m0/s1	NUHCHIXYKJTVMZ-VAEBHPAOSA-N	1405.003527			MMDBc0037159
BASm0023961	CL(12:0/14:1(11Z)/16:0/26:1(9Z))	CL(12:0/14:1(11Z)/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:0/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H148O17P2	InChI=1S/C78H148O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-42-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-44-41-29-26-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-46-24-20-16-12-8-4)94-77(82)64-60-56-52-48-43-27-23-19-15-11-7-3/h11,15,38-39,72-74,79H,5-10,12-14,16-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b15-11-,39-38-/t72-,73+,74+/m0/s1	CLLUFYVNVLTGQP-AESXIHKMSA-N	1419.019177			MMDBc0037160
BASm0023962	CL(12:0/14:1(11Z)/16:0/28:0)	CL(12:0/14:1(11Z)/16:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:0/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,73-75,80H,5-10,12-14,16-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-/t73-,74+,75+/m0/s1	MHGIIBZTDYCOIM-ZBXANSRZSA-N	1435.050477			MMDBc0037161
BASm0023963	CL(12:0/14:1(11Z)/16:0/28:1(11Z))	CL(12:0/14:1(11Z)/16:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:0/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,37-38,73-75,80H,5-10,12-14,16-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,38-37-/t73-,74+,75+/m0/s1	KEMXNSSTIYJNLQ-LAJILZSJSA-N	1433.034827			MMDBc0037162
BASm0023964	CL(12:0/14:1(11Z)/16:0/28:1(9Z))	CL(12:0/14:1(11Z)/16:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:0/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,39-40,73-75,80H,5-10,12-14,16-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,40-39-/t73-,74+,75+/m0/s1	FDYBFTFDQAOMRI-LCVRTDBHSA-N	1433.034827			MMDBc0037163
BASm0023965	CL(12:0/14:1(11Z)/16:0/30:0)	CL(12:0/14:1(11Z)/16:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:0/30:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-42-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,75-77,82H,5-10,12-14,16-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-/t75-,76+,77+/m0/s1	UKDHWTRYNLVRDV-PBPROHKQSA-N	1463.081778			MMDBc0037164
BASm0023966	CL(12:0/14:1(11Z)/16:1(11Z)/18:0)	CL(12:0/14:1(11Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(11Z)/18:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-30-31-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3/h11,15,18,22,63-65,70H,5-10,12-14,16-17,19-21,23-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,22-18-/t63-,64+,65+/m0/s1	SGNZHFLGXNULPC-RDRBJTRJSA-N	1292.878327			MMDBc0037165
BASm0023967	CL(12:0/14:1(11Z)/16:1(11Z)/18:1(11Z))	CL(12:0/14:1(11Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(11Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-30-31-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3/h11,15,18,22,25,28,63-65,70H,5-10,12-14,16-17,19-21,23-24,26-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,22-18-,28-25-/t63-,64+,65+/m0/s1	QGYKBNGOYVHOAS-LRRRGOIYSA-N	1290.862677			MMDBc0037166
BASm0023968	CL(12:0/14:1(11Z)/16:1(11Z)/18:1(9Z))	CL(12:0/14:1(11Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(11Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-30-31-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3/h11,15,18,22,30-31,63-65,70H,5-10,12-14,16-17,19-21,23-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,22-18-,31-30-/t63-,64+,65+/m0/s1	LFHVFHCFYRHTBN-NSVJCBLHSA-N	1290.862677			MMDBc0037167
BASm0023969	CL(12:0/14:1(11Z)/16:1(11Z)/20:0)	CL(12:0/14:1(11Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(11Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h11,15,18,22,65-67,72H,5-10,12-14,16-17,19-21,23-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,22-18-/t65-,66+,67+/m0/s1	DUVFVLBEMULNSG-NLYSKQOGSA-N	1320.909627			MMDBc0037168
BASm0023970	CL(12:0/14:1(11Z)/16:1(11Z)/20:1(11Z))	CL(12:0/14:1(11Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h11,15,18,22,30-31,65-67,72H,5-10,12-14,16-17,19-21,23-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,22-18-,31-30-/t65-,66+,67+/m0/s1	LDAHUOYJKNOMKM-WIUISGJISA-N	1318.893977			MMDBc0037169
BASm0023971	CL(12:0/14:1(11Z)/16:1(11Z)/20:1(13Z))	CL(12:0/14:1(11Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h11,15,18,22,25,28,65-67,72H,5-10,12-14,16-17,19-21,23-24,26-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,22-18-,28-25-/t65-,66+,67+/m0/s1	PXTCCOYHHPFFNG-KHRYGDNHSA-N	1318.893977			MMDBc0037170
BASm0023972	CL(12:0/14:1(11Z)/16:1(11Z)/22:0)	CL(12:0/14:1(11Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h11,15,18,22,67-69,74H,5-10,12-14,16-17,19-21,23-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,22-18-/t67-,68+,69+/m0/s1	XUAHHZZYNSKEMU-UGZCUSJRSA-N	1348.940927			MMDBc0037171
BASm0023973	CL(12:0/14:1(11Z)/16:1(11Z)/22:1(11Z))	CL(12:0/14:1(11Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h11,15,18,22,32-33,67-69,74H,5-10,12-14,16-17,19-21,23-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,22-18-,33-32-/t67-,68+,69+/m0/s1	SCWSSXSJWNPNMT-HAWNJAHQSA-N	1346.925277			MMDBc0037172
BASm0023974	CL(12:0/14:1(11Z)/16:1(11Z)/22:1(9Z))	CL(12:0/14:1(11Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h11,15,18,22,34-35,67-69,74H,5-10,12-14,16-17,19-21,23-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,22-18-,35-34-/t67-,68+,69+/m0/s1	LUXOSLJZJREBTB-VAHZNNOASA-N	1346.925277			MMDBc0037173
BASm0023975	CL(12:0/14:1(11Z)/16:1(11Z)/24:0)	CL(12:0/14:1(11Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,18,22,69-71,76H,5-10,12-14,16-17,19-21,23-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,22-18-/t69-,70+,71+/m0/s1	VXEJZKALKDMKCE-ANEQHQEISA-N	1376.972227			MMDBc0037174
BASm0023976	CL(12:0/14:1(11Z)/16:1(11Z)/24:1(11Z))	CL(12:0/14:1(11Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,18,22,34-35,69-71,76H,5-10,12-14,16-17,19-21,23-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,22-18-,35-34-/t69-,70+,71+/m0/s1	BTQCMVYGGVXXMT-BTUKZANXSA-N	1374.956577			MMDBc0037175
BASm0023977	CL(12:0/14:1(11Z)/16:1(11Z)/24:1(9Z))	CL(12:0/14:1(11Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,18,22,36-37,69-71,76H,5-10,12-14,16-17,19-21,23-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,22-18-,37-36-/t69-,70+,71+/m0/s1	QGRVVEWWVIQHSP-HXMYFYFBSA-N	1374.956577			MMDBc0037176
BASm0023978	CL(12:0/14:1(11Z)/16:1(11Z)/26:0)	CL(12:0/14:1(11Z)/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(11Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,18,22,71-73,78H,5-10,12-14,16-17,19-21,23-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,22-18-/t71-,72+,73+/m0/s1	YOSKDWRDWIHQHQ-JKPQZLDISA-N	1405.003527			MMDBc0037177
BASm0023979	CL(12:0/14:1(11Z)/16:1(11Z)/26:1(11Z))	CL(12:0/14:1(11Z)/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(11Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,18,22,35-36,71-73,78H,5-10,12-14,16-17,19-21,23-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,22-18-,36-35-/t71-,72+,73+/m0/s1	QUORBCNBQZVWKW-CDFAXGLXSA-N	1402.987877			MMDBc0037178
BASm0023980	CL(12:0/14:1(11Z)/16:1(11Z)/26:1(9Z))	CL(12:0/14:1(11Z)/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(11Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-42-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-44-41-29-26-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-46-24-20-16-12-8-4)94-77(82)64-60-56-52-48-43-27-23-19-15-11-7-3/h11,15,18,22,38-39,72-74,79H,5-10,12-14,16-17,19-21,23-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b15-11-,22-18-,39-38-/t72-,73+,74+/m0/s1	OXQQGUSHUBPGNH-OOOIFGDSSA-N	1417.003527			MMDBc0037179
BASm0023981	CL(12:0/14:1(11Z)/16:1(11Z)/28:0)	CL(12:0/14:1(11Z)/16:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(11Z)/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,18,22,73-75,80H,5-10,12-14,16-17,19-21,23-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,22-18-/t73-,74+,75+/m0/s1	SHIJGTLBQVCIKP-MKQWUIGZSA-N	1433.034827			MMDBc0037180
BASm0023982	CL(12:0/14:1(11Z)/16:1(11Z)/28:1(11Z))	CL(12:0/14:1(11Z)/16:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(11Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,18,22,37-38,73-75,80H,5-10,12-14,16-17,19-21,23-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,22-18-,38-37-/t73-,74+,75+/m0/s1	NLVJFQNACLLHNU-SERAHZGTSA-N	1431.019177			MMDBc0037181
BASm0023983	CL(12:0/14:1(11Z)/16:1(11Z)/28:1(9Z))	CL(12:0/14:1(11Z)/16:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(11Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,18,22,39-40,73-75,80H,5-10,12-14,16-17,19-21,23-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,22-18-,40-39-/t73-,74+,75+/m0/s1	HSMFXRNDVCZIIZ-DOWGJMISSA-N	1431.019177			MMDBc0037182
BASm0023984	CL(12:0/14:1(11Z)/16:1(11Z)/30:0)	CL(12:0/14:1(11Z)/16:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(11Z)/30:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-42-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,18,22,75-77,82H,5-10,12-14,16-17,19-21,23-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,22-18-/t75-,76+,77+/m0/s1	AGUYKFNCFFLSKR-SMYZKOKWSA-N	1461.066127			MMDBc0037183
BASm0023985	CL(12:0/14:1(11Z)/16:1(9Z)/18:0)	CL(12:0/14:1(11Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(9Z)/18:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-30-31-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3/h11,15,26,29,63-65,70H,5-10,12-14,16-25,27-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,29-26-/t63-,64+,65+/m0/s1	SAHDUXXDMXYJNS-WOBPHIFRSA-N	1292.878327			MMDBc0037184
BASm0023986	CL(12:0/14:1(11Z)/16:1(9Z)/18:1(11Z))	CL(12:0/14:1(11Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(9Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-30-31-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3/h11,15,25-26,28-29,63-65,70H,5-10,12-14,16-24,27,30-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,28-25-,29-26-/t63-,64+,65+/m0/s1	UYEBHMYXHUDODK-UPSKDIRCSA-N	1290.862677			MMDBc0037185
BASm0023987	CL(12:0/14:1(11Z)/16:1(9Z)/18:1(9Z))	CL(12:0/14:1(11Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(9Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-30-31-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3/h11,15,26,29-31,63-65,70H,5-10,12-14,16-25,27-28,32-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,29-26-,31-30-/t63-,64+,65+/m0/s1	AUQRPOXBCRTRHA-SUAVPEORSA-N	1290.862677			MMDBc0037186
BASm0023988	CL(12:0/14:1(11Z)/16:1(9Z)/20:0)	CL(12:0/14:1(11Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(9Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h11,15,26,29,65-67,72H,5-10,12-14,16-25,27-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,29-26-/t65-,66+,67+/m0/s1	NNGOTPSRTCTTFI-CVCMULJOSA-N	1320.909627			MMDBc0037187
BASm0023989	CL(12:0/14:1(11Z)/16:1(9Z)/20:1(11Z))	CL(12:0/14:1(11Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(9Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h11,15,26,29-31,65-67,72H,5-10,12-14,16-25,27-28,32-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,29-26-,31-30-/t65-,66+,67+/m0/s1	NMPXTMUPWPRESV-XUGKKHMLSA-N	1318.893977			MMDBc0037188
BASm0023990	CL(12:0/14:1(11Z)/16:1(9Z)/20:1(13Z))	CL(12:0/14:1(11Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(9Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h11,15,25-26,28-29,65-67,72H,5-10,12-14,16-24,27,30-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,28-25-,29-26-/t65-,66+,67+/m0/s1	YAQPBDKEGYJZAZ-IFBCYEPJSA-N	1318.893977			MMDBc0037189
BASm0023991	CL(12:0/14:1(11Z)/16:1(9Z)/22:0)	CL(12:0/14:1(11Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(9Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h11,15,26,29,67-69,74H,5-10,12-14,16-25,27-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,29-26-/t67-,68+,69+/m0/s1	CUVSBZMLIICNJC-WXQXXTMSSA-N	1348.940927			MMDBc0037190
BASm0023992	CL(12:0/14:1(11Z)/16:1(9Z)/22:1(11Z))	CL(12:0/14:1(11Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(9Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h11,15,26,29,32-33,67-69,74H,5-10,12-14,16-25,27-28,30-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,29-26-,33-32-/t67-,68+,69+/m0/s1	NEPBTVIZRIHACA-FEQQASALSA-N	1346.925277			MMDBc0037191
BASm0023993	CL(12:0/14:1(11Z)/16:1(9Z)/22:1(9Z))	CL(12:0/14:1(11Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(9Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h11,15,26,29,34-35,67-69,74H,5-10,12-14,16-25,27-28,30-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,29-26-,35-34-/t67-,68+,69+/m0/s1	DZNHUHMIUJHYNF-FUDGMQEGSA-N	1346.925277			MMDBc0037192
BASm0023994	CL(12:0/14:1(11Z)/16:1(9Z)/24:0)	CL(12:0/14:1(11Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(9Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,26,29,69-71,76H,5-10,12-14,16-25,27-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,29-26-/t69-,70+,71+/m0/s1	XARBRJOTAWTVLS-ILNFKARFSA-N	1376.972227			MMDBc0037193
BASm0023995	CL(12:0/14:1(11Z)/16:1(9Z)/24:1(11Z))	CL(12:0/14:1(11Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(9Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,26,29,34-35,69-71,76H,5-10,12-14,16-25,27-28,30-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,29-26-,35-34-/t69-,70+,71+/m0/s1	LOXMIVBQLPQFCA-DUGPOUTKSA-N	1374.956577			MMDBc0037194
BASm0023996	CL(12:0/14:1(11Z)/16:1(9Z)/24:1(9Z))	CL(12:0/14:1(11Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(9Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,26,29,36-37,69-71,76H,5-10,12-14,16-25,27-28,30-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,29-26-,37-36-/t69-,70+,71+/m0/s1	GVNDOCDHRNUHDL-KDCPUIMKSA-N	1374.956577			MMDBc0037195
BASm0023997	CL(12:0/14:1(11Z)/16:1(9Z)/26:0)	CL(12:0/14:1(11Z)/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(9Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,26,29,71-73,78H,5-10,12-14,16-25,27-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,29-26-/t71-,72+,73+/m0/s1	POXNMQGJSLUBNZ-ZRAQMABJSA-N	1405.003527			MMDBc0037196
BASm0023998	CL(12:0/14:1(11Z)/16:1(9Z)/26:1(11Z))	CL(12:0/14:1(11Z)/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(9Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,26,29,35-36,71-73,78H,5-10,12-14,16-25,27-28,30-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,29-26-,36-35-/t71-,72+,73+/m0/s1	CUAXZCZREOXZOP-AJFLIVAJSA-N	1402.987877			MMDBc0037197
BASm0023999	CL(12:0/14:1(11Z)/16:1(9Z)/26:1(9Z))	CL(12:0/14:1(11Z)/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(9Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-42-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-44-41-29-26-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-46-24-20-16-12-8-4)94-77(82)64-60-56-52-48-43-27-23-19-15-11-7-3/h11,15,26,29,38-39,72-74,79H,5-10,12-14,16-25,27-28,30-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b15-11-,29-26-,39-38-/t72-,73+,74+/m0/s1	YARTXLWNJNWKAM-PICPNPKHSA-N	1417.003527			MMDBc0037198
BASm0024000	CL(12:0/14:1(11Z)/16:1(9Z)/28:0)	CL(12:0/14:1(11Z)/16:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(9Z)/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,26,29,73-75,80H,5-10,12-14,16-25,27-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,29-26-/t73-,74+,75+/m0/s1	JOPLEUOQAOJFHG-BCVFPMCTSA-N	1433.034827			MMDBc0037199
BASm0024001	CL(12:0/14:1(11Z)/16:1(9Z)/28:1(11Z))	CL(12:0/14:1(11Z)/16:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(9Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,26,29,37-38,73-75,80H,5-10,12-14,16-25,27-28,30-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,29-26-,38-37-/t73-,74+,75+/m0/s1	DQAQDIITPRGWDX-RFXSTEFVSA-N	1431.019177			MMDBc0037200
BASm0024002	CL(12:0/14:1(11Z)/16:1(9Z)/28:1(9Z))	CL(12:0/14:1(11Z)/16:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(9Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,26,29,39-40,73-75,80H,5-10,12-14,16-25,27-28,30-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,29-26-,40-39-/t73-,74+,75+/m0/s1	RLQGCQUVVGNPCF-BOLIXMOPSA-N	1431.019177			MMDBc0037201
BASm0024003	CL(12:0/14:1(11Z)/16:1(9Z)/30:0)	CL(12:0/14:1(11Z)/16:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/16:1(9Z)/30:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-42-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,26,29,75-77,82H,5-10,12-14,16-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,29-26-/t75-,76+,77+/m0/s1	LGGVAWYSUWDYAV-XNODHRAVSA-N	1461.066127			MMDBc0037202
BASm0024004	CL(12:0/14:1(11Z)/18:0/18:0)	CL(12:0/14:1(11Z)/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:0/18:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-28-30-32-34-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-35-33-31-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h11,15,65-67,72H,5-10,12-14,16-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-/t65-,66+,67+/m0/s1	CKYYJCKHVTYUHJ-ROFCIUFLSA-N	1322.925277			MMDBc0037203
BASm0024005	CL(12:0/14:1(11Z)/18:0/18:1(11Z))	CL(12:0/14:1(11Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:0/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-30-32-34-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-35-33-31-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h11,15,26,29,65-67,72H,5-10,12-14,16-25,27-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,29-26-/t65-,66+,67+/m0/s1	UBVAOOOBJLXICH-CVCMULJOSA-N	1320.909627			MMDBc0037204
BASm0024006	CL(12:0/14:1(11Z)/18:0/18:1(9Z))	CL(12:0/14:1(11Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:0/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-30-32-34-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-35-33-31-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h11,15,31,33,65-67,72H,5-10,12-14,16-30,32,34-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,33-31-/t65-,66+,67+/m0/s1	DKNUATUUJIAKFA-WNKZMVRHSA-N	1320.909627			MMDBc0037205
BASm0024007	CL(12:0/14:1(11Z)/18:0/20:0)	CL(12:0/14:1(11Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:0/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-30-32-33-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-34-31-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h11,15,67-69,74H,5-10,12-14,16-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-/t67-,68+,69+/m0/s1	FWSLOEDRPFYQLH-GZJSNPHISA-N	1350.956577			MMDBc0037206
BASm0024008	CL(12:0/14:1(11Z)/18:0/20:1(11Z))	CL(12:0/14:1(11Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:0/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-32-33-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-34-31-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h11,15,30,32,67-69,74H,5-10,12-14,16-29,31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,32-30-/t67-,68+,69+/m0/s1	UNOBFQJAKFLNQI-AIQSJAIESA-N	1348.940927			MMDBc0037207
BASm0024009	CL(12:0/14:1(11Z)/18:0/20:1(13Z))	CL(12:0/14:1(11Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:0/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-32-33-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-34-31-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h11,15,25,28,67-69,74H,5-10,12-14,16-24,26-27,29-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,28-25-/t67-,68+,69+/m0/s1	FFCHUAUJXMNVOE-CIRLNGGJSA-N	1348.940927			MMDBc0037208
BASm0024010	CL(12:0/14:1(11Z)/18:0/22:0)	CL(12:0/14:1(11Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:0/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-36-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,69-71,76H,5-10,12-14,16-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-/t69-,70+,71+/m0/s1	WXSSVJCAXJGXSL-WEFIFFELSA-N	1378.987877			MMDBc0037209
BASm0024011	CL(12:0/14:1(11Z)/18:0/22:1(11Z))	CL(12:0/14:1(11Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-36-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,33-34,69-71,76H,5-10,12-14,16-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,34-33-/t69-,70+,71+/m0/s1	DFUNNQWXMORNJP-NQDNWQPZSA-N	1376.972227			MMDBc0037210
BASm0024012	CL(12:0/14:1(11Z)/18:0/22:1(9Z))	CL(12:0/14:1(11Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-36-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,35,37,69-71,76H,5-10,12-14,16-34,36,38-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,37-35-/t69-,70+,71+/m0/s1	OLULBKCDCCORLW-QAPYWSRPSA-N	1376.972227			MMDBc0037211
BASm0024013	CL(12:0/14:1(11Z)/18:0/24:0)	CL(12:0/14:1(11Z)/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:0/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,71-73,78H,5-10,12-14,16-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-/t71-,72+,73+/m0/s1	GZVKIVILRYCPBB-GXDFKQKASA-N	1407.019177			MMDBc0037212
BASm0024014	CL(12:0/14:1(11Z)/18:0/24:1(11Z))	CL(12:0/14:1(11Z)/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:0/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,35-36,71-73,78H,5-10,12-14,16-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,36-35-/t71-,72+,73+/m0/s1	MRROFNQUPVZNJD-VAEBHPAOSA-N	1405.003527			MMDBc0037213
BASm0024015	CL(12:0/14:1(11Z)/18:0/24:1(9Z))	CL(12:0/14:1(11Z)/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:0/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,37,39,71-73,78H,5-10,12-14,16-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,39-37-/t71-,72+,73+/m0/s1	XKJIDVFZSLWQJU-VYEGLFANSA-N	1405.003527			MMDBc0037214
BASm0024016	CL(12:0/14:1(11Z)/18:0/26:0)	CL(12:0/14:1(11Z)/18:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:0/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,73-75,80H,5-10,12-14,16-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-/t73-,74+,75+/m0/s1	ZOLUEHYOZSPERP-ZBXANSRZSA-N	1435.050477			MMDBc0037215
BASm0024017	CL(12:0/14:1(11Z)/18:0/26:1(11Z))	CL(12:0/14:1(11Z)/18:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:0/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,36-37,73-75,80H,5-10,12-14,16-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,37-36-/t73-,74+,75+/m0/s1	HGXBQBIPVVEDNL-BBNJEUKOSA-N	1433.034827			MMDBc0037216
BASm0024018	CL(12:0/14:1(11Z)/18:0/26:1(9Z))	CL(12:0/14:1(11Z)/18:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:0/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-42-44-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-43-41-31-29-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-24-20-16-12-8-4)96-79(84)66-62-58-54-50-45-27-23-19-15-11-7-3/h11,15,39-40,74-76,81H,5-10,12-14,16-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b15-11-,40-39-/t74-,75+,76+/m0/s1	MLKSILQMIRUQQG-GOYZFEJPSA-N	1447.050477			MMDBc0037217
BASm0024019	CL(12:0/14:1(11Z)/18:0/28:0)	CL(12:0/14:1(11Z)/18:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:0/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,75-77,82H,5-10,12-14,16-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-/t75-,76+,77+/m0/s1	XLGFBWWTIONTLO-PBPROHKQSA-N	1463.081778			MMDBc0037218
BASm0024020	CL(12:0/14:1(11Z)/18:0/28:1(11Z))	CL(12:0/14:1(11Z)/18:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:0/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,38-39,75-77,82H,5-10,12-14,16-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,39-38-/t75-,76+,77+/m0/s1	ZSPBSKGHQLOWNB-DQHGALSFSA-N	1461.066127			MMDBc0037219
BASm0024021	CL(12:0/14:1(11Z)/18:0/28:1(9Z))	CL(12:0/14:1(11Z)/18:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:0/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,40-41,75-77,82H,5-10,12-14,16-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,41-40-/t75-,76+,77+/m0/s1	OSQWHHJYRDPEGV-QZRSTXFGSA-N	1461.066127			MMDBc0037220
BASm0024022	CL(12:0/14:1(11Z)/18:1(11Z)/18:1(11Z))	CL(12:0/14:1(11Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(11Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-30-32-34-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-35-33-31-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h11,15,25-26,28-29,65-67,72H,5-10,12-14,16-24,27,30-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,28-25-,29-26-/t65-,66+,67+/m0/s1	NEDKBPAQQAFFJB-IFBCYEPJSA-N	1318.893977			MMDBc0037221
BASm0024023	CL(12:0/14:1(11Z)/18:1(11Z)/18:1(9Z))	CL(12:0/14:1(11Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(11Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-30-32-34-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-35-33-31-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h11,15,25,28,31,33,65-67,72H,5-10,12-14,16-24,26-27,29-30,32,34-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,28-25-,33-31-/t65-,66+,67+/m0/s1	YDMFLLKDENPWFG-WZOFKWOESA-N	1318.893977			MMDBc0037222
BASm0024024	CL(12:0/14:1(11Z)/18:1(11Z)/20:0)	CL(12:0/14:1(11Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(11Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-32-33-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-34-31-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h11,15,26,29,67-69,74H,5-10,12-14,16-25,27-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,29-26-/t67-,68+,69+/m0/s1	IHKHYSOHDMIAKM-WXQXXTMSSA-N	1348.940927			MMDBc0037223
BASm0024025	CL(12:0/14:1(11Z)/18:1(11Z)/20:1(11Z))	CL(12:0/14:1(11Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-30-32-33-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-34-31-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h11,15,26,29-30,32,67-69,74H,5-10,12-14,16-25,27-28,31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,29-26-,32-30-/t67-,68+,69+/m0/s1	PYMLRJKGYGODGA-BDOSKKLZSA-N	1346.925277			MMDBc0037224
BASm0024026	CL(12:0/14:1(11Z)/18:1(11Z)/20:1(13Z))	CL(12:0/14:1(11Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-30-32-33-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-34-31-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h11,15,25-26,28-29,67-69,74H,5-10,12-14,16-24,27,30-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,28-25-,29-26-/t67-,68+,69+/m0/s1	MHKZOPNXYNNHIR-DYYDJMLESA-N	1346.925277			MMDBc0037225
BASm0024027	CL(12:0/14:1(11Z)/18:1(11Z)/22:0)	CL(12:0/14:1(11Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-36-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,26,29,69-71,76H,5-10,12-14,16-25,27-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,29-26-/t69-,70+,71+/m0/s1	FUOOXNILUYEYMR-ILNFKARFSA-N	1376.972227			MMDBc0037226
BASm0024028	CL(12:0/14:1(11Z)/18:1(11Z)/22:1(11Z))	CL(12:0/14:1(11Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-36-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,26,29,33-34,69-71,76H,5-10,12-14,16-25,27-28,30-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,29-26-,34-33-/t69-,70+,71+/m0/s1	XGCCGXDCAYAOPQ-ONQUKVKZSA-N	1374.956577			MMDBc0037227
BASm0024029	CL(12:0/14:1(11Z)/18:1(11Z)/22:1(9Z))	CL(12:0/14:1(11Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-36-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,26,29,35,37,69-71,76H,5-10,12-14,16-25,27-28,30-34,36,38-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,29-26-,37-35-/t69-,70+,71+/m0/s1	IKPIPMBJDNQELL-ZHGJCTGNSA-N	1374.956577			MMDBc0037228
BASm0024030	CL(12:0/14:1(11Z)/18:1(11Z)/24:0)	CL(12:0/14:1(11Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,26,29,71-73,78H,5-10,12-14,16-25,27-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,29-26-/t71-,72+,73+/m0/s1	LLOJHTSBVAZKLK-ZRAQMABJSA-N	1405.003527			MMDBc0037229
BASm0024031	CL(12:0/14:1(11Z)/18:1(11Z)/24:1(11Z))	CL(12:0/14:1(11Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,26,29,35-36,71-73,78H,5-10,12-14,16-25,27-28,30-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,29-26-,36-35-/t71-,72+,73+/m0/s1	IWQPSYNJVTXIQA-AJFLIVAJSA-N	1402.987877			MMDBc0037230
BASm0024032	CL(12:0/14:1(11Z)/18:1(11Z)/24:1(9Z))	CL(12:0/14:1(11Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,26,29,37,39,71-73,78H,5-10,12-14,16-25,27-28,30-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,29-26-,39-37-/t71-,72+,73+/m0/s1	RCBZREMOCNDBMW-XHAUDFHDSA-N	1402.987877			MMDBc0037231
BASm0024033	CL(12:0/14:1(11Z)/18:1(11Z)/26:0)	CL(12:0/14:1(11Z)/18:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(11Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,26,29,73-75,80H,5-10,12-14,16-25,27-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,29-26-/t73-,74+,75+/m0/s1	BWGBVGSCJMLEGA-BCVFPMCTSA-N	1433.034827			MMDBc0037232
BASm0024034	CL(12:0/14:1(11Z)/18:1(11Z)/26:1(11Z))	CL(12:0/14:1(11Z)/18:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(11Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,26,29,36-37,73-75,80H,5-10,12-14,16-25,27-28,30-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,29-26-,37-36-/t73-,74+,75+/m0/s1	CJNOMOQNZFRABT-IFJFJGIDSA-N	1431.019177			MMDBc0037233
BASm0024035	CL(12:0/14:1(11Z)/18:1(11Z)/26:1(9Z))	CL(12:0/14:1(11Z)/18:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(11Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-42-44-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-43-41-31-29-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-24-20-16-12-8-4)96-79(84)66-62-58-54-50-45-27-23-19-15-11-7-3/h11,15,26,29,39-40,74-76,81H,5-10,12-14,16-25,27-28,30-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b15-11-,29-26-,40-39-/t74-,75+,76+/m0/s1	BRHUGXYRARFDLZ-GCLZPNHPSA-N	1445.034827			MMDBc0037234
BASm0024036	CL(12:0/14:1(11Z)/18:1(11Z)/28:0)	CL(12:0/14:1(11Z)/18:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(11Z)/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,26,29,75-77,82H,5-10,12-14,16-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,29-26-/t75-,76+,77+/m0/s1	RGLWIOKRBHLIKA-XNODHRAVSA-N	1461.066127			MMDBc0037235
BASm0024037	CL(12:0/14:1(11Z)/18:1(11Z)/28:1(11Z))	CL(12:0/14:1(11Z)/18:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(11Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,26,29,38-39,75-77,82H,5-10,12-14,16-25,27-28,30-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,29-26-,39-38-/t75-,76+,77+/m0/s1	CNRWAQBFSGXRGC-AGZIAATGSA-N	1459.050477			MMDBc0037236
BASm0024038	CL(12:0/14:1(11Z)/18:1(11Z)/28:1(9Z))	CL(12:0/14:1(11Z)/18:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(11Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,26,29,40-41,75-77,82H,5-10,12-14,16-25,27-28,30-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,29-26-,41-40-/t75-,76+,77+/m0/s1	ODDLLFRJAUCRRD-JUACNLNZSA-N	1459.050477			MMDBc0037237
BASm0024039	CL(12:0/14:1(11Z)/18:1(9Z)/18:1(11Z))	CL(12:0/14:1(11Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(9Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-30-32-34-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-35-33-31-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h11,15,26,29-30,32,65-67,72H,5-10,12-14,16-25,27-28,31,33-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,29-26-,32-30-/t65-,66+,67+/m0/s1	OPYRXLVTNWZTHX-DEIIDATCSA-N	1318.893977			MMDBc0037238
BASm0024040	CL(12:0/14:1(11Z)/18:1(9Z)/18:1(9Z))	CL(12:0/14:1(11Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(9Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-30-32-34-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-35-33-31-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h11,15,30-33,65-67,72H,5-10,12-14,16-29,34-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,32-30-,33-31-/t65-,66+,67+/m0/s1	XJALNXLRBPHESG-XVQSQSOMSA-N	1318.893977			MMDBc0037239
BASm0024041	CL(12:0/14:1(11Z)/18:1(9Z)/20:0)	CL(12:0/14:1(11Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(9Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-32-33-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-34-31-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h11,15,31,34,67-69,74H,5-10,12-14,16-30,32-33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,34-31-/t67-,68+,69+/m0/s1	RJYLDEGDGOSBES-YSZKIFGASA-N	1348.940927			MMDBc0037240
BASm0024042	CL(12:0/14:1(11Z)/18:1(9Z)/20:1(11Z))	CL(12:0/14:1(11Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(9Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-30-32-33-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-34-31-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h11,15,30-32,34,67-69,74H,5-10,12-14,16-29,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,32-30-,34-31-/t67-,68+,69+/m0/s1	ISKABJCEBPTXMN-NOISLUDDSA-N	1346.925277			MMDBc0037241
BASm0024043	CL(12:0/14:1(11Z)/18:1(9Z)/20:1(13Z))	CL(12:0/14:1(11Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(9Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-30-32-33-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-34-31-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h11,15,25,28,31,34,67-69,74H,5-10,12-14,16-24,26-27,29-30,32-33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,28-25-,34-31-/t67-,68+,69+/m0/s1	YISBBYMQPYECIP-AAHRZHKRSA-N	1346.925277			MMDBc0037242
BASm0024044	CL(12:0/14:1(11Z)/18:1(9Z)/22:0)	CL(12:0/14:1(11Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(9Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-36-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,31,36,69-71,76H,5-10,12-14,16-30,32-35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,36-31-/t69-,70+,71+/m0/s1	LADHRMXOPXGBIB-DFLMNNTHSA-N	1376.972227			MMDBc0037243
BASm0024045	CL(12:0/14:1(11Z)/18:1(9Z)/22:1(11Z))	CL(12:0/14:1(11Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(9Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-36-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,31,33-34,36,69-71,76H,5-10,12-14,16-30,32,35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,34-33-,36-31-/t69-,70+,71+/m0/s1	YROHUNHSDOIDMB-IFAKSXKFSA-N	1374.956577			MMDBc0037244
BASm0024046	CL(12:0/14:1(11Z)/18:1(9Z)/22:1(9Z))	CL(12:0/14:1(11Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(9Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-36-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,31,35-37,69-71,76H,5-10,12-14,16-30,32-34,38-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,36-31-,37-35-/t69-,70+,71+/m0/s1	BXMFMVNXYNTVGJ-KCZMTTJESA-N	1374.956577			MMDBc0037245
BASm0024047	CL(12:0/14:1(11Z)/18:1(9Z)/24:0)	CL(12:0/14:1(11Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(9Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,31,38,71-73,78H,5-10,12-14,16-30,32-37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,38-31-/t71-,72+,73+/m0/s1	AIWJBJKKTHEYSL-IMJVJDDLSA-N	1405.003527			MMDBc0037246
BASm0024048	CL(12:0/14:1(11Z)/18:1(9Z)/24:1(11Z))	CL(12:0/14:1(11Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(9Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,31,35-36,38,71-73,78H,5-10,12-14,16-30,32-34,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,36-35-,38-31-/t71-,72+,73+/m0/s1	ZHEIWJLIDQZISC-INGIYRRPSA-N	1402.987877			MMDBc0037247
BASm0024049	CL(12:0/14:1(11Z)/18:1(9Z)/24:1(9Z))	CL(12:0/14:1(11Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(9Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,31,37-39,71-73,78H,5-10,12-14,16-30,32-36,40-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,38-31-,39-37-/t71-,72+,73+/m0/s1	QDYOVXQSKGUAIZ-IROOVZHISA-N	1402.987877			MMDBc0037248
BASm0024050	CL(12:0/14:1(11Z)/18:1(9Z)/26:0)	CL(12:0/14:1(11Z)/18:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(9Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,31,40,73-75,80H,5-10,12-14,16-30,32-39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,40-31-/t73-,74+,75+/m0/s1	QTACDSCPDPYVEY-MHCSQBFYSA-N	1433.034827			MMDBc0037249
BASm0024051	CL(12:0/14:1(11Z)/18:1(9Z)/26:1(11Z))	CL(12:0/14:1(11Z)/18:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(9Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,31,36-37,40,73-75,80H,5-10,12-14,16-30,32-35,38-39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,37-36-,40-31-/t73-,74+,75+/m0/s1	CEOKNBYZAYXAHF-KWVNDENWSA-N	1431.019177			MMDBc0037250
BASm0024052	CL(12:0/14:1(11Z)/18:1(9Z)/26:1(9Z))	CL(12:0/14:1(11Z)/18:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(9Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-42-44-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-43-41-31-29-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-24-20-16-12-8-4)96-79(84)66-62-58-54-50-45-27-23-19-15-11-7-3/h11,15,31,39-41,74-76,81H,5-10,12-14,16-30,32-38,42-73H2,1-4H3,(H,86,87)(H,88,89)/b15-11-,40-39-,41-31-/t74-,75+,76+/m0/s1	RAOUNZWJGZLGKQ-OYYUMWENSA-N	1445.034827			MMDBc0037251
BASm0024053	CL(12:0/14:1(11Z)/18:1(9Z)/28:0)	CL(12:0/14:1(11Z)/18:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(9Z)/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,31,42,75-77,82H,5-10,12-14,16-30,32-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,42-31-/t75-,76+,77+/m0/s1	QTVPBKOWLSNXOE-PKVFQKCYSA-N	1461.066127			MMDBc0037252
BASm0024054	CL(12:0/14:1(11Z)/18:1(9Z)/28:1(11Z))	CL(12:0/14:1(11Z)/18:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(9Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,31,38-39,42,75-77,82H,5-10,12-14,16-30,32-37,40-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,39-38-,42-31-/t75-,76+,77+/m0/s1	BDRFUFIGDGXWPR-SYOYQJKDSA-N	1459.050477			MMDBc0037253
BASm0024055	CL(12:0/14:1(11Z)/18:1(9Z)/28:1(9Z))	CL(12:0/14:1(11Z)/18:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/18:1(9Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,31,40-42,75-77,82H,5-10,12-14,16-30,32-39,43-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,41-40-,42-31-/t75-,76+,77+/m0/s1	LUQVQOZOTKPCTP-VBMSKMMSSA-N	1459.050477			MMDBc0037254
BASm0024056	CL(12:0/14:1(11Z)/20:0/20:0)	CL(12:0/14:1(11Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:0/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-37-35-33-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,69-71,76H,5-10,12-14,16-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-/t69-,70+,71+/m0/s1	RKLMPARVXKFEJK-WEFIFFELSA-N	1378.987877			MMDBc0037255
BASm0024057	CL(12:0/14:1(11Z)/20:0/20:1(11Z))	CL(12:0/14:1(11Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:0/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-37-35-33-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,31,33,69-71,76H,5-10,12-14,16-30,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,33-31-/t69-,70+,71+/m0/s1	JVPSEMHSVNFYBC-ARILWIHWSA-N	1376.972227			MMDBc0037256
BASm0024058	CL(12:0/14:1(11Z)/20:0/20:1(13Z))	CL(12:0/14:1(11Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:0/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-37-35-33-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,26,29,69-71,76H,5-10,12-14,16-25,27-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,29-26-/t69-,70+,71+/m0/s1	BXYYXIIFYYYULE-ILNFKARFSA-N	1376.972227			MMDBc0037257
BASm0024059	CL(12:0/14:1(11Z)/20:0/22:0)	CL(12:0/14:1(11Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:0/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-36-33-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,71-73,78H,5-10,12-14,16-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-/t71-,72+,73+/m0/s1	VLVNPWHFNSTRIT-GXDFKQKASA-N	1407.019177			MMDBc0037258
BASm0024060	CL(12:0/14:1(11Z)/20:0/22:1(11Z))	CL(12:0/14:1(11Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-36-33-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,34-35,71-73,78H,5-10,12-14,16-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,35-34-/t71-,72+,73+/m0/s1	ICAKPMXGOFYHTA-GWPURTPMSA-N	1405.003527			MMDBc0037259
BASm0024061	CL(12:0/14:1(11Z)/20:0/22:1(9Z))	CL(12:0/14:1(11Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-36-33-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,37,39,71-73,78H,5-10,12-14,16-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,39-37-/t71-,72+,73+/m0/s1	DFGVXMAGFSNWGS-VYEGLFANSA-N	1405.003527			MMDBc0037260
BASm0024062	CL(12:0/14:1(11Z)/20:0/24:0)	CL(12:0/14:1(11Z)/20:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:0/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,73-75,80H,5-10,12-14,16-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-/t73-,74+,75+/m0/s1	KFYQAHTWMQLKBY-ZBXANSRZSA-N	1435.050477			MMDBc0037261
BASm0024063	CL(12:0/14:1(11Z)/20:0/24:1(11Z))	CL(12:0/14:1(11Z)/20:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:0/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,36-37,73-75,80H,5-10,12-14,16-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,37-36-/t73-,74+,75+/m0/s1	LZNVDTOEOXUVBO-BBNJEUKOSA-N	1433.034827			MMDBc0037262
BASm0024064	CL(12:0/14:1(11Z)/20:0/24:1(9Z))	CL(12:0/14:1(11Z)/20:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:0/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,39,41,73-75,80H,5-10,12-14,16-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,41-39-/t73-,74+,75+/m0/s1	GIHKOCWMXRDBCK-GFNIHDEESA-N	1433.034827			MMDBc0037263
BASm0024065	CL(12:0/14:1(11Z)/20:0/26:0)	CL(12:0/14:1(11Z)/20:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:0/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,75-77,82H,5-10,12-14,16-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-/t75-,76+,77+/m0/s1	OZHLWKXXUZXVAE-PBPROHKQSA-N	1463.081778			MMDBc0037264
BASm0024066	CL(12:0/14:1(11Z)/20:0/26:1(11Z))	CL(12:0/14:1(11Z)/20:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:0/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,37-38,75-77,82H,5-10,12-14,16-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,38-37-/t75-,76+,77+/m0/s1	ZVEYTHVRNGPWJG-JVZPHRKVSA-N	1461.066127			MMDBc0037265
BASm0024067	CL(12:0/14:1(11Z)/20:0/26:1(9Z))	CL(12:0/14:1(11Z)/20:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:0/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-38-39-40-42-44-46-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-45-43-41-33-31-29-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-24-20-16-12-8-4)98-81(86)68-64-60-56-52-47-27-23-19-15-11-7-3/h11,15,40,42,76-78,83H,5-10,12-14,16-39,41,43-75H2,1-4H3,(H,88,89)(H,90,91)/b15-11-,42-40-/t76-,77+,78+/m0/s1	YGNBEUHYAJEMDO-VTVGJSGMSA-N	1475.081778			MMDBc0037266
BASm0024068	CL(12:0/14:1(11Z)/20:1(11Z)/20:1(11Z))	CL(12:0/14:1(11Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-37-35-33-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,30-33,69-71,76H,5-10,12-14,16-29,34-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,32-30-,33-31-/t69-,70+,71+/m0/s1	DDFJFRWYQCGZEV-WJNKCDQVSA-N	1374.956577			MMDBc0037267
BASm0024069	CL(12:0/14:1(11Z)/20:1(11Z)/20:1(13Z))	CL(12:0/14:1(11Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-37-35-33-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,26,29-30,32,69-71,76H,5-10,12-14,16-25,27-28,31,33-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,29-26-,32-30-/t69-,70+,71+/m0/s1	VBJDTZYLBQUKLJ-IPOOTONQSA-N	1374.956577			MMDBc0037268
BASm0024070	CL(12:0/14:1(11Z)/20:1(11Z)/22:0)	CL(12:0/14:1(11Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-36-33-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,31,33,71-73,78H,5-10,12-14,16-30,32,34-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,33-31-/t71-,72+,73+/m0/s1	FTXAQMXZEZAYTM-GQZZSWBASA-N	1405.003527			MMDBc0037269
BASm0024071	CL(12:0/14:1(11Z)/20:1(11Z)/22:1(11Z))	CL(12:0/14:1(11Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-36-33-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,31,33-35,71-73,78H,5-10,12-14,16-30,32,36-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,33-31-,35-34-/t71-,72+,73+/m0/s1	GAALCDBQTOMYLE-JYUNUOILSA-N	1402.987877			MMDBc0037270
BASm0024072	CL(12:0/14:1(11Z)/20:1(11Z)/22:1(9Z))	CL(12:0/14:1(11Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-36-33-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,31,33,37,39,71-73,78H,5-10,12-14,16-30,32,34-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,33-31-,39-37-/t71-,72+,73+/m0/s1	NCGYDUZQVZFYHN-CNMSWKRGSA-N	1402.987877			MMDBc0037271
BASm0024073	CL(12:0/14:1(11Z)/20:1(11Z)/24:0)	CL(12:0/14:1(11Z)/20:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,31,33,73-75,80H,5-10,12-14,16-30,32,34-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,33-31-/t73-,74+,75+/m0/s1	AEZALLDTXVQUDN-IFMAKTJLSA-N	1433.034827			MMDBc0037272
BASm0024074	CL(12:0/14:1(11Z)/20:1(11Z)/24:1(11Z))	CL(12:0/14:1(11Z)/20:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,31,33,36-37,73-75,80H,5-10,12-14,16-30,32,34-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,33-31-,37-36-/t73-,74+,75+/m0/s1	YGZNRROTLVYIHF-VYCBVXEWSA-N	1431.019177			MMDBc0037273
BASm0024075	CL(12:0/14:1(11Z)/20:1(11Z)/24:1(9Z))	CL(12:0/14:1(11Z)/20:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,31,33,39,41,73-75,80H,5-10,12-14,16-30,32,34-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,33-31-,41-39-/t73-,74+,75+/m0/s1	SVYOCDUUFPZKIQ-GLERRPCFSA-N	1431.019177			MMDBc0037274
BASm0024076	CL(12:0/14:1(11Z)/20:1(11Z)/26:0)	CL(12:0/14:1(11Z)/20:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:1(11Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,31,33,75-77,82H,5-10,12-14,16-30,32,34-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,33-31-/t75-,76+,77+/m0/s1	PDRQDTDCWWRQNX-WANFXXMOSA-N	1461.066127			MMDBc0037275
BASm0024077	CL(12:0/14:1(11Z)/20:1(11Z)/26:1(11Z))	CL(12:0/14:1(11Z)/20:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:1(11Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,31,33,37-38,75-77,82H,5-10,12-14,16-30,32,34-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,33-31-,38-37-/t75-,76+,77+/m0/s1	DXNPDKJTYYXCJT-CSZYOWEKSA-N	1459.050477			MMDBc0037276
BASm0024078	CL(12:0/14:1(11Z)/20:1(11Z)/26:1(9Z))	CL(12:0/14:1(11Z)/20:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:1(11Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-38-39-40-42-44-46-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-45-43-41-33-31-29-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-24-20-16-12-8-4)98-81(86)68-64-60-56-52-47-27-23-19-15-11-7-3/h11,15,31,33,40,42,76-78,83H,5-10,12-14,16-30,32,34-39,41,43-75H2,1-4H3,(H,88,89)(H,90,91)/b15-11-,33-31-,42-40-/t76-,77+,78+/m0/s1	WVYKOEKEWOQTMO-XJGGSOQYSA-N	1473.066127			MMDBc0037277
BASm0024079	CL(12:0/14:1(11Z)/20:1(13Z)/20:1(11Z))	CL(12:0/14:1(11Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:1(13Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-37-35-33-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,25,28,31,33,69-71,76H,5-10,12-14,16-24,26-27,29-30,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,28-25-,33-31-/t69-,70+,71+/m0/s1	ZEJVACXLTBGUEC-WODAXJLGSA-N	1374.956577			MMDBc0037278
BASm0024080	CL(12:0/14:1(11Z)/20:1(13Z)/20:1(13Z))	CL(12:0/14:1(11Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:1(13Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-37-35-33-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h11,15,25-26,28-29,69-71,76H,5-10,12-14,16-24,27,30-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,28-25-,29-26-/t69-,70+,71+/m0/s1	OQOJWSXEGJKQPM-ZSGLNFNOSA-N	1374.956577			MMDBc0037279
BASm0024081	CL(12:0/14:1(11Z)/20:1(13Z)/22:0)	CL(12:0/14:1(11Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:1(13Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-36-33-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,26,29,71-73,78H,5-10,12-14,16-25,27-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,29-26-/t71-,72+,73+/m0/s1	KUAUDOKCPKOUFW-ZRAQMABJSA-N	1405.003527			MMDBc0037280
BASm0024082	CL(12:0/14:1(11Z)/20:1(13Z)/22:1(11Z))	CL(12:0/14:1(11Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:1(13Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-36-33-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,26,29,34-35,71-73,78H,5-10,12-14,16-25,27-28,30-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,29-26-,35-34-/t71-,72+,73+/m0/s1	DXYHYKLDUSZSDW-QILTYEBJSA-N	1402.987877			MMDBc0037281
BASm0024083	CL(12:0/14:1(11Z)/20:1(13Z)/22:1(9Z))	CL(12:0/14:1(11Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:1(13Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-36-33-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h11,15,26,29,37,39,71-73,78H,5-10,12-14,16-25,27-28,30-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,29-26-,39-37-/t71-,72+,73+/m0/s1	LAFJCYDWBKCVEW-XHAUDFHDSA-N	1402.987877			MMDBc0037282
BASm0024084	CL(12:0/14:1(11Z)/20:1(13Z)/24:0)	CL(12:0/14:1(11Z)/20:1(13Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:1(13Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,26,29,73-75,80H,5-10,12-14,16-25,27-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,29-26-/t73-,74+,75+/m0/s1	KRBDAJOQJFYSLU-BCVFPMCTSA-N	1433.034827			MMDBc0037283
BASm0024085	CL(12:0/14:1(11Z)/20:1(13Z)/24:1(11Z))	CL(12:0/14:1(11Z)/20:1(13Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:1(13Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,26,29,36-37,73-75,80H,5-10,12-14,16-25,27-28,30-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,29-26-,37-36-/t73-,74+,75+/m0/s1	AHDHLMCKWCQYNU-IFJFJGIDSA-N	1431.019177			MMDBc0037284
BASm0024086	CL(12:0/14:1(11Z)/20:1(13Z)/24:1(9Z))	CL(12:0/14:1(11Z)/20:1(13Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:1(13Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,26,29,39,41,73-75,80H,5-10,12-14,16-25,27-28,30-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,29-26-,41-39-/t73-,74+,75+/m0/s1	QEIUVXWADGWDST-VWKHLOAQSA-N	1431.019177			MMDBc0037285
BASm0024087	CL(12:0/14:1(11Z)/20:1(13Z)/26:0)	CL(12:0/14:1(11Z)/20:1(13Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:1(13Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,26,29,75-77,82H,5-10,12-14,16-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,29-26-/t75-,76+,77+/m0/s1	TUQBXBHCWYTBGJ-XNODHRAVSA-N	1461.066127			MMDBc0037286
BASm0024088	CL(12:0/14:1(11Z)/20:1(13Z)/26:1(11Z))	CL(12:0/14:1(11Z)/20:1(13Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:1(13Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,26,29,37-38,75-77,82H,5-10,12-14,16-25,27-28,30-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,29-26-,38-37-/t75-,76+,77+/m0/s1	ZHUMDVSKTDQVRN-BDVZILEGSA-N	1459.050477			MMDBc0037287
BASm0024089	CL(12:0/14:1(11Z)/20:1(13Z)/26:1(9Z))	CL(12:0/14:1(11Z)/20:1(13Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/20:1(13Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-38-39-40-42-44-46-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-45-43-41-33-31-29-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-24-20-16-12-8-4)98-81(86)68-64-60-56-52-47-27-23-19-15-11-7-3/h11,15,26,29,40,42,76-78,83H,5-10,12-14,16-25,27-28,30-39,41,43-75H2,1-4H3,(H,88,89)(H,90,91)/b15-11-,29-26-,42-40-/t76-,77+,78+/m0/s1	IHRIZGMJSKLMDB-RSFURPSQSA-N	1473.066127			MMDBc0037288
BASm0024090	CL(12:0/14:1(11Z)/22:0/22:0)	CL(12:0/14:1(11Z)/22:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/22:0/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of docosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,73-75,80H,5-10,12-14,16-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-/t73-,74+,75+/m0/s1	VTZVVWJDNSEDQE-ZBXANSRZSA-N	1435.050477			MMDBc0037289
BASm0024091	CL(12:0/14:1(11Z)/22:0/22:1(11Z))	CL(12:0/14:1(11Z)/22:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/22:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,35,37,73-75,80H,5-10,12-14,16-34,36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,37-35-/t73-,74+,75+/m0/s1	MGGGSEUJHNGQGV-MRDOCFPRSA-N	1433.034827			MMDBc0037290
BASm0024092	CL(12:0/14:1(11Z)/22:0/22:1(9Z))	CL(12:0/14:1(11Z)/22:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/22:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,39,41,73-75,80H,5-10,12-14,16-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,41-39-/t73-,74+,75+/m0/s1	BGPHDMFFVLSGLR-GFNIHDEESA-N	1433.034827			MMDBc0037291
BASm0024093	CL(12:0/14:1(11Z)/22:0/24:0)	CL(12:0/14:1(11Z)/22:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/22:0/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,75-77,82H,5-10,12-14,16-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-/t75-,76+,77+/m0/s1	FKDOKELEGZMWOU-PBPROHKQSA-N	1463.081778			MMDBc0037292
BASm0024094	CL(12:0/14:1(11Z)/22:0/24:1(11Z))	CL(12:0/14:1(11Z)/22:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/22:0/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,37,39,75-77,82H,5-10,12-14,16-36,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,39-37-/t75-,76+,77+/m0/s1	MNYIREMCVUJQCZ-HIFJMKFFSA-N	1461.066127			MMDBc0037293
BASm0024095	CL(12:0/14:1(11Z)/22:0/24:1(9Z))	CL(12:0/14:1(11Z)/22:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/22:0/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,41,43,75-77,82H,5-10,12-14,16-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,43-41-/t75-,76+,77+/m0/s1	NZOOOJWZRRYVRT-FULZNUDHSA-N	1461.066127			MMDBc0037294
BASm0024096	CL(12:0/14:1(11Z)/22:1(11Z)/22:1(11Z))	CL(12:0/14:1(11Z)/22:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/22:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of (11Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,34-37,73-75,80H,5-10,12-14,16-33,38-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,36-34-,37-35-/t73-,74+,75+/m0/s1	ZLDNVEDIERJJPC-RTHQWFPNSA-N	1431.019177			MMDBc0037295
BASm0024097	CL(12:0/14:1(11Z)/22:1(11Z)/22:1(9Z))	CL(12:0/14:1(11Z)/22:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/22:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,34,36,39,41,73-75,80H,5-10,12-14,16-33,35,37-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,36-34-,41-39-/t73-,74+,75+/m0/s1	PNYNUXJXDXROLF-PQSUHTMMSA-N	1431.019177			MMDBc0037296
BASm0024098	CL(12:0/14:1(11Z)/22:1(11Z)/24:0)	CL(12:0/14:1(11Z)/22:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/22:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,35,38,75-77,82H,5-10,12-14,16-34,36-37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,38-35-/t75-,76+,77+/m0/s1	LVFHYVGFGPDPPS-JZUAXPMUSA-N	1461.066127			MMDBc0037297
BASm0024099	CL(12:0/14:1(11Z)/22:1(11Z)/24:1(11Z))	CL(12:0/14:1(11Z)/22:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/22:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,35,37-39,75-77,82H,5-10,12-14,16-34,36,40-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,38-35-,39-37-/t75-,76+,77+/m0/s1	RUKUQSUURLYLCK-LBXSASJBSA-N	1459.050477			MMDBc0037298
BASm0024100	CL(12:0/14:1(11Z)/22:1(11Z)/24:1(9Z))	CL(12:0/14:1(11Z)/22:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/22:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,35,38,41,43,75-77,82H,5-10,12-14,16-34,36-37,39-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,38-35-,43-41-/t75-,76+,77+/m0/s1	VEZTVCWRYLOPLJ-JUTQSGSKSA-N	1459.050477			MMDBc0037299
BASm0024101	CL(12:0/14:1(11Z)/22:1(9Z)/22:1(11Z))	CL(12:0/14:1(11Z)/22:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/22:1(9Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,35,37-38,40,73-75,80H,5-10,12-14,16-34,36,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,37-35-,40-38-/t73-,74+,75+/m0/s1	BXXUANMIOSLNLI-HWSCQTDQSA-N	1431.019177			MMDBc0037300
BASm0024102	CL(12:0/14:1(11Z)/22:1(9Z)/22:1(9Z))	CL(12:0/14:1(11Z)/22:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/22:1(9Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of (9Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h11,15,38-41,73-75,80H,5-10,12-14,16-37,42-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,40-38-,41-39-/t73-,74+,75+/m0/s1	RGWLEHVMZUBCCG-NNRPQCLQSA-N	1431.019177			MMDBc0037301
BASm0024103	CL(12:0/14:1(11Z)/22:1(9Z)/24:0)	CL(12:0/14:1(11Z)/22:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/22:1(9Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,40,42,75-77,82H,5-10,12-14,16-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,42-40-/t75-,76+,77+/m0/s1	QSMVZLHSNMGPHK-YEWIIKRFSA-N	1461.066127			MMDBc0037302
BASm0024104	CL(12:0/14:1(11Z)/22:1(9Z)/24:1(11Z))	CL(12:0/14:1(11Z)/22:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/22:1(9Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,37,39-40,42,75-77,82H,5-10,12-14,16-36,38,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,39-37-,42-40-/t75-,76+,77+/m0/s1	LOKXCUGIVJRSBT-HYLRXLTDSA-N	1459.050477			MMDBc0037303
BASm0024105	CL(12:0/14:1(11Z)/22:1(9Z)/24:1(9Z))	CL(12:0/14:1(11Z)/22:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/22:1(9Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,40-43,75-77,82H,5-10,12-14,16-39,44-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,42-40-,43-41-/t75-,76+,77+/m0/s1	MRMKZDHTJSJUPH-JYWDKKDPSA-N	1459.050477			MMDBc0037304
BASm0024106	CL(12:0/14:1(11Z)/23:1(11Z)/23:1(11Z))	CL(12:0/14:1(11Z)/23:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/23:1(11Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of 11Z-tricosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,36-39,75-77,82H,5-10,12-14,16-35,40-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,38-36-,39-37-/t75-,76+,77+/m0/s1	NARFHPXUBZUOPB-REDDIUSGSA-N	1459.050477			MMDBc0037305
BASm0024107	CL(12:0/14:1(11Z)/23:1(11Z)/23:1(9Z))	CL(12:0/14:1(11Z)/23:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/23:1(11Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,36,38,41,43,75-77,82H,5-10,12-14,16-35,37,39-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,38-36-,43-41-/t75-,76+,77+/m0/s1	UKCDHFJHLBSDPH-ZTSRGPBOSA-N	1459.050477			MMDBc0037306
BASm0024108	CL(12:0/14:1(11Z)/23:1(9Z)/23:1(11Z))	CL(12:0/14:1(11Z)/23:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/23:1(9Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,37,39-40,42,75-77,82H,5-10,12-14,16-36,38,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,39-37-,42-40-/t75-,76+,77+/m0/s1	FFWIZMLWPVFCLX-HYLRXLTDSA-N	1459.050477			MMDBc0037307
BASm0024109	CL(12:0/14:1(11Z)/23:1(9Z)/23:1(9Z))	CL(12:0/14:1(11Z)/23:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(11Z)/23:1(9Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of 9Z-tricosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h11,15,40-43,75-77,82H,5-10,12-14,16-39,44-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,42-40-,43-41-/t75-,76+,77+/m0/s1	JXQLMTQEOKMEOI-JYWDKKDPSA-N	1459.050477			MMDBc0037308
BASm0024110	CL(12:0/14:1(9Z)/14:1(11Z)/20:0)	CL(12:0/14:1(9Z)/14:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(11Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h10,14,19,23,63-65,70H,5-9,11-13,15-18,20-22,24-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,23-19-/t63-,64+,65+/m0/s1	AKFHKVBZBVFYPQ-DPOXFEQNSA-N	1292.878327			MMDBc0037309
BASm0024111	CL(12:0/14:1(9Z)/14:1(11Z)/20:1(11Z))	CL(12:0/14:1(9Z)/14:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h10,14,19,23,29-30,63-65,70H,5-9,11-13,15-18,20-22,24-28,31-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,23-19-,30-29-/t63-,64+,65+/m0/s1	RUDYWJYUDPSWKG-NLAQZHMZSA-N	1290.862677			MMDBc0037310
BASm0024112	CL(12:0/14:1(9Z)/14:1(11Z)/20:1(13Z))	CL(12:0/14:1(9Z)/14:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h10,14,19,23,25,28,63-65,70H,5-9,11-13,15-18,20-22,24,26-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,23-19-,28-25-/t63-,64+,65+/m0/s1	ZVQJSQMLUSUAOK-RFMLTWKCSA-N	1290.862677			MMDBc0037311
BASm0024113	CL(12:0/14:1(9Z)/14:1(11Z)/22:0)	CL(12:0/14:1(9Z)/14:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h10,14,19,23,65-67,72H,5-9,11-13,15-18,20-22,24-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,23-19-/t65-,66+,67+/m0/s1	KGQCZSZJNWOYQR-ULAATVQKSA-N	1320.909627			MMDBc0037312
BASm0024114	CL(12:0/14:1(9Z)/14:1(11Z)/22:1(11Z))	CL(12:0/14:1(9Z)/14:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h10,14,19,23,31-32,65-67,72H,5-9,11-13,15-18,20-22,24-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,23-19-,32-31-/t65-,66+,67+/m0/s1	UWSKOMKEUYFQGO-ZNKQVFMRSA-N	1318.893977			MMDBc0037313
BASm0024115	CL(12:0/14:1(9Z)/14:1(11Z)/22:1(9Z))	CL(12:0/14:1(9Z)/14:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h10,14,19,23,33-34,65-67,72H,5-9,11-13,15-18,20-22,24-32,35-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,23-19-,34-33-/t65-,66+,67+/m0/s1	WLFZBFNZHVOOGQ-RFTQCUOISA-N	1318.893977			MMDBc0037314
BASm0024116	CL(12:0/14:1(9Z)/14:1(11Z)/24:0)	CL(12:0/14:1(9Z)/14:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h10,14,19,23,67-69,74H,5-9,11-13,15-18,20-22,24-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,23-19-/t67-,68+,69+/m0/s1	BKWXKQMOQREMRP-GIRXIBGRSA-N	1348.940927			MMDBc0037315
BASm0024117	CL(12:0/14:1(9Z)/14:1(11Z)/24:1(11Z))	CL(12:0/14:1(9Z)/14:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h10,14,19,23,33-34,67-69,74H,5-9,11-13,15-18,20-22,24-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,23-19-,34-33-/t67-,68+,69+/m0/s1	DTJWVQHYEZWPST-OHKNGVDUSA-N	1346.925277			MMDBc0037316
BASm0024118	CL(12:0/14:1(9Z)/14:1(11Z)/24:1(9Z))	CL(12:0/14:1(9Z)/14:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h10,14,19,23,35-36,67-69,74H,5-9,11-13,15-18,20-22,24-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,23-19-,36-35-/t67-,68+,69+/m0/s1	MOBDXYKVRRUEEX-FDVNHZRHSA-N	1346.925277			MMDBc0037317
BASm0024119	CL(12:0/14:1(9Z)/14:1(11Z)/26:0)	CL(12:0/14:1(9Z)/14:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(11Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h10,14,19,23,69-71,76H,5-9,11-13,15-18,20-22,24-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-,23-19-/t69-,70+,71+/m0/s1	ODUWUFXZJOSAAG-QFUBZMEUSA-N	1376.972227			MMDBc0037318
BASm0024120	CL(12:0/14:1(9Z)/14:1(11Z)/26:1(11Z))	CL(12:0/14:1(9Z)/14:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(11Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h10,14,19,23,34-35,69-71,76H,5-9,11-13,15-18,20-22,24-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-,23-19-,35-34-/t69-,70+,71+/m0/s1	KJYOFMUKJIEFDX-JECBQXDKSA-N	1374.956577			MMDBc0037319
BASm0024121	CL(12:0/14:1(9Z)/14:1(11Z)/26:1(9Z))	CL(12:0/14:1(9Z)/14:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(11Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(66-86-73(78)60-56-52-48-44-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3/h10,14,19,23,37-38,70-72,77H,5-9,11-13,15-18,20-22,24-36,39-69H2,1-4H3,(H,82,83)(H,84,85)/b14-10-,23-19-,38-37-/t70-,71+,72+/m0/s1	SLYYLVZJTCZXKZ-XOQUQJNGSA-N	1388.972227			MMDBc0037320
BASm0024122	CL(12:0/14:1(9Z)/14:1(11Z)/28:0)	CL(12:0/14:1(9Z)/14:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(11Z)/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h10,14,19,23,71-73,78H,5-9,11-13,15-18,20-22,24-70H2,1-4H3,(H,83,84)(H,85,86)/b14-10-,23-19-/t71-,72+,73+/m0/s1	PDMVEIMZHZVNPO-MFTXCQLPSA-N	1405.003527			MMDBc0037321
BASm0024123	CL(12:0/14:1(9Z)/14:1(11Z)/28:1(11Z))	CL(12:0/14:1(9Z)/14:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(11Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h10,14,19,23,36-37,71-73,78H,5-9,11-13,15-18,20-22,24-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b14-10-,23-19-,37-36-/t71-,72+,73+/m0/s1	PJPHGRISYKOWKV-XGRBONENSA-N	1402.987877			MMDBc0037322
BASm0024124	CL(12:0/14:1(9Z)/14:1(11Z)/28:1(9Z))	CL(12:0/14:1(9Z)/14:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(11Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h10,14,19,23,38-39,71-73,78H,5-9,11-13,15-18,20-22,24-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b14-10-,23-19-,39-38-/t71-,72+,73+/m0/s1	GNZVHPGRMLPQHA-ZDQLBYPBSA-N	1402.987877			MMDBc0037323
BASm0024125	CL(12:0/14:1(9Z)/14:1(11Z)/30:0)	CL(12:0/14:1(9Z)/14:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(11Z)/30:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h10,14,19,23,73-75,80H,5-9,11-13,15-18,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b14-10-,23-19-/t73-,74+,75+/m0/s1	IQNNOSHQHRQNOF-AJOCFGFMSA-N	1433.034827			MMDBc0037324
BASm0024126	CL(12:0/14:1(9Z)/14:1(9Z)/20:0)	CL(12:0/14:1(9Z)/14:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(9Z)/20:0) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h18-19,22-23,63-65,70H,5-17,20-21,24-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,23-19-/t63-,64+,65+/m0/s1	BQOLLKYOWMIMDU-LNUJKKLZSA-N	1292.878327			MMDBc0037325
BASm0024127	CL(12:0/14:1(9Z)/14:1(9Z)/20:1(11Z))	CL(12:0/14:1(9Z)/14:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(9Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h18-19,22-23,29-30,63-65,70H,5-17,20-21,24-28,31-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,23-19-,30-29-/t63-,64+,65+/m0/s1	KJTAJDAFQTWBON-DRIJTIFOSA-N	1290.862677			MMDBc0037326
BASm0024128	CL(12:0/14:1(9Z)/14:1(9Z)/20:1(13Z))	CL(12:0/14:1(9Z)/14:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(9Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h18-19,22-23,25,28,63-65,70H,5-17,20-21,24,26-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,23-19-,28-25-/t63-,64+,65+/m0/s1	YYNDRQCZFXXEAK-VSOOZGHRSA-N	1290.862677			MMDBc0037327
BASm0024129	CL(12:0/14:1(9Z)/14:1(9Z)/22:0)	CL(12:0/14:1(9Z)/14:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(9Z)/22:0) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h18-19,22-23,65-67,72H,5-17,20-21,24-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,23-19-/t65-,66+,67+/m0/s1	VNASRFWUNKOUTD-IZMWRDGTSA-N	1320.909627			MMDBc0037328
BASm0024130	CL(12:0/14:1(9Z)/14:1(9Z)/22:1(11Z))	CL(12:0/14:1(9Z)/14:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(9Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h18-19,22-23,31-32,65-67,72H,5-17,20-21,24-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,23-19-,32-31-/t65-,66+,67+/m0/s1	MLNMDKQJMGWKGM-NABCMNOTSA-N	1318.893977			MMDBc0037329
BASm0024131	CL(12:0/14:1(9Z)/14:1(9Z)/22:1(9Z))	CL(12:0/14:1(9Z)/14:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(9Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h18-19,22-23,33-34,65-67,72H,5-17,20-21,24-32,35-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,23-19-,34-33-/t65-,66+,67+/m0/s1	CXDIQWKIFRECPQ-LABWBEDNSA-N	1318.893977			MMDBc0037330
BASm0024132	CL(12:0/14:1(9Z)/14:1(9Z)/24:0)	CL(12:0/14:1(9Z)/14:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(9Z)/24:0) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h18-19,22-23,67-69,74H,5-17,20-21,24-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-/t67-,68+,69+/m0/s1	ZJYSNJXWLGHJCZ-HPJUKGFUSA-N	1348.940927			MMDBc0037331
BASm0024133	CL(12:0/14:1(9Z)/14:1(9Z)/24:1(11Z))	CL(12:0/14:1(9Z)/14:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(9Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h18-19,22-23,33-34,67-69,74H,5-17,20-21,24-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-,34-33-/t67-,68+,69+/m0/s1	VOXNLVKZYVFSIN-WCZXVVFPSA-N	1346.925277			MMDBc0037332
BASm0024134	CL(12:0/14:1(9Z)/14:1(9Z)/24:1(9Z))	CL(12:0/14:1(9Z)/14:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(9Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h18-19,22-23,35-36,67-69,74H,5-17,20-21,24-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-,36-35-/t67-,68+,69+/m0/s1	WRIMQTCOXKEEMZ-JPWSXJDCSA-N	1346.925277			MMDBc0037333
BASm0024135	CL(12:0/14:1(9Z)/14:1(9Z)/26:0)	CL(12:0/14:1(9Z)/14:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(9Z)/26:0) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h18-19,22-23,69-71,76H,5-17,20-21,24-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-/t69-,70+,71+/m0/s1	HZMMTSVQYKHIRS-IVZVZYDDSA-N	1376.972227			MMDBc0037334
BASm0024136	CL(12:0/14:1(9Z)/14:1(9Z)/26:1(11Z))	CL(12:0/14:1(9Z)/14:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(9Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h18-19,22-23,34-35,69-71,76H,5-17,20-21,24-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-,35-34-/t69-,70+,71+/m0/s1	TZQFJJFELNLCFH-URUDSKOBSA-N	1374.956577			MMDBc0037335
BASm0024137	CL(12:0/14:1(9Z)/14:1(9Z)/26:1(9Z))	CL(12:0/14:1(9Z)/14:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(9Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C76H142O17P2	InChI=1S/C76H142O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(66-86-73(78)60-56-52-48-44-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3/h18-19,22-23,37-38,70-72,77H,5-17,20-21,24-36,39-69H2,1-4H3,(H,82,83)(H,84,85)/b22-18-,23-19-,38-37-/t70-,71+,72+/m0/s1	QLFQJOGIZPLUDH-MQYIAPAZSA-N	1388.972227			MMDBc0037336
BASm0024138	CL(12:0/14:1(9Z)/14:1(9Z)/28:0)	CL(12:0/14:1(9Z)/14:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(9Z)/28:0) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h18-19,22-23,71-73,78H,5-17,20-21,24-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-/t71-,72+,73+/m0/s1	LXRUOBORTVIVBD-URDZZWCISA-N	1405.003527			MMDBc0037337
BASm0024139	CL(12:0/14:1(9Z)/14:1(9Z)/28:1(11Z))	CL(12:0/14:1(9Z)/14:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(9Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h18-19,22-23,36-37,71-73,78H,5-17,20-21,24-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-,37-36-/t71-,72+,73+/m0/s1	XIHRYWRIADNARW-UJJAKDIGSA-N	1402.987877			MMDBc0037338
BASm0024140	CL(12:0/14:1(9Z)/14:1(9Z)/28:1(9Z))	CL(12:0/14:1(9Z)/14:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(9Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h18-19,22-23,38-39,71-73,78H,5-17,20-21,24-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-,39-38-/t71-,72+,73+/m0/s1	DFHIHADOHGDSEI-XFLRSXBZSA-N	1402.987877			MMDBc0037339
BASm0024141	CL(12:0/14:1(9Z)/14:1(9Z)/30:0)	CL(12:0/14:1(9Z)/14:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/14:1(9Z)/30:0) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-29-30-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h18-19,22-23,73-75,80H,5-17,20-21,24-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-/t73-,74+,75+/m0/s1	GCRUZBZWYFZZIM-DAHXTXSNSA-N	1433.034827			MMDBc0037340
BASm0024142	CL(12:0/14:1(9Z)/15:0/23:1(11Z))	CL(12:0/14:1(9Z)/15:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/15:0/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h19,23,33-34,67-69,74H,5-18,20-22,24-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,34-33-/t67-,68+,69+/m0/s1	ZDTKZLZORDLJLT-NCKOZCDRSA-N	1348.940927			MMDBc0037341
BASm0024143	CL(12:0/14:1(9Z)/15:0/23:1(9Z))	CL(12:0/14:1(9Z)/15:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/15:0/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h19,23,35-36,67-69,74H,5-18,20-22,24-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,36-35-/t67-,68+,69+/m0/s1	UIDVNVQMNJRPAI-KRSDGOFXSA-N	1348.940927			MMDBc0037342
BASm0024144	CL(12:0/14:1(9Z)/15:0/25:0)	CL(12:0/14:1(9Z)/15:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/15:0/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,23,69-71,76H,5-18,20-22,24-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-/t69-,70+,71+/m0/s1	CPRWZEVAWKJHME-UBSICRRMSA-N	1378.987877			MMDBc0037343
BASm0024145	CL(12:0/14:1(9Z)/15:0/25:1(11Z))	CL(12:0/14:1(9Z)/15:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/15:0/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,23,35-36,69-71,76H,5-18,20-22,24-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,36-35-/t69-,70+,71+/m0/s1	NWSZOSGNGBHPMN-BHDOOKGBSA-N	1376.972227			MMDBc0037344
BASm0024146	CL(12:0/14:1(9Z)/15:0/25:1(9Z))	CL(12:0/14:1(9Z)/15:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/15:0/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,23,37-38,69-71,76H,5-18,20-22,24-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,38-37-/t69-,70+,71+/m0/s1	IXUBGQMFUCVDLT-WRCJBSLMSA-N	1376.972227			MMDBc0037345
BASm0024147	CL(12:0/14:1(9Z)/15:0/27:0)	CL(12:0/14:1(9Z)/15:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/15:0/27:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,23,71-73,78H,5-18,20-22,24-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-/t71-,72+,73+/m0/s1	VCHQTHXVPIFIOF-HOIREUNFSA-N	1407.019177			MMDBc0037346
BASm0024148	CL(12:0/14:1(9Z)/15:0/27:1(11Z))	CL(12:0/14:1(9Z)/15:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/15:0/27:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,23,37-38,71-73,78H,5-18,20-22,24-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,38-37-/t71-,72+,73+/m0/s1	YGAPLXPAYNRUNJ-JCRKJUFASA-N	1405.003527			MMDBc0037347
BASm0024149	CL(12:0/14:1(9Z)/15:0/27:1(9Z))	CL(12:0/14:1(9Z)/15:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/15:0/27:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,23,39-40,71-73,78H,5-18,20-22,24-38,41-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,40-39-/t71-,72+,73+/m0/s1	ROTBNZHCAUELKV-DRXSJRMPSA-N	1405.003527			MMDBc0037348
BASm0024150	CL(12:0/14:1(9Z)/15:0/29:0)	CL(12:0/14:1(9Z)/15:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/15:0/29:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,73-75,80H,5-18,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-/t73-,74+,75+/m0/s1	CYWQQHTWWYBELZ-KACDVLJISA-N	1435.050477			MMDBc0037349
BASm0024151	CL(12:0/14:1(9Z)/15:1(11Z)/23:1(11Z))	CL(12:0/14:1(9Z)/15:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/15:1(11Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h14,18-19,23,33-34,67-69,74H,5-13,15-17,20-22,24-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,23-19-,34-33-/t67-,68+,69+/m0/s1	QSKKBTBLYMOBKP-RSARKVFLSA-N	1346.925277			MMDBc0037350
BASm0024152	CL(12:0/14:1(9Z)/15:1(11Z)/23:1(9Z))	CL(12:0/14:1(9Z)/15:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/15:1(11Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h14,18-19,23,35-36,67-69,74H,5-13,15-17,20-22,24-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,23-19-,36-35-/t67-,68+,69+/m0/s1	HGLYRSVCMFXMJG-GBXYAPMVSA-N	1346.925277			MMDBc0037351
BASm0024153	CL(12:0/14:1(9Z)/15:1(11Z)/25:0)	CL(12:0/14:1(9Z)/15:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/15:1(11Z)/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h14,18-19,23,69-71,76H,5-13,15-17,20-22,24-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,23-19-/t69-,70+,71+/m0/s1	MMYBPWVRISRVFF-KBQBLJSNSA-N	1376.972227			MMDBc0037352
BASm0024154	CL(12:0/14:1(9Z)/15:1(11Z)/25:1(11Z))	CL(12:0/14:1(9Z)/15:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/15:1(11Z)/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h14,18-19,23,35-36,69-71,76H,5-13,15-17,20-22,24-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,23-19-,36-35-/t69-,70+,71+/m0/s1	OIBRDZOKKQVSMR-MJTNGNJSSA-N	1374.956577			MMDBc0037353
BASm0024155	CL(12:0/14:1(9Z)/15:1(11Z)/25:1(9Z))	CL(12:0/14:1(9Z)/15:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/15:1(11Z)/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h14,18-19,23,37-38,69-71,76H,5-13,15-17,20-22,24-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,23-19-,38-37-/t69-,70+,71+/m0/s1	SQAZXRSQTUSYQZ-UQHHWXKYSA-N	1374.956577			MMDBc0037354
BASm0024156	CL(12:0/14:1(9Z)/15:1(11Z)/27:0)	CL(12:0/14:1(9Z)/15:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/15:1(11Z)/27:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h14,18-19,23,71-73,78H,5-13,15-17,20-22,24-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,23-19-/t71-,72+,73+/m0/s1	FBJSAXARLSSBHL-RQGNYJJGSA-N	1405.003527			MMDBc0037355
BASm0024157	CL(12:0/14:1(9Z)/15:1(11Z)/27:1(11Z))	CL(12:0/14:1(9Z)/15:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/15:1(11Z)/27:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h14,18-19,23,37-38,71-73,78H,5-13,15-17,20-22,24-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,23-19-,38-37-/t71-,72+,73+/m0/s1	HJSYIYWBIGMYAP-RHWZCQRVSA-N	1402.987877			MMDBc0037356
BASm0024158	CL(12:0/14:1(9Z)/15:1(11Z)/27:1(9Z))	CL(12:0/14:1(9Z)/15:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/15:1(11Z)/27:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h14,18-19,23,39-40,71-73,78H,5-13,15-17,20-22,24-38,41-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,23-19-,40-39-/t71-,72+,73+/m0/s1	XOKDPYJWGDQWSY-VXLHMYOJSA-N	1402.987877			MMDBc0037357
BASm0024159	CL(12:0/14:1(9Z)/15:1(11Z)/29:0)	CL(12:0/14:1(9Z)/15:1(11Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/15:1(11Z)/29:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h14,18-19,23,73-75,80H,5-13,15-17,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,23-19-/t73-,74+,75+/m0/s1	CZDXGHTWWNIYGC-ZXEMFHGASA-N	1433.034827			MMDBc0037358
BASm0024160	CL(12:0/14:1(9Z)/15:1(9Z)/23:1(11Z))	CL(12:0/14:1(9Z)/15:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/15:1(9Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h19,22-23,26,33-34,67-69,74H,5-18,20-21,24-25,27-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,26-22-,34-33-/t67-,68+,69+/m0/s1	XQARNXIMZCVFDL-XJLWFRSXSA-N	1346.925277			MMDBc0037359
BASm0024161	CL(12:0/14:1(9Z)/15:1(9Z)/23:1(9Z))	CL(12:0/14:1(9Z)/15:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/15:1(9Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h19,22-23,26,35-36,67-69,74H,5-18,20-21,24-25,27-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,26-22-,36-35-/t67-,68+,69+/m0/s1	DGOGRWCOPPAPCC-CMYIGPBBSA-N	1346.925277			MMDBc0037360
BASm0024162	CL(12:0/14:1(9Z)/15:1(9Z)/25:0)	CL(12:0/14:1(9Z)/15:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/15:1(9Z)/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,22-23,26,69-71,76H,5-18,20-21,24-25,27-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,26-22-/t69-,70+,71+/m0/s1	DBAXIHBNGKXBRQ-LFTWFWKCSA-N	1376.972227			MMDBc0037361
BASm0024163	CL(12:0/14:1(9Z)/15:1(9Z)/25:1(11Z))	CL(12:0/14:1(9Z)/15:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/15:1(9Z)/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,22-23,26,35-36,69-71,76H,5-18,20-21,24-25,27-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,26-22-,36-35-/t69-,70+,71+/m0/s1	MDUDRBBPQGQTMX-FQCGKKOKSA-N	1374.956577			MMDBc0037362
BASm0024164	CL(12:0/14:1(9Z)/15:1(9Z)/25:1(9Z))	CL(12:0/14:1(9Z)/15:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/15:1(9Z)/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,22-23,26,37-38,69-71,76H,5-18,20-21,24-25,27-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,26-22-,38-37-/t69-,70+,71+/m0/s1	OGPUXLBAGQPBIP-ADTZPFDHSA-N	1374.956577			MMDBc0037363
BASm0024165	CL(12:0/14:1(9Z)/15:1(9Z)/27:0)	CL(12:0/14:1(9Z)/15:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/15:1(9Z)/27:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,22-23,26,71-73,78H,5-18,20-21,24-25,27-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,26-22-/t71-,72+,73+/m0/s1	DXYWJMXLOKKYMZ-DDUVLJJXSA-N	1405.003527			MMDBc0037364
BASm0024166	CL(12:0/14:1(9Z)/15:1(9Z)/27:1(11Z))	CL(12:0/14:1(9Z)/15:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/15:1(9Z)/27:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,22-23,26,37-38,71-73,78H,5-18,20-21,24-25,27-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,26-22-,38-37-/t71-,72+,73+/m0/s1	NOMMARDZPYWQAH-UCHMEHHOSA-N	1402.987877			MMDBc0037365
BASm0024167	CL(12:0/14:1(9Z)/15:1(9Z)/27:1(9Z))	CL(12:0/14:1(9Z)/15:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/15:1(9Z)/27:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,22-23,26,39-40,71-73,78H,5-18,20-21,24-25,27-38,41-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,26-22-,40-39-/t71-,72+,73+/m0/s1	HOJZKFPXDOYYCZ-ZKNAWBQJSA-N	1402.987877			MMDBc0037366
BASm0024168	CL(12:0/14:1(9Z)/15:1(9Z)/29:0)	CL(12:0/14:1(9Z)/15:1(9Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/15:1(9Z)/29:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,22-23,26,73-75,80H,5-18,20-21,24-25,27-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,26-22-/t73-,74+,75+/m0/s1	YZINUGHEHHLPJJ-NOMDNRFASA-N	1433.034827			MMDBc0037367
BASm0024169	CL(12:0/14:1(9Z)/16:0/18:0)	CL(12:0/14:1(9Z)/16:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:0/18:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-28-30-31-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3/h19,23,63-65,70H,5-18,20-22,24-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-/t63-,64+,65+/m0/s1	WWDPWMBWVTVJQQ-DHXLXWKCSA-N	1294.893977			MMDBc0037368
BASm0024170	CL(12:0/14:1(9Z)/16:0/18:1(11Z))	CL(12:0/14:1(9Z)/16:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:0/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-30-31-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3/h19,23,25,28,63-65,70H,5-18,20-22,24,26-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,28-25-/t63-,64+,65+/m0/s1	PAFUCIBKFBMPAA-VUDNFVGQSA-N	1292.878327			MMDBc0037369
BASm0024171	CL(12:0/14:1(9Z)/16:0/18:1(9Z))	CL(12:0/14:1(9Z)/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:0/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-30-31-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3/h19,23,30-31,63-65,70H,5-18,20-22,24-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,31-30-/t63-,64+,65+/m0/s1	AFJGEBPQXZHXBH-XOCWQPPNSA-N	1292.878327			MMDBc0037370
BASm0024172	CL(12:0/14:1(9Z)/16:0/20:0)	CL(12:0/14:1(9Z)/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:0/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h19,23,65-67,72H,5-18,20-22,24-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-/t65-,66+,67+/m0/s1	CWKULXDXDJJSPV-QKONNDDHSA-N	1322.925277			MMDBc0037371
BASm0024173	CL(12:0/14:1(9Z)/16:0/20:1(11Z))	CL(12:0/14:1(9Z)/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:0/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h19,23,30-31,65-67,72H,5-18,20-22,24-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,31-30-/t65-,66+,67+/m0/s1	FBYVPLSVMADYDR-QGJSKCRHSA-N	1320.909627			MMDBc0037372
BASm0024174	CL(12:0/14:1(9Z)/16:0/20:1(13Z))	CL(12:0/14:1(9Z)/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:0/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h19,23,25,28,65-67,72H,5-18,20-22,24,26-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,28-25-/t65-,66+,67+/m0/s1	FOCZTBHPGCIMJA-OICKVTFGSA-N	1320.909627			MMDBc0037373
BASm0024175	CL(12:0/14:1(9Z)/16:0/22:0)	CL(12:0/14:1(9Z)/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:0/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h19,23,67-69,74H,5-18,20-22,24-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-/t67-,68+,69+/m0/s1	AIITYVHWKIRONA-IQQHFVMZSA-N	1350.956577			MMDBc0037374
BASm0024176	CL(12:0/14:1(9Z)/16:0/22:1(11Z))	CL(12:0/14:1(9Z)/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h19,23,32-33,67-69,74H,5-18,20-22,24-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,33-32-/t67-,68+,69+/m0/s1	CYFLOYLTOFQEPZ-LOMOSAMBSA-N	1348.940927			MMDBc0037375
BASm0024177	CL(12:0/14:1(9Z)/16:0/22:1(9Z))	CL(12:0/14:1(9Z)/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h19,23,34-35,67-69,74H,5-18,20-22,24-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,35-34-/t67-,68+,69+/m0/s1	IOZYJLMZUHSGHO-WIFIYACZSA-N	1348.940927			MMDBc0037376
BASm0024178	CL(12:0/14:1(9Z)/16:0/24:0)	CL(12:0/14:1(9Z)/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:0/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,23,69-71,76H,5-18,20-22,24-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-/t69-,70+,71+/m0/s1	QBPTZOZZMMICPR-UBSICRRMSA-N	1378.987877			MMDBc0037377
BASm0024179	CL(12:0/14:1(9Z)/16:0/24:1(11Z))	CL(12:0/14:1(9Z)/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:0/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,23,34-35,69-71,76H,5-18,20-22,24-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,35-34-/t69-,70+,71+/m0/s1	JKVAHLAQGWKTRR-YUEFWGSYSA-N	1376.972227			MMDBc0037378
BASm0024180	CL(12:0/14:1(9Z)/16:0/24:1(9Z))	CL(12:0/14:1(9Z)/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:0/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,23,36-37,69-71,76H,5-18,20-22,24-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,37-36-/t69-,70+,71+/m0/s1	VBLMVLCSEGHJPA-GIYGNKGASA-N	1376.972227			MMDBc0037379
BASm0024181	CL(12:0/14:1(9Z)/16:0/26:0)	CL(12:0/14:1(9Z)/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:0/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,23,71-73,78H,5-18,20-22,24-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-/t71-,72+,73+/m0/s1	HNMTYNJAIZPTKA-HOIREUNFSA-N	1407.019177			MMDBc0037380
BASm0024182	CL(12:0/14:1(9Z)/16:0/26:1(11Z))	CL(12:0/14:1(9Z)/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:0/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,23,35-36,71-73,78H,5-18,20-22,24-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,36-35-/t71-,72+,73+/m0/s1	NPWDGAXFJOLAHX-QJIQVBMJSA-N	1405.003527			MMDBc0037381
BASm0024183	CL(12:0/14:1(9Z)/16:0/26:1(9Z))	CL(12:0/14:1(9Z)/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:0/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C78H148O17P2	InChI=1S/C78H148O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-42-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-44-41-29-26-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-46-24-20-16-12-8-4)94-77(82)64-60-56-52-48-43-27-23-19-15-11-7-3/h19,23,38-39,72-74,79H,5-18,20-22,24-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b23-19-,39-38-/t72-,73+,74+/m0/s1	ZHMFRAUEXBXIBJ-PNBFVJTFSA-N	1419.019177			MMDBc0037382
BASm0024184	CL(12:0/14:1(9Z)/16:0/28:0)	CL(12:0/14:1(9Z)/16:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:0/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,73-75,80H,5-18,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-/t73-,74+,75+/m0/s1	MBFFTIIYEWXKKI-KACDVLJISA-N	1435.050477			MMDBc0037383
BASm0024185	CL(12:0/14:1(9Z)/16:0/28:1(11Z))	CL(12:0/14:1(9Z)/16:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:0/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,37-38,73-75,80H,5-18,20-22,24-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,38-37-/t73-,74+,75+/m0/s1	KJQRKEHIKMUTDB-RPOJLTNQSA-N	1433.034827			MMDBc0037384
BASm0024186	CL(12:0/14:1(9Z)/16:0/28:1(9Z))	CL(12:0/14:1(9Z)/16:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:0/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,39-40,73-75,80H,5-18,20-22,24-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,40-39-/t73-,74+,75+/m0/s1	UPWOYAHSZJAADD-AGSOAOOLSA-N	1433.034827			MMDBc0037385
BASm0024187	CL(12:0/14:1(9Z)/16:0/30:0)	CL(12:0/14:1(9Z)/16:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:0/30:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-42-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,75-77,82H,5-18,20-22,24-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-/t75-,76+,77+/m0/s1	HRWAOKGNVHMGHO-ZMGHOTMQSA-N	1463.081778			MMDBc0037386
BASm0024188	CL(12:0/14:1(9Z)/16:1(11Z)/18:0)	CL(12:0/14:1(9Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(11Z)/18:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-30-31-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3/h18-19,22-23,63-65,70H,5-17,20-21,24-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,23-19-/t63-,64+,65+/m0/s1	HHSRCIFJEWMKFH-LNUJKKLZSA-N	1292.878327			MMDBc0037387
BASm0024189	CL(12:0/14:1(9Z)/16:1(11Z)/18:1(11Z))	CL(12:0/14:1(9Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(11Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-30-31-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3/h18-19,22-23,25,28,63-65,70H,5-17,20-21,24,26-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,23-19-,28-25-/t63-,64+,65+/m0/s1	LLIDTWFIRHPNOT-VSOOZGHRSA-N	1290.862677			MMDBc0037388
BASm0024190	CL(12:0/14:1(9Z)/16:1(11Z)/18:1(9Z))	CL(12:0/14:1(9Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(11Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-30-31-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3/h18-19,22-23,30-31,63-65,70H,5-17,20-21,24-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,23-19-,31-30-/t63-,64+,65+/m0/s1	CZUAUZIAVSKGNP-HCXRQRNSSA-N	1290.862677			MMDBc0037389
BASm0024191	CL(12:0/14:1(9Z)/16:1(11Z)/20:0)	CL(12:0/14:1(9Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(11Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h18-19,22-23,65-67,72H,5-17,20-21,24-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,23-19-/t65-,66+,67+/m0/s1	VUUVMTZZAUQBLI-IZMWRDGTSA-N	1320.909627			MMDBc0037390
BASm0024192	CL(12:0/14:1(9Z)/16:1(11Z)/20:1(11Z))	CL(12:0/14:1(9Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h18-19,22-23,30-31,65-67,72H,5-17,20-21,24-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,23-19-,31-30-/t65-,66+,67+/m0/s1	DELXEMIIJMQHOC-CEMPRONGSA-N	1318.893977			MMDBc0037391
BASm0024193	CL(12:0/14:1(9Z)/16:1(11Z)/20:1(13Z))	CL(12:0/14:1(9Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h18-19,22-23,25,28,65-67,72H,5-17,20-21,24,26-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,23-19-,28-25-/t65-,66+,67+/m0/s1	BNQILSAZCBVVHI-CCJSDMMDSA-N	1318.893977			MMDBc0037392
BASm0024194	CL(12:0/14:1(9Z)/16:1(11Z)/22:0)	CL(12:0/14:1(9Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h18-19,22-23,67-69,74H,5-17,20-21,24-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-/t67-,68+,69+/m0/s1	ATMDNJXGZQEYPP-HPJUKGFUSA-N	1348.940927			MMDBc0037393
BASm0024195	CL(12:0/14:1(9Z)/16:1(11Z)/22:1(11Z))	CL(12:0/14:1(9Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h18-19,22-23,32-33,67-69,74H,5-17,20-21,24-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-,33-32-/t67-,68+,69+/m0/s1	GOVXBPUNHLDGTN-DZVYFHGNSA-N	1346.925277			MMDBc0037394
BASm0024196	CL(12:0/14:1(9Z)/16:1(11Z)/22:1(9Z))	CL(12:0/14:1(9Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h18-19,22-23,34-35,67-69,74H,5-17,20-21,24-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-,35-34-/t67-,68+,69+/m0/s1	QCZFIMVCANOIRE-NKEQUFMHSA-N	1346.925277			MMDBc0037395
BASm0024197	CL(12:0/14:1(9Z)/16:1(11Z)/24:0)	CL(12:0/14:1(9Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h18-19,22-23,69-71,76H,5-17,20-21,24-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-/t69-,70+,71+/m0/s1	RLTKFRLSNXQZQN-IVZVZYDDSA-N	1376.972227			MMDBc0037396
BASm0024198	CL(12:0/14:1(9Z)/16:1(11Z)/24:1(11Z))	CL(12:0/14:1(9Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h18-19,22-23,34-35,69-71,76H,5-17,20-21,24-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-,35-34-/t69-,70+,71+/m0/s1	MQBFVZNMUGLLRQ-URUDSKOBSA-N	1374.956577			MMDBc0037397
BASm0024199	CL(12:0/14:1(9Z)/16:1(11Z)/24:1(9Z))	CL(12:0/14:1(9Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h18-19,22-23,36-37,69-71,76H,5-17,20-21,24-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-,37-36-/t69-,70+,71+/m0/s1	NTOUOHKWYQZOLL-OWMSMYTKSA-N	1374.956577			MMDBc0037398
BASm0024200	CL(12:0/14:1(9Z)/16:1(11Z)/26:0)	CL(12:0/14:1(9Z)/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(11Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h18-19,22-23,71-73,78H,5-17,20-21,24-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-/t71-,72+,73+/m0/s1	MNWFPAFPZHPJQT-URDZZWCISA-N	1405.003527			MMDBc0037399
BASm0024201	CL(12:0/14:1(9Z)/16:1(11Z)/26:1(11Z))	CL(12:0/14:1(9Z)/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(11Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h18-19,22-23,35-36,71-73,78H,5-17,20-21,24-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-,36-35-/t71-,72+,73+/m0/s1	JOHWUIMTLAEOIA-CPDBBZEOSA-N	1402.987877			MMDBc0037400
BASm0024202	CL(12:0/14:1(9Z)/16:1(11Z)/26:1(9Z))	CL(12:0/14:1(9Z)/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(11Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-42-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-44-41-29-26-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-46-24-20-16-12-8-4)94-77(82)64-60-56-52-48-43-27-23-19-15-11-7-3/h18-19,22-23,38-39,72-74,79H,5-17,20-21,24-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b22-18-,23-19-,39-38-/t72-,73+,74+/m0/s1	WCZVIRPZMPKYHL-VTHWYIJNSA-N	1417.003527			MMDBc0037401
BASm0024203	CL(12:0/14:1(9Z)/16:1(11Z)/28:0)	CL(12:0/14:1(9Z)/16:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(11Z)/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h18-19,22-23,73-75,80H,5-17,20-21,24-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-/t73-,74+,75+/m0/s1	MZWLJAGJUGOPJG-DAHXTXSNSA-N	1433.034827			MMDBc0037402
BASm0024204	CL(12:0/14:1(9Z)/16:1(11Z)/28:1(11Z))	CL(12:0/14:1(9Z)/16:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(11Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h18-19,22-23,37-38,73-75,80H,5-17,20-21,24-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-,38-37-/t73-,74+,75+/m0/s1	BTVGGYIFNCLPTI-BQSHYHSXSA-N	1431.019177			MMDBc0037403
BASm0024205	CL(12:0/14:1(9Z)/16:1(11Z)/28:1(9Z))	CL(12:0/14:1(9Z)/16:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(11Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h18-19,22-23,39-40,73-75,80H,5-17,20-21,24-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-,40-39-/t73-,74+,75+/m0/s1	FRCDRUIZHFWBAT-NVDFYKRYSA-N	1431.019177			MMDBc0037404
BASm0024206	CL(12:0/14:1(9Z)/16:1(11Z)/30:0)	CL(12:0/14:1(9Z)/16:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(11Z)/30:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-42-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h18-19,22-23,75-77,82H,5-17,20-21,24-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,23-19-/t75-,76+,77+/m0/s1	IQIKRSOAFBVLIO-GBMHXDSQSA-N	1461.066127			MMDBc0037405
BASm0024207	CL(12:0/14:1(9Z)/16:1(9Z)/18:0)	CL(12:0/14:1(9Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(9Z)/18:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-30-31-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3/h19,23,26,29,63-65,70H,5-18,20-22,24-25,27-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,29-26-/t63-,64+,65+/m0/s1	BPPUICOUOBQZDT-DWGMXANZSA-N	1292.878327			MMDBc0037406
BASm0024208	CL(12:0/14:1(9Z)/16:1(9Z)/18:1(11Z))	CL(12:0/14:1(9Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(9Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-30-31-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3/h19,23,25-26,28-29,63-65,70H,5-18,20-22,24,27,30-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,28-25-,29-26-/t63-,64+,65+/m0/s1	KRIYCTMYKDUSLN-WHXYQVSSSA-N	1290.862677			MMDBc0037407
BASm0024209	CL(12:0/14:1(9Z)/16:1(9Z)/18:1(9Z))	CL(12:0/14:1(9Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(9Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-30-31-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-35-32-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-34-27-23-19-15-11-7-3/h19,23,26,29-31,63-65,70H,5-18,20-22,24-25,27-28,32-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,29-26-,31-30-/t63-,64+,65+/m0/s1	COSGYGJTVNCIRI-GJOWMPQYSA-N	1290.862677			MMDBc0037408
BASm0024210	CL(12:0/14:1(9Z)/16:1(9Z)/20:0)	CL(12:0/14:1(9Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(9Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h19,23,26,29,65-67,72H,5-18,20-22,24-25,27-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,29-26-/t65-,66+,67+/m0/s1	VUWQUARJORUUHC-CPPVJRQMSA-N	1320.909627			MMDBc0037409
BASm0024211	CL(12:0/14:1(9Z)/16:1(9Z)/20:1(11Z))	CL(12:0/14:1(9Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(9Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h19,23,26,29-31,65-67,72H,5-18,20-22,24-25,27-28,32-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,29-26-,31-30-/t65-,66+,67+/m0/s1	FZLXXQYTGZVKSM-HVQCVDKCSA-N	1318.893977			MMDBc0037410
BASm0024212	CL(12:0/14:1(9Z)/16:1(9Z)/20:1(13Z))	CL(12:0/14:1(9Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(9Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-34-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h19,23,25-26,28-29,65-67,72H,5-18,20-22,24,27,30-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,28-25-,29-26-/t65-,66+,67+/m0/s1	GERWYWPLAOEDRD-MQRMLNNCSA-N	1318.893977			MMDBc0037411
BASm0024213	CL(12:0/14:1(9Z)/16:1(9Z)/22:0)	CL(12:0/14:1(9Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(9Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h19,23,26,29,67-69,74H,5-18,20-22,24-25,27-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,29-26-/t67-,68+,69+/m0/s1	XBCZYCPITQEZNW-BCXJJILHSA-N	1348.940927			MMDBc0037412
BASm0024214	CL(12:0/14:1(9Z)/16:1(9Z)/22:1(11Z))	CL(12:0/14:1(9Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(9Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h19,23,26,29,32-33,67-69,74H,5-18,20-22,24-25,27-28,30-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,29-26-,33-32-/t67-,68+,69+/m0/s1	SYHOJGLXFMGMGF-XSMOWLQOSA-N	1346.925277			MMDBc0037413
BASm0024215	CL(12:0/14:1(9Z)/16:1(9Z)/22:1(9Z))	CL(12:0/14:1(9Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(9Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h19,23,26,29,34-35,67-69,74H,5-18,20-22,24-25,27-28,30-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,29-26-,35-34-/t67-,68+,69+/m0/s1	IONAUMLIPWPMIG-TUFRRPGCSA-N	1346.925277			MMDBc0037414
BASm0024216	CL(12:0/14:1(9Z)/16:1(9Z)/24:0)	CL(12:0/14:1(9Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(9Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,23,26,29,69-71,76H,5-18,20-22,24-25,27-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,29-26-/t69-,70+,71+/m0/s1	LSHVWFHHZMPAEK-SIKNHXPUSA-N	1376.972227			MMDBc0037415
BASm0024217	CL(12:0/14:1(9Z)/16:1(9Z)/24:1(11Z))	CL(12:0/14:1(9Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(9Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,23,26,29,34-35,69-71,76H,5-18,20-22,24-25,27-28,30-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,29-26-,35-34-/t69-,70+,71+/m0/s1	DOGXSUKZVRKHHV-AWPLFUSASA-N	1374.956577			MMDBc0037416
BASm0024218	CL(12:0/14:1(9Z)/16:1(9Z)/24:1(9Z))	CL(12:0/14:1(9Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(9Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,23,26,29,36-37,69-71,76H,5-18,20-22,24-25,27-28,30-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,29-26-,37-36-/t69-,70+,71+/m0/s1	KTKJWCXTNVQJPG-OPYUSMFZSA-N	1374.956577			MMDBc0037417
BASm0024219	CL(12:0/14:1(9Z)/16:1(9Z)/26:0)	CL(12:0/14:1(9Z)/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(9Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,23,26,29,71-73,78H,5-18,20-22,24-25,27-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,29-26-/t71-,72+,73+/m0/s1	LHZWQBJQOKYRHU-WBDLKNRSSA-N	1405.003527			MMDBc0037418
BASm0024220	CL(12:0/14:1(9Z)/16:1(9Z)/26:1(11Z))	CL(12:0/14:1(9Z)/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(9Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,23,26,29,35-36,71-73,78H,5-18,20-22,24-25,27-28,30-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,29-26-,36-35-/t71-,72+,73+/m0/s1	RAVGQKJQQNBKNY-QGXCJOIVSA-N	1402.987877			MMDBc0037419
BASm0024221	CL(12:0/14:1(9Z)/16:1(9Z)/26:1(9Z))	CL(12:0/14:1(9Z)/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(9Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-42-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-44-41-29-26-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-46-24-20-16-12-8-4)94-77(82)64-60-56-52-48-43-27-23-19-15-11-7-3/h19,23,26,29,38-39,72-74,79H,5-18,20-22,24-25,27-28,30-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b23-19-,29-26-,39-38-/t72-,73+,74+/m0/s1	PGIHNCGHFAMIRL-FRBGPPNLSA-N	1417.003527			MMDBc0037420
BASm0024222	CL(12:0/14:1(9Z)/16:1(9Z)/28:0)	CL(12:0/14:1(9Z)/16:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(9Z)/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,26,29,73-75,80H,5-18,20-22,24-25,27-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,29-26-/t73-,74+,75+/m0/s1	SHWGKKFNUMIGMR-KXFUVASRSA-N	1433.034827			MMDBc0037421
BASm0024223	CL(12:0/14:1(9Z)/16:1(9Z)/28:1(11Z))	CL(12:0/14:1(9Z)/16:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(9Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,26,29,37-38,73-75,80H,5-18,20-22,24-25,27-28,30-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,29-26-,38-37-/t73-,74+,75+/m0/s1	DTGPRKNYTFFXFB-XVBZQTIOSA-N	1431.019177			MMDBc0037422
BASm0024224	CL(12:0/14:1(9Z)/16:1(9Z)/28:1(9Z))	CL(12:0/14:1(9Z)/16:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(9Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,26,29,39-40,73-75,80H,5-18,20-22,24-25,27-28,30-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,29-26-,40-39-/t73-,74+,75+/m0/s1	FDFLBHYSVLOUNH-RACUHXGBSA-N	1431.019177			MMDBc0037423
BASm0024225	CL(12:0/14:1(9Z)/16:1(9Z)/30:0)	CL(12:0/14:1(9Z)/16:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/16:1(9Z)/30:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-31-32-33-34-35-36-37-38-39-40-41-42-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,26,29,75-77,82H,5-18,20-22,24-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,29-26-/t75-,76+,77+/m0/s1	VBTHZTJZTUFTKY-UNIIHEPPSA-N	1461.066127			MMDBc0037424
BASm0024226	CL(12:0/14:1(9Z)/18:0/18:0)	CL(12:0/14:1(9Z)/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:0/18:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-28-30-32-34-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-35-33-31-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h19,23,65-67,72H,5-18,20-22,24-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-/t65-,66+,67+/m0/s1	JNDRJZHXNMZRPE-QKONNDDHSA-N	1322.925277			MMDBc0037425
BASm0024227	CL(12:0/14:1(9Z)/18:0/18:1(11Z))	CL(12:0/14:1(9Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:0/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-30-32-34-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-35-33-31-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h19,23,26,29,65-67,72H,5-18,20-22,24-25,27-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,29-26-/t65-,66+,67+/m0/s1	ZJVXPOFQIGIGSE-CPPVJRQMSA-N	1320.909627			MMDBc0037426
BASm0024228	CL(12:0/14:1(9Z)/18:0/18:1(9Z))	CL(12:0/14:1(9Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:0/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-30-32-34-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-35-33-31-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h19,23,31,33,65-67,72H,5-18,20-22,24-30,32,34-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,33-31-/t65-,66+,67+/m0/s1	INWWXHJJSCRQOB-OJDDVTIXSA-N	1320.909627			MMDBc0037427
BASm0024229	CL(12:0/14:1(9Z)/18:0/20:0)	CL(12:0/14:1(9Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:0/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-30-32-33-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-34-31-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h19,23,67-69,74H,5-18,20-22,24-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-/t67-,68+,69+/m0/s1	LUWCOMBPIIORBD-IQQHFVMZSA-N	1350.956577			MMDBc0037428
BASm0024230	CL(12:0/14:1(9Z)/18:0/20:1(11Z))	CL(12:0/14:1(9Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:0/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-32-33-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-34-31-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h19,23,30,32,67-69,74H,5-18,20-22,24-29,31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,32-30-/t67-,68+,69+/m0/s1	KOWJITYMRLFQOI-OGSKBMPESA-N	1348.940927			MMDBc0037429
BASm0024231	CL(12:0/14:1(9Z)/18:0/20:1(13Z))	CL(12:0/14:1(9Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:0/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-32-33-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-34-31-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h19,23,25,28,67-69,74H,5-18,20-22,24,26-27,29-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,28-25-/t67-,68+,69+/m0/s1	UCQKZTMINBXRHC-XLZFKQQXSA-N	1348.940927			MMDBc0037430
BASm0024232	CL(12:0/14:1(9Z)/18:0/22:0)	CL(12:0/14:1(9Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:0/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-36-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,23,69-71,76H,5-18,20-22,24-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-/t69-,70+,71+/m0/s1	JZZMFDZHKQKGGL-UBSICRRMSA-N	1378.987877			MMDBc0037431
BASm0024233	CL(12:0/14:1(9Z)/18:0/22:1(11Z))	CL(12:0/14:1(9Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-36-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,23,33-34,69-71,76H,5-18,20-22,24-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,34-33-/t69-,70+,71+/m0/s1	SBHDTPPJCLMRGN-IBTLMDDRSA-N	1376.972227			MMDBc0037432
BASm0024234	CL(12:0/14:1(9Z)/18:0/22:1(9Z))	CL(12:0/14:1(9Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-36-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,23,35,37,69-71,76H,5-18,20-22,24-34,36,38-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,37-35-/t69-,70+,71+/m0/s1	MIJHSKWRAZCTFG-GBUBRFBBSA-N	1376.972227			MMDBc0037433
BASm0024235	CL(12:0/14:1(9Z)/18:0/24:0)	CL(12:0/14:1(9Z)/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:0/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,23,71-73,78H,5-18,20-22,24-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-/t71-,72+,73+/m0/s1	LBSWMBYXDIIDSK-HOIREUNFSA-N	1407.019177			MMDBc0037434
BASm0024236	CL(12:0/14:1(9Z)/18:0/24:1(11Z))	CL(12:0/14:1(9Z)/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:0/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,23,35-36,71-73,78H,5-18,20-22,24-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,36-35-/t71-,72+,73+/m0/s1	AETYRNGTSOQXEU-QJIQVBMJSA-N	1405.003527			MMDBc0037435
BASm0024237	CL(12:0/14:1(9Z)/18:0/24:1(9Z))	CL(12:0/14:1(9Z)/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:0/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,23,37,39,71-73,78H,5-18,20-22,24-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,39-37-/t71-,72+,73+/m0/s1	BAPZXVKVPAVQIO-SZVQUZTNSA-N	1405.003527			MMDBc0037436
BASm0024238	CL(12:0/14:1(9Z)/18:0/26:0)	CL(12:0/14:1(9Z)/18:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:0/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,73-75,80H,5-18,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-/t73-,74+,75+/m0/s1	NJEQYMOSDIVONY-KACDVLJISA-N	1435.050477			MMDBc0037437
BASm0024239	CL(12:0/14:1(9Z)/18:0/26:1(11Z))	CL(12:0/14:1(9Z)/18:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:0/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,36-37,73-75,80H,5-18,20-22,24-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,37-36-/t73-,74+,75+/m0/s1	KFISVBKIUCJJBT-FSBXGSOXSA-N	1433.034827			MMDBc0037438
BASm0024240	CL(12:0/14:1(9Z)/18:0/26:1(9Z))	CL(12:0/14:1(9Z)/18:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:0/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-42-44-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-43-41-31-29-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-24-20-16-12-8-4)96-79(84)66-62-58-54-50-45-27-23-19-15-11-7-3/h19,23,39-40,74-76,81H,5-18,20-22,24-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b23-19-,40-39-/t74-,75+,76+/m0/s1	SEDCJODVAVVPEP-GRFUUEOSSA-N	1447.050477			MMDBc0037439
BASm0024241	CL(12:0/14:1(9Z)/18:0/28:0)	CL(12:0/14:1(9Z)/18:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:0/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,75-77,82H,5-18,20-22,24-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-/t75-,76+,77+/m0/s1	FYWHOHSUTFDDTF-ZMGHOTMQSA-N	1463.081778			MMDBc0037440
BASm0024242	CL(12:0/14:1(9Z)/18:0/28:1(11Z))	CL(12:0/14:1(9Z)/18:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:0/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,38-39,75-77,82H,5-18,20-22,24-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,39-38-/t75-,76+,77+/m0/s1	MOUSJHQSBZRASV-GTJLWIKGSA-N	1461.066127			MMDBc0037441
BASm0024243	CL(12:0/14:1(9Z)/18:0/28:1(9Z))	CL(12:0/14:1(9Z)/18:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:0/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,40-41,75-77,82H,5-18,20-22,24-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,41-40-/t75-,76+,77+/m0/s1	XEQWCBUETDBHQN-XKQLVTABSA-N	1461.066127			MMDBc0037442
BASm0024244	CL(12:0/14:1(9Z)/18:1(11Z)/18:1(11Z))	CL(12:0/14:1(9Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(11Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-30-32-34-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-35-33-31-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h19,23,25-26,28-29,65-67,72H,5-18,20-22,24,27,30-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,28-25-,29-26-/t65-,66+,67+/m0/s1	JSXGQVOXGFNYPS-MQRMLNNCSA-N	1318.893977			MMDBc0037443
BASm0024245	CL(12:0/14:1(9Z)/18:1(11Z)/18:1(9Z))	CL(12:0/14:1(9Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(11Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-30-32-34-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-35-33-31-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h19,23,25,28,31,33,65-67,72H,5-18,20-22,24,26-27,29-30,32,34-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,28-25-,33-31-/t65-,66+,67+/m0/s1	RXTPYNHNJZDPCV-DEDCGDADSA-N	1318.893977			MMDBc0037444
BASm0024246	CL(12:0/14:1(9Z)/18:1(11Z)/20:0)	CL(12:0/14:1(9Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(11Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-32-33-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-34-31-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h19,23,26,29,67-69,74H,5-18,20-22,24-25,27-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,29-26-/t67-,68+,69+/m0/s1	RSRIZUHEPQRBJE-BCXJJILHSA-N	1348.940927			MMDBc0037445
BASm0024247	CL(12:0/14:1(9Z)/18:1(11Z)/20:1(11Z))	CL(12:0/14:1(9Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-30-32-33-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-34-31-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h19,23,26,29-30,32,67-69,74H,5-18,20-22,24-25,27-28,31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,29-26-,32-30-/t67-,68+,69+/m0/s1	RSJHIRJHFBBWJZ-VMEJGBKOSA-N	1346.925277			MMDBc0037446
BASm0024248	CL(12:0/14:1(9Z)/18:1(11Z)/20:1(13Z))	CL(12:0/14:1(9Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-30-32-33-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-34-31-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h19,23,25-26,28-29,67-69,74H,5-18,20-22,24,27,30-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,28-25-,29-26-/t67-,68+,69+/m0/s1	SURPGCRMOGJOLD-VMWQAGMSSA-N	1346.925277			MMDBc0037447
BASm0024249	CL(12:0/14:1(9Z)/18:1(11Z)/22:0)	CL(12:0/14:1(9Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-36-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,23,26,29,69-71,76H,5-18,20-22,24-25,27-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,29-26-/t69-,70+,71+/m0/s1	JOUFEJMBAAYGPO-SIKNHXPUSA-N	1376.972227			MMDBc0037448
BASm0024250	CL(12:0/14:1(9Z)/18:1(11Z)/22:1(11Z))	CL(12:0/14:1(9Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-36-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,23,26,29,33-34,69-71,76H,5-18,20-22,24-25,27-28,30-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,29-26-,34-33-/t69-,70+,71+/m0/s1	FGAREIATFGVBFX-RHBHIPPUSA-N	1374.956577			MMDBc0037449
BASm0024251	CL(12:0/14:1(9Z)/18:1(11Z)/22:1(9Z))	CL(12:0/14:1(9Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-36-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,23,26,29,35,37,69-71,76H,5-18,20-22,24-25,27-28,30-34,36,38-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,29-26-,37-35-/t69-,70+,71+/m0/s1	SVDIVVJDHYAUNJ-BAPFAFERSA-N	1374.956577			MMDBc0037450
BASm0024252	CL(12:0/14:1(9Z)/18:1(11Z)/24:0)	CL(12:0/14:1(9Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,23,26,29,71-73,78H,5-18,20-22,24-25,27-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,29-26-/t71-,72+,73+/m0/s1	OTFWBFBWGASXOM-WBDLKNRSSA-N	1405.003527			MMDBc0037451
BASm0024253	CL(12:0/14:1(9Z)/18:1(11Z)/24:1(11Z))	CL(12:0/14:1(9Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,23,26,29,35-36,71-73,78H,5-18,20-22,24-25,27-28,30-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,29-26-,36-35-/t71-,72+,73+/m0/s1	QNJUDRZHJOKDBL-QGXCJOIVSA-N	1402.987877			MMDBc0037452
BASm0024254	CL(12:0/14:1(9Z)/18:1(11Z)/24:1(9Z))	CL(12:0/14:1(9Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,23,26,29,37,39,71-73,78H,5-18,20-22,24-25,27-28,30-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,29-26-,39-37-/t71-,72+,73+/m0/s1	QHDZHJRIJYHGHJ-YFUAIDDESA-N	1402.987877			MMDBc0037453
BASm0024255	CL(12:0/14:1(9Z)/18:1(11Z)/26:0)	CL(12:0/14:1(9Z)/18:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(11Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,26,29,73-75,80H,5-18,20-22,24-25,27-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,29-26-/t73-,74+,75+/m0/s1	ZTLHDGVWNWVWPI-KXFUVASRSA-N	1433.034827			MMDBc0037454
BASm0024256	CL(12:0/14:1(9Z)/18:1(11Z)/26:1(11Z))	CL(12:0/14:1(9Z)/18:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(11Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,26,29,36-37,73-75,80H,5-18,20-22,24-25,27-28,30-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,29-26-,37-36-/t73-,74+,75+/m0/s1	GZWBZCBJYRBSIZ-XMFOACMZSA-N	1431.019177			MMDBc0037455
BASm0024257	CL(12:0/14:1(9Z)/18:1(11Z)/26:1(9Z))	CL(12:0/14:1(9Z)/18:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(11Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-42-44-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-43-41-31-29-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-24-20-16-12-8-4)96-79(84)66-62-58-54-50-45-27-23-19-15-11-7-3/h19,23,26,29,39-40,74-76,81H,5-18,20-22,24-25,27-28,30-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b23-19-,29-26-,40-39-/t74-,75+,76+/m0/s1	PSQUCLWGXHQGNC-YANUYEFGSA-N	1445.034827			MMDBc0037456
BASm0024258	CL(12:0/14:1(9Z)/18:1(11Z)/28:0)	CL(12:0/14:1(9Z)/18:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(11Z)/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,26,29,75-77,82H,5-18,20-22,24-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,29-26-/t75-,76+,77+/m0/s1	XIXGZPKNPQQMCG-UNIIHEPPSA-N	1461.066127			MMDBc0037457
BASm0024259	CL(12:0/14:1(9Z)/18:1(11Z)/28:1(11Z))	CL(12:0/14:1(9Z)/18:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(11Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,26,29,38-39,75-77,82H,5-18,20-22,24-25,27-28,30-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,29-26-,39-38-/t75-,76+,77+/m0/s1	ZCVJUEIRVMRSOP-SOACTLMHSA-N	1459.050477			MMDBc0037458
BASm0024260	CL(12:0/14:1(9Z)/18:1(11Z)/28:1(9Z))	CL(12:0/14:1(9Z)/18:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(11Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,26,29,40-41,75-77,82H,5-18,20-22,24-25,27-28,30-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,29-26-,41-40-/t75-,76+,77+/m0/s1	OWWFMXBNCKUVGQ-IUKAMUNQSA-N	1459.050477			MMDBc0037459
BASm0024261	CL(12:0/14:1(9Z)/18:1(9Z)/18:1(11Z))	CL(12:0/14:1(9Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(9Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-30-32-34-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-35-33-31-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h19,23,26,29-30,32,65-67,72H,5-18,20-22,24-25,27-28,31,33-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,29-26-,32-30-/t65-,66+,67+/m0/s1	KJGFZALSFYDHBZ-KYGMPVDTSA-N	1318.893977			MMDBc0037460
BASm0024262	CL(12:0/14:1(9Z)/18:1(9Z)/18:1(9Z))	CL(12:0/14:1(9Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(9Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-30-32-34-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-35-33-31-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-36-27-23-19-15-11-7-3/h19,23,30-33,65-67,72H,5-18,20-22,24-29,34-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,32-30-,33-31-/t65-,66+,67+/m0/s1	IKNBRMWQJNSHKJ-VLTAOJDVSA-N	1318.893977			MMDBc0037461
BASm0024263	CL(12:0/14:1(9Z)/18:1(9Z)/20:0)	CL(12:0/14:1(9Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(9Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-30-32-33-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-34-31-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h19,23,31,34,67-69,74H,5-18,20-22,24-30,32-33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,34-31-/t67-,68+,69+/m0/s1	ZIBMRJQUTVWBQV-WQNUGEQPSA-N	1348.940927			MMDBc0037462
BASm0024264	CL(12:0/14:1(9Z)/18:1(9Z)/20:1(11Z))	CL(12:0/14:1(9Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(9Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-30-32-33-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-34-31-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h19,23,30-32,34,67-69,74H,5-18,20-22,24-29,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,32-30-,34-31-/t67-,68+,69+/m0/s1	JSKHBSGBLBYQIA-UBNGYVNBSA-N	1346.925277			MMDBc0037463
BASm0024265	CL(12:0/14:1(9Z)/18:1(9Z)/20:1(13Z))	CL(12:0/14:1(9Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(9Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-30-32-33-35-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-36-34-31-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-38-27-23-19-15-11-7-3/h19,23,25,28,31,34,67-69,74H,5-18,20-22,24,26-27,29-30,32-33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,28-25-,34-31-/t67-,68+,69+/m0/s1	FTMBJGMAPWAZPE-QBBDUAFLSA-N	1346.925277			MMDBc0037464
BASm0024266	CL(12:0/14:1(9Z)/18:1(9Z)/22:0)	CL(12:0/14:1(9Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(9Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-36-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,23,31,36,69-71,76H,5-18,20-22,24-30,32-35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,36-31-/t69-,70+,71+/m0/s1	JJMOOZLXPYFWBT-BAUQYZKUSA-N	1376.972227			MMDBc0037465
BASm0024267	CL(12:0/14:1(9Z)/18:1(9Z)/22:1(11Z))	CL(12:0/14:1(9Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(9Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-36-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,23,31,33-34,36,69-71,76H,5-18,20-22,24-30,32,35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,34-33-,36-31-/t69-,70+,71+/m0/s1	DDLWAUJAUUWJFQ-MFJDCQMXSA-N	1374.956577			MMDBc0037466
BASm0024268	CL(12:0/14:1(9Z)/18:1(9Z)/22:1(9Z))	CL(12:0/14:1(9Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(9Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-36-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,23,31,35-37,69-71,76H,5-18,20-22,24-30,32-34,38-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,36-31-,37-35-/t69-,70+,71+/m0/s1	OIIFNPMEJXOBFH-GYNZEEHHSA-N	1374.956577			MMDBc0037467
BASm0024269	CL(12:0/14:1(9Z)/18:1(9Z)/24:0)	CL(12:0/14:1(9Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(9Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,23,31,38,71-73,78H,5-18,20-22,24-30,32-37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,38-31-/t71-,72+,73+/m0/s1	FBPDCAOTUHREIB-UYNNSMQTSA-N	1405.003527			MMDBc0037468
BASm0024270	CL(12:0/14:1(9Z)/18:1(9Z)/24:1(11Z))	CL(12:0/14:1(9Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(9Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,23,31,35-36,38,71-73,78H,5-18,20-22,24-30,32-34,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,36-35-,38-31-/t71-,72+,73+/m0/s1	AGOKPEJSNCROHN-VQUUZWJISA-N	1402.987877			MMDBc0037469
BASm0024271	CL(12:0/14:1(9Z)/18:1(9Z)/24:1(9Z))	CL(12:0/14:1(9Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(9Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,23,31,37-39,71-73,78H,5-18,20-22,24-30,32-36,40-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,38-31-,39-37-/t71-,72+,73+/m0/s1	MRUGJFYEPDUAHI-ULTDEZAKSA-N	1402.987877			MMDBc0037470
BASm0024272	CL(12:0/14:1(9Z)/18:1(9Z)/26:0)	CL(12:0/14:1(9Z)/18:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(9Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,31,40,73-75,80H,5-18,20-22,24-30,32-39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,40-31-/t73-,74+,75+/m0/s1	YVAJLAZHKLUSQP-WMBAJTLBSA-N	1433.034827			MMDBc0037471
BASm0024273	CL(12:0/14:1(9Z)/18:1(9Z)/26:1(11Z))	CL(12:0/14:1(9Z)/18:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(9Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,31,36-37,40,73-75,80H,5-18,20-22,24-30,32-35,38-39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,37-36-,40-31-/t73-,74+,75+/m0/s1	BDTUHXMLCWNBNW-VFPMWCJJSA-N	1431.019177			MMDBc0037472
BASm0024274	CL(12:0/14:1(9Z)/18:1(9Z)/26:1(9Z))	CL(12:0/14:1(9Z)/18:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(9Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-42-44-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-43-41-31-29-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-24-20-16-12-8-4)96-79(84)66-62-58-54-50-45-27-23-19-15-11-7-3/h19,23,31,39-41,74-76,81H,5-18,20-22,24-30,32-38,42-73H2,1-4H3,(H,86,87)(H,88,89)/b23-19-,40-39-,41-31-/t74-,75+,76+/m0/s1	YCIZYPMHXOKMON-IQIVQCIASA-N	1445.034827			MMDBc0037473
BASm0024275	CL(12:0/14:1(9Z)/18:1(9Z)/28:0)	CL(12:0/14:1(9Z)/18:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(9Z)/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,31,42,75-77,82H,5-18,20-22,24-30,32-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,42-31-/t75-,76+,77+/m0/s1	XBDUJQJYOXNBEO-NGOOQLFHSA-N	1461.066127			MMDBc0037474
BASm0024276	CL(12:0/14:1(9Z)/18:1(9Z)/28:1(11Z))	CL(12:0/14:1(9Z)/18:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(9Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,31,38-39,42,75-77,82H,5-18,20-22,24-30,32-37,40-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,39-38-,42-31-/t75-,76+,77+/m0/s1	VUVSILMCRHWIIC-YFHCVABVSA-N	1459.050477			MMDBc0037475
BASm0024277	CL(12:0/14:1(9Z)/18:1(9Z)/28:1(9Z))	CL(12:0/14:1(9Z)/18:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/18:1(9Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,31,40-42,75-77,82H,5-18,20-22,24-30,32-39,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,41-40-,42-31-/t75-,76+,77+/m0/s1	GJAUSJWRTHIWDE-FPHKTNDJSA-N	1459.050477			MMDBc0037476
BASm0024278	CL(12:0/14:1(9Z)/20:0/20:0)	CL(12:0/14:1(9Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:0/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-37-35-33-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,23,69-71,76H,5-18,20-22,24-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-/t69-,70+,71+/m0/s1	YXZXRBHBLSXITA-UBSICRRMSA-N	1378.987877			MMDBc0037477
BASm0024279	CL(12:0/14:1(9Z)/20:0/20:1(11Z))	CL(12:0/14:1(9Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:0/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-37-35-33-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,23,31,33,69-71,76H,5-18,20-22,24-30,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,33-31-/t69-,70+,71+/m0/s1	PDPIKJZHXYLENR-RXODUWSRSA-N	1376.972227			MMDBc0037478
BASm0024280	CL(12:0/14:1(9Z)/20:0/20:1(13Z))	CL(12:0/14:1(9Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:0/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-37-35-33-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,23,26,29,69-71,76H,5-18,20-22,24-25,27-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,29-26-/t69-,70+,71+/m0/s1	IUBFFSRDQXDPJM-SIKNHXPUSA-N	1376.972227			MMDBc0037479
BASm0024281	CL(12:0/14:1(9Z)/20:0/22:0)	CL(12:0/14:1(9Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:0/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-36-33-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,23,71-73,78H,5-18,20-22,24-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-/t71-,72+,73+/m0/s1	SWLWRXLGYUKDLJ-HOIREUNFSA-N	1407.019177			MMDBc0037480
BASm0024282	CL(12:0/14:1(9Z)/20:0/22:1(11Z))	CL(12:0/14:1(9Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-36-33-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,23,34-35,71-73,78H,5-18,20-22,24-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,35-34-/t71-,72+,73+/m0/s1	MUXQWWIHBDMINT-TZHBFAHSSA-N	1405.003527			MMDBc0037481
BASm0024283	CL(12:0/14:1(9Z)/20:0/22:1(9Z))	CL(12:0/14:1(9Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-36-33-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,23,37,39,71-73,78H,5-18,20-22,24-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,39-37-/t71-,72+,73+/m0/s1	YESVQKOCVFEXJK-SZVQUZTNSA-N	1405.003527			MMDBc0037482
BASm0024284	CL(12:0/14:1(9Z)/20:0/24:0)	CL(12:0/14:1(9Z)/20:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:0/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,73-75,80H,5-18,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-/t73-,74+,75+/m0/s1	BSYRLVVQDPDYDM-KACDVLJISA-N	1435.050477			MMDBc0037483
BASm0024285	CL(12:0/14:1(9Z)/20:0/24:1(11Z))	CL(12:0/14:1(9Z)/20:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:0/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,36-37,73-75,80H,5-18,20-22,24-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,37-36-/t73-,74+,75+/m0/s1	BZRXKJYZKHDFBL-FSBXGSOXSA-N	1433.034827			MMDBc0037484
BASm0024286	CL(12:0/14:1(9Z)/20:0/24:1(9Z))	CL(12:0/14:1(9Z)/20:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:0/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,39,41,73-75,80H,5-18,20-22,24-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,41-39-/t73-,74+,75+/m0/s1	MRVZFIADCHMIOL-WTLKGOGHSA-N	1433.034827			MMDBc0037485
BASm0024287	CL(12:0/14:1(9Z)/20:0/26:0)	CL(12:0/14:1(9Z)/20:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:0/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,75-77,82H,5-18,20-22,24-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-/t75-,76+,77+/m0/s1	LMTVXXIZTISBAZ-ZMGHOTMQSA-N	1463.081778			MMDBc0037486
BASm0024288	CL(12:0/14:1(9Z)/20:0/26:1(11Z))	CL(12:0/14:1(9Z)/20:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:0/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,37-38,75-77,82H,5-18,20-22,24-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,38-37-/t75-,76+,77+/m0/s1	OBIWHYHWDDRYFH-BTDXDZHKSA-N	1461.066127			MMDBc0037487
BASm0024289	CL(12:0/14:1(9Z)/20:0/26:1(9Z))	CL(12:0/14:1(9Z)/20:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:0/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-38-39-40-42-44-46-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-45-43-41-33-31-29-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-24-20-16-12-8-4)98-81(86)68-64-60-56-52-47-27-23-19-15-11-7-3/h19,23,40,42,76-78,83H,5-18,20-22,24-39,41,43-75H2,1-4H3,(H,88,89)(H,90,91)/b23-19-,42-40-/t76-,77+,78+/m0/s1	JFBVFPCJRXMONH-DVYBAWIZSA-N	1475.081778			MMDBc0037488
BASm0024290	CL(12:0/14:1(9Z)/20:1(11Z)/20:1(11Z))	CL(12:0/14:1(9Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-37-35-33-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,23,30-33,69-71,76H,5-18,20-22,24-29,34-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,32-30-,33-31-/t69-,70+,71+/m0/s1	DJJFAIZRWFQREY-JVKQZYFUSA-N	1374.956577			MMDBc0037489
BASm0024291	CL(12:0/14:1(9Z)/20:1(11Z)/20:1(13Z))	CL(12:0/14:1(9Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-37-35-33-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,23,26,29-30,32,69-71,76H,5-18,20-22,24-25,27-28,31,33-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,29-26-,32-30-/t69-,70+,71+/m0/s1	UQHRLPHRLPDQIF-XYTWRQPTSA-N	1374.956577			MMDBc0037490
BASm0024292	CL(12:0/14:1(9Z)/20:1(11Z)/22:0)	CL(12:0/14:1(9Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-36-33-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,23,31,33,71-73,78H,5-18,20-22,24-30,32,34-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,33-31-/t71-,72+,73+/m0/s1	TVXCVAXGRDKASJ-ZKEWZEPYSA-N	1405.003527			MMDBc0037491
BASm0024293	CL(12:0/14:1(9Z)/20:1(11Z)/22:1(11Z))	CL(12:0/14:1(9Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-36-33-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,23,31,33-35,71-73,78H,5-18,20-22,24-30,32,36-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,33-31-,35-34-/t71-,72+,73+/m0/s1	ABFRUUGWBBXLBB-HYQUNASTSA-N	1402.987877			MMDBc0037492
BASm0024294	CL(12:0/14:1(9Z)/20:1(11Z)/22:1(9Z))	CL(12:0/14:1(9Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-36-33-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,23,31,33,37,39,71-73,78H,5-18,20-22,24-30,32,34-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,33-31-,39-37-/t71-,72+,73+/m0/s1	ONEDXSSFBFCTCA-WKGFUBHJSA-N	1402.987877			MMDBc0037493
BASm0024295	CL(12:0/14:1(9Z)/20:1(11Z)/24:0)	CL(12:0/14:1(9Z)/20:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,31,33,73-75,80H,5-18,20-22,24-30,32,34-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,33-31-/t73-,74+,75+/m0/s1	YEXPWPXFVSKXRL-WRDCYBMUSA-N	1433.034827			MMDBc0037494
BASm0024296	CL(12:0/14:1(9Z)/20:1(11Z)/24:1(11Z))	CL(12:0/14:1(9Z)/20:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,31,33,36-37,73-75,80H,5-18,20-22,24-30,32,34-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,33-31-,37-36-/t73-,74+,75+/m0/s1	JWJQEHUIRTUBNT-SIKKSANCSA-N	1431.019177			MMDBc0037495
BASm0024297	CL(12:0/14:1(9Z)/20:1(11Z)/24:1(9Z))	CL(12:0/14:1(9Z)/20:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,31,33,39,41,73-75,80H,5-18,20-22,24-30,32,34-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,33-31-,41-39-/t73-,74+,75+/m0/s1	CHWGOOLPWWUCGF-DEGDJDEPSA-N	1431.019177			MMDBc0037496
BASm0024298	CL(12:0/14:1(9Z)/20:1(11Z)/26:0)	CL(12:0/14:1(9Z)/20:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:1(11Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,31,33,75-77,82H,5-18,20-22,24-30,32,34-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,33-31-/t75-,76+,77+/m0/s1	ACXHONWARNQHDR-LHXPSXHBSA-N	1461.066127			MMDBc0037497
BASm0024299	CL(12:0/14:1(9Z)/20:1(11Z)/26:1(11Z))	CL(12:0/14:1(9Z)/20:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:1(11Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,31,33,37-38,75-77,82H,5-18,20-22,24-30,32,34-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,33-31-,38-37-/t75-,76+,77+/m0/s1	FPEOTMQQYKKBME-PRXQMKEMSA-N	1459.050477			MMDBc0037498
BASm0024300	CL(12:0/14:1(9Z)/20:1(11Z)/26:1(9Z))	CL(12:0/14:1(9Z)/20:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:1(11Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-38-39-40-42-44-46-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-45-43-41-33-31-29-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-24-20-16-12-8-4)98-81(86)68-64-60-56-52-47-27-23-19-15-11-7-3/h19,23,31,33,40,42,76-78,83H,5-18,20-22,24-30,32,34-39,41,43-75H2,1-4H3,(H,88,89)(H,90,91)/b23-19-,33-31-,42-40-/t76-,77+,78+/m0/s1	ZCLMDEFPQGVFOZ-QNWFHTKJSA-N	1473.066127			MMDBc0037499
BASm0024301	CL(12:0/14:1(9Z)/20:1(13Z)/20:1(11Z))	CL(12:0/14:1(9Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:1(13Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-37-35-33-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,23,25,28,31,33,69-71,76H,5-18,20-22,24,26-27,29-30,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,28-25-,33-31-/t69-,70+,71+/m0/s1	QAQIXSYUBWYWJV-MZHHYUJYSA-N	1374.956577			MMDBc0037500
BASm0024302	CL(12:0/14:1(9Z)/20:1(13Z)/20:1(13Z))	CL(12:0/14:1(9Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:1(13Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-37-35-33-31-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-27-23-19-15-11-7-3/h19,23,25-26,28-29,69-71,76H,5-18,20-22,24,27,30-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,28-25-,29-26-/t69-,70+,71+/m0/s1	QHUYSQOAVJSEHH-NYSUVDSFSA-N	1374.956577			MMDBc0037501
BASm0024303	CL(12:0/14:1(9Z)/20:1(13Z)/22:0)	CL(12:0/14:1(9Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:1(13Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-36-33-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,23,26,29,71-73,78H,5-18,20-22,24-25,27-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,29-26-/t71-,72+,73+/m0/s1	PZRKCQNEFCFBDC-WBDLKNRSSA-N	1405.003527			MMDBc0037502
BASm0024304	CL(12:0/14:1(9Z)/20:1(13Z)/22:1(11Z))	CL(12:0/14:1(9Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:1(13Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-36-33-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,23,26,29,34-35,71-73,78H,5-18,20-22,24-25,27-28,30-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,29-26-,35-34-/t71-,72+,73+/m0/s1	XQCHAXPAUDSXMY-WACHOCNBSA-N	1402.987877			MMDBc0037503
BASm0024305	CL(12:0/14:1(9Z)/20:1(13Z)/22:1(9Z))	CL(12:0/14:1(9Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:1(13Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-36-33-31-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-27-23-19-15-11-7-3/h19,23,26,29,37,39,71-73,78H,5-18,20-22,24-25,27-28,30-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,29-26-,39-37-/t71-,72+,73+/m0/s1	LTEMCJHEXCGNDA-YFUAIDDESA-N	1402.987877			MMDBc0037504
BASm0024306	CL(12:0/14:1(9Z)/20:1(13Z)/24:0)	CL(12:0/14:1(9Z)/20:1(13Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:1(13Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,26,29,73-75,80H,5-18,20-22,24-25,27-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,29-26-/t73-,74+,75+/m0/s1	SMGSRGRPYIXMRQ-KXFUVASRSA-N	1433.034827			MMDBc0037505
BASm0024307	CL(12:0/14:1(9Z)/20:1(13Z)/24:1(11Z))	CL(12:0/14:1(9Z)/20:1(13Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:1(13Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,26,29,36-37,73-75,80H,5-18,20-22,24-25,27-28,30-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,29-26-,37-36-/t73-,74+,75+/m0/s1	SAAWOQBQALOPPW-XMFOACMZSA-N	1431.019177			MMDBc0037506
BASm0024308	CL(12:0/14:1(9Z)/20:1(13Z)/24:1(9Z))	CL(12:0/14:1(9Z)/20:1(13Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:1(13Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,26,29,39,41,73-75,80H,5-18,20-22,24-25,27-28,30-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,29-26-,41-39-/t73-,74+,75+/m0/s1	IQSUYLGVSWFKTR-UPNJUGOESA-N	1431.019177			MMDBc0037507
BASm0024309	CL(12:0/14:1(9Z)/20:1(13Z)/26:0)	CL(12:0/14:1(9Z)/20:1(13Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:1(13Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,26,29,75-77,82H,5-18,20-22,24-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,29-26-/t75-,76+,77+/m0/s1	YCJKVOOICHROCY-UNIIHEPPSA-N	1461.066127			MMDBc0037508
BASm0024310	CL(12:0/14:1(9Z)/20:1(13Z)/26:1(11Z))	CL(12:0/14:1(9Z)/20:1(13Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:1(13Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,26,29,37-38,75-77,82H,5-18,20-22,24-25,27-28,30-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,29-26-,38-37-/t75-,76+,77+/m0/s1	SAVMZGFDNAIONJ-HVAKDWEWSA-N	1459.050477			MMDBc0037509
BASm0024311	CL(12:0/14:1(9Z)/20:1(13Z)/26:1(9Z))	CL(12:0/14:1(9Z)/20:1(13Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/20:1(13Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-35-36-37-38-39-40-42-44-46-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-45-43-41-33-31-29-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-24-20-16-12-8-4)98-81(86)68-64-60-56-52-47-27-23-19-15-11-7-3/h19,23,26,29,40,42,76-78,83H,5-18,20-22,24-25,27-28,30-39,41,43-75H2,1-4H3,(H,88,89)(H,90,91)/b23-19-,29-26-,42-40-/t76-,77+,78+/m0/s1	OJINITWCXNXOBE-BRBOHKDFSA-N	1473.066127			MMDBc0037510
BASm0024312	CL(12:0/14:1(9Z)/22:0/22:0)	CL(12:0/14:1(9Z)/22:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/22:0/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of docosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,73-75,80H,5-18,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-/t73-,74+,75+/m0/s1	UPIOZXWYAYDGBL-KACDVLJISA-N	1435.050477			MMDBc0037511
BASm0024313	CL(12:0/14:1(9Z)/22:0/22:1(11Z))	CL(12:0/14:1(9Z)/22:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/22:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,35,37,73-75,80H,5-18,20-22,24-34,36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,37-35-/t73-,74+,75+/m0/s1	SLIVUALWEJSAOO-KXSFGQBGSA-N	1433.034827			MMDBc0037512
BASm0024314	CL(12:0/14:1(9Z)/22:0/22:1(9Z))	CL(12:0/14:1(9Z)/22:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/22:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,39,41,73-75,80H,5-18,20-22,24-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,41-39-/t73-,74+,75+/m0/s1	QPXQNIIRALYOPZ-WTLKGOGHSA-N	1433.034827			MMDBc0037513
BASm0024315	CL(12:0/14:1(9Z)/22:0/24:0)	CL(12:0/14:1(9Z)/22:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/22:0/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,75-77,82H,5-18,20-22,24-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-/t75-,76+,77+/m0/s1	GOWXPCUJFOBIEW-ZMGHOTMQSA-N	1463.081778			MMDBc0037514
BASm0024316	CL(12:0/14:1(9Z)/22:0/24:1(11Z))	CL(12:0/14:1(9Z)/22:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/22:0/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,37,39,75-77,82H,5-18,20-22,24-36,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,39-37-/t75-,76+,77+/m0/s1	GEGYGGFNBBFOJL-NNOHCZAPSA-N	1461.066127			MMDBc0037515
BASm0024317	CL(12:0/14:1(9Z)/22:0/24:1(9Z))	CL(12:0/14:1(9Z)/22:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/22:0/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,41,43,75-77,82H,5-18,20-22,24-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,43-41-/t75-,76+,77+/m0/s1	ZQGYMPFPWKHDNM-OIYLZLQUSA-N	1461.066127			MMDBc0037516
BASm0024318	CL(12:0/14:1(9Z)/22:1(11Z)/22:1(11Z))	CL(12:0/14:1(9Z)/22:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/22:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of (11Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,34-37,73-75,80H,5-18,20-22,24-33,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,36-34-,37-35-/t73-,74+,75+/m0/s1	ZHSHABYZQMOFCL-ZVXYWKRGSA-N	1431.019177			MMDBc0037517
BASm0024319	CL(12:0/14:1(9Z)/22:1(11Z)/22:1(9Z))	CL(12:0/14:1(9Z)/22:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/22:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,34,36,39,41,73-75,80H,5-18,20-22,24-33,35,37-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,36-34-,41-39-/t73-,74+,75+/m0/s1	LTVMEBIKWUQNRM-ODBMUVPKSA-N	1431.019177			MMDBc0037518
BASm0024320	CL(12:0/14:1(9Z)/22:1(11Z)/24:0)	CL(12:0/14:1(9Z)/22:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/22:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,35,38,75-77,82H,5-18,20-22,24-34,36-37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,38-35-/t75-,76+,77+/m0/s1	SDFUYWQGMAMVQI-ZRQONNGCSA-N	1461.066127			MMDBc0037519
BASm0024321	CL(12:0/14:1(9Z)/22:1(11Z)/24:1(11Z))	CL(12:0/14:1(9Z)/22:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/22:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,35,37-39,75-77,82H,5-18,20-22,24-34,36,40-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,38-35-,39-37-/t75-,76+,77+/m0/s1	QSBFQSYSSYWFMS-OBYGMSQGSA-N	1459.050477			MMDBc0037520
BASm0024322	CL(12:0/14:1(9Z)/22:1(11Z)/24:1(9Z))	CL(12:0/14:1(9Z)/22:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/22:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,35,38,41,43,75-77,82H,5-18,20-22,24-34,36-37,39-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,38-35-,43-41-/t75-,76+,77+/m0/s1	LKBNKBQMBZOVKY-UNSRPIKFSA-N	1459.050477			MMDBc0037521
BASm0024323	CL(12:0/14:1(9Z)/22:1(9Z)/22:1(11Z))	CL(12:0/14:1(9Z)/22:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/22:1(9Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,35,37-38,40,73-75,80H,5-18,20-22,24-34,36,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,37-35-,40-38-/t73-,74+,75+/m0/s1	LPAZZALFJDGZEC-UNEHJBJNSA-N	1431.019177			MMDBc0037522
BASm0024324	CL(12:0/14:1(9Z)/22:1(9Z)/22:1(9Z))	CL(12:0/14:1(9Z)/22:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/22:1(9Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of (9Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-27-23-19-15-11-7-3/h19,23,38-41,73-75,80H,5-18,20-22,24-37,42-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,40-38-,41-39-/t73-,74+,75+/m0/s1	MMYIGSVOZIIEAN-VVKRQGCFSA-N	1431.019177			MMDBc0037523
BASm0024325	CL(12:0/14:1(9Z)/22:1(9Z)/24:0)	CL(12:0/14:1(9Z)/22:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/22:1(9Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,40,42,75-77,82H,5-18,20-22,24-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,42-40-/t75-,76+,77+/m0/s1	CHLCWMKDWNMMKW-YZJNCSHSSA-N	1461.066127			MMDBc0037524
BASm0024326	CL(12:0/14:1(9Z)/22:1(9Z)/24:1(11Z))	CL(12:0/14:1(9Z)/22:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/22:1(9Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,37,39-40,42,75-77,82H,5-18,20-22,24-36,38,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,39-37-,42-40-/t75-,76+,77+/m0/s1	UFGWIROZTXBKJZ-ZXOKORCTSA-N	1459.050477			MMDBc0037525
BASm0024327	CL(12:0/14:1(9Z)/22:1(9Z)/24:1(9Z))	CL(12:0/14:1(9Z)/22:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/22:1(9Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,40-43,75-77,82H,5-18,20-22,24-39,44-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,42-40-,43-41-/t75-,76+,77+/m0/s1	GFMKKOMYIVREQD-STIWXYIGSA-N	1459.050477			MMDBc0037526
BASm0024328	CL(12:0/14:1(9Z)/23:1(11Z)/23:1(11Z))	CL(12:0/14:1(9Z)/23:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/23:1(11Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of 11Z-tricosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,36-39,75-77,82H,5-18,20-22,24-35,40-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,38-36-,39-37-/t75-,76+,77+/m0/s1	GUPIXOVDRSFKBP-SLSXQBDRSA-N	1459.050477			MMDBc0037527
BASm0024329	CL(12:0/14:1(9Z)/23:1(11Z)/23:1(9Z))	CL(12:0/14:1(9Z)/23:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/23:1(11Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of 11Z-tricosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,36,38,41,43,75-77,82H,5-18,20-22,24-35,37,39-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,38-36-,43-41-/t75-,76+,77+/m0/s1	VLDMTYHUVMPVDL-TYBFLKCHSA-N	1459.050477			MMDBc0037528
BASm0024330	CL(12:0/14:1(9Z)/23:1(9Z)/23:1(11Z))	CL(12:0/14:1(9Z)/23:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/23:1(9Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,37,39-40,42,75-77,82H,5-18,20-22,24-36,38,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,39-37-,42-40-/t75-,76+,77+/m0/s1	DGEWEEKTWKSTCD-ZXOKORCTSA-N	1459.050477			MMDBc0037529
BASm0024331	CL(12:0/14:1(9Z)/23:1(9Z)/23:1(9Z))	CL(12:0/14:1(9Z)/23:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/14:1(9Z)/23:1(9Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of 9Z-tricosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-30-32-34-36-38-40-42-44-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-43-41-39-37-35-33-31-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-27-23-19-15-11-7-3/h19,23,40-43,75-77,82H,5-18,20-22,24-39,44-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,42-40-,43-41-/t75-,76+,77+/m0/s1	JHUNPLNDPIDWGY-STIWXYIGSA-N	1459.050477			MMDBc0037530
BASm0024332	CL(12:0/15:0/15:0/16:0)	CL(12:0/15:0/15:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:0/16:0) contains one chain of dodecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C67H130O17P2	InChI=1S/C67H130O17P2/c1-5-9-13-17-21-25-28-31-34-38-42-46-50-54-67(72)84-63(58-78-65(70)52-48-44-40-36-32-29-26-22-18-14-10-6-2)60-82-86(75,76)80-56-61(68)55-79-85(73,74)81-59-62(57-77-64(69)51-47-43-39-35-24-20-16-12-8-4)83-66(71)53-49-45-41-37-33-30-27-23-19-15-11-7-3/h61-63,68H,5-60H2,1-4H3,(H,73,74)(H,75,76)/t61-,62+,63+/m0/s1	CWMWGCRNODSCKW-WJOGUDKKSA-N	1268.878327			MMDBc0037531
BASm0024333	CL(12:0/15:0/15:0/18:0)	CL(12:0/15:0/15:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:0/18:0) contains one chain of dodecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-25-28-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-30-27-23-19-15-11-7-3/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t63-,64+,65+/m0/s1	PXLSFTMWCJCJPK-MGSXVFSVSA-N	1296.909627			MMDBc0037532
BASm0024334	CL(12:0/15:0/15:0/18:1(11Z))	CL(12:0/15:0/15:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:0/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-28-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-30-27-23-19-15-11-7-3/h25,28,63-65,70H,5-24,26-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b28-25-/t63-,64+,65+/m0/s1	XGDDZHLAGPOWLP-TVSVYGDNSA-N	1294.893977			MMDBc0037533
BASm0024335	CL(12:0/15:0/15:0/18:1(9Z))	CL(12:0/15:0/15:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:0/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-28-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-30-27-23-19-15-11-7-3/h31-32,63-65,70H,5-30,33-62H2,1-4H3,(H,75,76)(H,77,78)/b32-31-/t63-,64+,65+/m0/s1	HDLKOSZPGFKHOD-NKGZKSAMSA-N	1294.893977			MMDBc0037534
BASm0024336	CL(12:0/15:0/15:0/20:0)	CL(12:0/15:0/15:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:0/20:0) contains one chain of dodecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-30-27-23-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	SABLQTZPPDQVKS-OHKZLATASA-N	1324.940927			MMDBc0037535
BASm0024337	CL(12:0/15:0/15:0/20:1(11Z))	CL(12:0/15:0/15:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:0/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-30-27-23-19-15-11-7-3/h31-32,65-67,72H,5-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b32-31-/t65-,66+,67+/m0/s1	LSQXXHQWIFPWIZ-CGHWDZBTSA-N	1322.925277			MMDBc0037536
BASm0024338	CL(12:0/15:0/15:0/20:1(13Z))	CL(12:0/15:0/15:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:0/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-30-27-23-19-15-11-7-3/h25,28,65-67,72H,5-24,26-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b28-25-/t65-,66+,67+/m0/s1	GSWSYLIYJHMZTC-MYBYKSIBSA-N	1322.925277			MMDBc0037537
BASm0024339	CL(12:0/15:0/15:0/22:0)	CL(12:0/15:0/15:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:0/22:0) contains one chain of dodecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-30-27-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	XSCPIGSETZKIKU-MXMGCQHCSA-N	1352.972227			MMDBc0037538
BASm0024340	CL(12:0/15:0/15:0/22:1(11Z))	CL(12:0/15:0/15:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-30-27-23-19-15-11-7-3/h33-34,67-69,74H,5-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b34-33-/t67-,68+,69+/m0/s1	NLWFTUJQXARNNB-HWHIIAHISA-N	1350.956577			MMDBc0037539
BASm0024341	CL(12:0/15:0/15:0/22:1(9Z))	CL(12:0/15:0/15:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-30-27-23-19-15-11-7-3/h35-36,67-69,74H,5-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b36-35-/t67-,68+,69+/m0/s1	ARWROXPJCJYHCB-IHMMEYFISA-N	1350.956577			MMDBc0037540
BASm0024342	CL(12:0/15:0/15:0/24:0)	CL(12:0/15:0/15:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:0/24:0) contains one chain of dodecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-30-27-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	NCBMCOXLJJXHLO-NTQFVZKBSA-N	1381.003527			MMDBc0037541
BASm0024343	CL(12:0/15:0/15:0/24:1(11Z))	CL(12:0/15:0/15:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:0/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-30-27-23-19-15-11-7-3/h35-36,69-71,76H,5-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b36-35-/t69-,70+,71+/m0/s1	NULMTWWYFMHWFT-ZROLNUINSA-N	1378.987877			MMDBc0037542
BASm0024344	CL(12:0/15:0/15:0/24:1(9Z))	CL(12:0/15:0/15:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:0/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-30-27-23-19-15-11-7-3/h37-38,69-71,76H,5-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b38-37-/t69-,70+,71+/m0/s1	FYVPHMIEKWKCIS-FYPLOVRYSA-N	1378.987877			MMDBc0037543
BASm0024345	CL(12:0/15:0/15:0/26:0)	CL(12:0/15:0/15:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:0/26:0) contains one chain of dodecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-30-27-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	ZEWMWYKYQBCUGR-DFXUENRWSA-N	1409.034827			MMDBc0037544
BASm0024346	CL(12:0/15:0/15:0/26:1(11Z))	CL(12:0/15:0/15:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:0/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-30-27-23-19-15-11-7-3/h36-37,71-73,78H,5-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b37-36-/t71-,72+,73+/m0/s1	CFULWYBWNLFYLH-FMNBGGTISA-N	1407.019177			MMDBc0037545
BASm0024347	CL(12:0/15:0/15:0/26:1(9Z))	CL(12:0/15:0/15:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:0/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H150O17P2	InChI=1S/C78H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-29-26-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-46-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-30-27-23-19-15-11-7-3/h39-40,72-74,79H,5-38,41-71H2,1-4H3,(H,84,85)(H,86,87)/b40-39-/t72-,73+,74+/m0/s1	YBKQEPJKXCVEKE-SAOVQUMWSA-N	1421.034827			MMDBc0037546
BASm0024348	CL(12:0/15:0/15:0/28:0)	CL(12:0/15:0/15:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:0/28:0) contains one chain of dodecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-30-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	HJILOAKXSWBLSZ-ARQKOWHBSA-N	1437.066127			MMDBc0037547
BASm0024349	CL(12:0/15:0/15:0/28:1(11Z))	CL(12:0/15:0/15:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:0/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-30-27-23-19-15-11-7-3/h38-39,73-75,80H,5-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b39-38-/t73-,74+,75+/m0/s1	CYCCQPPRZSFXOS-NGZQNBETSA-N	1435.050477			MMDBc0037548
BASm0024350	CL(12:0/15:0/15:0/28:1(9Z))	CL(12:0/15:0/15:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:0/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-30-27-23-19-15-11-7-3/h40-41,73-75,80H,5-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b41-40-/t73-,74+,75+/m0/s1	NLUQBEVLBKRCFX-NEICMOJPSA-N	1435.050477			MMDBc0037549
BASm0024351	CL(12:0/15:0/15:0/30:0)	CL(12:0/15:0/15:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:0/30:0) contains one chain of dodecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-44-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-30-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	FYDNVDRGXDWQIP-HRXLSSNSSA-N	1465.097428			MMDBc0037550
BASm0024352	CL(12:0/15:0/15:1(11Z)/18:0)	CL(12:0/15:0/15:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(11Z)/18:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-28-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-30-27-23-19-15-11-7-3/h14,18,63-65,70H,5-13,15-17,19-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-/t63-,64+,65+/m0/s1	VOKLXHOIUOWBJY-OCKFDPGASA-N	1294.893977			MMDBc0037551
BASm0024353	CL(12:0/15:0/15:1(11Z)/18:1(11Z))	CL(12:0/15:0/15:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(11Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-30-27-23-19-15-11-7-3/h14,18,25,28,63-65,70H,5-13,15-17,19-24,26-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,28-25-/t63-,64+,65+/m0/s1	XSBSELCKSKUUJO-KEQGZCBLSA-N	1292.878327			MMDBc0037552
BASm0024354	CL(12:0/15:0/15:1(11Z)/18:1(9Z))	CL(12:0/15:0/15:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(11Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-30-27-23-19-15-11-7-3/h14,18,31-32,63-65,70H,5-13,15-17,19-30,33-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,32-31-/t63-,64+,65+/m0/s1	BERHWJKRGYANNV-JULXVKSOSA-N	1292.878327			MMDBc0037553
BASm0024355	CL(12:0/15:0/15:1(11Z)/20:0)	CL(12:0/15:0/15:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(11Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-30-27-23-19-15-11-7-3/h14,18,65-67,72H,5-13,15-17,19-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-/t65-,66+,67+/m0/s1	VJTWXUSHCHCGAJ-PHBHAKSISA-N	1322.925277			MMDBc0037554
BASm0024356	CL(12:0/15:0/15:1(11Z)/20:1(11Z))	CL(12:0/15:0/15:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-30-27-23-19-15-11-7-3/h14,18,31-32,65-67,72H,5-13,15-17,19-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,32-31-/t65-,66+,67+/m0/s1	YCINPTWKCZMUEE-LZTLPDNLSA-N	1320.909627			MMDBc0037555
BASm0024357	CL(12:0/15:0/15:1(11Z)/20:1(13Z))	CL(12:0/15:0/15:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-30-27-23-19-15-11-7-3/h14,18,25,28,65-67,72H,5-13,15-17,19-24,26-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,28-25-/t65-,66+,67+/m0/s1	VWKGCCUABVHRBD-IAQRUAQVSA-N	1320.909627			MMDBc0037556
BASm0024358	CL(12:0/15:0/15:1(11Z)/22:0)	CL(12:0/15:0/15:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-30-27-23-19-15-11-7-3/h14,18,67-69,74H,5-13,15-17,19-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-/t67-,68+,69+/m0/s1	ZDGIEWQXONSICA-ADGSEFNQSA-N	1350.956577			MMDBc0037557
BASm0024359	CL(12:0/15:0/15:1(11Z)/22:1(11Z))	CL(12:0/15:0/15:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-30-27-23-19-15-11-7-3/h14,18,33-34,67-69,74H,5-13,15-17,19-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,34-33-/t67-,68+,69+/m0/s1	YIKQGZYSLOHTTE-VVOJQHBESA-N	1348.940927			MMDBc0037558
BASm0024360	CL(12:0/15:0/15:1(11Z)/22:1(9Z))	CL(12:0/15:0/15:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-30-27-23-19-15-11-7-3/h14,18,35-36,67-69,74H,5-13,15-17,19-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,36-35-/t67-,68+,69+/m0/s1	UDNUIHHMRVFXSE-LUJUWMBRSA-N	1348.940927			MMDBc0037559
BASm0024361	CL(12:0/15:0/15:1(11Z)/24:0)	CL(12:0/15:0/15:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-30-27-23-19-15-11-7-3/h14,18,69-71,76H,5-13,15-17,19-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-/t69-,70+,71+/m0/s1	VSIVJZFZSIZRJQ-FZYNDCMASA-N	1378.987877			MMDBc0037560
BASm0024362	CL(12:0/15:0/15:1(11Z)/24:1(11Z))	CL(12:0/15:0/15:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-30-27-23-19-15-11-7-3/h14,18,35-36,69-71,76H,5-13,15-17,19-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,36-35-/t69-,70+,71+/m0/s1	UJEJBECLOBQVGU-LVADVPQLSA-N	1376.972227			MMDBc0037561
BASm0024363	CL(12:0/15:0/15:1(11Z)/24:1(9Z))	CL(12:0/15:0/15:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-30-27-23-19-15-11-7-3/h14,18,37-38,69-71,76H,5-13,15-17,19-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,38-37-/t69-,70+,71+/m0/s1	BGOMQDJXAATLNL-SXPNGPDFSA-N	1376.972227			MMDBc0037562
BASm0024364	CL(12:0/15:0/15:1(11Z)/26:0)	CL(12:0/15:0/15:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(11Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-30-27-23-19-15-11-7-3/h14,18,71-73,78H,5-13,15-17,19-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-/t71-,72+,73+/m0/s1	FGYXENMWGMDRCC-RGSQTQCOSA-N	1407.019177			MMDBc0037563
BASm0024365	CL(12:0/15:0/15:1(11Z)/26:1(11Z))	CL(12:0/15:0/15:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(11Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-30-27-23-19-15-11-7-3/h14,18,36-37,71-73,78H,5-13,15-17,19-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,37-36-/t71-,72+,73+/m0/s1	DZGWEZUVTIWJIC-FXCIIOEXSA-N	1405.003527			MMDBc0037564
BASm0024366	CL(12:0/15:0/15:1(11Z)/26:1(9Z))	CL(12:0/15:0/15:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(11Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H148O17P2	InChI=1S/C78H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-29-26-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-46-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-30-27-23-19-15-11-7-3/h14,18,39-40,72-74,79H,5-13,15-17,19-38,41-71H2,1-4H3,(H,84,85)(H,86,87)/b18-14-,40-39-/t72-,73+,74+/m0/s1	LQENUAWSKRFEHD-CNDAMWBYSA-N	1419.019177			MMDBc0037565
BASm0024367	CL(12:0/15:0/15:1(11Z)/28:0)	CL(12:0/15:0/15:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(11Z)/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-30-27-23-19-15-11-7-3/h14,18,73-75,80H,5-13,15-17,19-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-/t73-,74+,75+/m0/s1	WOXKZPWFFRQBEM-CELCYILISA-N	1435.050477			MMDBc0037566
BASm0024368	CL(12:0/15:0/15:1(11Z)/28:1(11Z))	CL(12:0/15:0/15:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(11Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-30-27-23-19-15-11-7-3/h14,18,38-39,73-75,80H,5-13,15-17,19-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,39-38-/t73-,74+,75+/m0/s1	URFZMGLGUFNKBK-RSVODVSPSA-N	1433.034827			MMDBc0037567
BASm0024369	CL(12:0/15:0/15:1(11Z)/28:1(9Z))	CL(12:0/15:0/15:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(11Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-30-27-23-19-15-11-7-3/h14,18,40-41,73-75,80H,5-13,15-17,19-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,41-40-/t73-,74+,75+/m0/s1	YMDCRCZFICTPEZ-QTJSBLKNSA-N	1433.034827			MMDBc0037568
BASm0024370	CL(12:0/15:0/15:1(11Z)/30:0)	CL(12:0/15:0/15:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(11Z)/30:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-44-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-30-27-23-19-15-11-7-3/h14,18,75-77,82H,5-13,15-17,19-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-/t75-,76+,77+/m0/s1	VLHTYNDWTRKKRR-WWSNGTCDSA-N	1463.081778			MMDBc0037569
BASm0024371	CL(12:0/15:0/15:1(9Z)/18:0)	CL(12:0/15:0/15:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(9Z)/18:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-28-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-30-27-23-19-15-11-7-3/h22,26,63-65,70H,5-21,23-25,27-62H2,1-4H3,(H,75,76)(H,77,78)/b26-22-/t63-,64+,65+/m0/s1	HGKJSCKEUAOLFQ-DUYIYENZSA-N	1294.893977			MMDBc0037570
BASm0024372	CL(12:0/15:0/15:1(9Z)/18:1(11Z))	CL(12:0/15:0/15:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(9Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-30-27-23-19-15-11-7-3/h22,25-26,28,63-65,70H,5-21,23-24,27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b26-22-,28-25-/t63-,64+,65+/m0/s1	BIJNPNXJWPHTTM-OGBUDNLDSA-N	1292.878327			MMDBc0037571
BASm0024373	CL(12:0/15:0/15:1(9Z)/18:1(9Z))	CL(12:0/15:0/15:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(9Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-30-27-23-19-15-11-7-3/h22,26,31-32,63-65,70H,5-21,23-25,27-30,33-62H2,1-4H3,(H,75,76)(H,77,78)/b26-22-,32-31-/t63-,64+,65+/m0/s1	PKLKDCJZCHATRF-DMVFQMOVSA-N	1292.878327			MMDBc0037572
BASm0024374	CL(12:0/15:0/15:1(9Z)/20:0)	CL(12:0/15:0/15:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(9Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-30-27-23-19-15-11-7-3/h22,26,65-67,72H,5-21,23-25,27-64H2,1-4H3,(H,77,78)(H,79,80)/b26-22-/t65-,66+,67+/m0/s1	OJWCTXHZSMLMAB-BRSMPAFYSA-N	1322.925277			MMDBc0037573
BASm0024375	CL(12:0/15:0/15:1(9Z)/20:1(11Z))	CL(12:0/15:0/15:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(9Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-30-27-23-19-15-11-7-3/h22,26,31-32,65-67,72H,5-21,23-25,27-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b26-22-,32-31-/t65-,66+,67+/m0/s1	MRRMYEDMOXNMEE-TWCANAEUSA-N	1320.909627			MMDBc0037574
BASm0024376	CL(12:0/15:0/15:1(9Z)/20:1(13Z))	CL(12:0/15:0/15:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(9Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-30-27-23-19-15-11-7-3/h22,25-26,28,65-67,72H,5-21,23-24,27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b26-22-,28-25-/t65-,66+,67+/m0/s1	KPCNFPVKZOJXHO-CZIIGSLVSA-N	1320.909627			MMDBc0037575
BASm0024377	CL(12:0/15:0/15:1(9Z)/22:0)	CL(12:0/15:0/15:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(9Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-30-27-23-19-15-11-7-3/h22,26,67-69,74H,5-21,23-25,27-66H2,1-4H3,(H,79,80)(H,81,82)/b26-22-/t67-,68+,69+/m0/s1	RYNMZPANNQURBW-QVTOLYJKSA-N	1350.956577			MMDBc0037576
BASm0024378	CL(12:0/15:0/15:1(9Z)/22:1(11Z))	CL(12:0/15:0/15:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(9Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-30-27-23-19-15-11-7-3/h22,26,33-34,67-69,74H,5-21,23-25,27-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b26-22-,34-33-/t67-,68+,69+/m0/s1	GHUTWOFCKUKSHZ-NBHWBHGTSA-N	1348.940927			MMDBc0037577
BASm0024379	CL(12:0/15:0/15:1(9Z)/22:1(9Z))	CL(12:0/15:0/15:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(9Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-30-27-23-19-15-11-7-3/h22,26,35-36,67-69,74H,5-21,23-25,27-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b26-22-,36-35-/t67-,68+,69+/m0/s1	QLEZJWYONSRQJC-QNUDSGBFSA-N	1348.940927			MMDBc0037578
BASm0024380	CL(12:0/15:0/15:1(9Z)/24:0)	CL(12:0/15:0/15:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(9Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-30-27-23-19-15-11-7-3/h22,26,69-71,76H,5-21,23-25,27-68H2,1-4H3,(H,81,82)(H,83,84)/b26-22-/t69-,70+,71+/m0/s1	ZZXMXFPXMVXTTR-JVZNJWLCSA-N	1378.987877			MMDBc0037579
BASm0024381	CL(12:0/15:0/15:1(9Z)/24:1(11Z))	CL(12:0/15:0/15:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(9Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-30-27-23-19-15-11-7-3/h22,26,35-36,69-71,76H,5-21,23-25,27-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b26-22-,36-35-/t69-,70+,71+/m0/s1	IUUFHVNJBXCJPM-NBOLAEBRSA-N	1376.972227			MMDBc0037580
BASm0024382	CL(12:0/15:0/15:1(9Z)/24:1(9Z))	CL(12:0/15:0/15:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(9Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-30-27-23-19-15-11-7-3/h22,26,37-38,69-71,76H,5-21,23-25,27-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b26-22-,38-37-/t69-,70+,71+/m0/s1	XKCMOAYIPHZSHU-DQSZYOSWSA-N	1376.972227			MMDBc0037581
BASm0024383	CL(12:0/15:0/15:1(9Z)/26:0)	CL(12:0/15:0/15:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(9Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-30-27-23-19-15-11-7-3/h22,26,71-73,78H,5-21,23-25,27-70H2,1-4H3,(H,83,84)(H,85,86)/b26-22-/t71-,72+,73+/m0/s1	XUBVZBBHYIBVQE-AJAQIHETSA-N	1407.019177			MMDBc0037582
BASm0024384	CL(12:0/15:0/15:1(9Z)/26:1(11Z))	CL(12:0/15:0/15:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(9Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-30-27-23-19-15-11-7-3/h22,26,36-37,71-73,78H,5-21,23-25,27-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b26-22-,37-36-/t71-,72+,73+/m0/s1	UKHWWTHXQUQAEM-XOCNYRHBSA-N	1405.003527			MMDBc0037583
BASm0024385	CL(12:0/15:0/15:1(9Z)/26:1(9Z))	CL(12:0/15:0/15:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(9Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H148O17P2	InChI=1S/C78H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-29-26-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-46-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-30-27-23-19-15-11-7-3/h22,26,39-40,72-74,79H,5-21,23-25,27-38,41-71H2,1-4H3,(H,84,85)(H,86,87)/b26-22-,40-39-/t72-,73+,74+/m0/s1	MAEWKFPKOZMGGM-LYWUNRSOSA-N	1419.019177			MMDBc0037584
BASm0024386	CL(12:0/15:0/15:1(9Z)/28:0)	CL(12:0/15:0/15:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(9Z)/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-30-27-23-19-15-11-7-3/h22,26,73-75,80H,5-21,23-25,27-72H2,1-4H3,(H,85,86)(H,87,88)/b26-22-/t73-,74+,75+/m0/s1	KVMFGWLHOVDZQX-ODVQERTASA-N	1435.050477			MMDBc0037585
BASm0024387	CL(12:0/15:0/15:1(9Z)/28:1(11Z))	CL(12:0/15:0/15:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(9Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-30-27-23-19-15-11-7-3/h22,26,38-39,73-75,80H,5-21,23-25,27-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b26-22-,39-38-/t73-,74+,75+/m0/s1	PKUUQOIVIQVAKI-CGTOVKSOSA-N	1433.034827			MMDBc0037586
BASm0024388	CL(12:0/15:0/15:1(9Z)/28:1(9Z))	CL(12:0/15:0/15:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(9Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-30-27-23-19-15-11-7-3/h22,26,40-41,73-75,80H,5-21,23-25,27-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b26-22-,41-40-/t73-,74+,75+/m0/s1	WTIQHPVHWAOWOV-SWTGYEDXSA-N	1433.034827			MMDBc0037587
BASm0024389	CL(12:0/15:0/15:1(9Z)/30:0)	CL(12:0/15:0/15:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/15:1(9Z)/30:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-44-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-30-27-23-19-15-11-7-3/h22,26,75-77,82H,5-21,23-25,27-74H2,1-4H3,(H,87,88)(H,89,90)/b26-22-/t75-,76+,77+/m0/s1	UMOYXIHCVCULPN-XQITXFLZSA-N	1463.081778			MMDBc0037588
BASm0024390	CL(12:0/15:0/16:0/23:1(11Z))	CL(12:0/15:0/16:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/16:0/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-30-27-23-19-15-11-7-3/h34-35,69-71,76H,5-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b35-34-/t69-,70+,71+/m0/s1	PFJOQDZUYRZMBM-VBYSCXMYSA-N	1378.987877			MMDBc0037589
BASm0024391	CL(12:0/15:0/16:0/23:1(9Z))	CL(12:0/15:0/16:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/16:0/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-30-27-23-19-15-11-7-3/h36-37,69-71,76H,5-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b37-36-/t69-,70+,71+/m0/s1	XNRLOFZYFLUHKZ-TVPKQGNNSA-N	1378.987877			MMDBc0037590
BASm0024392	CL(12:0/15:0/16:0/25:0)	CL(12:0/15:0/16:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/16:0/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	PYCONQWBVYXKED-DFXUENRWSA-N	1409.034827			MMDBc0037591
BASm0024393	CL(12:0/15:0/16:0/25:1(11Z))	CL(12:0/15:0/16:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/16:0/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h36-37,71-73,78H,5-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b37-36-/t71-,72+,73+/m0/s1	VKRUQQXMDNQMGQ-FMNBGGTISA-N	1407.019177			MMDBc0037592
BASm0024394	CL(12:0/15:0/16:0/25:1(9Z))	CL(12:0/15:0/16:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/16:0/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h38-39,71-73,78H,5-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b39-38-/t71-,72+,73+/m0/s1	UJFFFYDTAMYQJT-OULYKJFJSA-N	1407.019177			MMDBc0037593
BASm0024395	CL(12:0/15:0/16:0/27:0)	CL(12:0/15:0/16:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/16:0/27:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	CWOPBLBWAQQHNJ-ARQKOWHBSA-N	1437.066127			MMDBc0037594
BASm0024396	CL(12:0/15:0/16:0/27:1(11Z))	CL(12:0/15:0/16:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/16:0/27:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h38-39,73-75,80H,5-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b39-38-/t73-,74+,75+/m0/s1	CUKLHIKEKMFKOM-NGZQNBETSA-N	1435.050477			MMDBc0037595
BASm0024397	CL(12:0/15:0/16:0/27:1(9Z))	CL(12:0/15:0/16:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/16:0/27:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h40-41,73-75,80H,5-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b41-40-/t73-,74+,75+/m0/s1	KVMVZFJETZLHNO-NEICMOJPSA-N	1435.050477			MMDBc0037596
BASm0024398	CL(12:0/15:0/16:0/29:0)	CL(12:0/15:0/16:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/16:0/29:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	XNRQNMOVBIWTFP-HRXLSSNSSA-N	1465.097428			MMDBc0037597
BASm0024399	CL(12:0/15:0/16:1(11Z)/23:1(11Z))	CL(12:0/15:0/16:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/16:1(11Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-30-27-23-19-15-11-7-3/h18,22,34-35,69-71,76H,5-17,19-21,23-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,35-34-/t69-,70+,71+/m0/s1	XHVYYMQLXOSTKL-AVPDCXTCSA-N	1376.972227			MMDBc0037598
BASm0024400	CL(12:0/15:0/16:1(11Z)/23:1(9Z))	CL(12:0/15:0/16:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/16:1(11Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-30-27-23-19-15-11-7-3/h18,22,36-37,69-71,76H,5-17,19-21,23-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,37-36-/t69-,70+,71+/m0/s1	HYLXUVIBVKDUQX-VGZVSUIYSA-N	1376.972227			MMDBc0037599
BASm0024401	CL(12:0/15:0/16:1(11Z)/25:0)	CL(12:0/15:0/16:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/16:1(11Z)/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h18,22,71-73,78H,5-17,19-21,23-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-/t71-,72+,73+/m0/s1	UDAGLXHAYZJZIE-PDVPRQMFSA-N	1407.019177			MMDBc0037600
BASm0024402	CL(12:0/15:0/16:1(11Z)/25:1(11Z))	CL(12:0/15:0/16:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/16:1(11Z)/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h18,22,36-37,71-73,78H,5-17,19-21,23-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,37-36-/t71-,72+,73+/m0/s1	NCCNAUWVOZNUBS-CYLIHHGHSA-N	1405.003527			MMDBc0037601
BASm0024403	CL(12:0/15:0/16:1(11Z)/25:1(9Z))	CL(12:0/15:0/16:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/16:1(11Z)/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h18,22,38-39,71-73,78H,5-17,19-21,23-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,39-38-/t71-,72+,73+/m0/s1	JNHAPXVJCQGOJP-WTZVQCQDSA-N	1405.003527			MMDBc0037602
BASm0024404	CL(12:0/15:0/16:1(11Z)/27:0)	CL(12:0/15:0/16:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/16:1(11Z)/27:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h18,22,73-75,80H,5-17,19-21,23-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-/t73-,74+,75+/m0/s1	FWUXDFQSBWCYFL-XVBSZFSMSA-N	1435.050477			MMDBc0037603
BASm0024405	CL(12:0/15:0/16:1(11Z)/27:1(11Z))	CL(12:0/15:0/16:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/16:1(11Z)/27:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h18,22,38-39,73-75,80H,5-17,19-21,23-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,39-38-/t73-,74+,75+/m0/s1	SKWOCTHQWPSCSV-SWFUEOOGSA-N	1433.034827			MMDBc0037604
BASm0024406	CL(12:0/15:0/16:1(11Z)/27:1(9Z))	CL(12:0/15:0/16:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/16:1(11Z)/27:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h18,22,40-41,73-75,80H,5-17,19-21,23-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,41-40-/t73-,74+,75+/m0/s1	LSKHGSSRUAIJOL-OZQLLOPHSA-N	1433.034827			MMDBc0037605
BASm0024407	CL(12:0/15:0/16:1(11Z)/29:0)	CL(12:0/15:0/16:1(11Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/16:1(11Z)/29:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h18,22,75-77,82H,5-17,19-21,23-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-/t75-,76+,77+/m0/s1	RIHRJFFBRBMJSH-LFGZPRDQSA-N	1463.081778			MMDBc0037606
BASm0024408	CL(12:0/15:0/16:1(9Z)/23:1(11Z))	CL(12:0/15:0/16:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/16:1(9Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-30-27-23-19-15-11-7-3/h26,29,34-35,69-71,76H,5-25,27-28,30-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-,35-34-/t69-,70+,71+/m0/s1	WRNHCAHOXVVKRC-QAYBMYTNSA-N	1376.972227			MMDBc0037607
BASm0024409	CL(12:0/15:0/16:1(9Z)/23:1(9Z))	CL(12:0/15:0/16:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/16:1(9Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-30-27-23-19-15-11-7-3/h26,29,36-37,69-71,76H,5-25,27-28,30-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-,37-36-/t69-,70+,71+/m0/s1	DWIJZSPMNNYRSV-FSCYQUKESA-N	1376.972227			MMDBc0037608
BASm0024410	CL(12:0/15:0/16:1(9Z)/25:0)	CL(12:0/15:0/16:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/16:1(9Z)/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h26,29,71-73,78H,5-25,27-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-/t71-,72+,73+/m0/s1	GAFVPUPMKOJWDB-XINBXNEZSA-N	1407.019177			MMDBc0037609
BASm0024411	CL(12:0/15:0/16:1(9Z)/25:1(11Z))	CL(12:0/15:0/16:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/16:1(9Z)/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h26,29,36-37,71-73,78H,5-25,27-28,30-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,37-36-/t71-,72+,73+/m0/s1	MOIPEOCCOWQFIN-FWSXJWLVSA-N	1405.003527			MMDBc0037610
BASm0024412	CL(12:0/15:0/16:1(9Z)/25:1(9Z))	CL(12:0/15:0/16:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/16:1(9Z)/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h26,29,38-39,71-73,78H,5-25,27-28,30-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,39-38-/t71-,72+,73+/m0/s1	BAGDUQVLGYBSNK-PEBFOMCRSA-N	1405.003527			MMDBc0037611
BASm0024413	CL(12:0/15:0/16:1(9Z)/27:0)	CL(12:0/15:0/16:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/16:1(9Z)/27:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h26,29,73-75,80H,5-25,27-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-/t73-,74+,75+/m0/s1	YHAXGMXOFRLALJ-KSZIGCDUSA-N	1435.050477			MMDBc0037612
BASm0024414	CL(12:0/15:0/16:1(9Z)/27:1(11Z))	CL(12:0/15:0/16:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/16:1(9Z)/27:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h26,29,38-39,73-75,80H,5-25,27-28,30-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,39-38-/t73-,74+,75+/m0/s1	OQTKQNASYIFOHU-YWMJJFCPSA-N	1433.034827			MMDBc0037613
BASm0024415	CL(12:0/15:0/16:1(9Z)/27:1(9Z))	CL(12:0/15:0/16:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/16:1(9Z)/27:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h26,29,40-41,73-75,80H,5-25,27-28,30-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,41-40-/t73-,74+,75+/m0/s1	RIRHLAFNBZUJNP-HEFTWVKXSA-N	1433.034827			MMDBc0037614
BASm0024416	CL(12:0/15:0/16:1(9Z)/29:0)	CL(12:0/15:0/16:1(9Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/16:1(9Z)/29:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h26,29,75-77,82H,5-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-/t75-,76+,77+/m0/s1	GEBXHPDHEPKZRL-ALNIXOIZSA-N	1463.081778			MMDBc0037615
BASm0024417	CL(12:0/15:0/18:0/23:1(11Z))	CL(12:0/15:0/18:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/18:0/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h35-36,71-73,78H,5-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b36-35-/t71-,72+,73+/m0/s1	PTYNWWAXWZCXMH-WQQSVMQDSA-N	1407.019177			MMDBc0037616
BASm0024418	CL(12:0/15:0/18:0/23:1(9Z))	CL(12:0/15:0/18:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/18:0/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h37,39,71-73,78H,5-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b39-37-/t71-,72+,73+/m0/s1	GVGJJTCLUIZLOI-IFNSSPSLSA-N	1407.019177			MMDBc0037617
BASm0024419	CL(12:0/15:0/18:0/25:0)	CL(12:0/15:0/18:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/18:0/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	RDXDGQINUHZWOY-ARQKOWHBSA-N	1437.066127			MMDBc0037618
BASm0024420	CL(12:0/15:0/18:0/25:1(11Z))	CL(12:0/15:0/18:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/18:0/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h37-38,73-75,80H,5-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b38-37-/t73-,74+,75+/m0/s1	ZTCUWPNRLSWAFW-KJSACERUSA-N	1435.050477			MMDBc0037619
BASm0024421	CL(12:0/15:0/18:0/25:1(9Z))	CL(12:0/15:0/18:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/18:0/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h39,41,73-75,80H,5-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b41-39-/t73-,74+,75+/m0/s1	PCALMTQMRSNEDP-JGQLZKGLSA-N	1435.050477			MMDBc0037620
BASm0024422	CL(12:0/15:0/18:0/27:0)	CL(12:0/15:0/18:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/18:0/27:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	ABVAANFACGOKQJ-HRXLSSNSSA-N	1465.097428			MMDBc0037621
BASm0024423	CL(12:0/15:0/18:0/27:1(11Z))	CL(12:0/15:0/18:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/18:0/27:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h39-40,75-77,82H,5-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b40-39-/t75-,76+,77+/m0/s1	GHYLSZHKSLSZFX-YALXCUQOSA-N	1463.081778			MMDBc0037622
BASm0024424	CL(12:0/15:0/18:0/27:1(9Z))	CL(12:0/15:0/18:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/18:0/27:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h41,43,75-77,82H,5-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b43-41-/t75-,76+,77+/m0/s1	GEVQFPFLTMKBDS-DDYJLRSDSA-N	1463.081778			MMDBc0037623
BASm0024425	CL(12:0/15:0/18:1(11Z)/23:1(11Z))	CL(12:0/15:0/18:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/18:1(11Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h26,29,35-36,71-73,78H,5-25,27-28,30-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,36-35-/t71-,72+,73+/m0/s1	GEEQLWKBLYPUGW-JDHJKEKSSA-N	1405.003527			MMDBc0037624
BASm0024426	CL(12:0/15:0/18:1(11Z)/23:1(9Z))	CL(12:0/15:0/18:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/18:1(11Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h26,29,37,39,71-73,78H,5-25,27-28,30-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,39-37-/t71-,72+,73+/m0/s1	YTNLOPGNLIUBJS-UOBJULAHSA-N	1405.003527			MMDBc0037625
BASm0024427	CL(12:0/15:0/18:1(11Z)/25:0)	CL(12:0/15:0/18:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/18:1(11Z)/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h26,29,73-75,80H,5-25,27-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-/t73-,74+,75+/m0/s1	HIASPDORHRSZQZ-KSZIGCDUSA-N	1435.050477			MMDBc0037626
BASm0024428	CL(12:0/15:0/18:1(11Z)/25:1(11Z))	CL(12:0/15:0/18:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/18:1(11Z)/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h26,29,37-38,73-75,80H,5-25,27-28,30-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,38-37-/t73-,74+,75+/m0/s1	MACWDRWZMOXUMA-AKKODHLOSA-N	1433.034827			MMDBc0037627
BASm0024429	CL(12:0/15:0/18:1(11Z)/25:1(9Z))	CL(12:0/15:0/18:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/18:1(11Z)/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h26,29,39,41,73-75,80H,5-25,27-28,30-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,41-39-/t73-,74+,75+/m0/s1	UASLFAGPUASKDI-LWAQCASRSA-N	1433.034827			MMDBc0037628
BASm0024430	CL(12:0/15:0/18:1(11Z)/27:0)	CL(12:0/15:0/18:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/18:1(11Z)/27:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h26,29,75-77,82H,5-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-/t75-,76+,77+/m0/s1	NQBLTFQLKZFBQT-ALNIXOIZSA-N	1463.081778			MMDBc0037629
BASm0024431	CL(12:0/15:0/18:1(11Z)/27:1(11Z))	CL(12:0/15:0/18:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/18:1(11Z)/27:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h26,29,39-40,75-77,82H,5-25,27-28,30-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,40-39-/t75-,76+,77+/m0/s1	NSKVHRAYXLYVNN-IQSXXRHMSA-N	1461.066127			MMDBc0037630
BASm0024432	CL(12:0/15:0/18:1(11Z)/27:1(9Z))	CL(12:0/15:0/18:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/18:1(11Z)/27:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h26,29,41,43,75-77,82H,5-25,27-28,30-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,43-41-/t75-,76+,77+/m0/s1	VQTOVZQPCNSGBY-VFEDHUOPSA-N	1461.066127			MMDBc0037631
BASm0024433	CL(12:0/15:0/18:1(9Z)/23:1(11Z))	CL(12:0/15:0/18:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/18:1(9Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h32,35-36,38,71-73,78H,5-31,33-34,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b36-35-,38-32-/t71-,72+,73+/m0/s1	NDCNKMMBUOXOLJ-FBNYQYHBSA-N	1405.003527			MMDBc0037632
BASm0024434	CL(12:0/15:0/18:1(9Z)/23:1(9Z))	CL(12:0/15:0/18:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/18:1(9Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h32,37-39,71-73,78H,5-31,33-36,40-70H2,1-4H3,(H,83,84)(H,85,86)/b38-32-,39-37-/t71-,72+,73+/m0/s1	LNUAKUGBZYRPDA-WHPXDPQOSA-N	1405.003527			MMDBc0037633
BASm0024435	CL(12:0/15:0/18:1(9Z)/25:0)	CL(12:0/15:0/18:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/18:1(9Z)/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h32,40,73-75,80H,5-31,33-39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b40-32-/t73-,74+,75+/m0/s1	VLPVTGVIELKDOW-BARLCPHYSA-N	1435.050477			MMDBc0037634
BASm0024436	CL(12:0/15:0/18:1(9Z)/25:1(11Z))	CL(12:0/15:0/18:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/18:1(9Z)/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h32,37-38,40,73-75,80H,5-31,33-36,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b38-37-,40-32-/t73-,74+,75+/m0/s1	XYZYYHNKYSXFKJ-SSXVZJTFSA-N	1433.034827			MMDBc0037635
BASm0024437	CL(12:0/15:0/18:1(9Z)/25:1(9Z))	CL(12:0/15:0/18:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/18:1(9Z)/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h32,39-41,73-75,80H,5-31,33-38,42-72H2,1-4H3,(H,85,86)(H,87,88)/b40-32-,41-39-/t73-,74+,75+/m0/s1	OINCKEFVLLVYNX-BXYYHWFXSA-N	1433.034827			MMDBc0037636
BASm0024438	CL(12:0/15:0/18:1(9Z)/27:0)	CL(12:0/15:0/18:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/18:1(9Z)/27:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h32,42,75-77,82H,5-31,33-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b42-32-/t75-,76+,77+/m0/s1	SMLDZIDYFULXNB-IJLWTWAVSA-N	1463.081778			MMDBc0037637
BASm0024439	CL(12:0/15:0/18:1(9Z)/27:1(11Z))	CL(12:0/15:0/18:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/18:1(9Z)/27:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h32,39-40,42,75-77,82H,5-31,33-38,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b40-39-,42-32-/t75-,76+,77+/m0/s1	WEEMHZOWNGKQCO-VUAANODWSA-N	1461.066127			MMDBc0037638
BASm0024440	CL(12:0/15:0/18:1(9Z)/27:1(9Z))	CL(12:0/15:0/18:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/18:1(9Z)/27:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h32,41-43,75-77,82H,5-31,33-40,44-74H2,1-4H3,(H,87,88)(H,89,90)/b42-32-,43-41-/t75-,76+,77+/m0/s1	JFRBWJQHFGGLJP-ZBXQGPESSA-N	1461.066127			MMDBc0037639
BASm0024441	CL(12:0/15:0/20:0/23:1(11Z))	CL(12:0/15:0/20:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/20:0/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h36-37,73-75,80H,5-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b37-36-/t73-,74+,75+/m0/s1	ZCZKTMHGZGGHIM-MVLZJVGISA-N	1435.050477			MMDBc0037640
BASm0024442	CL(12:0/15:0/20:0/23:1(9Z))	CL(12:0/15:0/20:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/20:0/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h39,41,73-75,80H,5-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b41-39-/t73-,74+,75+/m0/s1	YBCYLTVLXHZWOV-JGQLZKGLSA-N	1435.050477			MMDBc0037641
BASm0024443	CL(12:0/15:0/20:0/25:0)	CL(12:0/15:0/20:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/20:0/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	PZBSTPRSVSINJR-HRXLSSNSSA-N	1465.097428			MMDBc0037642
BASm0024444	CL(12:0/15:0/20:0/25:1(11Z))	CL(12:0/15:0/20:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/20:0/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h38-39,75-77,82H,5-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-38-/t75-,76+,77+/m0/s1	RPFYCJLIFANDQE-PONSQHSQSA-N	1463.081778			MMDBc0037643
BASm0024445	CL(12:0/15:0/20:0/25:1(9Z))	CL(12:0/15:0/20:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/20:0/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h41,43,75-77,82H,5-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b43-41-/t75-,76+,77+/m0/s1	XUYBJAVIPFWLQC-DDYJLRSDSA-N	1463.081778			MMDBc0037644
BASm0024446	CL(12:0/15:0/20:1(11Z)/23:1(11Z))	CL(12:0/15:0/20:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/20:1(11Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h32,34,36-37,73-75,80H,5-31,33,35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b34-32-,37-36-/t73-,74+,75+/m0/s1	KNPZNDVWFXZVBT-IVQOLRAUSA-N	1433.034827			MMDBc0037645
BASm0024447	CL(12:0/15:0/20:1(11Z)/23:1(9Z))	CL(12:0/15:0/20:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/20:1(11Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h32,34,39,41,73-75,80H,5-31,33,35-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b34-32-,41-39-/t73-,74+,75+/m0/s1	ASTNXOARIWVFSR-LGQWNIMRSA-N	1433.034827			MMDBc0037646
BASm0024448	CL(12:0/15:0/20:1(11Z)/25:0)	CL(12:0/15:0/20:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/20:1(11Z)/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h32,34,75-77,82H,5-31,33,35-74H2,1-4H3,(H,87,88)(H,89,90)/b34-32-/t75-,76+,77+/m0/s1	CVUXJUFKVPYIID-CZKMBGHUSA-N	1463.081778			MMDBc0037647
BASm0024449	CL(12:0/15:0/20:1(11Z)/25:1(11Z))	CL(12:0/15:0/20:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/20:1(11Z)/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h32,34,38-39,75-77,82H,5-31,33,35-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b34-32-,39-38-/t75-,76+,77+/m0/s1	LVUFGJLHNIWYNQ-IJYLPFCGSA-N	1461.066127			MMDBc0037648
BASm0024450	CL(12:0/15:0/20:1(11Z)/25:1(9Z))	CL(12:0/15:0/20:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/20:1(11Z)/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h32,34,41,43,75-77,82H,5-31,33,35-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b34-32-,43-41-/t75-,76+,77+/m0/s1	GNRYGCFILQVJBM-IZXOHXRCSA-N	1461.066127			MMDBc0037649
BASm0024451	CL(12:0/15:0/20:1(13Z)/23:1(11Z))	CL(12:0/15:0/20:1(13Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/20:1(13Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h26,29,36-37,73-75,80H,5-25,27-28,30-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,37-36-/t73-,74+,75+/m0/s1	LYMNWRLYPSEJSA-MREYMQHPSA-N	1433.034827			MMDBc0037650
BASm0024452	CL(12:0/15:0/20:1(13Z)/23:1(9Z))	CL(12:0/15:0/20:1(13Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/20:1(13Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h26,29,39,41,73-75,80H,5-25,27-28,30-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,41-39-/t73-,74+,75+/m0/s1	OIRGUXFZYMMKLL-LWAQCASRSA-N	1433.034827			MMDBc0037651
BASm0024453	CL(12:0/15:0/20:1(13Z)/25:0)	CL(12:0/15:0/20:1(13Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/20:1(13Z)/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h26,29,75-77,82H,5-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-/t75-,76+,77+/m0/s1	RAWARJNNDOPRRG-ALNIXOIZSA-N	1463.081778			MMDBc0037652
BASm0024454	CL(12:0/15:0/20:1(13Z)/25:1(11Z))	CL(12:0/15:0/20:1(13Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/20:1(13Z)/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h26,29,38-39,75-77,82H,5-25,27-28,30-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,39-38-/t75-,76+,77+/m0/s1	PRJWREKQVGZNBK-SINRUMILSA-N	1461.066127			MMDBc0037653
BASm0024455	CL(12:0/15:0/20:1(13Z)/25:1(9Z))	CL(12:0/15:0/20:1(13Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/20:1(13Z)/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h26,29,41,43,75-77,82H,5-25,27-28,30-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,43-41-/t75-,76+,77+/m0/s1	HBVGLNHIBBRYDW-VFEDHUOPSA-N	1461.066127			MMDBc0037654
BASm0024456	CL(12:0/15:0/22:0/23:1(11Z))	CL(12:0/15:0/22:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/22:0/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h37,39,75-77,82H,5-36,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-37-/t75-,76+,77+/m0/s1	JTANDAOQNGLBRD-UMLVYVNWSA-N	1463.081778			MMDBc0037655
BASm0024457	CL(12:0/15:0/22:0/23:1(9Z))	CL(12:0/15:0/22:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/22:0/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h41,43,75-77,82H,5-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b43-41-/t75-,76+,77+/m0/s1	RRSVLZRTASNQND-DDYJLRSDSA-N	1463.081778			MMDBc0037656
BASm0024458	CL(12:0/15:0/22:1(11Z)/23:1(11Z))	CL(12:0/15:0/22:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/22:1(11Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h36-39,75-77,82H,5-35,40-74H2,1-4H3,(H,87,88)(H,89,90)/b38-36-,39-37-/t75-,76+,77+/m0/s1	RTCFTYGQSZJPSN-HFLSIYQPSA-N	1461.066127			MMDBc0037657
BASm0024459	CL(12:0/15:0/22:1(11Z)/23:1(9Z))	CL(12:0/15:0/22:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/22:1(11Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h36,38,41,43,75-77,82H,5-35,37,39-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b38-36-,43-41-/t75-,76+,77+/m0/s1	AANLBGYBRNYSEL-WFLZGIFCSA-N	1461.066127			MMDBc0037658
BASm0024460	CL(12:0/15:0/22:1(9Z)/23:1(11Z))	CL(12:0/15:0/22:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/22:1(9Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h37,39-40,42,75-77,82H,5-36,38,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b39-37-,42-40-/t75-,76+,77+/m0/s1	ZJRHIBABWNCTIN-HVTDTRBOSA-N	1461.066127			MMDBc0037659
BASm0024461	CL(12:0/15:0/22:1(9Z)/23:1(9Z))	CL(12:0/15:0/22:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:0/22:1(9Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h40-43,75-77,82H,5-39,44-74H2,1-4H3,(H,87,88)(H,89,90)/b42-40-,43-41-/t75-,76+,77+/m0/s1	SDTRTXDOSXARGC-WQFMQDBKSA-N	1461.066127			MMDBc0037660
BASm0024462	CL(12:0/15:1(11Z)/15:1(11Z)/18:0)	CL(12:0/15:1(11Z)/15:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(11Z)/18:0) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-30-27-23-19-15-11-7-3/h14-15,18-19,63-65,70H,5-13,16-17,20-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,19-15-/t63-,64+,65+/m0/s1	ITSBGIFULHMKTJ-KMFFXZBASA-N	1292.878327			MMDBc0037661
BASm0024463	CL(12:0/15:1(11Z)/15:1(11Z)/18:1(11Z))	CL(12:0/15:1(11Z)/15:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(11Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-30-27-23-19-15-11-7-3/h14-15,18-19,25,28,63-65,70H,5-13,16-17,20-24,26-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,19-15-,28-25-/t63-,64+,65+/m0/s1	BQGLUIYMGJTFLI-BGPOTYRASA-N	1290.862677			MMDBc0037662
BASm0024464	CL(12:0/15:1(11Z)/15:1(11Z)/18:1(9Z))	CL(12:0/15:1(11Z)/15:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(11Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-30-27-23-19-15-11-7-3/h14-15,18-19,31-32,63-65,70H,5-13,16-17,20-30,33-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,19-15-,32-31-/t63-,64+,65+/m0/s1	AJNZQMIVGLEHOF-VGTHQLBRSA-N	1290.862677			MMDBc0037663
BASm0024465	CL(12:0/15:1(11Z)/15:1(11Z)/20:0)	CL(12:0/15:1(11Z)/15:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(11Z)/20:0) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-30-27-23-19-15-11-7-3/h14-15,18-19,65-67,72H,5-13,16-17,20-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,19-15-/t65-,66+,67+/m0/s1	PRTXQHQTEPVVEM-BIYTVTPYSA-N	1320.909627			MMDBc0037664
BASm0024466	CL(12:0/15:1(11Z)/15:1(11Z)/20:1(11Z))	CL(12:0/15:1(11Z)/15:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-30-27-23-19-15-11-7-3/h14-15,18-19,31-32,65-67,72H,5-13,16-17,20-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,19-15-,32-31-/t65-,66+,67+/m0/s1	MWDRRKNSCBVSNR-XPAOPPNDSA-N	1318.893977			MMDBc0037665
BASm0024467	CL(12:0/15:1(11Z)/15:1(11Z)/20:1(13Z))	CL(12:0/15:1(11Z)/15:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-30-27-23-19-15-11-7-3/h14-15,18-19,25,28,65-67,72H,5-13,16-17,20-24,26-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,19-15-,28-25-/t65-,66+,67+/m0/s1	KDJNJYAVKUXQLY-MHPUPKPDSA-N	1318.893977			MMDBc0037666
BASm0024468	CL(12:0/15:1(11Z)/15:1(11Z)/22:0)	CL(12:0/15:1(11Z)/15:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-30-27-23-19-15-11-7-3/h14-15,18-19,67-69,74H,5-13,16-17,20-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,19-15-/t67-,68+,69+/m0/s1	XLQPWPNDCPZJRH-ZCJQBPBXSA-N	1348.940927			MMDBc0037667
BASm0024469	CL(12:0/15:1(11Z)/15:1(11Z)/22:1(11Z))	CL(12:0/15:1(11Z)/15:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-30-27-23-19-15-11-7-3/h14-15,18-19,33-34,67-69,74H,5-13,16-17,20-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,19-15-,34-33-/t67-,68+,69+/m0/s1	XLOJXKVGMBBKSA-QCQILTFLSA-N	1346.925277			MMDBc0037668
BASm0024470	CL(12:0/15:1(11Z)/15:1(11Z)/22:1(9Z))	CL(12:0/15:1(11Z)/15:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-30-27-23-19-15-11-7-3/h14-15,18-19,35-36,67-69,74H,5-13,16-17,20-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,19-15-,36-35-/t67-,68+,69+/m0/s1	ULMRVXSVWSNQTC-SWIXEHNOSA-N	1346.925277			MMDBc0037669
BASm0024471	CL(12:0/15:1(11Z)/15:1(11Z)/24:0)	CL(12:0/15:1(11Z)/15:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-30-27-23-19-15-11-7-3/h14-15,18-19,69-71,76H,5-13,16-17,20-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,19-15-/t69-,70+,71+/m0/s1	CCCMXTFMPKOCBC-AIHFAHBKSA-N	1376.972227			MMDBc0037670
BASm0024472	CL(12:0/15:1(11Z)/15:1(11Z)/24:1(11Z))	CL(12:0/15:1(11Z)/15:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-30-27-23-19-15-11-7-3/h14-15,18-19,35-36,69-71,76H,5-13,16-17,20-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,19-15-,36-35-/t69-,70+,71+/m0/s1	CGHMXAMERPMZDM-OUNFEKGCSA-N	1374.956577			MMDBc0037671
BASm0024473	CL(12:0/15:1(11Z)/15:1(11Z)/24:1(9Z))	CL(12:0/15:1(11Z)/15:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-30-27-23-19-15-11-7-3/h14-15,18-19,37-38,69-71,76H,5-13,16-17,20-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,19-15-,38-37-/t69-,70+,71+/m0/s1	MTAIFIGVNYUEAX-WZZICXCMSA-N	1374.956577			MMDBc0037672
BASm0024474	CL(12:0/15:1(11Z)/15:1(11Z)/26:0)	CL(12:0/15:1(11Z)/15:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(11Z)/26:0) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-30-27-23-19-15-11-7-3/h14-15,18-19,71-73,78H,5-13,16-17,20-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,19-15-/t71-,72+,73+/m0/s1	YKLLSCWJQJKVQN-AGDGOPCMSA-N	1405.003527			MMDBc0037673
BASm0024475	CL(12:0/15:1(11Z)/15:1(11Z)/26:1(11Z))	CL(12:0/15:1(11Z)/15:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(11Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-30-27-23-19-15-11-7-3/h14-15,18-19,36-37,71-73,78H,5-13,16-17,20-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,19-15-,37-36-/t71-,72+,73+/m0/s1	IRLHBRWPNJCCMU-BTXXRPKYSA-N	1402.987877			MMDBc0037674
BASm0024476	CL(12:0/15:1(11Z)/15:1(11Z)/26:1(9Z))	CL(12:0/15:1(11Z)/15:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(11Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-29-26-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-46-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-30-27-23-19-15-11-7-3/h14-15,18-19,39-40,72-74,79H,5-13,16-17,20-38,41-71H2,1-4H3,(H,84,85)(H,86,87)/b18-14-,19-15-,40-39-/t72-,73+,74+/m0/s1	XSXOVMGTLNRRPS-QAHQNJGPSA-N	1417.003527			MMDBc0037675
BASm0024477	CL(12:0/15:1(11Z)/15:1(11Z)/28:0)	CL(12:0/15:1(11Z)/15:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(11Z)/28:0) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-30-27-23-19-15-11-7-3/h14-15,18-19,73-75,80H,5-13,16-17,20-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,19-15-/t73-,74+,75+/m0/s1	QNCZITXIKFJUNH-YPKYIZEESA-N	1433.034827			MMDBc0037676
BASm0024478	CL(12:0/15:1(11Z)/15:1(11Z)/28:1(11Z))	CL(12:0/15:1(11Z)/15:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(11Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-30-27-23-19-15-11-7-3/h14-15,18-19,38-39,73-75,80H,5-13,16-17,20-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,19-15-,39-38-/t73-,74+,75+/m0/s1	ZLTVJQPSPJTCJD-BEEILOEYSA-N	1431.019177			MMDBc0037677
BASm0024479	CL(12:0/15:1(11Z)/15:1(11Z)/28:1(9Z))	CL(12:0/15:1(11Z)/15:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(11Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-30-27-23-19-15-11-7-3/h14-15,18-19,40-41,73-75,80H,5-13,16-17,20-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,19-15-,41-40-/t73-,74+,75+/m0/s1	KQBUNBIHOGVTBU-GNSQFAARSA-N	1431.019177			MMDBc0037678
BASm0024480	CL(12:0/15:1(11Z)/15:1(11Z)/30:0)	CL(12:0/15:1(11Z)/15:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(11Z)/30:0) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-44-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-30-27-23-19-15-11-7-3/h14-15,18-19,75-77,82H,5-13,16-17,20-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,19-15-/t75-,76+,77+/m0/s1	FDQKKJRQEMHKMY-FDYYWAJSSA-N	1461.066127			MMDBc0037679
BASm0024481	CL(12:0/15:1(11Z)/15:1(9Z)/18:0)	CL(12:0/15:1(11Z)/15:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(9Z)/18:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-30-27-23-19-15-11-7-3/h15,19,22,26,63-65,70H,5-14,16-18,20-21,23-25,27-62H2,1-4H3,(H,75,76)(H,77,78)/b19-15-,26-22-/t63-,64+,65+/m0/s1	JTALHPPJZXJJJW-OGFGRGONSA-N	1292.878327			MMDBc0037680
BASm0024482	CL(12:0/15:1(11Z)/15:1(9Z)/18:1(11Z))	CL(12:0/15:1(11Z)/15:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(9Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-30-27-23-19-15-11-7-3/h15,19,22,25-26,28,63-65,70H,5-14,16-18,20-21,23-24,27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b19-15-,26-22-,28-25-/t63-,64+,65+/m0/s1	OZOJOKDFIJOIPR-HHHKSTHGSA-N	1290.862677			MMDBc0037681
BASm0024483	CL(12:0/15:1(11Z)/15:1(9Z)/18:1(9Z))	CL(12:0/15:1(11Z)/15:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(9Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-30-27-23-19-15-11-7-3/h15,19,22,26,31-32,63-65,70H,5-14,16-18,20-21,23-25,27-30,33-62H2,1-4H3,(H,75,76)(H,77,78)/b19-15-,26-22-,32-31-/t63-,64+,65+/m0/s1	UVRGPJJDNHFHLC-VBZZXWDVSA-N	1290.862677			MMDBc0037682
BASm0024484	CL(12:0/15:1(11Z)/15:1(9Z)/20:0)	CL(12:0/15:1(11Z)/15:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(9Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-30-27-23-19-15-11-7-3/h15,19,22,26,65-67,72H,5-14,16-18,20-21,23-25,27-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,26-22-/t65-,66+,67+/m0/s1	XCQGPVYFDVTFJV-IHZQSHEQSA-N	1320.909627			MMDBc0037683
BASm0024485	CL(12:0/15:1(11Z)/15:1(9Z)/20:1(11Z))	CL(12:0/15:1(11Z)/15:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(9Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-30-27-23-19-15-11-7-3/h15,19,22,26,31-32,65-67,72H,5-14,16-18,20-21,23-25,27-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,26-22-,32-31-/t65-,66+,67+/m0/s1	CYOOOVWOAYRRCO-CRLPGQLTSA-N	1318.893977			MMDBc0037684
BASm0024486	CL(12:0/15:1(11Z)/15:1(9Z)/20:1(13Z))	CL(12:0/15:1(11Z)/15:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(9Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-30-27-23-19-15-11-7-3/h15,19,22,25-26,28,65-67,72H,5-14,16-18,20-21,23-24,27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,26-22-,28-25-/t65-,66+,67+/m0/s1	RFSMJTBCSXDRPT-SUPYKASPSA-N	1318.893977			MMDBc0037685
BASm0024487	CL(12:0/15:1(11Z)/15:1(9Z)/22:0)	CL(12:0/15:1(11Z)/15:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(9Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-30-27-23-19-15-11-7-3/h15,19,22,26,67-69,74H,5-14,16-18,20-21,23-25,27-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,26-22-/t67-,68+,69+/m0/s1	ZFZUOTMELNQTPA-OOBVLTBZSA-N	1348.940927			MMDBc0037686
BASm0024488	CL(12:0/15:1(11Z)/15:1(9Z)/22:1(11Z))	CL(12:0/15:1(11Z)/15:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(9Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-30-27-23-19-15-11-7-3/h15,19,22,26,33-34,67-69,74H,5-14,16-18,20-21,23-25,27-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,26-22-,34-33-/t67-,68+,69+/m0/s1	MIFYLVDRZMSNIU-KVGWICGTSA-N	1346.925277			MMDBc0037687
BASm0024489	CL(12:0/15:1(11Z)/15:1(9Z)/22:1(9Z))	CL(12:0/15:1(11Z)/15:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(9Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-30-27-23-19-15-11-7-3/h15,19,22,26,35-36,67-69,74H,5-14,16-18,20-21,23-25,27-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,26-22-,36-35-/t67-,68+,69+/m0/s1	PHOPVJPWPDPHIL-DHGSMIROSA-N	1346.925277			MMDBc0037688
BASm0024490	CL(12:0/15:1(11Z)/15:1(9Z)/24:0)	CL(12:0/15:1(11Z)/15:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(9Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-30-27-23-19-15-11-7-3/h15,19,22,26,69-71,76H,5-14,16-18,20-21,23-25,27-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,26-22-/t69-,70+,71+/m0/s1	ZXNMQVDZFCLPID-NFBKNXNSSA-N	1376.972227			MMDBc0037689
BASm0024491	CL(12:0/15:1(11Z)/15:1(9Z)/24:1(11Z))	CL(12:0/15:1(11Z)/15:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(9Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-30-27-23-19-15-11-7-3/h15,19,22,26,35-36,69-71,76H,5-14,16-18,20-21,23-25,27-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,26-22-,36-35-/t69-,70+,71+/m0/s1	ZEOXJDQWVLPQIP-XHUPJKIESA-N	1374.956577			MMDBc0037690
BASm0024492	CL(12:0/15:1(11Z)/15:1(9Z)/24:1(9Z))	CL(12:0/15:1(11Z)/15:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(9Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-30-27-23-19-15-11-7-3/h15,19,22,26,37-38,69-71,76H,5-14,16-18,20-21,23-25,27-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,26-22-,38-37-/t69-,70+,71+/m0/s1	FFIBWUABMGJZBB-QCZQUHIHSA-N	1374.956577			MMDBc0037691
BASm0024493	CL(12:0/15:1(11Z)/15:1(9Z)/26:0)	CL(12:0/15:1(11Z)/15:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(9Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-30-27-23-19-15-11-7-3/h15,19,22,26,71-73,78H,5-14,16-18,20-21,23-25,27-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,26-22-/t71-,72+,73+/m0/s1	VBENCPMXPLYNOQ-ZAVRLAEVSA-N	1405.003527			MMDBc0037692
BASm0024494	CL(12:0/15:1(11Z)/15:1(9Z)/26:1(11Z))	CL(12:0/15:1(11Z)/15:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(9Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-30-27-23-19-15-11-7-3/h15,19,22,26,36-37,71-73,78H,5-14,16-18,20-21,23-25,27-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,26-22-,37-36-/t71-,72+,73+/m0/s1	FGGNCQKHOOOOBM-SMLMMVTASA-N	1402.987877			MMDBc0037693
BASm0024495	CL(12:0/15:1(11Z)/15:1(9Z)/26:1(9Z))	CL(12:0/15:1(11Z)/15:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(9Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-29-26-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-46-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-30-27-23-19-15-11-7-3/h15,19,22,26,39-40,72-74,79H,5-14,16-18,20-21,23-25,27-38,41-71H2,1-4H3,(H,84,85)(H,86,87)/b19-15-,26-22-,40-39-/t72-,73+,74+/m0/s1	VOVMKWXQPCNERX-BKLNEHQYSA-N	1417.003527			MMDBc0037694
BASm0024496	CL(12:0/15:1(11Z)/15:1(9Z)/28:0)	CL(12:0/15:1(11Z)/15:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(9Z)/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-30-27-23-19-15-11-7-3/h15,19,22,26,73-75,80H,5-14,16-18,20-21,23-25,27-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,26-22-/t73-,74+,75+/m0/s1	BLQIPTOVAFYEJF-RWPODRPRSA-N	1433.034827			MMDBc0037695
BASm0024497	CL(12:0/15:1(11Z)/15:1(9Z)/28:1(11Z))	CL(12:0/15:1(11Z)/15:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(9Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-30-27-23-19-15-11-7-3/h15,19,22,26,38-39,73-75,80H,5-14,16-18,20-21,23-25,27-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,26-22-,39-38-/t73-,74+,75+/m0/s1	OETQQSKDXSTLDN-DUOQJLBYSA-N	1431.019177			MMDBc0037696
BASm0024498	CL(12:0/15:1(11Z)/15:1(9Z)/28:1(9Z))	CL(12:0/15:1(11Z)/15:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(9Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-30-27-23-19-15-11-7-3/h15,19,22,26,40-41,73-75,80H,5-14,16-18,20-21,23-25,27-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,26-22-,41-40-/t73-,74+,75+/m0/s1	GKDLIIIIOUSOID-HAWBWNDXSA-N	1431.019177			MMDBc0037697
BASm0024499	CL(12:0/15:1(11Z)/15:1(9Z)/30:0)	CL(12:0/15:1(11Z)/15:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/15:1(9Z)/30:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-44-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-30-27-23-19-15-11-7-3/h15,19,22,26,75-77,82H,5-14,16-18,20-21,23-25,27-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,26-22-/t75-,76+,77+/m0/s1	HPFJBLHBEVPZPB-DOUCVGOGSA-N	1461.066127			MMDBc0037698
BASm0024500	CL(12:0/15:1(11Z)/16:0/23:1(11Z))	CL(12:0/15:1(11Z)/16:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/16:0/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-30-27-23-19-15-11-7-3/h15,19,34-35,69-71,76H,5-14,16-18,20-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,35-34-/t69-,70+,71+/m0/s1	DJBDBTPPWFMQLW-XTDVBSEPSA-N	1376.972227			MMDBc0037699
BASm0024501	CL(12:0/15:1(11Z)/16:0/23:1(9Z))	CL(12:0/15:1(11Z)/16:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/16:0/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-30-27-23-19-15-11-7-3/h15,19,36-37,69-71,76H,5-14,16-18,20-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,37-36-/t69-,70+,71+/m0/s1	PJUYZZVIFMOBIY-FQPMJQDASA-N	1376.972227			MMDBc0037700
BASm0024502	CL(12:0/15:1(11Z)/16:0/25:0)	CL(12:0/15:1(11Z)/16:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/16:0/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h15,19,71-73,78H,5-14,16-18,20-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-/t71-,72+,73+/m0/s1	ZFHYOIQWPIYRCR-NULMNLMPSA-N	1407.019177			MMDBc0037701
BASm0024503	CL(12:0/15:1(11Z)/16:0/25:1(11Z))	CL(12:0/15:1(11Z)/16:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/16:0/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h15,19,36-37,71-73,78H,5-14,16-18,20-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,37-36-/t71-,72+,73+/m0/s1	FOUOYALSPIFXII-GNXKFXQASA-N	1405.003527			MMDBc0037702
BASm0024504	CL(12:0/15:1(11Z)/16:0/25:1(9Z))	CL(12:0/15:1(11Z)/16:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/16:0/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h15,19,38-39,71-73,78H,5-14,16-18,20-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,39-38-/t71-,72+,73+/m0/s1	AZWKHEDHMUJBFP-PUAQKSHKSA-N	1405.003527			MMDBc0037703
BASm0024505	CL(12:0/15:1(11Z)/16:0/27:0)	CL(12:0/15:1(11Z)/16:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/16:0/27:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h15,19,73-75,80H,5-14,16-18,20-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-/t73-,74+,75+/m0/s1	CTQMRQOAYOCIMQ-YCJBIYMCSA-N	1435.050477			MMDBc0037704
BASm0024506	CL(12:0/15:1(11Z)/16:0/27:1(11Z))	CL(12:0/15:1(11Z)/16:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/16:0/27:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h15,19,38-39,73-75,80H,5-14,16-18,20-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,39-38-/t73-,74+,75+/m0/s1	LPNBABTVDKWURC-UBBVTJJMSA-N	1433.034827			MMDBc0037705
BASm0024507	CL(12:0/15:1(11Z)/16:0/27:1(9Z))	CL(12:0/15:1(11Z)/16:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/16:0/27:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h15,19,40-41,73-75,80H,5-14,16-18,20-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,41-40-/t73-,74+,75+/m0/s1	QRYNVOUSWIFLNM-JQNIFTRCSA-N	1433.034827			MMDBc0037706
BASm0024508	CL(12:0/15:1(11Z)/16:0/29:0)	CL(12:0/15:1(11Z)/16:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/16:0/29:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h15,19,75-77,82H,5-14,16-18,20-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-/t75-,76+,77+/m0/s1	SKNFAUSAUUTHRY-QHNJBUPOSA-N	1463.081778			MMDBc0037707
BASm0024509	CL(12:0/15:1(11Z)/16:1(11Z)/23:1(11Z))	CL(12:0/15:1(11Z)/16:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/16:1(11Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-30-27-23-19-15-11-7-3/h15,18-19,22,34-35,69-71,76H,5-14,16-17,20-21,23-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,22-18-,35-34-/t69-,70+,71+/m0/s1	WBXBSOQDHWNCSA-LNWKJCQKSA-N	1374.956577			MMDBc0037708
BASm0024510	CL(12:0/15:1(11Z)/16:1(11Z)/23:1(9Z))	CL(12:0/15:1(11Z)/16:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/16:1(11Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-30-27-23-19-15-11-7-3/h15,18-19,22,36-37,69-71,76H,5-14,16-17,20-21,23-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,22-18-,37-36-/t69-,70+,71+/m0/s1	RBMJYPAEFSVKPX-PQDWZURMSA-N	1374.956577			MMDBc0037709
BASm0024511	CL(12:0/15:1(11Z)/16:1(11Z)/25:0)	CL(12:0/15:1(11Z)/16:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/16:1(11Z)/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h15,18-19,22,71-73,78H,5-14,16-17,20-21,23-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,22-18-/t71-,72+,73+/m0/s1	ARWNKYKVGGCDEV-ZQLSXOMVSA-N	1405.003527			MMDBc0037710
BASm0024512	CL(12:0/15:1(11Z)/16:1(11Z)/25:1(11Z))	CL(12:0/15:1(11Z)/16:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/16:1(11Z)/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h15,18-19,22,36-37,71-73,78H,5-14,16-17,20-21,23-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,22-18-,37-36-/t71-,72+,73+/m0/s1	LFEQRSCLRCIKDB-LIOITZTMSA-N	1402.987877			MMDBc0037711
BASm0024513	CL(12:0/15:1(11Z)/16:1(11Z)/25:1(9Z))	CL(12:0/15:1(11Z)/16:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/16:1(11Z)/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h15,18-19,22,38-39,71-73,78H,5-14,16-17,20-21,23-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,22-18-,39-38-/t71-,72+,73+/m0/s1	KFLLOLWTUQHQMH-FHFPOQSESA-N	1402.987877			MMDBc0037712
BASm0024514	CL(12:0/15:1(11Z)/16:1(11Z)/27:0)	CL(12:0/15:1(11Z)/16:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/16:1(11Z)/27:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h15,18-19,22,73-75,80H,5-14,16-17,20-21,23-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,22-18-/t73-,74+,75+/m0/s1	PMUYAGOQPVRQKC-WOMNFVSNSA-N	1433.034827			MMDBc0037713
BASm0024515	CL(12:0/15:1(11Z)/16:1(11Z)/27:1(11Z))	CL(12:0/15:1(11Z)/16:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/16:1(11Z)/27:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h15,18-19,22,38-39,73-75,80H,5-14,16-17,20-21,23-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,22-18-,39-38-/t73-,74+,75+/m0/s1	RUBVELREZIQUHN-SMLGOWJGSA-N	1431.019177			MMDBc0037714
BASm0024516	CL(12:0/15:1(11Z)/16:1(11Z)/27:1(9Z))	CL(12:0/15:1(11Z)/16:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/16:1(11Z)/27:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h15,18-19,22,40-41,73-75,80H,5-14,16-17,20-21,23-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,22-18-,41-40-/t73-,74+,75+/m0/s1	SKMSVWPCSYWPPS-QOQRHNDKSA-N	1431.019177			MMDBc0037715
BASm0024517	CL(12:0/15:1(11Z)/16:1(11Z)/29:0)	CL(12:0/15:1(11Z)/16:1(11Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/16:1(11Z)/29:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h15,18-19,22,75-77,82H,5-14,16-17,20-21,23-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,22-18-/t75-,76+,77+/m0/s1	OWOHODKQKFQCAR-FVFDNUKSSA-N	1461.066127			MMDBc0037716
BASm0024518	CL(12:0/15:1(11Z)/16:1(9Z)/23:1(11Z))	CL(12:0/15:1(11Z)/16:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/16:1(9Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-30-27-23-19-15-11-7-3/h15,19,26,29,34-35,69-71,76H,5-14,16-18,20-25,27-28,30-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,29-26-,35-34-/t69-,70+,71+/m0/s1	SNOHWKBDAZEDFQ-IRPHRAIJSA-N	1374.956577			MMDBc0037717
BASm0024519	CL(12:0/15:1(11Z)/16:1(9Z)/23:1(9Z))	CL(12:0/15:1(11Z)/16:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/16:1(9Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-30-27-23-19-15-11-7-3/h15,19,26,29,36-37,69-71,76H,5-14,16-18,20-25,27-28,30-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,29-26-,37-36-/t69-,70+,71+/m0/s1	LPYJQGXJMSMDNU-CFKOZDCRSA-N	1374.956577			MMDBc0037718
BASm0024520	CL(12:0/15:1(11Z)/16:1(9Z)/25:0)	CL(12:0/15:1(11Z)/16:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/16:1(9Z)/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h15,19,26,29,71-73,78H,5-14,16-18,20-25,27-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,29-26-/t71-,72+,73+/m0/s1	YNUDGWGNCKNNAE-JHQDUSGCSA-N	1405.003527			MMDBc0037719
BASm0024521	CL(12:0/15:1(11Z)/16:1(9Z)/25:1(11Z))	CL(12:0/15:1(11Z)/16:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/16:1(9Z)/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h15,19,26,29,36-37,71-73,78H,5-14,16-18,20-25,27-28,30-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,29-26-,37-36-/t71-,72+,73+/m0/s1	MNOVKAHMFIJACI-VIHPHGLNSA-N	1402.987877			MMDBc0037720
BASm0024522	CL(12:0/15:1(11Z)/16:1(9Z)/25:1(9Z))	CL(12:0/15:1(11Z)/16:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/16:1(9Z)/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h15,19,26,29,38-39,71-73,78H,5-14,16-18,20-25,27-28,30-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,29-26-,39-38-/t71-,72+,73+/m0/s1	LGPWXVDFJDLHNK-VHPVKGTKSA-N	1402.987877			MMDBc0037721
BASm0024523	CL(12:0/15:1(11Z)/16:1(9Z)/27:0)	CL(12:0/15:1(11Z)/16:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/16:1(9Z)/27:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h15,19,26,29,73-75,80H,5-14,16-18,20-25,27-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,29-26-/t73-,74+,75+/m0/s1	YTMZSPVUVMJRER-QKQZQUCHSA-N	1433.034827			MMDBc0037722
BASm0024524	CL(12:0/15:1(11Z)/16:1(9Z)/27:1(11Z))	CL(12:0/15:1(11Z)/16:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/16:1(9Z)/27:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h15,19,26,29,38-39,73-75,80H,5-14,16-18,20-25,27-28,30-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,29-26-,39-38-/t73-,74+,75+/m0/s1	UMPQFTCSZCQEHD-JARLTZNDSA-N	1431.019177			MMDBc0037723
BASm0024525	CL(12:0/15:1(11Z)/16:1(9Z)/27:1(9Z))	CL(12:0/15:1(11Z)/16:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/16:1(9Z)/27:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h15,19,26,29,40-41,73-75,80H,5-14,16-18,20-25,27-28,30-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,29-26-,41-40-/t73-,74+,75+/m0/s1	AEADFXSBDGQAIX-SCNGQCGYSA-N	1431.019177			MMDBc0037724
BASm0024526	CL(12:0/15:1(11Z)/16:1(9Z)/29:0)	CL(12:0/15:1(11Z)/16:1(9Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/16:1(9Z)/29:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h15,19,26,29,75-77,82H,5-14,16-18,20-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,29-26-/t75-,76+,77+/m0/s1	WCSRISVGGIYCOM-FLEASQGWSA-N	1461.066127			MMDBc0037725
BASm0024527	CL(12:0/15:1(11Z)/18:0/23:1(11Z))	CL(12:0/15:1(11Z)/18:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/18:0/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h15,19,35-36,71-73,78H,5-14,16-18,20-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,36-35-/t71-,72+,73+/m0/s1	LZMOWWYGXSJFEF-LUXOEWIUSA-N	1405.003527			MMDBc0037726
BASm0024528	CL(12:0/15:1(11Z)/18:0/23:1(9Z))	CL(12:0/15:1(11Z)/18:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/18:0/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h15,19,37,39,71-73,78H,5-14,16-18,20-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,39-37-/t71-,72+,73+/m0/s1	CUYVDURPEFJTSU-OOJWPBCMSA-N	1405.003527			MMDBc0037727
BASm0024529	CL(12:0/15:1(11Z)/18:0/25:0)	CL(12:0/15:1(11Z)/18:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/18:0/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h15,19,73-75,80H,5-14,16-18,20-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-/t73-,74+,75+/m0/s1	QVILSDMMEXRAFX-YCJBIYMCSA-N	1435.050477			MMDBc0037728
BASm0024530	CL(12:0/15:1(11Z)/18:0/25:1(11Z))	CL(12:0/15:1(11Z)/18:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/18:0/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h15,19,37-38,73-75,80H,5-14,16-18,20-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,38-37-/t73-,74+,75+/m0/s1	SLVMPKVKWVMMMD-OPLHFLKASA-N	1433.034827			MMDBc0037729
BASm0024531	CL(12:0/15:1(11Z)/18:0/25:1(9Z))	CL(12:0/15:1(11Z)/18:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/18:0/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h15,19,39,41,73-75,80H,5-14,16-18,20-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,41-39-/t73-,74+,75+/m0/s1	KRWMVKDOJLMQPT-FVHCCABDSA-N	1433.034827			MMDBc0037730
BASm0024532	CL(12:0/15:1(11Z)/18:0/27:0)	CL(12:0/15:1(11Z)/18:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/18:0/27:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h15,19,75-77,82H,5-14,16-18,20-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-/t75-,76+,77+/m0/s1	FXGALZNNOOVZPM-QHNJBUPOSA-N	1463.081778			MMDBc0037731
BASm0024533	CL(12:0/15:1(11Z)/18:0/27:1(11Z))	CL(12:0/15:1(11Z)/18:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/18:0/27:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h15,19,39-40,75-77,82H,5-14,16-18,20-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,40-39-/t75-,76+,77+/m0/s1	DFKJNEIKTIPQRF-OJFFHCJPSA-N	1461.066127			MMDBc0037732
BASm0024534	CL(12:0/15:1(11Z)/18:0/27:1(9Z))	CL(12:0/15:1(11Z)/18:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/18:0/27:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h15,19,41,43,75-77,82H,5-14,16-18,20-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,43-41-/t75-,76+,77+/m0/s1	BXBPCVKGHWORES-XUNYZCKHSA-N	1461.066127			MMDBc0037733
BASm0024535	CL(12:0/15:1(11Z)/18:1(11Z)/23:1(11Z))	CL(12:0/15:1(11Z)/18:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/18:1(11Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h15,19,26,29,35-36,71-73,78H,5-14,16-18,20-25,27-28,30-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,29-26-,36-35-/t71-,72+,73+/m0/s1	DKYNCPLIZSARQJ-ZEWNJHANSA-N	1402.987877			MMDBc0037734
BASm0024536	CL(12:0/15:1(11Z)/18:1(11Z)/23:1(9Z))	CL(12:0/15:1(11Z)/18:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/18:1(11Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h15,19,26,29,37,39,71-73,78H,5-14,16-18,20-25,27-28,30-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,29-26-,39-37-/t71-,72+,73+/m0/s1	HOUILMFOQCRFRH-OHRMOPPESA-N	1402.987877			MMDBc0037735
BASm0024537	CL(12:0/15:1(11Z)/18:1(11Z)/25:0)	CL(12:0/15:1(11Z)/18:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/18:1(11Z)/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h15,19,26,29,73-75,80H,5-14,16-18,20-25,27-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,29-26-/t73-,74+,75+/m0/s1	JVGQSRYDDLIHNU-QKQZQUCHSA-N	1433.034827			MMDBc0037736
BASm0024538	CL(12:0/15:1(11Z)/18:1(11Z)/25:1(11Z))	CL(12:0/15:1(11Z)/18:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/18:1(11Z)/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h15,19,26,29,37-38,73-75,80H,5-14,16-18,20-25,27-28,30-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,29-26-,38-37-/t73-,74+,75+/m0/s1	KHUKXUNLGAJRNJ-UGFXGHOHSA-N	1431.019177			MMDBc0037737
BASm0024539	CL(12:0/15:1(11Z)/18:1(11Z)/25:1(9Z))	CL(12:0/15:1(11Z)/18:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/18:1(11Z)/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h15,19,26,29,39,41,73-75,80H,5-14,16-18,20-25,27-28,30-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,29-26-,41-39-/t73-,74+,75+/m0/s1	VZNAAKXCOVFLMB-LMNJLWCGSA-N	1431.019177			MMDBc0037738
BASm0024540	CL(12:0/15:1(11Z)/18:1(11Z)/27:0)	CL(12:0/15:1(11Z)/18:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/18:1(11Z)/27:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h15,19,26,29,75-77,82H,5-14,16-18,20-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,29-26-/t75-,76+,77+/m0/s1	VYWFILHWSBCVCH-FLEASQGWSA-N	1461.066127			MMDBc0037739
BASm0024541	CL(12:0/15:1(11Z)/18:1(11Z)/27:1(11Z))	CL(12:0/15:1(11Z)/18:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/18:1(11Z)/27:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h15,19,26,29,39-40,75-77,82H,5-14,16-18,20-25,27-28,30-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,29-26-,40-39-/t75-,76+,77+/m0/s1	ZFFFVHHYGSXBCW-XIJAEXSMSA-N	1459.050477			MMDBc0037740
BASm0024542	CL(12:0/15:1(11Z)/18:1(11Z)/27:1(9Z))	CL(12:0/15:1(11Z)/18:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/18:1(11Z)/27:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h15,19,26,29,41,43,75-77,82H,5-14,16-18,20-25,27-28,30-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,29-26-,43-41-/t75-,76+,77+/m0/s1	XEQSKODHKIFFCB-QPAFXPSYSA-N	1459.050477			MMDBc0037741
BASm0024543	CL(12:0/15:1(11Z)/18:1(9Z)/23:1(11Z))	CL(12:0/15:1(11Z)/18:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/18:1(9Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h15,19,32,35-36,38,71-73,78H,5-14,16-18,20-31,33-34,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,36-35-,38-32-/t71-,72+,73+/m0/s1	JDPVKQPMCRPTFA-ANZAFBALSA-N	1402.987877			MMDBc0037742
BASm0024544	CL(12:0/15:1(11Z)/18:1(9Z)/23:1(9Z))	CL(12:0/15:1(11Z)/18:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/18:1(9Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h15,19,32,37-39,71-73,78H,5-14,16-18,20-31,33-36,40-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,38-32-,39-37-/t71-,72+,73+/m0/s1	OOBGIPXZPGHHGN-CYVGFJQISA-N	1402.987877			MMDBc0037743
BASm0024545	CL(12:0/15:1(11Z)/18:1(9Z)/25:0)	CL(12:0/15:1(11Z)/18:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/18:1(9Z)/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h15,19,32,40,73-75,80H,5-14,16-18,20-31,33-39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,40-32-/t73-,74+,75+/m0/s1	QCTRDGTXMZHWFS-POJOMXRGSA-N	1433.034827			MMDBc0037744
BASm0024546	CL(12:0/15:1(11Z)/18:1(9Z)/25:1(11Z))	CL(12:0/15:1(11Z)/18:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/18:1(9Z)/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h15,19,32,37-38,40,73-75,80H,5-14,16-18,20-31,33-36,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,38-37-,40-32-/t73-,74+,75+/m0/s1	AEZPHZHAEXIIOO-SGEDCXILSA-N	1431.019177			MMDBc0037745
BASm0024547	CL(12:0/15:1(11Z)/18:1(9Z)/25:1(9Z))	CL(12:0/15:1(11Z)/18:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/18:1(9Z)/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h15,19,32,39-41,73-75,80H,5-14,16-18,20-31,33-38,42-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,40-32-,41-39-/t73-,74+,75+/m0/s1	WDRDJPNGPKITJP-CBYWJNJGSA-N	1431.019177			MMDBc0037746
BASm0024548	CL(12:0/15:1(11Z)/18:1(9Z)/27:0)	CL(12:0/15:1(11Z)/18:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/18:1(9Z)/27:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h15,19,32,42,75-77,82H,5-14,16-18,20-31,33-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,42-32-/t75-,76+,77+/m0/s1	JDJFYJNXYDDZNI-INGBQOJZSA-N	1461.066127			MMDBc0037747
BASm0024549	CL(12:0/15:1(11Z)/18:1(9Z)/27:1(11Z))	CL(12:0/15:1(11Z)/18:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/18:1(9Z)/27:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h15,19,32,39-40,42,75-77,82H,5-14,16-18,20-31,33-38,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,40-39-,42-32-/t75-,76+,77+/m0/s1	QOPRGVKTLGKPDK-QIYCCDBNSA-N	1459.050477			MMDBc0037748
BASm0024550	CL(12:0/15:1(11Z)/18:1(9Z)/27:1(9Z))	CL(12:0/15:1(11Z)/18:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/18:1(9Z)/27:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h15,19,32,41-43,75-77,82H,5-14,16-18,20-31,33-40,44-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,42-32-,43-41-/t75-,76+,77+/m0/s1	ZBODVDZEKZFHOD-HMKBGFMZSA-N	1459.050477			MMDBc0037749
BASm0024551	CL(12:0/15:1(11Z)/20:0/23:1(11Z))	CL(12:0/15:1(11Z)/20:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/20:0/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h15,19,36-37,73-75,80H,5-14,16-18,20-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,37-36-/t73-,74+,75+/m0/s1	LJOVYSNNCMVSSO-IALXMNGRSA-N	1433.034827			MMDBc0037750
BASm0024552	CL(12:0/15:1(11Z)/20:0/23:1(9Z))	CL(12:0/15:1(11Z)/20:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/20:0/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h15,19,39,41,73-75,80H,5-14,16-18,20-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,41-39-/t73-,74+,75+/m0/s1	ZUZXIMGZTJMQJD-FVHCCABDSA-N	1433.034827			MMDBc0037751
BASm0024553	CL(12:0/15:1(11Z)/20:0/25:0)	CL(12:0/15:1(11Z)/20:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/20:0/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h15,19,75-77,82H,5-14,16-18,20-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-/t75-,76+,77+/m0/s1	KXCAFIOVDVCLEK-QHNJBUPOSA-N	1463.081778			MMDBc0037752
BASm0024554	CL(12:0/15:1(11Z)/20:0/25:1(11Z))	CL(12:0/15:1(11Z)/20:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/20:0/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h15,19,38-39,75-77,82H,5-14,16-18,20-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,39-38-/t75-,76+,77+/m0/s1	ZUFAZUUPWMPHIS-JYDQGHNLSA-N	1461.066127			MMDBc0037753
BASm0024555	CL(12:0/15:1(11Z)/20:0/25:1(9Z))	CL(12:0/15:1(11Z)/20:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/20:0/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h15,19,41,43,75-77,82H,5-14,16-18,20-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,43-41-/t75-,76+,77+/m0/s1	OBAAJKJQZNNWCV-XUNYZCKHSA-N	1461.066127			MMDBc0037754
BASm0024556	CL(12:0/15:1(11Z)/20:1(11Z)/23:1(11Z))	CL(12:0/15:1(11Z)/20:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/20:1(11Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h15,19,32,34,36-37,73-75,80H,5-14,16-18,20-31,33,35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,34-32-,37-36-/t73-,74+,75+/m0/s1	IXIKPKVNYNYMFA-YNVNWOPFSA-N	1431.019177			MMDBc0037755
BASm0024557	CL(12:0/15:1(11Z)/20:1(11Z)/23:1(9Z))	CL(12:0/15:1(11Z)/20:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/20:1(11Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h15,19,32,34,39,41,73-75,80H,5-14,16-18,20-31,33,35-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,34-32-,41-39-/t73-,74+,75+/m0/s1	WEOITKZPJKDBAO-RHUCLYDQSA-N	1431.019177			MMDBc0037756
BASm0024558	CL(12:0/15:1(11Z)/20:1(11Z)/25:0)	CL(12:0/15:1(11Z)/20:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/20:1(11Z)/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h15,19,32,34,75-77,82H,5-14,16-18,20-31,33,35-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,34-32-/t75-,76+,77+/m0/s1	KAOXBXIIPURAIV-TYQANSBDSA-N	1461.066127			MMDBc0037757
BASm0024559	CL(12:0/15:1(11Z)/20:1(11Z)/25:1(11Z))	CL(12:0/15:1(11Z)/20:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/20:1(11Z)/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h15,19,32,34,38-39,75-77,82H,5-14,16-18,20-31,33,35-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,34-32-,39-38-/t75-,76+,77+/m0/s1	OPWZHCCQOVZLBA-NRTPRVKTSA-N	1459.050477			MMDBc0037758
BASm0024560	CL(12:0/15:1(11Z)/20:1(11Z)/25:1(9Z))	CL(12:0/15:1(11Z)/20:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/20:1(11Z)/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h15,19,32,34,41,43,75-77,82H,5-14,16-18,20-31,33,35-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,34-32-,43-41-/t75-,76+,77+/m0/s1	RWBWNSADQPZFKX-QNJKIMPXSA-N	1459.050477			MMDBc0037759
BASm0024561	CL(12:0/15:1(11Z)/20:1(13Z)/23:1(11Z))	CL(12:0/15:1(11Z)/20:1(13Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/20:1(13Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h15,19,26,29,36-37,73-75,80H,5-14,16-18,20-25,27-28,30-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,29-26-,37-36-/t73-,74+,75+/m0/s1	LXGHUACGTLKAOF-UMQORCAFSA-N	1431.019177			MMDBc0037760
BASm0024562	CL(12:0/15:1(11Z)/20:1(13Z)/23:1(9Z))	CL(12:0/15:1(11Z)/20:1(13Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/20:1(13Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h15,19,26,29,39,41,73-75,80H,5-14,16-18,20-25,27-28,30-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,29-26-,41-39-/t73-,74+,75+/m0/s1	YNZMXYNNDNOOFD-LMNJLWCGSA-N	1431.019177			MMDBc0037761
BASm0024563	CL(12:0/15:1(11Z)/20:1(13Z)/25:0)	CL(12:0/15:1(11Z)/20:1(13Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/20:1(13Z)/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h15,19,26,29,75-77,82H,5-14,16-18,20-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,29-26-/t75-,76+,77+/m0/s1	HLOVHQKLMIVQHC-FLEASQGWSA-N	1461.066127			MMDBc0037762
BASm0024564	CL(12:0/15:1(11Z)/20:1(13Z)/25:1(11Z))	CL(12:0/15:1(11Z)/20:1(13Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/20:1(13Z)/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h15,19,26,29,38-39,75-77,82H,5-14,16-18,20-25,27-28,30-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,29-26-,39-38-/t75-,76+,77+/m0/s1	KAQFQSNOZRCYIZ-CAGOXTKPSA-N	1459.050477			MMDBc0037763
BASm0024565	CL(12:0/15:1(11Z)/20:1(13Z)/25:1(9Z))	CL(12:0/15:1(11Z)/20:1(13Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/20:1(13Z)/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h15,19,26,29,41,43,75-77,82H,5-14,16-18,20-25,27-28,30-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,29-26-,43-41-/t75-,76+,77+/m0/s1	GKWMOJXMCWDRGL-QPAFXPSYSA-N	1459.050477			MMDBc0037764
BASm0024566	CL(12:0/15:1(11Z)/22:0/23:1(11Z))	CL(12:0/15:1(11Z)/22:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/22:0/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h15,19,37,39,75-77,82H,5-14,16-18,20-36,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,39-37-/t75-,76+,77+/m0/s1	BFNXAAZWIRPTNR-IVEHEVGTSA-N	1461.066127			MMDBc0037765
BASm0024567	CL(12:0/15:1(11Z)/22:0/23:1(9Z))	CL(12:0/15:1(11Z)/22:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/22:0/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h15,19,41,43,75-77,82H,5-14,16-18,20-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,43-41-/t75-,76+,77+/m0/s1	HECYIKSANQXTDH-XUNYZCKHSA-N	1461.066127			MMDBc0037766
BASm0024568	CL(12:0/15:1(11Z)/22:1(11Z)/23:1(11Z))	CL(12:0/15:1(11Z)/22:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/22:1(11Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h15,19,36-39,75-77,82H,5-14,16-18,20-35,40-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,38-36-,39-37-/t75-,76+,77+/m0/s1	LFPSLDZUJLIQIL-ASIHNJHMSA-N	1459.050477			MMDBc0037767
BASm0024569	CL(12:0/15:1(11Z)/22:1(11Z)/23:1(9Z))	CL(12:0/15:1(11Z)/22:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/22:1(11Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h15,19,36,38,41,43,75-77,82H,5-14,16-18,20-35,37,39-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,38-36-,43-41-/t75-,76+,77+/m0/s1	UUPNZGDKOURIST-DCOTZHRRSA-N	1459.050477			MMDBc0037768
BASm0024570	CL(12:0/15:1(11Z)/22:1(9Z)/23:1(11Z))	CL(12:0/15:1(11Z)/22:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/22:1(9Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h15,19,37,39-40,42,75-77,82H,5-14,16-18,20-36,38,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,39-37-,42-40-/t75-,76+,77+/m0/s1	DZGYVBZQPKDTNY-QHVNETTOSA-N	1459.050477			MMDBc0037769
BASm0024571	CL(12:0/15:1(11Z)/22:1(9Z)/23:1(9Z))	CL(12:0/15:1(11Z)/22:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(11Z)/22:1(9Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h15,19,40-43,75-77,82H,5-14,16-18,20-39,44-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,42-40-,43-41-/t75-,76+,77+/m0/s1	FORXLRPENDMJDS-UJKLXQCTSA-N	1459.050477			MMDBc0037770
BASm0024572	CL(12:0/15:1(9Z)/15:1(11Z)/18:0)	CL(12:0/15:1(9Z)/15:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(11Z)/18:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-30-27-23-19-15-11-7-3/h14,18,23,27,63-65,70H,5-13,15-17,19-22,24-26,28-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,27-23-/t63-,64+,65+/m0/s1	VVHGFPDGWUKVGK-BPSVGMRISA-N	1292.878327			MMDBc0037771
BASm0024573	CL(12:0/15:1(9Z)/15:1(11Z)/18:1(11Z))	CL(12:0/15:1(9Z)/15:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(11Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-30-27-23-19-15-11-7-3/h14,18,23,25,27-28,63-65,70H,5-13,15-17,19-22,24,26,29-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,27-23-,28-25-/t63-,64+,65+/m0/s1	BOEHBPNUBZRIBT-ZMEGHUFYSA-N	1290.862677			MMDBc0037772
BASm0024574	CL(12:0/15:1(9Z)/15:1(11Z)/18:1(9Z))	CL(12:0/15:1(9Z)/15:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(11Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-30-27-23-19-15-11-7-3/h14,18,23,27,31-32,63-65,70H,5-13,15-17,19-22,24-26,28-30,33-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,27-23-,32-31-/t63-,64+,65+/m0/s1	RSJFBZLTKOPRAI-ZRZAVKBLSA-N	1290.862677			MMDBc0037773
BASm0024575	CL(12:0/15:1(9Z)/15:1(11Z)/20:0)	CL(12:0/15:1(9Z)/15:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(11Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-30-27-23-19-15-11-7-3/h14,18,23,27,65-67,72H,5-13,15-17,19-22,24-26,28-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,27-23-/t65-,66+,67+/m0/s1	LMOYHHNKBAUMKE-ASUNPMQLSA-N	1320.909627			MMDBc0037774
BASm0024576	CL(12:0/15:1(9Z)/15:1(11Z)/20:1(11Z))	CL(12:0/15:1(9Z)/15:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-30-27-23-19-15-11-7-3/h14,18,23,27,31-32,65-67,72H,5-13,15-17,19-22,24-26,28-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,27-23-,32-31-/t65-,66+,67+/m0/s1	OAGFJNPPAMJNBQ-ZRQXEUBOSA-N	1318.893977			MMDBc0037775
BASm0024577	CL(12:0/15:1(9Z)/15:1(11Z)/20:1(13Z))	CL(12:0/15:1(9Z)/15:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-30-27-23-19-15-11-7-3/h14,18,23,25,27-28,65-67,72H,5-13,15-17,19-22,24,26,29-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,27-23-,28-25-/t65-,66+,67+/m0/s1	DYTIKGVZFRXXKS-LPLXXZQZSA-N	1318.893977			MMDBc0037776
BASm0024578	CL(12:0/15:1(9Z)/15:1(11Z)/22:0)	CL(12:0/15:1(9Z)/15:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-30-27-23-19-15-11-7-3/h14,18,23,27,67-69,74H,5-13,15-17,19-22,24-26,28-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,27-23-/t67-,68+,69+/m0/s1	JRXSQZRXJJCBMG-MFKYBOHESA-N	1348.940927			MMDBc0037777
BASm0024579	CL(12:0/15:1(9Z)/15:1(11Z)/22:1(11Z))	CL(12:0/15:1(9Z)/15:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-30-27-23-19-15-11-7-3/h14,18,23,27,33-34,67-69,74H,5-13,15-17,19-22,24-26,28-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,27-23-,34-33-/t67-,68+,69+/m0/s1	WQUUMYFZHAQPBW-JQGLDCGBSA-N	1346.925277			MMDBc0037778
BASm0024580	CL(12:0/15:1(9Z)/15:1(11Z)/22:1(9Z))	CL(12:0/15:1(9Z)/15:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-30-27-23-19-15-11-7-3/h14,18,23,27,35-36,67-69,74H,5-13,15-17,19-22,24-26,28-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,27-23-,36-35-/t67-,68+,69+/m0/s1	PJAPPVPAOJTPKO-CYRNMVTDSA-N	1346.925277			MMDBc0037779
BASm0024581	CL(12:0/15:1(9Z)/15:1(11Z)/24:0)	CL(12:0/15:1(9Z)/15:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-30-27-23-19-15-11-7-3/h14,18,23,27,69-71,76H,5-13,15-17,19-22,24-26,28-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,27-23-/t69-,70+,71+/m0/s1	GHHISEDYMZKDES-YMLQWQLSSA-N	1376.972227			MMDBc0037780
BASm0024582	CL(12:0/15:1(9Z)/15:1(11Z)/24:1(11Z))	CL(12:0/15:1(9Z)/15:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-30-27-23-19-15-11-7-3/h14,18,23,27,35-36,69-71,76H,5-13,15-17,19-22,24-26,28-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,27-23-,36-35-/t69-,70+,71+/m0/s1	VRWLYJVGYQNZTD-RKTWYCDFSA-N	1374.956577			MMDBc0037781
BASm0024583	CL(12:0/15:1(9Z)/15:1(11Z)/24:1(9Z))	CL(12:0/15:1(9Z)/15:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-30-27-23-19-15-11-7-3/h14,18,23,27,37-38,69-71,76H,5-13,15-17,19-22,24-26,28-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,27-23-,38-37-/t69-,70+,71+/m0/s1	SWJXLUXOUGYVTQ-CZAHENKCSA-N	1374.956577			MMDBc0037782
BASm0024584	CL(12:0/15:1(9Z)/15:1(11Z)/26:0)	CL(12:0/15:1(9Z)/15:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(11Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-30-27-23-19-15-11-7-3/h14,18,23,27,71-73,78H,5-13,15-17,19-22,24-26,28-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,27-23-/t71-,72+,73+/m0/s1	FQQQVCRLMLNGFQ-FWGNASDMSA-N	1405.003527			MMDBc0037783
BASm0024585	CL(12:0/15:1(9Z)/15:1(11Z)/26:1(11Z))	CL(12:0/15:1(9Z)/15:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(11Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-30-27-23-19-15-11-7-3/h14,18,23,27,36-37,71-73,78H,5-13,15-17,19-22,24-26,28-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,27-23-,37-36-/t71-,72+,73+/m0/s1	CRQLSYBGHAPEJF-BZEOZQERSA-N	1402.987877			MMDBc0037784
BASm0024586	CL(12:0/15:1(9Z)/15:1(11Z)/26:1(9Z))	CL(12:0/15:1(9Z)/15:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(11Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-29-26-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-46-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-30-27-23-19-15-11-7-3/h14,18,23,27,39-40,72-74,79H,5-13,15-17,19-22,24-26,28-38,41-71H2,1-4H3,(H,84,85)(H,86,87)/b18-14-,27-23-,40-39-/t72-,73+,74+/m0/s1	RSNXPKXLNWUANM-CXROCMPPSA-N	1417.003527			MMDBc0037785
BASm0024587	CL(12:0/15:1(9Z)/15:1(11Z)/28:0)	CL(12:0/15:1(9Z)/15:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(11Z)/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-30-27-23-19-15-11-7-3/h14,18,23,27,73-75,80H,5-13,15-17,19-22,24-26,28-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,27-23-/t73-,74+,75+/m0/s1	JJHMNEDQDREZSR-RJFQSKFVSA-N	1433.034827			MMDBc0037786
BASm0024588	CL(12:0/15:1(9Z)/15:1(11Z)/28:1(11Z))	CL(12:0/15:1(9Z)/15:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(11Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-30-27-23-19-15-11-7-3/h14,18,23,27,38-39,73-75,80H,5-13,15-17,19-22,24-26,28-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,27-23-,39-38-/t73-,74+,75+/m0/s1	UGFVCTFQEHEYRM-SYYQQLRNSA-N	1431.019177			MMDBc0037787
BASm0024589	CL(12:0/15:1(9Z)/15:1(11Z)/28:1(9Z))	CL(12:0/15:1(9Z)/15:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(11Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-30-27-23-19-15-11-7-3/h14,18,23,27,40-41,73-75,80H,5-13,15-17,19-22,24-26,28-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,27-23-,41-40-/t73-,74+,75+/m0/s1	UEQUODZAQOXDRQ-BQVJCVPPSA-N	1431.019177			MMDBc0037788
BASm0024590	CL(12:0/15:1(9Z)/15:1(11Z)/30:0)	CL(12:0/15:1(9Z)/15:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(11Z)/30:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-44-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-30-27-23-19-15-11-7-3/h14,18,23,27,75-77,82H,5-13,15-17,19-22,24-26,28-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,27-23-/t75-,76+,77+/m0/s1	YVFHCVPXVWDNCT-YPFHYCQWSA-N	1461.066127			MMDBc0037789
BASm0024591	CL(12:0/15:1(9Z)/15:1(9Z)/18:0)	CL(12:0/15:1(9Z)/15:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(9Z)/18:0) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-30-27-23-19-15-11-7-3/h22-23,26-27,63-65,70H,5-21,24-25,28-62H2,1-4H3,(H,75,76)(H,77,78)/b26-22-,27-23-/t63-,64+,65+/m0/s1	XQCZJTQLGGJAGD-TXWCYOLYSA-N	1292.878327			MMDBc0037790
BASm0024592	CL(12:0/15:1(9Z)/15:1(9Z)/18:1(11Z))	CL(12:0/15:1(9Z)/15:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(9Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-30-27-23-19-15-11-7-3/h22-23,25-28,63-65,70H,5-21,24,29-62H2,1-4H3,(H,75,76)(H,77,78)/b26-22-,27-23-,28-25-/t63-,64+,65+/m0/s1	XROZVUWIQUDMFJ-CLTAVGEBSA-N	1290.862677			MMDBc0037791
BASm0024593	CL(12:0/15:1(9Z)/15:1(9Z)/18:1(9Z))	CL(12:0/15:1(9Z)/15:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(9Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-31-32-33-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-29-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-30-27-23-19-15-11-7-3/h22-23,26-27,31-32,63-65,70H,5-21,24-25,28-30,33-62H2,1-4H3,(H,75,76)(H,77,78)/b26-22-,27-23-,32-31-/t63-,64+,65+/m0/s1	QAZDIOUVIGVQEL-XADOTQHUSA-N	1290.862677			MMDBc0037792
BASm0024594	CL(12:0/15:1(9Z)/15:1(9Z)/20:0)	CL(12:0/15:1(9Z)/15:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(9Z)/20:0) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-30-27-23-19-15-11-7-3/h22-23,26-27,65-67,72H,5-21,24-25,28-64H2,1-4H3,(H,77,78)(H,79,80)/b26-22-,27-23-/t65-,66+,67+/m0/s1	FARQNOICXGMLLW-QWHYHWNPSA-N	1320.909627			MMDBc0037793
BASm0024595	CL(12:0/15:1(9Z)/15:1(9Z)/20:1(11Z))	CL(12:0/15:1(9Z)/15:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(9Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-30-27-23-19-15-11-7-3/h22-23,26-27,31-32,65-67,72H,5-21,24-25,28-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b26-22-,27-23-,32-31-/t65-,66+,67+/m0/s1	VPJKEUIRRCIOGL-AKIPTLFFSA-N	1318.893977			MMDBc0037794
BASm0024596	CL(12:0/15:1(9Z)/15:1(9Z)/20:1(13Z))	CL(12:0/15:1(9Z)/15:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(9Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-30-27-23-19-15-11-7-3/h22-23,25-28,65-67,72H,5-21,24,29-64H2,1-4H3,(H,77,78)(H,79,80)/b26-22-,27-23-,28-25-/t65-,66+,67+/m0/s1	VVUXWJAMYWOGTF-ORLVBBEOSA-N	1318.893977			MMDBc0037795
BASm0024597	CL(12:0/15:1(9Z)/15:1(9Z)/22:0)	CL(12:0/15:1(9Z)/15:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(9Z)/22:0) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-30-27-23-19-15-11-7-3/h22-23,26-27,67-69,74H,5-21,24-25,28-66H2,1-4H3,(H,79,80)(H,81,82)/b26-22-,27-23-/t67-,68+,69+/m0/s1	OLYRMQHPWLYEKP-HOYGVKJSSA-N	1348.940927			MMDBc0037796
BASm0024598	CL(12:0/15:1(9Z)/15:1(9Z)/22:1(11Z))	CL(12:0/15:1(9Z)/15:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(9Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-30-27-23-19-15-11-7-3/h22-23,26-27,33-34,67-69,74H,5-21,24-25,28-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b26-22-,27-23-,34-33-/t67-,68+,69+/m0/s1	YIFVBXXSQGYZRA-DUHYRYQPSA-N	1346.925277			MMDBc0037797
BASm0024599	CL(12:0/15:1(9Z)/15:1(9Z)/22:1(9Z))	CL(12:0/15:1(9Z)/15:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(9Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-30-27-23-19-15-11-7-3/h22-23,26-27,35-36,67-69,74H,5-21,24-25,28-34,37-66H2,1-4H3,(H,79,80)(H,81,82)/b26-22-,27-23-,36-35-/t67-,68+,69+/m0/s1	HYKRGCWTFIRZAO-UHMHSQEASA-N	1346.925277			MMDBc0037798
BASm0024600	CL(12:0/15:1(9Z)/15:1(9Z)/24:0)	CL(12:0/15:1(9Z)/15:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(9Z)/24:0) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-30-27-23-19-15-11-7-3/h22-23,26-27,69-71,76H,5-21,24-25,28-68H2,1-4H3,(H,81,82)(H,83,84)/b26-22-,27-23-/t69-,70+,71+/m0/s1	PSACKJAHBYOFCE-QJAXFSLRSA-N	1376.972227			MMDBc0037799
BASm0024601	CL(12:0/15:1(9Z)/15:1(9Z)/24:1(11Z))	CL(12:0/15:1(9Z)/15:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(9Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-30-27-23-19-15-11-7-3/h22-23,26-27,35-36,69-71,76H,5-21,24-25,28-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b26-22-,27-23-,36-35-/t69-,70+,71+/m0/s1	WCTMJEBDPDJZPP-CTSKQUHJSA-N	1374.956577			MMDBc0037800
BASm0024602	CL(12:0/15:1(9Z)/15:1(9Z)/24:1(9Z))	CL(12:0/15:1(9Z)/15:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(9Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-30-27-23-19-15-11-7-3/h22-23,26-27,37-38,69-71,76H,5-21,24-25,28-36,39-68H2,1-4H3,(H,81,82)(H,83,84)/b26-22-,27-23-,38-37-/t69-,70+,71+/m0/s1	MPJVZXZTIFLTKB-SBTGPIPOSA-N	1374.956577			MMDBc0037801
BASm0024603	CL(12:0/15:1(9Z)/15:1(9Z)/26:0)	CL(12:0/15:1(9Z)/15:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(9Z)/26:0) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-30-27-23-19-15-11-7-3/h22-23,26-27,71-73,78H,5-21,24-25,28-70H2,1-4H3,(H,83,84)(H,85,86)/b26-22-,27-23-/t71-,72+,73+/m0/s1	UGRMFUZZWSQHMS-NEMBLPDPSA-N	1405.003527			MMDBc0037802
BASm0024604	CL(12:0/15:1(9Z)/15:1(9Z)/26:1(11Z))	CL(12:0/15:1(9Z)/15:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(9Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-30-27-23-19-15-11-7-3/h22-23,26-27,36-37,71-73,78H,5-21,24-25,28-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b26-22-,27-23-,37-36-/t71-,72+,73+/m0/s1	JKFZDVKINFWWGH-CJSJJFPNSA-N	1402.987877			MMDBc0037803
BASm0024605	CL(12:0/15:1(9Z)/15:1(9Z)/26:1(9Z))	CL(12:0/15:1(9Z)/15:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(9Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-29-26-22-18-14-10-6-2)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(68-88-75(80)62-58-54-50-46-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-30-27-23-19-15-11-7-3/h22-23,26-27,39-40,72-74,79H,5-21,24-25,28-38,41-71H2,1-4H3,(H,84,85)(H,86,87)/b26-22-,27-23-,40-39-/t72-,73+,74+/m0/s1	WIOWNLRMXWCPLI-CALRKWBESA-N	1417.003527			MMDBc0037804
BASm0024606	CL(12:0/15:1(9Z)/15:1(9Z)/28:0)	CL(12:0/15:1(9Z)/15:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(9Z)/28:0) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-30-27-23-19-15-11-7-3/h22-23,26-27,73-75,80H,5-21,24-25,28-72H2,1-4H3,(H,85,86)(H,87,88)/b26-22-,27-23-/t73-,74+,75+/m0/s1	WQHWYJACNTYITL-XNBPEOSDSA-N	1433.034827			MMDBc0037805
BASm0024607	CL(12:0/15:1(9Z)/15:1(9Z)/28:1(11Z))	CL(12:0/15:1(9Z)/15:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(9Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-30-27-23-19-15-11-7-3/h22-23,26-27,38-39,73-75,80H,5-21,24-25,28-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b26-22-,27-23-,39-38-/t73-,74+,75+/m0/s1	HNHDXUIAZNUPGE-RVSTYVIZSA-N	1431.019177			MMDBc0037806
BASm0024608	CL(12:0/15:1(9Z)/15:1(9Z)/28:1(9Z))	CL(12:0/15:1(9Z)/15:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(9Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-30-27-23-19-15-11-7-3/h22-23,26-27,40-41,73-75,80H,5-21,24-25,28-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b26-22-,27-23-,41-40-/t73-,74+,75+/m0/s1	WCGLCHJCXDLXOD-GCORSGKHSA-N	1431.019177			MMDBc0037807
BASm0024609	CL(12:0/15:1(9Z)/15:1(9Z)/30:0)	CL(12:0/15:1(9Z)/15:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/15:1(9Z)/30:0) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-44-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-30-27-23-19-15-11-7-3/h22-23,26-27,75-77,82H,5-21,24-25,28-74H2,1-4H3,(H,87,88)(H,89,90)/b26-22-,27-23-/t75-,76+,77+/m0/s1	OIPFAQCCHLXWLG-KAVDQCRKSA-N	1461.066127			MMDBc0037808
BASm0024610	CL(12:0/15:1(9Z)/16:0/23:1(11Z))	CL(12:0/15:1(9Z)/16:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/16:0/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-30-27-23-19-15-11-7-3/h23,27,34-35,69-71,76H,5-22,24-26,28-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b27-23-,35-34-/t69-,70+,71+/m0/s1	KQYKLAHSLMSPCZ-AYWNMYJUSA-N	1376.972227			MMDBc0037809
BASm0024611	CL(12:0/15:1(9Z)/16:0/23:1(9Z))	CL(12:0/15:1(9Z)/16:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/16:0/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-30-27-23-19-15-11-7-3/h23,27,36-37,69-71,76H,5-22,24-26,28-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b27-23-,37-36-/t69-,70+,71+/m0/s1	DGOVFTXWIRFSAO-LILPNWCXSA-N	1376.972227			MMDBc0037810
BASm0024612	CL(12:0/15:1(9Z)/16:0/25:0)	CL(12:0/15:1(9Z)/16:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/16:0/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h23,27,71-73,78H,5-22,24-26,28-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-/t71-,72+,73+/m0/s1	DTAKTUKXVAWLEQ-DNCBZPNCSA-N	1407.019177			MMDBc0037811
BASm0024613	CL(12:0/15:1(9Z)/16:0/25:1(11Z))	CL(12:0/15:1(9Z)/16:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/16:0/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h23,27,36-37,71-73,78H,5-22,24-26,28-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,37-36-/t71-,72+,73+/m0/s1	SZKYNJAIAUEXRP-GLKSNPGZSA-N	1405.003527			MMDBc0037812
BASm0024614	CL(12:0/15:1(9Z)/16:0/25:1(9Z))	CL(12:0/15:1(9Z)/16:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/16:0/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h23,27,38-39,71-73,78H,5-22,24-26,28-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,39-38-/t71-,72+,73+/m0/s1	YJFJVKPBYKPNJA-SSZHGDRVSA-N	1405.003527			MMDBc0037813
BASm0024615	CL(12:0/15:1(9Z)/16:0/27:0)	CL(12:0/15:1(9Z)/16:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/16:0/27:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h23,27,73-75,80H,5-22,24-26,28-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-/t73-,74+,75+/m0/s1	NJFPKBPFYSFTQN-KTXXJZOPSA-N	1435.050477			MMDBc0037814
BASm0024616	CL(12:0/15:1(9Z)/16:0/27:1(11Z))	CL(12:0/15:1(9Z)/16:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/16:0/27:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h23,27,38-39,73-75,80H,5-22,24-26,28-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,39-38-/t73-,74+,75+/m0/s1	ADJUVZXQLOMWST-IAMNTKQKSA-N	1433.034827			MMDBc0037815
BASm0024617	CL(12:0/15:1(9Z)/16:0/27:1(9Z))	CL(12:0/15:1(9Z)/16:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/16:0/27:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h23,27,40-41,73-75,80H,5-22,24-26,28-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,41-40-/t73-,74+,75+/m0/s1	XTWNVXHWQHQFNJ-KRJDIGQHSA-N	1433.034827			MMDBc0037816
BASm0024618	CL(12:0/15:1(9Z)/16:0/29:0)	CL(12:0/15:1(9Z)/16:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/16:0/29:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h23,27,75-77,82H,5-22,24-26,28-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-/t75-,76+,77+/m0/s1	MGZCCNVBTCVTJR-RPYUWSTNSA-N	1463.081778			MMDBc0037817
BASm0024619	CL(12:0/15:1(9Z)/16:1(11Z)/23:1(11Z))	CL(12:0/15:1(9Z)/16:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/16:1(11Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-30-27-23-19-15-11-7-3/h18,22-23,27,34-35,69-71,76H,5-17,19-21,24-26,28-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,27-23-,35-34-/t69-,70+,71+/m0/s1	RSSZQGVJBQRHCO-XCFZGGFSSA-N	1374.956577			MMDBc0037818
BASm0024620	CL(12:0/15:1(9Z)/16:1(11Z)/23:1(9Z))	CL(12:0/15:1(9Z)/16:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/16:1(11Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-30-27-23-19-15-11-7-3/h18,22-23,27,36-37,69-71,76H,5-17,19-21,24-26,28-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,27-23-,37-36-/t69-,70+,71+/m0/s1	KDXQIFBLFGCRHY-HCRUQNIOSA-N	1374.956577			MMDBc0037819
BASm0024621	CL(12:0/15:1(9Z)/16:1(11Z)/25:0)	CL(12:0/15:1(9Z)/16:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/16:1(11Z)/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h18,22-23,27,71-73,78H,5-17,19-21,24-26,28-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,27-23-/t71-,72+,73+/m0/s1	NUTWFVMTADRDGJ-BQTRLBRQSA-N	1405.003527			MMDBc0037820
BASm0024622	CL(12:0/15:1(9Z)/16:1(11Z)/25:1(11Z))	CL(12:0/15:1(9Z)/16:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/16:1(11Z)/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h18,22-23,27,36-37,71-73,78H,5-17,19-21,24-26,28-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,27-23-,37-36-/t71-,72+,73+/m0/s1	AGNJSHDYKKDGQD-JZQJDLLMSA-N	1402.987877			MMDBc0037821
BASm0024623	CL(12:0/15:1(9Z)/16:1(11Z)/25:1(9Z))	CL(12:0/15:1(9Z)/16:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/16:1(11Z)/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h18,22-23,27,38-39,71-73,78H,5-17,19-21,24-26,28-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,27-23-,39-38-/t71-,72+,73+/m0/s1	DBNJJXVKQOKMAK-VIIJFODVSA-N	1402.987877			MMDBc0037822
BASm0024624	CL(12:0/15:1(9Z)/16:1(11Z)/27:0)	CL(12:0/15:1(9Z)/16:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/16:1(11Z)/27:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h18,22-23,27,73-75,80H,5-17,19-21,24-26,28-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,27-23-/t73-,74+,75+/m0/s1	HGXLFOQNUHSOGS-CSWMLZMHSA-N	1433.034827			MMDBc0037823
BASm0024625	CL(12:0/15:1(9Z)/16:1(11Z)/27:1(11Z))	CL(12:0/15:1(9Z)/16:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/16:1(11Z)/27:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h18,22-23,27,38-39,73-75,80H,5-17,19-21,24-26,28-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,27-23-,39-38-/t73-,74+,75+/m0/s1	XPERJCLRGMSDDE-BVRWNDGQSA-N	1431.019177			MMDBc0037824
BASm0024626	CL(12:0/15:1(9Z)/16:1(11Z)/27:1(9Z))	CL(12:0/15:1(9Z)/16:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/16:1(11Z)/27:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h18,22-23,27,40-41,73-75,80H,5-17,19-21,24-26,28-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,27-23-,41-40-/t73-,74+,75+/m0/s1	VPHOXSWYKOZKOC-HVOLKLPUSA-N	1431.019177			MMDBc0037825
BASm0024627	CL(12:0/15:1(9Z)/16:1(11Z)/29:0)	CL(12:0/15:1(9Z)/16:1(11Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/16:1(11Z)/29:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h18,22-23,27,75-77,82H,5-17,19-21,24-26,28-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,27-23-/t75-,76+,77+/m0/s1	SRZBUTYCEQRWNC-DLPAZCRRSA-N	1461.066127			MMDBc0037826
BASm0024628	CL(12:0/15:1(9Z)/16:1(9Z)/23:1(11Z))	CL(12:0/15:1(9Z)/16:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/16:1(9Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-30-27-23-19-15-11-7-3/h23,26-27,29,34-35,69-71,76H,5-22,24-25,28,30-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b27-23-,29-26-,35-34-/t69-,70+,71+/m0/s1	VOLRYRCONDXAIU-XBRHPVFRSA-N	1374.956577			MMDBc0037827
BASm0024629	CL(12:0/15:1(9Z)/16:1(9Z)/23:1(9Z))	CL(12:0/15:1(9Z)/16:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/16:1(9Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-38-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-40-30-27-23-19-15-11-7-3/h23,26-27,29,36-37,69-71,76H,5-22,24-25,28,30-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b27-23-,29-26-,37-36-/t69-,70+,71+/m0/s1	HJHNEQYSODMSQX-USIYNYJKSA-N	1374.956577			MMDBc0037828
BASm0024630	CL(12:0/15:1(9Z)/16:1(9Z)/25:0)	CL(12:0/15:1(9Z)/16:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/16:1(9Z)/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h23,26-27,29,71-73,78H,5-22,24-25,28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,29-26-/t71-,72+,73+/m0/s1	DGKIQVZYQZWGRJ-FDDFFVLASA-N	1405.003527			MMDBc0037829
BASm0024631	CL(12:0/15:1(9Z)/16:1(9Z)/25:1(11Z))	CL(12:0/15:1(9Z)/16:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/16:1(9Z)/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h23,26-27,29,36-37,71-73,78H,5-22,24-25,28,30-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,29-26-,37-36-/t71-,72+,73+/m0/s1	DVOSJJZWCFSIEI-VFSPCYJKSA-N	1402.987877			MMDBc0037830
BASm0024632	CL(12:0/15:1(9Z)/16:1(9Z)/25:1(9Z))	CL(12:0/15:1(9Z)/16:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/16:1(9Z)/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h23,26-27,29,38-39,71-73,78H,5-22,24-25,28,30-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,29-26-,39-38-/t71-,72+,73+/m0/s1	WTBSOIDRILWKGA-FNOSXYIESA-N	1402.987877			MMDBc0037831
BASm0024633	CL(12:0/15:1(9Z)/16:1(9Z)/27:0)	CL(12:0/15:1(9Z)/16:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/16:1(9Z)/27:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h23,26-27,29,73-75,80H,5-22,24-25,28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,29-26-/t73-,74+,75+/m0/s1	LQPCPCUZTRDAQC-OVPUWBLZSA-N	1433.034827			MMDBc0037832
BASm0024634	CL(12:0/15:1(9Z)/16:1(9Z)/27:1(11Z))	CL(12:0/15:1(9Z)/16:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/16:1(9Z)/27:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h23,26-27,29,38-39,73-75,80H,5-22,24-25,28,30-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,29-26-,39-38-/t73-,74+,75+/m0/s1	NTBFAUJLZKKSRG-HVLRVRELSA-N	1431.019177			MMDBc0037833
BASm0024635	CL(12:0/15:1(9Z)/16:1(9Z)/27:1(9Z))	CL(12:0/15:1(9Z)/16:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/16:1(9Z)/27:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h23,26-27,29,40-41,73-75,80H,5-22,24-25,28,30-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,29-26-,41-40-/t73-,74+,75+/m0/s1	UXABJDMXFZMLAJ-RIENFMSISA-N	1431.019177			MMDBc0037834
BASm0024636	CL(12:0/15:1(9Z)/16:1(9Z)/29:0)	CL(12:0/15:1(9Z)/16:1(9Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/16:1(9Z)/29:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h23,26-27,29,75-77,82H,5-22,24-25,28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,29-26-/t75-,76+,77+/m0/s1	YZCVEDCVIBEABN-OVSLNXCASA-N	1461.066127			MMDBc0037835
BASm0024637	CL(12:0/15:1(9Z)/18:0/23:1(11Z))	CL(12:0/15:1(9Z)/18:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/18:0/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h23,27,35-36,71-73,78H,5-22,24-26,28-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,36-35-/t71-,72+,73+/m0/s1	OLQAWDNVPFKRNE-PEJYSNLXSA-N	1405.003527			MMDBc0037836
BASm0024638	CL(12:0/15:1(9Z)/18:0/23:1(9Z))	CL(12:0/15:1(9Z)/18:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/18:0/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h23,27,37,39,71-73,78H,5-22,24-26,28-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,39-37-/t71-,72+,73+/m0/s1	MSWCAVLIVOEBRS-KGGUIIGVSA-N	1405.003527			MMDBc0037837
BASm0024639	CL(12:0/15:1(9Z)/18:0/25:0)	CL(12:0/15:1(9Z)/18:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/18:0/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h23,27,73-75,80H,5-22,24-26,28-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-/t73-,74+,75+/m0/s1	DHDJAPDOOYRYRF-KTXXJZOPSA-N	1435.050477			MMDBc0037838
BASm0024640	CL(12:0/15:1(9Z)/18:0/25:1(11Z))	CL(12:0/15:1(9Z)/18:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/18:0/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h23,27,37-38,73-75,80H,5-22,24-26,28-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,38-37-/t73-,74+,75+/m0/s1	XGAVNIZPYZTSBS-QNVNTNKTSA-N	1433.034827			MMDBc0037839
BASm0024641	CL(12:0/15:1(9Z)/18:0/25:1(9Z))	CL(12:0/15:1(9Z)/18:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/18:0/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h23,27,39,41,73-75,80H,5-22,24-26,28-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,41-39-/t73-,74+,75+/m0/s1	PYEWJJOBFHHHNZ-QRGPKWJDSA-N	1433.034827			MMDBc0037840
BASm0024642	CL(12:0/15:1(9Z)/18:0/27:0)	CL(12:0/15:1(9Z)/18:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/18:0/27:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h23,27,75-77,82H,5-22,24-26,28-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-/t75-,76+,77+/m0/s1	GPPHRDJPWGEDKX-RPYUWSTNSA-N	1463.081778			MMDBc0037841
BASm0024643	CL(12:0/15:1(9Z)/18:0/27:1(11Z))	CL(12:0/15:1(9Z)/18:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/18:0/27:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h23,27,39-40,75-77,82H,5-22,24-26,28-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,40-39-/t75-,76+,77+/m0/s1	UWMXJGLNSZVZAI-ZZPBJAMESA-N	1461.066127			MMDBc0037842
BASm0024644	CL(12:0/15:1(9Z)/18:0/27:1(9Z))	CL(12:0/15:1(9Z)/18:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/18:0/27:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h23,27,41,43,75-77,82H,5-22,24-26,28-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,43-41-/t75-,76+,77+/m0/s1	RDVWGAWHXLOHMB-XPDPBBTASA-N	1461.066127			MMDBc0037843
BASm0024645	CL(12:0/15:1(9Z)/18:1(11Z)/23:1(11Z))	CL(12:0/15:1(9Z)/18:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/18:1(11Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h23,26-27,29,35-36,71-73,78H,5-22,24-25,28,30-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,29-26-,36-35-/t71-,72+,73+/m0/s1	NEZXZSJWHPSYQP-OXVHWYTHSA-N	1402.987877			MMDBc0037844
BASm0024646	CL(12:0/15:1(9Z)/18:1(11Z)/23:1(9Z))	CL(12:0/15:1(9Z)/18:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/18:1(11Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h23,26-27,29,37,39,71-73,78H,5-22,24-25,28,30-36,38,40-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,29-26-,39-37-/t71-,72+,73+/m0/s1	XHIOTRPMVFADBM-LPGDRTITSA-N	1402.987877			MMDBc0037845
BASm0024647	CL(12:0/15:1(9Z)/18:1(11Z)/25:0)	CL(12:0/15:1(9Z)/18:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/18:1(11Z)/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h23,26-27,29,73-75,80H,5-22,24-25,28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,29-26-/t73-,74+,75+/m0/s1	WRJYKQXNRRLZIN-OVPUWBLZSA-N	1433.034827			MMDBc0037846
BASm0024648	CL(12:0/15:1(9Z)/18:1(11Z)/25:1(11Z))	CL(12:0/15:1(9Z)/18:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/18:1(11Z)/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h23,26-27,29,37-38,73-75,80H,5-22,24-25,28,30-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,29-26-,38-37-/t73-,74+,75+/m0/s1	ACUOWNPUUOTKFV-PVKPVNNGSA-N	1431.019177			MMDBc0037847
BASm0024649	CL(12:0/15:1(9Z)/18:1(11Z)/25:1(9Z))	CL(12:0/15:1(9Z)/18:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/18:1(11Z)/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h23,26-27,29,39,41,73-75,80H,5-22,24-25,28,30-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,29-26-,41-39-/t73-,74+,75+/m0/s1	ZNGUGAZTKWWIOK-GIWIBFRDSA-N	1431.019177			MMDBc0037848
BASm0024650	CL(12:0/15:1(9Z)/18:1(11Z)/27:0)	CL(12:0/15:1(9Z)/18:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/18:1(11Z)/27:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h23,26-27,29,75-77,82H,5-22,24-25,28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,29-26-/t75-,76+,77+/m0/s1	KFPHCYBZAYCZPV-OVSLNXCASA-N	1461.066127			MMDBc0037849
BASm0024651	CL(12:0/15:1(9Z)/18:1(11Z)/27:1(11Z))	CL(12:0/15:1(9Z)/18:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/18:1(11Z)/27:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h23,26-27,29,39-40,75-77,82H,5-22,24-25,28,30-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,29-26-,40-39-/t75-,76+,77+/m0/s1	HXSKRKXJODYUDP-LMQPMXQZSA-N	1459.050477			MMDBc0037850
BASm0024652	CL(12:0/15:1(9Z)/18:1(11Z)/27:1(9Z))	CL(12:0/15:1(9Z)/18:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/18:1(11Z)/27:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h23,26-27,29,41,43,75-77,82H,5-22,24-25,28,30-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,29-26-,43-41-/t75-,76+,77+/m0/s1	CIGTYYHNLSJSMF-BUSMBLOLSA-N	1459.050477			MMDBc0037851
BASm0024653	CL(12:0/15:1(9Z)/18:1(9Z)/23:1(11Z))	CL(12:0/15:1(9Z)/18:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/18:1(9Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h23,27,32,35-36,38,71-73,78H,5-22,24-26,28-31,33-34,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,36-35-,38-32-/t71-,72+,73+/m0/s1	LUDJYZXOXHLOTQ-JVFIZZDGSA-N	1402.987877			MMDBc0037852
BASm0024654	CL(12:0/15:1(9Z)/18:1(9Z)/23:1(9Z))	CL(12:0/15:1(9Z)/18:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/18:1(9Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-39-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-40-38-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-30-27-23-19-15-11-7-3/h23,27,32,37-39,71-73,78H,5-22,24-26,28-31,33-36,40-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,38-32-,39-37-/t71-,72+,73+/m0/s1	ZQYFPTTYSLQNCY-SBLYDWAYSA-N	1402.987877			MMDBc0037853
BASm0024655	CL(12:0/15:1(9Z)/18:1(9Z)/25:0)	CL(12:0/15:1(9Z)/18:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/18:1(9Z)/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h23,27,32,40,73-75,80H,5-22,24-26,28-31,33-39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,40-32-/t73-,74+,75+/m0/s1	RPHUFYYDUMQZQD-TWYCCRPZSA-N	1433.034827			MMDBc0037854
BASm0024656	CL(12:0/15:1(9Z)/18:1(9Z)/25:1(11Z))	CL(12:0/15:1(9Z)/18:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/18:1(9Z)/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h23,27,32,37-38,40,73-75,80H,5-22,24-26,28-31,33-36,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,38-37-,40-32-/t73-,74+,75+/m0/s1	BYNSHKGSGPALJL-LZUZVOTDSA-N	1431.019177			MMDBc0037855
BASm0024657	CL(12:0/15:1(9Z)/18:1(9Z)/25:1(9Z))	CL(12:0/15:1(9Z)/18:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/18:1(9Z)/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h23,27,32,39-41,73-75,80H,5-22,24-26,28-31,33-38,42-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,40-32-,41-39-/t73-,74+,75+/m0/s1	VJEXURACICECNI-DPHIKQIPSA-N	1431.019177			MMDBc0037856
BASm0024658	CL(12:0/15:1(9Z)/18:1(9Z)/27:0)	CL(12:0/15:1(9Z)/18:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/18:1(9Z)/27:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h23,27,32,42,75-77,82H,5-22,24-26,28-31,33-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,42-32-/t75-,76+,77+/m0/s1	VGVNPRMGSQSYOU-VHNLVGCNSA-N	1461.066127			MMDBc0037857
BASm0024659	CL(12:0/15:1(9Z)/18:1(9Z)/27:1(11Z))	CL(12:0/15:1(9Z)/18:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/18:1(9Z)/27:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h23,27,32,39-40,42,75-77,82H,5-22,24-26,28-31,33-38,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,40-39-,42-32-/t75-,76+,77+/m0/s1	KMIBGHZHHWMPRD-PECYTMGESA-N	1459.050477			MMDBc0037858
BASm0024660	CL(12:0/15:1(9Z)/18:1(9Z)/27:1(9Z))	CL(12:0/15:1(9Z)/18:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/18:1(9Z)/27:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h23,27,32,41-43,75-77,82H,5-22,24-26,28-31,33-40,44-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,42-32-,43-41-/t75-,76+,77+/m0/s1	IPYFFUHAFQLCDY-AXUXYWQKSA-N	1459.050477			MMDBc0037859
BASm0024661	CL(12:0/15:1(9Z)/20:0/23:1(11Z))	CL(12:0/15:1(9Z)/20:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/20:0/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h23,27,36-37,73-75,80H,5-22,24-26,28-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,37-36-/t73-,74+,75+/m0/s1	BPILNKYXFCSQND-PUABOSDQSA-N	1433.034827			MMDBc0037860
BASm0024662	CL(12:0/15:1(9Z)/20:0/23:1(9Z))	CL(12:0/15:1(9Z)/20:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/20:0/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h23,27,39,41,73-75,80H,5-22,24-26,28-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,41-39-/t73-,74+,75+/m0/s1	OCBQTXOIPREXBF-QRGPKWJDSA-N	1433.034827			MMDBc0037861
BASm0024663	CL(12:0/15:1(9Z)/20:0/25:0)	CL(12:0/15:1(9Z)/20:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/20:0/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h23,27,75-77,82H,5-22,24-26,28-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-/t75-,76+,77+/m0/s1	WLYMIANIKRWAIG-RPYUWSTNSA-N	1463.081778			MMDBc0037862
BASm0024664	CL(12:0/15:1(9Z)/20:0/25:1(11Z))	CL(12:0/15:1(9Z)/20:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/20:0/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h23,27,38-39,75-77,82H,5-22,24-26,28-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,39-38-/t75-,76+,77+/m0/s1	JTDVGGWOJNMCFJ-SQMCJIMRSA-N	1461.066127			MMDBc0037863
BASm0024665	CL(12:0/15:1(9Z)/20:0/25:1(9Z))	CL(12:0/15:1(9Z)/20:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/20:0/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h23,27,41,43,75-77,82H,5-22,24-26,28-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,43-41-/t75-,76+,77+/m0/s1	OPMAMMBZRMPNAK-XPDPBBTASA-N	1461.066127			MMDBc0037864
BASm0024666	CL(12:0/15:1(9Z)/20:1(11Z)/23:1(11Z))	CL(12:0/15:1(9Z)/20:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/20:1(11Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h23,27,32,34,36-37,73-75,80H,5-22,24-26,28-31,33,35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,34-32-,37-36-/t73-,74+,75+/m0/s1	TZRBDDIMRXNNAQ-GFLSCJFZSA-N	1431.019177			MMDBc0037865
BASm0024667	CL(12:0/15:1(9Z)/20:1(11Z)/23:1(9Z))	CL(12:0/15:1(9Z)/20:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/20:1(11Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h23,27,32,34,39,41,73-75,80H,5-22,24-26,28-31,33,35-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,34-32-,41-39-/t73-,74+,75+/m0/s1	QHFHQSXGDHYGTI-ACUSHLPLSA-N	1431.019177			MMDBc0037866
BASm0024668	CL(12:0/15:1(9Z)/20:1(11Z)/25:0)	CL(12:0/15:1(9Z)/20:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/20:1(11Z)/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h23,27,32,34,75-77,82H,5-22,24-26,28-31,33,35-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,34-32-/t75-,76+,77+/m0/s1	DFMDIOWEFFVBFX-JAILKDRUSA-N	1461.066127			MMDBc0037867
BASm0024669	CL(12:0/15:1(9Z)/20:1(11Z)/25:1(11Z))	CL(12:0/15:1(9Z)/20:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/20:1(11Z)/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h23,27,32,34,38-39,75-77,82H,5-22,24-26,28-31,33,35-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,34-32-,39-38-/t75-,76+,77+/m0/s1	HKVRUILATKPOHN-RSIBYDSASA-N	1459.050477			MMDBc0037868
BASm0024670	CL(12:0/15:1(9Z)/20:1(11Z)/25:1(9Z))	CL(12:0/15:1(9Z)/20:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/20:1(11Z)/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h23,27,32,34,41,43,75-77,82H,5-22,24-26,28-31,33,35-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,34-32-,43-41-/t75-,76+,77+/m0/s1	BIHRUFJYXNSCHR-ORWVJCLZSA-N	1459.050477			MMDBc0037869
BASm0024671	CL(12:0/15:1(9Z)/20:1(13Z)/23:1(11Z))	CL(12:0/15:1(9Z)/20:1(13Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/20:1(13Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h23,26-27,29,36-37,73-75,80H,5-22,24-25,28,30-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,29-26-,37-36-/t73-,74+,75+/m0/s1	HKDCGPKFPIMTCH-XLENMHMFSA-N	1431.019177			MMDBc0037870
BASm0024672	CL(12:0/15:1(9Z)/20:1(13Z)/23:1(9Z))	CL(12:0/15:1(9Z)/20:1(13Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/20:1(13Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-39-41-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-42-40-38-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-30-27-23-19-15-11-7-3/h23,26-27,29,39,41,73-75,80H,5-22,24-25,28,30-38,40,42-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,29-26-,41-39-/t73-,74+,75+/m0/s1	JJHAGLUKQPRQCS-GIWIBFRDSA-N	1431.019177			MMDBc0037871
BASm0024673	CL(12:0/15:1(9Z)/20:1(13Z)/25:0)	CL(12:0/15:1(9Z)/20:1(13Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/20:1(13Z)/25:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h23,26-27,29,75-77,82H,5-22,24-25,28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,29-26-/t75-,76+,77+/m0/s1	YKWMHJAFVQCHGM-OVSLNXCASA-N	1461.066127			MMDBc0037872
BASm0024674	CL(12:0/15:1(9Z)/20:1(13Z)/25:1(11Z))	CL(12:0/15:1(9Z)/20:1(13Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/20:1(13Z)/25:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h23,26-27,29,38-39,75-77,82H,5-22,24-25,28,30-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,29-26-,39-38-/t75-,76+,77+/m0/s1	KGGOEUOAEGKDMW-JGGXUHQLSA-N	1459.050477			MMDBc0037873
BASm0024675	CL(12:0/15:1(9Z)/20:1(13Z)/25:1(9Z))	CL(12:0/15:1(9Z)/20:1(13Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/20:1(13Z)/25:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h23,26-27,29,41,43,75-77,82H,5-22,24-25,28,30-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,29-26-,43-41-/t75-,76+,77+/m0/s1	XNANVGMMHBSQBQ-BUSMBLOLSA-N	1459.050477			MMDBc0037874
BASm0024676	CL(12:0/15:1(9Z)/22:0/23:1(11Z))	CL(12:0/15:1(9Z)/22:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/22:0/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h23,27,37,39,75-77,82H,5-22,24-26,28-36,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,39-37-/t75-,76+,77+/m0/s1	HFLRPERODVSCNT-KKZSSQCISA-N	1461.066127			MMDBc0037875
BASm0024677	CL(12:0/15:1(9Z)/22:0/23:1(9Z))	CL(12:0/15:1(9Z)/22:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/22:0/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h23,27,41,43,75-77,82H,5-22,24-26,28-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,43-41-/t75-,76+,77+/m0/s1	MPGSWCDIUGXRDZ-XPDPBBTASA-N	1461.066127			MMDBc0037876
BASm0024678	CL(12:0/15:1(9Z)/22:1(11Z)/23:1(11Z))	CL(12:0/15:1(9Z)/22:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/22:1(11Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h23,27,36-39,75-77,82H,5-22,24-26,28-35,40-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,38-36-,39-37-/t75-,76+,77+/m0/s1	KGYFJTLUSORIEK-QMCWUQKLSA-N	1459.050477			MMDBc0037877
BASm0024679	CL(12:0/15:1(9Z)/22:1(11Z)/23:1(9Z))	CL(12:0/15:1(9Z)/22:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/22:1(11Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h23,27,36,38,41,43,75-77,82H,5-22,24-26,28-35,37,39-40,42,44-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,38-36-,43-41-/t75-,76+,77+/m0/s1	CTWCHKGCEGHHCR-RZGJGKRZSA-N	1459.050477			MMDBc0037878
BASm0024680	CL(12:0/15:1(9Z)/22:1(9Z)/23:1(11Z))	CL(12:0/15:1(9Z)/22:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/22:1(9Z)/23:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h23,27,37,39-40,42,75-77,82H,5-22,24-26,28-36,38,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,39-37-,42-40-/t75-,76+,77+/m0/s1	YMGQPTMAMLEOLE-TWZVVYGXSA-N	1459.050477			MMDBc0037879
BASm0024681	CL(12:0/15:1(9Z)/22:1(9Z)/23:1(9Z))	CL(12:0/15:1(9Z)/22:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/15:1(9Z)/22:1(9Z)/23:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-43-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-44-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-30-27-23-19-15-11-7-3/h23,27,40-43,75-77,82H,5-22,24-26,28-39,44-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,42-40-,43-41-/t75-,76+,77+/m0/s1	SWSFUCVILCBLPO-RFCDTIEASA-N	1459.050477			MMDBc0037880
BASm0024682	CL(12:0/16:0/16:0/16:0)	CL(12:0/16:0/16:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:0/16:0) contains one chain of dodecanoic acid at the C1 position, three chains of hexadecanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-25-28-31-34-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-33-30-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-32-29-26-22-18-14-10-6-2/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t63-,64+,65+/m0/s1	BTGNBGUNNDCFBQ-MGSXVFSVSA-N	1296.909627			MMDBc0037881
BASm0024683	CL(12:0/16:0/16:0/16:1(11Z))	CL(12:0/16:0/16:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:0/16:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-28-31-34-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-33-30-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-32-29-26-22-18-14-10-6-2/h19,23,63-65,70H,5-18,20-22,24-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-/t63-,64+,65+/m0/s1	JHCOXLWIGHVMCB-DHXLXWKCSA-N	1294.893977			MMDBc0037882
BASm0024684	CL(12:0/16:0/16:0/16:1(9Z))	CL(12:0/16:0/16:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:0/16:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-28-31-34-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-33-30-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-32-29-26-22-18-14-10-6-2/h27,30,63-65,70H,5-26,28-29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b30-27-/t63-,64+,65+/m0/s1	PJUQXFNQVWNDLG-MXMBIYJWSA-N	1294.893977			MMDBc0037883
BASm0024685	CL(12:0/16:0/16:0/18:0)	CL(12:0/16:0/16:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:0/18:0) contains one chain of dodecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-25-28-31-32-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-33-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-34-30-27-23-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	FQPQFAXFJHLNHV-OHKZLATASA-N	1324.940927			MMDBc0037884
BASm0024686	CL(12:0/16:0/16:0/18:1(11Z))	CL(12:0/16:0/16:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:0/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-28-31-32-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-33-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-34-30-27-23-19-15-11-7-3/h25,28,65-67,72H,5-24,26-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b28-25-/t65-,66+,67+/m0/s1	APUJWGKVCCFOPO-MYBYKSIBSA-N	1322.925277			MMDBc0037885
BASm0024687	CL(12:0/16:0/16:0/18:1(9Z))	CL(12:0/16:0/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:0/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-28-31-32-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-33-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-34-30-27-23-19-15-11-7-3/h31-32,65-67,72H,5-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b32-31-/t65-,66+,67+/m0/s1	SROPVTBPTFRCKP-CGHWDZBTSA-N	1322.925277			MMDBc0037886
BASm0024688	CL(12:0/16:0/16:0/20:0)	CL(12:0/16:0/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:0/20:0) contains one chain of dodecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-35-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-36-30-27-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	QEHCORNVFVAKJV-MXMGCQHCSA-N	1352.972227			MMDBc0037887
BASm0024689	CL(12:0/16:0/16:0/20:1(11Z))	CL(12:0/16:0/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:0/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-35-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-36-30-27-23-19-15-11-7-3/h31-32,67-69,74H,5-30,33-66H2,1-4H3,(H,79,80)(H,81,82)/b32-31-/t67-,68+,69+/m0/s1	XAMJYUMJDUVJAT-QACNGEOOSA-N	1350.956577			MMDBc0037888
BASm0024690	CL(12:0/16:0/16:0/20:1(13Z))	CL(12:0/16:0/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:0/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-35-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-36-30-27-23-19-15-11-7-3/h25,28,67-69,74H,5-24,26-27,29-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-/t67-,68+,69+/m0/s1	MCTUFGXRAPIOLY-ANOUBDDVSA-N	1350.956577			MMDBc0037889
BASm0024691	CL(12:0/16:0/16:0/22:0)	CL(12:0/16:0/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:0/22:0) contains one chain of dodecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-37-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-30-27-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	GSBMBGGOPSSRKM-NTQFVZKBSA-N	1381.003527			MMDBc0037890
BASm0024692	CL(12:0/16:0/16:0/22:1(11Z))	CL(12:0/16:0/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-37-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-30-27-23-19-15-11-7-3/h33-34,69-71,76H,5-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b34-33-/t69-,70+,71+/m0/s1	MIAIXIKITYOHSS-UTCPCMCDSA-N	1378.987877			MMDBc0037891
BASm0024693	CL(12:0/16:0/16:0/22:1(9Z))	CL(12:0/16:0/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-37-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-30-27-23-19-15-11-7-3/h35-36,69-71,76H,5-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b36-35-/t69-,70+,71+/m0/s1	AEIPWNVORPKYIE-ZROLNUINSA-N	1378.987877			MMDBc0037892
BASm0024694	CL(12:0/16:0/16:0/24:0)	CL(12:0/16:0/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:0/24:0) contains one chain of dodecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-30-27-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	JTABAHLNSCESIM-DFXUENRWSA-N	1409.034827			MMDBc0037893
BASm0024695	CL(12:0/16:0/16:0/24:1(11Z))	CL(12:0/16:0/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:0/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-30-27-23-19-15-11-7-3/h35-36,71-73,78H,5-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b36-35-/t71-,72+,73+/m0/s1	USOZUNBEMMFOLO-WQQSVMQDSA-N	1407.019177			MMDBc0037894
BASm0024696	CL(12:0/16:0/16:0/24:1(9Z))	CL(12:0/16:0/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:0/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-30-27-23-19-15-11-7-3/h37-38,71-73,78H,5-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b38-37-/t71-,72+,73+/m0/s1	XXEDWJOTWWQNFZ-JQDGKYSJSA-N	1407.019177			MMDBc0037895
BASm0024697	CL(12:0/16:0/16:0/26:0)	CL(12:0/16:0/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:0/26:0) contains one chain of dodecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-30-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	OQAUZJMSEFFTPT-ARQKOWHBSA-N	1437.066127			MMDBc0037896
BASm0024698	CL(12:0/16:0/16:0/26:1(11Z))	CL(12:0/16:0/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:0/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-30-27-23-19-15-11-7-3/h36-37,73-75,80H,5-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b37-36-/t73-,74+,75+/m0/s1	BNHFZLHSWSQLOO-MVLZJVGISA-N	1435.050477			MMDBc0037897
BASm0024699	CL(12:0/16:0/16:0/26:1(9Z))	CL(12:0/16:0/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:0/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H154O17P2	InChI=1S/C80H154O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-44-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-42-29-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-43-30-27-23-19-15-11-7-3/h39-40,74-76,81H,5-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b40-39-/t74-,75+,76+/m0/s1	NSQGVOYPDNIPRV-ARYCITDLSA-N	1449.066127			MMDBc0037898
BASm0024700	CL(12:0/16:0/16:0/28:0)	CL(12:0/16:0/16:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:0/28:0) contains one chain of dodecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-30-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	JOMCCCKASAPOKD-HRXLSSNSSA-N	1465.097428			MMDBc0037899
BASm0024701	CL(12:0/16:0/16:0/28:1(11Z))	CL(12:0/16:0/16:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:0/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-30-27-23-19-15-11-7-3/h38-39,75-77,82H,5-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-38-/t75-,76+,77+/m0/s1	NJAOWRXSAXWGAS-PONSQHSQSA-N	1463.081778			MMDBc0037900
BASm0024702	CL(12:0/16:0/16:0/28:1(9Z))	CL(12:0/16:0/16:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:0/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-30-27-23-19-15-11-7-3/h40-41,75-77,82H,5-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b41-40-/t75-,76+,77+/m0/s1	UUZLPRPYTWXTNI-NGNCTIDHSA-N	1463.081778			MMDBc0037901
BASm0024703	CL(12:0/16:0/16:1(11Z)/16:1(11Z))	CL(12:0/16:0/16:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(11Z)/16:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (11Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-31-34-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-33-30-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-32-29-26-22-18-14-10-6-2/h17,19,21,23,63-65,70H,5-16,18,20,22,24-62H2,1-4H3,(H,75,76)(H,77,78)/b21-17-,23-19-/t63-,64+,65+/m0/s1	ODUGQGLVYKSPKA-CCADNMRTSA-N	1292.878327			MMDBc0037902
BASm0024704	CL(12:0/16:0/16:1(11Z)/16:1(9Z))	CL(12:0/16:0/16:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(11Z)/16:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-31-34-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-33-30-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-32-29-26-22-18-14-10-6-2/h17,21,27,30,63-65,70H,5-16,18-20,22-26,28-29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b21-17-,30-27-/t63-,64+,65+/m0/s1	LEBYNVOFVNKAGE-VASRRRRFSA-N	1292.878327			MMDBc0037903
BASm0024705	CL(12:0/16:0/16:1(11Z)/18:0)	CL(12:0/16:0/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(11Z)/18:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-28-31-32-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-33-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-34-30-27-23-19-15-11-7-3/h18,22,65-67,72H,5-17,19-21,23-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-/t65-,66+,67+/m0/s1	XYHJXFSXORQJMM-VBONMZTLSA-N	1322.925277			MMDBc0037904
BASm0024706	CL(12:0/16:0/16:1(11Z)/18:1(11Z))	CL(12:0/16:0/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(11Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-31-32-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-33-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-34-30-27-23-19-15-11-7-3/h18,22,25,28,65-67,72H,5-17,19-21,23-24,26-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,28-25-/t65-,66+,67+/m0/s1	PBXOKISHQOAANI-UAUYGFFXSA-N	1320.909627			MMDBc0037905
BASm0024707	CL(12:0/16:0/16:1(11Z)/18:1(9Z))	CL(12:0/16:0/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(11Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-31-32-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-33-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-34-30-27-23-19-15-11-7-3/h18,22,31-32,65-67,72H,5-17,19-21,23-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,32-31-/t65-,66+,67+/m0/s1	BBMHLSLQXGGSQS-BKEOAQLKSA-N	1320.909627			MMDBc0037906
BASm0024708	CL(12:0/16:0/16:1(11Z)/20:0)	CL(12:0/16:0/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(11Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-35-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-36-30-27-23-19-15-11-7-3/h18,22,67-69,74H,5-17,19-21,23-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-/t67-,68+,69+/m0/s1	IYCKDRIPDTYTBB-AEIUOFHZSA-N	1350.956577			MMDBc0037907
BASm0024709	CL(12:0/16:0/16:1(11Z)/20:1(11Z))	CL(12:0/16:0/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-35-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-36-30-27-23-19-15-11-7-3/h18,22,31-32,67-69,74H,5-17,19-21,23-30,33-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,32-31-/t67-,68+,69+/m0/s1	BWCFDUKXEHDWGQ-XTXRPTHKSA-N	1348.940927			MMDBc0037908
BASm0024710	CL(12:0/16:0/16:1(11Z)/20:1(13Z))	CL(12:0/16:0/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-35-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-36-30-27-23-19-15-11-7-3/h18,22,25,28,67-69,74H,5-17,19-21,23-24,26-27,29-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,28-25-/t67-,68+,69+/m0/s1	JWUQYXROTQFADB-DJHWHNIOSA-N	1348.940927			MMDBc0037909
BASm0024711	CL(12:0/16:0/16:1(11Z)/22:0)	CL(12:0/16:0/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-37-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-30-27-23-19-15-11-7-3/h18,22,69-71,76H,5-17,19-21,23-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-/t69-,70+,71+/m0/s1	APBLPNGMOAMXFU-ULWBWJMGSA-N	1378.987877			MMDBc0037910
BASm0024712	CL(12:0/16:0/16:1(11Z)/22:1(11Z))	CL(12:0/16:0/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-37-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-30-27-23-19-15-11-7-3/h18,22,33-34,69-71,76H,5-17,19-21,23-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,34-33-/t69-,70+,71+/m0/s1	ZKMYWJVGAKJLQW-DHZROFAYSA-N	1376.972227			MMDBc0037911
BASm0024713	CL(12:0/16:0/16:1(11Z)/22:1(9Z))	CL(12:0/16:0/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-37-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-30-27-23-19-15-11-7-3/h18,22,35-36,69-71,76H,5-17,19-21,23-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,36-35-/t69-,70+,71+/m0/s1	FSEAYNANFPRCCI-DIJAFBDRSA-N	1376.972227			MMDBc0037912
BASm0024714	CL(12:0/16:0/16:1(11Z)/24:0)	CL(12:0/16:0/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-30-27-23-19-15-11-7-3/h18,22,71-73,78H,5-17,19-21,23-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-/t71-,72+,73+/m0/s1	HZOIXHUPZDUNJW-PDVPRQMFSA-N	1407.019177			MMDBc0037913
BASm0024715	CL(12:0/16:0/16:1(11Z)/24:1(11Z))	CL(12:0/16:0/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-30-27-23-19-15-11-7-3/h18,22,35-36,71-73,78H,5-17,19-21,23-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,36-35-/t71-,72+,73+/m0/s1	SQLBNYDUHJVDMJ-XUKAXHDMSA-N	1405.003527			MMDBc0037914
BASm0024716	CL(12:0/16:0/16:1(11Z)/24:1(9Z))	CL(12:0/16:0/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-30-27-23-19-15-11-7-3/h18,22,37-38,71-73,78H,5-17,19-21,23-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,38-37-/t71-,72+,73+/m0/s1	PVGHIJNNGKQKJZ-DOPMNZKDSA-N	1405.003527			MMDBc0037915
BASm0024717	CL(12:0/16:0/16:1(11Z)/26:0)	CL(12:0/16:0/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(11Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-30-27-23-19-15-11-7-3/h18,22,73-75,80H,5-17,19-21,23-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-/t73-,74+,75+/m0/s1	XVKNPOCYAIKYEC-XVBSZFSMSA-N	1435.050477			MMDBc0037916
BASm0024718	CL(12:0/16:0/16:1(11Z)/26:1(11Z))	CL(12:0/16:0/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(11Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-30-27-23-19-15-11-7-3/h18,22,36-37,73-75,80H,5-17,19-21,23-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,37-36-/t73-,74+,75+/m0/s1	SHBCTCCQLPAEMX-QXYJPDJPSA-N	1433.034827			MMDBc0037917
BASm0024719	CL(12:0/16:0/16:1(11Z)/26:1(9Z))	CL(12:0/16:0/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(11Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-44-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-42-29-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-43-30-27-23-19-15-11-7-3/h18,22,39-40,74-76,81H,5-17,19-21,23-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b22-18-,40-39-/t74-,75+,76+/m0/s1	GKSPGTMHIGVZEM-WEJZQXKNSA-N	1447.050477			MMDBc0037918
BASm0024720	CL(12:0/16:0/16:1(11Z)/28:0)	CL(12:0/16:0/16:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(11Z)/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-30-27-23-19-15-11-7-3/h18,22,75-77,82H,5-17,19-21,23-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-/t75-,76+,77+/m0/s1	AVSKTNIMFXEPLF-LFGZPRDQSA-N	1463.081778			MMDBc0037919
BASm0024721	CL(12:0/16:0/16:1(11Z)/28:1(11Z))	CL(12:0/16:0/16:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(11Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-30-27-23-19-15-11-7-3/h18,22,38-39,75-77,82H,5-17,19-21,23-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,39-38-/t75-,76+,77+/m0/s1	OYXBHIOCHPJUAG-RTSSSCDWSA-N	1461.066127			MMDBc0037920
BASm0024722	CL(12:0/16:0/16:1(11Z)/28:1(9Z))	CL(12:0/16:0/16:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(11Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-30-27-23-19-15-11-7-3/h18,22,40-41,75-77,82H,5-17,19-21,23-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,41-40-/t75-,76+,77+/m0/s1	WBKRIBXWDWBPEH-ZDYRMOIVSA-N	1461.066127			MMDBc0037921
BASm0024723	CL(12:0/16:0/16:1(9Z)/16:1(11Z))	CL(12:0/16:0/16:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(9Z)/16:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-31-34-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-33-30-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-32-29-26-22-18-14-10-6-2/h19,23,25,28,63-65,70H,5-18,20-22,24,26-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,28-25-/t63-,64+,65+/m0/s1	OMSXHKNCIVNTDB-VUDNFVGQSA-N	1292.878327			MMDBc0037922
BASm0024724	CL(12:0/16:0/16:1(9Z)/16:1(9Z))	CL(12:0/16:0/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(9Z)/16:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-28-31-34-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-33-30-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-32-29-26-22-18-14-10-6-2/h25,27-28,30,63-65,70H,5-24,26,29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b28-25-,30-27-/t63-,64+,65+/m0/s1	HPYFUFPNFWACKU-NFLFWILSSA-N	1292.878327			MMDBc0037923
BASm0024725	CL(12:0/16:0/16:1(9Z)/18:0)	CL(12:0/16:0/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(9Z)/18:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-28-31-32-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-33-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-34-30-27-23-19-15-11-7-3/h26,29,65-67,72H,5-25,27-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b29-26-/t65-,66+,67+/m0/s1	CNIUNTVAZJOLCQ-JHEBJTLVSA-N	1322.925277			MMDBc0037924
BASm0024726	CL(12:0/16:0/16:1(9Z)/18:1(11Z))	CL(12:0/16:0/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(9Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-31-32-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-33-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-34-30-27-23-19-15-11-7-3/h25-26,28-29,65-67,72H,5-24,27,30-64H2,1-4H3,(H,77,78)(H,79,80)/b28-25-,29-26-/t65-,66+,67+/m0/s1	OZYIQHQKSGURIN-NGEBARIHSA-N	1320.909627			MMDBc0037925
BASm0024727	CL(12:0/16:0/16:1(9Z)/18:1(9Z))	CL(12:0/16:0/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(9Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-31-32-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-33-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-34-30-27-23-19-15-11-7-3/h26,29,31-32,65-67,72H,5-25,27-28,30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b29-26-,32-31-/t65-,66+,67+/m0/s1	VMGRWVJMAFDHRL-JAJRKDAQSA-N	1320.909627			MMDBc0037926
BASm0024728	CL(12:0/16:0/16:1(9Z)/20:0)	CL(12:0/16:0/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(9Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-35-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-36-30-27-23-19-15-11-7-3/h26,29,67-69,74H,5-25,27-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b29-26-/t67-,68+,69+/m0/s1	RIFBETPUSMKIMM-WFXULHBJSA-N	1350.956577			MMDBc0037927
BASm0024729	CL(12:0/16:0/16:1(9Z)/20:1(11Z))	CL(12:0/16:0/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(9Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-35-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-36-30-27-23-19-15-11-7-3/h26,29,31-32,67-69,74H,5-25,27-28,30,33-66H2,1-4H3,(H,79,80)(H,81,82)/b29-26-,32-31-/t67-,68+,69+/m0/s1	KMHNFXCANIDTSP-BNOPUQPKSA-N	1348.940927			MMDBc0037928
BASm0024730	CL(12:0/16:0/16:1(9Z)/20:1(13Z))	CL(12:0/16:0/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(9Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-35-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-36-30-27-23-19-15-11-7-3/h25-26,28-29,67-69,74H,5-24,27,30-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-,29-26-/t67-,68+,69+/m0/s1	KXYNFCIQBPVYFM-XJNHEGHTSA-N	1348.940927			MMDBc0037929
BASm0024731	CL(12:0/16:0/16:1(9Z)/22:0)	CL(12:0/16:0/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(9Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-37-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-30-27-23-19-15-11-7-3/h26,29,69-71,76H,5-25,27-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-/t69-,70+,71+/m0/s1	OHPURSSLUMPPII-YRXINFHSSA-N	1378.987877			MMDBc0037930
BASm0024732	CL(12:0/16:0/16:1(9Z)/22:1(11Z))	CL(12:0/16:0/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(9Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-37-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-30-27-23-19-15-11-7-3/h26,29,33-34,69-71,76H,5-25,27-28,30-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-,34-33-/t69-,70+,71+/m0/s1	HZXNAQDIGFSJKP-ZUTNOBKASA-N	1376.972227			MMDBc0037931
BASm0024733	CL(12:0/16:0/16:1(9Z)/22:1(9Z))	CL(12:0/16:0/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(9Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-37-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-30-27-23-19-15-11-7-3/h26,29,35-36,69-71,76H,5-25,27-28,30-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-,36-35-/t69-,70+,71+/m0/s1	ATVGQRVJBFAUFN-CXHOJTGVSA-N	1376.972227			MMDBc0037932
BASm0024734	CL(12:0/16:0/16:1(9Z)/24:0)	CL(12:0/16:0/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(9Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-30-27-23-19-15-11-7-3/h26,29,71-73,78H,5-25,27-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-/t71-,72+,73+/m0/s1	DLBXKLHPYBENHP-XINBXNEZSA-N	1407.019177			MMDBc0037933
BASm0024735	CL(12:0/16:0/16:1(9Z)/24:1(11Z))	CL(12:0/16:0/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(9Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-30-27-23-19-15-11-7-3/h26,29,35-36,71-73,78H,5-25,27-28,30-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,36-35-/t71-,72+,73+/m0/s1	DFYJQNBCKZFUKY-JDHJKEKSSA-N	1405.003527			MMDBc0037934
BASm0024736	CL(12:0/16:0/16:1(9Z)/24:1(9Z))	CL(12:0/16:0/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(9Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-30-27-23-19-15-11-7-3/h26,29,37-38,71-73,78H,5-25,27-28,30-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,38-37-/t71-,72+,73+/m0/s1	JILQZAGSNRPNCY-RFTQTKHASA-N	1405.003527			MMDBc0037935
BASm0024737	CL(12:0/16:0/16:1(9Z)/26:0)	CL(12:0/16:0/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(9Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-30-27-23-19-15-11-7-3/h26,29,73-75,80H,5-25,27-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-/t73-,74+,75+/m0/s1	XBYNLTCVDXOFIE-KSZIGCDUSA-N	1435.050477			MMDBc0037936
BASm0024738	CL(12:0/16:0/16:1(9Z)/26:1(11Z))	CL(12:0/16:0/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(9Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-30-27-23-19-15-11-7-3/h26,29,36-37,73-75,80H,5-25,27-28,30-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,37-36-/t73-,74+,75+/m0/s1	ZITHVDCQKWOLFA-MREYMQHPSA-N	1433.034827			MMDBc0037937
BASm0024739	CL(12:0/16:0/16:1(9Z)/26:1(9Z))	CL(12:0/16:0/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(9Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-44-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-42-29-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-43-30-27-23-19-15-11-7-3/h26,29,39-40,74-76,81H,5-25,27-28,30-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b29-26-,40-39-/t74-,75+,76+/m0/s1	GXPHWMCSUCZADK-KAEYMRLFSA-N	1447.050477			MMDBc0037938
BASm0024740	CL(12:0/16:0/16:1(9Z)/28:0)	CL(12:0/16:0/16:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(9Z)/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-30-27-23-19-15-11-7-3/h26,29,75-77,82H,5-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-/t75-,76+,77+/m0/s1	QHANNVWLJPSHMM-ALNIXOIZSA-N	1463.081778			MMDBc0037939
BASm0024741	CL(12:0/16:0/16:1(9Z)/28:1(11Z))	CL(12:0/16:0/16:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(9Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-30-27-23-19-15-11-7-3/h26,29,38-39,75-77,82H,5-25,27-28,30-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,39-38-/t75-,76+,77+/m0/s1	HAPOEFIMOAYAEF-SINRUMILSA-N	1461.066127			MMDBc0037940
BASm0024742	CL(12:0/16:0/16:1(9Z)/28:1(9Z))	CL(12:0/16:0/16:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/16:1(9Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-30-27-23-19-15-11-7-3/h26,29,40-41,75-77,82H,5-25,27-28,30-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,41-40-/t75-,76+,77+/m0/s1	QLYYMISUOSIGSO-YRNKGUFUSA-N	1461.066127			MMDBc0037941
BASm0024743	CL(12:0/16:0/18:0/18:0)	CL(12:0/16:0/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:0/18:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-25-28-31-33-36-38-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-37-34-32-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-30-27-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	HCNRHBDNZSTZJC-MXMGCQHCSA-N	1352.972227			MMDBc0037942
BASm0024744	CL(12:0/16:0/18:0/18:1(11Z))	CL(12:0/16:0/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:0/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-31-33-36-38-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-37-34-32-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-30-27-23-19-15-11-7-3/h26,29,67-69,74H,5-25,27-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b29-26-/t67-,68+,69+/m0/s1	ZTFYYPCRTVPTCI-WFXULHBJSA-N	1350.956577			MMDBc0037943
BASm0024745	CL(12:0/16:0/18:0/18:1(9Z))	CL(12:0/16:0/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:0/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-31-33-36-38-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-37-34-32-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-30-27-23-19-15-11-7-3/h32,34,67-69,74H,5-31,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b34-32-/t67-,68+,69+/m0/s1	IMERDAJVMQNQAM-FIZNZXJESA-N	1350.956577			MMDBc0037944
BASm0024746	CL(12:0/16:0/18:0/20:0)	CL(12:0/16:0/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:0/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-25-28-31-33-34-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-38-35-32-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-30-27-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	RDTKPHPSNYQOCC-NTQFVZKBSA-N	1381.003527			MMDBc0037945
BASm0024747	CL(12:0/16:0/18:0/20:1(11Z))	CL(12:0/16:0/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:0/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-31-33-34-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-38-35-32-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-30-27-23-19-15-11-7-3/h31,33,69-71,76H,5-30,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b33-31-/t69-,70+,71+/m0/s1	ZYGREVITFYTXPT-TUUQVZHTSA-N	1378.987877			MMDBc0037946
BASm0024748	CL(12:0/16:0/18:0/20:1(13Z))	CL(12:0/16:0/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:0/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-31-33-34-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-38-35-32-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-30-27-23-19-15-11-7-3/h25,28,69-71,76H,5-24,26-27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-/t69-,70+,71+/m0/s1	SGBCIPYMDZNJMY-MXOUKALXSA-N	1378.987877			MMDBc0037947
BASm0024749	CL(12:0/16:0/18:0/22:0)	CL(12:0/16:0/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:0/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-40-37-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	RAZFEVMZQHVVCE-DFXUENRWSA-N	1409.034827			MMDBc0037948
BASm0024750	CL(12:0/16:0/18:0/22:1(11Z))	CL(12:0/16:0/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-40-37-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h34-35,71-73,78H,5-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b35-34-/t71-,72+,73+/m0/s1	CSOZAKLPHIZMCJ-ZDEPAFKQSA-N	1407.019177			MMDBc0037949
BASm0024751	CL(12:0/16:0/18:0/22:1(9Z))	CL(12:0/16:0/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-40-37-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h36,38,71-73,78H,5-35,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b38-36-/t71-,72+,73+/m0/s1	IJIUDIGLEHKTNF-KLUZEEINSA-N	1407.019177			MMDBc0037950
BASm0024752	CL(12:0/16:0/18:0/24:0)	CL(12:0/16:0/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:0/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	CDSCNNCYURUBQC-ARQKOWHBSA-N	1437.066127			MMDBc0037951
BASm0024753	CL(12:0/16:0/18:0/24:1(11Z))	CL(12:0/16:0/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:0/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h36-37,73-75,80H,5-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b37-36-/t73-,74+,75+/m0/s1	RKULSVAORYEFCB-MVLZJVGISA-N	1435.050477			MMDBc0037952
BASm0024754	CL(12:0/16:0/18:0/24:1(9Z))	CL(12:0/16:0/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:0/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h38,40,73-75,80H,5-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b40-38-/t73-,74+,75+/m0/s1	LGMSWSZIPHBLMC-KIUUNOOXSA-N	1435.050477			MMDBc0037953
BASm0024755	CL(12:0/16:0/18:0/26:0)	CL(12:0/16:0/18:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:0/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	WKBVAVZQOTZRAM-HRXLSSNSSA-N	1465.097428			MMDBc0037954
BASm0024756	CL(12:0/16:0/18:0/26:1(11Z))	CL(12:0/16:0/18:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:0/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h37-38,75-77,82H,5-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-/t75-,76+,77+/m0/s1	HPSSJRIJSFGANN-PPDVTESNSA-N	1463.081778			MMDBc0037955
BASm0024757	CL(12:0/16:0/18:0/26:1(9Z))	CL(12:0/16:0/18:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:0/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H158O17P2	InChI=1S/C82H158O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-46-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-45-42-32-29-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-30-27-23-19-15-11-7-3/h40-41,76-78,83H,5-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b41-40-/t76-,77+,78+/m0/s1	ALZNMRCUVFQOGH-FSSYIJNBSA-N	1477.097428			MMDBc0037956
BASm0024758	CL(12:0/16:0/18:1(11Z)/18:1(11Z))	CL(12:0/16:0/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(11Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-31-33-36-38-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-37-34-32-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-30-27-23-19-15-11-7-3/h25-26,28-29,67-69,74H,5-24,27,30-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-,29-26-/t67-,68+,69+/m0/s1	GLWDZEMKYPSGDQ-XJNHEGHTSA-N	1348.940927			MMDBc0037957
BASm0024759	CL(12:0/16:0/18:1(11Z)/18:1(9Z))	CL(12:0/16:0/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(11Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-31-33-36-38-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-37-34-32-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-30-27-23-19-15-11-7-3/h25,28,32,34,67-69,74H,5-24,26-27,29-31,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-,34-32-/t67-,68+,69+/m0/s1	LUXBOBQLRDCRAU-GGNMBCTPSA-N	1348.940927			MMDBc0037958
BASm0024760	CL(12:0/16:0/18:1(11Z)/20:0)	CL(12:0/16:0/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(11Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-31-33-34-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-38-35-32-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-30-27-23-19-15-11-7-3/h26,29,69-71,76H,5-25,27-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-/t69-,70+,71+/m0/s1	ULCKJUCFOKTFHN-YRXINFHSSA-N	1378.987877			MMDBc0037959
BASm0024761	CL(12:0/16:0/18:1(11Z)/20:1(11Z))	CL(12:0/16:0/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-33-34-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-38-35-32-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-30-27-23-19-15-11-7-3/h26,29,31,33,69-71,76H,5-25,27-28,30,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-,33-31-/t69-,70+,71+/m0/s1	BMPUVCYLJBILCN-YIEGSFEASA-N	1376.972227			MMDBc0037960
BASm0024762	CL(12:0/16:0/18:1(11Z)/20:1(13Z))	CL(12:0/16:0/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-33-34-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-38-35-32-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-30-27-23-19-15-11-7-3/h25-26,28-29,69-71,76H,5-24,27,30-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,29-26-/t69-,70+,71+/m0/s1	SPICZQIROKPCDU-HOGCWBHQSA-N	1376.972227			MMDBc0037961
BASm0024763	CL(12:0/16:0/18:1(11Z)/22:0)	CL(12:0/16:0/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-40-37-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h26,29,71-73,78H,5-25,27-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-/t71-,72+,73+/m0/s1	BMWWXHTXOSGJKI-XINBXNEZSA-N	1407.019177			MMDBc0037962
BASm0024764	CL(12:0/16:0/18:1(11Z)/22:1(11Z))	CL(12:0/16:0/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-40-37-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h26,29,34-35,71-73,78H,5-25,27-28,30-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,35-34-/t71-,72+,73+/m0/s1	AZNSIYZIBUJOPU-DVUMJITJSA-N	1405.003527			MMDBc0037963
BASm0024765	CL(12:0/16:0/18:1(11Z)/22:1(9Z))	CL(12:0/16:0/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-40-37-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h26,29,36,38,71-73,78H,5-25,27-28,30-35,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,38-36-/t71-,72+,73+/m0/s1	RZGVBXZTNLUTDP-YIAPNEFRSA-N	1405.003527			MMDBc0037964
BASm0024766	CL(12:0/16:0/18:1(11Z)/24:0)	CL(12:0/16:0/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h26,29,73-75,80H,5-25,27-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-/t73-,74+,75+/m0/s1	CDORJUBLSGSHBI-KSZIGCDUSA-N	1435.050477			MMDBc0037965
BASm0024767	CL(12:0/16:0/18:1(11Z)/24:1(11Z))	CL(12:0/16:0/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h26,29,36-37,73-75,80H,5-25,27-28,30-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,37-36-/t73-,74+,75+/m0/s1	GKLMATLCXLRKPI-MREYMQHPSA-N	1433.034827			MMDBc0037966
BASm0024768	CL(12:0/16:0/18:1(11Z)/24:1(9Z))	CL(12:0/16:0/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h26,29,38,40,73-75,80H,5-25,27-28,30-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,40-38-/t73-,74+,75+/m0/s1	XFNIKTCZVKZEDG-NXKLCBERSA-N	1433.034827			MMDBc0037967
BASm0024769	CL(12:0/16:0/18:1(11Z)/26:0)	CL(12:0/16:0/18:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(11Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h26,29,75-77,82H,5-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-/t75-,76+,77+/m0/s1	POVPYRFVDLEUFZ-ALNIXOIZSA-N	1463.081778			MMDBc0037968
BASm0024770	CL(12:0/16:0/18:1(11Z)/26:1(11Z))	CL(12:0/16:0/18:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(11Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h26,29,37-38,75-77,82H,5-25,27-28,30-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,38-37-/t75-,76+,77+/m0/s1	JKOHTZYONGPKBS-ZEKOIUEVSA-N	1461.066127			MMDBc0037969
BASm0024771	CL(12:0/16:0/18:1(11Z)/26:1(9Z))	CL(12:0/16:0/18:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(11Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-46-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-45-42-32-29-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-30-27-23-19-15-11-7-3/h26,29,40-41,76-78,83H,5-25,27-28,30-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b29-26-,41-40-/t76-,77+,78+/m0/s1	SCXWUZYKRPHBRB-ZJGNJOOVSA-N	1475.081778			MMDBc0037970
BASm0024772	CL(12:0/16:0/18:1(9Z)/18:1(11Z))	CL(12:0/16:0/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(9Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-31-33-36-38-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-37-34-32-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-30-27-23-19-15-11-7-3/h26,29,31,33,67-69,74H,5-25,27-28,30,32,34-66H2,1-4H3,(H,79,80)(H,81,82)/b29-26-,33-31-/t67-,68+,69+/m0/s1	LQWTUXIPZHHWCK-ZGUOHFCFSA-N	1348.940927			MMDBc0037971
BASm0024773	CL(12:0/16:0/18:1(9Z)/18:1(9Z))	CL(12:0/16:0/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(9Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-31-33-36-38-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-37-34-32-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-30-27-23-19-15-11-7-3/h31-34,67-69,74H,5-30,35-66H2,1-4H3,(H,79,80)(H,81,82)/b33-31-,34-32-/t67-,68+,69+/m0/s1	AJIHVPWXZGSPDW-FZACDXQHSA-N	1348.940927			MMDBc0037972
BASm0024774	CL(12:0/16:0/18:1(9Z)/20:0)	CL(12:0/16:0/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(9Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-31-33-34-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-38-35-32-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-30-27-23-19-15-11-7-3/h32,35,69-71,76H,5-31,33-34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b35-32-/t69-,70+,71+/m0/s1	GHRXWEUPCNAEBA-QEHYUPQHSA-N	1378.987877			MMDBc0037973
BASm0024775	CL(12:0/16:0/18:1(9Z)/20:1(11Z))	CL(12:0/16:0/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(9Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-33-34-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-38-35-32-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-30-27-23-19-15-11-7-3/h31-33,35,69-71,76H,5-30,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b33-31-,35-32-/t69-,70+,71+/m0/s1	HMGVENDTSYRSRA-ODXNZZBKSA-N	1376.972227			MMDBc0037974
BASm0024776	CL(12:0/16:0/18:1(9Z)/20:1(13Z))	CL(12:0/16:0/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(9Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-33-34-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-38-35-32-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-30-27-23-19-15-11-7-3/h25,28,32,35,69-71,76H,5-24,26-27,29-31,33-34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,35-32-/t69-,70+,71+/m0/s1	PBDCSJIEDGFFSL-WICGNTBSSA-N	1376.972227			MMDBc0037975
BASm0024777	CL(12:0/16:0/18:1(9Z)/22:0)	CL(12:0/16:0/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(9Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-40-37-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h32,37,71-73,78H,5-31,33-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b37-32-/t71-,72+,73+/m0/s1	SVEJQAUTFXIDKA-XWBIUYJNSA-N	1407.019177			MMDBc0037976
BASm0024778	CL(12:0/16:0/18:1(9Z)/22:1(11Z))	CL(12:0/16:0/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(9Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-40-37-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h32,34-35,37,71-73,78H,5-31,33,36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b35-34-,37-32-/t71-,72+,73+/m0/s1	FKHJEUIWFGVZBN-VKYDITTLSA-N	1405.003527			MMDBc0037977
BASm0024779	CL(12:0/16:0/18:1(9Z)/22:1(9Z))	CL(12:0/16:0/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(9Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-40-37-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h32,36-38,71-73,78H,5-31,33-35,39-70H2,1-4H3,(H,83,84)(H,85,86)/b37-32-,38-36-/t71-,72+,73+/m0/s1	BENCOLNAJQFKAT-KIGVTOPVSA-N	1405.003527			MMDBc0037978
BASm0024780	CL(12:0/16:0/18:1(9Z)/24:0)	CL(12:0/16:0/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(9Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h32,39,73-75,80H,5-31,33-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b39-32-/t73-,74+,75+/m0/s1	ZZJCQEXKWHNYMY-QOSSTLRSSA-N	1435.050477			MMDBc0037979
BASm0024781	CL(12:0/16:0/18:1(9Z)/24:1(11Z))	CL(12:0/16:0/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(9Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h32,36-37,39,73-75,80H,5-31,33-35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b37-36-,39-32-/t73-,74+,75+/m0/s1	ISCRNBHJOXMUGB-LWXNOWHDSA-N	1433.034827			MMDBc0037980
BASm0024782	CL(12:0/16:0/18:1(9Z)/24:1(9Z))	CL(12:0/16:0/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(9Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h32,38-40,73-75,80H,5-31,33-37,41-72H2,1-4H3,(H,85,86)(H,87,88)/b39-32-,40-38-/t73-,74+,75+/m0/s1	GOURBZCZUXSPQQ-FWJVIPRASA-N	1433.034827			MMDBc0037981
BASm0024783	CL(12:0/16:0/18:1(9Z)/26:0)	CL(12:0/16:0/18:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(9Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h32,41,75-77,82H,5-31,33-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b41-32-/t75-,76+,77+/m0/s1	CPMMTZLPKHVBRY-WSBKWOFPSA-N	1463.081778			MMDBc0037982
BASm0024784	CL(12:0/16:0/18:1(9Z)/26:1(11Z))	CL(12:0/16:0/18:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(9Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h32,37-38,41,75-77,82H,5-31,33-36,39-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-,41-32-/t75-,76+,77+/m0/s1	DOILFNMAAWYVNT-AMMYMQGNSA-N	1461.066127			MMDBc0037983
BASm0024785	CL(12:0/16:0/18:1(9Z)/26:1(9Z))	CL(12:0/16:0/18:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/18:1(9Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-46-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-45-42-32-29-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-30-27-23-19-15-11-7-3/h32,40-42,76-78,83H,5-31,33-39,43-75H2,1-4H3,(H,88,89)(H,90,91)/b41-40-,42-32-/t76-,77+,78+/m0/s1	PQESWIPXTJJSRF-VURFFRBRSA-N	1475.081778			MMDBc0037984
BASm0024786	CL(12:0/16:0/20:0/20:0)	CL(12:0/16:0/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/20:0/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-40-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-41-38-36-34-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	IFOHGLCNPUSAGF-DFXUENRWSA-N	1409.034827			MMDBc0037985
BASm0024787	CL(12:0/16:0/20:0/20:1(11Z))	CL(12:0/16:0/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/20:0/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-40-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-41-38-36-34-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h32,34,71-73,78H,5-31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b34-32-/t71-,72+,73+/m0/s1	NRBIPOOMDMEHRJ-HBDNBYRMSA-N	1407.019177			MMDBc0037986
BASm0024788	CL(12:0/16:0/20:0/20:1(13Z))	CL(12:0/16:0/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/20:0/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-40-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-41-38-36-34-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h26,29,71-73,78H,5-25,27-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-/t71-,72+,73+/m0/s1	RXFKFUPGWKIAKK-XINBXNEZSA-N	1407.019177			MMDBc0037987
BASm0024789	CL(12:0/16:0/20:0/22:0)	CL(12:0/16:0/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/20:0/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-37-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	XGQKUOPRBBLHTM-ARQKOWHBSA-N	1437.066127			MMDBc0037988
BASm0024790	CL(12:0/16:0/20:0/22:1(11Z))	CL(12:0/16:0/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/20:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-37-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h35-36,73-75,80H,5-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b36-35-/t73-,74+,75+/m0/s1	CZOKZGDVHLVYJV-KQJVKHBFSA-N	1435.050477			MMDBc0037989
BASm0024791	CL(12:0/16:0/20:0/22:1(9Z))	CL(12:0/16:0/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/20:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-37-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h38,40,73-75,80H,5-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b40-38-/t73-,74+,75+/m0/s1	WCTMFKKIVXSPGG-KIUUNOOXSA-N	1435.050477			MMDBc0037990
BASm0024792	CL(12:0/16:0/20:0/24:0)	CL(12:0/16:0/20:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/20:0/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-39-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	KBPZBQVYNRETOW-HRXLSSNSSA-N	1465.097428			MMDBc0037991
BASm0024793	CL(12:0/16:0/20:0/24:1(11Z))	CL(12:0/16:0/20:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/20:0/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-39-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h37-38,75-77,82H,5-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-/t75-,76+,77+/m0/s1	YQQBIRBJHUAUAV-PPDVTESNSA-N	1463.081778			MMDBc0037992
BASm0024794	CL(12:0/16:0/20:0/24:1(9Z))	CL(12:0/16:0/20:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/20:0/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-39-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h40,42,75-77,82H,5-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b42-40-/t75-,76+,77+/m0/s1	IZZYCEJIPQKKIQ-FSZMGQBASA-N	1463.081778			MMDBc0037993
BASm0024795	CL(12:0/16:0/20:1(11Z)/20:1(11Z))	CL(12:0/16:0/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/20:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-40-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-41-38-36-34-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h31-34,71-73,78H,5-30,35-70H2,1-4H3,(H,83,84)(H,85,86)/b33-31-,34-32-/t71-,72+,73+/m0/s1	WXZWNEHFYXJAJG-PAFRVHQBSA-N	1405.003527			MMDBc0037994
BASm0024796	CL(12:0/16:0/20:1(11Z)/20:1(13Z))	CL(12:0/16:0/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/20:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-40-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-41-38-36-34-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h26,29,31,33,71-73,78H,5-25,27-28,30,32,34-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,33-31-/t71-,72+,73+/m0/s1	AUBDCFWJHWXYLI-DMOCDKEOSA-N	1405.003527			MMDBc0037995
BASm0024797	CL(12:0/16:0/20:1(11Z)/22:0)	CL(12:0/16:0/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/20:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-37-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h32,34,73-75,80H,5-31,33,35-72H2,1-4H3,(H,85,86)(H,87,88)/b34-32-/t73-,74+,75+/m0/s1	YFJGHDQJXCLTQV-HPJJOUMVSA-N	1435.050477			MMDBc0037996
BASm0024798	CL(12:0/16:0/20:1(11Z)/22:1(11Z))	CL(12:0/16:0/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/20:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-37-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h32,34-36,73-75,80H,5-31,33,37-72H2,1-4H3,(H,85,86)(H,87,88)/b34-32-,36-35-/t73-,74+,75+/m0/s1	ALAOVLAAOCKLNJ-KMVGLRBCSA-N	1433.034827			MMDBc0037997
BASm0024799	CL(12:0/16:0/20:1(11Z)/22:1(9Z))	CL(12:0/16:0/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/20:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-37-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h32,34,38,40,73-75,80H,5-31,33,35-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b34-32-,40-38-/t73-,74+,75+/m0/s1	TTWIDDXGNFFPBW-ZFJDLOGOSA-N	1433.034827			MMDBc0037998
BASm0024800	CL(12:0/16:0/20:1(11Z)/24:0)	CL(12:0/16:0/20:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/20:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-39-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h32,34,75-77,82H,5-31,33,35-74H2,1-4H3,(H,87,88)(H,89,90)/b34-32-/t75-,76+,77+/m0/s1	QBBVVAGDWJGCLJ-CZKMBGHUSA-N	1463.081778			MMDBc0037999
BASm0024801	CL(12:0/16:0/20:1(11Z)/24:1(11Z))	CL(12:0/16:0/20:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/20:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-39-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h32,34,37-38,75-77,82H,5-31,33,35-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b34-32-,38-37-/t75-,76+,77+/m0/s1	UVHDNUMTLQBSMT-MMRCBPJESA-N	1461.066127			MMDBc0038000
BASm0024802	CL(12:0/16:0/20:1(11Z)/24:1(9Z))	CL(12:0/16:0/20:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/20:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-39-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h32,34,40,42,75-77,82H,5-31,33,35-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b34-32-,42-40-/t75-,76+,77+/m0/s1	MCVVNHLDRFBPEU-FMIZBVIUSA-N	1461.066127			MMDBc0038001
BASm0024803	CL(12:0/16:0/20:1(13Z)/20:1(11Z))	CL(12:0/16:0/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/20:1(13Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-40-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-41-38-36-34-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h25,28,32,34,71-73,78H,5-24,26-27,29-31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,34-32-/t71-,72+,73+/m0/s1	IBCJWSGOWNIXTQ-HGMBYVGQSA-N	1405.003527			MMDBc0038002
BASm0024804	CL(12:0/16:0/20:1(13Z)/20:1(13Z))	CL(12:0/16:0/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/20:1(13Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-40-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-41-38-36-34-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h25-26,28-29,71-73,78H,5-24,27,30-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,29-26-/t71-,72+,73+/m0/s1	LCWAQPIBFSBSGI-XJJCZCMWSA-N	1405.003527			MMDBc0038003
BASm0024805	CL(12:0/16:0/20:1(13Z)/22:0)	CL(12:0/16:0/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/20:1(13Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-37-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h26,29,73-75,80H,5-25,27-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-/t73-,74+,75+/m0/s1	SVKMKJOMQQVYEX-KSZIGCDUSA-N	1435.050477			MMDBc0038004
BASm0024806	CL(12:0/16:0/20:1(13Z)/22:1(11Z))	CL(12:0/16:0/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/20:1(13Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-37-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h26,29,35-36,73-75,80H,5-25,27-28,30-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,36-35-/t73-,74+,75+/m0/s1	BOWJWGAXAPYGDH-FSVYDPTASA-N	1433.034827			MMDBc0038005
BASm0024807	CL(12:0/16:0/20:1(13Z)/22:1(9Z))	CL(12:0/16:0/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/20:1(13Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-37-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h26,29,38,40,73-75,80H,5-25,27-28,30-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,40-38-/t73-,74+,75+/m0/s1	CATBBHLUEMLMRY-NXKLCBERSA-N	1433.034827			MMDBc0038006
BASm0024808	CL(12:0/16:0/20:1(13Z)/24:0)	CL(12:0/16:0/20:1(13Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/20:1(13Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-39-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h26,29,75-77,82H,5-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-/t75-,76+,77+/m0/s1	AVSMLPYHOBRFMY-ALNIXOIZSA-N	1463.081778			MMDBc0038007
BASm0024809	CL(12:0/16:0/20:1(13Z)/24:1(11Z))	CL(12:0/16:0/20:1(13Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/20:1(13Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-39-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h26,29,37-38,75-77,82H,5-25,27-28,30-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,38-37-/t75-,76+,77+/m0/s1	BAGWHTATCAFDRP-ZEKOIUEVSA-N	1461.066127			MMDBc0038008
BASm0024810	CL(12:0/16:0/20:1(13Z)/24:1(9Z))	CL(12:0/16:0/20:1(13Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/20:1(13Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-39-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h26,29,40,42,75-77,82H,5-25,27-28,30-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,42-40-/t75-,76+,77+/m0/s1	VERMQKITZXLATO-GCDLLHAISA-N	1461.066127			MMDBc0038009
BASm0024811	CL(12:0/16:0/22:0/22:0)	CL(12:0/16:0/22:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/22:0/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of docosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-44-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	JOJRPXLJJNPSIL-HRXLSSNSSA-N	1465.097428			MMDBc0038010
BASm0024812	CL(12:0/16:0/22:0/22:1(11Z))	CL(12:0/16:0/22:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/22:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-44-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h36,38,75-77,82H,5-35,37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b38-36-/t75-,76+,77+/m0/s1	RXSWJVNTAJYFQT-DGWVZDBTSA-N	1463.081778			MMDBc0038011
BASm0024813	CL(12:0/16:0/22:0/22:1(9Z))	CL(12:0/16:0/22:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/22:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-44-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h40,42,75-77,82H,5-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b42-40-/t75-,76+,77+/m0/s1	FNPFZFJHUJDLRB-FSZMGQBASA-N	1463.081778			MMDBc0038012
BASm0024814	CL(12:0/16:0/22:1(11Z)/22:1(11Z))	CL(12:0/16:0/22:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/22:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (11Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-44-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h35-38,75-77,82H,5-34,39-74H2,1-4H3,(H,87,88)(H,89,90)/b37-35-,38-36-/t75-,76+,77+/m0/s1	LMRWUQIXNHTVRR-NNROGPSZSA-N	1461.066127			MMDBc0038013
BASm0024815	CL(12:0/16:0/22:1(11Z)/22:1(9Z))	CL(12:0/16:0/22:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/22:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-44-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h35,37,40,42,75-77,82H,5-34,36,38-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b37-35-,42-40-/t75-,76+,77+/m0/s1	LJXWXZRVBBOCHN-ITUVTEKRSA-N	1461.066127			MMDBc0038014
BASm0024816	CL(12:0/16:0/22:1(9Z)/22:1(11Z))	CL(12:0/16:0/22:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/22:1(9Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-44-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h36,38-39,41,75-77,82H,5-35,37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b38-36-,41-39-/t75-,76+,77+/m0/s1	YSNPVMFUTWGXSB-VJIQLYQHSA-N	1461.066127			MMDBc0038015
BASm0024817	CL(12:0/16:0/22:1(9Z)/22:1(9Z))	CL(12:0/16:0/22:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:0/22:1(9Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (9Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-44-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h39-42,75-77,82H,5-38,43-74H2,1-4H3,(H,87,88)(H,89,90)/b41-39-,42-40-/t75-,76+,77+/m0/s1	PLTUCAPJBMNWRJ-MIJPYYCMSA-N	1461.066127			MMDBc0038016
BASm0024818	CL(12:0/16:1(11Z)/16:1(11Z)/16:1(11Z))	CL(12:0/16:1(11Z)/16:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(11Z)/16:1(11Z)) contains one chain of dodecanoic acid at the C1 position, three chains of (11Z-hexadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-31-34-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-33-30-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-32-29-26-22-18-14-10-6-2/h17-19,21-23,63-65,70H,5-16,20,24-62H2,1-4H3,(H,75,76)(H,77,78)/b21-17-,22-18-,23-19-/t63-,64+,65+/m0/s1	JXHBRPXVUSWJOH-UUOJACRZSA-N	1290.862677			MMDBc0038017
BASm0024819	CL(12:0/16:1(11Z)/16:1(11Z)/16:1(9Z))	CL(12:0/16:1(11Z)/16:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(11Z)/16:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-31-34-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-33-30-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-32-29-26-22-18-14-10-6-2/h17-18,21-22,27,30,63-65,70H,5-16,19-20,23-26,28-29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b21-17-,22-18-,30-27-/t63-,64+,65+/m0/s1	FDTOYNLCFBPEJC-SDCFPKEISA-N	1290.862677			MMDBc0038018
BASm0024820	CL(12:0/16:1(11Z)/16:1(11Z)/18:0)	CL(12:0/16:1(11Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(11Z)/18:0) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-31-32-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-33-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-34-30-27-23-19-15-11-7-3/h18-19,22-23,65-67,72H,5-17,20-21,24-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,23-19-/t65-,66+,67+/m0/s1	ULAXKYDNANOLFY-IZMWRDGTSA-N	1320.909627			MMDBc0038019
BASm0024821	CL(12:0/16:1(11Z)/16:1(11Z)/18:1(11Z))	CL(12:0/16:1(11Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(11Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-31-32-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-33-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-34-30-27-23-19-15-11-7-3/h18-19,22-23,25,28,65-67,72H,5-17,20-21,24,26-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,23-19-,28-25-/t65-,66+,67+/m0/s1	RANADRVZYQRTDD-CCJSDMMDSA-N	1318.893977			MMDBc0038020
BASm0024822	CL(12:0/16:1(11Z)/16:1(11Z)/18:1(9Z))	CL(12:0/16:1(11Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(11Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-31-32-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-33-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-34-30-27-23-19-15-11-7-3/h18-19,22-23,31-32,65-67,72H,5-17,20-21,24-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,23-19-,32-31-/t65-,66+,67+/m0/s1	AJLFSUVDYOWHKV-NABCMNOTSA-N	1318.893977			MMDBc0038021
BASm0024823	CL(12:0/16:1(11Z)/16:1(11Z)/20:0)	CL(12:0/16:1(11Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(11Z)/20:0) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-35-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-36-30-27-23-19-15-11-7-3/h18-19,22-23,67-69,74H,5-17,20-21,24-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-/t67-,68+,69+/m0/s1	NSDASNKARIBGMI-HPJUKGFUSA-N	1348.940927			MMDBc0038022
BASm0024824	CL(12:0/16:1(11Z)/16:1(11Z)/20:1(11Z))	CL(12:0/16:1(11Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-35-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-36-30-27-23-19-15-11-7-3/h18-19,22-23,31-32,67-69,74H,5-17,20-21,24-30,33-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-,32-31-/t67-,68+,69+/m0/s1	CORMXJPNXYTLKZ-COCYSRBSSA-N	1346.925277			MMDBc0038023
BASm0024825	CL(12:0/16:1(11Z)/16:1(11Z)/20:1(13Z))	CL(12:0/16:1(11Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-35-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-36-30-27-23-19-15-11-7-3/h18-19,22-23,25,28,67-69,74H,5-17,20-21,24,26-27,29-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-,28-25-/t67-,68+,69+/m0/s1	GEKWEMRMGXVMBT-VKHCMXRTSA-N	1346.925277			MMDBc0038024
BASm0024826	CL(12:0/16:1(11Z)/16:1(11Z)/22:0)	CL(12:0/16:1(11Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-37-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-30-27-23-19-15-11-7-3/h18-19,22-23,69-71,76H,5-17,20-21,24-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-/t69-,70+,71+/m0/s1	AQPBIAFNSJMFBX-IVZVZYDDSA-N	1376.972227			MMDBc0038025
BASm0024827	CL(12:0/16:1(11Z)/16:1(11Z)/22:1(11Z))	CL(12:0/16:1(11Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-37-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-30-27-23-19-15-11-7-3/h18-19,22-23,33-34,69-71,76H,5-17,20-21,24-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-,34-33-/t69-,70+,71+/m0/s1	IRMGACVKKNBHBN-UBJRYTFASA-N	1374.956577			MMDBc0038026
BASm0024828	CL(12:0/16:1(11Z)/16:1(11Z)/22:1(9Z))	CL(12:0/16:1(11Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-37-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-30-27-23-19-15-11-7-3/h18-19,22-23,35-36,69-71,76H,5-17,20-21,24-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-,36-35-/t69-,70+,71+/m0/s1	PAAOUDTUQRBVRW-WFZSBQOMSA-N	1374.956577			MMDBc0038027
BASm0024829	CL(12:0/16:1(11Z)/16:1(11Z)/24:0)	CL(12:0/16:1(11Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-30-27-23-19-15-11-7-3/h18-19,22-23,71-73,78H,5-17,20-21,24-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-/t71-,72+,73+/m0/s1	CKFSNUPEFCZCJA-URDZZWCISA-N	1405.003527			MMDBc0038028
BASm0024830	CL(12:0/16:1(11Z)/16:1(11Z)/24:1(11Z))	CL(12:0/16:1(11Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-30-27-23-19-15-11-7-3/h18-19,22-23,35-36,71-73,78H,5-17,20-21,24-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-,36-35-/t71-,72+,73+/m0/s1	RSLLIIXHZITSJK-CPDBBZEOSA-N	1402.987877			MMDBc0038029
BASm0024831	CL(12:0/16:1(11Z)/16:1(11Z)/24:1(9Z))	CL(12:0/16:1(11Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-30-27-23-19-15-11-7-3/h18-19,22-23,37-38,71-73,78H,5-17,20-21,24-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-,38-37-/t71-,72+,73+/m0/s1	UXYLMMYZTVGRRI-XLWFSPPFSA-N	1402.987877			MMDBc0038030
BASm0024832	CL(12:0/16:1(11Z)/16:1(11Z)/26:0)	CL(12:0/16:1(11Z)/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(11Z)/26:0) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-30-27-23-19-15-11-7-3/h18-19,22-23,73-75,80H,5-17,20-21,24-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-/t73-,74+,75+/m0/s1	MFTNXUDLMSUTIE-DAHXTXSNSA-N	1433.034827			MMDBc0038031
BASm0024833	CL(12:0/16:1(11Z)/16:1(11Z)/26:1(11Z))	CL(12:0/16:1(11Z)/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(11Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-30-27-23-19-15-11-7-3/h18-19,22-23,36-37,73-75,80H,5-17,20-21,24-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-,37-36-/t73-,74+,75+/m0/s1	QZUPMKZVXSIMGL-TXQFZQFYSA-N	1431.019177			MMDBc0038032
BASm0024834	CL(12:0/16:1(11Z)/16:1(11Z)/26:1(9Z))	CL(12:0/16:1(11Z)/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(11Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-44-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-42-29-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-43-30-27-23-19-15-11-7-3/h18-19,22-23,39-40,74-76,81H,5-17,20-21,24-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b22-18-,23-19-,40-39-/t74-,75+,76+/m0/s1	GQKLXGPSMIOZAV-ANBSZBETSA-N	1445.034827			MMDBc0038033
BASm0024835	CL(12:0/16:1(11Z)/16:1(11Z)/28:0)	CL(12:0/16:1(11Z)/16:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(11Z)/28:0) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-30-27-23-19-15-11-7-3/h18-19,22-23,75-77,82H,5-17,20-21,24-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,23-19-/t75-,76+,77+/m0/s1	YWXCJFMBCUGRGD-GBMHXDSQSA-N	1461.066127			MMDBc0038034
BASm0024836	CL(12:0/16:1(11Z)/16:1(11Z)/28:1(11Z))	CL(12:0/16:1(11Z)/16:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(11Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-30-27-23-19-15-11-7-3/h18-19,22-23,38-39,75-77,82H,5-17,20-21,24-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,23-19-,39-38-/t75-,76+,77+/m0/s1	WZSIMEIFARCKNO-JUWHKIKASA-N	1459.050477			MMDBc0038035
BASm0024837	CL(12:0/16:1(11Z)/16:1(11Z)/28:1(9Z))	CL(12:0/16:1(11Z)/16:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(11Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-30-27-23-19-15-11-7-3/h18-19,22-23,40-41,75-77,82H,5-17,20-21,24-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,23-19-,41-40-/t75-,76+,77+/m0/s1	WXEJFKIJZNKYOB-MYEGYRGASA-N	1459.050477			MMDBc0038036
BASm0024838	CL(12:0/16:1(11Z)/16:1(9Z)/16:1(11Z))	CL(12:0/16:1(11Z)/16:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(9Z)/16:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C4 positions, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-31-34-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-33-30-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-32-29-26-22-18-14-10-6-2/h18-19,22-23,25,28,63-65,70H,5-17,20-21,24,26-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,23-19-,28-25-/t63-,64+,65+/m0/s1	GEAWPFGWXBKNED-VSOOZGHRSA-N	1290.862677			MMDBc0038037
BASm0024839	CL(12:0/16:1(11Z)/16:1(9Z)/16:1(9Z))	CL(12:0/16:1(11Z)/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(9Z)/16:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-31-34-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-33-30-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-32-29-26-22-18-14-10-6-2/h18,22,25,27-28,30,63-65,70H,5-17,19-21,23-24,26,29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,28-25-,30-27-/t63-,64+,65+/m0/s1	KYHIDVCRWCJCLE-IQHCHRRZSA-N	1290.862677			MMDBc0038038
BASm0024840	CL(12:0/16:1(11Z)/16:1(9Z)/18:0)	CL(12:0/16:1(11Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(9Z)/18:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-31-32-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-33-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-34-30-27-23-19-15-11-7-3/h19,23,26,29,65-67,72H,5-18,20-22,24-25,27-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,29-26-/t65-,66+,67+/m0/s1	NMDYAPGJZOXTQH-CPPVJRQMSA-N	1320.909627			MMDBc0038039
BASm0024841	CL(12:0/16:1(11Z)/16:1(9Z)/18:1(11Z))	CL(12:0/16:1(11Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(9Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-31-32-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-33-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-34-30-27-23-19-15-11-7-3/h19,23,25-26,28-29,65-67,72H,5-18,20-22,24,27,30-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,28-25-,29-26-/t65-,66+,67+/m0/s1	APOAAHDPUMDQCH-MQRMLNNCSA-N	1318.893977			MMDBc0038040
BASm0024842	CL(12:0/16:1(11Z)/16:1(9Z)/18:1(9Z))	CL(12:0/16:1(11Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(9Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-31-32-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-33-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-34-30-27-23-19-15-11-7-3/h19,23,26,29,31-32,65-67,72H,5-18,20-22,24-25,27-28,30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,29-26-,32-31-/t65-,66+,67+/m0/s1	NHZPEJIELULXSB-ANFBPIKZSA-N	1318.893977			MMDBc0038041
BASm0024843	CL(12:0/16:1(11Z)/16:1(9Z)/20:0)	CL(12:0/16:1(11Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(9Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-35-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-36-30-27-23-19-15-11-7-3/h19,23,26,29,67-69,74H,5-18,20-22,24-25,27-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,29-26-/t67-,68+,69+/m0/s1	RRXKMLDFSHJIKL-BCXJJILHSA-N	1348.940927			MMDBc0038042
BASm0024844	CL(12:0/16:1(11Z)/16:1(9Z)/20:1(11Z))	CL(12:0/16:1(11Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(9Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-35-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-36-30-27-23-19-15-11-7-3/h19,23,26,29,31-32,67-69,74H,5-18,20-22,24-25,27-28,30,33-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,29-26-,32-31-/t67-,68+,69+/m0/s1	VLUNSSMYUFAQKU-HDSIBVIUSA-N	1346.925277			MMDBc0038043
BASm0024845	CL(12:0/16:1(11Z)/16:1(9Z)/20:1(13Z))	CL(12:0/16:1(11Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(9Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-35-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-36-30-27-23-19-15-11-7-3/h19,23,25-26,28-29,67-69,74H,5-18,20-22,24,27,30-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,28-25-,29-26-/t67-,68+,69+/m0/s1	BWIUAPWLRFGKCI-VMWQAGMSSA-N	1346.925277			MMDBc0038044
BASm0024846	CL(12:0/16:1(11Z)/16:1(9Z)/22:0)	CL(12:0/16:1(11Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(9Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-37-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-30-27-23-19-15-11-7-3/h19,23,26,29,69-71,76H,5-18,20-22,24-25,27-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,29-26-/t69-,70+,71+/m0/s1	XEIFSMYXVBIUJG-SIKNHXPUSA-N	1376.972227			MMDBc0038045
BASm0024847	CL(12:0/16:1(11Z)/16:1(9Z)/22:1(11Z))	CL(12:0/16:1(11Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(9Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-37-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-30-27-23-19-15-11-7-3/h19,23,26,29,33-34,69-71,76H,5-18,20-22,24-25,27-28,30-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,29-26-,34-33-/t69-,70+,71+/m0/s1	FUTRYTXWMUMINE-RHBHIPPUSA-N	1374.956577			MMDBc0038046
BASm0024848	CL(12:0/16:1(11Z)/16:1(9Z)/22:1(9Z))	CL(12:0/16:1(11Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(9Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-37-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-30-27-23-19-15-11-7-3/h19,23,26,29,35-36,69-71,76H,5-18,20-22,24-25,27-28,30-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,29-26-,36-35-/t69-,70+,71+/m0/s1	CXQOYRAJBJKMCA-XFPCKQTFSA-N	1374.956577			MMDBc0038047
BASm0024849	CL(12:0/16:1(11Z)/16:1(9Z)/24:0)	CL(12:0/16:1(11Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(9Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-30-27-23-19-15-11-7-3/h19,23,26,29,71-73,78H,5-18,20-22,24-25,27-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,29-26-/t71-,72+,73+/m0/s1	UQCYASBGESUJNE-WBDLKNRSSA-N	1405.003527			MMDBc0038048
BASm0024850	CL(12:0/16:1(11Z)/16:1(9Z)/24:1(11Z))	CL(12:0/16:1(11Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(9Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-30-27-23-19-15-11-7-3/h19,23,26,29,35-36,71-73,78H,5-18,20-22,24-25,27-28,30-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,29-26-,36-35-/t71-,72+,73+/m0/s1	RAMQUPJUMKSAOL-QGXCJOIVSA-N	1402.987877			MMDBc0038049
BASm0024851	CL(12:0/16:1(11Z)/16:1(9Z)/24:1(9Z))	CL(12:0/16:1(11Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(9Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-30-27-23-19-15-11-7-3/h19,23,26,29,37-38,71-73,78H,5-18,20-22,24-25,27-28,30-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,29-26-,38-37-/t71-,72+,73+/m0/s1	IYKDJPRJLAWSSB-VSRHTSSYSA-N	1402.987877			MMDBc0038050
BASm0024852	CL(12:0/16:1(11Z)/16:1(9Z)/26:0)	CL(12:0/16:1(11Z)/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(9Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-30-27-23-19-15-11-7-3/h19,23,26,29,73-75,80H,5-18,20-22,24-25,27-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,29-26-/t73-,74+,75+/m0/s1	FPPADRCVEXJKAM-KXFUVASRSA-N	1433.034827			MMDBc0038051
BASm0024853	CL(12:0/16:1(11Z)/16:1(9Z)/26:1(11Z))	CL(12:0/16:1(11Z)/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(9Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-30-27-23-19-15-11-7-3/h19,23,26,29,36-37,73-75,80H,5-18,20-22,24-25,27-28,30-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,29-26-,37-36-/t73-,74+,75+/m0/s1	KEZXXCYFZGJDAH-XMFOACMZSA-N	1431.019177			MMDBc0038052
BASm0024854	CL(12:0/16:1(11Z)/16:1(9Z)/26:1(9Z))	CL(12:0/16:1(11Z)/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(9Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-44-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-42-29-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-43-30-27-23-19-15-11-7-3/h19,23,26,29,39-40,74-76,81H,5-18,20-22,24-25,27-28,30-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b23-19-,29-26-,40-39-/t74-,75+,76+/m0/s1	JMMHMCMZQSYIBQ-YANUYEFGSA-N	1445.034827			MMDBc0038053
BASm0024855	CL(12:0/16:1(11Z)/16:1(9Z)/28:0)	CL(12:0/16:1(11Z)/16:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(9Z)/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-30-27-23-19-15-11-7-3/h19,23,26,29,75-77,82H,5-18,20-22,24-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,29-26-/t75-,76+,77+/m0/s1	AXKXXLJCPWHAPN-UNIIHEPPSA-N	1461.066127			MMDBc0038054
BASm0024856	CL(12:0/16:1(11Z)/16:1(9Z)/28:1(11Z))	CL(12:0/16:1(11Z)/16:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(9Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-30-27-23-19-15-11-7-3/h19,23,26,29,38-39,75-77,82H,5-18,20-22,24-25,27-28,30-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,29-26-,39-38-/t75-,76+,77+/m0/s1	VIVVOJAMBLIABQ-SOACTLMHSA-N	1459.050477			MMDBc0038055
BASm0024857	CL(12:0/16:1(11Z)/16:1(9Z)/28:1(9Z))	CL(12:0/16:1(11Z)/16:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/16:1(9Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-30-27-23-19-15-11-7-3/h19,23,26,29,40-41,75-77,82H,5-18,20-22,24-25,27-28,30-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,29-26-,41-40-/t75-,76+,77+/m0/s1	YSVRHAPHVHLMFZ-IUKAMUNQSA-N	1459.050477			MMDBc0038056
BASm0024858	CL(12:0/16:1(11Z)/18:0/18:0)	CL(12:0/16:1(11Z)/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:0/18:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-31-33-36-38-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-37-34-32-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-30-27-23-19-15-11-7-3/h19,23,67-69,74H,5-18,20-22,24-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-/t67-,68+,69+/m0/s1	PTFPZWPKKNXSOB-IQQHFVMZSA-N	1350.956577			MMDBc0038057
BASm0024859	CL(12:0/16:1(11Z)/18:0/18:1(11Z))	CL(12:0/16:1(11Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:0/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-31-33-36-38-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-37-34-32-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-30-27-23-19-15-11-7-3/h19,23,26,29,67-69,74H,5-18,20-22,24-25,27-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,29-26-/t67-,68+,69+/m0/s1	MBJQJZMMYBDVBJ-BCXJJILHSA-N	1348.940927			MMDBc0038058
BASm0024860	CL(12:0/16:1(11Z)/18:0/18:1(9Z))	CL(12:0/16:1(11Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:0/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-31-33-36-38-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-37-34-32-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-30-27-23-19-15-11-7-3/h19,23,32,34,67-69,74H,5-18,20-22,24-31,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,34-32-/t67-,68+,69+/m0/s1	DMIOHWGIFZXMSH-WWXXGQNZSA-N	1348.940927			MMDBc0038059
BASm0024861	CL(12:0/16:1(11Z)/18:0/20:0)	CL(12:0/16:1(11Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:0/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-31-33-34-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-38-35-32-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-30-27-23-19-15-11-7-3/h19,23,69-71,76H,5-18,20-22,24-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-/t69-,70+,71+/m0/s1	PRBSFQNGRROXRJ-UBSICRRMSA-N	1378.987877			MMDBc0038060
BASm0024862	CL(12:0/16:1(11Z)/18:0/20:1(11Z))	CL(12:0/16:1(11Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:0/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-33-34-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-38-35-32-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-30-27-23-19-15-11-7-3/h19,23,31,33,69-71,76H,5-18,20-22,24-30,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,33-31-/t69-,70+,71+/m0/s1	ZKXBWXZMGXWGGW-RXODUWSRSA-N	1376.972227			MMDBc0038061
BASm0024863	CL(12:0/16:1(11Z)/18:0/20:1(13Z))	CL(12:0/16:1(11Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:0/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-33-34-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-38-35-32-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-30-27-23-19-15-11-7-3/h19,23,25,28,69-71,76H,5-18,20-22,24,26-27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,28-25-/t69-,70+,71+/m0/s1	JVIWBFZAJSRPHR-DWYGXRRVSA-N	1376.972227			MMDBc0038062
BASm0024864	CL(12:0/16:1(11Z)/18:0/22:0)	CL(12:0/16:1(11Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:0/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-40-37-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h19,23,71-73,78H,5-18,20-22,24-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-/t71-,72+,73+/m0/s1	WGMZJCPEDGKSDI-HOIREUNFSA-N	1407.019177			MMDBc0038063
BASm0024865	CL(12:0/16:1(11Z)/18:0/22:1(11Z))	CL(12:0/16:1(11Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-40-37-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h19,23,34-35,71-73,78H,5-18,20-22,24-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,35-34-/t71-,72+,73+/m0/s1	DHEFMUKFIRNYMB-TZHBFAHSSA-N	1405.003527			MMDBc0038064
BASm0024866	CL(12:0/16:1(11Z)/18:0/22:1(9Z))	CL(12:0/16:1(11Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-40-37-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h19,23,36,38,71-73,78H,5-18,20-22,24-35,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,38-36-/t71-,72+,73+/m0/s1	RBQPQPUTPFKLPV-CSXOJZGSSA-N	1405.003527			MMDBc0038065
BASm0024867	CL(12:0/16:1(11Z)/18:0/24:0)	CL(12:0/16:1(11Z)/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:0/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h19,23,73-75,80H,5-18,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-/t73-,74+,75+/m0/s1	NJMVHJYCSDRELO-KACDVLJISA-N	1435.050477			MMDBc0038066
BASm0024868	CL(12:0/16:1(11Z)/18:0/24:1(11Z))	CL(12:0/16:1(11Z)/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:0/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h19,23,36-37,73-75,80H,5-18,20-22,24-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,37-36-/t73-,74+,75+/m0/s1	QYFZBOAJSARIJN-FSBXGSOXSA-N	1433.034827			MMDBc0038067
BASm0024869	CL(12:0/16:1(11Z)/18:0/24:1(9Z))	CL(12:0/16:1(11Z)/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:0/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h19,23,38,40,73-75,80H,5-18,20-22,24-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,40-38-/t73-,74+,75+/m0/s1	PNTLBEXMJQNFNJ-JQLNEUTLSA-N	1433.034827			MMDBc0038068
BASm0024870	CL(12:0/16:1(11Z)/18:0/26:0)	CL(12:0/16:1(11Z)/18:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:0/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h19,23,75-77,82H,5-18,20-22,24-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-/t75-,76+,77+/m0/s1	SKJJCJBSONMHKE-ZMGHOTMQSA-N	1463.081778			MMDBc0038069
BASm0024871	CL(12:0/16:1(11Z)/18:0/26:1(11Z))	CL(12:0/16:1(11Z)/18:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:0/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h19,23,37-38,75-77,82H,5-18,20-22,24-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,38-37-/t75-,76+,77+/m0/s1	WFTXUNOLWIUZPN-BTDXDZHKSA-N	1461.066127			MMDBc0038070
BASm0024872	CL(12:0/16:1(11Z)/18:0/26:1(9Z))	CL(12:0/16:1(11Z)/18:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:0/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-46-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-45-42-32-29-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-30-27-23-19-15-11-7-3/h19,23,40-41,76-78,83H,5-18,20-22,24-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b23-19-,41-40-/t76-,77+,78+/m0/s1	FZVYTLNYGYHZCI-YVWVSNPQSA-N	1475.081778			MMDBc0038071
BASm0024873	CL(12:0/16:1(11Z)/18:1(11Z)/18:1(11Z))	CL(12:0/16:1(11Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(11Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-31-33-36-38-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-37-34-32-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-30-27-23-19-15-11-7-3/h19,23,25-26,28-29,67-69,74H,5-18,20-22,24,27,30-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,28-25-,29-26-/t67-,68+,69+/m0/s1	XNNLTZZRFUOHOM-VMWQAGMSSA-N	1346.925277			MMDBc0038072
BASm0024874	CL(12:0/16:1(11Z)/18:1(11Z)/18:1(9Z))	CL(12:0/16:1(11Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(11Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-31-33-36-38-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-37-34-32-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-30-27-23-19-15-11-7-3/h19,23,25,28,32,34,67-69,74H,5-18,20-22,24,26-27,29-31,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,28-25-,34-32-/t67-,68+,69+/m0/s1	OBDNRYJBQVOCMM-ATUIQXRSSA-N	1346.925277			MMDBc0038073
BASm0024875	CL(12:0/16:1(11Z)/18:1(11Z)/20:0)	CL(12:0/16:1(11Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(11Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-33-34-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-38-35-32-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-30-27-23-19-15-11-7-3/h19,23,26,29,69-71,76H,5-18,20-22,24-25,27-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,29-26-/t69-,70+,71+/m0/s1	NFEGJDRLSLVFMJ-SIKNHXPUSA-N	1376.972227			MMDBc0038074
BASm0024876	CL(12:0/16:1(11Z)/18:1(11Z)/20:1(11Z))	CL(12:0/16:1(11Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-33-34-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-38-35-32-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-30-27-23-19-15-11-7-3/h19,23,26,29,31,33,69-71,76H,5-18,20-22,24-25,27-28,30,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,29-26-,33-31-/t69-,70+,71+/m0/s1	RWXGZFKMDQLSJX-PCJHVGGKSA-N	1374.956577			MMDBc0038075
BASm0024877	CL(12:0/16:1(11Z)/18:1(11Z)/20:1(13Z))	CL(12:0/16:1(11Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-33-34-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-38-35-32-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-30-27-23-19-15-11-7-3/h19,23,25-26,28-29,69-71,76H,5-18,20-22,24,27,30-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,28-25-,29-26-/t69-,70+,71+/m0/s1	LYCYPCVIDZHDEQ-NYSUVDSFSA-N	1374.956577			MMDBc0038076
BASm0024878	CL(12:0/16:1(11Z)/18:1(11Z)/22:0)	CL(12:0/16:1(11Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-40-37-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h19,23,26,29,71-73,78H,5-18,20-22,24-25,27-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,29-26-/t71-,72+,73+/m0/s1	XLBTUXYETOUVKI-WBDLKNRSSA-N	1405.003527			MMDBc0038077
BASm0024879	CL(12:0/16:1(11Z)/18:1(11Z)/22:1(11Z))	CL(12:0/16:1(11Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-40-37-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h19,23,26,29,34-35,71-73,78H,5-18,20-22,24-25,27-28,30-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,29-26-,35-34-/t71-,72+,73+/m0/s1	NGUUYBCVXUVAAD-WACHOCNBSA-N	1402.987877			MMDBc0038078
BASm0024880	CL(12:0/16:1(11Z)/18:1(11Z)/22:1(9Z))	CL(12:0/16:1(11Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-40-37-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h19,23,26,29,36,38,71-73,78H,5-18,20-22,24-25,27-28,30-35,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,29-26-,38-36-/t71-,72+,73+/m0/s1	SKYHUJCXCJAGRD-IGYOPTTJSA-N	1402.987877			MMDBc0038079
BASm0024881	CL(12:0/16:1(11Z)/18:1(11Z)/24:0)	CL(12:0/16:1(11Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h19,23,26,29,73-75,80H,5-18,20-22,24-25,27-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,29-26-/t73-,74+,75+/m0/s1	MFTRKRNNKDGTMP-KXFUVASRSA-N	1433.034827			MMDBc0038080
BASm0024882	CL(12:0/16:1(11Z)/18:1(11Z)/24:1(11Z))	CL(12:0/16:1(11Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h19,23,26,29,36-37,73-75,80H,5-18,20-22,24-25,27-28,30-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,29-26-,37-36-/t73-,74+,75+/m0/s1	VJNRGNYKVMYQIA-XMFOACMZSA-N	1431.019177			MMDBc0038081
BASm0024883	CL(12:0/16:1(11Z)/18:1(11Z)/24:1(9Z))	CL(12:0/16:1(11Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h19,23,26,29,38,40,73-75,80H,5-18,20-22,24-25,27-28,30-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,29-26-,40-38-/t73-,74+,75+/m0/s1	SEAWCSCGWRUBRW-NEJFEUOXSA-N	1431.019177			MMDBc0038082
BASm0024884	CL(12:0/16:1(11Z)/18:1(11Z)/26:0)	CL(12:0/16:1(11Z)/18:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(11Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h19,23,26,29,75-77,82H,5-18,20-22,24-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,29-26-/t75-,76+,77+/m0/s1	VGNCNXNRGYCWDA-UNIIHEPPSA-N	1461.066127			MMDBc0038083
BASm0024885	CL(12:0/16:1(11Z)/18:1(11Z)/26:1(11Z))	CL(12:0/16:1(11Z)/18:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(11Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h19,23,26,29,37-38,75-77,82H,5-18,20-22,24-25,27-28,30-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,29-26-,38-37-/t75-,76+,77+/m0/s1	MVSDCBGTBRLGTJ-HVAKDWEWSA-N	1459.050477			MMDBc0038084
BASm0024886	CL(12:0/16:1(11Z)/18:1(11Z)/26:1(9Z))	CL(12:0/16:1(11Z)/18:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(11Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-46-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-45-42-32-29-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-30-27-23-19-15-11-7-3/h19,23,26,29,40-41,76-78,83H,5-18,20-22,24-25,27-28,30-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b23-19-,29-26-,41-40-/t76-,77+,78+/m0/s1	QGHZLWUBSHRIQG-XBYRPYPGSA-N	1473.066127			MMDBc0038085
BASm0024887	CL(12:0/16:1(11Z)/18:1(9Z)/18:1(11Z))	CL(12:0/16:1(11Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(9Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-31-33-36-38-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-37-34-32-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-30-27-23-19-15-11-7-3/h19,23,26,29,31,33,67-69,74H,5-18,20-22,24-25,27-28,30,32,34-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,29-26-,33-31-/t67-,68+,69+/m0/s1	HMZTWWIARKIPIM-KBWGIFQUSA-N	1346.925277			MMDBc0038086
BASm0024888	CL(12:0/16:1(11Z)/18:1(9Z)/18:1(9Z))	CL(12:0/16:1(11Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(9Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-31-33-36-38-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-37-34-32-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-30-27-23-19-15-11-7-3/h19,23,31-34,67-69,74H,5-18,20-22,24-30,35-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,33-31-,34-32-/t67-,68+,69+/m0/s1	JFLQTYRUTKUHNV-KVAICJFTSA-N	1346.925277			MMDBc0038087
BASm0024889	CL(12:0/16:1(11Z)/18:1(9Z)/20:0)	CL(12:0/16:1(11Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(9Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-33-34-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-38-35-32-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-30-27-23-19-15-11-7-3/h19,23,32,35,69-71,76H,5-18,20-22,24-31,33-34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,35-32-/t69-,70+,71+/m0/s1	LRYVTMJNBDHJNI-GOPZOHKZSA-N	1376.972227			MMDBc0038088
BASm0024890	CL(12:0/16:1(11Z)/18:1(9Z)/20:1(11Z))	CL(12:0/16:1(11Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(9Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-33-34-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-38-35-32-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-30-27-23-19-15-11-7-3/h19,23,31-33,35,69-71,76H,5-18,20-22,24-30,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,33-31-,35-32-/t69-,70+,71+/m0/s1	XZNFEOTTXLQOFO-VDXFDCJOSA-N	1374.956577			MMDBc0038089
BASm0024891	CL(12:0/16:1(11Z)/18:1(9Z)/20:1(13Z))	CL(12:0/16:1(11Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(9Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-33-34-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-38-35-32-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-30-27-23-19-15-11-7-3/h19,23,25,28,32,35,69-71,76H,5-18,20-22,24,26-27,29-31,33-34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,28-25-,35-32-/t69-,70+,71+/m0/s1	MADDFJNFXBKSBO-QSRMKIMWSA-N	1374.956577			MMDBc0038090
BASm0024892	CL(12:0/16:1(11Z)/18:1(9Z)/22:0)	CL(12:0/16:1(11Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(9Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-40-37-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h19,23,32,37,71-73,78H,5-18,20-22,24-31,33-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,37-32-/t71-,72+,73+/m0/s1	QJPUTGMEICOJCB-IERSYCKQSA-N	1405.003527			MMDBc0038091
BASm0024893	CL(12:0/16:1(11Z)/18:1(9Z)/22:1(11Z))	CL(12:0/16:1(11Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(9Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-40-37-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h19,23,32,34-35,37,71-73,78H,5-18,20-22,24-31,33,36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,35-34-,37-32-/t71-,72+,73+/m0/s1	AEVDLJUDNWGWEB-YWCLCJDVSA-N	1402.987877			MMDBc0038092
BASm0024894	CL(12:0/16:1(11Z)/18:1(9Z)/22:1(9Z))	CL(12:0/16:1(11Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(9Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-40-37-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h19,23,32,36-38,71-73,78H,5-18,20-22,24-31,33-35,39-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,37-32-,38-36-/t71-,72+,73+/m0/s1	GLOYOJVFKFVFFR-KQIFIRDVSA-N	1402.987877			MMDBc0038093
BASm0024895	CL(12:0/16:1(11Z)/18:1(9Z)/24:0)	CL(12:0/16:1(11Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(9Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h19,23,32,39,73-75,80H,5-18,20-22,24-31,33-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,39-32-/t73-,74+,75+/m0/s1	ASWZWCNDSBCHON-LCKMEAACSA-N	1433.034827			MMDBc0038094
BASm0024896	CL(12:0/16:1(11Z)/18:1(9Z)/24:1(11Z))	CL(12:0/16:1(11Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(9Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h19,23,32,36-37,39,73-75,80H,5-18,20-22,24-31,33-35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,37-36-,39-32-/t73-,74+,75+/m0/s1	ROHRZPAHMUZATR-JUEBABKISA-N	1431.019177			MMDBc0038095
BASm0024897	CL(12:0/16:1(11Z)/18:1(9Z)/24:1(9Z))	CL(12:0/16:1(11Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(9Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h19,23,32,38-40,73-75,80H,5-18,20-22,24-31,33-37,41-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,39-32-,40-38-/t73-,74+,75+/m0/s1	MJBVPDZBGNRFBL-ZFPKOBIASA-N	1431.019177			MMDBc0038096
BASm0024898	CL(12:0/16:1(11Z)/18:1(9Z)/26:0)	CL(12:0/16:1(11Z)/18:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(9Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h19,23,32,41,75-77,82H,5-18,20-22,24-31,33-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,41-32-/t75-,76+,77+/m0/s1	FJFCOEBPBWLBSF-JDZQRKQSSA-N	1461.066127			MMDBc0038097
BASm0024899	CL(12:0/16:1(11Z)/18:1(9Z)/26:1(11Z))	CL(12:0/16:1(11Z)/18:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(9Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h19,23,32,37-38,41,75-77,82H,5-18,20-22,24-31,33-36,39-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,38-37-,41-32-/t75-,76+,77+/m0/s1	ICULCVCTZXAWQW-WWOMCHRWSA-N	1459.050477			MMDBc0038098
BASm0024900	CL(12:0/16:1(11Z)/18:1(9Z)/26:1(9Z))	CL(12:0/16:1(11Z)/18:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/18:1(9Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-46-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-45-42-32-29-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-30-27-23-19-15-11-7-3/h19,23,32,40-42,76-78,83H,5-18,20-22,24-31,33-39,43-75H2,1-4H3,(H,88,89)(H,90,91)/b23-19-,41-40-,42-32-/t76-,77+,78+/m0/s1	MOYXCSOMEUYMQY-XGBCCORRSA-N	1473.066127			MMDBc0038099
BASm0024901	CL(12:0/16:1(11Z)/20:0/20:0)	CL(12:0/16:1(11Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/20:0/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-40-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-41-38-36-34-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h19,23,71-73,78H,5-18,20-22,24-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-/t71-,72+,73+/m0/s1	KXYFAHWWROTSIG-HOIREUNFSA-N	1407.019177			MMDBc0038100
BASm0024902	CL(12:0/16:1(11Z)/20:0/20:1(11Z))	CL(12:0/16:1(11Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/20:0/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-40-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-41-38-36-34-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h19,23,32,34,71-73,78H,5-18,20-22,24-31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,34-32-/t71-,72+,73+/m0/s1	JNYACDWUBVVXKX-ABQDUOMJSA-N	1405.003527			MMDBc0038101
BASm0024903	CL(12:0/16:1(11Z)/20:0/20:1(13Z))	CL(12:0/16:1(11Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/20:0/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-40-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-41-38-36-34-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h19,23,26,29,71-73,78H,5-18,20-22,24-25,27-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,29-26-/t71-,72+,73+/m0/s1	OIGBIVZHKDIIIC-WBDLKNRSSA-N	1405.003527			MMDBc0038102
BASm0024904	CL(12:0/16:1(11Z)/20:0/22:0)	CL(12:0/16:1(11Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/20:0/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-37-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h19,23,73-75,80H,5-18,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-/t73-,74+,75+/m0/s1	VDZPILPYISQOAH-KACDVLJISA-N	1435.050477			MMDBc0038103
BASm0024905	CL(12:0/16:1(11Z)/20:0/22:1(11Z))	CL(12:0/16:1(11Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/20:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-37-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h19,23,35-36,73-75,80H,5-18,20-22,24-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,36-35-/t73-,74+,75+/m0/s1	JVTZNWWCEJNKQL-FMELVDEOSA-N	1433.034827			MMDBc0038104
BASm0024906	CL(12:0/16:1(11Z)/20:0/22:1(9Z))	CL(12:0/16:1(11Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/20:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-37-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h19,23,38,40,73-75,80H,5-18,20-22,24-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,40-38-/t73-,74+,75+/m0/s1	DNIMHYXJKJEYCI-JQLNEUTLSA-N	1433.034827			MMDBc0038105
BASm0024907	CL(12:0/16:1(11Z)/20:0/24:0)	CL(12:0/16:1(11Z)/20:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/20:0/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-39-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h19,23,75-77,82H,5-18,20-22,24-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-/t75-,76+,77+/m0/s1	AXHTWCXJHXTBOB-ZMGHOTMQSA-N	1463.081778			MMDBc0038106
BASm0024908	CL(12:0/16:1(11Z)/20:0/24:1(11Z))	CL(12:0/16:1(11Z)/20:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/20:0/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-39-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h19,23,37-38,75-77,82H,5-18,20-22,24-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,38-37-/t75-,76+,77+/m0/s1	LCQVWUWFWYOTCR-BTDXDZHKSA-N	1461.066127			MMDBc0038107
BASm0024909	CL(12:0/16:1(11Z)/20:0/24:1(9Z))	CL(12:0/16:1(11Z)/20:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/20:0/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-39-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h19,23,40,42,75-77,82H,5-18,20-22,24-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,42-40-/t75-,76+,77+/m0/s1	LUTIURFCQCUVHR-YZJNCSHSSA-N	1461.066127			MMDBc0038108
BASm0024910	CL(12:0/16:1(11Z)/20:1(11Z)/20:1(11Z))	CL(12:0/16:1(11Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/20:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-40-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-41-38-36-34-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h19,23,31-34,71-73,78H,5-18,20-22,24-30,35-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,33-31-,34-32-/t71-,72+,73+/m0/s1	GPOJYBXJIQQUOT-XFNVXOKZSA-N	1402.987877			MMDBc0038109
BASm0024911	CL(12:0/16:1(11Z)/20:1(11Z)/20:1(13Z))	CL(12:0/16:1(11Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/20:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-40-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-41-38-36-34-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h19,23,26,29,31,33,71-73,78H,5-18,20-22,24-25,27-28,30,32,34-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,29-26-,33-31-/t71-,72+,73+/m0/s1	MOSXXAQNJQKJFQ-CDAUSNHPSA-N	1402.987877			MMDBc0038110
BASm0024912	CL(12:0/16:1(11Z)/20:1(11Z)/22:0)	CL(12:0/16:1(11Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/20:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-37-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h19,23,32,34,73-75,80H,5-18,20-22,24-31,33,35-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,34-32-/t73-,74+,75+/m0/s1	GIKYAYVQCOKRIS-ZBMXQBAISA-N	1433.034827			MMDBc0038111
BASm0024913	CL(12:0/16:1(11Z)/20:1(11Z)/22:1(11Z))	CL(12:0/16:1(11Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/20:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-37-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h19,23,32,34-36,73-75,80H,5-18,20-22,24-31,33,37-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,34-32-,36-35-/t73-,74+,75+/m0/s1	DTYWFMOQOLZRJV-CTNAVRGUSA-N	1431.019177			MMDBc0038112
BASm0024914	CL(12:0/16:1(11Z)/20:1(11Z)/22:1(9Z))	CL(12:0/16:1(11Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/20:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-37-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h19,23,32,34,38,40,73-75,80H,5-18,20-22,24-31,33,35-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,34-32-,40-38-/t73-,74+,75+/m0/s1	BTQIVUGJMVMSDF-OYTPUHBHSA-N	1431.019177			MMDBc0038113
BASm0024915	CL(12:0/16:1(11Z)/20:1(11Z)/24:0)	CL(12:0/16:1(11Z)/20:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/20:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-39-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h19,23,32,34,75-77,82H,5-18,20-22,24-31,33,35-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,34-32-/t75-,76+,77+/m0/s1	HNSANHDCNDHBSN-MKRAPTFUSA-N	1461.066127			MMDBc0038114
BASm0024916	CL(12:0/16:1(11Z)/20:1(11Z)/24:1(11Z))	CL(12:0/16:1(11Z)/20:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/20:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-39-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h19,23,32,34,37-38,75-77,82H,5-18,20-22,24-31,33,35-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,34-32-,38-37-/t75-,76+,77+/m0/s1	CCUJBPIKCZIZBQ-ZIQIASSESA-N	1459.050477			MMDBc0038115
BASm0024917	CL(12:0/16:1(11Z)/20:1(11Z)/24:1(9Z))	CL(12:0/16:1(11Z)/20:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/20:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-39-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h19,23,32,34,40,42,75-77,82H,5-18,20-22,24-31,33,35-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,34-32-,42-40-/t75-,76+,77+/m0/s1	VFOLYBWPAXSIAB-IJCROIQPSA-N	1459.050477			MMDBc0038116
BASm0024918	CL(12:0/16:1(11Z)/20:1(13Z)/20:1(11Z))	CL(12:0/16:1(11Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/20:1(13Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-40-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-41-38-36-34-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h19,23,25,28,32,34,71-73,78H,5-18,20-22,24,26-27,29-31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,28-25-,34-32-/t71-,72+,73+/m0/s1	GTIFXJLBXDSTDC-RUJCTPSZSA-N	1402.987877			MMDBc0038117
BASm0024919	CL(12:0/16:1(11Z)/20:1(13Z)/20:1(13Z))	CL(12:0/16:1(11Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/20:1(13Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-40-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-41-38-36-34-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h19,23,25-26,28-29,71-73,78H,5-18,20-22,24,27,30-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,28-25-,29-26-/t71-,72+,73+/m0/s1	VQJKRIOUPZLESK-DDODEVPOSA-N	1402.987877			MMDBc0038118
BASm0024920	CL(12:0/16:1(11Z)/20:1(13Z)/22:0)	CL(12:0/16:1(11Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/20:1(13Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-37-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h19,23,26,29,73-75,80H,5-18,20-22,24-25,27-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,29-26-/t73-,74+,75+/m0/s1	USTNMOARLHRUTH-KXFUVASRSA-N	1433.034827			MMDBc0038119
BASm0024921	CL(12:0/16:1(11Z)/20:1(13Z)/22:1(11Z))	CL(12:0/16:1(11Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/20:1(13Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-37-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h19,23,26,29,35-36,73-75,80H,5-18,20-22,24-25,27-28,30-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,29-26-,36-35-/t73-,74+,75+/m0/s1	YFPNIPLRMQSKLH-NSLWDTDSSA-N	1431.019177			MMDBc0038120
BASm0024922	CL(12:0/16:1(11Z)/20:1(13Z)/22:1(9Z))	CL(12:0/16:1(11Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/20:1(13Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-37-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h19,23,26,29,38,40,73-75,80H,5-18,20-22,24-25,27-28,30-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,29-26-,40-38-/t73-,74+,75+/m0/s1	AONXRWVLEOYMMX-NEJFEUOXSA-N	1431.019177			MMDBc0038121
BASm0024923	CL(12:0/16:1(11Z)/20:1(13Z)/24:0)	CL(12:0/16:1(11Z)/20:1(13Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/20:1(13Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-39-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h19,23,26,29,75-77,82H,5-18,20-22,24-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,29-26-/t75-,76+,77+/m0/s1	SOOXSFKNCXBVNN-UNIIHEPPSA-N	1461.066127			MMDBc0038122
BASm0024924	CL(12:0/16:1(11Z)/20:1(13Z)/24:1(11Z))	CL(12:0/16:1(11Z)/20:1(13Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/20:1(13Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-39-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h19,23,26,29,37-38,75-77,82H,5-18,20-22,24-25,27-28,30-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,29-26-,38-37-/t75-,76+,77+/m0/s1	VXWMAHLFOYUVSE-HVAKDWEWSA-N	1459.050477			MMDBc0038123
BASm0024925	CL(12:0/16:1(11Z)/20:1(13Z)/24:1(9Z))	CL(12:0/16:1(11Z)/20:1(13Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/20:1(13Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-39-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h19,23,26,29,40,42,75-77,82H,5-18,20-22,24-25,27-28,30-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,29-26-,42-40-/t75-,76+,77+/m0/s1	QPRDVPYLRQUVBX-JJWVVNCJSA-N	1459.050477			MMDBc0038124
BASm0024926	CL(12:0/16:1(11Z)/22:0/22:0)	CL(12:0/16:1(11Z)/22:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/22:0/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of docosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-44-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h19,23,75-77,82H,5-18,20-22,24-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-/t75-,76+,77+/m0/s1	CQGGVDYHSLJRGH-ZMGHOTMQSA-N	1463.081778			MMDBc0038125
BASm0024927	CL(12:0/16:1(11Z)/22:0/22:1(11Z))	CL(12:0/16:1(11Z)/22:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/22:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-44-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h19,23,36,38,75-77,82H,5-18,20-22,24-35,37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,38-36-/t75-,76+,77+/m0/s1	OCBIMHUOLMDWME-CTHOZHJYSA-N	1461.066127			MMDBc0038126
BASm0024928	CL(12:0/16:1(11Z)/22:0/22:1(9Z))	CL(12:0/16:1(11Z)/22:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/22:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-44-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h19,23,40,42,75-77,82H,5-18,20-22,24-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,42-40-/t75-,76+,77+/m0/s1	BATGYNHHBYEZPL-YZJNCSHSSA-N	1461.066127			MMDBc0038127
BASm0024929	CL(12:0/16:1(11Z)/22:1(11Z)/22:1(11Z))	CL(12:0/16:1(11Z)/22:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/22:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (11Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-44-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h19,23,35-38,75-77,82H,5-18,20-22,24-34,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,37-35-,38-36-/t75-,76+,77+/m0/s1	BRNHMVXSGQUCPA-HZYDUSRPSA-N	1459.050477			MMDBc0038128
BASm0024930	CL(12:0/16:1(11Z)/22:1(11Z)/22:1(9Z))	CL(12:0/16:1(11Z)/22:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/22:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-44-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h19,23,35,37,40,42,75-77,82H,5-18,20-22,24-34,36,38-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,37-35-,42-40-/t75-,76+,77+/m0/s1	UCGFOSRRWMXHSE-HRJAARTESA-N	1459.050477			MMDBc0038129
BASm0024931	CL(12:0/16:1(11Z)/22:1(9Z)/22:1(11Z))	CL(12:0/16:1(11Z)/22:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/22:1(9Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-44-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h19,23,36,38-39,41,75-77,82H,5-18,20-22,24-35,37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,38-36-,41-39-/t75-,76+,77+/m0/s1	UWPXHMWTEWOLFH-QNCVVQMQSA-N	1459.050477			MMDBc0038130
BASm0024932	CL(12:0/16:1(11Z)/22:1(9Z)/22:1(9Z))	CL(12:0/16:1(11Z)/22:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(11Z)/22:1(9Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (9Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-44-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h19,23,39-42,75-77,82H,5-18,20-22,24-38,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,41-39-,42-40-/t75-,76+,77+/m0/s1	VUMIAYMGOLJQGU-QXIXKTQQSA-N	1459.050477			MMDBc0038131
BASm0024933	CL(12:0/16:1(9Z)/16:1(11Z)/16:1(11Z))	CL(12:0/16:1(9Z)/16:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(11Z)/16:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (11Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-31-34-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-33-30-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-32-29-26-22-18-14-10-6-2/h17,19,21,23,26,29,63-65,70H,5-16,18,20,22,24-25,27-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b21-17-,23-19-,29-26-/t63-,64+,65+/m0/s1	IUFDVVUSRKEZMX-FTQSSRDXSA-N	1290.862677			MMDBc0038132
BASm0024934	CL(12:0/16:1(9Z)/16:1(11Z)/16:1(9Z))	CL(12:0/16:1(9Z)/16:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(11Z)/16:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions, one chain of (11Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-31-34-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-33-30-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-32-29-26-22-18-14-10-6-2/h17,21,26-27,29-30,63-65,70H,5-16,18-20,22-25,28,31-62H2,1-4H3,(H,75,76)(H,77,78)/b21-17-,29-26-,30-27-/t63-,64+,65+/m0/s1	UQKWAFMIPGLNFJ-NDCRSQKYSA-N	1290.862677			MMDBc0038133
BASm0024935	CL(12:0/16:1(9Z)/16:1(11Z)/18:0)	CL(12:0/16:1(9Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(11Z)/18:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-31-32-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-33-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-34-30-27-23-19-15-11-7-3/h18,22,27,30,65-67,72H,5-17,19-21,23-26,28-29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,30-27-/t65-,66+,67+/m0/s1	KTQQXOHDAAPMAM-YREIPXDQSA-N	1320.909627			MMDBc0038134
BASm0024936	CL(12:0/16:1(9Z)/16:1(11Z)/18:1(11Z))	CL(12:0/16:1(9Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(11Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-31-32-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-33-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-34-30-27-23-19-15-11-7-3/h18,22,25,27-28,30,65-67,72H,5-17,19-21,23-24,26,29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,28-25-,30-27-/t65-,66+,67+/m0/s1	PCQCDBWKXOMSRI-RIMAEDQBSA-N	1318.893977			MMDBc0038135
BASm0024937	CL(12:0/16:1(9Z)/16:1(11Z)/18:1(9Z))	CL(12:0/16:1(9Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(11Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-31-32-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-33-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-34-30-27-23-19-15-11-7-3/h18,22,27,30-32,65-67,72H,5-17,19-21,23-26,28-29,33-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,30-27-,32-31-/t65-,66+,67+/m0/s1	XUCICJFVQXYRTG-BNWXKLHSSA-N	1318.893977			MMDBc0038136
BASm0024938	CL(12:0/16:1(9Z)/16:1(11Z)/20:0)	CL(12:0/16:1(9Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(11Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-35-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-36-30-27-23-19-15-11-7-3/h18,22,27,30,67-69,74H,5-17,19-21,23-26,28-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,30-27-/t67-,68+,69+/m0/s1	REUPHAPMTBOYGS-YMOYNOPFSA-N	1348.940927			MMDBc0038137
BASm0024939	CL(12:0/16:1(9Z)/16:1(11Z)/20:1(11Z))	CL(12:0/16:1(9Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-35-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-36-30-27-23-19-15-11-7-3/h18,22,27,30-32,67-69,74H,5-17,19-21,23-26,28-29,33-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,30-27-,32-31-/t67-,68+,69+/m0/s1	ZJFGSHQJFPTEDN-PEIBDMEYSA-N	1346.925277			MMDBc0038138
BASm0024940	CL(12:0/16:1(9Z)/16:1(11Z)/20:1(13Z))	CL(12:0/16:1(9Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-35-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-36-30-27-23-19-15-11-7-3/h18,22,25,27-28,30,67-69,74H,5-17,19-21,23-24,26,29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,28-25-,30-27-/t67-,68+,69+/m0/s1	CIRMDBOJHKQKTE-GQRDKMLVSA-N	1346.925277			MMDBc0038139
BASm0024941	CL(12:0/16:1(9Z)/16:1(11Z)/22:0)	CL(12:0/16:1(9Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-37-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-30-27-23-19-15-11-7-3/h18,22,27,30,69-71,76H,5-17,19-21,23-26,28-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,30-27-/t69-,70+,71+/m0/s1	RXVZFJONNRCKGV-JQQQLEFRSA-N	1376.972227			MMDBc0038140
BASm0024942	CL(12:0/16:1(9Z)/16:1(11Z)/22:1(11Z))	CL(12:0/16:1(9Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-37-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-30-27-23-19-15-11-7-3/h18,22,27,30,33-34,69-71,76H,5-17,19-21,23-26,28-29,31-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,30-27-,34-33-/t69-,70+,71+/m0/s1	RPIPRIXTJKIAOD-KWHNPLJRSA-N	1374.956577			MMDBc0038141
BASm0024943	CL(12:0/16:1(9Z)/16:1(11Z)/22:1(9Z))	CL(12:0/16:1(9Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-37-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-30-27-23-19-15-11-7-3/h18,22,27,30,35-36,69-71,76H,5-17,19-21,23-26,28-29,31-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,30-27-,36-35-/t69-,70+,71+/m0/s1	FBLZOCYOYXOEHD-JJROOXTOSA-N	1374.956577			MMDBc0038142
BASm0024944	CL(12:0/16:1(9Z)/16:1(11Z)/24:0)	CL(12:0/16:1(9Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-30-27-23-19-15-11-7-3/h18,22,27,30,71-73,78H,5-17,19-21,23-26,28-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,30-27-/t71-,72+,73+/m0/s1	QLSAOLTWQBHLCB-YTYBJWRHSA-N	1405.003527			MMDBc0038143
BASm0024945	CL(12:0/16:1(9Z)/16:1(11Z)/24:1(11Z))	CL(12:0/16:1(9Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-30-27-23-19-15-11-7-3/h18,22,27,30,35-36,71-73,78H,5-17,19-21,23-26,28-29,31-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,30-27-,36-35-/t71-,72+,73+/m0/s1	SRIGXCNNQFGCDQ-CAPDSCJVSA-N	1402.987877			MMDBc0038144
BASm0024946	CL(12:0/16:1(9Z)/16:1(11Z)/24:1(9Z))	CL(12:0/16:1(9Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-30-27-23-19-15-11-7-3/h18,22,27,30,37-38,71-73,78H,5-17,19-21,23-26,28-29,31-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,30-27-,38-37-/t71-,72+,73+/m0/s1	PUOLUKZBBIISIB-ZMVCNBCWSA-N	1402.987877			MMDBc0038145
BASm0024947	CL(12:0/16:1(9Z)/16:1(11Z)/26:0)	CL(12:0/16:1(9Z)/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(11Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-30-27-23-19-15-11-7-3/h18,22,27,30,73-75,80H,5-17,19-21,23-26,28-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,30-27-/t73-,74+,75+/m0/s1	QHHKOWVJWWAPOQ-OKIQJFIASA-N	1433.034827			MMDBc0038146
BASm0024948	CL(12:0/16:1(9Z)/16:1(11Z)/26:1(11Z))	CL(12:0/16:1(9Z)/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(11Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-30-27-23-19-15-11-7-3/h18,22,27,30,36-37,73-75,80H,5-17,19-21,23-26,28-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,30-27-,37-36-/t73-,74+,75+/m0/s1	JHVZLBHAPZYTAD-BUGUSGMXSA-N	1431.019177			MMDBc0038147
BASm0024949	CL(12:0/16:1(9Z)/16:1(11Z)/26:1(9Z))	CL(12:0/16:1(9Z)/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(11Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-44-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-42-29-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-43-30-27-23-19-15-11-7-3/h18,22,27,30,39-40,74-76,81H,5-17,19-21,23-26,28-29,31-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b22-18-,30-27-,40-39-/t74-,75+,76+/m0/s1	JSEJCQPYEDTLPC-MRWNTPAVSA-N	1445.034827			MMDBc0038148
BASm0024950	CL(12:0/16:1(9Z)/16:1(11Z)/28:0)	CL(12:0/16:1(9Z)/16:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(11Z)/28:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-30-27-23-19-15-11-7-3/h18,22,27,30,75-77,82H,5-17,19-21,23-26,28-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,30-27-/t75-,76+,77+/m0/s1	HKURGMQYWPUYCQ-AJJIVNHKSA-N	1461.066127			MMDBc0038149
BASm0024951	CL(12:0/16:1(9Z)/16:1(11Z)/28:1(11Z))	CL(12:0/16:1(9Z)/16:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(11Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-30-27-23-19-15-11-7-3/h18,22,27,30,38-39,75-77,82H,5-17,19-21,23-26,28-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,30-27-,39-38-/t75-,76+,77+/m0/s1	RDUHWQQFHKRUIP-HJWXOPHUSA-N	1459.050477			MMDBc0038150
BASm0024952	CL(12:0/16:1(9Z)/16:1(11Z)/28:1(9Z))	CL(12:0/16:1(9Z)/16:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(11Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-30-27-23-19-15-11-7-3/h18,22,27,30,40-41,75-77,82H,5-17,19-21,23-26,28-29,31-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,30-27-,41-40-/t75-,76+,77+/m0/s1	JRRCDYYPFXJBEW-OUPWFQBZSA-N	1459.050477			MMDBc0038151
BASm0024953	CL(12:0/16:1(9Z)/16:1(9Z)/16:1(11Z))	CL(12:0/16:1(9Z)/16:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(9Z)/16:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-31-34-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-33-30-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-32-29-26-22-18-14-10-6-2/h19,23,25-26,28-29,63-65,70H,5-18,20-22,24,27,30-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,28-25-,29-26-/t63-,64+,65+/m0/s1	NTZSTCIEYMKWNK-WHXYQVSSSA-N	1290.862677			MMDBc0038152
BASm0024954	CL(12:0/16:1(9Z)/16:1(9Z)/16:1(9Z))	CL(12:0/16:1(9Z)/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(9Z)/16:1(9Z)) contains one chain of dodecanoic acid at the C1 position, three chains of (9Z-hexadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-28-31-34-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-33-30-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-32-29-26-22-18-14-10-6-2/h25-30,63-65,70H,5-24,31-62H2,1-4H3,(H,75,76)(H,77,78)/b28-25-,29-26-,30-27-/t63-,64+,65+/m0/s1	DFSQTYXTCATCNA-HIXVBEMCSA-N	1290.862677			MMDBc0038153
BASm0024955	CL(12:0/16:1(9Z)/16:1(9Z)/18:0)	CL(12:0/16:1(9Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(9Z)/18:0) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-28-31-32-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-33-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-34-30-27-23-19-15-11-7-3/h26-27,29-30,65-67,72H,5-25,28,31-64H2,1-4H3,(H,77,78)(H,79,80)/b29-26-,30-27-/t65-,66+,67+/m0/s1	OFFZODSGOQCKNV-BJZFBZFRSA-N	1320.909627			MMDBc0038154
BASm0024956	CL(12:0/16:1(9Z)/16:1(9Z)/18:1(11Z))	CL(12:0/16:1(9Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(9Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-31-32-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-33-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-34-30-27-23-19-15-11-7-3/h25-30,65-67,72H,5-24,31-64H2,1-4H3,(H,77,78)(H,79,80)/b28-25-,29-26-,30-27-/t65-,66+,67+/m0/s1	DTRPMHALQOMCNL-COBGZOEWSA-N	1318.893977			MMDBc0038155
BASm0024957	CL(12:0/16:1(9Z)/16:1(9Z)/18:1(9Z))	CL(12:0/16:1(9Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(9Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-28-31-32-35-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-33-29-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-34-30-27-23-19-15-11-7-3/h26-27,29-32,65-67,72H,5-25,28,33-64H2,1-4H3,(H,77,78)(H,79,80)/b29-26-,30-27-,32-31-/t65-,66+,67+/m0/s1	GEIDMVVUQHFOFF-MOINOZELSA-N	1318.893977			MMDBc0038156
BASm0024958	CL(12:0/16:1(9Z)/16:1(9Z)/20:0)	CL(12:0/16:1(9Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(9Z)/20:0) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-35-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-36-30-27-23-19-15-11-7-3/h26-27,29-30,67-69,74H,5-25,28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b29-26-,30-27-/t67-,68+,69+/m0/s1	JCBKSHGOTLTJJF-ZYJYLEQBSA-N	1348.940927			MMDBc0038157
BASm0024959	CL(12:0/16:1(9Z)/16:1(9Z)/20:1(11Z))	CL(12:0/16:1(9Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(9Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-35-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-36-30-27-23-19-15-11-7-3/h26-27,29-32,67-69,74H,5-25,28,33-66H2,1-4H3,(H,79,80)(H,81,82)/b29-26-,30-27-,32-31-/t67-,68+,69+/m0/s1	MNYZDVBULTZZKZ-IPZPJKTJSA-N	1346.925277			MMDBc0038158
BASm0024960	CL(12:0/16:1(9Z)/16:1(9Z)/20:1(13Z))	CL(12:0/16:1(9Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(9Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-37-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-35-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-36-30-27-23-19-15-11-7-3/h25-30,67-69,74H,5-24,31-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-,29-26-,30-27-/t67-,68+,69+/m0/s1	HGZKSSBLWKEJRH-WFQOQUPNSA-N	1346.925277			MMDBc0038159
BASm0024961	CL(12:0/16:1(9Z)/16:1(9Z)/22:0)	CL(12:0/16:1(9Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(9Z)/22:0) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-37-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-30-27-23-19-15-11-7-3/h26-27,29-30,69-71,76H,5-25,28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-,30-27-/t69-,70+,71+/m0/s1	BSZCFUSVZNXLFG-XPRFNSFWSA-N	1376.972227			MMDBc0038160
BASm0024962	CL(12:0/16:1(9Z)/16:1(9Z)/22:1(11Z))	CL(12:0/16:1(9Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(9Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-37-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-30-27-23-19-15-11-7-3/h26-27,29-30,33-34,69-71,76H,5-25,28,31-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-,30-27-,34-33-/t69-,70+,71+/m0/s1	IHUVNDVHFUBXFZ-VDOZBYMNSA-N	1374.956577			MMDBc0038161
BASm0024963	CL(12:0/16:1(9Z)/16:1(9Z)/22:1(9Z))	CL(12:0/16:1(9Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(9Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-37-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-30-27-23-19-15-11-7-3/h26-27,29-30,35-36,69-71,76H,5-25,28,31-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-,30-27-,36-35-/t69-,70+,71+/m0/s1	NJMFVWHQFXKRIJ-NVZAUCEISA-N	1374.956577			MMDBc0038162
BASm0024964	CL(12:0/16:1(9Z)/16:1(9Z)/24:0)	CL(12:0/16:1(9Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(9Z)/24:0) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-30-27-23-19-15-11-7-3/h26-27,29-30,71-73,78H,5-25,28,31-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,30-27-/t71-,72+,73+/m0/s1	GTXFSBVZEMAHBX-BKITWGEUSA-N	1405.003527			MMDBc0038163
BASm0024965	CL(12:0/16:1(9Z)/16:1(9Z)/24:1(11Z))	CL(12:0/16:1(9Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(9Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-30-27-23-19-15-11-7-3/h26-27,29-30,35-36,71-73,78H,5-25,28,31-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,30-27-,36-35-/t71-,72+,73+/m0/s1	IWDYSAGBZLJJKC-NAFOXCNBSA-N	1402.987877			MMDBc0038164
BASm0024966	CL(12:0/16:1(9Z)/16:1(9Z)/24:1(9Z))	CL(12:0/16:1(9Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(9Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-30-27-23-19-15-11-7-3/h26-27,29-30,37-38,71-73,78H,5-25,28,31-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,30-27-,38-37-/t71-,72+,73+/m0/s1	BYQNKLKPMVTMDC-UJKVGHRQSA-N	1402.987877			MMDBc0038165
BASm0024967	CL(12:0/16:1(9Z)/16:1(9Z)/26:0)	CL(12:0/16:1(9Z)/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(9Z)/26:0) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-30-27-23-19-15-11-7-3/h26-27,29-30,73-75,80H,5-25,28,31-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,30-27-/t73-,74+,75+/m0/s1	KSXWLHIEIWAZAC-OWOCBKCISA-N	1433.034827			MMDBc0038166
BASm0024968	CL(12:0/16:1(9Z)/16:1(9Z)/26:1(11Z))	CL(12:0/16:1(9Z)/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(9Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-30-27-23-19-15-11-7-3/h26-27,29-30,36-37,73-75,80H,5-25,28,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,30-27-,37-36-/t73-,74+,75+/m0/s1	ZATJARZWFLGIAE-KTYBVYJUSA-N	1431.019177			MMDBc0038167
BASm0024969	CL(12:0/16:1(9Z)/16:1(9Z)/26:1(9Z))	CL(12:0/16:1(9Z)/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(9Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-44-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-42-29-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-43-30-27-23-19-15-11-7-3/h26-27,29-30,39-40,74-76,81H,5-25,28,31-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b29-26-,30-27-,40-39-/t74-,75+,76+/m0/s1	AVSHRDHEYALQBT-USSRFPSHSA-N	1445.034827			MMDBc0038168
BASm0024970	CL(12:0/16:1(9Z)/16:1(9Z)/28:0)	CL(12:0/16:1(9Z)/16:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(9Z)/28:0) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-30-27-23-19-15-11-7-3/h26-27,29-30,75-77,82H,5-25,28,31-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,30-27-/t75-,76+,77+/m0/s1	XREUYUQBMPHMCF-UMNICLLUSA-N	1461.066127			MMDBc0038169
BASm0024971	CL(12:0/16:1(9Z)/16:1(9Z)/28:1(11Z))	CL(12:0/16:1(9Z)/16:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(9Z)/28:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-30-27-23-19-15-11-7-3/h26-27,29-30,38-39,75-77,82H,5-25,28,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,30-27-,39-38-/t75-,76+,77+/m0/s1	CXRIOVAJQUBJPS-YJLQHBIESA-N	1459.050477			MMDBc0038170
BASm0024972	CL(12:0/16:1(9Z)/16:1(9Z)/28:1(9Z))	CL(12:0/16:1(9Z)/16:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/16:1(9Z)/28:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-32-33-34-35-36-37-38-39-40-41-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-30-27-23-19-15-11-7-3/h26-27,29-30,40-41,75-77,82H,5-25,28,31-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,30-27-,41-40-/t75-,76+,77+/m0/s1	IAMMSTUWRVUATI-WEIZTFRVSA-N	1459.050477			MMDBc0038171
BASm0024973	CL(12:0/16:1(9Z)/18:0/18:0)	CL(12:0/16:1(9Z)/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:0/18:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-28-31-33-36-38-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-37-34-32-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-30-27-23-19-15-11-7-3/h27,30,67-69,74H,5-26,28-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b30-27-/t67-,68+,69+/m0/s1	XZXDCYRIEQLPKU-PNPCXQDXSA-N	1350.956577			MMDBc0038172
BASm0024974	CL(12:0/16:1(9Z)/18:0/18:1(11Z))	CL(12:0/16:1(9Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:0/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-31-33-36-38-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-37-34-32-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-30-27-23-19-15-11-7-3/h26-27,29-30,67-69,74H,5-25,28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b29-26-,30-27-/t67-,68+,69+/m0/s1	HZCIMOWSRNTEQE-ZYJYLEQBSA-N	1348.940927			MMDBc0038173
BASm0024975	CL(12:0/16:1(9Z)/18:0/18:1(9Z))	CL(12:0/16:1(9Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:0/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-28-31-33-36-38-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-37-34-32-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-30-27-23-19-15-11-7-3/h27,30,32,34,67-69,74H,5-26,28-29,31,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b30-27-,34-32-/t67-,68+,69+/m0/s1	DPBCRSHOTZKOBA-DUBYQVJHSA-N	1348.940927			MMDBc0038174
BASm0024976	CL(12:0/16:1(9Z)/18:0/20:0)	CL(12:0/16:1(9Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:0/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-31-33-34-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-38-35-32-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-30-27-23-19-15-11-7-3/h27,30,69-71,76H,5-26,28-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b30-27-/t69-,70+,71+/m0/s1	QTSDGKGFEMMJHK-WNSUMRBQSA-N	1378.987877			MMDBc0038175
BASm0024977	CL(12:0/16:1(9Z)/18:0/20:1(11Z))	CL(12:0/16:1(9Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:0/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-33-34-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-38-35-32-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-30-27-23-19-15-11-7-3/h27,30-31,33,69-71,76H,5-26,28-29,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b30-27-,33-31-/t69-,70+,71+/m0/s1	SWAFRWWHPIFJNI-BRHJUGOVSA-N	1376.972227			MMDBc0038176
BASm0024978	CL(12:0/16:1(9Z)/18:0/20:1(13Z))	CL(12:0/16:1(9Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:0/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-33-34-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-38-35-32-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-30-27-23-19-15-11-7-3/h25,27-28,30,69-71,76H,5-24,26,29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,30-27-/t69-,70+,71+/m0/s1	ZJPOEVQZSZPEQF-XNWRPRHASA-N	1376.972227			MMDBc0038177
BASm0024979	CL(12:0/16:1(9Z)/18:0/22:0)	CL(12:0/16:1(9Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:0/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-40-37-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h27,30,71-73,78H,5-26,28-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b30-27-/t71-,72+,73+/m0/s1	PMVGGNTXOZSQQA-DIAICKEGSA-N	1407.019177			MMDBc0038178
BASm0024980	CL(12:0/16:1(9Z)/18:0/22:1(11Z))	CL(12:0/16:1(9Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-40-37-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h27,30,34-35,71-73,78H,5-26,28-29,31-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b30-27-,35-34-/t71-,72+,73+/m0/s1	QSKUMILDDINUHZ-MOCOUWEOSA-N	1405.003527			MMDBc0038179
BASm0024981	CL(12:0/16:1(9Z)/18:0/22:1(9Z))	CL(12:0/16:1(9Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-40-37-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h27,30,36,38,71-73,78H,5-26,28-29,31-35,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b30-27-,38-36-/t71-,72+,73+/m0/s1	WRIHCDJTXDBUOG-BFJJBALPSA-N	1405.003527			MMDBc0038180
BASm0024982	CL(12:0/16:1(9Z)/18:0/24:0)	CL(12:0/16:1(9Z)/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:0/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h27,30,73-75,80H,5-26,28-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b30-27-/t73-,74+,75+/m0/s1	CROUBALEFNGMQG-MANFNTMWSA-N	1435.050477			MMDBc0038181
BASm0024983	CL(12:0/16:1(9Z)/18:0/24:1(11Z))	CL(12:0/16:1(9Z)/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:0/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h27,30,36-37,73-75,80H,5-26,28-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b30-27-,37-36-/t73-,74+,75+/m0/s1	JXTDCVJKFJWRTK-RXTJSNIJSA-N	1433.034827			MMDBc0038182
BASm0024984	CL(12:0/16:1(9Z)/18:0/24:1(9Z))	CL(12:0/16:1(9Z)/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:0/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h27,30,38,40,73-75,80H,5-26,28-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b30-27-,40-38-/t73-,74+,75+/m0/s1	BHKBSXQJEOCCIF-CECWTTPDSA-N	1433.034827			MMDBc0038183
BASm0024985	CL(12:0/16:1(9Z)/18:0/26:0)	CL(12:0/16:1(9Z)/18:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:0/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h27,30,75-77,82H,5-26,28-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-/t75-,76+,77+/m0/s1	OTHZMQRESGUDTH-PXNLJBRFSA-N	1463.081778			MMDBc0038184
BASm0024986	CL(12:0/16:1(9Z)/18:0/26:1(11Z))	CL(12:0/16:1(9Z)/18:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:0/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h27,30,37-38,75-77,82H,5-26,28-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-,38-37-/t75-,76+,77+/m0/s1	CKKGNWSSCXCOBV-WSVMIDBHSA-N	1461.066127			MMDBc0038185
BASm0024987	CL(12:0/16:1(9Z)/18:0/26:1(9Z))	CL(12:0/16:1(9Z)/18:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:0/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-46-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-45-42-32-29-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-30-27-23-19-15-11-7-3/h27,30,40-41,76-78,83H,5-26,28-29,31-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b30-27-,41-40-/t76-,77+,78+/m0/s1	DMSNNDIODDBXDY-PPKQFPLDSA-N	1475.081778			MMDBc0038186
BASm0024988	CL(12:0/16:1(9Z)/18:1(11Z)/18:1(11Z))	CL(12:0/16:1(9Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(11Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-31-33-36-38-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-37-34-32-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-30-27-23-19-15-11-7-3/h25-30,67-69,74H,5-24,31-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-,29-26-,30-27-/t67-,68+,69+/m0/s1	VIYJOYRPRFTVNL-WFQOQUPNSA-N	1346.925277			MMDBc0038187
BASm0024989	CL(12:0/16:1(9Z)/18:1(11Z)/18:1(9Z))	CL(12:0/16:1(9Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(11Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-31-33-36-38-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-37-34-32-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-30-27-23-19-15-11-7-3/h25,27-28,30,32,34,67-69,74H,5-24,26,29,31,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b28-25-,30-27-,34-32-/t67-,68+,69+/m0/s1	WVFBNCBDRXPVKR-IGIXJXRGSA-N	1346.925277			MMDBc0038188
BASm0024990	CL(12:0/16:1(9Z)/18:1(11Z)/20:0)	CL(12:0/16:1(9Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(11Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-33-34-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-38-35-32-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-30-27-23-19-15-11-7-3/h26-27,29-30,69-71,76H,5-25,28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-,30-27-/t69-,70+,71+/m0/s1	KRDZMWQNFSUOPK-XPRFNSFWSA-N	1376.972227			MMDBc0038189
BASm0024991	CL(12:0/16:1(9Z)/18:1(11Z)/20:1(11Z))	CL(12:0/16:1(9Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-33-34-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-38-35-32-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-30-27-23-19-15-11-7-3/h26-27,29-31,33,69-71,76H,5-25,28,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-,30-27-,33-31-/t69-,70+,71+/m0/s1	IQKGHHFUULTTCK-RETABXFFSA-N	1374.956577			MMDBc0038190
BASm0024992	CL(12:0/16:1(9Z)/18:1(11Z)/20:1(13Z))	CL(12:0/16:1(9Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-33-34-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-38-35-32-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-30-27-23-19-15-11-7-3/h25-30,69-71,76H,5-24,31-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,29-26-,30-27-/t69-,70+,71+/m0/s1	GYFWNCCLIFESRU-QNRBJNBBSA-N	1374.956577			MMDBc0038191
BASm0024993	CL(12:0/16:1(9Z)/18:1(11Z)/22:0)	CL(12:0/16:1(9Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-40-37-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h26-27,29-30,71-73,78H,5-25,28,31-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,30-27-/t71-,72+,73+/m0/s1	HYWJSTUWURRNCS-BKITWGEUSA-N	1405.003527			MMDBc0038192
BASm0024994	CL(12:0/16:1(9Z)/18:1(11Z)/22:1(11Z))	CL(12:0/16:1(9Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-40-37-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h26-27,29-30,34-35,71-73,78H,5-25,28,31-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,30-27-,35-34-/t71-,72+,73+/m0/s1	IQFXDVRZRZQHOD-UZZUNFMSSA-N	1402.987877			MMDBc0038193
BASm0024995	CL(12:0/16:1(9Z)/18:1(11Z)/22:1(9Z))	CL(12:0/16:1(9Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-40-37-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h26-27,29-30,36,38,71-73,78H,5-25,28,31-35,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,30-27-,38-36-/t71-,72+,73+/m0/s1	STNMIZKXNNEQJX-CZLAAXIHSA-N	1402.987877			MMDBc0038194
BASm0024996	CL(12:0/16:1(9Z)/18:1(11Z)/24:0)	CL(12:0/16:1(9Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h26-27,29-30,73-75,80H,5-25,28,31-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,30-27-/t73-,74+,75+/m0/s1	WLNCHRYNRYTARI-OWOCBKCISA-N	1433.034827			MMDBc0038195
BASm0024997	CL(12:0/16:1(9Z)/18:1(11Z)/24:1(11Z))	CL(12:0/16:1(9Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h26-27,29-30,36-37,73-75,80H,5-25,28,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,30-27-,37-36-/t73-,74+,75+/m0/s1	ZWJAAHGABGZWIH-KTYBVYJUSA-N	1431.019177			MMDBc0038196
BASm0024998	CL(12:0/16:1(9Z)/18:1(11Z)/24:1(9Z))	CL(12:0/16:1(9Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h26-27,29-30,38,40,73-75,80H,5-25,28,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,30-27-,40-38-/t73-,74+,75+/m0/s1	HMBXKEWYUWJSPS-ZMFQQKIUSA-N	1431.019177			MMDBc0038197
BASm0024999	CL(12:0/16:1(9Z)/18:1(11Z)/26:0)	CL(12:0/16:1(9Z)/18:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(11Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h26-27,29-30,75-77,82H,5-25,28,31-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,30-27-/t75-,76+,77+/m0/s1	BMXWQBKUYDXNNY-UMNICLLUSA-N	1461.066127			MMDBc0038198
BASm0025000	CL(12:0/16:1(9Z)/18:1(11Z)/26:1(11Z))	CL(12:0/16:1(9Z)/18:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(11Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h26-27,29-30,37-38,75-77,82H,5-25,28,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,30-27-,38-37-/t75-,76+,77+/m0/s1	ACLSORRGBSVVGP-ORGLYGHTSA-N	1459.050477			MMDBc0038199
BASm0025001	CL(12:0/16:1(9Z)/18:1(11Z)/26:1(9Z))	CL(12:0/16:1(9Z)/18:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(11Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-46-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-45-42-32-29-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-30-27-23-19-15-11-7-3/h26-27,29-30,40-41,76-78,83H,5-25,28,31-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b29-26-,30-27-,41-40-/t76-,77+,78+/m0/s1	OIPRMSQZOLIVMD-RCTMPCJVSA-N	1473.066127			MMDBc0038200
BASm0025002	CL(12:0/16:1(9Z)/18:1(9Z)/18:1(11Z))	CL(12:0/16:1(9Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(9Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-31-33-36-38-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-37-34-32-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-30-27-23-19-15-11-7-3/h26-27,29-31,33,67-69,74H,5-25,28,32,34-66H2,1-4H3,(H,79,80)(H,81,82)/b29-26-,30-27-,33-31-/t67-,68+,69+/m0/s1	GPFAHCKSPKVQHE-KJDNIGCYSA-N	1346.925277			MMDBc0038201
BASm0025003	CL(12:0/16:1(9Z)/18:1(9Z)/18:1(9Z))	CL(12:0/16:1(9Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(9Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-28-31-33-36-38-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-37-34-32-29-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-30-27-23-19-15-11-7-3/h27,30-34,67-69,74H,5-26,28-29,35-66H2,1-4H3,(H,79,80)(H,81,82)/b30-27-,33-31-,34-32-/t67-,68+,69+/m0/s1	KAPYWGIBAGBNSL-DFDUFGAKSA-N	1346.925277			MMDBc0038202
BASm0025004	CL(12:0/16:1(9Z)/18:1(9Z)/20:0)	CL(12:0/16:1(9Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(9Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-33-34-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-38-35-32-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-30-27-23-19-15-11-7-3/h27,30,32,35,69-71,76H,5-26,28-29,31,33-34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b30-27-,35-32-/t69-,70+,71+/m0/s1	GANIGRUYAFTOAE-AHMGHLAYSA-N	1376.972227			MMDBc0038203
BASm0025005	CL(12:0/16:1(9Z)/18:1(9Z)/20:1(11Z))	CL(12:0/16:1(9Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(9Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-33-34-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-38-35-32-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-30-27-23-19-15-11-7-3/h27,30-33,35,69-71,76H,5-26,28-29,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b30-27-,33-31-,35-32-/t69-,70+,71+/m0/s1	LPVVVSIFLFKITC-OLOOPDRGSA-N	1374.956577			MMDBc0038204
BASm0025006	CL(12:0/16:1(9Z)/18:1(9Z)/20:1(13Z))	CL(12:0/16:1(9Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(9Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-33-34-36-39-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-38-35-32-29-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-30-27-23-19-15-11-7-3/h25,27-28,30,32,35,69-71,76H,5-24,26,29,31,33-34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,30-27-,35-32-/t69-,70+,71+/m0/s1	TXMMNFOTESDDHW-ZEKMWBJZSA-N	1374.956577			MMDBc0038205
BASm0025007	CL(12:0/16:1(9Z)/18:1(9Z)/22:0)	CL(12:0/16:1(9Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(9Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-40-37-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h27,30,32,37,71-73,78H,5-26,28-29,31,33-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b30-27-,37-32-/t71-,72+,73+/m0/s1	IRGHJWLGPLHWBT-DGELJJHCSA-N	1405.003527			MMDBc0038206
BASm0025008	CL(12:0/16:1(9Z)/18:1(9Z)/22:1(11Z))	CL(12:0/16:1(9Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(9Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-40-37-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h27,30,32,34-35,37,71-73,78H,5-26,28-29,31,33,36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b30-27-,35-34-,37-32-/t71-,72+,73+/m0/s1	WCMDPVRKADEEGA-SAJNSBFKSA-N	1402.987877			MMDBc0038207
BASm0025009	CL(12:0/16:1(9Z)/18:1(9Z)/22:1(9Z))	CL(12:0/16:1(9Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(9Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-40-37-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h27,30,32,36-38,71-73,78H,5-26,28-29,31,33-35,39-70H2,1-4H3,(H,83,84)(H,85,86)/b30-27-,37-32-,38-36-/t71-,72+,73+/m0/s1	FDIBQSUWPQBOFC-DLZWJHQBSA-N	1402.987877			MMDBc0038208
BASm0025010	CL(12:0/16:1(9Z)/18:1(9Z)/24:0)	CL(12:0/16:1(9Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(9Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h27,30,32,39,73-75,80H,5-26,28-29,31,33-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b30-27-,39-32-/t73-,74+,75+/m0/s1	IWYHLUKNKSQWAT-GKBPTLRJSA-N	1433.034827			MMDBc0038209
BASm0025011	CL(12:0/16:1(9Z)/18:1(9Z)/24:1(11Z))	CL(12:0/16:1(9Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(9Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h27,30,32,36-37,39,73-75,80H,5-26,28-29,31,33-35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b30-27-,37-36-,39-32-/t73-,74+,75+/m0/s1	OGUIZHHFUTUHRW-XWSPLAPISA-N	1431.019177			MMDBc0038210
BASm0025012	CL(12:0/16:1(9Z)/18:1(9Z)/24:1(9Z))	CL(12:0/16:1(9Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(9Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h27,30,32,38-40,73-75,80H,5-26,28-29,31,33-37,41-72H2,1-4H3,(H,85,86)(H,87,88)/b30-27-,39-32-,40-38-/t73-,74+,75+/m0/s1	SRYVRXBKURXHHK-TVXBCHJWSA-N	1431.019177			MMDBc0038211
BASm0025013	CL(12:0/16:1(9Z)/18:1(9Z)/26:0)	CL(12:0/16:1(9Z)/18:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(9Z)/26:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h27,30,32,41,75-77,82H,5-26,28-29,31,33-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-,41-32-/t75-,76+,77+/m0/s1	JKBJIQXHUXYZIE-XKTOZBMOSA-N	1461.066127			MMDBc0038212
BASm0025014	CL(12:0/16:1(9Z)/18:1(9Z)/26:1(11Z))	CL(12:0/16:1(9Z)/18:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(9Z)/26:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h27,30,32,37-38,41,75-77,82H,5-26,28-29,31,33-36,39-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-,38-37-,41-32-/t75-,76+,77+/m0/s1	WXXRXXCZIJWKTI-VFBXPGKQSA-N	1459.050477			MMDBc0038213
BASm0025015	CL(12:0/16:1(9Z)/18:1(9Z)/26:1(9Z))	CL(12:0/16:1(9Z)/18:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/18:1(9Z)/26:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-28-31-33-34-35-36-37-38-39-40-41-43-46-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-45-42-32-29-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-30-27-23-19-15-11-7-3/h27,30,32,40-42,76-78,83H,5-26,28-29,31,33-39,43-75H2,1-4H3,(H,88,89)(H,90,91)/b30-27-,41-40-,42-32-/t76-,77+,78+/m0/s1	XHNGASOZKXVKTP-IFSOBRJQSA-N	1473.066127			MMDBc0038214
BASm0025016	CL(12:0/16:1(9Z)/20:0/20:0)	CL(12:0/16:1(9Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/20:0/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-40-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-41-38-36-34-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h27,30,71-73,78H,5-26,28-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b30-27-/t71-,72+,73+/m0/s1	PNIBSTKFEQLCPU-DIAICKEGSA-N	1407.019177			MMDBc0038215
BASm0025017	CL(12:0/16:1(9Z)/20:0/20:1(11Z))	CL(12:0/16:1(9Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/20:0/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-40-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-41-38-36-34-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h27,30,32,34,71-73,78H,5-26,28-29,31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b30-27-,34-32-/t71-,72+,73+/m0/s1	VPSZVJWHGNBJJJ-FVXHEGTNSA-N	1405.003527			MMDBc0038216
BASm0025018	CL(12:0/16:1(9Z)/20:0/20:1(13Z))	CL(12:0/16:1(9Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/20:0/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-40-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-41-38-36-34-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h26-27,29-30,71-73,78H,5-25,28,31-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,30-27-/t71-,72+,73+/m0/s1	URALPKPFOIMDDG-BKITWGEUSA-N	1405.003527			MMDBc0038217
BASm0025019	CL(12:0/16:1(9Z)/20:0/22:0)	CL(12:0/16:1(9Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/20:0/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-37-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h27,30,73-75,80H,5-26,28-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b30-27-/t73-,74+,75+/m0/s1	NQHGLQXKVPISQN-MANFNTMWSA-N	1435.050477			MMDBc0038218
BASm0025020	CL(12:0/16:1(9Z)/20:0/22:1(11Z))	CL(12:0/16:1(9Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/20:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-37-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h27,30,35-36,73-75,80H,5-26,28-29,31-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b30-27-,36-35-/t73-,74+,75+/m0/s1	TZYLDWKKYVXZIG-AEQNTUTBSA-N	1433.034827			MMDBc0038219
BASm0025021	CL(12:0/16:1(9Z)/20:0/22:1(9Z))	CL(12:0/16:1(9Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/20:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-37-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h27,30,38,40,73-75,80H,5-26,28-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b30-27-,40-38-/t73-,74+,75+/m0/s1	JMKRXDFVUYTLIC-CECWTTPDSA-N	1433.034827			MMDBc0038220
BASm0025022	CL(12:0/16:1(9Z)/20:0/24:0)	CL(12:0/16:1(9Z)/20:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/20:0/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-39-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h27,30,75-77,82H,5-26,28-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-/t75-,76+,77+/m0/s1	YUWURNQEXAHHFK-PXNLJBRFSA-N	1463.081778			MMDBc0038221
BASm0025023	CL(12:0/16:1(9Z)/20:0/24:1(11Z))	CL(12:0/16:1(9Z)/20:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/20:0/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-39-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h27,30,37-38,75-77,82H,5-26,28-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-,38-37-/t75-,76+,77+/m0/s1	YFMPMPAOAHNNEU-WSVMIDBHSA-N	1461.066127			MMDBc0038222
BASm0025024	CL(12:0/16:1(9Z)/20:0/24:1(9Z))	CL(12:0/16:1(9Z)/20:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/20:0/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-39-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h27,30,40,42,75-77,82H,5-26,28-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-,42-40-/t75-,76+,77+/m0/s1	XABQDHXMMQNNRN-QCOKEXGHSA-N	1461.066127			MMDBc0038223
BASm0025025	CL(12:0/16:1(9Z)/20:1(11Z)/20:1(11Z))	CL(12:0/16:1(9Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/20:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-40-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-41-38-36-34-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h27,30-34,71-73,78H,5-26,28-29,35-70H2,1-4H3,(H,83,84)(H,85,86)/b30-27-,33-31-,34-32-/t71-,72+,73+/m0/s1	HSKHFMZVVKCXMO-OGICFWDXSA-N	1402.987877			MMDBc0038224
BASm0025026	CL(12:0/16:1(9Z)/20:1(11Z)/20:1(13Z))	CL(12:0/16:1(9Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/20:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-40-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-41-38-36-34-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h26-27,29-31,33,71-73,78H,5-25,28,32,34-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,30-27-,33-31-/t71-,72+,73+/m0/s1	CDPCILVKPIYLJB-VMMZKWHMSA-N	1402.987877			MMDBc0038225
BASm0025027	CL(12:0/16:1(9Z)/20:1(11Z)/22:0)	CL(12:0/16:1(9Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/20:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-37-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h27,30,32,34,73-75,80H,5-26,28-29,31,33,35-72H2,1-4H3,(H,85,86)(H,87,88)/b30-27-,34-32-/t73-,74+,75+/m0/s1	YNJSWZMAMCAERH-YVHUGFKXSA-N	1433.034827			MMDBc0038226
BASm0025028	CL(12:0/16:1(9Z)/20:1(11Z)/22:1(11Z))	CL(12:0/16:1(9Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/20:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-37-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h27,30,32,34-36,73-75,80H,5-26,28-29,31,33,37-72H2,1-4H3,(H,85,86)(H,87,88)/b30-27-,34-32-,36-35-/t73-,74+,75+/m0/s1	IPAZLICWLYEBIH-GICRXIRPSA-N	1431.019177			MMDBc0038227
BASm0025029	CL(12:0/16:1(9Z)/20:1(11Z)/22:1(9Z))	CL(12:0/16:1(9Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/20:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-37-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h27,30,32,34,38,40,73-75,80H,5-26,28-29,31,33,35-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b30-27-,34-32-,40-38-/t73-,74+,75+/m0/s1	OFXSBCTZVSXZSP-NSDVWNPUSA-N	1431.019177			MMDBc0038228
BASm0025030	CL(12:0/16:1(9Z)/20:1(11Z)/24:0)	CL(12:0/16:1(9Z)/20:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/20:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-39-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h27,30,32,34,75-77,82H,5-26,28-29,31,33,35-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-,34-32-/t75-,76+,77+/m0/s1	ZZUATBVBVSMBJZ-DXUAUOEUSA-N	1461.066127			MMDBc0038229
BASm0025031	CL(12:0/16:1(9Z)/20:1(11Z)/24:1(11Z))	CL(12:0/16:1(9Z)/20:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/20:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-39-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h27,30,32,34,37-38,75-77,82H,5-26,28-29,31,33,35-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-,34-32-,38-37-/t75-,76+,77+/m0/s1	FHEHEHYOCQBMJR-NKPKBOSKSA-N	1459.050477			MMDBc0038230
BASm0025032	CL(12:0/16:1(9Z)/20:1(11Z)/24:1(9Z))	CL(12:0/16:1(9Z)/20:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/20:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-39-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h27,30,32,34,40,42,75-77,82H,5-26,28-29,31,33,35-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-,34-32-,42-40-/t75-,76+,77+/m0/s1	UUCWXVAVQXGPPX-QLASQCEPSA-N	1459.050477			MMDBc0038231
BASm0025033	CL(12:0/16:1(9Z)/20:1(13Z)/20:1(11Z))	CL(12:0/16:1(9Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/20:1(13Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-40-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-41-38-36-34-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h25,27-28,30,32,34,71-73,78H,5-24,26,29,31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,30-27-,34-32-/t71-,72+,73+/m0/s1	NTICAWVZKFPJMI-WSRLPNOWSA-N	1402.987877			MMDBc0038232
BASm0025034	CL(12:0/16:1(9Z)/20:1(13Z)/20:1(13Z))	CL(12:0/16:1(9Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/20:1(13Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-40-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-41-38-36-34-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-30-27-23-19-15-11-7-3/h25-30,71-73,78H,5-24,31-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,29-26-,30-27-/t71-,72+,73+/m0/s1	JQCAMUUWRGULGR-QVDFPVHKSA-N	1402.987877			MMDBc0038233
BASm0025035	CL(12:0/16:1(9Z)/20:1(13Z)/22:0)	CL(12:0/16:1(9Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/20:1(13Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-37-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h26-27,29-30,73-75,80H,5-25,28,31-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,30-27-/t73-,74+,75+/m0/s1	FVRJUUASPRNXMQ-OWOCBKCISA-N	1433.034827			MMDBc0038234
BASm0025036	CL(12:0/16:1(9Z)/20:1(13Z)/22:1(11Z))	CL(12:0/16:1(9Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/20:1(13Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-37-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h26-27,29-30,35-36,73-75,80H,5-25,28,31-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,30-27-,36-35-/t73-,74+,75+/m0/s1	HGZBDOOMPLOESA-VKXFGDNXSA-N	1431.019177			MMDBc0038235
BASm0025037	CL(12:0/16:1(9Z)/20:1(13Z)/22:1(9Z))	CL(12:0/16:1(9Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/20:1(13Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-38-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-42-39-37-34-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-30-27-23-19-15-11-7-3/h26-27,29-30,38,40,73-75,80H,5-25,28,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,30-27-,40-38-/t73-,74+,75+/m0/s1	OIDRBZQCKBOJPI-ZMFQQKIUSA-N	1431.019177			MMDBc0038236
BASm0025038	CL(12:0/16:1(9Z)/20:1(13Z)/24:0)	CL(12:0/16:1(9Z)/20:1(13Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/20:1(13Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-39-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h26-27,29-30,75-77,82H,5-25,28,31-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,30-27-/t75-,76+,77+/m0/s1	DJYLVPLCPWVUHQ-UMNICLLUSA-N	1461.066127			MMDBc0038237
BASm0025039	CL(12:0/16:1(9Z)/20:1(13Z)/24:1(11Z))	CL(12:0/16:1(9Z)/20:1(13Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/20:1(13Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-39-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h26-27,29-30,37-38,75-77,82H,5-25,28,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,30-27-,38-37-/t75-,76+,77+/m0/s1	WIASFVBEKGWABQ-ORGLYGHTSA-N	1459.050477			MMDBc0038238
BASm0025040	CL(12:0/16:1(9Z)/20:1(13Z)/24:1(9Z))	CL(12:0/16:1(9Z)/20:1(13Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/20:1(13Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-36-37-38-40-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-44-41-39-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h26-27,29-30,40,42,75-77,82H,5-25,28,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,30-27-,42-40-/t75-,76+,77+/m0/s1	FCPPGDWYEPEPQR-SRMSOAOBSA-N	1459.050477			MMDBc0038239
BASm0025041	CL(12:0/16:1(9Z)/22:0/22:0)	CL(12:0/16:1(9Z)/22:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/22:0/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of docosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-44-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h27,30,75-77,82H,5-26,28-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-/t75-,76+,77+/m0/s1	YPHYPAHAIRRJQS-PXNLJBRFSA-N	1463.081778			MMDBc0038240
BASm0025042	CL(12:0/16:1(9Z)/22:0/22:1(11Z))	CL(12:0/16:1(9Z)/22:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/22:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-44-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h27,30,36,38,75-77,82H,5-26,28-29,31-35,37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-,38-36-/t75-,76+,77+/m0/s1	DUWQUJZGRONBQD-KAKFWEBTSA-N	1461.066127			MMDBc0038241
BASm0025043	CL(12:0/16:1(9Z)/22:0/22:1(9Z))	CL(12:0/16:1(9Z)/22:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/22:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-44-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h27,30,40,42,75-77,82H,5-26,28-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-,42-40-/t75-,76+,77+/m0/s1	XHAJMDUJXFGIQZ-QCOKEXGHSA-N	1461.066127			MMDBc0038242
BASm0025044	CL(12:0/16:1(9Z)/22:1(11Z)/22:1(11Z))	CL(12:0/16:1(9Z)/22:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/22:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (11Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-44-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h27,30,35-38,75-77,82H,5-26,28-29,31-34,39-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-,37-35-,38-36-/t75-,76+,77+/m0/s1	YNCWYZZIPONJIM-YJOPUUSTSA-N	1459.050477			MMDBc0038243
BASm0025045	CL(12:0/16:1(9Z)/22:1(11Z)/22:1(9Z))	CL(12:0/16:1(9Z)/22:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/22:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-44-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h27,30,35,37,40,42,75-77,82H,5-26,28-29,31-34,36,38-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-,37-35-,42-40-/t75-,76+,77+/m0/s1	ITDXOWXEJGHSLS-APTSDWIESA-N	1459.050477			MMDBc0038244
BASm0025046	CL(12:0/16:1(9Z)/22:1(9Z)/22:1(11Z))	CL(12:0/16:1(9Z)/22:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/22:1(9Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-44-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h27,30,36,38-39,41,75-77,82H,5-26,28-29,31-35,37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-,38-36-,41-39-/t75-,76+,77+/m0/s1	KKRXCMWAQPEYLV-FRGHSJKQSA-N	1459.050477			MMDBc0038245
BASm0025047	CL(12:0/16:1(9Z)/22:1(9Z)/22:1(9Z))	CL(12:0/16:1(9Z)/22:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/16:1(9Z)/22:1(9Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (9Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-33-35-37-39-41-44-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-40-38-36-34-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-30-27-23-19-15-11-7-3/h27,30,39-42,75-77,82H,5-26,28-29,31-38,43-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-,41-39-,42-40-/t75-,76+,77+/m0/s1	XIJVJJOUGBFMGY-CTSASAFTSA-N	1459.050477			MMDBc0038246
BASm0025048	CL(12:0/18:0/12:0/18:0)	CL(12:0/18:0/12:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/12:0/18:0) contains two chains of dodecanoic acid at the C1 and C3 positions, two chains of octadecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-34-32-30-28-26-22-18-14-10-6-2/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t64-,65-/m1/s1	UNGLYWRLORJQPA-WXQUPVAFSA-N	1296.909627			MMDBc0038247
BASm0025049	CL(12:0/18:0/18:0/18:0)	CL(12:0/18:0/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:0/18:0) contains one chain of dodecanoic acid at the C1 position, three chains of octadecanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-36-33-30-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-35-32-29-26-22-18-14-10-6-2/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	SBVHRYNKLCYEBF-NTQFVZKBSA-N	1381.003527			MMDBc0038248
BASm0025050	CL(12:0/18:0/18:0/18:1(11Z))	CL(12:0/18:0/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:0/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-36-33-30-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-35-32-29-26-22-18-14-10-6-2/h27,30,69-71,76H,5-26,28-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b30-27-/t69-,70+,71+/m0/s1	DWVXXIZPCILXJE-WNSUMRBQSA-N	1378.987877			MMDBc0038249
BASm0025051	CL(12:0/18:0/18:0/18:1(9Z))	CL(12:0/18:0/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:0/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-36-33-30-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-35-32-29-26-22-18-14-10-6-2/h33,36,69-71,76H,5-32,34-35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b36-33-/t69-,70+,71+/m0/s1	CZUUIRNVIUATAJ-KIPSHHCISA-N	1378.987877			MMDBc0038250
BASm0025052	CL(12:0/18:0/18:0/20:0)	CL(12:0/18:0/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:0/20:0) contains one chain of dodecanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-28-31-34-35-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-37-33-30-27-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	DUTBUIGZALZVAD-DFXUENRWSA-N	1409.034827			MMDBc0038251
BASm0025053	CL(12:0/18:0/18:0/20:1(11Z))	CL(12:0/18:0/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:0/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-34-35-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-37-33-30-27-23-19-15-11-7-3/h31,34,71-73,78H,5-30,32-33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b34-31-/t71-,72+,73+/m0/s1	MNIXCYKABTUZLB-CPWZHNAISA-N	1407.019177			MMDBc0038252
BASm0025054	CL(12:0/18:0/18:0/20:1(13Z))	CL(12:0/18:0/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:0/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-34-35-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-37-33-30-27-23-19-15-11-7-3/h25,28,71-73,78H,5-24,26-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-/t71-,72+,73+/m0/s1	WQRMQLVFHNEVDI-DYGPPYNQSA-N	1407.019177			MMDBc0038253
BASm0025055	CL(12:0/18:0/18:0/22:0)	CL(12:0/18:0/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:0/22:0) contains one chain of dodecanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-39-33-30-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	ZTXHGZMZMAZCBX-ARQKOWHBSA-N	1437.066127			MMDBc0038254
BASm0025056	CL(12:0/18:0/18:0/22:1(11Z))	CL(12:0/18:0/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-39-33-30-27-23-19-15-11-7-3/h35-36,73-75,80H,5-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b36-35-/t73-,74+,75+/m0/s1	UBWZFPWYJRFVCG-KQJVKHBFSA-N	1435.050477			MMDBc0038255
BASm0025057	CL(12:0/18:0/18:0/22:1(9Z))	CL(12:0/18:0/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-39-33-30-27-23-19-15-11-7-3/h37,40,73-75,80H,5-36,38-39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b40-37-/t73-,74+,75+/m0/s1	DAPNDQKGRUABRQ-KMQQPQGJSA-N	1435.050477			MMDBc0038256
BASm0025058	CL(12:0/18:0/18:0/24:0)	CL(12:0/18:0/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:0/24:0) contains one chain of dodecanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-38-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-33-30-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	ODIMFEVKNRLGGQ-HRXLSSNSSA-N	1465.097428			MMDBc0038257
BASm0025059	CL(12:0/18:0/18:0/24:1(11Z))	CL(12:0/18:0/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:0/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-38-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-33-30-27-23-19-15-11-7-3/h37-38,75-77,82H,5-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-/t75-,76+,77+/m0/s1	XBKZDQAXUOEUTB-PPDVTESNSA-N	1463.081778			MMDBc0038258
BASm0025060	CL(12:0/18:0/18:0/24:1(9Z))	CL(12:0/18:0/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:0/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-38-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-33-30-27-23-19-15-11-7-3/h39,42,75-77,82H,5-38,40-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b42-39-/t75-,76+,77+/m0/s1	ACBQTQROWSNRDM-OJPAQRSUSA-N	1463.081778			MMDBc0038259
BASm0025061	CL(12:0/18:0/18:1(11Z)/18:1(11Z))	CL(12:0/18:0/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:1(11Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-36-33-30-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-35-32-29-26-22-18-14-10-6-2/h25,27-28,30,69-71,76H,5-24,26,29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,30-27-/t69-,70+,71+/m0/s1	ISHNOICDRZBRGE-XNWRPRHASA-N	1376.972227			MMDBc0038260
BASm0025062	CL(12:0/18:0/18:1(11Z)/18:1(9Z))	CL(12:0/18:0/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:1(11Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-36-33-30-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-35-32-29-26-22-18-14-10-6-2/h25,28,33,36,69-71,76H,5-24,26-27,29-32,34-35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,36-33-/t69-,70+,71+/m0/s1	IKBCFOALZYMEGW-PKCOKCJJSA-N	1376.972227			MMDBc0038261
BASm0025063	CL(12:0/18:0/18:1(11Z)/20:0)	CL(12:0/18:0/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:1(11Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-34-35-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-37-33-30-27-23-19-15-11-7-3/h26,29,71-73,78H,5-25,27-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-/t71-,72+,73+/m0/s1	RLIKWEPYYPRZKZ-XINBXNEZSA-N	1407.019177			MMDBc0038262
BASm0025064	CL(12:0/18:0/18:1(11Z)/20:1(11Z))	CL(12:0/18:0/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-34-35-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-37-33-30-27-23-19-15-11-7-3/h26,29,31,34,71-73,78H,5-25,27-28,30,32-33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,34-31-/t71-,72+,73+/m0/s1	AVPSYSJGRUHPHL-XTUICFPSSA-N	1405.003527			MMDBc0038263
BASm0025065	CL(12:0/18:0/18:1(11Z)/20:1(13Z))	CL(12:0/18:0/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-34-35-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-37-33-30-27-23-19-15-11-7-3/h25-26,28-29,71-73,78H,5-24,27,30-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,29-26-/t71-,72+,73+/m0/s1	WSFJTASYRCLSKK-XJJCZCMWSA-N	1405.003527			MMDBc0038264
BASm0025066	CL(12:0/18:0/18:1(11Z)/22:0)	CL(12:0/18:0/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-39-33-30-27-23-19-15-11-7-3/h26,29,73-75,80H,5-25,27-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-/t73-,74+,75+/m0/s1	RQMGRKCZHIGGHV-KSZIGCDUSA-N	1435.050477			MMDBc0038265
BASm0025067	CL(12:0/18:0/18:1(11Z)/22:1(11Z))	CL(12:0/18:0/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-39-33-30-27-23-19-15-11-7-3/h26,29,35-36,73-75,80H,5-25,27-28,30-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,36-35-/t73-,74+,75+/m0/s1	FQMPXGZKAKNDLD-FSVYDPTASA-N	1433.034827			MMDBc0038266
BASm0025068	CL(12:0/18:0/18:1(11Z)/22:1(9Z))	CL(12:0/18:0/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-39-33-30-27-23-19-15-11-7-3/h26,29,37,40,73-75,80H,5-25,27-28,30-36,38-39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,40-37-/t73-,74+,75+/m0/s1	LGUCYFDXQMGDPO-RCHMYGOZSA-N	1433.034827			MMDBc0038267
BASm0025069	CL(12:0/18:0/18:1(11Z)/24:0)	CL(12:0/18:0/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-38-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-33-30-27-23-19-15-11-7-3/h26,29,75-77,82H,5-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-/t75-,76+,77+/m0/s1	IZPQZJSWIRMIQS-ALNIXOIZSA-N	1463.081778			MMDBc0038268
BASm0025070	CL(12:0/18:0/18:1(11Z)/24:1(11Z))	CL(12:0/18:0/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-38-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-33-30-27-23-19-15-11-7-3/h26,29,37-38,75-77,82H,5-25,27-28,30-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,38-37-/t75-,76+,77+/m0/s1	LLQVFYDKHFRUQQ-ZEKOIUEVSA-N	1461.066127			MMDBc0038269
BASm0025071	CL(12:0/18:0/18:1(11Z)/24:1(9Z))	CL(12:0/18:0/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-38-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-33-30-27-23-19-15-11-7-3/h26,29,39,42,75-77,82H,5-25,27-28,30-38,40-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,42-39-/t75-,76+,77+/m0/s1	CZIFPOSZGBNEMJ-RWWGYIABSA-N	1461.066127			MMDBc0038270
BASm0025072	CL(12:0/18:0/18:1(9Z)/18:1(11Z))	CL(12:0/18:0/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:1(9Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-36-33-30-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-35-32-29-26-22-18-14-10-6-2/h27,30-31,34,69-71,76H,5-26,28-29,32-33,35-68H2,1-4H3,(H,81,82)(H,83,84)/b30-27-,34-31-/t69-,70+,71+/m0/s1	DGLJJVDKHKTPEU-ZMIIIEJPSA-N	1376.972227			MMDBc0038271
BASm0025073	CL(12:0/18:0/18:1(9Z)/18:1(9Z))	CL(12:0/18:0/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:1(9Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-36-33-30-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-35-32-29-26-22-18-14-10-6-2/h31,33-34,36,69-71,76H,5-30,32,35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b34-31-,36-33-/t69-,70+,71+/m0/s1	WBHFOTUWYMPXRF-DUMBLTCESA-N	1376.972227			MMDBc0038272
BASm0025074	CL(12:0/18:0/18:1(9Z)/20:0)	CL(12:0/18:0/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:1(9Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-28-31-34-35-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-37-33-30-27-23-19-15-11-7-3/h32,36,71-73,78H,5-31,33-35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b36-32-/t71-,72+,73+/m0/s1	SOBDAYQUXIOBNV-RUADLCSCSA-N	1407.019177			MMDBc0038273
BASm0025075	CL(12:0/18:0/18:1(9Z)/20:1(11Z))	CL(12:0/18:0/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:1(9Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-34-35-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-37-33-30-27-23-19-15-11-7-3/h31-32,34,36,71-73,78H,5-30,33,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b34-31-,36-32-/t71-,72+,73+/m0/s1	SPGMSCPZBDKRIN-NBAVTPOYSA-N	1405.003527			MMDBc0038274
BASm0025076	CL(12:0/18:0/18:1(9Z)/20:1(13Z))	CL(12:0/18:0/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:1(9Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-34-35-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-37-33-30-27-23-19-15-11-7-3/h25,28,32,36,71-73,78H,5-24,26-27,29-31,33-35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,36-32-/t71-,72+,73+/m0/s1	MFYCRKNMNFUJSG-ZXVYKYGCSA-N	1405.003527			MMDBc0038275
BASm0025077	CL(12:0/18:0/18:1(9Z)/22:0)	CL(12:0/18:0/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:1(9Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-39-33-30-27-23-19-15-11-7-3/h32,38,73-75,80H,5-31,33-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b38-32-/t73-,74+,75+/m0/s1	LVASMKUBDKWQGK-MXWUKKDESA-N	1435.050477			MMDBc0038276
BASm0025078	CL(12:0/18:0/18:1(9Z)/22:1(11Z))	CL(12:0/18:0/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:1(9Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-39-33-30-27-23-19-15-11-7-3/h32,35-36,38,73-75,80H,5-31,33-34,37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b36-35-,38-32-/t73-,74+,75+/m0/s1	ZHVVGOSXGDRGCR-CELVVHRVSA-N	1433.034827			MMDBc0038277
BASm0025079	CL(12:0/18:0/18:1(9Z)/22:1(9Z))	CL(12:0/18:0/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:1(9Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-39-33-30-27-23-19-15-11-7-3/h32,37-38,40,73-75,80H,5-31,33-36,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b38-32-,40-37-/t73-,74+,75+/m0/s1	LXVIHQXTDZSVDX-PVURAIAISA-N	1433.034827			MMDBc0038278
BASm0025080	CL(12:0/18:0/18:1(9Z)/24:0)	CL(12:0/18:0/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:1(9Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-38-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-33-30-27-23-19-15-11-7-3/h32,40,75-77,82H,5-31,33-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b40-32-/t75-,76+,77+/m0/s1	HXAMHNOGUATTDW-IKNCHUAXSA-N	1463.081778			MMDBc0038279
BASm0025081	CL(12:0/18:0/18:1(9Z)/24:1(11Z))	CL(12:0/18:0/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:1(9Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-38-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-33-30-27-23-19-15-11-7-3/h32,37-38,40,75-77,82H,5-31,33-36,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-,40-32-/t75-,76+,77+/m0/s1	ONXBVUAOYPPMNB-CQKXPFJLSA-N	1461.066127			MMDBc0038280
BASm0025082	CL(12:0/18:0/18:1(9Z)/24:1(9Z))	CL(12:0/18:0/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/18:1(9Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-38-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-33-30-27-23-19-15-11-7-3/h32,39-40,42,75-77,82H,5-31,33-38,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b40-32-,42-39-/t75-,76+,77+/m0/s1	MVWAFCHUFHKPBF-QLORRLLQSA-N	1461.066127			MMDBc0038281
BASm0025083	CL(12:0/18:0/20:0/20:0)	CL(12:0/18:0/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/20:0/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-28-31-34-36-39-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-40-37-35-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-38-33-30-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	WKQQZDYPRTZYML-ARQKOWHBSA-N	1437.066127			MMDBc0038282
BASm0025084	CL(12:0/18:0/20:0/20:1(11Z))	CL(12:0/18:0/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/20:0/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-34-36-39-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-40-37-35-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-38-33-30-27-23-19-15-11-7-3/h32,35,73-75,80H,5-31,33-34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b35-32-/t73-,74+,75+/m0/s1	GQEFNIQYAGAGNR-PXGSQAMSSA-N	1435.050477			MMDBc0038283
BASm0025085	CL(12:0/18:0/20:0/20:1(13Z))	CL(12:0/18:0/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/20:0/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-34-36-39-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-40-37-35-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-38-33-30-27-23-19-15-11-7-3/h26,29,73-75,80H,5-25,27-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-/t73-,74+,75+/m0/s1	UBWUJPPPXCKEDR-KSZIGCDUSA-N	1435.050477			MMDBc0038284
BASm0025086	CL(12:0/18:0/20:0/22:0)	CL(12:0/18:0/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/20:0/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-28-31-34-36-37-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-41-38-35-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-40-33-30-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	UZQIHCRAHGDZHP-HRXLSSNSSA-N	1465.097428			MMDBc0038285
BASm0025087	CL(12:0/18:0/20:0/22:1(11Z))	CL(12:0/18:0/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/20:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-34-36-37-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-41-38-35-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-40-33-30-27-23-19-15-11-7-3/h36-37,75-77,82H,5-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b37-36-/t75-,76+,77+/m0/s1	JIJFVENMHMDMBR-VHNHMIMZSA-N	1463.081778			MMDBc0038286
BASm0025088	CL(12:0/18:0/20:0/22:1(9Z))	CL(12:0/18:0/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/20:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-34-36-37-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-41-38-35-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-40-33-30-27-23-19-15-11-7-3/h39,42,75-77,82H,5-38,40-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b42-39-/t75-,76+,77+/m0/s1	MOEQDSBGGVSGGM-OJPAQRSUSA-N	1463.081778			MMDBc0038287
BASm0025089	CL(12:0/18:0/20:1(11Z)/20:1(11Z))	CL(12:0/18:0/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/20:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-34-36-39-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-40-37-35-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-38-33-30-27-23-19-15-11-7-3/h31-32,34-35,73-75,80H,5-30,33,36-72H2,1-4H3,(H,85,86)(H,87,88)/b34-31-,35-32-/t73-,74+,75+/m0/s1	MBUNJFYPBRWVDD-RCXYSBCLSA-N	1433.034827			MMDBc0038288
BASm0025090	CL(12:0/18:0/20:1(11Z)/20:1(13Z))	CL(12:0/18:0/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/20:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-34-36-39-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-40-37-35-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-38-33-30-27-23-19-15-11-7-3/h26,29,31,34,73-75,80H,5-25,27-28,30,32-33,35-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,34-31-/t73-,74+,75+/m0/s1	WYJBRGWXNIKLNW-JHUSVHSDSA-N	1433.034827			MMDBc0038289
BASm0025091	CL(12:0/18:0/20:1(11Z)/22:0)	CL(12:0/18:0/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/20:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-34-36-37-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-41-38-35-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-40-33-30-27-23-19-15-11-7-3/h32,35,75-77,82H,5-31,33-34,36-74H2,1-4H3,(H,87,88)(H,89,90)/b35-32-/t75-,76+,77+/m0/s1	DZUFYWJEAGAHFA-JRUATOEUSA-N	1463.081778			MMDBc0038290
BASm0025092	CL(12:0/18:0/20:1(11Z)/22:1(11Z))	CL(12:0/18:0/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/20:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-34-36-37-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-41-38-35-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-40-33-30-27-23-19-15-11-7-3/h32,35-37,75-77,82H,5-31,33-34,38-74H2,1-4H3,(H,87,88)(H,89,90)/b35-32-,37-36-/t75-,76+,77+/m0/s1	YQYIWRIIQWAKIZ-KUBJTWSOSA-N	1461.066127			MMDBc0038291
BASm0025093	CL(12:0/18:0/20:1(11Z)/22:1(9Z))	CL(12:0/18:0/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/20:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-34-36-37-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-41-38-35-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-40-33-30-27-23-19-15-11-7-3/h32,35,39,42,75-77,82H,5-31,33-34,36-38,40-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b35-32-,42-39-/t75-,76+,77+/m0/s1	NMEZTYPGXBTMBU-AYHXUBFISA-N	1461.066127			MMDBc0038292
BASm0025094	CL(12:0/18:0/20:1(13Z)/20:1(11Z))	CL(12:0/18:0/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/20:1(13Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-34-36-39-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-40-37-35-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-38-33-30-27-23-19-15-11-7-3/h25,28,32,35,73-75,80H,5-24,26-27,29-31,33-34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,35-32-/t73-,74+,75+/m0/s1	SZBMIIDHJAAGJS-XIKPYZMRSA-N	1433.034827			MMDBc0038293
BASm0025095	CL(12:0/18:0/20:1(13Z)/20:1(13Z))	CL(12:0/18:0/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/20:1(13Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-34-36-39-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-40-37-35-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-38-33-30-27-23-19-15-11-7-3/h25-26,28-29,73-75,80H,5-24,27,30-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,29-26-/t73-,74+,75+/m0/s1	SRSFBLKGGPSRAK-UWOWSZBSSA-N	1433.034827			MMDBc0038294
BASm0025096	CL(12:0/18:0/20:1(13Z)/22:0)	CL(12:0/18:0/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/20:1(13Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-34-36-37-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-41-38-35-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-40-33-30-27-23-19-15-11-7-3/h26,29,75-77,82H,5-25,27-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-/t75-,76+,77+/m0/s1	FSKLHJRKDTUOFS-ALNIXOIZSA-N	1463.081778			MMDBc0038295
BASm0025097	CL(12:0/18:0/20:1(13Z)/22:1(11Z))	CL(12:0/18:0/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/20:1(13Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-34-36-37-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-41-38-35-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-40-33-30-27-23-19-15-11-7-3/h26,29,36-37,75-77,82H,5-25,27-28,30-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,37-36-/t75-,76+,77+/m0/s1	ZJOMAJNVEJSTLO-QGJGNIAHSA-N	1461.066127			MMDBc0038296
BASm0025098	CL(12:0/18:0/20:1(13Z)/22:1(9Z))	CL(12:0/18:0/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:0/20:1(13Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-34-36-37-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-41-38-35-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-40-33-30-27-23-19-15-11-7-3/h26,29,39,42,75-77,82H,5-25,27-28,30-38,40-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,42-39-/t75-,76+,77+/m0/s1	LKXTWKBOHWZMAL-RWWGYIABSA-N	1461.066127			MMDBc0038297
BASm0025099	CL(12:0/18:1(11Z)/12:0/18:1(11Z))	CL(12:0/18:1(11Z)/12:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/12:0/18:1(11Z)) contains two chains of dodecanoic acid at the C1 and C3 positions, two chains of (11Z-octadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-34-32-30-28-26-22-18-14-10-6-2/h25-28,63-65,70H,5-24,29-62H2,1-4H3,(H,75,76)(H,77,78)/b27-25-,28-26-/t64-,65-/m1/s1	STVPGUUHQLMQJY-MAZLIWOOSA-N	1292.878327			MMDBc0038298
BASm0025100	CL(12:0/18:1(11Z)/12:0/18:1(9Z))	CL(12:0/18:1(11Z)/12:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/12:0/18:1(9Z)) contains two chains of dodecanoic acid at the C1 and C3 positions, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-34-32-30-28-26-22-18-14-10-6-2/h25,27,30,32,63-65,70H,5-24,26,28-29,31,33-62H2,1-4H3,(H,75,76)(H,77,78)/b27-25-,32-30-/t63-,64+,65+/m0/s1	SGQBOLUPONJOPH-FQYOVGJSSA-N	1292.878327			MMDBc0038299
BASm0025101	CL(12:0/18:1(11Z)/18:1(11Z)/18:1(11Z))	CL(12:0/18:1(11Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/18:1(11Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, three chains of (11Z-octadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-36-33-30-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-35-32-29-26-22-18-14-10-6-2/h25-30,69-71,76H,5-24,31-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,29-26-,30-27-/t69-,70+,71+/m0/s1	XKPOEQOFDPCMJQ-QNRBJNBBSA-N	1374.956577			MMDBc0038300
BASm0025102	CL(12:0/18:1(11Z)/18:1(11Z)/18:1(9Z))	CL(12:0/18:1(11Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/18:1(11Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-36-33-30-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-35-32-29-26-22-18-14-10-6-2/h25-26,28-29,33,36,69-71,76H,5-24,27,30-32,34-35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,29-26-,36-33-/t69-,70+,71+/m0/s1	OODKLHLTJAXYSI-KMMDGEIPSA-N	1374.956577			MMDBc0038301
BASm0025103	CL(12:0/18:1(11Z)/18:1(11Z)/20:0)	CL(12:0/18:1(11Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/18:1(11Z)/20:0) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-34-35-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-37-33-30-27-23-19-15-11-7-3/h26-27,29-30,71-73,78H,5-25,28,31-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,30-27-/t71-,72+,73+/m0/s1	ZZQPYWDTINFUJX-BKITWGEUSA-N	1405.003527			MMDBc0038302
BASm0025104	CL(12:0/18:1(11Z)/18:1(11Z)/20:1(11Z))	CL(12:0/18:1(11Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/18:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-34-35-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-37-33-30-27-23-19-15-11-7-3/h26-27,29-31,34,71-73,78H,5-25,28,32-33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,30-27-,34-31-/t71-,72+,73+/m0/s1	SZKLETUDXKRNDA-KUMCXSHESA-N	1402.987877			MMDBc0038303
BASm0025105	CL(12:0/18:1(11Z)/18:1(11Z)/20:1(13Z))	CL(12:0/18:1(11Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/18:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-34-35-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-37-33-30-27-23-19-15-11-7-3/h25-30,71-73,78H,5-24,31-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,29-26-,30-27-/t71-,72+,73+/m0/s1	WATYYFRRYPSEFN-QVDFPVHKSA-N	1402.987877			MMDBc0038304
BASm0025106	CL(12:0/18:1(11Z)/18:1(11Z)/22:0)	CL(12:0/18:1(11Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/18:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-39-33-30-27-23-19-15-11-7-3/h26-27,29-30,73-75,80H,5-25,28,31-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,30-27-/t73-,74+,75+/m0/s1	QUJIPBGDDCURDM-OWOCBKCISA-N	1433.034827			MMDBc0038305
BASm0025107	CL(12:0/18:1(11Z)/18:1(11Z)/22:1(11Z))	CL(12:0/18:1(11Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/18:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-39-33-30-27-23-19-15-11-7-3/h26-27,29-30,35-36,73-75,80H,5-25,28,31-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,30-27-,36-35-/t73-,74+,75+/m0/s1	TYUDIWKSFPYMJE-VKXFGDNXSA-N	1431.019177			MMDBc0038306
BASm0025108	CL(12:0/18:1(11Z)/18:1(11Z)/22:1(9Z))	CL(12:0/18:1(11Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/18:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-39-33-30-27-23-19-15-11-7-3/h26-27,29-30,37,40,73-75,80H,5-25,28,31-36,38-39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,30-27-,40-37-/t73-,74+,75+/m0/s1	KBVGMYVFOCAYNT-QSIFCMFTSA-N	1431.019177			MMDBc0038307
BASm0025109	CL(12:0/18:1(11Z)/18:1(11Z)/24:0)	CL(12:0/18:1(11Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/18:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-38-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-33-30-27-23-19-15-11-7-3/h26-27,29-30,75-77,82H,5-25,28,31-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,30-27-/t75-,76+,77+/m0/s1	KOAAZBNRDMCNBS-UMNICLLUSA-N	1461.066127			MMDBc0038308
BASm0025110	CL(12:0/18:1(11Z)/18:1(11Z)/24:1(11Z))	CL(12:0/18:1(11Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/18:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-38-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-33-30-27-23-19-15-11-7-3/h26-27,29-30,37-38,75-77,82H,5-25,28,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,30-27-,38-37-/t75-,76+,77+/m0/s1	SCVODDOWZUFJIF-ORGLYGHTSA-N	1459.050477			MMDBc0038309
BASm0025111	CL(12:0/18:1(11Z)/18:1(11Z)/24:1(9Z))	CL(12:0/18:1(11Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/18:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-38-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-33-30-27-23-19-15-11-7-3/h26-27,29-30,39,42,75-77,82H,5-25,28,31-38,40-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,30-27-,42-39-/t75-,76+,77+/m0/s1	SUBOOESCMINWIR-ORWDILHQSA-N	1459.050477			MMDBc0038310
BASm0025112	CL(12:0/18:1(11Z)/18:1(9Z)/18:1(11Z))	CL(12:0/18:1(11Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/18:1(9Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C4 positions, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-36-33-30-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-35-32-29-26-22-18-14-10-6-2/h26-27,29-31,34,69-71,76H,5-25,28,32-33,35-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-,30-27-,34-31-/t69-,70+,71+/m0/s1	QQKTYAYFNAGLCF-WQPIVICGSA-N	1374.956577			MMDBc0038311
BASm0025113	CL(12:0/18:1(11Z)/18:1(9Z)/18:1(9Z))	CL(12:0/18:1(11Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/18:1(9Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-36-33-30-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-35-32-29-26-22-18-14-10-6-2/h26,29,31,33-34,36,69-71,76H,5-25,27-28,30,32,35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b29-26-,34-31-,36-33-/t69-,70+,71+/m0/s1	XAJQJOOIJALDMY-DTFSJWGDSA-N	1374.956577			MMDBc0038312
BASm0025114	CL(12:0/18:1(11Z)/18:1(9Z)/20:0)	CL(12:0/18:1(11Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/18:1(9Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-34-35-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-37-33-30-27-23-19-15-11-7-3/h27,30,32,36,71-73,78H,5-26,28-29,31,33-35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b30-27-,36-32-/t71-,72+,73+/m0/s1	JSELQQQMNZVUKN-OXSMBDTESA-N	1405.003527			MMDBc0038313
BASm0025115	CL(12:0/18:1(11Z)/18:1(9Z)/20:1(11Z))	CL(12:0/18:1(11Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/18:1(9Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-34-35-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-37-33-30-27-23-19-15-11-7-3/h27,30-32,34,36,71-73,78H,5-26,28-29,33,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b30-27-,34-31-,36-32-/t71-,72+,73+/m0/s1	UFRJMTQOYXRJFN-BZICNEKISA-N	1402.987877			MMDBc0038314
BASm0025116	CL(12:0/18:1(11Z)/18:1(9Z)/20:1(13Z))	CL(12:0/18:1(11Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/18:1(9Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-34-35-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-37-33-30-27-23-19-15-11-7-3/h25,27-28,30,32,36,71-73,78H,5-24,26,29,31,33-35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,30-27-,36-32-/t71-,72+,73+/m0/s1	DACXCRLCBPVFAC-XMKMQOLOSA-N	1402.987877			MMDBc0038315
BASm0025117	CL(12:0/18:1(11Z)/18:1(9Z)/22:0)	CL(12:0/18:1(11Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/18:1(9Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-39-33-30-27-23-19-15-11-7-3/h27,30,32,38,73-75,80H,5-26,28-29,31,33-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b30-27-,38-32-/t73-,74+,75+/m0/s1	KEBORWAWMPURQH-VTBKDQGQSA-N	1433.034827			MMDBc0038316
BASm0025118	CL(12:0/18:1(11Z)/18:1(9Z)/22:1(11Z))	CL(12:0/18:1(11Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/18:1(9Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-39-33-30-27-23-19-15-11-7-3/h27,30,32,35-36,38,73-75,80H,5-26,28-29,31,33-34,37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b30-27-,36-35-,38-32-/t73-,74+,75+/m0/s1	SXQNTHVSQZWHLS-NARHJSALSA-N	1431.019177			MMDBc0038317
BASm0025119	CL(12:0/18:1(11Z)/18:1(9Z)/22:1(9Z))	CL(12:0/18:1(11Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/18:1(9Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-39-33-30-27-23-19-15-11-7-3/h27,30,32,37-38,40,73-75,80H,5-26,28-29,31,33-36,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b30-27-,38-32-,40-37-/t73-,74+,75+/m0/s1	SSFDPVXSEWHALO-YUFWDBQISA-N	1431.019177			MMDBc0038318
BASm0025120	CL(12:0/18:1(11Z)/18:1(9Z)/24:0)	CL(12:0/18:1(11Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/18:1(9Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-38-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-33-30-27-23-19-15-11-7-3/h27,30,32,40,75-77,82H,5-26,28-29,31,33-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-,40-32-/t75-,76+,77+/m0/s1	VSFWLWVQQYBWLT-MIVFWWNKSA-N	1461.066127			MMDBc0038319
BASm0025121	CL(12:0/18:1(11Z)/18:1(9Z)/24:1(11Z))	CL(12:0/18:1(11Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/18:1(9Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-38-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-33-30-27-23-19-15-11-7-3/h27,30,32,37-38,40,75-77,82H,5-26,28-29,31,33-36,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-,38-37-,40-32-/t75-,76+,77+/m0/s1	CRKMKYULFMMNDP-VMGYEERUSA-N	1459.050477			MMDBc0038320
BASm0025122	CL(12:0/18:1(11Z)/18:1(9Z)/24:1(9Z))	CL(12:0/18:1(11Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/18:1(9Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-38-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-33-30-27-23-19-15-11-7-3/h27,30,32,39-40,42,75-77,82H,5-26,28-29,31,33-38,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-,40-32-,42-39-/t75-,76+,77+/m0/s1	YMDNJXFDXAQBED-RMRKJYLASA-N	1459.050477			MMDBc0038321
BASm0025123	CL(12:0/18:1(11Z)/20:0/20:0)	CL(12:0/18:1(11Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/20:0/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-34-36-39-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-40-37-35-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-38-33-30-27-23-19-15-11-7-3/h27,30,73-75,80H,5-26,28-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b30-27-/t73-,74+,75+/m0/s1	IHPJEBHXVMIZAP-MANFNTMWSA-N	1435.050477			MMDBc0038322
BASm0025124	CL(12:0/18:1(11Z)/20:0/20:1(11Z))	CL(12:0/18:1(11Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/20:0/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-34-36-39-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-40-37-35-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-38-33-30-27-23-19-15-11-7-3/h27,30,32,35,73-75,80H,5-26,28-29,31,33-34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b30-27-,35-32-/t73-,74+,75+/m0/s1	ARVIPZWWVLSXQV-QVGMMMMXSA-N	1433.034827			MMDBc0038323
BASm0025125	CL(12:0/18:1(11Z)/20:0/20:1(13Z))	CL(12:0/18:1(11Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/20:0/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-34-36-39-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-40-37-35-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-38-33-30-27-23-19-15-11-7-3/h26-27,29-30,73-75,80H,5-25,28,31-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,30-27-/t73-,74+,75+/m0/s1	NRCWAQKYNBPHSQ-OWOCBKCISA-N	1433.034827			MMDBc0038324
BASm0025126	CL(12:0/18:1(11Z)/20:0/22:0)	CL(12:0/18:1(11Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/20:0/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-34-36-37-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-41-38-35-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-40-33-30-27-23-19-15-11-7-3/h27,30,75-77,82H,5-26,28-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-/t75-,76+,77+/m0/s1	ATOUMEVXUKPCEI-PXNLJBRFSA-N	1463.081778			MMDBc0038325
BASm0025127	CL(12:0/18:1(11Z)/20:0/22:1(11Z))	CL(12:0/18:1(11Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/20:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-34-36-37-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-41-38-35-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-40-33-30-27-23-19-15-11-7-3/h27,30,36-37,75-77,82H,5-26,28-29,31-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-,37-36-/t75-,76+,77+/m0/s1	ZRBMLADQKAHGGY-BAFNRSLGSA-N	1461.066127			MMDBc0038326
BASm0025128	CL(12:0/18:1(11Z)/20:0/22:1(9Z))	CL(12:0/18:1(11Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/20:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-34-36-37-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-41-38-35-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-40-33-30-27-23-19-15-11-7-3/h27,30,39,42,75-77,82H,5-26,28-29,31-38,40-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-,42-39-/t75-,76+,77+/m0/s1	WUIORRYSCARUMT-INUFXSNTSA-N	1461.066127			MMDBc0038327
BASm0025129	CL(12:0/18:1(11Z)/20:1(11Z)/20:1(11Z))	CL(12:0/18:1(11Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/20:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-34-36-39-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-40-37-35-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-38-33-30-27-23-19-15-11-7-3/h27,30-32,34-35,73-75,80H,5-26,28-29,33,36-72H2,1-4H3,(H,85,86)(H,87,88)/b30-27-,34-31-,35-32-/t73-,74+,75+/m0/s1	SJRHPIWIOPIDHA-LZHHSXGOSA-N	1431.019177			MMDBc0038328
BASm0025130	CL(12:0/18:1(11Z)/20:1(11Z)/20:1(13Z))	CL(12:0/18:1(11Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/20:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-34-36-39-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-40-37-35-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-38-33-30-27-23-19-15-11-7-3/h26-27,29-31,34,73-75,80H,5-25,28,32-33,35-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,30-27-,34-31-/t73-,74+,75+/m0/s1	WPGWBSNZVYREEO-JVDWBOIISA-N	1431.019177			MMDBc0038329
BASm0025131	CL(12:0/18:1(11Z)/20:1(11Z)/22:0)	CL(12:0/18:1(11Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/20:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-34-36-37-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-41-38-35-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-40-33-30-27-23-19-15-11-7-3/h27,30,32,35,75-77,82H,5-26,28-29,31,33-34,36-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-,35-32-/t75-,76+,77+/m0/s1	AAJAIUZIESOQKJ-LIIGEBSUSA-N	1461.066127			MMDBc0038330
BASm0025132	CL(12:0/18:1(11Z)/20:1(11Z)/22:1(11Z))	CL(12:0/18:1(11Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/20:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-34-36-37-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-41-38-35-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-40-33-30-27-23-19-15-11-7-3/h27,30,32,35-37,75-77,82H,5-26,28-29,31,33-34,38-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-,35-32-,37-36-/t75-,76+,77+/m0/s1	BTWIDDXGPHMSBT-VNNCFWGRSA-N	1459.050477			MMDBc0038331
BASm0025133	CL(12:0/18:1(11Z)/20:1(11Z)/22:1(9Z))	CL(12:0/18:1(11Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/20:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-34-36-37-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-41-38-35-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-40-33-30-27-23-19-15-11-7-3/h27,30,32,35,39,42,75-77,82H,5-26,28-29,31,33-34,36-38,40-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-,35-32-,42-39-/t75-,76+,77+/m0/s1	WHJYNFBHGFVYDJ-ZMTHOAOFSA-N	1459.050477			MMDBc0038332
BASm0025134	CL(12:0/18:1(11Z)/20:1(13Z)/20:1(11Z))	CL(12:0/18:1(11Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/20:1(13Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-34-36-39-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-40-37-35-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-38-33-30-27-23-19-15-11-7-3/h25,27-28,30,32,35,73-75,80H,5-24,26,29,31,33-34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,30-27-,35-32-/t73-,74+,75+/m0/s1	IYTSEBLIKSTMPV-WZIMMFRQSA-N	1431.019177			MMDBc0038333
BASm0025135	CL(12:0/18:1(11Z)/20:1(13Z)/20:1(13Z))	CL(12:0/18:1(11Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/20:1(13Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-34-36-39-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-40-37-35-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-38-33-30-27-23-19-15-11-7-3/h25-30,73-75,80H,5-24,31-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,29-26-,30-27-/t73-,74+,75+/m0/s1	UUFWBQHZPWKKBO-BAMYNOPVSA-N	1431.019177			MMDBc0038334
BASm0025136	CL(12:0/18:1(11Z)/20:1(13Z)/22:0)	CL(12:0/18:1(11Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/20:1(13Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-34-36-37-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-41-38-35-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-40-33-30-27-23-19-15-11-7-3/h26-27,29-30,75-77,82H,5-25,28,31-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,30-27-/t75-,76+,77+/m0/s1	QADCRASJTKWLPK-UMNICLLUSA-N	1461.066127			MMDBc0038335
BASm0025137	CL(12:0/18:1(11Z)/20:1(13Z)/22:1(11Z))	CL(12:0/18:1(11Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/20:1(13Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-34-36-37-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-41-38-35-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-40-33-30-27-23-19-15-11-7-3/h26-27,29-30,36-37,75-77,82H,5-25,28,31-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,30-27-,37-36-/t75-,76+,77+/m0/s1	AMWVWKANMFMVDX-ZMSFXQRRSA-N	1459.050477			MMDBc0038336
BASm0025138	CL(12:0/18:1(11Z)/20:1(13Z)/22:1(9Z))	CL(12:0/18:1(11Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(11Z)/20:1(13Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-34-36-37-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-41-38-35-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-40-33-30-27-23-19-15-11-7-3/h26-27,29-30,39,42,75-77,82H,5-25,28,31-38,40-41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,30-27-,42-39-/t75-,76+,77+/m0/s1	DYYZQCZDPMMFCI-ORWDILHQSA-N	1459.050477			MMDBc0038337
BASm0025139	CL(12:0/18:1(9Z)/12:0/18:1(11Z))	CL(12:0/18:1(9Z)/12:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/12:0/18:1(11Z)) contains two chains of dodecanoic acid at the C1 and C3 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-34-32-30-28-26-22-18-14-10-6-2/h25,27,30,32,63-65,70H,5-24,26,28-29,31,33-62H2,1-4H3,(H,75,76)(H,77,78)/b27-25-,32-30-/t63-,64-,65-/m1/s1	SGQBOLUPONJOPH-UHFVQJMDSA-N	1292.878327			MMDBc0038338
BASm0025140	CL(12:0/18:1(9Z)/12:0/18:1(9Z))	CL(12:0/18:1(9Z)/12:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/12:0/18:1(9Z)) contains two chains of dodecanoic acid at the C1 and C3 positions, two chains of (9Z-octadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-34-32-30-28-26-22-18-14-10-6-2/h29-32,63-65,70H,5-28,33-62H2,1-4H3,(H,75,76)(H,77,78)/b31-29-,32-30-/t64-,65-/m1/s1	FNYAKAZYYRQDTK-MSHRIGMPSA-N	1292.878327			MMDBc0038339
BASm0025141	CL(12:0/18:1(9Z)/18:1(11Z)/18:1(11Z))	CL(12:0/18:1(9Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/18:1(11Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-36-33-30-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-35-32-29-26-22-18-14-10-6-2/h25,27-28,30,32,35,69-71,76H,5-24,26,29,31,33-34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,30-27-,35-32-/t69-,70+,71+/m0/s1	SREGYEHDPNYELB-ZEKMWBJZSA-N	1374.956577			MMDBc0038340
BASm0025142	CL(12:0/18:1(9Z)/18:1(11Z)/18:1(9Z))	CL(12:0/18:1(9Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/18:1(11Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C4 positions, one chain of (11Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-36-33-30-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-35-32-29-26-22-18-14-10-6-2/h25,28,32-33,35-36,69-71,76H,5-24,26-27,29-31,34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b28-25-,35-32-,36-33-/t69-,70+,71+/m0/s1	CWFCUXLDBYRVLA-QOFLVKRQSA-N	1374.956577			MMDBc0038341
BASm0025143	CL(12:0/18:1(9Z)/18:1(11Z)/20:0)	CL(12:0/18:1(9Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/18:1(11Z)/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-34-35-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-37-33-30-27-23-19-15-11-7-3/h26,29,33,37,71-73,78H,5-25,27-28,30-32,34-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,37-33-/t71-,72+,73+/m0/s1	VJCCAXABKCIAKM-RXXIFUHESA-N	1405.003527			MMDBc0038342
BASm0025144	CL(12:0/18:1(9Z)/18:1(11Z)/20:1(11Z))	CL(12:0/18:1(9Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/18:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-34-35-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-37-33-30-27-23-19-15-11-7-3/h26,29,31,33-34,37,71-73,78H,5-25,27-28,30,32,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b29-26-,34-31-,37-33-/t71-,72+,73+/m0/s1	DYKYNBLCWSBFDA-YSSGUQCJSA-N	1402.987877			MMDBc0038343
BASm0025145	CL(12:0/18:1(9Z)/18:1(11Z)/20:1(13Z))	CL(12:0/18:1(9Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/18:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-34-35-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-37-33-30-27-23-19-15-11-7-3/h25-26,28-29,33,37,71-73,78H,5-24,27,30-32,34-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,29-26-,37-33-/t71-,72+,73+/m0/s1	LPNCTGLSQHSPTB-VEFVHIQZSA-N	1402.987877			MMDBc0038344
BASm0025146	CL(12:0/18:1(9Z)/18:1(11Z)/22:0)	CL(12:0/18:1(9Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/18:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-39-33-30-27-23-19-15-11-7-3/h26,29,33,39,73-75,80H,5-25,27-28,30-32,34-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,39-33-/t73-,74+,75+/m0/s1	LPKPAXGOZZVKQK-WFMOQBHXSA-N	1433.034827			MMDBc0038345
BASm0025147	CL(12:0/18:1(9Z)/18:1(11Z)/22:1(11Z))	CL(12:0/18:1(9Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/18:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-39-33-30-27-23-19-15-11-7-3/h26,29,33,35-36,39,73-75,80H,5-25,27-28,30-32,34,37-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,36-35-,39-33-/t73-,74+,75+/m0/s1	SRJLKUYRAIIFRL-QSWSVVSUSA-N	1431.019177			MMDBc0038346
BASm0025148	CL(12:0/18:1(9Z)/18:1(11Z)/22:1(9Z))	CL(12:0/18:1(9Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/18:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-39-33-30-27-23-19-15-11-7-3/h26,29,33,37,39-40,73-75,80H,5-25,27-28,30-32,34-36,38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,39-33-,40-37-/t73-,74+,75+/m0/s1	JLBVHAFCAAUUOU-GXDBKVEZSA-N	1431.019177			MMDBc0038347
BASm0025149	CL(12:0/18:1(9Z)/18:1(11Z)/24:0)	CL(12:0/18:1(9Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/18:1(11Z)/24:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-38-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-33-30-27-23-19-15-11-7-3/h26,29,33,41,75-77,82H,5-25,27-28,30-32,34-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,41-33-/t75-,76+,77+/m0/s1	AKZHRZJAYWQUKX-SWOCUCLUSA-N	1461.066127			MMDBc0038348
BASm0025150	CL(12:0/18:1(9Z)/18:1(11Z)/24:1(11Z))	CL(12:0/18:1(9Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/18:1(11Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-38-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-33-30-27-23-19-15-11-7-3/h26,29,33,37-38,41,75-77,82H,5-25,27-28,30-32,34-36,39-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,38-37-,41-33-/t75-,76+,77+/m0/s1	QMXAYIGNKRNXCN-ZDJYOOPVSA-N	1459.050477			MMDBc0038349
BASm0025151	CL(12:0/18:1(9Z)/18:1(11Z)/24:1(9Z))	CL(12:0/18:1(9Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/18:1(11Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-38-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-33-30-27-23-19-15-11-7-3/h26,29,33,39,41-42,75-77,82H,5-25,27-28,30-32,34-38,40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,41-33-,42-39-/t75-,76+,77+/m0/s1	GQVBXOWQICEUQA-SFSWFSPLSA-N	1459.050477			MMDBc0038350
BASm0025152	CL(12:0/18:1(9Z)/18:1(9Z)/18:1(11Z))	CL(12:0/18:1(9Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/18:1(9Z)/18:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-36-33-30-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-35-32-29-26-22-18-14-10-6-2/h27,30-32,34-35,69-71,76H,5-26,28-29,33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b30-27-,34-31-,35-32-/t69-,70+,71+/m0/s1	GMFKQWUXWHANQC-QYTGCUEUSA-N	1374.956577			MMDBc0038351
BASm0025153	CL(12:0/18:1(9Z)/18:1(9Z)/18:1(9Z))	CL(12:0/18:1(9Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/18:1(9Z)/18:1(9Z)) contains one chain of dodecanoic acid at the C1 position, three chains of (9Z-octadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-39-36-33-30-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-38-35-32-29-26-22-18-14-10-6-2/h31-36,69-71,76H,5-30,37-68H2,1-4H3,(H,81,82)(H,83,84)/b34-31-,35-32-,36-33-/t69-,70+,71+/m0/s1	DXXUGEGAWMOBCU-RVIQRMBBSA-N	1374.956577			MMDBc0038352
BASm0025154	CL(12:0/18:1(9Z)/18:1(9Z)/20:0)	CL(12:0/18:1(9Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/18:1(9Z)/20:0) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-28-31-34-35-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-37-33-30-27-23-19-15-11-7-3/h32-33,36-37,71-73,78H,5-31,34-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b36-32-,37-33-/t71-,72+,73+/m0/s1	WYHDYYGRLLTXBF-HIYHWTIMSA-N	1405.003527			MMDBc0038353
BASm0025155	CL(12:0/18:1(9Z)/18:1(9Z)/20:1(11Z))	CL(12:0/18:1(9Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/18:1(9Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-34-35-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-37-33-30-27-23-19-15-11-7-3/h31-34,36-37,71-73,78H,5-30,35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b34-31-,36-32-,37-33-/t71-,72+,73+/m0/s1	QNTASWJCHVOTMG-PAMKKAMZSA-N	1402.987877			MMDBc0038354
BASm0025156	CL(12:0/18:1(9Z)/18:1(9Z)/20:1(13Z))	CL(12:0/18:1(9Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/18:1(9Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-28-31-34-35-38-41-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-32-29-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-40-37-33-30-27-23-19-15-11-7-3/h25,28,32-33,36-37,71-73,78H,5-24,26-27,29-31,34-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b28-25-,36-32-,37-33-/t71-,72+,73+/m0/s1	BEEUBOSDRWOLTP-SLHKJOMTSA-N	1402.987877			MMDBc0038355
BASm0025157	CL(12:0/18:1(9Z)/18:1(9Z)/22:0)	CL(12:0/18:1(9Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/18:1(9Z)/22:0) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-39-33-30-27-23-19-15-11-7-3/h32-33,38-39,73-75,80H,5-31,34-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b38-32-,39-33-/t73-,74+,75+/m0/s1	ACYDGAGNOGQERB-QOLNWDJZSA-N	1433.034827			MMDBc0038356
BASm0025158	CL(12:0/18:1(9Z)/18:1(9Z)/22:1(11Z))	CL(12:0/18:1(9Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/18:1(9Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-39-33-30-27-23-19-15-11-7-3/h32-33,35-36,38-39,73-75,80H,5-31,34,37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b36-35-,38-32-,39-33-/t73-,74+,75+/m0/s1	BKALVSRHJNFVJH-NTBYSDRGSA-N	1431.019177			MMDBc0038357
BASm0025159	CL(12:0/18:1(9Z)/18:1(9Z)/22:1(9Z))	CL(12:0/18:1(9Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/18:1(9Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-40-43-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-39-33-30-27-23-19-15-11-7-3/h32-33,37-40,73-75,80H,5-31,34-36,41-72H2,1-4H3,(H,85,86)(H,87,88)/b38-32-,39-33-,40-37-/t73-,74+,75+/m0/s1	ZZVAMFXGRAUMMH-TTXRZAHRSA-N	1431.019177			MMDBc0038358
BASm0025160	CL(12:0/18:1(9Z)/18:1(9Z)/24:0)	CL(12:0/18:1(9Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/18:1(9Z)/24:0) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-38-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-33-30-27-23-19-15-11-7-3/h32-33,40-41,75-77,82H,5-31,34-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b40-32-,41-33-/t75-,76+,77+/m0/s1	RINHRPHTPZUJHU-NTWSRTHCSA-N	1461.066127			MMDBc0038359
BASm0025161	CL(12:0/18:1(9Z)/18:1(9Z)/24:1(11Z))	CL(12:0/18:1(9Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/18:1(9Z)/24:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-38-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-33-30-27-23-19-15-11-7-3/h32-33,37-38,40-41,75-77,82H,5-31,34-36,39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-,40-32-,41-33-/t75-,76+,77+/m0/s1	RVKVPOWALVMWIO-MYWGITSWSA-N	1459.050477			MMDBc0038360
BASm0025162	CL(12:0/18:1(9Z)/18:1(9Z)/24:1(9Z))	CL(12:0/18:1(9Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/18:1(9Z)/24:1(9Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-34-35-36-37-38-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-33-30-27-23-19-15-11-7-3/h32-33,39-42,75-77,82H,5-31,34-38,43-74H2,1-4H3,(H,87,88)(H,89,90)/b40-32-,41-33-,42-39-/t75-,76+,77+/m0/s1	OFFYJCKYIWFYCM-NIFRYQHNSA-N	1459.050477			MMDBc0038361
BASm0025163	CL(12:0/18:1(9Z)/20:0/20:0)	CL(12:0/18:1(9Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/20:0/20:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-28-31-34-36-39-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-40-37-35-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-38-33-30-27-23-19-15-11-7-3/h33,38,73-75,80H,5-32,34-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b38-33-/t73-,74+,75+/m0/s1	IDHXNPUNJTYIJV-VLKVOFTRSA-N	1435.050477			MMDBc0038362
BASm0025164	CL(12:0/18:1(9Z)/20:0/20:1(11Z))	CL(12:0/18:1(9Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/20:0/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-34-36-39-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-40-37-35-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-38-33-30-27-23-19-15-11-7-3/h32-33,35,38,73-75,80H,5-31,34,36-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b35-32-,38-33-/t73-,74+,75+/m0/s1	VXEQSNXSJQYPHC-GWNBPERXSA-N	1433.034827			MMDBc0038363
BASm0025165	CL(12:0/18:1(9Z)/20:0/20:1(13Z))	CL(12:0/18:1(9Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/20:0/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-28-31-34-36-39-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-40-37-35-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-38-33-30-27-23-19-15-11-7-3/h26,29,33,38,73-75,80H,5-25,27-28,30-32,34-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,38-33-/t73-,74+,75+/m0/s1	UDWFMSJENVRSTC-DKBHYCQHSA-N	1433.034827			MMDBc0038364
BASm0025166	CL(12:0/18:1(9Z)/20:0/22:0)	CL(12:0/18:1(9Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/20:0/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-34-36-37-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-41-38-35-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-40-33-30-27-23-19-15-11-7-3/h33,40,75-77,82H,5-32,34-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b40-33-/t75-,76+,77+/m0/s1	AEEHMUXTDQUZSX-QXCLLIBZSA-N	1463.081778			MMDBc0038365
BASm0025167	CL(12:0/18:1(9Z)/20:0/22:1(11Z))	CL(12:0/18:1(9Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/20:0/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-34-36-37-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-41-38-35-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-40-33-30-27-23-19-15-11-7-3/h33,36-37,40,75-77,82H,5-32,34-35,38-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b37-36-,40-33-/t75-,76+,77+/m0/s1	JNBYPSGGFCIOLU-NMTGJWKASA-N	1461.066127			MMDBc0038366
BASm0025168	CL(12:0/18:1(9Z)/20:0/22:1(9Z))	CL(12:0/18:1(9Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/20:0/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-34-36-37-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-41-38-35-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-40-33-30-27-23-19-15-11-7-3/h33,39-40,42,75-77,82H,5-32,34-38,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b40-33-,42-39-/t75-,76+,77+/m0/s1	IREPTDRRJVEQFX-WKJCAXNESA-N	1461.066127			MMDBc0038367
BASm0025169	CL(12:0/18:1(9Z)/20:1(11Z)/20:1(11Z))	CL(12:0/18:1(9Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/20:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-34-36-39-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-40-37-35-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-38-33-30-27-23-19-15-11-7-3/h31-35,38,73-75,80H,5-30,36-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b34-31-,35-32-,38-33-/t73-,74+,75+/m0/s1	CZMOTQDBTHOOJX-PZFOASNVSA-N	1431.019177			MMDBc0038368
BASm0025170	CL(12:0/18:1(9Z)/20:1(11Z)/20:1(13Z))	CL(12:0/18:1(9Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/20:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-34-36-39-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-40-37-35-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-38-33-30-27-23-19-15-11-7-3/h26,29,31,33-34,38,73-75,80H,5-25,27-28,30,32,35-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b29-26-,34-31-,38-33-/t73-,74+,75+/m0/s1	STEUTPLQOFMLHF-ILCCOFNTSA-N	1431.019177			MMDBc0038369
BASm0025171	CL(12:0/18:1(9Z)/20:1(11Z)/22:0)	CL(12:0/18:1(9Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/20:1(11Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-34-36-37-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-41-38-35-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-40-33-30-27-23-19-15-11-7-3/h32-33,35,40,75-77,82H,5-31,34,36-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b35-32-,40-33-/t75-,76+,77+/m0/s1	HWPBORPESZMJJD-KMYCPJNHSA-N	1461.066127			MMDBc0038370
BASm0025172	CL(12:0/18:1(9Z)/20:1(11Z)/22:1(11Z))	CL(12:0/18:1(9Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/20:1(11Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-34-36-37-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-41-38-35-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-40-33-30-27-23-19-15-11-7-3/h32-33,35-37,40,75-77,82H,5-31,34,38-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b35-32-,37-36-,40-33-/t75-,76+,77+/m0/s1	QBDRDBTZFQGMQK-QSFMVEBTSA-N	1459.050477			MMDBc0038371
BASm0025173	CL(12:0/18:1(9Z)/20:1(11Z)/22:1(9Z))	CL(12:0/18:1(9Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/20:1(11Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-34-36-37-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-41-38-35-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-40-33-30-27-23-19-15-11-7-3/h32-33,35,39-40,42,75-77,82H,5-31,34,36-38,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b35-32-,40-33-,42-39-/t75-,76+,77+/m0/s1	WUZSKPVRTXGUKF-FDOPWZOZSA-N	1459.050477			MMDBc0038372
BASm0025174	CL(12:0/18:1(9Z)/20:1(13Z)/20:1(11Z))	CL(12:0/18:1(9Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/20:1(13Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-34-36-39-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-40-37-35-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-38-33-30-27-23-19-15-11-7-3/h25,28,32-33,35,38,73-75,80H,5-24,26-27,29-31,34,36-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,35-32-,38-33-/t73-,74+,75+/m0/s1	FVFNTMCKDAEEHH-NLWARSTJSA-N	1431.019177			MMDBc0038373
BASm0025175	CL(12:0/18:1(9Z)/20:1(13Z)/20:1(13Z))	CL(12:0/18:1(9Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/20:1(13Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-28-31-34-36-39-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-43-40-37-35-32-29-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-42-38-33-30-27-23-19-15-11-7-3/h25-26,28-29,33,38,73-75,80H,5-24,27,30-32,34-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b28-25-,29-26-,38-33-/t73-,74+,75+/m0/s1	VXSCKCAZAWYESW-PBKHJXELSA-N	1431.019177			MMDBc0038374
BASm0025176	CL(12:0/18:1(9Z)/20:1(13Z)/22:0)	CL(12:0/18:1(9Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/20:1(13Z)/22:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-34-36-37-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-41-38-35-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-40-33-30-27-23-19-15-11-7-3/h26,29,33,40,75-77,82H,5-25,27-28,30-32,34-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,40-33-/t75-,76+,77+/m0/s1	SBZJPHIFPNRMEI-IHTICSDRSA-N	1461.066127			MMDBc0038375
BASm0025177	CL(12:0/18:1(9Z)/20:1(13Z)/22:1(11Z))	CL(12:0/18:1(9Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/20:1(13Z)/22:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-34-36-37-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-41-38-35-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-40-33-30-27-23-19-15-11-7-3/h26,29,33,36-37,40,75-77,82H,5-25,27-28,30-32,34-35,38-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,37-36-,40-33-/t75-,76+,77+/m0/s1	MPTUWVBDPCBZKB-LKYLNVNUSA-N	1459.050477			MMDBc0038376
BASm0025178	CL(12:0/18:1(9Z)/20:1(13Z)/22:1(9Z))	CL(12:0/18:1(9Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/18:1(9Z)/20:1(13Z)/22:1(9Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-34-36-37-39-42-45-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-41-38-35-32-29-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-40-33-30-27-23-19-15-11-7-3/h26,29,33,39-40,42,75-77,82H,5-25,27-28,30-32,34-38,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,40-33-,42-39-/t75-,76+,77+/m0/s1	BLTYTCHDQSYNEQ-YPEUBZCMSA-N	1459.050477			MMDBc0038377
BASm0025179	CL(12:0/20:0/12:0/20:0)	CL(12:0/20:0/12:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/20:0/12:0/20:0) contains two chains of dodecanoic acid at the C1 and C3 positions, two chains of eicosanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-38-36-34-32-30-28-26-22-18-14-10-6-2/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t68-,69-/m1/s1	RFSRKUCXJZIMAB-ULKDXPJMSA-N	1352.972227			MMDBc0038378
BASm0025180	CL(12:0/20:0/20:0/20:0)	CL(12:0/20:0/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/20:0/20:0/20:0) contains one chain of dodecanoic acid at the C1 position, three chains of eicosanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-39-36-33-30-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-38-35-32-29-26-22-18-14-10-6-2/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	WVRQSJOYAJWTAU-HRXLSSNSSA-N	1465.097428			MMDBc0038379
BASm0025181	CL(12:0/20:0/20:0/20:1(11Z))	CL(12:0/20:0/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/20:0/20:0/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of eicosanoic acid at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-39-36-33-30-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-38-35-32-29-26-22-18-14-10-6-2/h33,36,75-77,82H,5-32,34-35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b36-33-/t75-,76+,77+/m0/s1	YZCQHDNQASQOIE-MZANTEIUSA-N	1463.081778			MMDBc0038380
BASm0025182	CL(12:0/20:0/20:0/20:1(13Z))	CL(12:0/20:0/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/20:0/20:0/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, two chains of eicosanoic acid at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-39-36-33-30-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-38-35-32-29-26-22-18-14-10-6-2/h27,30,75-77,82H,5-26,28-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-/t75-,76+,77+/m0/s1	VRRBRCHETSDIOB-PXNLJBRFSA-N	1463.081778			MMDBc0038381
BASm0025183	CL(12:0/20:0/20:1(11Z)/20:1(11Z))	CL(12:0/20:0/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/20:0/20:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of eicosanoic acid at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-39-36-33-30-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-38-35-32-29-26-22-18-14-10-6-2/h31,33-34,36,75-77,82H,5-30,32,35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b34-31-,36-33-/t75-,76+,77+/m0/s1	KZEZMOWGTQPQAF-ODWQWTQXSA-N	1461.066127			MMDBc0038382
BASm0025184	CL(12:0/20:0/20:1(11Z)/20:1(13Z))	CL(12:0/20:0/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/20:0/20:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of eicosanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-39-36-33-30-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-38-35-32-29-26-22-18-14-10-6-2/h27,30-31,34,75-77,82H,5-26,28-29,32-33,35-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-,34-31-/t75-,76+,77+/m0/s1	GHEIXTRNLQBTKS-KAURKZQHSA-N	1461.066127			MMDBc0038383
BASm0025185	CL(12:0/20:0/20:1(13Z)/20:1(11Z))	CL(12:0/20:0/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/20:0/20:1(13Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of eicosanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-39-36-33-30-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-38-35-32-29-26-22-18-14-10-6-2/h25,28,33,36,75-77,82H,5-24,26-27,29-32,34-35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,36-33-/t75-,76+,77+/m0/s1	DIODTEJPQPJKGX-OFBBLAGESA-N	1461.066127			MMDBc0038384
BASm0025186	CL(12:0/20:0/20:1(13Z)/20:1(13Z))	CL(12:0/20:0/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/20:0/20:1(13Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of eicosanoic acid at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-39-36-33-30-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-38-35-32-29-26-22-18-14-10-6-2/h25,27-28,30,75-77,82H,5-24,26,29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,30-27-/t75-,76+,77+/m0/s1	RLCYLWYRCSZKGL-XYCJLLMESA-N	1461.066127			MMDBc0038385
BASm0025187	CL(12:0/20:1(11Z)/12:0/20:1(11Z))	CL(12:0/20:1(11Z)/12:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/20:1(11Z)/12:0/20:1(11Z)) contains two chains of dodecanoic acid at the C1 and C3 positions, two chains of (11Z-eicosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-38-36-34-32-30-28-26-22-18-14-10-6-2/h29-32,67-69,74H,5-28,33-66H2,1-4H3,(H,79,80)(H,81,82)/b31-29-,32-30-/t68-,69-/m1/s1	FQGQJMIVWPFVLY-WNGPIRCRSA-N	1348.940927			MMDBc0038386
BASm0025188	CL(12:0/20:1(11Z)/12:0/20:1(13Z))	CL(12:0/20:1(11Z)/12:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/20:1(11Z)/12:0/20:1(13Z)) contains two chains of dodecanoic acid at the C1 and C3 positions, one chain of (11Z-eicosenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-38-36-34-32-30-28-26-22-18-14-10-6-2/h25,27,30,32,67-69,74H,5-24,26,28-29,31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b27-25-,32-30-/t67-,68-,69-/m1/s1	GBFISBKFHQELFK-OVIZQJSOSA-N	1348.940927			MMDBc0038387
BASm0025189	CL(12:0/20:1(11Z)/20:1(11Z)/20:1(11Z))	CL(12:0/20:1(11Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/20:1(11Z)/20:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, three chains of (11Z-eicosenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-39-36-33-30-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-38-35-32-29-26-22-18-14-10-6-2/h31-36,75-77,82H,5-30,37-74H2,1-4H3,(H,87,88)(H,89,90)/b34-31-,35-32-,36-33-/t75-,76+,77+/m0/s1	JVCJIZRPOPILEF-DQWRBONLSA-N	1459.050477			MMDBc0038388
BASm0025190	CL(12:0/20:1(11Z)/20:1(11Z)/20:1(13Z))	CL(12:0/20:1(11Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/20:1(11Z)/20:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-eicosenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-39-36-33-30-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-38-35-32-29-26-22-18-14-10-6-2/h27,30-32,34-35,75-77,82H,5-26,28-29,33,36-74H2,1-4H3,(H,87,88)(H,89,90)/b30-27-,34-31-,35-32-/t75-,76+,77+/m0/s1	BIDFWLZEGMCKPO-GDNYRJPISA-N	1459.050477			MMDBc0038389
BASm0025191	CL(12:0/20:1(11Z)/20:1(13Z)/20:1(11Z))	CL(12:0/20:1(11Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/20:1(11Z)/20:1(13Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (11Z-eicosenoyl) at the C2 and C4 positions, one chain of (13Z-eicosenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-39-36-33-30-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-38-35-32-29-26-22-18-14-10-6-2/h25,28,32-33,35-36,75-77,82H,5-24,26-27,29-31,34,37-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,35-32-,36-33-/t75-,76+,77+/m0/s1	QACAGPIISWNUBR-MPEYVHOYSA-N	1459.050477			MMDBc0038390
BASm0025192	CL(12:0/20:1(11Z)/20:1(13Z)/20:1(13Z))	CL(12:0/20:1(11Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/20:1(11Z)/20:1(13Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (11Z-eicosenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-39-36-33-30-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-38-35-32-29-26-22-18-14-10-6-2/h25,27-28,30,32,35,75-77,82H,5-24,26,29,31,33-34,36-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,30-27-,35-32-/t75-,76+,77+/m0/s1	VNTJNWLREMDNDW-QODWGIOUSA-N	1459.050477			MMDBc0038391
BASm0025193	CL(12:0/20:1(13Z)/12:0/20:1(11Z))	CL(12:0/20:1(13Z)/12:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/20:1(13Z)/12:0/20:1(11Z)) contains two chains of dodecanoic acid at the C1 and C3 positions, one chain of (13Z-eicosenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-38-36-34-32-30-28-26-22-18-14-10-6-2/h25,27,30,32,67-69,74H,5-24,26,28-29,31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b27-25-,32-30-/t67-,68+,69+/m0/s1	GBFISBKFHQELFK-YPSYWLOXSA-N	1348.940927			MMDBc0038392
BASm0025194	CL(12:0/20:1(13Z)/12:0/20:1(13Z))	CL(12:0/20:1(13Z)/12:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/20:1(13Z)/12:0/20:1(13Z)) contains two chains of dodecanoic acid at the C1 and C3 positions, two chains of (13Z-eicosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-38-36-34-32-30-28-26-22-18-14-10-6-2/h25-28,67-69,74H,5-24,29-66H2,1-4H3,(H,79,80)(H,81,82)/b27-25-,28-26-/t68-,69-/m1/s1	GNPMBJJVIWVATL-QUVIICHJSA-N	1348.940927			MMDBc0038393
BASm0025195	CL(12:0/20:1(13Z)/20:1(11Z)/20:1(11Z))	CL(12:0/20:1(13Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/20:1(13Z)/20:1(11Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, one chain of (13Z-eicosenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-39-36-33-30-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-38-35-32-29-26-22-18-14-10-6-2/h26,29,31,33-34,36,75-77,82H,5-25,27-28,30,32,35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,34-31-,36-33-/t75-,76+,77+/m0/s1	GXTLHPWYDFDVQX-USZMNMHRSA-N	1459.050477			MMDBc0038394
BASm0025196	CL(12:0/20:1(13Z)/20:1(11Z)/20:1(13Z))	CL(12:0/20:1(13Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/20:1(13Z)/20:1(11Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (13Z-eicosenoyl) at the C2 and C4 positions, one chain of (11Z-eicosenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-39-36-33-30-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-38-35-32-29-26-22-18-14-10-6-2/h26-27,29-31,34,75-77,82H,5-25,28,32-33,35-74H2,1-4H3,(H,87,88)(H,89,90)/b29-26-,30-27-,34-31-/t75-,76+,77+/m0/s1	NULUAZFVZRGYMI-OPTCGZQHSA-N	1459.050477			MMDBc0038395
BASm0025197	CL(12:0/20:1(13Z)/20:1(13Z)/20:1(11Z))	CL(12:0/20:1(13Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/20:1(13Z)/20:1(13Z)/20:1(11Z)) contains one chain of dodecanoic acid at the C1 position, two chains of (13Z-eicosenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-39-36-33-30-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-38-35-32-29-26-22-18-14-10-6-2/h25-26,28-29,33,36,75-77,82H,5-24,27,30-32,34-35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,29-26-,36-33-/t75-,76+,77+/m0/s1	ZGHYDVVCWKXSDH-HARQPCFFSA-N	1459.050477			MMDBc0038396
BASm0025198	CL(12:0/20:1(13Z)/20:1(13Z)/20:1(13Z))	CL(12:0/20:1(13Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/20:1(13Z)/20:1(13Z)/20:1(13Z)) contains one chain of dodecanoic acid at the C1 position, three chains of (13Z-eicosenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-28-31-34-37-40-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-45-42-39-36-33-30-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-44-41-38-35-32-29-26-22-18-14-10-6-2/h25-30,75-77,82H,5-24,31-74H2,1-4H3,(H,87,88)(H,89,90)/b28-25-,29-26-,30-27-/t75-,76+,77+/m0/s1	HCWNCCLFLYOPPG-DSBAIHRLSA-N	1459.050477			MMDBc0038397
BASm0025199	CL(12:0/22:0/12:0/22:0)	CL(12:0/22:0/12:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/22:0/12:0/22:0) contains two chains of dodecanoic acid at the C1 and C3 positions, two chains of docosanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-39-41-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-42-40-38-36-34-32-30-28-26-22-18-14-10-6-2/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t72-,73-/m1/s1	GBYVETUNFSBAFZ-FVROZTDHSA-N	1409.034827			MMDBc0038398
BASm0025200	CL(12:0/22:1(11Z)/12:0/22:1(11Z))	CL(12:0/22:1(11Z)/12:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/22:1(11Z)/12:0/22:1(11Z)) contains two chains of dodecanoic acid at the C1 and C3 positions, two chains of (11Z-docosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-39-41-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-42-40-38-36-34-32-30-28-26-22-18-14-10-6-2/h33-36,71-73,78H,5-32,37-70H2,1-4H3,(H,83,84)(H,85,86)/b35-33-,36-34-/t72-,73-/m1/s1	KXWBCJYAWVWOQP-VENCYGLXSA-N	1405.003527			MMDBc0038399
BASm0025201	CL(12:0/22:1(11Z)/12:0/22:1(9Z))	CL(12:0/22:1(11Z)/12:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/22:1(11Z)/12:0/22:1(9Z)) contains two chains of dodecanoic acid at the C1 and C3 positions, one chain of (11Z-docosenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-39-41-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-42-40-38-36-34-32-30-28-26-22-18-14-10-6-2/h33,35,38,40,71-73,78H,5-32,34,36-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b35-33-,40-38-/t71-,72+,73+/m0/s1	HCECCXRQVQEXOX-MSVLLXTISA-N	1405.003527			MMDBc0038400
BASm0025202	CL(12:0/22:1(9Z)/12:0/22:1(11Z))	CL(12:0/22:1(9Z)/12:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/22:1(9Z)/12:0/22:1(11Z)) contains two chains of dodecanoic acid at the C1 and C3 positions, one chain of (9Z-docosenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-39-41-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-42-40-38-36-34-32-30-28-26-22-18-14-10-6-2/h33,35,38,40,71-73,78H,5-32,34,36-37,39,41-70H2,1-4H3,(H,83,84)(H,85,86)/b35-33-,40-38-/t71-,72-,73-/m1/s1	HCECCXRQVQEXOX-YMOSKNMZSA-N	1405.003527			MMDBc0038401
BASm0025203	CL(12:0/22:1(9Z)/12:0/22:1(9Z))	CL(12:0/22:1(9Z)/12:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/22:1(9Z)/12:0/22:1(9Z)) contains two chains of dodecanoic acid at the C1 and C3 positions, two chains of (9Z-docosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-39-41-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-42-40-38-36-34-32-30-28-26-22-18-14-10-6-2/h37-40,71-73,78H,5-36,41-70H2,1-4H3,(H,83,84)(H,85,86)/b39-37-,40-38-/t72-,73-/m1/s1	BAZNDCYTGLNNPJ-ZQNNRSLFSA-N	1405.003527			MMDBc0038402
BASm0025204	CL(12:0/23:1(11Z)/12:0/23:1(11Z))	CL(12:0/23:1(11Z)/12:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/23:1(11Z)/12:0/23:1(11Z)) contains two chains of dodecanoic acid at the C1 and C3 positions, two chains of 11Z-tricosanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-39-41-43-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-44-42-40-38-36-34-32-30-28-26-22-18-14-10-6-2/h35-38,73-75,80H,5-34,39-72H2,1-4H3,(H,85,86)(H,87,88)/b37-35-,38-36-/t74-,75-/m1/s1	CDGYIWLTOINNAF-FNRDCXAYSA-N	1433.034827			MMDBc0038403
BASm0025205	CL(12:0/23:1(11Z)/12:0/23:1(9Z))	CL(12:0/23:1(11Z)/12:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/23:1(11Z)/12:0/23:1(9Z)) contains two chains of dodecanoic acid at the C1 and C3 positions, one chain of 11Z-tricosanoic acid at the C2 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-39-41-43-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-44-42-40-38-36-34-32-30-28-26-22-18-14-10-6-2/h35,37,40,42,73-75,80H,5-34,36,38-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b37-35-,42-40-/t73-,74+,75+/m0/s1	BXWUWOQGLVWMJD-JQGIEETKSA-N	1433.034827			MMDBc0038404
BASm0025206	CL(12:0/23:1(9Z)/12:0/23:1(11Z))	CL(12:0/23:1(9Z)/12:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/23:1(9Z)/12:0/23:1(11Z)) contains two chains of dodecanoic acid at the C1 and C3 positions, one chain of 9Z-tricosanoic acid at the C2 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-39-41-43-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-44-42-40-38-36-34-32-30-28-26-22-18-14-10-6-2/h35,37,40,42,73-75,80H,5-34,36,38-39,41,43-72H2,1-4H3,(H,85,86)(H,87,88)/b37-35-,42-40-/t73-,74-,75-/m1/s1	BXWUWOQGLVWMJD-ZJHXJUFNSA-N	1433.034827			MMDBc0038405
BASm0025207	CL(12:0/23:1(9Z)/12:0/23:1(9Z))	CL(12:0/23:1(9Z)/12:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/23:1(9Z)/12:0/23:1(9Z)) contains two chains of dodecanoic acid at the C1 and C3 positions, two chains of 9Z-tricosanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-39-41-43-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-44-42-40-38-36-34-32-30-28-26-22-18-14-10-6-2/h39-42,73-75,80H,5-38,43-72H2,1-4H3,(H,85,86)(H,87,88)/b41-39-,42-40-/t74-,75-/m1/s1	QUWQFHGCDQFNOE-TYFMXLDXSA-N	1433.034827			MMDBc0038406
BASm0025208	CL(12:0/24:0/12:0/24:0)	CL(12:0/24:0/12:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/24:0/12:0/24:0) contains two chains of dodecanoic acid at the C1 and C3 positions, two chains of tetracosanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-39-41-43-45-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-46-44-42-40-38-36-34-32-30-28-26-22-18-14-10-6-2/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t76-,77-/m1/s1	UNCPAESVFICKSN-KZCWQMDCSA-N	1465.097428			MMDBc0038407
BASm0025209	CL(12:0/24:1(11Z)/12:0/24:1(11Z))	CL(12:0/24:1(11Z)/12:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/24:1(11Z)/12:0/24:1(11Z)) contains two chains of dodecanoic acid at the C1 and C3 positions, two chains of (11Z-tetracosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-39-41-43-45-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-46-44-42-40-38-36-34-32-30-28-26-22-18-14-10-6-2/h37-40,75-77,82H,5-36,41-74H2,1-4H3,(H,87,88)(H,89,90)/b39-37-,40-38-/t76-,77-/m1/s1	LZNVRKSEUZDNES-BYEGCPHXSA-N	1461.066127			MMDBc0038408
BASm0025210	CL(12:0/24:1(11Z)/12:0/24:1(9Z))	CL(12:0/24:1(11Z)/12:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/24:1(11Z)/12:0/24:1(9Z)) contains two chains of dodecanoic acid at the C1 and C3 positions, one chain of (11Z-tetracosenoyl) at the C2 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-39-41-43-45-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-46-44-42-40-38-36-34-32-30-28-26-22-18-14-10-6-2/h37,39,42,44,75-77,82H,5-36,38,40-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b39-37-,44-42-/t75-,76+,77+/m0/s1	SNXCZSLVJYHYJZ-TYRJZLTBSA-N	1461.066127			MMDBc0038409
BASm0025211	CL(12:0/24:1(9Z)/12:0/24:1(11Z))	CL(12:0/24:1(9Z)/12:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/24:1(9Z)/12:0/24:1(11Z)) contains two chains of dodecanoic acid at the C1 and C3 positions, one chain of (9Z-tetracosenoyl) at the C2 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-39-41-43-45-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-46-44-42-40-38-36-34-32-30-28-26-22-18-14-10-6-2/h37,39,42,44,75-77,82H,5-36,38,40-41,43,45-74H2,1-4H3,(H,87,88)(H,89,90)/b39-37-,44-42-/t75-,76-,77-/m1/s1	SNXCZSLVJYHYJZ-CTGVXRDMSA-N	1461.066127			MMDBc0038410
BASm0025212	CL(12:0/24:1(9Z)/12:0/24:1(9Z))	CL(12:0/24:1(9Z)/12:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(12:0/24:1(9Z)/12:0/24:1(9Z)) contains two chains of dodecanoic acid at the C1 and C3 positions, two chains of (9Z-tetracosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-39-41-43-45-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-46-44-42-40-38-36-34-32-30-28-26-22-18-14-10-6-2/h41-44,75-77,82H,5-40,45-74H2,1-4H3,(H,87,88)(H,89,90)/b43-41-,44-42-/t76-,77-/m1/s1	SBFXTFUWKCFTJC-SBMZLKMPSA-N	1461.066127			MMDBc0038411
BASm0025213	CL(14:0/14:0/14:0/16:0)	CL(14:0/14:0/14:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:0/16:0) contains three chains of tetradecanoic acid at the C1, C2 and C3 positions, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C67H130O17P2	InChI=1S/C67H130O17P2/c1-5-9-13-17-21-25-29-30-34-38-42-46-50-54-67(72)84-63(58-78-65(70)52-48-44-40-36-32-27-23-19-15-11-7-3)60-82-86(75,76)80-56-61(68)55-79-85(73,74)81-59-62(83-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)57-77-64(69)51-47-43-39-35-31-26-22-18-14-10-6-2/h61-63,68H,5-60H2,1-4H3,(H,73,74)(H,75,76)/t61-,62+,63+/m0/s1	JEVMVVXJKZWMOZ-WJOGUDKKSA-N	1268.878327			MMDBc0038412
BASm0025214	CL(14:0/14:0/14:0/18:0)	CL(14:0/14:0/14:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:0/18:0) contains three chains of tetradecanoic acid at the C1, C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t63-,64+,65+/m0/s1	QMNIEUAGJROOLA-MGSXVFSVSA-N	1296.909627			MMDBc0038413
BASm0025215	CL(14:0/14:0/14:0/18:1(11Z))	CL(14:0/14:0/14:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:0/18:1(11Z)) contains three chains of tetradecanoic acid at the C1, C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h25,29,63-65,70H,5-24,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b29-25-/t63-,64+,65+/m0/s1	PDIJIPOSZUEFCS-WAMFJCABSA-N	1294.893977			MMDBc0038414
BASm0025216	CL(14:0/14:0/14:0/18:1(9Z))	CL(14:0/14:0/14:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:0/18:1(9Z)) contains one tetradecanoyl chain at the C1 position, one tetradecanoyl chain at the C2 position, one tetradecanoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h30-31,63-65,70H,5-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b31-30-/t63-,64+,65+/m0/s1	HJIAHOCMICXONC-KROWAYFZSA-N	1294.893977			MMDBc0038415
BASm0025217	CL(14:0/14:0/14:0/20:0)	CL(14:0/14:0/14:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:0/20:0) contains three chains of tetradecanoic acid at the C1, C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	UTNPLCLJQCWIDL-OHKZLATASA-N	1324.940927			MMDBc0038416
BASm0025218	CL(14:0/14:0/14:0/20:1(11Z))	CL(14:0/14:0/14:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:0/20:1(11Z)) contains three chains of tetradecanoic acid at the C1, C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h30-31,65-67,72H,5-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b31-30-/t65-,66+,67+/m0/s1	ORNXTFSKLPPKRV-HFQZLWRUSA-N	1322.925277			MMDBc0038417
BASm0025219	CL(14:0/14:0/14:0/20:1(13Z))	CL(14:0/14:0/14:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:0/20:1(13Z)) contains three chains of tetradecanoic acid at the C1, C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h25,29,65-67,72H,5-24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b29-25-/t65-,66+,67+/m0/s1	AHLWRGJDQQHHDV-XMOLDPFVSA-N	1322.925277			MMDBc0038418
BASm0025220	CL(14:0/14:0/14:0/22:0)	CL(14:0/14:0/14:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:0/22:0) contains three chains of tetradecanoic acid at the C1, C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	LIGNPJBJIIULTL-MXMGCQHCSA-N	1352.972227			MMDBc0038419
BASm0025221	CL(14:0/14:0/14:0/22:1(11Z))	CL(14:0/14:0/14:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:0/22:1(11Z)) contains three chains of tetradecanoic acid at the C1, C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h32-33,67-69,74H,5-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b33-32-/t67-,68+,69+/m0/s1	IGWAXDYHIISIEB-SCUFBZQYSA-N	1350.956577			MMDBc0038420
BASm0025222	CL(14:0/14:0/14:0/22:1(9Z))	CL(14:0/14:0/14:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:0/22:1(9Z)) contains three chains of tetradecanoic acid at the C1, C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h34-35,67-69,74H,5-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b35-34-/t67-,68+,69+/m0/s1	ZZPVJZBEJMCAKB-YHGSUBCESA-N	1350.956577			MMDBc0038421
BASm0025223	CL(14:0/14:0/14:0/24:0)	CL(14:0/14:0/14:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:0/24:0) contains three chains of tetradecanoic acid at the C1, C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	BHZZBTZOABAIIV-NTQFVZKBSA-N	1381.003527			MMDBc0038422
BASm0025224	CL(14:0/14:0/14:0/24:1(11Z))	CL(14:0/14:0/14:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:0/24:1(11Z)) contains three chains of tetradecanoic acid at the C1, C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h34-35,69-71,76H,5-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b35-34-/t69-,70+,71+/m0/s1	WQYQOTALVWJGCS-VBYSCXMYSA-N	1378.987877			MMDBc0038423
BASm0025225	CL(14:0/14:0/14:0/24:1(9Z))	CL(14:0/14:0/14:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:0/24:1(9Z)) contains three chains of tetradecanoic acid at the C1, C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h36-37,69-71,76H,5-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b37-36-/t69-,70+,71+/m0/s1	MEFBAOINWIMSQG-TVPKQGNNSA-N	1378.987877			MMDBc0038424
BASm0025226	CL(14:0/14:0/14:0/26:0)	CL(14:0/14:0/14:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:0/26:0) contains three chains of tetradecanoic acid at the C1, C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	NEVAPGQQATWQRT-DFXUENRWSA-N	1409.034827			MMDBc0038425
BASm0025227	CL(14:0/14:0/14:0/26:1(11Z))	CL(14:0/14:0/14:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:0/26:1(11Z)) contains three chains of tetradecanoic acid at the C1, C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h35-36,71-73,78H,5-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b36-35-/t71-,72+,73+/m0/s1	RAXWOMGKNHSUGB-WQQSVMQDSA-N	1407.019177			MMDBc0038426
BASm0025228	CL(14:0/14:0/14:0/26:1(9Z))	CL(14:0/14:0/14:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:0/26:1(9Z)) contains three chains of tetradecanoic acid at the C1, C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H150O17P2	InChI=1S/C78H150O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(94-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2/h38-39,72-74,79H,5-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b39-38-/t72-,73+,74+/m0/s1	XYWUDGNOHDXMPY-XMMMZQPYSA-N	1421.034827			MMDBc0038427
BASm0025229	CL(14:0/14:0/14:0/28:0)	CL(14:0/14:0/14:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:0/28:0) contains three chains of tetradecanoic acid at the C1, C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	FJKHUPTYKSXABW-ARQKOWHBSA-N	1437.066127			MMDBc0038428
BASm0025230	CL(14:0/14:0/14:0/28:1(11Z))	CL(14:0/14:0/14:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:0/28:1(11Z)) contains three chains of tetradecanoic acid at the C1, C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h37-38,73-75,80H,5-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b38-37-/t73-,74+,75+/m0/s1	KTERRMOHPLNOGA-KJSACERUSA-N	1435.050477			MMDBc0038429
BASm0025231	CL(14:0/14:0/14:0/28:1(9Z))	CL(14:0/14:0/14:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:0/28:1(9Z)) contains three chains of tetradecanoic acid at the C1, C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h39-40,73-75,80H,5-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b40-39-/t73-,74+,75+/m0/s1	CNFAXIQNHCWVOM-ZJLGETJNSA-N	1435.050477			MMDBc0038430
BASm0025232	CL(14:0/14:0/14:0/30:0)	CL(14:0/14:0/14:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:0/30:0) contains three chains of tetradecanoic acid at the C1, C2 and C3 positions, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-26-22-18-14-10-6-2/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	WYEPJMWSRGDELH-HRXLSSNSSA-N	1465.097428			MMDBc0038431
BASm0025233	CL(14:0/14:0/14:1(11Z)/18:0)	CL(14:0/14:0/14:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(11Z)/18:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h11,15,63-65,70H,5-10,12-14,16-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-/t63-,64+,65+/m0/s1	VNBVIJRCMKSEOM-NHQGIDSUSA-N	1294.893977			MMDBc0038432
BASm0025234	CL(14:0/14:0/14:1(11Z)/18:1(11Z))	CL(14:0/14:0/14:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(11Z)/18:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h11,15,25,29,63-65,70H,5-10,12-14,16-24,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,29-25-/t63-,64+,65+/m0/s1	PAHSTLOZTRPUBW-XHBAGEFSSA-N	1292.878327			MMDBc0038433
BASm0025235	CL(14:0/14:0/14:1(11Z)/18:1(9Z))	CL(14:0/14:0/14:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(11Z)/18:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h11,15,30-31,63-65,70H,5-10,12-14,16-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,31-30-/t63-,64+,65+/m0/s1	VPMBQBAADXDKRP-WXJBBPTESA-N	1292.878327			MMDBc0038434
BASm0025236	CL(14:0/14:0/14:1(11Z)/20:0)	CL(14:0/14:0/14:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(11Z)/20:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h11,15,65-67,72H,5-10,12-14,16-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-/t65-,66+,67+/m0/s1	DJHYMNHXYPRRJJ-ROFCIUFLSA-N	1322.925277			MMDBc0038435
BASm0025237	CL(14:0/14:0/14:1(11Z)/20:1(11Z))	CL(14:0/14:0/14:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(11Z)/20:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h11,15,30-31,65-67,72H,5-10,12-14,16-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,31-30-/t65-,66+,67+/m0/s1	HBWDCWLVIAYRAW-GSTMTVKRSA-N	1320.909627			MMDBc0038436
BASm0025238	CL(14:0/14:0/14:1(11Z)/20:1(13Z))	CL(14:0/14:0/14:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(11Z)/20:1(13Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h11,15,25,29,65-67,72H,5-10,12-14,16-24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,29-25-/t65-,66+,67+/m0/s1	XWVFHYMAATYKFP-XIJTZUABSA-N	1320.909627			MMDBc0038437
BASm0025239	CL(14:0/14:0/14:1(11Z)/22:0)	CL(14:0/14:0/14:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(11Z)/22:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h11,15,67-69,74H,5-10,12-14,16-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-/t67-,68+,69+/m0/s1	DVFVIRDAQQRJOQ-GZJSNPHISA-N	1350.956577			MMDBc0038438
BASm0025240	CL(14:0/14:0/14:1(11Z)/22:1(11Z))	CL(14:0/14:0/14:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(11Z)/22:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h11,15,32-33,67-69,74H,5-10,12-14,16-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,33-32-/t67-,68+,69+/m0/s1	LQMGJUDZACKPPJ-OVEOFTGESA-N	1348.940927			MMDBc0038439
BASm0025241	CL(14:0/14:0/14:1(11Z)/22:1(9Z))	CL(14:0/14:0/14:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(11Z)/22:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h11,15,34-35,67-69,74H,5-10,12-14,16-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,35-34-/t67-,68+,69+/m0/s1	AAMBBCOUCRNGEM-OSUXGVADSA-N	1348.940927			MMDBc0038440
BASm0025242	CL(14:0/14:0/14:1(11Z)/24:0)	CL(14:0/14:0/14:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(11Z)/24:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h11,15,69-71,76H,5-10,12-14,16-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-/t69-,70+,71+/m0/s1	KHSFHFNZBCBCHH-WEFIFFELSA-N	1378.987877			MMDBc0038441
BASm0025243	CL(14:0/14:0/14:1(11Z)/24:1(11Z))	CL(14:0/14:0/14:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(11Z)/24:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h11,15,34-35,69-71,76H,5-10,12-14,16-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,35-34-/t69-,70+,71+/m0/s1	DVWFAXXEIOPJAO-LVWWYHRGSA-N	1376.972227			MMDBc0038442
BASm0025244	CL(14:0/14:0/14:1(11Z)/24:1(9Z))	CL(14:0/14:0/14:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(11Z)/24:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h11,15,36-37,69-71,76H,5-10,12-14,16-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,37-36-/t69-,70+,71+/m0/s1	MTAMHFYKBCVWQS-RPUXXVTNSA-N	1376.972227			MMDBc0038443
BASm0025245	CL(14:0/14:0/14:1(11Z)/26:0)	CL(14:0/14:0/14:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(11Z)/26:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h11,15,71-73,78H,5-10,12-14,16-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-/t71-,72+,73+/m0/s1	RRYOVBRUNSQYFT-GXDFKQKASA-N	1407.019177			MMDBc0038444
BASm0025246	CL(14:0/14:0/14:1(11Z)/26:1(11Z))	CL(14:0/14:0/14:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(11Z)/26:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h11,15,35-36,71-73,78H,5-10,12-14,16-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,36-35-/t71-,72+,73+/m0/s1	KCGZELXZCSHFCV-VAEBHPAOSA-N	1405.003527			MMDBc0038445
BASm0025247	CL(14:0/14:0/14:1(11Z)/26:1(9Z))	CL(14:0/14:0/14:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(11Z)/26:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H148O17P2	InChI=1S/C78H148O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(94-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2/h11,15,38-39,72-74,79H,5-10,12-14,16-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b15-11-,39-38-/t72-,73+,74+/m0/s1	RREIKGCJTZJPCS-AESXIHKMSA-N	1419.019177			MMDBc0038446
BASm0025248	CL(14:0/14:0/14:1(11Z)/28:0)	CL(14:0/14:0/14:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(11Z)/28:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h11,15,73-75,80H,5-10,12-14,16-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-/t73-,74+,75+/m0/s1	ITDRSNVUBLKUDO-ZBXANSRZSA-N	1435.050477			MMDBc0038447
BASm0025249	CL(14:0/14:0/14:1(11Z)/28:1(11Z))	CL(14:0/14:0/14:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(11Z)/28:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h11,15,37-38,73-75,80H,5-10,12-14,16-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,38-37-/t73-,74+,75+/m0/s1	QHBZLUNQNAJBLS-LAJILZSJSA-N	1433.034827			MMDBc0038448
BASm0025250	CL(14:0/14:0/14:1(11Z)/28:1(9Z))	CL(14:0/14:0/14:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(11Z)/28:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h11,15,39-40,73-75,80H,5-10,12-14,16-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,40-39-/t73-,74+,75+/m0/s1	DKKOCXIOZWDLGZ-LCVRTDBHSA-N	1433.034827			MMDBc0038449
BASm0025251	CL(14:0/14:0/14:1(11Z)/30:0)	CL(14:0/14:0/14:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(11Z)/30:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-26-22-18-14-10-6-2/h11,15,75-77,82H,5-10,12-14,16-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-/t75-,76+,77+/m0/s1	IHDRSNYAFZKUHE-PBPROHKQSA-N	1463.081778			MMDBc0038450
BASm0025252	CL(14:0/14:0/14:1(9Z)/18:0)	CL(14:0/14:0/14:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(9Z)/18:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h19,23,63-65,70H,5-18,20-22,24-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-/t63-,64+,65+/m0/s1	LBARTQWFHLXWKB-DHXLXWKCSA-N	1294.893977			MMDBc0038451
BASm0025253	CL(14:0/14:0/14:1(9Z)/18:1(11Z))	CL(14:0/14:0/14:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(9Z)/18:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h19,23,25,29,63-65,70H,5-18,20-22,24,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,29-25-/t63-,64+,65+/m0/s1	ZENNKPVIMVMUBC-YKNGEQAQSA-N	1292.878327			MMDBc0038452
BASm0025254	CL(14:0/14:0/14:1(9Z)/18:1(9Z))	CL(14:0/14:0/14:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(9Z)/18:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h19,23,30-31,63-65,70H,5-18,20-22,24-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,31-30-/t63-,64+,65+/m0/s1	YEQCFIIUIIDVJT-XOCWQPPNSA-N	1292.878327			MMDBc0038453
BASm0025255	CL(14:0/14:0/14:1(9Z)/20:0)	CL(14:0/14:0/14:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(9Z)/20:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h19,23,65-67,72H,5-18,20-22,24-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-/t65-,66+,67+/m0/s1	QRCFTGBOPHOGJR-QKONNDDHSA-N	1322.925277			MMDBc0038454
BASm0025256	CL(14:0/14:0/14:1(9Z)/20:1(11Z))	CL(14:0/14:0/14:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(9Z)/20:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h19,23,30-31,65-67,72H,5-18,20-22,24-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,31-30-/t65-,66+,67+/m0/s1	ZHEUVACIYQMJOD-QGJSKCRHSA-N	1320.909627			MMDBc0038455
BASm0025257	CL(14:0/14:0/14:1(9Z)/20:1(13Z))	CL(14:0/14:0/14:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(9Z)/20:1(13Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h19,23,25,29,65-67,72H,5-18,20-22,24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,29-25-/t65-,66+,67+/m0/s1	KKOYRKCDRAKVLD-BASUQZTGSA-N	1320.909627			MMDBc0038456
BASm0025258	CL(14:0/14:0/14:1(9Z)/22:0)	CL(14:0/14:0/14:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(9Z)/22:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h19,23,67-69,74H,5-18,20-22,24-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-/t67-,68+,69+/m0/s1	MSAGSCNXOCXARV-IQQHFVMZSA-N	1350.956577			MMDBc0038457
BASm0025259	CL(14:0/14:0/14:1(9Z)/22:1(11Z))	CL(14:0/14:0/14:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(9Z)/22:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h19,23,32-33,67-69,74H,5-18,20-22,24-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,33-32-/t67-,68+,69+/m0/s1	SHDZXEOLHGKUFW-LOMOSAMBSA-N	1348.940927			MMDBc0038458
BASm0025260	CL(14:0/14:0/14:1(9Z)/22:1(9Z))	CL(14:0/14:0/14:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(9Z)/22:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h19,23,34-35,67-69,74H,5-18,20-22,24-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,35-34-/t67-,68+,69+/m0/s1	KWXJCDNEHDLVEK-WIFIYACZSA-N	1348.940927			MMDBc0038459
BASm0025261	CL(14:0/14:0/14:1(9Z)/24:0)	CL(14:0/14:0/14:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(9Z)/24:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h19,23,69-71,76H,5-18,20-22,24-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-/t69-,70+,71+/m0/s1	NVWQZDDYBYBFNC-UBSICRRMSA-N	1378.987877			MMDBc0038460
BASm0025262	CL(14:0/14:0/14:1(9Z)/24:1(11Z))	CL(14:0/14:0/14:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(9Z)/24:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h19,23,34-35,69-71,76H,5-18,20-22,24-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,35-34-/t69-,70+,71+/m0/s1	SCBRMQMODGAZDY-YUEFWGSYSA-N	1376.972227			MMDBc0038461
BASm0025263	CL(14:0/14:0/14:1(9Z)/24:1(9Z))	CL(14:0/14:0/14:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(9Z)/24:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h19,23,36-37,69-71,76H,5-18,20-22,24-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,37-36-/t69-,70+,71+/m0/s1	CJDVXVBQUIAZTK-GIYGNKGASA-N	1376.972227			MMDBc0038462
BASm0025264	CL(14:0/14:0/14:1(9Z)/26:0)	CL(14:0/14:0/14:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(9Z)/26:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h19,23,71-73,78H,5-18,20-22,24-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-/t71-,72+,73+/m0/s1	AMTZFOLHXWLUDU-HOIREUNFSA-N	1407.019177			MMDBc0038463
BASm0025265	CL(14:0/14:0/14:1(9Z)/26:1(11Z))	CL(14:0/14:0/14:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(9Z)/26:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h19,23,35-36,71-73,78H,5-18,20-22,24-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,36-35-/t71-,72+,73+/m0/s1	OVEFDOHBPBLBTN-QJIQVBMJSA-N	1405.003527			MMDBc0038464
BASm0025266	CL(14:0/14:0/14:1(9Z)/26:1(9Z))	CL(14:0/14:0/14:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(9Z)/26:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H148O17P2	InChI=1S/C78H148O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(94-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2/h19,23,38-39,72-74,79H,5-18,20-22,24-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b23-19-,39-38-/t72-,73+,74+/m0/s1	UIJXWMUCQAKSAW-PNBFVJTFSA-N	1419.019177			MMDBc0038465
BASm0025267	CL(14:0/14:0/14:1(9Z)/28:0)	CL(14:0/14:0/14:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(9Z)/28:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h19,23,73-75,80H,5-18,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-/t73-,74+,75+/m0/s1	CJXVFKPCYYWCNZ-KACDVLJISA-N	1435.050477			MMDBc0038466
BASm0025268	CL(14:0/14:0/14:1(9Z)/28:1(11Z))	CL(14:0/14:0/14:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(9Z)/28:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h19,23,37-38,73-75,80H,5-18,20-22,24-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,38-37-/t73-,74+,75+/m0/s1	MKJFWTJSOPYGKA-RPOJLTNQSA-N	1433.034827			MMDBc0038467
BASm0025269	CL(14:0/14:0/14:1(9Z)/28:1(9Z))	CL(14:0/14:0/14:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(9Z)/28:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h19,23,39-40,73-75,80H,5-18,20-22,24-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,40-39-/t73-,74+,75+/m0/s1	MKGAGWAIAGBPIA-AGSOAOOLSA-N	1433.034827			MMDBc0038468
BASm0025270	CL(14:0/14:0/14:1(9Z)/30:0)	CL(14:0/14:0/14:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/14:1(9Z)/30:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-26-22-18-14-10-6-2/h19,23,75-77,82H,5-18,20-22,24-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-/t75-,76+,77+/m0/s1	HWBHODIXBHVUTF-ZMGHOTMQSA-N	1463.081778			MMDBc0038469
BASm0025271	CL(14:0/14:0/15:0/23:1(11Z))	CL(14:0/14:0/15:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/15:0/23:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h34-35,69-71,76H,5-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b35-34-/t69-,70+,71+/m0/s1	MJOKUXZQTWGPAQ-VBYSCXMYSA-N	1378.987877			MMDBc0038470
BASm0025272	CL(14:0/14:0/15:0/23:1(9Z))	CL(14:0/14:0/15:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/15:0/23:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h36-37,69-71,76H,5-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b37-36-/t69-,70+,71+/m0/s1	PHBVCTUQKDSXQW-TVPKQGNNSA-N	1378.987877			MMDBc0038471
BASm0025273	CL(14:0/14:0/15:0/25:0)	CL(14:0/14:0/15:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/15:0/25:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	VNSYKJHRWCCADS-DFXUENRWSA-N	1409.034827			MMDBc0038472
BASm0025274	CL(14:0/14:0/15:0/25:1(11Z))	CL(14:0/14:0/15:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/15:0/25:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h36-37,71-73,78H,5-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b37-36-/t71-,72+,73+/m0/s1	LGMJUBLXKZSQMV-FMNBGGTISA-N	1407.019177			MMDBc0038473
BASm0025275	CL(14:0/14:0/15:0/25:1(9Z))	CL(14:0/14:0/15:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/15:0/25:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h38-39,71-73,78H,5-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b39-38-/t71-,72+,73+/m0/s1	VFVMQPKNKAWTCH-OULYKJFJSA-N	1407.019177			MMDBc0038474
BASm0025276	CL(14:0/14:0/15:0/27:0)	CL(14:0/14:0/15:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/15:0/27:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	NAFNZRFGRIDNDE-ARQKOWHBSA-N	1437.066127			MMDBc0038475
BASm0025277	CL(14:0/14:0/15:0/27:1(11Z))	CL(14:0/14:0/15:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/15:0/27:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h38-39,73-75,80H,5-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b39-38-/t73-,74+,75+/m0/s1	WNLPAVMYNCNNHK-NGZQNBETSA-N	1435.050477			MMDBc0038476
BASm0025278	CL(14:0/14:0/15:0/27:1(9Z))	CL(14:0/14:0/15:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/15:0/27:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h40-41,73-75,80H,5-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b41-40-/t73-,74+,75+/m0/s1	NICAKNRDROELCW-NEICMOJPSA-N	1435.050477			MMDBc0038477
BASm0025279	CL(14:0/14:0/15:0/29:0)	CL(14:0/14:0/15:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/15:0/29:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	GKURSNILXBHFHB-HRXLSSNSSA-N	1465.097428			MMDBc0038478
BASm0025280	CL(14:0/14:0/15:1(11Z)/23:1(11Z))	CL(14:0/14:0/15:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/15:1(11Z)/23:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h14,18,34-35,69-71,76H,5-13,15-17,19-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,35-34-/t69-,70+,71+/m0/s1	ZSJQCNGFQHFHPS-ZXWMNOLKSA-N	1376.972227			MMDBc0038479
BASm0025281	CL(14:0/14:0/15:1(11Z)/23:1(9Z))	CL(14:0/14:0/15:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/15:1(11Z)/23:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h14,18,36-37,69-71,76H,5-13,15-17,19-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,37-36-/t69-,70+,71+/m0/s1	MNKJEUQFBZHYJN-GTEHONOJSA-N	1376.972227			MMDBc0038480
BASm0025282	CL(14:0/14:0/15:1(11Z)/25:0)	CL(14:0/14:0/15:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/15:1(11Z)/25:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h14,18,71-73,78H,5-13,15-17,19-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-/t71-,72+,73+/m0/s1	OXHPGLLDULPZQM-RGSQTQCOSA-N	1407.019177			MMDBc0038481
BASm0025283	CL(14:0/14:0/15:1(11Z)/25:1(11Z))	CL(14:0/14:0/15:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/15:1(11Z)/25:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h14,18,36-37,71-73,78H,5-13,15-17,19-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,37-36-/t71-,72+,73+/m0/s1	MGJVZIKAGPOFBA-FXCIIOEXSA-N	1405.003527			MMDBc0038482
BASm0025284	CL(14:0/14:0/15:1(11Z)/25:1(9Z))	CL(14:0/14:0/15:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/15:1(11Z)/25:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h14,18,38-39,71-73,78H,5-13,15-17,19-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,39-38-/t71-,72+,73+/m0/s1	AQFQXXBKCHMJDM-GSVHEVHFSA-N	1405.003527			MMDBc0038483
BASm0025285	CL(14:0/14:0/15:1(11Z)/27:0)	CL(14:0/14:0/15:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/15:1(11Z)/27:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h14,18,73-75,80H,5-13,15-17,19-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-/t73-,74+,75+/m0/s1	USLUGQUSOBMGLP-CELCYILISA-N	1435.050477			MMDBc0038484
BASm0025286	CL(14:0/14:0/15:1(11Z)/27:1(11Z))	CL(14:0/14:0/15:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/15:1(11Z)/27:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h14,18,38-39,73-75,80H,5-13,15-17,19-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,39-38-/t73-,74+,75+/m0/s1	RZSCZRJASGTMHE-RSVODVSPSA-N	1433.034827			MMDBc0038485
BASm0025287	CL(14:0/14:0/15:1(11Z)/27:1(9Z))	CL(14:0/14:0/15:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/15:1(11Z)/27:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h14,18,40-41,73-75,80H,5-13,15-17,19-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,41-40-/t73-,74+,75+/m0/s1	FKEGFMRNQPXINB-QTJSBLKNSA-N	1433.034827			MMDBc0038486
BASm0025288	CL(14:0/14:0/15:1(11Z)/29:0)	CL(14:0/14:0/15:1(11Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/15:1(11Z)/29:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h14,18,75-77,82H,5-13,15-17,19-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-/t75-,76+,77+/m0/s1	PAAOOBZEEUMIFM-WWSNGTCDSA-N	1463.081778			MMDBc0038487
BASm0025289	CL(14:0/14:0/15:1(9Z)/23:1(11Z))	CL(14:0/14:0/15:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/15:1(9Z)/23:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h22,26,34-35,69-71,76H,5-21,23-25,27-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b26-22-,35-34-/t69-,70+,71+/m0/s1	XZXUNYRUKXWGDJ-IWHYHLRASA-N	1376.972227			MMDBc0038488
BASm0025290	CL(14:0/14:0/15:1(9Z)/23:1(9Z))	CL(14:0/14:0/15:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/15:1(9Z)/23:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h22,26,36-37,69-71,76H,5-21,23-25,27-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b26-22-,37-36-/t69-,70+,71+/m0/s1	WQEVIZCEHWUNNT-LRQHCVAESA-N	1376.972227			MMDBc0038489
BASm0025291	CL(14:0/14:0/15:1(9Z)/25:0)	CL(14:0/14:0/15:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/15:1(9Z)/25:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h22,26,71-73,78H,5-21,23-25,27-70H2,1-4H3,(H,83,84)(H,85,86)/b26-22-/t71-,72+,73+/m0/s1	YVEJICJEJQQNNC-AJAQIHETSA-N	1407.019177			MMDBc0038490
BASm0025292	CL(14:0/14:0/15:1(9Z)/25:1(11Z))	CL(14:0/14:0/15:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/15:1(9Z)/25:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h22,26,36-37,71-73,78H,5-21,23-25,27-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b26-22-,37-36-/t71-,72+,73+/m0/s1	GHHOLKVXKSMXRE-XOCNYRHBSA-N	1405.003527			MMDBc0038491
BASm0025293	CL(14:0/14:0/15:1(9Z)/25:1(9Z))	CL(14:0/14:0/15:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/15:1(9Z)/25:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h22,26,38-39,71-73,78H,5-21,23-25,27-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b26-22-,39-38-/t71-,72+,73+/m0/s1	ROLWMDUNSZUUKY-JSCZTQMYSA-N	1405.003527			MMDBc0038492
BASm0025294	CL(14:0/14:0/15:1(9Z)/27:0)	CL(14:0/14:0/15:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/15:1(9Z)/27:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h22,26,73-75,80H,5-21,23-25,27-72H2,1-4H3,(H,85,86)(H,87,88)/b26-22-/t73-,74+,75+/m0/s1	VNPYMSWUHWEHFQ-ODVQERTASA-N	1435.050477			MMDBc0038493
BASm0025295	CL(14:0/14:0/15:1(9Z)/27:1(11Z))	CL(14:0/14:0/15:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/15:1(9Z)/27:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h22,26,38-39,73-75,80H,5-21,23-25,27-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b26-22-,39-38-/t73-,74+,75+/m0/s1	RRJUVQBSGNYMNT-CGTOVKSOSA-N	1433.034827			MMDBc0038494
BASm0025296	CL(14:0/14:0/15:1(9Z)/27:1(9Z))	CL(14:0/14:0/15:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/15:1(9Z)/27:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h22,26,40-41,73-75,80H,5-21,23-25,27-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b26-22-,41-40-/t73-,74+,75+/m0/s1	DTKGIRSAGWLJLZ-SWTGYEDXSA-N	1433.034827			MMDBc0038495
BASm0025297	CL(14:0/14:0/15:1(9Z)/29:0)	CL(14:0/14:0/15:1(9Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/15:1(9Z)/29:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h22,26,75-77,82H,5-21,23-25,27-74H2,1-4H3,(H,87,88)(H,89,90)/b26-22-/t75-,76+,77+/m0/s1	MUQNJCCHFNVGCI-XQITXFLZSA-N	1463.081778			MMDBc0038496
BASm0025298	CL(14:0/14:0/16:0/16:1(11Z))	CL(14:0/14:0/16:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:0/16:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h18,22,63-65,70H,5-17,19-21,23-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-/t63-,64+,65+/m0/s1	YJCQFFQOGFMSRN-PXHUVQHOSA-N	1294.893977			MMDBc0038497
BASm0025299	CL(14:0/14:0/16:0/16:1(9Z))	CL(14:0/14:0/16:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:0/16:1(9Z)) contains one tetradecanoyl chain at the C1 position, one tetradecanoyl chain at the C2 position, one hexadecanoyl chain at the C3 position, and one 9Z-hexadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h26,30,63-65,70H,5-25,27-29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b30-26-/t63-,64+,65+/m0/s1	RPQWZUFSQRGLAQ-ICUMEQHESA-N	1294.893977			MMDBc0038498
BASm0025300	CL(14:0/14:0/16:0/18:0)	CL(14:0/14:0/16:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:0/18:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	GLLDBTBXMWIXEY-OHKZLATASA-N	1324.940927			MMDBc0038499
BASm0025301	CL(14:0/14:0/16:0/18:1(11Z))	CL(14:0/14:0/16:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:0/18:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h25,29,65-67,72H,5-24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b29-25-/t65-,66+,67+/m0/s1	HRENXMUMEOKSRN-XMOLDPFVSA-N	1322.925277			MMDBc0038500
BASm0025302	CL(14:0/14:0/16:0/18:1(9Z))	CL(14:0/14:0/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:0/18:1(9Z)) contains one tetradecanoyl chain at the C1 position, one tetradecanoyl chain at the C2 position, one hexadecanoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h31-32,65-67,72H,5-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b32-31-/t65-,66+,67+/m0/s1	WPSHACCJQCVSPX-CGHWDZBTSA-N	1322.925277			MMDBc0038501
BASm0025303	CL(14:0/14:0/16:0/20:0)	CL(14:0/14:0/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:0/20:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	BNTPSCVOJWYAJX-MXMGCQHCSA-N	1352.972227			MMDBc0038502
BASm0025304	CL(14:0/14:0/16:0/20:1(11Z))	CL(14:0/14:0/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:0/20:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h31-32,67-69,74H,5-30,33-66H2,1-4H3,(H,79,80)(H,81,82)/b32-31-/t67-,68+,69+/m0/s1	NRTXEKIFFHQCGT-QACNGEOOSA-N	1350.956577			MMDBc0038503
BASm0025305	CL(14:0/14:0/16:0/20:1(13Z))	CL(14:0/14:0/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:0/20:1(13Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h25,29,67-69,74H,5-24,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b29-25-/t67-,68+,69+/m0/s1	LTITZDKPCULZOF-UJRKEJGJSA-N	1350.956577			MMDBc0038504
BASm0025306	CL(14:0/14:0/16:0/22:0)	CL(14:0/14:0/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:0/22:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	GXJZKMAKCVQRSV-NTQFVZKBSA-N	1381.003527			MMDBc0038505
BASm0025307	CL(14:0/14:0/16:0/22:1(11Z))	CL(14:0/14:0/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:0/22:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h33-34,69-71,76H,5-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b34-33-/t69-,70+,71+/m0/s1	CXTDHZUYEUHGRI-UTCPCMCDSA-N	1378.987877			MMDBc0038506
BASm0025308	CL(14:0/14:0/16:0/22:1(9Z))	CL(14:0/14:0/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:0/22:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h35-36,69-71,76H,5-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b36-35-/t69-,70+,71+/m0/s1	QXZBQINGEHYYSJ-ZROLNUINSA-N	1378.987877			MMDBc0038507
BASm0025309	CL(14:0/14:0/16:0/24:0)	CL(14:0/14:0/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:0/24:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	NMIIZMCNXPAYOC-DFXUENRWSA-N	1409.034827			MMDBc0038508
BASm0025310	CL(14:0/14:0/16:0/24:1(11Z))	CL(14:0/14:0/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:0/24:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h35-36,71-73,78H,5-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b36-35-/t71-,72+,73+/m0/s1	AVWOQMGEJCNDNZ-WQQSVMQDSA-N	1407.019177			MMDBc0038509
BASm0025311	CL(14:0/14:0/16:0/24:1(9Z))	CL(14:0/14:0/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:0/24:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h37-38,71-73,78H,5-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b38-37-/t71-,72+,73+/m0/s1	CHAZIHSJYMXPPC-JQDGKYSJSA-N	1407.019177			MMDBc0038510
BASm0025312	CL(14:0/14:0/16:0/26:0)	CL(14:0/14:0/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:0/26:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	FZJIUJLOOHNZAW-ARQKOWHBSA-N	1437.066127			MMDBc0038511
BASm0025313	CL(14:0/14:0/16:0/26:1(11Z))	CL(14:0/14:0/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:0/26:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h36-37,73-75,80H,5-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b37-36-/t73-,74+,75+/m0/s1	PWDKGTVBLQFJIE-MVLZJVGISA-N	1435.050477			MMDBc0038512
BASm0025314	CL(14:0/14:0/16:0/26:1(9Z))	CL(14:0/14:0/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:0/26:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H154O17P2	InChI=1S/C80H154O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-42-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(96-79(84)66-62-58-54-50-45-28-24-20-16-12-8-4)70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3/h39-40,74-76,81H,5-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b40-39-/t74-,75+,76+/m0/s1	OLKFSBZVUQRSBE-ARYCITDLSA-N	1449.066127			MMDBc0038513
BASm0025315	CL(14:0/14:0/16:0/28:0)	CL(14:0/14:0/16:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:0/28:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	GAMVKYBPIYJDJM-HRXLSSNSSA-N	1465.097428			MMDBc0038514
BASm0025316	CL(14:0/14:0/16:0/28:1(11Z))	CL(14:0/14:0/16:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:0/28:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h38-39,75-77,82H,5-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-38-/t75-,76+,77+/m0/s1	FXDFIZJMGAFYTG-PONSQHSQSA-N	1463.081778			MMDBc0038515
BASm0025317	CL(14:0/14:0/16:0/28:1(9Z))	CL(14:0/14:0/16:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:0/28:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h40-41,75-77,82H,5-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b41-40-/t75-,76+,77+/m0/s1	COUGOIQBDDNVDV-NGNCTIDHSA-N	1463.081778			MMDBc0038516
BASm0025318	CL(14:0/14:0/16:1(11Z)/18:0)	CL(14:0/14:0/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(11Z)/18:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h18,22,65-67,72H,5-17,19-21,23-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-/t65-,66+,67+/m0/s1	MJDKPTAFZAGQBG-VBONMZTLSA-N	1322.925277			MMDBc0038517
BASm0025319	CL(14:0/14:0/16:1(11Z)/18:1(11Z))	CL(14:0/14:0/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(11Z)/18:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h18,22,25,29,65-67,72H,5-17,19-21,23-24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,29-25-/t65-,66+,67+/m0/s1	WIRBTMBMQSUZDE-QFXAGXCESA-N	1320.909627			MMDBc0038518
BASm0025320	CL(14:0/14:0/16:1(11Z)/18:1(9Z))	CL(14:0/14:0/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(11Z)/18:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h18,22,31-32,65-67,72H,5-17,19-21,23-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,32-31-/t65-,66+,67+/m0/s1	KAIJLJSPQYOBLU-BKEOAQLKSA-N	1320.909627			MMDBc0038519
BASm0025321	CL(14:0/14:0/16:1(11Z)/20:0)	CL(14:0/14:0/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(11Z)/20:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h18,22,67-69,74H,5-17,19-21,23-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-/t67-,68+,69+/m0/s1	INIAYPZKPUWFAI-AEIUOFHZSA-N	1350.956577			MMDBc0038520
BASm0025322	CL(14:0/14:0/16:1(11Z)/20:1(11Z))	CL(14:0/14:0/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(11Z)/20:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h18,22,31-32,67-69,74H,5-17,19-21,23-30,33-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,32-31-/t67-,68+,69+/m0/s1	BJNBEPRSWOVOIR-XTXRPTHKSA-N	1348.940927			MMDBc0038521
BASm0025323	CL(14:0/14:0/16:1(11Z)/20:1(13Z))	CL(14:0/14:0/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(11Z)/20:1(13Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h18,22,25,29,67-69,74H,5-17,19-21,23-24,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,29-25-/t67-,68+,69+/m0/s1	NEEUIRGWEVUCBV-LYYVOJKCSA-N	1348.940927			MMDBc0038522
BASm0025324	CL(14:0/14:0/16:1(11Z)/22:0)	CL(14:0/14:0/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(11Z)/22:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h18,22,69-71,76H,5-17,19-21,23-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-/t69-,70+,71+/m0/s1	AXMDZJQGIWNDQJ-ULWBWJMGSA-N	1378.987877			MMDBc0038523
BASm0025325	CL(14:0/14:0/16:1(11Z)/22:1(11Z))	CL(14:0/14:0/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(11Z)/22:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h18,22,33-34,69-71,76H,5-17,19-21,23-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,34-33-/t69-,70+,71+/m0/s1	OBBDCZLGLIQAHD-DHZROFAYSA-N	1376.972227			MMDBc0038524
BASm0025326	CL(14:0/14:0/16:1(11Z)/22:1(9Z))	CL(14:0/14:0/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(11Z)/22:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h18,22,35-36,69-71,76H,5-17,19-21,23-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,36-35-/t69-,70+,71+/m0/s1	BGTTWPBGNVPGTO-DIJAFBDRSA-N	1376.972227			MMDBc0038525
BASm0025327	CL(14:0/14:0/16:1(11Z)/24:0)	CL(14:0/14:0/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(11Z)/24:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h18,22,71-73,78H,5-17,19-21,23-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-/t71-,72+,73+/m0/s1	BNCCYTWJOLTVJO-PDVPRQMFSA-N	1407.019177			MMDBc0038526
BASm0025328	CL(14:0/14:0/16:1(11Z)/24:1(11Z))	CL(14:0/14:0/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(11Z)/24:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h18,22,35-36,71-73,78H,5-17,19-21,23-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,36-35-/t71-,72+,73+/m0/s1	AVXHEVBAEJQQKL-XUKAXHDMSA-N	1405.003527			MMDBc0038527
BASm0025329	CL(14:0/14:0/16:1(11Z)/24:1(9Z))	CL(14:0/14:0/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(11Z)/24:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h18,22,37-38,71-73,78H,5-17,19-21,23-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,38-37-/t71-,72+,73+/m0/s1	OSZXEUTYVDTOCW-DOPMNZKDSA-N	1405.003527			MMDBc0038528
BASm0025330	CL(14:0/14:0/16:1(11Z)/26:0)	CL(14:0/14:0/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(11Z)/26:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h18,22,73-75,80H,5-17,19-21,23-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-/t73-,74+,75+/m0/s1	MAAWGAHBVBBVPN-XVBSZFSMSA-N	1435.050477			MMDBc0038529
BASm0025331	CL(14:0/14:0/16:1(11Z)/26:1(11Z))	CL(14:0/14:0/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(11Z)/26:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h18,22,36-37,73-75,80H,5-17,19-21,23-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,37-36-/t73-,74+,75+/m0/s1	GWVSBVFEVZWBTI-QXYJPDJPSA-N	1433.034827			MMDBc0038530
BASm0025332	CL(14:0/14:0/16:1(11Z)/26:1(9Z))	CL(14:0/14:0/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(11Z)/26:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-42-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(96-79(84)66-62-58-54-50-45-28-24-20-16-12-8-4)70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3/h18,22,39-40,74-76,81H,5-17,19-21,23-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b22-18-,40-39-/t74-,75+,76+/m0/s1	HUIOEEWGGZPFTR-WEJZQXKNSA-N	1447.050477			MMDBc0038531
BASm0025333	CL(14:0/14:0/16:1(11Z)/28:0)	CL(14:0/14:0/16:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(11Z)/28:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h18,22,75-77,82H,5-17,19-21,23-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-/t75-,76+,77+/m0/s1	SHTOFIVQQADSNC-LFGZPRDQSA-N	1463.081778			MMDBc0038532
BASm0025334	CL(14:0/14:0/16:1(11Z)/28:1(11Z))	CL(14:0/14:0/16:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(11Z)/28:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h18,22,38-39,75-77,82H,5-17,19-21,23-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,39-38-/t75-,76+,77+/m0/s1	WPEUQWIYRFZSAN-RTSSSCDWSA-N	1461.066127			MMDBc0038533
BASm0025335	CL(14:0/14:0/16:1(11Z)/28:1(9Z))	CL(14:0/14:0/16:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(11Z)/28:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h18,22,40-41,75-77,82H,5-17,19-21,23-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,41-40-/t75-,76+,77+/m0/s1	HLRNWFOZODWOFM-ZDYRMOIVSA-N	1461.066127			MMDBc0038534
BASm0025336	CL(14:0/14:0/16:1(9Z)/18:0)	CL(14:0/14:0/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(9Z)/18:0) contains one tetradecanoyl chain at the C1 position, one tetradecanoyl chain at the C2 position, one 9Z-hexadecenoyl chain at the C3 position, and one octadecanoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h26,30,65-67,72H,5-25,27-29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b30-26-/t65-,66+,67+/m0/s1	NTDYPEJBDBINNM-GXPDWZKBSA-N	1322.925277			MMDBc0038535
BASm0025337	CL(14:0/14:0/16:1(9Z)/18:1(11Z))	CL(14:0/14:0/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(9Z)/18:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h25-26,29-30,65-67,72H,5-24,27-28,31-64H2,1-4H3,(H,77,78)(H,79,80)/b29-25-,30-26-/t65-,66+,67+/m0/s1	SYFBTXZGHKTBRE-HGPHIHFGSA-N	1320.909627			MMDBc0038536
BASm0025338	CL(14:0/14:0/16:1(9Z)/18:1(9Z))	CL(14:0/14:0/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(9Z)/18:1(9Z)) contains one tetradecanoyl chain at the C1 position, one tetradecanoyl chain at the C2 position, one 9Z-hexadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h26,30-32,65-67,72H,5-25,27-29,33-64H2,1-4H3,(H,77,78)(H,79,80)/b30-26-,32-31-/t65-,66+,67+/m0/s1	HKPPRVZLQCINHZ-IRFYLRRBSA-N	1320.909627			MMDBc0038537
BASm0025339	CL(14:0/14:0/16:1(9Z)/20:0)	CL(14:0/14:0/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(9Z)/20:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h26,30,67-69,74H,5-25,27-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b30-26-/t67-,68+,69+/m0/s1	MDLDGVDNMMBDIJ-DPQCDROYSA-N	1350.956577			MMDBc0038538
BASm0025340	CL(14:0/14:0/16:1(9Z)/20:1(11Z))	CL(14:0/14:0/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(9Z)/20:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h26,30-32,67-69,74H,5-25,27-29,33-66H2,1-4H3,(H,79,80)(H,81,82)/b30-26-,32-31-/t67-,68+,69+/m0/s1	MXDLAIJTRNONFH-ICKZWVKPSA-N	1348.940927			MMDBc0038539
BASm0025341	CL(14:0/14:0/16:1(9Z)/20:1(13Z))	CL(14:0/14:0/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(9Z)/20:1(13Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h25-26,29-30,67-69,74H,5-24,27-28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b29-25-,30-26-/t67-,68+,69+/m0/s1	LRBIMSWLCLKDLV-WUNMVMGZSA-N	1348.940927			MMDBc0038540
BASm0025342	CL(14:0/14:0/16:1(9Z)/22:0)	CL(14:0/14:0/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(9Z)/22:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h26,30,69-71,76H,5-25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b30-26-/t69-,70+,71+/m0/s1	LJXFHUAYSHHYGQ-HSHBVMEYSA-N	1378.987877			MMDBc0038541
BASm0025343	CL(14:0/14:0/16:1(9Z)/22:1(11Z))	CL(14:0/14:0/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(9Z)/22:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h26,30,33-34,69-71,76H,5-25,27-29,31-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b30-26-,34-33-/t69-,70+,71+/m0/s1	BKDVSVQUGCCWFW-SVWJEUSQSA-N	1376.972227			MMDBc0038542
BASm0025344	CL(14:0/14:0/16:1(9Z)/22:1(9Z))	CL(14:0/14:0/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(9Z)/22:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h26,30,35-36,69-71,76H,5-25,27-29,31-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b30-26-,36-35-/t69-,70+,71+/m0/s1	CAZRWVXVDCMSRH-OMKNLLDPSA-N	1376.972227			MMDBc0038543
BASm0025345	CL(14:0/14:0/16:1(9Z)/24:0)	CL(14:0/14:0/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(9Z)/24:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h26,30,71-73,78H,5-25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-/t71-,72+,73+/m0/s1	LGDSFBSNLVMXSC-BZAVONBXSA-N	1407.019177			MMDBc0038544
BASm0025346	CL(14:0/14:0/16:1(9Z)/24:1(11Z))	CL(14:0/14:0/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(9Z)/24:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h26,30,35-36,71-73,78H,5-25,27-29,31-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-,36-35-/t71-,72+,73+/m0/s1	UMLPLXDGPDSBLH-XIGXRJDMSA-N	1405.003527			MMDBc0038545
BASm0025347	CL(14:0/14:0/16:1(9Z)/24:1(9Z))	CL(14:0/14:0/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(9Z)/24:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h26,30,37-38,71-73,78H,5-25,27-29,31-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-,38-37-/t71-,72+,73+/m0/s1	SXYCKCZAOPERFA-FDSCLUJPSA-N	1405.003527			MMDBc0038546
BASm0025348	CL(14:0/14:0/16:1(9Z)/26:0)	CL(14:0/14:0/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(9Z)/26:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h26,30,73-75,80H,5-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-/t73-,74+,75+/m0/s1	PFLGFYRFBVJAPE-HKUNFGDVSA-N	1435.050477			MMDBc0038547
BASm0025349	CL(14:0/14:0/16:1(9Z)/26:1(11Z))	CL(14:0/14:0/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(9Z)/26:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h26,30,36-37,73-75,80H,5-25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,37-36-/t73-,74+,75+/m0/s1	LFASSMOEYLXBPR-OEXKSNQGSA-N	1433.034827			MMDBc0038548
BASm0025350	CL(14:0/14:0/16:1(9Z)/26:1(9Z))	CL(14:0/14:0/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(9Z)/26:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-42-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(96-79(84)66-62-58-54-50-45-28-24-20-16-12-8-4)70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3/h26,30,39-40,74-76,81H,5-25,27-29,31-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b30-26-,40-39-/t74-,75+,76+/m0/s1	ZSQIYNUZHQWRJY-WHJPRVMMSA-N	1447.050477			MMDBc0038549
BASm0025351	CL(14:0/14:0/16:1(9Z)/28:0)	CL(14:0/14:0/16:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(9Z)/28:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h26,30,75-77,82H,5-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-/t75-,76+,77+/m0/s1	QQIJOGVXBGXXRS-QBBAVDQISA-N	1463.081778			MMDBc0038550
BASm0025352	CL(14:0/14:0/16:1(9Z)/28:1(11Z))	CL(14:0/14:0/16:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(9Z)/28:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h26,30,38-39,75-77,82H,5-25,27-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,39-38-/t75-,76+,77+/m0/s1	VXYXPCJDUKITGW-YRCDAZDISA-N	1461.066127			MMDBc0038551
BASm0025353	CL(14:0/14:0/16:1(9Z)/28:1(9Z))	CL(14:0/14:0/16:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/16:1(9Z)/28:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h26,30,40-41,75-77,82H,5-25,27-29,31-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,41-40-/t75-,76+,77+/m0/s1	DLIJUTXMFOZFRH-NYUVUDJBSA-N	1461.066127			MMDBc0038552
BASm0025354	CL(14:0/14:0/18:0/18:1(11Z))	CL(14:0/14:0/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:0/18:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h26,30,67-69,74H,5-25,27-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b30-26-/t67-,68+,69+/m0/s1	UCWLZRZHQRRALH-DPQCDROYSA-N	1350.956577			MMDBc0038553
BASm0025355	CL(14:0/14:0/18:0/18:1(9Z))	CL(14:0/14:0/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:0/18:1(9Z)) contains one tetradecanoyl chain at the C1 position, one tetradecanoyl chain at the C2 position, one octadecanoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h32,34,67-69,74H,5-31,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b34-32-/t67-,68+,69+/m0/s1	WRBIVWJZXCZGMI-FIZNZXJESA-N	1350.956577			MMDBc0038554
BASm0025356	CL(14:0/14:0/18:0/20:0)	CL(14:0/14:0/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:0/20:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	NBWPXBUUINLAAW-NTQFVZKBSA-N	1381.003527			MMDBc0038555
BASm0025357	CL(14:0/14:0/18:0/20:1(11Z))	CL(14:0/14:0/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:0/20:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h31,33,69-71,76H,5-30,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b33-31-/t69-,70+,71+/m0/s1	UMZRADWRBFTPSL-TUUQVZHTSA-N	1378.987877			MMDBc0038556
BASm0025358	CL(14:0/14:0/18:0/20:1(13Z))	CL(14:0/14:0/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:0/20:1(13Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h25,29,69-71,76H,5-24,26-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b29-25-/t69-,70+,71+/m0/s1	CRYRLHIRZUBCNM-ZJGOAPTRSA-N	1378.987877			MMDBc0038557
BASm0025359	CL(14:0/14:0/18:0/22:0)	CL(14:0/14:0/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:0/22:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	WABKFQAXFVPNIT-DFXUENRWSA-N	1409.034827			MMDBc0038558
BASm0025360	CL(14:0/14:0/18:0/22:1(11Z))	CL(14:0/14:0/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:0/22:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h34-35,71-73,78H,5-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b35-34-/t71-,72+,73+/m0/s1	SOSNOVGCSVITCP-ZDEPAFKQSA-N	1407.019177			MMDBc0038559
BASm0025361	CL(14:0/14:0/18:0/22:1(9Z))	CL(14:0/14:0/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:0/22:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h36,38,71-73,78H,5-35,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b38-36-/t71-,72+,73+/m0/s1	FZFNTIKKWBEZBE-KLUZEEINSA-N	1407.019177			MMDBc0038560
BASm0025362	CL(14:0/14:0/18:0/24:0)	CL(14:0/14:0/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:0/24:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	GZMNCPUSHGUTJJ-ARQKOWHBSA-N	1437.066127			MMDBc0038561
BASm0025363	CL(14:0/14:0/18:0/24:1(11Z))	CL(14:0/14:0/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:0/24:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h36-37,73-75,80H,5-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b37-36-/t73-,74+,75+/m0/s1	NFBYXMWCLAOWMC-MVLZJVGISA-N	1435.050477			MMDBc0038562
BASm0025364	CL(14:0/14:0/18:0/24:1(9Z))	CL(14:0/14:0/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:0/24:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h38,40,73-75,80H,5-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b40-38-/t73-,74+,75+/m0/s1	MMROJCLLORULRF-KIUUNOOXSA-N	1435.050477			MMDBc0038563
BASm0025365	CL(14:0/14:0/18:0/26:0)	CL(14:0/14:0/18:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:0/26:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	LCEKTMACFQBCAV-HRXLSSNSSA-N	1465.097428			MMDBc0038564
BASm0025366	CL(14:0/14:0/18:0/26:1(11Z))	CL(14:0/14:0/18:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:0/26:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h37-38,75-77,82H,5-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-/t75-,76+,77+/m0/s1	ZFILTZSWPYEVDT-PPDVTESNSA-N	1463.081778			MMDBc0038565
BASm0025367	CL(14:0/14:0/18:0/26:1(9Z))	CL(14:0/14:0/18:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:0/26:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H158O17P2	InChI=1S/C82H158O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-41-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-42-32-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3/h40-41,76-78,83H,5-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b41-40-/t76-,77+,78+/m0/s1	JBNYLCJVNSSZHV-FSSYIJNBSA-N	1477.097428			MMDBc0038566
BASm0025368	CL(14:0/14:0/18:1(11Z)/20:0)	CL(14:0/14:0/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:1(11Z)/20:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h26,30,69-71,76H,5-25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b30-26-/t69-,70+,71+/m0/s1	QCEQASBPFJHNIH-HSHBVMEYSA-N	1378.987877			MMDBc0038567
BASm0025369	CL(14:0/14:0/18:1(11Z)/20:1(11Z))	CL(14:0/14:0/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:1(11Z)/20:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h26,30-31,33,69-71,76H,5-25,27-29,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b30-26-,33-31-/t69-,70+,71+/m0/s1	SFOTVVCTOVUEBS-ISLVMFBASA-N	1376.972227			MMDBc0038568
BASm0025370	CL(14:0/14:0/18:1(11Z)/20:1(13Z))	CL(14:0/14:0/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:1(11Z)/20:1(13Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h25-26,29-30,69-71,76H,5-24,27-28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b29-25-,30-26-/t69-,70+,71+/m0/s1	MCMPOKSDVYKXSW-AYNXMFHDSA-N	1376.972227			MMDBc0038569
BASm0025371	CL(14:0/14:0/18:1(11Z)/22:0)	CL(14:0/14:0/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:1(11Z)/22:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h26,30,71-73,78H,5-25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-/t71-,72+,73+/m0/s1	GPOQBBOBZUBOMG-BZAVONBXSA-N	1407.019177			MMDBc0038570
BASm0025372	CL(14:0/14:0/18:1(11Z)/22:1(11Z))	CL(14:0/14:0/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:1(11Z)/22:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h26,30,34-35,71-73,78H,5-25,27-29,31-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-,35-34-/t71-,72+,73+/m0/s1	IYARISYJHDXCCQ-HWHXTFTBSA-N	1405.003527			MMDBc0038571
BASm0025373	CL(14:0/14:0/18:1(11Z)/22:1(9Z))	CL(14:0/14:0/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:1(11Z)/22:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h26,30,36,38,71-73,78H,5-25,27-29,31-35,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-,38-36-/t71-,72+,73+/m0/s1	PCZLGRCIGAVQHU-LRFRPKQSSA-N	1405.003527			MMDBc0038572
BASm0025374	CL(14:0/14:0/18:1(11Z)/24:0)	CL(14:0/14:0/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:1(11Z)/24:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h26,30,73-75,80H,5-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-/t73-,74+,75+/m0/s1	CZADEJLSKYWMMB-HKUNFGDVSA-N	1435.050477			MMDBc0038573
BASm0025375	CL(14:0/14:0/18:1(11Z)/24:1(11Z))	CL(14:0/14:0/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:1(11Z)/24:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h26,30,36-37,73-75,80H,5-25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,37-36-/t73-,74+,75+/m0/s1	JCZJGDVWLKJTDA-OEXKSNQGSA-N	1433.034827			MMDBc0038574
BASm0025376	CL(14:0/14:0/18:1(11Z)/24:1(9Z))	CL(14:0/14:0/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:1(11Z)/24:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h26,30,38,40,73-75,80H,5-25,27-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,40-38-/t73-,74+,75+/m0/s1	NJPSJWWWOTUVRY-SQYGFPSISA-N	1433.034827			MMDBc0038575
BASm0025377	CL(14:0/14:0/18:1(11Z)/26:0)	CL(14:0/14:0/18:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:1(11Z)/26:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h26,30,75-77,82H,5-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-/t75-,76+,77+/m0/s1	LQHUYDBHAOSFFT-QBBAVDQISA-N	1463.081778			MMDBc0038576
BASm0025378	CL(14:0/14:0/18:1(11Z)/26:1(11Z))	CL(14:0/14:0/18:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:1(11Z)/26:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h26,30,37-38,75-77,82H,5-25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,38-37-/t75-,76+,77+/m0/s1	KXBMBLLXIMHWGP-BZNJLEBDSA-N	1461.066127			MMDBc0038577
BASm0025379	CL(14:0/14:0/18:1(11Z)/26:1(9Z))	CL(14:0/14:0/18:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:1(11Z)/26:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-41-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-42-32-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3/h26,30,40-41,76-78,83H,5-25,27-29,31-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b30-26-,41-40-/t76-,77+,78+/m0/s1	KWURGXHDBYLUOE-QREVYGJZSA-N	1475.081778			MMDBc0038578
BASm0025380	CL(14:0/14:0/18:1(9Z)/20:0)	CL(14:0/14:0/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:1(9Z)/20:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h32,35,69-71,76H,5-31,33-34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b35-32-/t69-,70+,71+/m0/s1	QNZIGSOBMNNRSP-QEHYUPQHSA-N	1378.987877			MMDBc0038579
BASm0025381	CL(14:0/14:0/18:1(9Z)/20:1(11Z))	CL(14:0/14:0/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:1(9Z)/20:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h31-33,35,69-71,76H,5-30,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b33-31-,35-32-/t69-,70+,71+/m0/s1	XYOCJSVSYJDACY-ODXNZZBKSA-N	1376.972227			MMDBc0038580
BASm0025382	CL(14:0/14:0/18:1(9Z)/20:1(13Z))	CL(14:0/14:0/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:1(9Z)/20:1(13Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h25,29,32,35,69-71,76H,5-24,26-28,30-31,33-34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b29-25-,35-32-/t69-,70+,71+/m0/s1	YPQAKHKMNZYFBK-VFBIZERNSA-N	1376.972227			MMDBc0038581
BASm0025383	CL(14:0/14:0/18:1(9Z)/22:0)	CL(14:0/14:0/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:1(9Z)/22:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h32,37,71-73,78H,5-31,33-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b37-32-/t71-,72+,73+/m0/s1	FHFYOJQKQHOBQK-XWBIUYJNSA-N	1407.019177			MMDBc0038582
BASm0025384	CL(14:0/14:0/18:1(9Z)/22:1(11Z))	CL(14:0/14:0/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:1(9Z)/22:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h32,34-35,37,71-73,78H,5-31,33,36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b35-34-,37-32-/t71-,72+,73+/m0/s1	CPIZTHLXQSKZDP-VKYDITTLSA-N	1405.003527			MMDBc0038583
BASm0025385	CL(14:0/14:0/18:1(9Z)/22:1(9Z))	CL(14:0/14:0/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:1(9Z)/22:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h32,36-38,71-73,78H,5-31,33-35,39-70H2,1-4H3,(H,83,84)(H,85,86)/b37-32-,38-36-/t71-,72+,73+/m0/s1	AUOZKIDCMBTTQH-KIGVTOPVSA-N	1405.003527			MMDBc0038584
BASm0025386	CL(14:0/14:0/18:1(9Z)/24:0)	CL(14:0/14:0/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:1(9Z)/24:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h32,39,73-75,80H,5-31,33-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b39-32-/t73-,74+,75+/m0/s1	GENGILRQJZLFPE-QOSSTLRSSA-N	1435.050477			MMDBc0038585
BASm0025387	CL(14:0/14:0/18:1(9Z)/24:1(11Z))	CL(14:0/14:0/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:1(9Z)/24:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h32,36-37,39,73-75,80H,5-31,33-35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b37-36-,39-32-/t73-,74+,75+/m0/s1	TVWDKZZAIMAHNX-LWXNOWHDSA-N	1433.034827			MMDBc0038586
BASm0025388	CL(14:0/14:0/18:1(9Z)/24:1(9Z))	CL(14:0/14:0/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:1(9Z)/24:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h32,38-40,73-75,80H,5-31,33-37,41-72H2,1-4H3,(H,85,86)(H,87,88)/b39-32-,40-38-/t73-,74+,75+/m0/s1	AULKKILAKXRUCC-FWJVIPRASA-N	1433.034827			MMDBc0038587
BASm0025389	CL(14:0/14:0/18:1(9Z)/26:0)	CL(14:0/14:0/18:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:1(9Z)/26:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h32,41,75-77,82H,5-31,33-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b41-32-/t75-,76+,77+/m0/s1	RJUUQQVKCIESDE-WSBKWOFPSA-N	1463.081778			MMDBc0038588
BASm0025390	CL(14:0/14:0/18:1(9Z)/26:1(11Z))	CL(14:0/14:0/18:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:1(9Z)/26:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h32,37-38,41,75-77,82H,5-31,33-36,39-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-,41-32-/t75-,76+,77+/m0/s1	ZKRCGMAVXVDCDH-AMMYMQGNSA-N	1461.066127			MMDBc0038589
BASm0025391	CL(14:0/14:0/18:1(9Z)/26:1(9Z))	CL(14:0/14:0/18:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/18:1(9Z)/26:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-41-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-42-32-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3/h32,40-42,76-78,83H,5-31,33-39,43-75H2,1-4H3,(H,88,89)(H,90,91)/b41-40-,42-32-/t76-,77+,78+/m0/s1	CCVKXISJPKZWBT-VURFFRBRSA-N	1475.081778			MMDBc0038590
BASm0025392	CL(14:0/14:0/20:0/20:1(11Z))	CL(14:0/14:0/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/20:0/20:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h32,34,71-73,78H,5-31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b34-32-/t71-,72+,73+/m0/s1	RPXYTFSTJWNFSC-HBDNBYRMSA-N	1407.019177			MMDBc0038591
BASm0025393	CL(14:0/14:0/20:0/20:1(13Z))	CL(14:0/14:0/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/20:0/20:1(13Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h26,30,71-73,78H,5-25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-/t71-,72+,73+/m0/s1	NNCUCRKGFVDNOO-BZAVONBXSA-N	1407.019177			MMDBc0038592
BASm0025394	CL(14:0/14:0/20:0/22:0)	CL(14:0/14:0/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/20:0/22:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	PQHRBOCSSVADNQ-ARQKOWHBSA-N	1437.066127			MMDBc0038593
BASm0025395	CL(14:0/14:0/20:0/22:1(11Z))	CL(14:0/14:0/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/20:0/22:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h35-36,73-75,80H,5-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b36-35-/t73-,74+,75+/m0/s1	OWRHZYNBGIESQX-KQJVKHBFSA-N	1435.050477			MMDBc0038594
BASm0025396	CL(14:0/14:0/20:0/22:1(9Z))	CL(14:0/14:0/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/20:0/22:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h38,40,73-75,80H,5-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b40-38-/t73-,74+,75+/m0/s1	QKTZRJDDPMTFDS-KIUUNOOXSA-N	1435.050477			MMDBc0038595
BASm0025397	CL(14:0/14:0/20:0/24:0)	CL(14:0/14:0/20:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/20:0/24:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	MUUZSEYUCHPZST-HRXLSSNSSA-N	1465.097428			MMDBc0038596
BASm0025398	CL(14:0/14:0/20:0/24:1(11Z))	CL(14:0/14:0/20:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/20:0/24:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h37-38,75-77,82H,5-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-/t75-,76+,77+/m0/s1	UIPXMOCZILLCIH-PPDVTESNSA-N	1463.081778			MMDBc0038597
BASm0025399	CL(14:0/14:0/20:0/24:1(9Z))	CL(14:0/14:0/20:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/20:0/24:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h40,42,75-77,82H,5-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b42-40-/t75-,76+,77+/m0/s1	NYNJYSUJXCHKJK-FSZMGQBASA-N	1463.081778			MMDBc0038598
BASm0025400	CL(14:0/14:0/20:1(11Z)/22:0)	CL(14:0/14:0/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/20:1(11Z)/22:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h32,34,73-75,80H,5-31,33,35-72H2,1-4H3,(H,85,86)(H,87,88)/b34-32-/t73-,74+,75+/m0/s1	XNTUGSUTTPLXAH-HPJJOUMVSA-N	1435.050477			MMDBc0038599
BASm0025401	CL(14:0/14:0/20:1(11Z)/22:1(11Z))	CL(14:0/14:0/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/20:1(11Z)/22:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h32,34-36,73-75,80H,5-31,33,37-72H2,1-4H3,(H,85,86)(H,87,88)/b34-32-,36-35-/t73-,74+,75+/m0/s1	FZSAOGBTQWFPHY-KMVGLRBCSA-N	1433.034827			MMDBc0038600
BASm0025402	CL(14:0/14:0/20:1(11Z)/22:1(9Z))	CL(14:0/14:0/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/20:1(11Z)/22:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h32,34,38,40,73-75,80H,5-31,33,35-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b34-32-,40-38-/t73-,74+,75+/m0/s1	RDZLRHKWXBOAFM-ZFJDLOGOSA-N	1433.034827			MMDBc0038601
BASm0025403	CL(14:0/14:0/20:1(11Z)/24:0)	CL(14:0/14:0/20:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/20:1(11Z)/24:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h32,34,75-77,82H,5-31,33,35-74H2,1-4H3,(H,87,88)(H,89,90)/b34-32-/t75-,76+,77+/m0/s1	NONACYPKWGZZOW-CZKMBGHUSA-N	1463.081778			MMDBc0038602
BASm0025404	CL(14:0/14:0/20:1(11Z)/24:1(11Z))	CL(14:0/14:0/20:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/20:1(11Z)/24:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h32,34,37-38,75-77,82H,5-31,33,35-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b34-32-,38-37-/t75-,76+,77+/m0/s1	KNUWVJXVXLOHCH-MMRCBPJESA-N	1461.066127			MMDBc0038603
BASm0025405	CL(14:0/14:0/20:1(11Z)/24:1(9Z))	CL(14:0/14:0/20:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/20:1(11Z)/24:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h32,34,40,42,75-77,82H,5-31,33,35-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b34-32-,42-40-/t75-,76+,77+/m0/s1	XTRQEGWMIBKFHX-FMIZBVIUSA-N	1461.066127			MMDBc0038604
BASm0025406	CL(14:0/14:0/20:1(13Z)/22:0)	CL(14:0/14:0/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/20:1(13Z)/22:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h26,30,73-75,80H,5-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-/t73-,74+,75+/m0/s1	YTPWLBMVCBNEAM-HKUNFGDVSA-N	1435.050477			MMDBc0038605
BASm0025407	CL(14:0/14:0/20:1(13Z)/22:1(11Z))	CL(14:0/14:0/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/20:1(13Z)/22:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h26,30,35-36,73-75,80H,5-25,27-29,31-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,36-35-/t73-,74+,75+/m0/s1	BDVPFLRESWRBGI-XZXTUJDTSA-N	1433.034827			MMDBc0038606
BASm0025408	CL(14:0/14:0/20:1(13Z)/22:1(9Z))	CL(14:0/14:0/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/20:1(13Z)/22:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h26,30,38,40,73-75,80H,5-25,27-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,40-38-/t73-,74+,75+/m0/s1	PWDGTJXSRJENTK-SQYGFPSISA-N	1433.034827			MMDBc0038607
BASm0025409	CL(14:0/14:0/20:1(13Z)/24:0)	CL(14:0/14:0/20:1(13Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/20:1(13Z)/24:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h26,30,75-77,82H,5-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-/t75-,76+,77+/m0/s1	RMFDWQONFBXXOI-QBBAVDQISA-N	1463.081778			MMDBc0038608
BASm0025410	CL(14:0/14:0/20:1(13Z)/24:1(11Z))	CL(14:0/14:0/20:1(13Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/20:1(13Z)/24:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h26,30,37-38,75-77,82H,5-25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,38-37-/t75-,76+,77+/m0/s1	LXCWYNGGHDNTHO-BZNJLEBDSA-N	1461.066127			MMDBc0038609
BASm0025411	CL(14:0/14:0/20:1(13Z)/24:1(9Z))	CL(14:0/14:0/20:1(13Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/20:1(13Z)/24:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h26,30,40,42,75-77,82H,5-25,27-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,42-40-/t75-,76+,77+/m0/s1	JGTHEDAXSNYQFQ-UCZASLHESA-N	1461.066127			MMDBc0038610
BASm0025412	CL(14:0/14:0/22:0/22:1(11Z))	CL(14:0/14:0/22:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/22:0/22:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h36,38,75-77,82H,5-35,37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b38-36-/t75-,76+,77+/m0/s1	BFIHVVSCLXFFPY-DGWVZDBTSA-N	1463.081778			MMDBc0038611
BASm0025413	CL(14:0/14:0/22:0/22:1(9Z))	CL(14:0/14:0/22:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:0/22:0/22:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h40,42,75-77,82H,5-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b42-40-/t75-,76+,77+/m0/s1	QOKLVCFFGIVDGQ-FSZMGQBASA-N	1463.081778			MMDBc0038612
BASm0025414	CL(14:0/14:1(11Z)/14:1(11Z)/18:0)	CL(14:0/14:1(11Z)/14:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(11Z)/18:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h11-12,15-16,63-65,70H,5-10,13-14,17-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,16-12-/t63-,64+,65+/m0/s1	QLFUQLFOPSUSCA-BBPHQYQLSA-N	1292.878327			MMDBc0038613
BASm0025415	CL(14:0/14:1(11Z)/14:1(11Z)/18:1(11Z))	CL(14:0/14:1(11Z)/14:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(11Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h11-12,15-16,25,29,63-65,70H,5-10,13-14,17-24,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,16-12-,29-25-/t63-,64+,65+/m0/s1	DMTLAEZLBDEIRW-ODIZAGKOSA-N	1290.862677			MMDBc0038614
BASm0025416	CL(14:0/14:1(11Z)/14:1(11Z)/18:1(9Z))	CL(14:0/14:1(11Z)/14:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(11Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h11-12,15-16,30-31,63-65,70H,5-10,13-14,17-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,16-12-,31-30-/t63-,64+,65+/m0/s1	MDFMGIVUGJKDCO-JCOTUFIPSA-N	1290.862677			MMDBc0038615
BASm0025417	CL(14:0/14:1(11Z)/14:1(11Z)/20:0)	CL(14:0/14:1(11Z)/14:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(11Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h11-12,15-16,65-67,72H,5-10,13-14,17-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,16-12-/t65-,66+,67+/m0/s1	ZPUFOPSYTXORBA-NYXYVSNESA-N	1320.909627			MMDBc0038616
BASm0025418	CL(14:0/14:1(11Z)/14:1(11Z)/20:1(11Z))	CL(14:0/14:1(11Z)/14:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(11Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h11-12,15-16,30-31,65-67,72H,5-10,13-14,17-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,16-12-,31-30-/t65-,66+,67+/m0/s1	OZQMMQPFXRBHFZ-IMNFYAGYSA-N	1318.893977			MMDBc0038617
BASm0025419	CL(14:0/14:1(11Z)/14:1(11Z)/20:1(13Z))	CL(14:0/14:1(11Z)/14:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(11Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h11-12,15-16,25,29,65-67,72H,5-10,13-14,17-24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,16-12-,29-25-/t65-,66+,67+/m0/s1	GFUUZRZGGDNZRP-HLZGLPCSSA-N	1318.893977			MMDBc0038618
BASm0025420	CL(14:0/14:1(11Z)/14:1(11Z)/22:0)	CL(14:0/14:1(11Z)/14:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(11Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h11-12,15-16,67-69,74H,5-10,13-14,17-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,16-12-/t67-,68+,69+/m0/s1	PPCKEUXWXHJZRH-BYSNVVBGSA-N	1348.940927			MMDBc0038619
BASm0025421	CL(14:0/14:1(11Z)/14:1(11Z)/22:1(11Z))	CL(14:0/14:1(11Z)/14:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(11Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h11-12,15-16,32-33,67-69,74H,5-10,13-14,17-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,16-12-,33-32-/t67-,68+,69+/m0/s1	SUJDHIQRDXADQU-GCDTXGOASA-N	1346.925277			MMDBc0038620
BASm0025422	CL(14:0/14:1(11Z)/14:1(11Z)/22:1(9Z))	CL(14:0/14:1(11Z)/14:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(11Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h11-12,15-16,34-35,67-69,74H,5-10,13-14,17-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,16-12-,35-34-/t67-,68+,69+/m0/s1	LHVNFNRBRXBPGG-QLUAFECTSA-N	1346.925277			MMDBc0038621
BASm0025423	CL(14:0/14:1(11Z)/14:1(11Z)/24:0)	CL(14:0/14:1(11Z)/14:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(11Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h11-12,15-16,69-71,76H,5-10,13-14,17-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-/t69-,70+,71+/m0/s1	SYYJCDUQXSSKOA-ZVZMFWTJSA-N	1376.972227			MMDBc0038622
BASm0025424	CL(14:0/14:1(11Z)/14:1(11Z)/24:1(11Z))	CL(14:0/14:1(11Z)/14:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(11Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h11-12,15-16,34-35,69-71,76H,5-10,13-14,17-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-,35-34-/t69-,70+,71+/m0/s1	OVNGMFFPDZMHCT-OGUKVFDNSA-N	1374.956577			MMDBc0038623
BASm0025425	CL(14:0/14:1(11Z)/14:1(11Z)/24:1(9Z))	CL(14:0/14:1(11Z)/14:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(11Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h11-12,15-16,36-37,69-71,76H,5-10,13-14,17-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-,37-36-/t69-,70+,71+/m0/s1	FCYBRJZFHABPRU-MQIPXZJESA-N	1374.956577			MMDBc0038624
BASm0025426	CL(14:0/14:1(11Z)/14:1(11Z)/26:0)	CL(14:0/14:1(11Z)/14:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(11Z)/26:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h11-12,15-16,71-73,78H,5-10,13-14,17-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-/t71-,72+,73+/m0/s1	ACROHTANTNBDFY-SGABJXTMSA-N	1405.003527			MMDBc0038625
BASm0025427	CL(14:0/14:1(11Z)/14:1(11Z)/26:1(11Z))	CL(14:0/14:1(11Z)/14:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(11Z)/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h11-12,15-16,35-36,71-73,78H,5-10,13-14,17-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,36-35-/t71-,72+,73+/m0/s1	HSOMZVFIWOJQCM-VFVYWAMBSA-N	1402.987877			MMDBc0038626
BASm0025428	CL(14:0/14:1(11Z)/14:1(11Z)/26:1(9Z))	CL(14:0/14:1(11Z)/14:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(11Z)/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(94-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2/h11-12,15-16,38-39,72-74,79H,5-10,13-14,17-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b15-11-,16-12-,39-38-/t72-,73+,74+/m0/s1	HEKFJQDRESCMBV-MZPONRGPSA-N	1417.003527			MMDBc0038627
BASm0025429	CL(14:0/14:1(11Z)/14:1(11Z)/28:0)	CL(14:0/14:1(11Z)/14:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(11Z)/28:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h11-12,15-16,73-75,80H,5-10,13-14,17-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-/t73-,74+,75+/m0/s1	OXMBYEWPOVUSSO-KEZUZWJMSA-N	1433.034827			MMDBc0038628
BASm0025430	CL(14:0/14:1(11Z)/14:1(11Z)/28:1(11Z))	CL(14:0/14:1(11Z)/14:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(11Z)/28:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h11-12,15-16,37-38,73-75,80H,5-10,13-14,17-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,38-37-/t73-,74+,75+/m0/s1	XAWYTURZBXGKSL-JWOQGXSQSA-N	1431.019177			MMDBc0038629
BASm0025431	CL(14:0/14:1(11Z)/14:1(11Z)/28:1(9Z))	CL(14:0/14:1(11Z)/14:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(11Z)/28:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h11-12,15-16,39-40,73-75,80H,5-10,13-14,17-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,40-39-/t73-,74+,75+/m0/s1	YTDCGMCEKBJIMC-OZWITNEMSA-N	1431.019177			MMDBc0038630
BASm0025432	CL(14:0/14:1(11Z)/14:1(11Z)/30:0)	CL(14:0/14:1(11Z)/14:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(11Z)/30:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-26-22-18-14-10-6-2/h11-12,15-16,75-77,82H,5-10,13-14,17-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-/t75-,76+,77+/m0/s1	RVPDJJKJWJBAHF-RXXNXMCQSA-N	1461.066127			MMDBc0038631
BASm0025433	CL(14:0/14:1(11Z)/14:1(9Z)/18:0)	CL(14:0/14:1(11Z)/14:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(9Z)/18:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h12,16,19,23,63-65,70H,5-11,13-15,17-18,20-22,24-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,23-19-/t63-,64+,65+/m0/s1	BLTSKBLKAQPPMO-LXACWOSFSA-N	1292.878327			MMDBc0038632
BASm0025434	CL(14:0/14:1(11Z)/14:1(9Z)/18:1(11Z))	CL(14:0/14:1(11Z)/14:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(9Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h12,16,19,23,25,29,63-65,70H,5-11,13-15,17-18,20-22,24,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,23-19-,29-25-/t63-,64+,65+/m0/s1	HLPFJJAGKDRZQF-XSAIXGNESA-N	1290.862677			MMDBc0038633
BASm0025435	CL(14:0/14:1(11Z)/14:1(9Z)/18:1(9Z))	CL(14:0/14:1(11Z)/14:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(9Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h12,16,19,23,30-31,63-65,70H,5-11,13-15,17-18,20-22,24-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,23-19-,31-30-/t63-,64+,65+/m0/s1	SBCMXMORSHUVOS-KNGZSXHDSA-N	1290.862677			MMDBc0038634
BASm0025436	CL(14:0/14:1(11Z)/14:1(9Z)/20:0)	CL(14:0/14:1(11Z)/14:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(9Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h12,16,19,23,65-67,72H,5-11,13-15,17-18,20-22,24-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,23-19-/t65-,66+,67+/m0/s1	DRZUHUXKVPALKG-ISQZBYQGSA-N	1320.909627			MMDBc0038635
BASm0025437	CL(14:0/14:1(11Z)/14:1(9Z)/20:1(11Z))	CL(14:0/14:1(11Z)/14:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(9Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h12,16,19,23,30-31,65-67,72H,5-11,13-15,17-18,20-22,24-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,23-19-,31-30-/t65-,66+,67+/m0/s1	JMQISFOPIAAXQK-LAZSVDBBSA-N	1318.893977			MMDBc0038636
BASm0025438	CL(14:0/14:1(11Z)/14:1(9Z)/20:1(13Z))	CL(14:0/14:1(11Z)/14:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(9Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h12,16,19,23,25,29,65-67,72H,5-11,13-15,17-18,20-22,24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,23-19-,29-25-/t65-,66+,67+/m0/s1	WZQAXQPVYGETLN-WLBCQXTQSA-N	1318.893977			MMDBc0038637
BASm0025439	CL(14:0/14:1(11Z)/14:1(9Z)/22:0)	CL(14:0/14:1(11Z)/14:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(9Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h12,16,19,23,67-69,74H,5-11,13-15,17-18,20-22,24-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,23-19-/t67-,68+,69+/m0/s1	NAMIHMHRHLRWQB-JZKRRVCVSA-N	1348.940927			MMDBc0038638
BASm0025440	CL(14:0/14:1(11Z)/14:1(9Z)/22:1(11Z))	CL(14:0/14:1(11Z)/14:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(9Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h12,16,19,23,32-33,67-69,74H,5-11,13-15,17-18,20-22,24-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,23-19-,33-32-/t67-,68+,69+/m0/s1	DYTICZVOMKAJFD-YSSZLOMPSA-N	1346.925277			MMDBc0038639
BASm0025441	CL(14:0/14:1(11Z)/14:1(9Z)/22:1(9Z))	CL(14:0/14:1(11Z)/14:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(9Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h12,16,19,23,34-35,67-69,74H,5-11,13-15,17-18,20-22,24-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,23-19-,35-34-/t67-,68+,69+/m0/s1	WSEZLFKXKFHNBA-PTDNUNARSA-N	1346.925277			MMDBc0038640
BASm0025442	CL(14:0/14:1(11Z)/14:1(9Z)/24:0)	CL(14:0/14:1(11Z)/14:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(9Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h12,16,19,23,69-71,76H,5-11,13-15,17-18,20-22,24-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-/t69-,70+,71+/m0/s1	GFAWCHUMKQKGBS-RPBSKUBKSA-N	1376.972227			MMDBc0038641
BASm0025443	CL(14:0/14:1(11Z)/14:1(9Z)/24:1(11Z))	CL(14:0/14:1(11Z)/14:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(9Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h12,16,19,23,34-35,69-71,76H,5-11,13-15,17-18,20-22,24-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,35-34-/t69-,70+,71+/m0/s1	DNXPTCVPHZMUIM-PYIYRZMUSA-N	1374.956577			MMDBc0038642
BASm0025444	CL(14:0/14:1(11Z)/14:1(9Z)/24:1(9Z))	CL(14:0/14:1(11Z)/14:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(9Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h12,16,19,23,36-37,69-71,76H,5-11,13-15,17-18,20-22,24-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,37-36-/t69-,70+,71+/m0/s1	RCMIVBZGVNXFQL-WEPXUWIPSA-N	1374.956577			MMDBc0038643
BASm0025445	CL(14:0/14:1(11Z)/14:1(9Z)/26:0)	CL(14:0/14:1(11Z)/14:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(9Z)/26:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h12,16,19,23,71-73,78H,5-11,13-15,17-18,20-22,24-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-/t71-,72+,73+/m0/s1	PDDSQILQFHPZBL-VEWQCJFQSA-N	1405.003527			MMDBc0038644
BASm0025446	CL(14:0/14:1(11Z)/14:1(9Z)/26:1(11Z))	CL(14:0/14:1(11Z)/14:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(9Z)/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h12,16,19,23,35-36,71-73,78H,5-11,13-15,17-18,20-22,24-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,36-35-/t71-,72+,73+/m0/s1	FRCWZSMEACJYNA-RMYNHIHVSA-N	1402.987877			MMDBc0038645
BASm0025447	CL(14:0/14:1(11Z)/14:1(9Z)/26:1(9Z))	CL(14:0/14:1(11Z)/14:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(9Z)/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(94-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2/h12,16,19,23,38-39,72-74,79H,5-11,13-15,17-18,20-22,24-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b16-12-,23-19-,39-38-/t72-,73+,74+/m0/s1	NZYPGCREUGWMGW-OTRDZECASA-N	1417.003527			MMDBc0038646
BASm0025448	CL(14:0/14:1(11Z)/14:1(9Z)/28:0)	CL(14:0/14:1(11Z)/14:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(9Z)/28:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h12,16,19,23,73-75,80H,5-11,13-15,17-18,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-/t73-,74+,75+/m0/s1	KWLIJGKXNVMLFO-HUPDRUTBSA-N	1433.034827			MMDBc0038647
BASm0025449	CL(14:0/14:1(11Z)/14:1(9Z)/28:1(11Z))	CL(14:0/14:1(11Z)/14:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(9Z)/28:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h12,16,19,23,37-38,73-75,80H,5-11,13-15,17-18,20-22,24-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,38-37-/t73-,74+,75+/m0/s1	PZZKMBSNTOHSAF-UJXIHHOKSA-N	1431.019177			MMDBc0038648
BASm0025450	CL(14:0/14:1(11Z)/14:1(9Z)/28:1(9Z))	CL(14:0/14:1(11Z)/14:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(9Z)/28:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h12,16,19,23,39-40,73-75,80H,5-11,13-15,17-18,20-22,24-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,40-39-/t73-,74+,75+/m0/s1	GZTCVBDFMXUIAA-MFCZTJKBSA-N	1431.019177			MMDBc0038649
BASm0025451	CL(14:0/14:1(11Z)/14:1(9Z)/30:0)	CL(14:0/14:1(11Z)/14:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/14:1(9Z)/30:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-26-22-18-14-10-6-2/h12,16,19,23,75-77,82H,5-11,13-15,17-18,20-22,24-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-/t75-,76+,77+/m0/s1	FJJNEHZRJRARTP-SJZBDGEZSA-N	1461.066127			MMDBc0038650
BASm0025452	CL(14:0/14:1(11Z)/15:0/23:1(11Z))	CL(14:0/14:1(11Z)/15:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/15:0/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,34-35,69-71,76H,5-11,13-15,17-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,35-34-/t69-,70+,71+/m0/s1	QDJAMPJUZTYGCZ-MGCRTOTLSA-N	1376.972227			MMDBc0038651
BASm0025453	CL(14:0/14:1(11Z)/15:0/23:1(9Z))	CL(14:0/14:1(11Z)/15:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/15:0/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,36-37,69-71,76H,5-11,13-15,17-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,37-36-/t69-,70+,71+/m0/s1	JFMPIXVOPHGVOJ-HWVDXPHHSA-N	1376.972227			MMDBc0038652
BASm0025454	CL(14:0/14:1(11Z)/15:0/25:0)	CL(14:0/14:1(11Z)/15:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/15:0/25:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,71-73,78H,5-11,13-15,17-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-/t71-,72+,73+/m0/s1	RMHLEHARAXREOK-RWZKMYKQSA-N	1407.019177			MMDBc0038653
BASm0025455	CL(14:0/14:1(11Z)/15:0/25:1(11Z))	CL(14:0/14:1(11Z)/15:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/15:0/25:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,36-37,71-73,78H,5-11,13-15,17-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,37-36-/t71-,72+,73+/m0/s1	MAMHCLNRYDDCPD-OSQPRCHKSA-N	1405.003527			MMDBc0038654
BASm0025456	CL(14:0/14:1(11Z)/15:0/25:1(9Z))	CL(14:0/14:1(11Z)/15:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/15:0/25:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,38-39,71-73,78H,5-11,13-15,17-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,39-38-/t71-,72+,73+/m0/s1	HZYCWYIUWPQOFS-QIMMVELHSA-N	1405.003527			MMDBc0038655
BASm0025457	CL(14:0/14:1(11Z)/15:0/27:0)	CL(14:0/14:1(11Z)/15:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/15:0/27:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,73-75,80H,5-11,13-15,17-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-/t73-,74+,75+/m0/s1	WGCPZWFEEKRRBT-FHGVFQOQSA-N	1435.050477			MMDBc0038656
BASm0025458	CL(14:0/14:1(11Z)/15:0/27:1(11Z))	CL(14:0/14:1(11Z)/15:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/15:0/27:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,38-39,73-75,80H,5-11,13-15,17-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,39-38-/t73-,74+,75+/m0/s1	PKNVFQXHABUAQS-HQUFNBOCSA-N	1433.034827			MMDBc0038657
BASm0025459	CL(14:0/14:1(11Z)/15:0/27:1(9Z))	CL(14:0/14:1(11Z)/15:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/15:0/27:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,40-41,73-75,80H,5-11,13-15,17-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,41-40-/t73-,74+,75+/m0/s1	XHWLSTREADMVSH-MQJYPYSESA-N	1433.034827			MMDBc0038658
BASm0025460	CL(14:0/14:1(11Z)/15:0/29:0)	CL(14:0/14:1(11Z)/15:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/15:0/29:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,75-77,82H,5-11,13-15,17-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-/t75-,76+,77+/m0/s1	TXIZGHWGNPJPBI-PBMCNPGVSA-N	1463.081778			MMDBc0038659
BASm0025461	CL(14:0/14:1(11Z)/15:1(11Z)/23:1(11Z))	CL(14:0/14:1(11Z)/15:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/15:1(11Z)/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,14,16,18,34-35,69-71,76H,5-11,13,15,17,19-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,18-14-,35-34-/t69-,70+,71+/m0/s1	ZBRHCEIDUSPISQ-NVYJFEKVSA-N	1374.956577			MMDBc0038660
BASm0025462	CL(14:0/14:1(11Z)/15:1(11Z)/23:1(9Z))	CL(14:0/14:1(11Z)/15:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/15:1(11Z)/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,14,16,18,36-37,69-71,76H,5-11,13,15,17,19-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,18-14-,37-36-/t69-,70+,71+/m0/s1	LMAQIZCZJSXARZ-YMASMJHGSA-N	1374.956577			MMDBc0038661
BASm0025463	CL(14:0/14:1(11Z)/15:1(11Z)/25:0)	CL(14:0/14:1(11Z)/15:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/15:1(11Z)/25:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,14,16,18,71-73,78H,5-11,13,15,17,19-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,18-14-/t71-,72+,73+/m0/s1	YENGORUQZFCBHG-YBTXNETRSA-N	1405.003527			MMDBc0038662
BASm0025464	CL(14:0/14:1(11Z)/15:1(11Z)/25:1(11Z))	CL(14:0/14:1(11Z)/15:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/15:1(11Z)/25:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,14,16,18,36-37,71-73,78H,5-11,13,15,17,19-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,18-14-,37-36-/t71-,72+,73+/m0/s1	VTSIABHPPMOHFI-JELQIFLESA-N	1402.987877			MMDBc0038663
BASm0025465	CL(14:0/14:1(11Z)/15:1(11Z)/25:1(9Z))	CL(14:0/14:1(11Z)/15:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/15:1(11Z)/25:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,14,16,18,38-39,71-73,78H,5-11,13,15,17,19-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,18-14-,39-38-/t71-,72+,73+/m0/s1	KDKDVHMLVCCIRF-NRAIFEDCSA-N	1402.987877			MMDBc0038664
BASm0025466	CL(14:0/14:1(11Z)/15:1(11Z)/27:0)	CL(14:0/14:1(11Z)/15:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/15:1(11Z)/27:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,14,16,18,73-75,80H,5-11,13,15,17,19-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,18-14-/t73-,74+,75+/m0/s1	LRQIZTRIECOWJZ-AJNNKSJCSA-N	1433.034827			MMDBc0038665
BASm0025467	CL(14:0/14:1(11Z)/15:1(11Z)/27:1(11Z))	CL(14:0/14:1(11Z)/15:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/15:1(11Z)/27:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,14,16,18,38-39,73-75,80H,5-11,13,15,17,19-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,18-14-,39-38-/t73-,74+,75+/m0/s1	AEELHGSDNDOHCT-LEOLNLQHSA-N	1431.019177			MMDBc0038666
BASm0025468	CL(14:0/14:1(11Z)/15:1(11Z)/27:1(9Z))	CL(14:0/14:1(11Z)/15:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/15:1(11Z)/27:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,14,16,18,40-41,73-75,80H,5-11,13,15,17,19-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,18-14-,41-40-/t73-,74+,75+/m0/s1	DQQFLEDUWCTCDG-CRAPKJEVSA-N	1431.019177			MMDBc0038667
BASm0025469	CL(14:0/14:1(11Z)/15:1(11Z)/29:0)	CL(14:0/14:1(11Z)/15:1(11Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/15:1(11Z)/29:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,14,16,18,75-77,82H,5-11,13,15,17,19-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,18-14-/t75-,76+,77+/m0/s1	OJNOKTQJHPYOOL-OGSSEZQFSA-N	1461.066127			MMDBc0038668
BASm0025470	CL(14:0/14:1(11Z)/15:1(9Z)/23:1(11Z))	CL(14:0/14:1(11Z)/15:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/15:1(9Z)/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,22,26,34-35,69-71,76H,5-11,13-15,17-21,23-25,27-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,26-22-,35-34-/t69-,70+,71+/m0/s1	IRFUYZJQCNEJRF-GLULHGBTSA-N	1374.956577			MMDBc0038669
BASm0025471	CL(14:0/14:1(11Z)/15:1(9Z)/23:1(9Z))	CL(14:0/14:1(11Z)/15:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/15:1(9Z)/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,22,26,36-37,69-71,76H,5-11,13-15,17-21,23-25,27-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,26-22-,37-36-/t69-,70+,71+/m0/s1	NBLUQBSCQZLVBF-WRJQZIGQSA-N	1374.956577			MMDBc0038670
BASm0025472	CL(14:0/14:1(11Z)/15:1(9Z)/25:0)	CL(14:0/14:1(11Z)/15:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/15:1(9Z)/25:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,22,26,71-73,78H,5-11,13-15,17-21,23-25,27-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,26-22-/t71-,72+,73+/m0/s1	HBTUTCHGALORQX-IUTXEKQISA-N	1405.003527			MMDBc0038671
BASm0025473	CL(14:0/14:1(11Z)/15:1(9Z)/25:1(11Z))	CL(14:0/14:1(11Z)/15:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/15:1(9Z)/25:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,22,26,36-37,71-73,78H,5-11,13-15,17-21,23-25,27-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,26-22-,37-36-/t71-,72+,73+/m0/s1	DMSVSTLIKBQHFF-UXHAZMRESA-N	1402.987877			MMDBc0038672
BASm0025474	CL(14:0/14:1(11Z)/15:1(9Z)/25:1(9Z))	CL(14:0/14:1(11Z)/15:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/15:1(9Z)/25:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,22,26,38-39,71-73,78H,5-11,13-15,17-21,23-25,27-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,26-22-,39-38-/t71-,72+,73+/m0/s1	CYPBKEFKLQVZEJ-LJXUZHMQSA-N	1402.987877			MMDBc0038673
BASm0025475	CL(14:0/14:1(11Z)/15:1(9Z)/27:0)	CL(14:0/14:1(11Z)/15:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/15:1(9Z)/27:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,22,26,73-75,80H,5-11,13-15,17-21,23-25,27-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,26-22-/t73-,74+,75+/m0/s1	FXHDTKJGBOKJTC-KTYPCJAASA-N	1433.034827			MMDBc0038674
BASm0025476	CL(14:0/14:1(11Z)/15:1(9Z)/27:1(11Z))	CL(14:0/14:1(11Z)/15:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/15:1(9Z)/27:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,22,26,38-39,73-75,80H,5-11,13-15,17-21,23-25,27-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,26-22-,39-38-/t73-,74+,75+/m0/s1	JBVWTGIWDGJLPA-PVQBLTEMSA-N	1431.019177			MMDBc0038675
BASm0025477	CL(14:0/14:1(11Z)/15:1(9Z)/27:1(9Z))	CL(14:0/14:1(11Z)/15:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/15:1(9Z)/27:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,22,26,40-41,73-75,80H,5-11,13-15,17-21,23-25,27-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,26-22-,41-40-/t73-,74+,75+/m0/s1	BNCWFWHSGRPMNX-OENXIXOYSA-N	1431.019177			MMDBc0038676
BASm0025478	CL(14:0/14:1(11Z)/15:1(9Z)/29:0)	CL(14:0/14:1(11Z)/15:1(9Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/15:1(9Z)/29:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,22,26,75-77,82H,5-11,13-15,17-21,23-25,27-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,26-22-/t75-,76+,77+/m0/s1	LILQRWNIDZHWTK-LUGGDZOZSA-N	1461.066127			MMDBc0038677
BASm0025479	CL(14:0/14:1(11Z)/16:0/16:0)	CL(14:0/14:1(11Z)/16:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:0/16:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of hexadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h12,16,63-65,70H,5-11,13-15,17-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-/t63-,64+,65+/m0/s1	ZFADKPAMOVQCSU-JXUBZHFOSA-N	1294.893977			MMDBc0038678
BASm0025480	CL(14:0/14:1(11Z)/16:0/16:1(11Z))	CL(14:0/14:1(11Z)/16:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:0/16:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h12,16,18,22,63-65,70H,5-11,13-15,17,19-21,23-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,22-18-/t63-,64+,65+/m0/s1	PEXQXGRHGXJMQF-OUGSINLGSA-N	1292.878327			MMDBc0038679
BASm0025481	CL(14:0/14:1(11Z)/16:0/16:1(9Z))	CL(14:0/14:1(11Z)/16:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:0/16:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h12,16,26,30,63-65,70H,5-11,13-15,17-25,27-29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,30-26-/t63-,64+,65+/m0/s1	VDGNASGJQGFPEP-VUSDQXCMSA-N	1292.878327			MMDBc0038680
BASm0025482	CL(14:0/14:1(11Z)/16:0/18:0)	CL(14:0/14:1(11Z)/16:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:0/18:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h12,16,65-67,72H,5-11,13-15,17-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-/t65-,66+,67+/m0/s1	HVTHIDQAYMVABO-JJVRYZMJSA-N	1322.925277			MMDBc0038681
BASm0025483	CL(14:0/14:1(11Z)/16:0/18:1(11Z))	CL(14:0/14:1(11Z)/16:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:0/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h12,16,25,29,65-67,72H,5-11,13-15,17-24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,29-25-/t65-,66+,67+/m0/s1	YBVUZFGCODCVAA-MHVVHDOFSA-N	1320.909627			MMDBc0038682
BASm0025484	CL(14:0/14:1(11Z)/16:0/18:1(9Z))	CL(14:0/14:1(11Z)/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:0/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h12,16,31-32,65-67,72H,5-11,13-15,17-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,32-31-/t65-,66+,67+/m0/s1	ZEZADGSCSCHRIR-KGWZQGDESA-N	1320.909627			MMDBc0038683
BASm0025485	CL(14:0/14:1(11Z)/16:0/20:0)	CL(14:0/14:1(11Z)/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:0/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h12,16,67-69,74H,5-11,13-15,17-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-/t67-,68+,69+/m0/s1	MBSQYXKZDDYGCI-IKKRQSDYSA-N	1350.956577			MMDBc0038684
BASm0025486	CL(14:0/14:1(11Z)/16:0/20:1(11Z))	CL(14:0/14:1(11Z)/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:0/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h12,16,31-32,67-69,74H,5-11,13-15,17-30,33-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,32-31-/t67-,68+,69+/m0/s1	QZCKPCAVWVYCGL-PTQFFLLSSA-N	1348.940927			MMDBc0038685
BASm0025487	CL(14:0/14:1(11Z)/16:0/20:1(13Z))	CL(14:0/14:1(11Z)/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:0/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h12,16,25,29,67-69,74H,5-11,13-15,17-24,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,29-25-/t67-,68+,69+/m0/s1	DCKLYYMFOQESJV-CRYQSICHSA-N	1348.940927			MMDBc0038686
BASm0025488	CL(14:0/14:1(11Z)/16:0/22:0)	CL(14:0/14:1(11Z)/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:0/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,69-71,76H,5-11,13-15,17-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-/t69-,70+,71+/m0/s1	GRISELOHJHIDAT-KOOSGXQVSA-N	1378.987877			MMDBc0038687
BASm0025489	CL(14:0/14:1(11Z)/16:0/22:1(11Z))	CL(14:0/14:1(11Z)/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:0/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,33-34,69-71,76H,5-11,13-15,17-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,34-33-/t69-,70+,71+/m0/s1	LYPJTSUWFVSASR-RWSBREATSA-N	1376.972227			MMDBc0038688
BASm0025490	CL(14:0/14:1(11Z)/16:0/22:1(9Z))	CL(14:0/14:1(11Z)/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:0/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,35-36,69-71,76H,5-11,13-15,17-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,36-35-/t69-,70+,71+/m0/s1	UVVJUYLESFQQJD-IZFNLBQISA-N	1376.972227			MMDBc0038689
BASm0025491	CL(14:0/14:1(11Z)/16:0/24:0)	CL(14:0/14:1(11Z)/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:0/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,71-73,78H,5-11,13-15,17-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-/t71-,72+,73+/m0/s1	UNRZURCGETVPOE-RWZKMYKQSA-N	1407.019177			MMDBc0038690
BASm0025492	CL(14:0/14:1(11Z)/16:0/24:1(11Z))	CL(14:0/14:1(11Z)/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:0/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,35-36,71-73,78H,5-11,13-15,17-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,36-35-/t71-,72+,73+/m0/s1	ONYNIRYLLMAGAY-SMKLDFSSSA-N	1405.003527			MMDBc0038691
BASm0025493	CL(14:0/14:1(11Z)/16:0/24:1(9Z))	CL(14:0/14:1(11Z)/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:0/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,37-38,71-73,78H,5-11,13-15,17-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,38-37-/t71-,72+,73+/m0/s1	DHAZYHGATDKUCF-WORGHIDHSA-N	1405.003527			MMDBc0038692
BASm0025494	CL(14:0/14:1(11Z)/16:0/26:0)	CL(14:0/14:1(11Z)/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:0/26:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,73-75,80H,5-11,13-15,17-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-/t73-,74+,75+/m0/s1	JGFZWDGJHNMCEC-FHGVFQOQSA-N	1435.050477			MMDBc0038693
BASm0025495	CL(14:0/14:1(11Z)/16:0/26:1(11Z))	CL(14:0/14:1(11Z)/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:0/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,36-37,73-75,80H,5-11,13-15,17-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,37-36-/t73-,74+,75+/m0/s1	VUHVYSMXYQZELI-OEAGWPDDSA-N	1433.034827			MMDBc0038694
BASm0025496	CL(14:0/14:1(11Z)/16:0/26:1(9Z))	CL(14:0/14:1(11Z)/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:0/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-42-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(96-79(84)66-62-58-54-50-45-28-24-20-16-12-8-4)70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3/h12,16,39-40,74-76,81H,5-11,13-15,17-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b16-12-,40-39-/t74-,75+,76+/m0/s1	FJYQZNZEIGGEIL-RWFMWNEBSA-N	1447.050477			MMDBc0038695
BASm0025497	CL(14:0/14:1(11Z)/16:0/28:0)	CL(14:0/14:1(11Z)/16:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:0/28:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,75-77,82H,5-11,13-15,17-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-/t75-,76+,77+/m0/s1	OXRVFUXNCDXYRM-PBMCNPGVSA-N	1463.081778			MMDBc0038696
BASm0025498	CL(14:0/14:1(11Z)/16:0/28:1(11Z))	CL(14:0/14:1(11Z)/16:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:0/28:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,38-39,75-77,82H,5-11,13-15,17-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,39-38-/t75-,76+,77+/m0/s1	ZHZMIXRMBUAGHN-NLUQZUGYSA-N	1461.066127			MMDBc0038697
BASm0025499	CL(14:0/14:1(11Z)/16:0/28:1(9Z))	CL(14:0/14:1(11Z)/16:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:0/28:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,40-41,75-77,82H,5-11,13-15,17-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,41-40-/t75-,76+,77+/m0/s1	FCRKCSLDCGNJAY-CNOLRANLSA-N	1461.066127			MMDBc0038698
BASm0025500	CL(14:0/14:1(11Z)/16:1(11Z)/16:1(11Z))	CL(14:0/14:1(11Z)/16:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(11Z)/16:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of (11Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h12,16-18,21-22,63-65,70H,5-11,13-15,19-20,23-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,21-17-,22-18-/t63-,64+,65+/m0/s1	ZTPJHCSSQFNZLQ-JIXBDQJRSA-N	1290.862677			MMDBc0038699
BASm0025501	CL(14:0/14:1(11Z)/16:1(11Z)/16:1(9Z))	CL(14:0/14:1(11Z)/16:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(11Z)/16:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h12,16-17,21,26,30,63-65,70H,5-11,13-15,18-20,22-25,27-29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,21-17-,30-26-/t63-,64+,65+/m0/s1	QSFAOZNIELDEFE-KYLCPURYSA-N	1290.862677			MMDBc0038700
BASm0025502	CL(14:0/14:1(11Z)/16:1(11Z)/18:0)	CL(14:0/14:1(11Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(11Z)/18:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h12,16,18,22,65-67,72H,5-11,13-15,17,19-21,23-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,22-18-/t65-,66+,67+/m0/s1	PHDBRYJMQXHIEU-UGNNJSFBSA-N	1320.909627			MMDBc0038701
BASm0025503	CL(14:0/14:1(11Z)/16:1(11Z)/18:1(11Z))	CL(14:0/14:1(11Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(11Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h12,16,18,22,25,29,65-67,72H,5-11,13-15,17,19-21,23-24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,22-18-,29-25-/t65-,66+,67+/m0/s1	FFQUYGBHNLGSGK-JCZSRRAZSA-N	1318.893977			MMDBc0038702
BASm0025504	CL(14:0/14:1(11Z)/16:1(11Z)/18:1(9Z))	CL(14:0/14:1(11Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(11Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h12,16,18,22,31-32,65-67,72H,5-11,13-15,17,19-21,23-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,22-18-,32-31-/t65-,66+,67+/m0/s1	MWDFYOGMILKBLD-ZXZJMVEGSA-N	1318.893977			MMDBc0038703
BASm0025505	CL(14:0/14:1(11Z)/16:1(11Z)/20:0)	CL(14:0/14:1(11Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(11Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h12,16,18,22,67-69,74H,5-11,13-15,17,19-21,23-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,22-18-/t67-,68+,69+/m0/s1	NLFMDJANZTTXCX-GLXILZGSSA-N	1348.940927			MMDBc0038704
BASm0025506	CL(14:0/14:1(11Z)/16:1(11Z)/20:1(11Z))	CL(14:0/14:1(11Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(11Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h12,16,18,22,31-32,67-69,74H,5-11,13-15,17,19-21,23-30,33-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,22-18-,32-31-/t67-,68+,69+/m0/s1	RFIUXJVBKCIJAH-ZPRMGVTOSA-N	1346.925277			MMDBc0038705
BASm0025507	CL(14:0/14:1(11Z)/16:1(11Z)/20:1(13Z))	CL(14:0/14:1(11Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(11Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h12,16,18,22,25,29,67-69,74H,5-11,13-15,17,19-21,23-24,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,22-18-,29-25-/t67-,68+,69+/m0/s1	PCQGVKXSEMTVAG-GDZNFMTNSA-N	1346.925277			MMDBc0038706
BASm0025508	CL(14:0/14:1(11Z)/16:1(11Z)/22:0)	CL(14:0/14:1(11Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(11Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,18,22,69-71,76H,5-11,13-15,17,19-21,23-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,22-18-/t69-,70+,71+/m0/s1	YPXQLUWBPCULTP-OYZKZGRYSA-N	1376.972227			MMDBc0038707
BASm0025509	CL(14:0/14:1(11Z)/16:1(11Z)/22:1(11Z))	CL(14:0/14:1(11Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(11Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,18,22,33-34,69-71,76H,5-11,13-15,17,19-21,23-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,22-18-,34-33-/t69-,70+,71+/m0/s1	XVYAPHNGIHHOQX-PKQOCFGXSA-N	1374.956577			MMDBc0038708
BASm0025510	CL(14:0/14:1(11Z)/16:1(11Z)/22:1(9Z))	CL(14:0/14:1(11Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(11Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,18,22,35-36,69-71,76H,5-11,13-15,17,19-21,23-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,22-18-,36-35-/t69-,70+,71+/m0/s1	ILVTXTWWGJGAEX-AICWKPSRSA-N	1374.956577			MMDBc0038709
BASm0025511	CL(14:0/14:1(11Z)/16:1(11Z)/24:0)	CL(14:0/14:1(11Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(11Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,18,22,71-73,78H,5-11,13-15,17,19-21,23-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,22-18-/t71-,72+,73+/m0/s1	GTAZIOYGBFCMRI-OPLCPECSSA-N	1405.003527			MMDBc0038710
BASm0025512	CL(14:0/14:1(11Z)/16:1(11Z)/24:1(11Z))	CL(14:0/14:1(11Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(11Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,18,22,35-36,71-73,78H,5-11,13-15,17,19-21,23-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,22-18-,36-35-/t71-,72+,73+/m0/s1	UXNWMGJQWVIGFK-WFSKREBLSA-N	1402.987877			MMDBc0038711
BASm0025513	CL(14:0/14:1(11Z)/16:1(11Z)/24:1(9Z))	CL(14:0/14:1(11Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(11Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,18,22,37-38,71-73,78H,5-11,13-15,17,19-21,23-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,22-18-,38-37-/t71-,72+,73+/m0/s1	QFGZHJOWRPEWSY-LWTKIWCQSA-N	1402.987877			MMDBc0038712
BASm0025514	CL(14:0/14:1(11Z)/16:1(11Z)/26:0)	CL(14:0/14:1(11Z)/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(11Z)/26:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,18,22,73-75,80H,5-11,13-15,17,19-21,23-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,22-18-/t73-,74+,75+/m0/s1	YQFPOFAAMVJPLJ-ASOIXJOOSA-N	1433.034827			MMDBc0038713
BASm0025515	CL(14:0/14:1(11Z)/16:1(11Z)/26:1(11Z))	CL(14:0/14:1(11Z)/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(11Z)/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,18,22,36-37,73-75,80H,5-11,13-15,17,19-21,23-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,22-18-,37-36-/t73-,74+,75+/m0/s1	CMYFNHHSZHXLEG-PTSNNPJKSA-N	1431.019177			MMDBc0038714
BASm0025516	CL(14:0/14:1(11Z)/16:1(11Z)/26:1(9Z))	CL(14:0/14:1(11Z)/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(11Z)/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-42-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(96-79(84)66-62-58-54-50-45-28-24-20-16-12-8-4)70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3/h12,16,18,22,39-40,74-76,81H,5-11,13-15,17,19-21,23-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b16-12-,22-18-,40-39-/t74-,75+,76+/m0/s1	LVRHJYVYZFKYPB-CYEJFRAXSA-N	1445.034827			MMDBc0038715
BASm0025517	CL(14:0/14:1(11Z)/16:1(11Z)/28:0)	CL(14:0/14:1(11Z)/16:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(11Z)/28:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,18,22,75-77,82H,5-11,13-15,17,19-21,23-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,22-18-/t75-,76+,77+/m0/s1	MNOZFZXEXXRSRB-OTFMIZQXSA-N	1461.066127			MMDBc0038716
BASm0025518	CL(14:0/14:1(11Z)/16:1(11Z)/28:1(11Z))	CL(14:0/14:1(11Z)/16:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(11Z)/28:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,18,22,38-39,75-77,82H,5-11,13-15,17,19-21,23-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,22-18-,39-38-/t75-,76+,77+/m0/s1	URTLUEQIWIPCMV-BUFYMTBESA-N	1459.050477			MMDBc0038717
BASm0025519	CL(14:0/14:1(11Z)/16:1(11Z)/28:1(9Z))	CL(14:0/14:1(11Z)/16:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(11Z)/28:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,18,22,40-41,75-77,82H,5-11,13-15,17,19-21,23-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,22-18-,41-40-/t75-,76+,77+/m0/s1	DTRZYGKDMUZZOE-BBASHZIASA-N	1459.050477			MMDBc0038718
BASm0025520	CL(14:0/14:1(11Z)/16:1(9Z)/16:1(11Z))	CL(14:0/14:1(11Z)/16:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(9Z)/16:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h12,16,18,22,25,29,63-65,70H,5-11,13-15,17,19-21,23-24,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,22-18-,29-25-/t63-,64+,65+/m0/s1	FTIIMIPRNIKIJO-YOCIZXQCSA-N	1290.862677			MMDBc0038719
BASm0025521	CL(14:0/14:1(11Z)/16:1(9Z)/16:1(9Z))	CL(14:0/14:1(11Z)/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(9Z)/16:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h12,16,25-26,29-30,63-65,70H,5-11,13-15,17-24,27-28,31-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,29-25-,30-26-/t63-,64+,65+/m0/s1	FZSIUSMADGOZQT-IXQZZWEOSA-N	1290.862677			MMDBc0038720
BASm0025522	CL(14:0/14:1(11Z)/16:1(9Z)/18:0)	CL(14:0/14:1(11Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(9Z)/18:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h12,16,26,30,65-67,72H,5-11,13-15,17-25,27-29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,30-26-/t65-,66+,67+/m0/s1	GGGAYYNJJUTJMG-HDEKURNXSA-N	1320.909627			MMDBc0038721
BASm0025523	CL(14:0/14:1(11Z)/16:1(9Z)/18:1(11Z))	CL(14:0/14:1(11Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(9Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h12,16,25-26,29-30,65-67,72H,5-11,13-15,17-24,27-28,31-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,29-25-,30-26-/t65-,66+,67+/m0/s1	NYBSMAJPFGLNSZ-MUUUPLFGSA-N	1318.893977			MMDBc0038722
BASm0025524	CL(14:0/14:1(11Z)/16:1(9Z)/18:1(9Z))	CL(14:0/14:1(11Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(9Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h12,16,26,30-32,65-67,72H,5-11,13-15,17-25,27-29,33-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,30-26-,32-31-/t65-,66+,67+/m0/s1	SEIWLGVUOBWBIG-LPQFZCTOSA-N	1318.893977			MMDBc0038723
BASm0025525	CL(14:0/14:1(11Z)/16:1(9Z)/20:0)	CL(14:0/14:1(11Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(9Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h12,16,26,30,67-69,74H,5-11,13-15,17-25,27-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,30-26-/t67-,68+,69+/m0/s1	VLJCYAGIKBPKOE-YAWSCTJXSA-N	1348.940927			MMDBc0038724
BASm0025526	CL(14:0/14:1(11Z)/16:1(9Z)/20:1(11Z))	CL(14:0/14:1(11Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(9Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h12,16,26,30-32,67-69,74H,5-11,13-15,17-25,27-29,33-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,30-26-,32-31-/t67-,68+,69+/m0/s1	DQNSUHQDCDDFAV-UQSMCENVSA-N	1346.925277			MMDBc0038725
BASm0025527	CL(14:0/14:1(11Z)/16:1(9Z)/20:1(13Z))	CL(14:0/14:1(11Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(9Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h12,16,25-26,29-30,67-69,74H,5-11,13-15,17-24,27-28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,29-25-,30-26-/t67-,68+,69+/m0/s1	IUXUDBQUGRXJFY-QXQZNBMISA-N	1346.925277			MMDBc0038726
BASm0025528	CL(14:0/14:1(11Z)/16:1(9Z)/22:0)	CL(14:0/14:1(11Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(9Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,26,30,69-71,76H,5-11,13-15,17-25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,30-26-/t69-,70+,71+/m0/s1	KBSPCPNOOBVFIL-ZMBUXJSPSA-N	1376.972227			MMDBc0038727
BASm0025529	CL(14:0/14:1(11Z)/16:1(9Z)/22:1(11Z))	CL(14:0/14:1(11Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(9Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,26,30,33-34,69-71,76H,5-11,13-15,17-25,27-29,31-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,30-26-,34-33-/t69-,70+,71+/m0/s1	LBZHPQGLEFEIRA-KPNBMTRDSA-N	1374.956577			MMDBc0038728
BASm0025530	CL(14:0/14:1(11Z)/16:1(9Z)/22:1(9Z))	CL(14:0/14:1(11Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(9Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,26,30,35-36,69-71,76H,5-11,13-15,17-25,27-29,31-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,30-26-,36-35-/t69-,70+,71+/m0/s1	OFMCHVQKHYUSNU-YVSJXYQHSA-N	1374.956577			MMDBc0038729
BASm0025531	CL(14:0/14:1(11Z)/16:1(9Z)/24:0)	CL(14:0/14:1(11Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(9Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,26,30,71-73,78H,5-11,13-15,17-25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,30-26-/t71-,72+,73+/m0/s1	LHHLFYKWKKOLMY-LXVJMGSWSA-N	1405.003527			MMDBc0038730
BASm0025532	CL(14:0/14:1(11Z)/16:1(9Z)/24:1(11Z))	CL(14:0/14:1(11Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(9Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,26,30,35-36,71-73,78H,5-11,13-15,17-25,27-29,31-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,30-26-,36-35-/t71-,72+,73+/m0/s1	URVGLZUZLVYPFT-GLBLSNBESA-N	1402.987877			MMDBc0038731
BASm0025533	CL(14:0/14:1(11Z)/16:1(9Z)/24:1(9Z))	CL(14:0/14:1(11Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(9Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,26,30,37-38,71-73,78H,5-11,13-15,17-25,27-29,31-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,30-26-,38-37-/t71-,72+,73+/m0/s1	BJUFNAJTVJMJMP-LIEANDHASA-N	1402.987877			MMDBc0038732
BASm0025534	CL(14:0/14:1(11Z)/16:1(9Z)/26:0)	CL(14:0/14:1(11Z)/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(9Z)/26:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,26,30,73-75,80H,5-11,13-15,17-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-/t73-,74+,75+/m0/s1	ZNDWHLRGAANORW-BTXITGRWSA-N	1433.034827			MMDBc0038733
BASm0025535	CL(14:0/14:1(11Z)/16:1(9Z)/26:1(11Z))	CL(14:0/14:1(11Z)/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(9Z)/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,26,30,36-37,73-75,80H,5-11,13-15,17-25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-,37-36-/t73-,74+,75+/m0/s1	RFRMOBABWLXSHE-VDXOQBSFSA-N	1431.019177			MMDBc0038734
BASm0025536	CL(14:0/14:1(11Z)/16:1(9Z)/26:1(9Z))	CL(14:0/14:1(11Z)/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(9Z)/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-42-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(96-79(84)66-62-58-54-50-45-28-24-20-16-12-8-4)70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3/h12,16,26,30,39-40,74-76,81H,5-11,13-15,17-25,27-29,31-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b16-12-,30-26-,40-39-/t74-,75+,76+/m0/s1	SICDPIPKLAMRJQ-IJYBIJBZSA-N	1445.034827			MMDBc0038735
BASm0025537	CL(14:0/14:1(11Z)/16:1(9Z)/28:0)	CL(14:0/14:1(11Z)/16:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(9Z)/28:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,26,30,75-77,82H,5-11,13-15,17-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-/t75-,76+,77+/m0/s1	JJVFPBOAOYTLBD-BCPLXVCJSA-N	1461.066127			MMDBc0038736
BASm0025538	CL(14:0/14:1(11Z)/16:1(9Z)/28:1(11Z))	CL(14:0/14:1(11Z)/16:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(9Z)/28:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,26,30,38-39,75-77,82H,5-11,13-15,17-25,27-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,39-38-/t75-,76+,77+/m0/s1	DRKCOMVABQADPL-RGHKDOOYSA-N	1459.050477			MMDBc0038737
BASm0025539	CL(14:0/14:1(11Z)/16:1(9Z)/28:1(9Z))	CL(14:0/14:1(11Z)/16:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/16:1(9Z)/28:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,26,30,40-41,75-77,82H,5-11,13-15,17-25,27-29,31-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,41-40-/t75-,76+,77+/m0/s1	GPHGLZYWNYGVSD-RQKLJCMCSA-N	1459.050477			MMDBc0038738
BASm0025540	CL(14:0/14:1(11Z)/18:0/18:0)	CL(14:0/14:1(11Z)/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:0/18:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h12,16,67-69,74H,5-11,13-15,17-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-/t67-,68+,69+/m0/s1	KUXGIPWMJULFDE-IKKRQSDYSA-N	1350.956577			MMDBc0038739
BASm0025541	CL(14:0/14:1(11Z)/18:0/18:1(11Z))	CL(14:0/14:1(11Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:0/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h12,16,26,30,67-69,74H,5-11,13-15,17-25,27-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,30-26-/t67-,68+,69+/m0/s1	FRTFVICMKOWMOT-YAWSCTJXSA-N	1348.940927			MMDBc0038740
BASm0025542	CL(14:0/14:1(11Z)/18:0/18:1(9Z))	CL(14:0/14:1(11Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:0/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h12,16,32,34,67-69,74H,5-11,13-15,17-31,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,34-32-/t67-,68+,69+/m0/s1	AXAQTMFBGLMDSJ-VQZMJVNQSA-N	1348.940927			MMDBc0038741
BASm0025543	CL(14:0/14:1(11Z)/18:0/20:0)	CL(14:0/14:1(11Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:0/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,69-71,76H,5-11,13-15,17-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-/t69-,70+,71+/m0/s1	KLAORQXANQDQHQ-KOOSGXQVSA-N	1378.987877			MMDBc0038742
BASm0025544	CL(14:0/14:1(11Z)/18:0/20:1(11Z))	CL(14:0/14:1(11Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:0/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,31,33,69-71,76H,5-11,13-15,17-30,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,33-31-/t69-,70+,71+/m0/s1	RRKGAXWCVQRDFW-CVDPRNNUSA-N	1376.972227			MMDBc0038743
BASm0025545	CL(14:0/14:1(11Z)/18:0/20:1(13Z))	CL(14:0/14:1(11Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:0/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,25,29,69-71,76H,5-11,13-15,17-24,26-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,29-25-/t69-,70+,71+/m0/s1	YUHGISMKNPDKSE-NEANRQHKSA-N	1376.972227			MMDBc0038744
BASm0025546	CL(14:0/14:1(11Z)/18:0/22:0)	CL(14:0/14:1(11Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:0/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,71-73,78H,5-11,13-15,17-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-/t71-,72+,73+/m0/s1	RCHBISOZSSGXEF-RWZKMYKQSA-N	1407.019177			MMDBc0038745
BASm0025547	CL(14:0/14:1(11Z)/18:0/22:1(11Z))	CL(14:0/14:1(11Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:0/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,34-35,71-73,78H,5-11,13-15,17-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,35-34-/t71-,72+,73+/m0/s1	AZXHNODMEZRDBD-ZONZOCJMSA-N	1405.003527			MMDBc0038746
BASm0025548	CL(14:0/14:1(11Z)/18:0/22:1(9Z))	CL(14:0/14:1(11Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:0/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,36,38,71-73,78H,5-11,13-15,17-35,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,38-36-/t71-,72+,73+/m0/s1	MECJNZPXEQPPQX-KQTBDCOGSA-N	1405.003527			MMDBc0038747
BASm0025549	CL(14:0/14:1(11Z)/18:0/24:0)	CL(14:0/14:1(11Z)/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:0/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,73-75,80H,5-11,13-15,17-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-/t73-,74+,75+/m0/s1	GJICHKBLPKEGHL-FHGVFQOQSA-N	1435.050477			MMDBc0038748
BASm0025550	CL(14:0/14:1(11Z)/18:0/24:1(11Z))	CL(14:0/14:1(11Z)/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:0/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,36-37,73-75,80H,5-11,13-15,17-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,37-36-/t73-,74+,75+/m0/s1	KBHFMMRHMLCHLO-OEAGWPDDSA-N	1433.034827			MMDBc0038749
BASm0025551	CL(14:0/14:1(11Z)/18:0/24:1(9Z))	CL(14:0/14:1(11Z)/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:0/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,38,40,73-75,80H,5-11,13-15,17-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,40-38-/t73-,74+,75+/m0/s1	YPKHILHUKMAITR-CCJUHWNTSA-N	1433.034827			MMDBc0038750
BASm0025552	CL(14:0/14:1(11Z)/18:0/26:0)	CL(14:0/14:1(11Z)/18:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:0/26:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,75-77,82H,5-11,13-15,17-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-/t75-,76+,77+/m0/s1	LJCKDTVPLGUMPU-PBMCNPGVSA-N	1463.081778			MMDBc0038751
BASm0025553	CL(14:0/14:1(11Z)/18:0/26:1(11Z))	CL(14:0/14:1(11Z)/18:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:0/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,37-38,75-77,82H,5-11,13-15,17-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,38-37-/t75-,76+,77+/m0/s1	ILRNMZSDJIVGQP-DIALPWQLSA-N	1461.066127			MMDBc0038752
BASm0025554	CL(14:0/14:1(11Z)/18:0/26:1(9Z))	CL(14:0/14:1(11Z)/18:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:0/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-41-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-42-32-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3/h12,16,40-41,76-78,83H,5-11,13-15,17-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b16-12-,41-40-/t76-,77+,78+/m0/s1	HNQZFPGJSGPCDQ-NTZQXOKXSA-N	1475.081778			MMDBc0038753
BASm0025555	CL(14:0/14:1(11Z)/18:1(11Z)/18:1(11Z))	CL(14:0/14:1(11Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(11Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h12,16,25-26,29-30,67-69,74H,5-11,13-15,17-24,27-28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,29-25-,30-26-/t67-,68+,69+/m0/s1	ZZICWJTZVDRZLP-QXQZNBMISA-N	1346.925277			MMDBc0038754
BASm0025556	CL(14:0/14:1(11Z)/18:1(11Z)/18:1(9Z))	CL(14:0/14:1(11Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(11Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h12,16,25,29,32,34,67-69,74H,5-11,13-15,17-24,26-28,30-31,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,29-25-,34-32-/t67-,68+,69+/m0/s1	YIRARJRRIRSJLZ-PFSHPLRVSA-N	1346.925277			MMDBc0038755
BASm0025557	CL(14:0/14:1(11Z)/18:1(11Z)/20:0)	CL(14:0/14:1(11Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(11Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,26,30,69-71,76H,5-11,13-15,17-25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,30-26-/t69-,70+,71+/m0/s1	PZFZJOPJAHJHNH-ZMBUXJSPSA-N	1376.972227			MMDBc0038756
BASm0025558	CL(14:0/14:1(11Z)/18:1(11Z)/20:1(11Z))	CL(14:0/14:1(11Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(11Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,26,30-31,33,69-71,76H,5-11,13-15,17-25,27-29,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,30-26-,33-31-/t69-,70+,71+/m0/s1	AKHSYFAUTZDHHW-AGHUONHZSA-N	1374.956577			MMDBc0038757
BASm0025559	CL(14:0/14:1(11Z)/18:1(11Z)/20:1(13Z))	CL(14:0/14:1(11Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(11Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,25-26,29-30,69-71,76H,5-11,13-15,17-24,27-28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,29-25-,30-26-/t69-,70+,71+/m0/s1	HXCIQLZKFAOAHQ-ZMCNYJJFSA-N	1374.956577			MMDBc0038758
BASm0025560	CL(14:0/14:1(11Z)/18:1(11Z)/22:0)	CL(14:0/14:1(11Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(11Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,26,30,71-73,78H,5-11,13-15,17-25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,30-26-/t71-,72+,73+/m0/s1	DFHWJCZGBDMHIY-LXVJMGSWSA-N	1405.003527			MMDBc0038759
BASm0025561	CL(14:0/14:1(11Z)/18:1(11Z)/22:1(11Z))	CL(14:0/14:1(11Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(11Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,26,30,34-35,71-73,78H,5-11,13-15,17-25,27-29,31-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,30-26-,35-34-/t71-,72+,73+/m0/s1	UWCBSUDLJUTITQ-LSSXXOHBSA-N	1402.987877			MMDBc0038760
BASm0025562	CL(14:0/14:1(11Z)/18:1(11Z)/22:1(9Z))	CL(14:0/14:1(11Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(11Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,26,30,36,38,71-73,78H,5-11,13-15,17-25,27-29,31-35,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,30-26-,38-36-/t71-,72+,73+/m0/s1	STSDTGZYCIBZPS-ZLQIWEGZSA-N	1402.987877			MMDBc0038761
BASm0025563	CL(14:0/14:1(11Z)/18:1(11Z)/24:0)	CL(14:0/14:1(11Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(11Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,26,30,73-75,80H,5-11,13-15,17-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-/t73-,74+,75+/m0/s1	QFBQTOZZZKCOAL-BTXITGRWSA-N	1433.034827			MMDBc0038762
BASm0025564	CL(14:0/14:1(11Z)/18:1(11Z)/24:1(11Z))	CL(14:0/14:1(11Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(11Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,26,30,36-37,73-75,80H,5-11,13-15,17-25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-,37-36-/t73-,74+,75+/m0/s1	OSEGAJGVIOIGDP-VDXOQBSFSA-N	1431.019177			MMDBc0038763
BASm0025565	CL(14:0/14:1(11Z)/18:1(11Z)/24:1(9Z))	CL(14:0/14:1(11Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(11Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,26,30,38,40,73-75,80H,5-11,13-15,17-25,27-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-,40-38-/t73-,74+,75+/m0/s1	NFCYAGZJNYDIKS-PYKIDWSZSA-N	1431.019177			MMDBc0038764
BASm0025566	CL(14:0/14:1(11Z)/18:1(11Z)/26:0)	CL(14:0/14:1(11Z)/18:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(11Z)/26:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,26,30,75-77,82H,5-11,13-15,17-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-/t75-,76+,77+/m0/s1	UFCCDVFFJKONJW-BCPLXVCJSA-N	1461.066127			MMDBc0038765
BASm0025567	CL(14:0/14:1(11Z)/18:1(11Z)/26:1(11Z))	CL(14:0/14:1(11Z)/18:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(11Z)/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,26,30,37-38,75-77,82H,5-11,13-15,17-25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,38-37-/t75-,76+,77+/m0/s1	KGYGLQXGIFVKRP-VPRYBHCISA-N	1459.050477			MMDBc0038766
BASm0025568	CL(14:0/14:1(11Z)/18:1(11Z)/26:1(9Z))	CL(14:0/14:1(11Z)/18:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(11Z)/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-41-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-42-32-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3/h12,16,26,30,40-41,76-78,83H,5-11,13-15,17-25,27-29,31-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b16-12-,30-26-,41-40-/t76-,77+,78+/m0/s1	UFQLKZYWHVHJQD-VMSWLBOSSA-N	1473.066127			MMDBc0038767
BASm0025569	CL(14:0/14:1(11Z)/18:1(9Z)/18:1(11Z))	CL(14:0/14:1(11Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(9Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h12,16,26,30-31,33,67-69,74H,5-11,13-15,17-25,27-29,32,34-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,30-26-,33-31-/t67-,68+,69+/m0/s1	RNISTQPKSSZSGG-ZYBWTRFDSA-N	1346.925277			MMDBc0038768
BASm0025570	CL(14:0/14:1(11Z)/18:1(9Z)/18:1(9Z))	CL(14:0/14:1(11Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(9Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h12,16,31-34,67-69,74H,5-11,13-15,17-30,35-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,33-31-,34-32-/t67-,68+,69+/m0/s1	YIGRPKYSXMCGJG-JMMVXKLTSA-N	1346.925277			MMDBc0038769
BASm0025571	CL(14:0/14:1(11Z)/18:1(9Z)/20:0)	CL(14:0/14:1(11Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(9Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,32,35,69-71,76H,5-11,13-15,17-31,33-34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,35-32-/t69-,70+,71+/m0/s1	IJUQFAAEAGXHLA-BOWWOTSRSA-N	1376.972227			MMDBc0038770
BASm0025572	CL(14:0/14:1(11Z)/18:1(9Z)/20:1(11Z))	CL(14:0/14:1(11Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(9Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,31-33,35,69-71,76H,5-11,13-15,17-30,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,33-31-,35-32-/t69-,70+,71+/m0/s1	FLDOARMSQQJTAK-UFXQXWPSSA-N	1374.956577			MMDBc0038771
BASm0025573	CL(14:0/14:1(11Z)/18:1(9Z)/20:1(13Z))	CL(14:0/14:1(11Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(9Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,25,29,32,35,69-71,76H,5-11,13-15,17-24,26-28,30-31,33-34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,29-25-,35-32-/t69-,70+,71+/m0/s1	CXALGPNRCHCVJN-BNHOTAQXSA-N	1374.956577			MMDBc0038772
BASm0025574	CL(14:0/14:1(11Z)/18:1(9Z)/22:0)	CL(14:0/14:1(11Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(9Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,32,37,71-73,78H,5-11,13-15,17-31,33-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,37-32-/t71-,72+,73+/m0/s1	PYJYNGKECKKPRV-UBRKLBGMSA-N	1405.003527			MMDBc0038773
BASm0025575	CL(14:0/14:1(11Z)/18:1(9Z)/22:1(11Z))	CL(14:0/14:1(11Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(9Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,32,34-35,37,71-73,78H,5-11,13-15,17-31,33,36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,35-34-,37-32-/t71-,72+,73+/m0/s1	TVRDSPQUJMVBNW-JXGHNNOOSA-N	1402.987877			MMDBc0038774
BASm0025576	CL(14:0/14:1(11Z)/18:1(9Z)/22:1(9Z))	CL(14:0/14:1(11Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(9Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,32,36-38,71-73,78H,5-11,13-15,17-31,33-35,39-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,37-32-,38-36-/t71-,72+,73+/m0/s1	GHSZKFZSGDPHBH-YTEPYADSSA-N	1402.987877			MMDBc0038775
BASm0025577	CL(14:0/14:1(11Z)/18:1(9Z)/24:0)	CL(14:0/14:1(11Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(9Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,32,39,73-75,80H,5-11,13-15,17-31,33-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,39-32-/t73-,74+,75+/m0/s1	FZMVVCXJUHYKNI-XRJGLZTMSA-N	1433.034827			MMDBc0038776
BASm0025578	CL(14:0/14:1(11Z)/18:1(9Z)/24:1(11Z))	CL(14:0/14:1(11Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(9Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,32,36-37,39,73-75,80H,5-11,13-15,17-31,33-35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,37-36-,39-32-/t73-,74+,75+/m0/s1	JODGTRRISLPMEW-BAINNYAYSA-N	1431.019177			MMDBc0038777
BASm0025579	CL(14:0/14:1(11Z)/18:1(9Z)/24:1(9Z))	CL(14:0/14:1(11Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(9Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,32,38-40,73-75,80H,5-11,13-15,17-31,33-37,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,39-32-,40-38-/t73-,74+,75+/m0/s1	MEBAOKYBURJZJW-AEYIZZSWSA-N	1431.019177			MMDBc0038778
BASm0025580	CL(14:0/14:1(11Z)/18:1(9Z)/26:0)	CL(14:0/14:1(11Z)/18:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(9Z)/26:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,32,41,75-77,82H,5-11,13-15,17-31,33-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,41-32-/t75-,76+,77+/m0/s1	SSKMNOXIXYKDIH-PLWRAYNSSA-N	1461.066127			MMDBc0038779
BASm0025581	CL(14:0/14:1(11Z)/18:1(9Z)/26:1(11Z))	CL(14:0/14:1(11Z)/18:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(9Z)/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,32,37-38,41,75-77,82H,5-11,13-15,17-31,33-36,39-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,38-37-,41-32-/t75-,76+,77+/m0/s1	UIVZQKFYVBXDFM-IBRMZJTCSA-N	1459.050477			MMDBc0038780
BASm0025582	CL(14:0/14:1(11Z)/18:1(9Z)/26:1(9Z))	CL(14:0/14:1(11Z)/18:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/18:1(9Z)/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-41-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-42-32-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3/h12,16,32,40-42,76-78,83H,5-11,13-15,17-31,33-39,43-75H2,1-4H3,(H,88,89)(H,90,91)/b16-12-,41-40-,42-32-/t76-,77+,78+/m0/s1	UPOIOLLKTYDMHS-BEDOGVNLSA-N	1473.066127			MMDBc0038781
BASm0025583	CL(14:0/14:1(11Z)/20:0/20:0)	CL(14:0/14:1(11Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/20:0/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,71-73,78H,5-11,13-15,17-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-/t71-,72+,73+/m0/s1	DYRYDYJJJJAHCG-RWZKMYKQSA-N	1407.019177			MMDBc0038782
BASm0025584	CL(14:0/14:1(11Z)/20:0/20:1(11Z))	CL(14:0/14:1(11Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/20:0/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,32,34,71-73,78H,5-11,13-15,17-31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,34-32-/t71-,72+,73+/m0/s1	ONRZKTFEKJUHAP-BFEQCRHSSA-N	1405.003527			MMDBc0038783
BASm0025585	CL(14:0/14:1(11Z)/20:0/20:1(13Z))	CL(14:0/14:1(11Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/20:0/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,26,30,71-73,78H,5-11,13-15,17-25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,30-26-/t71-,72+,73+/m0/s1	BGQKAFLUAPKJRC-LXVJMGSWSA-N	1405.003527			MMDBc0038784
BASm0025586	CL(14:0/14:1(11Z)/20:0/22:0)	CL(14:0/14:1(11Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/20:0/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,73-75,80H,5-11,13-15,17-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-/t73-,74+,75+/m0/s1	MZAMLNVKEZDBFQ-FHGVFQOQSA-N	1435.050477			MMDBc0038785
BASm0025587	CL(14:0/14:1(11Z)/20:0/22:1(11Z))	CL(14:0/14:1(11Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/20:0/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,35-36,73-75,80H,5-11,13-15,17-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,36-35-/t73-,74+,75+/m0/s1	GVODGWDALZUWGK-YKKXSELESA-N	1433.034827			MMDBc0038786
BASm0025588	CL(14:0/14:1(11Z)/20:0/22:1(9Z))	CL(14:0/14:1(11Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/20:0/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,38,40,73-75,80H,5-11,13-15,17-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,40-38-/t73-,74+,75+/m0/s1	XDDPXIWSECLERF-CCJUHWNTSA-N	1433.034827			MMDBc0038787
BASm0025589	CL(14:0/14:1(11Z)/20:0/24:0)	CL(14:0/14:1(11Z)/20:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/20:0/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,75-77,82H,5-11,13-15,17-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-/t75-,76+,77+/m0/s1	OBPAMYBDJHPYCG-PBMCNPGVSA-N	1463.081778			MMDBc0038788
BASm0025590	CL(14:0/14:1(11Z)/20:0/24:1(11Z))	CL(14:0/14:1(11Z)/20:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/20:0/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,37-38,75-77,82H,5-11,13-15,17-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,38-37-/t75-,76+,77+/m0/s1	MWMYXWPJESJJEM-DIALPWQLSA-N	1461.066127			MMDBc0038789
BASm0025591	CL(14:0/14:1(11Z)/20:0/24:1(9Z))	CL(14:0/14:1(11Z)/20:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/20:0/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,40,42,75-77,82H,5-11,13-15,17-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,42-40-/t75-,76+,77+/m0/s1	NRDMLHWVSZWDBT-CCFCKYTESA-N	1461.066127			MMDBc0038790
BASm0025592	CL(14:0/14:1(11Z)/20:1(11Z)/20:1(11Z))	CL(14:0/14:1(11Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/20:1(11Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,31-34,71-73,78H,5-11,13-15,17-30,35-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,33-31-,34-32-/t71-,72+,73+/m0/s1	FGJBJKXYYWAPNT-HCOYXIHESA-N	1402.987877			MMDBc0038791
BASm0025593	CL(14:0/14:1(11Z)/20:1(11Z)/20:1(13Z))	CL(14:0/14:1(11Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/20:1(11Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,26,30-31,33,71-73,78H,5-11,13-15,17-25,27-29,32,34-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,30-26-,33-31-/t71-,72+,73+/m0/s1	DVWZIFMYSXHNNT-PIHHHWTMSA-N	1402.987877			MMDBc0038792
BASm0025594	CL(14:0/14:1(11Z)/20:1(11Z)/22:0)	CL(14:0/14:1(11Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/20:1(11Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,32,34,73-75,80H,5-11,13-15,17-31,33,35-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,34-32-/t73-,74+,75+/m0/s1	MFLYVCHBQFRSNU-VNGKRUQESA-N	1433.034827			MMDBc0038793
BASm0025595	CL(14:0/14:1(11Z)/20:1(11Z)/22:1(11Z))	CL(14:0/14:1(11Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/20:1(11Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,32,34-36,73-75,80H,5-11,13-15,17-31,33,37-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,34-32-,36-35-/t73-,74+,75+/m0/s1	VMGKWQROGZNEMR-OZPIGYOVSA-N	1431.019177			MMDBc0038794
BASm0025596	CL(14:0/14:1(11Z)/20:1(11Z)/22:1(9Z))	CL(14:0/14:1(11Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/20:1(11Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,32,34,38,40,73-75,80H,5-11,13-15,17-31,33,35-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,34-32-,40-38-/t73-,74+,75+/m0/s1	ANYUMUAKXBEIRB-LXPYPTLISA-N	1431.019177			MMDBc0038795
BASm0025597	CL(14:0/14:1(11Z)/20:1(11Z)/24:0)	CL(14:0/14:1(11Z)/20:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/20:1(11Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,32,34,75-77,82H,5-11,13-15,17-31,33,35-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,34-32-/t75-,76+,77+/m0/s1	ALSGZEFTGOTVIV-FMMUKOMQSA-N	1461.066127			MMDBc0038796
BASm0025598	CL(14:0/14:1(11Z)/20:1(11Z)/24:1(11Z))	CL(14:0/14:1(11Z)/20:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/20:1(11Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,32,34,37-38,75-77,82H,5-11,13-15,17-31,33,35-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,34-32-,38-37-/t75-,76+,77+/m0/s1	JJWUKWFTLPFDOF-LZUKZUPKSA-N	1459.050477			MMDBc0038797
BASm0025599	CL(14:0/14:1(11Z)/20:1(11Z)/24:1(9Z))	CL(14:0/14:1(11Z)/20:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/20:1(11Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,32,34,40,42,75-77,82H,5-11,13-15,17-31,33,35-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,34-32-,42-40-/t75-,76+,77+/m0/s1	SOOLAPDUPSFALZ-RAPMKOHBSA-N	1459.050477			MMDBc0038798
BASm0025600	CL(14:0/14:1(11Z)/20:1(13Z)/20:1(11Z))	CL(14:0/14:1(11Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/20:1(13Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,25,29,32,34,71-73,78H,5-11,13-15,17-24,26-28,30-31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,29-25-,34-32-/t71-,72+,73+/m0/s1	WXPADFCYHGTNNM-KIEAIHRHSA-N	1402.987877			MMDBc0038799
BASm0025601	CL(14:0/14:1(11Z)/20:1(13Z)/20:1(13Z))	CL(14:0/14:1(11Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/20:1(13Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,25-26,29-30,71-73,78H,5-11,13-15,17-24,27-28,31-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,29-25-,30-26-/t71-,72+,73+/m0/s1	UEOFSJHKNCMOHM-ZGCNYZKBSA-N	1402.987877			MMDBc0038800
BASm0025602	CL(14:0/14:1(11Z)/20:1(13Z)/22:0)	CL(14:0/14:1(11Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/20:1(13Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,26,30,73-75,80H,5-11,13-15,17-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-/t73-,74+,75+/m0/s1	ISTOVHALFFAYPO-BTXITGRWSA-N	1433.034827			MMDBc0038801
BASm0025603	CL(14:0/14:1(11Z)/20:1(13Z)/22:1(11Z))	CL(14:0/14:1(11Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/20:1(13Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,26,30,35-36,73-75,80H,5-11,13-15,17-25,27-29,31-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-,36-35-/t73-,74+,75+/m0/s1	BDDLNHNMEMYBHJ-LXRNBUEMSA-N	1431.019177			MMDBc0038802
BASm0025604	CL(14:0/14:1(11Z)/20:1(13Z)/22:1(9Z))	CL(14:0/14:1(11Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/20:1(13Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,26,30,38,40,73-75,80H,5-11,13-15,17-25,27-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-,40-38-/t73-,74+,75+/m0/s1	BTIWEYDVTMPYCF-PYKIDWSZSA-N	1431.019177			MMDBc0038803
BASm0025605	CL(14:0/14:1(11Z)/20:1(13Z)/24:0)	CL(14:0/14:1(11Z)/20:1(13Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/20:1(13Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,26,30,75-77,82H,5-11,13-15,17-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-/t75-,76+,77+/m0/s1	KJQZWHQTCKHFQU-BCPLXVCJSA-N	1461.066127			MMDBc0038804
BASm0025606	CL(14:0/14:1(11Z)/20:1(13Z)/24:1(11Z))	CL(14:0/14:1(11Z)/20:1(13Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/20:1(13Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,26,30,37-38,75-77,82H,5-11,13-15,17-25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,38-37-/t75-,76+,77+/m0/s1	MBVHKXJNOVNBAY-VPRYBHCISA-N	1459.050477			MMDBc0038805
BASm0025607	CL(14:0/14:1(11Z)/20:1(13Z)/24:1(9Z))	CL(14:0/14:1(11Z)/20:1(13Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/20:1(13Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,26,30,40,42,75-77,82H,5-11,13-15,17-25,27-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,42-40-/t75-,76+,77+/m0/s1	VROWVVOCNYFHDE-YSSVHCNJSA-N	1459.050477			MMDBc0038806
BASm0025608	CL(14:0/14:1(11Z)/22:0/22:0)	CL(14:0/14:1(11Z)/22:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/22:0/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of docosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,75-77,82H,5-11,13-15,17-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-/t75-,76+,77+/m0/s1	KWPNYFZNMGUROD-PBMCNPGVSA-N	1463.081778			MMDBc0038807
BASm0025609	CL(14:0/14:1(11Z)/22:0/22:1(11Z))	CL(14:0/14:1(11Z)/22:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/22:0/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,36,38,75-77,82H,5-11,13-15,17-35,37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,38-36-/t75-,76+,77+/m0/s1	LJWGOZFTJKONNI-ARHSEOCRSA-N	1461.066127			MMDBc0038808
BASm0025610	CL(14:0/14:1(11Z)/22:0/22:1(9Z))	CL(14:0/14:1(11Z)/22:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/22:0/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,40,42,75-77,82H,5-11,13-15,17-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,42-40-/t75-,76+,77+/m0/s1	CJWMUCAJYJPJPQ-CCFCKYTESA-N	1461.066127			MMDBc0038809
BASm0025611	CL(14:0/14:1(11Z)/22:1(11Z)/22:1(11Z))	CL(14:0/14:1(11Z)/22:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/22:1(11Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of (11Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,35-38,75-77,82H,5-11,13-15,17-34,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,37-35-,38-36-/t75-,76+,77+/m0/s1	IWVJTXIJTAXTPD-VMPDUKJESA-N	1459.050477			MMDBc0038810
BASm0025612	CL(14:0/14:1(11Z)/22:1(11Z)/22:1(9Z))	CL(14:0/14:1(11Z)/22:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/22:1(11Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,35,37,40,42,75-77,82H,5-11,13-15,17-34,36,38-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,37-35-,42-40-/t75-,76+,77+/m0/s1	VRGZFIPLRPVHEC-XCOIBWPKSA-N	1459.050477			MMDBc0038811
BASm0025613	CL(14:0/14:1(11Z)/22:1(9Z)/22:1(11Z))	CL(14:0/14:1(11Z)/22:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/22:1(9Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,36,38-39,41,75-77,82H,5-11,13-15,17-35,37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,38-36-,41-39-/t75-,76+,77+/m0/s1	YYINZFHCUWWBCW-PMQQQIJWSA-N	1459.050477			MMDBc0038812
BASm0025614	CL(14:0/14:1(11Z)/22:1(9Z)/22:1(9Z))	CL(14:0/14:1(11Z)/22:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(11Z)/22:1(9Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, two chains of (9Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,39-42,75-77,82H,5-11,13-15,17-38,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,41-39-,42-40-/t75-,76+,77+/m0/s1	BTQAOOFBLFHFOP-ACVKTRJESA-N	1459.050477			MMDBc0038813
BASm0025615	CL(14:0/14:1(9Z)/14:1(11Z)/18:0)	CL(14:0/14:1(9Z)/14:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(11Z)/18:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h11,15,20,24,63-65,70H,5-10,12-14,16-19,21-23,25-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,24-20-/t63-,64+,65+/m0/s1	BRGPVMQTBGVKFK-JDIWFLDISA-N	1292.878327			MMDBc0038814
BASm0025616	CL(14:0/14:1(9Z)/14:1(11Z)/18:1(11Z))	CL(14:0/14:1(9Z)/14:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(11Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h11,15,20,24-25,29,63-65,70H,5-10,12-14,16-19,21-23,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,24-20-,29-25-/t63-,64+,65+/m0/s1	AUBBYLPVBBDQKB-JRJSAMCPSA-N	1290.862677			MMDBc0038815
BASm0025617	CL(14:0/14:1(9Z)/14:1(11Z)/18:1(9Z))	CL(14:0/14:1(9Z)/14:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(11Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h11,15,20,24,30-31,63-65,70H,5-10,12-14,16-19,21-23,25-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,24-20-,31-30-/t63-,64+,65+/m0/s1	IWDLOAALWDQMSK-GECWBVAOSA-N	1290.862677			MMDBc0038816
BASm0025618	CL(14:0/14:1(9Z)/14:1(11Z)/20:0)	CL(14:0/14:1(9Z)/14:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(11Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h11,15,20,24,65-67,72H,5-10,12-14,16-19,21-23,25-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,24-20-/t65-,66+,67+/m0/s1	AZFDSFOHDZINBM-NLODAOPYSA-N	1320.909627			MMDBc0038817
BASm0025619	CL(14:0/14:1(9Z)/14:1(11Z)/20:1(11Z))	CL(14:0/14:1(9Z)/14:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(11Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h11,15,20,24,30-31,65-67,72H,5-10,12-14,16-19,21-23,25-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,24-20-,31-30-/t65-,66+,67+/m0/s1	UWSVYHWILQPUNS-PMEYNYQOSA-N	1318.893977			MMDBc0038818
BASm0025620	CL(14:0/14:1(9Z)/14:1(11Z)/20:1(13Z))	CL(14:0/14:1(9Z)/14:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(11Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h11,15,20,24-25,29,65-67,72H,5-10,12-14,16-19,21-23,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,24-20-,29-25-/t65-,66+,67+/m0/s1	SQIKBBDBMNJCBA-LFEGKIRMSA-N	1318.893977			MMDBc0038819
BASm0025621	CL(14:0/14:1(9Z)/14:1(11Z)/22:0)	CL(14:0/14:1(9Z)/14:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(11Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h11,15,20,24,67-69,74H,5-10,12-14,16-19,21-23,25-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,24-20-/t67-,68+,69+/m0/s1	OQVYIBZWHNSIPQ-JDTQREMRSA-N	1348.940927			MMDBc0038820
BASm0025622	CL(14:0/14:1(9Z)/14:1(11Z)/22:1(11Z))	CL(14:0/14:1(9Z)/14:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(11Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h11,15,20,24,32-33,67-69,74H,5-10,12-14,16-19,21-23,25-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,24-20-,33-32-/t67-,68+,69+/m0/s1	LKPIHJRCNGWSJF-LZQKNVIWSA-N	1346.925277			MMDBc0038821
BASm0025623	CL(14:0/14:1(9Z)/14:1(11Z)/22:1(9Z))	CL(14:0/14:1(9Z)/14:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(11Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h11,15,20,24,34-35,67-69,74H,5-10,12-14,16-19,21-23,25-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,24-20-,35-34-/t67-,68+,69+/m0/s1	XKQXYLDRBSJRPE-MPQPVURJSA-N	1346.925277			MMDBc0038822
BASm0025624	CL(14:0/14:1(9Z)/14:1(11Z)/24:0)	CL(14:0/14:1(9Z)/14:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(11Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h11,15,20,24,69-71,76H,5-10,12-14,16-19,21-23,25-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,24-20-/t69-,70+,71+/m0/s1	OBNOWVDFONFJGM-NLLVDLORSA-N	1376.972227			MMDBc0038823
BASm0025625	CL(14:0/14:1(9Z)/14:1(11Z)/24:1(11Z))	CL(14:0/14:1(9Z)/14:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(11Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h11,15,20,24,34-35,69-71,76H,5-10,12-14,16-19,21-23,25-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,24-20-,35-34-/t69-,70+,71+/m0/s1	KZKXOXJCUVYZTJ-XKOMMGQGSA-N	1374.956577			MMDBc0038824
BASm0025626	CL(14:0/14:1(9Z)/14:1(11Z)/24:1(9Z))	CL(14:0/14:1(9Z)/14:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(11Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h11,15,20,24,36-37,69-71,76H,5-10,12-14,16-19,21-23,25-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,24-20-,37-36-/t69-,70+,71+/m0/s1	QTFPJPUFIPWAGF-HBEQGMDZSA-N	1374.956577			MMDBc0038825
BASm0025627	CL(14:0/14:1(9Z)/14:1(11Z)/26:0)	CL(14:0/14:1(9Z)/14:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(11Z)/26:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h11,15,20,24,71-73,78H,5-10,12-14,16-19,21-23,25-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-/t71-,72+,73+/m0/s1	SGHILPXUJRMCAD-QLVJCEEASA-N	1405.003527			MMDBc0038826
BASm0025628	CL(14:0/14:1(9Z)/14:1(11Z)/26:1(11Z))	CL(14:0/14:1(9Z)/14:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(11Z)/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h11,15,20,24,35-36,71-73,78H,5-10,12-14,16-19,21-23,25-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,36-35-/t71-,72+,73+/m0/s1	ANENBLKXHAYNBZ-VQVFSUKCSA-N	1402.987877			MMDBc0038827
BASm0025629	CL(14:0/14:1(9Z)/14:1(11Z)/26:1(9Z))	CL(14:0/14:1(9Z)/14:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(11Z)/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(94-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2/h11,15,20,24,38-39,72-74,79H,5-10,12-14,16-19,21-23,25-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b15-11-,24-20-,39-38-/t72-,73+,74+/m0/s1	IZEVMNGWDUQCDN-OTXNOWFYSA-N	1417.003527			MMDBc0038828
BASm0025630	CL(14:0/14:1(9Z)/14:1(11Z)/28:0)	CL(14:0/14:1(9Z)/14:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(11Z)/28:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h11,15,20,24,73-75,80H,5-10,12-14,16-19,21-23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-/t73-,74+,75+/m0/s1	FWCFLJAYLNUULI-CYXFQQMASA-N	1433.034827			MMDBc0038829
BASm0025631	CL(14:0/14:1(9Z)/14:1(11Z)/28:1(11Z))	CL(14:0/14:1(9Z)/14:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(11Z)/28:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h11,15,20,24,37-38,73-75,80H,5-10,12-14,16-19,21-23,25-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-,38-37-/t73-,74+,75+/m0/s1	XDDZHMKBZRALKX-ZQGIMJTFSA-N	1431.019177			MMDBc0038830
BASm0025632	CL(14:0/14:1(9Z)/14:1(11Z)/28:1(9Z))	CL(14:0/14:1(9Z)/14:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(11Z)/28:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h11,15,20,24,39-40,73-75,80H,5-10,12-14,16-19,21-23,25-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-,40-39-/t73-,74+,75+/m0/s1	FYFOXZCGSQQZRA-FZSNINLLSA-N	1431.019177			MMDBc0038831
BASm0025633	CL(14:0/14:1(9Z)/14:1(11Z)/30:0)	CL(14:0/14:1(9Z)/14:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(11Z)/30:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-26-22-18-14-10-6-2/h11,15,20,24,75-77,82H,5-10,12-14,16-19,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-/t75-,76+,77+/m0/s1	ZZGXAWNRPSKYQA-MSJHDEPISA-N	1461.066127			MMDBc0038832
BASm0025634	CL(14:0/14:1(9Z)/14:1(9Z)/18:0)	CL(14:0/14:1(9Z)/14:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(9Z)/18:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h19-20,23-24,63-65,70H,5-18,21-22,25-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,24-20-/t63-,64+,65+/m0/s1	PWBJSHQDPONQJW-KASYPUMXSA-N	1292.878327			MMDBc0038833
BASm0025635	CL(14:0/14:1(9Z)/14:1(9Z)/18:1(11Z))	CL(14:0/14:1(9Z)/14:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(9Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h19-20,23-25,29,63-65,70H,5-18,21-22,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,24-20-,29-25-/t63-,64+,65+/m0/s1	ZRTGCVQUTRRMDF-GBDVSOKMSA-N	1290.862677			MMDBc0038834
BASm0025636	CL(14:0/14:1(9Z)/14:1(9Z)/18:1(9Z))	CL(14:0/14:1(9Z)/14:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(9Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h19-20,23-24,30-31,63-65,70H,5-18,21-22,25-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,24-20-,31-30-/t63-,64+,65+/m0/s1	DNICCCLLMLQTQV-FUOYIFQQSA-N	1290.862677			MMDBc0038835
BASm0025637	CL(14:0/14:1(9Z)/14:1(9Z)/20:0)	CL(14:0/14:1(9Z)/14:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(9Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h19-20,23-24,65-67,72H,5-18,21-22,25-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,24-20-/t65-,66+,67+/m0/s1	AMEUYMTUCMAUAF-XFGAXRFGSA-N	1320.909627			MMDBc0038836
BASm0025638	CL(14:0/14:1(9Z)/14:1(9Z)/20:1(11Z))	CL(14:0/14:1(9Z)/14:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(9Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h19-20,23-24,30-31,65-67,72H,5-18,21-22,25-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,24-20-,31-30-/t65-,66+,67+/m0/s1	OEGZXJVAAZNNGE-GDBXMCTJSA-N	1318.893977			MMDBc0038837
BASm0025639	CL(14:0/14:1(9Z)/14:1(9Z)/20:1(13Z))	CL(14:0/14:1(9Z)/14:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(9Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h19-20,23-25,29,65-67,72H,5-18,21-22,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,24-20-,29-25-/t65-,66+,67+/m0/s1	SCXSZZZIZDPQMB-SUXXNCKSSA-N	1318.893977			MMDBc0038838
BASm0025640	CL(14:0/14:1(9Z)/14:1(9Z)/22:0)	CL(14:0/14:1(9Z)/14:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(9Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h19-20,23-24,67-69,74H,5-18,21-22,25-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,24-20-/t67-,68+,69+/m0/s1	BPROAJMEADYFON-NOPODOTFSA-N	1348.940927			MMDBc0038839
BASm0025641	CL(14:0/14:1(9Z)/14:1(9Z)/22:1(11Z))	CL(14:0/14:1(9Z)/14:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(9Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h19-20,23-24,32-33,67-69,74H,5-18,21-22,25-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,24-20-,33-32-/t67-,68+,69+/m0/s1	UOPIKOJGTLYPJH-AFPJPJQNSA-N	1346.925277			MMDBc0038840
BASm0025642	CL(14:0/14:1(9Z)/14:1(9Z)/22:1(9Z))	CL(14:0/14:1(9Z)/14:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(9Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h19-20,23-24,34-35,67-69,74H,5-18,21-22,25-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,24-20-,35-34-/t67-,68+,69+/m0/s1	PAIWWJSESJDMOG-SDMXJDNZSA-N	1346.925277			MMDBc0038841
BASm0025643	CL(14:0/14:1(9Z)/14:1(9Z)/24:0)	CL(14:0/14:1(9Z)/14:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(9Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h19-20,23-24,69-71,76H,5-18,21-22,25-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-/t69-,70+,71+/m0/s1	QKGOTHNUHRIMDQ-NEEJKMQDSA-N	1376.972227			MMDBc0038842
BASm0025644	CL(14:0/14:1(9Z)/14:1(9Z)/24:1(11Z))	CL(14:0/14:1(9Z)/14:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(9Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h19-20,23-24,34-35,69-71,76H,5-18,21-22,25-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,35-34-/t69-,70+,71+/m0/s1	XKGLCGCUXMOKNF-AWANWJNDSA-N	1374.956577			MMDBc0038843
BASm0025645	CL(14:0/14:1(9Z)/14:1(9Z)/24:1(9Z))	CL(14:0/14:1(9Z)/14:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(9Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h19-20,23-24,36-37,69-71,76H,5-18,21-22,25-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,37-36-/t69-,70+,71+/m0/s1	HZNBGDXMAPSSFL-ZQEZYSCPSA-N	1374.956577			MMDBc0038844
BASm0025646	CL(14:0/14:1(9Z)/14:1(9Z)/26:0)	CL(14:0/14:1(9Z)/14:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(9Z)/26:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h19-20,23-24,71-73,78H,5-18,21-22,25-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-/t71-,72+,73+/m0/s1	BPDNOWCBQCRPRZ-CTZDUGGDSA-N	1405.003527			MMDBc0038845
BASm0025647	CL(14:0/14:1(9Z)/14:1(9Z)/26:1(11Z))	CL(14:0/14:1(9Z)/14:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(9Z)/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h19-20,23-24,35-36,71-73,78H,5-18,21-22,25-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,36-35-/t71-,72+,73+/m0/s1	DTSMSMXTCVJPGR-FMXDRCHFSA-N	1402.987877			MMDBc0038846
BASm0025648	CL(14:0/14:1(9Z)/14:1(9Z)/26:1(9Z))	CL(14:0/14:1(9Z)/14:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(9Z)/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C78H146O17P2	InChI=1S/C78H146O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(94-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2/h19-20,23-24,38-39,72-74,79H,5-18,21-22,25-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b23-19-,24-20-,39-38-/t72-,73+,74+/m0/s1	HIWVGOHCDKESDC-WKNRHVEVSA-N	1417.003527			MMDBc0038847
BASm0025649	CL(14:0/14:1(9Z)/14:1(9Z)/28:0)	CL(14:0/14:1(9Z)/14:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(9Z)/28:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h19-20,23-24,73-75,80H,5-18,21-22,25-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-/t73-,74+,75+/m0/s1	KQOPSJHQCNFZLD-BKBSSOESSA-N	1433.034827			MMDBc0038848
BASm0025650	CL(14:0/14:1(9Z)/14:1(9Z)/28:1(11Z))	CL(14:0/14:1(9Z)/14:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(9Z)/28:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h19-20,23-24,37-38,73-75,80H,5-18,21-22,25-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,38-37-/t73-,74+,75+/m0/s1	BLYMDIRAUNBWPM-ONGIZFLCSA-N	1431.019177			MMDBc0038849
BASm0025651	CL(14:0/14:1(9Z)/14:1(9Z)/28:1(9Z))	CL(14:0/14:1(9Z)/14:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(9Z)/28:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h19-20,23-24,39-40,73-75,80H,5-18,21-22,25-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,40-39-/t73-,74+,75+/m0/s1	GTBPRVBMAIPHST-IFXPTFQFSA-N	1431.019177			MMDBc0038850
BASm0025652	CL(14:0/14:1(9Z)/14:1(9Z)/30:0)	CL(14:0/14:1(9Z)/14:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/14:1(9Z)/30:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-26-22-18-14-10-6-2/h19-20,23-24,75-77,82H,5-18,21-22,25-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-/t75-,76+,77+/m0/s1	DNQDWYBLEWQAKT-PRYDJSFCSA-N	1461.066127			MMDBc0038851
BASm0025653	CL(14:0/14:1(9Z)/15:0/23:1(11Z))	CL(14:0/14:1(9Z)/15:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/15:0/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h20,24,34-35,69-71,76H,5-19,21-23,25-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,35-34-/t69-,70+,71+/m0/s1	YNMXVJWRSTVGRV-MDMLPFOISA-N	1376.972227			MMDBc0038852
BASm0025654	CL(14:0/14:1(9Z)/15:0/23:1(9Z))	CL(14:0/14:1(9Z)/15:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/15:0/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h20,24,36-37,69-71,76H,5-19,21-23,25-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,37-36-/t69-,70+,71+/m0/s1	JTZHWQGWSUVIDM-OCCMOCPVSA-N	1376.972227			MMDBc0038853
BASm0025655	CL(14:0/14:1(9Z)/15:0/25:0)	CL(14:0/14:1(9Z)/15:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/15:0/25:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,24,71-73,78H,5-19,21-23,25-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-/t71-,72+,73+/m0/s1	IKRLWSGXWLZPSJ-KTTVDIAXSA-N	1407.019177			MMDBc0038854
BASm0025656	CL(14:0/14:1(9Z)/15:0/25:1(11Z))	CL(14:0/14:1(9Z)/15:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/15:0/25:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,24,36-37,71-73,78H,5-19,21-23,25-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,37-36-/t71-,72+,73+/m0/s1	QDXBUUWEFYXXRO-PYTHNUFPSA-N	1405.003527			MMDBc0038855
BASm0025657	CL(14:0/14:1(9Z)/15:0/25:1(9Z))	CL(14:0/14:1(9Z)/15:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/15:0/25:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,24,38-39,71-73,78H,5-19,21-23,25-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,39-38-/t71-,72+,73+/m0/s1	FHTPESBYNPMCLF-ZLYJWMCVSA-N	1405.003527			MMDBc0038856
BASm0025658	CL(14:0/14:1(9Z)/15:0/27:0)	CL(14:0/14:1(9Z)/15:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/15:0/27:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,24,73-75,80H,5-19,21-23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-/t73-,74+,75+/m0/s1	MRVNWAJDQOTHGK-DEPVYLCVSA-N	1435.050477			MMDBc0038857
BASm0025659	CL(14:0/14:1(9Z)/15:0/27:1(11Z))	CL(14:0/14:1(9Z)/15:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/15:0/27:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,24,38-39,73-75,80H,5-19,21-23,25-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,39-38-/t73-,74+,75+/m0/s1	LLHWRBHATDTMNF-QKEUZYTLSA-N	1433.034827			MMDBc0038858
BASm0025660	CL(14:0/14:1(9Z)/15:0/27:1(9Z))	CL(14:0/14:1(9Z)/15:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/15:0/27:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,24,40-41,73-75,80H,5-19,21-23,25-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,41-40-/t73-,74+,75+/m0/s1	FKINOARFAMPDNI-XYVCMEABSA-N	1433.034827			MMDBc0038859
BASm0025661	CL(14:0/14:1(9Z)/15:0/29:0)	CL(14:0/14:1(9Z)/15:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/15:0/29:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,75-77,82H,5-19,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-/t75-,76+,77+/m0/s1	YJKJRHCLFULYTN-ABFKWZFKSA-N	1463.081778			MMDBc0038860
BASm0025662	CL(14:0/14:1(9Z)/15:1(11Z)/23:1(11Z))	CL(14:0/14:1(9Z)/15:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/15:1(11Z)/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h14,18,20,24,34-35,69-71,76H,5-13,15-17,19,21-23,25-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,24-20-,35-34-/t69-,70+,71+/m0/s1	MWTYPKLIBQCNAD-SMNJVRGSSA-N	1374.956577			MMDBc0038861
BASm0025663	CL(14:0/14:1(9Z)/15:1(11Z)/23:1(9Z))	CL(14:0/14:1(9Z)/15:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/15:1(11Z)/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h14,18,20,24,36-37,69-71,76H,5-13,15-17,19,21-23,25-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,24-20-,37-36-/t69-,70+,71+/m0/s1	UBEKUVVMWDCRJR-ZFECYMKTSA-N	1374.956577			MMDBc0038862
BASm0025664	CL(14:0/14:1(9Z)/15:1(11Z)/25:0)	CL(14:0/14:1(9Z)/15:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/15:1(11Z)/25:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h14,18,20,24,71-73,78H,5-13,15-17,19,21-23,25-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,24-20-/t71-,72+,73+/m0/s1	AEFWIRJVTNIISJ-QBVOBHTFSA-N	1405.003527			MMDBc0038863
BASm0025665	CL(14:0/14:1(9Z)/15:1(11Z)/25:1(11Z))	CL(14:0/14:1(9Z)/15:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/15:1(11Z)/25:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h14,18,20,24,36-37,71-73,78H,5-13,15-17,19,21-23,25-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,24-20-,37-36-/t71-,72+,73+/m0/s1	RHPMDFYPTIGZLY-GRIYGHBTSA-N	1402.987877			MMDBc0038864
BASm0025666	CL(14:0/14:1(9Z)/15:1(11Z)/25:1(9Z))	CL(14:0/14:1(9Z)/15:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/15:1(11Z)/25:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h14,18,20,24,38-39,71-73,78H,5-13,15-17,19,21-23,25-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,24-20-,39-38-/t71-,72+,73+/m0/s1	VEVRDQBIHQWYAR-BCZCJPJRSA-N	1402.987877			MMDBc0038865
BASm0025667	CL(14:0/14:1(9Z)/15:1(11Z)/27:0)	CL(14:0/14:1(9Z)/15:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/15:1(11Z)/27:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h14,18,20,24,73-75,80H,5-13,15-17,19,21-23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,24-20-/t73-,74+,75+/m0/s1	NNRFVGCJFMOXBN-XDLOMGJCSA-N	1433.034827			MMDBc0038866
BASm0025668	CL(14:0/14:1(9Z)/15:1(11Z)/27:1(11Z))	CL(14:0/14:1(9Z)/15:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/15:1(11Z)/27:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h14,18,20,24,38-39,73-75,80H,5-13,15-17,19,21-23,25-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,24-20-,39-38-/t73-,74+,75+/m0/s1	UINRHABLBFLYAB-IOSWQQAJSA-N	1431.019177			MMDBc0038867
BASm0025669	CL(14:0/14:1(9Z)/15:1(11Z)/27:1(9Z))	CL(14:0/14:1(9Z)/15:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/15:1(11Z)/27:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h14,18,20,24,40-41,73-75,80H,5-13,15-17,19,21-23,25-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,24-20-,41-40-/t73-,74+,75+/m0/s1	VZBWASRRIIYWDU-XWWMGENSSA-N	1431.019177			MMDBc0038868
BASm0025670	CL(14:0/14:1(9Z)/15:1(11Z)/29:0)	CL(14:0/14:1(9Z)/15:1(11Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/15:1(11Z)/29:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h14,18,20,24,75-77,82H,5-13,15-17,19,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,24-20-/t75-,76+,77+/m0/s1	UKVARIXJLWEXFS-FIPDGSMSSA-N	1461.066127			MMDBc0038869
BASm0025671	CL(14:0/14:1(9Z)/15:1(9Z)/23:1(11Z))	CL(14:0/14:1(9Z)/15:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/15:1(9Z)/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h20,22,24,26,34-35,69-71,76H,5-19,21,23,25,27-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,26-22-,35-34-/t69-,70+,71+/m0/s1	VUWGLWGRECFALU-BWWWIDBRSA-N	1374.956577			MMDBc0038870
BASm0025672	CL(14:0/14:1(9Z)/15:1(9Z)/23:1(9Z))	CL(14:0/14:1(9Z)/15:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/15:1(9Z)/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h20,22,24,26,36-37,69-71,76H,5-19,21,23,25,27-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,26-22-,37-36-/t69-,70+,71+/m0/s1	NDUDFOILCMUIBR-OLLZRBGKSA-N	1374.956577			MMDBc0038871
BASm0025673	CL(14:0/14:1(9Z)/15:1(9Z)/25:0)	CL(14:0/14:1(9Z)/15:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/15:1(9Z)/25:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,22,24,26,71-73,78H,5-19,21,23,25,27-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,26-22-/t71-,72+,73+/m0/s1	CBGVHEYZYPUWKN-OVLIIAEHSA-N	1405.003527			MMDBc0038872
BASm0025674	CL(14:0/14:1(9Z)/15:1(9Z)/25:1(11Z))	CL(14:0/14:1(9Z)/15:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/15:1(9Z)/25:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,22,24,26,36-37,71-73,78H,5-19,21,23,25,27-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,26-22-,37-36-/t71-,72+,73+/m0/s1	DBXWYZGYGNONHY-RTAFYJJESA-N	1402.987877			MMDBc0038873
BASm0025675	CL(14:0/14:1(9Z)/15:1(9Z)/25:1(9Z))	CL(14:0/14:1(9Z)/15:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/15:1(9Z)/25:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,22,24,26,38-39,71-73,78H,5-19,21,23,25,27-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,26-22-,39-38-/t71-,72+,73+/m0/s1	WFBYWYYIPHFECC-MEQZYJGFSA-N	1402.987877			MMDBc0038874
BASm0025676	CL(14:0/14:1(9Z)/15:1(9Z)/27:0)	CL(14:0/14:1(9Z)/15:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/15:1(9Z)/27:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,22,24,26,73-75,80H,5-19,21,23,25,27-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,26-22-/t73-,74+,75+/m0/s1	FPOQSVOFVHSMAR-UTTAGXEESA-N	1433.034827			MMDBc0038875
BASm0025677	CL(14:0/14:1(9Z)/15:1(9Z)/27:1(11Z))	CL(14:0/14:1(9Z)/15:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/15:1(9Z)/27:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,22,24,26,38-39,73-75,80H,5-19,21,23,25,27-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,26-22-,39-38-/t73-,74+,75+/m0/s1	ZGHYCDUESGFNGV-LGEFBHMYSA-N	1431.019177			MMDBc0038876
BASm0025678	CL(14:0/14:1(9Z)/15:1(9Z)/27:1(9Z))	CL(14:0/14:1(9Z)/15:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/15:1(9Z)/27:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,22,24,26,40-41,73-75,80H,5-19,21,23,25,27-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,26-22-,41-40-/t73-,74+,75+/m0/s1	SZFXVNMOGLQHON-ZTGKIFKCSA-N	1431.019177			MMDBc0038877
BASm0025679	CL(14:0/14:1(9Z)/15:1(9Z)/29:0)	CL(14:0/14:1(9Z)/15:1(9Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/15:1(9Z)/29:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,22,24,26,75-77,82H,5-19,21,23,25,27-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,26-22-/t75-,76+,77+/m0/s1	JAJNGMQJVLPMIO-SGIMCBMCSA-N	1461.066127			MMDBc0038878
BASm0025680	CL(14:0/14:1(9Z)/16:0/16:0)	CL(14:0/14:1(9Z)/16:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:0/16:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of hexadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h20,24,63-65,70H,5-19,21-23,25-62H2,1-4H3,(H,75,76)(H,77,78)/b24-20-/t63-,64+,65+/m0/s1	CBNNIJGTYOGURB-GZBNOGFDSA-N	1294.893977			MMDBc0038879
BASm0025681	CL(14:0/14:1(9Z)/16:0/16:1(11Z))	CL(14:0/14:1(9Z)/16:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:0/16:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h18,20,22,24,63-65,70H,5-17,19,21,23,25-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,24-20-/t63-,64+,65+/m0/s1	JNCBUZLIPGYSID-CQDCKOGPSA-N	1292.878327			MMDBc0038880
BASm0025682	CL(14:0/14:1(9Z)/16:0/16:1(9Z))	CL(14:0/14:1(9Z)/16:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:0/16:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h20,24,26,30,63-65,70H,5-19,21-23,25,27-29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b24-20-,30-26-/t63-,64+,65+/m0/s1	NKNJILLXTIQSQV-WVLMPDNRSA-N	1292.878327			MMDBc0038881
BASm0025683	CL(14:0/14:1(9Z)/16:0/18:0)	CL(14:0/14:1(9Z)/16:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:0/18:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h20,24,65-67,72H,5-19,21-23,25-64H2,1-4H3,(H,77,78)(H,79,80)/b24-20-/t65-,66+,67+/m0/s1	SEPXFTOYIJLYPC-TVMGTFMWSA-N	1322.925277			MMDBc0038882
BASm0025684	CL(14:0/14:1(9Z)/16:0/18:1(11Z))	CL(14:0/14:1(9Z)/16:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:0/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h20,24-25,29,65-67,72H,5-19,21-23,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b24-20-,29-25-/t65-,66+,67+/m0/s1	YSKQUMNGXXVNMP-NYHKOOIPSA-N	1320.909627			MMDBc0038883
BASm0025685	CL(14:0/14:1(9Z)/16:0/18:1(9Z))	CL(14:0/14:1(9Z)/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:0/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h20,24,31-32,65-67,72H,5-19,21-23,25-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b24-20-,32-31-/t65-,66+,67+/m0/s1	QPRVZUNWCRTYAB-OBDTYWDUSA-N	1320.909627			MMDBc0038884
BASm0025686	CL(14:0/14:1(9Z)/16:0/20:0)	CL(14:0/14:1(9Z)/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:0/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h20,24,67-69,74H,5-19,21-23,25-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-/t67-,68+,69+/m0/s1	VMPXMDYSIJFXEE-NZNSBPIOSA-N	1350.956577			MMDBc0038885
BASm0025687	CL(14:0/14:1(9Z)/16:0/20:1(11Z))	CL(14:0/14:1(9Z)/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:0/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h20,24,31-32,67-69,74H,5-19,21-23,25-30,33-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-,32-31-/t67-,68+,69+/m0/s1	ACNHULITNGPCHN-XGZPXUACSA-N	1348.940927			MMDBc0038886
BASm0025688	CL(14:0/14:1(9Z)/16:0/20:1(13Z))	CL(14:0/14:1(9Z)/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:0/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h20,24-25,29,67-69,74H,5-19,21-23,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-,29-25-/t67-,68+,69+/m0/s1	NOEHXBINJJBWNB-CZZDXFHVSA-N	1348.940927			MMDBc0038887
BASm0025689	CL(14:0/14:1(9Z)/16:0/22:0)	CL(14:0/14:1(9Z)/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:0/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h20,24,69-71,76H,5-19,21-23,25-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-/t69-,70+,71+/m0/s1	KEGOFSJGBXWOQH-SSIKKJRMSA-N	1378.987877			MMDBc0038888
BASm0025690	CL(14:0/14:1(9Z)/16:0/22:1(11Z))	CL(14:0/14:1(9Z)/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:0/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h20,24,33-34,69-71,76H,5-19,21-23,25-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,34-33-/t69-,70+,71+/m0/s1	VPFVFXLKRSDXEP-BGYHDDCFSA-N	1376.972227			MMDBc0038889
BASm0025691	CL(14:0/14:1(9Z)/16:0/22:1(9Z))	CL(14:0/14:1(9Z)/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:0/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h20,24,35-36,69-71,76H,5-19,21-23,25-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,36-35-/t69-,70+,71+/m0/s1	XTPAAGIZMPSTQB-MBXKEGGVSA-N	1376.972227			MMDBc0038890
BASm0025692	CL(14:0/14:1(9Z)/16:0/24:0)	CL(14:0/14:1(9Z)/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:0/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,24,71-73,78H,5-19,21-23,25-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-/t71-,72+,73+/m0/s1	JINMATYDEJRRHK-KTTVDIAXSA-N	1407.019177			MMDBc0038891
BASm0025693	CL(14:0/14:1(9Z)/16:0/24:1(11Z))	CL(14:0/14:1(9Z)/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:0/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,24,35-36,71-73,78H,5-19,21-23,25-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,36-35-/t71-,72+,73+/m0/s1	BSWDJXRBTDOTRF-BOUBQBGQSA-N	1405.003527			MMDBc0038892
BASm0025694	CL(14:0/14:1(9Z)/16:0/24:1(9Z))	CL(14:0/14:1(9Z)/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:0/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,24,37-38,71-73,78H,5-19,21-23,25-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,38-37-/t71-,72+,73+/m0/s1	GUZPCCANGGRDHK-CHGDRUMMSA-N	1405.003527			MMDBc0038893
BASm0025695	CL(14:0/14:1(9Z)/16:0/26:0)	CL(14:0/14:1(9Z)/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:0/26:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,24,73-75,80H,5-19,21-23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-/t73-,74+,75+/m0/s1	YTLZACJOLVPPER-DEPVYLCVSA-N	1435.050477			MMDBc0038894
BASm0025696	CL(14:0/14:1(9Z)/16:0/26:1(11Z))	CL(14:0/14:1(9Z)/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:0/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,24,36-37,73-75,80H,5-19,21-23,25-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,37-36-/t73-,74+,75+/m0/s1	DDBFKTZFZSJXIQ-UTLJYPJISA-N	1433.034827			MMDBc0038895
BASm0025697	CL(14:0/14:1(9Z)/16:0/26:1(9Z))	CL(14:0/14:1(9Z)/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:0/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-42-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(96-79(84)66-62-58-54-50-45-28-24-20-16-12-8-4)70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3/h20,24,39-40,74-76,81H,5-19,21-23,25-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b24-20-,40-39-/t74-,75+,76+/m0/s1	KPEVUDUVCXNFNX-LIGIDCJISA-N	1447.050477			MMDBc0038896
BASm0025698	CL(14:0/14:1(9Z)/16:0/28:0)	CL(14:0/14:1(9Z)/16:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:0/28:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,75-77,82H,5-19,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-/t75-,76+,77+/m0/s1	DSQLWFIVAOVYCX-ABFKWZFKSA-N	1463.081778			MMDBc0038897
BASm0025699	CL(14:0/14:1(9Z)/16:0/28:1(11Z))	CL(14:0/14:1(9Z)/16:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:0/28:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,38-39,75-77,82H,5-19,21-23,25-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,39-38-/t75-,76+,77+/m0/s1	HLQDFVZZCGTONZ-RKLVXDEOSA-N	1461.066127			MMDBc0038898
BASm0025700	CL(14:0/14:1(9Z)/16:0/28:1(9Z))	CL(14:0/14:1(9Z)/16:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:0/28:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,40-41,75-77,82H,5-19,21-23,25-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,41-40-/t75-,76+,77+/m0/s1	DAVZLOCZPZLGHU-LDFIMFHQSA-N	1461.066127			MMDBc0038899
BASm0025701	CL(14:0/14:1(9Z)/16:1(11Z)/16:1(11Z))	CL(14:0/14:1(9Z)/16:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(11Z)/16:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of (11Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h17-18,20-22,24,63-65,70H,5-16,19,23,25-62H2,1-4H3,(H,75,76)(H,77,78)/b21-17-,22-18-,24-20-/t63-,64+,65+/m0/s1	MNLRBGTVVWGORI-GHKOQSGQSA-N	1290.862677			MMDBc0038900
BASm0025702	CL(14:0/14:1(9Z)/16:1(11Z)/16:1(9Z))	CL(14:0/14:1(9Z)/16:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(11Z)/16:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h17,20-21,24,26,30,63-65,70H,5-16,18-19,22-23,25,27-29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b21-17-,24-20-,30-26-/t63-,64+,65+/m0/s1	MXLXYBPYQFWYMK-MYIDCESGSA-N	1290.862677			MMDBc0038901
BASm0025703	CL(14:0/14:1(9Z)/16:1(11Z)/18:0)	CL(14:0/14:1(9Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(11Z)/18:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h18,20,22,24,65-67,72H,5-17,19,21,23,25-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,24-20-/t65-,66+,67+/m0/s1	CRGYWMLZTUEREY-BPWMFPGGSA-N	1320.909627			MMDBc0038902
BASm0025704	CL(14:0/14:1(9Z)/16:1(11Z)/18:1(11Z))	CL(14:0/14:1(9Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(11Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h18,20,22,24-25,29,65-67,72H,5-17,19,21,23,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,24-20-,29-25-/t65-,66+,67+/m0/s1	FGFLXXCVGIUEOA-NDAPUYAKSA-N	1318.893977			MMDBc0038903
BASm0025705	CL(14:0/14:1(9Z)/16:1(11Z)/18:1(9Z))	CL(14:0/14:1(9Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(11Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h18,20,22,24,31-32,65-67,72H,5-17,19,21,23,25-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,24-20-,32-31-/t65-,66+,67+/m0/s1	AXUQUZXKHKINOH-VFRBEWGOSA-N	1318.893977			MMDBc0038904
BASm0025706	CL(14:0/14:1(9Z)/16:1(11Z)/20:0)	CL(14:0/14:1(9Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(11Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h18,20,22,24,67-69,74H,5-17,19,21,23,25-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,24-20-/t67-,68+,69+/m0/s1	GIJLTVCWRQOBEH-ZVTMVTEJSA-N	1348.940927			MMDBc0038905
BASm0025707	CL(14:0/14:1(9Z)/16:1(11Z)/20:1(11Z))	CL(14:0/14:1(9Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(11Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h18,20,22,24,31-32,67-69,74H,5-17,19,21,23,25-30,33-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,24-20-,32-31-/t67-,68+,69+/m0/s1	HMXUHKZFLLXIJS-WMBHRUKQSA-N	1346.925277			MMDBc0038906
BASm0025708	CL(14:0/14:1(9Z)/16:1(11Z)/20:1(13Z))	CL(14:0/14:1(9Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(11Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h18,20,22,24-25,29,67-69,74H,5-17,19,21,23,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,24-20-,29-25-/t67-,68+,69+/m0/s1	QADPRZIBVKMUAL-PLYFKPGBSA-N	1346.925277			MMDBc0038907
BASm0025709	CL(14:0/14:1(9Z)/16:1(11Z)/22:0)	CL(14:0/14:1(9Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(11Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h18,20,22,24,69-71,76H,5-17,19,21,23,25-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,24-20-/t69-,70+,71+/m0/s1	YQJONTYWFNBKJS-BJNYKKHKSA-N	1376.972227			MMDBc0038908
BASm0025710	CL(14:0/14:1(9Z)/16:1(11Z)/22:1(11Z))	CL(14:0/14:1(9Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(11Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h18,20,22,24,33-34,69-71,76H,5-17,19,21,23,25-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,24-20-,34-33-/t69-,70+,71+/m0/s1	MPVKKVMFLOYTER-DVXZXGKISA-N	1374.956577			MMDBc0038909
BASm0025711	CL(14:0/14:1(9Z)/16:1(11Z)/22:1(9Z))	CL(14:0/14:1(9Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(11Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h18,20,22,24,35-36,69-71,76H,5-17,19,21,23,25-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,24-20-,36-35-/t69-,70+,71+/m0/s1	GHYQAYKXKRZNKY-YNIRPUFGSA-N	1374.956577			MMDBc0038910
BASm0025712	CL(14:0/14:1(9Z)/16:1(11Z)/24:0)	CL(14:0/14:1(9Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(11Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h18,20,22,24,71-73,78H,5-17,19,21,23,25-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,24-20-/t71-,72+,73+/m0/s1	SIVTVKQOQKRAIP-BPPODUQVSA-N	1405.003527			MMDBc0038911
BASm0025713	CL(14:0/14:1(9Z)/16:1(11Z)/24:1(11Z))	CL(14:0/14:1(9Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(11Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h18,20,22,24,35-36,71-73,78H,5-17,19,21,23,25-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,24-20-,36-35-/t71-,72+,73+/m0/s1	ZZNZSJYDQRBQJT-FKLVIVCZSA-N	1402.987877			MMDBc0038912
BASm0025714	CL(14:0/14:1(9Z)/16:1(11Z)/24:1(9Z))	CL(14:0/14:1(9Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(11Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h18,20,22,24,37-38,71-73,78H,5-17,19,21,23,25-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,24-20-,38-37-/t71-,72+,73+/m0/s1	FDKURPIAOJTEGV-VVKFNDIJSA-N	1402.987877			MMDBc0038913
BASm0025715	CL(14:0/14:1(9Z)/16:1(11Z)/26:0)	CL(14:0/14:1(9Z)/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(11Z)/26:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h18,20,22,24,73-75,80H,5-17,19,21,23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,24-20-/t73-,74+,75+/m0/s1	QCOMTRMRELLTNT-GPPPJKFPSA-N	1433.034827			MMDBc0038914
BASm0025716	CL(14:0/14:1(9Z)/16:1(11Z)/26:1(11Z))	CL(14:0/14:1(9Z)/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(11Z)/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h18,20,22,24,36-37,73-75,80H,5-17,19,21,23,25-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,24-20-,37-36-/t73-,74+,75+/m0/s1	HHVXDLBRBSQLMI-YBCYSXJYSA-N	1431.019177			MMDBc0038915
BASm0025717	CL(14:0/14:1(9Z)/16:1(11Z)/26:1(9Z))	CL(14:0/14:1(9Z)/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(11Z)/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-42-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(96-79(84)66-62-58-54-50-45-28-24-20-16-12-8-4)70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3/h18,20,22,24,39-40,74-76,81H,5-17,19,21,23,25-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b22-18-,24-20-,40-39-/t74-,75+,76+/m0/s1	XAWIVNDMFJLVMA-DFIZLXSISA-N	1445.034827			MMDBc0038916
BASm0025718	CL(14:0/14:1(9Z)/16:1(11Z)/28:0)	CL(14:0/14:1(9Z)/16:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(11Z)/28:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h18,20,22,24,75-77,82H,5-17,19,21,23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,24-20-/t75-,76+,77+/m0/s1	JKGGUVYGPKTIJM-IFZLYPLISA-N	1461.066127			MMDBc0038917
BASm0025719	CL(14:0/14:1(9Z)/16:1(11Z)/28:1(11Z))	CL(14:0/14:1(9Z)/16:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(11Z)/28:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h18,20,22,24,38-39,75-77,82H,5-17,19,21,23,25-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,24-20-,39-38-/t75-,76+,77+/m0/s1	LTZIYCPKAMNSCW-WWLPDWRHSA-N	1459.050477			MMDBc0038918
BASm0025720	CL(14:0/14:1(9Z)/16:1(11Z)/28:1(9Z))	CL(14:0/14:1(9Z)/16:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(11Z)/28:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h18,20,22,24,40-41,75-77,82H,5-17,19,21,23,25-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,24-20-,41-40-/t75-,76+,77+/m0/s1	ASBDTQSZUVWMLT-JNPIIVPQSA-N	1459.050477			MMDBc0038919
BASm0025721	CL(14:0/14:1(9Z)/16:1(9Z)/16:1(11Z))	CL(14:0/14:1(9Z)/16:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(9Z)/16:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h18,20,22,24-25,29,63-65,70H,5-17,19,21,23,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,24-20-,29-25-/t63-,64+,65+/m0/s1	OEARQLNZUJTMEW-BNDQLHBTSA-N	1290.862677			MMDBc0038920
BASm0025722	CL(14:0/14:1(9Z)/16:1(9Z)/16:1(9Z))	CL(14:0/14:1(9Z)/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(9Z)/16:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h20,24-26,29-30,63-65,70H,5-19,21-23,27-28,31-62H2,1-4H3,(H,75,76)(H,77,78)/b24-20-,29-25-,30-26-/t63-,64+,65+/m0/s1	UBPHWCMPOWXGBX-XHYOHKFMSA-N	1290.862677			MMDBc0038921
BASm0025723	CL(14:0/14:1(9Z)/16:1(9Z)/18:0)	CL(14:0/14:1(9Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(9Z)/18:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h20,24,26,30,65-67,72H,5-19,21-23,25,27-29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b24-20-,30-26-/t65-,66+,67+/m0/s1	TZTDLRMMPBHYKW-LWNKBHQASA-N	1320.909627			MMDBc0038922
BASm0025724	CL(14:0/14:1(9Z)/16:1(9Z)/18:1(11Z))	CL(14:0/14:1(9Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(9Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h20,24-26,29-30,65-67,72H,5-19,21-23,27-28,31-64H2,1-4H3,(H,77,78)(H,79,80)/b24-20-,29-25-,30-26-/t65-,66+,67+/m0/s1	NILSVXYAUBWTSC-MOMFOELGSA-N	1318.893977			MMDBc0038923
BASm0025725	CL(14:0/14:1(9Z)/16:1(9Z)/18:1(9Z))	CL(14:0/14:1(9Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(9Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h20,24,26,30-32,65-67,72H,5-19,21-23,25,27-29,33-64H2,1-4H3,(H,77,78)(H,79,80)/b24-20-,30-26-,32-31-/t65-,66+,67+/m0/s1	IOTMTEUXCYDMDY-BCHWESJLSA-N	1318.893977			MMDBc0038924
BASm0025726	CL(14:0/14:1(9Z)/16:1(9Z)/20:0)	CL(14:0/14:1(9Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(9Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h20,24,26,30,67-69,74H,5-19,21-23,25,27-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-,30-26-/t67-,68+,69+/m0/s1	GVFFSKYMYLFMGV-IQKWGZPHSA-N	1348.940927			MMDBc0038925
BASm0025727	CL(14:0/14:1(9Z)/16:1(9Z)/20:1(11Z))	CL(14:0/14:1(9Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(9Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h20,24,26,30-32,67-69,74H,5-19,21-23,25,27-29,33-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-,30-26-,32-31-/t67-,68+,69+/m0/s1	QKKKVQWKHDKMQB-ZRJQJZPSSA-N	1346.925277			MMDBc0038926
BASm0025728	CL(14:0/14:1(9Z)/16:1(9Z)/20:1(13Z))	CL(14:0/14:1(9Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(9Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h20,24-26,29-30,67-69,74H,5-19,21-23,27-28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-,29-25-,30-26-/t67-,68+,69+/m0/s1	HBNCCNLCHTYGBB-HPHWBFSRSA-N	1346.925277			MMDBc0038927
BASm0025729	CL(14:0/14:1(9Z)/16:1(9Z)/22:0)	CL(14:0/14:1(9Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(9Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h20,24,26,30,69-71,76H,5-19,21-23,25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,30-26-/t69-,70+,71+/m0/s1	GNOAPXVDHARGGM-NLPLGYETSA-N	1376.972227			MMDBc0038928
BASm0025730	CL(14:0/14:1(9Z)/16:1(9Z)/22:1(11Z))	CL(14:0/14:1(9Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(9Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h20,24,26,30,33-34,69-71,76H,5-19,21-23,25,27-29,31-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,30-26-,34-33-/t69-,70+,71+/m0/s1	XYSVEDQUBANHMA-JWMVHDAZSA-N	1374.956577			MMDBc0038929
BASm0025731	CL(14:0/14:1(9Z)/16:1(9Z)/22:1(9Z))	CL(14:0/14:1(9Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(9Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h20,24,26,30,35-36,69-71,76H,5-19,21-23,25,27-29,31-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,30-26-,36-35-/t69-,70+,71+/m0/s1	INROKBYQSLLLBK-BTEXAAFPSA-N	1374.956577			MMDBc0038930
BASm0025732	CL(14:0/14:1(9Z)/16:1(9Z)/24:0)	CL(14:0/14:1(9Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(9Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,24,26,30,71-73,78H,5-19,21-23,25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,30-26-/t71-,72+,73+/m0/s1	BITUJBHAWQKSGB-GQKOCHDNSA-N	1405.003527			MMDBc0038931
BASm0025733	CL(14:0/14:1(9Z)/16:1(9Z)/24:1(11Z))	CL(14:0/14:1(9Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(9Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,24,26,30,35-36,71-73,78H,5-19,21-23,25,27-29,31-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,30-26-,36-35-/t71-,72+,73+/m0/s1	WLWZSQJKNCBAIY-KHPLTKCRSA-N	1402.987877			MMDBc0038932
BASm0025734	CL(14:0/14:1(9Z)/16:1(9Z)/24:1(9Z))	CL(14:0/14:1(9Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(9Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,24,26,30,37-38,71-73,78H,5-19,21-23,25,27-29,31-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,30-26-,38-37-/t71-,72+,73+/m0/s1	SQCLHRYZIMGXEQ-DAALMAKMSA-N	1402.987877			MMDBc0038933
BASm0025735	CL(14:0/14:1(9Z)/16:1(9Z)/26:0)	CL(14:0/14:1(9Z)/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(9Z)/26:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,24,26,30,73-75,80H,5-19,21-23,25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-/t73-,74+,75+/m0/s1	HDDKKFJFKQMPCQ-IXFHZBIMSA-N	1433.034827			MMDBc0038934
BASm0025736	CL(14:0/14:1(9Z)/16:1(9Z)/26:1(11Z))	CL(14:0/14:1(9Z)/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(9Z)/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,24,26,30,36-37,73-75,80H,5-19,21-23,25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,37-36-/t73-,74+,75+/m0/s1	IYZHNNHPEJKERJ-GXOKDCNZSA-N	1431.019177			MMDBc0038935
BASm0025737	CL(14:0/14:1(9Z)/16:1(9Z)/26:1(9Z))	CL(14:0/14:1(9Z)/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(9Z)/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-42-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(96-79(84)66-62-58-54-50-45-28-24-20-16-12-8-4)70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3/h20,24,26,30,39-40,74-76,81H,5-19,21-23,25,27-29,31-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b24-20-,30-26-,40-39-/t74-,75+,76+/m0/s1	JQVYWYZRYRCKKJ-PMLQFKBESA-N	1445.034827			MMDBc0038936
BASm0025738	CL(14:0/14:1(9Z)/16:1(9Z)/28:0)	CL(14:0/14:1(9Z)/16:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(9Z)/28:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,26,30,75-77,82H,5-19,21-23,25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-/t75-,76+,77+/m0/s1	STCBFLIECPXLHL-NKZCOSNDSA-N	1461.066127			MMDBc0038937
BASm0025739	CL(14:0/14:1(9Z)/16:1(9Z)/28:1(11Z))	CL(14:0/14:1(9Z)/16:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(9Z)/28:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,26,30,38-39,75-77,82H,5-19,21-23,25,27-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,39-38-/t75-,76+,77+/m0/s1	VMVDUPPHUMVNSL-QQGIURCWSA-N	1459.050477			MMDBc0038938
BASm0025740	CL(14:0/14:1(9Z)/16:1(9Z)/28:1(9Z))	CL(14:0/14:1(9Z)/16:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/16:1(9Z)/28:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,26,30,40-41,75-77,82H,5-19,21-23,25,27-29,31-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,41-40-/t75-,76+,77+/m0/s1	SCLGGRVYNNGYLN-LHCNSVDNSA-N	1459.050477			MMDBc0038939
BASm0025741	CL(14:0/14:1(9Z)/18:0/18:0)	CL(14:0/14:1(9Z)/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:0/18:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h20,24,67-69,74H,5-19,21-23,25-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-/t67-,68+,69+/m0/s1	KAOGRGKMNJVSII-NZNSBPIOSA-N	1350.956577			MMDBc0038940
BASm0025742	CL(14:0/14:1(9Z)/18:0/18:1(11Z))	CL(14:0/14:1(9Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:0/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h20,24,26,30,67-69,74H,5-19,21-23,25,27-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-,30-26-/t67-,68+,69+/m0/s1	WXYHEXNOFCAFRQ-IQKWGZPHSA-N	1348.940927			MMDBc0038941
BASm0025743	CL(14:0/14:1(9Z)/18:0/18:1(9Z))	CL(14:0/14:1(9Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:0/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h20,24,32,34,67-69,74H,5-19,21-23,25-31,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-,34-32-/t67-,68+,69+/m0/s1	QWWFCZKGQHYQSH-SPRZTKGBSA-N	1348.940927			MMDBc0038942
BASm0025744	CL(14:0/14:1(9Z)/18:0/20:0)	CL(14:0/14:1(9Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:0/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h20,24,69-71,76H,5-19,21-23,25-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-/t69-,70+,71+/m0/s1	UMALHFIIODSOCY-SSIKKJRMSA-N	1378.987877			MMDBc0038943
BASm0025745	CL(14:0/14:1(9Z)/18:0/20:1(11Z))	CL(14:0/14:1(9Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:0/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h20,24,31,33,69-71,76H,5-19,21-23,25-30,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,33-31-/t69-,70+,71+/m0/s1	DOEDZMXWUILGQM-KPDLJFDESA-N	1376.972227			MMDBc0038944
BASm0025746	CL(14:0/14:1(9Z)/18:0/20:1(13Z))	CL(14:0/14:1(9Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:0/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h20,24-25,29,69-71,76H,5-19,21-23,26-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,29-25-/t69-,70+,71+/m0/s1	UIPRGGKTZPABEO-ILMDBFDPSA-N	1376.972227			MMDBc0038945
BASm0025747	CL(14:0/14:1(9Z)/18:0/22:0)	CL(14:0/14:1(9Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:0/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,24,71-73,78H,5-19,21-23,25-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-/t71-,72+,73+/m0/s1	PMKHBINVOJPTIH-KTTVDIAXSA-N	1407.019177			MMDBc0038946
BASm0025748	CL(14:0/14:1(9Z)/18:0/22:1(11Z))	CL(14:0/14:1(9Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:0/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,24,34-35,71-73,78H,5-19,21-23,25-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,35-34-/t71-,72+,73+/m0/s1	HBUHVPXVMSSNDH-BLZNTHPNSA-N	1405.003527			MMDBc0038947
BASm0025749	CL(14:0/14:1(9Z)/18:0/22:1(9Z))	CL(14:0/14:1(9Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:0/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,24,36,38,71-73,78H,5-19,21-23,25-35,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,38-36-/t71-,72+,73+/m0/s1	XIGJNPFMIWJUNQ-GVPNMTFDSA-N	1405.003527			MMDBc0038948
BASm0025750	CL(14:0/14:1(9Z)/18:0/24:0)	CL(14:0/14:1(9Z)/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:0/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,24,73-75,80H,5-19,21-23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-/t73-,74+,75+/m0/s1	KUPTYZAWIMHSPZ-DEPVYLCVSA-N	1435.050477			MMDBc0038949
BASm0025751	CL(14:0/14:1(9Z)/18:0/24:1(11Z))	CL(14:0/14:1(9Z)/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:0/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,24,36-37,73-75,80H,5-19,21-23,25-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,37-36-/t73-,74+,75+/m0/s1	IPYXDPAREIRFQU-UTLJYPJISA-N	1433.034827			MMDBc0038950
BASm0025752	CL(14:0/14:1(9Z)/18:0/24:1(9Z))	CL(14:0/14:1(9Z)/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:0/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,24,38,40,73-75,80H,5-19,21-23,25-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,40-38-/t73-,74+,75+/m0/s1	ZMQWNSLRIYCHNU-USSZPVDNSA-N	1433.034827			MMDBc0038951
BASm0025753	CL(14:0/14:1(9Z)/18:0/26:0)	CL(14:0/14:1(9Z)/18:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:0/26:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,75-77,82H,5-19,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-/t75-,76+,77+/m0/s1	WTPPVBWJKBILMG-ABFKWZFKSA-N	1463.081778			MMDBc0038952
BASm0025754	CL(14:0/14:1(9Z)/18:0/26:1(11Z))	CL(14:0/14:1(9Z)/18:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:0/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,37-38,75-77,82H,5-19,21-23,25-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,38-37-/t75-,76+,77+/m0/s1	AGISFSZKFIOPSB-MPDYSZMQSA-N	1461.066127			MMDBc0038953
BASm0025755	CL(14:0/14:1(9Z)/18:0/26:1(9Z))	CL(14:0/14:1(9Z)/18:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:0/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-41-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-42-32-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3/h20,24,40-41,76-78,83H,5-19,21-23,25-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b24-20-,41-40-/t76-,77+,78+/m0/s1	HTSVNHZSZSDIQZ-INURIFROSA-N	1475.081778			MMDBc0038954
BASm0025756	CL(14:0/14:1(9Z)/18:1(11Z)/18:1(11Z))	CL(14:0/14:1(9Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(11Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h20,24-26,29-30,67-69,74H,5-19,21-23,27-28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-,29-25-,30-26-/t67-,68+,69+/m0/s1	OSXXBAYINVKOES-HPHWBFSRSA-N	1346.925277			MMDBc0038955
BASm0025757	CL(14:0/14:1(9Z)/18:1(11Z)/18:1(9Z))	CL(14:0/14:1(9Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(11Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h20,24-25,29,32,34,67-69,74H,5-19,21-23,26-28,30-31,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-,29-25-,34-32-/t67-,68+,69+/m0/s1	WQOFESQAELGBBO-JCLXJDDJSA-N	1346.925277			MMDBc0038956
BASm0025758	CL(14:0/14:1(9Z)/18:1(11Z)/20:0)	CL(14:0/14:1(9Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(11Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h20,24,26,30,69-71,76H,5-19,21-23,25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,30-26-/t69-,70+,71+/m0/s1	UWWIUYAWXHEMHG-NLPLGYETSA-N	1376.972227			MMDBc0038957
BASm0025759	CL(14:0/14:1(9Z)/18:1(11Z)/20:1(11Z))	CL(14:0/14:1(9Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(11Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h20,24,26,30-31,33,69-71,76H,5-19,21-23,25,27-29,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,30-26-,33-31-/t69-,70+,71+/m0/s1	BJXLDTRXFGFMRK-VHZXWKRPSA-N	1374.956577			MMDBc0038958
BASm0025760	CL(14:0/14:1(9Z)/18:1(11Z)/20:1(13Z))	CL(14:0/14:1(9Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(11Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h20,24-26,29-30,69-71,76H,5-19,21-23,27-28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,29-25-,30-26-/t69-,70+,71+/m0/s1	YLNLWMFZKFFWDA-QICPCIQASA-N	1374.956577			MMDBc0038959
BASm0025761	CL(14:0/14:1(9Z)/18:1(11Z)/22:0)	CL(14:0/14:1(9Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(11Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,24,26,30,71-73,78H,5-19,21-23,25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,30-26-/t71-,72+,73+/m0/s1	BLYYHXCBRUSPQT-GQKOCHDNSA-N	1405.003527			MMDBc0038960
BASm0025762	CL(14:0/14:1(9Z)/18:1(11Z)/22:1(11Z))	CL(14:0/14:1(9Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(11Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,24,26,30,34-35,71-73,78H,5-19,21-23,25,27-29,31-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,30-26-,35-34-/t71-,72+,73+/m0/s1	AWGCFYMHKKODPB-FCLMYVIGSA-N	1402.987877			MMDBc0038961
BASm0025763	CL(14:0/14:1(9Z)/18:1(11Z)/22:1(9Z))	CL(14:0/14:1(9Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(11Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,24,26,30,36,38,71-73,78H,5-19,21-23,25,27-29,31-35,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,30-26-,38-36-/t71-,72+,73+/m0/s1	TWZCZVQRIRCODC-BVDDRRGJSA-N	1402.987877			MMDBc0038962
BASm0025764	CL(14:0/14:1(9Z)/18:1(11Z)/24:0)	CL(14:0/14:1(9Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(11Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,24,26,30,73-75,80H,5-19,21-23,25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-/t73-,74+,75+/m0/s1	BCNCRPFGVCKBET-IXFHZBIMSA-N	1433.034827			MMDBc0038963
BASm0025765	CL(14:0/14:1(9Z)/18:1(11Z)/24:1(11Z))	CL(14:0/14:1(9Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(11Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,24,26,30,36-37,73-75,80H,5-19,21-23,25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,37-36-/t73-,74+,75+/m0/s1	FJBUBICKMAIDDZ-GXOKDCNZSA-N	1431.019177			MMDBc0038964
BASm0025766	CL(14:0/14:1(9Z)/18:1(11Z)/24:1(9Z))	CL(14:0/14:1(9Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(11Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,24,26,30,38,40,73-75,80H,5-19,21-23,25,27-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,40-38-/t73-,74+,75+/m0/s1	XCHUQTRQQRQUDI-NTJZZNHDSA-N	1431.019177			MMDBc0038965
BASm0025767	CL(14:0/14:1(9Z)/18:1(11Z)/26:0)	CL(14:0/14:1(9Z)/18:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(11Z)/26:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,26,30,75-77,82H,5-19,21-23,25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-/t75-,76+,77+/m0/s1	MEOMMAOLQCLRFJ-NKZCOSNDSA-N	1461.066127			MMDBc0038966
BASm0025768	CL(14:0/14:1(9Z)/18:1(11Z)/26:1(11Z))	CL(14:0/14:1(9Z)/18:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(11Z)/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,26,30,37-38,75-77,82H,5-19,21-23,25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,38-37-/t75-,76+,77+/m0/s1	SQYUZBWXSYVPRB-KOBXOYBPSA-N	1459.050477			MMDBc0038967
BASm0025769	CL(14:0/14:1(9Z)/18:1(11Z)/26:1(9Z))	CL(14:0/14:1(9Z)/18:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(11Z)/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-41-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-42-32-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3/h20,24,26,30,40-41,76-78,83H,5-19,21-23,25,27-29,31-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b24-20-,30-26-,41-40-/t76-,77+,78+/m0/s1	LAVDFXWLDWUWOO-SSNITDNMSA-N	1473.066127			MMDBc0038968
BASm0025770	CL(14:0/14:1(9Z)/18:1(9Z)/18:1(11Z))	CL(14:0/14:1(9Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(9Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h20,24,26,30-31,33,67-69,74H,5-19,21-23,25,27-29,32,34-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-,30-26-,33-31-/t67-,68+,69+/m0/s1	GMFPHBIPOWKTIP-WUIPAPOGSA-N	1346.925277			MMDBc0038969
BASm0025771	CL(14:0/14:1(9Z)/18:1(9Z)/18:1(9Z))	CL(14:0/14:1(9Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(9Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h20,24,31-34,67-69,74H,5-19,21-23,25-30,35-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-,33-31-,34-32-/t67-,68+,69+/m0/s1	FPABXVUNISPGIX-APUQHELESA-N	1346.925277			MMDBc0038970
BASm0025772	CL(14:0/14:1(9Z)/18:1(9Z)/20:0)	CL(14:0/14:1(9Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(9Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h20,24,32,35,69-71,76H,5-19,21-23,25-31,33-34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,35-32-/t69-,70+,71+/m0/s1	OTNWZAZZBNMCFU-HMIALTRASA-N	1376.972227			MMDBc0038971
BASm0025773	CL(14:0/14:1(9Z)/18:1(9Z)/20:1(11Z))	CL(14:0/14:1(9Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(9Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h20,24,31-33,35,69-71,76H,5-19,21-23,25-30,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,33-31-,35-32-/t69-,70+,71+/m0/s1	PNAZCDDYHHPHGV-SBYOMWTISA-N	1374.956577			MMDBc0038972
BASm0025774	CL(14:0/14:1(9Z)/18:1(9Z)/20:1(13Z))	CL(14:0/14:1(9Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(9Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h20,24-25,29,32,35,69-71,76H,5-19,21-23,26-28,30-31,33-34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,29-25-,35-32-/t69-,70+,71+/m0/s1	WCKAVFMHBAGPRN-YGNDPRICSA-N	1374.956577			MMDBc0038973
BASm0025775	CL(14:0/14:1(9Z)/18:1(9Z)/22:0)	CL(14:0/14:1(9Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(9Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,24,32,37,71-73,78H,5-19,21-23,25-31,33-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,37-32-/t71-,72+,73+/m0/s1	LAIXAQMJNRFTSA-KVHFFYHHSA-N	1405.003527			MMDBc0038974
BASm0025776	CL(14:0/14:1(9Z)/18:1(9Z)/22:1(11Z))	CL(14:0/14:1(9Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(9Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,24,32,34-35,37,71-73,78H,5-19,21-23,25-31,33,36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,35-34-,37-32-/t71-,72+,73+/m0/s1	FNPVCCUUTDKHDM-PJNRZWLSSA-N	1402.987877			MMDBc0038975
BASm0025777	CL(14:0/14:1(9Z)/18:1(9Z)/22:1(9Z))	CL(14:0/14:1(9Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(9Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,24,32,36-38,71-73,78H,5-19,21-23,25-31,33-35,39-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,37-32-,38-36-/t71-,72+,73+/m0/s1	AXOUKCQWOVBKCK-VVHHTOMJSA-N	1402.987877			MMDBc0038976
BASm0025778	CL(14:0/14:1(9Z)/18:1(9Z)/24:0)	CL(14:0/14:1(9Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(9Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,24,32,39,73-75,80H,5-19,21-23,25-31,33-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,39-32-/t73-,74+,75+/m0/s1	PGMXXNVDKFFUNF-MXPCZBITSA-N	1433.034827			MMDBc0038977
BASm0025779	CL(14:0/14:1(9Z)/18:1(9Z)/24:1(11Z))	CL(14:0/14:1(9Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(9Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,24,32,36-37,39,73-75,80H,5-19,21-23,25-31,33-35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,37-36-,39-32-/t73-,74+,75+/m0/s1	MVGMITBISPSYNX-HAHZNBKQSA-N	1431.019177			MMDBc0038978
BASm0025780	CL(14:0/14:1(9Z)/18:1(9Z)/24:1(9Z))	CL(14:0/14:1(9Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(9Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,24,32,38-40,73-75,80H,5-19,21-23,25-31,33-37,41-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,39-32-,40-38-/t73-,74+,75+/m0/s1	SEMUSNRKRQJGRR-FBWKCJENSA-N	1431.019177			MMDBc0038979
BASm0025781	CL(14:0/14:1(9Z)/18:1(9Z)/26:0)	CL(14:0/14:1(9Z)/18:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(9Z)/26:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,32,41,75-77,82H,5-19,21-23,25-31,33-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,41-32-/t75-,76+,77+/m0/s1	AAHOSFORCQPELA-MRJGENFBSA-N	1461.066127			MMDBc0038980
BASm0025782	CL(14:0/14:1(9Z)/18:1(9Z)/26:1(11Z))	CL(14:0/14:1(9Z)/18:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(9Z)/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,32,37-38,41,75-77,82H,5-19,21-23,25-31,33-36,39-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,38-37-,41-32-/t75-,76+,77+/m0/s1	IMRKVBYVOOGCCW-OPHFARKBSA-N	1459.050477			MMDBc0038981
BASm0025783	CL(14:0/14:1(9Z)/18:1(9Z)/26:1(9Z))	CL(14:0/14:1(9Z)/18:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/18:1(9Z)/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-41-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-42-32-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3/h20,24,32,40-42,76-78,83H,5-19,21-23,25-31,33-39,43-75H2,1-4H3,(H,88,89)(H,90,91)/b24-20-,41-40-,42-32-/t76-,77+,78+/m0/s1	QNWYXWDXYOFZTI-FSZNTJGTSA-N	1473.066127			MMDBc0038982
BASm0025784	CL(14:0/14:1(9Z)/20:0/20:0)	CL(14:0/14:1(9Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/20:0/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,24,71-73,78H,5-19,21-23,25-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-/t71-,72+,73+/m0/s1	LTKJNEVPFMZGEE-KTTVDIAXSA-N	1407.019177			MMDBc0038983
BASm0025785	CL(14:0/14:1(9Z)/20:0/20:1(11Z))	CL(14:0/14:1(9Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/20:0/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,24,32,34,71-73,78H,5-19,21-23,25-31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,34-32-/t71-,72+,73+/m0/s1	OQGQBMQNCZPQOO-QDDDDKQZSA-N	1405.003527			MMDBc0038984
BASm0025786	CL(14:0/14:1(9Z)/20:0/20:1(13Z))	CL(14:0/14:1(9Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/20:0/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,24,26,30,71-73,78H,5-19,21-23,25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,30-26-/t71-,72+,73+/m0/s1	MZICKZJBHWGSMG-GQKOCHDNSA-N	1405.003527			MMDBc0038985
BASm0025787	CL(14:0/14:1(9Z)/20:0/22:0)	CL(14:0/14:1(9Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/20:0/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,24,73-75,80H,5-19,21-23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-/t73-,74+,75+/m0/s1	ZATDLZYEVFDSPT-DEPVYLCVSA-N	1435.050477			MMDBc0038986
BASm0025788	CL(14:0/14:1(9Z)/20:0/22:1(11Z))	CL(14:0/14:1(9Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/20:0/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,24,35-36,73-75,80H,5-19,21-23,25-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,36-35-/t73-,74+,75+/m0/s1	ORRGKWAKEYJBNH-DNRVEJMKSA-N	1433.034827			MMDBc0038987
BASm0025789	CL(14:0/14:1(9Z)/20:0/22:1(9Z))	CL(14:0/14:1(9Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/20:0/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,24,38,40,73-75,80H,5-19,21-23,25-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,40-38-/t73-,74+,75+/m0/s1	IBLNOZPHBNYPTK-USSZPVDNSA-N	1433.034827			MMDBc0038988
BASm0025790	CL(14:0/14:1(9Z)/20:0/24:0)	CL(14:0/14:1(9Z)/20:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/20:0/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,75-77,82H,5-19,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-/t75-,76+,77+/m0/s1	APDCOEOJUBJQDR-ABFKWZFKSA-N	1463.081778			MMDBc0038989
BASm0025791	CL(14:0/14:1(9Z)/20:0/24:1(11Z))	CL(14:0/14:1(9Z)/20:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/20:0/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,37-38,75-77,82H,5-19,21-23,25-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,38-37-/t75-,76+,77+/m0/s1	ICJNCAIUTZZZMX-MPDYSZMQSA-N	1461.066127			MMDBc0038990
BASm0025792	CL(14:0/14:1(9Z)/20:0/24:1(9Z))	CL(14:0/14:1(9Z)/20:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/20:0/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,40,42,75-77,82H,5-19,21-23,25-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,42-40-/t75-,76+,77+/m0/s1	TXEYNXBJCDAWMX-ZXXXPTGMSA-N	1461.066127			MMDBc0038991
BASm0025793	CL(14:0/14:1(9Z)/20:1(11Z)/20:1(11Z))	CL(14:0/14:1(9Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/20:1(11Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,24,31-34,71-73,78H,5-19,21-23,25-30,35-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,33-31-,34-32-/t71-,72+,73+/m0/s1	CZNCVDWRFOGXMH-XBUQQCLDSA-N	1402.987877			MMDBc0038992
BASm0025794	CL(14:0/14:1(9Z)/20:1(11Z)/20:1(13Z))	CL(14:0/14:1(9Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/20:1(11Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,24,26,30-31,33,71-73,78H,5-19,21-23,25,27-29,32,34-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,30-26-,33-31-/t71-,72+,73+/m0/s1	FJYLAZVYQXMVOI-IVBSSOSZSA-N	1402.987877			MMDBc0038993
BASm0025795	CL(14:0/14:1(9Z)/20:1(11Z)/22:0)	CL(14:0/14:1(9Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/20:1(11Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,24,32,34,73-75,80H,5-19,21-23,25-31,33,35-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,34-32-/t73-,74+,75+/m0/s1	UKYPHITUQTZQJG-WKGHZWIKSA-N	1433.034827			MMDBc0038994
BASm0025796	CL(14:0/14:1(9Z)/20:1(11Z)/22:1(11Z))	CL(14:0/14:1(9Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/20:1(11Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,24,32,34-36,73-75,80H,5-19,21-23,25-31,33,37-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,34-32-,36-35-/t73-,74+,75+/m0/s1	AYCSYCKUDBOJCW-ZOTKPYLTSA-N	1431.019177			MMDBc0038995
BASm0025797	CL(14:0/14:1(9Z)/20:1(11Z)/22:1(9Z))	CL(14:0/14:1(9Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/20:1(11Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,24,32,34,38,40,73-75,80H,5-19,21-23,25-31,33,35-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,34-32-,40-38-/t73-,74+,75+/m0/s1	DQGDGILHUQQGOX-XKRLHGFCSA-N	1431.019177			MMDBc0038996
BASm0025798	CL(14:0/14:1(9Z)/20:1(11Z)/24:0)	CL(14:0/14:1(9Z)/20:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/20:1(11Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,32,34,75-77,82H,5-19,21-23,25-31,33,35-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,34-32-/t75-,76+,77+/m0/s1	ZBIXLWMYIQYBSI-FOJDRRJLSA-N	1461.066127			MMDBc0038997
BASm0025799	CL(14:0/14:1(9Z)/20:1(11Z)/24:1(11Z))	CL(14:0/14:1(9Z)/20:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/20:1(11Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,32,34,37-38,75-77,82H,5-19,21-23,25-31,33,35-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,34-32-,38-37-/t75-,76+,77+/m0/s1	ITRYTMFASAZDTE-URIIPDTBSA-N	1459.050477			MMDBc0038998
BASm0025800	CL(14:0/14:1(9Z)/20:1(11Z)/24:1(9Z))	CL(14:0/14:1(9Z)/20:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/20:1(11Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,32,34,40,42,75-77,82H,5-19,21-23,25-31,33,35-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,34-32-,42-40-/t75-,76+,77+/m0/s1	IIAVUKCNAARHJM-ZNFTYMMBSA-N	1459.050477			MMDBc0038999
BASm0025801	CL(14:0/14:1(9Z)/20:1(13Z)/20:1(11Z))	CL(14:0/14:1(9Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/20:1(13Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,24-25,29,32,34,71-73,78H,5-19,21-23,26-28,30-31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,29-25-,34-32-/t71-,72+,73+/m0/s1	NDIZQBGCRPFLKU-CQWZNZEISA-N	1402.987877			MMDBc0039000
BASm0025802	CL(14:0/14:1(9Z)/20:1(13Z)/20:1(13Z))	CL(14:0/14:1(9Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/20:1(13Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h20,24-26,29-30,71-73,78H,5-19,21-23,27-28,31-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,29-25-,30-26-/t71-,72+,73+/m0/s1	RIYQSMJNQGBJEB-TYHMEUCOSA-N	1402.987877			MMDBc0039001
BASm0025803	CL(14:0/14:1(9Z)/20:1(13Z)/22:0)	CL(14:0/14:1(9Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/20:1(13Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,24,26,30,73-75,80H,5-19,21-23,25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-/t73-,74+,75+/m0/s1	KBHOZCVPXNUYLE-IXFHZBIMSA-N	1433.034827			MMDBc0039002
BASm0025804	CL(14:0/14:1(9Z)/20:1(13Z)/22:1(11Z))	CL(14:0/14:1(9Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/20:1(13Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,24,26,30,35-36,73-75,80H,5-19,21-23,25,27-29,31-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,36-35-/t73-,74+,75+/m0/s1	FOSWQUZEJHGPMW-LNPZUHRGSA-N	1431.019177			MMDBc0039003
BASm0025805	CL(14:0/14:1(9Z)/20:1(13Z)/22:1(9Z))	CL(14:0/14:1(9Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/20:1(13Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h20,24,26,30,38,40,73-75,80H,5-19,21-23,25,27-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,40-38-/t73-,74+,75+/m0/s1	LXRNTVKDLODHNS-NTJZZNHDSA-N	1431.019177			MMDBc0039004
BASm0025806	CL(14:0/14:1(9Z)/20:1(13Z)/24:0)	CL(14:0/14:1(9Z)/20:1(13Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/20:1(13Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,26,30,75-77,82H,5-19,21-23,25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-/t75-,76+,77+/m0/s1	HTQXDOJTIJVOFW-NKZCOSNDSA-N	1461.066127			MMDBc0039005
BASm0025807	CL(14:0/14:1(9Z)/20:1(13Z)/24:1(11Z))	CL(14:0/14:1(9Z)/20:1(13Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/20:1(13Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,26,30,37-38,75-77,82H,5-19,21-23,25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,38-37-/t75-,76+,77+/m0/s1	RYQZYGPHVXASGJ-KOBXOYBPSA-N	1459.050477			MMDBc0039006
BASm0025808	CL(14:0/14:1(9Z)/20:1(13Z)/24:1(9Z))	CL(14:0/14:1(9Z)/20:1(13Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/20:1(13Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,26,30,40,42,75-77,82H,5-19,21-23,25,27-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,42-40-/t75-,76+,77+/m0/s1	MNTIMVUYSRGYQL-QLGZBVPXSA-N	1459.050477			MMDBc0039007
BASm0025809	CL(14:0/14:1(9Z)/22:0/22:0)	CL(14:0/14:1(9Z)/22:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/22:0/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of docosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,75-77,82H,5-19,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-/t75-,76+,77+/m0/s1	MZYMKEGQBZEGAH-ABFKWZFKSA-N	1463.081778			MMDBc0039008
BASm0025810	CL(14:0/14:1(9Z)/22:0/22:1(11Z))	CL(14:0/14:1(9Z)/22:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/22:0/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,36,38,75-77,82H,5-19,21-23,25-35,37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,38-36-/t75-,76+,77+/m0/s1	RNJVCXYIJMDREF-ULXWEZTISA-N	1461.066127			MMDBc0039009
BASm0025811	CL(14:0/14:1(9Z)/22:0/22:1(9Z))	CL(14:0/14:1(9Z)/22:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/22:0/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,40,42,75-77,82H,5-19,21-23,25-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,42-40-/t75-,76+,77+/m0/s1	AKEPRAKICKPITE-ZXXXPTGMSA-N	1461.066127			MMDBc0039010
BASm0025812	CL(14:0/14:1(9Z)/22:1(11Z)/22:1(11Z))	CL(14:0/14:1(9Z)/22:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/22:1(11Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of (11Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,35-38,75-77,82H,5-19,21-23,25-34,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,37-35-,38-36-/t75-,76+,77+/m0/s1	QMDZDNXVHMASDC-CTNAIZDBSA-N	1459.050477			MMDBc0039011
BASm0025813	CL(14:0/14:1(9Z)/22:1(11Z)/22:1(9Z))	CL(14:0/14:1(9Z)/22:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/22:1(11Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,35,37,40,42,75-77,82H,5-19,21-23,25-34,36,38-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,37-35-,42-40-/t75-,76+,77+/m0/s1	NLAJOICNNFVKGD-ZXTTVHSOSA-N	1459.050477			MMDBc0039012
BASm0025814	CL(14:0/14:1(9Z)/22:1(9Z)/22:1(11Z))	CL(14:0/14:1(9Z)/22:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/22:1(9Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,36,38-39,41,75-77,82H,5-19,21-23,25-35,37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,38-36-,41-39-/t75-,76+,77+/m0/s1	NPLDUFGWQBZTQN-QWCQYERWSA-N	1459.050477			MMDBc0039013
BASm0025815	CL(14:0/14:1(9Z)/22:1(9Z)/22:1(9Z))	CL(14:0/14:1(9Z)/22:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/14:1(9Z)/22:1(9Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of (9Z-docosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h20,24,39-42,75-77,82H,5-19,21-23,25-38,43-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,41-39-,42-40-/t75-,76+,77+/m0/s1	FFBPMHGBYFFXBV-VXGXOHOLSA-N	1459.050477			MMDBc0039014
BASm0025816	CL(14:0/15:0/14:0/15:0)	CL(14:0/15:0/14:0/15:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/14:0/15:0) contains two chains of tetradecanoic acid at the C1 and C3 positions, two chains of pentadecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C67H130O17P2	InChI=1S/C67H130O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)83-62(57-77-64(69)51-47-43-39-35-31-27-23-19-15-11-7-3)59-81-85(73,74)79-55-61(68)56-80-86(75,76)82-60-63(58-78-65(70)52-48-44-40-36-32-28-24-20-16-12-8-4)84-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h61-63,68H,5-60H2,1-4H3,(H,73,74)(H,75,76)/t62-,63-/m1/s1	AIHIVHSAKPNZSO-APQHLZGQSA-N	1268.878327			MMDBc0039015
BASm0025817	CL(14:0/15:0/15:0/16:0)	CL(14:0/15:0/15:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:0/16:0) contains one chain of tetradecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t63-,64+,65+/m0/s1	SYSHPWFZTIBERH-MGSXVFSVSA-N	1296.909627			MMDBc0039016
BASm0025818	CL(14:0/15:0/15:0/16:1(11Z))	CL(14:0/15:0/15:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:0/16:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h17,21,63-65,70H,5-16,18-20,22-62H2,1-4H3,(H,75,76)(H,77,78)/b21-17-/t63-,64+,65+/m0/s1	HHGAYMIVZJYGBV-MSSMDQMMSA-N	1294.893977			MMDBc0039017
BASm0025819	CL(14:0/15:0/15:0/16:1(9Z))	CL(14:0/15:0/15:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:0/16:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h25,29,63-65,70H,5-24,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b29-25-/t63-,64+,65+/m0/s1	QVGCVQMSJWRLBZ-WAMFJCABSA-N	1294.893977			MMDBc0039018
BASm0025820	CL(14:0/15:0/15:0/18:0)	CL(14:0/15:0/15:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:0/18:0) contains one chain of tetradecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	LNASPHQJPNUZQM-OHKZLATASA-N	1324.940927			MMDBc0039019
BASm0025821	CL(14:0/15:0/15:0/18:1(11Z))	CL(14:0/15:0/15:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:0/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h25,29,65-67,72H,5-24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b29-25-/t65-,66+,67+/m0/s1	OWMZGFJWRJZUCD-XMOLDPFVSA-N	1322.925277			MMDBc0039020
BASm0025822	CL(14:0/15:0/15:0/18:1(9Z))	CL(14:0/15:0/15:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:0/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h32-33,65-67,72H,5-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b33-32-/t65-,66+,67+/m0/s1	SPLASPSAEGHKEA-KHOZQRHUSA-N	1322.925277			MMDBc0039021
BASm0025823	CL(14:0/15:0/15:0/20:0)	CL(14:0/15:0/15:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:0/20:0) contains one chain of tetradecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	STXJNNMFQANLMS-MXMGCQHCSA-N	1352.972227			MMDBc0039022
BASm0025824	CL(14:0/15:0/15:0/20:1(11Z))	CL(14:0/15:0/15:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:0/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h32-33,67-69,74H,5-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b33-32-/t67-,68+,69+/m0/s1	LEKXIEVFGAIFFC-SCUFBZQYSA-N	1350.956577			MMDBc0039023
BASm0025825	CL(14:0/15:0/15:0/20:1(13Z))	CL(14:0/15:0/15:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:0/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h25,29,67-69,74H,5-24,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b29-25-/t67-,68+,69+/m0/s1	JHOVPLLJMULWQP-UJRKEJGJSA-N	1350.956577			MMDBc0039024
BASm0025826	CL(14:0/15:0/15:0/22:0)	CL(14:0/15:0/15:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:0/22:0) contains one chain of tetradecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	SGQOUWXAHBQJHP-NTQFVZKBSA-N	1381.003527			MMDBc0039025
BASm0025827	CL(14:0/15:0/15:0/22:1(11Z))	CL(14:0/15:0/15:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:0/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h34-35,69-71,76H,5-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b35-34-/t69-,70+,71+/m0/s1	VIGMTDXHRAAERO-VBYSCXMYSA-N	1378.987877			MMDBc0039026
BASm0025828	CL(14:0/15:0/15:0/22:1(9Z))	CL(14:0/15:0/15:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:0/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h36-37,69-71,76H,5-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b37-36-/t69-,70+,71+/m0/s1	MXQBXIRMJKXGFO-TVPKQGNNSA-N	1378.987877			MMDBc0039027
BASm0025829	CL(14:0/15:0/15:0/24:0)	CL(14:0/15:0/15:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:0/24:0) contains one chain of tetradecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	RZCQKYVQIJGVQM-DFXUENRWSA-N	1409.034827			MMDBc0039028
BASm0025830	CL(14:0/15:0/15:0/24:1(11Z))	CL(14:0/15:0/15:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:0/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h36-37,71-73,78H,5-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b37-36-/t71-,72+,73+/m0/s1	HYDFHJRYYVBHFX-FMNBGGTISA-N	1407.019177			MMDBc0039029
BASm0025831	CL(14:0/15:0/15:0/24:1(9Z))	CL(14:0/15:0/15:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:0/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h38-39,71-73,78H,5-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b39-38-/t71-,72+,73+/m0/s1	HSNPZTNHDTYYGL-OULYKJFJSA-N	1407.019177			MMDBc0039030
BASm0025832	CL(14:0/15:0/15:0/26:0)	CL(14:0/15:0/15:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:0/26:0) contains one chain of tetradecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	ADRAUTGPSYEQRS-ARQKOWHBSA-N	1437.066127			MMDBc0039031
BASm0025833	CL(14:0/15:0/15:0/26:1(11Z))	CL(14:0/15:0/15:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:0/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h37-38,73-75,80H,5-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b38-37-/t73-,74+,75+/m0/s1	XAKKHEKGSIKXLZ-KJSACERUSA-N	1435.050477			MMDBc0039032
BASm0025834	CL(14:0/15:0/15:0/26:1(9Z))	CL(14:0/15:0/15:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:0/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H154O17P2	InChI=1S/C80H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h40-41,74-76,81H,5-39,42-73H2,1-4H3,(H,86,87)(H,88,89)/b41-40-/t74-,75+,76+/m0/s1	IHSJHXWLGSDPJG-LVGVVNOOSA-N	1449.066127			MMDBc0039033
BASm0025835	CL(14:0/15:0/15:0/28:0)	CL(14:0/15:0/15:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:0/28:0) contains one chain of tetradecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	IBMHLXNTHLKKGH-HRXLSSNSSA-N	1465.097428			MMDBc0039034
BASm0025836	CL(14:0/15:0/15:0/28:1(11Z))	CL(14:0/15:0/15:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:0/28:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h39-40,75-77,82H,5-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b40-39-/t75-,76+,77+/m0/s1	UGMOLMMCQZMGTA-YALXCUQOSA-N	1463.081778			MMDBc0039035
BASm0025837	CL(14:0/15:0/15:0/28:1(9Z))	CL(14:0/15:0/15:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:0/28:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h41-42,75-77,82H,5-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b42-41-/t75-,76+,77+/m0/s1	FPSZEJFURYQZHZ-PLHBCDIOSA-N	1463.081778			MMDBc0039036
BASm0025838	CL(14:0/15:0/15:1(11Z)/16:0)	CL(14:0/15:0/15:1(11Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(11Z)/16:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h14,18,63-65,70H,5-13,15-17,19-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-/t63-,64+,65+/m0/s1	CKUWYYSOPVYXRS-OCKFDPGASA-N	1294.893977			MMDBc0039037
BASm0025839	CL(14:0/15:0/15:1(11Z)/16:1(11Z))	CL(14:0/15:0/15:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(11Z)/16:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h14,17-18,21,63-65,70H,5-13,15-16,19-20,22-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,21-17-/t63-,64+,65+/m0/s1	GVRHRQQLVFBCEL-LEOZODENSA-N	1292.878327			MMDBc0039038
BASm0025840	CL(14:0/15:0/15:1(11Z)/16:1(9Z))	CL(14:0/15:0/15:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(11Z)/16:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h14,18,25,29,63-65,70H,5-13,15-17,19-24,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,29-25-/t63-,64+,65+/m0/s1	ZGYCZXFJKDXAOM-KEBOMBMQSA-N	1292.878327			MMDBc0039039
BASm0025841	CL(14:0/15:0/15:1(11Z)/18:0)	CL(14:0/15:0/15:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(11Z)/18:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h14,18,65-67,72H,5-13,15-17,19-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-/t65-,66+,67+/m0/s1	IDJYFTDZYMWAML-PHBHAKSISA-N	1322.925277			MMDBc0039040
BASm0025842	CL(14:0/15:0/15:1(11Z)/18:1(11Z))	CL(14:0/15:0/15:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(11Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h14,18,25,29,65-67,72H,5-13,15-17,19-24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,29-25-/t65-,66+,67+/m0/s1	ATMUXEZEHGAIIZ-YXIJNUQZSA-N	1320.909627			MMDBc0039041
BASm0025843	CL(14:0/15:0/15:1(11Z)/18:1(9Z))	CL(14:0/15:0/15:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(11Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h14,18,32-33,65-67,72H,5-13,15-17,19-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,33-32-/t65-,66+,67+/m0/s1	CWRVFZWQSGVNBY-NVPCJJMHSA-N	1320.909627			MMDBc0039042
BASm0025844	CL(14:0/15:0/15:1(11Z)/20:0)	CL(14:0/15:0/15:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(11Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h14,18,67-69,74H,5-13,15-17,19-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-/t67-,68+,69+/m0/s1	WZRCUZNHFPMGBC-ADGSEFNQSA-N	1350.956577			MMDBc0039043
BASm0025845	CL(14:0/15:0/15:1(11Z)/20:1(11Z))	CL(14:0/15:0/15:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(11Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h14,18,32-33,67-69,74H,5-13,15-17,19-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,33-32-/t67-,68+,69+/m0/s1	AOYVZUIPHSTEOV-PZYPKIQDSA-N	1348.940927			MMDBc0039044
BASm0025846	CL(14:0/15:0/15:1(11Z)/20:1(13Z))	CL(14:0/15:0/15:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(11Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h14,18,25,29,67-69,74H,5-13,15-17,19-24,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,29-25-/t67-,68+,69+/m0/s1	NMPUOUJGQPRLFT-SHJFUMCJSA-N	1348.940927			MMDBc0039045
BASm0025847	CL(14:0/15:0/15:1(11Z)/22:0)	CL(14:0/15:0/15:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(11Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h14,18,69-71,76H,5-13,15-17,19-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-/t69-,70+,71+/m0/s1	RDYPQUMFLDMNTL-FZYNDCMASA-N	1378.987877			MMDBc0039046
BASm0025848	CL(14:0/15:0/15:1(11Z)/22:1(11Z))	CL(14:0/15:0/15:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(11Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h14,18,34-35,69-71,76H,5-13,15-17,19-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,35-34-/t69-,70+,71+/m0/s1	MMCLPRBPBYNLPZ-ZXWMNOLKSA-N	1376.972227			MMDBc0039047
BASm0025849	CL(14:0/15:0/15:1(11Z)/22:1(9Z))	CL(14:0/15:0/15:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(11Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h14,18,36-37,69-71,76H,5-13,15-17,19-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,37-36-/t69-,70+,71+/m0/s1	YZPWTIKUEFSBSM-GTEHONOJSA-N	1376.972227			MMDBc0039048
BASm0025850	CL(14:0/15:0/15:1(11Z)/24:0)	CL(14:0/15:0/15:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(11Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h14,18,71-73,78H,5-13,15-17,19-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-/t71-,72+,73+/m0/s1	ALKXFLXGWDBTMX-RGSQTQCOSA-N	1407.019177			MMDBc0039049
BASm0025851	CL(14:0/15:0/15:1(11Z)/24:1(11Z))	CL(14:0/15:0/15:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(11Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h14,18,36-37,71-73,78H,5-13,15-17,19-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,37-36-/t71-,72+,73+/m0/s1	HVKZRHYTUBXOTG-FXCIIOEXSA-N	1405.003527			MMDBc0039050
BASm0025852	CL(14:0/15:0/15:1(11Z)/24:1(9Z))	CL(14:0/15:0/15:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(11Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h14,18,38-39,71-73,78H,5-13,15-17,19-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,39-38-/t71-,72+,73+/m0/s1	OKRYXMWKYFLGMC-GSVHEVHFSA-N	1405.003527			MMDBc0039051
BASm0025853	CL(14:0/15:0/15:1(11Z)/26:0)	CL(14:0/15:0/15:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(11Z)/26:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h14,18,73-75,80H,5-13,15-17,19-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-/t73-,74+,75+/m0/s1	HCWONMIUWNDEPU-CELCYILISA-N	1435.050477			MMDBc0039052
BASm0025854	CL(14:0/15:0/15:1(11Z)/26:1(11Z))	CL(14:0/15:0/15:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(11Z)/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h14,18,37-38,73-75,80H,5-13,15-17,19-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,38-37-/t73-,74+,75+/m0/s1	OIQVOGOQKNHGHW-CZXQJQQTSA-N	1433.034827			MMDBc0039053
BASm0025855	CL(14:0/15:0/15:1(11Z)/26:1(9Z))	CL(14:0/15:0/15:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(11Z)/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h14,18,40-41,74-76,81H,5-13,15-17,19-39,42-73H2,1-4H3,(H,86,87)(H,88,89)/b18-14-,41-40-/t74-,75+,76+/m0/s1	ZIWVMEFQMFMFFG-QRRZHXBWSA-N	1447.050477			MMDBc0039054
BASm0025856	CL(14:0/15:0/15:1(11Z)/28:0)	CL(14:0/15:0/15:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(11Z)/28:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h14,18,75-77,82H,5-13,15-17,19-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-/t75-,76+,77+/m0/s1	SXVUQVXAARTKCP-WWSNGTCDSA-N	1463.081778			MMDBc0039055
BASm0025857	CL(14:0/15:0/15:1(11Z)/28:1(11Z))	CL(14:0/15:0/15:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(11Z)/28:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h14,18,39-40,75-77,82H,5-13,15-17,19-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,40-39-/t75-,76+,77+/m0/s1	WREPPUHAWODGHN-OBQASQPYSA-N	1461.066127			MMDBc0039056
BASm0025858	CL(14:0/15:0/15:1(11Z)/28:1(9Z))	CL(14:0/15:0/15:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(11Z)/28:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h14,18,41-42,75-77,82H,5-13,15-17,19-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,42-41-/t75-,76+,77+/m0/s1	YZLROAMHBXSUNI-HHGJZALFSA-N	1461.066127			MMDBc0039057
BASm0025859	CL(14:0/15:0/15:1(9Z)/16:0)	CL(14:0/15:0/15:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(9Z)/16:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h22,26,63-65,70H,5-21,23-25,27-62H2,1-4H3,(H,75,76)(H,77,78)/b26-22-/t63-,64+,65+/m0/s1	RUVSCOLWEOJCSD-DUYIYENZSA-N	1294.893977			MMDBc0039058
BASm0025860	CL(14:0/15:0/15:1(9Z)/16:1(11Z))	CL(14:0/15:0/15:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(9Z)/16:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h17,21-22,26,63-65,70H,5-16,18-20,23-25,27-62H2,1-4H3,(H,75,76)(H,77,78)/b21-17-,26-22-/t63-,64+,65+/m0/s1	VVYJMUPEWMABSC-VIPOHYDXSA-N	1292.878327			MMDBc0039059
BASm0025861	CL(14:0/15:0/15:1(9Z)/16:1(9Z))	CL(14:0/15:0/15:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(9Z)/16:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h22,25-26,29,63-65,70H,5-21,23-24,27-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b26-22-,29-25-/t63-,64+,65+/m0/s1	YXYRWCRMALDUTN-FTXGMXJUSA-N	1292.878327			MMDBc0039060
BASm0025862	CL(14:0/15:0/15:1(9Z)/18:0)	CL(14:0/15:0/15:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(9Z)/18:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h22,26,65-67,72H,5-21,23-25,27-64H2,1-4H3,(H,77,78)(H,79,80)/b26-22-/t65-,66+,67+/m0/s1	GHPYBEVSOIXXSE-BRSMPAFYSA-N	1322.925277			MMDBc0039061
BASm0025863	CL(14:0/15:0/15:1(9Z)/18:1(11Z))	CL(14:0/15:0/15:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(9Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h22,25-26,29,65-67,72H,5-21,23-24,27-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b26-22-,29-25-/t65-,66+,67+/m0/s1	LMABVLCIKNOSMU-RLQWAJBZSA-N	1320.909627			MMDBc0039062
BASm0025864	CL(14:0/15:0/15:1(9Z)/18:1(9Z))	CL(14:0/15:0/15:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(9Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h22,26,32-33,65-67,72H,5-21,23-25,27-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b26-22-,33-32-/t65-,66+,67+/m0/s1	RUSVFGGEXJXJIP-CREWNXQFSA-N	1320.909627			MMDBc0039063
BASm0025865	CL(14:0/15:0/15:1(9Z)/20:0)	CL(14:0/15:0/15:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(9Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h22,26,67-69,74H,5-21,23-25,27-66H2,1-4H3,(H,79,80)(H,81,82)/b26-22-/t67-,68+,69+/m0/s1	VDKJNWOBEUFSEI-QVTOLYJKSA-N	1350.956577			MMDBc0039064
BASm0025866	CL(14:0/15:0/15:1(9Z)/20:1(11Z))	CL(14:0/15:0/15:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(9Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h22,26,32-33,67-69,74H,5-21,23-25,27-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b26-22-,33-32-/t67-,68+,69+/m0/s1	PXIVNYLEJKMCKX-ARLYQYNPSA-N	1348.940927			MMDBc0039065
BASm0025867	CL(14:0/15:0/15:1(9Z)/20:1(13Z))	CL(14:0/15:0/15:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(9Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h22,25-26,29,67-69,74H,5-21,23-24,27-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b26-22-,29-25-/t67-,68+,69+/m0/s1	YRXGJHFINKQBQZ-FKLMALDJSA-N	1348.940927			MMDBc0039066
BASm0025868	CL(14:0/15:0/15:1(9Z)/22:0)	CL(14:0/15:0/15:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(9Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h22,26,69-71,76H,5-21,23-25,27-68H2,1-4H3,(H,81,82)(H,83,84)/b26-22-/t69-,70+,71+/m0/s1	YOIIYFYFVOVKLI-JVZNJWLCSA-N	1378.987877			MMDBc0039067
BASm0025869	CL(14:0/15:0/15:1(9Z)/22:1(11Z))	CL(14:0/15:0/15:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(9Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h22,26,34-35,69-71,76H,5-21,23-25,27-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b26-22-,35-34-/t69-,70+,71+/m0/s1	UHIBTORZYVLSPV-IWHYHLRASA-N	1376.972227			MMDBc0039068
BASm0025870	CL(14:0/15:0/15:1(9Z)/22:1(9Z))	CL(14:0/15:0/15:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(9Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h22,26,36-37,69-71,76H,5-21,23-25,27-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b26-22-,37-36-/t69-,70+,71+/m0/s1	ULHIGSWAAPAJAE-LRQHCVAESA-N	1376.972227			MMDBc0039069
BASm0025871	CL(14:0/15:0/15:1(9Z)/24:0)	CL(14:0/15:0/15:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(9Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h22,26,71-73,78H,5-21,23-25,27-70H2,1-4H3,(H,83,84)(H,85,86)/b26-22-/t71-,72+,73+/m0/s1	FVCCYLVIJZVURI-AJAQIHETSA-N	1407.019177			MMDBc0039070
BASm0025872	CL(14:0/15:0/15:1(9Z)/24:1(11Z))	CL(14:0/15:0/15:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(9Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h22,26,36-37,71-73,78H,5-21,23-25,27-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b26-22-,37-36-/t71-,72+,73+/m0/s1	UCZBDGPKHFSPQA-XOCNYRHBSA-N	1405.003527			MMDBc0039071
BASm0025873	CL(14:0/15:0/15:1(9Z)/24:1(9Z))	CL(14:0/15:0/15:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(9Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h22,26,38-39,71-73,78H,5-21,23-25,27-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b26-22-,39-38-/t71-,72+,73+/m0/s1	HJFWOCSYYWOPNT-JSCZTQMYSA-N	1405.003527			MMDBc0039072
BASm0025874	CL(14:0/15:0/15:1(9Z)/26:0)	CL(14:0/15:0/15:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(9Z)/26:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h22,26,73-75,80H,5-21,23-25,27-72H2,1-4H3,(H,85,86)(H,87,88)/b26-22-/t73-,74+,75+/m0/s1	QSDSEZJUWDGZQG-ODVQERTASA-N	1435.050477			MMDBc0039073
BASm0025875	CL(14:0/15:0/15:1(9Z)/26:1(11Z))	CL(14:0/15:0/15:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(9Z)/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h22,26,37-38,73-75,80H,5-21,23-25,27-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b26-22-,38-37-/t73-,74+,75+/m0/s1	NMBDQCYFIPDFPJ-PSKQXDLCSA-N	1433.034827			MMDBc0039074
BASm0025876	CL(14:0/15:0/15:1(9Z)/26:1(9Z))	CL(14:0/15:0/15:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(9Z)/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h22,26,40-41,74-76,81H,5-21,23-25,27-39,42-73H2,1-4H3,(H,86,87)(H,88,89)/b26-22-,41-40-/t74-,75+,76+/m0/s1	QCPCHKWZHWECCS-JVNYHTEOSA-N	1447.050477			MMDBc0039075
BASm0025877	CL(14:0/15:0/15:1(9Z)/28:0)	CL(14:0/15:0/15:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(9Z)/28:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h22,26,75-77,82H,5-21,23-25,27-74H2,1-4H3,(H,87,88)(H,89,90)/b26-22-/t75-,76+,77+/m0/s1	JXOLWAYNRDBZHF-XQITXFLZSA-N	1463.081778			MMDBc0039076
BASm0025878	CL(14:0/15:0/15:1(9Z)/28:1(11Z))	CL(14:0/15:0/15:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(9Z)/28:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h22,26,39-40,75-77,82H,5-21,23-25,27-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b26-22-,40-39-/t75-,76+,77+/m0/s1	WNHZKRSOIYEXFL-FMOMRQFMSA-N	1461.066127			MMDBc0039077
BASm0025879	CL(14:0/15:0/15:1(9Z)/28:1(9Z))	CL(14:0/15:0/15:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/15:1(9Z)/28:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h22,26,41-42,75-77,82H,5-21,23-25,27-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b26-22-,42-41-/t75-,76+,77+/m0/s1	LFRLHMWBAJMYQG-BRGMHWNRSA-N	1461.066127			MMDBc0039078
BASm0025880	CL(14:0/15:0/16:0/23:1(11Z))	CL(14:0/15:0/16:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/16:0/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h35-36,71-73,78H,5-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b36-35-/t71-,72+,73+/m0/s1	DCEJTHOIYDDEQH-WQQSVMQDSA-N	1407.019177			MMDBc0039079
BASm0025881	CL(14:0/15:0/16:0/23:1(9Z))	CL(14:0/15:0/16:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/16:0/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h37-38,71-73,78H,5-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b38-37-/t71-,72+,73+/m0/s1	OHSSARRVYQJXMV-JQDGKYSJSA-N	1407.019177			MMDBc0039080
BASm0025882	CL(14:0/15:0/16:0/25:0)	CL(14:0/15:0/16:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/16:0/25:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	KRQWYQRRURGKJE-ARQKOWHBSA-N	1437.066127			MMDBc0039081
BASm0025883	CL(14:0/15:0/16:0/25:1(11Z))	CL(14:0/15:0/16:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/16:0/25:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h37-38,73-75,80H,5-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b38-37-/t73-,74+,75+/m0/s1	CEHHKRLDPBHIJK-KJSACERUSA-N	1435.050477			MMDBc0039082
BASm0025884	CL(14:0/15:0/16:0/25:1(9Z))	CL(14:0/15:0/16:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/16:0/25:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h39-40,73-75,80H,5-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b40-39-/t73-,74+,75+/m0/s1	PFPXMQADGLTIJU-ZJLGETJNSA-N	1435.050477			MMDBc0039083
BASm0025885	CL(14:0/15:0/16:0/27:0)	CL(14:0/15:0/16:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/16:0/27:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	UCPLAIITQNTJPE-HRXLSSNSSA-N	1465.097428			MMDBc0039084
BASm0025886	CL(14:0/15:0/16:0/27:1(11Z))	CL(14:0/15:0/16:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/16:0/27:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h39-40,75-77,82H,5-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b40-39-/t75-,76+,77+/m0/s1	OXTVWWOGOFPXKO-YALXCUQOSA-N	1463.081778			MMDBc0039085
BASm0025887	CL(14:0/15:0/16:0/27:1(9Z))	CL(14:0/15:0/16:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/16:0/27:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h41-42,75-77,82H,5-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b42-41-/t75-,76+,77+/m0/s1	CGDTXRNLSSDCNT-PLHBCDIOSA-N	1463.081778			MMDBc0039086
BASm0025888	CL(14:0/15:0/16:1(11Z)/23:1(11Z))	CL(14:0/15:0/16:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/16:1(11Z)/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h18,22,35-36,71-73,78H,5-17,19-21,23-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,36-35-/t71-,72+,73+/m0/s1	PZRGVDKBLBEDDY-XUKAXHDMSA-N	1405.003527			MMDBc0039087
BASm0025889	CL(14:0/15:0/16:1(11Z)/23:1(9Z))	CL(14:0/15:0/16:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/16:1(11Z)/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h18,22,37-38,71-73,78H,5-17,19-21,23-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,38-37-/t71-,72+,73+/m0/s1	AVTHQGHESQRSRG-DOPMNZKDSA-N	1405.003527			MMDBc0039088
BASm0025890	CL(14:0/15:0/16:1(11Z)/25:0)	CL(14:0/15:0/16:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/16:1(11Z)/25:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h18,22,73-75,80H,5-17,19-21,23-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-/t73-,74+,75+/m0/s1	QHXDOVPQTVMYAM-XVBSZFSMSA-N	1435.050477			MMDBc0039089
BASm0025891	CL(14:0/15:0/16:1(11Z)/25:1(11Z))	CL(14:0/15:0/16:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/16:1(11Z)/25:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h18,22,37-38,73-75,80H,5-17,19-21,23-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,38-37-/t73-,74+,75+/m0/s1	VNPOXFMRADFCEX-ZXIIQMASSA-N	1433.034827			MMDBc0039090
BASm0025892	CL(14:0/15:0/16:1(11Z)/25:1(9Z))	CL(14:0/15:0/16:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/16:1(11Z)/25:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h18,22,39-40,73-75,80H,5-17,19-21,23-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,40-39-/t73-,74+,75+/m0/s1	OJYHCVLFUTZWRT-KHJJNGHRSA-N	1433.034827			MMDBc0039091
BASm0025893	CL(14:0/15:0/16:1(11Z)/27:0)	CL(14:0/15:0/16:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/16:1(11Z)/27:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h18,22,75-77,82H,5-17,19-21,23-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-/t75-,76+,77+/m0/s1	BITBBAJGNIPGIJ-LFGZPRDQSA-N	1463.081778			MMDBc0039092
BASm0025894	CL(14:0/15:0/16:1(11Z)/27:1(11Z))	CL(14:0/15:0/16:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/16:1(11Z)/27:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h18,22,39-40,75-77,82H,5-17,19-21,23-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,40-39-/t75-,76+,77+/m0/s1	JDYGLUJASYOYMS-RTRHOBRESA-N	1461.066127			MMDBc0039093
BASm0025895	CL(14:0/15:0/16:1(11Z)/27:1(9Z))	CL(14:0/15:0/16:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/16:1(11Z)/27:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h18,22,41-42,75-77,82H,5-17,19-21,23-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,42-41-/t75-,76+,77+/m0/s1	MKDCDHDUNVHVFK-PISNRLJNSA-N	1461.066127			MMDBc0039094
BASm0025896	CL(14:0/15:0/16:1(9Z)/23:1(11Z))	CL(14:0/15:0/16:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/16:1(9Z)/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h26,30,35-36,71-73,78H,5-25,27-29,31-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-,36-35-/t71-,72+,73+/m0/s1	IXGIGAUYXCHEGI-XIGXRJDMSA-N	1405.003527			MMDBc0039095
BASm0025897	CL(14:0/15:0/16:1(9Z)/23:1(9Z))	CL(14:0/15:0/16:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/16:1(9Z)/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h26,30,37-38,71-73,78H,5-25,27-29,31-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-,38-37-/t71-,72+,73+/m0/s1	GXBNVURECNJIHZ-FDSCLUJPSA-N	1405.003527			MMDBc0039096
BASm0025898	CL(14:0/15:0/16:1(9Z)/25:0)	CL(14:0/15:0/16:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/16:1(9Z)/25:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h26,30,73-75,80H,5-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-/t73-,74+,75+/m0/s1	CJLDQSYQYYXYBR-HKUNFGDVSA-N	1435.050477			MMDBc0039097
BASm0025899	CL(14:0/15:0/16:1(9Z)/25:1(11Z))	CL(14:0/15:0/16:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/16:1(9Z)/25:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h26,30,37-38,73-75,80H,5-25,27-29,31-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,38-37-/t73-,74+,75+/m0/s1	FCXBQDHLXBDOEF-KMYPPYMDSA-N	1433.034827			MMDBc0039098
BASm0025900	CL(14:0/15:0/16:1(9Z)/25:1(9Z))	CL(14:0/15:0/16:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/16:1(9Z)/25:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h26,30,39-40,73-75,80H,5-25,27-29,31-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,40-39-/t73-,74+,75+/m0/s1	JMNURJKWCDZQHK-HSKYGLAPSA-N	1433.034827			MMDBc0039099
BASm0025901	CL(14:0/15:0/16:1(9Z)/27:0)	CL(14:0/15:0/16:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/16:1(9Z)/27:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h26,30,75-77,82H,5-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-/t75-,76+,77+/m0/s1	KMKGENCTISPKOJ-QBBAVDQISA-N	1463.081778			MMDBc0039100
BASm0025902	CL(14:0/15:0/16:1(9Z)/27:1(11Z))	CL(14:0/15:0/16:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/16:1(9Z)/27:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h26,30,39-40,75-77,82H,5-25,27-29,31-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,40-39-/t75-,76+,77+/m0/s1	OBHIIPWSWCPFAE-CJTXOSNFSA-N	1461.066127			MMDBc0039101
BASm0025903	CL(14:0/15:0/16:1(9Z)/27:1(9Z))	CL(14:0/15:0/16:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/16:1(9Z)/27:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h26,30,41-42,75-77,82H,5-25,27-29,31-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,42-41-/t75-,76+,77+/m0/s1	PPIFDRSEHDEFRM-MPZNYKSRSA-N	1461.066127			MMDBc0039102
BASm0025904	CL(14:0/15:0/18:0/23:1(11Z))	CL(14:0/15:0/18:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/18:0/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h36-37,73-75,80H,5-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b37-36-/t73-,74+,75+/m0/s1	LMLOMKZLGFANKF-MVLZJVGISA-N	1435.050477			MMDBc0039103
BASm0025905	CL(14:0/15:0/18:0/23:1(9Z))	CL(14:0/15:0/18:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/18:0/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h38,40,73-75,80H,5-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b40-38-/t73-,74+,75+/m0/s1	QCMYSDYEUKMEQX-KIUUNOOXSA-N	1435.050477			MMDBc0039104
BASm0025906	CL(14:0/15:0/18:0/25:0)	CL(14:0/15:0/18:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/18:0/25:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	KWVTULCJGHKLMJ-HRXLSSNSSA-N	1465.097428			MMDBc0039105
BASm0025907	CL(14:0/15:0/18:0/25:1(11Z))	CL(14:0/15:0/18:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/18:0/25:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h38-39,75-77,82H,5-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-38-/t75-,76+,77+/m0/s1	CADSJAUMFFLJQM-PONSQHSQSA-N	1463.081778			MMDBc0039106
BASm0025908	CL(14:0/15:0/18:0/25:1(9Z))	CL(14:0/15:0/18:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/18:0/25:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h40,42,75-77,82H,5-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b42-40-/t75-,76+,77+/m0/s1	YZDKWZQWYYWAJM-FSZMGQBASA-N	1463.081778			MMDBc0039107
BASm0025909	CL(14:0/15:0/18:1(11Z)/23:1(11Z))	CL(14:0/15:0/18:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/18:1(11Z)/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h26,30,36-37,73-75,80H,5-25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,37-36-/t73-,74+,75+/m0/s1	PKZYVTUHQCRABI-OEXKSNQGSA-N	1433.034827			MMDBc0039108
BASm0025910	CL(14:0/15:0/18:1(11Z)/23:1(9Z))	CL(14:0/15:0/18:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/18:1(11Z)/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h26,30,38,40,73-75,80H,5-25,27-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,40-38-/t73-,74+,75+/m0/s1	WLYLEAVEUUCMIU-SQYGFPSISA-N	1433.034827			MMDBc0039109
BASm0025911	CL(14:0/15:0/18:1(11Z)/25:0)	CL(14:0/15:0/18:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/18:1(11Z)/25:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h26,30,75-77,82H,5-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-/t75-,76+,77+/m0/s1	ZPPPQLCKUZZKTC-QBBAVDQISA-N	1463.081778			MMDBc0039110
BASm0025912	CL(14:0/15:0/18:1(11Z)/25:1(11Z))	CL(14:0/15:0/18:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/18:1(11Z)/25:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h26,30,38-39,75-77,82H,5-25,27-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,39-38-/t75-,76+,77+/m0/s1	QIGKCZHJICVQPA-YRCDAZDISA-N	1461.066127			MMDBc0039111
BASm0025913	CL(14:0/15:0/18:1(11Z)/25:1(9Z))	CL(14:0/15:0/18:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/18:1(11Z)/25:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h26,30,40,42,75-77,82H,5-25,27-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,42-40-/t75-,76+,77+/m0/s1	ZDOPMUHCBXJFND-UCZASLHESA-N	1461.066127			MMDBc0039112
BASm0025914	CL(14:0/15:0/18:1(9Z)/23:1(11Z))	CL(14:0/15:0/18:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/18:1(9Z)/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h33,36-37,39,73-75,80H,5-32,34-35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b37-36-,39-33-/t73-,74+,75+/m0/s1	KQNLRWHDPHIFQG-QIRGYLHBSA-N	1433.034827			MMDBc0039113
BASm0025915	CL(14:0/15:0/18:1(9Z)/23:1(9Z))	CL(14:0/15:0/18:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/18:1(9Z)/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h33,38-40,73-75,80H,5-32,34-37,41-72H2,1-4H3,(H,85,86)(H,87,88)/b39-33-,40-38-/t73-,74+,75+/m0/s1	TWSOUHUVDHMCGC-CMSJBITCSA-N	1433.034827			MMDBc0039114
BASm0025916	CL(14:0/15:0/18:1(9Z)/25:0)	CL(14:0/15:0/18:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/18:1(9Z)/25:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h33,41,75-77,82H,5-32,34-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b41-33-/t75-,76+,77+/m0/s1	TUEWKBFJFYRSQX-VIHLWCHLSA-N	1463.081778			MMDBc0039115
BASm0025917	CL(14:0/15:0/18:1(9Z)/25:1(11Z))	CL(14:0/15:0/18:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/18:1(9Z)/25:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h33,38-39,41,75-77,82H,5-32,34-37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b39-38-,41-33-/t75-,76+,77+/m0/s1	PVOHEQXYTQLJGY-HHUACVTNSA-N	1461.066127			MMDBc0039116
BASm0025918	CL(14:0/15:0/18:1(9Z)/25:1(9Z))	CL(14:0/15:0/18:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/18:1(9Z)/25:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h33,40-42,75-77,82H,5-32,34-39,43-74H2,1-4H3,(H,87,88)(H,89,90)/b41-33-,42-40-/t75-,76+,77+/m0/s1	UXMUTMBCXLRUKY-GHABJMKMSA-N	1461.066127			MMDBc0039117
BASm0025919	CL(14:0/15:0/20:0/23:1(11Z))	CL(14:0/15:0/20:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/20:0/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h37-38,75-77,82H,5-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-/t75-,76+,77+/m0/s1	YTOVWURVZJQMJP-PPDVTESNSA-N	1463.081778			MMDBc0039118
BASm0025920	CL(14:0/15:0/20:0/23:1(9Z))	CL(14:0/15:0/20:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/20:0/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h40,42,75-77,82H,5-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b42-40-/t75-,76+,77+/m0/s1	ZOIWJDIHIYCGDY-FSZMGQBASA-N	1463.081778			MMDBc0039119
BASm0025921	CL(14:0/15:0/20:1(11Z)/23:1(11Z))	CL(14:0/15:0/20:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/20:1(11Z)/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h33,35,37-38,75-77,82H,5-32,34,36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b35-33-,38-37-/t75-,76+,77+/m0/s1	QSGHUEMSMSAZSK-NGIFUUGJSA-N	1461.066127			MMDBc0039120
BASm0025922	CL(14:0/15:0/20:1(11Z)/23:1(9Z))	CL(14:0/15:0/20:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/20:1(11Z)/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h33,35,40,42,75-77,82H,5-32,34,36-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b35-33-,42-40-/t75-,76+,77+/m0/s1	XWKIYELXOBCVSO-DBTNMTICSA-N	1461.066127			MMDBc0039121
BASm0025923	CL(14:0/15:0/20:1(13Z)/23:1(11Z))	CL(14:0/15:0/20:1(13Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/20:1(13Z)/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h26,30,37-38,75-77,82H,5-25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,38-37-/t75-,76+,77+/m0/s1	MQOHOHVMUOHPSS-BZNJLEBDSA-N	1461.066127			MMDBc0039122
BASm0025924	CL(14:0/15:0/20:1(13Z)/23:1(9Z))	CL(14:0/15:0/20:1(13Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:0/20:1(13Z)/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h26,30,40,42,75-77,82H,5-25,27-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,42-40-/t75-,76+,77+/m0/s1	FQDQVYKFVBCWQH-UCZASLHESA-N	1461.066127			MMDBc0039123
BASm0025925	CL(14:0/15:1(11Z)/15:1(11Z)/16:0)	CL(14:0/15:1(11Z)/15:1(11Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(11Z)/16:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h14-15,18-19,63-65,70H,5-13,16-17,20-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,19-15-/t63-,64+,65+/m0/s1	MGKLCULUPFCATF-KMFFXZBASA-N	1292.878327			MMDBc0039124
BASm0025926	CL(14:0/15:1(11Z)/15:1(11Z)/16:1(11Z))	CL(14:0/15:1(11Z)/15:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(11Z)/16:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h14-15,17-19,21,63-65,70H,5-13,16,20,22-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,19-15-,21-17-/t63-,64+,65+/m0/s1	IKIZICISRQDTMG-AYPMUNJTSA-N	1290.862677			MMDBc0039125
BASm0025927	CL(14:0/15:1(11Z)/15:1(11Z)/16:1(9Z))	CL(14:0/15:1(11Z)/15:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(11Z)/16:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h14-15,18-19,25,29,63-65,70H,5-13,16-17,20-24,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,19-15-,29-25-/t63-,64+,65+/m0/s1	QVSWCQIZRBPTEZ-ABSFLASMSA-N	1290.862677			MMDBc0039126
BASm0025928	CL(14:0/15:1(11Z)/15:1(11Z)/18:0)	CL(14:0/15:1(11Z)/15:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(11Z)/18:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h14-15,18-19,65-67,72H,5-13,16-17,20-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,19-15-/t65-,66+,67+/m0/s1	MAGBGRUWMHQNDN-BIYTVTPYSA-N	1320.909627			MMDBc0039127
BASm0025929	CL(14:0/15:1(11Z)/15:1(11Z)/18:1(11Z))	CL(14:0/15:1(11Z)/15:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(11Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h14-15,18-19,25,29,65-67,72H,5-13,16-17,20-24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,19-15-,29-25-/t65-,66+,67+/m0/s1	QGLNXUMOGGEGBN-IICZMAFWSA-N	1318.893977			MMDBc0039128
BASm0025930	CL(14:0/15:1(11Z)/15:1(11Z)/18:1(9Z))	CL(14:0/15:1(11Z)/15:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(11Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h14-15,18-19,32-33,65-67,72H,5-13,16-17,20-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,19-15-,33-32-/t65-,66+,67+/m0/s1	HKHXZZCMQQLVLT-LHWMPIGHSA-N	1318.893977			MMDBc0039129
BASm0025931	CL(14:0/15:1(11Z)/15:1(11Z)/20:0)	CL(14:0/15:1(11Z)/15:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(11Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h14-15,18-19,67-69,74H,5-13,16-17,20-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,19-15-/t67-,68+,69+/m0/s1	ARJZUGAQDBKBTE-ZCJQBPBXSA-N	1348.940927			MMDBc0039130
BASm0025932	CL(14:0/15:1(11Z)/15:1(11Z)/20:1(11Z))	CL(14:0/15:1(11Z)/15:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(11Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h14-15,18-19,32-33,67-69,74H,5-13,16-17,20-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,19-15-,33-32-/t67-,68+,69+/m0/s1	LCOOHNKNHXFQBK-BHNYGHFESA-N	1346.925277			MMDBc0039131
BASm0025933	CL(14:0/15:1(11Z)/15:1(11Z)/20:1(13Z))	CL(14:0/15:1(11Z)/15:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(11Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h14-15,18-19,25,29,67-69,74H,5-13,16-17,20-24,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,19-15-,29-25-/t67-,68+,69+/m0/s1	DGNQPEBIMGILKY-BKMPOOQQSA-N	1346.925277			MMDBc0039132
BASm0025934	CL(14:0/15:1(11Z)/15:1(11Z)/22:0)	CL(14:0/15:1(11Z)/15:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(11Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h14-15,18-19,69-71,76H,5-13,16-17,20-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,19-15-/t69-,70+,71+/m0/s1	QEXREYDPIKUVLU-AIHFAHBKSA-N	1376.972227			MMDBc0039133
BASm0025935	CL(14:0/15:1(11Z)/15:1(11Z)/22:1(11Z))	CL(14:0/15:1(11Z)/15:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(11Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h14-15,18-19,34-35,69-71,76H,5-13,16-17,20-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,19-15-,35-34-/t69-,70+,71+/m0/s1	OLCGDKVEDVMHSP-AZIZGQKLSA-N	1374.956577			MMDBc0039134
BASm0025936	CL(14:0/15:1(11Z)/15:1(11Z)/22:1(9Z))	CL(14:0/15:1(11Z)/15:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(11Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h14-15,18-19,36-37,69-71,76H,5-13,16-17,20-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,19-15-,37-36-/t69-,70+,71+/m0/s1	BHLURTDFDUDZII-YHCJGMBOSA-N	1374.956577			MMDBc0039135
BASm0025937	CL(14:0/15:1(11Z)/15:1(11Z)/24:0)	CL(14:0/15:1(11Z)/15:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(11Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h14-15,18-19,71-73,78H,5-13,16-17,20-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,19-15-/t71-,72+,73+/m0/s1	XVVXJFWXIHRTJJ-AGDGOPCMSA-N	1405.003527			MMDBc0039136
BASm0025938	CL(14:0/15:1(11Z)/15:1(11Z)/24:1(11Z))	CL(14:0/15:1(11Z)/15:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(11Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h14-15,18-19,36-37,71-73,78H,5-13,16-17,20-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,19-15-,37-36-/t71-,72+,73+/m0/s1	BTJZSDFHZDGQQK-BTXXRPKYSA-N	1402.987877			MMDBc0039137
BASm0025939	CL(14:0/15:1(11Z)/15:1(11Z)/24:1(9Z))	CL(14:0/15:1(11Z)/15:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(11Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h14-15,18-19,38-39,71-73,78H,5-13,16-17,20-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,19-15-,39-38-/t71-,72+,73+/m0/s1	GHVSFLAGARNGBP-GBHOMRKVSA-N	1402.987877			MMDBc0039138
BASm0025940	CL(14:0/15:1(11Z)/15:1(11Z)/26:0)	CL(14:0/15:1(11Z)/15:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(11Z)/26:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h14-15,18-19,73-75,80H,5-13,16-17,20-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,19-15-/t73-,74+,75+/m0/s1	OCVIHOQOOSDQLW-YPKYIZEESA-N	1433.034827			MMDBc0039139
BASm0025941	CL(14:0/15:1(11Z)/15:1(11Z)/26:1(11Z))	CL(14:0/15:1(11Z)/15:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(11Z)/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h14-15,18-19,37-38,73-75,80H,5-13,16-17,20-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,19-15-,38-37-/t73-,74+,75+/m0/s1	DICHUCVBDSCEFG-VPCSYVNFSA-N	1431.019177			MMDBc0039140
BASm0025942	CL(14:0/15:1(11Z)/15:1(11Z)/26:1(9Z))	CL(14:0/15:1(11Z)/15:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(11Z)/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h14-15,18-19,40-41,74-76,81H,5-13,16-17,20-39,42-73H2,1-4H3,(H,86,87)(H,88,89)/b18-14-,19-15-,41-40-/t74-,75+,76+/m0/s1	ZPCXHBICENCTEN-MLSZQMCKSA-N	1445.034827			MMDBc0039141
BASm0025943	CL(14:0/15:1(11Z)/15:1(11Z)/28:0)	CL(14:0/15:1(11Z)/15:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(11Z)/28:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h14-15,18-19,75-77,82H,5-13,16-17,20-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,19-15-/t75-,76+,77+/m0/s1	JIMSLEIMMYGVKU-FDYYWAJSSA-N	1461.066127			MMDBc0039142
BASm0025944	CL(14:0/15:1(11Z)/15:1(11Z)/28:1(11Z))	CL(14:0/15:1(11Z)/15:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(11Z)/28:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h14-15,18-19,39-40,75-77,82H,5-13,16-17,20-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,19-15-,40-39-/t75-,76+,77+/m0/s1	NOVWMIMTKIAEAF-RZOSLKOZSA-N	1459.050477			MMDBc0039143
BASm0025945	CL(14:0/15:1(11Z)/15:1(11Z)/28:1(9Z))	CL(14:0/15:1(11Z)/15:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(11Z)/28:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h14-15,18-19,41-42,75-77,82H,5-13,16-17,20-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,19-15-,42-41-/t75-,76+,77+/m0/s1	LLHZOQHGFVMPGJ-VFXLCKICSA-N	1459.050477			MMDBc0039144
BASm0025946	CL(14:0/15:1(11Z)/15:1(9Z)/16:0)	CL(14:0/15:1(11Z)/15:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(9Z)/16:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h15,19,22,26,63-65,70H,5-14,16-18,20-21,23-25,27-62H2,1-4H3,(H,75,76)(H,77,78)/b19-15-,26-22-/t63-,64+,65+/m0/s1	SPZPLIRSRLCJIP-OGFGRGONSA-N	1292.878327			MMDBc0039145
BASm0025947	CL(14:0/15:1(11Z)/15:1(9Z)/16:1(11Z))	CL(14:0/15:1(11Z)/15:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(9Z)/16:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h15,17,19,21-22,26,63-65,70H,5-14,16,18,20,23-25,27-62H2,1-4H3,(H,75,76)(H,77,78)/b19-15-,21-17-,26-22-/t63-,64+,65+/m0/s1	RXPCERAAEQYPFX-FYGPWREWSA-N	1290.862677			MMDBc0039146
BASm0025948	CL(14:0/15:1(11Z)/15:1(9Z)/16:1(9Z))	CL(14:0/15:1(11Z)/15:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(9Z)/16:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h15,19,22,25-26,29,63-65,70H,5-14,16-18,20-21,23-24,27-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b19-15-,26-22-,29-25-/t63-,64+,65+/m0/s1	CAMNWQXIJJEASG-BZDBGKDZSA-N	1290.862677			MMDBc0039147
BASm0025949	CL(14:0/15:1(11Z)/15:1(9Z)/18:0)	CL(14:0/15:1(11Z)/15:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(9Z)/18:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h15,19,22,26,65-67,72H,5-14,16-18,20-21,23-25,27-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,26-22-/t65-,66+,67+/m0/s1	KYEVQZBGHARUTN-IHZQSHEQSA-N	1320.909627			MMDBc0039148
BASm0025950	CL(14:0/15:1(11Z)/15:1(9Z)/18:1(11Z))	CL(14:0/15:1(11Z)/15:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(9Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h15,19,22,25-26,29,65-67,72H,5-14,16-18,20-21,23-24,27-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,26-22-,29-25-/t65-,66+,67+/m0/s1	TUPMMNRNTNJSME-OWWSQCCDSA-N	1318.893977			MMDBc0039149
BASm0025951	CL(14:0/15:1(11Z)/15:1(9Z)/18:1(9Z))	CL(14:0/15:1(11Z)/15:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(9Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h15,19,22,26,32-33,65-67,72H,5-14,16-18,20-21,23-25,27-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,26-22-,33-32-/t65-,66+,67+/m0/s1	ZPLUXHMVYWLEPP-COXKQEGLSA-N	1318.893977			MMDBc0039150
BASm0025952	CL(14:0/15:1(11Z)/15:1(9Z)/20:0)	CL(14:0/15:1(11Z)/15:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(9Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15,19,22,26,67-69,74H,5-14,16-18,20-21,23-25,27-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,26-22-/t67-,68+,69+/m0/s1	IJCVDDAMQXIZTL-OOBVLTBZSA-N	1348.940927			MMDBc0039151
BASm0025953	CL(14:0/15:1(11Z)/15:1(9Z)/20:1(11Z))	CL(14:0/15:1(11Z)/15:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(9Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15,19,22,26,32-33,67-69,74H,5-14,16-18,20-21,23-25,27-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,26-22-,33-32-/t67-,68+,69+/m0/s1	HAPZVNGPSLGQTI-OVAGZCSXSA-N	1346.925277			MMDBc0039152
BASm0025954	CL(14:0/15:1(11Z)/15:1(9Z)/20:1(13Z))	CL(14:0/15:1(11Z)/15:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(9Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15,19,22,25-26,29,67-69,74H,5-14,16-18,20-21,23-24,27-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,26-22-,29-25-/t67-,68+,69+/m0/s1	STSILOLJNRRHES-LTKQWRTFSA-N	1346.925277			MMDBc0039153
BASm0025955	CL(14:0/15:1(11Z)/15:1(9Z)/22:0)	CL(14:0/15:1(11Z)/15:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(9Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15,19,22,26,69-71,76H,5-14,16-18,20-21,23-25,27-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,26-22-/t69-,70+,71+/m0/s1	SSHLDSUFRCKETC-NFBKNXNSSA-N	1376.972227			MMDBc0039154
BASm0025956	CL(14:0/15:1(11Z)/15:1(9Z)/22:1(11Z))	CL(14:0/15:1(11Z)/15:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(9Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15,19,22,26,34-35,69-71,76H,5-14,16-18,20-21,23-25,27-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,26-22-,35-34-/t69-,70+,71+/m0/s1	SDJAIRGXILPEIZ-FUPLJOTOSA-N	1374.956577			MMDBc0039155
BASm0025957	CL(14:0/15:1(11Z)/15:1(9Z)/22:1(9Z))	CL(14:0/15:1(11Z)/15:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(9Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15,19,22,26,36-37,69-71,76H,5-14,16-18,20-21,23-25,27-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,26-22-,37-36-/t69-,70+,71+/m0/s1	JTWPOXZLFWHQPM-HVIVUKNPSA-N	1374.956577			MMDBc0039156
BASm0025958	CL(14:0/15:1(11Z)/15:1(9Z)/24:0)	CL(14:0/15:1(11Z)/15:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(9Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15,19,22,26,71-73,78H,5-14,16-18,20-21,23-25,27-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,26-22-/t71-,72+,73+/m0/s1	OSCCVTAXRIGEHT-ZAVRLAEVSA-N	1405.003527			MMDBc0039157
BASm0025959	CL(14:0/15:1(11Z)/15:1(9Z)/24:1(11Z))	CL(14:0/15:1(11Z)/15:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(9Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15,19,22,26,36-37,71-73,78H,5-14,16-18,20-21,23-25,27-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,26-22-,37-36-/t71-,72+,73+/m0/s1	LGZWNAAJWASUJG-SMLMMVTASA-N	1402.987877			MMDBc0039158
BASm0025960	CL(14:0/15:1(11Z)/15:1(9Z)/24:1(9Z))	CL(14:0/15:1(11Z)/15:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(9Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15,19,22,26,38-39,71-73,78H,5-14,16-18,20-21,23-25,27-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,26-22-,39-38-/t71-,72+,73+/m0/s1	FERWLALDGVBXSG-BEYPLGPPSA-N	1402.987877			MMDBc0039159
BASm0025961	CL(14:0/15:1(11Z)/15:1(9Z)/26:0)	CL(14:0/15:1(11Z)/15:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(9Z)/26:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,19,22,26,73-75,80H,5-14,16-18,20-21,23-25,27-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,26-22-/t73-,74+,75+/m0/s1	JDLGPFFYGCGGBM-RWPODRPRSA-N	1433.034827			MMDBc0039160
BASm0025962	CL(14:0/15:1(11Z)/15:1(9Z)/26:1(11Z))	CL(14:0/15:1(11Z)/15:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(9Z)/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,19,22,26,37-38,73-75,80H,5-14,16-18,20-21,23-25,27-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,26-22-,38-37-/t73-,74+,75+/m0/s1	RDFDXCSJJBTFPU-ZYRVLUDWSA-N	1431.019177			MMDBc0039161
BASm0025963	CL(14:0/15:1(11Z)/15:1(9Z)/26:1(9Z))	CL(14:0/15:1(11Z)/15:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(9Z)/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h15,19,22,26,40-41,74-76,81H,5-14,16-18,20-21,23-25,27-39,42-73H2,1-4H3,(H,86,87)(H,88,89)/b19-15-,26-22-,41-40-/t74-,75+,76+/m0/s1	VGJJRCSSFHITKR-RGBVMLROSA-N	1445.034827			MMDBc0039162
BASm0025964	CL(14:0/15:1(11Z)/15:1(9Z)/28:0)	CL(14:0/15:1(11Z)/15:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(9Z)/28:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h15,19,22,26,75-77,82H,5-14,16-18,20-21,23-25,27-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,26-22-/t75-,76+,77+/m0/s1	IGTKOTJCJCBDGX-DOUCVGOGSA-N	1461.066127			MMDBc0039163
BASm0025965	CL(14:0/15:1(11Z)/15:1(9Z)/28:1(11Z))	CL(14:0/15:1(11Z)/15:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(9Z)/28:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h15,19,22,26,39-40,75-77,82H,5-14,16-18,20-21,23-25,27-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,26-22-,40-39-/t75-,76+,77+/m0/s1	RIBCWTBFSJNCKQ-XXEKHYIASA-N	1459.050477			MMDBc0039164
BASm0025966	CL(14:0/15:1(11Z)/15:1(9Z)/28:1(9Z))	CL(14:0/15:1(11Z)/15:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/15:1(9Z)/28:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h15,19,22,26,41-42,75-77,82H,5-14,16-18,20-21,23-25,27-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,26-22-,42-41-/t75-,76+,77+/m0/s1	MGRBXNGYXHXCEX-XXERCZAXSA-N	1459.050477			MMDBc0039165
BASm0025967	CL(14:0/15:1(11Z)/16:0/23:1(11Z))	CL(14:0/15:1(11Z)/16:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/16:0/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h15,19,35-36,71-73,78H,5-14,16-18,20-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,36-35-/t71-,72+,73+/m0/s1	GPXQGCJDRMWXNT-LUXOEWIUSA-N	1405.003527			MMDBc0039166
BASm0025968	CL(14:0/15:1(11Z)/16:0/23:1(9Z))	CL(14:0/15:1(11Z)/16:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/16:0/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h15,19,37-38,71-73,78H,5-14,16-18,20-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,38-37-/t71-,72+,73+/m0/s1	ZKMRRUVCWHDKJI-IVMWVOGGSA-N	1405.003527			MMDBc0039167
BASm0025969	CL(14:0/15:1(11Z)/16:0/25:0)	CL(14:0/15:1(11Z)/16:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/16:0/25:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,19,73-75,80H,5-14,16-18,20-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-/t73-,74+,75+/m0/s1	QCGZQIGXQFIZLA-YCJBIYMCSA-N	1435.050477			MMDBc0039168
BASm0025970	CL(14:0/15:1(11Z)/16:0/25:1(11Z))	CL(14:0/15:1(11Z)/16:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/16:0/25:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,19,37-38,73-75,80H,5-14,16-18,20-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,38-37-/t73-,74+,75+/m0/s1	QRQZUXRQVRRBPQ-OPLHFLKASA-N	1433.034827			MMDBc0039169
BASm0025971	CL(14:0/15:1(11Z)/16:0/25:1(9Z))	CL(14:0/15:1(11Z)/16:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/16:0/25:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,19,39-40,73-75,80H,5-14,16-18,20-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,40-39-/t73-,74+,75+/m0/s1	DJSOZSXIQNWGSB-WVCFUVNWSA-N	1433.034827			MMDBc0039170
BASm0025972	CL(14:0/15:1(11Z)/16:0/27:0)	CL(14:0/15:1(11Z)/16:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/16:0/27:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19,75-77,82H,5-14,16-18,20-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-/t75-,76+,77+/m0/s1	PUJJPBUZIBULKN-QHNJBUPOSA-N	1463.081778			MMDBc0039171
BASm0025973	CL(14:0/15:1(11Z)/16:0/27:1(11Z))	CL(14:0/15:1(11Z)/16:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/16:0/27:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19,39-40,75-77,82H,5-14,16-18,20-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,40-39-/t75-,76+,77+/m0/s1	UCTDMILJDYVWNQ-OJFFHCJPSA-N	1461.066127			MMDBc0039172
BASm0025974	CL(14:0/15:1(11Z)/16:0/27:1(9Z))	CL(14:0/15:1(11Z)/16:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/16:0/27:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19,41-42,75-77,82H,5-14,16-18,20-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,42-41-/t75-,76+,77+/m0/s1	OSLIMVKIBJDXMC-GXDLUHSGSA-N	1461.066127			MMDBc0039173
BASm0025975	CL(14:0/15:1(11Z)/16:1(11Z)/23:1(11Z))	CL(14:0/15:1(11Z)/16:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/16:1(11Z)/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h15,18-19,22,35-36,71-73,78H,5-14,16-17,20-21,23-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,22-18-,36-35-/t71-,72+,73+/m0/s1	WMOQJVQFRRAHAE-BVALFISZSA-N	1402.987877			MMDBc0039174
BASm0025976	CL(14:0/15:1(11Z)/16:1(11Z)/23:1(9Z))	CL(14:0/15:1(11Z)/16:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/16:1(11Z)/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h15,18-19,22,37-38,71-73,78H,5-14,16-17,20-21,23-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,22-18-,38-37-/t71-,72+,73+/m0/s1	ZDNSFUULCYURFW-YAXQMAADSA-N	1402.987877			MMDBc0039175
BASm0025977	CL(14:0/15:1(11Z)/16:1(11Z)/25:0)	CL(14:0/15:1(11Z)/16:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/16:1(11Z)/25:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,18-19,22,73-75,80H,5-14,16-17,20-21,23-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,22-18-/t73-,74+,75+/m0/s1	UEEMRRKSEIQTRF-WOMNFVSNSA-N	1433.034827			MMDBc0039176
BASm0025978	CL(14:0/15:1(11Z)/16:1(11Z)/25:1(11Z))	CL(14:0/15:1(11Z)/16:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/16:1(11Z)/25:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,18-19,22,37-38,73-75,80H,5-14,16-17,20-21,23-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,22-18-,38-37-/t73-,74+,75+/m0/s1	NVAMRRTVNDHNCZ-KUCYCQFRSA-N	1431.019177			MMDBc0039177
BASm0025979	CL(14:0/15:1(11Z)/16:1(11Z)/25:1(9Z))	CL(14:0/15:1(11Z)/16:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/16:1(11Z)/25:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,18-19,22,39-40,73-75,80H,5-14,16-17,20-21,23-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,22-18-,40-39-/t73-,74+,75+/m0/s1	LWIPPVLCQXUNGU-DVGAAZDASA-N	1431.019177			MMDBc0039178
BASm0025980	CL(14:0/15:1(11Z)/16:1(11Z)/27:0)	CL(14:0/15:1(11Z)/16:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/16:1(11Z)/27:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,18-19,22,75-77,82H,5-14,16-17,20-21,23-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,22-18-/t75-,76+,77+/m0/s1	FOHWLZXCZDNENP-FVFDNUKSSA-N	1461.066127			MMDBc0039179
BASm0025981	CL(14:0/15:1(11Z)/16:1(11Z)/27:1(11Z))	CL(14:0/15:1(11Z)/16:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/16:1(11Z)/27:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,18-19,22,39-40,75-77,82H,5-14,16-17,20-21,23-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,22-18-,40-39-/t75-,76+,77+/m0/s1	RZRAHVPSQGQCJA-DASYQZMPSA-N	1459.050477			MMDBc0039180
BASm0025982	CL(14:0/15:1(11Z)/16:1(11Z)/27:1(9Z))	CL(14:0/15:1(11Z)/16:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/16:1(11Z)/27:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,18-19,22,41-42,75-77,82H,5-14,16-17,20-21,23-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,22-18-,42-41-/t75-,76+,77+/m0/s1	PQXJGEMABANSLE-UJUGLSFTSA-N	1459.050477			MMDBc0039181
BASm0025983	CL(14:0/15:1(11Z)/16:1(9Z)/23:1(11Z))	CL(14:0/15:1(11Z)/16:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/16:1(9Z)/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h15,19,26,30,35-36,71-73,78H,5-14,16-18,20-25,27-29,31-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,30-26-,36-35-/t71-,72+,73+/m0/s1	IGMDWWUCQIDPET-ZVZNFOKSSA-N	1402.987877			MMDBc0039182
BASm0025984	CL(14:0/15:1(11Z)/16:1(9Z)/23:1(9Z))	CL(14:0/15:1(11Z)/16:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/16:1(9Z)/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h15,19,26,30,37-38,71-73,78H,5-14,16-18,20-25,27-29,31-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,30-26-,38-37-/t71-,72+,73+/m0/s1	VAWFWCDPUSWPQF-UOGBFZNKSA-N	1402.987877			MMDBc0039183
BASm0025985	CL(14:0/15:1(11Z)/16:1(9Z)/25:0)	CL(14:0/15:1(11Z)/16:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/16:1(9Z)/25:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,19,26,30,73-75,80H,5-14,16-18,20-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,30-26-/t73-,74+,75+/m0/s1	FHJGIGCVBBCBKP-QYWJVAOKSA-N	1433.034827			MMDBc0039184
BASm0025986	CL(14:0/15:1(11Z)/16:1(9Z)/25:1(11Z))	CL(14:0/15:1(11Z)/16:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/16:1(9Z)/25:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,19,26,30,37-38,73-75,80H,5-14,16-18,20-25,27-29,31-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,30-26-,38-37-/t73-,74+,75+/m0/s1	MBDQLGOHRDWKHI-STBWRMMZSA-N	1431.019177			MMDBc0039185
BASm0025987	CL(14:0/15:1(11Z)/16:1(9Z)/25:1(9Z))	CL(14:0/15:1(11Z)/16:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/16:1(9Z)/25:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,19,26,30,39-40,73-75,80H,5-14,16-18,20-25,27-29,31-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,30-26-,40-39-/t73-,74+,75+/m0/s1	KISXZYCSCKTGJT-RJQSADEUSA-N	1431.019177			MMDBc0039186
BASm0025988	CL(14:0/15:1(11Z)/16:1(9Z)/27:0)	CL(14:0/15:1(11Z)/16:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/16:1(9Z)/27:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19,26,30,75-77,82H,5-14,16-18,20-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,30-26-/t75-,76+,77+/m0/s1	GPDGNPLXNFJVLC-JWLXREANSA-N	1461.066127			MMDBc0039187
BASm0025989	CL(14:0/15:1(11Z)/16:1(9Z)/27:1(11Z))	CL(14:0/15:1(11Z)/16:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/16:1(9Z)/27:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19,26,30,39-40,75-77,82H,5-14,16-18,20-25,27-29,31-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,30-26-,40-39-/t75-,76+,77+/m0/s1	AMRGGVYGLQVQOH-WMQDGACRSA-N	1459.050477			MMDBc0039188
BASm0025990	CL(14:0/15:1(11Z)/16:1(9Z)/27:1(9Z))	CL(14:0/15:1(11Z)/16:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/16:1(9Z)/27:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19,26,30,41-42,75-77,82H,5-14,16-18,20-25,27-29,31-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,30-26-,42-41-/t75-,76+,77+/m0/s1	MWAWGGYCYSNVNF-FSFPAXQLSA-N	1459.050477			MMDBc0039189
BASm0025991	CL(14:0/15:1(11Z)/18:0/23:1(11Z))	CL(14:0/15:1(11Z)/18:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/18:0/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,19,36-37,73-75,80H,5-14,16-18,20-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,37-36-/t73-,74+,75+/m0/s1	AJEBJAXMVJKCKP-IALXMNGRSA-N	1433.034827			MMDBc0039190
BASm0025992	CL(14:0/15:1(11Z)/18:0/23:1(9Z))	CL(14:0/15:1(11Z)/18:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/18:0/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,19,38,40,73-75,80H,5-14,16-18,20-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,40-38-/t73-,74+,75+/m0/s1	MYKQQGAKSLCYHH-RNBHCXQSSA-N	1433.034827			MMDBc0039191
BASm0025993	CL(14:0/15:1(11Z)/18:0/25:0)	CL(14:0/15:1(11Z)/18:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/18:0/25:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19,75-77,82H,5-14,16-18,20-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-/t75-,76+,77+/m0/s1	CUXFVYDAVQKMRF-QHNJBUPOSA-N	1463.081778			MMDBc0039192
BASm0025994	CL(14:0/15:1(11Z)/18:0/25:1(11Z))	CL(14:0/15:1(11Z)/18:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/18:0/25:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19,38-39,75-77,82H,5-14,16-18,20-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,39-38-/t75-,76+,77+/m0/s1	YWPDHHDFQWYRGP-JYDQGHNLSA-N	1461.066127			MMDBc0039193
BASm0025995	CL(14:0/15:1(11Z)/18:0/25:1(9Z))	CL(14:0/15:1(11Z)/18:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/18:0/25:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19,40,42,75-77,82H,5-14,16-18,20-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,42-40-/t75-,76+,77+/m0/s1	PSNVQRJPZHZCQX-NUVPUINASA-N	1461.066127			MMDBc0039194
BASm0025996	CL(14:0/15:1(11Z)/18:1(11Z)/23:1(11Z))	CL(14:0/15:1(11Z)/18:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/18:1(11Z)/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,19,26,30,36-37,73-75,80H,5-14,16-18,20-25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,30-26-,37-36-/t73-,74+,75+/m0/s1	FBXQHPOOGKWYPJ-RCHYNAGQSA-N	1431.019177			MMDBc0039195
BASm0025997	CL(14:0/15:1(11Z)/18:1(11Z)/23:1(9Z))	CL(14:0/15:1(11Z)/18:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/18:1(11Z)/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,19,26,30,38,40,73-75,80H,5-14,16-18,20-25,27-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,30-26-,40-38-/t73-,74+,75+/m0/s1	YCSWNYFFQPNSER-FJVMBHHYSA-N	1431.019177			MMDBc0039196
BASm0025998	CL(14:0/15:1(11Z)/18:1(11Z)/25:0)	CL(14:0/15:1(11Z)/18:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/18:1(11Z)/25:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19,26,30,75-77,82H,5-14,16-18,20-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,30-26-/t75-,76+,77+/m0/s1	PVONNYBBTCRLPY-JWLXREANSA-N	1461.066127			MMDBc0039197
BASm0025999	CL(14:0/15:1(11Z)/18:1(11Z)/25:1(11Z))	CL(14:0/15:1(11Z)/18:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/18:1(11Z)/25:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19,26,30,38-39,75-77,82H,5-14,16-18,20-25,27-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,30-26-,39-38-/t75-,76+,77+/m0/s1	CDHBGAHAFBIMIQ-KPBCEVQXSA-N	1459.050477			MMDBc0039198
BASm0026000	CL(14:0/15:1(11Z)/18:1(11Z)/25:1(9Z))	CL(14:0/15:1(11Z)/18:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/18:1(11Z)/25:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19,26,30,40,42,75-77,82H,5-14,16-18,20-25,27-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,30-26-,42-40-/t75-,76+,77+/m0/s1	ATESVFGVMVLFTK-HRVJERDRSA-N	1459.050477			MMDBc0039199
BASm0026001	CL(14:0/15:1(11Z)/18:1(9Z)/23:1(11Z))	CL(14:0/15:1(11Z)/18:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/18:1(9Z)/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,19,33,36-37,39,73-75,80H,5-14,16-18,20-32,34-35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,37-36-,39-33-/t73-,74+,75+/m0/s1	SEGUQYRXCMZTEX-COEVVWELSA-N	1431.019177			MMDBc0039200
BASm0026002	CL(14:0/15:1(11Z)/18:1(9Z)/23:1(9Z))	CL(14:0/15:1(11Z)/18:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/18:1(9Z)/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,19,33,38-40,73-75,80H,5-14,16-18,20-32,34-37,41-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,39-33-,40-38-/t73-,74+,75+/m0/s1	YFSMXVAAKLECJW-UBNLDACJSA-N	1431.019177			MMDBc0039201
BASm0026003	CL(14:0/15:1(11Z)/18:1(9Z)/25:0)	CL(14:0/15:1(11Z)/18:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/18:1(9Z)/25:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19,33,41,75-77,82H,5-14,16-18,20-32,34-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,41-33-/t75-,76+,77+/m0/s1	YSJHXXMTLIGAGY-YDBNLMFOSA-N	1461.066127			MMDBc0039202
BASm0026004	CL(14:0/15:1(11Z)/18:1(9Z)/25:1(11Z))	CL(14:0/15:1(11Z)/18:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/18:1(9Z)/25:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19,33,38-39,41,75-77,82H,5-14,16-18,20-32,34-37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,39-38-,41-33-/t75-,76+,77+/m0/s1	NWKQPIDVVVILGE-PKSXIANDSA-N	1459.050477			MMDBc0039203
BASm0026005	CL(14:0/15:1(11Z)/18:1(9Z)/25:1(9Z))	CL(14:0/15:1(11Z)/18:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/18:1(9Z)/25:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19,33,40-42,75-77,82H,5-14,16-18,20-32,34-39,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,41-33-,42-40-/t75-,76+,77+/m0/s1	FOQARROMPUCBSD-JMKIRPNZSA-N	1459.050477			MMDBc0039204
BASm0026006	CL(14:0/15:1(11Z)/20:0/23:1(11Z))	CL(14:0/15:1(11Z)/20:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/20:0/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19,37-38,75-77,82H,5-14,16-18,20-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,38-37-/t75-,76+,77+/m0/s1	CUZXZAGYBVOHHI-MTYKBGMXSA-N	1461.066127			MMDBc0039205
BASm0026007	CL(14:0/15:1(11Z)/20:0/23:1(9Z))	CL(14:0/15:1(11Z)/20:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/20:0/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19,40,42,75-77,82H,5-14,16-18,20-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,42-40-/t75-,76+,77+/m0/s1	VBVROLDKWRAPEY-NUVPUINASA-N	1461.066127			MMDBc0039206
BASm0026008	CL(14:0/15:1(11Z)/20:1(11Z)/23:1(11Z))	CL(14:0/15:1(11Z)/20:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/20:1(11Z)/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19,33,35,37-38,75-77,82H,5-14,16-18,20-32,34,36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,35-33-,38-37-/t75-,76+,77+/m0/s1	CMSKCWNZXRAAKB-FDMJBPLASA-N	1459.050477			MMDBc0039207
BASm0026009	CL(14:0/15:1(11Z)/20:1(11Z)/23:1(9Z))	CL(14:0/15:1(11Z)/20:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/20:1(11Z)/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19,33,35,40,42,75-77,82H,5-14,16-18,20-32,34,36-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,35-33-,42-40-/t75-,76+,77+/m0/s1	NUQGORLGPPUKMJ-YUIZCMJQSA-N	1459.050477			MMDBc0039208
BASm0026010	CL(14:0/15:1(11Z)/20:1(13Z)/23:1(11Z))	CL(14:0/15:1(11Z)/20:1(13Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/20:1(13Z)/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19,26,30,37-38,75-77,82H,5-14,16-18,20-25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,30-26-,38-37-/t75-,76+,77+/m0/s1	JLPSPPPOHOWGBK-UBQUAHEZSA-N	1459.050477			MMDBc0039209
BASm0026011	CL(14:0/15:1(11Z)/20:1(13Z)/23:1(9Z))	CL(14:0/15:1(11Z)/20:1(13Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(11Z)/20:1(13Z)/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19,26,30,40,42,75-77,82H,5-14,16-18,20-25,27-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,30-26-,42-40-/t75-,76+,77+/m0/s1	ZUICPWJSFIQXCD-HRVJERDRSA-N	1459.050477			MMDBc0039210
BASm0026012	CL(14:0/15:1(9Z)/15:1(11Z)/16:0)	CL(14:0/15:1(9Z)/15:1(11Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(11Z)/16:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h14,18,23,27,63-65,70H,5-13,15-17,19-22,24-26,28-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,27-23-/t63-,64+,65+/m0/s1	BAYSDUZMVREXMO-BPSVGMRISA-N	1292.878327			MMDBc0039211
BASm0026013	CL(14:0/15:1(9Z)/15:1(11Z)/16:1(11Z))	CL(14:0/15:1(9Z)/15:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(11Z)/16:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h14,17-18,21,23,27,63-65,70H,5-13,15-16,19-20,22,24-26,28-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,21-17-,27-23-/t63-,64+,65+/m0/s1	VRTFAVNSQKNZTK-MNTRRMOLSA-N	1290.862677			MMDBc0039212
BASm0026014	CL(14:0/15:1(9Z)/15:1(11Z)/16:1(9Z))	CL(14:0/15:1(9Z)/15:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(11Z)/16:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h14,18,23,25,27,29,63-65,70H,5-13,15-17,19-22,24,26,28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,27-23-,29-25-/t63-,64+,65+/m0/s1	AZNVSMDKNCSQRL-RBHDVGRDSA-N	1290.862677			MMDBc0039213
BASm0026015	CL(14:0/15:1(9Z)/15:1(11Z)/18:0)	CL(14:0/15:1(9Z)/15:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(11Z)/18:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h14,18,23,27,65-67,72H,5-13,15-17,19-22,24-26,28-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,27-23-/t65-,66+,67+/m0/s1	OUATXFAMGZDMAX-ASUNPMQLSA-N	1320.909627			MMDBc0039214
BASm0026016	CL(14:0/15:1(9Z)/15:1(11Z)/18:1(11Z))	CL(14:0/15:1(9Z)/15:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(11Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h14,18,23,25,27,29,65-67,72H,5-13,15-17,19-22,24,26,28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,27-23-,29-25-/t65-,66+,67+/m0/s1	BICAPWBRVLKGFR-XDAZQOJESA-N	1318.893977			MMDBc0039215
BASm0026017	CL(14:0/15:1(9Z)/15:1(11Z)/18:1(9Z))	CL(14:0/15:1(9Z)/15:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(11Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h14,18,23,27,32-33,65-67,72H,5-13,15-17,19-22,24-26,28-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,27-23-,33-32-/t65-,66+,67+/m0/s1	VZLRRBRFHQARSG-PYNLCIRXSA-N	1318.893977			MMDBc0039216
BASm0026018	CL(14:0/15:1(9Z)/15:1(11Z)/20:0)	CL(14:0/15:1(9Z)/15:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(11Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h14,18,23,27,67-69,74H,5-13,15-17,19-22,24-26,28-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,27-23-/t67-,68+,69+/m0/s1	VVSCMYPCXOINME-MFKYBOHESA-N	1348.940927			MMDBc0039217
BASm0026019	CL(14:0/15:1(9Z)/15:1(11Z)/20:1(11Z))	CL(14:0/15:1(9Z)/15:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(11Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h14,18,23,27,32-33,67-69,74H,5-13,15-17,19-22,24-26,28-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,27-23-,33-32-/t67-,68+,69+/m0/s1	VSSSKFOAWBUWCN-XZXXMHOTSA-N	1346.925277			MMDBc0039218
BASm0026020	CL(14:0/15:1(9Z)/15:1(11Z)/20:1(13Z))	CL(14:0/15:1(9Z)/15:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(11Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h14,18,23,25,27,29,67-69,74H,5-13,15-17,19-22,24,26,28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,27-23-,29-25-/t67-,68+,69+/m0/s1	YZUFPMMUDBZZRK-BGYKMREPSA-N	1346.925277			MMDBc0039219
BASm0026021	CL(14:0/15:1(9Z)/15:1(11Z)/22:0)	CL(14:0/15:1(9Z)/15:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(11Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h14,18,23,27,69-71,76H,5-13,15-17,19-22,24-26,28-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,27-23-/t69-,70+,71+/m0/s1	UIEPHIHUOAMXEO-YMLQWQLSSA-N	1376.972227			MMDBc0039220
BASm0026022	CL(14:0/15:1(9Z)/15:1(11Z)/22:1(11Z))	CL(14:0/15:1(9Z)/15:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(11Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h14,18,23,27,34-35,69-71,76H,5-13,15-17,19-22,24-26,28-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,27-23-,35-34-/t69-,70+,71+/m0/s1	LOWVRIQWCHOMNP-MSBXXDDFSA-N	1374.956577			MMDBc0039221
BASm0026023	CL(14:0/15:1(9Z)/15:1(11Z)/22:1(9Z))	CL(14:0/15:1(9Z)/15:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(11Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h14,18,23,27,36-37,69-71,76H,5-13,15-17,19-22,24-26,28-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,27-23-,37-36-/t69-,70+,71+/m0/s1	SIULYUHXMNGUDE-ZEGRRVOSSA-N	1374.956577			MMDBc0039222
BASm0026024	CL(14:0/15:1(9Z)/15:1(11Z)/24:0)	CL(14:0/15:1(9Z)/15:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(11Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h14,18,23,27,71-73,78H,5-13,15-17,19-22,24-26,28-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,27-23-/t71-,72+,73+/m0/s1	GNSNJFOWYSHKHM-FWGNASDMSA-N	1405.003527			MMDBc0039223
BASm0026025	CL(14:0/15:1(9Z)/15:1(11Z)/24:1(11Z))	CL(14:0/15:1(9Z)/15:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(11Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h14,18,23,27,36-37,71-73,78H,5-13,15-17,19-22,24-26,28-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,27-23-,37-36-/t71-,72+,73+/m0/s1	OQBCPUMJNAAHFW-BZEOZQERSA-N	1402.987877			MMDBc0039224
BASm0026026	CL(14:0/15:1(9Z)/15:1(11Z)/24:1(9Z))	CL(14:0/15:1(9Z)/15:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(11Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h14,18,23,27,38-39,71-73,78H,5-13,15-17,19-22,24-26,28-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,27-23-,39-38-/t71-,72+,73+/m0/s1	RIJULPHKNVBNKX-MPZVTHANSA-N	1402.987877			MMDBc0039225
BASm0026027	CL(14:0/15:1(9Z)/15:1(11Z)/26:0)	CL(14:0/15:1(9Z)/15:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(11Z)/26:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h14,18,23,27,73-75,80H,5-13,15-17,19-22,24-26,28-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,27-23-/t73-,74+,75+/m0/s1	NYADJLIFRIAFRP-RJFQSKFVSA-N	1433.034827			MMDBc0039226
BASm0026028	CL(14:0/15:1(9Z)/15:1(11Z)/26:1(11Z))	CL(14:0/15:1(9Z)/15:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(11Z)/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h14,18,23,27,37-38,73-75,80H,5-13,15-17,19-22,24-26,28-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,27-23-,38-37-/t73-,74+,75+/m0/s1	WQSPRDNGWZZZPP-SSEMMWAESA-N	1431.019177			MMDBc0039227
BASm0026029	CL(14:0/15:1(9Z)/15:1(11Z)/26:1(9Z))	CL(14:0/15:1(9Z)/15:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(11Z)/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h14,18,23,27,40-41,74-76,81H,5-13,15-17,19-22,24-26,28-39,42-73H2,1-4H3,(H,86,87)(H,88,89)/b18-14-,27-23-,41-40-/t74-,75+,76+/m0/s1	POWLHRPOOUGSSH-BBBNLHMESA-N	1445.034827			MMDBc0039228
BASm0026030	CL(14:0/15:1(9Z)/15:1(11Z)/28:0)	CL(14:0/15:1(9Z)/15:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(11Z)/28:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h14,18,23,27,75-77,82H,5-13,15-17,19-22,24-26,28-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,27-23-/t75-,76+,77+/m0/s1	ROZRTTGHKTYHDU-YPFHYCQWSA-N	1461.066127			MMDBc0039229
BASm0026031	CL(14:0/15:1(9Z)/15:1(11Z)/28:1(11Z))	CL(14:0/15:1(9Z)/15:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(11Z)/28:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h14,18,23,27,39-40,75-77,82H,5-13,15-17,19-22,24-26,28-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,27-23-,40-39-/t75-,76+,77+/m0/s1	FDSWPQWDNPVKKR-DUTFZBLHSA-N	1459.050477			MMDBc0039230
BASm0026032	CL(14:0/15:1(9Z)/15:1(11Z)/28:1(9Z))	CL(14:0/15:1(9Z)/15:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(11Z)/28:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h14,18,23,27,41-42,75-77,82H,5-13,15-17,19-22,24-26,28-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,27-23-,42-41-/t75-,76+,77+/m0/s1	QPHSOLAXYHGHPW-PHIJQWECSA-N	1459.050477			MMDBc0039231
BASm0026033	CL(14:0/15:1(9Z)/15:1(9Z)/16:0)	CL(14:0/15:1(9Z)/15:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(9Z)/16:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h22-23,26-27,63-65,70H,5-21,24-25,28-62H2,1-4H3,(H,75,76)(H,77,78)/b26-22-,27-23-/t63-,64+,65+/m0/s1	CCBRNGRNUODYGR-TXWCYOLYSA-N	1292.878327			MMDBc0039232
BASm0026034	CL(14:0/15:1(9Z)/15:1(9Z)/16:1(11Z))	CL(14:0/15:1(9Z)/15:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(9Z)/16:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h17,21-23,26-27,63-65,70H,5-16,18-20,24-25,28-62H2,1-4H3,(H,75,76)(H,77,78)/b21-17-,26-22-,27-23-/t63-,64+,65+/m0/s1	UUDGOTGMEJKSRI-WKFTYCDOSA-N	1290.862677			MMDBc0039233
BASm0026035	CL(14:0/15:1(9Z)/15:1(9Z)/16:1(9Z))	CL(14:0/15:1(9Z)/15:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(9Z)/16:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h22-23,25-27,29,63-65,70H,5-21,24,28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b26-22-,27-23-,29-25-/t63-,64+,65+/m0/s1	JGRMXODFXAMXDC-SSKOFVRKSA-N	1290.862677			MMDBc0039234
BASm0026036	CL(14:0/15:1(9Z)/15:1(9Z)/18:0)	CL(14:0/15:1(9Z)/15:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(9Z)/18:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h22-23,26-27,65-67,72H,5-21,24-25,28-64H2,1-4H3,(H,77,78)(H,79,80)/b26-22-,27-23-/t65-,66+,67+/m0/s1	XQVHSTBFZKUVFX-QWHYHWNPSA-N	1320.909627			MMDBc0039235
BASm0026037	CL(14:0/15:1(9Z)/15:1(9Z)/18:1(11Z))	CL(14:0/15:1(9Z)/15:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(9Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h22-23,25-27,29,65-67,72H,5-21,24,28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b26-22-,27-23-,29-25-/t65-,66+,67+/m0/s1	XQDXQUGBQASHPI-OZPONVINSA-N	1318.893977			MMDBc0039236
BASm0026038	CL(14:0/15:1(9Z)/15:1(9Z)/18:1(9Z))	CL(14:0/15:1(9Z)/15:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(9Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h22-23,26-27,32-33,65-67,72H,5-21,24-25,28-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b26-22-,27-23-,33-32-/t65-,66+,67+/m0/s1	IJWWJYGGPFSMCI-ZTKKUEJASA-N	1318.893977			MMDBc0039237
BASm0026039	CL(14:0/15:1(9Z)/15:1(9Z)/20:0)	CL(14:0/15:1(9Z)/15:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(9Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h22-23,26-27,67-69,74H,5-21,24-25,28-66H2,1-4H3,(H,79,80)(H,81,82)/b26-22-,27-23-/t67-,68+,69+/m0/s1	XOKKMFYPJGFMNO-HOYGVKJSSA-N	1348.940927			MMDBc0039238
BASm0026040	CL(14:0/15:1(9Z)/15:1(9Z)/20:1(11Z))	CL(14:0/15:1(9Z)/15:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(9Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h22-23,26-27,32-33,67-69,74H,5-21,24-25,28-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b26-22-,27-23-,33-32-/t67-,68+,69+/m0/s1	RDQVAULKDRNLGH-NPLXYHRCSA-N	1346.925277			MMDBc0039239
BASm0026041	CL(14:0/15:1(9Z)/15:1(9Z)/20:1(13Z))	CL(14:0/15:1(9Z)/15:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(9Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h22-23,25-27,29,67-69,74H,5-21,24,28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b26-22-,27-23-,29-25-/t67-,68+,69+/m0/s1	GVBYPYNIUOEIQF-RDRVMGCMSA-N	1346.925277			MMDBc0039240
BASm0026042	CL(14:0/15:1(9Z)/15:1(9Z)/22:0)	CL(14:0/15:1(9Z)/15:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(9Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h22-23,26-27,69-71,76H,5-21,24-25,28-68H2,1-4H3,(H,81,82)(H,83,84)/b26-22-,27-23-/t69-,70+,71+/m0/s1	ZZFDDZPURJJERC-QJAXFSLRSA-N	1376.972227			MMDBc0039241
BASm0026043	CL(14:0/15:1(9Z)/15:1(9Z)/22:1(11Z))	CL(14:0/15:1(9Z)/15:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(9Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h22-23,26-27,34-35,69-71,76H,5-21,24-25,28-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b26-22-,27-23-,35-34-/t69-,70+,71+/m0/s1	MSVCQCNGPXSBQS-JYVYDQLBSA-N	1374.956577			MMDBc0039242
BASm0026044	CL(14:0/15:1(9Z)/15:1(9Z)/22:1(9Z))	CL(14:0/15:1(9Z)/15:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(9Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h22-23,26-27,36-37,69-71,76H,5-21,24-25,28-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b26-22-,27-23-,37-36-/t69-,70+,71+/m0/s1	YTBPWOZNUPHCFA-OIHDGUQWSA-N	1374.956577			MMDBc0039243
BASm0026045	CL(14:0/15:1(9Z)/15:1(9Z)/24:0)	CL(14:0/15:1(9Z)/15:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(9Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h22-23,26-27,71-73,78H,5-21,24-25,28-70H2,1-4H3,(H,83,84)(H,85,86)/b26-22-,27-23-/t71-,72+,73+/m0/s1	YHPUGGSCYZBQOG-NEMBLPDPSA-N	1405.003527			MMDBc0039244
BASm0026046	CL(14:0/15:1(9Z)/15:1(9Z)/24:1(11Z))	CL(14:0/15:1(9Z)/15:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(9Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h22-23,26-27,36-37,71-73,78H,5-21,24-25,28-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b26-22-,27-23-,37-36-/t71-,72+,73+/m0/s1	NVKJXDWESQDHEB-CJSJJFPNSA-N	1402.987877			MMDBc0039245
BASm0026047	CL(14:0/15:1(9Z)/15:1(9Z)/24:1(9Z))	CL(14:0/15:1(9Z)/15:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(9Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h22-23,26-27,38-39,71-73,78H,5-21,24-25,28-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b26-22-,27-23-,39-38-/t71-,72+,73+/m0/s1	NSMHHCJKZRNQLS-MFBVRCOUSA-N	1402.987877			MMDBc0039246
BASm0026048	CL(14:0/15:1(9Z)/15:1(9Z)/26:0)	CL(14:0/15:1(9Z)/15:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(9Z)/26:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h22-23,26-27,73-75,80H,5-21,24-25,28-72H2,1-4H3,(H,85,86)(H,87,88)/b26-22-,27-23-/t73-,74+,75+/m0/s1	YPBIWRNAUBYUHM-XNBPEOSDSA-N	1433.034827			MMDBc0039247
BASm0026049	CL(14:0/15:1(9Z)/15:1(9Z)/26:1(11Z))	CL(14:0/15:1(9Z)/15:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(9Z)/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h22-23,26-27,37-38,73-75,80H,5-21,24-25,28-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b26-22-,27-23-,38-37-/t73-,74+,75+/m0/s1	MPIXWJIKNOUORV-KWUABKSHSA-N	1431.019177			MMDBc0039248
BASm0026050	CL(14:0/15:1(9Z)/15:1(9Z)/26:1(9Z))	CL(14:0/15:1(9Z)/15:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(9Z)/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h22-23,26-27,40-41,74-76,81H,5-21,24-25,28-39,42-73H2,1-4H3,(H,86,87)(H,88,89)/b26-22-,27-23-,41-40-/t74-,75+,76+/m0/s1	MZSARUCLDQSRJJ-CJDJWUAVSA-N	1445.034827			MMDBc0039249
BASm0026051	CL(14:0/15:1(9Z)/15:1(9Z)/28:0)	CL(14:0/15:1(9Z)/15:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(9Z)/28:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h22-23,26-27,75-77,82H,5-21,24-25,28-74H2,1-4H3,(H,87,88)(H,89,90)/b26-22-,27-23-/t75-,76+,77+/m0/s1	NVKIABUSTASWDM-KAVDQCRKSA-N	1461.066127			MMDBc0039250
BASm0026052	CL(14:0/15:1(9Z)/15:1(9Z)/28:1(11Z))	CL(14:0/15:1(9Z)/15:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(9Z)/28:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h22-23,26-27,39-40,75-77,82H,5-21,24-25,28-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b26-22-,27-23-,40-39-/t75-,76+,77+/m0/s1	VKSAPQHNXLQUCV-JMSPGDAYSA-N	1459.050477			MMDBc0039251
BASm0026053	CL(14:0/15:1(9Z)/15:1(9Z)/28:1(9Z))	CL(14:0/15:1(9Z)/15:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/15:1(9Z)/28:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h22-23,26-27,41-42,75-77,82H,5-21,24-25,28-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b26-22-,27-23-,42-41-/t75-,76+,77+/m0/s1	UZNKPLJBWBNFHB-XGMZULDWSA-N	1459.050477			MMDBc0039252
BASm0026054	CL(14:0/15:1(9Z)/16:0/23:1(11Z))	CL(14:0/15:1(9Z)/16:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/16:0/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h23,27,35-36,71-73,78H,5-22,24-26,28-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,36-35-/t71-,72+,73+/m0/s1	JIYCGQQMQUEPCJ-PEJYSNLXSA-N	1405.003527			MMDBc0039253
BASm0026055	CL(14:0/15:1(9Z)/16:0/23:1(9Z))	CL(14:0/15:1(9Z)/16:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/16:0/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h23,27,37-38,71-73,78H,5-22,24-26,28-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,38-37-/t71-,72+,73+/m0/s1	CISGWWPECMDDKG-OIQNRNHBSA-N	1405.003527			MMDBc0039254
BASm0026056	CL(14:0/15:1(9Z)/16:0/25:0)	CL(14:0/15:1(9Z)/16:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/16:0/25:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h23,27,73-75,80H,5-22,24-26,28-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-/t73-,74+,75+/m0/s1	IZGNTEBISDSTLF-KTXXJZOPSA-N	1435.050477			MMDBc0039255
BASm0026057	CL(14:0/15:1(9Z)/16:0/25:1(11Z))	CL(14:0/15:1(9Z)/16:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/16:0/25:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h23,27,37-38,73-75,80H,5-22,24-26,28-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,38-37-/t73-,74+,75+/m0/s1	IPWGDGQBPJWPIL-QNVNTNKTSA-N	1433.034827			MMDBc0039256
BASm0026058	CL(14:0/15:1(9Z)/16:0/25:1(9Z))	CL(14:0/15:1(9Z)/16:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/16:0/25:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h23,27,39-40,73-75,80H,5-22,24-26,28-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,40-39-/t73-,74+,75+/m0/s1	CJZHOHZRJXOQQK-IJUIBECBSA-N	1433.034827			MMDBc0039257
BASm0026059	CL(14:0/15:1(9Z)/16:0/27:0)	CL(14:0/15:1(9Z)/16:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/16:0/27:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h23,27,75-77,82H,5-22,24-26,28-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-/t75-,76+,77+/m0/s1	CDELHAKPCOYTTK-RPYUWSTNSA-N	1463.081778			MMDBc0039258
BASm0026060	CL(14:0/15:1(9Z)/16:0/27:1(11Z))	CL(14:0/15:1(9Z)/16:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/16:0/27:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h23,27,39-40,75-77,82H,5-22,24-26,28-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,40-39-/t75-,76+,77+/m0/s1	LLQZAWYNIUQOLO-ZZPBJAMESA-N	1461.066127			MMDBc0039259
BASm0026061	CL(14:0/15:1(9Z)/16:0/27:1(9Z))	CL(14:0/15:1(9Z)/16:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/16:0/27:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h23,27,41-42,75-77,82H,5-22,24-26,28-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,42-41-/t75-,76+,77+/m0/s1	YHLVHSLBRYJWEP-INYNKLLVSA-N	1461.066127			MMDBc0039260
BASm0026062	CL(14:0/15:1(9Z)/16:1(11Z)/23:1(11Z))	CL(14:0/15:1(9Z)/16:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/16:1(11Z)/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h18,22-23,27,35-36,71-73,78H,5-17,19-21,24-26,28-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,27-23-,36-35-/t71-,72+,73+/m0/s1	OXWXIGOXHVILQD-CXQKIDHESA-N	1402.987877			MMDBc0039261
BASm0026063	CL(14:0/15:1(9Z)/16:1(11Z)/23:1(9Z))	CL(14:0/15:1(9Z)/16:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/16:1(11Z)/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h18,22-23,27,37-38,71-73,78H,5-17,19-21,24-26,28-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,27-23-,38-37-/t71-,72+,73+/m0/s1	XAGOREKNSJNRNH-VXCISCPUSA-N	1402.987877			MMDBc0039262
BASm0026064	CL(14:0/15:1(9Z)/16:1(11Z)/25:0)	CL(14:0/15:1(9Z)/16:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/16:1(11Z)/25:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h18,22-23,27,73-75,80H,5-17,19-21,24-26,28-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,27-23-/t73-,74+,75+/m0/s1	KSPUVDYEJRIHHV-CSWMLZMHSA-N	1433.034827			MMDBc0039263
BASm0026065	CL(14:0/15:1(9Z)/16:1(11Z)/25:1(11Z))	CL(14:0/15:1(9Z)/16:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/16:1(11Z)/25:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h18,22-23,27,37-38,73-75,80H,5-17,19-21,24-26,28-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,27-23-,38-37-/t73-,74+,75+/m0/s1	LQXFVNOWZADCEV-XAVYUQASSA-N	1431.019177			MMDBc0039264
BASm0026066	CL(14:0/15:1(9Z)/16:1(11Z)/25:1(9Z))	CL(14:0/15:1(9Z)/16:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/16:1(11Z)/25:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h18,22-23,27,39-40,73-75,80H,5-17,19-21,24-26,28-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,27-23-,40-39-/t73-,74+,75+/m0/s1	HBZYWZIXCQTQJJ-BYPVRRILSA-N	1431.019177			MMDBc0039265
BASm0026067	CL(14:0/15:1(9Z)/16:1(11Z)/27:0)	CL(14:0/15:1(9Z)/16:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/16:1(11Z)/27:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h18,22-23,27,75-77,82H,5-17,19-21,24-26,28-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,27-23-/t75-,76+,77+/m0/s1	LNUSOPTYEWAYCG-DLPAZCRRSA-N	1461.066127			MMDBc0039266
BASm0026068	CL(14:0/15:1(9Z)/16:1(11Z)/27:1(11Z))	CL(14:0/15:1(9Z)/16:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/16:1(11Z)/27:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h18,22-23,27,39-40,75-77,82H,5-17,19-21,24-26,28-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,27-23-,40-39-/t75-,76+,77+/m0/s1	QQPNAURALXEUGQ-XNFCYPKOSA-N	1459.050477			MMDBc0039267
BASm0026069	CL(14:0/15:1(9Z)/16:1(11Z)/27:1(9Z))	CL(14:0/15:1(9Z)/16:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/16:1(11Z)/27:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h18,22-23,27,41-42,75-77,82H,5-17,19-21,24-26,28-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,27-23-,42-41-/t75-,76+,77+/m0/s1	XJFMVIDOWVNBMQ-WZOOVBICSA-N	1459.050477			MMDBc0039268
BASm0026070	CL(14:0/15:1(9Z)/16:1(9Z)/23:1(11Z))	CL(14:0/15:1(9Z)/16:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/16:1(9Z)/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h23,26-27,30,35-36,71-73,78H,5-22,24-25,28-29,31-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,30-26-,36-35-/t71-,72+,73+/m0/s1	SFUOJCZVFGTTKC-ZAIHWSMWSA-N	1402.987877			MMDBc0039269
BASm0026071	CL(14:0/15:1(9Z)/16:1(9Z)/23:1(9Z))	CL(14:0/15:1(9Z)/16:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/16:1(9Z)/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h23,26-27,30,37-38,71-73,78H,5-22,24-25,28-29,31-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,30-26-,38-37-/t71-,72+,73+/m0/s1	IPPKXDUIRGNZBO-FBQBAHSNSA-N	1402.987877			MMDBc0039270
BASm0026072	CL(14:0/15:1(9Z)/16:1(9Z)/25:0)	CL(14:0/15:1(9Z)/16:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/16:1(9Z)/25:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h23,26-27,30,73-75,80H,5-22,24-25,28-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,30-26-/t73-,74+,75+/m0/s1	SIGQJGLXPCZHHQ-CLQOCNOKSA-N	1433.034827			MMDBc0039271
BASm0026073	CL(14:0/15:1(9Z)/16:1(9Z)/25:1(11Z))	CL(14:0/15:1(9Z)/16:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/16:1(9Z)/25:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h23,26-27,30,37-38,73-75,80H,5-22,24-25,28-29,31-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,30-26-,38-37-/t73-,74+,75+/m0/s1	VNKNBSYSJXDEMX-YZKQBMTMSA-N	1431.019177			MMDBc0039272
BASm0026074	CL(14:0/15:1(9Z)/16:1(9Z)/25:1(9Z))	CL(14:0/15:1(9Z)/16:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/16:1(9Z)/25:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h23,26-27,30,39-40,73-75,80H,5-22,24-25,28-29,31-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,30-26-,40-39-/t73-,74+,75+/m0/s1	XEQTWNDEPJGNOT-MLYHJYHASA-N	1431.019177			MMDBc0039273
BASm0026075	CL(14:0/15:1(9Z)/16:1(9Z)/27:0)	CL(14:0/15:1(9Z)/16:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/16:1(9Z)/27:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h23,26-27,30,75-77,82H,5-22,24-25,28-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,30-26-/t75-,76+,77+/m0/s1	KBXZPHYLDRVHTO-NIWYVRQQSA-N	1461.066127			MMDBc0039274
BASm0026076	CL(14:0/15:1(9Z)/16:1(9Z)/27:1(11Z))	CL(14:0/15:1(9Z)/16:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/16:1(9Z)/27:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h23,26-27,30,39-40,75-77,82H,5-22,24-25,28-29,31-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,30-26-,40-39-/t75-,76+,77+/m0/s1	VDSNDEMWQULQPX-LHXZVBKESA-N	1459.050477			MMDBc0039275
BASm0026077	CL(14:0/15:1(9Z)/16:1(9Z)/27:1(9Z))	CL(14:0/15:1(9Z)/16:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/16:1(9Z)/27:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h23,26-27,30,41-42,75-77,82H,5-22,24-25,28-29,31-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,30-26-,42-41-/t75-,76+,77+/m0/s1	FMLOUQOYQXVECZ-SNIRRDEFSA-N	1459.050477			MMDBc0039276
BASm0026078	CL(14:0/15:1(9Z)/18:0/23:1(11Z))	CL(14:0/15:1(9Z)/18:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/18:0/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h23,27,36-37,73-75,80H,5-22,24-26,28-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,37-36-/t73-,74+,75+/m0/s1	SKJGHDOTUXFZSV-PUABOSDQSA-N	1433.034827			MMDBc0039277
BASm0026079	CL(14:0/15:1(9Z)/18:0/23:1(9Z))	CL(14:0/15:1(9Z)/18:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/18:0/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h23,27,38,40,73-75,80H,5-22,24-26,28-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,40-38-/t73-,74+,75+/m0/s1	LSIDIHZNTIPGNQ-PJOWCVIHSA-N	1433.034827			MMDBc0039278
BASm0026080	CL(14:0/15:1(9Z)/18:0/25:0)	CL(14:0/15:1(9Z)/18:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/18:0/25:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h23,27,75-77,82H,5-22,24-26,28-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-/t75-,76+,77+/m0/s1	ZDTUYDUCSOXFMW-RPYUWSTNSA-N	1463.081778			MMDBc0039279
BASm0026081	CL(14:0/15:1(9Z)/18:0/25:1(11Z))	CL(14:0/15:1(9Z)/18:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/18:0/25:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h23,27,38-39,75-77,82H,5-22,24-26,28-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,39-38-/t75-,76+,77+/m0/s1	QORXGIMPAXJZKP-SQMCJIMRSA-N	1461.066127			MMDBc0039280
BASm0026082	CL(14:0/15:1(9Z)/18:0/25:1(9Z))	CL(14:0/15:1(9Z)/18:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/18:0/25:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h23,27,40,42,75-77,82H,5-22,24-26,28-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,42-40-/t75-,76+,77+/m0/s1	HSMSFOFUBDRNBW-RIFREGQJSA-N	1461.066127			MMDBc0039281
BASm0026083	CL(14:0/15:1(9Z)/18:1(11Z)/23:1(11Z))	CL(14:0/15:1(9Z)/18:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/18:1(11Z)/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h23,26-27,30,36-37,73-75,80H,5-22,24-25,28-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,30-26-,37-36-/t73-,74+,75+/m0/s1	YOTZPSBFOWXLAT-XBIRGURWSA-N	1431.019177			MMDBc0039282
BASm0026084	CL(14:0/15:1(9Z)/18:1(11Z)/23:1(9Z))	CL(14:0/15:1(9Z)/18:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/18:1(11Z)/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h23,26-27,30,38,40,73-75,80H,5-22,24-25,28-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,30-26-,40-38-/t73-,74+,75+/m0/s1	UXNMLBAYGOJHOF-UXSCVRAPSA-N	1431.019177			MMDBc0039283
BASm0026085	CL(14:0/15:1(9Z)/18:1(11Z)/25:0)	CL(14:0/15:1(9Z)/18:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/18:1(11Z)/25:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h23,26-27,30,75-77,82H,5-22,24-25,28-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,30-26-/t75-,76+,77+/m0/s1	GZCDFNLCZJGMMH-NIWYVRQQSA-N	1461.066127			MMDBc0039284
BASm0026086	CL(14:0/15:1(9Z)/18:1(11Z)/25:1(11Z))	CL(14:0/15:1(9Z)/18:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/18:1(11Z)/25:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h23,26-27,30,38-39,75-77,82H,5-22,24-25,28-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,30-26-,39-38-/t75-,76+,77+/m0/s1	QPYVHRGKKXGIEY-ZDTVYQLCSA-N	1459.050477			MMDBc0039285
BASm0026087	CL(14:0/15:1(9Z)/18:1(11Z)/25:1(9Z))	CL(14:0/15:1(9Z)/18:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/18:1(11Z)/25:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h23,26-27,30,40,42,75-77,82H,5-22,24-25,28-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,30-26-,42-40-/t75-,76+,77+/m0/s1	XTGLDWNAOLKYDD-NWQGKQFESA-N	1459.050477			MMDBc0039286
BASm0026088	CL(14:0/15:1(9Z)/18:1(9Z)/23:1(11Z))	CL(14:0/15:1(9Z)/18:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/18:1(9Z)/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h23,27,33,36-37,39,73-75,80H,5-22,24-26,28-32,34-35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,37-36-,39-33-/t73-,74+,75+/m0/s1	DOWCZLHXGZEXFZ-GPGCICNQSA-N	1431.019177			MMDBc0039287
BASm0026089	CL(14:0/15:1(9Z)/18:1(9Z)/23:1(9Z))	CL(14:0/15:1(9Z)/18:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/18:1(9Z)/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h23,27,33,38-40,73-75,80H,5-22,24-26,28-32,34-37,41-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,39-33-,40-38-/t73-,74+,75+/m0/s1	FGMJNEFPQPCLRN-JGTPHPPXSA-N	1431.019177			MMDBc0039288
BASm0026090	CL(14:0/15:1(9Z)/18:1(9Z)/25:0)	CL(14:0/15:1(9Z)/18:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/18:1(9Z)/25:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h23,27,33,41,75-77,82H,5-22,24-26,28-32,34-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,41-33-/t75-,76+,77+/m0/s1	VHKKLEXSERAWBP-JZHKDOSTSA-N	1461.066127			MMDBc0039289
BASm0026091	CL(14:0/15:1(9Z)/18:1(9Z)/25:1(11Z))	CL(14:0/15:1(9Z)/18:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/18:1(9Z)/25:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h23,27,33,38-39,41,75-77,82H,5-22,24-26,28-32,34-37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,39-38-,41-33-/t75-,76+,77+/m0/s1	HPIZQAZYLZAZEO-FLXYERQDSA-N	1459.050477			MMDBc0039290
BASm0026092	CL(14:0/15:1(9Z)/18:1(9Z)/25:1(9Z))	CL(14:0/15:1(9Z)/18:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/18:1(9Z)/25:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h23,27,33,40-42,75-77,82H,5-22,24-26,28-32,34-39,43-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,41-33-,42-40-/t75-,76+,77+/m0/s1	JNEZAUDRAXXNAU-LUHVCWNESA-N	1459.050477			MMDBc0039291
BASm0026093	CL(14:0/15:1(9Z)/20:0/23:1(11Z))	CL(14:0/15:1(9Z)/20:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/20:0/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h23,27,37-38,75-77,82H,5-22,24-26,28-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,38-37-/t75-,76+,77+/m0/s1	IQLQWRQFCPUERO-QWKUKLNBSA-N	1461.066127			MMDBc0039292
BASm0026094	CL(14:0/15:1(9Z)/20:0/23:1(9Z))	CL(14:0/15:1(9Z)/20:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/20:0/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h23,27,40,42,75-77,82H,5-22,24-26,28-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,42-40-/t75-,76+,77+/m0/s1	LVCRZQCESAKQAD-RIFREGQJSA-N	1461.066127			MMDBc0039293
BASm0026095	CL(14:0/15:1(9Z)/20:1(11Z)/23:1(11Z))	CL(14:0/15:1(9Z)/20:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/20:1(11Z)/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h23,27,33,35,37-38,75-77,82H,5-22,24-26,28-32,34,36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,35-33-,38-37-/t75-,76+,77+/m0/s1	IIXHMMVMIIKJOL-XCSUNJCFSA-N	1459.050477			MMDBc0039294
BASm0026096	CL(14:0/15:1(9Z)/20:1(11Z)/23:1(9Z))	CL(14:0/15:1(9Z)/20:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/20:1(11Z)/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h23,27,33,35,40,42,75-77,82H,5-22,24-26,28-32,34,36-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,35-33-,42-40-/t75-,76+,77+/m0/s1	ZCJWYDKUAZOJKQ-JRQFLNTQSA-N	1459.050477			MMDBc0039295
BASm0026097	CL(14:0/15:1(9Z)/20:1(13Z)/23:1(11Z))	CL(14:0/15:1(9Z)/20:1(13Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/20:1(13Z)/23:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h23,26-27,30,37-38,75-77,82H,5-22,24-25,28-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,30-26-,38-37-/t75-,76+,77+/m0/s1	UFTWNLYMPMXABI-JGCJAJIZSA-N	1459.050477			MMDBc0039296
BASm0026098	CL(14:0/15:1(9Z)/20:1(13Z)/23:1(9Z))	CL(14:0/15:1(9Z)/20:1(13Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/15:1(9Z)/20:1(13Z)/23:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h23,26-27,30,40,42,75-77,82H,5-22,24-25,28-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,30-26-,42-40-/t75-,76+,77+/m0/s1	ZJWFLSLHDUDZFV-NWQGKQFESA-N	1459.050477			MMDBc0039297
BASm0026099	CL(14:0/16:0/16:0/16:0)	CL(14:0/16:0/16:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:0/16:0) contains one chain of tetradecanoic acid at the C1 position, three chains of hexadecanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t65-,66+,67+/m0/s1	PNRNDUBLOBXAFW-OHKZLATASA-N	1324.940927			MMDBc0039298
BASm0026100	CL(14:0/16:0/16:0/16:1(11Z))	CL(14:0/16:0/16:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:0/16:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h19,23,65-67,72H,5-18,20-22,24-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-/t65-,66+,67+/m0/s1	MAYHUGCMUJOJHY-QKONNDDHSA-N	1322.925277			MMDBc0039299
BASm0026101	CL(14:0/16:0/16:0/16:1(9Z))	CL(14:0/16:0/16:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:0/16:1(9Z)) contains one tetradecanoyl chain at the C1 position, one hexadecanoyl chain at the C2 position, one hexadecanoyl chain at the C3 position, and one 9Z-hexadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h27,31,65-67,72H,5-26,28-30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b31-27-/t65-,66+,67+/m0/s1	BCXOWOQQVOOYHL-WPUFCSPOSA-N	1322.925277			MMDBc0039300
BASm0026102	CL(14:0/16:0/16:0/18:0)	CL(14:0/16:0/16:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:0/18:0) contains one chain of tetradecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	DIUQGTRXXWVZFH-MXMGCQHCSA-N	1352.972227			MMDBc0039301
BASm0026103	CL(14:0/16:0/16:0/18:1(11Z))	CL(14:0/16:0/16:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:0/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h25,29,67-69,74H,5-24,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b29-25-/t67-,68+,69+/m0/s1	BWGVGVPGQUZOIL-UJRKEJGJSA-N	1350.956577			MMDBc0039302
BASm0026104	CL(14:0/16:0/16:0/18:1(9Z))	CL(14:0/16:0/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:0/18:1(9Z)) contains one tetradecanoyl chain at the C1 position, one hexadecanoyl chain at the C2 position, one hexadecanoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h32-33,67-69,74H,5-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b33-32-/t67-,68+,69+/m0/s1	HXPJZQDVAJTJQO-SCUFBZQYSA-N	1350.956577			MMDBc0039303
BASm0026105	CL(14:0/16:0/16:0/20:0)	CL(14:0/16:0/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:0/20:0) contains one chain of tetradecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	MRBVFBGWVXKGTG-NTQFVZKBSA-N	1381.003527			MMDBc0039304
BASm0026106	CL(14:0/16:0/16:0/20:1(11Z))	CL(14:0/16:0/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:0/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h32-33,69-71,76H,5-31,34-68H2,1-4H3,(H,81,82)(H,83,84)/b33-32-/t69-,70+,71+/m0/s1	QFNNYIZPUHCIPL-BDQUAFBRSA-N	1378.987877			MMDBc0039305
BASm0026107	CL(14:0/16:0/16:0/20:1(13Z))	CL(14:0/16:0/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:0/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h25,29,69-71,76H,5-24,26-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b29-25-/t69-,70+,71+/m0/s1	LFXRCIXSGAPZLL-ZJGOAPTRSA-N	1378.987877			MMDBc0039306
BASm0026108	CL(14:0/16:0/16:0/22:0)	CL(14:0/16:0/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:0/22:0) contains one chain of tetradecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	LOBXVJJAGPDHPH-DFXUENRWSA-N	1409.034827			MMDBc0039307
BASm0026109	CL(14:0/16:0/16:0/22:1(11Z))	CL(14:0/16:0/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:0/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h34-35,71-73,78H,5-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b35-34-/t71-,72+,73+/m0/s1	MFLFNSMIHJSJDS-ZDEPAFKQSA-N	1407.019177			MMDBc0039308
BASm0026110	CL(14:0/16:0/16:0/22:1(9Z))	CL(14:0/16:0/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:0/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h36-37,71-73,78H,5-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b37-36-/t71-,72+,73+/m0/s1	KUIDWCCUFBXOEE-FMNBGGTISA-N	1407.019177			MMDBc0039309
BASm0026111	CL(14:0/16:0/16:0/24:0)	CL(14:0/16:0/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:0/24:0) contains one chain of tetradecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	CCJFOEFIXRLCOC-ARQKOWHBSA-N	1437.066127			MMDBc0039310
BASm0026112	CL(14:0/16:0/16:0/24:1(11Z))	CL(14:0/16:0/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:0/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h36-37,73-75,80H,5-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b37-36-/t73-,74+,75+/m0/s1	VALOPKYGJGNHPB-MVLZJVGISA-N	1435.050477			MMDBc0039311
BASm0026113	CL(14:0/16:0/16:0/24:1(9Z))	CL(14:0/16:0/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:0/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h38-39,73-75,80H,5-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b39-38-/t73-,74+,75+/m0/s1	NQIURWVTDOFAEK-NGZQNBETSA-N	1435.050477			MMDBc0039312
BASm0026114	CL(14:0/16:0/16:0/26:0)	CL(14:0/16:0/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:0/26:0) contains one chain of tetradecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	UBYLDRRNXLOYNF-HRXLSSNSSA-N	1465.097428			MMDBc0039313
BASm0026115	CL(14:0/16:0/16:0/26:1(11Z))	CL(14:0/16:0/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:0/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h37-38,75-77,82H,5-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-/t75-,76+,77+/m0/s1	VZIXABQEJPFMOM-PPDVTESNSA-N	1463.081778			MMDBc0039314
BASm0026116	CL(14:0/16:0/16:0/26:1(9Z))	CL(14:0/16:0/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:0/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H158O17P2	InChI=1S/C82H158O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-43-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-31-27-23-19-15-11-7-3/h40-41,76-78,83H,5-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b41-40-/t76-,77+,78+/m0/s1	YCNYBLPARACMBG-FSSYIJNBSA-N	1477.097428			MMDBc0039315
BASm0026117	CL(14:0/16:0/16:1(11Z)/16:1(11Z))	CL(14:0/16:0/16:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(11Z)/16:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (11Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h17,19,21,23,65-67,72H,5-16,18,20,22,24-64H2,1-4H3,(H,77,78)(H,79,80)/b21-17-,23-19-/t65-,66+,67+/m0/s1	RHUMDOIBLKUFPY-MBGMJHHCSA-N	1320.909627			MMDBc0039316
BASm0026118	CL(14:0/16:0/16:1(11Z)/16:1(9Z))	CL(14:0/16:0/16:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(11Z)/16:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h17,21,27,31,65-67,72H,5-16,18-20,22-26,28-30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b21-17-,31-27-/t65-,66+,67+/m0/s1	RNKXKBWDMFJKBR-PIMJCZNGSA-N	1320.909627			MMDBc0039317
BASm0026119	CL(14:0/16:0/16:1(11Z)/18:0)	CL(14:0/16:0/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(11Z)/18:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h18,22,67-69,74H,5-17,19-21,23-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-/t67-,68+,69+/m0/s1	UMHDSVLOKUZYKA-AEIUOFHZSA-N	1350.956577			MMDBc0039318
BASm0026120	CL(14:0/16:0/16:1(11Z)/18:1(11Z))	CL(14:0/16:0/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(11Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h18,22,25,29,67-69,74H,5-17,19-21,23-24,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,29-25-/t67-,68+,69+/m0/s1	GWMXCHNMHCSDHG-LYYVOJKCSA-N	1348.940927			MMDBc0039319
BASm0026121	CL(14:0/16:0/16:1(11Z)/18:1(9Z))	CL(14:0/16:0/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(11Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h18,22,32-33,67-69,74H,5-17,19-21,23-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,33-32-/t67-,68+,69+/m0/s1	ADFKRPQPGGUGEI-IPGLWUKJSA-N	1348.940927			MMDBc0039320
BASm0026122	CL(14:0/16:0/16:1(11Z)/20:0)	CL(14:0/16:0/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(11Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h18,22,69-71,76H,5-17,19-21,23-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-/t69-,70+,71+/m0/s1	JHDMLCQVPSPKFM-ULWBWJMGSA-N	1378.987877			MMDBc0039321
BASm0026123	CL(14:0/16:0/16:1(11Z)/20:1(11Z))	CL(14:0/16:0/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(11Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h18,22,32-33,69-71,76H,5-17,19-21,23-31,34-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,33-32-/t69-,70+,71+/m0/s1	IQTFGBMIJKWQTB-DJXOFQTKSA-N	1376.972227			MMDBc0039322
BASm0026124	CL(14:0/16:0/16:1(11Z)/20:1(13Z))	CL(14:0/16:0/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(11Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h18,22,25,29,69-71,76H,5-17,19-21,23-24,26-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,29-25-/t69-,70+,71+/m0/s1	OLSGQANETQFVRK-QXEKAKPSSA-N	1376.972227			MMDBc0039323
BASm0026125	CL(14:0/16:0/16:1(11Z)/22:0)	CL(14:0/16:0/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(11Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h18,22,71-73,78H,5-17,19-21,23-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-/t71-,72+,73+/m0/s1	SNNPXCUIQJRIML-PDVPRQMFSA-N	1407.019177			MMDBc0039324
BASm0026126	CL(14:0/16:0/16:1(11Z)/22:1(11Z))	CL(14:0/16:0/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(11Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h18,22,34-35,71-73,78H,5-17,19-21,23-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,35-34-/t71-,72+,73+/m0/s1	XKGWOFFUYZQNCM-YVODALOPSA-N	1405.003527			MMDBc0039325
BASm0026127	CL(14:0/16:0/16:1(11Z)/22:1(9Z))	CL(14:0/16:0/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(11Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h18,22,36-37,71-73,78H,5-17,19-21,23-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,37-36-/t71-,72+,73+/m0/s1	LDCTYEQMXGTEGH-CYLIHHGHSA-N	1405.003527			MMDBc0039326
BASm0026128	CL(14:0/16:0/16:1(11Z)/24:0)	CL(14:0/16:0/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(11Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,22,73-75,80H,5-17,19-21,23-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-/t73-,74+,75+/m0/s1	KWJYCKYXBZQPSJ-XVBSZFSMSA-N	1435.050477			MMDBc0039327
BASm0026129	CL(14:0/16:0/16:1(11Z)/24:1(11Z))	CL(14:0/16:0/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(11Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,22,36-37,73-75,80H,5-17,19-21,23-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,37-36-/t73-,74+,75+/m0/s1	KAMIFLPWRZEKJD-QXYJPDJPSA-N	1433.034827			MMDBc0039328
BASm0026130	CL(14:0/16:0/16:1(11Z)/24:1(9Z))	CL(14:0/16:0/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(11Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,22,38-39,73-75,80H,5-17,19-21,23-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,39-38-/t73-,74+,75+/m0/s1	ZFTOGJGHPXXZHN-SWFUEOOGSA-N	1433.034827			MMDBc0039329
BASm0026131	CL(14:0/16:0/16:1(11Z)/26:0)	CL(14:0/16:0/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(11Z)/26:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,22,75-77,82H,5-17,19-21,23-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-/t75-,76+,77+/m0/s1	KZHDJEQXIARFPE-LFGZPRDQSA-N	1463.081778			MMDBc0039330
BASm0026132	CL(14:0/16:0/16:1(11Z)/26:1(11Z))	CL(14:0/16:0/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(11Z)/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,22,37-38,75-77,82H,5-17,19-21,23-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,38-37-/t75-,76+,77+/m0/s1	CTHVILHRAFIKDA-QDAXPBIESA-N	1461.066127			MMDBc0039331
BASm0026133	CL(14:0/16:0/16:1(11Z)/26:1(9Z))	CL(14:0/16:0/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(11Z)/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-43-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-31-27-23-19-15-11-7-3/h18,22,40-41,76-78,83H,5-17,19-21,23-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b22-18-,41-40-/t76-,77+,78+/m0/s1	XBBZCWSHAMEQLH-ZMBNPPMBSA-N	1475.081778			MMDBc0039332
BASm0026134	CL(14:0/16:0/16:1(9Z)/16:1(11Z))	CL(14:0/16:0/16:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(9Z)/16:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h19,23,25,29,65-67,72H,5-18,20-22,24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,29-25-/t65-,66+,67+/m0/s1	AMUPKHCGZWRWPX-BASUQZTGSA-N	1320.909627			MMDBc0039333
BASm0026135	CL(14:0/16:0/16:1(9Z)/16:1(9Z))	CL(14:0/16:0/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(9Z)/16:1(9Z)) contains one tetradecanoyl chain at the C1 position, one hexadecanoyl chain at the C2 position, one 9Z-hexadecenoyl chain at the C3 position, and one 9Z-hexadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h25,27,29,31,65-67,72H,5-24,26,28,30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b29-25-,31-27-/t65-,66+,67+/m0/s1	VUPAZIPYGDULCD-MWGABGPLSA-N	1320.909627			MMDBc0039334
BASm0026136	CL(14:0/16:0/16:1(9Z)/18:0)	CL(14:0/16:0/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(9Z)/18:0) contains one tetradecanoyl chain at the C1 position, one hexadecanoyl chain at the C2 position, one 9Z-hexadecenoyl chain at the C3 position, and one octadecanoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h26,30,67-69,74H,5-25,27-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b30-26-/t67-,68+,69+/m0/s1	OPQZTQCOIPQISA-DPQCDROYSA-N	1350.956577			MMDBc0039335
BASm0026137	CL(14:0/16:0/16:1(9Z)/18:1(11Z))	CL(14:0/16:0/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(9Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h25-26,29-30,67-69,74H,5-24,27-28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b29-25-,30-26-/t67-,68+,69+/m0/s1	LBKGUHUAKAXDIL-WUNMVMGZSA-N	1348.940927			MMDBc0039336
BASm0026138	CL(14:0/16:0/16:1(9Z)/18:1(9Z))	CL(14:0/16:0/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(9Z)/18:1(9Z)) contains one tetradecanoyl chain at the C1 position, one hexadecanoyl chain at the C2 position, one 9Z-hexadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h26,30,32-33,67-69,74H,5-25,27-29,31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b30-26-,33-32-/t67-,68+,69+/m0/s1	NTZWFWXOZCZZLO-UVXQPXAMSA-N	1348.940927			MMDBc0039337
BASm0026139	CL(14:0/16:0/16:1(9Z)/20:0)	CL(14:0/16:0/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(9Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h26,30,69-71,76H,5-25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b30-26-/t69-,70+,71+/m0/s1	BGOMQTLMQHPDCE-HSHBVMEYSA-N	1378.987877			MMDBc0039338
BASm0026140	CL(14:0/16:0/16:1(9Z)/20:1(11Z))	CL(14:0/16:0/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(9Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h26,30,32-33,69-71,76H,5-25,27-29,31,34-68H2,1-4H3,(H,81,82)(H,83,84)/b30-26-,33-32-/t69-,70+,71+/m0/s1	LCOKAMQFDICGHY-RRKHVKNPSA-N	1376.972227			MMDBc0039339
BASm0026141	CL(14:0/16:0/16:1(9Z)/20:1(13Z))	CL(14:0/16:0/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(9Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h25-26,29-30,69-71,76H,5-24,27-28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b29-25-,30-26-/t69-,70+,71+/m0/s1	VZXVUZZUWQVTLM-AYNXMFHDSA-N	1376.972227			MMDBc0039340
BASm0026142	CL(14:0/16:0/16:1(9Z)/22:0)	CL(14:0/16:0/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(9Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h26,30,71-73,78H,5-25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-/t71-,72+,73+/m0/s1	RNQQRUQGLKGFSX-BZAVONBXSA-N	1407.019177			MMDBc0039341
BASm0026143	CL(14:0/16:0/16:1(9Z)/22:1(11Z))	CL(14:0/16:0/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(9Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h26,30,34-35,71-73,78H,5-25,27-29,31-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-,35-34-/t71-,72+,73+/m0/s1	SWQSANQLOGIPJQ-HWHXTFTBSA-N	1405.003527			MMDBc0039342
BASm0026144	CL(14:0/16:0/16:1(9Z)/22:1(9Z))	CL(14:0/16:0/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(9Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h26,30,36-37,71-73,78H,5-25,27-29,31-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-,37-36-/t71-,72+,73+/m0/s1	HJUQPJPXKQWMEC-LWZHTLTGSA-N	1405.003527			MMDBc0039343
BASm0026145	CL(14:0/16:0/16:1(9Z)/24:0)	CL(14:0/16:0/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(9Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26,30,73-75,80H,5-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-/t73-,74+,75+/m0/s1	BMFDDERTGPVPBE-HKUNFGDVSA-N	1435.050477			MMDBc0039344
BASm0026146	CL(14:0/16:0/16:1(9Z)/24:1(11Z))	CL(14:0/16:0/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(9Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26,30,36-37,73-75,80H,5-25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,37-36-/t73-,74+,75+/m0/s1	FXYPOGDXBFKKHT-OEXKSNQGSA-N	1433.034827			MMDBc0039345
BASm0026147	CL(14:0/16:0/16:1(9Z)/24:1(9Z))	CL(14:0/16:0/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(9Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26,30,38-39,73-75,80H,5-25,27-29,31-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,39-38-/t73-,74+,75+/m0/s1	GCDHXNOWXKBOKI-LGWHLWMTSA-N	1433.034827			MMDBc0039346
BASm0026148	CL(14:0/16:0/16:1(9Z)/26:0)	CL(14:0/16:0/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(9Z)/26:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h26,30,75-77,82H,5-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-/t75-,76+,77+/m0/s1	ZFZOAHXDDBDQGB-QBBAVDQISA-N	1463.081778			MMDBc0039347
BASm0026149	CL(14:0/16:0/16:1(9Z)/26:1(11Z))	CL(14:0/16:0/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(9Z)/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h26,30,37-38,75-77,82H,5-25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,38-37-/t75-,76+,77+/m0/s1	HRBXSAAMUHOHDS-BZNJLEBDSA-N	1461.066127			MMDBc0039348
BASm0026150	CL(14:0/16:0/16:1(9Z)/26:1(9Z))	CL(14:0/16:0/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/16:1(9Z)/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-43-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-31-27-23-19-15-11-7-3/h26,30,40-41,76-78,83H,5-25,27-29,31-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b30-26-,41-40-/t76-,77+,78+/m0/s1	FMTRXRLGMDYKJO-QREVYGJZSA-N	1475.081778			MMDBc0039349
BASm0026151	CL(14:0/16:0/18:0/18:0)	CL(14:0/16:0/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:0/18:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	RNRLSTZNYMZZTG-NTQFVZKBSA-N	1381.003527			MMDBc0039350
BASm0026152	CL(14:0/16:0/18:0/18:1(11Z))	CL(14:0/16:0/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:0/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h26,30,69-71,76H,5-25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b30-26-/t69-,70+,71+/m0/s1	QTKVHBGGNYORHK-HSHBVMEYSA-N	1378.987877			MMDBc0039351
BASm0026153	CL(14:0/16:0/18:0/18:1(9Z))	CL(14:0/16:0/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:0/18:1(9Z)) contains one tetradecanoyl chain at the C1 position, one hexadecanoyl chain at the C2 position, one octadecanoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h33,35,69-71,76H,5-32,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b35-33-/t69-,70+,71+/m0/s1	OSLNJCXSOKIKMF-NYRXDIMQSA-N	1378.987877			MMDBc0039352
BASm0026154	CL(14:0/16:0/18:0/20:0)	CL(14:0/16:0/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:0/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	AMULOTOUNQUFAH-DFXUENRWSA-N	1409.034827			MMDBc0039353
BASm0026155	CL(14:0/16:0/18:0/20:1(11Z))	CL(14:0/16:0/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:0/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h32,34,71-73,78H,5-31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b34-32-/t71-,72+,73+/m0/s1	FQTPCJHGYJQHLI-HBDNBYRMSA-N	1407.019177			MMDBc0039354
BASm0026156	CL(14:0/16:0/18:0/20:1(13Z))	CL(14:0/16:0/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:0/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h25,29,71-73,78H,5-24,26-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-/t71-,72+,73+/m0/s1	CVSFAQYDXUDATR-ROZFTGJYSA-N	1407.019177			MMDBc0039355
BASm0026157	CL(14:0/16:0/18:0/22:0)	CL(14:0/16:0/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:0/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	CJAWPXCDQOMCDD-ARQKOWHBSA-N	1437.066127			MMDBc0039356
BASm0026158	CL(14:0/16:0/18:0/22:1(11Z))	CL(14:0/16:0/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:0/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h35-36,73-75,80H,5-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b36-35-/t73-,74+,75+/m0/s1	IVZFBRYXWQKFNC-KQJVKHBFSA-N	1435.050477			MMDBc0039357
BASm0026159	CL(14:0/16:0/18:0/22:1(9Z))	CL(14:0/16:0/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:0/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h37,39,73-75,80H,5-36,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b39-37-/t73-,74+,75+/m0/s1	RWNWQVAXKNICIK-AEDNYBAESA-N	1435.050477			MMDBc0039358
BASm0026160	CL(14:0/16:0/18:0/24:0)	CL(14:0/16:0/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:0/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	QHIRKUHJOJPQLD-HRXLSSNSSA-N	1465.097428			MMDBc0039359
BASm0026161	CL(14:0/16:0/18:0/24:1(11Z))	CL(14:0/16:0/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:0/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h37-38,75-77,82H,5-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-/t75-,76+,77+/m0/s1	VLECKAQPNQUZRA-PPDVTESNSA-N	1463.081778			MMDBc0039360
BASm0026162	CL(14:0/16:0/18:0/24:1(9Z))	CL(14:0/16:0/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:0/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h39,41,75-77,82H,5-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b41-39-/t75-,76+,77+/m0/s1	OTPUFKXRAOMSJT-JHQBJXHASA-N	1463.081778			MMDBc0039361
BASm0026163	CL(14:0/16:0/18:1(11Z)/18:1(11Z))	CL(14:0/16:0/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:1(11Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h25-26,29-30,69-71,76H,5-24,27-28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b29-25-,30-26-/t69-,70+,71+/m0/s1	BLRXFMPBQVEUMA-AYNXMFHDSA-N	1376.972227			MMDBc0039362
BASm0026164	CL(14:0/16:0/18:1(11Z)/18:1(9Z))	CL(14:0/16:0/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:1(11Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h25,29,33,35,69-71,76H,5-24,26-28,30-32,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b29-25-,35-33-/t69-,70+,71+/m0/s1	AUDIKKJEKUCDGZ-MIOVZBSCSA-N	1376.972227			MMDBc0039363
BASm0026165	CL(14:0/16:0/18:1(11Z)/20:0)	CL(14:0/16:0/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:1(11Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h26,30,71-73,78H,5-25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-/t71-,72+,73+/m0/s1	GMXDDUXKFKGLAW-BZAVONBXSA-N	1407.019177			MMDBc0039364
BASm0026166	CL(14:0/16:0/18:1(11Z)/20:1(11Z))	CL(14:0/16:0/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:1(11Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h26,30,32,34,71-73,78H,5-25,27-29,31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-,34-32-/t71-,72+,73+/m0/s1	LBNSHAMGVPXHNU-VFCPKRCTSA-N	1405.003527			MMDBc0039365
BASm0026167	CL(14:0/16:0/18:1(11Z)/20:1(13Z))	CL(14:0/16:0/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:1(11Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h25-26,29-30,71-73,78H,5-24,27-28,31-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,30-26-/t71-,72+,73+/m0/s1	KAVJGGMFPAMNFQ-PGDAGIIASA-N	1405.003527			MMDBc0039366
BASm0026168	CL(14:0/16:0/18:1(11Z)/22:0)	CL(14:0/16:0/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:1(11Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h26,30,73-75,80H,5-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-/t73-,74+,75+/m0/s1	OMBLNCYJKIETRN-HKUNFGDVSA-N	1435.050477			MMDBc0039367
BASm0026169	CL(14:0/16:0/18:1(11Z)/22:1(11Z))	CL(14:0/16:0/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:1(11Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h26,30,35-36,73-75,80H,5-25,27-29,31-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,36-35-/t73-,74+,75+/m0/s1	UXMMINGCXLQKKE-XZXTUJDTSA-N	1433.034827			MMDBc0039368
BASm0026170	CL(14:0/16:0/18:1(11Z)/22:1(9Z))	CL(14:0/16:0/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:1(11Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h26,30,37,39,73-75,80H,5-25,27-29,31-36,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,39-37-/t73-,74+,75+/m0/s1	SZGWNAUBWZCFHA-OYJDTMCZSA-N	1433.034827			MMDBc0039369
BASm0026171	CL(14:0/16:0/18:1(11Z)/24:0)	CL(14:0/16:0/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:1(11Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h26,30,75-77,82H,5-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-/t75-,76+,77+/m0/s1	GTHAKTXEAMFBKE-QBBAVDQISA-N	1463.081778			MMDBc0039370
BASm0026172	CL(14:0/16:0/18:1(11Z)/24:1(11Z))	CL(14:0/16:0/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:1(11Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h26,30,37-38,75-77,82H,5-25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,38-37-/t75-,76+,77+/m0/s1	KDIHHRRMFWDIHW-BZNJLEBDSA-N	1461.066127			MMDBc0039371
BASm0026173	CL(14:0/16:0/18:1(11Z)/24:1(9Z))	CL(14:0/16:0/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:1(11Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h26,30,39,41,75-77,82H,5-25,27-29,31-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,41-39-/t75-,76+,77+/m0/s1	HQGPKHFTGQILMH-QTKBCTCCSA-N	1461.066127			MMDBc0039372
BASm0026174	CL(14:0/16:0/18:1(9Z)/18:1(11Z))	CL(14:0/16:0/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:1(9Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h26,30,32,34,69-71,76H,5-25,27-29,31,33,35-68H2,1-4H3,(H,81,82)(H,83,84)/b30-26-,34-32-/t69-,70+,71+/m0/s1	CWDRTNGQWVGIRY-YYGHARFOSA-N	1376.972227			MMDBc0039373
BASm0026175	CL(14:0/16:0/18:1(9Z)/18:1(9Z))	CL(14:0/16:0/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:1(9Z)/18:1(9Z)) contains one tetradecanoyl chain at the C1 position, one hexadecanoyl chain at the C2 position, one 9Z-octadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h32-35,69-71,76H,5-31,36-68H2,1-4H3,(H,81,82)(H,83,84)/b34-32-,35-33-/t69-,70+,71+/m0/s1	KZPONTLEHFHNNJ-WPKOQJSGSA-N	1376.972227			MMDBc0039374
BASm0026176	CL(14:0/16:0/18:1(9Z)/20:0)	CL(14:0/16:0/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:1(9Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h33,36,71-73,78H,5-32,34-35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b36-33-/t71-,72+,73+/m0/s1	SJNFDHBBZZDDEI-VXLSILKTSA-N	1407.019177			MMDBc0039375
BASm0026177	CL(14:0/16:0/18:1(9Z)/20:1(11Z))	CL(14:0/16:0/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:1(9Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h32-34,36,71-73,78H,5-31,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b34-32-,36-33-/t71-,72+,73+/m0/s1	YQSOJXLJESDLQJ-MMAITKSYSA-N	1405.003527			MMDBc0039376
BASm0026178	CL(14:0/16:0/18:1(9Z)/20:1(13Z))	CL(14:0/16:0/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:1(9Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h25,29,33,36,71-73,78H,5-24,26-28,30-32,34-35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,36-33-/t71-,72+,73+/m0/s1	UAAUVHUBHASUFR-FZYUGGFFSA-N	1405.003527			MMDBc0039377
BASm0026179	CL(14:0/16:0/18:1(9Z)/22:0)	CL(14:0/16:0/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:1(9Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h33,38,73-75,80H,5-32,34-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b38-33-/t73-,74+,75+/m0/s1	SAZGLRGLBVOGMR-VLKVOFTRSA-N	1435.050477			MMDBc0039378
BASm0026180	CL(14:0/16:0/18:1(9Z)/22:1(11Z))	CL(14:0/16:0/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:1(9Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h33,35-36,38,73-75,80H,5-32,34,37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b36-35-,38-33-/t73-,74+,75+/m0/s1	CNGFTFIOGYQYGB-NGFXCULVSA-N	1433.034827			MMDBc0039379
BASm0026181	CL(14:0/16:0/18:1(9Z)/22:1(9Z))	CL(14:0/16:0/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:1(9Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h33,37-39,73-75,80H,5-32,34-36,40-72H2,1-4H3,(H,85,86)(H,87,88)/b38-33-,39-37-/t73-,74+,75+/m0/s1	FUPMTHVOIFZIQL-VUEVFOBISA-N	1433.034827			MMDBc0039380
BASm0026182	CL(14:0/16:0/18:1(9Z)/24:0)	CL(14:0/16:0/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:1(9Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h33,40,75-77,82H,5-32,34-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b40-33-/t75-,76+,77+/m0/s1	RUSVGKYSYYPGQC-QXCLLIBZSA-N	1463.081778			MMDBc0039381
BASm0026183	CL(14:0/16:0/18:1(9Z)/24:1(11Z))	CL(14:0/16:0/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:1(9Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h33,37-38,40,75-77,82H,5-32,34-36,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-,40-33-/t75-,76+,77+/m0/s1	ZKLUQWKBTXXUQW-CEYHPUOESA-N	1461.066127			MMDBc0039382
BASm0026184	CL(14:0/16:0/18:1(9Z)/24:1(9Z))	CL(14:0/16:0/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/18:1(9Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h33,39-41,75-77,82H,5-32,34-38,42-74H2,1-4H3,(H,87,88)(H,89,90)/b40-33-,41-39-/t75-,76+,77+/m0/s1	CLGQPTGGQLCADN-NJZKBFQMSA-N	1461.066127			MMDBc0039383
BASm0026185	CL(14:0/16:0/20:0/20:0)	CL(14:0/16:0/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/20:0/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	LEHJODANSBRRBG-ARQKOWHBSA-N	1437.066127			MMDBc0039384
BASm0026186	CL(14:0/16:0/20:0/20:1(11Z))	CL(14:0/16:0/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/20:0/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h33,35,73-75,80H,5-32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b35-33-/t73-,74+,75+/m0/s1	ITLHLRGLVCVXHE-QVJUYHRZSA-N	1435.050477			MMDBc0039385
BASm0026187	CL(14:0/16:0/20:0/20:1(13Z))	CL(14:0/16:0/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/20:0/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h26,30,73-75,80H,5-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-/t73-,74+,75+/m0/s1	GDICONISWFGFIU-HKUNFGDVSA-N	1435.050477			MMDBc0039386
BASm0026188	CL(14:0/16:0/20:0/22:0)	CL(14:0/16:0/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/20:0/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	GICCDDNLRDGHSJ-HRXLSSNSSA-N	1465.097428			MMDBc0039387
BASm0026189	CL(14:0/16:0/20:0/22:1(11Z))	CL(14:0/16:0/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/20:0/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h36-37,75-77,82H,5-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b37-36-/t75-,76+,77+/m0/s1	KGVOUUVKEVGGMI-VHNHMIMZSA-N	1463.081778			MMDBc0039388
BASm0026190	CL(14:0/16:0/20:0/22:1(9Z))	CL(14:0/16:0/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/20:0/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h39,41,75-77,82H,5-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b41-39-/t75-,76+,77+/m0/s1	GXEAOHFPQGVVNX-JHQBJXHASA-N	1463.081778			MMDBc0039389
BASm0026191	CL(14:0/16:0/20:1(11Z)/20:1(11Z))	CL(14:0/16:0/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/20:1(11Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h32-35,73-75,80H,5-31,36-72H2,1-4H3,(H,85,86)(H,87,88)/b34-32-,35-33-/t73-,74+,75+/m0/s1	XRRYXRJBQZNWLF-ADLFEQELSA-N	1433.034827			MMDBc0039390
BASm0026192	CL(14:0/16:0/20:1(11Z)/20:1(13Z))	CL(14:0/16:0/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/20:1(11Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h26,30,32,34,73-75,80H,5-25,27-29,31,33,35-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,34-32-/t73-,74+,75+/m0/s1	HSZNWYSWQLQICJ-SAWWILIDSA-N	1433.034827			MMDBc0039391
BASm0026193	CL(14:0/16:0/20:1(11Z)/22:0)	CL(14:0/16:0/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/20:1(11Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h33,35,75-77,82H,5-32,34,36-74H2,1-4H3,(H,87,88)(H,89,90)/b35-33-/t75-,76+,77+/m0/s1	GKCNYZGJYBUGAD-ZQLIGOQTSA-N	1463.081778			MMDBc0039392
BASm0026194	CL(14:0/16:0/20:1(11Z)/22:1(11Z))	CL(14:0/16:0/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/20:1(11Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h33,35-37,75-77,82H,5-32,34,38-74H2,1-4H3,(H,87,88)(H,89,90)/b35-33-,37-36-/t75-,76+,77+/m0/s1	LNMKIQWMCOLFQE-GHFAMZPDSA-N	1461.066127			MMDBc0039393
BASm0026195	CL(14:0/16:0/20:1(11Z)/22:1(9Z))	CL(14:0/16:0/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/20:1(11Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h33,35,39,41,75-77,82H,5-32,34,36-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b35-33-,41-39-/t75-,76+,77+/m0/s1	VZHCLAKEWOOZTG-GKGKPHDFSA-N	1461.066127			MMDBc0039394
BASm0026196	CL(14:0/16:0/20:1(13Z)/20:1(11Z))	CL(14:0/16:0/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/20:1(13Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h25,29,33,35,73-75,80H,5-24,26-28,30-32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,35-33-/t73-,74+,75+/m0/s1	RIKJSJDOKVOWAW-ISNQRYONSA-N	1433.034827			MMDBc0039395
BASm0026197	CL(14:0/16:0/20:1(13Z)/20:1(13Z))	CL(14:0/16:0/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/20:1(13Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h25-26,29-30,73-75,80H,5-24,27-28,31-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,30-26-/t73-,74+,75+/m0/s1	NCSHDPUMSKBOAQ-XVBFPVFISA-N	1433.034827			MMDBc0039396
BASm0026198	CL(14:0/16:0/20:1(13Z)/22:0)	CL(14:0/16:0/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/20:1(13Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h26,30,75-77,82H,5-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-/t75-,76+,77+/m0/s1	ASWHARXBTBWBRU-QBBAVDQISA-N	1463.081778			MMDBc0039397
BASm0026199	CL(14:0/16:0/20:1(13Z)/22:1(11Z))	CL(14:0/16:0/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/20:1(13Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h26,30,36-37,75-77,82H,5-25,27-29,31-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,37-36-/t75-,76+,77+/m0/s1	URHQWSVIOIIZBS-GOEZCZFTSA-N	1461.066127			MMDBc0039398
BASm0026200	CL(14:0/16:0/20:1(13Z)/22:1(9Z))	CL(14:0/16:0/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:0/20:1(13Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h26,30,39,41,75-77,82H,5-25,27-29,31-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,41-39-/t75-,76+,77+/m0/s1	VTIWTMYSEKDRHG-QTKBCTCCSA-N	1461.066127			MMDBc0039399
BASm0026201	CL(14:0/16:1(11Z)/14:0/16:1(11Z))	CL(14:0/16:1(11Z)/14:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/14:0/16:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C3 positions, two chains of (11Z-hexadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-31-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-34-28-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h17-18,21-22,63-65,70H,5-16,19-20,23-62H2,1-4H3,(H,75,76)(H,77,78)/b21-17-,22-18-/t64-,65-/m1/s1	QECCFJVSLJHGPZ-ZYHDUCBZSA-N	1292.878327			MMDBc0039400
BASm0026202	CL(14:0/16:1(11Z)/14:0/16:1(9Z))	CL(14:0/16:1(11Z)/14:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/14:0/16:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C3 positions, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-31-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-34-28-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h17,21,26,30,63-65,70H,5-16,18-20,22-25,27-29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b21-17-,30-26-/t63-,64+,65+/m0/s1	JVNUINBTXMKRPO-FYISHPBQSA-N	1292.878327			MMDBc0039401
BASm0026203	CL(14:0/16:1(11Z)/16:1(11Z)/16:1(11Z))	CL(14:0/16:1(11Z)/16:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(11Z)/16:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, three chains of (11Z-hexadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h17-19,21-23,65-67,72H,5-16,20,24-64H2,1-4H3,(H,77,78)(H,79,80)/b21-17-,22-18-,23-19-/t65-,66+,67+/m0/s1	DSPNFMYPXNCZIC-UGHUWRIGSA-N	1318.893977			MMDBc0039402
BASm0026204	CL(14:0/16:1(11Z)/16:1(11Z)/16:1(9Z))	CL(14:0/16:1(11Z)/16:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(11Z)/16:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h17-18,21-22,27,31,65-67,72H,5-16,19-20,23-26,28-30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b21-17-,22-18-,31-27-/t65-,66+,67+/m0/s1	KYOHPRXQVIQALR-USIBPSTJSA-N	1318.893977			MMDBc0039403
BASm0026205	CL(14:0/16:1(11Z)/16:1(11Z)/18:0)	CL(14:0/16:1(11Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(11Z)/18:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h18-19,22-23,67-69,74H,5-17,20-21,24-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-/t67-,68+,69+/m0/s1	QOBWAUHBQVBCGM-HPJUKGFUSA-N	1348.940927			MMDBc0039404
BASm0026206	CL(14:0/16:1(11Z)/16:1(11Z)/18:1(11Z))	CL(14:0/16:1(11Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(11Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h18-19,22-23,25,29,67-69,74H,5-17,20-21,24,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-,29-25-/t67-,68+,69+/m0/s1	BLRRKXKRZPTJGR-AOISCDLPSA-N	1346.925277			MMDBc0039405
BASm0026207	CL(14:0/16:1(11Z)/16:1(11Z)/18:1(9Z))	CL(14:0/16:1(11Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(11Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h18-19,22-23,32-33,67-69,74H,5-17,20-21,24-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-,33-32-/t67-,68+,69+/m0/s1	QYWAXSKUAVRVTL-DZVYFHGNSA-N	1346.925277			MMDBc0039406
BASm0026208	CL(14:0/16:1(11Z)/16:1(11Z)/20:0)	CL(14:0/16:1(11Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(11Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h18-19,22-23,69-71,76H,5-17,20-21,24-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-/t69-,70+,71+/m0/s1	ONELQKUGWBXICC-IVZVZYDDSA-N	1376.972227			MMDBc0039407
BASm0026209	CL(14:0/16:1(11Z)/16:1(11Z)/20:1(11Z))	CL(14:0/16:1(11Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(11Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h18-19,22-23,32-33,69-71,76H,5-17,20-21,24-31,34-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-,33-32-/t69-,70+,71+/m0/s1	DZSHBAOTOHSDMV-JYGIQKJOSA-N	1374.956577			MMDBc0039408
BASm0026210	CL(14:0/16:1(11Z)/16:1(11Z)/20:1(13Z))	CL(14:0/16:1(11Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(11Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h18-19,22-23,25,29,69-71,76H,5-17,20-21,24,26-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-,29-25-/t69-,70+,71+/m0/s1	XHIMUJDEROHEMA-WFEXHQENSA-N	1374.956577			MMDBc0039409
BASm0026211	CL(14:0/16:1(11Z)/16:1(11Z)/22:0)	CL(14:0/16:1(11Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(11Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h18-19,22-23,71-73,78H,5-17,20-21,24-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-/t71-,72+,73+/m0/s1	USVHXDDXKDGMID-URDZZWCISA-N	1405.003527			MMDBc0039410
BASm0026212	CL(14:0/16:1(11Z)/16:1(11Z)/22:1(11Z))	CL(14:0/16:1(11Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(11Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h18-19,22-23,34-35,71-73,78H,5-17,20-21,24-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-,35-34-/t71-,72+,73+/m0/s1	NMMMTQYKUGVADA-LMVNPDMWSA-N	1402.987877			MMDBc0039411
BASm0026213	CL(14:0/16:1(11Z)/16:1(11Z)/22:1(9Z))	CL(14:0/16:1(11Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(11Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h18-19,22-23,36-37,71-73,78H,5-17,20-21,24-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-,37-36-/t71-,72+,73+/m0/s1	VUJNCQDTPYCQAM-UJJAKDIGSA-N	1402.987877			MMDBc0039412
BASm0026214	CL(14:0/16:1(11Z)/16:1(11Z)/24:0)	CL(14:0/16:1(11Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(11Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18-19,22-23,73-75,80H,5-17,20-21,24-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-/t73-,74+,75+/m0/s1	QHYRZUZGDPPVIR-DAHXTXSNSA-N	1433.034827			MMDBc0039413
BASm0026215	CL(14:0/16:1(11Z)/16:1(11Z)/24:1(11Z))	CL(14:0/16:1(11Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(11Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18-19,22-23,36-37,73-75,80H,5-17,20-21,24-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-,37-36-/t73-,74+,75+/m0/s1	SBAYDXZLRYUMDP-TXQFZQFYSA-N	1431.019177			MMDBc0039414
BASm0026216	CL(14:0/16:1(11Z)/16:1(11Z)/24:1(9Z))	CL(14:0/16:1(11Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(11Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18-19,22-23,38-39,73-75,80H,5-17,20-21,24-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-,39-38-/t73-,74+,75+/m0/s1	XQFSESKYKSYIJQ-GNDUWGGCSA-N	1431.019177			MMDBc0039415
BASm0026217	CL(14:0/16:1(11Z)/16:1(11Z)/26:0)	CL(14:0/16:1(11Z)/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(11Z)/26:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18-19,22-23,75-77,82H,5-17,20-21,24-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,23-19-/t75-,76+,77+/m0/s1	MPSKDCZKTXDQGP-GBMHXDSQSA-N	1461.066127			MMDBc0039416
BASm0026218	CL(14:0/16:1(11Z)/16:1(11Z)/26:1(11Z))	CL(14:0/16:1(11Z)/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(11Z)/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18-19,22-23,37-38,75-77,82H,5-17,20-21,24-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,23-19-,38-37-/t75-,76+,77+/m0/s1	OSKYCAVSZSBWQM-SCMUOYNJSA-N	1459.050477			MMDBc0039417
BASm0026219	CL(14:0/16:1(11Z)/16:1(11Z)/26:1(9Z))	CL(14:0/16:1(11Z)/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(11Z)/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-43-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-31-27-23-19-15-11-7-3/h18-19,22-23,40-41,76-78,83H,5-17,20-21,24-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b22-18-,23-19-,41-40-/t76-,77+,78+/m0/s1	IJOJREMCFRANML-CAAOWESXSA-N	1473.066127			MMDBc0039418
BASm0026220	CL(14:0/16:1(11Z)/16:1(9Z)/16:1(11Z))	CL(14:0/16:1(11Z)/16:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(9Z)/16:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C4 positions, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h18-19,22-23,25,29,65-67,72H,5-17,20-21,24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,23-19-,29-25-/t65-,66+,67+/m0/s1	IGAIHXWFDLJCQC-RMFCPXRASA-N	1318.893977			MMDBc0039419
BASm0026221	CL(14:0/16:1(11Z)/16:1(9Z)/16:1(9Z))	CL(14:0/16:1(11Z)/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(9Z)/16:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h18,22,25,27,29,31,65-67,72H,5-17,19-21,23-24,26,28,30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,29-25-,31-27-/t65-,66+,67+/m0/s1	XSEYRRBWQQLXOX-GNAWEVTHSA-N	1318.893977			MMDBc0039420
BASm0026222	CL(14:0/16:1(11Z)/16:1(9Z)/18:0)	CL(14:0/16:1(11Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(9Z)/18:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h19,23,26,30,67-69,74H,5-18,20-22,24-25,27-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,30-26-/t67-,68+,69+/m0/s1	VBZOCWUMWYBYRH-BWYRXOSASA-N	1348.940927			MMDBc0039421
BASm0026223	CL(14:0/16:1(11Z)/16:1(9Z)/18:1(11Z))	CL(14:0/16:1(11Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(9Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h19,23,25-26,29-30,67-69,74H,5-18,20-22,24,27-28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,29-25-,30-26-/t67-,68+,69+/m0/s1	TXBJCFDHUUTVGJ-MADWSPRGSA-N	1346.925277			MMDBc0039422
BASm0026224	CL(14:0/16:1(11Z)/16:1(9Z)/18:1(9Z))	CL(14:0/16:1(11Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(9Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h19,23,26,30,32-33,67-69,74H,5-18,20-22,24-25,27-29,31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,30-26-,33-32-/t67-,68+,69+/m0/s1	AWGXXLZRVDUWHR-SYWBSJPQSA-N	1346.925277			MMDBc0039423
BASm0026225	CL(14:0/16:1(11Z)/16:1(9Z)/20:0)	CL(14:0/16:1(11Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(9Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h19,23,26,30,69-71,76H,5-18,20-22,24-25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,30-26-/t69-,70+,71+/m0/s1	BYYIQJRSKRYPDJ-MOLNFOOQSA-N	1376.972227			MMDBc0039424
BASm0026226	CL(14:0/16:1(11Z)/16:1(9Z)/20:1(11Z))	CL(14:0/16:1(11Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(9Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h19,23,26,30,32-33,69-71,76H,5-18,20-22,24-25,27-29,31,34-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,30-26-,33-32-/t69-,70+,71+/m0/s1	PUYQWBTWVYKYBV-VGNNOMTBSA-N	1374.956577			MMDBc0039425
BASm0026227	CL(14:0/16:1(11Z)/16:1(9Z)/20:1(13Z))	CL(14:0/16:1(11Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(9Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h19,23,25-26,29-30,69-71,76H,5-18,20-22,24,27-28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,29-25-,30-26-/t69-,70+,71+/m0/s1	FOAXSLRJKDJZRE-QFQNMCESSA-N	1374.956577			MMDBc0039426
BASm0026228	CL(14:0/16:1(11Z)/16:1(9Z)/22:0)	CL(14:0/16:1(11Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(9Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h19,23,26,30,71-73,78H,5-18,20-22,24-25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,30-26-/t71-,72+,73+/m0/s1	WXLFYGYTYQDCIA-VWSXUMCQSA-N	1405.003527			MMDBc0039427
BASm0026229	CL(14:0/16:1(11Z)/16:1(9Z)/22:1(11Z))	CL(14:0/16:1(11Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(9Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h19,23,26,30,34-35,71-73,78H,5-18,20-22,24-25,27-29,31-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,30-26-,35-34-/t71-,72+,73+/m0/s1	LRVOLTWEFBEBRA-XLWYQEBGSA-N	1402.987877			MMDBc0039428
BASm0026230	CL(14:0/16:1(11Z)/16:1(9Z)/22:1(9Z))	CL(14:0/16:1(11Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(9Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h19,23,26,30,36-37,71-73,78H,5-18,20-22,24-25,27-29,31-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,30-26-,37-36-/t71-,72+,73+/m0/s1	YYINBMOJCBAIED-RCSUYRBFSA-N	1402.987877			MMDBc0039429
BASm0026231	CL(14:0/16:1(11Z)/16:1(9Z)/24:0)	CL(14:0/16:1(11Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(9Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19,23,26,30,73-75,80H,5-18,20-22,24-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,30-26-/t73-,74+,75+/m0/s1	MJOCRJIDOMERLD-UEBRMVBMSA-N	1433.034827			MMDBc0039430
BASm0026232	CL(14:0/16:1(11Z)/16:1(9Z)/24:1(11Z))	CL(14:0/16:1(11Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(9Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19,23,26,30,36-37,73-75,80H,5-18,20-22,24-25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,30-26-,37-36-/t73-,74+,75+/m0/s1	CTGITFAMTWUVGY-SZHVPJOCSA-N	1431.019177			MMDBc0039431
BASm0026233	CL(14:0/16:1(11Z)/16:1(9Z)/24:1(9Z))	CL(14:0/16:1(11Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(9Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19,23,26,30,38-39,73-75,80H,5-18,20-22,24-25,27-29,31-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,30-26-,39-38-/t73-,74+,75+/m0/s1	ZJNBSTWUQOZBAI-VKCWGPHJSA-N	1431.019177			MMDBc0039432
BASm0026234	CL(14:0/16:1(11Z)/16:1(9Z)/26:0)	CL(14:0/16:1(11Z)/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(9Z)/26:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h19,23,26,30,75-77,82H,5-18,20-22,24-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,30-26-/t75-,76+,77+/m0/s1	WVBOWTGCRJOGKA-CZCUTYDZSA-N	1461.066127			MMDBc0039433
BASm0026235	CL(14:0/16:1(11Z)/16:1(9Z)/26:1(11Z))	CL(14:0/16:1(11Z)/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(9Z)/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h19,23,26,30,37-38,75-77,82H,5-18,20-22,24-25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,30-26-,38-37-/t75-,76+,77+/m0/s1	LGYMORFRUONMAG-OYHOCOHRSA-N	1459.050477			MMDBc0039434
BASm0026236	CL(14:0/16:1(11Z)/16:1(9Z)/26:1(9Z))	CL(14:0/16:1(11Z)/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/16:1(9Z)/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-43-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-31-27-23-19-15-11-7-3/h19,23,26,30,40-41,76-78,83H,5-18,20-22,24-25,27-29,31-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b23-19-,30-26-,41-40-/t76-,77+,78+/m0/s1	HYCPBBQNFIZYSJ-MMTJVBMUSA-N	1473.066127			MMDBc0039435
BASm0026237	CL(14:0/16:1(11Z)/18:0/18:0)	CL(14:0/16:1(11Z)/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:0/18:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h19,23,69-71,76H,5-18,20-22,24-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-/t69-,70+,71+/m0/s1	GASCYWPHAIXGLK-UBSICRRMSA-N	1378.987877			MMDBc0039436
BASm0026238	CL(14:0/16:1(11Z)/18:0/18:1(11Z))	CL(14:0/16:1(11Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:0/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h19,23,26,30,69-71,76H,5-18,20-22,24-25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,30-26-/t69-,70+,71+/m0/s1	QXJONMXVTRKCJW-MOLNFOOQSA-N	1376.972227			MMDBc0039437
BASm0026239	CL(14:0/16:1(11Z)/18:0/18:1(9Z))	CL(14:0/16:1(11Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:0/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h19,23,33,35,69-71,76H,5-18,20-22,24-32,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,35-33-/t69-,70+,71+/m0/s1	XWTBPRZJESSPOM-JXSSJBTESA-N	1376.972227			MMDBc0039438
BASm0026240	CL(14:0/16:1(11Z)/18:0/20:0)	CL(14:0/16:1(11Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:0/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h19,23,71-73,78H,5-18,20-22,24-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-/t71-,72+,73+/m0/s1	STAQBBXJDWFPLO-HOIREUNFSA-N	1407.019177			MMDBc0039439
BASm0026241	CL(14:0/16:1(11Z)/18:0/20:1(11Z))	CL(14:0/16:1(11Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:0/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h19,23,32,34,71-73,78H,5-18,20-22,24-31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,34-32-/t71-,72+,73+/m0/s1	FUCFOTRXDLTZEE-ABQDUOMJSA-N	1405.003527			MMDBc0039440
BASm0026242	CL(14:0/16:1(11Z)/18:0/20:1(13Z))	CL(14:0/16:1(11Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:0/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h19,23,25,29,71-73,78H,5-18,20-22,24,26-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,29-25-/t71-,72+,73+/m0/s1	ACROHGFWYZXYAU-NBOHWPFZSA-N	1405.003527			MMDBc0039441
BASm0026243	CL(14:0/16:1(11Z)/18:0/22:0)	CL(14:0/16:1(11Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:0/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19,23,73-75,80H,5-18,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-/t73-,74+,75+/m0/s1	OGKHMNZXHZHZMO-KACDVLJISA-N	1435.050477			MMDBc0039442
BASm0026244	CL(14:0/16:1(11Z)/18:0/22:1(11Z))	CL(14:0/16:1(11Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:0/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19,23,35-36,73-75,80H,5-18,20-22,24-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,36-35-/t73-,74+,75+/m0/s1	UIJGGWSFOUXBGE-FMELVDEOSA-N	1433.034827			MMDBc0039443
BASm0026245	CL(14:0/16:1(11Z)/18:0/22:1(9Z))	CL(14:0/16:1(11Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:0/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19,23,37,39,73-75,80H,5-18,20-22,24-36,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,39-37-/t73-,74+,75+/m0/s1	PTJUCNDRXOELPG-NNUABCQNSA-N	1433.034827			MMDBc0039444
BASm0026246	CL(14:0/16:1(11Z)/18:0/24:0)	CL(14:0/16:1(11Z)/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:0/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23,75-77,82H,5-18,20-22,24-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-/t75-,76+,77+/m0/s1	QAFWEWGZXNVOMG-ZMGHOTMQSA-N	1463.081778			MMDBc0039445
BASm0026247	CL(14:0/16:1(11Z)/18:0/24:1(11Z))	CL(14:0/16:1(11Z)/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:0/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23,37-38,75-77,82H,5-18,20-22,24-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,38-37-/t75-,76+,77+/m0/s1	IRTCCWOLUBCKND-BTDXDZHKSA-N	1461.066127			MMDBc0039446
BASm0026248	CL(14:0/16:1(11Z)/18:0/24:1(9Z))	CL(14:0/16:1(11Z)/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:0/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23,39,41,75-77,82H,5-18,20-22,24-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,41-39-/t75-,76+,77+/m0/s1	YWLGQGUWYGOZRQ-YPTCESGRSA-N	1461.066127			MMDBc0039447
BASm0026249	CL(14:0/16:1(11Z)/18:1(11Z)/18:1(11Z))	CL(14:0/16:1(11Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:1(11Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h19,23,25-26,29-30,69-71,76H,5-18,20-22,24,27-28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,29-25-,30-26-/t69-,70+,71+/m0/s1	JYENXXMJRQCPRJ-QFQNMCESSA-N	1374.956577			MMDBc0039448
BASm0026250	CL(14:0/16:1(11Z)/18:1(11Z)/18:1(9Z))	CL(14:0/16:1(11Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:1(11Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h19,23,25,29,33,35,69-71,76H,5-18,20-22,24,26-28,30-32,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,29-25-,35-33-/t69-,70+,71+/m0/s1	WFBZWDWAFQAJEV-REINWJRDSA-N	1374.956577			MMDBc0039449
BASm0026251	CL(14:0/16:1(11Z)/18:1(11Z)/20:0)	CL(14:0/16:1(11Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:1(11Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h19,23,26,30,71-73,78H,5-18,20-22,24-25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,30-26-/t71-,72+,73+/m0/s1	UMOXDMRDARSQCT-VWSXUMCQSA-N	1405.003527			MMDBc0039450
BASm0026252	CL(14:0/16:1(11Z)/18:1(11Z)/20:1(11Z))	CL(14:0/16:1(11Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:1(11Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h19,23,26,30,32,34,71-73,78H,5-18,20-22,24-25,27-29,31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,30-26-,34-32-/t71-,72+,73+/m0/s1	DMWSNAZADWJQNG-JFOXHLLLSA-N	1402.987877			MMDBc0039451
BASm0026253	CL(14:0/16:1(11Z)/18:1(11Z)/20:1(13Z))	CL(14:0/16:1(11Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:1(11Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h19,23,25-26,29-30,71-73,78H,5-18,20-22,24,27-28,31-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,29-25-,30-26-/t71-,72+,73+/m0/s1	WDIFNBFFKGYCKU-RKXVVNQBSA-N	1402.987877			MMDBc0039452
BASm0026254	CL(14:0/16:1(11Z)/18:1(11Z)/22:0)	CL(14:0/16:1(11Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:1(11Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19,23,26,30,73-75,80H,5-18,20-22,24-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,30-26-/t73-,74+,75+/m0/s1	JJZJHANMGCGCQZ-UEBRMVBMSA-N	1433.034827			MMDBc0039453
BASm0026255	CL(14:0/16:1(11Z)/18:1(11Z)/22:1(11Z))	CL(14:0/16:1(11Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:1(11Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19,23,26,30,35-36,73-75,80H,5-18,20-22,24-25,27-29,31-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,30-26-,36-35-/t73-,74+,75+/m0/s1	AWYAWOVLGQPFLL-LMTOLKJJSA-N	1431.019177			MMDBc0039454
BASm0026256	CL(14:0/16:1(11Z)/18:1(11Z)/22:1(9Z))	CL(14:0/16:1(11Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:1(11Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19,23,26,30,37,39,73-75,80H,5-18,20-22,24-25,27-29,31-36,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,30-26-,39-37-/t73-,74+,75+/m0/s1	YQGOADJDYDZVJH-XOMOAWDDSA-N	1431.019177			MMDBc0039455
BASm0026257	CL(14:0/16:1(11Z)/18:1(11Z)/24:0)	CL(14:0/16:1(11Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:1(11Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23,26,30,75-77,82H,5-18,20-22,24-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,30-26-/t75-,76+,77+/m0/s1	LIPCGGOBNXDHFF-CZCUTYDZSA-N	1461.066127			MMDBc0039456
BASm0026258	CL(14:0/16:1(11Z)/18:1(11Z)/24:1(11Z))	CL(14:0/16:1(11Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:1(11Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23,26,30,37-38,75-77,82H,5-18,20-22,24-25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,30-26-,38-37-/t75-,76+,77+/m0/s1	RHGJOGTXFBDYMG-OYHOCOHRSA-N	1459.050477			MMDBc0039457
BASm0026259	CL(14:0/16:1(11Z)/18:1(11Z)/24:1(9Z))	CL(14:0/16:1(11Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:1(11Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23,26,30,39,41,75-77,82H,5-18,20-22,24-25,27-29,31-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,30-26-,41-39-/t75-,76+,77+/m0/s1	RPGRRBJBLCRJME-JFAYVMBRSA-N	1459.050477			MMDBc0039458
BASm0026260	CL(14:0/16:1(11Z)/18:1(9Z)/18:1(11Z))	CL(14:0/16:1(11Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:1(9Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h19,23,26,30,32,34,69-71,76H,5-18,20-22,24-25,27-29,31,33,35-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,30-26-,34-32-/t69-,70+,71+/m0/s1	YTOBXPJIJXETRK-QDGVUTLKSA-N	1374.956577			MMDBc0039459
BASm0026261	CL(14:0/16:1(11Z)/18:1(9Z)/18:1(9Z))	CL(14:0/16:1(11Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:1(9Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h19,23,32-35,69-71,76H,5-18,20-22,24-31,36-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,34-32-,35-33-/t69-,70+,71+/m0/s1	FFXDKYLXLZPGFE-ZRKJWASGSA-N	1374.956577			MMDBc0039460
BASm0026262	CL(14:0/16:1(11Z)/18:1(9Z)/20:0)	CL(14:0/16:1(11Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:1(9Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h19,23,33,36,71-73,78H,5-18,20-22,24-32,34-35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,36-33-/t71-,72+,73+/m0/s1	YJJXEIDOHMYFIY-VRUITAGNSA-N	1405.003527			MMDBc0039461
BASm0026263	CL(14:0/16:1(11Z)/18:1(9Z)/20:1(11Z))	CL(14:0/16:1(11Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:1(9Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h19,23,32-34,36,71-73,78H,5-18,20-22,24-31,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,34-32-,36-33-/t71-,72+,73+/m0/s1	YVEPKAZAQYHGFF-SPJQEHKRSA-N	1402.987877			MMDBc0039462
BASm0026264	CL(14:0/16:1(11Z)/18:1(9Z)/20:1(13Z))	CL(14:0/16:1(11Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:1(9Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h19,23,25,29,33,36,71-73,78H,5-18,20-22,24,26-28,30-32,34-35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,29-25-,36-33-/t71-,72+,73+/m0/s1	XWWTUENFDNIPDS-LAEQFXDISA-N	1402.987877			MMDBc0039463
BASm0026265	CL(14:0/16:1(11Z)/18:1(9Z)/22:0)	CL(14:0/16:1(11Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:1(9Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19,23,33,38,73-75,80H,5-18,20-22,24-32,34-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,38-33-/t73-,74+,75+/m0/s1	YNTIHGBUVIOOMN-WPWGQYGXSA-N	1433.034827			MMDBc0039464
BASm0026266	CL(14:0/16:1(11Z)/18:1(9Z)/22:1(11Z))	CL(14:0/16:1(11Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:1(9Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19,23,33,35-36,38,73-75,80H,5-18,20-22,24-32,34,37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,36-35-,38-33-/t73-,74+,75+/m0/s1	MIWKQOOXWZAUIY-LPJXQBKESA-N	1431.019177			MMDBc0039465
BASm0026267	CL(14:0/16:1(11Z)/18:1(9Z)/22:1(9Z))	CL(14:0/16:1(11Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:1(9Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19,23,33,37-39,73-75,80H,5-18,20-22,24-32,34-36,40-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,38-33-,39-37-/t73-,74+,75+/m0/s1	CNOYNLQMCNKIEG-PEYNVBMKSA-N	1431.019177			MMDBc0039466
BASm0026268	CL(14:0/16:1(11Z)/18:1(9Z)/24:0)	CL(14:0/16:1(11Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:1(9Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23,33,40,75-77,82H,5-18,20-22,24-32,34-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,40-33-/t75-,76+,77+/m0/s1	IYEGNTMNZJNZHV-RTDQFZIOSA-N	1461.066127			MMDBc0039467
BASm0026269	CL(14:0/16:1(11Z)/18:1(9Z)/24:1(11Z))	CL(14:0/16:1(11Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:1(9Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23,33,37-38,40,75-77,82H,5-18,20-22,24-32,34-36,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,38-37-,40-33-/t75-,76+,77+/m0/s1	KPCFRCGAUGKCEN-IBRMXAGUSA-N	1459.050477			MMDBc0039468
BASm0026270	CL(14:0/16:1(11Z)/18:1(9Z)/24:1(9Z))	CL(14:0/16:1(11Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/18:1(9Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23,33,39-41,75-77,82H,5-18,20-22,24-32,34-38,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,40-33-,41-39-/t75-,76+,77+/m0/s1	BKOKOXWCLADVPZ-JYIZJOHPSA-N	1459.050477			MMDBc0039469
BASm0026271	CL(14:0/16:1(11Z)/20:0/20:0)	CL(14:0/16:1(11Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/20:0/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19,23,73-75,80H,5-18,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-/t73-,74+,75+/m0/s1	XZOCEWIRZJCFPU-KACDVLJISA-N	1435.050477			MMDBc0039470
BASm0026272	CL(14:0/16:1(11Z)/20:0/20:1(11Z))	CL(14:0/16:1(11Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/20:0/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19,23,33,35,73-75,80H,5-18,20-22,24-32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,35-33-/t73-,74+,75+/m0/s1	ATJTUEJWRLSLRJ-GGHBLXJBSA-N	1433.034827			MMDBc0039471
BASm0026273	CL(14:0/16:1(11Z)/20:0/20:1(13Z))	CL(14:0/16:1(11Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/20:0/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19,23,26,30,73-75,80H,5-18,20-22,24-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,30-26-/t73-,74+,75+/m0/s1	ZFEAJDULEXFUGE-UEBRMVBMSA-N	1433.034827			MMDBc0039472
BASm0026274	CL(14:0/16:1(11Z)/20:0/22:0)	CL(14:0/16:1(11Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/20:0/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23,75-77,82H,5-18,20-22,24-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-/t75-,76+,77+/m0/s1	TXDZTKMXVLMNIK-ZMGHOTMQSA-N	1463.081778			MMDBc0039473
BASm0026275	CL(14:0/16:1(11Z)/20:0/22:1(11Z))	CL(14:0/16:1(11Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/20:0/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23,36-37,75-77,82H,5-18,20-22,24-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,37-36-/t75-,76+,77+/m0/s1	MCLPOOHMNYGYRI-QSCKKMLCSA-N	1461.066127			MMDBc0039474
BASm0026276	CL(14:0/16:1(11Z)/20:0/22:1(9Z))	CL(14:0/16:1(11Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/20:0/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23,39,41,75-77,82H,5-18,20-22,24-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,41-39-/t75-,76+,77+/m0/s1	MOIITWOTQDBNFO-YPTCESGRSA-N	1461.066127			MMDBc0039475
BASm0026277	CL(14:0/16:1(11Z)/20:1(11Z)/20:1(11Z))	CL(14:0/16:1(11Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/20:1(11Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19,23,32-35,73-75,80H,5-18,20-22,24-31,36-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,34-32-,35-33-/t73-,74+,75+/m0/s1	NSLCHLSUPGNNSJ-UPAGHEGESA-N	1431.019177			MMDBc0039476
BASm0026278	CL(14:0/16:1(11Z)/20:1(11Z)/20:1(13Z))	CL(14:0/16:1(11Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/20:1(11Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19,23,26,30,32,34,73-75,80H,5-18,20-22,24-25,27-29,31,33,35-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,30-26-,34-32-/t73-,74+,75+/m0/s1	HAJYCLNXOOHDAK-GTWMCZTFSA-N	1431.019177			MMDBc0039477
BASm0026279	CL(14:0/16:1(11Z)/20:1(11Z)/22:0)	CL(14:0/16:1(11Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/20:1(11Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23,33,35,75-77,82H,5-18,20-22,24-32,34,36-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,35-33-/t75-,76+,77+/m0/s1	CPDFOWDLZSNNNX-JWPTXUETSA-N	1461.066127			MMDBc0039478
BASm0026280	CL(14:0/16:1(11Z)/20:1(11Z)/22:1(11Z))	CL(14:0/16:1(11Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/20:1(11Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23,33,35-37,75-77,82H,5-18,20-22,24-32,34,38-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,35-33-,37-36-/t75-,76+,77+/m0/s1	DEMRUCBONRFLAM-XGWYSNHNSA-N	1459.050477			MMDBc0039479
BASm0026281	CL(14:0/16:1(11Z)/20:1(11Z)/22:1(9Z))	CL(14:0/16:1(11Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/20:1(11Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23,33,35,39,41,75-77,82H,5-18,20-22,24-32,34,36-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,35-33-,41-39-/t75-,76+,77+/m0/s1	KSOFHXZRORQXKY-GIKWKQGESA-N	1459.050477			MMDBc0039480
BASm0026282	CL(14:0/16:1(11Z)/20:1(13Z)/20:1(11Z))	CL(14:0/16:1(11Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/20:1(13Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19,23,25,29,33,35,73-75,80H,5-18,20-22,24,26-28,30-32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,29-25-,35-33-/t73-,74+,75+/m0/s1	CWMAUECFMXDAKP-OGFVQPRRSA-N	1431.019177			MMDBc0039481
BASm0026283	CL(14:0/16:1(11Z)/20:1(13Z)/20:1(13Z))	CL(14:0/16:1(11Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/20:1(13Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19,23,25-26,29-30,73-75,80H,5-18,20-22,24,27-28,31-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,29-25-,30-26-/t73-,74+,75+/m0/s1	XCBLLELNWHFTIR-NCALMWMUSA-N	1431.019177			MMDBc0039482
BASm0026284	CL(14:0/16:1(11Z)/20:1(13Z)/22:0)	CL(14:0/16:1(11Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/20:1(13Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23,26,30,75-77,82H,5-18,20-22,24-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,30-26-/t75-,76+,77+/m0/s1	WBFAVFFCNLIXLO-CZCUTYDZSA-N	1461.066127			MMDBc0039483
BASm0026285	CL(14:0/16:1(11Z)/20:1(13Z)/22:1(11Z))	CL(14:0/16:1(11Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/20:1(13Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23,26,30,36-37,75-77,82H,5-18,20-22,24-25,27-29,31-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,30-26-,37-36-/t75-,76+,77+/m0/s1	NZYQOTVMHQKJQA-OMTORREYSA-N	1459.050477			MMDBc0039484
BASm0026286	CL(14:0/16:1(11Z)/20:1(13Z)/22:1(9Z))	CL(14:0/16:1(11Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(11Z)/20:1(13Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23,26,30,39,41,75-77,82H,5-18,20-22,24-25,27-29,31-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,30-26-,41-39-/t75-,76+,77+/m0/s1	QKYYQWOQMOZPQQ-JFAYVMBRSA-N	1459.050477			MMDBc0039485
BASm0026287	CL(14:0/16:1(9Z)/14:0/16:1(11Z))	CL(14:0/16:1(9Z)/14:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/14:0/16:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-31-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-34-28-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h17,21,26,30,63-65,70H,5-16,18-20,22-25,27-29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b21-17-,30-26-/t63-,64-,65-/m1/s1	JVNUINBTXMKRPO-NOAJSYBHSA-N	1292.878327			MMDBc0039486
BASm0026288	CL(14:0/16:1(9Z)/16:1(11Z)/16:1(11Z))	CL(14:0/16:1(9Z)/16:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(11Z)/16:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (11Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h17,19,21,23,26,30,65-67,72H,5-16,18,20,22,24-25,27-29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b21-17-,23-19-,30-26-/t65-,66+,67+/m0/s1	ZWHXRABOSOMENH-VWOPOBLDSA-N	1318.893977			MMDBc0039487
BASm0026289	CL(14:0/16:1(9Z)/16:1(11Z)/16:1(9Z))	CL(14:0/16:1(9Z)/16:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(11Z)/16:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions, one chain of (11Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h17,21,26-27,30-31,65-67,72H,5-16,18-20,22-25,28-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b21-17-,30-26-,31-27-/t65-,66+,67+/m0/s1	XKPHHJURDFGIDN-GDFAXLQRSA-N	1318.893977			MMDBc0039488
BASm0026290	CL(14:0/16:1(9Z)/16:1(11Z)/18:0)	CL(14:0/16:1(9Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(11Z)/18:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h18,22,27,31,67-69,74H,5-17,19-21,23-26,28-30,32-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,31-27-/t67-,68+,69+/m0/s1	KMXAZTFOESZFIQ-GLAGUFCXSA-N	1348.940927			MMDBc0039489
BASm0026291	CL(14:0/16:1(9Z)/16:1(11Z)/18:1(11Z))	CL(14:0/16:1(9Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(11Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h18,22,25,27,29,31,67-69,74H,5-17,19-21,23-24,26,28,30,32-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,29-25-,31-27-/t67-,68+,69+/m0/s1	VBNHLUACRBGGIT-OEZLZEQYSA-N	1346.925277			MMDBc0039490
BASm0026292	CL(14:0/16:1(9Z)/16:1(11Z)/18:1(9Z))	CL(14:0/16:1(9Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(11Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h18,22,27,31-33,67-69,74H,5-17,19-21,23-26,28-30,34-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,31-27-,33-32-/t67-,68+,69+/m0/s1	NDUMAHREBSAWQJ-RZZCOHCGSA-N	1346.925277			MMDBc0039491
BASm0026293	CL(14:0/16:1(9Z)/16:1(11Z)/20:0)	CL(14:0/16:1(9Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(11Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h18,22,27,31,69-71,76H,5-17,19-21,23-26,28-30,32-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,31-27-/t69-,70+,71+/m0/s1	ZQFYSEKHBCUWCX-FLCHPUCVSA-N	1376.972227			MMDBc0039492
BASm0026294	CL(14:0/16:1(9Z)/16:1(11Z)/20:1(11Z))	CL(14:0/16:1(9Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(11Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h18,22,27,31-33,69-71,76H,5-17,19-21,23-26,28-30,34-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,31-27-,33-32-/t69-,70+,71+/m0/s1	BJUIIDZRKPVDKU-ZRIDYDAYSA-N	1374.956577			MMDBc0039493
BASm0026295	CL(14:0/16:1(9Z)/16:1(11Z)/20:1(13Z))	CL(14:0/16:1(9Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(11Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h18,22,25,27,29,31,69-71,76H,5-17,19-21,23-24,26,28,30,32-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,29-25-,31-27-/t69-,70+,71+/m0/s1	KDYBABULSRZDHK-HSKGSHEZSA-N	1374.956577			MMDBc0039494
BASm0026296	CL(14:0/16:1(9Z)/16:1(11Z)/22:0)	CL(14:0/16:1(9Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(11Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h18,22,27,31,71-73,78H,5-17,19-21,23-26,28-30,32-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,31-27-/t71-,72+,73+/m0/s1	JPYVDNNLTFZCFG-CRYWDOODSA-N	1405.003527			MMDBc0039495
BASm0026297	CL(14:0/16:1(9Z)/16:1(11Z)/22:1(11Z))	CL(14:0/16:1(9Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(11Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h18,22,27,31,34-35,71-73,78H,5-17,19-21,23-26,28-30,32-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,31-27-,35-34-/t71-,72+,73+/m0/s1	ULGQJGMKQKHVKY-SOWBBLCFSA-N	1402.987877			MMDBc0039496
BASm0026298	CL(14:0/16:1(9Z)/16:1(11Z)/22:1(9Z))	CL(14:0/16:1(9Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(11Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h18,22,27,31,36-37,71-73,78H,5-17,19-21,23-26,28-30,32-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,31-27-,37-36-/t71-,72+,73+/m0/s1	MPBUFRQWZJINNO-OAKAMVQYSA-N	1402.987877			MMDBc0039497
BASm0026299	CL(14:0/16:1(9Z)/16:1(11Z)/24:0)	CL(14:0/16:1(9Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(11Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,22,27,31,73-75,80H,5-17,19-21,23-26,28-30,32-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,31-27-/t73-,74+,75+/m0/s1	RODXJYWALJDVGA-QGEONUAISA-N	1433.034827			MMDBc0039498
BASm0026300	CL(14:0/16:1(9Z)/16:1(11Z)/24:1(11Z))	CL(14:0/16:1(9Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(11Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,22,27,31,36-37,73-75,80H,5-17,19-21,23-26,28-30,32-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,31-27-,37-36-/t73-,74+,75+/m0/s1	KUZDBVJREYDMPU-MFETYSRTSA-N	1431.019177			MMDBc0039499
BASm0026301	CL(14:0/16:1(9Z)/16:1(11Z)/24:1(9Z))	CL(14:0/16:1(9Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(11Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,22,27,31,38-39,73-75,80H,5-17,19-21,23-26,28-30,32-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,31-27-,39-38-/t73-,74+,75+/m0/s1	WRMPNORERGQAAO-ROKIVMSZSA-N	1431.019177			MMDBc0039500
BASm0026302	CL(14:0/16:1(9Z)/16:1(11Z)/26:0)	CL(14:0/16:1(9Z)/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(11Z)/26:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,22,27,31,75-77,82H,5-17,19-21,23-26,28-30,32-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,31-27-/t75-,76+,77+/m0/s1	YJEHFKXSOSGYCD-WCXCTQOJSA-N	1461.066127			MMDBc0039501
BASm0026303	CL(14:0/16:1(9Z)/16:1(11Z)/26:1(11Z))	CL(14:0/16:1(9Z)/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(11Z)/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,22,27,31,37-38,75-77,82H,5-17,19-21,23-26,28-30,32-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,31-27-,38-37-/t75-,76+,77+/m0/s1	QMNJAMKKWXHCDG-FTSYBTKWSA-N	1459.050477			MMDBc0039502
BASm0026304	CL(14:0/16:1(9Z)/16:1(11Z)/26:1(9Z))	CL(14:0/16:1(9Z)/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(11Z)/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-43-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-31-27-23-19-15-11-7-3/h18,22,27,31,40-41,76-78,83H,5-17,19-21,23-26,28-30,32-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b22-18-,31-27-,41-40-/t76-,77+,78+/m0/s1	VMNJTECOXYVRMG-IKHNTQGESA-N	1473.066127			MMDBc0039503
BASm0026305	CL(14:0/16:1(9Z)/16:1(9Z)/16:1(11Z))	CL(14:0/16:1(9Z)/16:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(9Z)/16:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h19,23,25-26,29-30,65-67,72H,5-18,20-22,24,27-28,31-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,29-25-,30-26-/t65-,66+,67+/m0/s1	ZFHPJQRUCHOSOV-PNCFBXMPSA-N	1318.893977			MMDBc0039504
BASm0026306	CL(14:0/16:1(9Z)/16:1(9Z)/16:1(9Z))	CL(14:0/16:1(9Z)/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(9Z)/16:1(9Z)) contains one tetradecanoyl chain at the C1 position, one 9Z-hexadecenoyl chain at the C2 position, one 9Z-hexadecenoyl chain at the C3 position, and one 9Z-hexadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h25-27,29-31,65-67,72H,5-24,28,32-64H2,1-4H3,(H,77,78)(H,79,80)/b29-25-,30-26-,31-27-/t65-,66+,67+/m0/s1	YMBMVYLUCQHBFM-YBXRUXGKSA-N	1318.893977			MMDBc0039505
BASm0026307	CL(14:0/16:1(9Z)/16:1(9Z)/18:0)	CL(14:0/16:1(9Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(9Z)/18:0) contains one tetradecanoyl chain at the C1 position, one 9Z-hexadecenoyl chain at the C2 position, one 9Z-hexadecenoyl chain at the C3 position, and one octadecanoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h26-27,30-31,67-69,74H,5-25,28-29,32-66H2,1-4H3,(H,79,80)(H,81,82)/b30-26-,31-27-/t67-,68+,69+/m0/s1	LXKJXUCKPDWQNA-JCJQOADESA-N	1348.940927			MMDBc0039506
BASm0026308	CL(14:0/16:1(9Z)/16:1(9Z)/18:1(11Z))	CL(14:0/16:1(9Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(9Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h25-27,29-31,67-69,74H,5-24,28,32-66H2,1-4H3,(H,79,80)(H,81,82)/b29-25-,30-26-,31-27-/t67-,68+,69+/m0/s1	LTIMKSKSNVPTCX-BMIZGUIBSA-N	1346.925277			MMDBc0039507
BASm0026309	CL(14:0/16:1(9Z)/16:1(9Z)/18:1(9Z))	CL(14:0/16:1(9Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(9Z)/18:1(9Z)) contains one tetradecanoyl chain at the C1 position, one 9Z-hexadecenoyl chain at the C2 position, one 9Z-hexadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h26-27,30-33,67-69,74H,5-25,28-29,34-66H2,1-4H3,(H,79,80)(H,81,82)/b30-26-,31-27-,33-32-/t67-,68+,69+/m0/s1	MXJYDLLZJKCCMB-CUCHQVFWSA-N	1346.925277			MMDBc0039508
BASm0026310	CL(14:0/16:1(9Z)/16:1(9Z)/20:0)	CL(14:0/16:1(9Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(9Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h26-27,30-31,69-71,76H,5-25,28-29,32-68H2,1-4H3,(H,81,82)(H,83,84)/b30-26-,31-27-/t69-,70+,71+/m0/s1	XNJHAYMQTAIHIJ-QROSBQOQSA-N	1376.972227			MMDBc0039509
BASm0026311	CL(14:0/16:1(9Z)/16:1(9Z)/20:1(11Z))	CL(14:0/16:1(9Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(9Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h26-27,30-33,69-71,76H,5-25,28-29,34-68H2,1-4H3,(H,81,82)(H,83,84)/b30-26-,31-27-,33-32-/t69-,70+,71+/m0/s1	KMPDLKFDVAPZIV-RMRYQKTCSA-N	1374.956577			MMDBc0039510
BASm0026312	CL(14:0/16:1(9Z)/16:1(9Z)/20:1(13Z))	CL(14:0/16:1(9Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(9Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h25-27,29-31,69-71,76H,5-24,28,32-68H2,1-4H3,(H,81,82)(H,83,84)/b29-25-,30-26-,31-27-/t69-,70+,71+/m0/s1	HGRQJWHGNMCHIP-KOUNIZQJSA-N	1374.956577			MMDBc0039511
BASm0026313	CL(14:0/16:1(9Z)/16:1(9Z)/22:0)	CL(14:0/16:1(9Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(9Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h26-27,30-31,71-73,78H,5-25,28-29,32-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-,31-27-/t71-,72+,73+/m0/s1	VCVTVMUURFXFKT-LPPASRGDSA-N	1405.003527			MMDBc0039512
BASm0026314	CL(14:0/16:1(9Z)/16:1(9Z)/22:1(11Z))	CL(14:0/16:1(9Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(9Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h26-27,30-31,34-35,71-73,78H,5-25,28-29,32-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-,31-27-,35-34-/t71-,72+,73+/m0/s1	GVZNROIDTGNMIW-MQZJBOBMSA-N	1402.987877			MMDBc0039513
BASm0026315	CL(14:0/16:1(9Z)/16:1(9Z)/22:1(9Z))	CL(14:0/16:1(9Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(9Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h26-27,30-31,36-37,71-73,78H,5-25,28-29,32-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-,31-27-,37-36-/t71-,72+,73+/m0/s1	HCRXOYYASXKBJQ-UTHGIPBVSA-N	1402.987877			MMDBc0039514
BASm0026316	CL(14:0/16:1(9Z)/16:1(9Z)/24:0)	CL(14:0/16:1(9Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(9Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26-27,30-31,73-75,80H,5-25,28-29,32-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,31-27-/t73-,74+,75+/m0/s1	LCLCZXXCYGUFEL-PQWSTCABSA-N	1433.034827			MMDBc0039515
BASm0026317	CL(14:0/16:1(9Z)/16:1(9Z)/24:1(11Z))	CL(14:0/16:1(9Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(9Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26-27,30-31,36-37,73-75,80H,5-25,28-29,32-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,31-27-,37-36-/t73-,74+,75+/m0/s1	FVYNXBJKFIXKID-KHBGQVEKSA-N	1431.019177			MMDBc0039516
BASm0026318	CL(14:0/16:1(9Z)/16:1(9Z)/24:1(9Z))	CL(14:0/16:1(9Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(9Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26-27,30-31,38-39,73-75,80H,5-25,28-29,32-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,31-27-,39-38-/t73-,74+,75+/m0/s1	SBEQCFSEBAMZSQ-UAPWJBDUSA-N	1431.019177			MMDBc0039517
BASm0026319	CL(14:0/16:1(9Z)/16:1(9Z)/26:0)	CL(14:0/16:1(9Z)/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(9Z)/26:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h26-27,30-31,75-77,82H,5-25,28-29,32-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-/t75-,76+,77+/m0/s1	QXCMABRRSVLXRM-ZASPYAAWSA-N	1461.066127			MMDBc0039518
BASm0026320	CL(14:0/16:1(9Z)/16:1(9Z)/26:1(11Z))	CL(14:0/16:1(9Z)/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(9Z)/26:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h26-27,30-31,37-38,75-77,82H,5-25,28-29,32-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-,38-37-/t75-,76+,77+/m0/s1	RNJWENDKNGKKOA-HNCNDQEESA-N	1459.050477			MMDBc0039519
BASm0026321	CL(14:0/16:1(9Z)/16:1(9Z)/26:1(9Z))	CL(14:0/16:1(9Z)/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/16:1(9Z)/26:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-43-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-31-27-23-19-15-11-7-3/h26-27,30-31,40-41,76-78,83H,5-25,28-29,32-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b30-26-,31-27-,41-40-/t76-,77+,78+/m0/s1	HPXNVBORJYYEGT-PHXZBRFFSA-N	1473.066127			MMDBc0039520
BASm0026322	CL(14:0/16:1(9Z)/18:0/18:0)	CL(14:0/16:1(9Z)/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:0/18:0) contains one tetradecanoyl chain at the C1 position, one 9Z-hexadecenoyl chain at the C2 position, one octadecanoyl chain at the C3 position, and one octadecanoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h27,31,69-71,76H,5-26,28-30,32-68H2,1-4H3,(H,81,82)(H,83,84)/b31-27-/t69-,70+,71+/m0/s1	JUZGVBTWJDSAJX-OTZXMEDXSA-N	1378.987877			MMDBc0039521
BASm0026323	CL(14:0/16:1(9Z)/18:0/18:1(11Z))	CL(14:0/16:1(9Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:0/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h26-27,30-31,69-71,76H,5-25,28-29,32-68H2,1-4H3,(H,81,82)(H,83,84)/b30-26-,31-27-/t69-,70+,71+/m0/s1	VHVCLUBVRFVCIQ-QROSBQOQSA-N	1376.972227			MMDBc0039522
BASm0026324	CL(14:0/16:1(9Z)/18:0/18:1(9Z))	CL(14:0/16:1(9Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:0/18:1(9Z)) contains one tetradecanoyl chain at the C1 position, one 9Z-hexadecenoyl chain at the C2 position, one octadecanoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h27,31,33,35,69-71,76H,5-26,28-30,32,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b31-27-,35-33-/t69-,70+,71+/m0/s1	VUUSDHNTHXMFLO-PZGPGHEBSA-N	1376.972227			MMDBc0039523
BASm0026325	CL(14:0/16:1(9Z)/18:0/20:0)	CL(14:0/16:1(9Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:0/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h27,31,71-73,78H,5-26,28-30,32-70H2,1-4H3,(H,83,84)(H,85,86)/b31-27-/t71-,72+,73+/m0/s1	WWUIMZAGFWNHEK-ZSIXIYJTSA-N	1407.019177			MMDBc0039524
BASm0026326	CL(14:0/16:1(9Z)/18:0/20:1(11Z))	CL(14:0/16:1(9Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:0/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h27,31-32,34,71-73,78H,5-26,28-30,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b31-27-,34-32-/t71-,72+,73+/m0/s1	XIAMXAQDKVLUBO-JDLXMRCWSA-N	1405.003527			MMDBc0039525
BASm0026327	CL(14:0/16:1(9Z)/18:0/20:1(13Z))	CL(14:0/16:1(9Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:0/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h25,27,29,31,71-73,78H,5-24,26,28,30,32-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,31-27-/t71-,72+,73+/m0/s1	FOCCYXUQUQVADF-WXUZLPPJSA-N	1405.003527			MMDBc0039526
BASm0026328	CL(14:0/16:1(9Z)/18:0/22:0)	CL(14:0/16:1(9Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:0/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h27,31,73-75,80H,5-26,28-30,32-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-/t73-,74+,75+/m0/s1	WZXBMZBTLHFTRD-YKEHFVOGSA-N	1435.050477			MMDBc0039527
BASm0026329	CL(14:0/16:1(9Z)/18:0/22:1(11Z))	CL(14:0/16:1(9Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:0/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h27,31,35-36,73-75,80H,5-26,28-30,32-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-,36-35-/t73-,74+,75+/m0/s1	GCROMKKDQBSATP-JBNSLZPSSA-N	1433.034827			MMDBc0039528
BASm0026330	CL(14:0/16:1(9Z)/18:0/22:1(9Z))	CL(14:0/16:1(9Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:0/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h27,31,37,39,73-75,80H,5-26,28-30,32-36,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-,39-37-/t73-,74+,75+/m0/s1	QGMJYWYAZZRRRP-DGRIUZCESA-N	1433.034827			MMDBc0039529
BASm0026331	CL(14:0/16:1(9Z)/18:0/24:0)	CL(14:0/16:1(9Z)/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:0/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h27,31,75-77,82H,5-26,28-30,32-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-/t75-,76+,77+/m0/s1	YIHAYRBARPOQEL-HMGLCYRESA-N	1463.081778			MMDBc0039530
BASm0026332	CL(14:0/16:1(9Z)/18:0/24:1(11Z))	CL(14:0/16:1(9Z)/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:0/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h27,31,37-38,75-77,82H,5-26,28-30,32-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,38-37-/t75-,76+,77+/m0/s1	SFTYSIDVTINVPO-GVABGYBXSA-N	1461.066127			MMDBc0039531
BASm0026333	CL(14:0/16:1(9Z)/18:0/24:1(9Z))	CL(14:0/16:1(9Z)/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:0/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h27,31,39,41,75-77,82H,5-26,28-30,32-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,41-39-/t75-,76+,77+/m0/s1	QHEPKWLKDMVFCR-AWIZHTEVSA-N	1461.066127			MMDBc0039532
BASm0026334	CL(14:0/16:1(9Z)/18:1(11Z)/18:1(11Z))	CL(14:0/16:1(9Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:1(11Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h25-27,29-31,69-71,76H,5-24,28,32-68H2,1-4H3,(H,81,82)(H,83,84)/b29-25-,30-26-,31-27-/t69-,70+,71+/m0/s1	BSSSPBLLWDDTAM-KOUNIZQJSA-N	1374.956577			MMDBc0039533
BASm0026335	CL(14:0/16:1(9Z)/18:1(11Z)/18:1(9Z))	CL(14:0/16:1(9Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:1(11Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h25,27,29,31,33,35,69-71,76H,5-24,26,28,30,32,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b29-25-,31-27-,35-33-/t69-,70+,71+/m0/s1	HGNCPQIKJRZMHM-UQFQFTMLSA-N	1374.956577			MMDBc0039534
BASm0026336	CL(14:0/16:1(9Z)/18:1(11Z)/20:0)	CL(14:0/16:1(9Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:1(11Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h26-27,30-31,71-73,78H,5-25,28-29,32-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-,31-27-/t71-,72+,73+/m0/s1	MKQPFMPAUOCSDI-LPPASRGDSA-N	1405.003527			MMDBc0039535
BASm0026337	CL(14:0/16:1(9Z)/18:1(11Z)/20:1(11Z))	CL(14:0/16:1(9Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:1(11Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h26-27,30-32,34,71-73,78H,5-25,28-29,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-,31-27-,34-32-/t71-,72+,73+/m0/s1	KJYPIDMVGJIUCQ-LGDWKACYSA-N	1402.987877			MMDBc0039536
BASm0026338	CL(14:0/16:1(9Z)/18:1(11Z)/20:1(13Z))	CL(14:0/16:1(9Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:1(11Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h25-27,29-31,71-73,78H,5-24,28,32-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,30-26-,31-27-/t71-,72+,73+/m0/s1	ZNOOXXVSRGDLHU-GBZSZTFMSA-N	1402.987877			MMDBc0039537
BASm0026339	CL(14:0/16:1(9Z)/18:1(11Z)/22:0)	CL(14:0/16:1(9Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:1(11Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h26-27,30-31,73-75,80H,5-25,28-29,32-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,31-27-/t73-,74+,75+/m0/s1	JJXUBAMWZPEDJU-PQWSTCABSA-N	1433.034827			MMDBc0039538
BASm0026340	CL(14:0/16:1(9Z)/18:1(11Z)/22:1(11Z))	CL(14:0/16:1(9Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:1(11Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h26-27,30-31,35-36,73-75,80H,5-25,28-29,32-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,31-27-,36-35-/t73-,74+,75+/m0/s1	RZHLVVOQQQOPFF-VXJILITISA-N	1431.019177			MMDBc0039539
BASm0026341	CL(14:0/16:1(9Z)/18:1(11Z)/22:1(9Z))	CL(14:0/16:1(9Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:1(11Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h26-27,30-31,37,39,73-75,80H,5-25,28-29,32-36,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,31-27-,39-37-/t73-,74+,75+/m0/s1	MEJIPTWKINOBBH-ICXQMWIBSA-N	1431.019177			MMDBc0039540
BASm0026342	CL(14:0/16:1(9Z)/18:1(11Z)/24:0)	CL(14:0/16:1(9Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:1(11Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h26-27,30-31,75-77,82H,5-25,28-29,32-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-/t75-,76+,77+/m0/s1	RJYJEBCOSHVEST-ZASPYAAWSA-N	1461.066127			MMDBc0039541
BASm0026343	CL(14:0/16:1(9Z)/18:1(11Z)/24:1(11Z))	CL(14:0/16:1(9Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:1(11Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h26-27,30-31,37-38,75-77,82H,5-25,28-29,32-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-,38-37-/t75-,76+,77+/m0/s1	PLDVBDQVRVCGMA-HNCNDQEESA-N	1459.050477			MMDBc0039542
BASm0026344	CL(14:0/16:1(9Z)/18:1(11Z)/24:1(9Z))	CL(14:0/16:1(9Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:1(11Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h26-27,30-31,39,41,75-77,82H,5-25,28-29,32-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-,41-39-/t75-,76+,77+/m0/s1	UHKXQSUZXCAMOG-JVFDJRMSSA-N	1459.050477			MMDBc0039543
BASm0026345	CL(14:0/16:1(9Z)/18:1(9Z)/18:1(11Z))	CL(14:0/16:1(9Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:1(9Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h26-27,30-32,34,69-71,76H,5-25,28-29,33,35-68H2,1-4H3,(H,81,82)(H,83,84)/b30-26-,31-27-,34-32-/t69-,70+,71+/m0/s1	UJFFMXBCRXHPTM-AMRVWJLESA-N	1374.956577			MMDBc0039544
BASm0026346	CL(14:0/16:1(9Z)/18:1(9Z)/18:1(9Z))	CL(14:0/16:1(9Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:1(9Z)/18:1(9Z)) contains one tetradecanoyl chain at the C1 position, one 9Z-hexadecenoyl chain at the C2 position, one 9Z-octadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h27,31-35,69-71,76H,5-26,28-30,36-68H2,1-4H3,(H,81,82)(H,83,84)/b31-27-,34-32-,35-33-/t69-,70+,71+/m0/s1	SPTOIBRRVLCPKV-QSGHOTIVSA-N	1374.956577			MMDBc0039545
BASm0026347	CL(14:0/16:1(9Z)/18:1(9Z)/20:0)	CL(14:0/16:1(9Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:1(9Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h27,31,33,36,71-73,78H,5-26,28-30,32,34-35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b31-27-,36-33-/t71-,72+,73+/m0/s1	RDGRXDZYLOVRLO-WZRQRFMKSA-N	1405.003527			MMDBc0039546
BASm0026348	CL(14:0/16:1(9Z)/18:1(9Z)/20:1(11Z))	CL(14:0/16:1(9Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:1(9Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h27,31-34,36,71-73,78H,5-26,28-30,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b31-27-,34-32-,36-33-/t71-,72+,73+/m0/s1	DDSFMZIBISXWGT-MWKBSXEBSA-N	1402.987877			MMDBc0039547
BASm0026349	CL(14:0/16:1(9Z)/18:1(9Z)/20:1(13Z))	CL(14:0/16:1(9Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:1(9Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h25,27,29,31,33,36,71-73,78H,5-24,26,28,30,32,34-35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,31-27-,36-33-/t71-,72+,73+/m0/s1	YBCSKUUGFBXAEG-BFJFYJOISA-N	1402.987877			MMDBc0039548
BASm0026350	CL(14:0/16:1(9Z)/18:1(9Z)/22:0)	CL(14:0/16:1(9Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:1(9Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h27,31,33,38,73-75,80H,5-26,28-30,32,34-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-,38-33-/t73-,74+,75+/m0/s1	FNLYQZMRMGDGAG-DWMXUKBDSA-N	1433.034827			MMDBc0039549
BASm0026351	CL(14:0/16:1(9Z)/18:1(9Z)/22:1(11Z))	CL(14:0/16:1(9Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:1(9Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h27,31,33,35-36,38,73-75,80H,5-26,28-30,32,34,37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-,36-35-,38-33-/t73-,74+,75+/m0/s1	MCSZUCOPBIJFBB-RFPQXYRBSA-N	1431.019177			MMDBc0039550
BASm0026352	CL(14:0/16:1(9Z)/18:1(9Z)/22:1(9Z))	CL(14:0/16:1(9Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:1(9Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h27,31,33,37-39,73-75,80H,5-26,28-30,32,34-36,40-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-,38-33-,39-37-/t73-,74+,75+/m0/s1	SWVKODBCEWRTOC-DVGCFAQSSA-N	1431.019177			MMDBc0039551
BASm0026353	CL(14:0/16:1(9Z)/18:1(9Z)/24:0)	CL(14:0/16:1(9Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:1(9Z)/24:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h27,31,33,40,75-77,82H,5-26,28-30,32,34-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,40-33-/t75-,76+,77+/m0/s1	IEQTUBMRVBQEGU-PMDRERMUSA-N	1461.066127			MMDBc0039552
BASm0026354	CL(14:0/16:1(9Z)/18:1(9Z)/24:1(11Z))	CL(14:0/16:1(9Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:1(9Z)/24:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h27,31,33,37-38,40,75-77,82H,5-26,28-30,32,34-36,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,38-37-,40-33-/t75-,76+,77+/m0/s1	FJLVKRFQFRVUNV-HHOWATKESA-N	1459.050477			MMDBc0039553
BASm0026355	CL(14:0/16:1(9Z)/18:1(9Z)/24:1(9Z))	CL(14:0/16:1(9Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/18:1(9Z)/24:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h27,31,33,39-41,75-77,82H,5-26,28-30,32,34-38,42-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,40-33-,41-39-/t75-,76+,77+/m0/s1	UZXUXCOOHIOCHN-YXQVCNMTSA-N	1459.050477			MMDBc0039554
BASm0026356	CL(14:0/16:1(9Z)/20:0/20:0)	CL(14:0/16:1(9Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/20:0/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h27,31,73-75,80H,5-26,28-30,32-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-/t73-,74+,75+/m0/s1	SIZAAQUJZFBMMV-YKEHFVOGSA-N	1435.050477			MMDBc0039555
BASm0026357	CL(14:0/16:1(9Z)/20:0/20:1(11Z))	CL(14:0/16:1(9Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/20:0/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h27,31,33,35,73-75,80H,5-26,28-30,32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-,35-33-/t73-,74+,75+/m0/s1	LPUVYYNQJSLPTE-HAGHOVEESA-N	1433.034827			MMDBc0039556
BASm0026358	CL(14:0/16:1(9Z)/20:0/20:1(13Z))	CL(14:0/16:1(9Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/20:0/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h26-27,30-31,73-75,80H,5-25,28-29,32-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,31-27-/t73-,74+,75+/m0/s1	NNHQHPFAHYDCTI-PQWSTCABSA-N	1433.034827			MMDBc0039557
BASm0026359	CL(14:0/16:1(9Z)/20:0/22:0)	CL(14:0/16:1(9Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/20:0/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h27,31,75-77,82H,5-26,28-30,32-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-/t75-,76+,77+/m0/s1	XWPFGNVRKNSKQR-HMGLCYRESA-N	1463.081778			MMDBc0039558
BASm0026360	CL(14:0/16:1(9Z)/20:0/22:1(11Z))	CL(14:0/16:1(9Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/20:0/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h27,31,36-37,75-77,82H,5-26,28-30,32-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,37-36-/t75-,76+,77+/m0/s1	RUGNFVOOONNNQP-BWGUNCRSSA-N	1461.066127			MMDBc0039559
BASm0026361	CL(14:0/16:1(9Z)/20:0/22:1(9Z))	CL(14:0/16:1(9Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/20:0/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h27,31,39,41,75-77,82H,5-26,28-30,32-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,41-39-/t75-,76+,77+/m0/s1	VOJHBUVFIXPKPD-AWIZHTEVSA-N	1461.066127			MMDBc0039560
BASm0026362	CL(14:0/16:1(9Z)/20:1(11Z)/20:1(11Z))	CL(14:0/16:1(9Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/20:1(11Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h27,31-35,73-75,80H,5-26,28-30,36-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-,34-32-,35-33-/t73-,74+,75+/m0/s1	KQPIFOPEMYATEH-MGZCHHHSSA-N	1431.019177			MMDBc0039561
BASm0026363	CL(14:0/16:1(9Z)/20:1(11Z)/20:1(13Z))	CL(14:0/16:1(9Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/20:1(11Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h26-27,30-32,34,73-75,80H,5-25,28-29,33,35-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,31-27-,34-32-/t73-,74+,75+/m0/s1	LORNJVKVFQKMRH-WZLAKZFVSA-N	1431.019177			MMDBc0039562
BASm0026364	CL(14:0/16:1(9Z)/20:1(11Z)/22:0)	CL(14:0/16:1(9Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/20:1(11Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h27,31,33,35,75-77,82H,5-26,28-30,32,34,36-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,35-33-/t75-,76+,77+/m0/s1	KARGLLDDADYCOW-VMOKRNAQSA-N	1461.066127			MMDBc0039563
BASm0026365	CL(14:0/16:1(9Z)/20:1(11Z)/22:1(11Z))	CL(14:0/16:1(9Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/20:1(11Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h27,31,33,35-37,75-77,82H,5-26,28-30,32,34,38-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,35-33-,37-36-/t75-,76+,77+/m0/s1	MXSKRJMKKWCMRJ-QHSFCLSTSA-N	1459.050477			MMDBc0039564
BASm0026366	CL(14:0/16:1(9Z)/20:1(11Z)/22:1(9Z))	CL(14:0/16:1(9Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/20:1(11Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h27,31,33,35,39,41,75-77,82H,5-26,28-30,32,34,36-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,35-33-,41-39-/t75-,76+,77+/m0/s1	IDQSBHRDNZMHSB-XGTUQYNGSA-N	1459.050477			MMDBc0039565
BASm0026367	CL(14:0/16:1(9Z)/20:1(13Z)/20:1(11Z))	CL(14:0/16:1(9Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/20:1(13Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h25,27,29,31,33,35,73-75,80H,5-24,26,28,30,32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,31-27-,35-33-/t73-,74+,75+/m0/s1	GETRLTYFYLCYHR-YRHZNZPISA-N	1431.019177			MMDBc0039566
BASm0026368	CL(14:0/16:1(9Z)/20:1(13Z)/20:1(13Z))	CL(14:0/16:1(9Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/20:1(13Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h25-27,29-31,73-75,80H,5-24,28,32-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,30-26-,31-27-/t73-,74+,75+/m0/s1	OFNRGFCHIDXXFC-YKGVNHMMSA-N	1431.019177			MMDBc0039567
BASm0026369	CL(14:0/16:1(9Z)/20:1(13Z)/22:0)	CL(14:0/16:1(9Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/20:1(13Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h26-27,30-31,75-77,82H,5-25,28-29,32-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-/t75-,76+,77+/m0/s1	ARXSUUGWYLPUIJ-ZASPYAAWSA-N	1461.066127			MMDBc0039568
BASm0026370	CL(14:0/16:1(9Z)/20:1(13Z)/22:1(11Z))	CL(14:0/16:1(9Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/20:1(13Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h26-27,30-31,36-37,75-77,82H,5-25,28-29,32-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-,37-36-/t75-,76+,77+/m0/s1	ZOWCVJFNGXZDIX-MHVSPHLZSA-N	1459.050477			MMDBc0039569
BASm0026371	CL(14:0/16:1(9Z)/20:1(13Z)/22:1(9Z))	CL(14:0/16:1(9Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/16:1(9Z)/20:1(13Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h26-27,30-31,39,41,75-77,82H,5-25,28-29,32-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-,41-39-/t75-,76+,77+/m0/s1	VJENABNCFQNMHT-JVFDJRMSSA-N	1459.050477			MMDBc0039570
BASm0026372	CL(14:0/18:0/14:0/18:0)	CL(14:0/18:0/14:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/14:0/18:0) contains one tetradecanoyl chain at the C1 position, one octadecanoyl chain at the C2 position, one tetradecanoyl chain at the C3 position, and one octadecanoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-38-28-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t68-,69-/m1/s1	QYSXJKZFXDKFLX-ULKDXPJMSA-N	1352.972227			MMDBc0039571
BASm0026373	CL(14:0/18:0/18:0/18:0)	CL(14:0/18:0/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/18:0/18:0) contains one chain of tetradecanoic acid at the C1 position, three chains of octadecanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	ONEINHVSDYPPEJ-DFXUENRWSA-N	1409.034827			MMDBc0039572
BASm0026374	CL(14:0/18:0/18:0/18:1(11Z))	CL(14:0/18:0/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/18:0/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h27,31,71-73,78H,5-26,28-30,32-70H2,1-4H3,(H,83,84)(H,85,86)/b31-27-/t71-,72+,73+/m0/s1	MZAAZLTWMZGOLA-ZSIXIYJTSA-N	1407.019177			MMDBc0039573
BASm0026375	CL(14:0/18:0/18:0/18:1(9Z))	CL(14:0/18:0/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/18:0/18:1(9Z)) contains one tetradecanoyl chain at the C1 position, one octadecanoyl chain at the C2 position, one octadecanoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h34,37,71-73,78H,5-33,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b37-34-/t71-,72+,73+/m0/s1	XIJAQOULWFVDAG-NBDYGPQYSA-N	1407.019177			MMDBc0039574
BASm0026376	CL(14:0/18:0/18:0/20:0)	CL(14:0/18:0/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/18:0/20:0) contains one chain of tetradecanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	DQJVRKGKEQWVIW-ARQKOWHBSA-N	1437.066127			MMDBc0039575
BASm0026377	CL(14:0/18:0/18:0/20:1(11Z))	CL(14:0/18:0/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/18:0/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h32,35,73-75,80H,5-31,33-34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b35-32-/t73-,74+,75+/m0/s1	RPHFVQANNKRHHK-PXGSQAMSSA-N	1435.050477			MMDBc0039576
BASm0026378	CL(14:0/18:0/18:0/20:1(13Z))	CL(14:0/18:0/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/18:0/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h25,29,73-75,80H,5-24,26-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-/t73-,74+,75+/m0/s1	IOBZUPBGTQJZJH-KWPJMFRESA-N	1435.050477			MMDBc0039577
BASm0026379	CL(14:0/18:0/18:0/22:0)	CL(14:0/18:0/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/18:0/22:0) contains one chain of tetradecanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	TWRMNOZIATUEOC-HRXLSSNSSA-N	1465.097428			MMDBc0039578
BASm0026380	CL(14:0/18:0/18:0/22:1(11Z))	CL(14:0/18:0/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/18:0/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h36-37,75-77,82H,5-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b37-36-/t75-,76+,77+/m0/s1	INWDSZPFHIFQCH-VHNHMIMZSA-N	1463.081778			MMDBc0039579
BASm0026381	CL(14:0/18:0/18:0/22:1(9Z))	CL(14:0/18:0/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/18:0/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h38,41,75-77,82H,5-37,39-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b41-38-/t75-,76+,77+/m0/s1	OKNWOSISTYTIOF-MWXSMMTMSA-N	1463.081778			MMDBc0039580
BASm0026382	CL(14:0/18:0/18:1(11Z)/18:1(11Z))	CL(14:0/18:0/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/18:1(11Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h25,27,29,31,71-73,78H,5-24,26,28,30,32-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,31-27-/t71-,72+,73+/m0/s1	VIOIKAYYKSNXNA-WXUZLPPJSA-N	1405.003527			MMDBc0039581
BASm0026383	CL(14:0/18:0/18:1(11Z)/18:1(9Z))	CL(14:0/18:0/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/18:1(11Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h25,29,34,37,71-73,78H,5-24,26-28,30-33,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,37-34-/t71-,72+,73+/m0/s1	XOVWWEYJQPDZCH-CEVPNYBFSA-N	1405.003527			MMDBc0039582
BASm0026384	CL(14:0/18:0/18:1(11Z)/20:0)	CL(14:0/18:0/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/18:1(11Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h26,30,73-75,80H,5-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-/t73-,74+,75+/m0/s1	OOZGGJNKXVBGNH-HKUNFGDVSA-N	1435.050477			MMDBc0039583
BASm0026385	CL(14:0/18:0/18:1(11Z)/20:1(11Z))	CL(14:0/18:0/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/18:1(11Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h26,30,32,35,73-75,80H,5-25,27-29,31,33-34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,35-32-/t73-,74+,75+/m0/s1	NHSSYUKWCXENGM-MISUGINBSA-N	1433.034827			MMDBc0039584
BASm0026386	CL(14:0/18:0/18:1(11Z)/20:1(13Z))	CL(14:0/18:0/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/18:1(11Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h25-26,29-30,73-75,80H,5-24,27-28,31-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,30-26-/t73-,74+,75+/m0/s1	SHYKNOYBQQMIQO-XVBFPVFISA-N	1433.034827			MMDBc0039585
BASm0026387	CL(14:0/18:0/18:1(11Z)/22:0)	CL(14:0/18:0/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/18:1(11Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h26,30,75-77,82H,5-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-/t75-,76+,77+/m0/s1	AYBMBRJQFXMEHO-QBBAVDQISA-N	1463.081778			MMDBc0039586
BASm0026388	CL(14:0/18:0/18:1(11Z)/22:1(11Z))	CL(14:0/18:0/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/18:1(11Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h26,30,36-37,75-77,82H,5-25,27-29,31-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,37-36-/t75-,76+,77+/m0/s1	WMYVENIJOYTQBV-GOEZCZFTSA-N	1461.066127			MMDBc0039587
BASm0026389	CL(14:0/18:0/18:1(11Z)/22:1(9Z))	CL(14:0/18:0/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/18:1(11Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h26,30,38,41,75-77,82H,5-25,27-29,31-37,39-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,41-38-/t75-,76+,77+/m0/s1	SSFZLTPZFXEVIU-HZKXAHNUSA-N	1461.066127			MMDBc0039588
BASm0026390	CL(14:0/18:0/18:1(9Z)/18:1(11Z))	CL(14:0/18:0/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/18:1(9Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h27,31-32,35,71-73,78H,5-26,28-30,33-34,36-70H2,1-4H3,(H,83,84)(H,85,86)/b31-27-,35-32-/t71-,72+,73+/m0/s1	GTOJGOJFSYQHPE-SGSOTNRISA-N	1405.003527			MMDBc0039589
BASm0026391	CL(14:0/18:0/18:1(9Z)/18:1(9Z))	CL(14:0/18:0/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/18:1(9Z)/18:1(9Z)) contains one tetradecanoyl chain at the C1 position, one octadecanoyl chain at the C2 position, one 9Z-octadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h32,34-35,37,71-73,78H,5-31,33,36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b35-32-,37-34-/t71-,72+,73+/m0/s1	HJZQBAGFYOWWHS-HWCDLQMMSA-N	1405.003527			MMDBc0039590
BASm0026392	CL(14:0/18:0/18:1(9Z)/20:0)	CL(14:0/18:0/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/18:1(9Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h33,37,73-75,80H,5-32,34-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b37-33-/t73-,74+,75+/m0/s1	PWLCWWMOFUBBOX-WUBZHMCISA-N	1435.050477			MMDBc0039591
BASm0026393	CL(14:0/18:0/18:1(9Z)/20:1(11Z))	CL(14:0/18:0/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/18:1(9Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h32-33,35,37,73-75,80H,5-31,34,36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b35-32-,37-33-/t73-,74+,75+/m0/s1	LTEIQODEBAQQTG-YYWLLFCESA-N	1433.034827			MMDBc0039592
BASm0026394	CL(14:0/18:0/18:1(9Z)/20:1(13Z))	CL(14:0/18:0/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/18:1(9Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h25,29,33,37,73-75,80H,5-24,26-28,30-32,34-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,37-33-/t73-,74+,75+/m0/s1	SIBRKVRKCLBPCN-VOPBDNMPSA-N	1433.034827			MMDBc0039593
BASm0026395	CL(14:0/18:0/18:1(9Z)/22:0)	CL(14:0/18:0/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/18:1(9Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h33,39,75-77,82H,5-32,34-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-33-/t75-,76+,77+/m0/s1	XEUOVNVCAFPTBX-UUEQNINWSA-N	1463.081778			MMDBc0039594
BASm0026396	CL(14:0/18:0/18:1(9Z)/22:1(11Z))	CL(14:0/18:0/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/18:1(9Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h33,36-37,39,75-77,82H,5-32,34-35,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b37-36-,39-33-/t75-,76+,77+/m0/s1	XUCVYQQIFZJWHG-BWSGMYSMSA-N	1461.066127			MMDBc0039595
BASm0026397	CL(14:0/18:0/18:1(9Z)/22:1(9Z))	CL(14:0/18:0/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/18:1(9Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h33,38-39,41,75-77,82H,5-32,34-37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b39-33-,41-38-/t75-,76+,77+/m0/s1	BMSVQMJYEMOPMJ-XRGPXNPKSA-N	1461.066127			MMDBc0039596
BASm0026398	CL(14:0/18:0/20:0/20:0)	CL(14:0/18:0/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/20:0/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	SJHMRQAPGAIABH-HRXLSSNSSA-N	1465.097428			MMDBc0039597
BASm0026399	CL(14:0/18:0/20:0/20:1(11Z))	CL(14:0/18:0/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/20:0/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h33,36,75-77,82H,5-32,34-35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b36-33-/t75-,76+,77+/m0/s1	DBPCMYUULUWQCC-MZANTEIUSA-N	1463.081778			MMDBc0039598
BASm0026400	CL(14:0/18:0/20:0/20:1(13Z))	CL(14:0/18:0/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/20:0/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h26,30,75-77,82H,5-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-/t75-,76+,77+/m0/s1	MPHDVPOTEOEXIU-QBBAVDQISA-N	1463.081778			MMDBc0039599
BASm0026401	CL(14:0/18:0/20:1(11Z)/20:1(11Z))	CL(14:0/18:0/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/20:1(11Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h32-33,35-36,75-77,82H,5-31,34,37-74H2,1-4H3,(H,87,88)(H,89,90)/b35-32-,36-33-/t75-,76+,77+/m0/s1	OLEZGNRPMPDFSK-AGGIECQRSA-N	1461.066127			MMDBc0039600
BASm0026402	CL(14:0/18:0/20:1(11Z)/20:1(13Z))	CL(14:0/18:0/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/20:1(11Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h26,30,32,35,75-77,82H,5-25,27-29,31,33-34,36-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,35-32-/t75-,76+,77+/m0/s1	KRKRLCKGYYLHLL-OSMNOVOSSA-N	1461.066127			MMDBc0039601
BASm0026403	CL(14:0/18:0/20:1(13Z)/20:1(11Z))	CL(14:0/18:0/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/20:1(13Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h25,29,33,36,75-77,82H,5-24,26-28,30-32,34-35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,36-33-/t75-,76+,77+/m0/s1	XYNVAHRLZLCFEJ-ULYGSWQZSA-N	1461.066127			MMDBc0039602
BASm0026404	CL(14:0/18:0/20:1(13Z)/20:1(13Z))	CL(14:0/18:0/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:0/20:1(13Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h25-26,29-30,75-77,82H,5-24,27-28,31-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,30-26-/t75-,76+,77+/m0/s1	YVSROFLDKWOCMC-DWIKLZHSSA-N	1461.066127			MMDBc0039603
BASm0026405	CL(14:0/18:1(11Z)/14:0/18:1(11Z))	CL(14:0/18:1(11Z)/14:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(11Z)/14:0/18:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C3 positions, two chains of (11Z-octadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-38-28-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2/h25-26,29-30,67-69,74H,5-24,27-28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b29-25-,30-26-/t68-,69-/m1/s1	XJZXNKBPCHURBL-MRMKBCPTSA-N	1348.940927			MMDBc0039604
BASm0026406	CL(14:0/18:1(11Z)/14:0/18:1(9Z))	CL(14:0/18:1(11Z)/14:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(11Z)/14:0/18:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C3 positions, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-38-28-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2/h25,29,32,34,67-69,74H,5-24,26-28,30-31,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b29-25-,34-32-/t67-,68+,69+/m0/s1	CPLNHIGDTWOGJK-OUQOUBKVSA-N	1348.940927			MMDBc0039605
BASm0026407	CL(14:0/18:1(11Z)/18:1(11Z)/18:1(11Z))	CL(14:0/18:1(11Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(11Z)/18:1(11Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, three chains of (11Z-octadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h25-27,29-31,71-73,78H,5-24,28,32-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,30-26-,31-27-/t71-,72+,73+/m0/s1	CTCWCTFQSGZHLX-GBZSZTFMSA-N	1402.987877			MMDBc0039606
BASm0026408	CL(14:0/18:1(11Z)/18:1(11Z)/18:1(9Z))	CL(14:0/18:1(11Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(11Z)/18:1(11Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h25-26,29-30,34,37,71-73,78H,5-24,27-28,31-33,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,30-26-,37-34-/t71-,72+,73+/m0/s1	CFERAHFGUHYKDX-JRFBVPTHSA-N	1402.987877			MMDBc0039607
BASm0026409	CL(14:0/18:1(11Z)/18:1(11Z)/20:0)	CL(14:0/18:1(11Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(11Z)/18:1(11Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h26-27,30-31,73-75,80H,5-25,28-29,32-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,31-27-/t73-,74+,75+/m0/s1	BUFZSOANTRGQEB-PQWSTCABSA-N	1433.034827			MMDBc0039608
BASm0026410	CL(14:0/18:1(11Z)/18:1(11Z)/20:1(11Z))	CL(14:0/18:1(11Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(11Z)/18:1(11Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h26-27,30-32,35,73-75,80H,5-25,28-29,33-34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,31-27-,35-32-/t73-,74+,75+/m0/s1	CJNDPJCUDKBNII-WJKGHBMJSA-N	1431.019177			MMDBc0039609
BASm0026411	CL(14:0/18:1(11Z)/18:1(11Z)/20:1(13Z))	CL(14:0/18:1(11Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(11Z)/18:1(11Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h25-27,29-31,73-75,80H,5-24,28,32-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,30-26-,31-27-/t73-,74+,75+/m0/s1	ZULXVRHMQDSQBV-YKGVNHMMSA-N	1431.019177			MMDBc0039610
BASm0026412	CL(14:0/18:1(11Z)/18:1(11Z)/22:0)	CL(14:0/18:1(11Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(11Z)/18:1(11Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h26-27,30-31,75-77,82H,5-25,28-29,32-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-/t75-,76+,77+/m0/s1	IMUHOVCSYHEQLG-ZASPYAAWSA-N	1461.066127			MMDBc0039611
BASm0026413	CL(14:0/18:1(11Z)/18:1(11Z)/22:1(11Z))	CL(14:0/18:1(11Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(11Z)/18:1(11Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h26-27,30-31,36-37,75-77,82H,5-25,28-29,32-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-,37-36-/t75-,76+,77+/m0/s1	LOFJLYYSMCYZNM-MHVSPHLZSA-N	1459.050477			MMDBc0039612
BASm0026414	CL(14:0/18:1(11Z)/18:1(11Z)/22:1(9Z))	CL(14:0/18:1(11Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(11Z)/18:1(11Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h26-27,30-31,38,41,75-77,82H,5-25,28-29,32-37,39-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-,41-38-/t75-,76+,77+/m0/s1	XOQFJCMRQTVLTL-GWUQAIIBSA-N	1459.050477			MMDBc0039613
BASm0026415	CL(14:0/18:1(11Z)/18:1(9Z)/18:1(11Z))	CL(14:0/18:1(11Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(11Z)/18:1(9Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C4 positions, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h26-27,30-32,35,71-73,78H,5-25,28-29,33-34,36-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-,31-27-,35-32-/t71-,72+,73+/m0/s1	HBMJMKYGFPZEPP-MVEVIHAOSA-N	1402.987877			MMDBc0039614
BASm0026416	CL(14:0/18:1(11Z)/18:1(9Z)/18:1(9Z))	CL(14:0/18:1(11Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(11Z)/18:1(9Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h26,30,32,34-35,37,71-73,78H,5-25,27-29,31,33,36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-,35-32-,37-34-/t71-,72+,73+/m0/s1	JCHZHAHISKOLCQ-RELSUVRRSA-N	1402.987877			MMDBc0039615
BASm0026417	CL(14:0/18:1(11Z)/18:1(9Z)/20:0)	CL(14:0/18:1(11Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(11Z)/18:1(9Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h27,31,33,37,73-75,80H,5-26,28-30,32,34-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-,37-33-/t73-,74+,75+/m0/s1	SWAMKCTURJDZTL-OKFXHANGSA-N	1433.034827			MMDBc0039616
BASm0026418	CL(14:0/18:1(11Z)/18:1(9Z)/20:1(11Z))	CL(14:0/18:1(11Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(11Z)/18:1(9Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h27,31-33,35,37,73-75,80H,5-26,28-30,34,36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-,35-32-,37-33-/t73-,74+,75+/m0/s1	KAQUXWMRNHXTKD-ZNLOJXGGSA-N	1431.019177			MMDBc0039617
BASm0026419	CL(14:0/18:1(11Z)/18:1(9Z)/20:1(13Z))	CL(14:0/18:1(11Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(11Z)/18:1(9Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h25,27,29,31,33,37,73-75,80H,5-24,26,28,30,32,34-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,31-27-,37-33-/t73-,74+,75+/m0/s1	JOQFEFHCUAHNFN-VPMMVFMVSA-N	1431.019177			MMDBc0039618
BASm0026420	CL(14:0/18:1(11Z)/18:1(9Z)/22:0)	CL(14:0/18:1(11Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(11Z)/18:1(9Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h27,31,33,39,75-77,82H,5-26,28-30,32,34-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,39-33-/t75-,76+,77+/m0/s1	SRMTXLXEHSPQTP-TVSTZIJISA-N	1461.066127			MMDBc0039619
BASm0026421	CL(14:0/18:1(11Z)/18:1(9Z)/22:1(11Z))	CL(14:0/18:1(11Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(11Z)/18:1(9Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h27,31,33,36-37,39,75-77,82H,5-26,28-30,32,34-35,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,37-36-,39-33-/t75-,76+,77+/m0/s1	OASADUANSXJGES-YKFACVMESA-N	1459.050477			MMDBc0039620
BASm0026422	CL(14:0/18:1(11Z)/18:1(9Z)/22:1(9Z))	CL(14:0/18:1(11Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(11Z)/18:1(9Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h27,31,33,38-39,41,75-77,82H,5-26,28-30,32,34-37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,39-33-,41-38-/t75-,76+,77+/m0/s1	NOUDDWFKLKEOEU-HUIHZCMUSA-N	1459.050477			MMDBc0039621
BASm0026423	CL(14:0/18:1(11Z)/20:0/20:0)	CL(14:0/18:1(11Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(11Z)/20:0/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h27,31,75-77,82H,5-26,28-30,32-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-/t75-,76+,77+/m0/s1	ZFTCZXUDRCUERF-HMGLCYRESA-N	1463.081778			MMDBc0039622
BASm0026424	CL(14:0/18:1(11Z)/20:0/20:1(11Z))	CL(14:0/18:1(11Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(11Z)/20:0/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h27,31,33,36,75-77,82H,5-26,28-30,32,34-35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,36-33-/t75-,76+,77+/m0/s1	FYQNWUWQQNORMN-ROKUWFAWSA-N	1461.066127			MMDBc0039623
BASm0026425	CL(14:0/18:1(11Z)/20:0/20:1(13Z))	CL(14:0/18:1(11Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(11Z)/20:0/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h26-27,30-31,75-77,82H,5-25,28-29,32-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-/t75-,76+,77+/m0/s1	QDTCRGJZTVJCEI-ZASPYAAWSA-N	1461.066127			MMDBc0039624
BASm0026426	CL(14:0/18:1(11Z)/20:1(11Z)/20:1(11Z))	CL(14:0/18:1(11Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(11Z)/20:1(11Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h27,31-33,35-36,75-77,82H,5-26,28-30,34,37-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,35-32-,36-33-/t75-,76+,77+/m0/s1	FCADOJQGZJRQKU-FSJLLBKSSA-N	1459.050477			MMDBc0039625
BASm0026427	CL(14:0/18:1(11Z)/20:1(11Z)/20:1(13Z))	CL(14:0/18:1(11Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(11Z)/20:1(11Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h26-27,30-32,35,75-77,82H,5-25,28-29,33-34,36-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-,35-32-/t75-,76+,77+/m0/s1	SJLGWONNQQSCOF-XFTYLGIXSA-N	1459.050477			MMDBc0039626
BASm0026428	CL(14:0/18:1(11Z)/20:1(13Z)/20:1(11Z))	CL(14:0/18:1(11Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(11Z)/20:1(13Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h25,27,29,31,33,36,75-77,82H,5-24,26,28,30,32,34-35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,31-27-,36-33-/t75-,76+,77+/m0/s1	BDGMXGAMJOIZCU-LEKJPWPMSA-N	1459.050477			MMDBc0039627
BASm0026429	CL(14:0/18:1(11Z)/20:1(13Z)/20:1(13Z))	CL(14:0/18:1(11Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(11Z)/20:1(13Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h25-27,29-31,75-77,82H,5-24,28,32-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,30-26-,31-27-/t75-,76+,77+/m0/s1	OCWDRJPPVUEJCR-LRMOSVJESA-N	1459.050477			MMDBc0039628
BASm0026430	CL(14:0/18:1(9Z)/14:0/18:1(11Z))	CL(14:0/18:1(9Z)/14:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/14:0/18:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C3 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-38-28-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2/h25,29,32,34,67-69,74H,5-24,26-28,30-31,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b29-25-,34-32-/t67-,68-,69-/m1/s1	CPLNHIGDTWOGJK-GCCPQVGXSA-N	1348.940927			MMDBc0039629
BASm0026431	CL(14:0/18:1(9Z)/18:1(11Z)/18:1(11Z))	CL(14:0/18:1(9Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/18:1(11Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h25,27,29,31,33,36,71-73,78H,5-24,26,28,30,32,34-35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,31-27-,36-33-/t71-,72+,73+/m0/s1	DKRIBWUQQJEURZ-BFJFYJOISA-N	1402.987877			MMDBc0039630
BASm0026432	CL(14:0/18:1(9Z)/18:1(11Z)/18:1(9Z))	CL(14:0/18:1(9Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/18:1(11Z)/18:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C4 positions, one chain of (11Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h25,29,33-34,36-37,71-73,78H,5-24,26-28,30-32,35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,36-33-,37-34-/t71-,72+,73+/m0/s1	WAMMWUGRKUYVST-CFIJFBMVSA-N	1402.987877			MMDBc0039631
BASm0026433	CL(14:0/18:1(9Z)/18:1(11Z)/20:0)	CL(14:0/18:1(9Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/18:1(11Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h26,30,34,38,73-75,80H,5-25,27-29,31-33,35-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,38-34-/t73-,74+,75+/m0/s1	YCSVBAPQMVHODD-CHYZEDLCSA-N	1433.034827			MMDBc0039632
BASm0026434	CL(14:0/18:1(9Z)/18:1(11Z)/20:1(11Z))	CL(14:0/18:1(9Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/18:1(11Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h26,30,32,34-35,38,73-75,80H,5-25,27-29,31,33,36-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,35-32-,38-34-/t73-,74+,75+/m0/s1	JEBHHGVENADIDN-QMPPYWDISA-N	1431.019177			MMDBc0039633
BASm0026435	CL(14:0/18:1(9Z)/18:1(11Z)/20:1(13Z))	CL(14:0/18:1(9Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/18:1(11Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h25-26,29-30,34,38,73-75,80H,5-24,27-28,31-33,35-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,30-26-,38-34-/t73-,74+,75+/m0/s1	FLFYKLDXDPZYRK-VLMGJLKCSA-N	1431.019177			MMDBc0039634
BASm0026436	CL(14:0/18:1(9Z)/18:1(11Z)/22:0)	CL(14:0/18:1(9Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/18:1(11Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h26,30,34,40,75-77,82H,5-25,27-29,31-33,35-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,40-34-/t75-,76+,77+/m0/s1	BLVXLAWJQFPYGA-VDGOVDGHSA-N	1461.066127			MMDBc0039635
BASm0026437	CL(14:0/18:1(9Z)/18:1(11Z)/22:1(11Z))	CL(14:0/18:1(9Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/18:1(11Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h26,30,34,36-37,40,75-77,82H,5-25,27-29,31-33,35,38-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,37-36-,40-34-/t75-,76+,77+/m0/s1	QHVZUGPHNPXARO-QIVGEKBMSA-N	1459.050477			MMDBc0039636
BASm0026438	CL(14:0/18:1(9Z)/18:1(11Z)/22:1(9Z))	CL(14:0/18:1(9Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/18:1(11Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h26,30,34,38,40-41,75-77,82H,5-25,27-29,31-33,35-37,39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,40-34-,41-38-/t75-,76+,77+/m0/s1	PNCWJDQTTLHDPY-OXNBMGFWSA-N	1459.050477			MMDBc0039637
BASm0026439	CL(14:0/18:1(9Z)/18:1(9Z)/18:1(11Z))	CL(14:0/18:1(9Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/18:1(9Z)/18:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h27,31-33,35-36,71-73,78H,5-26,28-30,34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b31-27-,35-32-,36-33-/t71-,72+,73+/m0/s1	RMMUYJLVTXYBPS-YYVOCDDFSA-N	1402.987877			MMDBc0039638
BASm0026440	CL(14:0/18:1(9Z)/18:1(9Z)/18:1(9Z))	CL(14:0/18:1(9Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/18:1(9Z)/18:1(9Z)) contains one tetradecanoyl chain at the C1 position, one 9Z-octadecenoyl chain at the C2 position, one 9Z-octadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h32-37,71-73,78H,5-31,38-70H2,1-4H3,(H,83,84)(H,85,86)/b35-32-,36-33-,37-34-/t71-,72+,73+/m0/s1	PBIBFGSYLPSMRY-AODOFBFESA-N	1402.987877			MMDBc0039639
BASm0026441	CL(14:0/18:1(9Z)/18:1(9Z)/20:0)	CL(14:0/18:1(9Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/18:1(9Z)/20:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h33-34,37-38,73-75,80H,5-32,35-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b37-33-,38-34-/t73-,74+,75+/m0/s1	NULLJADDOFDUDJ-LRJSIUDBSA-N	1433.034827			MMDBc0039640
BASm0026442	CL(14:0/18:1(9Z)/18:1(9Z)/20:1(11Z))	CL(14:0/18:1(9Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/18:1(9Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h32-35,37-38,73-75,80H,5-31,36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b35-32-,37-33-,38-34-/t73-,74+,75+/m0/s1	WLIXDRGYSRGKEV-WMDTYANESA-N	1431.019177			MMDBc0039641
BASm0026443	CL(14:0/18:1(9Z)/18:1(9Z)/20:1(13Z))	CL(14:0/18:1(9Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/18:1(9Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h25,29,33-34,37-38,73-75,80H,5-24,26-28,30-32,35-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,37-33-,38-34-/t73-,74+,75+/m0/s1	FDUHRHIBRAZQLH-MNBMLVEWSA-N	1431.019177			MMDBc0039642
BASm0026444	CL(14:0/18:1(9Z)/18:1(9Z)/22:0)	CL(14:0/18:1(9Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/18:1(9Z)/22:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h33-34,39-40,75-77,82H,5-32,35-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b39-33-,40-34-/t75-,76+,77+/m0/s1	KKLUSZHDWFFDDW-GVJSBYHWSA-N	1461.066127			MMDBc0039643
BASm0026445	CL(14:0/18:1(9Z)/18:1(9Z)/22:1(11Z))	CL(14:0/18:1(9Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/18:1(9Z)/22:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h33-34,36-37,39-40,75-77,82H,5-32,35,38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b37-36-,39-33-,40-34-/t75-,76+,77+/m0/s1	XGEYJLKVIZERBT-QYXSSRIOSA-N	1459.050477			MMDBc0039644
BASm0026446	CL(14:0/18:1(9Z)/18:1(9Z)/22:1(9Z))	CL(14:0/18:1(9Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/18:1(9Z)/22:1(9Z)) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h33-34,38-41,75-77,82H,5-32,35-37,42-74H2,1-4H3,(H,87,88)(H,89,90)/b39-33-,40-34-,41-38-/t75-,76+,77+/m0/s1	UKUFDZOFDHOSIU-RZUIMRQOSA-N	1459.050477			MMDBc0039645
BASm0026447	CL(14:0/18:1(9Z)/20:0/20:0)	CL(14:0/18:1(9Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/20:0/20:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h34,39,75-77,82H,5-33,35-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-34-/t75-,76+,77+/m0/s1	OBMILYWEDKWXCW-NITJBBRUSA-N	1463.081778			MMDBc0039646
BASm0026448	CL(14:0/18:1(9Z)/20:0/20:1(11Z))	CL(14:0/18:1(9Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/20:0/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h33-34,36,39,75-77,82H,5-32,35,37-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b36-33-,39-34-/t75-,76+,77+/m0/s1	BULHQSZQVIUTAZ-YCUKCFOVSA-N	1461.066127			MMDBc0039647
BASm0026449	CL(14:0/18:1(9Z)/20:0/20:1(13Z))	CL(14:0/18:1(9Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/20:0/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h26,30,34,39,75-77,82H,5-25,27-29,31-33,35-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,39-34-/t75-,76+,77+/m0/s1	TYBSSVVETHPLCU-YQGXTDRBSA-N	1461.066127			MMDBc0039648
BASm0026450	CL(14:0/18:1(9Z)/20:1(11Z)/20:1(11Z))	CL(14:0/18:1(9Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/20:1(11Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h32-36,39,75-77,82H,5-31,37-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b35-32-,36-33-,39-34-/t75-,76+,77+/m0/s1	SWZUEGIKDSKEGR-BIZYUDJLSA-N	1459.050477			MMDBc0039649
BASm0026451	CL(14:0/18:1(9Z)/20:1(11Z)/20:1(13Z))	CL(14:0/18:1(9Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/20:1(11Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h26,30,32,34-35,39,75-77,82H,5-25,27-29,31,33,36-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,35-32-,39-34-/t75-,76+,77+/m0/s1	PLWCZLFVAUWYGD-QIFBGEGGSA-N	1459.050477			MMDBc0039650
BASm0026452	CL(14:0/18:1(9Z)/20:1(13Z)/20:1(11Z))	CL(14:0/18:1(9Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/20:1(13Z)/20:1(11Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h25,29,33-34,36,39,75-77,82H,5-24,26-28,30-32,35,37-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,36-33-,39-34-/t75-,76+,77+/m0/s1	HJGYPIASUMKBRO-AEFBXHMMSA-N	1459.050477			MMDBc0039651
BASm0026453	CL(14:0/18:1(9Z)/20:1(13Z)/20:1(13Z))	CL(14:0/18:1(9Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/18:1(9Z)/20:1(13Z)/20:1(13Z)) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h25-26,29-30,34,39,75-77,82H,5-24,27-28,31-33,35-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,30-26-,39-34-/t75-,76+,77+/m0/s1	RMRBMXPHAYGZMU-YRKVTDAWSA-N	1459.050477			MMDBc0039652
BASm0026454	CL(14:0/20:0/14:0/20:0)	CL(14:0/20:0/14:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/20:0/14:0/20:0) contains two chains of tetradecanoic acid at the C1 and C3 positions, two chains of eicosanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t72-,73-/m1/s1	ZEHBFADZJKQNMV-FVROZTDHSA-N	1409.034827			MMDBc0039653
BASm0026455	CL(14:0/20:1(11Z)/14:0/20:1(11Z))	CL(14:0/20:1(11Z)/14:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/20:1(11Z)/14:0/20:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C3 positions, two chains of (11Z-eicosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2/h31-34,71-73,78H,5-30,35-70H2,1-4H3,(H,83,84)(H,85,86)/b33-31-,34-32-/t72-,73-/m1/s1	IFJAHQMBXOENCI-XGCLLFNJSA-N	1405.003527			MMDBc0039654
BASm0026456	CL(14:0/20:1(11Z)/14:0/20:1(13Z))	CL(14:0/20:1(11Z)/14:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/20:1(11Z)/14:0/20:1(13Z)) contains two chains of tetradecanoic acid at the C1 and C3 positions, one chain of (11Z-eicosenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2/h25,29,32,34,71-73,78H,5-24,26-28,30-31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,34-32-/t71-,72-,73-/m1/s1	CEZIPGOJWLFHFY-XPBXMIGXSA-N	1405.003527			MMDBc0039655
BASm0026457	CL(14:0/20:1(13Z)/14:0/20:1(11Z))	CL(14:0/20:1(13Z)/14:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/20:1(13Z)/14:0/20:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C3 positions, one chain of (13Z-eicosenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2/h25,29,32,34,71-73,78H,5-24,26-28,30-31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,34-32-/t71-,72+,73+/m0/s1	CEZIPGOJWLFHFY-ATQLUNNQSA-N	1405.003527			MMDBc0039656
BASm0026458	CL(14:0/20:1(13Z)/14:0/20:1(13Z))	CL(14:0/20:1(13Z)/14:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/20:1(13Z)/14:0/20:1(13Z)) contains two chains of tetradecanoic acid at the C1 and C3 positions, two chains of (13Z-eicosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2/h25-26,29-30,71-73,78H,5-24,27-28,31-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,30-26-/t72-,73-/m1/s1	VWTVDIYXBSPCPY-KGVAMPRLSA-N	1405.003527			MMDBc0039657
BASm0026459	CL(14:0/22:0/14:0/22:0)	CL(14:0/22:0/14:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/22:0/14:0/22:0) contains two chains of tetradecanoic acid at the C1 and C3 positions, two chains of docosanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t76-,77-/m1/s1	DZOQDZWSOOBCEQ-KZCWQMDCSA-N	1465.097428			MMDBc0039658
BASm0026460	CL(14:0/22:1(11Z)/14:0/22:1(11Z))	CL(14:0/22:1(11Z)/14:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/22:1(11Z)/14:0/22:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C3 positions, two chains of (11Z-docosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2/h35-38,75-77,82H,5-34,39-74H2,1-4H3,(H,87,88)(H,89,90)/b37-35-,38-36-/t76-,77-/m1/s1	RNJNYBFBXRDWCX-OVZWUMQVSA-N	1461.066127			MMDBc0039659
BASm0026461	CL(14:0/22:1(11Z)/14:0/22:1(9Z))	CL(14:0/22:1(11Z)/14:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/22:1(11Z)/14:0/22:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C3 positions, one chain of (11Z-docosenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2/h35,37,40,42,75-77,82H,5-34,36,38-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b37-35-,42-40-/t75-,76+,77+/m0/s1	WYJPXEHSTBNABK-ITUVTEKRSA-N	1461.066127			MMDBc0039660
BASm0026462	CL(14:0/22:1(9Z)/14:0/22:1(11Z))	CL(14:0/22:1(9Z)/14:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/22:1(9Z)/14:0/22:1(11Z)) contains two chains of tetradecanoic acid at the C1 and C3 positions, one chain of (9Z-docosenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2/h35,37,40,42,75-77,82H,5-34,36,38-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b37-35-,42-40-/t75-,76-,77-/m1/s1	WYJPXEHSTBNABK-XEAVMRBPSA-N	1461.066127			MMDBc0039661
BASm0026463	CL(14:0/22:1(9Z)/14:0/22:1(9Z))	CL(14:0/22:1(9Z)/14:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:0/22:1(9Z)/14:0/22:1(9Z)) contains two chains of tetradecanoic acid at the C1 and C3 positions, two chains of (9Z-docosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2/h39-42,75-77,82H,5-38,43-74H2,1-4H3,(H,87,88)(H,89,90)/b41-39-,42-40-/t76-,77-/m1/s1	LCYMOIHCTUQIRP-XNIRWQGRSA-N	1461.066127			MMDBc0039662
BASm0026464	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/18:0)	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/18:0) contains three chains of (11Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h10-12,14-16,63-65,70H,5-9,13,17-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,15-11-,16-12-/t63-,64+,65+/m0/s1	GZKBPIKNTKPMMM-PJFDKEFGSA-N	1290.862677			MMDBc0039663
BASm0026465	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/18:1(11Z))	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/18:1(11Z)) contains three chains of (11Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h10-12,14-16,25,29,63-65,70H,5-9,13,17-24,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,15-11-,16-12-,29-25-/t63-,64+,65+/m0/s1	VNRJPYUIKSENAJ-OYJHJEHESA-N	1288.847027			MMDBc0039664
BASm0026466	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/18:1(9Z))	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/18:1(9Z)) contains three chains of (11Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h10-12,14-16,30-31,63-65,70H,5-9,13,17-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,15-11-,16-12-,31-30-/t63-,64+,65+/m0/s1	KMFYJSAJIOOKDF-BIGWFANKSA-N	1288.847027			MMDBc0039665
BASm0026467	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/20:0)	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/20:0) contains three chains of (11Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h10-12,14-16,65-67,72H,5-9,13,17-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,15-11-,16-12-/t65-,66+,67+/m0/s1	WMDXAIPOAXSOGG-OARZUOGLSA-N	1318.893977			MMDBc0039666
BASm0026468	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/20:1(11Z))	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/20:1(11Z)) contains three chains of (11Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h10-12,14-16,30-31,65-67,72H,5-9,13,17-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,15-11-,16-12-,31-30-/t65-,66+,67+/m0/s1	JAXDJGSCQQDYKJ-BEDPRQOBSA-N	1316.878327			MMDBc0039667
BASm0026469	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/20:1(13Z))	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/20:1(13Z)) contains three chains of (11Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h10-12,14-16,25,29,65-67,72H,5-9,13,17-24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,15-11-,16-12-,29-25-/t65-,66+,67+/m0/s1	NQPJVLHPUGIAPG-NXVLDULHSA-N	1316.878327			MMDBc0039668
BASm0026470	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/22:0)	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/22:0) contains three chains of (11Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h10-12,14-16,67-69,74H,5-9,13,17-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,15-11-,16-12-/t67-,68+,69+/m0/s1	LBKCLDOVYWGDKF-UXPRMIBISA-N	1346.925277			MMDBc0039669
BASm0026471	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/22:1(11Z))	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/22:1(11Z)) contains three chains of (11Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h10-12,14-16,32-33,67-69,74H,5-9,13,17-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,15-11-,16-12-,33-32-/t67-,68+,69+/m0/s1	RRKCHCRBQUQAMU-GKEKFDPVSA-N	1344.909627			MMDBc0039670
BASm0026472	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/22:1(9Z))	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/22:1(9Z)) contains three chains of (11Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h10-12,14-16,34-35,67-69,74H,5-9,13,17-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,15-11-,16-12-,35-34-/t67-,68+,69+/m0/s1	PNLBSRCCCATOMJ-MGUNRBPNSA-N	1344.909627			MMDBc0039671
BASm0026473	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/24:0)	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/24:0) contains three chains of (11Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h10-12,14-16,69-71,76H,5-9,13,17-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-,15-11-,16-12-/t69-,70+,71+/m0/s1	LQPIJXXABRQGJI-VSEQYJPJSA-N	1374.956577			MMDBc0039672
BASm0026474	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/24:1(11Z))	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/24:1(11Z)) contains three chains of (11Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h10-12,14-16,34-35,69-71,76H,5-9,13,17-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-,15-11-,16-12-,35-34-/t69-,70+,71+/m0/s1	PGSOOFAVMJAAAZ-MDDYLPGQSA-N	1372.940927			MMDBc0039673
BASm0026475	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/24:1(9Z))	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/24:1(9Z)) contains three chains of (11Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h10-12,14-16,36-37,69-71,76H,5-9,13,17-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-,15-11-,16-12-,37-36-/t69-,70+,71+/m0/s1	SVRACPOTJKFTNU-ZFKUITFMSA-N	1372.940927			MMDBc0039674
BASm0026476	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/26:0)	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/26:0) contains three chains of (11Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h10-12,14-16,71-73,78H,5-9,13,17-70H2,1-4H3,(H,83,84)(H,85,86)/b14-10-,15-11-,16-12-/t71-,72+,73+/m0/s1	XWEQVQLAXKATQK-KSDPCQBGSA-N	1402.987877			MMDBc0039675
BASm0026477	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/26:1(11Z))	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/26:1(11Z)) contains three chains of (11Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h10-12,14-16,35-36,71-73,78H,5-9,13,17-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b14-10-,15-11-,16-12-,36-35-/t71-,72+,73+/m0/s1	LCZFLDVMSAJLRA-FSINOINSSA-N	1400.972227			MMDBc0039676
BASm0026478	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/26:1(9Z))	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/26:1(9Z)) contains three chains of (11Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(94-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2/h10-12,14-16,38-39,72-74,79H,5-9,13,17-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b14-10-,15-11-,16-12-,39-38-/t72-,73+,74+/m0/s1	RIBDHANOYORQOK-TVDKGCIESA-N	1414.987877			MMDBc0039677
BASm0026479	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/28:0)	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/28:0) contains three chains of (11Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h10-12,14-16,73-75,80H,5-9,13,17-72H2,1-4H3,(H,85,86)(H,87,88)/b14-10-,15-11-,16-12-/t73-,74+,75+/m0/s1	PBLKTNMTDZZPJV-TXLAOUEJSA-N	1431.019177			MMDBc0039678
BASm0026480	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/28:1(11Z))	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/28:1(11Z)) contains three chains of (11Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h10-12,14-16,37-38,73-75,80H,5-9,13,17-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b14-10-,15-11-,16-12-,38-37-/t73-,74+,75+/m0/s1	JBSNPYAVJDNKRD-KKWOKKOJSA-N	1429.003527			MMDBc0039679
BASm0026481	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/28:1(9Z))	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/28:1(9Z)) contains three chains of (11Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h10-12,14-16,39-40,73-75,80H,5-9,13,17-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b14-10-,15-11-,16-12-,40-39-/t73-,74+,75+/m0/s1	IWIVZRPYODBCGI-AIBCFRBDSA-N	1429.003527			MMDBc0039680
BASm0026482	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/30:0)	CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(11Z)/30:0) contains three chains of (11Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-26-22-18-14-10-6-2/h10-12,14-16,75-77,82H,5-9,13,17-74H2,1-4H3,(H,87,88)(H,89,90)/b14-10-,15-11-,16-12-/t75-,76+,77+/m0/s1	YUHWMLWFSUCLOO-BDGKCOPYSA-N	1459.050477			MMDBc0039681
BASm0026483	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/18:0)	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/18:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h10,12,14,16,19,23,63-65,70H,5-9,11,13,15,17-18,20-22,24-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,16-12-,23-19-/t63-,64+,65+/m0/s1	CPJLJHWRWVXQHO-PJBJBRGWSA-N	1290.862677			MMDBc0039682
BASm0026484	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/18:1(11Z))	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/18:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h10,12,14,16,19,23,25,29,63-65,70H,5-9,11,13,15,17-18,20-22,24,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,16-12-,23-19-,29-25-/t63-,64+,65+/m0/s1	HJMZJGQOTXVXKJ-FTNQTITNSA-N	1288.847027			MMDBc0039683
BASm0026485	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/18:1(9Z))	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/18:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h10,12,14,16,19,23,30-31,63-65,70H,5-9,11,13,15,17-18,20-22,24-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,16-12-,23-19-,31-30-/t63-,64+,65+/m0/s1	QESWOTKLMTWPNJ-CLHMIRDGSA-N	1288.847027			MMDBc0039684
BASm0026486	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/20:0)	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/20:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h10,12,14,16,19,23,65-67,72H,5-9,11,13,15,17-18,20-22,24-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,16-12-,23-19-/t65-,66+,67+/m0/s1	WOFOCPXFHGYANI-SGCSCNFWSA-N	1318.893977			MMDBc0039685
BASm0026487	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/20:1(11Z))	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/20:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h10,12,14,16,19,23,30-31,65-67,72H,5-9,11,13,15,17-18,20-22,24-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,16-12-,23-19-,31-30-/t65-,66+,67+/m0/s1	PFQWFPKHJUXRGQ-KZVIJXIOSA-N	1316.878327			MMDBc0039686
BASm0026488	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/20:1(13Z))	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/20:1(13Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h10,12,14,16,19,23,25,29,65-67,72H,5-9,11,13,15,17-18,20-22,24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,16-12-,23-19-,29-25-/t65-,66+,67+/m0/s1	VPKCHQCQVUNCIS-BHGZPLIRSA-N	1316.878327			MMDBc0039687
BASm0026489	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/22:0)	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/22:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h10,12,14,16,19,23,67-69,74H,5-9,11,13,15,17-18,20-22,24-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,16-12-,23-19-/t67-,68+,69+/m0/s1	GZUOEJMYAPMSQI-MBNACNIXSA-N	1346.925277			MMDBc0039688
BASm0026490	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/22:1(11Z))	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/22:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h10,12,14,16,19,23,32-33,67-69,74H,5-9,11,13,15,17-18,20-22,24-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,16-12-,23-19-,33-32-/t67-,68+,69+/m0/s1	BRVLVXGXGUJVSC-FIJPUILGSA-N	1344.909627			MMDBc0039689
BASm0026491	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/22:1(9Z))	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/22:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h10,12,14,16,19,23,34-35,67-69,74H,5-9,11,13,15,17-18,20-22,24-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,16-12-,23-19-,35-34-/t67-,68+,69+/m0/s1	XDPZNOMHFVGKRJ-JXSRDCCISA-N	1344.909627			MMDBc0039690
BASm0026492	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/24:0)	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/24:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h10,12,14,16,19,23,69-71,76H,5-9,11,13,15,17-18,20-22,24-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-,16-12-,23-19-/t69-,70+,71+/m0/s1	VJADYSNOIYTQSU-IOEKKRDESA-N	1374.956577			MMDBc0039691
BASm0026493	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/24:1(11Z))	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/24:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h10,12,14,16,19,23,34-35,69-71,76H,5-9,11,13,15,17-18,20-22,24-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-,16-12-,23-19-,35-34-/t69-,70+,71+/m0/s1	ZYOTYPJAUGMVIQ-QQFILNRWSA-N	1372.940927			MMDBc0039692
BASm0026494	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/24:1(9Z))	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/24:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h10,12,14,16,19,23,36-37,69-71,76H,5-9,11,13,15,17-18,20-22,24-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-,16-12-,23-19-,37-36-/t69-,70+,71+/m0/s1	LTHYVHQMMIFRPT-XWMKNTDJSA-N	1372.940927			MMDBc0039693
BASm0026495	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/26:0)	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/26:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h10,12,14,16,19,23,71-73,78H,5-9,11,13,15,17-18,20-22,24-70H2,1-4H3,(H,83,84)(H,85,86)/b14-10-,16-12-,23-19-/t71-,72+,73+/m0/s1	RYRIFEZNJIFTIV-DZMOMJMHSA-N	1402.987877			MMDBc0039694
BASm0026496	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/26:1(11Z))	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/26:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h10,12,14,16,19,23,35-36,71-73,78H,5-9,11,13,15,17-18,20-22,24-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b14-10-,16-12-,23-19-,36-35-/t71-,72+,73+/m0/s1	UXKPKSXHTFWXSD-KIGKSTQOSA-N	1400.972227			MMDBc0039695
BASm0026497	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/26:1(9Z))	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/26:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(94-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2/h10,12,14,16,19,23,38-39,72-74,79H,5-9,11,13,15,17-18,20-22,24-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b14-10-,16-12-,23-19-,39-38-/t72-,73+,74+/m0/s1	NUQQNWRWARPYAH-OJFHGDKKSA-N	1414.987877			MMDBc0039696
BASm0026498	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/28:0)	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/28:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h10,12,14,16,19,23,73-75,80H,5-9,11,13,15,17-18,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b14-10-,16-12-,23-19-/t73-,74+,75+/m0/s1	CDQDKRXSQQRSFK-TWDYLPHBSA-N	1431.019177			MMDBc0039697
BASm0026499	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/28:1(11Z))	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/28:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h10,12,14,16,19,23,37-38,73-75,80H,5-9,11,13,15,17-18,20-22,24-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b14-10-,16-12-,23-19-,38-37-/t73-,74+,75+/m0/s1	IOWHEPVFXZOWMP-FTDXJAPISA-N	1429.003527			MMDBc0039698
BASm0026500	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/28:1(9Z))	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/28:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h10,12,14,16,19,23,39-40,73-75,80H,5-9,11,13,15,17-18,20-22,24-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b14-10-,16-12-,23-19-,40-39-/t73-,74+,75+/m0/s1	FPBOCLOQVDVICZ-AEGZJIIFSA-N	1429.003527			MMDBc0039699
BASm0026501	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/30:0)	CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/14:1(9Z)/30:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-26-22-18-14-10-6-2/h10,12,14,16,19,23,75-77,82H,5-9,11,13,15,17-18,20-22,24-74H2,1-4H3,(H,87,88)(H,89,90)/b14-10-,16-12-,23-19-/t75-,76+,77+/m0/s1	UHCZJTVSXBINCB-AZLDBHOBSA-N	1459.050477			MMDBc0039700
BASm0026502	CL(14:1(11Z)/14:1(11Z)/15:0/23:1(11Z))	CL(14:1(11Z)/14:1(11Z)/15:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/15:0/23:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11-12,15-16,34-35,69-71,76H,5-10,13-14,17-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-,35-34-/t69-,70+,71+/m0/s1	ZCRXNRCJZJFJKC-OGUKVFDNSA-N	1374.956577			MMDBc0039701
BASm0026503	CL(14:1(11Z)/14:1(11Z)/15:0/23:1(9Z))	CL(14:1(11Z)/14:1(11Z)/15:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/15:0/23:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11-12,15-16,36-37,69-71,76H,5-10,13-14,17-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-,37-36-/t69-,70+,71+/m0/s1	QOBZFTGGQJQBQA-MQIPXZJESA-N	1374.956577			MMDBc0039702
BASm0026504	CL(14:1(11Z)/14:1(11Z)/15:0/25:0)	CL(14:1(11Z)/14:1(11Z)/15:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/15:0/25:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,15-16,71-73,78H,5-10,13-14,17-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-/t71-,72+,73+/m0/s1	DPGMADSZFXLCRM-SGABJXTMSA-N	1405.003527			MMDBc0039703
BASm0026505	CL(14:1(11Z)/14:1(11Z)/15:0/25:1(11Z))	CL(14:1(11Z)/14:1(11Z)/15:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/15:0/25:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,15-16,36-37,71-73,78H,5-10,13-14,17-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,37-36-/t71-,72+,73+/m0/s1	MQYAEVZMKADUNT-AGLSNGJNSA-N	1402.987877			MMDBc0039704
BASm0026506	CL(14:1(11Z)/14:1(11Z)/15:0/25:1(9Z))	CL(14:1(11Z)/14:1(11Z)/15:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/15:0/25:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,15-16,38-39,71-73,78H,5-10,13-14,17-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,39-38-/t71-,72+,73+/m0/s1	XEACWLBXGDGTAA-XEKXYBACSA-N	1402.987877			MMDBc0039705
BASm0026507	CL(14:1(11Z)/14:1(11Z)/15:0/27:0)	CL(14:1(11Z)/14:1(11Z)/15:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/15:0/27:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,73-75,80H,5-10,13-14,17-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-/t73-,74+,75+/m0/s1	VHHRFLDIUGSXQR-KEZUZWJMSA-N	1433.034827			MMDBc0039706
BASm0026508	CL(14:1(11Z)/14:1(11Z)/15:0/27:1(11Z))	CL(14:1(11Z)/14:1(11Z)/15:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/15:0/27:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,38-39,73-75,80H,5-10,13-14,17-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,39-38-/t73-,74+,75+/m0/s1	CILKFVIFCOEGLT-FTYSDHHHSA-N	1431.019177			MMDBc0039707
BASm0026509	CL(14:1(11Z)/14:1(11Z)/15:0/27:1(9Z))	CL(14:1(11Z)/14:1(11Z)/15:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/15:0/27:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,40-41,73-75,80H,5-10,13-14,17-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,41-40-/t73-,74+,75+/m0/s1	BEPSANHAWQINLF-VOJJYYTPSA-N	1431.019177			MMDBc0039708
BASm0026510	CL(14:1(11Z)/14:1(11Z)/15:0/29:0)	CL(14:1(11Z)/14:1(11Z)/15:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/15:0/29:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,75-77,82H,5-10,13-14,17-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-/t75-,76+,77+/m0/s1	ZLNKZNKDWVLTRM-RXXNXMCQSA-N	1461.066127			MMDBc0039709
BASm0026511	CL(14:1(11Z)/14:1(11Z)/15:1(11Z)/23:1(11Z))	CL(14:1(11Z)/14:1(11Z)/15:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/15:1(11Z)/23:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11-12,14-16,18,34-35,69-71,76H,5-10,13,17,19-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-,18-14-,35-34-/t69-,70+,71+/m0/s1	HRDRCRPGQXRJNK-ULEALLKISA-N	1372.940927			MMDBc0039710
BASm0026512	CL(14:1(11Z)/14:1(11Z)/15:1(11Z)/23:1(9Z))	CL(14:1(11Z)/14:1(11Z)/15:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/15:1(11Z)/23:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11-12,14-16,18,36-37,69-71,76H,5-10,13,17,19-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-,18-14-,37-36-/t69-,70+,71+/m0/s1	DBRLJEAHVIPCEN-HOLOQHDZSA-N	1372.940927			MMDBc0039711
BASm0026513	CL(14:1(11Z)/14:1(11Z)/15:1(11Z)/25:0)	CL(14:1(11Z)/14:1(11Z)/15:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/15:1(11Z)/25:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,14-16,18,71-73,78H,5-10,13,17,19-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,18-14-/t71-,72+,73+/m0/s1	MQQMIEOLSMVUCX-KGUPIHPISA-N	1402.987877			MMDBc0039712
BASm0026514	CL(14:1(11Z)/14:1(11Z)/15:1(11Z)/25:1(11Z))	CL(14:1(11Z)/14:1(11Z)/15:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/15:1(11Z)/25:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,14-16,18,36-37,71-73,78H,5-10,13,17,19-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,18-14-,37-36-/t71-,72+,73+/m0/s1	IVKMNRIUQANFTD-IWZHIZRCSA-N	1400.972227			MMDBc0039713
BASm0026515	CL(14:1(11Z)/14:1(11Z)/15:1(11Z)/25:1(9Z))	CL(14:1(11Z)/14:1(11Z)/15:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/15:1(11Z)/25:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,14-16,18,38-39,71-73,78H,5-10,13,17,19-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,18-14-,39-38-/t71-,72+,73+/m0/s1	SCGMNIIFCJFMKE-NKQZYWIDSA-N	1400.972227			MMDBc0039714
BASm0026516	CL(14:1(11Z)/14:1(11Z)/15:1(11Z)/27:0)	CL(14:1(11Z)/14:1(11Z)/15:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/15:1(11Z)/27:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,14-16,18,73-75,80H,5-10,13,17,19-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,18-14-/t73-,74+,75+/m0/s1	WBTYYPYGEDJJIV-ZZVJMVCISA-N	1431.019177			MMDBc0039715
BASm0026517	CL(14:1(11Z)/14:1(11Z)/15:1(11Z)/27:1(11Z))	CL(14:1(11Z)/14:1(11Z)/15:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/15:1(11Z)/27:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,14-16,18,38-39,73-75,80H,5-10,13,17,19-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,18-14-,39-38-/t73-,74+,75+/m0/s1	GRERUJHSXYKZID-KULIPRNUSA-N	1429.003527			MMDBc0039716
BASm0026518	CL(14:1(11Z)/14:1(11Z)/15:1(11Z)/27:1(9Z))	CL(14:1(11Z)/14:1(11Z)/15:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/15:1(11Z)/27:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,14-16,18,40-41,73-75,80H,5-10,13,17,19-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,18-14-,41-40-/t73-,74+,75+/m0/s1	FWPCWQGQNLDQRS-XEDLWHSCSA-N	1429.003527			MMDBc0039717
BASm0026519	CL(14:1(11Z)/14:1(11Z)/15:1(11Z)/29:0)	CL(14:1(11Z)/14:1(11Z)/15:1(11Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/15:1(11Z)/29:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,14-16,18,75-77,82H,5-10,13,17,19-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,18-14-/t75-,76+,77+/m0/s1	BVIRVGYKACGHOG-YDDCMXRGSA-N	1459.050477			MMDBc0039718
BASm0026520	CL(14:1(11Z)/14:1(11Z)/15:1(9Z)/23:1(11Z))	CL(14:1(11Z)/14:1(11Z)/15:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/15:1(9Z)/23:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11-12,15-16,22,26,34-35,69-71,76H,5-10,13-14,17-21,23-25,27-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-,26-22-,35-34-/t69-,70+,71+/m0/s1	WFPDADWLKYBZQV-XVLRCRGOSA-N	1372.940927			MMDBc0039719
BASm0026521	CL(14:1(11Z)/14:1(11Z)/15:1(9Z)/23:1(9Z))	CL(14:1(11Z)/14:1(11Z)/15:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/15:1(9Z)/23:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11-12,15-16,22,26,36-37,69-71,76H,5-10,13-14,17-21,23-25,27-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-,26-22-,37-36-/t69-,70+,71+/m0/s1	ONFBEKZBYCXSFN-AEWQTDTISA-N	1372.940927			MMDBc0039720
BASm0026522	CL(14:1(11Z)/14:1(11Z)/15:1(9Z)/25:0)	CL(14:1(11Z)/14:1(11Z)/15:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/15:1(9Z)/25:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,15-16,22,26,71-73,78H,5-10,13-14,17-21,23-25,27-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,26-22-/t71-,72+,73+/m0/s1	YKVAOJRDWMTYGE-QMIFHDKVSA-N	1402.987877			MMDBc0039721
BASm0026523	CL(14:1(11Z)/14:1(11Z)/15:1(9Z)/25:1(11Z))	CL(14:1(11Z)/14:1(11Z)/15:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/15:1(9Z)/25:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,15-16,22,26,36-37,71-73,78H,5-10,13-14,17-21,23-25,27-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,26-22-,37-36-/t71-,72+,73+/m0/s1	MFGCDQIZOJZUHM-USILIGRGSA-N	1400.972227			MMDBc0039722
BASm0026524	CL(14:1(11Z)/14:1(11Z)/15:1(9Z)/25:1(9Z))	CL(14:1(11Z)/14:1(11Z)/15:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/15:1(9Z)/25:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,15-16,22,26,38-39,71-73,78H,5-10,13-14,17-21,23-25,27-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,26-22-,39-38-/t71-,72+,73+/m0/s1	SJVHYSAWJPDNSK-ZYWHKRNGSA-N	1400.972227			MMDBc0039723
BASm0026525	CL(14:1(11Z)/14:1(11Z)/15:1(9Z)/27:0)	CL(14:1(11Z)/14:1(11Z)/15:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/15:1(9Z)/27:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,22,26,73-75,80H,5-10,13-14,17-21,23-25,27-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,26-22-/t73-,74+,75+/m0/s1	GEIQAXMECHDNTK-OOYNGJHFSA-N	1431.019177			MMDBc0039724
BASm0026526	CL(14:1(11Z)/14:1(11Z)/15:1(9Z)/27:1(11Z))	CL(14:1(11Z)/14:1(11Z)/15:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/15:1(9Z)/27:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,22,26,38-39,73-75,80H,5-10,13-14,17-21,23-25,27-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,26-22-,39-38-/t73-,74+,75+/m0/s1	QKTKROHBJHJHSR-PIOZMDCDSA-N	1429.003527			MMDBc0039725
BASm0026527	CL(14:1(11Z)/14:1(11Z)/15:1(9Z)/27:1(9Z))	CL(14:1(11Z)/14:1(11Z)/15:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/15:1(9Z)/27:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,22,26,40-41,73-75,80H,5-10,13-14,17-21,23-25,27-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,26-22-,41-40-/t73-,74+,75+/m0/s1	YQIFYUUNFILREJ-RRGYPBCFSA-N	1429.003527			MMDBc0039726
BASm0026528	CL(14:1(11Z)/14:1(11Z)/15:1(9Z)/29:0)	CL(14:1(11Z)/14:1(11Z)/15:1(9Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/15:1(9Z)/29:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,22,26,75-77,82H,5-10,13-14,17-21,23-25,27-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,26-22-/t75-,76+,77+/m0/s1	NTVZFNRAPIXMQN-URZBIVRDSA-N	1459.050477			MMDBc0039727
BASm0026529	CL(14:1(11Z)/14:1(11Z)/16:0/16:1(11Z))	CL(14:1(11Z)/14:1(11Z)/16:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:0/16:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h11-12,15-16,18,22,63-65,70H,5-10,13-14,17,19-21,23-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,16-12-,22-18-/t63-,64+,65+/m0/s1	YWTDSMOYYORCIK-OFSCLJHFSA-N	1290.862677			MMDBc0039728
BASm0026530	CL(14:1(11Z)/14:1(11Z)/16:0/16:1(9Z))	CL(14:1(11Z)/14:1(11Z)/16:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:0/16:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h11-12,15-16,26,30,63-65,70H,5-10,13-14,17-25,27-29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,16-12-,30-26-/t63-,64+,65+/m0/s1	ROGVQGDFMVNHPZ-QHCMHADOSA-N	1290.862677			MMDBc0039729
BASm0026531	CL(14:1(11Z)/14:1(11Z)/16:0/18:0)	CL(14:1(11Z)/14:1(11Z)/16:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:0/18:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h11-12,15-16,65-67,72H,5-10,13-14,17-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,16-12-/t65-,66+,67+/m0/s1	DLNWBVVXJAAWMV-NYXYVSNESA-N	1320.909627			MMDBc0039730
BASm0026532	CL(14:1(11Z)/14:1(11Z)/16:0/18:1(11Z))	CL(14:1(11Z)/14:1(11Z)/16:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:0/18:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h11-12,15-16,25,29,65-67,72H,5-10,13-14,17-24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,16-12-,29-25-/t65-,66+,67+/m0/s1	UMQZDBCMBAPBQH-HLZGLPCSSA-N	1318.893977			MMDBc0039731
BASm0026533	CL(14:1(11Z)/14:1(11Z)/16:0/18:1(9Z))	CL(14:1(11Z)/14:1(11Z)/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:0/18:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h11-12,15-16,31-32,65-67,72H,5-10,13-14,17-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,16-12-,32-31-/t65-,66+,67+/m0/s1	WVHTYLZBYXJGJO-KNLBVTJDSA-N	1318.893977			MMDBc0039732
BASm0026534	CL(14:1(11Z)/14:1(11Z)/16:0/20:0)	CL(14:1(11Z)/14:1(11Z)/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:0/20:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h11-12,15-16,67-69,74H,5-10,13-14,17-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,16-12-/t67-,68+,69+/m0/s1	HVZMEUOFYNVRQQ-BYSNVVBGSA-N	1348.940927			MMDBc0039733
BASm0026535	CL(14:1(11Z)/14:1(11Z)/16:0/20:1(11Z))	CL(14:1(11Z)/14:1(11Z)/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:0/20:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h11-12,15-16,31-32,67-69,74H,5-10,13-14,17-30,33-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,16-12-,32-31-/t67-,68+,69+/m0/s1	OSWJWQCQZHMVLE-SXOLEIFZSA-N	1346.925277			MMDBc0039734
BASm0026536	CL(14:1(11Z)/14:1(11Z)/16:0/20:1(13Z))	CL(14:1(11Z)/14:1(11Z)/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:0/20:1(13Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h11-12,15-16,25,29,67-69,74H,5-10,13-14,17-24,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,16-12-,29-25-/t67-,68+,69+/m0/s1	LFCKXOZUQRSTDX-AKOZZKGISA-N	1346.925277			MMDBc0039735
BASm0026537	CL(14:1(11Z)/14:1(11Z)/16:0/22:0)	CL(14:1(11Z)/14:1(11Z)/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:0/22:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11-12,15-16,69-71,76H,5-10,13-14,17-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-/t69-,70+,71+/m0/s1	UPZYXWKTEYRYPW-ZVZMFWTJSA-N	1376.972227			MMDBc0039736
BASm0026538	CL(14:1(11Z)/14:1(11Z)/16:0/22:1(11Z))	CL(14:1(11Z)/14:1(11Z)/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:0/22:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11-12,15-16,33-34,69-71,76H,5-10,13-14,17-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-,34-33-/t69-,70+,71+/m0/s1	UFPYXGZSLPYPDE-DAUIMBCNSA-N	1374.956577			MMDBc0039737
BASm0026539	CL(14:1(11Z)/14:1(11Z)/16:0/22:1(9Z))	CL(14:1(11Z)/14:1(11Z)/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:0/22:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11-12,15-16,35-36,69-71,76H,5-10,13-14,17-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-,36-35-/t69-,70+,71+/m0/s1	QJTWRVMJPRRTOD-SFQXOURTSA-N	1374.956577			MMDBc0039738
BASm0026540	CL(14:1(11Z)/14:1(11Z)/16:0/24:0)	CL(14:1(11Z)/14:1(11Z)/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:0/24:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,15-16,71-73,78H,5-10,13-14,17-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-/t71-,72+,73+/m0/s1	GYXPSOYPMGHVRC-SGABJXTMSA-N	1405.003527			MMDBc0039739
BASm0026541	CL(14:1(11Z)/14:1(11Z)/16:0/24:1(11Z))	CL(14:1(11Z)/14:1(11Z)/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:0/24:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,15-16,35-36,71-73,78H,5-10,13-14,17-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,36-35-/t71-,72+,73+/m0/s1	JLVWDSTVVMIWRO-VFVYWAMBSA-N	1402.987877			MMDBc0039740
BASm0026542	CL(14:1(11Z)/14:1(11Z)/16:0/24:1(9Z))	CL(14:1(11Z)/14:1(11Z)/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:0/24:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,15-16,37-38,71-73,78H,5-10,13-14,17-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,38-37-/t71-,72+,73+/m0/s1	HFIPCNCKBYIXNL-XIZVJPKFSA-N	1402.987877			MMDBc0039741
BASm0026543	CL(14:1(11Z)/14:1(11Z)/16:0/26:0)	CL(14:1(11Z)/14:1(11Z)/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:0/26:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,73-75,80H,5-10,13-14,17-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-/t73-,74+,75+/m0/s1	CKPRQOCXJIYTJQ-KEZUZWJMSA-N	1433.034827			MMDBc0039742
BASm0026544	CL(14:1(11Z)/14:1(11Z)/16:0/26:1(11Z))	CL(14:1(11Z)/14:1(11Z)/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:0/26:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,36-37,73-75,80H,5-10,13-14,17-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,37-36-/t73-,74+,75+/m0/s1	YHZMHPHNHRDOPE-LDPMFEKMSA-N	1431.019177			MMDBc0039743
BASm0026545	CL(14:1(11Z)/14:1(11Z)/16:0/26:1(9Z))	CL(14:1(11Z)/14:1(11Z)/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:0/26:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-42-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(96-79(84)66-62-58-54-50-45-28-24-20-16-12-8-4)70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3/h11-12,15-16,39-40,74-76,81H,5-10,13-14,17-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b15-11-,16-12-,40-39-/t74-,75+,76+/m0/s1	CBTCKLKJOMXWPD-HMPUDJECSA-N	1445.034827			MMDBc0039744
BASm0026546	CL(14:1(11Z)/14:1(11Z)/16:0/28:0)	CL(14:1(11Z)/14:1(11Z)/16:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:0/28:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,75-77,82H,5-10,13-14,17-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-/t75-,76+,77+/m0/s1	HJADLWYANZNWCE-RXXNXMCQSA-N	1461.066127			MMDBc0039745
BASm0026547	CL(14:1(11Z)/14:1(11Z)/16:0/28:1(11Z))	CL(14:1(11Z)/14:1(11Z)/16:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:0/28:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,38-39,75-77,82H,5-10,13-14,17-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,39-38-/t75-,76+,77+/m0/s1	DXQLRDGLIDEXIX-ZXGIUSKFSA-N	1459.050477			MMDBc0039746
BASm0026548	CL(14:1(11Z)/14:1(11Z)/16:0/28:1(9Z))	CL(14:1(11Z)/14:1(11Z)/16:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:0/28:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,40-41,75-77,82H,5-10,13-14,17-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,41-40-/t75-,76+,77+/m0/s1	XFIIYPIPUUULHD-NVTZEYMNSA-N	1459.050477			MMDBc0039747
BASm0026549	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/18:0)	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/18:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h11-12,15-16,18,22,65-67,72H,5-10,13-14,17,19-21,23-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,16-12-,22-18-/t65-,66+,67+/m0/s1	OCHPWRYORKGAEJ-YRSRTOERSA-N	1318.893977			MMDBc0039748
BASm0026550	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/18:1(11Z))	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/18:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h11-12,15-16,18,22,25,29,65-67,72H,5-10,13-14,17,19-21,23-24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,16-12-,22-18-,29-25-/t65-,66+,67+/m0/s1	DKVWGNBIHQZFRD-ZBTOSSPUSA-N	1316.878327			MMDBc0039749
BASm0026551	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/18:1(9Z))	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/18:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h11-12,15-16,18,22,31-32,65-67,72H,5-10,13-14,17,19-21,23-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,16-12-,22-18-,32-31-/t65-,66+,67+/m0/s1	NCJUUTYQPMSXAI-YZCRBARBSA-N	1316.878327			MMDBc0039750
BASm0026552	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/20:0)	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/20:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h11-12,15-16,18,22,67-69,74H,5-10,13-14,17,19-21,23-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,16-12-,22-18-/t67-,68+,69+/m0/s1	QRUBUNUSSJDYCV-LCIRPFIWSA-N	1346.925277			MMDBc0039751
BASm0026553	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/20:1(11Z))	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/20:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h11-12,15-16,18,22,31-32,67-69,74H,5-10,13-14,17,19-21,23-30,33-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,16-12-,22-18-,32-31-/t67-,68+,69+/m0/s1	PQZWNPRCYZRDIQ-ACRAINPXSA-N	1344.909627			MMDBc0039752
BASm0026554	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/20:1(13Z))	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/20:1(13Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h11-12,15-16,18,22,25,29,67-69,74H,5-10,13-14,17,19-21,23-24,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,16-12-,22-18-,29-25-/t67-,68+,69+/m0/s1	XKJATYLVRXPPAS-LLOVJXQYSA-N	1344.909627			MMDBc0039753
BASm0026555	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/22:0)	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/22:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11-12,15-16,18,22,69-71,76H,5-10,13-14,17,19-21,23-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-,22-18-/t69-,70+,71+/m0/s1	KWAIQHUMNJKNEI-LBHVPGRWSA-N	1374.956577			MMDBc0039754
BASm0026556	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/22:1(11Z))	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/22:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11-12,15-16,18,22,33-34,69-71,76H,5-10,13-14,17,19-21,23-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-,22-18-,34-33-/t69-,70+,71+/m0/s1	MWYYLUOIHFWVCL-QQFKULDRSA-N	1372.940927			MMDBc0039755
BASm0026557	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/22:1(9Z))	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/22:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11-12,15-16,18,22,35-36,69-71,76H,5-10,13-14,17,19-21,23-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-,22-18-,36-35-/t69-,70+,71+/m0/s1	XGQMLJQHVADVIP-STQMXYCLSA-N	1372.940927			MMDBc0039756
BASm0026558	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/24:0)	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/24:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,15-16,18,22,71-73,78H,5-10,13-14,17,19-21,23-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,22-18-/t71-,72+,73+/m0/s1	AZHWGLXITNPLIJ-WOTLJHJQSA-N	1402.987877			MMDBc0039757
BASm0026559	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/24:1(11Z))	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/24:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,15-16,18,22,35-36,71-73,78H,5-10,13-14,17,19-21,23-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,22-18-,36-35-/t71-,72+,73+/m0/s1	ABTSPHKMYJETPA-YIJHDWQNSA-N	1400.972227			MMDBc0039758
BASm0026560	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/24:1(9Z))	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/24:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,15-16,18,22,37-38,71-73,78H,5-10,13-14,17,19-21,23-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,22-18-,38-37-/t71-,72+,73+/m0/s1	DNFSDWHGRHRNSB-HBNANCPOSA-N	1400.972227			MMDBc0039759
BASm0026561	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/26:0)	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/26:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,18,22,73-75,80H,5-10,13-14,17,19-21,23-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,22-18-/t73-,74+,75+/m0/s1	YTXXUKPKRGHWBU-PNDNKFJRSA-N	1431.019177			MMDBc0039760
BASm0026562	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/26:1(11Z))	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/26:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,18,22,36-37,73-75,80H,5-10,13-14,17,19-21,23-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,22-18-,37-36-/t73-,74+,75+/m0/s1	YPBIWJVWHSXULH-YQNLFRKMSA-N	1429.003527			MMDBc0039761
BASm0026563	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/26:1(9Z))	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/26:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-42-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(96-79(84)66-62-58-54-50-45-28-24-20-16-12-8-4)70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3/h11-12,15-16,18,22,39-40,74-76,81H,5-10,13-14,17,19-21,23-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b15-11-,16-12-,22-18-,40-39-/t74-,75+,76+/m0/s1	NBQGTSHNYGODSU-PJQWREKISA-N	1443.019177			MMDBc0039762
BASm0026564	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/28:0)	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/28:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,18,22,75-77,82H,5-10,13-14,17,19-21,23-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,22-18-/t75-,76+,77+/m0/s1	WBEJZXGDRXTEKK-JFCUCJPSSA-N	1459.050477			MMDBc0039763
BASm0026565	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/28:1(11Z))	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/28:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,18,22,38-39,75-77,82H,5-10,13-14,17,19-21,23-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,22-18-,39-38-/t75-,76+,77+/m0/s1	DCWWXBBZBYSVCB-SAWBAPATSA-N	1457.034827			MMDBc0039764
BASm0026566	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/28:1(9Z))	CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(11Z)/28:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,18,22,40-41,75-77,82H,5-10,13-14,17,19-21,23-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,22-18-,41-40-/t75-,76+,77+/m0/s1	NGIMRABIVNDSRE-DFRDAYSTSA-N	1457.034827			MMDBc0039765
BASm0026567	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/18:0)	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/18:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h11-12,15-16,26,30,65-67,72H,5-10,13-14,17-25,27-29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,16-12-,30-26-/t65-,66+,67+/m0/s1	KLPVWQGTMCNJRB-RJBXJFPZSA-N	1318.893977			MMDBc0039766
BASm0026568	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/18:1(11Z))	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/18:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h11-12,15-16,25-26,29-30,65-67,72H,5-10,13-14,17-24,27-28,31-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,16-12-,29-25-,30-26-/t65-,66+,67+/m0/s1	PLDPGCBNNFJYJP-GBSRJNLFSA-N	1316.878327			MMDBc0039767
BASm0026569	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/18:1(9Z))	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/18:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h11-12,15-16,26,30-32,65-67,72H,5-10,13-14,17-25,27-29,33-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,16-12-,30-26-,32-31-/t65-,66+,67+/m0/s1	CKFVXKHJFVIVLZ-KFCBNYBGSA-N	1316.878327			MMDBc0039768
BASm0026570	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/20:0)	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/20:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h11-12,15-16,26,30,67-69,74H,5-10,13-14,17-25,27-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,16-12-,30-26-/t67-,68+,69+/m0/s1	RVVYTTQJIFYDIJ-LLEZSFPXSA-N	1346.925277			MMDBc0039769
BASm0026571	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/20:1(11Z))	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/20:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h11-12,15-16,26,30-32,67-69,74H,5-10,13-14,17-25,27-29,33-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,16-12-,30-26-,32-31-/t67-,68+,69+/m0/s1	DGWQOZPTTSBSSJ-BEYJSSMGSA-N	1344.909627			MMDBc0039770
BASm0026572	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/20:1(13Z))	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/20:1(13Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h11-12,15-16,25-26,29-30,67-69,74H,5-10,13-14,17-24,27-28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,16-12-,29-25-,30-26-/t67-,68+,69+/m0/s1	ROBBNNAOXRSXBM-UISXNZCNSA-N	1344.909627			MMDBc0039771
BASm0026573	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/22:0)	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/22:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11-12,15-16,26,30,69-71,76H,5-10,13-14,17-25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-,30-26-/t69-,70+,71+/m0/s1	VASAIECSXZDKFD-MEPPZHSESA-N	1374.956577			MMDBc0039772
BASm0026574	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/22:1(11Z))	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/22:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11-12,15-16,26,30,33-34,69-71,76H,5-10,13-14,17-25,27-29,31-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-,30-26-,34-33-/t69-,70+,71+/m0/s1	GFZCWHGMVGLVBR-BMEHARGNSA-N	1372.940927			MMDBc0039773
BASm0026575	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/22:1(9Z))	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/22:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11-12,15-16,26,30,35-36,69-71,76H,5-10,13-14,17-25,27-29,31-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-,30-26-,36-35-/t69-,70+,71+/m0/s1	IJGOHBIZSTURQP-ZHRZKVOYSA-N	1372.940927			MMDBc0039774
BASm0026576	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/24:0)	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/24:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,15-16,26,30,71-73,78H,5-10,13-14,17-25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,30-26-/t71-,72+,73+/m0/s1	QETDXJXSVMXXGS-DTKGWESBSA-N	1402.987877			MMDBc0039775
BASm0026577	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/24:1(11Z))	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/24:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,15-16,26,30,35-36,71-73,78H,5-10,13-14,17-25,27-29,31-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,30-26-,36-35-/t71-,72+,73+/m0/s1	LHAGFKOKNMGSTB-YJRQPBTLSA-N	1400.972227			MMDBc0039776
BASm0026578	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/24:1(9Z))	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/24:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,15-16,26,30,37-38,71-73,78H,5-10,13-14,17-25,27-29,31-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,30-26-,38-37-/t71-,72+,73+/m0/s1	CTILFOYGMZIUDL-VWPMLHIMSA-N	1400.972227			MMDBc0039777
BASm0026579	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/26:0)	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/26:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,26,30,73-75,80H,5-10,13-14,17-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,30-26-/t73-,74+,75+/m0/s1	DUWGOEYZWJUEIX-LLMSWWEYSA-N	1431.019177			MMDBc0039778
BASm0026580	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/26:1(11Z))	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/26:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,26,30,36-37,73-75,80H,5-10,13-14,17-25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,30-26-,37-36-/t73-,74+,75+/m0/s1	SZMFJUVQXAYNKS-XRDUMBLBSA-N	1429.003527			MMDBc0039779
BASm0026581	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/26:1(9Z))	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/26:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-42-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(96-79(84)66-62-58-54-50-45-28-24-20-16-12-8-4)70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3/h11-12,15-16,26,30,39-40,74-76,81H,5-10,13-14,17-25,27-29,31-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b15-11-,16-12-,30-26-,40-39-/t74-,75+,76+/m0/s1	FYDPRPUCMKPZFL-HMSDTZRVSA-N	1443.019177			MMDBc0039780
BASm0026582	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/28:0)	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/28:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,26,30,75-77,82H,5-10,13-14,17-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,30-26-/t75-,76+,77+/m0/s1	RVRWGHDVEIPGFW-WGMSZMISSA-N	1459.050477			MMDBc0039781
BASm0026583	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/28:1(11Z))	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/28:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,26,30,38-39,75-77,82H,5-10,13-14,17-25,27-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,30-26-,39-38-/t75-,76+,77+/m0/s1	NCOHJAKETKCCQL-JZQDZPMTSA-N	1457.034827			MMDBc0039782
BASm0026584	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/28:1(9Z))	CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/16:1(9Z)/28:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,26,30,40-41,75-77,82H,5-10,13-14,17-25,27-29,31-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,30-26-,41-40-/t75-,76+,77+/m0/s1	KZJRQOBOWOUIRB-RNORXDLYSA-N	1457.034827			MMDBc0039783
BASm0026585	CL(14:1(11Z)/14:1(11Z)/18:0/18:1(11Z))	CL(14:1(11Z)/14:1(11Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:0/18:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h11-12,15-16,26,30,67-69,74H,5-10,13-14,17-25,27-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,16-12-,30-26-/t67-,68+,69+/m0/s1	YMDHQYWIFQMXDF-LLEZSFPXSA-N	1346.925277			MMDBc0039784
BASm0026586	CL(14:1(11Z)/14:1(11Z)/18:0/18:1(9Z))	CL(14:1(11Z)/14:1(11Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:0/18:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h11-12,15-16,32,34,67-69,74H,5-10,13-14,17-31,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,16-12-,34-32-/t67-,68+,69+/m0/s1	KTPQNTWHLSLKEA-YODQNXTNSA-N	1346.925277			MMDBc0039785
BASm0026587	CL(14:1(11Z)/14:1(11Z)/18:0/20:0)	CL(14:1(11Z)/14:1(11Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:0/20:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11-12,15-16,69-71,76H,5-10,13-14,17-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-/t69-,70+,71+/m0/s1	SRWNKBDILIPKII-ZVZMFWTJSA-N	1376.972227			MMDBc0039786
BASm0026588	CL(14:1(11Z)/14:1(11Z)/18:0/20:1(11Z))	CL(14:1(11Z)/14:1(11Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:0/20:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11-12,15-16,31,33,69-71,76H,5-10,13-14,17-30,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-,33-31-/t69-,70+,71+/m0/s1	ZCRNHXHOJMBQTP-HKQLPQSDSA-N	1374.956577			MMDBc0039787
BASm0026589	CL(14:1(11Z)/14:1(11Z)/18:0/20:1(13Z))	CL(14:1(11Z)/14:1(11Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:0/20:1(13Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11-12,15-16,25,29,69-71,76H,5-10,13-14,17-24,26-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-,29-25-/t69-,70+,71+/m0/s1	NBWZJBPBAAJBRS-WMGDBKAESA-N	1374.956577			MMDBc0039788
BASm0026590	CL(14:1(11Z)/14:1(11Z)/18:0/22:0)	CL(14:1(11Z)/14:1(11Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:0/22:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,15-16,71-73,78H,5-10,13-14,17-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-/t71-,72+,73+/m0/s1	BMBKUNNXCIARTL-SGABJXTMSA-N	1405.003527			MMDBc0039789
BASm0026591	CL(14:1(11Z)/14:1(11Z)/18:0/22:1(11Z))	CL(14:1(11Z)/14:1(11Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:0/22:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,15-16,34-35,71-73,78H,5-10,13-14,17-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,35-34-/t71-,72+,73+/m0/s1	NTGGEBKSVVMWIY-KUYLQUGSSA-N	1402.987877			MMDBc0039790
BASm0026592	CL(14:1(11Z)/14:1(11Z)/18:0/22:1(9Z))	CL(14:1(11Z)/14:1(11Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:0/22:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,15-16,36,38,71-73,78H,5-10,13-14,17-35,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,38-36-/t71-,72+,73+/m0/s1	YYGKPLXZGGRCIQ-OLXOOCKASA-N	1402.987877			MMDBc0039791
BASm0026593	CL(14:1(11Z)/14:1(11Z)/18:0/24:0)	CL(14:1(11Z)/14:1(11Z)/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:0/24:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,73-75,80H,5-10,13-14,17-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-/t73-,74+,75+/m0/s1	XYRXMRKSMMNFPT-KEZUZWJMSA-N	1433.034827			MMDBc0039792
BASm0026594	CL(14:1(11Z)/14:1(11Z)/18:0/24:1(11Z))	CL(14:1(11Z)/14:1(11Z)/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:0/24:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,36-37,73-75,80H,5-10,13-14,17-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,37-36-/t73-,74+,75+/m0/s1	MEYJJYJZTOTRRP-LDPMFEKMSA-N	1431.019177			MMDBc0039793
BASm0026595	CL(14:1(11Z)/14:1(11Z)/18:0/24:1(9Z))	CL(14:1(11Z)/14:1(11Z)/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:0/24:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,38,40,73-75,80H,5-10,13-14,17-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,40-38-/t73-,74+,75+/m0/s1	IISWBQUMQFLXIE-JIEILYLUSA-N	1431.019177			MMDBc0039794
BASm0026596	CL(14:1(11Z)/14:1(11Z)/18:0/26:0)	CL(14:1(11Z)/14:1(11Z)/18:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:0/26:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,75-77,82H,5-10,13-14,17-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-/t75-,76+,77+/m0/s1	VLJBHHMDWCXXSO-RXXNXMCQSA-N	1461.066127			MMDBc0039795
BASm0026597	CL(14:1(11Z)/14:1(11Z)/18:0/26:1(11Z))	CL(14:1(11Z)/14:1(11Z)/18:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:0/26:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,37-38,75-77,82H,5-10,13-14,17-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,38-37-/t75-,76+,77+/m0/s1	DPIOPRFKIJTCSD-PVQPIUGUSA-N	1459.050477			MMDBc0039796
BASm0026598	CL(14:1(11Z)/14:1(11Z)/18:0/26:1(9Z))	CL(14:1(11Z)/14:1(11Z)/18:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:0/26:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-41-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-42-32-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3/h11-12,15-16,40-41,76-78,83H,5-10,13-14,17-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b15-11-,16-12-,41-40-/t76-,77+,78+/m0/s1	JWXSQJIPQIXVTB-PUXQRAQFSA-N	1473.066127			MMDBc0039797
BASm0026599	CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/20:0)	CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/20:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11-12,15-16,26,30,69-71,76H,5-10,13-14,17-25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-,30-26-/t69-,70+,71+/m0/s1	INQXDIXEFRSTHN-MEPPZHSESA-N	1374.956577			MMDBc0039798
BASm0026600	CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/20:1(11Z))	CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/20:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11-12,15-16,26,30-31,33,69-71,76H,5-10,13-14,17-25,27-29,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-,30-26-,33-31-/t69-,70+,71+/m0/s1	YUWCSWWLHZMOHA-VLENIEOGSA-N	1372.940927			MMDBc0039799
BASm0026601	CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/20:1(13Z))	CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/20:1(13Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11-12,15-16,25-26,29-30,69-71,76H,5-10,13-14,17-24,27-28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-,29-25-,30-26-/t69-,70+,71+/m0/s1	XMSCHFGYWCLSGG-DNKACLOYSA-N	1372.940927			MMDBc0039800
BASm0026602	CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/22:0)	CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/22:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,15-16,26,30,71-73,78H,5-10,13-14,17-25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,30-26-/t71-,72+,73+/m0/s1	JKORZVDOJCRBQG-DTKGWESBSA-N	1402.987877			MMDBc0039801
BASm0026603	CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/22:1(11Z))	CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/22:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,15-16,26,30,34-35,71-73,78H,5-10,13-14,17-25,27-29,31-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,30-26-,35-34-/t71-,72+,73+/m0/s1	OLEJBAJHVZIQLO-NLCRKZTDSA-N	1400.972227			MMDBc0039802
BASm0026604	CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/22:1(9Z))	CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/22:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,15-16,26,30,36,38,71-73,78H,5-10,13-14,17-25,27-29,31-35,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,30-26-,38-36-/t71-,72+,73+/m0/s1	UFGMPMGGXNKSTL-YIQIFTGGSA-N	1400.972227			MMDBc0039803
BASm0026605	CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/24:0)	CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/24:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,26,30,73-75,80H,5-10,13-14,17-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,30-26-/t73-,74+,75+/m0/s1	FYAXQHAAEBYMSS-LLMSWWEYSA-N	1431.019177			MMDBc0039804
BASm0026606	CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/24:1(11Z))	CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/24:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,26,30,36-37,73-75,80H,5-10,13-14,17-25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,30-26-,37-36-/t73-,74+,75+/m0/s1	NDRGRJBNSSJEBH-XRDUMBLBSA-N	1429.003527			MMDBc0039805
BASm0026607	CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/24:1(9Z))	CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/24:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,26,30,38,40,73-75,80H,5-10,13-14,17-25,27-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,30-26-,40-38-/t73-,74+,75+/m0/s1	XJZWKPMILSKPBV-PBQZHCQBSA-N	1429.003527			MMDBc0039806
BASm0026608	CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/26:0)	CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/26:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,26,30,75-77,82H,5-10,13-14,17-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,30-26-/t75-,76+,77+/m0/s1	GCNCSXVBCZDQGI-WGMSZMISSA-N	1459.050477			MMDBc0039807
BASm0026609	CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/26:1(11Z))	CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/26:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,26,30,37-38,75-77,82H,5-10,13-14,17-25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,30-26-,38-37-/t75-,76+,77+/m0/s1	JRDAWPMSHWXIJV-NDDTZHBKSA-N	1457.034827			MMDBc0039808
BASm0026610	CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/26:1(9Z))	CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:1(11Z)/26:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H152O17P2	InChI=1S/C82H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-41-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-42-32-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3/h11-12,15-16,26,30,40-41,76-78,83H,5-10,13-14,17-25,27-29,31-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b15-11-,16-12-,30-26-,41-40-/t76-,77+,78+/m0/s1	HVQURKXYNPHRJK-FPGPEKPHSA-N	1471.050477			MMDBc0039809
BASm0026611	CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/20:0)	CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/20:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11-12,15-16,32,35,69-71,76H,5-10,13-14,17-31,33-34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-,35-32-/t69-,70+,71+/m0/s1	ASTDTZHEDQMFCC-KDCUDODVSA-N	1374.956577			MMDBc0039810
BASm0026612	CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/20:1(11Z))	CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/20:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11-12,15-16,31-33,35,69-71,76H,5-10,13-14,17-30,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-,33-31-,35-32-/t69-,70+,71+/m0/s1	BZUFECFXVJQOOF-WFGJQUEZSA-N	1372.940927			MMDBc0039811
BASm0026613	CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/20:1(13Z))	CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/20:1(13Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11-12,15-16,25,29,32,35,69-71,76H,5-10,13-14,17-24,26-28,30-31,33-34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-,29-25-,35-32-/t69-,70+,71+/m0/s1	YHESBPDUEOWCLR-XMPGPZHLSA-N	1372.940927			MMDBc0039812
BASm0026614	CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/22:0)	CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/22:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,15-16,32,37,71-73,78H,5-10,13-14,17-31,33-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,37-32-/t71-,72+,73+/m0/s1	ZHSPBVVPFZJOIS-LNUOYVACSA-N	1402.987877			MMDBc0039813
BASm0026615	CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/22:1(11Z))	CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/22:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,15-16,32,34-35,37,71-73,78H,5-10,13-14,17-31,33,36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,35-34-,37-32-/t71-,72+,73+/m0/s1	KUQSAFLFLPRTLU-CCBBVWSESA-N	1400.972227			MMDBc0039814
BASm0026616	CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/22:1(9Z))	CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/22:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,15-16,32,36-38,71-73,78H,5-10,13-14,17-31,33-35,39-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,37-32-,38-36-/t71-,72+,73+/m0/s1	VZUAANCFNPFCSA-MANHVDCPSA-N	1400.972227			MMDBc0039815
BASm0026617	CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/24:0)	CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/24:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,32,39,73-75,80H,5-10,13-14,17-31,33-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,39-32-/t73-,74+,75+/m0/s1	SXBIASSEGSDKJU-GFNREMKISA-N	1431.019177			MMDBc0039816
BASm0026618	CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/24:1(11Z))	CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/24:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,32,36-37,39,73-75,80H,5-10,13-14,17-31,33-35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,37-36-,39-32-/t73-,74+,75+/m0/s1	KUOUWOPGXYHTNZ-LJDZDRNXSA-N	1429.003527			MMDBc0039817
BASm0026619	CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/24:1(9Z))	CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/24:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,32,38-40,73-75,80H,5-10,13-14,17-31,33-37,41-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,39-32-,40-38-/t73-,74+,75+/m0/s1	VUSAHQRJTDSDAG-OASZPANFSA-N	1429.003527			MMDBc0039818
BASm0026620	CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/26:0)	CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/26:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,32,41,75-77,82H,5-10,13-14,17-31,33-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,41-32-/t75-,76+,77+/m0/s1	CMZPRHXECFMHBF-SGKONCTHSA-N	1459.050477			MMDBc0039819
BASm0026621	CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/26:1(11Z))	CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/26:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,32,37-38,41,75-77,82H,5-10,13-14,17-31,33-36,39-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,38-37-,41-32-/t75-,76+,77+/m0/s1	YWUPBKPDVMOJEB-FTIJXQPVSA-N	1457.034827			MMDBc0039820
BASm0026622	CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/26:1(9Z))	CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/18:1(9Z)/26:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H152O17P2	InChI=1S/C82H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-41-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-42-32-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3/h11-12,15-16,32,40-42,76-78,83H,5-10,13-14,17-31,33-39,43-75H2,1-4H3,(H,88,89)(H,90,91)/b15-11-,16-12-,41-40-,42-32-/t76-,77+,78+/m0/s1	IIUPSXQUNVIDFV-ZUKPFIKBSA-N	1471.050477			MMDBc0039821
BASm0026623	CL(14:1(11Z)/14:1(11Z)/20:0/20:1(11Z))	CL(14:1(11Z)/14:1(11Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/20:0/20:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,15-16,32,34,71-73,78H,5-10,13-14,17-31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,34-32-/t71-,72+,73+/m0/s1	AYIZOEPOYVSMBR-RTAHPQJESA-N	1402.987877			MMDBc0039822
BASm0026624	CL(14:1(11Z)/14:1(11Z)/20:0/20:1(13Z))	CL(14:1(11Z)/14:1(11Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/20:0/20:1(13Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11-12,15-16,26,30,71-73,78H,5-10,13-14,17-25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,30-26-/t71-,72+,73+/m0/s1	GQXIXEHPGDOBOZ-DTKGWESBSA-N	1402.987877			MMDBc0039823
BASm0026625	CL(14:1(11Z)/14:1(11Z)/20:0/22:0)	CL(14:1(11Z)/14:1(11Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/20:0/22:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,73-75,80H,5-10,13-14,17-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-/t73-,74+,75+/m0/s1	HAURZKHQCICGBA-KEZUZWJMSA-N	1433.034827			MMDBc0039824
BASm0026626	CL(14:1(11Z)/14:1(11Z)/20:0/22:1(11Z))	CL(14:1(11Z)/14:1(11Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/20:0/22:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,35-36,73-75,80H,5-10,13-14,17-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,36-35-/t73-,74+,75+/m0/s1	CNAHZRSETZXGMT-FPVWMTSMSA-N	1431.019177			MMDBc0039825
BASm0026627	CL(14:1(11Z)/14:1(11Z)/20:0/22:1(9Z))	CL(14:1(11Z)/14:1(11Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/20:0/22:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,38,40,73-75,80H,5-10,13-14,17-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,40-38-/t73-,74+,75+/m0/s1	LTJRUUXPFLEOED-JIEILYLUSA-N	1431.019177			MMDBc0039826
BASm0026628	CL(14:1(11Z)/14:1(11Z)/20:0/24:0)	CL(14:1(11Z)/14:1(11Z)/20:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/20:0/24:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,75-77,82H,5-10,13-14,17-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-/t75-,76+,77+/m0/s1	RAALVKQHYDZDOZ-RXXNXMCQSA-N	1461.066127			MMDBc0039827
BASm0026629	CL(14:1(11Z)/14:1(11Z)/20:0/24:1(11Z))	CL(14:1(11Z)/14:1(11Z)/20:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/20:0/24:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,37-38,75-77,82H,5-10,13-14,17-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,38-37-/t75-,76+,77+/m0/s1	FBAARXNPGBQCQZ-PVQPIUGUSA-N	1459.050477			MMDBc0039828
BASm0026630	CL(14:1(11Z)/14:1(11Z)/20:0/24:1(9Z))	CL(14:1(11Z)/14:1(11Z)/20:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/20:0/24:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,40,42,75-77,82H,5-10,13-14,17-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,42-40-/t75-,76+,77+/m0/s1	IEVVQHWCCVIGNG-GISANNRDSA-N	1459.050477			MMDBc0039829
BASm0026631	CL(14:1(11Z)/14:1(11Z)/20:1(11Z)/22:0)	CL(14:1(11Z)/14:1(11Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/20:1(11Z)/22:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,32,34,73-75,80H,5-10,13-14,17-31,33,35-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,34-32-/t73-,74+,75+/m0/s1	QWGHXJPCYZHQRL-QZIWZHHFSA-N	1431.019177			MMDBc0039830
BASm0026632	CL(14:1(11Z)/14:1(11Z)/20:1(11Z)/22:1(11Z))	CL(14:1(11Z)/14:1(11Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/20:1(11Z)/22:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,32,34-36,73-75,80H,5-10,13-14,17-31,33,37-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,34-32-,36-35-/t73-,74+,75+/m0/s1	VMTVZWJREZOJDC-OZIZBLACSA-N	1429.003527			MMDBc0039831
BASm0026633	CL(14:1(11Z)/14:1(11Z)/20:1(11Z)/22:1(9Z))	CL(14:1(11Z)/14:1(11Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/20:1(11Z)/22:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,32,34,38,40,73-75,80H,5-10,13-14,17-31,33,35-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,34-32-,40-38-/t73-,74+,75+/m0/s1	JRIFBPALGMMDLU-MJOGHKIISA-N	1429.003527			MMDBc0039832
BASm0026634	CL(14:1(11Z)/14:1(11Z)/20:1(11Z)/24:0)	CL(14:1(11Z)/14:1(11Z)/20:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/20:1(11Z)/24:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,32,34,75-77,82H,5-10,13-14,17-31,33,35-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,34-32-/t75-,76+,77+/m0/s1	YAOFAKUNGDITFE-BCTVZCFSSA-N	1459.050477			MMDBc0039833
BASm0026635	CL(14:1(11Z)/14:1(11Z)/20:1(11Z)/24:1(11Z))	CL(14:1(11Z)/14:1(11Z)/20:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/20:1(11Z)/24:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,32,34,37-38,75-77,82H,5-10,13-14,17-31,33,35-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,34-32-,38-37-/t75-,76+,77+/m0/s1	GMTCONGSJWTCMU-AKBRKHIHSA-N	1457.034827			MMDBc0039834
BASm0026636	CL(14:1(11Z)/14:1(11Z)/20:1(11Z)/24:1(9Z))	CL(14:1(11Z)/14:1(11Z)/20:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/20:1(11Z)/24:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,32,34,40,42,75-77,82H,5-10,13-14,17-31,33,35-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,34-32-,42-40-/t75-,76+,77+/m0/s1	NJHFIGFRVIHJNY-CWTOSOLLSA-N	1457.034827			MMDBc0039835
BASm0026637	CL(14:1(11Z)/14:1(11Z)/20:1(13Z)/22:0)	CL(14:1(11Z)/14:1(11Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/20:1(13Z)/22:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,26,30,73-75,80H,5-10,13-14,17-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,30-26-/t73-,74+,75+/m0/s1	XQCZLSUMOTXSJL-LLMSWWEYSA-N	1431.019177			MMDBc0039836
BASm0026638	CL(14:1(11Z)/14:1(11Z)/20:1(13Z)/22:1(11Z))	CL(14:1(11Z)/14:1(11Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/20:1(13Z)/22:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,26,30,35-36,73-75,80H,5-10,13-14,17-25,27-29,31-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,30-26-,36-35-/t73-,74+,75+/m0/s1	TVZJGZMHGUAPOW-VXHRCEAPSA-N	1429.003527			MMDBc0039837
BASm0026639	CL(14:1(11Z)/14:1(11Z)/20:1(13Z)/22:1(9Z))	CL(14:1(11Z)/14:1(11Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/20:1(13Z)/22:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11-12,15-16,26,30,38,40,73-75,80H,5-10,13-14,17-25,27-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,30-26-,40-38-/t73-,74+,75+/m0/s1	OGOBNHOSBXPFEL-PBQZHCQBSA-N	1429.003527			MMDBc0039838
BASm0026640	CL(14:1(11Z)/14:1(11Z)/20:1(13Z)/24:0)	CL(14:1(11Z)/14:1(11Z)/20:1(13Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/20:1(13Z)/24:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,26,30,75-77,82H,5-10,13-14,17-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,30-26-/t75-,76+,77+/m0/s1	JVHMKNLZXDKADB-WGMSZMISSA-N	1459.050477			MMDBc0039839
BASm0026641	CL(14:1(11Z)/14:1(11Z)/20:1(13Z)/24:1(11Z))	CL(14:1(11Z)/14:1(11Z)/20:1(13Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/20:1(13Z)/24:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,26,30,37-38,75-77,82H,5-10,13-14,17-25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,30-26-,38-37-/t75-,76+,77+/m0/s1	HSRUZVBJSHFLRH-NDDTZHBKSA-N	1457.034827			MMDBc0039840
BASm0026642	CL(14:1(11Z)/14:1(11Z)/20:1(13Z)/24:1(9Z))	CL(14:1(11Z)/14:1(11Z)/20:1(13Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/20:1(13Z)/24:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,26,30,40,42,75-77,82H,5-10,13-14,17-25,27-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,30-26-,42-40-/t75-,76+,77+/m0/s1	SZZJKRZEUZNAHK-RKJKCDEBSA-N	1457.034827			MMDBc0039841
BASm0026643	CL(14:1(11Z)/14:1(11Z)/22:0/22:1(11Z))	CL(14:1(11Z)/14:1(11Z)/22:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/22:0/22:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,36,38,75-77,82H,5-10,13-14,17-35,37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,38-36-/t75-,76+,77+/m0/s1	RPRCBWBZSZWFLG-GIWGTQRKSA-N	1459.050477			MMDBc0039842
BASm0026644	CL(14:1(11Z)/14:1(11Z)/22:0/22:1(9Z))	CL(14:1(11Z)/14:1(11Z)/22:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(11Z)/22:0/22:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11-12,15-16,40,42,75-77,82H,5-10,13-14,17-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,42-40-/t75-,76+,77+/m0/s1	CHFMQWJJQGIUAI-GISANNRDSA-N	1459.050477			MMDBc0039843
BASm0026645	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/18:0)	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/18:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h10-11,14-15,20,24,63-65,70H,5-9,12-13,16-19,21-23,25-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,15-11-,24-20-/t63-,64+,65+/m0/s1	GXLKUPOLYSCMNB-DQTLJESDSA-N	1290.862677			MMDBc0039844
BASm0026646	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/18:1(11Z))	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/18:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h10-11,14-15,20,24-25,29,63-65,70H,5-9,12-13,16-19,21-23,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,15-11-,24-20-,29-25-/t63-,64+,65+/m0/s1	ILORTMUUFGPBNT-XNTHGLKISA-N	1288.847027			MMDBc0039845
BASm0026647	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/18:1(9Z))	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/18:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h10-11,14-15,20,24,30-31,63-65,70H,5-9,12-13,16-19,21-23,25-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,15-11-,24-20-,31-30-/t63-,64+,65+/m0/s1	DMBBOCANULBDTB-GUOPRLHJSA-N	1288.847027			MMDBc0039846
BASm0026648	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/20:0)	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/20:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h10-11,14-15,20,24,65-67,72H,5-9,12-13,16-19,21-23,25-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,15-11-,24-20-/t65-,66+,67+/m0/s1	VAECXXWQUCNACV-LCECFJLCSA-N	1318.893977			MMDBc0039847
BASm0026649	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/20:1(11Z))	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/20:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h10-11,14-15,20,24,30-31,65-67,72H,5-9,12-13,16-19,21-23,25-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,15-11-,24-20-,31-30-/t65-,66+,67+/m0/s1	MAUSNLPURBNRRG-BTVGLRAOSA-N	1316.878327			MMDBc0039848
BASm0026650	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/20:1(13Z))	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/20:1(13Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h10-11,14-15,20,24-25,29,65-67,72H,5-9,12-13,16-19,21-23,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,15-11-,24-20-,29-25-/t65-,66+,67+/m0/s1	ZDQSWDKIWWCMDF-NUBLMFIDSA-N	1316.878327			MMDBc0039849
BASm0026651	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/22:0)	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/22:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h10-11,14-15,20,24,67-69,74H,5-9,12-13,16-19,21-23,25-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,15-11-,24-20-/t67-,68+,69+/m0/s1	HVWWSRSCEZRXRS-QURUOCFXSA-N	1346.925277			MMDBc0039850
BASm0026652	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/22:1(11Z))	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/22:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h10-11,14-15,20,24,32-33,67-69,74H,5-9,12-13,16-19,21-23,25-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,15-11-,24-20-,33-32-/t67-,68+,69+/m0/s1	LHVKFOIUUKQTQP-JRXDAPTJSA-N	1344.909627			MMDBc0039851
BASm0026653	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/22:1(9Z))	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/22:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h10-11,14-15,20,24,34-35,67-69,74H,5-9,12-13,16-19,21-23,25-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,15-11-,24-20-,35-34-/t67-,68+,69+/m0/s1	UNUDWTHYWLDEGC-UZJBZQBGSA-N	1344.909627			MMDBc0039852
BASm0026654	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/24:0)	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/24:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h10-11,14-15,20,24,69-71,76H,5-9,12-13,16-19,21-23,25-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-,15-11-,24-20-/t69-,70+,71+/m0/s1	JOHZHKGRYRFTRF-VUSPELRUSA-N	1374.956577			MMDBc0039853
BASm0026655	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/24:1(11Z))	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/24:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h10-11,14-15,20,24,34-35,69-71,76H,5-9,12-13,16-19,21-23,25-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-,15-11-,24-20-,35-34-/t69-,70+,71+/m0/s1	DLTYTJXBTCSRGX-WXYFSUQTSA-N	1372.940927			MMDBc0039854
BASm0026656	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/24:1(9Z))	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/24:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h10-11,14-15,20,24,36-37,69-71,76H,5-9,12-13,16-19,21-23,25-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-,15-11-,24-20-,37-36-/t69-,70+,71+/m0/s1	USDXICLQNKGCDX-UGKOOXDBSA-N	1372.940927			MMDBc0039855
BASm0026657	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/26:0)	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/26:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h10-11,14-15,20,24,71-73,78H,5-9,12-13,16-19,21-23,25-70H2,1-4H3,(H,83,84)(H,85,86)/b14-10-,15-11-,24-20-/t71-,72+,73+/m0/s1	SLFXSAIXZQBNAK-GNMNWXAGSA-N	1402.987877			MMDBc0039856
BASm0026658	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/26:1(11Z))	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/26:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h10-11,14-15,20,24,35-36,71-73,78H,5-9,12-13,16-19,21-23,25-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b14-10-,15-11-,24-20-,36-35-/t71-,72+,73+/m0/s1	JBDUMWDHTSJTNE-ADQCIIIOSA-N	1400.972227			MMDBc0039857
BASm0026659	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/26:1(9Z))	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/26:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(94-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2/h10-11,14-15,20,24,38-39,72-74,79H,5-9,12-13,16-19,21-23,25-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b14-10-,15-11-,24-20-,39-38-/t72-,73+,74+/m0/s1	AIEUNYDRTVYPRB-WREQMXOASA-N	1414.987877			MMDBc0039858
BASm0026660	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/28:0)	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/28:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h10-11,14-15,20,24,73-75,80H,5-9,12-13,16-19,21-23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b14-10-,15-11-,24-20-/t73-,74+,75+/m0/s1	DNMQNSPFWZPVGS-FOUAXMNTSA-N	1431.019177			MMDBc0039859
BASm0026661	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/28:1(11Z))	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/28:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h10-11,14-15,20,24,37-38,73-75,80H,5-9,12-13,16-19,21-23,25-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b14-10-,15-11-,24-20-,38-37-/t73-,74+,75+/m0/s1	QADWQSRNGSRJRY-ATMJAQONSA-N	1429.003527			MMDBc0039860
BASm0026662	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/28:1(9Z))	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/28:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h10-11,14-15,20,24,39-40,73-75,80H,5-9,12-13,16-19,21-23,25-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b14-10-,15-11-,24-20-,40-39-/t73-,74+,75+/m0/s1	ZEEWFLHFLIPAGX-RQYFPGBOSA-N	1429.003527			MMDBc0039861
BASm0026663	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/30:0)	CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(11Z)/30:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-26-22-18-14-10-6-2/h10-11,14-15,20,24,75-77,82H,5-9,12-13,16-19,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b14-10-,15-11-,24-20-/t75-,76+,77+/m0/s1	LLPBSZRVZLJOGU-VMLCBEIYSA-N	1459.050477			MMDBc0039862
BASm0026664	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/18:0)	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/18:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h10,14,19-20,23-24,63-65,70H,5-9,11-13,15-18,21-22,25-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,23-19-,24-20-/t63-,64+,65+/m0/s1	BHLMVGSPZUCXLZ-RGHPZKALSA-N	1290.862677			MMDBc0039863
BASm0026665	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/18:1(11Z))	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h10,14,19-20,23-25,29,63-65,70H,5-9,11-13,15-18,21-22,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,23-19-,24-20-,29-25-/t63-,64+,65+/m0/s1	TYYNOXJQBLSCOH-AEGRNWLWSA-N	1288.847027			MMDBc0039864
BASm0026666	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/18:1(9Z))	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h10,14,19-20,23-24,30-31,63-65,70H,5-9,11-13,15-18,21-22,25-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b14-10-,23-19-,24-20-,31-30-/t63-,64+,65+/m0/s1	XLLPCJAZSFQGAS-QFWRWWSCSA-N	1288.847027			MMDBc0039865
BASm0026667	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/20:0)	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h10,14,19-20,23-24,65-67,72H,5-9,11-13,15-18,21-22,25-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,23-19-,24-20-/t65-,66+,67+/m0/s1	SPLBWKGCZIZAEH-GLOPYPFFSA-N	1318.893977			MMDBc0039866
BASm0026668	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/20:1(11Z))	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h10,14,19-20,23-24,30-31,65-67,72H,5-9,11-13,15-18,21-22,25-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,23-19-,24-20-,31-30-/t65-,66+,67+/m0/s1	DSODISKNNMFBJO-LLHMPXBISA-N	1316.878327			MMDBc0039867
BASm0026669	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/20:1(13Z))	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h10,14,19-20,23-25,29,65-67,72H,5-9,11-13,15-18,21-22,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b14-10-,23-19-,24-20-,29-25-/t65-,66+,67+/m0/s1	MTAILCVPWXYEDT-ZNEZCTCZSA-N	1316.878327			MMDBc0039868
BASm0026670	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/22:0)	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h10,14,19-20,23-24,67-69,74H,5-9,11-13,15-18,21-22,25-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,23-19-,24-20-/t67-,68+,69+/m0/s1	KTCYIKYXIDEIBX-HSTMFEFMSA-N	1346.925277			MMDBc0039869
BASm0026671	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/22:1(11Z))	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h10,14,19-20,23-24,32-33,67-69,74H,5-9,11-13,15-18,21-22,25-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,23-19-,24-20-,33-32-/t67-,68+,69+/m0/s1	SGXKKHFITKECKU-BMONDJOPSA-N	1344.909627			MMDBc0039870
BASm0026672	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/22:1(9Z))	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h10,14,19-20,23-24,34-35,67-69,74H,5-9,11-13,15-18,21-22,25-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b14-10-,23-19-,24-20-,35-34-/t67-,68+,69+/m0/s1	NGAODFFXPCMNKZ-FZGSUJEWSA-N	1344.909627			MMDBc0039871
BASm0026673	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/24:0)	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h10,14,19-20,23-24,69-71,76H,5-9,11-13,15-18,21-22,25-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-,23-19-,24-20-/t69-,70+,71+/m0/s1	IYPBMCGFPWRBEP-URHUCLBBSA-N	1374.956577			MMDBc0039872
BASm0026674	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/24:1(11Z))	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h10,14,19-20,23-24,34-35,69-71,76H,5-9,11-13,15-18,21-22,25-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-,23-19-,24-20-,35-34-/t69-,70+,71+/m0/s1	OYYVZVCBMDRWNF-MDJVIGITSA-N	1372.940927			MMDBc0039873
BASm0026675	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/24:1(9Z))	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h10,14,19-20,23-24,36-37,69-71,76H,5-9,11-13,15-18,21-22,25-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b14-10-,23-19-,24-20-,37-36-/t69-,70+,71+/m0/s1	XJCYHXQWASGBEL-AVBQJOGASA-N	1372.940927			MMDBc0039874
BASm0026676	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/26:0)	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/26:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h10,14,19-20,23-24,71-73,78H,5-9,11-13,15-18,21-22,25-70H2,1-4H3,(H,83,84)(H,85,86)/b14-10-,23-19-,24-20-/t71-,72+,73+/m0/s1	JWUNKWPFLBAUIA-HUVSVSBYSA-N	1402.987877			MMDBc0039875
BASm0026677	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/26:1(11Z))	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/26:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h10,14,19-20,23-24,35-36,71-73,78H,5-9,11-13,15-18,21-22,25-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b14-10-,23-19-,24-20-,36-35-/t71-,72+,73+/m0/s1	KLRTUCGQLUFYTR-XSHXLMQVSA-N	1400.972227			MMDBc0039876
BASm0026678	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/26:1(9Z))	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/26:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(94-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2/h10,14,19-20,23-24,38-39,72-74,79H,5-9,11-13,15-18,21-22,25-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b14-10-,23-19-,24-20-,39-38-/t72-,73+,74+/m0/s1	RACNHLNAZJQBQK-PUXYPKRCSA-N	1414.987877			MMDBc0039877
BASm0026679	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/28:0)	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/28:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h10,14,19-20,23-24,73-75,80H,5-9,11-13,15-18,21-22,25-72H2,1-4H3,(H,85,86)(H,87,88)/b14-10-,23-19-,24-20-/t73-,74+,75+/m0/s1	QGLFWVBEUNMMLM-SOGPVMDKSA-N	1431.019177			MMDBc0039878
BASm0026680	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/28:1(11Z))	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/28:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h10,14,19-20,23-24,37-38,73-75,80H,5-9,11-13,15-18,21-22,25-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b14-10-,23-19-,24-20-,38-37-/t73-,74+,75+/m0/s1	AMZLUEKFQNTQKJ-SPIBWONSSA-N	1429.003527			MMDBc0039879
BASm0026681	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/28:1(9Z))	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/28:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h10,14,19-20,23-24,39-40,73-75,80H,5-9,11-13,15-18,21-22,25-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b14-10-,23-19-,24-20-,40-39-/t73-,74+,75+/m0/s1	NLEWJZUAFWODQD-GOZNCYIVSA-N	1429.003527			MMDBc0039880
BASm0026682	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/30:0)	CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/14:1(9Z)/30:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-26-22-18-14-10-6-2/h10,14,19-20,23-24,75-77,82H,5-9,11-13,15-18,21-22,25-74H2,1-4H3,(H,87,88)(H,89,90)/b14-10-,23-19-,24-20-/t75-,76+,77+/m0/s1	UKUHOLJAKSNAMY-QGXREBPMSA-N	1459.050477			MMDBc0039881
BASm0026683	CL(14:1(11Z)/14:1(9Z)/15:0/23:1(11Z))	CL(14:1(11Z)/14:1(9Z)/15:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/15:0/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11,15,20,24,34-35,69-71,76H,5-10,12-14,16-19,21-23,25-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,24-20-,35-34-/t69-,70+,71+/m0/s1	FIVUKFPLCYNKAC-XKOMMGQGSA-N	1374.956577			MMDBc0039882
BASm0026684	CL(14:1(11Z)/14:1(9Z)/15:0/23:1(9Z))	CL(14:1(11Z)/14:1(9Z)/15:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/15:0/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11,15,20,24,36-37,69-71,76H,5-10,12-14,16-19,21-23,25-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,24-20-,37-36-/t69-,70+,71+/m0/s1	GFJDXUDXTIDXPL-HBEQGMDZSA-N	1374.956577			MMDBc0039883
BASm0026685	CL(14:1(11Z)/14:1(9Z)/15:0/25:0)	CL(14:1(11Z)/14:1(9Z)/15:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/15:0/25:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,20,24,71-73,78H,5-10,12-14,16-19,21-23,25-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-/t71-,72+,73+/m0/s1	RHVOCVIAFDMKNK-QLVJCEEASA-N	1405.003527			MMDBc0039884
BASm0026686	CL(14:1(11Z)/14:1(9Z)/15:0/25:1(11Z))	CL(14:1(11Z)/14:1(9Z)/15:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/15:0/25:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,20,24,36-37,71-73,78H,5-10,12-14,16-19,21-23,25-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,37-36-/t71-,72+,73+/m0/s1	KLBSSOGGCSKWAK-LHVGFFLZSA-N	1402.987877			MMDBc0039885
BASm0026687	CL(14:1(11Z)/14:1(9Z)/15:0/25:1(9Z))	CL(14:1(11Z)/14:1(9Z)/15:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/15:0/25:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,20,24,38-39,71-73,78H,5-10,12-14,16-19,21-23,25-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,39-38-/t71-,72+,73+/m0/s1	IAMNXASUAHIMCI-WKPJHFSYSA-N	1402.987877			MMDBc0039886
BASm0026688	CL(14:1(11Z)/14:1(9Z)/15:0/27:0)	CL(14:1(11Z)/14:1(9Z)/15:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/15:0/27:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,24,73-75,80H,5-10,12-14,16-19,21-23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-/t73-,74+,75+/m0/s1	KEZDUMVPEFSWTI-CYXFQQMASA-N	1433.034827			MMDBc0039887
BASm0026689	CL(14:1(11Z)/14:1(9Z)/15:0/27:1(11Z))	CL(14:1(11Z)/14:1(9Z)/15:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/15:0/27:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,24,38-39,73-75,80H,5-10,12-14,16-19,21-23,25-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-,39-38-/t73-,74+,75+/m0/s1	TXCOIXNWJLMDHU-SUGCIYEBSA-N	1431.019177			MMDBc0039888
BASm0026690	CL(14:1(11Z)/14:1(9Z)/15:0/27:1(9Z))	CL(14:1(11Z)/14:1(9Z)/15:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/15:0/27:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,24,40-41,73-75,80H,5-10,12-14,16-19,21-23,25-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-,41-40-/t73-,74+,75+/m0/s1	FXOMHQNKMZGRRN-FAPDXOLESA-N	1431.019177			MMDBc0039889
BASm0026691	CL(14:1(11Z)/14:1(9Z)/15:0/29:0)	CL(14:1(11Z)/14:1(9Z)/15:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/15:0/29:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,20,24,75-77,82H,5-10,12-14,16-19,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-/t75-,76+,77+/m0/s1	UBFYPHSMVWLLJN-MSJHDEPISA-N	1461.066127			MMDBc0039890
BASm0026692	CL(14:1(11Z)/14:1(9Z)/15:1(11Z)/23:1(11Z))	CL(14:1(11Z)/14:1(9Z)/15:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/15:1(11Z)/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11,14-15,18,20,24,34-35,69-71,76H,5-10,12-13,16-17,19,21-23,25-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,18-14-,24-20-,35-34-/t69-,70+,71+/m0/s1	ZVBCBEANMSYNIU-QKUOLBRMSA-N	1372.940927			MMDBc0039891
BASm0026693	CL(14:1(11Z)/14:1(9Z)/15:1(11Z)/23:1(9Z))	CL(14:1(11Z)/14:1(9Z)/15:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/15:1(11Z)/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11,14-15,18,20,24,36-37,69-71,76H,5-10,12-13,16-17,19,21-23,25-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,18-14-,24-20-,37-36-/t69-,70+,71+/m0/s1	SYLSLAOEZYTMIH-HBTSZJHXSA-N	1372.940927			MMDBc0039892
BASm0026694	CL(14:1(11Z)/14:1(9Z)/15:1(11Z)/25:0)	CL(14:1(11Z)/14:1(9Z)/15:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/15:1(11Z)/25:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,14-15,18,20,24,71-73,78H,5-10,12-13,16-17,19,21-23,25-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,18-14-,24-20-/t71-,72+,73+/m0/s1	SHOFJSKYYPZIII-LUBKILQFSA-N	1402.987877			MMDBc0039893
BASm0026695	CL(14:1(11Z)/14:1(9Z)/15:1(11Z)/25:1(11Z))	CL(14:1(11Z)/14:1(9Z)/15:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/15:1(11Z)/25:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,14-15,18,20,24,36-37,71-73,78H,5-10,12-13,16-17,19,21-23,25-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,18-14-,24-20-,37-36-/t71-,72+,73+/m0/s1	XLQUIEFZDILHPC-VHOWPRNYSA-N	1400.972227			MMDBc0039894
BASm0026696	CL(14:1(11Z)/14:1(9Z)/15:1(11Z)/25:1(9Z))	CL(14:1(11Z)/14:1(9Z)/15:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/15:1(11Z)/25:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,14-15,18,20,24,38-39,71-73,78H,5-10,12-13,16-17,19,21-23,25-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,18-14-,24-20-,39-38-/t71-,72+,73+/m0/s1	KHVYVTGZKAVZKC-WZHCCZRYSA-N	1400.972227			MMDBc0039895
BASm0026697	CL(14:1(11Z)/14:1(9Z)/15:1(11Z)/27:0)	CL(14:1(11Z)/14:1(9Z)/15:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/15:1(11Z)/27:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,14-15,18,20,24,73-75,80H,5-10,12-13,16-17,19,21-23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,18-14-,24-20-/t73-,74+,75+/m0/s1	DPFRGXGARKNJFQ-UMKIYTJPSA-N	1431.019177			MMDBc0039896
BASm0026698	CL(14:1(11Z)/14:1(9Z)/15:1(11Z)/27:1(11Z))	CL(14:1(11Z)/14:1(9Z)/15:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/15:1(11Z)/27:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,14-15,18,20,24,38-39,73-75,80H,5-10,12-13,16-17,19,21-23,25-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,18-14-,24-20-,39-38-/t73-,74+,75+/m0/s1	FRCWKCXIWHQIKR-WTNSWBBNSA-N	1429.003527			MMDBc0039897
BASm0026699	CL(14:1(11Z)/14:1(9Z)/15:1(11Z)/27:1(9Z))	CL(14:1(11Z)/14:1(9Z)/15:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/15:1(11Z)/27:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,14-15,18,20,24,40-41,73-75,80H,5-10,12-13,16-17,19,21-23,25-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,18-14-,24-20-,41-40-/t73-,74+,75+/m0/s1	ZZPHXMYJZMTJGS-REIBVFHYSA-N	1429.003527			MMDBc0039898
BASm0026700	CL(14:1(11Z)/14:1(9Z)/15:1(11Z)/29:0)	CL(14:1(11Z)/14:1(9Z)/15:1(11Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/15:1(11Z)/29:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,14-15,18,20,24,75-77,82H,5-10,12-13,16-17,19,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,18-14-,24-20-/t75-,76+,77+/m0/s1	YGQDPMXHHJWCRT-GSCPWCDUSA-N	1459.050477			MMDBc0039899
BASm0026701	CL(14:1(11Z)/14:1(9Z)/15:1(9Z)/23:1(11Z))	CL(14:1(11Z)/14:1(9Z)/15:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/15:1(9Z)/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11,15,20,22,24,26,34-35,69-71,76H,5-10,12-14,16-19,21,23,25,27-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,24-20-,26-22-,35-34-/t69-,70+,71+/m0/s1	BBYAWAVGISFOGI-JRWDDBCOSA-N	1372.940927			MMDBc0039900
BASm0026702	CL(14:1(11Z)/14:1(9Z)/15:1(9Z)/23:1(9Z))	CL(14:1(11Z)/14:1(9Z)/15:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/15:1(9Z)/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11,15,20,22,24,26,36-37,69-71,76H,5-10,12-14,16-19,21,23,25,27-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,24-20-,26-22-,37-36-/t69-,70+,71+/m0/s1	XYANVXRJJCGKTE-MDFIPCFJSA-N	1372.940927			MMDBc0039901
BASm0026703	CL(14:1(11Z)/14:1(9Z)/15:1(9Z)/25:0)	CL(14:1(11Z)/14:1(9Z)/15:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/15:1(9Z)/25:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,20,22,24,26,71-73,78H,5-10,12-14,16-19,21,23,25,27-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,26-22-/t71-,72+,73+/m0/s1	ZAOQPTPYWDQETI-LOBVOMKQSA-N	1402.987877			MMDBc0039902
BASm0026704	CL(14:1(11Z)/14:1(9Z)/15:1(9Z)/25:1(11Z))	CL(14:1(11Z)/14:1(9Z)/15:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/15:1(9Z)/25:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,20,22,24,26,36-37,71-73,78H,5-10,12-14,16-19,21,23,25,27-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,26-22-,37-36-/t71-,72+,73+/m0/s1	BLPAXSOEDOYMFA-GGMVLXMMSA-N	1400.972227			MMDBc0039903
BASm0026705	CL(14:1(11Z)/14:1(9Z)/15:1(9Z)/25:1(9Z))	CL(14:1(11Z)/14:1(9Z)/15:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/15:1(9Z)/25:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,20,22,24,26,38-39,71-73,78H,5-10,12-14,16-19,21,23,25,27-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,26-22-,39-38-/t71-,72+,73+/m0/s1	BXULEUNBFWWNAP-GTWUJNABSA-N	1400.972227			MMDBc0039904
BASm0026706	CL(14:1(11Z)/14:1(9Z)/15:1(9Z)/27:0)	CL(14:1(11Z)/14:1(9Z)/15:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/15:1(9Z)/27:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,22,24,26,73-75,80H,5-10,12-14,16-19,21,23,25,27-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-,26-22-/t73-,74+,75+/m0/s1	WZVPFQUXBJVYOI-QOVRAXGZSA-N	1431.019177			MMDBc0039905
BASm0026707	CL(14:1(11Z)/14:1(9Z)/15:1(9Z)/27:1(11Z))	CL(14:1(11Z)/14:1(9Z)/15:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/15:1(9Z)/27:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,22,24,26,38-39,73-75,80H,5-10,12-14,16-19,21,23,25,27-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-,26-22-,39-38-/t73-,74+,75+/m0/s1	RLHJQJFECSCJKG-XIHRBGQRSA-N	1429.003527			MMDBc0039906
BASm0026708	CL(14:1(11Z)/14:1(9Z)/15:1(9Z)/27:1(9Z))	CL(14:1(11Z)/14:1(9Z)/15:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/15:1(9Z)/27:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,22,24,26,40-41,73-75,80H,5-10,12-14,16-19,21,23,25,27-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-,26-22-,41-40-/t73-,74+,75+/m0/s1	VRWRGLOWSOBQDR-ASMOPTOOSA-N	1429.003527			MMDBc0039907
BASm0026709	CL(14:1(11Z)/14:1(9Z)/15:1(9Z)/29:0)	CL(14:1(11Z)/14:1(9Z)/15:1(9Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/15:1(9Z)/29:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,20,22,24,26,75-77,82H,5-10,12-14,16-19,21,23,25,27-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,26-22-/t75-,76+,77+/m0/s1	QISGNUDBCYEHEW-GKODQCFUSA-N	1459.050477			MMDBc0039908
BASm0026710	CL(14:1(11Z)/14:1(9Z)/16:0/16:1(11Z))	CL(14:1(11Z)/14:1(9Z)/16:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:0/16:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h11,15,18,20,22,24,63-65,70H,5-10,12-14,16-17,19,21,23,25-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,22-18-,24-20-/t63-,64+,65+/m0/s1	NTYLMHWGFJZYTB-TXTNRGHESA-N	1290.862677			MMDBc0039909
BASm0026711	CL(14:1(11Z)/14:1(9Z)/16:0/16:1(9Z))	CL(14:1(11Z)/14:1(9Z)/16:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:0/16:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h11,15,20,24,26,30,63-65,70H,5-10,12-14,16-19,21-23,25,27-29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,24-20-,30-26-/t63-,64+,65+/m0/s1	CHRZQMLSWZGHIH-NWAKGXEUSA-N	1290.862677			MMDBc0039910
BASm0026712	CL(14:1(11Z)/14:1(9Z)/16:0/18:0)	CL(14:1(11Z)/14:1(9Z)/16:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:0/18:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h11,15,20,24,65-67,72H,5-10,12-14,16-19,21-23,25-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,24-20-/t65-,66+,67+/m0/s1	RYOXBHHGHXLEKM-NLODAOPYSA-N	1320.909627			MMDBc0039911
BASm0026713	CL(14:1(11Z)/14:1(9Z)/16:0/18:1(11Z))	CL(14:1(11Z)/14:1(9Z)/16:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:0/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h11,15,20,24-25,29,65-67,72H,5-10,12-14,16-19,21-23,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,24-20-,29-25-/t65-,66+,67+/m0/s1	PSHBVTULDBKZSM-LFEGKIRMSA-N	1318.893977			MMDBc0039912
BASm0026714	CL(14:1(11Z)/14:1(9Z)/16:0/18:1(9Z))	CL(14:1(11Z)/14:1(9Z)/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:0/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h11,15,20,24,31-32,65-67,72H,5-10,12-14,16-19,21-23,25-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,24-20-,32-31-/t65-,66+,67+/m0/s1	VCBHFGDYEMGEPK-AYKJORKSSA-N	1318.893977			MMDBc0039913
BASm0026715	CL(14:1(11Z)/14:1(9Z)/16:0/20:0)	CL(14:1(11Z)/14:1(9Z)/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:0/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h11,15,20,24,67-69,74H,5-10,12-14,16-19,21-23,25-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,24-20-/t67-,68+,69+/m0/s1	CPKXHDMUWCVTPW-JDTQREMRSA-N	1348.940927			MMDBc0039914
BASm0026716	CL(14:1(11Z)/14:1(9Z)/16:0/20:1(11Z))	CL(14:1(11Z)/14:1(9Z)/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:0/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h11,15,20,24,31-32,67-69,74H,5-10,12-14,16-19,21-23,25-30,33-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,24-20-,32-31-/t67-,68+,69+/m0/s1	ZNBVNOLRTHCILF-VKEDSAKGSA-N	1346.925277			MMDBc0039915
BASm0026717	CL(14:1(11Z)/14:1(9Z)/16:0/20:1(13Z))	CL(14:1(11Z)/14:1(9Z)/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:0/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h11,15,20,24-25,29,67-69,74H,5-10,12-14,16-19,21-23,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,24-20-,29-25-/t67-,68+,69+/m0/s1	DKASHSIXWBHROH-DPCGJRBKSA-N	1346.925277			MMDBc0039916
BASm0026718	CL(14:1(11Z)/14:1(9Z)/16:0/22:0)	CL(14:1(11Z)/14:1(9Z)/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:0/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11,15,20,24,69-71,76H,5-10,12-14,16-19,21-23,25-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,24-20-/t69-,70+,71+/m0/s1	MHJDGEWCWXYLII-NLLVDLORSA-N	1376.972227			MMDBc0039917
BASm0026719	CL(14:1(11Z)/14:1(9Z)/16:0/22:1(11Z))	CL(14:1(11Z)/14:1(9Z)/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:0/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11,15,20,24,33-34,69-71,76H,5-10,12-14,16-19,21-23,25-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,24-20-,34-33-/t69-,70+,71+/m0/s1	XYYGKTYWFPDMSF-CXJROBCESA-N	1374.956577			MMDBc0039918
BASm0026720	CL(14:1(11Z)/14:1(9Z)/16:0/22:1(9Z))	CL(14:1(11Z)/14:1(9Z)/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:0/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11,15,20,24,35-36,69-71,76H,5-10,12-14,16-19,21-23,25-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,24-20-,36-35-/t69-,70+,71+/m0/s1	MFHKPPWQQALSRG-HRUTUJKCSA-N	1374.956577			MMDBc0039919
BASm0026721	CL(14:1(11Z)/14:1(9Z)/16:0/24:0)	CL(14:1(11Z)/14:1(9Z)/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:0/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,20,24,71-73,78H,5-10,12-14,16-19,21-23,25-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-/t71-,72+,73+/m0/s1	NKMKKYGKALRNDV-QLVJCEEASA-N	1405.003527			MMDBc0039920
BASm0026722	CL(14:1(11Z)/14:1(9Z)/16:0/24:1(11Z))	CL(14:1(11Z)/14:1(9Z)/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:0/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,20,24,35-36,71-73,78H,5-10,12-14,16-19,21-23,25-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,36-35-/t71-,72+,73+/m0/s1	YNJYHEBNBQEKCQ-VQVFSUKCSA-N	1402.987877			MMDBc0039921
BASm0026723	CL(14:1(11Z)/14:1(9Z)/16:0/24:1(9Z))	CL(14:1(11Z)/14:1(9Z)/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:0/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,20,24,37-38,71-73,78H,5-10,12-14,16-19,21-23,25-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,38-37-/t71-,72+,73+/m0/s1	OAKAZAQGQGSMKO-XAYABRLZSA-N	1402.987877			MMDBc0039922
BASm0026724	CL(14:1(11Z)/14:1(9Z)/16:0/26:0)	CL(14:1(11Z)/14:1(9Z)/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:0/26:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,24,73-75,80H,5-10,12-14,16-19,21-23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-/t73-,74+,75+/m0/s1	LVVAXALRBWICGZ-CYXFQQMASA-N	1433.034827			MMDBc0039923
BASm0026725	CL(14:1(11Z)/14:1(9Z)/16:0/26:1(11Z))	CL(14:1(11Z)/14:1(9Z)/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:0/26:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,24,36-37,73-75,80H,5-10,12-14,16-19,21-23,25-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-,37-36-/t73-,74+,75+/m0/s1	ZJZGTVTWVOXCMX-NZDHGSPASA-N	1431.019177			MMDBc0039924
BASm0026726	CL(14:1(11Z)/14:1(9Z)/16:0/26:1(9Z))	CL(14:1(11Z)/14:1(9Z)/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:0/26:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-42-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(96-79(84)66-62-58-54-50-45-28-24-20-16-12-8-4)70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3/h11,15,20,24,39-40,74-76,81H,5-10,12-14,16-19,21-23,25-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b15-11-,24-20-,40-39-/t74-,75+,76+/m0/s1	FRKVOSRHHWVWKW-FWWUOGEQSA-N	1445.034827			MMDBc0039925
BASm0026727	CL(14:1(11Z)/14:1(9Z)/16:0/28:0)	CL(14:1(11Z)/14:1(9Z)/16:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:0/28:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,20,24,75-77,82H,5-10,12-14,16-19,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-/t75-,76+,77+/m0/s1	YYPPBSAACJBICR-MSJHDEPISA-N	1461.066127			MMDBc0039926
BASm0026728	CL(14:1(11Z)/14:1(9Z)/16:0/28:1(11Z))	CL(14:1(11Z)/14:1(9Z)/16:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:0/28:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,20,24,38-39,75-77,82H,5-10,12-14,16-19,21-23,25-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,39-38-/t75-,76+,77+/m0/s1	GRQWSSKJFUZVEU-PRFLCJMGSA-N	1459.050477			MMDBc0039927
BASm0026729	CL(14:1(11Z)/14:1(9Z)/16:0/28:1(9Z))	CL(14:1(11Z)/14:1(9Z)/16:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:0/28:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,20,24,40-41,75-77,82H,5-10,12-14,16-19,21-23,25-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,41-40-/t75-,76+,77+/m0/s1	FOSKHJXFVDMSNN-DXSBPFOBSA-N	1459.050477			MMDBc0039928
BASm0026730	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/18:0)	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/18:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h11,15,18,20,22,24,65-67,72H,5-10,12-14,16-17,19,21,23,25-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,22-18-,24-20-/t65-,66+,67+/m0/s1	WMSPZYXEHIHZOU-NNABGWPHSA-N	1318.893977			MMDBc0039929
BASm0026731	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/18:1(11Z))	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h11,15,18,20,22,24-25,29,65-67,72H,5-10,12-14,16-17,19,21,23,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,22-18-,24-20-,29-25-/t65-,66+,67+/m0/s1	SBGDFLCCSKQTCI-LNNDAYBMSA-N	1316.878327			MMDBc0039930
BASm0026732	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/18:1(9Z))	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h11,15,18,20,22,24,31-32,65-67,72H,5-10,12-14,16-17,19,21,23,25-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,22-18-,24-20-,32-31-/t65-,66+,67+/m0/s1	MHOGNULHIOJLAC-JCOJZMKFSA-N	1316.878327			MMDBc0039931
BASm0026733	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/20:0)	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h11,15,18,20,22,24,67-69,74H,5-10,12-14,16-17,19,21,23,25-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,22-18-,24-20-/t67-,68+,69+/m0/s1	YJLOQCQZYLPEAP-MDATYUKMSA-N	1346.925277			MMDBc0039932
BASm0026734	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/20:1(11Z))	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h11,15,18,20,22,24,31-32,67-69,74H,5-10,12-14,16-17,19,21,23,25-30,33-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,22-18-,24-20-,32-31-/t67-,68+,69+/m0/s1	RTKQRSBOUABNKF-VOOVVZLTSA-N	1344.909627			MMDBc0039933
BASm0026735	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/20:1(13Z))	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h11,15,18,20,22,24-25,29,67-69,74H,5-10,12-14,16-17,19,21,23,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,22-18-,24-20-,29-25-/t67-,68+,69+/m0/s1	AEGASZVDHTVTQO-BVOOKXDOSA-N	1344.909627			MMDBc0039934
BASm0026736	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/22:0)	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11,15,18,20,22,24,69-71,76H,5-10,12-14,16-17,19,21,23,25-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,22-18-,24-20-/t69-,70+,71+/m0/s1	WLFQMBDHHIHKEE-XTPJJXCASA-N	1374.956577			MMDBc0039935
BASm0026737	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/22:1(11Z))	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11,15,18,20,22,24,33-34,69-71,76H,5-10,12-14,16-17,19,21,23,25-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,22-18-,24-20-,34-33-/t69-,70+,71+/m0/s1	CWXLZJRDSWGRAS-AFEMBVKNSA-N	1372.940927			MMDBc0039936
BASm0026738	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/22:1(9Z))	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11,15,18,20,22,24,35-36,69-71,76H,5-10,12-14,16-17,19,21,23,25-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,22-18-,24-20-,36-35-/t69-,70+,71+/m0/s1	QKTGJGWSGODGLD-ZAYUALHHSA-N	1372.940927			MMDBc0039937
BASm0026739	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/24:0)	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,18,20,22,24,71-73,78H,5-10,12-14,16-17,19,21,23,25-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,22-18-,24-20-/t71-,72+,73+/m0/s1	CEAKLUJIPGMXFA-CPLOLNOGSA-N	1402.987877			MMDBc0039938
BASm0026740	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/24:1(11Z))	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,18,20,22,24,35-36,71-73,78H,5-10,12-14,16-17,19,21,23,25-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,22-18-,24-20-,36-35-/t71-,72+,73+/m0/s1	KQVZMAJIBGBTFA-ZVEWTJFASA-N	1400.972227			MMDBc0039939
BASm0026741	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/24:1(9Z))	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,18,20,22,24,37-38,71-73,78H,5-10,12-14,16-17,19,21,23,25-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,22-18-,24-20-,38-37-/t71-,72+,73+/m0/s1	UCHMCEXRFINGCM-ZQZJUEKKSA-N	1400.972227			MMDBc0039940
BASm0026742	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/26:0)	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/26:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,18,20,22,24,73-75,80H,5-10,12-14,16-17,19,21,23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,22-18-,24-20-/t73-,74+,75+/m0/s1	GOPGMFUAVNWXJU-XUSDSDITSA-N	1431.019177			MMDBc0039941
BASm0026743	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/26:1(11Z))	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/26:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,18,20,22,24,36-37,73-75,80H,5-10,12-14,16-17,19,21,23,25-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,22-18-,24-20-,37-36-/t73-,74+,75+/m0/s1	BUILEHZLWMMGRG-OCRDYXLZSA-N	1429.003527			MMDBc0039942
BASm0026744	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/26:1(9Z))	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/26:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-42-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(96-79(84)66-62-58-54-50-45-28-24-20-16-12-8-4)70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3/h11,15,18,20,22,24,39-40,74-76,81H,5-10,12-14,16-17,19,21,23,25-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b15-11-,22-18-,24-20-,40-39-/t74-,75+,76+/m0/s1	ORLVZBNGRQAIIX-OQWCSVISSA-N	1443.019177			MMDBc0039943
BASm0026745	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/28:0)	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/28:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,18,20,22,24,75-77,82H,5-10,12-14,16-17,19,21,23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,22-18-,24-20-/t75-,76+,77+/m0/s1	XGVHCZYQOOXHQT-XOITVBBESA-N	1459.050477			MMDBc0039944
BASm0026746	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/28:1(11Z))	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/28:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,18,20,22,24,38-39,75-77,82H,5-10,12-14,16-17,19,21,23,25-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,22-18-,24-20-,39-38-/t75-,76+,77+/m0/s1	PCERJGYHYVIKRH-IBJMYMHQSA-N	1457.034827			MMDBc0039945
BASm0026747	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/28:1(9Z))	CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(11Z)/28:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,18,20,22,24,40-41,75-77,82H,5-10,12-14,16-17,19,21,23,25-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,22-18-,24-20-,41-40-/t75-,76+,77+/m0/s1	HHAABWBPUABZPM-BKODFWPHSA-N	1457.034827			MMDBc0039946
BASm0026748	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/18:0)	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/18:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h11,15,20,24,26,30,65-67,72H,5-10,12-14,16-19,21-23,25,27-29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,24-20-,30-26-/t65-,66+,67+/m0/s1	PKILPWXDGDWFJZ-JIWBFPFFSA-N	1318.893977			MMDBc0039947
BASm0026749	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/18:1(11Z))	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h11,15,20,24-26,29-30,65-67,72H,5-10,12-14,16-19,21-23,27-28,31-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,24-20-,29-25-,30-26-/t65-,66+,67+/m0/s1	PIJFYMKDLHOWNC-ZCKDIIMMSA-N	1316.878327			MMDBc0039948
BASm0026750	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/18:1(9Z))	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h11,15,20,24,26,30-32,65-67,72H,5-10,12-14,16-19,21-23,25,27-29,33-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,24-20-,30-26-,32-31-/t65-,66+,67+/m0/s1	IRGZFDRDCVCSNS-NQSYQNQKSA-N	1316.878327			MMDBc0039949
BASm0026751	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/20:0)	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h11,15,20,24,26,30,67-69,74H,5-10,12-14,16-19,21-23,25,27-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,24-20-,30-26-/t67-,68+,69+/m0/s1	NLCWLZFHFAYLMW-VYBWUOOUSA-N	1346.925277			MMDBc0039950
BASm0026752	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/20:1(11Z))	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h11,15,20,24,26,30-32,67-69,74H,5-10,12-14,16-19,21-23,25,27-29,33-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,24-20-,30-26-,32-31-/t67-,68+,69+/m0/s1	IPCYEAXACXVOIC-DKLRASCJSA-N	1344.909627			MMDBc0039951
BASm0026753	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/20:1(13Z))	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h11,15,20,24-26,29-30,67-69,74H,5-10,12-14,16-19,21-23,27-28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,24-20-,29-25-,30-26-/t67-,68+,69+/m0/s1	ZLWIJWRXJBKUKB-KJASCZEKSA-N	1344.909627			MMDBc0039952
BASm0026754	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/22:0)	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11,15,20,24,26,30,69-71,76H,5-10,12-14,16-19,21-23,25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,24-20-,30-26-/t69-,70+,71+/m0/s1	PPWKCAGVVLZPLP-HTFAWCRTSA-N	1374.956577			MMDBc0039953
BASm0026755	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/22:1(11Z))	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11,15,20,24,26,30,33-34,69-71,76H,5-10,12-14,16-19,21-23,25,27-29,31-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,24-20-,30-26-,34-33-/t69-,70+,71+/m0/s1	KADQRYUAYLSKQR-ADOINBPDSA-N	1372.940927			MMDBc0039954
BASm0026756	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/22:1(9Z))	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11,15,20,24,26,30,35-36,69-71,76H,5-10,12-14,16-19,21-23,25,27-29,31-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,24-20-,30-26-,36-35-/t69-,70+,71+/m0/s1	HYIXKGORQUSVPH-BTQWSYOBSA-N	1372.940927			MMDBc0039955
BASm0026757	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/24:0)	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,20,24,26,30,71-73,78H,5-10,12-14,16-19,21-23,25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,30-26-/t71-,72+,73+/m0/s1	MYXRDTOXJPFLPK-JWTMLCABSA-N	1402.987877			MMDBc0039956
BASm0026758	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/24:1(11Z))	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,20,24,26,30,35-36,71-73,78H,5-10,12-14,16-19,21-23,25,27-29,31-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,30-26-,36-35-/t71-,72+,73+/m0/s1	FTZWMAWNWKTCFD-LBANEIQRSA-N	1400.972227			MMDBc0039957
BASm0026759	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/24:1(9Z))	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,20,24,26,30,37-38,71-73,78H,5-10,12-14,16-19,21-23,25,27-29,31-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,30-26-,38-37-/t71-,72+,73+/m0/s1	IVGOPMFDIYLZAU-OLDCNCDFSA-N	1400.972227			MMDBc0039958
BASm0026760	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/26:0)	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/26:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,24,26,30,73-75,80H,5-10,12-14,16-19,21-23,25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-,30-26-/t73-,74+,75+/m0/s1	ZEGGSVZAIYOKQG-YFOPTXJQSA-N	1431.019177			MMDBc0039959
BASm0026761	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/26:1(11Z))	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/26:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,24,26,30,36-37,73-75,80H,5-10,12-14,16-19,21-23,25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-,30-26-,37-36-/t73-,74+,75+/m0/s1	FLNLIOXFJJEIFA-NOAFCYCWSA-N	1429.003527			MMDBc0039960
BASm0026762	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/26:1(9Z))	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/26:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-42-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(96-79(84)66-62-58-54-50-45-28-24-20-16-12-8-4)70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3/h11,15,20,24,26,30,39-40,74-76,81H,5-10,12-14,16-19,21-23,25,27-29,31-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b15-11-,24-20-,30-26-,40-39-/t74-,75+,76+/m0/s1	SPLIIYQWVCUAPN-KEEUZCODSA-N	1443.019177			MMDBc0039961
BASm0026763	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/28:0)	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/28:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,20,24,26,30,75-77,82H,5-10,12-14,16-19,21-23,25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,30-26-/t75-,76+,77+/m0/s1	DGQBIPKJJKEHKX-SKTOXOAWSA-N	1459.050477			MMDBc0039962
BASm0026764	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/28:1(11Z))	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/28:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,20,24,26,30,38-39,75-77,82H,5-10,12-14,16-19,21-23,25,27-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,30-26-,39-38-/t75-,76+,77+/m0/s1	OEXAFWRKQDCHDW-UILXNJNJSA-N	1457.034827			MMDBc0039963
BASm0026765	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/28:1(9Z))	CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/16:1(9Z)/28:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,20,24,26,30,40-41,75-77,82H,5-10,12-14,16-19,21-23,25,27-29,31-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,30-26-,41-40-/t75-,76+,77+/m0/s1	XPUJLWHKEWDSAS-ZXYMSIQLSA-N	1457.034827			MMDBc0039964
BASm0026766	CL(14:1(11Z)/14:1(9Z)/18:0/18:1(11Z))	CL(14:1(11Z)/14:1(9Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:0/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h11,15,20,24,26,30,67-69,74H,5-10,12-14,16-19,21-23,25,27-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,24-20-,30-26-/t67-,68+,69+/m0/s1	URWVGKUHZVDFNK-VYBWUOOUSA-N	1346.925277			MMDBc0039965
BASm0026767	CL(14:1(11Z)/14:1(9Z)/18:0/18:1(9Z))	CL(14:1(11Z)/14:1(9Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:0/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h11,15,20,24,32,34,67-69,74H,5-10,12-14,16-19,21-23,25-31,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,24-20-,34-32-/t67-,68+,69+/m0/s1	WVXMLWBSBWFXJU-BGMCWZQLSA-N	1346.925277			MMDBc0039966
BASm0026768	CL(14:1(11Z)/14:1(9Z)/18:0/20:0)	CL(14:1(11Z)/14:1(9Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:0/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11,15,20,24,69-71,76H,5-10,12-14,16-19,21-23,25-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,24-20-/t69-,70+,71+/m0/s1	GJLSEQLEAZBWAW-NLLVDLORSA-N	1376.972227			MMDBc0039967
BASm0026769	CL(14:1(11Z)/14:1(9Z)/18:0/20:1(11Z))	CL(14:1(11Z)/14:1(9Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:0/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11,15,20,24,31,33,69-71,76H,5-10,12-14,16-19,21-23,25-30,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,24-20-,33-31-/t69-,70+,71+/m0/s1	WMHYRJYEEGZORQ-UAHMONAOSA-N	1374.956577			MMDBc0039968
BASm0026770	CL(14:1(11Z)/14:1(9Z)/18:0/20:1(13Z))	CL(14:1(11Z)/14:1(9Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:0/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11,15,20,24-25,29,69-71,76H,5-10,12-14,16-19,21-23,26-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,24-20-,29-25-/t69-,70+,71+/m0/s1	CCDVRWSZHUMNFY-GOINRFQDSA-N	1374.956577			MMDBc0039969
BASm0026771	CL(14:1(11Z)/14:1(9Z)/18:0/22:0)	CL(14:1(11Z)/14:1(9Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:0/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,20,24,71-73,78H,5-10,12-14,16-19,21-23,25-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-/t71-,72+,73+/m0/s1	XAPIMTAZNINSNK-QLVJCEEASA-N	1405.003527			MMDBc0039970
BASm0026772	CL(14:1(11Z)/14:1(9Z)/18:0/22:1(11Z))	CL(14:1(11Z)/14:1(9Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:0/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,20,24,34-35,71-73,78H,5-10,12-14,16-19,21-23,25-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,35-34-/t71-,72+,73+/m0/s1	FPZSVBDXTOBMDB-MYBVLMMCSA-N	1402.987877			MMDBc0039971
BASm0026773	CL(14:1(11Z)/14:1(9Z)/18:0/22:1(9Z))	CL(14:1(11Z)/14:1(9Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:0/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,20,24,36,38,71-73,78H,5-10,12-14,16-19,21-23,25-35,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,38-36-/t71-,72+,73+/m0/s1	JQECUBDFFDUZBB-UCMJYNHISA-N	1402.987877			MMDBc0039972
BASm0026774	CL(14:1(11Z)/14:1(9Z)/18:0/24:0)	CL(14:1(11Z)/14:1(9Z)/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:0/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,24,73-75,80H,5-10,12-14,16-19,21-23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-/t73-,74+,75+/m0/s1	KMFPJIIBOQWYBR-CYXFQQMASA-N	1433.034827			MMDBc0039973
BASm0026775	CL(14:1(11Z)/14:1(9Z)/18:0/24:1(11Z))	CL(14:1(11Z)/14:1(9Z)/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:0/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,24,36-37,73-75,80H,5-10,12-14,16-19,21-23,25-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-,37-36-/t73-,74+,75+/m0/s1	RGUUCYPQMKZSED-NZDHGSPASA-N	1431.019177			MMDBc0039974
BASm0026776	CL(14:1(11Z)/14:1(9Z)/18:0/24:1(9Z))	CL(14:1(11Z)/14:1(9Z)/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:0/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,24,38,40,73-75,80H,5-10,12-14,16-19,21-23,25-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-,40-38-/t73-,74+,75+/m0/s1	KVAXIOWLURGCHB-IRIGXYEBSA-N	1431.019177			MMDBc0039975
BASm0026777	CL(14:1(11Z)/14:1(9Z)/18:0/26:0)	CL(14:1(11Z)/14:1(9Z)/18:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:0/26:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,20,24,75-77,82H,5-10,12-14,16-19,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-/t75-,76+,77+/m0/s1	DVIKKDLWJTUNBA-MSJHDEPISA-N	1461.066127			MMDBc0039976
BASm0026778	CL(14:1(11Z)/14:1(9Z)/18:0/26:1(11Z))	CL(14:1(11Z)/14:1(9Z)/18:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:0/26:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,20,24,37-38,75-77,82H,5-10,12-14,16-19,21-23,25-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,38-37-/t75-,76+,77+/m0/s1	MPBGAONCKJNFCH-VUGYJWRQSA-N	1459.050477			MMDBc0039977
BASm0026779	CL(14:1(11Z)/14:1(9Z)/18:0/26:1(9Z))	CL(14:1(11Z)/14:1(9Z)/18:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:0/26:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-41-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-42-32-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3/h11,15,20,24,40-41,76-78,83H,5-10,12-14,16-19,21-23,25-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b15-11-,24-20-,41-40-/t76-,77+,78+/m0/s1	CPGUQCIRNKCYCT-GHCFKSRKSA-N	1473.066127			MMDBc0039978
BASm0026780	CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/20:0)	CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11,15,20,24,26,30,69-71,76H,5-10,12-14,16-19,21-23,25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,24-20-,30-26-/t69-,70+,71+/m0/s1	GIWOXDBMCMHING-HTFAWCRTSA-N	1374.956577			MMDBc0039979
BASm0026781	CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/20:1(11Z))	CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11,15,20,24,26,30-31,33,69-71,76H,5-10,12-14,16-19,21-23,25,27-29,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,24-20-,30-26-,33-31-/t69-,70+,71+/m0/s1	ZXOVVKBZCYBZBR-FVUBXLRQSA-N	1372.940927			MMDBc0039980
BASm0026782	CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/20:1(13Z))	CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11,15,20,24-26,29-30,69-71,76H,5-10,12-14,16-19,21-23,27-28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,24-20-,29-25-,30-26-/t69-,70+,71+/m0/s1	CKHPIKFEKPKHLA-YEJYLISVSA-N	1372.940927			MMDBc0039981
BASm0026783	CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/22:0)	CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,20,24,26,30,71-73,78H,5-10,12-14,16-19,21-23,25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,30-26-/t71-,72+,73+/m0/s1	UBEKJTPGCMXWSK-JWTMLCABSA-N	1402.987877			MMDBc0039982
BASm0026784	CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/22:1(11Z))	CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,20,24,26,30,34-35,71-73,78H,5-10,12-14,16-19,21-23,25,27-29,31-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,30-26-,35-34-/t71-,72+,73+/m0/s1	NPVKBJYXBNSCFE-DFORVJJZSA-N	1400.972227			MMDBc0039983
BASm0026785	CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/22:1(9Z))	CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,20,24,26,30,36,38,71-73,78H,5-10,12-14,16-19,21-23,25,27-29,31-35,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,30-26-,38-36-/t71-,72+,73+/m0/s1	CDPIYANZINXQRY-RAEFZSKFSA-N	1400.972227			MMDBc0039984
BASm0026786	CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/24:0)	CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,24,26,30,73-75,80H,5-10,12-14,16-19,21-23,25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-,30-26-/t73-,74+,75+/m0/s1	CRFLSZHOJFCCNX-YFOPTXJQSA-N	1431.019177			MMDBc0039985
BASm0026787	CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/24:1(11Z))	CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,24,26,30,36-37,73-75,80H,5-10,12-14,16-19,21-23,25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-,30-26-,37-36-/t73-,74+,75+/m0/s1	SAVNWSFVRAUJFX-NOAFCYCWSA-N	1429.003527			MMDBc0039986
BASm0026788	CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/24:1(9Z))	CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,24,26,30,38,40,73-75,80H,5-10,12-14,16-19,21-23,25,27-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-,30-26-,40-38-/t73-,74+,75+/m0/s1	GSCZAJMOKUFRJZ-VURZAAAWSA-N	1429.003527			MMDBc0039987
BASm0026789	CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/26:0)	CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/26:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,20,24,26,30,75-77,82H,5-10,12-14,16-19,21-23,25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,30-26-/t75-,76+,77+/m0/s1	PVGDLIWKKQVFLZ-SKTOXOAWSA-N	1459.050477			MMDBc0039988
BASm0026790	CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/26:1(11Z))	CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/26:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,20,24,26,30,37-38,75-77,82H,5-10,12-14,16-19,21-23,25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,30-26-,38-37-/t75-,76+,77+/m0/s1	ZOTMYVMLJSWDSL-VAZNIXQESA-N	1457.034827			MMDBc0039989
BASm0026791	CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/26:1(9Z))	CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:1(11Z)/26:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C82H152O17P2	InChI=1S/C82H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-41-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-42-32-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3/h11,15,20,24,26,30,40-41,76-78,83H,5-10,12-14,16-19,21-23,25,27-29,31-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b15-11-,24-20-,30-26-,41-40-/t76-,77+,78+/m0/s1	JVPRKCYNSCQXOJ-UYLKZDHFSA-N	1471.050477			MMDBc0039990
BASm0026792	CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/20:0)	CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11,15,20,24,32,35,69-71,76H,5-10,12-14,16-19,21-23,25-31,33-34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,24-20-,35-32-/t69-,70+,71+/m0/s1	GQORHMDTAQUAOS-HMSUIWDOSA-N	1374.956577			MMDBc0039991
BASm0026793	CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/20:1(11Z))	CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11,15,20,24,31-33,35,69-71,76H,5-10,12-14,16-19,21-23,25-30,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,24-20-,33-31-,35-32-/t69-,70+,71+/m0/s1	BEAMDDYPYUDKGL-NLOOFXNKSA-N	1372.940927			MMDBc0039992
BASm0026794	CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/20:1(13Z))	CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h11,15,20,24-25,29,32,35,69-71,76H,5-10,12-14,16-19,21-23,26-28,30-31,33-34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,24-20-,29-25-,35-32-/t69-,70+,71+/m0/s1	OERNFZPLMCIRDY-YCBXQCMLSA-N	1372.940927			MMDBc0039993
BASm0026795	CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/22:0)	CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,20,24,32,37,71-73,78H,5-10,12-14,16-19,21-23,25-31,33-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,37-32-/t71-,72+,73+/m0/s1	QIKUUPWNUULZHL-QXSGHGKNSA-N	1402.987877			MMDBc0039994
BASm0026796	CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/22:1(11Z))	CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,20,24,32,34-35,37,71-73,78H,5-10,12-14,16-19,21-23,25-31,33,36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,35-34-,37-32-/t71-,72+,73+/m0/s1	RJQKNHWDKOKNAA-KZJIFIQMSA-N	1400.972227			MMDBc0039995
BASm0026797	CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/22:1(9Z))	CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,20,24,32,36-38,71-73,78H,5-10,12-14,16-19,21-23,25-31,33-35,39-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,37-32-,38-36-/t71-,72+,73+/m0/s1	WAGKMXOVFLLGAO-QPTFMXOSSA-N	1400.972227			MMDBc0039996
BASm0026798	CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/24:0)	CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,24,32,39,73-75,80H,5-10,12-14,16-19,21-23,25-31,33-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-,39-32-/t73-,74+,75+/m0/s1	AXPVFVJPQIDNGP-AZKLICGFSA-N	1431.019177			MMDBc0039997
BASm0026799	CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/24:1(11Z))	CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,24,32,36-37,39,73-75,80H,5-10,12-14,16-19,21-23,25-31,33-35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-,37-36-,39-32-/t73-,74+,75+/m0/s1	KIKALKPBHHJFIY-GXAHCFLSSA-N	1429.003527			MMDBc0039998
BASm0026800	CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/24:1(9Z))	CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,24,32,38-40,73-75,80H,5-10,12-14,16-19,21-23,25-31,33-37,41-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-,39-32-,40-38-/t73-,74+,75+/m0/s1	GVQQQTOJUWLPER-RGIOEOFJSA-N	1429.003527			MMDBc0039999
BASm0026801	CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/26:0)	CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/26:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,20,24,32,41,75-77,82H,5-10,12-14,16-19,21-23,25-31,33-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,41-32-/t75-,76+,77+/m0/s1	INIZOCABCVQSIM-BTMBOECBSA-N	1459.050477			MMDBc0040000
BASm0026802	CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/26:1(11Z))	CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/26:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,20,24,32,37-38,41,75-77,82H,5-10,12-14,16-19,21-23,25-31,33-36,39-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,38-37-,41-32-/t75-,76+,77+/m0/s1	QXSFMMZPKVCGKX-YEMZGGMNSA-N	1457.034827			MMDBc0040001
BASm0026803	CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/26:1(9Z))	CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/18:1(9Z)/26:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C82H152O17P2	InChI=1S/C82H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-41-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-42-32-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3/h11,15,20,24,32,40-42,76-78,83H,5-10,12-14,16-19,21-23,25-31,33-39,43-75H2,1-4H3,(H,88,89)(H,90,91)/b15-11-,24-20-,41-40-,42-32-/t76-,77+,78+/m0/s1	VCCVAMAZLSAKHC-GRCBLUNUSA-N	1471.050477			MMDBc0040002
BASm0026804	CL(14:1(11Z)/14:1(9Z)/20:0/20:1(11Z))	CL(14:1(11Z)/14:1(9Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/20:0/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,20,24,32,34,71-73,78H,5-10,12-14,16-19,21-23,25-31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,34-32-/t71-,72+,73+/m0/s1	RKASDNQXDKXDLW-GIQRQKKXSA-N	1402.987877			MMDBc0040003
BASm0026805	CL(14:1(11Z)/14:1(9Z)/20:0/20:1(13Z))	CL(14:1(11Z)/14:1(9Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/20:0/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h11,15,20,24,26,30,71-73,78H,5-10,12-14,16-19,21-23,25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,30-26-/t71-,72+,73+/m0/s1	KRDLAKUPQILIBP-JWTMLCABSA-N	1402.987877			MMDBc0040004
BASm0026806	CL(14:1(11Z)/14:1(9Z)/20:0/22:0)	CL(14:1(11Z)/14:1(9Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/20:0/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,24,73-75,80H,5-10,12-14,16-19,21-23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-/t73-,74+,75+/m0/s1	FIGQCPOJIUOLIA-CYXFQQMASA-N	1433.034827			MMDBc0040005
BASm0026807	CL(14:1(11Z)/14:1(9Z)/20:0/22:1(11Z))	CL(14:1(11Z)/14:1(9Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/20:0/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,24,35-36,73-75,80H,5-10,12-14,16-19,21-23,25-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-,36-35-/t73-,74+,75+/m0/s1	LVJBPPFJOYBTNR-RKPSKRHOSA-N	1431.019177			MMDBc0040006
BASm0026808	CL(14:1(11Z)/14:1(9Z)/20:0/22:1(9Z))	CL(14:1(11Z)/14:1(9Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/20:0/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,24,38,40,73-75,80H,5-10,12-14,16-19,21-23,25-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-,40-38-/t73-,74+,75+/m0/s1	MKQDOCVHFUGYQR-IRIGXYEBSA-N	1431.019177			MMDBc0040007
BASm0026809	CL(14:1(11Z)/14:1(9Z)/20:0/24:0)	CL(14:1(11Z)/14:1(9Z)/20:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/20:0/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,20,24,75-77,82H,5-10,12-14,16-19,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-/t75-,76+,77+/m0/s1	LCOVYSAIXSLANP-MSJHDEPISA-N	1461.066127			MMDBc0040008
BASm0026810	CL(14:1(11Z)/14:1(9Z)/20:0/24:1(11Z))	CL(14:1(11Z)/14:1(9Z)/20:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/20:0/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,20,24,37-38,75-77,82H,5-10,12-14,16-19,21-23,25-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,38-37-/t75-,76+,77+/m0/s1	PRICEWPZMXQUSO-VUGYJWRQSA-N	1459.050477			MMDBc0040009
BASm0026811	CL(14:1(11Z)/14:1(9Z)/20:0/24:1(9Z))	CL(14:1(11Z)/14:1(9Z)/20:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/20:0/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,20,24,40,42,75-77,82H,5-10,12-14,16-19,21-23,25-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,42-40-/t75-,76+,77+/m0/s1	QHMASJASMYMWKO-KILFBJKYSA-N	1459.050477			MMDBc0040010
BASm0026812	CL(14:1(11Z)/14:1(9Z)/20:1(11Z)/22:0)	CL(14:1(11Z)/14:1(9Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/20:1(11Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,24,32,34,73-75,80H,5-10,12-14,16-19,21-23,25-31,33,35-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-,34-32-/t73-,74+,75+/m0/s1	DWIHQHKVDLIPOR-UEALYVEDSA-N	1431.019177			MMDBc0040011
BASm0026813	CL(14:1(11Z)/14:1(9Z)/20:1(11Z)/22:1(11Z))	CL(14:1(11Z)/14:1(9Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/20:1(11Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,24,32,34-36,73-75,80H,5-10,12-14,16-19,21-23,25-31,33,37-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-,34-32-,36-35-/t73-,74+,75+/m0/s1	NMWJXIYKBPURRL-LVVNBZMASA-N	1429.003527			MMDBc0040012
BASm0026814	CL(14:1(11Z)/14:1(9Z)/20:1(11Z)/22:1(9Z))	CL(14:1(11Z)/14:1(9Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/20:1(11Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,24,32,34,38,40,73-75,80H,5-10,12-14,16-19,21-23,25-31,33,35-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-,34-32-,40-38-/t73-,74+,75+/m0/s1	RPEIQQOHSRKRJM-RHXRIUPYSA-N	1429.003527			MMDBc0040013
BASm0026815	CL(14:1(11Z)/14:1(9Z)/20:1(11Z)/24:0)	CL(14:1(11Z)/14:1(9Z)/20:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/20:1(11Z)/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,20,24,32,34,75-77,82H,5-10,12-14,16-19,21-23,25-31,33,35-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,34-32-/t75-,76+,77+/m0/s1	NXWOSGHMJUNBRS-SSHSPHSQSA-N	1459.050477			MMDBc0040014
BASm0026816	CL(14:1(11Z)/14:1(9Z)/20:1(11Z)/24:1(11Z))	CL(14:1(11Z)/14:1(9Z)/20:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/20:1(11Z)/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,20,24,32,34,37-38,75-77,82H,5-10,12-14,16-19,21-23,25-31,33,35-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,34-32-,38-37-/t75-,76+,77+/m0/s1	GLEMBIXHFLKSLY-JOXBQAPZSA-N	1457.034827			MMDBc0040015
BASm0026817	CL(14:1(11Z)/14:1(9Z)/20:1(11Z)/24:1(9Z))	CL(14:1(11Z)/14:1(9Z)/20:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/20:1(11Z)/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,20,24,32,34,40,42,75-77,82H,5-10,12-14,16-19,21-23,25-31,33,35-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,34-32-,42-40-/t75-,76+,77+/m0/s1	VOQAPYAXQUGMFR-CQJSIGBOSA-N	1457.034827			MMDBc0040016
BASm0026818	CL(14:1(11Z)/14:1(9Z)/20:1(13Z)/22:0)	CL(14:1(11Z)/14:1(9Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/20:1(13Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,24,26,30,73-75,80H,5-10,12-14,16-19,21-23,25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-,30-26-/t73-,74+,75+/m0/s1	PMRBRWROIJGDMM-YFOPTXJQSA-N	1431.019177			MMDBc0040017
BASm0026819	CL(14:1(11Z)/14:1(9Z)/20:1(13Z)/22:1(11Z))	CL(14:1(11Z)/14:1(9Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/20:1(13Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,24,26,30,35-36,73-75,80H,5-10,12-14,16-19,21-23,25,27-29,31-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-,30-26-,36-35-/t73-,74+,75+/m0/s1	FUYIHQDVLXIWRV-DFIHGOKBSA-N	1429.003527			MMDBc0040018
BASm0026820	CL(14:1(11Z)/14:1(9Z)/20:1(13Z)/22:1(9Z))	CL(14:1(11Z)/14:1(9Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/20:1(13Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h11,15,20,24,26,30,38,40,73-75,80H,5-10,12-14,16-19,21-23,25,27-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,24-20-,30-26-,40-38-/t73-,74+,75+/m0/s1	ZNQYCSPBWFNZPJ-VURZAAAWSA-N	1429.003527			MMDBc0040019
BASm0026821	CL(14:1(11Z)/14:1(9Z)/20:1(13Z)/24:0)	CL(14:1(11Z)/14:1(9Z)/20:1(13Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/20:1(13Z)/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,20,24,26,30,75-77,82H,5-10,12-14,16-19,21-23,25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,30-26-/t75-,76+,77+/m0/s1	FLZMEKOWMDWMPY-SKTOXOAWSA-N	1459.050477			MMDBc0040020
BASm0026822	CL(14:1(11Z)/14:1(9Z)/20:1(13Z)/24:1(11Z))	CL(14:1(11Z)/14:1(9Z)/20:1(13Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/20:1(13Z)/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,20,24,26,30,37-38,75-77,82H,5-10,12-14,16-19,21-23,25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,30-26-,38-37-/t75-,76+,77+/m0/s1	DJMYMGLJJIQKAO-VAZNIXQESA-N	1457.034827			MMDBc0040021
BASm0026823	CL(14:1(11Z)/14:1(9Z)/20:1(13Z)/24:1(9Z))	CL(14:1(11Z)/14:1(9Z)/20:1(13Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/20:1(13Z)/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,20,24,26,30,40,42,75-77,82H,5-10,12-14,16-19,21-23,25,27-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,30-26-,42-40-/t75-,76+,77+/m0/s1	FHOMBECVJCEHJK-BNARKCHFSA-N	1457.034827			MMDBc0040022
BASm0026824	CL(14:1(11Z)/14:1(9Z)/22:0/22:1(11Z))	CL(14:1(11Z)/14:1(9Z)/22:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/22:0/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,20,24,36,38,75-77,82H,5-10,12-14,16-19,21-23,25-35,37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,38-36-/t75-,76+,77+/m0/s1	HDTPWRLYZCUJMF-DCSHGOJCSA-N	1459.050477			MMDBc0040023
BASm0026825	CL(14:1(11Z)/14:1(9Z)/22:0/22:1(9Z))	CL(14:1(11Z)/14:1(9Z)/22:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/14:1(9Z)/22:0/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h11,15,20,24,40,42,75-77,82H,5-10,12-14,16-19,21-23,25-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,42-40-/t75-,76+,77+/m0/s1	GOOQNMLZUIEPDM-KILFBJKYSA-N	1459.050477			MMDBc0040024
BASm0026826	CL(14:1(11Z)/15:0/15:0/16:0)	CL(14:1(11Z)/15:0/15:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:0/16:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16,63-65,70H,5-11,13-15,17-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-/t63-,64+,65+/m0/s1	OVZJVRJJUGBASA-JXUBZHFOSA-N	1294.893977			MMDBc0040025
BASm0026827	CL(14:1(11Z)/15:0/15:0/16:1(11Z))	CL(14:1(11Z)/15:0/15:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:0/16:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16-17,21,63-65,70H,5-11,13-15,18-20,22-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,21-17-/t63-,64+,65+/m0/s1	CPUNKEYRRVBTHU-BJCDZIRMSA-N	1292.878327			MMDBc0040026
BASm0026828	CL(14:1(11Z)/15:0/15:0/16:1(9Z))	CL(14:1(11Z)/15:0/15:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:0/16:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16,25,29,63-65,70H,5-11,13-15,17-24,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,29-25-/t63-,64+,65+/m0/s1	SGUVYEGPBNKXOF-FQTRTOGLSA-N	1292.878327			MMDBc0040027
BASm0026829	CL(14:1(11Z)/15:0/15:0/18:0)	CL(14:1(11Z)/15:0/15:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:0/18:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,65-67,72H,5-11,13-15,17-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-/t65-,66+,67+/m0/s1	BNJAYFAIGKMEMB-JJVRYZMJSA-N	1322.925277			MMDBc0040028
BASm0026830	CL(14:1(11Z)/15:0/15:0/18:1(11Z))	CL(14:1(11Z)/15:0/15:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:0/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,25,29,65-67,72H,5-11,13-15,17-24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,29-25-/t65-,66+,67+/m0/s1	SVMFHBWAHFSVEO-MHVVHDOFSA-N	1320.909627			MMDBc0040029
BASm0026831	CL(14:1(11Z)/15:0/15:0/18:1(9Z))	CL(14:1(11Z)/15:0/15:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:0/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,32-33,65-67,72H,5-11,13-15,17-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,33-32-/t65-,66+,67+/m0/s1	DSXHHXLGLSPAAR-WIZYHVMTSA-N	1320.909627			MMDBc0040030
BASm0026832	CL(14:1(11Z)/15:0/15:0/20:0)	CL(14:1(11Z)/15:0/15:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:0/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,67-69,74H,5-11,13-15,17-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-/t67-,68+,69+/m0/s1	JZUYAGNYIQKSKZ-IKKRQSDYSA-N	1350.956577			MMDBc0040031
BASm0026833	CL(14:1(11Z)/15:0/15:0/20:1(11Z))	CL(14:1(11Z)/15:0/15:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:0/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,32-33,67-69,74H,5-11,13-15,17-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,33-32-/t67-,68+,69+/m0/s1	SNMXWYBHIABITQ-IYKIALGASA-N	1348.940927			MMDBc0040032
BASm0026834	CL(14:1(11Z)/15:0/15:0/20:1(13Z))	CL(14:1(11Z)/15:0/15:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:0/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,25,29,67-69,74H,5-11,13-15,17-24,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,29-25-/t67-,68+,69+/m0/s1	NMNLHCZBIHZZAZ-CRYQSICHSA-N	1348.940927			MMDBc0040033
BASm0026835	CL(14:1(11Z)/15:0/15:0/22:0)	CL(14:1(11Z)/15:0/15:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:0/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,69-71,76H,5-11,13-15,17-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-/t69-,70+,71+/m0/s1	NOXQHUFFTCBZET-KOOSGXQVSA-N	1378.987877			MMDBc0040034
BASm0026836	CL(14:1(11Z)/15:0/15:0/22:1(11Z))	CL(14:1(11Z)/15:0/15:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:0/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,34-35,69-71,76H,5-11,13-15,17-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,35-34-/t69-,70+,71+/m0/s1	KVOQKZXSQYEWAG-MGCRTOTLSA-N	1376.972227			MMDBc0040035
BASm0026837	CL(14:1(11Z)/15:0/15:0/22:1(9Z))	CL(14:1(11Z)/15:0/15:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:0/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,36-37,69-71,76H,5-11,13-15,17-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,37-36-/t69-,70+,71+/m0/s1	XKABWCMYZDWRHZ-HWVDXPHHSA-N	1376.972227			MMDBc0040036
BASm0026838	CL(14:1(11Z)/15:0/15:0/24:0)	CL(14:1(11Z)/15:0/15:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:0/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,16,71-73,78H,5-11,13-15,17-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-/t71-,72+,73+/m0/s1	HNXUVYXYTSCSJQ-RWZKMYKQSA-N	1407.019177			MMDBc0040037
BASm0026839	CL(14:1(11Z)/15:0/15:0/24:1(11Z))	CL(14:1(11Z)/15:0/15:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:0/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,16,36-37,71-73,78H,5-11,13-15,17-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,37-36-/t71-,72+,73+/m0/s1	DOQJCGBTPULCKK-OSQPRCHKSA-N	1405.003527			MMDBc0040038
BASm0026840	CL(14:1(11Z)/15:0/15:0/24:1(9Z))	CL(14:1(11Z)/15:0/15:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:0/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,16,38-39,71-73,78H,5-11,13-15,17-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,39-38-/t71-,72+,73+/m0/s1	OYMWLTDVMUNQCM-QIMMVELHSA-N	1405.003527			MMDBc0040039
BASm0026841	CL(14:1(11Z)/15:0/15:0/26:0)	CL(14:1(11Z)/15:0/15:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:0/26:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h12,16,73-75,80H,5-11,13-15,17-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-/t73-,74+,75+/m0/s1	BKAMQJXGUJZZOL-FHGVFQOQSA-N	1435.050477			MMDBc0040040
BASm0026842	CL(14:1(11Z)/15:0/15:0/26:1(11Z))	CL(14:1(11Z)/15:0/15:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:0/26:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h12,16,37-38,73-75,80H,5-11,13-15,17-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,38-37-/t73-,74+,75+/m0/s1	DEJTVZJNFIFOLW-BBHHHCKGSA-N	1433.034827			MMDBc0040041
BASm0026843	CL(14:1(11Z)/15:0/15:0/26:1(9Z))	CL(14:1(11Z)/15:0/15:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:0/26:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h12,16,40-41,74-76,81H,5-11,13-15,17-39,42-73H2,1-4H3,(H,86,87)(H,88,89)/b16-12-,41-40-/t74-,75+,76+/m0/s1	HYAVPHYUCMPOKG-SVKQEZPESA-N	1447.050477			MMDBc0040042
BASm0026844	CL(14:1(11Z)/15:0/15:0/28:0)	CL(14:1(11Z)/15:0/15:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:0/28:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h12,16,75-77,82H,5-11,13-15,17-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-/t75-,76+,77+/m0/s1	IZUVYYFBNSEVPG-PBMCNPGVSA-N	1463.081778			MMDBc0040043
BASm0026845	CL(14:1(11Z)/15:0/15:0/28:1(11Z))	CL(14:1(11Z)/15:0/15:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:0/28:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h12,16,39-40,75-77,82H,5-11,13-15,17-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,40-39-/t75-,76+,77+/m0/s1	AQXLBUVIKYLHMB-NSEGYJJXSA-N	1461.066127			MMDBc0040044
BASm0026846	CL(14:1(11Z)/15:0/15:0/28:1(9Z))	CL(14:1(11Z)/15:0/15:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:0/28:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h12,16,41-42,75-77,82H,5-11,13-15,17-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,42-41-/t75-,76+,77+/m0/s1	JQKHBNJDOIQVDC-TZQKLHNDSA-N	1461.066127			MMDBc0040045
BASm0026847	CL(14:1(11Z)/15:0/15:1(11Z)/16:0)	CL(14:1(11Z)/15:0/15:1(11Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(11Z)/16:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,14,16,18,63-65,70H,5-11,13,15,17,19-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,18-14-/t63-,64+,65+/m0/s1	GLXMIMLHWOTVNK-GLAOKCQVSA-N	1292.878327			MMDBc0040046
BASm0026848	CL(14:1(11Z)/15:0/15:1(11Z)/16:1(11Z))	CL(14:1(11Z)/15:0/15:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(11Z)/16:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,14,16-18,21,63-65,70H,5-11,13,15,19-20,22-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,18-14-,21-17-/t63-,64+,65+/m0/s1	YRGHFENMRBZCRY-QFDQEMNRSA-N	1290.862677			MMDBc0040047
BASm0026849	CL(14:1(11Z)/15:0/15:1(11Z)/16:1(9Z))	CL(14:1(11Z)/15:0/15:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(11Z)/16:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,14,16,18,25,29,63-65,70H,5-11,13,15,17,19-24,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,18-14-,29-25-/t63-,64+,65+/m0/s1	MFYVALZVZVTGDK-BLBVAFRGSA-N	1290.862677			MMDBc0040048
BASm0026850	CL(14:1(11Z)/15:0/15:1(11Z)/18:0)	CL(14:1(11Z)/15:0/15:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(11Z)/18:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,14,16,18,65-67,72H,5-11,13,15,17,19-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,18-14-/t65-,66+,67+/m0/s1	GZVZZZZKGNWSIC-QAPDWEDCSA-N	1320.909627			MMDBc0040049
BASm0026851	CL(14:1(11Z)/15:0/15:1(11Z)/18:1(11Z))	CL(14:1(11Z)/15:0/15:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(11Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,14,16,18,25,29,65-67,72H,5-11,13,15,17,19-24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,18-14-,29-25-/t65-,66+,67+/m0/s1	JOYAUQOAMMQULR-GEFJQKQISA-N	1318.893977			MMDBc0040050
BASm0026852	CL(14:1(11Z)/15:0/15:1(11Z)/18:1(9Z))	CL(14:1(11Z)/15:0/15:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(11Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,14,16,18,32-33,65-67,72H,5-11,13,15,17,19-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,18-14-,33-32-/t65-,66+,67+/m0/s1	JZYGPLGTHRXUSY-VONCSIKTSA-N	1318.893977			MMDBc0040051
BASm0026853	CL(14:1(11Z)/15:0/15:1(11Z)/20:0)	CL(14:1(11Z)/15:0/15:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(11Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,14,16,18,67-69,74H,5-11,13,15,17,19-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,18-14-/t67-,68+,69+/m0/s1	JQKHUPADRMDEJN-JRQXRJQBSA-N	1348.940927			MMDBc0040052
BASm0026854	CL(14:1(11Z)/15:0/15:1(11Z)/20:1(11Z))	CL(14:1(11Z)/15:0/15:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(11Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,14,16,18,32-33,67-69,74H,5-11,13,15,17,19-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,18-14-,33-32-/t67-,68+,69+/m0/s1	KACSNJPBJKTILQ-JRAIPMEDSA-N	1346.925277			MMDBc0040053
BASm0026855	CL(14:1(11Z)/15:0/15:1(11Z)/20:1(13Z))	CL(14:1(11Z)/15:0/15:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(11Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,14,16,18,25,29,67-69,74H,5-11,13,15,17,19-24,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,18-14-,29-25-/t67-,68+,69+/m0/s1	BLFFYSWJEYKLOJ-YHJQETOESA-N	1346.925277			MMDBc0040054
BASm0026856	CL(14:1(11Z)/15:0/15:1(11Z)/22:0)	CL(14:1(11Z)/15:0/15:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(11Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,14,16,18,69-71,76H,5-11,13,15,17,19-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,18-14-/t69-,70+,71+/m0/s1	CRXAIJIERNQVFC-ZZKCSXQRSA-N	1376.972227			MMDBc0040055
BASm0026857	CL(14:1(11Z)/15:0/15:1(11Z)/22:1(11Z))	CL(14:1(11Z)/15:0/15:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(11Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,14,16,18,34-35,69-71,76H,5-11,13,15,17,19-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,18-14-,35-34-/t69-,70+,71+/m0/s1	WTSGYUYESBZBJQ-NVYJFEKVSA-N	1374.956577			MMDBc0040056
BASm0026858	CL(14:1(11Z)/15:0/15:1(11Z)/22:1(9Z))	CL(14:1(11Z)/15:0/15:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(11Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,14,16,18,36-37,69-71,76H,5-11,13,15,17,19-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,18-14-,37-36-/t69-,70+,71+/m0/s1	CTKLULNEVUATPR-YMASMJHGSA-N	1374.956577			MMDBc0040057
BASm0026859	CL(14:1(11Z)/15:0/15:1(11Z)/24:0)	CL(14:1(11Z)/15:0/15:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(11Z)/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,14,16,18,71-73,78H,5-11,13,15,17,19-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,18-14-/t71-,72+,73+/m0/s1	GMQAYIBKWOQKMV-YBTXNETRSA-N	1405.003527			MMDBc0040058
BASm0026860	CL(14:1(11Z)/15:0/15:1(11Z)/24:1(11Z))	CL(14:1(11Z)/15:0/15:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(11Z)/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,14,16,18,36-37,71-73,78H,5-11,13,15,17,19-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,18-14-,37-36-/t71-,72+,73+/m0/s1	CNVPYWHKLOGOIQ-JELQIFLESA-N	1402.987877			MMDBc0040059
BASm0026861	CL(14:1(11Z)/15:0/15:1(11Z)/24:1(9Z))	CL(14:1(11Z)/15:0/15:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(11Z)/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,14,16,18,38-39,71-73,78H,5-11,13,15,17,19-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,18-14-,39-38-/t71-,72+,73+/m0/s1	OHPWNQQKEYAREE-NRAIFEDCSA-N	1402.987877			MMDBc0040060
BASm0026862	CL(14:1(11Z)/15:0/15:1(11Z)/26:0)	CL(14:1(11Z)/15:0/15:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(11Z)/26:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h12,14,16,18,73-75,80H,5-11,13,15,17,19-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,18-14-/t73-,74+,75+/m0/s1	IMVKYPPMQSVKJC-AJNNKSJCSA-N	1433.034827			MMDBc0040061
BASm0026863	CL(14:1(11Z)/15:0/15:1(11Z)/26:1(11Z))	CL(14:1(11Z)/15:0/15:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(11Z)/26:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h12,14,16,18,37-38,73-75,80H,5-11,13,15,17,19-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,18-14-,38-37-/t73-,74+,75+/m0/s1	VQKRLMQCYGFJOK-VBOGLYHJSA-N	1431.019177			MMDBc0040062
BASm0026864	CL(14:1(11Z)/15:0/15:1(11Z)/26:1(9Z))	CL(14:1(11Z)/15:0/15:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(11Z)/26:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h12,14,16,18,40-41,74-76,81H,5-11,13,15,17,19-39,42-73H2,1-4H3,(H,86,87)(H,88,89)/b16-12-,18-14-,41-40-/t74-,75+,76+/m0/s1	KKWBCMQXIZXKSN-CTDUOBIVSA-N	1445.034827			MMDBc0040063
BASm0026865	CL(14:1(11Z)/15:0/15:1(11Z)/28:0)	CL(14:1(11Z)/15:0/15:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(11Z)/28:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h12,14,16,18,75-77,82H,5-11,13,15,17,19-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,18-14-/t75-,76+,77+/m0/s1	BLAXQPPOCGUFBW-OGSSEZQFSA-N	1461.066127			MMDBc0040064
BASm0026866	CL(14:1(11Z)/15:0/15:1(11Z)/28:1(11Z))	CL(14:1(11Z)/15:0/15:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(11Z)/28:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h12,14,16,18,39-40,75-77,82H,5-11,13,15,17,19-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,18-14-,40-39-/t75-,76+,77+/m0/s1	TWUZBGBFCLQEIV-BDVCCCGTSA-N	1459.050477			MMDBc0040065
BASm0026867	CL(14:1(11Z)/15:0/15:1(11Z)/28:1(9Z))	CL(14:1(11Z)/15:0/15:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(11Z)/28:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h12,14,16,18,41-42,75-77,82H,5-11,13,15,17,19-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,18-14-,42-41-/t75-,76+,77+/m0/s1	XZRIRVHCJWQZLF-UCNLCNHSSA-N	1459.050477			MMDBc0040066
BASm0026868	CL(14:1(11Z)/15:0/15:1(9Z)/16:0)	CL(14:1(11Z)/15:0/15:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(9Z)/16:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16,22,26,63-65,70H,5-11,13-15,17-21,23-25,27-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,26-22-/t63-,64+,65+/m0/s1	QKNDKEZUHGXMKT-UXZBFIAMSA-N	1292.878327			MMDBc0040067
BASm0026869	CL(14:1(11Z)/15:0/15:1(9Z)/16:1(11Z))	CL(14:1(11Z)/15:0/15:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(9Z)/16:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16-17,21-22,26,63-65,70H,5-11,13-15,18-20,23-25,27-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,21-17-,26-22-/t63-,64+,65+/m0/s1	MOWTXFGUSHDUPL-VUBTUGIASA-N	1290.862677			MMDBc0040068
BASm0026870	CL(14:1(11Z)/15:0/15:1(9Z)/16:1(9Z))	CL(14:1(11Z)/15:0/15:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(9Z)/16:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16,22,25-26,29,63-65,70H,5-11,13-15,17-21,23-24,27-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,26-22-,29-25-/t63-,64+,65+/m0/s1	BAJHTDQSWHDDMG-RABGLSNBSA-N	1290.862677			MMDBc0040069
BASm0026871	CL(14:1(11Z)/15:0/15:1(9Z)/18:0)	CL(14:1(11Z)/15:0/15:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(9Z)/18:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,22,26,65-67,72H,5-11,13-15,17-21,23-25,27-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,26-22-/t65-,66+,67+/m0/s1	DMVSTQQPWDJZDA-HZZOYDJFSA-N	1320.909627			MMDBc0040070
BASm0026872	CL(14:1(11Z)/15:0/15:1(9Z)/18:1(11Z))	CL(14:1(11Z)/15:0/15:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(9Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,22,25-26,29,65-67,72H,5-11,13-15,17-21,23-24,27-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,26-22-,29-25-/t65-,66+,67+/m0/s1	ONOUDYFCMPUOFX-XMLJRSJBSA-N	1318.893977			MMDBc0040071
BASm0026873	CL(14:1(11Z)/15:0/15:1(9Z)/18:1(9Z))	CL(14:1(11Z)/15:0/15:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(9Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,22,26,32-33,65-67,72H,5-11,13-15,17-21,23-25,27-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,26-22-,33-32-/t65-,66+,67+/m0/s1	LDLKJIRADCMREE-HRWOZHRESA-N	1318.893977			MMDBc0040072
BASm0026874	CL(14:1(11Z)/15:0/15:1(9Z)/20:0)	CL(14:1(11Z)/15:0/15:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(9Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,22,26,67-69,74H,5-11,13-15,17-21,23-25,27-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,26-22-/t67-,68+,69+/m0/s1	ZPYJZUJTHCQZOU-IZYNMCIZSA-N	1348.940927			MMDBc0040073
BASm0026875	CL(14:1(11Z)/15:0/15:1(9Z)/20:1(11Z))	CL(14:1(11Z)/15:0/15:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(9Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,22,26,32-33,67-69,74H,5-11,13-15,17-21,23-25,27-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,26-22-,33-32-/t67-,68+,69+/m0/s1	DVQGCVAZXLUTHO-PJVQNEIASA-N	1346.925277			MMDBc0040074
BASm0026876	CL(14:1(11Z)/15:0/15:1(9Z)/20:1(13Z))	CL(14:1(11Z)/15:0/15:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(9Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,22,25-26,29,67-69,74H,5-11,13-15,17-21,23-24,27-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,26-22-,29-25-/t67-,68+,69+/m0/s1	RYEBWILWRGGWHC-VZPLTIIOSA-N	1346.925277			MMDBc0040075
BASm0026877	CL(14:1(11Z)/15:0/15:1(9Z)/22:0)	CL(14:1(11Z)/15:0/15:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(9Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,22,26,69-71,76H,5-11,13-15,17-21,23-25,27-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,26-22-/t69-,70+,71+/m0/s1	LDRYVPPCTJVQBS-LCJMEKIGSA-N	1376.972227			MMDBc0040076
BASm0026878	CL(14:1(11Z)/15:0/15:1(9Z)/22:1(11Z))	CL(14:1(11Z)/15:0/15:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(9Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,22,26,34-35,69-71,76H,5-11,13-15,17-21,23-25,27-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,26-22-,35-34-/t69-,70+,71+/m0/s1	FOEAHLGVIVKZSM-GLULHGBTSA-N	1374.956577			MMDBc0040077
BASm0026879	CL(14:1(11Z)/15:0/15:1(9Z)/22:1(9Z))	CL(14:1(11Z)/15:0/15:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(9Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,22,26,36-37,69-71,76H,5-11,13-15,17-21,23-25,27-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,26-22-,37-36-/t69-,70+,71+/m0/s1	JGEIAZJEHFHZEV-WRJQZIGQSA-N	1374.956577			MMDBc0040078
BASm0026880	CL(14:1(11Z)/15:0/15:1(9Z)/24:0)	CL(14:1(11Z)/15:0/15:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(9Z)/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,16,22,26,71-73,78H,5-11,13-15,17-21,23-25,27-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,26-22-/t71-,72+,73+/m0/s1	FZCZDKKCOUBQMZ-IUTXEKQISA-N	1405.003527			MMDBc0040079
BASm0026881	CL(14:1(11Z)/15:0/15:1(9Z)/24:1(11Z))	CL(14:1(11Z)/15:0/15:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(9Z)/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,16,22,26,36-37,71-73,78H,5-11,13-15,17-21,23-25,27-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,26-22-,37-36-/t71-,72+,73+/m0/s1	BOEZHHBKLUBXDT-UXHAZMRESA-N	1402.987877			MMDBc0040080
BASm0026882	CL(14:1(11Z)/15:0/15:1(9Z)/24:1(9Z))	CL(14:1(11Z)/15:0/15:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(9Z)/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,16,22,26,38-39,71-73,78H,5-11,13-15,17-21,23-25,27-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,26-22-,39-38-/t71-,72+,73+/m0/s1	IINYEKDQKXSMEY-LJXUZHMQSA-N	1402.987877			MMDBc0040081
BASm0026883	CL(14:1(11Z)/15:0/15:1(9Z)/26:0)	CL(14:1(11Z)/15:0/15:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(9Z)/26:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h12,16,22,26,73-75,80H,5-11,13-15,17-21,23-25,27-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,26-22-/t73-,74+,75+/m0/s1	BFHMGIQVLHNGGE-KTYPCJAASA-N	1433.034827			MMDBc0040082
BASm0026884	CL(14:1(11Z)/15:0/15:1(9Z)/26:1(11Z))	CL(14:1(11Z)/15:0/15:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(9Z)/26:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h12,16,22,26,37-38,73-75,80H,5-11,13-15,17-21,23-25,27-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,26-22-,38-37-/t73-,74+,75+/m0/s1	QXCWRXSQXRUWDE-MRFITFMBSA-N	1431.019177			MMDBc0040083
BASm0026885	CL(14:1(11Z)/15:0/15:1(9Z)/26:1(9Z))	CL(14:1(11Z)/15:0/15:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(9Z)/26:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h12,16,22,26,40-41,74-76,81H,5-11,13-15,17-21,23-25,27-39,42-73H2,1-4H3,(H,86,87)(H,88,89)/b16-12-,26-22-,41-40-/t74-,75+,76+/m0/s1	NGSJAJHESBXCLZ-GFOPOGDRSA-N	1445.034827			MMDBc0040084
BASm0026886	CL(14:1(11Z)/15:0/15:1(9Z)/28:0)	CL(14:1(11Z)/15:0/15:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(9Z)/28:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h12,16,22,26,75-77,82H,5-11,13-15,17-21,23-25,27-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,26-22-/t75-,76+,77+/m0/s1	RPFJXFFGZHNSOA-LUGGDZOZSA-N	1461.066127			MMDBc0040085
BASm0026887	CL(14:1(11Z)/15:0/15:1(9Z)/28:1(11Z))	CL(14:1(11Z)/15:0/15:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(9Z)/28:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h12,16,22,26,39-40,75-77,82H,5-11,13-15,17-21,23-25,27-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,26-22-,40-39-/t75-,76+,77+/m0/s1	QPOFPVVPUDDESB-JZRUYMFBSA-N	1459.050477			MMDBc0040086
BASm0026888	CL(14:1(11Z)/15:0/15:1(9Z)/28:1(9Z))	CL(14:1(11Z)/15:0/15:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/15:1(9Z)/28:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h12,16,22,26,41-42,75-77,82H,5-11,13-15,17-21,23-25,27-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,26-22-,42-41-/t75-,76+,77+/m0/s1	HWPJXVJRLVKRRB-SZBPLMLDSA-N	1459.050477			MMDBc0040087
BASm0026889	CL(14:1(11Z)/15:0/16:0/23:1(11Z))	CL(14:1(11Z)/15:0/16:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/16:0/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,35-36,71-73,78H,5-11,13-15,17-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,36-35-/t71-,72+,73+/m0/s1	GNEICKZSJLPYRL-SMKLDFSSSA-N	1405.003527			MMDBc0040088
BASm0026890	CL(14:1(11Z)/15:0/16:0/23:1(9Z))	CL(14:1(11Z)/15:0/16:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/16:0/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,37-38,71-73,78H,5-11,13-15,17-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,38-37-/t71-,72+,73+/m0/s1	KVBOWDVSCRQGCB-WORGHIDHSA-N	1405.003527			MMDBc0040089
BASm0026891	CL(14:1(11Z)/15:0/16:0/25:0)	CL(14:1(11Z)/15:0/16:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/16:0/25:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,73-75,80H,5-11,13-15,17-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-/t73-,74+,75+/m0/s1	QYWOLQXYRXOYQQ-FHGVFQOQSA-N	1435.050477			MMDBc0040090
BASm0026892	CL(14:1(11Z)/15:0/16:0/25:1(11Z))	CL(14:1(11Z)/15:0/16:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/16:0/25:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,37-38,73-75,80H,5-11,13-15,17-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,38-37-/t73-,74+,75+/m0/s1	OVMDWVZACGUJBD-BBHHHCKGSA-N	1433.034827			MMDBc0040091
BASm0026893	CL(14:1(11Z)/15:0/16:0/25:1(9Z))	CL(14:1(11Z)/15:0/16:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/16:0/25:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,39-40,73-75,80H,5-11,13-15,17-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,40-39-/t73-,74+,75+/m0/s1	IGTQTKCDAGCURR-JZRIGCNUSA-N	1433.034827			MMDBc0040092
BASm0026894	CL(14:1(11Z)/15:0/16:0/27:0)	CL(14:1(11Z)/15:0/16:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/16:0/27:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,75-77,82H,5-11,13-15,17-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-/t75-,76+,77+/m0/s1	KORIJWRWXIVUHF-PBMCNPGVSA-N	1463.081778			MMDBc0040093
BASm0026895	CL(14:1(11Z)/15:0/16:0/27:1(11Z))	CL(14:1(11Z)/15:0/16:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/16:0/27:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,39-40,75-77,82H,5-11,13-15,17-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,40-39-/t75-,76+,77+/m0/s1	OQZKTNPRXAOYCL-NSEGYJJXSA-N	1461.066127			MMDBc0040094
BASm0026896	CL(14:1(11Z)/15:0/16:0/27:1(9Z))	CL(14:1(11Z)/15:0/16:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/16:0/27:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,41-42,75-77,82H,5-11,13-15,17-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,42-41-/t75-,76+,77+/m0/s1	NSGUMEGLWGMSJZ-TZQKLHNDSA-N	1461.066127			MMDBc0040095
BASm0026897	CL(14:1(11Z)/15:0/16:1(11Z)/23:1(11Z))	CL(14:1(11Z)/15:0/16:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/16:1(11Z)/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,18,22,35-36,71-73,78H,5-11,13-15,17,19-21,23-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,22-18-,36-35-/t71-,72+,73+/m0/s1	YCHHACWTSWBSMK-WFSKREBLSA-N	1402.987877			MMDBc0040096
BASm0026898	CL(14:1(11Z)/15:0/16:1(11Z)/23:1(9Z))	CL(14:1(11Z)/15:0/16:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/16:1(11Z)/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,18,22,37-38,71-73,78H,5-11,13-15,17,19-21,23-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,22-18-,38-37-/t71-,72+,73+/m0/s1	IRMSLZBPJGBHNN-LWTKIWCQSA-N	1402.987877			MMDBc0040097
BASm0026899	CL(14:1(11Z)/15:0/16:1(11Z)/25:0)	CL(14:1(11Z)/15:0/16:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/16:1(11Z)/25:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,18,22,73-75,80H,5-11,13-15,17,19-21,23-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,22-18-/t73-,74+,75+/m0/s1	LZJCJMNTKKJNDV-ASOIXJOOSA-N	1433.034827			MMDBc0040098
BASm0026900	CL(14:1(11Z)/15:0/16:1(11Z)/25:1(11Z))	CL(14:1(11Z)/15:0/16:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/16:1(11Z)/25:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,18,22,37-38,73-75,80H,5-11,13-15,17,19-21,23-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,22-18-,38-37-/t73-,74+,75+/m0/s1	ODWHWVAHQCGMBT-GDEPILJQSA-N	1431.019177			MMDBc0040099
BASm0026901	CL(14:1(11Z)/15:0/16:1(11Z)/25:1(9Z))	CL(14:1(11Z)/15:0/16:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/16:1(11Z)/25:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,18,22,39-40,73-75,80H,5-11,13-15,17,19-21,23-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,22-18-,40-39-/t73-,74+,75+/m0/s1	VCJKQBZVIYDBPP-NVKBYIIMSA-N	1431.019177			MMDBc0040100
BASm0026902	CL(14:1(11Z)/15:0/16:1(11Z)/27:0)	CL(14:1(11Z)/15:0/16:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/16:1(11Z)/27:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,18,22,75-77,82H,5-11,13-15,17,19-21,23-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,22-18-/t75-,76+,77+/m0/s1	BKOCKHSQMYIEBZ-OTFMIZQXSA-N	1461.066127			MMDBc0040101
BASm0026903	CL(14:1(11Z)/15:0/16:1(11Z)/27:1(11Z))	CL(14:1(11Z)/15:0/16:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/16:1(11Z)/27:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,18,22,39-40,75-77,82H,5-11,13-15,17,19-21,23-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,22-18-,40-39-/t75-,76+,77+/m0/s1	ZTYDINRWHWCUQS-QUUYMYJJSA-N	1459.050477			MMDBc0040102
BASm0026904	CL(14:1(11Z)/15:0/16:1(11Z)/27:1(9Z))	CL(14:1(11Z)/15:0/16:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/16:1(11Z)/27:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,18,22,41-42,75-77,82H,5-11,13-15,17,19-21,23-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,22-18-,42-41-/t75-,76+,77+/m0/s1	FONMRCUAGRLGSE-KEJNXRBCSA-N	1459.050477			MMDBc0040103
BASm0026905	CL(14:1(11Z)/15:0/16:1(9Z)/23:1(11Z))	CL(14:1(11Z)/15:0/16:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/16:1(9Z)/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,26,30,35-36,71-73,78H,5-11,13-15,17-25,27-29,31-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,30-26-,36-35-/t71-,72+,73+/m0/s1	AHJBWTCLOJBUEE-GLBLSNBESA-N	1402.987877			MMDBc0040104
BASm0026906	CL(14:1(11Z)/15:0/16:1(9Z)/23:1(9Z))	CL(14:1(11Z)/15:0/16:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/16:1(9Z)/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,26,30,37-38,71-73,78H,5-11,13-15,17-25,27-29,31-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,30-26-,38-37-/t71-,72+,73+/m0/s1	VMIURBGGGWUGQG-LIEANDHASA-N	1402.987877			MMDBc0040105
BASm0026907	CL(14:1(11Z)/15:0/16:1(9Z)/25:0)	CL(14:1(11Z)/15:0/16:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/16:1(9Z)/25:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,26,30,73-75,80H,5-11,13-15,17-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-/t73-,74+,75+/m0/s1	QUFOOHUOTPGIKV-BTXITGRWSA-N	1433.034827			MMDBc0040106
BASm0026908	CL(14:1(11Z)/15:0/16:1(9Z)/25:1(11Z))	CL(14:1(11Z)/15:0/16:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/16:1(9Z)/25:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,26,30,37-38,73-75,80H,5-11,13-15,17-25,27-29,31-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-,38-37-/t73-,74+,75+/m0/s1	CVMBQSBFDYPFTB-WADWSZIUSA-N	1431.019177			MMDBc0040107
BASm0026909	CL(14:1(11Z)/15:0/16:1(9Z)/25:1(9Z))	CL(14:1(11Z)/15:0/16:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/16:1(9Z)/25:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,26,30,39-40,73-75,80H,5-11,13-15,17-25,27-29,31-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-,40-39-/t73-,74+,75+/m0/s1	UWMDIUNMPSFEEI-HALBAPEQSA-N	1431.019177			MMDBc0040108
BASm0026910	CL(14:1(11Z)/15:0/16:1(9Z)/27:0)	CL(14:1(11Z)/15:0/16:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/16:1(9Z)/27:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,26,30,75-77,82H,5-11,13-15,17-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-/t75-,76+,77+/m0/s1	MXBWAXUFOBCFDG-BCPLXVCJSA-N	1461.066127			MMDBc0040109
BASm0026911	CL(14:1(11Z)/15:0/16:1(9Z)/27:1(11Z))	CL(14:1(11Z)/15:0/16:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/16:1(9Z)/27:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,26,30,39-40,75-77,82H,5-11,13-15,17-25,27-29,31-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,40-39-/t75-,76+,77+/m0/s1	MINFIUBMQUVZGU-NWSQTTAZSA-N	1459.050477			MMDBc0040110
BASm0026912	CL(14:1(11Z)/15:0/16:1(9Z)/27:1(9Z))	CL(14:1(11Z)/15:0/16:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/16:1(9Z)/27:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,26,30,41-42,75-77,82H,5-11,13-15,17-25,27-29,31-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,42-41-/t75-,76+,77+/m0/s1	LJLLSBIQBFWAOL-JXEFLLJBSA-N	1459.050477			MMDBc0040111
BASm0026913	CL(14:1(11Z)/15:0/18:0/23:1(11Z))	CL(14:1(11Z)/15:0/18:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/18:0/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,36-37,73-75,80H,5-11,13-15,17-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,37-36-/t73-,74+,75+/m0/s1	KNCHQMRUTBUJME-OEAGWPDDSA-N	1433.034827			MMDBc0040112
BASm0026914	CL(14:1(11Z)/15:0/18:0/23:1(9Z))	CL(14:1(11Z)/15:0/18:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/18:0/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,38,40,73-75,80H,5-11,13-15,17-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,40-38-/t73-,74+,75+/m0/s1	RLJVUCHFKDYVDP-CCJUHWNTSA-N	1433.034827			MMDBc0040113
BASm0026915	CL(14:1(11Z)/15:0/18:0/25:0)	CL(14:1(11Z)/15:0/18:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/18:0/25:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,75-77,82H,5-11,13-15,17-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-/t75-,76+,77+/m0/s1	NUWNZPVFGLTWDK-PBMCNPGVSA-N	1463.081778			MMDBc0040114
BASm0026916	CL(14:1(11Z)/15:0/18:0/25:1(11Z))	CL(14:1(11Z)/15:0/18:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/18:0/25:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,38-39,75-77,82H,5-11,13-15,17-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,39-38-/t75-,76+,77+/m0/s1	ZOPFPAHNKLJUJA-NLUQZUGYSA-N	1461.066127			MMDBc0040115
BASm0026917	CL(14:1(11Z)/15:0/18:0/25:1(9Z))	CL(14:1(11Z)/15:0/18:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/18:0/25:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,40,42,75-77,82H,5-11,13-15,17-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,42-40-/t75-,76+,77+/m0/s1	ZPFRAVPMVXJXHA-CCFCKYTESA-N	1461.066127			MMDBc0040116
BASm0026918	CL(14:1(11Z)/15:0/18:1(11Z)/23:1(11Z))	CL(14:1(11Z)/15:0/18:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/18:1(11Z)/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,26,30,36-37,73-75,80H,5-11,13-15,17-25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-,37-36-/t73-,74+,75+/m0/s1	WZSVRHRNHKPHCO-VDXOQBSFSA-N	1431.019177			MMDBc0040117
BASm0026919	CL(14:1(11Z)/15:0/18:1(11Z)/23:1(9Z))	CL(14:1(11Z)/15:0/18:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/18:1(11Z)/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,26,30,38,40,73-75,80H,5-11,13-15,17-25,27-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-,40-38-/t73-,74+,75+/m0/s1	MUKUEDKIWKYFEF-PYKIDWSZSA-N	1431.019177			MMDBc0040118
BASm0026920	CL(14:1(11Z)/15:0/18:1(11Z)/25:0)	CL(14:1(11Z)/15:0/18:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/18:1(11Z)/25:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,26,30,75-77,82H,5-11,13-15,17-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-/t75-,76+,77+/m0/s1	BKRSOGCJQAJYOJ-BCPLXVCJSA-N	1461.066127			MMDBc0040119
BASm0026921	CL(14:1(11Z)/15:0/18:1(11Z)/25:1(11Z))	CL(14:1(11Z)/15:0/18:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/18:1(11Z)/25:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,26,30,38-39,75-77,82H,5-11,13-15,17-25,27-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,39-38-/t75-,76+,77+/m0/s1	GUYPLDUSCRQQKW-RGHKDOOYSA-N	1459.050477			MMDBc0040120
BASm0026922	CL(14:1(11Z)/15:0/18:1(11Z)/25:1(9Z))	CL(14:1(11Z)/15:0/18:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/18:1(11Z)/25:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,26,30,40,42,75-77,82H,5-11,13-15,17-25,27-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,42-40-/t75-,76+,77+/m0/s1	LFKZTRKXBOJGGK-YSSVHCNJSA-N	1459.050477			MMDBc0040121
BASm0026923	CL(14:1(11Z)/15:0/18:1(9Z)/23:1(11Z))	CL(14:1(11Z)/15:0/18:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/18:1(9Z)/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,33,36-37,39,73-75,80H,5-11,13-15,17-32,34-35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,37-36-,39-33-/t73-,74+,75+/m0/s1	RHYATLJGBGKGFG-NECVBCRMSA-N	1431.019177			MMDBc0040122
BASm0026924	CL(14:1(11Z)/15:0/18:1(9Z)/23:1(9Z))	CL(14:1(11Z)/15:0/18:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/18:1(9Z)/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,33,38-40,73-75,80H,5-11,13-15,17-32,34-37,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,39-33-,40-38-/t73-,74+,75+/m0/s1	KVMUHDLWDZBJBD-OKCFXUPSSA-N	1431.019177			MMDBc0040123
BASm0026925	CL(14:1(11Z)/15:0/18:1(9Z)/25:0)	CL(14:1(11Z)/15:0/18:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/18:1(9Z)/25:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,33,41,75-77,82H,5-11,13-15,17-32,34-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,41-33-/t75-,76+,77+/m0/s1	WHBAYGWAQHAMIU-DOBBPPBDSA-N	1461.066127			MMDBc0040124
BASm0026926	CL(14:1(11Z)/15:0/18:1(9Z)/25:1(11Z))	CL(14:1(11Z)/15:0/18:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/18:1(9Z)/25:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,33,38-39,41,75-77,82H,5-11,13-15,17-32,34-37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,39-38-,41-33-/t75-,76+,77+/m0/s1	BJJUGSHHBHGCTF-SMHBYYIUSA-N	1459.050477			MMDBc0040125
BASm0026927	CL(14:1(11Z)/15:0/18:1(9Z)/25:1(9Z))	CL(14:1(11Z)/15:0/18:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/18:1(9Z)/25:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,33,40-42,75-77,82H,5-11,13-15,17-32,34-39,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,41-33-,42-40-/t75-,76+,77+/m0/s1	LUXQUTRWMLTDOW-FWRBUVCNSA-N	1459.050477			MMDBc0040126
BASm0026928	CL(14:1(11Z)/15:0/20:0/23:1(11Z))	CL(14:1(11Z)/15:0/20:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/20:0/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,37-38,75-77,82H,5-11,13-15,17-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,38-37-/t75-,76+,77+/m0/s1	ZDYQHFYBNAJJEU-DIALPWQLSA-N	1461.066127			MMDBc0040127
BASm0026929	CL(14:1(11Z)/15:0/20:0/23:1(9Z))	CL(14:1(11Z)/15:0/20:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/20:0/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,40,42,75-77,82H,5-11,13-15,17-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,42-40-/t75-,76+,77+/m0/s1	MDSQDNPWQMWAOM-CCFCKYTESA-N	1461.066127			MMDBc0040128
BASm0026930	CL(14:1(11Z)/15:0/20:1(11Z)/23:1(11Z))	CL(14:1(11Z)/15:0/20:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/20:1(11Z)/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,33,35,37-38,75-77,82H,5-11,13-15,17-32,34,36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,35-33-,38-37-/t75-,76+,77+/m0/s1	GXDQRJVXHLCWLG-MPLAHXGCSA-N	1459.050477			MMDBc0040129
BASm0026931	CL(14:1(11Z)/15:0/20:1(11Z)/23:1(9Z))	CL(14:1(11Z)/15:0/20:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/20:1(11Z)/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,33,35,40,42,75-77,82H,5-11,13-15,17-32,34,36-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,35-33-,42-40-/t75-,76+,77+/m0/s1	YXMHQVWALJDWSY-WYLHLUGRSA-N	1459.050477			MMDBc0040130
BASm0026932	CL(14:1(11Z)/15:0/20:1(13Z)/23:1(11Z))	CL(14:1(11Z)/15:0/20:1(13Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/20:1(13Z)/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,26,30,37-38,75-77,82H,5-11,13-15,17-25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,38-37-/t75-,76+,77+/m0/s1	KOLRCPNGASKGKV-VPRYBHCISA-N	1459.050477			MMDBc0040131
BASm0026933	CL(14:1(11Z)/15:0/20:1(13Z)/23:1(9Z))	CL(14:1(11Z)/15:0/20:1(13Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:0/20:1(13Z)/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,26,30,40,42,75-77,82H,5-11,13-15,17-25,27-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,42-40-/t75-,76+,77+/m0/s1	ANGMPJCODOGTRA-YSSVHCNJSA-N	1459.050477			MMDBc0040132
BASm0026934	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/16:0)	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/16:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,14-16,18-19,63-65,70H,5-11,13,17,20-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,18-14-,19-15-/t63-,64+,65+/m0/s1	VFAQVPQLEVONDU-MXTKOWKXSA-N	1290.862677			MMDBc0040133
BASm0026935	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/16:1(11Z))	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/16:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,14-19,21,63-65,70H,5-11,13,20,22-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,18-14-,19-15-,21-17-/t63-,64+,65+/m0/s1	LIPIVQGYIISRKX-SHCKJZTFSA-N	1288.847027			MMDBc0040134
BASm0026936	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/16:1(9Z))	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/16:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,14-16,18-19,25,29,63-65,70H,5-11,13,17,20-24,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,18-14-,19-15-,29-25-/t63-,64+,65+/m0/s1	FEFXZEOGHLDCGM-QXRIAIPQSA-N	1288.847027			MMDBc0040135
BASm0026937	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/18:0)	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/18:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,14-16,18-19,65-67,72H,5-11,13,17,20-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,18-14-,19-15-/t65-,66+,67+/m0/s1	CKSFNJXGVGGASR-GETNUKASSA-N	1318.893977			MMDBc0040136
BASm0026938	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/18:1(11Z))	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,14-16,18-19,25,29,65-67,72H,5-11,13,17,20-24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,18-14-,19-15-,29-25-/t65-,66+,67+/m0/s1	ZKZCIWNXSVJMKO-QWTBOUSVSA-N	1316.878327			MMDBc0040137
BASm0026939	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/18:1(9Z))	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,14-16,18-19,32-33,65-67,72H,5-11,13,17,20-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,18-14-,19-15-,33-32-/t65-,66+,67+/m0/s1	NTKBFHGCHAERPR-XVFAFXDWSA-N	1316.878327			MMDBc0040138
BASm0026940	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/20:0)	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,14-16,18-19,67-69,74H,5-11,13,17,20-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,18-14-,19-15-/t67-,68+,69+/m0/s1	VCSONHGTGMQKQZ-CXHYCMEGSA-N	1346.925277			MMDBc0040139
BASm0026941	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/20:1(11Z))	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,14-16,18-19,32-33,67-69,74H,5-11,13,17,20-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,18-14-,19-15-,33-32-/t67-,68+,69+/m0/s1	IIGCPVZTWSXAFK-NWZWKELESA-N	1344.909627			MMDBc0040140
BASm0026942	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/20:1(13Z))	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,14-16,18-19,25,29,67-69,74H,5-11,13,17,20-24,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,18-14-,19-15-,29-25-/t67-,68+,69+/m0/s1	LXWROTVOTYOCEH-HYWIZTLWSA-N	1344.909627			MMDBc0040141
BASm0026943	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/22:0)	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,14-16,18-19,69-71,76H,5-11,13,17,20-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,18-14-,19-15-/t69-,70+,71+/m0/s1	QXZKFLMQBHTZRX-SBPYVHPZSA-N	1374.956577			MMDBc0040142
BASm0026944	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/22:1(11Z))	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,14-16,18-19,34-35,69-71,76H,5-11,13,17,20-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,18-14-,19-15-,35-34-/t69-,70+,71+/m0/s1	VHOSOFYEAOBKLR-YZMPSYGXSA-N	1372.940927			MMDBc0040143
BASm0026945	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/22:1(9Z))	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,14-16,18-19,36-37,69-71,76H,5-11,13,17,20-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,18-14-,19-15-,37-36-/t69-,70+,71+/m0/s1	OZANFYOQLFTVRR-RYBPDWOESA-N	1372.940927			MMDBc0040144
BASm0026946	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/24:0)	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,14-16,18-19,71-73,78H,5-11,13,17,20-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,18-14-,19-15-/t71-,72+,73+/m0/s1	FKTSJTMANGBNRB-LSSZNQLASA-N	1402.987877			MMDBc0040145
BASm0026947	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/24:1(11Z))	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,14-16,18-19,36-37,71-73,78H,5-11,13,17,20-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,18-14-,19-15-,37-36-/t71-,72+,73+/m0/s1	PXDUEXHIHRCMJN-MNFDMHSTSA-N	1400.972227			MMDBc0040146
BASm0026948	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/24:1(9Z))	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,14-16,18-19,38-39,71-73,78H,5-11,13,17,20-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,18-14-,19-15-,39-38-/t71-,72+,73+/m0/s1	YKXUOIZIURVLFT-VNVYIIQKSA-N	1400.972227			MMDBc0040147
BASm0026949	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/26:0)	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/26:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h12,14-16,18-19,73-75,80H,5-11,13,17,20-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,18-14-,19-15-/t73-,74+,75+/m0/s1	PQHLKGMSXOMGQS-RRSLYOIHSA-N	1431.019177			MMDBc0040148
BASm0026950	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/26:1(11Z))	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/26:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h12,14-16,18-19,37-38,73-75,80H,5-11,13,17,20-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,18-14-,19-15-,38-37-/t73-,74+,75+/m0/s1	UZVXFTYWVZESST-HHUMGKFSSA-N	1429.003527			MMDBc0040149
BASm0026951	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/26:1(9Z))	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/26:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h12,14-16,18-19,40-41,74-76,81H,5-11,13,17,20-39,42-73H2,1-4H3,(H,86,87)(H,88,89)/b16-12-,18-14-,19-15-,41-40-/t74-,75+,76+/m0/s1	JSRKOZAYCKJPQY-SDVZTKJASA-N	1443.019177			MMDBc0040150
BASm0026952	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/28:0)	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/28:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h12,14-16,18-19,75-77,82H,5-11,13,17,20-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,18-14-,19-15-/t75-,76+,77+/m0/s1	MQSNWTHHUWDKSC-LMBWHPKFSA-N	1459.050477			MMDBc0040151
BASm0026953	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/28:1(11Z))	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/28:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h12,14-16,18-19,39-40,75-77,82H,5-11,13,17,20-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,18-14-,19-15-,40-39-/t75-,76+,77+/m0/s1	SBWNPQKHTVQYPK-WXMSAZDOSA-N	1457.034827			MMDBc0040152
BASm0026954	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/28:1(9Z))	CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(11Z)/28:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h12,14-16,18-19,41-42,75-77,82H,5-11,13,17,20-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,18-14-,19-15-,42-41-/t75-,76+,77+/m0/s1	BHDAIDZZNLKHLH-QPRVBBNISA-N	1457.034827			MMDBc0040153
BASm0026955	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/16:0)	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/16:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,15-16,19,22,26,63-65,70H,5-11,13-14,17-18,20-21,23-25,27-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,19-15-,26-22-/t63-,64+,65+/m0/s1	CKXQFUYFIFLAIR-FDCIHFKGSA-N	1290.862677			MMDBc0040154
BASm0026956	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/16:1(11Z))	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/16:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,15-17,19,21-22,26,63-65,70H,5-11,13-14,18,20,23-25,27-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,19-15-,21-17-,26-22-/t63-,64+,65+/m0/s1	GURLNXIMCSOGDH-FFBCTXFFSA-N	1288.847027			MMDBc0040155
BASm0026957	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/16:1(9Z))	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/16:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,15-16,19,22,25-26,29,63-65,70H,5-11,13-14,17-18,20-21,23-24,27-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,19-15-,26-22-,29-25-/t63-,64+,65+/m0/s1	AOVBLQQSTDTNIA-ILDGVATPSA-N	1288.847027			MMDBc0040156
BASm0026958	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/18:0)	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/18:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,15-16,19,22,26,65-67,72H,5-11,13-14,17-18,20-21,23-25,27-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,19-15-,26-22-/t65-,66+,67+/m0/s1	LPMCFRZLUTWACW-NKYSOOMLSA-N	1318.893977			MMDBc0040157
BASm0026959	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/18:1(11Z))	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,15-16,19,22,25-26,29,65-67,72H,5-11,13-14,17-18,20-21,23-24,27-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,19-15-,26-22-,29-25-/t65-,66+,67+/m0/s1	IIOPAPSCTCAXBH-PBEKBGEOSA-N	1316.878327			MMDBc0040158
BASm0026960	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/18:1(9Z))	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,15-16,19,22,26,32-33,65-67,72H,5-11,13-14,17-18,20-21,23-25,27-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,19-15-,26-22-,33-32-/t65-,66+,67+/m0/s1	PMDFTRITUJUIQO-QMWYWEPMSA-N	1316.878327			MMDBc0040159
BASm0026961	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/20:0)	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,15-16,19,22,26,67-69,74H,5-11,13-14,17-18,20-21,23-25,27-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,19-15-,26-22-/t67-,68+,69+/m0/s1	RJDHMFDBYMFFQG-MNDFMZOMSA-N	1346.925277			MMDBc0040160
BASm0026962	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/20:1(11Z))	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,15-16,19,22,26,32-33,67-69,74H,5-11,13-14,17-18,20-21,23-25,27-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,19-15-,26-22-,33-32-/t67-,68+,69+/m0/s1	KOMOKMAMVKIYRS-FXDYRPQKSA-N	1344.909627			MMDBc0040161
BASm0026963	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/20:1(13Z))	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,15-16,19,22,25-26,29,67-69,74H,5-11,13-14,17-18,20-21,23-24,27-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,19-15-,26-22-,29-25-/t67-,68+,69+/m0/s1	FXYXVVOGDMOEBE-WGJWSHHHSA-N	1344.909627			MMDBc0040162
BASm0026964	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/22:0)	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,15-16,19,22,26,69-71,76H,5-11,13-14,17-18,20-21,23-25,27-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,19-15-,26-22-/t69-,70+,71+/m0/s1	GXUANNGLZMFAFB-NCOSIJFKSA-N	1374.956577			MMDBc0040163
BASm0026965	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/22:1(11Z))	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,15-16,19,22,26,34-35,69-71,76H,5-11,13-14,17-18,20-21,23-25,27-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,19-15-,26-22-,35-34-/t69-,70+,71+/m0/s1	ZYFSKPOIPNRCRY-FQFSKJPLSA-N	1372.940927			MMDBc0040164
BASm0026966	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/22:1(9Z))	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,15-16,19,22,26,36-37,69-71,76H,5-11,13-14,17-18,20-21,23-25,27-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,19-15-,26-22-,37-36-/t69-,70+,71+/m0/s1	MGTSTPIHDMEEOL-WECNQPNDSA-N	1372.940927			MMDBc0040165
BASm0026967	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/24:0)	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,15-16,19,22,26,71-73,78H,5-11,13-14,17-18,20-21,23-25,27-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,19-15-,26-22-/t71-,72+,73+/m0/s1	AOIBBHXTYOFPGO-TVNHAYRCSA-N	1402.987877			MMDBc0040166
BASm0026968	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/24:1(11Z))	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,15-16,19,22,26,36-37,71-73,78H,5-11,13-14,17-18,20-21,23-25,27-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,19-15-,26-22-,37-36-/t71-,72+,73+/m0/s1	QBGQRACCWAAMHA-MKKPEICJSA-N	1400.972227			MMDBc0040167
BASm0026969	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/24:1(9Z))	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,15-16,19,22,26,38-39,71-73,78H,5-11,13-14,17-18,20-21,23-25,27-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,19-15-,26-22-,39-38-/t71-,72+,73+/m0/s1	IMBDNWMKRUNICI-NCYBRUBMSA-N	1400.972227			MMDBc0040168
BASm0026970	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/26:0)	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/26:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h12,15-16,19,22,26,73-75,80H,5-11,13-14,17-18,20-21,23-25,27-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,19-15-,26-22-/t73-,74+,75+/m0/s1	BWFXWLKXGNGYNQ-MZYUDFRUSA-N	1431.019177			MMDBc0040169
BASm0026971	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/26:1(11Z))	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/26:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h12,15-16,19,22,26,37-38,73-75,80H,5-11,13-14,17-18,20-21,23-25,27-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,19-15-,26-22-,38-37-/t73-,74+,75+/m0/s1	QUIASSUHOXTLMG-KIARXRSESA-N	1429.003527			MMDBc0040170
BASm0026972	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/26:1(9Z))	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/26:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h12,15-16,19,22,26,40-41,74-76,81H,5-11,13-14,17-18,20-21,23-25,27-39,42-73H2,1-4H3,(H,86,87)(H,88,89)/b16-12-,19-15-,26-22-,41-40-/t74-,75+,76+/m0/s1	ARPNADPDMPEWMD-CHODDBTHSA-N	1443.019177			MMDBc0040171
BASm0026973	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/28:0)	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/28:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h12,15-16,19,22,26,75-77,82H,5-11,13-14,17-18,20-21,23-25,27-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,19-15-,26-22-/t75-,76+,77+/m0/s1	WLXVMODYQSEANQ-AIOUFDCTSA-N	1459.050477			MMDBc0040172
BASm0026974	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/28:1(11Z))	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/28:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h12,15-16,19,22,26,39-40,75-77,82H,5-11,13-14,17-18,20-21,23-25,27-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,19-15-,26-22-,40-39-/t75-,76+,77+/m0/s1	YUUROVHGOFEFIL-XLJSIVOASA-N	1457.034827			MMDBc0040173
BASm0026975	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/28:1(9Z))	CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/15:1(9Z)/28:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h12,15-16,19,22,26,41-42,75-77,82H,5-11,13-14,17-18,20-21,23-25,27-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,19-15-,26-22-,42-41-/t75-,76+,77+/m0/s1	GYIJPHGHFXLFLJ-NMKLZJGRSA-N	1457.034827			MMDBc0040174
BASm0026976	CL(14:1(11Z)/15:1(11Z)/16:0/23:1(11Z))	CL(14:1(11Z)/15:1(11Z)/16:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/16:0/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,15-16,19,35-36,71-73,78H,5-11,13-14,17-18,20-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,19-15-,36-35-/t71-,72+,73+/m0/s1	ASSJKXZNJQYCGM-DHQGIQCVSA-N	1402.987877			MMDBc0040175
BASm0026977	CL(14:1(11Z)/15:1(11Z)/16:0/23:1(9Z))	CL(14:1(11Z)/15:1(11Z)/16:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/16:0/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,15-16,19,37-38,71-73,78H,5-11,13-14,17-18,20-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,19-15-,38-37-/t71-,72+,73+/m0/s1	SUBZEDUPMIXFGF-PQJBZTPHSA-N	1402.987877			MMDBc0040176
BASm0026978	CL(14:1(11Z)/15:1(11Z)/16:0/25:0)	CL(14:1(11Z)/15:1(11Z)/16:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/16:0/25:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,15-16,19,73-75,80H,5-11,13-14,17-18,20-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,19-15-/t73-,74+,75+/m0/s1	HDRRSOVWMQOFHT-AYTMUKFCSA-N	1433.034827			MMDBc0040177
BASm0026979	CL(14:1(11Z)/15:1(11Z)/16:0/25:1(11Z))	CL(14:1(11Z)/15:1(11Z)/16:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/16:0/25:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,15-16,19,37-38,73-75,80H,5-11,13-14,17-18,20-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,19-15-,38-37-/t73-,74+,75+/m0/s1	LGDLGQXKJAQSGH-DCNYXUMISA-N	1431.019177			MMDBc0040178
BASm0026980	CL(14:1(11Z)/15:1(11Z)/16:0/25:1(9Z))	CL(14:1(11Z)/15:1(11Z)/16:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/16:0/25:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,15-16,19,39-40,73-75,80H,5-11,13-14,17-18,20-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,19-15-,40-39-/t73-,74+,75+/m0/s1	KODUOAOIFLKNBS-AYNBIVHTSA-N	1431.019177			MMDBc0040179
BASm0026981	CL(14:1(11Z)/15:1(11Z)/16:0/27:0)	CL(14:1(11Z)/15:1(11Z)/16:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/16:0/27:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,15-16,19,75-77,82H,5-11,13-14,17-18,20-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,19-15-/t75-,76+,77+/m0/s1	RMKVGIMESXOHNO-YERVMTFKSA-N	1461.066127			MMDBc0040180
BASm0026982	CL(14:1(11Z)/15:1(11Z)/16:0/27:1(11Z))	CL(14:1(11Z)/15:1(11Z)/16:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/16:0/27:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,15-16,19,39-40,75-77,82H,5-11,13-14,17-18,20-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,19-15-,40-39-/t75-,76+,77+/m0/s1	JDMRBUYFMMSYFJ-BOLBPNMXSA-N	1459.050477			MMDBc0040181
BASm0026983	CL(14:1(11Z)/15:1(11Z)/16:0/27:1(9Z))	CL(14:1(11Z)/15:1(11Z)/16:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/16:0/27:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,15-16,19,41-42,75-77,82H,5-11,13-14,17-18,20-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,19-15-,42-41-/t75-,76+,77+/m0/s1	RQRILSXWDPFOHF-DBDOQCMYSA-N	1459.050477			MMDBc0040182
BASm0026984	CL(14:1(11Z)/15:1(11Z)/16:1(11Z)/23:1(11Z))	CL(14:1(11Z)/15:1(11Z)/16:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/16:1(11Z)/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,15-16,18-19,22,35-36,71-73,78H,5-11,13-14,17,20-21,23-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,19-15-,22-18-,36-35-/t71-,72+,73+/m0/s1	QHXRJCAHDFCNRD-QAZQWPSLSA-N	1400.972227			MMDBc0040183
BASm0026985	CL(14:1(11Z)/15:1(11Z)/16:1(11Z)/23:1(9Z))	CL(14:1(11Z)/15:1(11Z)/16:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/16:1(11Z)/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,15-16,18-19,22,37-38,71-73,78H,5-11,13-14,17,20-21,23-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,19-15-,22-18-,38-37-/t71-,72+,73+/m0/s1	ZFUYKKIYIAEGEF-GAEMTEOFSA-N	1400.972227			MMDBc0040184
BASm0026986	CL(14:1(11Z)/15:1(11Z)/16:1(11Z)/25:0)	CL(14:1(11Z)/15:1(11Z)/16:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/16:1(11Z)/25:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,15-16,18-19,22,73-75,80H,5-11,13-14,17,20-21,23-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,19-15-,22-18-/t73-,74+,75+/m0/s1	LYIFGILWTVRJLX-HVMJIXBNSA-N	1431.019177			MMDBc0040185
BASm0026987	CL(14:1(11Z)/15:1(11Z)/16:1(11Z)/25:1(11Z))	CL(14:1(11Z)/15:1(11Z)/16:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/16:1(11Z)/25:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,15-16,18-19,22,37-38,73-75,80H,5-11,13-14,17,20-21,23-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,19-15-,22-18-,38-37-/t73-,74+,75+/m0/s1	PDVSXZMZSJVONX-SPVNGCAHSA-N	1429.003527			MMDBc0040186
BASm0026988	CL(14:1(11Z)/15:1(11Z)/16:1(11Z)/25:1(9Z))	CL(14:1(11Z)/15:1(11Z)/16:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/16:1(11Z)/25:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,15-16,18-19,22,39-40,73-75,80H,5-11,13-14,17,20-21,23-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,19-15-,22-18-,40-39-/t73-,74+,75+/m0/s1	QLIVVGGKXGWYHA-GQMHBWPVSA-N	1429.003527			MMDBc0040187
BASm0026989	CL(14:1(11Z)/15:1(11Z)/16:1(11Z)/27:0)	CL(14:1(11Z)/15:1(11Z)/16:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/16:1(11Z)/27:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,15-16,18-19,22,75-77,82H,5-11,13-14,17,20-21,23-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,19-15-,22-18-/t75-,76+,77+/m0/s1	WPWHCYXZKVANEG-NKNFEKPDSA-N	1459.050477			MMDBc0040188
BASm0026990	CL(14:1(11Z)/15:1(11Z)/16:1(11Z)/27:1(11Z))	CL(14:1(11Z)/15:1(11Z)/16:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/16:1(11Z)/27:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,15-16,18-19,22,39-40,75-77,82H,5-11,13-14,17,20-21,23-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,19-15-,22-18-,40-39-/t75-,76+,77+/m0/s1	QNEXNGSTKXULDL-XDBIVFJQSA-N	1457.034827			MMDBc0040189
BASm0026991	CL(14:1(11Z)/15:1(11Z)/16:1(11Z)/27:1(9Z))	CL(14:1(11Z)/15:1(11Z)/16:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/16:1(11Z)/27:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,15-16,18-19,22,41-42,75-77,82H,5-11,13-14,17,20-21,23-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,19-15-,22-18-,42-41-/t75-,76+,77+/m0/s1	CHUYWEQLHVONME-YYIMVZHASA-N	1457.034827			MMDBc0040190
BASm0026992	CL(14:1(11Z)/15:1(11Z)/16:1(9Z)/23:1(11Z))	CL(14:1(11Z)/15:1(11Z)/16:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/16:1(9Z)/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,15-16,19,26,30,35-36,71-73,78H,5-11,13-14,17-18,20-25,27-29,31-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,19-15-,30-26-,36-35-/t71-,72+,73+/m0/s1	FSESDCOIFLKASJ-ZEPLVQOISA-N	1400.972227			MMDBc0040191
BASm0026993	CL(14:1(11Z)/15:1(11Z)/16:1(9Z)/23:1(9Z))	CL(14:1(11Z)/15:1(11Z)/16:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/16:1(9Z)/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,15-16,19,26,30,37-38,71-73,78H,5-11,13-14,17-18,20-25,27-29,31-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,19-15-,30-26-,38-37-/t71-,72+,73+/m0/s1	DOTJCCYTUDFJDB-NHQJQJQLSA-N	1400.972227			MMDBc0040192
BASm0026994	CL(14:1(11Z)/15:1(11Z)/16:1(9Z)/25:0)	CL(14:1(11Z)/15:1(11Z)/16:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/16:1(9Z)/25:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,15-16,19,26,30,73-75,80H,5-11,13-14,17-18,20-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,19-15-,30-26-/t73-,74+,75+/m0/s1	ROYWMIFCLGPECI-FIRBHZJZSA-N	1431.019177			MMDBc0040193
BASm0026995	CL(14:1(11Z)/15:1(11Z)/16:1(9Z)/25:1(11Z))	CL(14:1(11Z)/15:1(11Z)/16:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/16:1(9Z)/25:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,15-16,19,26,30,37-38,73-75,80H,5-11,13-14,17-18,20-25,27-29,31-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,19-15-,30-26-,38-37-/t73-,74+,75+/m0/s1	CFEAYVLAGIDELZ-YGFHGAGSSA-N	1429.003527			MMDBc0040194
BASm0026996	CL(14:1(11Z)/15:1(11Z)/16:1(9Z)/25:1(9Z))	CL(14:1(11Z)/15:1(11Z)/16:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/16:1(9Z)/25:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,15-16,19,26,30,39-40,73-75,80H,5-11,13-14,17-18,20-25,27-29,31-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,19-15-,30-26-,40-39-/t73-,74+,75+/m0/s1	AMQLQGARYQNAJF-GWZJFYOQSA-N	1429.003527			MMDBc0040195
BASm0026997	CL(14:1(11Z)/15:1(11Z)/16:1(9Z)/27:0)	CL(14:1(11Z)/15:1(11Z)/16:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/16:1(9Z)/27:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,15-16,19,26,30,75-77,82H,5-11,13-14,17-18,20-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,19-15-,30-26-/t75-,76+,77+/m0/s1	FFFCAVBHUDRWAD-ADGWMUHCSA-N	1459.050477			MMDBc0040196
BASm0026998	CL(14:1(11Z)/15:1(11Z)/16:1(9Z)/27:1(11Z))	CL(14:1(11Z)/15:1(11Z)/16:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/16:1(9Z)/27:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,15-16,19,26,30,39-40,75-77,82H,5-11,13-14,17-18,20-25,27-29,31-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,19-15-,30-26-,40-39-/t75-,76+,77+/m0/s1	MGLIAYMMQIKAJH-JTPJTNASSA-N	1457.034827			MMDBc0040197
BASm0026999	CL(14:1(11Z)/15:1(11Z)/16:1(9Z)/27:1(9Z))	CL(14:1(11Z)/15:1(11Z)/16:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/16:1(9Z)/27:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,15-16,19,26,30,41-42,75-77,82H,5-11,13-14,17-18,20-25,27-29,31-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,19-15-,30-26-,42-41-/t75-,76+,77+/m0/s1	FRBLVOZEHVWJRT-CJLJRZFVSA-N	1457.034827			MMDBc0040198
BASm0027000	CL(14:1(11Z)/15:1(11Z)/18:0/23:1(11Z))	CL(14:1(11Z)/15:1(11Z)/18:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/18:0/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,15-16,19,36-37,73-75,80H,5-11,13-14,17-18,20-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,19-15-,37-36-/t73-,74+,75+/m0/s1	MYAMFKIDISLRQC-IQBRUFRRSA-N	1431.019177			MMDBc0040199
BASm0027001	CL(14:1(11Z)/15:1(11Z)/18:0/23:1(9Z))	CL(14:1(11Z)/15:1(11Z)/18:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/18:0/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,15-16,19,38,40,73-75,80H,5-11,13-14,17-18,20-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,19-15-,40-38-/t73-,74+,75+/m0/s1	BSBQCKHKXFXDNX-WTWITZFKSA-N	1431.019177			MMDBc0040200
BASm0027002	CL(14:1(11Z)/15:1(11Z)/18:0/25:0)	CL(14:1(11Z)/15:1(11Z)/18:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/18:0/25:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,15-16,19,75-77,82H,5-11,13-14,17-18,20-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,19-15-/t75-,76+,77+/m0/s1	KWDWFKOLUZAROI-YERVMTFKSA-N	1461.066127			MMDBc0040201
BASm0027003	CL(14:1(11Z)/15:1(11Z)/18:0/25:1(11Z))	CL(14:1(11Z)/15:1(11Z)/18:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/18:0/25:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,15-16,19,38-39,75-77,82H,5-11,13-14,17-18,20-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,19-15-,39-38-/t75-,76+,77+/m0/s1	XNHQEJDOHCNNPW-QTPZNXCDSA-N	1459.050477			MMDBc0040202
BASm0027004	CL(14:1(11Z)/15:1(11Z)/18:0/25:1(9Z))	CL(14:1(11Z)/15:1(11Z)/18:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/18:0/25:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,15-16,19,40,42,75-77,82H,5-11,13-14,17-18,20-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,19-15-,42-40-/t75-,76+,77+/m0/s1	CKLRKOBPRAOLJV-FSBISLPWSA-N	1459.050477			MMDBc0040203
BASm0027005	CL(14:1(11Z)/15:1(11Z)/18:1(11Z)/23:1(11Z))	CL(14:1(11Z)/15:1(11Z)/18:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/18:1(11Z)/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,15-16,19,26,30,36-37,73-75,80H,5-11,13-14,17-18,20-25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,19-15-,30-26-,37-36-/t73-,74+,75+/m0/s1	ISIXHLFRMCXUGJ-ITFLNXQWSA-N	1429.003527			MMDBc0040204
BASm0027006	CL(14:1(11Z)/15:1(11Z)/18:1(11Z)/23:1(9Z))	CL(14:1(11Z)/15:1(11Z)/18:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/18:1(11Z)/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,15-16,19,26,30,38,40,73-75,80H,5-11,13-14,17-18,20-25,27-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,19-15-,30-26-,40-38-/t73-,74+,75+/m0/s1	BJRXPNNSPMEKES-ICPQCTCCSA-N	1429.003527			MMDBc0040205
BASm0027007	CL(14:1(11Z)/15:1(11Z)/18:1(11Z)/25:0)	CL(14:1(11Z)/15:1(11Z)/18:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/18:1(11Z)/25:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,15-16,19,26,30,75-77,82H,5-11,13-14,17-18,20-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,19-15-,30-26-/t75-,76+,77+/m0/s1	SZJRHTCPRNBDIT-ADGWMUHCSA-N	1459.050477			MMDBc0040206
BASm0027008	CL(14:1(11Z)/15:1(11Z)/18:1(11Z)/25:1(11Z))	CL(14:1(11Z)/15:1(11Z)/18:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/18:1(11Z)/25:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,15-16,19,26,30,38-39,75-77,82H,5-11,13-14,17-18,20-25,27-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,19-15-,30-26-,39-38-/t75-,76+,77+/m0/s1	XZZJVDNSTWZDRD-KFSIZZNKSA-N	1457.034827			MMDBc0040207
BASm0027009	CL(14:1(11Z)/15:1(11Z)/18:1(11Z)/25:1(9Z))	CL(14:1(11Z)/15:1(11Z)/18:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/18:1(11Z)/25:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,15-16,19,26,30,40,42,75-77,82H,5-11,13-14,17-18,20-25,27-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,19-15-,30-26-,42-40-/t75-,76+,77+/m0/s1	GTRKVDFJEWJCDT-JNZMKGQPSA-N	1457.034827			MMDBc0040208
BASm0027010	CL(14:1(11Z)/15:1(11Z)/18:1(9Z)/23:1(11Z))	CL(14:1(11Z)/15:1(11Z)/18:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/18:1(9Z)/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,15-16,19,33,36-37,39,73-75,80H,5-11,13-14,17-18,20-32,34-35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,19-15-,37-36-,39-33-/t73-,74+,75+/m0/s1	GQKDEEOUFKEATD-KYTUZTOESA-N	1429.003527			MMDBc0040209
BASm0027011	CL(14:1(11Z)/15:1(11Z)/18:1(9Z)/23:1(9Z))	CL(14:1(11Z)/15:1(11Z)/18:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/18:1(9Z)/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,15-16,19,33,38-40,73-75,80H,5-11,13-14,17-18,20-32,34-37,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,19-15-,39-33-,40-38-/t73-,74+,75+/m0/s1	MSZLELPKMFNQBH-HDOCZJRVSA-N	1429.003527			MMDBc0040210
BASm0027012	CL(14:1(11Z)/15:1(11Z)/18:1(9Z)/25:0)	CL(14:1(11Z)/15:1(11Z)/18:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/18:1(9Z)/25:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,15-16,19,33,41,75-77,82H,5-11,13-14,17-18,20-32,34-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,19-15-,41-33-/t75-,76+,77+/m0/s1	WJRKSBIKBIOMMV-LQRVFESKSA-N	1459.050477			MMDBc0040211
BASm0027013	CL(14:1(11Z)/15:1(11Z)/18:1(9Z)/25:1(11Z))	CL(14:1(11Z)/15:1(11Z)/18:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/18:1(9Z)/25:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,15-16,19,33,38-39,41,75-77,82H,5-11,13-14,17-18,20-32,34-37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,19-15-,39-38-,41-33-/t75-,76+,77+/m0/s1	YNWWKJVPFGHOOP-XJMYHBFWSA-N	1457.034827			MMDBc0040212
BASm0027014	CL(14:1(11Z)/15:1(11Z)/18:1(9Z)/25:1(9Z))	CL(14:1(11Z)/15:1(11Z)/18:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/18:1(9Z)/25:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,15-16,19,33,40-42,75-77,82H,5-11,13-14,17-18,20-32,34-39,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,19-15-,41-33-,42-40-/t75-,76+,77+/m0/s1	ISDWKAIHDNGFJG-CTTOGPGHSA-N	1457.034827			MMDBc0040213
BASm0027015	CL(14:1(11Z)/15:1(11Z)/20:0/23:1(11Z))	CL(14:1(11Z)/15:1(11Z)/20:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/20:0/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,15-16,19,37-38,75-77,82H,5-11,13-14,17-18,20-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,19-15-,38-37-/t75-,76+,77+/m0/s1	RMTAMMIODMLYBC-BFDUIRECSA-N	1459.050477			MMDBc0040214
BASm0027016	CL(14:1(11Z)/15:1(11Z)/20:0/23:1(9Z))	CL(14:1(11Z)/15:1(11Z)/20:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/20:0/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,15-16,19,40,42,75-77,82H,5-11,13-14,17-18,20-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,19-15-,42-40-/t75-,76+,77+/m0/s1	NNZKXEWMLLVXQH-FSBISLPWSA-N	1459.050477			MMDBc0040215
BASm0027017	CL(14:1(11Z)/15:1(11Z)/20:1(11Z)/23:1(11Z))	CL(14:1(11Z)/15:1(11Z)/20:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/20:1(11Z)/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,15-16,19,33,35,37-38,75-77,82H,5-11,13-14,17-18,20-32,34,36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,19-15-,35-33-,38-37-/t75-,76+,77+/m0/s1	CMXAEAXVSLXDPM-HRTANQPTSA-N	1457.034827			MMDBc0040216
BASm0027018	CL(14:1(11Z)/15:1(11Z)/20:1(11Z)/23:1(9Z))	CL(14:1(11Z)/15:1(11Z)/20:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/20:1(11Z)/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,15-16,19,33,35,40,42,75-77,82H,5-11,13-14,17-18,20-32,34,36-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,19-15-,35-33-,42-40-/t75-,76+,77+/m0/s1	KZJOHMHHWIZLJI-MSWGPIOCSA-N	1457.034827			MMDBc0040217
BASm0027019	CL(14:1(11Z)/15:1(11Z)/20:1(13Z)/23:1(11Z))	CL(14:1(11Z)/15:1(11Z)/20:1(13Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/20:1(13Z)/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,15-16,19,26,30,37-38,75-77,82H,5-11,13-14,17-18,20-25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,19-15-,30-26-,38-37-/t75-,76+,77+/m0/s1	VCJHJJKBFJHWGE-OSWALVNZSA-N	1457.034827			MMDBc0040218
BASm0027020	CL(14:1(11Z)/15:1(11Z)/20:1(13Z)/23:1(9Z))	CL(14:1(11Z)/15:1(11Z)/20:1(13Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(11Z)/20:1(13Z)/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,15-16,19,26,30,40,42,75-77,82H,5-11,13-14,17-18,20-25,27-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,19-15-,30-26-,42-40-/t75-,76+,77+/m0/s1	GDDACFARZQRKDX-JNZMKGQPSA-N	1457.034827			MMDBc0040219
BASm0027021	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/16:0)	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/16:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,14,16,18,23,27,63-65,70H,5-11,13,15,17,19-22,24-26,28-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,18-14-,27-23-/t63-,64+,65+/m0/s1	BGCMVNJABGYTHO-YEOZLGEUSA-N	1290.862677			MMDBc0040220
BASm0027022	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/16:1(11Z))	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/16:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,14,16-18,21,23,27,63-65,70H,5-11,13,15,19-20,22,24-26,28-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,18-14-,21-17-,27-23-/t63-,64+,65+/m0/s1	COHZWJIHKDMQFH-MVWJPWIBSA-N	1288.847027			MMDBc0040221
BASm0027023	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/16:1(9Z))	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/16:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,14,16,18,23,25,27,29,63-65,70H,5-11,13,15,17,19-22,24,26,28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,18-14-,27-23-,29-25-/t63-,64+,65+/m0/s1	DDSNTTRMYHJWCA-XSXOWSGGSA-N	1288.847027			MMDBc0040222
BASm0027024	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/18:0)	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/18:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,14,16,18,23,27,65-67,72H,5-11,13,15,17,19-22,24-26,28-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,18-14-,27-23-/t65-,66+,67+/m0/s1	MQMXNGPHGLKMHL-KFXSTTMPSA-N	1318.893977			MMDBc0040223
BASm0027025	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/18:1(11Z))	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,14,16,18,23,25,27,29,65-67,72H,5-11,13,15,17,19-22,24,26,28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,18-14-,27-23-,29-25-/t65-,66+,67+/m0/s1	WVOBIFHUJASJKW-WYNJRCFQSA-N	1316.878327			MMDBc0040224
BASm0027026	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/18:1(9Z))	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,14,16,18,23,27,32-33,65-67,72H,5-11,13,15,17,19-22,24-26,28-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,18-14-,27-23-,33-32-/t65-,66+,67+/m0/s1	TXPBAALJIRMXKK-IODLIJBCSA-N	1316.878327			MMDBc0040225
BASm0027027	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/20:0)	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,14,16,18,23,27,67-69,74H,5-11,13,15,17,19-22,24-26,28-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,18-14-,27-23-/t67-,68+,69+/m0/s1	XOMXEJBXLPNVFY-ARXRABPTSA-N	1346.925277			MMDBc0040226
BASm0027028	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/20:1(11Z))	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,14,16,18,23,27,32-33,67-69,74H,5-11,13,15,17,19-22,24-26,28-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,18-14-,27-23-,33-32-/t67-,68+,69+/m0/s1	LASYWDBILIBCOC-CUWSEHPASA-N	1344.909627			MMDBc0040227
BASm0027029	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/20:1(13Z))	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,14,16,18,23,25,27,29,67-69,74H,5-11,13,15,17,19-22,24,26,28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,18-14-,27-23-,29-25-/t67-,68+,69+/m0/s1	MRDYUYAYBHLMDS-YFZDWKFFSA-N	1344.909627			MMDBc0040228
BASm0027030	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/22:0)	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,14,16,18,23,27,69-71,76H,5-11,13,15,17,19-22,24-26,28-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,18-14-,27-23-/t69-,70+,71+/m0/s1	NWKDROUNLRCQHG-JSINPLFJSA-N	1374.956577			MMDBc0040229
BASm0027031	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/22:1(11Z))	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,14,16,18,23,27,34-35,69-71,76H,5-11,13,15,17,19-22,24-26,28-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,18-14-,27-23-,35-34-/t69-,70+,71+/m0/s1	BDNSGBJYZSMEAP-LUPVEDSNSA-N	1372.940927			MMDBc0040230
BASm0027032	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/22:1(9Z))	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,14,16,18,23,27,36-37,69-71,76H,5-11,13,15,17,19-22,24-26,28-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,18-14-,27-23-,37-36-/t69-,70+,71+/m0/s1	YIMGBGHNBIJXQH-MSMASDRUSA-N	1372.940927			MMDBc0040231
BASm0027033	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/24:0)	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,14,16,18,23,27,71-73,78H,5-11,13,15,17,19-22,24-26,28-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,18-14-,27-23-/t71-,72+,73+/m0/s1	DSFFFGTZXRKYII-ZAVLKOGPSA-N	1402.987877			MMDBc0040232
BASm0027034	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/24:1(11Z))	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,14,16,18,23,27,36-37,71-73,78H,5-11,13,15,17,19-22,24-26,28-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,18-14-,27-23-,37-36-/t71-,72+,73+/m0/s1	LVUSBLYKWQFEDV-JNBPKRMLSA-N	1400.972227			MMDBc0040233
BASm0027035	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/24:1(9Z))	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,14,16,18,23,27,38-39,71-73,78H,5-11,13,15,17,19-22,24-26,28-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,18-14-,27-23-,39-38-/t71-,72+,73+/m0/s1	YSKMSZSDNIGSOV-ZPRDHVIJSA-N	1400.972227			MMDBc0040234
BASm0027036	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/26:0)	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/26:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h12,14,16,18,23,27,73-75,80H,5-11,13,15,17,19-22,24-26,28-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,18-14-,27-23-/t73-,74+,75+/m0/s1	GWGUFBPHBCNMLE-MGNHOXBJSA-N	1431.019177			MMDBc0040235
BASm0027037	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/26:1(11Z))	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/26:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h12,14,16,18,23,27,37-38,73-75,80H,5-11,13,15,17,19-22,24-26,28-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,18-14-,27-23-,38-37-/t73-,74+,75+/m0/s1	AHXCTJXGZHOFLD-DMJCDNHASA-N	1429.003527			MMDBc0040236
BASm0027038	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/26:1(9Z))	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/26:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h12,14,16,18,23,27,40-41,74-76,81H,5-11,13,15,17,19-22,24-26,28-39,42-73H2,1-4H3,(H,86,87)(H,88,89)/b16-12-,18-14-,27-23-,41-40-/t74-,75+,76+/m0/s1	WNPCHRMWBWGPMN-KXOOWYLHSA-N	1443.019177			MMDBc0040237
BASm0027039	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/28:0)	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/28:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h12,14,16,18,23,27,75-77,82H,5-11,13,15,17,19-22,24-26,28-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,18-14-,27-23-/t75-,76+,77+/m0/s1	ZMQZFQHWKNBKOI-VFQAPYCESA-N	1459.050477			MMDBc0040238
BASm0027040	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/28:1(11Z))	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/28:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h12,14,16,18,23,27,39-40,75-77,82H,5-11,13,15,17,19-22,24-26,28-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,18-14-,27-23-,40-39-/t75-,76+,77+/m0/s1	RHZWARSLZNAFLX-VOYREYCWSA-N	1457.034827			MMDBc0040239
BASm0027041	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/28:1(9Z))	CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(11Z)/28:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h12,14,16,18,23,27,41-42,75-77,82H,5-11,13,15,17,19-22,24-26,28-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,18-14-,27-23-,42-41-/t75-,76+,77+/m0/s1	XBLRKOMDAFUATG-PXVBWLHSSA-N	1457.034827			MMDBc0040240
BASm0027042	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/16:0)	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/16:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16,22-23,26-27,63-65,70H,5-11,13-15,17-21,24-25,28-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,26-22-,27-23-/t63-,64+,65+/m0/s1	YCFFTHHVRSLKLZ-XJNHSZFPSA-N	1290.862677			MMDBc0040241
BASm0027043	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/16:1(11Z))	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/16:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16-17,21-23,26-27,63-65,70H,5-11,13-15,18-20,24-25,28-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,21-17-,26-22-,27-23-/t63-,64+,65+/m0/s1	ZNYYTJGKWGISBU-SCXDCTKGSA-N	1288.847027			MMDBc0040242
BASm0027044	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/16:1(9Z))	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/16:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16,22-23,25-27,29,63-65,70H,5-11,13-15,17-21,24,28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,26-22-,27-23-,29-25-/t63-,64+,65+/m0/s1	FCNYNTQYTJUHNW-FELJNELWSA-N	1288.847027			MMDBc0040243
BASm0027045	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/18:0)	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/18:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,22-23,26-27,65-67,72H,5-11,13-15,17-21,24-25,28-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,26-22-,27-23-/t65-,66+,67+/m0/s1	ZPUGBINFIFGYTB-YZKUWFBQSA-N	1318.893977			MMDBc0040244
BASm0027046	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/18:1(11Z))	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,22-23,25-27,29,65-67,72H,5-11,13-15,17-21,24,28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,26-22-,27-23-,29-25-/t65-,66+,67+/m0/s1	XNAGWALDBOIQJL-SRXGACCZSA-N	1316.878327			MMDBc0040245
BASm0027047	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/18:1(9Z))	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,22-23,26-27,32-33,65-67,72H,5-11,13-15,17-21,24-25,28-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,26-22-,27-23-,33-32-/t65-,66+,67+/m0/s1	LZQZPGWGSIFJFM-GNRRNKTFSA-N	1316.878327			MMDBc0040246
BASm0027048	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/20:0)	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,22-23,26-27,67-69,74H,5-11,13-15,17-21,24-25,28-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,26-22-,27-23-/t67-,68+,69+/m0/s1	UWNZRDMPUHLQGJ-QDHYENLMSA-N	1346.925277			MMDBc0040247
BASm0027049	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/20:1(11Z))	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,22-23,26-27,32-33,67-69,74H,5-11,13-15,17-21,24-25,28-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,26-22-,27-23-,33-32-/t67-,68+,69+/m0/s1	SMARWGODTAMGKW-JOIRBUGWSA-N	1344.909627			MMDBc0040248
BASm0027050	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/20:1(13Z))	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,22-23,25-27,29,67-69,74H,5-11,13-15,17-21,24,28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,26-22-,27-23-,29-25-/t67-,68+,69+/m0/s1	OTKFMGMPWOTCPT-LWUSCIKCSA-N	1344.909627			MMDBc0040249
BASm0027051	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/22:0)	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,22-23,26-27,69-71,76H,5-11,13-15,17-21,24-25,28-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,26-22-,27-23-/t69-,70+,71+/m0/s1	DMMQGNSSVYDMQY-LJEKXPCZSA-N	1374.956577			MMDBc0040250
BASm0027052	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/22:1(11Z))	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,22-23,26-27,34-35,69-71,76H,5-11,13-15,17-21,24-25,28-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,26-22-,27-23-,35-34-/t69-,70+,71+/m0/s1	YPJZFAKCXOHXLN-YOVZHLHSSA-N	1372.940927			MMDBc0040251
BASm0027053	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/22:1(9Z))	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,22-23,26-27,36-37,69-71,76H,5-11,13-15,17-21,24-25,28-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,26-22-,27-23-,37-36-/t69-,70+,71+/m0/s1	LBUVMLCFTWANAZ-GQKGSBFQSA-N	1372.940927			MMDBc0040252
BASm0027054	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/24:0)	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,16,22-23,26-27,71-73,78H,5-11,13-15,17-21,24-25,28-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,26-22-,27-23-/t71-,72+,73+/m0/s1	SOVLIXJAGWXUJU-XZBPNFIMSA-N	1402.987877			MMDBc0040253
BASm0027055	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/24:1(11Z))	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,16,22-23,26-27,36-37,71-73,78H,5-11,13-15,17-21,24-25,28-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,26-22-,27-23-,37-36-/t71-,72+,73+/m0/s1	VGAHARLPJPZLLB-DRDUTNPPSA-N	1400.972227			MMDBc0040254
BASm0027056	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/24:1(9Z))	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,16,22-23,26-27,38-39,71-73,78H,5-11,13-15,17-21,24-25,28-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,26-22-,27-23-,39-38-/t71-,72+,73+/m0/s1	OGEFDJGWEBMKLX-LIJBAPLSSA-N	1400.972227			MMDBc0040255
BASm0027057	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/26:0)	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/26:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h12,16,22-23,26-27,73-75,80H,5-11,13-15,17-21,24-25,28-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,26-22-,27-23-/t73-,74+,75+/m0/s1	RRDPRLAKXYOYFW-KFSULTRBSA-N	1431.019177			MMDBc0040256
BASm0027058	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/26:1(11Z))	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/26:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h12,16,22-23,26-27,37-38,73-75,80H,5-11,13-15,17-21,24-25,28-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,26-22-,27-23-,38-37-/t73-,74+,75+/m0/s1	COLMWXHUGGYASH-WLFQVKBQSA-N	1429.003527			MMDBc0040257
BASm0027059	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/26:1(9Z))	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/26:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h12,16,22-23,26-27,40-41,74-76,81H,5-11,13-15,17-21,24-25,28-39,42-73H2,1-4H3,(H,86,87)(H,88,89)/b16-12-,26-22-,27-23-,41-40-/t74-,75+,76+/m0/s1	YGMQBASGLTVDRP-VERMVPMQSA-N	1443.019177			MMDBc0040258
BASm0027060	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/28:0)	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/28:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h12,16,22-23,26-27,75-77,82H,5-11,13-15,17-21,24-25,28-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,26-22-,27-23-/t75-,76+,77+/m0/s1	HZFVACHQFDFIDG-PHESGGCYSA-N	1459.050477			MMDBc0040259
BASm0027061	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/28:1(11Z))	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/28:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h12,16,22-23,26-27,39-40,75-77,82H,5-11,13-15,17-21,24-25,28-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,26-22-,27-23-,40-39-/t75-,76+,77+/m0/s1	LXNMGFIADZSYLZ-QNVOKBJFSA-N	1457.034827			MMDBc0040260
BASm0027062	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/28:1(9Z))	CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/15:1(9Z)/28:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h12,16,22-23,26-27,41-42,75-77,82H,5-11,13-15,17-21,24-25,28-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,26-22-,27-23-,42-41-/t75-,76+,77+/m0/s1	JIOPZHBMUDULHZ-IETPRGCASA-N	1457.034827			MMDBc0040261
BASm0027063	CL(14:1(11Z)/15:1(9Z)/16:0/23:1(11Z))	CL(14:1(11Z)/15:1(9Z)/16:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/16:0/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,23,27,35-36,71-73,78H,5-11,13-15,17-22,24-26,28-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,27-23-,36-35-/t71-,72+,73+/m0/s1	JVLYDNVLBMOLMG-XIAXCCOGSA-N	1402.987877			MMDBc0040262
BASm0027064	CL(14:1(11Z)/15:1(9Z)/16:0/23:1(9Z))	CL(14:1(11Z)/15:1(9Z)/16:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/16:0/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,23,27,37-38,71-73,78H,5-11,13-15,17-22,24-26,28-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,27-23-,38-37-/t71-,72+,73+/m0/s1	QUIVQGWYJBWXND-IYRROCOMSA-N	1402.987877			MMDBc0040263
BASm0027065	CL(14:1(11Z)/15:1(9Z)/16:0/25:0)	CL(14:1(11Z)/15:1(9Z)/16:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/16:0/25:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,23,27,73-75,80H,5-11,13-15,17-22,24-26,28-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,27-23-/t73-,74+,75+/m0/s1	XKDSYMNEQYCPKO-DQSCIHSVSA-N	1433.034827			MMDBc0040264
BASm0027066	CL(14:1(11Z)/15:1(9Z)/16:0/25:1(11Z))	CL(14:1(11Z)/15:1(9Z)/16:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/16:0/25:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,23,27,37-38,73-75,80H,5-11,13-15,17-22,24-26,28-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,27-23-,38-37-/t73-,74+,75+/m0/s1	LAIAYJPWSJTVOQ-SAQJYGMQSA-N	1431.019177			MMDBc0040265
BASm0027067	CL(14:1(11Z)/15:1(9Z)/16:0/25:1(9Z))	CL(14:1(11Z)/15:1(9Z)/16:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/16:0/25:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,23,27,39-40,73-75,80H,5-11,13-15,17-22,24-26,28-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,27-23-,40-39-/t73-,74+,75+/m0/s1	YAHPDWJMUYMOAR-LGMZSQSRSA-N	1431.019177			MMDBc0040266
BASm0027068	CL(14:1(11Z)/15:1(9Z)/16:0/27:0)	CL(14:1(11Z)/15:1(9Z)/16:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/16:0/27:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,23,27,75-77,82H,5-11,13-15,17-22,24-26,28-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,27-23-/t75-,76+,77+/m0/s1	NEVKVUJDKKQATI-VKZSTZPASA-N	1461.066127			MMDBc0040267
BASm0027069	CL(14:1(11Z)/15:1(9Z)/16:0/27:1(11Z))	CL(14:1(11Z)/15:1(9Z)/16:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/16:0/27:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,23,27,39-40,75-77,82H,5-11,13-15,17-22,24-26,28-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,27-23-,40-39-/t75-,76+,77+/m0/s1	FUXAFLVGIPRTSD-AZLCKPDZSA-N	1459.050477			MMDBc0040268
BASm0027070	CL(14:1(11Z)/15:1(9Z)/16:0/27:1(9Z))	CL(14:1(11Z)/15:1(9Z)/16:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/16:0/27:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,23,27,41-42,75-77,82H,5-11,13-15,17-22,24-26,28-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,27-23-,42-41-/t75-,76+,77+/m0/s1	IOROTSUVTCEXOR-FWMFHSHUSA-N	1459.050477			MMDBc0040269
BASm0027071	CL(14:1(11Z)/15:1(9Z)/16:1(11Z)/23:1(11Z))	CL(14:1(11Z)/15:1(9Z)/16:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/16:1(11Z)/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,18,22-23,27,35-36,71-73,78H,5-11,13-15,17,19-21,24-26,28-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,22-18-,27-23-,36-35-/t71-,72+,73+/m0/s1	NREHCSIRXTUWKK-GOFANIRYSA-N	1400.972227			MMDBc0040270
BASm0027072	CL(14:1(11Z)/15:1(9Z)/16:1(11Z)/23:1(9Z))	CL(14:1(11Z)/15:1(9Z)/16:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/16:1(11Z)/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,18,22-23,27,37-38,71-73,78H,5-11,13-15,17,19-21,24-26,28-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,22-18-,27-23-,38-37-/t71-,72+,73+/m0/s1	SQUMWNKGTJFOMH-NPEHHYIVSA-N	1400.972227			MMDBc0040271
BASm0027073	CL(14:1(11Z)/15:1(9Z)/16:1(11Z)/25:0)	CL(14:1(11Z)/15:1(9Z)/16:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/16:1(11Z)/25:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,18,22-23,27,73-75,80H,5-11,13-15,17,19-21,24-26,28-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,22-18-,27-23-/t73-,74+,75+/m0/s1	CVBXEXZBKMQFKV-OWWOAILYSA-N	1431.019177			MMDBc0040272
BASm0027074	CL(14:1(11Z)/15:1(9Z)/16:1(11Z)/25:1(11Z))	CL(14:1(11Z)/15:1(9Z)/16:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/16:1(11Z)/25:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,18,22-23,27,37-38,73-75,80H,5-11,13-15,17,19-21,24-26,28-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,22-18-,27-23-,38-37-/t73-,74+,75+/m0/s1	OHWPVOYELRTBLH-KKIOICRISA-N	1429.003527			MMDBc0040273
BASm0027075	CL(14:1(11Z)/15:1(9Z)/16:1(11Z)/25:1(9Z))	CL(14:1(11Z)/15:1(9Z)/16:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/16:1(11Z)/25:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,18,22-23,27,39-40,73-75,80H,5-11,13-15,17,19-21,24-26,28-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,22-18-,27-23-,40-39-/t73-,74+,75+/m0/s1	RPWZKIJGRUGWSF-RPTOBUJWSA-N	1429.003527			MMDBc0040274
BASm0027076	CL(14:1(11Z)/15:1(9Z)/16:1(11Z)/27:0)	CL(14:1(11Z)/15:1(9Z)/16:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/16:1(11Z)/27:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,18,22-23,27,75-77,82H,5-11,13-15,17,19-21,24-26,28-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,22-18-,27-23-/t75-,76+,77+/m0/s1	DPFZCHZVKYBHLL-GJBIPSKYSA-N	1459.050477			MMDBc0040275
BASm0027077	CL(14:1(11Z)/15:1(9Z)/16:1(11Z)/27:1(11Z))	CL(14:1(11Z)/15:1(9Z)/16:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/16:1(11Z)/27:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,18,22-23,27,39-40,75-77,82H,5-11,13-15,17,19-21,24-26,28-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,22-18-,27-23-,40-39-/t75-,76+,77+/m0/s1	ZETJSHNTFOCHDI-SDFLYQKLSA-N	1457.034827			MMDBc0040276
BASm0027078	CL(14:1(11Z)/15:1(9Z)/16:1(11Z)/27:1(9Z))	CL(14:1(11Z)/15:1(9Z)/16:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/16:1(11Z)/27:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,18,22-23,27,41-42,75-77,82H,5-11,13-15,17,19-21,24-26,28-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,22-18-,27-23-,42-41-/t75-,76+,77+/m0/s1	IAEARHWYBNOGTB-STAPZPRFSA-N	1457.034827			MMDBc0040277
BASm0027079	CL(14:1(11Z)/15:1(9Z)/16:1(9Z)/23:1(11Z))	CL(14:1(11Z)/15:1(9Z)/16:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/16:1(9Z)/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,23,26-27,30,35-36,71-73,78H,5-11,13-15,17-22,24-25,28-29,31-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,27-23-,30-26-,36-35-/t71-,72+,73+/m0/s1	YCXKNWXIKYMTTO-NFPXNAQLSA-N	1400.972227			MMDBc0040278
BASm0027080	CL(14:1(11Z)/15:1(9Z)/16:1(9Z)/23:1(9Z))	CL(14:1(11Z)/15:1(9Z)/16:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/16:1(9Z)/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,23,26-27,30,37-38,71-73,78H,5-11,13-15,17-22,24-25,28-29,31-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,27-23-,30-26-,38-37-/t71-,72+,73+/m0/s1	VYLHECOXFMVABZ-VIIPFABBSA-N	1400.972227			MMDBc0040279
BASm0027081	CL(14:1(11Z)/15:1(9Z)/16:1(9Z)/25:0)	CL(14:1(11Z)/15:1(9Z)/16:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/16:1(9Z)/25:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,23,26-27,30,73-75,80H,5-11,13-15,17-22,24-25,28-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,27-23-,30-26-/t73-,74+,75+/m0/s1	ONURDLWPLUENTI-OROJRMJRSA-N	1431.019177			MMDBc0040280
BASm0027082	CL(14:1(11Z)/15:1(9Z)/16:1(9Z)/25:1(11Z))	CL(14:1(11Z)/15:1(9Z)/16:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/16:1(9Z)/25:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,23,26-27,30,37-38,73-75,80H,5-11,13-15,17-22,24-25,28-29,31-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,27-23-,30-26-,38-37-/t73-,74+,75+/m0/s1	HAFRUCVPRCHWAW-YVDDVMBLSA-N	1429.003527			MMDBc0040281
BASm0027083	CL(14:1(11Z)/15:1(9Z)/16:1(9Z)/25:1(9Z))	CL(14:1(11Z)/15:1(9Z)/16:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/16:1(9Z)/25:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,23,26-27,30,39-40,73-75,80H,5-11,13-15,17-22,24-25,28-29,31-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,27-23-,30-26-,40-39-/t73-,74+,75+/m0/s1	IAQBGELAVWEHNN-IDRKDWHYSA-N	1429.003527			MMDBc0040282
BASm0027084	CL(14:1(11Z)/15:1(9Z)/16:1(9Z)/27:0)	CL(14:1(11Z)/15:1(9Z)/16:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/16:1(9Z)/27:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,23,26-27,30,75-77,82H,5-11,13-15,17-22,24-25,28-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,27-23-,30-26-/t75-,76+,77+/m0/s1	UBGLMHKDGYXXTI-GKQDZPJHSA-N	1459.050477			MMDBc0040283
BASm0027085	CL(14:1(11Z)/15:1(9Z)/16:1(9Z)/27:1(11Z))	CL(14:1(11Z)/15:1(9Z)/16:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/16:1(9Z)/27:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,23,26-27,30,39-40,75-77,82H,5-11,13-15,17-22,24-25,28-29,31-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,27-23-,30-26-,40-39-/t75-,76+,77+/m0/s1	FSMYSVWWEOCJOQ-WQACLUBYSA-N	1457.034827			MMDBc0040284
BASm0027086	CL(14:1(11Z)/15:1(9Z)/16:1(9Z)/27:1(9Z))	CL(14:1(11Z)/15:1(9Z)/16:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/16:1(9Z)/27:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,23,26-27,30,41-42,75-77,82H,5-11,13-15,17-22,24-25,28-29,31-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,27-23-,30-26-,42-41-/t75-,76+,77+/m0/s1	KDRLTZLOVWNASA-PLFSDESFSA-N	1457.034827			MMDBc0040285
BASm0027087	CL(14:1(11Z)/15:1(9Z)/18:0/23:1(11Z))	CL(14:1(11Z)/15:1(9Z)/18:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/18:0/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,23,27,36-37,73-75,80H,5-11,13-15,17-22,24-26,28-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,27-23-,37-36-/t73-,74+,75+/m0/s1	ZSTNKMIDBHERED-YXCJRSDSSA-N	1431.019177			MMDBc0040286
BASm0027088	CL(14:1(11Z)/15:1(9Z)/18:0/23:1(9Z))	CL(14:1(11Z)/15:1(9Z)/18:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/18:0/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,23,27,38,40,73-75,80H,5-11,13-15,17-22,24-26,28-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,27-23-,40-38-/t73-,74+,75+/m0/s1	KLDRLSBLUCEXQW-YLSYJYPGSA-N	1431.019177			MMDBc0040287
BASm0027089	CL(14:1(11Z)/15:1(9Z)/18:0/25:0)	CL(14:1(11Z)/15:1(9Z)/18:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/18:0/25:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,23,27,75-77,82H,5-11,13-15,17-22,24-26,28-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,27-23-/t75-,76+,77+/m0/s1	QBWREBGMYRUVMR-VKZSTZPASA-N	1461.066127			MMDBc0040288
BASm0027090	CL(14:1(11Z)/15:1(9Z)/18:0/25:1(11Z))	CL(14:1(11Z)/15:1(9Z)/18:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/18:0/25:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,23,27,38-39,75-77,82H,5-11,13-15,17-22,24-26,28-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,27-23-,39-38-/t75-,76+,77+/m0/s1	OHHTWCMWOBCUJN-JRMFEULWSA-N	1459.050477			MMDBc0040289
BASm0027091	CL(14:1(11Z)/15:1(9Z)/18:0/25:1(9Z))	CL(14:1(11Z)/15:1(9Z)/18:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/18:0/25:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,23,27,40,42,75-77,82H,5-11,13-15,17-22,24-26,28-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,27-23-,42-40-/t75-,76+,77+/m0/s1	UKEJRKYVGVQAPP-YHYIPKLCSA-N	1459.050477			MMDBc0040290
BASm0027092	CL(14:1(11Z)/15:1(9Z)/18:1(11Z)/23:1(11Z))	CL(14:1(11Z)/15:1(9Z)/18:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/18:1(11Z)/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,23,26-27,30,36-37,73-75,80H,5-11,13-15,17-22,24-25,28-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,27-23-,30-26-,37-36-/t73-,74+,75+/m0/s1	HRYTXQNQNJJQLU-RRFWOECMSA-N	1429.003527			MMDBc0040291
BASm0027093	CL(14:1(11Z)/15:1(9Z)/18:1(11Z)/23:1(9Z))	CL(14:1(11Z)/15:1(9Z)/18:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/18:1(11Z)/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,23,26-27,30,38,40,73-75,80H,5-11,13-15,17-22,24-25,28-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,27-23-,30-26-,40-38-/t73-,74+,75+/m0/s1	ZVYKWXXHEJWXGT-LKPFIQNASA-N	1429.003527			MMDBc0040292
BASm0027094	CL(14:1(11Z)/15:1(9Z)/18:1(11Z)/25:0)	CL(14:1(11Z)/15:1(9Z)/18:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/18:1(11Z)/25:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,23,26-27,30,75-77,82H,5-11,13-15,17-22,24-25,28-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,27-23-,30-26-/t75-,76+,77+/m0/s1	BUYDDKMXYGGOKE-GKQDZPJHSA-N	1459.050477			MMDBc0040293
BASm0027095	CL(14:1(11Z)/15:1(9Z)/18:1(11Z)/25:1(11Z))	CL(14:1(11Z)/15:1(9Z)/18:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/18:1(11Z)/25:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,23,26-27,30,38-39,75-77,82H,5-11,13-15,17-22,24-25,28-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,27-23-,30-26-,39-38-/t75-,76+,77+/m0/s1	WKVDPNUBFUKBFJ-ASHMOWAPSA-N	1457.034827			MMDBc0040294
BASm0027096	CL(14:1(11Z)/15:1(9Z)/18:1(11Z)/25:1(9Z))	CL(14:1(11Z)/15:1(9Z)/18:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/18:1(11Z)/25:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,23,26-27,30,40,42,75-77,82H,5-11,13-15,17-22,24-25,28-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,27-23-,30-26-,42-40-/t75-,76+,77+/m0/s1	WUJVKDRXQYVVKC-CHBXEVJOSA-N	1457.034827			MMDBc0040295
BASm0027097	CL(14:1(11Z)/15:1(9Z)/18:1(9Z)/23:1(11Z))	CL(14:1(11Z)/15:1(9Z)/18:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/18:1(9Z)/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,23,27,33,36-37,39,73-75,80H,5-11,13-15,17-22,24-26,28-32,34-35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,27-23-,37-36-,39-33-/t73-,74+,75+/m0/s1	NTFFDQKRQPVKTK-RULYHZPPSA-N	1429.003527			MMDBc0040296
BASm0027098	CL(14:1(11Z)/15:1(9Z)/18:1(9Z)/23:1(9Z))	CL(14:1(11Z)/15:1(9Z)/18:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/18:1(9Z)/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h12,16,23,27,33,38-40,73-75,80H,5-11,13-15,17-22,24-26,28-32,34-37,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,27-23-,39-33-,40-38-/t73-,74+,75+/m0/s1	FOIFNXGQJZQFAM-QGWCAFGJSA-N	1429.003527			MMDBc0040297
BASm0027099	CL(14:1(11Z)/15:1(9Z)/18:1(9Z)/25:0)	CL(14:1(11Z)/15:1(9Z)/18:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/18:1(9Z)/25:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,23,27,33,41,75-77,82H,5-11,13-15,17-22,24-26,28-32,34-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,27-23-,41-33-/t75-,76+,77+/m0/s1	ASMSBEXIPRHFFW-HTAZGJCMSA-N	1459.050477			MMDBc0040298
BASm0027100	CL(14:1(11Z)/15:1(9Z)/18:1(9Z)/25:1(11Z))	CL(14:1(11Z)/15:1(9Z)/18:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/18:1(9Z)/25:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,23,27,33,38-39,41,75-77,82H,5-11,13-15,17-22,24-26,28-32,34-37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,27-23-,39-38-,41-33-/t75-,76+,77+/m0/s1	WYIMSTXZWNPWLW-WQTBJSSOSA-N	1457.034827			MMDBc0040299
BASm0027101	CL(14:1(11Z)/15:1(9Z)/18:1(9Z)/25:1(9Z))	CL(14:1(11Z)/15:1(9Z)/18:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/18:1(9Z)/25:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,23,27,33,40-42,75-77,82H,5-11,13-15,17-22,24-26,28-32,34-39,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,27-23-,41-33-,42-40-/t75-,76+,77+/m0/s1	ZFIOPXLVWQAZIW-WXOGZOBBSA-N	1457.034827			MMDBc0040300
BASm0027102	CL(14:1(11Z)/15:1(9Z)/20:0/23:1(11Z))	CL(14:1(11Z)/15:1(9Z)/20:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/20:0/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,23,27,37-38,75-77,82H,5-11,13-15,17-22,24-26,28-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,27-23-,38-37-/t75-,76+,77+/m0/s1	IZGLRPIZHOUGNV-OVECWSQRSA-N	1459.050477			MMDBc0040301
BASm0027103	CL(14:1(11Z)/15:1(9Z)/20:0/23:1(9Z))	CL(14:1(11Z)/15:1(9Z)/20:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/20:0/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,23,27,40,42,75-77,82H,5-11,13-15,17-22,24-26,28-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,27-23-,42-40-/t75-,76+,77+/m0/s1	OCCYZMAKGQTTRZ-YHYIPKLCSA-N	1459.050477			MMDBc0040302
BASm0027104	CL(14:1(11Z)/15:1(9Z)/20:1(11Z)/23:1(11Z))	CL(14:1(11Z)/15:1(9Z)/20:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/20:1(11Z)/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,23,27,33,35,37-38,75-77,82H,5-11,13-15,17-22,24-26,28-32,34,36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,27-23-,35-33-,38-37-/t75-,76+,77+/m0/s1	IQEOGZBNKKTRDV-RZGKYNNZSA-N	1457.034827			MMDBc0040303
BASm0027105	CL(14:1(11Z)/15:1(9Z)/20:1(11Z)/23:1(9Z))	CL(14:1(11Z)/15:1(9Z)/20:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/20:1(11Z)/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,23,27,33,35,40,42,75-77,82H,5-11,13-15,17-22,24-26,28-32,34,36-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,27-23-,35-33-,42-40-/t75-,76+,77+/m0/s1	WWJMNPPHKCEPSG-CGIYFFJTSA-N	1457.034827			MMDBc0040304
BASm0027106	CL(14:1(11Z)/15:1(9Z)/20:1(13Z)/23:1(11Z))	CL(14:1(11Z)/15:1(9Z)/20:1(13Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/20:1(13Z)/23:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,23,26-27,30,37-38,75-77,82H,5-11,13-15,17-22,24-25,28-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,27-23-,30-26-,38-37-/t75-,76+,77+/m0/s1	YLJFIYIGJNEEGY-YZXVWSSJSA-N	1457.034827			MMDBc0040305
BASm0027107	CL(14:1(11Z)/15:1(9Z)/20:1(13Z)/23:1(9Z))	CL(14:1(11Z)/15:1(9Z)/20:1(13Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/15:1(9Z)/20:1(13Z)/23:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h12,16,23,26-27,30,40,42,75-77,82H,5-11,13-15,17-22,24-25,28-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,27-23-,30-26-,42-40-/t75-,76+,77+/m0/s1	ODWMWUQYMMDLJN-CHBXEVJOSA-N	1457.034827			MMDBc0040306
BASm0027108	CL(14:1(11Z)/16:0/14:1(11Z)/16:0)	CL(14:1(11Z)/16:0/14:1(11Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/14:1(11Z)/16:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, two chains of hexadecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-31-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-34-28-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h11-12,15-16,63-65,70H,5-10,13-14,17-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,16-12-/t64-,65-/m1/s1	ZCTHJEGGAKNLLC-MHJJHMQZSA-N	1292.878327			MMDBc0040307
BASm0027109	CL(14:1(11Z)/16:0/14:1(9Z)/16:0)	CL(14:1(11Z)/16:0/14:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/14:1(9Z)/16:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C4 positions, one chain of (9Z-tetradecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-31-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-34-28-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h11,15,20,24,63-65,70H,5-10,12-14,16-19,21-23,25-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,24-20-/t63-,64+,65+/m0/s1	XYVOTNLPXZWBRD-JDIWFLDISA-N	1292.878327			MMDBc0040308
BASm0027110	CL(14:1(11Z)/16:0/16:0/16:0)	CL(14:1(11Z)/16:0/16:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:0/16:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, three chains of hexadecanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h12,16,65-67,72H,5-11,13-15,17-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-/t65-,66+,67+/m0/s1	YGJXRCQMKXKONA-JJVRYZMJSA-N	1322.925277			MMDBc0040309
BASm0027111	CL(14:1(11Z)/16:0/16:0/16:1(11Z))	CL(14:1(11Z)/16:0/16:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:0/16:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h12,16,19,23,65-67,72H,5-11,13-15,17-18,20-22,24-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,23-19-/t65-,66+,67+/m0/s1	OSHHFAPTQWPCPG-ISQZBYQGSA-N	1320.909627			MMDBc0040310
BASm0027112	CL(14:1(11Z)/16:0/16:0/16:1(9Z))	CL(14:1(11Z)/16:0/16:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:0/16:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h12,16,27,31,65-67,72H,5-11,13-15,17-26,28-30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,31-27-/t65-,66+,67+/m0/s1	VPKKLNZGBKZCHY-XTHGNONWSA-N	1320.909627			MMDBc0040311
BASm0027113	CL(14:1(11Z)/16:0/16:0/18:0)	CL(14:1(11Z)/16:0/16:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:0/18:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16,67-69,74H,5-11,13-15,17-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-/t67-,68+,69+/m0/s1	CQMHQULNSJLBFP-IKKRQSDYSA-N	1350.956577			MMDBc0040312
BASm0027114	CL(14:1(11Z)/16:0/16:0/18:1(11Z))	CL(14:1(11Z)/16:0/16:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:0/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16,25,29,67-69,74H,5-11,13-15,17-24,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,29-25-/t67-,68+,69+/m0/s1	STKBKRUDHICTBM-CRYQSICHSA-N	1348.940927			MMDBc0040313
BASm0027115	CL(14:1(11Z)/16:0/16:0/18:1(9Z))	CL(14:1(11Z)/16:0/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:0/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16,32-33,67-69,74H,5-11,13-15,17-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,33-32-/t67-,68+,69+/m0/s1	NITFGEJCMJQQMT-IYKIALGASA-N	1348.940927			MMDBc0040314
BASm0027116	CL(14:1(11Z)/16:0/16:0/20:0)	CL(14:1(11Z)/16:0/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:0/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,69-71,76H,5-11,13-15,17-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-/t69-,70+,71+/m0/s1	MZXZWLPKJPHMTE-KOOSGXQVSA-N	1378.987877			MMDBc0040315
BASm0027117	CL(14:1(11Z)/16:0/16:0/20:1(11Z))	CL(14:1(11Z)/16:0/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:0/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,32-33,69-71,76H,5-11,13-15,17-31,34-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,33-32-/t69-,70+,71+/m0/s1	WREKQDOLMXFQPD-XNNHWPKRSA-N	1376.972227			MMDBc0040316
BASm0027118	CL(14:1(11Z)/16:0/16:0/20:1(13Z))	CL(14:1(11Z)/16:0/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:0/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,25,29,69-71,76H,5-11,13-15,17-24,26-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,29-25-/t69-,70+,71+/m0/s1	FOKWFGCYEDJXSF-NEANRQHKSA-N	1376.972227			MMDBc0040317
BASm0027119	CL(14:1(11Z)/16:0/16:0/22:0)	CL(14:1(11Z)/16:0/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:0/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,71-73,78H,5-11,13-15,17-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-/t71-,72+,73+/m0/s1	AJNWYRJTMCDSKY-RWZKMYKQSA-N	1407.019177			MMDBc0040318
BASm0027120	CL(14:1(11Z)/16:0/16:0/22:1(11Z))	CL(14:1(11Z)/16:0/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:0/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,34-35,71-73,78H,5-11,13-15,17-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,35-34-/t71-,72+,73+/m0/s1	UKFBXXFXQBNLEN-ZONZOCJMSA-N	1405.003527			MMDBc0040319
BASm0027121	CL(14:1(11Z)/16:0/16:0/22:1(9Z))	CL(14:1(11Z)/16:0/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:0/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,36-37,71-73,78H,5-11,13-15,17-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,37-36-/t71-,72+,73+/m0/s1	BRXLOUFSONDBAE-OSQPRCHKSA-N	1405.003527			MMDBc0040320
BASm0027122	CL(14:1(11Z)/16:0/16:0/24:0)	CL(14:1(11Z)/16:0/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:0/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,73-75,80H,5-11,13-15,17-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-/t73-,74+,75+/m0/s1	YOQWDTJLODFMEC-FHGVFQOQSA-N	1435.050477			MMDBc0040321
BASm0027123	CL(14:1(11Z)/16:0/16:0/24:1(11Z))	CL(14:1(11Z)/16:0/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:0/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,36-37,73-75,80H,5-11,13-15,17-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,37-36-/t73-,74+,75+/m0/s1	CXKWZFCUQMEJGC-OEAGWPDDSA-N	1433.034827			MMDBc0040322
BASm0027124	CL(14:1(11Z)/16:0/16:0/24:1(9Z))	CL(14:1(11Z)/16:0/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:0/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,38-39,73-75,80H,5-11,13-15,17-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,39-38-/t73-,74+,75+/m0/s1	VLOZGLLIMVHSIZ-HQUFNBOCSA-N	1433.034827			MMDBc0040323
BASm0027125	CL(14:1(11Z)/16:0/16:0/26:0)	CL(14:1(11Z)/16:0/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:0/26:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,16,75-77,82H,5-11,13-15,17-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-/t75-,76+,77+/m0/s1	RSNGQCJLYZBPFP-PBMCNPGVSA-N	1463.081778			MMDBc0040324
BASm0027126	CL(14:1(11Z)/16:0/16:0/26:1(11Z))	CL(14:1(11Z)/16:0/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:0/26:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,16,37-38,75-77,82H,5-11,13-15,17-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,38-37-/t75-,76+,77+/m0/s1	PRXKRUVZRUMRNA-DIALPWQLSA-N	1461.066127			MMDBc0040325
BASm0027127	CL(14:1(11Z)/16:0/16:0/26:1(9Z))	CL(14:1(11Z)/16:0/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:0/26:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-43-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-31-27-23-19-15-11-7-3/h12,16,40-41,76-78,83H,5-11,13-15,17-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b16-12-,41-40-/t76-,77+,78+/m0/s1	JEYKNWIWPJHXRG-NTZQXOKXSA-N	1475.081778			MMDBc0040326
BASm0027128	CL(14:1(11Z)/16:0/16:1(11Z)/16:1(11Z))	CL(14:1(11Z)/16:0/16:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(11Z)/16:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (11Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h12,16-17,19,21,23,65-67,72H,5-11,13-15,18,20,22,24-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,21-17-,23-19-/t65-,66+,67+/m0/s1	ACLLBWHHNOYAJR-NSFIIUKCSA-N	1318.893977			MMDBc0040327
BASm0027129	CL(14:1(11Z)/16:0/16:1(11Z)/16:1(9Z))	CL(14:1(11Z)/16:0/16:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(11Z)/16:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h12,16-17,21,27,31,65-67,72H,5-11,13-15,18-20,22-26,28-30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,21-17-,31-27-/t65-,66+,67+/m0/s1	JQNMKDNTZHLMJC-XKNIWKSHSA-N	1318.893977			MMDBc0040328
BASm0027130	CL(14:1(11Z)/16:0/16:1(11Z)/18:0)	CL(14:1(11Z)/16:0/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(11Z)/18:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16,18,22,67-69,74H,5-11,13-15,17,19-21,23-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,22-18-/t67-,68+,69+/m0/s1	QPWZLSGVOFKSMR-GLXILZGSSA-N	1348.940927			MMDBc0040329
BASm0027131	CL(14:1(11Z)/16:0/16:1(11Z)/18:1(11Z))	CL(14:1(11Z)/16:0/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(11Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16,18,22,25,29,67-69,74H,5-11,13-15,17,19-21,23-24,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,22-18-,29-25-/t67-,68+,69+/m0/s1	NJQVZIFGXWNQPX-GDZNFMTNSA-N	1346.925277			MMDBc0040330
BASm0027132	CL(14:1(11Z)/16:0/16:1(11Z)/18:1(9Z))	CL(14:1(11Z)/16:0/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(11Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16,18,22,32-33,67-69,74H,5-11,13-15,17,19-21,23-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,22-18-,33-32-/t67-,68+,69+/m0/s1	JFVAGDUCXUBONK-WUEIUFFWSA-N	1346.925277			MMDBc0040331
BASm0027133	CL(14:1(11Z)/16:0/16:1(11Z)/20:0)	CL(14:1(11Z)/16:0/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(11Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,18,22,69-71,76H,5-11,13-15,17,19-21,23-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,22-18-/t69-,70+,71+/m0/s1	DFFJAIXLADWZMD-OYZKZGRYSA-N	1376.972227			MMDBc0040332
BASm0027134	CL(14:1(11Z)/16:0/16:1(11Z)/20:1(11Z))	CL(14:1(11Z)/16:0/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(11Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,18,22,32-33,69-71,76H,5-11,13-15,17,19-21,23-31,34-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,22-18-,33-32-/t69-,70+,71+/m0/s1	MAOVNMUTMGOKFK-BUTILWEFSA-N	1374.956577			MMDBc0040333
BASm0027135	CL(14:1(11Z)/16:0/16:1(11Z)/20:1(13Z))	CL(14:1(11Z)/16:0/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(11Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,18,22,25,29,69-71,76H,5-11,13-15,17,19-21,23-24,26-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,22-18-,29-25-/t69-,70+,71+/m0/s1	BBEKZLWDOUBFKH-DJGGVNKDSA-N	1374.956577			MMDBc0040334
BASm0027136	CL(14:1(11Z)/16:0/16:1(11Z)/22:0)	CL(14:1(11Z)/16:0/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(11Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,18,22,71-73,78H,5-11,13-15,17,19-21,23-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,22-18-/t71-,72+,73+/m0/s1	NGJXCNFWLLQIJC-OPLCPECSSA-N	1405.003527			MMDBc0040335
BASm0027137	CL(14:1(11Z)/16:0/16:1(11Z)/22:1(11Z))	CL(14:1(11Z)/16:0/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(11Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,18,22,34-35,71-73,78H,5-11,13-15,17,19-21,23-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,22-18-,35-34-/t71-,72+,73+/m0/s1	SFPKQNMEEVCVDO-VSZQHQCRSA-N	1402.987877			MMDBc0040336
BASm0027138	CL(14:1(11Z)/16:0/16:1(11Z)/22:1(9Z))	CL(14:1(11Z)/16:0/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(11Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,18,22,36-37,71-73,78H,5-11,13-15,17,19-21,23-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,22-18-,37-36-/t71-,72+,73+/m0/s1	JWAWIEAHCVBQJY-XUVMRNMTSA-N	1402.987877			MMDBc0040337
BASm0027139	CL(14:1(11Z)/16:0/16:1(11Z)/24:0)	CL(14:1(11Z)/16:0/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(11Z)/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,18,22,73-75,80H,5-11,13-15,17,19-21,23-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,22-18-/t73-,74+,75+/m0/s1	WORCTTOMRUNRNO-ASOIXJOOSA-N	1433.034827			MMDBc0040338
BASm0027140	CL(14:1(11Z)/16:0/16:1(11Z)/24:1(11Z))	CL(14:1(11Z)/16:0/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(11Z)/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,18,22,36-37,73-75,80H,5-11,13-15,17,19-21,23-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,22-18-,37-36-/t73-,74+,75+/m0/s1	ZMEUNMOLSWEXLE-PTSNNPJKSA-N	1431.019177			MMDBc0040339
BASm0027141	CL(14:1(11Z)/16:0/16:1(11Z)/24:1(9Z))	CL(14:1(11Z)/16:0/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(11Z)/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,18,22,38-39,73-75,80H,5-11,13-15,17,19-21,23-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,22-18-,39-38-/t73-,74+,75+/m0/s1	WUBVMPUGKFRDGB-UBXPQWEGSA-N	1431.019177			MMDBc0040340
BASm0027142	CL(14:1(11Z)/16:0/16:1(11Z)/26:0)	CL(14:1(11Z)/16:0/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(11Z)/26:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,16,18,22,75-77,82H,5-11,13-15,17,19-21,23-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,22-18-/t75-,76+,77+/m0/s1	UPDIYYMTMWIMGD-OTFMIZQXSA-N	1461.066127			MMDBc0040341
BASm0027143	CL(14:1(11Z)/16:0/16:1(11Z)/26:1(11Z))	CL(14:1(11Z)/16:0/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(11Z)/26:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,16,18,22,37-38,75-77,82H,5-11,13-15,17,19-21,23-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,22-18-,38-37-/t75-,76+,77+/m0/s1	BZSKMCNYELIRFV-FSDLRIMXSA-N	1459.050477			MMDBc0040342
BASm0027144	CL(14:1(11Z)/16:0/16:1(11Z)/26:1(9Z))	CL(14:1(11Z)/16:0/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(11Z)/26:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-43-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-31-27-23-19-15-11-7-3/h12,16,18,22,40-41,76-78,83H,5-11,13-15,17,19-21,23-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b16-12-,22-18-,41-40-/t76-,77+,78+/m0/s1	UKSDCVLPFRLHBN-NLHKZPDPSA-N	1473.066127			MMDBc0040343
BASm0027145	CL(14:1(11Z)/16:0/16:1(9Z)/16:1(11Z))	CL(14:1(11Z)/16:0/16:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(9Z)/16:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h12,16,19,23,25,29,65-67,72H,5-11,13-15,17-18,20-22,24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,23-19-,29-25-/t65-,66+,67+/m0/s1	ANDGUGXOXHLYAA-WLBCQXTQSA-N	1318.893977			MMDBc0040344
BASm0027146	CL(14:1(11Z)/16:0/16:1(9Z)/16:1(9Z))	CL(14:1(11Z)/16:0/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(9Z)/16:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h12,16,25,27,29,31,65-67,72H,5-11,13-15,17-24,26,28,30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,29-25-,31-27-/t65-,66+,67+/m0/s1	MLCLOPQXPCJHNS-QLIKRNPHSA-N	1318.893977			MMDBc0040345
BASm0027147	CL(14:1(11Z)/16:0/16:1(9Z)/18:0)	CL(14:1(11Z)/16:0/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(9Z)/18:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16,26,30,67-69,74H,5-11,13-15,17-25,27-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,30-26-/t67-,68+,69+/m0/s1	SQFBTWRGVTZMFB-YAWSCTJXSA-N	1348.940927			MMDBc0040346
BASm0027148	CL(14:1(11Z)/16:0/16:1(9Z)/18:1(11Z))	CL(14:1(11Z)/16:0/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(9Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16,25-26,29-30,67-69,74H,5-11,13-15,17-24,27-28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,29-25-,30-26-/t67-,68+,69+/m0/s1	DSGRQWNYBSSGRO-QXQZNBMISA-N	1346.925277			MMDBc0040347
BASm0027149	CL(14:1(11Z)/16:0/16:1(9Z)/18:1(9Z))	CL(14:1(11Z)/16:0/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(9Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16,26,30,32-33,67-69,74H,5-11,13-15,17-25,27-29,31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,30-26-,33-32-/t67-,68+,69+/m0/s1	OEYNYMIARORUTQ-JHGHUQTCSA-N	1346.925277			MMDBc0040348
BASm0027150	CL(14:1(11Z)/16:0/16:1(9Z)/20:0)	CL(14:1(11Z)/16:0/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(9Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,26,30,69-71,76H,5-11,13-15,17-25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,30-26-/t69-,70+,71+/m0/s1	FNGAZVFXFQZZTE-ZMBUXJSPSA-N	1376.972227			MMDBc0040349
BASm0027151	CL(14:1(11Z)/16:0/16:1(9Z)/20:1(11Z))	CL(14:1(11Z)/16:0/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(9Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,26,30,32-33,69-71,76H,5-11,13-15,17-25,27-29,31,34-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,30-26-,33-32-/t69-,70+,71+/m0/s1	DBUYRPRGTIGWEB-FHRXPYEXSA-N	1374.956577			MMDBc0040350
BASm0027152	CL(14:1(11Z)/16:0/16:1(9Z)/20:1(13Z))	CL(14:1(11Z)/16:0/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(9Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,25-26,29-30,69-71,76H,5-11,13-15,17-24,27-28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,29-25-,30-26-/t69-,70+,71+/m0/s1	JZLGRTLTRABZQX-ZMCNYJJFSA-N	1374.956577			MMDBc0040351
BASm0027153	CL(14:1(11Z)/16:0/16:1(9Z)/22:0)	CL(14:1(11Z)/16:0/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(9Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,26,30,71-73,78H,5-11,13-15,17-25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,30-26-/t71-,72+,73+/m0/s1	CWFLTHGRZFZJNB-LXVJMGSWSA-N	1405.003527			MMDBc0040352
BASm0027154	CL(14:1(11Z)/16:0/16:1(9Z)/22:1(11Z))	CL(14:1(11Z)/16:0/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(9Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,26,30,34-35,71-73,78H,5-11,13-15,17-25,27-29,31-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,30-26-,35-34-/t71-,72+,73+/m0/s1	UCLPKJVKPSLSES-LSSXXOHBSA-N	1402.987877			MMDBc0040353
BASm0027155	CL(14:1(11Z)/16:0/16:1(9Z)/22:1(9Z))	CL(14:1(11Z)/16:0/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(9Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,26,30,36-37,71-73,78H,5-11,13-15,17-25,27-29,31-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,30-26-,37-36-/t71-,72+,73+/m0/s1	UJMSSLQORJTFBZ-SQMLRDEFSA-N	1402.987877			MMDBc0040354
BASm0027156	CL(14:1(11Z)/16:0/16:1(9Z)/24:0)	CL(14:1(11Z)/16:0/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(9Z)/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,26,30,73-75,80H,5-11,13-15,17-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-/t73-,74+,75+/m0/s1	AUAICUXFWQIUAF-BTXITGRWSA-N	1433.034827			MMDBc0040355
BASm0027157	CL(14:1(11Z)/16:0/16:1(9Z)/24:1(11Z))	CL(14:1(11Z)/16:0/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(9Z)/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,26,30,36-37,73-75,80H,5-11,13-15,17-25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-,37-36-/t73-,74+,75+/m0/s1	IRSWMZKYRWLBAH-VDXOQBSFSA-N	1431.019177			MMDBc0040356
BASm0027158	CL(14:1(11Z)/16:0/16:1(9Z)/24:1(9Z))	CL(14:1(11Z)/16:0/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(9Z)/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,26,30,38-39,73-75,80H,5-11,13-15,17-25,27-29,31-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-,39-38-/t73-,74+,75+/m0/s1	BRHLDWHOPDSVPW-YHZWSYSXSA-N	1431.019177			MMDBc0040357
BASm0027159	CL(14:1(11Z)/16:0/16:1(9Z)/26:0)	CL(14:1(11Z)/16:0/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(9Z)/26:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,16,26,30,75-77,82H,5-11,13-15,17-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-/t75-,76+,77+/m0/s1	LZFTVAWMFRWFIR-BCPLXVCJSA-N	1461.066127			MMDBc0040358
BASm0027160	CL(14:1(11Z)/16:0/16:1(9Z)/26:1(11Z))	CL(14:1(11Z)/16:0/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(9Z)/26:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,16,26,30,37-38,75-77,82H,5-11,13-15,17-25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,38-37-/t75-,76+,77+/m0/s1	ARVVXTZMQBSXME-VPRYBHCISA-N	1459.050477			MMDBc0040359
BASm0027161	CL(14:1(11Z)/16:0/16:1(9Z)/26:1(9Z))	CL(14:1(11Z)/16:0/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/16:1(9Z)/26:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-43-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-31-27-23-19-15-11-7-3/h12,16,26,30,40-41,76-78,83H,5-11,13-15,17-25,27-29,31-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b16-12-,30-26-,41-40-/t76-,77+,78+/m0/s1	ZOTQPRHWXYXBSB-VMSWLBOSSA-N	1473.066127			MMDBc0040360
BASm0027162	CL(14:1(11Z)/16:0/18:0/18:0)	CL(14:1(11Z)/16:0/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:0/18:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h12,16,69-71,76H,5-11,13-15,17-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-/t69-,70+,71+/m0/s1	VUKUMKIXGSSJHE-KOOSGXQVSA-N	1378.987877			MMDBc0040361
BASm0027163	CL(14:1(11Z)/16:0/18:0/18:1(11Z))	CL(14:1(11Z)/16:0/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:0/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h12,16,26,30,69-71,76H,5-11,13-15,17-25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,30-26-/t69-,70+,71+/m0/s1	UEYNSESLUMNSFZ-ZMBUXJSPSA-N	1376.972227			MMDBc0040362
BASm0027164	CL(14:1(11Z)/16:0/18:0/18:1(9Z))	CL(14:1(11Z)/16:0/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:0/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h12,16,33,35,69-71,76H,5-11,13-15,17-32,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,35-33-/t69-,70+,71+/m0/s1	IYRXEEPZLBTDMX-UMBJXWPKSA-N	1376.972227			MMDBc0040363
BASm0027165	CL(14:1(11Z)/16:0/18:0/20:0)	CL(14:1(11Z)/16:0/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:0/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h12,16,71-73,78H,5-11,13-15,17-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-/t71-,72+,73+/m0/s1	BHUVZUXWFXMFEU-RWZKMYKQSA-N	1407.019177			MMDBc0040364
BASm0027166	CL(14:1(11Z)/16:0/18:0/20:1(11Z))	CL(14:1(11Z)/16:0/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:0/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h12,16,32,34,71-73,78H,5-11,13-15,17-31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,34-32-/t71-,72+,73+/m0/s1	GSSICLKTMGQWDB-BFEQCRHSSA-N	1405.003527			MMDBc0040365
BASm0027167	CL(14:1(11Z)/16:0/18:0/20:1(13Z))	CL(14:1(11Z)/16:0/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:0/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h12,16,25,29,71-73,78H,5-11,13-15,17-24,26-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,29-25-/t71-,72+,73+/m0/s1	SKQMKGOVWKQNCZ-ZHJYRUINSA-N	1405.003527			MMDBc0040366
BASm0027168	CL(14:1(11Z)/16:0/18:0/22:0)	CL(14:1(11Z)/16:0/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:0/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,73-75,80H,5-11,13-15,17-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-/t73-,74+,75+/m0/s1	YXUOFPFGHAQKLA-FHGVFQOQSA-N	1435.050477			MMDBc0040367
BASm0027169	CL(14:1(11Z)/16:0/18:0/22:1(11Z))	CL(14:1(11Z)/16:0/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:0/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,35-36,73-75,80H,5-11,13-15,17-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,36-35-/t73-,74+,75+/m0/s1	IKWIBHIEXQVENL-YKKXSELESA-N	1433.034827			MMDBc0040368
BASm0027170	CL(14:1(11Z)/16:0/18:0/22:1(9Z))	CL(14:1(11Z)/16:0/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:0/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,37,39,73-75,80H,5-11,13-15,17-36,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,39-37-/t73-,74+,75+/m0/s1	QCJULFFAKLTXCN-HCUZLCPPSA-N	1433.034827			MMDBc0040369
BASm0027171	CL(14:1(11Z)/16:0/18:0/24:0)	CL(14:1(11Z)/16:0/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:0/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,75-77,82H,5-11,13-15,17-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-/t75-,76+,77+/m0/s1	WZAXYEQYJWLJCU-PBMCNPGVSA-N	1463.081778			MMDBc0040370
BASm0027172	CL(14:1(11Z)/16:0/18:0/24:1(11Z))	CL(14:1(11Z)/16:0/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:0/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,37-38,75-77,82H,5-11,13-15,17-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,38-37-/t75-,76+,77+/m0/s1	DKMMTLKWTHESDK-DIALPWQLSA-N	1461.066127			MMDBc0040371
BASm0027173	CL(14:1(11Z)/16:0/18:0/24:1(9Z))	CL(14:1(11Z)/16:0/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:0/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,39,41,75-77,82H,5-11,13-15,17-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,41-39-/t75-,76+,77+/m0/s1	XXILSXYTDHRKSX-RJCIJCFLSA-N	1461.066127			MMDBc0040372
BASm0027174	CL(14:1(11Z)/16:0/18:1(11Z)/18:1(11Z))	CL(14:1(11Z)/16:0/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:1(11Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h12,16,25-26,29-30,69-71,76H,5-11,13-15,17-24,27-28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,29-25-,30-26-/t69-,70+,71+/m0/s1	STGKWYIPOCIRSD-ZMCNYJJFSA-N	1374.956577			MMDBc0040373
BASm0027175	CL(14:1(11Z)/16:0/18:1(11Z)/18:1(9Z))	CL(14:1(11Z)/16:0/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:1(11Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h12,16,25,29,33,35,69-71,76H,5-11,13-15,17-24,26-28,30-32,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,29-25-,35-33-/t69-,70+,71+/m0/s1	ULKBCPYPMQNEPD-XSDKFVJRSA-N	1374.956577			MMDBc0040374
BASm0027176	CL(14:1(11Z)/16:0/18:1(11Z)/20:0)	CL(14:1(11Z)/16:0/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:1(11Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h12,16,26,30,71-73,78H,5-11,13-15,17-25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,30-26-/t71-,72+,73+/m0/s1	LBMSAFNWFATXMK-LXVJMGSWSA-N	1405.003527			MMDBc0040375
BASm0027177	CL(14:1(11Z)/16:0/18:1(11Z)/20:1(11Z))	CL(14:1(11Z)/16:0/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:1(11Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h12,16,26,30,32,34,71-73,78H,5-11,13-15,17-25,27-29,31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,30-26-,34-32-/t71-,72+,73+/m0/s1	ZXECKWQOYGMCJK-PMBHIXSCSA-N	1402.987877			MMDBc0040376
BASm0027178	CL(14:1(11Z)/16:0/18:1(11Z)/20:1(13Z))	CL(14:1(11Z)/16:0/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:1(11Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h12,16,25-26,29-30,71-73,78H,5-11,13-15,17-24,27-28,31-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,29-25-,30-26-/t71-,72+,73+/m0/s1	AXKHEXLDUOHHJS-ZGCNYZKBSA-N	1402.987877			MMDBc0040377
BASm0027179	CL(14:1(11Z)/16:0/18:1(11Z)/22:0)	CL(14:1(11Z)/16:0/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:1(11Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,26,30,73-75,80H,5-11,13-15,17-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-/t73-,74+,75+/m0/s1	FZTLVYPIIWHPPJ-BTXITGRWSA-N	1433.034827			MMDBc0040378
BASm0027180	CL(14:1(11Z)/16:0/18:1(11Z)/22:1(11Z))	CL(14:1(11Z)/16:0/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:1(11Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,26,30,35-36,73-75,80H,5-11,13-15,17-25,27-29,31-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-,36-35-/t73-,74+,75+/m0/s1	ZJBCIYCCKUMJKM-LXRNBUEMSA-N	1431.019177			MMDBc0040379
BASm0027181	CL(14:1(11Z)/16:0/18:1(11Z)/22:1(9Z))	CL(14:1(11Z)/16:0/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:1(11Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,26,30,37,39,73-75,80H,5-11,13-15,17-25,27-29,31-36,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-,39-37-/t73-,74+,75+/m0/s1	SMUGUYUJYBCOSR-JWKXIBIXSA-N	1431.019177			MMDBc0040380
BASm0027182	CL(14:1(11Z)/16:0/18:1(11Z)/24:0)	CL(14:1(11Z)/16:0/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:1(11Z)/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,26,30,75-77,82H,5-11,13-15,17-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-/t75-,76+,77+/m0/s1	PPCRGEPLZGQFMR-BCPLXVCJSA-N	1461.066127			MMDBc0040381
BASm0027183	CL(14:1(11Z)/16:0/18:1(11Z)/24:1(11Z))	CL(14:1(11Z)/16:0/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:1(11Z)/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,26,30,37-38,75-77,82H,5-11,13-15,17-25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,38-37-/t75-,76+,77+/m0/s1	KUDVOHLGRQMUQL-VPRYBHCISA-N	1459.050477			MMDBc0040382
BASm0027184	CL(14:1(11Z)/16:0/18:1(11Z)/24:1(9Z))	CL(14:1(11Z)/16:0/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:1(11Z)/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,26,30,39,41,75-77,82H,5-11,13-15,17-25,27-29,31-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,41-39-/t75-,76+,77+/m0/s1	JBDLWOXFBDFXKR-CNXPGZKJSA-N	1459.050477			MMDBc0040383
BASm0027185	CL(14:1(11Z)/16:0/18:1(9Z)/18:1(11Z))	CL(14:1(11Z)/16:0/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:1(9Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h12,16,26,30,32,34,69-71,76H,5-11,13-15,17-25,27-29,31,33,35-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,30-26-,34-32-/t69-,70+,71+/m0/s1	NENQAPIYRJFWCK-VMTUHLPSSA-N	1374.956577			MMDBc0040384
BASm0027186	CL(14:1(11Z)/16:0/18:1(9Z)/18:1(9Z))	CL(14:1(11Z)/16:0/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:1(9Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h12,16,32-35,69-71,76H,5-11,13-15,17-31,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,34-32-,35-33-/t69-,70+,71+/m0/s1	CFOKRGBDBGENQG-YFZAZMJISA-N	1374.956577			MMDBc0040385
BASm0027187	CL(14:1(11Z)/16:0/18:1(9Z)/20:0)	CL(14:1(11Z)/16:0/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:1(9Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h12,16,33,36,71-73,78H,5-11,13-15,17-32,34-35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,36-33-/t71-,72+,73+/m0/s1	RIVFVGLZPBGIFM-KOUGDYNHSA-N	1405.003527			MMDBc0040386
BASm0027188	CL(14:1(11Z)/16:0/18:1(9Z)/20:1(11Z))	CL(14:1(11Z)/16:0/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:1(9Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h12,16,32-34,36,71-73,78H,5-11,13-15,17-31,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,34-32-,36-33-/t71-,72+,73+/m0/s1	NKGCCWMBPQVFFR-PDRZNQLFSA-N	1402.987877			MMDBc0040387
BASm0027189	CL(14:1(11Z)/16:0/18:1(9Z)/20:1(13Z))	CL(14:1(11Z)/16:0/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:1(9Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h12,16,25,29,33,36,71-73,78H,5-11,13-15,17-24,26-28,30-32,34-35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,29-25-,36-33-/t71-,72+,73+/m0/s1	UCQCPPNEEWVNGW-FZHZZCFISA-N	1402.987877			MMDBc0040388
BASm0027190	CL(14:1(11Z)/16:0/18:1(9Z)/22:0)	CL(14:1(11Z)/16:0/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:1(9Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,33,38,73-75,80H,5-11,13-15,17-32,34-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,38-33-/t73-,74+,75+/m0/s1	IFTJJCOFLVNICS-QYVBMGLHSA-N	1433.034827			MMDBc0040389
BASm0027191	CL(14:1(11Z)/16:0/18:1(9Z)/22:1(11Z))	CL(14:1(11Z)/16:0/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:1(9Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,33,35-36,38,73-75,80H,5-11,13-15,17-32,34,37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,36-35-,38-33-/t73-,74+,75+/m0/s1	CTKRYPYTVZHQDN-KSDGTTINSA-N	1431.019177			MMDBc0040390
BASm0027192	CL(14:1(11Z)/16:0/18:1(9Z)/22:1(9Z))	CL(14:1(11Z)/16:0/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:1(9Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,33,37-39,73-75,80H,5-11,13-15,17-32,34-36,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,38-33-,39-37-/t73-,74+,75+/m0/s1	GXKTZEVGPIHTGT-QHJAKZFGSA-N	1431.019177			MMDBc0040391
BASm0027193	CL(14:1(11Z)/16:0/18:1(9Z)/24:0)	CL(14:1(11Z)/16:0/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:1(9Z)/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,33,40,75-77,82H,5-11,13-15,17-32,34-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,40-33-/t75-,76+,77+/m0/s1	CXOAOGLKLAZCKE-DJJOGDRNSA-N	1461.066127			MMDBc0040392
BASm0027194	CL(14:1(11Z)/16:0/18:1(9Z)/24:1(11Z))	CL(14:1(11Z)/16:0/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:1(9Z)/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,33,37-38,40,75-77,82H,5-11,13-15,17-32,34-36,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,38-37-,40-33-/t75-,76+,77+/m0/s1	PPFWXOCMHAAIBW-GTWZGGFWSA-N	1459.050477			MMDBc0040393
BASm0027195	CL(14:1(11Z)/16:0/18:1(9Z)/24:1(9Z))	CL(14:1(11Z)/16:0/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/18:1(9Z)/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,33,39-41,75-77,82H,5-11,13-15,17-32,34-38,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,40-33-,41-39-/t75-,76+,77+/m0/s1	YLMIHNXGGADZCF-HCGGHPKPSA-N	1459.050477			MMDBc0040394
BASm0027196	CL(14:1(11Z)/16:0/20:0/20:0)	CL(14:1(11Z)/16:0/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/20:0/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,73-75,80H,5-11,13-15,17-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-/t73-,74+,75+/m0/s1	ILRSYWLTZPILSW-FHGVFQOQSA-N	1435.050477			MMDBc0040395
BASm0027197	CL(14:1(11Z)/16:0/20:0/20:1(11Z))	CL(14:1(11Z)/16:0/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/20:0/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,33,35,73-75,80H,5-11,13-15,17-32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,35-33-/t73-,74+,75+/m0/s1	RQNWPXNIJBRROR-JFTOZLEISA-N	1433.034827			MMDBc0040396
BASm0027198	CL(14:1(11Z)/16:0/20:0/20:1(13Z))	CL(14:1(11Z)/16:0/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/20:0/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,26,30,73-75,80H,5-11,13-15,17-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-/t73-,74+,75+/m0/s1	ZZXCWFLQJAGOJC-BTXITGRWSA-N	1433.034827			MMDBc0040397
BASm0027199	CL(14:1(11Z)/16:0/20:0/22:0)	CL(14:1(11Z)/16:0/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/20:0/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,75-77,82H,5-11,13-15,17-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-/t75-,76+,77+/m0/s1	HZRKILOJYNGASD-PBMCNPGVSA-N	1463.081778			MMDBc0040398
BASm0027200	CL(14:1(11Z)/16:0/20:0/22:1(11Z))	CL(14:1(11Z)/16:0/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/20:0/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,36-37,75-77,82H,5-11,13-15,17-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,37-36-/t75-,76+,77+/m0/s1	DPBTVGJKXPGADH-GCADPQHKSA-N	1461.066127			MMDBc0040399
BASm0027201	CL(14:1(11Z)/16:0/20:0/22:1(9Z))	CL(14:1(11Z)/16:0/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/20:0/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,39,41,75-77,82H,5-11,13-15,17-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,41-39-/t75-,76+,77+/m0/s1	ZDKZSDGGJNNPLO-RJCIJCFLSA-N	1461.066127			MMDBc0040400
BASm0027202	CL(14:1(11Z)/16:0/20:1(11Z)/20:1(11Z))	CL(14:1(11Z)/16:0/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/20:1(11Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,32-35,73-75,80H,5-11,13-15,17-31,36-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,34-32-,35-33-/t73-,74+,75+/m0/s1	YOIMSUAVBUYEOD-NETICECWSA-N	1431.019177			MMDBc0040401
BASm0027203	CL(14:1(11Z)/16:0/20:1(11Z)/20:1(13Z))	CL(14:1(11Z)/16:0/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/20:1(11Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,26,30,32,34,73-75,80H,5-11,13-15,17-25,27-29,31,33,35-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-,34-32-/t73-,74+,75+/m0/s1	QSFPIWXXJCTPDT-PDWHVTKHSA-N	1431.019177			MMDBc0040402
BASm0027204	CL(14:1(11Z)/16:0/20:1(11Z)/22:0)	CL(14:1(11Z)/16:0/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/20:1(11Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,33,35,75-77,82H,5-11,13-15,17-32,34,36-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,35-33-/t75-,76+,77+/m0/s1	VDVFDUDVUKLBJF-FHVFNUHCSA-N	1461.066127			MMDBc0040403
BASm0027205	CL(14:1(11Z)/16:0/20:1(11Z)/22:1(11Z))	CL(14:1(11Z)/16:0/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/20:1(11Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,33,35-37,75-77,82H,5-11,13-15,17-32,34,38-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,35-33-,37-36-/t75-,76+,77+/m0/s1	IASGDUSSTURACG-LPIOVXFKSA-N	1459.050477			MMDBc0040404
BASm0027206	CL(14:1(11Z)/16:0/20:1(11Z)/22:1(9Z))	CL(14:1(11Z)/16:0/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/20:1(11Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,33,35,39,41,75-77,82H,5-11,13-15,17-32,34,36-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,35-33-,41-39-/t75-,76+,77+/m0/s1	DIVFJSXRNYXUEA-UXJZDJMQSA-N	1459.050477			MMDBc0040405
BASm0027207	CL(14:1(11Z)/16:0/20:1(13Z)/20:1(11Z))	CL(14:1(11Z)/16:0/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/20:1(13Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,25,29,33,35,73-75,80H,5-11,13-15,17-24,26-28,30-32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,29-25-,35-33-/t73-,74+,75+/m0/s1	CDUPBXQDVWWPPY-GNEGSMIPSA-N	1431.019177			MMDBc0040406
BASm0027208	CL(14:1(11Z)/16:0/20:1(13Z)/20:1(13Z))	CL(14:1(11Z)/16:0/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/20:1(13Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,25-26,29-30,73-75,80H,5-11,13-15,17-24,27-28,31-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,29-25-,30-26-/t73-,74+,75+/m0/s1	DUXYRTGULPKXFF-VFJLXYQCSA-N	1431.019177			MMDBc0040407
BASm0027209	CL(14:1(11Z)/16:0/20:1(13Z)/22:0)	CL(14:1(11Z)/16:0/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/20:1(13Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,26,30,75-77,82H,5-11,13-15,17-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-/t75-,76+,77+/m0/s1	YURUJPFTQWEWEL-BCPLXVCJSA-N	1461.066127			MMDBc0040408
BASm0027210	CL(14:1(11Z)/16:0/20:1(13Z)/22:1(11Z))	CL(14:1(11Z)/16:0/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/20:1(13Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,26,30,36-37,75-77,82H,5-11,13-15,17-25,27-29,31-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,37-36-/t75-,76+,77+/m0/s1	PUOIRRHALUGMGX-QBIXZLRBSA-N	1459.050477			MMDBc0040409
BASm0027211	CL(14:1(11Z)/16:0/20:1(13Z)/22:1(9Z))	CL(14:1(11Z)/16:0/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:0/20:1(13Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,26,30,39,41,75-77,82H,5-11,13-15,17-25,27-29,31-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,41-39-/t75-,76+,77+/m0/s1	OBZQBGPYTBIYNV-CNXPGZKJSA-N	1459.050477			MMDBc0040410
BASm0027212	CL(14:1(11Z)/16:1(11Z)/14:1(11Z)/16:1(11Z))	CL(14:1(11Z)/16:1(11Z)/14:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/14:1(11Z)/16:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, two chains of (11Z-hexadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-31-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-34-28-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h11-12,15-18,21-22,63-65,70H,5-10,13-14,19-20,23-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,16-12-,21-17-,22-18-/t64-,65-/m1/s1	IBQJXBVVMINNSY-PUGBXJCOSA-N	1288.847027			MMDBc0040411
BASm0027213	CL(14:1(11Z)/16:1(11Z)/14:1(11Z)/16:1(9Z))	CL(14:1(11Z)/16:1(11Z)/14:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/14:1(11Z)/16:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-31-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-34-28-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h11-12,15-17,21,26,30,63-65,70H,5-10,13-14,18-20,22-25,27-29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,16-12-,21-17-,30-26-/t63-,64+,65+/m0/s1	DRVSNOCMQXIPPI-WTJANUSWSA-N	1288.847027			MMDBc0040412
BASm0027214	CL(14:1(11Z)/16:1(11Z)/14:1(9Z)/16:1(11Z))	CL(14:1(11Z)/16:1(11Z)/14:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/14:1(9Z)/16:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C4 positions, one chain of (9Z-tetradecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-31-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-34-28-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h11,15,17-18,20-22,24,63-65,70H,5-10,12-14,16,19,23,25-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,21-17-,22-18-,24-20-/t63-,64+,65+/m0/s1	NHLAEFMTAQOMHI-RHGYXNCUSA-N	1288.847027			MMDBc0040413
BASm0027215	CL(14:1(11Z)/16:1(11Z)/14:1(9Z)/16:1(9Z))	CL(14:1(11Z)/16:1(11Z)/14:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/14:1(9Z)/16:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-31-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-34-28-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h11,15,17,20-21,24,26,30,63-65,70H,5-10,12-14,16,18-19,22-23,25,27-29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,21-17-,24-20-,30-26-/t63-,64+,65+/m0/s1	GVXRGWLHCNOMCT-NBJPIHPUSA-N	1288.847027			MMDBc0040414
BASm0027216	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/16:1(11Z))	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/16:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, three chains of (11Z-hexadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h12,16-19,21-23,65-67,72H,5-11,13-15,20,24-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,21-17-,22-18-,23-19-/t65-,66+,67+/m0/s1	XPBXCKLQUAVDSZ-ZEZMZTRCSA-N	1316.878327			MMDBc0040415
BASm0027217	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/16:1(9Z))	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/16:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h12,16-18,21-22,27,31,65-67,72H,5-11,13-15,19-20,23-26,28-30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,21-17-,22-18-,31-27-/t65-,66+,67+/m0/s1	HKSCZFYFMDWKPK-FQYPEAQNSA-N	1316.878327			MMDBc0040416
BASm0027218	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/18:0)	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/18:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16,18-19,22-23,67-69,74H,5-11,13-15,17,20-21,24-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,22-18-,23-19-/t67-,68+,69+/m0/s1	ATOBHAPBTMFCIX-QIPYUHNMSA-N	1346.925277			MMDBc0040417
BASm0027219	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/18:1(11Z))	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16,18-19,22-23,25,29,67-69,74H,5-11,13-15,17,20-21,24,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,22-18-,23-19-,29-25-/t67-,68+,69+/m0/s1	MCXBPSRGDYILGB-DDVIURCCSA-N	1344.909627			MMDBc0040418
BASm0027220	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/18:1(9Z))	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16,18-19,22-23,32-33,67-69,74H,5-11,13-15,17,20-21,24-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,22-18-,23-19-,33-32-/t67-,68+,69+/m0/s1	FLPXYURQQJVWGV-SPHLCRDASA-N	1344.909627			MMDBc0040419
BASm0027221	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/20:0)	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,18-19,22-23,69-71,76H,5-11,13-15,17,20-21,24-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,22-18-,23-19-/t69-,70+,71+/m0/s1	RZXPXFCSGBHCRK-UBMOMARMSA-N	1374.956577			MMDBc0040420
BASm0027222	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/20:1(11Z))	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,18-19,22-23,32-33,69-71,76H,5-11,13-15,17,20-21,24-31,34-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,22-18-,23-19-,33-32-/t69-,70+,71+/m0/s1	JTQZOCSGQJVAGP-OSTMZQEDSA-N	1372.940927			MMDBc0040421
BASm0027223	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/20:1(13Z))	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,18-19,22-23,25,29,69-71,76H,5-11,13-15,17,20-21,24,26-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,22-18-,23-19-,29-25-/t69-,70+,71+/m0/s1	YVMPYUXKICNOPV-STCPOZLZSA-N	1372.940927			MMDBc0040422
BASm0027224	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/22:0)	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,18-19,22-23,71-73,78H,5-11,13-15,17,20-21,24-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,22-18-,23-19-/t71-,72+,73+/m0/s1	SHQOTNNKDXAKOO-WCIXJOPKSA-N	1402.987877			MMDBc0040423
BASm0027225	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/22:1(11Z))	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,18-19,22-23,34-35,71-73,78H,5-11,13-15,17,20-21,24-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,22-18-,23-19-,35-34-/t71-,72+,73+/m0/s1	ROCJXQIKSOTJLO-FPONOYIUSA-N	1400.972227			MMDBc0040424
BASm0027226	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/22:1(9Z))	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,18-19,22-23,36-37,71-73,78H,5-11,13-15,17,20-21,24-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,22-18-,23-19-,37-36-/t71-,72+,73+/m0/s1	HNZRKSGQYJTFBK-IVQBRWQOSA-N	1400.972227			MMDBc0040425
BASm0027227	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/24:0)	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,18-19,22-23,73-75,80H,5-11,13-15,17,20-21,24-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,22-18-,23-19-/t73-,74+,75+/m0/s1	TZRCWAIPMVFWNR-DJCCITFBSA-N	1431.019177			MMDBc0040426
BASm0027228	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/24:1(11Z))	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,18-19,22-23,36-37,73-75,80H,5-11,13-15,17,20-21,24-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,22-18-,23-19-,37-36-/t73-,74+,75+/m0/s1	SYKIANGHJZQEGC-ZJXTUXMGSA-N	1429.003527			MMDBc0040427
BASm0027229	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/24:1(9Z))	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,18-19,22-23,38-39,73-75,80H,5-11,13-15,17,20-21,24-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,22-18-,23-19-,39-38-/t73-,74+,75+/m0/s1	WZARNPVGRXWVIK-SWLBDGTOSA-N	1429.003527			MMDBc0040428
BASm0027230	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/26:0)	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/26:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,16,18-19,22-23,75-77,82H,5-11,13-15,17,20-21,24-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,22-18-,23-19-/t75-,76+,77+/m0/s1	JKSAJTNSQLHQTP-UOCBVUDVSA-N	1459.050477			MMDBc0040429
BASm0027231	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/26:1(11Z))	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/26:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,16,18-19,22-23,37-38,75-77,82H,5-11,13-15,17,20-21,24-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,22-18-,23-19-,38-37-/t75-,76+,77+/m0/s1	VNYKMCASFBENQN-DMFMRTAASA-N	1457.034827			MMDBc0040430
BASm0027232	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/26:1(9Z))	CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(11Z)/26:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H152O17P2	InChI=1S/C82H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-43-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-31-27-23-19-15-11-7-3/h12,16,18-19,22-23,40-41,76-78,83H,5-11,13-15,17,20-21,24-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b16-12-,22-18-,23-19-,41-40-/t76-,77+,78+/m0/s1	AIWOFXFORHSRBW-LEYPFWJHSA-N	1471.050477			MMDBc0040431
BASm0027233	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/16:1(11Z))	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/16:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C4 positions, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h12,16,18-19,22-23,25,29,65-67,72H,5-11,13-15,17,20-21,24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,22-18-,23-19-,29-25-/t65-,66+,67+/m0/s1	ZSQOJRKWOMGOHC-LVYPWSBISA-N	1316.878327			MMDBc0040432
BASm0027234	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/16:1(9Z))	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/16:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h12,16,18,22,25,27,29,31,65-67,72H,5-11,13-15,17,19-21,23-24,26,28,30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,22-18-,29-25-,31-27-/t65-,66+,67+/m0/s1	YFHVKEXVEFOSKZ-BCQSQTHVSA-N	1316.878327			MMDBc0040433
BASm0027235	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/18:0)	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/18:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,67-69,74H,5-11,13-15,17-18,20-22,24-25,27-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,23-19-,30-26-/t67-,68+,69+/m0/s1	IEDHAKGOBFGTBY-FACLTFCLSA-N	1346.925277			MMDBc0040434
BASm0027236	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/18:1(11Z))	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16,19,23,25-26,29-30,67-69,74H,5-11,13-15,17-18,20-22,24,27-28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,23-19-,29-25-,30-26-/t67-,68+,69+/m0/s1	GVVNJWJYWYGABG-CJTOHXQWSA-N	1344.909627			MMDBc0040435
BASm0027237	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/18:1(9Z))	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,32-33,67-69,74H,5-11,13-15,17-18,20-22,24-25,27-29,31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,23-19-,30-26-,33-32-/t67-,68+,69+/m0/s1	VCFCOBHBLSCUCI-BBKABNQPSA-N	1344.909627			MMDBc0040436
BASm0027238	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/20:0)	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,69-71,76H,5-11,13-15,17-18,20-22,24-25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,30-26-/t69-,70+,71+/m0/s1	GJGKBBIYCCHMQR-JAXWQFQLSA-N	1374.956577			MMDBc0040437
BASm0027239	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/20:1(11Z))	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,32-33,69-71,76H,5-11,13-15,17-18,20-22,24-25,27-29,31,34-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,30-26-,33-32-/t69-,70+,71+/m0/s1	FZIWBLQTPXSHHZ-UVAWPYLISA-N	1372.940927			MMDBc0040438
BASm0027240	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/20:1(13Z))	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,19,23,25-26,29-30,69-71,76H,5-11,13-15,17-18,20-22,24,27-28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,29-25-,30-26-/t69-,70+,71+/m0/s1	QXGOZJAWELKREC-YDUWHQDQSA-N	1372.940927			MMDBc0040439
BASm0027241	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/22:0)	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,71-73,78H,5-11,13-15,17-18,20-22,24-25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,30-26-/t71-,72+,73+/m0/s1	WQJYANGNAAECAN-NLMCUEAZSA-N	1402.987877			MMDBc0040440
BASm0027242	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/22:1(11Z))	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,34-35,71-73,78H,5-11,13-15,17-18,20-22,24-25,27-29,31-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,30-26-,35-34-/t71-,72+,73+/m0/s1	GZFFSJWWIDCQMG-GEAVHPGUSA-N	1400.972227			MMDBc0040441
BASm0027243	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/22:1(9Z))	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,36-37,71-73,78H,5-11,13-15,17-18,20-22,24-25,27-29,31-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,30-26-,37-36-/t71-,72+,73+/m0/s1	SHHCEKANDNMDOF-WMDXLMJYSA-N	1400.972227			MMDBc0040442
BASm0027244	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/24:0)	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,73-75,80H,5-11,13-15,17-18,20-22,24-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,30-26-/t73-,74+,75+/m0/s1	MUQUVXUEDILQSR-QTCDPMPXSA-N	1431.019177			MMDBc0040443
BASm0027245	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/24:1(11Z))	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,36-37,73-75,80H,5-11,13-15,17-18,20-22,24-25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,30-26-,37-36-/t73-,74+,75+/m0/s1	RSRRSSZHFTYQGD-WGEQVXOISA-N	1429.003527			MMDBc0040444
BASm0027246	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/24:1(9Z))	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,38-39,73-75,80H,5-11,13-15,17-18,20-22,24-25,27-29,31-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,30-26-,39-38-/t73-,74+,75+/m0/s1	USPBRPBZFPVHEQ-MLOOCMPFSA-N	1429.003527			MMDBc0040445
BASm0027247	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/26:0)	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/26:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,75-77,82H,5-11,13-15,17-18,20-22,24-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,30-26-/t75-,76+,77+/m0/s1	XEJPXKOIJQYJHC-IYIXMJTISA-N	1459.050477			MMDBc0040446
BASm0027248	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/26:1(11Z))	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/26:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,37-38,75-77,82H,5-11,13-15,17-18,20-22,24-25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,30-26-,38-37-/t75-,76+,77+/m0/s1	ICRMLPLMRSXEBJ-JKCKQVFQSA-N	1457.034827			MMDBc0040447
BASm0027249	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/26:1(9Z))	CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/16:1(9Z)/26:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H152O17P2	InChI=1S/C82H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-43-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,40-41,76-78,83H,5-11,13-15,17-18,20-22,24-25,27-29,31-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b16-12-,23-19-,30-26-,41-40-/t76-,77+,78+/m0/s1	ABWGAYQZFOYBHL-BCVQJTBRSA-N	1471.050477			MMDBc0040448
BASm0027250	CL(14:1(11Z)/16:1(11Z)/18:0/18:0)	CL(14:1(11Z)/16:1(11Z)/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:0/18:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h12,16,19,23,69-71,76H,5-11,13-15,17-18,20-22,24-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-/t69-,70+,71+/m0/s1	ARFOWXZAPTWHLY-RPBSKUBKSA-N	1376.972227			MMDBc0040449
BASm0027251	CL(14:1(11Z)/16:1(11Z)/18:0/18:1(11Z))	CL(14:1(11Z)/16:1(11Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:0/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,69-71,76H,5-11,13-15,17-18,20-22,24-25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,30-26-/t69-,70+,71+/m0/s1	WHBFVUGTBTYAKC-JAXWQFQLSA-N	1374.956577			MMDBc0040450
BASm0027252	CL(14:1(11Z)/16:1(11Z)/18:0/18:1(9Z))	CL(14:1(11Z)/16:1(11Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:0/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h12,16,19,23,33,35,69-71,76H,5-11,13-15,17-18,20-22,24-32,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,35-33-/t69-,70+,71+/m0/s1	AWSWZWUHTSGAQV-QFEJCQAQSA-N	1374.956577			MMDBc0040451
BASm0027253	CL(14:1(11Z)/16:1(11Z)/18:0/20:0)	CL(14:1(11Z)/16:1(11Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:0/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h12,16,19,23,71-73,78H,5-11,13-15,17-18,20-22,24-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-/t71-,72+,73+/m0/s1	WRDTVUKXNZYGEU-VEWQCJFQSA-N	1405.003527			MMDBc0040452
BASm0027254	CL(14:1(11Z)/16:1(11Z)/18:0/20:1(11Z))	CL(14:1(11Z)/16:1(11Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:0/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h12,16,19,23,32,34,71-73,78H,5-11,13-15,17-18,20-22,24-31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,34-32-/t71-,72+,73+/m0/s1	UVKKEBKNWANICM-GKBFHHEXSA-N	1402.987877			MMDBc0040453
BASm0027255	CL(14:1(11Z)/16:1(11Z)/18:0/20:1(13Z))	CL(14:1(11Z)/16:1(11Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:0/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h12,16,19,23,25,29,71-73,78H,5-11,13-15,17-18,20-22,24,26-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,29-25-/t71-,72+,73+/m0/s1	JLSQEOBULBDEIO-JSSQXTTKSA-N	1402.987877			MMDBc0040454
BASm0027256	CL(14:1(11Z)/16:1(11Z)/18:0/22:0)	CL(14:1(11Z)/16:1(11Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:0/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,19,23,73-75,80H,5-11,13-15,17-18,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-/t73-,74+,75+/m0/s1	PININIRLXJPIPL-HUPDRUTBSA-N	1433.034827			MMDBc0040455
BASm0027257	CL(14:1(11Z)/16:1(11Z)/18:0/22:1(11Z))	CL(14:1(11Z)/16:1(11Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:0/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,19,23,35-36,73-75,80H,5-11,13-15,17-18,20-22,24-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,36-35-/t73-,74+,75+/m0/s1	DNNKWPAFLGZMMN-JMHMEZAGSA-N	1431.019177			MMDBc0040456
BASm0027258	CL(14:1(11Z)/16:1(11Z)/18:0/22:1(9Z))	CL(14:1(11Z)/16:1(11Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:0/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,19,23,37,39,73-75,80H,5-11,13-15,17-18,20-22,24-36,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,39-37-/t73-,74+,75+/m0/s1	KNBGDQXTZASQAT-VFFLLTFISA-N	1431.019177			MMDBc0040457
BASm0027259	CL(14:1(11Z)/16:1(11Z)/18:0/24:0)	CL(14:1(11Z)/16:1(11Z)/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:0/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,19,23,75-77,82H,5-11,13-15,17-18,20-22,24-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-/t75-,76+,77+/m0/s1	UDUOXYYYCRBAHP-SJZBDGEZSA-N	1461.066127			MMDBc0040458
BASm0027260	CL(14:1(11Z)/16:1(11Z)/18:0/24:1(11Z))	CL(14:1(11Z)/16:1(11Z)/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:0/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,19,23,37-38,75-77,82H,5-11,13-15,17-18,20-22,24-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,38-37-/t75-,76+,77+/m0/s1	UFDGWTIOMGJPMX-RNXFYTCZSA-N	1459.050477			MMDBc0040459
BASm0027261	CL(14:1(11Z)/16:1(11Z)/18:0/24:1(9Z))	CL(14:1(11Z)/16:1(11Z)/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:0/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,19,23,39,41,75-77,82H,5-11,13-15,17-18,20-22,24-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,41-39-/t75-,76+,77+/m0/s1	OGOZBRGWWLMGEQ-FPNFVTKTSA-N	1459.050477			MMDBc0040460
BASm0027262	CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/18:1(11Z))	CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h12,16,19,23,25-26,29-30,69-71,76H,5-11,13-15,17-18,20-22,24,27-28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,29-25-,30-26-/t69-,70+,71+/m0/s1	ZTIUCACEVITOOT-YDUWHQDQSA-N	1372.940927			MMDBc0040461
BASm0027263	CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/18:1(9Z))	CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h12,16,19,23,25,29,33,35,69-71,76H,5-11,13-15,17-18,20-22,24,26-28,30-32,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,29-25-,35-33-/t69-,70+,71+/m0/s1	YAXXIDOEQBLIDH-MNQYSMHRSA-N	1372.940927			MMDBc0040462
BASm0027264	CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/20:0)	CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,71-73,78H,5-11,13-15,17-18,20-22,24-25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,30-26-/t71-,72+,73+/m0/s1	SOOBOGPQLBYWTE-NLMCUEAZSA-N	1402.987877			MMDBc0040463
BASm0027265	CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/20:1(11Z))	CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,32,34,71-73,78H,5-11,13-15,17-18,20-22,24-25,27-29,31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,30-26-,34-32-/t71-,72+,73+/m0/s1	MKRZVHBFKQLJLF-LGDQCRAZSA-N	1400.972227			MMDBc0040464
BASm0027266	CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/20:1(13Z))	CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h12,16,19,23,25-26,29-30,71-73,78H,5-11,13-15,17-18,20-22,24,27-28,31-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,29-25-,30-26-/t71-,72+,73+/m0/s1	CGWJSEBMABPBJW-SPESWYMDSA-N	1400.972227			MMDBc0040465
BASm0027267	CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/22:0)	CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,73-75,80H,5-11,13-15,17-18,20-22,24-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,30-26-/t73-,74+,75+/m0/s1	FQJLDIZGBOQJSR-QTCDPMPXSA-N	1431.019177			MMDBc0040466
BASm0027268	CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/22:1(11Z))	CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,35-36,73-75,80H,5-11,13-15,17-18,20-22,24-25,27-29,31-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,30-26-,36-35-/t73-,74+,75+/m0/s1	TZLAHUWYRBMGKN-YCAMSVERSA-N	1429.003527			MMDBc0040467
BASm0027269	CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/22:1(9Z))	CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,37,39,73-75,80H,5-11,13-15,17-18,20-22,24-25,27-29,31-36,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,30-26-,39-37-/t73-,74+,75+/m0/s1	HGQQNWXKCULAAR-ARCMAFABSA-N	1429.003527			MMDBc0040468
BASm0027270	CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/24:0)	CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,75-77,82H,5-11,13-15,17-18,20-22,24-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,30-26-/t75-,76+,77+/m0/s1	CDBPJBDKNLNXOY-IYIXMJTISA-N	1459.050477			MMDBc0040469
BASm0027271	CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/24:1(11Z))	CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,37-38,75-77,82H,5-11,13-15,17-18,20-22,24-25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,30-26-,38-37-/t75-,76+,77+/m0/s1	BVEVGAMHMHHMEL-JKCKQVFQSA-N	1457.034827			MMDBc0040470
BASm0027272	CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/24:1(9Z))	CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:1(11Z)/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,39,41,75-77,82H,5-11,13-15,17-18,20-22,24-25,27-29,31-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,30-26-,41-39-/t75-,76+,77+/m0/s1	LTLJJYWHBHGEAG-RXDIWPQTSA-N	1457.034827			MMDBc0040471
BASm0027273	CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/18:1(11Z))	CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,32,34,69-71,76H,5-11,13-15,17-18,20-22,24-25,27-29,31,33,35-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,30-26-,34-32-/t69-,70+,71+/m0/s1	WTORYUQWEGURCI-HLFMRZQSSA-N	1372.940927			MMDBc0040472
BASm0027274	CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/18:1(9Z))	CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h12,16,19,23,32-35,69-71,76H,5-11,13-15,17-18,20-22,24-31,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,34-32-,35-33-/t69-,70+,71+/m0/s1	KKENWMXAUGBJHY-IESONZBPSA-N	1372.940927			MMDBc0040473
BASm0027275	CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/20:0)	CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h12,16,19,23,33,36,71-73,78H,5-11,13-15,17-18,20-22,24-32,34-35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,36-33-/t71-,72+,73+/m0/s1	FBISLHKEBXQJRH-TVEUHWATSA-N	1402.987877			MMDBc0040474
BASm0027276	CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/20:1(11Z))	CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h12,16,19,23,32-34,36,71-73,78H,5-11,13-15,17-18,20-22,24-31,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,34-32-,36-33-/t71-,72+,73+/m0/s1	XKPLUNZEQYBGNZ-PNKSKEKDSA-N	1400.972227			MMDBc0040475
BASm0027277	CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/20:1(13Z))	CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h12,16,19,23,25,29,33,36,71-73,78H,5-11,13-15,17-18,20-22,24,26-28,30-32,34-35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,29-25-,36-33-/t71-,72+,73+/m0/s1	RGBNOSCFCLVWNX-HURSMDNJSA-N	1400.972227			MMDBc0040476
BASm0027278	CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/22:0)	CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,19,23,33,38,73-75,80H,5-11,13-15,17-18,20-22,24-32,34-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,38-33-/t73-,74+,75+/m0/s1	ONLIWYRPXRUNGA-YSCLFVMISA-N	1431.019177			MMDBc0040477
BASm0027279	CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/22:1(11Z))	CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,19,23,33,35-36,38,73-75,80H,5-11,13-15,17-18,20-22,24-32,34,37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,36-35-,38-33-/t73-,74+,75+/m0/s1	QERWGBVVKOPTND-TYDHFNLRSA-N	1429.003527			MMDBc0040478
BASm0027280	CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/22:1(9Z))	CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,19,23,33,37-39,73-75,80H,5-11,13-15,17-18,20-22,24-32,34-36,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,38-33-,39-37-/t73-,74+,75+/m0/s1	OPNCYOAWQVUMTK-QLXQKKIDSA-N	1429.003527			MMDBc0040479
BASm0027281	CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/24:0)	CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,19,23,33,40,75-77,82H,5-11,13-15,17-18,20-22,24-32,34-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,40-33-/t75-,76+,77+/m0/s1	PENHKBYPSKDODW-UUHVDOEPSA-N	1459.050477			MMDBc0040480
BASm0027282	CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/24:1(11Z))	CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,19,23,33,37-38,40,75-77,82H,5-11,13-15,17-18,20-22,24-32,34-36,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,38-37-,40-33-/t75-,76+,77+/m0/s1	IIRCFSYGOSXKBU-SCYIWQKMSA-N	1457.034827			MMDBc0040481
BASm0027283	CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/24:1(9Z))	CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/18:1(9Z)/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,19,23,33,39-41,75-77,82H,5-11,13-15,17-18,20-22,24-32,34-38,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,40-33-,41-39-/t75-,76+,77+/m0/s1	OQKPCLLAZXJFQA-FAPLKSRLSA-N	1457.034827			MMDBc0040482
BASm0027284	CL(14:1(11Z)/16:1(11Z)/20:0/20:0)	CL(14:1(11Z)/16:1(11Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/20:0/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,19,23,73-75,80H,5-11,13-15,17-18,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-/t73-,74+,75+/m0/s1	MRCFLLCBUYCPJH-HUPDRUTBSA-N	1433.034827			MMDBc0040483
BASm0027285	CL(14:1(11Z)/16:1(11Z)/20:0/20:1(11Z))	CL(14:1(11Z)/16:1(11Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/20:0/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,19,23,33,35,73-75,80H,5-11,13-15,17-18,20-22,24-32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,35-33-/t73-,74+,75+/m0/s1	DPKKVEDCBUXVSI-PMDDOPSCSA-N	1431.019177			MMDBc0040484
BASm0027286	CL(14:1(11Z)/16:1(11Z)/20:0/20:1(13Z))	CL(14:1(11Z)/16:1(11Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/20:0/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,73-75,80H,5-11,13-15,17-18,20-22,24-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,30-26-/t73-,74+,75+/m0/s1	GMDUCYNONJZHPG-QTCDPMPXSA-N	1431.019177			MMDBc0040485
BASm0027287	CL(14:1(11Z)/16:1(11Z)/20:0/22:0)	CL(14:1(11Z)/16:1(11Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/20:0/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,19,23,75-77,82H,5-11,13-15,17-18,20-22,24-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-/t75-,76+,77+/m0/s1	LDGGQWPQSXPURD-SJZBDGEZSA-N	1461.066127			MMDBc0040486
BASm0027288	CL(14:1(11Z)/16:1(11Z)/20:0/22:1(11Z))	CL(14:1(11Z)/16:1(11Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/20:0/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,19,23,36-37,75-77,82H,5-11,13-15,17-18,20-22,24-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,37-36-/t75-,76+,77+/m0/s1	FXSJZSVUKIGXIF-LZUZGKRNSA-N	1459.050477			MMDBc0040487
BASm0027289	CL(14:1(11Z)/16:1(11Z)/20:0/22:1(9Z))	CL(14:1(11Z)/16:1(11Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/20:0/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,19,23,39,41,75-77,82H,5-11,13-15,17-18,20-22,24-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,41-39-/t75-,76+,77+/m0/s1	IQSFWSRWRYXBAA-FPNFVTKTSA-N	1459.050477			MMDBc0040488
BASm0027290	CL(14:1(11Z)/16:1(11Z)/20:1(11Z)/20:1(11Z))	CL(14:1(11Z)/16:1(11Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/20:1(11Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,19,23,32-35,73-75,80H,5-11,13-15,17-18,20-22,24-31,36-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,34-32-,35-33-/t73-,74+,75+/m0/s1	BTKPUTHZRYANGY-CJTCVXFCSA-N	1429.003527			MMDBc0040489
BASm0027291	CL(14:1(11Z)/16:1(11Z)/20:1(11Z)/20:1(13Z))	CL(14:1(11Z)/16:1(11Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/20:1(11Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,32,34,73-75,80H,5-11,13-15,17-18,20-22,24-25,27-29,31,33,35-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,30-26-,34-32-/t73-,74+,75+/m0/s1	PPVISPMIXPAACF-SCIINVIPSA-N	1429.003527			MMDBc0040490
BASm0027292	CL(14:1(11Z)/16:1(11Z)/20:1(11Z)/22:0)	CL(14:1(11Z)/16:1(11Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/20:1(11Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,19,23,33,35,75-77,82H,5-11,13-15,17-18,20-22,24-32,34,36-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,35-33-/t75-,76+,77+/m0/s1	UPUKEUBTHVJNBX-NPQWJQQUSA-N	1459.050477			MMDBc0040491
BASm0027293	CL(14:1(11Z)/16:1(11Z)/20:1(11Z)/22:1(11Z))	CL(14:1(11Z)/16:1(11Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/20:1(11Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,19,23,33,35-37,75-77,82H,5-11,13-15,17-18,20-22,24-32,34,38-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,35-33-,37-36-/t75-,76+,77+/m0/s1	HZFZETYVMODJQN-SURNLKDRSA-N	1457.034827			MMDBc0040492
BASm0027294	CL(14:1(11Z)/16:1(11Z)/20:1(11Z)/22:1(9Z))	CL(14:1(11Z)/16:1(11Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/20:1(11Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,19,23,33,35,39,41,75-77,82H,5-11,13-15,17-18,20-22,24-32,34,36-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,35-33-,41-39-/t75-,76+,77+/m0/s1	PAXRMKHVPPBVOO-NMUBAJNZSA-N	1457.034827			MMDBc0040493
BASm0027295	CL(14:1(11Z)/16:1(11Z)/20:1(13Z)/20:1(11Z))	CL(14:1(11Z)/16:1(11Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/20:1(13Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,19,23,25,29,33,35,73-75,80H,5-11,13-15,17-18,20-22,24,26-28,30-32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,29-25-,35-33-/t73-,74+,75+/m0/s1	OOZAZAIMWOGGCT-XRXBDJLPSA-N	1429.003527			MMDBc0040494
BASm0027296	CL(14:1(11Z)/16:1(11Z)/20:1(13Z)/20:1(13Z))	CL(14:1(11Z)/16:1(11Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/20:1(13Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,19,23,25-26,29-30,73-75,80H,5-11,13-15,17-18,20-22,24,27-28,31-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,29-25-,30-26-/t73-,74+,75+/m0/s1	XFEDXPYPZIQNCY-OJFPJKAOSA-N	1429.003527			MMDBc0040495
BASm0027297	CL(14:1(11Z)/16:1(11Z)/20:1(13Z)/22:0)	CL(14:1(11Z)/16:1(11Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/20:1(13Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,75-77,82H,5-11,13-15,17-18,20-22,24-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,30-26-/t75-,76+,77+/m0/s1	PFCGKWFMXWXXBA-IYIXMJTISA-N	1459.050477			MMDBc0040496
BASm0027298	CL(14:1(11Z)/16:1(11Z)/20:1(13Z)/22:1(11Z))	CL(14:1(11Z)/16:1(11Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/20:1(13Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,36-37,75-77,82H,5-11,13-15,17-18,20-22,24-25,27-29,31-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,30-26-,37-36-/t75-,76+,77+/m0/s1	UWMMMHGHDZFUJJ-FVWYLDHHSA-N	1457.034827			MMDBc0040497
BASm0027299	CL(14:1(11Z)/16:1(11Z)/20:1(13Z)/22:1(9Z))	CL(14:1(11Z)/16:1(11Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(11Z)/20:1(13Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,19,23,26,30,39,41,75-77,82H,5-11,13-15,17-18,20-22,24-25,27-29,31-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,30-26-,41-39-/t75-,76+,77+/m0/s1	IPOUOBUZMOKOGS-RXDIWPQTSA-N	1457.034827			MMDBc0040498
BASm0027300	CL(14:1(11Z)/16:1(9Z)/14:1(11Z)/16:1(11Z))	CL(14:1(11Z)/16:1(9Z)/14:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/14:1(11Z)/16:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-31-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-34-28-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h11-12,15-17,21,26,30,63-65,70H,5-10,13-14,18-20,22-25,27-29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,16-12-,21-17-,30-26-/t63-,64-,65-/m1/s1	DRVSNOCMQXIPPI-SAJNBYTBSA-N	1288.847027			MMDBc0040499
BASm0027301	CL(14:1(11Z)/16:1(9Z)/14:1(11Z)/16:1(9Z))	CL(14:1(11Z)/16:1(9Z)/14:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/14:1(11Z)/16:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-31-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-34-28-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h11-12,15-16,25-26,29-30,63-65,70H,5-10,13-14,17-24,27-28,31-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,16-12-,29-25-,30-26-/t64-,65-/m1/s1	FKNGISAWEAECIQ-HBXKKYDASA-N	1288.847027			MMDBc0040500
BASm0027302	CL(14:1(11Z)/16:1(9Z)/14:1(9Z)/16:1(11Z))	CL(14:1(11Z)/16:1(9Z)/14:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/14:1(9Z)/16:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-31-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-34-28-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h11,15,18,20,22,24-25,29,63-65,70H,5-10,12-14,16-17,19,21,23,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,22-18-,24-20-,29-25-/t63-,64+,65+/m0/s1	SDDYACIXNORNEA-DDCBIDLKSA-N	1288.847027			MMDBc0040501
BASm0027303	CL(14:1(11Z)/16:1(9Z)/14:1(9Z)/16:1(9Z))	CL(14:1(11Z)/16:1(9Z)/14:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/14:1(9Z)/16:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions, one chain of (9Z-tetradecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-31-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-34-28-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h11,15,20,24-26,29-30,63-65,70H,5-10,12-14,16-19,21-23,27-28,31-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,24-20-,29-25-,30-26-/t63-,64+,65+/m0/s1	MTKHZHZQRKKNBU-ZBCJUGMESA-N	1288.847027			MMDBc0040502
BASm0027304	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/16:1(11Z))	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/16:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (11Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h12,16-17,19,21,23,26,30,65-67,72H,5-11,13-15,18,20,22,24-25,27-29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,21-17-,23-19-,30-26-/t65-,66+,67+/m0/s1	DPJHPQXJYPIHOJ-SKJACAGXSA-N	1316.878327			MMDBc0040503
BASm0027305	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/16:1(9Z))	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/16:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions, one chain of (11Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h12,16-17,21,26-27,30-31,65-67,72H,5-11,13-15,18-20,22-25,28-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,21-17-,30-26-,31-27-/t65-,66+,67+/m0/s1	VXJFULOECYYCJA-LHMSMYOJSA-N	1316.878327			MMDBc0040504
BASm0027306	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/18:0)	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/18:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16,18,22,27,31,67-69,74H,5-11,13-15,17,19-21,23-26,28-30,32-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,22-18-,31-27-/t67-,68+,69+/m0/s1	IZIMPCSBPFQHGP-ALZCNYLVSA-N	1346.925277			MMDBc0040505
BASm0027307	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/18:1(11Z))	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16,18,22,25,27,29,31,67-69,74H,5-11,13-15,17,19-21,23-24,26,28,30,32-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,22-18-,29-25-,31-27-/t67-,68+,69+/m0/s1	BQTPGSWWONKWGP-DGNNJJHKSA-N	1344.909627			MMDBc0040506
BASm0027308	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/18:1(9Z))	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16,18,22,27,31-33,67-69,74H,5-11,13-15,17,19-21,23-26,28-30,34-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,22-18-,31-27-,33-32-/t67-,68+,69+/m0/s1	OHNJCBGOGMQUDI-OVTYHHOKSA-N	1344.909627			MMDBc0040507
BASm0027309	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/20:0)	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,18,22,27,31,69-71,76H,5-11,13-15,17,19-21,23-26,28-30,32-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,22-18-,31-27-/t69-,70+,71+/m0/s1	BCLAOQPTFMIFFR-XOPHXWOGSA-N	1374.956577			MMDBc0040508
BASm0027310	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/20:1(11Z))	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,18,22,27,31-33,69-71,76H,5-11,13-15,17,19-21,23-26,28-30,34-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,22-18-,31-27-,33-32-/t69-,70+,71+/m0/s1	YELNMFWANBTGGZ-YSUNKVGGSA-N	1372.940927			MMDBc0040509
BASm0027311	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/20:1(13Z))	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,18,22,25,27,29,31,69-71,76H,5-11,13-15,17,19-21,23-24,26,28,30,32-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,22-18-,29-25-,31-27-/t69-,70+,71+/m0/s1	WDWCEJPYXMSPTK-XKTAVKGPSA-N	1372.940927			MMDBc0040510
BASm0027312	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/22:0)	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,18,22,27,31,71-73,78H,5-11,13-15,17,19-21,23-26,28-30,32-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,22-18-,31-27-/t71-,72+,73+/m0/s1	LLGVXBUPDXQMHW-ILOAGCKJSA-N	1402.987877			MMDBc0040511
BASm0027313	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/22:1(11Z))	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,18,22,27,31,34-35,71-73,78H,5-11,13-15,17,19-21,23-26,28-30,32-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,22-18-,31-27-,35-34-/t71-,72+,73+/m0/s1	MKWIMGPUSAKKCD-HZYFQSRZSA-N	1400.972227			MMDBc0040512
BASm0027314	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/22:1(9Z))	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,18,22,27,31,36-37,71-73,78H,5-11,13-15,17,19-21,23-26,28-30,32-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,22-18-,31-27-,37-36-/t71-,72+,73+/m0/s1	KKCJIMDTCSRIHU-VGZWIPLVSA-N	1400.972227			MMDBc0040513
BASm0027315	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/24:0)	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,18,22,27,31,73-75,80H,5-11,13-15,17,19-21,23-26,28-30,32-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,22-18-,31-27-/t73-,74+,75+/m0/s1	BHIYYMRLNPGRFR-LYIVNFAUSA-N	1431.019177			MMDBc0040514
BASm0027316	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/24:1(11Z))	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,18,22,27,31,36-37,73-75,80H,5-11,13-15,17,19-21,23-26,28-30,32-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,22-18-,31-27-,37-36-/t73-,74+,75+/m0/s1	IPKMPUXVLZCVBS-ODHZMTDASA-N	1429.003527			MMDBc0040515
BASm0027317	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/24:1(9Z))	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,18,22,27,31,38-39,73-75,80H,5-11,13-15,17,19-21,23-26,28-30,32-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,22-18-,31-27-,39-38-/t73-,74+,75+/m0/s1	PDIOYAPZUILOTM-BYTSMKFRSA-N	1429.003527			MMDBc0040516
BASm0027318	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/26:0)	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/26:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,16,18,22,27,31,75-77,82H,5-11,13-15,17,19-21,23-26,28-30,32-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,22-18-,31-27-/t75-,76+,77+/m0/s1	NPJZXJMKHHXEAC-WAORDGNUSA-N	1459.050477			MMDBc0040517
BASm0027319	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/26:1(11Z))	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/26:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,16,18,22,27,31,37-38,75-77,82H,5-11,13-15,17,19-21,23-26,28-30,32-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,22-18-,31-27-,38-37-/t75-,76+,77+/m0/s1	WINAHAHRRGSHQD-NJDAVWSASA-N	1457.034827			MMDBc0040518
BASm0027320	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/26:1(9Z))	CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(11Z)/26:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C82H152O17P2	InChI=1S/C82H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-43-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-31-27-23-19-15-11-7-3/h12,16,18,22,27,31,40-41,76-78,83H,5-11,13-15,17,19-21,23-26,28-30,32-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b16-12-,22-18-,31-27-,41-40-/t76-,77+,78+/m0/s1	REDAAQWRPAMHTC-NSFUAAODSA-N	1471.050477			MMDBc0040519
BASm0027321	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/16:1(11Z))	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/16:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h12,16,19,23,25-26,29-30,65-67,72H,5-11,13-15,17-18,20-22,24,27-28,31-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,23-19-,29-25-,30-26-/t65-,66+,67+/m0/s1	VMGKUWPCFLYXKG-YERDUGITSA-N	1316.878327			MMDBc0040520
BASm0027322	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/16:1(9Z))	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/16:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, three chains of (9Z-hexadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h12,16,25-27,29-31,65-67,72H,5-11,13-15,17-24,28,32-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,29-25-,30-26-,31-27-/t65-,66+,67+/m0/s1	RQUDNAAURCVCED-ZDJVFFAHSA-N	1316.878327			MMDBc0040521
BASm0027323	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/18:0)	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/18:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,67-69,74H,5-11,13-15,17-25,28-29,32-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,30-26-,31-27-/t67-,68+,69+/m0/s1	PFKTWMYQUIPCRM-ZTVTXVSBSA-N	1346.925277			MMDBc0040522
BASm0027324	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/18:1(11Z))	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16,25-27,29-31,67-69,74H,5-11,13-15,17-24,28,32-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,29-25-,30-26-,31-27-/t67-,68+,69+/m0/s1	HWCVFUDOWAXIQP-VDRQRWOWSA-N	1344.909627			MMDBc0040523
BASm0027325	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/18:1(9Z))	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h12,16,26-27,30-33,67-69,74H,5-11,13-15,17-25,28-29,34-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,30-26-,31-27-,33-32-/t67-,68+,69+/m0/s1	NQBAOGJIRGFTQL-VNFOWARVSA-N	1344.909627			MMDBc0040524
BASm0027326	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/20:0)	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,69-71,76H,5-11,13-15,17-25,28-29,32-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,30-26-,31-27-/t69-,70+,71+/m0/s1	GQWDLPPWMFQDAY-KOEPVQDGSA-N	1374.956577			MMDBc0040525
BASm0027327	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/20:1(11Z))	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,26-27,30-33,69-71,76H,5-11,13-15,17-25,28-29,34-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,30-26-,31-27-,33-32-/t69-,70+,71+/m0/s1	STQDRJPHQBIBHN-RZEHDKESSA-N	1372.940927			MMDBc0040526
BASm0027328	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/20:1(13Z))	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h12,16,25-27,29-31,69-71,76H,5-11,13-15,17-24,28,32-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,29-25-,30-26-,31-27-/t69-,70+,71+/m0/s1	RNZGFQGIJALJNH-KCSFEGIFSA-N	1372.940927			MMDBc0040527
BASm0027329	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/22:0)	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,71-73,78H,5-11,13-15,17-25,28-29,32-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,30-26-,31-27-/t71-,72+,73+/m0/s1	NQKHFYVMSSKUEM-CJVZYMDCSA-N	1402.987877			MMDBc0040528
BASm0027330	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/22:1(11Z))	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,34-35,71-73,78H,5-11,13-15,17-25,28-29,32-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,30-26-,31-27-,35-34-/t71-,72+,73+/m0/s1	XQZQHVBKXAFFOC-KTHIFOBVSA-N	1400.972227			MMDBc0040529
BASm0027331	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/22:1(9Z))	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,36-37,71-73,78H,5-11,13-15,17-25,28-29,32-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,30-26-,31-27-,37-36-/t71-,72+,73+/m0/s1	ZQZLDHOZGCFFGM-YMULWZHLSA-N	1400.972227			MMDBc0040530
BASm0027332	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/24:0)	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,73-75,80H,5-11,13-15,17-25,28-29,32-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-,31-27-/t73-,74+,75+/m0/s1	DYSLPIWKXYKQAP-POPXRGQRSA-N	1431.019177			MMDBc0040531
BASm0027333	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/24:1(11Z))	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,36-37,73-75,80H,5-11,13-15,17-25,28-29,32-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-,31-27-,37-36-/t73-,74+,75+/m0/s1	CQJYAPVGVIMWKB-VVCLIXROSA-N	1429.003527			MMDBc0040532
BASm0027334	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/24:1(9Z))	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,38-39,73-75,80H,5-11,13-15,17-25,28-29,32-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-,31-27-,39-38-/t73-,74+,75+/m0/s1	QGQQWWMRYWQCCB-FTWURBTPSA-N	1429.003527			MMDBc0040533
BASm0027335	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/26:0)	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/26:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,75-77,82H,5-11,13-15,17-25,28-29,32-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,31-27-/t75-,76+,77+/m0/s1	OBQDVHIOENCLKK-XHILJTKLSA-N	1459.050477			MMDBc0040534
BASm0027336	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/26:1(11Z))	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/26:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,37-38,75-77,82H,5-11,13-15,17-25,28-29,32-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,31-27-,38-37-/t75-,76+,77+/m0/s1	UCCAPMHGJHEACZ-BSHBRDEESA-N	1457.034827			MMDBc0040535
BASm0027337	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/26:1(9Z))	CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/16:1(9Z)/26:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C82H152O17P2	InChI=1S/C82H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-43-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,40-41,76-78,83H,5-11,13-15,17-25,28-29,32-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b16-12-,30-26-,31-27-,41-40-/t76-,77+,78+/m0/s1	PHSFDCIFSBNENG-LQSABNCZSA-N	1471.050477			MMDBc0040536
BASm0027338	CL(14:1(11Z)/16:1(9Z)/18:0/18:0)	CL(14:1(11Z)/16:1(9Z)/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:0/18:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h12,16,27,31,69-71,76H,5-11,13-15,17-26,28-30,32-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,31-27-/t69-,70+,71+/m0/s1	UOSPWVYUOHDVRT-XYBDLKKQSA-N	1376.972227			MMDBc0040537
BASm0027339	CL(14:1(11Z)/16:1(9Z)/18:0/18:1(11Z))	CL(14:1(11Z)/16:1(9Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:0/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,69-71,76H,5-11,13-15,17-25,28-29,32-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,30-26-,31-27-/t69-,70+,71+/m0/s1	FRFVQMQMESNKMM-KOEPVQDGSA-N	1374.956577			MMDBc0040538
BASm0027340	CL(14:1(11Z)/16:1(9Z)/18:0/18:1(9Z))	CL(14:1(11Z)/16:1(9Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:0/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h12,16,27,31,33,35,69-71,76H,5-11,13-15,17-26,28-30,32,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,31-27-,35-33-/t69-,70+,71+/m0/s1	LXMREPOELMZZGP-OWXOSLGYSA-N	1374.956577			MMDBc0040539
BASm0027341	CL(14:1(11Z)/16:1(9Z)/18:0/20:0)	CL(14:1(11Z)/16:1(9Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:0/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h12,16,27,31,71-73,78H,5-11,13-15,17-26,28-30,32-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,31-27-/t71-,72+,73+/m0/s1	ICBQIGSNKMLAIF-LVJXRSLGSA-N	1405.003527			MMDBc0040540
BASm0027342	CL(14:1(11Z)/16:1(9Z)/18:0/20:1(11Z))	CL(14:1(11Z)/16:1(9Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:0/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h12,16,27,31-32,34,71-73,78H,5-11,13-15,17-26,28-30,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,31-27-,34-32-/t71-,72+,73+/m0/s1	SWRRXBKYAGPRJI-AALHKFDESA-N	1402.987877			MMDBc0040541
BASm0027343	CL(14:1(11Z)/16:1(9Z)/18:0/20:1(13Z))	CL(14:1(11Z)/16:1(9Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:0/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h12,16,25,27,29,31,71-73,78H,5-11,13-15,17-24,26,28,30,32-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,29-25-,31-27-/t71-,72+,73+/m0/s1	AJJFTMZYUWWPLL-LZUHQPKPSA-N	1402.987877			MMDBc0040542
BASm0027344	CL(14:1(11Z)/16:1(9Z)/18:0/22:0)	CL(14:1(11Z)/16:1(9Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:0/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,27,31,73-75,80H,5-11,13-15,17-26,28-30,32-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,31-27-/t73-,74+,75+/m0/s1	RDQLYACKKAIDTC-MTXUBHISSA-N	1433.034827			MMDBc0040543
BASm0027345	CL(14:1(11Z)/16:1(9Z)/18:0/22:1(11Z))	CL(14:1(11Z)/16:1(9Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:0/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,27,31,35-36,73-75,80H,5-11,13-15,17-26,28-30,32-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,31-27-,36-35-/t73-,74+,75+/m0/s1	TTXPBGNJLXRPAG-FBYCGQLASA-N	1431.019177			MMDBc0040544
BASm0027346	CL(14:1(11Z)/16:1(9Z)/18:0/22:1(9Z))	CL(14:1(11Z)/16:1(9Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:0/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,27,31,37,39,73-75,80H,5-11,13-15,17-26,28-30,32-36,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,31-27-,39-37-/t73-,74+,75+/m0/s1	BXZGLUQAZZHGFV-DOKNYQLVSA-N	1431.019177			MMDBc0040545
BASm0027347	CL(14:1(11Z)/16:1(9Z)/18:0/24:0)	CL(14:1(11Z)/16:1(9Z)/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:0/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,27,31,75-77,82H,5-11,13-15,17-26,28-30,32-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,31-27-/t75-,76+,77+/m0/s1	HYEAIHJEPXBUES-MLTMYFDGSA-N	1461.066127			MMDBc0040546
BASm0027348	CL(14:1(11Z)/16:1(9Z)/18:0/24:1(11Z))	CL(14:1(11Z)/16:1(9Z)/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:0/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,27,31,37-38,75-77,82H,5-11,13-15,17-26,28-30,32-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,31-27-,38-37-/t75-,76+,77+/m0/s1	VIMIDFQKWSANIV-HBSVMZCDSA-N	1459.050477			MMDBc0040547
BASm0027349	CL(14:1(11Z)/16:1(9Z)/18:0/24:1(9Z))	CL(14:1(11Z)/16:1(9Z)/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:0/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,27,31,39,41,75-77,82H,5-11,13-15,17-26,28-30,32-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,31-27-,41-39-/t75-,76+,77+/m0/s1	VXUHMUYGTSNBRR-NRWVKJTRSA-N	1459.050477			MMDBc0040548
BASm0027350	CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/18:1(11Z))	CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h12,16,25-27,29-31,69-71,76H,5-11,13-15,17-24,28,32-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,29-25-,30-26-,31-27-/t69-,70+,71+/m0/s1	OFMZILCFVGTCHB-KCSFEGIFSA-N	1372.940927			MMDBc0040549
BASm0027351	CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/18:1(9Z))	CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h12,16,25,27,29,31,33,35,69-71,76H,5-11,13-15,17-24,26,28,30,32,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,29-25-,31-27-,35-33-/t69-,70+,71+/m0/s1	FCRWGGMUKHIEGY-SPQJYMDNSA-N	1372.940927			MMDBc0040550
BASm0027352	CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/20:0)	CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,71-73,78H,5-11,13-15,17-25,28-29,32-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,30-26-,31-27-/t71-,72+,73+/m0/s1	ZZYNJFJIUHQTRD-CJVZYMDCSA-N	1402.987877			MMDBc0040551
BASm0027353	CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/20:1(11Z))	CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h12,16,26-27,30-32,34,71-73,78H,5-11,13-15,17-25,28-29,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,30-26-,31-27-,34-32-/t71-,72+,73+/m0/s1	KHZINSFCWKISON-RMNSQVDQSA-N	1400.972227			MMDBc0040552
BASm0027354	CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/20:1(13Z))	CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h12,16,25-27,29-31,71-73,78H,5-11,13-15,17-24,28,32-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,29-25-,30-26-,31-27-/t71-,72+,73+/m0/s1	KPKNLUJBTLGVHQ-JYBFMFFBSA-N	1400.972227			MMDBc0040553
BASm0027355	CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/22:0)	CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,73-75,80H,5-11,13-15,17-25,28-29,32-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-,31-27-/t73-,74+,75+/m0/s1	GGKPQYCHKZYXCE-POPXRGQRSA-N	1431.019177			MMDBc0040554
BASm0027356	CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/22:1(11Z))	CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,35-36,73-75,80H,5-11,13-15,17-25,28-29,32-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-,31-27-,36-35-/t73-,74+,75+/m0/s1	JBSVNTGBQBRNGB-FGNBZPQVSA-N	1429.003527			MMDBc0040555
BASm0027357	CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/22:1(9Z))	CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,37,39,73-75,80H,5-11,13-15,17-25,28-29,32-36,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-,31-27-,39-37-/t73-,74+,75+/m0/s1	SYICSTSCRQMBQO-LCBLVXLXSA-N	1429.003527			MMDBc0040556
BASm0027358	CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/24:0)	CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,75-77,82H,5-11,13-15,17-25,28-29,32-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,31-27-/t75-,76+,77+/m0/s1	NDEULUDBHJJYNN-XHILJTKLSA-N	1459.050477			MMDBc0040557
BASm0027359	CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/24:1(11Z))	CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,37-38,75-77,82H,5-11,13-15,17-25,28-29,32-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,31-27-,38-37-/t75-,76+,77+/m0/s1	GRRHKKAXRJHTAT-BSHBRDEESA-N	1457.034827			MMDBc0040558
BASm0027360	CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/24:1(9Z))	CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:1(11Z)/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,39,41,75-77,82H,5-11,13-15,17-25,28-29,32-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,31-27-,41-39-/t75-,76+,77+/m0/s1	DNNOZVNVAMACSN-OHKHPXAMSA-N	1457.034827			MMDBc0040559
BASm0027361	CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/18:1(11Z))	CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h12,16,26-27,30-32,34,69-71,76H,5-11,13-15,17-25,28-29,33,35-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,30-26-,31-27-,34-32-/t69-,70+,71+/m0/s1	KSLZEXCIOCHWTI-RQTOPEDDSA-N	1372.940927			MMDBc0040560
BASm0027362	CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/18:1(9Z))	CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h12,16,27,31-35,69-71,76H,5-11,13-15,17-26,28-30,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,31-27-,34-32-,35-33-/t69-,70+,71+/m0/s1	ZXJVZLFFRMTGEY-RJRFOJQLSA-N	1372.940927			MMDBc0040561
BASm0027363	CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/20:0)	CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h12,16,27,31,33,36,71-73,78H,5-11,13-15,17-26,28-30,32,34-35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,31-27-,36-33-/t71-,72+,73+/m0/s1	KIDSUDKIRUCTRT-TVGNGLIWSA-N	1402.987877			MMDBc0040562
BASm0027364	CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/20:1(11Z))	CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h12,16,27,31-34,36,71-73,78H,5-11,13-15,17-26,28-30,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,31-27-,34-32-,36-33-/t71-,72+,73+/m0/s1	VOVXEDNTNZTMDO-QOTBOZTHSA-N	1400.972227			MMDBc0040563
BASm0027365	CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/20:1(13Z))	CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h12,16,25,27,29,31,33,36,71-73,78H,5-11,13-15,17-24,26,28,30,32,34-35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,29-25-,31-27-,36-33-/t71-,72+,73+/m0/s1	GKBLDGQMEZTSMG-YBBZLHGHSA-N	1400.972227			MMDBc0040564
BASm0027366	CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/22:0)	CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,27,31,33,38,73-75,80H,5-11,13-15,17-26,28-30,32,34-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,31-27-,38-33-/t73-,74+,75+/m0/s1	VMFSIXUUJHKBJH-QPZWHYGCSA-N	1431.019177			MMDBc0040565
BASm0027367	CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/22:1(11Z))	CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,27,31,33,35-36,38,73-75,80H,5-11,13-15,17-26,28-30,32,34,37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,31-27-,36-35-,38-33-/t73-,74+,75+/m0/s1	IIDLADGFQCSVHB-VRLCTIIISA-N	1429.003527			MMDBc0040566
BASm0027368	CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/22:1(9Z))	CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,27,31,33,37-39,73-75,80H,5-11,13-15,17-26,28-30,32,34-36,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,31-27-,38-33-,39-37-/t73-,74+,75+/m0/s1	RNMWJQIEMVGZPA-FFLPOBRASA-N	1429.003527			MMDBc0040567
BASm0027369	CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/24:0)	CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/24:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,27,31,33,40,75-77,82H,5-11,13-15,17-26,28-30,32,34-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,31-27-,40-33-/t75-,76+,77+/m0/s1	LHQNNOURMTZPTP-KHZISUFZSA-N	1459.050477			MMDBc0040568
BASm0027370	CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/24:1(11Z))	CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/24:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,27,31,33,37-38,40,75-77,82H,5-11,13-15,17-26,28-30,32,34-36,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,31-27-,38-37-,40-33-/t75-,76+,77+/m0/s1	VNDHVPCNZXWRQX-OTZNNWESSA-N	1457.034827			MMDBc0040569
BASm0027371	CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/24:1(9Z))	CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/18:1(9Z)/24:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,27,31,33,39-41,75-77,82H,5-11,13-15,17-26,28-30,32,34-38,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,31-27-,40-33-,41-39-/t75-,76+,77+/m0/s1	USDGJEGIQLGILC-JLONRTOASA-N	1457.034827			MMDBc0040570
BASm0027372	CL(14:1(11Z)/16:1(9Z)/20:0/20:0)	CL(14:1(11Z)/16:1(9Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/20:0/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,27,31,73-75,80H,5-11,13-15,17-26,28-30,32-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,31-27-/t73-,74+,75+/m0/s1	HYQLFEMNFKDWJX-MTXUBHISSA-N	1433.034827			MMDBc0040571
BASm0027373	CL(14:1(11Z)/16:1(9Z)/20:0/20:1(11Z))	CL(14:1(11Z)/16:1(9Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/20:0/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,27,31,33,35,73-75,80H,5-11,13-15,17-26,28-30,32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,31-27-,35-33-/t73-,74+,75+/m0/s1	QGWJXILKNVVSDZ-BDKIEYRASA-N	1431.019177			MMDBc0040572
BASm0027374	CL(14:1(11Z)/16:1(9Z)/20:0/20:1(13Z))	CL(14:1(11Z)/16:1(9Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/20:0/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,73-75,80H,5-11,13-15,17-25,28-29,32-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-,31-27-/t73-,74+,75+/m0/s1	LTJXATQUAPLLKG-POPXRGQRSA-N	1431.019177			MMDBc0040573
BASm0027375	CL(14:1(11Z)/16:1(9Z)/20:0/22:0)	CL(14:1(11Z)/16:1(9Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/20:0/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,27,31,75-77,82H,5-11,13-15,17-26,28-30,32-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,31-27-/t75-,76+,77+/m0/s1	CGAQBVMUARWTKT-MLTMYFDGSA-N	1461.066127			MMDBc0040574
BASm0027376	CL(14:1(11Z)/16:1(9Z)/20:0/22:1(11Z))	CL(14:1(11Z)/16:1(9Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/20:0/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,27,31,36-37,75-77,82H,5-11,13-15,17-26,28-30,32-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,31-27-,37-36-/t75-,76+,77+/m0/s1	FBNUJVMFRMZVHW-JISRJKDVSA-N	1459.050477			MMDBc0040575
BASm0027377	CL(14:1(11Z)/16:1(9Z)/20:0/22:1(9Z))	CL(14:1(11Z)/16:1(9Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/20:0/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,27,31,39,41,75-77,82H,5-11,13-15,17-26,28-30,32-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,31-27-,41-39-/t75-,76+,77+/m0/s1	PWDKDUQTXGLHNA-NRWVKJTRSA-N	1459.050477			MMDBc0040576
BASm0027378	CL(14:1(11Z)/16:1(9Z)/20:1(11Z)/20:1(11Z))	CL(14:1(11Z)/16:1(9Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/20:1(11Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,27,31-35,73-75,80H,5-11,13-15,17-26,28-30,36-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,31-27-,34-32-,35-33-/t73-,74+,75+/m0/s1	GDAHZSKIKZWCRM-ZAUGBNAMSA-N	1429.003527			MMDBc0040577
BASm0027379	CL(14:1(11Z)/16:1(9Z)/20:1(11Z)/20:1(13Z))	CL(14:1(11Z)/16:1(9Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/20:1(11Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,26-27,30-32,34,73-75,80H,5-11,13-15,17-25,28-29,33,35-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-,31-27-,34-32-/t73-,74+,75+/m0/s1	ZAQJKDLDRFYVIP-LFMHUHNASA-N	1429.003527			MMDBc0040578
BASm0027380	CL(14:1(11Z)/16:1(9Z)/20:1(11Z)/22:0)	CL(14:1(11Z)/16:1(9Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/20:1(11Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,27,31,33,35,75-77,82H,5-11,13-15,17-26,28-30,32,34,36-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,31-27-,35-33-/t75-,76+,77+/m0/s1	NFAPROUKZOJQLO-RJQYUSSOSA-N	1459.050477			MMDBc0040579
BASm0027381	CL(14:1(11Z)/16:1(9Z)/20:1(11Z)/22:1(11Z))	CL(14:1(11Z)/16:1(9Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/20:1(11Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,27,31,33,35-37,75-77,82H,5-11,13-15,17-26,28-30,32,34,38-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,31-27-,35-33-,37-36-/t75-,76+,77+/m0/s1	DGMQVCWOPKFGHI-HTAONDOVSA-N	1457.034827			MMDBc0040580
BASm0027382	CL(14:1(11Z)/16:1(9Z)/20:1(11Z)/22:1(9Z))	CL(14:1(11Z)/16:1(9Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/20:1(11Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,27,31,33,35,39,41,75-77,82H,5-11,13-15,17-26,28-30,32,34,36-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,31-27-,35-33-,41-39-/t75-,76+,77+/m0/s1	REIRGFKHEBYPMW-LAJTWXPSSA-N	1457.034827			MMDBc0040581
BASm0027383	CL(14:1(11Z)/16:1(9Z)/20:1(13Z)/20:1(11Z))	CL(14:1(11Z)/16:1(9Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/20:1(13Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,25,27,29,31,33,35,73-75,80H,5-11,13-15,17-24,26,28,30,32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,29-25-,31-27-,35-33-/t73-,74+,75+/m0/s1	LNZDSANCVLOXEG-MSRNPCEWSA-N	1429.003527			MMDBc0040582
BASm0027384	CL(14:1(11Z)/16:1(9Z)/20:1(13Z)/20:1(13Z))	CL(14:1(11Z)/16:1(9Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/20:1(13Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h12,16,25-27,29-31,73-75,80H,5-11,13-15,17-24,28,32-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,29-25-,30-26-,31-27-/t73-,74+,75+/m0/s1	PWJYDGLCFHRAEM-UCSGRNBNSA-N	1429.003527			MMDBc0040583
BASm0027385	CL(14:1(11Z)/16:1(9Z)/20:1(13Z)/22:0)	CL(14:1(11Z)/16:1(9Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/20:1(13Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,75-77,82H,5-11,13-15,17-25,28-29,32-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,31-27-/t75-,76+,77+/m0/s1	IQYBMIJSEZIIFP-XHILJTKLSA-N	1459.050477			MMDBc0040584
BASm0027386	CL(14:1(11Z)/16:1(9Z)/20:1(13Z)/22:1(11Z))	CL(14:1(11Z)/16:1(9Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/20:1(13Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,36-37,75-77,82H,5-11,13-15,17-25,28-29,32-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,31-27-,37-36-/t75-,76+,77+/m0/s1	OWYYLRCFCJYOMM-QGZQYBDWSA-N	1457.034827			MMDBc0040585
BASm0027387	CL(14:1(11Z)/16:1(9Z)/20:1(13Z)/22:1(9Z))	CL(14:1(11Z)/16:1(9Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/16:1(9Z)/20:1(13Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,39,41,75-77,82H,5-11,13-15,17-25,28-29,32-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,31-27-,41-39-/t75-,76+,77+/m0/s1	YWOFHFQJOBXZIE-OHKHPXAMSA-N	1457.034827			MMDBc0040586
BASm0027388	CL(14:1(11Z)/18:0/14:1(11Z)/18:0)	CL(14:1(11Z)/18:0/14:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/14:1(11Z)/18:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, two chains of octadecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-38-28-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2/h11-12,15-16,67-69,74H,5-10,13-14,17-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,16-12-/t68-,69-/m1/s1	LDLCOLGGZJQMDG-PTCRFDHNSA-N	1348.940927			MMDBc0040587
BASm0027389	CL(14:1(11Z)/18:0/14:1(9Z)/18:0)	CL(14:1(11Z)/18:0/14:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/14:1(9Z)/18:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C4 positions, one chain of (9Z-tetradecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-38-28-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24,67-69,74H,5-10,12-14,16-19,21-23,25-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,24-20-/t67-,68+,69+/m0/s1	QKTRZUSWTZVTBK-JDTQREMRSA-N	1348.940927			MMDBc0040588
BASm0027390	CL(14:1(11Z)/18:0/18:0/18:0)	CL(14:1(11Z)/18:0/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/18:0/18:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, three chains of octadecanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h12,16,71-73,78H,5-11,13-15,17-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-/t71-,72+,73+/m0/s1	MCRNDYBDFZDXQP-RWZKMYKQSA-N	1407.019177			MMDBc0040589
BASm0027391	CL(14:1(11Z)/18:0/18:0/18:1(11Z))	CL(14:1(11Z)/18:0/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/18:0/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h12,16,27,31,71-73,78H,5-11,13-15,17-26,28-30,32-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,31-27-/t71-,72+,73+/m0/s1	BIZVEPATUDVQEF-LVJXRSLGSA-N	1405.003527			MMDBc0040590
BASm0027392	CL(14:1(11Z)/18:0/18:0/18:1(9Z))	CL(14:1(11Z)/18:0/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/18:0/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h12,16,34,37,71-73,78H,5-11,13-15,17-33,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,37-34-/t71-,72+,73+/m0/s1	LFDPOTJFJRKMRZ-XKOQPIBWSA-N	1405.003527			MMDBc0040591
BASm0027393	CL(14:1(11Z)/18:0/18:0/20:0)	CL(14:1(11Z)/18:0/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/18:0/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h12,16,73-75,80H,5-11,13-15,17-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-/t73-,74+,75+/m0/s1	NXGBPUWFGGVYBP-FHGVFQOQSA-N	1435.050477			MMDBc0040592
BASm0027394	CL(14:1(11Z)/18:0/18:0/20:1(11Z))	CL(14:1(11Z)/18:0/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/18:0/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h12,16,32,35,73-75,80H,5-11,13-15,17-31,33-34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,35-32-/t73-,74+,75+/m0/s1	KUHSGCFYAQMILL-YWBAHTAJSA-N	1433.034827			MMDBc0040593
BASm0027395	CL(14:1(11Z)/18:0/18:0/20:1(13Z))	CL(14:1(11Z)/18:0/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/18:0/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h12,16,25,29,73-75,80H,5-11,13-15,17-24,26-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,29-25-/t73-,74+,75+/m0/s1	UTGBLMKXDSYJAK-SATXVKLSSA-N	1433.034827			MMDBc0040594
BASm0027396	CL(14:1(11Z)/18:0/18:0/22:0)	CL(14:1(11Z)/18:0/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/18:0/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h12,16,75-77,82H,5-11,13-15,17-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-/t75-,76+,77+/m0/s1	QOWITIZHAHADGP-PBMCNPGVSA-N	1463.081778			MMDBc0040595
BASm0027397	CL(14:1(11Z)/18:0/18:0/22:1(11Z))	CL(14:1(11Z)/18:0/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/18:0/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h12,16,36-37,75-77,82H,5-11,13-15,17-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,37-36-/t75-,76+,77+/m0/s1	DFJKZNUNIVLDFA-GCADPQHKSA-N	1461.066127			MMDBc0040596
BASm0027398	CL(14:1(11Z)/18:0/18:0/22:1(9Z))	CL(14:1(11Z)/18:0/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/18:0/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h12,16,38,41,75-77,82H,5-11,13-15,17-37,39-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,41-38-/t75-,76+,77+/m0/s1	PBINYKAOWMJFTC-ONFGSPGASA-N	1461.066127			MMDBc0040597
BASm0027399	CL(14:1(11Z)/18:0/18:1(11Z)/18:1(11Z))	CL(14:1(11Z)/18:0/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/18:1(11Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h12,16,25,27,29,31,71-73,78H,5-11,13-15,17-24,26,28,30,32-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,29-25-,31-27-/t71-,72+,73+/m0/s1	ARPMFDTXPXOZRP-LZUHQPKPSA-N	1402.987877			MMDBc0040598
BASm0027400	CL(14:1(11Z)/18:0/18:1(11Z)/18:1(9Z))	CL(14:1(11Z)/18:0/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/18:1(11Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h12,16,25,29,34,37,71-73,78H,5-11,13-15,17-24,26-28,30-33,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,29-25-,37-34-/t71-,72+,73+/m0/s1	IBYHDAGTXCZQKQ-ZLPVUJBSSA-N	1402.987877			MMDBc0040599
BASm0027401	CL(14:1(11Z)/18:0/18:1(11Z)/20:0)	CL(14:1(11Z)/18:0/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/18:1(11Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h12,16,26,30,73-75,80H,5-11,13-15,17-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-/t73-,74+,75+/m0/s1	VZWYTOVGOMYRLZ-BTXITGRWSA-N	1433.034827			MMDBc0040600
BASm0027402	CL(14:1(11Z)/18:0/18:1(11Z)/20:1(11Z))	CL(14:1(11Z)/18:0/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/18:1(11Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h12,16,26,30,32,35,73-75,80H,5-11,13-15,17-25,27-29,31,33-34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-,35-32-/t73-,74+,75+/m0/s1	MYFORYAGVDAFNV-HCXCNBFCSA-N	1431.019177			MMDBc0040601
BASm0027403	CL(14:1(11Z)/18:0/18:1(11Z)/20:1(13Z))	CL(14:1(11Z)/18:0/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/18:1(11Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h12,16,25-26,29-30,73-75,80H,5-11,13-15,17-24,27-28,31-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,29-25-,30-26-/t73-,74+,75+/m0/s1	HCKQIQCBPNPVDA-VFJLXYQCSA-N	1431.019177			MMDBc0040602
BASm0027404	CL(14:1(11Z)/18:0/18:1(11Z)/22:0)	CL(14:1(11Z)/18:0/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/18:1(11Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h12,16,26,30,75-77,82H,5-11,13-15,17-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-/t75-,76+,77+/m0/s1	DVXODMMDXWGHJG-BCPLXVCJSA-N	1461.066127			MMDBc0040603
BASm0027405	CL(14:1(11Z)/18:0/18:1(11Z)/22:1(11Z))	CL(14:1(11Z)/18:0/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/18:1(11Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h12,16,26,30,36-37,75-77,82H,5-11,13-15,17-25,27-29,31-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,37-36-/t75-,76+,77+/m0/s1	CKAAXRSJZVYKJR-QBIXZLRBSA-N	1459.050477			MMDBc0040604
BASm0027406	CL(14:1(11Z)/18:0/18:1(11Z)/22:1(9Z))	CL(14:1(11Z)/18:0/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/18:1(11Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h12,16,26,30,38,41,75-77,82H,5-11,13-15,17-25,27-29,31-37,39-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,41-38-/t75-,76+,77+/m0/s1	FWTIBIFCNVKORL-KTRBBDJNSA-N	1459.050477			MMDBc0040605
BASm0027407	CL(14:1(11Z)/18:0/18:1(9Z)/18:1(11Z))	CL(14:1(11Z)/18:0/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/18:1(9Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h12,16,27,31-32,35,71-73,78H,5-11,13-15,17-26,28-30,33-34,36-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,31-27-,35-32-/t71-,72+,73+/m0/s1	VUAOMNBBCDLCMA-BCODFHKHSA-N	1402.987877			MMDBc0040606
BASm0027408	CL(14:1(11Z)/18:0/18:1(9Z)/18:1(9Z))	CL(14:1(11Z)/18:0/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/18:1(9Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h12,16,32,34-35,37,71-73,78H,5-11,13-15,17-31,33,36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,35-32-,37-34-/t71-,72+,73+/m0/s1	XNCKULMMGBAASV-FLYFMEATSA-N	1402.987877			MMDBc0040607
BASm0027409	CL(14:1(11Z)/18:0/18:1(9Z)/20:0)	CL(14:1(11Z)/18:0/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/18:1(9Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h12,16,33,37,73-75,80H,5-11,13-15,17-32,34-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,37-33-/t73-,74+,75+/m0/s1	SYLFGJCFEXDYJA-DAMXGWERSA-N	1433.034827			MMDBc0040608
BASm0027410	CL(14:1(11Z)/18:0/18:1(9Z)/20:1(11Z))	CL(14:1(11Z)/18:0/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/18:1(9Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h12,16,32-33,35,37,73-75,80H,5-11,13-15,17-31,34,36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,35-32-,37-33-/t73-,74+,75+/m0/s1	XCDGPOGFSYRSTF-UEPZKNMESA-N	1431.019177			MMDBc0040609
BASm0027411	CL(14:1(11Z)/18:0/18:1(9Z)/20:1(13Z))	CL(14:1(11Z)/18:0/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/18:1(9Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h12,16,25,29,33,37,73-75,80H,5-11,13-15,17-24,26-28,30-32,34-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,29-25-,37-33-/t73-,74+,75+/m0/s1	UPWIHNBVIGZDRY-SLNVQDHZSA-N	1431.019177			MMDBc0040610
BASm0027412	CL(14:1(11Z)/18:0/18:1(9Z)/22:0)	CL(14:1(11Z)/18:0/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/18:1(9Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h12,16,33,39,75-77,82H,5-11,13-15,17-32,34-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,39-33-/t75-,76+,77+/m0/s1	KYJXEHUVORCVPP-BUIUCFSISA-N	1461.066127			MMDBc0040611
BASm0027413	CL(14:1(11Z)/18:0/18:1(9Z)/22:1(11Z))	CL(14:1(11Z)/18:0/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/18:1(9Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h12,16,33,36-37,39,75-77,82H,5-11,13-15,17-32,34-35,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,37-36-,39-33-/t75-,76+,77+/m0/s1	CJEDRINIDRGSBN-VXNBENCVSA-N	1459.050477			MMDBc0040612
BASm0027414	CL(14:1(11Z)/18:0/18:1(9Z)/22:1(9Z))	CL(14:1(11Z)/18:0/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/18:1(9Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h12,16,33,38-39,41,75-77,82H,5-11,13-15,17-32,34-37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,39-33-,41-38-/t75-,76+,77+/m0/s1	WCVPKXTWNSBTJP-ORFOOOOWSA-N	1459.050477			MMDBc0040613
BASm0027415	CL(14:1(11Z)/18:0/20:0/20:0)	CL(14:1(11Z)/18:0/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/20:0/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h12,16,75-77,82H,5-11,13-15,17-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-/t75-,76+,77+/m0/s1	NPLXWEMDWVIDKG-PBMCNPGVSA-N	1463.081778			MMDBc0040614
BASm0027416	CL(14:1(11Z)/18:0/20:0/20:1(11Z))	CL(14:1(11Z)/18:0/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/20:0/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h12,16,33,36,75-77,82H,5-11,13-15,17-32,34-35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,36-33-/t75-,76+,77+/m0/s1	JBXIWYBUXALYBF-XTMAIFCNSA-N	1461.066127			MMDBc0040615
BASm0027417	CL(14:1(11Z)/18:0/20:0/20:1(13Z))	CL(14:1(11Z)/18:0/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/20:0/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h12,16,26,30,75-77,82H,5-11,13-15,17-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-/t75-,76+,77+/m0/s1	NTQVYXUFSFIEBP-BCPLXVCJSA-N	1461.066127			MMDBc0040616
BASm0027418	CL(14:1(11Z)/18:0/20:1(11Z)/20:1(11Z))	CL(14:1(11Z)/18:0/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/20:1(11Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h12,16,32-33,35-36,75-77,82H,5-11,13-15,17-31,34,37-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,35-32-,36-33-/t75-,76+,77+/m0/s1	AEHHUWORLXBXGW-LWRBTAKSSA-N	1459.050477			MMDBc0040617
BASm0027419	CL(14:1(11Z)/18:0/20:1(11Z)/20:1(13Z))	CL(14:1(11Z)/18:0/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/20:1(11Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h12,16,26,30,32,35,75-77,82H,5-11,13-15,17-25,27-29,31,33-34,36-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,35-32-/t75-,76+,77+/m0/s1	PUIUIYKENSWVKH-QHPOFWAQSA-N	1459.050477			MMDBc0040618
BASm0027420	CL(14:1(11Z)/18:0/20:1(13Z)/20:1(11Z))	CL(14:1(11Z)/18:0/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/20:1(13Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h12,16,25,29,33,36,75-77,82H,5-11,13-15,17-24,26-28,30-32,34-35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,29-25-,36-33-/t75-,76+,77+/m0/s1	IFNVYRPTUIVWMP-TWJMFXDJSA-N	1459.050477			MMDBc0040619
BASm0027421	CL(14:1(11Z)/18:0/20:1(13Z)/20:1(13Z))	CL(14:1(11Z)/18:0/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:0/20:1(13Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h12,16,25-26,29-30,75-77,82H,5-11,13-15,17-24,27-28,31-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,29-25-,30-26-/t75-,76+,77+/m0/s1	IDVAUFMHLKDHOE-FRJXBEOFSA-N	1459.050477			MMDBc0040620
BASm0027422	CL(14:1(11Z)/18:1(11Z)/14:1(11Z)/18:1(11Z))	CL(14:1(11Z)/18:1(11Z)/14:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(11Z)/14:1(11Z)/18:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, two chains of (11Z-octadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-38-28-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2/h11-12,15-16,25-26,29-30,67-69,74H,5-10,13-14,17-24,27-28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,16-12-,29-25-,30-26-/t68-,69-/m1/s1	PNCAWHOYWSQAKG-DXOFJCCBSA-N	1344.909627			MMDBc0040621
BASm0027423	CL(14:1(11Z)/18:1(11Z)/14:1(11Z)/18:1(9Z))	CL(14:1(11Z)/18:1(11Z)/14:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(11Z)/14:1(11Z)/18:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-38-28-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2/h11-12,15-16,25,29,32,34,67-69,74H,5-10,13-14,17-24,26-28,30-31,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,16-12-,29-25-,34-32-/t67-,68+,69+/m0/s1	ACWRIWKSUPPBFN-UEVYDNHCSA-N	1344.909627			MMDBc0040622
BASm0027424	CL(14:1(11Z)/18:1(11Z)/14:1(9Z)/18:1(11Z))	CL(14:1(11Z)/18:1(11Z)/14:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(11Z)/14:1(9Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C4 positions, one chain of (9Z-tetradecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-38-28-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24-26,29-30,67-69,74H,5-10,12-14,16-19,21-23,27-28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,24-20-,29-25-,30-26-/t67-,68+,69+/m0/s1	NVJWQOCNCZZRQU-KJASCZEKSA-N	1344.909627			MMDBc0040623
BASm0027425	CL(14:1(11Z)/18:1(11Z)/14:1(9Z)/18:1(9Z))	CL(14:1(11Z)/18:1(11Z)/14:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(11Z)/14:1(9Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-38-28-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24-25,29,32,34,67-69,74H,5-10,12-14,16-19,21-23,26-28,30-31,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,24-20-,29-25-,34-32-/t67-,68+,69+/m0/s1	RARDGXVPQKPZLW-GVFFZUBWSA-N	1344.909627			MMDBc0040624
BASm0027426	CL(14:1(11Z)/18:1(11Z)/18:1(11Z)/18:1(11Z))	CL(14:1(11Z)/18:1(11Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(11Z)/18:1(11Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, three chains of (11Z-octadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h12,16,25-27,29-31,71-73,78H,5-11,13-15,17-24,28,32-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,29-25-,30-26-,31-27-/t71-,72+,73+/m0/s1	ZCKLGXYRLBVXFX-JYBFMFFBSA-N	1400.972227			MMDBc0040625
BASm0027427	CL(14:1(11Z)/18:1(11Z)/18:1(11Z)/18:1(9Z))	CL(14:1(11Z)/18:1(11Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(11Z)/18:1(11Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h12,16,25-26,29-30,34,37,71-73,78H,5-11,13-15,17-24,27-28,31-33,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,29-25-,30-26-,37-34-/t71-,72+,73+/m0/s1	VMDZDLIXAGAGRW-GPWBNAAUSA-N	1400.972227			MMDBc0040626
BASm0027428	CL(14:1(11Z)/18:1(11Z)/18:1(11Z)/20:0)	CL(14:1(11Z)/18:1(11Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(11Z)/18:1(11Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,73-75,80H,5-11,13-15,17-25,28-29,32-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-,31-27-/t73-,74+,75+/m0/s1	XYYMWDKKYDQCFF-POPXRGQRSA-N	1431.019177			MMDBc0040627
BASm0027429	CL(14:1(11Z)/18:1(11Z)/18:1(11Z)/20:1(11Z))	CL(14:1(11Z)/18:1(11Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(11Z)/18:1(11Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h12,16,26-27,30-32,35,73-75,80H,5-11,13-15,17-25,28-29,33-34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-,31-27-,35-32-/t73-,74+,75+/m0/s1	SRPAJDMGVZZORN-ORKFVAPJSA-N	1429.003527			MMDBc0040628
BASm0027430	CL(14:1(11Z)/18:1(11Z)/18:1(11Z)/20:1(13Z))	CL(14:1(11Z)/18:1(11Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(11Z)/18:1(11Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h12,16,25-27,29-31,73-75,80H,5-11,13-15,17-24,28,32-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,29-25-,30-26-,31-27-/t73-,74+,75+/m0/s1	GIVVWKNQGNOBJU-UCSGRNBNSA-N	1429.003527			MMDBc0040629
BASm0027431	CL(14:1(11Z)/18:1(11Z)/18:1(11Z)/22:0)	CL(14:1(11Z)/18:1(11Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(11Z)/18:1(11Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,75-77,82H,5-11,13-15,17-25,28-29,32-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,31-27-/t75-,76+,77+/m0/s1	FCIWXJUDKRNFIK-XHILJTKLSA-N	1459.050477			MMDBc0040630
BASm0027432	CL(14:1(11Z)/18:1(11Z)/18:1(11Z)/22:1(11Z))	CL(14:1(11Z)/18:1(11Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(11Z)/18:1(11Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,36-37,75-77,82H,5-11,13-15,17-25,28-29,32-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,31-27-,37-36-/t75-,76+,77+/m0/s1	XUZPYFPUKSKNBT-QGZQYBDWSA-N	1457.034827			MMDBc0040631
BASm0027433	CL(14:1(11Z)/18:1(11Z)/18:1(11Z)/22:1(9Z))	CL(14:1(11Z)/18:1(11Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(11Z)/18:1(11Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,38,41,75-77,82H,5-11,13-15,17-25,28-29,32-37,39-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,31-27-,41-38-/t75-,76+,77+/m0/s1	SPCASLMSLXNZAF-NGDJWLTJSA-N	1457.034827			MMDBc0040632
BASm0027434	CL(14:1(11Z)/18:1(11Z)/18:1(9Z)/18:1(11Z))	CL(14:1(11Z)/18:1(11Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(11Z)/18:1(9Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C4 positions, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h12,16,26-27,30-32,35,71-73,78H,5-11,13-15,17-25,28-29,33-34,36-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,30-26-,31-27-,35-32-/t71-,72+,73+/m0/s1	JVOXTDXAAAZQEA-ZSMVSKCSSA-N	1400.972227			MMDBc0040633
BASm0027435	CL(14:1(11Z)/18:1(11Z)/18:1(9Z)/18:1(9Z))	CL(14:1(11Z)/18:1(11Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(11Z)/18:1(9Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h12,16,26,30,32,34-35,37,71-73,78H,5-11,13-15,17-25,27-29,31,33,36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,30-26-,35-32-,37-34-/t71-,72+,73+/m0/s1	DWZQZRVSGMAHPN-DDPQZLPCSA-N	1400.972227			MMDBc0040634
BASm0027436	CL(14:1(11Z)/18:1(11Z)/18:1(9Z)/20:0)	CL(14:1(11Z)/18:1(11Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(11Z)/18:1(9Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h12,16,27,31,33,37,73-75,80H,5-11,13-15,17-26,28-30,32,34-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,31-27-,37-33-/t73-,74+,75+/m0/s1	NXPIHYZHMNIREA-HSNZKKRTSA-N	1431.019177			MMDBc0040635
BASm0027437	CL(14:1(11Z)/18:1(11Z)/18:1(9Z)/20:1(11Z))	CL(14:1(11Z)/18:1(11Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(11Z)/18:1(9Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h12,16,27,31-33,35,37,73-75,80H,5-11,13-15,17-26,28-30,34,36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,31-27-,35-32-,37-33-/t73-,74+,75+/m0/s1	HDXZCQJUZQLGLZ-XKTCCXROSA-N	1429.003527			MMDBc0040636
BASm0027438	CL(14:1(11Z)/18:1(11Z)/18:1(9Z)/20:1(13Z))	CL(14:1(11Z)/18:1(11Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(11Z)/18:1(9Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h12,16,25,27,29,31,33,37,73-75,80H,5-11,13-15,17-24,26,28,30,32,34-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,29-25-,31-27-,37-33-/t73-,74+,75+/m0/s1	GMAKOQGRKGLSFP-QHIYJLPRSA-N	1429.003527			MMDBc0040637
BASm0027439	CL(14:1(11Z)/18:1(11Z)/18:1(9Z)/22:0)	CL(14:1(11Z)/18:1(11Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(11Z)/18:1(9Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h12,16,27,31,33,39,75-77,82H,5-11,13-15,17-26,28-30,32,34-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,31-27-,39-33-/t75-,76+,77+/m0/s1	WJYUHVNSVPVMOZ-OKCBCCNKSA-N	1459.050477			MMDBc0040638
BASm0027440	CL(14:1(11Z)/18:1(11Z)/18:1(9Z)/22:1(11Z))	CL(14:1(11Z)/18:1(11Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(11Z)/18:1(9Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h12,16,27,31,33,36-37,39,75-77,82H,5-11,13-15,17-26,28-30,32,34-35,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,31-27-,37-36-,39-33-/t75-,76+,77+/m0/s1	YQUYBUMJAXZOAK-XESYLHLZSA-N	1457.034827			MMDBc0040639
BASm0027441	CL(14:1(11Z)/18:1(11Z)/18:1(9Z)/22:1(9Z))	CL(14:1(11Z)/18:1(11Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(11Z)/18:1(9Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h12,16,27,31,33,38-39,41,75-77,82H,5-11,13-15,17-26,28-30,32,34-37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,31-27-,39-33-,41-38-/t75-,76+,77+/m0/s1	LEGXMIQYQNWRSW-SAIBUMEZSA-N	1457.034827			MMDBc0040640
BASm0027442	CL(14:1(11Z)/18:1(11Z)/20:0/20:0)	CL(14:1(11Z)/18:1(11Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(11Z)/20:0/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h12,16,27,31,75-77,82H,5-11,13-15,17-26,28-30,32-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,31-27-/t75-,76+,77+/m0/s1	ZSIFZVHTERQJHN-MLTMYFDGSA-N	1461.066127			MMDBc0040641
BASm0027443	CL(14:1(11Z)/18:1(11Z)/20:0/20:1(11Z))	CL(14:1(11Z)/18:1(11Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(11Z)/20:0/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h12,16,27,31,33,36,75-77,82H,5-11,13-15,17-26,28-30,32,34-35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,31-27-,36-33-/t75-,76+,77+/m0/s1	WSAWBNPJVKUARE-WUBLYXFBSA-N	1459.050477			MMDBc0040642
BASm0027444	CL(14:1(11Z)/18:1(11Z)/20:0/20:1(13Z))	CL(14:1(11Z)/18:1(11Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(11Z)/20:0/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h12,16,26-27,30-31,75-77,82H,5-11,13-15,17-25,28-29,32-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,31-27-/t75-,76+,77+/m0/s1	MPZQHTBIAQCNPW-XHILJTKLSA-N	1459.050477			MMDBc0040643
BASm0027445	CL(14:1(11Z)/18:1(11Z)/20:1(11Z)/20:1(11Z))	CL(14:1(11Z)/18:1(11Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(11Z)/20:1(11Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h12,16,27,31-33,35-36,75-77,82H,5-11,13-15,17-26,28-30,34,37-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,31-27-,35-32-,36-33-/t75-,76+,77+/m0/s1	UJPIUCNMGYYWOL-UTVNRCBZSA-N	1457.034827			MMDBc0040644
BASm0027446	CL(14:1(11Z)/18:1(11Z)/20:1(11Z)/20:1(13Z))	CL(14:1(11Z)/18:1(11Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(11Z)/20:1(11Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h12,16,26-27,30-32,35,75-77,82H,5-11,13-15,17-25,28-29,33-34,36-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,31-27-,35-32-/t75-,76+,77+/m0/s1	JJWZFOPCTCECRY-UPDZWPBJSA-N	1457.034827			MMDBc0040645
BASm0027447	CL(14:1(11Z)/18:1(11Z)/20:1(13Z)/20:1(11Z))	CL(14:1(11Z)/18:1(11Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(11Z)/20:1(13Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h12,16,25,27,29,31,33,36,75-77,82H,5-11,13-15,17-24,26,28,30,32,34-35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,29-25-,31-27-,36-33-/t75-,76+,77+/m0/s1	JDZVMJXHLKJVIC-PYLXLHRNSA-N	1457.034827			MMDBc0040646
BASm0027448	CL(14:1(11Z)/18:1(11Z)/20:1(13Z)/20:1(13Z))	CL(14:1(11Z)/18:1(11Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(11Z)/20:1(13Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h12,16,25-27,29-31,75-77,82H,5-11,13-15,17-24,28,32-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,29-25-,30-26-,31-27-/t75-,76+,77+/m0/s1	KMWHQJCWBGPPBB-ONBLGWOLSA-N	1457.034827			MMDBc0040647
BASm0027449	CL(14:1(11Z)/18:1(9Z)/14:1(11Z)/18:1(11Z))	CL(14:1(11Z)/18:1(9Z)/14:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(9Z)/14:1(11Z)/18:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-38-28-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2/h11-12,15-16,25,29,32,34,67-69,74H,5-10,13-14,17-24,26-28,30-31,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,16-12-,29-25-,34-32-/t67-,68-,69-/m1/s1	ACWRIWKSUPPBFN-BPXKRSRKSA-N	1344.909627			MMDBc0040648
BASm0027450	CL(14:1(11Z)/18:1(9Z)/14:1(11Z)/18:1(9Z))	CL(14:1(11Z)/18:1(9Z)/14:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(9Z)/14:1(11Z)/18:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, two chains of (9Z-octadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-38-28-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2/h11-12,15-16,31-34,67-69,74H,5-10,13-14,17-30,35-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,16-12-,33-31-,34-32-/t68-,69-/m1/s1	DXEBIAQJBIJBDJ-BQTPANKXSA-N	1344.909627			MMDBc0040649
BASm0027451	CL(14:1(11Z)/18:1(9Z)/14:1(9Z)/18:1(11Z))	CL(14:1(11Z)/18:1(9Z)/14:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(9Z)/14:1(9Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-38-28-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24,26,30-31,33,67-69,74H,5-10,12-14,16-19,21-23,25,27-29,32,34-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,24-20-,30-26-,33-31-/t67-,68+,69+/m0/s1	VCGVTFCGGGZNHR-XGRPLXNCSA-N	1344.909627			MMDBc0040650
BASm0027452	CL(14:1(11Z)/18:1(9Z)/14:1(9Z)/18:1(9Z))	CL(14:1(11Z)/18:1(9Z)/14:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(9Z)/14:1(9Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C4 positions, one chain of (9Z-tetradecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-38-28-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24,31-34,67-69,74H,5-10,12-14,16-19,21-23,25-30,35-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,24-20-,33-31-,34-32-/t67-,68+,69+/m0/s1	KKMNJPYWUNTCJP-PDPMPBLMSA-N	1344.909627			MMDBc0040651
BASm0027453	CL(14:1(11Z)/18:1(9Z)/18:1(11Z)/18:1(11Z))	CL(14:1(11Z)/18:1(9Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(9Z)/18:1(11Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h12,16,25,27,29,31,33,36,71-73,78H,5-11,13-15,17-24,26,28,30,32,34-35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,29-25-,31-27-,36-33-/t71-,72+,73+/m0/s1	UPISBDPVJPNKRL-YBBZLHGHSA-N	1400.972227			MMDBc0040652
BASm0027454	CL(14:1(11Z)/18:1(9Z)/18:1(11Z)/18:1(9Z))	CL(14:1(11Z)/18:1(9Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(9Z)/18:1(11Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C4 positions, one chain of (11Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h12,16,25,29,33-34,36-37,71-73,78H,5-11,13-15,17-24,26-28,30-32,35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,29-25-,36-33-,37-34-/t71-,72+,73+/m0/s1	BPZNGZFOWSSEIY-CIEFRBMKSA-N	1400.972227			MMDBc0040653
BASm0027455	CL(14:1(11Z)/18:1(9Z)/18:1(11Z)/20:0)	CL(14:1(11Z)/18:1(9Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(9Z)/18:1(11Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h12,16,26,30,34,38,73-75,80H,5-11,13-15,17-25,27-29,31-33,35-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-,38-34-/t73-,74+,75+/m0/s1	FMAIDWPTIWISSZ-IPDWMSDKSA-N	1431.019177			MMDBc0040654
BASm0027456	CL(14:1(11Z)/18:1(9Z)/18:1(11Z)/20:1(11Z))	CL(14:1(11Z)/18:1(9Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(9Z)/18:1(11Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h12,16,26,30,32,34-35,38,73-75,80H,5-11,13-15,17-25,27-29,31,33,36-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,30-26-,35-32-,38-34-/t73-,74+,75+/m0/s1	PKZAHEMTTTUGEJ-YCXYISHESA-N	1429.003527			MMDBc0040655
BASm0027457	CL(14:1(11Z)/18:1(9Z)/18:1(11Z)/20:1(13Z))	CL(14:1(11Z)/18:1(9Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(9Z)/18:1(11Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h12,16,25-26,29-30,34,38,73-75,80H,5-11,13-15,17-24,27-28,31-33,35-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,29-25-,30-26-,38-34-/t73-,74+,75+/m0/s1	GVNLDPOKAJEOLA-UEPSKNINSA-N	1429.003527			MMDBc0040656
BASm0027458	CL(14:1(11Z)/18:1(9Z)/18:1(11Z)/22:0)	CL(14:1(11Z)/18:1(9Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(9Z)/18:1(11Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h12,16,26,30,34,40,75-77,82H,5-11,13-15,17-25,27-29,31-33,35-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,40-34-/t75-,76+,77+/m0/s1	HVUGTUOMIAKGMZ-GJDPLBCPSA-N	1459.050477			MMDBc0040657
BASm0027459	CL(14:1(11Z)/18:1(9Z)/18:1(11Z)/22:1(11Z))	CL(14:1(11Z)/18:1(9Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(9Z)/18:1(11Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h12,16,26,30,34,36-37,40,75-77,82H,5-11,13-15,17-25,27-29,31-33,35,38-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,37-36-,40-34-/t75-,76+,77+/m0/s1	BONKDECGFONYMT-NBGVPAHHSA-N	1457.034827			MMDBc0040658
BASm0027460	CL(14:1(11Z)/18:1(9Z)/18:1(11Z)/22:1(9Z))	CL(14:1(11Z)/18:1(9Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(9Z)/18:1(11Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h12,16,26,30,34,38,40-41,75-77,82H,5-11,13-15,17-25,27-29,31-33,35-37,39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,40-34-,41-38-/t75-,76+,77+/m0/s1	LWBCMCZOSILDMA-XNPDDVAASA-N	1457.034827			MMDBc0040659
BASm0027461	CL(14:1(11Z)/18:1(9Z)/18:1(9Z)/18:1(11Z))	CL(14:1(11Z)/18:1(9Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(9Z)/18:1(9Z)/18:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h12,16,27,31-33,35-36,71-73,78H,5-11,13-15,17-26,28-30,34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,31-27-,35-32-,36-33-/t71-,72+,73+/m0/s1	UUKFBHBXNLAGSC-KQOPMEMNSA-N	1400.972227			MMDBc0040660
BASm0027462	CL(14:1(11Z)/18:1(9Z)/18:1(9Z)/18:1(9Z))	CL(14:1(11Z)/18:1(9Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(9Z)/18:1(9Z)/18:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, three chains of (9Z-octadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h12,16,32-37,71-73,78H,5-11,13-15,17-31,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,35-32-,36-33-,37-34-/t71-,72+,73+/m0/s1	HNOQRXSTCWVYDN-DWDDZFAMSA-N	1400.972227			MMDBc0040661
BASm0027463	CL(14:1(11Z)/18:1(9Z)/18:1(9Z)/20:0)	CL(14:1(11Z)/18:1(9Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(9Z)/18:1(9Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h12,16,33-34,37-38,73-75,80H,5-11,13-15,17-32,35-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,37-33-,38-34-/t73-,74+,75+/m0/s1	SLPIRDKJDIOXKE-GISBIZDQSA-N	1431.019177			MMDBc0040662
BASm0027464	CL(14:1(11Z)/18:1(9Z)/18:1(9Z)/20:1(11Z))	CL(14:1(11Z)/18:1(9Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(9Z)/18:1(9Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h12,16,32-35,37-38,73-75,80H,5-11,13-15,17-31,36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,35-32-,37-33-,38-34-/t73-,74+,75+/m0/s1	FVAHMLDCHVDBOL-OCPCYHQCSA-N	1429.003527			MMDBc0040663
BASm0027465	CL(14:1(11Z)/18:1(9Z)/18:1(9Z)/20:1(13Z))	CL(14:1(11Z)/18:1(9Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(9Z)/18:1(9Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h12,16,25,29,33-34,37-38,73-75,80H,5-11,13-15,17-24,26-28,30-32,35-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,29-25-,37-33-,38-34-/t73-,74+,75+/m0/s1	HVJUPOFRAMJRAV-QDFYWWMLSA-N	1429.003527			MMDBc0040664
BASm0027466	CL(14:1(11Z)/18:1(9Z)/18:1(9Z)/22:0)	CL(14:1(11Z)/18:1(9Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(9Z)/18:1(9Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h12,16,33-34,39-40,75-77,82H,5-11,13-15,17-32,35-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,39-33-,40-34-/t75-,76+,77+/m0/s1	PUFLGMGGPMSDFN-GWZJGKSASA-N	1459.050477			MMDBc0040665
BASm0027467	CL(14:1(11Z)/18:1(9Z)/18:1(9Z)/22:1(11Z))	CL(14:1(11Z)/18:1(9Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(9Z)/18:1(9Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h12,16,33-34,36-37,39-40,75-77,82H,5-11,13-15,17-32,35,38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,37-36-,39-33-,40-34-/t75-,76+,77+/m0/s1	XCHPCUWBXRMCSW-BHXNLURWSA-N	1457.034827			MMDBc0040666
BASm0027468	CL(14:1(11Z)/18:1(9Z)/18:1(9Z)/22:1(9Z))	CL(14:1(11Z)/18:1(9Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(9Z)/18:1(9Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h12,16,33-34,38-41,75-77,82H,5-11,13-15,17-32,35-37,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,39-33-,40-34-,41-38-/t75-,76+,77+/m0/s1	LARNDQVLKBKOJX-CILQEXCPSA-N	1457.034827			MMDBc0040667
BASm0027469	CL(14:1(11Z)/18:1(9Z)/20:0/20:0)	CL(14:1(11Z)/18:1(9Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(9Z)/20:0/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h12,16,34,39,75-77,82H,5-11,13-15,17-33,35-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,39-34-/t75-,76+,77+/m0/s1	FKJNOUZIVYROKZ-KKYCGFNDSA-N	1461.066127			MMDBc0040668
BASm0027470	CL(14:1(11Z)/18:1(9Z)/20:0/20:1(11Z))	CL(14:1(11Z)/18:1(9Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(9Z)/20:0/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h12,16,33-34,36,39,75-77,82H,5-11,13-15,17-32,35,37-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,36-33-,39-34-/t75-,76+,77+/m0/s1	RDTKNXIIIYMUIY-XIEHVBHTSA-N	1459.050477			MMDBc0040669
BASm0027471	CL(14:1(11Z)/18:1(9Z)/20:0/20:1(13Z))	CL(14:1(11Z)/18:1(9Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(9Z)/20:0/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h12,16,26,30,34,39,75-77,82H,5-11,13-15,17-25,27-29,31-33,35-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,39-34-/t75-,76+,77+/m0/s1	WFFGSJOPKBPOFG-FKZVCMINSA-N	1459.050477			MMDBc0040670
BASm0027472	CL(14:1(11Z)/18:1(9Z)/20:1(11Z)/20:1(11Z))	CL(14:1(11Z)/18:1(9Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(9Z)/20:1(11Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h12,16,32-36,39,75-77,82H,5-11,13-15,17-31,37-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,35-32-,36-33-,39-34-/t75-,76+,77+/m0/s1	GERKEPATVCBERS-PZGSZPOMSA-N	1457.034827			MMDBc0040671
BASm0027473	CL(14:1(11Z)/18:1(9Z)/20:1(11Z)/20:1(13Z))	CL(14:1(11Z)/18:1(9Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(9Z)/20:1(11Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h12,16,26,30,32,34-35,39,75-77,82H,5-11,13-15,17-25,27-29,31,33,36-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,30-26-,35-32-,39-34-/t75-,76+,77+/m0/s1	DJRGRIOMSWEYLD-ZFPBHELLSA-N	1457.034827			MMDBc0040672
BASm0027474	CL(14:1(11Z)/18:1(9Z)/20:1(13Z)/20:1(11Z))	CL(14:1(11Z)/18:1(9Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(9Z)/20:1(13Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h12,16,25,29,33-34,36,39,75-77,82H,5-11,13-15,17-24,26-28,30-32,35,37-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,29-25-,36-33-,39-34-/t75-,76+,77+/m0/s1	VKWKHUIGYBVZTI-YBOJXHKNSA-N	1457.034827			MMDBc0040673
BASm0027475	CL(14:1(11Z)/18:1(9Z)/20:1(13Z)/20:1(13Z))	CL(14:1(11Z)/18:1(9Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/18:1(9Z)/20:1(13Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h12,16,25-26,29-30,34,39,75-77,82H,5-11,13-15,17-24,27-28,31-33,35-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,29-25-,30-26-,39-34-/t75-,76+,77+/m0/s1	OKEKLQFMOUONRG-YOSPGXBVSA-N	1457.034827			MMDBc0040674
BASm0027476	CL(14:1(11Z)/20:0/14:1(11Z)/20:0)	CL(14:1(11Z)/20:0/14:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/20:0/14:1(11Z)/20:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, two chains of eicosanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2/h11-12,15-16,71-73,78H,5-10,13-14,17-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-/t72-,73-/m1/s1	PGYPVQARJPGOSL-FGVRFCJNSA-N	1405.003527			MMDBc0040675
BASm0027477	CL(14:1(11Z)/20:0/14:1(9Z)/20:0)	CL(14:1(11Z)/20:0/14:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/20:0/14:1(9Z)/20:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of eicosanoic acid at the C2 and C4 positions, one chain of (9Z-tetradecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24,71-73,78H,5-10,12-14,16-19,21-23,25-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-/t71-,72+,73+/m0/s1	HCVWFBDAVZNDOX-QLVJCEEASA-N	1405.003527			MMDBc0040676
BASm0027478	CL(14:1(11Z)/20:1(11Z)/14:1(11Z)/20:1(11Z))	CL(14:1(11Z)/20:1(11Z)/14:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/20:1(11Z)/14:1(11Z)/20:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, two chains of (11Z-eicosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2/h11-12,15-16,31-34,71-73,78H,5-10,13-14,17-30,35-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,33-31-,34-32-/t72-,73-/m1/s1	JDSGREZAJJJYPO-OLUYWVIESA-N	1400.972227			MMDBc0040677
BASm0027479	CL(14:1(11Z)/20:1(11Z)/14:1(11Z)/20:1(13Z))	CL(14:1(11Z)/20:1(11Z)/14:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/20:1(11Z)/14:1(11Z)/20:1(13Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, one chain of (11Z-eicosenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2/h11-12,15-16,25,29,32,34,71-73,78H,5-10,13-14,17-24,26-28,30-31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,29-25-,34-32-/t71-,72-,73-/m1/s1	CKYQSCAPMKYXCY-JQPBGKBISA-N	1400.972227			MMDBc0040678
BASm0027480	CL(14:1(11Z)/20:1(11Z)/14:1(9Z)/20:1(11Z))	CL(14:1(11Z)/20:1(11Z)/14:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/20:1(11Z)/14:1(9Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-eicosenoyl) at the C2 and C4 positions, one chain of (9Z-tetradecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24,31-34,71-73,78H,5-10,12-14,16-19,21-23,25-30,35-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,33-31-,34-32-/t71-,72+,73+/m0/s1	DTUXBIQNSHCTCF-LPQCAFRBSA-N	1400.972227			MMDBc0040679
BASm0027481	CL(14:1(11Z)/20:1(11Z)/14:1(9Z)/20:1(13Z))	CL(14:1(11Z)/20:1(11Z)/14:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/20:1(11Z)/14:1(9Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-eicosenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24,26,30-31,33,71-73,78H,5-10,12-14,16-19,21-23,25,27-29,32,34-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,30-26-,33-31-/t71-,72+,73+/m0/s1	TWYHORDLDQEYDM-AMAWMDFTSA-N	1400.972227			MMDBc0040680
BASm0027482	CL(14:1(11Z)/20:1(13Z)/14:1(11Z)/20:1(11Z))	CL(14:1(11Z)/20:1(13Z)/14:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/20:1(13Z)/14:1(11Z)/20:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, one chain of (13Z-eicosenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2/h11-12,15-16,25,29,32,34,71-73,78H,5-10,13-14,17-24,26-28,30-31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,29-25-,34-32-/t71-,72+,73+/m0/s1	CKYQSCAPMKYXCY-SBNCYJOKSA-N	1400.972227			MMDBc0040681
BASm0027483	CL(14:1(11Z)/20:1(13Z)/14:1(11Z)/20:1(13Z))	CL(14:1(11Z)/20:1(13Z)/14:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/20:1(13Z)/14:1(11Z)/20:1(13Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, two chains of (13Z-eicosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2/h11-12,15-16,25-26,29-30,71-73,78H,5-10,13-14,17-24,27-28,31-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,29-25-,30-26-/t72-,73-/m1/s1	SWILKHVOAMJANO-YELOYCABSA-N	1400.972227			MMDBc0040682
BASm0027484	CL(14:1(11Z)/20:1(13Z)/14:1(9Z)/20:1(11Z))	CL(14:1(11Z)/20:1(13Z)/14:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/20:1(13Z)/14:1(9Z)/20:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (13Z-eicosenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24-25,29,32,34,71-73,78H,5-10,12-14,16-19,21-23,26-28,30-31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,29-25-,34-32-/t71-,72+,73+/m0/s1	PGKVFJHOKPAJLH-LQUSVRTGSA-N	1400.972227			MMDBc0040683
BASm0027485	CL(14:1(11Z)/20:1(13Z)/14:1(9Z)/20:1(13Z))	CL(14:1(11Z)/20:1(13Z)/14:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/20:1(13Z)/14:1(9Z)/20:1(13Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (13Z-eicosenoyl) at the C2 and C4 positions, one chain of (9Z-tetradecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24-26,29-30,71-73,78H,5-10,12-14,16-19,21-23,27-28,31-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,29-25-,30-26-/t71-,72+,73+/m0/s1	MRLJBKPOVGHFCO-ILIQBFIVSA-N	1400.972227			MMDBc0040684
BASm0027486	CL(14:1(11Z)/22:0/14:1(11Z)/22:0)	CL(14:1(11Z)/22:0/14:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/22:0/14:1(11Z)/22:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, two chains of docosanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2/h11-12,15-16,75-77,82H,5-10,13-14,17-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-/t76-,77-/m1/s1	PWEAZDUPCMKQLK-WVTRQOOKSA-N	1461.066127			MMDBc0040685
BASm0027487	CL(14:1(11Z)/22:0/14:1(9Z)/22:0)	CL(14:1(11Z)/22:0/14:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/22:0/14:1(9Z)/22:0) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of docosanoic acid at the C2 and C4 positions, one chain of (9Z-tetradecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24,75-77,82H,5-10,12-14,16-19,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-/t75-,76+,77+/m0/s1	SYOPBBMRJCUXNJ-MSJHDEPISA-N	1461.066127			MMDBc0040686
BASm0027488	CL(14:1(11Z)/22:1(11Z)/14:1(11Z)/22:1(11Z))	CL(14:1(11Z)/22:1(11Z)/14:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/22:1(11Z)/14:1(11Z)/22:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, two chains of (11Z-docosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2/h11-12,15-16,35-38,75-77,82H,5-10,13-14,17-34,39-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,37-35-,38-36-/t76-,77-/m1/s1	CEFDFZQKQGQWSP-IBESUXGFSA-N	1457.034827			MMDBc0040687
BASm0027489	CL(14:1(11Z)/22:1(11Z)/14:1(11Z)/22:1(9Z))	CL(14:1(11Z)/22:1(11Z)/14:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/22:1(11Z)/14:1(11Z)/22:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, one chain of (11Z-docosenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2/h11-12,15-16,35,37,40,42,75-77,82H,5-10,13-14,17-34,36,38-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,37-35-,42-40-/t75-,76+,77+/m0/s1	IGDIJJPNBBNHTD-BHENBRGHSA-N	1457.034827			MMDBc0040688
BASm0027490	CL(14:1(11Z)/22:1(11Z)/14:1(9Z)/22:1(11Z))	CL(14:1(11Z)/22:1(11Z)/14:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/22:1(11Z)/14:1(9Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (11Z-docosenoyl) at the C2 and C4 positions, one chain of (9Z-tetradecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24,35-38,75-77,82H,5-10,12-14,16-19,21-23,25-34,39-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,37-35-,38-36-/t75-,76+,77+/m0/s1	GRHVVUYJGFUPNV-MBFJISSBSA-N	1457.034827			MMDBc0040689
BASm0027491	CL(14:1(11Z)/22:1(11Z)/14:1(9Z)/22:1(9Z))	CL(14:1(11Z)/22:1(11Z)/14:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/22:1(11Z)/14:1(9Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (11Z-docosenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24,35,37,40,42,75-77,82H,5-10,12-14,16-19,21-23,25-34,36,38-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,37-35-,42-40-/t75-,76+,77+/m0/s1	POUCHHXURFHBKB-OTZLCWOCSA-N	1457.034827			MMDBc0040690
BASm0027492	CL(14:1(11Z)/22:1(9Z)/14:1(11Z)/22:1(11Z))	CL(14:1(11Z)/22:1(9Z)/14:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/22:1(9Z)/14:1(11Z)/22:1(11Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, one chain of (9Z-docosenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2/h11-12,15-16,35,37,40,42,75-77,82H,5-10,13-14,17-34,36,38-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,37-35-,42-40-/t75-,76-,77-/m1/s1	IGDIJJPNBBNHTD-FMSVCKGISA-N	1457.034827			MMDBc0040691
BASm0027493	CL(14:1(11Z)/22:1(9Z)/14:1(11Z)/22:1(9Z))	CL(14:1(11Z)/22:1(9Z)/14:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/22:1(9Z)/14:1(11Z)/22:1(9Z)) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, two chains of (9Z-docosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2/h11-12,15-16,39-42,75-77,82H,5-10,13-14,17-38,43-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,41-39-,42-40-/t76-,77-/m1/s1	RKUFTFMRTWJTRY-JFRWIXSMSA-N	1457.034827			MMDBc0040692
BASm0027494	CL(14:1(11Z)/22:1(9Z)/14:1(9Z)/22:1(11Z))	CL(14:1(11Z)/22:1(9Z)/14:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/22:1(9Z)/14:1(9Z)/22:1(11Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, one chain of (9Z-docosenoyl) at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24,36,38-39,41,75-77,82H,5-10,12-14,16-19,21-23,25-35,37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,38-36-,41-39-/t75-,76+,77+/m0/s1	GZLPIMUENIRANW-OBFOXKHQSA-N	1457.034827			MMDBc0040693
BASm0027495	CL(14:1(11Z)/22:1(9Z)/14:1(9Z)/22:1(9Z))	CL(14:1(11Z)/22:1(9Z)/14:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(11Z)/22:1(9Z)/14:1(9Z)/22:1(9Z)) contains one chain of (11Z-tetradecenoyl) at the C1 position, two chains of (9Z-docosenoyl) at the C2 and C4 positions, one chain of (9Z-tetradecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24,39-42,75-77,82H,5-10,12-14,16-19,21-23,25-38,43-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,41-39-,42-40-/t75-,76+,77+/m0/s1	AMSJRGIEWUGBQS-ZKEQKOJOSA-N	1457.034827			MMDBc0040694
BASm0027496	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/18:0)	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/18:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h11-12,15-16,18,22,63-65,70H,5-10,13-14,17,19-21,23-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,16-12-,22-18-/t63-,64+,65+/m0/s1	BGIPQJXSVVYSPN-OFSCLJHFSA-N	1290.862677			MMDBc0040695
BASm0027497	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/18:1(11Z))	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h11-12,15-16,18,22,25,29,63-65,70H,5-10,13-14,17,19-21,23-24,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,16-12-,22-18-,29-25-/t63-,64+,65+/m0/s1	JSOVRVJGJJJOSC-ZVXUIMRZSA-N	1288.847027			MMDBc0040696
BASm0027498	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/18:1(9Z))	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h11-12,15-16,18,22,30-31,63-65,70H,5-10,13-14,17,19-21,23-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,16-12-,22-18-,31-30-/t63-,64+,65+/m0/s1	RFDNOMKPKDZNFF-YMFITINCSA-N	1288.847027			MMDBc0040697
BASm0027499	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/20:0)	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h11-12,15-16,18,22,65-67,72H,5-10,13-14,17,19-21,23-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,16-12-,22-18-/t65-,66+,67+/m0/s1	ACLJGDGKBFZBLO-YRSRTOERSA-N	1318.893977			MMDBc0040698
BASm0027500	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/20:1(11Z))	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h11-12,15-16,18,22,30-31,65-67,72H,5-10,13-14,17,19-21,23-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,16-12-,22-18-,31-30-/t65-,66+,67+/m0/s1	GSYKYEQDTZBVSM-IWDQGSDVSA-N	1316.878327			MMDBc0040699
BASm0027501	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/20:1(13Z))	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h11-12,15-16,18,22,25,29,65-67,72H,5-10,13-14,17,19-21,23-24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,16-12-,22-18-,29-25-/t65-,66+,67+/m0/s1	QEGBWTSNPRJSRY-ZBTOSSPUSA-N	1316.878327			MMDBc0040700
BASm0027502	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/22:0)	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h11-12,15-16,18,22,67-69,74H,5-10,13-14,17,19-21,23-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,16-12-,22-18-/t67-,68+,69+/m0/s1	OVLXKQFSLRYGQY-LCIRPFIWSA-N	1346.925277			MMDBc0040701
BASm0027503	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/22:1(11Z))	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h11-12,15-16,18,22,32-33,67-69,74H,5-10,13-14,17,19-21,23-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,16-12-,22-18-,33-32-/t67-,68+,69+/m0/s1	NMLSUGCCDJLVTF-NZZIKOBVSA-N	1344.909627			MMDBc0040702
BASm0027504	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/22:1(9Z))	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h11-12,15-16,18,22,34-35,67-69,74H,5-10,13-14,17,19-21,23-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,16-12-,22-18-,35-34-/t67-,68+,69+/m0/s1	ZNMUUUCKVZPLGY-ALVSFUJPSA-N	1344.909627			MMDBc0040703
BASm0027505	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/24:0)	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h11-12,15-16,18,22,69-71,76H,5-10,13-14,17,19-21,23-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-,22-18-/t69-,70+,71+/m0/s1	JCLJXAULJUVJDH-LBHVPGRWSA-N	1374.956577			MMDBc0040704
BASm0027506	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/24:1(11Z))	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h11-12,15-16,18,22,34-35,69-71,76H,5-10,13-14,17,19-21,23-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-,22-18-,35-34-/t69-,70+,71+/m0/s1	MJPURVFDPQVFGX-CWHBAHBCSA-N	1372.940927			MMDBc0040705
BASm0027507	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/24:1(9Z))	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h11-12,15-16,18,22,36-37,69-71,76H,5-10,13-14,17,19-21,23-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,16-12-,22-18-,37-36-/t69-,70+,71+/m0/s1	DVZUOHDZQIETMM-BWFJWZSISA-N	1372.940927			MMDBc0040706
BASm0027508	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/26:0)	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/26:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h11-12,15-16,18,22,71-73,78H,5-10,13-14,17,19-21,23-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,22-18-/t71-,72+,73+/m0/s1	LOLALOXGKZBMNQ-WOTLJHJQSA-N	1402.987877			MMDBc0040707
BASm0027509	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/26:1(11Z))	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/26:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h11-12,15-16,18,22,35-36,71-73,78H,5-10,13-14,17,19-21,23-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,16-12-,22-18-,36-35-/t71-,72+,73+/m0/s1	JSIUMYNTSLCCQG-YIJHDWQNSA-N	1400.972227			MMDBc0040708
BASm0027510	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/26:1(9Z))	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/26:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(94-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2/h11-12,15-16,18,22,38-39,72-74,79H,5-10,13-14,17,19-21,23-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b15-11-,16-12-,22-18-,39-38-/t72-,73+,74+/m0/s1	FADIPPKLZGCMPK-KTWSHYEJSA-N	1414.987877			MMDBc0040709
BASm0027511	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/28:0)	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/28:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h11-12,15-16,18,22,73-75,80H,5-10,13-14,17,19-21,23-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,22-18-/t73-,74+,75+/m0/s1	RCUCCKCTAWCLSW-PNDNKFJRSA-N	1431.019177			MMDBc0040710
BASm0027512	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/28:1(11Z))	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/28:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h11-12,15-16,18,22,37-38,73-75,80H,5-10,13-14,17,19-21,23-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,22-18-,38-37-/t73-,74+,75+/m0/s1	NTOBHWLDCHXPOA-VNGNLGEDSA-N	1429.003527			MMDBc0040711
BASm0027513	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/28:1(9Z))	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/28:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h11-12,15-16,18,22,39-40,73-75,80H,5-10,13-14,17,19-21,23-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,16-12-,22-18-,40-39-/t73-,74+,75+/m0/s1	UTLIUXISDOJHJP-SLHOIUBVSA-N	1429.003527			MMDBc0040712
BASm0027514	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/30:0)	CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(11Z)/30:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-tetradecenoyl) at the C2 and C3 positions, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-26-22-18-14-10-6-2/h11-12,15-16,18,22,75-77,82H,5-10,13-14,17,19-21,23-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,16-12-,22-18-/t75-,76+,77+/m0/s1	UDJTWNZWTPLORM-JFCUCJPSSA-N	1459.050477			MMDBc0040713
BASm0027515	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/18:0)	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/18:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h12,16,18-19,22-23,63-65,70H,5-11,13-15,17,20-21,24-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,22-18-,23-19-/t63-,64+,65+/m0/s1	DBVXVLSODVLHTM-FQOXZJEGSA-N	1290.862677			MMDBc0040714
BASm0027516	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/18:1(11Z))	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/18:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h12,16,18-19,22-23,25,29,63-65,70H,5-11,13-15,17,20-21,24,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,22-18-,23-19-,29-25-/t63-,64+,65+/m0/s1	KDPXOXMPLOGXJA-VVOBILAQSA-N	1288.847027			MMDBc0040715
BASm0027517	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/18:1(9Z))	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/18:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h12,16,18-19,22-23,30-31,63-65,70H,5-11,13-15,17,20-21,24-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,22-18-,23-19-,31-30-/t63-,64+,65+/m0/s1	UVQNLJQOJKEWDE-HDUCBASWSA-N	1288.847027			MMDBc0040716
BASm0027518	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/20:0)	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/20:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h12,16,18-19,22-23,65-67,72H,5-11,13-15,17,20-21,24-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,22-18-,23-19-/t65-,66+,67+/m0/s1	NYEGBUBSSXIGSW-SUUAETLYSA-N	1318.893977			MMDBc0040717
BASm0027519	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/20:1(11Z))	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/20:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h12,16,18-19,22-23,30-31,65-67,72H,5-11,13-15,17,20-21,24-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,22-18-,23-19-,31-30-/t65-,66+,67+/m0/s1	PXVIATMIYGYZHX-TUBMEOOOSA-N	1316.878327			MMDBc0040718
BASm0027520	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/20:1(13Z))	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/20:1(13Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h12,16,18-19,22-23,25,29,65-67,72H,5-11,13-15,17,20-21,24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,22-18-,23-19-,29-25-/t65-,66+,67+/m0/s1	DPSYSJHJVVTRNR-LVYPWSBISA-N	1316.878327			MMDBc0040719
BASm0027521	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/22:0)	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/22:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h12,16,18-19,22-23,67-69,74H,5-11,13-15,17,20-21,24-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,22-18-,23-19-/t67-,68+,69+/m0/s1	KSIJMFJZNRETGS-QIPYUHNMSA-N	1346.925277			MMDBc0040720
BASm0027522	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/22:1(11Z))	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/22:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h12,16,18-19,22-23,32-33,67-69,74H,5-11,13-15,17,20-21,24-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,22-18-,23-19-,33-32-/t67-,68+,69+/m0/s1	RWQVZPCKNOGDCR-SPHLCRDASA-N	1344.909627			MMDBc0040721
BASm0027523	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/22:1(9Z))	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/22:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h12,16,18-19,22-23,34-35,67-69,74H,5-11,13-15,17,20-21,24-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,22-18-,23-19-,35-34-/t67-,68+,69+/m0/s1	ZAAWXVHXQFYANS-CTBKLAHCSA-N	1344.909627			MMDBc0040722
BASm0027524	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/24:0)	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/24:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h12,16,18-19,22-23,69-71,76H,5-11,13-15,17,20-21,24-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,22-18-,23-19-/t69-,70+,71+/m0/s1	VNFITKAGNQBZJM-UBMOMARMSA-N	1374.956577			MMDBc0040723
BASm0027525	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/24:1(11Z))	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/24:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h12,16,18-19,22-23,34-35,69-71,76H,5-11,13-15,17,20-21,24-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,22-18-,23-19-,35-34-/t69-,70+,71+/m0/s1	XACHUDYGZKBNCA-WCPJPPRGSA-N	1372.940927			MMDBc0040724
BASm0027526	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/24:1(9Z))	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/24:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h12,16,18-19,22-23,36-37,69-71,76H,5-11,13-15,17,20-21,24-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,22-18-,23-19-,37-36-/t69-,70+,71+/m0/s1	STQULLXLBRZEEH-QLEROHGCSA-N	1372.940927			MMDBc0040725
BASm0027527	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/26:0)	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/26:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h12,16,18-19,22-23,71-73,78H,5-11,13-15,17,20-21,24-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,22-18-,23-19-/t71-,72+,73+/m0/s1	NKSUTYKYZUOZTL-WCIXJOPKSA-N	1402.987877			MMDBc0040726
BASm0027528	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/26:1(11Z))	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/26:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h12,16,18-19,22-23,35-36,71-73,78H,5-11,13-15,17,20-21,24-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,22-18-,23-19-,36-35-/t71-,72+,73+/m0/s1	ZNVXPXYNJJJOEN-DTYHKADTSA-N	1400.972227			MMDBc0040727
BASm0027529	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/26:1(9Z))	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/26:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(94-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2/h12,16,18-19,22-23,38-39,72-74,79H,5-11,13-15,17,20-21,24-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b16-12-,22-18-,23-19-,39-38-/t72-,73+,74+/m0/s1	JTCUKSFOGGYNFJ-KXXGLQDOSA-N	1414.987877			MMDBc0040728
BASm0027530	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/28:0)	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/28:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h12,16,18-19,22-23,73-75,80H,5-11,13-15,17,20-21,24-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,22-18-,23-19-/t73-,74+,75+/m0/s1	QIKUJOAECXRIRI-DJCCITFBSA-N	1431.019177			MMDBc0040729
BASm0027531	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/28:1(11Z))	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/28:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h12,16,18-19,22-23,37-38,73-75,80H,5-11,13-15,17,20-21,24-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,22-18-,23-19-,38-37-/t73-,74+,75+/m0/s1	LGYVHTFBUAOJGB-SOEKVKHZSA-N	1429.003527			MMDBc0040730
BASm0027532	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/28:1(9Z))	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/28:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h12,16,18-19,22-23,39-40,73-75,80H,5-11,13-15,17,20-21,24-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,22-18-,23-19-,40-39-/t73-,74+,75+/m0/s1	FGYOQEOROIZORF-ZTLAAPLFSA-N	1429.003527			MMDBc0040731
BASm0027533	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/30:0)	CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/14:1(9Z)/30:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-26-22-18-14-10-6-2/h12,16,18-19,22-23,75-77,82H,5-11,13-15,17,20-21,24-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,22-18-,23-19-/t75-,76+,77+/m0/s1	QNSCGVIQFNUBQV-UOCBVUDVSA-N	1459.050477			MMDBc0040732
BASm0027534	CL(14:1(9Z)/14:1(11Z)/15:0/23:1(11Z))	CL(14:1(9Z)/14:1(11Z)/15:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/15:0/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,19,23,34-35,69-71,76H,5-11,13-15,17-18,20-22,24-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,35-34-/t69-,70+,71+/m0/s1	DXGMMKPELPMLFU-PYIYRZMUSA-N	1374.956577			MMDBc0040733
BASm0027535	CL(14:1(9Z)/14:1(11Z)/15:0/23:1(9Z))	CL(14:1(9Z)/14:1(11Z)/15:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/15:0/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,19,23,36-37,69-71,76H,5-11,13-15,17-18,20-22,24-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,37-36-/t69-,70+,71+/m0/s1	BQFIDVRIPZJIPZ-WEPXUWIPSA-N	1374.956577			MMDBc0040734
BASm0027536	CL(14:1(9Z)/14:1(11Z)/15:0/25:0)	CL(14:1(9Z)/14:1(11Z)/15:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/15:0/25:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,19,23,71-73,78H,5-11,13-15,17-18,20-22,24-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-/t71-,72+,73+/m0/s1	BRUGECLPCFANGG-VEWQCJFQSA-N	1405.003527			MMDBc0040735
BASm0027537	CL(14:1(9Z)/14:1(11Z)/15:0/25:1(11Z))	CL(14:1(9Z)/14:1(11Z)/15:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/15:0/25:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,19,23,36-37,71-73,78H,5-11,13-15,17-18,20-22,24-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,37-36-/t71-,72+,73+/m0/s1	BHXCYQLVHFBRJG-BEKXJOEMSA-N	1402.987877			MMDBc0040736
BASm0027538	CL(14:1(9Z)/14:1(11Z)/15:0/25:1(9Z))	CL(14:1(9Z)/14:1(11Z)/15:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/15:0/25:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,19,23,38-39,71-73,78H,5-11,13-15,17-18,20-22,24-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,39-38-/t71-,72+,73+/m0/s1	HDNHTXFYIJMUCR-JXHRWMNSSA-N	1402.987877			MMDBc0040737
BASm0027539	CL(14:1(9Z)/14:1(11Z)/15:0/27:0)	CL(14:1(9Z)/14:1(11Z)/15:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/15:0/27:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,23,73-75,80H,5-11,13-15,17-18,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-/t73-,74+,75+/m0/s1	MZMQAFZQUGFFAC-HUPDRUTBSA-N	1433.034827			MMDBc0040738
BASm0027540	CL(14:1(9Z)/14:1(11Z)/15:0/27:1(11Z))	CL(14:1(9Z)/14:1(11Z)/15:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/15:0/27:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,23,38-39,73-75,80H,5-11,13-15,17-18,20-22,24-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,39-38-/t73-,74+,75+/m0/s1	DWFOHCMLRCKVLG-QHDUAGBLSA-N	1431.019177			MMDBc0040739
BASm0027541	CL(14:1(9Z)/14:1(11Z)/15:0/27:1(9Z))	CL(14:1(9Z)/14:1(11Z)/15:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/15:0/27:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,23,40-41,73-75,80H,5-11,13-15,17-18,20-22,24-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,41-40-/t73-,74+,75+/m0/s1	LFMXSZAIMBQCEL-GNLXAAEKSA-N	1431.019177			MMDBc0040740
BASm0027542	CL(14:1(9Z)/14:1(11Z)/15:0/29:0)	CL(14:1(9Z)/14:1(11Z)/15:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/15:0/29:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,19,23,75-77,82H,5-11,13-15,17-18,20-22,24-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-/t75-,76+,77+/m0/s1	HUKKPJFVRFTCLV-SJZBDGEZSA-N	1461.066127			MMDBc0040741
BASm0027543	CL(14:1(9Z)/14:1(11Z)/15:1(11Z)/23:1(11Z))	CL(14:1(9Z)/14:1(11Z)/15:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/15:1(11Z)/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,14,16,18-19,23,34-35,69-71,76H,5-11,13,15,17,20-22,24-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,18-14-,23-19-,35-34-/t69-,70+,71+/m0/s1	XOZORMGUIDFBKW-PSBNJFEOSA-N	1372.940927			MMDBc0040742
BASm0027544	CL(14:1(9Z)/14:1(11Z)/15:1(11Z)/23:1(9Z))	CL(14:1(9Z)/14:1(11Z)/15:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/15:1(11Z)/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,14,16,18-19,23,36-37,69-71,76H,5-11,13,15,17,20-22,24-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,18-14-,23-19-,37-36-/t69-,70+,71+/m0/s1	CUUOIULAPDOLOU-FYSSPOMVSA-N	1372.940927			MMDBc0040743
BASm0027545	CL(14:1(9Z)/14:1(11Z)/15:1(11Z)/25:0)	CL(14:1(9Z)/14:1(11Z)/15:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/15:1(11Z)/25:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,14,16,18-19,23,71-73,78H,5-11,13,15,17,20-22,24-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,18-14-,23-19-/t71-,72+,73+/m0/s1	WNTZJVJFXQYWPT-ZAZGTTDNSA-N	1402.987877			MMDBc0040744
BASm0027546	CL(14:1(9Z)/14:1(11Z)/15:1(11Z)/25:1(11Z))	CL(14:1(9Z)/14:1(11Z)/15:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/15:1(11Z)/25:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,14,16,18-19,23,36-37,71-73,78H,5-11,13,15,17,20-22,24-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,18-14-,23-19-,37-36-/t71-,72+,73+/m0/s1	GAPBPYQRDVNGRX-PIUUWLHQSA-N	1400.972227			MMDBc0040745
BASm0027547	CL(14:1(9Z)/14:1(11Z)/15:1(11Z)/25:1(9Z))	CL(14:1(9Z)/14:1(11Z)/15:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/15:1(11Z)/25:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,14,16,18-19,23,38-39,71-73,78H,5-11,13,15,17,20-22,24-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,18-14-,23-19-,39-38-/t71-,72+,73+/m0/s1	BEQVJOQFFJOGSB-QWIGUVTQSA-N	1400.972227			MMDBc0040746
BASm0027548	CL(14:1(9Z)/14:1(11Z)/15:1(11Z)/27:0)	CL(14:1(9Z)/14:1(11Z)/15:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/15:1(11Z)/27:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,14,16,18-19,23,73-75,80H,5-11,13,15,17,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,18-14-,23-19-/t73-,74+,75+/m0/s1	NCDCLPVTGWUFCP-IGYXYNQBSA-N	1431.019177			MMDBc0040747
BASm0027549	CL(14:1(9Z)/14:1(11Z)/15:1(11Z)/27:1(11Z))	CL(14:1(9Z)/14:1(11Z)/15:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/15:1(11Z)/27:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,14,16,18-19,23,38-39,73-75,80H,5-11,13,15,17,20-22,24-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,18-14-,23-19-,39-38-/t73-,74+,75+/m0/s1	QKGWMWPNPMAPTQ-YELIPEATSA-N	1429.003527			MMDBc0040748
BASm0027550	CL(14:1(9Z)/14:1(11Z)/15:1(11Z)/27:1(9Z))	CL(14:1(9Z)/14:1(11Z)/15:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/15:1(11Z)/27:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,14,16,18-19,23,40-41,73-75,80H,5-11,13,15,17,20-22,24-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,18-14-,23-19-,41-40-/t73-,74+,75+/m0/s1	DMLAUGLUZLSMGN-METCMVCISA-N	1429.003527			MMDBc0040749
BASm0027551	CL(14:1(9Z)/14:1(11Z)/15:1(11Z)/29:0)	CL(14:1(9Z)/14:1(11Z)/15:1(11Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/15:1(11Z)/29:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,14,16,18-19,23,75-77,82H,5-11,13,15,17,20-22,24-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,18-14-,23-19-/t75-,76+,77+/m0/s1	UCPSTQLHHBETSJ-KGJCVVACSA-N	1459.050477			MMDBc0040750
BASm0027552	CL(14:1(9Z)/14:1(11Z)/15:1(9Z)/23:1(11Z))	CL(14:1(9Z)/14:1(11Z)/15:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/15:1(9Z)/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,19,22-23,26,34-35,69-71,76H,5-11,13-15,17-18,20-21,24-25,27-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,26-22-,35-34-/t69-,70+,71+/m0/s1	ZRVASUHZKAIGOD-PASGNLEFSA-N	1372.940927			MMDBc0040751
BASm0027553	CL(14:1(9Z)/14:1(11Z)/15:1(9Z)/23:1(9Z))	CL(14:1(9Z)/14:1(11Z)/15:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/15:1(9Z)/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,19,22-23,26,36-37,69-71,76H,5-11,13-15,17-18,20-21,24-25,27-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,26-22-,37-36-/t69-,70+,71+/m0/s1	UHVMCBXTSDSGEI-VBZQGSRYSA-N	1372.940927			MMDBc0040752
BASm0027554	CL(14:1(9Z)/14:1(11Z)/15:1(9Z)/25:0)	CL(14:1(9Z)/14:1(11Z)/15:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/15:1(9Z)/25:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,19,22-23,26,71-73,78H,5-11,13-15,17-18,20-21,24-25,27-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,26-22-/t71-,72+,73+/m0/s1	JWCAFEIPYALZJU-FRJXWKRGSA-N	1402.987877			MMDBc0040753
BASm0027555	CL(14:1(9Z)/14:1(11Z)/15:1(9Z)/25:1(11Z))	CL(14:1(9Z)/14:1(11Z)/15:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/15:1(9Z)/25:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,19,22-23,26,36-37,71-73,78H,5-11,13-15,17-18,20-21,24-25,27-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,26-22-,37-36-/t71-,72+,73+/m0/s1	GDRJZWKHPQRLGW-BSDZNKPASA-N	1400.972227			MMDBc0040754
BASm0027556	CL(14:1(9Z)/14:1(11Z)/15:1(9Z)/25:1(9Z))	CL(14:1(9Z)/14:1(11Z)/15:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/15:1(9Z)/25:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,19,22-23,26,38-39,71-73,78H,5-11,13-15,17-18,20-21,24-25,27-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,26-22-,39-38-/t71-,72+,73+/m0/s1	KHDVYEJHQKHTCU-MBVYUFRHSA-N	1400.972227			MMDBc0040755
BASm0027557	CL(14:1(9Z)/14:1(11Z)/15:1(9Z)/27:0)	CL(14:1(9Z)/14:1(11Z)/15:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/15:1(9Z)/27:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,22-23,26,73-75,80H,5-11,13-15,17-18,20-21,24-25,27-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,26-22-/t73-,74+,75+/m0/s1	AZGGMWMABMFWAQ-UJGMOFOKSA-N	1431.019177			MMDBc0040756
BASm0027558	CL(14:1(9Z)/14:1(11Z)/15:1(9Z)/27:1(11Z))	CL(14:1(9Z)/14:1(11Z)/15:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/15:1(9Z)/27:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,22-23,26,38-39,73-75,80H,5-11,13-15,17-18,20-21,24-25,27-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,26-22-,39-38-/t73-,74+,75+/m0/s1	SACRQUVEZJLWFF-PBWBIHSISA-N	1429.003527			MMDBc0040757
BASm0027559	CL(14:1(9Z)/14:1(11Z)/15:1(9Z)/27:1(9Z))	CL(14:1(9Z)/14:1(11Z)/15:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/15:1(9Z)/27:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,22-23,26,40-41,73-75,80H,5-11,13-15,17-18,20-21,24-25,27-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,26-22-,41-40-/t73-,74+,75+/m0/s1	HHWGYRDXAWWSLP-TVPYBQPUSA-N	1429.003527			MMDBc0040758
BASm0027560	CL(14:1(9Z)/14:1(11Z)/15:1(9Z)/29:0)	CL(14:1(9Z)/14:1(11Z)/15:1(9Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/15:1(9Z)/29:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,19,22-23,26,75-77,82H,5-11,13-15,17-18,20-21,24-25,27-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,26-22-/t75-,76+,77+/m0/s1	BFKKOPZZIIARER-FTIDKHGSSA-N	1459.050477			MMDBc0040759
BASm0027561	CL(14:1(9Z)/14:1(11Z)/16:0/16:1(11Z))	CL(14:1(9Z)/14:1(11Z)/16:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:0/16:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h12,16,18-19,22-23,63-65,70H,5-11,13-15,17,20-21,24-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,22-18-,23-19-/t63-,64+,65+/m0/s1	HWDCLWQCERIQAX-FQOXZJEGSA-N	1290.862677			MMDBc0040760
BASm0027562	CL(14:1(9Z)/14:1(11Z)/16:0/16:1(9Z))	CL(14:1(9Z)/14:1(11Z)/16:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:0/16:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h12,16,19,23,26,30,63-65,70H,5-11,13-15,17-18,20-22,24-25,27-29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b16-12-,23-19-,30-26-/t63-,64+,65+/m0/s1	YUQXPEJATFSTPU-AXIWCREMSA-N	1290.862677			MMDBc0040761
BASm0027563	CL(14:1(9Z)/14:1(11Z)/16:0/18:0)	CL(14:1(9Z)/14:1(11Z)/16:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:0/18:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h12,16,19,23,65-67,72H,5-11,13-15,17-18,20-22,24-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,23-19-/t65-,66+,67+/m0/s1	SYOZHFCCOOSHAW-ISQZBYQGSA-N	1320.909627			MMDBc0040762
BASm0027564	CL(14:1(9Z)/14:1(11Z)/16:0/18:1(11Z))	CL(14:1(9Z)/14:1(11Z)/16:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:0/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h12,16,19,23,25,29,65-67,72H,5-11,13-15,17-18,20-22,24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,23-19-,29-25-/t65-,66+,67+/m0/s1	FQVYCYFPHCPNDL-WLBCQXTQSA-N	1318.893977			MMDBc0040763
BASm0027565	CL(14:1(9Z)/14:1(11Z)/16:0/18:1(9Z))	CL(14:1(9Z)/14:1(11Z)/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:0/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h12,16,19,23,31-32,65-67,72H,5-11,13-15,17-18,20-22,24-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,23-19-,32-31-/t65-,66+,67+/m0/s1	YUCUFYRKFZBRMG-MZZMEVFSSA-N	1318.893977			MMDBc0040764
BASm0027566	CL(14:1(9Z)/14:1(11Z)/16:0/20:0)	CL(14:1(9Z)/14:1(11Z)/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:0/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h12,16,19,23,67-69,74H,5-11,13-15,17-18,20-22,24-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,23-19-/t67-,68+,69+/m0/s1	RUWBRKRSRIIAKV-JZKRRVCVSA-N	1348.940927			MMDBc0040765
BASm0027567	CL(14:1(9Z)/14:1(11Z)/16:0/20:1(11Z))	CL(14:1(9Z)/14:1(11Z)/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:0/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h12,16,19,23,31-32,67-69,74H,5-11,13-15,17-18,20-22,24-30,33-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,23-19-,32-31-/t67-,68+,69+/m0/s1	DNKSEYKVJLUXED-WWTFPSGGSA-N	1346.925277			MMDBc0040766
BASm0027568	CL(14:1(9Z)/14:1(11Z)/16:0/20:1(13Z))	CL(14:1(9Z)/14:1(11Z)/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:0/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h12,16,19,23,25,29,67-69,74H,5-11,13-15,17-18,20-22,24,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,23-19-,29-25-/t67-,68+,69+/m0/s1	RLLXZOVDGBYJCE-DKWDFJKASA-N	1346.925277			MMDBc0040767
BASm0027569	CL(14:1(9Z)/14:1(11Z)/16:0/22:0)	CL(14:1(9Z)/14:1(11Z)/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:0/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,19,23,69-71,76H,5-11,13-15,17-18,20-22,24-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-/t69-,70+,71+/m0/s1	DTUSMMLFYASVRE-RPBSKUBKSA-N	1376.972227			MMDBc0040768
BASm0027570	CL(14:1(9Z)/14:1(11Z)/16:0/22:1(11Z))	CL(14:1(9Z)/14:1(11Z)/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:0/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,19,23,33-34,69-71,76H,5-11,13-15,17-18,20-22,24-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,34-33-/t69-,70+,71+/m0/s1	YEURTXGHJDXDFG-VFOPOWGZSA-N	1374.956577			MMDBc0040769
BASm0027571	CL(14:1(9Z)/14:1(11Z)/16:0/22:1(9Z))	CL(14:1(9Z)/14:1(11Z)/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:0/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,19,23,35-36,69-71,76H,5-11,13-15,17-18,20-22,24-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,36-35-/t69-,70+,71+/m0/s1	GEBIZBHUVFOZAF-HLZLPXRVSA-N	1374.956577			MMDBc0040770
BASm0027572	CL(14:1(9Z)/14:1(11Z)/16:0/24:0)	CL(14:1(9Z)/14:1(11Z)/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:0/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,19,23,71-73,78H,5-11,13-15,17-18,20-22,24-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-/t71-,72+,73+/m0/s1	FGNMDAKEPOIWMP-VEWQCJFQSA-N	1405.003527			MMDBc0040771
BASm0027573	CL(14:1(9Z)/14:1(11Z)/16:0/24:1(11Z))	CL(14:1(9Z)/14:1(11Z)/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:0/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,19,23,35-36,71-73,78H,5-11,13-15,17-18,20-22,24-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,36-35-/t71-,72+,73+/m0/s1	XIEDPIKEQZGVJT-RMYNHIHVSA-N	1402.987877			MMDBc0040772
BASm0027574	CL(14:1(9Z)/14:1(11Z)/16:0/24:1(9Z))	CL(14:1(9Z)/14:1(11Z)/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:0/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,19,23,37-38,71-73,78H,5-11,13-15,17-18,20-22,24-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,38-37-/t71-,72+,73+/m0/s1	VDDPSOAAGDDXIK-ZKUQNGMLSA-N	1402.987877			MMDBc0040773
BASm0027575	CL(14:1(9Z)/14:1(11Z)/16:0/26:0)	CL(14:1(9Z)/14:1(11Z)/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:0/26:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,23,73-75,80H,5-11,13-15,17-18,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-/t73-,74+,75+/m0/s1	IPIWDCWOTWCEIP-HUPDRUTBSA-N	1433.034827			MMDBc0040774
BASm0027576	CL(14:1(9Z)/14:1(11Z)/16:0/26:1(11Z))	CL(14:1(9Z)/14:1(11Z)/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:0/26:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,23,36-37,73-75,80H,5-11,13-15,17-18,20-22,24-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,37-36-/t73-,74+,75+/m0/s1	GBSRLHOTOHQNTD-XMADEXPMSA-N	1431.019177			MMDBc0040775
BASm0027577	CL(14:1(9Z)/14:1(11Z)/16:0/26:1(9Z))	CL(14:1(9Z)/14:1(11Z)/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:0/26:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-42-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(96-79(84)66-62-58-54-50-45-28-24-20-16-12-8-4)70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3/h12,16,19,23,39-40,74-76,81H,5-11,13-15,17-18,20-22,24-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b16-12-,23-19-,40-39-/t74-,75+,76+/m0/s1	JEYHPWNTXCNNGD-XJYMOFRVSA-N	1445.034827			MMDBc0040776
BASm0027578	CL(14:1(9Z)/14:1(11Z)/16:0/28:0)	CL(14:1(9Z)/14:1(11Z)/16:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:0/28:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,19,23,75-77,82H,5-11,13-15,17-18,20-22,24-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-/t75-,76+,77+/m0/s1	ZZCGEAJWZIXWIR-SJZBDGEZSA-N	1461.066127			MMDBc0040777
BASm0027579	CL(14:1(9Z)/14:1(11Z)/16:0/28:1(11Z))	CL(14:1(9Z)/14:1(11Z)/16:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:0/28:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,19,23,38-39,75-77,82H,5-11,13-15,17-18,20-22,24-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,39-38-/t75-,76+,77+/m0/s1	GPSISALMQXBRQV-UDYKGMESSA-N	1459.050477			MMDBc0040778
BASm0027580	CL(14:1(9Z)/14:1(11Z)/16:0/28:1(9Z))	CL(14:1(9Z)/14:1(11Z)/16:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:0/28:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,19,23,40-41,75-77,82H,5-11,13-15,17-18,20-22,24-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,41-40-/t75-,76+,77+/m0/s1	DUPXBIYOBPADMW-VDWPIUEHSA-N	1459.050477			MMDBc0040779
BASm0027581	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/18:0)	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/18:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h12,16,18-19,22-23,65-67,72H,5-11,13-15,17,20-21,24-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,22-18-,23-19-/t65-,66+,67+/m0/s1	JHLBYYWPHXXQKH-SUUAETLYSA-N	1318.893977			MMDBc0040780
BASm0027582	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/18:1(11Z))	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h12,16,18-19,22-23,25,29,65-67,72H,5-11,13-15,17,20-21,24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,22-18-,23-19-,29-25-/t65-,66+,67+/m0/s1	AEQICHWGMXOZRE-LVYPWSBISA-N	1316.878327			MMDBc0040781
BASm0027583	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/18:1(9Z))	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h12,16,18-19,22-23,31-32,65-67,72H,5-11,13-15,17,20-21,24-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,22-18-,23-19-,32-31-/t65-,66+,67+/m0/s1	HAPYKUWVOZPHBI-FSJUYAAVSA-N	1316.878327			MMDBc0040782
BASm0027584	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/20:0)	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h12,16,18-19,22-23,67-69,74H,5-11,13-15,17,20-21,24-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,22-18-,23-19-/t67-,68+,69+/m0/s1	QCFWTLLGWGYONK-QIPYUHNMSA-N	1346.925277			MMDBc0040783
BASm0027585	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/20:1(11Z))	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h12,16,18-19,22-23,31-32,67-69,74H,5-11,13-15,17,20-21,24-30,33-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,22-18-,23-19-,32-31-/t67-,68+,69+/m0/s1	YLNKSRAPWRFKTE-YDXKMSRTSA-N	1344.909627			MMDBc0040784
BASm0027586	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/20:1(13Z))	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h12,16,18-19,22-23,25,29,67-69,74H,5-11,13-15,17,20-21,24,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,22-18-,23-19-,29-25-/t67-,68+,69+/m0/s1	PPRHHEVPTTULHI-DDVIURCCSA-N	1344.909627			MMDBc0040785
BASm0027587	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/22:0)	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,18-19,22-23,69-71,76H,5-11,13-15,17,20-21,24-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,22-18-,23-19-/t69-,70+,71+/m0/s1	WTFBCVZSJZPLMS-UBMOMARMSA-N	1374.956577			MMDBc0040786
BASm0027588	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/22:1(11Z))	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,18-19,22-23,33-34,69-71,76H,5-11,13-15,17,20-21,24-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,22-18-,23-19-,34-33-/t69-,70+,71+/m0/s1	VDVIQWIVCJKRTQ-YOGHFJQWSA-N	1372.940927			MMDBc0040787
BASm0027589	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/22:1(9Z))	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,18-19,22-23,35-36,69-71,76H,5-11,13-15,17,20-21,24-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,22-18-,23-19-,36-35-/t69-,70+,71+/m0/s1	UOVKPFORLWDHDB-JXKKLGQXSA-N	1372.940927			MMDBc0040788
BASm0027590	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/24:0)	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,18-19,22-23,71-73,78H,5-11,13-15,17,20-21,24-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,22-18-,23-19-/t71-,72+,73+/m0/s1	YNRFYSKSBVUKNL-WCIXJOPKSA-N	1402.987877			MMDBc0040789
BASm0027591	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/24:1(11Z))	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,18-19,22-23,35-36,71-73,78H,5-11,13-15,17,20-21,24-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,22-18-,23-19-,36-35-/t71-,72+,73+/m0/s1	URMFTZCZHUIYTC-DTYHKADTSA-N	1400.972227			MMDBc0040790
BASm0027592	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/24:1(9Z))	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,18-19,22-23,37-38,71-73,78H,5-11,13-15,17,20-21,24-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,22-18-,23-19-,38-37-/t71-,72+,73+/m0/s1	JHKDRYMRBPUEAW-FMTCSRKYSA-N	1400.972227			MMDBc0040791
BASm0027593	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/26:0)	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/26:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,18-19,22-23,73-75,80H,5-11,13-15,17,20-21,24-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,22-18-,23-19-/t73-,74+,75+/m0/s1	RLCMNNMHFRNKCN-DJCCITFBSA-N	1431.019177			MMDBc0040792
BASm0027594	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/26:1(11Z))	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/26:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,18-19,22-23,36-37,73-75,80H,5-11,13-15,17,20-21,24-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,22-18-,23-19-,37-36-/t73-,74+,75+/m0/s1	WBBMHSBZZBITFU-ZJXTUXMGSA-N	1429.003527			MMDBc0040793
BASm0027595	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/26:1(9Z))	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/26:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-42-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(96-79(84)66-62-58-54-50-45-28-24-20-16-12-8-4)70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3/h12,16,18-19,22-23,39-40,74-76,81H,5-11,13-15,17,20-21,24-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b16-12-,22-18-,23-19-,40-39-/t74-,75+,76+/m0/s1	JZDPBDHHEPWVAQ-BPEHRPFLSA-N	1443.019177			MMDBc0040794
BASm0027596	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/28:0)	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/28:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,18-19,22-23,75-77,82H,5-11,13-15,17,20-21,24-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,22-18-,23-19-/t75-,76+,77+/m0/s1	WNJFAELJOLXUQU-UOCBVUDVSA-N	1459.050477			MMDBc0040795
BASm0027597	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/28:1(11Z))	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/28:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,18-19,22-23,38-39,75-77,82H,5-11,13-15,17,20-21,24-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,22-18-,23-19-,39-38-/t75-,76+,77+/m0/s1	VLXFXQWLWXUEOR-TZRFKEJQSA-N	1457.034827			MMDBc0040796
BASm0027598	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/28:1(9Z))	CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(11Z)/28:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,18-19,22-23,40-41,75-77,82H,5-11,13-15,17,20-21,24-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,22-18-,23-19-,41-40-/t75-,76+,77+/m0/s1	LFZVIUMLRZEDNW-LQYYKLNDSA-N	1457.034827			MMDBc0040797
BASm0027599	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/18:0)	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/18:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h12,16,19,23,26,30,65-67,72H,5-11,13-15,17-18,20-22,24-25,27-29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,23-19-,30-26-/t65-,66+,67+/m0/s1	JMLKFNDUIXQPOR-KJCDZQJASA-N	1318.893977			MMDBc0040798
BASm0027600	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/18:1(11Z))	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h12,16,19,23,25-26,29-30,65-67,72H,5-11,13-15,17-18,20-22,24,27-28,31-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,23-19-,29-25-,30-26-/t65-,66+,67+/m0/s1	LXYVIGGLWLBDSX-YERDUGITSA-N	1316.878327			MMDBc0040799
BASm0027601	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/18:1(9Z))	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h12,16,19,23,26,30-32,65-67,72H,5-11,13-15,17-18,20-22,24-25,27-29,33-64H2,1-4H3,(H,77,78)(H,79,80)/b16-12-,23-19-,30-26-,32-31-/t65-,66+,67+/m0/s1	PIHWCAUIQLCBKP-OVBJIHMBSA-N	1316.878327			MMDBc0040800
BASm0027602	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/20:0)	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h12,16,19,23,26,30,67-69,74H,5-11,13-15,17-18,20-22,24-25,27-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,23-19-,30-26-/t67-,68+,69+/m0/s1	QMMBJFISMJLZIO-FACLTFCLSA-N	1346.925277			MMDBc0040801
BASm0027603	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/20:1(11Z))	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h12,16,19,23,26,30-32,67-69,74H,5-11,13-15,17-18,20-22,24-25,27-29,33-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,23-19-,30-26-,32-31-/t67-,68+,69+/m0/s1	QPHYSODWBVGXNL-GHMFMQPQSA-N	1344.909627			MMDBc0040802
BASm0027604	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/20:1(13Z))	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h12,16,19,23,25-26,29-30,67-69,74H,5-11,13-15,17-18,20-22,24,27-28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,23-19-,29-25-,30-26-/t67-,68+,69+/m0/s1	QYHDNHLNHDCWRG-CJTOHXQWSA-N	1344.909627			MMDBc0040803
BASm0027605	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/22:0)	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,19,23,26,30,69-71,76H,5-11,13-15,17-18,20-22,24-25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,30-26-/t69-,70+,71+/m0/s1	RCDINWIKPNNEHJ-JAXWQFQLSA-N	1374.956577			MMDBc0040804
BASm0027606	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/22:1(11Z))	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,19,23,26,30,33-34,69-71,76H,5-11,13-15,17-18,20-22,24-25,27-29,31-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,30-26-,34-33-/t69-,70+,71+/m0/s1	ZDZCYJNTSVDDTA-CEGSOUFISA-N	1372.940927			MMDBc0040805
BASm0027607	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/22:1(9Z))	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,19,23,26,30,35-36,69-71,76H,5-11,13-15,17-18,20-22,24-25,27-29,31-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,30-26-,36-35-/t69-,70+,71+/m0/s1	SLHCAXNJEIOMOB-SWRAXOLQSA-N	1372.940927			MMDBc0040806
BASm0027608	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/24:0)	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,19,23,26,30,71-73,78H,5-11,13-15,17-18,20-22,24-25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,30-26-/t71-,72+,73+/m0/s1	HQOYVSOAOBEJNP-NLMCUEAZSA-N	1402.987877			MMDBc0040807
BASm0027609	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/24:1(11Z))	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,19,23,26,30,35-36,71-73,78H,5-11,13-15,17-18,20-22,24-25,27-29,31-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,30-26-,36-35-/t71-,72+,73+/m0/s1	OFYFCAQPLACHCP-LVLUOZBUSA-N	1400.972227			MMDBc0040808
BASm0027610	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/24:1(9Z))	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,19,23,26,30,37-38,71-73,78H,5-11,13-15,17-18,20-22,24-25,27-29,31-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,30-26-,38-37-/t71-,72+,73+/m0/s1	ZHKAUECFYMLLFM-LYVFJQRSSA-N	1400.972227			MMDBc0040809
BASm0027611	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/26:0)	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/26:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,23,26,30,73-75,80H,5-11,13-15,17-18,20-22,24-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,30-26-/t73-,74+,75+/m0/s1	OZKMDZLKEJHLNE-QTCDPMPXSA-N	1431.019177			MMDBc0040810
BASm0027612	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/26:1(11Z))	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/26:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,23,26,30,36-37,73-75,80H,5-11,13-15,17-18,20-22,24-25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,30-26-,37-36-/t73-,74+,75+/m0/s1	DAGXTLLXMNKGIP-WGEQVXOISA-N	1429.003527			MMDBc0040811
BASm0027613	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/26:1(9Z))	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/26:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-42-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(96-79(84)66-62-58-54-50-45-28-24-20-16-12-8-4)70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3/h12,16,19,23,26,30,39-40,74-76,81H,5-11,13-15,17-18,20-22,24-25,27-29,31-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b16-12-,23-19-,30-26-,40-39-/t74-,75+,76+/m0/s1	JRRFRJQSUJNPMA-NAHCMQCCSA-N	1443.019177			MMDBc0040812
BASm0027614	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/28:0)	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/28:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,19,23,26,30,75-77,82H,5-11,13-15,17-18,20-22,24-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,30-26-/t75-,76+,77+/m0/s1	WDOCBPYWXAZGPL-IYIXMJTISA-N	1459.050477			MMDBc0040813
BASm0027615	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/28:1(11Z))	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/28:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,19,23,26,30,38-39,75-77,82H,5-11,13-15,17-18,20-22,24-25,27-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,30-26-,39-38-/t75-,76+,77+/m0/s1	NWJNWRGDNSIILD-CQYLORDBSA-N	1457.034827			MMDBc0040814
BASm0027616	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/28:1(9Z))	CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/16:1(9Z)/28:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,19,23,26,30,40-41,75-77,82H,5-11,13-15,17-18,20-22,24-25,27-29,31-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,30-26-,41-40-/t75-,76+,77+/m0/s1	CRSKEUJBXYYFCU-CFFFVUCCSA-N	1457.034827			MMDBc0040815
BASm0027617	CL(14:1(9Z)/14:1(11Z)/18:0/18:1(11Z))	CL(14:1(9Z)/14:1(11Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:0/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h12,16,19,23,26,30,67-69,74H,5-11,13-15,17-18,20-22,24-25,27-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,23-19-,30-26-/t67-,68+,69+/m0/s1	IWZZMUNJVZPVRB-FACLTFCLSA-N	1346.925277			MMDBc0040816
BASm0027618	CL(14:1(9Z)/14:1(11Z)/18:0/18:1(9Z))	CL(14:1(9Z)/14:1(11Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:0/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h12,16,19,23,32,34,67-69,74H,5-11,13-15,17-18,20-22,24-31,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b16-12-,23-19-,34-32-/t67-,68+,69+/m0/s1	HISLKVAWTLBGGL-IWPZVSNYSA-N	1346.925277			MMDBc0040817
BASm0027619	CL(14:1(9Z)/14:1(11Z)/18:0/20:0)	CL(14:1(9Z)/14:1(11Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:0/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,19,23,69-71,76H,5-11,13-15,17-18,20-22,24-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-/t69-,70+,71+/m0/s1	VVSRZMWYPHSLTE-RPBSKUBKSA-N	1376.972227			MMDBc0040818
BASm0027620	CL(14:1(9Z)/14:1(11Z)/18:0/20:1(11Z))	CL(14:1(9Z)/14:1(11Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:0/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,19,23,31,33,69-71,76H,5-11,13-15,17-18,20-22,24-30,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,33-31-/t69-,70+,71+/m0/s1	HOGYINCFWSYDID-ZNFIVGCVSA-N	1374.956577			MMDBc0040819
BASm0027621	CL(14:1(9Z)/14:1(11Z)/18:0/20:1(13Z))	CL(14:1(9Z)/14:1(11Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:0/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,19,23,25,29,69-71,76H,5-11,13-15,17-18,20-22,24,26-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,29-25-/t69-,70+,71+/m0/s1	YUNJGAZHTNWVFZ-VDXGFMLNSA-N	1374.956577			MMDBc0040820
BASm0027622	CL(14:1(9Z)/14:1(11Z)/18:0/22:0)	CL(14:1(9Z)/14:1(11Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:0/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,19,23,71-73,78H,5-11,13-15,17-18,20-22,24-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-/t71-,72+,73+/m0/s1	ARICQVPXVKJLJG-VEWQCJFQSA-N	1405.003527			MMDBc0040821
BASm0027623	CL(14:1(9Z)/14:1(11Z)/18:0/22:1(11Z))	CL(14:1(9Z)/14:1(11Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:0/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,19,23,34-35,71-73,78H,5-11,13-15,17-18,20-22,24-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,35-34-/t71-,72+,73+/m0/s1	PZLUUZZPRUXXNI-IENMNDFYSA-N	1402.987877			MMDBc0040822
BASm0027624	CL(14:1(9Z)/14:1(11Z)/18:0/22:1(9Z))	CL(14:1(9Z)/14:1(11Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:0/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,19,23,36,38,71-73,78H,5-11,13-15,17-18,20-22,24-35,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,38-36-/t71-,72+,73+/m0/s1	LEXRTVCESMGHDU-PPEWNVQMSA-N	1402.987877			MMDBc0040823
BASm0027625	CL(14:1(9Z)/14:1(11Z)/18:0/24:0)	CL(14:1(9Z)/14:1(11Z)/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:0/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,23,73-75,80H,5-11,13-15,17-18,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-/t73-,74+,75+/m0/s1	MPYNFYGBFDVWSC-HUPDRUTBSA-N	1433.034827			MMDBc0040824
BASm0027626	CL(14:1(9Z)/14:1(11Z)/18:0/24:1(11Z))	CL(14:1(9Z)/14:1(11Z)/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:0/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,23,36-37,73-75,80H,5-11,13-15,17-18,20-22,24-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,37-36-/t73-,74+,75+/m0/s1	JQDJTXKGKQUVQE-XMADEXPMSA-N	1431.019177			MMDBc0040825
BASm0027627	CL(14:1(9Z)/14:1(11Z)/18:0/24:1(9Z))	CL(14:1(9Z)/14:1(11Z)/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:0/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,23,38,40,73-75,80H,5-11,13-15,17-18,20-22,24-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,40-38-/t73-,74+,75+/m0/s1	MHYXNQJEJAIVHR-WSUMDVGZSA-N	1431.019177			MMDBc0040826
BASm0027628	CL(14:1(9Z)/14:1(11Z)/18:0/26:0)	CL(14:1(9Z)/14:1(11Z)/18:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:0/26:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,19,23,75-77,82H,5-11,13-15,17-18,20-22,24-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-/t75-,76+,77+/m0/s1	MFVDJJFZAOGBRT-SJZBDGEZSA-N	1461.066127			MMDBc0040827
BASm0027629	CL(14:1(9Z)/14:1(11Z)/18:0/26:1(11Z))	CL(14:1(9Z)/14:1(11Z)/18:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:0/26:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,19,23,37-38,75-77,82H,5-11,13-15,17-18,20-22,24-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,38-37-/t75-,76+,77+/m0/s1	RRPRMDQEQOXDDA-RNXFYTCZSA-N	1459.050477			MMDBc0040828
BASm0027630	CL(14:1(9Z)/14:1(11Z)/18:0/26:1(9Z))	CL(14:1(9Z)/14:1(11Z)/18:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:0/26:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-41-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-42-32-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3/h12,16,19,23,40-41,76-78,83H,5-11,13-15,17-18,20-22,24-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b16-12-,23-19-,41-40-/t76-,77+,78+/m0/s1	PHNWOFZAKYMCTI-HHMBUSHASA-N	1473.066127			MMDBc0040829
BASm0027631	CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/20:0)	CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,19,23,26,30,69-71,76H,5-11,13-15,17-18,20-22,24-25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,30-26-/t69-,70+,71+/m0/s1	XRWCATSKPDHBNJ-JAXWQFQLSA-N	1374.956577			MMDBc0040830
BASm0027632	CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/20:1(11Z))	CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,19,23,26,30-31,33,69-71,76H,5-11,13-15,17-18,20-22,24-25,27-29,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,30-26-,33-31-/t69-,70+,71+/m0/s1	GWHAATOUWGUQKO-FAXKSCFASA-N	1372.940927			MMDBc0040831
BASm0027633	CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/20:1(13Z))	CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,19,23,25-26,29-30,69-71,76H,5-11,13-15,17-18,20-22,24,27-28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,29-25-,30-26-/t69-,70+,71+/m0/s1	TYHBMQXMICTTCG-YDUWHQDQSA-N	1372.940927			MMDBc0040832
BASm0027634	CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/22:0)	CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,19,23,26,30,71-73,78H,5-11,13-15,17-18,20-22,24-25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,30-26-/t71-,72+,73+/m0/s1	AFWXNAWOJBNFKR-NLMCUEAZSA-N	1402.987877			MMDBc0040833
BASm0027635	CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/22:1(11Z))	CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,19,23,26,30,34-35,71-73,78H,5-11,13-15,17-18,20-22,24-25,27-29,31-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,30-26-,35-34-/t71-,72+,73+/m0/s1	PCJRYQFXNRTBOI-GEAVHPGUSA-N	1400.972227			MMDBc0040834
BASm0027636	CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/22:1(9Z))	CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,19,23,26,30,36,38,71-73,78H,5-11,13-15,17-18,20-22,24-25,27-29,31-35,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,30-26-,38-36-/t71-,72+,73+/m0/s1	OQYNJQCMGXJDIA-BDUDAULASA-N	1400.972227			MMDBc0040835
BASm0027637	CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/24:0)	CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,23,26,30,73-75,80H,5-11,13-15,17-18,20-22,24-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,30-26-/t73-,74+,75+/m0/s1	LIYWCULDKJEIPX-QTCDPMPXSA-N	1431.019177			MMDBc0040836
BASm0027638	CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/24:1(11Z))	CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,23,26,30,36-37,73-75,80H,5-11,13-15,17-18,20-22,24-25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,30-26-,37-36-/t73-,74+,75+/m0/s1	KGYRUOZHRZEGMS-WGEQVXOISA-N	1429.003527			MMDBc0040837
BASm0027639	CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/24:1(9Z))	CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,23,26,30,38,40,73-75,80H,5-11,13-15,17-18,20-22,24-25,27-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,30-26-,40-38-/t73-,74+,75+/m0/s1	DNYQAGXPBCMZDW-JJCSNKAFSA-N	1429.003527			MMDBc0040838
BASm0027640	CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/26:0)	CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/26:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,19,23,26,30,75-77,82H,5-11,13-15,17-18,20-22,24-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,30-26-/t75-,76+,77+/m0/s1	PWTQDDHQUNKRRY-IYIXMJTISA-N	1459.050477			MMDBc0040839
BASm0027641	CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/26:1(11Z))	CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/26:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,19,23,26,30,37-38,75-77,82H,5-11,13-15,17-18,20-22,24-25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,30-26-,38-37-/t75-,76+,77+/m0/s1	ONIOXNBSVXASQB-JKCKQVFQSA-N	1457.034827			MMDBc0040840
BASm0027642	CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/26:1(9Z))	CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:1(11Z)/26:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H152O17P2	InChI=1S/C82H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-41-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-42-32-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3/h12,16,19,23,26,30,40-41,76-78,83H,5-11,13-15,17-18,20-22,24-25,27-29,31-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b16-12-,23-19-,30-26-,41-40-/t76-,77+,78+/m0/s1	UXNQFOZIGQLGHJ-BCVQJTBRSA-N	1471.050477			MMDBc0040841
BASm0027643	CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/20:0)	CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,19,23,32,35,69-71,76H,5-11,13-15,17-18,20-22,24-31,33-34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,35-32-/t69-,70+,71+/m0/s1	GZUOBGBKNBCBMV-KWLPYIRSSA-N	1374.956577			MMDBc0040842
BASm0027644	CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/20:1(11Z))	CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,19,23,31-33,35,69-71,76H,5-11,13-15,17-18,20-22,24-30,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,33-31-,35-32-/t69-,70+,71+/m0/s1	VCUFUZGZSNDHTI-GREKRBFTSA-N	1372.940927			MMDBc0040843
BASm0027645	CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/20:1(13Z))	CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h12,16,19,23,25,29,32,35,69-71,76H,5-11,13-15,17-18,20-22,24,26-28,30-31,33-34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b16-12-,23-19-,29-25-,35-32-/t69-,70+,71+/m0/s1	XWMVDCMNHGCQNR-BCRPWXNQSA-N	1372.940927			MMDBc0040844
BASm0027646	CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/22:0)	CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,19,23,32,37,71-73,78H,5-11,13-15,17-18,20-22,24-31,33-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,37-32-/t71-,72+,73+/m0/s1	UPHDWFYCHCKFNP-UMQJOOGZSA-N	1402.987877			MMDBc0040845
BASm0027647	CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/22:1(11Z))	CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,19,23,32,34-35,37,71-73,78H,5-11,13-15,17-18,20-22,24-31,33,36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,35-34-,37-32-/t71-,72+,73+/m0/s1	BTVZKQAQENXMIV-YTSPVKEDSA-N	1400.972227			MMDBc0040846
BASm0027648	CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/22:1(9Z))	CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,19,23,32,36-38,71-73,78H,5-11,13-15,17-18,20-22,24-31,33-35,39-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,37-32-,38-36-/t71-,72+,73+/m0/s1	NPALUVXPIMXCDH-XAMXSUCESA-N	1400.972227			MMDBc0040847
BASm0027649	CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/24:0)	CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,23,32,39,73-75,80H,5-11,13-15,17-18,20-22,24-31,33-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,39-32-/t73-,74+,75+/m0/s1	BCAILTBFRDLNHU-MANYSTFESA-N	1431.019177			MMDBc0040848
BASm0027650	CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/24:1(11Z))	CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,23,32,36-37,39,73-75,80H,5-11,13-15,17-18,20-22,24-31,33-35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,37-36-,39-32-/t73-,74+,75+/m0/s1	XDFQWMMZVQJJAS-NHXUKOKUSA-N	1429.003527			MMDBc0040849
BASm0027651	CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/24:1(9Z))	CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,23,32,38-40,73-75,80H,5-11,13-15,17-18,20-22,24-31,33-37,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,39-32-,40-38-/t73-,74+,75+/m0/s1	SKPSRFAVTHAQRL-AMJFLAAQSA-N	1429.003527			MMDBc0040850
BASm0027652	CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/26:0)	CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/26:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,19,23,32,41,75-77,82H,5-11,13-15,17-18,20-22,24-31,33-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,41-32-/t75-,76+,77+/m0/s1	NPKJMZZEOGBLTC-VBCNFIIXSA-N	1459.050477			MMDBc0040851
BASm0027653	CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/26:1(11Z))	CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/26:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,19,23,32,37-38,41,75-77,82H,5-11,13-15,17-18,20-22,24-31,33-36,39-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,38-37-,41-32-/t75-,76+,77+/m0/s1	GFSYTOGMRWMRTM-YVIOHRIHSA-N	1457.034827			MMDBc0040852
BASm0027654	CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/26:1(9Z))	CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/18:1(9Z)/26:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H152O17P2	InChI=1S/C82H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-41-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-42-32-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3/h12,16,19,23,32,40-42,76-78,83H,5-11,13-15,17-18,20-22,24-31,33-39,43-75H2,1-4H3,(H,88,89)(H,90,91)/b16-12-,23-19-,41-40-,42-32-/t76-,77+,78+/m0/s1	NGDACFHAHWGLRN-YZPGDNQXSA-N	1471.050477			MMDBc0040853
BASm0027655	CL(14:1(9Z)/14:1(11Z)/20:0/20:1(11Z))	CL(14:1(9Z)/14:1(11Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/20:0/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,19,23,32,34,71-73,78H,5-11,13-15,17-18,20-22,24-31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,34-32-/t71-,72+,73+/m0/s1	JWGVKDLOAVCIHO-GKBFHHEXSA-N	1402.987877			MMDBc0040854
BASm0027656	CL(14:1(9Z)/14:1(11Z)/20:0/20:1(13Z))	CL(14:1(9Z)/14:1(11Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/20:0/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h12,16,19,23,26,30,71-73,78H,5-11,13-15,17-18,20-22,24-25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b16-12-,23-19-,30-26-/t71-,72+,73+/m0/s1	ZFROQOCIAVCKJN-NLMCUEAZSA-N	1402.987877			MMDBc0040855
BASm0027657	CL(14:1(9Z)/14:1(11Z)/20:0/22:0)	CL(14:1(9Z)/14:1(11Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/20:0/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,23,73-75,80H,5-11,13-15,17-18,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-/t73-,74+,75+/m0/s1	NMBQQGHKIQENNS-HUPDRUTBSA-N	1433.034827			MMDBc0040856
BASm0027658	CL(14:1(9Z)/14:1(11Z)/20:0/22:1(11Z))	CL(14:1(9Z)/14:1(11Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/20:0/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,23,35-36,73-75,80H,5-11,13-15,17-18,20-22,24-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,36-35-/t73-,74+,75+/m0/s1	ZNEILDWYZUHOOE-JMHMEZAGSA-N	1431.019177			MMDBc0040857
BASm0027659	CL(14:1(9Z)/14:1(11Z)/20:0/22:1(9Z))	CL(14:1(9Z)/14:1(11Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/20:0/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,23,38,40,73-75,80H,5-11,13-15,17-18,20-22,24-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,40-38-/t73-,74+,75+/m0/s1	CBQWOOJDGJNZEG-WSUMDVGZSA-N	1431.019177			MMDBc0040858
BASm0027660	CL(14:1(9Z)/14:1(11Z)/20:0/24:0)	CL(14:1(9Z)/14:1(11Z)/20:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/20:0/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,19,23,75-77,82H,5-11,13-15,17-18,20-22,24-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-/t75-,76+,77+/m0/s1	NIJZTDXWICNLPK-SJZBDGEZSA-N	1461.066127			MMDBc0040859
BASm0027661	CL(14:1(9Z)/14:1(11Z)/20:0/24:1(11Z))	CL(14:1(9Z)/14:1(11Z)/20:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/20:0/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,19,23,37-38,75-77,82H,5-11,13-15,17-18,20-22,24-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,38-37-/t75-,76+,77+/m0/s1	OCZRCDRKIPAFPX-RNXFYTCZSA-N	1459.050477			MMDBc0040860
BASm0027662	CL(14:1(9Z)/14:1(11Z)/20:0/24:1(9Z))	CL(14:1(9Z)/14:1(11Z)/20:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/20:0/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,19,23,40,42,75-77,82H,5-11,13-15,17-18,20-22,24-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,42-40-/t75-,76+,77+/m0/s1	FQCFTAFMNGWUDE-NVYHJOQGSA-N	1459.050477			MMDBc0040861
BASm0027663	CL(14:1(9Z)/14:1(11Z)/20:1(11Z)/22:0)	CL(14:1(9Z)/14:1(11Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/20:1(11Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,23,32,34,73-75,80H,5-11,13-15,17-18,20-22,24-31,33,35-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,34-32-/t73-,74+,75+/m0/s1	GKDDFBXUNICEPG-JOOVOZAHSA-N	1431.019177			MMDBc0040862
BASm0027664	CL(14:1(9Z)/14:1(11Z)/20:1(11Z)/22:1(11Z))	CL(14:1(9Z)/14:1(11Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/20:1(11Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,23,32,34-36,73-75,80H,5-11,13-15,17-18,20-22,24-31,33,37-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,34-32-,36-35-/t73-,74+,75+/m0/s1	VGIKOZMXTWTEAS-NSUGMBDBSA-N	1429.003527			MMDBc0040863
BASm0027665	CL(14:1(9Z)/14:1(11Z)/20:1(11Z)/22:1(9Z))	CL(14:1(9Z)/14:1(11Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/20:1(11Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,23,32,34,38,40,73-75,80H,5-11,13-15,17-18,20-22,24-31,33,35-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,34-32-,40-38-/t73-,74+,75+/m0/s1	FTXJINABCWXDFE-KQPJWYRTSA-N	1429.003527			MMDBc0040864
BASm0027666	CL(14:1(9Z)/14:1(11Z)/20:1(11Z)/24:0)	CL(14:1(9Z)/14:1(11Z)/20:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/20:1(11Z)/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,19,23,32,34,75-77,82H,5-11,13-15,17-18,20-22,24-31,33,35-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,34-32-/t75-,76+,77+/m0/s1	NICLONYAWRGPQJ-RNPVIRSCSA-N	1459.050477			MMDBc0040865
BASm0027667	CL(14:1(9Z)/14:1(11Z)/20:1(11Z)/24:1(11Z))	CL(14:1(9Z)/14:1(11Z)/20:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/20:1(11Z)/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,19,23,32,34,37-38,75-77,82H,5-11,13-15,17-18,20-22,24-31,33,35-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,34-32-,38-37-/t75-,76+,77+/m0/s1	RDLBDZISNUDYRJ-QLNHOFRKSA-N	1457.034827			MMDBc0040866
BASm0027668	CL(14:1(9Z)/14:1(11Z)/20:1(11Z)/24:1(9Z))	CL(14:1(9Z)/14:1(11Z)/20:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/20:1(11Z)/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,19,23,32,34,40,42,75-77,82H,5-11,13-15,17-18,20-22,24-31,33,35-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,34-32-,42-40-/t75-,76+,77+/m0/s1	FLAZHRLJCLSLTM-WKFULTFVSA-N	1457.034827			MMDBc0040867
BASm0027669	CL(14:1(9Z)/14:1(11Z)/20:1(13Z)/22:0)	CL(14:1(9Z)/14:1(11Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/20:1(13Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,23,26,30,73-75,80H,5-11,13-15,17-18,20-22,24-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,30-26-/t73-,74+,75+/m0/s1	YNZPQUDDOWFPCF-QTCDPMPXSA-N	1431.019177			MMDBc0040868
BASm0027670	CL(14:1(9Z)/14:1(11Z)/20:1(13Z)/22:1(11Z))	CL(14:1(9Z)/14:1(11Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/20:1(13Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,23,26,30,35-36,73-75,80H,5-11,13-15,17-18,20-22,24-25,27-29,31-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,30-26-,36-35-/t73-,74+,75+/m0/s1	WSNCSDFSCUKDBX-YCAMSVERSA-N	1429.003527			MMDBc0040869
BASm0027671	CL(14:1(9Z)/14:1(11Z)/20:1(13Z)/22:1(9Z))	CL(14:1(9Z)/14:1(11Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/20:1(13Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h12,16,19,23,26,30,38,40,73-75,80H,5-11,13-15,17-18,20-22,24-25,27-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b16-12-,23-19-,30-26-,40-38-/t73-,74+,75+/m0/s1	GRRREPIZGZSZSO-JJCSNKAFSA-N	1429.003527			MMDBc0040870
BASm0027672	CL(14:1(9Z)/14:1(11Z)/20:1(13Z)/24:0)	CL(14:1(9Z)/14:1(11Z)/20:1(13Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/20:1(13Z)/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,19,23,26,30,75-77,82H,5-11,13-15,17-18,20-22,24-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,30-26-/t75-,76+,77+/m0/s1	LRBRLOJFBILLIN-IYIXMJTISA-N	1459.050477			MMDBc0040871
BASm0027673	CL(14:1(9Z)/14:1(11Z)/20:1(13Z)/24:1(11Z))	CL(14:1(9Z)/14:1(11Z)/20:1(13Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/20:1(13Z)/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,19,23,26,30,37-38,75-77,82H,5-11,13-15,17-18,20-22,24-25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,30-26-,38-37-/t75-,76+,77+/m0/s1	WDCVMFOCUJCWLF-JKCKQVFQSA-N	1457.034827			MMDBc0040872
BASm0027674	CL(14:1(9Z)/14:1(11Z)/20:1(13Z)/24:1(9Z))	CL(14:1(9Z)/14:1(11Z)/20:1(13Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/20:1(13Z)/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,19,23,26,30,40,42,75-77,82H,5-11,13-15,17-18,20-22,24-25,27-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,30-26-,42-40-/t75-,76+,77+/m0/s1	DVOYSCLTOHLPIK-OMSXGJDASA-N	1457.034827			MMDBc0040873
BASm0027675	CL(14:1(9Z)/14:1(11Z)/22:0/22:1(11Z))	CL(14:1(9Z)/14:1(11Z)/22:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/22:0/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,19,23,36,38,75-77,82H,5-11,13-15,17-18,20-22,24-35,37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,38-36-/t75-,76+,77+/m0/s1	KGRLDDJUWNWUJD-FWDVTUIKSA-N	1459.050477			MMDBc0040874
BASm0027676	CL(14:1(9Z)/14:1(11Z)/22:0/22:1(9Z))	CL(14:1(9Z)/14:1(11Z)/22:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(11Z)/22:0/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h12,16,19,23,40,42,75-77,82H,5-11,13-15,17-18,20-22,24-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b16-12-,23-19-,42-40-/t75-,76+,77+/m0/s1	GBUGATIRKFCCKM-NVYHJOQGSA-N	1459.050477			MMDBc0040875
BASm0027677	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/18:0)	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/18:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h11,15,18,20,22,24,63-65,70H,5-10,12-14,16-17,19,21,23,25-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,22-18-,24-20-/t63-,64+,65+/m0/s1	JLNRQMJBFCOPJY-TXTNRGHESA-N	1290.862677			MMDBc0040876
BASm0027678	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/18:1(11Z))	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/18:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h11,15,18,20,22,24-25,29,63-65,70H,5-10,12-14,16-17,19,21,23,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,22-18-,24-20-,29-25-/t63-,64+,65+/m0/s1	XJZPWWRKLUNFCX-DDCBIDLKSA-N	1288.847027			MMDBc0040877
BASm0027679	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/18:1(9Z))	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/18:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h11,15,18,20,22,24,30-31,63-65,70H,5-10,12-14,16-17,19,21,23,25-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,22-18-,24-20-,31-30-/t63-,64+,65+/m0/s1	KYPDAFWPBCYLGP-CVHBKUTGSA-N	1288.847027			MMDBc0040878
BASm0027680	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/20:0)	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/20:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h11,15,18,20,22,24,65-67,72H,5-10,12-14,16-17,19,21,23,25-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,22-18-,24-20-/t65-,66+,67+/m0/s1	YCFBKKGBVHQIDW-NNABGWPHSA-N	1318.893977			MMDBc0040879
BASm0027681	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/20:1(11Z))	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/20:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h11,15,18,20,22,24,30-31,65-67,72H,5-10,12-14,16-17,19,21,23,25-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,22-18-,24-20-,31-30-/t65-,66+,67+/m0/s1	GXPXTEHXRZRUIJ-HKNWARBOSA-N	1316.878327			MMDBc0040880
BASm0027682	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/20:1(13Z))	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/20:1(13Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h11,15,18,20,22,24-25,29,65-67,72H,5-10,12-14,16-17,19,21,23,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b15-11-,22-18-,24-20-,29-25-/t65-,66+,67+/m0/s1	UDKWFZUPFJHITI-LNNDAYBMSA-N	1316.878327			MMDBc0040881
BASm0027683	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/22:0)	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/22:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h11,15,18,20,22,24,67-69,74H,5-10,12-14,16-17,19,21,23,25-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,22-18-,24-20-/t67-,68+,69+/m0/s1	LHBRJBWHUMPWBF-MDATYUKMSA-N	1346.925277			MMDBc0040882
BASm0027684	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/22:1(11Z))	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/22:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h11,15,18,20,22,24,32-33,67-69,74H,5-10,12-14,16-17,19,21,23,25-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,22-18-,24-20-,33-32-/t67-,68+,69+/m0/s1	DQMCWRJOPCRSLJ-PAOOLYIWSA-N	1344.909627			MMDBc0040883
BASm0027685	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/22:1(9Z))	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/22:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h11,15,18,20,22,24,34-35,67-69,74H,5-10,12-14,16-17,19,21,23,25-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,22-18-,24-20-,35-34-/t67-,68+,69+/m0/s1	GNHNWNARXWYIHU-YMNJVYHBSA-N	1344.909627			MMDBc0040884
BASm0027686	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/24:0)	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/24:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h11,15,18,20,22,24,69-71,76H,5-10,12-14,16-17,19,21,23,25-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,22-18-,24-20-/t69-,70+,71+/m0/s1	LROWXSDHGVUXBA-XTPJJXCASA-N	1374.956577			MMDBc0040885
BASm0027687	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/24:1(11Z))	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/24:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h11,15,18,20,22,24,34-35,69-71,76H,5-10,12-14,16-17,19,21,23,25-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,22-18-,24-20-,35-34-/t69-,70+,71+/m0/s1	JPLPBBIPHHVIJE-MVPKENRGSA-N	1372.940927			MMDBc0040886
BASm0027688	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/24:1(9Z))	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/24:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h11,15,18,20,22,24,36-37,69-71,76H,5-10,12-14,16-17,19,21,23,25-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b15-11-,22-18-,24-20-,37-36-/t69-,70+,71+/m0/s1	OJUPSNKQGARYHL-HEPGSOIPSA-N	1372.940927			MMDBc0040887
BASm0027689	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/26:0)	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/26:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h11,15,18,20,22,24,71-73,78H,5-10,12-14,16-17,19,21,23,25-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,22-18-,24-20-/t71-,72+,73+/m0/s1	JXSDNRYCOBGZGS-CPLOLNOGSA-N	1402.987877			MMDBc0040888
BASm0027690	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/26:1(11Z))	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/26:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h11,15,18,20,22,24,35-36,71-73,78H,5-10,12-14,16-17,19,21,23,25-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,22-18-,24-20-,36-35-/t71-,72+,73+/m0/s1	QPAHPWTYIKOANP-ZVEWTJFASA-N	1400.972227			MMDBc0040889
BASm0027691	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/26:1(9Z))	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/26:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(94-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2/h11,15,18,20,22,24,38-39,72-74,79H,5-10,12-14,16-17,19,21,23,25-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b15-11-,22-18-,24-20-,39-38-/t72-,73+,74+/m0/s1	NAFZQPDILVUQII-RHKSDICASA-N	1414.987877			MMDBc0040890
BASm0027692	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/28:0)	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/28:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h11,15,18,20,22,24,73-75,80H,5-10,12-14,16-17,19,21,23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,22-18-,24-20-/t73-,74+,75+/m0/s1	QHDSOGXBMVEAOA-XUSDSDITSA-N	1431.019177			MMDBc0040891
BASm0027693	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/28:1(11Z))	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/28:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h11,15,18,20,22,24,37-38,73-75,80H,5-10,12-14,16-17,19,21,23,25-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,22-18-,24-20-,38-37-/t73-,74+,75+/m0/s1	LOFFURKROMBLHJ-AVEOPTKDSA-N	1429.003527			MMDBc0040892
BASm0027694	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/28:1(9Z))	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/28:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h11,15,18,20,22,24,39-40,73-75,80H,5-10,12-14,16-17,19,21,23,25-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b15-11-,22-18-,24-20-,40-39-/t73-,74+,75+/m0/s1	QVAKTEHHHOJFEP-OBAGGOBMSA-N	1429.003527			MMDBc0040893
BASm0027695	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/30:0)	CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(11Z)/30:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-26-22-18-14-10-6-2/h11,15,18,20,22,24,75-77,82H,5-10,12-14,16-17,19,21,23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,22-18-,24-20-/t75-,76+,77+/m0/s1	YCVADEDIWCIQRX-XOITVBBESA-N	1459.050477			MMDBc0040894
BASm0027696	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/18:0)	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/18:0) contains three chains of (9Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h18-20,22-24,63-65,70H,5-17,21,25-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,23-19-,24-20-/t63-,64+,65+/m0/s1	NRTRVDZKONANDO-RSDNUFPQSA-N	1290.862677			MMDBc0040895
BASm0027697	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/18:1(11Z))	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/18:1(11Z)) contains three chains of (9Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h18-20,22-25,29,63-65,70H,5-17,21,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,23-19-,24-20-,29-25-/t63-,64+,65+/m0/s1	BJVOSTVKKUNXLC-IXQGLBMHSA-N	1288.847027			MMDBc0040896
BASm0027698	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/18:1(9Z))	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/18:1(9Z)) contains three chains of (9Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-30-31-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-27-23-19-15-11-7-3)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-26-22-18-14-10-6-2/h18-20,22-24,30-31,63-65,70H,5-17,21,25-29,32-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,23-19-,24-20-,31-30-/t63-,64+,65+/m0/s1	ZYQSODIUSCNWRI-WLDQXBMLSA-N	1288.847027			MMDBc0040897
BASm0027699	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/20:0)	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/20:0) contains three chains of (9Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h18-20,22-24,65-67,72H,5-17,21,25-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,23-19-,24-20-/t65-,66+,67+/m0/s1	NHCFUWJBAKYCGL-OLRHDFFOSA-N	1318.893977			MMDBc0040898
BASm0027700	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/20:1(11Z))	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/20:1(11Z)) contains three chains of (9Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h18-20,22-24,30-31,65-67,72H,5-17,21,25-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,23-19-,24-20-,31-30-/t65-,66+,67+/m0/s1	DLGJTPBROSYVHS-AAIVJPSDSA-N	1316.878327			MMDBc0040899
BASm0027701	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/20:1(13Z))	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/20:1(13Z)) contains three chains of (9Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-26-22-18-14-10-6-2/h18-20,22-25,29,65-67,72H,5-17,21,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,23-19-,24-20-,29-25-/t65-,66+,67+/m0/s1	BKSLXRSKSOEVCA-SPLMSULRSA-N	1316.878327			MMDBc0040900
BASm0027702	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/22:0)	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/22:0) contains three chains of (9Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h18-20,22-24,67-69,74H,5-17,21,25-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-,24-20-/t67-,68+,69+/m0/s1	KGUVJHGVTGHGOS-QBEUTEGUSA-N	1346.925277			MMDBc0040901
BASm0027703	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/22:1(11Z))	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/22:1(11Z)) contains three chains of (9Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h18-20,22-24,32-33,67-69,74H,5-17,21,25-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-,24-20-,33-32-/t67-,68+,69+/m0/s1	VCJZAXQLWQLOAR-MTBNTHEBSA-N	1344.909627			MMDBc0040902
BASm0027704	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/22:1(9Z))	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/22:1(9Z)) contains three chains of (9Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-27-23-19-15-11-7-3)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-26-22-18-14-10-6-2/h18-20,22-24,34-35,67-69,74H,5-17,21,25-33,36-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-,24-20-,35-34-/t67-,68+,69+/m0/s1	SWOWDSDYJBKBTK-RHDHRDQCSA-N	1344.909627			MMDBc0040903
BASm0027705	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/24:0)	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/24:0) contains three chains of (9Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h18-20,22-24,69-71,76H,5-17,21,25-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-,24-20-/t69-,70+,71+/m0/s1	JYNNSQSPAHLKCC-BWHAUOOKSA-N	1374.956577			MMDBc0040904
BASm0027706	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/24:1(11Z))	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/24:1(11Z)) contains three chains of (9Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h18-20,22-24,34-35,69-71,76H,5-17,21,25-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-,24-20-,35-34-/t69-,70+,71+/m0/s1	BFXZEVQNOCBXHH-JDTPBSFOSA-N	1372.940927			MMDBc0040905
BASm0027707	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/24:1(9Z))	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/24:1(9Z)) contains three chains of (9Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-26-22-18-14-10-6-2/h18-20,22-24,36-37,69-71,76H,5-17,21,25-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-,24-20-,37-36-/t69-,70+,71+/m0/s1	DYKUXOZTSLGIIK-QMPFBLGJSA-N	1372.940927			MMDBc0040906
BASm0027708	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/26:0)	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/26:0) contains three chains of (9Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h18-20,22-24,71-73,78H,5-17,21,25-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-,24-20-/t71-,72+,73+/m0/s1	YQXSOJLHUKNBSZ-MYOXSFSISA-N	1402.987877			MMDBc0040907
BASm0027709	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/26:1(11Z))	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/26:1(11Z)) contains three chains of (9Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-26-22-18-14-10-6-2/h18-20,22-24,35-36,71-73,78H,5-17,21,25-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-,24-20-,36-35-/t71-,72+,73+/m0/s1	VOJGMKQEHRVDTC-GYLNCXHTSA-N	1400.972227			MMDBc0040908
BASm0027710	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/26:1(9Z))	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/26:1(9Z)) contains three chains of (9Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3)71-93-97(86,87)91-67-72(79)66-90-96(84,85)92-70-73(94-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)68-88-75(80)62-58-54-50-46-42-26-22-18-14-10-6-2/h18-20,22-24,38-39,72-74,79H,5-17,21,25-37,40-71H2,1-4H3,(H,84,85)(H,86,87)/b22-18-,23-19-,24-20-,39-38-/t72-,73+,74+/m0/s1	WZCMPCNTGIKRGP-BSCLKIFVSA-N	1414.987877			MMDBc0040909
BASm0027711	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/28:0)	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/28:0) contains three chains of (9Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h18-20,22-24,73-75,80H,5-17,21,25-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-,24-20-/t73-,74+,75+/m0/s1	JARYOPIRRZGIKX-MTGRCADTSA-N	1431.019177			MMDBc0040910
BASm0027712	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/28:1(11Z))	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/28:1(11Z)) contains three chains of (9Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h18-20,22-24,37-38,73-75,80H,5-17,21,25-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-,24-20-,38-37-/t73-,74+,75+/m0/s1	HLSRKQGQBQAFCM-JZTRZAFSSA-N	1429.003527			MMDBc0040911
BASm0027713	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/28:1(9Z))	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/28:1(9Z)) contains three chains of (9Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-26-22-18-14-10-6-2/h18-20,22-24,39-40,73-75,80H,5-17,21,25-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-,24-20-,40-39-/t73-,74+,75+/m0/s1	NDWMMEIXSUTACB-VKKJJFDUSA-N	1429.003527			MMDBc0040912
BASm0027714	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/30:0)	CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/14:1(9Z)/30:0) contains three chains of (9Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of tricontanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-30-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-26-22-18-14-10-6-2/h18-20,22-24,75-77,82H,5-17,21,25-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,23-19-,24-20-/t75-,76+,77+/m0/s1	CDGKICAEPVWIJJ-CURFHDHCSA-N	1459.050477			MMDBc0040913
BASm0027715	CL(14:1(9Z)/14:1(9Z)/15:0/23:1(11Z))	CL(14:1(9Z)/14:1(9Z)/15:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/15:0/23:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h19-20,23-24,34-35,69-71,76H,5-18,21-22,25-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,35-34-/t69-,70+,71+/m0/s1	LYRWBMHICSNNTF-AWANWJNDSA-N	1374.956577			MMDBc0040914
BASm0027716	CL(14:1(9Z)/14:1(9Z)/15:0/23:1(9Z))	CL(14:1(9Z)/14:1(9Z)/15:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/15:0/23:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h19-20,23-24,36-37,69-71,76H,5-18,21-22,25-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,37-36-/t69-,70+,71+/m0/s1	NVHKKICQYAHPKB-ZQEZYSCPSA-N	1374.956577			MMDBc0040915
BASm0027717	CL(14:1(9Z)/14:1(9Z)/15:0/25:0)	CL(14:1(9Z)/14:1(9Z)/15:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/15:0/25:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h19-20,23-24,71-73,78H,5-18,21-22,25-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-/t71-,72+,73+/m0/s1	NTBYKSKZFOFMRP-CTZDUGGDSA-N	1405.003527			MMDBc0040916
BASm0027718	CL(14:1(9Z)/14:1(9Z)/15:0/25:1(11Z))	CL(14:1(9Z)/14:1(9Z)/15:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/15:0/25:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h19-20,23-24,36-37,71-73,78H,5-18,21-22,25-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,37-36-/t71-,72+,73+/m0/s1	YFBDHPWZIBBFBK-XFTBKJNPSA-N	1402.987877			MMDBc0040917
BASm0027719	CL(14:1(9Z)/14:1(9Z)/15:0/25:1(9Z))	CL(14:1(9Z)/14:1(9Z)/15:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/15:0/25:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h19-20,23-24,38-39,71-73,78H,5-18,21-22,25-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,39-38-/t71-,72+,73+/m0/s1	IZISMXGHNCEBQH-HEURMCJZSA-N	1402.987877			MMDBc0040918
BASm0027720	CL(14:1(9Z)/14:1(9Z)/15:0/27:0)	CL(14:1(9Z)/14:1(9Z)/15:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/15:0/27:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,23-24,73-75,80H,5-18,21-22,25-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-/t73-,74+,75+/m0/s1	GTKLMYNUDVPXPF-BKBSSOESSA-N	1433.034827			MMDBc0040919
BASm0027721	CL(14:1(9Z)/14:1(9Z)/15:0/27:1(11Z))	CL(14:1(9Z)/14:1(9Z)/15:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/15:0/27:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,23-24,38-39,73-75,80H,5-18,21-22,25-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,39-38-/t73-,74+,75+/m0/s1	CDZSHWGPEXVBSR-BTVHHFAXSA-N	1431.019177			MMDBc0040920
BASm0027722	CL(14:1(9Z)/14:1(9Z)/15:0/27:1(9Z))	CL(14:1(9Z)/14:1(9Z)/15:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/15:0/27:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,23-24,40-41,73-75,80H,5-18,21-22,25-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,41-40-/t73-,74+,75+/m0/s1	KVDXBLNVDVYDCT-DGVBAEIYSA-N	1431.019177			MMDBc0040921
BASm0027723	CL(14:1(9Z)/14:1(9Z)/15:0/29:0)	CL(14:1(9Z)/14:1(9Z)/15:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/15:0/29:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h19-20,23-24,75-77,82H,5-18,21-22,25-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-/t75-,76+,77+/m0/s1	ILKPAOCRFNUCAR-PRYDJSFCSA-N	1461.066127			MMDBc0040922
BASm0027724	CL(14:1(9Z)/14:1(9Z)/15:1(11Z)/23:1(11Z))	CL(14:1(9Z)/14:1(9Z)/15:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/15:1(11Z)/23:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h14,18-20,23-24,34-35,69-71,76H,5-13,15-17,21-22,25-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,23-19-,24-20-,35-34-/t69-,70+,71+/m0/s1	ZIPWDGYFZIQNAO-MBDVAMGXSA-N	1372.940927			MMDBc0040923
BASm0027725	CL(14:1(9Z)/14:1(9Z)/15:1(11Z)/23:1(9Z))	CL(14:1(9Z)/14:1(9Z)/15:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/15:1(11Z)/23:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h14,18-20,23-24,36-37,69-71,76H,5-13,15-17,21-22,25-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,23-19-,24-20-,37-36-/t69-,70+,71+/m0/s1	WXOVAPXLFBWPKL-IJJZMEBMSA-N	1372.940927			MMDBc0040924
BASm0027726	CL(14:1(9Z)/14:1(9Z)/15:1(11Z)/25:0)	CL(14:1(9Z)/14:1(9Z)/15:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/15:1(11Z)/25:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h14,18-20,23-24,71-73,78H,5-13,15-17,21-22,25-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,23-19-,24-20-/t71-,72+,73+/m0/s1	SHAQWPNMSCTMMO-TWPNWXNWSA-N	1402.987877			MMDBc0040925
BASm0027727	CL(14:1(9Z)/14:1(9Z)/15:1(11Z)/25:1(11Z))	CL(14:1(9Z)/14:1(9Z)/15:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/15:1(11Z)/25:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h14,18-20,23-24,36-37,71-73,78H,5-13,15-17,21-22,25-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,23-19-,24-20-,37-36-/t71-,72+,73+/m0/s1	VUSVZJORVAUNQA-PCCRYCGKSA-N	1400.972227			MMDBc0040926
BASm0027728	CL(14:1(9Z)/14:1(9Z)/15:1(11Z)/25:1(9Z))	CL(14:1(9Z)/14:1(9Z)/15:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/15:1(11Z)/25:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h14,18-20,23-24,38-39,71-73,78H,5-13,15-17,21-22,25-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,23-19-,24-20-,39-38-/t71-,72+,73+/m0/s1	MFORLEXLBGYVIT-PUMLFMPXSA-N	1400.972227			MMDBc0040927
BASm0027729	CL(14:1(9Z)/14:1(9Z)/15:1(11Z)/27:0)	CL(14:1(9Z)/14:1(9Z)/15:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/15:1(11Z)/27:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h14,18-20,23-24,73-75,80H,5-13,15-17,21-22,25-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,23-19-,24-20-/t73-,74+,75+/m0/s1	YFCZJXINFQJIEX-DSTGNQGXSA-N	1431.019177			MMDBc0040928
BASm0027730	CL(14:1(9Z)/14:1(9Z)/15:1(11Z)/27:1(11Z))	CL(14:1(9Z)/14:1(9Z)/15:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/15:1(11Z)/27:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h14,18-20,23-24,38-39,73-75,80H,5-13,15-17,21-22,25-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,23-19-,24-20-,39-38-/t73-,74+,75+/m0/s1	BGSXRDVHEDSLRT-RQKISILGSA-N	1429.003527			MMDBc0040929
BASm0027731	CL(14:1(9Z)/14:1(9Z)/15:1(11Z)/27:1(9Z))	CL(14:1(9Z)/14:1(9Z)/15:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/15:1(11Z)/27:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h14,18-20,23-24,40-41,73-75,80H,5-13,15-17,21-22,25-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,23-19-,24-20-,41-40-/t73-,74+,75+/m0/s1	IPHPDTSLQCGEAM-VFCRISGFSA-N	1429.003527			MMDBc0040930
BASm0027732	CL(14:1(9Z)/14:1(9Z)/15:1(11Z)/29:0)	CL(14:1(9Z)/14:1(9Z)/15:1(11Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/15:1(11Z)/29:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h14,18-20,23-24,75-77,82H,5-13,15-17,21-22,25-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,23-19-,24-20-/t75-,76+,77+/m0/s1	OXUXUCQKCNMLGY-RHTSSIDYSA-N	1459.050477			MMDBc0040931
BASm0027733	CL(14:1(9Z)/14:1(9Z)/15:1(9Z)/23:1(11Z))	CL(14:1(9Z)/14:1(9Z)/15:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/15:1(9Z)/23:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h19-20,22-24,26,34-35,69-71,76H,5-18,21,25,27-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,26-22-,35-34-/t69-,70+,71+/m0/s1	SKYANJSSHIEQKG-LMBXEAMRSA-N	1372.940927			MMDBc0040932
BASm0027734	CL(14:1(9Z)/14:1(9Z)/15:1(9Z)/23:1(9Z))	CL(14:1(9Z)/14:1(9Z)/15:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/15:1(9Z)/23:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h19-20,22-24,26,36-37,69-71,76H,5-18,21,25,27-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,26-22-,37-36-/t69-,70+,71+/m0/s1	XZLSCJLLXGIDIY-HUUWBVGZSA-N	1372.940927			MMDBc0040933
BASm0027735	CL(14:1(9Z)/14:1(9Z)/15:1(9Z)/25:0)	CL(14:1(9Z)/14:1(9Z)/15:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/15:1(9Z)/25:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h19-20,22-24,26,71-73,78H,5-18,21,25,27-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,26-22-/t71-,72+,73+/m0/s1	BQVNRVOJNDWCEY-JLQMVBKISA-N	1402.987877			MMDBc0040934
BASm0027736	CL(14:1(9Z)/14:1(9Z)/15:1(9Z)/25:1(11Z))	CL(14:1(9Z)/14:1(9Z)/15:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/15:1(9Z)/25:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h19-20,22-24,26,36-37,71-73,78H,5-18,21,25,27-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,26-22-,37-36-/t71-,72+,73+/m0/s1	GROUPDFBTWOEMD-HEJZAOTJSA-N	1400.972227			MMDBc0040935
BASm0027737	CL(14:1(9Z)/14:1(9Z)/15:1(9Z)/25:1(9Z))	CL(14:1(9Z)/14:1(9Z)/15:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/15:1(9Z)/25:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h19-20,22-24,26,38-39,71-73,78H,5-18,21,25,27-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,26-22-,39-38-/t71-,72+,73+/m0/s1	YPBIGLHEUIXFQZ-AQSJZYJKSA-N	1400.972227			MMDBc0040936
BASm0027738	CL(14:1(9Z)/14:1(9Z)/15:1(9Z)/27:0)	CL(14:1(9Z)/14:1(9Z)/15:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/15:1(9Z)/27:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,22-24,26,73-75,80H,5-18,21,25,27-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,26-22-/t73-,74+,75+/m0/s1	QIOLKIOLJPWBEB-VNTOXEQSSA-N	1431.019177			MMDBc0040937
BASm0027739	CL(14:1(9Z)/14:1(9Z)/15:1(9Z)/27:1(11Z))	CL(14:1(9Z)/14:1(9Z)/15:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/15:1(9Z)/27:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,22-24,26,38-39,73-75,80H,5-18,21,25,27-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,26-22-,39-38-/t73-,74+,75+/m0/s1	OPIHXUPLXDOYIA-LCGLWEEUSA-N	1429.003527			MMDBc0040938
BASm0027740	CL(14:1(9Z)/14:1(9Z)/15:1(9Z)/27:1(9Z))	CL(14:1(9Z)/14:1(9Z)/15:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/15:1(9Z)/27:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,22-24,26,40-41,73-75,80H,5-18,21,25,27-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,26-22-,41-40-/t73-,74+,75+/m0/s1	VPJDLDSNVJMBKR-FHAXJEPMSA-N	1429.003527			MMDBc0040939
BASm0027741	CL(14:1(9Z)/14:1(9Z)/15:1(9Z)/29:0)	CL(14:1(9Z)/14:1(9Z)/15:1(9Z)/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/15:1(9Z)/29:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of nonacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h19-20,22-24,26,75-77,82H,5-18,21,25,27-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,26-22-/t75-,76+,77+/m0/s1	LBWNFTLBNCNLSG-ZHMNIDCJSA-N	1459.050477			MMDBc0040940
BASm0027742	CL(14:1(9Z)/14:1(9Z)/16:0/16:1(11Z))	CL(14:1(9Z)/14:1(9Z)/16:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:0/16:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h18-20,22-24,63-65,70H,5-17,21,25-62H2,1-4H3,(H,75,76)(H,77,78)/b22-18-,23-19-,24-20-/t63-,64+,65+/m0/s1	WLBOJSBRUQBCIS-RSDNUFPQSA-N	1290.862677			MMDBc0040941
BASm0027743	CL(14:1(9Z)/14:1(9Z)/16:0/16:1(9Z))	CL(14:1(9Z)/14:1(9Z)/16:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:0/16:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-31-35-38-42-46-50-54-67(72)80-60-65(86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(85-68(73)55-51-47-43-39-34-28-24-20-16-12-8-4)59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3/h19-20,23-24,26,30,63-65,70H,5-18,21-22,25,27-29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,24-20-,30-26-/t63-,64+,65+/m0/s1	QZKJKIQUMQUDGA-SXWFGVSSSA-N	1290.862677			MMDBc0040942
BASm0027744	CL(14:1(9Z)/14:1(9Z)/16:0/18:0)	CL(14:1(9Z)/14:1(9Z)/16:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:0/18:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h19-20,23-24,65-67,72H,5-18,21-22,25-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,24-20-/t65-,66+,67+/m0/s1	RDUUTPIVDBKIRX-XFGAXRFGSA-N	1320.909627			MMDBc0040943
BASm0027745	CL(14:1(9Z)/14:1(9Z)/16:0/18:1(11Z))	CL(14:1(9Z)/14:1(9Z)/16:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:0/18:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h19-20,23-25,29,65-67,72H,5-18,21-22,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,24-20-,29-25-/t65-,66+,67+/m0/s1	NMORUVSGSQVHTA-SUXXNCKSSA-N	1318.893977			MMDBc0040944
BASm0027746	CL(14:1(9Z)/14:1(9Z)/16:0/18:1(9Z))	CL(14:1(9Z)/14:1(9Z)/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:0/18:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h19-20,23-24,31-32,65-67,72H,5-18,21-22,25-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,24-20-,32-31-/t65-,66+,67+/m0/s1	LZEXGVOPMFNPAX-CBTFDACISA-N	1318.893977			MMDBc0040945
BASm0027747	CL(14:1(9Z)/14:1(9Z)/16:0/20:0)	CL(14:1(9Z)/14:1(9Z)/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:0/20:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h19-20,23-24,67-69,74H,5-18,21-22,25-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,24-20-/t67-,68+,69+/m0/s1	TXRHCQZVOHBPRC-NOPODOTFSA-N	1348.940927			MMDBc0040946
BASm0027748	CL(14:1(9Z)/14:1(9Z)/16:0/20:1(11Z))	CL(14:1(9Z)/14:1(9Z)/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:0/20:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h19-20,23-24,31-32,67-69,74H,5-18,21-22,25-30,33-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,24-20-,32-31-/t67-,68+,69+/m0/s1	OLADLYNMXCRLJF-KWSBWNBVSA-N	1346.925277			MMDBc0040947
BASm0027749	CL(14:1(9Z)/14:1(9Z)/16:0/20:1(13Z))	CL(14:1(9Z)/14:1(9Z)/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:0/20:1(13Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h19-20,23-25,29,67-69,74H,5-18,21-22,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,24-20-,29-25-/t67-,68+,69+/m0/s1	BKLVAVBKKMXRAF-DTEPJTCISA-N	1346.925277			MMDBc0040948
BASm0027750	CL(14:1(9Z)/14:1(9Z)/16:0/22:0)	CL(14:1(9Z)/14:1(9Z)/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:0/22:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h19-20,23-24,69-71,76H,5-18,21-22,25-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-/t69-,70+,71+/m0/s1	ZMRPDHNPJMXRPH-NEEJKMQDSA-N	1376.972227			MMDBc0040949
BASm0027751	CL(14:1(9Z)/14:1(9Z)/16:0/22:1(11Z))	CL(14:1(9Z)/14:1(9Z)/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:0/22:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h19-20,23-24,33-34,69-71,76H,5-18,21-22,25-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,34-33-/t69-,70+,71+/m0/s1	ZFIGLGQNFUUKFH-ZMLOUGOKSA-N	1374.956577			MMDBc0040950
BASm0027752	CL(14:1(9Z)/14:1(9Z)/16:0/22:1(9Z))	CL(14:1(9Z)/14:1(9Z)/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:0/22:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h19-20,23-24,35-36,69-71,76H,5-18,21-22,25-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,36-35-/t69-,70+,71+/m0/s1	DEWMQLXEGHELFI-AGDRDRMZSA-N	1374.956577			MMDBc0040951
BASm0027753	CL(14:1(9Z)/14:1(9Z)/16:0/24:0)	CL(14:1(9Z)/14:1(9Z)/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:0/24:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h19-20,23-24,71-73,78H,5-18,21-22,25-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-/t71-,72+,73+/m0/s1	SYDQODUQAPLRCJ-CTZDUGGDSA-N	1405.003527			MMDBc0040952
BASm0027754	CL(14:1(9Z)/14:1(9Z)/16:0/24:1(11Z))	CL(14:1(9Z)/14:1(9Z)/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:0/24:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h19-20,23-24,35-36,71-73,78H,5-18,21-22,25-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,36-35-/t71-,72+,73+/m0/s1	OMSHMAXBJPYVRS-FMXDRCHFSA-N	1402.987877			MMDBc0040953
BASm0027755	CL(14:1(9Z)/14:1(9Z)/16:0/24:1(9Z))	CL(14:1(9Z)/14:1(9Z)/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:0/24:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h19-20,23-24,37-38,71-73,78H,5-18,21-22,25-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,38-37-/t71-,72+,73+/m0/s1	VGQGDIHBDGJWJT-NYKQVIGZSA-N	1402.987877			MMDBc0040954
BASm0027756	CL(14:1(9Z)/14:1(9Z)/16:0/26:0)	CL(14:1(9Z)/14:1(9Z)/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:0/26:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,23-24,73-75,80H,5-18,21-22,25-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-/t73-,74+,75+/m0/s1	LHKWZBHBCUXFBY-BKBSSOESSA-N	1433.034827			MMDBc0040955
BASm0027757	CL(14:1(9Z)/14:1(9Z)/16:0/26:1(11Z))	CL(14:1(9Z)/14:1(9Z)/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:0/26:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,23-24,36-37,73-75,80H,5-18,21-22,25-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,37-36-/t73-,74+,75+/m0/s1	KMINVPKGFREQQW-TVUGCHMSSA-N	1431.019177			MMDBc0040956
BASm0027758	CL(14:1(9Z)/14:1(9Z)/16:0/26:1(9Z))	CL(14:1(9Z)/14:1(9Z)/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:0/26:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-42-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(96-79(84)66-62-58-54-50-45-28-24-20-16-12-8-4)70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3/h19-20,23-24,39-40,74-76,81H,5-18,21-22,25-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b23-19-,24-20-,40-39-/t74-,75+,76+/m0/s1	FOTLQMWZSOIJSR-CIPKUGMDSA-N	1445.034827			MMDBc0040957
BASm0027759	CL(14:1(9Z)/14:1(9Z)/16:0/28:0)	CL(14:1(9Z)/14:1(9Z)/16:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:0/28:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h19-20,23-24,75-77,82H,5-18,21-22,25-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-/t75-,76+,77+/m0/s1	BFLZWUGPXBZEST-PRYDJSFCSA-N	1461.066127			MMDBc0040958
BASm0027760	CL(14:1(9Z)/14:1(9Z)/16:0/28:1(11Z))	CL(14:1(9Z)/14:1(9Z)/16:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:0/28:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h19-20,23-24,38-39,75-77,82H,5-18,21-22,25-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,39-38-/t75-,76+,77+/m0/s1	ZARBNVYTJGIQCF-LSLZCWTBSA-N	1459.050477			MMDBc0040959
BASm0027761	CL(14:1(9Z)/14:1(9Z)/16:0/28:1(9Z))	CL(14:1(9Z)/14:1(9Z)/16:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:0/28:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h19-20,23-24,40-41,75-77,82H,5-18,21-22,25-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,41-40-/t75-,76+,77+/m0/s1	GQSUICDHMDECPP-OQNRHXFZSA-N	1459.050477			MMDBc0040960
BASm0027762	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/18:0)	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/18:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h18-20,22-24,65-67,72H,5-17,21,25-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,23-19-,24-20-/t65-,66+,67+/m0/s1	GJSKGQOWLVZJTB-OLRHDFFOSA-N	1318.893977			MMDBc0040961
BASm0027763	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/18:1(11Z))	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/18:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h18-20,22-25,29,65-67,72H,5-17,21,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,23-19-,24-20-,29-25-/t65-,66+,67+/m0/s1	HXYIGTKLJMZLGS-SPLMSULRSA-N	1316.878327			MMDBc0040962
BASm0027764	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/18:1(9Z))	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/18:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h18-20,22-24,31-32,65-67,72H,5-17,21,25-30,33-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,23-19-,24-20-,32-31-/t65-,66+,67+/m0/s1	QVHGRSVATYAMFU-FZZRPXMUSA-N	1316.878327			MMDBc0040963
BASm0027765	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/20:0)	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/20:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h18-20,22-24,67-69,74H,5-17,21,25-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-,24-20-/t67-,68+,69+/m0/s1	BDSBNXQVMUGRSW-QBEUTEGUSA-N	1346.925277			MMDBc0040964
BASm0027766	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/20:1(11Z))	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/20:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h18-20,22-24,31-32,67-69,74H,5-17,21,25-30,33-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-,24-20-,32-31-/t67-,68+,69+/m0/s1	NOXJGFQLUABBCC-XOCLYDFQSA-N	1344.909627			MMDBc0040965
BASm0027767	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/20:1(13Z))	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/20:1(13Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h18-20,22-25,29,67-69,74H,5-17,21,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-,24-20-,29-25-/t67-,68+,69+/m0/s1	PIGHAERDBZTWDQ-RRDCSEHOSA-N	1344.909627			MMDBc0040966
BASm0027768	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/22:0)	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/22:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h18-20,22-24,69-71,76H,5-17,21,25-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-,24-20-/t69-,70+,71+/m0/s1	WUTMWMMGMCZTKV-BWHAUOOKSA-N	1374.956577			MMDBc0040967
BASm0027769	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/22:1(11Z))	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/22:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h18-20,22-24,33-34,69-71,76H,5-17,21,25-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-,24-20-,34-33-/t69-,70+,71+/m0/s1	LENYDZJSLQUOBW-WMDOKZGZSA-N	1372.940927			MMDBc0040968
BASm0027770	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/22:1(9Z))	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/22:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h18-20,22-24,35-36,69-71,76H,5-17,21,25-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-,24-20-,36-35-/t69-,70+,71+/m0/s1	UTXKGOZMSCFBLF-VICJXITISA-N	1372.940927			MMDBc0040969
BASm0027771	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/24:0)	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/24:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h18-20,22-24,71-73,78H,5-17,21,25-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-,24-20-/t71-,72+,73+/m0/s1	UTCIJHRRIWEKJB-MYOXSFSISA-N	1402.987877			MMDBc0040970
BASm0027772	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/24:1(11Z))	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/24:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h18-20,22-24,35-36,71-73,78H,5-17,21,25-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-,24-20-,36-35-/t71-,72+,73+/m0/s1	ZSNFQELXHLWUGO-GYLNCXHTSA-N	1400.972227			MMDBc0040971
BASm0027773	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/24:1(9Z))	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/24:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h18-20,22-24,37-38,71-73,78H,5-17,21,25-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-,24-20-,38-37-/t71-,72+,73+/m0/s1	ORUSWEQRWIVBKF-PJBDZXOMSA-N	1400.972227			MMDBc0040972
BASm0027774	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/26:0)	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/26:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h18-20,22-24,73-75,80H,5-17,21,25-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-,24-20-/t73-,74+,75+/m0/s1	YGQDXNMUDZRONJ-MTGRCADTSA-N	1431.019177			MMDBc0040973
BASm0027775	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/26:1(11Z))	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/26:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h18-20,22-24,36-37,73-75,80H,5-17,21,25-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-,24-20-,37-36-/t73-,74+,75+/m0/s1	OLNYNGXUSKHQSQ-DLBASXHZSA-N	1429.003527			MMDBc0040974
BASm0027776	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/26:1(9Z))	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/26:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-42-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(96-79(84)66-62-58-54-50-45-28-24-20-16-12-8-4)70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3/h18-20,22-24,39-40,74-76,81H,5-17,21,25-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b22-18-,23-19-,24-20-,40-39-/t74-,75+,76+/m0/s1	QXDBOVNUKJZLBU-BTUYLOONSA-N	1443.019177			MMDBc0040975
BASm0027777	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/28:0)	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/28:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h18-20,22-24,75-77,82H,5-17,21,25-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,23-19-,24-20-/t75-,76+,77+/m0/s1	UEGMOBYYPMTEPA-CURFHDHCSA-N	1459.050477			MMDBc0040976
BASm0027778	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/28:1(11Z))	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/28:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h18-20,22-24,38-39,75-77,82H,5-17,21,25-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,23-19-,24-20-,39-38-/t75-,76+,77+/m0/s1	ZLQZHXYSCAUIOV-YJWIRRLLSA-N	1457.034827			MMDBc0040977
BASm0027779	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/28:1(9Z))	CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(11Z)/28:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h18-20,22-24,40-41,75-77,82H,5-17,21,25-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,23-19-,24-20-,41-40-/t75-,76+,77+/m0/s1	YSMLTFTYFMNSTD-OGOQJWIGSA-N	1457.034827			MMDBc0040978
BASm0027780	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/18:0)	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/18:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h19-20,23-24,26,30,65-67,72H,5-18,21-22,25,27-29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,24-20-,30-26-/t65-,66+,67+/m0/s1	ZBWFDAMYNDJUEA-CFCJSICCSA-N	1318.893977			MMDBc0040979
BASm0027781	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/18:1(11Z))	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/18:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h19-20,23-26,29-30,65-67,72H,5-18,21-22,27-28,31-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,24-20-,29-25-,30-26-/t65-,66+,67+/m0/s1	JWWXOOTYJVUIHX-DAVTYMFGSA-N	1316.878327			MMDBc0040980
BASm0027782	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/18:1(9Z))	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/18:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-31-32-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-27-23-19-15-11-7-3/h19-20,23-24,26,30-32,65-67,72H,5-18,21-22,25,27-29,33-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,24-20-,30-26-,32-31-/t65-,66+,67+/m0/s1	GTFKBKZKPZLTOI-MBIRCJKISA-N	1316.878327			MMDBc0040981
BASm0027783	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/20:0)	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/20:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h19-20,23-24,26,30,67-69,74H,5-18,21-22,25,27-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,24-20-,30-26-/t67-,68+,69+/m0/s1	ABDNVROJQYZPGA-QCCHOJRFSA-N	1346.925277			MMDBc0040982
BASm0027784	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/20:1(11Z))	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/20:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h19-20,23-24,26,30-32,67-69,74H,5-18,21-22,25,27-29,33-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,24-20-,30-26-,32-31-/t67-,68+,69+/m0/s1	OZASIOHYAMLZOE-NAQHOOPVSA-N	1344.909627			MMDBc0040983
BASm0027785	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/20:1(13Z))	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/20:1(13Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h19-20,23-26,29-30,67-69,74H,5-18,21-22,27-28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,24-20-,29-25-,30-26-/t67-,68+,69+/m0/s1	BKQVAMWNLFIMTL-URRAETTJSA-N	1344.909627			MMDBc0040984
BASm0027786	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/22:0)	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/22:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h19-20,23-24,26,30,69-71,76H,5-18,21-22,25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,30-26-/t69-,70+,71+/m0/s1	LOMUJJDJTRPKRE-IECMDSMMSA-N	1374.956577			MMDBc0040985
BASm0027787	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/22:1(11Z))	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/22:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h19-20,23-24,26,30,33-34,69-71,76H,5-18,21-22,25,27-29,31-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,30-26-,34-33-/t69-,70+,71+/m0/s1	YAGLXDJTFRLADD-WYEKPFRTSA-N	1372.940927			MMDBc0040986
BASm0027788	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/22:1(9Z))	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/22:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h19-20,23-24,26,30,35-36,69-71,76H,5-18,21-22,25,27-29,31-34,37-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,30-26-,36-35-/t69-,70+,71+/m0/s1	NKSAXVPJKLDRQY-HXLLJNNGSA-N	1372.940927			MMDBc0040987
BASm0027789	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/24:0)	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/24:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h19-20,23-24,26,30,71-73,78H,5-18,21-22,25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,30-26-/t71-,72+,73+/m0/s1	NYZQGNBUXRWWIL-YNFYUMQSSA-N	1402.987877			MMDBc0040988
BASm0027790	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/24:1(11Z))	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/24:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h19-20,23-24,26,30,35-36,71-73,78H,5-18,21-22,25,27-29,31-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,30-26-,36-35-/t71-,72+,73+/m0/s1	CNLMXFXWUVKEGW-NZTVBDFWSA-N	1400.972227			MMDBc0040989
BASm0027791	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/24:1(9Z))	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/24:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h19-20,23-24,26,30,37-38,71-73,78H,5-18,21-22,25,27-29,31-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,30-26-,38-37-/t71-,72+,73+/m0/s1	SMQJPGDDWXMPTM-BWNZDNKASA-N	1400.972227			MMDBc0040990
BASm0027792	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/26:0)	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/26:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,23-24,26,30,73-75,80H,5-18,21-22,25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,30-26-/t73-,74+,75+/m0/s1	PJIPNMVTEUEVMB-QQYVABQYSA-N	1431.019177			MMDBc0040991
BASm0027793	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/26:1(11Z))	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/26:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,23-24,26,30,36-37,73-75,80H,5-18,21-22,25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,30-26-,37-36-/t73-,74+,75+/m0/s1	DLPMORKERIQHAR-GKAKOHEISA-N	1429.003527			MMDBc0040992
BASm0027794	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/26:1(9Z))	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/26:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-46-42-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(96-79(84)66-62-58-54-50-45-28-24-20-16-12-8-4)70-90-77(82)64-60-56-52-48-44-27-23-19-15-11-7-3/h19-20,23-24,26,30,39-40,74-76,81H,5-18,21-22,25,27-29,31-38,41-73H2,1-4H3,(H,86,87)(H,88,89)/b23-19-,24-20-,30-26-,40-39-/t74-,75+,76+/m0/s1	LXLAUSRUZBDWHA-NWAQROCPSA-N	1443.019177			MMDBc0040993
BASm0027795	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/28:0)	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/28:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h19-20,23-24,26,30,75-77,82H,5-18,21-22,25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,30-26-/t75-,76+,77+/m0/s1	AOJGRXMJWGSRTE-UFPZHCCASA-N	1459.050477			MMDBc0040994
BASm0027796	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/28:1(11Z))	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/28:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h19-20,23-24,26,30,38-39,75-77,82H,5-18,21-22,25,27-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,30-26-,39-38-/t75-,76+,77+/m0/s1	BYYOJAOYWVYQCA-OKODRWAPSA-N	1457.034827			MMDBc0040995
BASm0027797	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/28:1(9Z))	CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/16:1(9Z)/28:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h19-20,23-24,26,30,40-41,75-77,82H,5-18,21-22,25,27-29,31-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,30-26-,41-40-/t75-,76+,77+/m0/s1	SRBFZPQFFYYVFE-OERIOYIBSA-N	1457.034827			MMDBc0040996
BASm0027798	CL(14:1(9Z)/14:1(9Z)/18:0/18:1(11Z))	CL(14:1(9Z)/14:1(9Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:0/18:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h19-20,23-24,26,30,67-69,74H,5-18,21-22,25,27-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,24-20-,30-26-/t67-,68+,69+/m0/s1	ZKAPQIXFVNIWRU-QCCHOJRFSA-N	1346.925277			MMDBc0040997
BASm0027799	CL(14:1(9Z)/14:1(9Z)/18:0/18:1(9Z))	CL(14:1(9Z)/14:1(9Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:0/18:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-42-46-50-54-58-71(76)84-64-69(90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3/h19-20,23-24,32,34,67-69,74H,5-18,21-22,25-31,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,24-20-,34-32-/t67-,68+,69+/m0/s1	MUAFLVUYGLANEN-GOZHVTFZSA-N	1346.925277			MMDBc0040998
BASm0027800	CL(14:1(9Z)/14:1(9Z)/18:0/20:0)	CL(14:1(9Z)/14:1(9Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:0/20:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h19-20,23-24,69-71,76H,5-18,21-22,25-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-/t69-,70+,71+/m0/s1	ZZPAECBCFGIICJ-NEEJKMQDSA-N	1376.972227			MMDBc0040999
BASm0027801	CL(14:1(9Z)/14:1(9Z)/18:0/20:1(11Z))	CL(14:1(9Z)/14:1(9Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:0/20:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h19-20,23-24,31,33,69-71,76H,5-18,21-22,25-30,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,33-31-/t69-,70+,71+/m0/s1	SXDMWAYKDSQZGT-ZZQBRNRXSA-N	1374.956577			MMDBc0041000
BASm0027802	CL(14:1(9Z)/14:1(9Z)/18:0/20:1(13Z))	CL(14:1(9Z)/14:1(9Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:0/20:1(13Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h19-20,23-25,29,69-71,76H,5-18,21-22,26-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,29-25-/t69-,70+,71+/m0/s1	HZTNYBXUGBOBKM-NMRUOUFUSA-N	1374.956577			MMDBc0041001
BASm0027803	CL(14:1(9Z)/14:1(9Z)/18:0/22:0)	CL(14:1(9Z)/14:1(9Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:0/22:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h19-20,23-24,71-73,78H,5-18,21-22,25-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-/t71-,72+,73+/m0/s1	FYKSJLLTFSUBBL-CTZDUGGDSA-N	1405.003527			MMDBc0041002
BASm0027804	CL(14:1(9Z)/14:1(9Z)/18:0/22:1(11Z))	CL(14:1(9Z)/14:1(9Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:0/22:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h19-20,23-24,34-35,71-73,78H,5-18,21-22,25-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,35-34-/t71-,72+,73+/m0/s1	HVPSHRVGQKMBOZ-JZTGCHDHSA-N	1402.987877			MMDBc0041003
BASm0027805	CL(14:1(9Z)/14:1(9Z)/18:0/22:1(9Z))	CL(14:1(9Z)/14:1(9Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:0/22:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h19-20,23-24,36,38,71-73,78H,5-18,21-22,25-35,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,38-36-/t71-,72+,73+/m0/s1	IUUZCDQEPLFSAF-KEBZNWPPSA-N	1402.987877			MMDBc0041004
BASm0027806	CL(14:1(9Z)/14:1(9Z)/18:0/24:0)	CL(14:1(9Z)/14:1(9Z)/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:0/24:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,23-24,73-75,80H,5-18,21-22,25-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-/t73-,74+,75+/m0/s1	IDJDHNAEDWYHDJ-BKBSSOESSA-N	1433.034827			MMDBc0041005
BASm0027807	CL(14:1(9Z)/14:1(9Z)/18:0/24:1(11Z))	CL(14:1(9Z)/14:1(9Z)/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:0/24:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,23-24,36-37,73-75,80H,5-18,21-22,25-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,37-36-/t73-,74+,75+/m0/s1	ADOQWEZNEMBPMW-TVUGCHMSSA-N	1431.019177			MMDBc0041006
BASm0027808	CL(14:1(9Z)/14:1(9Z)/18:0/24:1(9Z))	CL(14:1(9Z)/14:1(9Z)/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:0/24:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,23-24,38,40,73-75,80H,5-18,21-22,25-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,40-38-/t73-,74+,75+/m0/s1	RVSSPAALJQFWDZ-QPGWTADQSA-N	1431.019177			MMDBc0041007
BASm0027809	CL(14:1(9Z)/14:1(9Z)/18:0/26:0)	CL(14:1(9Z)/14:1(9Z)/18:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:0/26:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h19-20,23-24,75-77,82H,5-18,21-22,25-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-/t75-,76+,77+/m0/s1	ARVRNBSQCCGUHI-PRYDJSFCSA-N	1461.066127			MMDBc0041008
BASm0027810	CL(14:1(9Z)/14:1(9Z)/18:0/26:1(11Z))	CL(14:1(9Z)/14:1(9Z)/18:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:0/26:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h19-20,23-24,37-38,75-77,82H,5-18,21-22,25-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,38-37-/t75-,76+,77+/m0/s1	DXLNCRZLKUYMBK-KBZARIBVSA-N	1459.050477			MMDBc0041009
BASm0027811	CL(14:1(9Z)/14:1(9Z)/18:0/26:1(9Z))	CL(14:1(9Z)/14:1(9Z)/18:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:0/26:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-41-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-42-32-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3/h19-20,23-24,40-41,76-78,83H,5-18,21-22,25-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b23-19-,24-20-,41-40-/t76-,77+,78+/m0/s1	BXMXMLVUXVSZEO-BWXAQYDWSA-N	1473.066127			MMDBc0041010
BASm0027812	CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/20:0)	CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/20:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h19-20,23-24,26,30,69-71,76H,5-18,21-22,25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,30-26-/t69-,70+,71+/m0/s1	LHFCDLPVLIXSFE-IECMDSMMSA-N	1374.956577			MMDBc0041011
BASm0027813	CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/20:1(11Z))	CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/20:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h19-20,23-24,26,30-31,33,69-71,76H,5-18,21-22,25,27-29,32,34-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,30-26-,33-31-/t69-,70+,71+/m0/s1	QGAFCSAFGPCSOY-FIOBIRBBSA-N	1372.940927			MMDBc0041012
BASm0027814	CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/20:1(13Z))	CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/20:1(13Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h19-20,23-26,29-30,69-71,76H,5-18,21-22,27-28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,29-25-,30-26-/t69-,70+,71+/m0/s1	MAOXYNXYELDNFP-MRHFVKRTSA-N	1372.940927			MMDBc0041013
BASm0027815	CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/22:0)	CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/22:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h19-20,23-24,26,30,71-73,78H,5-18,21-22,25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,30-26-/t71-,72+,73+/m0/s1	VDVVEPBJYOTJJC-YNFYUMQSSA-N	1402.987877			MMDBc0041014
BASm0027816	CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/22:1(11Z))	CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/22:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h19-20,23-24,26,30,34-35,71-73,78H,5-18,21-22,25,27-29,31-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,30-26-,35-34-/t71-,72+,73+/m0/s1	OAEINMYAIVEEQP-BLDJVOQQSA-N	1400.972227			MMDBc0041015
BASm0027817	CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/22:1(9Z))	CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/22:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h19-20,23-24,26,30,36,38,71-73,78H,5-18,21-22,25,27-29,31-35,37,39-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,30-26-,38-36-/t71-,72+,73+/m0/s1	VBOPOFAUXVKLRN-KQZMHFKCSA-N	1400.972227			MMDBc0041016
BASm0027818	CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/24:0)	CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/24:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,23-24,26,30,73-75,80H,5-18,21-22,25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,30-26-/t73-,74+,75+/m0/s1	TVXWPUUGHVNFDB-QQYVABQYSA-N	1431.019177			MMDBc0041017
BASm0027819	CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/24:1(11Z))	CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/24:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,23-24,26,30,36-37,73-75,80H,5-18,21-22,25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,30-26-,37-36-/t73-,74+,75+/m0/s1	ZSYNLPCMZPEEQO-GKAKOHEISA-N	1429.003527			MMDBc0041018
BASm0027820	CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/24:1(9Z))	CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/24:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,23-24,26,30,38,40,73-75,80H,5-18,21-22,25,27-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,30-26-,40-38-/t73-,74+,75+/m0/s1	BTKZXNDELHTHCY-ACUPBVIASA-N	1429.003527			MMDBc0041019
BASm0027821	CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/26:0)	CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/26:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h19-20,23-24,26,30,75-77,82H,5-18,21-22,25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,30-26-/t75-,76+,77+/m0/s1	YEWUNLGRJWTIIQ-UFPZHCCASA-N	1459.050477			MMDBc0041020
BASm0027822	CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/26:1(11Z))	CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/26:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h19-20,23-24,26,30,37-38,75-77,82H,5-18,21-22,25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,30-26-,38-37-/t75-,76+,77+/m0/s1	GIZIMMQWPADRGK-ILUXPHCTSA-N	1457.034827			MMDBc0041021
BASm0027823	CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/26:1(9Z))	CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:1(11Z)/26:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C82H152O17P2	InChI=1S/C82H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-41-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-42-32-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3/h19-20,23-24,26,30,40-41,76-78,83H,5-18,21-22,25,27-29,31-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b23-19-,24-20-,30-26-,41-40-/t76-,77+,78+/m0/s1	CKRHJSHTXVVVNS-ADBVHUHYSA-N	1471.050477			MMDBc0041022
BASm0027824	CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/20:0)	CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/20:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h19-20,23-24,32,35,69-71,76H,5-18,21-22,25-31,33-34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,35-32-/t69-,70+,71+/m0/s1	DEVSIGXMCMEDBE-GWWAZHESSA-N	1374.956577			MMDBc0041023
BASm0027825	CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/20:1(11Z))	CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/20:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h19-20,23-24,31-33,35,69-71,76H,5-18,21-22,25-30,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,33-31-,35-32-/t69-,70+,71+/m0/s1	KWZDRHGPQWMQBL-AONAGSGYSA-N	1372.940927			MMDBc0041024
BASm0027826	CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/20:1(13Z))	CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/20:1(13Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-31-33-34-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-35-32-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3/h19-20,23-25,29,32,35,69-71,76H,5-18,21-22,26-28,30-31,33-34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,29-25-,35-32-/t69-,70+,71+/m0/s1	HMBVEPKIXFVLID-AHITXDEJSA-N	1372.940927			MMDBc0041025
BASm0027827	CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/22:0)	CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/22:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h19-20,23-24,32,37,71-73,78H,5-18,21-22,25-31,33-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,37-32-/t71-,72+,73+/m0/s1	BXLZRMDLJOTFDW-RFPRSPKGSA-N	1402.987877			MMDBc0041026
BASm0027828	CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/22:1(11Z))	CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/22:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h19-20,23-24,32,34-35,37,71-73,78H,5-18,21-22,25-31,33,36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,35-34-,37-32-/t71-,72+,73+/m0/s1	SMKBBHIJCNPDKN-FXVWXBSJSA-N	1400.972227			MMDBc0041027
BASm0027829	CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/22:1(9Z))	CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/22:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h19-20,23-24,32,36-38,71-73,78H,5-18,21-22,25-31,33-35,39-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,37-32-,38-36-/t71-,72+,73+/m0/s1	SSMFPXBIOKONEO-DCFNPIHOSA-N	1400.972227			MMDBc0041028
BASm0027830	CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/24:0)	CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/24:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,23-24,32,39,73-75,80H,5-18,21-22,25-31,33-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,39-32-/t73-,74+,75+/m0/s1	ICTRKUIAVUTDJZ-VXTXAVSTSA-N	1431.019177			MMDBc0041029
BASm0027831	CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/24:1(11Z))	CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/24:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,23-24,32,36-37,39,73-75,80H,5-18,21-22,25-31,33-35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,37-36-,39-32-/t73-,74+,75+/m0/s1	WYBHWPSXPPSQLG-UWLFCYICSA-N	1429.003527			MMDBc0041030
BASm0027832	CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/24:1(9Z))	CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/24:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,23-24,32,38-40,73-75,80H,5-18,21-22,25-31,33-37,41-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,39-32-,40-38-/t73-,74+,75+/m0/s1	ZSPPHWOYKNSDJW-MVVUNPKISA-N	1429.003527			MMDBc0041031
BASm0027833	CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/26:0)	CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/26:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h19-20,23-24,32,41,75-77,82H,5-18,21-22,25-31,33-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,41-32-/t75-,76+,77+/m0/s1	JVKYCPVKJKDWQO-LTJZUNRWSA-N	1459.050477			MMDBc0041032
BASm0027834	CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/26:1(11Z))	CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/26:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h19-20,23-24,32,37-38,41,75-77,82H,5-18,21-22,25-31,33-36,39-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,38-37-,41-32-/t75-,76+,77+/m0/s1	NAACJQOWZKVOLN-IMQDGYSNSA-N	1457.034827			MMDBc0041033
BASm0027835	CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/26:1(9Z))	CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/18:1(9Z)/26:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C82H152O17P2	InChI=1S/C82H152O17P2/c1-5-9-13-17-21-25-29-31-33-34-35-36-37-38-39-40-41-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-42-32-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-27-23-19-15-11-7-3/h19-20,23-24,32,40-42,76-78,83H,5-18,21-22,25-31,33-39,43-75H2,1-4H3,(H,88,89)(H,90,91)/b23-19-,24-20-,41-40-,42-32-/t76-,77+,78+/m0/s1	NIIQSMGKWXJJSQ-QCORMGBSSA-N	1471.050477			MMDBc0041034
BASm0027836	CL(14:1(9Z)/14:1(9Z)/20:0/20:1(11Z))	CL(14:1(9Z)/14:1(9Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/20:0/20:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h19-20,23-24,32,34,71-73,78H,5-18,21-22,25-31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,34-32-/t71-,72+,73+/m0/s1	TUZNGUOUZPDGHH-SNDMPNPBSA-N	1402.987877			MMDBc0041035
BASm0027837	CL(14:1(9Z)/14:1(9Z)/20:0/20:1(13Z))	CL(14:1(9Z)/14:1(9Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/20:0/20:1(13Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3/h19-20,23-24,26,30,71-73,78H,5-18,21-22,25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,30-26-/t71-,72+,73+/m0/s1	LHTZNYQQOHATDC-YNFYUMQSSA-N	1402.987877			MMDBc0041036
BASm0027838	CL(14:1(9Z)/14:1(9Z)/20:0/22:0)	CL(14:1(9Z)/14:1(9Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/20:0/22:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,23-24,73-75,80H,5-18,21-22,25-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-/t73-,74+,75+/m0/s1	CIBVGDMDRDPFSD-BKBSSOESSA-N	1433.034827			MMDBc0041037
BASm0027839	CL(14:1(9Z)/14:1(9Z)/20:0/22:1(11Z))	CL(14:1(9Z)/14:1(9Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/20:0/22:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,23-24,35-36,73-75,80H,5-18,21-22,25-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,36-35-/t73-,74+,75+/m0/s1	HNALYJOUBSHNFV-OCYYJOSGSA-N	1431.019177			MMDBc0041038
BASm0027840	CL(14:1(9Z)/14:1(9Z)/20:0/22:1(9Z))	CL(14:1(9Z)/14:1(9Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/20:0/22:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,23-24,38,40,73-75,80H,5-18,21-22,25-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,40-38-/t73-,74+,75+/m0/s1	LJSSNHSFRNYLKD-QPGWTADQSA-N	1431.019177			MMDBc0041039
BASm0027841	CL(14:1(9Z)/14:1(9Z)/20:0/24:0)	CL(14:1(9Z)/14:1(9Z)/20:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/20:0/24:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h19-20,23-24,75-77,82H,5-18,21-22,25-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-/t75-,76+,77+/m0/s1	BSVRZWSHLRPTHE-PRYDJSFCSA-N	1461.066127			MMDBc0041040
BASm0027842	CL(14:1(9Z)/14:1(9Z)/20:0/24:1(11Z))	CL(14:1(9Z)/14:1(9Z)/20:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/20:0/24:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h19-20,23-24,37-38,75-77,82H,5-18,21-22,25-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,38-37-/t75-,76+,77+/m0/s1	KFAYVSKCQSOVFF-KBZARIBVSA-N	1459.050477			MMDBc0041041
BASm0027843	CL(14:1(9Z)/14:1(9Z)/20:0/24:1(9Z))	CL(14:1(9Z)/14:1(9Z)/20:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/20:0/24:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h19-20,23-24,40,42,75-77,82H,5-18,21-22,25-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,42-40-/t75-,76+,77+/m0/s1	DTADBYJHCCLTBT-WABXCMNSSA-N	1459.050477			MMDBc0041042
BASm0027844	CL(14:1(9Z)/14:1(9Z)/20:1(11Z)/22:0)	CL(14:1(9Z)/14:1(9Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/20:1(11Z)/22:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,23-24,32,34,73-75,80H,5-18,21-22,25-31,33,35-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,34-32-/t73-,74+,75+/m0/s1	SKLFZJPIQQSHOM-NNZRMZCISA-N	1431.019177			MMDBc0041043
BASm0027845	CL(14:1(9Z)/14:1(9Z)/20:1(11Z)/22:1(11Z))	CL(14:1(9Z)/14:1(9Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/20:1(11Z)/22:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,23-24,32,34-36,73-75,80H,5-18,21-22,25-31,33,37-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,34-32-,36-35-/t73-,74+,75+/m0/s1	KJLKUUNBNUQWGQ-RZNFQACWSA-N	1429.003527			MMDBc0041044
BASm0027846	CL(14:1(9Z)/14:1(9Z)/20:1(11Z)/22:1(9Z))	CL(14:1(9Z)/14:1(9Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/20:1(11Z)/22:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,23-24,32,34,38,40,73-75,80H,5-18,21-22,25-31,33,35-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,34-32-,40-38-/t73-,74+,75+/m0/s1	UMXIOUXMRJRVHK-KQGGQGRKSA-N	1429.003527			MMDBc0041045
BASm0027847	CL(14:1(9Z)/14:1(9Z)/20:1(11Z)/24:0)	CL(14:1(9Z)/14:1(9Z)/20:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/20:1(11Z)/24:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h19-20,23-24,32,34,75-77,82H,5-18,21-22,25-31,33,35-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,34-32-/t75-,76+,77+/m0/s1	OJGPJZNNZKRWDI-HMJUMKQESA-N	1459.050477			MMDBc0041046
BASm0027848	CL(14:1(9Z)/14:1(9Z)/20:1(11Z)/24:1(11Z))	CL(14:1(9Z)/14:1(9Z)/20:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/20:1(11Z)/24:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h19-20,23-24,32,34,37-38,75-77,82H,5-18,21-22,25-31,33,35-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,34-32-,38-37-/t75-,76+,77+/m0/s1	TZTMLBNUOJNFSP-SJEWXTGWSA-N	1457.034827			MMDBc0041047
BASm0027849	CL(14:1(9Z)/14:1(9Z)/20:1(11Z)/24:1(9Z))	CL(14:1(9Z)/14:1(9Z)/20:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/20:1(11Z)/24:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h19-20,23-24,32,34,40,42,75-77,82H,5-18,21-22,25-31,33,35-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,34-32-,42-40-/t75-,76+,77+/m0/s1	CUDHXDRRDXHRQH-CPWVTICTSA-N	1457.034827			MMDBc0041048
BASm0027850	CL(14:1(9Z)/14:1(9Z)/20:1(13Z)/22:0)	CL(14:1(9Z)/14:1(9Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/20:1(13Z)/22:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,23-24,26,30,73-75,80H,5-18,21-22,25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,30-26-/t73-,74+,75+/m0/s1	KLHYYZBACMLVSY-QQYVABQYSA-N	1431.019177			MMDBc0041049
BASm0027851	CL(14:1(9Z)/14:1(9Z)/20:1(13Z)/22:1(11Z))	CL(14:1(9Z)/14:1(9Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/20:1(13Z)/22:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,23-24,26,30,35-36,73-75,80H,5-18,21-22,25,27-29,31-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,30-26-,36-35-/t73-,74+,75+/m0/s1	JGUUOJIJOMOAEG-NTIINONZSA-N	1429.003527			MMDBc0041050
BASm0027852	CL(14:1(9Z)/14:1(9Z)/20:1(13Z)/22:1(9Z))	CL(14:1(9Z)/14:1(9Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/20:1(13Z)/22:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-37-34-32-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-27-23-19-15-11-7-3/h19-20,23-24,26,30,38,40,73-75,80H,5-18,21-22,25,27-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,30-26-,40-38-/t73-,74+,75+/m0/s1	LWOCEVHGJLFNTR-ACUPBVIASA-N	1429.003527			MMDBc0041051
BASm0027853	CL(14:1(9Z)/14:1(9Z)/20:1(13Z)/24:0)	CL(14:1(9Z)/14:1(9Z)/20:1(13Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/20:1(13Z)/24:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h19-20,23-24,26,30,75-77,82H,5-18,21-22,25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,30-26-/t75-,76+,77+/m0/s1	SWICUDXANBLXME-UFPZHCCASA-N	1459.050477			MMDBc0041052
BASm0027854	CL(14:1(9Z)/14:1(9Z)/20:1(13Z)/24:1(11Z))	CL(14:1(9Z)/14:1(9Z)/20:1(13Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/20:1(13Z)/24:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h19-20,23-24,26,30,37-38,75-77,82H,5-18,21-22,25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,30-26-,38-37-/t75-,76+,77+/m0/s1	ZVLNPBZZGXKCGE-ILUXPHCTSA-N	1457.034827			MMDBc0041053
BASm0027855	CL(14:1(9Z)/14:1(9Z)/20:1(13Z)/24:1(9Z))	CL(14:1(9Z)/14:1(9Z)/20:1(13Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/20:1(13Z)/24:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h19-20,23-24,26,30,40,42,75-77,82H,5-18,21-22,25,27-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,30-26-,42-40-/t75-,76+,77+/m0/s1	YIXJVEGUNXCKOH-HVXYFNGOSA-N	1457.034827			MMDBc0041054
BASm0027856	CL(14:1(9Z)/14:1(9Z)/22:0/22:1(11Z))	CL(14:1(9Z)/14:1(9Z)/22:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/22:0/22:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h19-20,23-24,36,38,75-77,82H,5-18,21-22,25-35,37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,38-36-/t75-,76+,77+/m0/s1	XWGKNKORRAAPHI-KDALLHMLSA-N	1459.050477			MMDBc0041055
BASm0027857	CL(14:1(9Z)/14:1(9Z)/22:0/22:1(9Z))	CL(14:1(9Z)/14:1(9Z)/22:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/14:1(9Z)/22:0/22:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3/h19-20,23-24,40,42,75-77,82H,5-18,21-22,25-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,42-40-/t75-,76+,77+/m0/s1	GNCCPEFUIAEDFB-WABXCMNSSA-N	1459.050477			MMDBc0041056
BASm0027858	CL(14:1(9Z)/15:0/15:0/16:0)	CL(14:1(9Z)/15:0/15:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:0/16:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24,63-65,70H,5-19,21-23,25-62H2,1-4H3,(H,75,76)(H,77,78)/b24-20-/t63-,64+,65+/m0/s1	QKIDNSXQYLYIBB-GZBNOGFDSA-N	1294.893977			MMDBc0041057
BASm0027859	CL(14:1(9Z)/15:0/15:0/16:1(11Z))	CL(14:1(9Z)/15:0/15:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:0/16:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h17,20-21,24,63-65,70H,5-16,18-19,22-23,25-62H2,1-4H3,(H,75,76)(H,77,78)/b21-17-,24-20-/t63-,64+,65+/m0/s1	YJYMNBUQQFVHGO-RQRFTJNFSA-N	1292.878327			MMDBc0041058
BASm0027860	CL(14:1(9Z)/15:0/15:0/16:1(9Z))	CL(14:1(9Z)/15:0/15:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:0/16:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24-25,29,63-65,70H,5-19,21-23,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b24-20-,29-25-/t63-,64+,65+/m0/s1	FXZXZXRJSHIIQN-VKWHEMNESA-N	1292.878327			MMDBc0041059
BASm0027861	CL(14:1(9Z)/15:0/15:0/18:0)	CL(14:1(9Z)/15:0/15:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:0/18:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h20,24,65-67,72H,5-19,21-23,25-64H2,1-4H3,(H,77,78)(H,79,80)/b24-20-/t65-,66+,67+/m0/s1	HQRRFLXZGPUVFC-TVMGTFMWSA-N	1322.925277			MMDBc0041060
BASm0027862	CL(14:1(9Z)/15:0/15:0/18:1(11Z))	CL(14:1(9Z)/15:0/15:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:0/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h20,24-25,29,65-67,72H,5-19,21-23,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b24-20-,29-25-/t65-,66+,67+/m0/s1	IWINMIZCOHIJDZ-NYHKOOIPSA-N	1320.909627			MMDBc0041061
BASm0027863	CL(14:1(9Z)/15:0/15:0/18:1(9Z))	CL(14:1(9Z)/15:0/15:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:0/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h20,24,32-33,65-67,72H,5-19,21-23,25-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b24-20-,33-32-/t65-,66+,67+/m0/s1	DQEMQEQNSOENCH-AUQAGNSDSA-N	1320.909627			MMDBc0041062
BASm0027864	CL(14:1(9Z)/15:0/15:0/20:0)	CL(14:1(9Z)/15:0/15:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:0/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24,67-69,74H,5-19,21-23,25-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-/t67-,68+,69+/m0/s1	RLDIKRINAZUVAA-NZNSBPIOSA-N	1350.956577			MMDBc0041063
BASm0027865	CL(14:1(9Z)/15:0/15:0/20:1(11Z))	CL(14:1(9Z)/15:0/15:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:0/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24,32-33,67-69,74H,5-19,21-23,25-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-,33-32-/t67-,68+,69+/m0/s1	HBVDIWFXLPYUMJ-GELUODSVSA-N	1348.940927			MMDBc0041064
BASm0027866	CL(14:1(9Z)/15:0/15:0/20:1(13Z))	CL(14:1(9Z)/15:0/15:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:0/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24-25,29,67-69,74H,5-19,21-23,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-,29-25-/t67-,68+,69+/m0/s1	ARDLOIIANSQFJG-CZZDXFHVSA-N	1348.940927			MMDBc0041065
BASm0027867	CL(14:1(9Z)/15:0/15:0/22:0)	CL(14:1(9Z)/15:0/15:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:0/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,69-71,76H,5-19,21-23,25-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-/t69-,70+,71+/m0/s1	XYVZYKXHJFCIKH-SSIKKJRMSA-N	1378.987877			MMDBc0041066
BASm0027868	CL(14:1(9Z)/15:0/15:0/22:1(11Z))	CL(14:1(9Z)/15:0/15:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:0/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,34-35,69-71,76H,5-19,21-23,25-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,35-34-/t69-,70+,71+/m0/s1	ZSIYFXYXTPOING-MDMLPFOISA-N	1376.972227			MMDBc0041067
BASm0027869	CL(14:1(9Z)/15:0/15:0/22:1(9Z))	CL(14:1(9Z)/15:0/15:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:0/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,36-37,69-71,76H,5-19,21-23,25-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,37-36-/t69-,70+,71+/m0/s1	WAZOLJMMUSEQCF-OCCMOCPVSA-N	1376.972227			MMDBc0041068
BASm0027870	CL(14:1(9Z)/15:0/15:0/24:0)	CL(14:1(9Z)/15:0/15:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:0/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h20,24,71-73,78H,5-19,21-23,25-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-/t71-,72+,73+/m0/s1	ZVXSSXRHCQVHCT-KTTVDIAXSA-N	1407.019177			MMDBc0041069
BASm0027871	CL(14:1(9Z)/15:0/15:0/24:1(11Z))	CL(14:1(9Z)/15:0/15:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:0/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h20,24,36-37,71-73,78H,5-19,21-23,25-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,37-36-/t71-,72+,73+/m0/s1	QBYFDASSMCTZOP-PYTHNUFPSA-N	1405.003527			MMDBc0041070
BASm0027872	CL(14:1(9Z)/15:0/15:0/24:1(9Z))	CL(14:1(9Z)/15:0/15:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:0/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h20,24,38-39,71-73,78H,5-19,21-23,25-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,39-38-/t71-,72+,73+/m0/s1	HRTOZROOVRHXLP-ZLYJWMCVSA-N	1405.003527			MMDBc0041071
BASm0027873	CL(14:1(9Z)/15:0/15:0/26:0)	CL(14:1(9Z)/15:0/15:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:0/26:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h20,24,73-75,80H,5-19,21-23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-/t73-,74+,75+/m0/s1	FGNJFMFTFGOYGK-DEPVYLCVSA-N	1435.050477			MMDBc0041072
BASm0027874	CL(14:1(9Z)/15:0/15:0/26:1(11Z))	CL(14:1(9Z)/15:0/15:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:0/26:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h20,24,37-38,73-75,80H,5-19,21-23,25-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,38-37-/t73-,74+,75+/m0/s1	ILLMHRBJCIIXPR-MNZMYSINSA-N	1433.034827			MMDBc0041073
BASm0027875	CL(14:1(9Z)/15:0/15:0/26:1(9Z))	CL(14:1(9Z)/15:0/15:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:0/26:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C80H152O17P2	InChI=1S/C80H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h20,24,40-41,74-76,81H,5-19,21-23,25-39,42-73H2,1-4H3,(H,86,87)(H,88,89)/b24-20-,41-40-/t74-,75+,76+/m0/s1	FEXFHOURYJMXHA-AHTYBMBASA-N	1447.050477			MMDBc0041074
BASm0027876	CL(14:1(9Z)/15:0/15:0/28:0)	CL(14:1(9Z)/15:0/15:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:0/28:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h20,24,75-77,82H,5-19,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-/t75-,76+,77+/m0/s1	VFZJOTBOBCFOIN-ABFKWZFKSA-N	1463.081778			MMDBc0041075
BASm0027877	CL(14:1(9Z)/15:0/15:0/28:1(11Z))	CL(14:1(9Z)/15:0/15:0/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:0/28:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h20,24,39-40,75-77,82H,5-19,21-23,25-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,40-39-/t75-,76+,77+/m0/s1	PNDLXXUFYQENGU-CHNJBPKOSA-N	1461.066127			MMDBc0041076
BASm0027878	CL(14:1(9Z)/15:0/15:0/28:1(9Z))	CL(14:1(9Z)/15:0/15:0/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:0/28:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h20,24,41-42,75-77,82H,5-19,21-23,25-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,42-41-/t75-,76+,77+/m0/s1	ABDQNFKWAJUANR-YYGSRZBNSA-N	1461.066127			MMDBc0041077
BASm0027879	CL(14:1(9Z)/15:0/15:1(11Z)/16:0)	CL(14:1(9Z)/15:0/15:1(11Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(11Z)/16:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h14,18,20,24,63-65,70H,5-13,15-17,19,21-23,25-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,24-20-/t63-,64+,65+/m0/s1	RWUMVHSBBRDTSV-KTNRBLKNSA-N	1292.878327			MMDBc0041078
BASm0027880	CL(14:1(9Z)/15:0/15:1(11Z)/16:1(11Z))	CL(14:1(9Z)/15:0/15:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(11Z)/16:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h14,17-18,20-21,24,63-65,70H,5-13,15-16,19,22-23,25-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,21-17-,24-20-/t63-,64+,65+/m0/s1	ISHXKAQNMSLJTO-NUZHHOGWSA-N	1290.862677			MMDBc0041079
BASm0027881	CL(14:1(9Z)/15:0/15:1(11Z)/16:1(9Z))	CL(14:1(9Z)/15:0/15:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(11Z)/16:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h14,18,20,24-25,29,63-65,70H,5-13,15-17,19,21-23,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,24-20-,29-25-/t63-,64+,65+/m0/s1	ZZIYTDBYNUYEFQ-HOLGTGRPSA-N	1290.862677			MMDBc0041080
BASm0027882	CL(14:1(9Z)/15:0/15:1(11Z)/18:0)	CL(14:1(9Z)/15:0/15:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(11Z)/18:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h14,18,20,24,65-67,72H,5-13,15-17,19,21-23,25-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,24-20-/t65-,66+,67+/m0/s1	PNOQOPZSXPZBNL-GVDPZGTPSA-N	1320.909627			MMDBc0041081
BASm0027883	CL(14:1(9Z)/15:0/15:1(11Z)/18:1(11Z))	CL(14:1(9Z)/15:0/15:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(11Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h14,18,20,24-25,29,65-67,72H,5-13,15-17,19,21-23,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,24-20-,29-25-/t65-,66+,67+/m0/s1	CCBQDJIAQBSCCI-ZPQMWXGTSA-N	1318.893977			MMDBc0041082
BASm0027884	CL(14:1(9Z)/15:0/15:1(11Z)/18:1(9Z))	CL(14:1(9Z)/15:0/15:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(11Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h14,18,20,24,32-33,65-67,72H,5-13,15-17,19,21-23,25-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,24-20-,33-32-/t65-,66+,67+/m0/s1	RPDKLWUOBUOPLJ-YORWNRCFSA-N	1318.893977			MMDBc0041083
BASm0027885	CL(14:1(9Z)/15:0/15:1(11Z)/20:0)	CL(14:1(9Z)/15:0/15:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(11Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h14,18,20,24,67-69,74H,5-13,15-17,19,21-23,25-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,24-20-/t67-,68+,69+/m0/s1	IXQZCTBGAVUTGP-JHZLTWIGSA-N	1348.940927			MMDBc0041084
BASm0027886	CL(14:1(9Z)/15:0/15:1(11Z)/20:1(11Z))	CL(14:1(9Z)/15:0/15:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(11Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h14,18,20,24,32-33,67-69,74H,5-13,15-17,19,21-23,25-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,24-20-,33-32-/t67-,68+,69+/m0/s1	VHHKFTNSYNDGBV-YRINUYRNSA-N	1346.925277			MMDBc0041085
BASm0027887	CL(14:1(9Z)/15:0/15:1(11Z)/20:1(13Z))	CL(14:1(9Z)/15:0/15:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(11Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h14,18,20,24-25,29,67-69,74H,5-13,15-17,19,21-23,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,24-20-,29-25-/t67-,68+,69+/m0/s1	RDEBYEFGYIFBEQ-JVHWGVEFSA-N	1346.925277			MMDBc0041086
BASm0027888	CL(14:1(9Z)/15:0/15:1(11Z)/22:0)	CL(14:1(9Z)/15:0/15:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(11Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h14,18,20,24,69-71,76H,5-13,15-17,19,21-23,25-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,24-20-/t69-,70+,71+/m0/s1	ICZBRUCXNWYWFS-SQOGLHEPSA-N	1376.972227			MMDBc0041087
BASm0027889	CL(14:1(9Z)/15:0/15:1(11Z)/22:1(11Z))	CL(14:1(9Z)/15:0/15:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(11Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h14,18,20,24,34-35,69-71,76H,5-13,15-17,19,21-23,25-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,24-20-,35-34-/t69-,70+,71+/m0/s1	ZWIXZKDLUDGVID-SMNJVRGSSA-N	1374.956577			MMDBc0041088
BASm0027890	CL(14:1(9Z)/15:0/15:1(11Z)/22:1(9Z))	CL(14:1(9Z)/15:0/15:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(11Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h14,18,20,24,36-37,69-71,76H,5-13,15-17,19,21-23,25-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,24-20-,37-36-/t69-,70+,71+/m0/s1	CJXNNHRLRZCKLB-ZFECYMKTSA-N	1374.956577			MMDBc0041089
BASm0027891	CL(14:1(9Z)/15:0/15:1(11Z)/24:0)	CL(14:1(9Z)/15:0/15:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(11Z)/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h14,18,20,24,71-73,78H,5-13,15-17,19,21-23,25-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,24-20-/t71-,72+,73+/m0/s1	QPOOACBYWDNNJH-QBVOBHTFSA-N	1405.003527			MMDBc0041090
BASm0027892	CL(14:1(9Z)/15:0/15:1(11Z)/24:1(11Z))	CL(14:1(9Z)/15:0/15:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(11Z)/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h14,18,20,24,36-37,71-73,78H,5-13,15-17,19,21-23,25-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,24-20-,37-36-/t71-,72+,73+/m0/s1	YOJNXDKPMGFJQT-GRIYGHBTSA-N	1402.987877			MMDBc0041091
BASm0027893	CL(14:1(9Z)/15:0/15:1(11Z)/24:1(9Z))	CL(14:1(9Z)/15:0/15:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(11Z)/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h14,18,20,24,38-39,71-73,78H,5-13,15-17,19,21-23,25-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,24-20-,39-38-/t71-,72+,73+/m0/s1	CMKSNVCNQMDEMF-BCZCJPJRSA-N	1402.987877			MMDBc0041092
BASm0027894	CL(14:1(9Z)/15:0/15:1(11Z)/26:0)	CL(14:1(9Z)/15:0/15:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(11Z)/26:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h14,18,20,24,73-75,80H,5-13,15-17,19,21-23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,24-20-/t73-,74+,75+/m0/s1	FMAQGXIVXCWXMJ-XDLOMGJCSA-N	1433.034827			MMDBc0041093
BASm0027895	CL(14:1(9Z)/15:0/15:1(11Z)/26:1(11Z))	CL(14:1(9Z)/15:0/15:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(11Z)/26:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h14,18,20,24,37-38,73-75,80H,5-13,15-17,19,21-23,25-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,24-20-,38-37-/t73-,74+,75+/m0/s1	ONLOONCDPHOIGN-CZSIRBTRSA-N	1431.019177			MMDBc0041094
BASm0027896	CL(14:1(9Z)/15:0/15:1(11Z)/26:1(9Z))	CL(14:1(9Z)/15:0/15:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(11Z)/26:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h14,18,20,24,40-41,74-76,81H,5-13,15-17,19,21-23,25-39,42-73H2,1-4H3,(H,86,87)(H,88,89)/b18-14-,24-20-,41-40-/t74-,75+,76+/m0/s1	AORMGOURIXNFSU-AJJKXVTDSA-N	1445.034827			MMDBc0041095
BASm0027897	CL(14:1(9Z)/15:0/15:1(11Z)/28:0)	CL(14:1(9Z)/15:0/15:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(11Z)/28:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h14,18,20,24,75-77,82H,5-13,15-17,19,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,24-20-/t75-,76+,77+/m0/s1	KPNWZQDGWIHMOL-FIPDGSMSSA-N	1461.066127			MMDBc0041096
BASm0027898	CL(14:1(9Z)/15:0/15:1(11Z)/28:1(11Z))	CL(14:1(9Z)/15:0/15:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(11Z)/28:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h14,18,20,24,39-40,75-77,82H,5-13,15-17,19,21-23,25-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,24-20-,40-39-/t75-,76+,77+/m0/s1	NSINEFYGTPJQCT-XSVGFUDRSA-N	1459.050477			MMDBc0041097
BASm0027899	CL(14:1(9Z)/15:0/15:1(11Z)/28:1(9Z))	CL(14:1(9Z)/15:0/15:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(11Z)/28:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h14,18,20,24,41-42,75-77,82H,5-13,15-17,19,21-23,25-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,24-20-,42-41-/t75-,76+,77+/m0/s1	QTXJPLCDKNAJAF-ZDHMRYDASA-N	1459.050477			MMDBc0041098
BASm0027900	CL(14:1(9Z)/15:0/15:1(9Z)/16:0)	CL(14:1(9Z)/15:0/15:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(9Z)/16:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,22,24,26,63-65,70H,5-19,21,23,25,27-62H2,1-4H3,(H,75,76)(H,77,78)/b24-20-,26-22-/t63-,64+,65+/m0/s1	BSWFQZYSILXQKQ-BYHVAXAFSA-N	1292.878327			MMDBc0041099
BASm0027901	CL(14:1(9Z)/15:0/15:1(9Z)/16:1(11Z))	CL(14:1(9Z)/15:0/15:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(9Z)/16:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h17,20-22,24,26,63-65,70H,5-16,18-19,23,25,27-62H2,1-4H3,(H,75,76)(H,77,78)/b21-17-,24-20-,26-22-/t63-,64+,65+/m0/s1	GOUSWMVGMIKCCD-DSYZGLGWSA-N	1290.862677			MMDBc0041100
BASm0027902	CL(14:1(9Z)/15:0/15:1(9Z)/16:1(9Z))	CL(14:1(9Z)/15:0/15:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(9Z)/16:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,22,24-26,29,63-65,70H,5-19,21,23,27-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b24-20-,26-22-,29-25-/t63-,64+,65+/m0/s1	DJWMTXSMIDTNAW-WISFPXJASA-N	1290.862677			MMDBc0041101
BASm0027903	CL(14:1(9Z)/15:0/15:1(9Z)/18:0)	CL(14:1(9Z)/15:0/15:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(9Z)/18:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h20,22,24,26,65-67,72H,5-19,21,23,25,27-64H2,1-4H3,(H,77,78)(H,79,80)/b24-20-,26-22-/t65-,66+,67+/m0/s1	NDFXJLQKZFSLNZ-WIDRMRKXSA-N	1320.909627			MMDBc0041102
BASm0027904	CL(14:1(9Z)/15:0/15:1(9Z)/18:1(11Z))	CL(14:1(9Z)/15:0/15:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(9Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h20,22,24-26,29,65-67,72H,5-19,21,23,27-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b24-20-,26-22-,29-25-/t65-,66+,67+/m0/s1	LDRMQUOSMQFNRX-JLZXRNAZSA-N	1318.893977			MMDBc0041103
BASm0027905	CL(14:1(9Z)/15:0/15:1(9Z)/18:1(9Z))	CL(14:1(9Z)/15:0/15:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(9Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h20,22,24,26,32-33,65-67,72H,5-19,21,23,25,27-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b24-20-,26-22-,33-32-/t65-,66+,67+/m0/s1	DLPQORKUUMAASX-NESHLOLSSA-N	1318.893977			MMDBc0041104
BASm0027906	CL(14:1(9Z)/15:0/15:1(9Z)/20:0)	CL(14:1(9Z)/15:0/15:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(9Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,22,24,26,67-69,74H,5-19,21,23,25,27-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-,26-22-/t67-,68+,69+/m0/s1	RIEUTUJUGRMHEH-CKCCWXBFSA-N	1348.940927			MMDBc0041105
BASm0027907	CL(14:1(9Z)/15:0/15:1(9Z)/20:1(11Z))	CL(14:1(9Z)/15:0/15:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(9Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,22,24,26,32-33,67-69,74H,5-19,21,23,25,27-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-,26-22-,33-32-/t67-,68+,69+/m0/s1	PTQUDOFOIHQBAL-DLAIJXJRSA-N	1346.925277			MMDBc0041106
BASm0027908	CL(14:1(9Z)/15:0/15:1(9Z)/20:1(13Z))	CL(14:1(9Z)/15:0/15:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(9Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,22,24-26,29,67-69,74H,5-19,21,23,27-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-,26-22-,29-25-/t67-,68+,69+/m0/s1	FSCFEVCTZRXAAU-QQLZUXQGSA-N	1346.925277			MMDBc0041107
BASm0027909	CL(14:1(9Z)/15:0/15:1(9Z)/22:0)	CL(14:1(9Z)/15:0/15:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(9Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,22,24,26,69-71,76H,5-19,21,23,25,27-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,26-22-/t69-,70+,71+/m0/s1	YSJMZROXWSKPEQ-OOAXCOSASA-N	1376.972227			MMDBc0041108
BASm0027910	CL(14:1(9Z)/15:0/15:1(9Z)/22:1(11Z))	CL(14:1(9Z)/15:0/15:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(9Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,22,24,26,34-35,69-71,76H,5-19,21,23,25,27-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,26-22-,35-34-/t69-,70+,71+/m0/s1	NUCTUCRCSYQRSZ-BWWWIDBRSA-N	1374.956577			MMDBc0041109
BASm0027911	CL(14:1(9Z)/15:0/15:1(9Z)/22:1(9Z))	CL(14:1(9Z)/15:0/15:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(9Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,22,24,26,36-37,69-71,76H,5-19,21,23,25,27-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,26-22-,37-36-/t69-,70+,71+/m0/s1	IZEBTAHAFUQGTI-OLLZRBGKSA-N	1374.956577			MMDBc0041110
BASm0027912	CL(14:1(9Z)/15:0/15:1(9Z)/24:0)	CL(14:1(9Z)/15:0/15:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(9Z)/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h20,22,24,26,71-73,78H,5-19,21,23,25,27-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,26-22-/t71-,72+,73+/m0/s1	CPNYZKWFHUNVIX-OVLIIAEHSA-N	1405.003527			MMDBc0041111
BASm0027913	CL(14:1(9Z)/15:0/15:1(9Z)/24:1(11Z))	CL(14:1(9Z)/15:0/15:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(9Z)/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h20,22,24,26,36-37,71-73,78H,5-19,21,23,25,27-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,26-22-,37-36-/t71-,72+,73+/m0/s1	PVXDTDDQPUFGFZ-RTAFYJJESA-N	1402.987877			MMDBc0041112
BASm0027914	CL(14:1(9Z)/15:0/15:1(9Z)/24:1(9Z))	CL(14:1(9Z)/15:0/15:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(9Z)/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h20,22,24,26,38-39,71-73,78H,5-19,21,23,25,27-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,26-22-,39-38-/t71-,72+,73+/m0/s1	WMDSFPJGUCPSHX-MEQZYJGFSA-N	1402.987877			MMDBc0041113
BASm0027915	CL(14:1(9Z)/15:0/15:1(9Z)/26:0)	CL(14:1(9Z)/15:0/15:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(9Z)/26:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h20,22,24,26,73-75,80H,5-19,21,23,25,27-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,26-22-/t73-,74+,75+/m0/s1	KZTGWFFJCGOEFT-UTTAGXEESA-N	1433.034827			MMDBc0041114
BASm0027916	CL(14:1(9Z)/15:0/15:1(9Z)/26:1(11Z))	CL(14:1(9Z)/15:0/15:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(9Z)/26:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h20,22,24,26,37-38,73-75,80H,5-19,21,23,25,27-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,26-22-,38-37-/t73-,74+,75+/m0/s1	GGWCKNRBOKWLNS-VHXLVJOPSA-N	1431.019177			MMDBc0041115
BASm0027917	CL(14:1(9Z)/15:0/15:1(9Z)/26:1(9Z))	CL(14:1(9Z)/15:0/15:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(9Z)/26:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H150O17P2	InChI=1S/C80H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h20,22,24,26,40-41,74-76,81H,5-19,21,23,25,27-39,42-73H2,1-4H3,(H,86,87)(H,88,89)/b24-20-,26-22-,41-40-/t74-,75+,76+/m0/s1	YVPNYZQLGVSZRF-YMSDWEOASA-N	1445.034827			MMDBc0041116
BASm0027918	CL(14:1(9Z)/15:0/15:1(9Z)/28:0)	CL(14:1(9Z)/15:0/15:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(9Z)/28:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h20,22,24,26,75-77,82H,5-19,21,23,25,27-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,26-22-/t75-,76+,77+/m0/s1	ORKSVGJWCCIHSI-SGIMCBMCSA-N	1461.066127			MMDBc0041117
BASm0027919	CL(14:1(9Z)/15:0/15:1(9Z)/28:1(11Z))	CL(14:1(9Z)/15:0/15:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(9Z)/28:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h20,22,24,26,39-40,75-77,82H,5-19,21,23,25,27-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,26-22-,40-39-/t75-,76+,77+/m0/s1	XVILBACDBUDRJP-WSBAETGWSA-N	1459.050477			MMDBc0041118
BASm0027920	CL(14:1(9Z)/15:0/15:1(9Z)/28:1(9Z))	CL(14:1(9Z)/15:0/15:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/15:1(9Z)/28:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h20,22,24,26,41-42,75-77,82H,5-19,21,23,25,27-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,26-22-,42-41-/t75-,76+,77+/m0/s1	GBXATDUEIHOQKE-ZTIDHPFFSA-N	1459.050477			MMDBc0041119
BASm0027921	CL(14:1(9Z)/15:0/16:0/23:1(11Z))	CL(14:1(9Z)/15:0/16:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/16:0/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,35-36,71-73,78H,5-19,21-23,25-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,36-35-/t71-,72+,73+/m0/s1	WFUNXRGAENPSMY-BOUBQBGQSA-N	1405.003527			MMDBc0041120
BASm0027922	CL(14:1(9Z)/15:0/16:0/23:1(9Z))	CL(14:1(9Z)/15:0/16:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/16:0/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,37-38,71-73,78H,5-19,21-23,25-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,38-37-/t71-,72+,73+/m0/s1	NCUOIAJNDUFKQC-CHGDRUMMSA-N	1405.003527			MMDBc0041121
BASm0027923	CL(14:1(9Z)/15:0/16:0/25:0)	CL(14:1(9Z)/15:0/16:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/16:0/25:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h20,24,73-75,80H,5-19,21-23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-/t73-,74+,75+/m0/s1	AEDINXSQPDYYHL-DEPVYLCVSA-N	1435.050477			MMDBc0041122
BASm0027924	CL(14:1(9Z)/15:0/16:0/25:1(11Z))	CL(14:1(9Z)/15:0/16:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/16:0/25:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h20,24,37-38,73-75,80H,5-19,21-23,25-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,38-37-/t73-,74+,75+/m0/s1	JMFWLNYQVZPXLP-MNZMYSINSA-N	1433.034827			MMDBc0041123
BASm0027925	CL(14:1(9Z)/15:0/16:0/25:1(9Z))	CL(14:1(9Z)/15:0/16:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/16:0/25:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h20,24,39-40,73-75,80H,5-19,21-23,25-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,40-39-/t73-,74+,75+/m0/s1	MCTWZHOILGOBTL-FTRWXFLISA-N	1433.034827			MMDBc0041124
BASm0027926	CL(14:1(9Z)/15:0/16:0/27:0)	CL(14:1(9Z)/15:0/16:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/16:0/27:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,24,75-77,82H,5-19,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-/t75-,76+,77+/m0/s1	JENXISVYWKVXMD-ABFKWZFKSA-N	1463.081778			MMDBc0041125
BASm0027927	CL(14:1(9Z)/15:0/16:0/27:1(11Z))	CL(14:1(9Z)/15:0/16:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/16:0/27:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,24,39-40,75-77,82H,5-19,21-23,25-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,40-39-/t75-,76+,77+/m0/s1	CVIPDGLAUAQMBL-CHNJBPKOSA-N	1461.066127			MMDBc0041126
BASm0027928	CL(14:1(9Z)/15:0/16:0/27:1(9Z))	CL(14:1(9Z)/15:0/16:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/16:0/27:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,24,41-42,75-77,82H,5-19,21-23,25-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,42-41-/t75-,76+,77+/m0/s1	IKSARKFXHJIKLE-YYGSRZBNSA-N	1461.066127			MMDBc0041127
BASm0027929	CL(14:1(9Z)/15:0/16:1(11Z)/23:1(11Z))	CL(14:1(9Z)/15:0/16:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/16:1(11Z)/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h18,20,22,24,35-36,71-73,78H,5-17,19,21,23,25-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,24-20-,36-35-/t71-,72+,73+/m0/s1	YPACLVWHZPKMAW-FKLVIVCZSA-N	1402.987877			MMDBc0041128
BASm0027930	CL(14:1(9Z)/15:0/16:1(11Z)/23:1(9Z))	CL(14:1(9Z)/15:0/16:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/16:1(11Z)/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h18,20,22,24,37-38,71-73,78H,5-17,19,21,23,25-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,24-20-,38-37-/t71-,72+,73+/m0/s1	WSNGEAKHUQQLJY-VVKFNDIJSA-N	1402.987877			MMDBc0041129
BASm0027931	CL(14:1(9Z)/15:0/16:1(11Z)/25:0)	CL(14:1(9Z)/15:0/16:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/16:1(11Z)/25:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h18,20,22,24,73-75,80H,5-17,19,21,23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,24-20-/t73-,74+,75+/m0/s1	AWVJJRHLLOIOQO-GPPPJKFPSA-N	1433.034827			MMDBc0041130
BASm0027932	CL(14:1(9Z)/15:0/16:1(11Z)/25:1(11Z))	CL(14:1(9Z)/15:0/16:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/16:1(11Z)/25:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h18,20,22,24,37-38,73-75,80H,5-17,19,21,23,25-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,24-20-,38-37-/t73-,74+,75+/m0/s1	SVWLKTLZCFKOME-ZSGJQIDSSA-N	1431.019177			MMDBc0041131
BASm0027933	CL(14:1(9Z)/15:0/16:1(11Z)/25:1(9Z))	CL(14:1(9Z)/15:0/16:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/16:1(11Z)/25:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h18,20,22,24,39-40,73-75,80H,5-17,19,21,23,25-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,24-20-,40-39-/t73-,74+,75+/m0/s1	WMQQEKHMBJKKJK-RRKALWDSSA-N	1431.019177			MMDBc0041132
BASm0027934	CL(14:1(9Z)/15:0/16:1(11Z)/27:0)	CL(14:1(9Z)/15:0/16:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/16:1(11Z)/27:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h18,20,22,24,75-77,82H,5-17,19,21,23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,24-20-/t75-,76+,77+/m0/s1	NSAHFBRMHUVFEY-IFZLYPLISA-N	1461.066127			MMDBc0041133
BASm0027935	CL(14:1(9Z)/15:0/16:1(11Z)/27:1(11Z))	CL(14:1(9Z)/15:0/16:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/16:1(11Z)/27:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h18,20,22,24,39-40,75-77,82H,5-17,19,21,23,25-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,24-20-,40-39-/t75-,76+,77+/m0/s1	OMPNDQUEXDSLCV-VAEFMYOESA-N	1459.050477			MMDBc0041134
BASm0027936	CL(14:1(9Z)/15:0/16:1(11Z)/27:1(9Z))	CL(14:1(9Z)/15:0/16:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/16:1(11Z)/27:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h18,20,22,24,41-42,75-77,82H,5-17,19,21,23,25-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,24-20-,42-41-/t75-,76+,77+/m0/s1	WUMFRBUSINPYPZ-KKHFJZKNSA-N	1459.050477			MMDBc0041135
BASm0027937	CL(14:1(9Z)/15:0/16:1(9Z)/23:1(11Z))	CL(14:1(9Z)/15:0/16:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/16:1(9Z)/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,26,30,35-36,71-73,78H,5-19,21-23,25,27-29,31-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,30-26-,36-35-/t71-,72+,73+/m0/s1	KTUPHCWOIURZLW-KHPLTKCRSA-N	1402.987877			MMDBc0041136
BASm0027938	CL(14:1(9Z)/15:0/16:1(9Z)/23:1(9Z))	CL(14:1(9Z)/15:0/16:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/16:1(9Z)/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,26,30,37-38,71-73,78H,5-19,21-23,25,27-29,31-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,30-26-,38-37-/t71-,72+,73+/m0/s1	VLJQXLSQHOBRCU-DAALMAKMSA-N	1402.987877			MMDBc0041137
BASm0027939	CL(14:1(9Z)/15:0/16:1(9Z)/25:0)	CL(14:1(9Z)/15:0/16:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/16:1(9Z)/25:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h20,24,26,30,73-75,80H,5-19,21-23,25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-/t73-,74+,75+/m0/s1	ZMUICTVPFJXFPR-IXFHZBIMSA-N	1433.034827			MMDBc0041138
BASm0027940	CL(14:1(9Z)/15:0/16:1(9Z)/25:1(11Z))	CL(14:1(9Z)/15:0/16:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/16:1(9Z)/25:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h20,24,26,30,37-38,73-75,80H,5-19,21-23,25,27-29,31-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,38-37-/t73-,74+,75+/m0/s1	SCMZGPIKVLBPQS-RKUBGAOWSA-N	1431.019177			MMDBc0041139
BASm0027941	CL(14:1(9Z)/15:0/16:1(9Z)/25:1(9Z))	CL(14:1(9Z)/15:0/16:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/16:1(9Z)/25:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h20,24,26,30,39-40,73-75,80H,5-19,21-23,25,27-29,31-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,40-39-/t73-,74+,75+/m0/s1	UQUMLWSZRWCVES-RSPLTMRVSA-N	1431.019177			MMDBc0041140
BASm0027942	CL(14:1(9Z)/15:0/16:1(9Z)/27:0)	CL(14:1(9Z)/15:0/16:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/16:1(9Z)/27:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,24,26,30,75-77,82H,5-19,21-23,25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-/t75-,76+,77+/m0/s1	ZEESQOROEAVNBJ-NKZCOSNDSA-N	1461.066127			MMDBc0041141
BASm0027943	CL(14:1(9Z)/15:0/16:1(9Z)/27:1(11Z))	CL(14:1(9Z)/15:0/16:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/16:1(9Z)/27:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,24,26,30,39-40,75-77,82H,5-19,21-23,25,27-29,31-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,40-39-/t75-,76+,77+/m0/s1	KBBKSYHJXVBXDQ-BGYGYRQTSA-N	1459.050477			MMDBc0041142
BASm0027944	CL(14:1(9Z)/15:0/16:1(9Z)/27:1(9Z))	CL(14:1(9Z)/15:0/16:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/16:1(9Z)/27:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,24,26,30,41-42,75-77,82H,5-19,21-23,25,27-29,31-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,42-41-/t75-,76+,77+/m0/s1	BMSFTSXODGMNCI-PAFPLKJXSA-N	1459.050477			MMDBc0041143
BASm0027945	CL(14:1(9Z)/15:0/18:0/23:1(11Z))	CL(14:1(9Z)/15:0/18:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/18:0/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h20,24,36-37,73-75,80H,5-19,21-23,25-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,37-36-/t73-,74+,75+/m0/s1	GMYUYYQPIBHUIZ-UTLJYPJISA-N	1433.034827			MMDBc0041144
BASm0027946	CL(14:1(9Z)/15:0/18:0/23:1(9Z))	CL(14:1(9Z)/15:0/18:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/18:0/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h20,24,38,40,73-75,80H,5-19,21-23,25-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,40-38-/t73-,74+,75+/m0/s1	VHKFWQCQJBKSRR-USSZPVDNSA-N	1433.034827			MMDBc0041145
BASm0027947	CL(14:1(9Z)/15:0/18:0/25:0)	CL(14:1(9Z)/15:0/18:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/18:0/25:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,24,75-77,82H,5-19,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-/t75-,76+,77+/m0/s1	LMMGEBVAFJKVCR-ABFKWZFKSA-N	1463.081778			MMDBc0041146
BASm0027948	CL(14:1(9Z)/15:0/18:0/25:1(11Z))	CL(14:1(9Z)/15:0/18:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/18:0/25:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,24,38-39,75-77,82H,5-19,21-23,25-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,39-38-/t75-,76+,77+/m0/s1	DYKSJTXWXZECAU-RKLVXDEOSA-N	1461.066127			MMDBc0041147
BASm0027949	CL(14:1(9Z)/15:0/18:0/25:1(9Z))	CL(14:1(9Z)/15:0/18:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/18:0/25:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,24,40,42,75-77,82H,5-19,21-23,25-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,42-40-/t75-,76+,77+/m0/s1	ULDUVRZIWQILPT-ZXXXPTGMSA-N	1461.066127			MMDBc0041148
BASm0027950	CL(14:1(9Z)/15:0/18:1(11Z)/23:1(11Z))	CL(14:1(9Z)/15:0/18:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/18:1(11Z)/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h20,24,26,30,36-37,73-75,80H,5-19,21-23,25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,37-36-/t73-,74+,75+/m0/s1	SPRDPMGXQVRQEW-GXOKDCNZSA-N	1431.019177			MMDBc0041149
BASm0027951	CL(14:1(9Z)/15:0/18:1(11Z)/23:1(9Z))	CL(14:1(9Z)/15:0/18:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/18:1(11Z)/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h20,24,26,30,38,40,73-75,80H,5-19,21-23,25,27-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,40-38-/t73-,74+,75+/m0/s1	OZZIMMCYCHFPDY-NTJZZNHDSA-N	1431.019177			MMDBc0041150
BASm0027952	CL(14:1(9Z)/15:0/18:1(11Z)/25:0)	CL(14:1(9Z)/15:0/18:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/18:1(11Z)/25:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,24,26,30,75-77,82H,5-19,21-23,25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-/t75-,76+,77+/m0/s1	YTAMUSVBGTVCTQ-NKZCOSNDSA-N	1461.066127			MMDBc0041151
BASm0027953	CL(14:1(9Z)/15:0/18:1(11Z)/25:1(11Z))	CL(14:1(9Z)/15:0/18:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/18:1(11Z)/25:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,24,26,30,38-39,75-77,82H,5-19,21-23,25,27-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,39-38-/t75-,76+,77+/m0/s1	RMLAMESDVIQLNA-QQGIURCWSA-N	1459.050477			MMDBc0041152
BASm0027954	CL(14:1(9Z)/15:0/18:1(11Z)/25:1(9Z))	CL(14:1(9Z)/15:0/18:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/18:1(11Z)/25:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,24,26,30,40,42,75-77,82H,5-19,21-23,25,27-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,42-40-/t75-,76+,77+/m0/s1	PHYZLNARJATUMQ-QLGZBVPXSA-N	1459.050477			MMDBc0041153
BASm0027955	CL(14:1(9Z)/15:0/18:1(9Z)/23:1(11Z))	CL(14:1(9Z)/15:0/18:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/18:1(9Z)/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h20,24,33,36-37,39,73-75,80H,5-19,21-23,25-32,34-35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,37-36-,39-33-/t73-,74+,75+/m0/s1	RDOOJNZCYLDGOW-FLCKETFUSA-N	1431.019177			MMDBc0041154
BASm0027956	CL(14:1(9Z)/15:0/18:1(9Z)/23:1(9Z))	CL(14:1(9Z)/15:0/18:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/18:1(9Z)/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h20,24,33,38-40,73-75,80H,5-19,21-23,25-32,34-37,41-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,39-33-,40-38-/t73-,74+,75+/m0/s1	BQKPVNOWGGWBOG-WEZFXOROSA-N	1431.019177			MMDBc0041155
BASm0027957	CL(14:1(9Z)/15:0/18:1(9Z)/25:0)	CL(14:1(9Z)/15:0/18:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/18:1(9Z)/25:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,24,33,41,75-77,82H,5-19,21-23,25-32,34-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,41-33-/t75-,76+,77+/m0/s1	JRBUJBFEWOQULR-UMLAEYDZSA-N	1461.066127			MMDBc0041156
BASm0027958	CL(14:1(9Z)/15:0/18:1(9Z)/25:1(11Z))	CL(14:1(9Z)/15:0/18:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/18:1(9Z)/25:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,24,33,38-39,41,75-77,82H,5-19,21-23,25-32,34-37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,39-38-,41-33-/t75-,76+,77+/m0/s1	UNJWEVSQCVDITR-VSZQFCICSA-N	1459.050477			MMDBc0041157
BASm0027959	CL(14:1(9Z)/15:0/18:1(9Z)/25:1(9Z))	CL(14:1(9Z)/15:0/18:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/18:1(9Z)/25:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,24,33,40-42,75-77,82H,5-19,21-23,25-32,34-39,43-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,41-33-,42-40-/t75-,76+,77+/m0/s1	GLULLEDBZQXGIE-PCFCMMBASA-N	1459.050477			MMDBc0041158
BASm0027960	CL(14:1(9Z)/15:0/20:0/23:1(11Z))	CL(14:1(9Z)/15:0/20:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/20:0/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,24,37-38,75-77,82H,5-19,21-23,25-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,38-37-/t75-,76+,77+/m0/s1	RYOYZGBSZLTBMP-MPDYSZMQSA-N	1461.066127			MMDBc0041159
BASm0027961	CL(14:1(9Z)/15:0/20:0/23:1(9Z))	CL(14:1(9Z)/15:0/20:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/20:0/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,24,40,42,75-77,82H,5-19,21-23,25-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,42-40-/t75-,76+,77+/m0/s1	NEPFQUZHABUWFS-ZXXXPTGMSA-N	1461.066127			MMDBc0041160
BASm0027962	CL(14:1(9Z)/15:0/20:1(11Z)/23:1(11Z))	CL(14:1(9Z)/15:0/20:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/20:1(11Z)/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,24,33,35,37-38,75-77,82H,5-19,21-23,25-32,34,36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,35-33-,38-37-/t75-,76+,77+/m0/s1	XJJMCZQHLFHUTA-RKCMMPCKSA-N	1459.050477			MMDBc0041161
BASm0027963	CL(14:1(9Z)/15:0/20:1(11Z)/23:1(9Z))	CL(14:1(9Z)/15:0/20:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/20:1(11Z)/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,24,33,35,40,42,75-77,82H,5-19,21-23,25-32,34,36-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,35-33-,42-40-/t75-,76+,77+/m0/s1	QAXXHPJVMZKLAE-KSIGWQSOSA-N	1459.050477			MMDBc0041162
BASm0027964	CL(14:1(9Z)/15:0/20:1(13Z)/23:1(11Z))	CL(14:1(9Z)/15:0/20:1(13Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/20:1(13Z)/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,24,26,30,37-38,75-77,82H,5-19,21-23,25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,38-37-/t75-,76+,77+/m0/s1	IZRJVMAMZJNRDF-KOBXOYBPSA-N	1459.050477			MMDBc0041163
BASm0027965	CL(14:1(9Z)/15:0/20:1(13Z)/23:1(9Z))	CL(14:1(9Z)/15:0/20:1(13Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:0/20:1(13Z)/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,24,26,30,40,42,75-77,82H,5-19,21-23,25,27-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,42-40-/t75-,76+,77+/m0/s1	GUILVKDVBRGWKI-QLGZBVPXSA-N	1459.050477			MMDBc0041164
BASm0027966	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/16:0)	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/16:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h14-15,18-20,24,63-65,70H,5-13,16-17,21-23,25-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,19-15-,24-20-/t63-,64+,65+/m0/s1	OOGGKMQWSLBHGF-XKNYPLRMSA-N	1290.862677			MMDBc0041165
BASm0027967	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/16:1(11Z))	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/16:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h14-15,17-21,24,63-65,70H,5-13,16,22-23,25-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,19-15-,21-17-,24-20-/t63-,64+,65+/m0/s1	GOWXDNVWEGRQDE-QWPHBLMESA-N	1288.847027			MMDBc0041166
BASm0027968	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/16:1(9Z))	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/16:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h14-15,18-20,24-25,29,63-65,70H,5-13,16-17,21-23,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,19-15-,24-20-,29-25-/t63-,64+,65+/m0/s1	WHSXTKVJCXBCBT-FRNNWFQVSA-N	1288.847027			MMDBc0041167
BASm0027969	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/18:0)	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/18:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h14-15,18-20,24,65-67,72H,5-13,16-17,21-23,25-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,19-15-,24-20-/t65-,66+,67+/m0/s1	YMJNRQVLPLKJJV-MJQCEOOJSA-N	1318.893977			MMDBc0041168
BASm0027970	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/18:1(11Z))	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h14-15,18-20,24-25,29,65-67,72H,5-13,16-17,21-23,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,19-15-,24-20-,29-25-/t65-,66+,67+/m0/s1	OFHYNMXYPJLHJM-JOQSUZMASA-N	1316.878327			MMDBc0041169
BASm0027971	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/18:1(9Z))	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h14-15,18-20,24,32-33,65-67,72H,5-13,16-17,21-23,25-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,19-15-,24-20-,33-32-/t65-,66+,67+/m0/s1	GPIDWPNCWHSFDL-BDDZLWNFSA-N	1316.878327			MMDBc0041170
BASm0027972	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/20:0)	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h14-15,18-20,24,67-69,74H,5-13,16-17,21-23,25-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,19-15-,24-20-/t67-,68+,69+/m0/s1	GOARMIOLJXCOJV-QBDUWOIJSA-N	1346.925277			MMDBc0041171
BASm0027973	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/20:1(11Z))	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h14-15,18-20,24,32-33,67-69,74H,5-13,16-17,21-23,25-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,19-15-,24-20-,33-32-/t67-,68+,69+/m0/s1	CBDXJAPFPGQUSC-JEMUMEOPSA-N	1344.909627			MMDBc0041172
BASm0027974	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/20:1(13Z))	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h14-15,18-20,24-25,29,67-69,74H,5-13,16-17,21-23,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,19-15-,24-20-,29-25-/t67-,68+,69+/m0/s1	YMPHPAMJMYZTJE-BBHXCLERSA-N	1344.909627			MMDBc0041173
BASm0027975	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/22:0)	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h14-15,18-20,24,69-71,76H,5-13,16-17,21-23,25-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,19-15-,24-20-/t69-,70+,71+/m0/s1	FNNAJKCWBUNMIT-UJRDUNNZSA-N	1374.956577			MMDBc0041174
BASm0027976	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/22:1(11Z))	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h14-15,18-20,24,34-35,69-71,76H,5-13,16-17,21-23,25-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,19-15-,24-20-,35-34-/t69-,70+,71+/m0/s1	JGMGBUVBJNKETP-ORSLAAJKSA-N	1372.940927			MMDBc0041175
BASm0027977	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/22:1(9Z))	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h14-15,18-20,24,36-37,69-71,76H,5-13,16-17,21-23,25-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,19-15-,24-20-,37-36-/t69-,70+,71+/m0/s1	MHTLZXPKPOCORL-XDEHTYDESA-N	1372.940927			MMDBc0041176
BASm0027978	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/24:0)	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h14-15,18-20,24,71-73,78H,5-13,16-17,21-23,25-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,19-15-,24-20-/t71-,72+,73+/m0/s1	NHKIUKOSMFFMKN-YLFGODJYSA-N	1402.987877			MMDBc0041177
BASm0027979	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/24:1(11Z))	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h14-15,18-20,24,36-37,71-73,78H,5-13,16-17,21-23,25-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,19-15-,24-20-,37-36-/t71-,72+,73+/m0/s1	UNQLPDKIPNIQKC-SXLCMHOBSA-N	1400.972227			MMDBc0041178
BASm0027980	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/24:1(9Z))	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h14-15,18-20,24,38-39,71-73,78H,5-13,16-17,21-23,25-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,19-15-,24-20-,39-38-/t71-,72+,73+/m0/s1	HBEFKRNEARYGTL-FDYDSXPZSA-N	1400.972227			MMDBc0041179
BASm0027981	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/26:0)	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/26:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h14-15,18-20,24,73-75,80H,5-13,16-17,21-23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,19-15-,24-20-/t73-,74+,75+/m0/s1	CALMGDCHKANCDJ-YNWZVKQLSA-N	1431.019177			MMDBc0041180
BASm0027982	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/26:1(11Z))	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/26:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h14-15,18-20,24,37-38,73-75,80H,5-13,16-17,21-23,25-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,19-15-,24-20-,38-37-/t73-,74+,75+/m0/s1	YEDRDUASWGVROX-ATJRDNCISA-N	1429.003527			MMDBc0041181
BASm0027983	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/26:1(9Z))	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/26:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h14-15,18-20,24,40-41,74-76,81H,5-13,16-17,21-23,25-39,42-73H2,1-4H3,(H,86,87)(H,88,89)/b18-14-,19-15-,24-20-,41-40-/t74-,75+,76+/m0/s1	IMEKIDGJHZFXOC-JXCDYCTJSA-N	1443.019177			MMDBc0041182
BASm0027984	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/28:0)	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/28:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h14-15,18-20,24,75-77,82H,5-13,16-17,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,19-15-,24-20-/t75-,76+,77+/m0/s1	YAPBXVOKLYWJFY-PYUYHRSZSA-N	1459.050477			MMDBc0041183
BASm0027985	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/28:1(11Z))	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/28:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h14-15,18-20,24,39-40,75-77,82H,5-13,16-17,21-23,25-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,19-15-,24-20-,40-39-/t75-,76+,77+/m0/s1	RAXSZLQCKNUJOU-GSMMXREBSA-N	1457.034827			MMDBc0041184
BASm0027986	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/28:1(9Z))	CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(11Z)/28:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h14-15,18-20,24,41-42,75-77,82H,5-13,16-17,21-23,25-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,19-15-,24-20-,42-41-/t75-,76+,77+/m0/s1	RQGOQEXVAZMVKM-LLNJHDEBSA-N	1457.034827			MMDBc0041185
BASm0027987	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/16:0)	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/16:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h15,19-20,22,24,26,63-65,70H,5-14,16-18,21,23,25,27-62H2,1-4H3,(H,75,76)(H,77,78)/b19-15-,24-20-,26-22-/t63-,64+,65+/m0/s1	AFEGANKVXDBGFN-AQQNVOCZSA-N	1290.862677			MMDBc0041186
BASm0027988	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/16:1(11Z))	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/16:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h15,17,19-22,24,26,63-65,70H,5-14,16,18,23,25,27-62H2,1-4H3,(H,75,76)(H,77,78)/b19-15-,21-17-,24-20-,26-22-/t63-,64+,65+/m0/s1	ZVKLUEVAPZZMCT-LACHXZPZSA-N	1288.847027			MMDBc0041187
BASm0027989	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/16:1(9Z))	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/16:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h15,19-20,22,24-26,29,63-65,70H,5-14,16-18,21,23,27-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b19-15-,24-20-,26-22-,29-25-/t63-,64+,65+/m0/s1	NUFOFQMBZZKUED-MDHPGDBGSA-N	1288.847027			MMDBc0041188
BASm0027990	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/18:0)	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/18:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h15,19-20,22,24,26,65-67,72H,5-14,16-18,21,23,25,27-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,24-20-,26-22-/t65-,66+,67+/m0/s1	JEWBGKDHVTWLRK-WCWKKKOZSA-N	1318.893977			MMDBc0041189
BASm0027991	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/18:1(11Z))	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h15,19-20,22,24-26,29,65-67,72H,5-14,16-18,21,23,27-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,24-20-,26-22-,29-25-/t65-,66+,67+/m0/s1	POZPETCAWGRYHL-DRNQFUMBSA-N	1316.878327			MMDBc0041190
BASm0027992	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/18:1(9Z))	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h15,19-20,22,24,26,32-33,65-67,72H,5-14,16-18,21,23,25,27-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,24-20-,26-22-,33-32-/t65-,66+,67+/m0/s1	OJYJAKUJGNKBHC-QOEDGLNCSA-N	1316.878327			MMDBc0041191
BASm0027993	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/20:0)	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15,19-20,22,24,26,67-69,74H,5-14,16-18,21,23,25,27-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,24-20-,26-22-/t67-,68+,69+/m0/s1	QWBGAPSITCUPJZ-OFRUDJCZSA-N	1346.925277			MMDBc0041192
BASm0027994	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/20:1(11Z))	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15,19-20,22,24,26,32-33,67-69,74H,5-14,16-18,21,23,25,27-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,24-20-,26-22-,33-32-/t67-,68+,69+/m0/s1	JOTFNTZTOJUBNE-MRYMZXKSSA-N	1344.909627			MMDBc0041193
BASm0027995	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/20:1(13Z))	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15,19-20,22,24-26,29,67-69,74H,5-14,16-18,21,23,27-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,24-20-,26-22-,29-25-/t67-,68+,69+/m0/s1	JWHAYGMBLWDRFR-GNAJINLJSA-N	1344.909627			MMDBc0041194
BASm0027996	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/22:0)	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15,19-20,22,24,26,69-71,76H,5-14,16-18,21,23,25,27-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,24-20-,26-22-/t69-,70+,71+/m0/s1	GQYLMMDBZQZFAA-KBNQIEAXSA-N	1374.956577			MMDBc0041195
BASm0027997	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/22:1(11Z))	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15,19-20,22,24,26,34-35,69-71,76H,5-14,16-18,21,23,25,27-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,24-20-,26-22-,35-34-/t69-,70+,71+/m0/s1	CJYYYWKLAYXWLI-DXHAWAPUSA-N	1372.940927			MMDBc0041196
BASm0027998	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/22:1(9Z))	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15,19-20,22,24,26,36-37,69-71,76H,5-14,16-18,21,23,25,27-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,24-20-,26-22-,37-36-/t69-,70+,71+/m0/s1	RINCNEUPBFFULD-UYHRGXLESA-N	1372.940927			MMDBc0041197
BASm0027999	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/24:0)	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15,19-20,22,24,26,71-73,78H,5-14,16-18,21,23,25,27-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,24-20-,26-22-/t71-,72+,73+/m0/s1	JXASXEZOTWOOMW-AUAOOUGJSA-N	1402.987877			MMDBc0041198
BASm0028000	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/24:1(11Z))	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15,19-20,22,24,26,36-37,71-73,78H,5-14,16-18,21,23,25,27-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,24-20-,26-22-,37-36-/t71-,72+,73+/m0/s1	RVPZRGKUTSPIDE-ZHTAHTFVSA-N	1400.972227			MMDBc0041199
BASm0028001	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/24:1(9Z))	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15,19-20,22,24,26,38-39,71-73,78H,5-14,16-18,21,23,25,27-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,24-20-,26-22-,39-38-/t71-,72+,73+/m0/s1	XTVNJJHIQKHUSZ-XWUHSUKUSA-N	1400.972227			MMDBc0041200
BASm0028002	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/26:0)	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/26:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,19-20,22,24,26,73-75,80H,5-14,16-18,21,23,25,27-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,24-20-,26-22-/t73-,74+,75+/m0/s1	WTTZZCYNJZQNQT-WTUABZIASA-N	1431.019177			MMDBc0041201
BASm0028003	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/26:1(11Z))	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/26:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,19-20,22,24,26,37-38,73-75,80H,5-14,16-18,21,23,25,27-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,24-20-,26-22-,38-37-/t73-,74+,75+/m0/s1	LPFMXTVPZNUYHM-UPWHGFSSSA-N	1429.003527			MMDBc0041202
BASm0028004	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/26:1(9Z))	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/26:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h15,19-20,22,24,26,40-41,74-76,81H,5-14,16-18,21,23,25,27-39,42-73H2,1-4H3,(H,86,87)(H,88,89)/b19-15-,24-20-,26-22-,41-40-/t74-,75+,76+/m0/s1	WIYPYYRQOQMOSV-WRYNXJCESA-N	1443.019177			MMDBc0041203
BASm0028005	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/28:0)	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/28:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h15,19-20,22,24,26,75-77,82H,5-14,16-18,21,23,25,27-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,24-20-,26-22-/t75-,76+,77+/m0/s1	KMWNCLFZAROTKC-LPBHXGNWSA-N	1459.050477			MMDBc0041204
BASm0028006	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/28:1(11Z))	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/28:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h15,19-20,22,24,26,39-40,75-77,82H,5-14,16-18,21,23,25,27-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,24-20-,26-22-,40-39-/t75-,76+,77+/m0/s1	QVRXWKXJPVASNI-LSOWDTOBSA-N	1457.034827			MMDBc0041205
BASm0028007	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/28:1(9Z))	CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/15:1(9Z)/28:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h15,19-20,22,24,26,41-42,75-77,82H,5-14,16-18,21,23,25,27-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,24-20-,26-22-,42-41-/t75-,76+,77+/m0/s1	FUXOWCUWZFJKIE-OYHOVCHPSA-N	1457.034827			MMDBc0041206
BASm0028008	CL(14:1(9Z)/15:1(11Z)/16:0/23:1(11Z))	CL(14:1(9Z)/15:1(11Z)/16:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/16:0/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h15,19-20,24,35-36,71-73,78H,5-14,16-18,21-23,25-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,24-20-,36-35-/t71-,72+,73+/m0/s1	AQUHQGAPOQNSMU-CXMDZTHYSA-N	1402.987877			MMDBc0041207
BASm0028009	CL(14:1(9Z)/15:1(11Z)/16:0/23:1(9Z))	CL(14:1(9Z)/15:1(11Z)/16:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/16:0/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h15,19-20,24,37-38,71-73,78H,5-14,16-18,21-23,25-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,24-20-,38-37-/t71-,72+,73+/m0/s1	GENZKVNHWNVFNE-DBOCVHLASA-N	1402.987877			MMDBc0041208
BASm0028010	CL(14:1(9Z)/15:1(11Z)/16:0/25:0)	CL(14:1(9Z)/15:1(11Z)/16:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/16:0/25:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,19-20,24,73-75,80H,5-14,16-18,21-23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,24-20-/t73-,74+,75+/m0/s1	AENLNCGFGBCJBM-NTVSNEQFSA-N	1433.034827			MMDBc0041209
BASm0028011	CL(14:1(9Z)/15:1(11Z)/16:0/25:1(11Z))	CL(14:1(9Z)/15:1(11Z)/16:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/16:0/25:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,19-20,24,37-38,73-75,80H,5-14,16-18,21-23,25-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,24-20-,38-37-/t73-,74+,75+/m0/s1	DZFJENFFGRRCNB-PXRUVDOXSA-N	1431.019177			MMDBc0041210
BASm0028012	CL(14:1(9Z)/15:1(11Z)/16:0/25:1(9Z))	CL(14:1(9Z)/15:1(11Z)/16:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/16:0/25:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,19-20,24,39-40,73-75,80H,5-14,16-18,21-23,25-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,24-20-,40-39-/t73-,74+,75+/m0/s1	KUXSMXXFFBFUFL-ICKUWNAGSA-N	1431.019177			MMDBc0041211
BASm0028013	CL(14:1(9Z)/15:1(11Z)/16:0/27:0)	CL(14:1(9Z)/15:1(11Z)/16:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/16:0/27:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19-20,24,75-77,82H,5-14,16-18,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,24-20-/t75-,76+,77+/m0/s1	SUTFUEFJXXEXAC-LFGNAPFOSA-N	1461.066127			MMDBc0041212
BASm0028014	CL(14:1(9Z)/15:1(11Z)/16:0/27:1(11Z))	CL(14:1(9Z)/15:1(11Z)/16:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/16:0/27:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19-20,24,39-40,75-77,82H,5-14,16-18,21-23,25-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,24-20-,40-39-/t75-,76+,77+/m0/s1	QIPCAGLCJDBUDG-UTPLQFTHSA-N	1459.050477			MMDBc0041213
BASm0028015	CL(14:1(9Z)/15:1(11Z)/16:0/27:1(9Z))	CL(14:1(9Z)/15:1(11Z)/16:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/16:0/27:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19-20,24,41-42,75-77,82H,5-14,16-18,21-23,25-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,24-20-,42-41-/t75-,76+,77+/m0/s1	FZUOVALBRHPGNB-RVBKYCKRSA-N	1459.050477			MMDBc0041214
BASm0028016	CL(14:1(9Z)/15:1(11Z)/16:1(11Z)/23:1(11Z))	CL(14:1(9Z)/15:1(11Z)/16:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/16:1(11Z)/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h15,18-20,22,24,35-36,71-73,78H,5-14,16-17,21,23,25-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,22-18-,24-20-,36-35-/t71-,72+,73+/m0/s1	XQJIHGZRDHSJKC-LQBXUNQVSA-N	1400.972227			MMDBc0041215
BASm0028017	CL(14:1(9Z)/15:1(11Z)/16:1(11Z)/23:1(9Z))	CL(14:1(9Z)/15:1(11Z)/16:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/16:1(11Z)/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h15,18-20,22,24,37-38,71-73,78H,5-14,16-17,21,23,25-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,22-18-,24-20-,38-37-/t71-,72+,73+/m0/s1	OLWALBKEQGUODP-VLDRFXEYSA-N	1400.972227			MMDBc0041216
BASm0028018	CL(14:1(9Z)/15:1(11Z)/16:1(11Z)/25:0)	CL(14:1(9Z)/15:1(11Z)/16:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/16:1(11Z)/25:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,18-20,22,24,73-75,80H,5-14,16-17,21,23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,22-18-,24-20-/t73-,74+,75+/m0/s1	NXZDCRLUKIXECD-URMFQSILSA-N	1431.019177			MMDBc0041217
BASm0028019	CL(14:1(9Z)/15:1(11Z)/16:1(11Z)/25:1(11Z))	CL(14:1(9Z)/15:1(11Z)/16:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/16:1(11Z)/25:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,18-20,22,24,37-38,73-75,80H,5-14,16-17,21,23,25-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,22-18-,24-20-,38-37-/t73-,74+,75+/m0/s1	YOACUMSJYIAILQ-USVZBFRNSA-N	1429.003527			MMDBc0041218
BASm0028020	CL(14:1(9Z)/15:1(11Z)/16:1(11Z)/25:1(9Z))	CL(14:1(9Z)/15:1(11Z)/16:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/16:1(11Z)/25:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,18-20,22,24,39-40,73-75,80H,5-14,16-17,21,23,25-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,22-18-,24-20-,40-39-/t73-,74+,75+/m0/s1	LOLBHLATXCHXJX-FUVVGVILSA-N	1429.003527			MMDBc0041219
BASm0028021	CL(14:1(9Z)/15:1(11Z)/16:1(11Z)/27:0)	CL(14:1(9Z)/15:1(11Z)/16:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/16:1(11Z)/27:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,18-20,22,24,75-77,82H,5-14,16-17,21,23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,22-18-,24-20-/t75-,76+,77+/m0/s1	NZCOTVRGTWAAQY-LTHGAPCISA-N	1459.050477			MMDBc0041220
BASm0028022	CL(14:1(9Z)/15:1(11Z)/16:1(11Z)/27:1(11Z))	CL(14:1(9Z)/15:1(11Z)/16:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/16:1(11Z)/27:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,18-20,22,24,39-40,75-77,82H,5-14,16-17,21,23,25-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,22-18-,24-20-,40-39-/t75-,76+,77+/m0/s1	LTMBOMGAIGCWPY-KRZQMDCSSA-N	1457.034827			MMDBc0041221
BASm0028023	CL(14:1(9Z)/15:1(11Z)/16:1(11Z)/27:1(9Z))	CL(14:1(9Z)/15:1(11Z)/16:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/16:1(11Z)/27:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,18-20,22,24,41-42,75-77,82H,5-14,16-17,21,23,25-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,22-18-,24-20-,42-41-/t75-,76+,77+/m0/s1	QBHUWUVVMXFWGE-KFWXIMGTSA-N	1457.034827			MMDBc0041222
BASm0028024	CL(14:1(9Z)/15:1(11Z)/16:1(9Z)/23:1(11Z))	CL(14:1(9Z)/15:1(11Z)/16:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/16:1(9Z)/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h15,19-20,24,26,30,35-36,71-73,78H,5-14,16-18,21-23,25,27-29,31-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,24-20-,30-26-,36-35-/t71-,72+,73+/m0/s1	VBTIOFUSGPJBKQ-NEPNDRAPSA-N	1400.972227			MMDBc0041223
BASm0028025	CL(14:1(9Z)/15:1(11Z)/16:1(9Z)/23:1(9Z))	CL(14:1(9Z)/15:1(11Z)/16:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/16:1(9Z)/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h15,19-20,24,26,30,37-38,71-73,78H,5-14,16-18,21-23,25,27-29,31-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,24-20-,30-26-,38-37-/t71-,72+,73+/m0/s1	UCZRIPJZJQIYNS-JZLHFGPYSA-N	1400.972227			MMDBc0041224
BASm0028026	CL(14:1(9Z)/15:1(11Z)/16:1(9Z)/25:0)	CL(14:1(9Z)/15:1(11Z)/16:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/16:1(9Z)/25:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,19-20,24,26,30,73-75,80H,5-14,16-18,21-23,25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,24-20-,30-26-/t73-,74+,75+/m0/s1	HGVVEQRXZGXQQO-XPUUDJHPSA-N	1431.019177			MMDBc0041225
BASm0028027	CL(14:1(9Z)/15:1(11Z)/16:1(9Z)/25:1(11Z))	CL(14:1(9Z)/15:1(11Z)/16:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/16:1(9Z)/25:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,19-20,24,26,30,37-38,73-75,80H,5-14,16-18,21-23,25,27-29,31-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,24-20-,30-26-,38-37-/t73-,74+,75+/m0/s1	WXURHKNJOFZTJL-LSKZQGFISA-N	1429.003527			MMDBc0041226
BASm0028028	CL(14:1(9Z)/15:1(11Z)/16:1(9Z)/25:1(9Z))	CL(14:1(9Z)/15:1(11Z)/16:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/16:1(9Z)/25:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,19-20,24,26,30,39-40,73-75,80H,5-14,16-18,21-23,25,27-29,31-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,24-20-,30-26-,40-39-/t73-,74+,75+/m0/s1	YLZGQKCTQXRPKK-UPAGOICFSA-N	1429.003527			MMDBc0041227
BASm0028029	CL(14:1(9Z)/15:1(11Z)/16:1(9Z)/27:0)	CL(14:1(9Z)/15:1(11Z)/16:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/16:1(9Z)/27:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19-20,24,26,30,75-77,82H,5-14,16-18,21-23,25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,24-20-,30-26-/t75-,76+,77+/m0/s1	YVMQGAXMGPJCRL-UAUIKPRISA-N	1459.050477			MMDBc0041228
BASm0028030	CL(14:1(9Z)/15:1(11Z)/16:1(9Z)/27:1(11Z))	CL(14:1(9Z)/15:1(11Z)/16:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/16:1(9Z)/27:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19-20,24,26,30,39-40,75-77,82H,5-14,16-18,21-23,25,27-29,31-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,24-20-,30-26-,40-39-/t75-,76+,77+/m0/s1	RIZGWEFZPCARJV-MGFIRZJFSA-N	1457.034827			MMDBc0041229
BASm0028031	CL(14:1(9Z)/15:1(11Z)/16:1(9Z)/27:1(9Z))	CL(14:1(9Z)/15:1(11Z)/16:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/16:1(9Z)/27:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19-20,24,26,30,41-42,75-77,82H,5-14,16-18,21-23,25,27-29,31-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,24-20-,30-26-,42-41-/t75-,76+,77+/m0/s1	HFMHDVBYEBYRCK-UERJRKNRSA-N	1457.034827			MMDBc0041230
BASm0028032	CL(14:1(9Z)/15:1(11Z)/18:0/23:1(11Z))	CL(14:1(9Z)/15:1(11Z)/18:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/18:0/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,19-20,24,36-37,73-75,80H,5-14,16-18,21-23,25-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,24-20-,37-36-/t73-,74+,75+/m0/s1	PVFVAYRYMOQAQB-PYGITFFMSA-N	1431.019177			MMDBc0041231
BASm0028033	CL(14:1(9Z)/15:1(11Z)/18:0/23:1(9Z))	CL(14:1(9Z)/15:1(11Z)/18:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/18:0/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,19-20,24,38,40,73-75,80H,5-14,16-18,21-23,25-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,24-20-,40-38-/t73-,74+,75+/m0/s1	WTCBWVGJZMUHAD-RLHLMCRWSA-N	1431.019177			MMDBc0041232
BASm0028034	CL(14:1(9Z)/15:1(11Z)/18:0/25:0)	CL(14:1(9Z)/15:1(11Z)/18:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/18:0/25:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19-20,24,75-77,82H,5-14,16-18,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,24-20-/t75-,76+,77+/m0/s1	VTUFHWVDTZRZQC-LFGNAPFOSA-N	1461.066127			MMDBc0041233
BASm0028035	CL(14:1(9Z)/15:1(11Z)/18:0/25:1(11Z))	CL(14:1(9Z)/15:1(11Z)/18:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/18:0/25:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19-20,24,38-39,75-77,82H,5-14,16-18,21-23,25-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,24-20-,39-38-/t75-,76+,77+/m0/s1	KRYBRTWXBJDXEE-WTTCXHGYSA-N	1459.050477			MMDBc0041234
BASm0028036	CL(14:1(9Z)/15:1(11Z)/18:0/25:1(9Z))	CL(14:1(9Z)/15:1(11Z)/18:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/18:0/25:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19-20,24,40,42,75-77,82H,5-14,16-18,21-23,25-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,24-20-,42-40-/t75-,76+,77+/m0/s1	YVFYAWGQDHCYET-GZUPZJDLSA-N	1459.050477			MMDBc0041235
BASm0028037	CL(14:1(9Z)/15:1(11Z)/18:1(11Z)/23:1(11Z))	CL(14:1(9Z)/15:1(11Z)/18:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/18:1(11Z)/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,19-20,24,26,30,36-37,73-75,80H,5-14,16-18,21-23,25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,24-20-,30-26-,37-36-/t73-,74+,75+/m0/s1	BJGJUNZJRXIPSW-YRCYFYKPSA-N	1429.003527			MMDBc0041236
BASm0028038	CL(14:1(9Z)/15:1(11Z)/18:1(11Z)/23:1(9Z))	CL(14:1(9Z)/15:1(11Z)/18:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/18:1(11Z)/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,19-20,24,26,30,38,40,73-75,80H,5-14,16-18,21-23,25,27-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,24-20-,30-26-,40-38-/t73-,74+,75+/m0/s1	TUPQITUZSPDLCB-ZQTMSTPKSA-N	1429.003527			MMDBc0041237
BASm0028039	CL(14:1(9Z)/15:1(11Z)/18:1(11Z)/25:0)	CL(14:1(9Z)/15:1(11Z)/18:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/18:1(11Z)/25:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19-20,24,26,30,75-77,82H,5-14,16-18,21-23,25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,24-20-,30-26-/t75-,76+,77+/m0/s1	SWMVSQAQJAIVNJ-UAUIKPRISA-N	1459.050477			MMDBc0041238
BASm0028040	CL(14:1(9Z)/15:1(11Z)/18:1(11Z)/25:1(11Z))	CL(14:1(9Z)/15:1(11Z)/18:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/18:1(11Z)/25:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19-20,24,26,30,38-39,75-77,82H,5-14,16-18,21-23,25,27-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,24-20-,30-26-,39-38-/t75-,76+,77+/m0/s1	VUGCGBPLNOQKEF-ZKCLMKFYSA-N	1457.034827			MMDBc0041239
BASm0028041	CL(14:1(9Z)/15:1(11Z)/18:1(11Z)/25:1(9Z))	CL(14:1(9Z)/15:1(11Z)/18:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/18:1(11Z)/25:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19-20,24,26,30,40,42,75-77,82H,5-14,16-18,21-23,25,27-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,24-20-,30-26-,42-40-/t75-,76+,77+/m0/s1	WNLXJGJZZBPPIJ-HZCKTRTRSA-N	1457.034827			MMDBc0041240
BASm0028042	CL(14:1(9Z)/15:1(11Z)/18:1(9Z)/23:1(11Z))	CL(14:1(9Z)/15:1(11Z)/18:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/18:1(9Z)/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,19-20,24,33,36-37,39,73-75,80H,5-14,16-18,21-23,25-32,34-35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,24-20-,37-36-,39-33-/t73-,74+,75+/m0/s1	XFMAQQVZYNIKSE-PGDMBAFQSA-N	1429.003527			MMDBc0041241
BASm0028043	CL(14:1(9Z)/15:1(11Z)/18:1(9Z)/23:1(9Z))	CL(14:1(9Z)/15:1(11Z)/18:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/18:1(9Z)/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h15,19-20,24,33,38-40,73-75,80H,5-14,16-18,21-23,25-32,34-37,41-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,24-20-,39-33-,40-38-/t73-,74+,75+/m0/s1	QTFMTNPJJZHHSE-MQAMHBEGSA-N	1429.003527			MMDBc0041242
BASm0028044	CL(14:1(9Z)/15:1(11Z)/18:1(9Z)/25:0)	CL(14:1(9Z)/15:1(11Z)/18:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/18:1(9Z)/25:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19-20,24,33,41,75-77,82H,5-14,16-18,21-23,25-32,34-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,24-20-,41-33-/t75-,76+,77+/m0/s1	ODEHMHLSQCBYKG-VQPALDBZSA-N	1459.050477			MMDBc0041243
BASm0028045	CL(14:1(9Z)/15:1(11Z)/18:1(9Z)/25:1(11Z))	CL(14:1(9Z)/15:1(11Z)/18:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/18:1(9Z)/25:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19-20,24,33,38-39,41,75-77,82H,5-14,16-18,21-23,25-32,34-37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,24-20-,39-38-,41-33-/t75-,76+,77+/m0/s1	ROEUZVJYXHYXOK-PPXHBFQBSA-N	1457.034827			MMDBc0041244
BASm0028046	CL(14:1(9Z)/15:1(11Z)/18:1(9Z)/25:1(9Z))	CL(14:1(9Z)/15:1(11Z)/18:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/18:1(9Z)/25:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19-20,24,33,40-42,75-77,82H,5-14,16-18,21-23,25-32,34-39,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,24-20-,41-33-,42-40-/t75-,76+,77+/m0/s1	LVLLXJSXDGOFBG-KVVNCKGTSA-N	1457.034827			MMDBc0041245
BASm0028047	CL(14:1(9Z)/15:1(11Z)/20:0/23:1(11Z))	CL(14:1(9Z)/15:1(11Z)/20:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/20:0/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19-20,24,37-38,75-77,82H,5-14,16-18,21-23,25-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,24-20-,38-37-/t75-,76+,77+/m0/s1	BQYXUJZWAFCSCU-BPTTZRCWSA-N	1459.050477			MMDBc0041246
BASm0028048	CL(14:1(9Z)/15:1(11Z)/20:0/23:1(9Z))	CL(14:1(9Z)/15:1(11Z)/20:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/20:0/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19-20,24,40,42,75-77,82H,5-14,16-18,21-23,25-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,24-20-,42-40-/t75-,76+,77+/m0/s1	KVRXUWIAWPHJLG-GZUPZJDLSA-N	1459.050477			MMDBc0041247
BASm0028049	CL(14:1(9Z)/15:1(11Z)/20:1(11Z)/23:1(11Z))	CL(14:1(9Z)/15:1(11Z)/20:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/20:1(11Z)/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19-20,24,33,35,37-38,75-77,82H,5-14,16-18,21-23,25-32,34,36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,24-20-,35-33-,38-37-/t75-,76+,77+/m0/s1	ZVCTZTNDLUBEBT-DFHJPPKXSA-N	1457.034827			MMDBc0041248
BASm0028050	CL(14:1(9Z)/15:1(11Z)/20:1(11Z)/23:1(9Z))	CL(14:1(9Z)/15:1(11Z)/20:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/20:1(11Z)/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19-20,24,33,35,40,42,75-77,82H,5-14,16-18,21-23,25-32,34,36-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,24-20-,35-33-,42-40-/t75-,76+,77+/m0/s1	MEFOZXUEVZTUFN-BSIRUBSGSA-N	1457.034827			MMDBc0041249
BASm0028051	CL(14:1(9Z)/15:1(11Z)/20:1(13Z)/23:1(11Z))	CL(14:1(9Z)/15:1(11Z)/20:1(13Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/20:1(13Z)/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19-20,24,26,30,37-38,75-77,82H,5-14,16-18,21-23,25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,24-20-,30-26-,38-37-/t75-,76+,77+/m0/s1	OWDMRMKFHAXXAR-VSCCJOJESA-N	1457.034827			MMDBc0041250
BASm0028052	CL(14:1(9Z)/15:1(11Z)/20:1(13Z)/23:1(9Z))	CL(14:1(9Z)/15:1(11Z)/20:1(13Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(11Z)/20:1(13Z)/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h15,19-20,24,26,30,40,42,75-77,82H,5-14,16-18,21-23,25,27-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,24-20-,30-26-,42-40-/t75-,76+,77+/m0/s1	OXXXPIWTLULCIO-HZCKTRTRSA-N	1457.034827			MMDBc0041251
BASm0028053	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/16:0)	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/16:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h14,18,20,23-24,27,63-65,70H,5-13,15-17,19,21-22,25-26,28-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,24-20-,27-23-/t63-,64+,65+/m0/s1	RMIQTRXSYVAQIR-NXNKRVFTSA-N	1290.862677			MMDBc0041252
BASm0028054	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/16:1(11Z))	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/16:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h14,17-18,20-21,23-24,27,63-65,70H,5-13,15-16,19,22,25-26,28-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,21-17-,24-20-,27-23-/t63-,64+,65+/m0/s1	QLTBMHQWPJWGOL-ULBJQUBSSA-N	1288.847027			MMDBc0041253
BASm0028055	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/16:1(9Z))	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/16:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h14,18,20,23-25,27,29,63-65,70H,5-13,15-17,19,21-22,26,28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b18-14-,24-20-,27-23-,29-25-/t63-,64+,65+/m0/s1	MNWRCIKKGILDPO-PDAMEVMISA-N	1288.847027			MMDBc0041254
BASm0028056	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/18:0)	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/18:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h14,18,20,23-24,27,65-67,72H,5-13,15-17,19,21-22,25-26,28-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,24-20-,27-23-/t65-,66+,67+/m0/s1	SJYACDNTFFZXFN-KLZNMPCSSA-N	1318.893977			MMDBc0041255
BASm0028057	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/18:1(11Z))	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h14,18,20,23-25,27,29,65-67,72H,5-13,15-17,19,21-22,26,28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,24-20-,27-23-,29-25-/t65-,66+,67+/m0/s1	NQHVVUOXUMMIJB-SXQJZBNWSA-N	1316.878327			MMDBc0041256
BASm0028058	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/18:1(9Z))	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h14,18,20,23-24,27,32-33,65-67,72H,5-13,15-17,19,21-22,25-26,28-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b18-14-,24-20-,27-23-,33-32-/t65-,66+,67+/m0/s1	ZOCZYBTVLQPUNP-ZKRSOPFYSA-N	1316.878327			MMDBc0041257
BASm0028059	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/20:0)	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h14,18,20,23-24,27,67-69,74H,5-13,15-17,19,21-22,25-26,28-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,24-20-,27-23-/t67-,68+,69+/m0/s1	KKIZPOGPFSSVMZ-KDYLKSHNSA-N	1346.925277			MMDBc0041258
BASm0028060	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/20:1(11Z))	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h14,18,20,23-24,27,32-33,67-69,74H,5-13,15-17,19,21-22,25-26,28-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,24-20-,27-23-,33-32-/t67-,68+,69+/m0/s1	RSILFCNGDAASMG-JSJHOMEPSA-N	1344.909627			MMDBc0041259
BASm0028061	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/20:1(13Z))	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h14,18,20,23-25,27,29,67-69,74H,5-13,15-17,19,21-22,26,28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b18-14-,24-20-,27-23-,29-25-/t67-,68+,69+/m0/s1	JJAJPNUTRLONBD-FOCNLHSKSA-N	1344.909627			MMDBc0041260
BASm0028062	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/22:0)	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h14,18,20,23-24,27,69-71,76H,5-13,15-17,19,21-22,25-26,28-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,24-20-,27-23-/t69-,70+,71+/m0/s1	IANVHVMYXYGKCC-YPHSCJHLSA-N	1374.956577			MMDBc0041261
BASm0028063	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/22:1(11Z))	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h14,18,20,23-24,27,34-35,69-71,76H,5-13,15-17,19,21-22,25-26,28-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,24-20-,27-23-,35-34-/t69-,70+,71+/m0/s1	DWVVQVYMBNBTFK-KVLPOMEJSA-N	1372.940927			MMDBc0041262
BASm0028064	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/22:1(9Z))	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h14,18,20,23-24,27,36-37,69-71,76H,5-13,15-17,19,21-22,25-26,28-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b18-14-,24-20-,27-23-,37-36-/t69-,70+,71+/m0/s1	ANTMTUPTFBMOKW-XDJYYEIVSA-N	1372.940927			MMDBc0041263
BASm0028065	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/24:0)	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h14,18,20,23-24,27,71-73,78H,5-13,15-17,19,21-22,25-26,28-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,24-20-,27-23-/t71-,72+,73+/m0/s1	NFXHYURTFJTDKM-JETSBGDRSA-N	1402.987877			MMDBc0041264
BASm0028066	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/24:1(11Z))	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h14,18,20,23-24,27,36-37,71-73,78H,5-13,15-17,19,21-22,25-26,28-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,24-20-,27-23-,37-36-/t71-,72+,73+/m0/s1	VKHDXASGQMVPMN-OPVNVDRNSA-N	1400.972227			MMDBc0041265
BASm0028067	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/24:1(9Z))	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h14,18,20,23-24,27,38-39,71-73,78H,5-13,15-17,19,21-22,25-26,28-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,24-20-,27-23-,39-38-/t71-,72+,73+/m0/s1	IEHXONQPINDAGV-JPBBEUFWSA-N	1400.972227			MMDBc0041266
BASm0028068	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/26:0)	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/26:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h14,18,20,23-24,27,73-75,80H,5-13,15-17,19,21-22,25-26,28-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,24-20-,27-23-/t73-,74+,75+/m0/s1	DLPZTPFWGMEFRV-SRZWPBHCSA-N	1431.019177			MMDBc0041267
BASm0028069	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/26:1(11Z))	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/26:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h14,18,20,23-24,27,37-38,73-75,80H,5-13,15-17,19,21-22,25-26,28-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,24-20-,27-23-,38-37-/t73-,74+,75+/m0/s1	BIDILHPLXXDDQO-ICOQPPMMSA-N	1429.003527			MMDBc0041268
BASm0028070	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/26:1(9Z))	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/26:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h14,18,20,23-24,27,40-41,74-76,81H,5-13,15-17,19,21-22,25-26,28-39,42-73H2,1-4H3,(H,86,87)(H,88,89)/b18-14-,24-20-,27-23-,41-40-/t74-,75+,76+/m0/s1	AGOGZTYTNNLRAS-PQSQAANPSA-N	1443.019177			MMDBc0041269
BASm0028071	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/28:0)	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/28:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h14,18,20,23-24,27,75-77,82H,5-13,15-17,19,21-22,25-26,28-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,24-20-,27-23-/t75-,76+,77+/m0/s1	UQEPRCBSLVGQFM-ATOBIIPRSA-N	1459.050477			MMDBc0041270
BASm0028072	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/28:1(11Z))	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/28:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h14,18,20,23-24,27,39-40,75-77,82H,5-13,15-17,19,21-22,25-26,28-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,24-20-,27-23-,40-39-/t75-,76+,77+/m0/s1	XVCQKJNFFVLIHV-JACWYWNMSA-N	1457.034827			MMDBc0041271
BASm0028073	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/28:1(9Z))	CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(11Z)/28:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h14,18,20,23-24,27,41-42,75-77,82H,5-13,15-17,19,21-22,25-26,28-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,24-20-,27-23-,42-41-/t75-,76+,77+/m0/s1	SGGNDCVVEMAWOW-OLBGTWTOSA-N	1457.034827			MMDBc0041272
BASm0028074	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/16:0)	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/16:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of hexadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,22-24,26-27,63-65,70H,5-19,21,25,28-62H2,1-4H3,(H,75,76)(H,77,78)/b24-20-,26-22-,27-23-/t63-,64+,65+/m0/s1	AGYVCCAGJOMYCS-LPVBTZLNSA-N	1290.862677			MMDBc0041273
BASm0028075	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/16:1(11Z))	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/16:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h17,20-24,26-27,63-65,70H,5-16,18-19,25,28-62H2,1-4H3,(H,75,76)(H,77,78)/b21-17-,24-20-,26-22-,27-23-/t63-,64+,65+/m0/s1	LWCVYKNMMZJARV-GJPAVPROSA-N	1288.847027			MMDBc0041274
BASm0028076	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/16:1(9Z))	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/16:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)86-65(60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2)62-84-88(77,78)82-58-63(70)57-81-87(75,76)83-61-64(59-79-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,22-27,29,63-65,70H,5-19,21,28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b24-20-,26-22-,27-23-,29-25-/t63-,64+,65+/m0/s1	KPXUJJSSJWBSKL-NOEYKERDSA-N	1288.847027			MMDBc0041275
BASm0028077	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/18:0)	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/18:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h20,22-24,26-27,65-67,72H,5-19,21,25,28-64H2,1-4H3,(H,77,78)(H,79,80)/b24-20-,26-22-,27-23-/t65-,66+,67+/m0/s1	RECQXTRNZJQCSH-TUOAAHBHSA-N	1318.893977			MMDBc0041276
BASm0028078	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/18:1(11Z))	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h20,22-27,29,65-67,72H,5-19,21,28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b24-20-,26-22-,27-23-,29-25-/t65-,66+,67+/m0/s1	QOBBWLFPNXZXFK-YUMPFICKSA-N	1316.878327			MMDBc0041277
BASm0028079	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/18:1(9Z))	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-33-34-38-42-46-50-54-58-71(76)88-67(62-82-69(74)56-52-48-44-40-36-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h20,22-24,26-27,32-33,65-67,72H,5-19,21,25,28-31,34-64H2,1-4H3,(H,77,78)(H,79,80)/b24-20-,26-22-,27-23-,33-32-/t65-,66+,67+/m0/s1	YWICUEWEWNXRPF-CJSMNBCUSA-N	1316.878327			MMDBc0041278
BASm0028080	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/20:0)	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,22-24,26-27,67-69,74H,5-19,21,25,28-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-,26-22-,27-23-/t67-,68+,69+/m0/s1	IRQWOKRJDTVIKR-FJNKQWRFSA-N	1346.925277			MMDBc0041279
BASm0028081	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/20:1(11Z))	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,22-24,26-27,32-33,67-69,74H,5-19,21,25,28-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-,26-22-,27-23-,33-32-/t67-,68+,69+/m0/s1	HWBYHQXJZNHKIX-KTKSLEBZSA-N	1344.909627			MMDBc0041280
BASm0028082	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/20:1(13Z))	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,22-27,29,67-69,74H,5-19,21,28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-,26-22-,27-23-,29-25-/t67-,68+,69+/m0/s1	CPNBAHGCQHXSOR-UWXRGSNHSA-N	1344.909627			MMDBc0041281
BASm0028083	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/22:0)	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,22-24,26-27,69-71,76H,5-19,21,25,28-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,26-22-,27-23-/t69-,70+,71+/m0/s1	SPZYFTJOVSBZEO-WCVNFLLNSA-N	1374.956577			MMDBc0041282
BASm0028084	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/22:1(11Z))	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,22-24,26-27,34-35,69-71,76H,5-19,21,25,28-33,36-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,26-22-,27-23-,35-34-/t69-,70+,71+/m0/s1	NBRVLOMSLLOJTG-SGFRXFLHSA-N	1372.940927			MMDBc0041283
BASm0028085	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/22:1(9Z))	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,22-24,26-27,36-37,69-71,76H,5-19,21,25,28-35,38-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,26-22-,27-23-,37-36-/t69-,70+,71+/m0/s1	NVBGWKDKXMBOHY-YMVJBAHISA-N	1372.940927			MMDBc0041284
BASm0028086	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/24:0)	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h20,22-24,26-27,71-73,78H,5-19,21,25,28-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,26-22-,27-23-/t71-,72+,73+/m0/s1	BPWHKXNLIHSHQC-OJITYZGTSA-N	1402.987877			MMDBc0041285
BASm0028087	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/24:1(11Z))	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h20,22-24,26-27,36-37,71-73,78H,5-19,21,25,28-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,26-22-,27-23-,37-36-/t71-,72+,73+/m0/s1	DNFIMWIWROKGFV-IERHFYHKSA-N	1400.972227			MMDBc0041286
BASm0028088	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/24:1(9Z))	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h20,22-24,26-27,38-39,71-73,78H,5-19,21,25,28-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,26-22-,27-23-,39-38-/t71-,72+,73+/m0/s1	KSCPXIHUADNKBJ-CGYUCHHYSA-N	1400.972227			MMDBc0041287
BASm0028089	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/26:0)	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/26:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h20,22-24,26-27,73-75,80H,5-19,21,25,28-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,26-22-,27-23-/t73-,74+,75+/m0/s1	XSIRTMSYALGWND-QDZXKKBQSA-N	1431.019177			MMDBc0041288
BASm0028090	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/26:1(11Z))	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/26:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h20,22-24,26-27,37-38,73-75,80H,5-19,21,25,28-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,26-22-,27-23-,38-37-/t73-,74+,75+/m0/s1	SNKYVXFXCANPKJ-QSYNTAQKSA-N	1429.003527			MMDBc0041289
BASm0028091	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/26:1(9Z))	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/26:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C80H148O17P2	InChI=1S/C80H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h20,22-24,26-27,40-41,74-76,81H,5-19,21,25,28-39,42-73H2,1-4H3,(H,86,87)(H,88,89)/b24-20-,26-22-,27-23-,41-40-/t74-,75+,76+/m0/s1	WXXYJYPYNBNVEU-MZNGKSRTSA-N	1443.019177			MMDBc0041290
BASm0028092	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/28:0)	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/28:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h20,22-24,26-27,75-77,82H,5-19,21,25,28-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,26-22-,27-23-/t75-,76+,77+/m0/s1	ICTGGIPAKKKEIW-PRPAOOMXSA-N	1459.050477			MMDBc0041291
BASm0028093	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/28:1(11Z))	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/28:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h20,22-24,26-27,39-40,75-77,82H,5-19,21,25,28-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,26-22-,27-23-,40-39-/t75-,76+,77+/m0/s1	JMFLJCGYZBPRRD-MKDQSKNASA-N	1457.034827			MMDBc0041292
BASm0028094	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/28:1(9Z))	CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/15:1(9Z)/28:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-octocosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-31-27-23-19-15-11-7-3/h20,22-24,26-27,41-42,75-77,82H,5-19,21,25,28-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,26-22-,27-23-,42-41-/t75-,76+,77+/m0/s1	RKUYBFFMCJOVSX-SALGQZKXSA-N	1457.034827			MMDBc0041293
BASm0028095	CL(14:1(9Z)/15:1(9Z)/16:0/23:1(11Z))	CL(14:1(9Z)/15:1(9Z)/16:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/16:0/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,23-24,27,35-36,71-73,78H,5-19,21-22,25-26,28-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,27-23-,36-35-/t71-,72+,73+/m0/s1	IJCDPKPMMOVBRJ-GQBIQQCLSA-N	1402.987877			MMDBc0041294
BASm0028096	CL(14:1(9Z)/15:1(9Z)/16:0/23:1(9Z))	CL(14:1(9Z)/15:1(9Z)/16:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/16:0/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,23-24,27,37-38,71-73,78H,5-19,21-22,25-26,28-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,27-23-,38-37-/t71-,72+,73+/m0/s1	PUJWSXJQPHUOGK-KTNTWMBISA-N	1402.987877			MMDBc0041295
BASm0028097	CL(14:1(9Z)/15:1(9Z)/16:0/25:0)	CL(14:1(9Z)/15:1(9Z)/16:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/16:0/25:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h20,23-24,27,73-75,80H,5-19,21-22,25-26,28-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,27-23-/t73-,74+,75+/m0/s1	ORLGRNXJUUJSBN-IWNNZSSXSA-N	1433.034827			MMDBc0041296
BASm0028098	CL(14:1(9Z)/15:1(9Z)/16:0/25:1(11Z))	CL(14:1(9Z)/15:1(9Z)/16:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/16:0/25:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h20,23-24,27,37-38,73-75,80H,5-19,21-22,25-26,28-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,27-23-,38-37-/t73-,74+,75+/m0/s1	APEOBJHWPKCMAK-RSKWJYGVSA-N	1431.019177			MMDBc0041297
BASm0028099	CL(14:1(9Z)/15:1(9Z)/16:0/25:1(9Z))	CL(14:1(9Z)/15:1(9Z)/16:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/16:0/25:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h20,23-24,27,39-40,73-75,80H,5-19,21-22,25-26,28-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,27-23-,40-39-/t73-,74+,75+/m0/s1	AIEBHWJDDNAORR-FIZVMBGXSA-N	1431.019177			MMDBc0041298
BASm0028100	CL(14:1(9Z)/15:1(9Z)/16:0/27:0)	CL(14:1(9Z)/15:1(9Z)/16:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/16:0/27:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,23-24,27,75-77,82H,5-19,21-22,25-26,28-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,27-23-/t75-,76+,77+/m0/s1	ZMMZDOOYMUHYNF-ZRVNYWTOSA-N	1461.066127			MMDBc0041299
BASm0028101	CL(14:1(9Z)/15:1(9Z)/16:0/27:1(11Z))	CL(14:1(9Z)/15:1(9Z)/16:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/16:0/27:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,23-24,27,39-40,75-77,82H,5-19,21-22,25-26,28-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,27-23-,40-39-/t75-,76+,77+/m0/s1	CNROCWDOQRPFLN-LMSBLVSHSA-N	1459.050477			MMDBc0041300
BASm0028102	CL(14:1(9Z)/15:1(9Z)/16:0/27:1(9Z))	CL(14:1(9Z)/15:1(9Z)/16:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/16:0/27:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,23-24,27,41-42,75-77,82H,5-19,21-22,25-26,28-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,27-23-,42-41-/t75-,76+,77+/m0/s1	QOBWJPAMUDNECJ-PRFUTMNSSA-N	1459.050477			MMDBc0041301
BASm0028103	CL(14:1(9Z)/15:1(9Z)/16:1(11Z)/23:1(11Z))	CL(14:1(9Z)/15:1(9Z)/16:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/16:1(11Z)/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h18,20,22-24,27,35-36,71-73,78H,5-17,19,21,25-26,28-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,24-20-,27-23-,36-35-/t71-,72+,73+/m0/s1	GYFKUEBHMBCCBF-MQYZZKIWSA-N	1400.972227			MMDBc0041302
BASm0028104	CL(14:1(9Z)/15:1(9Z)/16:1(11Z)/23:1(9Z))	CL(14:1(9Z)/15:1(9Z)/16:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/16:1(11Z)/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h18,20,22-24,27,37-38,71-73,78H,5-17,19,21,25-26,28-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,24-20-,27-23-,38-37-/t71-,72+,73+/m0/s1	WDFBYHXTPCOFRE-XZUSHBSLSA-N	1400.972227			MMDBc0041303
BASm0028105	CL(14:1(9Z)/15:1(9Z)/16:1(11Z)/25:0)	CL(14:1(9Z)/15:1(9Z)/16:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/16:1(11Z)/25:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h18,20,22-24,27,73-75,80H,5-17,19,21,25-26,28-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,24-20-,27-23-/t73-,74+,75+/m0/s1	IZTUDKXXOGTNQE-BPSBOTDLSA-N	1431.019177			MMDBc0041304
BASm0028106	CL(14:1(9Z)/15:1(9Z)/16:1(11Z)/25:1(11Z))	CL(14:1(9Z)/15:1(9Z)/16:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/16:1(11Z)/25:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h18,20,22-24,27,37-38,73-75,80H,5-17,19,21,25-26,28-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,24-20-,27-23-,38-37-/t73-,74+,75+/m0/s1	JNMZWSWQNHWCAM-BCQWJDRZSA-N	1429.003527			MMDBc0041305
BASm0028107	CL(14:1(9Z)/15:1(9Z)/16:1(11Z)/25:1(9Z))	CL(14:1(9Z)/15:1(9Z)/16:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/16:1(11Z)/25:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h18,20,22-24,27,39-40,73-75,80H,5-17,19,21,25-26,28-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,24-20-,27-23-,40-39-/t73-,74+,75+/m0/s1	WHFXHRZKQHUVTR-GUOSFABQSA-N	1429.003527			MMDBc0041306
BASm0028108	CL(14:1(9Z)/15:1(9Z)/16:1(11Z)/27:0)	CL(14:1(9Z)/15:1(9Z)/16:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/16:1(11Z)/27:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h18,20,22-24,27,75-77,82H,5-17,19,21,25-26,28-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,24-20-,27-23-/t75-,76+,77+/m0/s1	JNYJMFFATVMAIE-YFXWKBPVSA-N	1459.050477			MMDBc0041307
BASm0028109	CL(14:1(9Z)/15:1(9Z)/16:1(11Z)/27:1(11Z))	CL(14:1(9Z)/15:1(9Z)/16:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/16:1(11Z)/27:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h18,20,22-24,27,39-40,75-77,82H,5-17,19,21,25-26,28-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,24-20-,27-23-,40-39-/t75-,76+,77+/m0/s1	LJAOMMIXYPHEGN-SCOWVZEZSA-N	1457.034827			MMDBc0041308
BASm0028110	CL(14:1(9Z)/15:1(9Z)/16:1(11Z)/27:1(9Z))	CL(14:1(9Z)/15:1(9Z)/16:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/16:1(11Z)/27:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h18,20,22-24,27,41-42,75-77,82H,5-17,19,21,25-26,28-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,24-20-,27-23-,42-41-/t75-,76+,77+/m0/s1	IIBFBMHNGNEOLB-KGDMERPGSA-N	1457.034827			MMDBc0041309
BASm0028111	CL(14:1(9Z)/15:1(9Z)/16:1(9Z)/23:1(11Z))	CL(14:1(9Z)/15:1(9Z)/16:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/16:1(9Z)/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,23-24,26-27,30,35-36,71-73,78H,5-19,21-22,25,28-29,31-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,27-23-,30-26-,36-35-/t71-,72+,73+/m0/s1	JVLZSJGWCXDGGW-PZGNIKAISA-N	1400.972227			MMDBc0041310
BASm0028112	CL(14:1(9Z)/15:1(9Z)/16:1(9Z)/23:1(9Z))	CL(14:1(9Z)/15:1(9Z)/16:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/16:1(9Z)/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,23-24,26-27,30,37-38,71-73,78H,5-19,21-22,25,28-29,31-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,27-23-,30-26-,38-37-/t71-,72+,73+/m0/s1	BFVNORXJOKVYEK-JXDKUJRCSA-N	1400.972227			MMDBc0041311
BASm0028113	CL(14:1(9Z)/15:1(9Z)/16:1(9Z)/25:0)	CL(14:1(9Z)/15:1(9Z)/16:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/16:1(9Z)/25:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h20,23-24,26-27,30,73-75,80H,5-19,21-22,25,28-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,27-23-,30-26-/t73-,74+,75+/m0/s1	ZPJWZDJQDSLRRQ-IGYGWQISSA-N	1431.019177			MMDBc0041312
BASm0028114	CL(14:1(9Z)/15:1(9Z)/16:1(9Z)/25:1(11Z))	CL(14:1(9Z)/15:1(9Z)/16:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/16:1(9Z)/25:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h20,23-24,26-27,30,37-38,73-75,80H,5-19,21-22,25,28-29,31-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,27-23-,30-26-,38-37-/t73-,74+,75+/m0/s1	VBQHYESSLACVKL-PZPPQPSCSA-N	1429.003527			MMDBc0041313
BASm0028115	CL(14:1(9Z)/15:1(9Z)/16:1(9Z)/25:1(9Z))	CL(14:1(9Z)/15:1(9Z)/16:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/16:1(9Z)/25:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h20,23-24,26-27,30,39-40,73-75,80H,5-19,21-22,25,28-29,31-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,27-23-,30-26-,40-39-/t73-,74+,75+/m0/s1	BCNDOVBOBXJXNY-PTXXGBAHSA-N	1429.003527			MMDBc0041314
BASm0028116	CL(14:1(9Z)/15:1(9Z)/16:1(9Z)/27:0)	CL(14:1(9Z)/15:1(9Z)/16:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/16:1(9Z)/27:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,23-24,26-27,30,75-77,82H,5-19,21-22,25,28-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,27-23-,30-26-/t75-,76+,77+/m0/s1	VMSFFTGQNRJZCI-ZPFAMPMUSA-N	1459.050477			MMDBc0041315
BASm0028117	CL(14:1(9Z)/15:1(9Z)/16:1(9Z)/27:1(11Z))	CL(14:1(9Z)/15:1(9Z)/16:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/16:1(9Z)/27:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,23-24,26-27,30,39-40,75-77,82H,5-19,21-22,25,28-29,31-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,27-23-,30-26-,40-39-/t75-,76+,77+/m0/s1	MYXJBBSGTFDLKC-MIZFKHDWSA-N	1457.034827			MMDBc0041316
BASm0028118	CL(14:1(9Z)/15:1(9Z)/16:1(9Z)/27:1(9Z))	CL(14:1(9Z)/15:1(9Z)/16:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/16:1(9Z)/27:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,23-24,26-27,30,41-42,75-77,82H,5-19,21-22,25,28-29,31-40,43-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,27-23-,30-26-,42-41-/t75-,76+,77+/m0/s1	FTWNSFTYBAXXBG-NWNWJCKASA-N	1457.034827			MMDBc0041317
BASm0028119	CL(14:1(9Z)/15:1(9Z)/18:0/23:1(11Z))	CL(14:1(9Z)/15:1(9Z)/18:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/18:0/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h20,23-24,27,36-37,73-75,80H,5-19,21-22,25-26,28-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,27-23-,37-36-/t73-,74+,75+/m0/s1	PWEBVLCYPPFUOT-HLBUVOFUSA-N	1431.019177			MMDBc0041318
BASm0028120	CL(14:1(9Z)/15:1(9Z)/18:0/23:1(9Z))	CL(14:1(9Z)/15:1(9Z)/18:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/18:0/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h20,23-24,27,38,40,73-75,80H,5-19,21-22,25-26,28-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,27-23-,40-38-/t73-,74+,75+/m0/s1	LCFHTAPWSZMDOR-BNMBUISESA-N	1431.019177			MMDBc0041319
BASm0028121	CL(14:1(9Z)/15:1(9Z)/18:0/25:0)	CL(14:1(9Z)/15:1(9Z)/18:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/18:0/25:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,23-24,27,75-77,82H,5-19,21-22,25-26,28-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,27-23-/t75-,76+,77+/m0/s1	CFQMFNFIPFQNPR-ZRVNYWTOSA-N	1461.066127			MMDBc0041320
BASm0028122	CL(14:1(9Z)/15:1(9Z)/18:0/25:1(11Z))	CL(14:1(9Z)/15:1(9Z)/18:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/18:0/25:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,23-24,27,38-39,75-77,82H,5-19,21-22,25-26,28-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,27-23-,39-38-/t75-,76+,77+/m0/s1	WLAZSQUKGXKAJT-RZNREDAPSA-N	1459.050477			MMDBc0041321
BASm0028123	CL(14:1(9Z)/15:1(9Z)/18:0/25:1(9Z))	CL(14:1(9Z)/15:1(9Z)/18:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/18:0/25:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,23-24,27,40,42,75-77,82H,5-19,21-22,25-26,28-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,27-23-,42-40-/t75-,76+,77+/m0/s1	MEYGEHBDLCIFAV-VXMDXBQZSA-N	1459.050477			MMDBc0041322
BASm0028124	CL(14:1(9Z)/15:1(9Z)/18:1(11Z)/23:1(11Z))	CL(14:1(9Z)/15:1(9Z)/18:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/18:1(11Z)/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h20,23-24,26-27,30,36-37,73-75,80H,5-19,21-22,25,28-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,27-23-,30-26-,37-36-/t73-,74+,75+/m0/s1	RXPOGNPPXLVPRS-CQZZYNQNSA-N	1429.003527			MMDBc0041323
BASm0028125	CL(14:1(9Z)/15:1(9Z)/18:1(11Z)/23:1(9Z))	CL(14:1(9Z)/15:1(9Z)/18:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/18:1(11Z)/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h20,23-24,26-27,30,38,40,73-75,80H,5-19,21-22,25,28-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,27-23-,30-26-,40-38-/t73-,74+,75+/m0/s1	NTPGHRGERAPVQL-YJRGQMEASA-N	1429.003527			MMDBc0041324
BASm0028126	CL(14:1(9Z)/15:1(9Z)/18:1(11Z)/25:0)	CL(14:1(9Z)/15:1(9Z)/18:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/18:1(11Z)/25:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,23-24,26-27,30,75-77,82H,5-19,21-22,25,28-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,27-23-,30-26-/t75-,76+,77+/m0/s1	BPHYQAGJKAUULT-ZPFAMPMUSA-N	1459.050477			MMDBc0041325
BASm0028127	CL(14:1(9Z)/15:1(9Z)/18:1(11Z)/25:1(11Z))	CL(14:1(9Z)/15:1(9Z)/18:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/18:1(11Z)/25:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,23-24,26-27,30,38-39,75-77,82H,5-19,21-22,25,28-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,27-23-,30-26-,39-38-/t75-,76+,77+/m0/s1	IJVWJHDJDFPWCD-TUFOAPGZSA-N	1457.034827			MMDBc0041326
BASm0028128	CL(14:1(9Z)/15:1(9Z)/18:1(11Z)/25:1(9Z))	CL(14:1(9Z)/15:1(9Z)/18:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/18:1(11Z)/25:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,23-24,26-27,30,40,42,75-77,82H,5-19,21-22,25,28-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,27-23-,30-26-,42-40-/t75-,76+,77+/m0/s1	VDSSURRXKIBAOI-UHZXDDHRSA-N	1457.034827			MMDBc0041327
BASm0028129	CL(14:1(9Z)/15:1(9Z)/18:1(9Z)/23:1(11Z))	CL(14:1(9Z)/15:1(9Z)/18:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/18:1(9Z)/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h20,23-24,27,33,36-37,39,73-75,80H,5-19,21-22,25-26,28-32,34-35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,27-23-,37-36-,39-33-/t73-,74+,75+/m0/s1	NFYDZBUFVSUUNT-SFHWEPSHSA-N	1429.003527			MMDBc0041328
BASm0028130	CL(14:1(9Z)/15:1(9Z)/18:1(9Z)/23:1(9Z))	CL(14:1(9Z)/15:1(9Z)/18:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/18:1(9Z)/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-44-31-27-23-19-15-11-7-3/h20,23-24,27,33,38-40,73-75,80H,5-19,21-22,25-26,28-32,34-37,41-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,27-23-,39-33-,40-38-/t73-,74+,75+/m0/s1	SEMRBKYTPQTVOB-NMPKKRFYSA-N	1429.003527			MMDBc0041329
BASm0028131	CL(14:1(9Z)/15:1(9Z)/18:1(9Z)/25:0)	CL(14:1(9Z)/15:1(9Z)/18:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/18:1(9Z)/25:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,23-24,27,33,41,75-77,82H,5-19,21-22,25-26,28-32,34-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,27-23-,41-33-/t75-,76+,77+/m0/s1	NMNTYMXVFWPZAF-ZGAANKSCSA-N	1459.050477			MMDBc0041330
BASm0028132	CL(14:1(9Z)/15:1(9Z)/18:1(9Z)/25:1(11Z))	CL(14:1(9Z)/15:1(9Z)/18:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/18:1(9Z)/25:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,23-24,27,33,38-39,41,75-77,82H,5-19,21-22,25-26,28-32,34-37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,27-23-,39-38-,41-33-/t75-,76+,77+/m0/s1	BONUYYYODOYWEB-RSKFNVTGSA-N	1457.034827			MMDBc0041331
BASm0028133	CL(14:1(9Z)/15:1(9Z)/18:1(9Z)/25:1(9Z))	CL(14:1(9Z)/15:1(9Z)/18:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/18:1(9Z)/25:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,23-24,27,33,40-42,75-77,82H,5-19,21-22,25-26,28-32,34-39,43-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,27-23-,41-33-,42-40-/t75-,76+,77+/m0/s1	ZWQVXYWGHQVGJS-BGFQSKSASA-N	1457.034827			MMDBc0041332
BASm0028134	CL(14:1(9Z)/15:1(9Z)/20:0/23:1(11Z))	CL(14:1(9Z)/15:1(9Z)/20:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/20:0/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,23-24,27,37-38,75-77,82H,5-19,21-22,25-26,28-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,27-23-,38-37-/t75-,76+,77+/m0/s1	KLUPSMZVAGWCPZ-RIYMKSNKSA-N	1459.050477			MMDBc0041333
BASm0028135	CL(14:1(9Z)/15:1(9Z)/20:0/23:1(9Z))	CL(14:1(9Z)/15:1(9Z)/20:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/20:0/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,23-24,27,40,42,75-77,82H,5-19,21-22,25-26,28-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,27-23-,42-40-/t75-,76+,77+/m0/s1	SPMNABULGJLKBY-VXMDXBQZSA-N	1459.050477			MMDBc0041334
BASm0028136	CL(14:1(9Z)/15:1(9Z)/20:1(11Z)/23:1(11Z))	CL(14:1(9Z)/15:1(9Z)/20:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/20:1(11Z)/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,23-24,27,33,35,37-38,75-77,82H,5-19,21-22,25-26,28-32,34,36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,27-23-,35-33-,38-37-/t75-,76+,77+/m0/s1	STNRXUFLUVVIQP-JWHQUTGGSA-N	1457.034827			MMDBc0041335
BASm0028137	CL(14:1(9Z)/15:1(9Z)/20:1(11Z)/23:1(9Z))	CL(14:1(9Z)/15:1(9Z)/20:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/20:1(11Z)/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,23-24,27,33,35,40,42,75-77,82H,5-19,21-22,25-26,28-32,34,36-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,27-23-,35-33-,42-40-/t75-,76+,77+/m0/s1	NGMTYDIOHUTCDK-BKDGDEQISA-N	1457.034827			MMDBc0041336
BASm0028138	CL(14:1(9Z)/15:1(9Z)/20:1(13Z)/23:1(11Z))	CL(14:1(9Z)/15:1(9Z)/20:1(13Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/20:1(13Z)/23:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,23-24,26-27,30,37-38,75-77,82H,5-19,21-22,25,28-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,27-23-,30-26-,38-37-/t75-,76+,77+/m0/s1	CKHDZUGCFCLUHH-AEKCFGPBSA-N	1457.034827			MMDBc0041337
BASm0028139	CL(14:1(9Z)/15:1(9Z)/20:1(13Z)/23:1(9Z))	CL(14:1(9Z)/15:1(9Z)/20:1(13Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/15:1(9Z)/20:1(13Z)/23:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-46-31-27-23-19-15-11-7-3/h20,23-24,26-27,30,40,42,75-77,82H,5-19,21-22,25,28-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,27-23-,30-26-,42-40-/t75-,76+,77+/m0/s1	ITAYAPRFKUPYEF-UHZXDDHRSA-N	1457.034827			MMDBc0041338
BASm0028140	CL(14:1(9Z)/16:0/14:1(11Z)/16:0)	CL(14:1(9Z)/16:0/14:1(11Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/14:1(11Z)/16:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C4 positions, one chain of (11Z-tetradecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-31-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-34-28-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h11,15,20,24,63-65,70H,5-10,12-14,16-19,21-23,25-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,24-20-/t63-,64-,65-/m1/s1	XYVOTNLPXZWBRD-AYLSUPPHSA-N	1292.878327			MMDBc0041339
BASm0028141	CL(14:1(9Z)/16:0/14:1(9Z)/16:0)	CL(14:1(9Z)/16:0/14:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/14:1(9Z)/16:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, two chains of hexadecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-31-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-34-28-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h19-20,23-24,63-65,70H,5-18,21-22,25-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,24-20-/t64-,65-/m1/s1	VGRWNMXLKVHXGI-MFDAZMGSSA-N	1292.878327			MMDBc0041340
BASm0028142	CL(14:1(9Z)/16:0/16:0/16:0)	CL(14:1(9Z)/16:0/16:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:0/16:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, three chains of hexadecanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h20,24,65-67,72H,5-19,21-23,25-64H2,1-4H3,(H,77,78)(H,79,80)/b24-20-/t65-,66+,67+/m0/s1	VEGSBRVCRVQWRR-TVMGTFMWSA-N	1322.925277			MMDBc0041341
BASm0028143	CL(14:1(9Z)/16:0/16:0/16:1(11Z))	CL(14:1(9Z)/16:0/16:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:0/16:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h19-20,23-24,65-67,72H,5-18,21-22,25-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,24-20-/t65-,66+,67+/m0/s1	AAXZRCROIIWDIK-XFGAXRFGSA-N	1320.909627			MMDBc0041342
BASm0028144	CL(14:1(9Z)/16:0/16:0/16:1(9Z))	CL(14:1(9Z)/16:0/16:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:0/16:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h20,24,27,31,65-67,72H,5-19,21-23,25-26,28-30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b24-20-,31-27-/t65-,66+,67+/m0/s1	WBFFSDLIQZIEDE-UPFPMHHTSA-N	1320.909627			MMDBc0041343
BASm0028145	CL(14:1(9Z)/16:0/16:0/18:0)	CL(14:1(9Z)/16:0/16:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:0/18:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24,67-69,74H,5-19,21-23,25-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-/t67-,68+,69+/m0/s1	PVBAHOQDKUCHLM-NZNSBPIOSA-N	1350.956577			MMDBc0041344
BASm0028146	CL(14:1(9Z)/16:0/16:0/18:1(11Z))	CL(14:1(9Z)/16:0/16:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:0/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24-25,29,67-69,74H,5-19,21-23,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-,29-25-/t67-,68+,69+/m0/s1	JRUNEAAUUAVQBT-CZZDXFHVSA-N	1348.940927			MMDBc0041345
BASm0028147	CL(14:1(9Z)/16:0/16:0/18:1(9Z))	CL(14:1(9Z)/16:0/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:0/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24,32-33,67-69,74H,5-19,21-23,25-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-,33-32-/t67-,68+,69+/m0/s1	JONVIHXIVMQJAF-GELUODSVSA-N	1348.940927			MMDBc0041346
BASm0028148	CL(14:1(9Z)/16:0/16:0/20:0)	CL(14:1(9Z)/16:0/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:0/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h20,24,69-71,76H,5-19,21-23,25-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-/t69-,70+,71+/m0/s1	QLOGEBWELFJNBL-SSIKKJRMSA-N	1378.987877			MMDBc0041347
BASm0028149	CL(14:1(9Z)/16:0/16:0/20:1(11Z))	CL(14:1(9Z)/16:0/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:0/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h20,24,32-33,69-71,76H,5-19,21-23,25-31,34-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,33-32-/t69-,70+,71+/m0/s1	HPUAEKBPDMQNAS-WGOQXFAOSA-N	1376.972227			MMDBc0041348
BASm0028150	CL(14:1(9Z)/16:0/16:0/20:1(13Z))	CL(14:1(9Z)/16:0/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:0/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h20,24-25,29,69-71,76H,5-19,21-23,26-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,29-25-/t69-,70+,71+/m0/s1	MZDVYQDIWCHILE-ILMDBFDPSA-N	1376.972227			MMDBc0041349
BASm0028151	CL(14:1(9Z)/16:0/16:0/22:0)	CL(14:1(9Z)/16:0/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:0/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24,71-73,78H,5-19,21-23,25-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-/t71-,72+,73+/m0/s1	ILDOHNXTAUBWCX-KTTVDIAXSA-N	1407.019177			MMDBc0041350
BASm0028152	CL(14:1(9Z)/16:0/16:0/22:1(11Z))	CL(14:1(9Z)/16:0/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:0/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24,34-35,71-73,78H,5-19,21-23,25-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,35-34-/t71-,72+,73+/m0/s1	PGQVRAPMBOISFW-BLZNTHPNSA-N	1405.003527			MMDBc0041351
BASm0028153	CL(14:1(9Z)/16:0/16:0/22:1(9Z))	CL(14:1(9Z)/16:0/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:0/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24,36-37,71-73,78H,5-19,21-23,25-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,37-36-/t71-,72+,73+/m0/s1	YKNASNASYCFRAY-PYTHNUFPSA-N	1405.003527			MMDBc0041352
BASm0028154	CL(14:1(9Z)/16:0/16:0/24:0)	CL(14:1(9Z)/16:0/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:0/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,73-75,80H,5-19,21-23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-/t73-,74+,75+/m0/s1	SNEYLCNSGKVTCT-DEPVYLCVSA-N	1435.050477			MMDBc0041353
BASm0028155	CL(14:1(9Z)/16:0/16:0/24:1(11Z))	CL(14:1(9Z)/16:0/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:0/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,36-37,73-75,80H,5-19,21-23,25-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,37-36-/t73-,74+,75+/m0/s1	JILPMZQPZZMNDX-UTLJYPJISA-N	1433.034827			MMDBc0041354
BASm0028156	CL(14:1(9Z)/16:0/16:0/24:1(9Z))	CL(14:1(9Z)/16:0/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:0/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,38-39,73-75,80H,5-19,21-23,25-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,39-38-/t73-,74+,75+/m0/s1	BOVLZPIQLFFJOQ-QKEUZYTLSA-N	1433.034827			MMDBc0041355
BASm0028157	CL(14:1(9Z)/16:0/16:0/26:0)	CL(14:1(9Z)/16:0/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:0/26:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h20,24,75-77,82H,5-19,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-/t75-,76+,77+/m0/s1	IZPCVWNSSGSAHH-ABFKWZFKSA-N	1463.081778			MMDBc0041356
BASm0028158	CL(14:1(9Z)/16:0/16:0/26:1(11Z))	CL(14:1(9Z)/16:0/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:0/26:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h20,24,37-38,75-77,82H,5-19,21-23,25-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,38-37-/t75-,76+,77+/m0/s1	ICHICJWSNIFIJG-MPDYSZMQSA-N	1461.066127			MMDBc0041357
BASm0028159	CL(14:1(9Z)/16:0/16:0/26:1(9Z))	CL(14:1(9Z)/16:0/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:0/26:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-43-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-31-27-23-19-15-11-7-3/h20,24,40-41,76-78,83H,5-19,21-23,25-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b24-20-,41-40-/t76-,77+,78+/m0/s1	VFRWTGLYIDAQQK-INURIFROSA-N	1475.081778			MMDBc0041358
BASm0028160	CL(14:1(9Z)/16:0/16:1(11Z)/16:1(11Z))	CL(14:1(9Z)/16:0/16:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(11Z)/16:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (11Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h17,19-21,23-24,65-67,72H,5-16,18,22,25-64H2,1-4H3,(H,77,78)(H,79,80)/b21-17-,23-19-,24-20-/t65-,66+,67+/m0/s1	LNHHRJJVBYDVGR-LDDVYYNYSA-N	1318.893977			MMDBc0041359
BASm0028161	CL(14:1(9Z)/16:0/16:1(11Z)/16:1(9Z))	CL(14:1(9Z)/16:0/16:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(11Z)/16:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h17,20-21,24,27,31,65-67,72H,5-16,18-19,22-23,25-26,28-30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b21-17-,24-20-,31-27-/t65-,66+,67+/m0/s1	BHNLECJOYPKVQX-HASCMMLDSA-N	1318.893977			MMDBc0041360
BASm0028162	CL(14:1(9Z)/16:0/16:1(11Z)/18:0)	CL(14:1(9Z)/16:0/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(11Z)/18:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h18,20,22,24,67-69,74H,5-17,19,21,23,25-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,24-20-/t67-,68+,69+/m0/s1	QKOCXFKWCRHIFE-ZVTMVTEJSA-N	1348.940927			MMDBc0041361
BASm0028163	CL(14:1(9Z)/16:0/16:1(11Z)/18:1(11Z))	CL(14:1(9Z)/16:0/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(11Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h18,20,22,24-25,29,67-69,74H,5-17,19,21,23,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,24-20-,29-25-/t67-,68+,69+/m0/s1	QLZLMGXSYWVXFL-PLYFKPGBSA-N	1346.925277			MMDBc0041362
BASm0028164	CL(14:1(9Z)/16:0/16:1(11Z)/18:1(9Z))	CL(14:1(9Z)/16:0/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(11Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h18,20,22,24,32-33,67-69,74H,5-17,19,21,23,25-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,24-20-,33-32-/t67-,68+,69+/m0/s1	ZPFJVCGOCGVHSI-VWWZLGDQSA-N	1346.925277			MMDBc0041363
BASm0028165	CL(14:1(9Z)/16:0/16:1(11Z)/20:0)	CL(14:1(9Z)/16:0/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(11Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h18,20,22,24,69-71,76H,5-17,19,21,23,25-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,24-20-/t69-,70+,71+/m0/s1	IKCFUPAOVJNURP-BJNYKKHKSA-N	1376.972227			MMDBc0041364
BASm0028166	CL(14:1(9Z)/16:0/16:1(11Z)/20:1(11Z))	CL(14:1(9Z)/16:0/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(11Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h18,20,22,24,32-33,69-71,76H,5-17,19,21,23,25-31,34-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,24-20-,33-32-/t69-,70+,71+/m0/s1	YNLBQHGPOVGBOM-NCAVIKBQSA-N	1374.956577			MMDBc0041365
BASm0028167	CL(14:1(9Z)/16:0/16:1(11Z)/20:1(13Z))	CL(14:1(9Z)/16:0/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(11Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h18,20,22,24-25,29,69-71,76H,5-17,19,21,23,26-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,24-20-,29-25-/t69-,70+,71+/m0/s1	VUBXZLHUIVUMJV-FXEURZRNSA-N	1374.956577			MMDBc0041366
BASm0028168	CL(14:1(9Z)/16:0/16:1(11Z)/22:0)	CL(14:1(9Z)/16:0/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(11Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h18,20,22,24,71-73,78H,5-17,19,21,23,25-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,24-20-/t71-,72+,73+/m0/s1	QJTCHODFSKUHNX-BPPODUQVSA-N	1405.003527			MMDBc0041367
BASm0028169	CL(14:1(9Z)/16:0/16:1(11Z)/22:1(11Z))	CL(14:1(9Z)/16:0/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(11Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h18,20,22,24,34-35,71-73,78H,5-17,19,21,23,25-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,24-20-,35-34-/t71-,72+,73+/m0/s1	HRNSHMFUBKOLPI-DPBWOUNASA-N	1402.987877			MMDBc0041368
BASm0028170	CL(14:1(9Z)/16:0/16:1(11Z)/22:1(9Z))	CL(14:1(9Z)/16:0/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(11Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h18,20,22,24,36-37,71-73,78H,5-17,19,21,23,25-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,24-20-,37-36-/t71-,72+,73+/m0/s1	IADFWTQLPQCWCH-WJFDUJDESA-N	1402.987877			MMDBc0041369
BASm0028171	CL(14:1(9Z)/16:0/16:1(11Z)/24:0)	CL(14:1(9Z)/16:0/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(11Z)/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,20,22,24,73-75,80H,5-17,19,21,23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,24-20-/t73-,74+,75+/m0/s1	BJAUBXQJTBCFPT-GPPPJKFPSA-N	1433.034827			MMDBc0041370
BASm0028172	CL(14:1(9Z)/16:0/16:1(11Z)/24:1(11Z))	CL(14:1(9Z)/16:0/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(11Z)/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,20,22,24,36-37,73-75,80H,5-17,19,21,23,25-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,24-20-,37-36-/t73-,74+,75+/m0/s1	RBGUGCGPOUEBJZ-YBCYSXJYSA-N	1431.019177			MMDBc0041371
BASm0028173	CL(14:1(9Z)/16:0/16:1(11Z)/24:1(9Z))	CL(14:1(9Z)/16:0/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(11Z)/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,20,22,24,38-39,73-75,80H,5-17,19,21,23,25-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,24-20-,39-38-/t73-,74+,75+/m0/s1	NEUZGDVGCLLXIS-ISIDCHPMSA-N	1431.019177			MMDBc0041372
BASm0028174	CL(14:1(9Z)/16:0/16:1(11Z)/26:0)	CL(14:1(9Z)/16:0/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(11Z)/26:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,20,22,24,75-77,82H,5-17,19,21,23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,24-20-/t75-,76+,77+/m0/s1	BYKMIHPZIQLJEN-IFZLYPLISA-N	1461.066127			MMDBc0041373
BASm0028175	CL(14:1(9Z)/16:0/16:1(11Z)/26:1(11Z))	CL(14:1(9Z)/16:0/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(11Z)/26:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,20,22,24,37-38,75-77,82H,5-17,19,21,23,25-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,24-20-,38-37-/t75-,76+,77+/m0/s1	LNARQNPHNZZMEI-LJWASLKQSA-N	1459.050477			MMDBc0041374
BASm0028176	CL(14:1(9Z)/16:0/16:1(11Z)/26:1(9Z))	CL(14:1(9Z)/16:0/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(11Z)/26:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-43-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-31-27-23-19-15-11-7-3/h18,20,22,24,40-41,76-78,83H,5-17,19,21,23,25-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b22-18-,24-20-,41-40-/t76-,77+,78+/m0/s1	KUNAQRQIYSQROQ-VLXXCEBTSA-N	1473.066127			MMDBc0041375
BASm0028177	CL(14:1(9Z)/16:0/16:1(9Z)/16:1(11Z))	CL(14:1(9Z)/16:0/16:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(9Z)/16:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h19-20,23-25,29,65-67,72H,5-18,21-22,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,24-20-,29-25-/t65-,66+,67+/m0/s1	QMGWEOWFRIKAPX-SUXXNCKSSA-N	1318.893977			MMDBc0041376
BASm0028178	CL(14:1(9Z)/16:0/16:1(9Z)/16:1(9Z))	CL(14:1(9Z)/16:0/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(9Z)/16:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h20,24-25,27,29,31,65-67,72H,5-19,21-23,26,28,30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b24-20-,29-25-,31-27-/t65-,66+,67+/m0/s1	DAEPVHKAIBFPPB-MXYWXPKKSA-N	1318.893977			MMDBc0041377
BASm0028179	CL(14:1(9Z)/16:0/16:1(9Z)/18:0)	CL(14:1(9Z)/16:0/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(9Z)/18:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24,26,30,67-69,74H,5-19,21-23,25,27-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-,30-26-/t67-,68+,69+/m0/s1	CEJVTPMMNUQCOO-IQKWGZPHSA-N	1348.940927			MMDBc0041378
BASm0028180	CL(14:1(9Z)/16:0/16:1(9Z)/18:1(11Z))	CL(14:1(9Z)/16:0/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(9Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24-26,29-30,67-69,74H,5-19,21-23,27-28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-,29-25-,30-26-/t67-,68+,69+/m0/s1	PRVJNRICYMQLDY-HPHWBFSRSA-N	1346.925277			MMDBc0041379
BASm0028181	CL(14:1(9Z)/16:0/16:1(9Z)/18:1(9Z))	CL(14:1(9Z)/16:0/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(9Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24,26,30,32-33,67-69,74H,5-19,21-23,25,27-29,31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-,30-26-,33-32-/t67-,68+,69+/m0/s1	QPYSLAFLPOGMOH-YLCIADFNSA-N	1346.925277			MMDBc0041380
BASm0028182	CL(14:1(9Z)/16:0/16:1(9Z)/20:0)	CL(14:1(9Z)/16:0/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(9Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h20,24,26,30,69-71,76H,5-19,21-23,25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,30-26-/t69-,70+,71+/m0/s1	ICWZJJGZWMPFME-NLPLGYETSA-N	1376.972227			MMDBc0041381
BASm0028183	CL(14:1(9Z)/16:0/16:1(9Z)/20:1(11Z))	CL(14:1(9Z)/16:0/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(9Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h20,24,26,30,32-33,69-71,76H,5-19,21-23,25,27-29,31,34-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,30-26-,33-32-/t69-,70+,71+/m0/s1	LZMGYFIOACVVBJ-JSICWDCESA-N	1374.956577			MMDBc0041382
BASm0028184	CL(14:1(9Z)/16:0/16:1(9Z)/20:1(13Z))	CL(14:1(9Z)/16:0/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(9Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h20,24-26,29-30,69-71,76H,5-19,21-23,27-28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,29-25-,30-26-/t69-,70+,71+/m0/s1	FRFHUAXRIAUWOH-QICPCIQASA-N	1374.956577			MMDBc0041383
BASm0028185	CL(14:1(9Z)/16:0/16:1(9Z)/22:0)	CL(14:1(9Z)/16:0/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(9Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24,26,30,71-73,78H,5-19,21-23,25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,30-26-/t71-,72+,73+/m0/s1	AQFRCKAMTYRPEO-GQKOCHDNSA-N	1405.003527			MMDBc0041384
BASm0028186	CL(14:1(9Z)/16:0/16:1(9Z)/22:1(11Z))	CL(14:1(9Z)/16:0/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(9Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24,26,30,34-35,71-73,78H,5-19,21-23,25,27-29,31-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,30-26-,35-34-/t71-,72+,73+/m0/s1	PGJMYGHDHONNRH-FCLMYVIGSA-N	1402.987877			MMDBc0041385
BASm0028187	CL(14:1(9Z)/16:0/16:1(9Z)/22:1(9Z))	CL(14:1(9Z)/16:0/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(9Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24,26,30,36-37,71-73,78H,5-19,21-23,25,27-29,31-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,30-26-,37-36-/t71-,72+,73+/m0/s1	RGNQGSKVGYWCFD-LBPVWNFYSA-N	1402.987877			MMDBc0041386
BASm0028188	CL(14:1(9Z)/16:0/16:1(9Z)/24:0)	CL(14:1(9Z)/16:0/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(9Z)/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,26,30,73-75,80H,5-19,21-23,25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-/t73-,74+,75+/m0/s1	QYUAJAIUEYCUFW-IXFHZBIMSA-N	1433.034827			MMDBc0041387
BASm0028189	CL(14:1(9Z)/16:0/16:1(9Z)/24:1(11Z))	CL(14:1(9Z)/16:0/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(9Z)/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,26,30,36-37,73-75,80H,5-19,21-23,25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,37-36-/t73-,74+,75+/m0/s1	RRMDHADDIITOGP-GXOKDCNZSA-N	1431.019177			MMDBc0041388
BASm0028190	CL(14:1(9Z)/16:0/16:1(9Z)/24:1(9Z))	CL(14:1(9Z)/16:0/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(9Z)/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,26,30,38-39,73-75,80H,5-19,21-23,25,27-29,31-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,39-38-/t73-,74+,75+/m0/s1	IYEFMPFGHQJBPG-DJYXSCLESA-N	1431.019177			MMDBc0041389
BASm0028191	CL(14:1(9Z)/16:0/16:1(9Z)/26:0)	CL(14:1(9Z)/16:0/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(9Z)/26:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h20,24,26,30,75-77,82H,5-19,21-23,25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-/t75-,76+,77+/m0/s1	FNNDNSCJZMLOBX-NKZCOSNDSA-N	1461.066127			MMDBc0041390
BASm0028192	CL(14:1(9Z)/16:0/16:1(9Z)/26:1(11Z))	CL(14:1(9Z)/16:0/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(9Z)/26:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h20,24,26,30,37-38,75-77,82H,5-19,21-23,25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,38-37-/t75-,76+,77+/m0/s1	YSJRWIVFQNFIHM-KOBXOYBPSA-N	1459.050477			MMDBc0041391
BASm0028193	CL(14:1(9Z)/16:0/16:1(9Z)/26:1(9Z))	CL(14:1(9Z)/16:0/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/16:1(9Z)/26:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-43-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-31-27-23-19-15-11-7-3/h20,24,26,30,40-41,76-78,83H,5-19,21-23,25,27-29,31-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b24-20-,30-26-,41-40-/t76-,77+,78+/m0/s1	BFCWHKDZGRLFJE-SSNITDNMSA-N	1473.066127			MMDBc0041392
BASm0028194	CL(14:1(9Z)/16:0/18:0/18:0)	CL(14:1(9Z)/16:0/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:0/18:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h20,24,69-71,76H,5-19,21-23,25-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-/t69-,70+,71+/m0/s1	MDINSYUKXVLHMA-SSIKKJRMSA-N	1378.987877			MMDBc0041393
BASm0028195	CL(14:1(9Z)/16:0/18:0/18:1(11Z))	CL(14:1(9Z)/16:0/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:0/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h20,24,26,30,69-71,76H,5-19,21-23,25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,30-26-/t69-,70+,71+/m0/s1	HZENKPIDAYTAAG-NLPLGYETSA-N	1376.972227			MMDBc0041394
BASm0028196	CL(14:1(9Z)/16:0/18:0/18:1(9Z))	CL(14:1(9Z)/16:0/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:0/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h20,24,33,35,69-71,76H,5-19,21-23,25-32,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,35-33-/t69-,70+,71+/m0/s1	MVSNOLFGJYZETC-NXLSGFECSA-N	1376.972227			MMDBc0041395
BASm0028197	CL(14:1(9Z)/16:0/18:0/20:0)	CL(14:1(9Z)/16:0/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:0/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h20,24,71-73,78H,5-19,21-23,25-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-/t71-,72+,73+/m0/s1	YJVXENXKNRJXAX-KTTVDIAXSA-N	1407.019177			MMDBc0041396
BASm0028198	CL(14:1(9Z)/16:0/18:0/20:1(11Z))	CL(14:1(9Z)/16:0/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:0/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h20,24,32,34,71-73,78H,5-19,21-23,25-31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,34-32-/t71-,72+,73+/m0/s1	QRQHWHZYDKUFMB-QDDDDKQZSA-N	1405.003527			MMDBc0041397
BASm0028199	CL(14:1(9Z)/16:0/18:0/20:1(13Z))	CL(14:1(9Z)/16:0/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:0/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h20,24-25,29,71-73,78H,5-19,21-23,26-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,29-25-/t71-,72+,73+/m0/s1	QPFKPYDSFFULOF-OGOYOVBZSA-N	1405.003527			MMDBc0041398
BASm0028200	CL(14:1(9Z)/16:0/18:0/22:0)	CL(14:1(9Z)/16:0/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:0/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,73-75,80H,5-19,21-23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-/t73-,74+,75+/m0/s1	AHIZRKZKIFBABX-DEPVYLCVSA-N	1435.050477			MMDBc0041399
BASm0028201	CL(14:1(9Z)/16:0/18:0/22:1(11Z))	CL(14:1(9Z)/16:0/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:0/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,35-36,73-75,80H,5-19,21-23,25-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,36-35-/t73-,74+,75+/m0/s1	YQNBODCTMIFLSR-DNRVEJMKSA-N	1433.034827			MMDBc0041400
BASm0028202	CL(14:1(9Z)/16:0/18:0/22:1(9Z))	CL(14:1(9Z)/16:0/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:0/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,37,39,73-75,80H,5-19,21-23,25-36,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,39-37-/t73-,74+,75+/m0/s1	UMGGYWKNJQIUDY-IJAQLVDPSA-N	1433.034827			MMDBc0041401
BASm0028203	CL(14:1(9Z)/16:0/18:0/24:0)	CL(14:1(9Z)/16:0/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:0/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,75-77,82H,5-19,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-/t75-,76+,77+/m0/s1	VWBBRYFZWBIWGC-ABFKWZFKSA-N	1463.081778			MMDBc0041402
BASm0028204	CL(14:1(9Z)/16:0/18:0/24:1(11Z))	CL(14:1(9Z)/16:0/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:0/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,37-38,75-77,82H,5-19,21-23,25-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,38-37-/t75-,76+,77+/m0/s1	RLFYRLATPVHZON-MPDYSZMQSA-N	1461.066127			MMDBc0041403
BASm0028205	CL(14:1(9Z)/16:0/18:0/24:1(9Z))	CL(14:1(9Z)/16:0/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:0/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,39,41,75-77,82H,5-19,21-23,25-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,41-39-/t75-,76+,77+/m0/s1	HETPTAMSEMPRLI-ROWVKOILSA-N	1461.066127			MMDBc0041404
BASm0028206	CL(14:1(9Z)/16:0/18:1(11Z)/18:1(11Z))	CL(14:1(9Z)/16:0/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:1(11Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h20,24-26,29-30,69-71,76H,5-19,21-23,27-28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,29-25-,30-26-/t69-,70+,71+/m0/s1	MLMVEHFPVKSZBN-QICPCIQASA-N	1374.956577			MMDBc0041405
BASm0028207	CL(14:1(9Z)/16:0/18:1(11Z)/18:1(9Z))	CL(14:1(9Z)/16:0/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:1(11Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h20,24-25,29,33,35,69-71,76H,5-19,21-23,26-28,30-32,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,29-25-,35-33-/t69-,70+,71+/m0/s1	QANQELPMIZJFTE-VEUYARMHSA-N	1374.956577			MMDBc0041406
BASm0028208	CL(14:1(9Z)/16:0/18:1(11Z)/20:0)	CL(14:1(9Z)/16:0/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:1(11Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h20,24,26,30,71-73,78H,5-19,21-23,25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,30-26-/t71-,72+,73+/m0/s1	XBNGUYYCIGSJBT-GQKOCHDNSA-N	1405.003527			MMDBc0041407
BASm0028209	CL(14:1(9Z)/16:0/18:1(11Z)/20:1(11Z))	CL(14:1(9Z)/16:0/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:1(11Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h20,24,26,30,32,34,71-73,78H,5-19,21-23,25,27-29,31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,30-26-,34-32-/t71-,72+,73+/m0/s1	IESQSYXXSKIBDC-FKIUXLARSA-N	1402.987877			MMDBc0041408
BASm0028210	CL(14:1(9Z)/16:0/18:1(11Z)/20:1(13Z))	CL(14:1(9Z)/16:0/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:1(11Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h20,24-26,29-30,71-73,78H,5-19,21-23,27-28,31-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,29-25-,30-26-/t71-,72+,73+/m0/s1	ODIAOIMESWZUJX-TYHMEUCOSA-N	1402.987877			MMDBc0041409
BASm0028211	CL(14:1(9Z)/16:0/18:1(11Z)/22:0)	CL(14:1(9Z)/16:0/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:1(11Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,26,30,73-75,80H,5-19,21-23,25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-/t73-,74+,75+/m0/s1	KBJJKMRQAITVQS-IXFHZBIMSA-N	1433.034827			MMDBc0041410
BASm0028212	CL(14:1(9Z)/16:0/18:1(11Z)/22:1(11Z))	CL(14:1(9Z)/16:0/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:1(11Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,26,30,35-36,73-75,80H,5-19,21-23,25,27-29,31-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,36-35-/t73-,74+,75+/m0/s1	NKYXKNZJKKKUSW-LNPZUHRGSA-N	1431.019177			MMDBc0041411
BASm0028213	CL(14:1(9Z)/16:0/18:1(11Z)/22:1(9Z))	CL(14:1(9Z)/16:0/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:1(11Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,26,30,37,39,73-75,80H,5-19,21-23,25,27-29,31-36,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,39-37-/t73-,74+,75+/m0/s1	HVOUDTLKCPDVHT-HQPMPHAYSA-N	1431.019177			MMDBc0041412
BASm0028214	CL(14:1(9Z)/16:0/18:1(11Z)/24:0)	CL(14:1(9Z)/16:0/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:1(11Z)/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,26,30,75-77,82H,5-19,21-23,25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-/t75-,76+,77+/m0/s1	OCLWLTXRENRMHK-NKZCOSNDSA-N	1461.066127			MMDBc0041413
BASm0028215	CL(14:1(9Z)/16:0/18:1(11Z)/24:1(11Z))	CL(14:1(9Z)/16:0/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:1(11Z)/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,26,30,37-38,75-77,82H,5-19,21-23,25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,38-37-/t75-,76+,77+/m0/s1	HCEVVEVUUMEZKF-KOBXOYBPSA-N	1459.050477			MMDBc0041414
BASm0028216	CL(14:1(9Z)/16:0/18:1(11Z)/24:1(9Z))	CL(14:1(9Z)/16:0/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:1(11Z)/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,26,30,39,41,75-77,82H,5-19,21-23,25,27-29,31-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,41-39-/t75-,76+,77+/m0/s1	AENQBBIFZLZRAW-IUEHNBJDSA-N	1459.050477			MMDBc0041415
BASm0028217	CL(14:1(9Z)/16:0/18:1(9Z)/18:1(11Z))	CL(14:1(9Z)/16:0/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:1(9Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h20,24,26,30,32,34,69-71,76H,5-19,21-23,25,27-29,31,33,35-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,30-26-,34-32-/t69-,70+,71+/m0/s1	CHVUVGBXZUNEON-KKQBABPRSA-N	1374.956577			MMDBc0041416
BASm0028218	CL(14:1(9Z)/16:0/18:1(9Z)/18:1(9Z))	CL(14:1(9Z)/16:0/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:1(9Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h20,24,32-35,69-71,76H,5-19,21-23,25-31,36-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,34-32-,35-33-/t69-,70+,71+/m0/s1	HWIQPQOOLYXTGZ-VTBKVCKNSA-N	1374.956577			MMDBc0041417
BASm0028219	CL(14:1(9Z)/16:0/18:1(9Z)/20:0)	CL(14:1(9Z)/16:0/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:1(9Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h20,24,33,36,71-73,78H,5-19,21-23,25-32,34-35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,36-33-/t71-,72+,73+/m0/s1	CINUJMLVLLDIID-KHXYBUNQSA-N	1405.003527			MMDBc0041418
BASm0028220	CL(14:1(9Z)/16:0/18:1(9Z)/20:1(11Z))	CL(14:1(9Z)/16:0/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:1(9Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h20,24,32-34,36,71-73,78H,5-19,21-23,25-31,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,34-32-,36-33-/t71-,72+,73+/m0/s1	YBACNUWAYMDDJO-XDMNCPIFSA-N	1402.987877			MMDBc0041419
BASm0028221	CL(14:1(9Z)/16:0/18:1(9Z)/20:1(13Z))	CL(14:1(9Z)/16:0/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:1(9Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h20,24-25,29,33,36,71-73,78H,5-19,21-23,26-28,30-32,34-35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,29-25-,36-33-/t71-,72+,73+/m0/s1	WMUPHBQDBBTXSV-JZHNPEANSA-N	1402.987877			MMDBc0041420
BASm0028222	CL(14:1(9Z)/16:0/18:1(9Z)/22:0)	CL(14:1(9Z)/16:0/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:1(9Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,33,38,73-75,80H,5-19,21-23,25-32,34-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,38-33-/t73-,74+,75+/m0/s1	RVPLUDXCDZYQGI-YSUKIJBCSA-N	1433.034827			MMDBc0041421
BASm0028223	CL(14:1(9Z)/16:0/18:1(9Z)/22:1(11Z))	CL(14:1(9Z)/16:0/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:1(9Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,33,35-36,38,73-75,80H,5-19,21-23,25-32,34,37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,36-35-,38-33-/t73-,74+,75+/m0/s1	JJVNZUDMYSHWJW-YWBGQDDSSA-N	1431.019177			MMDBc0041422
BASm0028224	CL(14:1(9Z)/16:0/18:1(9Z)/22:1(9Z))	CL(14:1(9Z)/16:0/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:1(9Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,33,37-39,73-75,80H,5-19,21-23,25-32,34-36,40-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,38-33-,39-37-/t73-,74+,75+/m0/s1	QUXZDHHVMCXOIV-WDUCCZMWSA-N	1431.019177			MMDBc0041423
BASm0028225	CL(14:1(9Z)/16:0/18:1(9Z)/24:0)	CL(14:1(9Z)/16:0/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:1(9Z)/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,33,40,75-77,82H,5-19,21-23,25-32,34-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,40-33-/t75-,76+,77+/m0/s1	UYQJMXIRZHIGBQ-BOUGNILDSA-N	1461.066127			MMDBc0041424
BASm0028226	CL(14:1(9Z)/16:0/18:1(9Z)/24:1(11Z))	CL(14:1(9Z)/16:0/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:1(9Z)/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,33,37-38,40,75-77,82H,5-19,21-23,25-32,34-36,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,38-37-,40-33-/t75-,76+,77+/m0/s1	JOYZYOJKSPSFLP-RHYWJRAMSA-N	1459.050477			MMDBc0041425
BASm0028227	CL(14:1(9Z)/16:0/18:1(9Z)/24:1(9Z))	CL(14:1(9Z)/16:0/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/18:1(9Z)/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,33,39-41,75-77,82H,5-19,21-23,25-32,34-38,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,40-33-,41-39-/t75-,76+,77+/m0/s1	UOUXBJVGXCJUEH-FDFHOBEUSA-N	1459.050477			MMDBc0041426
BASm0028228	CL(14:1(9Z)/16:0/20:0/20:0)	CL(14:1(9Z)/16:0/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/20:0/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,73-75,80H,5-19,21-23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-/t73-,74+,75+/m0/s1	CYNJUIYHQKFHCF-DEPVYLCVSA-N	1435.050477			MMDBc0041427
BASm0028229	CL(14:1(9Z)/16:0/20:0/20:1(11Z))	CL(14:1(9Z)/16:0/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/20:0/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,33,35,73-75,80H,5-19,21-23,25-32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,35-33-/t73-,74+,75+/m0/s1	JWEONVFPCCZQMQ-TZZKQULNSA-N	1433.034827			MMDBc0041428
BASm0028230	CL(14:1(9Z)/16:0/20:0/20:1(13Z))	CL(14:1(9Z)/16:0/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/20:0/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,26,30,73-75,80H,5-19,21-23,25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-/t73-,74+,75+/m0/s1	AQICXPKXCIHCSM-IXFHZBIMSA-N	1433.034827			MMDBc0041429
BASm0028231	CL(14:1(9Z)/16:0/20:0/22:0)	CL(14:1(9Z)/16:0/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/20:0/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,75-77,82H,5-19,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-/t75-,76+,77+/m0/s1	RAFCFJKVDAYETD-ABFKWZFKSA-N	1463.081778			MMDBc0041430
BASm0028232	CL(14:1(9Z)/16:0/20:0/22:1(11Z))	CL(14:1(9Z)/16:0/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/20:0/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,36-37,75-77,82H,5-19,21-23,25-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,37-36-/t75-,76+,77+/m0/s1	KSDQWROGWNIYDZ-GABYXNBXSA-N	1461.066127			MMDBc0041431
BASm0028233	CL(14:1(9Z)/16:0/20:0/22:1(9Z))	CL(14:1(9Z)/16:0/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/20:0/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,39,41,75-77,82H,5-19,21-23,25-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,41-39-/t75-,76+,77+/m0/s1	DMPBQBFQPYOVOV-ROWVKOILSA-N	1461.066127			MMDBc0041432
BASm0028234	CL(14:1(9Z)/16:0/20:1(11Z)/20:1(11Z))	CL(14:1(9Z)/16:0/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/20:1(11Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,32-35,73-75,80H,5-19,21-23,25-31,36-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,34-32-,35-33-/t73-,74+,75+/m0/s1	NGYRLBVHDCUCPK-TUOHHLAFSA-N	1431.019177			MMDBc0041433
BASm0028235	CL(14:1(9Z)/16:0/20:1(11Z)/20:1(13Z))	CL(14:1(9Z)/16:0/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/20:1(11Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,26,30,32,34,73-75,80H,5-19,21-23,25,27-29,31,33,35-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,34-32-/t73-,74+,75+/m0/s1	GLIQLDGUCCUSBE-VBIGWWAHSA-N	1431.019177			MMDBc0041434
BASm0028236	CL(14:1(9Z)/16:0/20:1(11Z)/22:0)	CL(14:1(9Z)/16:0/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/20:1(11Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,33,35,75-77,82H,5-19,21-23,25-32,34,36-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,35-33-/t75-,76+,77+/m0/s1	PNIDPSJODMTFSS-WFPYFJAZSA-N	1461.066127			MMDBc0041435
BASm0028237	CL(14:1(9Z)/16:0/20:1(11Z)/22:1(11Z))	CL(14:1(9Z)/16:0/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/20:1(11Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,33,35-37,75-77,82H,5-19,21-23,25-32,34,38-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,35-33-,37-36-/t75-,76+,77+/m0/s1	HLPNJHHJUIDJGH-GUEUSHLCSA-N	1459.050477			MMDBc0041436
BASm0028238	CL(14:1(9Z)/16:0/20:1(11Z)/22:1(9Z))	CL(14:1(9Z)/16:0/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/20:1(11Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,33,35,39,41,75-77,82H,5-19,21-23,25-32,34,36-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,35-33-,41-39-/t75-,76+,77+/m0/s1	XAAKXLDOUFBECV-ZEHHGYKPSA-N	1459.050477			MMDBc0041437
BASm0028239	CL(14:1(9Z)/16:0/20:1(13Z)/20:1(11Z))	CL(14:1(9Z)/16:0/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/20:1(13Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24-25,29,33,35,73-75,80H,5-19,21-23,26-28,30-32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,29-25-,35-33-/t73-,74+,75+/m0/s1	HIAAVZMRGTZFNH-VIOXGFRASA-N	1431.019177			MMDBc0041438
BASm0028240	CL(14:1(9Z)/16:0/20:1(13Z)/20:1(13Z))	CL(14:1(9Z)/16:0/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/20:1(13Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24-26,29-30,73-75,80H,5-19,21-23,27-28,31-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,29-25-,30-26-/t73-,74+,75+/m0/s1	SGPQQMPJDXRKQS-OKBXNHOJSA-N	1431.019177			MMDBc0041439
BASm0028241	CL(14:1(9Z)/16:0/20:1(13Z)/22:0)	CL(14:1(9Z)/16:0/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/20:1(13Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,26,30,75-77,82H,5-19,21-23,25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-/t75-,76+,77+/m0/s1	KDCGHOZFVXRQCJ-NKZCOSNDSA-N	1461.066127			MMDBc0041440
BASm0028242	CL(14:1(9Z)/16:0/20:1(13Z)/22:1(11Z))	CL(14:1(9Z)/16:0/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/20:1(13Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,26,30,36-37,75-77,82H,5-19,21-23,25,27-29,31-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,37-36-/t75-,76+,77+/m0/s1	AWAMDXVVVWSBED-CGJSWTTMSA-N	1459.050477			MMDBc0041441
BASm0028243	CL(14:1(9Z)/16:0/20:1(13Z)/22:1(9Z))	CL(14:1(9Z)/16:0/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:0/20:1(13Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,26,30,39,41,75-77,82H,5-19,21-23,25,27-29,31-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,41-39-/t75-,76+,77+/m0/s1	CHTISBRYYAKVSG-IUEHNBJDSA-N	1459.050477			MMDBc0041442
BASm0028244	CL(14:1(9Z)/16:1(11Z)/14:1(11Z)/16:1(11Z))	CL(14:1(9Z)/16:1(11Z)/14:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/14:1(11Z)/16:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C4 positions, one chain of (11Z-tetradecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-31-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-34-28-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h11,15,17-18,20-22,24,63-65,70H,5-10,12-14,16,19,23,25-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,21-17-,22-18-,24-20-/t63-,64-,65-/m1/s1	NHLAEFMTAQOMHI-UHZDTLHYSA-N	1288.847027			MMDBc0041443
BASm0028245	CL(14:1(9Z)/16:1(11Z)/14:1(11Z)/16:1(9Z))	CL(14:1(9Z)/16:1(11Z)/14:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/14:1(11Z)/16:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-31-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-34-28-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h11,15,18,20,22,24-25,29,63-65,70H,5-10,12-14,16-17,19,21,23,26-28,30-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,22-18-,24-20-,29-25-/t63-,64-,65-/m1/s1	SDDYACIXNORNEA-ZLPCFOBKSA-N	1288.847027			MMDBc0041444
BASm0028246	CL(14:1(9Z)/16:1(11Z)/14:1(9Z)/16:1(11Z))	CL(14:1(9Z)/16:1(11Z)/14:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/14:1(9Z)/16:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, two chains of (11Z-hexadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-31-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-34-28-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h17-24,63-65,70H,5-16,25-62H2,1-4H3,(H,75,76)(H,77,78)/b21-17-,22-18-,23-19-,24-20-/t64-,65-/m1/s1	ISGBMIJATJWOOW-DHAOTKIPSA-N	1288.847027			MMDBc0041445
BASm0028247	CL(14:1(9Z)/16:1(11Z)/14:1(9Z)/16:1(9Z))	CL(14:1(9Z)/16:1(11Z)/14:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/14:1(9Z)/16:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-31-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-34-28-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h17,19-21,23-24,26,30,63-65,70H,5-16,18,22,25,27-29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b21-17-,23-19-,24-20-,30-26-/t63-,64+,65+/m0/s1	AZMKRGLXAZCSHN-AGUOFUOOSA-N	1288.847027			MMDBc0041446
BASm0028248	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/16:1(11Z))	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/16:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, three chains of (11Z-hexadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h17-24,65-67,72H,5-16,25-64H2,1-4H3,(H,77,78)(H,79,80)/b21-17-,22-18-,23-19-,24-20-/t65-,66+,67+/m0/s1	JKQTWZFXPQIGMI-PJSYKRBESA-N	1316.878327			MMDBc0041447
BASm0028249	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/16:1(9Z))	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/16:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h17-18,20-22,24,27,31,65-67,72H,5-16,19,23,25-26,28-30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b21-17-,22-18-,24-20-,31-27-/t65-,66+,67+/m0/s1	JEPHJPNMAYXIDX-LVVHHTKXSA-N	1316.878327			MMDBc0041448
BASm0028250	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/18:0)	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/18:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h18-20,22-24,67-69,74H,5-17,21,25-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-,24-20-/t67-,68+,69+/m0/s1	SPGGZJFVWNSGMS-QBEUTEGUSA-N	1346.925277			MMDBc0041449
BASm0028251	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/18:1(11Z))	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h18-20,22-25,29,67-69,74H,5-17,21,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-,24-20-,29-25-/t67-,68+,69+/m0/s1	CHIAUHDJYRIXIA-RRDCSEHOSA-N	1344.909627			MMDBc0041450
BASm0028252	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/18:1(9Z))	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h18-20,22-24,32-33,67-69,74H,5-17,21,25-31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,23-19-,24-20-,33-32-/t67-,68+,69+/m0/s1	GWJGCTOAYNKHEY-MTBNTHEBSA-N	1344.909627			MMDBc0041451
BASm0028253	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/20:0)	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h18-20,22-24,69-71,76H,5-17,21,25-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-,24-20-/t69-,70+,71+/m0/s1	WECUQCOVEZRFNJ-BWHAUOOKSA-N	1374.956577			MMDBc0041452
BASm0028254	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/20:1(11Z))	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h18-20,22-24,32-33,69-71,76H,5-17,21,25-31,34-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-,24-20-,33-32-/t69-,70+,71+/m0/s1	MXKKTGNATYJVSX-MYCIBDESSA-N	1372.940927			MMDBc0041453
BASm0028255	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/20:1(13Z))	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h18-20,22-25,29,69-71,76H,5-17,21,26-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-,24-20-,29-25-/t69-,70+,71+/m0/s1	JDCWTOAMGMSDOW-BANDTPMESA-N	1372.940927			MMDBc0041454
BASm0028256	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/22:0)	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h18-20,22-24,71-73,78H,5-17,21,25-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-,24-20-/t71-,72+,73+/m0/s1	DHWHWDNKLMKYKR-MYOXSFSISA-N	1402.987877			MMDBc0041455
BASm0028257	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/22:1(11Z))	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h18-20,22-24,34-35,71-73,78H,5-17,21,25-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-,24-20-,35-34-/t71-,72+,73+/m0/s1	ZUKZJHOKUCRFRS-MXMRPCMQSA-N	1400.972227			MMDBc0041456
BASm0028258	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/22:1(9Z))	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h18-20,22-24,36-37,71-73,78H,5-17,21,25-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-,24-20-,37-36-/t71-,72+,73+/m0/s1	JBJPXYBWIPFNDE-XHEVXIASSA-N	1400.972227			MMDBc0041457
BASm0028259	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/24:0)	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18-20,22-24,73-75,80H,5-17,21,25-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-,24-20-/t73-,74+,75+/m0/s1	ZSHSPVLXIKZQFV-MTGRCADTSA-N	1431.019177			MMDBc0041458
BASm0028260	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/24:1(11Z))	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18-20,22-24,36-37,73-75,80H,5-17,21,25-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-,24-20-,37-36-/t73-,74+,75+/m0/s1	PXSRDQVAEVUHAG-DLBASXHZSA-N	1429.003527			MMDBc0041459
BASm0028261	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/24:1(9Z))	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18-20,22-24,38-39,73-75,80H,5-17,21,25-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-,24-20-,39-38-/t73-,74+,75+/m0/s1	MDUGEQOALNVIQX-HRYPPHMASA-N	1429.003527			MMDBc0041460
BASm0028262	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/26:0)	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/26:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18-20,22-24,75-77,82H,5-17,21,25-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,23-19-,24-20-/t75-,76+,77+/m0/s1	KAKORXBLGGLJGX-CURFHDHCSA-N	1459.050477			MMDBc0041461
BASm0028263	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/26:1(11Z))	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/26:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18-20,22-24,37-38,75-77,82H,5-17,21,25-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,23-19-,24-20-,38-37-/t75-,76+,77+/m0/s1	JPVMVTCUNMBRKE-ACSFIIJVSA-N	1457.034827			MMDBc0041462
BASm0028264	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/26:1(9Z))	CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(11Z)/26:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C82H152O17P2	InChI=1S/C82H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-43-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-31-27-23-19-15-11-7-3/h18-20,22-24,40-41,76-78,83H,5-17,21,25-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b22-18-,23-19-,24-20-,41-40-/t76-,77+,78+/m0/s1	HFBZOIYVACPFNI-WGNQFSKASA-N	1471.050477			MMDBc0041463
BASm0028265	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/16:1(11Z))	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/16:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C4 positions, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h18-20,22-25,29,65-67,72H,5-17,21,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,23-19-,24-20-,29-25-/t65-,66+,67+/m0/s1	VPRHDANQAXMLLB-SPLMSULRSA-N	1316.878327			MMDBc0041464
BASm0028266	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/16:1(9Z))	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/16:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h18,20,22,24-25,27,29,31,65-67,72H,5-17,19,21,23,26,28,30,32-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,24-20-,29-25-,31-27-/t65-,66+,67+/m0/s1	GTTRJVMRVHTYQS-XAPDXTMESA-N	1316.878327			MMDBc0041465
BASm0028267	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/18:0)	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/18:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,67-69,74H,5-18,21-22,25,27-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,24-20-,30-26-/t67-,68+,69+/m0/s1	XQAZNJJYDJNZLY-QCCHOJRFSA-N	1346.925277			MMDBc0041466
BASm0028268	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/18:1(11Z))	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h19-20,23-26,29-30,67-69,74H,5-18,21-22,27-28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,24-20-,29-25-,30-26-/t67-,68+,69+/m0/s1	PUWAWDVOAVUOHF-URRAETTJSA-N	1344.909627			MMDBc0041467
BASm0028269	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/18:1(9Z))	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,32-33,67-69,74H,5-18,21-22,25,27-29,31,34-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,24-20-,30-26-,33-32-/t67-,68+,69+/m0/s1	HVARTKOAMYEGJL-RJQGBEFKSA-N	1344.909627			MMDBc0041468
BASm0028270	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/20:0)	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,69-71,76H,5-18,21-22,25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,30-26-/t69-,70+,71+/m0/s1	JBYQHTOICSFAMN-IECMDSMMSA-N	1374.956577			MMDBc0041469
BASm0028271	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/20:1(11Z))	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,32-33,69-71,76H,5-18,21-22,25,27-29,31,34-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,30-26-,33-32-/t69-,70+,71+/m0/s1	CZYDWBLKAYCUBF-WERWTVPUSA-N	1372.940927			MMDBc0041470
BASm0028272	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/20:1(13Z))	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h19-20,23-26,29-30,69-71,76H,5-18,21-22,27-28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,29-25-,30-26-/t69-,70+,71+/m0/s1	ICIBRBSPSCLWFA-MRHFVKRTSA-N	1372.940927			MMDBc0041471
BASm0028273	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/22:0)	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,71-73,78H,5-18,21-22,25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,30-26-/t71-,72+,73+/m0/s1	HPVVDROUDSPHSX-YNFYUMQSSA-N	1402.987877			MMDBc0041472
BASm0028274	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/22:1(11Z))	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,34-35,71-73,78H,5-18,21-22,25,27-29,31-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,30-26-,35-34-/t71-,72+,73+/m0/s1	QAJLGTIEYRGTSN-BLDJVOQQSA-N	1400.972227			MMDBc0041473
BASm0028275	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/22:1(9Z))	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,36-37,71-73,78H,5-18,21-22,25,27-29,31-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,30-26-,37-36-/t71-,72+,73+/m0/s1	QLFCNPXSWYLSTJ-OJJMPHJZSA-N	1400.972227			MMDBc0041474
BASm0028276	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/24:0)	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,73-75,80H,5-18,21-22,25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,30-26-/t73-,74+,75+/m0/s1	DPUQMPSZUGLVSX-QQYVABQYSA-N	1431.019177			MMDBc0041475
BASm0028277	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/24:1(11Z))	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,36-37,73-75,80H,5-18,21-22,25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,30-26-,37-36-/t73-,74+,75+/m0/s1	FWLMPBDHGFXQKM-GKAKOHEISA-N	1429.003527			MMDBc0041476
BASm0028278	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/24:1(9Z))	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,38-39,73-75,80H,5-18,21-22,25,27-29,31-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,30-26-,39-38-/t73-,74+,75+/m0/s1	PDCMTFGTAROWGZ-HEBHQKGVSA-N	1429.003527			MMDBc0041477
BASm0028279	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/26:0)	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/26:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,75-77,82H,5-18,21-22,25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,30-26-/t75-,76+,77+/m0/s1	NSNPWFXEZHXFJU-UFPZHCCASA-N	1459.050477			MMDBc0041478
BASm0028280	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/26:1(11Z))	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/26:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,37-38,75-77,82H,5-18,21-22,25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,30-26-,38-37-/t75-,76+,77+/m0/s1	QIWNTIYULIZALG-ILUXPHCTSA-N	1457.034827			MMDBc0041479
BASm0028281	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/26:1(9Z))	CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/16:1(9Z)/26:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H152O17P2	InChI=1S/C82H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-43-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,40-41,76-78,83H,5-18,21-22,25,27-29,31-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b23-19-,24-20-,30-26-,41-40-/t76-,77+,78+/m0/s1	VSLVANLJVRREEM-ADBVHUHYSA-N	1471.050477			MMDBc0041480
BASm0028282	CL(14:1(9Z)/16:1(11Z)/18:0/18:0)	CL(14:1(9Z)/16:1(11Z)/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:0/18:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h19-20,23-24,69-71,76H,5-18,21-22,25-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-/t69-,70+,71+/m0/s1	HRFNGISFMNCGQT-NEEJKMQDSA-N	1376.972227			MMDBc0041481
BASm0028283	CL(14:1(9Z)/16:1(11Z)/18:0/18:1(11Z))	CL(14:1(9Z)/16:1(11Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:0/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,69-71,76H,5-18,21-22,25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,30-26-/t69-,70+,71+/m0/s1	DKFRNHCTQZCMAT-IECMDSMMSA-N	1374.956577			MMDBc0041482
BASm0028284	CL(14:1(9Z)/16:1(11Z)/18:0/18:1(9Z))	CL(14:1(9Z)/16:1(11Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:0/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h19-20,23-24,33,35,69-71,76H,5-18,21-22,25-32,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,35-33-/t69-,70+,71+/m0/s1	JPFNJEMHTNYXDU-HPSLLARHSA-N	1374.956577			MMDBc0041483
BASm0028285	CL(14:1(9Z)/16:1(11Z)/18:0/20:0)	CL(14:1(9Z)/16:1(11Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:0/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h19-20,23-24,71-73,78H,5-18,21-22,25-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-/t71-,72+,73+/m0/s1	QLDKZSGXKZMCTM-CTZDUGGDSA-N	1405.003527			MMDBc0041484
BASm0028286	CL(14:1(9Z)/16:1(11Z)/18:0/20:1(11Z))	CL(14:1(9Z)/16:1(11Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:0/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h19-20,23-24,32,34,71-73,78H,5-18,21-22,25-31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,34-32-/t71-,72+,73+/m0/s1	MIOKRLGIDOYYBY-SNDMPNPBSA-N	1402.987877			MMDBc0041485
BASm0028287	CL(14:1(9Z)/16:1(11Z)/18:0/20:1(13Z))	CL(14:1(9Z)/16:1(11Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:0/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h19-20,23-25,29,71-73,78H,5-18,21-22,26-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,29-25-/t71-,72+,73+/m0/s1	OYEUMRCXGUAERN-OFWBIQBDSA-N	1402.987877			MMDBc0041486
BASm0028288	CL(14:1(9Z)/16:1(11Z)/18:0/22:0)	CL(14:1(9Z)/16:1(11Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:0/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19-20,23-24,73-75,80H,5-18,21-22,25-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-/t73-,74+,75+/m0/s1	BNGHDECEVFYSJW-BKBSSOESSA-N	1433.034827			MMDBc0041487
BASm0028289	CL(14:1(9Z)/16:1(11Z)/18:0/22:1(11Z))	CL(14:1(9Z)/16:1(11Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:0/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19-20,23-24,35-36,73-75,80H,5-18,21-22,25-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,36-35-/t73-,74+,75+/m0/s1	OKPBAESORYAHPI-OCYYJOSGSA-N	1431.019177			MMDBc0041488
BASm0028290	CL(14:1(9Z)/16:1(11Z)/18:0/22:1(9Z))	CL(14:1(9Z)/16:1(11Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:0/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19-20,23-24,37,39,73-75,80H,5-18,21-22,25-36,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,39-37-/t73-,74+,75+/m0/s1	ZQLNLOQIODFPFS-KBRNCMKYSA-N	1431.019177			MMDBc0041489
BASm0028291	CL(14:1(9Z)/16:1(11Z)/18:0/24:0)	CL(14:1(9Z)/16:1(11Z)/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:0/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19-20,23-24,75-77,82H,5-18,21-22,25-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-/t75-,76+,77+/m0/s1	UGJWZTKVQAUQDP-PRYDJSFCSA-N	1461.066127			MMDBc0041490
BASm0028292	CL(14:1(9Z)/16:1(11Z)/18:0/24:1(11Z))	CL(14:1(9Z)/16:1(11Z)/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:0/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19-20,23-24,37-38,75-77,82H,5-18,21-22,25-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,38-37-/t75-,76+,77+/m0/s1	NHKBTALULSLHAZ-KBZARIBVSA-N	1459.050477			MMDBc0041491
BASm0028293	CL(14:1(9Z)/16:1(11Z)/18:0/24:1(9Z))	CL(14:1(9Z)/16:1(11Z)/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:0/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19-20,23-24,39,41,75-77,82H,5-18,21-22,25-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,41-39-/t75-,76+,77+/m0/s1	YMBFJTAHUODEIX-RLUXBDFLSA-N	1459.050477			MMDBc0041492
BASm0028294	CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/18:1(11Z))	CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h19-20,23-26,29-30,69-71,76H,5-18,21-22,27-28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,29-25-,30-26-/t69-,70+,71+/m0/s1	KWERNDAKZUARAC-MRHFVKRTSA-N	1372.940927			MMDBc0041493
BASm0028295	CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/18:1(9Z))	CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h19-20,23-25,29,33,35,69-71,76H,5-18,21-22,26-28,30-32,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,29-25-,35-33-/t69-,70+,71+/m0/s1	VMYZCYLANLORBW-AVNRLUITSA-N	1372.940927			MMDBc0041494
BASm0028296	CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/20:0)	CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,71-73,78H,5-18,21-22,25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,30-26-/t71-,72+,73+/m0/s1	NPZQVKHYYOSMCV-YNFYUMQSSA-N	1402.987877			MMDBc0041495
BASm0028297	CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/20:1(11Z))	CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,32,34,71-73,78H,5-18,21-22,25,27-29,31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,30-26-,34-32-/t71-,72+,73+/m0/s1	WJNGRRIPGKRPOO-CNVCAABISA-N	1400.972227			MMDBc0041496
BASm0028298	CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/20:1(13Z))	CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h19-20,23-26,29-30,71-73,78H,5-18,21-22,27-28,31-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,29-25-,30-26-/t71-,72+,73+/m0/s1	RNFDNFSPZRQATR-CGKDQLHTSA-N	1400.972227			MMDBc0041497
BASm0028299	CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/22:0)	CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,73-75,80H,5-18,21-22,25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,30-26-/t73-,74+,75+/m0/s1	MOJVOLVEUMITQN-QQYVABQYSA-N	1431.019177			MMDBc0041498
BASm0028300	CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/22:1(11Z))	CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,35-36,73-75,80H,5-18,21-22,25,27-29,31-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,30-26-,36-35-/t73-,74+,75+/m0/s1	NPBWILIOGSOIAD-NTIINONZSA-N	1429.003527			MMDBc0041499
BASm0028301	CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/22:1(9Z))	CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,37,39,73-75,80H,5-18,21-22,25,27-29,31-36,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,30-26-,39-37-/t73-,74+,75+/m0/s1	MQIMCMZYIJJPAX-AFJFAZJCSA-N	1429.003527			MMDBc0041500
BASm0028302	CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/24:0)	CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,75-77,82H,5-18,21-22,25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,30-26-/t75-,76+,77+/m0/s1	XPMZMTWNOAUYIH-UFPZHCCASA-N	1459.050477			MMDBc0041501
BASm0028303	CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/24:1(11Z))	CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,37-38,75-77,82H,5-18,21-22,25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,30-26-,38-37-/t75-,76+,77+/m0/s1	NSLZDCCEAVFXKS-ILUXPHCTSA-N	1457.034827			MMDBc0041502
BASm0028304	CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/24:1(9Z))	CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:1(11Z)/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,39,41,75-77,82H,5-18,21-22,25,27-29,31-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,30-26-,41-39-/t75-,76+,77+/m0/s1	YHABSXUFVHZVDO-DHWNKIGMSA-N	1457.034827			MMDBc0041503
BASm0028305	CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/18:1(11Z))	CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,32,34,69-71,76H,5-18,21-22,25,27-29,31,33,35-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,30-26-,34-32-/t69-,70+,71+/m0/s1	LPWBLIZLHDATIF-JAIKDKEMSA-N	1372.940927			MMDBc0041504
BASm0028306	CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/18:1(9Z))	CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h19-20,23-24,32-35,69-71,76H,5-18,21-22,25-31,36-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,34-32-,35-33-/t69-,70+,71+/m0/s1	MRNMODIPMYDPAD-IZRLCRTBSA-N	1372.940927			MMDBc0041505
BASm0028307	CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/20:0)	CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h19-20,23-24,33,36,71-73,78H,5-18,21-22,25-32,34-35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,36-33-/t71-,72+,73+/m0/s1	IBRGUMMGWHPEKQ-HOIHCBLNSA-N	1402.987877			MMDBc0041506
BASm0028308	CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/20:1(11Z))	CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h19-20,23-24,32-34,36,71-73,78H,5-18,21-22,25-31,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,34-32-,36-33-/t71-,72+,73+/m0/s1	ILOQPJCYLXWGGR-DOJIEZEMSA-N	1400.972227			MMDBc0041507
BASm0028309	CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/20:1(13Z))	CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h19-20,23-25,29,33,36,71-73,78H,5-18,21-22,26-28,30-32,34-35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,29-25-,36-33-/t71-,72+,73+/m0/s1	ZEAVZMZATCUWGN-QJTUBFETSA-N	1400.972227			MMDBc0041508
BASm0028310	CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/22:0)	CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19-20,23-24,33,38,73-75,80H,5-18,21-22,25-32,34-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,38-33-/t73-,74+,75+/m0/s1	BCRAWOWTGSXYNA-PKMKTIPDSA-N	1431.019177			MMDBc0041509
BASm0028311	CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/22:1(11Z))	CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19-20,23-24,33,35-36,38,73-75,80H,5-18,21-22,25-32,34,37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,36-35-,38-33-/t73-,74+,75+/m0/s1	FAUIIMXLGYPFOT-RBKBRTHNSA-N	1429.003527			MMDBc0041510
BASm0028312	CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/22:1(9Z))	CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19-20,23-24,33,37-39,73-75,80H,5-18,21-22,25-32,34-36,40-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,38-33-,39-37-/t73-,74+,75+/m0/s1	PLXMTBULZAQEGE-MJQYXAGQSA-N	1429.003527			MMDBc0041511
BASm0028313	CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/24:0)	CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19-20,23-24,33,40,75-77,82H,5-18,21-22,25-32,34-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,40-33-/t75-,76+,77+/m0/s1	CXDJNVAEZYENTQ-JDJGDWOXSA-N	1459.050477			MMDBc0041512
BASm0028314	CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/24:1(11Z))	CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19-20,23-24,33,37-38,40,75-77,82H,5-18,21-22,25-32,34-36,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,38-37-,40-33-/t75-,76+,77+/m0/s1	YVCVZJFOPUPHSP-RLTKARFISA-N	1457.034827			MMDBc0041513
BASm0028315	CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/24:1(9Z))	CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/18:1(9Z)/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19-20,23-24,33,39-41,75-77,82H,5-18,21-22,25-32,34-38,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,40-33-,41-39-/t75-,76+,77+/m0/s1	QICPPIGZFSRARQ-VQNNSMSQSA-N	1457.034827			MMDBc0041514
BASm0028316	CL(14:1(9Z)/16:1(11Z)/20:0/20:0)	CL(14:1(9Z)/16:1(11Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/20:0/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19-20,23-24,73-75,80H,5-18,21-22,25-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-/t73-,74+,75+/m0/s1	UVLYWLNCHKTDCA-BKBSSOESSA-N	1433.034827			MMDBc0041515
BASm0028317	CL(14:1(9Z)/16:1(11Z)/20:0/20:1(11Z))	CL(14:1(9Z)/16:1(11Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/20:0/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19-20,23-24,33,35,73-75,80H,5-18,21-22,25-32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,35-33-/t73-,74+,75+/m0/s1	MRCZMDHAZSTPIT-QGJVEUFOSA-N	1431.019177			MMDBc0041516
BASm0028318	CL(14:1(9Z)/16:1(11Z)/20:0/20:1(13Z))	CL(14:1(9Z)/16:1(11Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/20:0/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,73-75,80H,5-18,21-22,25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,30-26-/t73-,74+,75+/m0/s1	BTEVEBPYQNNQAK-QQYVABQYSA-N	1431.019177			MMDBc0041517
BASm0028319	CL(14:1(9Z)/16:1(11Z)/20:0/22:0)	CL(14:1(9Z)/16:1(11Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/20:0/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19-20,23-24,75-77,82H,5-18,21-22,25-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-/t75-,76+,77+/m0/s1	AWNOACSOBUGILT-PRYDJSFCSA-N	1461.066127			MMDBc0041518
BASm0028320	CL(14:1(9Z)/16:1(11Z)/20:0/22:1(11Z))	CL(14:1(9Z)/16:1(11Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/20:0/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19-20,23-24,36-37,75-77,82H,5-18,21-22,25-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,37-36-/t75-,76+,77+/m0/s1	VGMDBAQDCWFUPP-UHHAYACRSA-N	1459.050477			MMDBc0041519
BASm0028321	CL(14:1(9Z)/16:1(11Z)/20:0/22:1(9Z))	CL(14:1(9Z)/16:1(11Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/20:0/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19-20,23-24,39,41,75-77,82H,5-18,21-22,25-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,41-39-/t75-,76+,77+/m0/s1	FIYAESKODAMLGW-RLUXBDFLSA-N	1459.050477			MMDBc0041520
BASm0028322	CL(14:1(9Z)/16:1(11Z)/20:1(11Z)/20:1(11Z))	CL(14:1(9Z)/16:1(11Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/20:1(11Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19-20,23-24,32-35,73-75,80H,5-18,21-22,25-31,36-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,34-32-,35-33-/t73-,74+,75+/m0/s1	GWTNGLFVFNYGKZ-FHHVWECOSA-N	1429.003527			MMDBc0041521
BASm0028323	CL(14:1(9Z)/16:1(11Z)/20:1(11Z)/20:1(13Z))	CL(14:1(9Z)/16:1(11Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/20:1(11Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,32,34,73-75,80H,5-18,21-22,25,27-29,31,33,35-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,30-26-,34-32-/t73-,74+,75+/m0/s1	FUXOFNVLPYOYIT-IYYRYVJDSA-N	1429.003527			MMDBc0041522
BASm0028324	CL(14:1(9Z)/16:1(11Z)/20:1(11Z)/22:0)	CL(14:1(9Z)/16:1(11Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/20:1(11Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19-20,23-24,33,35,75-77,82H,5-18,21-22,25-32,34,36-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,35-33-/t75-,76+,77+/m0/s1	NIWSAVXEBKNJTB-JCMLDNEPSA-N	1459.050477			MMDBc0041523
BASm0028325	CL(14:1(9Z)/16:1(11Z)/20:1(11Z)/22:1(11Z))	CL(14:1(9Z)/16:1(11Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/20:1(11Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19-20,23-24,33,35-37,75-77,82H,5-18,21-22,25-32,34,38-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,35-33-,37-36-/t75-,76+,77+/m0/s1	CIKXTVHBQZNGSC-IVZOQUGMSA-N	1457.034827			MMDBc0041524
BASm0028326	CL(14:1(9Z)/16:1(11Z)/20:1(11Z)/22:1(9Z))	CL(14:1(9Z)/16:1(11Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/20:1(11Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19-20,23-24,33,35,39,41,75-77,82H,5-18,21-22,25-32,34,36-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,35-33-,41-39-/t75-,76+,77+/m0/s1	QQUQTMQAWDDJNM-DWAMFUQTSA-N	1457.034827			MMDBc0041525
BASm0028327	CL(14:1(9Z)/16:1(11Z)/20:1(13Z)/20:1(11Z))	CL(14:1(9Z)/16:1(11Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/20:1(13Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19-20,23-25,29,33,35,73-75,80H,5-18,21-22,26-28,30-32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,29-25-,35-33-/t73-,74+,75+/m0/s1	FZWMYPVXUPTCBY-QQQVENQZSA-N	1429.003527			MMDBc0041526
BASm0028328	CL(14:1(9Z)/16:1(11Z)/20:1(13Z)/20:1(13Z))	CL(14:1(9Z)/16:1(11Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/20:1(13Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h19-20,23-26,29-30,73-75,80H,5-18,21-22,27-28,31-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,29-25-,30-26-/t73-,74+,75+/m0/s1	QJNNMEVZMUHWJD-NZAQHESESA-N	1429.003527			MMDBc0041527
BASm0028329	CL(14:1(9Z)/16:1(11Z)/20:1(13Z)/22:0)	CL(14:1(9Z)/16:1(11Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/20:1(13Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,75-77,82H,5-18,21-22,25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,30-26-/t75-,76+,77+/m0/s1	HCLHTLVZZFJYBF-UFPZHCCASA-N	1459.050477			MMDBc0041528
BASm0028330	CL(14:1(9Z)/16:1(11Z)/20:1(13Z)/22:1(11Z))	CL(14:1(9Z)/16:1(11Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/20:1(13Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,36-37,75-77,82H,5-18,21-22,25,27-29,31-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,30-26-,37-36-/t75-,76+,77+/m0/s1	GOSKSXNLFUZVMN-SRSDONGPSA-N	1457.034827			MMDBc0041529
BASm0028331	CL(14:1(9Z)/16:1(11Z)/20:1(13Z)/22:1(9Z))	CL(14:1(9Z)/16:1(11Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(11Z)/20:1(13Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,39,41,75-77,82H,5-18,21-22,25,27-29,31-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,30-26-,41-39-/t75-,76+,77+/m0/s1	HUGPHLOWPMBGMS-DHWNKIGMSA-N	1457.034827			MMDBc0041530
BASm0028332	CL(14:1(9Z)/16:1(9Z)/14:1(11Z)/16:1(11Z))	CL(14:1(9Z)/16:1(9Z)/14:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/14:1(11Z)/16:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-31-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-34-28-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h11,15,17,20-21,24,26,30,63-65,70H,5-10,12-14,16,18-19,22-23,25,27-29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,21-17-,24-20-,30-26-/t63-,64-,65-/m1/s1	GVXRGWLHCNOMCT-FUECJUNDSA-N	1288.847027			MMDBc0041531
BASm0028333	CL(14:1(9Z)/16:1(9Z)/14:1(11Z)/16:1(9Z))	CL(14:1(9Z)/16:1(9Z)/14:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/14:1(11Z)/16:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions, one chain of (11Z-tetradecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-31-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-34-28-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h11,15,20,24-26,29-30,63-65,70H,5-10,12-14,16-19,21-23,27-28,31-62H2,1-4H3,(H,75,76)(H,77,78)/b15-11-,24-20-,29-25-,30-26-/t63-,64-,65-/m1/s1	MTKHZHZQRKKNBU-ABVUZZFASA-N	1288.847027			MMDBc0041532
BASm0028334	CL(14:1(9Z)/16:1(9Z)/14:1(9Z)/16:1(11Z))	CL(14:1(9Z)/16:1(9Z)/14:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/14:1(9Z)/16:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-31-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-34-28-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h17,19-21,23-24,26,30,63-65,70H,5-16,18,22,25,27-29,31-62H2,1-4H3,(H,75,76)(H,77,78)/b21-17-,23-19-,24-20-,30-26-/t63-,64-,65-/m1/s1	AZMKRGLXAZCSHN-GVZODCQLSA-N	1288.847027			MMDBc0041533
BASm0028335	CL(14:1(9Z)/16:1(9Z)/14:1(9Z)/16:1(9Z))	CL(14:1(9Z)/16:1(9Z)/14:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/14:1(9Z)/16:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-31-35-39-43-47-51-55-68(73)85-64(59-79-66(71)53-49-45-41-37-33-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(60-80-67(72)54-50-46-42-38-34-28-24-20-16-12-8-4)86-69(74)56-52-48-44-40-36-32-30-26-22-18-14-10-6-2/h19-20,23-26,29-30,63-65,70H,5-18,21-22,27-28,31-62H2,1-4H3,(H,75,76)(H,77,78)/b23-19-,24-20-,29-25-,30-26-/t64-,65-/m1/s1	HYQAGUYBTQFTAG-WTVGFZSXSA-N	1288.847027			MMDBc0041534
BASm0028336	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/16:1(11Z))	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/16:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (11Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h17,19-21,23-24,26,30,65-67,72H,5-16,18,22,25,27-29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b21-17-,23-19-,24-20-,30-26-/t65-,66+,67+/m0/s1	SVNNUODXLWEFCS-SZBXHTIVSA-N	1316.878327			MMDBc0041535
BASm0028337	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/16:1(9Z))	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/16:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions, one chain of (11Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h17,20-21,24,26-27,30-31,65-67,72H,5-16,18-19,22-23,25,28-29,32-64H2,1-4H3,(H,77,78)(H,79,80)/b21-17-,24-20-,30-26-,31-27-/t65-,66+,67+/m0/s1	UKGJLZPWKWJERC-OPNQUAMKSA-N	1316.878327			MMDBc0041536
BASm0028338	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/18:0)	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/18:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h18,20,22,24,27,31,67-69,74H,5-17,19,21,23,25-26,28-30,32-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,24-20-,31-27-/t67-,68+,69+/m0/s1	KCADVVVKXRVZDS-VUIWQNSTSA-N	1346.925277			MMDBc0041537
BASm0028339	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/18:1(11Z))	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h18,20,22,24-25,27,29,31,67-69,74H,5-17,19,21,23,26,28,30,32-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,24-20-,29-25-,31-27-/t67-,68+,69+/m0/s1	GGMCTOARYPKVFF-XBCRYRKCSA-N	1344.909627			MMDBc0041538
BASm0028340	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/18:1(9Z))	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h18,20,22,24,27,31-33,67-69,74H,5-17,19,21,23,25-26,28-30,34-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,24-20-,31-27-,33-32-/t67-,68+,69+/m0/s1	DXHMNOLQVMAZEQ-FAZRWUBZSA-N	1344.909627			MMDBc0041539
BASm0028341	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/20:0)	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h18,20,22,24,27,31,69-71,76H,5-17,19,21,23,25-26,28-30,32-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,24-20-,31-27-/t69-,70+,71+/m0/s1	FPZYKAXWMRPVQZ-WLDWWLAASA-N	1374.956577			MMDBc0041540
BASm0028342	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/20:1(11Z))	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h18,20,22,24,27,31-33,69-71,76H,5-17,19,21,23,25-26,28-30,34-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,24-20-,31-27-,33-32-/t69-,70+,71+/m0/s1	NZYGTLGWMGTSMN-CEXVWKSASA-N	1372.940927			MMDBc0041541
BASm0028343	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/20:1(13Z))	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h18,20,22,24-25,27,29,31,69-71,76H,5-17,19,21,23,26,28,30,32-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,24-20-,29-25-,31-27-/t69-,70+,71+/m0/s1	RJIQFCBFJKOMMU-BHXAOWAESA-N	1372.940927			MMDBc0041542
BASm0028344	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/22:0)	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h18,20,22,24,27,31,71-73,78H,5-17,19,21,23,25-26,28-30,32-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,24-20-,31-27-/t71-,72+,73+/m0/s1	NMRYQSZPYCNAKA-UOFMULCKSA-N	1402.987877			MMDBc0041543
BASm0028345	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/22:1(11Z))	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h18,20,22,24,27,31,34-35,71-73,78H,5-17,19,21,23,25-26,28-30,32-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,24-20-,31-27-,35-34-/t71-,72+,73+/m0/s1	YNHSCZDGSOERNZ-QWVIQHOFSA-N	1400.972227			MMDBc0041544
BASm0028346	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/22:1(9Z))	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h18,20,22,24,27,31,36-37,71-73,78H,5-17,19,21,23,25-26,28-30,32-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,24-20-,31-27-,37-36-/t71-,72+,73+/m0/s1	DYCGMRCMNZTHFO-XOCRTSTKSA-N	1400.972227			MMDBc0041545
BASm0028347	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/24:0)	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,20,22,24,27,31,73-75,80H,5-17,19,21,23,25-26,28-30,32-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,24-20-,31-27-/t73-,74+,75+/m0/s1	IRYZGAHSIKJGHZ-PUBOKGKHSA-N	1431.019177			MMDBc0041546
BASm0028348	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/24:1(11Z))	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,20,22,24,27,31,36-37,73-75,80H,5-17,19,21,23,25-26,28-30,32-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,24-20-,31-27-,37-36-/t73-,74+,75+/m0/s1	MNVPLXZDDKBOCN-WFOYHGKNSA-N	1429.003527			MMDBc0041547
BASm0028349	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/24:1(9Z))	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,20,22,24,27,31,38-39,73-75,80H,5-17,19,21,23,25-26,28-30,32-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,24-20-,31-27-,39-38-/t73-,74+,75+/m0/s1	FAJGCMTTXDSWAG-PHALIURKSA-N	1429.003527			MMDBc0041548
BASm0028350	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/26:0)	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/26:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,20,22,24,27,31,75-77,82H,5-17,19,21,23,25-26,28-30,32-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,24-20-,31-27-/t75-,76+,77+/m0/s1	PGWRRNGFXJHOGW-WURXYTGNSA-N	1459.050477			MMDBc0041549
BASm0028351	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/26:1(11Z))	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/26:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,20,22,24,27,31,37-38,75-77,82H,5-17,19,21,23,25-26,28-30,32-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,24-20-,31-27-,38-37-/t75-,76+,77+/m0/s1	KXBSFCFKDDAOKK-YHPMHNHISA-N	1457.034827			MMDBc0041550
BASm0028352	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/26:1(9Z))	CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(11Z)/26:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C82H152O17P2	InChI=1S/C82H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-43-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-31-27-23-19-15-11-7-3/h18,20,22,24,27,31,40-41,76-78,83H,5-17,19,21,23,25-26,28-30,32-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b22-18-,24-20-,31-27-,41-40-/t76-,77+,78+/m0/s1	CVPFWEPQVIEKHV-QCGOPHBLSA-N	1471.050477			MMDBc0041551
BASm0028353	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/16:1(11Z))	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/16:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h19-20,23-26,29-30,65-67,72H,5-18,21-22,27-28,31-64H2,1-4H3,(H,77,78)(H,79,80)/b23-19-,24-20-,29-25-,30-26-/t65-,66+,67+/m0/s1	YBORPNAINGVSNS-DAVTYMFGSA-N	1316.878327			MMDBc0041552
BASm0028354	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/16:1(9Z))	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/16:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, three chains of (9Z-hexadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-32-36-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-31-27-23-19-15-11-7-3)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(61-81-68(73)55-51-47-43-39-35-28-24-20-16-12-8-4)87-70(75)57-53-49-45-41-37-33-30-26-22-18-14-10-6-2/h20,24-27,29-31,65-67,72H,5-19,21-23,28,32-64H2,1-4H3,(H,77,78)(H,79,80)/b24-20-,29-25-,30-26-,31-27-/t65-,66+,67+/m0/s1	RRMYMLORIRPRQU-DDMPZLCZSA-N	1316.878327			MMDBc0041553
BASm0028355	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/18:0)	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/18:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,67-69,74H,5-19,21-23,25,28-29,32-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-,30-26-,31-27-/t67-,68+,69+/m0/s1	OEMCGQUKAUMZRU-JCRZBUBWSA-N	1346.925277			MMDBc0041554
BASm0028356	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/18:1(11Z))	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24-27,29-31,67-69,74H,5-19,21-23,28,32-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-,29-25-,30-26-,31-27-/t67-,68+,69+/m0/s1	KGUOVUOROGVTFI-QSNWSJSYSA-N	1344.909627			MMDBc0041555
BASm0028357	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/18:1(9Z))	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-32-33-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(63-83-70(75)57-53-49-45-41-37-28-24-20-16-12-8-4)89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24,26-27,30-33,67-69,74H,5-19,21-23,25,28-29,34-66H2,1-4H3,(H,79,80)(H,81,82)/b24-20-,30-26-,31-27-,33-32-/t67-,68+,69+/m0/s1	RFWZEPRFPHFSTJ-BGVAXUBXSA-N	1344.909627			MMDBc0041556
BASm0028358	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/20:0)	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,69-71,76H,5-19,21-23,25,28-29,32-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,30-26-,31-27-/t69-,70+,71+/m0/s1	GHOUWWDKXPZBHT-VGKNEXLXSA-N	1374.956577			MMDBc0041557
BASm0028359	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/20:1(11Z))	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h20,24,26-27,30-33,69-71,76H,5-19,21-23,25,28-29,34-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,30-26-,31-27-,33-32-/t69-,70+,71+/m0/s1	YDQAEKHYOTZYLO-AVDKOECWSA-N	1372.940927			MMDBc0041558
BASm0028360	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/20:1(13Z))	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h20,24-27,29-31,69-71,76H,5-19,21-23,28,32-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,29-25-,30-26-,31-27-/t69-,70+,71+/m0/s1	HFKYYZDQOSQFFJ-JXJMXEFFSA-N	1372.940927			MMDBc0041559
BASm0028361	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/22:0)	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,71-73,78H,5-19,21-23,25,28-29,32-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,30-26-,31-27-/t71-,72+,73+/m0/s1	BCOPMYPPJCAIEG-PPVPRYMQSA-N	1402.987877			MMDBc0041560
BASm0028362	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/22:1(11Z))	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,34-35,71-73,78H,5-19,21-23,25,28-29,32-33,36-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,30-26-,31-27-,35-34-/t71-,72+,73+/m0/s1	SYPOZCBKKRKLSH-ZVULUQCXSA-N	1400.972227			MMDBc0041561
BASm0028363	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/22:1(9Z))	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,36-37,71-73,78H,5-19,21-23,25,28-29,32-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,30-26-,31-27-,37-36-/t71-,72+,73+/m0/s1	JAHRSSNNQANVCS-CYLPJOPLSA-N	1400.972227			MMDBc0041562
BASm0028364	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/24:0)	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,73-75,80H,5-19,21-23,25,28-29,32-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,31-27-/t73-,74+,75+/m0/s1	ZCUJWBSAFGHMDP-WJJOPJDCSA-N	1431.019177			MMDBc0041563
BASm0028365	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/24:1(11Z))	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,36-37,73-75,80H,5-19,21-23,25,28-29,32-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,31-27-,37-36-/t73-,74+,75+/m0/s1	UAYCPDSSNSLUPZ-CMJZAZLLSA-N	1429.003527			MMDBc0041564
BASm0028366	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/24:1(9Z))	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,38-39,73-75,80H,5-19,21-23,25,28-29,32-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,31-27-,39-38-/t73-,74+,75+/m0/s1	RMDXTAXRWVYYGD-DRDQAWBDSA-N	1429.003527			MMDBc0041565
BASm0028367	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/26:0)	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/26:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,75-77,82H,5-19,21-23,25,28-29,32-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,31-27-/t75-,76+,77+/m0/s1	FIQJCISBSISTTR-HUMYZZBCSA-N	1459.050477			MMDBc0041566
BASm0028368	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/26:1(11Z))	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/26:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,37-38,75-77,82H,5-19,21-23,25,28-29,32-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,31-27-,38-37-/t75-,76+,77+/m0/s1	QNQFPAKCSURXOZ-PTYLUWSASA-N	1457.034827			MMDBc0041567
BASm0028369	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/26:1(9Z))	CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/16:1(9Z)/26:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C82H152O17P2	InChI=1S/C82H152O17P2/c1-5-9-13-17-21-25-29-32-33-34-35-36-37-38-39-40-41-42-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-43-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,40-41,76-78,83H,5-19,21-23,25,28-29,32-39,42-75H2,1-4H3,(H,88,89)(H,90,91)/b24-20-,30-26-,31-27-,41-40-/t76-,77+,78+/m0/s1	PDHYPITZUNKHTP-ZNRUOUKUSA-N	1471.050477			MMDBc0041568
BASm0028370	CL(14:1(9Z)/16:1(9Z)/18:0/18:0)	CL(14:1(9Z)/16:1(9Z)/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:0/18:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h20,24,27,31,69-71,76H,5-19,21-23,25-26,28-30,32-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,31-27-/t69-,70+,71+/m0/s1	XMNJCACQFRCAFM-FRWUBVCHSA-N	1376.972227			MMDBc0041569
BASm0028371	CL(14:1(9Z)/16:1(9Z)/18:0/18:1(11Z))	CL(14:1(9Z)/16:1(9Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:0/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,69-71,76H,5-19,21-23,25,28-29,32-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,30-26-,31-27-/t69-,70+,71+/m0/s1	FJXJCDHRJGDYOM-VGKNEXLXSA-N	1374.956577			MMDBc0041570
BASm0028372	CL(14:1(9Z)/16:1(9Z)/18:0/18:1(9Z))	CL(14:1(9Z)/16:1(9Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:0/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h20,24,27,31,33,35,69-71,76H,5-19,21-23,25-26,28-30,32,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,31-27-,35-33-/t69-,70+,71+/m0/s1	WHUZUGRREWMIEF-CXSDNVFDSA-N	1374.956577			MMDBc0041571
BASm0028373	CL(14:1(9Z)/16:1(9Z)/18:0/20:0)	CL(14:1(9Z)/16:1(9Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:0/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h20,24,27,31,71-73,78H,5-19,21-23,25-26,28-30,32-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,31-27-/t71-,72+,73+/m0/s1	ARARPWUFRSINAJ-JPTZLIFPSA-N	1405.003527			MMDBc0041572
BASm0028374	CL(14:1(9Z)/16:1(9Z)/18:0/20:1(11Z))	CL(14:1(9Z)/16:1(9Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:0/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h20,24,27,31-32,34,71-73,78H,5-19,21-23,25-26,28-30,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,31-27-,34-32-/t71-,72+,73+/m0/s1	UNPMAYYUPGNDPS-NBPDHXCMSA-N	1402.987877			MMDBc0041573
BASm0028375	CL(14:1(9Z)/16:1(9Z)/18:0/20:1(13Z))	CL(14:1(9Z)/16:1(9Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:0/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h20,24-25,27,29,31,71-73,78H,5-19,21-23,26,28,30,32-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,29-25-,31-27-/t71-,72+,73+/m0/s1	LWHUSLZVHVFSSU-BMPXKKHRSA-N	1402.987877			MMDBc0041574
BASm0028376	CL(14:1(9Z)/16:1(9Z)/18:0/22:0)	CL(14:1(9Z)/16:1(9Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:0/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,27,31,73-75,80H,5-19,21-23,25-26,28-30,32-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,31-27-/t73-,74+,75+/m0/s1	CSKPSMCKXNXUMJ-KQEYXPSVSA-N	1433.034827			MMDBc0041575
BASm0028377	CL(14:1(9Z)/16:1(9Z)/18:0/22:1(11Z))	CL(14:1(9Z)/16:1(9Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:0/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,27,31,35-36,73-75,80H,5-19,21-23,25-26,28-30,32-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,31-27-,36-35-/t73-,74+,75+/m0/s1	QGROLNQCTLAZIR-LLWONEIHSA-N	1431.019177			MMDBc0041576
BASm0028378	CL(14:1(9Z)/16:1(9Z)/18:0/22:1(9Z))	CL(14:1(9Z)/16:1(9Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:0/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,27,31,37,39,73-75,80H,5-19,21-23,25-26,28-30,32-36,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,31-27-,39-37-/t73-,74+,75+/m0/s1	SCZXGSJTRRUZNU-BFBLPHTESA-N	1431.019177			MMDBc0041577
BASm0028379	CL(14:1(9Z)/16:1(9Z)/18:0/24:0)	CL(14:1(9Z)/16:1(9Z)/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:0/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,27,31,75-77,82H,5-19,21-23,25-26,28-30,32-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-/t75-,76+,77+/m0/s1	JQXGDFWCMYZQPK-YPULFDNHSA-N	1461.066127			MMDBc0041578
BASm0028380	CL(14:1(9Z)/16:1(9Z)/18:0/24:1(11Z))	CL(14:1(9Z)/16:1(9Z)/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:0/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,27,31,37-38,75-77,82H,5-19,21-23,25-26,28-30,32-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-,38-37-/t75-,76+,77+/m0/s1	HBKLHDBGWWGVGN-YIHCGZIDSA-N	1459.050477			MMDBc0041579
BASm0028381	CL(14:1(9Z)/16:1(9Z)/18:0/24:1(9Z))	CL(14:1(9Z)/16:1(9Z)/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:0/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,27,31,39,41,75-77,82H,5-19,21-23,25-26,28-30,32-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-,41-39-/t75-,76+,77+/m0/s1	CFLSOJXMYIWAGR-GUFVDZQYSA-N	1459.050477			MMDBc0041580
BASm0028382	CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/18:1(11Z))	CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h20,24-27,29-31,69-71,76H,5-19,21-23,28,32-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,29-25-,30-26-,31-27-/t69-,70+,71+/m0/s1	HVNYRVDZODPRFQ-JXJMXEFFSA-N	1372.940927			MMDBc0041581
BASm0028383	CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/18:1(9Z))	CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h20,24-25,27,29,31,33,35,69-71,76H,5-19,21-23,26,28,30,32,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,29-25-,31-27-,35-33-/t69-,70+,71+/m0/s1	QJBIHWLAQBGXPN-DRHLKSPSSA-N	1372.940927			MMDBc0041582
BASm0028384	CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/20:0)	CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,71-73,78H,5-19,21-23,25,28-29,32-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,30-26-,31-27-/t71-,72+,73+/m0/s1	NDRRMWWXDOFLCT-PPVPRYMQSA-N	1402.987877			MMDBc0041583
BASm0028385	CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/20:1(11Z))	CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h20,24,26-27,30-32,34,71-73,78H,5-19,21-23,25,28-29,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,30-26-,31-27-,34-32-/t71-,72+,73+/m0/s1	RGYFBEPSICAFIC-LEKKYWHHSA-N	1400.972227			MMDBc0041584
BASm0028386	CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/20:1(13Z))	CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h20,24-27,29-31,71-73,78H,5-19,21-23,28,32-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,29-25-,30-26-,31-27-/t71-,72+,73+/m0/s1	NTRGNAZWQPEPJV-NLVKLKLSSA-N	1400.972227			MMDBc0041585
BASm0028387	CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/22:0)	CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,73-75,80H,5-19,21-23,25,28-29,32-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,31-27-/t73-,74+,75+/m0/s1	VICFRVTXEWVEOB-WJJOPJDCSA-N	1431.019177			MMDBc0041586
BASm0028388	CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/22:1(11Z))	CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,35-36,73-75,80H,5-19,21-23,25,28-29,32-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,31-27-,36-35-/t73-,74+,75+/m0/s1	FWUYAVCQDXWLNE-IFAUMPQASA-N	1429.003527			MMDBc0041587
BASm0028389	CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/22:1(9Z))	CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,37,39,73-75,80H,5-19,21-23,25,28-29,32-36,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,31-27-,39-37-/t73-,74+,75+/m0/s1	AEAURSKUHCQRDQ-NOKIARMUSA-N	1429.003527			MMDBc0041588
BASm0028390	CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/24:0)	CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,75-77,82H,5-19,21-23,25,28-29,32-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,31-27-/t75-,76+,77+/m0/s1	SJMKXAWZBRZRSI-HUMYZZBCSA-N	1459.050477			MMDBc0041589
BASm0028391	CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/24:1(11Z))	CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,37-38,75-77,82H,5-19,21-23,25,28-29,32-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,31-27-,38-37-/t75-,76+,77+/m0/s1	NPYIHVBUHCXTKM-PTYLUWSASA-N	1457.034827			MMDBc0041590
BASm0028392	CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/24:1(9Z))	CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:1(11Z)/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,39,41,75-77,82H,5-19,21-23,25,28-29,32-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,31-27-,41-39-/t75-,76+,77+/m0/s1	CXGLPNYJLCYWAT-WJCAKEHJSA-N	1457.034827			MMDBc0041591
BASm0028393	CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/18:1(11Z))	CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h20,24,26-27,30-32,34,69-71,76H,5-19,21-23,25,28-29,33,35-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,30-26-,31-27-,34-32-/t69-,70+,71+/m0/s1	NOCSFJKGLWFBDL-VVPAWNLOSA-N	1372.940927			MMDBc0041592
BASm0028394	CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/18:1(9Z))	CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-32-34-37-40-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-35-33-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(65-85-72(77)59-55-51-47-43-39-28-24-20-16-12-8-4)91-74(79)61-57-53-49-45-41-36-31-27-23-19-15-11-7-3/h20,24,27,31-35,69-71,76H,5-19,21-23,25-26,28-30,36-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,31-27-,34-32-,35-33-/t69-,70+,71+/m0/s1	GLDPYYCGTCDJCK-XMKKWDHHSA-N	1372.940927			MMDBc0041593
BASm0028395	CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/20:0)	CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h20,24,27,31,33,36,71-73,78H,5-19,21-23,25-26,28-30,32,34-35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,31-27-,36-33-/t71-,72+,73+/m0/s1	AKTVZFVLFINJKW-ILDSUJSASA-N	1402.987877			MMDBc0041594
BASm0028396	CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/20:1(11Z))	CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h20,24,27,31-34,36,71-73,78H,5-19,21-23,25-26,28-30,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,31-27-,34-32-,36-33-/t71-,72+,73+/m0/s1	HNGHQCGTCGZLBK-UAGMQNGKSA-N	1400.972227			MMDBc0041595
BASm0028397	CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/20:1(13Z))	CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-34-35-37-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-38-31-27-23-19-15-11-7-3/h20,24-25,27,29,31,33,36,71-73,78H,5-19,21-23,26,28,30,32,34-35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,29-25-,31-27-,36-33-/t71-,72+,73+/m0/s1	MKFNPEGOCAFRJD-CAGQHWPRSA-N	1400.972227			MMDBc0041596
BASm0028398	CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/22:0)	CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,27,31,33,38,73-75,80H,5-19,21-23,25-26,28-30,32,34-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,31-27-,38-33-/t73-,74+,75+/m0/s1	HPPMOUHBNCPBTM-IVTDQQCASA-N	1431.019177			MMDBc0041597
BASm0028399	CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/22:1(11Z))	CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,27,31,33,35-36,38,73-75,80H,5-19,21-23,25-26,28-30,32,34,37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,31-27-,36-35-,38-33-/t73-,74+,75+/m0/s1	NURBIERRLXKTED-MPQZCIBESA-N	1429.003527			MMDBc0041598
BASm0028400	CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/22:1(9Z))	CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-38-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,27,31,33,37-39,73-75,80H,5-19,21-23,25-26,28-30,32,34-36,40-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,31-27-,38-33-,39-37-/t73-,74+,75+/m0/s1	XFDUTARGMGVPBE-OMCXPJSGSA-N	1429.003527			MMDBc0041599
BASm0028401	CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/24:0)	CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/24:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,27,31,33,40,75-77,82H,5-19,21-23,25-26,28-30,32,34-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-,40-33-/t75-,76+,77+/m0/s1	QDFGSLPSMZJOMM-XODMQIAKSA-N	1459.050477			MMDBc0041600
BASm0028402	CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/24:1(11Z))	CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/24:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,27,31,33,37-38,40,75-77,82H,5-19,21-23,25-26,28-30,32,34-36,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-,38-37-,40-33-/t75-,76+,77+/m0/s1	XYEXCGJJNDEFJD-IZCQUFRLSA-N	1457.034827			MMDBc0041601
BASm0028403	CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/24:1(9Z))	CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/18:1(9Z)/24:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,27,31,33,39-41,75-77,82H,5-19,21-23,25-26,28-30,32,34-38,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-,40-33-,41-39-/t75-,76+,77+/m0/s1	KVXDVEVIOGVWFO-PCAWKTBOSA-N	1457.034827			MMDBc0041602
BASm0028404	CL(14:1(9Z)/16:1(9Z)/20:0/20:0)	CL(14:1(9Z)/16:1(9Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/20:0/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,27,31,73-75,80H,5-19,21-23,25-26,28-30,32-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,31-27-/t73-,74+,75+/m0/s1	SPDYYHFUTYCGMT-KQEYXPSVSA-N	1433.034827			MMDBc0041603
BASm0028405	CL(14:1(9Z)/16:1(9Z)/20:0/20:1(11Z))	CL(14:1(9Z)/16:1(9Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/20:0/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,27,31,33,35,73-75,80H,5-19,21-23,25-26,28-30,32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,31-27-,35-33-/t73-,74+,75+/m0/s1	ZBQPVWLFBZXTRY-VIPHMPDESA-N	1431.019177			MMDBc0041604
BASm0028406	CL(14:1(9Z)/16:1(9Z)/20:0/20:1(13Z))	CL(14:1(9Z)/16:1(9Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/20:0/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,73-75,80H,5-19,21-23,25,28-29,32-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,31-27-/t73-,74+,75+/m0/s1	JSSBPMBSRVXGFY-WJJOPJDCSA-N	1431.019177			MMDBc0041605
BASm0028407	CL(14:1(9Z)/16:1(9Z)/20:0/22:0)	CL(14:1(9Z)/16:1(9Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/20:0/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,27,31,75-77,82H,5-19,21-23,25-26,28-30,32-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-/t75-,76+,77+/m0/s1	VAMDXLCZGNWDKM-YPULFDNHSA-N	1461.066127			MMDBc0041606
BASm0028408	CL(14:1(9Z)/16:1(9Z)/20:0/22:1(11Z))	CL(14:1(9Z)/16:1(9Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/20:0/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,27,31,36-37,75-77,82H,5-19,21-23,25-26,28-30,32-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-,37-36-/t75-,76+,77+/m0/s1	FHISUBGKHBOYGG-KHUFFCMOSA-N	1459.050477			MMDBc0041607
BASm0028409	CL(14:1(9Z)/16:1(9Z)/20:0/22:1(9Z))	CL(14:1(9Z)/16:1(9Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/20:0/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,27,31,39,41,75-77,82H,5-19,21-23,25-26,28-30,32-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-,41-39-/t75-,76+,77+/m0/s1	ZVILKYPZXXBUCE-GUFVDZQYSA-N	1459.050477			MMDBc0041608
BASm0028410	CL(14:1(9Z)/16:1(9Z)/20:1(11Z)/20:1(11Z))	CL(14:1(9Z)/16:1(9Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/20:1(11Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,27,31-35,73-75,80H,5-19,21-23,25-26,28-30,36-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,31-27-,34-32-,35-33-/t73-,74+,75+/m0/s1	UDLTTXMBVXVPMD-FFRHNEFJSA-N	1429.003527			MMDBc0041609
BASm0028411	CL(14:1(9Z)/16:1(9Z)/20:1(11Z)/20:1(13Z))	CL(14:1(9Z)/16:1(9Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/20:1(11Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24,26-27,30-32,34,73-75,80H,5-19,21-23,25,28-29,33,35-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,31-27-,34-32-/t73-,74+,75+/m0/s1	JXZUAMCORIVAEF-VGROIWTLSA-N	1429.003527			MMDBc0041610
BASm0028412	CL(14:1(9Z)/16:1(9Z)/20:1(11Z)/22:0)	CL(14:1(9Z)/16:1(9Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/20:1(11Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,27,31,33,35,75-77,82H,5-19,21-23,25-26,28-30,32,34,36-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-,35-33-/t75-,76+,77+/m0/s1	VNOIUCRSGJGOGD-IEJNARGUSA-N	1459.050477			MMDBc0041611
BASm0028413	CL(14:1(9Z)/16:1(9Z)/20:1(11Z)/22:1(11Z))	CL(14:1(9Z)/16:1(9Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/20:1(11Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,27,31,33,35-37,75-77,82H,5-19,21-23,25-26,28-30,32,34,38-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-,35-33-,37-36-/t75-,76+,77+/m0/s1	LQRSRWUXCZRHAA-LPTJZAMGSA-N	1457.034827			MMDBc0041612
BASm0028414	CL(14:1(9Z)/16:1(9Z)/20:1(11Z)/22:1(9Z))	CL(14:1(9Z)/16:1(9Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/20:1(11Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,27,31,33,35,39,41,75-77,82H,5-19,21-23,25-26,28-30,32,34,36-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-,35-33-,41-39-/t75-,76+,77+/m0/s1	IGECZNKXAIJQGD-XIYWKNQKSA-N	1457.034827			MMDBc0041613
BASm0028415	CL(14:1(9Z)/16:1(9Z)/20:1(13Z)/20:1(11Z))	CL(14:1(9Z)/16:1(9Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/20:1(13Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24-25,27,29,31,33,35,73-75,80H,5-19,21-23,26,28,30,32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,29-25-,31-27-,35-33-/t73-,74+,75+/m0/s1	PTJHKYRMOYYVOC-LFZPJLIYSA-N	1429.003527			MMDBc0041614
BASm0028416	CL(14:1(9Z)/16:1(9Z)/20:1(13Z)/20:1(13Z))	CL(14:1(9Z)/16:1(9Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/20:1(13Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-34-36-38-41-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-39-37-35-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-40-31-27-23-19-15-11-7-3/h20,24-27,29-31,73-75,80H,5-19,21-23,28,32-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,29-25-,30-26-,31-27-/t73-,74+,75+/m0/s1	INVBUXINWAPNOV-HVJKCLDTSA-N	1429.003527			MMDBc0041615
BASm0028417	CL(14:1(9Z)/16:1(9Z)/20:1(13Z)/22:0)	CL(14:1(9Z)/16:1(9Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/20:1(13Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,75-77,82H,5-19,21-23,25,28-29,32-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,31-27-/t75-,76+,77+/m0/s1	ZAIWYDZDWOTSKI-HUMYZZBCSA-N	1459.050477			MMDBc0041616
BASm0028418	CL(14:1(9Z)/16:1(9Z)/20:1(13Z)/22:1(11Z))	CL(14:1(9Z)/16:1(9Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/20:1(13Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,36-37,75-77,82H,5-19,21-23,25,28-29,32-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,31-27-,37-36-/t75-,76+,77+/m0/s1	LLRLNYMRGUGZQN-XTBLVBDHSA-N	1457.034827			MMDBc0041617
BASm0028419	CL(14:1(9Z)/16:1(9Z)/20:1(13Z)/22:1(9Z))	CL(14:1(9Z)/16:1(9Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/16:1(9Z)/20:1(13Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-34-36-37-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-38-35-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,39,41,75-77,82H,5-19,21-23,25,28-29,32-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,31-27-,41-39-/t75-,76+,77+/m0/s1	TYXPXIMTPAEGHF-WJCAKEHJSA-N	1457.034827			MMDBc0041618
BASm0028420	CL(14:1(9Z)/18:0/14:1(11Z)/18:0)	CL(14:1(9Z)/18:0/14:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/14:1(11Z)/18:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C4 positions, one chain of (11Z-tetradecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-38-28-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24,67-69,74H,5-10,12-14,16-19,21-23,25-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,24-20-/t67-,68-,69-/m1/s1	QKTRZUSWTZVTBK-FESCYPOOSA-N	1348.940927			MMDBc0041619
BASm0028421	CL(14:1(9Z)/18:0/14:1(9Z)/18:0)	CL(14:1(9Z)/18:0/14:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/14:1(9Z)/18:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, two chains of octadecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-38-28-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2/h19-20,23-24,67-69,74H,5-18,21-22,25-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,24-20-/t68-,69-/m1/s1	FKUXDWPRHNUQCO-PAYWHBRPSA-N	1348.940927			MMDBc0041620
BASm0028422	CL(14:1(9Z)/18:0/18:0/18:0)	CL(14:1(9Z)/18:0/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/18:0/18:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, three chains of octadecanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h20,24,71-73,78H,5-19,21-23,25-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-/t71-,72+,73+/m0/s1	GUUMMAHVOZMLND-KTTVDIAXSA-N	1407.019177			MMDBc0041621
BASm0028423	CL(14:1(9Z)/18:0/18:0/18:1(11Z))	CL(14:1(9Z)/18:0/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/18:0/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h20,24,27,31,71-73,78H,5-19,21-23,25-26,28-30,32-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,31-27-/t71-,72+,73+/m0/s1	XPBGZZDTWIFPQD-JPTZLIFPSA-N	1405.003527			MMDBc0041622
BASm0028424	CL(14:1(9Z)/18:0/18:0/18:1(9Z))	CL(14:1(9Z)/18:0/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/18:0/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h20,24,34,37,71-73,78H,5-19,21-23,25-33,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,37-34-/t71-,72+,73+/m0/s1	QZTXDKWAAIJLHX-BGLDBSJRSA-N	1405.003527			MMDBc0041623
BASm0028425	CL(14:1(9Z)/18:0/18:0/20:0)	CL(14:1(9Z)/18:0/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/18:0/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h20,24,73-75,80H,5-19,21-23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-/t73-,74+,75+/m0/s1	IOJNSRZDHBNKQQ-DEPVYLCVSA-N	1435.050477			MMDBc0041624
BASm0028426	CL(14:1(9Z)/18:0/18:0/20:1(11Z))	CL(14:1(9Z)/18:0/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/18:0/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h20,24,32,35,73-75,80H,5-19,21-23,25-31,33-34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,35-32-/t73-,74+,75+/m0/s1	MUXIZUMJUIXXGS-KDUUJQFWSA-N	1433.034827			MMDBc0041625
BASm0028427	CL(14:1(9Z)/18:0/18:0/20:1(13Z))	CL(14:1(9Z)/18:0/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/18:0/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h20,24-25,29,73-75,80H,5-19,21-23,26-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,29-25-/t73-,74+,75+/m0/s1	OVYNHUHWHXDCOR-VPGWZHQXSA-N	1433.034827			MMDBc0041626
BASm0028428	CL(14:1(9Z)/18:0/18:0/22:0)	CL(14:1(9Z)/18:0/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/18:0/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h20,24,75-77,82H,5-19,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-/t75-,76+,77+/m0/s1	LQDRXVDIJLHDCX-ABFKWZFKSA-N	1463.081778			MMDBc0041627
BASm0028429	CL(14:1(9Z)/18:0/18:0/22:1(11Z))	CL(14:1(9Z)/18:0/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/18:0/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h20,24,36-37,75-77,82H,5-19,21-23,25-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,37-36-/t75-,76+,77+/m0/s1	XZHIFNBKCQIVEO-GABYXNBXSA-N	1461.066127			MMDBc0041628
BASm0028430	CL(14:1(9Z)/18:0/18:0/22:1(9Z))	CL(14:1(9Z)/18:0/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/18:0/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h20,24,38,41,75-77,82H,5-19,21-23,25-37,39-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,41-38-/t75-,76+,77+/m0/s1	DICRQKAOSRVAEG-MMSJIDSISA-N	1461.066127			MMDBc0041629
BASm0028431	CL(14:1(9Z)/18:0/18:1(11Z)/18:1(11Z))	CL(14:1(9Z)/18:0/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/18:1(11Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h20,24-25,27,29,31,71-73,78H,5-19,21-23,26,28,30,32-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,29-25-,31-27-/t71-,72+,73+/m0/s1	LZBUREWYWKVKGB-BMPXKKHRSA-N	1402.987877			MMDBc0041630
BASm0028432	CL(14:1(9Z)/18:0/18:1(11Z)/18:1(9Z))	CL(14:1(9Z)/18:0/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/18:1(11Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h20,24-25,29,34,37,71-73,78H,5-19,21-23,26-28,30-33,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,29-25-,37-34-/t71-,72+,73+/m0/s1	XZUONSRIXLHJJK-SIZGOOGBSA-N	1402.987877			MMDBc0041631
BASm0028433	CL(14:1(9Z)/18:0/18:1(11Z)/20:0)	CL(14:1(9Z)/18:0/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/18:1(11Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h20,24,26,30,73-75,80H,5-19,21-23,25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-/t73-,74+,75+/m0/s1	BBZIIJAEWYYJHS-IXFHZBIMSA-N	1433.034827			MMDBc0041632
BASm0028434	CL(14:1(9Z)/18:0/18:1(11Z)/20:1(11Z))	CL(14:1(9Z)/18:0/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/18:1(11Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h20,24,26,30,32,35,73-75,80H,5-19,21-23,25,27-29,31,33-34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,35-32-/t73-,74+,75+/m0/s1	BVWFUXRXWCOGNH-PKRJHUNZSA-N	1431.019177			MMDBc0041633
BASm0028435	CL(14:1(9Z)/18:0/18:1(11Z)/20:1(13Z))	CL(14:1(9Z)/18:0/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/18:1(11Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h20,24-26,29-30,73-75,80H,5-19,21-23,27-28,31-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,29-25-,30-26-/t73-,74+,75+/m0/s1	LEYGTXZXJQUBJI-OKBXNHOJSA-N	1431.019177			MMDBc0041634
BASm0028436	CL(14:1(9Z)/18:0/18:1(11Z)/22:0)	CL(14:1(9Z)/18:0/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/18:1(11Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h20,24,26,30,75-77,82H,5-19,21-23,25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-/t75-,76+,77+/m0/s1	RJWKXLUZGRVPAE-NKZCOSNDSA-N	1461.066127			MMDBc0041635
BASm0028437	CL(14:1(9Z)/18:0/18:1(11Z)/22:1(11Z))	CL(14:1(9Z)/18:0/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/18:1(11Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h20,24,26,30,36-37,75-77,82H,5-19,21-23,25,27-29,31-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,37-36-/t75-,76+,77+/m0/s1	YAYJFGCRAILPOY-CGJSWTTMSA-N	1459.050477			MMDBc0041636
BASm0028438	CL(14:1(9Z)/18:0/18:1(11Z)/22:1(9Z))	CL(14:1(9Z)/18:0/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/18:1(11Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h20,24,26,30,38,41,75-77,82H,5-19,21-23,25,27-29,31-37,39-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,41-38-/t75-,76+,77+/m0/s1	ONJCQYFDOGMFEF-OQUOEQNASA-N	1459.050477			MMDBc0041637
BASm0028439	CL(14:1(9Z)/18:0/18:1(9Z)/18:1(11Z))	CL(14:1(9Z)/18:0/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/18:1(9Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h20,24,27,31-32,35,71-73,78H,5-19,21-23,25-26,28-30,33-34,36-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,31-27-,35-32-/t71-,72+,73+/m0/s1	IKFSTLQKSUWZRD-HEOGBCGISA-N	1402.987877			MMDBc0041638
BASm0028440	CL(14:1(9Z)/18:0/18:1(9Z)/18:1(9Z))	CL(14:1(9Z)/18:0/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/18:1(9Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h20,24,32,34-35,37,71-73,78H,5-19,21-23,25-31,33,36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,35-32-,37-34-/t71-,72+,73+/m0/s1	NHDUWQJGWMGPSP-VXDFSECASA-N	1402.987877			MMDBc0041639
BASm0028441	CL(14:1(9Z)/18:0/18:1(9Z)/20:0)	CL(14:1(9Z)/18:0/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/18:1(9Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h20,24,33,37,73-75,80H,5-19,21-23,25-32,34-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,37-33-/t73-,74+,75+/m0/s1	RKOUAGZAOZMFBQ-BFYLKVJKSA-N	1433.034827			MMDBc0041640
BASm0028442	CL(14:1(9Z)/18:0/18:1(9Z)/20:1(11Z))	CL(14:1(9Z)/18:0/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/18:1(9Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h20,24,32-33,35,37,73-75,80H,5-19,21-23,25-31,34,36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,35-32-,37-33-/t73-,74+,75+/m0/s1	ULPKPVNGPLBDHF-FLIYPHOKSA-N	1431.019177			MMDBc0041641
BASm0028443	CL(14:1(9Z)/18:0/18:1(9Z)/20:1(13Z))	CL(14:1(9Z)/18:0/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/18:1(9Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h20,24-25,29,33,37,73-75,80H,5-19,21-23,26-28,30-32,34-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,29-25-,37-33-/t73-,74+,75+/m0/s1	BKRDZDNYTMFHPT-CDFQCLPKSA-N	1431.019177			MMDBc0041642
BASm0028444	CL(14:1(9Z)/18:0/18:1(9Z)/22:0)	CL(14:1(9Z)/18:0/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/18:1(9Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h20,24,33,39,75-77,82H,5-19,21-23,25-32,34-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,39-33-/t75-,76+,77+/m0/s1	QDPYFPYIIOKOET-OCRHVKGPSA-N	1461.066127			MMDBc0041643
BASm0028445	CL(14:1(9Z)/18:0/18:1(9Z)/22:1(11Z))	CL(14:1(9Z)/18:0/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/18:1(9Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h20,24,33,36-37,39,75-77,82H,5-19,21-23,25-32,34-35,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,37-36-,39-33-/t75-,76+,77+/m0/s1	TUEDOLVLWNVQAT-JWDKUDKESA-N	1459.050477			MMDBc0041644
BASm0028446	CL(14:1(9Z)/18:0/18:1(9Z)/22:1(9Z))	CL(14:1(9Z)/18:0/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/18:1(9Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h20,24,33,38-39,41,75-77,82H,5-19,21-23,25-32,34-37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,39-33-,41-38-/t75-,76+,77+/m0/s1	XINKFOLCUFXGEU-PXGLAGDCSA-N	1459.050477			MMDBc0041645
BASm0028447	CL(14:1(9Z)/18:0/20:0/20:0)	CL(14:1(9Z)/18:0/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/20:0/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h20,24,75-77,82H,5-19,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-/t75-,76+,77+/m0/s1	UASVLEVEOPTUPE-ABFKWZFKSA-N	1463.081778			MMDBc0041646
BASm0028448	CL(14:1(9Z)/18:0/20:0/20:1(11Z))	CL(14:1(9Z)/18:0/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/20:0/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h20,24,33,36,75-77,82H,5-19,21-23,25-32,34-35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,36-33-/t75-,76+,77+/m0/s1	CCIMLOXDMYQKLD-KXKIYADLSA-N	1461.066127			MMDBc0041647
BASm0028449	CL(14:1(9Z)/18:0/20:0/20:1(13Z))	CL(14:1(9Z)/18:0/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/20:0/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h20,24,26,30,75-77,82H,5-19,21-23,25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-/t75-,76+,77+/m0/s1	ZPUPANPXZALTJV-NKZCOSNDSA-N	1461.066127			MMDBc0041648
BASm0028450	CL(14:1(9Z)/18:0/20:1(11Z)/20:1(11Z))	CL(14:1(9Z)/18:0/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/20:1(11Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h20,24,32-33,35-36,75-77,82H,5-19,21-23,25-31,34,37-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,35-32-,36-33-/t75-,76+,77+/m0/s1	VKBMCDWYGPXGFI-KNLABMQCSA-N	1459.050477			MMDBc0041649
BASm0028451	CL(14:1(9Z)/18:0/20:1(11Z)/20:1(13Z))	CL(14:1(9Z)/18:0/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/20:1(11Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h20,24,26,30,32,35,75-77,82H,5-19,21-23,25,27-29,31,33-34,36-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,35-32-/t75-,76+,77+/m0/s1	NYHDWDWMLJSANM-QYLSIDLMSA-N	1459.050477			MMDBc0041650
BASm0028452	CL(14:1(9Z)/18:0/20:1(13Z)/20:1(11Z))	CL(14:1(9Z)/18:0/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/20:1(13Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h20,24-25,29,33,36,75-77,82H,5-19,21-23,26-28,30-32,34-35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,29-25-,36-33-/t75-,76+,77+/m0/s1	FSQQKRKIWOEEIZ-OEJARAHUSA-N	1459.050477			MMDBc0041651
BASm0028453	CL(14:1(9Z)/18:0/20:1(13Z)/20:1(13Z))	CL(14:1(9Z)/18:0/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:0/20:1(13Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h20,24-26,29-30,75-77,82H,5-19,21-23,27-28,31-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,29-25-,30-26-/t75-,76+,77+/m0/s1	MYBIVAJIMKYLLT-OLEHUSAASA-N	1459.050477			MMDBc0041652
BASm0028454	CL(14:1(9Z)/18:1(11Z)/14:1(11Z)/18:1(11Z))	CL(14:1(9Z)/18:1(11Z)/14:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(11Z)/14:1(11Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C4 positions, one chain of (11Z-tetradecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-38-28-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24-26,29-30,67-69,74H,5-10,12-14,16-19,21-23,27-28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,24-20-,29-25-,30-26-/t67-,68-,69-/m1/s1	NVJWQOCNCZZRQU-FXYLNRRESA-N	1344.909627			MMDBc0041653
BASm0028455	CL(14:1(9Z)/18:1(11Z)/14:1(11Z)/18:1(9Z))	CL(14:1(9Z)/18:1(11Z)/14:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(11Z)/14:1(11Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-38-28-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24,26,30-31,33,67-69,74H,5-10,12-14,16-19,21-23,25,27-29,32,34-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,24-20-,30-26-,33-31-/t67-,68-,69-/m1/s1	VCGVTFCGGGZNHR-QXECGZOCSA-N	1344.909627			MMDBc0041654
BASm0028456	CL(14:1(9Z)/18:1(11Z)/14:1(9Z)/18:1(11Z))	CL(14:1(9Z)/18:1(11Z)/14:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(11Z)/14:1(9Z)/18:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, two chains of (11Z-octadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-38-28-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2/h19-20,23-26,29-30,67-69,74H,5-18,21-22,27-28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,24-20-,29-25-,30-26-/t68-,69-/m1/s1	SVICZEPIOARWLM-GCASHUHVSA-N	1344.909627			MMDBc0041655
BASm0028457	CL(14:1(9Z)/18:1(11Z)/14:1(9Z)/18:1(9Z))	CL(14:1(9Z)/18:1(11Z)/14:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(11Z)/14:1(9Z)/18:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-38-28-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2/h19-20,23-25,29,32,34,67-69,74H,5-18,21-22,26-28,30-31,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,24-20-,29-25-,34-32-/t67-,68+,69+/m0/s1	DTIKUXVMAOFOJE-SVBDIJMBSA-N	1344.909627			MMDBc0041656
BASm0028458	CL(14:1(9Z)/18:1(11Z)/18:1(11Z)/18:1(11Z))	CL(14:1(9Z)/18:1(11Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(11Z)/18:1(11Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, three chains of (11Z-octadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h20,24-27,29-31,71-73,78H,5-19,21-23,28,32-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,29-25-,30-26-,31-27-/t71-,72+,73+/m0/s1	JYGAJSKXLFPNRX-NLVKLKLSSA-N	1400.972227			MMDBc0041657
BASm0028459	CL(14:1(9Z)/18:1(11Z)/18:1(11Z)/18:1(9Z))	CL(14:1(9Z)/18:1(11Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(11Z)/18:1(11Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h20,24-26,29-30,34,37,71-73,78H,5-19,21-23,27-28,31-33,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,29-25-,30-26-,37-34-/t71-,72+,73+/m0/s1	GPLHRLFFQYQXPI-KMJYBMLTSA-N	1400.972227			MMDBc0041658
BASm0028460	CL(14:1(9Z)/18:1(11Z)/18:1(11Z)/20:0)	CL(14:1(9Z)/18:1(11Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(11Z)/18:1(11Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,73-75,80H,5-19,21-23,25,28-29,32-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,31-27-/t73-,74+,75+/m0/s1	DMHRLSNXYLJCCS-WJJOPJDCSA-N	1431.019177			MMDBc0041659
BASm0028461	CL(14:1(9Z)/18:1(11Z)/18:1(11Z)/20:1(11Z))	CL(14:1(9Z)/18:1(11Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(11Z)/18:1(11Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h20,24,26-27,30-32,35,73-75,80H,5-19,21-23,25,28-29,33-34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,31-27-,35-32-/t73-,74+,75+/m0/s1	LWORFRIRYJQQQX-PUDWZJIQSA-N	1429.003527			MMDBc0041660
BASm0028462	CL(14:1(9Z)/18:1(11Z)/18:1(11Z)/20:1(13Z))	CL(14:1(9Z)/18:1(11Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(11Z)/18:1(11Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h20,24-27,29-31,73-75,80H,5-19,21-23,28,32-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,29-25-,30-26-,31-27-/t73-,74+,75+/m0/s1	URLNBONZZHQPSS-HVJKCLDTSA-N	1429.003527			MMDBc0041661
BASm0028463	CL(14:1(9Z)/18:1(11Z)/18:1(11Z)/22:0)	CL(14:1(9Z)/18:1(11Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(11Z)/18:1(11Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,75-77,82H,5-19,21-23,25,28-29,32-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,31-27-/t75-,76+,77+/m0/s1	LZNOIFNDOOYYQY-HUMYZZBCSA-N	1459.050477			MMDBc0041662
BASm0028464	CL(14:1(9Z)/18:1(11Z)/18:1(11Z)/22:1(11Z))	CL(14:1(9Z)/18:1(11Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(11Z)/18:1(11Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,36-37,75-77,82H,5-19,21-23,25,28-29,32-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,31-27-,37-36-/t75-,76+,77+/m0/s1	VTIWTCWOWHFHJD-XTBLVBDHSA-N	1457.034827			MMDBc0041663
BASm0028465	CL(14:1(9Z)/18:1(11Z)/18:1(11Z)/22:1(9Z))	CL(14:1(9Z)/18:1(11Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(11Z)/18:1(11Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,38,41,75-77,82H,5-19,21-23,25,28-29,32-37,39-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,31-27-,41-38-/t75-,76+,77+/m0/s1	RDFAIPPPQOQWGH-IKPMWAKLSA-N	1457.034827			MMDBc0041664
BASm0028466	CL(14:1(9Z)/18:1(11Z)/18:1(9Z)/18:1(11Z))	CL(14:1(9Z)/18:1(11Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(11Z)/18:1(9Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C4 positions, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h20,24,26-27,30-32,35,71-73,78H,5-19,21-23,25,28-29,33-34,36-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,30-26-,31-27-,35-32-/t71-,72+,73+/m0/s1	RWQNQOBMMDOQOL-LLAVFDSPSA-N	1400.972227			MMDBc0041665
BASm0028467	CL(14:1(9Z)/18:1(11Z)/18:1(9Z)/18:1(9Z))	CL(14:1(9Z)/18:1(11Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(11Z)/18:1(9Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h20,24,26,30,32,34-35,37,71-73,78H,5-19,21-23,25,27-29,31,33,36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,30-26-,35-32-,37-34-/t71-,72+,73+/m0/s1	OGVUPNAOBDWVGI-YQJFKCGNSA-N	1400.972227			MMDBc0041666
BASm0028468	CL(14:1(9Z)/18:1(11Z)/18:1(9Z)/20:0)	CL(14:1(9Z)/18:1(11Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(11Z)/18:1(9Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h20,24,27,31,33,37,73-75,80H,5-19,21-23,25-26,28-30,32,34-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,31-27-,37-33-/t73-,74+,75+/m0/s1	RVQXSMYSHKTINI-ABXNVYTHSA-N	1431.019177			MMDBc0041667
BASm0028469	CL(14:1(9Z)/18:1(11Z)/18:1(9Z)/20:1(11Z))	CL(14:1(9Z)/18:1(11Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(11Z)/18:1(9Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h20,24,27,31-33,35,37,73-75,80H,5-19,21-23,25-26,28-30,34,36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,31-27-,35-32-,37-33-/t73-,74+,75+/m0/s1	XUQUBPOIAKXIEW-NNYJMSECSA-N	1429.003527			MMDBc0041668
BASm0028470	CL(14:1(9Z)/18:1(11Z)/18:1(9Z)/20:1(13Z))	CL(14:1(9Z)/18:1(11Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(11Z)/18:1(9Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h20,24-25,27,29,31,33,37,73-75,80H,5-19,21-23,26,28,30,32,34-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,29-25-,31-27-,37-33-/t73-,74+,75+/m0/s1	PQOWYFMFSQCSOA-HRKQTPEMSA-N	1429.003527			MMDBc0041669
BASm0028471	CL(14:1(9Z)/18:1(11Z)/18:1(9Z)/22:0)	CL(14:1(9Z)/18:1(11Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(11Z)/18:1(9Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h20,24,27,31,33,39,75-77,82H,5-19,21-23,25-26,28-30,32,34-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-,39-33-/t75-,76+,77+/m0/s1	OXXPPXWICOCYLZ-INRIPWMDSA-N	1459.050477			MMDBc0041670
BASm0028472	CL(14:1(9Z)/18:1(11Z)/18:1(9Z)/22:1(11Z))	CL(14:1(9Z)/18:1(11Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(11Z)/18:1(9Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h20,24,27,31,33,36-37,39,75-77,82H,5-19,21-23,25-26,28-30,32,34-35,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-,37-36-,39-33-/t75-,76+,77+/m0/s1	NLSDYOPSGCMOMB-PAKRYZQDSA-N	1457.034827			MMDBc0041671
BASm0028473	CL(14:1(9Z)/18:1(11Z)/18:1(9Z)/22:1(9Z))	CL(14:1(9Z)/18:1(11Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(11Z)/18:1(9Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h20,24,27,31,33,38-39,41,75-77,82H,5-19,21-23,25-26,28-30,32,34-37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-,39-33-,41-38-/t75-,76+,77+/m0/s1	KOMVDYPDFHJMBS-ZXCPUDSTSA-N	1457.034827			MMDBc0041672
BASm0028474	CL(14:1(9Z)/18:1(11Z)/20:0/20:0)	CL(14:1(9Z)/18:1(11Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(11Z)/20:0/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h20,24,27,31,75-77,82H,5-19,21-23,25-26,28-30,32-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-/t75-,76+,77+/m0/s1	UUKGLOGXONMGGL-YPULFDNHSA-N	1461.066127			MMDBc0041673
BASm0028475	CL(14:1(9Z)/18:1(11Z)/20:0/20:1(11Z))	CL(14:1(9Z)/18:1(11Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(11Z)/20:0/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h20,24,27,31,33,36,75-77,82H,5-19,21-23,25-26,28-30,32,34-35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-,36-33-/t75-,76+,77+/m0/s1	MXHVQOPWEOJMOF-ZETPQRDOSA-N	1459.050477			MMDBc0041674
BASm0028476	CL(14:1(9Z)/18:1(11Z)/20:0/20:1(13Z))	CL(14:1(9Z)/18:1(11Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(11Z)/20:0/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,75-77,82H,5-19,21-23,25,28-29,32-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,31-27-/t75-,76+,77+/m0/s1	AQYMSOFSNDTGIT-HUMYZZBCSA-N	1459.050477			MMDBc0041675
BASm0028477	CL(14:1(9Z)/18:1(11Z)/20:1(11Z)/20:1(11Z))	CL(14:1(9Z)/18:1(11Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(11Z)/20:1(11Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h20,24,27,31-33,35-36,75-77,82H,5-19,21-23,25-26,28-30,34,37-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-,35-32-,36-33-/t75-,76+,77+/m0/s1	FXKKWZOPZDNXDL-MBKFKACYSA-N	1457.034827			MMDBc0041676
BASm0028478	CL(14:1(9Z)/18:1(11Z)/20:1(11Z)/20:1(13Z))	CL(14:1(9Z)/18:1(11Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(11Z)/20:1(11Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h20,24,26-27,30-32,35,75-77,82H,5-19,21-23,25,28-29,33-34,36-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,31-27-,35-32-/t75-,76+,77+/m0/s1	PLQXFRRSIMOGGF-LZUKODRBSA-N	1457.034827			MMDBc0041677
BASm0028479	CL(14:1(9Z)/18:1(11Z)/20:1(13Z)/20:1(11Z))	CL(14:1(9Z)/18:1(11Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(11Z)/20:1(13Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h20,24-25,27,29,31,33,36,75-77,82H,5-19,21-23,26,28,30,32,34-35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,29-25-,31-27-,36-33-/t75-,76+,77+/m0/s1	TUELFGDIOYMJNJ-HFFGRJDLSA-N	1457.034827			MMDBc0041678
BASm0028480	CL(14:1(9Z)/18:1(11Z)/20:1(13Z)/20:1(13Z))	CL(14:1(9Z)/18:1(11Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(11Z)/20:1(13Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h20,24-27,29-31,75-77,82H,5-19,21-23,28,32-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,29-25-,30-26-,31-27-/t75-,76+,77+/m0/s1	NZFCLDSMKQWFJJ-FDFJCGKUSA-N	1457.034827			MMDBc0041679
BASm0028481	CL(14:1(9Z)/18:1(9Z)/14:1(11Z)/18:1(11Z))	CL(14:1(9Z)/18:1(9Z)/14:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(9Z)/14:1(11Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-38-28-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24-25,29,32,34,67-69,74H,5-10,12-14,16-19,21-23,26-28,30-31,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,24-20-,29-25-,34-32-/t67-,68-,69-/m1/s1	RARDGXVPQKPZLW-BVNOUAEUSA-N	1344.909627			MMDBc0041680
BASm0028482	CL(14:1(9Z)/18:1(9Z)/14:1(11Z)/18:1(9Z))	CL(14:1(9Z)/18:1(9Z)/14:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(9Z)/14:1(11Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C4 positions, one chain of (11Z-tetradecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-38-28-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24,31-34,67-69,74H,5-10,12-14,16-19,21-23,25-30,35-66H2,1-4H3,(H,79,80)(H,81,82)/b15-11-,24-20-,33-31-,34-32-/t67-,68-,69-/m1/s1	KKMNJPYWUNTCJP-DLINLRQOSA-N	1344.909627			MMDBc0041681
BASm0028483	CL(14:1(9Z)/18:1(9Z)/14:1(9Z)/18:1(11Z))	CL(14:1(9Z)/18:1(9Z)/14:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(9Z)/14:1(9Z)/18:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-38-28-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2/h19-20,23-25,29,32,34,67-69,74H,5-18,21-22,26-28,30-31,33,35-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,24-20-,29-25-,34-32-/t67-,68-,69-/m1/s1	DTIKUXVMAOFOJE-KFCMONMLSA-N	1344.909627			MMDBc0041682
BASm0028484	CL(14:1(9Z)/18:1(9Z)/14:1(9Z)/18:1(9Z))	CL(14:1(9Z)/18:1(9Z)/14:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(9Z)/14:1(9Z)/18:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, two chains of (9Z-octadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-43-47-51-55-59-72(77)89-68(63-83-70(75)57-53-49-45-41-37-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(64-84-71(76)58-54-50-46-42-38-28-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-36-34-32-30-26-22-18-14-10-6-2/h19-20,23-24,31-34,67-69,74H,5-18,21-22,25-30,35-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,24-20-,33-31-,34-32-/t68-,69-/m1/s1	NYMUJHMKWNGROH-WDGNBGOESA-N	1344.909627			MMDBc0041683
BASm0028485	CL(14:1(9Z)/18:1(9Z)/18:1(11Z)/18:1(11Z))	CL(14:1(9Z)/18:1(9Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(9Z)/18:1(11Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h20,24-25,27,29,31,33,36,71-73,78H,5-19,21-23,26,28,30,32,34-35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,29-25-,31-27-,36-33-/t71-,72+,73+/m0/s1	UYIKPSVIMHKZCE-CAGQHWPRSA-N	1400.972227			MMDBc0041684
BASm0028486	CL(14:1(9Z)/18:1(9Z)/18:1(11Z)/18:1(9Z))	CL(14:1(9Z)/18:1(9Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(9Z)/18:1(11Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C4 positions, one chain of (11Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h20,24-25,29,33-34,36-37,71-73,78H,5-19,21-23,26-28,30-32,35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,29-25-,36-33-,37-34-/t71-,72+,73+/m0/s1	MWEQTJHGMUVDRO-PNGNBIDPSA-N	1400.972227			MMDBc0041685
BASm0028487	CL(14:1(9Z)/18:1(9Z)/18:1(11Z)/20:0)	CL(14:1(9Z)/18:1(9Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(9Z)/18:1(11Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h20,24,26,30,34,38,73-75,80H,5-19,21-23,25,27-29,31-33,35-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,38-34-/t73-,74+,75+/m0/s1	LCWYDEYATFSHGO-BKPGQWOFSA-N	1431.019177			MMDBc0041686
BASm0028488	CL(14:1(9Z)/18:1(9Z)/18:1(11Z)/20:1(11Z))	CL(14:1(9Z)/18:1(9Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(9Z)/18:1(11Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h20,24,26,30,32,34-35,38,73-75,80H,5-19,21-23,25,27-29,31,33,36-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,35-32-,38-34-/t73-,74+,75+/m0/s1	CYXCVYIBRQNQEA-UZSAJOHMSA-N	1429.003527			MMDBc0041687
BASm0028489	CL(14:1(9Z)/18:1(9Z)/18:1(11Z)/20:1(13Z))	CL(14:1(9Z)/18:1(9Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(9Z)/18:1(11Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h20,24-26,29-30,34,38,73-75,80H,5-19,21-23,27-28,31-33,35-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,29-25-,30-26-,38-34-/t73-,74+,75+/m0/s1	JDKUWYGYUVTJIZ-IIYSSWJPSA-N	1429.003527			MMDBc0041688
BASm0028490	CL(14:1(9Z)/18:1(9Z)/18:1(11Z)/22:0)	CL(14:1(9Z)/18:1(9Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(9Z)/18:1(11Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h20,24,26,30,34,40,75-77,82H,5-19,21-23,25,27-29,31-33,35-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,40-34-/t75-,76+,77+/m0/s1	ZSONTGNEGAKWSH-LUWWVLGMSA-N	1459.050477			MMDBc0041689
BASm0028491	CL(14:1(9Z)/18:1(9Z)/18:1(11Z)/22:1(11Z))	CL(14:1(9Z)/18:1(9Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(9Z)/18:1(11Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h20,24,26,30,34,36-37,40,75-77,82H,5-19,21-23,25,27-29,31-33,35,38-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,37-36-,40-34-/t75-,76+,77+/m0/s1	REVSWRAEAWVHAS-CXCNIJKXSA-N	1457.034827			MMDBc0041690
BASm0028492	CL(14:1(9Z)/18:1(9Z)/18:1(11Z)/22:1(9Z))	CL(14:1(9Z)/18:1(9Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(9Z)/18:1(11Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h20,24,26,30,34,38,40-41,75-77,82H,5-19,21-23,25,27-29,31-33,35-37,39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,40-34-,41-38-/t75-,76+,77+/m0/s1	LAGBYJUXCLJQCT-BVCIWDTLSA-N	1457.034827			MMDBc0041691
BASm0028493	CL(14:1(9Z)/18:1(9Z)/18:1(9Z)/18:1(11Z))	CL(14:1(9Z)/18:1(9Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(9Z)/18:1(9Z)/18:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h20,24,27,31-33,35-36,71-73,78H,5-19,21-23,25-26,28-30,34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,31-27-,35-32-,36-33-/t71-,72+,73+/m0/s1	HBJIXTNKBAZFQI-MHEBPXFYSA-N	1400.972227			MMDBc0041692
BASm0028494	CL(14:1(9Z)/18:1(9Z)/18:1(9Z)/18:1(9Z))	CL(14:1(9Z)/18:1(9Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(9Z)/18:1(9Z)/18:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, three chains of (9Z-octadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-32-35-38-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-37-34-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(67-87-74(79)61-57-53-49-45-41-28-24-20-16-12-8-4)93-76(81)63-59-55-51-47-43-39-36-33-30-26-22-18-14-10-6-2/h20,24,32-37,71-73,78H,5-19,21-23,25-31,38-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,35-32-,36-33-,37-34-/t71-,72+,73+/m0/s1	OHFVHTKMOYXBFT-RNUNVVLHSA-N	1400.972227			MMDBc0041693
BASm0028495	CL(14:1(9Z)/18:1(9Z)/18:1(9Z)/20:0)	CL(14:1(9Z)/18:1(9Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(9Z)/18:1(9Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h20,24,33-34,37-38,73-75,80H,5-19,21-23,25-32,35-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,37-33-,38-34-/t73-,74+,75+/m0/s1	RUVMHQHOWLBROG-JMRMPZMJSA-N	1431.019177			MMDBc0041694
BASm0028496	CL(14:1(9Z)/18:1(9Z)/18:1(9Z)/20:1(11Z))	CL(14:1(9Z)/18:1(9Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(9Z)/18:1(9Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h20,24,32-35,37-38,73-75,80H,5-19,21-23,25-31,36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,35-32-,37-33-,38-34-/t73-,74+,75+/m0/s1	LNFVRUKHNRVZPZ-AWIQRDLKSA-N	1429.003527			MMDBc0041695
BASm0028497	CL(14:1(9Z)/18:1(9Z)/18:1(9Z)/20:1(13Z))	CL(14:1(9Z)/18:1(9Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(9Z)/18:1(9Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-32-35-36-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-37-33-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-38-34-31-27-23-19-15-11-7-3/h20,24-25,29,33-34,37-38,73-75,80H,5-19,21-23,26-28,30-32,35-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,29-25-,37-33-,38-34-/t73-,74+,75+/m0/s1	JBJQIYSBFLWRNH-CHZBSXOOSA-N	1429.003527			MMDBc0041696
BASm0028498	CL(14:1(9Z)/18:1(9Z)/18:1(9Z)/22:0)	CL(14:1(9Z)/18:1(9Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(9Z)/18:1(9Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h20,24,33-34,39-40,75-77,82H,5-19,21-23,25-32,35-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,39-33-,40-34-/t75-,76+,77+/m0/s1	PNTFAAWVSNVJGI-UQNKNYDISA-N	1459.050477			MMDBc0041697
BASm0028499	CL(14:1(9Z)/18:1(9Z)/18:1(9Z)/22:1(11Z))	CL(14:1(9Z)/18:1(9Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(9Z)/18:1(9Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h20,24,33-34,36-37,39-40,75-77,82H,5-19,21-23,25-32,35,38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,37-36-,39-33-,40-34-/t75-,76+,77+/m0/s1	ZRKIRHDLCHQUOT-REAKKOHVSA-N	1457.034827			MMDBc0041698
BASm0028500	CL(14:1(9Z)/18:1(9Z)/18:1(9Z)/22:1(9Z))	CL(14:1(9Z)/18:1(9Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(9Z)/18:1(9Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-36-37-38-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-39-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-40-34-31-27-23-19-15-11-7-3/h20,24,33-34,38-41,75-77,82H,5-19,21-23,25-32,35-37,42-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,39-33-,40-34-,41-38-/t75-,76+,77+/m0/s1	ZSUCVDCVDFFFNY-YLRMUDHCSA-N	1457.034827			MMDBc0041699
BASm0028501	CL(14:1(9Z)/18:1(9Z)/20:0/20:0)	CL(14:1(9Z)/18:1(9Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(9Z)/20:0/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h20,24,34,39,75-77,82H,5-19,21-23,25-33,35-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,39-34-/t75-,76+,77+/m0/s1	MHFNYHRXZNMTOM-CVPAHLNBSA-N	1461.066127			MMDBc0041700
BASm0028502	CL(14:1(9Z)/18:1(9Z)/20:0/20:1(11Z))	CL(14:1(9Z)/18:1(9Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(9Z)/20:0/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h20,24,33-34,36,39,75-77,82H,5-19,21-23,25-32,35,37-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,36-33-,39-34-/t75-,76+,77+/m0/s1	LYBGRMIGNKKWGO-WTBRDJLGSA-N	1459.050477			MMDBc0041701
BASm0028503	CL(14:1(9Z)/18:1(9Z)/20:0/20:1(13Z))	CL(14:1(9Z)/18:1(9Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(9Z)/20:0/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h20,24,26,30,34,39,75-77,82H,5-19,21-23,25,27-29,31-33,35-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,39-34-/t75-,76+,77+/m0/s1	OYLXNZKOIFEUBB-QQGQQNDOSA-N	1459.050477			MMDBc0041702
BASm0028504	CL(14:1(9Z)/18:1(9Z)/20:1(11Z)/20:1(11Z))	CL(14:1(9Z)/18:1(9Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(9Z)/20:1(11Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h20,24,32-36,39,75-77,82H,5-19,21-23,25-31,37-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,35-32-,36-33-,39-34-/t75-,76+,77+/m0/s1	DVHJTVVKMGZGTI-FREYFCDNSA-N	1457.034827			MMDBc0041703
BASm0028505	CL(14:1(9Z)/18:1(9Z)/20:1(11Z)/20:1(13Z))	CL(14:1(9Z)/18:1(9Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(9Z)/20:1(11Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h20,24,26,30,32,34-35,39,75-77,82H,5-19,21-23,25,27-29,31,33,36-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,35-32-,39-34-/t75-,76+,77+/m0/s1	YAKLBTGVGUVJIT-ZSAIYBFRSA-N	1457.034827			MMDBc0041704
BASm0028506	CL(14:1(9Z)/18:1(9Z)/20:1(13Z)/20:1(11Z))	CL(14:1(9Z)/18:1(9Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(9Z)/20:1(13Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h20,24-25,29,33-34,36,39,75-77,82H,5-19,21-23,26-28,30-32,35,37-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,29-25-,36-33-,39-34-/t75-,76+,77+/m0/s1	BHNFNTXJINCRSM-REZNFMMWSA-N	1457.034827			MMDBc0041705
BASm0028507	CL(14:1(9Z)/18:1(9Z)/20:1(13Z)/20:1(13Z))	CL(14:1(9Z)/18:1(9Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/18:1(9Z)/20:1(13Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-32-35-37-40-42-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-41-38-36-33-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-34-31-27-23-19-15-11-7-3/h20,24-26,29-30,34,39,75-77,82H,5-19,21-23,27-28,31-33,35-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,29-25-,30-26-,39-34-/t75-,76+,77+/m0/s1	FWZGFYFZRZDBKR-OKJDXPIPSA-N	1457.034827			MMDBc0041706
BASm0028508	CL(14:1(9Z)/20:0/14:1(11Z)/20:0)	CL(14:1(9Z)/20:0/14:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/20:0/14:1(11Z)/20:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of eicosanoic acid at the C2 and C4 positions, one chain of (11Z-tetradecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24,71-73,78H,5-10,12-14,16-19,21-23,25-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-/t71-,72-,73-/m1/s1	HCVWFBDAVZNDOX-ZMSSLJJESA-N	1405.003527			MMDBc0041707
BASm0028509	CL(14:1(9Z)/20:0/14:1(9Z)/20:0)	CL(14:1(9Z)/20:0/14:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/20:0/14:1(9Z)/20:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, two chains of eicosanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2/h19-20,23-24,71-73,78H,5-18,21-22,25-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-/t72-,73-/m1/s1	DYMKRPBGIDKQJN-XSNKATJOSA-N	1405.003527			MMDBc0041708
BASm0028510	CL(14:1(9Z)/20:1(11Z)/14:1(11Z)/20:1(11Z))	CL(14:1(9Z)/20:1(11Z)/14:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/20:1(11Z)/14:1(11Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-eicosenoyl) at the C2 and C4 positions, one chain of (11Z-tetradecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24,31-34,71-73,78H,5-10,12-14,16-19,21-23,25-30,35-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,33-31-,34-32-/t71-,72-,73-/m1/s1	DTUXBIQNSHCTCF-PLCGNRDESA-N	1400.972227			MMDBc0041709
BASm0028511	CL(14:1(9Z)/20:1(11Z)/14:1(11Z)/20:1(13Z))	CL(14:1(9Z)/20:1(11Z)/14:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/20:1(11Z)/14:1(11Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-eicosenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24-25,29,32,34,71-73,78H,5-10,12-14,16-19,21-23,26-28,30-31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,29-25-,34-32-/t71-,72-,73-/m1/s1	PGKVFJHOKPAJLH-BEICMLTDSA-N	1400.972227			MMDBc0041710
BASm0028512	CL(14:1(9Z)/20:1(11Z)/14:1(9Z)/20:1(11Z))	CL(14:1(9Z)/20:1(11Z)/14:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/20:1(11Z)/14:1(9Z)/20:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, two chains of (11Z-eicosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2/h19-20,23-24,31-34,71-73,78H,5-18,21-22,25-30,35-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,33-31-,34-32-/t72-,73-/m1/s1	FAAOEKYXCQVFIN-GGENTCCQSA-N	1400.972227			MMDBc0041711
BASm0028513	CL(14:1(9Z)/20:1(11Z)/14:1(9Z)/20:1(13Z))	CL(14:1(9Z)/20:1(11Z)/14:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/20:1(11Z)/14:1(9Z)/20:1(13Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, one chain of (11Z-eicosenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2/h19-20,23-25,29,32,34,71-73,78H,5-18,21-22,26-28,30-31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,29-25-,34-32-/t71-,72-,73-/m1/s1	ZJAZTNDJJKQFJT-LGNJQHSGSA-N	1400.972227			MMDBc0041712
BASm0028514	CL(14:1(9Z)/20:1(13Z)/14:1(11Z)/20:1(11Z))	CL(14:1(9Z)/20:1(13Z)/14:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/20:1(13Z)/14:1(11Z)/20:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (13Z-eicosenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24,26,30-31,33,71-73,78H,5-10,12-14,16-19,21-23,25,27-29,32,34-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,30-26-,33-31-/t71-,72-,73-/m1/s1	TWYHORDLDQEYDM-KVKSZWJMSA-N	1400.972227			MMDBc0041713
BASm0028515	CL(14:1(9Z)/20:1(13Z)/14:1(11Z)/20:1(13Z))	CL(14:1(9Z)/20:1(13Z)/14:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/20:1(13Z)/14:1(11Z)/20:1(13Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (13Z-eicosenoyl) at the C2 and C4 positions, one chain of (11Z-tetradecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24-26,29-30,71-73,78H,5-10,12-14,16-19,21-23,27-28,31-70H2,1-4H3,(H,83,84)(H,85,86)/b15-11-,24-20-,29-25-,30-26-/t71-,72-,73-/m1/s1	MRLJBKPOVGHFCO-MDBQVILSSA-N	1400.972227			MMDBc0041714
BASm0028516	CL(14:1(9Z)/20:1(13Z)/14:1(9Z)/20:1(11Z))	CL(14:1(9Z)/20:1(13Z)/14:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/20:1(13Z)/14:1(9Z)/20:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, one chain of (13Z-eicosenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2/h19-20,23-25,29,32,34,71-73,78H,5-18,21-22,26-28,30-31,33,35-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,29-25-,34-32-/t71-,72+,73+/m0/s1	ZJAZTNDJJKQFJT-RCKURWTPSA-N	1400.972227			MMDBc0041715
BASm0028517	CL(14:1(9Z)/20:1(13Z)/14:1(9Z)/20:1(13Z))	CL(14:1(9Z)/20:1(13Z)/14:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/20:1(13Z)/14:1(9Z)/20:1(13Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, two chains of (13Z-eicosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-38-36-34-32-30-26-22-18-14-10-6-2/h19-20,23-26,29-30,71-73,78H,5-18,21-22,27-28,31-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,29-25-,30-26-/t72-,73-/m1/s1	GDZCVGOVBJVQMH-HGEAZANQSA-N	1400.972227			MMDBc0041716
BASm0028518	CL(14:1(9Z)/22:0/14:1(11Z)/22:0)	CL(14:1(9Z)/22:0/14:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/22:0/14:1(11Z)/22:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of docosanoic acid at the C2 and C4 positions, one chain of (11Z-tetradecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24,75-77,82H,5-10,12-14,16-19,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-/t75-,76-,77-/m1/s1	SYOPBBMRJCUXNJ-WPZFSPNKSA-N	1461.066127			MMDBc0041717
BASm0028519	CL(14:1(9Z)/22:0/14:1(9Z)/22:0)	CL(14:1(9Z)/22:0/14:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/22:0/14:1(9Z)/22:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, two chains of docosanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2/h19-20,23-24,75-77,82H,5-18,21-22,25-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-/t76-,77-/m1/s1	IWIQERGQNWWPRP-MOPLAUQJSA-N	1461.066127			MMDBc0041718
BASm0028520	CL(14:1(9Z)/22:1(11Z)/14:1(11Z)/22:1(11Z))	CL(14:1(9Z)/22:1(11Z)/14:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/22:1(11Z)/14:1(11Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (11Z-docosenoyl) at the C2 and C4 positions, one chain of (11Z-tetradecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24,35-38,75-77,82H,5-10,12-14,16-19,21-23,25-34,39-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,37-35-,38-36-/t75-,76-,77-/m1/s1	GRHVVUYJGFUPNV-DTAHSTNISA-N	1457.034827			MMDBc0041719
BASm0028521	CL(14:1(9Z)/22:1(11Z)/14:1(11Z)/22:1(9Z))	CL(14:1(9Z)/22:1(11Z)/14:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/22:1(11Z)/14:1(11Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (11Z-docosenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24,36,38-39,41,75-77,82H,5-10,12-14,16-19,21-23,25-35,37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,38-36-,41-39-/t75-,76-,77-/m1/s1	GZLPIMUENIRANW-HINYPVSXSA-N	1457.034827			MMDBc0041720
BASm0028522	CL(14:1(9Z)/22:1(11Z)/14:1(9Z)/22:1(11Z))	CL(14:1(9Z)/22:1(11Z)/14:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/22:1(11Z)/14:1(9Z)/22:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, two chains of (11Z-docosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2/h19-20,23-24,35-38,75-77,82H,5-18,21-22,25-34,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,37-35-,38-36-/t76-,77-/m1/s1	MJTKBHHVEMDCGJ-NUOGZHDGSA-N	1457.034827			MMDBc0041721
BASm0028523	CL(14:1(9Z)/22:1(11Z)/14:1(9Z)/22:1(9Z))	CL(14:1(9Z)/22:1(11Z)/14:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/22:1(11Z)/14:1(9Z)/22:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, one chain of (11Z-docosenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2/h19-20,23-24,35,37,40,42,75-77,82H,5-18,21-22,25-34,36,38-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,37-35-,42-40-/t75-,76+,77+/m0/s1	UYPWSZFETLEDSL-KNDPRSTRSA-N	1457.034827			MMDBc0041722
BASm0028524	CL(14:1(9Z)/22:1(9Z)/14:1(11Z)/22:1(11Z))	CL(14:1(9Z)/22:1(9Z)/14:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/22:1(9Z)/14:1(11Z)/22:1(11Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-docosenoyl) at the C2 position, one chain of (11Z-tetradecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24,35,37,40,42,75-77,82H,5-10,12-14,16-19,21-23,25-34,36,38-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,37-35-,42-40-/t75-,76-,77-/m1/s1	POUCHHXURFHBKB-BDNBMSLESA-N	1457.034827			MMDBc0041723
BASm0028525	CL(14:1(9Z)/22:1(9Z)/14:1(11Z)/22:1(9Z))	CL(14:1(9Z)/22:1(9Z)/14:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/22:1(9Z)/14:1(11Z)/22:1(9Z)) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of (9Z-docosenoyl) at the C2 and C4 positions, one chain of (11Z-tetradecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2/h11,15,20,24,39-42,75-77,82H,5-10,12-14,16-19,21-23,25-38,43-74H2,1-4H3,(H,87,88)(H,89,90)/b15-11-,24-20-,41-39-,42-40-/t75-,76-,77-/m1/s1	AMSJRGIEWUGBQS-VCNAZKHGSA-N	1457.034827			MMDBc0041724
BASm0028526	CL(14:1(9Z)/22:1(9Z)/14:1(9Z)/22:1(11Z))	CL(14:1(9Z)/22:1(9Z)/14:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/22:1(9Z)/14:1(9Z)/22:1(11Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, one chain of (9Z-docosenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2/h19-20,23-24,35,37,40,42,75-77,82H,5-18,21-22,25-34,36,38-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,37-35-,42-40-/t75-,76-,77-/m1/s1	UYPWSZFETLEDSL-AWMLSZOASA-N	1457.034827			MMDBc0041725
BASm0028527	CL(14:1(9Z)/22:1(9Z)/14:1(9Z)/22:1(9Z))	CL(14:1(9Z)/22:1(9Z)/14:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(14:1(9Z)/22:1(9Z)/14:1(9Z)/22:1(9Z)) contains two chains of (9Z-tetradecenoyl) at the C1 and C3 positions, two chains of (9Z-docosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-39-41-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-42-40-38-36-34-32-30-26-22-18-14-10-6-2/h19-20,23-24,39-42,75-77,82H,5-18,21-22,25-38,43-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,41-39-,42-40-/t76-,77-/m1/s1	WACUVMYGVNNQAB-HCNBNVJDSA-N	1457.034827			MMDBc0041726
BASm0028528	CL(15:0/15:0/15:0/15:0)	CL(15:0/15:0/15:0/15:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/15:0/15:0) contains four chains of pentadecanoic acid at the C1, C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t64-,65-/m1/s1	XKQRVMIELDUNIK-WXQUPVAFSA-N	1296.909627			MMDBc0041727
BASm0028529	CL(15:0/15:0/15:0/15:1(11Z))	CL(15:0/15:0/15:0/15:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/15:0/15:1(11Z)) contains three chains of pentadecanoic acid at the C1, C2 and C3 positions, one chain of (11Z-pentadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h15,19,63-65,70H,5-14,16-18,20-62H2,1-4H3,(H,75,76)(H,77,78)/b19-15-/t63-,64-,65-/m1/s1	MKDCCNXQESRMPL-UHHAIABLSA-N	1294.893977			MMDBc0041728
BASm0028530	CL(15:0/15:0/15:0/15:1(9Z))	CL(15:0/15:0/15:0/15:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/15:0/15:1(9Z)) contains three chains of pentadecanoic acid at the C1, C2 and C3 positions, one chain of (9Z-pentadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H132O17P2	InChI=1S/C69H132O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h23,27,63-65,70H,5-22,24-26,28-62H2,1-4H3,(H,75,76)(H,77,78)/b27-23-/t63-,64-,65-/m1/s1	JQOFORGAUMSNQN-XJKYGYCQSA-N	1294.893977			MMDBc0041729
BASm0028531	CL(15:0/15:0/15:0/23:1(11Z))	CL(15:0/15:0/15:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/15:0/23:1(11Z)) contains three chains of pentadecanoic acid at the C1, C2 and C3 positions, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h36-37,71-73,78H,5-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b37-36-/t71-,72+,73+/m0/s1	ZIIJQGDCAPTRJL-FMNBGGTISA-N	1407.019177			MMDBc0041730
BASm0028532	CL(15:0/15:0/15:0/23:1(9Z))	CL(15:0/15:0/15:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/15:0/23:1(9Z)) contains three chains of pentadecanoic acid at the C1, C2 and C3 positions, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h38-39,71-73,78H,5-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b39-38-/t71-,72+,73+/m0/s1	HWGFHLMCTJXQFE-OULYKJFJSA-N	1407.019177			MMDBc0041731
BASm0028533	CL(15:0/15:0/15:0/25:0)	CL(15:0/15:0/15:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/15:0/25:0) contains three chains of pentadecanoic acid at the C1, C2 and C3 positions, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	QZVJJHCANBVKCH-ARQKOWHBSA-N	1437.066127			MMDBc0041732
BASm0028534	CL(15:0/15:0/15:0/25:1(11Z))	CL(15:0/15:0/15:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/15:0/25:1(11Z)) contains three chains of pentadecanoic acid at the C1, C2 and C3 positions, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h38-39,73-75,80H,5-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b39-38-/t73-,74+,75+/m0/s1	TYNUGCPCFFGMSN-NGZQNBETSA-N	1435.050477			MMDBc0041733
BASm0028535	CL(15:0/15:0/15:0/25:1(9Z))	CL(15:0/15:0/15:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/15:0/25:1(9Z)) contains three chains of pentadecanoic acid at the C1, C2 and C3 positions, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h40-41,73-75,80H,5-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b41-40-/t73-,74+,75+/m0/s1	NBBLTIVHHKGIHG-NEICMOJPSA-N	1435.050477			MMDBc0041734
BASm0028536	CL(15:0/15:0/15:0/27:0)	CL(15:0/15:0/15:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/15:0/27:0) contains three chains of pentadecanoic acid at the C1, C2 and C3 positions, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	RPNRSIQRJKFVQS-HRXLSSNSSA-N	1465.097428			MMDBc0041735
BASm0028537	CL(15:0/15:0/15:0/27:1(11Z))	CL(15:0/15:0/15:0/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/15:0/27:1(11Z)) contains three chains of pentadecanoic acid at the C1, C2 and C3 positions, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h40-41,75-77,82H,5-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b41-40-/t75-,76+,77+/m0/s1	VYKQFJKDCBRAMT-NGNCTIDHSA-N	1463.081778			MMDBc0041736
BASm0028538	CL(15:0/15:0/15:0/27:1(9Z))	CL(15:0/15:0/15:0/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/15:0/27:1(9Z)) contains three chains of pentadecanoic acid at the C1, C2 and C3 positions, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h42-43,75-77,82H,5-41,44-74H2,1-4H3,(H,87,88)(H,89,90)/b43-42-/t75-,76+,77+/m0/s1	XKQRGLTUCSBMLD-CTDAQMBESA-N	1463.081778			MMDBc0041737
BASm0028539	CL(15:0/15:0/15:1(11Z)/23:1(11Z))	CL(15:0/15:0/15:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/15:1(11Z)/23:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h15,19,36-37,71-73,78H,5-14,16-18,20-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,37-36-/t71-,72+,73+/m0/s1	ZJVSEDXJNUIZPV-GNXKFXQASA-N	1405.003527			MMDBc0041738
BASm0028540	CL(15:0/15:0/15:1(11Z)/23:1(9Z))	CL(15:0/15:0/15:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/15:1(11Z)/23:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h15,19,38-39,71-73,78H,5-14,16-18,20-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,39-38-/t71-,72+,73+/m0/s1	GITWANVBYNYJKR-PUAQKSHKSA-N	1405.003527			MMDBc0041739
BASm0028541	CL(15:0/15:0/15:1(11Z)/25:0)	CL(15:0/15:0/15:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/15:1(11Z)/25:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h15,19,73-75,80H,5-14,16-18,20-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-/t73-,74+,75+/m0/s1	FAPAMIAHCZQKLL-YCJBIYMCSA-N	1435.050477			MMDBc0041740
BASm0028542	CL(15:0/15:0/15:1(11Z)/25:1(11Z))	CL(15:0/15:0/15:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/15:1(11Z)/25:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h15,19,38-39,73-75,80H,5-14,16-18,20-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,39-38-/t73-,74+,75+/m0/s1	BUOXFIJYYIRDJD-UBBVTJJMSA-N	1433.034827			MMDBc0041741
BASm0028543	CL(15:0/15:0/15:1(11Z)/25:1(9Z))	CL(15:0/15:0/15:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/15:1(11Z)/25:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h15,19,40-41,73-75,80H,5-14,16-18,20-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,41-40-/t73-,74+,75+/m0/s1	BYYFGZTYVNXUCZ-JQNIFTRCSA-N	1433.034827			MMDBc0041742
BASm0028544	CL(15:0/15:0/15:1(11Z)/27:0)	CL(15:0/15:0/15:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/15:1(11Z)/27:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h15,19,75-77,82H,5-14,16-18,20-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-/t75-,76+,77+/m0/s1	FBLKCGOUEVVWOP-QHNJBUPOSA-N	1463.081778			MMDBc0041743
BASm0028545	CL(15:0/15:0/15:1(11Z)/27:1(11Z))	CL(15:0/15:0/15:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/15:1(11Z)/27:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h15,19,40-41,75-77,82H,5-14,16-18,20-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,41-40-/t75-,76+,77+/m0/s1	BVBQLDBETCZLHA-CUCPQPRZSA-N	1461.066127			MMDBc0041744
BASm0028546	CL(15:0/15:0/15:1(11Z)/27:1(9Z))	CL(15:0/15:0/15:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/15:1(11Z)/27:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h15,19,42-43,75-77,82H,5-14,16-18,20-41,44-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,43-42-/t75-,76+,77+/m0/s1	GVKBSWBFXFYDSH-XQOYPUGFSA-N	1461.066127			MMDBc0041745
BASm0028547	CL(15:0/15:0/15:1(9Z)/23:1(11Z))	CL(15:0/15:0/15:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/15:1(9Z)/23:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h23,27,36-37,71-73,78H,5-22,24-26,28-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,37-36-/t71-,72+,73+/m0/s1	HPNYNACPCDBLKJ-GLKSNPGZSA-N	1405.003527			MMDBc0041746
BASm0028548	CL(15:0/15:0/15:1(9Z)/23:1(9Z))	CL(15:0/15:0/15:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/15:1(9Z)/23:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h23,27,38-39,71-73,78H,5-22,24-26,28-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,39-38-/t71-,72+,73+/m0/s1	SFGGBNGJTLSNPU-SSZHGDRVSA-N	1405.003527			MMDBc0041747
BASm0028549	CL(15:0/15:0/15:1(9Z)/25:0)	CL(15:0/15:0/15:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/15:1(9Z)/25:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h23,27,73-75,80H,5-22,24-26,28-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-/t73-,74+,75+/m0/s1	IPMQUBIPUPOVFO-KTXXJZOPSA-N	1435.050477			MMDBc0041748
BASm0028550	CL(15:0/15:0/15:1(9Z)/25:1(11Z))	CL(15:0/15:0/15:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/15:1(9Z)/25:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h23,27,38-39,73-75,80H,5-22,24-26,28-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,39-38-/t73-,74+,75+/m0/s1	LVXKALAPIMBHSM-IAMNTKQKSA-N	1433.034827			MMDBc0041749
BASm0028551	CL(15:0/15:0/15:1(9Z)/25:1(9Z))	CL(15:0/15:0/15:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/15:1(9Z)/25:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h23,27,40-41,73-75,80H,5-22,24-26,28-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,41-40-/t73-,74+,75+/m0/s1	UKTFQODZUFHZBI-KRJDIGQHSA-N	1433.034827			MMDBc0041750
BASm0028552	CL(15:0/15:0/15:1(9Z)/27:0)	CL(15:0/15:0/15:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/15:1(9Z)/27:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h23,27,75-77,82H,5-22,24-26,28-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-/t75-,76+,77+/m0/s1	CHZHMJCLTDJTPH-RPYUWSTNSA-N	1463.081778			MMDBc0041751
BASm0028553	CL(15:0/15:0/15:1(9Z)/27:1(11Z))	CL(15:0/15:0/15:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/15:1(9Z)/27:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h23,27,40-41,75-77,82H,5-22,24-26,28-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,41-40-/t75-,76+,77+/m0/s1	JIRCAKVCTTXIAD-LYGZEXRTSA-N	1461.066127			MMDBc0041752
BASm0028554	CL(15:0/15:0/15:1(9Z)/27:1(9Z))	CL(15:0/15:0/15:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/15:1(9Z)/27:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h23,27,42-43,75-77,82H,5-22,24-26,28-41,44-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,43-42-/t75-,76+,77+/m0/s1	BQYGNRVFFSTTPM-LBEGOLNCSA-N	1461.066127			MMDBc0041753
BASm0028555	CL(15:0/15:0/16:0/16:1(11Z))	CL(15:0/15:0/16:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:0/16:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-33-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-32-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h18,22,65-67,72H,5-17,19-21,23-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-/t65-,66+,67+/m0/s1	XYJGMYHBEAYAHV-VBONMZTLSA-N	1322.925277			MMDBc0041754
BASm0028556	CL(15:0/15:0/16:0/16:1(9Z))	CL(15:0/15:0/16:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:0/16:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-33-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-32-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h26,30,65-67,72H,5-25,27-29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b30-26-/t65-,66+,67+/m0/s1	KOCICTSZUAYTAS-GXPDWZKBSA-N	1322.925277			MMDBc0041755
BASm0028557	CL(15:0/15:0/16:0/18:0)	CL(15:0/15:0/16:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:0/18:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t67-,68+,69+/m0/s1	UTLQUJMWRKPXKY-MXMGCQHCSA-N	1352.972227			MMDBc0041756
BASm0028558	CL(15:0/15:0/16:0/18:1(11Z))	CL(15:0/15:0/16:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:0/18:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h25,29,67-69,74H,5-24,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b29-25-/t67-,68+,69+/m0/s1	QRJNVGMOHCHALX-UJRKEJGJSA-N	1350.956577			MMDBc0041757
BASm0028559	CL(15:0/15:0/16:0/18:1(9Z))	CL(15:0/15:0/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:0/18:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h33-34,67-69,74H,5-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b34-33-/t67-,68+,69+/m0/s1	PMKHOQYVLYEKLP-HWHIIAHISA-N	1350.956577			MMDBc0041758
BASm0028560	CL(15:0/15:0/16:0/20:0)	CL(15:0/15:0/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:0/20:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69-,70+,71+/m0/s1	WLWJTXKCVGKVEH-NTQFVZKBSA-N	1381.003527			MMDBc0041759
BASm0028561	CL(15:0/15:0/16:0/20:1(11Z))	CL(15:0/15:0/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:0/20:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h33-34,69-71,76H,5-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b34-33-/t69-,70+,71+/m0/s1	DSCBAAGJFKKHFM-UTCPCMCDSA-N	1378.987877			MMDBc0041760
BASm0028562	CL(15:0/15:0/16:0/20:1(13Z))	CL(15:0/15:0/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:0/20:1(13Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h25,29,69-71,76H,5-24,26-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b29-25-/t69-,70+,71+/m0/s1	VAGUJYGPHKZUOQ-ZJGOAPTRSA-N	1378.987877			MMDBc0041761
BASm0028563	CL(15:0/15:0/16:0/22:0)	CL(15:0/15:0/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:0/22:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	KRWNQXPABXRNGU-DFXUENRWSA-N	1409.034827			MMDBc0041762
BASm0028564	CL(15:0/15:0/16:0/22:1(11Z))	CL(15:0/15:0/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:0/22:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h35-36,71-73,78H,5-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b36-35-/t71-,72+,73+/m0/s1	DWDCXEKKWAIRLD-WQQSVMQDSA-N	1407.019177			MMDBc0041763
BASm0028565	CL(15:0/15:0/16:0/22:1(9Z))	CL(15:0/15:0/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:0/22:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h37-38,71-73,78H,5-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b38-37-/t71-,72+,73+/m0/s1	FJIAFVPCKJRENS-JQDGKYSJSA-N	1407.019177			MMDBc0041764
BASm0028566	CL(15:0/15:0/16:0/24:0)	CL(15:0/15:0/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:0/24:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	VVJWKEABAFELQU-ARQKOWHBSA-N	1437.066127			MMDBc0041765
BASm0028567	CL(15:0/15:0/16:0/24:1(11Z))	CL(15:0/15:0/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:0/24:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h37-38,73-75,80H,5-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b38-37-/t73-,74+,75+/m0/s1	ZOPDPMGFPWHFGZ-KJSACERUSA-N	1435.050477			MMDBc0041766
BASm0028568	CL(15:0/15:0/16:0/24:1(9Z))	CL(15:0/15:0/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:0/24:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h39-40,73-75,80H,5-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b40-39-/t73-,74+,75+/m0/s1	JJAWQMTWWIMDIB-ZJLGETJNSA-N	1435.050477			MMDBc0041767
BASm0028569	CL(15:0/15:0/16:0/26:0)	CL(15:0/15:0/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:0/26:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	AMQDZXBKTLWKNX-HRXLSSNSSA-N	1465.097428			MMDBc0041768
BASm0028570	CL(15:0/15:0/16:0/26:1(11Z))	CL(15:0/15:0/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:0/26:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h38-39,75-77,82H,5-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-38-/t75-,76+,77+/m0/s1	UXBNFBQIEZRHES-PONSQHSQSA-N	1463.081778			MMDBc0041769
BASm0028571	CL(15:0/15:0/16:0/26:1(9Z))	CL(15:0/15:0/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:0/26:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H158O17P2	InChI=1S/C82H158O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h41-42,76-78,83H,5-40,43-75H2,1-4H3,(H,88,89)(H,90,91)/b42-41-/t76-,77+,78+/m0/s1	VTGIGBOMTGTIOQ-VJCJELRGSA-N	1477.097428			MMDBc0041770
BASm0028572	CL(15:0/15:0/16:1(11Z)/18:0)	CL(15:0/15:0/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(11Z)/18:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h18,22,67-69,74H,5-17,19-21,23-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-/t67-,68+,69+/m0/s1	SBHDORMVODXNQM-AEIUOFHZSA-N	1350.956577			MMDBc0041771
BASm0028573	CL(15:0/15:0/16:1(11Z)/18:1(11Z))	CL(15:0/15:0/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(11Z)/18:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h18,22,25,29,67-69,74H,5-17,19-21,23-24,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,29-25-/t67-,68+,69+/m0/s1	YZEVAVBWUZAFIM-LYYVOJKCSA-N	1348.940927			MMDBc0041772
BASm0028574	CL(15:0/15:0/16:1(11Z)/18:1(9Z))	CL(15:0/15:0/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(11Z)/18:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h18,22,33-34,67-69,74H,5-17,19-21,23-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,34-33-/t67-,68+,69+/m0/s1	JFSRKBOBZVIGNP-OPLSJMRYSA-N	1348.940927			MMDBc0041773
BASm0028575	CL(15:0/15:0/16:1(11Z)/20:0)	CL(15:0/15:0/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(11Z)/20:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h18,22,69-71,76H,5-17,19-21,23-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-/t69-,70+,71+/m0/s1	GUQSNTHVTQPUTP-ULWBWJMGSA-N	1378.987877			MMDBc0041774
BASm0028576	CL(15:0/15:0/16:1(11Z)/20:1(11Z))	CL(15:0/15:0/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(11Z)/20:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h18,22,33-34,69-71,76H,5-17,19-21,23-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,34-33-/t69-,70+,71+/m0/s1	QWPXQJWDLUFQPX-DHZROFAYSA-N	1376.972227			MMDBc0041775
BASm0028577	CL(15:0/15:0/16:1(11Z)/20:1(13Z))	CL(15:0/15:0/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(11Z)/20:1(13Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h18,22,25,29,69-71,76H,5-17,19-21,23-24,26-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,29-25-/t69-,70+,71+/m0/s1	IKHZQFNWUZMHSB-QXEKAKPSSA-N	1376.972227			MMDBc0041776
BASm0028578	CL(15:0/15:0/16:1(11Z)/22:0)	CL(15:0/15:0/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(11Z)/22:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,22,71-73,78H,5-17,19-21,23-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-/t71-,72+,73+/m0/s1	OJSYXAGGRVUAJV-PDVPRQMFSA-N	1407.019177			MMDBc0041777
BASm0028579	CL(15:0/15:0/16:1(11Z)/22:1(11Z))	CL(15:0/15:0/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(11Z)/22:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,22,35-36,71-73,78H,5-17,19-21,23-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,36-35-/t71-,72+,73+/m0/s1	NOXOFBUPBDJZIY-XUKAXHDMSA-N	1405.003527			MMDBc0041778
BASm0028580	CL(15:0/15:0/16:1(11Z)/22:1(9Z))	CL(15:0/15:0/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(11Z)/22:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,22,37-38,71-73,78H,5-17,19-21,23-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,38-37-/t71-,72+,73+/m0/s1	KNSTXLGQZWMWMH-DOPMNZKDSA-N	1405.003527			MMDBc0041779
BASm0028581	CL(15:0/15:0/16:1(11Z)/24:0)	CL(15:0/15:0/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(11Z)/24:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,22,73-75,80H,5-17,19-21,23-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-/t73-,74+,75+/m0/s1	FBFCKISVMUOMSI-XVBSZFSMSA-N	1435.050477			MMDBc0041780
BASm0028582	CL(15:0/15:0/16:1(11Z)/24:1(11Z))	CL(15:0/15:0/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(11Z)/24:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,22,37-38,73-75,80H,5-17,19-21,23-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,38-37-/t73-,74+,75+/m0/s1	VQUJLEPFXSOTRY-ZXIIQMASSA-N	1433.034827			MMDBc0041781
BASm0028583	CL(15:0/15:0/16:1(11Z)/24:1(9Z))	CL(15:0/15:0/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(11Z)/24:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,22,39-40,73-75,80H,5-17,19-21,23-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,40-39-/t73-,74+,75+/m0/s1	ZGUPWXDTSVLUMK-KHJJNGHRSA-N	1433.034827			MMDBc0041782
BASm0028584	CL(15:0/15:0/16:1(11Z)/26:0)	CL(15:0/15:0/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(11Z)/26:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h18,22,75-77,82H,5-17,19-21,23-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-/t75-,76+,77+/m0/s1	AQHPVOYQYZEGLE-LFGZPRDQSA-N	1463.081778			MMDBc0041783
BASm0028585	CL(15:0/15:0/16:1(11Z)/26:1(11Z))	CL(15:0/15:0/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(11Z)/26:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h18,22,38-39,75-77,82H,5-17,19-21,23-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,39-38-/t75-,76+,77+/m0/s1	QJEBAKAOIZAVEY-RTSSSCDWSA-N	1461.066127			MMDBc0041784
BASm0028586	CL(15:0/15:0/16:1(11Z)/26:1(9Z))	CL(15:0/15:0/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(11Z)/26:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h18,22,41-42,76-78,83H,5-17,19-21,23-40,43-75H2,1-4H3,(H,88,89)(H,90,91)/b22-18-,42-41-/t76-,77+,78+/m0/s1	VHYRZKNROOQPOB-VIXDOUFQSA-N	1475.081778			MMDBc0041785
BASm0028587	CL(15:0/15:0/16:1(9Z)/18:0)	CL(15:0/15:0/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(9Z)/18:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h26,30,67-69,74H,5-25,27-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b30-26-/t67-,68+,69+/m0/s1	LAISKYFZWJDKPP-DPQCDROYSA-N	1350.956577			MMDBc0041786
BASm0028588	CL(15:0/15:0/16:1(9Z)/18:1(11Z))	CL(15:0/15:0/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(9Z)/18:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h25-26,29-30,67-69,74H,5-24,27-28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b29-25-,30-26-/t67-,68+,69+/m0/s1	PJQMFJSHQQYWRY-WUNMVMGZSA-N	1348.940927			MMDBc0041787
BASm0028589	CL(15:0/15:0/16:1(9Z)/18:1(9Z))	CL(15:0/15:0/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(9Z)/18:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h26,30,33-34,67-69,74H,5-25,27-29,31-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b30-26-,34-33-/t67-,68+,69+/m0/s1	WCSCBFSTYCYSJQ-KDUAHWSJSA-N	1348.940927			MMDBc0041788
BASm0028590	CL(15:0/15:0/16:1(9Z)/20:0)	CL(15:0/15:0/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(9Z)/20:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h26,30,69-71,76H,5-25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b30-26-/t69-,70+,71+/m0/s1	IIWIPKRPIFTRLN-HSHBVMEYSA-N	1378.987877			MMDBc0041789
BASm0028591	CL(15:0/15:0/16:1(9Z)/20:1(11Z))	CL(15:0/15:0/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(9Z)/20:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h26,30,33-34,69-71,76H,5-25,27-29,31-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b30-26-,34-33-/t69-,70+,71+/m0/s1	DJXDIYQVLAWCCG-SVWJEUSQSA-N	1376.972227			MMDBc0041790
BASm0028592	CL(15:0/15:0/16:1(9Z)/20:1(13Z))	CL(15:0/15:0/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(9Z)/20:1(13Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h25-26,29-30,69-71,76H,5-24,27-28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b29-25-,30-26-/t69-,70+,71+/m0/s1	XZXJTSRGRCOTBO-AYNXMFHDSA-N	1376.972227			MMDBc0041791
BASm0028593	CL(15:0/15:0/16:1(9Z)/22:0)	CL(15:0/15:0/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(9Z)/22:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26,30,71-73,78H,5-25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-/t71-,72+,73+/m0/s1	RLXBPHHHFRJXQP-BZAVONBXSA-N	1407.019177			MMDBc0041792
BASm0028594	CL(15:0/15:0/16:1(9Z)/22:1(11Z))	CL(15:0/15:0/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(9Z)/22:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26,30,35-36,71-73,78H,5-25,27-29,31-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-,36-35-/t71-,72+,73+/m0/s1	VCKQEDUYGVTVAL-XIGXRJDMSA-N	1405.003527			MMDBc0041793
BASm0028595	CL(15:0/15:0/16:1(9Z)/22:1(9Z))	CL(15:0/15:0/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(9Z)/22:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26,30,37-38,71-73,78H,5-25,27-29,31-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-,38-37-/t71-,72+,73+/m0/s1	RPQNCAGLKMBHNH-FDSCLUJPSA-N	1405.003527			MMDBc0041794
BASm0028596	CL(15:0/15:0/16:1(9Z)/24:0)	CL(15:0/15:0/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(9Z)/24:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h26,30,73-75,80H,5-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-/t73-,74+,75+/m0/s1	SXXZPIIQULKASO-HKUNFGDVSA-N	1435.050477			MMDBc0041795
BASm0028597	CL(15:0/15:0/16:1(9Z)/24:1(11Z))	CL(15:0/15:0/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(9Z)/24:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h26,30,37-38,73-75,80H,5-25,27-29,31-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,38-37-/t73-,74+,75+/m0/s1	JZJUPLFPXJVCDY-KMYPPYMDSA-N	1433.034827			MMDBc0041796
BASm0028598	CL(15:0/15:0/16:1(9Z)/24:1(9Z))	CL(15:0/15:0/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(9Z)/24:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h26,30,39-40,73-75,80H,5-25,27-29,31-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,40-39-/t73-,74+,75+/m0/s1	UFYNEMDETVFVPO-HSKYGLAPSA-N	1433.034827			MMDBc0041797
BASm0028599	CL(15:0/15:0/16:1(9Z)/26:0)	CL(15:0/15:0/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(9Z)/26:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h26,30,75-77,82H,5-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-/t75-,76+,77+/m0/s1	PVIZVYKHSPDNMR-QBBAVDQISA-N	1463.081778			MMDBc0041798
BASm0028600	CL(15:0/15:0/16:1(9Z)/26:1(11Z))	CL(15:0/15:0/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(9Z)/26:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h26,30,38-39,75-77,82H,5-25,27-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,39-38-/t75-,76+,77+/m0/s1	AZLMWWDQNFFXON-YRCDAZDISA-N	1461.066127			MMDBc0041799
BASm0028601	CL(15:0/15:0/16:1(9Z)/26:1(9Z))	CL(15:0/15:0/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/16:1(9Z)/26:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h26,30,41-42,76-78,83H,5-25,27-29,31-40,43-75H2,1-4H3,(H,88,89)(H,90,91)/b30-26-,42-41-/t76-,77+,78+/m0/s1	BPDJIPRBPWPIRA-JYRMQNDMSA-N	1475.081778			MMDBc0041800
BASm0028602	CL(15:0/15:0/18:0/18:1(11Z))	CL(15:0/15:0/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:0/18:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h26,30,69-71,76H,5-25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b30-26-/t69-,70+,71+/m0/s1	IRVYETBXENLIQY-HSHBVMEYSA-N	1378.987877			MMDBc0041801
BASm0028603	CL(15:0/15:0/18:0/18:1(9Z))	CL(15:0/15:0/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:0/18:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h34,36,69-71,76H,5-33,35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b36-34-/t69-,70+,71+/m0/s1	YYLMRCQWQDWYSN-NEWJRHISSA-N	1378.987877			MMDBc0041802
BASm0028604	CL(15:0/15:0/18:0/20:0)	CL(15:0/15:0/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:0/20:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	SFTHFXHIXDDYGW-DFXUENRWSA-N	1409.034827			MMDBc0041803
BASm0028605	CL(15:0/15:0/18:0/20:1(11Z))	CL(15:0/15:0/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:0/20:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h33,35,71-73,78H,5-32,34,36-70H2,1-4H3,(H,83,84)(H,85,86)/b35-33-/t71-,72+,73+/m0/s1	RTLPJBWPOOGSNX-BBJSQZNJSA-N	1407.019177			MMDBc0041804
BASm0028606	CL(15:0/15:0/18:0/20:1(13Z))	CL(15:0/15:0/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:0/20:1(13Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h25,29,71-73,78H,5-24,26-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-/t71-,72+,73+/m0/s1	LOBYFIUVNHUXCX-ROZFTGJYSA-N	1407.019177			MMDBc0041805
BASm0028607	CL(15:0/15:0/18:0/22:0)	CL(15:0/15:0/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:0/22:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	HPPVZNPQYCJRLF-ARQKOWHBSA-N	1437.066127			MMDBc0041806
BASm0028608	CL(15:0/15:0/18:0/22:1(11Z))	CL(15:0/15:0/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:0/22:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h36-37,73-75,80H,5-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b37-36-/t73-,74+,75+/m0/s1	RAYCJKHIMFFNQQ-MVLZJVGISA-N	1435.050477			MMDBc0041807
BASm0028609	CL(15:0/15:0/18:0/22:1(9Z))	CL(15:0/15:0/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:0/22:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h38,40,73-75,80H,5-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b40-38-/t73-,74+,75+/m0/s1	INYVUOQSSOVFOP-KIUUNOOXSA-N	1435.050477			MMDBc0041808
BASm0028610	CL(15:0/15:0/18:0/24:0)	CL(15:0/15:0/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:0/24:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	VUTXBERQWZEAPG-HRXLSSNSSA-N	1465.097428			MMDBc0041809
BASm0028611	CL(15:0/15:0/18:0/24:1(11Z))	CL(15:0/15:0/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:0/24:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h38-39,75-77,82H,5-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-38-/t75-,76+,77+/m0/s1	BSMUXEMNJZSIJM-PONSQHSQSA-N	1463.081778			MMDBc0041810
BASm0028612	CL(15:0/15:0/18:0/24:1(9Z))	CL(15:0/15:0/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:0/24:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h40,42,75-77,82H,5-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b42-40-/t75-,76+,77+/m0/s1	FCJUCHNIVKMATR-FSZMGQBASA-N	1463.081778			MMDBc0041811
BASm0028613	CL(15:0/15:0/18:1(11Z)/20:0)	CL(15:0/15:0/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:1(11Z)/20:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26,30,71-73,78H,5-25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-/t71-,72+,73+/m0/s1	ACZNJTLYHFSAML-BZAVONBXSA-N	1407.019177			MMDBc0041812
BASm0028614	CL(15:0/15:0/18:1(11Z)/20:1(11Z))	CL(15:0/15:0/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:1(11Z)/20:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26,30,33,35,71-73,78H,5-25,27-29,31-32,34,36-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-,35-33-/t71-,72+,73+/m0/s1	CXOFVBIMMCXNGG-DSKMEDTGSA-N	1405.003527			MMDBc0041813
BASm0028615	CL(15:0/15:0/18:1(11Z)/20:1(13Z))	CL(15:0/15:0/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:1(11Z)/20:1(13Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h25-26,29-30,71-73,78H,5-24,27-28,31-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,30-26-/t71-,72+,73+/m0/s1	BOOAEZOUUINQEA-PGDAGIIASA-N	1405.003527			MMDBc0041814
BASm0028616	CL(15:0/15:0/18:1(11Z)/22:0)	CL(15:0/15:0/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:1(11Z)/22:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h26,30,73-75,80H,5-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-/t73-,74+,75+/m0/s1	KSAWUMAWIMHVJU-HKUNFGDVSA-N	1435.050477			MMDBc0041815
BASm0028617	CL(15:0/15:0/18:1(11Z)/22:1(11Z))	CL(15:0/15:0/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:1(11Z)/22:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h26,30,36-37,73-75,80H,5-25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,37-36-/t73-,74+,75+/m0/s1	BGQKJBWUTPTKPT-OEXKSNQGSA-N	1433.034827			MMDBc0041816
BASm0028618	CL(15:0/15:0/18:1(11Z)/22:1(9Z))	CL(15:0/15:0/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:1(11Z)/22:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h26,30,38,40,73-75,80H,5-25,27-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,40-38-/t73-,74+,75+/m0/s1	LCTKMBBYFBFPPL-SQYGFPSISA-N	1433.034827			MMDBc0041817
BASm0028619	CL(15:0/15:0/18:1(11Z)/24:0)	CL(15:0/15:0/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:1(11Z)/24:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h26,30,75-77,82H,5-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-/t75-,76+,77+/m0/s1	QIMWJCCPBVFTTP-QBBAVDQISA-N	1463.081778			MMDBc0041818
BASm0028620	CL(15:0/15:0/18:1(11Z)/24:1(11Z))	CL(15:0/15:0/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:1(11Z)/24:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h26,30,38-39,75-77,82H,5-25,27-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,39-38-/t75-,76+,77+/m0/s1	MNSZSGXQMXHXQL-YRCDAZDISA-N	1461.066127			MMDBc0041819
BASm0028621	CL(15:0/15:0/18:1(11Z)/24:1(9Z))	CL(15:0/15:0/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:1(11Z)/24:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h26,30,40,42,75-77,82H,5-25,27-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,42-40-/t75-,76+,77+/m0/s1	JRDWQTOZVXAYNO-UCZASLHESA-N	1461.066127			MMDBc0041820
BASm0028622	CL(15:0/15:0/18:1(9Z)/20:0)	CL(15:0/15:0/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:1(9Z)/20:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h34,37,71-73,78H,5-33,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b37-34-/t71-,72+,73+/m0/s1	NSFKLFMFUMGDTB-NBDYGPQYSA-N	1407.019177			MMDBc0041821
BASm0028623	CL(15:0/15:0/18:1(9Z)/20:1(11Z))	CL(15:0/15:0/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:1(9Z)/20:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h33-35,37,71-73,78H,5-32,36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b35-33-,37-34-/t71-,72+,73+/m0/s1	OAEHPAOEKPTFAS-ZGGZJCPKSA-N	1405.003527			MMDBc0041822
BASm0028624	CL(15:0/15:0/18:1(9Z)/20:1(13Z))	CL(15:0/15:0/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:1(9Z)/20:1(13Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h25,29,34,37,71-73,78H,5-24,26-28,30-33,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,37-34-/t71-,72+,73+/m0/s1	KGUHPTIDWAACNG-CEVPNYBFSA-N	1405.003527			MMDBc0041823
BASm0028625	CL(15:0/15:0/18:1(9Z)/22:0)	CL(15:0/15:0/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:1(9Z)/22:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h34,39,73-75,80H,5-33,35-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b39-34-/t73-,74+,75+/m0/s1	SQSPZZDNSNQNBK-PSJAVDADSA-N	1435.050477			MMDBc0041824
BASm0028626	CL(15:0/15:0/18:1(9Z)/22:1(11Z))	CL(15:0/15:0/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:1(9Z)/22:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h34,36-37,39,73-75,80H,5-33,35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b37-36-,39-34-/t73-,74+,75+/m0/s1	MMFBEQIFHBKBOB-DTMQKPSSSA-N	1433.034827			MMDBc0041825
BASm0028627	CL(15:0/15:0/18:1(9Z)/22:1(9Z))	CL(15:0/15:0/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:1(9Z)/22:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h34,38-40,73-75,80H,5-33,35-37,41-72H2,1-4H3,(H,85,86)(H,87,88)/b39-34-,40-38-/t73-,74+,75+/m0/s1	NPIGJULQZIOESD-WDJGKFOYSA-N	1433.034827			MMDBc0041826
BASm0028628	CL(15:0/15:0/18:1(9Z)/24:0)	CL(15:0/15:0/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:1(9Z)/24:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h34,41,75-77,82H,5-33,35-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b41-34-/t75-,76+,77+/m0/s1	BFYBWVQKIJBJLA-TWTDGROWSA-N	1463.081778			MMDBc0041827
BASm0028629	CL(15:0/15:0/18:1(9Z)/24:1(11Z))	CL(15:0/15:0/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:1(9Z)/24:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h34,38-39,41,75-77,82H,5-33,35-37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b39-38-,41-34-/t75-,76+,77+/m0/s1	OWUYNFARNUJQNM-NBVFOJLHSA-N	1461.066127			MMDBc0041828
BASm0028630	CL(15:0/15:0/18:1(9Z)/24:1(9Z))	CL(15:0/15:0/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/18:1(9Z)/24:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h34,40-42,75-77,82H,5-33,35-39,43-74H2,1-4H3,(H,87,88)(H,89,90)/b41-34-,42-40-/t75-,76+,77+/m0/s1	QHROVQUNDWTRRL-KHQBUFRQSA-N	1461.066127			MMDBc0041829
BASm0028631	CL(15:0/15:0/20:0/20:1(11Z))	CL(15:0/15:0/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/20:0/20:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h34,36,73-75,80H,5-33,35,37-72H2,1-4H3,(H,85,86)(H,87,88)/b36-34-/t73-,74+,75+/m0/s1	LNDFKYHVXUBNFA-LBHQXIJYSA-N	1435.050477			MMDBc0041830
BASm0028632	CL(15:0/15:0/20:0/20:1(13Z))	CL(15:0/15:0/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/20:0/20:1(13Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h26,30,73-75,80H,5-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-/t73-,74+,75+/m0/s1	VQPBEMZYLNIBSC-HKUNFGDVSA-N	1435.050477			MMDBc0041831
BASm0028633	CL(15:0/15:0/20:0/22:0)	CL(15:0/15:0/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/20:0/22:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	SQNOETFPWINSLE-HRXLSSNSSA-N	1465.097428			MMDBc0041832
BASm0028634	CL(15:0/15:0/20:0/22:1(11Z))	CL(15:0/15:0/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/20:0/22:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h37-38,75-77,82H,5-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-/t75-,76+,77+/m0/s1	STFOXZXPUMEKPO-PPDVTESNSA-N	1463.081778			MMDBc0041833
BASm0028635	CL(15:0/15:0/20:0/22:1(9Z))	CL(15:0/15:0/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/20:0/22:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h40,42,75-77,82H,5-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b42-40-/t75-,76+,77+/m0/s1	JLFXDVONKZETAO-FSZMGQBASA-N	1463.081778			MMDBc0041834
BASm0028636	CL(15:0/15:0/20:1(11Z)/22:0)	CL(15:0/15:0/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/20:1(11Z)/22:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h34,36,75-77,82H,5-33,35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b36-34-/t75-,76+,77+/m0/s1	IEZQPOPTFWNAOR-NSFZGQOVSA-N	1463.081778			MMDBc0041835
BASm0028637	CL(15:0/15:0/20:1(11Z)/22:1(11Z))	CL(15:0/15:0/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/20:1(11Z)/22:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h34,36-38,75-77,82H,5-33,35,39-74H2,1-4H3,(H,87,88)(H,89,90)/b36-34-,38-37-/t75-,76+,77+/m0/s1	GUWPMGUYEHSJKS-FULSWHLTSA-N	1461.066127			MMDBc0041836
BASm0028638	CL(15:0/15:0/20:1(11Z)/22:1(9Z))	CL(15:0/15:0/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/20:1(11Z)/22:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h34,36,40,42,75-77,82H,5-33,35,37-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b36-34-,42-40-/t75-,76+,77+/m0/s1	MGWKHYJYXSZBST-XHEZLGBTSA-N	1461.066127			MMDBc0041837
BASm0028639	CL(15:0/15:0/20:1(13Z)/22:0)	CL(15:0/15:0/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/20:1(13Z)/22:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h26,30,75-77,82H,5-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-/t75-,76+,77+/m0/s1	DKKACEIJLZUIMC-QBBAVDQISA-N	1463.081778			MMDBc0041838
BASm0028640	CL(15:0/15:0/20:1(13Z)/22:1(11Z))	CL(15:0/15:0/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/20:1(13Z)/22:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h26,30,37-38,75-77,82H,5-25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,38-37-/t75-,76+,77+/m0/s1	NDAZAICLWBZEEQ-BZNJLEBDSA-N	1461.066127			MMDBc0041839
BASm0028641	CL(15:0/15:0/20:1(13Z)/22:1(9Z))	CL(15:0/15:0/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:0/20:1(13Z)/22:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h26,30,40,42,75-77,82H,5-25,27-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,42-40-/t75-,76+,77+/m0/s1	CZJIAZFIOVLOKK-UCZASLHESA-N	1461.066127			MMDBc0041840
BASm0028642	CL(15:0/15:1(11Z)/15:0/15:1(11Z))	CL(15:0/15:1(11Z)/15:0/15:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/15:0/15:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C3 positions, two chains of (11Z-pentadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h15-16,19-20,63-65,70H,5-14,17-18,21-62H2,1-4H3,(H,75,76)(H,77,78)/b19-15-,20-16-/t64-,65-/m1/s1	ZEXKXOWUSMBZEL-WJIIVTARSA-N	1292.878327			MMDBc0041841
BASm0028643	CL(15:0/15:1(11Z)/15:0/15:1(9Z))	CL(15:0/15:1(11Z)/15:0/15:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/15:0/15:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C3 positions, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h15,19,24,28,63-65,70H,5-14,16-18,20-23,25-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b19-15-,28-24-/t63-,64+,65+/m0/s1	NQFXLUSYPZDVBB-LQKGIDOXSA-N	1292.878327			MMDBc0041842
BASm0028644	CL(15:0/15:1(11Z)/15:1(11Z)/15:1(11Z))	CL(15:0/15:1(11Z)/15:1(11Z)/15:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/15:1(11Z)/15:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, three chains of (11Z-pentadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h13,15-17,19-20,63-65,70H,5-12,14,18,21-62H2,1-4H3,(H,75,76)(H,77,78)/b17-13-,19-15-,20-16-/t63-,64-,65-/m1/s1	ZYNVNMFQMMAOFU-VKWCKRJUSA-N	1290.862677			MMDBc0041843
BASm0028645	CL(15:0/15:1(11Z)/15:1(11Z)/15:1(9Z))	CL(15:0/15:1(11Z)/15:1(11Z)/15:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/15:1(11Z)/15:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-pentadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h13,16-17,20,23,27,63-65,70H,5-12,14-15,18-19,21-22,24-26,28-62H2,1-4H3,(H,75,76)(H,77,78)/b17-13-,20-16-,27-23-/t63-,64-,65-/m1/s1	CAEZZPQWHKODIN-QZJHVLLFSA-N	1290.862677			MMDBc0041844
BASm0028646	CL(15:0/15:1(11Z)/15:1(11Z)/23:1(11Z))	CL(15:0/15:1(11Z)/15:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/15:1(11Z)/23:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h15-16,19-20,36-37,71-73,78H,5-14,17-18,21-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,20-16-,37-36-/t71-,72+,73+/m0/s1	BTFBNIWLHWQNMP-WIGFJUAJSA-N	1402.987877			MMDBc0041845
BASm0028647	CL(15:0/15:1(11Z)/15:1(11Z)/23:1(9Z))	CL(15:0/15:1(11Z)/15:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/15:1(11Z)/23:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h15-16,19-20,38-39,71-73,78H,5-14,17-18,21-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,20-16-,39-38-/t71-,72+,73+/m0/s1	ZDMWVHIUGVXJHE-HBTLZBSVSA-N	1402.987877			MMDBc0041846
BASm0028648	CL(15:0/15:1(11Z)/15:1(11Z)/25:0)	CL(15:0/15:1(11Z)/15:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/15:1(11Z)/25:0) contains one chain of pentadecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h15-16,19-20,73-75,80H,5-14,17-18,21-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-/t73-,74+,75+/m0/s1	TYBDNGOZZRMHCQ-SZWUGWKQSA-N	1433.034827			MMDBc0041847
BASm0028649	CL(15:0/15:1(11Z)/15:1(11Z)/25:1(11Z))	CL(15:0/15:1(11Z)/15:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/15:1(11Z)/25:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h15-16,19-20,38-39,73-75,80H,5-14,17-18,21-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-,39-38-/t73-,74+,75+/m0/s1	MDQLCJLCTJKRNZ-DRCXBKNUSA-N	1431.019177			MMDBc0041848
BASm0028650	CL(15:0/15:1(11Z)/15:1(11Z)/25:1(9Z))	CL(15:0/15:1(11Z)/15:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/15:1(11Z)/25:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h15-16,19-20,40-41,73-75,80H,5-14,17-18,21-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-,41-40-/t73-,74+,75+/m0/s1	PVAVELOVWSBLAK-BWCGLMLISA-N	1431.019177			MMDBc0041849
BASm0028651	CL(15:0/15:1(11Z)/15:1(11Z)/27:0)	CL(15:0/15:1(11Z)/15:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/15:1(11Z)/27:0) contains one chain of pentadecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h15-16,19-20,75-77,82H,5-14,17-18,21-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-/t75-,76+,77+/m0/s1	XCUCDSLTLCZWSI-JBLJQUNESA-N	1461.066127			MMDBc0041850
BASm0028652	CL(15:0/15:1(11Z)/15:1(11Z)/27:1(11Z))	CL(15:0/15:1(11Z)/15:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/15:1(11Z)/27:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h15-16,19-20,40-41,75-77,82H,5-14,17-18,21-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-,41-40-/t75-,76+,77+/m0/s1	JZNKZMQOLGTDQW-RTOCTXKDSA-N	1459.050477			MMDBc0041851
BASm0028653	CL(15:0/15:1(11Z)/15:1(11Z)/27:1(9Z))	CL(15:0/15:1(11Z)/15:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/15:1(11Z)/27:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h15-16,19-20,42-43,75-77,82H,5-14,17-18,21-41,44-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-,43-42-/t75-,76+,77+/m0/s1	PAQCGUJVIHTPOK-NHUBYSSCSA-N	1459.050477			MMDBc0041852
BASm0028654	CL(15:0/15:1(11Z)/15:1(9Z)/15:1(11Z))	CL(15:0/15:1(11Z)/15:1(9Z)/15:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/15:1(9Z)/15:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C4 positions, one chain of (9Z-pentadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h15-16,19-21,25,63-65,70H,5-14,17-18,22-24,26-62H2,1-4H3,(H,75,76)(H,77,78)/b19-15-,20-16-,25-21-/t63-,64-,65-/m1/s1	ZSYQHYVTLYDLSL-SOGBNGQISA-N	1290.862677			MMDBc0041853
BASm0028655	CL(15:0/15:1(11Z)/15:1(9Z)/15:1(9Z))	CL(15:0/15:1(11Z)/15:1(9Z)/15:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/15:1(9Z)/15:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, two chains of (9Z-pentadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h15,19,22,24,26,28,63-65,70H,5-14,16-18,20-21,23,25,27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b19-15-,26-22-,28-24-/t63-,64+,65+/m0/s1	WGBFVMJBAFGWLI-FATXUQRESA-N	1290.862677			MMDBc0041854
BASm0028656	CL(15:0/15:1(11Z)/15:1(9Z)/23:1(11Z))	CL(15:0/15:1(11Z)/15:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/15:1(9Z)/23:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h16,20,23,27,36-37,71-73,78H,5-15,17-19,21-22,24-26,28-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,27-23-,37-36-/t71-,72+,73+/m0/s1	HBQBKYYUOSJMAZ-JVLSAMPCSA-N	1402.987877			MMDBc0041855
BASm0028657	CL(15:0/15:1(11Z)/15:1(9Z)/23:1(9Z))	CL(15:0/15:1(11Z)/15:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/15:1(9Z)/23:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h16,20,23,27,38-39,71-73,78H,5-15,17-19,21-22,24-26,28-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,27-23-,39-38-/t71-,72+,73+/m0/s1	JHNQDHZPKIYINY-OBRGJOBNSA-N	1402.987877			MMDBc0041856
BASm0028658	CL(15:0/15:1(11Z)/15:1(9Z)/25:0)	CL(15:0/15:1(11Z)/15:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/15:1(9Z)/25:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h16,20,23,27,73-75,80H,5-15,17-19,21-22,24-26,28-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,27-23-/t73-,74+,75+/m0/s1	ALCIJKMNBSMTBV-MAHNJAARSA-N	1433.034827			MMDBc0041857
BASm0028659	CL(15:0/15:1(11Z)/15:1(9Z)/25:1(11Z))	CL(15:0/15:1(11Z)/15:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/15:1(9Z)/25:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h16,20,23,27,38-39,73-75,80H,5-15,17-19,21-22,24-26,28-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,27-23-,39-38-/t73-,74+,75+/m0/s1	LPXJOTSBEMXRSP-IFMBQXIRSA-N	1431.019177			MMDBc0041858
BASm0028660	CL(15:0/15:1(11Z)/15:1(9Z)/25:1(9Z))	CL(15:0/15:1(11Z)/15:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/15:1(9Z)/25:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h16,20,23,27,40-41,73-75,80H,5-15,17-19,21-22,24-26,28-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,27-23-,41-40-/t73-,74+,75+/m0/s1	KIHACKDSMQIKIT-LBHBAAIGSA-N	1431.019177			MMDBc0041859
BASm0028661	CL(15:0/15:1(11Z)/15:1(9Z)/27:0)	CL(15:0/15:1(11Z)/15:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/15:1(9Z)/27:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h16,20,23,27,75-77,82H,5-15,17-19,21-22,24-26,28-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,27-23-/t75-,76+,77+/m0/s1	GDMIJWBRRABMET-VSJIXXRXSA-N	1461.066127			MMDBc0041860
BASm0028662	CL(15:0/15:1(11Z)/15:1(9Z)/27:1(11Z))	CL(15:0/15:1(11Z)/15:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/15:1(9Z)/27:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h16,20,23,27,40-41,75-77,82H,5-15,17-19,21-22,24-26,28-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,27-23-,41-40-/t75-,76+,77+/m0/s1	QLQMWHIWEVNYGL-PAHRVFQUSA-N	1459.050477			MMDBc0041861
BASm0028663	CL(15:0/15:1(11Z)/15:1(9Z)/27:1(9Z))	CL(15:0/15:1(11Z)/15:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/15:1(9Z)/27:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h16,20,23,27,42-43,75-77,82H,5-15,17-19,21-22,24-26,28-41,44-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,27-23-,43-42-/t75-,76+,77+/m0/s1	IWSLWGVRMSIAHR-VSPPSCBLSA-N	1459.050477			MMDBc0041862
BASm0028664	CL(15:0/15:1(11Z)/16:0/16:0)	CL(15:0/15:1(11Z)/16:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:0/16:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, two chains of hexadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-33-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-32-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h16,20,65-67,72H,5-15,17-19,21-64H2,1-4H3,(H,77,78)(H,79,80)/b20-16-/t65-,66+,67+/m0/s1	GJEPCSGBXCAAJO-WSLUTNSUSA-N	1322.925277			MMDBc0041863
BASm0028665	CL(15:0/15:1(11Z)/16:0/16:1(11Z))	CL(15:0/15:1(11Z)/16:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:0/16:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-33-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-32-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h16,18,20,22,65-67,72H,5-15,17,19,21,23-64H2,1-4H3,(H,77,78)(H,79,80)/b20-16-,22-18-/t65-,66+,67+/m0/s1	AIQLUFDNZSMFHU-VIALYTKGSA-N	1320.909627			MMDBc0041864
BASm0028666	CL(15:0/15:1(11Z)/16:0/16:1(9Z))	CL(15:0/15:1(11Z)/16:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:0/16:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-33-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-32-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h16,20,26,30,65-67,72H,5-15,17-19,21-25,27-29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b20-16-,30-26-/t65-,66+,67+/m0/s1	NKQCBADOGMBUDD-WDELBVKFSA-N	1320.909627			MMDBc0041865
BASm0028667	CL(15:0/15:1(11Z)/16:0/18:0)	CL(15:0/15:1(11Z)/16:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:0/18:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h16,20,67-69,74H,5-15,17-19,21-66H2,1-4H3,(H,79,80)(H,81,82)/b20-16-/t67-,68+,69+/m0/s1	GILTXIXOVKCEJC-QGBVUZQHSA-N	1350.956577			MMDBc0041866
BASm0028668	CL(15:0/15:1(11Z)/16:0/18:1(11Z))	CL(15:0/15:1(11Z)/16:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:0/18:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h16,20,25,29,67-69,74H,5-15,17-19,21-24,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b20-16-,29-25-/t67-,68+,69+/m0/s1	UQRXWXMHWWNWLH-MTPFKSHVSA-N	1348.940927			MMDBc0041867
BASm0028669	CL(15:0/15:1(11Z)/16:0/18:1(9Z))	CL(15:0/15:1(11Z)/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:0/18:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h16,20,33-34,67-69,74H,5-15,17-19,21-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b20-16-,34-33-/t67-,68+,69+/m0/s1	ULCGEYAKAAGBIP-MZBAVUNYSA-N	1348.940927			MMDBc0041868
BASm0028670	CL(15:0/15:1(11Z)/16:0/20:0)	CL(15:0/15:1(11Z)/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:0/20:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h16,20,69-71,76H,5-15,17-19,21-68H2,1-4H3,(H,81,82)(H,83,84)/b20-16-/t69-,70+,71+/m0/s1	WOMYORPFOPHEMW-SCDYQLFUSA-N	1378.987877			MMDBc0041869
BASm0028671	CL(15:0/15:1(11Z)/16:0/20:1(11Z))	CL(15:0/15:1(11Z)/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:0/20:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h16,20,33-34,69-71,76H,5-15,17-19,21-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b20-16-,34-33-/t69-,70+,71+/m0/s1	QHVRYLUGPMRZAO-PQHCNXKKSA-N	1376.972227			MMDBc0041870
BASm0028672	CL(15:0/15:1(11Z)/16:0/20:1(13Z))	CL(15:0/15:1(11Z)/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:0/20:1(13Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h16,20,25,29,69-71,76H,5-15,17-19,21-24,26-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b20-16-,29-25-/t69-,70+,71+/m0/s1	BZXQCFPYVTYZSU-GIUPDVIWSA-N	1376.972227			MMDBc0041871
BASm0028673	CL(15:0/15:1(11Z)/16:0/22:0)	CL(15:0/15:1(11Z)/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:0/22:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,71-73,78H,5-15,17-19,21-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-/t71-,72+,73+/m0/s1	YUBQIPJEJPEMLE-DLICOSGNSA-N	1407.019177			MMDBc0041872
BASm0028674	CL(15:0/15:1(11Z)/16:0/22:1(11Z))	CL(15:0/15:1(11Z)/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:0/22:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,35-36,71-73,78H,5-15,17-19,21-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,36-35-/t71-,72+,73+/m0/s1	CENMGDIIHNUCQQ-CZZHIAGSSA-N	1405.003527			MMDBc0041873
BASm0028675	CL(15:0/15:1(11Z)/16:0/22:1(9Z))	CL(15:0/15:1(11Z)/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:0/22:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,37-38,71-73,78H,5-15,17-19,21-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,38-37-/t71-,72+,73+/m0/s1	LXOHBRLRXPLYMZ-TWSGXNOHSA-N	1405.003527			MMDBc0041874
BASm0028676	CL(15:0/15:1(11Z)/16:0/24:0)	CL(15:0/15:1(11Z)/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:0/24:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,73-75,80H,5-15,17-19,21-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-/t73-,74+,75+/m0/s1	HEAOJMPSBVOPOU-JEZLMFROSA-N	1435.050477			MMDBc0041875
BASm0028677	CL(15:0/15:1(11Z)/16:0/24:1(11Z))	CL(15:0/15:1(11Z)/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:0/24:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,37-38,73-75,80H,5-15,17-19,21-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,38-37-/t73-,74+,75+/m0/s1	PDSQQPJQKWHRLQ-RHXABQJYSA-N	1433.034827			MMDBc0041876
BASm0028678	CL(15:0/15:1(11Z)/16:0/24:1(9Z))	CL(15:0/15:1(11Z)/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:0/24:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,39-40,73-75,80H,5-15,17-19,21-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,40-39-/t73-,74+,75+/m0/s1	UZLOLBAIULFLIC-XTSAVQOWSA-N	1433.034827			MMDBc0041877
BASm0028679	CL(15:0/15:1(11Z)/16:0/26:0)	CL(15:0/15:1(11Z)/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:0/26:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,75-77,82H,5-15,17-19,21-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-/t75-,76+,77+/m0/s1	ULVWFHDHIFMOQS-XFAKDHHDSA-N	1463.081778			MMDBc0041878
BASm0028680	CL(15:0/15:1(11Z)/16:0/26:1(11Z))	CL(15:0/15:1(11Z)/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:0/26:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,38-39,75-77,82H,5-15,17-19,21-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,39-38-/t75-,76+,77+/m0/s1	KZBTYWZYROSITM-LPZRFLQVSA-N	1461.066127			MMDBc0041879
BASm0028681	CL(15:0/15:1(11Z)/16:0/26:1(9Z))	CL(15:0/15:1(11Z)/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:0/26:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h16,20,41-42,76-78,83H,5-15,17-19,21-40,43-75H2,1-4H3,(H,88,89)(H,90,91)/b20-16-,42-41-/t76-,77+,78+/m0/s1	SFYSFNAPZNZNTR-HRNYMEGVSA-N	1475.081778			MMDBc0041880
BASm0028682	CL(15:0/15:1(11Z)/16:1(11Z)/16:1(11Z))	CL(15:0/15:1(11Z)/16:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(11Z)/16:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, two chains of (11Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-33-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-32-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h16-18,20-22,65-67,72H,5-15,19,23-64H2,1-4H3,(H,77,78)(H,79,80)/b20-16-,21-17-,22-18-/t65-,66+,67+/m0/s1	BLLYWBIUOFYMTD-VIBVONSRSA-N	1318.893977			MMDBc0041881
BASm0028683	CL(15:0/15:1(11Z)/16:1(11Z)/16:1(9Z))	CL(15:0/15:1(11Z)/16:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(11Z)/16:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-33-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-32-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h16-17,20-21,26,30,65-67,72H,5-15,18-19,22-25,27-29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b20-16-,21-17-,30-26-/t65-,66+,67+/m0/s1	GQLIYIVVBMCJMY-WTWCVYBSSA-N	1318.893977			MMDBc0041882
BASm0028684	CL(15:0/15:1(11Z)/16:1(11Z)/18:0)	CL(15:0/15:1(11Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(11Z)/18:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h16,18,20,22,67-69,74H,5-15,17,19,21,23-66H2,1-4H3,(H,79,80)(H,81,82)/b20-16-,22-18-/t67-,68+,69+/m0/s1	GXGDLWJSPPIKNR-TYBRGNMDSA-N	1348.940927			MMDBc0041883
BASm0028685	CL(15:0/15:1(11Z)/16:1(11Z)/18:1(11Z))	CL(15:0/15:1(11Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(11Z)/18:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h16,18,20,22,25,29,67-69,74H,5-15,17,19,21,23-24,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b20-16-,22-18-,29-25-/t67-,68+,69+/m0/s1	IIINBJROCOZMIX-LCFOBEJCSA-N	1346.925277			MMDBc0041884
BASm0028686	CL(15:0/15:1(11Z)/16:1(11Z)/18:1(9Z))	CL(15:0/15:1(11Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(11Z)/18:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h16,18,20,22,33-34,67-69,74H,5-15,17,19,21,23-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b20-16-,22-18-,34-33-/t67-,68+,69+/m0/s1	XTUDXWNJCQWEBL-KNPWIMOYSA-N	1346.925277			MMDBc0041885
BASm0028687	CL(15:0/15:1(11Z)/16:1(11Z)/20:0)	CL(15:0/15:1(11Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(11Z)/20:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h16,18,20,22,69-71,76H,5-15,17,19,21,23-68H2,1-4H3,(H,81,82)(H,83,84)/b20-16-,22-18-/t69-,70+,71+/m0/s1	SLQPIBHJUIAUKU-PBBKYUGUSA-N	1376.972227			MMDBc0041886
BASm0028688	CL(15:0/15:1(11Z)/16:1(11Z)/20:1(11Z))	CL(15:0/15:1(11Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(11Z)/20:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h16,18,20,22,33-34,69-71,76H,5-15,17,19,21,23-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b20-16-,22-18-,34-33-/t69-,70+,71+/m0/s1	KTEGHBHXDDZGPF-UBZWUUPESA-N	1374.956577			MMDBc0041887
BASm0028689	CL(15:0/15:1(11Z)/16:1(11Z)/20:1(13Z))	CL(15:0/15:1(11Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(11Z)/20:1(13Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h16,18,20,22,25,29,69-71,76H,5-15,17,19,21,23-24,26-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b20-16-,22-18-,29-25-/t69-,70+,71+/m0/s1	BOIJKNXIEQBDCO-WNRQSMLDSA-N	1374.956577			MMDBc0041888
BASm0028690	CL(15:0/15:1(11Z)/16:1(11Z)/22:0)	CL(15:0/15:1(11Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(11Z)/22:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,18,20,22,71-73,78H,5-15,17,19,21,23-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,22-18-/t71-,72+,73+/m0/s1	NYCSGFBWAKMFHU-GNDCNKPFSA-N	1405.003527			MMDBc0041889
BASm0028691	CL(15:0/15:1(11Z)/16:1(11Z)/22:1(11Z))	CL(15:0/15:1(11Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(11Z)/22:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,18,20,22,35-36,71-73,78H,5-15,17,19,21,23-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,22-18-,36-35-/t71-,72+,73+/m0/s1	GXAUJCGJTAXYRW-DUIVVQQFSA-N	1402.987877			MMDBc0041890
BASm0028692	CL(15:0/15:1(11Z)/16:1(11Z)/22:1(9Z))	CL(15:0/15:1(11Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(11Z)/22:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,18,20,22,37-38,71-73,78H,5-15,17,19,21,23-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,22-18-,38-37-/t71-,72+,73+/m0/s1	OYXKNKSAKJNBJR-SRONBTNTSA-N	1402.987877			MMDBc0041891
BASm0028693	CL(15:0/15:1(11Z)/16:1(11Z)/24:0)	CL(15:0/15:1(11Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(11Z)/24:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,18,20,22,73-75,80H,5-15,17,19,21,23-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,22-18-/t73-,74+,75+/m0/s1	UKMALGQPISATPS-SWIRRVNOSA-N	1433.034827			MMDBc0041892
BASm0028694	CL(15:0/15:1(11Z)/16:1(11Z)/24:1(11Z))	CL(15:0/15:1(11Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(11Z)/24:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,18,20,22,37-38,73-75,80H,5-15,17,19,21,23-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,22-18-,38-37-/t73-,74+,75+/m0/s1	BBONEGCJROONOZ-USDJHWDMSA-N	1431.019177			MMDBc0041893
BASm0028695	CL(15:0/15:1(11Z)/16:1(11Z)/24:1(9Z))	CL(15:0/15:1(11Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(11Z)/24:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,18,20,22,39-40,73-75,80H,5-15,17,19,21,23-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,22-18-,40-39-/t73-,74+,75+/m0/s1	AALHGFOVVNWODF-DVLGAYLOSA-N	1431.019177			MMDBc0041894
BASm0028696	CL(15:0/15:1(11Z)/16:1(11Z)/26:0)	CL(15:0/15:1(11Z)/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(11Z)/26:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,18,20,22,75-77,82H,5-15,17,19,21,23-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,22-18-/t75-,76+,77+/m0/s1	DSOWPBKBSDRODS-UXYXPBJBSA-N	1461.066127			MMDBc0041895
BASm0028697	CL(15:0/15:1(11Z)/16:1(11Z)/26:1(11Z))	CL(15:0/15:1(11Z)/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(11Z)/26:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,18,20,22,38-39,75-77,82H,5-15,17,19,21,23-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,22-18-,39-38-/t75-,76+,77+/m0/s1	AOBUFRCBPIMOQP-QFJQXCDUSA-N	1459.050477			MMDBc0041896
BASm0028698	CL(15:0/15:1(11Z)/16:1(11Z)/26:1(9Z))	CL(15:0/15:1(11Z)/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(11Z)/26:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h16,18,20,22,41-42,76-78,83H,5-15,17,19,21,23-40,43-75H2,1-4H3,(H,88,89)(H,90,91)/b20-16-,22-18-,42-41-/t76-,77+,78+/m0/s1	IRXYMDMDTPPARD-SGRNOPONSA-N	1473.066127			MMDBc0041897
BASm0028699	CL(15:0/15:1(11Z)/16:1(9Z)/16:1(11Z))	CL(15:0/15:1(11Z)/16:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(9Z)/16:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-33-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-32-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h16,18,20,22,25,29,65-67,72H,5-15,17,19,21,23-24,26-28,30-64H2,1-4H3,(H,77,78)(H,79,80)/b20-16-,22-18-,29-25-/t65-,66+,67+/m0/s1	QZTHLNLZQVXUEH-HXWYJRBRSA-N	1318.893977			MMDBc0041898
BASm0028700	CL(15:0/15:1(11Z)/16:1(9Z)/16:1(9Z))	CL(15:0/15:1(11Z)/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(9Z)/16:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-33-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-32-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h16,20,25-26,29-30,65-67,72H,5-15,17-19,21-24,27-28,31-64H2,1-4H3,(H,77,78)(H,79,80)/b20-16-,29-25-,30-26-/t65-,66+,67+/m0/s1	GDQDIOJLLBVARQ-MQYUYMAJSA-N	1318.893977			MMDBc0041899
BASm0028701	CL(15:0/15:1(11Z)/16:1(9Z)/18:0)	CL(15:0/15:1(11Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(9Z)/18:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h16,20,26,30,67-69,74H,5-15,17-19,21-25,27-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b20-16-,30-26-/t67-,68+,69+/m0/s1	KHVMHSOPZLSGPA-CMCWQZEDSA-N	1348.940927			MMDBc0041900
BASm0028702	CL(15:0/15:1(11Z)/16:1(9Z)/18:1(11Z))	CL(15:0/15:1(11Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(9Z)/18:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h16,20,25-26,29-30,67-69,74H,5-15,17-19,21-24,27-28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b20-16-,29-25-,30-26-/t67-,68+,69+/m0/s1	YDCYCQXKJBQITE-QGMCOUOOSA-N	1346.925277			MMDBc0041901
BASm0028703	CL(15:0/15:1(11Z)/16:1(9Z)/18:1(9Z))	CL(15:0/15:1(11Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(9Z)/18:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h16,20,26,30,33-34,67-69,74H,5-15,17-19,21-25,27-29,31-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b20-16-,30-26-,34-33-/t67-,68+,69+/m0/s1	HUOJYPDOKRBWGY-HIQCVYFISA-N	1346.925277			MMDBc0041902
BASm0028704	CL(15:0/15:1(11Z)/16:1(9Z)/20:0)	CL(15:0/15:1(11Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(9Z)/20:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h16,20,26,30,69-71,76H,5-15,17-19,21-25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b20-16-,30-26-/t69-,70+,71+/m0/s1	AYLDZKPASCDBOK-LKDCAMJLSA-N	1376.972227			MMDBc0041903
BASm0028705	CL(15:0/15:1(11Z)/16:1(9Z)/20:1(11Z))	CL(15:0/15:1(11Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(9Z)/20:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h16,20,26,30,33-34,69-71,76H,5-15,17-19,21-25,27-29,31-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b20-16-,30-26-,34-33-/t69-,70+,71+/m0/s1	FKXZKXWMUMFYOY-RENCIVFVSA-N	1374.956577			MMDBc0041904
BASm0028706	CL(15:0/15:1(11Z)/16:1(9Z)/20:1(13Z))	CL(15:0/15:1(11Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(9Z)/20:1(13Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h16,20,25-26,29-30,69-71,76H,5-15,17-19,21-24,27-28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b20-16-,29-25-,30-26-/t69-,70+,71+/m0/s1	WTIDINJBDDQINY-HNYBAXLESA-N	1374.956577			MMDBc0041905
BASm0028707	CL(15:0/15:1(11Z)/16:1(9Z)/22:0)	CL(15:0/15:1(11Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(9Z)/22:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,26,30,71-73,78H,5-15,17-19,21-25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,30-26-/t71-,72+,73+/m0/s1	YMNKOXUGJZPHAZ-ZIFGTCJYSA-N	1405.003527			MMDBc0041906
BASm0028708	CL(15:0/15:1(11Z)/16:1(9Z)/22:1(11Z))	CL(15:0/15:1(11Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(9Z)/22:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,26,30,35-36,71-73,78H,5-15,17-19,21-25,27-29,31-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,30-26-,36-35-/t71-,72+,73+/m0/s1	VJHGQERHCJMOKH-JNOUFOGNSA-N	1402.987877			MMDBc0041907
BASm0028709	CL(15:0/15:1(11Z)/16:1(9Z)/22:1(9Z))	CL(15:0/15:1(11Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(9Z)/22:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,26,30,37-38,71-73,78H,5-15,17-19,21-25,27-29,31-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,30-26-,38-37-/t71-,72+,73+/m0/s1	DMKMPXYIXJXMQG-WFDZNHQOSA-N	1402.987877			MMDBc0041908
BASm0028710	CL(15:0/15:1(11Z)/16:1(9Z)/24:0)	CL(15:0/15:1(11Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(9Z)/24:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,26,30,73-75,80H,5-15,17-19,21-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,30-26-/t73-,74+,75+/m0/s1	MGUFVDDDJBAFSY-SNQUVTOGSA-N	1433.034827			MMDBc0041909
BASm0028711	CL(15:0/15:1(11Z)/16:1(9Z)/24:1(11Z))	CL(15:0/15:1(11Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(9Z)/24:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,26,30,37-38,73-75,80H,5-15,17-19,21-25,27-29,31-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,30-26-,38-37-/t73-,74+,75+/m0/s1	WBXMBXNAFBOELP-UACJNZNOSA-N	1431.019177			MMDBc0041910
BASm0028712	CL(15:0/15:1(11Z)/16:1(9Z)/24:1(9Z))	CL(15:0/15:1(11Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(9Z)/24:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,26,30,39-40,73-75,80H,5-15,17-19,21-25,27-29,31-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,30-26-,40-39-/t73-,74+,75+/m0/s1	WNVKEYMRWFVJKV-LURFNURMSA-N	1431.019177			MMDBc0041911
BASm0028713	CL(15:0/15:1(11Z)/16:1(9Z)/26:0)	CL(15:0/15:1(11Z)/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(9Z)/26:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,26,30,75-77,82H,5-15,17-19,21-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,30-26-/t75-,76+,77+/m0/s1	OPQUEMTVJRDTRH-BXDXDVRGSA-N	1461.066127			MMDBc0041912
BASm0028714	CL(15:0/15:1(11Z)/16:1(9Z)/26:1(11Z))	CL(15:0/15:1(11Z)/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(9Z)/26:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,26,30,38-39,75-77,82H,5-15,17-19,21-25,27-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,30-26-,39-38-/t75-,76+,77+/m0/s1	WWAKCJOMKHJEPZ-FMLYYABZSA-N	1459.050477			MMDBc0041913
BASm0028715	CL(15:0/15:1(11Z)/16:1(9Z)/26:1(9Z))	CL(15:0/15:1(11Z)/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/16:1(9Z)/26:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h16,20,26,30,41-42,76-78,83H,5-15,17-19,21-25,27-29,31-40,43-75H2,1-4H3,(H,88,89)(H,90,91)/b20-16-,30-26-,42-41-/t76-,77+,78+/m0/s1	UOEGCSVAPYADCB-CWNHYFBISA-N	1473.066127			MMDBc0041914
BASm0028716	CL(15:0/15:1(11Z)/18:0/18:0)	CL(15:0/15:1(11Z)/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:0/18:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h16,20,69-71,76H,5-15,17-19,21-68H2,1-4H3,(H,81,82)(H,83,84)/b20-16-/t69-,70+,71+/m0/s1	QOEJLSHJYDNIMK-SCDYQLFUSA-N	1378.987877			MMDBc0041915
BASm0028717	CL(15:0/15:1(11Z)/18:0/18:1(11Z))	CL(15:0/15:1(11Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:0/18:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h16,20,26,30,69-71,76H,5-15,17-19,21-25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b20-16-,30-26-/t69-,70+,71+/m0/s1	NLHIOZDEYUXXRJ-LKDCAMJLSA-N	1376.972227			MMDBc0041916
BASm0028718	CL(15:0/15:1(11Z)/18:0/18:1(9Z))	CL(15:0/15:1(11Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:0/18:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h16,20,34,36,69-71,76H,5-15,17-19,21-33,35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b20-16-,36-34-/t69-,70+,71+/m0/s1	UOPZHDSXCZQBTL-ZUVHWPHESA-N	1376.972227			MMDBc0041917
BASm0028719	CL(15:0/15:1(11Z)/18:0/20:0)	CL(15:0/15:1(11Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:0/20:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,71-73,78H,5-15,17-19,21-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-/t71-,72+,73+/m0/s1	MVQHRPJCRWHZPP-DLICOSGNSA-N	1407.019177			MMDBc0041918
BASm0028720	CL(15:0/15:1(11Z)/18:0/20:1(11Z))	CL(15:0/15:1(11Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:0/20:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,33,35,71-73,78H,5-15,17-19,21-32,34,36-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,35-33-/t71-,72+,73+/m0/s1	KKMZGNMMUOCMCS-RKRGKVEHSA-N	1405.003527			MMDBc0041919
BASm0028721	CL(15:0/15:1(11Z)/18:0/20:1(13Z))	CL(15:0/15:1(11Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:0/20:1(13Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,25,29,71-73,78H,5-15,17-19,21-24,26-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,29-25-/t71-,72+,73+/m0/s1	SELKJJZWANGAOR-VDWXLXOPSA-N	1405.003527			MMDBc0041920
BASm0028722	CL(15:0/15:1(11Z)/18:0/22:0)	CL(15:0/15:1(11Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:0/22:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,73-75,80H,5-15,17-19,21-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-/t73-,74+,75+/m0/s1	KZUSVHXAAIFESD-JEZLMFROSA-N	1435.050477			MMDBc0041921
BASm0028723	CL(15:0/15:1(11Z)/18:0/22:1(11Z))	CL(15:0/15:1(11Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:0/22:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,36-37,73-75,80H,5-15,17-19,21-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,37-36-/t73-,74+,75+/m0/s1	KHDOGCCHXBSPQC-RSCAAFHTSA-N	1433.034827			MMDBc0041922
BASm0028724	CL(15:0/15:1(11Z)/18:0/22:1(9Z))	CL(15:0/15:1(11Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:0/22:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,38,40,73-75,80H,5-15,17-19,21-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,40-38-/t73-,74+,75+/m0/s1	SGIHKVLNOGBSFK-JEZBKFRVSA-N	1433.034827			MMDBc0041923
BASm0028725	CL(15:0/15:1(11Z)/18:0/24:0)	CL(15:0/15:1(11Z)/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:0/24:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,75-77,82H,5-15,17-19,21-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-/t75-,76+,77+/m0/s1	YDFUWROCUOQUGT-XFAKDHHDSA-N	1463.081778			MMDBc0041924
BASm0028726	CL(15:0/15:1(11Z)/18:0/24:1(11Z))	CL(15:0/15:1(11Z)/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:0/24:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,38-39,75-77,82H,5-15,17-19,21-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,39-38-/t75-,76+,77+/m0/s1	RAQNNKNWMBPNOE-LPZRFLQVSA-N	1461.066127			MMDBc0041925
BASm0028727	CL(15:0/15:1(11Z)/18:0/24:1(9Z))	CL(15:0/15:1(11Z)/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:0/24:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,40,42,75-77,82H,5-15,17-19,21-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,42-40-/t75-,76+,77+/m0/s1	BHPCNSWRMXQRAR-PMHVZOIRSA-N	1461.066127			MMDBc0041926
BASm0028728	CL(15:0/15:1(11Z)/18:1(11Z)/18:1(11Z))	CL(15:0/15:1(11Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:1(11Z)/18:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h16,20,25-26,29-30,69-71,76H,5-15,17-19,21-24,27-28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b20-16-,29-25-,30-26-/t69-,70+,71+/m0/s1	WKLOIYPFAGDIHX-HNYBAXLESA-N	1374.956577			MMDBc0041927
BASm0028729	CL(15:0/15:1(11Z)/18:1(11Z)/18:1(9Z))	CL(15:0/15:1(11Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:1(11Z)/18:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h16,20,25,29,34,36,69-71,76H,5-15,17-19,21-24,26-28,30-33,35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b20-16-,29-25-,36-34-/t69-,70+,71+/m0/s1	GPVSQXRUCUCNEL-OOZKZRFOSA-N	1374.956577			MMDBc0041928
BASm0028730	CL(15:0/15:1(11Z)/18:1(11Z)/20:0)	CL(15:0/15:1(11Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:1(11Z)/20:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,26,30,71-73,78H,5-15,17-19,21-25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,30-26-/t71-,72+,73+/m0/s1	UNGPYCVDFJEAFP-ZIFGTCJYSA-N	1405.003527			MMDBc0041929
BASm0028731	CL(15:0/15:1(11Z)/18:1(11Z)/20:1(11Z))	CL(15:0/15:1(11Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:1(11Z)/20:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,26,30,33,35,71-73,78H,5-15,17-19,21-25,27-29,31-32,34,36-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,30-26-,35-33-/t71-,72+,73+/m0/s1	GFSHIFLFTMIGTA-LDMVKPMRSA-N	1402.987877			MMDBc0041930
BASm0028732	CL(15:0/15:1(11Z)/18:1(11Z)/20:1(13Z))	CL(15:0/15:1(11Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:1(11Z)/20:1(13Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,25-26,29-30,71-73,78H,5-15,17-19,21-24,27-28,31-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,29-25-,30-26-/t71-,72+,73+/m0/s1	AEVZAALQZBODLD-KVLCOGBHSA-N	1402.987877			MMDBc0041931
BASm0028733	CL(15:0/15:1(11Z)/18:1(11Z)/22:0)	CL(15:0/15:1(11Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:1(11Z)/22:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,26,30,73-75,80H,5-15,17-19,21-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,30-26-/t73-,74+,75+/m0/s1	NIGVBDSIIITBJM-SNQUVTOGSA-N	1433.034827			MMDBc0041932
BASm0028734	CL(15:0/15:1(11Z)/18:1(11Z)/22:1(11Z))	CL(15:0/15:1(11Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:1(11Z)/22:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,26,30,36-37,73-75,80H,5-15,17-19,21-25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,30-26-,37-36-/t73-,74+,75+/m0/s1	ZKXCGOHSSZRURO-CXTIIITFSA-N	1431.019177			MMDBc0041933
BASm0028735	CL(15:0/15:1(11Z)/18:1(11Z)/22:1(9Z))	CL(15:0/15:1(11Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:1(11Z)/22:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,26,30,38,40,73-75,80H,5-15,17-19,21-25,27-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,30-26-,40-38-/t73-,74+,75+/m0/s1	OLHOXRHANXAMAQ-XJCYDTDOSA-N	1431.019177			MMDBc0041934
BASm0028736	CL(15:0/15:1(11Z)/18:1(11Z)/24:0)	CL(15:0/15:1(11Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:1(11Z)/24:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,26,30,75-77,82H,5-15,17-19,21-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,30-26-/t75-,76+,77+/m0/s1	DSJSLAYJDRYKBU-BXDXDVRGSA-N	1461.066127			MMDBc0041935
BASm0028737	CL(15:0/15:1(11Z)/18:1(11Z)/24:1(11Z))	CL(15:0/15:1(11Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:1(11Z)/24:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,26,30,38-39,75-77,82H,5-15,17-19,21-25,27-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,30-26-,39-38-/t75-,76+,77+/m0/s1	BWJNLMHDJVQZPG-FMLYYABZSA-N	1459.050477			MMDBc0041936
BASm0028738	CL(15:0/15:1(11Z)/18:1(11Z)/24:1(9Z))	CL(15:0/15:1(11Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:1(11Z)/24:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,26,30,40,42,75-77,82H,5-15,17-19,21-25,27-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,30-26-,42-40-/t75-,76+,77+/m0/s1	PSNYOUMMJVAVRU-SQVSKNAOSA-N	1459.050477			MMDBc0041937
BASm0028739	CL(15:0/15:1(11Z)/18:1(9Z)/18:1(11Z))	CL(15:0/15:1(11Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:1(9Z)/18:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h16,20,26,30,33,35,69-71,76H,5-15,17-19,21-25,27-29,31-32,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b20-16-,30-26-,35-33-/t69-,70+,71+/m0/s1	ANGSENBOSJQDKY-JLRHZPSASA-N	1374.956577			MMDBc0041938
BASm0028740	CL(15:0/15:1(11Z)/18:1(9Z)/18:1(9Z))	CL(15:0/15:1(11Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:1(9Z)/18:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h16,20,33-36,69-71,76H,5-15,17-19,21-32,37-68H2,1-4H3,(H,81,82)(H,83,84)/b20-16-,35-33-,36-34-/t69-,70+,71+/m0/s1	FUIXNUAYNWXYSY-IBCGXEFHSA-N	1374.956577			MMDBc0041939
BASm0028741	CL(15:0/15:1(11Z)/18:1(9Z)/20:0)	CL(15:0/15:1(11Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:1(9Z)/20:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,34,37,71-73,78H,5-15,17-19,21-33,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,37-34-/t71-,72+,73+/m0/s1	KBVBVTTXKDJYRM-VRJKYQTASA-N	1405.003527			MMDBc0041940
BASm0028742	CL(15:0/15:1(11Z)/18:1(9Z)/20:1(11Z))	CL(15:0/15:1(11Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:1(9Z)/20:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,33-35,37,71-73,78H,5-15,17-19,21-32,36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,35-33-,37-34-/t71-,72+,73+/m0/s1	ISIRBRXTBHUPBV-SABSLMETSA-N	1402.987877			MMDBc0041941
BASm0028743	CL(15:0/15:1(11Z)/18:1(9Z)/20:1(13Z))	CL(15:0/15:1(11Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:1(9Z)/20:1(13Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,25,29,34,37,71-73,78H,5-15,17-19,21-24,26-28,30-33,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,29-25-,37-34-/t71-,72+,73+/m0/s1	RHFYCQACMCLSGV-BSBGNTPHSA-N	1402.987877			MMDBc0041942
BASm0028744	CL(15:0/15:1(11Z)/18:1(9Z)/22:0)	CL(15:0/15:1(11Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:1(9Z)/22:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,34,39,73-75,80H,5-15,17-19,21-33,35-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,39-34-/t73-,74+,75+/m0/s1	VZYKQNCVTAZXJZ-MSJWMKCDSA-N	1433.034827			MMDBc0041943
BASm0028745	CL(15:0/15:1(11Z)/18:1(9Z)/22:1(11Z))	CL(15:0/15:1(11Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:1(9Z)/22:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,34,36-37,39,73-75,80H,5-15,17-19,21-33,35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,37-36-,39-34-/t73-,74+,75+/m0/s1	SJAJQHBVGQTEGH-RISBGSRTSA-N	1431.019177			MMDBc0041944
BASm0028746	CL(15:0/15:1(11Z)/18:1(9Z)/22:1(9Z))	CL(15:0/15:1(11Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:1(9Z)/22:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,34,38-40,73-75,80H,5-15,17-19,21-33,35-37,41-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,39-34-,40-38-/t73-,74+,75+/m0/s1	CMWCIJZXQQEFNN-XWJRGUMWSA-N	1431.019177			MMDBc0041945
BASm0028747	CL(15:0/15:1(11Z)/18:1(9Z)/24:0)	CL(15:0/15:1(11Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:1(9Z)/24:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,34,41,75-77,82H,5-15,17-19,21-33,35-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,41-34-/t75-,76+,77+/m0/s1	DVKNIPQBWRZNEZ-FCIMJMFISA-N	1461.066127			MMDBc0041946
BASm0028748	CL(15:0/15:1(11Z)/18:1(9Z)/24:1(11Z))	CL(15:0/15:1(11Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:1(9Z)/24:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,34,38-39,41,75-77,82H,5-15,17-19,21-33,35-37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,39-38-,41-34-/t75-,76+,77+/m0/s1	MYONUGHEADTEJB-VKBVISDXSA-N	1459.050477			MMDBc0041947
BASm0028749	CL(15:0/15:1(11Z)/18:1(9Z)/24:1(9Z))	CL(15:0/15:1(11Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/18:1(9Z)/24:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,34,40-42,75-77,82H,5-15,17-19,21-33,35-39,43-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,41-34-,42-40-/t75-,76+,77+/m0/s1	YFUPWVDDWHDPNP-COWCPMKQSA-N	1459.050477			MMDBc0041948
BASm0028750	CL(15:0/15:1(11Z)/20:0/20:0)	CL(15:0/15:1(11Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/20:0/20:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,73-75,80H,5-15,17-19,21-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-/t73-,74+,75+/m0/s1	JRKXBNJBXCKQGE-JEZLMFROSA-N	1435.050477			MMDBc0041949
BASm0028751	CL(15:0/15:1(11Z)/20:0/20:1(11Z))	CL(15:0/15:1(11Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/20:0/20:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,34,36,73-75,80H,5-15,17-19,21-33,35,37-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,36-34-/t73-,74+,75+/m0/s1	ZNAWYKWSZDHVCY-RYOOFLSASA-N	1433.034827			MMDBc0041950
BASm0028752	CL(15:0/15:1(11Z)/20:0/20:1(13Z))	CL(15:0/15:1(11Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/20:0/20:1(13Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,26,30,73-75,80H,5-15,17-19,21-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,30-26-/t73-,74+,75+/m0/s1	OFAQVQJPRPAHEN-SNQUVTOGSA-N	1433.034827			MMDBc0041951
BASm0028753	CL(15:0/15:1(11Z)/20:0/22:0)	CL(15:0/15:1(11Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/20:0/22:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,75-77,82H,5-15,17-19,21-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-/t75-,76+,77+/m0/s1	HGBYWQVEAHBFEZ-XFAKDHHDSA-N	1463.081778			MMDBc0041952
BASm0028754	CL(15:0/15:1(11Z)/20:0/22:1(11Z))	CL(15:0/15:1(11Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/20:0/22:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,37-38,75-77,82H,5-15,17-19,21-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,38-37-/t75-,76+,77+/m0/s1	YWAOLODFDYELQF-YCYPACONSA-N	1461.066127			MMDBc0041953
BASm0028755	CL(15:0/15:1(11Z)/20:0/22:1(9Z))	CL(15:0/15:1(11Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/20:0/22:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,40,42,75-77,82H,5-15,17-19,21-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,42-40-/t75-,76+,77+/m0/s1	WGQVZFWDWJYQOU-PMHVZOIRSA-N	1461.066127			MMDBc0041954
BASm0028756	CL(15:0/15:1(11Z)/20:1(11Z)/20:1(11Z))	CL(15:0/15:1(11Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/20:1(11Z)/20:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,33-36,73-75,80H,5-15,17-19,21-32,37-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,35-33-,36-34-/t73-,74+,75+/m0/s1	ZVVSWWRCFSMKNY-WJINGZNYSA-N	1431.019177			MMDBc0041955
BASm0028757	CL(15:0/15:1(11Z)/20:1(11Z)/20:1(13Z))	CL(15:0/15:1(11Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/20:1(11Z)/20:1(13Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,26,30,33,35,73-75,80H,5-15,17-19,21-25,27-29,31-32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,30-26-,35-33-/t73-,74+,75+/m0/s1	SUBDMSRPNBMRRO-SLSMPPIVSA-N	1431.019177			MMDBc0041956
BASm0028758	CL(15:0/15:1(11Z)/20:1(11Z)/22:0)	CL(15:0/15:1(11Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/20:1(11Z)/22:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,34,36,75-77,82H,5-15,17-19,21-33,35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,36-34-/t75-,76+,77+/m0/s1	LHIIDOHMNKXVCS-VBKCNOOFSA-N	1461.066127			MMDBc0041957
BASm0028759	CL(15:0/15:1(11Z)/20:1(11Z)/22:1(11Z))	CL(15:0/15:1(11Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/20:1(11Z)/22:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,34,36-38,75-77,82H,5-15,17-19,21-33,35,39-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,36-34-,38-37-/t75-,76+,77+/m0/s1	XWOVSBPWZKXDOR-DTFLPSOXSA-N	1459.050477			MMDBc0041958
BASm0028760	CL(15:0/15:1(11Z)/20:1(11Z)/22:1(9Z))	CL(15:0/15:1(11Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/20:1(11Z)/22:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,34,36,40,42,75-77,82H,5-15,17-19,21-33,35,37-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,36-34-,42-40-/t75-,76+,77+/m0/s1	PWZAZYPCNZVJKX-RGTCZTESSA-N	1459.050477			MMDBc0041959
BASm0028761	CL(15:0/15:1(11Z)/20:1(13Z)/20:1(11Z))	CL(15:0/15:1(11Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/20:1(13Z)/20:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,25,29,34,36,73-75,80H,5-15,17-19,21-24,26-28,30-33,35,37-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,29-25-,36-34-/t73-,74+,75+/m0/s1	UFDFSNJWFLQZQT-GVDHHTSGSA-N	1431.019177			MMDBc0041960
BASm0028762	CL(15:0/15:1(11Z)/20:1(13Z)/20:1(13Z))	CL(15:0/15:1(11Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/20:1(13Z)/20:1(13Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,25-26,29-30,73-75,80H,5-15,17-19,21-24,27-28,31-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,29-25-,30-26-/t73-,74+,75+/m0/s1	JZSUWEKLJLZZNL-PHGALNBMSA-N	1431.019177			MMDBc0041961
BASm0028763	CL(15:0/15:1(11Z)/20:1(13Z)/22:0)	CL(15:0/15:1(11Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/20:1(13Z)/22:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,26,30,75-77,82H,5-15,17-19,21-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,30-26-/t75-,76+,77+/m0/s1	XYUSHFJMKVWTIF-BXDXDVRGSA-N	1461.066127			MMDBc0041962
BASm0028764	CL(15:0/15:1(11Z)/20:1(13Z)/22:1(11Z))	CL(15:0/15:1(11Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/20:1(13Z)/22:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,26,30,37-38,75-77,82H,5-15,17-19,21-25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,30-26-,38-37-/t75-,76+,77+/m0/s1	WDRWVOUMBKLQMD-PCBZWMSMSA-N	1459.050477			MMDBc0041963
BASm0028765	CL(15:0/15:1(11Z)/20:1(13Z)/22:1(9Z))	CL(15:0/15:1(11Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(11Z)/20:1(13Z)/22:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,26,30,40,42,75-77,82H,5-15,17-19,21-25,27-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,30-26-,42-40-/t75-,76+,77+/m0/s1	MNOLFFJPZGTGGZ-SQVSKNAOSA-N	1459.050477			MMDBc0041964
BASm0028766	CL(15:0/15:1(9Z)/15:0/15:1(11Z))	CL(15:0/15:1(9Z)/15:0/15:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/15:0/15:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C3 positions, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h15,19,24,28,63-65,70H,5-14,16-18,20-23,25-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b19-15-,28-24-/t63-,64-,65-/m1/s1	NQFXLUSYPZDVBB-AYAKYJSNSA-N	1292.878327			MMDBc0041965
BASm0028767	CL(15:0/15:1(9Z)/15:0/15:1(9Z))	CL(15:0/15:1(9Z)/15:0/15:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/15:0/15:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C3 positions, two chains of (9Z-pentadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H130O17P2	InChI=1S/C69H130O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h23-24,27-28,63-65,70H,5-22,25-26,29-62H2,1-4H3,(H,75,76)(H,77,78)/b27-23-,28-24-/t64-,65-/m1/s1	OYQVIAMGKBHUED-VWXXJOAVSA-N	1292.878327			MMDBc0041966
BASm0028768	CL(15:0/15:1(9Z)/15:1(11Z)/15:1(11Z))	CL(15:0/15:1(9Z)/15:1(11Z)/15:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/15:1(11Z)/15:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, two chains of (11Z-pentadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h13,15,17,19,24,28,63-65,70H,5-12,14,16,18,20-23,25-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b17-13-,19-15-,28-24-/t63-,64-,65-/m1/s1	JDMRBHGZUFNMOY-WDKNTOCQSA-N	1290.862677			MMDBc0041967
BASm0028769	CL(15:0/15:1(9Z)/15:1(11Z)/15:1(9Z))	CL(15:0/15:1(9Z)/15:1(11Z)/15:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/15:1(11Z)/15:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C4 positions, one chain of (11Z-pentadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h13,17,23-24,27-28,63-65,70H,5-12,14-16,18-22,25-26,29-62H2,1-4H3,(H,75,76)(H,77,78)/b17-13-,27-23-,28-24-/t63-,64-,65-/m1/s1	KNXDWSXNDJKTET-GDVCPSNASA-N	1290.862677			MMDBc0041968
BASm0028770	CL(15:0/15:1(9Z)/15:1(11Z)/23:1(11Z))	CL(15:0/15:1(9Z)/15:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/15:1(11Z)/23:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h15,19,24,28,36-37,71-73,78H,5-14,16-18,20-23,25-27,29-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,28-24-,37-36-/t71-,72+,73+/m0/s1	HKOUAMISNKGFBZ-DUYKJKRWSA-N	1402.987877			MMDBc0041969
BASm0028771	CL(15:0/15:1(9Z)/15:1(11Z)/23:1(9Z))	CL(15:0/15:1(9Z)/15:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/15:1(11Z)/23:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h15,19,24,28,38-39,71-73,78H,5-14,16-18,20-23,25-27,29-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,28-24-,39-38-/t71-,72+,73+/m0/s1	CKBKPQKQEYHFGX-GORQKKSYSA-N	1402.987877			MMDBc0041970
BASm0028772	CL(15:0/15:1(9Z)/15:1(11Z)/25:0)	CL(15:0/15:1(9Z)/15:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/15:1(11Z)/25:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h15,19,24,28,73-75,80H,5-14,16-18,20-23,25-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-/t73-,74+,75+/m0/s1	MIIBIRZGUXPIHN-JOCOCQOVSA-N	1433.034827			MMDBc0041971
BASm0028773	CL(15:0/15:1(9Z)/15:1(11Z)/25:1(11Z))	CL(15:0/15:1(9Z)/15:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/15:1(11Z)/25:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h15,19,24,28,38-39,73-75,80H,5-14,16-18,20-23,25-27,29-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-,39-38-/t73-,74+,75+/m0/s1	NITNTJUSIKXXJW-ZEIIVOKJSA-N	1431.019177			MMDBc0041972
BASm0028774	CL(15:0/15:1(9Z)/15:1(11Z)/25:1(9Z))	CL(15:0/15:1(9Z)/15:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/15:1(11Z)/25:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h15,19,24,28,40-41,73-75,80H,5-14,16-18,20-23,25-27,29-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-,41-40-/t73-,74+,75+/m0/s1	UOHJSBJNUVGUAV-CSAIZVOQSA-N	1431.019177			MMDBc0041973
BASm0028775	CL(15:0/15:1(9Z)/15:1(11Z)/27:0)	CL(15:0/15:1(9Z)/15:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/15:1(11Z)/27:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h15,19,24,28,75-77,82H,5-14,16-18,20-23,25-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-24-/t75-,76+,77+/m0/s1	IMUXJIXSTZWEOC-IRZMBNNDSA-N	1461.066127			MMDBc0041974
BASm0028776	CL(15:0/15:1(9Z)/15:1(11Z)/27:1(11Z))	CL(15:0/15:1(9Z)/15:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/15:1(11Z)/27:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h15,19,24,28,40-41,75-77,82H,5-14,16-18,20-23,25-27,29-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-24-,41-40-/t75-,76+,77+/m0/s1	JPCIOZATVITXFK-IZTLZNPPSA-N	1459.050477			MMDBc0041975
BASm0028777	CL(15:0/15:1(9Z)/15:1(11Z)/27:1(9Z))	CL(15:0/15:1(9Z)/15:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/15:1(11Z)/27:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h15,19,24,28,42-43,75-77,82H,5-14,16-18,20-23,25-27,29-41,44-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-24-,43-42-/t75-,76+,77+/m0/s1	CSSJPVUBKYDMBD-WFVYOLKWSA-N	1459.050477			MMDBc0041976
BASm0028778	CL(15:0/15:1(9Z)/15:1(9Z)/15:1(11Z))	CL(15:0/15:1(9Z)/15:1(9Z)/15:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/15:1(9Z)/15:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-pentadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h15,19,21,24-25,28,63-65,70H,5-14,16-18,20,22-23,26-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b19-15-,25-21-,28-24-/t63-,64-,65-/m1/s1	ZDLXFRNQRHWJEO-RYNSOOLNSA-N	1290.862677			MMDBc0041977
BASm0028779	CL(15:0/15:1(9Z)/15:1(9Z)/15:1(9Z))	CL(15:0/15:1(9Z)/15:1(9Z)/15:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/15:1(9Z)/15:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, three chains of (9Z-pentadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H128O17P2	InChI=1S/C69H128O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h21,23-25,27-28,63-65,70H,5-20,22,26,29-62H2,1-4H3,(H,75,76)(H,77,78)/b25-21-,27-23-,28-24-/t63-,64-,65-/m1/s1	RKHDYDVWABBLKQ-PJLFRRROSA-N	1290.862677			MMDBc0041978
BASm0028780	CL(15:0/15:1(9Z)/15:1(9Z)/23:1(11Z))	CL(15:0/15:1(9Z)/15:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/15:1(9Z)/23:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h23-24,27-28,36-37,71-73,78H,5-22,25-26,29-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,28-24-,37-36-/t71-,72+,73+/m0/s1	BGDHJFDPQCPOSZ-JTUGOIFWSA-N	1402.987877			MMDBc0041979
BASm0028781	CL(15:0/15:1(9Z)/15:1(9Z)/23:1(9Z))	CL(15:0/15:1(9Z)/15:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/15:1(9Z)/23:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h23-24,27-28,38-39,71-73,78H,5-22,25-26,29-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,28-24-,39-38-/t71-,72+,73+/m0/s1	KODYYQKLZFZDTE-NNOIFCPTSA-N	1402.987877			MMDBc0041980
BASm0028782	CL(15:0/15:1(9Z)/15:1(9Z)/25:0)	CL(15:0/15:1(9Z)/15:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/15:1(9Z)/25:0) contains one chain of pentadecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h23-24,27-28,73-75,80H,5-22,25-26,29-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,28-24-/t73-,74+,75+/m0/s1	OBMCGFDQRNMGBT-ORIYZTQESA-N	1433.034827			MMDBc0041981
BASm0028783	CL(15:0/15:1(9Z)/15:1(9Z)/25:1(11Z))	CL(15:0/15:1(9Z)/15:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/15:1(9Z)/25:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h23-24,27-28,38-39,73-75,80H,5-22,25-26,29-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,28-24-,39-38-/t73-,74+,75+/m0/s1	WOWQKDXVJNRYBH-LMOYYTHJSA-N	1431.019177			MMDBc0041982
BASm0028784	CL(15:0/15:1(9Z)/15:1(9Z)/25:1(9Z))	CL(15:0/15:1(9Z)/15:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/15:1(9Z)/25:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h23-24,27-28,40-41,73-75,80H,5-22,25-26,29-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,28-24-,41-40-/t73-,74+,75+/m0/s1	TWFZSJCEZKHUOT-HHZBXAOYSA-N	1431.019177			MMDBc0041983
BASm0028785	CL(15:0/15:1(9Z)/15:1(9Z)/27:0)	CL(15:0/15:1(9Z)/15:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/15:1(9Z)/27:0) contains one chain of pentadecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h23-24,27-28,75-77,82H,5-22,25-26,29-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,28-24-/t75-,76+,77+/m0/s1	ZBJNVBZMOUNVRM-VHRZTQBDSA-N	1461.066127			MMDBc0041984
BASm0028786	CL(15:0/15:1(9Z)/15:1(9Z)/27:1(11Z))	CL(15:0/15:1(9Z)/15:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/15:1(9Z)/27:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h23-24,27-28,40-41,75-77,82H,5-22,25-26,29-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,28-24-,41-40-/t75-,76+,77+/m0/s1	AGQCUVQZLLLIQE-TUWTTYAJSA-N	1459.050477			MMDBc0041985
BASm0028787	CL(15:0/15:1(9Z)/15:1(9Z)/27:1(9Z))	CL(15:0/15:1(9Z)/15:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/15:1(9Z)/27:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h23-24,27-28,42-43,75-77,82H,5-22,25-26,29-41,44-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,28-24-,43-42-/t75-,76+,77+/m0/s1	HFAFIRGAYOWVHK-MYJQXWIISA-N	1459.050477			MMDBc0041986
BASm0028788	CL(15:0/15:1(9Z)/16:0/16:0)	CL(15:0/15:1(9Z)/16:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:0/16:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, two chains of hexadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C71H136O17P2	InChI=1S/C71H136O17P2/c1-5-9-13-17-21-25-29-33-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-32-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h24,28,65-67,72H,5-23,25-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b28-24-/t65-,66+,67+/m0/s1	YBGHJIPRVGJGLU-YSXIGAJNSA-N	1322.925277			MMDBc0041987
BASm0028789	CL(15:0/15:1(9Z)/16:0/16:1(11Z))	CL(15:0/15:1(9Z)/16:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:0/16:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-33-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-32-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h18,22,24,28,65-67,72H,5-17,19-21,23,25-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,28-24-/t65-,66+,67+/m0/s1	WJMNELKIZMMMPI-RGBVAENUSA-N	1320.909627			MMDBc0041988
BASm0028790	CL(15:0/15:1(9Z)/16:0/16:1(9Z))	CL(15:0/15:1(9Z)/16:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:0/16:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-33-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-32-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h24,26,28,30,65-67,72H,5-23,25,27,29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b28-24-,30-26-/t65-,66+,67+/m0/s1	OVCAVEFZIDCWKF-ANCWNYBRSA-N	1320.909627			MMDBc0041989
BASm0028791	CL(15:0/15:1(9Z)/16:0/18:0)	CL(15:0/15:1(9Z)/16:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:0/18:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h24,28,67-69,74H,5-23,25-27,29-66H2,1-4H3,(H,79,80)(H,81,82)/b28-24-/t67-,68+,69+/m0/s1	YAGYNLBYAZCOCS-VXPDTPHWSA-N	1350.956577			MMDBc0041990
BASm0028792	CL(15:0/15:1(9Z)/16:0/18:1(11Z))	CL(15:0/15:1(9Z)/16:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:0/18:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h24-25,28-29,67-69,74H,5-23,26-27,30-66H2,1-4H3,(H,79,80)(H,81,82)/b28-24-,29-25-/t67-,68+,69+/m0/s1	BJMOWZASRVKYSA-WVZRIIAWSA-N	1348.940927			MMDBc0041991
BASm0028793	CL(15:0/15:1(9Z)/16:0/18:1(9Z))	CL(15:0/15:1(9Z)/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:0/18:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h24,28,33-34,67-69,74H,5-23,25-27,29-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b28-24-,34-33-/t67-,68+,69+/m0/s1	JUXVYPKYWHQIJM-IYGBTEORSA-N	1348.940927			MMDBc0041992
BASm0028794	CL(15:0/15:1(9Z)/16:0/20:0)	CL(15:0/15:1(9Z)/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:0/20:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h24,28,69-71,76H,5-23,25-27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b28-24-/t69-,70+,71+/m0/s1	AGOCYNQBDDEGQE-FVJNDQRJSA-N	1378.987877			MMDBc0041993
BASm0028795	CL(15:0/15:1(9Z)/16:0/20:1(11Z))	CL(15:0/15:1(9Z)/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:0/20:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h24,28,33-34,69-71,76H,5-23,25-27,29-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b28-24-,34-33-/t69-,70+,71+/m0/s1	KDEWTMSHSZNWKU-MOFXQHNMSA-N	1376.972227			MMDBc0041994
BASm0028796	CL(15:0/15:1(9Z)/16:0/20:1(13Z))	CL(15:0/15:1(9Z)/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:0/20:1(13Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h24-25,28-29,69-71,76H,5-23,26-27,30-68H2,1-4H3,(H,81,82)(H,83,84)/b28-24-,29-25-/t69-,70+,71+/m0/s1	DOKQAAAPNSJEKN-BASXSKTLSA-N	1376.972227			MMDBc0041995
BASm0028797	CL(15:0/15:1(9Z)/16:0/22:0)	CL(15:0/15:1(9Z)/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:0/22:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h24,28,71-73,78H,5-23,25-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b28-24-/t71-,72+,73+/m0/s1	UBTOSNIJIGHZIS-XVPUFKSJSA-N	1407.019177			MMDBc0041996
BASm0028798	CL(15:0/15:1(9Z)/16:0/22:1(11Z))	CL(15:0/15:1(9Z)/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:0/22:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h24,28,35-36,71-73,78H,5-23,25-27,29-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b28-24-,36-35-/t71-,72+,73+/m0/s1	RJWOCZPHKWPFRT-OBKQXTSDSA-N	1405.003527			MMDBc0041997
BASm0028799	CL(15:0/15:1(9Z)/16:0/22:1(9Z))	CL(15:0/15:1(9Z)/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:0/22:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h24,28,37-38,71-73,78H,5-23,25-27,29-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b28-24-,38-37-/t71-,72+,73+/m0/s1	MPPXYLPXBIHWIG-OCHKBWIISA-N	1405.003527			MMDBc0041998
BASm0028800	CL(15:0/15:1(9Z)/16:0/24:0)	CL(15:0/15:1(9Z)/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:0/24:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,28,73-75,80H,5-23,25-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-/t73-,74+,75+/m0/s1	UFSGJOARIJBURZ-XPLBUDABSA-N	1435.050477			MMDBc0041999
BASm0028801	CL(15:0/15:1(9Z)/16:0/24:1(11Z))	CL(15:0/15:1(9Z)/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:0/24:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,28,37-38,73-75,80H,5-23,25-27,29-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-,38-37-/t73-,74+,75+/m0/s1	MKJVILVNOYHYMW-IJAGOASQSA-N	1433.034827			MMDBc0042000
BASm0028802	CL(15:0/15:1(9Z)/16:0/24:1(9Z))	CL(15:0/15:1(9Z)/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:0/24:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,28,39-40,73-75,80H,5-23,25-27,29-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-,40-39-/t73-,74+,75+/m0/s1	DCOKKNQVIFFJMZ-BFDLAGGOSA-N	1433.034827			MMDBc0042001
BASm0028803	CL(15:0/15:1(9Z)/16:0/26:0)	CL(15:0/15:1(9Z)/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:0/26:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h24,28,75-77,82H,5-23,25-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-/t75-,76+,77+/m0/s1	LYPCHHFQOYMQRA-HTVWONGSSA-N	1463.081778			MMDBc0042002
BASm0028804	CL(15:0/15:1(9Z)/16:0/26:1(11Z))	CL(15:0/15:1(9Z)/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:0/26:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h24,28,38-39,75-77,82H,5-23,25-27,29-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,39-38-/t75-,76+,77+/m0/s1	GDHSRTWWXYYVBZ-GPNCCKMPSA-N	1461.066127			MMDBc0042003
BASm0028805	CL(15:0/15:1(9Z)/16:0/26:1(9Z))	CL(15:0/15:1(9Z)/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:0/26:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C82H156O17P2	InChI=1S/C82H156O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h24,28,41-42,76-78,83H,5-23,25-27,29-40,43-75H2,1-4H3,(H,88,89)(H,90,91)/b28-24-,42-41-/t76-,77+,78+/m0/s1	VPFKIHBLYXMTHB-QYIFSBIDSA-N	1475.081778			MMDBc0042004
BASm0028806	CL(15:0/15:1(9Z)/16:1(11Z)/16:1(11Z))	CL(15:0/15:1(9Z)/16:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(11Z)/16:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, two chains of (11Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-33-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-32-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h17-18,21-22,24,28,65-67,72H,5-16,19-20,23,25-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b21-17-,22-18-,28-24-/t65-,66+,67+/m0/s1	CXEFVRSCPFQTPV-PAZIJNFASA-N	1318.893977			MMDBc0042005
BASm0028807	CL(15:0/15:1(9Z)/16:1(11Z)/16:1(9Z))	CL(15:0/15:1(9Z)/16:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(11Z)/16:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-33-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-32-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h17,21,24,26,28,30,65-67,72H,5-16,18-20,22-23,25,27,29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b21-17-,28-24-,30-26-/t65-,66+,67+/m0/s1	QDAZFYGQQJPADX-RLRMMLIESA-N	1318.893977			MMDBc0042006
BASm0028808	CL(15:0/15:1(9Z)/16:1(11Z)/18:0)	CL(15:0/15:1(9Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(11Z)/18:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h18,22,24,28,67-69,74H,5-17,19-21,23,25-27,29-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,28-24-/t67-,68+,69+/m0/s1	RQZAQUDUUAZESX-ZYZIOFFSSA-N	1348.940927			MMDBc0042007
BASm0028809	CL(15:0/15:1(9Z)/16:1(11Z)/18:1(11Z))	CL(15:0/15:1(9Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(11Z)/18:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h18,22,24-25,28-29,67-69,74H,5-17,19-21,23,26-27,30-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,28-24-,29-25-/t67-,68+,69+/m0/s1	NETAHGJJIQQDKL-MQCJATMASA-N	1346.925277			MMDBc0042008
BASm0028810	CL(15:0/15:1(9Z)/16:1(11Z)/18:1(9Z))	CL(15:0/15:1(9Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(11Z)/18:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h18,22,24,28,33-34,67-69,74H,5-17,19-21,23,25-27,29-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,28-24-,34-33-/t67-,68+,69+/m0/s1	ABYBLLORNWGCQP-LMNQYFBISA-N	1346.925277			MMDBc0042009
BASm0028811	CL(15:0/15:1(9Z)/16:1(11Z)/20:0)	CL(15:0/15:1(9Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(11Z)/20:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h18,22,24,28,69-71,76H,5-17,19-21,23,25-27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,28-24-/t69-,70+,71+/m0/s1	ZHUMIHVLQQKCNH-FYTOTJRKSA-N	1376.972227			MMDBc0042010
BASm0028812	CL(15:0/15:1(9Z)/16:1(11Z)/20:1(11Z))	CL(15:0/15:1(9Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(11Z)/20:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h18,22,24,28,33-34,69-71,76H,5-17,19-21,23,25-27,29-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,28-24-,34-33-/t69-,70+,71+/m0/s1	GLACXYDYJHNUMR-YJYBITLXSA-N	1374.956577			MMDBc0042011
BASm0028813	CL(15:0/15:1(9Z)/16:1(11Z)/20:1(13Z))	CL(15:0/15:1(9Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(11Z)/20:1(13Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h18,22,24-25,28-29,69-71,76H,5-17,19-21,23,26-27,30-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,28-24-,29-25-/t69-,70+,71+/m0/s1	DDYURJMPTQKCAF-ITRKBSJKSA-N	1374.956577			MMDBc0042012
BASm0028814	CL(15:0/15:1(9Z)/16:1(11Z)/22:0)	CL(15:0/15:1(9Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(11Z)/22:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,22,24,28,71-73,78H,5-17,19-21,23,25-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,28-24-/t71-,72+,73+/m0/s1	KBVOAEUGJRZRMH-YSDOPPPRSA-N	1405.003527			MMDBc0042013
BASm0028815	CL(15:0/15:1(9Z)/16:1(11Z)/22:1(11Z))	CL(15:0/15:1(9Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(11Z)/22:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,22,24,28,35-36,71-73,78H,5-17,19-21,23,25-27,29-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,28-24-,36-35-/t71-,72+,73+/m0/s1	RDNQUQRUBQKQBD-ATGLBTMXSA-N	1402.987877			MMDBc0042014
BASm0028816	CL(15:0/15:1(9Z)/16:1(11Z)/22:1(9Z))	CL(15:0/15:1(9Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(11Z)/22:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,22,24,28,37-38,71-73,78H,5-17,19-21,23,25-27,29-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,28-24-,38-37-/t71-,72+,73+/m0/s1	HLFVSSZAXPVFIF-XVUHOCBVSA-N	1402.987877			MMDBc0042015
BASm0028817	CL(15:0/15:1(9Z)/16:1(11Z)/24:0)	CL(15:0/15:1(9Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(11Z)/24:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,22,24,28,73-75,80H,5-17,19-21,23,25-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,28-24-/t73-,74+,75+/m0/s1	GCYJNBLYTMPOJW-RPLWUQSWSA-N	1433.034827			MMDBc0042016
BASm0028818	CL(15:0/15:1(9Z)/16:1(11Z)/24:1(11Z))	CL(15:0/15:1(9Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(11Z)/24:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,22,24,28,37-38,73-75,80H,5-17,19-21,23,25-27,29-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,28-24-,38-37-/t73-,74+,75+/m0/s1	SIVAGRKBRVWYEC-NQDCFYEMSA-N	1431.019177			MMDBc0042017
BASm0028819	CL(15:0/15:1(9Z)/16:1(11Z)/24:1(9Z))	CL(15:0/15:1(9Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(11Z)/24:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,22,24,28,39-40,73-75,80H,5-17,19-21,23,25-27,29-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,28-24-,40-39-/t73-,74+,75+/m0/s1	XGTXKGWXKACSNJ-DSQAZGAISA-N	1431.019177			MMDBc0042018
BASm0028820	CL(15:0/15:1(9Z)/16:1(11Z)/26:0)	CL(15:0/15:1(9Z)/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(11Z)/26:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h18,22,24,28,75-77,82H,5-17,19-21,23,25-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,28-24-/t75-,76+,77+/m0/s1	WMMACHQYKFXFQY-SNRZJWJGSA-N	1461.066127			MMDBc0042019
BASm0028821	CL(15:0/15:1(9Z)/16:1(11Z)/26:1(11Z))	CL(15:0/15:1(9Z)/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(11Z)/26:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h18,22,24,28,38-39,75-77,82H,5-17,19-21,23,25-27,29-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,28-24-,39-38-/t75-,76+,77+/m0/s1	LWXKNBMNHPTTFP-ZEAPWMJVSA-N	1459.050477			MMDBc0042020
BASm0028822	CL(15:0/15:1(9Z)/16:1(11Z)/26:1(9Z))	CL(15:0/15:1(9Z)/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(11Z)/26:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h18,22,24,28,41-42,76-78,83H,5-17,19-21,23,25-27,29-40,43-75H2,1-4H3,(H,88,89)(H,90,91)/b22-18-,28-24-,42-41-/t76-,77+,78+/m0/s1	BHJIUNCTIFXRAN-GKOPIMHSSA-N	1473.066127			MMDBc0042021
BASm0028823	CL(15:0/15:1(9Z)/16:1(9Z)/16:1(11Z))	CL(15:0/15:1(9Z)/16:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(9Z)/16:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-33-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-32-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h18,22,24-25,28-29,65-67,72H,5-17,19-21,23,26-27,30-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,28-24-,29-25-/t65-,66+,67+/m0/s1	MAACZHBXNNJHRC-ZZWCOGCHSA-N	1318.893977			MMDBc0042022
BASm0028824	CL(15:0/15:1(9Z)/16:1(9Z)/16:1(9Z))	CL(15:0/15:1(9Z)/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(9Z)/16:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-33-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-32-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h24-26,28-30,65-67,72H,5-23,27,31-64H2,1-4H3,(H,77,78)(H,79,80)/b28-24-,29-25-,30-26-/t65-,66+,67+/m0/s1	QZDVOYPFABEZHD-VRFKRTMFSA-N	1318.893977			MMDBc0042023
BASm0028825	CL(15:0/15:1(9Z)/16:1(9Z)/18:0)	CL(15:0/15:1(9Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(9Z)/18:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h24,26,28,30,67-69,74H,5-23,25,27,29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b28-24-,30-26-/t67-,68+,69+/m0/s1	JRKPFEIGTWGASQ-POZYRQCLSA-N	1348.940927			MMDBc0042024
BASm0028826	CL(15:0/15:1(9Z)/16:1(9Z)/18:1(11Z))	CL(15:0/15:1(9Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(9Z)/18:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h24-26,28-30,67-69,74H,5-23,27,31-66H2,1-4H3,(H,79,80)(H,81,82)/b28-24-,29-25-,30-26-/t67-,68+,69+/m0/s1	PBVIYANCPMDBKA-FWPLRYSCSA-N	1346.925277			MMDBc0042025
BASm0028827	CL(15:0/15:1(9Z)/16:1(9Z)/18:1(9Z))	CL(15:0/15:1(9Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(9Z)/18:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h24,26,28,30,33-34,67-69,74H,5-23,25,27,29,31-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b28-24-,30-26-,34-33-/t67-,68+,69+/m0/s1	MNTJCZVXJPNBRS-KKYFDBIESA-N	1346.925277			MMDBc0042026
BASm0028828	CL(15:0/15:1(9Z)/16:1(9Z)/20:0)	CL(15:0/15:1(9Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(9Z)/20:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h24,26,28,30,69-71,76H,5-23,25,27,29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b28-24-,30-26-/t69-,70+,71+/m0/s1	ZDHGSMCKLGGKSI-ABULPHBVSA-N	1376.972227			MMDBc0042027
BASm0028829	CL(15:0/15:1(9Z)/16:1(9Z)/20:1(11Z))	CL(15:0/15:1(9Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(9Z)/20:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h24,26,28,30,33-34,69-71,76H,5-23,25,27,29,31-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b28-24-,30-26-,34-33-/t69-,70+,71+/m0/s1	NTGQONBXGUDWGN-JOKKQKOHSA-N	1374.956577			MMDBc0042028
BASm0028830	CL(15:0/15:1(9Z)/16:1(9Z)/20:1(13Z))	CL(15:0/15:1(9Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(9Z)/20:1(13Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h24-26,28-30,69-71,76H,5-23,27,31-68H2,1-4H3,(H,81,82)(H,83,84)/b28-24-,29-25-,30-26-/t69-,70+,71+/m0/s1	YOGILVVQXACIKF-AGNFLQIBSA-N	1374.956577			MMDBc0042029
BASm0028831	CL(15:0/15:1(9Z)/16:1(9Z)/22:0)	CL(15:0/15:1(9Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(9Z)/22:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h24,26,28,30,71-73,78H,5-23,25,27,29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b28-24-,30-26-/t71-,72+,73+/m0/s1	UQEUYNOTCABFKK-QIRKKGIVSA-N	1405.003527			MMDBc0042030
BASm0028832	CL(15:0/15:1(9Z)/16:1(9Z)/22:1(11Z))	CL(15:0/15:1(9Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(9Z)/22:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h24,26,28,30,35-36,71-73,78H,5-23,25,27,29,31-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b28-24-,30-26-,36-35-/t71-,72+,73+/m0/s1	NYSSEDHMVDUHMG-YFPNQVSMSA-N	1402.987877			MMDBc0042031
BASm0028833	CL(15:0/15:1(9Z)/16:1(9Z)/22:1(9Z))	CL(15:0/15:1(9Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(9Z)/22:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h24,26,28,30,37-38,71-73,78H,5-23,25,27,29,31-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b28-24-,30-26-,38-37-/t71-,72+,73+/m0/s1	ZMZIVDSNYDNNNC-QTAYRPNGSA-N	1402.987877			MMDBc0042032
BASm0028834	CL(15:0/15:1(9Z)/16:1(9Z)/24:0)	CL(15:0/15:1(9Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(9Z)/24:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,26,28,30,73-75,80H,5-23,25,27,29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-,30-26-/t73-,74+,75+/m0/s1	DPFPEEJLTUPASL-JMUXBOOISA-N	1433.034827			MMDBc0042033
BASm0028835	CL(15:0/15:1(9Z)/16:1(9Z)/24:1(11Z))	CL(15:0/15:1(9Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(9Z)/24:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,26,28,30,37-38,73-75,80H,5-23,25,27,29,31-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-,30-26-,38-37-/t73-,74+,75+/m0/s1	BUCYNJIUQGBKNT-LODHAMFBSA-N	1431.019177			MMDBc0042034
BASm0028836	CL(15:0/15:1(9Z)/16:1(9Z)/24:1(9Z))	CL(15:0/15:1(9Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(9Z)/24:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,26,28,30,39-40,73-75,80H,5-23,25,27,29,31-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-,30-26-,40-39-/t73-,74+,75+/m0/s1	PRQBFUJUOIRMIK-VITUPAEISA-N	1431.019177			MMDBc0042035
BASm0028837	CL(15:0/15:1(9Z)/16:1(9Z)/26:0)	CL(15:0/15:1(9Z)/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(9Z)/26:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h24,26,28,30,75-77,82H,5-23,25,27,29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,30-26-/t75-,76+,77+/m0/s1	YEKGVIXLBUWWJG-AHQZXLSLSA-N	1461.066127			MMDBc0042036
BASm0028838	CL(15:0/15:1(9Z)/16:1(9Z)/26:1(11Z))	CL(15:0/15:1(9Z)/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(9Z)/26:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h24,26,28,30,38-39,75-77,82H,5-23,25,27,29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,30-26-,39-38-/t75-,76+,77+/m0/s1	PMWSSRFTGZGORE-VCXIHYKHSA-N	1459.050477			MMDBc0042037
BASm0028839	CL(15:0/15:1(9Z)/16:1(9Z)/26:1(9Z))	CL(15:0/15:1(9Z)/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/16:1(9Z)/26:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h24,26,28,30,41-42,76-78,83H,5-23,25,27,29,31-40,43-75H2,1-4H3,(H,88,89)(H,90,91)/b28-24-,30-26-,42-41-/t76-,77+,78+/m0/s1	VISNMCBQGLLLLN-ILXQEBACSA-N	1473.066127			MMDBc0042038
BASm0028840	CL(15:0/15:1(9Z)/18:0/18:0)	CL(15:0/15:1(9Z)/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:0/18:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h24,28,69-71,76H,5-23,25-27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b28-24-/t69-,70+,71+/m0/s1	RMTUKBCAVXQORC-FVJNDQRJSA-N	1378.987877			MMDBc0042039
BASm0028841	CL(15:0/15:1(9Z)/18:0/18:1(11Z))	CL(15:0/15:1(9Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:0/18:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h24,26,28,30,69-71,76H,5-23,25,27,29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b28-24-,30-26-/t69-,70+,71+/m0/s1	NFFBDVYXNOVWRH-ABULPHBVSA-N	1376.972227			MMDBc0042040
BASm0028842	CL(15:0/15:1(9Z)/18:0/18:1(9Z))	CL(15:0/15:1(9Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:0/18:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h24,28,34,36,69-71,76H,5-23,25-27,29-33,35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b28-24-,36-34-/t69-,70+,71+/m0/s1	SUMBNTJHIAKEBJ-SLISWCOLSA-N	1376.972227			MMDBc0042041
BASm0028843	CL(15:0/15:1(9Z)/18:0/20:0)	CL(15:0/15:1(9Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:0/20:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h24,28,71-73,78H,5-23,25-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b28-24-/t71-,72+,73+/m0/s1	SUYREGPWMVWZEO-XVPUFKSJSA-N	1407.019177			MMDBc0042042
BASm0028844	CL(15:0/15:1(9Z)/18:0/20:1(11Z))	CL(15:0/15:1(9Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:0/20:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h24,28,33,35,71-73,78H,5-23,25-27,29-32,34,36-70H2,1-4H3,(H,83,84)(H,85,86)/b28-24-,35-33-/t71-,72+,73+/m0/s1	UVIRYCACLGQLEJ-UYRWXKAMSA-N	1405.003527			MMDBc0042043
BASm0028845	CL(15:0/15:1(9Z)/18:0/20:1(13Z))	CL(15:0/15:1(9Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:0/20:1(13Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h24-25,28-29,71-73,78H,5-23,26-27,30-70H2,1-4H3,(H,83,84)(H,85,86)/b28-24-,29-25-/t71-,72+,73+/m0/s1	WSOMSZGXVDUGNE-NIDAEDGSSA-N	1405.003527			MMDBc0042044
BASm0028846	CL(15:0/15:1(9Z)/18:0/22:0)	CL(15:0/15:1(9Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:0/22:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,28,73-75,80H,5-23,25-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-/t73-,74+,75+/m0/s1	IYRQHCXZRVQDQA-XPLBUDABSA-N	1435.050477			MMDBc0042045
BASm0028847	CL(15:0/15:1(9Z)/18:0/22:1(11Z))	CL(15:0/15:1(9Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:0/22:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,28,36-37,73-75,80H,5-23,25-27,29-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-,37-36-/t73-,74+,75+/m0/s1	NUQLFHKMXVWTSI-MDDDDDTFSA-N	1433.034827			MMDBc0042046
BASm0028848	CL(15:0/15:1(9Z)/18:0/22:1(9Z))	CL(15:0/15:1(9Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:0/22:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,28,38,40,73-75,80H,5-23,25-27,29-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-,40-38-/t73-,74+,75+/m0/s1	PDIYMFIMJBXHQQ-SJYFFDJSSA-N	1433.034827			MMDBc0042047
BASm0028849	CL(15:0/15:1(9Z)/18:0/24:0)	CL(15:0/15:1(9Z)/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:0/24:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h24,28,75-77,82H,5-23,25-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-/t75-,76+,77+/m0/s1	GNSBTQVJDQAUEH-HTVWONGSSA-N	1463.081778			MMDBc0042048
BASm0028850	CL(15:0/15:1(9Z)/18:0/24:1(11Z))	CL(15:0/15:1(9Z)/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:0/24:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h24,28,38-39,75-77,82H,5-23,25-27,29-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,39-38-/t75-,76+,77+/m0/s1	ZJWJFRHOVQLALJ-GPNCCKMPSA-N	1461.066127			MMDBc0042049
BASm0028851	CL(15:0/15:1(9Z)/18:0/24:1(9Z))	CL(15:0/15:1(9Z)/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:0/24:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h24,28,40,42,75-77,82H,5-23,25-27,29-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,42-40-/t75-,76+,77+/m0/s1	YMQIBYXWFUWAFC-FCRBHXGISA-N	1461.066127			MMDBc0042050
BASm0028852	CL(15:0/15:1(9Z)/18:1(11Z)/18:1(11Z))	CL(15:0/15:1(9Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:1(11Z)/18:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h24-26,28-30,69-71,76H,5-23,27,31-68H2,1-4H3,(H,81,82)(H,83,84)/b28-24-,29-25-,30-26-/t69-,70+,71+/m0/s1	XSSWCWJWLFWQEG-AGNFLQIBSA-N	1374.956577			MMDBc0042051
BASm0028853	CL(15:0/15:1(9Z)/18:1(11Z)/18:1(9Z))	CL(15:0/15:1(9Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:1(11Z)/18:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h24-25,28-29,34,36,69-71,76H,5-23,26-27,30-33,35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b28-24-,29-25-,36-34-/t69-,70+,71+/m0/s1	KRHJYTICWINIFH-NQNXSAFTSA-N	1374.956577			MMDBc0042052
BASm0028854	CL(15:0/15:1(9Z)/18:1(11Z)/20:0)	CL(15:0/15:1(9Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:1(11Z)/20:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h24,26,28,30,71-73,78H,5-23,25,27,29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b28-24-,30-26-/t71-,72+,73+/m0/s1	GJUCWUAINSYGTK-QIRKKGIVSA-N	1405.003527			MMDBc0042053
BASm0028855	CL(15:0/15:1(9Z)/18:1(11Z)/20:1(11Z))	CL(15:0/15:1(9Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:1(11Z)/20:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h24,26,28,30,33,35,71-73,78H,5-23,25,27,29,31-32,34,36-70H2,1-4H3,(H,83,84)(H,85,86)/b28-24-,30-26-,35-33-/t71-,72+,73+/m0/s1	HMIGSSJORBIQMG-QLYFVWQWSA-N	1402.987877			MMDBc0042054
BASm0028856	CL(15:0/15:1(9Z)/18:1(11Z)/20:1(13Z))	CL(15:0/15:1(9Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:1(11Z)/20:1(13Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h24-26,28-30,71-73,78H,5-23,27,31-70H2,1-4H3,(H,83,84)(H,85,86)/b28-24-,29-25-,30-26-/t71-,72+,73+/m0/s1	WGEDXEXMKHUMEW-JVDJHWPTSA-N	1402.987877			MMDBc0042055
BASm0028857	CL(15:0/15:1(9Z)/18:1(11Z)/22:0)	CL(15:0/15:1(9Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:1(11Z)/22:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,26,28,30,73-75,80H,5-23,25,27,29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-,30-26-/t73-,74+,75+/m0/s1	MLKSZNJKFXCBJJ-JMUXBOOISA-N	1433.034827			MMDBc0042056
BASm0028858	CL(15:0/15:1(9Z)/18:1(11Z)/22:1(11Z))	CL(15:0/15:1(9Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:1(11Z)/22:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,26,28,30,36-37,73-75,80H,5-23,25,27,29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-,30-26-,37-36-/t73-,74+,75+/m0/s1	LZWHYFJVXFFLRL-AEIDVNMMSA-N	1431.019177			MMDBc0042057
BASm0028859	CL(15:0/15:1(9Z)/18:1(11Z)/22:1(9Z))	CL(15:0/15:1(9Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:1(11Z)/22:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,26,28,30,38,40,73-75,80H,5-23,25,27,29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-,30-26-,40-38-/t73-,74+,75+/m0/s1	YPJKSSGIRCDVBO-JCFUFCCHSA-N	1431.019177			MMDBc0042058
BASm0028860	CL(15:0/15:1(9Z)/18:1(11Z)/24:0)	CL(15:0/15:1(9Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:1(11Z)/24:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h24,26,28,30,75-77,82H,5-23,25,27,29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,30-26-/t75-,76+,77+/m0/s1	SKBRGQUCORMJSS-AHQZXLSLSA-N	1461.066127			MMDBc0042059
BASm0028861	CL(15:0/15:1(9Z)/18:1(11Z)/24:1(11Z))	CL(15:0/15:1(9Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:1(11Z)/24:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h24,26,28,30,38-39,75-77,82H,5-23,25,27,29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,30-26-,39-38-/t75-,76+,77+/m0/s1	WLMKKQUNVVSBDZ-VCXIHYKHSA-N	1459.050477			MMDBc0042060
BASm0028862	CL(15:0/15:1(9Z)/18:1(11Z)/24:1(9Z))	CL(15:0/15:1(9Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:1(11Z)/24:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h24,26,28,30,40,42,75-77,82H,5-23,25,27,29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,30-26-,42-40-/t75-,76+,77+/m0/s1	LMBLGUCZNSPVSH-PJMILGLMSA-N	1459.050477			MMDBc0042061
BASm0028863	CL(15:0/15:1(9Z)/18:1(9Z)/18:1(11Z))	CL(15:0/15:1(9Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:1(9Z)/18:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h24,26,28,30,33,35,69-71,76H,5-23,25,27,29,31-32,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b28-24-,30-26-,35-33-/t69-,70+,71+/m0/s1	NCCIQZLDUVCNSK-OVGJNRBWSA-N	1374.956577			MMDBc0042062
BASm0028864	CL(15:0/15:1(9Z)/18:1(9Z)/18:1(9Z))	CL(15:0/15:1(9Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:1(9Z)/18:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h24,28,33-36,69-71,76H,5-23,25-27,29-32,37-68H2,1-4H3,(H,81,82)(H,83,84)/b28-24-,35-33-,36-34-/t69-,70+,71+/m0/s1	BXGSTJPIFKLLBG-QKPCAUARSA-N	1374.956577			MMDBc0042063
BASm0028865	CL(15:0/15:1(9Z)/18:1(9Z)/20:0)	CL(15:0/15:1(9Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:1(9Z)/20:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h24,28,34,37,71-73,78H,5-23,25-27,29-33,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b28-24-,37-34-/t71-,72+,73+/m0/s1	HEOMSIDWFIKANF-ZGISPHDRSA-N	1405.003527			MMDBc0042064
BASm0028866	CL(15:0/15:1(9Z)/18:1(9Z)/20:1(11Z))	CL(15:0/15:1(9Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:1(9Z)/20:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h24,28,33-35,37,71-73,78H,5-23,25-27,29-32,36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b28-24-,35-33-,37-34-/t71-,72+,73+/m0/s1	HMEXNHIARFWXJQ-WTFYKYHCSA-N	1402.987877			MMDBc0042065
BASm0028867	CL(15:0/15:1(9Z)/18:1(9Z)/20:1(13Z))	CL(15:0/15:1(9Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:1(9Z)/20:1(13Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h24-25,28-29,34,37,71-73,78H,5-23,26-27,30-33,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b28-24-,29-25-,37-34-/t71-,72+,73+/m0/s1	RVSBSOHUZZBREA-RPVRVSJSSA-N	1402.987877			MMDBc0042066
BASm0028868	CL(15:0/15:1(9Z)/18:1(9Z)/22:0)	CL(15:0/15:1(9Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:1(9Z)/22:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,28,34,39,73-75,80H,5-23,25-27,29-33,35-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-,39-34-/t73-,74+,75+/m0/s1	FMZQTEPRLMGFDI-FRJBNPNCSA-N	1433.034827			MMDBc0042067
BASm0028869	CL(15:0/15:1(9Z)/18:1(9Z)/22:1(11Z))	CL(15:0/15:1(9Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:1(9Z)/22:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,28,34,36-37,39,73-75,80H,5-23,25-27,29-33,35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-,37-36-,39-34-/t73-,74+,75+/m0/s1	YBODKECQXHFFTF-LWVODMBPSA-N	1431.019177			MMDBc0042068
BASm0028870	CL(15:0/15:1(9Z)/18:1(9Z)/22:1(9Z))	CL(15:0/15:1(9Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:1(9Z)/22:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,28,34,38-40,73-75,80H,5-23,25-27,29-33,35-37,41-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-,39-34-,40-38-/t73-,74+,75+/m0/s1	PXTDQTFGJQEJEJ-KFDHNBCASA-N	1431.019177			MMDBc0042069
BASm0028871	CL(15:0/15:1(9Z)/18:1(9Z)/24:0)	CL(15:0/15:1(9Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:1(9Z)/24:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h24,28,34,41,75-77,82H,5-23,25-27,29-33,35-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,41-34-/t75-,76+,77+/m0/s1	ILYSPPYBGWSKNK-JAXFEPOZSA-N	1461.066127			MMDBc0042070
BASm0028872	CL(15:0/15:1(9Z)/18:1(9Z)/24:1(11Z))	CL(15:0/15:1(9Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:1(9Z)/24:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h24,28,34,38-39,41,75-77,82H,5-23,25-27,29-33,35-37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,39-38-,41-34-/t75-,76+,77+/m0/s1	AJWGVIIKJVMRPS-ZWRBEOQMSA-N	1459.050477			MMDBc0042071
BASm0028873	CL(15:0/15:1(9Z)/18:1(9Z)/24:1(9Z))	CL(15:0/15:1(9Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/18:1(9Z)/24:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h24,28,34,40-42,75-77,82H,5-23,25-27,29-33,35-39,43-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,41-34-,42-40-/t75-,76+,77+/m0/s1	NFIPBHSAMYTLJV-ZDQYLNPTSA-N	1459.050477			MMDBc0042072
BASm0028874	CL(15:0/15:1(9Z)/20:0/20:0)	CL(15:0/15:1(9Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/20:0/20:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,28,73-75,80H,5-23,25-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-/t73-,74+,75+/m0/s1	MHNSKZLXWHPSSZ-XPLBUDABSA-N	1435.050477			MMDBc0042073
BASm0028875	CL(15:0/15:1(9Z)/20:0/20:1(11Z))	CL(15:0/15:1(9Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/20:0/20:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,28,34,36,73-75,80H,5-23,25-27,29-33,35,37-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-,36-34-/t73-,74+,75+/m0/s1	SWNPKJWXGOGBGK-HFEYBXHKSA-N	1433.034827			MMDBc0042074
BASm0028876	CL(15:0/15:1(9Z)/20:0/20:1(13Z))	CL(15:0/15:1(9Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/20:0/20:1(13Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,26,28,30,73-75,80H,5-23,25,27,29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-,30-26-/t73-,74+,75+/m0/s1	LKDUVMSFKTZBDH-JMUXBOOISA-N	1433.034827			MMDBc0042075
BASm0028877	CL(15:0/15:1(9Z)/20:0/22:0)	CL(15:0/15:1(9Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/20:0/22:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h24,28,75-77,82H,5-23,25-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-/t75-,76+,77+/m0/s1	IMGQABWOCUMIAX-HTVWONGSSA-N	1463.081778			MMDBc0042076
BASm0028878	CL(15:0/15:1(9Z)/20:0/22:1(11Z))	CL(15:0/15:1(9Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/20:0/22:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h24,28,37-38,75-77,82H,5-23,25-27,29-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,38-37-/t75-,76+,77+/m0/s1	PNHAGRNWFMYQPG-WDASNKEFSA-N	1461.066127			MMDBc0042077
BASm0028879	CL(15:0/15:1(9Z)/20:0/22:1(9Z))	CL(15:0/15:1(9Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/20:0/22:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h24,28,40,42,75-77,82H,5-23,25-27,29-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,42-40-/t75-,76+,77+/m0/s1	AAYYAAAEJVUJKB-FCRBHXGISA-N	1461.066127			MMDBc0042078
BASm0028880	CL(15:0/15:1(9Z)/20:1(11Z)/20:1(11Z))	CL(15:0/15:1(9Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/20:1(11Z)/20:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,28,33-36,73-75,80H,5-23,25-27,29-32,37-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-,35-33-,36-34-/t73-,74+,75+/m0/s1	BEHUAEAKMXNOCS-YQVWYNSXSA-N	1431.019177			MMDBc0042079
BASm0028881	CL(15:0/15:1(9Z)/20:1(11Z)/20:1(13Z))	CL(15:0/15:1(9Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/20:1(11Z)/20:1(13Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,26,28,30,33,35,73-75,80H,5-23,25,27,29,31-32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-,30-26-,35-33-/t73-,74+,75+/m0/s1	YIPSPRMNGKJCPR-WCRKJZCMSA-N	1431.019177			MMDBc0042080
BASm0028882	CL(15:0/15:1(9Z)/20:1(11Z)/22:0)	CL(15:0/15:1(9Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/20:1(11Z)/22:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h24,28,34,36,75-77,82H,5-23,25-27,29-33,35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,36-34-/t75-,76+,77+/m0/s1	ALBNOVHAAQFKAW-LJWWNBQDSA-N	1461.066127			MMDBc0042081
BASm0028883	CL(15:0/15:1(9Z)/20:1(11Z)/22:1(11Z))	CL(15:0/15:1(9Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/20:1(11Z)/22:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h24,28,34,36-38,75-77,82H,5-23,25-27,29-33,35,39-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,36-34-,38-37-/t75-,76+,77+/m0/s1	ZNQKZLGPMPGXKZ-LAJWMSPCSA-N	1459.050477			MMDBc0042082
BASm0028884	CL(15:0/15:1(9Z)/20:1(11Z)/22:1(9Z))	CL(15:0/15:1(9Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/20:1(11Z)/22:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h24,28,34,36,40,42,75-77,82H,5-23,25-27,29-33,35,37-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,36-34-,42-40-/t75-,76+,77+/m0/s1	GGGZHLRYIOCUGZ-KKHRUMNXSA-N	1459.050477			MMDBc0042083
BASm0028885	CL(15:0/15:1(9Z)/20:1(13Z)/20:1(11Z))	CL(15:0/15:1(9Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/20:1(13Z)/20:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24-25,28-29,34,36,73-75,80H,5-23,26-27,30-33,35,37-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-,29-25-,36-34-/t73-,74+,75+/m0/s1	XBBAZSBNKCIAPF-BOWWZBBWSA-N	1431.019177			MMDBc0042084
BASm0028886	CL(15:0/15:1(9Z)/20:1(13Z)/20:1(13Z))	CL(15:0/15:1(9Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/20:1(13Z)/20:1(13Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24-26,28-30,73-75,80H,5-23,27,31-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-,29-25-,30-26-/t73-,74+,75+/m0/s1	GWDSLTSINCSZFB-YQMKEQDQSA-N	1431.019177			MMDBc0042085
BASm0028887	CL(15:0/15:1(9Z)/20:1(13Z)/22:0)	CL(15:0/15:1(9Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/20:1(13Z)/22:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h24,26,28,30,75-77,82H,5-23,25,27,29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,30-26-/t75-,76+,77+/m0/s1	BPCIJZZNKBXMNC-AHQZXLSLSA-N	1461.066127			MMDBc0042086
BASm0028888	CL(15:0/15:1(9Z)/20:1(13Z)/22:1(11Z))	CL(15:0/15:1(9Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/20:1(13Z)/22:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h24,26,28,30,37-38,75-77,82H,5-23,25,27,29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,30-26-,38-37-/t75-,76+,77+/m0/s1	GKRDVLMFKGJHTF-SCESFORUSA-N	1459.050477			MMDBc0042087
BASm0028889	CL(15:0/15:1(9Z)/20:1(13Z)/22:1(9Z))	CL(15:0/15:1(9Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/15:1(9Z)/20:1(13Z)/22:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h24,26,28,30,40,42,75-77,82H,5-23,25,27,29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,30-26-,42-40-/t75-,76+,77+/m0/s1	JNEZBQSGQLLGJS-PJMILGLMSA-N	1459.050477			MMDBc0042088
BASm0028890	CL(15:0/16:0/15:0/16:0)	CL(15:0/16:0/15:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:0/15:0/16:0) contains two chains of pentadecanoic acid at the C1 and C3 positions, two chains of hexadecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(62-82-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t66-,67-/m1/s1	PNVZJIXLFWGVEY-WOTDMVFCSA-N	1324.940927			MMDBc0042089
BASm0028891	CL(15:0/16:0/16:0/23:1(11Z))	CL(15:0/16:0/16:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:0/16:0/23:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h36-37,73-75,80H,5-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b37-36-/t73-,74+,75+/m0/s1	HSEISKODJRVBLQ-MVLZJVGISA-N	1435.050477			MMDBc0042090
BASm0028892	CL(15:0/16:0/16:0/23:1(9Z))	CL(15:0/16:0/16:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:0/16:0/23:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h38-39,73-75,80H,5-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b39-38-/t73-,74+,75+/m0/s1	NSNQQNQNKYSGSY-NGZQNBETSA-N	1435.050477			MMDBc0042091
BASm0028893	CL(15:0/16:0/16:0/25:0)	CL(15:0/16:0/16:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:0/16:0/25:0) contains one chain of pentadecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	XKLZPTQSIPDFAA-HRXLSSNSSA-N	1465.097428			MMDBc0042092
BASm0028894	CL(15:0/16:0/16:0/25:1(11Z))	CL(15:0/16:0/16:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:0/16:0/25:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h38-39,75-77,82H,5-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-38-/t75-,76+,77+/m0/s1	ZXBVNORBMCPUQD-PONSQHSQSA-N	1463.081778			MMDBc0042093
BASm0028895	CL(15:0/16:0/16:0/25:1(9Z))	CL(15:0/16:0/16:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:0/16:0/25:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h40-41,75-77,82H,5-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b41-40-/t75-,76+,77+/m0/s1	IBICAJOTONSMJE-NGNCTIDHSA-N	1463.081778			MMDBc0042094
BASm0028896	CL(15:0/16:0/16:1(11Z)/23:1(11Z))	CL(15:0/16:0/16:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:0/16:1(11Z)/23:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,22,36-37,73-75,80H,5-17,19-21,23-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,37-36-/t73-,74+,75+/m0/s1	JWTSVZNOXMGDJP-QXYJPDJPSA-N	1433.034827			MMDBc0042095
BASm0028897	CL(15:0/16:0/16:1(11Z)/23:1(9Z))	CL(15:0/16:0/16:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:0/16:1(11Z)/23:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,22,38-39,73-75,80H,5-17,19-21,23-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,39-38-/t73-,74+,75+/m0/s1	XFLNXYQWGGRDEQ-SWFUEOOGSA-N	1433.034827			MMDBc0042096
BASm0028898	CL(15:0/16:0/16:1(11Z)/25:0)	CL(15:0/16:0/16:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:0/16:1(11Z)/25:0) contains one chain of pentadecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,22,75-77,82H,5-17,19-21,23-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-/t75-,76+,77+/m0/s1	ALCZBAXDRZHQPH-LFGZPRDQSA-N	1463.081778			MMDBc0042097
BASm0028899	CL(15:0/16:0/16:1(11Z)/25:1(11Z))	CL(15:0/16:0/16:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:0/16:1(11Z)/25:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,22,38-39,75-77,82H,5-17,19-21,23-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,39-38-/t75-,76+,77+/m0/s1	NGDRJZJGVOHFLH-RTSSSCDWSA-N	1461.066127			MMDBc0042098
BASm0028900	CL(15:0/16:0/16:1(11Z)/25:1(9Z))	CL(15:0/16:0/16:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:0/16:1(11Z)/25:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,22,40-41,75-77,82H,5-17,19-21,23-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,41-40-/t75-,76+,77+/m0/s1	DDMPCNLKABJYOQ-ZDYRMOIVSA-N	1461.066127			MMDBc0042099
BASm0028901	CL(15:0/16:0/16:1(9Z)/23:1(11Z))	CL(15:0/16:0/16:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:0/16:1(9Z)/23:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26,30,36-37,73-75,80H,5-25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,37-36-/t73-,74+,75+/m0/s1	KYNWKLBFBBTHKA-OEXKSNQGSA-N	1433.034827			MMDBc0042100
BASm0028902	CL(15:0/16:0/16:1(9Z)/23:1(9Z))	CL(15:0/16:0/16:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:0/16:1(9Z)/23:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26,30,38-39,73-75,80H,5-25,27-29,31-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,39-38-/t73-,74+,75+/m0/s1	LXADEQHCLWDUQO-LGWHLWMTSA-N	1433.034827			MMDBc0042101
BASm0028903	CL(15:0/16:0/16:1(9Z)/25:0)	CL(15:0/16:0/16:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:0/16:1(9Z)/25:0) contains one chain of pentadecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h26,30,75-77,82H,5-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-/t75-,76+,77+/m0/s1	DIDSTDNWIPMWGX-QBBAVDQISA-N	1463.081778			MMDBc0042102
BASm0028904	CL(15:0/16:0/16:1(9Z)/25:1(11Z))	CL(15:0/16:0/16:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:0/16:1(9Z)/25:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h26,30,38-39,75-77,82H,5-25,27-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,39-38-/t75-,76+,77+/m0/s1	GECWHQYBVAVFAA-YRCDAZDISA-N	1461.066127			MMDBc0042103
BASm0028905	CL(15:0/16:0/16:1(9Z)/25:1(9Z))	CL(15:0/16:0/16:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:0/16:1(9Z)/25:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h26,30,40-41,75-77,82H,5-25,27-29,31-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,41-40-/t75-,76+,77+/m0/s1	XBSRBQSZXKRIAV-NYUVUDJBSA-N	1461.066127			MMDBc0042104
BASm0028906	CL(15:0/16:0/18:0/23:1(11Z))	CL(15:0/16:0/18:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:0/18:0/23:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h37-38,75-77,82H,5-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-/t75-,76+,77+/m0/s1	LQSWEXSFFRQXEK-PPDVTESNSA-N	1463.081778			MMDBc0042105
BASm0028907	CL(15:0/16:0/18:0/23:1(9Z))	CL(15:0/16:0/18:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:0/18:0/23:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h39,41,75-77,82H,5-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b41-39-/t75-,76+,77+/m0/s1	KGWLYIYAJUZBFP-JHQBJXHASA-N	1463.081778			MMDBc0042106
BASm0028908	CL(15:0/16:0/18:1(11Z)/23:1(11Z))	CL(15:0/16:0/18:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:0/18:1(11Z)/23:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h26,30,37-38,75-77,82H,5-25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,38-37-/t75-,76+,77+/m0/s1	WEPPGCSKIBEPNP-BZNJLEBDSA-N	1461.066127			MMDBc0042107
BASm0028909	CL(15:0/16:0/18:1(11Z)/23:1(9Z))	CL(15:0/16:0/18:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:0/18:1(11Z)/23:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h26,30,39,41,75-77,82H,5-25,27-29,31-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,41-39-/t75-,76+,77+/m0/s1	GJPLLLZAYJJGBF-QTKBCTCCSA-N	1461.066127			MMDBc0042108
BASm0028910	CL(15:0/16:0/18:1(9Z)/23:1(11Z))	CL(15:0/16:0/18:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:0/18:1(9Z)/23:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h34,37-38,40,75-77,82H,5-33,35-36,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-,40-34-/t75-,76+,77+/m0/s1	QMCRGWVAWPGESX-PDWPBIBMSA-N	1461.066127			MMDBc0042109
BASm0028911	CL(15:0/16:0/18:1(9Z)/23:1(9Z))	CL(15:0/16:0/18:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:0/18:1(9Z)/23:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h34,39-41,75-77,82H,5-33,35-38,42-74H2,1-4H3,(H,87,88)(H,89,90)/b40-34-,41-39-/t75-,76+,77+/m0/s1	XJHXSLJKFNARFX-WUVPIDCUSA-N	1461.066127			MMDBc0042110
BASm0028912	CL(15:0/16:1(11Z)/15:0/16:1(11Z))	CL(15:0/16:1(11Z)/15:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(11Z)/15:0/16:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C3 positions, two chains of (11Z-hexadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(62-82-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h17-18,21-22,65-67,72H,5-16,19-20,23-64H2,1-4H3,(H,77,78)(H,79,80)/b21-17-,22-18-/t66-,67-/m1/s1	UXNMZRWWKIXAGD-PPWXOWLCSA-N	1320.909627			MMDBc0042111
BASm0028913	CL(15:0/16:1(11Z)/15:0/16:1(9Z))	CL(15:0/16:1(11Z)/15:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(11Z)/15:0/16:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C3 positions, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(62-82-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h17,21,26,30,65-67,72H,5-16,18-20,22-25,27-29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b21-17-,30-26-/t65-,66+,67+/m0/s1	PPBFABGLJBTVRW-APCKCGCVSA-N	1320.909627			MMDBc0042112
BASm0028914	CL(15:0/16:1(11Z)/16:1(11Z)/23:1(11Z))	CL(15:0/16:1(11Z)/16:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(11Z)/16:1(11Z)/23:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18-19,22-23,36-37,73-75,80H,5-17,20-21,24-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-,37-36-/t73-,74+,75+/m0/s1	KHZOIJHWICSEEH-TXQFZQFYSA-N	1431.019177			MMDBc0042113
BASm0028915	CL(15:0/16:1(11Z)/16:1(11Z)/23:1(9Z))	CL(15:0/16:1(11Z)/16:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(11Z)/16:1(11Z)/23:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18-19,22-23,38-39,73-75,80H,5-17,20-21,24-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-,39-38-/t73-,74+,75+/m0/s1	NTAHBGVXDYWKCH-GNDUWGGCSA-N	1431.019177			MMDBc0042114
BASm0028916	CL(15:0/16:1(11Z)/16:1(11Z)/25:0)	CL(15:0/16:1(11Z)/16:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(11Z)/16:1(11Z)/25:0) contains one chain of pentadecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18-19,22-23,75-77,82H,5-17,20-21,24-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,23-19-/t75-,76+,77+/m0/s1	WEPPHIZHKPVUEQ-GBMHXDSQSA-N	1461.066127			MMDBc0042115
BASm0028917	CL(15:0/16:1(11Z)/16:1(11Z)/25:1(11Z))	CL(15:0/16:1(11Z)/16:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(11Z)/16:1(11Z)/25:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18-19,22-23,38-39,75-77,82H,5-17,20-21,24-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,23-19-,39-38-/t75-,76+,77+/m0/s1	ZATQRGOEWHZKII-JUWHKIKASA-N	1459.050477			MMDBc0042116
BASm0028918	CL(15:0/16:1(11Z)/16:1(11Z)/25:1(9Z))	CL(15:0/16:1(11Z)/16:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(11Z)/16:1(11Z)/25:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18-19,22-23,40-41,75-77,82H,5-17,20-21,24-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,23-19-,41-40-/t75-,76+,77+/m0/s1	WJFZPUPBMDCYNQ-MYEGYRGASA-N	1459.050477			MMDBc0042117
BASm0028919	CL(15:0/16:1(11Z)/16:1(9Z)/23:1(11Z))	CL(15:0/16:1(11Z)/16:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(11Z)/16:1(9Z)/23:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19,23,26,30,36-37,73-75,80H,5-18,20-22,24-25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,30-26-,37-36-/t73-,74+,75+/m0/s1	SYWPEYRIGOSHID-SZHVPJOCSA-N	1431.019177			MMDBc0042118
BASm0028920	CL(15:0/16:1(11Z)/16:1(9Z)/23:1(9Z))	CL(15:0/16:1(11Z)/16:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(11Z)/16:1(9Z)/23:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19,23,26,30,38-39,73-75,80H,5-18,20-22,24-25,27-29,31-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,30-26-,39-38-/t73-,74+,75+/m0/s1	ULWXJZJGKSUTQT-VKCWGPHJSA-N	1431.019177			MMDBc0042119
BASm0028921	CL(15:0/16:1(11Z)/16:1(9Z)/25:0)	CL(15:0/16:1(11Z)/16:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(11Z)/16:1(9Z)/25:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h19,23,26,30,75-77,82H,5-18,20-22,24-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,30-26-/t75-,76+,77+/m0/s1	PZMFFLSRUDEAPQ-CZCUTYDZSA-N	1461.066127			MMDBc0042120
BASm0028922	CL(15:0/16:1(11Z)/16:1(9Z)/25:1(11Z))	CL(15:0/16:1(11Z)/16:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(11Z)/16:1(9Z)/25:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h19,23,26,30,38-39,75-77,82H,5-18,20-22,24-25,27-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,30-26-,39-38-/t75-,76+,77+/m0/s1	JNPHMSMADKGWDG-YLIFFUCXSA-N	1459.050477			MMDBc0042121
BASm0028923	CL(15:0/16:1(11Z)/16:1(9Z)/25:1(9Z))	CL(15:0/16:1(11Z)/16:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(11Z)/16:1(9Z)/25:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h19,23,26,30,40-41,75-77,82H,5-18,20-22,24-25,27-29,31-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,30-26-,41-40-/t75-,76+,77+/m0/s1	BNLAXOVMJIUNPU-YXDDVLMOSA-N	1459.050477			MMDBc0042122
BASm0028924	CL(15:0/16:1(11Z)/18:0/23:1(11Z))	CL(15:0/16:1(11Z)/18:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(11Z)/18:0/23:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23,37-38,75-77,82H,5-18,20-22,24-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,38-37-/t75-,76+,77+/m0/s1	RZCWDFXRLDNIGT-BTDXDZHKSA-N	1461.066127			MMDBc0042123
BASm0028925	CL(15:0/16:1(11Z)/18:0/23:1(9Z))	CL(15:0/16:1(11Z)/18:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(11Z)/18:0/23:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23,39,41,75-77,82H,5-18,20-22,24-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,41-39-/t75-,76+,77+/m0/s1	IKLFYXUTBYQBRX-YPTCESGRSA-N	1461.066127			MMDBc0042124
BASm0028926	CL(15:0/16:1(11Z)/18:1(11Z)/23:1(11Z))	CL(15:0/16:1(11Z)/18:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(11Z)/18:1(11Z)/23:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23,26,30,37-38,75-77,82H,5-18,20-22,24-25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,30-26-,38-37-/t75-,76+,77+/m0/s1	IUBSXUDSUSCOON-OYHOCOHRSA-N	1459.050477			MMDBc0042125
BASm0028927	CL(15:0/16:1(11Z)/18:1(11Z)/23:1(9Z))	CL(15:0/16:1(11Z)/18:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(11Z)/18:1(11Z)/23:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23,26,30,39,41,75-77,82H,5-18,20-22,24-25,27-29,31-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,30-26-,41-39-/t75-,76+,77+/m0/s1	JUCAMKHENJMWQB-JFAYVMBRSA-N	1459.050477			MMDBc0042126
BASm0028928	CL(15:0/16:1(11Z)/18:1(9Z)/23:1(11Z))	CL(15:0/16:1(11Z)/18:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(11Z)/18:1(9Z)/23:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23,34,37-38,40,75-77,82H,5-18,20-22,24-33,35-36,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,38-37-,40-34-/t75-,76+,77+/m0/s1	VVCSTIBMQXWWTB-DUFBMBFLSA-N	1459.050477			MMDBc0042127
BASm0028929	CL(15:0/16:1(11Z)/18:1(9Z)/23:1(9Z))	CL(15:0/16:1(11Z)/18:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(11Z)/18:1(9Z)/23:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23,34,39-41,75-77,82H,5-18,20-22,24-33,35-38,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,40-34-,41-39-/t75-,76+,77+/m0/s1	QVEKBCARPLVVRH-GOLZRRQUSA-N	1459.050477			MMDBc0042128
BASm0028930	CL(15:0/16:1(9Z)/15:0/16:1(11Z))	CL(15:0/16:1(9Z)/15:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(9Z)/15:0/16:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(62-82-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h17,21,26,30,65-67,72H,5-16,18-20,22-25,27-29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b21-17-,30-26-/t65-,66-,67-/m1/s1	PPBFABGLJBTVRW-XXHCKADSSA-N	1320.909627			MMDBc0042129
BASm0028931	CL(15:0/16:1(9Z)/15:0/16:1(9Z))	CL(15:0/16:1(9Z)/15:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(9Z)/15:0/16:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C3 positions, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(62-82-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25-26,29-30,65-67,72H,5-24,27-28,31-64H2,1-4H3,(H,77,78)(H,79,80)/b29-25-,30-26-/t66-,67-/m1/s1	JHAFQPNDBIRHED-ORBUMBSMSA-N	1320.909627			MMDBc0042130
BASm0028932	CL(15:0/16:1(9Z)/16:1(11Z)/23:1(11Z))	CL(15:0/16:1(9Z)/16:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(9Z)/16:1(11Z)/23:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,22,27,31,36-37,73-75,80H,5-17,19-21,23-26,28-30,32-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,31-27-,37-36-/t73-,74+,75+/m0/s1	FPXNOPYWINWZTF-MFETYSRTSA-N	1431.019177			MMDBc0042131
BASm0028933	CL(15:0/16:1(9Z)/16:1(11Z)/23:1(9Z))	CL(15:0/16:1(9Z)/16:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(9Z)/16:1(11Z)/23:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,22,27,31,38-39,73-75,80H,5-17,19-21,23-26,28-30,32-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,31-27-,39-38-/t73-,74+,75+/m0/s1	MFWVQJSAJNZVOM-ROKIVMSZSA-N	1431.019177			MMDBc0042132
BASm0028934	CL(15:0/16:1(9Z)/16:1(11Z)/25:0)	CL(15:0/16:1(9Z)/16:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(9Z)/16:1(11Z)/25:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,22,27,31,75-77,82H,5-17,19-21,23-26,28-30,32-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,31-27-/t75-,76+,77+/m0/s1	ITUHNGTVYZJZOP-WCXCTQOJSA-N	1461.066127			MMDBc0042133
BASm0028935	CL(15:0/16:1(9Z)/16:1(11Z)/25:1(11Z))	CL(15:0/16:1(9Z)/16:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(9Z)/16:1(11Z)/25:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,22,27,31,38-39,75-77,82H,5-17,19-21,23-26,28-30,32-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,31-27-,39-38-/t75-,76+,77+/m0/s1	JRMDWHPHFFYOPR-VVQBMYIZSA-N	1459.050477			MMDBc0042134
BASm0028936	CL(15:0/16:1(9Z)/16:1(11Z)/25:1(9Z))	CL(15:0/16:1(9Z)/16:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(9Z)/16:1(11Z)/25:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,22,27,31,40-41,75-77,82H,5-17,19-21,23-26,28-30,32-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,31-27-,41-40-/t75-,76+,77+/m0/s1	FIPBBQJLOZSEBK-UVPRDUPASA-N	1459.050477			MMDBc0042135
BASm0028937	CL(15:0/16:1(9Z)/16:1(9Z)/23:1(11Z))	CL(15:0/16:1(9Z)/16:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(9Z)/16:1(9Z)/23:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26-27,30-31,36-37,73-75,80H,5-25,28-29,32-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,31-27-,37-36-/t73-,74+,75+/m0/s1	ZXMRIDORQPKSAO-KHBGQVEKSA-N	1431.019177			MMDBc0042136
BASm0028938	CL(15:0/16:1(9Z)/16:1(9Z)/23:1(9Z))	CL(15:0/16:1(9Z)/16:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(9Z)/16:1(9Z)/23:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26-27,30-31,38-39,73-75,80H,5-25,28-29,32-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,31-27-,39-38-/t73-,74+,75+/m0/s1	VVURYTIMDCBIFN-UAPWJBDUSA-N	1431.019177			MMDBc0042137
BASm0028939	CL(15:0/16:1(9Z)/16:1(9Z)/25:0)	CL(15:0/16:1(9Z)/16:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(9Z)/16:1(9Z)/25:0) contains one chain of pentadecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h26-27,30-31,75-77,82H,5-25,28-29,32-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-/t75-,76+,77+/m0/s1	KKEXDNLTQDFHML-ZASPYAAWSA-N	1461.066127			MMDBc0042138
BASm0028940	CL(15:0/16:1(9Z)/16:1(9Z)/25:1(11Z))	CL(15:0/16:1(9Z)/16:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(9Z)/16:1(9Z)/25:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h26-27,30-31,38-39,75-77,82H,5-25,28-29,32-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-,39-38-/t75-,76+,77+/m0/s1	WLFCCNYTXQNTMZ-IWYKCRLQSA-N	1459.050477			MMDBc0042139
BASm0028941	CL(15:0/16:1(9Z)/16:1(9Z)/25:1(9Z))	CL(15:0/16:1(9Z)/16:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(9Z)/16:1(9Z)/25:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h26-27,30-31,40-41,75-77,82H,5-25,28-29,32-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-,41-40-/t75-,76+,77+/m0/s1	SMGRCTWUDYFJIN-BIXYPIHHSA-N	1459.050477			MMDBc0042140
BASm0028942	CL(15:0/16:1(9Z)/18:0/23:1(11Z))	CL(15:0/16:1(9Z)/18:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(9Z)/18:0/23:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h27,31,37-38,75-77,82H,5-26,28-30,32-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,38-37-/t75-,76+,77+/m0/s1	AGXZIENENPLJKA-GVABGYBXSA-N	1461.066127			MMDBc0042141
BASm0028943	CL(15:0/16:1(9Z)/18:0/23:1(9Z))	CL(15:0/16:1(9Z)/18:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(9Z)/18:0/23:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h27,31,39,41,75-77,82H,5-26,28-30,32-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,41-39-/t75-,76+,77+/m0/s1	SAKNVECSOVYJRO-AWIZHTEVSA-N	1461.066127			MMDBc0042142
BASm0028944	CL(15:0/16:1(9Z)/18:1(11Z)/23:1(11Z))	CL(15:0/16:1(9Z)/18:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(9Z)/18:1(11Z)/23:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h26-27,30-31,37-38,75-77,82H,5-25,28-29,32-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-,38-37-/t75-,76+,77+/m0/s1	WQAXHEQWHPTHNR-HNCNDQEESA-N	1459.050477			MMDBc0042143
BASm0028945	CL(15:0/16:1(9Z)/18:1(11Z)/23:1(9Z))	CL(15:0/16:1(9Z)/18:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(9Z)/18:1(11Z)/23:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h26-27,30-31,39,41,75-77,82H,5-25,28-29,32-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-,41-39-/t75-,76+,77+/m0/s1	XINLPUDDGDGTNO-JVFDJRMSSA-N	1459.050477			MMDBc0042144
BASm0028946	CL(15:0/16:1(9Z)/18:1(9Z)/23:1(11Z))	CL(15:0/16:1(9Z)/18:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(9Z)/18:1(9Z)/23:1(11Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h27,31,34,37-38,40,75-77,82H,5-26,28-30,32-33,35-36,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,38-37-,40-34-/t75-,76+,77+/m0/s1	PIMWPOZAUBBQEO-RROISUMPSA-N	1459.050477			MMDBc0042145
BASm0028947	CL(15:0/16:1(9Z)/18:1(9Z)/23:1(9Z))	CL(15:0/16:1(9Z)/18:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/16:1(9Z)/18:1(9Z)/23:1(9Z)) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h27,31,34,39-41,75-77,82H,5-26,28-30,32-33,35-38,42-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,40-34-,41-39-/t75-,76+,77+/m0/s1	LTSHXNBFPKYYOZ-VWHAMDEWSA-N	1459.050477			MMDBc0042146
BASm0028948	CL(15:0/18:0/15:0/18:0)	CL(15:0/18:0/15:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/18:0/15:0/18:0) contains two chains of pentadecanoic acid at the C1 and C3 positions, two chains of octadecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-32-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t70-,71-/m1/s1	COUUJNCWRRLCSQ-MPWJUPNPSA-N	1381.003527			MMDBc0042147
BASm0028949	CL(15:0/18:1(11Z)/15:0/18:1(11Z))	CL(15:0/18:1(11Z)/15:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/18:1(11Z)/15:0/18:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C3 positions, two chains of (11Z-octadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-32-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2/h25-26,29-30,69-71,76H,5-24,27-28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b29-25-,30-26-/t70-,71-/m1/s1	SUJMZCSWZBIYAQ-BQGLTYFLSA-N	1376.972227			MMDBc0042148
BASm0028950	CL(15:0/18:1(11Z)/15:0/18:1(9Z))	CL(15:0/18:1(11Z)/15:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/18:1(11Z)/15:0/18:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C3 positions, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-32-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2/h25,29,34,36,69-71,76H,5-24,26-28,30-33,35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b29-25-,36-34-/t69-,70+,71+/m0/s1	AAARJSQVVZPDEB-GBFGAHLLSA-N	1376.972227			MMDBc0042149
BASm0028951	CL(15:0/18:1(9Z)/15:0/18:1(11Z))	CL(15:0/18:1(9Z)/15:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/18:1(9Z)/15:0/18:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C3 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-32-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2/h25,29,34,36,69-71,76H,5-24,26-28,30-33,35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b29-25-,36-34-/t69-,70-,71-/m1/s1	AAARJSQVVZPDEB-MKEAAWHQSA-N	1376.972227			MMDBc0042150
BASm0028952	CL(15:0/18:1(9Z)/15:0/18:1(9Z))	CL(15:0/18:1(9Z)/15:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/18:1(9Z)/15:0/18:1(9Z)) contains two chains of pentadecanoic acid at the C1 and C3 positions, two chains of (9Z-octadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-32-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2/h33-36,69-71,76H,5-32,37-68H2,1-4H3,(H,81,82)(H,83,84)/b35-33-,36-34-/t70-,71-/m1/s1	MXFSKAXJKOHTNW-BMWBSLLOSA-N	1376.972227			MMDBc0042151
BASm0028953	CL(15:0/20:0/15:0/20:0)	CL(15:0/20:0/15:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/20:0/15:0/20:0) contains two chains of pentadecanoic acid at the C1 and C3 positions, two chains of eicosanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-44-32-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t74-,75-/m1/s1	INZSIGXXEMKIPB-FUGSSFFWSA-N	1437.066127			MMDBc0042152
BASm0028954	CL(15:0/20:1(11Z)/15:0/20:1(11Z))	CL(15:0/20:1(11Z)/15:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/20:1(11Z)/15:0/20:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C3 positions, two chains of (11Z-eicosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-44-32-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2/h33-36,73-75,80H,5-32,37-72H2,1-4H3,(H,85,86)(H,87,88)/b35-33-,36-34-/t74-,75-/m1/s1	UPTXJFKJJUDZPX-VNSJDYSWSA-N	1433.034827			MMDBc0042153
BASm0028955	CL(15:0/20:1(11Z)/15:0/20:1(13Z))	CL(15:0/20:1(11Z)/15:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/20:1(11Z)/15:0/20:1(13Z)) contains two chains of pentadecanoic acid at the C1 and C3 positions, one chain of (11Z-eicosenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-44-32-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2/h25,29,34,36,73-75,80H,5-24,26-28,30-33,35,37-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,36-34-/t73-,74-,75-/m1/s1	STECPJIPUOBUAU-IPGOYMOQSA-N	1433.034827			MMDBc0042154
BASm0028956	CL(15:0/20:1(13Z)/15:0/20:1(11Z))	CL(15:0/20:1(13Z)/15:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/20:1(13Z)/15:0/20:1(11Z)) contains two chains of pentadecanoic acid at the C1 and C3 positions, one chain of (13Z-eicosenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-44-32-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2/h25,29,34,36,73-75,80H,5-24,26-28,30-33,35,37-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,36-34-/t73-,74+,75+/m0/s1	STECPJIPUOBUAU-MPICDBMOSA-N	1433.034827			MMDBc0042155
BASm0028957	CL(15:0/20:1(13Z)/15:0/20:1(13Z))	CL(15:0/20:1(13Z)/15:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:0/20:1(13Z)/15:0/20:1(13Z)) contains two chains of pentadecanoic acid at the C1 and C3 positions, two chains of (13Z-eicosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-44-32-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2/h25-26,29-30,73-75,80H,5-24,27-28,31-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,30-26-/t74-,75-/m1/s1	XFQMITCSGOZXQJ-WPHMKOILSA-N	1433.034827			MMDBc0042156
BASm0028958	CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/15:1(11Z))	CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/15:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/15:1(11Z)) contains four chains of (11Z-pentadecenoyl) at the C1, C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h13-20,63-65,70H,5-12,21-62H2,1-4H3,(H,75,76)(H,77,78)/b17-13-,18-14-,19-15-,20-16-/t64-,65-/m1/s1	IGKARQMDVSIWJM-QEHLBAGTSA-N	1288.847027			MMDBc0042157
BASm0028959	CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/15:1(9Z))	CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/15:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/15:1(9Z)) contains three chains of (11Z-pentadecenoyl) at the C1, C2 and C3 positions, one chain of (9Z-pentadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h13-15,17-19,24,28,63-65,70H,5-12,16,20-23,25-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b17-13-,18-14-,19-15-,28-24-/t63-,64+,65+/m0/s1	QOESKNHSGLZOLY-VPAVIXBDSA-N	1288.847027			MMDBc0042158
BASm0028960	CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/23:1(11Z))	CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/23:1(11Z)) contains three chains of (11Z-pentadecenoyl) at the C1, C2 and C3 positions, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h14-16,18-20,36-37,71-73,78H,5-13,17,21-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,19-15-,20-16-,37-36-/t71-,72+,73+/m0/s1	ZKDASSBVPAISEJ-GEFCMGNJSA-N	1400.972227			MMDBc0042159
BASm0028961	CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/23:1(9Z))	CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/23:1(9Z)) contains three chains of (11Z-pentadecenoyl) at the C1, C2 and C3 positions, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h14-16,18-20,38-39,71-73,78H,5-13,17,21-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,19-15-,20-16-,39-38-/t71-,72+,73+/m0/s1	DEYTYQWTEHJZSG-XIDFSCTESA-N	1400.972227			MMDBc0042160
BASm0028962	CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/25:0)	CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/25:0) contains three chains of (11Z-pentadecenoyl) at the C1, C2 and C3 positions, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h14-16,18-20,73-75,80H,5-13,17,21-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,19-15-,20-16-/t73-,74+,75+/m0/s1	MYALHQBYNQBARJ-UCBCJHEFSA-N	1431.019177			MMDBc0042161
BASm0028963	CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/25:1(11Z))	CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/25:1(11Z)) contains three chains of (11Z-pentadecenoyl) at the C1, C2 and C3 positions, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h14-16,18-20,38-39,73-75,80H,5-13,17,21-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,19-15-,20-16-,39-38-/t73-,74+,75+/m0/s1	WJJDGOBETQRWFC-WEEQKURKSA-N	1429.003527			MMDBc0042162
BASm0028964	CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/25:1(9Z))	CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/25:1(9Z)) contains three chains of (11Z-pentadecenoyl) at the C1, C2 and C3 positions, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h14-16,18-20,40-41,73-75,80H,5-13,17,21-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,19-15-,20-16-,41-40-/t73-,74+,75+/m0/s1	BSNGPFKCHJKBOO-SIRJVNCQSA-N	1429.003527			MMDBc0042163
BASm0028965	CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/27:0)	CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/27:0) contains three chains of (11Z-pentadecenoyl) at the C1, C2 and C3 positions, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h14-16,18-20,75-77,82H,5-13,17,21-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,19-15-,20-16-/t75-,76+,77+/m0/s1	MDQQRZVUIGMSTO-XQTUOYMUSA-N	1459.050477			MMDBc0042164
BASm0028966	CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/27:1(11Z))	CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/27:1(11Z)) contains three chains of (11Z-pentadecenoyl) at the C1, C2 and C3 positions, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h14-16,18-20,40-41,75-77,82H,5-13,17,21-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,19-15-,20-16-,41-40-/t75-,76+,77+/m0/s1	PMRVTXMZSFAXDD-DPALYBLASA-N	1457.034827			MMDBc0042165
BASm0028967	CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/27:1(9Z))	CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/15:1(11Z)/27:1(9Z)) contains three chains of (11Z-pentadecenoyl) at the C1, C2 and C3 positions, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h14-16,18-20,42-43,75-77,82H,5-13,17,21-41,44-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,19-15-,20-16-,43-42-/t75-,76+,77+/m0/s1	QHBGRXWAEFCWJV-PCOSJQFYSA-N	1457.034827			MMDBc0042166
BASm0028968	CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/15:1(11Z))	CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/15:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/15:1(11Z)) contains three chains of (11Z-pentadecenoyl) at the C1, C2 and C4 positions, one chain of (9Z-pentadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h13,15-17,19-20,22,26,63-65,70H,5-12,14,18,21,23-25,27-62H2,1-4H3,(H,75,76)(H,77,78)/b17-13-,19-15-,20-16-,26-22-/t63-,64+,65+/m0/s1	PBDDWJQBEBYYAZ-OSBDFDIXSA-N	1288.847027			MMDBc0042167
BASm0028969	CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/15:1(9Z))	CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/15:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/15:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, two chains of (9Z-pentadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h13,15,17,19,22,24,26,28,63-65,70H,5-12,14,16,18,20-21,23,25,27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b17-13-,19-15-,26-22-,28-24-/t63-,64+,65+/m0/s1	GGNMMVIUMWVMPM-OFHYRIFDSA-N	1288.847027			MMDBc0042168
BASm0028970	CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/23:1(11Z))	CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/23:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h14,16,18,20,23,27,36-37,71-73,78H,5-13,15,17,19,21-22,24-26,28-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,20-16-,27-23-,37-36-/t71-,72+,73+/m0/s1	YNFSRJFNWMUJSY-MNZMLYLVSA-N	1400.972227			MMDBc0042169
BASm0028971	CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/23:1(9Z))	CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/23:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h14,16,18,20,23,27,38-39,71-73,78H,5-13,15,17,19,21-22,24-26,28-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,20-16-,27-23-,39-38-/t71-,72+,73+/m0/s1	STJGIQPKKPNRKW-FYYINMCPSA-N	1400.972227			MMDBc0042170
BASm0028972	CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/25:0)	CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/25:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h14,16,18,20,23,27,73-75,80H,5-13,15,17,19,21-22,24-26,28-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,20-16-,27-23-/t73-,74+,75+/m0/s1	LAXJITLHJOOFLL-JNRKLGHMSA-N	1431.019177			MMDBc0042171
BASm0028973	CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/25:1(11Z))	CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/25:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h14,16,18,20,23,27,38-39,73-75,80H,5-13,15,17,19,21-22,24-26,28-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,20-16-,27-23-,39-38-/t73-,74+,75+/m0/s1	RHPXTGMMYZWRRH-NUVVFVHQSA-N	1429.003527			MMDBc0042172
BASm0028974	CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/25:1(9Z))	CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/25:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h14,16,18,20,23,27,40-41,73-75,80H,5-13,15,17,19,21-22,24-26,28-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,20-16-,27-23-,41-40-/t73-,74+,75+/m0/s1	DQUBEXMTDPZGOI-LAAULDEFSA-N	1429.003527			MMDBc0042173
BASm0028975	CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/27:0)	CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/27:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h14,16,18,20,23,27,75-77,82H,5-13,15,17,19,21-22,24-26,28-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,20-16-,27-23-/t75-,76+,77+/m0/s1	BANKGIMCLCPHRH-UQCLVGOPSA-N	1459.050477			MMDBc0042174
BASm0028976	CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/27:1(11Z))	CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/27:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h14,16,18,20,23,27,40-41,75-77,82H,5-13,15,17,19,21-22,24-26,28-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,20-16-,27-23-,41-40-/t75-,76+,77+/m0/s1	BSIQXZYCZAOESZ-QMSNHLNTSA-N	1457.034827			MMDBc0042175
BASm0028977	CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/27:1(9Z))	CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/15:1(9Z)/27:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h14,16,18,20,23,27,42-43,75-77,82H,5-13,15,17,19,21-22,24-26,28-41,44-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,20-16-,27-23-,43-42-/t75-,76+,77+/m0/s1	ITGGCEWYXIPWSN-VNYGEEOFSA-N	1457.034827			MMDBc0042176
BASm0028978	CL(15:1(11Z)/15:1(11Z)/16:0/16:1(11Z))	CL(15:1(11Z)/15:1(11Z)/16:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:0/16:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-33-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-32-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h15-16,18-20,22,65-67,72H,5-14,17,21,23-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,20-16-,22-18-/t65-,66+,67+/m0/s1	LVMFZJQFOWGHKK-MKUWLKQISA-N	1318.893977			MMDBc0042177
BASm0028979	CL(15:1(11Z)/15:1(11Z)/16:0/16:1(9Z))	CL(15:1(11Z)/15:1(11Z)/16:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:0/16:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-33-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-32-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h15-16,19-20,26,30,65-67,72H,5-14,17-18,21-25,27-29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,20-16-,30-26-/t65-,66+,67+/m0/s1	ZEMDPEZGORDFFK-NZZYFDDKSA-N	1318.893977			MMDBc0042178
BASm0028980	CL(15:1(11Z)/15:1(11Z)/16:0/18:0)	CL(15:1(11Z)/15:1(11Z)/16:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:0/18:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h15-16,19-20,67-69,74H,5-14,17-18,21-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,20-16-/t67-,68+,69+/m0/s1	UOZSWPHTFKJELZ-PYZVNSOMSA-N	1348.940927			MMDBc0042179
BASm0028981	CL(15:1(11Z)/15:1(11Z)/16:0/18:1(11Z))	CL(15:1(11Z)/15:1(11Z)/16:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:0/18:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h15-16,19-20,25,29,67-69,74H,5-14,17-18,21-24,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,20-16-,29-25-/t67-,68+,69+/m0/s1	OLUKDZZXPIFRJV-CFWUJWHUSA-N	1346.925277			MMDBc0042180
BASm0028982	CL(15:1(11Z)/15:1(11Z)/16:0/18:1(9Z))	CL(15:1(11Z)/15:1(11Z)/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:0/18:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h15-16,19-20,33-34,67-69,74H,5-14,17-18,21-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,20-16-,34-33-/t67-,68+,69+/m0/s1	VFSSFJFETCHXIV-SDCSUODUSA-N	1346.925277			MMDBc0042181
BASm0028983	CL(15:1(11Z)/15:1(11Z)/16:0/20:0)	CL(15:1(11Z)/15:1(11Z)/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:0/20:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15-16,19-20,69-71,76H,5-14,17-18,21-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,20-16-/t69-,70+,71+/m0/s1	YIFDHZPRKMNVDA-ARLUJFQCSA-N	1376.972227			MMDBc0042182
BASm0028984	CL(15:1(11Z)/15:1(11Z)/16:0/20:1(11Z))	CL(15:1(11Z)/15:1(11Z)/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:0/20:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15-16,19-20,33-34,69-71,76H,5-14,17-18,21-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,20-16-,34-33-/t69-,70+,71+/m0/s1	PENIVJRLYCPVRS-NGDLYGBVSA-N	1374.956577			MMDBc0042183
BASm0028985	CL(15:1(11Z)/15:1(11Z)/16:0/20:1(13Z))	CL(15:1(11Z)/15:1(11Z)/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:0/20:1(13Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15-16,19-20,25,29,69-71,76H,5-14,17-18,21-24,26-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,20-16-,29-25-/t69-,70+,71+/m0/s1	SUPWSEWLGXTLMC-HZVJMXOGSA-N	1374.956577			MMDBc0042184
BASm0028986	CL(15:1(11Z)/15:1(11Z)/16:0/22:0)	CL(15:1(11Z)/15:1(11Z)/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:0/22:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15-16,19-20,71-73,78H,5-14,17-18,21-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,20-16-/t71-,72+,73+/m0/s1	AYOLOFGBNRSYJZ-VMTRLIHASA-N	1405.003527			MMDBc0042185
BASm0028987	CL(15:1(11Z)/15:1(11Z)/16:0/22:1(11Z))	CL(15:1(11Z)/15:1(11Z)/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:0/22:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15-16,19-20,35-36,71-73,78H,5-14,17-18,21-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,20-16-,36-35-/t71-,72+,73+/m0/s1	NCBSISPZGWIRHP-VQERQEPZSA-N	1402.987877			MMDBc0042186
BASm0028988	CL(15:1(11Z)/15:1(11Z)/16:0/22:1(9Z))	CL(15:1(11Z)/15:1(11Z)/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:0/22:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15-16,19-20,37-38,71-73,78H,5-14,17-18,21-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,20-16-,38-37-/t71-,72+,73+/m0/s1	KZNSMWFIPZEEKD-DKDVJYBYSA-N	1402.987877			MMDBc0042187
BASm0028989	CL(15:1(11Z)/15:1(11Z)/16:0/24:0)	CL(15:1(11Z)/15:1(11Z)/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:0/24:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15-16,19-20,73-75,80H,5-14,17-18,21-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-/t73-,74+,75+/m0/s1	GGJWHDNSVDGBAC-SZWUGWKQSA-N	1433.034827			MMDBc0042188
BASm0028990	CL(15:1(11Z)/15:1(11Z)/16:0/24:1(11Z))	CL(15:1(11Z)/15:1(11Z)/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:0/24:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15-16,19-20,37-38,73-75,80H,5-14,17-18,21-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-,38-37-/t73-,74+,75+/m0/s1	APRRZBWMVVWSEC-MDENQNCBSA-N	1431.019177			MMDBc0042189
BASm0028991	CL(15:1(11Z)/15:1(11Z)/16:0/24:1(9Z))	CL(15:1(11Z)/15:1(11Z)/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:0/24:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15-16,19-20,39-40,73-75,80H,5-14,17-18,21-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-,40-39-/t73-,74+,75+/m0/s1	UXULEQCJZVSETJ-FKMFEFGQSA-N	1431.019177			MMDBc0042190
BASm0028992	CL(15:1(11Z)/15:1(11Z)/16:0/26:0)	CL(15:1(11Z)/15:1(11Z)/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:0/26:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15-16,19-20,75-77,82H,5-14,17-18,21-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-/t75-,76+,77+/m0/s1	QDAYBSJYZPSRAH-JBLJQUNESA-N	1461.066127			MMDBc0042191
BASm0028993	CL(15:1(11Z)/15:1(11Z)/16:0/26:1(11Z))	CL(15:1(11Z)/15:1(11Z)/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:0/26:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15-16,19-20,38-39,75-77,82H,5-14,17-18,21-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-,39-38-/t75-,76+,77+/m0/s1	OGTNUXFYISCYLF-LSOCFXJSSA-N	1459.050477			MMDBc0042192
BASm0028994	CL(15:1(11Z)/15:1(11Z)/16:0/26:1(9Z))	CL(15:1(11Z)/15:1(11Z)/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:0/26:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h15-16,19-20,41-42,76-78,83H,5-14,17-18,21-40,43-75H2,1-4H3,(H,88,89)(H,90,91)/b19-15-,20-16-,42-41-/t76-,77+,78+/m0/s1	RRDANFZSYAPWIP-YACIUPOASA-N	1473.066127			MMDBc0042193
BASm0028995	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/18:0)	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/18:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h15-16,18-20,22,67-69,74H,5-14,17,21,23-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,20-16-,22-18-/t67-,68+,69+/m0/s1	ZRAHQVXUHHXKJC-GMZKKDSPSA-N	1346.925277			MMDBc0042194
BASm0028996	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/18:1(11Z))	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/18:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h15-16,18-20,22,25,29,67-69,74H,5-14,17,21,23-24,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,20-16-,22-18-,29-25-/t67-,68+,69+/m0/s1	NUTWVGHEMBYCJX-BMIMCKDGSA-N	1344.909627			MMDBc0042195
BASm0028997	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/18:1(9Z))	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/18:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h15-16,18-20,22,33-34,67-69,74H,5-14,17,21,23-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,20-16-,22-18-,34-33-/t67-,68+,69+/m0/s1	WUPGQDGXHNWXEY-MLJHWHTASA-N	1344.909627			MMDBc0042196
BASm0028998	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/20:0)	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/20:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15-16,18-20,22,69-71,76H,5-14,17,21,23-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,20-16-,22-18-/t69-,70+,71+/m0/s1	XLPCVMHQSGZZOV-TXFYKNLHSA-N	1374.956577			MMDBc0042197
BASm0028999	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/20:1(11Z))	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/20:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15-16,18-20,22,33-34,69-71,76H,5-14,17,21,23-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,20-16-,22-18-,34-33-/t69-,70+,71+/m0/s1	ZUTVELMOGMMLFC-DQKXZVIRSA-N	1372.940927			MMDBc0042198
BASm0029000	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/20:1(13Z))	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/20:1(13Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15-16,18-20,22,25,29,69-71,76H,5-14,17,21,23-24,26-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,20-16-,22-18-,29-25-/t69-,70+,71+/m0/s1	UEPZMHIXEIWAMY-GMWJKWBZSA-N	1372.940927			MMDBc0042199
BASm0029001	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/22:0)	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/22:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15-16,18-20,22,71-73,78H,5-14,17,21,23-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,20-16-,22-18-/t71-,72+,73+/m0/s1	ADGQFSVDWBEVCP-OIMUKRCSSA-N	1402.987877			MMDBc0042200
BASm0029002	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/22:1(11Z))	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/22:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15-16,18-20,22,35-36,71-73,78H,5-14,17,21,23-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,20-16-,22-18-,36-35-/t71-,72+,73+/m0/s1	MQUPGDLQHAYJSY-DEWGHPNBSA-N	1400.972227			MMDBc0042201
BASm0029003	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/22:1(9Z))	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/22:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15-16,18-20,22,37-38,71-73,78H,5-14,17,21,23-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,20-16-,22-18-,38-37-/t71-,72+,73+/m0/s1	TVASWCHGEABGAH-SLDFMFHNSA-N	1400.972227			MMDBc0042202
BASm0029004	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/24:0)	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/24:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15-16,18-20,22,73-75,80H,5-14,17,21,23-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-,22-18-/t73-,74+,75+/m0/s1	SDAOFJSVXBIVRF-IPPINHAFSA-N	1431.019177			MMDBc0042203
BASm0029005	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/24:1(11Z))	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/24:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15-16,18-20,22,37-38,73-75,80H,5-14,17,21,23-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-,22-18-,38-37-/t73-,74+,75+/m0/s1	BDMUOSKBYTVQJK-UEIJVUPXSA-N	1429.003527			MMDBc0042204
BASm0029006	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/24:1(9Z))	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/24:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15-16,18-20,22,39-40,73-75,80H,5-14,17,21,23-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-,22-18-,40-39-/t73-,74+,75+/m0/s1	YEMGUPNJVYPZRS-WSZDIIJNSA-N	1429.003527			MMDBc0042205
BASm0029007	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/26:0)	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/26:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15-16,18-20,22,75-77,82H,5-14,17,21,23-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-,22-18-/t75-,76+,77+/m0/s1	VATLVWKWHHHLKE-ZVVBCORSSA-N	1459.050477			MMDBc0042206
BASm0029008	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/26:1(11Z))	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/26:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15-16,18-20,22,38-39,75-77,82H,5-14,17,21,23-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-,22-18-,39-38-/t75-,76+,77+/m0/s1	GSXRZXPDLBIQDW-VPZJHDGTSA-N	1457.034827			MMDBc0042207
BASm0029009	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/26:1(9Z))	CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(11Z)/26:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H152O17P2	InChI=1S/C82H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h15-16,18-20,22,41-42,76-78,83H,5-14,17,21,23-40,43-75H2,1-4H3,(H,88,89)(H,90,91)/b19-15-,20-16-,22-18-,42-41-/t76-,77+,78+/m0/s1	QMHVJYPLXBZTLT-JEQQTQHSSA-N	1471.050477			MMDBc0042208
BASm0029010	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/18:0)	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/18:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h15-16,19-20,26,30,67-69,74H,5-14,17-18,21-25,27-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,20-16-,30-26-/t67-,68+,69+/m0/s1	YCWBAGSRLOYUSN-PRLWSSABSA-N	1346.925277			MMDBc0042209
BASm0029011	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/18:1(11Z))	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/18:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h15-16,19-20,25-26,29-30,67-69,74H,5-14,17-18,21-24,27-28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,20-16-,29-25-,30-26-/t67-,68+,69+/m0/s1	GJZILTRZHFIFRK-YFLXSFPDSA-N	1344.909627			MMDBc0042210
BASm0029012	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/18:1(9Z))	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/18:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h15-16,19-20,26,30,33-34,67-69,74H,5-14,17-18,21-25,27-29,31-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,20-16-,30-26-,34-33-/t67-,68+,69+/m0/s1	QARMCLOKYGFGIM-VRDZVLQPSA-N	1344.909627			MMDBc0042211
BASm0029013	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/20:0)	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/20:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15-16,19-20,26,30,69-71,76H,5-14,17-18,21-25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,20-16-,30-26-/t69-,70+,71+/m0/s1	ILXPRJXKNXKOEZ-ZTZKDCBKSA-N	1374.956577			MMDBc0042212
BASm0029014	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/20:1(11Z))	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/20:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15-16,19-20,26,30,33-34,69-71,76H,5-14,17-18,21-25,27-29,31-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,20-16-,30-26-,34-33-/t69-,70+,71+/m0/s1	ZVSQDMSQLYXREH-KRQGAVNLSA-N	1372.940927			MMDBc0042213
BASm0029015	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/20:1(13Z))	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/20:1(13Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15-16,19-20,25-26,29-30,69-71,76H,5-14,17-18,21-24,27-28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,20-16-,29-25-,30-26-/t69-,70+,71+/m0/s1	VGGUJOBELSNKNL-IVKBXDAJSA-N	1372.940927			MMDBc0042214
BASm0029016	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/22:0)	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/22:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15-16,19-20,26,30,71-73,78H,5-14,17-18,21-25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,20-16-,30-26-/t71-,72+,73+/m0/s1	LIBMXIGZHIPQMY-IYKIXRPXSA-N	1402.987877			MMDBc0042215
BASm0029017	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/22:1(11Z))	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/22:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15-16,19-20,26,30,35-36,71-73,78H,5-14,17-18,21-25,27-29,31-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,20-16-,30-26-,36-35-/t71-,72+,73+/m0/s1	ALUMJWJCFPFEBI-AKNIEOIHSA-N	1400.972227			MMDBc0042216
BASm0029018	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/22:1(9Z))	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/22:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15-16,19-20,26,30,37-38,71-73,78H,5-14,17-18,21-25,27-29,31-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,20-16-,30-26-,38-37-/t71-,72+,73+/m0/s1	LPVVSLWDFZFHEH-BUFDMCCJSA-N	1400.972227			MMDBc0042217
BASm0029019	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/24:0)	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/24:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15-16,19-20,26,30,73-75,80H,5-14,17-18,21-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-,30-26-/t73-,74+,75+/m0/s1	ZEYWLAHVOFNOOH-GOZVRAGPSA-N	1431.019177			MMDBc0042218
BASm0029020	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/24:1(11Z))	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/24:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15-16,19-20,26,30,37-38,73-75,80H,5-14,17-18,21-25,27-29,31-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-,30-26-,38-37-/t73-,74+,75+/m0/s1	PCVZLBYXZKYJGJ-ZCJFHPKWSA-N	1429.003527			MMDBc0042219
BASm0029021	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/24:1(9Z))	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/24:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15-16,19-20,26,30,39-40,73-75,80H,5-14,17-18,21-25,27-29,31-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-,30-26-,40-39-/t73-,74+,75+/m0/s1	CCLYLGZLDIGHNE-CIESEERMSA-N	1429.003527			MMDBc0042220
BASm0029022	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/26:0)	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/26:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15-16,19-20,26,30,75-77,82H,5-14,17-18,21-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-,30-26-/t75-,76+,77+/m0/s1	VRYLDGNSLYFKOU-MXNLOFNLSA-N	1459.050477			MMDBc0042221
BASm0029023	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/26:1(11Z))	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/26:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15-16,19-20,26,30,38-39,75-77,82H,5-14,17-18,21-25,27-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-,30-26-,39-38-/t75-,76+,77+/m0/s1	WBCPFDDBCLVWDV-WITABACWSA-N	1457.034827			MMDBc0042222
BASm0029024	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/26:1(9Z))	CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/16:1(9Z)/26:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H152O17P2	InChI=1S/C82H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h15-16,19-20,26,30,41-42,76-78,83H,5-14,17-18,21-25,27-29,31-40,43-75H2,1-4H3,(H,88,89)(H,90,91)/b19-15-,20-16-,30-26-,42-41-/t76-,77+,78+/m0/s1	BRWJHWNUDUIUIQ-OTFDCJLRSA-N	1471.050477			MMDBc0042223
BASm0029025	CL(15:1(11Z)/15:1(11Z)/18:0/18:1(11Z))	CL(15:1(11Z)/15:1(11Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:0/18:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15-16,19-20,26,30,69-71,76H,5-14,17-18,21-25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,20-16-,30-26-/t69-,70+,71+/m0/s1	UVRUMRVOLFPDHF-ZTZKDCBKSA-N	1374.956577			MMDBc0042224
BASm0029026	CL(15:1(11Z)/15:1(11Z)/18:0/18:1(9Z))	CL(15:1(11Z)/15:1(11Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:0/18:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15-16,19-20,34,36,69-71,76H,5-14,17-18,21-33,35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,20-16-,36-34-/t69-,70+,71+/m0/s1	DQAHWAPHAOJERA-MKCNEIOESA-N	1374.956577			MMDBc0042225
BASm0029027	CL(15:1(11Z)/15:1(11Z)/18:0/20:0)	CL(15:1(11Z)/15:1(11Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:0/20:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15-16,19-20,71-73,78H,5-14,17-18,21-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,20-16-/t71-,72+,73+/m0/s1	DNAJUXWWOYEWJH-VMTRLIHASA-N	1405.003527			MMDBc0042226
BASm0029028	CL(15:1(11Z)/15:1(11Z)/18:0/20:1(11Z))	CL(15:1(11Z)/15:1(11Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:0/20:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15-16,19-20,33,35,71-73,78H,5-14,17-18,21-32,34,36-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,20-16-,35-33-/t71-,72+,73+/m0/s1	AQAUIBXTQPFMBQ-BCRNBKNSSA-N	1402.987877			MMDBc0042227
BASm0029029	CL(15:1(11Z)/15:1(11Z)/18:0/20:1(13Z))	CL(15:1(11Z)/15:1(11Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:0/20:1(13Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15-16,19-20,25,29,71-73,78H,5-14,17-18,21-24,26-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,20-16-,29-25-/t71-,72+,73+/m0/s1	KSQQUAXVGBLSIJ-IECNQDAZSA-N	1402.987877			MMDBc0042228
BASm0029030	CL(15:1(11Z)/15:1(11Z)/18:0/22:0)	CL(15:1(11Z)/15:1(11Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:0/22:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15-16,19-20,73-75,80H,5-14,17-18,21-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-/t73-,74+,75+/m0/s1	BGWULMKSZYJMLE-SZWUGWKQSA-N	1433.034827			MMDBc0042229
BASm0029031	CL(15:1(11Z)/15:1(11Z)/18:0/22:1(11Z))	CL(15:1(11Z)/15:1(11Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:0/22:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15-16,19-20,36-37,73-75,80H,5-14,17-18,21-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-,37-36-/t73-,74+,75+/m0/s1	LXEOTQNPBRFHKE-RWAFRZLLSA-N	1431.019177			MMDBc0042230
BASm0029032	CL(15:1(11Z)/15:1(11Z)/18:0/22:1(9Z))	CL(15:1(11Z)/15:1(11Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:0/22:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15-16,19-20,38,40,73-75,80H,5-14,17-18,21-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-,40-38-/t73-,74+,75+/m0/s1	SNZZKGHQMCVLDG-UPNJXUSFSA-N	1431.019177			MMDBc0042231
BASm0029033	CL(15:1(11Z)/15:1(11Z)/18:0/24:0)	CL(15:1(11Z)/15:1(11Z)/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:0/24:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15-16,19-20,75-77,82H,5-14,17-18,21-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-/t75-,76+,77+/m0/s1	SKWWBWGNOQLOJU-JBLJQUNESA-N	1461.066127			MMDBc0042232
BASm0029034	CL(15:1(11Z)/15:1(11Z)/18:0/24:1(11Z))	CL(15:1(11Z)/15:1(11Z)/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:0/24:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15-16,19-20,38-39,75-77,82H,5-14,17-18,21-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-,39-38-/t75-,76+,77+/m0/s1	IRULWDYVSUWAHN-LSOCFXJSSA-N	1459.050477			MMDBc0042233
BASm0029035	CL(15:1(11Z)/15:1(11Z)/18:0/24:1(9Z))	CL(15:1(11Z)/15:1(11Z)/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:0/24:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15-16,19-20,40,42,75-77,82H,5-14,17-18,21-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-,42-40-/t75-,76+,77+/m0/s1	HQLSFKOXBKWFGF-ATTVDRRUSA-N	1459.050477			MMDBc0042234
BASm0029036	CL(15:1(11Z)/15:1(11Z)/18:1(11Z)/20:0)	CL(15:1(11Z)/15:1(11Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:1(11Z)/20:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15-16,19-20,26,30,71-73,78H,5-14,17-18,21-25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,20-16-,30-26-/t71-,72+,73+/m0/s1	NZGKJVZZQUGTBC-IYKIXRPXSA-N	1402.987877			MMDBc0042235
BASm0029037	CL(15:1(11Z)/15:1(11Z)/18:1(11Z)/20:1(11Z))	CL(15:1(11Z)/15:1(11Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:1(11Z)/20:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15-16,19-20,26,30,33,35,71-73,78H,5-14,17-18,21-25,27-29,31-32,34,36-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,20-16-,30-26-,35-33-/t71-,72+,73+/m0/s1	JMNZEKZXZWJZCX-KHZKWYLGSA-N	1400.972227			MMDBc0042236
BASm0029038	CL(15:1(11Z)/15:1(11Z)/18:1(11Z)/20:1(13Z))	CL(15:1(11Z)/15:1(11Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:1(11Z)/20:1(13Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15-16,19-20,25-26,29-30,71-73,78H,5-14,17-18,21-24,27-28,31-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,20-16-,29-25-,30-26-/t71-,72+,73+/m0/s1	IBGZYZPKKPXOMN-KTLBRRESSA-N	1400.972227			MMDBc0042237
BASm0029039	CL(15:1(11Z)/15:1(11Z)/18:1(11Z)/22:0)	CL(15:1(11Z)/15:1(11Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:1(11Z)/22:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15-16,19-20,26,30,73-75,80H,5-14,17-18,21-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-,30-26-/t73-,74+,75+/m0/s1	LKNKDLTULVDCHF-GOZVRAGPSA-N	1431.019177			MMDBc0042238
BASm0029040	CL(15:1(11Z)/15:1(11Z)/18:1(11Z)/22:1(11Z))	CL(15:1(11Z)/15:1(11Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:1(11Z)/22:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15-16,19-20,26,30,36-37,73-75,80H,5-14,17-18,21-25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-,30-26-,37-36-/t73-,74+,75+/m0/s1	JEBZOLHKVMQMDT-GGZITURZSA-N	1429.003527			MMDBc0042239
BASm0029041	CL(15:1(11Z)/15:1(11Z)/18:1(11Z)/22:1(9Z))	CL(15:1(11Z)/15:1(11Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:1(11Z)/22:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15-16,19-20,26,30,38,40,73-75,80H,5-14,17-18,21-25,27-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-,30-26-,40-38-/t73-,74+,75+/m0/s1	YKERZKQKJVGJPD-WOILKUIQSA-N	1429.003527			MMDBc0042240
BASm0029042	CL(15:1(11Z)/15:1(11Z)/18:1(11Z)/24:0)	CL(15:1(11Z)/15:1(11Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:1(11Z)/24:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15-16,19-20,26,30,75-77,82H,5-14,17-18,21-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-,30-26-/t75-,76+,77+/m0/s1	BWZFNMHCBCFADK-MXNLOFNLSA-N	1459.050477			MMDBc0042241
BASm0029043	CL(15:1(11Z)/15:1(11Z)/18:1(11Z)/24:1(11Z))	CL(15:1(11Z)/15:1(11Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:1(11Z)/24:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15-16,19-20,26,30,38-39,75-77,82H,5-14,17-18,21-25,27-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-,30-26-,39-38-/t75-,76+,77+/m0/s1	XXKRDCCUNIULAG-WITABACWSA-N	1457.034827			MMDBc0042242
BASm0029044	CL(15:1(11Z)/15:1(11Z)/18:1(11Z)/24:1(9Z))	CL(15:1(11Z)/15:1(11Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:1(11Z)/24:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15-16,19-20,26,30,40,42,75-77,82H,5-14,17-18,21-25,27-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-,30-26-,42-40-/t75-,76+,77+/m0/s1	ZXKFAGUBNZTDLJ-HDZIPMBASA-N	1457.034827			MMDBc0042243
BASm0029045	CL(15:1(11Z)/15:1(11Z)/18:1(9Z)/20:0)	CL(15:1(11Z)/15:1(11Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:1(9Z)/20:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15-16,19-20,34,37,71-73,78H,5-14,17-18,21-33,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,20-16-,37-34-/t71-,72+,73+/m0/s1	GLRVBLJXXXHFGG-TUUOSHSGSA-N	1402.987877			MMDBc0042244
BASm0029046	CL(15:1(11Z)/15:1(11Z)/18:1(9Z)/20:1(11Z))	CL(15:1(11Z)/15:1(11Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:1(9Z)/20:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15-16,19-20,33-35,37,71-73,78H,5-14,17-18,21-32,36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,20-16-,35-33-,37-34-/t71-,72+,73+/m0/s1	UBBIGICJDOYLRU-KHWOFNIBSA-N	1400.972227			MMDBc0042245
BASm0029047	CL(15:1(11Z)/15:1(11Z)/18:1(9Z)/20:1(13Z))	CL(15:1(11Z)/15:1(11Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:1(9Z)/20:1(13Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15-16,19-20,25,29,34,37,71-73,78H,5-14,17-18,21-24,26-28,30-33,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,20-16-,29-25-,37-34-/t71-,72+,73+/m0/s1	YJHTTXZEIJTKNJ-KLBBXOLQSA-N	1400.972227			MMDBc0042246
BASm0029048	CL(15:1(11Z)/15:1(11Z)/18:1(9Z)/22:0)	CL(15:1(11Z)/15:1(11Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:1(9Z)/22:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15-16,19-20,34,39,73-75,80H,5-14,17-18,21-33,35-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-,39-34-/t73-,74+,75+/m0/s1	CRDQDNXCUSNRKB-DRANHJSLSA-N	1431.019177			MMDBc0042247
BASm0029049	CL(15:1(11Z)/15:1(11Z)/18:1(9Z)/22:1(11Z))	CL(15:1(11Z)/15:1(11Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:1(9Z)/22:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15-16,19-20,34,36-37,39,73-75,80H,5-14,17-18,21-33,35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-,37-36-,39-34-/t73-,74+,75+/m0/s1	PKTRZOSTEMTGIB-SVVRRGGESA-N	1429.003527			MMDBc0042248
BASm0029050	CL(15:1(11Z)/15:1(11Z)/18:1(9Z)/22:1(9Z))	CL(15:1(11Z)/15:1(11Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:1(9Z)/22:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15-16,19-20,34,38-40,73-75,80H,5-14,17-18,21-33,35-37,41-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-,39-34-,40-38-/t73-,74+,75+/m0/s1	JETWJDXBHQHIEU-XKZZIJMBSA-N	1429.003527			MMDBc0042249
BASm0029051	CL(15:1(11Z)/15:1(11Z)/18:1(9Z)/24:0)	CL(15:1(11Z)/15:1(11Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:1(9Z)/24:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15-16,19-20,34,41,75-77,82H,5-14,17-18,21-33,35-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-,41-34-/t75-,76+,77+/m0/s1	XHOASKZPQDWCNR-LXZWGTPDSA-N	1459.050477			MMDBc0042250
BASm0029052	CL(15:1(11Z)/15:1(11Z)/18:1(9Z)/24:1(11Z))	CL(15:1(11Z)/15:1(11Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:1(9Z)/24:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15-16,19-20,34,38-39,41,75-77,82H,5-14,17-18,21-33,35-37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-,39-38-,41-34-/t75-,76+,77+/m0/s1	XXDLBDYCHTWEBW-DTVNDEQPSA-N	1457.034827			MMDBc0042251
BASm0029053	CL(15:1(11Z)/15:1(11Z)/18:1(9Z)/24:1(9Z))	CL(15:1(11Z)/15:1(11Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/18:1(9Z)/24:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15-16,19-20,34,40-42,75-77,82H,5-14,17-18,21-33,35-39,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-,41-34-,42-40-/t75-,76+,77+/m0/s1	RUBCPJMIFOGFOO-MGVWPYGSSA-N	1457.034827			MMDBc0042252
BASm0029054	CL(15:1(11Z)/15:1(11Z)/20:0/20:1(11Z))	CL(15:1(11Z)/15:1(11Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/20:0/20:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15-16,19-20,34,36,73-75,80H,5-14,17-18,21-33,35,37-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-,36-34-/t73-,74+,75+/m0/s1	VXIUOWIQNWFUNH-RJSCYYNQSA-N	1431.019177			MMDBc0042253
BASm0029055	CL(15:1(11Z)/15:1(11Z)/20:0/20:1(13Z))	CL(15:1(11Z)/15:1(11Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/20:0/20:1(13Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15-16,19-20,26,30,73-75,80H,5-14,17-18,21-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-,30-26-/t73-,74+,75+/m0/s1	SKYOCZFINGCURS-GOZVRAGPSA-N	1431.019177			MMDBc0042254
BASm0029056	CL(15:1(11Z)/15:1(11Z)/20:0/22:0)	CL(15:1(11Z)/15:1(11Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/20:0/22:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15-16,19-20,75-77,82H,5-14,17-18,21-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-/t75-,76+,77+/m0/s1	CTBCILNQGPJVAW-JBLJQUNESA-N	1461.066127			MMDBc0042255
BASm0029057	CL(15:1(11Z)/15:1(11Z)/20:0/22:1(11Z))	CL(15:1(11Z)/15:1(11Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/20:0/22:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15-16,19-20,37-38,75-77,82H,5-14,17-18,21-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-,38-37-/t75-,76+,77+/m0/s1	XCYPWYNJWSVMFF-MEXDIPMASA-N	1459.050477			MMDBc0042256
BASm0029058	CL(15:1(11Z)/15:1(11Z)/20:0/22:1(9Z))	CL(15:1(11Z)/15:1(11Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/20:0/22:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15-16,19-20,40,42,75-77,82H,5-14,17-18,21-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-,42-40-/t75-,76+,77+/m0/s1	SBORNMOPZPEMJY-ATTVDRRUSA-N	1459.050477			MMDBc0042257
BASm0029059	CL(15:1(11Z)/15:1(11Z)/20:1(11Z)/22:0)	CL(15:1(11Z)/15:1(11Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/20:1(11Z)/22:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15-16,19-20,34,36,75-77,82H,5-14,17-18,21-33,35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-,36-34-/t75-,76+,77+/m0/s1	WTKPPXWJQZOLNG-WQNBMBSLSA-N	1459.050477			MMDBc0042258
BASm0029060	CL(15:1(11Z)/15:1(11Z)/20:1(11Z)/22:1(11Z))	CL(15:1(11Z)/15:1(11Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/20:1(11Z)/22:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15-16,19-20,34,36-38,75-77,82H,5-14,17-18,21-33,35,39-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-,36-34-,38-37-/t75-,76+,77+/m0/s1	XPDOZANUEUCWAG-VBYGMXDESA-N	1457.034827			MMDBc0042259
BASm0029061	CL(15:1(11Z)/15:1(11Z)/20:1(11Z)/22:1(9Z))	CL(15:1(11Z)/15:1(11Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/20:1(11Z)/22:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15-16,19-20,34,36,40,42,75-77,82H,5-14,17-18,21-33,35,37-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-,36-34-,42-40-/t75-,76+,77+/m0/s1	AQTPNUJVRCFRSS-DYMBGJEOSA-N	1457.034827			MMDBc0042260
BASm0029062	CL(15:1(11Z)/15:1(11Z)/20:1(13Z)/22:0)	CL(15:1(11Z)/15:1(11Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/20:1(13Z)/22:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15-16,19-20,26,30,75-77,82H,5-14,17-18,21-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-,30-26-/t75-,76+,77+/m0/s1	ZZIYXEPYVIBUDK-MXNLOFNLSA-N	1459.050477			MMDBc0042261
BASm0029063	CL(15:1(11Z)/15:1(11Z)/20:1(13Z)/22:1(11Z))	CL(15:1(11Z)/15:1(11Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/20:1(13Z)/22:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15-16,19-20,26,30,37-38,75-77,82H,5-14,17-18,21-25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-,30-26-,38-37-/t75-,76+,77+/m0/s1	QYSNKSWFCSVCPI-BAOVMWQLSA-N	1457.034827			MMDBc0042262
BASm0029064	CL(15:1(11Z)/15:1(11Z)/20:1(13Z)/22:1(9Z))	CL(15:1(11Z)/15:1(11Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(11Z)/20:1(13Z)/22:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15-16,19-20,26,30,40,42,75-77,82H,5-14,17-18,21-25,27-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-,30-26-,42-40-/t75-,76+,77+/m0/s1	YPMLNPQKUDOSBB-HDZIPMBASA-N	1457.034827			MMDBc0042263
BASm0029065	CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/15:1(11Z))	CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/15:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/15:1(11Z)) contains three chains of (11Z-pentadecenoyl) at the C1, C3 and C4 positions, one chain of (9Z-pentadecenoyl) at the C2 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h13-15,17-19,24,28,63-65,70H,5-12,16,20-23,25-27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b17-13-,18-14-,19-15-,28-24-/t63-,64-,65-/m1/s1	QOESKNHSGLZOLY-KHHPIRKVSA-N	1288.847027			MMDBc0042264
BASm0029066	CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/15:1(9Z))	CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/15:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/15:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C3 positions, two chains of (9Z-pentadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h13-14,17-18,23-24,27-28,63-65,70H,5-12,15-16,19-22,25-26,29-62H2,1-4H3,(H,75,76)(H,77,78)/b17-13-,18-14-,27-23-,28-24-/t64-,65-/m1/s1	ZVYFLIWRUFGEEK-CDJONPNPSA-N	1288.847027			MMDBc0042265
BASm0029067	CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/23:1(11Z))	CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/23:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C3 positions, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h14-15,18-19,24,28,36-37,71-73,78H,5-13,16-17,20-23,25-27,29-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,19-15-,28-24-,37-36-/t71-,72+,73+/m0/s1	DPTAMLWAPLDWAV-QXLRJTLASA-N	1400.972227			MMDBc0042266
BASm0029068	CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/23:1(9Z))	CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/23:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C3 positions, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h14-15,18-19,24,28,38-39,71-73,78H,5-13,16-17,20-23,25-27,29-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,19-15-,28-24-,39-38-/t71-,72+,73+/m0/s1	YDUCNRJUWOVFFZ-TVVZYCEZSA-N	1400.972227			MMDBc0042267
BASm0029069	CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/25:0)	CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/25:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C3 positions, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h14-15,18-19,24,28,73-75,80H,5-13,16-17,20-23,25-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,19-15-,28-24-/t73-,74+,75+/m0/s1	METKNODSAKJRLD-KKOODYIBSA-N	1431.019177			MMDBc0042268
BASm0029070	CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/25:1(11Z))	CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/25:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C3 positions, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h14-15,18-19,24,28,38-39,73-75,80H,5-13,16-17,20-23,25-27,29-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,19-15-,28-24-,39-38-/t73-,74+,75+/m0/s1	IKJQTWRDOZOCSJ-BBRFOKEYSA-N	1429.003527			MMDBc0042269
BASm0029071	CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/25:1(9Z))	CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/25:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C3 positions, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h14-15,18-19,24,28,40-41,73-75,80H,5-13,16-17,20-23,25-27,29-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,19-15-,28-24-,41-40-/t73-,74+,75+/m0/s1	XYOBMFDGFVWFQA-BBDBZZLFSA-N	1429.003527			MMDBc0042270
BASm0029072	CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/27:0)	CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/27:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C3 positions, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h14-15,18-19,24,28,75-77,82H,5-13,16-17,20-23,25-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,19-15-,28-24-/t75-,76+,77+/m0/s1	UIPUSNUBCCFACT-PTNIZGKBSA-N	1459.050477			MMDBc0042271
BASm0029073	CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/27:1(11Z))	CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/27:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C3 positions, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h14-15,18-19,24,28,40-41,75-77,82H,5-13,16-17,20-23,25-27,29-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,19-15-,28-24-,41-40-/t75-,76+,77+/m0/s1	UOIYQEFSXUEMTM-LDRWTNIDSA-N	1457.034827			MMDBc0042272
BASm0029074	CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/27:1(9Z))	CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/15:1(11Z)/27:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C3 positions, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h14-15,18-19,24,28,42-43,75-77,82H,5-13,16-17,20-23,25-27,29-41,44-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,19-15-,28-24-,43-42-/t75-,76+,77+/m0/s1	LXGNOZBRUGXESG-ICSHUJIRSA-N	1457.034827			MMDBc0042273
BASm0029075	CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/15:1(11Z))	CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/15:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/15:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C4 positions, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h13,16-17,20,22-23,26-27,63-65,70H,5-12,14-15,18-19,21,24-25,28-62H2,1-4H3,(H,75,76)(H,77,78)/b17-13-,20-16-,26-22-,27-23-/t63-,64+,65+/m0/s1	GFGRWYSUOFPMNZ-GOOLIYBFSA-N	1288.847027			MMDBc0042274
BASm0029076	CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/15:1(9Z))	CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/15:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/15:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, three chains of (9Z-pentadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h13,17,22-24,26-28,63-65,70H,5-12,14-16,18-21,25,29-62H2,1-4H3,(H,75,76)(H,77,78)/b17-13-,26-22-,27-23-,28-24-/t63-,64+,65+/m0/s1	OAHSRJTWICIMAX-UKRVLLTCSA-N	1288.847027			MMDBc0042275
BASm0029077	CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/23:1(11Z))	CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/23:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h14,18,23-24,27-28,36-37,71-73,78H,5-13,15-17,19-22,25-26,29-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,27-23-,28-24-,37-36-/t71-,72+,73+/m0/s1	JSDYHLFFVVJVHV-XRUWVQIESA-N	1400.972227			MMDBc0042276
BASm0029078	CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/23:1(9Z))	CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/23:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h14,18,23-24,27-28,38-39,71-73,78H,5-13,15-17,19-22,25-26,29-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b18-14-,27-23-,28-24-,39-38-/t71-,72+,73+/m0/s1	HFQRHFOAOCHORE-LBEOIEKESA-N	1400.972227			MMDBc0042277
BASm0029079	CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/25:0)	CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/25:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h14,18,23-24,27-28,73-75,80H,5-13,15-17,19-22,25-26,29-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,27-23-,28-24-/t73-,74+,75+/m0/s1	PPFQDQJQQRTVKC-PCGPMBIESA-N	1431.019177			MMDBc0042278
BASm0029080	CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/25:1(11Z))	CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/25:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h14,18,23-24,27-28,38-39,73-75,80H,5-13,15-17,19-22,25-26,29-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,27-23-,28-24-,39-38-/t73-,74+,75+/m0/s1	BYIYUPDFTQBAEQ-PJLSZIMKSA-N	1429.003527			MMDBc0042279
BASm0029081	CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/25:1(9Z))	CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/25:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h14,18,23-24,27-28,40-41,73-75,80H,5-13,15-17,19-22,25-26,29-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b18-14-,27-23-,28-24-,41-40-/t73-,74+,75+/m0/s1	OMNZJMHQRNHZAG-IFAGEAAZSA-N	1429.003527			MMDBc0042280
BASm0029082	CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/27:0)	CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/27:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h14,18,23-24,27-28,75-77,82H,5-13,15-17,19-22,25-26,29-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,27-23-,28-24-/t75-,76+,77+/m0/s1	BGAQLEYTSBZWNZ-WIYRYADPSA-N	1459.050477			MMDBc0042281
BASm0029083	CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/27:1(11Z))	CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/27:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h14,18,23-24,27-28,40-41,75-77,82H,5-13,15-17,19-22,25-26,29-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,27-23-,28-24-,41-40-/t75-,76+,77+/m0/s1	DZXHJAGTELUXOZ-FBJFIZSUSA-N	1457.034827			MMDBc0042282
BASm0029084	CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/27:1(9Z))	CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/15:1(9Z)/27:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h14,18,23-24,27-28,42-43,75-77,82H,5-13,15-17,19-22,25-26,29-41,44-74H2,1-4H3,(H,87,88)(H,89,90)/b18-14-,27-23-,28-24-,43-42-/t75-,76+,77+/m0/s1	SUFWIAKJIROJKL-QDUYDGHRSA-N	1457.034827			MMDBc0042283
BASm0029085	CL(15:1(11Z)/15:1(9Z)/16:0/16:1(11Z))	CL(15:1(11Z)/15:1(9Z)/16:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:0/16:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-33-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-32-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h15,18-19,22,24,28,65-67,72H,5-14,16-17,20-21,23,25-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,22-18-,28-24-/t65-,66+,67+/m0/s1	OJOAFOUEZWAPHX-RREBSWGYSA-N	1318.893977			MMDBc0042284
BASm0029086	CL(15:1(11Z)/15:1(9Z)/16:0/16:1(9Z))	CL(15:1(11Z)/15:1(9Z)/16:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:0/16:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-33-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-32-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h15,19,24,26,28,30,65-67,72H,5-14,16-18,20-23,25,27,29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,28-24-,30-26-/t65-,66+,67+/m0/s1	DGFSJUOSJMJEJA-PXQSMLLSSA-N	1318.893977			MMDBc0042285
BASm0029087	CL(15:1(11Z)/15:1(9Z)/16:0/18:0)	CL(15:1(11Z)/15:1(9Z)/16:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:0/18:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h15,19,24,28,67-69,74H,5-14,16-18,20-23,25-27,29-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,28-24-/t67-,68+,69+/m0/s1	ZKOMGPNQIMUSNA-UBCVUZDSSA-N	1348.940927			MMDBc0042286
BASm0029088	CL(15:1(11Z)/15:1(9Z)/16:0/18:1(11Z))	CL(15:1(11Z)/15:1(9Z)/16:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:0/18:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h15,19,24-25,28-29,67-69,74H,5-14,16-18,20-23,26-27,30-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,28-24-,29-25-/t67-,68+,69+/m0/s1	QPNPLDHYWCBVBM-ZYRWWXOPSA-N	1346.925277			MMDBc0042287
BASm0029089	CL(15:1(11Z)/15:1(9Z)/16:0/18:1(9Z))	CL(15:1(11Z)/15:1(9Z)/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:0/18:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h15,19,24,28,33-34,67-69,74H,5-14,16-18,20-23,25-27,29-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,28-24-,34-33-/t67-,68+,69+/m0/s1	URRKJNHZVJZYQM-BWJUGDNXSA-N	1346.925277			MMDBc0042288
BASm0029090	CL(15:1(11Z)/15:1(9Z)/16:0/20:0)	CL(15:1(11Z)/15:1(9Z)/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:0/20:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15,19,24,28,69-71,76H,5-14,16-18,20-23,25-27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,28-24-/t69-,70+,71+/m0/s1	MEJQREZLFNWZMR-MKAJWMJXSA-N	1376.972227			MMDBc0042289
BASm0029091	CL(15:1(11Z)/15:1(9Z)/16:0/20:1(11Z))	CL(15:1(11Z)/15:1(9Z)/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:0/20:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15,19,24,28,33-34,69-71,76H,5-14,16-18,20-23,25-27,29-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,28-24-,34-33-/t69-,70+,71+/m0/s1	AVUMEJBNXJNISP-ZJPLYIOPSA-N	1374.956577			MMDBc0042290
BASm0029092	CL(15:1(11Z)/15:1(9Z)/16:0/20:1(13Z))	CL(15:1(11Z)/15:1(9Z)/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:0/20:1(13Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15,19,24-25,28-29,69-71,76H,5-14,16-18,20-23,26-27,30-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,28-24-,29-25-/t69-,70+,71+/m0/s1	ANIKJVIZKWABNY-BNCJBTGGSA-N	1374.956577			MMDBc0042291
BASm0029093	CL(15:1(11Z)/15:1(9Z)/16:0/22:0)	CL(15:1(11Z)/15:1(9Z)/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:0/22:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15,19,24,28,71-73,78H,5-14,16-18,20-23,25-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,28-24-/t71-,72+,73+/m0/s1	GKIJTPVNTJINRZ-OHZKXGGFSA-N	1405.003527			MMDBc0042292
BASm0029094	CL(15:1(11Z)/15:1(9Z)/16:0/22:1(11Z))	CL(15:1(11Z)/15:1(9Z)/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:0/22:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15,19,24,28,35-36,71-73,78H,5-14,16-18,20-23,25-27,29-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,28-24-,36-35-/t71-,72+,73+/m0/s1	HPSKIORICQBPAQ-UZFKLQDOSA-N	1402.987877			MMDBc0042293
BASm0029095	CL(15:1(11Z)/15:1(9Z)/16:0/22:1(9Z))	CL(15:1(11Z)/15:1(9Z)/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:0/22:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15,19,24,28,37-38,71-73,78H,5-14,16-18,20-23,25-27,29-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,28-24-,38-37-/t71-,72+,73+/m0/s1	HPYKDMZZUSAFBA-ZZLOHGTPSA-N	1402.987877			MMDBc0042294
BASm0029096	CL(15:1(11Z)/15:1(9Z)/16:0/24:0)	CL(15:1(11Z)/15:1(9Z)/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:0/24:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15,19,24,28,73-75,80H,5-14,16-18,20-23,25-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-/t73-,74+,75+/m0/s1	KZIQCKKYKWHRJT-JOCOCQOVSA-N	1433.034827			MMDBc0042295
BASm0029097	CL(15:1(11Z)/15:1(9Z)/16:0/24:1(11Z))	CL(15:1(11Z)/15:1(9Z)/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:0/24:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15,19,24,28,37-38,73-75,80H,5-14,16-18,20-23,25-27,29-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-,38-37-/t73-,74+,75+/m0/s1	YVLNQSIBHUDSGM-NDSIWHMXSA-N	1431.019177			MMDBc0042296
BASm0029098	CL(15:1(11Z)/15:1(9Z)/16:0/24:1(9Z))	CL(15:1(11Z)/15:1(9Z)/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:0/24:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15,19,24,28,39-40,73-75,80H,5-14,16-18,20-23,25-27,29-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-,40-39-/t73-,74+,75+/m0/s1	FBDULFAYNFZBAE-LXKGPGHWSA-N	1431.019177			MMDBc0042297
BASm0029099	CL(15:1(11Z)/15:1(9Z)/16:0/26:0)	CL(15:1(11Z)/15:1(9Z)/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:0/26:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,19,24,28,75-77,82H,5-14,16-18,20-23,25-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-24-/t75-,76+,77+/m0/s1	BOTSZSJIVUNQTC-IRZMBNNDSA-N	1461.066127			MMDBc0042298
BASm0029100	CL(15:1(11Z)/15:1(9Z)/16:0/26:1(11Z))	CL(15:1(11Z)/15:1(9Z)/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:0/26:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,19,24,28,38-39,75-77,82H,5-14,16-18,20-23,25-27,29-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-24-,39-38-/t75-,76+,77+/m0/s1	MKRAOEOVPFDEEB-DIHMDKMKSA-N	1459.050477			MMDBc0042299
BASm0029101	CL(15:1(11Z)/15:1(9Z)/16:0/26:1(9Z))	CL(15:1(11Z)/15:1(9Z)/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:0/26:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h15,19,24,28,41-42,76-78,83H,5-14,16-18,20-23,25-27,29-40,43-75H2,1-4H3,(H,88,89)(H,90,91)/b19-15-,28-24-,42-41-/t76-,77+,78+/m0/s1	HMIRSCBIECDZLB-KBXUDPDBSA-N	1473.066127			MMDBc0042300
BASm0029102	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/18:0)	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/18:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h15,18-19,22,24,28,67-69,74H,5-14,16-17,20-21,23,25-27,29-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,22-18-,28-24-/t67-,68+,69+/m0/s1	INTCGLSDFHMKTK-PSATZCGKSA-N	1346.925277			MMDBc0042301
BASm0029103	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/18:1(11Z))	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/18:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h15,18-19,22,24-25,28-29,67-69,74H,5-14,16-17,20-21,23,26-27,30-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,22-18-,28-24-,29-25-/t67-,68+,69+/m0/s1	CSDDWULUYKHGRY-LTBBRVFCSA-N	1344.909627			MMDBc0042302
BASm0029104	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/18:1(9Z))	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/18:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h15,18-19,22,24,28,33-34,67-69,74H,5-14,16-17,20-21,23,25-27,29-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,22-18-,28-24-,34-33-/t67-,68+,69+/m0/s1	RJESXYSPCZWVNW-JWUHXPINSA-N	1344.909627			MMDBc0042303
BASm0029105	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/20:0)	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/20:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15,18-19,22,24,28,69-71,76H,5-14,16-17,20-21,23,25-27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,22-18-,28-24-/t69-,70+,71+/m0/s1	AMKHLESWULXZMU-RONDTGLDSA-N	1374.956577			MMDBc0042304
BASm0029106	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/20:1(11Z))	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/20:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15,18-19,22,24,28,33-34,69-71,76H,5-14,16-17,20-21,23,25-27,29-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,22-18-,28-24-,34-33-/t69-,70+,71+/m0/s1	REAVYBLPIMYGSC-FCYJGNAASA-N	1372.940927			MMDBc0042305
BASm0029107	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/20:1(13Z))	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/20:1(13Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15,18-19,22,24-25,28-29,69-71,76H,5-14,16-17,20-21,23,26-27,30-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,22-18-,28-24-,29-25-/t69-,70+,71+/m0/s1	KIMHQGALCPCUSH-JHTWBETJSA-N	1372.940927			MMDBc0042306
BASm0029108	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/22:0)	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/22:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15,18-19,22,24,28,71-73,78H,5-14,16-17,20-21,23,25-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,22-18-,28-24-/t71-,72+,73+/m0/s1	MINVTABCKOPTHO-NAUNDTFGSA-N	1402.987877			MMDBc0042307
BASm0029109	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/22:1(11Z))	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/22:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15,18-19,22,24,28,35-36,71-73,78H,5-14,16-17,20-21,23,25-27,29-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,22-18-,28-24-,36-35-/t71-,72+,73+/m0/s1	LEFLRTORXFOZTP-AJUKESRLSA-N	1400.972227			MMDBc0042308
BASm0029110	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/22:1(9Z))	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/22:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15,18-19,22,24,28,37-38,71-73,78H,5-14,16-17,20-21,23,25-27,29-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,22-18-,28-24-,38-37-/t71-,72+,73+/m0/s1	RXDWSGXOONJCMI-PSVQFYRVSA-N	1400.972227			MMDBc0042309
BASm0029111	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/24:0)	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/24:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15,18-19,22,24,28,73-75,80H,5-14,16-17,20-21,23,25-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,22-18-,28-24-/t73-,74+,75+/m0/s1	VGTXXBNYNPLCEP-MDCNJGSMSA-N	1431.019177			MMDBc0042310
BASm0029112	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/24:1(11Z))	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/24:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15,18-19,22,24,28,37-38,73-75,80H,5-14,16-17,20-21,23,25-27,29-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,22-18-,28-24-,38-37-/t73-,74+,75+/m0/s1	IKNJEGSVTBDSJU-KJXJPUERSA-N	1429.003527			MMDBc0042311
BASm0029113	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/24:1(9Z))	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/24:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15,18-19,22,24,28,39-40,73-75,80H,5-14,16-17,20-21,23,25-27,29-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,22-18-,28-24-,40-39-/t73-,74+,75+/m0/s1	VQNCSWWDNNSKQC-HIFICYRCSA-N	1429.003527			MMDBc0042312
BASm0029114	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/26:0)	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/26:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,18-19,22,24,28,75-77,82H,5-14,16-17,20-21,23,25-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,22-18-,28-24-/t75-,76+,77+/m0/s1	FBCOWSIMWPRCLB-ITBBNALCSA-N	1459.050477			MMDBc0042313
BASm0029115	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/26:1(11Z))	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/26:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,18-19,22,24,28,38-39,75-77,82H,5-14,16-17,20-21,23,25-27,29-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,22-18-,28-24-,39-38-/t75-,76+,77+/m0/s1	NQTNUFJQOJAGJD-JUDSBJOJSA-N	1457.034827			MMDBc0042314
BASm0029116	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/26:1(9Z))	CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(11Z)/26:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C82H152O17P2	InChI=1S/C82H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h15,18-19,22,24,28,41-42,76-78,83H,5-14,16-17,20-21,23,25-27,29-40,43-75H2,1-4H3,(H,88,89)(H,90,91)/b19-15-,22-18-,28-24-,42-41-/t76-,77+,78+/m0/s1	ZIGDIDHYGWAJLM-ARTORBGOSA-N	1471.050477			MMDBc0042315
BASm0029117	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/18:0)	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/18:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h15,19,24,26,28,30,67-69,74H,5-14,16-18,20-23,25,27,29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,28-24-,30-26-/t67-,68+,69+/m0/s1	MHLAOCRKLPHPSF-GLBCILPGSA-N	1346.925277			MMDBc0042316
BASm0029118	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/18:1(11Z))	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/18:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h15,19,24-26,28-30,67-69,74H,5-14,16-18,20-23,27,31-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,28-24-,29-25-,30-26-/t67-,68+,69+/m0/s1	PPEZAHZMWDIUMT-FCLCOSBJSA-N	1344.909627			MMDBc0042317
BASm0029119	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/18:1(9Z))	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/18:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h15,19,24,26,28,30,33-34,67-69,74H,5-14,16-18,20-23,25,27,29,31-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b19-15-,28-24-,30-26-,34-33-/t67-,68+,69+/m0/s1	OWRAGWVVXCFVIG-WWCBALQMSA-N	1344.909627			MMDBc0042318
BASm0029120	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/20:0)	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/20:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15,19,24,26,28,30,69-71,76H,5-14,16-18,20-23,25,27,29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,28-24-,30-26-/t69-,70+,71+/m0/s1	PNXJAUPGNCRYIX-WFQSLQBWSA-N	1374.956577			MMDBc0042319
BASm0029121	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/20:1(11Z))	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/20:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15,19,24,26,28,30,33-34,69-71,76H,5-14,16-18,20-23,25,27,29,31-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,28-24-,30-26-,34-33-/t69-,70+,71+/m0/s1	FTWFDGFXVPYGAJ-SPBUPURUSA-N	1372.940927			MMDBc0042320
BASm0029122	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/20:1(13Z))	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/20:1(13Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15,19,24-26,28-30,69-71,76H,5-14,16-18,20-23,27,31-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,28-24-,29-25-,30-26-/t69-,70+,71+/m0/s1	HTVSARNMGQWEOM-FAASJLHOSA-N	1372.940927			MMDBc0042321
BASm0029123	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/22:0)	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/22:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15,19,24,26,28,30,71-73,78H,5-14,16-18,20-23,25,27,29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,28-24-,30-26-/t71-,72+,73+/m0/s1	HQBKNRKTSASSCT-TYNZAGNFSA-N	1402.987877			MMDBc0042322
BASm0029124	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/22:1(11Z))	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/22:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15,19,24,26,28,30,35-36,71-73,78H,5-14,16-18,20-23,25,27,29,31-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,28-24-,30-26-,36-35-/t71-,72+,73+/m0/s1	SKKOOYBLGQJFDT-WCRJLRJYSA-N	1400.972227			MMDBc0042323
BASm0029125	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/22:1(9Z))	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/22:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15,19,24,26,28,30,37-38,71-73,78H,5-14,16-18,20-23,25,27,29,31-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,28-24-,30-26-,38-37-/t71-,72+,73+/m0/s1	QTNVTVKWJPMZEP-FRPUFTDCSA-N	1400.972227			MMDBc0042324
BASm0029126	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/24:0)	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/24:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15,19,24,26,28,30,73-75,80H,5-14,16-18,20-23,25,27,29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-,30-26-/t73-,74+,75+/m0/s1	JESGUSRTNROXNL-ARGMXOIWSA-N	1431.019177			MMDBc0042325
BASm0029127	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/24:1(11Z))	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/24:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15,19,24,26,28,30,37-38,73-75,80H,5-14,16-18,20-23,25,27,29,31-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-,30-26-,38-37-/t73-,74+,75+/m0/s1	WBRRHUSMTPLHGK-PQGRYNBZSA-N	1429.003527			MMDBc0042326
BASm0029128	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/24:1(9Z))	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/24:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15,19,24,26,28,30,39-40,73-75,80H,5-14,16-18,20-23,25,27,29,31-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-,30-26-,40-39-/t73-,74+,75+/m0/s1	POCWXELDJQRLNF-SSTFDAJYSA-N	1429.003527			MMDBc0042327
BASm0029129	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/26:0)	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/26:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,19,24,26,28,30,75-77,82H,5-14,16-18,20-23,25,27,29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-24-,30-26-/t75-,76+,77+/m0/s1	YQCYVFHMJHLXDN-FZZMZFHESA-N	1459.050477			MMDBc0042328
BASm0029130	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/26:1(11Z))	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/26:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,19,24,26,28,30,38-39,75-77,82H,5-14,16-18,20-23,25,27,29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-24-,30-26-,39-38-/t75-,76+,77+/m0/s1	NLTLHQJNBUSWMN-VDIYAGAASA-N	1457.034827			MMDBc0042329
BASm0029131	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/26:1(9Z))	CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/16:1(9Z)/26:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C82H152O17P2	InChI=1S/C82H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h15,19,24,26,28,30,41-42,76-78,83H,5-14,16-18,20-23,25,27,29,31-40,43-75H2,1-4H3,(H,88,89)(H,90,91)/b19-15-,28-24-,30-26-,42-41-/t76-,77+,78+/m0/s1	FBIXVVKCAAYJNP-AFTNFIQJSA-N	1471.050477			MMDBc0042330
BASm0029132	CL(15:1(11Z)/15:1(9Z)/18:0/18:1(11Z))	CL(15:1(11Z)/15:1(9Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:0/18:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15,19,24,26,28,30,69-71,76H,5-14,16-18,20-23,25,27,29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,28-24-,30-26-/t69-,70+,71+/m0/s1	KRHBDOUWBUMGRI-WFQSLQBWSA-N	1374.956577			MMDBc0042331
BASm0029133	CL(15:1(11Z)/15:1(9Z)/18:0/18:1(9Z))	CL(15:1(11Z)/15:1(9Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:0/18:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h15,19,24,28,34,36,69-71,76H,5-14,16-18,20-23,25-27,29-33,35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,28-24-,36-34-/t69-,70+,71+/m0/s1	AFOTVTHLLMQWBA-PVJXLINBSA-N	1374.956577			MMDBc0042332
BASm0029134	CL(15:1(11Z)/15:1(9Z)/18:0/20:0)	CL(15:1(11Z)/15:1(9Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:0/20:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15,19,24,28,71-73,78H,5-14,16-18,20-23,25-27,29-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,28-24-/t71-,72+,73+/m0/s1	PRBSYJVTAUICMJ-OHZKXGGFSA-N	1405.003527			MMDBc0042333
BASm0029135	CL(15:1(11Z)/15:1(9Z)/18:0/20:1(11Z))	CL(15:1(11Z)/15:1(9Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:0/20:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15,19,24,28,33,35,71-73,78H,5-14,16-18,20-23,25-27,29-32,34,36-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,28-24-,35-33-/t71-,72+,73+/m0/s1	ZZXOPLQJYIAGOA-JVLOVELSSA-N	1402.987877			MMDBc0042334
BASm0029136	CL(15:1(11Z)/15:1(9Z)/18:0/20:1(13Z))	CL(15:1(11Z)/15:1(9Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:0/20:1(13Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15,19,24-25,28-29,71-73,78H,5-14,16-18,20-23,26-27,30-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,28-24-,29-25-/t71-,72+,73+/m0/s1	UBQGVVZODTVFKP-ZAKITYBNSA-N	1402.987877			MMDBc0042335
BASm0029137	CL(15:1(11Z)/15:1(9Z)/18:0/22:0)	CL(15:1(11Z)/15:1(9Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:0/22:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15,19,24,28,73-75,80H,5-14,16-18,20-23,25-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-/t73-,74+,75+/m0/s1	ONXVBAIRIBMEPB-JOCOCQOVSA-N	1433.034827			MMDBc0042336
BASm0029138	CL(15:1(11Z)/15:1(9Z)/18:0/22:1(11Z))	CL(15:1(11Z)/15:1(9Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:0/22:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15,19,24,28,36-37,73-75,80H,5-14,16-18,20-23,25-27,29-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-,37-36-/t73-,74+,75+/m0/s1	AZYKEIMTKZMWEQ-NJKFQOEQSA-N	1431.019177			MMDBc0042337
BASm0029139	CL(15:1(11Z)/15:1(9Z)/18:0/22:1(9Z))	CL(15:1(11Z)/15:1(9Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:0/22:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15,19,24,28,38,40,73-75,80H,5-14,16-18,20-23,25-27,29-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-,40-38-/t73-,74+,75+/m0/s1	NSINKQDDMSZRJL-YTEJSIKLSA-N	1431.019177			MMDBc0042338
BASm0029140	CL(15:1(11Z)/15:1(9Z)/18:0/24:0)	CL(15:1(11Z)/15:1(9Z)/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:0/24:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,19,24,28,75-77,82H,5-14,16-18,20-23,25-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-24-/t75-,76+,77+/m0/s1	OJJPYLFHRSWKTL-IRZMBNNDSA-N	1461.066127			MMDBc0042339
BASm0029141	CL(15:1(11Z)/15:1(9Z)/18:0/24:1(11Z))	CL(15:1(11Z)/15:1(9Z)/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:0/24:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,19,24,28,38-39,75-77,82H,5-14,16-18,20-23,25-27,29-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-24-,39-38-/t75-,76+,77+/m0/s1	QLTDVUJZOIHGHV-DIHMDKMKSA-N	1459.050477			MMDBc0042340
BASm0029142	CL(15:1(11Z)/15:1(9Z)/18:0/24:1(9Z))	CL(15:1(11Z)/15:1(9Z)/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:0/24:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,19,24,28,40,42,75-77,82H,5-14,16-18,20-23,25-27,29-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-24-,42-40-/t75-,76+,77+/m0/s1	ZUKKVIFNBDRKFK-OFOZGIRKSA-N	1459.050477			MMDBc0042341
BASm0029143	CL(15:1(11Z)/15:1(9Z)/18:1(11Z)/20:0)	CL(15:1(11Z)/15:1(9Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:1(11Z)/20:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15,19,24,26,28,30,71-73,78H,5-14,16-18,20-23,25,27,29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,28-24-,30-26-/t71-,72+,73+/m0/s1	TVBMDGZBVOWDPK-TYNZAGNFSA-N	1402.987877			MMDBc0042342
BASm0029144	CL(15:1(11Z)/15:1(9Z)/18:1(11Z)/20:1(11Z))	CL(15:1(11Z)/15:1(9Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:1(11Z)/20:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15,19,24,26,28,30,33,35,71-73,78H,5-14,16-18,20-23,25,27,29,31-32,34,36-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,28-24-,30-26-,35-33-/t71-,72+,73+/m0/s1	SRORRNMDMFPGFI-JMWYSCOQSA-N	1400.972227			MMDBc0042343
BASm0029145	CL(15:1(11Z)/15:1(9Z)/18:1(11Z)/20:1(13Z))	CL(15:1(11Z)/15:1(9Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:1(11Z)/20:1(13Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15,19,24-26,28-30,71-73,78H,5-14,16-18,20-23,27,31-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,28-24-,29-25-,30-26-/t71-,72+,73+/m0/s1	BGYAIKZFKIAYOU-QPCKYZHISA-N	1400.972227			MMDBc0042344
BASm0029146	CL(15:1(11Z)/15:1(9Z)/18:1(11Z)/22:0)	CL(15:1(11Z)/15:1(9Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:1(11Z)/22:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15,19,24,26,28,30,73-75,80H,5-14,16-18,20-23,25,27,29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-,30-26-/t73-,74+,75+/m0/s1	SUVLUOXCXLRMAN-ARGMXOIWSA-N	1431.019177			MMDBc0042345
BASm0029147	CL(15:1(11Z)/15:1(9Z)/18:1(11Z)/22:1(11Z))	CL(15:1(11Z)/15:1(9Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:1(11Z)/22:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15,19,24,26,28,30,36-37,73-75,80H,5-14,16-18,20-23,25,27,29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-,30-26-,37-36-/t73-,74+,75+/m0/s1	SYCLTMGVGNTJQK-MMWNYCFYSA-N	1429.003527			MMDBc0042346
BASm0029148	CL(15:1(11Z)/15:1(9Z)/18:1(11Z)/22:1(9Z))	CL(15:1(11Z)/15:1(9Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:1(11Z)/22:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15,19,24,26,28,30,38,40,73-75,80H,5-14,16-18,20-23,25,27,29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-,30-26-,40-38-/t73-,74+,75+/m0/s1	GZVBXEVEDGGCDT-RXBYIPLCSA-N	1429.003527			MMDBc0042347
BASm0029149	CL(15:1(11Z)/15:1(9Z)/18:1(11Z)/24:0)	CL(15:1(11Z)/15:1(9Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:1(11Z)/24:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,19,24,26,28,30,75-77,82H,5-14,16-18,20-23,25,27,29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-24-,30-26-/t75-,76+,77+/m0/s1	ZSMNWTWJVHZHFI-FZZMZFHESA-N	1459.050477			MMDBc0042348
BASm0029150	CL(15:1(11Z)/15:1(9Z)/18:1(11Z)/24:1(11Z))	CL(15:1(11Z)/15:1(9Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:1(11Z)/24:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,19,24,26,28,30,38-39,75-77,82H,5-14,16-18,20-23,25,27,29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-24-,30-26-,39-38-/t75-,76+,77+/m0/s1	IHJKEUOSOQVLEI-VDIYAGAASA-N	1457.034827			MMDBc0042349
BASm0029151	CL(15:1(11Z)/15:1(9Z)/18:1(11Z)/24:1(9Z))	CL(15:1(11Z)/15:1(9Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:1(11Z)/24:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,19,24,26,28,30,40,42,75-77,82H,5-14,16-18,20-23,25,27,29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-24-,30-26-,42-40-/t75-,76+,77+/m0/s1	HPWTWFTWGAPTRA-FRVDBRTCSA-N	1457.034827			MMDBc0042350
BASm0029152	CL(15:1(11Z)/15:1(9Z)/18:1(9Z)/20:0)	CL(15:1(11Z)/15:1(9Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:1(9Z)/20:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15,19,24,28,34,37,71-73,78H,5-14,16-18,20-23,25-27,29-33,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,28-24-,37-34-/t71-,72+,73+/m0/s1	RBMSWIGTQRHWHE-DBYDMZNWSA-N	1402.987877			MMDBc0042351
BASm0029153	CL(15:1(11Z)/15:1(9Z)/18:1(9Z)/20:1(11Z))	CL(15:1(11Z)/15:1(9Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:1(9Z)/20:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15,19,24,28,33-35,37,71-73,78H,5-14,16-18,20-23,25-27,29-32,36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,28-24-,35-33-,37-34-/t71-,72+,73+/m0/s1	JWLQBRARIPZWOV-ABDPJPFPSA-N	1400.972227			MMDBc0042352
BASm0029154	CL(15:1(11Z)/15:1(9Z)/18:1(9Z)/20:1(13Z))	CL(15:1(11Z)/15:1(9Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:1(9Z)/20:1(13Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h15,19,24-25,28-29,34,37,71-73,78H,5-14,16-18,20-23,26-27,30-33,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,28-24-,29-25-,37-34-/t71-,72+,73+/m0/s1	QKMZZCMTKSGNJQ-FPJZBAGBSA-N	1400.972227			MMDBc0042353
BASm0029155	CL(15:1(11Z)/15:1(9Z)/18:1(9Z)/22:0)	CL(15:1(11Z)/15:1(9Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:1(9Z)/22:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15,19,24,28,34,39,73-75,80H,5-14,16-18,20-23,25-27,29-33,35-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-,39-34-/t73-,74+,75+/m0/s1	OJEDOCWZXWPBTF-WHALVWDQSA-N	1431.019177			MMDBc0042354
BASm0029156	CL(15:1(11Z)/15:1(9Z)/18:1(9Z)/22:1(11Z))	CL(15:1(11Z)/15:1(9Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:1(9Z)/22:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15,19,24,28,34,36-37,39,73-75,80H,5-14,16-18,20-23,25-27,29-33,35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-,37-36-,39-34-/t73-,74+,75+/m0/s1	PNIZYNWUVQPALA-NXRHGLNSSA-N	1429.003527			MMDBc0042355
BASm0029157	CL(15:1(11Z)/15:1(9Z)/18:1(9Z)/22:1(9Z))	CL(15:1(11Z)/15:1(9Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:1(9Z)/22:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15,19,24,28,34,38-40,73-75,80H,5-14,16-18,20-23,25-27,29-33,35-37,41-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-,39-34-,40-38-/t73-,74+,75+/m0/s1	XXDZGOVQCPXOTA-JBUHLYRGSA-N	1429.003527			MMDBc0042356
BASm0029158	CL(15:1(11Z)/15:1(9Z)/18:1(9Z)/24:0)	CL(15:1(11Z)/15:1(9Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:1(9Z)/24:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,19,24,28,34,41,75-77,82H,5-14,16-18,20-23,25-27,29-33,35-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-24-,41-34-/t75-,76+,77+/m0/s1	HZWMIFQBMYEHDX-JQLFKIMXSA-N	1459.050477			MMDBc0042357
BASm0029159	CL(15:1(11Z)/15:1(9Z)/18:1(9Z)/24:1(11Z))	CL(15:1(11Z)/15:1(9Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:1(9Z)/24:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,19,24,28,34,38-39,41,75-77,82H,5-14,16-18,20-23,25-27,29-33,35-37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-24-,39-38-,41-34-/t75-,76+,77+/m0/s1	BQFBAVKUURUFAS-GRLIEVMLSA-N	1457.034827			MMDBc0042358
BASm0029160	CL(15:1(11Z)/15:1(9Z)/18:1(9Z)/24:1(9Z))	CL(15:1(11Z)/15:1(9Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/18:1(9Z)/24:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,19,24,28,34,40-42,75-77,82H,5-14,16-18,20-23,25-27,29-33,35-39,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-24-,41-34-,42-40-/t75-,76+,77+/m0/s1	RMUWTZQBSOTIGY-CMWHCNOZSA-N	1457.034827			MMDBc0042359
BASm0029161	CL(15:1(11Z)/15:1(9Z)/20:0/20:1(11Z))	CL(15:1(11Z)/15:1(9Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/20:0/20:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15,19,24,28,34,36,73-75,80H,5-14,16-18,20-23,25-27,29-33,35,37-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-,36-34-/t73-,74+,75+/m0/s1	JLNPZJCUMLWKHG-LIRICNHGSA-N	1431.019177			MMDBc0042360
BASm0029162	CL(15:1(11Z)/15:1(9Z)/20:0/20:1(13Z))	CL(15:1(11Z)/15:1(9Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/20:0/20:1(13Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h15,19,24,26,28,30,73-75,80H,5-14,16-18,20-23,25,27,29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-,30-26-/t73-,74+,75+/m0/s1	IVNJFYUXZXIMRP-ARGMXOIWSA-N	1431.019177			MMDBc0042361
BASm0029163	CL(15:1(11Z)/15:1(9Z)/20:0/22:0)	CL(15:1(11Z)/15:1(9Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/20:0/22:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,19,24,28,75-77,82H,5-14,16-18,20-23,25-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-24-/t75-,76+,77+/m0/s1	DPCSOLLQKZYOAL-IRZMBNNDSA-N	1461.066127			MMDBc0042362
BASm0029164	CL(15:1(11Z)/15:1(9Z)/20:0/22:1(11Z))	CL(15:1(11Z)/15:1(9Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/20:0/22:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,19,24,28,37-38,75-77,82H,5-14,16-18,20-23,25-27,29-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-24-,38-37-/t75-,76+,77+/m0/s1	CCGUXKYYYMDJOZ-MNNMSITFSA-N	1459.050477			MMDBc0042363
BASm0029165	CL(15:1(11Z)/15:1(9Z)/20:0/22:1(9Z))	CL(15:1(11Z)/15:1(9Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/20:0/22:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,19,24,28,40,42,75-77,82H,5-14,16-18,20-23,25-27,29-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-24-,42-40-/t75-,76+,77+/m0/s1	BIRLBZUCUMJKCK-OFOZGIRKSA-N	1459.050477			MMDBc0042364
BASm0029166	CL(15:1(11Z)/15:1(9Z)/20:1(11Z)/22:0)	CL(15:1(11Z)/15:1(9Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/20:1(11Z)/22:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,19,24,28,34,36,75-77,82H,5-14,16-18,20-23,25-27,29-33,35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-24-,36-34-/t75-,76+,77+/m0/s1	NEMPHURGXTVJDC-RLUPZSIYSA-N	1459.050477			MMDBc0042365
BASm0029167	CL(15:1(11Z)/15:1(9Z)/20:1(11Z)/22:1(11Z))	CL(15:1(11Z)/15:1(9Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/20:1(11Z)/22:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,19,24,28,34,36-38,75-77,82H,5-14,16-18,20-23,25-27,29-33,35,39-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-24-,36-34-,38-37-/t75-,76+,77+/m0/s1	YQZSYXQVXGWFAW-QUWVJSTDSA-N	1457.034827			MMDBc0042366
BASm0029168	CL(15:1(11Z)/15:1(9Z)/20:1(11Z)/22:1(9Z))	CL(15:1(11Z)/15:1(9Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/20:1(11Z)/22:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,19,24,28,34,36,40,42,75-77,82H,5-14,16-18,20-23,25-27,29-33,35,37-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-24-,36-34-,42-40-/t75-,76+,77+/m0/s1	AYSMULYVVIWKFH-HDNVJHNISA-N	1457.034827			MMDBc0042367
BASm0029169	CL(15:1(11Z)/15:1(9Z)/20:1(13Z)/22:0)	CL(15:1(11Z)/15:1(9Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/20:1(13Z)/22:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,19,24,26,28,30,75-77,82H,5-14,16-18,20-23,25,27,29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-24-,30-26-/t75-,76+,77+/m0/s1	DHCNISCCTIBXLL-FZZMZFHESA-N	1459.050477			MMDBc0042368
BASm0029170	CL(15:1(11Z)/15:1(9Z)/20:1(13Z)/22:1(11Z))	CL(15:1(11Z)/15:1(9Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/20:1(13Z)/22:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,19,24,26,28,30,37-38,75-77,82H,5-14,16-18,20-23,25,27,29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-24-,30-26-,38-37-/t75-,76+,77+/m0/s1	OBAHSBVAHGVMNU-JGJHMBMCSA-N	1457.034827			MMDBc0042369
BASm0029171	CL(15:1(11Z)/15:1(9Z)/20:1(13Z)/22:1(9Z))	CL(15:1(11Z)/15:1(9Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/15:1(9Z)/20:1(13Z)/22:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h15,19,24,26,28,30,40,42,75-77,82H,5-14,16-18,20-23,25,27,29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,28-24-,30-26-,42-40-/t75-,76+,77+/m0/s1	HSGAVNKLNDLPFT-FRVDBRTCSA-N	1457.034827			MMDBc0042370
BASm0029172	CL(15:1(11Z)/16:0/15:1(11Z)/16:0)	CL(15:1(11Z)/16:0/15:1(11Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:0/15:1(11Z)/16:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C3 positions, two chains of hexadecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(62-82-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h15-16,19-20,65-67,72H,5-14,17-18,21-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,20-16-/t66-,67-/m1/s1	AJROXJVMGPZYEB-DOMNHMOPSA-N	1320.909627			MMDBc0042371
BASm0029173	CL(15:1(11Z)/16:0/15:1(9Z)/16:0)	CL(15:1(11Z)/16:0/15:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:0/15:1(9Z)/16:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C4 positions, one chain of (9Z-pentadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(62-82-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h15,19,24,28,65-67,72H,5-14,16-18,20-23,25-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,28-24-/t65-,66+,67+/m0/s1	OMSRHPCHGYSTHH-YYISXTKWSA-N	1320.909627			MMDBc0042372
BASm0029174	CL(15:1(11Z)/16:0/16:0/23:1(11Z))	CL(15:1(11Z)/16:0/16:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:0/16:0/23:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,36-37,73-75,80H,5-15,17-19,21-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,37-36-/t73-,74+,75+/m0/s1	PMNNWMGOQCZUCA-RSCAAFHTSA-N	1433.034827			MMDBc0042373
BASm0029175	CL(15:1(11Z)/16:0/16:0/23:1(9Z))	CL(15:1(11Z)/16:0/16:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:0/16:0/23:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,38-39,73-75,80H,5-15,17-19,21-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,39-38-/t73-,74+,75+/m0/s1	HEDTZLFGNYWBLO-FAHHHPIVSA-N	1433.034827			MMDBc0042374
BASm0029176	CL(15:1(11Z)/16:0/16:0/25:0)	CL(15:1(11Z)/16:0/16:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:0/16:0/25:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,75-77,82H,5-15,17-19,21-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-/t75-,76+,77+/m0/s1	HDKPSXPHXFLLKN-XFAKDHHDSA-N	1463.081778			MMDBc0042375
BASm0029177	CL(15:1(11Z)/16:0/16:0/25:1(11Z))	CL(15:1(11Z)/16:0/16:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:0/16:0/25:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,38-39,75-77,82H,5-15,17-19,21-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,39-38-/t75-,76+,77+/m0/s1	BFCVGBDTNMNXKU-LPZRFLQVSA-N	1461.066127			MMDBc0042376
BASm0029178	CL(15:1(11Z)/16:0/16:0/25:1(9Z))	CL(15:1(11Z)/16:0/16:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:0/16:0/25:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,40-41,75-77,82H,5-15,17-19,21-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,41-40-/t75-,76+,77+/m0/s1	QQRVKWLTSJFYNT-HLSVSSJGSA-N	1461.066127			MMDBc0042377
BASm0029179	CL(15:1(11Z)/16:0/16:1(11Z)/23:1(11Z))	CL(15:1(11Z)/16:0/16:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:0/16:1(11Z)/23:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,18,20,22,36-37,73-75,80H,5-15,17,19,21,23-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,22-18-,37-36-/t73-,74+,75+/m0/s1	GWEMJZDSLDYOTF-BTGXNIRGSA-N	1431.019177			MMDBc0042378
BASm0029180	CL(15:1(11Z)/16:0/16:1(11Z)/23:1(9Z))	CL(15:1(11Z)/16:0/16:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:0/16:1(11Z)/23:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,18,20,22,38-39,73-75,80H,5-15,17,19,21,23-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,22-18-,39-38-/t73-,74+,75+/m0/s1	GHQQOHDKALSJIC-DQOWTWFQSA-N	1431.019177			MMDBc0042379
BASm0029181	CL(15:1(11Z)/16:0/16:1(11Z)/25:0)	CL(15:1(11Z)/16:0/16:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:0/16:1(11Z)/25:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,18,20,22,75-77,82H,5-15,17,19,21,23-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,22-18-/t75-,76+,77+/m0/s1	YMWTURXNDOEBAZ-UXYXPBJBSA-N	1461.066127			MMDBc0042380
BASm0029182	CL(15:1(11Z)/16:0/16:1(11Z)/25:1(11Z))	CL(15:1(11Z)/16:0/16:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:0/16:1(11Z)/25:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,18,20,22,38-39,75-77,82H,5-15,17,19,21,23-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,22-18-,39-38-/t75-,76+,77+/m0/s1	OXPJLALMIYQELE-QFJQXCDUSA-N	1459.050477			MMDBc0042381
BASm0029183	CL(15:1(11Z)/16:0/16:1(11Z)/25:1(9Z))	CL(15:1(11Z)/16:0/16:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:0/16:1(11Z)/25:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,18,20,22,40-41,75-77,82H,5-15,17,19,21,23-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,22-18-,41-40-/t75-,76+,77+/m0/s1	QVLZKYNSPFBIIF-GBBFHVPASA-N	1459.050477			MMDBc0042382
BASm0029184	CL(15:1(11Z)/16:0/16:1(9Z)/23:1(11Z))	CL(15:1(11Z)/16:0/16:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:0/16:1(9Z)/23:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,26,30,36-37,73-75,80H,5-15,17-19,21-25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,30-26-,37-36-/t73-,74+,75+/m0/s1	UZDWHYDTGVSUMK-CXTIIITFSA-N	1431.019177			MMDBc0042383
BASm0029185	CL(15:1(11Z)/16:0/16:1(9Z)/23:1(9Z))	CL(15:1(11Z)/16:0/16:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:0/16:1(9Z)/23:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,26,30,38-39,73-75,80H,5-15,17-19,21-25,27-29,31-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,30-26-,39-38-/t73-,74+,75+/m0/s1	RYYHCIFTQCLSGB-OBJHTGRUSA-N	1431.019177			MMDBc0042384
BASm0029186	CL(15:1(11Z)/16:0/16:1(9Z)/25:0)	CL(15:1(11Z)/16:0/16:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:0/16:1(9Z)/25:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,26,30,75-77,82H,5-15,17-19,21-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,30-26-/t75-,76+,77+/m0/s1	AEHZCAPLOCYTMU-BXDXDVRGSA-N	1461.066127			MMDBc0042385
BASm0029187	CL(15:1(11Z)/16:0/16:1(9Z)/25:1(11Z))	CL(15:1(11Z)/16:0/16:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:0/16:1(9Z)/25:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,26,30,38-39,75-77,82H,5-15,17-19,21-25,27-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,30-26-,39-38-/t75-,76+,77+/m0/s1	VYHLHWOTILWNEO-FMLYYABZSA-N	1459.050477			MMDBc0042386
BASm0029188	CL(15:1(11Z)/16:0/16:1(9Z)/25:1(9Z))	CL(15:1(11Z)/16:0/16:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:0/16:1(9Z)/25:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,26,30,40-41,75-77,82H,5-15,17-19,21-25,27-29,31-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,30-26-,41-40-/t75-,76+,77+/m0/s1	GGGAQUKMCHBGJC-HBTOTGHESA-N	1459.050477			MMDBc0042387
BASm0029189	CL(15:1(11Z)/16:0/18:0/23:1(11Z))	CL(15:1(11Z)/16:0/18:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:0/18:0/23:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h16,20,37-38,75-77,82H,5-15,17-19,21-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,38-37-/t75-,76+,77+/m0/s1	YCGVNNBBFXGMJK-YCYPACONSA-N	1461.066127			MMDBc0042388
BASm0029190	CL(15:1(11Z)/16:0/18:0/23:1(9Z))	CL(15:1(11Z)/16:0/18:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:0/18:0/23:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h16,20,39,41,75-77,82H,5-15,17-19,21-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,41-39-/t75-,76+,77+/m0/s1	QVDXWYDLRIMMHA-MPIVJVSPSA-N	1461.066127			MMDBc0042389
BASm0029191	CL(15:1(11Z)/16:0/18:1(11Z)/23:1(11Z))	CL(15:1(11Z)/16:0/18:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:0/18:1(11Z)/23:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h16,20,26,30,37-38,75-77,82H,5-15,17-19,21-25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,30-26-,38-37-/t75-,76+,77+/m0/s1	XLUSPTGBZSLMDN-PCBZWMSMSA-N	1459.050477			MMDBc0042390
BASm0029192	CL(15:1(11Z)/16:0/18:1(11Z)/23:1(9Z))	CL(15:1(11Z)/16:0/18:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:0/18:1(11Z)/23:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h16,20,26,30,39,41,75-77,82H,5-15,17-19,21-25,27-29,31-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,30-26-,41-39-/t75-,76+,77+/m0/s1	LDVAZWUKHVEBDL-BYIDMYKPSA-N	1459.050477			MMDBc0042391
BASm0029193	CL(15:1(11Z)/16:0/18:1(9Z)/23:1(11Z))	CL(15:1(11Z)/16:0/18:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:0/18:1(9Z)/23:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h16,20,34,37-38,40,75-77,82H,5-15,17-19,21-33,35-36,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,38-37-,40-34-/t75-,76+,77+/m0/s1	ICXQCYHRASAQCG-TVXFHGSKSA-N	1459.050477			MMDBc0042392
BASm0029194	CL(15:1(11Z)/16:0/18:1(9Z)/23:1(9Z))	CL(15:1(11Z)/16:0/18:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:0/18:1(9Z)/23:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h16,20,34,39-41,75-77,82H,5-15,17-19,21-33,35-38,42-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,40-34-,41-39-/t75-,76+,77+/m0/s1	ZZZLDJQCMXUDDX-ZIOLHHOHSA-N	1459.050477			MMDBc0042393
BASm0029195	CL(15:1(11Z)/16:1(11Z)/15:1(11Z)/16:1(11Z))	CL(15:1(11Z)/16:1(11Z)/15:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(11Z)/15:1(11Z)/16:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C3 positions, two chains of (11Z-hexadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(62-82-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h15-22,65-67,72H,5-14,23-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,20-16-,21-17-,22-18-/t66-,67-/m1/s1	BYWQEMWNSAKGFW-QNKVQGGPSA-N	1316.878327			MMDBc0042394
BASm0029196	CL(15:1(11Z)/16:1(11Z)/15:1(11Z)/16:1(9Z))	CL(15:1(11Z)/16:1(11Z)/15:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(11Z)/15:1(11Z)/16:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C3 positions, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(62-82-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h15-17,19-21,26,30,65-67,72H,5-14,18,22-25,27-29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,20-16-,21-17-,30-26-/t65-,66+,67+/m0/s1	YVBCMPXHPRMNTI-JBUJOJOUSA-N	1316.878327			MMDBc0042395
BASm0029197	CL(15:1(11Z)/16:1(11Z)/15:1(9Z)/16:1(11Z))	CL(15:1(11Z)/16:1(11Z)/15:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(11Z)/15:1(9Z)/16:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C4 positions, one chain of (9Z-pentadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(62-82-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h15,17-19,21-22,24,28,65-67,72H,5-14,16,20,23,25-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,21-17-,22-18-,28-24-/t65-,66+,67+/m0/s1	DHEVWMQSLSYGPF-XRNSPTOESA-N	1316.878327			MMDBc0042396
BASm0029198	CL(15:1(11Z)/16:1(11Z)/15:1(9Z)/16:1(9Z))	CL(15:1(11Z)/16:1(11Z)/15:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(11Z)/15:1(9Z)/16:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(62-82-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h15,17,19,21,24,26,28,30,65-67,72H,5-14,16,18,20,22-23,25,27,29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,21-17-,28-24-,30-26-/t65-,66+,67+/m0/s1	ZISJELCIKOWKGZ-UNOJWVRTSA-N	1316.878327			MMDBc0042397
BASm0029199	CL(15:1(11Z)/16:1(11Z)/16:1(11Z)/23:1(11Z))	CL(15:1(11Z)/16:1(11Z)/16:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(11Z)/16:1(11Z)/23:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,18-20,22-23,36-37,73-75,80H,5-15,17,21,24-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,22-18-,23-19-,37-36-/t73-,74+,75+/m0/s1	TVPRLPLGPVHCFR-XZGKJFSCSA-N	1429.003527			MMDBc0042398
BASm0029200	CL(15:1(11Z)/16:1(11Z)/16:1(11Z)/23:1(9Z))	CL(15:1(11Z)/16:1(11Z)/16:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(11Z)/16:1(11Z)/23:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,18-20,22-23,38-39,73-75,80H,5-15,17,21,24-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,22-18-,23-19-,39-38-/t73-,74+,75+/m0/s1	BDOTVSPCUYGWCA-RNIAYWOOSA-N	1429.003527			MMDBc0042399
BASm0029201	CL(15:1(11Z)/16:1(11Z)/16:1(11Z)/25:0)	CL(15:1(11Z)/16:1(11Z)/16:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(11Z)/16:1(11Z)/25:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,18-20,22-23,75-77,82H,5-15,17,21,24-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,22-18-,23-19-/t75-,76+,77+/m0/s1	RTHQUSYUKYFAMG-XFNFTJRBSA-N	1459.050477			MMDBc0042400
BASm0029202	CL(15:1(11Z)/16:1(11Z)/16:1(11Z)/25:1(11Z))	CL(15:1(11Z)/16:1(11Z)/16:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(11Z)/16:1(11Z)/25:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,18-20,22-23,38-39,75-77,82H,5-15,17,21,24-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,22-18-,23-19-,39-38-/t75-,76+,77+/m0/s1	KOAJMBCCKSXGKR-NZGQJJRKSA-N	1457.034827			MMDBc0042401
BASm0029203	CL(15:1(11Z)/16:1(11Z)/16:1(11Z)/25:1(9Z))	CL(15:1(11Z)/16:1(11Z)/16:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(11Z)/16:1(11Z)/25:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,18-20,22-23,40-41,75-77,82H,5-15,17,21,24-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,22-18-,23-19-,41-40-/t75-,76+,77+/m0/s1	ZJTMODRJVVLDQD-HBUJCDIOSA-N	1457.034827			MMDBc0042402
BASm0029204	CL(15:1(11Z)/16:1(11Z)/16:1(9Z)/23:1(11Z))	CL(15:1(11Z)/16:1(11Z)/16:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(11Z)/16:1(9Z)/23:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,19-20,23,26,30,36-37,73-75,80H,5-15,17-18,21-22,24-25,27-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,23-19-,30-26-,37-36-/t73-,74+,75+/m0/s1	JUVMMCYSSVTVJW-XMFDXCMXSA-N	1429.003527			MMDBc0042403
BASm0029205	CL(15:1(11Z)/16:1(11Z)/16:1(9Z)/23:1(9Z))	CL(15:1(11Z)/16:1(11Z)/16:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(11Z)/16:1(9Z)/23:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,19-20,23,26,30,38-39,73-75,80H,5-15,17-18,21-22,24-25,27-29,31-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,23-19-,30-26-,39-38-/t73-,74+,75+/m0/s1	KQFLEUSBFXTRML-WRJLMGEESA-N	1429.003527			MMDBc0042404
BASm0029206	CL(15:1(11Z)/16:1(11Z)/16:1(9Z)/25:0)	CL(15:1(11Z)/16:1(11Z)/16:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(11Z)/16:1(9Z)/25:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,19-20,23,26,30,75-77,82H,5-15,17-18,21-22,24-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,23-19-,30-26-/t75-,76+,77+/m0/s1	KNZMISGBXMZDOI-POKDPCASSA-N	1459.050477			MMDBc0042405
BASm0029207	CL(15:1(11Z)/16:1(11Z)/16:1(9Z)/25:1(11Z))	CL(15:1(11Z)/16:1(11Z)/16:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(11Z)/16:1(9Z)/25:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,19-20,23,26,30,38-39,75-77,82H,5-15,17-18,21-22,24-25,27-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,23-19-,30-26-,39-38-/t75-,76+,77+/m0/s1	CNFZJRBKGLIRDG-ZYQFKKRRSA-N	1457.034827			MMDBc0042406
BASm0029208	CL(15:1(11Z)/16:1(11Z)/16:1(9Z)/25:1(9Z))	CL(15:1(11Z)/16:1(11Z)/16:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(11Z)/16:1(9Z)/25:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,19-20,23,26,30,40-41,75-77,82H,5-15,17-18,21-22,24-25,27-29,31-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,23-19-,30-26-,41-40-/t75-,76+,77+/m0/s1	HKVDHWJUGVDSBS-WXGLVUBQSA-N	1457.034827			MMDBc0042407
BASm0029209	CL(15:1(11Z)/16:1(11Z)/18:0/23:1(11Z))	CL(15:1(11Z)/16:1(11Z)/18:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(11Z)/18:0/23:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h16,19-20,23,37-38,75-77,82H,5-15,17-18,21-22,24-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,23-19-,38-37-/t75-,76+,77+/m0/s1	NUSMFBYBBKAEAT-UTSJEHGASA-N	1459.050477			MMDBc0042408
BASm0029210	CL(15:1(11Z)/16:1(11Z)/18:0/23:1(9Z))	CL(15:1(11Z)/16:1(11Z)/18:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(11Z)/18:0/23:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h16,19-20,23,39,41,75-77,82H,5-15,17-18,21-22,24-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,23-19-,41-39-/t75-,76+,77+/m0/s1	KWSSZQFZPAOVMT-OWGBTFQISA-N	1459.050477			MMDBc0042409
BASm0029211	CL(15:1(11Z)/16:1(11Z)/18:1(11Z)/23:1(11Z))	CL(15:1(11Z)/16:1(11Z)/18:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(11Z)/18:1(11Z)/23:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h16,19-20,23,26,30,37-38,75-77,82H,5-15,17-18,21-22,24-25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,23-19-,30-26-,38-37-/t75-,76+,77+/m0/s1	HFLONAPQXGDHAM-VUGQULNSSA-N	1457.034827			MMDBc0042410
BASm0029212	CL(15:1(11Z)/16:1(11Z)/18:1(11Z)/23:1(9Z))	CL(15:1(11Z)/16:1(11Z)/18:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(11Z)/18:1(11Z)/23:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h16,19-20,23,26,30,39,41,75-77,82H,5-15,17-18,21-22,24-25,27-29,31-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,23-19-,30-26-,41-39-/t75-,76+,77+/m0/s1	LDSNOIHUYMCQHY-BNPVQKIISA-N	1457.034827			MMDBc0042411
BASm0029213	CL(15:1(11Z)/16:1(11Z)/18:1(9Z)/23:1(11Z))	CL(15:1(11Z)/16:1(11Z)/18:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(11Z)/18:1(9Z)/23:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h16,19-20,23,34,37-38,40,75-77,82H,5-15,17-18,21-22,24-33,35-36,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,23-19-,38-37-,40-34-/t75-,76+,77+/m0/s1	DJUNMOPAJGQDFM-BVEWCNSPSA-N	1457.034827			MMDBc0042412
BASm0029214	CL(15:1(11Z)/16:1(11Z)/18:1(9Z)/23:1(9Z))	CL(15:1(11Z)/16:1(11Z)/18:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(11Z)/18:1(9Z)/23:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h16,19-20,23,34,39-41,75-77,82H,5-15,17-18,21-22,24-33,35-38,42-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,23-19-,40-34-,41-39-/t75-,76+,77+/m0/s1	KKCFAMUERZGQAM-GEWADCJFSA-N	1457.034827			MMDBc0042413
BASm0029215	CL(15:1(11Z)/16:1(9Z)/15:1(11Z)/16:1(11Z))	CL(15:1(11Z)/16:1(9Z)/15:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(9Z)/15:1(11Z)/16:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(62-82-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h15-17,19-21,26,30,65-67,72H,5-14,18,22-25,27-29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,20-16-,21-17-,30-26-/t65-,66-,67-/m1/s1	YVBCMPXHPRMNTI-JWRZZARTSA-N	1316.878327			MMDBc0042414
BASm0029216	CL(15:1(11Z)/16:1(9Z)/15:1(11Z)/16:1(9Z))	CL(15:1(11Z)/16:1(9Z)/15:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(9Z)/15:1(11Z)/16:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C3 positions, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(62-82-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h15-16,19-20,25-26,29-30,65-67,72H,5-14,17-18,21-24,27-28,31-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,20-16-,29-25-,30-26-/t66-,67-/m1/s1	PSPTZAJFLWSJBF-KSQUCGOYSA-N	1316.878327			MMDBc0042415
BASm0029217	CL(15:1(11Z)/16:1(9Z)/15:1(9Z)/16:1(11Z))	CL(15:1(11Z)/16:1(9Z)/15:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(9Z)/15:1(9Z)/16:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(62-82-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h15,18-19,22,24-25,28-29,65-67,72H,5-14,16-17,20-21,23,26-27,30-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,22-18-,28-24-,29-25-/t65-,66+,67+/m0/s1	NAUPZIVBPRLBLS-XYUSYDJSSA-N	1316.878327			MMDBc0042416
BASm0029218	CL(15:1(11Z)/16:1(9Z)/15:1(9Z)/16:1(9Z))	CL(15:1(11Z)/16:1(9Z)/15:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(9Z)/15:1(9Z)/16:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions, one chain of (9Z-pentadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(62-82-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h15,19,24-26,28-30,65-67,72H,5-14,16-18,20-23,27,31-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,28-24-,29-25-,30-26-/t65-,66+,67+/m0/s1	BAZLLPPWPRIVCV-CMGXECBHSA-N	1316.878327			MMDBc0042417
BASm0029219	CL(15:1(11Z)/16:1(9Z)/16:1(11Z)/23:1(11Z))	CL(15:1(11Z)/16:1(9Z)/16:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(9Z)/16:1(11Z)/23:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,18,20,22,27,31,36-37,73-75,80H,5-15,17,19,21,23-26,28-30,32-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,22-18-,31-27-,37-36-/t73-,74+,75+/m0/s1	NFPBRGUFJZMSOJ-SHAAMEMTSA-N	1429.003527			MMDBc0042418
BASm0029220	CL(15:1(11Z)/16:1(9Z)/16:1(11Z)/23:1(9Z))	CL(15:1(11Z)/16:1(9Z)/16:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(9Z)/16:1(11Z)/23:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,18,20,22,27,31,38-39,73-75,80H,5-15,17,19,21,23-26,28-30,32-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,22-18-,31-27-,39-38-/t73-,74+,75+/m0/s1	LJQVEIOGYSKVMU-ZMMVGWBQSA-N	1429.003527			MMDBc0042419
BASm0029221	CL(15:1(11Z)/16:1(9Z)/16:1(11Z)/25:0)	CL(15:1(11Z)/16:1(9Z)/16:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(9Z)/16:1(11Z)/25:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,18,20,22,27,31,75-77,82H,5-15,17,19,21,23-26,28-30,32-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,22-18-,31-27-/t75-,76+,77+/m0/s1	RVZTWTPNRSPZJM-AZCXLKDXSA-N	1459.050477			MMDBc0042420
BASm0029222	CL(15:1(11Z)/16:1(9Z)/16:1(11Z)/25:1(11Z))	CL(15:1(11Z)/16:1(9Z)/16:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(9Z)/16:1(11Z)/25:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,18,20,22,27,31,38-39,75-77,82H,5-15,17,19,21,23-26,28-30,32-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,22-18-,31-27-,39-38-/t75-,76+,77+/m0/s1	SYJJOVOQHMVHCR-NKJLHJOFSA-N	1457.034827			MMDBc0042421
BASm0029223	CL(15:1(11Z)/16:1(9Z)/16:1(11Z)/25:1(9Z))	CL(15:1(11Z)/16:1(9Z)/16:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(9Z)/16:1(11Z)/25:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,18,20,22,27,31,40-41,75-77,82H,5-15,17,19,21,23-26,28-30,32-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,22-18-,31-27-,41-40-/t75-,76+,77+/m0/s1	ULUFQTKTZQTXOF-CJLPGBOLSA-N	1457.034827			MMDBc0042422
BASm0029224	CL(15:1(11Z)/16:1(9Z)/16:1(9Z)/23:1(11Z))	CL(15:1(11Z)/16:1(9Z)/16:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(9Z)/16:1(9Z)/23:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,26-27,30-31,36-37,73-75,80H,5-15,17-19,21-25,28-29,32-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,30-26-,31-27-,37-36-/t73-,74+,75+/m0/s1	DPCSGWPQHRWLPD-YBMLATIXSA-N	1429.003527			MMDBc0042423
BASm0029225	CL(15:1(11Z)/16:1(9Z)/16:1(9Z)/23:1(9Z))	CL(15:1(11Z)/16:1(9Z)/16:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(9Z)/16:1(9Z)/23:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,26-27,30-31,38-39,73-75,80H,5-15,17-19,21-25,28-29,32-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,30-26-,31-27-,39-38-/t73-,74+,75+/m0/s1	ADHWVCKWOYYVAY-WISMBDTPSA-N	1429.003527			MMDBc0042424
BASm0029226	CL(15:1(11Z)/16:1(9Z)/16:1(9Z)/25:0)	CL(15:1(11Z)/16:1(9Z)/16:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(9Z)/16:1(9Z)/25:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,26-27,30-31,75-77,82H,5-15,17-19,21-25,28-29,32-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,30-26-,31-27-/t75-,76+,77+/m0/s1	QIMDJDUPIDTGGN-YNZXWNBVSA-N	1459.050477			MMDBc0042425
BASm0029227	CL(15:1(11Z)/16:1(9Z)/16:1(9Z)/25:1(11Z))	CL(15:1(11Z)/16:1(9Z)/16:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(9Z)/16:1(9Z)/25:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,26-27,30-31,38-39,75-77,82H,5-15,17-19,21-25,28-29,32-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,30-26-,31-27-,39-38-/t75-,76+,77+/m0/s1	OXJNKESCWPTKOF-KTPIYMPPSA-N	1457.034827			MMDBc0042426
BASm0029228	CL(15:1(11Z)/16:1(9Z)/16:1(9Z)/25:1(9Z))	CL(15:1(11Z)/16:1(9Z)/16:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(9Z)/16:1(9Z)/25:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,26-27,30-31,40-41,75-77,82H,5-15,17-19,21-25,28-29,32-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,30-26-,31-27-,41-40-/t75-,76+,77+/m0/s1	SXIGJNKHNBPSHV-FRLUWLRHSA-N	1457.034827			MMDBc0042427
BASm0029229	CL(15:1(11Z)/16:1(9Z)/18:0/23:1(11Z))	CL(15:1(11Z)/16:1(9Z)/18:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(9Z)/18:0/23:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h16,20,27,31,37-38,75-77,82H,5-15,17-19,21-26,28-30,32-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,31-27-,38-37-/t75-,76+,77+/m0/s1	AEBVLFRMZJVIGM-JZSAKXJWSA-N	1459.050477			MMDBc0042428
BASm0029230	CL(15:1(11Z)/16:1(9Z)/18:0/23:1(9Z))	CL(15:1(11Z)/16:1(9Z)/18:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(9Z)/18:0/23:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h16,20,27,31,39,41,75-77,82H,5-15,17-19,21-26,28-30,32-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,31-27-,41-39-/t75-,76+,77+/m0/s1	BMYXNMSLYMCJEL-MOQNHJOBSA-N	1459.050477			MMDBc0042429
BASm0029231	CL(15:1(11Z)/16:1(9Z)/18:1(11Z)/23:1(11Z))	CL(15:1(11Z)/16:1(9Z)/18:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(9Z)/18:1(11Z)/23:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h16,20,26-27,30-31,37-38,75-77,82H,5-15,17-19,21-25,28-29,32-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,30-26-,31-27-,38-37-/t75-,76+,77+/m0/s1	ZOYAVPPQHMTPFS-FXNWEBPTSA-N	1457.034827			MMDBc0042430
BASm0029232	CL(15:1(11Z)/16:1(9Z)/18:1(11Z)/23:1(9Z))	CL(15:1(11Z)/16:1(9Z)/18:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(9Z)/18:1(11Z)/23:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h16,20,26-27,30-31,39,41,75-77,82H,5-15,17-19,21-25,28-29,32-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,30-26-,31-27-,41-39-/t75-,76+,77+/m0/s1	KYZBGSLQDORHJF-QEULRASGSA-N	1457.034827			MMDBc0042431
BASm0029233	CL(15:1(11Z)/16:1(9Z)/18:1(9Z)/23:1(11Z))	CL(15:1(11Z)/16:1(9Z)/18:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(9Z)/18:1(9Z)/23:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h16,20,27,31,34,37-38,40,75-77,82H,5-15,17-19,21-26,28-30,32-33,35-36,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,31-27-,38-37-,40-34-/t75-,76+,77+/m0/s1	MHSYONWXODMBIE-PCKPZXQNSA-N	1457.034827			MMDBc0042432
BASm0029234	CL(15:1(11Z)/16:1(9Z)/18:1(9Z)/23:1(9Z))	CL(15:1(11Z)/16:1(9Z)/18:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/16:1(9Z)/18:1(9Z)/23:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h16,20,27,31,34,39-41,75-77,82H,5-15,17-19,21-26,28-30,32-33,35-38,42-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,31-27-,40-34-,41-39-/t75-,76+,77+/m0/s1	SSPFQWLVZDGMRW-HRPBMQAJSA-N	1457.034827			MMDBc0042433
BASm0029235	CL(15:1(11Z)/18:0/15:1(11Z)/18:0)	CL(15:1(11Z)/18:0/15:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/18:0/15:1(11Z)/18:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C3 positions, two chains of octadecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-32-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2/h15-16,19-20,69-71,76H,5-14,17-18,21-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,20-16-/t70-,71-/m1/s1	ZOAKPJRKOHNVHP-RKVPWVNBSA-N	1376.972227			MMDBc0042434
BASm0029236	CL(15:1(11Z)/18:0/15:1(9Z)/18:0)	CL(15:1(11Z)/18:0/15:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/18:0/15:1(9Z)/18:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C4 positions, one chain of (9Z-pentadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-32-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2/h15,19,24,28,69-71,76H,5-14,16-18,20-23,25-27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,28-24-/t69-,70+,71+/m0/s1	IAYLJYXWGYDZOA-MKAJWMJXSA-N	1376.972227			MMDBc0042435
BASm0029237	CL(15:1(11Z)/18:1(11Z)/15:1(11Z)/18:1(11Z))	CL(15:1(11Z)/18:1(11Z)/15:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/18:1(11Z)/15:1(11Z)/18:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C3 positions, two chains of (11Z-octadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-32-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2/h15-16,19-20,25-26,29-30,69-71,76H,5-14,17-18,21-24,27-28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,20-16-,29-25-,30-26-/t70-,71-/m1/s1	KSBQYEIGWHDLGG-RPFDTSDBSA-N	1372.940927			MMDBc0042436
BASm0029238	CL(15:1(11Z)/18:1(11Z)/15:1(11Z)/18:1(9Z))	CL(15:1(11Z)/18:1(11Z)/15:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/18:1(11Z)/15:1(11Z)/18:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C3 positions, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-32-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2/h15-16,19-20,25,29,34,36,69-71,76H,5-14,17-18,21-24,26-28,30-33,35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,20-16-,29-25-,36-34-/t69-,70+,71+/m0/s1	DYWIFRVEQRDOAN-GLNTZTLVSA-N	1372.940927			MMDBc0042437
BASm0029239	CL(15:1(11Z)/18:1(11Z)/15:1(9Z)/18:1(11Z))	CL(15:1(11Z)/18:1(11Z)/15:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/18:1(11Z)/15:1(9Z)/18:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C4 positions, one chain of (9Z-pentadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-32-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2/h15,19,24-26,28-30,69-71,76H,5-14,16-18,20-23,27,31-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,28-24-,29-25-,30-26-/t69-,70+,71+/m0/s1	AZLGRAKJAVZMLZ-FAASJLHOSA-N	1372.940927			MMDBc0042438
BASm0029240	CL(15:1(11Z)/18:1(11Z)/15:1(9Z)/18:1(9Z))	CL(15:1(11Z)/18:1(11Z)/15:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/18:1(11Z)/15:1(9Z)/18:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-32-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2/h15,19,24-25,28-29,34,36,69-71,76H,5-14,16-18,20-23,26-27,30-33,35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,28-24-,29-25-,36-34-/t69-,70+,71+/m0/s1	JPDMNGJQBRIOPN-QPBNZNGRSA-N	1372.940927			MMDBc0042439
BASm0029241	CL(15:1(11Z)/18:1(9Z)/15:1(11Z)/18:1(11Z))	CL(15:1(11Z)/18:1(9Z)/15:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/18:1(9Z)/15:1(11Z)/18:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C3 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-32-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2/h15-16,19-20,25,29,34,36,69-71,76H,5-14,17-18,21-24,26-28,30-33,35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,20-16-,29-25-,36-34-/t69-,70-,71-/m1/s1	DYWIFRVEQRDOAN-DWFOIQBBSA-N	1372.940927			MMDBc0042440
BASm0029242	CL(15:1(11Z)/18:1(9Z)/15:1(11Z)/18:1(9Z))	CL(15:1(11Z)/18:1(9Z)/15:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/18:1(9Z)/15:1(11Z)/18:1(9Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C3 positions, two chains of (9Z-octadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-32-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2/h15-16,19-20,33-36,69-71,76H,5-14,17-18,21-32,37-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,20-16-,35-33-,36-34-/t70-,71-/m1/s1	BFQAXNRWHBDZBK-BSSBQEODSA-N	1372.940927			MMDBc0042441
BASm0029243	CL(15:1(11Z)/18:1(9Z)/15:1(9Z)/18:1(11Z))	CL(15:1(11Z)/18:1(9Z)/15:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/18:1(9Z)/15:1(9Z)/18:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-32-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2/h15,19,24,26,28,30,33,35,69-71,76H,5-14,16-18,20-23,25,27,29,31-32,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,28-24-,30-26-,35-33-/t69-,70+,71+/m0/s1	FUHFHVKKXUZHLD-MECBOQLMSA-N	1372.940927			MMDBc0042442
BASm0029244	CL(15:1(11Z)/18:1(9Z)/15:1(9Z)/18:1(9Z))	CL(15:1(11Z)/18:1(9Z)/15:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/18:1(9Z)/15:1(9Z)/18:1(9Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C4 positions, one chain of (9Z-pentadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-32-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2/h15,19,24,28,33-36,69-71,76H,5-14,16-18,20-23,25-27,29-32,37-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,28-24-,35-33-,36-34-/t69-,70+,71+/m0/s1	YIQDSVFWTWOPAP-NHBRIDDYSA-N	1372.940927			MMDBc0042443
BASm0029245	CL(15:1(11Z)/20:0/15:1(11Z)/20:0)	CL(15:1(11Z)/20:0/15:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/20:0/15:1(11Z)/20:0) contains two chains of (11Z-pentadecenoyl) at the C1 and C3 positions, two chains of eicosanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-44-32-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2/h15-16,19-20,73-75,80H,5-14,17-18,21-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-/t74-,75-/m1/s1	SQZVOISWGNXNCR-GSEQTLOPSA-N	1433.034827			MMDBc0042444
BASm0029246	CL(15:1(11Z)/20:0/15:1(9Z)/20:0)	CL(15:1(11Z)/20:0/15:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/20:0/15:1(9Z)/20:0) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of eicosanoic acid at the C2 and C4 positions, one chain of (9Z-pentadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-44-32-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2/h15,19,24,28,73-75,80H,5-14,16-18,20-23,25-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-/t73-,74+,75+/m0/s1	NEPMSLROWSYNEM-JOCOCQOVSA-N	1433.034827			MMDBc0042445
BASm0029247	CL(15:1(11Z)/20:1(11Z)/15:1(11Z)/20:1(11Z))	CL(15:1(11Z)/20:1(11Z)/15:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/20:1(11Z)/15:1(11Z)/20:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C3 positions, two chains of (11Z-eicosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-44-32-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2/h15-16,19-20,33-36,73-75,80H,5-14,17-18,21-32,37-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-,35-33-,36-34-/t74-,75-/m1/s1	YRHCJCGUUFNHTA-WXVCBFOPSA-N	1429.003527			MMDBc0042446
BASm0029248	CL(15:1(11Z)/20:1(11Z)/15:1(11Z)/20:1(13Z))	CL(15:1(11Z)/20:1(11Z)/15:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/20:1(11Z)/15:1(11Z)/20:1(13Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C3 positions, one chain of (11Z-eicosenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-44-32-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2/h15-16,19-20,25,29,34,36,73-75,80H,5-14,17-18,21-24,26-28,30-33,35,37-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-,29-25-,36-34-/t73-,74-,75-/m1/s1	YSSFNKSNRAZWQT-JBKYKTAASA-N	1429.003527			MMDBc0042447
BASm0029249	CL(15:1(11Z)/20:1(11Z)/15:1(9Z)/20:1(11Z))	CL(15:1(11Z)/20:1(11Z)/15:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/20:1(11Z)/15:1(9Z)/20:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of (11Z-eicosenoyl) at the C2 and C4 positions, one chain of (9Z-pentadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-44-32-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2/h15,19,24,28,33-36,73-75,80H,5-14,16-18,20-23,25-27,29-32,37-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-,35-33-,36-34-/t73-,74+,75+/m0/s1	NQQMWGIZENBGRZ-FELLDVCZSA-N	1429.003527			MMDBc0042448
BASm0029250	CL(15:1(11Z)/20:1(11Z)/15:1(9Z)/20:1(13Z))	CL(15:1(11Z)/20:1(11Z)/15:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/20:1(11Z)/15:1(9Z)/20:1(13Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (11Z-eicosenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-44-32-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2/h15,19,24,26,28,30,33,35,73-75,80H,5-14,16-18,20-23,25,27,29,31-32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-,30-26-,35-33-/t73-,74+,75+/m0/s1	MGQAYYKAJUAUPD-UOSDNAHLSA-N	1429.003527			MMDBc0042449
BASm0029251	CL(15:1(11Z)/20:1(13Z)/15:1(11Z)/20:1(11Z))	CL(15:1(11Z)/20:1(13Z)/15:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/20:1(13Z)/15:1(11Z)/20:1(11Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C3 positions, one chain of (13Z-eicosenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-44-32-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2/h15-16,19-20,25,29,34,36,73-75,80H,5-14,17-18,21-24,26-28,30-33,35,37-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-,29-25-,36-34-/t73-,74+,75+/m0/s1	YSSFNKSNRAZWQT-QLDQUMFPSA-N	1429.003527			MMDBc0042450
BASm0029252	CL(15:1(11Z)/20:1(13Z)/15:1(11Z)/20:1(13Z))	CL(15:1(11Z)/20:1(13Z)/15:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/20:1(13Z)/15:1(11Z)/20:1(13Z)) contains two chains of (11Z-pentadecenoyl) at the C1 and C3 positions, two chains of (13Z-eicosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-44-32-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2/h15-16,19-20,25-26,29-30,73-75,80H,5-14,17-18,21-24,27-28,31-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-,29-25-,30-26-/t74-,75-/m1/s1	MDGRSEIHQKJQPO-IUVOFOKESA-N	1429.003527			MMDBc0042451
BASm0029253	CL(15:1(11Z)/20:1(13Z)/15:1(9Z)/20:1(11Z))	CL(15:1(11Z)/20:1(13Z)/15:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/20:1(13Z)/15:1(9Z)/20:1(11Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, one chain of (13Z-eicosenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-44-32-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2/h15,19,24-25,28-29,34,36,73-75,80H,5-14,16-18,20-23,26-27,30-33,35,37-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-,29-25-,36-34-/t73-,74+,75+/m0/s1	BZOWGKQPZKKUFZ-BBBDBPBGSA-N	1429.003527			MMDBc0042452
BASm0029254	CL(15:1(11Z)/20:1(13Z)/15:1(9Z)/20:1(13Z))	CL(15:1(11Z)/20:1(13Z)/15:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(11Z)/20:1(13Z)/15:1(9Z)/20:1(13Z)) contains one chain of (11Z-pentadecenoyl) at the C1 position, two chains of (13Z-eicosenoyl) at the C2 and C4 positions, one chain of (9Z-pentadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-44-32-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2/h15,19,24-26,28-30,73-75,80H,5-14,16-18,20-23,27,31-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-,29-25-,30-26-/t73-,74+,75+/m0/s1	NPXVRCLUKCRUMI-MKLKAMGLSA-N	1429.003527			MMDBc0042453
BASm0029255	CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/15:1(11Z))	CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/15:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/15:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, three chains of (11Z-pentadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h13,15-17,19-20,22,26,63-65,70H,5-12,14,18,21,23-25,27-62H2,1-4H3,(H,75,76)(H,77,78)/b17-13-,19-15-,20-16-,26-22-/t63-,64-,65-/m1/s1	PBDDWJQBEBYYAZ-KKLUHFRQSA-N	1288.847027			MMDBc0042454
BASm0029256	CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/15:1(9Z))	CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/15:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/15:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C4 positions, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h13,16-17,20,22-23,26-27,63-65,70H,5-12,14-15,18-19,21,24-25,28-62H2,1-4H3,(H,75,76)(H,77,78)/b17-13-,20-16-,26-22-,27-23-/t63-,64-,65-/m1/s1	GFGRWYSUOFPMNZ-UUKJWYOCSA-N	1288.847027			MMDBc0042455
BASm0029257	CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/23:1(11Z))	CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/23:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h15-16,19-20,22,26,36-37,71-73,78H,5-14,17-18,21,23-25,27-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,20-16-,26-22-,37-36-/t71-,72+,73+/m0/s1	YUBKJQQHDABEKQ-DTRCAJBISA-N	1400.972227			MMDBc0042456
BASm0029258	CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/23:1(9Z))	CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/23:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h15-16,19-20,22,26,38-39,71-73,78H,5-14,17-18,21,23-25,27-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,20-16-,26-22-,39-38-/t71-,72+,73+/m0/s1	WNAREUFCXRBNKE-QKBFIAGMSA-N	1400.972227			MMDBc0042457
BASm0029259	CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/25:0)	CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/25:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h15-16,19-20,22,26,73-75,80H,5-14,17-18,21,23-25,27-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-,26-22-/t73-,74+,75+/m0/s1	XLELGUKISHQQPU-GWFSAAOOSA-N	1431.019177			MMDBc0042458
BASm0029260	CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/25:1(11Z))	CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/25:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h15-16,19-20,22,26,38-39,73-75,80H,5-14,17-18,21,23-25,27-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-,26-22-,39-38-/t73-,74+,75+/m0/s1	VWQCWGUMSNYHJI-CMUXGGGPSA-N	1429.003527			MMDBc0042459
BASm0029261	CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/25:1(9Z))	CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/25:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h15-16,19-20,22,26,40-41,73-75,80H,5-14,17-18,21,23-25,27-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,20-16-,26-22-,41-40-/t73-,74+,75+/m0/s1	KWBGNLQEKBFZHH-KNUWLUQUSA-N	1429.003527			MMDBc0042460
BASm0029262	CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/27:0)	CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/27:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h15-16,19-20,22,26,75-77,82H,5-14,17-18,21,23-25,27-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-,26-22-/t75-,76+,77+/m0/s1	IPNPFENHTRJNMF-HSZRNOBGSA-N	1459.050477			MMDBc0042461
BASm0029263	CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/27:1(11Z))	CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/27:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h15-16,19-20,22,26,40-41,75-77,82H,5-14,17-18,21,23-25,27-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-,26-22-,41-40-/t75-,76+,77+/m0/s1	TYXLLDJEQKYTMY-PFSWYWRISA-N	1457.034827			MMDBc0042462
BASm0029264	CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/27:1(9Z))	CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/15:1(11Z)/27:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of (11Z-pentadecenoyl) at the C2 and C3 positions, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h15-16,19-20,22,26,42-43,75-77,82H,5-14,17-18,21,23-25,27-41,44-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,20-16-,26-22-,43-42-/t75-,76+,77+/m0/s1	VPKGGFZHMHQPLX-KNDPCKLMSA-N	1457.034827			MMDBc0042463
BASm0029265	CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/15:1(11Z))	CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/15:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/15:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C3 positions, two chains of (11Z-pentadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h15-16,19-22,25-26,63-65,70H,5-14,17-18,23-24,27-62H2,1-4H3,(H,75,76)(H,77,78)/b19-15-,20-16-,25-21-,26-22-/t64-,65-/m1/s1	GRESXPVZFGSFTP-LYSHXKDYSA-N	1288.847027			MMDBc0042464
BASm0029266	CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/15:1(9Z))	CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/15:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/15:1(9Z)) contains three chains of (9Z-pentadecenoyl) at the C1, C3 and C4 positions, one chain of (11Z-pentadecenoyl) at the C2 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h15,19,21-22,24-26,28,63-65,70H,5-14,16-18,20,23,27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b19-15-,25-21-,26-22-,28-24-/t63-,64+,65+/m0/s1	ARLPJLJVEZDHME-MPLCDJPQSA-N	1288.847027			MMDBc0042465
BASm0029267	CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/23:1(11Z))	CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/23:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C3 positions, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h16,20,22-23,26-27,36-37,71-73,78H,5-15,17-19,21,24-25,28-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,26-22-,27-23-,37-36-/t71-,72+,73+/m0/s1	FLZOFPVSZNTQSG-PRWZLOAKSA-N	1400.972227			MMDBc0042466
BASm0029268	CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/23:1(9Z))	CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/23:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C3 positions, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h16,20,22-23,26-27,38-39,71-73,78H,5-15,17-19,21,24-25,28-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,26-22-,27-23-,39-38-/t71-,72+,73+/m0/s1	PQLDUMKZJVCNJK-VUGLKRLWSA-N	1400.972227			MMDBc0042467
BASm0029269	CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/25:0)	CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/25:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C3 positions, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h16,20,22-23,26-27,73-75,80H,5-15,17-19,21,24-25,28-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,26-22-,27-23-/t73-,74+,75+/m0/s1	ACCGKBHADJBYNB-YOWGRWMISA-N	1431.019177			MMDBc0042468
BASm0029270	CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/25:1(11Z))	CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/25:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C3 positions, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h16,20,22-23,26-27,38-39,73-75,80H,5-15,17-19,21,24-25,28-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,26-22-,27-23-,39-38-/t73-,74+,75+/m0/s1	HPOJOYMMJCFHJN-VWGCAZESSA-N	1429.003527			MMDBc0042469
BASm0029271	CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/25:1(9Z))	CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/25:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C3 positions, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h16,20,22-23,26-27,40-41,73-75,80H,5-15,17-19,21,24-25,28-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,26-22-,27-23-,41-40-/t73-,74+,75+/m0/s1	NLASHLQXKGUYEY-GPZCSLBKSA-N	1429.003527			MMDBc0042470
BASm0029272	CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/27:0)	CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/27:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C3 positions, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h16,20,22-23,26-27,75-77,82H,5-15,17-19,21,24-25,28-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,26-22-,27-23-/t75-,76+,77+/m0/s1	UKJHJNWZBLMPHS-BJYJJAPPSA-N	1459.050477			MMDBc0042471
BASm0029273	CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/27:1(11Z))	CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/27:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C3 positions, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h16,20,22-23,26-27,40-41,75-77,82H,5-15,17-19,21,24-25,28-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,26-22-,27-23-,41-40-/t75-,76+,77+/m0/s1	DSZBJPCZZMWVRG-KRBCQKIBSA-N	1457.034827			MMDBc0042472
BASm0029274	CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/27:1(9Z))	CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/15:1(9Z)/27:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C3 positions, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h16,20,22-23,26-27,42-43,75-77,82H,5-15,17-19,21,24-25,28-41,44-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,26-22-,27-23-,43-42-/t75-,76+,77+/m0/s1	FMBOGOSCONTBKR-CBHYHTHRSA-N	1457.034827			MMDBc0042473
BASm0029275	CL(15:1(9Z)/15:1(11Z)/16:0/16:1(11Z))	CL(15:1(9Z)/15:1(11Z)/16:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:0/16:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-33-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-32-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h16,18,20,22-23,27,65-67,72H,5-15,17,19,21,24-26,28-64H2,1-4H3,(H,77,78)(H,79,80)/b20-16-,22-18-,27-23-/t65-,66+,67+/m0/s1	BLURWNXIDMYXQD-DRVSYWDVSA-N	1318.893977			MMDBc0042474
BASm0029276	CL(15:1(9Z)/15:1(11Z)/16:0/16:1(9Z))	CL(15:1(9Z)/15:1(11Z)/16:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:0/16:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-33-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-32-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h16,20,23,26-27,30,65-67,72H,5-15,17-19,21-22,24-25,28-29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b20-16-,27-23-,30-26-/t65-,66+,67+/m0/s1	DYDLTWQADNDVAA-WUILLLPPSA-N	1318.893977			MMDBc0042475
BASm0029277	CL(15:1(9Z)/15:1(11Z)/16:0/18:0)	CL(15:1(9Z)/15:1(11Z)/16:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:0/18:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h16,20,23,27,67-69,74H,5-15,17-19,21-22,24-26,28-66H2,1-4H3,(H,79,80)(H,81,82)/b20-16-,27-23-/t67-,68+,69+/m0/s1	TYXLBZSFMONIGV-MZHYDCCHSA-N	1348.940927			MMDBc0042476
BASm0029278	CL(15:1(9Z)/15:1(11Z)/16:0/18:1(11Z))	CL(15:1(9Z)/15:1(11Z)/16:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:0/18:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h16,20,23,25,27,29,67-69,74H,5-15,17-19,21-22,24,26,28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b20-16-,27-23-,29-25-/t67-,68+,69+/m0/s1	UCWHDJQHXCZEME-QCSOPRBPSA-N	1346.925277			MMDBc0042477
BASm0029279	CL(15:1(9Z)/15:1(11Z)/16:0/18:1(9Z))	CL(15:1(9Z)/15:1(11Z)/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:0/18:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h16,20,23,27,33-34,67-69,74H,5-15,17-19,21-22,24-26,28-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b20-16-,27-23-,34-33-/t67-,68+,69+/m0/s1	AFUYSWDSJKVAHW-QPWSLCBCSA-N	1346.925277			MMDBc0042478
BASm0029280	CL(15:1(9Z)/15:1(11Z)/16:0/20:0)	CL(15:1(9Z)/15:1(11Z)/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:0/20:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h16,20,23,27,69-71,76H,5-15,17-19,21-22,24-26,28-68H2,1-4H3,(H,81,82)(H,83,84)/b20-16-,27-23-/t69-,70+,71+/m0/s1	RYQAQYJLLPXYRC-VWBRJNLUSA-N	1376.972227			MMDBc0042479
BASm0029281	CL(15:1(9Z)/15:1(11Z)/16:0/20:1(11Z))	CL(15:1(9Z)/15:1(11Z)/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:0/20:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h16,20,23,27,33-34,69-71,76H,5-15,17-19,21-22,24-26,28-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b20-16-,27-23-,34-33-/t69-,70+,71+/m0/s1	WGZWLPTZORHTKD-LSCUTDLZSA-N	1374.956577			MMDBc0042480
BASm0029282	CL(15:1(9Z)/15:1(11Z)/16:0/20:1(13Z))	CL(15:1(9Z)/15:1(11Z)/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:0/20:1(13Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h16,20,23,25,27,29,69-71,76H,5-15,17-19,21-22,24,26,28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b20-16-,27-23-,29-25-/t69-,70+,71+/m0/s1	QQQLLUSUVARCJQ-OGSFDELJSA-N	1374.956577			MMDBc0042481
BASm0029283	CL(15:1(9Z)/15:1(11Z)/16:0/22:0)	CL(15:1(9Z)/15:1(11Z)/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:0/22:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,23,27,71-73,78H,5-15,17-19,21-22,24-26,28-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,27-23-/t71-,72+,73+/m0/s1	XOWAZKCWBLJPKI-CJAMEYNJSA-N	1405.003527			MMDBc0042482
BASm0029284	CL(15:1(9Z)/15:1(11Z)/16:0/22:1(11Z))	CL(15:1(9Z)/15:1(11Z)/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:0/22:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,23,27,35-36,71-73,78H,5-15,17-19,21-22,24-26,28-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,27-23-,36-35-/t71-,72+,73+/m0/s1	VZUOBJAYNZVNEU-TUOMEYROSA-N	1402.987877			MMDBc0042483
BASm0029285	CL(15:1(9Z)/15:1(11Z)/16:0/22:1(9Z))	CL(15:1(9Z)/15:1(11Z)/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:0/22:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,23,27,37-38,71-73,78H,5-15,17-19,21-22,24-26,28-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,27-23-,38-37-/t71-,72+,73+/m0/s1	GPRNBOQDEMFDSU-OLNWPXMDSA-N	1402.987877			MMDBc0042484
BASm0029286	CL(15:1(9Z)/15:1(11Z)/16:0/24:0)	CL(15:1(9Z)/15:1(11Z)/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:0/24:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,23,27,73-75,80H,5-15,17-19,21-22,24-26,28-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,27-23-/t73-,74+,75+/m0/s1	QVSMFWVHCFIGTQ-MAHNJAARSA-N	1433.034827			MMDBc0042485
BASm0029287	CL(15:1(9Z)/15:1(11Z)/16:0/24:1(11Z))	CL(15:1(9Z)/15:1(11Z)/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:0/24:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,23,27,37-38,73-75,80H,5-15,17-19,21-22,24-26,28-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,27-23-,38-37-/t73-,74+,75+/m0/s1	NUKMUMHOJOPGRY-HIEQHXBZSA-N	1431.019177			MMDBc0042486
BASm0029288	CL(15:1(9Z)/15:1(11Z)/16:0/24:1(9Z))	CL(15:1(9Z)/15:1(11Z)/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:0/24:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,23,27,39-40,73-75,80H,5-15,17-19,21-22,24-26,28-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,27-23-,40-39-/t73-,74+,75+/m0/s1	AEFFJUDAZZVTCU-KUTDUTRASA-N	1431.019177			MMDBc0042487
BASm0029289	CL(15:1(9Z)/15:1(11Z)/16:0/26:0)	CL(15:1(9Z)/15:1(11Z)/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:0/26:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,23,27,75-77,82H,5-15,17-19,21-22,24-26,28-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,27-23-/t75-,76+,77+/m0/s1	KLBXZSPOAKNKPH-VSJIXXRXSA-N	1461.066127			MMDBc0042488
BASm0029290	CL(15:1(9Z)/15:1(11Z)/16:0/26:1(11Z))	CL(15:1(9Z)/15:1(11Z)/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:0/26:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,23,27,38-39,75-77,82H,5-15,17-19,21-22,24-26,28-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,27-23-,39-38-/t75-,76+,77+/m0/s1	OQVIBGAHZGGJLA-ICBZGAEGSA-N	1459.050477			MMDBc0042489
BASm0029291	CL(15:1(9Z)/15:1(11Z)/16:0/26:1(9Z))	CL(15:1(9Z)/15:1(11Z)/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:0/26:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h16,20,23,27,41-42,76-78,83H,5-15,17-19,21-22,24-26,28-40,43-75H2,1-4H3,(H,88,89)(H,90,91)/b20-16-,27-23-,42-41-/t76-,77+,78+/m0/s1	HGJYIWPBAJTREY-CMMHSFEVSA-N	1473.066127			MMDBc0042490
BASm0029292	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/18:0)	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/18:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h16,18,20,22-23,27,67-69,74H,5-15,17,19,21,24-26,28-66H2,1-4H3,(H,79,80)(H,81,82)/b20-16-,22-18-,27-23-/t67-,68+,69+/m0/s1	KUPQZABIRIBIKU-WZIPCAGFSA-N	1346.925277			MMDBc0042491
BASm0029293	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/18:1(11Z))	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/18:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h16,18,20,22-23,25,27,29,67-69,74H,5-15,17,19,21,24,26,28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b20-16-,22-18-,27-23-,29-25-/t67-,68+,69+/m0/s1	NZPUSEOZOPYPQM-WEOJXQKJSA-N	1344.909627			MMDBc0042492
BASm0029294	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/18:1(9Z))	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/18:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h16,18,20,22-23,27,33-34,67-69,74H,5-15,17,19,21,24-26,28-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b20-16-,22-18-,27-23-,34-33-/t67-,68+,69+/m0/s1	GKTQQNUPXXMEGT-ITQQVTRLSA-N	1344.909627			MMDBc0042493
BASm0029295	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/20:0)	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/20:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h16,18,20,22-23,27,69-71,76H,5-15,17,19,21,24-26,28-68H2,1-4H3,(H,81,82)(H,83,84)/b20-16-,22-18-,27-23-/t69-,70+,71+/m0/s1	HDEBUMDDNMPKDZ-HKTBHVJUSA-N	1374.956577			MMDBc0042494
BASm0029296	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/20:1(11Z))	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/20:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h16,18,20,22-23,27,33-34,69-71,76H,5-15,17,19,21,24-26,28-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b20-16-,22-18-,27-23-,34-33-/t69-,70+,71+/m0/s1	PDZFUKJYROASPP-PBXPDWCBSA-N	1372.940927			MMDBc0042495
BASm0029297	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/20:1(13Z))	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/20:1(13Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h16,18,20,22-23,25,27,29,69-71,76H,5-15,17,19,21,24,26,28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b20-16-,22-18-,27-23-,29-25-/t69-,70+,71+/m0/s1	HOIZGNBJDGWQMV-MTTNZBGYSA-N	1372.940927			MMDBc0042496
BASm0029298	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/22:0)	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/22:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,18,20,22-23,27,71-73,78H,5-15,17,19,21,24-26,28-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,22-18-,27-23-/t71-,72+,73+/m0/s1	QVBHSLHYCWUXPD-MBXBMWKASA-N	1402.987877			MMDBc0042497
BASm0029299	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/22:1(11Z))	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/22:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,18,20,22-23,27,35-36,71-73,78H,5-15,17,19,21,24-26,28-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,22-18-,27-23-,36-35-/t71-,72+,73+/m0/s1	SHTCIFCXABCRFT-SYKXFHAPSA-N	1400.972227			MMDBc0042498
BASm0029300	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/22:1(9Z))	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/22:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,18,20,22-23,27,37-38,71-73,78H,5-15,17,19,21,24-26,28-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,22-18-,27-23-,38-37-/t71-,72+,73+/m0/s1	JGTZBRBQCRDXAD-DIHPTKTDSA-N	1400.972227			MMDBc0042499
BASm0029301	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/24:0)	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/24:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,18,20,22-23,27,73-75,80H,5-15,17,19,21,24-26,28-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,22-18-,27-23-/t73-,74+,75+/m0/s1	MTEPMDBGYUAVIQ-LXCMQUAYSA-N	1431.019177			MMDBc0042500
BASm0029302	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/24:1(11Z))	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/24:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,18,20,22-23,27,37-38,73-75,80H,5-15,17,19,21,24-26,28-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,22-18-,27-23-,38-37-/t73-,74+,75+/m0/s1	PQMMQGGEAYQNST-JWGMXRTHSA-N	1429.003527			MMDBc0042501
BASm0029303	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/24:1(9Z))	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/24:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,18,20,22-23,27,39-40,73-75,80H,5-15,17,19,21,24-26,28-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,22-18-,27-23-,40-39-/t73-,74+,75+/m0/s1	FKZFLHQFPOTYDR-OKMGDCSTSA-N	1429.003527			MMDBc0042502
BASm0029304	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/26:0)	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/26:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,18,20,22-23,27,75-77,82H,5-15,17,19,21,24-26,28-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,22-18-,27-23-/t75-,76+,77+/m0/s1	SEVSFFTUPILXLB-DCLABFRXSA-N	1459.050477			MMDBc0042503
BASm0029305	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/26:1(11Z))	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/26:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,18,20,22-23,27,38-39,75-77,82H,5-15,17,19,21,24-26,28-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,22-18-,27-23-,39-38-/t75-,76+,77+/m0/s1	JSGJTINIBYWFGM-CQRPRSPCSA-N	1457.034827			MMDBc0042504
BASm0029306	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/26:1(9Z))	CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(11Z)/26:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C82H152O17P2	InChI=1S/C82H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h16,18,20,22-23,27,41-42,76-78,83H,5-15,17,19,21,24-26,28-40,43-75H2,1-4H3,(H,88,89)(H,90,91)/b20-16-,22-18-,27-23-,42-41-/t76-,77+,78+/m0/s1	SCWZCYBPBQAMCJ-TUDQVKMOSA-N	1471.050477			MMDBc0042505
BASm0029307	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/18:0)	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/18:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h16,20,23,26-27,30,67-69,74H,5-15,17-19,21-22,24-25,28-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b20-16-,27-23-,30-26-/t67-,68+,69+/m0/s1	UFQRVYSZXNXHKZ-HUDLQTPBSA-N	1346.925277			MMDBc0042506
BASm0029308	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/18:1(11Z))	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/18:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h16,20,23,25-27,29-30,67-69,74H,5-15,17-19,21-22,24,28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b20-16-,27-23-,29-25-,30-26-/t67-,68+,69+/m0/s1	BSKFKJSSWGNGQC-UXOGRATJSA-N	1344.909627			MMDBc0042507
BASm0029309	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/18:1(9Z))	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/18:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h16,20,23,26-27,30,33-34,67-69,74H,5-15,17-19,21-22,24-25,28-29,31-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b20-16-,27-23-,30-26-,34-33-/t67-,68+,69+/m0/s1	FDVMFPGAIXDPIH-ZNJPGTNWSA-N	1344.909627			MMDBc0042508
BASm0029310	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/20:0)	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/20:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h16,20,23,26-27,30,69-71,76H,5-15,17-19,21-22,24-25,28-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b20-16-,27-23-,30-26-/t69-,70+,71+/m0/s1	NDAUVYUZOXAEEO-XKVZTZDESA-N	1374.956577			MMDBc0042509
BASm0029311	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/20:1(11Z))	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/20:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h16,20,23,26-27,30,33-34,69-71,76H,5-15,17-19,21-22,24-25,28-29,31-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b20-16-,27-23-,30-26-,34-33-/t69-,70+,71+/m0/s1	VELHTEXFFDJAGU-UXHZRQPKSA-N	1372.940927			MMDBc0042510
BASm0029312	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/20:1(13Z))	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/20:1(13Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h16,20,23,25-27,29-30,69-71,76H,5-15,17-19,21-22,24,28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b20-16-,27-23-,29-25-,30-26-/t69-,70+,71+/m0/s1	SHOFZARHJWOQFA-CRYCBGEDSA-N	1372.940927			MMDBc0042511
BASm0029313	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/22:0)	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/22:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,23,26-27,30,71-73,78H,5-15,17-19,21-22,24-25,28-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,27-23-,30-26-/t71-,72+,73+/m0/s1	XHQMWUXRSGJBKG-KZQBWDRPSA-N	1402.987877			MMDBc0042512
BASm0029314	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/22:1(11Z))	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/22:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,23,26-27,30,35-36,71-73,78H,5-15,17-19,21-22,24-25,28-29,31-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,27-23-,30-26-,36-35-/t71-,72+,73+/m0/s1	ZKJDHXRFHVJFOE-URSODPBBSA-N	1400.972227			MMDBc0042513
BASm0029315	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/22:1(9Z))	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/22:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,23,26-27,30,37-38,71-73,78H,5-15,17-19,21-22,24-25,28-29,31-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,27-23-,30-26-,38-37-/t71-,72+,73+/m0/s1	CPPRUWCTYFINCL-GUQFPJFCSA-N	1400.972227			MMDBc0042514
BASm0029316	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/24:0)	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/24:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,23,26-27,30,73-75,80H,5-15,17-19,21-22,24-25,28-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,27-23-,30-26-/t73-,74+,75+/m0/s1	MJRKKBGMONABOY-JLMUFNMFSA-N	1431.019177			MMDBc0042515
BASm0029317	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/24:1(11Z))	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/24:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,23,26-27,30,37-38,73-75,80H,5-15,17-19,21-22,24-25,28-29,31-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,27-23-,30-26-,38-37-/t73-,74+,75+/m0/s1	PPTFIWHGVZTICY-MPXBCVBYSA-N	1429.003527			MMDBc0042516
BASm0029318	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/24:1(9Z))	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/24:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,23,26-27,30,39-40,73-75,80H,5-15,17-19,21-22,24-25,28-29,31-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,27-23-,30-26-,40-39-/t73-,74+,75+/m0/s1	ZAOCJPRYXKDVCV-QBRJFQPPSA-N	1429.003527			MMDBc0042517
BASm0029319	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/26:0)	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/26:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,23,26-27,30,75-77,82H,5-15,17-19,21-22,24-25,28-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,27-23-,30-26-/t75-,76+,77+/m0/s1	UPVPQPGXTVHZSJ-GNJILNDDSA-N	1459.050477			MMDBc0042518
BASm0029320	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/26:1(11Z))	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/26:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,23,26-27,30,38-39,75-77,82H,5-15,17-19,21-22,24-25,28-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,27-23-,30-26-,39-38-/t75-,76+,77+/m0/s1	DUENKEQSWZEYAA-AOPXXSOZSA-N	1457.034827			MMDBc0042519
BASm0029321	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/26:1(9Z))	CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/16:1(9Z)/26:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C82H152O17P2	InChI=1S/C82H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h16,20,23,26-27,30,41-42,76-78,83H,5-15,17-19,21-22,24-25,28-29,31-40,43-75H2,1-4H3,(H,88,89)(H,90,91)/b20-16-,27-23-,30-26-,42-41-/t76-,77+,78+/m0/s1	XBLAIWPBWMQWKF-GCEWMYRLSA-N	1471.050477			MMDBc0042520
BASm0029322	CL(15:1(9Z)/15:1(11Z)/18:0/18:1(11Z))	CL(15:1(9Z)/15:1(11Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:0/18:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h16,20,23,26-27,30,69-71,76H,5-15,17-19,21-22,24-25,28-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b20-16-,27-23-,30-26-/t69-,70+,71+/m0/s1	FUJNWHIOFBNDRO-XKVZTZDESA-N	1374.956577			MMDBc0042521
BASm0029323	CL(15:1(9Z)/15:1(11Z)/18:0/18:1(9Z))	CL(15:1(9Z)/15:1(11Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:0/18:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h16,20,23,27,34,36,69-71,76H,5-15,17-19,21-22,24-26,28-33,35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b20-16-,27-23-,36-34-/t69-,70+,71+/m0/s1	ZZNJOTYWZKHNGJ-VGVGKUGXSA-N	1374.956577			MMDBc0042522
BASm0029324	CL(15:1(9Z)/15:1(11Z)/18:0/20:0)	CL(15:1(9Z)/15:1(11Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:0/20:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,23,27,71-73,78H,5-15,17-19,21-22,24-26,28-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,27-23-/t71-,72+,73+/m0/s1	DAMSTWWTDOETQW-CJAMEYNJSA-N	1405.003527			MMDBc0042523
BASm0029325	CL(15:1(9Z)/15:1(11Z)/18:0/20:1(11Z))	CL(15:1(9Z)/15:1(11Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:0/20:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,23,27,33,35,71-73,78H,5-15,17-19,21-22,24-26,28-32,34,36-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,27-23-,35-33-/t71-,72+,73+/m0/s1	HARMUGBFGFRHSO-VWOBTQCTSA-N	1402.987877			MMDBc0042524
BASm0029326	CL(15:1(9Z)/15:1(11Z)/18:0/20:1(13Z))	CL(15:1(9Z)/15:1(11Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:0/20:1(13Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,23,25,27,29,71-73,78H,5-15,17-19,21-22,24,26,28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,27-23-,29-25-/t71-,72+,73+/m0/s1	HTWLJOZHNUTFBQ-KQYCAUKRSA-N	1402.987877			MMDBc0042525
BASm0029327	CL(15:1(9Z)/15:1(11Z)/18:0/22:0)	CL(15:1(9Z)/15:1(11Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:0/22:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,23,27,73-75,80H,5-15,17-19,21-22,24-26,28-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,27-23-/t73-,74+,75+/m0/s1	JXAGODGPECDONW-MAHNJAARSA-N	1433.034827			MMDBc0042526
BASm0029328	CL(15:1(9Z)/15:1(11Z)/18:0/22:1(11Z))	CL(15:1(9Z)/15:1(11Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:0/22:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,23,27,36-37,73-75,80H,5-15,17-19,21-22,24-26,28-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,27-23-,37-36-/t73-,74+,75+/m0/s1	IMDMRWYZBHKPSV-CEJLJKMCSA-N	1431.019177			MMDBc0042527
BASm0029329	CL(15:1(9Z)/15:1(11Z)/18:0/22:1(9Z))	CL(15:1(9Z)/15:1(11Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:0/22:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,23,27,38,40,73-75,80H,5-15,17-19,21-22,24-26,28-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,27-23-,40-38-/t73-,74+,75+/m0/s1	DGIPERXJAGWSOA-KQABBSLJSA-N	1431.019177			MMDBc0042528
BASm0029330	CL(15:1(9Z)/15:1(11Z)/18:0/24:0)	CL(15:1(9Z)/15:1(11Z)/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:0/24:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,23,27,75-77,82H,5-15,17-19,21-22,24-26,28-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,27-23-/t75-,76+,77+/m0/s1	IPEFIPPNPWVIIE-VSJIXXRXSA-N	1461.066127			MMDBc0042529
BASm0029331	CL(15:1(9Z)/15:1(11Z)/18:0/24:1(11Z))	CL(15:1(9Z)/15:1(11Z)/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:0/24:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,23,27,38-39,75-77,82H,5-15,17-19,21-22,24-26,28-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,27-23-,39-38-/t75-,76+,77+/m0/s1	HAHUKCSDUBMIOG-ICBZGAEGSA-N	1459.050477			MMDBc0042530
BASm0029332	CL(15:1(9Z)/15:1(11Z)/18:0/24:1(9Z))	CL(15:1(9Z)/15:1(11Z)/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:0/24:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,23,27,40,42,75-77,82H,5-15,17-19,21-22,24-26,28-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,27-23-,42-40-/t75-,76+,77+/m0/s1	VAZMWPHGJCXTCE-UHAXHCKBSA-N	1459.050477			MMDBc0042531
BASm0029333	CL(15:1(9Z)/15:1(11Z)/18:1(11Z)/20:0)	CL(15:1(9Z)/15:1(11Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:1(11Z)/20:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,23,26-27,30,71-73,78H,5-15,17-19,21-22,24-25,28-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,27-23-,30-26-/t71-,72+,73+/m0/s1	PZRHXWSJMGURIM-KZQBWDRPSA-N	1402.987877			MMDBc0042532
BASm0029334	CL(15:1(9Z)/15:1(11Z)/18:1(11Z)/20:1(11Z))	CL(15:1(9Z)/15:1(11Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:1(11Z)/20:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,23,26-27,30,33,35,71-73,78H,5-15,17-19,21-22,24-25,28-29,31-32,34,36-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,27-23-,30-26-,35-33-/t71-,72+,73+/m0/s1	NZWZAXRXXRTNNB-RRUCCNAKSA-N	1400.972227			MMDBc0042533
BASm0029335	CL(15:1(9Z)/15:1(11Z)/18:1(11Z)/20:1(13Z))	CL(15:1(9Z)/15:1(11Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:1(11Z)/20:1(13Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,23,25-27,29-30,71-73,78H,5-15,17-19,21-22,24,28,31-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,27-23-,29-25-,30-26-/t71-,72+,73+/m0/s1	VBVVZRXBIOOWAA-LLIVEGKVSA-N	1400.972227			MMDBc0042534
BASm0029336	CL(15:1(9Z)/15:1(11Z)/18:1(11Z)/22:0)	CL(15:1(9Z)/15:1(11Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:1(11Z)/22:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,23,26-27,30,73-75,80H,5-15,17-19,21-22,24-25,28-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,27-23-,30-26-/t73-,74+,75+/m0/s1	DOVIEEKDFIDTSE-JLMUFNMFSA-N	1431.019177			MMDBc0042535
BASm0029337	CL(15:1(9Z)/15:1(11Z)/18:1(11Z)/22:1(11Z))	CL(15:1(9Z)/15:1(11Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:1(11Z)/22:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,23,26-27,30,36-37,73-75,80H,5-15,17-19,21-22,24-25,28-29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,27-23-,30-26-,37-36-/t73-,74+,75+/m0/s1	VASDUMLSRDEZET-ZBDIYRSESA-N	1429.003527			MMDBc0042536
BASm0029338	CL(15:1(9Z)/15:1(11Z)/18:1(11Z)/22:1(9Z))	CL(15:1(9Z)/15:1(11Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:1(11Z)/22:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,23,26-27,30,38,40,73-75,80H,5-15,17-19,21-22,24-25,28-29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,27-23-,30-26-,40-38-/t73-,74+,75+/m0/s1	PSLYRLAQYYBOMG-MIZZNTKPSA-N	1429.003527			MMDBc0042537
BASm0029339	CL(15:1(9Z)/15:1(11Z)/18:1(11Z)/24:0)	CL(15:1(9Z)/15:1(11Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:1(11Z)/24:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,23,26-27,30,75-77,82H,5-15,17-19,21-22,24-25,28-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,27-23-,30-26-/t75-,76+,77+/m0/s1	LMWNGQYTZGKTGN-GNJILNDDSA-N	1459.050477			MMDBc0042538
BASm0029340	CL(15:1(9Z)/15:1(11Z)/18:1(11Z)/24:1(11Z))	CL(15:1(9Z)/15:1(11Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:1(11Z)/24:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,23,26-27,30,38-39,75-77,82H,5-15,17-19,21-22,24-25,28-29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,27-23-,30-26-,39-38-/t75-,76+,77+/m0/s1	IYYWGUPKVAPBFD-AOPXXSOZSA-N	1457.034827			MMDBc0042539
BASm0029341	CL(15:1(9Z)/15:1(11Z)/18:1(11Z)/24:1(9Z))	CL(15:1(9Z)/15:1(11Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:1(11Z)/24:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,23,26-27,30,40,42,75-77,82H,5-15,17-19,21-22,24-25,28-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,27-23-,30-26-,42-40-/t75-,76+,77+/m0/s1	PELXANXHDIRLPG-YNYIBKGHSA-N	1457.034827			MMDBc0042540
BASm0029342	CL(15:1(9Z)/15:1(11Z)/18:1(9Z)/20:0)	CL(15:1(9Z)/15:1(11Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:1(9Z)/20:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,23,27,34,37,71-73,78H,5-15,17-19,21-22,24-26,28-33,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,27-23-,37-34-/t71-,72+,73+/m0/s1	MCJLJTVFGJRMQM-NDRKOQLVSA-N	1402.987877			MMDBc0042541
BASm0029343	CL(15:1(9Z)/15:1(11Z)/18:1(9Z)/20:1(11Z))	CL(15:1(9Z)/15:1(11Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:1(9Z)/20:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,23,27,33-35,37,71-73,78H,5-15,17-19,21-22,24-26,28-32,36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,27-23-,35-33-,37-34-/t71-,72+,73+/m0/s1	AVWJQALQWQRJQB-AMYJHECNSA-N	1400.972227			MMDBc0042542
BASm0029344	CL(15:1(9Z)/15:1(11Z)/18:1(9Z)/20:1(13Z))	CL(15:1(9Z)/15:1(11Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:1(9Z)/20:1(13Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h16,20,23,25,27,29,34,37,71-73,78H,5-15,17-19,21-22,24,26,28,30-33,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b20-16-,27-23-,29-25-,37-34-/t71-,72+,73+/m0/s1	ZTTQPSNGPRMEHC-QWCWYGTISA-N	1400.972227			MMDBc0042543
BASm0029345	CL(15:1(9Z)/15:1(11Z)/18:1(9Z)/22:0)	CL(15:1(9Z)/15:1(11Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:1(9Z)/22:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,23,27,34,39,73-75,80H,5-15,17-19,21-22,24-26,28-33,35-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,27-23-,39-34-/t73-,74+,75+/m0/s1	LNNPNRDQFMEMBI-FZHGARGSSA-N	1431.019177			MMDBc0042544
BASm0029346	CL(15:1(9Z)/15:1(11Z)/18:1(9Z)/22:1(11Z))	CL(15:1(9Z)/15:1(11Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:1(9Z)/22:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,23,27,34,36-37,39,73-75,80H,5-15,17-19,21-22,24-26,28-33,35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,27-23-,37-36-,39-34-/t73-,74+,75+/m0/s1	FJDXCHTVLYIQLD-ORNYLYBRSA-N	1429.003527			MMDBc0042545
BASm0029347	CL(15:1(9Z)/15:1(11Z)/18:1(9Z)/22:1(9Z))	CL(15:1(9Z)/15:1(11Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:1(9Z)/22:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,23,27,34,38-40,73-75,80H,5-15,17-19,21-22,24-26,28-33,35-37,41-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,27-23-,39-34-,40-38-/t73-,74+,75+/m0/s1	HCRAGEGQMATJOB-URPUOVOHSA-N	1429.003527			MMDBc0042546
BASm0029348	CL(15:1(9Z)/15:1(11Z)/18:1(9Z)/24:0)	CL(15:1(9Z)/15:1(11Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:1(9Z)/24:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,23,27,34,41,75-77,82H,5-15,17-19,21-22,24-26,28-33,35-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,27-23-,41-34-/t75-,76+,77+/m0/s1	BUMCMRFWCZQWCR-CWTAVRTMSA-N	1459.050477			MMDBc0042547
BASm0029349	CL(15:1(9Z)/15:1(11Z)/18:1(9Z)/24:1(11Z))	CL(15:1(9Z)/15:1(11Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:1(9Z)/24:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,23,27,34,38-39,41,75-77,82H,5-15,17-19,21-22,24-26,28-33,35-37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,27-23-,39-38-,41-34-/t75-,76+,77+/m0/s1	FBGIZSUAYUXBIK-JNILFRJISA-N	1457.034827			MMDBc0042548
BASm0029350	CL(15:1(9Z)/15:1(11Z)/18:1(9Z)/24:1(9Z))	CL(15:1(9Z)/15:1(11Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/18:1(9Z)/24:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,23,27,34,40-42,75-77,82H,5-15,17-19,21-22,24-26,28-33,35-39,43-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,27-23-,41-34-,42-40-/t75-,76+,77+/m0/s1	NNRVSQPGRBUEMP-SZXJMGGLSA-N	1457.034827			MMDBc0042549
BASm0029351	CL(15:1(9Z)/15:1(11Z)/20:0/20:1(11Z))	CL(15:1(9Z)/15:1(11Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/20:0/20:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,23,27,34,36,73-75,80H,5-15,17-19,21-22,24-26,28-33,35,37-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,27-23-,36-34-/t73-,74+,75+/m0/s1	ADRFYDOZYBCAGJ-ZGOKQPQWSA-N	1431.019177			MMDBc0042550
BASm0029352	CL(15:1(9Z)/15:1(11Z)/20:0/20:1(13Z))	CL(15:1(9Z)/15:1(11Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/20:0/20:1(13Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h16,20,23,26-27,30,73-75,80H,5-15,17-19,21-22,24-25,28-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b20-16-,27-23-,30-26-/t73-,74+,75+/m0/s1	YWWOZTYDOYKQMO-JLMUFNMFSA-N	1431.019177			MMDBc0042551
BASm0029353	CL(15:1(9Z)/15:1(11Z)/20:0/22:0)	CL(15:1(9Z)/15:1(11Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/20:0/22:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,23,27,75-77,82H,5-15,17-19,21-22,24-26,28-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,27-23-/t75-,76+,77+/m0/s1	MZKCZKJXZNDVNQ-VSJIXXRXSA-N	1461.066127			MMDBc0042552
BASm0029354	CL(15:1(9Z)/15:1(11Z)/20:0/22:1(11Z))	CL(15:1(9Z)/15:1(11Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/20:0/22:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,23,27,37-38,75-77,82H,5-15,17-19,21-22,24-26,28-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,27-23-,38-37-/t75-,76+,77+/m0/s1	IPXILLILNZZDMB-AEPGSKECSA-N	1459.050477			MMDBc0042553
BASm0029355	CL(15:1(9Z)/15:1(11Z)/20:0/22:1(9Z))	CL(15:1(9Z)/15:1(11Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/20:0/22:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,23,27,40,42,75-77,82H,5-15,17-19,21-22,24-26,28-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,27-23-,42-40-/t75-,76+,77+/m0/s1	ZHRKAQOESZYNBJ-UHAXHCKBSA-N	1459.050477			MMDBc0042554
BASm0029356	CL(15:1(9Z)/15:1(11Z)/20:1(11Z)/22:0)	CL(15:1(9Z)/15:1(11Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/20:1(11Z)/22:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,23,27,34,36,75-77,82H,5-15,17-19,21-22,24-26,28-33,35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,27-23-,36-34-/t75-,76+,77+/m0/s1	CGFGISUALXUJMI-SSVSAAQUSA-N	1459.050477			MMDBc0042555
BASm0029357	CL(15:1(9Z)/15:1(11Z)/20:1(11Z)/22:1(11Z))	CL(15:1(9Z)/15:1(11Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/20:1(11Z)/22:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,23,27,34,36-38,75-77,82H,5-15,17-19,21-22,24-26,28-33,35,39-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,27-23-,36-34-,38-37-/t75-,76+,77+/m0/s1	CKVJPGCYIDWPSF-XSZJHPRXSA-N	1457.034827			MMDBc0042556
BASm0029358	CL(15:1(9Z)/15:1(11Z)/20:1(11Z)/22:1(9Z))	CL(15:1(9Z)/15:1(11Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/20:1(11Z)/22:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,23,27,34,36,40,42,75-77,82H,5-15,17-19,21-22,24-26,28-33,35,37-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,27-23-,36-34-,42-40-/t75-,76+,77+/m0/s1	IAMOTDNIXGOGBT-MZIPECAXSA-N	1457.034827			MMDBc0042557
BASm0029359	CL(15:1(9Z)/15:1(11Z)/20:1(13Z)/22:0)	CL(15:1(9Z)/15:1(11Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/20:1(13Z)/22:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,23,26-27,30,75-77,82H,5-15,17-19,21-22,24-25,28-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,27-23-,30-26-/t75-,76+,77+/m0/s1	OJZBXIOCHBVEOK-GNJILNDDSA-N	1459.050477			MMDBc0042558
BASm0029360	CL(15:1(9Z)/15:1(11Z)/20:1(13Z)/22:1(11Z))	CL(15:1(9Z)/15:1(11Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/20:1(13Z)/22:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,23,26-27,30,37-38,75-77,82H,5-15,17-19,21-22,24-25,28-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,27-23-,30-26-,38-37-/t75-,76+,77+/m0/s1	KJZQETKJMMGVAR-SOIAHYHJSA-N	1457.034827			MMDBc0042559
BASm0029361	CL(15:1(9Z)/15:1(11Z)/20:1(13Z)/22:1(9Z))	CL(15:1(9Z)/15:1(11Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(11Z)/20:1(13Z)/22:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-pentadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h16,20,23,26-27,30,40,42,75-77,82H,5-15,17-19,21-22,24-25,28-29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b20-16-,27-23-,30-26-,42-40-/t75-,76+,77+/m0/s1	OWCPJNYWOCNDFM-YNYIBKGHSA-N	1457.034827			MMDBc0042560
BASm0029362	CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/15:1(11Z))	CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/15:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/15:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, two chains of (11Z-pentadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h13,15,17,19,22,24,26,28,63-65,70H,5-12,14,16,18,20-21,23,25,27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b17-13-,19-15-,26-22-,28-24-/t63-,64-,65-/m1/s1	GGNMMVIUMWVMPM-RGEBDDITSA-N	1288.847027			MMDBc0042561
BASm0029363	CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/15:1(9Z))	CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/15:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/15:1(9Z)) contains three chains of (9Z-pentadecenoyl) at the C1, C2 and C4 positions, one chain of (11Z-pentadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h13,17,22-24,26-28,63-65,70H,5-12,14-16,18-21,25,29-62H2,1-4H3,(H,75,76)(H,77,78)/b17-13-,26-22-,27-23-,28-24-/t63-,64-,65-/m1/s1	OAHSRJTWICIMAX-CAKQUSNUSA-N	1288.847027			MMDBc0042562
BASm0029364	CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/23:1(11Z))	CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/23:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h15,19,22,24,26,28,36-37,71-73,78H,5-14,16-18,20-21,23,25,27,29-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,26-22-,28-24-,37-36-/t71-,72+,73+/m0/s1	KXYJZSJIRFTKRR-UBHKQSMXSA-N	1400.972227			MMDBc0042563
BASm0029365	CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/23:1(9Z))	CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/23:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h15,19,22,24,26,28,38-39,71-73,78H,5-14,16-18,20-21,23,25,27,29-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b19-15-,26-22-,28-24-,39-38-/t71-,72+,73+/m0/s1	QXHSYBRVGKLRHP-CXJDIBBNSA-N	1400.972227			MMDBc0042564
BASm0029366	CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/25:0)	CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/25:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h15,19,22,24,26,28,73-75,80H,5-14,16-18,20-21,23,25,27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,26-22-,28-24-/t73-,74+,75+/m0/s1	RZSXGICCADBYHZ-KVKMAAGASA-N	1431.019177			MMDBc0042565
BASm0029367	CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/25:1(11Z))	CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/25:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h15,19,22,24,26,28,38-39,73-75,80H,5-14,16-18,20-21,23,25,27,29-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,26-22-,28-24-,39-38-/t73-,74+,75+/m0/s1	VOEBIAOGQICAIR-PSQVEMEDSA-N	1429.003527			MMDBc0042566
BASm0029368	CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/25:1(9Z))	CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/25:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h15,19,22,24,26,28,40-41,73-75,80H,5-14,16-18,20-21,23,25,27,29-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,26-22-,28-24-,41-40-/t73-,74+,75+/m0/s1	ISMWCHCJYIIPIT-BAXYJQEJSA-N	1429.003527			MMDBc0042567
BASm0029369	CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/27:0)	CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/27:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h15,19,22,24,26,28,75-77,82H,5-14,16-18,20-21,23,25,27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,26-22-,28-24-/t75-,76+,77+/m0/s1	ZEYDBWDUTYHVDT-KGGLCCLSSA-N	1459.050477			MMDBc0042568
BASm0029370	CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/27:1(11Z))	CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/27:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h15,19,22,24,26,28,40-41,75-77,82H,5-14,16-18,20-21,23,25,27,29-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,26-22-,28-24-,41-40-/t75-,76+,77+/m0/s1	WURDSFGLBKRKSB-FYXMKCOZSA-N	1457.034827			MMDBc0042569
BASm0029371	CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/27:1(9Z))	CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/15:1(11Z)/27:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h15,19,22,24,26,28,42-43,75-77,82H,5-14,16-18,20-21,23,25,27,29-41,44-74H2,1-4H3,(H,87,88)(H,89,90)/b19-15-,26-22-,28-24-,43-42-/t75-,76+,77+/m0/s1	JQFDQIQCGNASJH-BDZYCAHJSA-N	1457.034827			MMDBc0042570
BASm0029372	CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/15:1(11Z))	CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/15:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/15:1(11Z)) contains three chains of (9Z-pentadecenoyl) at the C1, C2 and C3 positions, one chain of (11Z-pentadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h15,19,21-22,24-26,28,63-65,70H,5-14,16-18,20,23,27,29-62H2,1-4H3,(H,75,76)(H,77,78)/b19-15-,25-21-,26-22-,28-24-/t63-,64-,65-/m1/s1	ARLPJLJVEZDHME-VJGGZJJISA-N	1288.847027			MMDBc0042571
BASm0029373	CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/15:1(9Z))	CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/15:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/15:1(9Z)) contains four chains of (9Z-pentadecenoyl) at the C1, C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C69H126O17P2	InChI=1S/C69H126O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)60-80-67(72)54-50-46-42-38-34-30-26-22-18-14-10-6-2/h21-28,63-65,70H,5-20,29-62H2,1-4H3,(H,75,76)(H,77,78)/b25-21-,26-22-,27-23-,28-24-/t64-,65-/m1/s1	BLEBNCNXKHWBRW-RJLOBFRDSA-N	1288.847027			MMDBc0042572
BASm0029374	CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/23:1(11Z))	CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/23:1(11Z)) contains three chains of (9Z-pentadecenoyl) at the C1, C2 and C3 positions, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h22-24,26-28,36-37,71-73,78H,5-21,25,29-35,38-70H2,1-4H3,(H,83,84)(H,85,86)/b26-22-,27-23-,28-24-,37-36-/t71-,72+,73+/m0/s1	OZYUYCFXOAPCSZ-PYBLGLSKSA-N	1400.972227			MMDBc0042573
BASm0029375	CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/23:1(9Z))	CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/23:1(9Z)) contains three chains of (9Z-pentadecenoyl) at the C1, C2 and C3 positions, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-30-26-22-18-14-10-6-2/h22-24,26-28,38-39,71-73,78H,5-21,25,29-37,40-70H2,1-4H3,(H,83,84)(H,85,86)/b26-22-,27-23-,28-24-,39-38-/t71-,72+,73+/m0/s1	QIBXQFGANNQLBD-DVWURHSXSA-N	1400.972227			MMDBc0042574
BASm0029376	CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/25:0)	CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/25:0) contains three chains of (9Z-pentadecenoyl) at the C1, C2 and C3 positions, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h22-24,26-28,73-75,80H,5-21,25,29-72H2,1-4H3,(H,85,86)(H,87,88)/b26-22-,27-23-,28-24-/t73-,74+,75+/m0/s1	QMAITEJMZYRQJV-FDZOATBZSA-N	1431.019177			MMDBc0042575
BASm0029377	CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/25:1(11Z))	CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/25:1(11Z)) contains three chains of (9Z-pentadecenoyl) at the C1, C2 and C3 positions, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h22-24,26-28,38-39,73-75,80H,5-21,25,29-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b26-22-,27-23-,28-24-,39-38-/t73-,74+,75+/m0/s1	QTNXGCQMSJRRMY-UGJHLOQGSA-N	1429.003527			MMDBc0042576
BASm0029378	CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/25:1(9Z))	CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/25:1(9Z)) contains three chains of (9Z-pentadecenoyl) at the C1, C2 and C3 positions, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-30-26-22-18-14-10-6-2/h22-24,26-28,40-41,73-75,80H,5-21,25,29-39,42-72H2,1-4H3,(H,85,86)(H,87,88)/b26-22-,27-23-,28-24-,41-40-/t73-,74+,75+/m0/s1	SNDVEJJBIDSVEN-FBDHKKHFSA-N	1429.003527			MMDBc0042577
BASm0029379	CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/27:0)	CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/27:0) contains three chains of (9Z-pentadecenoyl) at the C1, C2 and C3 positions, one chain of heptacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h22-24,26-28,75-77,82H,5-21,25,29-74H2,1-4H3,(H,87,88)(H,89,90)/b26-22-,27-23-,28-24-/t75-,76+,77+/m0/s1	FULYSRVOMCSZMU-RDTHASMBSA-N	1459.050477			MMDBc0042578
BASm0029380	CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/27:1(11Z))	CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/27:1(11Z)) contains three chains of (9Z-pentadecenoyl) at the C1, C2 and C3 positions, one chain of (11Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h22-24,26-28,40-41,75-77,82H,5-21,25,29-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b26-22-,27-23-,28-24-,41-40-/t75-,76+,77+/m0/s1	GASKKTJLBSJIQJ-LYIVJHLRSA-N	1457.034827			MMDBc0042579
BASm0029381	CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/27:1(9Z))	CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/15:1(9Z)/27:1(9Z)) contains three chains of (9Z-pentadecenoyl) at the C1, C2 and C3 positions, one chain of (9Z-heptacosanoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-30-26-22-18-14-10-6-2/h22-24,26-28,42-43,75-77,82H,5-21,25,29-41,44-74H2,1-4H3,(H,87,88)(H,89,90)/b26-22-,27-23-,28-24-,43-42-/t75-,76+,77+/m0/s1	NCLDXJWTHYIMSG-IQBQAKBZSA-N	1457.034827			MMDBc0042580
BASm0029382	CL(15:1(9Z)/15:1(9Z)/16:0/16:1(11Z))	CL(15:1(9Z)/15:1(9Z)/16:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:0/16:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-33-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-32-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h18,22-24,27-28,65-67,72H,5-17,19-21,25-26,29-64H2,1-4H3,(H,77,78)(H,79,80)/b22-18-,27-23-,28-24-/t65-,66+,67+/m0/s1	STZFKLYQMKIONL-FYBOMJFSSA-N	1318.893977			MMDBc0042581
BASm0029383	CL(15:1(9Z)/15:1(9Z)/16:0/16:1(9Z))	CL(15:1(9Z)/15:1(9Z)/16:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:0/16:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C71H132O17P2	InChI=1S/C71H132O17P2/c1-5-9-13-17-21-25-29-33-37-40-44-48-52-56-69(74)82-62-67(88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)64-86-90(79,80)84-60-65(72)59-83-89(77,78)85-63-66(87-70(75)57-53-49-45-41-36-32-28-24-20-16-12-8-4)61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3/h23-24,26-28,30,65-67,72H,5-22,25,29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b27-23-,28-24-,30-26-/t65-,66+,67+/m0/s1	ANQVXHGNWFPXLY-YOYZEXPOSA-N	1318.893977			MMDBc0042582
BASm0029384	CL(15:1(9Z)/15:1(9Z)/16:0/18:0)	CL(15:1(9Z)/15:1(9Z)/16:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:0/18:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h23-24,27-28,67-69,74H,5-22,25-26,29-66H2,1-4H3,(H,79,80)(H,81,82)/b27-23-,28-24-/t67-,68+,69+/m0/s1	QDRFLFXGWYJCHY-SMOROOENSA-N	1348.940927			MMDBc0042583
BASm0029385	CL(15:1(9Z)/15:1(9Z)/16:0/18:1(11Z))	CL(15:1(9Z)/15:1(9Z)/16:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:0/18:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h23-25,27-29,67-69,74H,5-22,26,30-66H2,1-4H3,(H,79,80)(H,81,82)/b27-23-,28-24-,29-25-/t67-,68+,69+/m0/s1	FYBCBDMHJSIYMP-YQLIRBODSA-N	1346.925277			MMDBc0042584
BASm0029386	CL(15:1(9Z)/15:1(9Z)/16:0/18:1(9Z))	CL(15:1(9Z)/15:1(9Z)/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:0/18:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h23-24,27-28,33-34,67-69,74H,5-22,25-26,29-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b27-23-,28-24-,34-33-/t67-,68+,69+/m0/s1	GQLPQHQAFGCTIT-YKHBAIIZSA-N	1346.925277			MMDBc0042585
BASm0029387	CL(15:1(9Z)/15:1(9Z)/16:0/20:0)	CL(15:1(9Z)/15:1(9Z)/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:0/20:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h23-24,27-28,69-71,76H,5-22,25-26,29-68H2,1-4H3,(H,81,82)(H,83,84)/b27-23-,28-24-/t69-,70+,71+/m0/s1	WZZDRRBBZJWVEI-CRQDMCFNSA-N	1376.972227			MMDBc0042586
BASm0029388	CL(15:1(9Z)/15:1(9Z)/16:0/20:1(11Z))	CL(15:1(9Z)/15:1(9Z)/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:0/20:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h23-24,27-28,33-34,69-71,76H,5-22,25-26,29-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b27-23-,28-24-,34-33-/t69-,70+,71+/m0/s1	JLZAWLCVICNUPK-OVESYYCZSA-N	1374.956577			MMDBc0042587
BASm0029389	CL(15:1(9Z)/15:1(9Z)/16:0/20:1(13Z))	CL(15:1(9Z)/15:1(9Z)/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:0/20:1(13Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h23-25,27-29,69-71,76H,5-22,26,30-68H2,1-4H3,(H,81,82)(H,83,84)/b27-23-,28-24-,29-25-/t69-,70+,71+/m0/s1	GWLWTLSYNVZYPN-MIOUIHJXSA-N	1374.956577			MMDBc0042588
BASm0029390	CL(15:1(9Z)/15:1(9Z)/16:0/22:0)	CL(15:1(9Z)/15:1(9Z)/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:0/22:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h23-24,27-28,71-73,78H,5-22,25-26,29-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,28-24-/t71-,72+,73+/m0/s1	GKNZPCIMBYQJER-LWSSIGEWSA-N	1405.003527			MMDBc0042589
BASm0029391	CL(15:1(9Z)/15:1(9Z)/16:0/22:1(11Z))	CL(15:1(9Z)/15:1(9Z)/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:0/22:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h23-24,27-28,35-36,71-73,78H,5-22,25-26,29-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,28-24-,36-35-/t71-,72+,73+/m0/s1	WKECHTOUNMMKRK-AMSRZAFQSA-N	1402.987877			MMDBc0042590
BASm0029392	CL(15:1(9Z)/15:1(9Z)/16:0/22:1(9Z))	CL(15:1(9Z)/15:1(9Z)/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:0/22:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h23-24,27-28,37-38,71-73,78H,5-22,25-26,29-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,28-24-,38-37-/t71-,72+,73+/m0/s1	MIQNIGIABSSIQN-BQMZAXEJSA-N	1402.987877			MMDBc0042591
BASm0029393	CL(15:1(9Z)/15:1(9Z)/16:0/24:0)	CL(15:1(9Z)/15:1(9Z)/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:0/24:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h23-24,27-28,73-75,80H,5-22,25-26,29-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,28-24-/t73-,74+,75+/m0/s1	RDPIOVAZYODCQB-ORIYZTQESA-N	1433.034827			MMDBc0042592
BASm0029394	CL(15:1(9Z)/15:1(9Z)/16:0/24:1(11Z))	CL(15:1(9Z)/15:1(9Z)/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:0/24:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h23-24,27-28,37-38,73-75,80H,5-22,25-26,29-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,28-24-,38-37-/t73-,74+,75+/m0/s1	IAXFFSSDICHIPQ-CJRVKPQTSA-N	1431.019177			MMDBc0042593
BASm0029395	CL(15:1(9Z)/15:1(9Z)/16:0/24:1(9Z))	CL(15:1(9Z)/15:1(9Z)/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:0/24:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h23-24,27-28,39-40,73-75,80H,5-22,25-26,29-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,28-24-,40-39-/t73-,74+,75+/m0/s1	VTBWTAJVNDNNSO-PIIKICHQSA-N	1431.019177			MMDBc0042594
BASm0029396	CL(15:1(9Z)/15:1(9Z)/16:0/26:0)	CL(15:1(9Z)/15:1(9Z)/16:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:0/26:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h23-24,27-28,75-77,82H,5-22,25-26,29-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,28-24-/t75-,76+,77+/m0/s1	CLDYPDZYFHHYRO-VHRZTQBDSA-N	1461.066127			MMDBc0042595
BASm0029397	CL(15:1(9Z)/15:1(9Z)/16:0/26:1(11Z))	CL(15:1(9Z)/15:1(9Z)/16:0/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:0/26:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h23-24,27-28,38-39,75-77,82H,5-22,25-26,29-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,28-24-,39-38-/t75-,76+,77+/m0/s1	YADJQXLDXSPHFW-QQTKNQNLSA-N	1459.050477			MMDBc0042596
BASm0029398	CL(15:1(9Z)/15:1(9Z)/16:0/26:1(9Z))	CL(15:1(9Z)/15:1(9Z)/16:0/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:0/26:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C82H154O17P2	InChI=1S/C82H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h23-24,27-28,41-42,76-78,83H,5-22,25-26,29-40,43-75H2,1-4H3,(H,88,89)(H,90,91)/b27-23-,28-24-,42-41-/t76-,77+,78+/m0/s1	GLMASSNQCURYFG-KAKCUQONSA-N	1473.066127			MMDBc0042597
BASm0029399	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/18:0)	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/18:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h18,22-24,27-28,67-69,74H,5-17,19-21,25-26,29-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,27-23-,28-24-/t67-,68+,69+/m0/s1	BSMRLRKKIHCBIM-QVAZDJKXSA-N	1346.925277			MMDBc0042598
BASm0029400	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/18:1(11Z))	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/18:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h18,22-25,27-29,67-69,74H,5-17,19-21,26,30-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,27-23-,28-24-,29-25-/t67-,68+,69+/m0/s1	KKBOIBNKODLPRB-DJOFVPLPSA-N	1344.909627			MMDBc0042599
BASm0029401	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/18:1(9Z))	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/18:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h18,22-24,27-28,33-34,67-69,74H,5-17,19-21,25-26,29-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b22-18-,27-23-,28-24-,34-33-/t67-,68+,69+/m0/s1	LKJYIKXCDQUXOC-PUCGREDYSA-N	1344.909627			MMDBc0042600
BASm0029402	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/20:0)	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/20:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h18,22-24,27-28,69-71,76H,5-17,19-21,25-26,29-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,27-23-,28-24-/t69-,70+,71+/m0/s1	YOSAYYVRLGIIEV-XTHCYTBDSA-N	1374.956577			MMDBc0042601
BASm0029403	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/20:1(11Z))	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/20:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h18,22-24,27-28,33-34,69-71,76H,5-17,19-21,25-26,29-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,27-23-,28-24-,34-33-/t69-,70+,71+/m0/s1	VWLYCCFTPIZXAL-KFRRZXHBSA-N	1372.940927			MMDBc0042602
BASm0029404	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/20:1(13Z))	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/20:1(13Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h18,22-25,27-29,69-71,76H,5-17,19-21,26,30-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,27-23-,28-24-,29-25-/t69-,70+,71+/m0/s1	KUSJAFWBAFLGFZ-JZGBZTQXSA-N	1372.940927			MMDBc0042603
BASm0029405	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/22:0)	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/22:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,22-24,27-28,71-73,78H,5-17,19-21,25-26,29-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,27-23-,28-24-/t71-,72+,73+/m0/s1	DKOLCFGSNXIFFL-GVZWKHFWSA-N	1402.987877			MMDBc0042604
BASm0029406	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/22:1(11Z))	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/22:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,22-24,27-28,35-36,71-73,78H,5-17,19-21,25-26,29-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,27-23-,28-24-,36-35-/t71-,72+,73+/m0/s1	IWPKBCOKBBGWAH-HERZQVIOSA-N	1400.972227			MMDBc0042605
BASm0029407	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/22:1(9Z))	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/22:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,22-24,27-28,37-38,71-73,78H,5-17,19-21,25-26,29-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,27-23-,28-24-,38-37-/t71-,72+,73+/m0/s1	VBZAXJGVFYCQIX-XZIKFMTKSA-N	1400.972227			MMDBc0042606
BASm0029408	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/24:0)	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/24:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,22-24,27-28,73-75,80H,5-17,19-21,25-26,29-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,27-23-,28-24-/t73-,74+,75+/m0/s1	HIVMTWFUFPBAQD-MHTSWSSXSA-N	1431.019177			MMDBc0042607
BASm0029409	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/24:1(11Z))	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/24:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,22-24,27-28,37-38,73-75,80H,5-17,19-21,25-26,29-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,27-23-,28-24-,38-37-/t73-,74+,75+/m0/s1	BYBPMHLWOYRYIC-FAKYFTOLSA-N	1429.003527			MMDBc0042608
BASm0029410	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/24:1(9Z))	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/24:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,22-24,27-28,39-40,73-75,80H,5-17,19-21,25-26,29-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,27-23-,28-24-,40-39-/t73-,74+,75+/m0/s1	IUUOECXMYZFJGE-QKTDPRASSA-N	1429.003527			MMDBc0042609
BASm0029411	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/26:0)	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/26:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h18,22-24,27-28,75-77,82H,5-17,19-21,25-26,29-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,27-23-,28-24-/t75-,76+,77+/m0/s1	XLGOFQWUMHVPKK-JXQYALSWSA-N	1459.050477			MMDBc0042610
BASm0029412	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/26:1(11Z))	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/26:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h18,22-24,27-28,38-39,75-77,82H,5-17,19-21,25-26,29-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,27-23-,28-24-,39-38-/t75-,76+,77+/m0/s1	JTURTWKQIRRMHZ-ZCWYDKBCSA-N	1457.034827			MMDBc0042611
BASm0029413	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/26:1(9Z))	CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(11Z)/26:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C82H152O17P2	InChI=1S/C82H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h18,22-24,27-28,41-42,76-78,83H,5-17,19-21,25-26,29-40,43-75H2,1-4H3,(H,88,89)(H,90,91)/b22-18-,27-23-,28-24-,42-41-/t76-,77+,78+/m0/s1	DQPHOQVPYFBNFJ-APGIELKFSA-N	1471.050477			MMDBc0042612
BASm0029414	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/18:0)	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/18:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h23-24,26-28,30,67-69,74H,5-22,25,29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b27-23-,28-24-,30-26-/t67-,68+,69+/m0/s1	FCFJYBAFGUZJEC-BROXURKISA-N	1346.925277			MMDBc0042613
BASm0029415	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/18:1(11Z))	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/18:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h23-30,67-69,74H,5-22,31-66H2,1-4H3,(H,79,80)(H,81,82)/b27-23-,28-24-,29-25-,30-26-/t67-,68+,69+/m0/s1	HETIFVAMEHBZKR-AMXHPUOASA-N	1344.909627			MMDBc0042614
BASm0029416	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/18:1(9Z))	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/18:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-34-36-40-44-48-52-56-60-73(78)90-69(64-84-71(76)58-54-50-46-42-39-35-30-26-22-18-14-10-6-2)66-88-92(81,82)86-62-67(74)61-85-91(79,80)87-65-68(89-72(77)59-55-51-47-43-38-32-28-24-20-16-12-8-4)63-83-70(75)57-53-49-45-41-37-31-27-23-19-15-11-7-3/h23-24,26-28,30,33-34,67-69,74H,5-22,25,29,31-32,35-66H2,1-4H3,(H,79,80)(H,81,82)/b27-23-,28-24-,30-26-,34-33-/t67-,68+,69+/m0/s1	MKUVURWKTNHQSU-ZPFNMHGKSA-N	1344.909627			MMDBc0042615
BASm0029417	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/20:0)	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/20:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h23-24,26-28,30,69-71,76H,5-22,25,29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b27-23-,28-24-,30-26-/t69-,70+,71+/m0/s1	CDVNOFZJAZOZKC-DMAOXRKGSA-N	1374.956577			MMDBc0042616
BASm0029418	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/20:1(11Z))	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/20:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h23-24,26-28,30,33-34,69-71,76H,5-22,25,29,31-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b27-23-,28-24-,30-26-,34-33-/t69-,70+,71+/m0/s1	POHWVTKWGYELLW-UYRBKJPGSA-N	1372.940927			MMDBc0042617
BASm0029419	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/20:1(13Z))	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/20:1(13Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-41-37-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h23-30,69-71,76H,5-22,31-68H2,1-4H3,(H,81,82)(H,83,84)/b27-23-,28-24-,29-25-,30-26-/t69-,70+,71+/m0/s1	QACRFPPVCCDUNY-SVOGBZMWSA-N	1372.940927			MMDBc0042618
BASm0029420	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/22:0)	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/22:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h23-24,26-28,30,71-73,78H,5-22,25,29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,28-24-,30-26-/t71-,72+,73+/m0/s1	KYTQUJSEHKYMHX-MOCYSRSMSA-N	1402.987877			MMDBc0042619
BASm0029421	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/22:1(11Z))	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/22:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h23-24,26-28,30,35-36,71-73,78H,5-22,25,29,31-34,37-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,28-24-,30-26-,36-35-/t71-,72+,73+/m0/s1	JZDHLAWLRABRTE-DPPMYASQSA-N	1400.972227			MMDBc0042620
BASm0029422	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/22:1(9Z))	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/22:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h23-24,26-28,30,37-38,71-73,78H,5-22,25,29,31-36,39-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,28-24-,30-26-,38-37-/t71-,72+,73+/m0/s1	CLNLZDDXRASTAY-JPMDSJQVSA-N	1400.972227			MMDBc0042621
BASm0029423	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/24:0)	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/24:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h23-24,26-28,30,73-75,80H,5-22,25,29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,28-24-,30-26-/t73-,74+,75+/m0/s1	JFILVULVXLYHMT-CHFWQPTJSA-N	1431.019177			MMDBc0042622
BASm0029424	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/24:1(11Z))	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/24:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h23-24,26-28,30,37-38,73-75,80H,5-22,25,29,31-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,28-24-,30-26-,38-37-/t73-,74+,75+/m0/s1	DMVDIMXJVBNBJG-HLTXSNGSSA-N	1429.003527			MMDBc0042623
BASm0029425	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/24:1(9Z))	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/24:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h23-24,26-28,30,39-40,73-75,80H,5-22,25,29,31-38,41-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,28-24-,30-26-,40-39-/t73-,74+,75+/m0/s1	HBIXNDAFHGVJOY-XAYGSRDRSA-N	1429.003527			MMDBc0042624
BASm0029426	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/26:0)	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/26:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of hexacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h23-24,26-28,30,75-77,82H,5-22,25,29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,28-24-,30-26-/t75-,76+,77+/m0/s1	DXVFBOFRGFPGLD-KRWSYKNVSA-N	1459.050477			MMDBc0042625
BASm0029427	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/26:1(11Z))	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/26:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h23-24,26-28,30,38-39,75-77,82H,5-22,25,29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,28-24-,30-26-,39-38-/t75-,76+,77+/m0/s1	GMIGDOLAOWKBFY-LIMMEDPJSA-N	1457.034827			MMDBc0042626
BASm0029428	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/26:1(9Z))	CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/16:1(9Z)/26:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-hexacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C82H152O17P2	InChI=1S/C82H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-42-43-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-48-44-30-26-22-18-14-10-6-2)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(98-81(86)68-64-60-56-52-47-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-31-27-23-19-15-11-7-3/h23-24,26-28,30,41-42,76-78,83H,5-22,25,29,31-40,43-75H2,1-4H3,(H,88,89)(H,90,91)/b27-23-,28-24-,30-26-,42-41-/t76-,77+,78+/m0/s1	WNOPFXXJOFFOBR-UNXXWDKTSA-N	1471.050477			MMDBc0042627
BASm0029429	CL(15:1(9Z)/15:1(9Z)/18:0/18:1(11Z))	CL(15:1(9Z)/15:1(9Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:0/18:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h23-24,26-28,30,69-71,76H,5-22,25,29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b27-23-,28-24-,30-26-/t69-,70+,71+/m0/s1	MDZFMZVHIPKNEJ-DMAOXRKGSA-N	1374.956577			MMDBc0042628
BASm0029430	CL(15:1(9Z)/15:1(9Z)/18:0/18:1(9Z))	CL(15:1(9Z)/15:1(9Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:0/18:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-44-48-52-56-60-73(78)86-66-71(92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-40-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3/h23-24,27-28,34,36,69-71,76H,5-22,25-26,29-33,35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b27-23-,28-24-,36-34-/t69-,70+,71+/m0/s1	GANBTZHUZHBNMH-RALHBUGWSA-N	1374.956577			MMDBc0042629
BASm0029431	CL(15:1(9Z)/15:1(9Z)/18:0/20:0)	CL(15:1(9Z)/15:1(9Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:0/20:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h23-24,27-28,71-73,78H,5-22,25-26,29-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,28-24-/t71-,72+,73+/m0/s1	KQHMMVXSYBADBR-LWSSIGEWSA-N	1405.003527			MMDBc0042630
BASm0029432	CL(15:1(9Z)/15:1(9Z)/18:0/20:1(11Z))	CL(15:1(9Z)/15:1(9Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:0/20:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h23-24,27-28,33,35,71-73,78H,5-22,25-26,29-32,34,36-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,28-24-,35-33-/t71-,72+,73+/m0/s1	SRJFYLJKENSEOH-VBCAXHQMSA-N	1402.987877			MMDBc0042631
BASm0029433	CL(15:1(9Z)/15:1(9Z)/18:0/20:1(13Z))	CL(15:1(9Z)/15:1(9Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:0/20:1(13Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h23-25,27-29,71-73,78H,5-22,26,30-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,28-24-,29-25-/t71-,72+,73+/m0/s1	TWTXULNCGYAULL-DNBLSAPJSA-N	1402.987877			MMDBc0042632
BASm0029434	CL(15:1(9Z)/15:1(9Z)/18:0/22:0)	CL(15:1(9Z)/15:1(9Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:0/22:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h23-24,27-28,73-75,80H,5-22,25-26,29-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,28-24-/t73-,74+,75+/m0/s1	POCJFOFDFKIKIZ-ORIYZTQESA-N	1433.034827			MMDBc0042633
BASm0029435	CL(15:1(9Z)/15:1(9Z)/18:0/22:1(11Z))	CL(15:1(9Z)/15:1(9Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:0/22:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h23-24,27-28,36-37,73-75,80H,5-22,25-26,29-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,28-24-,37-36-/t73-,74+,75+/m0/s1	AJMGDUDRKSAASY-RYEJRYMJSA-N	1431.019177			MMDBc0042634
BASm0029436	CL(15:1(9Z)/15:1(9Z)/18:0/22:1(9Z))	CL(15:1(9Z)/15:1(9Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:0/22:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h23-24,27-28,38,40,73-75,80H,5-22,25-26,29-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,28-24-,40-38-/t73-,74+,75+/m0/s1	YIVTVMNZRNHDAA-GMTSKRBUSA-N	1431.019177			MMDBc0042635
BASm0029437	CL(15:1(9Z)/15:1(9Z)/18:0/24:0)	CL(15:1(9Z)/15:1(9Z)/18:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:0/24:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h23-24,27-28,75-77,82H,5-22,25-26,29-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,28-24-/t75-,76+,77+/m0/s1	BFWPHSWMIJCGBC-VHRZTQBDSA-N	1461.066127			MMDBc0042636
BASm0029438	CL(15:1(9Z)/15:1(9Z)/18:0/24:1(11Z))	CL(15:1(9Z)/15:1(9Z)/18:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:0/24:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h23-24,27-28,38-39,75-77,82H,5-22,25-26,29-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,28-24-,39-38-/t75-,76+,77+/m0/s1	NAPGQUBQSALFQB-QQTKNQNLSA-N	1459.050477			MMDBc0042637
BASm0029439	CL(15:1(9Z)/15:1(9Z)/18:0/24:1(9Z))	CL(15:1(9Z)/15:1(9Z)/18:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:0/24:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h23-24,27-28,40,42,75-77,82H,5-22,25-26,29-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,28-24-,42-40-/t75-,76+,77+/m0/s1	NERBYSFBYBEXIY-DTHBUFCGSA-N	1459.050477			MMDBc0042638
BASm0029440	CL(15:1(9Z)/15:1(9Z)/18:1(11Z)/20:0)	CL(15:1(9Z)/15:1(9Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:1(11Z)/20:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h23-24,26-28,30,71-73,78H,5-22,25,29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,28-24-,30-26-/t71-,72+,73+/m0/s1	CFCOHOFGUCCSSP-MOCYSRSMSA-N	1402.987877			MMDBc0042639
BASm0029441	CL(15:1(9Z)/15:1(9Z)/18:1(11Z)/20:1(11Z))	CL(15:1(9Z)/15:1(9Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:1(11Z)/20:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h23-24,26-28,30,33,35,71-73,78H,5-22,25,29,31-32,34,36-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,28-24-,30-26-,35-33-/t71-,72+,73+/m0/s1	NOKGIPWMPWIKLF-QPNOTZNBSA-N	1400.972227			MMDBc0042640
BASm0029442	CL(15:1(9Z)/15:1(9Z)/18:1(11Z)/20:1(13Z))	CL(15:1(9Z)/15:1(9Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:1(11Z)/20:1(13Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h23-30,71-73,78H,5-22,31-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,28-24-,29-25-,30-26-/t71-,72+,73+/m0/s1	FYTGVUSIXWSONN-AJCWVMGPSA-N	1400.972227			MMDBc0042641
BASm0029443	CL(15:1(9Z)/15:1(9Z)/18:1(11Z)/22:0)	CL(15:1(9Z)/15:1(9Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:1(11Z)/22:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h23-24,26-28,30,73-75,80H,5-22,25,29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,28-24-,30-26-/t73-,74+,75+/m0/s1	NNAIBGKZPLLBOE-CHFWQPTJSA-N	1431.019177			MMDBc0042642
BASm0029444	CL(15:1(9Z)/15:1(9Z)/18:1(11Z)/22:1(11Z))	CL(15:1(9Z)/15:1(9Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:1(11Z)/22:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h23-24,26-28,30,36-37,73-75,80H,5-22,25,29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,28-24-,30-26-,37-36-/t73-,74+,75+/m0/s1	DUNWFHNCKRQTFF-JOZWWOKUSA-N	1429.003527			MMDBc0042643
BASm0029445	CL(15:1(9Z)/15:1(9Z)/18:1(11Z)/22:1(9Z))	CL(15:1(9Z)/15:1(9Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:1(11Z)/22:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h23-24,26-28,30,38,40,73-75,80H,5-22,25,29,31-37,39,41-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,28-24-,30-26-,40-38-/t73-,74+,75+/m0/s1	ZITYWNRKFQYGEG-GIDNZNCDSA-N	1429.003527			MMDBc0042644
BASm0029446	CL(15:1(9Z)/15:1(9Z)/18:1(11Z)/24:0)	CL(15:1(9Z)/15:1(9Z)/18:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:1(11Z)/24:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h23-24,26-28,30,75-77,82H,5-22,25,29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,28-24-,30-26-/t75-,76+,77+/m0/s1	BCYACJKSGJAMQL-KRWSYKNVSA-N	1459.050477			MMDBc0042645
BASm0029447	CL(15:1(9Z)/15:1(9Z)/18:1(11Z)/24:1(11Z))	CL(15:1(9Z)/15:1(9Z)/18:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:1(11Z)/24:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h23-24,26-28,30,38-39,75-77,82H,5-22,25,29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,28-24-,30-26-,39-38-/t75-,76+,77+/m0/s1	FPOCAPDDRWGJBB-LIMMEDPJSA-N	1457.034827			MMDBc0042646
BASm0029448	CL(15:1(9Z)/15:1(9Z)/18:1(11Z)/24:1(9Z))	CL(15:1(9Z)/15:1(9Z)/18:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:1(11Z)/24:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h23-24,26-28,30,40,42,75-77,82H,5-22,25,29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,28-24-,30-26-,42-40-/t75-,76+,77+/m0/s1	ZOINSDPZSPLVQW-YHMGNOCISA-N	1457.034827			MMDBc0042647
BASm0029449	CL(15:1(9Z)/15:1(9Z)/18:1(9Z)/20:0)	CL(15:1(9Z)/15:1(9Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:1(9Z)/20:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h23-24,27-28,34,37,71-73,78H,5-22,25-26,29-33,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,28-24-,37-34-/t71-,72+,73+/m0/s1	KRHYJIZBSYJMML-GHELFFSWSA-N	1402.987877			MMDBc0042648
BASm0029450	CL(15:1(9Z)/15:1(9Z)/18:1(9Z)/20:1(11Z))	CL(15:1(9Z)/15:1(9Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:1(9Z)/20:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h23-24,27-28,33-35,37,71-73,78H,5-22,25-26,29-32,36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,28-24-,35-33-,37-34-/t71-,72+,73+/m0/s1	HSSVDUBDPAHMHM-AHMSHPTCSA-N	1400.972227			MMDBc0042649
BASm0029451	CL(15:1(9Z)/15:1(9Z)/18:1(9Z)/20:1(13Z))	CL(15:1(9Z)/15:1(9Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:1(9Z)/20:1(13Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-43-39-37-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-42-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3/h23-25,27-29,34,37,71-73,78H,5-22,26,30-33,35-36,38-70H2,1-4H3,(H,83,84)(H,85,86)/b27-23-,28-24-,29-25-,37-34-/t71-,72+,73+/m0/s1	WGPORCHYMZHOKX-CWEHBVSQSA-N	1400.972227			MMDBc0042650
BASm0029452	CL(15:1(9Z)/15:1(9Z)/18:1(9Z)/22:0)	CL(15:1(9Z)/15:1(9Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:1(9Z)/22:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h23-24,27-28,34,39,73-75,80H,5-22,25-26,29-33,35-38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,28-24-,39-34-/t73-,74+,75+/m0/s1	BRYVALZBIKSRLE-AMQYCFNTSA-N	1431.019177			MMDBc0042651
BASm0029453	CL(15:1(9Z)/15:1(9Z)/18:1(9Z)/22:1(11Z))	CL(15:1(9Z)/15:1(9Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:1(9Z)/22:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h23-24,27-28,34,36-37,39,73-75,80H,5-22,25-26,29-33,35,38,40-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,28-24-,37-36-,39-34-/t73-,74+,75+/m0/s1	WBHSIKIPWJVVRV-BQCFBVEKSA-N	1429.003527			MMDBc0042652
BASm0029454	CL(15:1(9Z)/15:1(9Z)/18:1(9Z)/22:1(9Z))	CL(15:1(9Z)/15:1(9Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:1(9Z)/22:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-45-41-39-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h23-24,27-28,34,38-40,73-75,80H,5-22,25-26,29-33,35-37,41-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,28-24-,39-34-,40-38-/t73-,74+,75+/m0/s1	FLUKZUWTRKQODV-VFDJZYTJSA-N	1429.003527			MMDBc0042653
BASm0029455	CL(15:1(9Z)/15:1(9Z)/18:1(9Z)/24:0)	CL(15:1(9Z)/15:1(9Z)/18:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:1(9Z)/24:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h23-24,27-28,34,41,75-77,82H,5-22,25-26,29-33,35-40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,28-24-,41-34-/t75-,76+,77+/m0/s1	SWJSVTWACFOMOI-XSWKGZQASA-N	1459.050477			MMDBc0042654
BASm0029456	CL(15:1(9Z)/15:1(9Z)/18:1(9Z)/24:1(11Z))	CL(15:1(9Z)/15:1(9Z)/18:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:1(9Z)/24:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h23-24,27-28,34,38-39,41,75-77,82H,5-22,25-26,29-33,35-37,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,28-24-,39-38-,41-34-/t75-,76+,77+/m0/s1	CSYRDXNLUOQMQC-NCDQHQHXSA-N	1457.034827			MMDBc0042655
BASm0029457	CL(15:1(9Z)/15:1(9Z)/18:1(9Z)/24:1(9Z))	CL(15:1(9Z)/15:1(9Z)/18:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/18:1(9Z)/24:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h23-24,27-28,34,40-42,75-77,82H,5-22,25-26,29-33,35-39,43-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,28-24-,41-34-,42-40-/t75-,76+,77+/m0/s1	HMIMOJKPEFVVJK-SGKVIRTQSA-N	1457.034827			MMDBc0042656
BASm0029458	CL(15:1(9Z)/15:1(9Z)/20:0/20:1(11Z))	CL(15:1(9Z)/15:1(9Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/20:0/20:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h23-24,27-28,34,36,73-75,80H,5-22,25-26,29-33,35,37-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,28-24-,36-34-/t73-,74+,75+/m0/s1	YAVWFOYEFZLWOU-YBOFVIEISA-N	1431.019177			MMDBc0042657
BASm0029459	CL(15:1(9Z)/15:1(9Z)/20:0/20:1(13Z))	CL(15:1(9Z)/15:1(9Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/20:0/20:1(13Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-44-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3/h23-24,26-28,30,73-75,80H,5-22,25,29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,28-24-,30-26-/t73-,74+,75+/m0/s1	XYFGQOXYKPQBKD-CHFWQPTJSA-N	1431.019177			MMDBc0042658
BASm0029460	CL(15:1(9Z)/15:1(9Z)/20:0/22:0)	CL(15:1(9Z)/15:1(9Z)/20:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/20:0/22:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h23-24,27-28,75-77,82H,5-22,25-26,29-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,28-24-/t75-,76+,77+/m0/s1	KBQYFYBHTNCTQK-VHRZTQBDSA-N	1461.066127			MMDBc0042659
BASm0029461	CL(15:1(9Z)/15:1(9Z)/20:0/22:1(11Z))	CL(15:1(9Z)/15:1(9Z)/20:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/20:0/22:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h23-24,27-28,37-38,75-77,82H,5-22,25-26,29-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,28-24-,38-37-/t75-,76+,77+/m0/s1	PYIXFMUGPJJYNQ-CKOZFAIXSA-N	1459.050477			MMDBc0042660
BASm0029462	CL(15:1(9Z)/15:1(9Z)/20:0/22:1(9Z))	CL(15:1(9Z)/15:1(9Z)/20:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/20:0/22:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h23-24,27-28,40,42,75-77,82H,5-22,25-26,29-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,28-24-,42-40-/t75-,76+,77+/m0/s1	UTWUGUPGVARHQO-DTHBUFCGSA-N	1459.050477			MMDBc0042661
BASm0029463	CL(15:1(9Z)/15:1(9Z)/20:1(11Z)/22:0)	CL(15:1(9Z)/15:1(9Z)/20:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/20:1(11Z)/22:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h23-24,27-28,34,36,75-77,82H,5-22,25-26,29-33,35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,28-24-,36-34-/t75-,76+,77+/m0/s1	FEEFLQIZNDUSEO-SAPUDUFFSA-N	1459.050477			MMDBc0042662
BASm0029464	CL(15:1(9Z)/15:1(9Z)/20:1(11Z)/22:1(11Z))	CL(15:1(9Z)/15:1(9Z)/20:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/20:1(11Z)/22:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h23-24,27-28,34,36-38,75-77,82H,5-22,25-26,29-33,35,39-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,28-24-,36-34-,38-37-/t75-,76+,77+/m0/s1	OBOAHQDYHVHROX-RVLSVOGDSA-N	1457.034827			MMDBc0042663
BASm0029465	CL(15:1(9Z)/15:1(9Z)/20:1(11Z)/22:1(9Z))	CL(15:1(9Z)/15:1(9Z)/20:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/20:1(11Z)/22:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h23-24,27-28,34,36,40,42,75-77,82H,5-22,25-26,29-33,35,37-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,28-24-,36-34-,42-40-/t75-,76+,77+/m0/s1	UEXIGROSNNNOLO-SBLUKFNOSA-N	1457.034827			MMDBc0042664
BASm0029466	CL(15:1(9Z)/15:1(9Z)/20:1(13Z)/22:0)	CL(15:1(9Z)/15:1(9Z)/20:1(13Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/20:1(13Z)/22:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h23-24,26-28,30,75-77,82H,5-22,25,29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,28-24-,30-26-/t75-,76+,77+/m0/s1	WOJXEMYPXBSQRV-KRWSYKNVSA-N	1459.050477			MMDBc0042665
BASm0029467	CL(15:1(9Z)/15:1(9Z)/20:1(13Z)/22:1(11Z))	CL(15:1(9Z)/15:1(9Z)/20:1(13Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/20:1(13Z)/22:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h23-24,26-28,30,37-38,75-77,82H,5-22,25,29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,28-24-,30-26-,38-37-/t75-,76+,77+/m0/s1	HEKAORYOTNYVRF-YKFGJXAVSA-N	1457.034827			MMDBc0042666
BASm0029468	CL(15:1(9Z)/15:1(9Z)/20:1(13Z)/22:1(9Z))	CL(15:1(9Z)/15:1(9Z)/20:1(13Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/15:1(9Z)/20:1(13Z)/22:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-38-40-42-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-47-43-41-39-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-46-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-31-27-23-19-15-11-7-3/h23-24,26-28,30,40,42,75-77,82H,5-22,25,29,31-39,41,43-74H2,1-4H3,(H,87,88)(H,89,90)/b27-23-,28-24-,30-26-,42-40-/t75-,76+,77+/m0/s1	FFNDIKALLMUXGV-YHMGNOCISA-N	1457.034827			MMDBc0042667
BASm0029469	CL(15:1(9Z)/16:0/15:1(11Z)/16:0)	CL(15:1(9Z)/16:0/15:1(11Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:0/15:1(11Z)/16:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C4 positions, one chain of (11Z-pentadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(62-82-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h15,19,24,28,65-67,72H,5-14,16-18,20-23,25-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,28-24-/t65-,66-,67-/m1/s1	OMSRHPCHGYSTHH-LYVAXERGSA-N	1320.909627			MMDBc0042668
BASm0029470	CL(15:1(9Z)/16:0/15:1(9Z)/16:0)	CL(15:1(9Z)/16:0/15:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:0/15:1(9Z)/16:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C3 positions, two chains of hexadecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(62-82-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h23-24,27-28,65-67,72H,5-22,25-26,29-64H2,1-4H3,(H,77,78)(H,79,80)/b27-23-,28-24-/t66-,67-/m1/s1	URKUPIHHFNJPHE-MMNVUIDISA-N	1320.909627			MMDBc0042669
BASm0029471	CL(15:1(9Z)/16:0/16:0/23:1(11Z))	CL(15:1(9Z)/16:0/16:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:0/16:0/23:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h24,28,36-37,73-75,80H,5-23,25-27,29-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-,37-36-/t73-,74+,75+/m0/s1	MZJKEGWLGJXPMY-MDDDDDTFSA-N	1433.034827			MMDBc0042670
BASm0029472	CL(15:1(9Z)/16:0/16:0/23:1(9Z))	CL(15:1(9Z)/16:0/16:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:0/16:0/23:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h24,28,38-39,73-75,80H,5-23,25-27,29-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-,39-38-/t73-,74+,75+/m0/s1	GVXIQYFRLVCQDK-UNNSANOLSA-N	1433.034827			MMDBc0042671
BASm0029473	CL(15:1(9Z)/16:0/16:0/25:0)	CL(15:1(9Z)/16:0/16:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:0/16:0/25:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,28,75-77,82H,5-23,25-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-/t75-,76+,77+/m0/s1	RMARNSQIOWWEQR-HTVWONGSSA-N	1463.081778			MMDBc0042672
BASm0029474	CL(15:1(9Z)/16:0/16:0/25:1(11Z))	CL(15:1(9Z)/16:0/16:0/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:0/16:0/25:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,28,38-39,75-77,82H,5-23,25-27,29-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,39-38-/t75-,76+,77+/m0/s1	FHBFOQMNKZITAY-GPNCCKMPSA-N	1461.066127			MMDBc0042673
BASm0029475	CL(15:1(9Z)/16:0/16:0/25:1(9Z))	CL(15:1(9Z)/16:0/16:0/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:0/16:0/25:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,28,40-41,75-77,82H,5-23,25-27,29-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,41-40-/t75-,76+,77+/m0/s1	YWGTXFLEOVRBLE-CRIHUUNSSA-N	1461.066127			MMDBc0042674
BASm0029476	CL(15:1(9Z)/16:0/16:1(11Z)/23:1(11Z))	CL(15:1(9Z)/16:0/16:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:0/16:1(11Z)/23:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,22,24,28,36-37,73-75,80H,5-17,19-21,23,25-27,29-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,28-24-,37-36-/t73-,74+,75+/m0/s1	GYOAGZJYEIJPPM-VXPCSDSJSA-N	1431.019177			MMDBc0042675
BASm0029477	CL(15:1(9Z)/16:0/16:1(11Z)/23:1(9Z))	CL(15:1(9Z)/16:0/16:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:0/16:1(11Z)/23:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,22,24,28,38-39,73-75,80H,5-17,19-21,23,25-27,29-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,28-24-,39-38-/t73-,74+,75+/m0/s1	CNXPJFNNWJVVQQ-FXTBCCBGSA-N	1431.019177			MMDBc0042676
BASm0029478	CL(15:1(9Z)/16:0/16:1(11Z)/25:0)	CL(15:1(9Z)/16:0/16:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:0/16:1(11Z)/25:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,22,24,28,75-77,82H,5-17,19-21,23,25-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,28-24-/t75-,76+,77+/m0/s1	REHANIIRGKBHOJ-SNRZJWJGSA-N	1461.066127			MMDBc0042677
BASm0029479	CL(15:1(9Z)/16:0/16:1(11Z)/25:1(11Z))	CL(15:1(9Z)/16:0/16:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:0/16:1(11Z)/25:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,22,24,28,38-39,75-77,82H,5-17,19-21,23,25-27,29-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,28-24-,39-38-/t75-,76+,77+/m0/s1	YKJILUNLOVKHHC-ZEAPWMJVSA-N	1459.050477			MMDBc0042678
BASm0029480	CL(15:1(9Z)/16:0/16:1(11Z)/25:1(9Z))	CL(15:1(9Z)/16:0/16:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:0/16:1(11Z)/25:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,22,24,28,40-41,75-77,82H,5-17,19-21,23,25-27,29-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,28-24-,41-40-/t75-,76+,77+/m0/s1	IYAYADHOTPUSNJ-ZBRDKDNRSA-N	1459.050477			MMDBc0042679
BASm0029481	CL(15:1(9Z)/16:0/16:1(9Z)/23:1(11Z))	CL(15:1(9Z)/16:0/16:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:0/16:1(9Z)/23:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h24,26,28,30,36-37,73-75,80H,5-23,25,27,29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-,30-26-,37-36-/t73-,74+,75+/m0/s1	LWSYXCJRGXSUKE-AEIDVNMMSA-N	1431.019177			MMDBc0042680
BASm0029482	CL(15:1(9Z)/16:0/16:1(9Z)/23:1(9Z))	CL(15:1(9Z)/16:0/16:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:0/16:1(9Z)/23:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h24,26,28,30,38-39,73-75,80H,5-23,25,27,29,31-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-,30-26-,39-38-/t73-,74+,75+/m0/s1	WTBRJBPIWTWZGT-FLOIDKNPSA-N	1431.019177			MMDBc0042681
BASm0029483	CL(15:1(9Z)/16:0/16:1(9Z)/25:0)	CL(15:1(9Z)/16:0/16:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:0/16:1(9Z)/25:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,26,28,30,75-77,82H,5-23,25,27,29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,30-26-/t75-,76+,77+/m0/s1	HNMYTJKCNPIOLD-AHQZXLSLSA-N	1461.066127			MMDBc0042682
BASm0029484	CL(15:1(9Z)/16:0/16:1(9Z)/25:1(11Z))	CL(15:1(9Z)/16:0/16:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:0/16:1(9Z)/25:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,26,28,30,38-39,75-77,82H,5-23,25,27,29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,30-26-,39-38-/t75-,76+,77+/m0/s1	PDZISIVBVRLHKQ-VCXIHYKHSA-N	1459.050477			MMDBc0042683
BASm0029485	CL(15:1(9Z)/16:0/16:1(9Z)/25:1(9Z))	CL(15:1(9Z)/16:0/16:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:0/16:1(9Z)/25:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,26,28,30,40-41,75-77,82H,5-23,25,27,29,31-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,30-26-,41-40-/t75-,76+,77+/m0/s1	ZYRSYJYBPQDAPC-QQDCJALWSA-N	1459.050477			MMDBc0042684
BASm0029486	CL(15:1(9Z)/16:0/18:0/23:1(11Z))	CL(15:1(9Z)/16:0/18:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:0/18:0/23:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h24,28,37-38,75-77,82H,5-23,25-27,29-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,38-37-/t75-,76+,77+/m0/s1	ACLGJMAQKOHKLD-WDASNKEFSA-N	1461.066127			MMDBc0042685
BASm0029487	CL(15:1(9Z)/16:0/18:0/23:1(9Z))	CL(15:1(9Z)/16:0/18:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:0/18:0/23:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h24,28,39,41,75-77,82H,5-23,25-27,29-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,41-39-/t75-,76+,77+/m0/s1	NJLAHFBXWFIMPS-KZTJLRTPSA-N	1461.066127			MMDBc0042686
BASm0029488	CL(15:1(9Z)/16:0/18:1(11Z)/23:1(11Z))	CL(15:1(9Z)/16:0/18:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:0/18:1(11Z)/23:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h24,26,28,30,37-38,75-77,82H,5-23,25,27,29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,30-26-,38-37-/t75-,76+,77+/m0/s1	HFYHOBSJOSXBOS-SCESFORUSA-N	1459.050477			MMDBc0042687
BASm0029489	CL(15:1(9Z)/16:0/18:1(11Z)/23:1(9Z))	CL(15:1(9Z)/16:0/18:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:0/18:1(11Z)/23:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h24,26,28,30,39,41,75-77,82H,5-23,25,27,29,31-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,30-26-,41-39-/t75-,76+,77+/m0/s1	BQRTVIZPCSRUGX-AHNCPYIPSA-N	1459.050477			MMDBc0042688
BASm0029490	CL(15:1(9Z)/16:0/18:1(9Z)/23:1(11Z))	CL(15:1(9Z)/16:0/18:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:0/18:1(9Z)/23:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h24,28,34,37-38,40,75-77,82H,5-23,25-27,29-33,35-36,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,38-37-,40-34-/t75-,76+,77+/m0/s1	PAAMQEFFMRSMQZ-CGGWRZPKSA-N	1459.050477			MMDBc0042689
BASm0029491	CL(15:1(9Z)/16:0/18:1(9Z)/23:1(9Z))	CL(15:1(9Z)/16:0/18:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:0/18:1(9Z)/23:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h24,28,34,39-41,75-77,82H,5-23,25-27,29-33,35-38,42-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,40-34-,41-39-/t75-,76+,77+/m0/s1	VIRPCLLGGKSTJA-LJKAUJCWSA-N	1459.050477			MMDBc0042690
BASm0029492	CL(15:1(9Z)/16:1(11Z)/15:1(11Z)/16:1(11Z))	CL(15:1(9Z)/16:1(11Z)/15:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(11Z)/15:1(11Z)/16:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C4 positions, one chain of (11Z-pentadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(62-82-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h15,17-19,21-22,24,28,65-67,72H,5-14,16,20,23,25-27,29-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,21-17-,22-18-,28-24-/t65-,66-,67-/m1/s1	DHEVWMQSLSYGPF-PZOSIZPDSA-N	1316.878327			MMDBc0042691
BASm0029493	CL(15:1(9Z)/16:1(11Z)/15:1(11Z)/16:1(9Z))	CL(15:1(9Z)/16:1(11Z)/15:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(11Z)/15:1(11Z)/16:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(62-82-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h15,18-19,22,24-25,28-29,65-67,72H,5-14,16-17,20-21,23,26-27,30-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,22-18-,28-24-,29-25-/t65-,66-,67-/m1/s1	NAUPZIVBPRLBLS-MCIROTIKSA-N	1316.878327			MMDBc0042692
BASm0029494	CL(15:1(9Z)/16:1(11Z)/15:1(9Z)/16:1(11Z))	CL(15:1(9Z)/16:1(11Z)/15:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(11Z)/15:1(9Z)/16:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C3 positions, two chains of (11Z-hexadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(62-82-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h17-18,21-24,27-28,65-67,72H,5-16,19-20,25-26,29-64H2,1-4H3,(H,77,78)(H,79,80)/b21-17-,22-18-,27-23-,28-24-/t66-,67-/m1/s1	JIIBDQZUQKSNDH-YQYALXCVSA-N	1316.878327			MMDBc0042693
BASm0029495	CL(15:1(9Z)/16:1(11Z)/15:1(9Z)/16:1(9Z))	CL(15:1(9Z)/16:1(11Z)/15:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(11Z)/15:1(9Z)/16:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C3 positions, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(62-82-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h17,21,23-24,26-28,30,65-67,72H,5-16,18-20,22,25,29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b21-17-,27-23-,28-24-,30-26-/t65-,66+,67+/m0/s1	OXZMYLHIOXRZAE-BKCJCUDLSA-N	1316.878327			MMDBc0042694
BASm0029496	CL(15:1(9Z)/16:1(11Z)/16:1(11Z)/23:1(11Z))	CL(15:1(9Z)/16:1(11Z)/16:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(11Z)/16:1(11Z)/23:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18-19,22-24,28,36-37,73-75,80H,5-17,20-21,25-27,29-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-,28-24-,37-36-/t73-,74+,75+/m0/s1	AVDXSSXAALPWTD-RPOABJBXSA-N	1429.003527			MMDBc0042695
BASm0029497	CL(15:1(9Z)/16:1(11Z)/16:1(11Z)/23:1(9Z))	CL(15:1(9Z)/16:1(11Z)/16:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(11Z)/16:1(11Z)/23:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18-19,22-24,28,38-39,73-75,80H,5-17,20-21,25-27,29-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-,28-24-,39-38-/t73-,74+,75+/m0/s1	OQIBYGAKNSSWRL-YKRUZJSXSA-N	1429.003527			MMDBc0042696
BASm0029498	CL(15:1(9Z)/16:1(11Z)/16:1(11Z)/25:0)	CL(15:1(9Z)/16:1(11Z)/16:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(11Z)/16:1(11Z)/25:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18-19,22-24,28,75-77,82H,5-17,20-21,25-27,29-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,23-19-,28-24-/t75-,76+,77+/m0/s1	RCTQQOTYBWHNSQ-HIUJRNOQSA-N	1459.050477			MMDBc0042697
BASm0029499	CL(15:1(9Z)/16:1(11Z)/16:1(11Z)/25:1(11Z))	CL(15:1(9Z)/16:1(11Z)/16:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(11Z)/16:1(11Z)/25:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18-19,22-24,28,38-39,75-77,82H,5-17,20-21,25-27,29-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,23-19-,28-24-,39-38-/t75-,76+,77+/m0/s1	ZORBHPRFDDMLCQ-YMURYESYSA-N	1457.034827			MMDBc0042698
BASm0029500	CL(15:1(9Z)/16:1(11Z)/16:1(11Z)/25:1(9Z))	CL(15:1(9Z)/16:1(11Z)/16:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(11Z)/16:1(11Z)/25:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18-19,22-24,28,40-41,75-77,82H,5-17,20-21,25-27,29-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,23-19-,28-24-,41-40-/t75-,76+,77+/m0/s1	NUOOAZNAAGOWMO-JSZSSNEBSA-N	1457.034827			MMDBc0042699
BASm0029501	CL(15:1(9Z)/16:1(11Z)/16:1(9Z)/23:1(11Z))	CL(15:1(9Z)/16:1(11Z)/16:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(11Z)/16:1(9Z)/23:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19,23-24,26,28,30,36-37,73-75,80H,5-18,20-22,25,27,29,31-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,28-24-,30-26-,37-36-/t73-,74+,75+/m0/s1	UPWFIDMMXFGFAD-FKNBAWKTSA-N	1429.003527			MMDBc0042700
BASm0029502	CL(15:1(9Z)/16:1(11Z)/16:1(9Z)/23:1(9Z))	CL(15:1(9Z)/16:1(11Z)/16:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(11Z)/16:1(9Z)/23:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19,23-24,26,28,30,38-39,73-75,80H,5-18,20-22,25,27,29,31-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,28-24-,30-26-,39-38-/t73-,74+,75+/m0/s1	AXKXJHQISHKDFW-NXFIXEIWSA-N	1429.003527			MMDBc0042701
BASm0029503	CL(15:1(9Z)/16:1(11Z)/16:1(9Z)/25:0)	CL(15:1(9Z)/16:1(11Z)/16:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(11Z)/16:1(9Z)/25:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h19,23-24,26,28,30,75-77,82H,5-18,20-22,25,27,29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,28-24-,30-26-/t75-,76+,77+/m0/s1	MIVLLQKBNTWSEI-QVUGRADLSA-N	1459.050477			MMDBc0042702
BASm0029504	CL(15:1(9Z)/16:1(11Z)/16:1(9Z)/25:1(11Z))	CL(15:1(9Z)/16:1(11Z)/16:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(11Z)/16:1(9Z)/25:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h19,23-24,26,28,30,38-39,75-77,82H,5-18,20-22,25,27,29,31-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,28-24-,30-26-,39-38-/t75-,76+,77+/m0/s1	VUIRBWNEQSJGKP-NSPBZLGTSA-N	1457.034827			MMDBc0042703
BASm0029505	CL(15:1(9Z)/16:1(11Z)/16:1(9Z)/25:1(9Z))	CL(15:1(9Z)/16:1(11Z)/16:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(11Z)/16:1(9Z)/25:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h19,23-24,26,28,30,40-41,75-77,82H,5-18,20-22,25,27,29,31-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,28-24-,30-26-,41-40-/t75-,76+,77+/m0/s1	OXQAQZXILJBINS-DPAAWZCTSA-N	1457.034827			MMDBc0042704
BASm0029506	CL(15:1(9Z)/16:1(11Z)/18:0/23:1(11Z))	CL(15:1(9Z)/16:1(11Z)/18:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(11Z)/18:0/23:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23-24,28,37-38,75-77,82H,5-18,20-22,25-27,29-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,28-24-,38-37-/t75-,76+,77+/m0/s1	PLDXHXXIVFQMJE-JDUHCBKFSA-N	1459.050477			MMDBc0042705
BASm0029507	CL(15:1(9Z)/16:1(11Z)/18:0/23:1(9Z))	CL(15:1(9Z)/16:1(11Z)/18:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(11Z)/18:0/23:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23-24,28,39,41,75-77,82H,5-18,20-22,25-27,29-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,28-24-,41-39-/t75-,76+,77+/m0/s1	ZYCVVNFNESJDDK-VAEZYYCQSA-N	1459.050477			MMDBc0042706
BASm0029508	CL(15:1(9Z)/16:1(11Z)/18:1(11Z)/23:1(11Z))	CL(15:1(9Z)/16:1(11Z)/18:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(11Z)/18:1(11Z)/23:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23-24,26,28,30,37-38,75-77,82H,5-18,20-22,25,27,29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,28-24-,30-26-,38-37-/t75-,76+,77+/m0/s1	PYYGLONXWIZHHU-DQWNSFQTSA-N	1457.034827			MMDBc0042707
BASm0029509	CL(15:1(9Z)/16:1(11Z)/18:1(11Z)/23:1(9Z))	CL(15:1(9Z)/16:1(11Z)/18:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(11Z)/18:1(11Z)/23:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23-24,26,28,30,39,41,75-77,82H,5-18,20-22,25,27,29,31-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,28-24-,30-26-,41-39-/t75-,76+,77+/m0/s1	FILQMGVQAJHDBP-ZAKAMGPGSA-N	1457.034827			MMDBc0042708
BASm0029510	CL(15:1(9Z)/16:1(11Z)/18:1(9Z)/23:1(11Z))	CL(15:1(9Z)/16:1(11Z)/18:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(11Z)/18:1(9Z)/23:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23-24,28,34,37-38,40,75-77,82H,5-18,20-22,25-27,29-33,35-36,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,28-24-,38-37-,40-34-/t75-,76+,77+/m0/s1	GMEDNPTXCJKKJU-BXZAOOKZSA-N	1457.034827			MMDBc0042709
BASm0029511	CL(15:1(9Z)/16:1(11Z)/18:1(9Z)/23:1(9Z))	CL(15:1(9Z)/16:1(11Z)/18:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(11Z)/18:1(9Z)/23:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h19,23-24,28,34,39-41,75-77,82H,5-18,20-22,25-27,29-33,35-38,42-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,28-24-,40-34-,41-39-/t75-,76+,77+/m0/s1	VOMHMJFZFWGQMB-UKFBCJJDSA-N	1457.034827			MMDBc0042710
BASm0029512	CL(15:1(9Z)/16:1(9Z)/15:1(11Z)/16:1(11Z))	CL(15:1(9Z)/16:1(9Z)/15:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(9Z)/15:1(11Z)/16:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(62-82-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h15,17,19,21,24,26,28,30,65-67,72H,5-14,16,18,20,22-23,25,27,29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,21-17-,28-24-,30-26-/t65-,66-,67-/m1/s1	ZISJELCIKOWKGZ-GOMHREBWSA-N	1316.878327			MMDBc0042711
BASm0029513	CL(15:1(9Z)/16:1(9Z)/15:1(11Z)/16:1(9Z))	CL(15:1(9Z)/16:1(9Z)/15:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(9Z)/15:1(11Z)/16:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions, one chain of (11Z-pentadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(62-82-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h15,19,24-26,28-30,65-67,72H,5-14,16-18,20-23,27,31-64H2,1-4H3,(H,77,78)(H,79,80)/b19-15-,28-24-,29-25-,30-26-/t65-,66-,67-/m1/s1	BAZLLPPWPRIVCV-XTSQUTHTSA-N	1316.878327			MMDBc0042712
BASm0029514	CL(15:1(9Z)/16:1(9Z)/15:1(9Z)/16:1(11Z))	CL(15:1(9Z)/16:1(9Z)/15:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(9Z)/15:1(9Z)/16:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(62-82-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h17,21,23-24,26-28,30,65-67,72H,5-16,18-20,22,25,29,31-64H2,1-4H3,(H,77,78)(H,79,80)/b21-17-,27-23-,28-24-,30-26-/t65-,66-,67-/m1/s1	OXZMYLHIOXRZAE-LXIIDEOSSA-N	1316.878327			MMDBc0042713
BASm0029515	CL(15:1(9Z)/16:1(9Z)/15:1(9Z)/16:1(9Z))	CL(15:1(9Z)/16:1(9Z)/15:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(9Z)/15:1(9Z)/16:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C3 positions, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C71H130O17P2	InChI=1S/C71H130O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-43-39-35-31-27-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(62-82-69(74)56-52-48-44-40-36-32-28-24-20-16-12-8-4)88-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h23-30,65-67,72H,5-22,31-64H2,1-4H3,(H,77,78)(H,79,80)/b27-23-,28-24-,29-25-,30-26-/t66-,67-/m1/s1	CQJSZNXESGRQIT-VGLCBSTESA-N	1316.878327			MMDBc0042714
BASm0029516	CL(15:1(9Z)/16:1(9Z)/16:1(11Z)/23:1(11Z))	CL(15:1(9Z)/16:1(9Z)/16:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(9Z)/16:1(11Z)/23:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,22,24,27-28,31,36-37,73-75,80H,5-17,19-21,23,25-26,29-30,32-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,28-24-,31-27-,37-36-/t73-,74+,75+/m0/s1	JIWLJXAOGMJOAO-WVSLCWLKSA-N	1429.003527			MMDBc0042715
BASm0029517	CL(15:1(9Z)/16:1(9Z)/16:1(11Z)/23:1(9Z))	CL(15:1(9Z)/16:1(9Z)/16:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(9Z)/16:1(11Z)/23:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h18,22,24,27-28,31,38-39,73-75,80H,5-17,19-21,23,25-26,29-30,32-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,28-24-,31-27-,39-38-/t73-,74+,75+/m0/s1	UTPPBDMLQFCVCP-IOESAESKSA-N	1429.003527			MMDBc0042716
BASm0029518	CL(15:1(9Z)/16:1(9Z)/16:1(11Z)/25:0)	CL(15:1(9Z)/16:1(9Z)/16:1(11Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(9Z)/16:1(11Z)/25:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,22,24,27-28,31,75-77,82H,5-17,19-21,23,25-26,29-30,32-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,28-24-,31-27-/t75-,76+,77+/m0/s1	SIQHURGQJFPBRJ-MXIZMONYSA-N	1459.050477			MMDBc0042717
BASm0029519	CL(15:1(9Z)/16:1(9Z)/16:1(11Z)/25:1(11Z))	CL(15:1(9Z)/16:1(9Z)/16:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(9Z)/16:1(11Z)/25:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,22,24,27-28,31,38-39,75-77,82H,5-17,19-21,23,25-26,29-30,32-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,28-24-,31-27-,39-38-/t75-,76+,77+/m0/s1	NNJDSBNVKDUGKX-VZRCMDCNSA-N	1457.034827			MMDBc0042718
BASm0029520	CL(15:1(9Z)/16:1(9Z)/16:1(11Z)/25:1(9Z))	CL(15:1(9Z)/16:1(9Z)/16:1(11Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(9Z)/16:1(11Z)/25:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h18,22,24,27-28,31,40-41,75-77,82H,5-17,19-21,23,25-26,29-30,32-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,28-24-,31-27-,41-40-/t75-,76+,77+/m0/s1	JFRBFXPFQQLORW-IPNMAYDQSA-N	1457.034827			MMDBc0042719
BASm0029521	CL(15:1(9Z)/16:1(9Z)/16:1(9Z)/23:1(11Z))	CL(15:1(9Z)/16:1(9Z)/16:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(9Z)/16:1(9Z)/23:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h24,26-28,30-31,36-37,73-75,80H,5-23,25,29,32-35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-,30-26-,31-27-,37-36-/t73-,74+,75+/m0/s1	NOKDGISVSGCLMD-ISLHLZHESA-N	1429.003527			MMDBc0042720
BASm0029522	CL(15:1(9Z)/16:1(9Z)/16:1(9Z)/23:1(9Z))	CL(15:1(9Z)/16:1(9Z)/16:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(9Z)/16:1(9Z)/23:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h24,26-28,30-31,38-39,73-75,80H,5-23,25,29,32-37,40-72H2,1-4H3,(H,85,86)(H,87,88)/b28-24-,30-26-,31-27-,39-38-/t73-,74+,75+/m0/s1	NDWKSKJLMAZSMG-WJROLDSBSA-N	1429.003527			MMDBc0042721
BASm0029523	CL(15:1(9Z)/16:1(9Z)/16:1(9Z)/25:0)	CL(15:1(9Z)/16:1(9Z)/16:1(9Z)/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(9Z)/16:1(9Z)/25:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,26-28,30-31,75-77,82H,5-23,25,29,32-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,30-26-,31-27-/t75-,76+,77+/m0/s1	PFENOSZRKUWJRZ-BWTRZTLGSA-N	1459.050477			MMDBc0042722
BASm0029524	CL(15:1(9Z)/16:1(9Z)/16:1(9Z)/25:1(11Z))	CL(15:1(9Z)/16:1(9Z)/16:1(9Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(9Z)/16:1(9Z)/25:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of 11Z-pentacosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,26-28,30-31,38-39,75-77,82H,5-23,25,29,32-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,30-26-,31-27-,39-38-/t75-,76+,77+/m0/s1	MJSRWWMVWLYUAQ-MBODAWBKSA-N	1457.034827			MMDBc0042723
BASm0029525	CL(15:1(9Z)/16:1(9Z)/16:1(9Z)/25:1(9Z))	CL(15:1(9Z)/16:1(9Z)/16:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(9Z)/16:1(9Z)/25:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-pentacosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-31-27-23-19-15-11-7-3/h24,26-28,30-31,40-41,75-77,82H,5-23,25,29,32-39,42-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,30-26-,31-27-,41-40-/t75-,76+,77+/m0/s1	CNYWZOBRWPBMJG-KMFHKQPNSA-N	1457.034827			MMDBc0042724
BASm0029526	CL(15:1(9Z)/16:1(9Z)/18:0/23:1(11Z))	CL(15:1(9Z)/16:1(9Z)/18:0/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(9Z)/18:0/23:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h24,27-28,31,37-38,75-77,82H,5-23,25-26,29-30,32-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,31-27-,38-37-/t75-,76+,77+/m0/s1	XVSMZCPXBUFRFW-WXEMAFPGSA-N	1459.050477			MMDBc0042725
BASm0029527	CL(15:1(9Z)/16:1(9Z)/18:0/23:1(9Z))	CL(15:1(9Z)/16:1(9Z)/18:0/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(9Z)/18:0/23:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h24,27-28,31,39,41,75-77,82H,5-23,25-26,29-30,32-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,31-27-,41-39-/t75-,76+,77+/m0/s1	NCRMHAISQFOOOK-HTISLDBWSA-N	1459.050477			MMDBc0042726
BASm0029528	CL(15:1(9Z)/16:1(9Z)/18:1(11Z)/23:1(11Z))	CL(15:1(9Z)/16:1(9Z)/18:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(9Z)/18:1(11Z)/23:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h24,26-28,30-31,37-38,75-77,82H,5-23,25,29,32-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,30-26-,31-27-,38-37-/t75-,76+,77+/m0/s1	DODKZESUXMHEKI-FCBPCFTFSA-N	1457.034827			MMDBc0042727
BASm0029529	CL(15:1(9Z)/16:1(9Z)/18:1(11Z)/23:1(9Z))	CL(15:1(9Z)/16:1(9Z)/18:1(11Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(9Z)/18:1(11Z)/23:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h24,26-28,30-31,39,41,75-77,82H,5-23,25,29,32-38,40,42-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,30-26-,31-27-,41-39-/t75-,76+,77+/m0/s1	BCIPTDDIICBICE-COWYHETNSA-N	1457.034827			MMDBc0042728
BASm0029530	CL(15:1(9Z)/16:1(9Z)/18:1(9Z)/23:1(11Z))	CL(15:1(9Z)/16:1(9Z)/18:1(9Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(9Z)/18:1(9Z)/23:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 11Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h24,27-28,31,34,37-38,40,75-77,82H,5-23,25-26,29-30,32-33,35-36,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,31-27-,38-37-,40-34-/t75-,76+,77+/m0/s1	HOZMCTRBNUFKJD-VMUODJONSA-N	1457.034827			MMDBc0042729
BASm0029531	CL(15:1(9Z)/16:1(9Z)/18:1(9Z)/23:1(9Z))	CL(15:1(9Z)/16:1(9Z)/18:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/16:1(9Z)/18:1(9Z)/23:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-39-41-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-40-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-42-31-27-23-19-15-11-7-3/h24,27-28,31,34,39-41,75-77,82H,5-23,25-26,29-30,32-33,35-38,42-74H2,1-4H3,(H,87,88)(H,89,90)/b28-24-,31-27-,40-34-,41-39-/t75-,76+,77+/m0/s1	SJLRPNDZXINKQM-PRZORZLXSA-N	1457.034827			MMDBc0042730
BASm0029532	CL(15:1(9Z)/18:0/15:1(11Z)/18:0)	CL(15:1(9Z)/18:0/15:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/18:0/15:1(11Z)/18:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C4 positions, one chain of (11Z-pentadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-32-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2/h15,19,24,28,69-71,76H,5-14,16-18,20-23,25-27,29-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,28-24-/t69-,70-,71-/m1/s1	IAYLJYXWGYDZOA-BIRUZKTISA-N	1376.972227			MMDBc0042731
BASm0029533	CL(15:1(9Z)/18:0/15:1(9Z)/18:0)	CL(15:1(9Z)/18:0/15:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/18:0/15:1(9Z)/18:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C3 positions, two chains of octadecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-32-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2/h23-24,27-28,69-71,76H,5-22,25-26,29-68H2,1-4H3,(H,81,82)(H,83,84)/b27-23-,28-24-/t70-,71-/m1/s1	NMILGILFXJXFLA-YKAQHGBYSA-N	1376.972227			MMDBc0042732
BASm0029534	CL(15:1(9Z)/18:1(11Z)/15:1(11Z)/18:1(11Z))	CL(15:1(9Z)/18:1(11Z)/15:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/18:1(11Z)/15:1(11Z)/18:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C4 positions, one chain of (11Z-pentadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-32-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2/h15,19,24-26,28-30,69-71,76H,5-14,16-18,20-23,27,31-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,28-24-,29-25-,30-26-/t69-,70-,71-/m1/s1	AZLGRAKJAVZMLZ-KYTFGDCXSA-N	1372.940927			MMDBc0042733
BASm0029535	CL(15:1(9Z)/18:1(11Z)/15:1(11Z)/18:1(9Z))	CL(15:1(9Z)/18:1(11Z)/15:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/18:1(11Z)/15:1(11Z)/18:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-32-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2/h15,19,24,26,28,30,33,35,69-71,76H,5-14,16-18,20-23,25,27,29,31-32,34,36-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,28-24-,30-26-,35-33-/t69-,70-,71-/m1/s1	FUHFHVKKXUZHLD-LBALDDLASA-N	1372.940927			MMDBc0042734
BASm0029536	CL(15:1(9Z)/18:1(11Z)/15:1(9Z)/18:1(11Z))	CL(15:1(9Z)/18:1(11Z)/15:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/18:1(11Z)/15:1(9Z)/18:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C3 positions, two chains of (11Z-octadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-32-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2/h23-30,69-71,76H,5-22,31-68H2,1-4H3,(H,81,82)(H,83,84)/b27-23-,28-24-,29-25-,30-26-/t70-,71-/m1/s1	RXKNDZDBLULXDX-MEUORFDTSA-N	1372.940927			MMDBc0042735
BASm0029537	CL(15:1(9Z)/18:1(11Z)/15:1(9Z)/18:1(9Z))	CL(15:1(9Z)/18:1(11Z)/15:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/18:1(11Z)/15:1(9Z)/18:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C3 positions, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-32-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2/h23-25,27-29,34,36,69-71,76H,5-22,26,30-33,35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b27-23-,28-24-,29-25-,36-34-/t69-,70+,71+/m0/s1	XWTAICJHYIPIBJ-BRLXDSPESA-N	1372.940927			MMDBc0042736
BASm0029538	CL(15:1(9Z)/18:1(9Z)/15:1(11Z)/18:1(11Z))	CL(15:1(9Z)/18:1(9Z)/15:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/18:1(9Z)/15:1(11Z)/18:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-32-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2/h15,19,24-25,28-29,34,36,69-71,76H,5-14,16-18,20-23,26-27,30-33,35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,28-24-,29-25-,36-34-/t69-,70-,71-/m1/s1	JPDMNGJQBRIOPN-SLRHNYBMSA-N	1372.940927			MMDBc0042737
BASm0029539	CL(15:1(9Z)/18:1(9Z)/15:1(11Z)/18:1(9Z))	CL(15:1(9Z)/18:1(9Z)/15:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/18:1(9Z)/15:1(11Z)/18:1(9Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C4 positions, one chain of (11Z-pentadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-32-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2/h15,19,24,28,33-36,69-71,76H,5-14,16-18,20-23,25-27,29-32,37-68H2,1-4H3,(H,81,82)(H,83,84)/b19-15-,28-24-,35-33-,36-34-/t69-,70-,71-/m1/s1	YIQDSVFWTWOPAP-MRYBGYNXSA-N	1372.940927			MMDBc0042738
BASm0029540	CL(15:1(9Z)/18:1(9Z)/15:1(9Z)/18:1(11Z))	CL(15:1(9Z)/18:1(9Z)/15:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/18:1(9Z)/15:1(9Z)/18:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C3 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-32-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2/h23-25,27-29,34,36,69-71,76H,5-22,26,30-33,35,37-68H2,1-4H3,(H,81,82)(H,83,84)/b27-23-,28-24-,29-25-,36-34-/t69-,70-,71-/m1/s1	XWTAICJHYIPIBJ-KFXOJIKTSA-N	1372.940927			MMDBc0042739
BASm0029541	CL(15:1(9Z)/18:1(9Z)/15:1(9Z)/18:1(9Z))	CL(15:1(9Z)/18:1(9Z)/15:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/18:1(9Z)/15:1(9Z)/18:1(9Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C3 positions, two chains of (9Z-octadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-31-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-32-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-36-34-30-26-22-18-14-10-6-2/h23-24,27-28,33-36,69-71,76H,5-22,25-26,29-32,37-68H2,1-4H3,(H,81,82)(H,83,84)/b27-23-,28-24-,35-33-,36-34-/t70-,71-/m1/s1	KIHUVMOCFYJEMI-UCBPHCEPSA-N	1372.940927			MMDBc0042740
BASm0029542	CL(15:1(9Z)/20:0/15:1(11Z)/20:0)	CL(15:1(9Z)/20:0/15:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/20:0/15:1(11Z)/20:0) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of eicosanoic acid at the C2 and C4 positions, one chain of (11Z-pentadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-44-32-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2/h15,19,24,28,73-75,80H,5-14,16-18,20-23,25-27,29-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-/t73-,74-,75-/m1/s1	NEPMSLROWSYNEM-HGFOEEHKSA-N	1433.034827			MMDBc0042741
BASm0029543	CL(15:1(9Z)/20:0/15:1(9Z)/20:0)	CL(15:1(9Z)/20:0/15:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/20:0/15:1(9Z)/20:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C3 positions, two chains of eicosanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-44-32-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2/h23-24,27-28,73-75,80H,5-22,25-26,29-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,28-24-/t74-,75-/m1/s1	JJVLJKUQVWAOAF-OPGXOEJJSA-N	1433.034827			MMDBc0042742
BASm0029544	CL(15:1(9Z)/20:1(11Z)/15:1(11Z)/20:1(11Z))	CL(15:1(9Z)/20:1(11Z)/15:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/20:1(11Z)/15:1(11Z)/20:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of (11Z-eicosenoyl) at the C2 and C4 positions, one chain of (11Z-pentadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-44-32-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2/h15,19,24,28,33-36,73-75,80H,5-14,16-18,20-23,25-27,29-32,37-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-,35-33-,36-34-/t73-,74-,75-/m1/s1	NQQMWGIZENBGRZ-NLJLCWFKSA-N	1429.003527			MMDBc0042743
BASm0029545	CL(15:1(9Z)/20:1(11Z)/15:1(11Z)/20:1(13Z))	CL(15:1(9Z)/20:1(11Z)/15:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/20:1(11Z)/15:1(11Z)/20:1(13Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (11Z-eicosenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-44-32-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2/h15,19,24-25,28-29,34,36,73-75,80H,5-14,16-18,20-23,26-27,30-33,35,37-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-,29-25-,36-34-/t73-,74-,75-/m1/s1	BZOWGKQPZKKUFZ-GNOQSGEESA-N	1429.003527			MMDBc0042744
BASm0029546	CL(15:1(9Z)/20:1(11Z)/15:1(9Z)/20:1(11Z))	CL(15:1(9Z)/20:1(11Z)/15:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/20:1(11Z)/15:1(9Z)/20:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C3 positions, two chains of (11Z-eicosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-44-32-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2/h23-24,27-28,33-36,73-75,80H,5-22,25-26,29-32,37-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,28-24-,35-33-,36-34-/t74-,75-/m1/s1	DHNFSYSXIFAVJL-PSCYDTOBSA-N	1429.003527			MMDBc0042745
BASm0029547	CL(15:1(9Z)/20:1(11Z)/15:1(9Z)/20:1(13Z))	CL(15:1(9Z)/20:1(11Z)/15:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/20:1(11Z)/15:1(9Z)/20:1(13Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C3 positions, one chain of (11Z-eicosenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-44-32-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2/h23-25,27-29,34,36,73-75,80H,5-22,26,30-33,35,37-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,28-24-,29-25-,36-34-/t73-,74-,75-/m1/s1	KZOPRZFEKGSKMK-QCMCJVPJSA-N	1429.003527			MMDBc0042746
BASm0029548	CL(15:1(9Z)/20:1(13Z)/15:1(11Z)/20:1(11Z))	CL(15:1(9Z)/20:1(13Z)/15:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/20:1(13Z)/15:1(11Z)/20:1(11Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, one chain of (13Z-eicosenoyl) at the C2 position, one chain of (11Z-pentadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-44-32-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2/h15,19,24,26,28,30,33,35,73-75,80H,5-14,16-18,20-23,25,27,29,31-32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-,30-26-,35-33-/t73-,74-,75-/m1/s1	MGQAYYKAJUAUPD-VNYOPZOMSA-N	1429.003527			MMDBc0042747
BASm0029549	CL(15:1(9Z)/20:1(13Z)/15:1(11Z)/20:1(13Z))	CL(15:1(9Z)/20:1(13Z)/15:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/20:1(13Z)/15:1(11Z)/20:1(13Z)) contains one chain of (9Z-pentadecenoyl) at the C1 position, two chains of (13Z-eicosenoyl) at the C2 and C4 positions, one chain of (11Z-pentadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-44-32-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2/h15,19,24-26,28-30,73-75,80H,5-14,16-18,20-23,27,31-72H2,1-4H3,(H,85,86)(H,87,88)/b19-15-,28-24-,29-25-,30-26-/t73-,74-,75-/m1/s1	NPXVRCLUKCRUMI-YPSHNHJSSA-N	1429.003527			MMDBc0042748
BASm0029550	CL(15:1(9Z)/20:1(13Z)/15:1(9Z)/20:1(11Z))	CL(15:1(9Z)/20:1(13Z)/15:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/20:1(13Z)/15:1(9Z)/20:1(11Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C3 positions, one chain of (13Z-eicosenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-44-32-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2/h23-25,27-29,34,36,73-75,80H,5-22,26,30-33,35,37-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,28-24-,29-25-,36-34-/t73-,74+,75+/m0/s1	KZOPRZFEKGSKMK-WFHGKGABSA-N	1429.003527			MMDBc0042749
BASm0029551	CL(15:1(9Z)/20:1(13Z)/15:1(9Z)/20:1(13Z))	CL(15:1(9Z)/20:1(13Z)/15:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(15:1(9Z)/20:1(13Z)/15:1(9Z)/20:1(13Z)) contains two chains of (9Z-pentadecenoyl) at the C1 and C3 positions, two chains of (13Z-eicosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-41-45-49-53-57-61-65-78(83)95-74(69-89-76(81)63-59-55-51-47-43-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(70-90-77(82)64-60-56-52-48-44-32-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-42-40-38-36-34-30-26-22-18-14-10-6-2/h23-30,73-75,80H,5-22,31-72H2,1-4H3,(H,85,86)(H,87,88)/b27-23-,28-24-,29-25-,30-26-/t74-,75-/m1/s1	USDJKSBEKQQSKX-RMQOWTLNSA-N	1429.003527			MMDBc0042750
BASm0029552	CL(16:0/16:0/16:0/16:1(11Z))	CL(16:0/16:0/16:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:0/16:1(11Z)) contains three chains of hexadecanoic acid at the C1, C2 and C3 positions, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C73H140O17P2	InChI=1S/C73H140O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h19,23,67-69,74H,5-18,20-22,24-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-/t67-,68-,69-/m1/s1	DFRJDOHCPTVQFW-SACOPHJUSA-N	1350.956577			MMDBc0042751
BASm0029553	CL(16:0/16:0/16:0/18:0)	CL(16:0/16:0/16:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:0/18:0) contains one hexadecanoyl chain at the C1 position, one hexadecanoyl chain at the C2 position, one hexadecanoyl chain at the C3 position, and one octadecanoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	CCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OCC(O)COP(O)(=O)OC[C@@H](COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t69?,70-,71-/m1/s1	FJFNQADURXYENT-ALCJMYJCSA-N	1381.003526			MMDBc0042752
BASm0029554	CL(16:0/16:0/16:0/18:1(11Z))	CL(16:0/16:0/16:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:0/18:1(11Z)) contains one hexadecanoyl chain at the C1 position, one hexadecanoyl chain at the C2 position, one hexadecanoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OCC(O)COP(O)(=O)OC[C@@H](COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h25,29,69-71,76H,5-24,26-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b29-25-/t69?,70-,71-/m1/s1	XFDBANLVYPZVDW-FAXNQPFRSA-N	1378.987876			MMDBc0042753
BASm0029555	CL(16:0/16:0/16:0/20:0)	CL(16:0/16:0/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:0/20:0) contains three chains of hexadecanoic acid at the C1, C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t71-,72+,73+/m0/s1	JMKXDKYRMKCFRC-DFXUENRWSA-N	1409.034827			MMDBc0042754
BASm0029556	CL(16:0/16:0/16:0/20:1(11Z))	CL(16:0/16:0/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:0/20:1(11Z)) contains three chains of hexadecanoic acid at the C1, C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h33-34,71-73,78H,5-32,35-70H2,1-4H3,(H,83,84)(H,85,86)/b34-33-/t71-,72+,73+/m0/s1	WMEYSESFMBGVBK-SQKKUXKMSA-N	1407.019177			MMDBc0042755
BASm0029557	CL(16:0/16:0/16:0/20:1(13Z))	CL(16:0/16:0/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:0/20:1(13Z)) contains three chains of hexadecanoic acid at the C1, C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h25,29,71-73,78H,5-24,26-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-/t71-,72+,73+/m0/s1	NAHBKYIVGITZPR-ROZFTGJYSA-N	1407.019177			MMDBc0042756
BASm0029558	CL(16:0/16:0/16:0/22:0)	CL(16:0/16:0/16:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:0/22:0) contains three chains of hexadecanoic acid at the C1, C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	XYCCRLQBXFWDFD-ARQKOWHBSA-N	1437.066127			MMDBc0042757
BASm0029559	CL(16:0/16:0/16:0/22:1(11Z))	CL(16:0/16:0/16:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:0/22:1(11Z)) contains three chains of hexadecanoic acid at the C1, C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h35-36,73-75,80H,5-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b36-35-/t73-,74+,75+/m0/s1	IMDOKHVGJLNFPJ-KQJVKHBFSA-N	1435.050477			MMDBc0042758
BASm0029560	CL(16:0/16:0/16:0/22:1(9Z))	CL(16:0/16:0/16:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:0/22:1(9Z)) contains three chains of hexadecanoic acid at the C1, C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h37-38,73-75,80H,5-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b38-37-/t73-,74+,75+/m0/s1	SPVKJFCMNAYKPX-KJSACERUSA-N	1435.050477			MMDBc0042759
BASm0029561	CL(16:0/16:0/16:0/24:0)	CL(16:0/16:0/16:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:0/24:0) contains three chains of hexadecanoic acid at the C1, C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	CVYSRNGXRKLQSC-HRXLSSNSSA-N	1465.097428			MMDBc0042760
BASm0029562	CL(16:0/16:0/16:0/24:1(11Z))	CL(16:0/16:0/16:0/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:0/24:1(11Z)) contains three chains of hexadecanoic acid at the C1, C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h37-38,75-77,82H,5-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b38-37-/t75-,76+,77+/m0/s1	BDBZTHPVGJENML-PPDVTESNSA-N	1463.081778			MMDBc0042761
BASm0029563	CL(16:0/16:0/16:0/24:1(9Z))	CL(16:0/16:0/16:0/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:0/24:1(9Z)) contains three chains of hexadecanoic acid at the C1, C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h39-40,75-77,82H,5-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b40-39-/t75-,76+,77+/m0/s1	ICEUDJZZZDYMEB-YALXCUQOSA-N	1463.081778			MMDBc0042762
BASm0029564	CL(16:0/16:0/16:1(11Z)/18:0)	CL(16:0/16:0/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(11Z)/18:0) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h19,23,69-71,76H,5-18,20-22,24-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-/t69-,70+,71+/m0/s1	BQVGRGXJJAVVPY-UBSICRRMSA-N	1378.987877			MMDBc0042763
BASm0029565	CL(16:0/16:0/16:1(11Z)/18:1(11Z))	CL(16:0/16:0/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(11Z)/18:1(11Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h19,23,25,29,69-71,76H,5-18,20-22,24,26-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,29-25-/t69-,70+,71+/m0/s1	VDMKOMFMBMGPIQ-GGFOPOHJSA-N	1376.972227			MMDBc0042764
BASm0029566	CL(16:0/16:0/16:1(11Z)/18:1(9Z))	CL(16:0/16:0/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(11Z)/18:1(9Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h19,23,33-34,69-71,76H,5-18,20-22,24-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,34-33-/t69-,70+,71+/m0/s1	MGBGPALEMGXDDD-IBTLMDDRSA-N	1376.972227			MMDBc0042765
BASm0029567	CL(16:0/16:0/16:1(11Z)/20:0)	CL(16:0/16:0/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(11Z)/20:0) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h19,23,71-73,78H,5-18,20-22,24-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-/t71-,72+,73+/m0/s1	NWIDQOCLZMFMFN-HOIREUNFSA-N	1407.019177			MMDBc0042766
BASm0029568	CL(16:0/16:0/16:1(11Z)/20:1(11Z))	CL(16:0/16:0/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(11Z)/20:1(11Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h19,23,33-34,71-73,78H,5-18,20-22,24-32,35-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,34-33-/t71-,72+,73+/m0/s1	OYFKOXCSFXBMGH-SQWIOPQRSA-N	1405.003527			MMDBc0042767
BASm0029569	CL(16:0/16:0/16:1(11Z)/20:1(13Z))	CL(16:0/16:0/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(11Z)/20:1(13Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h19,23,25,29,71-73,78H,5-18,20-22,24,26-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,29-25-/t71-,72+,73+/m0/s1	WMKCGVKLRGBARZ-NBOHWPFZSA-N	1405.003527			MMDBc0042768
BASm0029570	CL(16:0/16:0/16:1(11Z)/22:0)	CL(16:0/16:0/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(11Z)/22:0) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h19,23,73-75,80H,5-18,20-22,24-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-/t73-,74+,75+/m0/s1	KDZZKLBTGRMAKX-KACDVLJISA-N	1435.050477			MMDBc0042769
BASm0029571	CL(16:0/16:0/16:1(11Z)/22:1(11Z))	CL(16:0/16:0/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(11Z)/22:1(11Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h19,23,35-36,73-75,80H,5-18,20-22,24-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,36-35-/t73-,74+,75+/m0/s1	RWRCWYWCWXOANV-FMELVDEOSA-N	1433.034827			MMDBc0042770
BASm0029572	CL(16:0/16:0/16:1(11Z)/22:1(9Z))	CL(16:0/16:0/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(11Z)/22:1(9Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h19,23,37-38,73-75,80H,5-18,20-22,24-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,38-37-/t73-,74+,75+/m0/s1	NZXNLWNORHTNHL-RPOJLTNQSA-N	1433.034827			MMDBc0042771
BASm0029573	CL(16:0/16:0/16:1(11Z)/24:0)	CL(16:0/16:0/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(11Z)/24:0) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h19,23,75-77,82H,5-18,20-22,24-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-/t75-,76+,77+/m0/s1	VDIPNCHVVLNGBU-ZMGHOTMQSA-N	1463.081778			MMDBc0042772
BASm0029574	CL(16:0/16:0/16:1(11Z)/24:1(11Z))	CL(16:0/16:0/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(11Z)/24:1(11Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h19,23,37-38,75-77,82H,5-18,20-22,24-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,38-37-/t75-,76+,77+/m0/s1	VGWOHIFRLQCOFQ-BTDXDZHKSA-N	1461.066127			MMDBc0042773
BASm0029575	CL(16:0/16:0/16:1(11Z)/24:1(9Z))	CL(16:0/16:0/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(11Z)/24:1(9Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h19,23,39-40,75-77,82H,5-18,20-22,24-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,40-39-/t75-,76+,77+/m0/s1	CBCPTLOTVSSQCF-KNPUVNSYSA-N	1461.066127			MMDBc0042774
BASm0029576	CL(16:0/16:0/16:1(9Z)/18:0)	CL(16:0/16:0/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(9Z)/18:0) contains one hexadecanoyl chain at the C1 position, one hexadecanoyl chain at the C2 position, one 9Z-hexadecenoyl chain at the C3 position, and one octadecanoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C75H144O17P2	InChI=1S/C75H144O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h27,31,69-71,76H,5-26,28-30,32-68H2,1-4H3,(H,81,82)(H,83,84)/b31-27-/t69-,70+,71+/m0/s1	UGHQVAOVGLUPIS-OTZXMEDXSA-N	1378.987877			MMDBc0042775
BASm0029577	CL(16:0/16:0/16:1(9Z)/18:1(11Z))	CL(16:0/16:0/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(9Z)/18:1(11Z)) contains one hexadecanoyl chain at the C1 position, one hexadecanoyl chain at the C2 position, one 9Z-hexadecenoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h25,27,29,31,69-71,76H,5-24,26,28,30,32-68H2,1-4H3,(H,81,82)(H,83,84)/b29-25-,31-27-/t69-,70+,71+/m0/s1	DOLLEVJSOUFCPQ-FSTLVUEISA-N	1376.972227			MMDBc0042776
BASm0029578	CL(16:0/16:0/16:1(9Z)/20:0)	CL(16:0/16:0/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(9Z)/20:0) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h27,31,71-73,78H,5-26,28-30,32-70H2,1-4H3,(H,83,84)(H,85,86)/b31-27-/t71-,72+,73+/m0/s1	AHRVYBUQHNREQD-ZSIXIYJTSA-N	1407.019177			MMDBc0042777
BASm0029579	CL(16:0/16:0/16:1(9Z)/20:1(11Z))	CL(16:0/16:0/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(9Z)/20:1(11Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h27,31,33-34,71-73,78H,5-26,28-30,32,35-70H2,1-4H3,(H,83,84)(H,85,86)/b31-27-,34-33-/t71-,72+,73+/m0/s1	NQGZDCPPVTZDJW-LVWVLFHSSA-N	1405.003527			MMDBc0042778
BASm0029580	CL(16:0/16:0/16:1(9Z)/20:1(13Z))	CL(16:0/16:0/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(9Z)/20:1(13Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h25,27,29,31,71-73,78H,5-24,26,28,30,32-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,31-27-/t71-,72+,73+/m0/s1	ZDBVMGZOIVIZBW-WXUZLPPJSA-N	1405.003527			MMDBc0042779
BASm0029581	CL(16:0/16:0/16:1(9Z)/22:0)	CL(16:0/16:0/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(9Z)/22:0) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h27,31,73-75,80H,5-26,28-30,32-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-/t73-,74+,75+/m0/s1	BTGQNMCNIDCVHK-YKEHFVOGSA-N	1435.050477			MMDBc0042780
BASm0029582	CL(16:0/16:0/16:1(9Z)/22:1(11Z))	CL(16:0/16:0/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(9Z)/22:1(11Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h27,31,35-36,73-75,80H,5-26,28-30,32-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-,36-35-/t73-,74+,75+/m0/s1	BBDOKCYACZUFOA-JBNSLZPSSA-N	1433.034827			MMDBc0042781
BASm0029583	CL(16:0/16:0/16:1(9Z)/22:1(9Z))	CL(16:0/16:0/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(9Z)/22:1(9Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h27,31,37-38,73-75,80H,5-26,28-30,32-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-,38-37-/t73-,74+,75+/m0/s1	SJMZNJUZEXBUPB-OCSGZEMNSA-N	1433.034827			MMDBc0042782
BASm0029584	CL(16:0/16:0/16:1(9Z)/24:0)	CL(16:0/16:0/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(9Z)/24:0) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h27,31,75-77,82H,5-26,28-30,32-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-/t75-,76+,77+/m0/s1	LTCVNIHSSOCVOK-HMGLCYRESA-N	1463.081778			MMDBc0042783
BASm0029585	CL(16:0/16:0/16:1(9Z)/24:1(11Z))	CL(16:0/16:0/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(9Z)/24:1(11Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h27,31,37-38,75-77,82H,5-26,28-30,32-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,38-37-/t75-,76+,77+/m0/s1	MBUJNQMQTYYMHQ-GVABGYBXSA-N	1461.066127			MMDBc0042784
BASm0029586	CL(16:0/16:0/16:1(9Z)/24:1(9Z))	CL(16:0/16:0/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/16:1(9Z)/24:1(9Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h27,31,39-40,75-77,82H,5-26,28-30,32-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,40-39-/t75-,76+,77+/m0/s1	KIIKDCRQVMSPBG-SVZFMDHNSA-N	1461.066127			MMDBc0042785
BASm0029587	CL(16:0/16:0/18:0/18:1(11Z))	CL(16:0/16:0/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/18:0/18:1(11Z)) contains one hexadecanoyl chain at the C1 position, one hexadecanoyl chain at the C2 position, one octadecanoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h26,30,71-73,78H,5-25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-/t71-,72+,73+/m0/s1	KFUZIVOLPWZQCP-BZAVONBXSA-N	1407.019177			MMDBc0042786
BASm0029588	CL(16:0/16:0/18:0/18:1(9Z))	CL(16:0/16:0/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/18:0/18:1(9Z)) contains one hexadecanoyl chain at the C1 position, one hexadecanoyl chain at the C2 position, one octadecanoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h34,36,71-73,78H,5-33,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b36-34-/t71-,72+,73+/m0/s1	HYFCNPYHPNEQPO-UTPTUZLBSA-N	1407.019177			MMDBc0042787
BASm0029589	CL(16:0/16:0/18:0/20:0)	CL(16:0/16:0/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/18:0/20:0) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	IUDFWBZUAYDMBQ-ARQKOWHBSA-N	1437.066127			MMDBc0042788
BASm0029590	CL(16:0/16:0/18:0/20:1(11Z))	CL(16:0/16:0/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/18:0/20:1(11Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h33,35,73-75,80H,5-32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b35-33-/t73-,74+,75+/m0/s1	LMWBLDOYWZKNIA-QVJUYHRZSA-N	1435.050477			MMDBc0042789
BASm0029591	CL(16:0/16:0/18:0/20:1(13Z))	CL(16:0/16:0/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/18:0/20:1(13Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h25,29,73-75,80H,5-24,26-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-/t73-,74+,75+/m0/s1	PPZDIIWWDKXZSW-KWPJMFRESA-N	1435.050477			MMDBc0042790
BASm0029592	CL(16:0/16:0/18:0/22:0)	CL(16:0/16:0/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/18:0/22:0) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	MRXQQVSJMQUNTH-HRXLSSNSSA-N	1465.097428			MMDBc0042791
BASm0029593	CL(16:0/16:0/18:0/22:1(11Z))	CL(16:0/16:0/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/18:0/22:1(11Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h36-37,75-77,82H,5-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b37-36-/t75-,76+,77+/m0/s1	ZOVKLSHDIGOXLM-VHNHMIMZSA-N	1463.081778			MMDBc0042792
BASm0029594	CL(16:0/16:0/18:0/22:1(9Z))	CL(16:0/16:0/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/18:0/22:1(9Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h38,40,75-77,82H,5-37,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b40-38-/t75-,76+,77+/m0/s1	PXOMFYQIIJHSCX-BHERISPHSA-N	1463.081778			MMDBc0042793
BASm0029595	CL(16:0/16:0/18:1(11Z)/20:0)	CL(16:0/16:0/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/18:1(11Z)/20:0) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h26,30,73-75,80H,5-25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-/t73-,74+,75+/m0/s1	ZVVQFLDSSWOCAX-HKUNFGDVSA-N	1435.050477			MMDBc0042794
BASm0029596	CL(16:0/16:0/18:1(11Z)/20:1(11Z))	CL(16:0/16:0/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/18:1(11Z)/20:1(11Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h26,30,33,35,73-75,80H,5-25,27-29,31-32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,35-33-/t73-,74+,75+/m0/s1	ASPDJXIPRPWVBN-YDKNQDSGSA-N	1433.034827			MMDBc0042795
BASm0029597	CL(16:0/16:0/18:1(11Z)/20:1(13Z))	CL(16:0/16:0/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/18:1(11Z)/20:1(13Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h25-26,29-30,73-75,80H,5-24,27-28,31-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,30-26-/t73-,74+,75+/m0/s1	PEVWNZKURMDPBQ-XVBFPVFISA-N	1433.034827			MMDBc0042796
BASm0029598	CL(16:0/16:0/18:1(11Z)/22:0)	CL(16:0/16:0/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/18:1(11Z)/22:0) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26,30,75-77,82H,5-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-/t75-,76+,77+/m0/s1	YZJPBSHPEAIRPK-QBBAVDQISA-N	1463.081778			MMDBc0042797
BASm0029599	CL(16:0/16:0/18:1(11Z)/22:1(11Z))	CL(16:0/16:0/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/18:1(11Z)/22:1(11Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26,30,36-37,75-77,82H,5-25,27-29,31-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,37-36-/t75-,76+,77+/m0/s1	KXFGDAZAKIRBBG-GOEZCZFTSA-N	1461.066127			MMDBc0042798
BASm0029600	CL(16:0/16:0/18:1(11Z)/22:1(9Z))	CL(16:0/16:0/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/18:1(11Z)/22:1(9Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26,30,38,40,75-77,82H,5-25,27-29,31-37,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,40-38-/t75-,76+,77+/m0/s1	DSLOKVVFLMXHAG-YUKSTSQBSA-N	1461.066127			MMDBc0042799
BASm0029601	CL(16:0/16:0/18:1(9Z)/20:0)	CL(16:0/16:0/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/18:1(9Z)/20:0) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h34,37,73-75,80H,5-33,35-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b37-34-/t73-,74+,75+/m0/s1	XHMJWTSBYHCPTR-SSPGZULISA-N	1435.050477			MMDBc0042800
BASm0029602	CL(16:0/16:0/18:1(9Z)/20:1(11Z))	CL(16:0/16:0/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/18:1(9Z)/20:1(11Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h33-35,37,73-75,80H,5-32,36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b35-33-,37-34-/t73-,74+,75+/m0/s1	LIGMCMJMUKXYFV-WRDYCIADSA-N	1433.034827			MMDBc0042801
BASm0029603	CL(16:0/16:0/18:1(9Z)/20:1(13Z))	CL(16:0/16:0/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/18:1(9Z)/20:1(13Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h25,29,34,37,73-75,80H,5-24,26-28,30-33,35-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,37-34-/t73-,74+,75+/m0/s1	MEMJKTGXTUOXKA-FGSCCNQMSA-N	1433.034827			MMDBc0042802
BASm0029604	CL(16:0/16:0/18:1(9Z)/22:0)	CL(16:0/16:0/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/18:1(9Z)/22:0) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h34,39,75-77,82H,5-33,35-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-34-/t75-,76+,77+/m0/s1	QHNGXDAXOUQAGJ-NITJBBRUSA-N	1463.081778			MMDBc0042803
BASm0029605	CL(16:0/16:0/18:1(9Z)/22:1(11Z))	CL(16:0/16:0/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/18:1(9Z)/22:1(11Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h34,36-37,39,75-77,82H,5-33,35,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b37-36-,39-34-/t75-,76+,77+/m0/s1	RNZDSAXMJAFCIV-QEZJGUQKSA-N	1461.066127			MMDBc0042804
BASm0029606	CL(16:0/16:0/18:1(9Z)/22:1(9Z))	CL(16:0/16:0/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/18:1(9Z)/22:1(9Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h34,38-40,75-77,82H,5-33,35-37,41-74H2,1-4H3,(H,87,88)(H,89,90)/b39-34-,40-38-/t75-,76+,77+/m0/s1	JESGXMPFVOGZCA-KXRXMDKYSA-N	1461.066127			MMDBc0042805
BASm0029607	CL(16:0/16:0/20:0/20:1(11Z))	CL(16:0/16:0/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/20:0/20:1(11Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h34,36,75-77,82H,5-33,35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b36-34-/t75-,76+,77+/m0/s1	WPJZQXOJGOTNPL-NSFZGQOVSA-N	1463.081778			MMDBc0042806
BASm0029608	CL(16:0/16:0/20:0/20:1(13Z))	CL(16:0/16:0/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:0/20:0/20:1(13Z)) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26,30,75-77,82H,5-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-/t75-,76+,77+/m0/s1	KTJMWUXEQXDSKV-QBBAVDQISA-N	1463.081778			MMDBc0042807
BASm0029609	CL(16:0/16:1(11Z)/16:0/16:1(11Z))	CL(16:0/16:1(11Z)/16:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:0/16:1(11Z)) contains two chains of hexadecanoic acid at the C1 and C3 positions, two chains of (11Z-hexadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h19-20,23-24,67-69,74H,5-18,21-22,25-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,24-20-/t68-,69-/m1/s1	DACOTXNVNGLJAG-PAYWHBRPSA-N	1348.940927			MMDBc0042808
BASm0029610	CL(16:0/16:1(11Z)/16:0/16:1(9Z))	CL(16:0/16:1(11Z)/16:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:0/16:1(9Z)) contains two chains of hexadecanoic acid at the C1 and C3 positions, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h19,23,28,32,67-69,74H,5-18,20-22,24-27,29-31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,32-28-/t67-,68+,69+/m0/s1	HOIZRSULHNXFOZ-PSMJFFSASA-N	1348.940927			MMDBc0042809
BASm0029611	CL(16:0/16:1(11Z)/16:1(11Z)/16:1(11Z))	CL(16:0/16:1(11Z)/16:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(11Z)/16:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, three chains of (11Z-hexadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h17,19-21,23-24,67-69,74H,5-16,18,22,25-66H2,1-4H3,(H,79,80)(H,81,82)/b21-17-,23-19-,24-20-/t67-,68-,69-/m1/s1	UHCOJKKQIJUENU-FTWVTOCTSA-N	1346.925277			MMDBc0042810
BASm0029612	CL(16:0/16:1(11Z)/16:1(11Z)/16:1(9Z))	CL(16:0/16:1(11Z)/16:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(11Z)/16:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h17,20-21,24,27,31,67-69,74H,5-16,18-19,22-23,25-26,28-30,32-66H2,1-4H3,(H,79,80)(H,81,82)/b21-17-,24-20-,31-27-/t67-,68-,69-/m1/s1	PNDRFGXMGIEIEY-IWCQTONTSA-N	1346.925277			MMDBc0042811
BASm0029613	CL(16:0/16:1(11Z)/16:1(11Z)/18:0)	CL(16:0/16:1(11Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(11Z)/18:0) contains one chain of hexadecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h19-20,23-24,69-71,76H,5-18,21-22,25-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-/t69-,70+,71+/m0/s1	OADXMNHTJMBKEP-NEEJKMQDSA-N	1376.972227			MMDBc0042812
BASm0029614	CL(16:0/16:1(11Z)/16:1(11Z)/18:1(11Z))	CL(16:0/16:1(11Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(11Z)/18:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h19-20,23-25,29,69-71,76H,5-18,21-22,26-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,29-25-/t69-,70+,71+/m0/s1	SPWYCDYNCOPAHB-NMRUOUFUSA-N	1374.956577			MMDBc0042813
BASm0029615	CL(16:0/16:1(11Z)/16:1(11Z)/18:1(9Z))	CL(16:0/16:1(11Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(11Z)/18:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h19-20,23-24,33-34,69-71,76H,5-18,21-22,25-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,34-33-/t69-,70+,71+/m0/s1	JUYYOGLGXZZZLM-ZMLOUGOKSA-N	1374.956577			MMDBc0042814
BASm0029616	CL(16:0/16:1(11Z)/16:1(11Z)/20:0)	CL(16:0/16:1(11Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(11Z)/20:0) contains one chain of hexadecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h19-20,23-24,71-73,78H,5-18,21-22,25-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-/t71-,72+,73+/m0/s1	WBVAVAVBQSRTDR-CTZDUGGDSA-N	1405.003527			MMDBc0042815
BASm0029617	CL(16:0/16:1(11Z)/16:1(11Z)/20:1(11Z))	CL(16:0/16:1(11Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(11Z)/20:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h19-20,23-24,33-34,71-73,78H,5-18,21-22,25-32,35-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,34-33-/t71-,72+,73+/m0/s1	VEYHJSVTCXBSGO-RKLQRQKZSA-N	1402.987877			MMDBc0042816
BASm0029618	CL(16:0/16:1(11Z)/16:1(11Z)/20:1(13Z))	CL(16:0/16:1(11Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(11Z)/20:1(13Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h19-20,23-25,29,71-73,78H,5-18,21-22,26-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,29-25-/t71-,72+,73+/m0/s1	VMWFZROSDWQRSM-OFWBIQBDSA-N	1402.987877			MMDBc0042817
BASm0029619	CL(16:0/16:1(11Z)/16:1(11Z)/22:0)	CL(16:0/16:1(11Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(11Z)/22:0) contains one chain of hexadecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h19-20,23-24,73-75,80H,5-18,21-22,25-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-/t73-,74+,75+/m0/s1	JMSGYDOOGGNXHM-BKBSSOESSA-N	1433.034827			MMDBc0042818
BASm0029620	CL(16:0/16:1(11Z)/16:1(11Z)/22:1(11Z))	CL(16:0/16:1(11Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(11Z)/22:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h19-20,23-24,35-36,73-75,80H,5-18,21-22,25-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,36-35-/t73-,74+,75+/m0/s1	ZEZDCVMILIJDAV-OCYYJOSGSA-N	1431.019177			MMDBc0042819
BASm0029621	CL(16:0/16:1(11Z)/16:1(11Z)/22:1(9Z))	CL(16:0/16:1(11Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(11Z)/22:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h19-20,23-24,37-38,73-75,80H,5-18,21-22,25-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,38-37-/t73-,74+,75+/m0/s1	JIWNKPIINLLASJ-ONGIZFLCSA-N	1431.019177			MMDBc0042820
BASm0029622	CL(16:0/16:1(11Z)/16:1(11Z)/24:0)	CL(16:0/16:1(11Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(11Z)/24:0) contains one chain of hexadecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h19-20,23-24,75-77,82H,5-18,21-22,25-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-/t75-,76+,77+/m0/s1	NHSFAKWEVHMLQN-PRYDJSFCSA-N	1461.066127			MMDBc0042821
BASm0029623	CL(16:0/16:1(11Z)/16:1(11Z)/24:1(11Z))	CL(16:0/16:1(11Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(11Z)/24:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h19-20,23-24,37-38,75-77,82H,5-18,21-22,25-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,38-37-/t75-,76+,77+/m0/s1	GGWOQCHKRAOHMZ-KBZARIBVSA-N	1459.050477			MMDBc0042822
BASm0029624	CL(16:0/16:1(11Z)/16:1(11Z)/24:1(9Z))	CL(16:0/16:1(11Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(11Z)/24:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h19-20,23-24,39-40,75-77,82H,5-18,21-22,25-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,40-39-/t75-,76+,77+/m0/s1	FBVZYYNOPIIMMK-RDOIYSPSSA-N	1459.050477			MMDBc0042823
BASm0029625	CL(16:0/16:1(11Z)/16:1(9Z)/16:1(11Z))	CL(16:0/16:1(11Z)/16:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(9Z)/16:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C4 positions, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h19-20,23-25,29,67-69,74H,5-18,21-22,26-28,30-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,24-20-,29-25-/t67-,68-,69-/m1/s1	YWRDLHDXWXFQDE-IFOMNMSJSA-N	1346.925277			MMDBc0042824
BASm0029626	CL(16:0/16:1(11Z)/16:1(9Z)/16:1(9Z))	CL(16:0/16:1(11Z)/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(9Z)/16:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h19,23,26,28,30,32,67-69,74H,5-18,20-22,24-25,27,29,31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,30-26-,32-28-/t67-,68+,69+/m0/s1	HANRYHVSHGFYQD-FRYAPJNOSA-N	1346.925277			MMDBc0042825
BASm0029627	CL(16:0/16:1(11Z)/16:1(9Z)/18:0)	CL(16:0/16:1(11Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(9Z)/18:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h20,24,27,31,69-71,76H,5-19,21-23,25-26,28-30,32-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,31-27-/t69-,70+,71+/m0/s1	RLWCNPMOKSGGAI-FRWUBVCHSA-N	1376.972227			MMDBc0042826
BASm0029628	CL(16:0/16:1(11Z)/16:1(9Z)/18:1(11Z))	CL(16:0/16:1(11Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(9Z)/18:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h20,24-25,27,29,31,69-71,76H,5-19,21-23,26,28,30,32-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,29-25-,31-27-/t69-,70+,71+/m0/s1	NNYCUEJFDDMCNG-ZLXOUHNJSA-N	1374.956577			MMDBc0042827
BASm0029629	CL(16:0/16:1(11Z)/16:1(9Z)/18:1(9Z))	CL(16:0/16:1(11Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(9Z)/18:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h20,24,27,31,33-34,69-71,76H,5-19,21-23,25-26,28-30,32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,31-27-,34-33-/t69-,70+,71+/m0/s1	WWLGNMUDXXNXHH-SYHLJFTJSA-N	1374.956577			MMDBc0042828
BASm0029630	CL(16:0/16:1(11Z)/16:1(9Z)/20:0)	CL(16:0/16:1(11Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(9Z)/20:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h20,24,27,31,71-73,78H,5-19,21-23,25-26,28-30,32-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,31-27-/t71-,72+,73+/m0/s1	ZWYBOYNGPDCWLB-JPTZLIFPSA-N	1405.003527			MMDBc0042829
BASm0029631	CL(16:0/16:1(11Z)/16:1(9Z)/20:1(11Z))	CL(16:0/16:1(11Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(9Z)/20:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h20,24,27,31,33-34,71-73,78H,5-19,21-23,25-26,28-30,32,35-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,31-27-,34-33-/t71-,72+,73+/m0/s1	RZTFJQGASMPJFJ-KVQGHSSOSA-N	1402.987877			MMDBc0042830
BASm0029632	CL(16:0/16:1(11Z)/16:1(9Z)/20:1(13Z))	CL(16:0/16:1(11Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(9Z)/20:1(13Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h20,24-25,27,29,31,71-73,78H,5-19,21-23,26,28,30,32-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,29-25-,31-27-/t71-,72+,73+/m0/s1	OLRBIBOLLDHPMC-BMPXKKHRSA-N	1402.987877			MMDBc0042831
BASm0029633	CL(16:0/16:1(11Z)/16:1(9Z)/22:0)	CL(16:0/16:1(11Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(9Z)/22:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h20,24,27,31,73-75,80H,5-19,21-23,25-26,28-30,32-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,31-27-/t73-,74+,75+/m0/s1	BPWHAMYDICLIRZ-KQEYXPSVSA-N	1433.034827			MMDBc0042832
BASm0029634	CL(16:0/16:1(11Z)/16:1(9Z)/22:1(11Z))	CL(16:0/16:1(11Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(9Z)/22:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h20,24,27,31,35-36,73-75,80H,5-19,21-23,25-26,28-30,32-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,31-27-,36-35-/t73-,74+,75+/m0/s1	BVHGUTYHBPBEBE-LLWONEIHSA-N	1431.019177			MMDBc0042833
BASm0029635	CL(16:0/16:1(11Z)/16:1(9Z)/22:1(9Z))	CL(16:0/16:1(11Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(9Z)/22:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h20,24,27,31,37-38,73-75,80H,5-19,21-23,25-26,28-30,32-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,31-27-,38-37-/t73-,74+,75+/m0/s1	NFGDJBYVJONQSI-AXSMRTCCSA-N	1431.019177			MMDBc0042834
BASm0029636	CL(16:0/16:1(11Z)/16:1(9Z)/24:0)	CL(16:0/16:1(11Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(9Z)/24:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h20,24,27,31,75-77,82H,5-19,21-23,25-26,28-30,32-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-/t75-,76+,77+/m0/s1	PSKCVHZOIPWWGR-YPULFDNHSA-N	1461.066127			MMDBc0042835
BASm0029637	CL(16:0/16:1(11Z)/16:1(9Z)/24:1(11Z))	CL(16:0/16:1(11Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(9Z)/24:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h20,24,27,31,37-38,75-77,82H,5-19,21-23,25-26,28-30,32-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-,38-37-/t75-,76+,77+/m0/s1	JYJOWQFBFYHMHZ-YIHCGZIDSA-N	1459.050477			MMDBc0042836
BASm0029638	CL(16:0/16:1(11Z)/16:1(9Z)/24:1(9Z))	CL(16:0/16:1(11Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/16:1(9Z)/24:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h20,24,27,31,39-40,75-77,82H,5-19,21-23,25-26,28-30,32-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-,40-39-/t75-,76+,77+/m0/s1	PRCQEKHRXPFFTM-LDGBOPHLSA-N	1459.050477			MMDBc0042837
BASm0029639	CL(16:0/16:1(11Z)/18:0/18:0)	CL(16:0/16:1(11Z)/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/18:0/18:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h20,24,71-73,78H,5-19,21-23,25-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-/t71-,72+,73+/m0/s1	ZZNFZONRDPVFGA-KTTVDIAXSA-N	1407.019177			MMDBc0042838
BASm0029640	CL(16:0/16:1(11Z)/18:0/18:1(11Z))	CL(16:0/16:1(11Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/18:0/18:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h20,24,26,30,71-73,78H,5-19,21-23,25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,30-26-/t71-,72+,73+/m0/s1	JEQWOEZOFYRWGN-GQKOCHDNSA-N	1405.003527			MMDBc0042839
BASm0029641	CL(16:0/16:1(11Z)/18:0/18:1(9Z))	CL(16:0/16:1(11Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/18:0/18:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h20,24,34,36,71-73,78H,5-19,21-23,25-33,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,36-34-/t71-,72+,73+/m0/s1	HHSMBUIAFQGBAJ-ISAJGFGGSA-N	1405.003527			MMDBc0042840
BASm0029642	CL(16:0/16:1(11Z)/18:0/20:0)	CL(16:0/16:1(11Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/18:0/20:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24,73-75,80H,5-19,21-23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-/t73-,74+,75+/m0/s1	CCUBIQOYCBTVGR-DEPVYLCVSA-N	1435.050477			MMDBc0042841
BASm0029643	CL(16:0/16:1(11Z)/18:0/20:1(11Z))	CL(16:0/16:1(11Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/18:0/20:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24,33,35,73-75,80H,5-19,21-23,25-32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,35-33-/t73-,74+,75+/m0/s1	YHNJLPHJWSWLIC-TZZKQULNSA-N	1433.034827			MMDBc0042842
BASm0029644	CL(16:0/16:1(11Z)/18:0/20:1(13Z))	CL(16:0/16:1(11Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/18:0/20:1(13Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24-25,29,73-75,80H,5-19,21-23,26-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,29-25-/t73-,74+,75+/m0/s1	HNNDWNSMMOYWON-VPGWZHQXSA-N	1433.034827			MMDBc0042843
BASm0029645	CL(16:0/16:1(11Z)/18:0/22:0)	CL(16:0/16:1(11Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/18:0/22:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,75-77,82H,5-19,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-/t75-,76+,77+/m0/s1	AFVUFRFQVFSEJY-ABFKWZFKSA-N	1463.081778			MMDBc0042844
BASm0029646	CL(16:0/16:1(11Z)/18:0/22:1(11Z))	CL(16:0/16:1(11Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/18:0/22:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,36-37,75-77,82H,5-19,21-23,25-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,37-36-/t75-,76+,77+/m0/s1	GVUNOKHMSWWTIM-GABYXNBXSA-N	1461.066127			MMDBc0042845
BASm0029647	CL(16:0/16:1(11Z)/18:0/22:1(9Z))	CL(16:0/16:1(11Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/18:0/22:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,38,40,75-77,82H,5-19,21-23,25-37,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,40-38-/t75-,76+,77+/m0/s1	WNLVRROGFAUJDA-GOIODHESSA-N	1461.066127			MMDBc0042846
BASm0029648	CL(16:0/16:1(11Z)/18:1(11Z)/18:1(11Z))	CL(16:0/16:1(11Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/18:1(11Z)/18:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h20,24-26,29-30,71-73,78H,5-19,21-23,27-28,31-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,29-25-,30-26-/t71-,72+,73+/m0/s1	ZJGGOLUVBBAHMM-TYHMEUCOSA-N	1402.987877			MMDBc0042847
BASm0029649	CL(16:0/16:1(11Z)/18:1(11Z)/18:1(9Z))	CL(16:0/16:1(11Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/18:1(11Z)/18:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h20,24-25,29,34,36,71-73,78H,5-19,21-23,26-28,30-33,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,29-25-,36-34-/t71-,72+,73+/m0/s1	MAQAZRFRYNKYHL-VCKGFTIZSA-N	1402.987877			MMDBc0042848
BASm0029650	CL(16:0/16:1(11Z)/18:1(11Z)/20:0)	CL(16:0/16:1(11Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/18:1(11Z)/20:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24,26,30,73-75,80H,5-19,21-23,25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-/t73-,74+,75+/m0/s1	GCRFPMHZYQRSCO-IXFHZBIMSA-N	1433.034827			MMDBc0042849
BASm0029651	CL(16:0/16:1(11Z)/18:1(11Z)/20:1(11Z))	CL(16:0/16:1(11Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/18:1(11Z)/20:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24,26,30,33,35,73-75,80H,5-19,21-23,25,27-29,31-32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,35-33-/t73-,74+,75+/m0/s1	SSVRNHYXNIZIPA-GCXWSMFTSA-N	1431.019177			MMDBc0042850
BASm0029652	CL(16:0/16:1(11Z)/18:1(11Z)/20:1(13Z))	CL(16:0/16:1(11Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/18:1(11Z)/20:1(13Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24-26,29-30,73-75,80H,5-19,21-23,27-28,31-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,29-25-,30-26-/t73-,74+,75+/m0/s1	ZRDXYGWBCKJSDI-OKBXNHOJSA-N	1431.019177			MMDBc0042851
BASm0029653	CL(16:0/16:1(11Z)/18:1(11Z)/22:0)	CL(16:0/16:1(11Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/18:1(11Z)/22:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,26,30,75-77,82H,5-19,21-23,25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-/t75-,76+,77+/m0/s1	RWVBNCUFYOTZJF-NKZCOSNDSA-N	1461.066127			MMDBc0042852
BASm0029654	CL(16:0/16:1(11Z)/18:1(11Z)/22:1(11Z))	CL(16:0/16:1(11Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/18:1(11Z)/22:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,26,30,36-37,75-77,82H,5-19,21-23,25,27-29,31-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,37-36-/t75-,76+,77+/m0/s1	HIMQNOXHVKVGHZ-CGJSWTTMSA-N	1459.050477			MMDBc0042853
BASm0029655	CL(16:0/16:1(11Z)/18:1(11Z)/22:1(9Z))	CL(16:0/16:1(11Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/18:1(11Z)/22:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,26,30,38,40,75-77,82H,5-19,21-23,25,27-29,31-37,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,40-38-/t75-,76+,77+/m0/s1	ZFUZPTZTLSRWRN-JZWYJTENSA-N	1459.050477			MMDBc0042854
BASm0029656	CL(16:0/16:1(11Z)/18:1(9Z)/18:1(11Z))	CL(16:0/16:1(11Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/18:1(9Z)/18:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h20,24,26,30,33,35,71-73,78H,5-19,21-23,25,27-29,31-32,34,36-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,30-26-,35-33-/t71-,72+,73+/m0/s1	NKBBBCHXLZELEN-SHFFARCPSA-N	1402.987877			MMDBc0042855
BASm0029657	CL(16:0/16:1(11Z)/18:1(9Z)/18:1(9Z))	CL(16:0/16:1(11Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/18:1(9Z)/18:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h20,24,33-36,71-73,78H,5-19,21-23,25-32,37-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,35-33-,36-34-/t71-,72+,73+/m0/s1	VFXFKQOGOXMMTC-PTGIRNNXSA-N	1402.987877			MMDBc0042856
BASm0029658	CL(16:0/16:1(11Z)/18:1(9Z)/20:0)	CL(16:0/16:1(11Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/18:1(9Z)/20:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24,34,37,73-75,80H,5-19,21-23,25-33,35-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,37-34-/t73-,74+,75+/m0/s1	QLCIVRRLNRYYNM-RICMHMRHSA-N	1433.034827			MMDBc0042857
BASm0029659	CL(16:0/16:1(11Z)/18:1(9Z)/20:1(11Z))	CL(16:0/16:1(11Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/18:1(9Z)/20:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24,33-35,37,73-75,80H,5-19,21-23,25-32,36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,35-33-,37-34-/t73-,74+,75+/m0/s1	VBIGOQMGROAUCH-MGOLEUBFSA-N	1431.019177			MMDBc0042858
BASm0029660	CL(16:0/16:1(11Z)/18:1(9Z)/20:1(13Z))	CL(16:0/16:1(11Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/18:1(9Z)/20:1(13Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24-25,29,34,37,73-75,80H,5-19,21-23,26-28,30-33,35-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,29-25-,37-34-/t73-,74+,75+/m0/s1	NOXLBULKRSSIHF-GHMFVUJDSA-N	1431.019177			MMDBc0042859
BASm0029661	CL(16:0/16:1(11Z)/18:1(9Z)/22:0)	CL(16:0/16:1(11Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/18:1(9Z)/22:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,34,39,75-77,82H,5-19,21-23,25-33,35-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,39-34-/t75-,76+,77+/m0/s1	GCFCEGNZFLJKEB-CVPAHLNBSA-N	1461.066127			MMDBc0042860
BASm0029662	CL(16:0/16:1(11Z)/18:1(9Z)/22:1(11Z))	CL(16:0/16:1(11Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/18:1(9Z)/22:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,34,36-37,39,75-77,82H,5-19,21-23,25-33,35,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,37-36-,39-34-/t75-,76+,77+/m0/s1	DEWONCRPJWACPJ-XVFJWPFESA-N	1459.050477			MMDBc0042861
BASm0029663	CL(16:0/16:1(11Z)/18:1(9Z)/22:1(9Z))	CL(16:0/16:1(11Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/18:1(9Z)/22:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,34,38-40,75-77,82H,5-19,21-23,25-33,35-37,41-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,39-34-,40-38-/t75-,76+,77+/m0/s1	LNNUCTDGVXSAGO-YUKMKUTNSA-N	1459.050477			MMDBc0042862
BASm0029664	CL(16:0/16:1(11Z)/20:0/20:0)	CL(16:0/16:1(11Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/20:0/20:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,75-77,82H,5-19,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-/t75-,76+,77+/m0/s1	PTCMCFKEFPHOBP-ABFKWZFKSA-N	1463.081778			MMDBc0042863
BASm0029665	CL(16:0/16:1(11Z)/20:0/20:1(11Z))	CL(16:0/16:1(11Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/20:0/20:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,34,36,75-77,82H,5-19,21-23,25-33,35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,36-34-/t75-,76+,77+/m0/s1	QLEZCFLVSZUILH-VKCUMLCBSA-N	1461.066127			MMDBc0042864
BASm0029666	CL(16:0/16:1(11Z)/20:0/20:1(13Z))	CL(16:0/16:1(11Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/20:0/20:1(13Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,26,30,75-77,82H,5-19,21-23,25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-/t75-,76+,77+/m0/s1	LRQHAVBBSOJKES-NKZCOSNDSA-N	1461.066127			MMDBc0042865
BASm0029667	CL(16:0/16:1(11Z)/20:1(11Z)/20:1(11Z))	CL(16:0/16:1(11Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/20:1(11Z)/20:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,33-36,75-77,82H,5-19,21-23,25-32,37-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,35-33-,36-34-/t75-,76+,77+/m0/s1	QLTIYYSBGALZQI-HARIWTOOSA-N	1459.050477			MMDBc0042866
BASm0029668	CL(16:0/16:1(11Z)/20:1(11Z)/20:1(13Z))	CL(16:0/16:1(11Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/20:1(11Z)/20:1(13Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,26,30,33,35,75-77,82H,5-19,21-23,25,27-29,31-32,34,36-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,35-33-/t75-,76+,77+/m0/s1	QHXZICDZVJEVIL-CQJRYGKSSA-N	1459.050477			MMDBc0042867
BASm0029669	CL(16:0/16:1(11Z)/20:1(13Z)/20:1(11Z))	CL(16:0/16:1(11Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/20:1(13Z)/20:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24-25,29,34,36,75-77,82H,5-19,21-23,26-28,30-33,35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,29-25-,36-34-/t75-,76+,77+/m0/s1	FOEKENKXZKHDNZ-QZCBBHFCSA-N	1459.050477			MMDBc0042868
BASm0029670	CL(16:0/16:1(11Z)/20:1(13Z)/20:1(13Z))	CL(16:0/16:1(11Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(11Z)/20:1(13Z)/20:1(13Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24-26,29-30,75-77,82H,5-19,21-23,27-28,31-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,29-25-,30-26-/t75-,76+,77+/m0/s1	TXSJWOVULIFIJM-OLEHUSAASA-N	1459.050477			MMDBc0042869
BASm0029671	CL(16:0/16:1(9Z)/16:0/16:1(11Z))	CL(16:0/16:1(9Z)/16:0/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:0/16:1(11Z)) contains two chains of hexadecanoic acid at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H138O17P2	InChI=1S/C73H138O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h19,23,28,32,67-69,74H,5-18,20-22,24-27,29-31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,32-28-/t67-,68-,69-/m1/s1	HOIZRSULHNXFOZ-VJOORHARSA-N	1348.940927			MMDBc0042870
BASm0029672	CL(16:0/16:1(9Z)/16:1(11Z)/16:1(11Z))	CL(16:0/16:1(9Z)/16:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(11Z)/16:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (11Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h17,19,21,23,28,32,67-69,74H,5-16,18,20,22,24-27,29-31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b21-17-,23-19-,32-28-/t67-,68-,69-/m1/s1	KVDPNMKZNARUJX-YRCGNPDGSA-N	1346.925277			MMDBc0042871
BASm0029673	CL(16:0/16:1(9Z)/16:1(11Z)/16:1(9Z))	CL(16:0/16:1(9Z)/16:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(11Z)/16:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions, one chain of (11Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h17,21,27-28,31-32,67-69,74H,5-16,18-20,22-26,29-30,33-66H2,1-4H3,(H,79,80)(H,81,82)/b21-17-,31-27-,32-28-/t67-,68-,69-/m1/s1	AGFCZBHIFSMSBL-SUWYAGACSA-N	1346.925277			MMDBc0042872
BASm0029674	CL(16:0/16:1(9Z)/16:1(11Z)/18:0)	CL(16:0/16:1(9Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(11Z)/18:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h19,23,28,32,69-71,76H,5-18,20-22,24-27,29-31,33-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,32-28-/t69-,70+,71+/m0/s1	VOSRKAFLRVWVRS-KRUUWWEUSA-N	1376.972227			MMDBc0042873
BASm0029675	CL(16:0/16:1(9Z)/16:1(11Z)/18:1(11Z))	CL(16:0/16:1(9Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(11Z)/18:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h19,23,25,28-29,32,69-71,76H,5-18,20-22,24,26-27,30-31,33-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,29-25-,32-28-/t69-,70+,71+/m0/s1	GUKLMHFABNBEAW-FXGAJZJBSA-N	1374.956577			MMDBc0042874
BASm0029676	CL(16:0/16:1(9Z)/16:1(11Z)/18:1(9Z))	CL(16:0/16:1(9Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(11Z)/18:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h19,23,28,32-34,69-71,76H,5-18,20-22,24-27,29-31,35-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,32-28-,34-33-/t69-,70+,71+/m0/s1	UYOPMOKWRZRSRY-FHLVBIJZSA-N	1374.956577			MMDBc0042875
BASm0029677	CL(16:0/16:1(9Z)/16:1(11Z)/20:0)	CL(16:0/16:1(9Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(11Z)/20:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h19,23,28,32,71-73,78H,5-18,20-22,24-27,29-31,33-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,32-28-/t71-,72+,73+/m0/s1	JWYPRKABYONLEO-ZDYCDLLPSA-N	1405.003527			MMDBc0042876
BASm0029678	CL(16:0/16:1(9Z)/16:1(11Z)/20:1(11Z))	CL(16:0/16:1(9Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(11Z)/20:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h19,23,28,32-34,71-73,78H,5-18,20-22,24-27,29-31,35-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,32-28-,34-33-/t71-,72+,73+/m0/s1	FRXRVTKIKSDMAO-KXGBORKGSA-N	1402.987877			MMDBc0042877
BASm0029679	CL(16:0/16:1(9Z)/16:1(11Z)/20:1(13Z))	CL(16:0/16:1(9Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(11Z)/20:1(13Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h19,23,25,28-29,32,71-73,78H,5-18,20-22,24,26-27,30-31,33-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,29-25-,32-28-/t71-,72+,73+/m0/s1	ASKDYZIRIYDXJW-GMYBHZHSSA-N	1402.987877			MMDBc0042878
BASm0029680	CL(16:0/16:1(9Z)/16:1(11Z)/22:0)	CL(16:0/16:1(9Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(11Z)/22:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h19,23,28,32,73-75,80H,5-18,20-22,24-27,29-31,33-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,32-28-/t73-,74+,75+/m0/s1	CLKPDVIGAMRRMR-VAQQZCFISA-N	1433.034827			MMDBc0042879
BASm0029681	CL(16:0/16:1(9Z)/16:1(11Z)/22:1(11Z))	CL(16:0/16:1(9Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(11Z)/22:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h19,23,28,32,35-36,73-75,80H,5-18,20-22,24-27,29-31,33-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,32-28-,36-35-/t73-,74+,75+/m0/s1	OZIIGOZRNTWXLO-RGXXYKSOSA-N	1431.019177			MMDBc0042880
BASm0029682	CL(16:0/16:1(9Z)/16:1(11Z)/22:1(9Z))	CL(16:0/16:1(9Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(11Z)/22:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h19,23,28,32,37-38,73-75,80H,5-18,20-22,24-27,29-31,33-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,32-28-,38-37-/t73-,74+,75+/m0/s1	VELBPNDNFBCSBQ-IXPOCAGXSA-N	1431.019177			MMDBc0042881
BASm0029683	CL(16:0/16:1(9Z)/16:1(11Z)/24:0)	CL(16:0/16:1(9Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(11Z)/24:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h19,23,28,32,75-77,82H,5-18,20-22,24-27,29-31,33-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,32-28-/t75-,76+,77+/m0/s1	UXFYOLGODYJPAE-GJJNUSTDSA-N	1461.066127			MMDBc0042882
BASm0029684	CL(16:0/16:1(9Z)/16:1(11Z)/24:1(11Z))	CL(16:0/16:1(9Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(11Z)/24:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h19,23,28,32,37-38,75-77,82H,5-18,20-22,24-27,29-31,33-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,32-28-,38-37-/t75-,76+,77+/m0/s1	PJYNMIVVMKNCLM-DTGXUPLDSA-N	1459.050477			MMDBc0042883
BASm0029685	CL(16:0/16:1(9Z)/16:1(11Z)/24:1(9Z))	CL(16:0/16:1(9Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(11Z)/24:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h19,23,28,32,39-40,75-77,82H,5-18,20-22,24-27,29-31,33-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,32-28-,40-39-/t75-,76+,77+/m0/s1	SWUFAPNWNKFMFC-HWUUUONXSA-N	1459.050477			MMDBc0042884
BASm0029686	CL(16:0/16:1(9Z)/16:1(9Z)/16:1(11Z))	CL(16:0/16:1(9Z)/16:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(9Z)/16:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H136O17P2	InChI=1S/C73H136O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h19,23,25,28-29,32,67-69,74H,5-18,20-22,24,26-27,30-31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,29-25-,32-28-/t67-,68-,69-/m1/s1	NOHKLESRPMGFTH-OQBXIGAISA-N	1346.925277			MMDBc0042885
BASm0029687	CL(16:0/16:1(9Z)/16:1(9Z)/18:0)	CL(16:0/16:1(9Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(9Z)/18:0) contains one hexadecanoyl chain at the C1 position, one 9Z-hexadecenoyl chain at the C2 position, one 9Z-hexadecenoyl chain at the C3 position, and one octadecanoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h27-28,31-32,69-71,76H,5-26,29-30,33-68H2,1-4H3,(H,81,82)(H,83,84)/b31-27-,32-28-/t69-,70+,71+/m0/s1	MDSDTDVAYRPAIR-RESPAUMMSA-N	1376.972227			MMDBc0042886
BASm0029688	CL(16:0/16:1(9Z)/16:1(9Z)/18:1(11Z))	CL(16:0/16:1(9Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(9Z)/18:1(11Z)) contains one hexadecanoyl chain at the C1 position, one 9Z-hexadecenoyl chain at the C2 position, one 9Z-hexadecenoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h25,27-29,31-32,69-71,76H,5-24,26,30,33-68H2,1-4H3,(H,81,82)(H,83,84)/b29-25-,31-27-,32-28-/t69-,70+,71+/m0/s1	BPFNXVVSANUGNR-LVSBVTKKSA-N	1374.956577			MMDBc0042887
BASm0029689	CL(16:0/16:1(9Z)/16:1(9Z)/20:0)	CL(16:0/16:1(9Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(9Z)/20:0) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h27-28,31-32,71-73,78H,5-26,29-30,33-70H2,1-4H3,(H,83,84)(H,85,86)/b31-27-,32-28-/t71-,72+,73+/m0/s1	MGCHVRKSMKVPPF-JUKUNXFJSA-N	1405.003527			MMDBc0042888
BASm0029690	CL(16:0/16:1(9Z)/16:1(9Z)/20:1(11Z))	CL(16:0/16:1(9Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(9Z)/20:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h27-28,31-34,71-73,78H,5-26,29-30,35-70H2,1-4H3,(H,83,84)(H,85,86)/b31-27-,32-28-,34-33-/t71-,72+,73+/m0/s1	BDTRTCKDQMNGOI-GTULAGBBSA-N	1402.987877			MMDBc0042889
BASm0029691	CL(16:0/16:1(9Z)/16:1(9Z)/20:1(13Z))	CL(16:0/16:1(9Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(9Z)/20:1(13Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h25,27-29,31-32,71-73,78H,5-24,26,30,33-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,31-27-,32-28-/t71-,72+,73+/m0/s1	HJIQRXLWOBLGJH-OWHXHUKRSA-N	1402.987877			MMDBc0042890
BASm0029692	CL(16:0/16:1(9Z)/16:1(9Z)/22:0)	CL(16:0/16:1(9Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(9Z)/22:0) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h27-28,31-32,73-75,80H,5-26,29-30,33-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-,32-28-/t73-,74+,75+/m0/s1	CCZNPTMZNRZBAG-ZXRYLTIVSA-N	1433.034827			MMDBc0042891
BASm0029693	CL(16:0/16:1(9Z)/16:1(9Z)/22:1(11Z))	CL(16:0/16:1(9Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(9Z)/22:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h27-28,31-32,35-36,73-75,80H,5-26,29-30,33-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-,32-28-,36-35-/t73-,74+,75+/m0/s1	UWABKKNLWZIDSD-MHAPPHMLSA-N	1431.019177			MMDBc0042892
BASm0029694	CL(16:0/16:1(9Z)/16:1(9Z)/22:1(9Z))	CL(16:0/16:1(9Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(9Z)/22:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h27-28,31-32,37-38,73-75,80H,5-26,29-30,33-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-,32-28-,38-37-/t73-,74+,75+/m0/s1	QLCIALMKBVSYQD-IUGHGSDJSA-N	1431.019177			MMDBc0042893
BASm0029695	CL(16:0/16:1(9Z)/16:1(9Z)/24:0)	CL(16:0/16:1(9Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(9Z)/24:0) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h27-28,31-32,75-77,82H,5-26,29-30,33-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,32-28-/t75-,76+,77+/m0/s1	WBYTYHINQVAASP-UMFTUAITSA-N	1461.066127			MMDBc0042894
BASm0029696	CL(16:0/16:1(9Z)/16:1(9Z)/24:1(11Z))	CL(16:0/16:1(9Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(9Z)/24:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h27-28,31-32,37-38,75-77,82H,5-26,29-30,33-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,32-28-,38-37-/t75-,76+,77+/m0/s1	PFEQGNOBXKGTBB-IJYDVDNPSA-N	1459.050477			MMDBc0042895
BASm0029697	CL(16:0/16:1(9Z)/16:1(9Z)/24:1(9Z))	CL(16:0/16:1(9Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/16:1(9Z)/24:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h27-28,31-32,39-40,75-77,82H,5-26,29-30,33-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,32-28-,40-39-/t75-,76+,77+/m0/s1	YBCHLWXOVQPBMI-MWAMGELJSA-N	1459.050477			MMDBc0042896
BASm0029698	CL(16:0/16:1(9Z)/18:0/18:0)	CL(16:0/16:1(9Z)/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/18:0/18:0) contains one hexadecanoyl chain at the C1 position, one 9Z-hexadecenoyl chain at the C2 position, one octadecanoyl chain at the C3 position, and one octadecanoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H148O17P2	InChI=1S/C77H148O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h28,32,71-73,78H,5-27,29-31,33-70H2,1-4H3,(H,83,84)(H,85,86)/b32-28-/t71-,72+,73+/m0/s1	VQKZBMCMLFUULD-OAIZSMKDSA-N	1407.019177			MMDBc0042897
BASm0029699	CL(16:0/16:1(9Z)/18:0/18:1(11Z))	CL(16:0/16:1(9Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/18:0/18:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h26,28,30,32,71-73,78H,5-25,27,29,31,33-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-,32-28-/t71-,72+,73+/m0/s1	ZMUDCMDSWGALDC-XKTZAUHZSA-N	1405.003527			MMDBc0042898
BASm0029700	CL(16:0/16:1(9Z)/18:0/18:1(9Z))	CL(16:0/16:1(9Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/18:0/18:1(9Z)) contains one hexadecanoyl chain at the C1 position, one 9Z-hexadecenoyl chain at the C2 position, one octadecanoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h28,32,34,36,71-73,78H,5-27,29-31,33,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b32-28-,36-34-/t71-,72+,73+/m0/s1	QMQRBXJWVJVVDD-CUGLSRJMSA-N	1405.003527			MMDBc0042899
BASm0029701	CL(16:0/16:1(9Z)/18:0/20:0)	CL(16:0/16:1(9Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/18:0/20:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h28,32,73-75,80H,5-27,29-31,33-72H2,1-4H3,(H,85,86)(H,87,88)/b32-28-/t73-,74+,75+/m0/s1	LGJRCXITBRXOTN-FTNVWUNSSA-N	1435.050477			MMDBc0042900
BASm0029702	CL(16:0/16:1(9Z)/18:0/20:1(11Z))	CL(16:0/16:1(9Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/18:0/20:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h28,32-33,35,73-75,80H,5-27,29-31,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b32-28-,35-33-/t73-,74+,75+/m0/s1	CRMKTQLLHWOCKF-FUHSCUERSA-N	1433.034827			MMDBc0042901
BASm0029703	CL(16:0/16:1(9Z)/18:0/20:1(13Z))	CL(16:0/16:1(9Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/18:0/20:1(13Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h25,28-29,32,73-75,80H,5-24,26-27,30-31,33-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,32-28-/t73-,74+,75+/m0/s1	QWTIYVXZRGYDLJ-XNJAVSOMSA-N	1433.034827			MMDBc0042902
BASm0029704	CL(16:0/16:1(9Z)/18:0/22:0)	CL(16:0/16:1(9Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/18:0/22:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h28,32,75-77,82H,5-27,29-31,33-74H2,1-4H3,(H,87,88)(H,89,90)/b32-28-/t75-,76+,77+/m0/s1	OPVSRCZSYDFRMK-ORSNNHBHSA-N	1463.081778			MMDBc0042903
BASm0029705	CL(16:0/16:1(9Z)/18:0/22:1(11Z))	CL(16:0/16:1(9Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/18:0/22:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h28,32,36-37,75-77,82H,5-27,29-31,33-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b32-28-,37-36-/t75-,76+,77+/m0/s1	OHJBQOUQEYPLDS-JZMWYFQCSA-N	1461.066127			MMDBc0042904
BASm0029706	CL(16:0/16:1(9Z)/18:0/22:1(9Z))	CL(16:0/16:1(9Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/18:0/22:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h28,32,38,40,75-77,82H,5-27,29-31,33-37,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b32-28-,40-38-/t75-,76+,77+/m0/s1	XVLLUJOYUQQSMW-FVCBNNOISA-N	1461.066127			MMDBc0042905
BASm0029707	CL(16:0/16:1(9Z)/18:1(11Z)/18:1(11Z))	CL(16:0/16:1(9Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/18:1(11Z)/18:1(11Z)) contains one hexadecanoyl chain at the C1 position, one 9Z-hexadecenoyl chain at the C2 position, one 11Z-octadecenoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h25-26,28-30,32,71-73,78H,5-24,27,31,33-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,30-26-,32-28-/t71-,72+,73+/m0/s1	LLHHQSXPRAXJRX-TWNKCDSUSA-N	1402.987877			MMDBc0042906
BASm0029708	CL(16:0/16:1(9Z)/18:1(11Z)/18:1(9Z))	CL(16:0/16:1(9Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/18:1(11Z)/18:1(9Z)) contains one hexadecanoyl chain at the C1 position, one 9Z-hexadecenoyl chain at the C2 position, one 11Z-octadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h25,28-29,32,34,36,71-73,78H,5-24,26-27,30-31,33,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,32-28-,36-34-/t71-,72+,73+/m0/s1	ZHACYEFKMPSHNH-DSUQREJGSA-N	1402.987877			MMDBc0042907
BASm0029709	CL(16:0/16:1(9Z)/18:1(11Z)/20:0)	CL(16:0/16:1(9Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/18:1(11Z)/20:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h26,28,30,32,73-75,80H,5-25,27,29,31,33-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,32-28-/t73-,74+,75+/m0/s1	HTTVKSNPGDBHRZ-VNKXYUHVSA-N	1433.034827			MMDBc0042908
BASm0029710	CL(16:0/16:1(9Z)/18:1(11Z)/20:1(11Z))	CL(16:0/16:1(9Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/18:1(11Z)/20:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h26,28,30,32-33,35,73-75,80H,5-25,27,29,31,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,32-28-,35-33-/t73-,74+,75+/m0/s1	YAOHPARPCBXEHR-LCXRHBJISA-N	1431.019177			MMDBc0042909
BASm0029711	CL(16:0/16:1(9Z)/18:1(11Z)/20:1(13Z))	CL(16:0/16:1(9Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/18:1(11Z)/20:1(13Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h25-26,28-30,32,73-75,80H,5-24,27,31,33-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,30-26-,32-28-/t73-,74+,75+/m0/s1	NBSYMDJERQAEKQ-ZFECIOFRSA-N	1431.019177			MMDBc0042910
BASm0029712	CL(16:0/16:1(9Z)/18:1(11Z)/22:0)	CL(16:0/16:1(9Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/18:1(11Z)/22:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26,28,30,32,75-77,82H,5-25,27,29,31,33-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,32-28-/t75-,76+,77+/m0/s1	DIRSFUVEBKGLHG-NDHLAWCTSA-N	1461.066127			MMDBc0042911
BASm0029713	CL(16:0/16:1(9Z)/18:1(11Z)/22:1(11Z))	CL(16:0/16:1(9Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/18:1(11Z)/22:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26,28,30,32,36-37,75-77,82H,5-25,27,29,31,33-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,32-28-,37-36-/t75-,76+,77+/m0/s1	GLQVAFVDFVUCCW-CDHNXRDYSA-N	1459.050477			MMDBc0042912
BASm0029714	CL(16:0/16:1(9Z)/18:1(11Z)/22:1(9Z))	CL(16:0/16:1(9Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/18:1(11Z)/22:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26,28,30,32,38,40,75-77,82H,5-25,27,29,31,33-37,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,32-28-,40-38-/t75-,76+,77+/m0/s1	JEWANEBYBVXQRR-HLEFHEPJSA-N	1459.050477			MMDBc0042913
BASm0029715	CL(16:0/16:1(9Z)/18:1(9Z)/18:1(11Z))	CL(16:0/16:1(9Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/18:1(9Z)/18:1(11Z)) contains one hexadecanoyl chain at the C1 position, one 9Z-hexadecenoyl chain at the C2 position, one 9Z-octadecenoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h26,28,30,32-33,35,71-73,78H,5-25,27,29,31,34,36-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-,32-28-,35-33-/t71-,72+,73+/m0/s1	UIMZAUCXLVDJCL-ZZGVIGJWSA-N	1402.987877			MMDBc0042914
BASm0029716	CL(16:0/16:1(9Z)/18:1(9Z)/20:0)	CL(16:0/16:1(9Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/18:1(9Z)/20:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h28,32,34,37,73-75,80H,5-27,29-31,33,35-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b32-28-,37-34-/t73-,74+,75+/m0/s1	MSECCYHAMGALAG-CNHUDLDDSA-N	1433.034827			MMDBc0042915
BASm0029717	CL(16:0/16:1(9Z)/18:1(9Z)/20:1(11Z))	CL(16:0/16:1(9Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/18:1(9Z)/20:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h28,32-35,37,73-75,80H,5-27,29-31,36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b32-28-,35-33-,37-34-/t73-,74+,75+/m0/s1	RGSABDXGIAXYDA-CBEXYXGBSA-N	1431.019177			MMDBc0042916
BASm0029718	CL(16:0/16:1(9Z)/18:1(9Z)/20:1(13Z))	CL(16:0/16:1(9Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/18:1(9Z)/20:1(13Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h25,28-29,32,34,37,73-75,80H,5-24,26-27,30-31,33,35-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,32-28-,37-34-/t73-,74+,75+/m0/s1	XWZZNSOSXDJKFX-MQYQAGAVSA-N	1431.019177			MMDBc0042917
BASm0029719	CL(16:0/16:1(9Z)/18:1(9Z)/22:0)	CL(16:0/16:1(9Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/18:1(9Z)/22:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h28,32,34,39,75-77,82H,5-27,29-31,33,35-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b32-28-,39-34-/t75-,76+,77+/m0/s1	XGYKVHXKKCSCLX-IPGPQQFESA-N	1461.066127			MMDBc0042918
BASm0029720	CL(16:0/16:1(9Z)/18:1(9Z)/22:1(11Z))	CL(16:0/16:1(9Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/18:1(9Z)/22:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h28,32,34,36-37,39,75-77,82H,5-27,29-31,33,35,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b32-28-,37-36-,39-34-/t75-,76+,77+/m0/s1	YVZYDTSUZVZBTG-JBTMQIGGSA-N	1459.050477			MMDBc0042919
BASm0029721	CL(16:0/16:1(9Z)/18:1(9Z)/22:1(9Z))	CL(16:0/16:1(9Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/18:1(9Z)/22:1(9Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h28,32,34,38-40,75-77,82H,5-27,29-31,33,35-37,41-74H2,1-4H3,(H,87,88)(H,89,90)/b32-28-,39-34-,40-38-/t75-,76+,77+/m0/s1	UUDSQMIUORGYAV-HERMEWQZSA-N	1459.050477			MMDBc0042920
BASm0029722	CL(16:0/16:1(9Z)/20:0/20:0)	CL(16:0/16:1(9Z)/20:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/20:0/20:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h28,32,75-77,82H,5-27,29-31,33-74H2,1-4H3,(H,87,88)(H,89,90)/b32-28-/t75-,76+,77+/m0/s1	HTLGTPWBFJMXCL-ORSNNHBHSA-N	1463.081778			MMDBc0042921
BASm0029723	CL(16:0/16:1(9Z)/20:0/20:1(11Z))	CL(16:0/16:1(9Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/20:0/20:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h28,32,34,36,75-77,82H,5-27,29-31,33,35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b32-28-,36-34-/t75-,76+,77+/m0/s1	QKNJHGCFVLVCIB-VICYAWQXSA-N	1461.066127			MMDBc0042922
BASm0029724	CL(16:0/16:1(9Z)/20:0/20:1(13Z))	CL(16:0/16:1(9Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/20:0/20:1(13Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26,28,30,32,75-77,82H,5-25,27,29,31,33-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,32-28-/t75-,76+,77+/m0/s1	HSHQFJHBWJVHBI-NDHLAWCTSA-N	1461.066127			MMDBc0042923
BASm0029725	CL(16:0/16:1(9Z)/20:1(11Z)/20:1(11Z))	CL(16:0/16:1(9Z)/20:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/20:1(11Z)/20:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (11Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h28,32-36,75-77,82H,5-27,29-31,37-74H2,1-4H3,(H,87,88)(H,89,90)/b32-28-,35-33-,36-34-/t75-,76+,77+/m0/s1	LAYHYRPKSAIPIL-IYLDEIKLSA-N	1459.050477			MMDBc0042924
BASm0029726	CL(16:0/16:1(9Z)/20:1(11Z)/20:1(13Z))	CL(16:0/16:1(9Z)/20:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/20:1(11Z)/20:1(13Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26,28,30,32-33,35,75-77,82H,5-25,27,29,31,34,36-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,32-28-,35-33-/t75-,76+,77+/m0/s1	FVWAKXUHGGEDHS-FLDLZAQSSA-N	1459.050477			MMDBc0042925
BASm0029727	CL(16:0/16:1(9Z)/20:1(13Z)/20:1(11Z))	CL(16:0/16:1(9Z)/20:1(13Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/20:1(13Z)/20:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h25,28-29,32,34,36,75-77,82H,5-24,26-27,30-31,33,35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,32-28-,36-34-/t75-,76+,77+/m0/s1	DIQRHCXEOUPHKY-DYCXXFTISA-N	1459.050477			MMDBc0042926
BASm0029728	CL(16:0/16:1(9Z)/20:1(13Z)/20:1(13Z))	CL(16:0/16:1(9Z)/20:1(13Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/16:1(9Z)/20:1(13Z)/20:1(13Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, two chains of (13Z-eicosenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h25-26,28-30,32,75-77,82H,5-24,27,31,33-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,30-26-,32-28-/t75-,76+,77+/m0/s1	RZNQXOLIHWOPPN-VMCZTZAKSA-N	1459.050477			MMDBc0042927
BASm0029729	CL(16:0/18:0/16:0/18:0)	CL(16:0/18:0/16:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:0/16:0/18:0) contains one hexadecanoyl chain at the C1 position, one octadecanoyl chain at the C2 position, one hexadecanoyl chain at the C3 position, and one octadecanoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t72-,73-/m1/s1	UEKVVFIHANATLU-FVROZTDHSA-N	1409.034826			MMDBc0042928
BASm0029730	CL(16:0/18:0/18:0/18:0)	CL(16:0/18:0/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:0/18:0/18:0) contains one hexadecanoyl chain at the C1 position, one octadecanoyl chain at the C2 position, one octadecanoyl chain at the C3 position, and one octadecanoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C79H154O17P2	InChI=1S/C79H154O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h73-75,80H,5-72H2,1-4H3,(H,85,86)(H,87,88)/t73-,74+,75+/m0/s1	OLHJPPJPLXBOIT-ARQKOWHBSA-N	1437.066127			MMDBc0042929
BASm0029731	CL(16:0/18:0/18:0/18:1(11Z))	CL(16:0/18:0/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:0/18:0/18:1(11Z)) contains one hexadecanoyl chain at the C1 position, one octadecanoyl chain at the C2 position, one octadecanoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h27,31,73-75,80H,5-26,28-30,32-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-/t73-,74+,75+/m0/s1	RBQFAOOCZXFNHY-YKEHFVOGSA-N	1435.050477			MMDBc0042930
BASm0029732	CL(16:0/18:0/18:0/18:1(9Z))	CL(16:0/18:0/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:0/18:0/18:1(9Z)) contains one hexadecanoyl chain at the C1 position, one octadecanoyl chain at the C2 position, one octadecanoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h35,38,73-75,80H,5-34,36-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b38-35-/t73-,74+,75+/m0/s1	HYPRYGKPFAWVES-OHRUISCYSA-N	1435.050477			MMDBc0042931
BASm0029733	CL(16:0/18:0/18:0/20:0)	CL(16:0/18:0/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:0/18:0/20:0) contains one chain of hexadecanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t75-,76+,77+/m0/s1	HFLMFTQFPTZWFQ-HRXLSSNSSA-N	1465.097428			MMDBc0042932
BASm0029734	CL(16:0/18:0/18:0/20:1(11Z))	CL(16:0/18:0/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:0/18:0/20:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h33,36,75-77,82H,5-32,34-35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b36-33-/t75-,76+,77+/m0/s1	LBJWRLGCOOLTQV-MZANTEIUSA-N	1463.081778			MMDBc0042933
BASm0029735	CL(16:0/18:0/18:0/20:1(13Z))	CL(16:0/18:0/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:0/18:0/20:1(13Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h25,29,75-77,82H,5-24,26-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-/t75-,76+,77+/m0/s1	ACLPCAOOWJUVLL-DZKYTWFZSA-N	1463.081778			MMDBc0042934
BASm0029736	CL(16:0/18:0/18:1(11Z)/18:1(11Z))	CL(16:0/18:0/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:0/18:1(11Z)/18:1(11Z)) contains one hexadecanoyl chain at the C1 position, one octadecanoyl chain at the C2 position, one 11Z-octadecenoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h25,27,29,31,73-75,80H,5-24,26,28,30,32-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,31-27-/t73-,74+,75+/m0/s1	YDFQNIUMEQYKFW-NQHSYQSCSA-N	1433.034827			MMDBc0042935
BASm0029737	CL(16:0/18:0/18:1(11Z)/18:1(9Z))	CL(16:0/18:0/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:0/18:1(11Z)/18:1(9Z)) contains one hexadecanoyl chain at the C1 position, one octadecanoyl chain at the C2 position, one 11Z-octadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h25,29,35,38,73-75,80H,5-24,26-28,30-34,36-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,38-35-/t73-,74+,75+/m0/s1	HJXUJPZSUPCFJB-RNEZNMFFSA-N	1433.034827			MMDBc0042936
BASm0029738	CL(16:0/18:0/18:1(11Z)/20:0)	CL(16:0/18:0/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:0/18:1(11Z)/20:0) contains one chain of hexadecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h26,30,75-77,82H,5-25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-/t75-,76+,77+/m0/s1	ZWHSXDMKEOIPHO-QBBAVDQISA-N	1463.081778			MMDBc0042937
BASm0029739	CL(16:0/18:0/18:1(11Z)/20:1(11Z))	CL(16:0/18:0/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:0/18:1(11Z)/20:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h26,30,33,36,75-77,82H,5-25,27-29,31-32,34-35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,36-33-/t75-,76+,77+/m0/s1	GRSIRQPIGGCYFF-VQXYQWARSA-N	1461.066127			MMDBc0042938
BASm0029740	CL(16:0/18:0/18:1(11Z)/20:1(13Z))	CL(16:0/18:0/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:0/18:1(11Z)/20:1(13Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h25-26,29-30,75-77,82H,5-24,27-28,31-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,30-26-/t75-,76+,77+/m0/s1	RUZLCRJWDYGNBT-DWIKLZHSSA-N	1461.066127			MMDBc0042939
BASm0029741	CL(16:0/18:0/18:1(9Z)/18:1(11Z))	CL(16:0/18:0/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:0/18:1(9Z)/18:1(11Z)) contains one hexadecanoyl chain at the C1 position, one octadecanoyl chain at the C2 position, one 9Z-octadecenoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h27,31,33,36,73-75,80H,5-26,28-30,32,34-35,37-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-,36-33-/t73-,74+,75+/m0/s1	ZCAHUHPRWOSMJO-WEHGIPQCSA-N	1433.034827			MMDBc0042940
BASm0029742	CL(16:0/18:0/18:1(9Z)/18:1(9Z))	CL(16:0/18:0/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:0/18:1(9Z)/18:1(9Z)) contains one hexadecanoyl chain at the C1 position, one octadecanoyl chain at the C2 position, one 9Z-octadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h33,35-36,38,73-75,80H,5-32,34,37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b36-33-,38-35-/t73-,74+,75+/m0/s1	STQABLWKUFYLBO-CMMGXHCLSA-N	1433.034827			MMDBc0042941
BASm0029743	CL(16:0/18:0/18:1(9Z)/20:0)	CL(16:0/18:0/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:0/18:1(9Z)/20:0) contains one chain of hexadecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h34,38,75-77,82H,5-33,35-37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b38-34-/t75-,76+,77+/m0/s1	PGKPYTKMPKEJOT-OOPZLYHYSA-N	1463.081778			MMDBc0042942
BASm0029744	CL(16:0/18:0/18:1(9Z)/20:1(11Z))	CL(16:0/18:0/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:0/18:1(9Z)/20:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h33-34,36,38,75-77,82H,5-32,35,37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b36-33-,38-34-/t75-,76+,77+/m0/s1	FVKZYYCBOQVFMF-NHVCIVBESA-N	1461.066127			MMDBc0042943
BASm0029745	CL(16:0/18:0/18:1(9Z)/20:1(13Z))	CL(16:0/18:0/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:0/18:1(9Z)/20:1(13Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h25,29,34,38,75-77,82H,5-24,26-28,30-33,35-37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,38-34-/t75-,76+,77+/m0/s1	WZJNGYFCJUZSIE-RWQIFLRZSA-N	1461.066127			MMDBc0042944
BASm0029746	CL(16:0/18:1(11Z)/16:0/18:1(11Z))	CL(16:0/18:1(11Z)/16:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(11Z)/16:0/18:1(11Z)) contains one hexadecanoyl chain at the C1 position, one 11Z-octadecenoyl chain at the C2 position, one hexadecanoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h25-26,29-30,71-73,78H,5-24,27-28,31-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,30-26-/t72-,73-/m1/s1	JUCXSYKLUQLDIW-KGVAMPRLSA-N	1405.003526			MMDBc0042945
BASm0029747	CL(16:0/18:1(11Z)/16:0/18:1(9Z))	CL(16:0/18:1(11Z)/16:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(11Z)/16:0/18:1(9Z)) contains one hexadecanoyl chain at the C1 position, one 11Z-octadecenoyl chain at the C2 position, one hexadecanoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h25,29,34,36,71-73,78H,5-24,26-28,30-33,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,36-34-/t71-,72+,73+/m0/s1	ZSCGRORGZPMPCQ-OBFVOGRMSA-N	1405.003527			MMDBc0042946
BASm0029748	CL(16:0/18:1(11Z)/18:1(11Z)/18:1(11Z))	CL(16:0/18:1(11Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(11Z)/18:1(11Z)/18:1(11Z)) contains one hexadecanoyl chain at the C1 position, one 11Z-octadecenoyl chain at the C2 position, one 11Z-octadecenoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h25-27,29-31,73-75,80H,5-24,28,32-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,30-26-,31-27-/t73-,74+,75+/m0/s1	ZTJWAOLZTZWNKP-YKGVNHMMSA-N	1431.019177			MMDBc0042947
BASm0029749	CL(16:0/18:1(11Z)/18:1(11Z)/18:1(9Z))	CL(16:0/18:1(11Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(11Z)/18:1(11Z)/18:1(9Z)) contains one hexadecanoyl chain at the C1 position, one 11Z-octadecenoyl chain at the C2 position, one 11Z-octadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h25-26,29-30,35,38,73-75,80H,5-24,27-28,31-34,36-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,30-26-,38-35-/t73-,74+,75+/m0/s1	VTHRXRSANAFQLF-NUEKJOPDSA-N	1431.019177			MMDBc0042948
BASm0029750	CL(16:0/18:1(11Z)/18:1(11Z)/20:0)	CL(16:0/18:1(11Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(11Z)/18:1(11Z)/20:0) contains one chain of hexadecanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h26-27,30-31,75-77,82H,5-25,28-29,32-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-/t75-,76+,77+/m0/s1	KMHSAOAXWDSZCX-ZASPYAAWSA-N	1461.066127			MMDBc0042949
BASm0029751	CL(16:0/18:1(11Z)/18:1(11Z)/20:1(11Z))	CL(16:0/18:1(11Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(11Z)/18:1(11Z)/20:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h26-27,30-31,33,36,75-77,82H,5-25,28-29,32,34-35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-,36-33-/t75-,76+,77+/m0/s1	AMSAJMPIDHUKQA-RPEVVUQBSA-N	1459.050477			MMDBc0042950
BASm0029752	CL(16:0/18:1(11Z)/18:1(11Z)/20:1(13Z))	CL(16:0/18:1(11Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(11Z)/18:1(11Z)/20:1(13Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h25-27,29-31,75-77,82H,5-24,28,32-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,30-26-,31-27-/t75-,76+,77+/m0/s1	XYAFJLHWDPJQFL-LRMOSVJESA-N	1459.050477			MMDBc0042951
BASm0029753	CL(16:0/18:1(11Z)/18:1(9Z)/18:1(11Z))	CL(16:0/18:1(11Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(11Z)/18:1(9Z)/18:1(11Z)) contains one hexadecanoyl chain at the C1 position, one 11Z-octadecenoyl chain at the C2 position, one 9Z-octadecenoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h26-27,30-31,33,36,73-75,80H,5-25,28-29,32,34-35,37-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,31-27-,36-33-/t73-,74+,75+/m0/s1	OHENGMVOQHCYPP-VFBBFZNISA-N	1431.019177			MMDBc0042952
BASm0029754	CL(16:0/18:1(11Z)/18:1(9Z)/18:1(9Z))	CL(16:0/18:1(11Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(11Z)/18:1(9Z)/18:1(9Z)) contains one hexadecanoyl chain at the C1 position, one 11Z-octadecenoyl chain at the C2 position, one 9Z-octadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h26,30,33,35-36,38,73-75,80H,5-25,27-29,31-32,34,37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,36-33-,38-35-/t73-,74+,75+/m0/s1	YDHPREFNVGBEFI-YTARLPDSSA-N	1431.019177			MMDBc0042953
BASm0029755	CL(16:0/18:1(11Z)/18:1(9Z)/20:0)	CL(16:0/18:1(11Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(11Z)/18:1(9Z)/20:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h27,31,34,38,75-77,82H,5-26,28-30,32-33,35-37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,38-34-/t75-,76+,77+/m0/s1	MAGSHXWCSUPYFY-RTPKTUBCSA-N	1461.066127			MMDBc0042954
BASm0029756	CL(16:0/18:1(11Z)/18:1(9Z)/20:1(11Z))	CL(16:0/18:1(11Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(11Z)/18:1(9Z)/20:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h27,31,33-34,36,38,75-77,82H,5-26,28-30,32,35,37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,36-33-,38-34-/t75-,76+,77+/m0/s1	NFLDEDLAMIZAMZ-GEJWYYOBSA-N	1459.050477			MMDBc0042955
BASm0029757	CL(16:0/18:1(11Z)/18:1(9Z)/20:1(13Z))	CL(16:0/18:1(11Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(11Z)/18:1(9Z)/20:1(13Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h25,27,29,31,34,38,75-77,82H,5-24,26,28,30,32-33,35-37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,31-27-,38-34-/t75-,76+,77+/m0/s1	YQNSMXNXIVPONN-CUYLOXNHSA-N	1459.050477			MMDBc0042956
BASm0029758	CL(16:0/18:1(9Z)/16:0/18:1(11Z))	CL(16:0/18:1(9Z)/16:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/16:0/18:1(11Z)) contains two chains of hexadecanoic acid at the C1 and C3 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h25,29,34,36,71-73,78H,5-24,26-28,30-33,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,36-34-/t71-,72-,73-/m1/s1	ZSCGRORGZPMPCQ-SJNZJPIOSA-N	1405.003527			MMDBc0042957
BASm0029759	CL(16:0/18:1(9Z)/18:1(11Z)/18:1(11Z))	CL(16:0/18:1(9Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/18:1(11Z)/18:1(11Z)) contains one hexadecanoyl chain at the C1 position, one 9Z-octadecenoyl chain at the C2 position, one 11Z-octadecenoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h25,27,29,31,34,37,73-75,80H,5-24,26,28,30,32-33,35-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,31-27-,37-34-/t73-,74+,75+/m0/s1	UNJMUQICBJSGNA-HJVRNUISSA-N	1431.019177			MMDBc0042958
BASm0029760	CL(16:0/18:1(9Z)/18:1(11Z)/18:1(9Z))	CL(16:0/18:1(9Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/18:1(11Z)/18:1(9Z)) contains one hexadecanoyl chain at the C1 position, one 9Z-octadecenoyl chain at the C2 position, one 11Z-octadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h25,29,34-35,37-38,73-75,80H,5-24,26-28,30-33,36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,37-34-,38-35-/t73-,74+,75+/m0/s1	LGDQADVRKPMJAT-WLXLUUSNSA-N	1431.019177			MMDBc0042959
BASm0029761	CL(16:0/18:1(9Z)/18:1(11Z)/20:0)	CL(16:0/18:1(9Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/18:1(11Z)/20:0) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h26,30,35,39,75-77,82H,5-25,27-29,31-34,36-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,39-35-/t75-,76+,77+/m0/s1	FJPQFGFHHMVAOC-MYMXNUOYSA-N	1461.066127			MMDBc0042960
BASm0029762	CL(16:0/18:1(9Z)/18:1(11Z)/20:1(11Z))	CL(16:0/18:1(9Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/18:1(11Z)/20:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h26,30,33,35-36,39,75-77,82H,5-25,27-29,31-32,34,37-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,36-33-,39-35-/t75-,76+,77+/m0/s1	DLKMVKMGCYNVEG-FUTHOTBSSA-N	1459.050477			MMDBc0042961
BASm0029763	CL(16:0/18:1(9Z)/18:1(11Z)/20:1(13Z))	CL(16:0/18:1(9Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/18:1(11Z)/20:1(13Z)) contains one chain of hexadecanoic acid at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h25-26,29-30,35,39,75-77,82H,5-24,27-28,31-34,36-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,30-26-,39-35-/t75-,76+,77+/m0/s1	IQUYIEVOJFVQEJ-PTUGZNEGSA-N	1459.050477			MMDBc0042962
BASm0029764	CL(16:0/18:1(9Z)/18:1(9Z)/18:1(11Z))	CL(16:0/18:1(9Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/18:1(9Z)/18:1(11Z)) contains one hexadecanoyl chain at the C1 position, one 9Z-octadecenoyl chain at the C2 position, one 9Z-octadecenoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h27,31,33-34,36-37,73-75,80H,5-26,28-30,32,35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-,36-33-,37-34-/t73-,74+,75+/m0/s1	DJZIBAFDHSYCOQ-RWDDYVHSSA-N	1431.019177			MMDBc0042963
BASm0029765	CL(16:0/18:1(9Z)/18:1(9Z)/20:0)	CL(16:0/18:1(9Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/18:1(9Z)/20:0) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h34-35,38-39,75-77,82H,5-33,36-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b38-34-,39-35-/t75-,76+,77+/m0/s1	IYCJMIKVMQTTSU-JWAGKHONSA-N	1461.066127			MMDBc0042964
BASm0029766	CL(16:0/18:1(9Z)/18:1(9Z)/20:1(11Z))	CL(16:0/18:1(9Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/18:1(9Z)/20:1(11Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h33-36,38-39,75-77,82H,5-32,37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b36-33-,38-34-,39-35-/t75-,76+,77+/m0/s1	CMYJLSSEWAVFNB-KYFNIFQESA-N	1459.050477			MMDBc0042965
BASm0029767	CL(16:0/18:1(9Z)/18:1(9Z)/20:1(13Z))	CL(16:0/18:1(9Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/18:1(9Z)/18:1(9Z)/20:1(13Z)) contains one chain of hexadecanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h25,29,34-35,38-39,75-77,82H,5-24,26-28,30-33,36-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,38-34-,39-35-/t75-,76+,77+/m0/s1	VSFVTJQTADMTCL-TVXMGRLCSA-N	1459.050477			MMDBc0042966
BASm0029768	CL(16:0/20:0/16:0/20:0)	CL(16:0/20:0/16:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/20:0/16:0/20:0) contains two chains of hexadecanoic acid at the C1 and C3 positions, two chains of eicosanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-42-32-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t76-,77-/m1/s1	XZGQPODGULONEV-KZCWQMDCSA-N	1465.097428			MMDBc0042967
BASm0029769	CL(16:0/20:1(11Z)/16:0/20:1(11Z))	CL(16:0/20:1(11Z)/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/20:1(11Z)/16:0/20:1(11Z)) contains two chains of hexadecanoic acid at the C1 and C3 positions, two chains of (11Z-eicosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-42-32-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2/h33-36,75-77,82H,5-32,37-74H2,1-4H3,(H,87,88)(H,89,90)/b35-33-,36-34-/t76-,77-/m1/s1	USHPVMCGAUMKFM-BFMMXQJXSA-N	1461.066127			MMDBc0042968
BASm0029770	CL(16:0/20:1(11Z)/16:0/20:1(13Z))	CL(16:0/20:1(11Z)/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/20:1(11Z)/16:0/20:1(13Z)) contains two chains of hexadecanoic acid at the C1 and C3 positions, one chain of (11Z-eicosenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-42-32-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2/h25,29,34,36,75-77,82H,5-24,26-28,30-33,35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,36-34-/t75-,76-,77-/m1/s1	OHBATQIJIUIXLJ-JASICEIPSA-N	1461.066127			MMDBc0042969
BASm0029771	CL(16:0/20:1(13Z)/16:0/20:1(11Z))	CL(16:0/20:1(13Z)/16:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/20:1(13Z)/16:0/20:1(11Z)) contains two chains of hexadecanoic acid at the C1 and C3 positions, one chain of (13Z-eicosenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-42-32-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2/h25,29,34,36,75-77,82H,5-24,26-28,30-33,35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,36-34-/t75-,76+,77+/m0/s1	OHBATQIJIUIXLJ-RNVSETGPSA-N	1461.066127			MMDBc0042970
BASm0029772	CL(16:0/20:1(13Z)/16:0/20:1(13Z))	CL(16:0/20:1(13Z)/16:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:0/20:1(13Z)/16:0/20:1(13Z)) contains two chains of hexadecanoic acid at the C1 and C3 positions, two chains of (13Z-eicosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-42-32-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2/h25-26,29-30,75-77,82H,5-24,27-28,31-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,30-26-/t76-,77-/m1/s1	QSYHXALTGUINJI-UEXLDVCQSA-N	1461.066127			MMDBc0042971
BASm0029773	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/16:1(11Z))	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/16:1(11Z)) contains four chains of (11Z-hexadecenoyl) at the C1, C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h17-24,67-69,74H,5-16,25-66H2,1-4H3,(H,79,80)(H,81,82)/b21-17-,22-18-,23-19-,24-20-/t68-,69-/m1/s1	ISRVIZXVZIRLLO-ANHBWLRNSA-N	1344.909627			MMDBc0042972
BASm0029774	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/16:1(9Z))	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/16:1(9Z)) contains three chains of (11Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h17-19,21-23,28,32,67-69,74H,5-16,20,24-27,29-31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b21-17-,22-18-,23-19-,32-28-/t67-,68+,69+/m0/s1	LJPIMRKYZWAGAQ-KUSDYNALSA-N	1344.909627			MMDBc0042973
BASm0029775	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/18:0)	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/18:0) contains three chains of (11Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h18-20,22-24,69-71,76H,5-17,21,25-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-,24-20-/t69-,70+,71+/m0/s1	KKQGAGUUTRWILQ-BWHAUOOKSA-N	1374.956577			MMDBc0042974
BASm0029776	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/18:1(11Z))	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/18:1(11Z)) contains three chains of (11Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h18-20,22-25,29,69-71,76H,5-17,21,26-28,30-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-,24-20-,29-25-/t69-,70+,71+/m0/s1	ZHQDHFXEGZBERM-BANDTPMESA-N	1372.940927			MMDBc0042975
BASm0029777	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/18:1(9Z))	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/18:1(9Z)) contains three chains of (11Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h18-20,22-24,33-34,69-71,76H,5-17,21,25-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-,24-20-,34-33-/t69-,70+,71+/m0/s1	ZGVKJPLDNWSHQN-WMDOKZGZSA-N	1372.940927			MMDBc0042976
BASm0029778	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/20:0)	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/20:0) contains three chains of (11Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h18-20,22-24,71-73,78H,5-17,21,25-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-,24-20-/t71-,72+,73+/m0/s1	RYWZFQQYKHHBKA-MYOXSFSISA-N	1402.987877			MMDBc0042977
BASm0029779	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/20:1(11Z))	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/20:1(11Z)) contains three chains of (11Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h18-20,22-24,33-34,71-73,78H,5-17,21,25-32,35-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-,24-20-,34-33-/t71-,72+,73+/m0/s1	AQXMPLFXPVZUCT-ACLAYBTDSA-N	1400.972227			MMDBc0042978
BASm0029780	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/20:1(13Z))	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/20:1(13Z)) contains three chains of (11Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h18-20,22-25,29,71-73,78H,5-17,21,26-28,30-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-,24-20-,29-25-/t71-,72+,73+/m0/s1	JNMLPOGHJCKLJZ-HUUACTPZSA-N	1400.972227			MMDBc0042979
BASm0029781	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/22:0)	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/22:0) contains three chains of (11Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h18-20,22-24,73-75,80H,5-17,21,25-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-,24-20-/t73-,74+,75+/m0/s1	WWZOLLYKYRLCAE-MTGRCADTSA-N	1431.019177			MMDBc0042980
BASm0029782	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/22:1(11Z))	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/22:1(11Z)) contains three chains of (11Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h18-20,22-24,35-36,73-75,80H,5-17,21,25-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-,24-20-,36-35-/t73-,74+,75+/m0/s1	AOTADIGALNCPOY-OCKGBYJCSA-N	1429.003527			MMDBc0042981
BASm0029783	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/22:1(9Z))	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/22:1(9Z)) contains three chains of (11Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h18-20,22-24,37-38,73-75,80H,5-17,21,25-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-,24-20-,38-37-/t73-,74+,75+/m0/s1	WRQQGCWVJGVLON-JZTRZAFSSA-N	1429.003527			MMDBc0042982
BASm0029784	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/24:0)	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/24:0) contains three chains of (11Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h18-20,22-24,75-77,82H,5-17,21,25-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,23-19-,24-20-/t75-,76+,77+/m0/s1	LRCSDVBIYWAVKH-CURFHDHCSA-N	1459.050477			MMDBc0042983
BASm0029785	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/24:1(11Z))	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/24:1(11Z)) contains three chains of (11Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h18-20,22-24,37-38,75-77,82H,5-17,21,25-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,23-19-,24-20-,38-37-/t75-,76+,77+/m0/s1	FSKXCBCYBKTZND-ACSFIIJVSA-N	1457.034827			MMDBc0042984
BASm0029786	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/24:1(9Z))	CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(11Z)/24:1(9Z)) contains three chains of (11Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h18-20,22-24,39-40,75-77,82H,5-17,21,25-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,23-19-,24-20-,40-39-/t75-,76+,77+/m0/s1	PSLMMMGOWFSNEW-NGNCDGLJSA-N	1457.034827			MMDBc0042985
BASm0029787	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/16:1(11Z))	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/16:1(11Z)) contains three chains of (11Z-hexadecenoyl) at the C1, C2 and C4 positions, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h17,19-21,23-24,26,30,67-69,74H,5-16,18,22,25,27-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b21-17-,23-19-,24-20-,30-26-/t67-,68+,69+/m0/s1	JYVCYXGSEZESBP-VKCAOBHRSA-N	1344.909627			MMDBc0042986
BASm0029788	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/16:1(9Z))	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/16:1(9Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h17,19,21,23,26,28,30,32,67-69,74H,5-16,18,20,22,24-25,27,29,31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b21-17-,23-19-,30-26-,32-28-/t67-,68+,69+/m0/s1	RWXAVCWYYSBADE-AZVJPEPBSA-N	1344.909627			MMDBc0042987
BASm0029789	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/18:0)	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/18:0) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h18,20,22,24,27,31,69-71,76H,5-17,19,21,23,25-26,28-30,32-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,24-20-,31-27-/t69-,70+,71+/m0/s1	LTBBMLDFRJAFKE-WLDWWLAASA-N	1374.956577			MMDBc0042988
BASm0029790	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/18:1(11Z))	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/18:1(11Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h18,20,22,24-25,27,29,31,69-71,76H,5-17,19,21,23,26,28,30,32-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,24-20-,29-25-,31-27-/t69-,70+,71+/m0/s1	JVAXRJHEWLOJGF-BHXAOWAESA-N	1372.940927			MMDBc0042989
BASm0029791	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/18:1(9Z))	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/18:1(9Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h18,20,22,24,27,31,33-34,69-71,76H,5-17,19,21,23,25-26,28-30,32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,24-20-,31-27-,34-33-/t69-,70+,71+/m0/s1	VPLVVEXGHCOPJW-KNOPXWCNSA-N	1372.940927			MMDBc0042990
BASm0029792	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/20:0)	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/20:0) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h18,20,22,24,27,31,71-73,78H,5-17,19,21,23,25-26,28-30,32-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,24-20-,31-27-/t71-,72+,73+/m0/s1	OKEMCZFQRZHVOW-UOFMULCKSA-N	1402.987877			MMDBc0042991
BASm0029793	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/20:1(11Z))	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/20:1(11Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h18,20,22,24,27,31,33-34,71-73,78H,5-17,19,21,23,25-26,28-30,32,35-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,24-20-,31-27-,34-33-/t71-,72+,73+/m0/s1	TVUUETRJOWYSIZ-ZLUFLUMPSA-N	1400.972227			MMDBc0042992
BASm0029794	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/20:1(13Z))	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/20:1(13Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h18,20,22,24-25,27,29,31,71-73,78H,5-17,19,21,23,26,28,30,32-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,24-20-,29-25-,31-27-/t71-,72+,73+/m0/s1	RUSMXACMUSHXEA-FNIIEQJRSA-N	1400.972227			MMDBc0042993
BASm0029795	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/22:0)	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/22:0) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h18,20,22,24,27,31,73-75,80H,5-17,19,21,23,25-26,28-30,32-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,24-20-,31-27-/t73-,74+,75+/m0/s1	SRJNFXRXDHQNNO-PUBOKGKHSA-N	1431.019177			MMDBc0042994
BASm0029796	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/22:1(11Z))	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/22:1(11Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h18,20,22,24,27,31,35-36,73-75,80H,5-17,19,21,23,25-26,28-30,32-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,24-20-,31-27-,36-35-/t73-,74+,75+/m0/s1	PXTKEZLUOCXTIJ-ZCEHQJNQSA-N	1429.003527			MMDBc0042995
BASm0029797	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/22:1(9Z))	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/22:1(9Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h18,20,22,24,27,31,37-38,73-75,80H,5-17,19,21,23,25-26,28-30,32-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,24-20-,31-27-,38-37-/t73-,74+,75+/m0/s1	WHIOGTITBANXEN-AWPYPQSCSA-N	1429.003527			MMDBc0042996
BASm0029798	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/24:0)	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/24:0) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h18,20,22,24,27,31,75-77,82H,5-17,19,21,23,25-26,28-30,32-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,24-20-,31-27-/t75-,76+,77+/m0/s1	HAIBUSFILIHMDW-WURXYTGNSA-N	1459.050477			MMDBc0042997
BASm0029799	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/24:1(11Z))	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/24:1(11Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h18,20,22,24,27,31,37-38,75-77,82H,5-17,19,21,23,25-26,28-30,32-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,24-20-,31-27-,38-37-/t75-,76+,77+/m0/s1	PLICLCBIGPAFTD-YHPMHNHISA-N	1457.034827			MMDBc0042998
BASm0029800	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/24:1(9Z))	CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/16:1(9Z)/24:1(9Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h18,20,22,24,27,31,39-40,75-77,82H,5-17,19,21,23,25-26,28-30,32-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,24-20-,31-27-,40-39-/t75-,76+,77+/m0/s1	SFLFYAWRZTYNML-HSHHUROFSA-N	1457.034827			MMDBc0042999
BASm0029801	CL(16:1(11Z)/16:1(11Z)/18:0/18:1(11Z))	CL(16:1(11Z)/16:1(11Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/18:0/18:1(11Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,71-73,78H,5-18,21-22,25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,30-26-/t71-,72+,73+/m0/s1	ZKUFEEYTSXWOJH-YNFYUMQSSA-N	1402.987877			MMDBc0043000
BASm0029802	CL(16:1(11Z)/16:1(11Z)/18:0/18:1(9Z))	CL(16:1(11Z)/16:1(11Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/18:0/18:1(9Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h19-20,23-24,34,36,71-73,78H,5-18,21-22,25-33,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,36-34-/t71-,72+,73+/m0/s1	XLSOGRYNNFHGKN-MNWTUXSYSA-N	1402.987877			MMDBc0043001
BASm0029803	CL(16:1(11Z)/16:1(11Z)/18:0/20:0)	CL(16:1(11Z)/16:1(11Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/18:0/20:0) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h19-20,23-24,73-75,80H,5-18,21-22,25-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-/t73-,74+,75+/m0/s1	JCQCTIUHCPFACZ-BKBSSOESSA-N	1433.034827			MMDBc0043002
BASm0029804	CL(16:1(11Z)/16:1(11Z)/18:0/20:1(11Z))	CL(16:1(11Z)/16:1(11Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/18:0/20:1(11Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h19-20,23-24,33,35,73-75,80H,5-18,21-22,25-32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,35-33-/t73-,74+,75+/m0/s1	OQTSHDLMSCSVFY-QGJVEUFOSA-N	1431.019177			MMDBc0043003
BASm0029805	CL(16:1(11Z)/16:1(11Z)/18:0/20:1(13Z))	CL(16:1(11Z)/16:1(11Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/18:0/20:1(13Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h19-20,23-25,29,73-75,80H,5-18,21-22,26-28,30-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,29-25-/t73-,74+,75+/m0/s1	CQJWULJEOYIPRZ-ARQSKXLZSA-N	1431.019177			MMDBc0043004
BASm0029806	CL(16:1(11Z)/16:1(11Z)/18:0/22:0)	CL(16:1(11Z)/16:1(11Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/18:0/22:0) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19-20,23-24,75-77,82H,5-18,21-22,25-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-/t75-,76+,77+/m0/s1	KDMVZKNDBCFBIP-PRYDJSFCSA-N	1461.066127			MMDBc0043005
BASm0029807	CL(16:1(11Z)/16:1(11Z)/18:0/22:1(11Z))	CL(16:1(11Z)/16:1(11Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/18:0/22:1(11Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19-20,23-24,36-37,75-77,82H,5-18,21-22,25-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,37-36-/t75-,76+,77+/m0/s1	WCDCPLCBXPBLAK-UHHAYACRSA-N	1459.050477			MMDBc0043006
BASm0029808	CL(16:1(11Z)/16:1(11Z)/18:0/22:1(9Z))	CL(16:1(11Z)/16:1(11Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/18:0/22:1(9Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19-20,23-24,38,40,75-77,82H,5-18,21-22,25-37,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,40-38-/t75-,76+,77+/m0/s1	HSUHOUTYQFTCIF-VNHLTESKSA-N	1459.050477			MMDBc0043007
BASm0029809	CL(16:1(11Z)/16:1(11Z)/18:1(11Z)/20:0)	CL(16:1(11Z)/16:1(11Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/18:1(11Z)/20:0) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,73-75,80H,5-18,21-22,25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,30-26-/t73-,74+,75+/m0/s1	UILDBFCRSPRZJO-QQYVABQYSA-N	1431.019177			MMDBc0043008
BASm0029810	CL(16:1(11Z)/16:1(11Z)/18:1(11Z)/20:1(11Z))	CL(16:1(11Z)/16:1(11Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/18:1(11Z)/20:1(11Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,33,35,73-75,80H,5-18,21-22,25,27-29,31-32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,30-26-,35-33-/t73-,74+,75+/m0/s1	GVXBPNJVTAXXHJ-AURGGWCMSA-N	1429.003527			MMDBc0043009
BASm0029811	CL(16:1(11Z)/16:1(11Z)/18:1(11Z)/20:1(13Z))	CL(16:1(11Z)/16:1(11Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/18:1(11Z)/20:1(13Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h19-20,23-26,29-30,73-75,80H,5-18,21-22,27-28,31-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,29-25-,30-26-/t73-,74+,75+/m0/s1	IEXLOZKFRBWFIZ-NZAQHESESA-N	1429.003527			MMDBc0043010
BASm0029812	CL(16:1(11Z)/16:1(11Z)/18:1(11Z)/22:0)	CL(16:1(11Z)/16:1(11Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/18:1(11Z)/22:0) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,75-77,82H,5-18,21-22,25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,30-26-/t75-,76+,77+/m0/s1	DVZFGLMNGRKXIK-UFPZHCCASA-N	1459.050477			MMDBc0043011
BASm0029813	CL(16:1(11Z)/16:1(11Z)/18:1(11Z)/22:1(11Z))	CL(16:1(11Z)/16:1(11Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/18:1(11Z)/22:1(11Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,36-37,75-77,82H,5-18,21-22,25,27-29,31-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,30-26-,37-36-/t75-,76+,77+/m0/s1	KKLGIBHVYLGVTK-SRSDONGPSA-N	1457.034827			MMDBc0043012
BASm0029814	CL(16:1(11Z)/16:1(11Z)/18:1(11Z)/22:1(9Z))	CL(16:1(11Z)/16:1(11Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/18:1(11Z)/22:1(9Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,38,40,75-77,82H,5-18,21-22,25,27-29,31-37,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,30-26-,40-38-/t75-,76+,77+/m0/s1	OJQTUWRBGZKIPB-AZJOVQARSA-N	1457.034827			MMDBc0043013
BASm0029815	CL(16:1(11Z)/16:1(11Z)/18:1(9Z)/20:0)	CL(16:1(11Z)/16:1(11Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/18:1(9Z)/20:0) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h19-20,23-24,34,37,73-75,80H,5-18,21-22,25-33,35-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,37-34-/t73-,74+,75+/m0/s1	SSPVMWXKQBZBGT-LNCRUQBWSA-N	1431.019177			MMDBc0043014
BASm0029816	CL(16:1(11Z)/16:1(11Z)/18:1(9Z)/20:1(11Z))	CL(16:1(11Z)/16:1(11Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/18:1(9Z)/20:1(11Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h19-20,23-24,33-35,37,73-75,80H,5-18,21-22,25-32,36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,35-33-,37-34-/t73-,74+,75+/m0/s1	CWYMJKNDKLGWSD-CDLDWVCISA-N	1429.003527			MMDBc0043015
BASm0029817	CL(16:1(11Z)/16:1(11Z)/18:1(9Z)/20:1(13Z))	CL(16:1(11Z)/16:1(11Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/18:1(9Z)/20:1(13Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h19-20,23-25,29,34,37,73-75,80H,5-18,21-22,26-28,30-33,35-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,29-25-,37-34-/t73-,74+,75+/m0/s1	KTUWUSCMYDBTKU-LHDGKSKJSA-N	1429.003527			MMDBc0043016
BASm0029818	CL(16:1(11Z)/16:1(11Z)/18:1(9Z)/22:0)	CL(16:1(11Z)/16:1(11Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/18:1(9Z)/22:0) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19-20,23-24,34,39,75-77,82H,5-18,21-22,25-33,35-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,39-34-/t75-,76+,77+/m0/s1	LCZNQDWRBMIRQO-IBQVWMSXSA-N	1459.050477			MMDBc0043017
BASm0029819	CL(16:1(11Z)/16:1(11Z)/18:1(9Z)/22:1(11Z))	CL(16:1(11Z)/16:1(11Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/18:1(9Z)/22:1(11Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19-20,23-24,34,36-37,39,75-77,82H,5-18,21-22,25-33,35,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,37-36-,39-34-/t75-,76+,77+/m0/s1	WVZCHIWCACCJEH-UWMDGJAESA-N	1457.034827			MMDBc0043018
BASm0029820	CL(16:1(11Z)/16:1(11Z)/18:1(9Z)/22:1(9Z))	CL(16:1(11Z)/16:1(11Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/18:1(9Z)/22:1(9Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19-20,23-24,34,38-40,75-77,82H,5-18,21-22,25-33,35-37,41-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,39-34-,40-38-/t75-,76+,77+/m0/s1	SEUBUURVIBGTAJ-FNMCZFIDSA-N	1457.034827			MMDBc0043019
BASm0029821	CL(16:1(11Z)/16:1(11Z)/20:0/20:1(11Z))	CL(16:1(11Z)/16:1(11Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/20:0/20:1(11Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19-20,23-24,34,36,75-77,82H,5-18,21-22,25-33,35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,36-34-/t75-,76+,77+/m0/s1	WZSBYJPBZZIXFJ-FRPJZDSUSA-N	1459.050477			MMDBc0043020
BASm0029822	CL(16:1(11Z)/16:1(11Z)/20:0/20:1(13Z))	CL(16:1(11Z)/16:1(11Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(11Z)/20:0/20:1(13Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19-20,23-24,26,30,75-77,82H,5-18,21-22,25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,30-26-/t75-,76+,77+/m0/s1	UEBLGXAPNGPMCC-UFPZHCCASA-N	1459.050477			MMDBc0043021
BASm0029823	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/16:1(11Z))	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/16:1(11Z)) contains three chains of (11Z-hexadecenoyl) at the C1, C3 and C4 positions, one chain of (9Z-hexadecenoyl) at the C2 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h17-19,21-23,28,32,67-69,74H,5-16,20,24-27,29-31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b21-17-,22-18-,23-19-,32-28-/t67-,68-,69-/m1/s1	LJPIMRKYZWAGAQ-YJTZDRRVSA-N	1344.909627			MMDBc0043022
BASm0029824	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/16:1(9Z))	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/16:1(9Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C3 positions, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h17-18,21-22,27-28,31-32,67-69,74H,5-16,19-20,23-26,29-30,33-66H2,1-4H3,(H,79,80)(H,81,82)/b21-17-,22-18-,31-27-,32-28-/t68-,69-/m1/s1	LWPYWJLCGMQOCN-MPOJJWQSSA-N	1344.909627			MMDBc0043023
BASm0029825	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/18:0)	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/18:0) contains two chains of (11Z-hexadecenoyl) at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h18-19,22-23,28,32,69-71,76H,5-17,20-21,24-27,29-31,33-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-,32-28-/t69-,70+,71+/m0/s1	FHUHIJYKPGQDMK-GCYOZTFGSA-N	1374.956577			MMDBc0043024
BASm0029826	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/18:1(11Z))	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/18:1(11Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h18-19,22-23,25,28-29,32,69-71,76H,5-17,20-21,24,26-27,30-31,33-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-,29-25-,32-28-/t69-,70+,71+/m0/s1	FJMPHIGLQZEZGS-LUBVGCHOSA-N	1372.940927			MMDBc0043025
BASm0029827	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/18:1(9Z))	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/18:1(9Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h18-19,22-23,28,32-34,69-71,76H,5-17,20-21,24-27,29-31,35-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,23-19-,32-28-,34-33-/t69-,70+,71+/m0/s1	MFIXKXBHPRYYHD-UDGIEGQTSA-N	1372.940927			MMDBc0043026
BASm0029828	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/20:0)	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/20:0) contains two chains of (11Z-hexadecenoyl) at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h18-19,22-23,28,32,71-73,78H,5-17,20-21,24-27,29-31,33-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-,32-28-/t71-,72+,73+/m0/s1	LSKFPIWNHZFQSQ-GMGLRQBRSA-N	1402.987877			MMDBc0043027
BASm0029829	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/20:1(11Z))	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/20:1(11Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h18-19,22-23,28,32-34,71-73,78H,5-17,20-21,24-27,29-31,35-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-,32-28-,34-33-/t71-,72+,73+/m0/s1	AHBFJUOOYRTBHT-YRLLXZIRSA-N	1400.972227			MMDBc0043028
BASm0029830	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/20:1(13Z))	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/20:1(13Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h18-19,22-23,25,28-29,32,71-73,78H,5-17,20-21,24,26-27,30-31,33-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,23-19-,29-25-,32-28-/t71-,72+,73+/m0/s1	OHENZOKVERTCJI-GGEDONKDSA-N	1400.972227			MMDBc0043029
BASm0029831	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/22:0)	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/22:0) contains two chains of (11Z-hexadecenoyl) at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h18-19,22-23,28,32,73-75,80H,5-17,20-21,24-27,29-31,33-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-,32-28-/t73-,74+,75+/m0/s1	UZNLQLUEVUTPOI-SIVKROQASA-N	1431.019177			MMDBc0043030
BASm0029832	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/22:1(11Z))	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/22:1(11Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h18-19,22-23,28,32,35-36,73-75,80H,5-17,20-21,24-27,29-31,33-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-,32-28-,36-35-/t73-,74+,75+/m0/s1	LULQWFAZBSASHC-RHTZIUDQSA-N	1429.003527			MMDBc0043031
BASm0029833	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/22:1(9Z))	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/22:1(9Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h18-19,22-23,28,32,37-38,73-75,80H,5-17,20-21,24-27,29-31,33-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,23-19-,32-28-,38-37-/t73-,74+,75+/m0/s1	YWGYKXINVSQOAA-IHZTWJDCSA-N	1429.003527			MMDBc0043032
BASm0029834	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/24:0)	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/24:0) contains two chains of (11Z-hexadecenoyl) at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h18-19,22-23,28,32,75-77,82H,5-17,20-21,24-27,29-31,33-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,23-19-,32-28-/t75-,76+,77+/m0/s1	HHGSALUUYCDHJA-ZRBZJFRISA-N	1459.050477			MMDBc0043033
BASm0029835	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/24:1(11Z))	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/24:1(11Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h18-19,22-23,28,32,37-38,75-77,82H,5-17,20-21,24-27,29-31,33-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,23-19-,32-28-,38-37-/t75-,76+,77+/m0/s1	GBMVVNFVBALKGW-ATBHEIALSA-N	1457.034827			MMDBc0043034
BASm0029836	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/24:1(9Z))	CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(11Z)/24:1(9Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h18-19,22-23,28,32,39-40,75-77,82H,5-17,20-21,24-27,29-31,33-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,23-19-,32-28-,40-39-/t75-,76+,77+/m0/s1	OVFIURZCADFZSZ-CJYSTAAFSA-N	1457.034827			MMDBc0043035
BASm0029837	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/16:1(11Z))	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/16:1(11Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C4 positions, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h17,20-21,24,26-27,30-31,67-69,74H,5-16,18-19,22-23,25,28-29,32-66H2,1-4H3,(H,79,80)(H,81,82)/b21-17-,24-20-,30-26-,31-27-/t67-,68+,69+/m0/s1	GPZWHZHJTGTRKF-TWNBZLQZSA-N	1344.909627			MMDBc0043036
BASm0029838	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/16:1(9Z))	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/16:1(9Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, three chains of (9Z-hexadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h17,21,26-28,30-32,67-69,74H,5-16,18-20,22-25,29,33-66H2,1-4H3,(H,79,80)(H,81,82)/b21-17-,30-26-,31-27-,32-28-/t67-,68+,69+/m0/s1	RATAVYLKLFPIDP-BLZUFAPCSA-N	1344.909627			MMDBc0043037
BASm0029839	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/18:0)	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/18:0) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h18,22,27-28,31-32,69-71,76H,5-17,19-21,23-26,29-30,33-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,31-27-,32-28-/t69-,70+,71+/m0/s1	VWCRAZVDJWSWRC-KCERZJPOSA-N	1374.956577			MMDBc0043038
BASm0029840	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/18:1(11Z))	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/18:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h18,22,25,27-29,31-32,69-71,76H,5-17,19-21,23-24,26,30,33-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,29-25-,31-27-,32-28-/t69-,70+,71+/m0/s1	PGMPKKWHRHLVQZ-QEKMAWRSSA-N	1372.940927			MMDBc0043039
BASm0029841	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/18:1(9Z))	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/18:1(9Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h18,22,27-28,31-34,69-71,76H,5-17,19-21,23-26,29-30,35-68H2,1-4H3,(H,81,82)(H,83,84)/b22-18-,31-27-,32-28-,34-33-/t69-,70+,71+/m0/s1	HOGDYNVUUXWLTQ-IGHXWHAYSA-N	1372.940927			MMDBc0043040
BASm0029842	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/20:0)	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/20:0) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h18,22,27-28,31-32,71-73,78H,5-17,19-21,23-26,29-30,33-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,31-27-,32-28-/t71-,72+,73+/m0/s1	AIGYUUNPEDHRMD-UQHGQRSOSA-N	1402.987877			MMDBc0043041
BASm0029843	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/20:1(11Z))	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/20:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h18,22,27-28,31-34,71-73,78H,5-17,19-21,23-26,29-30,35-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,31-27-,32-28-,34-33-/t71-,72+,73+/m0/s1	UQJMVYCWXHGIKQ-YGIWEIIBSA-N	1400.972227			MMDBc0043042
BASm0029844	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/20:1(13Z))	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/20:1(13Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h18,22,25,27-29,31-32,71-73,78H,5-17,19-21,23-24,26,30,33-70H2,1-4H3,(H,83,84)(H,85,86)/b22-18-,29-25-,31-27-,32-28-/t71-,72+,73+/m0/s1	IPSJJDGRZFLAPQ-LNKHXQNDSA-N	1400.972227			MMDBc0043043
BASm0029845	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/22:0)	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/22:0) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h18,22,27-28,31-32,73-75,80H,5-17,19-21,23-26,29-30,33-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,31-27-,32-28-/t73-,74+,75+/m0/s1	ILFNWDUQEWUPHV-QKQZQPGNSA-N	1431.019177			MMDBc0043044
BASm0029846	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/22:1(11Z))	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/22:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h18,22,27-28,31-32,35-36,73-75,80H,5-17,19-21,23-26,29-30,33-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,31-27-,32-28-,36-35-/t73-,74+,75+/m0/s1	ZDOLAWZBZWJFIN-XBYIXRRSSA-N	1429.003527			MMDBc0043045
BASm0029847	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/22:1(9Z))	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/22:1(9Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h18,22,27-28,31-32,37-38,73-75,80H,5-17,19-21,23-26,29-30,33-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b22-18-,31-27-,32-28-,38-37-/t73-,74+,75+/m0/s1	FRKBPDYZCXTQEL-DABWOXFHSA-N	1429.003527			MMDBc0043046
BASm0029848	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/24:0)	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/24:0) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h18,22,27-28,31-32,75-77,82H,5-17,19-21,23-26,29-30,33-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,31-27-,32-28-/t75-,76+,77+/m0/s1	ISMZNMNPWUQVQN-GZBXXCBXSA-N	1459.050477			MMDBc0043047
BASm0029849	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/24:1(11Z))	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/24:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h18,22,27-28,31-32,37-38,75-77,82H,5-17,19-21,23-26,29-30,33-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,31-27-,32-28-,38-37-/t75-,76+,77+/m0/s1	PXGOSJYDZFGBAB-MFKPBALYSA-N	1457.034827			MMDBc0043048
BASm0029850	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/24:1(9Z))	CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/16:1(9Z)/24:1(9Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h18,22,27-28,31-32,39-40,75-77,82H,5-17,19-21,23-26,29-30,33-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b22-18-,31-27-,32-28-,40-39-/t75-,76+,77+/m0/s1	WXNRTSQARPDINI-RTXMZWGTSA-N	1457.034827			MMDBc0043049
BASm0029851	CL(16:1(11Z)/16:1(9Z)/18:0/18:1(11Z))	CL(16:1(11Z)/16:1(9Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/18:0/18:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h19,23,26,28,30,32,71-73,78H,5-18,20-22,24-25,27,29,31,33-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,30-26-,32-28-/t71-,72+,73+/m0/s1	LHDJLJVPPKFYRS-AUQOOTRSSA-N	1402.987877			MMDBc0043050
BASm0029852	CL(16:1(11Z)/16:1(9Z)/18:0/18:1(9Z))	CL(16:1(11Z)/16:1(9Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/18:0/18:1(9Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h19,23,28,32,34,36,71-73,78H,5-18,20-22,24-27,29-31,33,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,32-28-,36-34-/t71-,72+,73+/m0/s1	FTOCVSHCIDVFSX-SHNNXWCBSA-N	1402.987877			MMDBc0043051
BASm0029853	CL(16:1(11Z)/16:1(9Z)/18:0/20:0)	CL(16:1(11Z)/16:1(9Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/18:0/20:0) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h19,23,28,32,73-75,80H,5-18,20-22,24-27,29-31,33-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,32-28-/t73-,74+,75+/m0/s1	HUJMBNPQHCRZCV-VAQQZCFISA-N	1433.034827			MMDBc0043052
BASm0029854	CL(16:1(11Z)/16:1(9Z)/18:0/20:1(11Z))	CL(16:1(11Z)/16:1(9Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/18:0/20:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h19,23,28,32-33,35,73-75,80H,5-18,20-22,24-27,29-31,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,32-28-,35-33-/t73-,74+,75+/m0/s1	XEXOXPDRMLKHAN-ZMMPHTMVSA-N	1431.019177			MMDBc0043053
BASm0029855	CL(16:1(11Z)/16:1(9Z)/18:0/20:1(13Z))	CL(16:1(11Z)/16:1(9Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/18:0/20:1(13Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h19,23,25,28-29,32,73-75,80H,5-18,20-22,24,26-27,30-31,33-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,29-25-,32-28-/t73-,74+,75+/m0/s1	BRLQZTAEMVFFOW-HNNFFKCTSA-N	1431.019177			MMDBc0043054
BASm0029856	CL(16:1(11Z)/16:1(9Z)/18:0/22:0)	CL(16:1(11Z)/16:1(9Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/18:0/22:0) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19,23,28,32,75-77,82H,5-18,20-22,24-27,29-31,33-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,32-28-/t75-,76+,77+/m0/s1	HYNRZJCXUYOYGY-GJJNUSTDSA-N	1461.066127			MMDBc0043055
BASm0029857	CL(16:1(11Z)/16:1(9Z)/18:0/22:1(11Z))	CL(16:1(11Z)/16:1(9Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/18:0/22:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19,23,28,32,36-37,75-77,82H,5-18,20-22,24-27,29-31,33-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,32-28-,37-36-/t75-,76+,77+/m0/s1	MWIRVYCUICFFFB-LAPLCBSYSA-N	1459.050477			MMDBc0043056
BASm0029858	CL(16:1(11Z)/16:1(9Z)/18:0/22:1(9Z))	CL(16:1(11Z)/16:1(9Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/18:0/22:1(9Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19,23,28,32,38,40,75-77,82H,5-18,20-22,24-27,29-31,33-37,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,32-28-,40-38-/t75-,76+,77+/m0/s1	RDQBVNMMMZWNMO-ARBMHTGJSA-N	1459.050477			MMDBc0043057
BASm0029859	CL(16:1(11Z)/16:1(9Z)/18:1(11Z)/20:0)	CL(16:1(11Z)/16:1(9Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/18:1(11Z)/20:0) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h19,23,26,28,30,32,73-75,80H,5-18,20-22,24-25,27,29,31,33-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,30-26-,32-28-/t73-,74+,75+/m0/s1	BTOAEYKRYWNPQV-KBIJZLQOSA-N	1431.019177			MMDBc0043058
BASm0029860	CL(16:1(11Z)/16:1(9Z)/18:1(11Z)/20:1(11Z))	CL(16:1(11Z)/16:1(9Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/18:1(11Z)/20:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h19,23,26,28,30,32-33,35,73-75,80H,5-18,20-22,24-25,27,29,31,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,30-26-,32-28-,35-33-/t73-,74+,75+/m0/s1	FQSJABQBZYDRBO-KVLZZFEVSA-N	1429.003527			MMDBc0043059
BASm0029861	CL(16:1(11Z)/16:1(9Z)/18:1(11Z)/20:1(13Z))	CL(16:1(11Z)/16:1(9Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/18:1(11Z)/20:1(13Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h19,23,25-26,28-30,32,73-75,80H,5-18,20-22,24,27,31,33-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,29-25-,30-26-,32-28-/t73-,74+,75+/m0/s1	GYVANDUNPOHEHT-MBIMKHFSSA-N	1429.003527			MMDBc0043060
BASm0029862	CL(16:1(11Z)/16:1(9Z)/18:1(11Z)/22:0)	CL(16:1(11Z)/16:1(9Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/18:1(11Z)/22:0) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19,23,26,28,30,32,75-77,82H,5-18,20-22,24-25,27,29,31,33-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,30-26-,32-28-/t75-,76+,77+/m0/s1	XTXCBFYJYAMOKX-YQPKQKLTSA-N	1459.050477			MMDBc0043061
BASm0029863	CL(16:1(11Z)/16:1(9Z)/18:1(11Z)/22:1(11Z))	CL(16:1(11Z)/16:1(9Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/18:1(11Z)/22:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19,23,26,28,30,32,36-37,75-77,82H,5-18,20-22,24-25,27,29,31,33-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,30-26-,32-28-,37-36-/t75-,76+,77+/m0/s1	FTHMAFLNQJHBBU-KDKFSZMESA-N	1457.034827			MMDBc0043062
BASm0029864	CL(16:1(11Z)/16:1(9Z)/18:1(11Z)/22:1(9Z))	CL(16:1(11Z)/16:1(9Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/18:1(11Z)/22:1(9Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19,23,26,28,30,32,38,40,75-77,82H,5-18,20-22,24-25,27,29,31,33-37,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,30-26-,32-28-,40-38-/t75-,76+,77+/m0/s1	LBQJVUVEPIDWOR-ADCPMBRCSA-N	1457.034827			MMDBc0043063
BASm0029865	CL(16:1(11Z)/16:1(9Z)/18:1(9Z)/20:0)	CL(16:1(11Z)/16:1(9Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/18:1(9Z)/20:0) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h19,23,28,32,34,37,73-75,80H,5-18,20-22,24-27,29-31,33,35-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,32-28-,37-34-/t73-,74+,75+/m0/s1	DMSAERQDTYOKSL-JSSOBREESA-N	1431.019177			MMDBc0043064
BASm0029866	CL(16:1(11Z)/16:1(9Z)/18:1(9Z)/20:1(11Z))	CL(16:1(11Z)/16:1(9Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/18:1(9Z)/20:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h19,23,28,32-35,37,73-75,80H,5-18,20-22,24-27,29-31,36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,32-28-,35-33-,37-34-/t73-,74+,75+/m0/s1	MWHJKFVKSXILKM-IGUUVKJSSA-N	1429.003527			MMDBc0043065
BASm0029867	CL(16:1(11Z)/16:1(9Z)/18:1(9Z)/20:1(13Z))	CL(16:1(11Z)/16:1(9Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/18:1(9Z)/20:1(13Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h19,23,25,28-29,32,34,37,73-75,80H,5-18,20-22,24,26-27,30-31,33,35-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,29-25-,32-28-,37-34-/t73-,74+,75+/m0/s1	NOGVHENOZHGZFZ-WGFMZMKISA-N	1429.003527			MMDBc0043066
BASm0029868	CL(16:1(11Z)/16:1(9Z)/18:1(9Z)/22:0)	CL(16:1(11Z)/16:1(9Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/18:1(9Z)/22:0) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19,23,28,32,34,39,75-77,82H,5-18,20-22,24-27,29-31,33,35-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,32-28-,39-34-/t75-,76+,77+/m0/s1	ZTBHMNVYOCNMJS-ZUMRYZBISA-N	1459.050477			MMDBc0043067
BASm0029869	CL(16:1(11Z)/16:1(9Z)/18:1(9Z)/22:1(11Z))	CL(16:1(11Z)/16:1(9Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/18:1(9Z)/22:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19,23,28,32,34,36-37,39,75-77,82H,5-18,20-22,24-27,29-31,33,35,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,32-28-,37-36-,39-34-/t75-,76+,77+/m0/s1	ZVWWMUFMTQCMFF-LYNJYWSJSA-N	1457.034827			MMDBc0043068
BASm0029870	CL(16:1(11Z)/16:1(9Z)/18:1(9Z)/22:1(9Z))	CL(16:1(11Z)/16:1(9Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/18:1(9Z)/22:1(9Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19,23,28,32,34,38-40,75-77,82H,5-18,20-22,24-27,29-31,33,35-37,41-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,32-28-,39-34-,40-38-/t75-,76+,77+/m0/s1	XQYCJVRENPZEQQ-PSOWITLRSA-N	1457.034827			MMDBc0043069
BASm0029871	CL(16:1(11Z)/16:1(9Z)/20:0/20:1(11Z))	CL(16:1(11Z)/16:1(9Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/20:0/20:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19,23,28,32,34,36,75-77,82H,5-18,20-22,24-27,29-31,33,35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,32-28-,36-34-/t75-,76+,77+/m0/s1	VJLBLOUZCCWIKC-OOLVVRBCSA-N	1459.050477			MMDBc0043070
BASm0029872	CL(16:1(11Z)/16:1(9Z)/20:0/20:1(13Z))	CL(16:1(11Z)/16:1(9Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/16:1(9Z)/20:0/20:1(13Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h19,23,26,28,30,32,75-77,82H,5-18,20-22,24-25,27,29,31,33-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,30-26-,32-28-/t75-,76+,77+/m0/s1	PMYQGLQHPCQCIQ-YQPKQKLTSA-N	1459.050477			MMDBc0043071
BASm0029873	CL(16:1(11Z)/18:0/16:1(11Z)/18:0)	CL(16:1(11Z)/18:0/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:0/16:1(11Z)/18:0) contains two chains of (11Z-hexadecenoyl) at the C1 and C3 positions, two chains of octadecanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h19-20,23-24,71-73,78H,5-18,21-22,25-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-/t72-,73-/m1/s1	IEHIFLFPEHHLQH-XSNKATJOSA-N	1405.003527			MMDBc0043072
BASm0029874	CL(16:1(11Z)/18:0/16:1(9Z)/18:0)	CL(16:1(11Z)/18:0/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:0/16:1(9Z)/18:0) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C4 positions, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h19,23,28,32,71-73,78H,5-18,20-22,24-27,29-31,33-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,32-28-/t71-,72+,73+/m0/s1	YZNRDNYTFLBOFY-ZDYCDLLPSA-N	1405.003527			MMDBc0043073
BASm0029875	CL(16:1(11Z)/18:0/18:0/18:0)	CL(16:1(11Z)/18:0/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:0/18:0/18:0) contains one chain of (11Z-hexadecenoyl) at the C1 position, three chains of octadecanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h20,24,73-75,80H,5-19,21-23,25-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-/t73-,74+,75+/m0/s1	XGUITOAOIWKYKU-DEPVYLCVSA-N	1435.050477			MMDBc0043074
BASm0029876	CL(16:1(11Z)/18:0/18:0/18:1(11Z))	CL(16:1(11Z)/18:0/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:0/18:0/18:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h20,24,27,31,73-75,80H,5-19,21-23,25-26,28-30,32-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,31-27-/t73-,74+,75+/m0/s1	QLDVXOJXNFNLDU-KQEYXPSVSA-N	1433.034827			MMDBc0043075
BASm0029877	CL(16:1(11Z)/18:0/18:0/18:1(9Z))	CL(16:1(11Z)/18:0/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:0/18:0/18:1(9Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h20,24,35,38,73-75,80H,5-19,21-23,25-34,36-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,38-35-/t73-,74+,75+/m0/s1	FDKFDKUEBQWEEP-GLBLIAOFSA-N	1433.034827			MMDBc0043076
BASm0029878	CL(16:1(11Z)/18:0/18:0/20:0)	CL(16:1(11Z)/18:0/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:0/18:0/20:0) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24,75-77,82H,5-19,21-23,25-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-/t75-,76+,77+/m0/s1	ONWNMWBBHGVVTJ-ABFKWZFKSA-N	1463.081778			MMDBc0043077
BASm0029879	CL(16:1(11Z)/18:0/18:0/20:1(11Z))	CL(16:1(11Z)/18:0/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:0/18:0/20:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24,33,36,75-77,82H,5-19,21-23,25-32,34-35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,36-33-/t75-,76+,77+/m0/s1	DLMWHBZVKKLZSW-KXKIYADLSA-N	1461.066127			MMDBc0043078
BASm0029880	CL(16:1(11Z)/18:0/18:0/20:1(13Z))	CL(16:1(11Z)/18:0/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:0/18:0/20:1(13Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24-25,29,75-77,82H,5-19,21-23,26-28,30-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,29-25-/t75-,76+,77+/m0/s1	XVJLRZJAAYOROX-GJGMZPALSA-N	1461.066127			MMDBc0043079
BASm0029881	CL(16:1(11Z)/18:0/18:1(11Z)/18:1(11Z))	CL(16:1(11Z)/18:0/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:0/18:1(11Z)/18:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h20,24-25,27,29,31,73-75,80H,5-19,21-23,26,28,30,32-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,29-25-,31-27-/t73-,74+,75+/m0/s1	MXTWTSFULBBPFV-GTJCDWGMSA-N	1431.019177			MMDBc0043080
BASm0029882	CL(16:1(11Z)/18:0/18:1(11Z)/18:1(9Z))	CL(16:1(11Z)/18:0/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:0/18:1(11Z)/18:1(9Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h20,24-25,29,35,38,73-75,80H,5-19,21-23,26-28,30-34,36-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,29-25-,38-35-/t73-,74+,75+/m0/s1	KMWHNLBBDQVHOM-FAIBMAHESA-N	1431.019177			MMDBc0043081
BASm0029883	CL(16:1(11Z)/18:0/18:1(11Z)/20:0)	CL(16:1(11Z)/18:0/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:0/18:1(11Z)/20:0) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24,26,30,75-77,82H,5-19,21-23,25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-/t75-,76+,77+/m0/s1	CAAPZYKKTVFTDO-NKZCOSNDSA-N	1461.066127			MMDBc0043082
BASm0029884	CL(16:1(11Z)/18:0/18:1(11Z)/20:1(11Z))	CL(16:1(11Z)/18:0/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:0/18:1(11Z)/20:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24,26,30,33,36,75-77,82H,5-19,21-23,25,27-29,31-32,34-35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,36-33-/t75-,76+,77+/m0/s1	GDPLJFXHMIKSSP-HDGFVHAWSA-N	1459.050477			MMDBc0043083
BASm0029885	CL(16:1(11Z)/18:0/18:1(11Z)/20:1(13Z))	CL(16:1(11Z)/18:0/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:0/18:1(11Z)/20:1(13Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24-26,29-30,75-77,82H,5-19,21-23,27-28,31-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,29-25-,30-26-/t75-,76+,77+/m0/s1	YDWVMBRDHMNTDC-OLEHUSAASA-N	1459.050477			MMDBc0043084
BASm0029886	CL(16:1(11Z)/18:0/18:1(9Z)/18:1(11Z))	CL(16:1(11Z)/18:0/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:0/18:1(9Z)/18:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h20,24,27,31,33,36,73-75,80H,5-19,21-23,25-26,28-30,32,34-35,37-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,31-27-,36-33-/t73-,74+,75+/m0/s1	LJDOYULDWUNSCJ-JABVWXJISA-N	1431.019177			MMDBc0043085
BASm0029887	CL(16:1(11Z)/18:0/18:1(9Z)/18:1(9Z))	CL(16:1(11Z)/18:0/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:0/18:1(9Z)/18:1(9Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h20,24,33,35-36,38,73-75,80H,5-19,21-23,25-32,34,37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,36-33-,38-35-/t73-,74+,75+/m0/s1	IXMCTKJMQDBGHS-GEVGFWCLSA-N	1431.019177			MMDBc0043086
BASm0029888	CL(16:1(11Z)/18:0/18:1(9Z)/20:0)	CL(16:1(11Z)/18:0/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:0/18:1(9Z)/20:0) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24,34,38,75-77,82H,5-19,21-23,25-33,35-37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,38-34-/t75-,76+,77+/m0/s1	WWGGLYPQALNBQD-CLJNWQJYSA-N	1461.066127			MMDBc0043087
BASm0029889	CL(16:1(11Z)/18:0/18:1(9Z)/20:1(11Z))	CL(16:1(11Z)/18:0/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:0/18:1(9Z)/20:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24,33-34,36,38,75-77,82H,5-19,21-23,25-32,35,37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,36-33-,38-34-/t75-,76+,77+/m0/s1	MYROMMNVQNAXKW-MYBMOJRGSA-N	1459.050477			MMDBc0043088
BASm0029890	CL(16:1(11Z)/18:0/18:1(9Z)/20:1(13Z))	CL(16:1(11Z)/18:0/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:0/18:1(9Z)/20:1(13Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24-25,29,34,38,75-77,82H,5-19,21-23,26-28,30-33,35-37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,29-25-,38-34-/t75-,76+,77+/m0/s1	BHHILNCSRVAKGN-CRHZBZBUSA-N	1459.050477			MMDBc0043089
BASm0029891	CL(16:1(11Z)/18:1(11Z)/16:1(11Z)/18:1(11Z))	CL(16:1(11Z)/18:1(11Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(11Z)/16:1(11Z)/18:1(11Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C3 positions, two chains of (11Z-octadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h19-20,23-26,29-30,71-73,78H,5-18,21-22,27-28,31-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,29-25-,30-26-/t72-,73-/m1/s1	FQALBJNXFFUQMV-HGEAZANQSA-N	1400.972227			MMDBc0043090
BASm0029892	CL(16:1(11Z)/18:1(11Z)/16:1(11Z)/18:1(9Z))	CL(16:1(11Z)/18:1(11Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(11Z)/16:1(11Z)/18:1(9Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C3 positions, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h19-20,23-25,29,34,36,71-73,78H,5-18,21-22,26-28,30-33,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,29-25-,36-34-/t71-,72+,73+/m0/s1	QSANQSUVOHRBQE-FXXTXCHZSA-N	1400.972227			MMDBc0043091
BASm0029893	CL(16:1(11Z)/18:1(11Z)/16:1(9Z)/18:1(11Z))	CL(16:1(11Z)/18:1(11Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(11Z)/16:1(9Z)/18:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C4 positions, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h19,23,25-26,28-30,32,71-73,78H,5-18,20-22,24,27,31,33-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,29-25-,30-26-,32-28-/t71-,72+,73+/m0/s1	SAZVKIZVKQLRNZ-IFUXUDHOSA-N	1400.972227			MMDBc0043092
BASm0029894	CL(16:1(11Z)/18:1(11Z)/16:1(9Z)/18:1(9Z))	CL(16:1(11Z)/18:1(11Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(11Z)/16:1(9Z)/18:1(9Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h19,23,25,28-29,32,34,36,71-73,78H,5-18,20-22,24,26-27,30-31,33,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,29-25-,32-28-,36-34-/t71-,72+,73+/m0/s1	RDDBCHJTENVZQY-HGKUFDMJSA-N	1400.972227			MMDBc0043093
BASm0029895	CL(16:1(11Z)/18:1(11Z)/18:1(11Z)/18:1(11Z))	CL(16:1(11Z)/18:1(11Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(11Z)/18:1(11Z)/18:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, three chains of (11Z-octadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h20,24-27,29-31,73-75,80H,5-19,21-23,28,32-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,29-25-,30-26-,31-27-/t73-,74+,75+/m0/s1	VEODLZCCGWHVJN-HVJKCLDTSA-N	1429.003527			MMDBc0043094
BASm0029896	CL(16:1(11Z)/18:1(11Z)/18:1(11Z)/18:1(9Z))	CL(16:1(11Z)/18:1(11Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(11Z)/18:1(11Z)/18:1(9Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h20,24-26,29-30,35,38,73-75,80H,5-19,21-23,27-28,31-34,36-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,29-25-,30-26-,38-35-/t73-,74+,75+/m0/s1	FEGHWRLXJUWFLW-QPAWFAKHSA-N	1429.003527			MMDBc0043095
BASm0029897	CL(16:1(11Z)/18:1(11Z)/18:1(11Z)/20:0)	CL(16:1(11Z)/18:1(11Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(11Z)/18:1(11Z)/20:0) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,75-77,82H,5-19,21-23,25,28-29,32-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,31-27-/t75-,76+,77+/m0/s1	JWQOFWDRVGLQLR-HUMYZZBCSA-N	1459.050477			MMDBc0043096
BASm0029898	CL(16:1(11Z)/18:1(11Z)/18:1(11Z)/20:1(11Z))	CL(16:1(11Z)/18:1(11Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(11Z)/18:1(11Z)/20:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,33,36,75-77,82H,5-19,21-23,25,28-29,32,34-35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,31-27-,36-33-/t75-,76+,77+/m0/s1	VGIZFKKNQSIXCW-YYTGCMNJSA-N	1457.034827			MMDBc0043097
BASm0029899	CL(16:1(11Z)/18:1(11Z)/18:1(11Z)/20:1(13Z))	CL(16:1(11Z)/18:1(11Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(11Z)/18:1(11Z)/20:1(13Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24-27,29-31,75-77,82H,5-19,21-23,28,32-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,29-25-,30-26-,31-27-/t75-,76+,77+/m0/s1	YIWNPHIXZCBYNM-FDFJCGKUSA-N	1457.034827			MMDBc0043098
BASm0029900	CL(16:1(11Z)/18:1(11Z)/18:1(9Z)/18:1(11Z))	CL(16:1(11Z)/18:1(11Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(11Z)/18:1(9Z)/18:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C4 positions, one chain of (9Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h20,24,26-27,30-31,33,36,73-75,80H,5-19,21-23,25,28-29,32,34-35,37-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,31-27-,36-33-/t73-,74+,75+/m0/s1	NDPHLKWOPGHRAM-BEIKDVLGSA-N	1429.003527			MMDBc0043099
BASm0029901	CL(16:1(11Z)/18:1(11Z)/18:1(9Z)/18:1(9Z))	CL(16:1(11Z)/18:1(11Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(11Z)/18:1(9Z)/18:1(9Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h20,24,26,30,33,35-36,38,73-75,80H,5-19,21-23,25,27-29,31-32,34,37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,36-33-,38-35-/t73-,74+,75+/m0/s1	YIOVATNWMDPQBI-SMDHRDCASA-N	1429.003527			MMDBc0043100
BASm0029902	CL(16:1(11Z)/18:1(11Z)/18:1(9Z)/20:0)	CL(16:1(11Z)/18:1(11Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(11Z)/18:1(9Z)/20:0) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24,27,31,34,38,75-77,82H,5-19,21-23,25-26,28-30,32-33,35-37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-,38-34-/t75-,76+,77+/m0/s1	RZZWZZABCYITHX-LJSWJDLYSA-N	1459.050477			MMDBc0043101
BASm0029903	CL(16:1(11Z)/18:1(11Z)/18:1(9Z)/20:1(11Z))	CL(16:1(11Z)/18:1(11Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(11Z)/18:1(9Z)/20:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24,27,31,33-34,36,38,75-77,82H,5-19,21-23,25-26,28-30,32,35,37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-,36-33-,38-34-/t75-,76+,77+/m0/s1	QZZFGJBGEDMXRA-GGSOZJSGSA-N	1457.034827			MMDBc0043102
BASm0029904	CL(16:1(11Z)/18:1(11Z)/18:1(9Z)/20:1(13Z))	CL(16:1(11Z)/18:1(11Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(11Z)/18:1(9Z)/20:1(13Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24-25,27,29,31,34,38,75-77,82H,5-19,21-23,26,28,30,32-33,35-37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,29-25-,31-27-,38-34-/t75-,76+,77+/m0/s1	UENLMYHPKZNGRK-KPGYCNSQSA-N	1457.034827			MMDBc0043103
BASm0029905	CL(16:1(11Z)/18:1(9Z)/16:1(11Z)/18:1(11Z))	CL(16:1(11Z)/18:1(9Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(9Z)/16:1(11Z)/18:1(11Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C3 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h19-20,23-25,29,34,36,71-73,78H,5-18,21-22,26-28,30-33,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,29-25-,36-34-/t71-,72-,73-/m1/s1	QSANQSUVOHRBQE-RZEDGTRISA-N	1400.972227			MMDBc0043104
BASm0029906	CL(16:1(11Z)/18:1(9Z)/16:1(11Z)/18:1(9Z))	CL(16:1(11Z)/18:1(9Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(9Z)/16:1(11Z)/18:1(9Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C3 positions, two chains of (9Z-octadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h19-20,23-24,33-36,71-73,78H,5-18,21-22,25-32,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,35-33-,36-34-/t72-,73-/m1/s1	FTHAECZRAWSVHK-YEYDBNILSA-N	1400.972227			MMDBc0043105
BASm0029907	CL(16:1(11Z)/18:1(9Z)/16:1(9Z)/18:1(11Z))	CL(16:1(11Z)/18:1(9Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(9Z)/16:1(9Z)/18:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h19,23,26,28,30,32-33,35,71-73,78H,5-18,20-22,24-25,27,29,31,34,36-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,30-26-,32-28-,35-33-/t71-,72+,73+/m0/s1	SVASSSQVZIDEBV-DUFGPGDFSA-N	1400.972227			MMDBc0043106
BASm0029908	CL(16:1(11Z)/18:1(9Z)/16:1(9Z)/18:1(9Z))	CL(16:1(11Z)/18:1(9Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(9Z)/16:1(9Z)/18:1(9Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C4 positions, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h19,23,28,32-36,71-73,78H,5-18,20-22,24-27,29-31,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,32-28-,35-33-,36-34-/t71-,72+,73+/m0/s1	AMLHPYBTMSNYIR-QZDPAVIVSA-N	1400.972227			MMDBc0043107
BASm0029909	CL(16:1(11Z)/18:1(9Z)/18:1(11Z)/18:1(11Z))	CL(16:1(11Z)/18:1(9Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(9Z)/18:1(11Z)/18:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h20,24-25,27,29,31,34,37,73-75,80H,5-19,21-23,26,28,30,32-33,35-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,29-25-,31-27-,37-34-/t73-,74+,75+/m0/s1	FUWNTIJRRSURFF-CKZDKRJMSA-N	1429.003527			MMDBc0043108
BASm0029910	CL(16:1(11Z)/18:1(9Z)/18:1(11Z)/18:1(9Z))	CL(16:1(11Z)/18:1(9Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(9Z)/18:1(11Z)/18:1(9Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C4 positions, one chain of (11Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h20,24-25,29,34-35,37-38,73-75,80H,5-19,21-23,26-28,30-33,36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,29-25-,37-34-,38-35-/t73-,74+,75+/m0/s1	GTAZSRIRDJCRIZ-LHJUAWEPSA-N	1429.003527			MMDBc0043109
BASm0029911	CL(16:1(11Z)/18:1(9Z)/18:1(11Z)/20:0)	CL(16:1(11Z)/18:1(9Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(9Z)/18:1(11Z)/20:0) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24,26,30,35,39,75-77,82H,5-19,21-23,25,27-29,31-34,36-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,39-35-/t75-,76+,77+/m0/s1	JHGPMZLHBZKCDH-BUNANIRZSA-N	1459.050477			MMDBc0043110
BASm0029912	CL(16:1(11Z)/18:1(9Z)/18:1(11Z)/20:1(11Z))	CL(16:1(11Z)/18:1(9Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(9Z)/18:1(11Z)/20:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24,26,30,33,35-36,39,75-77,82H,5-19,21-23,25,27-29,31-32,34,37-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,36-33-,39-35-/t75-,76+,77+/m0/s1	QUQFSBFNUXLTLA-KUTFPDTRSA-N	1457.034827			MMDBc0043111
BASm0029913	CL(16:1(11Z)/18:1(9Z)/18:1(11Z)/20:1(13Z))	CL(16:1(11Z)/18:1(9Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(9Z)/18:1(11Z)/20:1(13Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24-26,29-30,35,39,75-77,82H,5-19,21-23,27-28,31-34,36-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,29-25-,30-26-,39-35-/t75-,76+,77+/m0/s1	ALLSCRZCCGRTRR-YZRFOYCMSA-N	1457.034827			MMDBc0043112
BASm0029914	CL(16:1(11Z)/18:1(9Z)/18:1(9Z)/18:1(11Z))	CL(16:1(11Z)/18:1(9Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(9Z)/18:1(9Z)/18:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h20,24,27,31,33-34,36-37,73-75,80H,5-19,21-23,25-26,28-30,32,35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,31-27-,36-33-,37-34-/t73-,74+,75+/m0/s1	WJWROXYLORCAHD-IZAFZSPISA-N	1429.003527			MMDBc0043113
BASm0029915	CL(16:1(11Z)/18:1(9Z)/18:1(9Z)/18:1(9Z))	CL(16:1(11Z)/18:1(9Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(9Z)/18:1(9Z)/18:1(9Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, three chains of (9Z-octadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h20,24,33-38,73-75,80H,5-19,21-23,25-32,39-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,36-33-,37-34-,38-35-/t73-,74+,75+/m0/s1	SSHWZOHZYLSZJT-VUYMMLGOSA-N	1429.003527			MMDBc0043114
BASm0029916	CL(16:1(11Z)/18:1(9Z)/18:1(9Z)/20:0)	CL(16:1(11Z)/18:1(9Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(9Z)/18:1(9Z)/20:0) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24,34-35,38-39,75-77,82H,5-19,21-23,25-33,36-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,38-34-,39-35-/t75-,76+,77+/m0/s1	XHIJORUPRKNXTF-DQOSXBSSSA-N	1459.050477			MMDBc0043115
BASm0029917	CL(16:1(11Z)/18:1(9Z)/18:1(9Z)/20:1(11Z))	CL(16:1(11Z)/18:1(9Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(9Z)/18:1(9Z)/20:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24,33-36,38-39,75-77,82H,5-19,21-23,25-32,37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,36-33-,38-34-,39-35-/t75-,76+,77+/m0/s1	XKXKLOCSKSJRIR-JHBPCGGYSA-N	1457.034827			MMDBc0043116
BASm0029918	CL(16:1(11Z)/18:1(9Z)/18:1(9Z)/20:1(13Z))	CL(16:1(11Z)/18:1(9Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/18:1(9Z)/18:1(9Z)/20:1(13Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h20,24-25,29,34-35,38-39,75-77,82H,5-19,21-23,26-28,30-33,36-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,29-25-,38-34-,39-35-/t75-,76+,77+/m0/s1	MYPOCKUOBMQKIA-VFZRXZCRSA-N	1457.034827			MMDBc0043117
BASm0029919	CL(16:1(11Z)/20:0/16:1(11Z)/20:0)	CL(16:1(11Z)/20:0/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/20:0/16:1(11Z)/20:0) contains two chains of (11Z-hexadecenoyl) at the C1 and C3 positions, two chains of eicosanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-42-32-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2/h19-20,23-24,75-77,82H,5-18,21-22,25-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-/t76-,77-/m1/s1	DTUTYZFIHQYZHY-MOPLAUQJSA-N	1461.066127			MMDBc0043118
BASm0029920	CL(16:1(11Z)/20:0/16:1(9Z)/20:0)	CL(16:1(11Z)/20:0/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/20:0/16:1(9Z)/20:0) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of eicosanoic acid at the C2 and C4 positions, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-42-32-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2/h19,23,28,32,75-77,82H,5-18,20-22,24-27,29-31,33-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,32-28-/t75-,76+,77+/m0/s1	HXFQCYHHFHGTTI-GJJNUSTDSA-N	1461.066127			MMDBc0043119
BASm0029921	CL(16:1(11Z)/20:1(11Z)/16:1(11Z)/20:1(11Z))	CL(16:1(11Z)/20:1(11Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/20:1(11Z)/16:1(11Z)/20:1(11Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C3 positions, two chains of (11Z-eicosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-42-32-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2/h19-20,23-24,33-36,75-77,82H,5-18,21-22,25-32,37-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,35-33-,36-34-/t76-,77-/m1/s1	LWOBPTWGDOPXGX-FSXQDBBCSA-N	1457.034827			MMDBc0043120
BASm0029922	CL(16:1(11Z)/20:1(11Z)/16:1(11Z)/20:1(13Z))	CL(16:1(11Z)/20:1(11Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/20:1(11Z)/16:1(11Z)/20:1(13Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C3 positions, one chain of (11Z-eicosenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-42-32-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2/h19-20,23-25,29,34,36,75-77,82H,5-18,21-22,26-28,30-33,35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,29-25-,36-34-/t75-,76-,77-/m1/s1	HLYFVBZNELJKDJ-RQFIYINCSA-N	1457.034827			MMDBc0043121
BASm0029923	CL(16:1(11Z)/20:1(11Z)/16:1(9Z)/20:1(11Z))	CL(16:1(11Z)/20:1(11Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/20:1(11Z)/16:1(9Z)/20:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of (11Z-eicosenoyl) at the C2 and C4 positions, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-42-32-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2/h19,23,28,32-36,75-77,82H,5-18,20-22,24-27,29-31,37-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,32-28-,35-33-,36-34-/t75-,76+,77+/m0/s1	BYENYCXGKOBLSO-ZYKDNVSGSA-N	1457.034827			MMDBc0043122
BASm0029924	CL(16:1(11Z)/20:1(11Z)/16:1(9Z)/20:1(13Z))	CL(16:1(11Z)/20:1(11Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/20:1(11Z)/16:1(9Z)/20:1(13Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (11Z-eicosenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-42-32-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2/h19,23,26,28,30,32-33,35,75-77,82H,5-18,20-22,24-25,27,29,31,34,36-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,30-26-,32-28-,35-33-/t75-,76+,77+/m0/s1	SKSSYGOIAIMFKR-KBNKEJFGSA-N	1457.034827			MMDBc0043123
BASm0029925	CL(16:1(11Z)/20:1(13Z)/16:1(11Z)/20:1(11Z))	CL(16:1(11Z)/20:1(13Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/20:1(13Z)/16:1(11Z)/20:1(11Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C3 positions, one chain of (13Z-eicosenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-42-32-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2/h19-20,23-25,29,34,36,75-77,82H,5-18,21-22,26-28,30-33,35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,29-25-,36-34-/t75-,76+,77+/m0/s1	HLYFVBZNELJKDJ-WCZUCTMLSA-N	1457.034827			MMDBc0043124
BASm0029926	CL(16:1(11Z)/20:1(13Z)/16:1(11Z)/20:1(13Z))	CL(16:1(11Z)/20:1(13Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/20:1(13Z)/16:1(11Z)/20:1(13Z)) contains two chains of (11Z-hexadecenoyl) at the C1 and C3 positions, two chains of (13Z-eicosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-42-32-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2/h19-20,23-26,29-30,75-77,82H,5-18,21-22,27-28,31-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,29-25-,30-26-/t76-,77-/m1/s1	OYZLQEUKLUIRKE-DUADWUHKSA-N	1457.034827			MMDBc0043125
BASm0029927	CL(16:1(11Z)/20:1(13Z)/16:1(9Z)/20:1(11Z))	CL(16:1(11Z)/20:1(13Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/20:1(13Z)/16:1(9Z)/20:1(11Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, one chain of (13Z-eicosenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-42-32-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2/h19,23,25,28-29,32,34,36,75-77,82H,5-18,20-22,24,26-27,30-31,33,35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,29-25-,32-28-,36-34-/t75-,76+,77+/m0/s1	BHAVWCQCYVYMLH-LSCXKVLNSA-N	1457.034827			MMDBc0043126
BASm0029928	CL(16:1(11Z)/20:1(13Z)/16:1(9Z)/20:1(13Z))	CL(16:1(11Z)/20:1(13Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(11Z)/20:1(13Z)/16:1(9Z)/20:1(13Z)) contains one chain of (11Z-hexadecenoyl) at the C1 position, two chains of (13Z-eicosenoyl) at the C2 and C4 positions, one chain of (9Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-42-32-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2/h19,23,25-26,28-30,32,75-77,82H,5-18,20-22,24,27,31,33-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,29-25-,30-26-,32-28-/t75-,76+,77+/m0/s1	XUOACSLKTYSSEE-CRSWVVNXSA-N	1457.034827			MMDBc0043127
BASm0029929	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/16:1(11Z))	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/16:1(11Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, three chains of (11Z-hexadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h17,19-21,23-24,26,30,67-69,74H,5-16,18,22,25,27-29,31-66H2,1-4H3,(H,79,80)(H,81,82)/b21-17-,23-19-,24-20-,30-26-/t67-,68-,69-/m1/s1	JYVCYXGSEZESBP-QIHNTZIBSA-N	1344.909627			MMDBc0043128
BASm0029930	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/16:1(9Z))	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/16:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C4 positions, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h17,20-21,24,26-27,30-31,67-69,74H,5-16,18-19,22-23,25,28-29,32-66H2,1-4H3,(H,79,80)(H,81,82)/b21-17-,24-20-,30-26-,31-27-/t67-,68-,69-/m1/s1	GPZWHZHJTGTRKF-NZTXEWPMSA-N	1344.909627			MMDBc0043129
BASm0029931	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/18:0)	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/18:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h19-20,23-24,26,30,69-71,76H,5-18,21-22,25,27-29,31-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,30-26-/t69-,70+,71+/m0/s1	CSUICBBAYLEMFZ-IECMDSMMSA-N	1374.956577			MMDBc0043130
BASm0029932	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/18:1(11Z))	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/18:1(11Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h19-20,23-26,29-30,69-71,76H,5-18,21-22,27-28,31-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,29-25-,30-26-/t69-,70+,71+/m0/s1	BCPQVBVFYZHZBY-MRHFVKRTSA-N	1372.940927			MMDBc0043131
BASm0029933	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/18:1(9Z))	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/18:1(9Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h19-20,23-24,26,30,33-34,69-71,76H,5-18,21-22,25,27-29,31-32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,24-20-,30-26-,34-33-/t69-,70+,71+/m0/s1	GZMBNDVAMYUSDL-WYEKPFRTSA-N	1372.940927			MMDBc0043132
BASm0029934	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/20:0)	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/20:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h19-20,23-24,26,30,71-73,78H,5-18,21-22,25,27-29,31-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,30-26-/t71-,72+,73+/m0/s1	DWJQIGYLMSKCTO-YNFYUMQSSA-N	1402.987877			MMDBc0043133
BASm0029935	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/20:1(11Z))	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/20:1(11Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h19-20,23-24,26,30,33-34,71-73,78H,5-18,21-22,25,27-29,31-32,35-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,30-26-,34-33-/t71-,72+,73+/m0/s1	VZCZKPZNPXGBCR-JSEIWRRCSA-N	1400.972227			MMDBc0043134
BASm0029936	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/20:1(13Z))	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/20:1(13Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h19-20,23-26,29-30,71-73,78H,5-18,21-22,27-28,31-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,24-20-,29-25-,30-26-/t71-,72+,73+/m0/s1	DNQISKACSDNPFF-CGKDQLHTSA-N	1400.972227			MMDBc0043135
BASm0029937	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/22:0)	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/22:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h19-20,23-24,26,30,73-75,80H,5-18,21-22,25,27-29,31-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,30-26-/t73-,74+,75+/m0/s1	OIASFRWGRREYBX-QQYVABQYSA-N	1431.019177			MMDBc0043136
BASm0029938	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/22:1(11Z))	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/22:1(11Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h19-20,23-24,26,30,35-36,73-75,80H,5-18,21-22,25,27-29,31-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,30-26-,36-35-/t73-,74+,75+/m0/s1	SZVDYNLESYMCJC-NTIINONZSA-N	1429.003527			MMDBc0043137
BASm0029939	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/22:1(9Z))	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/22:1(9Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h19-20,23-24,26,30,37-38,73-75,80H,5-18,21-22,25,27-29,31-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,24-20-,30-26-,38-37-/t73-,74+,75+/m0/s1	AKJZAQFIGYUNNY-ILFQGXOOSA-N	1429.003527			MMDBc0043138
BASm0029940	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/24:0)	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/24:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h19-20,23-24,26,30,75-77,82H,5-18,21-22,25,27-29,31-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,30-26-/t75-,76+,77+/m0/s1	OSDFAYNGLNAKCX-UFPZHCCASA-N	1459.050477			MMDBc0043139
BASm0029941	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/24:1(11Z))	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/24:1(11Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h19-20,23-24,26,30,37-38,75-77,82H,5-18,21-22,25,27-29,31-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,30-26-,38-37-/t75-,76+,77+/m0/s1	NZWFYTYFHYPVPY-ILUXPHCTSA-N	1457.034827			MMDBc0043140
BASm0029942	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/24:1(9Z))	CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(11Z)/24:1(9Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (11Z-hexadecenoyl) at the C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h19-20,23-24,26,30,39-40,75-77,82H,5-18,21-22,25,27-29,31-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,24-20-,30-26-,40-39-/t75-,76+,77+/m0/s1	DSLAGHVUJFUUAE-YZXVMFRJSA-N	1457.034827			MMDBc0043141
BASm0029943	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/16:1(11Z))	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/16:1(11Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, two chains of (11Z-hexadecenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h19-20,23-26,29-30,67-69,74H,5-18,21-22,27-28,31-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,24-20-,29-25-,30-26-/t68-,69-/m1/s1	JNCAHPRFUOFRAK-GCASHUHVSA-N	1344.909627			MMDBc0043142
BASm0029944	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/16:1(9Z))	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/16:1(9Z)) contains three chains of (9Z-hexadecenoyl) at the C1, C3 and C4 positions, one chain of (11Z-hexadecenoyl) at the C2 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h19,23,25-26,28-30,32,67-69,74H,5-18,20-22,24,27,31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,29-25-,30-26-,32-28-/t67-,68+,69+/m0/s1	UMRNSNUCGVJXDK-CHYXJRKOSA-N	1344.909627			MMDBc0043143
BASm0029945	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/18:0)	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/18:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h20,24,26-27,30-31,69-71,76H,5-19,21-23,25,28-29,32-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,30-26-,31-27-/t69-,70+,71+/m0/s1	CSSREBMYTISBLB-VGKNEXLXSA-N	1374.956577			MMDBc0043144
BASm0029946	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/18:1(11Z))	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/18:1(11Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h20,24-27,29-31,69-71,76H,5-19,21-23,28,32-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,29-25-,30-26-,31-27-/t69-,70+,71+/m0/s1	SIPSHCAOGRVNDF-JXJMXEFFSA-N	1372.940927			MMDBc0043145
BASm0029947	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/18:1(9Z))	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/18:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h20,24,26-27,30-31,33-34,69-71,76H,5-19,21-23,25,28-29,32,35-68H2,1-4H3,(H,81,82)(H,83,84)/b24-20-,30-26-,31-27-,34-33-/t69-,70+,71+/m0/s1	LFYHHLVSXIEXQN-RMSRBRRKSA-N	1372.940927			MMDBc0043146
BASm0029948	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/20:0)	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/20:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h20,24,26-27,30-31,71-73,78H,5-19,21-23,25,28-29,32-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,30-26-,31-27-/t71-,72+,73+/m0/s1	UNAOZNOXDPUFBT-PPVPRYMQSA-N	1402.987877			MMDBc0043147
BASm0029949	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/20:1(11Z))	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/20:1(11Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h20,24,26-27,30-31,33-34,71-73,78H,5-19,21-23,25,28-29,32,35-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,30-26-,31-27-,34-33-/t71-,72+,73+/m0/s1	PKBWWIVYMAQIEV-ILJCMGPJSA-N	1400.972227			MMDBc0043148
BASm0029950	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/20:1(13Z))	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/20:1(13Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h20,24-27,29-31,71-73,78H,5-19,21-23,28,32-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,29-25-,30-26-,31-27-/t71-,72+,73+/m0/s1	ISOIKNQOYXVQCV-NLVKLKLSSA-N	1400.972227			MMDBc0043149
BASm0029951	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/22:0)	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/22:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h20,24,26-27,30-31,73-75,80H,5-19,21-23,25,28-29,32-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,31-27-/t73-,74+,75+/m0/s1	VNBDUKKYLJUTAU-WJJOPJDCSA-N	1431.019177			MMDBc0043150
BASm0029952	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/22:1(11Z))	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/22:1(11Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h20,24,26-27,30-31,35-36,73-75,80H,5-19,21-23,25,28-29,32-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,31-27-,36-35-/t73-,74+,75+/m0/s1	GIRNNUSWSJXNMU-IFAUMPQASA-N	1429.003527			MMDBc0043151
BASm0029953	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/22:1(9Z))	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/22:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h20,24,26-27,30-31,37-38,73-75,80H,5-19,21-23,25,28-29,32-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,31-27-,38-37-/t73-,74+,75+/m0/s1	FAZODVNIVGWXIR-MOHUOTEASA-N	1429.003527			MMDBc0043152
BASm0029954	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/24:0)	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/24:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h20,24,26-27,30-31,75-77,82H,5-19,21-23,25,28-29,32-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,31-27-/t75-,76+,77+/m0/s1	BTQHNJYGQHWLDK-HUMYZZBCSA-N	1459.050477			MMDBc0043153
BASm0029955	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/24:1(11Z))	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/24:1(11Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h20,24,26-27,30-31,37-38,75-77,82H,5-19,21-23,25,28-29,32-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,31-27-,38-37-/t75-,76+,77+/m0/s1	VWBOHHOMNYNYCA-PTYLUWSASA-N	1457.034827			MMDBc0043154
BASm0029956	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/24:1(9Z))	CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/16:1(9Z)/24:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h20,24,26-27,30-31,39-40,75-77,82H,5-19,21-23,25,28-29,32-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,31-27-,40-39-/t75-,76+,77+/m0/s1	CCVJSUDKXKTRNK-LLUVPEBJSA-N	1457.034827			MMDBc0043155
BASm0029957	CL(16:1(9Z)/16:1(11Z)/18:0/18:1(11Z))	CL(16:1(9Z)/16:1(11Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/18:0/18:1(11Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,71-73,78H,5-19,21-23,25,28-29,32-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,30-26-,31-27-/t71-,72+,73+/m0/s1	MZLMSAWFKXXFLM-PPVPRYMQSA-N	1402.987877			MMDBc0043156
BASm0029958	CL(16:1(9Z)/16:1(11Z)/18:0/18:1(9Z))	CL(16:1(9Z)/16:1(11Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/18:0/18:1(9Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h20,24,27,31,34,36,71-73,78H,5-19,21-23,25-26,28-30,32-33,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b24-20-,31-27-,36-34-/t71-,72+,73+/m0/s1	RGQYKGCCLPNNFS-WIFKSZOFSA-N	1402.987877			MMDBc0043157
BASm0029959	CL(16:1(9Z)/16:1(11Z)/18:0/20:0)	CL(16:1(9Z)/16:1(11Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/18:0/20:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24,27,31,73-75,80H,5-19,21-23,25-26,28-30,32-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,31-27-/t73-,74+,75+/m0/s1	CLWLPVYFEPBVFP-KQEYXPSVSA-N	1433.034827			MMDBc0043158
BASm0029960	CL(16:1(9Z)/16:1(11Z)/18:0/20:1(11Z))	CL(16:1(9Z)/16:1(11Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/18:0/20:1(11Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24,27,31,33,35,73-75,80H,5-19,21-23,25-26,28-30,32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,31-27-,35-33-/t73-,74+,75+/m0/s1	RTDQUJMSMUBZRD-VIPHMPDESA-N	1431.019177			MMDBc0043159
BASm0029961	CL(16:1(9Z)/16:1(11Z)/18:0/20:1(13Z))	CL(16:1(9Z)/16:1(11Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/18:0/20:1(13Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24-25,27,29,31,73-75,80H,5-19,21-23,26,28,30,32-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,29-25-,31-27-/t73-,74+,75+/m0/s1	AIQKTGBGXTYJIO-GTJCDWGMSA-N	1431.019177			MMDBc0043160
BASm0029962	CL(16:1(9Z)/16:1(11Z)/18:0/22:0)	CL(16:1(9Z)/16:1(11Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/18:0/22:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,27,31,75-77,82H,5-19,21-23,25-26,28-30,32-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-/t75-,76+,77+/m0/s1	UWYQPBHIBREXKZ-YPULFDNHSA-N	1461.066127			MMDBc0043161
BASm0029963	CL(16:1(9Z)/16:1(11Z)/18:0/22:1(11Z))	CL(16:1(9Z)/16:1(11Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/18:0/22:1(11Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,27,31,36-37,75-77,82H,5-19,21-23,25-26,28-30,32-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-,37-36-/t75-,76+,77+/m0/s1	XZYYNVIJHMHONJ-KHUFFCMOSA-N	1459.050477			MMDBc0043162
BASm0029964	CL(16:1(9Z)/16:1(11Z)/18:0/22:1(9Z))	CL(16:1(9Z)/16:1(11Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/18:0/22:1(9Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,27,31,38,40,75-77,82H,5-19,21-23,25-26,28-30,32-37,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-,40-38-/t75-,76+,77+/m0/s1	UWDGEMXJHZDCST-AHSZLJPASA-N	1459.050477			MMDBc0043163
BASm0029965	CL(16:1(9Z)/16:1(11Z)/18:1(11Z)/20:0)	CL(16:1(9Z)/16:1(11Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/18:1(11Z)/20:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,73-75,80H,5-19,21-23,25,28-29,32-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,31-27-/t73-,74+,75+/m0/s1	BGKIMILRXVLLKV-WJJOPJDCSA-N	1431.019177			MMDBc0043164
BASm0029966	CL(16:1(9Z)/16:1(11Z)/18:1(11Z)/20:1(11Z))	CL(16:1(9Z)/16:1(11Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/18:1(11Z)/20:1(11Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,33,35,73-75,80H,5-19,21-23,25,28-29,32,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,30-26-,31-27-,35-33-/t73-,74+,75+/m0/s1	RVGZQGHZMCWYDU-BADJNVGDSA-N	1429.003527			MMDBc0043165
BASm0029967	CL(16:1(9Z)/16:1(11Z)/18:1(11Z)/20:1(13Z))	CL(16:1(9Z)/16:1(11Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/18:1(11Z)/20:1(13Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24-27,29-31,73-75,80H,5-19,21-23,28,32-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,29-25-,30-26-,31-27-/t73-,74+,75+/m0/s1	FNAHWDMFIHKVGM-HVJKCLDTSA-N	1429.003527			MMDBc0043166
BASm0029968	CL(16:1(9Z)/16:1(11Z)/18:1(11Z)/22:0)	CL(16:1(9Z)/16:1(11Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/18:1(11Z)/22:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,75-77,82H,5-19,21-23,25,28-29,32-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,31-27-/t75-,76+,77+/m0/s1	YBSVLNUSJWMHCZ-HUMYZZBCSA-N	1459.050477			MMDBc0043167
BASm0029969	CL(16:1(9Z)/16:1(11Z)/18:1(11Z)/22:1(11Z))	CL(16:1(9Z)/16:1(11Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/18:1(11Z)/22:1(11Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,36-37,75-77,82H,5-19,21-23,25,28-29,32-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,31-27-,37-36-/t75-,76+,77+/m0/s1	RNQRQKNTAYDSMB-XTBLVBDHSA-N	1457.034827			MMDBc0043168
BASm0029970	CL(16:1(9Z)/16:1(11Z)/18:1(11Z)/22:1(9Z))	CL(16:1(9Z)/16:1(11Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/18:1(11Z)/22:1(9Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,38,40,75-77,82H,5-19,21-23,25,28-29,32-37,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,31-27-,40-38-/t75-,76+,77+/m0/s1	LTZGHGHRLXAQTA-YVVSTEQSSA-N	1457.034827			MMDBc0043169
BASm0029971	CL(16:1(9Z)/16:1(11Z)/18:1(9Z)/20:0)	CL(16:1(9Z)/16:1(11Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/18:1(9Z)/20:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24,27,31,34,37,73-75,80H,5-19,21-23,25-26,28-30,32-33,35-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,31-27-,37-34-/t73-,74+,75+/m0/s1	UIEBGQFWBARXFE-ZUNMKBPHSA-N	1431.019177			MMDBc0043170
BASm0029972	CL(16:1(9Z)/16:1(11Z)/18:1(9Z)/20:1(11Z))	CL(16:1(9Z)/16:1(11Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/18:1(9Z)/20:1(11Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24,27,31,33-35,37,73-75,80H,5-19,21-23,25-26,28-30,32,36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,31-27-,35-33-,37-34-/t73-,74+,75+/m0/s1	KEQZSNLDROWLDJ-HHTABXCUSA-N	1429.003527			MMDBc0043171
BASm0029973	CL(16:1(9Z)/16:1(11Z)/18:1(9Z)/20:1(13Z))	CL(16:1(9Z)/16:1(11Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/18:1(9Z)/20:1(13Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h20,24-25,27,29,31,34,37,73-75,80H,5-19,21-23,26,28,30,32-33,35-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b24-20-,29-25-,31-27-,37-34-/t73-,74+,75+/m0/s1	PRNOAHFVSNPFOM-CKZDKRJMSA-N	1429.003527			MMDBc0043172
BASm0029974	CL(16:1(9Z)/16:1(11Z)/18:1(9Z)/22:0)	CL(16:1(9Z)/16:1(11Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/18:1(9Z)/22:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,27,31,34,39,75-77,82H,5-19,21-23,25-26,28-30,32-33,35-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-,39-34-/t75-,76+,77+/m0/s1	OYHYOOANQWARNX-OCPYROFUSA-N	1459.050477			MMDBc0043173
BASm0029975	CL(16:1(9Z)/16:1(11Z)/18:1(9Z)/22:1(11Z))	CL(16:1(9Z)/16:1(11Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/18:1(9Z)/22:1(11Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,27,31,34,36-37,39,75-77,82H,5-19,21-23,25-26,28-30,32-33,35,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-,37-36-,39-34-/t75-,76+,77+/m0/s1	FAWSZFXDWHTNRZ-YBLPRVFASA-N	1457.034827			MMDBc0043174
BASm0029976	CL(16:1(9Z)/16:1(11Z)/18:1(9Z)/22:1(9Z))	CL(16:1(9Z)/16:1(11Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/18:1(9Z)/22:1(9Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,27,31,34,38-40,75-77,82H,5-19,21-23,25-26,28-30,32-33,35-37,41-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-,39-34-,40-38-/t75-,76+,77+/m0/s1	MFFDLTOATMOQMU-UHVZPJONSA-N	1457.034827			MMDBc0043175
BASm0029977	CL(16:1(9Z)/16:1(11Z)/20:0/20:1(11Z))	CL(16:1(9Z)/16:1(11Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/20:0/20:1(11Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,27,31,34,36,75-77,82H,5-19,21-23,25-26,28-30,32-33,35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,31-27-,36-34-/t75-,76+,77+/m0/s1	XYPWLHIRLJBPFB-FTAZLMKGSA-N	1459.050477			MMDBc0043176
BASm0029978	CL(16:1(9Z)/16:1(11Z)/20:0/20:1(13Z))	CL(16:1(9Z)/16:1(11Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(11Z)/20:0/20:1(13Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (11Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h20,24,26-27,30-31,75-77,82H,5-19,21-23,25,28-29,32-74H2,1-4H3,(H,87,88)(H,89,90)/b24-20-,30-26-,31-27-/t75-,76+,77+/m0/s1	AECZYCKZTWIUSJ-HUMYZZBCSA-N	1459.050477			MMDBc0043177
BASm0029979	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/16:1(11Z))	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/16:1(11Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, two chains of (11Z-hexadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h17,19,21,23,26,28,30,32,67-69,74H,5-16,18,20,22,24-25,27,29,31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b21-17-,23-19-,30-26-,32-28-/t67-,68-,69-/m1/s1	RWXAVCWYYSBADE-SKXDHNEPSA-N	1344.909627			MMDBc0043178
BASm0029980	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/16:1(9Z))	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/16:1(9Z)) contains three chains of (9Z-hexadecenoyl) at the C1, C2 and C4 positions, one chain of (11Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h17,21,26-28,30-32,67-69,74H,5-16,18-20,22-25,29,33-66H2,1-4H3,(H,79,80)(H,81,82)/b21-17-,30-26-,31-27-,32-28-/t67-,68-,69-/m1/s1	RATAVYLKLFPIDP-RACIEFEVSA-N	1344.909627			MMDBc0043179
BASm0029981	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/18:0)	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/18:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h19,23,26,28,30,32,69-71,76H,5-18,20-22,24-25,27,29,31,33-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,30-26-,32-28-/t69-,70+,71+/m0/s1	VJESQYJWJNLRPT-ACCZYUALSA-N	1374.956577			MMDBc0043180
BASm0029982	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/18:1(11Z))	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/18:1(11Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h19,23,25-26,28-30,32,69-71,76H,5-18,20-22,24,27,31,33-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,29-25-,30-26-,32-28-/t69-,70+,71+/m0/s1	QAYAQHNXDOVDBO-PNQORJGTSA-N	1372.940927			MMDBc0043181
BASm0029983	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/18:1(9Z))	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/18:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h19,23,26,28,30,32-34,69-71,76H,5-18,20-22,24-25,27,29,31,35-68H2,1-4H3,(H,81,82)(H,83,84)/b23-19-,30-26-,32-28-,34-33-/t69-,70+,71+/m0/s1	LOYSZTGYSJRLNF-YHMPBIMGSA-N	1372.940927			MMDBc0043182
BASm0029984	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/20:0)	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/20:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h19,23,26,28,30,32,71-73,78H,5-18,20-22,24-25,27,29,31,33-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,30-26-,32-28-/t71-,72+,73+/m0/s1	CILZVHGYEYPVKA-AUQOOTRSSA-N	1402.987877			MMDBc0043183
BASm0029985	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/20:1(11Z))	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/20:1(11Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h19,23,26,28,30,32-34,71-73,78H,5-18,20-22,24-25,27,29,31,35-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,30-26-,32-28-,34-33-/t71-,72+,73+/m0/s1	WDRAILYAWHMGGV-ATNXPMPASA-N	1400.972227			MMDBc0043184
BASm0029986	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/20:1(13Z))	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/20:1(13Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h19,23,25-26,28-30,32,71-73,78H,5-18,20-22,24,27,31,33-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,29-25-,30-26-,32-28-/t71-,72+,73+/m0/s1	PTKZGXTWTWABEY-IFUXUDHOSA-N	1400.972227			MMDBc0043185
BASm0029987	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/22:0)	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/22:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h19,23,26,28,30,32,73-75,80H,5-18,20-22,24-25,27,29,31,33-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,30-26-,32-28-/t73-,74+,75+/m0/s1	WUPKUJPFBXZQEN-KBIJZLQOSA-N	1431.019177			MMDBc0043186
BASm0029988	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/22:1(11Z))	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/22:1(11Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h19,23,26,28,30,32,35-36,73-75,80H,5-18,20-22,24-25,27,29,31,33-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,30-26-,32-28-,36-35-/t73-,74+,75+/m0/s1	OJWKNHYRACMHKT-GDPPVGQNSA-N	1429.003527			MMDBc0043187
BASm0029989	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/22:1(9Z))	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/22:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h19,23,26,28,30,32,37-38,73-75,80H,5-18,20-22,24-25,27,29,31,33-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b23-19-,30-26-,32-28-,38-37-/t73-,74+,75+/m0/s1	QWYYKPXGZAESRV-AMRBYGNGSA-N	1429.003527			MMDBc0043188
BASm0029990	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/24:0)	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/24:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h19,23,26,28,30,32,75-77,82H,5-18,20-22,24-25,27,29,31,33-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,30-26-,32-28-/t75-,76+,77+/m0/s1	FLFCCFTYOGQZKV-YQPKQKLTSA-N	1459.050477			MMDBc0043189
BASm0029991	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/24:1(11Z))	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/24:1(11Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h19,23,26,28,30,32,37-38,75-77,82H,5-18,20-22,24-25,27,29,31,33-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,30-26-,32-28-,38-37-/t75-,76+,77+/m0/s1	HQULHFOMOPOOQF-UWBBQATBSA-N	1457.034827			MMDBc0043190
BASm0029992	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/24:1(9Z))	CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(11Z)/24:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h19,23,26,28,30,32,39-40,75-77,82H,5-18,20-22,24-25,27,29,31,33-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,30-26-,32-28-,40-39-/t75-,76+,77+/m0/s1	NIRNUYGYRXXQOA-KXTWYQDLSA-N	1457.034827			MMDBc0043191
BASm0029993	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/16:1(11Z))	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/16:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/16:1(11Z)) contains three chains of (9Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of (11Z-hexadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C73H134O17P2	InChI=1S/C73H134O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h19,23,25-26,28-30,32,67-69,74H,5-18,20-22,24,27,31,33-66H2,1-4H3,(H,79,80)(H,81,82)/b23-19-,29-25-,30-26-,32-28-/t67-,68-,69-/m1/s1	UMRNSNUCGVJXDK-NVGHTXTGSA-N	1344.909627			MMDBc0043192
BASm0029994	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/18:0)	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/18:0) contains three chains of (9Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of octadecanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h26-28,30-32,69-71,76H,5-25,29,33-68H2,1-4H3,(H,81,82)(H,83,84)/b30-26-,31-27-,32-28-/t69-,70+,71+/m0/s1	LEGNGODAXBLKTR-SNEWVWNBSA-N	1374.956577			MMDBc0043193
BASm0029995	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/18:1(11Z))	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/18:1(11Z)) contains one 9Z-hexadecenoyl chain at the C1 position, one 9Z-hexadecenoyl chain at the C2 position, one 9Z-hexadecenoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H138O17P2	InChI=1S/C75H138O17P2/c1-5-9-13-17-21-25-29-33-34-38-42-46-50-54-58-62-75(80)92-71(66-86-73(78)60-56-52-48-44-40-36-31-27-23-19-15-11-7-3)68-90-94(83,84)88-64-69(76)63-87-93(81,82)89-67-70(91-74(79)61-57-53-49-45-41-37-32-28-24-20-16-12-8-4)65-85-72(77)59-55-51-47-43-39-35-30-26-22-18-14-10-6-2/h25-32,69-71,76H,5-24,33-68H2,1-4H3,(H,81,82)(H,83,84)/b29-25-,30-26-,31-27-,32-28-/t69-,70+,71+/m0/s1	OXSLPPQGEFMHBS-AKIYRMJWSA-N	1372.940927			MMDBc0043194
BASm0029996	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/20:0)	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/20:0) contains three chains of (9Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h26-28,30-32,71-73,78H,5-25,29,33-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-,31-27-,32-28-/t71-,72+,73+/m0/s1	XKEVNFCHDAYQIP-KGVHXBMGSA-N	1402.987877			MMDBc0043195
BASm0029997	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/20:1(11Z))	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/20:1(11Z)) contains three chains of (9Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h26-28,30-34,71-73,78H,5-25,29,35-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-,31-27-,32-28-,34-33-/t71-,72+,73+/m0/s1	WIRUJTKYDUTEPA-JUDAWCAFSA-N	1400.972227			MMDBc0043196
BASm0029998	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/20:1(13Z))	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/20:1(13Z)) contains three chains of (9Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-40-44-48-52-56-60-64-77(82)94-73(68-88-75(80)62-58-54-50-46-42-38-31-27-23-19-15-11-7-3)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-30-26-22-18-14-10-6-2/h25-32,71-73,78H,5-24,33-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,30-26-,31-27-,32-28-/t71-,72+,73+/m0/s1	RJKVBKJMLSPSNO-PCENTDNRSA-N	1400.972227			MMDBc0043197
BASm0029999	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/22:0)	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/22:0) contains three chains of (9Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h26-28,30-32,73-75,80H,5-25,29,33-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,31-27-,32-28-/t73-,74+,75+/m0/s1	RBRKICYMCZRJLW-AUKOLLCLSA-N	1431.019177			MMDBc0043198
BASm0030000	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/22:1(11Z))	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/22:1(11Z)) contains three chains of (9Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h26-28,30-32,35-36,73-75,80H,5-25,29,33-34,37-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,31-27-,32-28-,36-35-/t73-,74+,75+/m0/s1	YSFFLFPNCLTRIX-VGDGWOIDSA-N	1429.003527			MMDBc0043199
BASm0030001	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/22:1(9Z))	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/22:1(9Z)) contains three chains of (9Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-40-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-30-26-22-18-14-10-6-2/h26-28,30-32,37-38,73-75,80H,5-25,29,33-36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,31-27-,32-28-,38-37-/t73-,74+,75+/m0/s1	PLHDLYKUASWKEH-JRSIOKQWSA-N	1429.003527			MMDBc0043200
BASm0030002	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/24:0)	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/24:0) contains three chains of (9Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h26-28,30-32,75-77,82H,5-25,29,33-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-,32-28-/t75-,76+,77+/m0/s1	QQIUFBPKHAHRQA-BPZURTBCSA-N	1459.050477			MMDBc0043201
BASm0030003	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/24:1(11Z))	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/24:1(11Z)) contains three chains of (9Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of (11Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h26-28,30-32,37-38,75-77,82H,5-25,29,33-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-,32-28-,38-37-/t75-,76+,77+/m0/s1	LKMOHTPQXANMOD-SYEIJGNISA-N	1457.034827			MMDBc0043202
BASm0030004	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/24:1(9Z))	CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/16:1(9Z)/24:1(9Z)) contains three chains of (9Z-hexadecenoyl) at the C1, C2 and C3 positions, one chain of (9Z-tetracosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-34-35-36-37-38-39-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-31-27-23-19-15-11-7-3)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-30-26-22-18-14-10-6-2/h26-28,30-32,39-40,75-77,82H,5-25,29,33-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-,32-28-,40-39-/t75-,76+,77+/m0/s1	JQGDVIFLJSGKTK-IFVIUSDQSA-N	1457.034827			MMDBc0043203
BASm0030005	CL(16:1(9Z)/16:1(9Z)/18:0/18:1(11Z))	CL(16:1(9Z)/16:1(9Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/18:0/18:1(11Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h26-28,30-32,71-73,78H,5-25,29,33-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-,31-27-,32-28-/t71-,72+,73+/m0/s1	UGQGQKXGIREVRX-KGVHXBMGSA-N	1402.987877			MMDBc0043204
BASm0030006	CL(16:1(9Z)/16:1(9Z)/18:0/18:1(9Z))	CL(16:1(9Z)/16:1(9Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/18:0/18:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h27-28,31-32,34,36,71-73,78H,5-26,29-30,33,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b31-27-,32-28-,36-34-/t71-,72+,73+/m0/s1	XHGNUPOJYSSWJL-IFFSYRTDSA-N	1402.987877			MMDBc0043205
BASm0030007	CL(16:1(9Z)/16:1(9Z)/18:0/20:0)	CL(16:1(9Z)/16:1(9Z)/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/18:0/20:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h27-28,31-32,73-75,80H,5-26,29-30,33-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-,32-28-/t73-,74+,75+/m0/s1	NSQBELKMIGHADN-ZXRYLTIVSA-N	1433.034827			MMDBc0043206
BASm0030008	CL(16:1(9Z)/16:1(9Z)/18:0/20:1(11Z))	CL(16:1(9Z)/16:1(9Z)/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/18:0/20:1(11Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h27-28,31-33,35,73-75,80H,5-26,29-30,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-,32-28-,35-33-/t73-,74+,75+/m0/s1	WSOADKGWFMAHEE-LKRJNBJCSA-N	1431.019177			MMDBc0043207
BASm0030009	CL(16:1(9Z)/16:1(9Z)/18:0/20:1(13Z))	CL(16:1(9Z)/16:1(9Z)/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/18:0/20:1(13Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h25,27-29,31-32,73-75,80H,5-24,26,30,33-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,31-27-,32-28-/t73-,74+,75+/m0/s1	HCNRTWSXMOEXNL-LVANXLMZSA-N	1431.019177			MMDBc0043208
BASm0030010	CL(16:1(9Z)/16:1(9Z)/18:0/22:0)	CL(16:1(9Z)/16:1(9Z)/18:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/18:0/22:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h27-28,31-32,75-77,82H,5-26,29-30,33-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,32-28-/t75-,76+,77+/m0/s1	RYHSCRWJAABWLC-UMFTUAITSA-N	1461.066127			MMDBc0043209
BASm0030011	CL(16:1(9Z)/16:1(9Z)/18:0/22:1(11Z))	CL(16:1(9Z)/16:1(9Z)/18:0/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/18:0/22:1(11Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h27-28,31-32,36-37,75-77,82H,5-26,29-30,33-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,32-28-,37-36-/t75-,76+,77+/m0/s1	MREDRHZXAQMHHQ-VFGSBOCYSA-N	1459.050477			MMDBc0043210
BASm0030012	CL(16:1(9Z)/16:1(9Z)/18:0/22:1(9Z))	CL(16:1(9Z)/16:1(9Z)/18:0/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/18:0/22:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h27-28,31-32,38,40,75-77,82H,5-26,29-30,33-37,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,32-28-,40-38-/t75-,76+,77+/m0/s1	BLWKAFUBXVKHLY-BBQOPOJHSA-N	1459.050477			MMDBc0043211
BASm0030013	CL(16:1(9Z)/16:1(9Z)/18:1(11Z)/20:0)	CL(16:1(9Z)/16:1(9Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/18:1(11Z)/20:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h26-28,30-32,73-75,80H,5-25,29,33-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,31-27-,32-28-/t73-,74+,75+/m0/s1	XZJXLNWHLCPHST-AUKOLLCLSA-N	1431.019177			MMDBc0043212
BASm0030014	CL(16:1(9Z)/16:1(9Z)/18:1(11Z)/20:1(11Z))	CL(16:1(9Z)/16:1(9Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/18:1(11Z)/20:1(11Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h26-28,30-33,35,73-75,80H,5-25,29,34,36-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,31-27-,32-28-,35-33-/t73-,74+,75+/m0/s1	CCARRAYMYWJPMW-UDJZQQOUSA-N	1429.003527			MMDBc0043213
BASm0030015	CL(16:1(9Z)/16:1(9Z)/18:1(11Z)/20:1(13Z))	CL(16:1(9Z)/16:1(9Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/18:1(11Z)/20:1(13Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h25-32,73-75,80H,5-24,33-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,30-26-,31-27-,32-28-/t73-,74+,75+/m0/s1	NYYHNFHHYUMUOD-AMGQDKLXSA-N	1429.003527			MMDBc0043214
BASm0030016	CL(16:1(9Z)/16:1(9Z)/18:1(11Z)/22:0)	CL(16:1(9Z)/16:1(9Z)/18:1(11Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/18:1(11Z)/22:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26-28,30-32,75-77,82H,5-25,29,33-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-,32-28-/t75-,76+,77+/m0/s1	QCEUZPNGQOJTLC-BPZURTBCSA-N	1459.050477			MMDBc0043215
BASm0030017	CL(16:1(9Z)/16:1(9Z)/18:1(11Z)/22:1(11Z))	CL(16:1(9Z)/16:1(9Z)/18:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/18:1(11Z)/22:1(11Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26-28,30-32,36-37,75-77,82H,5-25,29,33-35,38-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-,32-28-,37-36-/t75-,76+,77+/m0/s1	DETQERDAFNRQIB-CZPDQILCSA-N	1457.034827			MMDBc0043216
BASm0030018	CL(16:1(9Z)/16:1(9Z)/18:1(11Z)/22:1(9Z))	CL(16:1(9Z)/16:1(9Z)/18:1(11Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/18:1(11Z)/22:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26-28,30-32,38,40,75-77,82H,5-25,29,33-37,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-,32-28-,40-38-/t75-,76+,77+/m0/s1	QILYSCZOVXRURL-SCYUSNPVSA-N	1457.034827			MMDBc0043217
BASm0030019	CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/20:0)	CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/20:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h27-28,31-32,34,37,73-75,80H,5-26,29-30,33,35-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-,32-28-,37-34-/t73-,74+,75+/m0/s1	PLRFHRANHAKGNF-UUYGWROWSA-N	1431.019177			MMDBc0043218
BASm0030020	CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/20:1(11Z))	CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/20:1(11Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h27-28,31-35,37,73-75,80H,5-26,29-30,36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-,32-28-,35-33-,37-34-/t73-,74+,75+/m0/s1	UKXPJOGPADOOHX-CIGRHOROSA-N	1429.003527			MMDBc0043219
BASm0030021	CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/20:1(13Z))	CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/20:1(13Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-35-36-38-42-46-50-54-58-62-66-79(84)96-75(70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(95-78(83)65-61-57-53-49-45-40-32-28-24-20-16-12-8-4)69-89-76(81)63-59-55-51-47-43-39-31-27-23-19-15-11-7-3/h25,27-29,31-32,34,37,73-75,80H,5-24,26,30,33,35-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,31-27-,32-28-,37-34-/t73-,74+,75+/m0/s1	UKJFELBOTWPNLI-HXKBCFDVSA-N	1429.003527			MMDBc0043220
BASm0030022	CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/22:0)	CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/22:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h27-28,31-32,34,39,75-77,82H,5-26,29-30,33,35-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,32-28-,39-34-/t75-,76+,77+/m0/s1	ZXAODLPIYDACSE-FLEITQOHSA-N	1459.050477			MMDBc0043221
BASm0030023	CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/22:1(11Z))	CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/22:1(11Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h27-28,31-32,34,36-37,39,75-77,82H,5-26,29-30,33,35,38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,32-28-,37-36-,39-34-/t75-,76+,77+/m0/s1	PDLMFBKMLCMKEC-VEPJEHQRSA-N	1457.034827			MMDBc0043222
BASm0030024	CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/22:1(9Z))	CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/18:1(9Z)/22:1(9Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (9Z-docosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-36-37-38-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-43-39-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h27-28,31-32,34,38-40,75-77,82H,5-26,29-30,33,35-37,41-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,32-28-,39-34-,40-38-/t75-,76+,77+/m0/s1	JSLHNOHQGIPBBW-STJWCFHBSA-N	1457.034827			MMDBc0043223
BASm0030025	CL(16:1(9Z)/16:1(9Z)/20:0/20:1(11Z))	CL(16:1(9Z)/16:1(9Z)/20:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/20:0/20:1(11Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h27-28,31-32,34,36,75-77,82H,5-26,29-30,33,35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,32-28-,36-34-/t75-,76+,77+/m0/s1	NXNNRRILVKMXCM-IVKNHVSUSA-N	1459.050477			MMDBc0043224
BASm0030026	CL(16:1(9Z)/16:1(9Z)/20:0/20:1(13Z))	CL(16:1(9Z)/16:1(9Z)/20:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/16:1(9Z)/20:0/20:1(13Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-46-50-54-58-62-66-79(84)92-72-77(98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(97-80(85)67-63-59-55-51-47-42-32-28-24-20-16-12-8-4)71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3/h26-28,30-32,75-77,82H,5-25,29,33-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-,32-28-/t75-,76+,77+/m0/s1	IOBIOUQTXUEXMQ-BPZURTBCSA-N	1459.050477			MMDBc0043225
BASm0030027	CL(16:1(9Z)/18:0/16:1(11Z)/18:0)	CL(16:1(9Z)/18:0/16:1(11Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:0/16:1(11Z)/18:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C4 positions, one chain of (11Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h19,23,28,32,71-73,78H,5-18,20-22,24-27,29-31,33-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,32-28-/t71-,72-,73-/m1/s1	YZNRDNYTFLBOFY-GDEAKYKISA-N	1405.003527			MMDBc0043226
BASm0030028	CL(16:1(9Z)/18:0/16:1(9Z)/18:0)	CL(16:1(9Z)/18:0/16:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:0/16:1(9Z)/18:0) contains one 9Z-hexadecenoyl chain at the C1 position, one octadecanoyl chain at the C2 position, one 9Z-hexadecenoyl chain at the C3 position, and one octadecanoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h27-28,31-32,71-73,78H,5-26,29-30,33-70H2,1-4H3,(H,83,84)(H,85,86)/b31-27-,32-28-/t72-,73-/m1/s1	PMCALZOJCNBUQU-PHHUEMOBSA-N	1405.003526			MMDBc0043227
BASm0030029	CL(16:1(9Z)/18:0/18:0/18:0)	CL(16:1(9Z)/18:0/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:0/18:0/18:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, three chains of octadecanoic acid at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C79H152O17P2	InChI=1S/C79H152O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h28,32,73-75,80H,5-27,29-31,33-72H2,1-4H3,(H,85,86)(H,87,88)/b32-28-/t73-,74+,75+/m0/s1	AYZIKUKJBDCTNU-FTNVWUNSSA-N	1435.050477			MMDBc0043228
BASm0030030	CL(16:1(9Z)/18:0/18:0/18:1(11Z))	CL(16:1(9Z)/18:0/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:0/18:0/18:1(11Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h27-28,31-32,73-75,80H,5-26,29-30,33-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-,32-28-/t73-,74+,75+/m0/s1	DDDBYIDJJLRGOY-ZXRYLTIVSA-N	1433.034827			MMDBc0043229
BASm0030031	CL(16:1(9Z)/18:0/18:0/18:1(9Z))	CL(16:1(9Z)/18:0/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:0/18:0/18:1(9Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h28,32,35,38,73-75,80H,5-27,29-31,33-34,36-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b32-28-,38-35-/t73-,74+,75+/m0/s1	ARRDXTNMDZVHST-CCHALCSGSA-N	1433.034827			MMDBc0043230
BASm0030032	CL(16:1(9Z)/18:0/18:0/20:0)	CL(16:1(9Z)/18:0/18:0/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:0/18:0/20:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h28,32,75-77,82H,5-27,29-31,33-74H2,1-4H3,(H,87,88)(H,89,90)/b32-28-/t75-,76+,77+/m0/s1	MXNIYSQLWLYHCQ-ORSNNHBHSA-N	1463.081778			MMDBc0043231
BASm0030033	CL(16:1(9Z)/18:0/18:0/20:1(11Z))	CL(16:1(9Z)/18:0/18:0/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:0/18:0/20:1(11Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h28,32-33,36,75-77,82H,5-27,29-31,34-35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b32-28-,36-33-/t75-,76+,77+/m0/s1	RIAJCZXDSCGNMJ-UMMAHJDCSA-N	1461.066127			MMDBc0043232
BASm0030034	CL(16:1(9Z)/18:0/18:0/20:1(13Z))	CL(16:1(9Z)/18:0/18:0/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:0/18:0/20:1(13Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h25,28-29,32,75-77,82H,5-24,26-27,30-31,33-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,32-28-/t75-,76+,77+/m0/s1	CXFHYEMENRODPE-QLLOGHQASA-N	1461.066127			MMDBc0043233
BASm0030035	CL(16:1(9Z)/18:0/18:1(11Z)/18:1(11Z))	CL(16:1(9Z)/18:0/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:0/18:1(11Z)/18:1(11Z)) contains one 9Z-hexadecenoyl chain at the C1 position, one octadecanoyl chain at the C2 position, one 11Z-octadecenoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h25,27-29,31-32,73-75,80H,5-24,26,30,33-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,31-27-,32-28-/t73-,74+,75+/m0/s1	AOPKSFQJPHZVHJ-LVANXLMZSA-N	1431.019177			MMDBc0043234
BASm0030036	CL(16:1(9Z)/18:0/18:1(11Z)/18:1(9Z))	CL(16:1(9Z)/18:0/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:0/18:1(11Z)/18:1(9Z)) contains one 9Z-hexadecenoyl chain at the C1 position, one octadecanoyl chain at the C2 position, one 11Z-octadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h25,28-29,32,35,38,73-75,80H,5-24,26-27,30-31,33-34,36-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,32-28-,38-35-/t73-,74+,75+/m0/s1	PGDOTXJCISJKQV-CXMFXYPOSA-N	1431.019177			MMDBc0043235
BASm0030037	CL(16:1(9Z)/18:0/18:1(11Z)/20:0)	CL(16:1(9Z)/18:0/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:0/18:1(11Z)/20:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h26,28,30,32,75-77,82H,5-25,27,29,31,33-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,32-28-/t75-,76+,77+/m0/s1	KIHJKWCGNSQFGZ-NDHLAWCTSA-N	1461.066127			MMDBc0043236
BASm0030038	CL(16:1(9Z)/18:0/18:1(11Z)/20:1(11Z))	CL(16:1(9Z)/18:0/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:0/18:1(11Z)/20:1(11Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h26,28,30,32-33,36,75-77,82H,5-25,27,29,31,34-35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,32-28-,36-33-/t75-,76+,77+/m0/s1	VPKBNAFMXLXNHV-KUGMVOGASA-N	1459.050477			MMDBc0043237
BASm0030039	CL(16:1(9Z)/18:0/18:1(11Z)/20:1(13Z))	CL(16:1(9Z)/18:0/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:0/18:1(11Z)/20:1(13Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h25-26,28-30,32,75-77,82H,5-24,27,31,33-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,30-26-,32-28-/t75-,76+,77+/m0/s1	OURFCUYYBIBZRW-VMCZTZAKSA-N	1459.050477			MMDBc0043238
BASm0030040	CL(16:1(9Z)/18:0/18:1(9Z)/18:1(11Z))	CL(16:1(9Z)/18:0/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:0/18:1(9Z)/18:1(11Z)) contains one 9Z-hexadecenoyl chain at the C1 position, one octadecanoyl chain at the C2 position, one 9Z-octadecenoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h27-28,31-33,36,73-75,80H,5-26,29-30,34-35,37-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-,32-28-,36-33-/t73-,74+,75+/m0/s1	FPQRFQFOELXPQK-PIZHAWATSA-N	1431.019177			MMDBc0043239
BASm0030041	CL(16:1(9Z)/18:0/18:1(9Z)/18:1(9Z))	CL(16:1(9Z)/18:0/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:0/18:1(9Z)/18:1(9Z)) contains one 9Z-hexadecenoyl chain at the C1 position, one octadecanoyl chain at the C2 position, one 9Z-octadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h28,32-33,35-36,38,73-75,80H,5-27,29-31,34,37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b32-28-,36-33-,38-35-/t73-,74+,75+/m0/s1	JPNGCRJMCMSRQT-PQDGJUJOSA-N	1431.019177			MMDBc0043240
BASm0030042	CL(16:1(9Z)/18:0/18:1(9Z)/20:0)	CL(16:1(9Z)/18:0/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:0/18:1(9Z)/20:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h28,32,34,38,75-77,82H,5-27,29-31,33,35-37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b32-28-,38-34-/t75-,76+,77+/m0/s1	QLFMXUVKSGUPMT-LQFVOFRQSA-N	1461.066127			MMDBc0043241
BASm0030043	CL(16:1(9Z)/18:0/18:1(9Z)/20:1(11Z))	CL(16:1(9Z)/18:0/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:0/18:1(9Z)/20:1(11Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h28,32-34,36,38,75-77,82H,5-27,29-31,35,37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b32-28-,36-33-,38-34-/t75-,76+,77+/m0/s1	PIWUVUBUBONDJS-MATKCANKSA-N	1459.050477			MMDBc0043242
BASm0030044	CL(16:1(9Z)/18:0/18:1(9Z)/20:1(13Z))	CL(16:1(9Z)/18:0/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:0/18:1(9Z)/20:1(13Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h25,28-29,32,34,38,75-77,82H,5-24,26-27,30-31,33,35-37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,32-28-,38-34-/t75-,76+,77+/m0/s1	DZKYYUVZSDCLOG-MUCBBJBSSA-N	1459.050477			MMDBc0043243
BASm0030045	CL(16:1(9Z)/18:1(11Z)/16:1(11Z)/18:1(11Z))	CL(16:1(9Z)/18:1(11Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(11Z)/16:1(11Z)/18:1(11Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C4 positions, one chain of (11Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h19,23,25-26,28-30,32,71-73,78H,5-18,20-22,24,27,31,33-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,29-25-,30-26-,32-28-/t71-,72-,73-/m1/s1	SAZVKIZVKQLRNZ-FQNACZJJSA-N	1400.972227			MMDBc0043244
BASm0030046	CL(16:1(9Z)/18:1(11Z)/16:1(11Z)/18:1(9Z))	CL(16:1(9Z)/18:1(11Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(11Z)/16:1(11Z)/18:1(9Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h19,23,26,28,30,32-33,35,71-73,78H,5-18,20-22,24-25,27,29,31,34,36-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,30-26-,32-28-,35-33-/t71-,72-,73-/m1/s1	SVASSSQVZIDEBV-OGRIUZIFSA-N	1400.972227			MMDBc0043245
BASm0030047	CL(16:1(9Z)/18:1(11Z)/16:1(9Z)/18:1(11Z))	CL(16:1(9Z)/18:1(11Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(11Z)/16:1(9Z)/18:1(11Z)) contains one 9Z-hexadecenoyl chain at the C1 position, one 11Z-octadecenoyl chain at the C2 position, one 9Z-hexadecenoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h25-32,71-73,78H,5-24,33-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,30-26-,31-27-,32-28-/t72-,73-/m1/s1	KNRFSGCSRFJYLQ-KGWSIKJJSA-N	1400.972226			MMDBc0043246
BASm0030048	CL(16:1(9Z)/18:1(11Z)/16:1(9Z)/18:1(9Z))	CL(16:1(9Z)/18:1(11Z)/16:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(11Z)/16:1(9Z)/18:1(9Z)) contains one 9Z-hexadecenoyl chain at the C1 position, one 11Z-octadecenoyl chain at the C2 position, one 9Z-hexadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h25,27-29,31-32,34,36,71-73,78H,5-24,26,30,33,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,31-27-,32-28-,36-34-/t71-,72+,73+/m0/s1	AQARYCVQPWSQBH-ZVVCGLENSA-N	1400.972227			MMDBc0043247
BASm0030049	CL(16:1(9Z)/18:1(11Z)/18:1(11Z)/18:1(11Z))	CL(16:1(9Z)/18:1(11Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(11Z)/18:1(11Z)/18:1(11Z)) contains one 9Z-hexadecenoyl chain at the C1 position, one 11Z-octadecenoyl chain at the C2 position, one 11Z-octadecenoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h25-32,73-75,80H,5-24,33-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,30-26-,31-27-,32-28-/t73-,74+,75+/m0/s1	RVFOFBDVSIUZIY-AMGQDKLXSA-N	1429.003527			MMDBc0043248
BASm0030050	CL(16:1(9Z)/18:1(11Z)/18:1(11Z)/18:1(9Z))	CL(16:1(9Z)/18:1(11Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(11Z)/18:1(11Z)/18:1(9Z)) contains one 9Z-hexadecenoyl chain at the C1 position, one 11Z-octadecenoyl chain at the C2 position, one 11Z-octadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h25-26,28-30,32,35,38,73-75,80H,5-24,27,31,33-34,36-37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,30-26-,32-28-,38-35-/t73-,74+,75+/m0/s1	PEKPIKIHUYSNLA-WOORXDOESA-N	1429.003527			MMDBc0043249
BASm0030051	CL(16:1(9Z)/18:1(11Z)/18:1(11Z)/20:0)	CL(16:1(9Z)/18:1(11Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(11Z)/18:1(11Z)/20:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h26-28,30-32,75-77,82H,5-25,29,33-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-,32-28-/t75-,76+,77+/m0/s1	YOGINEZNCRGIOT-BPZURTBCSA-N	1459.050477			MMDBc0043250
BASm0030052	CL(16:1(9Z)/18:1(11Z)/18:1(11Z)/20:1(11Z))	CL(16:1(9Z)/18:1(11Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(11Z)/18:1(11Z)/20:1(11Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h26-28,30-33,36,75-77,82H,5-25,29,34-35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,31-27-,32-28-,36-33-/t75-,76+,77+/m0/s1	QGFHEDINSRVCMF-BIECAJHBSA-N	1457.034827			MMDBc0043251
BASm0030053	CL(16:1(9Z)/18:1(11Z)/18:1(11Z)/20:1(13Z))	CL(16:1(9Z)/18:1(11Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(11Z)/18:1(11Z)/20:1(13Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (11Z-octadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h25-32,75-77,82H,5-24,33-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,30-26-,31-27-,32-28-/t75-,76+,77+/m0/s1	XXDIGPWXVQDMNY-XZUWRHEASA-N	1457.034827			MMDBc0043252
BASm0030054	CL(16:1(9Z)/18:1(11Z)/18:1(9Z)/18:1(11Z))	CL(16:1(9Z)/18:1(11Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(11Z)/18:1(9Z)/18:1(11Z)) contains one 9Z-hexadecenoyl chain at the C1 position, one 11Z-octadecenoyl chain at the C2 position, one 9Z-octadecenoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h26-28,30-33,36,73-75,80H,5-25,29,34-35,37-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,31-27-,32-28-,36-33-/t73-,74+,75+/m0/s1	IKFJOTKFGNCHNC-XPNQNURWSA-N	1429.003527			MMDBc0043253
BASm0030055	CL(16:1(9Z)/18:1(11Z)/18:1(9Z)/18:1(9Z))	CL(16:1(9Z)/18:1(11Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(11Z)/18:1(9Z)/18:1(9Z)) contains one 9Z-hexadecenoyl chain at the C1 position, one 11Z-octadecenoyl chain at the C2 position, one 9Z-octadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h26,28,30,32-33,35-36,38,73-75,80H,5-25,27,29,31,34,37,39-72H2,1-4H3,(H,85,86)(H,87,88)/b30-26-,32-28-,36-33-,38-35-/t73-,74+,75+/m0/s1	MHRYHUWMQDWNDB-JCWJTAEASA-N	1429.003527			MMDBc0043254
BASm0030056	CL(16:1(9Z)/18:1(11Z)/18:1(9Z)/20:0)	CL(16:1(9Z)/18:1(11Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(11Z)/18:1(9Z)/20:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h27-28,31-32,34,38,75-77,82H,5-26,29-30,33,35-37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,32-28-,38-34-/t75-,76+,77+/m0/s1	JFWQAJHVTMFISB-KWEAFOQQSA-N	1459.050477			MMDBc0043255
BASm0030057	CL(16:1(9Z)/18:1(11Z)/18:1(9Z)/20:1(11Z))	CL(16:1(9Z)/18:1(11Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(11Z)/18:1(9Z)/20:1(11Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h27-28,31-34,36,38,75-77,82H,5-26,29-30,35,37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,32-28-,36-33-,38-34-/t75-,76+,77+/m0/s1	NVFYULYEBIMRBY-CARLPICQSA-N	1457.034827			MMDBc0043256
BASm0030058	CL(16:1(9Z)/18:1(11Z)/18:1(9Z)/20:1(13Z))	CL(16:1(9Z)/18:1(11Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(11Z)/18:1(9Z)/20:1(13Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (11Z-octadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h25,27-29,31-32,34,38,75-77,82H,5-24,26,30,33,35-37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,31-27-,32-28-,38-34-/t75-,76+,77+/m0/s1	RFEHXGSBTABDLI-WKYGCXCQSA-N	1457.034827			MMDBc0043257
BASm0030059	CL(16:1(9Z)/18:1(9Z)/16:1(11Z)/18:1(11Z))	CL(16:1(9Z)/18:1(9Z)/16:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/16:1(11Z)/18:1(11Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h19,23,25,28-29,32,34,36,71-73,78H,5-18,20-22,24,26-27,30-31,33,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,29-25-,32-28-,36-34-/t71-,72-,73-/m1/s1	RDDBCHJTENVZQY-BNXXBBJMSA-N	1400.972227			MMDBc0043258
BASm0030060	CL(16:1(9Z)/18:1(9Z)/16:1(11Z)/18:1(9Z))	CL(16:1(9Z)/18:1(9Z)/16:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/16:1(11Z)/18:1(9Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C4 positions, one chain of (11Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h19,23,28,32-36,71-73,78H,5-18,20-22,24-27,29-31,37-70H2,1-4H3,(H,83,84)(H,85,86)/b23-19-,32-28-,35-33-,36-34-/t71-,72-,73-/m1/s1	AMLHPYBTMSNYIR-PMBFCLBYSA-N	1400.972227			MMDBc0043259
BASm0030061	CL(16:1(9Z)/18:1(9Z)/16:1(9Z)/18:1(11Z))	CL(16:1(9Z)/18:1(9Z)/16:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/16:1(9Z)/18:1(11Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2/h25,27-29,31-32,34,36,71-73,78H,5-24,26,30,33,35,37-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,31-27-,32-28-,36-34-/t71-,72-,73-/m1/s1	AQARYCVQPWSQBH-VGWMROQESA-N	1400.972227			MMDBc0043260
BASm0030062	CL(16:1(9Z)/18:1(9Z)/18:1(11Z)/18:1(11Z))	CL(16:1(9Z)/18:1(9Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/18:1(11Z)/18:1(11Z)) contains one 9Z-hexadecenoyl chain at the C1 position, one 9Z-octadecenoyl chain at the C2 position, one 11Z-octadecenoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h25,27-29,31-32,34,37,73-75,80H,5-24,26,30,33,35-36,38-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,31-27-,32-28-,37-34-/t73-,74+,75+/m0/s1	QAPWMWWCPVZGTM-HXKBCFDVSA-N	1429.003527			MMDBc0043261
BASm0030063	CL(16:1(9Z)/18:1(9Z)/18:1(11Z)/18:1(9Z))	CL(16:1(9Z)/18:1(9Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/18:1(11Z)/18:1(9Z)) contains one 9Z-hexadecenoyl chain at the C1 position, one 9Z-octadecenoyl chain at the C2 position, one 11Z-octadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h25,28-29,32,34-35,37-38,73-75,80H,5-24,26-27,30-31,33,36,39-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,32-28-,37-34-,38-35-/t73-,74+,75+/m0/s1	GTINEBZWQYGUBY-XJBNXIAQSA-N	1429.003527			MMDBc0043262
BASm0030064	CL(16:1(9Z)/18:1(9Z)/18:1(11Z)/20:0)	CL(16:1(9Z)/18:1(9Z)/18:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/18:1(11Z)/20:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h26,28,30,32,35,39,75-77,82H,5-25,27,29,31,33-34,36-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,32-28-,39-35-/t75-,76+,77+/m0/s1	XQNKMAXNOQTUJW-IQWAKXOASA-N	1459.050477			MMDBc0043263
BASm0030065	CL(16:1(9Z)/18:1(9Z)/18:1(11Z)/20:1(11Z))	CL(16:1(9Z)/18:1(9Z)/18:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/18:1(11Z)/20:1(11Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h26,28,30,32-33,35-36,39,75-77,82H,5-25,27,29,31,34,37-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b30-26-,32-28-,36-33-,39-35-/t75-,76+,77+/m0/s1	SHWQGBBITMQQCL-NEVVGBNLSA-N	1457.034827			MMDBc0043264
BASm0030066	CL(16:1(9Z)/18:1(9Z)/18:1(11Z)/20:1(13Z))	CL(16:1(9Z)/18:1(9Z)/18:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/18:1(11Z)/20:1(13Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h25-26,28-30,32,35,39,75-77,82H,5-24,27,31,33-34,36-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,30-26-,32-28-,39-35-/t75-,76+,77+/m0/s1	PNSJWVFEAOWMLW-HGWFFEBDSA-N	1457.034827			MMDBc0043265
BASm0030067	CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/18:1(11Z))	CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/18:1(11Z)) contains one 9Z-hexadecenoyl chain at the C1 position, one 9Z-octadecenoyl chain at the C2 position, one 9Z-octadecenoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C79H146O17P2	InChI=1S/C79H146O17P2/c1-5-9-13-17-21-25-29-33-36-40-44-48-52-56-60-64-77(82)90-70-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)72-94-98(87,88)92-68-73(80)67-91-97(85,86)93-71-74(69-89-76(81)63-59-55-51-47-43-39-32-28-24-20-16-12-8-4)95-78(83)65-61-57-53-49-45-41-37-34-30-26-22-18-14-10-6-2/h27-28,31-34,36-37,73-75,80H,5-26,29-30,35,38-72H2,1-4H3,(H,85,86)(H,87,88)/b31-27-,32-28-,36-33-,37-34-/t73-,74+,75+/m0/s1	WXMSFCUVWZYCQO-UONKKUOASA-N	1429.003527			MMDBc0043266
BASm0030068	CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/20:0)	CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/20:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h28,32,34-35,38-39,75-77,82H,5-27,29-31,33,36-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b32-28-,38-34-,39-35-/t75-,76+,77+/m0/s1	QURNHIQEJYLFPG-CBLPTODASA-N	1459.050477			MMDBc0043267
BASm0030069	CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/20:1(11Z))	CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/20:1(11Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h28,32-36,38-39,75-77,82H,5-27,29-31,37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b32-28-,36-33-,38-34-,39-35-/t75-,76+,77+/m0/s1	HEIXUWNTMHTBMN-ZRXTUPCJSA-N	1457.034827			MMDBc0043268
BASm0030070	CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/20:1(13Z))	CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/18:1(9Z)/18:1(9Z)/20:1(13Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-36-37-40-44-48-52-56-60-64-68-81(86)98-77(72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2)74-96-100(89,90)94-70-75(82)69-93-99(87,88)95-73-76(71-91-78(83)65-61-57-53-49-45-41-32-28-24-20-16-12-8-4)97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3/h25,28-29,32,34-35,38-39,75-77,82H,5-24,26-27,30-31,33,36-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,32-28-,38-34-,39-35-/t75-,76+,77+/m0/s1	ACCYSYQOBDGCLS-ODWOAWOWSA-N	1457.034827			MMDBc0043269
BASm0030071	CL(16:1(9Z)/20:0/16:1(11Z)/20:0)	CL(16:1(9Z)/20:0/16:1(11Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/20:0/16:1(11Z)/20:0) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of eicosanoic acid at the C2 and C4 positions, one chain of (11Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-42-32-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2/h19,23,28,32,75-77,82H,5-18,20-22,24-27,29-31,33-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,32-28-/t75-,76-,77-/m1/s1	HXFQCYHHFHGTTI-UGSQMOMBSA-N	1461.066127			MMDBc0043270
BASm0030072	CL(16:1(9Z)/20:0/16:1(9Z)/20:0)	CL(16:1(9Z)/20:0/16:1(9Z)/20:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/20:0/16:1(9Z)/20:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, two chains of eicosanoic acid at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-42-32-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2/h27-28,31-32,75-77,82H,5-26,29-30,33-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,32-28-/t76-,77-/m1/s1	ZHNIJMSOMQYGKO-XNWIIRNWSA-N	1461.066127			MMDBc0043271
BASm0030073	CL(16:1(9Z)/20:1(11Z)/16:1(11Z)/20:1(11Z))	CL(16:1(9Z)/20:1(11Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/20:1(11Z)/16:1(11Z)/20:1(11Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (11Z-eicosenoyl) at the C2 and C4 positions, one chain of (11Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-42-32-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2/h19,23,28,32-36,75-77,82H,5-18,20-22,24-27,29-31,37-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,32-28-,35-33-,36-34-/t75-,76-,77-/m1/s1	BYENYCXGKOBLSO-QBOKEZPZSA-N	1457.034827			MMDBc0043272
BASm0030074	CL(16:1(9Z)/20:1(11Z)/16:1(11Z)/20:1(13Z))	CL(16:1(9Z)/20:1(11Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/20:1(11Z)/16:1(11Z)/20:1(13Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (11Z-eicosenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-42-32-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2/h19,23,25,28-29,32,34,36,75-77,82H,5-18,20-22,24,26-27,30-31,33,35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,29-25-,32-28-,36-34-/t75-,76-,77-/m1/s1	BHAVWCQCYVYMLH-RCCUMMSVSA-N	1457.034827			MMDBc0043273
BASm0030075	CL(16:1(9Z)/20:1(11Z)/16:1(9Z)/20:1(11Z))	CL(16:1(9Z)/20:1(11Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/20:1(11Z)/16:1(9Z)/20:1(11Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, two chains of (11Z-eicosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-42-32-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2/h27-28,31-36,75-77,82H,5-26,29-30,37-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,32-28-,35-33-,36-34-/t76-,77-/m1/s1	AZBSWKHPNQOBQZ-HRBVDBSMSA-N	1457.034827			MMDBc0043274
BASm0030076	CL(16:1(9Z)/20:1(11Z)/16:1(9Z)/20:1(13Z))	CL(16:1(9Z)/20:1(11Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/20:1(11Z)/16:1(9Z)/20:1(13Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of (11Z-eicosenoyl) at the C2 position, one chain of (13Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-42-32-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2/h25,27-29,31-32,34,36,75-77,82H,5-24,26,30,33,35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,31-27-,32-28-,36-34-/t75-,76-,77-/m1/s1	QAWIICYJKVHKNX-HTKPONPVSA-N	1457.034827			MMDBc0043275
BASm0030077	CL(16:1(9Z)/20:1(13Z)/16:1(11Z)/20:1(11Z))	CL(16:1(9Z)/20:1(13Z)/16:1(11Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/20:1(13Z)/16:1(11Z)/20:1(11Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, one chain of (13Z-eicosenoyl) at the C2 position, one chain of (11Z-hexadecenoyl) at the C3 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-42-32-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2/h19,23,26,28,30,32-33,35,75-77,82H,5-18,20-22,24-25,27,29,31,34,36-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,30-26-,32-28-,35-33-/t75-,76-,77-/m1/s1	SKSSYGOIAIMFKR-IUJSNZISSA-N	1457.034827			MMDBc0043276
BASm0030078	CL(16:1(9Z)/20:1(13Z)/16:1(11Z)/20:1(13Z))	CL(16:1(9Z)/20:1(13Z)/16:1(11Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/20:1(13Z)/16:1(11Z)/20:1(13Z)) contains one chain of (9Z-hexadecenoyl) at the C1 position, two chains of (13Z-eicosenoyl) at the C2 and C4 positions, one chain of (11Z-hexadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-42-32-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2/h19,23,25-26,28-30,32,75-77,82H,5-18,20-22,24,27,31,33-74H2,1-4H3,(H,87,88)(H,89,90)/b23-19-,29-25-,30-26-,32-28-/t75-,76-,77-/m1/s1	XUOACSLKTYSSEE-XIGUZWKVSA-N	1457.034827			MMDBc0043277
BASm0030079	CL(16:1(9Z)/20:1(13Z)/16:1(9Z)/20:1(11Z))	CL(16:1(9Z)/20:1(13Z)/16:1(9Z)/20:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/20:1(13Z)/16:1(9Z)/20:1(11Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, one chain of (13Z-eicosenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-42-32-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2/h25,27-29,31-32,34,36,75-77,82H,5-24,26,30,33,35,37-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,31-27-,32-28-,36-34-/t75-,76+,77+/m0/s1	QAWIICYJKVHKNX-ADKZIOCHSA-N	1457.034827			MMDBc0043278
BASm0030080	CL(16:1(9Z)/20:1(13Z)/16:1(9Z)/20:1(13Z))	CL(16:1(9Z)/20:1(13Z)/16:1(9Z)/20:1(13Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(16:1(9Z)/20:1(13Z)/16:1(9Z)/20:1(13Z)) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, two chains of (13Z-eicosenoyl) at the C2 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-47-51-55-59-63-67-80(85)97-76(71-91-78(83)65-61-57-53-49-45-41-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(72-92-79(84)66-62-58-54-50-46-42-32-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2/h25-32,75-77,82H,5-24,33-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,30-26-,31-27-,32-28-/t76-,77-/m1/s1	MJHPXHOBZFCOBF-ZYVWMDQZSA-N	1457.034827			MMDBc0043279
BASm0030081	CL(18:0/18:0/18:0/18:0)	CL(18:0/18:0/18:0/18:0) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:0/18:0/18:0/18:0) contains one octadecanoyl chain at the C1 position, one octadecanoyl chain at the C2 position, one octadecanoyl chain at the C3 position, and one octadecanoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C81H158O17P2	InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t76-,77-/m1/s1	XVTUQDWPJJBEHJ-KZCWQMDCSA-N	1465.097427			MMDBc0043280
BASm0030082	CL(18:0/18:0/18:0/18:1(11Z))	CL(18:0/18:0/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:0/18:0/18:0/18:1(11Z)) contains one octadecanoyl chain at the C1 position, one octadecanoyl chain at the C2 position, one octadecanoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h27,31,75-77,82H,5-26,28-30,32-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-/t75-,76-,77-/m1/s1	YOYBQDCJVVERAD-OKZHUKRCSA-N	1463.081778			MMDBc0043281
BASm0030083	CL(18:0/18:0/18:0/18:1(9Z))	CL(18:0/18:0/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:0/18:0/18:0/18:1(9Z)) contains one octadecanoyl chain at the C1 position, one octadecanoyl chain at the C2 position, one octadecanoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H156O17P2	InChI=1S/C81H156O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h35,39,75-77,82H,5-34,36-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b39-35-/t75-,76-,77-/m1/s1	ZUFQQZQGIQRKQI-RBAQDIAKSA-N	1463.081778			MMDBc0043282
BASm0030084	CL(18:0/18:1(11Z)/18:0/18:1(11Z))	CL(18:0/18:1(11Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:0/18:1(11Z)/18:0/18:1(11Z)) contains one octadecanoyl chain at the C1 position, one 11Z-octadecenoyl chain at the C2 position, one octadecanoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h27-28,31-32,75-77,82H,5-26,29-30,33-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,32-28-/t76-,77-/m1/s1	JWRIOJMZESNCFN-XNWIIRNWSA-N	1461.066127			MMDBc0043283
BASm0030085	CL(18:0/18:1(11Z)/18:0/18:1(9Z))	CL(18:0/18:1(11Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:0/18:1(11Z)/18:0/18:1(9Z)) contains one octadecanoyl chain at the C1 position, one 11Z-octadecenoyl chain at the C2 position, one octadecanoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h27,31,36,40,75-77,82H,5-26,28-30,32-35,37-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,40-36-/t75-,76+,77+/m0/s1	JAAXMGNVWSRDGD-BVMLMHTHSA-N	1461.066127			MMDBc0043284
BASm0030086	CL(18:0/18:1(11Z)/18:1(11Z)/18:1(11Z))	CL(18:0/18:1(11Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:0/18:1(11Z)/18:1(11Z)/18:1(11Z)) contains one octadecanoyl chain at the C1 position, one 11Z-octadecenoyl chain at the C2 position, one 11Z-octadecenoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25,27-29,31-32,75-77,82H,5-24,26,30,33-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,31-27-,32-28-/t75-,76-,77-/m1/s1	DKFOOMQGRDPOQH-ALPJWZOESA-N	1459.050477			MMDBc0043285
BASm0030087	CL(18:0/18:1(11Z)/18:1(11Z)/18:1(9Z))	CL(18:0/18:1(11Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:0/18:1(11Z)/18:1(11Z)/18:1(9Z)) contains one octadecanoyl chain at the C1 position, one 11Z-octadecenoyl chain at the C2 position, one 11Z-octadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25,28-29,32,35,39,75-77,82H,5-24,26-27,30-31,33-34,36-38,40-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,32-28-,39-35-/t75-,76-,77-/m1/s1	LYOXYILOYAZYAA-OPAPAUBQSA-N	1459.050477			MMDBc0043286
BASm0030088	CL(18:0/18:1(11Z)/18:1(9Z)/18:1(11Z))	CL(18:0/18:1(11Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:0/18:1(11Z)/18:1(9Z)/18:1(11Z)) contains one octadecanoyl chain at the C1 position, one 11Z-octadecenoyl chain at the C2 position, one 9Z-octadecenoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h27-28,31-33,37,75-77,82H,5-26,29-30,34-36,38-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,32-28-,37-33-/t75-,76-,77-/m1/s1	FMFOCXCNKMTTQT-WZNTXWHLSA-N	1459.050477			MMDBc0043287
BASm0030089	CL(18:0/18:1(11Z)/18:1(9Z)/18:1(9Z))	CL(18:0/18:1(11Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:0/18:1(11Z)/18:1(9Z)/18:1(9Z)) contains one octadecanoyl chain at the C1 position, one 11Z-octadecenoyl chain at the C2 position, one 9Z-octadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h27,31,34,36,38,40,75-77,82H,5-26,28-30,32-33,35,37,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,38-34-,40-36-/t75-,76+,77+/m0/s1	YAWOYLNSEYAYHE-XNYPVOKBSA-N	1459.050477			MMDBc0043288
BASm0030090	CL(18:0/18:1(9Z)/18:0/18:1(11Z))	CL(18:0/18:1(9Z)/18:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:0/18:1(9Z)/18:0/18:1(11Z)) contains two chains of octadecanoic acid at the C1 and C3 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h27,31,36,40,75-77,82H,5-26,28-30,32-35,37-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,40-36-/t75-,76-,77-/m1/s1	JAAXMGNVWSRDGD-FXBQVMKHSA-N	1461.066127			MMDBc0043289
BASm0030091	CL(18:0/18:1(9Z)/18:0/18:1(9Z))	CL(18:0/18:1(9Z)/18:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:0/18:1(9Z)/18:0/18:1(9Z)) contains one octadecanoyl chain at the C1 position, one 9Z-octadecenoyl chain at the C2 position, one octadecanoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H154O17P2	InChI=1S/C81H154O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h35-36,39-40,75-77,82H,5-34,37-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b39-35-,40-36-/t76-,77-/m1/s1	REXKVAILCLQOGB-JDGSSEIPSA-N	1461.066127			MMDBc0043290
BASm0030092	CL(18:0/18:1(9Z)/18:1(11Z)/18:1(11Z))	CL(18:0/18:1(9Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:0/18:1(9Z)/18:1(11Z)/18:1(11Z)) contains one octadecanoyl chain at the C1 position, one 9Z-octadecenoyl chain at the C2 position, one 11Z-octadecenoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25,27,29,31,36,40,75-77,82H,5-24,26,28,30,32-35,37-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,31-27-,40-36-/t75-,76-,77-/m1/s1	GXMPRSKXKISHAN-HEVAZOSRSA-N	1459.050477			MMDBc0043291
BASm0030093	CL(18:0/18:1(9Z)/18:1(11Z)/18:1(9Z))	CL(18:0/18:1(9Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:0/18:1(9Z)/18:1(11Z)/18:1(9Z)) contains one octadecanoyl chain at the C1 position, one 9Z-octadecenoyl chain at the C2 position, one 11Z-octadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25,29,35-36,39-40,75-77,82H,5-24,26-28,30-34,37-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,39-35-,40-36-/t75-,76-,77-/m1/s1	VJBLKROBQWDHEM-RIZXGEBPSA-N	1459.050477			MMDBc0043292
BASm0030094	CL(18:0/18:1(9Z)/18:1(9Z)/18:1(11Z))	CL(18:0/18:1(9Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:0/18:1(9Z)/18:1(9Z)/18:1(11Z)) contains one octadecanoyl chain at the C1 position, one 9Z-octadecenoyl chain at the C2 position, one 9Z-octadecenoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h27,31,33,36-37,40,75-77,82H,5-26,28-30,32,34-35,38-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,37-33-,40-36-/t75-,76-,77-/m1/s1	PYYURAMYFVTQMD-QHFLVCPSSA-N	1459.050477			MMDBc0043293
BASm0030095	CL(18:0/18:1(9Z)/18:1(9Z)/18:1(9Z))	CL(18:0/18:1(9Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:0/18:1(9Z)/18:1(9Z)/18:1(9Z)) contains one octadecanoyl chain at the C1 position, one 9Z-octadecenoyl chain at the C2 position, one 9Z-octadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H152O17P2	InChI=1S/C81H152O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h33,35-37,39-40,75-77,82H,5-32,34,38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b37-33-,39-35-,40-36-/t75-,76-,77-/m1/s1	MXJOJIXCZMAOLW-JFVJOSLJSA-N	1459.050477			MMDBc0043294
BASm0030096	CL(18:1(11Z)/18:1(11Z)/18:1(11Z)/18:1(11Z))	CL(18:1(11Z)/18:1(11Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(11Z)/18:1(11Z)/18:1(11Z)/18:1(11Z)) contains one 11Z-octadecenoyl chain at the C1 position, one 11Z-octadecenoyl chain at the C2 position, one 11Z-octadecenoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	CCCCCC\C=C/CCCCCCCCCC(=O)OC[C@]([H])(COP(=O)(O)OCC(O)([H])COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25-32,75-77,82H,5-24,33-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,30-26-,31-27-,32-28-/t76-,77-/m1/s1	HSSSADMXQPKIEB-ZYVWMDQZSA-N	1457.034826			MMDBc0043295
BASm0030097	CL(18:1(11Z)/18:1(11Z)/18:1(11Z)/18:1(9Z))	CL(18:1(11Z)/18:1(11Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(11Z)/18:1(11Z)/18:1(11Z)/18:1(9Z)) contains one 11Z-octadecenoyl chain at the C1 position, one 11Z-octadecenoyl chain at the C2 position, one 11Z-octadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25-27,29-31,36,40,75-77,82H,5-24,28,32-35,37-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,30-26-,31-27-,40-36-/t75-,76+,77+/m0/s1	FEGNTCWKMPAKLK-HRLOECPNSA-N	1457.034827			MMDBc0043296
BASm0030098	CL(18:1(11Z)/18:1(11Z)/18:1(9Z)/18:1(11Z))	CL(18:1(11Z)/18:1(11Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(11Z)/18:1(11Z)/18:1(9Z)/18:1(11Z)) contains one 11Z-octadecenoyl chain at the C1 position, one 11Z-octadecenoyl chain at the C2 position, one 9Z-octadecenoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25,27-29,31-32,34,38,75-77,82H,5-24,26,30,33,35-37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,31-27-,32-28-,38-34-/t75-,76+,77+/m0/s1	ASTAAHUEMWPZOX-WKYGCXCQSA-N	1457.034827			MMDBc0043297
BASm0030099	CL(18:1(11Z)/18:1(11Z)/18:1(9Z)/18:1(9Z))	CL(18:1(11Z)/18:1(11Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(11Z)/18:1(11Z)/18:1(9Z)/18:1(9Z)) contains one 11Z-octadecenoyl chain at the C1 position, one 11Z-octadecenoyl chain at the C2 position, one 9Z-octadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25,27,29,31,34,36,38,40,75-77,82H,5-24,26,28,30,32-33,35,37,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,31-27-,38-34-,40-36-/t75-,76+,77+/m0/s1	HDDSNXHJUQGNJD-AZVQZYCHSA-N	1457.034827			MMDBc0043298
BASm0030100	CL(18:1(11Z)/18:1(9Z)/18:1(11Z)/18:1(11Z))	CL(18:1(11Z)/18:1(9Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(11Z)/18:1(9Z)/18:1(11Z)/18:1(11Z)) contains three chains of (11Z-octadecenoyl) at the C1, C3 and C4 positions, one chain of (9Z-octadecenoyl) at the C2 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25-27,29-31,36,40,75-77,82H,5-24,28,32-35,37-39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,30-26-,31-27-,40-36-/t75-,76-,77-/m1/s1	FEGNTCWKMPAKLK-HENGYTNTSA-N	1457.034827			MMDBc0043299
BASm0030101	CL(18:1(11Z)/18:1(9Z)/18:1(11Z)/18:1(9Z))	CL(18:1(11Z)/18:1(9Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(11Z)/18:1(9Z)/18:1(11Z)/18:1(9Z)) contains one 11Z-octadecenoyl chain at the C1 position, one 9Z-octadecenoyl chain at the C2 position, one 11Z-octadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25-26,29-30,35-36,39-40,75-77,82H,5-24,27-28,31-34,37-38,41-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,30-26-,39-35-,40-36-/t76-,77-/m1/s1	YCSAOWSZDXPCJF-XXVHLDQRSA-N	1457.034826			MMDBc0043300
BASm0030102	CL(18:1(11Z)/18:1(9Z)/18:1(9Z)/18:1(11Z))	CL(18:1(11Z)/18:1(9Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(11Z)/18:1(9Z)/18:1(9Z)/18:1(11Z)) contains one 11Z-octadecenoyl chain at the C1 position, one 9Z-octadecenoyl chain at the C2 position, one 9Z-octadecenoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25,28-29,32,34-35,38-39,75-77,82H,5-24,26-27,30-31,33,36-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,32-28-,38-34-,39-35-/t75-,76+,77+/m0/s1	ZECOFUCIDZEXPK-ODWOAWOWSA-N	1457.034827			MMDBc0043301
BASm0030103	CL(18:1(11Z)/18:1(9Z)/18:1(9Z)/18:1(9Z))	CL(18:1(11Z)/18:1(9Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(11Z)/18:1(9Z)/18:1(9Z)/18:1(9Z)) contains one 11Z-octadecenoyl chain at the C1 position, one 9Z-octadecenoyl chain at the C2 position, one 9Z-octadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25,29,34-36,38-40,75-77,82H,5-24,26-28,30-33,37,41-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,38-34-,39-35-,40-36-/t75-,76+,77+/m0/s1	VTKMNWYGRCLIBF-VZCSSSFMSA-N	1457.034827			MMDBc0043302
BASm0030104	CL(18:1(9Z)/18:1(11Z)/18:1(11Z)/18:1(11Z))	CL(18:1(9Z)/18:1(11Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(11Z)/18:1(11Z)/18:1(11Z)) contains one chain of (9Z-octadecenoyl) at the C1 position, three chains of (11Z-octadecenoyl) at the C2, C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25,27-29,31-32,34,38,75-77,82H,5-24,26,30,33,35-37,39-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,31-27-,32-28-,38-34-/t75-,76-,77-/m1/s1	ASTAAHUEMWPZOX-YHORKKDYSA-N	1457.034827			MMDBc0043303
BASm0030105	CL(18:1(9Z)/18:1(11Z)/18:1(11Z)/18:1(9Z))	CL(18:1(9Z)/18:1(11Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(11Z)/18:1(11Z)/18:1(9Z)) contains two chains of (9Z-octadecenoyl) at the C1 and C4 positions, two chains of (11Z-octadecenoyl) at the C2 and C3 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25,28-29,32,34-35,38-39,75-77,82H,5-24,26-27,30-31,33,36-37,40-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,32-28-,38-34-,39-35-/t75-,76-,77-/m1/s1	ZECOFUCIDZEXPK-FZXVUQCQSA-N	1457.034827			MMDBc0043304
BASm0030106	CL(18:1(9Z)/18:1(11Z)/18:1(9Z)/18:1(11Z))	CL(18:1(9Z)/18:1(11Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(11Z)/18:1(9Z)/18:1(11Z)) contains one 9Z-octadecenoyl chain at the C1 position, one 11Z-octadecenoyl chain at the C2 position, one 9Z-octadecenoyl chain at the C3 position, and one 11Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h27-28,31-34,37-38,75-77,82H,5-26,29-30,35-36,39-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,32-28-,37-33-,38-34-/t76-,77-/m1/s1	OJHCOHRCDDPVHW-JVMFQVOGSA-N	1457.034826			MMDBc0043305
BASm0030107	CL(18:1(9Z)/18:1(11Z)/18:1(9Z)/18:1(9Z))	CL(18:1(9Z)/18:1(11Z)/18:1(9Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(11Z)/18:1(9Z)/18:1(9Z)) contains one 9Z-octadecenoyl chain at the C1 position, one 11Z-octadecenoyl chain at the C2 position, one 9Z-octadecenoyl chain at the C3 position, and one 9Z-octadecenoyl chain at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 19 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h27,31,33-34,36-38,40,75-77,82H,5-26,28-30,32,35,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,37-33-,38-34-,40-36-/t75-,76+,77+/m0/s1	PGXNRZRTRAHFHQ-MSSOXCFMSA-N	1457.034827			MMDBc0043306
BASm0030108	CL(18:1(9Z)/18:1(9Z)/18:1(11Z)/18:1(11Z))	CL(18:1(9Z)/18:1(9Z)/18:1(11Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(9Z)/18:1(11Z)/18:1(11Z)) contains two chains of (9Z-octadecenoyl) at the C1 and C2 positions, two chains of (11Z-octadecenoyl) at the C3 and C4 positions. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25,27,29,31,34,36,38,40,75-77,82H,5-24,26,28,30,32-33,35,37,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,31-27-,38-34-,40-36-/t75-,76-,77-/m1/s1	HDDSNXHJUQGNJD-FFSGMXTOSA-N	1457.034827			MMDBc0043307
BASm0030109	CL(18:1(9Z)/18:1(9Z)/18:1(11Z)/18:1(9Z))	CL(18:1(9Z)/18:1(9Z)/18:1(11Z)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(9Z)/18:1(11Z)/18:1(9Z)) contains three chains of (9Z-octadecenoyl) at the C1, C2 and C4 positions, one chain of (11Z-octadecenoyl) at the C3 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h25,29,34-36,38-40,75-77,82H,5-24,26-28,30-33,37,41-74H2,1-4H3,(H,87,88)(H,89,90)/b29-25-,38-34-,39-35-,40-36-/t75-,76-,77-/m1/s1	VTKMNWYGRCLIBF-YJFMKISBSA-N	1457.034827			MMDBc0043308
BASm0030110	CL(18:1(9Z)/18:1(9Z)/18:1(9Z)/18:1(11Z))	CL(18:1(9Z)/18:1(9Z)/18:1(9Z)/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called a 'double' phospholipid because they have four fatty acid tails, instead of the usual two. CL(18:1(9Z)/18:1(9Z)/18:1(9Z)/18:1(11Z)) contains three chains of (9Z-octadecenoyl) at the C1, C2 and C3 positions, one chain of (11Z-octadecenoyl) at the C4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. In prokaryotes such as E. coli, the enzyme known as diphosphatidylglycerol synthase catalyses the transfer of the phosphatidyl moiety of one phosphatidylglycerol to the free 3'-hydroxyl group of another, with the elimination of one molecule of glycerol. In E. coli, which acylates its glycerophospholipids with acyl chains ranging in length from 12 to 18 carbons and possibly containing an unsaturation, or a cyclopropane group more than 100 possible CL molecular species are theoretically possible, 53 of these species having been characterized. E. coli membranes consist of ~5% cardiolipin (CL), 20-25% phosphatidylglycerol (PG), and 70-80% phosphatidylethanolamine (PE) as well as smaller amounts of phosphatidylserine (PS). CL is distributed between the two leaflets of the bilayers and is located preferentially at the poles and septa in E. coli and other rod-shaped bacteria. It is known that the polar positioning of the proline transporter ProP and the mechanosensitive ion channel MscS in E. coli is dependent on CL. It is believed that cell shape may influence the localization of CL and the localization of certain membrane proteins.		Solid	[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C81H150O17P2	InChI=1S/C81H150O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h27,31,33-34,36-38,40,75-77,82H,5-26,28-30,32,35,39,41-74H2,1-4H3,(H,87,88)(H,89,90)/b31-27-,37-33-,38-34-,40-36-/t75-,76-,77-/m1/s1	PGXNRZRTRAHFHQ-ISJBIRNCSA-N	1457.034827			MMDBc0043309
BASm0030111	1-MLCL(0:0/10:0/10:0/10:0)	1-MLCL(0:0/10:0/10:0/10:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/10:0/10:0) contains one chain of  at the C1 position, three chains of decanoic acid at the C2, C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C39H76O16P2	InChI=1S/C39H76O16P2/c1-4-7-10-13-16-19-22-25-37(42)49-31-36(55-39(44)27-24-21-18-15-12-9-6-3)33-53-57(47,48)51-30-34(41)29-50-56(45,46)52-32-35(28-40)54-38(43)26-23-20-17-14-11-8-5-2/h34-36,40-41H,4-33H2,1-3H3,(H,45,46)(H,47,48)/t34-,35+,36+/m0/s1	IVYYCFYZPPMDJA-LIVOIKKVSA-N	862.4608604			MMDBc0043310
BASm0030112	1-MLCL(0:0/10:0/10:0/12:0)	1-MLCL(0:0/10:0/10:0/12:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/10:0/12:0) contains one chain of  at the C1 position, two chains of decanoic acid at the C2 and C3 positions, one chain of dodecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C41H80O16P2	InChI=1S/C41H80O16P2/c1-4-7-10-13-16-17-20-23-26-29-41(46)57-38(33-51-39(44)27-24-21-18-14-11-8-5-2)35-55-59(49,50)53-32-36(43)31-52-58(47,48)54-34-37(30-42)56-40(45)28-25-22-19-15-12-9-6-3/h36-38,42-43H,4-35H2,1-3H3,(H,47,48)(H,49,50)/t36-,37+,38+/m0/s1	WUSRQPCOCPCMGT-YXWIYCFASA-N	890.4921605			MMDBc0043311
BASm0030113	1-MLCL(0:0/10:0/10:0/14:0)	1-MLCL(0:0/10:0/10:0/14:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/10:0/14:0) contains one chain of  at the C1 position, two chains of decanoic acid at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C43H84O16P2	InChI=1S/C43H84O16P2/c1-4-7-10-13-16-17-18-19-22-25-28-31-43(48)59-40(35-53-41(46)29-26-23-20-14-11-8-5-2)37-57-61(51,52)55-34-38(45)33-54-60(49,50)56-36-39(32-44)58-42(47)30-27-24-21-15-12-9-6-3/h38-40,44-45H,4-37H2,1-3H3,(H,49,50)(H,51,52)/t38-,39+,40+/m0/s1	CCTFVCAVLSTPDK-KQIHHXPCSA-N	918.5234606			MMDBc0043312
BASm0030114	1-MLCL(0:0/10:0/12:0/12:0)	1-MLCL(0:0/10:0/12:0/12:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/12:0/12:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, two chains of dodecanoic acid at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C43H84O16P2	InChI=1S/C43H84O16P2/c1-4-7-10-13-16-18-21-23-26-29-41(46)53-35-40(59-43(48)31-28-25-22-19-17-14-11-8-5-2)37-57-61(51,52)55-34-38(45)33-54-60(49,50)56-36-39(32-44)58-42(47)30-27-24-20-15-12-9-6-3/h38-40,44-45H,4-37H2,1-3H3,(H,49,50)(H,51,52)/t38-,39+,40+/m0/s1	AFFPZHYFAZGWEI-KQIHHXPCSA-N	918.5234606			MMDBc0043313
BASm0030115	1-MLCL(0:0/10:0/10:0/14:1(9Z))	1-MLCL(0:0/10:0/10:0/14:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/10:0/14:1(9Z)) contains one chain of  at the C1 position, two chains of decanoic acid at the C2 and C3 positions, one chain of (9Z-tetradecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C43H82O16P2	InChI=1S/C43H82O16P2/c1-4-7-10-13-16-17-18-19-22-25-28-31-43(48)59-40(35-53-41(46)29-26-23-20-14-11-8-5-2)37-57-61(51,52)55-34-38(45)33-54-60(49,50)56-36-39(32-44)58-42(47)30-27-24-21-15-12-9-6-3/h13,16,38-40,44-45H,4-12,14-15,17-37H2,1-3H3,(H,49,50)(H,51,52)/b16-13-/t38-,39+,40+/m0/s1	VQZTUKMSYXWQBA-OYZUBVROSA-N	916.5078106			MMDBc0043314
BASm0030116	1-MLCL(0:0/10:0/10:0/16:0)	1-MLCL(0:0/10:0/10:0/16:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/10:0/16:0) contains one chain of  at the C1 position, two chains of decanoic acid at the C2 and C3 positions, one chain of hexadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C45H88O16P2	InChI=1S/C45H88O16P2/c1-4-7-10-13-16-17-18-19-20-21-24-27-30-33-45(50)61-42(37-55-43(48)31-28-25-22-14-11-8-5-2)39-59-63(53,54)57-36-40(47)35-56-62(51,52)58-38-41(34-46)60-44(49)32-29-26-23-15-12-9-6-3/h40-42,46-47H,4-39H2,1-3H3,(H,51,52)(H,53,54)/t40-,41+,42+/m0/s1	WSHWLBUJCABIEI-FEWNNGCESA-N	946.5547608			MMDBc0043315
BASm0030117	1-MLCL(0:0/10:0/12:0/14:0)	1-MLCL(0:0/10:0/12:0/14:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/12:0/14:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of dodecanoic acid at the C3 position, one chain of tetradecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C45H88O16P2	InChI=1S/C45H88O16P2/c1-4-7-10-13-16-18-19-21-24-27-30-33-45(50)61-42(37-55-43(48)31-28-25-23-20-17-14-11-8-5-2)39-59-63(53,54)57-36-40(47)35-56-62(51,52)58-38-41(34-46)60-44(49)32-29-26-22-15-12-9-6-3/h40-42,46-47H,4-39H2,1-3H3,(H,51,52)(H,53,54)/t40-,41+,42+/m0/s1	MKGZHXVUJXVQAG-FEWNNGCESA-N	946.5547608			MMDBc0043316
BASm0030118	1-MLCL(0:0/12:0/12:0/12:0)	1-MLCL(0:0/12:0/12:0/12:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/12:0/12:0) contains one chain of  at the C1 position, three chains of dodecanoic acid at the C2, C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C45H88O16P2	InChI=1S/C45H88O16P2/c1-4-7-10-13-16-19-22-25-28-31-43(48)55-37-42(61-45(50)33-30-27-24-21-18-15-12-9-6-3)39-59-63(53,54)57-36-40(47)35-56-62(51,52)58-38-41(34-46)60-44(49)32-29-26-23-20-17-14-11-8-5-2/h40-42,46-47H,4-39H2,1-3H3,(H,51,52)(H,53,54)/t40-,41+,42+/m0/s1	MBUQXJGGPQLASW-FEWNNGCESA-N	946.5547608			MMDBc0043317
BASm0030119	1-MLCL(0:0/10:0/10:0/16:1(9Z))	1-MLCL(0:0/10:0/10:0/16:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/10:0/16:1(9Z)) contains one chain of  at the C1 position, two chains of decanoic acid at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C45H86O16P2	InChI=1S/C45H86O16P2/c1-4-7-10-13-16-17-18-19-20-21-24-27-30-33-45(50)61-42(37-55-43(48)31-28-25-22-14-11-8-5-2)39-59-63(53,54)57-36-40(47)35-56-62(51,52)58-38-41(34-46)60-44(49)32-29-26-23-15-12-9-6-3/h17-18,40-42,46-47H,4-16,19-39H2,1-3H3,(H,51,52)(H,53,54)/b18-17-/t40-,41+,42+/m0/s1	DRNAWQQWHMVXMO-AUBJEPFISA-N	944.5391107			MMDBc0043318
BASm0030120	1-MLCL(0:0/10:0/12:0/14:1(9Z))	1-MLCL(0:0/10:0/12:0/14:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/12:0/14:1(9Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of dodecanoic acid at the C3 position, one chain of (9Z-tetradecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C45H86O16P2	InChI=1S/C45H86O16P2/c1-4-7-10-13-16-18-19-21-24-27-30-33-45(50)61-42(37-55-43(48)31-28-25-23-20-17-14-11-8-5-2)39-59-63(53,54)57-36-40(47)35-56-62(51,52)58-38-41(34-46)60-44(49)32-29-26-22-15-12-9-6-3/h13,16,40-42,46-47H,4-12,14-15,17-39H2,1-3H3,(H,51,52)(H,53,54)/b16-13-/t40-,41+,42+/m0/s1	YABAMHQSTVZWIL-DCKQRNDDSA-N	944.5391107			MMDBc0043319
BASm0030121	1-MLCL(0:0/10:0/10:0/18:0)	1-MLCL(0:0/10:0/10:0/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/10:0/18:0) contains one chain of  at the C1 position, two chains of decanoic acid at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C47H92O16P2	InChI=1S/C47H92O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-26-29-32-35-47(52)63-44(39-57-45(50)33-30-27-24-14-11-8-5-2)41-61-65(55,56)59-38-42(49)37-58-64(53,54)60-40-43(36-48)62-46(51)34-31-28-25-15-12-9-6-3/h42-44,48-49H,4-41H2,1-3H3,(H,53,54)(H,55,56)/t42-,43+,44+/m0/s1	NWSWGQAPHMXZQO-HHWNUHTHSA-N	974.5860609			MMDBc0043320
BASm0030122	1-MLCL(0:0/10:0/12:0/16:0)	1-MLCL(0:0/10:0/12:0/16:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/12:0/16:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of dodecanoic acid at the C3 position, one chain of hexadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C47H92O16P2	InChI=1S/C47H92O16P2/c1-4-7-10-13-16-18-19-20-21-23-26-29-32-35-47(52)63-44(39-57-45(50)33-30-27-25-22-17-14-11-8-5-2)41-61-65(55,56)59-38-42(49)37-58-64(53,54)60-40-43(36-48)62-46(51)34-31-28-24-15-12-9-6-3/h42-44,48-49H,4-41H2,1-3H3,(H,53,54)(H,55,56)/t42-,43+,44+/m0/s1	MOOLGVWQSICWEY-HHWNUHTHSA-N	974.5860609			MMDBc0043321
BASm0030123	1-MLCL(0:0/10:0/14:0/14:0)	1-MLCL(0:0/10:0/14:0/14:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/14:0/14:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C47H92O16P2	InChI=1S/C47H92O16P2/c1-4-7-10-13-16-18-20-22-25-27-30-33-45(50)57-39-44(63-47(52)35-32-29-26-23-21-19-17-14-11-8-5-2)41-61-65(55,56)59-38-42(49)37-58-64(53,54)60-40-43(36-48)62-46(51)34-31-28-24-15-12-9-6-3/h42-44,48-49H,4-41H2,1-3H3,(H,53,54)(H,55,56)/t42-,43+,44+/m0/s1	XTMHNCOYFAWCMO-HHWNUHTHSA-N	974.5860609			MMDBc0043322
BASm0030124	1-MLCL(0:0/12:0/12:0/14:0)	1-MLCL(0:0/12:0/12:0/14:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/12:0/14:0) contains one chain of  at the C1 position, two chains of dodecanoic acid at the C2 and C3 positions, one chain of tetradecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C47H92O16P2	InChI=1S/C47H92O16P2/c1-4-7-10-13-16-19-20-23-26-29-32-35-47(52)63-44(39-57-45(50)33-30-27-24-21-17-14-11-8-5-2)41-61-65(55,56)59-38-42(49)37-58-64(53,54)60-40-43(36-48)62-46(51)34-31-28-25-22-18-15-12-9-6-3/h42-44,48-49H,4-41H2,1-3H3,(H,53,54)(H,55,56)/t42-,43+,44+/m0/s1	CFOSKMFQZWOFRU-HHWNUHTHSA-N	974.5860609			MMDBc0043323
BASm0030125	1-MLCL(0:0/10:0/10:0/18:1(9Z))	1-MLCL(0:0/10:0/10:0/18:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/10:0/18:1(9Z)) contains one chain of  at the C1 position, two chains of decanoic acid at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C47H90O16P2	InChI=1S/C47H90O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-26-29-32-35-47(52)63-44(39-57-45(50)33-30-27-24-14-11-8-5-2)41-61-65(55,56)59-38-42(49)37-58-64(53,54)60-40-43(36-48)62-46(51)34-31-28-25-15-12-9-6-3/h19-20,42-44,48-49H,4-18,21-41H2,1-3H3,(H,53,54)(H,55,56)/b20-19-/t42-,43+,44+/m0/s1	GLOKTOTUWZMBNR-YZHAWZPYSA-N	972.5704108			MMDBc0043324
BASm0030126	1-MLCL(0:0/10:0/12:0/16:1(9Z))	1-MLCL(0:0/10:0/12:0/16:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/12:0/16:1(9Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of dodecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C47H90O16P2	InChI=1S/C47H90O16P2/c1-4-7-10-13-16-18-19-20-21-23-26-29-32-35-47(52)63-44(39-57-45(50)33-30-27-25-22-17-14-11-8-5-2)41-61-65(55,56)59-38-42(49)37-58-64(53,54)60-40-43(36-48)62-46(51)34-31-28-24-15-12-9-6-3/h18-19,42-44,48-49H,4-17,20-41H2,1-3H3,(H,53,54)(H,55,56)/b19-18-/t42-,43+,44+/m0/s1	GTTKYUOZYLYSBI-VPZPFCBMSA-N	972.5704108			MMDBc0043325
BASm0030127	1-MLCL(0:0/10:0/14:0/14:1(9Z))	1-MLCL(0:0/10:0/14:0/14:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/14:0/14:1(9Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of (9Z-tetradecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C47H90O16P2	InChI=1S/C47H90O16P2/c1-4-7-10-13-16-18-20-22-25-27-30-33-45(50)57-39-44(63-47(52)35-32-29-26-23-21-19-17-14-11-8-5-2)41-61-65(55,56)59-38-42(49)37-58-64(53,54)60-40-43(36-48)62-46(51)34-31-28-24-15-12-9-6-3/h14,17,42-44,48-49H,4-13,15-16,18-41H2,1-3H3,(H,53,54)(H,55,56)/b17-14-/t42-,43+,44+/m0/s1	NYFQJSREANWFOW-QJVVTWSWSA-N	972.5704108			MMDBc0043326
BASm0030128	1-MLCL(0:0/12:0/12:0/14:1(9Z))	1-MLCL(0:0/12:0/12:0/14:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/12:0/14:1(9Z)) contains one chain of  at the C1 position, two chains of dodecanoic acid at the C2 and C3 positions, one chain of (9Z-tetradecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C47H90O16P2	InChI=1S/C47H90O16P2/c1-4-7-10-13-16-19-20-23-26-29-32-35-47(52)63-44(39-57-45(50)33-30-27-24-21-17-14-11-8-5-2)41-61-65(55,56)59-38-42(49)37-58-64(53,54)60-40-43(36-48)62-46(51)34-31-28-25-22-18-15-12-9-6-3/h13,16,42-44,48-49H,4-12,14-15,17-41H2,1-3H3,(H,53,54)(H,55,56)/b16-13-/t42-,43+,44+/m0/s1	RUDFSMHGEUJEJH-IMXIVBHOSA-N	972.5704108			MMDBc0043327
BASm0030129	1-MLCL(0:0/10:0/10:0/20:0)	1-MLCL(0:0/10:0/10:0/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/10:0/20:0) contains one chain of  at the C1 position, two chains of decanoic acid at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C49H96O16P2	InChI=1S/C49H96O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-28-31-34-37-49(54)65-46(41-59-47(52)35-32-29-26-14-11-8-5-2)43-63-67(57,58)61-40-44(51)39-60-66(55,56)62-42-45(38-50)64-48(53)36-33-30-27-15-12-9-6-3/h44-46,50-51H,4-43H2,1-3H3,(H,55,56)(H,57,58)/t44-,45+,46+/m0/s1	FQTJGORQWMXWQI-VURFOUDESA-N	1002.617361			MMDBc0043328
BASm0030130	1-MLCL(0:0/10:0/12:0/18:0)	1-MLCL(0:0/10:0/12:0/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/12:0/18:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of dodecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C49H96O16P2	InChI=1S/C49H96O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-25-28-31-34-37-49(54)65-46(41-59-47(52)35-32-29-27-24-17-14-11-8-5-2)43-63-67(57,58)61-40-44(51)39-60-66(55,56)62-42-45(38-50)64-48(53)36-33-30-26-15-12-9-6-3/h44-46,50-51H,4-43H2,1-3H3,(H,55,56)(H,57,58)/t44-,45+,46+/m0/s1	WWONBGVDJYSAAR-VURFOUDESA-N	1002.617361			MMDBc0043329
BASm0030131	1-MLCL(0:0/10:0/14:0/16:0)	1-MLCL(0:0/10:0/14:0/16:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/14:0/16:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of hexadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C49H96O16P2	InChI=1S/C49H96O16P2/c1-4-7-10-13-16-18-20-21-23-25-28-31-34-37-49(54)65-46(41-59-47(52)35-32-29-27-24-22-19-17-14-11-8-5-2)43-63-67(57,58)61-40-44(51)39-60-66(55,56)62-42-45(38-50)64-48(53)36-33-30-26-15-12-9-6-3/h44-46,50-51H,4-43H2,1-3H3,(H,55,56)(H,57,58)/t44-,45+,46+/m0/s1	UEJCASDATQKNQA-VURFOUDESA-N	1002.617361			MMDBc0043330
BASm0030132	1-MLCL(0:0/10:0/15:0/15:0)	1-MLCL(0:0/10:0/15:0/15:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/15:0/15:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, two chains of pentadecanoic acid at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C49H96O16P2	InChI=1S/C49H96O16P2/c1-4-7-10-13-16-18-20-22-24-27-29-32-35-47(52)59-41-46(65-49(54)37-34-31-28-25-23-21-19-17-14-11-8-5-2)43-63-67(57,58)61-40-44(51)39-60-66(55,56)62-42-45(38-50)64-48(53)36-33-30-26-15-12-9-6-3/h44-46,50-51H,4-43H2,1-3H3,(H,55,56)(H,57,58)/t44-,45+,46+/m0/s1	NJRVOKCLPSKROX-VURFOUDESA-N	1002.617361			MMDBc0043331
BASm0030133	1-MLCL(0:0/12:0/12:0/16:0)	1-MLCL(0:0/12:0/12:0/16:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/12:0/16:0) contains one chain of  at the C1 position, two chains of dodecanoic acid at the C2 and C3 positions, one chain of hexadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C49H96O16P2	InChI=1S/C49H96O16P2/c1-4-7-10-13-16-19-20-21-22-25-28-31-34-37-49(54)65-46(41-59-47(52)35-32-29-26-23-17-14-11-8-5-2)43-63-67(57,58)61-40-44(51)39-60-66(55,56)62-42-45(38-50)64-48(53)36-33-30-27-24-18-15-12-9-6-3/h44-46,50-51H,4-43H2,1-3H3,(H,55,56)(H,57,58)/t44-,45+,46+/m0/s1	SFOVYUQDDUVGJA-VURFOUDESA-N	1002.617361			MMDBc0043332
BASm0030134	1-MLCL(0:0/12:0/14:0/14:0)	1-MLCL(0:0/12:0/14:0/14:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/14:0/14:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, two chains of tetradecanoic acid at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C49H96O16P2	InChI=1S/C49H96O16P2/c1-4-7-10-13-16-19-21-24-26-29-32-35-47(52)59-41-46(65-49(54)37-34-31-28-25-22-20-17-14-11-8-5-2)43-63-67(57,58)61-40-44(51)39-60-66(55,56)62-42-45(38-50)64-48(53)36-33-30-27-23-18-15-12-9-6-3/h44-46,50-51H,4-43H2,1-3H3,(H,55,56)(H,57,58)/t44-,45+,46+/m0/s1	BPWMAKZDXTWBGY-VURFOUDESA-N	1002.617361			MMDBc0043333
BASm0030135	1-MLCL(0:0/10:0/10:0/20:1(13Z))	1-MLCL(0:0/10:0/10:0/20:1(13Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/10:0/20:1(13Z)) contains one chain of  at the C1 position, two chains of decanoic acid at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C49H94O16P2	InChI=1S/C49H94O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-28-31-34-37-49(54)65-46(41-59-47(52)35-32-29-26-14-11-8-5-2)43-63-67(57,58)61-40-44(51)39-60-66(55,56)62-42-45(38-50)64-48(53)36-33-30-27-15-12-9-6-3/h17-18,44-46,50-51H,4-16,19-43H2,1-3H3,(H,55,56)(H,57,58)/b18-17-/t44-,45+,46+/m0/s1	WBIIJHKZYAELHT-AFDHZSLMSA-N	1000.601711			MMDBc0043334
BASm0030136	1-MLCL(0:0/10:0/12:0/18:1(9Z))	1-MLCL(0:0/10:0/12:0/18:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/12:0/18:1(9Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of dodecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C49H94O16P2	InChI=1S/C49H94O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-25-28-31-34-37-49(54)65-46(41-59-47(52)35-32-29-27-24-17-14-11-8-5-2)43-63-67(57,58)61-40-44(51)39-60-66(55,56)62-42-45(38-50)64-48(53)36-33-30-26-15-12-9-6-3/h20-21,44-46,50-51H,4-19,22-43H2,1-3H3,(H,55,56)(H,57,58)/b21-20-/t44-,45+,46+/m0/s1	YCNMZVWHRBEKFM-JXSVJHAKSA-N	1000.601711			MMDBc0043335
BASm0030137	1-MLCL(0:0/10:0/14:0/16:1(9Z))	1-MLCL(0:0/10:0/14:0/16:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/14:0/16:1(9Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C49H94O16P2	InChI=1S/C49H94O16P2/c1-4-7-10-13-16-18-20-21-23-25-28-31-34-37-49(54)65-46(41-59-47(52)35-32-29-27-24-22-19-17-14-11-8-5-2)43-63-67(57,58)61-40-44(51)39-60-66(55,56)62-42-45(38-50)64-48(53)36-33-30-26-15-12-9-6-3/h18,20,44-46,50-51H,4-17,19,21-43H2,1-3H3,(H,55,56)(H,57,58)/b20-18-/t44-,45+,46+/m0/s1	BMBAKPYTCDNJNI-OQQCTPBUSA-N	1000.601711			MMDBc0043336
BASm0030138	1-MLCL(0:0/10:0/14:1(9Z)/16:0)	1-MLCL(0:0/10:0/14:1(9Z)/16:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/14:1(9Z)/16:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C49H94O16P2	InChI=1S/C49H94O16P2/c1-4-7-10-13-16-18-20-21-23-25-28-31-34-37-49(54)65-46(41-59-47(52)35-32-29-27-24-22-19-17-14-11-8-5-2)43-63-67(57,58)61-40-44(51)39-60-66(55,56)62-42-45(38-50)64-48(53)36-33-30-26-15-12-9-6-3/h14,17,44-46,50-51H,4-13,15-16,18-43H2,1-3H3,(H,55,56)(H,57,58)/b17-14-/t44-,45+,46+/m0/s1	PUYGHGQTXCWSSD-UDMYIPLUSA-N	1000.601711			MMDBc0043337
BASm0030139	1-MLCL(0:0/10:0/15:0/15:1(9Z))	1-MLCL(0:0/10:0/15:0/15:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/15:0/15:1(9Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-pentadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C49H94O16P2	InChI=1S/C49H94O16P2/c1-4-7-10-13-16-18-20-22-24-27-29-32-35-47(52)59-41-46(65-49(54)37-34-31-28-25-23-21-19-17-14-11-8-5-2)43-63-67(57,58)61-40-44(51)39-60-66(55,56)62-42-45(38-50)64-48(53)36-33-30-26-15-12-9-6-3/h17,19,44-46,50-51H,4-16,18,20-43H2,1-3H3,(H,55,56)(H,57,58)/b19-17-/t44-,45+,46+/m0/s1	RBMNUDLKSNOMEW-NFXAQNSVSA-N	1000.601711			MMDBc0043338
BASm0030140	1-MLCL(0:0/12:0/12:0/16:1(9Z))	1-MLCL(0:0/12:0/12:0/16:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/12:0/16:1(9Z)) contains one chain of  at the C1 position, two chains of dodecanoic acid at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C49H94O16P2	InChI=1S/C49H94O16P2/c1-4-7-10-13-16-19-20-21-22-25-28-31-34-37-49(54)65-46(41-59-47(52)35-32-29-26-23-17-14-11-8-5-2)43-63-67(57,58)61-40-44(51)39-60-66(55,56)62-42-45(38-50)64-48(53)36-33-30-27-24-18-15-12-9-6-3/h19-20,44-46,50-51H,4-18,21-43H2,1-3H3,(H,55,56)(H,57,58)/b20-19-/t44-,45+,46+/m0/s1	DZSDMVCGFGGHEX-XVSIGQHFSA-N	1000.601711			MMDBc0043339
BASm0030141	1-MLCL(0:0/12:0/14:0/14:1(9Z))	1-MLCL(0:0/12:0/14:0/14:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/14:0/14:1(9Z)) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of (9Z-tetradecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C49H94O16P2	InChI=1S/C49H94O16P2/c1-4-7-10-13-16-19-21-24-26-29-32-35-47(52)59-41-46(65-49(54)37-34-31-28-25-22-20-17-14-11-8-5-2)43-63-67(57,58)61-40-44(51)39-60-66(55,56)62-42-45(38-50)64-48(53)36-33-30-27-23-18-15-12-9-6-3/h14,17,44-46,50-51H,4-13,15-16,18-43H2,1-3H3,(H,55,56)(H,57,58)/b17-14-/t44-,45+,46+/m0/s1	SUEDOWPRSFKSBO-UDMYIPLUSA-N	1000.601711			MMDBc0043340
BASm0030142	1-MLCL(0:0/10:0/14:1(9Z)/16:1(9Z))	1-MLCL(0:0/10:0/14:1(9Z)/16:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/14:1(9Z)/16:1(9Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C49H92O16P2	InChI=1S/C49H92O16P2/c1-4-7-10-13-16-18-20-21-23-25-28-31-34-37-49(54)65-46(41-59-47(52)35-32-29-27-24-22-19-17-14-11-8-5-2)43-63-67(57,58)61-40-44(51)39-60-66(55,56)62-42-45(38-50)64-48(53)36-33-30-26-15-12-9-6-3/h14,17-18,20,44-46,50-51H,4-13,15-16,19,21-43H2,1-3H3,(H,55,56)(H,57,58)/b17-14-,20-18-/t44-,45+,46+/m0/s1	SAIGGKUOOGHTCV-SWRBVYLTSA-N	998.5860609			MMDBc0043341
BASm0030143	1-MLCL(0:0/10:0/15:1(9Z)/15:1(9Z))	1-MLCL(0:0/10:0/15:1(9Z)/15:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/15:1(9Z)/15:1(9Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, two chains of (9Z-pentadecenoyl) at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C49H92O16P2	InChI=1S/C49H92O16P2/c1-4-7-10-13-16-18-20-22-24-27-29-32-35-47(52)59-41-46(65-49(54)37-34-31-28-25-23-21-19-17-14-11-8-5-2)43-63-67(57,58)61-40-44(51)39-60-66(55,56)62-42-45(38-50)64-48(53)36-33-30-26-15-12-9-6-3/h16-19,44-46,50-51H,4-15,20-43H2,1-3H3,(H,55,56)(H,57,58)/b18-16-,19-17-/t44-,45+,46+/m0/s1	ZVQWNQDNTUYRLG-AFWUDTHPSA-N	998.5860609			MMDBc0043342
BASm0030144	1-MLCL(0:0/12:0/14:1(9Z)/14:1(9Z))	1-MLCL(0:0/12:0/14:1(9Z)/14:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/14:1(9Z)/14:1(9Z)) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, two chains of (9Z-tetradecenoyl) at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C49H92O16P2	InChI=1S/C49H92O16P2/c1-4-7-10-13-16-19-21-24-26-29-32-35-47(52)59-41-46(65-49(54)37-34-31-28-25-22-20-17-14-11-8-5-2)43-63-67(57,58)61-40-44(51)39-60-66(55,56)62-42-45(38-50)64-48(53)36-33-30-27-23-18-15-12-9-6-3/h13-14,16-17,44-46,50-51H,4-12,15,18-43H2,1-3H3,(H,55,56)(H,57,58)/b16-13-,17-14-/t44-,45+,46+/m0/s1	AEJCZFOQABRDBB-SFOCPTJGSA-N	998.5860609			MMDBc0043343
BASm0030145	1-MLCL(0:0/10:0/10:0/22:0)	1-MLCL(0:0/10:0/10:0/22:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/10:0/22:0) contains one chain of  at the C1 position, two chains of decanoic acid at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C51H100O16P2	InChI=1S/C51H100O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-30-33-36-39-51(56)67-48(43-61-49(54)37-34-31-28-14-11-8-5-2)45-65-69(59,60)63-42-46(53)41-62-68(57,58)64-44-47(40-52)66-50(55)38-35-32-29-15-12-9-6-3/h46-48,52-53H,4-45H2,1-3H3,(H,57,58)(H,59,60)/t46-,47+,48+/m0/s1	YXQQNBBZVDRVFI-OFHDNNAJSA-N	1030.648661			MMDBc0043344
BASm0030146	1-MLCL(0:0/10:0/12:0/20:0)	1-MLCL(0:0/10:0/12:0/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/12:0/20:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of dodecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C51H100O16P2	InChI=1S/C51H100O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-27-30-33-36-39-51(56)67-48(43-61-49(54)37-34-31-29-26-17-14-11-8-5-2)45-65-69(59,60)63-42-46(53)41-62-68(57,58)64-44-47(40-52)66-50(55)38-35-32-28-15-12-9-6-3/h46-48,52-53H,4-45H2,1-3H3,(H,57,58)(H,59,60)/t46-,47+,48+/m0/s1	UYAIRVHLPXVYGG-OFHDNNAJSA-N	1030.648661			MMDBc0043345
BASm0030147	1-MLCL(0:0/10:0/14:0/18:0)	1-MLCL(0:0/10:0/14:0/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/14:0/18:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C51H100O16P2	InChI=1S/C51H100O16P2/c1-4-7-10-13-16-18-20-21-22-23-25-27-30-33-36-39-51(56)67-48(43-61-49(54)37-34-31-29-26-24-19-17-14-11-8-5-2)45-65-69(59,60)63-42-46(53)41-62-68(57,58)64-44-47(40-52)66-50(55)38-35-32-28-15-12-9-6-3/h46-48,52-53H,4-45H2,1-3H3,(H,57,58)(H,59,60)/t46-,47+,48+/m0/s1	ABVRZINKRHRUPU-OFHDNNAJSA-N	1030.648661			MMDBc0043346
BASm0030148	1-MLCL(0:0/10:0/16:0/16:0)	1-MLCL(0:0/10:0/16:0/16:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/16:0/16:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, two chains of hexadecanoic acid at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C51H100O16P2	InChI=1S/C51H100O16P2/c1-4-7-10-13-16-18-20-22-24-26-29-31-34-37-49(54)61-43-48(67-51(56)39-36-33-30-27-25-23-21-19-17-14-11-8-5-2)45-65-69(59,60)63-42-46(53)41-62-68(57,58)64-44-47(40-52)66-50(55)38-35-32-28-15-12-9-6-3/h46-48,52-53H,4-45H2,1-3H3,(H,57,58)(H,59,60)/t46-,47+,48+/m0/s1	UAWCMIQDJZPJHL-OFHDNNAJSA-N	1030.648661			MMDBc0043347
BASm0030149	1-MLCL(0:0/12:0/12:0/18:0)	1-MLCL(0:0/12:0/12:0/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/12:0/18:0) contains one chain of  at the C1 position, two chains of dodecanoic acid at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C51H100O16P2	InChI=1S/C51H100O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-27-30-33-36-39-51(56)67-48(43-61-49(54)37-34-31-28-25-17-14-11-8-5-2)45-65-69(59,60)63-42-46(53)41-62-68(57,58)64-44-47(40-52)66-50(55)38-35-32-29-26-18-15-12-9-6-3/h46-48,52-53H,4-45H2,1-3H3,(H,57,58)(H,59,60)/t46-,47+,48+/m0/s1	ZPGNBIDNZXRESC-OFHDNNAJSA-N	1030.648661			MMDBc0043348
BASm0030150	1-MLCL(0:0/12:0/14:0/16:0)	1-MLCL(0:0/12:0/14:0/16:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/14:0/16:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of hexadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C51H100O16P2	InChI=1S/C51H100O16P2/c1-4-7-10-13-16-19-21-22-24-27-30-33-36-39-51(56)67-48(43-61-49(54)37-34-31-28-26-23-20-17-14-11-8-5-2)45-65-69(59,60)63-42-46(53)41-62-68(57,58)64-44-47(40-52)66-50(55)38-35-32-29-25-18-15-12-9-6-3/h46-48,52-53H,4-45H2,1-3H3,(H,57,58)(H,59,60)/t46-,47+,48+/m0/s1	CNKNRYBHIATDBR-OFHDNNAJSA-N	1030.648661			MMDBc0043349
BASm0030151	1-MLCL(0:0/12:0/15:0/15:0)	1-MLCL(0:0/12:0/15:0/15:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/15:0/15:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, two chains of pentadecanoic acid at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C51H100O16P2	InChI=1S/C51H100O16P2/c1-4-7-10-13-16-19-21-23-26-28-31-34-37-49(54)61-43-48(67-51(56)39-36-33-30-27-24-22-20-17-14-11-8-5-2)45-65-69(59,60)63-42-46(53)41-62-68(57,58)64-44-47(40-52)66-50(55)38-35-32-29-25-18-15-12-9-6-3/h46-48,52-53H,4-45H2,1-3H3,(H,57,58)(H,59,60)/t46-,47+,48+/m0/s1	VCNIHMQZRIOTJA-OFHDNNAJSA-N	1030.648661			MMDBc0043350
BASm0030152	1-MLCL(0:0/14:0/14:0/14:0)	1-MLCL(0:0/14:0/14:0/14:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/14:0/14:0) contains one chain of  at the C1 position, three chains of tetradecanoic acid at the C2, C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C51H100O16P2	InChI=1S/C51H100O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-49(54)61-43-48(67-51(56)39-36-33-30-27-24-21-18-15-12-9-6-3)45-65-69(59,60)63-42-46(53)41-62-68(57,58)64-44-47(40-52)66-50(55)38-35-32-29-26-23-20-17-14-11-8-5-2/h46-48,52-53H,4-45H2,1-3H3,(H,57,58)(H,59,60)/t46-,47+,48+/m0/s1	LODRKKKIJQLIEO-OFHDNNAJSA-N	1030.648661			MMDBc0043351
BASm0030153	1-MLCL(0:0/10:0/10:0/22:1(13Z))	1-MLCL(0:0/10:0/10:0/22:1(13Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/10:0/22:1(13Z)) contains one chain of  at the C1 position, two chains of decanoic acid at the C2 and C3 positions, one chain of (13Z-docosenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C51H98O16P2	InChI=1S/C51H98O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-30-33-36-39-51(56)67-48(43-61-49(54)37-34-31-28-14-11-8-5-2)45-65-69(59,60)63-42-46(53)41-62-68(57,58)64-44-47(40-52)66-50(55)38-35-32-29-15-12-9-6-3/h19-20,46-48,52-53H,4-18,21-45H2,1-3H3,(H,57,58)(H,59,60)/b20-19-/t46-,47+,48+/m0/s1	RZUVOTPPWIRMGE-YDUSCZKBSA-N	1028.633011			MMDBc0043352
BASm0030154	1-MLCL(0:0/10:0/12:0/20:1(13Z))	1-MLCL(0:0/10:0/12:0/20:1(13Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/12:0/20:1(13Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of dodecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C51H98O16P2	InChI=1S/C51H98O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-27-30-33-36-39-51(56)67-48(43-61-49(54)37-34-31-29-26-17-14-11-8-5-2)45-65-69(59,60)63-42-46(53)41-62-68(57,58)64-44-47(40-52)66-50(55)38-35-32-28-15-12-9-6-3/h18-19,46-48,52-53H,4-17,20-45H2,1-3H3,(H,57,58)(H,59,60)/b19-18-/t46-,47+,48+/m0/s1	PUGLAJDMRVFRCQ-CZCWIWLHSA-N	1028.633011			MMDBc0043353
BASm0030155	1-MLCL(0:0/10:0/14:0/18:1(9Z))	1-MLCL(0:0/10:0/14:0/18:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/14:0/18:1(9Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C51H98O16P2	InChI=1S/C51H98O16P2/c1-4-7-10-13-16-18-20-21-22-23-25-27-30-33-36-39-51(56)67-48(43-61-49(54)37-34-31-29-26-24-19-17-14-11-8-5-2)45-65-69(59,60)63-42-46(53)41-62-68(57,58)64-44-47(40-52)66-50(55)38-35-32-28-15-12-9-6-3/h21-22,46-48,52-53H,4-20,23-45H2,1-3H3,(H,57,58)(H,59,60)/b22-21-/t46-,47+,48+/m0/s1	VKXZSULDWKXFBG-GSERAEOYSA-N	1028.633011			MMDBc0043354
BASm0030156	1-MLCL(0:0/10:0/14:1(9Z)/18:0)	1-MLCL(0:0/10:0/14:1(9Z)/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/14:1(9Z)/18:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C51H98O16P2	InChI=1S/C51H98O16P2/c1-4-7-10-13-16-18-20-21-22-23-25-27-30-33-36-39-51(56)67-48(43-61-49(54)37-34-31-29-26-24-19-17-14-11-8-5-2)45-65-69(59,60)63-42-46(53)41-62-68(57,58)64-44-47(40-52)66-50(55)38-35-32-28-15-12-9-6-3/h14,17,46-48,52-53H,4-13,15-16,18-45H2,1-3H3,(H,57,58)(H,59,60)/b17-14-/t46-,47+,48+/m0/s1	BNZUXSSCOOHPIE-MCWYSYFTSA-N	1028.633011			MMDBc0043355
BASm0030157	1-MLCL(0:0/10:0/16:0/16:1(9Z))	1-MLCL(0:0/10:0/16:0/16:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/16:0/16:1(9Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C51H98O16P2	InChI=1S/C51H98O16P2/c1-4-7-10-13-16-18-20-22-24-26-29-31-34-37-49(54)61-43-48(67-51(56)39-36-33-30-27-25-23-21-19-17-14-11-8-5-2)45-65-69(59,60)63-42-46(53)41-62-68(57,58)64-44-47(40-52)66-50(55)38-35-32-28-15-12-9-6-3/h19,21,46-48,52-53H,4-18,20,22-45H2,1-3H3,(H,57,58)(H,59,60)/b21-19-/t46-,47+,48+/m0/s1	RXCKRBAXRVDUAS-CBXRBBBESA-N	1028.633011			MMDBc0043356
BASm0030158	1-MLCL(0:0/12:0/12:0/18:1(9Z))	1-MLCL(0:0/12:0/12:0/18:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/12:0/18:1(9Z)) contains one chain of  at the C1 position, two chains of dodecanoic acid at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C51H98O16P2	InChI=1S/C51H98O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-27-30-33-36-39-51(56)67-48(43-61-49(54)37-34-31-28-25-17-14-11-8-5-2)45-65-69(59,60)63-42-46(53)41-62-68(57,58)64-44-47(40-52)66-50(55)38-35-32-29-26-18-15-12-9-6-3/h21-22,46-48,52-53H,4-20,23-45H2,1-3H3,(H,57,58)(H,59,60)/b22-21-/t46-,47+,48+/m0/s1	KEPYPGKAWGAZLK-GSERAEOYSA-N	1028.633011			MMDBc0043357
BASm0030159	1-MLCL(0:0/12:0/14:0/16:1(9Z))	1-MLCL(0:0/12:0/14:0/16:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/14:0/16:1(9Z)) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C51H98O16P2	InChI=1S/C51H98O16P2/c1-4-7-10-13-16-19-21-22-24-27-30-33-36-39-51(56)67-48(43-61-49(54)37-34-31-28-26-23-20-17-14-11-8-5-2)45-65-69(59,60)63-42-46(53)41-62-68(57,58)64-44-47(40-52)66-50(55)38-35-32-29-25-18-15-12-9-6-3/h19,21,46-48,52-53H,4-18,20,22-45H2,1-3H3,(H,57,58)(H,59,60)/b21-19-/t46-,47+,48+/m0/s1	KMLUMRZFPZKUSU-CBXRBBBESA-N	1028.633011			MMDBc0043358
BASm0030160	1-MLCL(0:0/12:0/14:1(9Z)/16:0)	1-MLCL(0:0/12:0/14:1(9Z)/16:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/14:1(9Z)/16:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C51H98O16P2	InChI=1S/C51H98O16P2/c1-4-7-10-13-16-19-21-22-24-27-30-33-36-39-51(56)67-48(43-61-49(54)37-34-31-28-26-23-20-17-14-11-8-5-2)45-65-69(59,60)63-42-46(53)41-62-68(57,58)64-44-47(40-52)66-50(55)38-35-32-29-25-18-15-12-9-6-3/h14,17,46-48,52-53H,4-13,15-16,18-45H2,1-3H3,(H,57,58)(H,59,60)/b17-14-/t46-,47+,48+/m0/s1	ALNMIASPQSJKTR-MCWYSYFTSA-N	1028.633011			MMDBc0043359
BASm0030161	1-MLCL(0:0/12:0/15:0/15:1(9Z))	1-MLCL(0:0/12:0/15:0/15:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/15:0/15:1(9Z)) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-pentadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C51H98O16P2	InChI=1S/C51H98O16P2/c1-4-7-10-13-16-19-21-23-26-28-31-34-37-49(54)61-43-48(67-51(56)39-36-33-30-27-24-22-20-17-14-11-8-5-2)45-65-69(59,60)63-42-46(53)41-62-68(57,58)64-44-47(40-52)66-50(55)38-35-32-29-25-18-15-12-9-6-3/h17,20,46-48,52-53H,4-16,18-19,21-45H2,1-3H3,(H,57,58)(H,59,60)/b20-17-/t46-,47+,48+/m0/s1	WGFOOHDTGNZPIL-FWRDNHEQSA-N	1028.633011			MMDBc0043360
BASm0030162	1-MLCL(0:0/14:0/14:0/14:1(9Z))	1-MLCL(0:0/14:0/14:0/14:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/14:0/14:1(9Z)) contains one chain of  at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (9Z-tetradecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C51H98O16P2	InChI=1S/C51H98O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-49(54)61-43-48(67-51(56)39-36-33-30-27-24-21-18-15-12-9-6-3)45-65-69(59,60)63-42-46(53)41-62-68(57,58)64-44-47(40-52)66-50(55)38-35-32-29-26-23-20-17-14-11-8-5-2/h15,18,46-48,52-53H,4-14,16-17,19-45H2,1-3H3,(H,57,58)(H,59,60)/b18-15-/t46-,47+,48+/m0/s1	XXEMZJDVKBACHO-PRRZWLMPSA-N	1028.633011			MMDBc0043361
BASm0030163	1-MLCL(0:0/10:0/14:1(9Z)/18:1(9Z))	1-MLCL(0:0/10:0/14:1(9Z)/18:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/14:1(9Z)/18:1(9Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C51H96O16P2	InChI=1S/C51H96O16P2/c1-4-7-10-13-16-18-20-21-22-23-25-27-30-33-36-39-51(56)67-48(43-61-49(54)37-34-31-29-26-24-19-17-14-11-8-5-2)45-65-69(59,60)63-42-46(53)41-62-68(57,58)64-44-47(40-52)66-50(55)38-35-32-28-15-12-9-6-3/h14,17,21-22,46-48,52-53H,4-13,15-16,18-20,23-45H2,1-3H3,(H,57,58)(H,59,60)/b17-14-,22-21-/t46-,47+,48+/m0/s1	ZQDYCWOFMAXRGG-VMSOFDMLSA-N	1026.617361			MMDBc0043362
BASm0030164	1-MLCL(0:0/10:0/16:1(9Z)/16:1(9Z))	1-MLCL(0:0/10:0/16:1(9Z)/16:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/16:1(9Z)/16:1(9Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C51H96O16P2	InChI=1S/C51H96O16P2/c1-4-7-10-13-16-18-20-22-24-26-29-31-34-37-49(54)61-43-48(67-51(56)39-36-33-30-27-25-23-21-19-17-14-11-8-5-2)45-65-69(59,60)63-42-46(53)41-62-68(57,58)64-44-47(40-52)66-50(55)38-35-32-28-15-12-9-6-3/h18-21,46-48,52-53H,4-17,22-45H2,1-3H3,(H,57,58)(H,59,60)/b20-18-,21-19-/t46-,47+,48+/m0/s1	ZHWSWQJRRSVHGC-UKOVNJSQSA-N	1026.617361			MMDBc0043363
BASm0030165	1-MLCL(0:0/12:0/14:1(9Z)/16:1(9Z))	1-MLCL(0:0/12:0/14:1(9Z)/16:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/14:1(9Z)/16:1(9Z)) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C51H96O16P2	InChI=1S/C51H96O16P2/c1-4-7-10-13-16-19-21-22-24-27-30-33-36-39-51(56)67-48(43-61-49(54)37-34-31-28-26-23-20-17-14-11-8-5-2)45-65-69(59,60)63-42-46(53)41-62-68(57,58)64-44-47(40-52)66-50(55)38-35-32-29-25-18-15-12-9-6-3/h14,17,19,21,46-48,52-53H,4-13,15-16,18,20,22-45H2,1-3H3,(H,57,58)(H,59,60)/b17-14-,21-19-/t46-,47+,48+/m0/s1	PRXHHLGYEDUMTJ-SHISSKFGSA-N	1026.617361			MMDBc0043364
BASm0030166	1-MLCL(0:0/12:0/15:1(9Z)/15:1(9Z))	1-MLCL(0:0/12:0/15:1(9Z)/15:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/15:1(9Z)/15:1(9Z)) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, two chains of (9Z-pentadecenoyl) at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C51H96O16P2	InChI=1S/C51H96O16P2/c1-4-7-10-13-16-19-21-23-26-28-31-34-37-49(54)61-43-48(67-51(56)39-36-33-30-27-24-22-20-17-14-11-8-5-2)45-65-69(59,60)63-42-46(53)41-62-68(57,58)64-44-47(40-52)66-50(55)38-35-32-29-25-18-15-12-9-6-3/h16-17,19-20,46-48,52-53H,4-15,18,21-45H2,1-3H3,(H,57,58)(H,59,60)/b19-16-,20-17-/t46-,47+,48+/m0/s1	ADVXDLDVICQCOE-DUJVOUBSSA-N	1026.617361			MMDBc0043365
BASm0030167	1-MLCL(0:0/14:0/14:1(9Z)/14:1(9Z))	1-MLCL(0:0/14:0/14:1(9Z)/14:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/14:1(9Z)/14:1(9Z)) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (9Z-tetradecenoyl) at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C51H96O16P2	InChI=1S/C51H96O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-49(54)61-43-48(67-51(56)39-36-33-30-27-24-21-18-15-12-9-6-3)45-65-69(59,60)63-42-46(53)41-62-68(57,58)64-44-47(40-52)66-50(55)38-35-32-29-26-23-20-17-14-11-8-5-2/h13,15-16,18,46-48,52-53H,4-12,14,17,19-45H2,1-3H3,(H,57,58)(H,59,60)/b16-13-,18-15-/t46-,47+,48+/m0/s1	FGRYXSGZKLXZSH-MEMDNWLVSA-N	1026.617361			MMDBc0043366
BASm0030168	1-MLCL(0:0/14:1(9Z)/14:1(9Z)/14:1(9Z))	1-MLCL(0:0/14:1(9Z)/14:1(9Z)/14:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:1(9Z)/14:1(9Z)/14:1(9Z)) contains one chain of  at the C1 position, three chains of (9Z-tetradecenoyl) at the C2, C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C51H94O16P2	InChI=1S/C51H94O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-49(54)61-43-48(67-51(56)39-36-33-30-27-24-21-18-15-12-9-6-3)45-65-69(59,60)63-42-46(53)41-62-68(57,58)64-44-47(40-52)66-50(55)38-35-32-29-26-23-20-17-14-11-8-5-2/h13-18,46-48,52-53H,4-12,19-45H2,1-3H3,(H,57,58)(H,59,60)/b16-13-,17-14-,18-15-/t46-,47+,48+/m0/s1	FCJZKSGQLSEHFB-CEBUXJIYSA-N	1024.601711			MMDBc0043367
BASm0030169	1-MLCL(0:0/10:0/15:0/18:0)	1-MLCL(0:0/10:0/15:0/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/15:0/18:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C52H102O16P2	InChI=1S/C52H102O16P2/c1-4-7-10-13-16-18-20-22-23-24-26-28-31-34-37-40-52(57)68-49(44-62-50(55)38-35-32-30-27-25-21-19-17-14-11-8-5-2)46-66-70(60,61)64-43-47(54)42-63-69(58,59)65-45-48(41-53)67-51(56)39-36-33-29-15-12-9-6-3/h47-49,53-54H,4-46H2,1-3H3,(H,58,59)(H,60,61)/t47-,48+,49+/m0/s1	QVAJBTAYHKECMW-HZQFSHEBSA-N	1044.664311			MMDBc0043368
BASm0030170	1-MLCL(0:0/12:0/15:0/16:0)	1-MLCL(0:0/12:0/15:0/16:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/15:0/16:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of hexadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C52H102O16P2	InChI=1S/C52H102O16P2/c1-4-7-10-13-16-19-21-23-25-28-31-34-37-40-52(57)68-49(44-62-50(55)38-35-32-29-27-24-22-20-17-14-11-8-5-2)46-66-70(60,61)64-43-47(54)42-63-69(58,59)65-45-48(41-53)67-51(56)39-36-33-30-26-18-15-12-9-6-3/h47-49,53-54H,4-46H2,1-3H3,(H,58,59)(H,60,61)/t47-,48+,49+/m0/s1	VUBZEWVFTVNKJI-HZQFSHEBSA-N	1044.664311			MMDBc0043369
BASm0030171	1-MLCL(0:0/14:0/14:0/15:0)	1-MLCL(0:0/14:0/14:0/15:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/14:0/15:0) contains one chain of  at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of pentadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C52H102O16P2	InChI=1S/C52H102O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-52(57)68-49(44-62-50(55)38-35-32-29-26-23-20-17-14-11-8-5-2)46-66-70(60,61)64-43-47(54)42-63-69(58,59)65-45-48(41-53)67-51(56)39-36-33-30-27-24-21-18-15-12-9-6-3/h47-49,53-54H,4-46H2,1-3H3,(H,58,59)(H,60,61)/t47-,48+,49+/m0/s1	DPFJPWZTFUGHIJ-HZQFSHEBSA-N	1044.664311			MMDBc0043370
BASm0030172	1-MLCL(0:0/10:0/10:0/23:1(9Z))	1-MLCL(0:0/10:0/10:0/23:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/10:0/23:1(9Z)) contains one chain of  at the C1 position, two chains of decanoic acid at the C2 and C3 positions, one chain of 9Z-tricosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C52H100O16P2	InChI=1S/C52H100O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-31-34-37-40-52(57)68-49(44-62-50(55)38-35-32-29-14-11-8-5-2)46-66-70(60,61)64-43-47(54)42-63-69(58,59)65-45-48(41-53)67-51(56)39-36-33-30-15-12-9-6-3/h24-25,47-49,53-54H,4-23,26-46H2,1-3H3,(H,58,59)(H,60,61)/b25-24-/t47-,48+,49+/m0/s1	OTYBZFRKHMWSAG-CIOQKTJOSA-N	1042.648661			MMDBc0043371
BASm0030173	1-MLCL(0:0/10:0/15:0/18:1(9Z))	1-MLCL(0:0/10:0/15:0/18:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/15:0/18:1(9Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C52H100O16P2	InChI=1S/C52H100O16P2/c1-4-7-10-13-16-18-20-22-23-24-26-28-31-34-37-40-52(57)68-49(44-62-50(55)38-35-32-30-27-25-21-19-17-14-11-8-5-2)46-66-70(60,61)64-43-47(54)42-63-69(58,59)65-45-48(41-53)67-51(56)39-36-33-29-15-12-9-6-3/h22-23,47-49,53-54H,4-21,24-46H2,1-3H3,(H,58,59)(H,60,61)/b23-22-/t47-,48+,49+/m0/s1	AECFCQCRPLJMDN-KSTZOGDHSA-N	1042.648661			MMDBc0043372
BASm0030174	1-MLCL(0:0/10:0/15:1(9Z)/18:0)	1-MLCL(0:0/10:0/15:1(9Z)/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/15:1(9Z)/18:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C52H100O16P2	InChI=1S/C52H100O16P2/c1-4-7-10-13-16-18-20-22-23-24-26-28-31-34-37-40-52(57)68-49(44-62-50(55)38-35-32-30-27-25-21-19-17-14-11-8-5-2)46-66-70(60,61)64-43-47(54)42-63-69(58,59)65-45-48(41-53)67-51(56)39-36-33-29-15-12-9-6-3/h17,19,47-49,53-54H,4-16,18,20-46H2,1-3H3,(H,58,59)(H,60,61)/b19-17-/t47-,48+,49+/m0/s1	ITJHRITWAPHWKU-PQWQLCSZSA-N	1042.648661			MMDBc0043373
BASm0030175	1-MLCL(0:0/12:0/15:0/16:1(9Z))	1-MLCL(0:0/12:0/15:0/16:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/15:0/16:1(9Z)) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C52H100O16P2	InChI=1S/C52H100O16P2/c1-4-7-10-13-16-19-21-23-25-28-31-34-37-40-52(57)68-49(44-62-50(55)38-35-32-29-27-24-22-20-17-14-11-8-5-2)46-66-70(60,61)64-43-47(54)42-63-69(58,59)65-45-48(41-53)67-51(56)39-36-33-30-26-18-15-12-9-6-3/h19,21,47-49,53-54H,4-18,20,22-46H2,1-3H3,(H,58,59)(H,60,61)/b21-19-/t47-,48+,49+/m0/s1	JMIQLEQSSUTEKZ-PFZSTGSLSA-N	1042.648661			MMDBc0043374
BASm0030176	1-MLCL(0:0/12:0/15:1(9Z)/16:0)	1-MLCL(0:0/12:0/15:1(9Z)/16:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/15:1(9Z)/16:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC	C52H100O16P2	InChI=1S/C52H100O16P2/c1-4-7-10-13-16-19-21-23-25-28-31-34-37-40-52(57)68-49(44-62-50(55)38-35-32-29-27-24-22-20-17-14-11-8-5-2)46-66-70(60,61)64-43-47(54)42-63-69(58,59)65-45-48(41-53)67-51(56)39-36-33-30-26-18-15-12-9-6-3/h17,20,47-49,53-54H,4-16,18-19,21-46H2,1-3H3,(H,58,59)(H,60,61)/b20-17-/t47-,48+,49+/m0/s1	PLIYHDKYYZGCLC-HKKNAMDESA-N	1042.648661			MMDBc0043375
BASm0030177	1-MLCL(0:0/14:0/14:0/15:1(9Z))	1-MLCL(0:0/14:0/14:0/15:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/14:0/15:1(9Z)) contains one chain of  at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (9Z-pentadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C52H100O16P2	InChI=1S/C52H100O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-52(57)68-49(44-62-50(55)38-35-32-29-26-23-20-17-14-11-8-5-2)46-66-70(60,61)64-43-47(54)42-63-69(58,59)65-45-48(41-53)67-51(56)39-36-33-30-27-24-21-18-15-12-9-6-3/h16,19,47-49,53-54H,4-15,17-18,20-46H2,1-3H3,(H,58,59)(H,60,61)/b19-16-/t47-,48+,49+/m0/s1	VQUYQHCCJYMXRF-YOUJVTQZSA-N	1042.648661			MMDBc0043376
BASm0030178	1-MLCL(0:0/14:0/14:1(9Z)/15:0)	1-MLCL(0:0/14:0/14:1(9Z)/15:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/14:1(9Z)/15:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of pentadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C52H100O16P2	InChI=1S/C52H100O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-52(57)68-49(44-62-50(55)38-35-32-29-26-23-20-17-14-11-8-5-2)46-66-70(60,61)64-43-47(54)42-63-69(58,59)65-45-48(41-53)67-51(56)39-36-33-30-27-24-21-18-15-12-9-6-3/h14,17,47-49,53-54H,4-13,15-16,18-46H2,1-3H3,(H,58,59)(H,60,61)/b17-14-/t47-,48+,49+/m0/s1	YEUOWMVKZMOXCZ-YWYMBLPZSA-N	1042.648661			MMDBc0043377
BASm0030179	1-MLCL(0:0/10:0/15:1(9Z)/18:1(9Z))	1-MLCL(0:0/10:0/15:1(9Z)/18:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/15:1(9Z)/18:1(9Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C52H98O16P2	InChI=1S/C52H98O16P2/c1-4-7-10-13-16-18-20-22-23-24-26-28-31-34-37-40-52(57)68-49(44-62-50(55)38-35-32-30-27-25-21-19-17-14-11-8-5-2)46-66-70(60,61)64-43-47(54)42-63-69(58,59)65-45-48(41-53)67-51(56)39-36-33-29-15-12-9-6-3/h17,19,22-23,47-49,53-54H,4-16,18,20-21,24-46H2,1-3H3,(H,58,59)(H,60,61)/b19-17-,23-22-/t47-,48+,49+/m0/s1	GODSNTBGCKIVEA-LMHRKUKDSA-N	1040.633011			MMDBc0043378
BASm0030180	1-MLCL(0:0/12:0/15:1(9Z)/16:1(9Z))	1-MLCL(0:0/12:0/15:1(9Z)/16:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/15:1(9Z)/16:1(9Z)) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C52H98O16P2	InChI=1S/C52H98O16P2/c1-4-7-10-13-16-19-21-23-25-28-31-34-37-40-52(57)68-49(44-62-50(55)38-35-32-29-27-24-22-20-17-14-11-8-5-2)46-66-70(60,61)64-43-47(54)42-63-69(58,59)65-45-48(41-53)67-51(56)39-36-33-30-26-18-15-12-9-6-3/h17,19-21,47-49,53-54H,4-16,18,22-46H2,1-3H3,(H,58,59)(H,60,61)/b20-17-,21-19-/t47-,48+,49+/m0/s1	QUHRPXSNIZZNET-RHYQOZCYSA-N	1040.633011			MMDBc0043379
BASm0030181	1-MLCL(0:0/14:0/14:1(9Z)/15:1(9Z))	1-MLCL(0:0/14:0/14:1(9Z)/15:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/14:1(9Z)/15:1(9Z)) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-pentadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C52H98O16P2	InChI=1S/C52H98O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-52(57)68-49(44-62-50(55)38-35-32-29-26-23-20-17-14-11-8-5-2)46-66-70(60,61)64-43-47(54)42-63-69(58,59)65-45-48(41-53)67-51(56)39-36-33-30-27-24-21-18-15-12-9-6-3/h14,16-17,19,47-49,53-54H,4-13,15,18,20-46H2,1-3H3,(H,58,59)(H,60,61)/b17-14-,19-16-/t47-,48+,49+/m0/s1	HGJMRICQRHAZJF-WDOOCQJHSA-N	1040.633011			MMDBc0043380
BASm0030182	1-MLCL(0:0/14:1(9Z)/14:1(9Z)/15:0)	1-MLCL(0:0/14:1(9Z)/14:1(9Z)/15:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:1(9Z)/14:1(9Z)/15:0) contains one chain of  at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of pentadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C52H98O16P2	InChI=1S/C52H98O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-52(57)68-49(44-62-50(55)38-35-32-29-26-23-20-17-14-11-8-5-2)46-66-70(60,61)64-43-47(54)42-63-69(58,59)65-45-48(41-53)67-51(56)39-36-33-30-27-24-21-18-15-12-9-6-3/h14-15,17-18,47-49,53-54H,4-13,16,19-46H2,1-3H3,(H,58,59)(H,60,61)/b17-14-,18-15-/t47-,48+,49+/m0/s1	QCWGJADJAQSWAU-VLECVWNPSA-N	1040.633011			MMDBc0043381
BASm0030183	1-MLCL(0:0/10:0/10:0/24:0)	1-MLCL(0:0/10:0/10:0/24:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/10:0/24:0) contains one chain of  at the C1 position, two chains of decanoic acid at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C53H104O16P2	InChI=1S/C53H104O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-32-35-38-41-53(58)69-50(45-63-51(56)39-36-33-30-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-31-15-12-9-6-3/h48-50,54-55H,4-47H2,1-3H3,(H,59,60)(H,61,62)/t48-,49+,50+/m0/s1	HFQYIERHFBCXPW-SEWIUPLBSA-N	1058.679961			MMDBc0043382
BASm0030184	1-MLCL(0:0/10:0/12:0/22:0)	1-MLCL(0:0/10:0/12:0/22:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/12:0/22:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of dodecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C53H104O16P2	InChI=1S/C53H104O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-29-32-35-38-41-53(58)69-50(45-63-51(56)39-36-33-31-28-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-30-15-12-9-6-3/h48-50,54-55H,4-47H2,1-3H3,(H,59,60)(H,61,62)/t48-,49+,50+/m0/s1	WTDKJWKYFZOQNL-SEWIUPLBSA-N	1058.679961			MMDBc0043383
BASm0030185	1-MLCL(0:0/10:0/14:0/20:0)	1-MLCL(0:0/10:0/14:0/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/14:0/20:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C53H104O16P2	InChI=1S/C53H104O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-27-29-32-35-38-41-53(58)69-50(45-63-51(56)39-36-33-31-28-26-19-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-30-15-12-9-6-3/h48-50,54-55H,4-47H2,1-3H3,(H,59,60)(H,61,62)/t48-,49+,50+/m0/s1	ODUBPXXTUAPKJP-SEWIUPLBSA-N	1058.679961			MMDBc0043384
BASm0030186	1-MLCL(0:0/10:0/16:0/18:0)	1-MLCL(0:0/10:0/16:0/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/16:0/18:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C53H104O16P2	InChI=1S/C53H104O16P2/c1-4-7-10-13-16-18-20-22-23-25-27-29-32-35-38-41-53(58)69-50(45-63-51(56)39-36-33-31-28-26-24-21-19-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-30-15-12-9-6-3/h48-50,54-55H,4-47H2,1-3H3,(H,59,60)(H,61,62)/t48-,49+,50+/m0/s1	TYPWSDCQPUFTPQ-SEWIUPLBSA-N	1058.679961			MMDBc0043385
BASm0030187	1-MLCL(0:0/12:0/12:0/20:0)	1-MLCL(0:0/12:0/12:0/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/12:0/20:0) contains one chain of  at the C1 position, two chains of dodecanoic acid at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C53H104O16P2	InChI=1S/C53H104O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-29-32-35-38-41-53(58)69-50(45-63-51(56)39-36-33-30-27-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-31-28-18-15-12-9-6-3/h48-50,54-55H,4-47H2,1-3H3,(H,59,60)(H,61,62)/t48-,49+,50+/m0/s1	XJQKPIMTWBCFDI-SEWIUPLBSA-N	1058.679961			MMDBc0043386
BASm0030188	1-MLCL(0:0/12:0/14:0/18:0)	1-MLCL(0:0/12:0/14:0/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/14:0/18:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C53H104O16P2	InChI=1S/C53H104O16P2/c1-4-7-10-13-16-19-21-22-23-24-26-29-32-35-38-41-53(58)69-50(45-63-51(56)39-36-33-30-28-25-20-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-31-27-18-15-12-9-6-3/h48-50,54-55H,4-47H2,1-3H3,(H,59,60)(H,61,62)/t48-,49+,50+/m0/s1	KBBDZMKHNALEGN-SEWIUPLBSA-N	1058.679961			MMDBc0043387
BASm0030189	1-MLCL(0:0/12:0/16:0/16:0)	1-MLCL(0:0/12:0/16:0/16:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/16:0/16:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, two chains of hexadecanoic acid at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C53H104O16P2	InChI=1S/C53H104O16P2/c1-4-7-10-13-16-19-21-23-25-28-30-33-36-39-51(56)63-45-50(69-53(58)41-38-35-32-29-26-24-22-20-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-31-27-18-15-12-9-6-3/h48-50,54-55H,4-47H2,1-3H3,(H,59,60)(H,61,62)/t48-,49+,50+/m0/s1	BMXRROSSCGIBCO-SEWIUPLBSA-N	1058.679961			MMDBc0043388
BASm0030190	1-MLCL(0:0/14:0/14:0/16:0)	1-MLCL(0:0/14:0/14:0/16:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/14:0/16:0) contains one chain of  at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of hexadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C53H104O16P2	InChI=1S/C53H104O16P2/c1-4-7-10-13-16-19-22-23-26-29-32-35-38-41-53(58)69-50(45-63-51(56)39-36-33-30-27-24-20-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-31-28-25-21-18-15-12-9-6-3/h48-50,54-55H,4-47H2,1-3H3,(H,59,60)(H,61,62)/t48-,49+,50+/m0/s1	QWJICPZXLPCQKH-SEWIUPLBSA-N	1058.679961			MMDBc0043389
BASm0030191	1-MLCL(0:0/14:0/15:0/15:0)	1-MLCL(0:0/14:0/15:0/15:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/15:0/15:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of pentadecanoic acid at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C53H104O16P2	InChI=1S/C53H104O16P2/c1-4-7-10-13-16-19-22-25-27-30-33-36-39-51(56)63-45-50(69-53(58)41-38-35-32-29-26-23-20-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-31-28-24-21-18-15-12-9-6-3/h48-50,54-55H,4-47H2,1-3H3,(H,59,60)(H,61,62)/t48-,49+,50+/m0/s1	LQDYRCDEDQTXAQ-SEWIUPLBSA-N	1058.679961			MMDBc0043390
BASm0030192	1-MLCL(0:0/10:0/10:0/24:1(15Z))	1-MLCL(0:0/10:0/10:0/24:1(15Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/10:0/24:1(15Z)) contains one chain of  at the C1 position, two chains of decanoic acid at the C2 and C3 positions, one chain of (15Z-tetracosenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-32-35-38-41-53(58)69-50(45-63-51(56)39-36-33-30-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-31-15-12-9-6-3/h19-20,48-50,54-55H,4-18,21-47H2,1-3H3,(H,59,60)(H,61,62)/b20-19-/t48-,49+,50+/m0/s1	PPWOMOQGRWHVIU-UHGZTUAHSA-N	1056.664311			MMDBc0043391
BASm0030193	1-MLCL(0:0/10:0/12:0/22:1(13Z))	1-MLCL(0:0/10:0/12:0/22:1(13Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/12:0/22:1(13Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of dodecanoic acid at the C3 position, one chain of (13Z-docosenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-29-32-35-38-41-53(58)69-50(45-63-51(56)39-36-33-31-28-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-30-15-12-9-6-3/h20-21,48-50,54-55H,4-19,22-47H2,1-3H3,(H,59,60)(H,61,62)/b21-20-/t48-,49+,50+/m0/s1	XEPHUNZLLBAMDD-NZEBUUTNSA-N	1056.664311			MMDBc0043392
BASm0030194	1-MLCL(0:0/10:0/14:0/20:1(13Z))	1-MLCL(0:0/10:0/14:0/20:1(13Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/14:0/20:1(13Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-27-29-32-35-38-41-53(58)69-50(45-63-51(56)39-36-33-31-28-26-19-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-30-15-12-9-6-3/h18,20,48-50,54-55H,4-17,19,21-47H2,1-3H3,(H,59,60)(H,61,62)/b20-18-/t48-,49+,50+/m0/s1	LDXKPZIAKAMBAX-UIMBUCQISA-N	1056.664311			MMDBc0043393
BASm0030195	1-MLCL(0:0/10:0/14:1(9Z)/20:0)	1-MLCL(0:0/10:0/14:1(9Z)/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/14:1(9Z)/20:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-27-29-32-35-38-41-53(58)69-50(45-63-51(56)39-36-33-31-28-26-19-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-30-15-12-9-6-3/h14,17,48-50,54-55H,4-13,15-16,18-47H2,1-3H3,(H,59,60)(H,61,62)/b17-14-/t48-,49+,50+/m0/s1	FXUNWFWBSNKGPP-ZUHJRBKCSA-N	1056.664311			MMDBc0043394
BASm0030196	1-MLCL(0:0/10:0/16:0/18:1(9Z))	1-MLCL(0:0/10:0/16:0/18:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/16:0/18:1(9Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-18-20-22-23-25-27-29-32-35-38-41-53(58)69-50(45-63-51(56)39-36-33-31-28-26-24-21-19-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-30-15-12-9-6-3/h22-23,48-50,54-55H,4-21,24-47H2,1-3H3,(H,59,60)(H,61,62)/b23-22-/t48-,49+,50+/m0/s1	BYTXVESVMXHKET-MXEVTBMDSA-N	1056.664311			MMDBc0043395
BASm0030197	1-MLCL(0:0/10:0/16:1(9Z)/18:0)	1-MLCL(0:0/10:0/16:1(9Z)/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/16:1(9Z)/18:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-18-20-22-23-25-27-29-32-35-38-41-53(58)69-50(45-63-51(56)39-36-33-31-28-26-24-21-19-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-30-15-12-9-6-3/h19,21,48-50,54-55H,4-18,20,22-47H2,1-3H3,(H,59,60)(H,61,62)/b21-19-/t48-,49+,50+/m0/s1	MYXAOOSVMAQBPJ-TVJJROCYSA-N	1056.664311			MMDBc0043396
BASm0030198	1-MLCL(0:0/12:0/12:0/20:1(13Z))	1-MLCL(0:0/12:0/12:0/20:1(13Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/12:0/20:1(13Z)) contains one chain of  at the C1 position, two chains of dodecanoic acid at the C2 and C3 positions, one chain of (13Z-eicosenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-29-32-35-38-41-53(58)69-50(45-63-51(56)39-36-33-30-27-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-31-28-18-15-12-9-6-3/h19-20,48-50,54-55H,4-18,21-47H2,1-3H3,(H,59,60)(H,61,62)/b20-19-/t48-,49+,50+/m0/s1	IADWXLFMKQXOIZ-UHGZTUAHSA-N	1056.664311			MMDBc0043397
BASm0030199	1-MLCL(0:0/12:0/14:0/18:1(9Z))	1-MLCL(0:0/12:0/14:0/18:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/14:0/18:1(9Z)) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-19-21-22-23-24-26-29-32-35-38-41-53(58)69-50(45-63-51(56)39-36-33-30-28-25-20-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-31-27-18-15-12-9-6-3/h22-23,48-50,54-55H,4-21,24-47H2,1-3H3,(H,59,60)(H,61,62)/b23-22-/t48-,49+,50+/m0/s1	YYCHFMCRTWQWBL-MXEVTBMDSA-N	1056.664311			MMDBc0043398
BASm0030200	1-MLCL(0:0/12:0/14:1(9Z)/18:0)	1-MLCL(0:0/12:0/14:1(9Z)/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/14:1(9Z)/18:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-19-21-22-23-24-26-29-32-35-38-41-53(58)69-50(45-63-51(56)39-36-33-30-28-25-20-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-31-27-18-15-12-9-6-3/h14,17,48-50,54-55H,4-13,15-16,18-47H2,1-3H3,(H,59,60)(H,61,62)/b17-14-/t48-,49+,50+/m0/s1	VHXYWCFBIZRAOL-ZUHJRBKCSA-N	1056.664311			MMDBc0043399
BASm0030201	1-MLCL(0:0/12:0/16:0/16:1(9Z))	1-MLCL(0:0/12:0/16:0/16:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/16:0/16:1(9Z)) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-19-21-23-25-28-30-33-36-39-51(56)63-45-50(69-53(58)41-38-35-32-29-26-24-22-20-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-31-27-18-15-12-9-6-3/h20,22,48-50,54-55H,4-19,21,23-47H2,1-3H3,(H,59,60)(H,61,62)/b22-20-/t48-,49+,50+/m0/s1	ATEFGCKBQDRXDN-JULWJVNUSA-N	1056.664311			MMDBc0043400
BASm0030202	1-MLCL(0:0/14:0/14:0/16:1(9Z))	1-MLCL(0:0/14:0/14:0/16:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/14:0/16:1(9Z)) contains one chain of  at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-19-22-23-26-29-32-35-38-41-53(58)69-50(45-63-51(56)39-36-33-30-27-24-20-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-31-28-25-21-18-15-12-9-6-3/h19,22,48-50,54-55H,4-18,20-21,23-47H2,1-3H3,(H,59,60)(H,61,62)/b22-19-/t48-,49+,50+/m0/s1	UZEKVSHPERVJTL-VZIRBGSISA-N	1056.664311			MMDBc0043401
BASm0030203	1-MLCL(0:0/14:0/14:1(9Z)/16:0)	1-MLCL(0:0/14:0/14:1(9Z)/16:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/14:1(9Z)/16:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-19-22-23-26-29-32-35-38-41-53(58)69-50(45-63-51(56)39-36-33-30-27-24-20-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-31-28-25-21-18-15-12-9-6-3/h14,17,48-50,54-55H,4-13,15-16,18-47H2,1-3H3,(H,59,60)(H,61,62)/b17-14-/t48-,49+,50+/m0/s1	KOIMMVIVWXDZBE-ZUHJRBKCSA-N	1056.664311			MMDBc0043402
BASm0030204	1-MLCL(0:0/14:0/15:0/15:1(9Z))	1-MLCL(0:0/14:0/15:0/15:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/15:0/15:1(9Z)) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-pentadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-19-22-25-27-30-33-36-39-51(56)63-45-50(69-53(58)41-38-35-32-29-26-23-20-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-31-28-24-21-18-15-12-9-6-3/h17,20,48-50,54-55H,4-16,18-19,21-47H2,1-3H3,(H,59,60)(H,61,62)/b20-17-/t48-,49+,50+/m0/s1	UXJVBHCFSWQWLQ-OHOMYKRISA-N	1056.664311			MMDBc0043403
BASm0030205	1-MLCL(0:0/14:1(9Z)/15:0/15:0)	1-MLCL(0:0/14:1(9Z)/15:0/15:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:1(9Z)/15:0/15:0) contains one chain of  at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of pentadecanoic acid at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-19-22-25-27-30-33-36-39-51(56)63-45-50(69-53(58)41-38-35-32-29-26-23-20-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-31-28-24-21-18-15-12-9-6-3/h15,18,48-50,54-55H,4-14,16-17,19-47H2,1-3H3,(H,59,60)(H,61,62)/b18-15-/t48-,49+,50+/m0/s1	MLXCVGDMRAMJJR-AXWCGXCPSA-N	1056.664311			MMDBc0043404
BASm0030206	1-MLCL(0:0/10:0/14:1(9Z)/20:1(13Z))	1-MLCL(0:0/10:0/14:1(9Z)/20:1(13Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/14:1(9Z)/20:1(13Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C53H100O16P2	InChI=1S/C53H100O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-27-29-32-35-38-41-53(58)69-50(45-63-51(56)39-36-33-31-28-26-19-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-30-15-12-9-6-3/h14,17-18,20,48-50,54-55H,4-13,15-16,19,21-47H2,1-3H3,(H,59,60)(H,61,62)/b17-14-,20-18-/t48-,49+,50+/m0/s1	ATUHQIQTVBIMNW-KWPWGKBYSA-N	1054.648661			MMDBc0043405
BASm0030207	1-MLCL(0:0/10:0/16:1(9Z)/18:1(9Z))	1-MLCL(0:0/10:0/16:1(9Z)/18:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/16:1(9Z)/18:1(9Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C53H100O16P2	InChI=1S/C53H100O16P2/c1-4-7-10-13-16-18-20-22-23-25-27-29-32-35-38-41-53(58)69-50(45-63-51(56)39-36-33-31-28-26-24-21-19-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-30-15-12-9-6-3/h19,21-23,48-50,54-55H,4-18,20,24-47H2,1-3H3,(H,59,60)(H,61,62)/b21-19-,23-22-/t48-,49+,50+/m0/s1	ZKMNDJHMRMMVFU-FZNFXTDKSA-N	1054.648661			MMDBc0043406
BASm0030208	1-MLCL(0:0/12:0/14:1(9Z)/18:1(9Z))	1-MLCL(0:0/12:0/14:1(9Z)/18:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/14:1(9Z)/18:1(9Z)) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C53H100O16P2	InChI=1S/C53H100O16P2/c1-4-7-10-13-16-19-21-22-23-24-26-29-32-35-38-41-53(58)69-50(45-63-51(56)39-36-33-30-28-25-20-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-31-27-18-15-12-9-6-3/h14,17,22-23,48-50,54-55H,4-13,15-16,18-21,24-47H2,1-3H3,(H,59,60)(H,61,62)/b17-14-,23-22-/t48-,49+,50+/m0/s1	AIVRXSIDAHUPFJ-AKTFXONASA-N	1054.648661			MMDBc0043407
BASm0030209	1-MLCL(0:0/12:0/16:1(9Z)/16:1(9Z))	1-MLCL(0:0/12:0/16:1(9Z)/16:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/16:1(9Z)/16:1(9Z)) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C53H100O16P2	InChI=1S/C53H100O16P2/c1-4-7-10-13-16-19-21-23-25-28-30-33-36-39-51(56)63-45-50(69-53(58)41-38-35-32-29-26-24-22-20-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-31-27-18-15-12-9-6-3/h19-22,48-50,54-55H,4-18,23-47H2,1-3H3,(H,59,60)(H,61,62)/b21-19-,22-20-/t48-,49+,50+/m0/s1	DIBSPGBMPDPCFD-CNKVFXLLSA-N	1054.648661			MMDBc0043408
BASm0030210	1-MLCL(0:0/14:0/14:1(9Z)/16:1(9Z))	1-MLCL(0:0/14:0/14:1(9Z)/16:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/14:1(9Z)/16:1(9Z)) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C53H100O16P2	InChI=1S/C53H100O16P2/c1-4-7-10-13-16-19-22-23-26-29-32-35-38-41-53(58)69-50(45-63-51(56)39-36-33-30-27-24-20-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-31-28-25-21-18-15-12-9-6-3/h14,17,19,22,48-50,54-55H,4-13,15-16,18,20-21,23-47H2,1-3H3,(H,59,60)(H,61,62)/b17-14-,22-19-/t48-,49+,50+/m0/s1	QFRWFOIEAGFBNY-ZWXCGZDKSA-N	1054.648661			MMDBc0043409
BASm0030211	1-MLCL(0:0/14:0/15:1(9Z)/15:1(9Z))	1-MLCL(0:0/14:0/15:1(9Z)/15:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/15:1(9Z)/15:1(9Z)) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (9Z-pentadecenoyl) at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C53H100O16P2	InChI=1S/C53H100O16P2/c1-4-7-10-13-16-19-22-25-27-30-33-36-39-51(56)63-45-50(69-53(58)41-38-35-32-29-26-23-20-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-31-28-24-21-18-15-12-9-6-3/h16-17,19-20,48-50,54-55H,4-15,18,21-47H2,1-3H3,(H,59,60)(H,61,62)/b19-16-,20-17-/t48-,49+,50+/m0/s1	FPMXZAIPAJHGPG-GYVBVOBYSA-N	1054.648661			MMDBc0043410
BASm0030212	1-MLCL(0:0/14:1(9Z)/14:1(9Z)/16:0)	1-MLCL(0:0/14:1(9Z)/14:1(9Z)/16:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:1(9Z)/14:1(9Z)/16:0) contains one chain of  at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of hexadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C53H100O16P2	InChI=1S/C53H100O16P2/c1-4-7-10-13-16-19-22-23-26-29-32-35-38-41-53(58)69-50(45-63-51(56)39-36-33-30-27-24-20-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-31-28-25-21-18-15-12-9-6-3/h14-15,17-18,48-50,54-55H,4-13,16,19-47H2,1-3H3,(H,59,60)(H,61,62)/b17-14-,18-15-/t48-,49+,50+/m0/s1	AYTAIRLUJFTNPU-CMYXBTSXSA-N	1054.648661			MMDBc0043411
BASm0030213	1-MLCL(0:0/14:1(9Z)/15:0/15:1(9Z))	1-MLCL(0:0/14:1(9Z)/15:0/15:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:1(9Z)/15:0/15:1(9Z)) contains one chain of  at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-pentadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C53H100O16P2	InChI=1S/C53H100O16P2/c1-4-7-10-13-16-19-22-25-27-30-33-36-39-51(56)63-45-50(69-53(58)41-38-35-32-29-26-23-20-17-14-11-8-5-2)47-67-71(61,62)65-44-48(55)43-64-70(59,60)66-46-49(42-54)68-52(57)40-37-34-31-28-24-21-18-15-12-9-6-3/h15,17-18,20,48-50,54-55H,4-14,16,19,21-47H2,1-3H3,(H,59,60)(H,61,62)/b18-15-,20-17-/t48-,49+,50+/m0/s1	OPWMMHNUBKOZTC-CCBCTXTGSA-N	1054.648661			MMDBc0043412
BASm0030214	1-MLCL(0:0/10:0/10:0/25:0)	1-MLCL(0:0/10:0/10:0/25:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/10:0/25:0) contains one chain of  at the C1 position, two chains of decanoic acid at the C2 and C3 positions, one chain of pentacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C54H106O16P2	InChI=1S/C54H106O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-33-36-39-42-54(59)70-51(46-64-52(57)40-37-34-31-14-11-8-5-2)48-68-72(62,63)66-45-49(56)44-65-71(60,61)67-47-50(43-55)69-53(58)41-38-35-32-15-12-9-6-3/h49-51,55-56H,4-48H2,1-3H3,(H,60,61)(H,62,63)/t49-,50+,51+/m0/s1	UXVMFVNDZRFOOW-FRAWRBJYSA-N	1072.695611			MMDBc0043413
BASm0030215	1-MLCL(0:0/10:0/15:0/20:0)	1-MLCL(0:0/10:0/15:0/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/15:0/20:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C54H106O16P2	InChI=1S/C54H106O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-28-30-33-36-39-42-54(59)70-51(46-64-52(57)40-37-34-32-29-27-21-19-17-14-11-8-5-2)48-68-72(62,63)66-45-49(56)44-65-71(60,61)67-47-50(43-55)69-53(58)41-38-35-31-15-12-9-6-3/h49-51,55-56H,4-48H2,1-3H3,(H,60,61)(H,62,63)/t49-,50+,51+/m0/s1	NOSWWVLBQLQQRM-FRAWRBJYSA-N	1072.695611			MMDBc0043414
BASm0030216	1-MLCL(0:0/12:0/15:0/18:0)	1-MLCL(0:0/12:0/15:0/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/15:0/18:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C54H106O16P2	InChI=1S/C54H106O16P2/c1-4-7-10-13-16-19-21-23-24-25-27-30-33-36-39-42-54(59)70-51(46-64-52(57)40-37-34-31-29-26-22-20-17-14-11-8-5-2)48-68-72(62,63)66-45-49(56)44-65-71(60,61)67-47-50(43-55)69-53(58)41-38-35-32-28-18-15-12-9-6-3/h49-51,55-56H,4-48H2,1-3H3,(H,60,61)(H,62,63)/t49-,50+,51+/m0/s1	MMEAKVGAEZZTEN-FRAWRBJYSA-N	1072.695611			MMDBc0043415
BASm0030217	1-MLCL(0:0/14:0/15:0/16:0)	1-MLCL(0:0/14:0/15:0/16:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/15:0/16:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of hexadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C54H106O16P2	InChI=1S/C54H106O16P2/c1-4-7-10-13-16-19-22-24-27-30-33-36-39-42-54(59)70-51(46-64-52(57)40-37-34-31-28-26-23-20-17-14-11-8-5-2)48-68-72(62,63)66-45-49(56)44-65-71(60,61)67-47-50(43-55)69-53(58)41-38-35-32-29-25-21-18-15-12-9-6-3/h49-51,55-56H,4-48H2,1-3H3,(H,60,61)(H,62,63)/t49-,50+,51+/m0/s1	WSSMKFYTDSCLEX-FRAWRBJYSA-N	1072.695611			MMDBc0043416
BASm0030218	1-MLCL(0:0/15:0/15:0/15:0)	1-MLCL(0:0/15:0/15:0/15:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:0/15:0/15:0) contains one chain of  at the C1 position, three chains of pentadecanoic acid at the C2, C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C54H106O16P2	InChI=1S/C54H106O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-52(57)64-46-51(70-54(59)42-39-36-33-30-27-24-21-18-15-12-9-6-3)48-68-72(62,63)66-45-49(56)44-65-71(60,61)67-47-50(43-55)69-53(58)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h49-51,55-56H,4-48H2,1-3H3,(H,60,61)(H,62,63)/t49-,50+,51+/m0/s1	ZRVUNHFESKCTRW-FRAWRBJYSA-N	1072.695611			MMDBc0043417
BASm0030219	1-MLCL(0:0/10:0/10:0/25:1(15Z))	1-MLCL(0:0/10:0/10:0/25:1(15Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/10:0/25:1(15Z)) contains one chain of  at the C1 position, two chains of decanoic acid at the C2 and C3 positions, one chain of 15Z-pentacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCCC	C54H104O16P2	InChI=1S/C54H104O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-33-36-39-42-54(59)70-51(46-64-52(57)40-37-34-31-14-11-8-5-2)48-68-72(62,63)66-45-49(56)44-65-71(60,61)67-47-50(43-55)69-53(58)41-38-35-32-15-12-9-6-3/h20-21,49-51,55-56H,4-19,22-48H2,1-3H3,(H,60,61)(H,62,63)/b21-20-/t49-,50+,51+/m0/s1	RKSNCVLSMIMDAQ-ANIKQAMPSA-N	1070.679961			MMDBc0043418
BASm0030220	1-MLCL(0:0/10:0/12:0/23:1(9Z))	1-MLCL(0:0/10:0/12:0/23:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/12:0/23:1(9Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of dodecanoic acid at the C3 position, one chain of 9Z-tricosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C54H104O16P2	InChI=1S/C54H104O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-30-33-36-39-42-54(59)70-51(46-64-52(57)40-37-34-32-29-17-14-11-8-5-2)48-68-72(62,63)66-45-49(56)44-65-71(60,61)67-47-50(43-55)69-53(58)41-38-35-31-15-12-9-6-3/h25-26,49-51,55-56H,4-24,27-48H2,1-3H3,(H,60,61)(H,62,63)/b26-25-/t49-,50+,51+/m0/s1	ZZWIFLHTXIMSFP-QKOKPXHTSA-N	1070.679961			MMDBc0043419
BASm0030221	1-MLCL(0:0/10:0/15:0/20:1(13Z))	1-MLCL(0:0/10:0/15:0/20:1(13Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/15:0/20:1(13Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C54H104O16P2	InChI=1S/C54H104O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-28-30-33-36-39-42-54(59)70-51(46-64-52(57)40-37-34-32-29-27-21-19-17-14-11-8-5-2)48-68-72(62,63)66-45-49(56)44-65-71(60,61)67-47-50(43-55)69-53(58)41-38-35-31-15-12-9-6-3/h18,20,49-51,55-56H,4-17,19,21-48H2,1-3H3,(H,60,61)(H,62,63)/b20-18-/t49-,50+,51+/m0/s1	DTGOQACEESFZMJ-NEYLZSAESA-N	1070.679961			MMDBc0043420
BASm0030222	1-MLCL(0:0/10:0/15:1(9Z)/20:0)	1-MLCL(0:0/10:0/15:1(9Z)/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/15:1(9Z)/20:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C54H104O16P2	InChI=1S/C54H104O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-28-30-33-36-39-42-54(59)70-51(46-64-52(57)40-37-34-32-29-27-21-19-17-14-11-8-5-2)48-68-72(62,63)66-45-49(56)44-65-71(60,61)67-47-50(43-55)69-53(58)41-38-35-31-15-12-9-6-3/h17,19,49-51,55-56H,4-16,18,20-48H2,1-3H3,(H,60,61)(H,62,63)/b19-17-/t49-,50+,51+/m0/s1	VPTSBIFOWOJKGY-GFNKOXGPSA-N	1070.679961			MMDBc0043421
BASm0030223	1-MLCL(0:0/12:0/15:0/18:1(9Z))	1-MLCL(0:0/12:0/15:0/18:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/15:0/18:1(9Z)) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C54H104O16P2	InChI=1S/C54H104O16P2/c1-4-7-10-13-16-19-21-23-24-25-27-30-33-36-39-42-54(59)70-51(46-64-52(57)40-37-34-31-29-26-22-20-17-14-11-8-5-2)48-68-72(62,63)66-45-49(56)44-65-71(60,61)67-47-50(43-55)69-53(58)41-38-35-32-28-18-15-12-9-6-3/h23-24,49-51,55-56H,4-22,25-48H2,1-3H3,(H,60,61)(H,62,63)/b24-23-/t49-,50+,51+/m0/s1	VEQHMOKTUPOCJZ-DYVIFENJSA-N	1070.679961			MMDBc0043422
BASm0030224	1-MLCL(0:0/12:0/15:1(9Z)/18:0)	1-MLCL(0:0/12:0/15:1(9Z)/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/15:1(9Z)/18:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C54H104O16P2	InChI=1S/C54H104O16P2/c1-4-7-10-13-16-19-21-23-24-25-27-30-33-36-39-42-54(59)70-51(46-64-52(57)40-37-34-31-29-26-22-20-17-14-11-8-5-2)48-68-72(62,63)66-45-49(56)44-65-71(60,61)67-47-50(43-55)69-53(58)41-38-35-32-28-18-15-12-9-6-3/h17,20,49-51,55-56H,4-16,18-19,21-48H2,1-3H3,(H,60,61)(H,62,63)/b20-17-/t49-,50+,51+/m0/s1	BGZJOGJUKKBRMW-HJSLBDIRSA-N	1070.679961			MMDBc0043423
BASm0030225	1-MLCL(0:0/14:0/15:0/16:1(9Z))	1-MLCL(0:0/14:0/15:0/16:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/15:0/16:1(9Z)) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C54H104O16P2	InChI=1S/C54H104O16P2/c1-4-7-10-13-16-19-22-24-27-30-33-36-39-42-54(59)70-51(46-64-52(57)40-37-34-31-28-26-23-20-17-14-11-8-5-2)48-68-72(62,63)66-45-49(56)44-65-71(60,61)67-47-50(43-55)69-53(58)41-38-35-32-29-25-21-18-15-12-9-6-3/h19,22,49-51,55-56H,4-18,20-21,23-48H2,1-3H3,(H,60,61)(H,62,63)/b22-19-/t49-,50+,51+/m0/s1	LFMSHKFGZGVVKQ-AMGFJPPNSA-N	1070.679961			MMDBc0043424
BASm0030226	1-MLCL(0:0/14:0/15:1(9Z)/16:0)	1-MLCL(0:0/14:0/15:1(9Z)/16:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/15:1(9Z)/16:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC	C54H104O16P2	InChI=1S/C54H104O16P2/c1-4-7-10-13-16-19-22-24-27-30-33-36-39-42-54(59)70-51(46-64-52(57)40-37-34-31-28-26-23-20-17-14-11-8-5-2)48-68-72(62,63)66-45-49(56)44-65-71(60,61)67-47-50(43-55)69-53(58)41-38-35-32-29-25-21-18-15-12-9-6-3/h17,20,49-51,55-56H,4-16,18-19,21-48H2,1-3H3,(H,60,61)(H,62,63)/b20-17-/t49-,50+,51+/m0/s1	FAISTJJYYZBPRL-HJSLBDIRSA-N	1070.679961			MMDBc0043425
BASm0030227	1-MLCL(0:0/14:1(9Z)/15:0/16:0)	1-MLCL(0:0/14:1(9Z)/15:0/16:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:1(9Z)/15:0/16:0) contains one chain of  at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of hexadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C54H104O16P2	InChI=1S/C54H104O16P2/c1-4-7-10-13-16-19-22-24-27-30-33-36-39-42-54(59)70-51(46-64-52(57)40-37-34-31-28-26-23-20-17-14-11-8-5-2)48-68-72(62,63)66-45-49(56)44-65-71(60,61)67-47-50(43-55)69-53(58)41-38-35-32-29-25-21-18-15-12-9-6-3/h15,18,49-51,55-56H,4-14,16-17,19-48H2,1-3H3,(H,60,61)(H,62,63)/b18-15-/t49-,50+,51+/m0/s1	QAFDLLPHKMCMGN-YMIKHQQISA-N	1070.679961			MMDBc0043426
BASm0030228	1-MLCL(0:0/15:0/15:0/15:1(9Z))	1-MLCL(0:0/15:0/15:0/15:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:0/15:0/15:1(9Z)) contains one chain of  at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-pentadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C54H104O16P2	InChI=1S/C54H104O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-52(57)64-46-51(70-54(59)42-39-36-33-30-27-24-21-18-15-12-9-6-3)48-68-72(62,63)66-45-49(56)44-65-71(60,61)67-47-50(43-55)69-53(58)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h18,21,49-51,55-56H,4-17,19-20,22-48H2,1-3H3,(H,60,61)(H,62,63)/b21-18-/t49-,50+,51+/m0/s1	ZGGLDURIKJYEOC-ZPDXTJOISA-N	1070.679961			MMDBc0043427
BASm0030229	1-MLCL(0:0/10:0/15:1(9Z)/20:1(13Z))	1-MLCL(0:0/10:0/15:1(9Z)/20:1(13Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/15:1(9Z)/20:1(13Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C54H102O16P2	InChI=1S/C54H102O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-28-30-33-36-39-42-54(59)70-51(46-64-52(57)40-37-34-32-29-27-21-19-17-14-11-8-5-2)48-68-72(62,63)66-45-49(56)44-65-71(60,61)67-47-50(43-55)69-53(58)41-38-35-31-15-12-9-6-3/h17-20,49-51,55-56H,4-16,21-48H2,1-3H3,(H,60,61)(H,62,63)/b19-17-,20-18-/t49-,50+,51+/m0/s1	BLRSCWKZCCMHPU-BUKPHUKESA-N	1068.664311			MMDBc0043428
BASm0030230	1-MLCL(0:0/12:0/15:1(9Z)/18:1(9Z))	1-MLCL(0:0/12:0/15:1(9Z)/18:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/15:1(9Z)/18:1(9Z)) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C54H102O16P2	InChI=1S/C54H102O16P2/c1-4-7-10-13-16-19-21-23-24-25-27-30-33-36-39-42-54(59)70-51(46-64-52(57)40-37-34-31-29-26-22-20-17-14-11-8-5-2)48-68-72(62,63)66-45-49(56)44-65-71(60,61)67-47-50(43-55)69-53(58)41-38-35-32-28-18-15-12-9-6-3/h17,20,23-24,49-51,55-56H,4-16,18-19,21-22,25-48H2,1-3H3,(H,60,61)(H,62,63)/b20-17-,24-23-/t49-,50+,51+/m0/s1	KTXQFZKYBVDVKP-IKRAVJQOSA-N	1068.664311			MMDBc0043429
BASm0030231	1-MLCL(0:0/14:0/15:1(9Z)/16:1(9Z))	1-MLCL(0:0/14:0/15:1(9Z)/16:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/15:1(9Z)/16:1(9Z)) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C54H102O16P2	InChI=1S/C54H102O16P2/c1-4-7-10-13-16-19-22-24-27-30-33-36-39-42-54(59)70-51(46-64-52(57)40-37-34-31-28-26-23-20-17-14-11-8-5-2)48-68-72(62,63)66-45-49(56)44-65-71(60,61)67-47-50(43-55)69-53(58)41-38-35-32-29-25-21-18-15-12-9-6-3/h17,19-20,22,49-51,55-56H,4-16,18,21,23-48H2,1-3H3,(H,60,61)(H,62,63)/b20-17-,22-19-/t49-,50+,51+/m0/s1	FGVNLDQEBSLPIQ-NHMKWYPJSA-N	1068.664311			MMDBc0043430
BASm0030232	1-MLCL(0:0/14:1(9Z)/15:0/16:1(9Z))	1-MLCL(0:0/14:1(9Z)/15:0/16:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:1(9Z)/15:0/16:1(9Z)) contains one chain of  at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C54H102O16P2	InChI=1S/C54H102O16P2/c1-4-7-10-13-16-19-22-24-27-30-33-36-39-42-54(59)70-51(46-64-52(57)40-37-34-31-28-26-23-20-17-14-11-8-5-2)48-68-72(62,63)66-45-49(56)44-65-71(60,61)67-47-50(43-55)69-53(58)41-38-35-32-29-25-21-18-15-12-9-6-3/h15,18-19,22,49-51,55-56H,4-14,16-17,20-21,23-48H2,1-3H3,(H,60,61)(H,62,63)/b18-15-,22-19-/t49-,50+,51+/m0/s1	VIXVEHUYWOVUEW-YKQXUYNESA-N	1068.664311			MMDBc0043431
BASm0030233	1-MLCL(0:0/14:1(9Z)/15:1(9Z)/16:0)	1-MLCL(0:0/14:1(9Z)/15:1(9Z)/16:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:1(9Z)/15:1(9Z)/16:0) contains one chain of  at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC	C54H102O16P2	InChI=1S/C54H102O16P2/c1-4-7-10-13-16-19-22-24-27-30-33-36-39-42-54(59)70-51(46-64-52(57)40-37-34-31-28-26-23-20-17-14-11-8-5-2)48-68-72(62,63)66-45-49(56)44-65-71(60,61)67-47-50(43-55)69-53(58)41-38-35-32-29-25-21-18-15-12-9-6-3/h15,17-18,20,49-51,55-56H,4-14,16,19,21-48H2,1-3H3,(H,60,61)(H,62,63)/b18-15-,20-17-/t49-,50+,51+/m0/s1	ABXYEEHJHXQYHX-OPYLAFJMSA-N	1068.664311			MMDBc0043432
BASm0030234	1-MLCL(0:0/15:0/15:1(9Z)/15:1(9Z))	1-MLCL(0:0/15:0/15:1(9Z)/15:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:0/15:1(9Z)/15:1(9Z)) contains one chain of  at the C1 position, one chain of pentadecanoic acid at the C2 position, two chains of (9Z-pentadecenoyl) at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C54H102O16P2	InChI=1S/C54H102O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-52(57)64-46-51(70-54(59)42-39-36-33-30-27-24-21-18-15-12-9-6-3)48-68-72(62,63)66-45-49(56)44-65-71(60,61)67-47-50(43-55)69-53(58)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h16,18-19,21,49-51,55-56H,4-15,17,20,22-48H2,1-3H3,(H,60,61)(H,62,63)/b19-16-,21-18-/t49-,50+,51+/m0/s1	DSTDUFCECWXKRQ-MOVYEUQLSA-N	1068.664311			MMDBc0043433
BASm0030235	1-MLCL(0:0/14:1(9Z)/15:1(9Z)/16:1(9Z))	1-MLCL(0:0/14:1(9Z)/15:1(9Z)/16:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:1(9Z)/15:1(9Z)/16:1(9Z)) contains one chain of  at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C54H100O16P2	InChI=1S/C54H100O16P2/c1-4-7-10-13-16-19-22-24-27-30-33-36-39-42-54(59)70-51(46-64-52(57)40-37-34-31-28-26-23-20-17-14-11-8-5-2)48-68-72(62,63)66-45-49(56)44-65-71(60,61)67-47-50(43-55)69-53(58)41-38-35-32-29-25-21-18-15-12-9-6-3/h15,17-20,22,49-51,55-56H,4-14,16,21,23-48H2,1-3H3,(H,60,61)(H,62,63)/b18-15-,20-17-,22-19-/t49-,50+,51+/m0/s1	NHPHLSJCQKTXSB-RKTUUCHXSA-N	1066.648661			MMDBc0043434
BASm0030236	1-MLCL(0:0/15:1(9Z)/15:1(9Z)/15:1(9Z))	1-MLCL(0:0/15:1(9Z)/15:1(9Z)/15:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:1(9Z)/15:1(9Z)/15:1(9Z)) contains one chain of  at the C1 position, three chains of (9Z-pentadecenoyl) at the C2, C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C54H100O16P2	InChI=1S/C54H100O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-52(57)64-46-51(70-54(59)42-39-36-33-30-27-24-21-18-15-12-9-6-3)48-68-72(62,63)66-45-49(56)44-65-71(60,61)67-47-50(43-55)69-53(58)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h16-21,49-51,55-56H,4-15,22-48H2,1-3H3,(H,60,61)(H,62,63)/b19-16-,20-17-,21-18-/t49-,50+,51+/m0/s1	SFOFZFFDKUQXBN-JGDYRXAUSA-N	1066.648661			MMDBc0043435
BASm0030237	1-MLCL(0:0/10:0/10:0/26:0)	1-MLCL(0:0/10:0/10:0/26:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/10:0/26:0) contains one chain of  at the C1 position, two chains of decanoic acid at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C55H108O16P2	InChI=1S/C55H108O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-32-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-33-15-12-9-6-3/h50-52,56-57H,4-49H2,1-3H3,(H,61,62)(H,63,64)/t50-,51+,52+/m0/s1	WRKUXDKGJJKBQM-IHSNFILASA-N	1086.711261			MMDBc0043436
BASm0030238	1-MLCL(0:0/10:0/12:0/24:0)	1-MLCL(0:0/10:0/12:0/24:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/12:0/24:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of dodecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C55H108O16P2	InChI=1S/C55H108O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-29-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-33-30-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-32-15-12-9-6-3/h50-52,56-57H,4-49H2,1-3H3,(H,61,62)(H,63,64)/t50-,51+,52+/m0/s1	BPRNBGBUWZPIAY-IHSNFILASA-N	1086.711261			MMDBc0043437
BASm0030239	1-MLCL(0:0/10:0/14:0/22:0)	1-MLCL(0:0/10:0/14:0/22:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/14:0/22:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C55H108O16P2	InChI=1S/C55H108O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-29-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-33-30-28-19-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-32-15-12-9-6-3/h50-52,56-57H,4-49H2,1-3H3,(H,61,62)(H,63,64)/t50-,51+,52+/m0/s1	BQEAWXBEPYWSAO-IHSNFILASA-N	1086.711261			MMDBc0043438
BASm0030240	1-MLCL(0:0/10:0/16:0/20:0)	1-MLCL(0:0/10:0/16:0/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/16:0/20:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C55H108O16P2	InChI=1S/C55H108O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-27-29-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-33-30-28-26-21-19-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-32-15-12-9-6-3/h50-52,56-57H,4-49H2,1-3H3,(H,61,62)(H,63,64)/t50-,51+,52+/m0/s1	ZUWXOVXTKNTLSD-IHSNFILASA-N	1086.711261			MMDBc0043439
BASm0030241	1-MLCL(0:0/10:0/18:0/18:0)	1-MLCL(0:0/10:0/18:0/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/18:0/18:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C55H108O16P2	InChI=1S/C55H108O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-33-35-38-41-53(58)65-47-52(71-55(60)43-40-37-34-31-29-27-25-23-21-19-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-32-15-12-9-6-3/h50-52,56-57H,4-49H2,1-3H3,(H,61,62)(H,63,64)/t50-,51+,52+/m0/s1	FVCXLPIVGYZHKS-IHSNFILASA-N	1086.711261			MMDBc0043440
BASm0030242	1-MLCL(0:0/12:0/12:0/22:0)	1-MLCL(0:0/12:0/12:0/22:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/12:0/22:0) contains one chain of  at the C1 position, two chains of dodecanoic acid at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C55H108O16P2	InChI=1S/C55H108O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-32-29-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-33-30-18-15-12-9-6-3/h50-52,56-57H,4-49H2,1-3H3,(H,61,62)(H,63,64)/t50-,51+,52+/m0/s1	QBPPBLQXJVQECY-IHSNFILASA-N	1086.711261			MMDBc0043441
BASm0030243	1-MLCL(0:0/12:0/14:0/20:0)	1-MLCL(0:0/12:0/14:0/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/14:0/20:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C55H108O16P2	InChI=1S/C55H108O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-28-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-32-30-27-20-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-33-29-18-15-12-9-6-3/h50-52,56-57H,4-49H2,1-3H3,(H,61,62)(H,63,64)/t50-,51+,52+/m0/s1	BXPSBRYBHDKPPX-IHSNFILASA-N	1086.711261			MMDBc0043442
BASm0030244	1-MLCL(0:0/12:0/16:0/18:0)	1-MLCL(0:0/12:0/16:0/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/16:0/18:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C55H108O16P2	InChI=1S/C55H108O16P2/c1-4-7-10-13-16-19-21-23-24-26-28-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-32-30-27-25-22-20-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-33-29-18-15-12-9-6-3/h50-52,56-57H,4-49H2,1-3H3,(H,61,62)(H,63,64)/t50-,51+,52+/m0/s1	MZHSVFOXYUTVNK-IHSNFILASA-N	1086.711261			MMDBc0043443
BASm0030245	1-MLCL(0:0/14:0/14:0/18:0)	1-MLCL(0:0/14:0/14:0/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/14:0/18:0) contains one chain of  at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C55H108O16P2	InChI=1S/C55H108O16P2/c1-4-7-10-13-16-19-22-23-24-25-28-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-32-29-26-20-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-33-30-27-21-18-15-12-9-6-3/h50-52,56-57H,4-49H2,1-3H3,(H,61,62)(H,63,64)/t50-,51+,52+/m0/s1	VSIAVZLBSIVVNJ-IHSNFILASA-N	1086.711261			MMDBc0043444
BASm0030246	1-MLCL(0:0/14:0/16:0/16:0)	1-MLCL(0:0/14:0/16:0/16:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/16:0/16:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of hexadecanoic acid at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C55H108O16P2	InChI=1S/C55H108O16P2/c1-4-7-10-13-16-19-22-24-27-29-32-35-38-41-53(58)65-47-52(71-55(60)43-40-37-34-31-28-25-23-20-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-33-30-26-21-18-15-12-9-6-3/h50-52,56-57H,4-49H2,1-3H3,(H,61,62)(H,63,64)/t50-,51+,52+/m0/s1	VNWUYZQUMIRVEV-IHSNFILASA-N	1086.711261			MMDBc0043445
BASm0030247	1-MLCL(0:0/15:0/15:0/16:0)	1-MLCL(0:0/15:0/15:0/16:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:0/15:0/16:0) contains one chain of  at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of hexadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C55H108O16P2	InChI=1S/C55H108O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-32-29-26-23-20-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-33-30-27-24-21-18-15-12-9-6-3/h50-52,56-57H,4-49H2,1-3H3,(H,61,62)(H,63,64)/t50-,51+,52+/m0/s1	IDYPNHVULCSNIN-IHSNFILASA-N	1086.711261			MMDBc0043446
BASm0030248	1-MLCL(0:0/10:0/10:0/26:1(5Z))	1-MLCL(0:0/10:0/10:0/26:1(5Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/10:0/26:1(5Z)) contains one chain of  at the C1 position, two chains of decanoic acid at the C2 and C3 positions, one chain of (5Z-hexacosenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCC\C=C/CCCCCCCCCCCCCCCCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-32-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-33-15-12-9-6-3/h31,34,50-52,56-57H,4-30,32-33,35-49H2,1-3H3,(H,61,62)(H,63,64)/b34-31-/t50-,51+,52+/m0/s1	TWSQELPJKHQWSR-FYGFSCHNSA-N	1084.695611			MMDBc0043447
BASm0030249	1-MLCL(0:0/10:0/12:0/24:1(15Z))	1-MLCL(0:0/10:0/12:0/24:1(15Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/12:0/24:1(15Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of dodecanoic acid at the C3 position, one chain of (15Z-tetracosenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-29-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-33-30-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-32-15-12-9-6-3/h20-21,50-52,56-57H,4-19,22-49H2,1-3H3,(H,61,62)(H,63,64)/b21-20-/t50-,51+,52+/m0/s1	QIOTZWWLBHEPHL-ZTLVFYDWSA-N	1084.695611			MMDBc0043448
BASm0030250	1-MLCL(0:0/10:0/14:0/22:1(13Z))	1-MLCL(0:0/10:0/14:0/22:1(13Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/14:0/22:1(13Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of (13Z-docosenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-29-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-33-30-28-19-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-32-15-12-9-6-3/h21-22,50-52,56-57H,4-20,23-49H2,1-3H3,(H,61,62)(H,63,64)/b22-21-/t50-,51+,52+/m0/s1	UEMUEUIPBCFXRG-ZMBGVGIXSA-N	1084.695611			MMDBc0043449
BASm0030251	1-MLCL(0:0/10:0/14:1(9Z)/22:0)	1-MLCL(0:0/10:0/14:1(9Z)/22:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/14:1(9Z)/22:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of docosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-29-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-33-30-28-19-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-32-15-12-9-6-3/h14,17,50-52,56-57H,4-13,15-16,18-49H2,1-3H3,(H,61,62)(H,63,64)/b17-14-/t50-,51+,52+/m0/s1	LLQDFHQAGCGYKO-JJCAAWNASA-N	1084.695611			MMDBc0043450
BASm0030252	1-MLCL(0:0/10:0/16:0/20:1(13Z))	1-MLCL(0:0/10:0/16:0/20:1(13Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/16:0/20:1(13Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-27-29-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-33-30-28-26-21-19-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-32-15-12-9-6-3/h18,20,50-52,56-57H,4-17,19,21-49H2,1-3H3,(H,61,62)(H,63,64)/b20-18-/t50-,51+,52+/m0/s1	ZNJGLZIUBSIBII-GDAZSWEOSA-N	1084.695611			MMDBc0043451
BASm0030253	1-MLCL(0:0/10:0/16:1(9Z)/20:0)	1-MLCL(0:0/10:0/16:1(9Z)/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/16:1(9Z)/20:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-27-29-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-33-30-28-26-21-19-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-32-15-12-9-6-3/h19,21,50-52,56-57H,4-18,20,22-49H2,1-3H3,(H,61,62)(H,63,64)/b21-19-/t50-,51+,52+/m0/s1	RWOIKVQHWPJKIA-ZZKBDPAPSA-N	1084.695611			MMDBc0043452
BASm0030254	1-MLCL(0:0/10:0/18:0/18:1(9Z))	1-MLCL(0:0/10:0/18:0/18:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/18:0/18:1(9Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-33-35-38-41-53(58)65-47-52(71-55(60)43-40-37-34-31-29-27-25-23-21-19-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-32-15-12-9-6-3/h23,25,50-52,56-57H,4-22,24,26-49H2,1-3H3,(H,61,62)(H,63,64)/b25-23-/t50-,51+,52+/m0/s1	XZOJJPIHXNBHOM-KOAJVVHQSA-N	1084.695611			MMDBc0043453
BASm0030255	1-MLCL(0:0/12:0/12:0/22:1(13Z))	1-MLCL(0:0/12:0/12:0/22:1(13Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/12:0/22:1(13Z)) contains one chain of  at the C1 position, two chains of dodecanoic acid at the C2 and C3 positions, one chain of (13Z-docosenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-32-29-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-33-30-18-15-12-9-6-3/h21-22,50-52,56-57H,4-20,23-49H2,1-3H3,(H,61,62)(H,63,64)/b22-21-/t50-,51+,52+/m0/s1	LWZIKONSTCHVCW-ZMBGVGIXSA-N	1084.695611			MMDBc0043454
BASm0030256	1-MLCL(0:0/12:0/14:0/20:1(13Z))	1-MLCL(0:0/12:0/14:0/20:1(13Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/14:0/20:1(13Z)) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-28-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-32-30-27-20-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-33-29-18-15-12-9-6-3/h19,21,50-52,56-57H,4-18,20,22-49H2,1-3H3,(H,61,62)(H,63,64)/b21-19-/t50-,51+,52+/m0/s1	OWHCTZBJRGCBKT-ZZKBDPAPSA-N	1084.695611			MMDBc0043455
BASm0030257	1-MLCL(0:0/12:0/14:1(9Z)/20:0)	1-MLCL(0:0/12:0/14:1(9Z)/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/14:1(9Z)/20:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of eicosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-28-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-32-30-27-20-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-33-29-18-15-12-9-6-3/h14,17,50-52,56-57H,4-13,15-16,18-49H2,1-3H3,(H,61,62)(H,63,64)/b17-14-/t50-,51+,52+/m0/s1	SFQMWOUCONNSJY-JJCAAWNASA-N	1084.695611			MMDBc0043456
BASm0030258	1-MLCL(0:0/12:0/16:0/18:1(9Z))	1-MLCL(0:0/12:0/16:0/18:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/16:0/18:1(9Z)) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-19-21-23-24-26-28-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-32-30-27-25-22-20-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-33-29-18-15-12-9-6-3/h23-24,50-52,56-57H,4-22,25-49H2,1-3H3,(H,61,62)(H,63,64)/b24-23-/t50-,51+,52+/m0/s1	QFIZJGKKEQQYCP-YVJVDHJKSA-N	1084.695611			MMDBc0043457
BASm0030259	1-MLCL(0:0/12:0/16:1(9Z)/18:0)	1-MLCL(0:0/12:0/16:1(9Z)/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/16:1(9Z)/18:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-19-21-23-24-26-28-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-32-30-27-25-22-20-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-33-29-18-15-12-9-6-3/h20,22,50-52,56-57H,4-19,21,23-49H2,1-3H3,(H,61,62)(H,63,64)/b22-20-/t50-,51+,52+/m0/s1	MZCLNUGWCZXUHN-IICVJFORSA-N	1084.695611			MMDBc0043458
BASm0030260	1-MLCL(0:0/14:0/14:0/18:1(9Z))	1-MLCL(0:0/14:0/14:0/18:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/14:0/18:1(9Z)) contains one chain of  at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of (9Z-octadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-19-22-23-24-25-28-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-32-29-26-20-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-33-30-27-21-18-15-12-9-6-3/h23-24,50-52,56-57H,4-22,25-49H2,1-3H3,(H,61,62)(H,63,64)/b24-23-/t50-,51+,52+/m0/s1	KCGJSZPNVNRIDP-YVJVDHJKSA-N	1084.695611			MMDBc0043459
BASm0030261	1-MLCL(0:0/14:0/14:1(9Z)/18:0)	1-MLCL(0:0/14:0/14:1(9Z)/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/14:1(9Z)/18:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of octadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-19-22-23-24-25-28-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-32-29-26-20-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-33-30-27-21-18-15-12-9-6-3/h14,17,50-52,56-57H,4-13,15-16,18-49H2,1-3H3,(H,61,62)(H,63,64)/b17-14-/t50-,51+,52+/m0/s1	VCRBDBIWNWKOPN-JJCAAWNASA-N	1084.695611			MMDBc0043460
BASm0030262	1-MLCL(0:0/14:0/16:0/16:1(9Z))	1-MLCL(0:0/14:0/16:0/16:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/16:0/16:1(9Z)) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-19-22-24-27-29-32-35-38-41-53(58)65-47-52(71-55(60)43-40-37-34-31-28-25-23-20-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-33-30-26-21-18-15-12-9-6-3/h20,23,50-52,56-57H,4-19,21-22,24-49H2,1-3H3,(H,61,62)(H,63,64)/b23-20-/t50-,51+,52+/m0/s1	MLPWOZLSJRCDMJ-CODBKTGWSA-N	1084.695611			MMDBc0043461
BASm0030263	1-MLCL(0:0/14:1(9Z)/16:0/16:0)	1-MLCL(0:0/14:1(9Z)/16:0/16:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:1(9Z)/16:0/16:0) contains one chain of  at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, two chains of hexadecanoic acid at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-19-22-24-27-29-32-35-38-41-53(58)65-47-52(71-55(60)43-40-37-34-31-28-25-23-20-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-33-30-26-21-18-15-12-9-6-3/h15,18,50-52,56-57H,4-14,16-17,19-49H2,1-3H3,(H,61,62)(H,63,64)/b18-15-/t50-,51+,52+/m0/s1	WIFILLLTZIEKOP-HQFMDHHSSA-N	1084.695611			MMDBc0043462
BASm0030264	1-MLCL(0:0/15:0/15:0/16:1(9Z))	1-MLCL(0:0/15:0/15:0/16:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:0/15:0/16:1(9Z)) contains one chain of  at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of (9Z-hexadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-32-29-26-23-20-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-33-30-27-24-21-18-15-12-9-6-3/h19,22,50-52,56-57H,4-18,20-21,23-49H2,1-3H3,(H,61,62)(H,63,64)/b22-19-/t50-,51+,52+/m0/s1	BGTFJKKGUKTWLG-ZCHFHVLZSA-N	1084.695611			MMDBc0043463
BASm0030265	1-MLCL(0:0/15:0/15:1(9Z)/16:0)	1-MLCL(0:0/15:0/15:1(9Z)/16:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:0/15:1(9Z)/16:0) contains one chain of  at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of hexadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-32-29-26-23-20-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-33-30-27-24-21-18-15-12-9-6-3/h17,20,50-52,56-57H,4-16,18-19,21-49H2,1-3H3,(H,61,62)(H,63,64)/b20-17-/t50-,51+,52+/m0/s1	GITPBJMZZNBEJL-DGWVDAJISA-N	1084.695611			MMDBc0043464
BASm0030266	1-MLCL(0:0/10:0/14:1(9Z)/22:1(13Z))	1-MLCL(0:0/10:0/14:1(9Z)/22:1(13Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/14:1(9Z)/22:1(13Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (13Z-docosenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C55H104O16P2	InChI=1S/C55H104O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-29-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-33-30-28-19-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-32-15-12-9-6-3/h14,17,21-22,50-52,56-57H,4-13,15-16,18-20,23-49H2,1-3H3,(H,61,62)(H,63,64)/b17-14-,22-21-/t50-,51+,52+/m0/s1	BUTKQRRMVMEMNT-RTSIEDBGSA-N	1082.679961			MMDBc0043465
BASm0030267	1-MLCL(0:0/10:0/16:1(9Z)/20:1(13Z))	1-MLCL(0:0/10:0/16:1(9Z)/20:1(13Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/16:1(9Z)/20:1(13Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C55H104O16P2	InChI=1S/C55H104O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-27-29-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-33-30-28-26-21-19-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-32-15-12-9-6-3/h18-21,50-52,56-57H,4-17,22-49H2,1-3H3,(H,61,62)(H,63,64)/b20-18-,21-19-/t50-,51+,52+/m0/s1	LZRBYDHJBVUIDI-NDHXZVEGSA-N	1082.679961			MMDBc0043466
BASm0030268	1-MLCL(0:0/10:0/18:1(9Z)/18:1(9Z))	1-MLCL(0:0/10:0/18:1(9Z)/18:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/18:1(9Z)/18:1(9Z)) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, two chains of (9Z-octadecenoyl) at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C55H104O16P2	InChI=1S/C55H104O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-33-35-38-41-53(58)65-47-52(71-55(60)43-40-37-34-31-29-27-25-23-21-19-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-32-15-12-9-6-3/h22-25,50-52,56-57H,4-21,26-49H2,1-3H3,(H,61,62)(H,63,64)/b24-22-,25-23-/t50-,51+,52+/m0/s1	FYDVDNXGKOQIJH-GGQKTTRLSA-N	1082.679961			MMDBc0043467
BASm0030269	1-MLCL(0:0/12:0/14:1(9Z)/20:1(13Z))	1-MLCL(0:0/12:0/14:1(9Z)/20:1(13Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/14:1(9Z)/20:1(13Z)) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (13Z-eicosenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C55H104O16P2	InChI=1S/C55H104O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-28-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-32-30-27-20-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-33-29-18-15-12-9-6-3/h14,17,19,21,50-52,56-57H,4-13,15-16,18,20,22-49H2,1-3H3,(H,61,62)(H,63,64)/b17-14-,21-19-/t50-,51+,52+/m0/s1	LXRUOOPFBBKMAG-KXVVFWMMSA-N	1082.679961			MMDBc0043468
BASm0030270	1-MLCL(0:0/12:0/16:1(9Z)/18:1(9Z))	1-MLCL(0:0/12:0/16:1(9Z)/18:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/16:1(9Z)/18:1(9Z)) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C55H104O16P2	InChI=1S/C55H104O16P2/c1-4-7-10-13-16-19-21-23-24-26-28-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-32-30-27-25-22-20-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-33-29-18-15-12-9-6-3/h20,22-24,50-52,56-57H,4-19,21,25-49H2,1-3H3,(H,61,62)(H,63,64)/b22-20-,24-23-/t50-,51+,52+/m0/s1	WPNUEAYNSHZIFY-BRVCPRCNSA-N	1082.679961			MMDBc0043469
BASm0030271	1-MLCL(0:0/14:0/14:1(9Z)/18:1(9Z))	1-MLCL(0:0/14:0/14:1(9Z)/18:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/14:1(9Z)/18:1(9Z)) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C55H104O16P2	InChI=1S/C55H104O16P2/c1-4-7-10-13-16-19-22-23-24-25-28-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-32-29-26-20-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-33-30-27-21-18-15-12-9-6-3/h14,17,23-24,50-52,56-57H,4-13,15-16,18-22,25-49H2,1-3H3,(H,61,62)(H,63,64)/b17-14-,24-23-/t50-,51+,52+/m0/s1	MBRDTPQCRXOQGB-MYGUUSGWSA-N	1082.679961			MMDBc0043470
BASm0030272	1-MLCL(0:0/14:0/16:1(9Z)/16:1(9Z))	1-MLCL(0:0/14:0/16:1(9Z)/16:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/16:1(9Z)/16:1(9Z)) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of (9Z-hexadecenoyl) at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C55H104O16P2	InChI=1S/C55H104O16P2/c1-4-7-10-13-16-19-22-24-27-29-32-35-38-41-53(58)65-47-52(71-55(60)43-40-37-34-31-28-25-23-20-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-33-30-26-21-18-15-12-9-6-3/h19-20,22-23,50-52,56-57H,4-18,21,24-49H2,1-3H3,(H,61,62)(H,63,64)/b22-19-,23-20-/t50-,51+,52+/m0/s1	AWRUUVZTGAHHBO-PGBVMTLESA-N	1082.679961			MMDBc0043471
BASm0030273	1-MLCL(0:0/14:1(9Z)/14:1(9Z)/18:0)	1-MLCL(0:0/14:1(9Z)/14:1(9Z)/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:1(9Z)/14:1(9Z)/18:0) contains one chain of  at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C55H104O16P2	InChI=1S/C55H104O16P2/c1-4-7-10-13-16-19-22-23-24-25-28-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-32-29-26-20-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-33-30-27-21-18-15-12-9-6-3/h14-15,17-18,50-52,56-57H,4-13,16,19-49H2,1-3H3,(H,61,62)(H,63,64)/b17-14-,18-15-/t50-,51+,52+/m0/s1	RSZSPACPVLDACV-UKSDYCRCSA-N	1082.679961			MMDBc0043472
BASm0030274	1-MLCL(0:0/14:1(9Z)/16:0/16:1(9Z))	1-MLCL(0:0/14:1(9Z)/16:0/16:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:1(9Z)/16:0/16:1(9Z)) contains one chain of  at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C55H104O16P2	InChI=1S/C55H104O16P2/c1-4-7-10-13-16-19-22-24-27-29-32-35-38-41-53(58)65-47-52(71-55(60)43-40-37-34-31-28-25-23-20-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-33-30-26-21-18-15-12-9-6-3/h15,18,20,23,50-52,56-57H,4-14,16-17,19,21-22,24-49H2,1-3H3,(H,61,62)(H,63,64)/b18-15-,23-20-/t50-,51+,52+/m0/s1	AHRVOQDAODLHBN-WYUKIRRCSA-N	1082.679961			MMDBc0043473
BASm0030275	1-MLCL(0:0/15:0/15:1(9Z)/16:1(9Z))	1-MLCL(0:0/15:0/15:1(9Z)/16:1(9Z)) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:0/15:1(9Z)/16:1(9Z)) contains one chain of  at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C55H104O16P2	InChI=1S/C55H104O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-32-29-26-23-20-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-33-30-27-24-21-18-15-12-9-6-3/h17,19-20,22,50-52,56-57H,4-16,18,21,23-49H2,1-3H3,(H,61,62)(H,63,64)/b20-17-,22-19-/t50-,51+,52+/m0/s1	SMNJNMVYNMEJGS-JPHDLNDSSA-N	1082.679961			MMDBc0043474
BASm0030276	1-MLCL(0:0/15:1(9Z)/15:1(9Z)/16:0)	1-MLCL(0:0/15:1(9Z)/15:1(9Z)/16:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:1(9Z)/15:1(9Z)/16:0) contains one chain of  at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of hexadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC	C55H104O16P2	InChI=1S/C55H104O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-55(60)71-52(47-65-53(58)41-38-35-32-29-26-23-20-17-14-11-8-5-2)49-69-73(63,64)67-46-50(57)45-66-72(61,62)68-48-51(44-56)70-54(59)42-39-36-33-30-27-24-21-18-15-12-9-6-3/h17-18,20-21,50-52,56-57H,4-16,19,22-49H2,1-3H3,(H,61,62)(H,63,64)/b20-17-,21-18-/t50-,51+,52+/m0/s1	ISXUBSLYQMSVIE-KGMGSMNCSA-N	1082.679961			MMDBc0043475
BASm0030277	1-MLCL(0:0/10:0/10:0/27:0)	1-MLCL(0:0/10:0/10:0/27:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/10:0/27:0) contains one chain of  at the C1 position, two chains of decanoic acid at the C2 and C3 positions, one chain of heptacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C56H110O16P2	InChI=1S/C56H110O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-35-38-41-44-56(61)72-53(48-66-54(59)42-39-36-33-14-11-8-5-2)50-70-74(64,65)68-47-51(58)46-67-73(62,63)69-49-52(45-57)71-55(60)43-40-37-34-15-12-9-6-3/h51-53,57-58H,4-50H2,1-3H3,(H,62,63)(H,64,65)/t51-,52+,53+/m0/s1	MNRBYNPODBRNJU-CXSYDHIFSA-N	1100.726911			MMDBc0043476
BASm0030278	1-MLCL(0:0/10:0/12:0/25:0)	1-MLCL(0:0/10:0/12:0/25:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/12:0/25:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of dodecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C56H110O16P2	InChI=1S/C56H110O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-29-30-32-35-38-41-44-56(61)72-53(48-66-54(59)42-39-36-34-31-17-14-11-8-5-2)50-70-74(64,65)68-47-51(58)46-67-73(62,63)69-49-52(45-57)71-55(60)43-40-37-33-15-12-9-6-3/h51-53,57-58H,4-50H2,1-3H3,(H,62,63)(H,64,65)/t51-,52+,53+/m0/s1	ABGQMUCJXGDQFV-CXSYDHIFSA-N	1100.726911			MMDBc0043477
BASm0030279	1-MLCL(0:0/10:0/15:0/22:0)	1-MLCL(0:0/10:0/15:0/22:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/15:0/22:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C56H110O16P2	InChI=1S/C56H110O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-30-32-35-38-41-44-56(61)72-53(48-66-54(59)42-39-36-34-31-29-21-19-17-14-11-8-5-2)50-70-74(64,65)68-47-51(58)46-67-73(62,63)69-49-52(45-57)71-55(60)43-40-37-33-15-12-9-6-3/h51-53,57-58H,4-50H2,1-3H3,(H,62,63)(H,64,65)/t51-,52+,53+/m0/s1	PRJQXMYJLVVSNE-CXSYDHIFSA-N	1100.726911			MMDBc0043478
BASm0030280	1-MLCL(0:0/12:0/15:0/20:0)	1-MLCL(0:0/12:0/15:0/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/15:0/20:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C56H110O16P2	InChI=1S/C56H110O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-29-32-35-38-41-44-56(61)72-53(48-66-54(59)42-39-36-33-31-28-22-20-17-14-11-8-5-2)50-70-74(64,65)68-47-51(58)46-67-73(62,63)69-49-52(45-57)71-55(60)43-40-37-34-30-18-15-12-9-6-3/h51-53,57-58H,4-50H2,1-3H3,(H,62,63)(H,64,65)/t51-,52+,53+/m0/s1	JYJOHIJNBPGJFU-CXSYDHIFSA-N	1100.726911			MMDBc0043479
BASm0030281	1-MLCL(0:0/14:0/15:0/18:0)	1-MLCL(0:0/14:0/15:0/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/15:0/18:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C56H110O16P2	InChI=1S/C56H110O16P2/c1-4-7-10-13-16-19-22-24-25-26-29-32-35-38-41-44-56(61)72-53(48-66-54(59)42-39-36-33-30-28-23-20-17-14-11-8-5-2)50-70-74(64,65)68-47-51(58)46-67-73(62,63)69-49-52(45-57)71-55(60)43-40-37-34-31-27-21-18-15-12-9-6-3/h51-53,57-58H,4-50H2,1-3H3,(H,62,63)(H,64,65)/t51-,52+,53+/m0/s1	UMEQLXRXZDOVPB-CXSYDHIFSA-N	1100.726911			MMDBc0043480
BASm0030282	1-MLCL(0:0/15:0/16:0/16:0)	1-MLCL(0:0/15:0/16:0/16:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:0/16:0/16:0) contains one chain of  at the C1 position, one chain of pentadecanoic acid at the C2 position, two chains of hexadecanoic acid at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C56H110O16P2	InChI=1S/C56H110O16P2/c1-4-7-10-13-16-19-22-25-28-30-33-36-39-42-54(59)66-48-53(72-56(61)44-41-38-35-32-29-26-23-20-17-14-11-8-5-2)50-70-74(64,65)68-47-51(58)46-67-73(62,63)69-49-52(45-57)71-55(60)43-40-37-34-31-27-24-21-18-15-12-9-6-3/h51-53,57-58H,4-50H2,1-3H3,(H,62,63)(H,64,65)/t51-,52+,53+/m0/s1	UJONKAFWJQGMHW-CXSYDHIFSA-N	1100.726911			MMDBc0043481
BASm0030283	1-MLCL(0:0/10:0/10:0/28:0)	1-MLCL(0:0/10:0/10:0/28:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/10:0/28:0) contains one chain of  at the C1 position, two chains of decanoic acid at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C57H112O16P2	InChI=1S/C57H112O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-36-39-42-45-57(62)73-54(49-67-55(60)43-40-37-34-14-11-8-5-2)51-71-75(65,66)69-48-52(59)47-68-74(63,64)70-50-53(46-58)72-56(61)44-41-38-35-15-12-9-6-3/h52-54,58-59H,4-51H2,1-3H3,(H,63,64)(H,65,66)/t52-,53+,54+/m0/s1	BJFLEDHSJQWHQD-OXYMOTDNSA-N	1114.742562			MMDBc0043482
BASm0030284	1-MLCL(0:0/10:0/12:0/26:0)	1-MLCL(0:0/10:0/12:0/26:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/12:0/26:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of dodecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C57H112O16P2	InChI=1S/C57H112O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-29-30-31-33-36-39-42-45-57(62)73-54(49-67-55(60)43-40-37-35-32-17-14-11-8-5-2)51-71-75(65,66)69-48-52(59)47-68-74(63,64)70-50-53(46-58)72-56(61)44-41-38-34-15-12-9-6-3/h52-54,58-59H,4-51H2,1-3H3,(H,63,64)(H,65,66)/t52-,53+,54+/m0/s1	ZHVJSXDEOVBDBE-OXYMOTDNSA-N	1114.742562			MMDBc0043483
BASm0030285	1-MLCL(0:0/10:0/14:0/24:0)	1-MLCL(0:0/10:0/14:0/24:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/14:0/24:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C57H112O16P2	InChI=1S/C57H112O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-31-33-36-39-42-45-57(62)73-54(49-67-55(60)43-40-37-35-32-30-19-17-14-11-8-5-2)51-71-75(65,66)69-48-52(59)47-68-74(63,64)70-50-53(46-58)72-56(61)44-41-38-34-15-12-9-6-3/h52-54,58-59H,4-51H2,1-3H3,(H,63,64)(H,65,66)/t52-,53+,54+/m0/s1	MUQDKJPOVGGDIS-OXYMOTDNSA-N	1114.742562			MMDBc0043484
BASm0030286	1-MLCL(0:0/10:0/16:0/22:0)	1-MLCL(0:0/10:0/16:0/22:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/16:0/22:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C57H112O16P2	InChI=1S/C57H112O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-29-31-33-36-39-42-45-57(62)73-54(49-67-55(60)43-40-37-35-32-30-28-21-19-17-14-11-8-5-2)51-71-75(65,66)69-48-52(59)47-68-74(63,64)70-50-53(46-58)72-56(61)44-41-38-34-15-12-9-6-3/h52-54,58-59H,4-51H2,1-3H3,(H,63,64)(H,65,66)/t52-,53+,54+/m0/s1	MIPDEZDNKIBDHT-OXYMOTDNSA-N	1114.742562			MMDBc0043485
BASm0030287	1-MLCL(0:0/10:0/18:0/20:0)	1-MLCL(0:0/10:0/18:0/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/18:0/20:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C57H112O16P2	InChI=1S/C57H112O16P2/c1-4-7-10-13-16-18-20-22-24-25-27-29-31-33-36-39-42-45-57(62)73-54(49-67-55(60)43-40-37-35-32-30-28-26-23-21-19-17-14-11-8-5-2)51-71-75(65,66)69-48-52(59)47-68-74(63,64)70-50-53(46-58)72-56(61)44-41-38-34-15-12-9-6-3/h52-54,58-59H,4-51H2,1-3H3,(H,63,64)(H,65,66)/t52-,53+,54+/m0/s1	NBDVZWDAFDRQHQ-OXYMOTDNSA-N	1114.742562			MMDBc0043486
BASm0030288	1-MLCL(0:0/12:0/12:0/24:0)	1-MLCL(0:0/12:0/12:0/24:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/12:0/24:0) contains one chain of  at the C1 position, two chains of dodecanoic acid at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C57H112O16P2	InChI=1S/C57H112O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-29-30-33-36-39-42-45-57(62)73-54(49-67-55(60)43-40-37-34-31-17-14-11-8-5-2)51-71-75(65,66)69-48-52(59)47-68-74(63,64)70-50-53(46-58)72-56(61)44-41-38-35-32-18-15-12-9-6-3/h52-54,58-59H,4-51H2,1-3H3,(H,63,64)(H,65,66)/t52-,53+,54+/m0/s1	WKLBPULVVHFGSI-OXYMOTDNSA-N	1114.742562			MMDBc0043487
BASm0030289	1-MLCL(0:0/12:0/14:0/22:0)	1-MLCL(0:0/12:0/14:0/22:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/14:0/22:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C57H112O16P2	InChI=1S/C57H112O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-30-33-36-39-42-45-57(62)73-54(49-67-55(60)43-40-37-34-32-29-20-17-14-11-8-5-2)51-71-75(65,66)69-48-52(59)47-68-74(63,64)70-50-53(46-58)72-56(61)44-41-38-35-31-18-15-12-9-6-3/h52-54,58-59H,4-51H2,1-3H3,(H,63,64)(H,65,66)/t52-,53+,54+/m0/s1	RQOZIZBVYRJADK-OXYMOTDNSA-N	1114.742562			MMDBc0043488
BASm0030290	1-MLCL(0:0/12:0/16:0/20:0)	1-MLCL(0:0/12:0/16:0/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/16:0/20:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C57H112O16P2	InChI=1S/C57H112O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-28-30-33-36-39-42-45-57(62)73-54(49-67-55(60)43-40-37-34-32-29-27-22-20-17-14-11-8-5-2)51-71-75(65,66)69-48-52(59)47-68-74(63,64)70-50-53(46-58)72-56(61)44-41-38-35-31-18-15-12-9-6-3/h52-54,58-59H,4-51H2,1-3H3,(H,63,64)(H,65,66)/t52-,53+,54+/m0/s1	WLIBCAUROPTCLI-OXYMOTDNSA-N	1114.742562			MMDBc0043489
BASm0030291	1-MLCL(0:0/12:0/18:0/18:0)	1-MLCL(0:0/12:0/18:0/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/18:0/18:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C57H112O16P2	InChI=1S/C57H112O16P2/c1-4-7-10-13-16-19-21-23-25-27-29-32-34-37-40-43-55(60)67-49-54(73-57(62)45-42-39-36-33-30-28-26-24-22-20-17-14-11-8-5-2)51-71-75(65,66)69-48-52(59)47-68-74(63,64)70-50-53(46-58)72-56(61)44-41-38-35-31-18-15-12-9-6-3/h52-54,58-59H,4-51H2,1-3H3,(H,63,64)(H,65,66)/t52-,53+,54+/m0/s1	WRUAIBLXNWKGPI-OXYMOTDNSA-N	1114.742562			MMDBc0043490
BASm0030292	1-MLCL(0:0/14:0/14:0/20:0)	1-MLCL(0:0/14:0/14:0/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/14:0/20:0) contains one chain of  at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C57H112O16P2	InChI=1S/C57H112O16P2/c1-4-7-10-13-16-19-22-23-24-25-26-27-30-33-36-39-42-45-57(62)73-54(49-67-55(60)43-40-37-34-31-28-20-17-14-11-8-5-2)51-71-75(65,66)69-48-52(59)47-68-74(63,64)70-50-53(46-58)72-56(61)44-41-38-35-32-29-21-18-15-12-9-6-3/h52-54,58-59H,4-51H2,1-3H3,(H,63,64)(H,65,66)/t52-,53+,54+/m0/s1	QHSUVTIOQRYVOO-OXYMOTDNSA-N	1114.742562			MMDBc0043491
BASm0030293	1-MLCL(0:0/14:0/16:0/18:0)	1-MLCL(0:0/14:0/16:0/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/16:0/18:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C57H112O16P2	InChI=1S/C57H112O16P2/c1-4-7-10-13-16-19-22-24-25-27-30-33-36-39-42-45-57(62)73-54(49-67-55(60)43-40-37-34-31-29-26-23-20-17-14-11-8-5-2)51-71-75(65,66)69-48-52(59)47-68-74(63,64)70-50-53(46-58)72-56(61)44-41-38-35-32-28-21-18-15-12-9-6-3/h52-54,58-59H,4-51H2,1-3H3,(H,63,64)(H,65,66)/t52-,53+,54+/m0/s1	FDELTZSAUHJGRG-OXYMOTDNSA-N	1114.742562			MMDBc0043492
BASm0030294	1-MLCL(0:0/15:0/15:0/18:0)	1-MLCL(0:0/15:0/15:0/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:0/15:0/18:0) contains one chain of  at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C57H112O16P2	InChI=1S/C57H112O16P2/c1-4-7-10-13-16-19-22-25-26-27-30-33-36-39-42-45-57(62)73-54(49-67-55(60)43-40-37-34-31-28-23-20-17-14-11-8-5-2)51-71-75(65,66)69-48-52(59)47-68-74(63,64)70-50-53(46-58)72-56(61)44-41-38-35-32-29-24-21-18-15-12-9-6-3/h52-54,58-59H,4-51H2,1-3H3,(H,63,64)(H,65,66)/t52-,53+,54+/m0/s1	XCOQPGWJWVLVNQ-OXYMOTDNSA-N	1114.742562			MMDBc0043493
BASm0030295	1-MLCL(0:0/16:0/16:0/16:0)	1-MLCL(0:0/16:0/16:0/16:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/16:0/16:0/16:0) contains one chain of  at the C1 position, three chains of hexadecanoic acid at the C2, C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C57H112O16P2	InChI=1S/C57H112O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-55(60)67-49-54(73-57(62)45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)51-71-75(65,66)69-48-52(59)47-68-74(63,64)70-50-53(46-58)72-56(61)44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h52-54,58-59H,4-51H2,1-3H3,(H,63,64)(H,65,66)/t52-,53+,54+/m0/s1	OJQVNVOSOVYIPZ-OXYMOTDNSA-N	1114.742562			MMDBc0043494
BASm0030296	1-MLCL(0:0/10:0/10:0/29:0)	1-MLCL(0:0/10:0/10:0/29:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/10:0/29:0) contains one chain of  at the C1 position, two chains of decanoic acid at the C2 and C3 positions, one chain of nonacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C58H114O16P2	InChI=1S/C58H114O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-37-40-43-46-58(63)74-55(50-68-56(61)44-41-38-35-14-11-8-5-2)52-72-76(66,67)70-49-53(60)48-69-75(64,65)71-51-54(47-59)73-57(62)45-42-39-36-15-12-9-6-3/h53-55,59-60H,4-52H2,1-3H3,(H,64,65)(H,66,67)/t53-,54+,55+/m0/s1	NBVZTNDQXMQJFS-SQTUBTBJSA-N	1128.758212			MMDBc0043495
BASm0030297	1-MLCL(0:0/10:0/12:0/27:0)	1-MLCL(0:0/10:0/12:0/27:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/12:0/27:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of dodecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C58H114O16P2	InChI=1S/C58H114O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-34-37-40-43-46-58(63)74-55(50-68-56(61)44-41-38-36-33-17-14-11-8-5-2)52-72-76(66,67)70-49-53(60)48-69-75(64,65)71-51-54(47-59)73-57(62)45-42-39-35-15-12-9-6-3/h53-55,59-60H,4-52H2,1-3H3,(H,64,65)(H,66,67)/t53-,54+,55+/m0/s1	LZHFIIVRWTWMKS-SQTUBTBJSA-N	1128.758212			MMDBc0043496
BASm0030298	1-MLCL(0:0/10:0/14:0/25:0)	1-MLCL(0:0/10:0/14:0/25:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/14:0/25:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C58H114O16P2	InChI=1S/C58H114O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-32-34-37-40-43-46-58(63)74-55(50-68-56(61)44-41-38-36-33-31-19-17-14-11-8-5-2)52-72-76(66,67)70-49-53(60)48-69-75(64,65)71-51-54(47-59)73-57(62)45-42-39-35-15-12-9-6-3/h53-55,59-60H,4-52H2,1-3H3,(H,64,65)(H,66,67)/t53-,54+,55+/m0/s1	AIKZAMFRKKYBQL-SQTUBTBJSA-N	1128.758212			MMDBc0043497
BASm0030299	1-MLCL(0:0/10:0/15:0/24:0)	1-MLCL(0:0/10:0/15:0/24:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/15:0/24:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C58H114O16P2	InChI=1S/C58H114O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-32-34-37-40-43-46-58(63)74-55(50-68-56(61)44-41-38-36-33-31-21-19-17-14-11-8-5-2)52-72-76(66,67)70-49-53(60)48-69-75(64,65)71-51-54(47-59)73-57(62)45-42-39-35-15-12-9-6-3/h53-55,59-60H,4-52H2,1-3H3,(H,64,65)(H,66,67)/t53-,54+,55+/m0/s1	VAVMSMATMSBJST-SQTUBTBJSA-N	1128.758212			MMDBc0043498
BASm0030300	1-MLCL(0:0/12:0/12:0/25:0)	1-MLCL(0:0/12:0/12:0/25:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/12:0/25:0) contains one chain of  at the C1 position, two chains of dodecanoic acid at the C2 and C3 positions, one chain of pentacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C58H114O16P2	InChI=1S/C58H114O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-29-30-31-34-37-40-43-46-58(63)74-55(50-68-56(61)44-41-38-35-32-17-14-11-8-5-2)52-72-76(66,67)70-49-53(60)48-69-75(64,65)71-51-54(47-59)73-57(62)45-42-39-36-33-18-15-12-9-6-3/h53-55,59-60H,4-52H2,1-3H3,(H,64,65)(H,66,67)/t53-,54+,55+/m0/s1	MZDIIYRLAGMKGV-SQTUBTBJSA-N	1128.758212			MMDBc0043499
BASm0030301	1-MLCL(0:0/12:0/15:0/22:0)	1-MLCL(0:0/12:0/15:0/22:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/15:0/22:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C58H114O16P2	InChI=1S/C58H114O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-31-34-37-40-43-46-58(63)74-55(50-68-56(61)44-41-38-35-33-30-22-20-17-14-11-8-5-2)52-72-76(66,67)70-49-53(60)48-69-75(64,65)71-51-54(47-59)73-57(62)45-42-39-36-32-18-15-12-9-6-3/h53-55,59-60H,4-52H2,1-3H3,(H,64,65)(H,66,67)/t53-,54+,55+/m0/s1	NHEBKTYNWHDFLA-SQTUBTBJSA-N	1128.758212			MMDBc0043500
BASm0030302	1-MLCL(0:0/14:0/15:0/20:0)	1-MLCL(0:0/14:0/15:0/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/15:0/20:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C58H114O16P2	InChI=1S/C58H114O16P2/c1-4-7-10-13-16-19-22-24-25-26-27-28-31-34-37-40-43-46-58(63)74-55(50-68-56(61)44-41-38-35-32-30-23-20-17-14-11-8-5-2)52-72-76(66,67)70-49-53(60)48-69-75(64,65)71-51-54(47-59)73-57(62)45-42-39-36-33-29-21-18-15-12-9-6-3/h53-55,59-60H,4-52H2,1-3H3,(H,64,65)(H,66,67)/t53-,54+,55+/m0/s1	LXDZLGQWRMQIHE-SQTUBTBJSA-N	1128.758212			MMDBc0043501
BASm0030303	1-MLCL(0:0/15:0/16:0/18:0)	1-MLCL(0:0/15:0/16:0/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:0/16:0/18:0) contains one chain of  at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C58H114O16P2	InChI=1S/C58H114O16P2/c1-4-7-10-13-16-19-22-25-26-28-31-34-37-40-43-46-58(63)74-55(50-68-56(61)44-41-38-35-32-30-27-23-20-17-14-11-8-5-2)52-72-76(66,67)70-49-53(60)48-69-75(64,65)71-51-54(47-59)73-57(62)45-42-39-36-33-29-24-21-18-15-12-9-6-3/h53-55,59-60H,4-52H2,1-3H3,(H,64,65)(H,66,67)/t53-,54+,55+/m0/s1	PNTVRXZJLZBUDO-SQTUBTBJSA-N	1128.758212			MMDBc0043502
BASm0030304	1-MLCL(0:0/10:0/10:0/30:0)	1-MLCL(0:0/10:0/10:0/30:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/10:0/30:0) contains one chain of  at the C1 position, two chains of decanoic acid at the C2 and C3 positions, one chain of tricontanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-15-12-9-6-3/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55+,56+/m0/s1	RYUIJJBPZMDIJS-GIBSMHJUSA-N	1142.773862			MMDBc0043503
BASm0030305	1-MLCL(0:0/10:0/12:0/28:0)	1-MLCL(0:0/10:0/12:0/28:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/12:0/28:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of dodecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55+,56+/m0/s1	JIRIBRNLLTZTOY-GIBSMHJUSA-N	1142.773862			MMDBc0043504
BASm0030306	1-MLCL(0:0/10:0/14:0/26:0)	1-MLCL(0:0/10:0/14:0/26:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/14:0/26:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55+,56+/m0/s1	AGKPOEVQTJQGQJ-GIBSMHJUSA-N	1142.773862			MMDBc0043505
BASm0030307	1-MLCL(0:0/10:0/15:0/25:0)	1-MLCL(0:0/10:0/15:0/25:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/15:0/25:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55+,56+/m0/s1	ZFZJZTUHSSOOJA-GIBSMHJUSA-N	1142.773862			MMDBc0043506
BASm0030308	1-MLCL(0:0/10:0/16:0/24:0)	1-MLCL(0:0/10:0/16:0/24:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/16:0/24:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-30-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55+,56+/m0/s1	GELLKLRVVOBXRV-GIBSMHJUSA-N	1142.773862			MMDBc0043507
BASm0030309	1-MLCL(0:0/10:0/18:0/22:0)	1-MLCL(0:0/10:0/18:0/22:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/18:0/22:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-29-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-30-28-23-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55+,56+/m0/s1	MSCWRYVCLOLYPH-GIBSMHJUSA-N	1142.773862			MMDBc0043508
BASm0030310	1-MLCL(0:0/10:0/20:0/20:0)	1-MLCL(0:0/10:0/20:0/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/20:0/20:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-32-34-37-39-42-45-57(62)69-51-56(75-59(64)47-44-41-38-35-33-31-29-27-25-23-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55+,56+/m0/s1	ZUEWHZKODHAOKW-GIBSMHJUSA-N	1142.773862			MMDBc0043509
BASm0030311	1-MLCL(0:0/12:0/12:0/26:0)	1-MLCL(0:0/12:0/12:0/26:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/12:0/26:0) contains one chain of  at the C1 position, two chains of dodecanoic acid at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-29-30-31-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-33-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-34-18-15-12-9-6-3/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55+,56+/m0/s1	LEXYYJVZFCSNGM-GIBSMHJUSA-N	1142.773862			MMDBc0043510
BASm0030312	1-MLCL(0:0/12:0/14:0/24:0)	1-MLCL(0:0/12:0/14:0/24:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/14:0/24:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-34-31-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-33-18-15-12-9-6-3/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55+,56+/m0/s1	HTVOJYGUYKAGDD-GIBSMHJUSA-N	1142.773862			MMDBc0043511
BASm0030313	1-MLCL(0:0/12:0/16:0/22:0)	1-MLCL(0:0/12:0/16:0/22:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/16:0/22:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-30-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-34-31-29-22-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-33-18-15-12-9-6-3/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55+,56+/m0/s1	YDIFQPWLYFISLT-GIBSMHJUSA-N	1142.773862			MMDBc0043512
BASm0030314	1-MLCL(0:0/12:0/18:0/20:0)	1-MLCL(0:0/12:0/18:0/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/18:0/20:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-19-21-23-25-26-28-30-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-34-31-29-27-24-22-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-33-18-15-12-9-6-3/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55+,56+/m0/s1	NSNHGFQDOBKNJZ-GIBSMHJUSA-N	1142.773862			MMDBc0043513
BASm0030315	1-MLCL(0:0/14:0/14:0/22:0)	1-MLCL(0:0/14:0/14:0/22:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/14:0/22:0) contains one chain of  at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-19-22-23-24-25-26-27-28-29-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-33-30-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-34-31-21-18-15-12-9-6-3/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55+,56+/m0/s1	KERAMZJTULYZGY-GIBSMHJUSA-N	1142.773862			MMDBc0043514
BASm0030316	1-MLCL(0:0/14:0/16:0/20:0)	1-MLCL(0:0/14:0/16:0/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/16:0/20:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-19-22-24-25-26-27-29-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-33-31-28-23-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-34-30-21-18-15-12-9-6-3/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55+,56+/m0/s1	NYMTZCRYSFLNRZ-GIBSMHJUSA-N	1142.773862			MMDBc0043515
BASm0030317	1-MLCL(0:0/14:0/18:0/18:0)	1-MLCL(0:0/14:0/18:0/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/18:0/18:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-19-22-24-26-28-31-33-36-39-42-45-57(62)69-51-56(75-59(64)47-44-41-38-35-32-29-27-25-23-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-34-30-21-18-15-12-9-6-3/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55+,56+/m0/s1	HJARCEBRKRXJCT-GIBSMHJUSA-N	1142.773862			MMDBc0043516
BASm0030318	1-MLCL(0:0/15:0/15:0/20:0)	1-MLCL(0:0/15:0/15:0/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:0/15:0/20:0) contains one chain of  at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-29-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-33-30-23-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-34-31-24-21-18-15-12-9-6-3/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55+,56+/m0/s1	FMPVQKFJMIVQND-GIBSMHJUSA-N	1142.773862			MMDBc0043517
BASm0030319	1-MLCL(0:0/16:0/16:0/18:0)	1-MLCL(0:0/16:0/16:0/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/16:0/16:0/18:0) contains one chain of  at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of octadecanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-19-22-25-26-29-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-33-30-27-23-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-34-31-28-24-21-18-15-12-9-6-3/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55+,56+/m0/s1	VDOXOOJJQMGRJH-GIBSMHJUSA-N	1142.773862			MMDBc0043518
BASm0030320	1-MLCL(0:0/10:0/12:0/29:0)	1-MLCL(0:0/10:0/12:0/29:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/12:0/29:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of dodecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C60H118O16P2	InChI=1S/C60H118O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-36-39-42-45-48-60(65)76-57(52-70-58(63)46-43-40-38-35-17-14-11-8-5-2)54-74-78(68,69)72-51-55(62)50-71-77(66,67)73-53-56(49-61)75-59(64)47-44-41-37-15-12-9-6-3/h55-57,61-62H,4-54H2,1-3H3,(H,66,67)(H,68,69)/t55-,56+,57+/m0/s1	OMYUHKQPDBYGGQ-XSJPGQJYSA-N	1156.789512			MMDBc0043519
BASm0030321	1-MLCL(0:0/10:0/14:0/27:0)	1-MLCL(0:0/10:0/14:0/27:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/14:0/27:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C60H118O16P2	InChI=1S/C60H118O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-32-34-36-39-42-45-48-60(65)76-57(52-70-58(63)46-43-40-38-35-33-19-17-14-11-8-5-2)54-74-78(68,69)72-51-55(62)50-71-77(66,67)73-53-56(49-61)75-59(64)47-44-41-37-15-12-9-6-3/h55-57,61-62H,4-54H2,1-3H3,(H,66,67)(H,68,69)/t55-,56+,57+/m0/s1	RWEIFHDXOWZVKD-XSJPGQJYSA-N	1156.789512			MMDBc0043520
BASm0030322	1-MLCL(0:0/10:0/15:0/26:0)	1-MLCL(0:0/10:0/15:0/26:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/15:0/26:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C60H118O16P2	InChI=1S/C60H118O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-34-36-39-42-45-48-60(65)76-57(52-70-58(63)46-43-40-38-35-33-21-19-17-14-11-8-5-2)54-74-78(68,69)72-51-55(62)50-71-77(66,67)73-53-56(49-61)75-59(64)47-44-41-37-15-12-9-6-3/h55-57,61-62H,4-54H2,1-3H3,(H,66,67)(H,68,69)/t55-,56+,57+/m0/s1	OLFDMZMTCCZRJO-XSJPGQJYSA-N	1156.789512			MMDBc0043521
BASm0030323	1-MLCL(0:0/10:0/16:0/25:0)	1-MLCL(0:0/10:0/16:0/25:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/16:0/25:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C60H118O16P2	InChI=1S/C60H118O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-32-34-36-39-42-45-48-60(65)76-57(52-70-58(63)46-43-40-38-35-33-31-21-19-17-14-11-8-5-2)54-74-78(68,69)72-51-55(62)50-71-77(66,67)73-53-56(49-61)75-59(64)47-44-41-37-15-12-9-6-3/h55-57,61-62H,4-54H2,1-3H3,(H,66,67)(H,68,69)/t55-,56+,57+/m0/s1	OLNBFKPANYKCKU-XSJPGQJYSA-N	1156.789512			MMDBc0043522
BASm0030324	1-MLCL(0:0/12:0/12:0/27:0)	1-MLCL(0:0/12:0/12:0/27:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/12:0/27:0) contains one chain of  at the C1 position, two chains of dodecanoic acid at the C2 and C3 positions, one chain of heptacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C60H118O16P2	InChI=1S/C60H118O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-36-39-42-45-48-60(65)76-57(52-70-58(63)46-43-40-37-34-17-14-11-8-5-2)54-74-78(68,69)72-51-55(62)50-71-77(66,67)73-53-56(49-61)75-59(64)47-44-41-38-35-18-15-12-9-6-3/h55-57,61-62H,4-54H2,1-3H3,(H,66,67)(H,68,69)/t55-,56+,57+/m0/s1	XYDUDRKGUNKHKG-XSJPGQJYSA-N	1156.789512			MMDBc0043523
BASm0030325	1-MLCL(0:0/12:0/14:0/25:0)	1-MLCL(0:0/12:0/14:0/25:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/14:0/25:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C60H118O16P2	InChI=1S/C60H118O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-33-36-39-42-45-48-60(65)76-57(52-70-58(63)46-43-40-37-35-32-20-17-14-11-8-5-2)54-74-78(68,69)72-51-55(62)50-71-77(66,67)73-53-56(49-61)75-59(64)47-44-41-38-34-18-15-12-9-6-3/h55-57,61-62H,4-54H2,1-3H3,(H,66,67)(H,68,69)/t55-,56+,57+/m0/s1	RHQNWQYKWHLKPI-XSJPGQJYSA-N	1156.789512			MMDBc0043524
BASm0030326	1-MLCL(0:0/12:0/15:0/24:0)	1-MLCL(0:0/12:0/15:0/24:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/15:0/24:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C60H118O16P2	InChI=1S/C60H118O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-33-36-39-42-45-48-60(65)76-57(52-70-58(63)46-43-40-37-35-32-22-20-17-14-11-8-5-2)54-74-78(68,69)72-51-55(62)50-71-77(66,67)73-53-56(49-61)75-59(64)47-44-41-38-34-18-15-12-9-6-3/h55-57,61-62H,4-54H2,1-3H3,(H,66,67)(H,68,69)/t55-,56+,57+/m0/s1	GFVATVHTGBFGOE-XSJPGQJYSA-N	1156.789512			MMDBc0043525
BASm0030327	1-MLCL(0:0/14:0/15:0/22:0)	1-MLCL(0:0/14:0/15:0/22:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/15:0/22:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C60H118O16P2	InChI=1S/C60H118O16P2/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-33-36-39-42-45-48-60(65)76-57(52-70-58(63)46-43-40-37-34-32-23-20-17-14-11-8-5-2)54-74-78(68,69)72-51-55(62)50-71-77(66,67)73-53-56(49-61)75-59(64)47-44-41-38-35-31-21-18-15-12-9-6-3/h55-57,61-62H,4-54H2,1-3H3,(H,66,67)(H,68,69)/t55-,56+,57+/m0/s1	HBCIFYCLBBWRFS-XSJPGQJYSA-N	1156.789512			MMDBc0043526
BASm0030328	1-MLCL(0:0/15:0/16:0/20:0)	1-MLCL(0:0/15:0/16:0/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:0/16:0/20:0) contains one chain of  at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C60H118O16P2	InChI=1S/C60H118O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-30-33-36-39-42-45-48-60(65)76-57(52-70-58(63)46-43-40-37-34-32-29-23-20-17-14-11-8-5-2)54-74-78(68,69)72-51-55(62)50-71-77(66,67)73-53-56(49-61)75-59(64)47-44-41-38-35-31-24-21-18-15-12-9-6-3/h55-57,61-62H,4-54H2,1-3H3,(H,66,67)(H,68,69)/t55-,56+,57+/m0/s1	OATQZNOLJJDTJU-XSJPGQJYSA-N	1156.789512			MMDBc0043527
BASm0030329	1-MLCL(0:0/15:0/18:0/18:0)	1-MLCL(0:0/15:0/18:0/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:0/18:0/18:0) contains one chain of  at the C1 position, one chain of pentadecanoic acid at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C60H118O16P2	InChI=1S/C60H118O16P2/c1-4-7-10-13-16-19-22-25-27-29-32-34-37-40-43-46-58(63)70-52-57(76-60(65)48-45-42-39-36-33-30-28-26-23-20-17-14-11-8-5-2)54-74-78(68,69)72-51-55(62)50-71-77(66,67)73-53-56(49-61)75-59(64)47-44-41-38-35-31-24-21-18-15-12-9-6-3/h55-57,61-62H,4-54H2,1-3H3,(H,66,67)(H,68,69)/t55-,56+,57+/m0/s1	CMXLMSXWYCOZHH-XSJPGQJYSA-N	1156.789512			MMDBc0043528
BASm0030330	1-MLCL(0:0/10:0/12:0/30:0)	1-MLCL(0:0/10:0/12:0/30:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/12:0/30:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of dodecanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57+,58+/m0/s1	XETNXNDNZQTGEE-FOCARYSPSA-N	1170.805162			MMDBc0043529
BASm0030331	1-MLCL(0:0/10:0/14:0/28:0)	1-MLCL(0:0/10:0/14:0/28:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/14:0/28:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-32-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57+,58+/m0/s1	WVGRWBHMYZRTRU-FOCARYSPSA-N	1170.805162			MMDBc0043530
BASm0030332	1-MLCL(0:0/10:0/15:0/27:0)	1-MLCL(0:0/10:0/15:0/27:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/15:0/27:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57+,58+/m0/s1	PUDCOKSDVDKUKN-FOCARYSPSA-N	1170.805162			MMDBc0043531
BASm0030333	1-MLCL(0:0/10:0/16:0/26:0)	1-MLCL(0:0/10:0/16:0/26:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/16:0/26:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-32-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57+,58+/m0/s1	XPTSTQDCLRTHOC-FOCARYSPSA-N	1170.805162			MMDBc0043532
BASm0030334	1-MLCL(0:0/10:0/18:0/24:0)	1-MLCL(0:0/10:0/18:0/24:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/18:0/24:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-31-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-32-30-23-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57+,58+/m0/s1	NJRHFGPXLDBOLT-FOCARYSPSA-N	1170.805162			MMDBc0043533
BASm0030335	1-MLCL(0:0/10:0/20:0/22:0)	1-MLCL(0:0/10:0/20:0/22:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/20:0/22:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-29-31-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-32-30-28-25-23-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57+,58+/m0/s1	CZFIVYLWUVEYHF-FOCARYSPSA-N	1170.805162			MMDBc0043534
BASm0030336	1-MLCL(0:0/12:0/12:0/28:0)	1-MLCL(0:0/12:0/12:0/28:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/12:0/28:0) contains one chain of  at the C1 position, two chains of dodecanoic acid at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-35-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-36-18-15-12-9-6-3/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57+,58+/m0/s1	XGBNRLMJYCPYBW-FOCARYSPSA-N	1170.805162			MMDBc0043535
BASm0030337	1-MLCL(0:0/12:0/14:0/26:0)	1-MLCL(0:0/12:0/14:0/26:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/14:0/26:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57+,58+/m0/s1	WHMQRAJBEBUHNS-FOCARYSPSA-N	1170.805162			MMDBc0043536
BASm0030338	1-MLCL(0:0/12:0/15:0/25:0)	1-MLCL(0:0/12:0/15:0/25:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/15:0/25:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-22-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57+,58+/m0/s1	BXMGEQYOSOTVEP-FOCARYSPSA-N	1170.805162			MMDBc0043537
BASm0030339	1-MLCL(0:0/12:0/16:0/24:0)	1-MLCL(0:0/12:0/16:0/24:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/16:0/24:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-31-22-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57+,58+/m0/s1	PDJQEKFZLUNRKK-FOCARYSPSA-N	1170.805162			MMDBc0043538
BASm0030340	1-MLCL(0:0/12:0/18:0/22:0)	1-MLCL(0:0/12:0/18:0/22:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/18:0/22:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-19-21-23-25-26-27-28-30-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-31-29-24-22-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57+,58+/m0/s1	SPVMIIPBTIQYBM-FOCARYSPSA-N	1170.805162			MMDBc0043539
BASm0030341	1-MLCL(0:0/12:0/20:0/20:0)	1-MLCL(0:0/12:0/20:0/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/20:0/20:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-19-21-23-25-27-29-31-33-36-38-41-44-47-59(64)71-53-58(77-61(66)49-46-43-40-37-34-32-30-28-26-24-22-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57+,58+/m0/s1	DNWSUKWWZFDAGQ-FOCARYSPSA-N	1170.805162			MMDBc0043540
BASm0030342	1-MLCL(0:0/14:0/14:0/24:0)	1-MLCL(0:0/14:0/14:0/24:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/14:0/24:0) contains one chain of  at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-19-22-23-24-25-26-27-28-29-30-31-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-35-32-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-36-33-21-18-15-12-9-6-3/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57+,58+/m0/s1	JJSXDSQHHGWLDQ-FOCARYSPSA-N	1170.805162			MMDBc0043541
BASm0030343	1-MLCL(0:0/14:0/16:0/22:0)	1-MLCL(0:0/14:0/16:0/22:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/16:0/22:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-31-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-35-33-30-23-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-36-32-21-18-15-12-9-6-3/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57+,58+/m0/s1	JLIPBRXCVIAGHL-FOCARYSPSA-N	1170.805162			MMDBc0043542
BASm0030344	1-MLCL(0:0/14:0/18:0/20:0)	1-MLCL(0:0/14:0/18:0/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/18:0/20:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-19-22-24-26-27-29-31-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-35-33-30-28-25-23-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-36-32-21-18-15-12-9-6-3/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57+,58+/m0/s1	RWBLDDVKXOOAEG-FOCARYSPSA-N	1170.805162			MMDBc0043543
BASm0030345	1-MLCL(0:0/15:0/15:0/22:0)	1-MLCL(0:0/15:0/15:0/22:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:0/15:0/22:0) contains one chain of  at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-35-32-23-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-36-33-24-21-18-15-12-9-6-3/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57+,58+/m0/s1	APZCIBXOIWDRRC-FOCARYSPSA-N	1170.805162			MMDBc0043544
BASm0030346	1-MLCL(0:0/16:0/16:0/20:0)	1-MLCL(0:0/16:0/16:0/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/16:0/16:0/20:0) contains one chain of  at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-31-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-35-32-29-23-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-36-33-30-24-21-18-15-12-9-6-3/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57+,58+/m0/s1	CURBVVWKLYVMAY-FOCARYSPSA-N	1170.805162			MMDBc0043545
BASm0030347	1-MLCL(0:0/16:0/18:0/18:0)	1-MLCL(0:0/16:0/18:0/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/16:0/18:0/18:0) contains one chain of  at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of octadecanoic acid at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-19-22-25-27-30-32-35-38-41-44-47-59(64)71-53-58(77-61(66)49-46-43-40-37-34-31-28-26-23-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-36-33-29-24-21-18-15-12-9-6-3/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57+,58+/m0/s1	GGKNRSVHKZFGEF-FOCARYSPSA-N	1170.805162			MMDBc0043546
BASm0030348	1-MLCL(0:0/10:0/14:0/29:0)	1-MLCL(0:0/10:0/14:0/29:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/14:0/29:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C62H122O16P2	InChI=1S/C62H122O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-36-38-41-44-47-50-62(67)78-59(54-72-60(65)48-45-42-40-37-35-19-17-14-11-8-5-2)56-76-80(70,71)74-53-57(64)52-73-79(68,69)75-55-58(51-63)77-61(66)49-46-43-39-15-12-9-6-3/h57-59,63-64H,4-56H2,1-3H3,(H,68,69)(H,70,71)/t57-,58+,59+/m0/s1	NYEYLRUHOKRPPO-DERJXQHUSA-N	1184.820812			MMDBc0043547
BASm0030349	1-MLCL(0:0/10:0/15:0/28:0)	1-MLCL(0:0/10:0/15:0/28:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/15:0/28:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C62H122O16P2	InChI=1S/C62H122O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-34-36-38-41-44-47-50-62(67)78-59(54-72-60(65)48-45-42-40-37-35-21-19-17-14-11-8-5-2)56-76-80(70,71)74-53-57(64)52-73-79(68,69)75-55-58(51-63)77-61(66)49-46-43-39-15-12-9-6-3/h57-59,63-64H,4-56H2,1-3H3,(H,68,69)(H,70,71)/t57-,58+,59+/m0/s1	QNHMMQNHIGQYDR-DERJXQHUSA-N	1184.820812			MMDBc0043548
BASm0030350	1-MLCL(0:0/10:0/16:0/27:0)	1-MLCL(0:0/10:0/16:0/27:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/16:0/27:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C62H122O16P2	InChI=1S/C62H122O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-34-36-38-41-44-47-50-62(67)78-59(54-72-60(65)48-45-42-40-37-35-33-21-19-17-14-11-8-5-2)56-76-80(70,71)74-53-57(64)52-73-79(68,69)75-55-58(51-63)77-61(66)49-46-43-39-15-12-9-6-3/h57-59,63-64H,4-56H2,1-3H3,(H,68,69)(H,70,71)/t57-,58+,59+/m0/s1	OXZVOHHOSNDBDX-DERJXQHUSA-N	1184.820812			MMDBc0043549
BASm0030351	1-MLCL(0:0/10:0/18:0/25:0)	1-MLCL(0:0/10:0/18:0/25:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/18:0/25:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C62H122O16P2	InChI=1S/C62H122O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-32-34-36-38-41-44-47-50-62(67)78-59(54-72-60(65)48-45-42-40-37-35-33-31-23-21-19-17-14-11-8-5-2)56-76-80(70,71)74-53-57(64)52-73-79(68,69)75-55-58(51-63)77-61(66)49-46-43-39-15-12-9-6-3/h57-59,63-64H,4-56H2,1-3H3,(H,68,69)(H,70,71)/t57-,58+,59+/m0/s1	PPIYTIKPZNLESC-DERJXQHUSA-N	1184.820812			MMDBc0043550
BASm0030352	1-MLCL(0:0/12:0/12:0/29:0)	1-MLCL(0:0/12:0/12:0/29:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/12:0/29:0) contains one chain of  at the C1 position, two chains of dodecanoic acid at the C2 and C3 positions, one chain of nonacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C62H122O16P2	InChI=1S/C62H122O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-38-41-44-47-50-62(67)78-59(54-72-60(65)48-45-42-39-36-17-14-11-8-5-2)56-76-80(70,71)74-53-57(64)52-73-79(68,69)75-55-58(51-63)77-61(66)49-46-43-40-37-18-15-12-9-6-3/h57-59,63-64H,4-56H2,1-3H3,(H,68,69)(H,70,71)/t57-,58+,59+/m0/s1	YSBNWYLOONYAPQ-DERJXQHUSA-N	1184.820812			MMDBc0043551
BASm0030353	1-MLCL(0:0/12:0/14:0/27:0)	1-MLCL(0:0/12:0/14:0/27:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/14:0/27:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C62H122O16P2	InChI=1S/C62H122O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-33-35-38-41-44-47-50-62(67)78-59(54-72-60(65)48-45-42-39-37-34-20-17-14-11-8-5-2)56-76-80(70,71)74-53-57(64)52-73-79(68,69)75-55-58(51-63)77-61(66)49-46-43-40-36-18-15-12-9-6-3/h57-59,63-64H,4-56H2,1-3H3,(H,68,69)(H,70,71)/t57-,58+,59+/m0/s1	GGFFUPQVKBMGOK-DERJXQHUSA-N	1184.820812			MMDBc0043552
BASm0030354	1-MLCL(0:0/12:0/15:0/26:0)	1-MLCL(0:0/12:0/15:0/26:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/15:0/26:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C62H122O16P2	InChI=1S/C62H122O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-35-38-41-44-47-50-62(67)78-59(54-72-60(65)48-45-42-39-37-34-22-20-17-14-11-8-5-2)56-76-80(70,71)74-53-57(64)52-73-79(68,69)75-55-58(51-63)77-61(66)49-46-43-40-36-18-15-12-9-6-3/h57-59,63-64H,4-56H2,1-3H3,(H,68,69)(H,70,71)/t57-,58+,59+/m0/s1	LHLFKUITLLNNKQ-DERJXQHUSA-N	1184.820812			MMDBc0043553
BASm0030355	1-MLCL(0:0/12:0/16:0/25:0)	1-MLCL(0:0/12:0/16:0/25:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/16:0/25:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C62H122O16P2	InChI=1S/C62H122O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-33-35-38-41-44-47-50-62(67)78-59(54-72-60(65)48-45-42-39-37-34-32-22-20-17-14-11-8-5-2)56-76-80(70,71)74-53-57(64)52-73-79(68,69)75-55-58(51-63)77-61(66)49-46-43-40-36-18-15-12-9-6-3/h57-59,63-64H,4-56H2,1-3H3,(H,68,69)(H,70,71)/t57-,58+,59+/m0/s1	JVQGXNZHCLLUAA-DERJXQHUSA-N	1184.820812			MMDBc0043554
BASm0030356	1-MLCL(0:0/14:0/14:0/25:0)	1-MLCL(0:0/14:0/14:0/25:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/14:0/25:0) contains one chain of  at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of pentacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C62H122O16P2	InChI=1S/C62H122O16P2/c1-4-7-10-13-16-19-22-23-24-25-26-27-28-29-30-31-32-35-38-41-44-47-50-62(67)78-59(54-72-60(65)48-45-42-39-36-33-20-17-14-11-8-5-2)56-76-80(70,71)74-53-57(64)52-73-79(68,69)75-55-58(51-63)77-61(66)49-46-43-40-37-34-21-18-15-12-9-6-3/h57-59,63-64H,4-56H2,1-3H3,(H,68,69)(H,70,71)/t57-,58+,59+/m0/s1	HSUSIKBLPLBNLL-DERJXQHUSA-N	1184.820812			MMDBc0043555
BASm0030357	1-MLCL(0:0/14:0/15:0/24:0)	1-MLCL(0:0/14:0/15:0/24:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/15:0/24:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C62H122O16P2	InChI=1S/C62H122O16P2/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-32-35-38-41-44-47-50-62(67)78-59(54-72-60(65)48-45-42-39-36-34-23-20-17-14-11-8-5-2)56-76-80(70,71)74-53-57(64)52-73-79(68,69)75-55-58(51-63)77-61(66)49-46-43-40-37-33-21-18-15-12-9-6-3/h57-59,63-64H,4-56H2,1-3H3,(H,68,69)(H,70,71)/t57-,58+,59+/m0/s1	YSFXEUDABGPFGV-DERJXQHUSA-N	1184.820812			MMDBc0043556
BASm0030358	1-MLCL(0:0/15:0/16:0/22:0)	1-MLCL(0:0/15:0/16:0/22:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:0/16:0/22:0) contains one chain of  at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C62H122O16P2	InChI=1S/C62H122O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-32-35-38-41-44-47-50-62(67)78-59(54-72-60(65)48-45-42-39-36-34-31-23-20-17-14-11-8-5-2)56-76-80(70,71)74-53-57(64)52-73-79(68,69)75-55-58(51-63)77-61(66)49-46-43-40-37-33-24-21-18-15-12-9-6-3/h57-59,63-64H,4-56H2,1-3H3,(H,68,69)(H,70,71)/t57-,58+,59+/m0/s1	XWYCMDLJBBNTFW-DERJXQHUSA-N	1184.820812			MMDBc0043557
BASm0030359	1-MLCL(0:0/15:0/18:0/20:0)	1-MLCL(0:0/15:0/18:0/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:0/18:0/20:0) contains one chain of  at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C62H122O16P2	InChI=1S/C62H122O16P2/c1-4-7-10-13-16-19-22-25-27-28-30-32-35-38-41-44-47-50-62(67)78-59(54-72-60(65)48-45-42-39-36-34-31-29-26-23-20-17-14-11-8-5-2)56-76-80(70,71)74-53-57(64)52-73-79(68,69)75-55-58(51-63)77-61(66)49-46-43-40-37-33-24-21-18-15-12-9-6-3/h57-59,63-64H,4-56H2,1-3H3,(H,68,69)(H,70,71)/t57-,58+,59+/m0/s1	JVGXYAKPBXVVTM-DERJXQHUSA-N	1184.820812			MMDBc0043558
BASm0030360	1-MLCL(0:0/10:0/14:0/30:0)	1-MLCL(0:0/10:0/14:0/30:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/14:0/30:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59+,60+/m0/s1	CHNNKHVUVWDNEP-IFKAMHRBSA-N	1198.836462			MMDBc0043559
BASm0030361	1-MLCL(0:0/10:0/15:0/29:0)	1-MLCL(0:0/10:0/15:0/29:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/15:0/29:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-34-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59+,60+/m0/s1	TXUFMJLSQJXVIJ-IFKAMHRBSA-N	1198.836462			MMDBc0043560
BASm0030362	1-MLCL(0:0/10:0/16:0/28:0)	1-MLCL(0:0/10:0/16:0/28:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/16:0/28:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-34-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59+,60+/m0/s1	JQIPEOVFDJBEAN-IFKAMHRBSA-N	1198.836462			MMDBc0043561
BASm0030363	1-MLCL(0:0/10:0/18:0/26:0)	1-MLCL(0:0/10:0/18:0/26:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/18:0/26:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-33-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-34-32-23-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59+,60+/m0/s1	IVLNQSPEUJIBJW-IFKAMHRBSA-N	1198.836462			MMDBc0043562
BASm0030364	1-MLCL(0:0/10:0/20:0/24:0)	1-MLCL(0:0/10:0/20:0/24:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/20:0/24:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-28-29-31-33-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-34-32-30-25-23-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59+,60+/m0/s1	KSKWWBUVPRRITM-IFKAMHRBSA-N	1198.836462			MMDBc0043563
BASm0030365	1-MLCL(0:0/10:0/22:0/22:0)	1-MLCL(0:0/10:0/22:0/22:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/22:0/22:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, two chains of docosanoic acid at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-32-34-36-38-41-43-46-49-61(66)73-55-60(79-63(68)51-48-45-42-39-37-35-33-31-29-27-25-23-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59+,60+/m0/s1	SQXUBWOXIGTRGW-IFKAMHRBSA-N	1198.836462			MMDBc0043564
BASm0030366	1-MLCL(0:0/12:0/12:0/30:0)	1-MLCL(0:0/12:0/12:0/30:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/12:0/30:0) contains one chain of  at the C1 position, two chains of dodecanoic acid at the C2 and C3 positions, one chain of tricontanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-37-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-38-18-15-12-9-6-3/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59+,60+/m0/s1	ZPHXCTAOJLJQHG-IFKAMHRBSA-N	1198.836462			MMDBc0043565
BASm0030367	1-MLCL(0:0/12:0/14:0/28:0)	1-MLCL(0:0/12:0/14:0/28:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/14:0/28:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-33-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59+,60+/m0/s1	YIXMRGFTERTQIW-IFKAMHRBSA-N	1198.836462			MMDBc0043566
BASm0030368	1-MLCL(0:0/12:0/15:0/27:0)	1-MLCL(0:0/12:0/15:0/27:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/15:0/27:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-22-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59+,60+/m0/s1	SWSSFDVYMUMQNC-IFKAMHRBSA-N	1198.836462			MMDBc0043567
BASm0030369	1-MLCL(0:0/12:0/16:0/26:0)	1-MLCL(0:0/12:0/16:0/26:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/16:0/26:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-33-22-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59+,60+/m0/s1	GWYMQCPCKLOGGE-IFKAMHRBSA-N	1198.836462			MMDBc0043568
BASm0030370	1-MLCL(0:0/12:0/18:0/24:0)	1-MLCL(0:0/12:0/18:0/24:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/18:0/24:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-21-23-25-26-27-28-29-30-32-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-33-31-24-22-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59+,60+/m0/s1	MITSMKXZNDGRHO-IFKAMHRBSA-N	1198.836462			MMDBc0043569
BASm0030371	1-MLCL(0:0/12:0/20:0/22:0)	1-MLCL(0:0/12:0/20:0/22:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/20:0/22:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-21-23-25-27-28-30-32-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-33-31-29-26-24-22-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59+,60+/m0/s1	UAYHOCUBHPSAIN-IFKAMHRBSA-N	1198.836462			MMDBc0043570
BASm0030372	1-MLCL(0:0/14:0/14:0/26:0)	1-MLCL(0:0/14:0/14:0/26:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/14:0/26:0) contains one chain of  at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-22-23-24-25-26-27-28-29-30-31-32-33-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-37-34-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-38-35-21-18-15-12-9-6-3/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59+,60+/m0/s1	MQGVLWFRFMJKDB-IFKAMHRBSA-N	1198.836462			MMDBc0043571
BASm0030373	1-MLCL(0:0/14:0/15:0/25:0)	1-MLCL(0:0/14:0/15:0/25:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/15:0/25:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-32-33-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-37-35-23-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-38-34-21-18-15-12-9-6-3/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59+,60+/m0/s1	BGVLTTSVOWQWBH-IFKAMHRBSA-N	1198.836462			MMDBc0043572
BASm0030374	1-MLCL(0:0/14:0/16:0/24:0)	1-MLCL(0:0/14:0/16:0/24:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/16:0/24:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-33-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-37-35-32-23-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-38-34-21-18-15-12-9-6-3/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59+,60+/m0/s1	JGMHVJYJAJQKBI-IFKAMHRBSA-N	1198.836462			MMDBc0043573
BASm0030375	1-MLCL(0:0/14:0/18:0/22:0)	1-MLCL(0:0/14:0/18:0/22:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/18:0/22:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-22-24-26-27-28-29-31-33-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-37-35-32-30-25-23-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-38-34-21-18-15-12-9-6-3/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59+,60+/m0/s1	CYBKEVFNJZPKPA-IFKAMHRBSA-N	1198.836462			MMDBc0043574
BASm0030376	1-MLCL(0:0/14:0/20:0/20:0)	1-MLCL(0:0/14:0/20:0/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/20:0/20:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-22-24-26-28-30-32-35-37-40-43-46-49-61(66)73-55-60(79-63(68)51-48-45-42-39-36-33-31-29-27-25-23-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-38-34-21-18-15-12-9-6-3/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59+,60+/m0/s1	ITKOFKQNPVYXKP-IFKAMHRBSA-N	1198.836462			MMDBc0043575
BASm0030377	1-MLCL(0:0/15:0/15:0/24:0)	1-MLCL(0:0/15:0/15:0/24:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:0/15:0/24:0) contains one chain of  at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-33-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-37-34-23-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-38-35-24-21-18-15-12-9-6-3/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59+,60+/m0/s1	ZPOKTRDZJBKJML-IFKAMHRBSA-N	1198.836462			MMDBc0043576
BASm0030378	1-MLCL(0:0/16:0/16:0/22:0)	1-MLCL(0:0/16:0/16:0/22:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/16:0/16:0/22:0) contains one chain of  at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of docosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-33-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-37-34-31-23-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-38-35-32-24-21-18-15-12-9-6-3/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59+,60+/m0/s1	FXRSUMKRMSHEQI-IFKAMHRBSA-N	1198.836462			MMDBc0043577
BASm0030379	1-MLCL(0:0/16:0/18:0/20:0)	1-MLCL(0:0/16:0/18:0/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/16:0/18:0/20:0) contains one chain of  at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of eicosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-22-25-27-28-30-33-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-37-34-32-29-26-23-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-38-35-31-24-21-18-15-12-9-6-3/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59+,60+/m0/s1	GVAYODWDOLOHLH-IFKAMHRBSA-N	1198.836462			MMDBc0043578
BASm0030380	1-MLCL(0:0/18:0/18:0/18:0)	1-MLCL(0:0/18:0/18:0/18:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/18:0/18:0/18:0) contains one chain of  at the C1 position, three chains of octadecanoic acid at the C2, C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-61(66)73-55-60(79-63(68)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59+,60+/m0/s1	RZXVITZQECJVCE-IFKAMHRBSA-N	1198.836462			MMDBc0043579
BASm0030381	1-MLCL(0:0/10:0/15:0/30:0)	1-MLCL(0:0/10:0/15:0/30:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/15:0/30:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-38-40-43-46-49-52-64(69)80-61(56-74-62(67)50-47-44-42-39-37-21-19-17-14-11-8-5-2)58-78-82(72,73)76-55-59(66)54-75-81(70,71)77-57-60(53-65)79-63(68)51-48-45-41-15-12-9-6-3/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60+,61+/m0/s1	FKBBGFRDJIYVQG-ZSGYRCJPSA-N	1212.852112			MMDBc0043580
BASm0030382	1-MLCL(0:0/10:0/16:0/29:0)	1-MLCL(0:0/10:0/16:0/29:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/16:0/29:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-34-36-38-40-43-46-49-52-64(69)80-61(56-74-62(67)50-47-44-42-39-37-35-21-19-17-14-11-8-5-2)58-78-82(72,73)76-55-59(66)54-75-81(70,71)77-57-60(53-65)79-63(68)51-48-45-41-15-12-9-6-3/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60+,61+/m0/s1	SBGMFBNGUSMUPT-ZSGYRCJPSA-N	1212.852112			MMDBc0043581
BASm0030383	1-MLCL(0:0/10:0/18:0/27:0)	1-MLCL(0:0/10:0/18:0/27:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/18:0/27:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-32-34-36-38-40-43-46-49-52-64(69)80-61(56-74-62(67)50-47-44-42-39-37-35-33-23-21-19-17-14-11-8-5-2)58-78-82(72,73)76-55-59(66)54-75-81(70,71)77-57-60(53-65)79-63(68)51-48-45-41-15-12-9-6-3/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60+,61+/m0/s1	NBZGSLVGVFHFTQ-ZSGYRCJPSA-N	1212.852112			MMDBc0043582
BASm0030384	1-MLCL(0:0/10:0/20:0/25:0)	1-MLCL(0:0/10:0/20:0/25:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/20:0/25:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-28-29-30-32-34-36-38-40-43-46-49-52-64(69)80-61(56-74-62(67)50-47-44-42-39-37-35-33-31-25-23-21-19-17-14-11-8-5-2)58-78-82(72,73)76-55-59(66)54-75-81(70,71)77-57-60(53-65)79-63(68)51-48-45-41-15-12-9-6-3/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60+,61+/m0/s1	ZYCGLWZTDRPWER-ZSGYRCJPSA-N	1212.852112			MMDBc0043583
BASm0030385	1-MLCL(0:0/12:0/14:0/29:0)	1-MLCL(0:0/12:0/14:0/29:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/14:0/29:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-37-40-43-46-49-52-64(69)80-61(56-74-62(67)50-47-44-41-39-36-20-17-14-11-8-5-2)58-78-82(72,73)76-55-59(66)54-75-81(70,71)77-57-60(53-65)79-63(68)51-48-45-42-38-18-15-12-9-6-3/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60+,61+/m0/s1	OJHUQVVFKRUTEL-ZSGYRCJPSA-N	1212.852112			MMDBc0043584
BASm0030386	1-MLCL(0:0/12:0/15:0/28:0)	1-MLCL(0:0/12:0/15:0/28:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/15:0/28:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-35-37-40-43-46-49-52-64(69)80-61(56-74-62(67)50-47-44-41-39-36-22-20-17-14-11-8-5-2)58-78-82(72,73)76-55-59(66)54-75-81(70,71)77-57-60(53-65)79-63(68)51-48-45-42-38-18-15-12-9-6-3/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60+,61+/m0/s1	XMOGFXHGPIKSBH-ZSGYRCJPSA-N	1212.852112			MMDBc0043585
BASm0030387	1-MLCL(0:0/12:0/16:0/27:0)	1-MLCL(0:0/12:0/16:0/27:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/16:0/27:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-35-37-40-43-46-49-52-64(69)80-61(56-74-62(67)50-47-44-41-39-36-34-22-20-17-14-11-8-5-2)58-78-82(72,73)76-55-59(66)54-75-81(70,71)77-57-60(53-65)79-63(68)51-48-45-42-38-18-15-12-9-6-3/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60+,61+/m0/s1	GKGRVUUWUQTKCZ-ZSGYRCJPSA-N	1212.852112			MMDBc0043586
BASm0030388	1-MLCL(0:0/12:0/18:0/25:0)	1-MLCL(0:0/12:0/18:0/25:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/18:0/25:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-19-21-23-25-26-27-28-29-30-31-33-35-37-40-43-46-49-52-64(69)80-61(56-74-62(67)50-47-44-41-39-36-34-32-24-22-20-17-14-11-8-5-2)58-78-82(72,73)76-55-59(66)54-75-81(70,71)77-57-60(53-65)79-63(68)51-48-45-42-38-18-15-12-9-6-3/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60+,61+/m0/s1	FYUKVFVUJPVODZ-ZSGYRCJPSA-N	1212.852112			MMDBc0043587
BASm0030389	1-MLCL(0:0/14:0/14:0/27:0)	1-MLCL(0:0/14:0/14:0/27:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/14:0/27:0) contains one chain of  at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of heptacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-19-22-23-24-25-26-27-28-29-30-31-32-33-34-37-40-43-46-49-52-64(69)80-61(56-74-62(67)50-47-44-41-38-35-20-17-14-11-8-5-2)58-78-82(72,73)76-55-59(66)54-75-81(70,71)77-57-60(53-65)79-63(68)51-48-45-42-39-36-21-18-15-12-9-6-3/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60+,61+/m0/s1	JORYSCABMHBIBH-ZSGYRCJPSA-N	1212.852112			MMDBc0043588
BASm0030390	1-MLCL(0:0/14:0/15:0/26:0)	1-MLCL(0:0/14:0/15:0/26:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/15:0/26:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-32-33-34-37-40-43-46-49-52-64(69)80-61(56-74-62(67)50-47-44-41-38-36-23-20-17-14-11-8-5-2)58-78-82(72,73)76-55-59(66)54-75-81(70,71)77-57-60(53-65)79-63(68)51-48-45-42-39-35-21-18-15-12-9-6-3/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60+,61+/m0/s1	RZXSIBOQTDVFPY-ZSGYRCJPSA-N	1212.852112			MMDBc0043589
BASm0030391	1-MLCL(0:0/14:0/16:0/25:0)	1-MLCL(0:0/14:0/16:0/25:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/16:0/25:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-32-34-37-40-43-46-49-52-64(69)80-61(56-74-62(67)50-47-44-41-38-36-33-23-20-17-14-11-8-5-2)58-78-82(72,73)76-55-59(66)54-75-81(70,71)77-57-60(53-65)79-63(68)51-48-45-42-39-35-21-18-15-12-9-6-3/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60+,61+/m0/s1	WTQUJSWHVZDDKS-ZSGYRCJPSA-N	1212.852112			MMDBc0043590
BASm0030392	1-MLCL(0:0/15:0/15:0/25:0)	1-MLCL(0:0/15:0/15:0/25:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:0/15:0/25:0) contains one chain of  at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of pentacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-33-34-37-40-43-46-49-52-64(69)80-61(56-74-62(67)50-47-44-41-38-35-23-20-17-14-11-8-5-2)58-78-82(72,73)76-55-59(66)54-75-81(70,71)77-57-60(53-65)79-63(68)51-48-45-42-39-36-24-21-18-15-12-9-6-3/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60+,61+/m0/s1	JJOXZDVTBMOMJY-ZSGYRCJPSA-N	1212.852112			MMDBc0043591
BASm0030393	1-MLCL(0:0/15:0/16:0/24:0)	1-MLCL(0:0/15:0/16:0/24:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:0/16:0/24:0) contains one chain of  at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-34-37-40-43-46-49-52-64(69)80-61(56-74-62(67)50-47-44-41-38-36-33-23-20-17-14-11-8-5-2)58-78-82(72,73)76-55-59(66)54-75-81(70,71)77-57-60(53-65)79-63(68)51-48-45-42-39-35-24-21-18-15-12-9-6-3/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60+,61+/m0/s1	AALQYMVRZKZUNV-ZSGYRCJPSA-N	1212.852112			MMDBc0043592
BASm0030394	1-MLCL(0:0/15:0/18:0/22:0)	1-MLCL(0:0/15:0/18:0/22:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:0/18:0/22:0) contains one chain of  at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-19-22-25-27-28-29-30-32-34-37-40-43-46-49-52-64(69)80-61(56-74-62(67)50-47-44-41-38-36-33-31-26-23-20-17-14-11-8-5-2)58-78-82(72,73)76-55-59(66)54-75-81(70,71)77-57-60(53-65)79-63(68)51-48-45-42-39-35-24-21-18-15-12-9-6-3/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60+,61+/m0/s1	HZVYVBAIVKBJIX-ZSGYRCJPSA-N	1212.852112			MMDBc0043593
BASm0030395	1-MLCL(0:0/15:0/20:0/20:0)	1-MLCL(0:0/15:0/20:0/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:0/20:0/20:0) contains one chain of  at the C1 position, one chain of pentadecanoic acid at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-19-22-25-27-29-31-33-36-38-41-44-47-50-62(67)74-56-61(80-64(69)52-49-46-43-40-37-34-32-30-28-26-23-20-17-14-11-8-5-2)58-78-82(72,73)76-55-59(66)54-75-81(70,71)77-57-60(53-65)79-63(68)51-48-45-42-39-35-24-21-18-15-12-9-6-3/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60+,61+/m0/s1	XZEMGSNRNCSMIF-ZSGYRCJPSA-N	1212.852112			MMDBc0043594
BASm0030396	1-MLCL(0:0/10:0/16:0/30:0)	1-MLCL(0:0/10:0/16:0/30:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/16:0/30:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-34-35-37-39-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-43-40-38-36-21-19-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-42-15-12-9-6-3/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61+,62+/m0/s1	CYRFIJVHIHXOCM-ZOUCRUKKSA-N	1226.867762			MMDBc0043595
BASm0030397	1-MLCL(0:0/10:0/18:0/28:0)	1-MLCL(0:0/10:0/18:0/28:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/18:0/28:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-32-33-35-37-39-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-43-40-38-36-34-23-21-19-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-42-15-12-9-6-3/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61+,62+/m0/s1	MULVARJLSUVLBA-ZOUCRUKKSA-N	1226.867762			MMDBc0043596
BASm0030398	1-MLCL(0:0/10:0/20:0/26:0)	1-MLCL(0:0/10:0/20:0/26:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/20:0/26:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-28-29-30-31-33-35-37-39-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-43-40-38-36-34-32-25-23-21-19-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-42-15-12-9-6-3/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61+,62+/m0/s1	VRHYKIHLTPHLBX-ZOUCRUKKSA-N	1226.867762			MMDBc0043597
BASm0030399	1-MLCL(0:0/10:0/22:0/24:0)	1-MLCL(0:0/10:0/22:0/24:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/22:0/24:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-31-33-35-37-39-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-43-40-38-36-34-32-30-27-25-23-21-19-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-42-15-12-9-6-3/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61+,62+/m0/s1	LMEBKDXWXPKIIV-ZOUCRUKKSA-N	1226.867762			MMDBc0043598
BASm0030400	1-MLCL(0:0/12:0/14:0/30:0)	1-MLCL(0:0/12:0/14:0/30:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/14:0/30:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-38-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-42-40-37-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-39-18-15-12-9-6-3/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61+,62+/m0/s1	VQIOFDXFZFBDLM-ZOUCRUKKSA-N	1226.867762			MMDBc0043599
BASm0030401	1-MLCL(0:0/12:0/15:0/29:0)	1-MLCL(0:0/12:0/15:0/29:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/15:0/29:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-35-36-38-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-42-40-37-22-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-39-18-15-12-9-6-3/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61+,62+/m0/s1	UOPDYVRXWMBNEN-ZOUCRUKKSA-N	1226.867762			MMDBc0043600
BASm0030402	1-MLCL(0:0/12:0/16:0/28:0)	1-MLCL(0:0/12:0/16:0/28:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/16:0/28:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-36-38-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-42-40-37-35-22-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-39-18-15-12-9-6-3/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61+,62+/m0/s1	UATRXLXITOKUSY-ZOUCRUKKSA-N	1226.867762			MMDBc0043601
BASm0030403	1-MLCL(0:0/12:0/18:0/26:0)	1-MLCL(0:0/12:0/18:0/26:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/18:0/26:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-21-23-25-26-27-28-29-30-31-32-34-36-38-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-42-40-37-35-33-24-22-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-39-18-15-12-9-6-3/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61+,62+/m0/s1	VGJBCDWAVDJXQO-ZOUCRUKKSA-N	1226.867762			MMDBc0043602
BASm0030404	1-MLCL(0:0/12:0/20:0/24:0)	1-MLCL(0:0/12:0/20:0/24:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/20:0/24:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-21-23-25-27-28-29-30-32-34-36-38-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-42-40-37-35-33-31-26-24-22-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-39-18-15-12-9-6-3/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61+,62+/m0/s1	ZWZBPNFLVKMJOA-ZOUCRUKKSA-N	1226.867762			MMDBc0043603
BASm0030405	1-MLCL(0:0/12:0/22:0/22:0)	1-MLCL(0:0/12:0/22:0/22:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/22:0/22:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, two chains of docosanoic acid at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-21-23-25-27-29-31-33-35-37-40-42-45-48-51-63(68)75-57-62(81-65(70)53-50-47-44-41-38-36-34-32-30-28-26-24-22-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-39-18-15-12-9-6-3/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61+,62+/m0/s1	ANFHINDOGDHCCZ-ZOUCRUKKSA-N	1226.867762			MMDBc0043604
BASm0030406	1-MLCL(0:0/14:0/14:0/28:0)	1-MLCL(0:0/14:0/14:0/28:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/14:0/28:0) contains one chain of  at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of octacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-22-23-24-25-26-27-28-29-30-31-32-33-34-35-38-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-42-39-36-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-40-37-21-18-15-12-9-6-3/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61+,62+/m0/s1	BMVLXNXGQNTSNB-ZOUCRUKKSA-N	1226.867762			MMDBc0043605
BASm0030407	1-MLCL(0:0/14:0/15:0/27:0)	1-MLCL(0:0/14:0/15:0/27:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/15:0/27:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-32-33-34-35-38-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-42-39-37-23-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-40-36-21-18-15-12-9-6-3/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61+,62+/m0/s1	KFTNIMAIHJTREV-ZOUCRUKKSA-N	1226.867762			MMDBc0043606
BASm0030408	1-MLCL(0:0/14:0/16:0/26:0)	1-MLCL(0:0/14:0/16:0/26:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/16:0/26:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-32-33-35-38-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-42-39-37-34-23-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-40-36-21-18-15-12-9-6-3/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61+,62+/m0/s1	MIEDSEPHVOSEDW-ZOUCRUKKSA-N	1226.867762			MMDBc0043607
BASm0030409	1-MLCL(0:0/14:0/18:0/24:0)	1-MLCL(0:0/14:0/18:0/24:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/18:0/24:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-22-24-26-27-28-29-30-31-33-35-38-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-42-39-37-34-32-25-23-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-40-36-21-18-15-12-9-6-3/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61+,62+/m0/s1	YMDYRVBDQJLDGJ-ZOUCRUKKSA-N	1226.867762			MMDBc0043608
BASm0030410	1-MLCL(0:0/14:0/20:0/22:0)	1-MLCL(0:0/14:0/20:0/22:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/20:0/22:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-22-24-26-28-29-31-33-35-38-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-42-39-37-34-32-30-27-25-23-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-40-36-21-18-15-12-9-6-3/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61+,62+/m0/s1	LUPRUXFYDQGODZ-ZOUCRUKKSA-N	1226.867762			MMDBc0043609
BASm0030411	1-MLCL(0:0/15:0/15:0/26:0)	1-MLCL(0:0/15:0/15:0/26:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:0/15:0/26:0) contains one chain of  at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of hexacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-33-34-35-38-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-42-39-36-23-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-40-37-24-21-18-15-12-9-6-3/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61+,62+/m0/s1	RJWIJYBWBZNQAH-ZOUCRUKKSA-N	1226.867762			MMDBc0043610
BASm0030412	1-MLCL(0:0/15:0/16:0/25:0)	1-MLCL(0:0/15:0/16:0/25:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:0/16:0/25:0) contains one chain of  at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-33-35-38-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-42-39-37-34-23-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-40-36-24-21-18-15-12-9-6-3/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61+,62+/m0/s1	IEJILTDISRVDPV-ZOUCRUKKSA-N	1226.867762			MMDBc0043611
BASm0030413	1-MLCL(0:0/16:0/16:0/24:0)	1-MLCL(0:0/16:0/16:0/24:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/16:0/16:0/24:0) contains one chain of  at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of tetracosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-35-38-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-42-39-36-33-23-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-40-37-34-24-21-18-15-12-9-6-3/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61+,62+/m0/s1	ZETBDAUXHOQUIL-ZOUCRUKKSA-N	1226.867762			MMDBc0043612
BASm0030414	1-MLCL(0:0/16:0/18:0/22:0)	1-MLCL(0:0/16:0/18:0/22:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/16:0/18:0/22:0) contains one chain of  at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-22-25-27-28-29-30-32-35-38-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-42-39-36-34-31-26-23-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-40-37-33-24-21-18-15-12-9-6-3/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61+,62+/m0/s1	JIWHKXGPTTUUFY-ZOUCRUKKSA-N	1226.867762			MMDBc0043613
BASm0030415	1-MLCL(0:0/16:0/20:0/20:0)	1-MLCL(0:0/16:0/20:0/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/16:0/20:0/20:0) contains one chain of  at the C1 position, one chain of hexadecanoic acid at the C2 position, two chains of eicosanoic acid at the C3 and C4 positions. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-22-25-27-29-31-34-36-39-42-45-48-51-63(68)75-57-62(81-65(70)53-50-47-44-41-38-35-32-30-28-26-23-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-40-37-33-24-21-18-15-12-9-6-3/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61+,62+/m0/s1	XYBILTXXSNBUGT-ZOUCRUKKSA-N	1226.867762			MMDBc0043614
BASm0030416	1-MLCL(0:0/18:0/18:0/20:0)	1-MLCL(0:0/18:0/18:0/20:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/18:0/18:0/20:0) contains one chain of  at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of eicosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-22-25-28-29-32-35-38-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-42-39-36-33-30-26-23-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-40-37-34-31-27-24-21-18-15-12-9-6-3/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61+,62+/m0/s1	HQOFFTRUHSBCSR-ZOUCRUKKSA-N	1226.867762			MMDBc0043615
BASm0030417	1-MLCL(0:0/10:0/18:0/29:0)	1-MLCL(0:0/10:0/18:0/29:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/18:0/29:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-32-33-34-36-38-40-42-45-48-51-54-66(71)82-63(58-76-64(69)52-49-46-44-41-39-37-35-23-21-19-17-14-11-8-5-2)60-80-84(74,75)78-57-61(68)56-77-83(72,73)79-59-62(55-67)81-65(70)53-50-47-43-15-12-9-6-3/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62+,63+/m0/s1	WXQBFWRRUNFYIT-WJOGUDKKSA-N	1240.883412			MMDBc0043616
BASm0030418	1-MLCL(0:0/10:0/20:0/27:0)	1-MLCL(0:0/10:0/20:0/27:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/20:0/27:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-28-29-30-31-32-34-36-38-40-42-45-48-51-54-66(71)82-63(58-76-64(69)52-49-46-44-41-39-37-35-33-25-23-21-19-17-14-11-8-5-2)60-80-84(74,75)78-57-61(68)56-77-83(72,73)79-59-62(55-67)81-65(70)53-50-47-43-15-12-9-6-3/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62+,63+/m0/s1	NHTPEDAAXBTBDK-WJOGUDKKSA-N	1240.883412			MMDBc0043617
BASm0030419	1-MLCL(0:0/10:0/22:0/25:0)	1-MLCL(0:0/10:0/22:0/25:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/10:0/22:0/25:0) contains one chain of  at the C1 position, one chain of decanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-30-32-34-36-38-40-42-45-48-51-54-66(71)82-63(58-76-64(69)52-49-46-44-41-39-37-35-33-31-27-25-23-21-19-17-14-11-8-5-2)60-80-84(74,75)78-57-61(68)56-77-83(72,73)79-59-62(55-67)81-65(70)53-50-47-43-15-12-9-6-3/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62+,63+/m0/s1	JLFIPJNCBYBFCF-WJOGUDKKSA-N	1240.883412			MMDBc0043618
BASm0030420	1-MLCL(0:0/12:0/15:0/30:0)	1-MLCL(0:0/12:0/15:0/30:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/15:0/30:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of tricontanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-35-36-37-39-42-45-48-51-54-66(71)82-63(58-76-64(69)52-49-46-43-41-38-22-20-17-14-11-8-5-2)60-80-84(74,75)78-57-61(68)56-77-83(72,73)79-59-62(55-67)81-65(70)53-50-47-44-40-18-15-12-9-6-3/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62+,63+/m0/s1	NTBHEPOVWPVGDL-WJOGUDKKSA-N	1240.883412			MMDBc0043619
BASm0030421	1-MLCL(0:0/12:0/16:0/29:0)	1-MLCL(0:0/12:0/16:0/29:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/16:0/29:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of nonacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-35-37-39-42-45-48-51-54-66(71)82-63(58-76-64(69)52-49-46-43-41-38-36-22-20-17-14-11-8-5-2)60-80-84(74,75)78-57-61(68)56-77-83(72,73)79-59-62(55-67)81-65(70)53-50-47-44-40-18-15-12-9-6-3/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62+,63+/m0/s1	ARGNSOJHIYIAOP-WJOGUDKKSA-N	1240.883412			MMDBc0043620
BASm0030422	1-MLCL(0:0/12:0/18:0/27:0)	1-MLCL(0:0/12:0/18:0/27:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/18:0/27:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-19-21-23-25-26-27-28-29-30-31-32-33-35-37-39-42-45-48-51-54-66(71)82-63(58-76-64(69)52-49-46-43-41-38-36-34-24-22-20-17-14-11-8-5-2)60-80-84(74,75)78-57-61(68)56-77-83(72,73)79-59-62(55-67)81-65(70)53-50-47-44-40-18-15-12-9-6-3/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62+,63+/m0/s1	FVZXUXYNHOIOCM-WJOGUDKKSA-N	1240.883412			MMDBc0043621
BASm0030423	1-MLCL(0:0/12:0/20:0/25:0)	1-MLCL(0:0/12:0/20:0/25:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/12:0/20:0/25:0) contains one chain of  at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-19-21-23-25-27-28-29-30-31-33-35-37-39-42-45-48-51-54-66(71)82-63(58-76-64(69)52-49-46-43-41-38-36-34-32-26-24-22-20-17-14-11-8-5-2)60-80-84(74,75)78-57-61(68)56-77-83(72,73)79-59-62(55-67)81-65(70)53-50-47-44-40-18-15-12-9-6-3/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62+,63+/m0/s1	DKDXDSFDBFZDRM-WJOGUDKKSA-N	1240.883412			MMDBc0043622
BASm0030424	1-MLCL(0:0/14:0/14:0/29:0)	1-MLCL(0:0/14:0/14:0/29:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/14:0/29:0) contains one chain of  at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of nonacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-19-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-39-42-45-48-51-54-66(71)82-63(58-76-64(69)52-49-46-43-40-37-20-17-14-11-8-5-2)60-80-84(74,75)78-57-61(68)56-77-83(72,73)79-59-62(55-67)81-65(70)53-50-47-44-41-38-21-18-15-12-9-6-3/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62+,63+/m0/s1	ZLKBOTJEVQMLRF-WJOGUDKKSA-N	1240.883412			MMDBc0043623
BASm0030425	1-MLCL(0:0/14:0/15:0/28:0)	1-MLCL(0:0/14:0/15:0/28:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/15:0/28:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of octacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-32-33-34-35-36-39-42-45-48-51-54-66(71)82-63(58-76-64(69)52-49-46-43-40-38-23-20-17-14-11-8-5-2)60-80-84(74,75)78-57-61(68)56-77-83(72,73)79-59-62(55-67)81-65(70)53-50-47-44-41-37-21-18-15-12-9-6-3/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62+,63+/m0/s1	NPGWBNNGPMZQPM-WJOGUDKKSA-N	1240.883412			MMDBc0043624
BASm0030426	1-MLCL(0:0/14:0/16:0/27:0)	1-MLCL(0:0/14:0/16:0/27:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/16:0/27:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of heptacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-32-33-34-36-39-42-45-48-51-54-66(71)82-63(58-76-64(69)52-49-46-43-40-38-35-23-20-17-14-11-8-5-2)60-80-84(74,75)78-57-61(68)56-77-83(72,73)79-59-62(55-67)81-65(70)53-50-47-44-41-37-21-18-15-12-9-6-3/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62+,63+/m0/s1	GCYODNQTHRBGND-WJOGUDKKSA-N	1240.883412			MMDBc0043625
BASm0030427	1-MLCL(0:0/14:0/18:0/25:0)	1-MLCL(0:0/14:0/18:0/25:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/14:0/18:0/25:0) contains one chain of  at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of pentacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-19-22-24-26-27-28-29-30-31-32-34-36-39-42-45-48-51-54-66(71)82-63(58-76-64(69)52-49-46-43-40-38-35-33-25-23-20-17-14-11-8-5-2)60-80-84(74,75)78-57-61(68)56-77-83(72,73)79-59-62(55-67)81-65(70)53-50-47-44-41-37-21-18-15-12-9-6-3/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62+,63+/m0/s1	JLDIEWSDIYEZOE-WJOGUDKKSA-N	1240.883412			MMDBc0043626
BASm0030428	1-MLCL(0:0/15:0/15:0/27:0)	1-MLCL(0:0/15:0/15:0/27:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:0/15:0/27:0) contains one chain of  at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of heptacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-33-34-35-36-39-42-45-48-51-54-66(71)82-63(58-76-64(69)52-49-46-43-40-37-23-20-17-14-11-8-5-2)60-80-84(74,75)78-57-61(68)56-77-83(72,73)79-59-62(55-67)81-65(70)53-50-47-44-41-38-24-21-18-15-12-9-6-3/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62+,63+/m0/s1	CWHJGTUPOYKHKO-WJOGUDKKSA-N	1240.883412			MMDBc0043627
BASm0030429	1-MLCL(0:0/15:0/16:0/26:0)	1-MLCL(0:0/15:0/16:0/26:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:0/16:0/26:0) contains one chain of  at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of hexacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-33-34-36-39-42-45-48-51-54-66(71)82-63(58-76-64(69)52-49-46-43-40-38-35-23-20-17-14-11-8-5-2)60-80-84(74,75)78-57-61(68)56-77-83(72,73)79-59-62(55-67)81-65(70)53-50-47-44-41-37-24-21-18-15-12-9-6-3/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62+,63+/m0/s1	QKLSWSDSKUQJOH-WJOGUDKKSA-N	1240.883412			MMDBc0043628
BASm0030430	1-MLCL(0:0/15:0/18:0/24:0)	1-MLCL(0:0/15:0/18:0/24:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:0/18:0/24:0) contains one chain of  at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of tetracosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-19-22-25-27-28-29-30-31-32-34-36-39-42-45-48-51-54-66(71)82-63(58-76-64(69)52-49-46-43-40-38-35-33-26-23-20-17-14-11-8-5-2)60-80-84(74,75)78-57-61(68)56-77-83(72,73)79-59-62(55-67)81-65(70)53-50-47-44-41-37-24-21-18-15-12-9-6-3/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62+,63+/m0/s1	LLUCLILIFYOPRD-WJOGUDKKSA-N	1240.883412			MMDBc0043629
BASm0030431	1-MLCL(0:0/15:0/20:0/22:0)	1-MLCL(0:0/15:0/20:0/22:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/15:0/20:0/22:0) contains one chain of  at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of docosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-19-22-25-27-29-30-32-34-36-39-42-45-48-51-54-66(71)82-63(58-76-64(69)52-49-46-43-40-38-35-33-31-28-26-23-20-17-14-11-8-5-2)60-80-84(74,75)78-57-61(68)56-77-83(72,73)79-59-62(55-67)81-65(70)53-50-47-44-41-37-24-21-18-15-12-9-6-3/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62+,63+/m0/s1	WCWBYXUWNQFPMN-WJOGUDKKSA-N	1240.883412			MMDBc0043630
BASm0030432	1-MLCL(0:0/16:0/16:0/25:0)	1-MLCL(0:0/16:0/16:0/25:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 1-MLCL(0:0/16:0/16:0/25:0) contains one chain of  at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of pentacosanoic acid at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@](O)(COP(O)(=O)OC[C@@]([H])(CO)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-33-36-39-42-45-48-51-54-66(71)82-63(58-76-64(69)52-49-46-43-40-37-34-23-20-17-14-11-8-5-2)60-80-84(74,75)78-57-61(68)56-77-83(72,73)79-59-62(55-67)81-65(70)53-50-47-44-41-38-35-24-21-18-15-12-9-6-3/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62+,63+/m0/s1	DTJLUOITHOZVKA-WJOGUDKKSA-N	1240.883412			MMDBc0043631
BASm0030433	2-MLCL(10:0/10:0/10:0/0:0)	2-MLCL(10:0/10:0/10:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/10:0/10:0/0:0) contains three chains of decanoic acid at the C1, C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C39H76O16P2	InChI=1S/C39H76O16P2/c1-4-7-10-13-16-19-22-25-37(42)49-28-34(40)29-51-56(45,46)52-30-35(41)31-53-57(47,48)54-33-36(55-39(44)27-24-21-18-15-12-9-6-3)32-50-38(43)26-23-20-17-14-11-8-5-2/h34-36,40-41H,4-33H2,1-3H3,(H,45,46)(H,47,48)/t34-,35-,36-/m1/s1	CANOAJVFFGTVLK-KUFDTJSHSA-N	862.4608604			MMDBc0043632
BASm0030434	2-MLCL(10:0/10:0/12:0/0:0)	2-MLCL(10:0/10:0/12:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/10:0/12:0/0:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of dodecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C41H80O16P2	InChI=1S/C41H80O16P2/c1-4-7-10-13-16-17-20-22-24-27-39(44)51-30-36(42)31-53-58(47,48)54-32-37(43)33-55-59(49,50)56-35-38(57-41(46)29-26-23-19-15-12-9-6-3)34-52-40(45)28-25-21-18-14-11-8-5-2/h36-38,42-43H,4-35H2,1-3H3,(H,47,48)(H,49,50)/t36-,37-,38-/m1/s1	AHGSWUMXRQDDBW-UJTUJTOWSA-N	890.4921605			MMDBc0043633
BASm0030435	2-MLCL(10:0/10:0/14:0/0:0)	2-MLCL(10:0/10:0/14:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/10:0/14:0/0:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C43H84O16P2	InChI=1S/C43H84O16P2/c1-4-7-10-13-16-17-18-19-22-24-26-29-41(46)53-32-38(44)33-55-60(49,50)56-34-39(45)35-57-61(51,52)58-37-40(59-43(48)31-28-25-21-15-12-9-6-3)36-54-42(47)30-27-23-20-14-11-8-5-2/h38-40,44-45H,4-37H2,1-3H3,(H,49,50)(H,51,52)/t38-,39-,40-/m1/s1	PBCSYQRAAGZHGX-ACUYYCNJSA-N	918.5234606			MMDBc0043634
BASm0030436	2-MLCL(10:0/12:0/12:0/0:0)	2-MLCL(10:0/12:0/12:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/12:0/12:0/0:0) contains one chain of decanoic acid at the C1 position, two chains of dodecanoic acid at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C43H84O16P2	InChI=1S/C43H84O16P2/c1-4-7-10-13-16-18-21-24-26-29-41(46)53-32-38(44)33-55-60(49,50)56-34-39(45)35-57-61(51,52)58-37-40(36-54-42(47)30-27-23-20-15-12-9-6-3)59-43(48)31-28-25-22-19-17-14-11-8-5-2/h38-40,44-45H,4-37H2,1-3H3,(H,49,50)(H,51,52)/t38-,39-,40-/m1/s1	UKBVOGHMCQVHAW-ACUYYCNJSA-N	918.5234606			MMDBc0043635
BASm0030437	2-MLCL(10:0/10:0/14:1(9Z)/0:0)	2-MLCL(10:0/10:0/14:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/10:0/14:1(9Z)/0:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C43H82O16P2	InChI=1S/C43H82O16P2/c1-4-7-10-13-16-17-18-19-22-24-26-29-41(46)53-32-38(44)33-55-60(49,50)56-34-39(45)35-57-61(51,52)58-37-40(59-43(48)31-28-25-21-15-12-9-6-3)36-54-42(47)30-27-23-20-14-11-8-5-2/h13,16,38-40,44-45H,4-12,14-15,17-37H2,1-3H3,(H,49,50)(H,51,52)/b16-13-/t38-,39-,40-/m1/s1	DGHSCOOPAURVSI-KUANPKIASA-N	916.5078106			MMDBc0043636
BASm0030438	2-MLCL(10:0/10:0/16:0/0:0)	2-MLCL(10:0/10:0/16:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/10:0/16:0/0:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C45H88O16P2	InChI=1S/C45H88O16P2/c1-4-7-10-13-16-17-18-19-20-21-24-26-28-31-43(48)55-34-40(46)35-57-62(51,52)58-36-41(47)37-59-63(53,54)60-39-42(61-45(50)33-30-27-23-15-12-9-6-3)38-56-44(49)32-29-25-22-14-11-8-5-2/h40-42,46-47H,4-39H2,1-3H3,(H,51,52)(H,53,54)/t40-,41-,42-/m1/s1	OVCIYNLHMHHZSE-ILGLXFKISA-N	946.5547608			MMDBc0043637
BASm0030439	2-MLCL(10:0/12:0/14:0/0:0)	2-MLCL(10:0/12:0/14:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/12:0/14:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetradecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C45H88O16P2	InChI=1S/C45H88O16P2/c1-4-7-10-13-16-18-19-21-23-26-28-31-43(48)55-34-40(46)35-57-62(51,52)58-36-41(47)37-59-63(53,54)60-39-42(38-56-44(49)32-29-25-22-15-12-9-6-3)61-45(50)33-30-27-24-20-17-14-11-8-5-2/h40-42,46-47H,4-39H2,1-3H3,(H,51,52)(H,53,54)/t40-,41-,42-/m1/s1	QPCZTVZLVXYBHT-ILGLXFKISA-N	946.5547608			MMDBc0043638
BASm0030440	2-MLCL(12:0/12:0/12:0/0:0)	2-MLCL(12:0/12:0/12:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/12:0/12:0/0:0) contains three chains of dodecanoic acid at the C1, C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C45H88O16P2	InChI=1S/C45H88O16P2/c1-4-7-10-13-16-19-22-25-28-31-43(48)55-34-40(46)35-57-62(51,52)58-36-41(47)37-59-63(53,54)60-39-42(61-45(50)33-30-27-24-21-18-15-12-9-6-3)38-56-44(49)32-29-26-23-20-17-14-11-8-5-2/h40-42,46-47H,4-39H2,1-3H3,(H,51,52)(H,53,54)/t40-,41-,42-/m1/s1	ACQMAPADZHHRLB-ILGLXFKISA-N	946.5547608			MMDBc0043639
BASm0030441	2-MLCL(10:0/10:0/16:1(9Z)/0:0)	2-MLCL(10:0/10:0/16:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/10:0/16:1(9Z)/0:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C45H86O16P2	InChI=1S/C45H86O16P2/c1-4-7-10-13-16-17-18-19-20-21-24-26-28-31-43(48)55-34-40(46)35-57-62(51,52)58-36-41(47)37-59-63(53,54)60-39-42(61-45(50)33-30-27-23-15-12-9-6-3)38-56-44(49)32-29-25-22-14-11-8-5-2/h17-18,40-42,46-47H,4-16,19-39H2,1-3H3,(H,51,52)(H,53,54)/b18-17-/t40-,41-,42-/m1/s1	TUJMNUBWKSGTOX-XWMBICPYSA-N	944.5391107			MMDBc0043640
BASm0030442	2-MLCL(10:0/12:0/14:1(9Z)/0:0)	2-MLCL(10:0/12:0/14:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/12:0/14:1(9Z)/0:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C45H86O16P2	InChI=1S/C45H86O16P2/c1-4-7-10-13-16-18-19-21-23-26-28-31-43(48)55-34-40(46)35-57-62(51,52)58-36-41(47)37-59-63(53,54)60-39-42(38-56-44(49)32-29-25-22-15-12-9-6-3)61-45(50)33-30-27-24-20-17-14-11-8-5-2/h13,16,40-42,46-47H,4-12,14-15,17-39H2,1-3H3,(H,51,52)(H,53,54)/b16-13-/t40-,41-,42-/m1/s1	GNUNQQRLVWPCLK-GTJODFHMSA-N	944.5391107			MMDBc0043641
BASm0030443	2-MLCL(10:0/10:0/18:0/0:0)	2-MLCL(10:0/10:0/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/10:0/18:0/0:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C47H92O16P2	InChI=1S/C47H92O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-26-28-30-33-45(50)57-36-42(48)37-59-64(53,54)60-38-43(49)39-61-65(55,56)62-41-44(63-47(52)35-32-29-25-15-12-9-6-3)40-58-46(51)34-31-27-24-14-11-8-5-2/h42-44,48-49H,4-41H2,1-3H3,(H,53,54)(H,55,56)/t42-,43-,44-/m1/s1	IZYBYXBWYSWMQM-FAQPUFNASA-N	974.5860609			MMDBc0043642
BASm0030444	2-MLCL(10:0/12:0/16:0/0:0)	2-MLCL(10:0/12:0/16:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/12:0/16:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C47H92O16P2	InChI=1S/C47H92O16P2/c1-4-7-10-13-16-18-19-20-21-23-25-28-30-33-45(50)57-36-42(48)37-59-64(53,54)60-38-43(49)39-61-65(55,56)62-41-44(40-58-46(51)34-31-27-24-15-12-9-6-3)63-47(52)35-32-29-26-22-17-14-11-8-5-2/h42-44,48-49H,4-41H2,1-3H3,(H,53,54)(H,55,56)/t42-,43-,44-/m1/s1	QOBNYJNCCDGVMW-FAQPUFNASA-N	974.5860609			MMDBc0043643
BASm0030445	2-MLCL(10:0/14:0/14:0/0:0)	2-MLCL(10:0/14:0/14:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/14:0/14:0/0:0) contains one chain of decanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C47H92O16P2	InChI=1S/C47H92O16P2/c1-4-7-10-13-16-18-20-22-25-28-30-33-45(50)57-36-42(48)37-59-64(53,54)60-38-43(49)39-61-65(55,56)62-41-44(40-58-46(51)34-31-27-24-15-12-9-6-3)63-47(52)35-32-29-26-23-21-19-17-14-11-8-5-2/h42-44,48-49H,4-41H2,1-3H3,(H,53,54)(H,55,56)/t42-,43-,44-/m1/s1	ZTYUGXNJMBORRM-FAQPUFNASA-N	974.5860609			MMDBc0043644
BASm0030446	2-MLCL(12:0/12:0/14:0/0:0)	2-MLCL(12:0/12:0/14:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/12:0/14:0/0:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C47H92O16P2	InChI=1S/C47H92O16P2/c1-4-7-10-13-16-19-20-23-25-27-30-33-45(50)57-36-42(48)37-59-64(53,54)60-38-43(49)39-61-65(55,56)62-41-44(63-47(52)35-32-29-26-22-18-15-12-9-6-3)40-58-46(51)34-31-28-24-21-17-14-11-8-5-2/h42-44,48-49H,4-41H2,1-3H3,(H,53,54)(H,55,56)/t42-,43-,44-/m1/s1	MDDGBGQANMQAEI-FAQPUFNASA-N	974.5860609			MMDBc0043645
BASm0030447	2-MLCL(10:0/10:0/18:1(9Z)/0:0)	2-MLCL(10:0/10:0/18:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/10:0/18:1(9Z)/0:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C47H90O16P2	InChI=1S/C47H90O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-26-28-30-33-45(50)57-36-42(48)37-59-64(53,54)60-38-43(49)39-61-65(55,56)62-41-44(63-47(52)35-32-29-25-15-12-9-6-3)40-58-46(51)34-31-27-24-14-11-8-5-2/h19-20,42-44,48-49H,4-18,21-41H2,1-3H3,(H,53,54)(H,55,56)/b20-19-/t42-,43-,44-/m1/s1	JIJXVRKWTSOVRV-BIZYSJDASA-N	972.5704108			MMDBc0043646
BASm0030448	2-MLCL(10:0/12:0/16:1(9Z)/0:0)	2-MLCL(10:0/12:0/16:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/12:0/16:1(9Z)/0:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C47H90O16P2	InChI=1S/C47H90O16P2/c1-4-7-10-13-16-18-19-20-21-23-25-28-30-33-45(50)57-36-42(48)37-59-64(53,54)60-38-43(49)39-61-65(55,56)62-41-44(40-58-46(51)34-31-27-24-15-12-9-6-3)63-47(52)35-32-29-26-22-17-14-11-8-5-2/h18-19,42-44,48-49H,4-17,20-41H2,1-3H3,(H,53,54)(H,55,56)/b19-18-/t42-,43-,44-/m1/s1	USORPCPVGOFJIW-YNKRMJGSSA-N	972.5704108			MMDBc0043647
BASm0030449	2-MLCL(10:0/14:0/14:1(9Z)/0:0)	2-MLCL(10:0/14:0/14:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/14:0/14:1(9Z)/0:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C47H90O16P2	InChI=1S/C47H90O16P2/c1-4-7-10-13-16-18-20-22-25-28-30-33-45(50)57-36-42(48)37-59-64(53,54)60-38-43(49)39-61-65(55,56)62-41-44(40-58-46(51)34-31-27-24-15-12-9-6-3)63-47(52)35-32-29-26-23-21-19-17-14-11-8-5-2/h13,16,42-44,48-49H,4-12,14-15,17-41H2,1-3H3,(H,53,54)(H,55,56)/b16-13-/t42-,43-,44-/m1/s1	PVEBJLZBJGJLHV-CEAWJIDOSA-N	972.5704108			MMDBc0043648
BASm0030450	2-MLCL(12:0/12:0/14:1(9Z)/0:0)	2-MLCL(12:0/12:0/14:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/12:0/14:1(9Z)/0:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C47H90O16P2	InChI=1S/C47H90O16P2/c1-4-7-10-13-16-19-20-23-25-27-30-33-45(50)57-36-42(48)37-59-64(53,54)60-38-43(49)39-61-65(55,56)62-41-44(63-47(52)35-32-29-26-22-18-15-12-9-6-3)40-58-46(51)34-31-28-24-21-17-14-11-8-5-2/h13,16,42-44,48-49H,4-12,14-15,17-41H2,1-3H3,(H,53,54)(H,55,56)/b16-13-/t42-,43-,44-/m1/s1	BJIHCWYNQPRMQK-CEAWJIDOSA-N	972.5704108			MMDBc0043649
BASm0030451	2-MLCL(10:0/10:0/20:0/0:0)	2-MLCL(10:0/10:0/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/10:0/20:0/0:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C49H96O16P2	InChI=1S/C49H96O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-28-30-32-35-47(52)59-38-44(50)39-61-66(55,56)62-40-45(51)41-63-67(57,58)64-43-46(65-49(54)37-34-31-27-15-12-9-6-3)42-60-48(53)36-33-29-26-14-11-8-5-2/h44-46,50-51H,4-43H2,1-3H3,(H,55,56)(H,57,58)/t44-,45-,46-/m1/s1	WLBWTPHTKCFIJV-SWCXEJDGSA-N	1002.617361			MMDBc0043650
BASm0030452	2-MLCL(10:0/12:0/18:0/0:0)	2-MLCL(10:0/12:0/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/12:0/18:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C49H96O16P2	InChI=1S/C49H96O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-25-27-30-32-35-47(52)59-38-44(50)39-61-66(55,56)62-40-45(51)41-63-67(57,58)64-43-46(42-60-48(53)36-33-29-26-15-12-9-6-3)65-49(54)37-34-31-28-24-17-14-11-8-5-2/h44-46,50-51H,4-43H2,1-3H3,(H,55,56)(H,57,58)/t44-,45-,46-/m1/s1	PCJMTNPUYBEGFD-SWCXEJDGSA-N	1002.617361			MMDBc0043651
BASm0030453	2-MLCL(10:0/14:0/16:0/0:0)	2-MLCL(10:0/14:0/16:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/14:0/16:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C49H96O16P2	InChI=1S/C49H96O16P2/c1-4-7-10-13-16-18-20-21-23-24-27-30-32-35-47(52)59-38-44(50)39-61-66(55,56)62-40-45(51)41-63-67(57,58)64-43-46(42-60-48(53)36-33-29-26-15-12-9-6-3)65-49(54)37-34-31-28-25-22-19-17-14-11-8-5-2/h44-46,50-51H,4-43H2,1-3H3,(H,55,56)(H,57,58)/t44-,45-,46-/m1/s1	XQNUNAOHFQQKSK-SWCXEJDGSA-N	1002.617361			MMDBc0043652
BASm0030454	2-MLCL(10:0/15:0/15:0/0:0)	2-MLCL(10:0/15:0/15:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/15:0/15:0/0:0) contains one chain of decanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C49H96O16P2	InChI=1S/C49H96O16P2/c1-4-7-10-13-16-18-20-22-24-27-30-32-35-47(52)59-38-44(50)39-61-66(55,56)62-40-45(51)41-63-67(57,58)64-43-46(42-60-48(53)36-33-29-26-15-12-9-6-3)65-49(54)37-34-31-28-25-23-21-19-17-14-11-8-5-2/h44-46,50-51H,4-43H2,1-3H3,(H,55,56)(H,57,58)/t44-,45-,46-/m1/s1	VZWQKVHGWMSDCN-SWCXEJDGSA-N	1002.617361			MMDBc0043653
BASm0030455	2-MLCL(12:0/12:0/16:0/0:0)	2-MLCL(12:0/12:0/16:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/12:0/16:0/0:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C49H96O16P2	InChI=1S/C49H96O16P2/c1-4-7-10-13-16-19-20-21-22-25-27-29-32-35-47(52)59-38-44(50)39-61-66(55,56)62-40-45(51)41-63-67(57,58)64-43-46(65-49(54)37-34-31-28-24-18-15-12-9-6-3)42-60-48(53)36-33-30-26-23-17-14-11-8-5-2/h44-46,50-51H,4-43H2,1-3H3,(H,55,56)(H,57,58)/t44-,45-,46-/m1/s1	JFQLMWNLNCAZIY-SWCXEJDGSA-N	1002.617361			MMDBc0043654
BASm0030456	2-MLCL(12:0/14:0/14:0/0:0)	2-MLCL(12:0/14:0/14:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/14:0/14:0/0:0) contains one chain of dodecanoic acid at the C1 position, two chains of tetradecanoic acid at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C49H96O16P2	InChI=1S/C49H96O16P2/c1-4-7-10-13-16-19-21-24-27-29-32-35-47(52)59-38-44(50)39-61-66(55,56)62-40-45(51)41-63-67(57,58)64-43-46(42-60-48(53)36-33-30-26-23-18-15-12-9-6-3)65-49(54)37-34-31-28-25-22-20-17-14-11-8-5-2/h44-46,50-51H,4-43H2,1-3H3,(H,55,56)(H,57,58)/t44-,45-,46-/m1/s1	ZBADGFUTOOTVBN-SWCXEJDGSA-N	1002.617361			MMDBc0043655
BASm0030457	2-MLCL(10:0/10:0/20:1(11Z)/0:0)	2-MLCL(10:0/10:0/20:1(11Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/10:0/20:1(11Z)/0:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C49H94O16P2	InChI=1S/C49H94O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-28-30-32-35-47(52)59-38-44(50)39-61-66(55,56)62-40-45(51)41-63-67(57,58)64-43-46(65-49(54)37-34-31-27-15-12-9-6-3)42-60-48(53)36-33-29-26-14-11-8-5-2/h19-20,44-46,50-51H,4-18,21-43H2,1-3H3,(H,55,56)(H,57,58)/b20-19-/t44-,45-,46-/m1/s1	CPWXXVOQXJKBID-WAHIVQMQSA-N	1000.601711			MMDBc0043656
BASm0030458	2-MLCL(10:0/12:0/18:1(9Z)/0:0)	2-MLCL(10:0/12:0/18:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/12:0/18:1(9Z)/0:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C49H94O16P2	InChI=1S/C49H94O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-25-27-30-32-35-47(52)59-38-44(50)39-61-66(55,56)62-40-45(51)41-63-67(57,58)64-43-46(42-60-48(53)36-33-29-26-15-12-9-6-3)65-49(54)37-34-31-28-24-17-14-11-8-5-2/h20-21,44-46,50-51H,4-19,22-43H2,1-3H3,(H,55,56)(H,57,58)/b21-20-/t44-,45-,46-/m1/s1	SJGZXCUYSPCRSD-DRAGSSGISA-N	1000.601711			MMDBc0043657
BASm0030459	2-MLCL(10:0/14:0/16:1(9Z)/0:0)	2-MLCL(10:0/14:0/16:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/14:0/16:1(9Z)/0:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C49H94O16P2	InChI=1S/C49H94O16P2/c1-4-7-10-13-16-18-20-21-23-24-27-30-32-35-47(52)59-38-44(50)39-61-66(55,56)62-40-45(51)41-63-67(57,58)64-43-46(42-60-48(53)36-33-29-26-15-12-9-6-3)65-49(54)37-34-31-28-25-22-19-17-14-11-8-5-2/h18,20,44-46,50-51H,4-17,19,21-43H2,1-3H3,(H,55,56)(H,57,58)/b20-18-/t44-,45-,46-/m1/s1	IUFVUNWDUBOKGD-PNKBTXHFSA-N	1000.601711			MMDBc0043658
BASm0030460	2-MLCL(10:0/14:1(9Z)/16:0/0:0)	2-MLCL(10:0/14:1(9Z)/16:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/14:1(9Z)/16:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C49H94O16P2	InChI=1S/C49H94O16P2/c1-4-7-10-13-16-18-20-21-23-24-27-30-32-35-47(52)59-38-44(50)39-61-66(55,56)62-40-45(51)41-63-67(57,58)64-43-46(42-60-48(53)36-33-29-26-15-12-9-6-3)65-49(54)37-34-31-28-25-22-19-17-14-11-8-5-2/h14,17,44-46,50-51H,4-13,15-16,18-43H2,1-3H3,(H,55,56)(H,57,58)/b17-14-/t44-,45-,46-/m1/s1	WVFRSKHKYJRIGQ-IVPJGJRSSA-N	1000.601711			MMDBc0043659
BASm0030461	2-MLCL(10:0/15:0/15:1(9Z)/0:0)	2-MLCL(10:0/15:0/15:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/15:0/15:1(9Z)/0:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C49H94O16P2	InChI=1S/C49H94O16P2/c1-4-7-10-13-16-18-20-22-24-27-30-32-35-47(52)59-38-44(50)39-61-66(55,56)62-40-45(51)41-63-67(57,58)64-43-46(42-60-48(53)36-33-29-26-15-12-9-6-3)65-49(54)37-34-31-28-25-23-21-19-17-14-11-8-5-2/h16,18,44-46,50-51H,4-15,17,19-43H2,1-3H3,(H,55,56)(H,57,58)/b18-16-/t44-,45-,46-/m1/s1	RFQBGFORRSWUNR-BBJHEQQGSA-N	1000.601711			MMDBc0043660
BASm0030462	2-MLCL(12:0/12:0/16:1(9Z)/0:0)	2-MLCL(12:0/12:0/16:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/12:0/16:1(9Z)/0:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C49H94O16P2	InChI=1S/C49H94O16P2/c1-4-7-10-13-16-19-20-21-22-25-27-29-32-35-47(52)59-38-44(50)39-61-66(55,56)62-40-45(51)41-63-67(57,58)64-43-46(65-49(54)37-34-31-28-24-18-15-12-9-6-3)42-60-48(53)36-33-30-26-23-17-14-11-8-5-2/h19-20,44-46,50-51H,4-18,21-43H2,1-3H3,(H,55,56)(H,57,58)/b20-19-/t44-,45-,46-/m1/s1	GOIRKTZBWOCXNG-WAHIVQMQSA-N	1000.601711			MMDBc0043661
BASm0030463	2-MLCL(12:0/14:0/14:1(9Z)/0:0)	2-MLCL(12:0/14:0/14:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/14:0/14:1(9Z)/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C49H94O16P2	InChI=1S/C49H94O16P2/c1-4-7-10-13-16-19-21-24-27-29-32-35-47(52)59-38-44(50)39-61-66(55,56)62-40-45(51)41-63-67(57,58)64-43-46(42-60-48(53)36-33-30-26-23-18-15-12-9-6-3)65-49(54)37-34-31-28-25-22-20-17-14-11-8-5-2/h13,16,44-46,50-51H,4-12,14-15,17-43H2,1-3H3,(H,55,56)(H,57,58)/b16-13-/t44-,45-,46-/m1/s1	IGCVTGMYCFVLGN-VVJVVAMNSA-N	1000.601711			MMDBc0043662
BASm0030464	2-MLCL(10:0/14:1(9Z)/16:1(9Z)/0:0)	2-MLCL(10:0/14:1(9Z)/16:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/14:1(9Z)/16:1(9Z)/0:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C49H92O16P2	InChI=1S/C49H92O16P2/c1-4-7-10-13-16-18-20-21-23-24-27-30-32-35-47(52)59-38-44(50)39-61-66(55,56)62-40-45(51)41-63-67(57,58)64-43-46(42-60-48(53)36-33-29-26-15-12-9-6-3)65-49(54)37-34-31-28-25-22-19-17-14-11-8-5-2/h14,17-18,20,44-46,50-51H,4-13,15-16,19,21-43H2,1-3H3,(H,55,56)(H,57,58)/b17-14-,20-18-/t44-,45-,46-/m1/s1	NWCOPYFWLGVJMO-LVLJPSAXSA-N	998.5860609			MMDBc0043663
BASm0030465	2-MLCL(10:0/15:1(9Z)/15:1(9Z)/0:0)	2-MLCL(10:0/15:1(9Z)/15:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/15:1(9Z)/15:1(9Z)/0:0) contains one chain of decanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C49H92O16P2	InChI=1S/C49H92O16P2/c1-4-7-10-13-16-18-20-22-24-27-30-32-35-47(52)59-38-44(50)39-61-66(55,56)62-40-45(51)41-63-67(57,58)64-43-46(42-60-48(53)36-33-29-26-15-12-9-6-3)65-49(54)37-34-31-28-25-23-21-19-17-14-11-8-5-2/h16-19,44-46,50-51H,4-15,20-43H2,1-3H3,(H,55,56)(H,57,58)/b18-16-,19-17-/t44-,45-,46-/m1/s1	VXWZWMVMQLRUOS-KDWVKUNQSA-N	998.5860609			MMDBc0043664
BASm0030466	2-MLCL(12:0/14:1(9Z)/14:1(9Z)/0:0)	2-MLCL(12:0/14:1(9Z)/14:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/14:1(9Z)/14:1(9Z)/0:0) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C49H92O16P2	InChI=1S/C49H92O16P2/c1-4-7-10-13-16-19-21-24-27-29-32-35-47(52)59-38-44(50)39-61-66(55,56)62-40-45(51)41-63-67(57,58)64-43-46(42-60-48(53)36-33-30-26-23-18-15-12-9-6-3)65-49(54)37-34-31-28-25-22-20-17-14-11-8-5-2/h13-14,16-17,44-46,50-51H,4-12,15,18-43H2,1-3H3,(H,55,56)(H,57,58)/b16-13-,17-14-/t44-,45-,46-/m1/s1	WJMUUHYMGSTJOB-OFMNMIJUSA-N	998.5860609			MMDBc0043665
BASm0030467	2-MLCL(10:0/10:0/22:0/0:0)	2-MLCL(10:0/10:0/22:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/10:0/22:0/0:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C51H100O16P2	InChI=1S/C51H100O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-30-32-34-37-49(54)61-40-46(52)41-63-68(57,58)64-42-47(53)43-65-69(59,60)66-45-48(67-51(56)39-36-33-29-15-12-9-6-3)44-62-50(55)38-35-31-28-14-11-8-5-2/h46-48,52-53H,4-45H2,1-3H3,(H,57,58)(H,59,60)/t46-,47-,48-/m1/s1	LXKDLRWLGAKXHI-VJOZVQJDSA-N	1030.648661			MMDBc0043666
BASm0030468	2-MLCL(10:0/12:0/20:0/0:0)	2-MLCL(10:0/12:0/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/12:0/20:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C51H100O16P2	InChI=1S/C51H100O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-27-29-32-34-37-49(54)61-40-46(52)41-63-68(57,58)64-42-47(53)43-65-69(59,60)66-45-48(44-62-50(55)38-35-31-28-15-12-9-6-3)67-51(56)39-36-33-30-26-17-14-11-8-5-2/h46-48,52-53H,4-45H2,1-3H3,(H,57,58)(H,59,60)/t46-,47-,48-/m1/s1	UJCLKKIMZDMHDW-VJOZVQJDSA-N	1030.648661			MMDBc0043667
BASm0030469	2-MLCL(10:0/14:0/18:0/0:0)	2-MLCL(10:0/14:0/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/14:0/18:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C51H100O16P2	InChI=1S/C51H100O16P2/c1-4-7-10-13-16-18-20-21-22-23-25-26-29-32-34-37-49(54)61-40-46(52)41-63-68(57,58)64-42-47(53)43-65-69(59,60)66-45-48(44-62-50(55)38-35-31-28-15-12-9-6-3)67-51(56)39-36-33-30-27-24-19-17-14-11-8-5-2/h46-48,52-53H,4-45H2,1-3H3,(H,57,58)(H,59,60)/t46-,47-,48-/m1/s1	JICXZPWEMBRHIJ-VJOZVQJDSA-N	1030.648661			MMDBc0043668
BASm0030470	2-MLCL(10:0/16:0/16:0/0:0)	2-MLCL(10:0/16:0/16:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/16:0/16:0/0:0) contains one chain of decanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C51H100O16P2	InChI=1S/C51H100O16P2/c1-4-7-10-13-16-18-20-22-24-26-29-32-34-37-49(54)61-40-46(52)41-63-68(57,58)64-42-47(53)43-65-69(59,60)66-45-48(44-62-50(55)38-35-31-28-15-12-9-6-3)67-51(56)39-36-33-30-27-25-23-21-19-17-14-11-8-5-2/h46-48,52-53H,4-45H2,1-3H3,(H,57,58)(H,59,60)/t46-,47-,48-/m1/s1	MLCLPQYPBYRAPO-VJOZVQJDSA-N	1030.648661			MMDBc0043669
BASm0030471	2-MLCL(12:0/12:0/18:0/0:0)	2-MLCL(12:0/12:0/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/12:0/18:0/0:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C51H100O16P2	InChI=1S/C51H100O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-27-29-31-34-37-49(54)61-40-46(52)41-63-68(57,58)64-42-47(53)43-65-69(59,60)66-45-48(67-51(56)39-36-33-30-26-18-15-12-9-6-3)44-62-50(55)38-35-32-28-25-17-14-11-8-5-2/h46-48,52-53H,4-45H2,1-3H3,(H,57,58)(H,59,60)/t46-,47-,48-/m1/s1	POCDSZYMPKRDBR-VJOZVQJDSA-N	1030.648661			MMDBc0043670
BASm0030472	2-MLCL(12:0/14:0/16:0/0:0)	2-MLCL(12:0/14:0/16:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/14:0/16:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C51H100O16P2	InChI=1S/C51H100O16P2/c1-4-7-10-13-16-19-21-22-24-26-29-31-34-37-49(54)61-40-46(52)41-63-68(57,58)64-42-47(53)43-65-69(59,60)66-45-48(44-62-50(55)38-35-32-28-25-18-15-12-9-6-3)67-51(56)39-36-33-30-27-23-20-17-14-11-8-5-2/h46-48,52-53H,4-45H2,1-3H3,(H,57,58)(H,59,60)/t46-,47-,48-/m1/s1	ZTRPYQBOUQVMAM-VJOZVQJDSA-N	1030.648661			MMDBc0043671
BASm0030473	2-MLCL(12:0/15:0/15:0/0:0)	2-MLCL(12:0/15:0/15:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/15:0/15:0/0:0) contains one chain of dodecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C51H100O16P2	InChI=1S/C51H100O16P2/c1-4-7-10-13-16-19-21-23-26-29-31-34-37-49(54)61-40-46(52)41-63-68(57,58)64-42-47(53)43-65-69(59,60)66-45-48(44-62-50(55)38-35-32-28-25-18-15-12-9-6-3)67-51(56)39-36-33-30-27-24-22-20-17-14-11-8-5-2/h46-48,52-53H,4-45H2,1-3H3,(H,57,58)(H,59,60)/t46-,47-,48-/m1/s1	IHVBDMZGUKJCCR-VJOZVQJDSA-N	1030.648661			MMDBc0043672
BASm0030474	2-MLCL(14:0/14:0/14:0/0:0)	2-MLCL(14:0/14:0/14:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/14:0/14:0/0:0) contains three chains of tetradecanoic acid at the C1, C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C51H100O16P2	InChI=1S/C51H100O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-49(54)61-40-46(52)41-63-68(57,58)64-42-47(53)43-65-69(59,60)66-45-48(67-51(56)39-36-33-30-27-24-21-18-15-12-9-6-3)44-62-50(55)38-35-32-29-26-23-20-17-14-11-8-5-2/h46-48,52-53H,4-45H2,1-3H3,(H,57,58)(H,59,60)/t46-,47-,48-/m1/s1	YRXGIWXJDPRFEI-VJOZVQJDSA-N	1030.648661			MMDBc0043673
BASm0030475	2-MLCL(10:0/10:0/22:1(13Z)/0:0)	2-MLCL(10:0/10:0/22:1(13Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/10:0/22:1(13Z)/0:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (13Z-docosenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C51H98O16P2	InChI=1S/C51H98O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-30-32-34-37-49(54)61-40-46(52)41-63-68(57,58)64-42-47(53)43-65-69(59,60)66-45-48(67-51(56)39-36-33-29-15-12-9-6-3)44-62-50(55)38-35-31-28-14-11-8-5-2/h19-20,46-48,52-53H,4-18,21-45H2,1-3H3,(H,57,58)(H,59,60)/b20-19-/t46-,47-,48-/m1/s1	PYINUNTWHLKJHL-WEHAXAPJSA-N	1028.633011			MMDBc0043674
BASm0030476	2-MLCL(10:0/12:0/20:1(11Z)/0:0)	2-MLCL(10:0/12:0/20:1(11Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/12:0/20:1(11Z)/0:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C51H98O16P2	InChI=1S/C51H98O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-27-29-32-34-37-49(54)61-40-46(52)41-63-68(57,58)64-42-47(53)43-65-69(59,60)66-45-48(44-62-50(55)38-35-31-28-15-12-9-6-3)67-51(56)39-36-33-30-26-17-14-11-8-5-2/h20-21,46-48,52-53H,4-19,22-45H2,1-3H3,(H,57,58)(H,59,60)/b21-20-/t46-,47-,48-/m1/s1	WKDVDBDPGCIZMG-LNWYWCKRSA-N	1028.633011			MMDBc0043675
BASm0030477	2-MLCL(10:0/14:0/18:1(9Z)/0:0)	2-MLCL(10:0/14:0/18:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/14:0/18:1(9Z)/0:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C51H98O16P2	InChI=1S/C51H98O16P2/c1-4-7-10-13-16-18-20-21-22-23-25-26-29-32-34-37-49(54)61-40-46(52)41-63-68(57,58)64-42-47(53)43-65-69(59,60)66-45-48(44-62-50(55)38-35-31-28-15-12-9-6-3)67-51(56)39-36-33-30-27-24-19-17-14-11-8-5-2/h21-22,46-48,52-53H,4-20,23-45H2,1-3H3,(H,57,58)(H,59,60)/b22-21-/t46-,47-,48-/m1/s1	OOXCWSADDPEUMP-VPCSXLCZSA-N	1028.633011			MMDBc0043676
BASm0030478	2-MLCL(10:0/14:1(9Z)/18:0/0:0)	2-MLCL(10:0/14:1(9Z)/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/14:1(9Z)/18:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C51H98O16P2	InChI=1S/C51H98O16P2/c1-4-7-10-13-16-18-20-21-22-23-25-26-29-32-34-37-49(54)61-40-46(52)41-63-68(57,58)64-42-47(53)43-65-69(59,60)66-45-48(44-62-50(55)38-35-31-28-15-12-9-6-3)67-51(56)39-36-33-30-27-24-19-17-14-11-8-5-2/h14,17,46-48,52-53H,4-13,15-16,18-45H2,1-3H3,(H,57,58)(H,59,60)/b17-14-/t46-,47-,48-/m1/s1	HAEFXEDICKSHOW-SLQPBWIZSA-N	1028.633011			MMDBc0043677
BASm0030479	2-MLCL(10:0/16:0/16:1(9Z)/0:0)	2-MLCL(10:0/16:0/16:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/16:0/16:1(9Z)/0:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C51H98O16P2	InChI=1S/C51H98O16P2/c1-4-7-10-13-16-18-20-22-24-26-29-32-34-37-49(54)61-40-46(52)41-63-68(57,58)64-42-47(53)43-65-69(59,60)66-45-48(44-62-50(55)38-35-31-28-15-12-9-6-3)67-51(56)39-36-33-30-27-25-23-21-19-17-14-11-8-5-2/h18,20,46-48,52-53H,4-17,19,21-45H2,1-3H3,(H,57,58)(H,59,60)/b20-18-/t46-,47-,48-/m1/s1	CJXNAVLNIRVEAQ-PKMDZQMVSA-N	1028.633011			MMDBc0043678
BASm0030480	2-MLCL(12:0/12:0/18:1(9Z)/0:0)	2-MLCL(12:0/12:0/18:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/12:0/18:1(9Z)/0:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C51H98O16P2	InChI=1S/C51H98O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-27-29-31-34-37-49(54)61-40-46(52)41-63-68(57,58)64-42-47(53)43-65-69(59,60)66-45-48(67-51(56)39-36-33-30-26-18-15-12-9-6-3)44-62-50(55)38-35-32-28-25-17-14-11-8-5-2/h21-22,46-48,52-53H,4-20,23-45H2,1-3H3,(H,57,58)(H,59,60)/b22-21-/t46-,47-,48-/m1/s1	VBUQTUZSZXRHRW-VPCSXLCZSA-N	1028.633011			MMDBc0043679
BASm0030481	2-MLCL(12:0/14:0/16:1(9Z)/0:0)	2-MLCL(12:0/14:0/16:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/14:0/16:1(9Z)/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C51H98O16P2	InChI=1S/C51H98O16P2/c1-4-7-10-13-16-19-21-22-24-26-29-31-34-37-49(54)61-40-46(52)41-63-68(57,58)64-42-47(53)43-65-69(59,60)66-45-48(44-62-50(55)38-35-32-28-25-18-15-12-9-6-3)67-51(56)39-36-33-30-27-23-20-17-14-11-8-5-2/h19,21,46-48,52-53H,4-18,20,22-45H2,1-3H3,(H,57,58)(H,59,60)/b21-19-/t46-,47-,48-/m1/s1	YXIWICVRSFMYCO-QKVBBAPXSA-N	1028.633011			MMDBc0043680
BASm0030482	2-MLCL(12:0/14:1(9Z)/16:0/0:0)	2-MLCL(12:0/14:1(9Z)/16:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/14:1(9Z)/16:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C51H98O16P2	InChI=1S/C51H98O16P2/c1-4-7-10-13-16-19-21-22-24-26-29-31-34-37-49(54)61-40-46(52)41-63-68(57,58)64-42-47(53)43-65-69(59,60)66-45-48(44-62-50(55)38-35-32-28-25-18-15-12-9-6-3)67-51(56)39-36-33-30-27-23-20-17-14-11-8-5-2/h14,17,46-48,52-53H,4-13,15-16,18-45H2,1-3H3,(H,57,58)(H,59,60)/b17-14-/t46-,47-,48-/m1/s1	RGUYDOGHMCVGCV-SLQPBWIZSA-N	1028.633011			MMDBc0043681
BASm0030483	2-MLCL(12:0/15:0/15:1(9Z)/0:0)	2-MLCL(12:0/15:0/15:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/15:0/15:1(9Z)/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C51H98O16P2	InChI=1S/C51H98O16P2/c1-4-7-10-13-16-19-21-23-26-29-31-34-37-49(54)61-40-46(52)41-63-68(57,58)64-42-47(53)43-65-69(59,60)66-45-48(44-62-50(55)38-35-32-28-25-18-15-12-9-6-3)67-51(56)39-36-33-30-27-24-22-20-17-14-11-8-5-2/h16,19,46-48,52-53H,4-15,17-18,20-45H2,1-3H3,(H,57,58)(H,59,60)/b19-16-/t46-,47-,48-/m1/s1	IBWKYIKAWSNCRU-WWKWTLAZSA-N	1028.633011			MMDBc0043682
BASm0030484	2-MLCL(14:0/14:0/14:1(9Z)/0:0)	2-MLCL(14:0/14:0/14:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/14:0/14:1(9Z)/0:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-tetradecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C51H98O16P2	InChI=1S/C51H98O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-49(54)61-40-46(52)41-63-68(57,58)64-42-47(53)43-65-69(59,60)66-45-48(67-51(56)39-36-33-30-27-24-21-18-15-12-9-6-3)44-62-50(55)38-35-32-29-26-23-20-17-14-11-8-5-2/h13,16,46-48,52-53H,4-12,14-15,17-45H2,1-3H3,(H,57,58)(H,59,60)/b16-13-/t46-,47-,48-/m1/s1	GSIDTEADOIOMQO-XGIUGZHDSA-N	1028.633011			MMDBc0043683
BASm0030485	2-MLCL(10:0/14:1(9Z)/18:1(9Z)/0:0)	2-MLCL(10:0/14:1(9Z)/18:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/14:1(9Z)/18:1(9Z)/0:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C51H96O16P2	InChI=1S/C51H96O16P2/c1-4-7-10-13-16-18-20-21-22-23-25-26-29-32-34-37-49(54)61-40-46(52)41-63-68(57,58)64-42-47(53)43-65-69(59,60)66-45-48(44-62-50(55)38-35-31-28-15-12-9-6-3)67-51(56)39-36-33-30-27-24-19-17-14-11-8-5-2/h14,17,21-22,46-48,52-53H,4-13,15-16,18-20,23-45H2,1-3H3,(H,57,58)(H,59,60)/b17-14-,22-21-/t46-,47-,48-/m1/s1	WFPCOBHFXCVEAJ-XWZDOTHSSA-N	1026.617361			MMDBc0043684
BASm0030486	2-MLCL(10:0/16:1(9Z)/16:1(9Z)/0:0)	2-MLCL(10:0/16:1(9Z)/16:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/16:1(9Z)/16:1(9Z)/0:0) contains one chain of decanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C51H96O16P2	InChI=1S/C51H96O16P2/c1-4-7-10-13-16-18-20-22-24-26-29-32-34-37-49(54)61-40-46(52)41-63-68(57,58)64-42-47(53)43-65-69(59,60)66-45-48(44-62-50(55)38-35-31-28-15-12-9-6-3)67-51(56)39-36-33-30-27-25-23-21-19-17-14-11-8-5-2/h18-21,46-48,52-53H,4-17,22-45H2,1-3H3,(H,57,58)(H,59,60)/b20-18-,21-19-/t46-,47-,48-/m1/s1	ASPGCZVFKJVORO-MFNOMNGGSA-N	1026.617361			MMDBc0043685
BASm0030487	2-MLCL(12:0/14:1(9Z)/16:1(9Z)/0:0)	2-MLCL(12:0/14:1(9Z)/16:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/14:1(9Z)/16:1(9Z)/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C51H96O16P2	InChI=1S/C51H96O16P2/c1-4-7-10-13-16-19-21-22-24-26-29-31-34-37-49(54)61-40-46(52)41-63-68(57,58)64-42-47(53)43-65-69(59,60)66-45-48(44-62-50(55)38-35-32-28-25-18-15-12-9-6-3)67-51(56)39-36-33-30-27-23-20-17-14-11-8-5-2/h14,17,19,21,46-48,52-53H,4-13,15-16,18,20,22-45H2,1-3H3,(H,57,58)(H,59,60)/b17-14-,21-19-/t46-,47-,48-/m1/s1	MBHFEQNDEQGCTH-LCDFKDKRSA-N	1026.617361			MMDBc0043686
BASm0030488	2-MLCL(12:0/15:1(9Z)/15:1(9Z)/0:0)	2-MLCL(12:0/15:1(9Z)/15:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/15:1(9Z)/15:1(9Z)/0:0) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C51H96O16P2	InChI=1S/C51H96O16P2/c1-4-7-10-13-16-19-21-23-26-29-31-34-37-49(54)61-40-46(52)41-63-68(57,58)64-42-47(53)43-65-69(59,60)66-45-48(44-62-50(55)38-35-32-28-25-18-15-12-9-6-3)67-51(56)39-36-33-30-27-24-22-20-17-14-11-8-5-2/h16-17,19-20,46-48,52-53H,4-15,18,21-45H2,1-3H3,(H,57,58)(H,59,60)/b19-16-,20-17-/t46-,47-,48-/m1/s1	IMIQZNLAPHHYPH-WAYZTYEKSA-N	1026.617361			MMDBc0043687
BASm0030489	2-MLCL(14:0/14:1(9Z)/14:1(9Z)/0:0)	2-MLCL(14:0/14:1(9Z)/14:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/14:1(9Z)/14:1(9Z)/0:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-tetradecenoyl) at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C51H96O16P2	InChI=1S/C51H96O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-49(54)61-40-46(52)41-63-68(57,58)64-42-47(53)43-65-69(59,60)66-45-48(67-51(56)39-36-33-30-27-24-21-18-15-12-9-6-3)44-62-50(55)38-35-32-29-26-23-20-17-14-11-8-5-2/h13,15-16,18,46-48,52-53H,4-12,14,17,19-45H2,1-3H3,(H,57,58)(H,59,60)/b16-13-,18-15-/t46-,47-,48-/m1/s1	ZFUVEGHYZIYCCG-BAMXIQHQSA-N	1026.617361			MMDBc0043688
BASm0030490	2-MLCL(14:1(9Z)/14:1(9Z)/14:1(9Z)/0:0)	2-MLCL(14:1(9Z)/14:1(9Z)/14:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:1(9Z)/14:1(9Z)/14:1(9Z)/0:0) contains three chains of (9Z-tetradecenoyl) at the C1, C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C51H94O16P2	InChI=1S/C51H94O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-49(54)61-40-46(52)41-63-68(57,58)64-42-47(53)43-65-69(59,60)66-45-48(67-51(56)39-36-33-30-27-24-21-18-15-12-9-6-3)44-62-50(55)38-35-32-29-26-23-20-17-14-11-8-5-2/h13-18,46-48,52-53H,4-12,19-45H2,1-3H3,(H,57,58)(H,59,60)/b16-13-,17-14-,18-15-/t46-,47-,48-/m1/s1	YOSLRBNBERJUKB-NLCNTJLTSA-N	1024.601711			MMDBc0043689
BASm0030491	2-MLCL(10:0/15:0/18:0/0:0)	2-MLCL(10:0/15:0/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/15:0/18:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C52H102O16P2	InChI=1S/C52H102O16P2/c1-4-7-10-13-16-18-20-22-23-24-26-27-30-33-35-38-50(55)62-41-47(53)42-64-69(58,59)65-43-48(54)44-66-70(60,61)67-46-49(45-63-51(56)39-36-32-29-15-12-9-6-3)68-52(57)40-37-34-31-28-25-21-19-17-14-11-8-5-2/h47-49,53-54H,4-46H2,1-3H3,(H,58,59)(H,60,61)/t47-,48-,49-/m1/s1	CLAPOSJZCSYUEA-WDUIFATLSA-N	1044.664311			MMDBc0043690
BASm0030492	2-MLCL(12:0/15:0/16:0/0:0)	2-MLCL(12:0/15:0/16:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/15:0/16:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C52H102O16P2	InChI=1S/C52H102O16P2/c1-4-7-10-13-16-19-21-23-25-27-30-32-35-38-50(55)62-41-47(53)42-64-69(58,59)65-43-48(54)44-66-70(60,61)67-46-49(45-63-51(56)39-36-33-29-26-18-15-12-9-6-3)68-52(57)40-37-34-31-28-24-22-20-17-14-11-8-5-2/h47-49,53-54H,4-46H2,1-3H3,(H,58,59)(H,60,61)/t47-,48-,49-/m1/s1	SBPUHVHKMCNAEC-WDUIFATLSA-N	1044.664311			MMDBc0043691
BASm0030493	2-MLCL(14:0/14:0/15:0/0:0)	2-MLCL(14:0/14:0/15:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/14:0/15:0/0:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C52H102O16P2	InChI=1S/C52H102O16P2/c1-4-7-10-13-16-19-22-25-27-29-32-35-38-50(55)62-41-47(53)42-64-69(58,59)65-43-48(54)44-66-70(60,61)67-46-49(68-52(57)40-37-34-31-28-24-21-18-15-12-9-6-3)45-63-51(56)39-36-33-30-26-23-20-17-14-11-8-5-2/h47-49,53-54H,4-46H2,1-3H3,(H,58,59)(H,60,61)/t47-,48-,49-/m1/s1	LKNVJRJETBIKBE-WDUIFATLSA-N	1044.664311			MMDBc0043692
BASm0030494	2-MLCL(10:0/10:0/23:1(9Z)/0:0)	2-MLCL(10:0/10:0/23:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/10:0/23:1(9Z)/0:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of 9Z-tricosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C52H100O16P2	InChI=1S/C52H100O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-31-33-35-38-50(55)62-41-47(53)42-64-69(58,59)65-43-48(54)44-66-70(60,61)67-46-49(68-52(57)40-37-34-30-15-12-9-6-3)45-63-51(56)39-36-32-29-14-11-8-5-2/h24-25,47-49,53-54H,4-23,26-46H2,1-3H3,(H,58,59)(H,60,61)/b25-24-/t47-,48-,49-/m1/s1	XGINZWXFWINMFR-IZRHKEMGSA-N	1042.648661			MMDBc0043693
BASm0030495	2-MLCL(10:0/15:0/18:1(9Z)/0:0)	2-MLCL(10:0/15:0/18:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/15:0/18:1(9Z)/0:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C52H100O16P2	InChI=1S/C52H100O16P2/c1-4-7-10-13-16-18-20-22-23-24-26-27-30-33-35-38-50(55)62-41-47(53)42-64-69(58,59)65-43-48(54)44-66-70(60,61)67-46-49(45-63-51(56)39-36-32-29-15-12-9-6-3)68-52(57)40-37-34-31-28-25-21-19-17-14-11-8-5-2/h22-23,47-49,53-54H,4-21,24-46H2,1-3H3,(H,58,59)(H,60,61)/b23-22-/t47-,48-,49-/m1/s1	LIJISPSMDNAAGG-VPMJHHHHSA-N	1042.648661			MMDBc0043694
BASm0030496	2-MLCL(10:0/15:1(9Z)/18:0/0:0)	2-MLCL(10:0/15:1(9Z)/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/15:1(9Z)/18:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C52H100O16P2	InChI=1S/C52H100O16P2/c1-4-7-10-13-16-18-20-22-23-24-26-27-30-33-35-38-50(55)62-41-47(53)42-64-69(58,59)65-43-48(54)44-66-70(60,61)67-46-49(45-63-51(56)39-36-32-29-15-12-9-6-3)68-52(57)40-37-34-31-28-25-21-19-17-14-11-8-5-2/h17,19,47-49,53-54H,4-16,18,20-46H2,1-3H3,(H,58,59)(H,60,61)/b19-17-/t47-,48-,49-/m1/s1	FHTJFIMPUJVLKG-BBWSAEFOSA-N	1042.648661			MMDBc0043695
BASm0030497	2-MLCL(12:0/15:0/16:1(9Z)/0:0)	2-MLCL(12:0/15:0/16:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/15:0/16:1(9Z)/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C52H100O16P2	InChI=1S/C52H100O16P2/c1-4-7-10-13-16-19-21-23-25-27-30-32-35-38-50(55)62-41-47(53)42-64-69(58,59)65-43-48(54)44-66-70(60,61)67-46-49(45-63-51(56)39-36-33-29-26-18-15-12-9-6-3)68-52(57)40-37-34-31-28-24-22-20-17-14-11-8-5-2/h19,21,47-49,53-54H,4-18,20,22-46H2,1-3H3,(H,58,59)(H,60,61)/b21-19-/t47-,48-,49-/m1/s1	BFBZNCFOOPHGDQ-OLRACIRMSA-N	1042.648661			MMDBc0043696
BASm0030498	2-MLCL(12:0/15:1(9Z)/16:0/0:0)	2-MLCL(12:0/15:1(9Z)/16:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/15:1(9Z)/16:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C52H100O16P2	InChI=1S/C52H100O16P2/c1-4-7-10-13-16-19-21-23-25-27-30-32-35-38-50(55)62-41-47(53)42-64-69(58,59)65-43-48(54)44-66-70(60,61)67-46-49(45-63-51(56)39-36-33-29-26-18-15-12-9-6-3)68-52(57)40-37-34-31-28-24-22-20-17-14-11-8-5-2/h17,20,47-49,53-54H,4-16,18-19,21-46H2,1-3H3,(H,58,59)(H,60,61)/b20-17-/t47-,48-,49-/m1/s1	MZUWKJPXYBRZQM-RFZRCMCPSA-N	1042.648661			MMDBc0043697
BASm0030499	2-MLCL(14:0/14:0/15:1(9Z)/0:0)	2-MLCL(14:0/14:0/15:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/14:0/15:1(9Z)/0:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C52H100O16P2	InChI=1S/C52H100O16P2/c1-4-7-10-13-16-19-22-25-27-29-32-35-38-50(55)62-41-47(53)42-64-69(58,59)65-43-48(54)44-66-70(60,61)67-46-49(68-52(57)40-37-34-31-28-24-21-18-15-12-9-6-3)45-63-51(56)39-36-33-30-26-23-20-17-14-11-8-5-2/h16,19,47-49,53-54H,4-15,17-18,20-46H2,1-3H3,(H,58,59)(H,60,61)/b19-16-/t47-,48-,49-/m1/s1	RYSSNHOPAPDSHX-UXKUWEOMSA-N	1042.648661			MMDBc0043698
BASm0030500	2-MLCL(14:0/14:1(9Z)/15:0/0:0)	2-MLCL(14:0/14:1(9Z)/15:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/14:1(9Z)/15:0/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of pentadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C52H100O16P2	InChI=1S/C52H100O16P2/c1-4-7-10-13-16-19-22-25-27-29-32-35-38-50(55)62-41-47(53)42-64-69(58,59)65-43-48(54)44-66-70(60,61)67-46-49(68-52(57)40-37-34-31-28-24-21-18-15-12-9-6-3)45-63-51(56)39-36-33-30-26-23-20-17-14-11-8-5-2/h15,18,47-49,53-54H,4-14,16-17,19-46H2,1-3H3,(H,58,59)(H,60,61)/b18-15-/t47-,48-,49-/m1/s1	WPETUDDURUSKFN-GIIVZNGASA-N	1042.648661			MMDBc0043699
BASm0030501	2-MLCL(10:0/15:1(9Z)/18:1(9Z)/0:0)	2-MLCL(10:0/15:1(9Z)/18:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/15:1(9Z)/18:1(9Z)/0:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C52H98O16P2	InChI=1S/C52H98O16P2/c1-4-7-10-13-16-18-20-22-23-24-26-27-30-33-35-38-50(55)62-41-47(53)42-64-69(58,59)65-43-48(54)44-66-70(60,61)67-46-49(45-63-51(56)39-36-32-29-15-12-9-6-3)68-52(57)40-37-34-31-28-25-21-19-17-14-11-8-5-2/h17,19,22-23,47-49,53-54H,4-16,18,20-21,24-46H2,1-3H3,(H,58,59)(H,60,61)/b19-17-,23-22-/t47-,48-,49-/m1/s1	IJYOKGOSMODFSP-DIZZRYJMSA-N	1040.633011			MMDBc0043700
BASm0030502	2-MLCL(12:0/15:1(9Z)/16:1(9Z)/0:0)	2-MLCL(12:0/15:1(9Z)/16:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/15:1(9Z)/16:1(9Z)/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C52H98O16P2	InChI=1S/C52H98O16P2/c1-4-7-10-13-16-19-21-23-25-27-30-32-35-38-50(55)62-41-47(53)42-64-69(58,59)65-43-48(54)44-66-70(60,61)67-46-49(45-63-51(56)39-36-33-29-26-18-15-12-9-6-3)68-52(57)40-37-34-31-28-24-22-20-17-14-11-8-5-2/h17,19-21,47-49,53-54H,4-16,18,22-46H2,1-3H3,(H,58,59)(H,60,61)/b20-17-,21-19-/t47-,48-,49-/m1/s1	KSRURCWNRGCSRQ-JHTRPGNTSA-N	1040.633011			MMDBc0043701
BASm0030503	2-MLCL(14:0/14:1(9Z)/15:1(9Z)/0:0)	2-MLCL(14:0/14:1(9Z)/15:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/14:1(9Z)/15:1(9Z)/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C52H98O16P2	InChI=1S/C52H98O16P2/c1-4-7-10-13-16-19-22-25-27-29-32-35-38-50(55)62-41-47(53)42-64-69(58,59)65-43-48(54)44-66-70(60,61)67-46-49(68-52(57)40-37-34-31-28-24-21-18-15-12-9-6-3)45-63-51(56)39-36-33-30-26-23-20-17-14-11-8-5-2/h15-16,18-19,47-49,53-54H,4-14,17,20-46H2,1-3H3,(H,58,59)(H,60,61)/b18-15-,19-16-/t47-,48-,49-/m1/s1	MKZNATSAOKMQMU-DTTVWOINSA-N	1040.633011			MMDBc0043702
BASm0030504	2-MLCL(14:1(9Z)/14:1(9Z)/15:0/0:0)	2-MLCL(14:1(9Z)/14:1(9Z)/15:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:1(9Z)/14:1(9Z)/15:0/0:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of pentadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C52H98O16P2	InChI=1S/C52H98O16P2/c1-4-7-10-13-16-19-22-25-27-29-32-35-38-50(55)62-41-47(53)42-64-69(58,59)65-43-48(54)44-66-70(60,61)67-46-49(68-52(57)40-37-34-31-28-24-21-18-15-12-9-6-3)45-63-51(56)39-36-33-30-26-23-20-17-14-11-8-5-2/h14-15,17-18,47-49,53-54H,4-13,16,19-46H2,1-3H3,(H,58,59)(H,60,61)/b17-14-,18-15-/t47-,48-,49-/m1/s1	ACDOIQSOBVHYLL-RWHCACQTSA-N	1040.633011			MMDBc0043703
BASm0030505	2-MLCL(10:0/10:0/24:0/0:0)	2-MLCL(10:0/10:0/24:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/10:0/24:0/0:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of tetracosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C53H104O16P2	InChI=1S/C53H104O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-32-34-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(69-53(58)41-38-35-31-15-12-9-6-3)46-64-52(57)40-37-33-30-14-11-8-5-2/h48-50,54-55H,4-47H2,1-3H3,(H,59,60)(H,61,62)/t48-,49-,50-/m1/s1	RCASWCPRCOVJSF-KXSRAAHWSA-N	1058.679961			MMDBc0043704
BASm0030506	2-MLCL(10:0/12:0/22:0/0:0)	2-MLCL(10:0/12:0/22:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/12:0/22:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C53H104O16P2	InChI=1S/C53H104O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-29-31-34-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(46-64-52(57)40-37-33-30-15-12-9-6-3)69-53(58)41-38-35-32-28-17-14-11-8-5-2/h48-50,54-55H,4-47H2,1-3H3,(H,59,60)(H,61,62)/t48-,49-,50-/m1/s1	UEOTTZRVCZOLKV-KXSRAAHWSA-N	1058.679961			MMDBc0043705
BASm0030507	2-MLCL(10:0/14:0/20:0/0:0)	2-MLCL(10:0/14:0/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/14:0/20:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C53H104O16P2	InChI=1S/C53H104O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-27-28-31-34-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(46-64-52(57)40-37-33-30-15-12-9-6-3)69-53(58)41-38-35-32-29-26-19-17-14-11-8-5-2/h48-50,54-55H,4-47H2,1-3H3,(H,59,60)(H,61,62)/t48-,49-,50-/m1/s1	ITFPYHFGPHKZTQ-KXSRAAHWSA-N	1058.679961			MMDBc0043706
BASm0030508	2-MLCL(10:0/16:0/18:0/0:0)	2-MLCL(10:0/16:0/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/16:0/18:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C53H104O16P2	InChI=1S/C53H104O16P2/c1-4-7-10-13-16-18-20-22-23-25-26-28-31-34-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(46-64-52(57)40-37-33-30-15-12-9-6-3)69-53(58)41-38-35-32-29-27-24-21-19-17-14-11-8-5-2/h48-50,54-55H,4-47H2,1-3H3,(H,59,60)(H,61,62)/t48-,49-,50-/m1/s1	UXXXPAKQQMPSLT-KXSRAAHWSA-N	1058.679961			MMDBc0043707
BASm0030509	2-MLCL(12:0/12:0/20:0/0:0)	2-MLCL(12:0/12:0/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/12:0/20:0/0:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C53H104O16P2	InChI=1S/C53H104O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-29-31-33-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(69-53(58)41-38-35-32-28-18-15-12-9-6-3)46-64-52(57)40-37-34-30-27-17-14-11-8-5-2/h48-50,54-55H,4-47H2,1-3H3,(H,59,60)(H,61,62)/t48-,49-,50-/m1/s1	SFMRCKPJEMOMBA-KXSRAAHWSA-N	1058.679961			MMDBc0043708
BASm0030510	2-MLCL(12:0/14:0/18:0/0:0)	2-MLCL(12:0/14:0/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/14:0/18:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C53H104O16P2	InChI=1S/C53H104O16P2/c1-4-7-10-13-16-19-21-22-23-24-26-28-31-33-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(46-64-52(57)40-37-34-30-27-18-15-12-9-6-3)69-53(58)41-38-35-32-29-25-20-17-14-11-8-5-2/h48-50,54-55H,4-47H2,1-3H3,(H,59,60)(H,61,62)/t48-,49-,50-/m1/s1	WUUOBEGYICTNKF-KXSRAAHWSA-N	1058.679961			MMDBc0043709
BASm0030511	2-MLCL(12:0/16:0/16:0/0:0)	2-MLCL(12:0/16:0/16:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/16:0/16:0/0:0) contains one chain of dodecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C53H104O16P2	InChI=1S/C53H104O16P2/c1-4-7-10-13-16-19-21-23-25-28-31-33-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(46-64-52(57)40-37-34-30-27-18-15-12-9-6-3)69-53(58)41-38-35-32-29-26-24-22-20-17-14-11-8-5-2/h48-50,54-55H,4-47H2,1-3H3,(H,59,60)(H,61,62)/t48-,49-,50-/m1/s1	YFUXBLBUQDRKHD-KXSRAAHWSA-N	1058.679961			MMDBc0043710
BASm0030512	2-MLCL(14:0/14:0/16:0/0:0)	2-MLCL(14:0/14:0/16:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/14:0/16:0/0:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C53H104O16P2	InChI=1S/C53H104O16P2/c1-4-7-10-13-16-19-22-23-26-28-30-33-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(69-53(58)41-38-35-32-29-25-21-18-15-12-9-6-3)46-64-52(57)40-37-34-31-27-24-20-17-14-11-8-5-2/h48-50,54-55H,4-47H2,1-3H3,(H,59,60)(H,61,62)/t48-,49-,50-/m1/s1	IVKMZQBEEBZFGL-KXSRAAHWSA-N	1058.679961			MMDBc0043711
BASm0030513	2-MLCL(14:0/15:0/15:0/0:0)	2-MLCL(14:0/15:0/15:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/15:0/15:0/0:0) contains one chain of tetradecanoic acid at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C53H104O16P2	InChI=1S/C53H104O16P2/c1-4-7-10-13-16-19-22-25-28-30-33-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(46-64-52(57)40-37-34-31-27-24-21-18-15-12-9-6-3)69-53(58)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h48-50,54-55H,4-47H2,1-3H3,(H,59,60)(H,61,62)/t48-,49-,50-/m1/s1	JHLVAYGIEJXWEO-KXSRAAHWSA-N	1058.679961			MMDBc0043712
BASm0030514	2-MLCL(10:0/10:0/24:1(15Z)/0:0)	2-MLCL(10:0/10:0/24:1(15Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/10:0/24:1(15Z)/0:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (15Z-tetracosenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-32-34-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(69-53(58)41-38-35-31-15-12-9-6-3)46-64-52(57)40-37-33-30-14-11-8-5-2/h19-20,48-50,54-55H,4-18,21-47H2,1-3H3,(H,59,60)(H,61,62)/b20-19-/t48-,49-,50-/m1/s1	NGKANBUWZBWUKO-ZCPJKFPHSA-N	1056.664311			MMDBc0043713
BASm0030515	2-MLCL(10:0/12:0/22:1(13Z)/0:0)	2-MLCL(10:0/12:0/22:1(13Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/12:0/22:1(13Z)/0:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (13Z-docosenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-29-31-34-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(46-64-52(57)40-37-33-30-15-12-9-6-3)69-53(58)41-38-35-32-28-17-14-11-8-5-2/h20-21,48-50,54-55H,4-19,22-47H2,1-3H3,(H,59,60)(H,61,62)/b21-20-/t48-,49-,50-/m1/s1	HHGNYQVPOYHLAJ-UPQNPYBXSA-N	1056.664311			MMDBc0043714
BASm0030516	2-MLCL(10:0/14:0/20:1(11Z)/0:0)	2-MLCL(10:0/14:0/20:1(11Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/14:0/20:1(11Z)/0:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-27-28-31-34-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(46-64-52(57)40-37-33-30-15-12-9-6-3)69-53(58)41-38-35-32-29-26-19-17-14-11-8-5-2/h21-22,48-50,54-55H,4-20,23-47H2,1-3H3,(H,59,60)(H,61,62)/b22-21-/t48-,49-,50-/m1/s1	GLPKSBQHXDDHKE-ZIADEBPNSA-N	1056.664311			MMDBc0043715
BASm0030517	2-MLCL(10:0/14:1(9Z)/20:0/0:0)	2-MLCL(10:0/14:1(9Z)/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/14:1(9Z)/20:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-27-28-31-34-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(46-64-52(57)40-37-33-30-15-12-9-6-3)69-53(58)41-38-35-32-29-26-19-17-14-11-8-5-2/h14,17,48-50,54-55H,4-13,15-16,18-47H2,1-3H3,(H,59,60)(H,61,62)/b17-14-/t48-,49-,50-/m1/s1	VZLUJQKKGWPRIS-ATYTVHHOSA-N	1056.664311			MMDBc0043716
BASm0030518	2-MLCL(10:0/16:0/18:1(9Z)/0:0)	2-MLCL(10:0/16:0/18:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/16:0/18:1(9Z)/0:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-18-20-22-23-25-26-28-31-34-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(46-64-52(57)40-37-33-30-15-12-9-6-3)69-53(58)41-38-35-32-29-27-24-21-19-17-14-11-8-5-2/h22-23,48-50,54-55H,4-21,24-47H2,1-3H3,(H,59,60)(H,61,62)/b23-22-/t48-,49-,50-/m1/s1	BBCHVTCCZBZSNU-DGMHLJCYSA-N	1056.664311			MMDBc0043717
BASm0030519	2-MLCL(10:0/16:1(9Z)/18:0/0:0)	2-MLCL(10:0/16:1(9Z)/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/16:1(9Z)/18:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-18-20-22-23-25-26-28-31-34-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(46-64-52(57)40-37-33-30-15-12-9-6-3)69-53(58)41-38-35-32-29-27-24-21-19-17-14-11-8-5-2/h19,21,48-50,54-55H,4-18,20,22-47H2,1-3H3,(H,59,60)(H,61,62)/b21-19-/t48-,49-,50-/m1/s1	LHINNBLYXDGQIB-IVKBEUGLSA-N	1056.664311			MMDBc0043718
BASm0030520	2-MLCL(12:0/12:0/20:1(11Z)/0:0)	2-MLCL(12:0/12:0/20:1(11Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/12:0/20:1(11Z)/0:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (11Z-eicosenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-29-31-33-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(69-53(58)41-38-35-32-28-18-15-12-9-6-3)46-64-52(57)40-37-34-30-27-17-14-11-8-5-2/h21-22,48-50,54-55H,4-20,23-47H2,1-3H3,(H,59,60)(H,61,62)/b22-21-/t48-,49-,50-/m1/s1	RURBDOMBGXSXTJ-ZIADEBPNSA-N	1056.664311			MMDBc0043719
BASm0030521	2-MLCL(12:0/14:0/18:1(9Z)/0:0)	2-MLCL(12:0/14:0/18:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/14:0/18:1(9Z)/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-19-21-22-23-24-26-28-31-33-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(46-64-52(57)40-37-34-30-27-18-15-12-9-6-3)69-53(58)41-38-35-32-29-25-20-17-14-11-8-5-2/h22-23,48-50,54-55H,4-21,24-47H2,1-3H3,(H,59,60)(H,61,62)/b23-22-/t48-,49-,50-/m1/s1	XGTFCNMZWLDWFJ-DGMHLJCYSA-N	1056.664311			MMDBc0043720
BASm0030522	2-MLCL(12:0/14:1(9Z)/18:0/0:0)	2-MLCL(12:0/14:1(9Z)/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/14:1(9Z)/18:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-19-21-22-23-24-26-28-31-33-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(46-64-52(57)40-37-34-30-27-18-15-12-9-6-3)69-53(58)41-38-35-32-29-25-20-17-14-11-8-5-2/h14,17,48-50,54-55H,4-13,15-16,18-47H2,1-3H3,(H,59,60)(H,61,62)/b17-14-/t48-,49-,50-/m1/s1	HZHCPMUGASGBSZ-ATYTVHHOSA-N	1056.664311			MMDBc0043721
BASm0030523	2-MLCL(12:0/16:0/16:1(9Z)/0:0)	2-MLCL(12:0/16:0/16:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/16:0/16:1(9Z)/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-19-21-23-25-28-31-33-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(46-64-52(57)40-37-34-30-27-18-15-12-9-6-3)69-53(58)41-38-35-32-29-26-24-22-20-17-14-11-8-5-2/h19,21,48-50,54-55H,4-18,20,22-47H2,1-3H3,(H,59,60)(H,61,62)/b21-19-/t48-,49-,50-/m1/s1	YRNWTTHUHIHYNC-IVKBEUGLSA-N	1056.664311			MMDBc0043722
BASm0030524	2-MLCL(14:0/14:0/16:1(9Z)/0:0)	2-MLCL(14:0/14:0/16:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/14:0/16:1(9Z)/0:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-19-22-23-26-28-30-33-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(69-53(58)41-38-35-32-29-25-21-18-15-12-9-6-3)46-64-52(57)40-37-34-31-27-24-20-17-14-11-8-5-2/h19,22,48-50,54-55H,4-18,20-21,23-47H2,1-3H3,(H,59,60)(H,61,62)/b22-19-/t48-,49-,50-/m1/s1	MIRVNATXENOSLU-MHPNLEFOSA-N	1056.664311			MMDBc0043723
BASm0030525	2-MLCL(14:0/14:1(9Z)/16:0/0:0)	2-MLCL(14:0/14:1(9Z)/16:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/14:1(9Z)/16:0/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-19-22-23-26-28-30-33-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(69-53(58)41-38-35-32-29-25-21-18-15-12-9-6-3)46-64-52(57)40-37-34-31-27-24-20-17-14-11-8-5-2/h15,18,48-50,54-55H,4-14,16-17,19-47H2,1-3H3,(H,59,60)(H,61,62)/b18-15-/t48-,49-,50-/m1/s1	WNIDPGNVAGRFIV-KAKWWVIKSA-N	1056.664311			MMDBc0043724
BASm0030526	2-MLCL(14:0/15:0/15:1(9Z)/0:0)	2-MLCL(14:0/15:0/15:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/15:0/15:1(9Z)/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-19-22-25-28-30-33-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(46-64-52(57)40-37-34-31-27-24-21-18-15-12-9-6-3)69-53(58)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h16,19,48-50,54-55H,4-15,17-18,20-47H2,1-3H3,(H,59,60)(H,61,62)/b19-16-/t48-,49-,50-/m1/s1	HOEZYTZQXAEQME-HMWPQOOWSA-N	1056.664311			MMDBc0043725
BASm0030527	2-MLCL(14:1(9Z)/15:0/15:0/0:0)	2-MLCL(14:1(9Z)/15:0/15:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:1(9Z)/15:0/15:0/0:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of pentadecanoic acid at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C53H102O16P2	InChI=1S/C53H102O16P2/c1-4-7-10-13-16-19-22-25-28-30-33-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(46-64-52(57)40-37-34-31-27-24-21-18-15-12-9-6-3)69-53(58)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h15,18,48-50,54-55H,4-14,16-17,19-47H2,1-3H3,(H,59,60)(H,61,62)/b18-15-/t48-,49-,50-/m1/s1	QJYKPNKKVZYVKG-KAKWWVIKSA-N	1056.664311			MMDBc0043726
BASm0030528	2-MLCL(10:0/14:1(9Z)/20:1(11Z)/0:0)	2-MLCL(10:0/14:1(9Z)/20:1(11Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/14:1(9Z)/20:1(11Z)/0:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C53H100O16P2	InChI=1S/C53H100O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-27-28-31-34-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(46-64-52(57)40-37-33-30-15-12-9-6-3)69-53(58)41-38-35-32-29-26-19-17-14-11-8-5-2/h14,17,21-22,48-50,54-55H,4-13,15-16,18-20,23-47H2,1-3H3,(H,59,60)(H,61,62)/b17-14-,22-21-/t48-,49-,50-/m1/s1	GYCQUBZYXDDSLG-QFBRDPKMSA-N	1054.648661			MMDBc0043727
BASm0030529	2-MLCL(10:0/16:1(9Z)/18:1(9Z)/0:0)	2-MLCL(10:0/16:1(9Z)/18:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/16:1(9Z)/18:1(9Z)/0:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C53H100O16P2	InChI=1S/C53H100O16P2/c1-4-7-10-13-16-18-20-22-23-25-26-28-31-34-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(46-64-52(57)40-37-33-30-15-12-9-6-3)69-53(58)41-38-35-32-29-27-24-21-19-17-14-11-8-5-2/h19,21-23,48-50,54-55H,4-18,20,24-47H2,1-3H3,(H,59,60)(H,61,62)/b21-19-,23-22-/t48-,49-,50-/m1/s1	GTDKHWMICJMVAS-IXDVROIQSA-N	1054.648661			MMDBc0043728
BASm0030530	2-MLCL(12:0/14:1(9Z)/18:1(9Z)/0:0)	2-MLCL(12:0/14:1(9Z)/18:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/14:1(9Z)/18:1(9Z)/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C53H100O16P2	InChI=1S/C53H100O16P2/c1-4-7-10-13-16-19-21-22-23-24-26-28-31-33-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(46-64-52(57)40-37-34-30-27-18-15-12-9-6-3)69-53(58)41-38-35-32-29-25-20-17-14-11-8-5-2/h14,17,22-23,48-50,54-55H,4-13,15-16,18-21,24-47H2,1-3H3,(H,59,60)(H,61,62)/b17-14-,23-22-/t48-,49-,50-/m1/s1	WIZDVWLKXJYKDQ-LLBBBLNYSA-N	1054.648661			MMDBc0043729
BASm0030531	2-MLCL(12:0/16:1(9Z)/16:1(9Z)/0:0)	2-MLCL(12:0/16:1(9Z)/16:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/16:1(9Z)/16:1(9Z)/0:0) contains one chain of dodecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C53H100O16P2	InChI=1S/C53H100O16P2/c1-4-7-10-13-16-19-21-23-25-28-31-33-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(46-64-52(57)40-37-34-30-27-18-15-12-9-6-3)69-53(58)41-38-35-32-29-26-24-22-20-17-14-11-8-5-2/h19-22,48-50,54-55H,4-18,23-47H2,1-3H3,(H,59,60)(H,61,62)/b21-19-,22-20-/t48-,49-,50-/m1/s1	COEASOIXDDROSB-OPKUJGSUSA-N	1054.648661			MMDBc0043730
BASm0030532	2-MLCL(14:0/14:1(9Z)/16:1(9Z)/0:0)	2-MLCL(14:0/14:1(9Z)/16:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/14:1(9Z)/16:1(9Z)/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C53H100O16P2	InChI=1S/C53H100O16P2/c1-4-7-10-13-16-19-22-23-26-28-30-33-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(69-53(58)41-38-35-32-29-25-21-18-15-12-9-6-3)46-64-52(57)40-37-34-31-27-24-20-17-14-11-8-5-2/h15,18-19,22,48-50,54-55H,4-14,16-17,20-21,23-47H2,1-3H3,(H,59,60)(H,61,62)/b18-15-,22-19-/t48-,49-,50-/m1/s1	PEJGHMNYYPMLHK-MENCRBOPSA-N	1054.648661			MMDBc0043731
BASm0030533	2-MLCL(14:0/15:1(9Z)/15:1(9Z)/0:0)	2-MLCL(14:0/15:1(9Z)/15:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/15:1(9Z)/15:1(9Z)/0:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C53H100O16P2	InChI=1S/C53H100O16P2/c1-4-7-10-13-16-19-22-25-28-30-33-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(46-64-52(57)40-37-34-31-27-24-21-18-15-12-9-6-3)69-53(58)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h16-17,19-20,48-50,54-55H,4-15,18,21-47H2,1-3H3,(H,59,60)(H,61,62)/b19-16-,20-17-/t48-,49-,50-/m1/s1	IQRXPFOAQDKEOM-UHMQVKHSSA-N	1054.648661			MMDBc0043732
BASm0030534	2-MLCL(14:1(9Z)/14:1(9Z)/16:0/0:0)	2-MLCL(14:1(9Z)/14:1(9Z)/16:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:1(9Z)/14:1(9Z)/16:0/0:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C53H100O16P2	InChI=1S/C53H100O16P2/c1-4-7-10-13-16-19-22-23-26-28-30-33-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(69-53(58)41-38-35-32-29-25-21-18-15-12-9-6-3)46-64-52(57)40-37-34-31-27-24-20-17-14-11-8-5-2/h14-15,17-18,48-50,54-55H,4-13,16,19-47H2,1-3H3,(H,59,60)(H,61,62)/b17-14-,18-15-/t48-,49-,50-/m1/s1	KFHRTIGAYXKERM-CMQMAEFISA-N	1054.648661			MMDBc0043733
BASm0030535	2-MLCL(14:1(9Z)/15:0/15:1(9Z)/0:0)	2-MLCL(14:1(9Z)/15:0/15:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:1(9Z)/15:0/15:1(9Z)/0:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C53H100O16P2	InChI=1S/C53H100O16P2/c1-4-7-10-13-16-19-22-25-28-30-33-36-39-51(56)63-42-48(54)43-65-70(59,60)66-44-49(55)45-67-71(61,62)68-47-50(46-64-52(57)40-37-34-31-27-24-21-18-15-12-9-6-3)69-53(58)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h15-16,18-19,48-50,54-55H,4-14,17,20-47H2,1-3H3,(H,59,60)(H,61,62)/b18-15-,19-16-/t48-,49-,50-/m1/s1	JFRBNRHXJLLRRY-NHUOBMKKSA-N	1054.648661			MMDBc0043734
BASm0030536	2-MLCL(10:0/10:0/25:0/0:0)	2-MLCL(10:0/10:0/25:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/10:0/25:0/0:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of pentacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C54H106O16P2	InChI=1S/C54H106O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-33-35-37-40-52(57)64-43-49(55)44-66-71(60,61)67-45-50(56)46-68-72(62,63)69-48-51(70-54(59)42-39-36-32-15-12-9-6-3)47-65-53(58)41-38-34-31-14-11-8-5-2/h49-51,55-56H,4-48H2,1-3H3,(H,60,61)(H,62,63)/t49-,50-,51-/m1/s1	IOSMBMSURYTLCI-NPGPNXQJSA-N	1072.695611			MMDBc0043735
BASm0030537	2-MLCL(10:0/15:0/20:0/0:0)	2-MLCL(10:0/15:0/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/15:0/20:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C54H106O16P2	InChI=1S/C54H106O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-28-29-32-35-37-40-52(57)64-43-49(55)44-66-71(60,61)67-45-50(56)46-68-72(62,63)69-48-51(47-65-53(58)41-38-34-31-15-12-9-6-3)70-54(59)42-39-36-33-30-27-21-19-17-14-11-8-5-2/h49-51,55-56H,4-48H2,1-3H3,(H,60,61)(H,62,63)/t49-,50-,51-/m1/s1	RBWKXRJWAGXPBG-NPGPNXQJSA-N	1072.695611			MMDBc0043736
BASm0030538	2-MLCL(12:0/15:0/18:0/0:0)	2-MLCL(12:0/15:0/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/15:0/18:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C54H106O16P2	InChI=1S/C54H106O16P2/c1-4-7-10-13-16-19-21-23-24-25-27-29-32-34-37-40-52(57)64-43-49(55)44-66-71(60,61)67-45-50(56)46-68-72(62,63)69-48-51(47-65-53(58)41-38-35-31-28-18-15-12-9-6-3)70-54(59)42-39-36-33-30-26-22-20-17-14-11-8-5-2/h49-51,55-56H,4-48H2,1-3H3,(H,60,61)(H,62,63)/t49-,50-,51-/m1/s1	BZKYUIVCTXOYFE-NPGPNXQJSA-N	1072.695611			MMDBc0043737
BASm0030539	2-MLCL(14:0/15:0/16:0/0:0)	2-MLCL(14:0/15:0/16:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/15:0/16:0/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C54H106O16P2	InChI=1S/C54H106O16P2/c1-4-7-10-13-16-19-22-24-27-29-31-34-37-40-52(57)64-43-49(55)44-66-71(60,61)67-45-50(56)46-68-72(62,63)69-48-51(47-65-53(58)41-38-35-32-28-25-21-18-15-12-9-6-3)70-54(59)42-39-36-33-30-26-23-20-17-14-11-8-5-2/h49-51,55-56H,4-48H2,1-3H3,(H,60,61)(H,62,63)/t49-,50-,51-/m1/s1	FXVMGMOSRSAMOR-NPGPNXQJSA-N	1072.695611			MMDBc0043738
BASm0030540	2-MLCL(15:0/15:0/15:0/0:0)	2-MLCL(15:0/15:0/15:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/15:0/15:0/0:0) contains three chains of pentadecanoic acid at the C1, C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C54H106O16P2	InChI=1S/C54H106O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-52(57)64-43-49(55)44-66-71(60,61)67-45-50(56)46-68-72(62,63)69-48-51(70-54(59)42-39-36-33-30-27-24-21-18-15-12-9-6-3)47-65-53(58)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h49-51,55-56H,4-48H2,1-3H3,(H,60,61)(H,62,63)/t49-,50-,51-/m1/s1	ZNLJEABVGDIJJX-NPGPNXQJSA-N	1072.695611			MMDBc0043739
BASm0030541	2-MLCL(10:0/10:0/25:1(15Z)/0:0)	2-MLCL(10:0/10:0/25:1(15Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/10:0/25:1(15Z)/0:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of 15Z-pentacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C54H104O16P2	InChI=1S/C54H104O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-33-35-37-40-52(57)64-43-49(55)44-66-71(60,61)67-45-50(56)46-68-72(62,63)69-48-51(70-54(59)42-39-36-32-15-12-9-6-3)47-65-53(58)41-38-34-31-14-11-8-5-2/h20-21,49-51,55-56H,4-19,22-48H2,1-3H3,(H,60,61)(H,62,63)/b21-20-/t49-,50-,51-/m1/s1	MCBUMWBRKDAACN-BMDSRMEISA-N	1070.679961			MMDBc0043740
BASm0030542	2-MLCL(10:0/12:0/23:1(9Z)/0:0)	2-MLCL(10:0/12:0/23:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/12:0/23:1(9Z)/0:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of 9Z-tricosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C54H104O16P2	InChI=1S/C54H104O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-30-32-35-37-40-52(57)64-43-49(55)44-66-71(60,61)67-45-50(56)46-68-72(62,63)69-48-51(47-65-53(58)41-38-34-31-15-12-9-6-3)70-54(59)42-39-36-33-29-17-14-11-8-5-2/h25-26,49-51,55-56H,4-24,27-48H2,1-3H3,(H,60,61)(H,62,63)/b26-25-/t49-,50-,51-/m1/s1	BKCRTROQTSYDSU-HYHUNVGSSA-N	1070.679961			MMDBc0043741
BASm0030543	2-MLCL(10:0/15:0/20:1(11Z)/0:0)	2-MLCL(10:0/15:0/20:1(11Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/15:0/20:1(11Z)/0:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C54H104O16P2	InChI=1S/C54H104O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-28-29-32-35-37-40-52(57)64-43-49(55)44-66-71(60,61)67-45-50(56)46-68-72(62,63)69-48-51(47-65-53(58)41-38-34-31-15-12-9-6-3)70-54(59)42-39-36-33-30-27-21-19-17-14-11-8-5-2/h22-23,49-51,55-56H,4-21,24-48H2,1-3H3,(H,60,61)(H,62,63)/b23-22-/t49-,50-,51-/m1/s1	CTRFKDNWRIMDKQ-BDSHBDFSSA-N	1070.679961			MMDBc0043742
BASm0030544	2-MLCL(10:0/15:1(9Z)/20:0/0:0)	2-MLCL(10:0/15:1(9Z)/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/15:1(9Z)/20:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C54H104O16P2	InChI=1S/C54H104O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-28-29-32-35-37-40-52(57)64-43-49(55)44-66-71(60,61)67-45-50(56)46-68-72(62,63)69-48-51(47-65-53(58)41-38-34-31-15-12-9-6-3)70-54(59)42-39-36-33-30-27-21-19-17-14-11-8-5-2/h17,19,49-51,55-56H,4-16,18,20-48H2,1-3H3,(H,60,61)(H,62,63)/b19-17-/t49-,50-,51-/m1/s1	JIWZCLBOTCAKSG-UJIIQMNCSA-N	1070.679961			MMDBc0043743
BASm0030545	2-MLCL(12:0/15:0/18:1(9Z)/0:0)	2-MLCL(12:0/15:0/18:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/15:0/18:1(9Z)/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C54H104O16P2	InChI=1S/C54H104O16P2/c1-4-7-10-13-16-19-21-23-24-25-27-29-32-34-37-40-52(57)64-43-49(55)44-66-71(60,61)67-45-50(56)46-68-72(62,63)69-48-51(47-65-53(58)41-38-35-31-28-18-15-12-9-6-3)70-54(59)42-39-36-33-30-26-22-20-17-14-11-8-5-2/h23-24,49-51,55-56H,4-22,25-48H2,1-3H3,(H,60,61)(H,62,63)/b24-23-/t49-,50-,51-/m1/s1	IBYDVKMOQNCKGP-KASMJZEOSA-N	1070.679961			MMDBc0043744
BASm0030546	2-MLCL(12:0/15:1(9Z)/18:0/0:0)	2-MLCL(12:0/15:1(9Z)/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/15:1(9Z)/18:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C54H104O16P2	InChI=1S/C54H104O16P2/c1-4-7-10-13-16-19-21-23-24-25-27-29-32-34-37-40-52(57)64-43-49(55)44-66-71(60,61)67-45-50(56)46-68-72(62,63)69-48-51(47-65-53(58)41-38-35-31-28-18-15-12-9-6-3)70-54(59)42-39-36-33-30-26-22-20-17-14-11-8-5-2/h17,20,49-51,55-56H,4-16,18-19,21-48H2,1-3H3,(H,60,61)(H,62,63)/b20-17-/t49-,50-,51-/m1/s1	ZSCOYECQYHMXJN-MPWLYELSSA-N	1070.679961			MMDBc0043745
BASm0030547	2-MLCL(14:0/15:0/16:1(9Z)/0:0)	2-MLCL(14:0/15:0/16:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/15:0/16:1(9Z)/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C54H104O16P2	InChI=1S/C54H104O16P2/c1-4-7-10-13-16-19-22-24-27-29-31-34-37-40-52(57)64-43-49(55)44-66-71(60,61)67-45-50(56)46-68-72(62,63)69-48-51(47-65-53(58)41-38-35-32-28-25-21-18-15-12-9-6-3)70-54(59)42-39-36-33-30-26-23-20-17-14-11-8-5-2/h19,22,49-51,55-56H,4-18,20-21,23-48H2,1-3H3,(H,60,61)(H,62,63)/b22-19-/t49-,50-,51-/m1/s1	XJIYZLLXHJJHHH-WCKMELJWSA-N	1070.679961			MMDBc0043746
BASm0030548	2-MLCL(14:0/15:1(9Z)/16:0/0:0)	2-MLCL(14:0/15:1(9Z)/16:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/15:1(9Z)/16:0/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C54H104O16P2	InChI=1S/C54H104O16P2/c1-4-7-10-13-16-19-22-24-27-29-31-34-37-40-52(57)64-43-49(55)44-66-71(60,61)67-45-50(56)46-68-72(62,63)69-48-51(47-65-53(58)41-38-35-32-28-25-21-18-15-12-9-6-3)70-54(59)42-39-36-33-30-26-23-20-17-14-11-8-5-2/h17,20,49-51,55-56H,4-16,18-19,21-48H2,1-3H3,(H,60,61)(H,62,63)/b20-17-/t49-,50-,51-/m1/s1	OWNGSSRAWCCBHK-MPWLYELSSA-N	1070.679961			MMDBc0043747
BASm0030549	2-MLCL(14:1(9Z)/15:0/16:0/0:0)	2-MLCL(14:1(9Z)/15:0/16:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:1(9Z)/15:0/16:0/0:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C54H104O16P2	InChI=1S/C54H104O16P2/c1-4-7-10-13-16-19-22-24-27-29-31-34-37-40-52(57)64-43-49(55)44-66-71(60,61)67-45-50(56)46-68-72(62,63)69-48-51(47-65-53(58)41-38-35-32-28-25-21-18-15-12-9-6-3)70-54(59)42-39-36-33-30-26-23-20-17-14-11-8-5-2/h15,18,49-51,55-56H,4-14,16-17,19-48H2,1-3H3,(H,60,61)(H,62,63)/b18-15-/t49-,50-,51-/m1/s1	QBARVXNEFSBZDI-XJFJDIGCSA-N	1070.679961			MMDBc0043748
BASm0030550	2-MLCL(15:0/15:0/15:1(9Z)/0:0)	2-MLCL(15:0/15:0/15:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/15:0/15:1(9Z)/0:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-pentadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C54H104O16P2	InChI=1S/C54H104O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-52(57)64-43-49(55)44-66-71(60,61)67-45-50(56)46-68-72(62,63)69-48-51(70-54(59)42-39-36-33-30-27-24-21-18-15-12-9-6-3)47-65-53(58)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h16,19,49-51,55-56H,4-15,17-18,20-48H2,1-3H3,(H,60,61)(H,62,63)/b19-16-/t49-,50-,51-/m1/s1	UPMVBOWMAVMEAE-GUIUKQKDSA-N	1070.679961			MMDBc0043749
BASm0030551	2-MLCL(10:0/15:1(9Z)/20:1(11Z)/0:0)	2-MLCL(10:0/15:1(9Z)/20:1(11Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/15:1(9Z)/20:1(11Z)/0:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C54H102O16P2	InChI=1S/C54H102O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-28-29-32-35-37-40-52(57)64-43-49(55)44-66-71(60,61)67-45-50(56)46-68-72(62,63)69-48-51(47-65-53(58)41-38-34-31-15-12-9-6-3)70-54(59)42-39-36-33-30-27-21-19-17-14-11-8-5-2/h17,19,22-23,49-51,55-56H,4-16,18,20-21,24-48H2,1-3H3,(H,60,61)(H,62,63)/b19-17-,23-22-/t49-,50-,51-/m1/s1	MZLPKXJLHKVTEP-ANOUEBOHSA-N	1068.664311			MMDBc0043750
BASm0030552	2-MLCL(12:0/15:1(9Z)/18:1(9Z)/0:0)	2-MLCL(12:0/15:1(9Z)/18:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/15:1(9Z)/18:1(9Z)/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C54H102O16P2	InChI=1S/C54H102O16P2/c1-4-7-10-13-16-19-21-23-24-25-27-29-32-34-37-40-52(57)64-43-49(55)44-66-71(60,61)67-45-50(56)46-68-72(62,63)69-48-51(47-65-53(58)41-38-35-31-28-18-15-12-9-6-3)70-54(59)42-39-36-33-30-26-22-20-17-14-11-8-5-2/h17,20,23-24,49-51,55-56H,4-16,18-19,21-22,25-48H2,1-3H3,(H,60,61)(H,62,63)/b20-17-,24-23-/t49-,50-,51-/m1/s1	BGVZWQJIQVIIJB-QAVONARXSA-N	1068.664311			MMDBc0043751
BASm0030553	2-MLCL(14:0/15:1(9Z)/16:1(9Z)/0:0)	2-MLCL(14:0/15:1(9Z)/16:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/15:1(9Z)/16:1(9Z)/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C54H102O16P2	InChI=1S/C54H102O16P2/c1-4-7-10-13-16-19-22-24-27-29-31-34-37-40-52(57)64-43-49(55)44-66-71(60,61)67-45-50(56)46-68-72(62,63)69-48-51(47-65-53(58)41-38-35-32-28-25-21-18-15-12-9-6-3)70-54(59)42-39-36-33-30-26-23-20-17-14-11-8-5-2/h17,19-20,22,49-51,55-56H,4-16,18,21,23-48H2,1-3H3,(H,60,61)(H,62,63)/b20-17-,22-19-/t49-,50-,51-/m1/s1	NFOCJVPIBHJLLX-HZZKZWDGSA-N	1068.664311			MMDBc0043752
BASm0030554	2-MLCL(14:1(9Z)/15:0/16:1(9Z)/0:0)	2-MLCL(14:1(9Z)/15:0/16:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:1(9Z)/15:0/16:1(9Z)/0:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C54H102O16P2	InChI=1S/C54H102O16P2/c1-4-7-10-13-16-19-22-24-27-29-31-34-37-40-52(57)64-43-49(55)44-66-71(60,61)67-45-50(56)46-68-72(62,63)69-48-51(47-65-53(58)41-38-35-32-28-25-21-18-15-12-9-6-3)70-54(59)42-39-36-33-30-26-23-20-17-14-11-8-5-2/h15,18-19,22,49-51,55-56H,4-14,16-17,20-21,23-48H2,1-3H3,(H,60,61)(H,62,63)/b18-15-,22-19-/t49-,50-,51-/m1/s1	CUYQEHQGNMHGAZ-ZZKXDQMZSA-N	1068.664311			MMDBc0043753
BASm0030555	2-MLCL(14:1(9Z)/15:1(9Z)/16:0/0:0)	2-MLCL(14:1(9Z)/15:1(9Z)/16:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:1(9Z)/15:1(9Z)/16:0/0:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C54H102O16P2	InChI=1S/C54H102O16P2/c1-4-7-10-13-16-19-22-24-27-29-31-34-37-40-52(57)64-43-49(55)44-66-71(60,61)67-45-50(56)46-68-72(62,63)69-48-51(47-65-53(58)41-38-35-32-28-25-21-18-15-12-9-6-3)70-54(59)42-39-36-33-30-26-23-20-17-14-11-8-5-2/h15,17-18,20,49-51,55-56H,4-14,16,19,21-48H2,1-3H3,(H,60,61)(H,62,63)/b18-15-,20-17-/t49-,50-,51-/m1/s1	KHIATNVXUDVBER-JJELMDBYSA-N	1068.664311			MMDBc0043754
BASm0030556	2-MLCL(15:0/15:1(9Z)/15:1(9Z)/0:0)	2-MLCL(15:0/15:1(9Z)/15:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/15:1(9Z)/15:1(9Z)/0:0) contains one chain of pentadecanoic acid at the C1 position, two chains of (9Z-pentadecenoyl) at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C54H102O16P2	InChI=1S/C54H102O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-52(57)64-43-49(55)44-66-71(60,61)67-45-50(56)46-68-72(62,63)69-48-51(70-54(59)42-39-36-33-30-27-24-21-18-15-12-9-6-3)47-65-53(58)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h16,18-19,21,49-51,55-56H,4-15,17,20,22-48H2,1-3H3,(H,60,61)(H,62,63)/b19-16-,21-18-/t49-,50-,51-/m1/s1	LHTQMZCIQMQKDE-LTGXWSCUSA-N	1068.664311			MMDBc0043755
BASm0030557	2-MLCL(14:1(9Z)/15:1(9Z)/16:1(9Z)/0:0)	2-MLCL(14:1(9Z)/15:1(9Z)/16:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:1(9Z)/15:1(9Z)/16:1(9Z)/0:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C54H100O16P2	InChI=1S/C54H100O16P2/c1-4-7-10-13-16-19-22-24-27-29-31-34-37-40-52(57)64-43-49(55)44-66-71(60,61)67-45-50(56)46-68-72(62,63)69-48-51(47-65-53(58)41-38-35-32-28-25-21-18-15-12-9-6-3)70-54(59)42-39-36-33-30-26-23-20-17-14-11-8-5-2/h15,17-20,22,49-51,55-56H,4-14,16,21,23-48H2,1-3H3,(H,60,61)(H,62,63)/b18-15-,20-17-,22-19-/t49-,50-,51-/m1/s1	ZEDDHZQFXAAKNB-NLIFWFASSA-N	1066.648661			MMDBc0043756
BASm0030558	2-MLCL(15:1(9Z)/15:1(9Z)/15:1(9Z)/0:0)	2-MLCL(15:1(9Z)/15:1(9Z)/15:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:1(9Z)/15:1(9Z)/15:1(9Z)/0:0) contains three chains of (9Z-pentadecenoyl) at the C1, C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C54H100O16P2	InChI=1S/C54H100O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-52(57)64-43-49(55)44-66-71(60,61)67-45-50(56)46-68-72(62,63)69-48-51(70-54(59)42-39-36-33-30-27-24-21-18-15-12-9-6-3)47-65-53(58)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h16-21,49-51,55-56H,4-15,22-48H2,1-3H3,(H,60,61)(H,62,63)/b19-16-,20-17-,21-18-/t49-,50-,51-/m1/s1	WLEMABZRJGEJQH-YFMBIHRKSA-N	1066.648661			MMDBc0043757
BASm0030559	2-MLCL(10:0/10:0/26:0/0:0)	2-MLCL(10:0/10:0/26:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/10:0/26:0/0:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of hexacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C55H108O16P2	InChI=1S/C55H108O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-34-36-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(71-55(60)43-40-37-33-15-12-9-6-3)48-66-54(59)42-39-35-32-14-11-8-5-2/h50-52,56-57H,4-49H2,1-3H3,(H,61,62)(H,63,64)/t50-,51-,52-/m1/s1	OKTNUHZRGJPDBN-MIJMJOLLSA-N	1086.711261			MMDBc0043758
BASm0030560	2-MLCL(10:0/12:0/24:0/0:0)	2-MLCL(10:0/12:0/24:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/12:0/24:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tetracosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C55H108O16P2	InChI=1S/C55H108O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-29-31-33-36-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(48-66-54(59)42-39-35-32-15-12-9-6-3)71-55(60)43-40-37-34-30-17-14-11-8-5-2/h50-52,56-57H,4-49H2,1-3H3,(H,61,62)(H,63,64)/t50-,51-,52-/m1/s1	HAZRDKHSDZYSLA-MIJMJOLLSA-N	1086.711261			MMDBc0043759
BASm0030561	2-MLCL(10:0/14:0/22:0/0:0)	2-MLCL(10:0/14:0/22:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/14:0/22:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C55H108O16P2	InChI=1S/C55H108O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-29-30-33-36-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(48-66-54(59)42-39-35-32-15-12-9-6-3)71-55(60)43-40-37-34-31-28-19-17-14-11-8-5-2/h50-52,56-57H,4-49H2,1-3H3,(H,61,62)(H,63,64)/t50-,51-,52-/m1/s1	TXRUUZGRSHIXNL-MIJMJOLLSA-N	1086.711261			MMDBc0043760
BASm0030562	2-MLCL(10:0/16:0/20:0/0:0)	2-MLCL(10:0/16:0/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/16:0/20:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C55H108O16P2	InChI=1S/C55H108O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-27-28-30-33-36-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(48-66-54(59)42-39-35-32-15-12-9-6-3)71-55(60)43-40-37-34-31-29-26-21-19-17-14-11-8-5-2/h50-52,56-57H,4-49H2,1-3H3,(H,61,62)(H,63,64)/t50-,51-,52-/m1/s1	IQPATRXPKHFMNF-MIJMJOLLSA-N	1086.711261			MMDBc0043761
BASm0030563	2-MLCL(10:0/18:0/18:0/0:0)	2-MLCL(10:0/18:0/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/18:0/18:0/0:0) contains one chain of decanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C55H108O16P2	InChI=1S/C55H108O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-33-36-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(48-66-54(59)42-39-35-32-15-12-9-6-3)71-55(60)43-40-37-34-31-29-27-25-23-21-19-17-14-11-8-5-2/h50-52,56-57H,4-49H2,1-3H3,(H,61,62)(H,63,64)/t50-,51-,52-/m1/s1	WDGVOUYPIACOCY-MIJMJOLLSA-N	1086.711261			MMDBc0043762
BASm0030564	2-MLCL(12:0/12:0/22:0/0:0)	2-MLCL(12:0/12:0/22:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/12:0/22:0/0:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C55H108O16P2	InChI=1S/C55H108O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-31-33-35-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(71-55(60)43-40-37-34-30-18-15-12-9-6-3)48-66-54(59)42-39-36-32-29-17-14-11-8-5-2/h50-52,56-57H,4-49H2,1-3H3,(H,61,62)(H,63,64)/t50-,51-,52-/m1/s1	FHVKIAYBEBJERW-MIJMJOLLSA-N	1086.711261			MMDBc0043763
BASm0030565	2-MLCL(12:0/14:0/20:0/0:0)	2-MLCL(12:0/14:0/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/14:0/20:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C55H108O16P2	InChI=1S/C55H108O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-28-30-33-35-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(48-66-54(59)42-39-36-32-29-18-15-12-9-6-3)71-55(60)43-40-37-34-31-27-20-17-14-11-8-5-2/h50-52,56-57H,4-49H2,1-3H3,(H,61,62)(H,63,64)/t50-,51-,52-/m1/s1	DKCUYKMIMUPJGR-MIJMJOLLSA-N	1086.711261			MMDBc0043764
BASm0030566	2-MLCL(12:0/16:0/18:0/0:0)	2-MLCL(12:0/16:0/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/16:0/18:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C55H108O16P2	InChI=1S/C55H108O16P2/c1-4-7-10-13-16-19-21-23-24-26-27-30-33-35-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(48-66-54(59)42-39-36-32-29-18-15-12-9-6-3)71-55(60)43-40-37-34-31-28-25-22-20-17-14-11-8-5-2/h50-52,56-57H,4-49H2,1-3H3,(H,61,62)(H,63,64)/t50-,51-,52-/m1/s1	ANZZETLJPIAZGE-MIJMJOLLSA-N	1086.711261			MMDBc0043765
BASm0030567	2-MLCL(14:0/14:0/18:0/0:0)	2-MLCL(14:0/14:0/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/14:0/18:0/0:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C55H108O16P2	InChI=1S/C55H108O16P2/c1-4-7-10-13-16-19-22-23-24-25-28-30-32-35-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(71-55(60)43-40-37-34-31-27-21-18-15-12-9-6-3)48-66-54(59)42-39-36-33-29-26-20-17-14-11-8-5-2/h50-52,56-57H,4-49H2,1-3H3,(H,61,62)(H,63,64)/t50-,51-,52-/m1/s1	ANUKTDBTUGDVTC-MIJMJOLLSA-N	1086.711261			MMDBc0043766
BASm0030568	2-MLCL(14:0/16:0/16:0/0:0)	2-MLCL(14:0/16:0/16:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/16:0/16:0/0:0) contains one chain of tetradecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C55H108O16P2	InChI=1S/C55H108O16P2/c1-4-7-10-13-16-19-22-24-27-30-32-35-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(48-66-54(59)42-39-36-33-29-26-21-18-15-12-9-6-3)71-55(60)43-40-37-34-31-28-25-23-20-17-14-11-8-5-2/h50-52,56-57H,4-49H2,1-3H3,(H,61,62)(H,63,64)/t50-,51-,52-/m1/s1	ADNLOZXPPTYSQI-MIJMJOLLSA-N	1086.711261			MMDBc0043767
BASm0030569	2-MLCL(15:0/15:0/16:0/0:0)	2-MLCL(15:0/15:0/16:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/15:0/16:0/0:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C55H108O16P2	InChI=1S/C55H108O16P2/c1-4-7-10-13-16-19-22-25-28-30-32-35-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(71-55(60)43-40-37-34-31-27-24-21-18-15-12-9-6-3)48-66-54(59)42-39-36-33-29-26-23-20-17-14-11-8-5-2/h50-52,56-57H,4-49H2,1-3H3,(H,61,62)(H,63,64)/t50-,51-,52-/m1/s1	VZXFLNWHMDCIAR-MIJMJOLLSA-N	1086.711261			MMDBc0043768
BASm0030570	2-MLCL(10:0/10:0/26:1(5Z)/0:0)	2-MLCL(10:0/10:0/26:1(5Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/10:0/26:1(5Z)/0:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of (5Z-hexacosenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCC\C=C/CCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-34-36-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(71-55(60)43-40-37-33-15-12-9-6-3)48-66-54(59)42-39-35-32-14-11-8-5-2/h31,34,50-52,56-57H,4-30,32-33,35-49H2,1-3H3,(H,61,62)(H,63,64)/b34-31-/t50-,51-,52-/m1/s1	QGWGPKYLRZVQMV-BXXOXHDTSA-N	1084.695611			MMDBc0043769
BASm0030571	2-MLCL(10:0/12:0/24:1(15Z)/0:0)	2-MLCL(10:0/12:0/24:1(15Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/12:0/24:1(15Z)/0:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of (15Z-tetracosenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-29-31-33-36-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(48-66-54(59)42-39-35-32-15-12-9-6-3)71-55(60)43-40-37-34-30-17-14-11-8-5-2/h20-21,50-52,56-57H,4-19,22-49H2,1-3H3,(H,61,62)(H,63,64)/b21-20-/t50-,51-,52-/m1/s1	LZFXEXAJKBZYOV-WNQQKIBVSA-N	1084.695611			MMDBc0043770
BASm0030572	2-MLCL(10:0/14:0/22:1(13Z)/0:0)	2-MLCL(10:0/14:0/22:1(13Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/14:0/22:1(13Z)/0:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (13Z-docosenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-29-30-33-36-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(48-66-54(59)42-39-35-32-15-12-9-6-3)71-55(60)43-40-37-34-31-28-19-17-14-11-8-5-2/h21-22,50-52,56-57H,4-20,23-49H2,1-3H3,(H,61,62)(H,63,64)/b22-21-/t50-,51-,52-/m1/s1	LGVQTBRNWABXHB-MGUZJFSBSA-N	1084.695611			MMDBc0043771
BASm0030573	2-MLCL(10:0/14:1(9Z)/22:0/0:0)	2-MLCL(10:0/14:1(9Z)/22:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/14:1(9Z)/22:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of docosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-29-30-33-36-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(48-66-54(59)42-39-35-32-15-12-9-6-3)71-55(60)43-40-37-34-31-28-19-17-14-11-8-5-2/h14,17,50-52,56-57H,4-13,15-16,18-49H2,1-3H3,(H,61,62)(H,63,64)/b17-14-/t50-,51-,52-/m1/s1	OYTPXRGMJGQFPB-HNVZIWOWSA-N	1084.695611			MMDBc0043772
BASm0030574	2-MLCL(10:0/16:0/20:1(11Z)/0:0)	2-MLCL(10:0/16:0/20:1(11Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/16:0/20:1(11Z)/0:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-27-28-30-33-36-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(48-66-54(59)42-39-35-32-15-12-9-6-3)71-55(60)43-40-37-34-31-29-26-21-19-17-14-11-8-5-2/h22-23,50-52,56-57H,4-21,24-49H2,1-3H3,(H,61,62)(H,63,64)/b23-22-/t50-,51-,52-/m1/s1	ONBKXZGKUWYRMD-ZTQGZDQNSA-N	1084.695611			MMDBc0043773
BASm0030575	2-MLCL(10:0/16:1(9Z)/20:0/0:0)	2-MLCL(10:0/16:1(9Z)/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/16:1(9Z)/20:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-27-28-30-33-36-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(48-66-54(59)42-39-35-32-15-12-9-6-3)71-55(60)43-40-37-34-31-29-26-21-19-17-14-11-8-5-2/h19,21,50-52,56-57H,4-18,20,22-49H2,1-3H3,(H,61,62)(H,63,64)/b21-19-/t50-,51-,52-/m1/s1	NMOKEHBWIUDMIA-SFQBFFBXSA-N	1084.695611			MMDBc0043774
BASm0030576	2-MLCL(10:0/18:0/18:1(9Z)/0:0)	2-MLCL(10:0/18:0/18:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/18:0/18:1(9Z)/0:0) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-33-36-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(48-66-54(59)42-39-35-32-15-12-9-6-3)71-55(60)43-40-37-34-31-29-27-25-23-21-19-17-14-11-8-5-2/h22,24,50-52,56-57H,4-21,23,25-49H2,1-3H3,(H,61,62)(H,63,64)/b24-22-/t50-,51-,52-/m1/s1	SNXBVFGEHUYECG-FAXMBUJGSA-N	1084.695611			MMDBc0043775
BASm0030577	2-MLCL(12:0/12:0/22:1(13Z)/0:0)	2-MLCL(12:0/12:0/22:1(13Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/12:0/22:1(13Z)/0:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of (13Z-docosenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-31-33-35-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(71-55(60)43-40-37-34-30-18-15-12-9-6-3)48-66-54(59)42-39-36-32-29-17-14-11-8-5-2/h21-22,50-52,56-57H,4-20,23-49H2,1-3H3,(H,61,62)(H,63,64)/b22-21-/t50-,51-,52-/m1/s1	QELUCPKPSDNKPA-MGUZJFSBSA-N	1084.695611			MMDBc0043776
BASm0030578	2-MLCL(12:0/14:0/20:1(11Z)/0:0)	2-MLCL(12:0/14:0/20:1(11Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/14:0/20:1(11Z)/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-28-30-33-35-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(48-66-54(59)42-39-36-32-29-18-15-12-9-6-3)71-55(60)43-40-37-34-31-27-20-17-14-11-8-5-2/h22-23,50-52,56-57H,4-21,24-49H2,1-3H3,(H,61,62)(H,63,64)/b23-22-/t50-,51-,52-/m1/s1	YBCAGTJACTWIFM-ZTQGZDQNSA-N	1084.695611			MMDBc0043777
BASm0030579	2-MLCL(12:0/14:1(9Z)/20:0/0:0)	2-MLCL(12:0/14:1(9Z)/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/14:1(9Z)/20:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-28-30-33-35-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(48-66-54(59)42-39-36-32-29-18-15-12-9-6-3)71-55(60)43-40-37-34-31-27-20-17-14-11-8-5-2/h14,17,50-52,56-57H,4-13,15-16,18-49H2,1-3H3,(H,61,62)(H,63,64)/b17-14-/t50-,51-,52-/m1/s1	GYBBBYYXXNQMGG-HNVZIWOWSA-N	1084.695611			MMDBc0043778
BASm0030580	2-MLCL(12:0/16:0/18:1(9Z)/0:0)	2-MLCL(12:0/16:0/18:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/16:0/18:1(9Z)/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-19-21-23-24-26-27-30-33-35-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(48-66-54(59)42-39-36-32-29-18-15-12-9-6-3)71-55(60)43-40-37-34-31-28-25-22-20-17-14-11-8-5-2/h23-24,50-52,56-57H,4-22,25-49H2,1-3H3,(H,61,62)(H,63,64)/b24-23-/t50-,51-,52-/m1/s1	PHMZKTPSVFPVIE-VKOKIGMZSA-N	1084.695611			MMDBc0043779
BASm0030581	2-MLCL(12:0/16:1(9Z)/18:0/0:0)	2-MLCL(12:0/16:1(9Z)/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/16:1(9Z)/18:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-19-21-23-24-26-27-30-33-35-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(48-66-54(59)42-39-36-32-29-18-15-12-9-6-3)71-55(60)43-40-37-34-31-28-25-22-20-17-14-11-8-5-2/h20,22,50-52,56-57H,4-19,21,23-49H2,1-3H3,(H,61,62)(H,63,64)/b22-20-/t50-,51-,52-/m1/s1	RCKINEVYENSKDF-DKUJHAAGSA-N	1084.695611			MMDBc0043780
BASm0030582	2-MLCL(14:0/14:0/18:1(9Z)/0:0)	2-MLCL(14:0/14:0/18:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/14:0/18:1(9Z)/0:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of (9Z-octadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-19-22-23-24-25-28-30-32-35-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(71-55(60)43-40-37-34-31-27-21-18-15-12-9-6-3)48-66-54(59)42-39-36-33-29-26-20-17-14-11-8-5-2/h23-24,50-52,56-57H,4-22,25-49H2,1-3H3,(H,61,62)(H,63,64)/b24-23-/t50-,51-,52-/m1/s1	GQTZIERKMMZVQN-VKOKIGMZSA-N	1084.695611			MMDBc0043781
BASm0030583	2-MLCL(14:0/14:1(9Z)/18:0/0:0)	2-MLCL(14:0/14:1(9Z)/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/14:1(9Z)/18:0/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-19-22-23-24-25-28-30-32-35-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(71-55(60)43-40-37-34-31-27-21-18-15-12-9-6-3)48-66-54(59)42-39-36-33-29-26-20-17-14-11-8-5-2/h15,18,50-52,56-57H,4-14,16-17,19-49H2,1-3H3,(H,61,62)(H,63,64)/b18-15-/t50-,51-,52-/m1/s1	UAYFUXSHCDORKL-YFZRJZCZSA-N	1084.695611			MMDBc0043782
BASm0030584	2-MLCL(14:0/16:0/16:1(9Z)/0:0)	2-MLCL(14:0/16:0/16:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/16:0/16:1(9Z)/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-19-22-24-27-30-32-35-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(48-66-54(59)42-39-36-33-29-26-21-18-15-12-9-6-3)71-55(60)43-40-37-34-31-28-25-23-20-17-14-11-8-5-2/h19,22,50-52,56-57H,4-18,20-21,23-49H2,1-3H3,(H,61,62)(H,63,64)/b22-19-/t50-,51-,52-/m1/s1	KXOMILXCDYOEPO-RKJNGQHZSA-N	1084.695611			MMDBc0043783
BASm0030585	2-MLCL(14:1(9Z)/16:0/16:0/0:0)	2-MLCL(14:1(9Z)/16:0/16:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:1(9Z)/16:0/16:0/0:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-19-22-24-27-30-32-35-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(48-66-54(59)42-39-36-33-29-26-21-18-15-12-9-6-3)71-55(60)43-40-37-34-31-28-25-23-20-17-14-11-8-5-2/h15,18,50-52,56-57H,4-14,16-17,19-49H2,1-3H3,(H,61,62)(H,63,64)/b18-15-/t50-,51-,52-/m1/s1	SYJWIBRAOOUWSY-YFZRJZCZSA-N	1084.695611			MMDBc0043784
BASm0030586	2-MLCL(15:0/15:0/16:1(9Z)/0:0)	2-MLCL(15:0/15:0/16:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/15:0/16:1(9Z)/0:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-19-22-25-28-30-32-35-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(71-55(60)43-40-37-34-31-27-24-21-18-15-12-9-6-3)48-66-54(59)42-39-36-33-29-26-23-20-17-14-11-8-5-2/h19,22,50-52,56-57H,4-18,20-21,23-49H2,1-3H3,(H,61,62)(H,63,64)/b22-19-/t50-,51-,52-/m1/s1	KHJLPMGZBDVLGW-RKJNGQHZSA-N	1084.695611			MMDBc0043785
BASm0030587	2-MLCL(15:0/15:1(9Z)/16:0/0:0)	2-MLCL(15:0/15:1(9Z)/16:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/15:1(9Z)/16:0/0:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of hexadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C55H106O16P2	InChI=1S/C55H106O16P2/c1-4-7-10-13-16-19-22-25-28-30-32-35-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(71-55(60)43-40-37-34-31-27-24-21-18-15-12-9-6-3)48-66-54(59)42-39-36-33-29-26-23-20-17-14-11-8-5-2/h18,21,50-52,56-57H,4-17,19-20,22-49H2,1-3H3,(H,61,62)(H,63,64)/b21-18-/t50-,51-,52-/m1/s1	RJBBCHLFRITYKT-QUUZDQRUSA-N	1084.695611			MMDBc0043786
BASm0030588	2-MLCL(10:0/14:1(9Z)/22:1(13Z)/0:0)	2-MLCL(10:0/14:1(9Z)/22:1(13Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/14:1(9Z)/22:1(13Z)/0:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (13Z-docosenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C55H104O16P2	InChI=1S/C55H104O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-29-30-33-36-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(48-66-54(59)42-39-35-32-15-12-9-6-3)71-55(60)43-40-37-34-31-28-19-17-14-11-8-5-2/h14,17,21-22,50-52,56-57H,4-13,15-16,18-20,23-49H2,1-3H3,(H,61,62)(H,63,64)/b17-14-,22-21-/t50-,51-,52-/m1/s1	HOBPRRORTAHBDA-IAERRGKXSA-N	1082.679961			MMDBc0043787
BASm0030589	2-MLCL(10:0/16:1(9Z)/20:1(11Z)/0:0)	2-MLCL(10:0/16:1(9Z)/20:1(11Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/16:1(9Z)/20:1(11Z)/0:0) contains one chain of decanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C55H104O16P2	InChI=1S/C55H104O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-27-28-30-33-36-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(48-66-54(59)42-39-35-32-15-12-9-6-3)71-55(60)43-40-37-34-31-29-26-21-19-17-14-11-8-5-2/h19,21-23,50-52,56-57H,4-18,20,24-49H2,1-3H3,(H,61,62)(H,63,64)/b21-19-,23-22-/t50-,51-,52-/m1/s1	KVGYBDXXPLVOJB-BTWXAFRFSA-N	1082.679961			MMDBc0043788
BASm0030590	2-MLCL(10:0/18:1(9Z)/18:1(9Z)/0:0)	2-MLCL(10:0/18:1(9Z)/18:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/18:1(9Z)/18:1(9Z)/0:0) contains one chain of decanoic acid at the C1 position, two chains of (9Z-octadecenoyl) at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C55H104O16P2	InChI=1S/C55H104O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-33-36-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(48-66-54(59)42-39-35-32-15-12-9-6-3)71-55(60)43-40-37-34-31-29-27-25-23-21-19-17-14-11-8-5-2/h22-25,50-52,56-57H,4-21,26-49H2,1-3H3,(H,61,62)(H,63,64)/b24-22-,25-23-/t50-,51-,52-/m1/s1	WUQHQHWBKNIPLD-VPMZRELHSA-N	1082.679961			MMDBc0043789
BASm0030591	2-MLCL(12:0/14:1(9Z)/20:1(11Z)/0:0)	2-MLCL(12:0/14:1(9Z)/20:1(11Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/14:1(9Z)/20:1(11Z)/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (11Z-eicosenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C55H104O16P2	InChI=1S/C55H104O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-28-30-33-35-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(48-66-54(59)42-39-36-32-29-18-15-12-9-6-3)71-55(60)43-40-37-34-31-27-20-17-14-11-8-5-2/h14,17,22-23,50-52,56-57H,4-13,15-16,18-21,24-49H2,1-3H3,(H,61,62)(H,63,64)/b17-14-,23-22-/t50-,51-,52-/m1/s1	SZNRZCHZSNPJBI-WGEVSSGXSA-N	1082.679961			MMDBc0043790
BASm0030592	2-MLCL(12:0/16:1(9Z)/18:1(9Z)/0:0)	2-MLCL(12:0/16:1(9Z)/18:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/16:1(9Z)/18:1(9Z)/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C55H104O16P2	InChI=1S/C55H104O16P2/c1-4-7-10-13-16-19-21-23-24-26-27-30-33-35-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(48-66-54(59)42-39-36-32-29-18-15-12-9-6-3)71-55(60)43-40-37-34-31-28-25-22-20-17-14-11-8-5-2/h20,22-24,50-52,56-57H,4-19,21,25-49H2,1-3H3,(H,61,62)(H,63,64)/b22-20-,24-23-/t50-,51-,52-/m1/s1	CTPFEBPNFQUWKY-OWMXUNTGSA-N	1082.679961			MMDBc0043791
BASm0030593	2-MLCL(14:0/14:1(9Z)/18:1(9Z)/0:0)	2-MLCL(14:0/14:1(9Z)/18:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/14:1(9Z)/18:1(9Z)/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of (9Z-tetradecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C55H104O16P2	InChI=1S/C55H104O16P2/c1-4-7-10-13-16-19-22-23-24-25-28-30-32-35-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(71-55(60)43-40-37-34-31-27-21-18-15-12-9-6-3)48-66-54(59)42-39-36-33-29-26-20-17-14-11-8-5-2/h15,18,23-24,50-52,56-57H,4-14,16-17,19-22,25-49H2,1-3H3,(H,61,62)(H,63,64)/b18-15-,24-23-/t50-,51-,52-/m1/s1	NEGBLSSXICUNCA-XGKQOISWSA-N	1082.679961			MMDBc0043792
BASm0030594	2-MLCL(14:0/16:1(9Z)/16:1(9Z)/0:0)	2-MLCL(14:0/16:1(9Z)/16:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/16:1(9Z)/16:1(9Z)/0:0) contains one chain of tetradecanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C55H104O16P2	InChI=1S/C55H104O16P2/c1-4-7-10-13-16-19-22-24-27-30-32-35-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(48-66-54(59)42-39-36-33-29-26-21-18-15-12-9-6-3)71-55(60)43-40-37-34-31-28-25-23-20-17-14-11-8-5-2/h19-20,22-23,50-52,56-57H,4-18,21,24-49H2,1-3H3,(H,61,62)(H,63,64)/b22-19-,23-20-/t50-,51-,52-/m1/s1	YQUXGHKRXIBCNY-IQTCONFJSA-N	1082.679961			MMDBc0043793
BASm0030595	2-MLCL(14:1(9Z)/14:1(9Z)/18:0/0:0)	2-MLCL(14:1(9Z)/14:1(9Z)/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:1(9Z)/14:1(9Z)/18:0/0:0) contains two chains of (9Z-tetradecenoyl) at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C55H104O16P2	InChI=1S/C55H104O16P2/c1-4-7-10-13-16-19-22-23-24-25-28-30-32-35-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(71-55(60)43-40-37-34-31-27-21-18-15-12-9-6-3)48-66-54(59)42-39-36-33-29-26-20-17-14-11-8-5-2/h14-15,17-18,50-52,56-57H,4-13,16,19-49H2,1-3H3,(H,61,62)(H,63,64)/b17-14-,18-15-/t50-,51-,52-/m1/s1	RKKDQJWXHIXGHY-ONBSDSQVSA-N	1082.679961			MMDBc0043794
BASm0030596	2-MLCL(14:1(9Z)/16:0/16:1(9Z)/0:0)	2-MLCL(14:1(9Z)/16:0/16:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:1(9Z)/16:0/16:1(9Z)/0:0) contains one chain of (9Z-tetradecenoyl) at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C55H104O16P2	InChI=1S/C55H104O16P2/c1-4-7-10-13-16-19-22-24-27-30-32-35-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(48-66-54(59)42-39-36-33-29-26-21-18-15-12-9-6-3)71-55(60)43-40-37-34-31-28-25-23-20-17-14-11-8-5-2/h15,18-19,22,50-52,56-57H,4-14,16-17,20-21,23-49H2,1-3H3,(H,61,62)(H,63,64)/b18-15-,22-19-/t50-,51-,52-/m1/s1	VHRNTWYRHDNMLZ-XYADTVCASA-N	1082.679961			MMDBc0043795
BASm0030597	2-MLCL(15:0/15:1(9Z)/16:1(9Z)/0:0)	2-MLCL(15:0/15:1(9Z)/16:1(9Z)/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/15:1(9Z)/16:1(9Z)/0:0) contains one chain of pentadecanoic acid at the C1 position, one chain of (9Z-pentadecenoyl) at the C2 position, one chain of (9Z-hexadecenoyl) at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C55H104O16P2	InChI=1S/C55H104O16P2/c1-4-7-10-13-16-19-22-25-28-30-32-35-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(71-55(60)43-40-37-34-31-27-24-21-18-15-12-9-6-3)48-66-54(59)42-39-36-33-29-26-23-20-17-14-11-8-5-2/h18-19,21-22,50-52,56-57H,4-17,20,23-49H2,1-3H3,(H,61,62)(H,63,64)/b21-18-,22-19-/t50-,51-,52-/m1/s1	YCFLKFZUTTYJNU-PRSQJDRXSA-N	1082.679961			MMDBc0043796
BASm0030598	2-MLCL(15:1(9Z)/15:1(9Z)/16:0/0:0)	2-MLCL(15:1(9Z)/15:1(9Z)/16:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:1(9Z)/15:1(9Z)/16:0/0:0) contains two chains of (9Z-pentadecenoyl) at the C1 and C2 positions, one chain of hexadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C55H104O16P2	InChI=1S/C55H104O16P2/c1-4-7-10-13-16-19-22-25-28-30-32-35-38-41-53(58)65-44-50(56)45-67-72(61,62)68-46-51(57)47-69-73(63,64)70-49-52(71-55(60)43-40-37-34-31-27-24-21-18-15-12-9-6-3)48-66-54(59)42-39-36-33-29-26-23-20-17-14-11-8-5-2/h17-18,20-21,50-52,56-57H,4-16,19,22-49H2,1-3H3,(H,61,62)(H,63,64)/b20-17-,21-18-/t50-,51-,52-/m1/s1	JLSWYSSISAJNIB-HGHVYLFYSA-N	1082.679961			MMDBc0043797
BASm0030599	2-MLCL(10:0/10:0/27:0/0:0)	2-MLCL(10:0/10:0/27:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/10:0/27:0/0:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of heptacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C56H110O16P2	InChI=1S/C56H110O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-35-37-39-42-54(59)66-45-51(57)46-68-73(62,63)69-47-52(58)48-70-74(64,65)71-50-53(72-56(61)44-41-38-34-15-12-9-6-3)49-67-55(60)43-40-36-33-14-11-8-5-2/h51-53,57-58H,4-50H2,1-3H3,(H,62,63)(H,64,65)/t51-,52-,53-/m1/s1	BKRVBIPZJBOWRJ-IKCSEEPVSA-N	1100.726911			MMDBc0043798
BASm0030600	2-MLCL(10:0/12:0/25:0/0:0)	2-MLCL(10:0/12:0/25:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/12:0/25:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of pentacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C56H110O16P2	InChI=1S/C56H110O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-37-39-42-54(59)66-45-51(57)46-68-73(62,63)69-47-52(58)48-70-74(64,65)71-50-53(49-67-55(60)43-40-36-33-15-12-9-6-3)72-56(61)44-41-38-35-31-17-14-11-8-5-2/h51-53,57-58H,4-50H2,1-3H3,(H,62,63)(H,64,65)/t51-,52-,53-/m1/s1	SEDWIWZOZHAXAG-IKCSEEPVSA-N	1100.726911			MMDBc0043799
BASm0030601	2-MLCL(10:0/15:0/22:0/0:0)	2-MLCL(10:0/15:0/22:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/15:0/22:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C56H110O16P2	InChI=1S/C56H110O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-30-31-34-37-39-42-54(59)66-45-51(57)46-68-73(62,63)69-47-52(58)48-70-74(64,65)71-50-53(49-67-55(60)43-40-36-33-15-12-9-6-3)72-56(61)44-41-38-35-32-29-21-19-17-14-11-8-5-2/h51-53,57-58H,4-50H2,1-3H3,(H,62,63)(H,64,65)/t51-,52-,53-/m1/s1	RGGMLYICJQEETC-IKCSEEPVSA-N	1100.726911			MMDBc0043800
BASm0030602	2-MLCL(12:0/15:0/20:0/0:0)	2-MLCL(12:0/15:0/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/15:0/20:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C56H110O16P2	InChI=1S/C56H110O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-29-31-34-36-39-42-54(59)66-45-51(57)46-68-73(62,63)69-47-52(58)48-70-74(64,65)71-50-53(49-67-55(60)43-40-37-33-30-18-15-12-9-6-3)72-56(61)44-41-38-35-32-28-22-20-17-14-11-8-5-2/h51-53,57-58H,4-50H2,1-3H3,(H,62,63)(H,64,65)/t51-,52-,53-/m1/s1	AVECDNNSILDXNJ-IKCSEEPVSA-N	1100.726911			MMDBc0043801
BASm0030603	2-MLCL(14:0/15:0/18:0/0:0)	2-MLCL(14:0/15:0/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/15:0/18:0/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C56H110O16P2	InChI=1S/C56H110O16P2/c1-4-7-10-13-16-19-22-24-25-26-29-31-33-36-39-42-54(59)66-45-51(57)46-68-73(62,63)69-47-52(58)48-70-74(64,65)71-50-53(49-67-55(60)43-40-37-34-30-27-21-18-15-12-9-6-3)72-56(61)44-41-38-35-32-28-23-20-17-14-11-8-5-2/h51-53,57-58H,4-50H2,1-3H3,(H,62,63)(H,64,65)/t51-,52-,53-/m1/s1	GKXAELSETPMYDC-IKCSEEPVSA-N	1100.726911			MMDBc0043802
BASm0030604	2-MLCL(15:0/16:0/16:0/0:0)	2-MLCL(15:0/16:0/16:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/16:0/16:0/0:0) contains one chain of pentadecanoic acid at the C1 position, two chains of hexadecanoic acid at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C56H110O16P2	InChI=1S/C56H110O16P2/c1-4-7-10-13-16-19-22-25-28-31-33-36-39-42-54(59)66-45-51(57)46-68-73(62,63)69-47-52(58)48-70-74(64,65)71-50-53(49-67-55(60)43-40-37-34-30-27-24-21-18-15-12-9-6-3)72-56(61)44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h51-53,57-58H,4-50H2,1-3H3,(H,62,63)(H,64,65)/t51-,52-,53-/m1/s1	GZIAHFJDYMBZRS-IKCSEEPVSA-N	1100.726911			MMDBc0043803
BASm0030605	2-MLCL(10:0/10:0/28:0/0:0)	2-MLCL(10:0/10:0/28:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/10:0/28:0/0:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of octacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C57H112O16P2	InChI=1S/C57H112O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-36-38-40-43-55(60)67-46-52(58)47-69-74(63,64)70-48-53(59)49-71-75(65,66)72-51-54(73-57(62)45-42-39-35-15-12-9-6-3)50-68-56(61)44-41-37-34-14-11-8-5-2/h52-54,58-59H,4-51H2,1-3H3,(H,63,64)(H,65,66)/t52-,53-,54-/m1/s1	MMPQRNUTLXSEPX-SAMNPIAGSA-N	1114.742562			MMDBc0043804
BASm0030606	2-MLCL(10:0/12:0/26:0/0:0)	2-MLCL(10:0/12:0/26:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/12:0/26:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of hexacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C57H112O16P2	InChI=1S/C57H112O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-29-30-31-33-35-38-40-43-55(60)67-46-52(58)47-69-74(63,64)70-48-53(59)49-71-75(65,66)72-51-54(50-68-56(61)44-41-37-34-15-12-9-6-3)73-57(62)45-42-39-36-32-17-14-11-8-5-2/h52-54,58-59H,4-51H2,1-3H3,(H,63,64)(H,65,66)/t52-,53-,54-/m1/s1	LQDUYDNQRRTGGJ-SAMNPIAGSA-N	1114.742562			MMDBc0043805
BASm0030607	2-MLCL(10:0/14:0/24:0/0:0)	2-MLCL(10:0/14:0/24:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/14:0/24:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of tetracosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C57H112O16P2	InChI=1S/C57H112O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-31-32-35-38-40-43-55(60)67-46-52(58)47-69-74(63,64)70-48-53(59)49-71-75(65,66)72-51-54(50-68-56(61)44-41-37-34-15-12-9-6-3)73-57(62)45-42-39-36-33-30-19-17-14-11-8-5-2/h52-54,58-59H,4-51H2,1-3H3,(H,63,64)(H,65,66)/t52-,53-,54-/m1/s1	FMPBPPZIBNJAFL-SAMNPIAGSA-N	1114.742562			MMDBc0043806
BASm0030608	2-MLCL(10:0/16:0/22:0/0:0)	2-MLCL(10:0/16:0/22:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/16:0/22:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C57H112O16P2	InChI=1S/C57H112O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-29-30-32-35-38-40-43-55(60)67-46-52(58)47-69-74(63,64)70-48-53(59)49-71-75(65,66)72-51-54(50-68-56(61)44-41-37-34-15-12-9-6-3)73-57(62)45-42-39-36-33-31-28-21-19-17-14-11-8-5-2/h52-54,58-59H,4-51H2,1-3H3,(H,63,64)(H,65,66)/t52-,53-,54-/m1/s1	QKKBPBPJXHESFU-SAMNPIAGSA-N	1114.742562			MMDBc0043807
BASm0030609	2-MLCL(10:0/18:0/20:0/0:0)	2-MLCL(10:0/18:0/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/18:0/20:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C57H112O16P2	InChI=1S/C57H112O16P2/c1-4-7-10-13-16-18-20-22-24-25-27-28-30-32-35-38-40-43-55(60)67-46-52(58)47-69-74(63,64)70-48-53(59)49-71-75(65,66)72-51-54(50-68-56(61)44-41-37-34-15-12-9-6-3)73-57(62)45-42-39-36-33-31-29-26-23-21-19-17-14-11-8-5-2/h52-54,58-59H,4-51H2,1-3H3,(H,63,64)(H,65,66)/t52-,53-,54-/m1/s1	LKAZPVWONYMFDT-SAMNPIAGSA-N	1114.742562			MMDBc0043808
BASm0030610	2-MLCL(12:0/12:0/24:0/0:0)	2-MLCL(12:0/12:0/24:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/12:0/24:0/0:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of tetracosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C57H112O16P2	InChI=1S/C57H112O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-29-30-33-35-37-40-43-55(60)67-46-52(58)47-69-74(63,64)70-48-53(59)49-71-75(65,66)72-51-54(73-57(62)45-42-39-36-32-18-15-12-9-6-3)50-68-56(61)44-41-38-34-31-17-14-11-8-5-2/h52-54,58-59H,4-51H2,1-3H3,(H,63,64)(H,65,66)/t52-,53-,54-/m1/s1	HUFUJJWQHXLPQZ-SAMNPIAGSA-N	1114.742562			MMDBc0043809
BASm0030611	2-MLCL(12:0/14:0/22:0/0:0)	2-MLCL(12:0/14:0/22:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/14:0/22:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C57H112O16P2	InChI=1S/C57H112O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-30-32-35-37-40-43-55(60)67-46-52(58)47-69-74(63,64)70-48-53(59)49-71-75(65,66)72-51-54(50-68-56(61)44-41-38-34-31-18-15-12-9-6-3)73-57(62)45-42-39-36-33-29-20-17-14-11-8-5-2/h52-54,58-59H,4-51H2,1-3H3,(H,63,64)(H,65,66)/t52-,53-,54-/m1/s1	PMEHAMRIKWGYHN-SAMNPIAGSA-N	1114.742562			MMDBc0043810
BASm0030612	2-MLCL(12:0/16:0/20:0/0:0)	2-MLCL(12:0/16:0/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/16:0/20:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C57H112O16P2	InChI=1S/C57H112O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-28-29-32-35-37-40-43-55(60)67-46-52(58)47-69-74(63,64)70-48-53(59)49-71-75(65,66)72-51-54(50-68-56(61)44-41-38-34-31-18-15-12-9-6-3)73-57(62)45-42-39-36-33-30-27-22-20-17-14-11-8-5-2/h52-54,58-59H,4-51H2,1-3H3,(H,63,64)(H,65,66)/t52-,53-,54-/m1/s1	BURBUGQZYOZVCW-SAMNPIAGSA-N	1114.742562			MMDBc0043811
BASm0030613	2-MLCL(12:0/18:0/18:0/0:0)	2-MLCL(12:0/18:0/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/18:0/18:0/0:0) contains one chain of dodecanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C57H112O16P2	InChI=1S/C57H112O16P2/c1-4-7-10-13-16-19-21-23-25-27-29-32-35-37-40-43-55(60)67-46-52(58)47-69-74(63,64)70-48-53(59)49-71-75(65,66)72-51-54(50-68-56(61)44-41-38-34-31-18-15-12-9-6-3)73-57(62)45-42-39-36-33-30-28-26-24-22-20-17-14-11-8-5-2/h52-54,58-59H,4-51H2,1-3H3,(H,63,64)(H,65,66)/t52-,53-,54-/m1/s1	AGQSTBVUDDBGOB-SAMNPIAGSA-N	1114.742562			MMDBc0043812
BASm0030614	2-MLCL(14:0/14:0/20:0/0:0)	2-MLCL(14:0/14:0/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/14:0/20:0/0:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C57H112O16P2	InChI=1S/C57H112O16P2/c1-4-7-10-13-16-19-22-23-24-25-26-27-30-32-34-37-40-43-55(60)67-46-52(58)47-69-74(63,64)70-48-53(59)49-71-75(65,66)72-51-54(73-57(62)45-42-39-36-33-29-21-18-15-12-9-6-3)50-68-56(61)44-41-38-35-31-28-20-17-14-11-8-5-2/h52-54,58-59H,4-51H2,1-3H3,(H,63,64)(H,65,66)/t52-,53-,54-/m1/s1	FGXQDDZISCUNGN-SAMNPIAGSA-N	1114.742562			MMDBc0043813
BASm0030615	2-MLCL(14:0/16:0/18:0/0:0)	2-MLCL(14:0/16:0/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/16:0/18:0/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C57H112O16P2	InChI=1S/C57H112O16P2/c1-4-7-10-13-16-19-22-24-25-27-29-32-34-37-40-43-55(60)67-46-52(58)47-69-74(63,64)70-48-53(59)49-71-75(65,66)72-51-54(50-68-56(61)44-41-38-35-31-28-21-18-15-12-9-6-3)73-57(62)45-42-39-36-33-30-26-23-20-17-14-11-8-5-2/h52-54,58-59H,4-51H2,1-3H3,(H,63,64)(H,65,66)/t52-,53-,54-/m1/s1	GRUHHBILWCRINA-SAMNPIAGSA-N	1114.742562			MMDBc0043814
BASm0030616	2-MLCL(15:0/15:0/18:0/0:0)	2-MLCL(15:0/15:0/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/15:0/18:0/0:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C57H112O16P2	InChI=1S/C57H112O16P2/c1-4-7-10-13-16-19-22-25-26-27-30-32-34-37-40-43-55(60)67-46-52(58)47-69-74(63,64)70-48-53(59)49-71-75(65,66)72-51-54(73-57(62)45-42-39-36-33-29-24-21-18-15-12-9-6-3)50-68-56(61)44-41-38-35-31-28-23-20-17-14-11-8-5-2/h52-54,58-59H,4-51H2,1-3H3,(H,63,64)(H,65,66)/t52-,53-,54-/m1/s1	UEMZOUVMLHOQQG-SAMNPIAGSA-N	1114.742562			MMDBc0043815
BASm0030617	2-MLCL(16:0/16:0/16:0/0:0)	2-MLCL(16:0/16:0/16:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(16:0/16:0/16:0/0:0) contains three chains of hexadecanoic acid at the C1, C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C57H112O16P2	InChI=1S/C57H112O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-55(60)67-46-52(58)47-69-74(63,64)70-48-53(59)49-71-75(65,66)72-51-54(73-57(62)45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)50-68-56(61)44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h52-54,58-59H,4-51H2,1-3H3,(H,63,64)(H,65,66)/t52-,53-,54-/m1/s1	VGERFNNSKBECLU-SAMNPIAGSA-N	1114.742562			MMDBc0043816
BASm0030618	2-MLCL(10:0/10:0/29:0/0:0)	2-MLCL(10:0/10:0/29:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/10:0/29:0/0:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of nonacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C58H114O16P2	InChI=1S/C58H114O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-37-39-41-44-56(61)68-47-53(59)48-70-75(64,65)71-49-54(60)50-72-76(66,67)73-52-55(74-58(63)46-43-40-36-15-12-9-6-3)51-69-57(62)45-42-38-35-14-11-8-5-2/h53-55,59-60H,4-52H2,1-3H3,(H,64,65)(H,66,67)/t53-,54-,55-/m1/s1	ZARKPPGYEAHMAW-AKNLOROWSA-N	1128.758212			MMDBc0043817
BASm0030619	2-MLCL(10:0/12:0/27:0/0:0)	2-MLCL(10:0/12:0/27:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/12:0/27:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of heptacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C58H114O16P2	InChI=1S/C58H114O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-34-36-39-41-44-56(61)68-47-53(59)48-70-75(64,65)71-49-54(60)50-72-76(66,67)73-52-55(51-69-57(62)45-42-38-35-15-12-9-6-3)74-58(63)46-43-40-37-33-17-14-11-8-5-2/h53-55,59-60H,4-52H2,1-3H3,(H,64,65)(H,66,67)/t53-,54-,55-/m1/s1	BDVNGISSJSVPGE-AKNLOROWSA-N	1128.758212			MMDBc0043818
BASm0030620	2-MLCL(10:0/14:0/25:0/0:0)	2-MLCL(10:0/14:0/25:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/14:0/25:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C58H114O16P2	InChI=1S/C58H114O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-32-33-36-39-41-44-56(61)68-47-53(59)48-70-75(64,65)71-49-54(60)50-72-76(66,67)73-52-55(51-69-57(62)45-42-38-35-15-12-9-6-3)74-58(63)46-43-40-37-34-31-19-17-14-11-8-5-2/h53-55,59-60H,4-52H2,1-3H3,(H,64,65)(H,66,67)/t53-,54-,55-/m1/s1	ZCHAXYWILFRVGP-AKNLOROWSA-N	1128.758212			MMDBc0043819
BASm0030621	2-MLCL(10:0/15:0/24:0/0:0)	2-MLCL(10:0/15:0/24:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/15:0/24:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of tetracosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C58H114O16P2	InChI=1S/C58H114O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-32-33-36-39-41-44-56(61)68-47-53(59)48-70-75(64,65)71-49-54(60)50-72-76(66,67)73-52-55(51-69-57(62)45-42-38-35-15-12-9-6-3)74-58(63)46-43-40-37-34-31-21-19-17-14-11-8-5-2/h53-55,59-60H,4-52H2,1-3H3,(H,64,65)(H,66,67)/t53-,54-,55-/m1/s1	BIDWYSQEWLODLS-AKNLOROWSA-N	1128.758212			MMDBc0043820
BASm0030622	2-MLCL(12:0/12:0/25:0/0:0)	2-MLCL(12:0/12:0/25:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/12:0/25:0/0:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of pentacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C58H114O16P2	InChI=1S/C58H114O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-29-30-31-34-36-38-41-44-56(61)68-47-53(59)48-70-75(64,65)71-49-54(60)50-72-76(66,67)73-52-55(74-58(63)46-43-40-37-33-18-15-12-9-6-3)51-69-57(62)45-42-39-35-32-17-14-11-8-5-2/h53-55,59-60H,4-52H2,1-3H3,(H,64,65)(H,66,67)/t53-,54-,55-/m1/s1	NFFXBASJMBDGIS-AKNLOROWSA-N	1128.758212			MMDBc0043821
BASm0030623	2-MLCL(12:0/15:0/22:0/0:0)	2-MLCL(12:0/15:0/22:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/15:0/22:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C58H114O16P2	InChI=1S/C58H114O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-31-33-36-38-41-44-56(61)68-47-53(59)48-70-75(64,65)71-49-54(60)50-72-76(66,67)73-52-55(51-69-57(62)45-42-39-35-32-18-15-12-9-6-3)74-58(63)46-43-40-37-34-30-22-20-17-14-11-8-5-2/h53-55,59-60H,4-52H2,1-3H3,(H,64,65)(H,66,67)/t53-,54-,55-/m1/s1	IWHKSBGBTJLXBK-AKNLOROWSA-N	1128.758212			MMDBc0043822
BASm0030624	2-MLCL(14:0/15:0/20:0/0:0)	2-MLCL(14:0/15:0/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/15:0/20:0/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C58H114O16P2	InChI=1S/C58H114O16P2/c1-4-7-10-13-16-19-22-24-25-26-27-28-31-33-35-38-41-44-56(61)68-47-53(59)48-70-75(64,65)71-49-54(60)50-72-76(66,67)73-52-55(51-69-57(62)45-42-39-36-32-29-21-18-15-12-9-6-3)74-58(63)46-43-40-37-34-30-23-20-17-14-11-8-5-2/h53-55,59-60H,4-52H2,1-3H3,(H,64,65)(H,66,67)/t53-,54-,55-/m1/s1	KMUANPZXDZHQAS-AKNLOROWSA-N	1128.758212			MMDBc0043823
BASm0030625	2-MLCL(15:0/16:0/18:0/0:0)	2-MLCL(15:0/16:0/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/16:0/18:0/0:0) contains one chain of pentadecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C58H114O16P2	InChI=1S/C58H114O16P2/c1-4-7-10-13-16-19-22-25-26-28-30-33-35-38-41-44-56(61)68-47-53(59)48-70-75(64,65)71-49-54(60)50-72-76(66,67)73-52-55(51-69-57(62)45-42-39-36-32-29-24-21-18-15-12-9-6-3)74-58(63)46-43-40-37-34-31-27-23-20-17-14-11-8-5-2/h53-55,59-60H,4-52H2,1-3H3,(H,64,65)(H,66,67)/t53-,54-,55-/m1/s1	IYPMBQKCFNVFLN-AKNLOROWSA-N	1128.758212			MMDBc0043824
BASm0030626	2-MLCL(10:0/10:0/30:0/0:0)	2-MLCL(10:0/10:0/30:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/10:0/30:0/0:0) contains two chains of decanoic acid at the C1 and C2 positions, one chain of tricontanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-38-40-42-45-57(62)69-48-54(60)49-71-76(65,66)72-50-55(61)51-73-77(67,68)74-53-56(75-59(64)47-44-41-37-15-12-9-6-3)52-70-58(63)46-43-39-36-14-11-8-5-2/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55-,56-/m1/s1	PWGQKIQIPWFURV-WCXFFYOWSA-N	1142.773862			MMDBc0043825
BASm0030627	2-MLCL(10:0/12:0/28:0/0:0)	2-MLCL(10:0/12:0/28:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/12:0/28:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of octacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-35-37-40-42-45-57(62)69-48-54(60)49-71-76(65,66)72-50-55(61)51-73-77(67,68)74-53-56(52-70-58(63)46-43-39-36-15-12-9-6-3)75-59(64)47-44-41-38-34-17-14-11-8-5-2/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55-,56-/m1/s1	AFKYYQHGCSUYFH-WCXFFYOWSA-N	1142.773862			MMDBc0043826
BASm0030628	2-MLCL(10:0/14:0/26:0/0:0)	2-MLCL(10:0/14:0/26:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/14:0/26:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-33-34-37-40-42-45-57(62)69-48-54(60)49-71-76(65,66)72-50-55(61)51-73-77(67,68)74-53-56(52-70-58(63)46-43-39-36-15-12-9-6-3)75-59(64)47-44-41-38-35-32-19-17-14-11-8-5-2/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55-,56-/m1/s1	YJAAVXMAKUXVBE-WCXFFYOWSA-N	1142.773862			MMDBc0043827
BASm0030629	2-MLCL(10:0/15:0/25:0/0:0)	2-MLCL(10:0/15:0/25:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/15:0/25:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of pentacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-33-34-37-40-42-45-57(62)69-48-54(60)49-71-76(65,66)72-50-55(61)51-73-77(67,68)74-53-56(52-70-58(63)46-43-39-36-15-12-9-6-3)75-59(64)47-44-41-38-35-32-21-19-17-14-11-8-5-2/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55-,56-/m1/s1	KORPGRXBCYMRGU-WCXFFYOWSA-N	1142.773862			MMDBc0043828
BASm0030630	2-MLCL(10:0/16:0/24:0/0:0)	2-MLCL(10:0/16:0/24:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/16:0/24:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of tetracosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-31-32-34-37-40-42-45-57(62)69-48-54(60)49-71-76(65,66)72-50-55(61)51-73-77(67,68)74-53-56(52-70-58(63)46-43-39-36-15-12-9-6-3)75-59(64)47-44-41-38-35-33-30-21-19-17-14-11-8-5-2/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55-,56-/m1/s1	LOUDISLOEAANRA-WCXFFYOWSA-N	1142.773862			MMDBc0043829
BASm0030631	2-MLCL(10:0/18:0/22:0/0:0)	2-MLCL(10:0/18:0/22:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/18:0/22:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-29-30-32-34-37-40-42-45-57(62)69-48-54(60)49-71-76(65,66)72-50-55(61)51-73-77(67,68)74-53-56(52-70-58(63)46-43-39-36-15-12-9-6-3)75-59(64)47-44-41-38-35-33-31-28-23-21-19-17-14-11-8-5-2/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55-,56-/m1/s1	TVDWQIVPMVGPAH-WCXFFYOWSA-N	1142.773862			MMDBc0043830
BASm0030632	2-MLCL(10:0/20:0/20:0/0:0)	2-MLCL(10:0/20:0/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/20:0/20:0/0:0) contains one chain of decanoic acid at the C1 position, two chains of eicosanoic acid at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-32-34-37-40-42-45-57(62)69-48-54(60)49-71-76(65,66)72-50-55(61)51-73-77(67,68)74-53-56(52-70-58(63)46-43-39-36-15-12-9-6-3)75-59(64)47-44-41-38-35-33-31-29-27-25-23-21-19-17-14-11-8-5-2/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55-,56-/m1/s1	JEBRVCZBMGEAIJ-WCXFFYOWSA-N	1142.773862			MMDBc0043831
BASm0030633	2-MLCL(12:0/12:0/26:0/0:0)	2-MLCL(12:0/12:0/26:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/12:0/26:0/0:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of hexacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-29-30-31-32-35-37-39-42-45-57(62)69-48-54(60)49-71-76(65,66)72-50-55(61)51-73-77(67,68)74-53-56(75-59(64)47-44-41-38-34-18-15-12-9-6-3)52-70-58(63)46-43-40-36-33-17-14-11-8-5-2/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55-,56-/m1/s1	ZRVHDRROCYLNTN-WCXFFYOWSA-N	1142.773862			MMDBc0043832
BASm0030634	2-MLCL(12:0/14:0/24:0/0:0)	2-MLCL(12:0/14:0/24:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/14:0/24:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of tetracosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-32-34-37-39-42-45-57(62)69-48-54(60)49-71-76(65,66)72-50-55(61)51-73-77(67,68)74-53-56(52-70-58(63)46-43-40-36-33-18-15-12-9-6-3)75-59(64)47-44-41-38-35-31-20-17-14-11-8-5-2/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55-,56-/m1/s1	CJAVCRICXMZDNW-WCXFFYOWSA-N	1142.773862			MMDBc0043833
BASm0030635	2-MLCL(12:0/16:0/22:0/0:0)	2-MLCL(12:0/16:0/22:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/16:0/22:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-30-31-34-37-39-42-45-57(62)69-48-54(60)49-71-76(65,66)72-50-55(61)51-73-77(67,68)74-53-56(52-70-58(63)46-43-40-36-33-18-15-12-9-6-3)75-59(64)47-44-41-38-35-32-29-22-20-17-14-11-8-5-2/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55-,56-/m1/s1	TXZBEDTWECKXNY-WCXFFYOWSA-N	1142.773862			MMDBc0043834
BASm0030636	2-MLCL(12:0/18:0/20:0/0:0)	2-MLCL(12:0/18:0/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/18:0/20:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-19-21-23-25-26-28-29-31-34-37-39-42-45-57(62)69-48-54(60)49-71-76(65,66)72-50-55(61)51-73-77(67,68)74-53-56(52-70-58(63)46-43-40-36-33-18-15-12-9-6-3)75-59(64)47-44-41-38-35-32-30-27-24-22-20-17-14-11-8-5-2/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55-,56-/m1/s1	ANJNGZBTIKJBLE-WCXFFYOWSA-N	1142.773862			MMDBc0043835
BASm0030637	2-MLCL(14:0/14:0/22:0/0:0)	2-MLCL(14:0/14:0/22:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/14:0/22:0/0:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-19-22-23-24-25-26-27-28-29-32-34-36-39-42-45-57(62)69-48-54(60)49-71-76(65,66)72-50-55(61)51-73-77(67,68)74-53-56(75-59(64)47-44-41-38-35-31-21-18-15-12-9-6-3)52-70-58(63)46-43-40-37-33-30-20-17-14-11-8-5-2/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55-,56-/m1/s1	VBCIWGGXRDIFGX-WCXFFYOWSA-N	1142.773862			MMDBc0043836
BASm0030638	2-MLCL(14:0/16:0/20:0/0:0)	2-MLCL(14:0/16:0/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/16:0/20:0/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-19-22-24-25-26-27-29-31-34-36-39-42-45-57(62)69-48-54(60)49-71-76(65,66)72-50-55(61)51-73-77(67,68)74-53-56(52-70-58(63)46-43-40-37-33-30-21-18-15-12-9-6-3)75-59(64)47-44-41-38-35-32-28-23-20-17-14-11-8-5-2/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55-,56-/m1/s1	NOXKJBVOYDQPEF-WCXFFYOWSA-N	1142.773862			MMDBc0043837
BASm0030639	2-MLCL(14:0/18:0/18:0/0:0)	2-MLCL(14:0/18:0/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/18:0/18:0/0:0) contains one chain of tetradecanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-19-22-24-26-28-31-34-36-39-42-45-57(62)69-48-54(60)49-71-76(65,66)72-50-55(61)51-73-77(67,68)74-53-56(52-70-58(63)46-43-40-37-33-30-21-18-15-12-9-6-3)75-59(64)47-44-41-38-35-32-29-27-25-23-20-17-14-11-8-5-2/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55-,56-/m1/s1	CBLIWLULPUSALL-WCXFFYOWSA-N	1142.773862			MMDBc0043838
BASm0030640	2-MLCL(15:0/15:0/20:0/0:0)	2-MLCL(15:0/15:0/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/15:0/20:0/0:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-29-32-34-36-39-42-45-57(62)69-48-54(60)49-71-76(65,66)72-50-55(61)51-73-77(67,68)74-53-56(75-59(64)47-44-41-38-35-31-24-21-18-15-12-9-6-3)52-70-58(63)46-43-40-37-33-30-23-20-17-14-11-8-5-2/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55-,56-/m1/s1	DHHSKYJENXHZGR-WCXFFYOWSA-N	1142.773862			MMDBc0043839
BASm0030641	2-MLCL(16:0/16:0/18:0/0:0)	2-MLCL(16:0/16:0/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(16:0/16:0/18:0/0:0) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of octadecanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-19-22-25-26-29-31-33-36-39-42-45-57(62)69-48-54(60)49-71-76(65,66)72-50-55(61)51-73-77(67,68)74-53-56(75-59(64)47-44-41-38-35-32-28-24-21-18-15-12-9-6-3)52-70-58(63)46-43-40-37-34-30-27-23-20-17-14-11-8-5-2/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55-,56-/m1/s1	MORKVTHABQHLIO-WCXFFYOWSA-N	1142.773862			MMDBc0043840
BASm0030642	2-MLCL(10:0/12:0/29:0/0:0)	2-MLCL(10:0/12:0/29:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/12:0/29:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of nonacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C60H118O16P2	InChI=1S/C60H118O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-36-38-41-43-46-58(63)70-49-55(61)50-72-77(66,67)73-51-56(62)52-74-78(68,69)75-54-57(53-71-59(64)47-44-40-37-15-12-9-6-3)76-60(65)48-45-42-39-35-17-14-11-8-5-2/h55-57,61-62H,4-54H2,1-3H3,(H,66,67)(H,68,69)/t55-,56-,57-/m1/s1	SHRBAEMLQOXLIT-WRLKWCGOSA-N	1156.789512			MMDBc0043841
BASm0030643	2-MLCL(10:0/14:0/27:0/0:0)	2-MLCL(10:0/14:0/27:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/14:0/27:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of heptacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C60H118O16P2	InChI=1S/C60H118O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-32-34-35-38-41-43-46-58(63)70-49-55(61)50-72-77(66,67)73-51-56(62)52-74-78(68,69)75-54-57(53-71-59(64)47-44-40-37-15-12-9-6-3)76-60(65)48-45-42-39-36-33-19-17-14-11-8-5-2/h55-57,61-62H,4-54H2,1-3H3,(H,66,67)(H,68,69)/t55-,56-,57-/m1/s1	GJVPJDWDRDFCTP-WRLKWCGOSA-N	1156.789512			MMDBc0043842
BASm0030644	2-MLCL(10:0/15:0/26:0/0:0)	2-MLCL(10:0/15:0/26:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/15:0/26:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C60H118O16P2	InChI=1S/C60H118O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-34-35-38-41-43-46-58(63)70-49-55(61)50-72-77(66,67)73-51-56(62)52-74-78(68,69)75-54-57(53-71-59(64)47-44-40-37-15-12-9-6-3)76-60(65)48-45-42-39-36-33-21-19-17-14-11-8-5-2/h55-57,61-62H,4-54H2,1-3H3,(H,66,67)(H,68,69)/t55-,56-,57-/m1/s1	VXHATBOYYJJRLF-WRLKWCGOSA-N	1156.789512			MMDBc0043843
BASm0030645	2-MLCL(10:0/16:0/25:0/0:0)	2-MLCL(10:0/16:0/25:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/16:0/25:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of pentacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C60H118O16P2	InChI=1S/C60H118O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-32-33-35-38-41-43-46-58(63)70-49-55(61)50-72-77(66,67)73-51-56(62)52-74-78(68,69)75-54-57(53-71-59(64)47-44-40-37-15-12-9-6-3)76-60(65)48-45-42-39-36-34-31-21-19-17-14-11-8-5-2/h55-57,61-62H,4-54H2,1-3H3,(H,66,67)(H,68,69)/t55-,56-,57-/m1/s1	DUEWJOJSDPAWJN-WRLKWCGOSA-N	1156.789512			MMDBc0043844
BASm0030646	2-MLCL(12:0/12:0/27:0/0:0)	2-MLCL(12:0/12:0/27:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/12:0/27:0/0:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of heptacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C60H118O16P2	InChI=1S/C60H118O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-36-38-40-43-46-58(63)70-49-55(61)50-72-77(66,67)73-51-56(62)52-74-78(68,69)75-54-57(76-60(65)48-45-42-39-35-18-15-12-9-6-3)53-71-59(64)47-44-41-37-34-17-14-11-8-5-2/h55-57,61-62H,4-54H2,1-3H3,(H,66,67)(H,68,69)/t55-,56-,57-/m1/s1	YAMUNCJDUGSKDD-WRLKWCGOSA-N	1156.789512			MMDBc0043845
BASm0030647	2-MLCL(12:0/14:0/25:0/0:0)	2-MLCL(12:0/14:0/25:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/14:0/25:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of pentacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C60H118O16P2	InChI=1S/C60H118O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-33-35-38-40-43-46-58(63)70-49-55(61)50-72-77(66,67)73-51-56(62)52-74-78(68,69)75-54-57(53-71-59(64)47-44-41-37-34-18-15-12-9-6-3)76-60(65)48-45-42-39-36-32-20-17-14-11-8-5-2/h55-57,61-62H,4-54H2,1-3H3,(H,66,67)(H,68,69)/t55-,56-,57-/m1/s1	NMGFHKHHSYSDGS-WRLKWCGOSA-N	1156.789512			MMDBc0043846
BASm0030648	2-MLCL(12:0/15:0/24:0/0:0)	2-MLCL(12:0/15:0/24:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/15:0/24:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of tetracosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C60H118O16P2	InChI=1S/C60H118O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-33-35-38-40-43-46-58(63)70-49-55(61)50-72-77(66,67)73-51-56(62)52-74-78(68,69)75-54-57(53-71-59(64)47-44-41-37-34-18-15-12-9-6-3)76-60(65)48-45-42-39-36-32-22-20-17-14-11-8-5-2/h55-57,61-62H,4-54H2,1-3H3,(H,66,67)(H,68,69)/t55-,56-,57-/m1/s1	WVPXUBUZTNKRDW-WRLKWCGOSA-N	1156.789512			MMDBc0043847
BASm0030649	2-MLCL(14:0/15:0/22:0/0:0)	2-MLCL(14:0/15:0/22:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/15:0/22:0/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C60H118O16P2	InChI=1S/C60H118O16P2/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-33-35-37-40-43-46-58(63)70-49-55(61)50-72-77(66,67)73-51-56(62)52-74-78(68,69)75-54-57(53-71-59(64)47-44-41-38-34-31-21-18-15-12-9-6-3)76-60(65)48-45-42-39-36-32-23-20-17-14-11-8-5-2/h55-57,61-62H,4-54H2,1-3H3,(H,66,67)(H,68,69)/t55-,56-,57-/m1/s1	QZBQJRYCDGUZRI-WRLKWCGOSA-N	1156.789512			MMDBc0043848
BASm0030650	2-MLCL(15:0/16:0/20:0/0:0)	2-MLCL(15:0/16:0/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/16:0/20:0/0:0) contains one chain of pentadecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C60H118O16P2	InChI=1S/C60H118O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-30-32-35-37-40-43-46-58(63)70-49-55(61)50-72-77(66,67)73-51-56(62)52-74-78(68,69)75-54-57(53-71-59(64)47-44-41-38-34-31-24-21-18-15-12-9-6-3)76-60(65)48-45-42-39-36-33-29-23-20-17-14-11-8-5-2/h55-57,61-62H,4-54H2,1-3H3,(H,66,67)(H,68,69)/t55-,56-,57-/m1/s1	URVVPBSWJRJQBY-WRLKWCGOSA-N	1156.789512			MMDBc0043849
BASm0030651	2-MLCL(15:0/18:0/18:0/0:0)	2-MLCL(15:0/18:0/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/18:0/18:0/0:0) contains one chain of pentadecanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C60H118O16P2	InChI=1S/C60H118O16P2/c1-4-7-10-13-16-19-22-25-27-29-32-35-37-40-43-46-58(63)70-49-55(61)50-72-77(66,67)73-51-56(62)52-74-78(68,69)75-54-57(53-71-59(64)47-44-41-38-34-31-24-21-18-15-12-9-6-3)76-60(65)48-45-42-39-36-33-30-28-26-23-20-17-14-11-8-5-2/h55-57,61-62H,4-54H2,1-3H3,(H,66,67)(H,68,69)/t55-,56-,57-/m1/s1	SRYNGTVRFTWDKJ-WRLKWCGOSA-N	1156.789512			MMDBc0043850
BASm0030652	2-MLCL(10:0/12:0/30:0/0:0)	2-MLCL(10:0/12:0/30:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/12:0/30:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of dodecanoic acid at the C2 position, one chain of tricontanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-37-39-42-44-47-59(64)71-50-56(62)51-73-78(67,68)74-52-57(63)53-75-79(69,70)76-55-58(54-72-60(65)48-45-41-38-15-12-9-6-3)77-61(66)49-46-43-40-36-17-14-11-8-5-2/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57-,58-/m1/s1	QTGSUMFMRWQRTE-IPCNJRPSSA-N	1170.805162			MMDBc0043851
BASm0030653	2-MLCL(10:0/14:0/28:0/0:0)	2-MLCL(10:0/14:0/28:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/14:0/28:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-32-33-35-36-39-42-44-47-59(64)71-50-56(62)51-73-78(67,68)74-52-57(63)53-75-79(69,70)76-55-58(54-72-60(65)48-45-41-38-15-12-9-6-3)77-61(66)49-46-43-40-37-34-19-17-14-11-8-5-2/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57-,58-/m1/s1	JMXILMDAIFXFMV-IPCNJRPSSA-N	1170.805162			MMDBc0043852
BASm0030654	2-MLCL(10:0/15:0/27:0/0:0)	2-MLCL(10:0/15:0/27:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/15:0/27:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of heptacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-35-36-39-42-44-47-59(64)71-50-56(62)51-73-78(67,68)74-52-57(63)53-75-79(69,70)76-55-58(54-72-60(65)48-45-41-38-15-12-9-6-3)77-61(66)49-46-43-40-37-34-21-19-17-14-11-8-5-2/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57-,58-/m1/s1	JNDYDRCGZIEQQP-IPCNJRPSSA-N	1170.805162			MMDBc0043853
BASm0030655	2-MLCL(10:0/16:0/26:0/0:0)	2-MLCL(10:0/16:0/26:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/16:0/26:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of hexacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-33-34-36-39-42-44-47-59(64)71-50-56(62)51-73-78(67,68)74-52-57(63)53-75-79(69,70)76-55-58(54-72-60(65)48-45-41-38-15-12-9-6-3)77-61(66)49-46-43-40-37-35-32-21-19-17-14-11-8-5-2/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57-,58-/m1/s1	YGJNREHWTHFQTB-IPCNJRPSSA-N	1170.805162			MMDBc0043854
BASm0030656	2-MLCL(10:0/18:0/24:0/0:0)	2-MLCL(10:0/18:0/24:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/18:0/24:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of tetracosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-31-32-34-36-39-42-44-47-59(64)71-50-56(62)51-73-78(67,68)74-52-57(63)53-75-79(69,70)76-55-58(54-72-60(65)48-45-41-38-15-12-9-6-3)77-61(66)49-46-43-40-37-35-33-30-23-21-19-17-14-11-8-5-2/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57-,58-/m1/s1	QJLKZNBAEHTHSQ-IPCNJRPSSA-N	1170.805162			MMDBc0043855
BASm0030657	2-MLCL(10:0/20:0/22:0/0:0)	2-MLCL(10:0/20:0/22:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/20:0/22:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of eicosanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-29-30-32-34-36-39-42-44-47-59(64)71-50-56(62)51-73-78(67,68)74-52-57(63)53-75-79(69,70)76-55-58(54-72-60(65)48-45-41-38-15-12-9-6-3)77-61(66)49-46-43-40-37-35-33-31-28-25-23-21-19-17-14-11-8-5-2/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57-,58-/m1/s1	JHUAXSOVKUBVSA-IPCNJRPSSA-N	1170.805162			MMDBc0043856
BASm0030658	2-MLCL(12:0/12:0/28:0/0:0)	2-MLCL(12:0/12:0/28:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/12:0/28:0/0:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of octacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-37-39-41-44-47-59(64)71-50-56(62)51-73-78(67,68)74-52-57(63)53-75-79(69,70)76-55-58(77-61(66)49-46-43-40-36-18-15-12-9-6-3)54-72-60(65)48-45-42-38-35-17-14-11-8-5-2/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57-,58-/m1/s1	XWHWXAURQGZWLZ-IPCNJRPSSA-N	1170.805162			MMDBc0043857
BASm0030659	2-MLCL(12:0/14:0/26:0/0:0)	2-MLCL(12:0/14:0/26:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/14:0/26:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of hexacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-34-36-39-41-44-47-59(64)71-50-56(62)51-73-78(67,68)74-52-57(63)53-75-79(69,70)76-55-58(54-72-60(65)48-45-42-38-35-18-15-12-9-6-3)77-61(66)49-46-43-40-37-33-20-17-14-11-8-5-2/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57-,58-/m1/s1	FSGDOCNDVHFNAJ-IPCNJRPSSA-N	1170.805162			MMDBc0043858
BASm0030660	2-MLCL(12:0/15:0/25:0/0:0)	2-MLCL(12:0/15:0/25:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/15:0/25:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of pentacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-34-36-39-41-44-47-59(64)71-50-56(62)51-73-78(67,68)74-52-57(63)53-75-79(69,70)76-55-58(54-72-60(65)48-45-42-38-35-18-15-12-9-6-3)77-61(66)49-46-43-40-37-33-22-20-17-14-11-8-5-2/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57-,58-/m1/s1	PYPIAMIOCQTHNP-IPCNJRPSSA-N	1170.805162			MMDBc0043859
BASm0030661	2-MLCL(12:0/16:0/24:0/0:0)	2-MLCL(12:0/16:0/24:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/16:0/24:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of tetracosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-32-33-36-39-41-44-47-59(64)71-50-56(62)51-73-78(67,68)74-52-57(63)53-75-79(69,70)76-55-58(54-72-60(65)48-45-42-38-35-18-15-12-9-6-3)77-61(66)49-46-43-40-37-34-31-22-20-17-14-11-8-5-2/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57-,58-/m1/s1	DKGDMCHUMLFSEQ-IPCNJRPSSA-N	1170.805162			MMDBc0043860
BASm0030662	2-MLCL(12:0/18:0/22:0/0:0)	2-MLCL(12:0/18:0/22:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/18:0/22:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-19-21-23-25-26-27-28-30-31-33-36-39-41-44-47-59(64)71-50-56(62)51-73-78(67,68)74-52-57(63)53-75-79(69,70)76-55-58(54-72-60(65)48-45-42-38-35-18-15-12-9-6-3)77-61(66)49-46-43-40-37-34-32-29-24-22-20-17-14-11-8-5-2/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57-,58-/m1/s1	MHDUERMQOQZPOM-IPCNJRPSSA-N	1170.805162			MMDBc0043861
BASm0030663	2-MLCL(12:0/20:0/20:0/0:0)	2-MLCL(12:0/20:0/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/20:0/20:0/0:0) contains one chain of dodecanoic acid at the C1 position, two chains of eicosanoic acid at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-19-21-23-25-27-29-31-33-36-39-41-44-47-59(64)71-50-56(62)51-73-78(67,68)74-52-57(63)53-75-79(69,70)76-55-58(54-72-60(65)48-45-42-38-35-18-15-12-9-6-3)77-61(66)49-46-43-40-37-34-32-30-28-26-24-22-20-17-14-11-8-5-2/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57-,58-/m1/s1	YCDDKPOCFVFLHL-IPCNJRPSSA-N	1170.805162			MMDBc0043862
BASm0030664	2-MLCL(14:0/14:0/24:0/0:0)	2-MLCL(14:0/14:0/24:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/14:0/24:0/0:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of tetracosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-19-22-23-24-25-26-27-28-29-30-31-34-36-38-41-44-47-59(64)71-50-56(62)51-73-78(67,68)74-52-57(63)53-75-79(69,70)76-55-58(77-61(66)49-46-43-40-37-33-21-18-15-12-9-6-3)54-72-60(65)48-45-42-39-35-32-20-17-14-11-8-5-2/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57-,58-/m1/s1	XBYMMXXLMDTMNY-IPCNJRPSSA-N	1170.805162			MMDBc0043863
BASm0030665	2-MLCL(14:0/16:0/22:0/0:0)	2-MLCL(14:0/16:0/22:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/16:0/22:0/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-31-33-36-38-41-44-47-59(64)71-50-56(62)51-73-78(67,68)74-52-57(63)53-75-79(69,70)76-55-58(54-72-60(65)48-45-42-39-35-32-21-18-15-12-9-6-3)77-61(66)49-46-43-40-37-34-30-23-20-17-14-11-8-5-2/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57-,58-/m1/s1	AQQRQZOTHPFIBP-IPCNJRPSSA-N	1170.805162			MMDBc0043864
BASm0030666	2-MLCL(14:0/18:0/20:0/0:0)	2-MLCL(14:0/18:0/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/18:0/20:0/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-19-22-24-26-27-29-30-33-36-38-41-44-47-59(64)71-50-56(62)51-73-78(67,68)74-52-57(63)53-75-79(69,70)76-55-58(54-72-60(65)48-45-42-39-35-32-21-18-15-12-9-6-3)77-61(66)49-46-43-40-37-34-31-28-25-23-20-17-14-11-8-5-2/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57-,58-/m1/s1	UBBYDQPCUVNEPL-IPCNJRPSSA-N	1170.805162			MMDBc0043865
BASm0030667	2-MLCL(15:0/15:0/22:0/0:0)	2-MLCL(15:0/15:0/22:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/15:0/22:0/0:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-34-36-38-41-44-47-59(64)71-50-56(62)51-73-78(67,68)74-52-57(63)53-75-79(69,70)76-55-58(77-61(66)49-46-43-40-37-33-24-21-18-15-12-9-6-3)54-72-60(65)48-45-42-39-35-32-23-20-17-14-11-8-5-2/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57-,58-/m1/s1	SPKSKDCVLCUWMI-IPCNJRPSSA-N	1170.805162			MMDBc0043866
BASm0030668	2-MLCL(16:0/16:0/20:0/0:0)	2-MLCL(16:0/16:0/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(16:0/16:0/20:0/0:0) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-31-33-35-38-41-44-47-59(64)71-50-56(62)51-73-78(67,68)74-52-57(63)53-75-79(69,70)76-55-58(77-61(66)49-46-43-40-37-34-30-24-21-18-15-12-9-6-3)54-72-60(65)48-45-42-39-36-32-29-23-20-17-14-11-8-5-2/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57-,58-/m1/s1	WWXUBRDJBGUVEH-IPCNJRPSSA-N	1170.805162			MMDBc0043867
BASm0030669	2-MLCL(16:0/18:0/18:0/0:0)	2-MLCL(16:0/18:0/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(16:0/18:0/18:0/0:0) contains one chain of hexadecanoic acid at the C1 position, two chains of octadecanoic acid at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C61H120O16P2	InChI=1S/C61H120O16P2/c1-4-7-10-13-16-19-22-25-27-30-33-35-38-41-44-47-59(64)71-50-56(62)51-73-78(67,68)74-52-57(63)53-75-79(69,70)76-55-58(54-72-60(65)48-45-42-39-36-32-29-24-21-18-15-12-9-6-3)77-61(66)49-46-43-40-37-34-31-28-26-23-20-17-14-11-8-5-2/h56-58,62-63H,4-55H2,1-3H3,(H,67,68)(H,69,70)/t56-,57-,58-/m1/s1	MQRHDJMWBSSTFF-IPCNJRPSSA-N	1170.805162			MMDBc0043868
BASm0030670	2-MLCL(10:0/14:0/29:0/0:0)	2-MLCL(10:0/14:0/29:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/14:0/29:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of nonacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C62H122O16P2	InChI=1S/C62H122O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-36-37-40-43-45-48-60(65)72-51-57(63)52-74-79(68,69)75-53-58(64)54-76-80(70,71)77-56-59(55-73-61(66)49-46-42-39-15-12-9-6-3)78-62(67)50-47-44-41-38-35-19-17-14-11-8-5-2/h57-59,63-64H,4-56H2,1-3H3,(H,68,69)(H,70,71)/t57-,58-,59-/m1/s1	HWDZOLBWGRCIOR-VBGZHZNISA-N	1184.820812			MMDBc0043869
BASm0030671	2-MLCL(10:0/15:0/28:0/0:0)	2-MLCL(10:0/15:0/28:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/15:0/28:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C62H122O16P2	InChI=1S/C62H122O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-34-36-37-40-43-45-48-60(65)72-51-57(63)52-74-79(68,69)75-53-58(64)54-76-80(70,71)77-56-59(55-73-61(66)49-46-42-39-15-12-9-6-3)78-62(67)50-47-44-41-38-35-21-19-17-14-11-8-5-2/h57-59,63-64H,4-56H2,1-3H3,(H,68,69)(H,70,71)/t57-,58-,59-/m1/s1	OPBZDTPEFKFYNC-VBGZHZNISA-N	1184.820812			MMDBc0043870
BASm0030672	2-MLCL(10:0/16:0/27:0/0:0)	2-MLCL(10:0/16:0/27:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/16:0/27:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of heptacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C62H122O16P2	InChI=1S/C62H122O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-34-35-37-40-43-45-48-60(65)72-51-57(63)52-74-79(68,69)75-53-58(64)54-76-80(70,71)77-56-59(55-73-61(66)49-46-42-39-15-12-9-6-3)78-62(67)50-47-44-41-38-36-33-21-19-17-14-11-8-5-2/h57-59,63-64H,4-56H2,1-3H3,(H,68,69)(H,70,71)/t57-,58-,59-/m1/s1	HXSPJKCHCBWJDR-VBGZHZNISA-N	1184.820812			MMDBc0043871
BASm0030673	2-MLCL(10:0/18:0/25:0/0:0)	2-MLCL(10:0/18:0/25:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/18:0/25:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of pentacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C62H122O16P2	InChI=1S/C62H122O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-32-33-35-37-40-43-45-48-60(65)72-51-57(63)52-74-79(68,69)75-53-58(64)54-76-80(70,71)77-56-59(55-73-61(66)49-46-42-39-15-12-9-6-3)78-62(67)50-47-44-41-38-36-34-31-23-21-19-17-14-11-8-5-2/h57-59,63-64H,4-56H2,1-3H3,(H,68,69)(H,70,71)/t57-,58-,59-/m1/s1	QTSGEVGMYGMIMF-VBGZHZNISA-N	1184.820812			MMDBc0043872
BASm0030674	2-MLCL(12:0/12:0/29:0/0:0)	2-MLCL(12:0/12:0/29:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/12:0/29:0/0:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of nonacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C62H122O16P2	InChI=1S/C62H122O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-38-40-42-45-48-60(65)72-51-57(63)52-74-79(68,69)75-53-58(64)54-76-80(70,71)77-56-59(78-62(67)50-47-44-41-37-18-15-12-9-6-3)55-73-61(66)49-46-43-39-36-17-14-11-8-5-2/h57-59,63-64H,4-56H2,1-3H3,(H,68,69)(H,70,71)/t57-,58-,59-/m1/s1	LGJOSMVNANZARO-VBGZHZNISA-N	1184.820812			MMDBc0043873
BASm0030675	2-MLCL(12:0/14:0/27:0/0:0)	2-MLCL(12:0/14:0/27:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/14:0/27:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of heptacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C62H122O16P2	InChI=1S/C62H122O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-33-35-37-40-42-45-48-60(65)72-51-57(63)52-74-79(68,69)75-53-58(64)54-76-80(70,71)77-56-59(55-73-61(66)49-46-43-39-36-18-15-12-9-6-3)78-62(67)50-47-44-41-38-34-20-17-14-11-8-5-2/h57-59,63-64H,4-56H2,1-3H3,(H,68,69)(H,70,71)/t57-,58-,59-/m1/s1	BZMUXUZRJZHBIW-VBGZHZNISA-N	1184.820812			MMDBc0043874
BASm0030676	2-MLCL(12:0/15:0/26:0/0:0)	2-MLCL(12:0/15:0/26:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/15:0/26:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C62H122O16P2	InChI=1S/C62H122O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-35-37-40-42-45-48-60(65)72-51-57(63)52-74-79(68,69)75-53-58(64)54-76-80(70,71)77-56-59(55-73-61(66)49-46-43-39-36-18-15-12-9-6-3)78-62(67)50-47-44-41-38-34-22-20-17-14-11-8-5-2/h57-59,63-64H,4-56H2,1-3H3,(H,68,69)(H,70,71)/t57-,58-,59-/m1/s1	XIRUNPMOGVVOKN-VBGZHZNISA-N	1184.820812			MMDBc0043875
BASm0030677	2-MLCL(12:0/16:0/25:0/0:0)	2-MLCL(12:0/16:0/25:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/16:0/25:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of pentacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C62H122O16P2	InChI=1S/C62H122O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-33-34-37-40-42-45-48-60(65)72-51-57(63)52-74-79(68,69)75-53-58(64)54-76-80(70,71)77-56-59(55-73-61(66)49-46-43-39-36-18-15-12-9-6-3)78-62(67)50-47-44-41-38-35-32-22-20-17-14-11-8-5-2/h57-59,63-64H,4-56H2,1-3H3,(H,68,69)(H,70,71)/t57-,58-,59-/m1/s1	NJOYOZHZFXPQHT-VBGZHZNISA-N	1184.820812			MMDBc0043876
BASm0030678	2-MLCL(14:0/14:0/25:0/0:0)	2-MLCL(14:0/14:0/25:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/14:0/25:0/0:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of pentacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C62H122O16P2	InChI=1S/C62H122O16P2/c1-4-7-10-13-16-19-22-23-24-25-26-27-28-29-30-31-32-35-37-39-42-45-48-60(65)72-51-57(63)52-74-79(68,69)75-53-58(64)54-76-80(70,71)77-56-59(78-62(67)50-47-44-41-38-34-21-18-15-12-9-6-3)55-73-61(66)49-46-43-40-36-33-20-17-14-11-8-5-2/h57-59,63-64H,4-56H2,1-3H3,(H,68,69)(H,70,71)/t57-,58-,59-/m1/s1	OWKDKRYOABDSRN-VBGZHZNISA-N	1184.820812			MMDBc0043877
BASm0030679	2-MLCL(14:0/15:0/24:0/0:0)	2-MLCL(14:0/15:0/24:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/15:0/24:0/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of tetracosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C62H122O16P2	InChI=1S/C62H122O16P2/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-32-35-37-39-42-45-48-60(65)72-51-57(63)52-74-79(68,69)75-53-58(64)54-76-80(70,71)77-56-59(55-73-61(66)49-46-43-40-36-33-21-18-15-12-9-6-3)78-62(67)50-47-44-41-38-34-23-20-17-14-11-8-5-2/h57-59,63-64H,4-56H2,1-3H3,(H,68,69)(H,70,71)/t57-,58-,59-/m1/s1	CAMBILUXGIUCBX-VBGZHZNISA-N	1184.820812			MMDBc0043878
BASm0030680	2-MLCL(15:0/16:0/22:0/0:0)	2-MLCL(15:0/16:0/22:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/16:0/22:0/0:0) contains one chain of pentadecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C62H122O16P2	InChI=1S/C62H122O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-32-34-37-39-42-45-48-60(65)72-51-57(63)52-74-79(68,69)75-53-58(64)54-76-80(70,71)77-56-59(55-73-61(66)49-46-43-40-36-33-24-21-18-15-12-9-6-3)78-62(67)50-47-44-41-38-35-31-23-20-17-14-11-8-5-2/h57-59,63-64H,4-56H2,1-3H3,(H,68,69)(H,70,71)/t57-,58-,59-/m1/s1	SIJRIBWTEOGRGR-VBGZHZNISA-N	1184.820812			MMDBc0043879
BASm0030681	2-MLCL(15:0/18:0/20:0/0:0)	2-MLCL(15:0/18:0/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/18:0/20:0/0:0) contains one chain of pentadecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C62H122O16P2	InChI=1S/C62H122O16P2/c1-4-7-10-13-16-19-22-25-27-28-30-31-34-37-39-42-45-48-60(65)72-51-57(63)52-74-79(68,69)75-53-58(64)54-76-80(70,71)77-56-59(55-73-61(66)49-46-43-40-36-33-24-21-18-15-12-9-6-3)78-62(67)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h57-59,63-64H,4-56H2,1-3H3,(H,68,69)(H,70,71)/t57-,58-,59-/m1/s1	AYRWMFXZWPUZDC-VBGZHZNISA-N	1184.820812			MMDBc0043880
BASm0030682	2-MLCL(10:0/14:0/30:0/0:0)	2-MLCL(10:0/14:0/30:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/14:0/30:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of tricontanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-37-38-41-44-46-49-61(66)73-52-58(64)53-75-80(69,70)76-54-59(65)55-77-81(71,72)78-57-60(56-74-62(67)50-47-43-40-15-12-9-6-3)79-63(68)51-48-45-42-39-36-19-17-14-11-8-5-2/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59-,60-/m1/s1	FJEFJAXKXQGGFB-UPMPAGDASA-N	1198.836462			MMDBc0043881
BASm0030683	2-MLCL(10:0/15:0/29:0/0:0)	2-MLCL(10:0/15:0/29:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/15:0/29:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of nonacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-34-35-37-38-41-44-46-49-61(66)73-52-58(64)53-75-80(69,70)76-54-59(65)55-77-81(71,72)78-57-60(56-74-62(67)50-47-43-40-15-12-9-6-3)79-63(68)51-48-45-42-39-36-21-19-17-14-11-8-5-2/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59-,60-/m1/s1	JBYGEXRJEOCGDY-UPMPAGDASA-N	1198.836462			MMDBc0043882
BASm0030684	2-MLCL(10:0/16:0/28:0/0:0)	2-MLCL(10:0/16:0/28:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/16:0/28:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-35-36-38-41-44-46-49-61(66)73-52-58(64)53-75-80(69,70)76-54-59(65)55-77-81(71,72)78-57-60(56-74-62(67)50-47-43-40-15-12-9-6-3)79-63(68)51-48-45-42-39-37-34-21-19-17-14-11-8-5-2/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59-,60-/m1/s1	AJTTUSZHUZSBPL-UPMPAGDASA-N	1198.836462			MMDBc0043883
BASm0030685	2-MLCL(10:0/18:0/26:0/0:0)	2-MLCL(10:0/18:0/26:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/18:0/26:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of hexacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-33-34-36-38-41-44-46-49-61(66)73-52-58(64)53-75-80(69,70)76-54-59(65)55-77-81(71,72)78-57-60(56-74-62(67)50-47-43-40-15-12-9-6-3)79-63(68)51-48-45-42-39-37-35-32-23-21-19-17-14-11-8-5-2/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59-,60-/m1/s1	AAMNXIOVYLGEAG-UPMPAGDASA-N	1198.836462			MMDBc0043884
BASm0030686	2-MLCL(10:0/20:0/24:0/0:0)	2-MLCL(10:0/20:0/24:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/20:0/24:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of eicosanoic acid at the C2 position, one chain of tetracosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-28-29-31-32-34-36-38-41-44-46-49-61(66)73-52-58(64)53-75-80(69,70)76-54-59(65)55-77-81(71,72)78-57-60(56-74-62(67)50-47-43-40-15-12-9-6-3)79-63(68)51-48-45-42-39-37-35-33-30-25-23-21-19-17-14-11-8-5-2/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59-,60-/m1/s1	UGNSBSNVOOSJMA-UPMPAGDASA-N	1198.836462			MMDBc0043885
BASm0030687	2-MLCL(10:0/22:0/22:0/0:0)	2-MLCL(10:0/22:0/22:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/22:0/22:0/0:0) contains one chain of decanoic acid at the C1 position, two chains of docosanoic acid at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-32-34-36-38-41-44-46-49-61(66)73-52-58(64)53-75-80(69,70)76-54-59(65)55-77-81(71,72)78-57-60(56-74-62(67)50-47-43-40-15-12-9-6-3)79-63(68)51-48-45-42-39-37-35-33-31-29-27-25-23-21-19-17-14-11-8-5-2/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59-,60-/m1/s1	PRZFNMMFRDWIOW-UPMPAGDASA-N	1198.836462			MMDBc0043886
BASm0030688	2-MLCL(12:0/12:0/30:0/0:0)	2-MLCL(12:0/12:0/30:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/12:0/30:0/0:0) contains two chains of dodecanoic acid at the C1 and C2 positions, one chain of tricontanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-39-41-43-46-49-61(66)73-52-58(64)53-75-80(69,70)76-54-59(65)55-77-81(71,72)78-57-60(79-63(68)51-48-45-42-38-18-15-12-9-6-3)56-74-62(67)50-47-44-40-37-17-14-11-8-5-2/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59-,60-/m1/s1	ZPZFSMOLLNHTRB-UPMPAGDASA-N	1198.836462			MMDBc0043887
BASm0030689	2-MLCL(12:0/14:0/28:0/0:0)	2-MLCL(12:0/14:0/28:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/14:0/28:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of octacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-33-34-36-38-41-43-46-49-61(66)73-52-58(64)53-75-80(69,70)76-54-59(65)55-77-81(71,72)78-57-60(56-74-62(67)50-47-44-40-37-18-15-12-9-6-3)79-63(68)51-48-45-42-39-35-20-17-14-11-8-5-2/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59-,60-/m1/s1	BDZHWNWCVRQSBN-UPMPAGDASA-N	1198.836462			MMDBc0043888
BASm0030690	2-MLCL(12:0/15:0/27:0/0:0)	2-MLCL(12:0/15:0/27:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/15:0/27:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of heptacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-36-38-41-43-46-49-61(66)73-52-58(64)53-75-80(69,70)76-54-59(65)55-77-81(71,72)78-57-60(56-74-62(67)50-47-44-40-37-18-15-12-9-6-3)79-63(68)51-48-45-42-39-35-22-20-17-14-11-8-5-2/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59-,60-/m1/s1	UOSDXFNEBRLWOU-UPMPAGDASA-N	1198.836462			MMDBc0043889
BASm0030691	2-MLCL(12:0/16:0/26:0/0:0)	2-MLCL(12:0/16:0/26:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/16:0/26:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of hexacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-34-35-38-41-43-46-49-61(66)73-52-58(64)53-75-80(69,70)76-54-59(65)55-77-81(71,72)78-57-60(56-74-62(67)50-47-44-40-37-18-15-12-9-6-3)79-63(68)51-48-45-42-39-36-33-22-20-17-14-11-8-5-2/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59-,60-/m1/s1	CHGFYJASXYUSTE-UPMPAGDASA-N	1198.836462			MMDBc0043890
BASm0030692	2-MLCL(12:0/18:0/24:0/0:0)	2-MLCL(12:0/18:0/24:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/18:0/24:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of tetracosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-21-23-25-26-27-28-29-30-32-33-35-38-41-43-46-49-61(66)73-52-58(64)53-75-80(69,70)76-54-59(65)55-77-81(71,72)78-57-60(56-74-62(67)50-47-44-40-37-18-15-12-9-6-3)79-63(68)51-48-45-42-39-36-34-31-24-22-20-17-14-11-8-5-2/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59-,60-/m1/s1	QRFIKHVJOJDPJI-UPMPAGDASA-N	1198.836462			MMDBc0043891
BASm0030693	2-MLCL(12:0/20:0/22:0/0:0)	2-MLCL(12:0/20:0/22:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/20:0/22:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of eicosanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-21-23-25-27-28-30-31-33-35-38-41-43-46-49-61(66)73-52-58(64)53-75-80(69,70)76-54-59(65)55-77-81(71,72)78-57-60(56-74-62(67)50-47-44-40-37-18-15-12-9-6-3)79-63(68)51-48-45-42-39-36-34-32-29-26-24-22-20-17-14-11-8-5-2/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59-,60-/m1/s1	BKPXGKXVXCHLDT-UPMPAGDASA-N	1198.836462			MMDBc0043892
BASm0030694	2-MLCL(14:0/14:0/26:0/0:0)	2-MLCL(14:0/14:0/26:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/14:0/26:0/0:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of hexacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-22-23-24-25-26-27-28-29-30-31-32-33-36-38-40-43-46-49-61(66)73-52-58(64)53-75-80(69,70)76-54-59(65)55-77-81(71,72)78-57-60(79-63(68)51-48-45-42-39-35-21-18-15-12-9-6-3)56-74-62(67)50-47-44-41-37-34-20-17-14-11-8-5-2/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59-,60-/m1/s1	SKUMLQLKPMERAQ-UPMPAGDASA-N	1198.836462			MMDBc0043893
BASm0030695	2-MLCL(14:0/15:0/25:0/0:0)	2-MLCL(14:0/15:0/25:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/15:0/25:0/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of pentacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-32-33-36-38-40-43-46-49-61(66)73-52-58(64)53-75-80(69,70)76-54-59(65)55-77-81(71,72)78-57-60(56-74-62(67)50-47-44-41-37-34-21-18-15-12-9-6-3)79-63(68)51-48-45-42-39-35-23-20-17-14-11-8-5-2/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59-,60-/m1/s1	DTRWWODIBZXAND-UPMPAGDASA-N	1198.836462			MMDBc0043894
BASm0030696	2-MLCL(14:0/16:0/24:0/0:0)	2-MLCL(14:0/16:0/24:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/16:0/24:0/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of tetracosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-33-35-38-40-43-46-49-61(66)73-52-58(64)53-75-80(69,70)76-54-59(65)55-77-81(71,72)78-57-60(56-74-62(67)50-47-44-41-37-34-21-18-15-12-9-6-3)79-63(68)51-48-45-42-39-36-32-23-20-17-14-11-8-5-2/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59-,60-/m1/s1	VVBHGDWIJSZMEN-UPMPAGDASA-N	1198.836462			MMDBc0043895
BASm0030697	2-MLCL(14:0/18:0/22:0/0:0)	2-MLCL(14:0/18:0/22:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/18:0/22:0/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-22-24-26-27-28-29-31-32-35-38-40-43-46-49-61(66)73-52-58(64)53-75-80(69,70)76-54-59(65)55-77-81(71,72)78-57-60(56-74-62(67)50-47-44-41-37-34-21-18-15-12-9-6-3)79-63(68)51-48-45-42-39-36-33-30-25-23-20-17-14-11-8-5-2/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59-,60-/m1/s1	FBLYNJYYDJHCHT-UPMPAGDASA-N	1198.836462			MMDBc0043896
BASm0030698	2-MLCL(14:0/20:0/20:0/0:0)	2-MLCL(14:0/20:0/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/20:0/20:0/0:0) contains one chain of tetradecanoic acid at the C1 position, two chains of eicosanoic acid at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-22-24-26-28-30-32-35-38-40-43-46-49-61(66)73-52-58(64)53-75-80(69,70)76-54-59(65)55-77-81(71,72)78-57-60(56-74-62(67)50-47-44-41-37-34-21-18-15-12-9-6-3)79-63(68)51-48-45-42-39-36-33-31-29-27-25-23-20-17-14-11-8-5-2/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59-,60-/m1/s1	JUXYJKRCZZLDNH-UPMPAGDASA-N	1198.836462			MMDBc0043897
BASm0030699	2-MLCL(15:0/15:0/24:0/0:0)	2-MLCL(15:0/15:0/24:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/15:0/24:0/0:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of tetracosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-33-36-38-40-43-46-49-61(66)73-52-58(64)53-75-80(69,70)76-54-59(65)55-77-81(71,72)78-57-60(79-63(68)51-48-45-42-39-35-24-21-18-15-12-9-6-3)56-74-62(67)50-47-44-41-37-34-23-20-17-14-11-8-5-2/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59-,60-/m1/s1	VERNUJIQTRTIME-UPMPAGDASA-N	1198.836462			MMDBc0043898
BASm0030700	2-MLCL(16:0/16:0/22:0/0:0)	2-MLCL(16:0/16:0/22:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(16:0/16:0/22:0/0:0) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of docosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-33-35-37-40-43-46-49-61(66)73-52-58(64)53-75-80(69,70)76-54-59(65)55-77-81(71,72)78-57-60(79-63(68)51-48-45-42-39-36-32-24-21-18-15-12-9-6-3)56-74-62(67)50-47-44-41-38-34-31-23-20-17-14-11-8-5-2/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59-,60-/m1/s1	PFAIFWVJMVHASE-UPMPAGDASA-N	1198.836462			MMDBc0043899
BASm0030701	2-MLCL(16:0/18:0/20:0/0:0)	2-MLCL(16:0/18:0/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(16:0/18:0/20:0/0:0) contains one chain of hexadecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of eicosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-22-25-27-28-30-32-35-37-40-43-46-49-61(66)73-52-58(64)53-75-80(69,70)76-54-59(65)55-77-81(71,72)78-57-60(56-74-62(67)50-47-44-41-38-34-31-24-21-18-15-12-9-6-3)79-63(68)51-48-45-42-39-36-33-29-26-23-20-17-14-11-8-5-2/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59-,60-/m1/s1	DMGXGAZYTGGVKR-UPMPAGDASA-N	1198.836462			MMDBc0043900
BASm0030702	2-MLCL(18:0/18:0/18:0/0:0)	2-MLCL(18:0/18:0/18:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(18:0/18:0/18:0/0:0) contains three chains of octadecanoic acid at the C1, C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C63H124O16P2	InChI=1S/C63H124O16P2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-61(66)73-52-58(64)53-75-80(69,70)76-54-59(65)55-77-81(71,72)78-57-60(79-63(68)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)56-74-62(67)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h58-60,64-65H,4-57H2,1-3H3,(H,69,70)(H,71,72)/t58-,59-,60-/m1/s1	RXMQOFKWNSIKJB-UPMPAGDASA-N	1198.836462			MMDBc0043901
BASm0030703	2-MLCL(10:0/15:0/30:0/0:0)	2-MLCL(10:0/15:0/30:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/15:0/30:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of tricontanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-38-39-42-45-47-50-62(67)74-53-59(65)54-76-81(70,71)77-55-60(66)56-78-82(72,73)79-58-61(57-75-63(68)51-48-44-41-15-12-9-6-3)80-64(69)52-49-46-43-40-37-21-19-17-14-11-8-5-2/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60-,61-/m1/s1	KOJLNCGZGATDRE-QBCHDFTKSA-N	1212.852112			MMDBc0043902
BASm0030704	2-MLCL(10:0/16:0/29:0/0:0)	2-MLCL(10:0/16:0/29:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/16:0/29:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of nonacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-34-36-37-39-42-45-47-50-62(67)74-53-59(65)54-76-81(70,71)77-55-60(66)56-78-82(72,73)79-58-61(57-75-63(68)51-48-44-41-15-12-9-6-3)80-64(69)52-49-46-43-40-38-35-21-19-17-14-11-8-5-2/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60-,61-/m1/s1	UHMCWIHKAWRGBC-QBCHDFTKSA-N	1212.852112			MMDBc0043903
BASm0030705	2-MLCL(10:0/18:0/27:0/0:0)	2-MLCL(10:0/18:0/27:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/18:0/27:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of heptacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-32-34-35-37-39-42-45-47-50-62(67)74-53-59(65)54-76-81(70,71)77-55-60(66)56-78-82(72,73)79-58-61(57-75-63(68)51-48-44-41-15-12-9-6-3)80-64(69)52-49-46-43-40-38-36-33-23-21-19-17-14-11-8-5-2/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60-,61-/m1/s1	OLDNIUOUPGLHLF-QBCHDFTKSA-N	1212.852112			MMDBc0043904
BASm0030706	2-MLCL(10:0/20:0/25:0/0:0)	2-MLCL(10:0/20:0/25:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/20:0/25:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of eicosanoic acid at the C2 position, one chain of pentacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-28-29-30-32-33-35-37-39-42-45-47-50-62(67)74-53-59(65)54-76-81(70,71)77-55-60(66)56-78-82(72,73)79-58-61(57-75-63(68)51-48-44-41-15-12-9-6-3)80-64(69)52-49-46-43-40-38-36-34-31-25-23-21-19-17-14-11-8-5-2/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60-,61-/m1/s1	OLJGSDHKESDRFD-QBCHDFTKSA-N	1212.852112			MMDBc0043905
BASm0030707	2-MLCL(12:0/14:0/29:0/0:0)	2-MLCL(12:0/14:0/29:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/14:0/29:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of nonacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-37-39-42-44-47-50-62(67)74-53-59(65)54-76-81(70,71)77-55-60(66)56-78-82(72,73)79-58-61(57-75-63(68)51-48-45-41-38-18-15-12-9-6-3)80-64(69)52-49-46-43-40-36-20-17-14-11-8-5-2/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60-,61-/m1/s1	FWRVRDZOJJYZMU-QBCHDFTKSA-N	1212.852112			MMDBc0043906
BASm0030708	2-MLCL(12:0/15:0/28:0/0:0)	2-MLCL(12:0/15:0/28:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/15:0/28:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-35-37-39-42-44-47-50-62(67)74-53-59(65)54-76-81(70,71)77-55-60(66)56-78-82(72,73)79-58-61(57-75-63(68)51-48-45-41-38-18-15-12-9-6-3)80-64(69)52-49-46-43-40-36-22-20-17-14-11-8-5-2/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60-,61-/m1/s1	NUOJHNKNJAXHJD-QBCHDFTKSA-N	1212.852112			MMDBc0043907
BASm0030709	2-MLCL(12:0/16:0/27:0/0:0)	2-MLCL(12:0/16:0/27:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/16:0/27:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of heptacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-35-36-39-42-44-47-50-62(67)74-53-59(65)54-76-81(70,71)77-55-60(66)56-78-82(72,73)79-58-61(57-75-63(68)51-48-45-41-38-18-15-12-9-6-3)80-64(69)52-49-46-43-40-37-34-22-20-17-14-11-8-5-2/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60-,61-/m1/s1	OVFNXRKNCGIVSC-QBCHDFTKSA-N	1212.852112			MMDBc0043908
BASm0030710	2-MLCL(12:0/18:0/25:0/0:0)	2-MLCL(12:0/18:0/25:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/18:0/25:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of pentacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-19-21-23-25-26-27-28-29-30-31-33-34-36-39-42-44-47-50-62(67)74-53-59(65)54-76-81(70,71)77-55-60(66)56-78-82(72,73)79-58-61(57-75-63(68)51-48-45-41-38-18-15-12-9-6-3)80-64(69)52-49-46-43-40-37-35-32-24-22-20-17-14-11-8-5-2/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60-,61-/m1/s1	KFUJTHCWPBSLDR-QBCHDFTKSA-N	1212.852112			MMDBc0043909
BASm0030711	2-MLCL(14:0/14:0/27:0/0:0)	2-MLCL(14:0/14:0/27:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/14:0/27:0/0:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of heptacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-19-22-23-24-25-26-27-28-29-30-31-32-33-34-37-39-41-44-47-50-62(67)74-53-59(65)54-76-81(70,71)77-55-60(66)56-78-82(72,73)79-58-61(80-64(69)52-49-46-43-40-36-21-18-15-12-9-6-3)57-75-63(68)51-48-45-42-38-35-20-17-14-11-8-5-2/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60-,61-/m1/s1	ZGRRSYPEJOQRGJ-QBCHDFTKSA-N	1212.852112			MMDBc0043910
BASm0030712	2-MLCL(14:0/15:0/26:0/0:0)	2-MLCL(14:0/15:0/26:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/15:0/26:0/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of hexacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-32-33-34-37-39-41-44-47-50-62(67)74-53-59(65)54-76-81(70,71)77-55-60(66)56-78-82(72,73)79-58-61(57-75-63(68)51-48-45-42-38-35-21-18-15-12-9-6-3)80-64(69)52-49-46-43-40-36-23-20-17-14-11-8-5-2/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60-,61-/m1/s1	SQYODAMHLOKMFY-QBCHDFTKSA-N	1212.852112			MMDBc0043911
BASm0030713	2-MLCL(14:0/16:0/25:0/0:0)	2-MLCL(14:0/16:0/25:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/16:0/25:0/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of pentacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-32-34-36-39-41-44-47-50-62(67)74-53-59(65)54-76-81(70,71)77-55-60(66)56-78-82(72,73)79-58-61(57-75-63(68)51-48-45-42-38-35-21-18-15-12-9-6-3)80-64(69)52-49-46-43-40-37-33-23-20-17-14-11-8-5-2/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60-,61-/m1/s1	PLORGBUQRDJOHH-QBCHDFTKSA-N	1212.852112			MMDBc0043912
BASm0030714	2-MLCL(15:0/15:0/25:0/0:0)	2-MLCL(15:0/15:0/25:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/15:0/25:0/0:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of pentacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-33-34-37-39-41-44-47-50-62(67)74-53-59(65)54-76-81(70,71)77-55-60(66)56-78-82(72,73)79-58-61(80-64(69)52-49-46-43-40-36-24-21-18-15-12-9-6-3)57-75-63(68)51-48-45-42-38-35-23-20-17-14-11-8-5-2/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60-,61-/m1/s1	CHTDCZLNKLSOGY-QBCHDFTKSA-N	1212.852112			MMDBc0043913
BASm0030715	2-MLCL(15:0/16:0/24:0/0:0)	2-MLCL(15:0/16:0/24:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/16:0/24:0/0:0) contains one chain of pentadecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of tetracosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-34-36-39-41-44-47-50-62(67)74-53-59(65)54-76-81(70,71)77-55-60(66)56-78-82(72,73)79-58-61(57-75-63(68)51-48-45-42-38-35-24-21-18-15-12-9-6-3)80-64(69)52-49-46-43-40-37-33-23-20-17-14-11-8-5-2/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60-,61-/m1/s1	DJPGHLACBQLECZ-QBCHDFTKSA-N	1212.852112			MMDBc0043914
BASm0030716	2-MLCL(15:0/18:0/22:0/0:0)	2-MLCL(15:0/18:0/22:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/18:0/22:0/0:0) contains one chain of pentadecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-19-22-25-27-28-29-30-32-33-36-39-41-44-47-50-62(67)74-53-59(65)54-76-81(70,71)77-55-60(66)56-78-82(72,73)79-58-61(57-75-63(68)51-48-45-42-38-35-24-21-18-15-12-9-6-3)80-64(69)52-49-46-43-40-37-34-31-26-23-20-17-14-11-8-5-2/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60-,61-/m1/s1	ICHIDZYDQBUMCR-QBCHDFTKSA-N	1212.852112			MMDBc0043915
BASm0030717	2-MLCL(15:0/20:0/20:0/0:0)	2-MLCL(15:0/20:0/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/20:0/20:0/0:0) contains one chain of pentadecanoic acid at the C1 position, two chains of eicosanoic acid at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C64H126O16P2	InChI=1S/C64H126O16P2/c1-4-7-10-13-16-19-22-25-27-29-31-33-36-39-41-44-47-50-62(67)74-53-59(65)54-76-81(70,71)77-55-60(66)56-78-82(72,73)79-58-61(57-75-63(68)51-48-45-42-38-35-24-21-18-15-12-9-6-3)80-64(69)52-49-46-43-40-37-34-32-30-28-26-23-20-17-14-11-8-5-2/h59-61,65-66H,4-58H2,1-3H3,(H,70,71)(H,72,73)/t59-,60-,61-/m1/s1	YUZONAHVXOODLE-QBCHDFTKSA-N	1212.852112			MMDBc0043916
BASm0030718	2-MLCL(10:0/16:0/30:0/0:0)	2-MLCL(10:0/16:0/30:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/16:0/30:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of tricontanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-34-35-37-38-40-43-46-48-51-63(68)75-54-60(66)55-77-82(71,72)78-56-61(67)57-79-83(73,74)80-59-62(58-76-64(69)52-49-45-42-15-12-9-6-3)81-65(70)53-50-47-44-41-39-36-21-19-17-14-11-8-5-2/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61-,62-/m1/s1	QEMGLSUNBXBOHE-DLAFNDBQSA-N	1226.867762			MMDBc0043917
BASm0030719	2-MLCL(10:0/18:0/28:0/0:0)	2-MLCL(10:0/18:0/28:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/18:0/28:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of octacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-32-33-35-36-38-40-43-46-48-51-63(68)75-54-60(66)55-77-82(71,72)78-56-61(67)57-79-83(73,74)80-59-62(58-76-64(69)52-49-45-42-15-12-9-6-3)81-65(70)53-50-47-44-41-39-37-34-23-21-19-17-14-11-8-5-2/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61-,62-/m1/s1	OTGAIGCPMPQRHM-DLAFNDBQSA-N	1226.867762			MMDBc0043918
BASm0030720	2-MLCL(10:0/20:0/26:0/0:0)	2-MLCL(10:0/20:0/26:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/20:0/26:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of eicosanoic acid at the C2 position, one chain of hexacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-28-29-30-31-33-34-36-38-40-43-46-48-51-63(68)75-54-60(66)55-77-82(71,72)78-56-61(67)57-79-83(73,74)80-59-62(58-76-64(69)52-49-45-42-15-12-9-6-3)81-65(70)53-50-47-44-41-39-37-35-32-25-23-21-19-17-14-11-8-5-2/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61-,62-/m1/s1	FXUGBOQHUYVGBF-DLAFNDBQSA-N	1226.867762			MMDBc0043919
BASm0030721	2-MLCL(10:0/22:0/24:0/0:0)	2-MLCL(10:0/22:0/24:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/22:0/24:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of docosanoic acid at the C2 position, one chain of tetracosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-31-32-34-36-38-40-43-46-48-51-63(68)75-54-60(66)55-77-82(71,72)78-56-61(67)57-79-83(73,74)80-59-62(58-76-64(69)52-49-45-42-15-12-9-6-3)81-65(70)53-50-47-44-41-39-37-35-33-30-27-25-23-21-19-17-14-11-8-5-2/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61-,62-/m1/s1	YFWZOMKGFYKUBJ-DLAFNDBQSA-N	1226.867762			MMDBc0043920
BASm0030722	2-MLCL(12:0/14:0/30:0/0:0)	2-MLCL(12:0/14:0/30:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/14:0/30:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of tetradecanoic acid at the C2 position, one chain of tricontanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-38-40-43-45-48-51-63(68)75-54-60(66)55-77-82(71,72)78-56-61(67)57-79-83(73,74)80-59-62(58-76-64(69)52-49-46-42-39-18-15-12-9-6-3)81-65(70)53-50-47-44-41-37-20-17-14-11-8-5-2/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61-,62-/m1/s1	RUVUDCGYTWYXJR-DLAFNDBQSA-N	1226.867762			MMDBc0043921
BASm0030723	2-MLCL(12:0/15:0/29:0/0:0)	2-MLCL(12:0/15:0/29:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/15:0/29:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of nonacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-35-36-38-40-43-45-48-51-63(68)75-54-60(66)55-77-82(71,72)78-56-61(67)57-79-83(73,74)80-59-62(58-76-64(69)52-49-46-42-39-18-15-12-9-6-3)81-65(70)53-50-47-44-41-37-22-20-17-14-11-8-5-2/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61-,62-/m1/s1	BDUQNTJYAFMWQH-DLAFNDBQSA-N	1226.867762			MMDBc0043922
BASm0030724	2-MLCL(12:0/16:0/28:0/0:0)	2-MLCL(12:0/16:0/28:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/16:0/28:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of octacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-36-37-40-43-45-48-51-63(68)75-54-60(66)55-77-82(71,72)78-56-61(67)57-79-83(73,74)80-59-62(58-76-64(69)52-49-46-42-39-18-15-12-9-6-3)81-65(70)53-50-47-44-41-38-35-22-20-17-14-11-8-5-2/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61-,62-/m1/s1	HFQXNBPUYKSTAC-DLAFNDBQSA-N	1226.867762			MMDBc0043923
BASm0030725	2-MLCL(12:0/18:0/26:0/0:0)	2-MLCL(12:0/18:0/26:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/18:0/26:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of hexacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-21-23-25-26-27-28-29-30-31-32-34-35-37-40-43-45-48-51-63(68)75-54-60(66)55-77-82(71,72)78-56-61(67)57-79-83(73,74)80-59-62(58-76-64(69)52-49-46-42-39-18-15-12-9-6-3)81-65(70)53-50-47-44-41-38-36-33-24-22-20-17-14-11-8-5-2/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61-,62-/m1/s1	QPLLFTGGPDKJBN-DLAFNDBQSA-N	1226.867762			MMDBc0043924
BASm0030726	2-MLCL(12:0/20:0/24:0/0:0)	2-MLCL(12:0/20:0/24:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/20:0/24:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of eicosanoic acid at the C2 position, one chain of tetracosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-21-23-25-27-28-29-30-32-33-35-37-40-43-45-48-51-63(68)75-54-60(66)55-77-82(71,72)78-56-61(67)57-79-83(73,74)80-59-62(58-76-64(69)52-49-46-42-39-18-15-12-9-6-3)81-65(70)53-50-47-44-41-38-36-34-31-26-24-22-20-17-14-11-8-5-2/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61-,62-/m1/s1	NRTSRDDVBABQPD-DLAFNDBQSA-N	1226.867762			MMDBc0043925
BASm0030727	2-MLCL(12:0/22:0/22:0/0:0)	2-MLCL(12:0/22:0/22:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/22:0/22:0/0:0) contains one chain of dodecanoic acid at the C1 position, two chains of docosanoic acid at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-21-23-25-27-29-31-33-35-37-40-43-45-48-51-63(68)75-54-60(66)55-77-82(71,72)78-56-61(67)57-79-83(73,74)80-59-62(58-76-64(69)52-49-46-42-39-18-15-12-9-6-3)81-65(70)53-50-47-44-41-38-36-34-32-30-28-26-24-22-20-17-14-11-8-5-2/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61-,62-/m1/s1	PCYWMKHCQHKLEO-DLAFNDBQSA-N	1226.867762			MMDBc0043926
BASm0030728	2-MLCL(14:0/14:0/28:0/0:0)	2-MLCL(14:0/14:0/28:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/14:0/28:0/0:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of octacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-22-23-24-25-26-27-28-29-30-31-32-33-34-35-38-40-42-45-48-51-63(68)75-54-60(66)55-77-82(71,72)78-56-61(67)57-79-83(73,74)80-59-62(81-65(70)53-50-47-44-41-37-21-18-15-12-9-6-3)58-76-64(69)52-49-46-43-39-36-20-17-14-11-8-5-2/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61-,62-/m1/s1	KARQAETZKGNFLL-DLAFNDBQSA-N	1226.867762			MMDBc0043927
BASm0030729	2-MLCL(14:0/15:0/27:0/0:0)	2-MLCL(14:0/15:0/27:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/15:0/27:0/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of heptacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-32-33-34-35-38-40-42-45-48-51-63(68)75-54-60(66)55-77-82(71,72)78-56-61(67)57-79-83(73,74)80-59-62(58-76-64(69)52-49-46-43-39-36-21-18-15-12-9-6-3)81-65(70)53-50-47-44-41-37-23-20-17-14-11-8-5-2/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61-,62-/m1/s1	KPGYFHNWQFSWAU-DLAFNDBQSA-N	1226.867762			MMDBc0043928
BASm0030730	2-MLCL(14:0/16:0/26:0/0:0)	2-MLCL(14:0/16:0/26:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/16:0/26:0/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of hexacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-32-33-35-37-40-42-45-48-51-63(68)75-54-60(66)55-77-82(71,72)78-56-61(67)57-79-83(73,74)80-59-62(58-76-64(69)52-49-46-43-39-36-21-18-15-12-9-6-3)81-65(70)53-50-47-44-41-38-34-23-20-17-14-11-8-5-2/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61-,62-/m1/s1	IPDHCQILFATXHE-DLAFNDBQSA-N	1226.867762			MMDBc0043929
BASm0030731	2-MLCL(14:0/18:0/24:0/0:0)	2-MLCL(14:0/18:0/24:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/18:0/24:0/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of tetracosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-22-24-26-27-28-29-30-31-33-34-37-40-42-45-48-51-63(68)75-54-60(66)55-77-82(71,72)78-56-61(67)57-79-83(73,74)80-59-62(58-76-64(69)52-49-46-43-39-36-21-18-15-12-9-6-3)81-65(70)53-50-47-44-41-38-35-32-25-23-20-17-14-11-8-5-2/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61-,62-/m1/s1	YJBOLTOWDMJABK-DLAFNDBQSA-N	1226.867762			MMDBc0043930
BASm0030732	2-MLCL(14:0/20:0/22:0/0:0)	2-MLCL(14:0/20:0/22:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/20:0/22:0/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of eicosanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-22-24-26-28-29-31-32-34-37-40-42-45-48-51-63(68)75-54-60(66)55-77-82(71,72)78-56-61(67)57-79-83(73,74)80-59-62(58-76-64(69)52-49-46-43-39-36-21-18-15-12-9-6-3)81-65(70)53-50-47-44-41-38-35-33-30-27-25-23-20-17-14-11-8-5-2/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61-,62-/m1/s1	ZQJGFISJYNZORZ-DLAFNDBQSA-N	1226.867762			MMDBc0043931
BASm0030733	2-MLCL(15:0/15:0/26:0/0:0)	2-MLCL(15:0/15:0/26:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/15:0/26:0/0:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of hexacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-33-34-35-38-40-42-45-48-51-63(68)75-54-60(66)55-77-82(71,72)78-56-61(67)57-79-83(73,74)80-59-62(81-65(70)53-50-47-44-41-37-24-21-18-15-12-9-6-3)58-76-64(69)52-49-46-43-39-36-23-20-17-14-11-8-5-2/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61-,62-/m1/s1	WHSDIZKJHWWSES-DLAFNDBQSA-N	1226.867762			MMDBc0043932
BASm0030734	2-MLCL(15:0/16:0/25:0/0:0)	2-MLCL(15:0/16:0/25:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/16:0/25:0/0:0) contains one chain of pentadecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of pentacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-33-35-37-40-42-45-48-51-63(68)75-54-60(66)55-77-82(71,72)78-56-61(67)57-79-83(73,74)80-59-62(58-76-64(69)52-49-46-43-39-36-24-21-18-15-12-9-6-3)81-65(70)53-50-47-44-41-38-34-23-20-17-14-11-8-5-2/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61-,62-/m1/s1	UEFJXIYNKTYPNT-DLAFNDBQSA-N	1226.867762			MMDBc0043933
BASm0030735	2-MLCL(16:0/16:0/24:0/0:0)	2-MLCL(16:0/16:0/24:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(16:0/16:0/24:0/0:0) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of tetracosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-35-37-39-42-45-48-51-63(68)75-54-60(66)55-77-82(71,72)78-56-61(67)57-79-83(73,74)80-59-62(81-65(70)53-50-47-44-41-38-34-24-21-18-15-12-9-6-3)58-76-64(69)52-49-46-43-40-36-33-23-20-17-14-11-8-5-2/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61-,62-/m1/s1	NWEPGFSLYPLXGV-DLAFNDBQSA-N	1226.867762			MMDBc0043934
BASm0030736	2-MLCL(16:0/18:0/22:0/0:0)	2-MLCL(16:0/18:0/22:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(16:0/18:0/22:0/0:0) contains one chain of hexadecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-22-25-27-28-29-30-32-34-37-39-42-45-48-51-63(68)75-54-60(66)55-77-82(71,72)78-56-61(67)57-79-83(73,74)80-59-62(58-76-64(69)52-49-46-43-40-36-33-24-21-18-15-12-9-6-3)81-65(70)53-50-47-44-41-38-35-31-26-23-20-17-14-11-8-5-2/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61-,62-/m1/s1	TWLONJGPCBUEHK-DLAFNDBQSA-N	1226.867762			MMDBc0043935
BASm0030737	2-MLCL(16:0/20:0/20:0/0:0)	2-MLCL(16:0/20:0/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(16:0/20:0/20:0/0:0) contains one chain of hexadecanoic acid at the C1 position, two chains of eicosanoic acid at the C2 and C3 positions, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-22-25-27-29-31-34-37-39-42-45-48-51-63(68)75-54-60(66)55-77-82(71,72)78-56-61(67)57-79-83(73,74)80-59-62(58-76-64(69)52-49-46-43-40-36-33-24-21-18-15-12-9-6-3)81-65(70)53-50-47-44-41-38-35-32-30-28-26-23-20-17-14-11-8-5-2/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61-,62-/m1/s1	WTYUKPCQLNJNIL-DLAFNDBQSA-N	1226.867762			MMDBc0043936
BASm0030738	2-MLCL(18:0/18:0/20:0/0:0)	2-MLCL(18:0/18:0/20:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(18:0/18:0/20:0/0:0) contains two chains of octadecanoic acid at the C1 and C2 positions, one chain of eicosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C65H128O16P2	InChI=1S/C65H128O16P2/c1-4-7-10-13-16-19-22-25-28-29-32-34-36-39-42-45-48-51-63(68)75-54-60(66)55-77-82(71,72)78-56-61(67)57-79-83(73,74)80-59-62(81-65(70)53-50-47-44-41-38-35-31-27-24-21-18-15-12-9-6-3)58-76-64(69)52-49-46-43-40-37-33-30-26-23-20-17-14-11-8-5-2/h60-62,66-67H,4-59H2,1-3H3,(H,71,72)(H,73,74)/t60-,61-,62-/m1/s1	SYRVLGUKMKHPNE-DLAFNDBQSA-N	1226.867762			MMDBc0043937
BASm0030739	2-MLCL(10:0/18:0/29:0/0:0)	2-MLCL(10:0/18:0/29:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/18:0/29:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of nonacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-32-33-34-36-37-39-41-44-47-49-52-64(69)76-55-61(67)56-78-83(72,73)79-57-62(68)58-80-84(74,75)81-60-63(59-77-65(70)53-50-46-43-15-12-9-6-3)82-66(71)54-51-48-45-42-40-38-35-23-21-19-17-14-11-8-5-2/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62-,63-/m1/s1	YEIUMKBIBIAUKE-PCIYNCTBSA-N	1240.883412			MMDBc0043938
BASm0030740	2-MLCL(10:0/20:0/27:0/0:0)	2-MLCL(10:0/20:0/27:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/20:0/27:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of eicosanoic acid at the C2 position, one chain of heptacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-28-29-30-31-32-34-35-37-39-41-44-47-49-52-64(69)76-55-61(67)56-78-83(72,73)79-57-62(68)58-80-84(74,75)81-60-63(59-77-65(70)53-50-46-43-15-12-9-6-3)82-66(71)54-51-48-45-42-40-38-36-33-25-23-21-19-17-14-11-8-5-2/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62-,63-/m1/s1	CWJVHBHTJQRGSP-PCIYNCTBSA-N	1240.883412			MMDBc0043939
BASm0030741	2-MLCL(10:0/22:0/25:0/0:0)	2-MLCL(10:0/22:0/25:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(10:0/22:0/25:0/0:0) contains one chain of decanoic acid at the C1 position, one chain of docosanoic acid at the C2 position, one chain of pentacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-30-32-33-35-37-39-41-44-47-49-52-64(69)76-55-61(67)56-78-83(72,73)79-57-62(68)58-80-84(74,75)81-60-63(59-77-65(70)53-50-46-43-15-12-9-6-3)82-66(71)54-51-48-45-42-40-38-36-34-31-27-25-23-21-19-17-14-11-8-5-2/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62-,63-/m1/s1	RSGNSQNBPSZKKN-PCIYNCTBSA-N	1240.883412			MMDBc0043940
BASm0030742	2-MLCL(12:0/15:0/30:0/0:0)	2-MLCL(12:0/15:0/30:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/15:0/30:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of tricontanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-35-36-37-39-41-44-46-49-52-64(69)76-55-61(67)56-78-83(72,73)79-57-62(68)58-80-84(74,75)81-60-63(59-77-65(70)53-50-47-43-40-18-15-12-9-6-3)82-66(71)54-51-48-45-42-38-22-20-17-14-11-8-5-2/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62-,63-/m1/s1	CDEKBIVUFICFQG-PCIYNCTBSA-N	1240.883412			MMDBc0043941
BASm0030743	2-MLCL(12:0/16:0/29:0/0:0)	2-MLCL(12:0/16:0/29:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/16:0/29:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of nonacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-35-37-38-41-44-46-49-52-64(69)76-55-61(67)56-78-83(72,73)79-57-62(68)58-80-84(74,75)81-60-63(59-77-65(70)53-50-47-43-40-18-15-12-9-6-3)82-66(71)54-51-48-45-42-39-36-22-20-17-14-11-8-5-2/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62-,63-/m1/s1	IZFXICLEFYJWCL-PCIYNCTBSA-N	1240.883412			MMDBc0043942
BASm0030744	2-MLCL(12:0/18:0/27:0/0:0)	2-MLCL(12:0/18:0/27:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/18:0/27:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of heptacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-19-21-23-25-26-27-28-29-30-31-32-33-35-36-38-41-44-46-49-52-64(69)76-55-61(67)56-78-83(72,73)79-57-62(68)58-80-84(74,75)81-60-63(59-77-65(70)53-50-47-43-40-18-15-12-9-6-3)82-66(71)54-51-48-45-42-39-37-34-24-22-20-17-14-11-8-5-2/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62-,63-/m1/s1	JUSMAZFQPPFEPG-PCIYNCTBSA-N	1240.883412			MMDBc0043943
BASm0030745	2-MLCL(12:0/20:0/25:0/0:0)	2-MLCL(12:0/20:0/25:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(12:0/20:0/25:0/0:0) contains one chain of dodecanoic acid at the C1 position, one chain of eicosanoic acid at the C2 position, one chain of pentacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-19-21-23-25-27-28-29-30-31-33-34-36-38-41-44-46-49-52-64(69)76-55-61(67)56-78-83(72,73)79-57-62(68)58-80-84(74,75)81-60-63(59-77-65(70)53-50-47-43-40-18-15-12-9-6-3)82-66(71)54-51-48-45-42-39-37-35-32-26-24-22-20-17-14-11-8-5-2/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62-,63-/m1/s1	RQMTVHROUOLLPN-PCIYNCTBSA-N	1240.883412			MMDBc0043944
BASm0030746	2-MLCL(14:0/14:0/29:0/0:0)	2-MLCL(14:0/14:0/29:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/14:0/29:0/0:0) contains two chains of tetradecanoic acid at the C1 and C2 positions, one chain of nonacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-19-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-39-41-43-46-49-52-64(69)76-55-61(67)56-78-83(72,73)79-57-62(68)58-80-84(74,75)81-60-63(82-66(71)54-51-48-45-42-38-21-18-15-12-9-6-3)59-77-65(70)53-50-47-44-40-37-20-17-14-11-8-5-2/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62-,63-/m1/s1	KBURATJOZUSATQ-PCIYNCTBSA-N	1240.883412			MMDBc0043945
BASm0030747	2-MLCL(14:0/15:0/28:0/0:0)	2-MLCL(14:0/15:0/28:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/15:0/28:0/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of pentadecanoic acid at the C2 position, one chain of octacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-32-33-34-35-36-39-41-43-46-49-52-64(69)76-55-61(67)56-78-83(72,73)79-57-62(68)58-80-84(74,75)81-60-63(59-77-65(70)53-50-47-44-40-37-21-18-15-12-9-6-3)82-66(71)54-51-48-45-42-38-23-20-17-14-11-8-5-2/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62-,63-/m1/s1	IDPYHACDYUTTSO-PCIYNCTBSA-N	1240.883412			MMDBc0043946
BASm0030748	2-MLCL(14:0/16:0/27:0/0:0)	2-MLCL(14:0/16:0/27:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/16:0/27:0/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of heptacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-32-33-34-36-38-41-43-46-49-52-64(69)76-55-61(67)56-78-83(72,73)79-57-62(68)58-80-84(74,75)81-60-63(59-77-65(70)53-50-47-44-40-37-21-18-15-12-9-6-3)82-66(71)54-51-48-45-42-39-35-23-20-17-14-11-8-5-2/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62-,63-/m1/s1	MAKGNZGMMJWIIF-PCIYNCTBSA-N	1240.883412			MMDBc0043947
BASm0030749	2-MLCL(14:0/18:0/25:0/0:0)	2-MLCL(14:0/18:0/25:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(14:0/18:0/25:0/0:0) contains one chain of tetradecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of pentacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-19-22-24-26-27-28-29-30-31-32-34-35-38-41-43-46-49-52-64(69)76-55-61(67)56-78-83(72,73)79-57-62(68)58-80-84(74,75)81-60-63(59-77-65(70)53-50-47-44-40-37-21-18-15-12-9-6-3)82-66(71)54-51-48-45-42-39-36-33-25-23-20-17-14-11-8-5-2/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62-,63-/m1/s1	SUZGSJGRNPZXOQ-PCIYNCTBSA-N	1240.883412			MMDBc0043948
BASm0030750	2-MLCL(15:0/15:0/27:0/0:0)	2-MLCL(15:0/15:0/27:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/15:0/27:0/0:0) contains two chains of pentadecanoic acid at the C1 and C2 positions, one chain of heptacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-33-34-35-36-39-41-43-46-49-52-64(69)76-55-61(67)56-78-83(72,73)79-57-62(68)58-80-84(74,75)81-60-63(82-66(71)54-51-48-45-42-38-24-21-18-15-12-9-6-3)59-77-65(70)53-50-47-44-40-37-23-20-17-14-11-8-5-2/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62-,63-/m1/s1	FRWKJSYNNYIWRB-PCIYNCTBSA-N	1240.883412			MMDBc0043949
BASm0030751	2-MLCL(15:0/16:0/26:0/0:0)	2-MLCL(15:0/16:0/26:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/16:0/26:0/0:0) contains one chain of pentadecanoic acid at the C1 position, one chain of hexadecanoic acid at the C2 position, one chain of hexacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-33-34-36-38-41-43-46-49-52-64(69)76-55-61(67)56-78-83(72,73)79-57-62(68)58-80-84(74,75)81-60-63(59-77-65(70)53-50-47-44-40-37-24-21-18-15-12-9-6-3)82-66(71)54-51-48-45-42-39-35-23-20-17-14-11-8-5-2/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62-,63-/m1/s1	LZCHDGKEMNNYDI-PCIYNCTBSA-N	1240.883412			MMDBc0043950
BASm0030752	2-MLCL(15:0/18:0/24:0/0:0)	2-MLCL(15:0/18:0/24:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/18:0/24:0/0:0) contains one chain of pentadecanoic acid at the C1 position, one chain of octadecanoic acid at the C2 position, one chain of tetracosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-19-22-25-27-28-29-30-31-32-34-35-38-41-43-46-49-52-64(69)76-55-61(67)56-78-83(72,73)79-57-62(68)58-80-84(74,75)81-60-63(59-77-65(70)53-50-47-44-40-37-24-21-18-15-12-9-6-3)82-66(71)54-51-48-45-42-39-36-33-26-23-20-17-14-11-8-5-2/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62-,63-/m1/s1	AKXXKLJXFBVJDR-PCIYNCTBSA-N	1240.883412			MMDBc0043951
BASm0030753	2-MLCL(15:0/20:0/22:0/0:0)	2-MLCL(15:0/20:0/22:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(15:0/20:0/22:0/0:0) contains one chain of pentadecanoic acid at the C1 position, one chain of eicosanoic acid at the C2 position, one chain of docosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-19-22-25-27-29-30-32-33-35-38-41-43-46-49-52-64(69)76-55-61(67)56-78-83(72,73)79-57-62(68)58-80-84(74,75)81-60-63(59-77-65(70)53-50-47-44-40-37-24-21-18-15-12-9-6-3)82-66(71)54-51-48-45-42-39-36-34-31-28-26-23-20-17-14-11-8-5-2/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62-,63-/m1/s1	QWIIDAZLXUXLDQ-PCIYNCTBSA-N	1240.883412			MMDBc0043952
BASm0030754	2-MLCL(16:0/16:0/25:0/0:0)	2-MLCL(16:0/16:0/25:0/0:0) is a monolysocardiolipin (MLCL). Monolysocardiolipins have three fatty acid tails, instead of the usual two. 2-MLCL(16:0/16:0/25:0/0:0) contains two chains of hexadecanoic acid at the C1 and C2 positions, one chain of pentacosanoic acid at the C3 position, one chain of  at the C4 position. MLCL is present in eukaryotes as part of the metabolic cycle of mitochondrial lipids. Removal of one acyl chain from a cardiolipin results in generation of monolysocardiolipin (MLCL). MLCL has been used as an inter­mediate in the synthesis of spin-labeled CL to study the interaction of CL with mitochondrial enzymes. Because a role for MLCL has been suggested in apoptosis, this molecule has been used to study its interaction with various enzymes involved in lipid remodeling and apoptosis. There are two species of monolysocardiolipins, 1-MLCL which is missing a fatty acid in position R1 the and 2-MLCL which is missing a fatty acid in position R4.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C66H130O16P2	InChI=1S/C66H130O16P2/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-33-36-38-40-43-46-49-52-64(69)76-55-61(67)56-78-83(72,73)79-57-62(68)58-80-84(74,75)81-60-63(82-66(71)54-51-48-45-42-39-35-24-21-18-15-12-9-6-3)59-77-65(70)53-50-47-44-41-37-34-23-20-17-14-11-8-5-2/h61-63,67-68H,4-60H2,1-3H3,(H,72,73)(H,74,75)/t61-,62-,63-/m1/s1	XJZUFBPSABLYKC-PCIYNCTBSA-N	1240.883412			MMDBc0043953
BASm0030755	CDP-DG(10:0/14:1(11Z))	CDP-DG(10:0/14:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/14:1(11Z)), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/14:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CC	C36H63N3O15P2	InChI=1S/C36H63N3O15P2/c1-3-5-7-9-11-12-13-14-16-18-20-22-32(41)52-28(25-49-31(40)21-19-17-15-10-8-6-4-2)26-50-55(45,46)54-56(47,48)51-27-29-33(42)34(43)35(53-29)39-24-23-30(37)38-36(39)44/h5,7,23-24,28-29,33-35,42-43H,3-4,6,8-22,25-27H2,1-2H3,(H,45,46)(H,47,48)(H2,37,38,44)/b7-5-/t28-,29-,33+,34?,35-/m1/s1	VQLALTBGELKUPX-MREDNBRBSA-N	839.3734423			MMDBc0043954
BASm0030756	CDP-DG(10:0/14:1(9Z))	CDP-DG(10:0/14:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/14:1(9Z)), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/14:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCC	C36H63N3O15P2	InChI=1S/C36H63N3O15P2/c1-3-5-7-9-11-12-13-14-16-18-20-22-32(41)52-28(25-49-31(40)21-19-17-15-10-8-6-4-2)26-50-55(45,46)54-56(47,48)51-27-29-33(42)34(43)35(53-29)39-24-23-30(37)38-36(39)44/h9,11,23-24,28-29,33-35,42-43H,3-8,10,12-22,25-27H2,1-2H3,(H,45,46)(H,47,48)(H2,37,38,44)/b11-9-/t28-,29-,33+,34?,35-/m1/s1	LZXPCGKORHFUMB-KAVPOCJCSA-N	839.3734423			MMDBc0043955
BASm0030757	CDP-DG(10:0/15:1(11Z))	CDP-DG(10:0/15:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/15:1(11Z)), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/15:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCC	C37H65N3O15P2	InChI=1S/C37H65N3O15P2/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-33(42)53-29(26-50-32(41)22-20-18-16-10-8-6-4-2)27-51-56(46,47)55-57(48,49)52-28-30-34(43)35(44)36(54-30)40-25-24-31(38)39-37(40)45/h7,9,24-25,29-30,34-36,43-44H,3-6,8,10-23,26-28H2,1-2H3,(H,46,47)(H,48,49)(H2,38,39,45)/b9-7-/t29-,30-,34+,35?,36-/m1/s1	QDTLDVVQBCKDSZ-YQIIFIAPSA-N	853.3890924			MMDBc0043956
BASm0030758	CDP-DG(10:0/15:1(9Z))	CDP-DG(10:0/15:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/15:1(9Z)), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/15:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCC	C37H65N3O15P2	InChI=1S/C37H65N3O15P2/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-33(42)53-29(26-50-32(41)22-20-18-16-10-8-6-4-2)27-51-56(46,47)55-57(48,49)52-28-30-34(43)35(44)36(54-30)40-25-24-31(38)39-37(40)45/h11-12,24-25,29-30,34-36,43-44H,3-10,13-23,26-28H2,1-2H3,(H,46,47)(H,48,49)(H2,38,39,45)/b12-11-/t29-,30-,34+,35?,36-/m1/s1	NPRYZHSZUIXOEF-UFDOPVJMSA-N	853.3890924			MMDBc0043957
BASm0030759	CDP-DG(10:0/16:1(11Z))	CDP-DG(10:0/16:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/16:1(11Z)), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/16:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCC	C38H67N3O15P2	InChI=1S/C38H67N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-34(43)54-30(27-51-33(42)23-21-19-17-10-8-6-4-2)28-52-57(47,48)56-58(49,50)53-29-31-35(44)36(45)37(55-31)41-26-25-32(39)40-38(41)46/h9,11,25-26,30-31,35-37,44-45H,3-8,10,12-24,27-29H2,1-2H3,(H,47,48)(H,49,50)(H2,39,40,46)/b11-9-/t30-,31-,35+,36?,37-/m1/s1	RCOKTRLWMWZWKX-QLFIMROESA-N	867.4047425			MMDBc0043958
BASm0030760	CDP-DG(10:0/18:1(11Z))	CDP-DG(10:0/18:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/18:1(11Z)), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/18:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C40H71N3O15P2	InChI=1S/C40H71N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-36(45)56-32(29-53-35(44)25-23-21-19-10-8-6-4-2)30-54-59(49,50)58-60(51,52)55-31-33-37(46)38(47)39(57-33)43-28-27-34(41)42-40(43)48/h12-13,27-28,32-33,37-39,46-47H,3-11,14-26,29-31H2,1-2H3,(H,49,50)(H,51,52)(H2,41,42,48)/b13-12-/t32-,33-,37+,38?,39-/m1/s1	GXCSDOCLTSLBSC-YMVQNCSNSA-N	895.4360426			MMDBc0043959
BASm0030761	CDP-DG(10:0/20:0)	CDP-DG(10:0/20:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/20:0), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/20:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCC	C42H77N3O15P2	InChI=1S/C42H77N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-22-24-26-28-38(47)58-34(31-55-37(46)27-25-23-21-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h29-30,34-35,39-41,48-49H,3-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/t34-,35-,39+,40?,41-/m1/s1	VGACVPGZSXEBTF-ZOGSNCAGSA-N	925.4829928			MMDBc0043960
BASm0030762	CDP-DG(10:0/20:1(11Z))	CDP-DG(10:0/20:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/20:1(11Z)), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/20:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C42H75N3O15P2	InChI=1S/C42H75N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-22-24-26-28-38(47)58-34(31-55-37(46)27-25-23-21-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h14-15,29-30,34-35,39-41,48-49H,3-13,16-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/b15-14-/t34-,35-,39+,40?,41-/m1/s1	YPQGZMBIGIBVNO-HFHPTLSDSA-N	923.4673427			MMDBc0043961
BASm0030763	CDP-DG(10:0/20:1(13Z))	CDP-DG(10:0/20:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/20:1(13Z)), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/20:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C42H75N3O15P2	InChI=1S/C42H75N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-22-24-26-28-38(47)58-34(31-55-37(46)27-25-23-21-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h12-13,29-30,34-35,39-41,48-49H,3-11,14-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/b13-12-/t34-,35-,39+,40?,41-/m1/s1	VPHLWPHRDPGSCU-BCPKXUMSSA-N	923.4673427			MMDBc0043962
BASm0030764	CDP-DG(10:0/22:0)	CDP-DG(10:0/22:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/22:0), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/22:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C44H81N3O15P2	InChI=1S/C44H81N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-24-26-28-30-40(49)60-36(33-57-39(48)29-27-25-23-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h31-32,36-37,41-43,50-51H,3-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/t36-,37-,41+,42?,43-/m1/s1	UPONDVQXUHCFHW-QDFYKRCGSA-N	953.5142929			MMDBc0043963
BASm0030765	CDP-DG(10:0/22:1(13Z))	CDP-DG(10:0/22:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/22:1(13Z)), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/22:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C44H79N3O15P2	InChI=1S/C44H79N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-24-26-28-30-40(49)60-36(33-57-39(48)29-27-25-23-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h14-15,31-32,36-37,41-43,50-51H,3-13,16-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/b15-14-/t36-,37-,41+,42?,43-/m1/s1	RTXDFMYYMYHQFN-RZJRASJESA-N	951.4986429			MMDBc0043964
BASm0030766	CDP-DG(10:0/22:1(9Z))	CDP-DG(10:0/22:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/22:1(9Z)), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/22:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C44H79N3O15P2	InChI=1S/C44H79N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-24-26-28-30-40(49)60-36(33-57-39(48)29-27-25-23-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h18-19,31-32,36-37,41-43,50-51H,3-17,20-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/b19-18-/t36-,37-,41+,42?,43-/m1/s1	JFYSODMLRQAIDQ-VMDFPASCSA-N	951.4986429			MMDBc0043965
BASm0030767	CDP-DG(10:0/23:1(11Z))	CDP-DG(10:0/23:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/23:1(11Z)), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/23:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C45H81N3O15P2	InChI=1S/C45H81N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-41(50)61-37(34-58-40(49)30-28-26-24-10-8-6-4-2)35-59-64(54,55)63-65(56,57)60-36-38-42(51)43(52)44(62-38)48-33-32-39(46)47-45(48)53/h17-18,32-33,37-38,42-44,51-52H,3-16,19-31,34-36H2,1-2H3,(H,54,55)(H,56,57)(H2,46,47,53)/b18-17-/t37-,38-,42+,43?,44-/m1/s1	OBMSYABXXQDVMQ-XNIKWMRVSA-N	965.5142929			MMDBc0043966
BASm0030768	CDP-DG(10:0/23:1(9Z))	CDP-DG(10:0/23:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/23:1(9Z)), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/23:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C45H81N3O15P2	InChI=1S/C45H81N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-41(50)61-37(34-58-40(49)30-28-26-24-10-8-6-4-2)35-59-64(54,55)63-65(56,57)60-36-38-42(51)43(52)44(62-38)48-33-32-39(46)47-45(48)53/h19-20,32-33,37-38,42-44,51-52H,3-18,21-31,34-36H2,1-2H3,(H,54,55)(H,56,57)(H2,46,47,53)/b20-19-/t37-,38-,42+,43?,44-/m1/s1	MEHAPVOULJEVQU-AVPGLKPASA-N	965.5142929			MMDBc0043967
BASm0030769	CDP-DG(10:0/24:0)	CDP-DG(10:0/24:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/24:0), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/24:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C46H85N3O15P2	InChI=1S/C46H85N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h33-34,38-39,43-45,52-53H,3-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/t38-,39-,43+,44?,45-/m1/s1	VHGHGNFDZOMGAN-IOYUWRPMSA-N	981.545593			MMDBc0043968
BASm0030770	CDP-DG(10:0/24:1(11Z))	CDP-DG(10:0/24:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/24:1(11Z)), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/24:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C46H83N3O15P2	InChI=1S/C46H83N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h18-19,33-34,38-39,43-45,52-53H,3-17,20-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b19-18-/t38-,39-,43+,44?,45-/m1/s1	BKCSPJRWRFJARE-PJQGUHQXSA-N	979.529943			MMDBc0043969
BASm0030771	CDP-DG(10:0/24:1(9Z))	CDP-DG(10:0/24:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/24:1(9Z)), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/24:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C46H83N3O15P2	InChI=1S/C46H83N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h20-21,33-34,38-39,43-45,52-53H,3-19,22-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b21-20-/t38-,39-,43+,44?,45-/m1/s1	SDFNKKVOEDZFDJ-SPFOLACFSA-N	979.529943			MMDBc0043970
BASm0030772	CDP-DG(10:0/25:0)	CDP-DG(10:0/25:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/25:0), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/25:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C47H87N3O15P2	InChI=1S/C47H87N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-43(52)63-39(36-60-42(51)32-30-28-26-10-8-6-4-2)37-61-66(56,57)65-67(58,59)62-38-40-44(53)45(54)46(64-40)50-35-34-41(48)49-47(50)55/h34-35,39-40,44-46,53-54H,3-33,36-38H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/t39-,40-,44+,45?,46-/m1/s1	ODSHDLOOURQURC-ZTFDZGNXSA-N	995.5612431			MMDBc0043971
BASm0030773	CDP-DG(10:0/25:1(11Z))	CDP-DG(10:0/25:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/25:1(11Z)), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/25:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C47H85N3O15P2	InChI=1S/C47H85N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-43(52)63-39(36-60-42(51)32-30-28-26-10-8-6-4-2)37-61-66(56,57)65-67(58,59)62-38-40-44(53)45(54)46(64-40)50-35-34-41(48)49-47(50)55/h19-20,34-35,39-40,44-46,53-54H,3-18,21-33,36-38H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/b20-19-/t39-,40-,44+,45?,46-/m1/s1	RGKXHNWJJIFQAJ-GDLWIUCGSA-N	993.545593			MMDBc0043972
BASm0030774	CDP-DG(10:0/25:1(9Z))	CDP-DG(10:0/25:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/25:1(9Z)), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/25:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C47H85N3O15P2	InChI=1S/C47H85N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-43(52)63-39(36-60-42(51)32-30-28-26-10-8-6-4-2)37-61-66(56,57)65-67(58,59)62-38-40-44(53)45(54)46(64-40)50-35-34-41(48)49-47(50)55/h21-22,34-35,39-40,44-46,53-54H,3-20,23-33,36-38H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/b22-21-/t39-,40-,44+,45?,46-/m1/s1	LPYWKQBWBOOFRG-CVXTVGRLSA-N	993.545593			MMDBc0043973
BASm0030775	CDP-DG(10:0/26:0)	CDP-DG(10:0/26:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/26:0), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/26:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C48H89N3O15P2	InChI=1S/C48H89N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-44(53)64-40(37-61-43(52)33-31-29-27-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h35-36,40-41,45-47,54-55H,3-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/t40-,41-,45+,46?,47-/m1/s1	XFOWWLXIYNNIEW-KTSAPKHVSA-N	1009.576893			MMDBc0043974
BASm0030776	CDP-DG(10:0/26:1(11Z))	CDP-DG(10:0/26:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/26:1(11Z)), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/26:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C48H87N3O15P2	InChI=1S/C48H87N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-44(53)64-40(37-61-43(52)33-31-29-27-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h19-20,35-36,40-41,45-47,54-55H,3-18,21-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b20-19-/t40-,41-,45+,46?,47-/m1/s1	QAJCEGSKXYXXEI-RGPNPWHOSA-N	1007.561243			MMDBc0043975
BASm0030777	CDP-DG(10:0/26:1(9Z))	CDP-DG(10:0/26:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/26:1(9Z)), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/26:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C49H89N3O15P2	InChI=1S/C49H89N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-45(54)65-41(38-62-44(53)34-32-30-28-10-8-6-4-2)39-63-68(58,59)67-69(60,61)64-40-42-46(55)47(56)48(66-42)52-37-36-43(50)51-49(52)57/h22-23,36-37,41-42,46-48,55-56H,3-21,24-35,38-40H2,1-2H3,(H,58,59)(H,60,61)(H2,50,51,57)/b23-22-/t41-,42-,46+,47?,48-/m1/s1	DYHUMFPIIXIHEM-XOZNKYGXSA-N	1021.576893			MMDBc0043976
BASm0030778	CDP-DG(10:0/28:0)	CDP-DG(10:0/28:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/28:0), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/28:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C50H93N3O15P2	InChI=1S/C50H93N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h37-38,42-43,47-49,56-57H,3-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/t42-,43-,47+,48?,49-/m1/s1	QALJLNGKEBIQJA-HKRBFXDCSA-N	1037.608193			MMDBc0043977
BASm0030779	CDP-DG(10:0/30:0)	CDP-DG(10:0/30:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/30:0), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/30:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C52H97N3O15P2	InChI=1S/C52H97N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h39-40,44-45,49-51,58-59H,3-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/t44-,45-,49+,50?,51-/m1/s1	LATGIWQMFDYIEU-QFBGIDFLSA-N	1065.639493			MMDBc0043978
BASm0030780	CDP-DG(12:0/14:1(11Z))	CDP-DG(12:0/14:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0/14:1(11Z)), in particular, consists of two dodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/14:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CC	C38H67N3O15P2	InChI=1S/C38H67N3O15P2/c1-3-5-7-9-11-13-14-16-18-20-22-24-34(43)54-30(27-51-33(42)23-21-19-17-15-12-10-8-6-4-2)28-52-57(47,48)56-58(49,50)53-29-31-35(44)36(45)37(55-31)41-26-25-32(39)40-38(41)46/h5,7,25-26,30-31,35-37,44-45H,3-4,6,8-24,27-29H2,1-2H3,(H,47,48)(H,49,50)(H2,39,40,46)/b7-5-/t30-,31-,35+,36?,37-/m1/s1	ZNWKNULGWHUALC-QJFVKFEPSA-N	867.4047425			MMDBc0043979
BASm0030781	CDP-DG(12:0/14:1(9Z))	CDP-DG(12:0/14:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0/14:1(9Z)), in particular, consists of two dodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/14:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCC	C38H67N3O15P2	InChI=1S/C38H67N3O15P2/c1-3-5-7-9-11-13-14-16-18-20-22-24-34(43)54-30(27-51-33(42)23-21-19-17-15-12-10-8-6-4-2)28-52-57(47,48)56-58(49,50)53-29-31-35(44)36(45)37(55-31)41-26-25-32(39)40-38(41)46/h9,11,25-26,30-31,35-37,44-45H,3-8,10,12-24,27-29H2,1-2H3,(H,47,48)(H,49,50)(H2,39,40,46)/b11-9-/t30-,31-,35+,36?,37-/m1/s1	DHYZBADNUJXPIK-QLFIMROESA-N	867.4047425			MMDBc0043980
BASm0030782	CDP-DG(12:0/15:1(11Z))	CDP-DG(12:0/15:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0/15:1(11Z)), in particular, consists of two dodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/15:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCC	C39H69N3O15P2	InChI=1S/C39H69N3O15P2/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-35(44)55-31(28-52-34(43)24-22-20-18-16-12-10-8-6-4-2)29-53-58(48,49)57-59(50,51)54-30-32-36(45)37(46)38(56-32)42-27-26-33(40)41-39(42)47/h7,9,26-27,31-32,36-38,45-46H,3-6,8,10-25,28-30H2,1-2H3,(H,48,49)(H,50,51)(H2,40,41,47)/b9-7-/t31-,32-,36+,37?,38-/m1/s1	SFNJXBNVVCDIAH-RPNFDGAMSA-N	881.4203925			MMDBc0043981
BASm0030783	CDP-DG(12:0/15:1(9Z))	CDP-DG(12:0/15:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0/15:1(9Z)), in particular, consists of two dodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/15:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCC	C39H69N3O15P2	InChI=1S/C39H69N3O15P2/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-35(44)55-31(28-52-34(43)24-22-20-18-16-12-10-8-6-4-2)29-53-58(48,49)57-59(50,51)54-30-32-36(45)37(46)38(56-32)42-27-26-33(40)41-39(42)47/h11,13,26-27,31-32,36-38,45-46H,3-10,12,14-25,28-30H2,1-2H3,(H,48,49)(H,50,51)(H2,40,41,47)/b13-11-/t31-,32-,36+,37?,38-/m1/s1	HWAUZPNGINIYJA-AYBXMSTPSA-N	881.4203925			MMDBc0043982
BASm0030784	CDP-DG(12:0/16:1(11Z))	CDP-DG(12:0/16:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0/16:1(11Z)), in particular, consists of two dodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/16:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCC	C40H71N3O15P2	InChI=1S/C40H71N3O15P2/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-36(45)56-32(29-53-35(44)25-23-21-19-17-12-10-8-6-4-2)30-54-59(49,50)58-60(51,52)55-31-33-37(46)38(47)39(57-33)43-28-27-34(41)42-40(43)48/h9,11,27-28,32-33,37-39,46-47H,3-8,10,12-26,29-31H2,1-2H3,(H,49,50)(H,51,52)(H2,41,42,48)/b11-9-/t32-,33-,37+,38?,39-/m1/s1	GJAZKKJWURGBHV-APDWPOQISA-N	895.4360426			MMDBc0043983
BASm0030785	CDP-DG(12:0/18:1(11Z))	CDP-DG(12:0/18:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0/18:1(11Z)), in particular, consists of two dodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/18:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C42H75N3O15P2	InChI=1S/C42H75N3O15P2/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-38(47)58-34(31-55-37(46)27-25-23-21-19-12-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h13-14,29-30,34-35,39-41,48-49H,3-12,15-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/b14-13-/t34-,35-,39+,40?,41-/m1/s1	APSUIJKYXKOHPZ-VYMRFHLBSA-N	923.4673427			MMDBc0043984
BASm0030786	CDP-DG(12:0/20:0)	CDP-DG(12:0/20:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0/20:0), in particular, consists of two dodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/20:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCC	C44H81N3O15P2	InChI=1S/C44H81N3O15P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28-30-40(49)60-36(33-57-39(48)29-27-25-23-21-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h31-32,36-37,41-43,50-51H,3-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/t36-,37-,41+,42?,43-/m1/s1	OGDAFFVQMJLAHN-QDFYKRCGSA-N	953.5142929			MMDBc0043985
BASm0030787	CDP-DG(12:0/20:1(11Z))	CDP-DG(12:0/20:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0/20:1(11Z)), in particular, consists of two dodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/20:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C44H79N3O15P2	InChI=1S/C44H79N3O15P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28-30-40(49)60-36(33-57-39(48)29-27-25-23-21-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h15-16,31-32,36-37,41-43,50-51H,3-14,17-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/b16-15-/t36-,37-,41+,42?,43-/m1/s1	VYEQFYDNTYEKIS-OQTBONJPSA-N	951.4986429			MMDBc0043986
BASm0030788	CDP-DG(12:0/20:1(13Z))	CDP-DG(12:0/20:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0/20:1(13Z)), in particular, consists of two dodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/20:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C44H79N3O15P2	InChI=1S/C44H79N3O15P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28-30-40(49)60-36(33-57-39(48)29-27-25-23-21-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h13-14,31-32,36-37,41-43,50-51H,3-12,15-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/b14-13-/t36-,37-,41+,42?,43-/m1/s1	UMODLDAEROKGGM-MDZFJULLSA-N	951.4986429			MMDBc0043987
BASm0030789	CDP-DG(12:0/22:0)	CDP-DG(12:0/22:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0/22:0), in particular, consists of two dodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/22:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C46H85N3O15P2	InChI=1S/C46H85N3O15P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-23-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h33-34,38-39,43-45,52-53H,3-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/t38-,39-,43+,44?,45-/m1/s1	FOXBHSILZFGMAC-IOYUWRPMSA-N	981.545593			MMDBc0043988
BASm0030790	CDP-DG(12:0/22:1(13Z))	CDP-DG(12:0/22:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0/22:1(13Z)), in particular, consists of two dodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/22:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C46H83N3O15P2	InChI=1S/C46H83N3O15P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-23-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h15-16,33-34,38-39,43-45,52-53H,3-14,17-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b16-15-/t38-,39-,43+,44?,45-/m1/s1	GGPTXENYPKRWEK-MSGWVRFDSA-N	979.529943			MMDBc0043989
BASm0030791	CDP-DG(12:0/22:1(9Z))	CDP-DG(12:0/22:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0/22:1(9Z)), in particular, consists of two dodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/22:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C46H83N3O15P2	InChI=1S/C46H83N3O15P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-23-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h19-20,33-34,38-39,43-45,52-53H,3-18,21-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b20-19-/t38-,39-,43+,44?,45-/m1/s1	MJDKSWHENGFAJX-VNDWPORCSA-N	979.529943			MMDBc0043990
BASm0030792	CDP-DG(12:0/23:1(11Z))	CDP-DG(12:0/23:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0/23:1(11Z)), in particular, consists of two dodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/23:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C47H85N3O15P2	InChI=1S/C47H85N3O15P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-33-43(52)63-39(36-60-42(51)32-30-28-26-24-12-10-8-6-4-2)37-61-66(56,57)65-67(58,59)62-38-40-44(53)45(54)46(64-40)50-35-34-41(48)49-47(50)55/h18-19,34-35,39-40,44-46,53-54H,3-17,20-33,36-38H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/b19-18-/t39-,40-,44+,45?,46-/m1/s1	BDWISSUFLQKUCG-CPRFLNEQSA-N	993.545593			MMDBc0043991
BASm0030793	CDP-DG(12:0/23:1(9Z))	CDP-DG(12:0/23:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0/23:1(9Z)), in particular, consists of two dodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/23:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C47H85N3O15P2	InChI=1S/C47H85N3O15P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-33-43(52)63-39(36-60-42(51)32-30-28-26-24-12-10-8-6-4-2)37-61-66(56,57)65-67(58,59)62-38-40-44(53)45(54)46(64-40)50-35-34-41(48)49-47(50)55/h20-21,34-35,39-40,44-46,53-54H,3-19,22-33,36-38H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/b21-20-/t39-,40-,44+,45?,46-/m1/s1	VUOHNOWOTIVGGQ-YSPIFSDQSA-N	993.545593			MMDBc0043992
BASm0030794	CDP-DG(12:0/24:0)	CDP-DG(12:0/24:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0/24:0), in particular, consists of two dodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/24:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C48H89N3O15P2	InChI=1S/C48H89N3O15P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-44(53)64-40(37-61-43(52)33-31-29-27-25-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h35-36,40-41,45-47,54-55H,3-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/t40-,41-,45+,46?,47-/m1/s1	UKEBEIXXCVSBNA-KTSAPKHVSA-N	1009.576893			MMDBc0043993
BASm0030795	CDP-DG(12:0/24:1(11Z))	CDP-DG(12:0/24:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0/24:1(11Z)), in particular, consists of two dodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/24:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C48H87N3O15P2	InChI=1S/C48H87N3O15P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-44(53)64-40(37-61-43(52)33-31-29-27-25-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h19-20,35-36,40-41,45-47,54-55H,3-18,21-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b20-19-/t40-,41-,45+,46?,47-/m1/s1	LVUDVFRNQGFVIV-RGPNPWHOSA-N	1007.561243			MMDBc0043994
BASm0030796	CDP-DG(12:0/24:1(9Z))	CDP-DG(12:0/24:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0/24:1(9Z)), in particular, consists of two dodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/24:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C48H87N3O15P2	InChI=1S/C48H87N3O15P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-44(53)64-40(37-61-43(52)33-31-29-27-25-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h21-22,35-36,40-41,45-47,54-55H,3-20,23-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b22-21-/t40-,41-,45+,46?,47-/m1/s1	KQYSVWPJRJKJMB-WYKPCJLRSA-N	1007.561243			MMDBc0043995
BASm0030797	CDP-DG(12:0/26:0)	CDP-DG(12:0/26:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0/26:0), in particular, consists of two dodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/26:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C50H93N3O15P2	InChI=1S/C50H93N3O15P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h37-38,42-43,47-49,56-57H,3-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/t42-,43-,47+,48?,49-/m1/s1	PWWFLBQFDTXTEH-HKRBFXDCSA-N	1037.608193			MMDBc0043996
BASm0030798	CDP-DG(12:0/26:1(11Z))	CDP-DG(12:0/26:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0/26:1(11Z)), in particular, consists of two dodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/26:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C50H91N3O15P2	InChI=1S/C50H91N3O15P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h20-21,37-38,42-43,47-49,56-57H,3-19,22-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b21-20-/t42-,43-,47+,48?,49-/m1/s1	GWCLOJZBSBWZOD-NCOGKYOCSA-N	1035.592543			MMDBc0043997
BASm0030799	CDP-DG(12:0/26:1(9Z))	CDP-DG(12:0/26:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0/26:1(9Z)), in particular, consists of two dodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/26:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C51H93N3O15P2	InChI=1S/C51H93N3O15P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-47(56)67-43(40-64-46(55)36-34-32-30-28-12-10-8-6-4-2)41-65-70(60,61)69-71(62,63)66-42-44-48(57)49(58)50(68-44)54-39-38-45(52)53-51(54)59/h23-24,38-39,43-44,48-50,57-58H,3-22,25-37,40-42H2,1-2H3,(H,60,61)(H,62,63)(H2,52,53,59)/b24-23-/t43-,44-,48+,49?,50-/m1/s1	KSDYLSMEKGJUEB-YVQCHPRDSA-N	1049.608193			MMDBc0043998
BASm0030800	CDP-DG(12:0/28:0)	CDP-DG(12:0/28:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0/28:0), in particular, consists of two dodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/28:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C52H97N3O15P2	InChI=1S/C52H97N3O15P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h39-40,44-45,49-51,58-59H,3-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/t44-,45-,49+,50?,51-/m1/s1	ZOSFJJLQKOAAPK-QFBGIDFLSA-N	1065.639493			MMDBc0043999
BASm0030801	CDP-DG(12:0/28:1(11Z))	CDP-DG(12:0/28:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0/28:1(11Z)), in particular, consists of two dodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/28:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C52H95N3O15P2	InChI=1S/C52H95N3O15P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h22-23,39-40,44-45,49-51,58-59H,3-21,24-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b23-22-/t44-,45-,49+,50?,51-/m1/s1	IHKKKMCMMGDRCL-AGBVCAKTSA-N	1063.623843			MMDBc0044000
BASm0030802	CDP-DG(12:0/28:1(9Z))	CDP-DG(12:0/28:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0/28:1(9Z)), in particular, consists of two dodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/28:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C52H95N3O15P2	InChI=1S/C52H95N3O15P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h24-25,39-40,44-45,49-51,58-59H,3-23,26-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b25-24-/t44-,45-,49+,50?,51-/m1/s1	XUQZCHDVWUSHRO-VVHLTZPBSA-N	1063.623843			MMDBc0044001
BASm0030803	CDP-DG(12:0/30:0)	CDP-DG(12:0/30:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0/30:0), in particular, consists of two dodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/30:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C54H101N3O15P2	InChI=1S/C54H101N3O15P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h41-42,46-47,51-53,60-61H,3-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/t46-,47-,51+,52?,53-/m1/s1	UHXRPICJNUSYQI-FGLQMSNVSA-N	1093.670794			MMDBc0044002
BASm0030804	CDP-DG(14:0/14:1(11Z))	CDP-DG(14:0/14:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/14:1(11Z)), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/14:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CC	C40H71N3O15P2	InChI=1S/C40H71N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-35(44)53-29-32(56-36(45)26-24-22-20-18-16-14-12-10-8-6-4-2)30-54-59(49,50)58-60(51,52)55-31-33-37(46)38(47)39(57-33)43-28-27-34(41)42-40(43)48/h6,8,27-28,32-33,37-39,46-47H,3-5,7,9-26,29-31H2,1-2H3,(H,49,50)(H,51,52)(H2,41,42,48)/b8-6-/t32-,33-,37+,38?,39-/m1/s1	FJFUCXOLNJXJKL-UOQRLBIVSA-N	895.4360426			MMDBc0044003
BASm0030805	CDP-DG(14:0/14:1(9Z))	CDP-DG(14:0/14:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/14:1(9Z)), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/14:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCC	C40H71N3O15P2	InChI=1S/C40H71N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-35(44)53-29-32(56-36(45)26-24-22-20-18-16-14-12-10-8-6-4-2)30-54-59(49,50)58-60(51,52)55-31-33-37(46)38(47)39(57-33)43-28-27-34(41)42-40(43)48/h10,12,27-28,32-33,37-39,46-47H,3-9,11,13-26,29-31H2,1-2H3,(H,49,50)(H,51,52)(H2,41,42,48)/b12-10-/t32-,33-,37+,38?,39-/m1/s1	MKWLAAXMRLHZAN-KHZIYOQKSA-N	895.4360426			MMDBc0044004
BASm0030806	CDP-DG(14:0/15:1(11Z))	CDP-DG(14:0/15:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/15:1(11Z)), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/15:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCC	C41H73N3O15P2	InChI=1S/C41H73N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-37(46)57-33(30-54-36(45)26-24-22-20-18-16-14-12-10-8-6-4-2)31-55-60(50,51)59-61(52,53)56-32-34-38(47)39(48)40(58-34)44-29-28-35(42)43-41(44)49/h7,9,28-29,33-34,38-40,47-48H,3-6,8,10-27,30-32H2,1-2H3,(H,50,51)(H,52,53)(H2,42,43,49)/b9-7-/t33-,34-,38+,39?,40-/m1/s1	DHOJZTZRFYKRBV-QSEWQFQBSA-N	909.4516927			MMDBc0044005
BASm0030807	CDP-DG(14:0/15:1(9Z))	CDP-DG(14:0/15:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/15:1(9Z)), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/15:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCC	C41H73N3O15P2	InChI=1S/C41H73N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-37(46)57-33(30-54-36(45)26-24-22-20-18-16-14-12-10-8-6-4-2)31-55-60(50,51)59-61(52,53)56-32-34-38(47)39(48)40(58-34)44-29-28-35(42)43-41(44)49/h11,13,28-29,33-34,38-40,47-48H,3-10,12,14-27,30-32H2,1-2H3,(H,50,51)(H,52,53)(H2,42,43,49)/b13-11-/t33-,34-,38+,39?,40-/m1/s1	AVHLEIRRLOCIQU-BEDZKDQYSA-N	909.4516927			MMDBc0044006
BASm0030808	CDP-DG(14:0/16:1(11Z))	CDP-DG(14:0/16:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/16:1(11Z)), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/16:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCC	C42H75N3O15P2	InChI=1S/C42H75N3O15P2/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-38(47)58-34(31-55-37(46)27-25-23-21-19-17-14-12-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h9,11,29-30,34-35,39-41,48-49H,3-8,10,12-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/b11-9-/t34-,35-,39+,40?,41-/m1/s1	SJTSUIOGWCSKLB-SUZDYAICSA-N	923.4673427			MMDBc0044007
BASm0030809	CDP-DG(14:0/18:1(11Z))	CDP-DG(14:0/18:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/18:1(11Z)), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/18:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C44H79N3O15P2	InChI=1S/C44H79N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-40(49)60-36(33-57-39(48)29-27-25-23-21-19-14-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h13,15,31-32,36-37,41-43,50-51H,3-12,14,16-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/b15-13-/t36-,37-,41+,42?,43-/m1/s1	WEJLTTNEFTXGNM-STJNBUQRSA-N	951.4986429			MMDBc0044008
BASm0030810	CDP-DG(14:0/20:0)	CDP-DG(14:0/20:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/20:0), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/20:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCC	C46H85N3O15P2	InChI=1S/C46H85N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-23-21-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h33-34,38-39,43-45,52-53H,3-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/t38-,39-,43+,44?,45-/m1/s1	GNLTYYRATCQPLW-IOYUWRPMSA-N	981.545593			MMDBc0044009
BASm0030811	CDP-DG(14:0/20:1(11Z))	CDP-DG(14:0/20:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/20:1(11Z)), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/20:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C46H83N3O15P2	InChI=1S/C46H83N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-23-21-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h16-17,33-34,38-39,43-45,52-53H,3-15,18-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b17-16-/t38-,39-,43+,44?,45-/m1/s1	RMNSDYWGYUBJQZ-ILXODYKTSA-N	979.529943			MMDBc0044010
BASm0030812	CDP-DG(14:0/20:1(13Z))	CDP-DG(14:0/20:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/20:1(13Z)), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/20:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C46H83N3O15P2	InChI=1S/C46H83N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-23-21-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h13,15,33-34,38-39,43-45,52-53H,3-12,14,16-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b15-13-/t38-,39-,43+,44?,45-/m1/s1	FWSNNBAEOUJFOT-PAKZJQHWSA-N	979.529943			MMDBc0044011
BASm0030813	CDP-DG(14:0/22:0)	CDP-DG(14:0/22:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/22:0), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/22:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C48H89N3O15P2	InChI=1S/C48H89N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-44(53)64-40(37-61-43(52)33-31-29-27-25-23-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h35-36,40-41,45-47,54-55H,3-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/t40-,41-,45+,46?,47-/m1/s1	SEDWSNBKDAVLPR-KTSAPKHVSA-N	1009.576893			MMDBc0044012
BASm0030814	CDP-DG(14:0/22:1(13Z))	CDP-DG(14:0/22:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/22:1(13Z)), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/22:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C48H87N3O15P2	InChI=1S/C48H87N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-44(53)64-40(37-61-43(52)33-31-29-27-25-23-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h16-17,35-36,40-41,45-47,54-55H,3-15,18-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b17-16-/t40-,41-,45+,46?,47-/m1/s1	BTMOTDANUYSZJG-JGWIVHNASA-N	1007.561243			MMDBc0044013
BASm0030815	CDP-DG(14:0/22:1(9Z))	CDP-DG(14:0/22:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/22:1(9Z)), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/22:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C48H87N3O15P2	InChI=1S/C48H87N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-44(53)64-40(37-61-43(52)33-31-29-27-25-23-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h20-21,35-36,40-41,45-47,54-55H,3-19,22-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b21-20-/t40-,41-,45+,46?,47-/m1/s1	RVMGJSPDTUKWHH-IZVVMIQBSA-N	1007.561243			MMDBc0044014
BASm0030816	CDP-DG(14:0/24:0)	CDP-DG(14:0/24:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/24:0), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/24:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C50H93N3O15P2	InChI=1S/C50H93N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h37-38,42-43,47-49,56-57H,3-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/t42-,43-,47+,48?,49-/m1/s1	PZCZTOVXWOTKJJ-HKRBFXDCSA-N	1037.608193			MMDBc0044015
BASm0030817	CDP-DG(14:0/24:1(11Z))	CDP-DG(14:0/24:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/24:1(11Z)), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/24:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C50H91N3O15P2	InChI=1S/C50H91N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h20-21,37-38,42-43,47-49,56-57H,3-19,22-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b21-20-/t42-,43-,47+,48?,49-/m1/s1	QFMPOYIGLQTTMO-NCOGKYOCSA-N	1035.592543			MMDBc0044016
BASm0030818	CDP-DG(14:0/24:1(9Z))	CDP-DG(14:0/24:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/24:1(9Z)), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/24:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C50H91N3O15P2	InChI=1S/C50H91N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h22-23,37-38,42-43,47-49,56-57H,3-21,24-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b23-22-/t42-,43-,47+,48?,49-/m1/s1	NJJNHPJBCPYZSI-AXRVWSQOSA-N	1035.592543			MMDBc0044017
BASm0030819	CDP-DG(14:0/26:0)	CDP-DG(14:0/26:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/26:0), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/26:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C52H97N3O15P2	InChI=1S/C52H97N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h39-40,44-45,49-51,58-59H,3-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/t44-,45-,49+,50?,51-/m1/s1	VFMYJDJVSTYZGQ-QFBGIDFLSA-N	1065.639493			MMDBc0044018
BASm0030820	CDP-DG(14:0/26:1(11Z))	CDP-DG(14:0/26:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/26:1(11Z)), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/26:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C52H95N3O15P2	InChI=1S/C52H95N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h21-22,39-40,44-45,49-51,58-59H,3-20,23-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b22-21-/t44-,45-,49+,50?,51-/m1/s1	CXGWWLYGDMQKJK-LOYWGVHUSA-N	1063.623843			MMDBc0044019
BASm0030821	CDP-DG(14:0/26:1(9Z))	CDP-DG(14:0/26:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/26:1(9Z)), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/26:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C53H97N3O15P2	InChI=1S/C53H97N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-49(58)69-45(42-66-48(57)38-36-34-32-30-28-14-12-10-8-6-4-2)43-67-72(62,63)71-73(64,65)68-44-46-50(59)51(60)52(70-46)56-41-40-47(54)55-53(56)61/h24-25,40-41,45-46,50-52,59-60H,3-23,26-39,42-44H2,1-2H3,(H,62,63)(H,64,65)(H2,54,55,61)/b25-24-/t45-,46-,50+,51?,52-/m1/s1	CNZAXGPRWJPWSH-INTCIRKNSA-N	1077.639493			MMDBc0044020
BASm0030822	CDP-DG(14:0/28:0)	CDP-DG(14:0/28:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/28:0), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/28:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C54H101N3O15P2	InChI=1S/C54H101N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h41-42,46-47,51-53,60-61H,3-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/t46-,47-,51+,52?,53-/m1/s1	UCKFEZXYWPVUGT-FGLQMSNVSA-N	1093.670794			MMDBc0044021
BASm0030823	CDP-DG(14:0/28:1(11Z))	CDP-DG(14:0/28:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/28:1(11Z)), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/28:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C54H99N3O15P2	InChI=1S/C54H99N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h23-24,41-42,46-47,51-53,60-61H,3-22,25-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b24-23-/t46-,47-,51+,52?,53-/m1/s1	CDPBYWONVTZZHW-NDJBMJBBSA-N	1091.655143			MMDBc0044022
BASm0030824	CDP-DG(14:0/28:1(9Z))	CDP-DG(14:0/28:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/28:1(9Z)), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/28:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C54H99N3O15P2	InChI=1S/C54H99N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h25-26,41-42,46-47,51-53,60-61H,3-24,27-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b26-25-/t46-,47-,51+,52?,53-/m1/s1	YTNDKAGXCVHWQC-OZWZZMNKSA-N	1091.655143			MMDBc0044023
BASm0030825	CDP-DG(14:0/30:0)	CDP-DG(14:0/30:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/30:0), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/30:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C56H105N3O15P2	InChI=1S/C56H105N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h43-44,48-49,53-55,62-63H,3-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/t48-,49-,53+,54?,55-/m1/s1	RISITUATCABNJB-CKZKIYGOSA-N	1121.702094			MMDBc0044024
BASm0030826	CDP-DG(14:1(11Z)/14:1(11Z))	CDP-DG(14:1(11Z)/14:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/14:1(11Z)), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/14:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CC	C40H69N3O15P2	InChI=1S/C40H69N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-35(44)53-29-32(56-36(45)26-24-22-20-18-16-14-12-10-8-6-4-2)30-54-59(49,50)58-60(51,52)55-31-33-37(46)38(47)39(57-33)43-28-27-34(41)42-40(43)48/h5-8,27-28,32-33,37-39,46-47H,3-4,9-26,29-31H2,1-2H3,(H,49,50)(H,51,52)(H2,41,42,48)/b7-5-,8-6-/t32-,33-,37+,38?,39-/m1/s1	RXLQTWGPYVCNLY-QFVKLRNMSA-N	893.4203925			MMDBc0044025
BASm0030827	CDP-DG(14:1(11Z)/14:1(9Z))	CDP-DG(14:1(11Z)/14:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/14:1(9Z)), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/14:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCC	C40H69N3O15P2	InChI=1S/C40H69N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-35(44)53-29-32(56-36(45)26-24-22-20-18-16-14-12-10-8-6-4-2)30-54-59(49,50)58-60(51,52)55-31-33-37(46)38(47)39(57-33)43-28-27-34(41)42-40(43)48/h5,7,10,12,27-28,32-33,37-39,46-47H,3-4,6,8-9,11,13-26,29-31H2,1-2H3,(H,49,50)(H,51,52)(H2,41,42,48)/b7-5-,12-10-/t32-,33-,37+,38?,39-/m1/s1	KVHKRIVOWROADV-BPHUBMFNSA-N	893.4203925			MMDBc0044026
BASm0030828	CDP-DG(14:1(11Z)/15:0)	CDP-DG(14:1(11Z)/15:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/15:0), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/15:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCC	C41H73N3O15P2	InChI=1S/C41H73N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-37(46)57-33(30-54-36(45)26-24-22-20-18-16-14-12-10-8-6-4-2)31-55-60(50,51)59-61(52,53)56-32-34-38(47)39(48)40(58-34)44-29-28-35(42)43-41(44)49/h6,8,28-29,33-34,38-40,47-48H,3-5,7,9-27,30-32H2,1-2H3,(H,50,51)(H,52,53)(H2,42,43,49)/b8-6-/t33-,34-,38+,39?,40-/m1/s1	VMFOLOVZSAYLNV-DUUVQXKDSA-N	909.4516927			MMDBc0044027
BASm0030829	CDP-DG(14:1(11Z)/15:1(11Z))	CDP-DG(14:1(11Z)/15:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/15:1(11Z)), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/15:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCC	C41H71N3O15P2	InChI=1S/C41H71N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-37(46)57-33(30-54-36(45)26-24-22-20-18-16-14-12-10-8-6-4-2)31-55-60(50,51)59-61(52,53)56-32-34-38(47)39(48)40(58-34)44-29-28-35(42)43-41(44)49/h6-9,28-29,33-34,38-40,47-48H,3-5,10-27,30-32H2,1-2H3,(H,50,51)(H,52,53)(H2,42,43,49)/b8-6-,9-7-/t33-,34-,38+,39?,40-/m1/s1	IAOWTXVKAMIVKF-XIPHTVIXSA-N	907.4360426			MMDBc0044028
BASm0030830	CDP-DG(14:1(11Z)/15:1(9Z))	CDP-DG(14:1(11Z)/15:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/15:1(9Z)), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/15:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCC	C41H71N3O15P2	InChI=1S/C41H71N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-37(46)57-33(30-54-36(45)26-24-22-20-18-16-14-12-10-8-6-4-2)31-55-60(50,51)59-61(52,53)56-32-34-38(47)39(48)40(58-34)44-29-28-35(42)43-41(44)49/h6,8,11,13,28-29,33-34,38-40,47-48H,3-5,7,9-10,12,14-27,30-32H2,1-2H3,(H,50,51)(H,52,53)(H2,42,43,49)/b8-6-,13-11-/t33-,34-,38+,39?,40-/m1/s1	GQQNVXRTLCQNGH-ONWLYXGUSA-N	907.4360426			MMDBc0044029
BASm0030831	CDP-DG(14:1(11Z)/16:0)	CDP-DG(14:1(11Z)/16:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/16:0), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/16:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCC	C42H75N3O15P2	InChI=1S/C42H75N3O15P2/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-38(47)58-34(31-55-37(46)27-25-23-21-19-17-14-12-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h6,8,29-30,34-35,39-41,48-49H,3-5,7,9-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/b8-6-/t34-,35-,39+,40?,41-/m1/s1	ATDTXGHQWWEKJE-YFCDGFEUSA-N	923.4673427			MMDBc0044030
BASm0030832	CDP-DG(14:1(11Z)/16:1(11Z))	CDP-DG(14:1(11Z)/16:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/16:1(11Z)), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/16:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCC	C42H73N3O15P2	InChI=1S/C42H73N3O15P2/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-38(47)58-34(31-55-37(46)27-25-23-21-19-17-14-12-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h6,8-9,11,29-30,34-35,39-41,48-49H,3-5,7,10,12-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/b8-6-,11-9-/t34-,35-,39+,40?,41-/m1/s1	GFPCKAYZEWKWIN-BMYROMFXSA-N	921.4516927			MMDBc0044031
BASm0030833	CDP-DG(14:1(11Z)/16:1(9Z))	CDP-DG(14:1(11Z)/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/16:1(9Z)), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/16:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCC	C42H73N3O15P2	InChI=1S/C42H73N3O15P2/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-38(47)58-34(31-55-37(46)27-25-23-21-19-17-14-12-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h6,8,13,15,29-30,34-35,39-41,48-49H,3-5,7,9-12,14,16-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/b8-6-,15-13-/t34-,35-,39+,40?,41-/m1/s1	DTYSMXNNRNXQQJ-RSBOOLSWSA-N	921.4516927			MMDBc0044032
BASm0030834	CDP-DG(14:1(11Z)/18:0)	CDP-DG(14:1(11Z)/18:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/18:0), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/18:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCC	C44H79N3O15P2	InChI=1S/C44H79N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-40(49)60-36(33-57-39(48)29-27-25-23-21-19-14-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h6,8,31-32,36-37,41-43,50-51H,3-5,7,9-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/b8-6-/t36-,37-,41+,42?,43-/m1/s1	SZNKSGYOVWATOY-OMIIYEBVSA-N	951.4986429			MMDBc0044033
BASm0030835	CDP-DG(14:1(11Z)/18:1(11Z))	CDP-DG(14:1(11Z)/18:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/18:1(11Z)), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/18:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C44H77N3O15P2	InChI=1S/C44H77N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-40(49)60-36(33-57-39(48)29-27-25-23-21-19-14-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h6,8,13,15,31-32,36-37,41-43,50-51H,3-5,7,9-12,14,16-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/b8-6-,15-13-/t36-,37-,41+,42?,43-/m1/s1	XPQXUAREICQKRV-NBBRMOANSA-N	949.4829928			MMDBc0044034
BASm0030836	CDP-DG(14:1(11Z)/18:1(9Z))	CDP-DG(14:1(11Z)/18:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/18:1(9Z)), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/18:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C44H77N3O15P2	InChI=1S/C44H77N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-40(49)60-36(33-57-39(48)29-27-25-23-21-19-14-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h6,8,16-17,31-32,36-37,41-43,50-51H,3-5,7,9-15,18-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/b8-6-,17-16-/t36-,37-,41+,42?,43-/m1/s1	BJNJVZYNRAGCOF-HYPMUTMMSA-N	949.4829928			MMDBc0044035
BASm0030837	CDP-DG(14:1(11Z)/20:0)	CDP-DG(14:1(11Z)/20:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/20:0), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/20:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCC	C46H83N3O15P2	InChI=1S/C46H83N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-23-21-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h6,8,33-34,38-39,43-45,52-53H,3-5,7,9-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b8-6-/t38-,39-,43+,44?,45-/m1/s1	KJWAJCVLXZRDDT-LCWFAETPSA-N	979.529943			MMDBc0044036
BASm0030838	CDP-DG(14:1(11Z)/20:1(11Z))	CDP-DG(14:1(11Z)/20:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/20:1(11Z)), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/20:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C46H81N3O15P2	InChI=1S/C46H81N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-23-21-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h6,8,16-17,33-34,38-39,43-45,52-53H,3-5,7,9-15,18-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b8-6-,17-16-/t38-,39-,43+,44?,45-/m1/s1	URPVRSRZEXZPBM-UATKPEJUSA-N	977.5142929			MMDBc0044037
BASm0030839	CDP-DG(14:1(11Z)/20:1(13Z))	CDP-DG(14:1(11Z)/20:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/20:1(13Z)), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/20:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C46H81N3O15P2	InChI=1S/C46H81N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-23-21-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h6,8,13,15,33-34,38-39,43-45,52-53H,3-5,7,9-12,14,16-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b8-6-,15-13-/t38-,39-,43+,44?,45-/m1/s1	HOGJGOUOKCOTEY-YQADZSOBSA-N	977.5142929			MMDBc0044038
BASm0030840	CDP-DG(14:1(11Z)/22:0)	CDP-DG(14:1(11Z)/22:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/22:0), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/22:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C48H87N3O15P2	InChI=1S/C48H87N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-44(53)64-40(37-61-43(52)33-31-29-27-25-23-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h6,8,35-36,40-41,45-47,54-55H,3-5,7,9-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b8-6-/t40-,41-,45+,46?,47-/m1/s1	MNSNMJHGXRMGAU-HGSPZUAQSA-N	1007.561243			MMDBc0044039
BASm0030841	CDP-DG(14:1(11Z)/22:1(13Z))	CDP-DG(14:1(11Z)/22:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/22:1(13Z)), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/22:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C48H85N3O15P2	InChI=1S/C48H85N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-44(53)64-40(37-61-43(52)33-31-29-27-25-23-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h6,8,16-17,35-36,40-41,45-47,54-55H,3-5,7,9-15,18-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b8-6-,17-16-/t40-,41-,45+,46?,47-/m1/s1	LTMLRPRXLQQYJA-JMAICWMJSA-N	1005.545593			MMDBc0044040
BASm0030842	CDP-DG(14:1(11Z)/22:1(9Z))	CDP-DG(14:1(11Z)/22:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/22:1(9Z)), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/22:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C48H85N3O15P2	InChI=1S/C48H85N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-44(53)64-40(37-61-43(52)33-31-29-27-25-23-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h6,8,20-21,35-36,40-41,45-47,54-55H,3-5,7,9-19,22-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b8-6-,21-20-/t40-,41-,45+,46?,47-/m1/s1	SJNALZFFPDPUIO-VKSLIJGLSA-N	1005.545593			MMDBc0044041
BASm0030843	CDP-DG(14:1(11Z)/24:0)	CDP-DG(14:1(11Z)/24:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/24:0), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/24:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C50H91N3O15P2	InChI=1S/C50H91N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h6,8,37-38,42-43,47-49,56-57H,3-5,7,9-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b8-6-/t42-,43-,47+,48?,49-/m1/s1	QBUSADJKYIYEJH-OZMBODBJSA-N	1035.592543			MMDBc0044042
BASm0030844	CDP-DG(14:1(11Z)/24:1(11Z))	CDP-DG(14:1(11Z)/24:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/24:1(11Z)), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/24:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C50H89N3O15P2	InChI=1S/C50H89N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h6,8,20-21,37-38,42-43,47-49,56-57H,3-5,7,9-19,22-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b8-6-,21-20-/t42-,43-,47+,48?,49-/m1/s1	CXISMRARMQIGMG-KUFVATJASA-N	1033.576893			MMDBc0044043
BASm0030845	CDP-DG(14:1(11Z)/24:1(9Z))	CDP-DG(14:1(11Z)/24:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/24:1(9Z)), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/24:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C50H89N3O15P2	InChI=1S/C50H89N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h6,8,22-23,37-38,42-43,47-49,56-57H,3-5,7,9-21,24-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b8-6-,23-22-/t42-,43-,47+,48?,49-/m1/s1	RZYYVBLCQJBJEG-YLRVUMIKSA-N	1033.576893			MMDBc0044044
BASm0030846	CDP-DG(14:1(11Z)/26:0)	CDP-DG(14:1(11Z)/26:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/26:0), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/26:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C52H95N3O15P2	InChI=1S/C52H95N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h6,8,39-40,44-45,49-51,58-59H,3-5,7,9-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b8-6-/t44-,45-,49+,50?,51-/m1/s1	HUFVWPNXUZOBNE-HFIIPQKTSA-N	1063.623843			MMDBc0044045
BASm0030847	CDP-DG(14:1(11Z)/26:1(11Z))	CDP-DG(14:1(11Z)/26:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/26:1(11Z)), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/26:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C52H93N3O15P2	InChI=1S/C52H93N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h6,8,21-22,39-40,44-45,49-51,58-59H,3-5,7,9-20,23-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b8-6-,22-21-/t44-,45-,49+,50?,51-/m1/s1	OHWQELQTZHEMIB-FNGKTSQLSA-N	1061.608193			MMDBc0044046
BASm0030848	CDP-DG(14:1(11Z)/26:1(9Z))	CDP-DG(14:1(11Z)/26:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/26:1(9Z)), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/26:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C53H95N3O15P2	InChI=1S/C53H95N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-49(58)69-45(42-66-48(57)38-36-34-32-30-28-14-12-10-8-6-4-2)43-67-72(62,63)71-73(64,65)68-44-46-50(59)51(60)52(70-46)56-41-40-47(54)55-53(56)61/h6,8,24-25,40-41,45-46,50-52,59-60H,3-5,7,9-23,26-39,42-44H2,1-2H3,(H,62,63)(H,64,65)(H2,54,55,61)/b8-6-,25-24-/t45-,46-,50+,51?,52-/m1/s1	PQUJAGCJZQHUQZ-LFEFDOCDSA-N	1075.623843			MMDBc0044047
BASm0030849	CDP-DG(14:1(11Z)/28:0)	CDP-DG(14:1(11Z)/28:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/28:0), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/28:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C54H99N3O15P2	InChI=1S/C54H99N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h6,8,41-42,46-47,51-53,60-61H,3-5,7,9-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b8-6-/t46-,47-,51+,52?,53-/m1/s1	XFYYYIFRPNYUJB-GZVRXIPASA-N	1091.655143			MMDBc0044048
BASm0030850	CDP-DG(14:1(11Z)/28:1(11Z))	CDP-DG(14:1(11Z)/28:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/28:1(11Z)), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/28:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C54H97N3O15P2	InChI=1S/C54H97N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h6,8,23-24,41-42,46-47,51-53,60-61H,3-5,7,9-22,25-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b8-6-,24-23-/t46-,47-,51+,52?,53-/m1/s1	QHKSRGMLDDEOOM-CDYWNSHXSA-N	1089.639493			MMDBc0044049
BASm0030851	CDP-DG(14:1(11Z)/28:1(9Z))	CDP-DG(14:1(11Z)/28:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/28:1(9Z)), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/28:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C54H97N3O15P2	InChI=1S/C54H97N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h6,8,25-26,41-42,46-47,51-53,60-61H,3-5,7,9-24,27-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b8-6-,26-25-/t46-,47-,51+,52?,53-/m1/s1	AYVVIQKKEPMWIU-UJIJFJMLSA-N	1089.639493			MMDBc0044050
BASm0030852	CDP-DG(14:1(11Z)/30:0)	CDP-DG(14:1(11Z)/30:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/30:0), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/30:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C56H103N3O15P2	InChI=1S/C56H103N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h6,8,43-44,48-49,53-55,62-63H,3-5,7,9-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b8-6-/t48-,49-,53+,54?,55-/m1/s1	IWRVVPPWHOCHAL-SMLYQSLPSA-N	1119.686444			MMDBc0044051
BASm0030853	CDP-DG(14:1(9Z)/14:1(11Z))	CDP-DG(14:1(9Z)/14:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/14:1(11Z)), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/14:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CC	C40H69N3O15P2	InChI=1S/C40H69N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-35(44)53-29-32(56-36(45)26-24-22-20-18-16-14-12-10-8-6-4-2)30-54-59(49,50)58-60(51,52)55-31-33-37(46)38(47)39(57-33)43-28-27-34(41)42-40(43)48/h6,8-9,11,27-28,32-33,37-39,46-47H,3-5,7,10,12-26,29-31H2,1-2H3,(H,49,50)(H,51,52)(H2,41,42,48)/b8-6-,11-9-/t32-,33-,37+,38?,39-/m1/s1	JRLPGZVOAAZAPP-VLEKSNJSSA-N	893.4203925			MMDBc0044052
BASm0030854	CDP-DG(14:1(9Z)/14:1(9Z))	CDP-DG(14:1(9Z)/14:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/14:1(9Z)), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/14:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCC	C40H69N3O15P2	InChI=1S/C40H69N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-35(44)53-29-32(56-36(45)26-24-22-20-18-16-14-12-10-8-6-4-2)30-54-59(49,50)58-60(51,52)55-31-33-37(46)38(47)39(57-33)43-28-27-34(41)42-40(43)48/h9-12,27-28,32-33,37-39,46-47H,3-8,13-26,29-31H2,1-2H3,(H,49,50)(H,51,52)(H2,41,42,48)/b11-9-,12-10-/t32-,33-,37+,38?,39-/m1/s1	AGLVNJBTLSNKNY-ZPLMIAGDSA-N	893.4203925			MMDBc0044053
BASm0030855	CDP-DG(14:1(9Z)/15:0)	CDP-DG(14:1(9Z)/15:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/15:0), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/15:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCC	C41H73N3O15P2	InChI=1S/C41H73N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-37(46)57-33(30-54-36(45)26-24-22-20-18-16-14-12-10-8-6-4-2)31-55-60(50,51)59-61(52,53)56-32-34-38(47)39(48)40(58-34)44-29-28-35(42)43-41(44)49/h10,12,28-29,33-34,38-40,47-48H,3-9,11,13-27,30-32H2,1-2H3,(H,50,51)(H,52,53)(H2,42,43,49)/b12-10-/t33-,34-,38+,39?,40-/m1/s1	WNEBVQYMDXHRSM-FZQSNRJNSA-N	909.4516927			MMDBc0044054
BASm0030856	CDP-DG(14:1(9Z)/15:1(11Z))	CDP-DG(14:1(9Z)/15:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/15:1(11Z)), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/15:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCC	C41H71N3O15P2	InChI=1S/C41H71N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-37(46)57-33(30-54-36(45)26-24-22-20-18-16-14-12-10-8-6-4-2)31-55-60(50,51)59-61(52,53)56-32-34-38(47)39(48)40(58-34)44-29-28-35(42)43-41(44)49/h7,9-10,12,28-29,33-34,38-40,47-48H,3-6,8,11,13-27,30-32H2,1-2H3,(H,50,51)(H,52,53)(H2,42,43,49)/b9-7-,12-10-/t33-,34-,38+,39?,40-/m1/s1	XJRFBJCSLPRINY-HEMIWEQESA-N	907.4360426			MMDBc0044055
BASm0030857	CDP-DG(14:1(9Z)/15:1(9Z))	CDP-DG(14:1(9Z)/15:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/15:1(9Z)), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/15:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCC	C41H71N3O15P2	InChI=1S/C41H71N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-37(46)57-33(30-54-36(45)26-24-22-20-18-16-14-12-10-8-6-4-2)31-55-60(50,51)59-61(52,53)56-32-34-38(47)39(48)40(58-34)44-29-28-35(42)43-41(44)49/h10-13,28-29,33-34,38-40,47-48H,3-9,14-27,30-32H2,1-2H3,(H,50,51)(H,52,53)(H2,42,43,49)/b12-10-,13-11-/t33-,34-,38+,39?,40-/m1/s1	HCPALARMJBYKGN-JWSYZJDFSA-N	907.4360426			MMDBc0044056
BASm0030858	CDP-DG(14:1(9Z)/16:0)	CDP-DG(14:1(9Z)/16:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/16:0), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/16:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCC	C42H75N3O15P2	InChI=1S/C42H75N3O15P2/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-38(47)58-34(31-55-37(46)27-25-23-21-19-17-14-12-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h10,12,29-30,34-35,39-41,48-49H,3-9,11,13-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/b12-10-/t34-,35-,39+,40?,41-/m1/s1	DBCVOVGTKHUBSN-KVBBFAPXSA-N	923.4673427			MMDBc0044057
BASm0030859	CDP-DG(14:1(9Z)/16:1(11Z))	CDP-DG(14:1(9Z)/16:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/16:1(11Z)), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/16:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCC	C42H73N3O15P2	InChI=1S/C42H73N3O15P2/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-38(47)58-34(31-55-37(46)27-25-23-21-19-17-14-12-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h9-12,29-30,34-35,39-41,48-49H,3-8,13-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/b11-9-,12-10-/t34-,35-,39+,40?,41-/m1/s1	YWQQCTYNPINNNU-UBVWLKEFSA-N	921.4516927			MMDBc0044058
BASm0030860	CDP-DG(14:1(9Z)/16:1(9Z))	CDP-DG(14:1(9Z)/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/16:1(9Z)), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/16:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCC	C42H73N3O15P2	InChI=1S/C42H73N3O15P2/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-38(47)58-34(31-55-37(46)27-25-23-21-19-17-14-12-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h10,12-13,15,29-30,34-35,39-41,48-49H,3-9,11,14,16-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/b12-10-,15-13-/t34-,35-,39+,40?,41-/m1/s1	JRMVKNLNCJLANZ-RUKGFHINSA-N	921.4516927			MMDBc0044059
BASm0030861	CDP-DG(14:1(9Z)/18:0)	CDP-DG(14:1(9Z)/18:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/18:0), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/18:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCC	C44H79N3O15P2	InChI=1S/C44H79N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-40(49)60-36(33-57-39(48)29-27-25-23-21-19-14-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h10,12,31-32,36-37,41-43,50-51H,3-9,11,13-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/b12-10-/t36-,37-,41+,42?,43-/m1/s1	CGZRQCCKLMVVCG-FIWNMALRSA-N	951.4986429			MMDBc0044060
BASm0030862	CDP-DG(14:1(9Z)/18:1(11Z))	CDP-DG(14:1(9Z)/18:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/18:1(11Z)), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/18:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C44H77N3O15P2	InChI=1S/C44H77N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-40(49)60-36(33-57-39(48)29-27-25-23-21-19-14-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h10,12-13,15,31-32,36-37,41-43,50-51H,3-9,11,14,16-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/b12-10-,15-13-/t36-,37-,41+,42?,43-/m1/s1	HOXKQIAFAQEADG-PMEZWSMFSA-N	949.4829928			MMDBc0044061
BASm0030863	CDP-DG(14:1(9Z)/18:1(9Z))	CDP-DG(14:1(9Z)/18:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/18:1(9Z)), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/18:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C44H77N3O15P2	InChI=1S/C44H77N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-40(49)60-36(33-57-39(48)29-27-25-23-21-19-14-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h10,12,16-17,31-32,36-37,41-43,50-51H,3-9,11,13-15,18-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/b12-10-,17-16-/t36-,37-,41+,42?,43-/m1/s1	DPYGTMINLSLQDE-MPVPEREESA-N	949.4829928			MMDBc0044062
BASm0030864	CDP-DG(14:1(9Z)/20:0)	CDP-DG(14:1(9Z)/20:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/20:0), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/20:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCC	C46H83N3O15P2	InChI=1S/C46H83N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-23-21-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h10,12,33-34,38-39,43-45,52-53H,3-9,11,13-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b12-10-/t38-,39-,43+,44?,45-/m1/s1	SQBGMBVPBQSACR-ASFMBHSGSA-N	979.529943			MMDBc0044063
BASm0030865	CDP-DG(14:1(9Z)/20:1(11Z))	CDP-DG(14:1(9Z)/20:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/20:1(11Z)), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/20:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C46H81N3O15P2	InChI=1S/C46H81N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-23-21-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h10,12,16-17,33-34,38-39,43-45,52-53H,3-9,11,13-15,18-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b12-10-,17-16-/t38-,39-,43+,44?,45-/m1/s1	LQZJDRVTQPTWJA-ZEKQYKCXSA-N	977.5142929			MMDBc0044064
BASm0030866	CDP-DG(14:1(9Z)/20:1(13Z))	CDP-DG(14:1(9Z)/20:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/20:1(13Z)), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/20:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C46H81N3O15P2	InChI=1S/C46H81N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-23-21-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h10,12-13,15,33-34,38-39,43-45,52-53H,3-9,11,14,16-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b12-10-,15-13-/t38-,39-,43+,44?,45-/m1/s1	BHFBJJZJPBJMQH-AXUMMERMSA-N	977.5142929			MMDBc0044065
BASm0030867	CDP-DG(14:1(9Z)/22:0)	CDP-DG(14:1(9Z)/22:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/22:0), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/22:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C48H87N3O15P2	InChI=1S/C48H87N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-44(53)64-40(37-61-43(52)33-31-29-27-25-23-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h10,12,35-36,40-41,45-47,54-55H,3-9,11,13-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b12-10-/t40-,41-,45+,46?,47-/m1/s1	LHZMPJRJRNAPNX-SWPKMMOFSA-N	1007.561243			MMDBc0044066
BASm0030868	CDP-DG(14:1(9Z)/22:1(13Z))	CDP-DG(14:1(9Z)/22:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/22:1(13Z)), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/22:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C48H85N3O15P2	InChI=1S/C48H85N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-44(53)64-40(37-61-43(52)33-31-29-27-25-23-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h10,12,16-17,35-36,40-41,45-47,54-55H,3-9,11,13-15,18-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b12-10-,17-16-/t40-,41-,45+,46?,47-/m1/s1	DOPYATNDTREWKX-FWTWMQHOSA-N	1005.545593			MMDBc0044067
BASm0030869	CDP-DG(14:1(9Z)/22:1(9Z))	CDP-DG(14:1(9Z)/22:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/22:1(9Z)), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/22:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C48H85N3O15P2	InChI=1S/C48H85N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-44(53)64-40(37-61-43(52)33-31-29-27-25-23-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h10,12,20-21,35-36,40-41,45-47,54-55H,3-9,11,13-19,22-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b12-10-,21-20-/t40-,41-,45+,46?,47-/m1/s1	DBXIUJDUJVNQBW-PIECPVMYSA-N	1005.545593			MMDBc0044068
BASm0030870	CDP-DG(14:1(9Z)/24:0)	CDP-DG(14:1(9Z)/24:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/24:0), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/24:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C50H91N3O15P2	InChI=1S/C50H91N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h10,12,37-38,42-43,47-49,56-57H,3-9,11,13-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b12-10-/t42-,43-,47+,48?,49-/m1/s1	UZNQLDGKZKXPTB-YLVKWFFFSA-N	1035.592543			MMDBc0044069
BASm0030871	CDP-DG(14:1(9Z)/24:1(11Z))	CDP-DG(14:1(9Z)/24:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/24:1(11Z)), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/24:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C50H89N3O15P2	InChI=1S/C50H89N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h10,12,20-21,37-38,42-43,47-49,56-57H,3-9,11,13-19,22-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b12-10-,21-20-/t42-,43-,47+,48?,49-/m1/s1	JMMQIQFUPQBKGF-PFNMJZOKSA-N	1033.576893			MMDBc0044070
BASm0030872	CDP-DG(14:1(9Z)/24:1(9Z))	CDP-DG(14:1(9Z)/24:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/24:1(9Z)), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/24:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C50H89N3O15P2	InChI=1S/C50H89N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h10,12,22-23,37-38,42-43,47-49,56-57H,3-9,11,13-21,24-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b12-10-,23-22-/t42-,43-,47+,48?,49-/m1/s1	VHCQSDNFICCTKU-XMOQIZNKSA-N	1033.576893			MMDBc0044071
BASm0030873	CDP-DG(14:1(9Z)/26:0)	CDP-DG(14:1(9Z)/26:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/26:0), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/26:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C52H95N3O15P2	InChI=1S/C52H95N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h10,12,39-40,44-45,49-51,58-59H,3-9,11,13-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b12-10-/t44-,45-,49+,50?,51-/m1/s1	SIGPIJBYFOQRCB-UWTYOHRVSA-N	1063.623843			MMDBc0044072
BASm0030874	CDP-DG(14:1(9Z)/26:1(11Z))	CDP-DG(14:1(9Z)/26:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/26:1(11Z)), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/26:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C52H93N3O15P2	InChI=1S/C52H93N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h10,12,21-22,39-40,44-45,49-51,58-59H,3-9,11,13-20,23-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b12-10-,22-21-/t44-,45-,49+,50?,51-/m1/s1	REYONQAVWYTILJ-ZOVAKLRKSA-N	1061.608193			MMDBc0044073
BASm0030875	CDP-DG(14:1(9Z)/26:1(9Z))	CDP-DG(14:1(9Z)/26:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/26:1(9Z)), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/26:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C53H95N3O15P2	InChI=1S/C53H95N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-49(58)69-45(42-66-48(57)38-36-34-32-30-28-14-12-10-8-6-4-2)43-67-72(62,63)71-73(64,65)68-44-46-50(59)51(60)52(70-46)56-41-40-47(54)55-53(56)61/h10,12,24-25,40-41,45-46,50-52,59-60H,3-9,11,13-23,26-39,42-44H2,1-2H3,(H,62,63)(H,64,65)(H2,54,55,61)/b12-10-,25-24-/t45-,46-,50+,51?,52-/m1/s1	DHCFLDIXDRMWKO-NGHRDRTLSA-N	1075.623843			MMDBc0044074
BASm0030876	CDP-DG(14:1(9Z)/28:0)	CDP-DG(14:1(9Z)/28:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/28:0), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/28:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C54H99N3O15P2	InChI=1S/C54H99N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h10,12,41-42,46-47,51-53,60-61H,3-9,11,13-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b12-10-/t46-,47-,51+,52?,53-/m1/s1	GZPSBPLYNZENCC-MRIGDDGISA-N	1091.655143			MMDBc0044075
BASm0030877	CDP-DG(14:1(9Z)/28:1(11Z))	CDP-DG(14:1(9Z)/28:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/28:1(11Z)), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/28:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C54H97N3O15P2	InChI=1S/C54H97N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h10,12,23-24,41-42,46-47,51-53,60-61H,3-9,11,13-22,25-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b12-10-,24-23-/t46-,47-,51+,52?,53-/m1/s1	JKCPACGDEVMBJZ-NBYISXAZSA-N	1089.639493			MMDBc0044076
BASm0030878	CDP-DG(14:1(9Z)/28:1(9Z))	CDP-DG(14:1(9Z)/28:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/28:1(9Z)), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/28:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C54H97N3O15P2	InChI=1S/C54H97N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h10,12,25-26,41-42,46-47,51-53,60-61H,3-9,11,13-24,27-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b12-10-,26-25-/t46-,47-,51+,52?,53-/m1/s1	CNRDEGARJPSAMI-GYNKLLBKSA-N	1089.639493			MMDBc0044077
BASm0030879	CDP-DG(14:1(9Z)/30:0)	CDP-DG(14:1(9Z)/30:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/30:0), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/30:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C56H103N3O15P2	InChI=1S/C56H103N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h10,12,43-44,48-49,53-55,62-63H,3-9,11,13-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b12-10-/t48-,49-,53+,54?,55-/m1/s1	KANWLTVBWJCMFD-GJDBKCOQSA-N	1119.686444			MMDBc0044078
BASm0030880	CDP-DG(15:0/15:1(11Z))	CDP-DG(15:0/15:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/15:1(11Z)), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/15:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCC	C42H75N3O15P2	InChI=1S/C42H75N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-37(46)55-31-34(58-38(47)28-26-24-22-20-18-16-14-12-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h8,10,29-30,34-35,39-41,48-49H,3-7,9,11-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/b10-8-/t34-,35-,39+,40?,41-/m1/s1	RNWCMQXCFLJVNJ-CZGKVMFCSA-N	923.4673427			MMDBc0044079
BASm0030881	CDP-DG(15:0/15:1(9Z))	CDP-DG(15:0/15:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/15:1(9Z)), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/15:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCC	C42H75N3O15P2	InChI=1S/C42H75N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-37(46)55-31-34(58-38(47)28-26-24-22-20-18-16-14-12-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h12,14,29-30,34-35,39-41,48-49H,3-11,13,15-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/b14-12-/t34-,35-,39+,40?,41-/m1/s1	HRYAEIBDCVHXIC-KOHIKGFCSA-N	923.4673427			MMDBc0044080
BASm0030882	CDP-DG(15:0/16:1(11Z))	CDP-DG(15:0/16:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/16:1(11Z)), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/16:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCC	C43H77N3O15P2	InChI=1S/C43H77N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-39(48)59-35(32-56-38(47)28-26-24-22-20-18-16-14-12-10-8-6-4-2)33-57-62(52,53)61-63(54,55)58-34-36-40(49)41(50)42(60-36)46-31-30-37(44)45-43(46)51/h9,11,30-31,35-36,40-42,49-50H,3-8,10,12-29,32-34H2,1-2H3,(H,52,53)(H,54,55)(H2,44,45,51)/b11-9-/t35-,36-,40+,41?,42-/m1/s1	PSMAFBHZSRTKQT-HCTUAJEUSA-N	937.4829928			MMDBc0044081
BASm0030883	CDP-DG(15:0/18:1(11Z))	CDP-DG(15:0/18:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/18:1(11Z)), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/18:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C45H81N3O15P2	InChI=1S/C45H81N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-41(50)61-37(34-58-40(49)30-28-26-24-22-20-16-14-12-10-8-6-4-2)35-59-64(54,55)63-65(56,57)60-36-38-42(51)43(52)44(62-38)48-33-32-39(46)47-45(48)53/h13,15,32-33,37-38,42-44,51-52H,3-12,14,16-31,34-36H2,1-2H3,(H,54,55)(H,56,57)(H2,46,47,53)/b15-13-/t37-,38-,42+,43?,44-/m1/s1	IUXJEENASUFLEV-MFBUKJNUSA-N	965.5142929			MMDBc0044082
BASm0030884	CDP-DG(15:0/20:0)	CDP-DG(15:0/20:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/20:0), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/20:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCC	C47H87N3O15P2	InChI=1S/C47H87N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-43(52)63-39(36-60-42(51)32-30-28-26-24-22-16-14-12-10-8-6-4-2)37-61-66(56,57)65-67(58,59)62-38-40-44(53)45(54)46(64-40)50-35-34-41(48)49-47(50)55/h34-35,39-40,44-46,53-54H,3-33,36-38H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/t39-,40-,44+,45?,46-/m1/s1	NBMZQZLYEXZHQK-ZTFDZGNXSA-N	995.5612431			MMDBc0044083
BASm0030885	CDP-DG(15:0/20:1(11Z))	CDP-DG(15:0/20:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/20:1(11Z)), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/20:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C47H85N3O15P2	InChI=1S/C47H85N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-43(52)63-39(36-60-42(51)32-30-28-26-24-22-16-14-12-10-8-6-4-2)37-61-66(56,57)65-67(58,59)62-38-40-44(53)45(54)46(64-40)50-35-34-41(48)49-47(50)55/h17-18,34-35,39-40,44-46,53-54H,3-16,19-33,36-38H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/b18-17-/t39-,40-,44+,45?,46-/m1/s1	MMOIIRLWWDIJHO-KIUKBJSPSA-N	993.545593			MMDBc0044084
BASm0030886	CDP-DG(15:0/20:1(13Z))	CDP-DG(15:0/20:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/20:1(13Z)), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/20:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C47H85N3O15P2	InChI=1S/C47H85N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-43(52)63-39(36-60-42(51)32-30-28-26-24-22-16-14-12-10-8-6-4-2)37-61-66(56,57)65-67(58,59)62-38-40-44(53)45(54)46(64-40)50-35-34-41(48)49-47(50)55/h13,15,34-35,39-40,44-46,53-54H,3-12,14,16-33,36-38H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/b15-13-/t39-,40-,44+,45?,46-/m1/s1	QEPGQLGETZICNQ-CNVIWHPSSA-N	993.545593			MMDBc0044085
BASm0030887	CDP-DG(15:0/22:0)	CDP-DG(15:0/22:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/22:0), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/22:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C49H91N3O15P2	InChI=1S/C49H91N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-45(54)65-41(38-62-44(53)34-32-30-28-26-24-16-14-12-10-8-6-4-2)39-63-68(58,59)67-69(60,61)64-40-42-46(55)47(56)48(66-42)52-37-36-43(50)51-49(52)57/h36-37,41-42,46-48,55-56H,3-35,38-40H2,1-2H3,(H,58,59)(H,60,61)(H2,50,51,57)/t41-,42-,46+,47?,48-/m1/s1	SQBMMHCQYKJGNC-BGQBHRBESA-N	1023.592543			MMDBc0044086
BASm0030888	CDP-DG(15:0/22:1(13Z))	CDP-DG(15:0/22:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/22:1(13Z)), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/22:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C49H89N3O15P2	InChI=1S/C49H89N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-45(54)65-41(38-62-44(53)34-32-30-28-26-24-16-14-12-10-8-6-4-2)39-63-68(58,59)67-69(60,61)64-40-42-46(55)47(56)48(66-42)52-37-36-43(50)51-49(52)57/h17-18,36-37,41-42,46-48,55-56H,3-16,19-35,38-40H2,1-2H3,(H,58,59)(H,60,61)(H2,50,51,57)/b18-17-/t41-,42-,46+,47?,48-/m1/s1	MEPFUAUOLDPUDQ-ZTDMVGGQSA-N	1021.576893			MMDBc0044087
BASm0030889	CDP-DG(15:0/22:1(9Z))	CDP-DG(15:0/22:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/22:1(9Z)), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/22:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C49H89N3O15P2	InChI=1S/C49H89N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-45(54)65-41(38-62-44(53)34-32-30-28-26-24-16-14-12-10-8-6-4-2)39-63-68(58,59)67-69(60,61)64-40-42-46(55)47(56)48(66-42)52-37-36-43(50)51-49(52)57/h21-22,36-37,41-42,46-48,55-56H,3-20,23-35,38-40H2,1-2H3,(H,58,59)(H,60,61)(H2,50,51,57)/b22-21-/t41-,42-,46+,47?,48-/m1/s1	WBTQPOVUFTWVES-VQYCESAMSA-N	1021.576893			MMDBc0044088
BASm0030890	CDP-DG(15:0/23:1(11Z))	CDP-DG(15:0/23:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/23:1(11Z)), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/23:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C50H91N3O15P2	InChI=1S/C50H91N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h20-21,37-38,42-43,47-49,56-57H,3-19,22-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b21-20-/t42-,43-,47+,48?,49-/m1/s1	HHMZMLHBYVTDQK-NCOGKYOCSA-N	1035.592543			MMDBc0044089
BASm0030891	CDP-DG(15:0/23:1(9Z))	CDP-DG(15:0/23:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/23:1(9Z)), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/23:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C50H91N3O15P2	InChI=1S/C50H91N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h22-23,37-38,42-43,47-49,56-57H,3-21,24-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b23-22-/t42-,43-,47+,48?,49-/m1/s1	HWRGBVFXOCNFBQ-AXRVWSQOSA-N	1035.592543			MMDBc0044090
BASm0030892	CDP-DG(15:0/24:0)	CDP-DG(15:0/24:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/24:0), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/24:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C51H95N3O15P2	InChI=1S/C51H95N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-47(56)67-43(40-64-46(55)36-34-32-30-28-26-16-14-12-10-8-6-4-2)41-65-70(60,61)69-71(62,63)66-42-44-48(57)49(58)50(68-44)54-39-38-45(52)53-51(54)59/h38-39,43-44,48-50,57-58H,3-37,40-42H2,1-2H3,(H,60,61)(H,62,63)(H2,52,53,59)/t43-,44-,48+,49?,50-/m1/s1	QUTQOTOKHHURBQ-ZFHPAKPRSA-N	1051.623843			MMDBc0044091
BASm0030893	CDP-DG(15:0/24:1(11Z))	CDP-DG(15:0/24:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/24:1(11Z)), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/24:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C51H93N3O15P2	InChI=1S/C51H93N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-47(56)67-43(40-64-46(55)36-34-32-30-28-26-16-14-12-10-8-6-4-2)41-65-70(60,61)69-71(62,63)66-42-44-48(57)49(58)50(68-44)54-39-38-45(52)53-51(54)59/h21-22,38-39,43-44,48-50,57-58H,3-20,23-37,40-42H2,1-2H3,(H,60,61)(H,62,63)(H2,52,53,59)/b22-21-/t43-,44-,48+,49?,50-/m1/s1	OGUUPPDXJXLRJI-QIZVRBALSA-N	1049.608193			MMDBc0044092
BASm0030894	CDP-DG(15:0/24:1(9Z))	CDP-DG(15:0/24:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/24:1(9Z)), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/24:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C51H93N3O15P2	InChI=1S/C51H93N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-47(56)67-43(40-64-46(55)36-34-32-30-28-26-16-14-12-10-8-6-4-2)41-65-70(60,61)69-71(62,63)66-42-44-48(57)49(58)50(68-44)54-39-38-45(52)53-51(54)59/h23-24,38-39,43-44,48-50,57-58H,3-22,25-37,40-42H2,1-2H3,(H,60,61)(H,62,63)(H2,52,53,59)/b24-23-/t43-,44-,48+,49?,50-/m1/s1	ZAYAYQSSCHLPLY-YVQCHPRDSA-N	1049.608193			MMDBc0044093
BASm0030895	CDP-DG(15:0/25:0)	CDP-DG(15:0/25:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/25:0), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/25:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C52H97N3O15P2	InChI=1S/C52H97N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h39-40,44-45,49-51,58-59H,3-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/t44-,45-,49+,50?,51-/m1/s1	DRHFSGASMNZQML-QFBGIDFLSA-N	1065.639493			MMDBc0044094
BASm0030896	CDP-DG(15:0/25:1(11Z))	CDP-DG(15:0/25:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/25:1(11Z)), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/25:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C52H95N3O15P2	InChI=1S/C52H95N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h22-23,39-40,44-45,49-51,58-59H,3-21,24-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b23-22-/t44-,45-,49+,50?,51-/m1/s1	DGHIKFZEUIEFJR-AGBVCAKTSA-N	1063.623843			MMDBc0044095
BASm0030897	CDP-DG(15:0/25:1(9Z))	CDP-DG(15:0/25:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/25:1(9Z)), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/25:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C52H95N3O15P2	InChI=1S/C52H95N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h24-25,39-40,44-45,49-51,58-59H,3-23,26-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b25-24-/t44-,45-,49+,50?,51-/m1/s1	USVLUGWNUQEKST-VVHLTZPBSA-N	1063.623843			MMDBc0044096
BASm0030898	CDP-DG(15:0/26:0)	CDP-DG(15:0/26:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/26:0), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/26:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C53H99N3O15P2	InChI=1S/C53H99N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-49(58)69-45(42-66-48(57)38-36-34-32-30-28-16-14-12-10-8-6-4-2)43-67-72(62,63)71-73(64,65)68-44-46-50(59)51(60)52(70-46)56-41-40-47(54)55-53(56)61/h40-41,45-46,50-52,59-60H,3-39,42-44H2,1-2H3,(H,62,63)(H,64,65)(H2,54,55,61)/t45-,46-,50+,51?,52-/m1/s1	CTOCXJOPHGUZBW-FAWUFZMXSA-N	1079.655143			MMDBc0044097
BASm0030899	CDP-DG(15:0/26:1(11Z))	CDP-DG(15:0/26:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/26:1(11Z)), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/26:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C53H97N3O15P2	InChI=1S/C53H97N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-49(58)69-45(42-66-48(57)38-36-34-32-30-28-16-14-12-10-8-6-4-2)43-67-72(62,63)71-73(64,65)68-44-46-50(59)51(60)52(70-46)56-41-40-47(54)55-53(56)61/h22-23,40-41,45-46,50-52,59-60H,3-21,24-39,42-44H2,1-2H3,(H,62,63)(H,64,65)(H2,54,55,61)/b23-22-/t45-,46-,50+,51?,52-/m1/s1	UZBMMRPZKVBUJD-LGVDXLRISA-N	1077.639493			MMDBc0044098
BASm0030900	CDP-DG(15:0/26:1(9Z))	CDP-DG(15:0/26:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/26:1(9Z)), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/26:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C54H99N3O15P2	InChI=1S/C54H99N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h25-26,41-42,46-47,51-53,60-61H,3-24,27-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b26-25-/t46-,47-,51+,52?,53-/m1/s1	YHDGWONLQUSYJL-OZWZZMNKSA-N	1091.655143			MMDBc0044099
BASm0030901	CDP-DG(15:0/27:0)	CDP-DG(15:0/27:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/27:0), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/27:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C54H101N3O15P2	InChI=1S/C54H101N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h41-42,46-47,51-53,60-61H,3-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/t46-,47-,51+,52?,53-/m1/s1	HXZHJFLGGYJFIQ-FGLQMSNVSA-N	1093.670794			MMDBc0044100
BASm0030902	CDP-DG(15:0/27:1(11Z))	CDP-DG(15:0/27:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/27:1(11Z)), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/27:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C54H99N3O15P2	InChI=1S/C54H99N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h24-25,41-42,46-47,51-53,60-61H,3-23,26-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b25-24-/t46-,47-,51+,52?,53-/m1/s1	ZHFHQZLSRYWAEY-LCLCDUGGSA-N	1091.655143			MMDBc0044101
BASm0030903	CDP-DG(15:0/27:1(9Z))	CDP-DG(15:0/27:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/27:1(9Z)), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/27:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C54H99N3O15P2	InChI=1S/C54H99N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h26-27,41-42,46-47,51-53,60-61H,3-25,28-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b27-26-/t46-,47-,51+,52?,53-/m1/s1	RSLYEFDNBKAIDP-WTZCAQOZSA-N	1091.655143			MMDBc0044102
BASm0030904	CDP-DG(15:0/28:0)	CDP-DG(15:0/28:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/28:0), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/28:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C55H103N3O15P2	InChI=1S/C55H103N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h42-43,47-48,52-54,61-62H,3-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/t47-,48-,52+,53?,54-/m1/s1	QSDWUWSIPMPAKO-YBVBXHNASA-N	1107.686444			MMDBc0044103
BASm0030905	CDP-DG(15:0/28:1(11Z))	CDP-DG(15:0/28:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/28:1(11Z)), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/28:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C55H101N3O15P2	InChI=1S/C55H101N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h24-25,42-43,47-48,52-54,61-62H,3-23,26-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b25-24-/t47-,48-,52+,53?,54-/m1/s1	HJBDDXLUCHCKNY-POUFCTLESA-N	1105.670794			MMDBc0044104
BASm0030906	CDP-DG(15:0/28:1(9Z))	CDP-DG(15:0/28:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/28:1(9Z)), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/28:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C55H101N3O15P2	InChI=1S/C55H101N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h26-27,42-43,47-48,52-54,61-62H,3-25,28-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b27-26-/t47-,48-,52+,53?,54-/m1/s1	CRCUVYAUNSYREM-DRJOULAISA-N	1105.670794			MMDBc0044105
BASm0030907	CDP-DG(15:0/29:0)	CDP-DG(15:0/29:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/29:0), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/29:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C56H105N3O15P2	InChI=1S/C56H105N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h43-44,48-49,53-55,62-63H,3-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/t48-,49-,53+,54?,55-/m1/s1	QUMFMHNQZBONSW-CKZKIYGOSA-N	1121.702094			MMDBc0044106
BASm0030908	CDP-DG(15:0/30:0)	CDP-DG(15:0/30:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/30:0), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/30:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C57H107N3O15P2	InChI=1S/C57H107N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h44-45,49-50,54-56,63-64H,3-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/t49-,50-,54+,55?,56-/m1/s1	BKZWGHAXRHOUNI-MDZYJKDWSA-N	1135.717744			MMDBc0044107
BASm0030909	CDP-DG(15:1(11Z)/15:1(11Z))	CDP-DG(15:1(11Z)/15:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/15:1(11Z)), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/15:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCC	C42H73N3O15P2	InChI=1S/C42H73N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-37(46)55-31-34(58-38(47)28-26-24-22-20-18-16-14-12-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h7-10,29-30,34-35,39-41,48-49H,3-6,11-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/b9-7-,10-8-/t34-,35-,39+,40?,41-/m1/s1	ZOFSCXGSKLSISJ-YFXPPPJFSA-N	921.4516927			MMDBc0044108
BASm0030910	CDP-DG(15:1(11Z)/15:1(9Z))	CDP-DG(15:1(11Z)/15:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/15:1(9Z)), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/15:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCC	C42H73N3O15P2	InChI=1S/C42H73N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-37(46)55-31-34(58-38(47)28-26-24-22-20-18-16-14-12-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h7,9,12,14,29-30,34-35,39-41,48-49H,3-6,8,10-11,13,15-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/b9-7-,14-12-/t34-,35-,39+,40?,41-/m1/s1	AJHXAILOTHJUEA-XXCHOQNQSA-N	921.4516927			MMDBc0044109
BASm0030911	CDP-DG(15:1(11Z)/16:0)	CDP-DG(15:1(11Z)/16:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/16:0), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/16:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCC	C43H77N3O15P2	InChI=1S/C43H77N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-39(48)59-35(32-56-38(47)28-26-24-22-20-18-16-14-12-10-8-6-4-2)33-57-62(52,53)61-63(54,55)58-34-36-40(49)41(50)42(60-36)46-31-30-37(44)45-43(46)51/h8,10,30-31,35-36,40-42,49-50H,3-7,9,11-29,32-34H2,1-2H3,(H,52,53)(H,54,55)(H2,44,45,51)/b10-8-/t35-,36-,40+,41?,42-/m1/s1	ZYHVROXVELEUOQ-CWRYZWDQSA-N	937.4829928			MMDBc0044110
BASm0030912	CDP-DG(15:1(11Z)/16:1(11Z))	CDP-DG(15:1(11Z)/16:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/16:1(11Z)), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/16:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCC	C43H75N3O15P2	InChI=1S/C43H75N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-39(48)59-35(32-56-38(47)28-26-24-22-20-18-16-14-12-10-8-6-4-2)33-57-62(52,53)61-63(54,55)58-34-36-40(49)41(50)42(60-36)46-31-30-37(44)45-43(46)51/h8-11,30-31,35-36,40-42,49-50H,3-7,12-29,32-34H2,1-2H3,(H,52,53)(H,54,55)(H2,44,45,51)/b10-8-,11-9-/t35-,36-,40+,41?,42-/m1/s1	SNWAJGBXWKVFHZ-ZQRIDTDASA-N	935.4673427			MMDBc0044111
BASm0030913	CDP-DG(15:1(11Z)/16:1(9Z))	CDP-DG(15:1(11Z)/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/16:1(9Z)), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/16:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCC	C43H75N3O15P2	InChI=1S/C43H75N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-39(48)59-35(32-56-38(47)28-26-24-22-20-18-16-14-12-10-8-6-4-2)33-57-62(52,53)61-63(54,55)58-34-36-40(49)41(50)42(60-36)46-31-30-37(44)45-43(46)51/h8,10,13,15,30-31,35-36,40-42,49-50H,3-7,9,11-12,14,16-29,32-34H2,1-2H3,(H,52,53)(H,54,55)(H2,44,45,51)/b10-8-,15-13-/t35-,36-,40+,41?,42-/m1/s1	BLXOTYBDXCUFMV-MTYWCQPZSA-N	935.4673427			MMDBc0044112
BASm0030914	CDP-DG(15:1(11Z)/18:0)	CDP-DG(15:1(11Z)/18:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/18:0), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/18:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCC	C45H81N3O15P2	InChI=1S/C45H81N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-41(50)61-37(34-58-40(49)30-28-26-24-22-20-16-14-12-10-8-6-4-2)35-59-64(54,55)63-65(56,57)60-36-38-42(51)43(52)44(62-38)48-33-32-39(46)47-45(48)53/h8,10,32-33,37-38,42-44,51-52H,3-7,9,11-31,34-36H2,1-2H3,(H,54,55)(H,56,57)(H2,46,47,53)/b10-8-/t37-,38-,42+,43?,44-/m1/s1	OQXBOWMRTLYXQB-AUQUYTHVSA-N	965.5142929			MMDBc0044113
BASm0030915	CDP-DG(15:1(11Z)/18:1(11Z))	CDP-DG(15:1(11Z)/18:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/18:1(11Z)), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/18:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C45H79N3O15P2	InChI=1S/C45H79N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-41(50)61-37(34-58-40(49)30-28-26-24-22-20-16-14-12-10-8-6-4-2)35-59-64(54,55)63-65(56,57)60-36-38-42(51)43(52)44(62-38)48-33-32-39(46)47-45(48)53/h8,10,13,15,32-33,37-38,42-44,51-52H,3-7,9,11-12,14,16-31,34-36H2,1-2H3,(H,54,55)(H,56,57)(H2,46,47,53)/b10-8-,15-13-/t37-,38-,42+,43?,44-/m1/s1	QCAGTHCQDRTGLV-CNHVTFKLSA-N	963.4986429			MMDBc0044114
BASm0030916	CDP-DG(15:1(11Z)/18:1(9Z))	CDP-DG(15:1(11Z)/18:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/18:1(9Z)), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/18:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C45H79N3O15P2	InChI=1S/C45H79N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-41(50)61-37(34-58-40(49)30-28-26-24-22-20-16-14-12-10-8-6-4-2)35-59-64(54,55)63-65(56,57)60-36-38-42(51)43(52)44(62-38)48-33-32-39(46)47-45(48)53/h8,10,17-18,32-33,37-38,42-44,51-52H,3-7,9,11-16,19-31,34-36H2,1-2H3,(H,54,55)(H,56,57)(H2,46,47,53)/b10-8-,18-17-/t37-,38-,42+,43?,44-/m1/s1	XUNZJAXYNQXABZ-VWFUJHFFSA-N	963.4986429			MMDBc0044115
BASm0030917	CDP-DG(15:1(11Z)/20:0)	CDP-DG(15:1(11Z)/20:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/20:0), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/20:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCC	C47H85N3O15P2	InChI=1S/C47H85N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-43(52)63-39(36-60-42(51)32-30-28-26-24-22-16-14-12-10-8-6-4-2)37-61-66(56,57)65-67(58,59)62-38-40-44(53)45(54)46(64-40)50-35-34-41(48)49-47(50)55/h8,10,34-35,39-40,44-46,53-54H,3-7,9,11-33,36-38H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/b10-8-/t39-,40-,44+,45?,46-/m1/s1	IZIQAHUCZGXHBY-LFUVUKCUSA-N	993.545593			MMDBc0044116
BASm0030918	CDP-DG(15:1(11Z)/20:1(11Z))	CDP-DG(15:1(11Z)/20:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/20:1(11Z)), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/20:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C47H83N3O15P2	InChI=1S/C47H83N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-43(52)63-39(36-60-42(51)32-30-28-26-24-22-16-14-12-10-8-6-4-2)37-61-66(56,57)65-67(58,59)62-38-40-44(53)45(54)46(64-40)50-35-34-41(48)49-47(50)55/h8,10,17-18,34-35,39-40,44-46,53-54H,3-7,9,11-16,19-33,36-38H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/b10-8-,18-17-/t39-,40-,44+,45?,46-/m1/s1	AIWCROUWCRWSBW-PICRQTIHSA-N	991.529943			MMDBc0044117
BASm0030919	CDP-DG(15:1(11Z)/20:1(13Z))	CDP-DG(15:1(11Z)/20:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/20:1(13Z)), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/20:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C47H83N3O15P2	InChI=1S/C47H83N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-43(52)63-39(36-60-42(51)32-30-28-26-24-22-16-14-12-10-8-6-4-2)37-61-66(56,57)65-67(58,59)62-38-40-44(53)45(54)46(64-40)50-35-34-41(48)49-47(50)55/h8,10,13,15,34-35,39-40,44-46,53-54H,3-7,9,11-12,14,16-33,36-38H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/b10-8-,15-13-/t39-,40-,44+,45?,46-/m1/s1	NKGFESYMEPIHLM-IBMIGMEGSA-N	991.529943			MMDBc0044118
BASm0030920	CDP-DG(15:1(11Z)/22:0)	CDP-DG(15:1(11Z)/22:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/22:0), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/22:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C49H89N3O15P2	InChI=1S/C49H89N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-45(54)65-41(38-62-44(53)34-32-30-28-26-24-16-14-12-10-8-6-4-2)39-63-68(58,59)67-69(60,61)64-40-42-46(55)47(56)48(66-42)52-37-36-43(50)51-49(52)57/h8,10,36-37,41-42,46-48,55-56H,3-7,9,11-35,38-40H2,1-2H3,(H,58,59)(H,60,61)(H2,50,51,57)/b10-8-/t41-,42-,46+,47?,48-/m1/s1	HVQJVQDDLCJGBH-GCIPIVNNSA-N	1021.576893			MMDBc0044119
BASm0030921	CDP-DG(15:1(11Z)/22:1(13Z))	CDP-DG(15:1(11Z)/22:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/22:1(13Z)), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/22:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C49H87N3O15P2	InChI=1S/C49H87N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-45(54)65-41(38-62-44(53)34-32-30-28-26-24-16-14-12-10-8-6-4-2)39-63-68(58,59)67-69(60,61)64-40-42-46(55)47(56)48(66-42)52-37-36-43(50)51-49(52)57/h8,10,17-18,36-37,41-42,46-48,55-56H,3-7,9,11-16,19-35,38-40H2,1-2H3,(H,58,59)(H,60,61)(H2,50,51,57)/b10-8-,18-17-/t41-,42-,46+,47?,48-/m1/s1	CCKMFMXOYUOMCJ-ACVWXXEXSA-N	1019.561243			MMDBc0044120
BASm0030922	CDP-DG(15:1(11Z)/22:1(9Z))	CDP-DG(15:1(11Z)/22:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/22:1(9Z)), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/22:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C49H87N3O15P2	InChI=1S/C49H87N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-45(54)65-41(38-62-44(53)34-32-30-28-26-24-16-14-12-10-8-6-4-2)39-63-68(58,59)67-69(60,61)64-40-42-46(55)47(56)48(66-42)52-37-36-43(50)51-49(52)57/h8,10,21-22,36-37,41-42,46-48,55-56H,3-7,9,11-20,23-35,38-40H2,1-2H3,(H,58,59)(H,60,61)(H2,50,51,57)/b10-8-,22-21-/t41-,42-,46+,47?,48-/m1/s1	ALCFPZOPKZYROD-DLNPJOBPSA-N	1019.561243			MMDBc0044121
BASm0030923	CDP-DG(15:1(11Z)/23:1(11Z))	CDP-DG(15:1(11Z)/23:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/23:1(11Z)), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/23:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C50H89N3O15P2	InChI=1S/C50H89N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h8,10,20-21,37-38,42-43,47-49,56-57H,3-7,9,11-19,22-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b10-8-,21-20-/t42-,43-,47+,48?,49-/m1/s1	HUSHLAORGFNPJF-AMSYCXTOSA-N	1033.576893			MMDBc0044122
BASm0030924	CDP-DG(15:1(11Z)/23:1(9Z))	CDP-DG(15:1(11Z)/23:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/23:1(9Z)), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/23:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C50H89N3O15P2	InChI=1S/C50H89N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h8,10,22-23,37-38,42-43,47-49,56-57H,3-7,9,11-21,24-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b10-8-,23-22-/t42-,43-,47+,48?,49-/m1/s1	JGKZERBHNSYOBE-RJUHPZRUSA-N	1033.576893			MMDBc0044123
BASm0030925	CDP-DG(15:1(11Z)/24:0)	CDP-DG(15:1(11Z)/24:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/24:0), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/24:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C51H93N3O15P2	InChI=1S/C51H93N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-47(56)67-43(40-64-46(55)36-34-32-30-28-26-16-14-12-10-8-6-4-2)41-65-70(60,61)69-71(62,63)66-42-44-48(57)49(58)50(68-44)54-39-38-45(52)53-51(54)59/h8,10,38-39,43-44,48-50,57-58H,3-7,9,11-37,40-42H2,1-2H3,(H,60,61)(H,62,63)(H2,52,53,59)/b10-8-/t43-,44-,48+,49?,50-/m1/s1	WRZPGAYWWGUBSE-LTSUXTBLSA-N	1049.608193			MMDBc0044124
BASm0030926	CDP-DG(15:1(11Z)/24:1(11Z))	CDP-DG(15:1(11Z)/24:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/24:1(11Z)), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/24:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C51H91N3O15P2	InChI=1S/C51H91N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-47(56)67-43(40-64-46(55)36-34-32-30-28-26-16-14-12-10-8-6-4-2)41-65-70(60,61)69-71(62,63)66-42-44-48(57)49(58)50(68-44)54-39-38-45(52)53-51(54)59/h8,10,21-22,38-39,43-44,48-50,57-58H,3-7,9,11-20,23-37,40-42H2,1-2H3,(H,60,61)(H,62,63)(H2,52,53,59)/b10-8-,22-21-/t43-,44-,48+,49?,50-/m1/s1	HGDGDQJUDGDZQW-YRYMCASVSA-N	1047.592543			MMDBc0044125
BASm0030927	CDP-DG(15:1(11Z)/24:1(9Z))	CDP-DG(15:1(11Z)/24:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/24:1(9Z)), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/24:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C51H91N3O15P2	InChI=1S/C51H91N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-47(56)67-43(40-64-46(55)36-34-32-30-28-26-16-14-12-10-8-6-4-2)41-65-70(60,61)69-71(62,63)66-42-44-48(57)49(58)50(68-44)54-39-38-45(52)53-51(54)59/h8,10,23-24,38-39,43-44,48-50,57-58H,3-7,9,11-22,25-37,40-42H2,1-2H3,(H,60,61)(H,62,63)(H2,52,53,59)/b10-8-,24-23-/t43-,44-,48+,49?,50-/m1/s1	ZNGIAJBAUBQNNW-JLWLFQMOSA-N	1047.592543			MMDBc0044126
BASm0030928	CDP-DG(15:1(11Z)/25:0)	CDP-DG(15:1(11Z)/25:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/25:0), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/25:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C52H95N3O15P2	InChI=1S/C52H95N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h8,10,39-40,44-45,49-51,58-59H,3-7,9,11-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b10-8-/t44-,45-,49+,50?,51-/m1/s1	LFLHSHJEDROKGJ-KNRIHBCNSA-N	1063.623843			MMDBc0044127
BASm0030929	CDP-DG(15:1(11Z)/25:1(11Z))	CDP-DG(15:1(11Z)/25:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/25:1(11Z)), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/25:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C52H93N3O15P2	InChI=1S/C52H93N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h8,10,22-23,39-40,44-45,49-51,58-59H,3-7,9,11-21,24-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b10-8-,23-22-/t44-,45-,49+,50?,51-/m1/s1	IMSPVXZZVHRQMW-GKQWLJIDSA-N	1061.608193			MMDBc0044128
BASm0030930	CDP-DG(15:1(11Z)/25:1(9Z))	CDP-DG(15:1(11Z)/25:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/25:1(9Z)), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/25:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C52H93N3O15P2	InChI=1S/C52H93N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h8,10,24-25,39-40,44-45,49-51,58-59H,3-7,9,11-23,26-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b10-8-,25-24-/t44-,45-,49+,50?,51-/m1/s1	PQURMIZKTSFCDQ-WSULCIFUSA-N	1061.608193			MMDBc0044129
BASm0030931	CDP-DG(15:1(11Z)/26:0)	CDP-DG(15:1(11Z)/26:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/26:0), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/26:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C53H97N3O15P2	InChI=1S/C53H97N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-49(58)69-45(42-66-48(57)38-36-34-32-30-28-16-14-12-10-8-6-4-2)43-67-72(62,63)71-73(64,65)68-44-46-50(59)51(60)52(70-46)56-41-40-47(54)55-53(56)61/h8,10,40-41,45-46,50-52,59-60H,3-7,9,11-39,42-44H2,1-2H3,(H,62,63)(H,64,65)(H2,54,55,61)/b10-8-/t45-,46-,50+,51?,52-/m1/s1	DCRDXNHSGJSQTF-RPDDISRESA-N	1077.639493			MMDBc0044130
BASm0030932	CDP-DG(15:1(11Z)/26:1(11Z))	CDP-DG(15:1(11Z)/26:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/26:1(11Z)), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/26:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C53H95N3O15P2	InChI=1S/C53H95N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-49(58)69-45(42-66-48(57)38-36-34-32-30-28-16-14-12-10-8-6-4-2)43-67-72(62,63)71-73(64,65)68-44-46-50(59)51(60)52(70-46)56-41-40-47(54)55-53(56)61/h8,10,22-23,40-41,45-46,50-52,59-60H,3-7,9,11-21,24-39,42-44H2,1-2H3,(H,62,63)(H,64,65)(H2,54,55,61)/b10-8-,23-22-/t45-,46-,50+,51?,52-/m1/s1	WQLUYZVSIINYNR-SVRUWMALSA-N	1075.623843			MMDBc0044131
BASm0030933	CDP-DG(15:1(11Z)/26:1(9Z))	CDP-DG(15:1(11Z)/26:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/26:1(9Z)), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/26:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C54H97N3O15P2	InChI=1S/C54H97N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h8,10,25-26,41-42,46-47,51-53,60-61H,3-7,9,11-24,27-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b10-8-,26-25-/t46-,47-,51+,52?,53-/m1/s1	ZESZEQOYVLOVSP-MFYXFNFKSA-N	1089.639493			MMDBc0044132
BASm0030934	CDP-DG(15:1(11Z)/27:0)	CDP-DG(15:1(11Z)/27:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/27:0), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/27:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C54H99N3O15P2	InChI=1S/C54H99N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h8,10,41-42,46-47,51-53,60-61H,3-7,9,11-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b10-8-/t46-,47-,51+,52?,53-/m1/s1	BTJKGFXLABBXGN-XVKLIOGVSA-N	1091.655143			MMDBc0044133
BASm0030935	CDP-DG(15:1(11Z)/27:1(11Z))	CDP-DG(15:1(11Z)/27:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/27:1(11Z)), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/27:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C54H97N3O15P2	InChI=1S/C54H97N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h8,10,24-25,41-42,46-47,51-53,60-61H,3-7,9,11-23,26-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b10-8-,25-24-/t46-,47-,51+,52?,53-/m1/s1	GGBDSFOWGZAQJA-JZBXIAOWSA-N	1089.639493			MMDBc0044134
BASm0030936	CDP-DG(15:1(11Z)/27:1(9Z))	CDP-DG(15:1(11Z)/27:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/27:1(9Z)), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/27:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C54H97N3O15P2	InChI=1S/C54H97N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h8,10,26-27,41-42,46-47,51-53,60-61H,3-7,9,11-25,28-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b10-8-,27-26-/t46-,47-,51+,52?,53-/m1/s1	OCFMNVYUBHDGBA-IQRLPWBOSA-N	1089.639493			MMDBc0044135
BASm0030937	CDP-DG(15:1(11Z)/28:0)	CDP-DG(15:1(11Z)/28:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/28:0), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/28:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C55H101N3O15P2	InChI=1S/C55H101N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h8,10,42-43,47-48,52-54,61-62H,3-7,9,11-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b10-8-/t47-,48-,52+,53?,54-/m1/s1	JERNMYOCJUAZKU-DYHDNQSZSA-N	1105.670794			MMDBc0044136
BASm0030938	CDP-DG(15:1(11Z)/28:1(11Z))	CDP-DG(15:1(11Z)/28:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/28:1(11Z)), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/28:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C55H99N3O15P2	InChI=1S/C55H99N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h8,10,24-25,42-43,47-48,52-54,61-62H,3-7,9,11-23,26-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b10-8-,25-24-/t47-,48-,52+,53?,54-/m1/s1	ABINTELHYKZNQK-RRVAZDLBSA-N	1103.655143			MMDBc0044137
BASm0030939	CDP-DG(15:1(11Z)/28:1(9Z))	CDP-DG(15:1(11Z)/28:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/28:1(9Z)), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/28:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C55H99N3O15P2	InChI=1S/C55H99N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h8,10,26-27,42-43,47-48,52-54,61-62H,3-7,9,11-25,28-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b10-8-,27-26-/t47-,48-,52+,53?,54-/m1/s1	ARTHLMHRYUDGGL-MZVJNEBGSA-N	1103.655143			MMDBc0044138
BASm0030940	CDP-DG(15:1(11Z)/29:0)	CDP-DG(15:1(11Z)/29:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/29:0), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/29:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C56H103N3O15P2	InChI=1S/C56H103N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h8,10,43-44,48-49,53-55,62-63H,3-7,9,11-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b10-8-/t48-,49-,53+,54?,55-/m1/s1	DSBFBWWOHVCHAP-NYARDWQASA-N	1119.686444			MMDBc0044139
BASm0030941	CDP-DG(15:1(11Z)/30:0)	CDP-DG(15:1(11Z)/30:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(11Z)/30:0), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(11Z)/30:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C57H105N3O15P2	InChI=1S/C57H105N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h8,10,44-45,49-50,54-56,63-64H,3-7,9,11-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b10-8-/t49-,50-,54+,55?,56-/m1/s1	FTMYQRNDLPXYEF-JGAIEAAXSA-N	1133.702094			MMDBc0044140
BASm0030942	CDP-DG(15:1(9Z)/15:1(11Z))	CDP-DG(15:1(9Z)/15:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/15:1(11Z)), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/15:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCC	C42H73N3O15P2	InChI=1S/C42H73N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-37(46)55-31-34(58-38(47)28-26-24-22-20-18-16-14-12-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h8,10-11,13,29-30,34-35,39-41,48-49H,3-7,9,12,14-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/b10-8-,13-11-/t34-,35-,39+,40?,41-/m1/s1	LQTWGRLCRSMKDD-BZCKAYKWSA-N	921.4516927			MMDBc0044141
BASm0030943	CDP-DG(15:1(9Z)/15:1(9Z))	CDP-DG(15:1(9Z)/15:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/15:1(9Z)), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/15:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCC	C42H73N3O15P2	InChI=1S/C42H73N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-37(46)55-31-34(58-38(47)28-26-24-22-20-18-16-14-12-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h11-14,29-30,34-35,39-41,48-49H,3-10,15-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/b13-11-,14-12-/t34-,35-,39+,40?,41-/m1/s1	RAZWGFMMBGDTFB-ZEXRQVLKSA-N	921.4516927			MMDBc0044142
BASm0030944	CDP-DG(15:1(9Z)/16:0)	CDP-DG(15:1(9Z)/16:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/16:0), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/16:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCC	C43H77N3O15P2	InChI=1S/C43H77N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-39(48)59-35(32-56-38(47)28-26-24-22-20-18-16-14-12-10-8-6-4-2)33-57-62(52,53)61-63(54,55)58-34-36-40(49)41(50)42(60-36)46-31-30-37(44)45-43(46)51/h12,14,30-31,35-36,40-42,49-50H,3-11,13,15-29,32-34H2,1-2H3,(H,52,53)(H,54,55)(H2,44,45,51)/b14-12-/t35-,36-,40+,41?,42-/m1/s1	CTPZWGJMOWKRKQ-FPTYIWMXSA-N	937.4829928			MMDBc0044143
BASm0030945	CDP-DG(15:1(9Z)/16:1(11Z))	CDP-DG(15:1(9Z)/16:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/16:1(11Z)), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/16:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCC	C43H75N3O15P2	InChI=1S/C43H75N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-39(48)59-35(32-56-38(47)28-26-24-22-20-18-16-14-12-10-8-6-4-2)33-57-62(52,53)61-63(54,55)58-34-36-40(49)41(50)42(60-36)46-31-30-37(44)45-43(46)51/h9,11-12,14,30-31,35-36,40-42,49-50H,3-8,10,13,15-29,32-34H2,1-2H3,(H,52,53)(H,54,55)(H2,44,45,51)/b11-9-,14-12-/t35-,36-,40+,41?,42-/m1/s1	IKUIIIJDILMSHV-IHGYYKSCSA-N	935.4673427			MMDBc0044144
BASm0030946	CDP-DG(15:1(9Z)/16:1(9Z))	CDP-DG(15:1(9Z)/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/16:1(9Z)), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/16:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCC	C43H75N3O15P2	InChI=1S/C43H75N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-39(48)59-35(32-56-38(47)28-26-24-22-20-18-16-14-12-10-8-6-4-2)33-57-62(52,53)61-63(54,55)58-34-36-40(49)41(50)42(60-36)46-31-30-37(44)45-43(46)51/h12-15,30-31,35-36,40-42,49-50H,3-11,16-29,32-34H2,1-2H3,(H,52,53)(H,54,55)(H2,44,45,51)/b14-12-,15-13-/t35-,36-,40+,41?,42-/m1/s1	UWKDWAAZEVSTBU-WACDELNTSA-N	935.4673427			MMDBc0044145
BASm0030947	CDP-DG(15:1(9Z)/18:0)	CDP-DG(15:1(9Z)/18:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/18:0), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/18:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCC	C45H81N3O15P2	InChI=1S/C45H81N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-41(50)61-37(34-58-40(49)30-28-26-24-22-20-16-14-12-10-8-6-4-2)35-59-64(54,55)63-65(56,57)60-36-38-42(51)43(52)44(62-38)48-33-32-39(46)47-45(48)53/h12,14,32-33,37-38,42-44,51-52H,3-11,13,15-31,34-36H2,1-2H3,(H,54,55)(H,56,57)(H2,46,47,53)/b14-12-/t37-,38-,42+,43?,44-/m1/s1	MRESQVDTWYAQFW-FJFPDOKISA-N	965.5142929			MMDBc0044146
BASm0030948	CDP-DG(15:1(9Z)/18:1(11Z))	CDP-DG(15:1(9Z)/18:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/18:1(11Z)), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/18:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C45H79N3O15P2	InChI=1S/C45H79N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-41(50)61-37(34-58-40(49)30-28-26-24-22-20-16-14-12-10-8-6-4-2)35-59-64(54,55)63-65(56,57)60-36-38-42(51)43(52)44(62-38)48-33-32-39(46)47-45(48)53/h12-15,32-33,37-38,42-44,51-52H,3-11,16-31,34-36H2,1-2H3,(H,54,55)(H,56,57)(H2,46,47,53)/b14-12-,15-13-/t37-,38-,42+,43?,44-/m1/s1	ZEEJEXOCADSXHG-CSTSKBSGSA-N	963.4986429			MMDBc0044147
BASm0030949	CDP-DG(15:1(9Z)/18:1(9Z))	CDP-DG(15:1(9Z)/18:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/18:1(9Z)), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/18:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C45H79N3O15P2	InChI=1S/C45H79N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-41(50)61-37(34-58-40(49)30-28-26-24-22-20-16-14-12-10-8-6-4-2)35-59-64(54,55)63-65(56,57)60-36-38-42(51)43(52)44(62-38)48-33-32-39(46)47-45(48)53/h12,14,17-18,32-33,37-38,42-44,51-52H,3-11,13,15-16,19-31,34-36H2,1-2H3,(H,54,55)(H,56,57)(H2,46,47,53)/b14-12-,18-17-/t37-,38-,42+,43?,44-/m1/s1	VXEAMZVVWWXKPC-OXDAKADYSA-N	963.4986429			MMDBc0044148
BASm0030950	CDP-DG(15:1(9Z)/20:0)	CDP-DG(15:1(9Z)/20:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/20:0), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/20:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCC	C47H85N3O15P2	InChI=1S/C47H85N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-43(52)63-39(36-60-42(51)32-30-28-26-24-22-16-14-12-10-8-6-4-2)37-61-66(56,57)65-67(58,59)62-38-40-44(53)45(54)46(64-40)50-35-34-41(48)49-47(50)55/h12,14,34-35,39-40,44-46,53-54H,3-11,13,15-33,36-38H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/b14-12-/t39-,40-,44+,45?,46-/m1/s1	GBHDQTLBFWUILT-WQSPROPFSA-N	993.545593			MMDBc0044149
BASm0030951	CDP-DG(15:1(9Z)/20:1(11Z))	CDP-DG(15:1(9Z)/20:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/20:1(11Z)), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/20:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C47H83N3O15P2	InChI=1S/C47H83N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-43(52)63-39(36-60-42(51)32-30-28-26-24-22-16-14-12-10-8-6-4-2)37-61-66(56,57)65-67(58,59)62-38-40-44(53)45(54)46(64-40)50-35-34-41(48)49-47(50)55/h12,14,17-18,34-35,39-40,44-46,53-54H,3-11,13,15-16,19-33,36-38H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/b14-12-,18-17-/t39-,40-,44+,45?,46-/m1/s1	XCQWJJXJBADWJC-ORCLUJLWSA-N	991.529943			MMDBc0044150
BASm0030952	CDP-DG(15:1(9Z)/20:1(13Z))	CDP-DG(15:1(9Z)/20:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/20:1(13Z)), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/20:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C47H83N3O15P2	InChI=1S/C47H83N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-43(52)63-39(36-60-42(51)32-30-28-26-24-22-16-14-12-10-8-6-4-2)37-61-66(56,57)65-67(58,59)62-38-40-44(53)45(54)46(64-40)50-35-34-41(48)49-47(50)55/h12-15,34-35,39-40,44-46,53-54H,3-11,16-33,36-38H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/b14-12-,15-13-/t39-,40-,44+,45?,46-/m1/s1	FCVFFLWTUTVWMC-JRVYAWQTSA-N	991.529943			MMDBc0044151
BASm0030953	CDP-DG(15:1(9Z)/22:0)	CDP-DG(15:1(9Z)/22:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/22:0), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/22:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C49H89N3O15P2	InChI=1S/C49H89N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-45(54)65-41(38-62-44(53)34-32-30-28-26-24-16-14-12-10-8-6-4-2)39-63-68(58,59)67-69(60,61)64-40-42-46(55)47(56)48(66-42)52-37-36-43(50)51-49(52)57/h12,14,36-37,41-42,46-48,55-56H,3-11,13,15-35,38-40H2,1-2H3,(H,58,59)(H,60,61)(H2,50,51,57)/b14-12-/t41-,42-,46+,47?,48-/m1/s1	LTWFNHKDCSABLX-OTNNYPICSA-N	1021.576893			MMDBc0044152
BASm0030954	CDP-DG(15:1(9Z)/22:1(13Z))	CDP-DG(15:1(9Z)/22:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/22:1(13Z)), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/22:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C49H87N3O15P2	InChI=1S/C49H87N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-45(54)65-41(38-62-44(53)34-32-30-28-26-24-16-14-12-10-8-6-4-2)39-63-68(58,59)67-69(60,61)64-40-42-46(55)47(56)48(66-42)52-37-36-43(50)51-49(52)57/h12,14,17-18,36-37,41-42,46-48,55-56H,3-11,13,15-16,19-35,38-40H2,1-2H3,(H,58,59)(H,60,61)(H2,50,51,57)/b14-12-,18-17-/t41-,42-,46+,47?,48-/m1/s1	WURQRTFAXLAZSH-TWEQJNLWSA-N	1019.561243			MMDBc0044153
BASm0030955	CDP-DG(15:1(9Z)/22:1(9Z))	CDP-DG(15:1(9Z)/22:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/22:1(9Z)), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/22:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C49H87N3O15P2	InChI=1S/C49H87N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-45(54)65-41(38-62-44(53)34-32-30-28-26-24-16-14-12-10-8-6-4-2)39-63-68(58,59)67-69(60,61)64-40-42-46(55)47(56)48(66-42)52-37-36-43(50)51-49(52)57/h12,14,21-22,36-37,41-42,46-48,55-56H,3-11,13,15-20,23-35,38-40H2,1-2H3,(H,58,59)(H,60,61)(H2,50,51,57)/b14-12-,22-21-/t41-,42-,46+,47?,48-/m1/s1	BCMZECFIIFPQGO-ZIWDIRNUSA-N	1019.561243			MMDBc0044154
BASm0030956	CDP-DG(15:1(9Z)/23:1(11Z))	CDP-DG(15:1(9Z)/23:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/23:1(11Z)), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/23:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C50H89N3O15P2	InChI=1S/C50H89N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h12,14,20-21,37-38,42-43,47-49,56-57H,3-11,13,15-19,22-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b14-12-,21-20-/t42-,43-,47+,48?,49-/m1/s1	FSWHRNVQUWGISQ-JDMJDEDOSA-N	1033.576893			MMDBc0044155
BASm0030957	CDP-DG(15:1(9Z)/23:1(9Z))	CDP-DG(15:1(9Z)/23:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/23:1(9Z)), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/23:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C50H89N3O15P2	InChI=1S/C50H89N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h12,14,22-23,37-38,42-43,47-49,56-57H,3-11,13,15-21,24-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b14-12-,23-22-/t42-,43-,47+,48?,49-/m1/s1	HBQYGQTVJIUYGB-WTVWORCVSA-N	1033.576893			MMDBc0044156
BASm0030958	CDP-DG(15:1(9Z)/24:0)	CDP-DG(15:1(9Z)/24:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/24:0), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/24:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C51H93N3O15P2	InChI=1S/C51H93N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-47(56)67-43(40-64-46(55)36-34-32-30-28-26-16-14-12-10-8-6-4-2)41-65-70(60,61)69-71(62,63)66-42-44-48(57)49(58)50(68-44)54-39-38-45(52)53-51(54)59/h12,14,38-39,43-44,48-50,57-58H,3-11,13,15-37,40-42H2,1-2H3,(H,60,61)(H,62,63)(H2,52,53,59)/b14-12-/t43-,44-,48+,49?,50-/m1/s1	AZUUWHACWUIFLS-OSBZJWGBSA-N	1049.608193			MMDBc0044157
BASm0030959	CDP-DG(15:1(9Z)/24:1(11Z))	CDP-DG(15:1(9Z)/24:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/24:1(11Z)), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/24:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C51H91N3O15P2	InChI=1S/C51H91N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-47(56)67-43(40-64-46(55)36-34-32-30-28-26-16-14-12-10-8-6-4-2)41-65-70(60,61)69-71(62,63)66-42-44-48(57)49(58)50(68-44)54-39-38-45(52)53-51(54)59/h12,14,21-22,38-39,43-44,48-50,57-58H,3-11,13,15-20,23-37,40-42H2,1-2H3,(H,60,61)(H,62,63)(H2,52,53,59)/b14-12-,22-21-/t43-,44-,48+,49?,50-/m1/s1	GRFKSUWPYNHIED-XCWLVYBFSA-N	1047.592543			MMDBc0044158
BASm0030960	CDP-DG(15:1(9Z)/24:1(9Z))	CDP-DG(15:1(9Z)/24:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/24:1(9Z)), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/24:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C51H91N3O15P2	InChI=1S/C51H91N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-47(56)67-43(40-64-46(55)36-34-32-30-28-26-16-14-12-10-8-6-4-2)41-65-70(60,61)69-71(62,63)66-42-44-48(57)49(58)50(68-44)54-39-38-45(52)53-51(54)59/h12,14,23-24,38-39,43-44,48-50,57-58H,3-11,13,15-22,25-37,40-42H2,1-2H3,(H,60,61)(H,62,63)(H2,52,53,59)/b14-12-,24-23-/t43-,44-,48+,49?,50-/m1/s1	AIWPFOAKSHOQSR-XFDHUYCJSA-N	1047.592543			MMDBc0044159
BASm0030961	CDP-DG(15:1(9Z)/25:0)	CDP-DG(15:1(9Z)/25:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/25:0), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/25:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C52H95N3O15P2	InChI=1S/C52H95N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h12,14,39-40,44-45,49-51,58-59H,3-11,13,15-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b14-12-/t44-,45-,49+,50?,51-/m1/s1	WQTXKIAMGFGBMU-KEURASLCSA-N	1063.623843			MMDBc0044160
BASm0030962	CDP-DG(15:1(9Z)/25:1(11Z))	CDP-DG(15:1(9Z)/25:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/25:1(11Z)), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/25:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C52H93N3O15P2	InChI=1S/C52H93N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h12,14,22-23,39-40,44-45,49-51,58-59H,3-11,13,15-21,24-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b14-12-,23-22-/t44-,45-,49+,50?,51-/m1/s1	QNLCWPKRESVRHQ-HFULQZGFSA-N	1061.608193			MMDBc0044161
BASm0030963	CDP-DG(15:1(9Z)/25:1(9Z))	CDP-DG(15:1(9Z)/25:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/25:1(9Z)), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/25:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C52H93N3O15P2	InChI=1S/C52H93N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h12,14,24-25,39-40,44-45,49-51,58-59H,3-11,13,15-23,26-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b14-12-,25-24-/t44-,45-,49+,50?,51-/m1/s1	GFMVUBNWRINUOF-VJNJRBACSA-N	1061.608193			MMDBc0044162
BASm0030964	CDP-DG(15:1(9Z)/26:0)	CDP-DG(15:1(9Z)/26:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/26:0), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/26:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C53H97N3O15P2	InChI=1S/C53H97N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-49(58)69-45(42-66-48(57)38-36-34-32-30-28-16-14-12-10-8-6-4-2)43-67-72(62,63)71-73(64,65)68-44-46-50(59)51(60)52(70-46)56-41-40-47(54)55-53(56)61/h12,14,40-41,45-46,50-52,59-60H,3-11,13,15-39,42-44H2,1-2H3,(H,62,63)(H,64,65)(H2,54,55,61)/b14-12-/t45-,46-,50+,51?,52-/m1/s1	RYUKRWJGTCWIAQ-WEAXFKBZSA-N	1077.639493			MMDBc0044163
BASm0030965	CDP-DG(15:1(9Z)/26:1(11Z))	CDP-DG(15:1(9Z)/26:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/26:1(11Z)), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/26:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C53H95N3O15P2	InChI=1S/C53H95N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-49(58)69-45(42-66-48(57)38-36-34-32-30-28-16-14-12-10-8-6-4-2)43-67-72(62,63)71-73(64,65)68-44-46-50(59)51(60)52(70-46)56-41-40-47(54)55-53(56)61/h12,14,22-23,40-41,45-46,50-52,59-60H,3-11,13,15-21,24-39,42-44H2,1-2H3,(H,62,63)(H,64,65)(H2,54,55,61)/b14-12-,23-22-/t45-,46-,50+,51?,52-/m1/s1	CFAJWKHYTLVLSP-DSHVYTJQSA-N	1075.623843			MMDBc0044164
BASm0030966	CDP-DG(15:1(9Z)/26:1(9Z))	CDP-DG(15:1(9Z)/26:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/26:1(9Z)), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/26:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C54H97N3O15P2	InChI=1S/C54H97N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h12,14,25-26,41-42,46-47,51-53,60-61H,3-11,13,15-24,27-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b14-12-,26-25-/t46-,47-,51+,52?,53-/m1/s1	YGTJSUSVSKENLT-WYCNROHDSA-N	1089.639493			MMDBc0044165
BASm0030967	CDP-DG(15:1(9Z)/27:0)	CDP-DG(15:1(9Z)/27:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/27:0), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/27:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C54H99N3O15P2	InChI=1S/C54H99N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h12,14,41-42,46-47,51-53,60-61H,3-11,13,15-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b14-12-/t46-,47-,51+,52?,53-/m1/s1	ZEVFDTDZYOBTQQ-ZPKRZFQMSA-N	1091.655143			MMDBc0044166
BASm0030968	CDP-DG(15:1(9Z)/27:1(11Z))	CDP-DG(15:1(9Z)/27:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/27:1(11Z)), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/27:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C54H97N3O15P2	InChI=1S/C54H97N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h12,14,24-25,41-42,46-47,51-53,60-61H,3-11,13,15-23,26-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b14-12-,25-24-/t46-,47-,51+,52?,53-/m1/s1	XXZMPPHPBJCDTL-LGCGIYJUSA-N	1089.639493			MMDBc0044167
BASm0030969	CDP-DG(15:1(9Z)/27:1(9Z))	CDP-DG(15:1(9Z)/27:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/27:1(9Z)), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/27:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C54H97N3O15P2	InChI=1S/C54H97N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h12,14,26-27,41-42,46-47,51-53,60-61H,3-11,13,15-25,28-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b14-12-,27-26-/t46-,47-,51+,52?,53-/m1/s1	KJHNQRDRMXZZNQ-MZYOVKMNSA-N	1089.639493			MMDBc0044168
BASm0030970	CDP-DG(15:1(9Z)/28:0)	CDP-DG(15:1(9Z)/28:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/28:0), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/28:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C55H101N3O15P2	InChI=1S/C55H101N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h12,14,42-43,47-48,52-54,61-62H,3-11,13,15-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b14-12-/t47-,48-,52+,53?,54-/m1/s1	YFZCKDQFXWVGNL-OETDMWIXSA-N	1105.670794			MMDBc0044169
BASm0030971	CDP-DG(15:1(9Z)/28:1(11Z))	CDP-DG(15:1(9Z)/28:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/28:1(11Z)), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/28:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C55H99N3O15P2	InChI=1S/C55H99N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h12,14,24-25,42-43,47-48,52-54,61-62H,3-11,13,15-23,26-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b14-12-,25-24-/t47-,48-,52+,53?,54-/m1/s1	ZWBTUWUIJAXACD-HYPSDITCSA-N	1103.655143			MMDBc0044170
BASm0030972	CDP-DG(15:1(9Z)/28:1(9Z))	CDP-DG(15:1(9Z)/28:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/28:1(9Z)), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/28:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C55H99N3O15P2	InChI=1S/C55H99N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h12,14,26-27,42-43,47-48,52-54,61-62H,3-11,13,15-25,28-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b14-12-,27-26-/t47-,48-,52+,53?,54-/m1/s1	ZADSOJUBTSRDCV-OSZVUUJKSA-N	1103.655143			MMDBc0044171
BASm0030973	CDP-DG(15:1(9Z)/29:0)	CDP-DG(15:1(9Z)/29:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/29:0), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/29:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C56H103N3O15P2	InChI=1S/C56H103N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h12,14,43-44,48-49,53-55,62-63H,3-11,13,15-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b14-12-/t48-,49-,53+,54?,55-/m1/s1	GOCLCXDGWRAAMD-RSYHRTTMSA-N	1119.686444			MMDBc0044172
BASm0030974	CDP-DG(15:1(9Z)/30:0)	CDP-DG(15:1(9Z)/30:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/30:0), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/30:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C57H105N3O15P2	InChI=1S/C57H105N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h12,14,44-45,49-50,54-56,63-64H,3-11,13,15-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b14-12-/t49-,50-,54+,55?,56-/m1/s1	PZLWZYJQKKGFDO-CWRQFKCBSA-N	1133.702094			MMDBc0044173
BASm0030975	CDP-DG(16:0/16:1(11Z))	CDP-DG(16:0/16:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/16:1(11Z)), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/16:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCC	C44H79N3O15P2	InChI=1S/C44H79N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-39(48)57-33-36(60-40(49)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h10,12,31-32,36-37,41-43,50-51H,3-9,11,13-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/b12-10-/t36-,37-,41+,42?,43-/m1/s1	GZDFUDCIFHFCHF-FIWNMALRSA-N	951.4986429			MMDBc0044174
BASm0030976	CDP-DG(16:0/20:0)	CDP-DG(16:0/20:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/20:0), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/20:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCC	C48H89N3O15P2	InChI=1S/C48H89N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-44(53)64-40(37-61-43(52)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h35-36,40-41,45-47,54-55H,3-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/t40-,41-,45+,46?,47-/m1/s1	VDLBHRCSCDSSER-KTSAPKHVSA-N	1009.576893			MMDBc0044175
BASm0030977	CDP-DG(16:0/20:1(11Z))	CDP-DG(16:0/20:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/20:1(11Z)), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/20:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C48H87N3O15P2	InChI=1S/C48H87N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-44(53)64-40(37-61-43(52)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h17-18,35-36,40-41,45-47,54-55H,3-16,19-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b18-17-/t40-,41-,45+,46?,47-/m1/s1	SQYPAIYTQMQWJR-CYIOJQEHSA-N	1007.561243			MMDBc0044176
BASm0030978	CDP-DG(16:0/20:1(13Z))	CDP-DG(16:0/20:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/20:1(13Z)), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/20:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C48H87N3O15P2	InChI=1S/C48H87N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-44(53)64-40(37-61-43(52)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h13,15,35-36,40-41,45-47,54-55H,3-12,14,16-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b15-13-/t40-,41-,45+,46?,47-/m1/s1	MYVBZHDZKCGYII-DOPBKWFCSA-N	1007.561243			MMDBc0044177
BASm0030979	CDP-DG(16:0/22:0)	CDP-DG(16:0/22:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/22:0), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/22:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C50H93N3O15P2	InChI=1S/C50H93N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h37-38,42-43,47-49,56-57H,3-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/t42-,43-,47+,48?,49-/m1/s1	NGXKBAZWAWLSPB-HKRBFXDCSA-N	1037.608193			MMDBc0044178
BASm0030980	CDP-DG(16:0/22:1(13Z))	CDP-DG(16:0/22:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/22:1(13Z)), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/22:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C50H91N3O15P2	InChI=1S/C50H91N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h17-18,37-38,42-43,47-49,56-57H,3-16,19-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b18-17-/t42-,43-,47+,48?,49-/m1/s1	JZTWDURMHVLMHP-XPSTWSCQSA-N	1035.592543			MMDBc0044179
BASm0030981	CDP-DG(16:0/22:1(9Z))	CDP-DG(16:0/22:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/22:1(9Z)), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/22:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C50H91N3O15P2	InChI=1S/C50H91N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h21-22,37-38,42-43,47-49,56-57H,3-20,23-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b22-21-/t42-,43-,47+,48?,49-/m1/s1	YLLHVZDKDNSGDL-FWANMCGOSA-N	1035.592543			MMDBc0044180
BASm0030982	CDP-DG(16:0/23:1(11Z))	CDP-DG(16:0/23:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/23:1(11Z)), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/23:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C51H93N3O15P2	InChI=1S/C51H93N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-47(56)67-43(40-64-46(55)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2)41-65-70(60,61)69-71(62,63)66-42-44-48(57)49(58)50(68-44)54-39-38-45(52)53-51(54)59/h20-21,38-39,43-44,48-50,57-58H,3-19,22-37,40-42H2,1-2H3,(H,60,61)(H,62,63)(H2,52,53,59)/b21-20-/t43-,44-,48+,49?,50-/m1/s1	FDNQOJVFBCVVNO-NBVQRUCFSA-N	1049.608193			MMDBc0044181
BASm0030983	CDP-DG(16:0/23:1(9Z))	CDP-DG(16:0/23:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/23:1(9Z)), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/23:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C51H93N3O15P2	InChI=1S/C51H93N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-47(56)67-43(40-64-46(55)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2)41-65-70(60,61)69-71(62,63)66-42-44-48(57)49(58)50(68-44)54-39-38-45(52)53-51(54)59/h22-23,38-39,43-44,48-50,57-58H,3-21,24-37,40-42H2,1-2H3,(H,60,61)(H,62,63)(H2,52,53,59)/b23-22-/t43-,44-,48+,49?,50-/m1/s1	XWEWWGLYMVYSKG-LDQRZJJCSA-N	1049.608193			MMDBc0044182
BASm0030984	CDP-DG(16:0/24:0)	CDP-DG(16:0/24:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/24:0), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/24:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C52H97N3O15P2	InChI=1S/C52H97N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h39-40,44-45,49-51,58-59H,3-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/t44-,45-,49+,50?,51-/m1/s1	HSDUHHULJDVUKE-QFBGIDFLSA-N	1065.639493			MMDBc0044183
BASm0030985	CDP-DG(16:0/24:1(11Z))	CDP-DG(16:0/24:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/24:1(11Z)), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/24:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C52H95N3O15P2	InChI=1S/C52H95N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h21-22,39-40,44-45,49-51,58-59H,3-20,23-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b22-21-/t44-,45-,49+,50?,51-/m1/s1	QVXOXDLXLFBQHI-LOYWGVHUSA-N	1063.623843			MMDBc0044184
BASm0030986	CDP-DG(16:0/24:1(9Z))	CDP-DG(16:0/24:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/24:1(9Z)), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/24:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C52H95N3O15P2	InChI=1S/C52H95N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h23-24,39-40,44-45,49-51,58-59H,3-22,25-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b24-23-/t44-,45-,49+,50?,51-/m1/s1	FWJOLSONMZFUJZ-VWRLPJRZSA-N	1063.623843			MMDBc0044185
BASm0030987	CDP-DG(16:0/25:0)	CDP-DG(16:0/25:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/25:0), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/25:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C53H99N3O15P2	InChI=1S/C53H99N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-49(58)69-45(42-66-48(57)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2)43-67-72(62,63)71-73(64,65)68-44-46-50(59)51(60)52(70-46)56-41-40-47(54)55-53(56)61/h40-41,45-46,50-52,59-60H,3-39,42-44H2,1-2H3,(H,62,63)(H,64,65)(H2,54,55,61)/t45-,46-,50+,51?,52-/m1/s1	WJDACKYZAJZKRY-FAWUFZMXSA-N	1079.655143			MMDBc0044186
BASm0030988	CDP-DG(16:0/25:1(11Z))	CDP-DG(16:0/25:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/25:1(11Z)), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/25:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C53H97N3O15P2	InChI=1S/C53H97N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-49(58)69-45(42-66-48(57)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2)43-67-72(62,63)71-73(64,65)68-44-46-50(59)51(60)52(70-46)56-41-40-47(54)55-53(56)61/h22-23,40-41,45-46,50-52,59-60H,3-21,24-39,42-44H2,1-2H3,(H,62,63)(H,64,65)(H2,54,55,61)/b23-22-/t45-,46-,50+,51?,52-/m1/s1	UTUNSHSKCQBACH-LGVDXLRISA-N	1077.639493			MMDBc0044187
BASm0030989	CDP-DG(16:0/25:1(9Z))	CDP-DG(16:0/25:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/25:1(9Z)), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/25:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C53H97N3O15P2	InChI=1S/C53H97N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-49(58)69-45(42-66-48(57)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2)43-67-72(62,63)71-73(64,65)68-44-46-50(59)51(60)52(70-46)56-41-40-47(54)55-53(56)61/h24-25,40-41,45-46,50-52,59-60H,3-23,26-39,42-44H2,1-2H3,(H,62,63)(H,64,65)(H2,54,55,61)/b25-24-/t45-,46-,50+,51?,52-/m1/s1	FTJWHGREPYLDEX-INTCIRKNSA-N	1077.639493			MMDBc0044188
BASm0030990	CDP-DG(16:0/26:0)	CDP-DG(16:0/26:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/26:0), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/26:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C54H101N3O15P2	InChI=1S/C54H101N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h41-42,46-47,51-53,60-61H,3-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/t46-,47-,51+,52?,53-/m1/s1	UFEGXWTYKSLTOU-FGLQMSNVSA-N	1093.670794			MMDBc0044189
BASm0030991	CDP-DG(16:0/26:1(11Z))	CDP-DG(16:0/26:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/26:1(11Z)), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/26:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C54H99N3O15P2	InChI=1S/C54H99N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h22-23,41-42,46-47,51-53,60-61H,3-21,24-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b23-22-/t46-,47-,51+,52?,53-/m1/s1	KNSICPNFZGOIRU-MJTRKNBJSA-N	1091.655143			MMDBc0044190
BASm0030992	CDP-DG(16:0/26:1(9Z))	CDP-DG(16:0/26:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/26:1(9Z)), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/26:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C55H101N3O15P2	InChI=1S/C55H101N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h25-26,42-43,47-48,52-54,61-62H,3-24,27-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b26-25-/t47-,48-,52+,53?,54-/m1/s1	PXHVMRDUCZPGHT-YBFXVPPESA-N	1105.670794			MMDBc0044191
BASm0030993	CDP-DG(16:0/27:0)	CDP-DG(16:0/27:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/27:0), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/27:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C55H103N3O15P2	InChI=1S/C55H103N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h42-43,47-48,52-54,61-62H,3-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/t47-,48-,52+,53?,54-/m1/s1	LQTMTGGQBYHHEG-YBVBXHNASA-N	1107.686444			MMDBc0044192
BASm0030994	CDP-DG(16:0/27:1(11Z))	CDP-DG(16:0/27:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/27:1(11Z)), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/27:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C55H101N3O15P2	InChI=1S/C55H101N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h24-25,42-43,47-48,52-54,61-62H,3-23,26-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b25-24-/t47-,48-,52+,53?,54-/m1/s1	JLDOEUOPQFUOKW-POUFCTLESA-N	1105.670794			MMDBc0044193
BASm0030995	CDP-DG(16:0/27:1(9Z))	CDP-DG(16:0/27:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/27:1(9Z)), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/27:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C55H101N3O15P2	InChI=1S/C55H101N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h26-27,42-43,47-48,52-54,61-62H,3-25,28-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b27-26-/t47-,48-,52+,53?,54-/m1/s1	DNYOTWLZLKGVFD-DRJOULAISA-N	1105.670794			MMDBc0044194
BASm0030996	CDP-DG(16:0/28:0)	CDP-DG(16:0/28:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/28:0), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/28:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C56H105N3O15P2	InChI=1S/C56H105N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h43-44,48-49,53-55,62-63H,3-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/t48-,49-,53+,54?,55-/m1/s1	OITHNNYMGSCBOR-CKZKIYGOSA-N	1121.702094			MMDBc0044195
BASm0030997	CDP-DG(16:0/28:1(11Z))	CDP-DG(16:0/28:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/28:1(11Z)), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/28:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C56H103N3O15P2	InChI=1S/C56H103N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h24-25,43-44,48-49,53-55,62-63H,3-23,26-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b25-24-/t48-,49-,53+,54?,55-/m1/s1	RDRXSLYTBQKCOL-GJUVWRJGSA-N	1119.686444			MMDBc0044196
BASm0030998	CDP-DG(16:0/28:1(9Z))	CDP-DG(16:0/28:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/28:1(9Z)), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/28:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C56H103N3O15P2	InChI=1S/C56H103N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h26-27,43-44,48-49,53-55,62-63H,3-25,28-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b27-26-/t48-,49-,53+,54?,55-/m1/s1	BRXQNPIAOKZCDU-XLGGEWQHSA-N	1119.686444			MMDBc0044197
BASm0030999	CDP-DG(16:0/29:0)	CDP-DG(16:0/29:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/29:0), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/29:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C57H107N3O15P2	InChI=1S/C57H107N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h44-45,49-50,54-56,63-64H,3-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/t49-,50-,54+,55?,56-/m1/s1	RGRCFKYITBIGBB-MDZYJKDWSA-N	1135.717744			MMDBc0044198
BASm0031000	CDP-DG(16:0/30:0)	CDP-DG(16:0/30:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/30:0), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/30:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C58H109N3O15P2	InChI=1S/C58H109N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h45-46,50-51,55-57,64-65H,3-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/t50-,51-,55+,56?,57-/m1/s1	ZEGWAXQPHBNZAK-VTIUKZERSA-N	1149.733394			MMDBc0044199
BASm0031001	CDP-DG(16:1(11Z)/16:1(11Z))	CDP-DG(16:1(11Z)/16:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/16:1(11Z)), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/16:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCC	C44H77N3O15P2	InChI=1S/C44H77N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-39(48)57-33-36(60-40(49)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h9-12,31-32,36-37,41-43,50-51H,3-8,13-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/b11-9-,12-10-/t36-,37-,41+,42?,43-/m1/s1	KALJWWMQXNYYEV-MMPRHJDMSA-N	949.4829928			MMDBc0044200
BASm0031002	CDP-DG(16:1(11Z)/16:1(9Z))	CDP-DG(16:1(11Z)/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/16:1(9Z)), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/16:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCC	C44H77N3O15P2	InChI=1S/C44H77N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-39(48)57-33-36(60-40(49)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h9,11,14,16,31-32,36-37,41-43,50-51H,3-8,10,12-13,15,17-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/b11-9-,16-14-/t36-,37-,41+,42?,43-/m1/s1	UOSGHOCCRCKYSL-FDTRRMMDSA-N	949.4829928			MMDBc0044201
BASm0031003	CDP-DG(16:1(11Z)/18:0)	CDP-DG(16:1(11Z)/18:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/18:0), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/18:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCC	C46H83N3O15P2	InChI=1S/C46H83N3O15P2/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h10,12,33-34,38-39,43-45,52-53H,3-9,11,13-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b12-10-/t38-,39-,43+,44?,45-/m1/s1	RNNDIDCTYRXCDB-ASFMBHSGSA-N	979.529943			MMDBc0044202
BASm0031004	CDP-DG(16:1(11Z)/18:1(11Z))	CDP-DG(16:1(11Z)/18:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/18:1(11Z)), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/18:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C46H81N3O15P2	InChI=1S/C46H81N3O15P2/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h10,12-13,15,33-34,38-39,43-45,52-53H,3-9,11,14,16-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b12-10-,15-13-/t38-,39-,43+,44?,45-/m1/s1	MLJICZCKPXHCSF-AXUMMERMSA-N	977.5142929			MMDBc0044203
BASm0031005	CDP-DG(16:1(11Z)/18:1(9Z))	CDP-DG(16:1(11Z)/18:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/18:1(9Z)), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/18:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C46H81N3O15P2	InChI=1S/C46H81N3O15P2/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h10,12,17-18,33-34,38-39,43-45,52-53H,3-9,11,13-16,19-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b12-10-,18-17-/t38-,39-,43+,44?,45-/m1/s1	VTBAFZABWIDTAD-LRZAGVLLSA-N	977.5142929			MMDBc0044204
BASm0031006	CDP-DG(16:1(11Z)/20:0)	CDP-DG(16:1(11Z)/20:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/20:0), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/20:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCC	C48H87N3O15P2	InChI=1S/C48H87N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-44(53)64-40(37-61-43(52)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h10,12,35-36,40-41,45-47,54-55H,3-9,11,13-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b12-10-/t40-,41-,45+,46?,47-/m1/s1	XKUJDFOVVFGXIZ-SWPKMMOFSA-N	1007.561243			MMDBc0044205
BASm0031007	CDP-DG(16:1(11Z)/20:1(11Z))	CDP-DG(16:1(11Z)/20:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/20:1(11Z)), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/20:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C48H85N3O15P2	InChI=1S/C48H85N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-44(53)64-40(37-61-43(52)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h10,12,17-18,35-36,40-41,45-47,54-55H,3-9,11,13-16,19-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b12-10-,18-17-/t40-,41-,45+,46?,47-/m1/s1	MPMLBRYYGGYJND-OSNXIYOKSA-N	1005.545593			MMDBc0044206
BASm0031008	CDP-DG(16:1(11Z)/20:1(13Z))	CDP-DG(16:1(11Z)/20:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/20:1(13Z)), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/20:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C48H85N3O15P2	InChI=1S/C48H85N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-44(53)64-40(37-61-43(52)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h10,12-13,15,35-36,40-41,45-47,54-55H,3-9,11,14,16-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b12-10-,15-13-/t40-,41-,45+,46?,47-/m1/s1	RXFWXEUNHNGRPZ-BJAQCYCWSA-N	1005.545593			MMDBc0044207
BASm0031009	CDP-DG(16:1(11Z)/22:0)	CDP-DG(16:1(11Z)/22:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/22:0), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/22:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C50H91N3O15P2	InChI=1S/C50H91N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h10,12,37-38,42-43,47-49,56-57H,3-9,11,13-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b12-10-/t42-,43-,47+,48?,49-/m1/s1	BQVHOPWYGWEPNR-YLVKWFFFSA-N	1035.592543			MMDBc0044208
BASm0031010	CDP-DG(16:1(11Z)/22:1(13Z))	CDP-DG(16:1(11Z)/22:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/22:1(13Z)), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/22:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C50H89N3O15P2	InChI=1S/C50H89N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h10,12,17-18,37-38,42-43,47-49,56-57H,3-9,11,13-16,19-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b12-10-,18-17-/t42-,43-,47+,48?,49-/m1/s1	DZSYFJWQULIULQ-BFPQZMQLSA-N	1033.576893			MMDBc0044209
BASm0031011	CDP-DG(16:1(11Z)/22:1(9Z))	CDP-DG(16:1(11Z)/22:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/22:1(9Z)), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/22:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C50H89N3O15P2	InChI=1S/C50H89N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h10,12,21-22,37-38,42-43,47-49,56-57H,3-9,11,13-20,23-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b12-10-,22-21-/t42-,43-,47+,48?,49-/m1/s1	CWYZMJVHOPOKEP-VGEWHQEGSA-N	1033.576893			MMDBc0044210
BASm0031012	CDP-DG(16:1(11Z)/23:1(11Z))	CDP-DG(16:1(11Z)/23:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/23:1(11Z)), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/23:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C51H91N3O15P2	InChI=1S/C51H91N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-47(56)67-43(40-64-46(55)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2)41-65-70(60,61)69-71(62,63)66-42-44-48(57)49(58)50(68-44)54-39-38-45(52)53-51(54)59/h10,12,20-21,38-39,43-44,48-50,57-58H,3-9,11,13-19,22-37,40-42H2,1-2H3,(H,60,61)(H,62,63)(H2,52,53,59)/b12-10-,21-20-/t43-,44-,48+,49?,50-/m1/s1	JFXGHDJYFLBOHQ-HZDOJCDVSA-N	1047.592543			MMDBc0044211
BASm0031013	CDP-DG(16:1(11Z)/23:1(9Z))	CDP-DG(16:1(11Z)/23:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/23:1(9Z)), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/23:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C51H91N3O15P2	InChI=1S/C51H91N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-47(56)67-43(40-64-46(55)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2)41-65-70(60,61)69-71(62,63)66-42-44-48(57)49(58)50(68-44)54-39-38-45(52)53-51(54)59/h10,12,22-23,38-39,43-44,48-50,57-58H,3-9,11,13-21,24-37,40-42H2,1-2H3,(H,60,61)(H,62,63)(H2,52,53,59)/b12-10-,23-22-/t43-,44-,48+,49?,50-/m1/s1	ONBULOHXMONMRQ-LNFNISPUSA-N	1047.592543			MMDBc0044212
BASm0031014	CDP-DG(16:1(11Z)/24:0)	CDP-DG(16:1(11Z)/24:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/24:0), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/24:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C52H95N3O15P2	InChI=1S/C52H95N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h10,12,39-40,44-45,49-51,58-59H,3-9,11,13-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b12-10-/t44-,45-,49+,50?,51-/m1/s1	QAGJRAOFCHZCDG-UWTYOHRVSA-N	1063.623843			MMDBc0044213
BASm0031015	CDP-DG(16:1(11Z)/24:1(11Z))	CDP-DG(16:1(11Z)/24:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/24:1(11Z)), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/24:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C52H93N3O15P2	InChI=1S/C52H93N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h10,12,21-22,39-40,44-45,49-51,58-59H,3-9,11,13-20,23-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b12-10-,22-21-/t44-,45-,49+,50?,51-/m1/s1	XVNNRRVOMBEEFN-ZOVAKLRKSA-N	1061.608193			MMDBc0044214
BASm0031016	CDP-DG(16:1(11Z)/24:1(9Z))	CDP-DG(16:1(11Z)/24:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/24:1(9Z)), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/24:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C52H93N3O15P2	InChI=1S/C52H93N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h10,12,23-24,39-40,44-45,49-51,58-59H,3-9,11,13-22,25-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b12-10-,24-23-/t44-,45-,49+,50?,51-/m1/s1	NWQRPDZMZSYEET-ULBDYIQDSA-N	1061.608193			MMDBc0044215
BASm0031017	CDP-DG(16:1(11Z)/25:0)	CDP-DG(16:1(11Z)/25:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/25:0), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/25:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C53H97N3O15P2	InChI=1S/C53H97N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-49(58)69-45(42-66-48(57)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2)43-67-72(62,63)71-73(64,65)68-44-46-50(59)51(60)52(70-46)56-41-40-47(54)55-53(56)61/h10,12,40-41,45-46,50-52,59-60H,3-9,11,13-39,42-44H2,1-2H3,(H,62,63)(H,64,65)(H2,54,55,61)/b12-10-/t45-,46-,50+,51?,52-/m1/s1	XZSDWAPELXJTIB-NASPBFBISA-N	1077.639493			MMDBc0044216
BASm0031018	CDP-DG(16:1(11Z)/25:1(11Z))	CDP-DG(16:1(11Z)/25:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/25:1(11Z)), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/25:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C53H95N3O15P2	InChI=1S/C53H95N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-49(58)69-45(42-66-48(57)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2)43-67-72(62,63)71-73(64,65)68-44-46-50(59)51(60)52(70-46)56-41-40-47(54)55-53(56)61/h10,12,22-23,40-41,45-46,50-52,59-60H,3-9,11,13-21,24-39,42-44H2,1-2H3,(H,62,63)(H,64,65)(H2,54,55,61)/b12-10-,23-22-/t45-,46-,50+,51?,52-/m1/s1	MBEJIXAUQDUDGW-RMGLTOMRSA-N	1075.623843			MMDBc0044217
BASm0031019	CDP-DG(16:1(11Z)/25:1(9Z))	CDP-DG(16:1(11Z)/25:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/25:1(9Z)), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/25:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C53H95N3O15P2	InChI=1S/C53H95N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-49(58)69-45(42-66-48(57)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2)43-67-72(62,63)71-73(64,65)68-44-46-50(59)51(60)52(70-46)56-41-40-47(54)55-53(56)61/h10,12,24-25,40-41,45-46,50-52,59-60H,3-9,11,13-23,26-39,42-44H2,1-2H3,(H,62,63)(H,64,65)(H2,54,55,61)/b12-10-,25-24-/t45-,46-,50+,51?,52-/m1/s1	CGTIZALWKTYPOX-NGHRDRTLSA-N	1075.623843			MMDBc0044218
BASm0031020	CDP-DG(16:1(11Z)/26:0)	CDP-DG(16:1(11Z)/26:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/26:0), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/26:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C54H99N3O15P2	InChI=1S/C54H99N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h10,12,41-42,46-47,51-53,60-61H,3-9,11,13-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b12-10-/t46-,47-,51+,52?,53-/m1/s1	WDALYHXMBGVYLT-MRIGDDGISA-N	1091.655143			MMDBc0044219
BASm0031021	CDP-DG(16:1(11Z)/26:1(11Z))	CDP-DG(16:1(11Z)/26:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/26:1(11Z)), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/26:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C54H97N3O15P2	InChI=1S/C54H97N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h10,12,22-23,41-42,46-47,51-53,60-61H,3-9,11,13-21,24-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b12-10-,23-22-/t46-,47-,51+,52?,53-/m1/s1	JHRPENHVZWZXPQ-BIHFRBNMSA-N	1089.639493			MMDBc0044220
BASm0031022	CDP-DG(16:1(11Z)/26:1(9Z))	CDP-DG(16:1(11Z)/26:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/26:1(9Z)), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/26:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C55H99N3O15P2	InChI=1S/C55H99N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h10,12,25-26,42-43,47-48,52-54,61-62H,3-9,11,13-24,27-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b12-10-,26-25-/t47-,48-,52+,53?,54-/m1/s1	BKRDBLZBZHSVOP-BQILGSMUSA-N	1103.655143			MMDBc0044221
BASm0031023	CDP-DG(16:1(11Z)/27:0)	CDP-DG(16:1(11Z)/27:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/27:0), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/27:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C55H101N3O15P2	InChI=1S/C55H101N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h10,12,42-43,47-48,52-54,61-62H,3-9,11,13-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b12-10-/t47-,48-,52+,53?,54-/m1/s1	OVQOUCGKVWZENZ-SJZZXKDASA-N	1105.670794			MMDBc0044222
BASm0031024	CDP-DG(16:1(11Z)/27:1(11Z))	CDP-DG(16:1(11Z)/27:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/27:1(11Z)), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/27:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C55H99N3O15P2	InChI=1S/C55H99N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h10,12,24-25,42-43,47-48,52-54,61-62H,3-9,11,13-23,26-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b12-10-,25-24-/t47-,48-,52+,53?,54-/m1/s1	OJWJTWSSVHRNRZ-DQIGHGDNSA-N	1103.655143			MMDBc0044223
BASm0031025	CDP-DG(16:1(11Z)/27:1(9Z))	CDP-DG(16:1(11Z)/27:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/27:1(9Z)), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/27:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C55H99N3O15P2	InChI=1S/C55H99N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h10,12,26-27,42-43,47-48,52-54,61-62H,3-9,11,13-25,28-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b12-10-,27-26-/t47-,48-,52+,53?,54-/m1/s1	UAKASTWDSHSGJO-WSTUVUKBSA-N	1103.655143			MMDBc0044224
BASm0031026	CDP-DG(16:1(11Z)/28:0)	CDP-DG(16:1(11Z)/28:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/28:0), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/28:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C56H103N3O15P2	InChI=1S/C56H103N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h10,12,43-44,48-49,53-55,62-63H,3-9,11,13-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b12-10-/t48-,49-,53+,54?,55-/m1/s1	VUKBOZBYSNNCPO-GJDBKCOQSA-N	1119.686444			MMDBc0044225
BASm0031027	CDP-DG(16:1(11Z)/28:1(11Z))	CDP-DG(16:1(11Z)/28:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/28:1(11Z)), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/28:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C56H101N3O15P2	InChI=1S/C56H101N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h10,12,24-25,43-44,48-49,53-55,62-63H,3-9,11,13-23,26-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b12-10-,25-24-/t48-,49-,53+,54?,55-/m1/s1	PAWPNHVKZLSMQR-UZJZJUQLSA-N	1117.670794			MMDBc0044226
BASm0031028	CDP-DG(16:1(11Z)/28:1(9Z))	CDP-DG(16:1(11Z)/28:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/28:1(9Z)), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/28:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C56H101N3O15P2	InChI=1S/C56H101N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h10,12,26-27,43-44,48-49,53-55,62-63H,3-9,11,13-25,28-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b12-10-,27-26-/t48-,49-,53+,54?,55-/m1/s1	LIBILADUYNEYDX-FTRUAFINSA-N	1117.670794			MMDBc0044227
BASm0031029	CDP-DG(16:1(11Z)/29:0)	CDP-DG(16:1(11Z)/29:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/29:0), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/29:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C57H105N3O15P2	InChI=1S/C57H105N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h10,12,44-45,49-50,54-56,63-64H,3-9,11,13-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b12-10-/t49-,50-,54+,55?,56-/m1/s1	MJUORUXZQDEZBJ-IQOMGJGYSA-N	1133.702094			MMDBc0044228
BASm0031030	CDP-DG(16:1(11Z)/30:0)	CDP-DG(16:1(11Z)/30:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(11Z)/30:0), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(11Z)/30:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C58H107N3O15P2	InChI=1S/C58H107N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h10,12,45-46,50-51,55-57,64-65H,3-9,11,13-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b12-10-/t50-,51-,55+,56?,57-/m1/s1	FCNXCEBYBNEKHV-PEEVQCEVSA-N	1147.717744			MMDBc0044229
BASm0031031	CDP-DG(16:1(9Z)/16:1(11Z))	CDP-DG(16:1(9Z)/16:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/16:1(11Z)), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/16:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCC	C44H77N3O15P2	InChI=1S/C44H77N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-39(48)57-33-36(60-40(49)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h10,12-13,15,31-32,36-37,41-43,50-51H,3-9,11,14,16-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/b12-10-,15-13-/t36-,37-,41+,42?,43-/m1/s1	VRBZEPGRWOVRFH-PMEZWSMFSA-N	949.4829928			MMDBc0044230
BASm0031032	CDP-DG(16:1(9Z)/18:1(11Z))	CDP-DG(16:1(9Z)/18:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/18:1(11Z)), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/18:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C46H81N3O15P2	InChI=1S/C46H81N3O15P2/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h13-16,33-34,38-39,43-45,52-53H,3-12,17-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b15-13-,16-14-/t38-,39-,43+,44?,45-/m1/s1	YOVNZDXBUXIJEK-HOXHGPEGSA-N	977.5142929			MMDBc0044231
BASm0031033	CDP-DG(16:1(9Z)/20:0)	CDP-DG(16:1(9Z)/20:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/20:0), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/20:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCC	C48H87N3O15P2	InChI=1S/C48H87N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-44(53)64-40(37-61-43(52)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h14,16,35-36,40-41,45-47,54-55H,3-13,15,17-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b16-14-/t40-,41-,45+,46?,47-/m1/s1	XTQPOAMFNGJUKP-DNLPIHBOSA-N	1007.561243			MMDBc0044232
BASm0031034	CDP-DG(16:1(9Z)/20:1(11Z))	CDP-DG(16:1(9Z)/20:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/20:1(11Z)), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/20:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C48H85N3O15P2	InChI=1S/C48H85N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-44(53)64-40(37-61-43(52)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h14,16-18,35-36,40-41,45-47,54-55H,3-13,15,19-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b16-14-,18-17-/t40-,41-,45+,46?,47-/m1/s1	KCHLXWTYGPAQNM-ZQVAETPCSA-N	1005.545593			MMDBc0044233
BASm0031035	CDP-DG(16:1(9Z)/20:1(13Z))	CDP-DG(16:1(9Z)/20:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/20:1(13Z)), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/20:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C48H85N3O15P2	InChI=1S/C48H85N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-44(53)64-40(37-61-43(52)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h13-16,35-36,40-41,45-47,54-55H,3-12,17-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b15-13-,16-14-/t40-,41-,45+,46?,47-/m1/s1	ZFLACPRSIWKREH-PYYNXHAWSA-N	1005.545593			MMDBc0044234
BASm0031036	CDP-DG(16:1(9Z)/22:0)	CDP-DG(16:1(9Z)/22:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/22:0), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/22:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C50H91N3O15P2	InChI=1S/C50H91N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h14,16,37-38,42-43,47-49,56-57H,3-13,15,17-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b16-14-/t42-,43-,47+,48?,49-/m1/s1	GBNKOZRFWUUBPD-YRAKAHRQSA-N	1035.592543			MMDBc0044235
BASm0031037	CDP-DG(16:1(9Z)/22:1(13Z))	CDP-DG(16:1(9Z)/22:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/22:1(13Z)), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/22:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C50H89N3O15P2	InChI=1S/C50H89N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h14,16-18,37-38,42-43,47-49,56-57H,3-13,15,19-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b16-14-,18-17-/t42-,43-,47+,48?,49-/m1/s1	YRXBDJLFBUMQRF-DRCKZPHSSA-N	1033.576893			MMDBc0044236
BASm0031038	CDP-DG(16:1(9Z)/22:1(9Z))	CDP-DG(16:1(9Z)/22:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/22:1(9Z)), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/22:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C50H89N3O15P2	InChI=1S/C50H89N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h14,16,21-22,37-38,42-43,47-49,56-57H,3-13,15,17-20,23-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b16-14-,22-21-/t42-,43-,47+,48?,49-/m1/s1	AARWMJAJOZSNES-PCYGPECTSA-N	1033.576893			MMDBc0044237
BASm0031039	CDP-DG(16:1(9Z)/23:1(11Z))	CDP-DG(16:1(9Z)/23:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/23:1(11Z)), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/23:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C51H91N3O15P2	InChI=1S/C51H91N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-47(56)67-43(40-64-46(55)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2)41-65-70(60,61)69-71(62,63)66-42-44-48(57)49(58)50(68-44)54-39-38-45(52)53-51(54)59/h14,16,20-21,38-39,43-44,48-50,57-58H,3-13,15,17-19,22-37,40-42H2,1-2H3,(H,60,61)(H,62,63)(H2,52,53,59)/b16-14-,21-20-/t43-,44-,48+,49?,50-/m1/s1	FBNYZPDACOCFBB-STFHGBLUSA-N	1047.592543			MMDBc0044238
BASm0031040	CDP-DG(16:1(9Z)/23:1(9Z))	CDP-DG(16:1(9Z)/23:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/23:1(9Z)), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/23:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C51H91N3O15P2	InChI=1S/C51H91N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-47(56)67-43(40-64-46(55)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2)41-65-70(60,61)69-71(62,63)66-42-44-48(57)49(58)50(68-44)54-39-38-45(52)53-51(54)59/h14,16,22-23,38-39,43-44,48-50,57-58H,3-13,15,17-21,24-37,40-42H2,1-2H3,(H,60,61)(H,62,63)(H2,52,53,59)/b16-14-,23-22-/t43-,44-,48+,49?,50-/m1/s1	XGFFJCWTFOYFEH-WLWXEGOOSA-N	1047.592543			MMDBc0044239
BASm0031041	CDP-DG(16:1(9Z)/24:0)	CDP-DG(16:1(9Z)/24:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/24:0), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/24:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C52H95N3O15P2	InChI=1S/C52H95N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h14,16,39-40,44-45,49-51,58-59H,3-13,15,17-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b16-14-/t44-,45-,49+,50?,51-/m1/s1	IVBPFYXMNANGTK-WSLASMEGSA-N	1063.623843			MMDBc0044240
BASm0031042	CDP-DG(16:1(9Z)/24:1(11Z))	CDP-DG(16:1(9Z)/24:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/24:1(11Z)), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/24:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C52H93N3O15P2	InChI=1S/C52H93N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h14,16,21-22,39-40,44-45,49-51,58-59H,3-13,15,17-20,23-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b16-14-,22-21-/t44-,45-,49+,50?,51-/m1/s1	MGCMQXGDZRLBHI-BMWIWORXSA-N	1061.608193			MMDBc0044241
BASm0031043	CDP-DG(16:1(9Z)/24:1(9Z))	CDP-DG(16:1(9Z)/24:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/24:1(9Z)), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/24:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C52H93N3O15P2	InChI=1S/C52H93N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h14,16,23-24,39-40,44-45,49-51,58-59H,3-13,15,17-22,25-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b16-14-,24-23-/t44-,45-,49+,50?,51-/m1/s1	FLPHRSAKRWPXTB-BYTFFNRVSA-N	1061.608193			MMDBc0044242
BASm0031044	CDP-DG(16:1(9Z)/25:0)	CDP-DG(16:1(9Z)/25:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/25:0), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/25:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C53H97N3O15P2	InChI=1S/C53H97N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-49(58)69-45(42-66-48(57)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2)43-67-72(62,63)71-73(64,65)68-44-46-50(59)51(60)52(70-46)56-41-40-47(54)55-53(56)61/h14,16,40-41,45-46,50-52,59-60H,3-13,15,17-39,42-44H2,1-2H3,(H,62,63)(H,64,65)(H2,54,55,61)/b16-14-/t45-,46-,50+,51?,52-/m1/s1	LUEXMZJVYRWZRO-NVXZOACTSA-N	1077.639493			MMDBc0044243
BASm0031045	CDP-DG(16:1(9Z)/25:1(11Z))	CDP-DG(16:1(9Z)/25:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/25:1(11Z)), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/25:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C53H95N3O15P2	InChI=1S/C53H95N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-49(58)69-45(42-66-48(57)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2)43-67-72(62,63)71-73(64,65)68-44-46-50(59)51(60)52(70-46)56-41-40-47(54)55-53(56)61/h14,16,22-23,40-41,45-46,50-52,59-60H,3-13,15,17-21,24-39,42-44H2,1-2H3,(H,62,63)(H,64,65)(H2,54,55,61)/b16-14-,23-22-/t45-,46-,50+,51?,52-/m1/s1	GPFJKUNCITWTTI-ZYXZHJIISA-N	1075.623843			MMDBc0044244
BASm0031046	CDP-DG(16:1(9Z)/25:1(9Z))	CDP-DG(16:1(9Z)/25:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/25:1(9Z)), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/25:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C53H95N3O15P2	InChI=1S/C53H95N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-49(58)69-45(42-66-48(57)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2)43-67-72(62,63)71-73(64,65)68-44-46-50(59)51(60)52(70-46)56-41-40-47(54)55-53(56)61/h14,16,24-25,40-41,45-46,50-52,59-60H,3-13,15,17-23,26-39,42-44H2,1-2H3,(H,62,63)(H,64,65)(H2,54,55,61)/b16-14-,25-24-/t45-,46-,50+,51?,52-/m1/s1	FYIVMUBWGAWNIP-FMNNVQARSA-N	1075.623843			MMDBc0044245
BASm0031047	CDP-DG(16:1(9Z)/26:0)	CDP-DG(16:1(9Z)/26:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/26:0), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/26:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C54H99N3O15P2	InChI=1S/C54H99N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h14,16,41-42,46-47,51-53,60-61H,3-13,15,17-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b16-14-/t46-,47-,51+,52?,53-/m1/s1	KTFYQVNDULPIMK-QOQBGMDHSA-N	1091.655143			MMDBc0044246
BASm0031048	CDP-DG(16:1(9Z)/26:1(11Z))	CDP-DG(16:1(9Z)/26:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/26:1(11Z)), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/26:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C54H97N3O15P2	InChI=1S/C54H97N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h14,16,22-23,41-42,46-47,51-53,60-61H,3-13,15,17-21,24-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b16-14-,23-22-/t46-,47-,51+,52?,53-/m1/s1	VKUISJTVYGIPCA-RPTWEEKJSA-N	1089.639493			MMDBc0044247
BASm0031049	CDP-DG(16:1(9Z)/26:1(9Z))	CDP-DG(16:1(9Z)/26:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/26:1(9Z)), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/26:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C55H99N3O15P2	InChI=1S/C55H99N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h14,16,25-26,42-43,47-48,52-54,61-62H,3-13,15,17-24,27-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b16-14-,26-25-/t47-,48-,52+,53?,54-/m1/s1	WCLHRJLOYZHYGB-IXONLEPZSA-N	1103.655143			MMDBc0044248
BASm0031050	CDP-DG(16:1(9Z)/27:0)	CDP-DG(16:1(9Z)/27:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/27:0), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/27:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C55H101N3O15P2	InChI=1S/C55H101N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h14,16,42-43,47-48,52-54,61-62H,3-13,15,17-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b16-14-/t47-,48-,52+,53?,54-/m1/s1	MYRHTQXLQJGXOS-AKZKXXRTSA-N	1105.670794			MMDBc0044249
BASm0031051	CDP-DG(16:1(9Z)/27:1(11Z))	CDP-DG(16:1(9Z)/27:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/27:1(11Z)), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/27:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C55H99N3O15P2	InChI=1S/C55H99N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h14,16,24-25,42-43,47-48,52-54,61-62H,3-13,15,17-23,26-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b16-14-,25-24-/t47-,48-,52+,53?,54-/m1/s1	WOFVZBGMCFYASC-GPNHJALPSA-N	1103.655143			MMDBc0044250
BASm0031052	CDP-DG(16:1(9Z)/27:1(9Z))	CDP-DG(16:1(9Z)/27:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/27:1(9Z)), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/27:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C55H99N3O15P2	InChI=1S/C55H99N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h14,16,26-27,42-43,47-48,52-54,61-62H,3-13,15,17-25,28-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b16-14-,27-26-/t47-,48-,52+,53?,54-/m1/s1	PYQHXTZBXJDGPF-JFVFLGCLSA-N	1103.655143			MMDBc0044251
BASm0031053	CDP-DG(16:1(9Z)/28:0)	CDP-DG(16:1(9Z)/28:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/28:0), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/28:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C56H103N3O15P2	InChI=1S/C56H103N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h14,16,43-44,48-49,53-55,62-63H,3-13,15,17-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b16-14-/t48-,49-,53+,54?,55-/m1/s1	HWEMHUQHPJJRAA-DPJNVKQISA-N	1119.686444			MMDBc0044252
BASm0031054	CDP-DG(16:1(9Z)/28:1(11Z))	CDP-DG(16:1(9Z)/28:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/28:1(11Z)), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/28:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C56H101N3O15P2	InChI=1S/C56H101N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h14,16,24-25,43-44,48-49,53-55,62-63H,3-13,15,17-23,26-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b16-14-,25-24-/t48-,49-,53+,54?,55-/m1/s1	MPQUHUCDSZANNS-HLXHVONESA-N	1117.670794			MMDBc0044253
BASm0031055	CDP-DG(16:1(9Z)/28:1(9Z))	CDP-DG(16:1(9Z)/28:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/28:1(9Z)), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/28:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C56H101N3O15P2	InChI=1S/C56H101N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h14,16,26-27,43-44,48-49,53-55,62-63H,3-13,15,17-25,28-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b16-14-,27-26-/t48-,49-,53+,54?,55-/m1/s1	WXYCIOPHYRIAKI-KKNVUDNZSA-N	1117.670794			MMDBc0044254
BASm0031056	CDP-DG(16:1(9Z)/29:0)	CDP-DG(16:1(9Z)/29:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/29:0), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/29:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C57H105N3O15P2	InChI=1S/C57H105N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h14,16,44-45,49-50,54-56,63-64H,3-13,15,17-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b16-14-/t49-,50-,54+,55?,56-/m1/s1	KNUJLCKMXBTBOV-QDZASHCSSA-N	1133.702094			MMDBc0044255
BASm0031057	CDP-DG(16:1(9Z)/30:0)	CDP-DG(16:1(9Z)/30:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/30:0), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/30:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C58H107N3O15P2	InChI=1S/C58H107N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h14,16,45-46,50-51,55-57,64-65H,3-13,15,17-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b16-14-/t50-,51-,55+,56?,57-/m1/s1	YXZRVWVBOVYCPI-MPIINRMYSA-N	1147.717744			MMDBc0044256
BASm0031058	CDP-DG(18:0/20:0)	CDP-DG(18:0/20:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/20:0), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/20:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCC	C50H93N3O15P2	InChI=1S/C50H93N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h37-38,42-43,47-49,56-57H,3-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/t42-,43-,47+,48?,49-/m1/s1	BNCGBHLCRPFOOK-HKRBFXDCSA-N	1037.608193			MMDBc0044257
BASm0031059	CDP-DG(18:0/20:1(11Z))	CDP-DG(18:0/20:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/20:1(11Z)), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/20:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C50H91N3O15P2	InChI=1S/C50H91N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h17,19,37-38,42-43,47-49,56-57H,3-16,18,20-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b19-17-/t42-,43-,47+,48?,49-/m1/s1	KZGKYIYHVSODSM-JXXNCQJSSA-N	1035.592543			MMDBc0044258
BASm0031060	CDP-DG(18:0/20:1(13Z))	CDP-DG(18:0/20:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/20:1(13Z)), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/20:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C50H91N3O15P2	InChI=1S/C50H91N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h13,15,37-38,42-43,47-49,56-57H,3-12,14,16-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b15-13-/t42-,43-,47+,48?,49-/m1/s1	NMNKUENXHHQGFP-MEWWBGNBSA-N	1035.592543			MMDBc0044259
BASm0031061	CDP-DG(18:0/22:0)	CDP-DG(18:0/22:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/22:0), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/22:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C52H97N3O15P2	InChI=1S/C52H97N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h39-40,44-45,49-51,58-59H,3-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/t44-,45-,49+,50?,51-/m1/s1	MHWOCNGIIMJEIX-QFBGIDFLSA-N	1065.639493			MMDBc0044260
BASm0031062	CDP-DG(18:0/22:1(13Z))	CDP-DG(18:0/22:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/22:1(13Z)), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/22:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C52H95N3O15P2	InChI=1S/C52H95N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h17,19,39-40,44-45,49-51,58-59H,3-16,18,20-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b19-17-/t44-,45-,49+,50?,51-/m1/s1	RFPKHJISKCTQQK-AWKSUHCMSA-N	1063.623843			MMDBc0044261
BASm0031063	CDP-DG(18:0/22:1(9Z))	CDP-DG(18:0/22:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/22:1(9Z)), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/22:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C52H95N3O15P2	InChI=1S/C52H95N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h22,24,39-40,44-45,49-51,58-59H,3-21,23,25-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b24-22-/t44-,45-,49+,50?,51-/m1/s1	NCODTJIMTRZTNE-BAVHOJLDSA-N	1063.623843			MMDBc0044262
BASm0031064	CDP-DG(18:0/23:1(11Z))	CDP-DG(18:0/23:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/23:1(11Z)), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/23:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C53H97N3O15P2	InChI=1S/C53H97N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-37-39-49(58)69-45(42-66-48(57)38-36-34-32-30-28-26-24-18-16-14-12-10-8-6-4-2)43-67-72(62,63)71-73(64,65)68-44-46-50(59)51(60)52(70-46)56-41-40-47(54)55-53(56)61/h21-22,40-41,45-46,50-52,59-60H,3-20,23-39,42-44H2,1-2H3,(H,62,63)(H,64,65)(H2,54,55,61)/b22-21-/t45-,46-,50+,51?,52-/m1/s1	VGLADHODRSSBLX-KUOSHTGYSA-N	1077.639493			MMDBc0044263
BASm0031065	CDP-DG(18:0/23:1(9Z))	CDP-DG(18:0/23:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/23:1(9Z)), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/23:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C53H97N3O15P2	InChI=1S/C53H97N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-37-39-49(58)69-45(42-66-48(57)38-36-34-32-30-28-26-24-18-16-14-12-10-8-6-4-2)43-67-72(62,63)71-73(64,65)68-44-46-50(59)51(60)52(70-46)56-41-40-47(54)55-53(56)61/h23,25,40-41,45-46,50-52,59-60H,3-22,24,26-39,42-44H2,1-2H3,(H,62,63)(H,64,65)(H2,54,55,61)/b25-23-/t45-,46-,50+,51?,52-/m1/s1	ZHNNFDNDJRCIGM-BNVVCJNLSA-N	1077.639493			MMDBc0044264
BASm0031066	CDP-DG(18:0/24:0)	CDP-DG(18:0/24:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/24:0), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/24:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C54H101N3O15P2	InChI=1S/C54H101N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h41-42,46-47,51-53,60-61H,3-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/t46-,47-,51+,52?,53-/m1/s1	YYJYRVIJFLPAFF-FGLQMSNVSA-N	1093.670794			MMDBc0044265
BASm0031067	CDP-DG(18:0/24:1(11Z))	CDP-DG(18:0/24:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/24:1(11Z)), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/24:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C54H99N3O15P2	InChI=1S/C54H99N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h22-23,41-42,46-47,51-53,60-61H,3-21,24-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b23-22-/t46-,47-,51+,52?,53-/m1/s1	MWUXMPYHGWSLRC-MJTRKNBJSA-N	1091.655143			MMDBc0044266
BASm0031068	CDP-DG(18:0/24:1(9Z))	CDP-DG(18:0/24:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/24:1(9Z)), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/24:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C54H99N3O15P2	InChI=1S/C54H99N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h24,26,41-42,46-47,51-53,60-61H,3-23,25,27-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b26-24-/t46-,47-,51+,52?,53-/m1/s1	XVLFFTXOYZSPRI-FEFMRRQESA-N	1091.655143			MMDBc0044267
BASm0031069	CDP-DG(18:0/25:0)	CDP-DG(18:0/25:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/25:0), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/25:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C55H103N3O15P2	InChI=1S/C55H103N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h42-43,47-48,52-54,61-62H,3-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/t47-,48-,52+,53?,54-/m1/s1	GNERKWORLZFCKW-YBVBXHNASA-N	1107.686444			MMDBc0044268
BASm0031070	CDP-DG(18:0/25:1(11Z))	CDP-DG(18:0/25:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/25:1(11Z)), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/25:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C55H101N3O15P2	InChI=1S/C55H101N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h23-24,42-43,47-48,52-54,61-62H,3-22,25-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b24-23-/t47-,48-,52+,53?,54-/m1/s1	VKUOSVZOWHPYRB-XQPVKTGQSA-N	1105.670794			MMDBc0044269
BASm0031071	CDP-DG(18:0/25:1(9Z))	CDP-DG(18:0/25:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/25:1(9Z)), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/25:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C55H101N3O15P2	InChI=1S/C55H101N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h25,27,42-43,47-48,52-54,61-62H,3-24,26,28-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b27-25-/t47-,48-,52+,53?,54-/m1/s1	VMGYXNNNSBYVQV-UZOQDRLSSA-N	1105.670794			MMDBc0044270
BASm0031072	CDP-DG(18:0/26:0)	CDP-DG(18:0/26:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/26:0), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/26:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C56H105N3O15P2	InChI=1S/C56H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-29-27-18-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h43-44,48-49,53-55,62-63H,3-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/t48-,49-,53+,54?,55-/m1/s1	KFMQUXMBMKESRE-CKZKIYGOSA-N	1121.702094			MMDBc0044271
BASm0031073	CDP-DG(18:0/26:1(11Z))	CDP-DG(18:0/26:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/26:1(11Z)), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/26:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C56H103N3O15P2	InChI=1S/C56H103N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-29-27-18-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h23-24,43-44,48-49,53-55,62-63H,3-22,25-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b24-23-/t48-,49-,53+,54?,55-/m1/s1	JJJRWWYWHCYZFG-BBYDLGPASA-N	1119.686444			MMDBc0044272
BASm0031074	CDP-DG(18:0/26:1(9Z))	CDP-DG(18:0/26:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/26:1(9Z)), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/26:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C57H105N3O15P2	InChI=1S/C57H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h26-27,44-45,49-50,54-56,63-64H,3-25,28-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b27-26-/t49-,50-,54+,55?,56-/m1/s1	JZUQFIZTVCAJMF-QXWHBBCWSA-N	1133.702094			MMDBc0044273
BASm0031075	CDP-DG(18:0/27:0)	CDP-DG(18:0/27:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/27:0), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/27:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C57H107N3O15P2	InChI=1S/C57H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h44-45,49-50,54-56,63-64H,3-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/t49-,50-,54+,55?,56-/m1/s1	FJVWBMFLAHWWLO-MDZYJKDWSA-N	1135.717744			MMDBc0044274
BASm0031076	CDP-DG(18:0/27:1(11Z))	CDP-DG(18:0/27:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/27:1(11Z)), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/27:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C57H105N3O15P2	InChI=1S/C57H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h25-26,44-45,49-50,54-56,63-64H,3-24,27-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b26-25-/t49-,50-,54+,55?,56-/m1/s1	CWCPDBGYUPZBPU-JATUISGPSA-N	1133.702094			MMDBc0044275
BASm0031077	CDP-DG(18:0/27:1(9Z))	CDP-DG(18:0/27:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/27:1(9Z)), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/27:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C57H105N3O15P2	InChI=1S/C57H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h27,29,44-45,49-50,54-56,63-64H,3-26,28,30-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b29-27-/t49-,50-,54+,55?,56-/m1/s1	XKNNYGDSFJPSID-JRJCXHBASA-N	1133.702094			MMDBc0044276
BASm0031078	CDP-DG(18:0/28:0)	CDP-DG(18:0/28:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/28:0), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/28:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C58H109N3O15P2	InChI=1S/C58H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h45-46,50-51,55-57,64-65H,3-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/t50-,51-,55+,56?,57-/m1/s1	DVSSFFKSTFNNQU-VTIUKZERSA-N	1149.733394			MMDBc0044277
BASm0031079	CDP-DG(18:0/28:1(11Z))	CDP-DG(18:0/28:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/28:1(11Z)), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/28:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C58H107N3O15P2	InChI=1S/C58H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h25-26,45-46,50-51,55-57,64-65H,3-24,27-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b26-25-/t50-,51-,55+,56?,57-/m1/s1	HTJSYYKVUWLLEU-DYKDUJAMSA-N	1147.717744			MMDBc0044278
BASm0031080	CDP-DG(18:0/28:1(9Z))	CDP-DG(18:0/28:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/28:1(9Z)), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/28:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C58H107N3O15P2	InChI=1S/C58H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h27-28,45-46,50-51,55-57,64-65H,3-26,29-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b28-27-/t50-,51-,55+,56?,57-/m1/s1	JFGKJMJDMMTXMM-KEIUMFCESA-N	1147.717744			MMDBc0044279
BASm0031081	CDP-DG(18:0/29:0)	CDP-DG(18:0/29:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/29:0), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/29:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C59H111N3O15P2	InChI=1S/C59H111N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h46-47,51-52,56-58,65-66H,3-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/t51-,52-,56+,57?,58-/m1/s1	AQBJNSLBQRCZQN-XZLPPLGBSA-N	1163.749044			MMDBc0044280
BASm0031082	CDP-DG(18:0/30:0)	CDP-DG(18:0/30:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/30:0), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/30:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C60H113N3O15P2	InChI=1S/C60H113N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-56(65)76-52(49-73-55(64)45-43-41-39-37-35-33-31-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h47-48,52-53,57-59,66-67H,3-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/t52-,53-,57+,58?,59-/m1/s1	HQUQKOZJDORODD-SDRJCHSQSA-N	1177.764694			MMDBc0044281
BASm0031083	CDP-DG(18:1(11Z)/20:0)	CDP-DG(18:1(11Z)/20:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(11Z)/20:0), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/20:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCC	C50H91N3O15P2	InChI=1S/C50H91N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h14,16,37-38,42-43,47-49,56-57H,3-13,15,17-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b16-14-/t42-,43-,47+,48?,49-/m1/s1	LUTNFZPVHWGNHZ-YRAKAHRQSA-N	1035.592543			MMDBc0044282
BASm0031084	CDP-DG(18:1(11Z)/20:1(11Z))	CDP-DG(18:1(11Z)/20:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(11Z)/20:1(11Z)), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/20:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C50H89N3O15P2	InChI=1S/C50H89N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h14,16-17,19,37-38,42-43,47-49,56-57H,3-13,15,18,20-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b16-14-,19-17-/t42-,43-,47+,48?,49-/m1/s1	HKJRBAZVZFNUOB-OIXJQBQZSA-N	1033.576893			MMDBc0044283
BASm0031085	CDP-DG(18:1(11Z)/20:1(13Z))	CDP-DG(18:1(11Z)/20:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(11Z)/20:1(13Z)), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/20:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C50H89N3O15P2	InChI=1S/C50H89N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h13-16,37-38,42-43,47-49,56-57H,3-12,17-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b15-13-,16-14-/t42-,43-,47+,48?,49-/m1/s1	IBAFHQJEHRJJGL-NZBFKBKWSA-N	1033.576893			MMDBc0044284
BASm0031086	CDP-DG(18:1(11Z)/22:0)	CDP-DG(18:1(11Z)/22:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(11Z)/22:0), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/22:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C52H95N3O15P2	InChI=1S/C52H95N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h14,16,39-40,44-45,49-51,58-59H,3-13,15,17-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b16-14-/t44-,45-,49+,50?,51-/m1/s1	GENYRKKRQGSLLP-WSLASMEGSA-N	1063.623843			MMDBc0044285
BASm0031087	CDP-DG(18:1(11Z)/22:1(13Z))	CDP-DG(18:1(11Z)/22:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(11Z)/22:1(13Z)), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/22:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C52H93N3O15P2	InChI=1S/C52H93N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h14,16-17,19,39-40,44-45,49-51,58-59H,3-13,15,18,20-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b16-14-,19-17-/t44-,45-,49+,50?,51-/m1/s1	UTUWHPMJUSKBSH-XCWKLEJHSA-N	1061.608193			MMDBc0044286
BASm0031088	CDP-DG(18:1(11Z)/22:1(9Z))	CDP-DG(18:1(11Z)/22:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(11Z)/22:1(9Z)), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/22:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C52H93N3O15P2	InChI=1S/C52H93N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h14,16,22,24,39-40,44-45,49-51,58-59H,3-13,15,17-21,23,25-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b16-14-,24-22-/t44-,45-,49+,50?,51-/m1/s1	LYTLAVMBPFSTMJ-DBISRKEHSA-N	1061.608193			MMDBc0044287
BASm0031089	CDP-DG(18:1(11Z)/23:1(11Z))	CDP-DG(18:1(11Z)/23:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(11Z)/23:1(11Z)), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/23:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C53H95N3O15P2	InChI=1S/C53H95N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-37-39-49(58)69-45(42-66-48(57)38-36-34-32-30-28-26-24-18-16-14-12-10-8-6-4-2)43-67-72(62,63)71-73(64,65)68-44-46-50(59)51(60)52(70-46)56-41-40-47(54)55-53(56)61/h14,16,21-22,40-41,45-46,50-52,59-60H,3-13,15,17-20,23-39,42-44H2,1-2H3,(H,62,63)(H,64,65)(H2,54,55,61)/b16-14-,22-21-/t45-,46-,50+,51?,52-/m1/s1	UCNMMZAKJHAUAS-KXTVMFGLSA-N	1075.623843			MMDBc0044288
BASm0031090	CDP-DG(18:1(11Z)/23:1(9Z))	CDP-DG(18:1(11Z)/23:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(11Z)/23:1(9Z)), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/23:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C53H95N3O15P2	InChI=1S/C53H95N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-37-39-49(58)69-45(42-66-48(57)38-36-34-32-30-28-26-24-18-16-14-12-10-8-6-4-2)43-67-72(62,63)71-73(64,65)68-44-46-50(59)51(60)52(70-46)56-41-40-47(54)55-53(56)61/h14,16,23,25,40-41,45-46,50-52,59-60H,3-13,15,17-22,24,26-39,42-44H2,1-2H3,(H,62,63)(H,64,65)(H2,54,55,61)/b16-14-,25-23-/t45-,46-,50+,51?,52-/m1/s1	SMCSLPXVGAJFBZ-MRCJLBJXSA-N	1075.623843			MMDBc0044289
BASm0031091	CDP-DG(18:1(11Z)/24:0)	CDP-DG(18:1(11Z)/24:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(11Z)/24:0), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/24:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C54H99N3O15P2	InChI=1S/C54H99N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h14,16,41-42,46-47,51-53,60-61H,3-13,15,17-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b16-14-/t46-,47-,51+,52?,53-/m1/s1	UPJNJOVTXWKIQZ-QOQBGMDHSA-N	1091.655143			MMDBc0044290
BASm0031092	CDP-DG(18:1(11Z)/24:1(11Z))	CDP-DG(18:1(11Z)/24:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(11Z)/24:1(11Z)), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/24:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C54H97N3O15P2	InChI=1S/C54H97N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h14,16,22-23,41-42,46-47,51-53,60-61H,3-13,15,17-21,24-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b16-14-,23-22-/t46-,47-,51+,52?,53-/m1/s1	BQEIXAOSRBHAFW-RPTWEEKJSA-N	1089.639493			MMDBc0044291
BASm0031093	CDP-DG(18:1(11Z)/24:1(9Z))	CDP-DG(18:1(11Z)/24:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(11Z)/24:1(9Z)), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/24:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C54H97N3O15P2	InChI=1S/C54H97N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h14,16,24,26,41-42,46-47,51-53,60-61H,3-13,15,17-23,25,27-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b16-14-,26-24-/t46-,47-,51+,52?,53-/m1/s1	UXFVQTQZRZRBMI-WRWJCURXSA-N	1089.639493			MMDBc0044292
BASm0031094	CDP-DG(18:1(11Z)/25:0)	CDP-DG(18:1(11Z)/25:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(11Z)/25:0), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/25:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C55H101N3O15P2	InChI=1S/C55H101N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h14,16,42-43,47-48,52-54,61-62H,3-13,15,17-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b16-14-/t47-,48-,52+,53?,54-/m1/s1	BNLAGRLTHGFOLO-AKZKXXRTSA-N	1105.670794			MMDBc0044293
BASm0031095	CDP-DG(18:1(11Z)/25:1(11Z))	CDP-DG(18:1(11Z)/25:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(11Z)/25:1(11Z)), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/25:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C55H99N3O15P2	InChI=1S/C55H99N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h14,16,23-24,42-43,47-48,52-54,61-62H,3-13,15,17-22,25-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b16-14-,24-23-/t47-,48-,52+,53?,54-/m1/s1	PPFYYJOLZFABIL-DXQAQBIRSA-N	1103.655143			MMDBc0044294
BASm0031096	CDP-DG(18:1(11Z)/25:1(9Z))	CDP-DG(18:1(11Z)/25:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(11Z)/25:1(9Z)), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/25:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C55H99N3O15P2	InChI=1S/C55H99N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h14,16,25,27,42-43,47-48,52-54,61-62H,3-13,15,17-24,26,28-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b16-14-,27-25-/t47-,48-,52+,53?,54-/m1/s1	UKHHUFZFOJHDRH-PZEPCNIXSA-N	1103.655143			MMDBc0044295
BASm0031097	CDP-DG(18:1(11Z)/26:0)	CDP-DG(18:1(11Z)/26:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(11Z)/26:0), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/26:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C56H103N3O15P2	InChI=1S/C56H103N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-29-27-18-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h14,16,43-44,48-49,53-55,62-63H,3-13,15,17-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b16-14-/t48-,49-,53+,54?,55-/m1/s1	FLYNBMFAHDTLAC-DPJNVKQISA-N	1119.686444			MMDBc0044296
BASm0031098	CDP-DG(18:1(11Z)/26:1(11Z))	CDP-DG(18:1(11Z)/26:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(11Z)/26:1(11Z)), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/26:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C56H101N3O15P2	InChI=1S/C56H101N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-29-27-18-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h14,16,23-24,43-44,48-49,53-55,62-63H,3-13,15,17-22,25-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b16-14-,24-23-/t48-,49-,53+,54?,55-/m1/s1	MWDJPVNKOYAGDR-UAGFDXIHSA-N	1117.670794			MMDBc0044297
BASm0031099	CDP-DG(18:1(11Z)/26:1(9Z))	CDP-DG(18:1(11Z)/26:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(11Z)/26:1(9Z)), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/26:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C57H103N3O15P2	InChI=1S/C57H103N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h14,16,26-27,44-45,49-50,54-56,63-64H,3-13,15,17-25,28-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b16-14-,27-26-/t49-,50-,54+,55?,56-/m1/s1	XATZQUXUJIWNQJ-QLFSNXFTSA-N	1131.686444			MMDBc0044298
BASm0031100	CDP-DG(18:1(11Z)/27:0)	CDP-DG(18:1(11Z)/27:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(11Z)/27:0), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/27:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C57H105N3O15P2	InChI=1S/C57H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h14,16,44-45,49-50,54-56,63-64H,3-13,15,17-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b16-14-/t49-,50-,54+,55?,56-/m1/s1	HMMYXMGJNSCKSI-QDZASHCSSA-N	1133.702094			MMDBc0044299
BASm0031101	CDP-DG(18:1(11Z)/27:1(11Z))	CDP-DG(18:1(11Z)/27:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(11Z)/27:1(11Z)), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/27:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C57H103N3O15P2	InChI=1S/C57H103N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h14,16,25-26,44-45,49-50,54-56,63-64H,3-13,15,17-24,27-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b16-14-,26-25-/t49-,50-,54+,55?,56-/m1/s1	FFEIAWRLBIKJCX-ONOCWVQJSA-N	1131.686444			MMDBc0044300
BASm0031102	CDP-DG(18:1(11Z)/27:1(9Z))	CDP-DG(18:1(11Z)/27:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(11Z)/27:1(9Z)), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/27:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C57H103N3O15P2	InChI=1S/C57H103N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h14,16,27,29,44-45,49-50,54-56,63-64H,3-13,15,17-26,28,30-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b16-14-,29-27-/t49-,50-,54+,55?,56-/m1/s1	AWRIALAPBNJHEH-PWUSYOGESA-N	1131.686444			MMDBc0044301
BASm0031103	CDP-DG(18:1(11Z)/28:0)	CDP-DG(18:1(11Z)/28:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(11Z)/28:0), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/28:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C58H107N3O15P2	InChI=1S/C58H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h14,16,45-46,50-51,55-57,64-65H,3-13,15,17-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b16-14-/t50-,51-,55+,56?,57-/m1/s1	WTMBIYWHVBKLCC-MPIINRMYSA-N	1147.717744			MMDBc0044302
BASm0031104	CDP-DG(18:1(11Z)/28:1(11Z))	CDP-DG(18:1(11Z)/28:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(11Z)/28:1(11Z)), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/28:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C58H105N3O15P2	InChI=1S/C58H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h14,16,25-26,45-46,50-51,55-57,64-65H,3-13,15,17-24,27-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b16-14-,26-25-/t50-,51-,55+,56?,57-/m1/s1	ATDAKORZWBYUCK-FEBWVLCKSA-N	1145.702094			MMDBc0044303
BASm0031105	CDP-DG(18:1(11Z)/28:1(9Z))	CDP-DG(18:1(11Z)/28:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(11Z)/28:1(9Z)), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/28:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C58H105N3O15P2	InChI=1S/C58H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h14,16,27-28,45-46,50-51,55-57,64-65H,3-13,15,17-26,29-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b16-14-,28-27-/t50-,51-,55+,56?,57-/m1/s1	HMFAMSKNLCBMCX-XYOFSYTGSA-N	1145.702094			MMDBc0044304
BASm0031106	CDP-DG(18:1(11Z)/29:0)	CDP-DG(18:1(11Z)/29:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(11Z)/29:0), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/29:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C59H109N3O15P2	InChI=1S/C59H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h14,16,46-47,51-52,56-58,65-66H,3-13,15,17-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b16-14-/t51-,52-,56+,57?,58-/m1/s1	AWDCQXWUIJBGCM-ABIFWKHESA-N	1161.733394			MMDBc0044305
BASm0031107	CDP-DG(18:1(11Z)/30:0)	CDP-DG(18:1(11Z)/30:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(11Z)/30:0), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/30:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C60H111N3O15P2	InChI=1S/C60H111N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-56(65)76-52(49-73-55(64)45-43-41-39-37-35-33-31-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h14,16,47-48,52-53,57-59,66-67H,3-13,15,17-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b16-14-/t52-,53-,57+,58?,59-/m1/s1	QITMFUJQRIPPPL-XMJBGFBASA-N	1175.749044			MMDBc0044306
BASm0031108	CDP-DG(18:1(9Z)/20:0)	CDP-DG(18:1(9Z)/20:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/20:0), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/20:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCC	C50H91N3O15P2	InChI=1S/C50H91N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h18,21,37-38,42-43,47-49,56-57H,3-17,19-20,22-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b21-18-/t42-,43-,47+,48?,49-/m1/s1	NEJJQULBKIZNNJ-CEINRGJGSA-N	1035.592543			MMDBc0044307
BASm0031109	CDP-DG(18:1(9Z)/20:1(11Z))	CDP-DG(18:1(9Z)/20:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/20:1(11Z)), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/20:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C50H89N3O15P2	InChI=1S/C50H89N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h17-19,21,37-38,42-43,47-49,56-57H,3-16,20,22-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b19-17-,21-18-/t42-,43-,47+,48?,49-/m1/s1	LCOBYPXNXIMBKE-HJWCRPJQSA-N	1033.576893			MMDBc0044308
BASm0031110	CDP-DG(18:1(9Z)/20:1(13Z))	CDP-DG(18:1(9Z)/20:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/20:1(13Z)), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/20:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C50H89N3O15P2	InChI=1S/C50H89N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h13,15,18,21,37-38,42-43,47-49,56-57H,3-12,14,16-17,19-20,22-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b15-13-,21-18-/t42-,43-,47+,48?,49-/m1/s1	IYQFEIFNDKKRCN-YOUHCBKLSA-N	1033.576893			MMDBc0044309
BASm0031111	CDP-DG(18:1(9Z)/22:0)	CDP-DG(18:1(9Z)/22:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/22:0), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/22:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C52H95N3O15P2	InChI=1S/C52H95N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h18,23,39-40,44-45,49-51,58-59H,3-17,19-22,24-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b23-18-/t44-,45-,49+,50?,51-/m1/s1	KYHVOULQIGGTBE-YJADFRLGSA-N	1063.623843			MMDBc0044310
BASm0031112	CDP-DG(18:1(9Z)/22:1(13Z))	CDP-DG(18:1(9Z)/22:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/22:1(13Z)), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/22:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C52H93N3O15P2	InChI=1S/C52H93N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h17-19,23,39-40,44-45,49-51,58-59H,3-16,20-22,24-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b19-17-,23-18-/t44-,45-,49+,50?,51-/m1/s1	NAPMVQCUVLNVLH-SKWLKZGHSA-N	1061.608193			MMDBc0044311
BASm0031113	CDP-DG(18:1(9Z)/22:1(9Z))	CDP-DG(18:1(9Z)/22:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/22:1(9Z)), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/22:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C52H93N3O15P2	InChI=1S/C52H93N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h18,22-24,39-40,44-45,49-51,58-59H,3-17,19-21,25-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b23-18-,24-22-/t44-,45-,49+,50?,51-/m1/s1	KPMAWLMUQZHXSU-UXPJUFNSSA-N	1061.608193			MMDBc0044312
BASm0031114	CDP-DG(18:1(9Z)/23:1(11Z))	CDP-DG(18:1(9Z)/23:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/23:1(11Z)), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/23:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C53H95N3O15P2	InChI=1S/C53H95N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-37-39-49(58)69-45(42-66-48(57)38-36-34-32-30-28-26-24-18-16-14-12-10-8-6-4-2)43-67-72(62,63)71-73(64,65)68-44-46-50(59)51(60)52(70-46)56-41-40-47(54)55-53(56)61/h18,21-22,24,40-41,45-46,50-52,59-60H,3-17,19-20,23,25-39,42-44H2,1-2H3,(H,62,63)(H,64,65)(H2,54,55,61)/b22-21-,24-18-/t45-,46-,50+,51?,52-/m1/s1	CUKDMXICEKCECN-JKNBQOAJSA-N	1075.623843			MMDBc0044313
BASm0031115	CDP-DG(18:1(9Z)/23:1(9Z))	CDP-DG(18:1(9Z)/23:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/23:1(9Z)), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/23:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C53H95N3O15P2	InChI=1S/C53H95N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-37-39-49(58)69-45(42-66-48(57)38-36-34-32-30-28-26-24-18-16-14-12-10-8-6-4-2)43-67-72(62,63)71-73(64,65)68-44-46-50(59)51(60)52(70-46)56-41-40-47(54)55-53(56)61/h18,23-25,40-41,45-46,50-52,59-60H,3-17,19-22,26-39,42-44H2,1-2H3,(H,62,63)(H,64,65)(H2,54,55,61)/b24-18-,25-23-/t45-,46-,50+,51?,52-/m1/s1	ZXWKJQYFUSXTMC-OYRUPPPESA-N	1075.623843			MMDBc0044314
BASm0031116	CDP-DG(18:1(9Z)/24:0)	CDP-DG(18:1(9Z)/24:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/24:0), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/24:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C54H99N3O15P2	InChI=1S/C54H99N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h18,25,41-42,46-47,51-53,60-61H,3-17,19-24,26-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b25-18-/t46-,47-,51+,52?,53-/m1/s1	HFBPIJQZGPMYDE-QJEXKFDKSA-N	1091.655143			MMDBc0044315
BASm0031117	CDP-DG(18:1(9Z)/24:1(11Z))	CDP-DG(18:1(9Z)/24:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/24:1(11Z)), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/24:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C54H97N3O15P2	InChI=1S/C54H97N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h18,22-23,25,41-42,46-47,51-53,60-61H,3-17,19-21,24,26-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b23-22-,25-18-/t46-,47-,51+,52?,53-/m1/s1	HSTZSHPMLVDMQL-PMIZNXNOSA-N	1089.639493			MMDBc0044316
BASm0031118	CDP-DG(18:1(9Z)/24:1(9Z))	CDP-DG(18:1(9Z)/24:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/24:1(9Z)), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/24:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C54H97N3O15P2	InChI=1S/C54H97N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h18,24-26,41-42,46-47,51-53,60-61H,3-17,19-23,27-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b25-18-,26-24-/t46-,47-,51+,52?,53-/m1/s1	YRWJMYSJGQIDER-ZQKGOOMWSA-N	1089.639493			MMDBc0044317
BASm0031119	CDP-DG(18:1(9Z)/25:0)	CDP-DG(18:1(9Z)/25:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/25:0), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/25:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C55H101N3O15P2	InChI=1S/C55H101N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h18,26,42-43,47-48,52-54,61-62H,3-17,19-25,27-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b26-18-/t47-,48-,52+,53?,54-/m1/s1	ISKQCRWRYQLQPO-YMONIALLSA-N	1105.670794			MMDBc0044318
BASm0031120	CDP-DG(18:1(9Z)/25:1(11Z))	CDP-DG(18:1(9Z)/25:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/25:1(11Z)), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/25:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C55H99N3O15P2	InChI=1S/C55H99N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h18,23-24,26,42-43,47-48,52-54,61-62H,3-17,19-22,25,27-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b24-23-,26-18-/t47-,48-,52+,53?,54-/m1/s1	BDLHVESUANWGTP-WGROYRRMSA-N	1103.655143			MMDBc0044319
BASm0031121	CDP-DG(18:1(9Z)/25:1(9Z))	CDP-DG(18:1(9Z)/25:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/25:1(9Z)), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/25:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C55H99N3O15P2	InChI=1S/C55H99N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h18,25-27,42-43,47-48,52-54,61-62H,3-17,19-24,28-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b26-18-,27-25-/t47-,48-,52+,53?,54-/m1/s1	UWQDVXMDUNYORN-AOZCRGMMSA-N	1103.655143			MMDBc0044320
BASm0031122	CDP-DG(18:1(9Z)/26:0)	CDP-DG(18:1(9Z)/26:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/26:0), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/26:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C56H103N3O15P2	InChI=1S/C56H103N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-29-27-18-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h18,27,43-44,48-49,53-55,62-63H,3-17,19-26,28-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b27-18-/t48-,49-,53+,54?,55-/m1/s1	YHTMCGONWUDQAD-FPTLCANNSA-N	1119.686444			MMDBc0044321
BASm0031123	CDP-DG(18:1(9Z)/26:1(11Z))	CDP-DG(18:1(9Z)/26:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/26:1(11Z)), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/26:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C56H101N3O15P2	InChI=1S/C56H101N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-29-27-18-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h18,23-24,27,43-44,48-49,53-55,62-63H,3-17,19-22,25-26,28-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b24-23-,27-18-/t48-,49-,53+,54?,55-/m1/s1	PLQSDKLTUMHYHP-RNIISKAKSA-N	1117.670794			MMDBc0044322
BASm0031124	CDP-DG(18:1(9Z)/26:1(9Z))	CDP-DG(18:1(9Z)/26:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/26:1(9Z)), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/26:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C57H103N3O15P2	InChI=1S/C57H103N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h18,26-28,44-45,49-50,54-56,63-64H,3-17,19-25,29-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b27-26-,28-18-/t49-,50-,54+,55?,56-/m1/s1	ASBCVOKZJKAWRB-SUBQJBKPSA-N	1131.686444			MMDBc0044323
BASm0031125	CDP-DG(18:1(9Z)/27:0)	CDP-DG(18:1(9Z)/27:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/27:0), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/27:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C57H105N3O15P2	InChI=1S/C57H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h18,28,44-45,49-50,54-56,63-64H,3-17,19-27,29-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b28-18-/t49-,50-,54+,55?,56-/m1/s1	DNPYOZKYBWBRRC-JRPDSNJISA-N	1133.702094			MMDBc0044324
BASm0031126	CDP-DG(18:1(9Z)/27:1(11Z))	CDP-DG(18:1(9Z)/27:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/27:1(11Z)), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/27:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C57H103N3O15P2	InChI=1S/C57H103N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h18,25-26,28,44-45,49-50,54-56,63-64H,3-17,19-24,27,29-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b26-25-,28-18-/t49-,50-,54+,55?,56-/m1/s1	XOSZQAHGKHPPSE-NMANGSSESA-N	1131.686444			MMDBc0044325
BASm0031127	CDP-DG(18:1(9Z)/27:1(9Z))	CDP-DG(18:1(9Z)/27:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/27:1(9Z)), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/27:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C57H103N3O15P2	InChI=1S/C57H103N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h18,27-29,44-45,49-50,54-56,63-64H,3-17,19-26,30-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b28-18-,29-27-/t49-,50-,54+,55?,56-/m1/s1	LTSYWKPXQGUFHR-CCTDNBDNSA-N	1131.686444			MMDBc0044326
BASm0031128	CDP-DG(18:1(9Z)/28:0)	CDP-DG(18:1(9Z)/28:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/28:0), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/28:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C58H107N3O15P2	InChI=1S/C58H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h18,29,45-46,50-51,55-57,64-65H,3-17,19-28,30-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b29-18-/t50-,51-,55+,56?,57-/m1/s1	YDKQJFRRRZOYLD-CKALZMEZSA-N	1147.717744			MMDBc0044327
BASm0031129	CDP-DG(18:1(9Z)/28:1(11Z))	CDP-DG(18:1(9Z)/28:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/28:1(11Z)), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/28:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C58H105N3O15P2	InChI=1S/C58H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h18,25-26,29,45-46,50-51,55-57,64-65H,3-17,19-24,27-28,30-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b26-25-,29-18-/t50-,51-,55+,56?,57-/m1/s1	YENPSKQBNVVKQS-VTGGCRESSA-N	1145.702094			MMDBc0044328
BASm0031130	CDP-DG(18:1(9Z)/28:1(9Z))	CDP-DG(18:1(9Z)/28:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/28:1(9Z)), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/28:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C58H105N3O15P2	InChI=1S/C58H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h18,27-29,45-46,50-51,55-57,64-65H,3-17,19-26,30-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b28-27-,29-18-/t50-,51-,55+,56?,57-/m1/s1	NFTPBPKTXYSKMP-YZBWPOKQSA-N	1145.702094			MMDBc0044329
BASm0031131	CDP-DG(18:1(9Z)/29:0)	CDP-DG(18:1(9Z)/29:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/29:0), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/29:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C59H109N3O15P2	InChI=1S/C59H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h18,30,46-47,51-52,56-58,65-66H,3-17,19-29,31-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b30-18-/t51-,52-,56+,57?,58-/m1/s1	LBKQWVHFLJVCRZ-XMDJJVLUSA-N	1161.733394			MMDBc0044330
BASm0031132	CDP-DG(18:1(9Z)/30:0)	CDP-DG(18:1(9Z)/30:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/30:0), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/30:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C60H111N3O15P2	InChI=1S/C60H111N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-56(65)76-52(49-73-55(64)45-43-41-39-37-35-33-31-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h18,31,47-48,52-53,57-59,66-67H,3-17,19-30,32-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b31-18-/t52-,53-,57+,58?,59-/m1/s1	FHRFFFYQMHHKII-HCWMCIQKSA-N	1175.749044			MMDBc0044331
BASm0031133	CDP-DG(20:0/20:0)	CDP-DG(20:0/20:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/20:0), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/20:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCC	C52H97N3O15P2	InChI=1S/C52H97N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-47(56)65-41-44(68-48(57)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h39-40,44-45,49-51,58-59H,3-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/t44-,45-,49+,50?,51-/m1/s1	XXGXMCIENMFQDE-QFBGIDFLSA-N	1065.639493			MMDBc0044332
BASm0031134	CDP-DG(20:0/20:1(11Z))	CDP-DG(20:0/20:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/20:1(11Z)), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/20:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C52H95N3O15P2	InChI=1S/C52H95N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-47(56)65-41-44(68-48(57)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h18,20,39-40,44-45,49-51,58-59H,3-17,19,21-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b20-18-/t44-,45-,49+,50?,51-/m1/s1	XIICIFBNANHCRF-FTNSPHLZSA-N	1063.623843			MMDBc0044333
BASm0031135	CDP-DG(20:0/20:1(13Z))	CDP-DG(20:0/20:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/20:1(13Z)), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/20:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C52H95N3O15P2	InChI=1S/C52H95N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-47(56)65-41-44(68-48(57)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h14,16,39-40,44-45,49-51,58-59H,3-13,15,17-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b16-14-/t44-,45-,49+,50?,51-/m1/s1	RLEMXWRYLWFAAW-WSLASMEGSA-N	1063.623843			MMDBc0044334
BASm0031136	CDP-DG(20:0/22:0)	CDP-DG(20:0/22:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/22:0), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/22:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C54H101N3O15P2	InChI=1S/C54H101N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h41-42,46-47,51-53,60-61H,3-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/t46-,47-,51+,52?,53-/m1/s1	PCLNSBCSQXFRQI-FGLQMSNVSA-N	1093.670794			MMDBc0044335
BASm0031137	CDP-DG(20:0/22:1(13Z))	CDP-DG(20:0/22:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/22:1(13Z)), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/22:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C54H99N3O15P2	InChI=1S/C54H99N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h17,19,41-42,46-47,51-53,60-61H,3-16,18,20-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b19-17-/t46-,47-,51+,52?,53-/m1/s1	HZBCXIWDZNFMKW-PSWBJAAKSA-N	1091.655143			MMDBc0044336
BASm0031138	CDP-DG(20:0/22:1(9Z))	CDP-DG(20:0/22:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/22:1(9Z)), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/22:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C54H99N3O15P2	InChI=1S/C54H99N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h24,26,41-42,46-47,51-53,60-61H,3-23,25,27-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b26-24-/t46-,47-,51+,52?,53-/m1/s1	SLOOKHQYLONBBX-FEFMRRQESA-N	1091.655143			MMDBc0044337
BASm0031139	CDP-DG(20:0/23:1(11Z))	CDP-DG(20:0/23:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/23:1(11Z)), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/23:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C55H101N3O15P2	InChI=1S/C55H101N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-25-27-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-28-26-24-20-18-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h22-23,42-43,47-48,52-54,61-62H,3-21,24-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b23-22-/t47-,48-,52+,53?,54-/m1/s1	YSDDQNQJJFSXOW-KMWIMCCASA-N	1105.670794			MMDBc0044338
BASm0031140	CDP-DG(20:0/23:1(9Z))	CDP-DG(20:0/23:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/23:1(9Z)), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/23:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C55H101N3O15P2	InChI=1S/C55H101N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-25-27-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-28-26-24-20-18-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h25,27,42-43,47-48,52-54,61-62H,3-24,26,28-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b27-25-/t47-,48-,52+,53?,54-/m1/s1	KUAWJIKVDHEIJO-UZOQDRLSSA-N	1105.670794			MMDBc0044339
BASm0031141	CDP-DG(20:0/24:0)	CDP-DG(20:0/24:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/24:0), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/24:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C56H105N3O15P2	InChI=1S/C56H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h43-44,48-49,53-55,62-63H,3-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/t48-,49-,53+,54?,55-/m1/s1	PJQJEBLJAVXSMW-CKZKIYGOSA-N	1121.702094			MMDBc0044340
BASm0031142	CDP-DG(20:0/24:1(11Z))	CDP-DG(20:0/24:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/24:1(11Z)), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/24:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C56H103N3O15P2	InChI=1S/C56H103N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h23-24,43-44,48-49,53-55,62-63H,3-22,25-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b24-23-/t48-,49-,53+,54?,55-/m1/s1	RPJGVSGDIWDMAU-BBYDLGPASA-N	1119.686444			MMDBc0044341
BASm0031143	CDP-DG(20:0/24:1(9Z))	CDP-DG(20:0/24:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/24:1(9Z)), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/24:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C56H103N3O15P2	InChI=1S/C56H103N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h26,28,43-44,48-49,53-55,62-63H,3-25,27,29-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b28-26-/t48-,49-,53+,54?,55-/m1/s1	GEUIQJLEPFBOSX-KHXPFIJUSA-N	1119.686444			MMDBc0044342
BASm0031144	CDP-DG(20:0/25:0)	CDP-DG(20:0/25:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/25:0), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/25:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C57H107N3O15P2	InChI=1S/C57H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h44-45,49-50,54-56,63-64H,3-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/t49-,50-,54+,55?,56-/m1/s1	ABBOCIUFXUGUQE-MDZYJKDWSA-N	1135.717744			MMDBc0044343
BASm0031145	CDP-DG(20:0/25:1(11Z))	CDP-DG(20:0/25:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/25:1(11Z)), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/25:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C57H105N3O15P2	InChI=1S/C57H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h24-25,44-45,49-50,54-56,63-64H,3-23,26-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b25-24-/t49-,50-,54+,55?,56-/m1/s1	WVELWCSDSXWJQB-PBZYRMCMSA-N	1133.702094			MMDBc0044344
BASm0031146	CDP-DG(20:0/25:1(9Z))	CDP-DG(20:0/25:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/25:1(9Z)), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/25:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C57H105N3O15P2	InChI=1S/C57H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h27,29,44-45,49-50,54-56,63-64H,3-26,28,30-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b29-27-/t49-,50-,54+,55?,56-/m1/s1	GWFUWWWEMORCPP-JRJCXHBASA-N	1133.702094			MMDBc0044345
BASm0031147	CDP-DG(20:0/26:0)	CDP-DG(20:0/26:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/26:0), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/26:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C58H109N3O15P2	InChI=1S/C58H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-28-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-29-27-20-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h45-46,50-51,55-57,64-65H,3-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/t50-,51-,55+,56?,57-/m1/s1	FHIODMGUBOIRJG-VTIUKZERSA-N	1149.733394			MMDBc0044346
BASm0031148	CDP-DG(20:0/26:1(11Z))	CDP-DG(20:0/26:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/26:1(11Z)), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/26:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C58H107N3O15P2	InChI=1S/C58H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-28-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-29-27-20-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h24-25,45-46,50-51,55-57,64-65H,3-23,26-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b25-24-/t50-,51-,55+,56?,57-/m1/s1	UKUZNLUJLBLMKW-OYQRFBMVSA-N	1147.717744			MMDBc0044347
BASm0031149	CDP-DG(20:0/26:1(9Z))	CDP-DG(20:0/26:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/26:1(9Z)), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/26:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C59H109N3O15P2	InChI=1S/C59H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h27,29,46-47,51-52,56-58,65-66H,3-26,28,30-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b29-27-/t51-,52-,56+,57?,58-/m1/s1	SWKLOLLSGRUQMB-OKCGUFQJSA-N	1161.733394			MMDBc0044348
BASm0031150	CDP-DG(20:0/27:0)	CDP-DG(20:0/27:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/27:0), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/27:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C59H111N3O15P2	InChI=1S/C59H111N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h46-47,51-52,56-58,65-66H,3-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/t51-,52-,56+,57?,58-/m1/s1	DJRVFSKNHDQOGU-XZLPPLGBSA-N	1163.749044			MMDBc0044349
BASm0031151	CDP-DG(20:0/27:1(11Z))	CDP-DG(20:0/27:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/27:1(11Z)), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/27:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C59H109N3O15P2	InChI=1S/C59H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h26-27,46-47,51-52,56-58,65-66H,3-25,28-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b27-26-/t51-,52-,56+,57?,58-/m1/s1	TWUIRELWWLUJHN-DIRHHPLESA-N	1161.733394			MMDBc0044350
BASm0031152	CDP-DG(20:0/27:1(9Z))	CDP-DG(20:0/27:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/27:1(9Z)), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/27:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C59H109N3O15P2	InChI=1S/C59H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h29,31,46-47,51-52,56-58,65-66H,3-28,30,32-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b31-29-/t51-,52-,56+,57?,58-/m1/s1	BXQIPCGKNDWTTC-VTLTTXOYSA-N	1161.733394			MMDBc0044351
BASm0031153	CDP-DG(20:0/28:0)	CDP-DG(20:0/28:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/28:0), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/28:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C60H113N3O15P2	InChI=1S/C60H113N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-56(65)76-52(49-73-55(64)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h47-48,52-53,57-59,66-67H,3-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/t52-,53-,57+,58?,59-/m1/s1	JUVWXGVIEVAXGM-SDRJCHSQSA-N	1177.764694			MMDBc0044352
BASm0031154	CDP-DG(20:0/28:1(11Z))	CDP-DG(20:0/28:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/28:1(11Z)), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/28:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C60H111N3O15P2	InChI=1S/C60H111N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-56(65)76-52(49-73-55(64)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h26-27,47-48,52-53,57-59,66-67H,3-25,28-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b27-26-/t52-,53-,57+,58?,59-/m1/s1	VZJCJVGNLSTDMT-OEIFJQQOSA-N	1175.749044			MMDBc0044353
BASm0031155	CDP-DG(20:0/28:1(9Z))	CDP-DG(20:0/28:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/28:1(9Z)), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/28:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C60H111N3O15P2	InChI=1S/C60H111N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-56(65)76-52(49-73-55(64)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h28,30,47-48,52-53,57-59,66-67H,3-27,29,31-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b30-28-/t52-,53-,57+,58?,59-/m1/s1	VVXGKVGFCZVEQW-OLMKOKRKSA-N	1175.749044			MMDBc0044354
BASm0031156	CDP-DG(20:0/30:0)	CDP-DG(20:0/30:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/30:0), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/30:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C62H117N3O15P2	InChI=1S/C62H117N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-58(67)78-54(51-75-57(66)47-45-43-41-39-37-35-33-31-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h49-50,54-55,59-61,68-69H,3-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/t54-,55-,59+,60?,61-/m1/s1	QOEDTIAWCKUZIO-OCGHGYNOSA-N	1205.795994			MMDBc0044355
BASm0031157	CDP-DG(20:1(11Z)/20:1(11Z))	CDP-DG(20:1(11Z)/20:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(11Z)/20:1(11Z)), in particular, consists of two 11Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(11Z)/20:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C52H93N3O15P2	InChI=1S/C52H93N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-47(56)65-41-44(68-48(57)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h17-20,39-40,44-45,49-51,58-59H,3-16,21-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b19-17-,20-18-/t44-,45-,49+,50?,51-/m1/s1	PRGBTDMUACURGK-ZWBOUAFASA-N	1061.608193			MMDBc0044356
BASm0031158	CDP-DG(20:1(11Z)/20:1(13Z))	CDP-DG(20:1(11Z)/20:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(11Z)/20:1(13Z)), in particular, consists of two 11Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(11Z)/20:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C52H93N3O15P2	InChI=1S/C52H93N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-47(56)65-41-44(68-48(57)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h14,16-17,19,39-40,44-45,49-51,58-59H,3-13,15,18,20-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b16-14-,19-17-/t44-,45-,49+,50?,51-/m1/s1	RZFUVDRBDDLRAB-XCWKLEJHSA-N	1061.608193			MMDBc0044357
BASm0031159	CDP-DG(20:1(11Z)/22:0)	CDP-DG(20:1(11Z)/22:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(11Z)/22:0), in particular, consists of two 11Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(11Z)/22:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C54H99N3O15P2	InChI=1S/C54H99N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h18,20,41-42,46-47,51-53,60-61H,3-17,19,21-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b20-18-/t46-,47-,51+,52?,53-/m1/s1	KCRLAECPQVLZKI-AJILPMAASA-N	1091.655143			MMDBc0044358
BASm0031160	CDP-DG(20:1(11Z)/22:1(13Z))	CDP-DG(20:1(11Z)/22:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(11Z)/22:1(13Z)), in particular, consists of two 11Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(11Z)/22:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C54H97N3O15P2	InChI=1S/C54H97N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h17-20,41-42,46-47,51-53,60-61H,3-16,21-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b19-17-,20-18-/t46-,47-,51+,52?,53-/m1/s1	VKEOBQRLGKRIKC-JFWXRJAJSA-N	1089.639493			MMDBc0044359
BASm0031161	CDP-DG(20:1(11Z)/22:1(9Z))	CDP-DG(20:1(11Z)/22:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(11Z)/22:1(9Z)), in particular, consists of two 11Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(11Z)/22:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C54H97N3O15P2	InChI=1S/C54H97N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h18,20,24,26,41-42,46-47,51-53,60-61H,3-17,19,21-23,25,27-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b20-18-,26-24-/t46-,47-,51+,52?,53-/m1/s1	DUMBCZGEOFNMKK-RDULQXDASA-N	1089.639493			MMDBc0044360
BASm0031162	CDP-DG(20:1(11Z)/23:1(11Z))	CDP-DG(20:1(11Z)/23:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(11Z)/23:1(11Z)), in particular, consists of two 11Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(11Z)/23:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C55H99N3O15P2	InChI=1S/C55H99N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-25-27-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-28-26-24-20-18-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h18,20,22-23,42-43,47-48,52-54,61-62H,3-17,19,21,24-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b20-18-,23-22-/t47-,48-,52+,53?,54-/m1/s1	IWLQRKVLTMRJPL-VHGZKKFBSA-N	1103.655143			MMDBc0044361
BASm0031163	CDP-DG(20:1(11Z)/23:1(9Z))	CDP-DG(20:1(11Z)/23:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(11Z)/23:1(9Z)), in particular, consists of two 11Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(11Z)/23:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C55H99N3O15P2	InChI=1S/C55H99N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-25-27-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-28-26-24-20-18-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h18,20,25,27,42-43,47-48,52-54,61-62H,3-17,19,21-24,26,28-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b20-18-,27-25-/t47-,48-,52+,53?,54-/m1/s1	MGMXIDLVKLPULE-ZHAFBHTNSA-N	1103.655143			MMDBc0044362
BASm0031164	CDP-DG(20:1(11Z)/24:0)	CDP-DG(20:1(11Z)/24:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(11Z)/24:0), in particular, consists of two 11Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(11Z)/24:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C56H103N3O15P2	InChI=1S/C56H103N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h18,20,43-44,48-49,53-55,62-63H,3-17,19,21-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b20-18-/t48-,49-,53+,54?,55-/m1/s1	PIYHUDBBMUQXPY-UNTPKBRYSA-N	1119.686444			MMDBc0044363
BASm0031165	CDP-DG(20:1(11Z)/24:1(11Z))	CDP-DG(20:1(11Z)/24:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(11Z)/24:1(11Z)), in particular, consists of two 11Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(11Z)/24:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C56H101N3O15P2	InChI=1S/C56H101N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h18,20,23-24,43-44,48-49,53-55,62-63H,3-17,19,21-22,25-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b20-18-,24-23-/t48-,49-,53+,54?,55-/m1/s1	LDIPLJAGEFBUME-YTABGDMKSA-N	1117.670794			MMDBc0044364
BASm0031166	CDP-DG(20:1(11Z)/24:1(9Z))	CDP-DG(20:1(11Z)/24:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(11Z)/24:1(9Z)), in particular, consists of two 11Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(11Z)/24:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C56H101N3O15P2	InChI=1S/C56H101N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h18,20,26,28,43-44,48-49,53-55,62-63H,3-17,19,21-25,27,29-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b20-18-,28-26-/t48-,49-,53+,54?,55-/m1/s1	FTFCRMGCGKDNJM-SKXLNBDGSA-N	1117.670794			MMDBc0044365
BASm0031167	CDP-DG(20:1(11Z)/25:0)	CDP-DG(20:1(11Z)/25:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(11Z)/25:0), in particular, consists of two 11Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(11Z)/25:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C57H105N3O15P2	InChI=1S/C57H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h18,20,44-45,49-50,54-56,63-64H,3-17,19,21-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b20-18-/t49-,50-,54+,55?,56-/m1/s1	CYTPQZQIHZCPPG-PZYGWAEASA-N	1133.702094			MMDBc0044366
BASm0031168	CDP-DG(20:1(11Z)/25:1(11Z))	CDP-DG(20:1(11Z)/25:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(11Z)/25:1(11Z)), in particular, consists of two 11Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(11Z)/25:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C57H103N3O15P2	InChI=1S/C57H103N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h18,20,24-25,44-45,49-50,54-56,63-64H,3-17,19,21-23,26-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b20-18-,25-24-/t49-,50-,54+,55?,56-/m1/s1	HNQMSJPBWLRVEZ-VWQIBKCWSA-N	1131.686444			MMDBc0044367
BASm0031169	CDP-DG(20:1(11Z)/25:1(9Z))	CDP-DG(20:1(11Z)/25:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(11Z)/25:1(9Z)), in particular, consists of two 11Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(11Z)/25:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C57H103N3O15P2	InChI=1S/C57H103N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h18,20,27,29,44-45,49-50,54-56,63-64H,3-17,19,21-26,28,30-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b20-18-,29-27-/t49-,50-,54+,55?,56-/m1/s1	XDADAKGKVXIUPF-BXUUSWPFSA-N	1131.686444			MMDBc0044368
BASm0031170	CDP-DG(20:1(11Z)/26:0)	CDP-DG(20:1(11Z)/26:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(11Z)/26:0), in particular, consists of two 11Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(11Z)/26:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C58H107N3O15P2	InChI=1S/C58H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-28-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-29-27-20-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h18,20,45-46,50-51,55-57,64-65H,3-17,19,21-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b20-18-/t50-,51-,55+,56?,57-/m1/s1	MBEPYFTUJKYZBZ-SOGXPFEHSA-N	1147.717744			MMDBc0044369
BASm0031171	CDP-DG(20:1(11Z)/26:1(11Z))	CDP-DG(20:1(11Z)/26:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(11Z)/26:1(11Z)), in particular, consists of two 11Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(11Z)/26:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C58H105N3O15P2	InChI=1S/C58H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-28-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-29-27-20-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h18,20,24-25,45-46,50-51,55-57,64-65H,3-17,19,21-23,26-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b20-18-,25-24-/t50-,51-,55+,56?,57-/m1/s1	KLKUOHHJQONRID-ZSHSTRQKSA-N	1145.702094			MMDBc0044370
BASm0031172	CDP-DG(20:1(11Z)/26:1(9Z))	CDP-DG(20:1(11Z)/26:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(11Z)/26:1(9Z)), in particular, consists of two 11Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(11Z)/26:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C59H107N3O15P2	InChI=1S/C59H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h18,20,27,29,46-47,51-52,56-58,65-66H,3-17,19,21-26,28,30-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b20-18-,29-27-/t51-,52-,56+,57?,58-/m1/s1	GIFYDLOEGMMIFC-YSPAVTFXSA-N	1159.717744			MMDBc0044371
BASm0031173	CDP-DG(20:1(11Z)/27:0)	CDP-DG(20:1(11Z)/27:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(11Z)/27:0), in particular, consists of two 11Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(11Z)/27:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C59H109N3O15P2	InChI=1S/C59H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h18,20,46-47,51-52,56-58,65-66H,3-17,19,21-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b20-18-/t51-,52-,56+,57?,58-/m1/s1	GQHGQOZOEHJEJO-KBHYGHEFSA-N	1161.733394			MMDBc0044372
BASm0031174	CDP-DG(20:1(11Z)/27:1(11Z))	CDP-DG(20:1(11Z)/27:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(11Z)/27:1(11Z)), in particular, consists of two 11Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(11Z)/27:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C59H107N3O15P2	InChI=1S/C59H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h18,20,26-27,46-47,51-52,56-58,65-66H,3-17,19,21-25,28-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b20-18-,27-26-/t51-,52-,56+,57?,58-/m1/s1	UCMNDFKQVQHQIW-NCCRGJRFSA-N	1159.717744			MMDBc0044373
BASm0031175	CDP-DG(20:1(11Z)/27:1(9Z))	CDP-DG(20:1(11Z)/27:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(11Z)/27:1(9Z)), in particular, consists of two 11Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(11Z)/27:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C59H107N3O15P2	InChI=1S/C59H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h18,20,29,31,46-47,51-52,56-58,65-66H,3-17,19,21-28,30,32-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b20-18-,31-29-/t51-,52-,56+,57?,58-/m1/s1	RVRKJLQGJIUZBG-BVKZFAJPSA-N	1159.717744			MMDBc0044374
BASm0031176	CDP-DG(20:1(11Z)/28:0)	CDP-DG(20:1(11Z)/28:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(11Z)/28:0), in particular, consists of two 11Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(11Z)/28:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C60H111N3O15P2	InChI=1S/C60H111N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-56(65)76-52(49-73-55(64)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h18,20,47-48,52-53,57-59,66-67H,3-17,19,21-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b20-18-/t52-,53-,57+,58?,59-/m1/s1	HNOSXZMXHRIVJS-ALWDDZFLSA-N	1175.749044			MMDBc0044375
BASm0031177	CDP-DG(20:1(11Z)/28:1(11Z))	CDP-DG(20:1(11Z)/28:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(11Z)/28:1(11Z)), in particular, consists of two 11Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(11Z)/28:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C60H109N3O15P2	InChI=1S/C60H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-56(65)76-52(49-73-55(64)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h18,20,26-27,47-48,52-53,57-59,66-67H,3-17,19,21-25,28-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b20-18-,27-26-/t52-,53-,57+,58?,59-/m1/s1	FZDBYNMUCGJODI-SCESPODJSA-N	1173.733394			MMDBc0044376
BASm0031178	CDP-DG(20:1(11Z)/28:1(9Z))	CDP-DG(20:1(11Z)/28:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(11Z)/28:1(9Z)), in particular, consists of two 11Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(11Z)/28:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C60H109N3O15P2	InChI=1S/C60H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-56(65)76-52(49-73-55(64)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h18,20,28,30,47-48,52-53,57-59,66-67H,3-17,19,21-27,29,31-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b20-18-,30-28-/t52-,53-,57+,58?,59-/m1/s1	MCJKTILJGJRCDK-BVKZMUMLSA-N	1173.733394			MMDBc0044377
BASm0031179	CDP-DG(20:1(11Z)/30:0)	CDP-DG(20:1(11Z)/30:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(11Z)/30:0), in particular, consists of two 11Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(11Z)/30:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C62H115N3O15P2	InChI=1S/C62H115N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-58(67)78-54(51-75-57(66)47-45-43-41-39-37-35-33-31-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h18,20,49-50,54-55,59-61,68-69H,3-17,19,21-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/b20-18-/t54-,55-,59+,60?,61-/m1/s1	XVNIRJMIACKMNU-ZJYKIAHOSA-N	1203.780344			MMDBc0044378
BASm0031180	CDP-DG(20:1(13Z)/20:1(11Z))	CDP-DG(20:1(13Z)/20:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/20:1(11Z)), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/20:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C52H93N3O15P2	InChI=1S/C52H93N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-47(56)65-41-44(68-48(57)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h13,15,18,20,39-40,44-45,49-51,58-59H,3-12,14,16-17,19,21-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b15-13-,20-18-/t44-,45-,49+,50?,51-/m1/s1	XADYWQLLSFWBGX-YZUNEZKJSA-N	1061.608193			MMDBc0044379
BASm0031181	CDP-DG(20:1(13Z)/20:1(13Z))	CDP-DG(20:1(13Z)/20:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/20:1(13Z)), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/20:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C52H93N3O15P2	InChI=1S/C52H93N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-47(56)65-41-44(68-48(57)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h13-16,39-40,44-45,49-51,58-59H,3-12,17-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b15-13-,16-14-/t44-,45-,49+,50?,51-/m1/s1	PDIUAJJUEWDYFD-ZZVDNSEGSA-N	1061.608193			MMDBc0044380
BASm0031182	CDP-DG(20:1(13Z)/22:0)	CDP-DG(20:1(13Z)/22:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/22:0), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/22:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C54H99N3O15P2	InChI=1S/C54H99N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h14,16,41-42,46-47,51-53,60-61H,3-13,15,17-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b16-14-/t46-,47-,51+,52?,53-/m1/s1	PBBKSAVUNAEXNU-QOQBGMDHSA-N	1091.655143			MMDBc0044381
BASm0031183	CDP-DG(20:1(13Z)/22:1(13Z))	CDP-DG(20:1(13Z)/22:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/22:1(13Z)), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/22:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C54H97N3O15P2	InChI=1S/C54H97N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h14,16-17,19,41-42,46-47,51-53,60-61H,3-13,15,18,20-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b16-14-,19-17-/t46-,47-,51+,52?,53-/m1/s1	IHKQOJYQLADEFY-PHZBRGKXSA-N	1089.639493			MMDBc0044382
BASm0031184	CDP-DG(20:1(13Z)/22:1(9Z))	CDP-DG(20:1(13Z)/22:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/22:1(9Z)), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/22:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C54H97N3O15P2	InChI=1S/C54H97N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h14,16,24,26,41-42,46-47,51-53,60-61H,3-13,15,17-23,25,27-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b16-14-,26-24-/t46-,47-,51+,52?,53-/m1/s1	OLABVOAOTHEUOX-WRWJCURXSA-N	1089.639493			MMDBc0044383
BASm0031185	CDP-DG(20:1(13Z)/23:1(11Z))	CDP-DG(20:1(13Z)/23:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/23:1(11Z)), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/23:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C55H99N3O15P2	InChI=1S/C55H99N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-25-27-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-28-26-24-20-18-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h14,16,22-23,42-43,47-48,52-54,61-62H,3-13,15,17-21,24-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b16-14-,23-22-/t47-,48-,52+,53?,54-/m1/s1	NOVMWQBVNCGJBW-WNTHLDGZSA-N	1103.655143			MMDBc0044384
BASm0031186	CDP-DG(20:1(13Z)/23:1(9Z))	CDP-DG(20:1(13Z)/23:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/23:1(9Z)), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/23:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C55H99N3O15P2	InChI=1S/C55H99N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-25-27-29-31-33-35-37-39-41-51(60)71-47(44-68-50(59)40-38-36-34-32-30-28-26-24-20-18-16-14-12-10-8-6-4-2)45-69-74(64,65)73-75(66,67)70-46-48-52(61)53(62)54(72-48)58-43-42-49(56)57-55(58)63/h14,16,25,27,42-43,47-48,52-54,61-62H,3-13,15,17-24,26,28-41,44-46H2,1-2H3,(H,64,65)(H,66,67)(H2,56,57,63)/b16-14-,27-25-/t47-,48-,52+,53?,54-/m1/s1	AGFIYSYEGPVINN-PZEPCNIXSA-N	1103.655143			MMDBc0044385
BASm0031187	CDP-DG(20:1(13Z)/24:0)	CDP-DG(20:1(13Z)/24:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/24:0), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/24:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C56H103N3O15P2	InChI=1S/C56H103N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h14,16,43-44,48-49,53-55,62-63H,3-13,15,17-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b16-14-/t48-,49-,53+,54?,55-/m1/s1	TWQPDKCYCDQVTM-DPJNVKQISA-N	1119.686444			MMDBc0044386
BASm0031188	CDP-DG(20:1(13Z)/24:1(11Z))	CDP-DG(20:1(13Z)/24:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/24:1(11Z)), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/24:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C56H101N3O15P2	InChI=1S/C56H101N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h14,16,23-24,43-44,48-49,53-55,62-63H,3-13,15,17-22,25-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b16-14-,24-23-/t48-,49-,53+,54?,55-/m1/s1	ACUOLSQLKZFJLA-UAGFDXIHSA-N	1117.670794			MMDBc0044387
BASm0031189	CDP-DG(20:1(13Z)/24:1(9Z))	CDP-DG(20:1(13Z)/24:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/24:1(9Z)), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/24:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C56H101N3O15P2	InChI=1S/C56H101N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-52(61)72-48(45-69-51(60)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h14,16,26,28,43-44,48-49,53-55,62-63H,3-13,15,17-25,27,29-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b16-14-,28-26-/t48-,49-,53+,54?,55-/m1/s1	VSBHRGMJVNDLMZ-ZCQKFELGSA-N	1117.670794			MMDBc0044388
BASm0031190	CDP-DG(20:1(13Z)/25:0)	CDP-DG(20:1(13Z)/25:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/25:0), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/25:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C57H105N3O15P2	InChI=1S/C57H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h14,16,44-45,49-50,54-56,63-64H,3-13,15,17-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b16-14-/t49-,50-,54+,55?,56-/m1/s1	ISNNMKAPDLJWPN-QDZASHCSSA-N	1133.702094			MMDBc0044389
BASm0031191	CDP-DG(20:1(13Z)/25:1(11Z))	CDP-DG(20:1(13Z)/25:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/25:1(11Z)), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/25:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C57H103N3O15P2	InChI=1S/C57H103N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h14,16,24-25,44-45,49-50,54-56,63-64H,3-13,15,17-23,26-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b16-14-,25-24-/t49-,50-,54+,55?,56-/m1/s1	UMTFXLWAOKADMT-ONKQCBMOSA-N	1131.686444			MMDBc0044390
BASm0031192	CDP-DG(20:1(13Z)/25:1(9Z))	CDP-DG(20:1(13Z)/25:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/25:1(9Z)), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/25:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C57H103N3O15P2	InChI=1S/C57H103N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h14,16,27,29,44-45,49-50,54-56,63-64H,3-13,15,17-26,28,30-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b16-14-,29-27-/t49-,50-,54+,55?,56-/m1/s1	AAGBMIWLVIZMPH-PWUSYOGESA-N	1131.686444			MMDBc0044391
BASm0031193	CDP-DG(20:1(13Z)/26:0)	CDP-DG(20:1(13Z)/26:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/26:0), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/26:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C58H107N3O15P2	InChI=1S/C58H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-28-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-29-27-20-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h14,16,45-46,50-51,55-57,64-65H,3-13,15,17-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b16-14-/t50-,51-,55+,56?,57-/m1/s1	ILZOORKMVZYLOA-MPIINRMYSA-N	1147.717744			MMDBc0044392
BASm0031194	CDP-DG(20:1(13Z)/26:1(11Z))	CDP-DG(20:1(13Z)/26:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/26:1(11Z)), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/26:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C58H105N3O15P2	InChI=1S/C58H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-28-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-29-27-20-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h14,16,24-25,45-46,50-51,55-57,64-65H,3-13,15,17-23,26-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b16-14-,25-24-/t50-,51-,55+,56?,57-/m1/s1	XCKNRZPRDDJNNC-XTNAHNOWSA-N	1145.702094			MMDBc0044393
BASm0031195	CDP-DG(20:1(13Z)/26:1(9Z))	CDP-DG(20:1(13Z)/26:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/26:1(9Z)), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/26:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C59H107N3O15P2	InChI=1S/C59H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h14,16,27,29,46-47,51-52,56-58,65-66H,3-13,15,17-26,28,30-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b16-14-,29-27-/t51-,52-,56+,57?,58-/m1/s1	ZPBCFUIZCKBLRX-ARWBPEJKSA-N	1159.717744			MMDBc0044394
BASm0031196	CDP-DG(20:1(13Z)/27:0)	CDP-DG(20:1(13Z)/27:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/27:0), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/27:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C59H109N3O15P2	InChI=1S/C59H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h14,16,46-47,51-52,56-58,65-66H,3-13,15,17-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b16-14-/t51-,52-,56+,57?,58-/m1/s1	BPGMSKYWQAQJLP-ABIFWKHESA-N	1161.733394			MMDBc0044395
BASm0031197	CDP-DG(20:1(13Z)/27:1(11Z))	CDP-DG(20:1(13Z)/27:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/27:1(11Z)), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/27:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C59H107N3O15P2	InChI=1S/C59H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h14,16,26-27,46-47,51-52,56-58,65-66H,3-13,15,17-25,28-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b16-14-,27-26-/t51-,52-,56+,57?,58-/m1/s1	UOUHGNVEFQAGKS-VWCGPIOHSA-N	1159.717744			MMDBc0044396
BASm0031198	CDP-DG(20:1(13Z)/27:1(9Z))	CDP-DG(20:1(13Z)/27:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/27:1(9Z)), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/27:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C59H107N3O15P2	InChI=1S/C59H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h14,16,29,31,46-47,51-52,56-58,65-66H,3-13,15,17-28,30,32-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b16-14-,31-29-/t51-,52-,56+,57?,58-/m1/s1	RZUJHRGYFMGDKQ-UMYABPEZSA-N	1159.717744			MMDBc0044397
BASm0031199	CDP-DG(20:1(13Z)/28:0)	CDP-DG(20:1(13Z)/28:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/28:0), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/28:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C60H111N3O15P2	InChI=1S/C60H111N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-56(65)76-52(49-73-55(64)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h14,16,47-48,52-53,57-59,66-67H,3-13,15,17-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b16-14-/t52-,53-,57+,58?,59-/m1/s1	HAVWYUMNZVGQJE-XMJBGFBASA-N	1175.749044			MMDBc0044398
BASm0031200	CDP-DG(20:1(13Z)/28:1(11Z))	CDP-DG(20:1(13Z)/28:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/28:1(11Z)), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/28:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C60H109N3O15P2	InChI=1S/C60H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-56(65)76-52(49-73-55(64)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h14,16,26-27,47-48,52-53,57-59,66-67H,3-13,15,17-25,28-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b16-14-,27-26-/t52-,53-,57+,58?,59-/m1/s1	YDDAUTOJOLRJJC-RMCSYCCZSA-N	1173.733394			MMDBc0044399
BASm0031201	CDP-DG(20:1(13Z)/28:1(9Z))	CDP-DG(20:1(13Z)/28:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/28:1(9Z)), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/28:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C60H109N3O15P2	InChI=1S/C60H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-56(65)76-52(49-73-55(64)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h14,16,28,30,47-48,52-53,57-59,66-67H,3-13,15,17-27,29,31-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b16-14-,30-28-/t52-,53-,57+,58?,59-/m1/s1	BWRDBOSUQSSSRR-SJGMPJTOSA-N	1173.733394			MMDBc0044400
BASm0031202	CDP-DG(20:1(13Z)/30:0)	CDP-DG(20:1(13Z)/30:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/30:0), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/30:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C62H115N3O15P2	InChI=1S/C62H115N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-58(67)78-54(51-75-57(66)47-45-43-41-39-37-35-33-31-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h14,16,49-50,54-55,59-61,68-69H,3-13,15,17-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/b16-14-/t54-,55-,59+,60?,61-/m1/s1	CPQJFJYNHMIWNA-CIEDKGGMSA-N	1203.780344			MMDBc0044401
BASm0031203	CDP-DG(22:0/22:0)	CDP-DG(22:0/22:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:0/22:0), in particular, consists of two docosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:0/22:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C56H105N3O15P2	InChI=1S/C56H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-51(60)69-45-48(72-52(61)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h43-44,48-49,53-55,62-63H,3-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/t48-,49-,53+,54?,55-/m1/s1	VYYCWRMXSLZQTN-CKZKIYGOSA-N	1121.702094			MMDBc0044402
BASm0031204	CDP-DG(22:0/22:1(13Z))	CDP-DG(22:0/22:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:0/22:1(13Z)), in particular, consists of two docosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:0/22:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C56H103N3O15P2	InChI=1S/C56H103N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-51(60)69-45-48(72-52(61)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h18,20,43-44,48-49,53-55,62-63H,3-17,19,21-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b20-18-/t48-,49-,53+,54?,55-/m1/s1	VUHFKTQPLGBCKO-UNTPKBRYSA-N	1119.686444			MMDBc0044403
BASm0031205	CDP-DG(22:0/22:1(9Z))	CDP-DG(22:0/22:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:0/22:1(9Z)), in particular, consists of two docosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:0/22:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C56H103N3O15P2	InChI=1S/C56H103N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-51(60)69-45-48(72-52(61)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h26,28,43-44,48-49,53-55,62-63H,3-25,27,29-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b28-26-/t48-,49-,53+,54?,55-/m1/s1	ZDTLYRATKJAOSZ-KHXPFIJUSA-N	1119.686444			MMDBc0044404
BASm0031206	CDP-DG(22:0/23:1(11Z))	CDP-DG(22:0/23:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:0/23:1(11Z)), in particular, consists of two docosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:0/23:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C57H105N3O15P2	InChI=1S/C57H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h23,25,44-45,49-50,54-56,63-64H,3-22,24,26-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b25-23-/t49-,50-,54+,55?,56-/m1/s1	CKNXDGQDHZEFTC-WTVCEPSSSA-N	1133.702094			MMDBc0044405
BASm0031207	CDP-DG(22:0/23:1(9Z))	CDP-DG(22:0/23:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:0/23:1(9Z)), in particular, consists of two docosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:0/23:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C57H105N3O15P2	InChI=1S/C57H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h27,29,44-45,49-50,54-56,63-64H,3-26,28,30-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b29-27-/t49-,50-,54+,55?,56-/m1/s1	QRMGTWWBHZWKQR-JRJCXHBASA-N	1133.702094			MMDBc0044406
BASm0031208	CDP-DG(22:0/24:0)	CDP-DG(22:0/24:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:0/24:0), in particular, consists of two docosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:0/24:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C58H109N3O15P2	InChI=1S/C58H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h45-46,50-51,55-57,64-65H,3-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/t50-,51-,55+,56?,57-/m1/s1	YBSFFYSVPSCRLZ-VTIUKZERSA-N	1149.733394			MMDBc0044407
BASm0031209	CDP-DG(22:0/24:1(11Z))	CDP-DG(22:0/24:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:0/24:1(11Z)), in particular, consists of two docosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:0/24:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C58H107N3O15P2	InChI=1S/C58H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h24,26,45-46,50-51,55-57,64-65H,3-23,25,27-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b26-24-/t50-,51-,55+,56?,57-/m1/s1	ZXFKICXZUORJTJ-XQVMSLLWSA-N	1147.717744			MMDBc0044408
BASm0031210	CDP-DG(22:0/24:1(9Z))	CDP-DG(22:0/24:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:0/24:1(9Z)), in particular, consists of two docosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:0/24:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C58H107N3O15P2	InChI=1S/C58H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h28,30,45-46,50-51,55-57,64-65H,3-27,29,31-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b30-28-/t50-,51-,55+,56?,57-/m1/s1	LZXFWPKIIVCDDR-MQOIMDIBSA-N	1147.717744			MMDBc0044409
BASm0031211	CDP-DG(22:0/25:0)	CDP-DG(22:0/25:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:0/25:0), in particular, consists of two docosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:0/25:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C59H111N3O15P2	InChI=1S/C59H111N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h46-47,51-52,56-58,65-66H,3-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/t51-,52-,56+,57?,58-/m1/s1	QTAVEIJBBVEGFS-XZLPPLGBSA-N	1163.749044			MMDBc0044410
BASm0031212	CDP-DG(22:0/25:1(11Z))	CDP-DG(22:0/25:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:0/25:1(11Z)), in particular, consists of two docosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:0/25:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C59H109N3O15P2	InChI=1S/C59H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h25,27,46-47,51-52,56-58,65-66H,3-24,26,28-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b27-25-/t51-,52-,56+,57?,58-/m1/s1	VFICSWMRTGFBJI-OJSCIQEUSA-N	1161.733394			MMDBc0044411
BASm0031213	CDP-DG(22:0/25:1(9Z))	CDP-DG(22:0/25:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:0/25:1(9Z)), in particular, consists of two docosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:0/25:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C59H109N3O15P2	InChI=1S/C59H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h29,31,46-47,51-52,56-58,65-66H,3-28,30,32-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b31-29-/t51-,52-,56+,57?,58-/m1/s1	YBMQHWMCSOPMKX-VTLTTXOYSA-N	1161.733394			MMDBc0044412
BASm0031214	CDP-DG(22:0/26:0)	CDP-DG(22:0/26:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:0/26:0), in particular, consists of two docosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:0/26:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C60H113N3O15P2	InChI=1S/C60H113N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-28-30-32-34-36-38-40-42-44-46-56(65)76-52(49-73-55(64)45-43-41-39-37-35-33-31-29-27-22-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h47-48,52-53,57-59,66-67H,3-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/t52-,53-,57+,58?,59-/m1/s1	MHSVZGHAKCZSGP-SDRJCHSQSA-N	1177.764694			MMDBc0044413
BASm0031215	CDP-DG(22:0/26:1(11Z))	CDP-DG(22:0/26:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:0/26:1(11Z)), in particular, consists of two docosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:0/26:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C60H111N3O15P2	InChI=1S/C60H111N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-28-30-32-34-36-38-40-42-44-46-56(65)76-52(49-73-55(64)45-43-41-39-37-35-33-31-29-27-22-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h25-26,47-48,52-53,57-59,66-67H,3-24,27-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b26-25-/t52-,53-,57+,58?,59-/m1/s1	ZKPNETKWQXUSDJ-STUCDQJRSA-N	1175.749044			MMDBc0044414
BASm0031216	CDP-DG(22:0/26:1(9Z))	CDP-DG(22:0/26:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:0/26:1(9Z)), in particular, consists of two docosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:0/26:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C61H113N3O15P2	InChI=1S/C61H113N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-29-31-33-35-37-39-41-43-45-47-57(66)77-53(50-74-56(65)46-44-42-40-38-36-34-32-30-28-22-20-18-16-14-12-10-8-6-4-2)51-75-80(70,71)79-81(72,73)76-52-54-58(67)59(68)60(78-54)64-49-48-55(62)63-61(64)69/h29,31,48-49,53-54,58-60,67-68H,3-28,30,32-47,50-52H2,1-2H3,(H,70,71)(H,72,73)(H2,62,63,69)/b31-29-/t53-,54-,58+,59?,60-/m1/s1	DUIPYELBZFFGHH-BCMRYVFNSA-N	1189.764694			MMDBc0044415
BASm0031217	CDP-DG(22:0/28:0)	CDP-DG(22:0/28:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:0/28:0), in particular, consists of two docosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:0/28:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C62H117N3O15P2	InChI=1S/C62H117N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-58(67)78-54(51-75-57(66)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h49-50,54-55,59-61,68-69H,3-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/t54-,55-,59+,60?,61-/m1/s1	MKNKLNGUYOJZKQ-OCGHGYNOSA-N	1205.795994			MMDBc0044416
BASm0031218	CDP-DG(22:0/28:1(11Z))	CDP-DG(22:0/28:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:0/28:1(11Z)), in particular, consists of two docosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:0/28:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C62H115N3O15P2	InChI=1S/C62H115N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-58(67)78-54(51-75-57(66)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h27-28,49-50,54-55,59-61,68-69H,3-26,29-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/b28-27-/t54-,55-,59+,60?,61-/m1/s1	LGMUAFKASJVEOU-QBPAIEISSA-N	1203.780344			MMDBc0044417
BASm0031219	CDP-DG(22:0/28:1(9Z))	CDP-DG(22:0/28:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:0/28:1(9Z)), in particular, consists of two docosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:0/28:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C62H115N3O15P2	InChI=1S/C62H115N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-58(67)78-54(51-75-57(66)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h30,32,49-50,54-55,59-61,68-69H,3-29,31,33-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/b32-30-/t54-,55-,59+,60?,61-/m1/s1	PMXXXOYRXDHBGH-GWBOUEPYSA-N	1203.780344			MMDBc0044418
BASm0031220	CDP-DG(22:0/30:0)	CDP-DG(22:0/30:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:0/30:0), in particular, consists of two docosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:0/30:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C64H121N3O15P2	InChI=1S/C64H121N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-50-60(69)80-56(53-77-59(68)49-47-45-43-41-39-37-35-33-31-22-20-18-16-14-12-10-8-6-4-2)54-78-83(73,74)82-84(75,76)79-55-57-61(70)62(71)63(81-57)67-52-51-58(65)66-64(67)72/h51-52,56-57,61-63,70-71H,3-50,53-55H2,1-2H3,(H,73,74)(H,75,76)(H2,65,66,72)/t56-,57-,61+,62?,63-/m1/s1	IUNILJCJZIRZFY-SWWWUWFHSA-N	1233.827294			MMDBc0044419
BASm0031221	CDP-DG(22:1(13Z)/22:1(13Z))	CDP-DG(22:1(13Z)/22:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(13Z)/22:1(13Z)), in particular, consists of two 13Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(13Z)/22:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C56H101N3O15P2	InChI=1S/C56H101N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-51(60)69-45-48(72-52(61)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h17-20,43-44,48-49,53-55,62-63H,3-16,21-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b19-17-,20-18-/t48-,49-,53+,54?,55-/m1/s1	AYENSTRTLCQUDX-ROWVSGBOSA-N	1117.670794			MMDBc0044420
BASm0031222	CDP-DG(22:1(13Z)/22:1(9Z))	CDP-DG(22:1(13Z)/22:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(13Z)/22:1(9Z)), in particular, consists of two 13Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(13Z)/22:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C56H101N3O15P2	InChI=1S/C56H101N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-51(60)69-45-48(72-52(61)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h17,19,26,28,43-44,48-49,53-55,62-63H,3-16,18,20-25,27,29-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b19-17-,28-26-/t48-,49-,53+,54?,55-/m1/s1	HJZALBKMAGJZOU-BEHBYRCZSA-N	1117.670794			MMDBc0044421
BASm0031223	CDP-DG(22:1(13Z)/23:1(11Z))	CDP-DG(22:1(13Z)/23:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(13Z)/23:1(11Z)), in particular, consists of two 13Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(13Z)/23:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C57H103N3O15P2	InChI=1S/C57H103N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h18,20,23,25,44-45,49-50,54-56,63-64H,3-17,19,21-22,24,26-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b20-18-,25-23-/t49-,50-,54+,55?,56-/m1/s1	HNWNLQKZTJQPCW-SOSFONDTSA-N	1131.686444			MMDBc0044422
BASm0031224	CDP-DG(22:1(13Z)/23:1(9Z))	CDP-DG(22:1(13Z)/23:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(13Z)/23:1(9Z)), in particular, consists of two 13Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(13Z)/23:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C57H103N3O15P2	InChI=1S/C57H103N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h18,20,27,29,44-45,49-50,54-56,63-64H,3-17,19,21-26,28,30-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b20-18-,29-27-/t49-,50-,54+,55?,56-/m1/s1	KSFPZQHUYSHLEV-BXUUSWPFSA-N	1131.686444			MMDBc0044423
BASm0031225	CDP-DG(22:1(13Z)/24:0)	CDP-DG(22:1(13Z)/24:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(13Z)/24:0), in particular, consists of two 13Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(13Z)/24:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C58H107N3O15P2	InChI=1S/C58H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h18,20,45-46,50-51,55-57,64-65H,3-17,19,21-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b20-18-/t50-,51-,55+,56?,57-/m1/s1	KFEMRLNLHWPTER-SOGXPFEHSA-N	1147.717744			MMDBc0044424
BASm0031226	CDP-DG(22:1(13Z)/24:1(11Z))	CDP-DG(22:1(13Z)/24:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(13Z)/24:1(11Z)), in particular, consists of two 13Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(13Z)/24:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C58H105N3O15P2	InChI=1S/C58H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h18,20,24,26,45-46,50-51,55-57,64-65H,3-17,19,21-23,25,27-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b20-18-,26-24-/t50-,51-,55+,56?,57-/m1/s1	WYIJUTXPTIYRMY-JWVZORTMSA-N	1145.702094			MMDBc0044425
BASm0031227	CDP-DG(22:1(13Z)/24:1(9Z))	CDP-DG(22:1(13Z)/24:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(13Z)/24:1(9Z)), in particular, consists of two 13Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(13Z)/24:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C58H105N3O15P2	InChI=1S/C58H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h18,20,28,30,45-46,50-51,55-57,64-65H,3-17,19,21-27,29,31-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b20-18-,30-28-/t50-,51-,55+,56?,57-/m1/s1	VWVIUIQGKZBZDB-AHYGEQINSA-N	1145.702094			MMDBc0044426
BASm0031228	CDP-DG(22:1(13Z)/25:0)	CDP-DG(22:1(13Z)/25:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(13Z)/25:0), in particular, consists of two 13Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(13Z)/25:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C59H109N3O15P2	InChI=1S/C59H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h18,20,46-47,51-52,56-58,65-66H,3-17,19,21-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b20-18-/t51-,52-,56+,57?,58-/m1/s1	ZFSFQTRIMLBAEB-KBHYGHEFSA-N	1161.733394			MMDBc0044427
BASm0031229	CDP-DG(22:1(13Z)/25:1(11Z))	CDP-DG(22:1(13Z)/25:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(13Z)/25:1(11Z)), in particular, consists of two 13Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(13Z)/25:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C59H107N3O15P2	InChI=1S/C59H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h18,20,25,27,46-47,51-52,56-58,65-66H,3-17,19,21-24,26,28-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b20-18-,27-25-/t51-,52-,56+,57?,58-/m1/s1	KHWPQRQQDZUAIN-XGUVGEBRSA-N	1159.717744			MMDBc0044428
BASm0031230	CDP-DG(22:1(13Z)/25:1(9Z))	CDP-DG(22:1(13Z)/25:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(13Z)/25:1(9Z)), in particular, consists of two 13Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(13Z)/25:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C59H107N3O15P2	InChI=1S/C59H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h18,20,29,31,46-47,51-52,56-58,65-66H,3-17,19,21-28,30,32-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b20-18-,31-29-/t51-,52-,56+,57?,58-/m1/s1	LABMGVHFIPVFGX-BVKZFAJPSA-N	1159.717744			MMDBc0044429
BASm0031231	CDP-DG(22:1(13Z)/26:0)	CDP-DG(22:1(13Z)/26:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(13Z)/26:0), in particular, consists of two 13Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(13Z)/26:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C60H111N3O15P2	InChI=1S/C60H111N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-28-30-32-34-36-38-40-42-44-46-56(65)76-52(49-73-55(64)45-43-41-39-37-35-33-31-29-27-22-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h18,20,47-48,52-53,57-59,66-67H,3-17,19,21-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b20-18-/t52-,53-,57+,58?,59-/m1/s1	ZENUDMXPNHHYNN-ALWDDZFLSA-N	1175.749044			MMDBc0044430
BASm0031232	CDP-DG(22:1(13Z)/26:1(11Z))	CDP-DG(22:1(13Z)/26:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(13Z)/26:1(11Z)), in particular, consists of two 13Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(13Z)/26:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C60H109N3O15P2	InChI=1S/C60H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-28-30-32-34-36-38-40-42-44-46-56(65)76-52(49-73-55(64)45-43-41-39-37-35-33-31-29-27-22-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h18,20,25-26,47-48,52-53,57-59,66-67H,3-17,19,21-24,27-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b20-18-,26-25-/t52-,53-,57+,58?,59-/m1/s1	JRTZZORIOFVNCP-IZXSBHRWSA-N	1173.733394			MMDBc0044431
BASm0031233	CDP-DG(22:1(13Z)/26:1(9Z))	CDP-DG(22:1(13Z)/26:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(13Z)/26:1(9Z)), in particular, consists of two 13Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(13Z)/26:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C61H111N3O15P2	InChI=1S/C61H111N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-29-31-33-35-37-39-41-43-45-47-57(66)77-53(50-74-56(65)46-44-42-40-38-36-34-32-30-28-22-20-18-16-14-12-10-8-6-4-2)51-75-80(70,71)79-81(72,73)76-52-54-58(67)59(68)60(78-54)64-49-48-55(62)63-61(64)69/h18,20,29,31,48-49,53-54,58-60,67-68H,3-17,19,21-28,30,32-47,50-52H2,1-2H3,(H,70,71)(H,72,73)(H2,62,63,69)/b20-18-,31-29-/t53-,54-,58+,59?,60-/m1/s1	JSIJGKVIHDNDFP-HOCJFCPASA-N	1187.749044			MMDBc0044432
BASm0031234	CDP-DG(22:1(13Z)/28:0)	CDP-DG(22:1(13Z)/28:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(13Z)/28:0), in particular, consists of two 13Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(13Z)/28:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C62H115N3O15P2	InChI=1S/C62H115N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-58(67)78-54(51-75-57(66)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h18,20,49-50,54-55,59-61,68-69H,3-17,19,21-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/b20-18-/t54-,55-,59+,60?,61-/m1/s1	IEGMDEBXDSITPL-ZJYKIAHOSA-N	1203.780344			MMDBc0044433
BASm0031235	CDP-DG(22:1(13Z)/28:1(11Z))	CDP-DG(22:1(13Z)/28:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(13Z)/28:1(11Z)), in particular, consists of two 13Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(13Z)/28:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C62H113N3O15P2	InChI=1S/C62H113N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-58(67)78-54(51-75-57(66)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h18,20,27-28,49-50,54-55,59-61,68-69H,3-17,19,21-26,29-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/b20-18-,28-27-/t54-,55-,59+,60?,61-/m1/s1	NUYGDNPLJOOGRK-KENKSFBZSA-N	1201.764694			MMDBc0044434
BASm0031236	CDP-DG(22:1(13Z)/28:1(9Z))	CDP-DG(22:1(13Z)/28:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(13Z)/28:1(9Z)), in particular, consists of two 13Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(13Z)/28:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C62H113N3O15P2	InChI=1S/C62H113N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-58(67)78-54(51-75-57(66)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h18,20,30,32,49-50,54-55,59-61,68-69H,3-17,19,21-29,31,33-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/b20-18-,32-30-/t54-,55-,59+,60?,61-/m1/s1	JDGJBKUGNNGMTL-FCSWFBLESA-N	1201.764694			MMDBc0044435
BASm0031237	CDP-DG(22:1(13Z)/30:0)	CDP-DG(22:1(13Z)/30:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(13Z)/30:0), in particular, consists of two 13Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(13Z)/30:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C64H119N3O15P2	InChI=1S/C64H119N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-50-60(69)80-56(53-77-59(68)49-47-45-43-41-39-37-35-33-31-22-20-18-16-14-12-10-8-6-4-2)54-78-83(73,74)82-84(75,76)79-55-57-61(70)62(71)63(81-57)67-52-51-58(65)66-64(67)72/h18,20,51-52,56-57,61-63,70-71H,3-17,19,21-50,53-55H2,1-2H3,(H,73,74)(H,75,76)(H2,65,66,72)/b20-18-/t56-,57-,61+,62?,63-/m1/s1	DXIZIHOFNJTITO-CNSJFCDNSA-N	1231.811644			MMDBc0044436
BASm0031238	CDP-DG(22:1(9Z)/22:1(13Z))	CDP-DG(22:1(9Z)/22:1(13Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(9Z)/22:1(13Z)), in particular, consists of two 9Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(9Z)/22:1(13Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C56H101N3O15P2	InChI=1S/C56H101N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-51(60)69-45-48(72-52(61)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h18,20,25,27,43-44,48-49,53-55,62-63H,3-17,19,21-24,26,28-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b20-18-,27-25-/t48-,49-,53+,54?,55-/m1/s1	NGSFJMGBTCCJRM-CBVVHSELSA-N	1117.670794			MMDBc0044437
BASm0031239	CDP-DG(22:1(9Z)/22:1(9Z))	CDP-DG(22:1(9Z)/22:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(9Z)/22:1(9Z)), in particular, consists of two 9Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(9Z)/22:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C56H101N3O15P2	InChI=1S/C56H101N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-51(60)69-45-48(72-52(61)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h25-28,43-44,48-49,53-55,62-63H,3-24,29-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b27-25-,28-26-/t48-,49-,53+,54?,55-/m1/s1	OCUALEMMXGDIOU-AVVSNITQSA-N	1117.670794			MMDBc0044438
BASm0031240	CDP-DG(22:1(9Z)/23:1(11Z))	CDP-DG(22:1(9Z)/23:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(9Z)/23:1(11Z)), in particular, consists of two 9Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(9Z)/23:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C57H103N3O15P2	InChI=1S/C57H103N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h23,25-26,28,44-45,49-50,54-56,63-64H,3-22,24,27,29-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b25-23-,28-26-/t49-,50-,54+,55?,56-/m1/s1	OMSBEMPMDZRJNA-YVJILMCGSA-N	1131.686444			MMDBc0044439
BASm0031241	CDP-DG(22:1(9Z)/23:1(9Z))	CDP-DG(22:1(9Z)/23:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(9Z)/23:1(9Z)), in particular, consists of two 9Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(9Z)/23:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C57H103N3O15P2	InChI=1S/C57H103N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h26-29,44-45,49-50,54-56,63-64H,3-25,30-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b28-26-,29-27-/t49-,50-,54+,55?,56-/m1/s1	KMNGDBFKFRVIRZ-BSOJDOSISA-N	1131.686444			MMDBc0044440
BASm0031242	CDP-DG(22:1(9Z)/24:0)	CDP-DG(22:1(9Z)/24:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(9Z)/24:0), in particular, consists of two 9Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(9Z)/24:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C58H107N3O15P2	InChI=1S/C58H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h27,29,45-46,50-51,55-57,64-65H,3-26,28,30-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b29-27-/t50-,51-,55+,56?,57-/m1/s1	NSIALHGJHPBDRL-IHWMZCEMSA-N	1147.717744			MMDBc0044441
BASm0031243	CDP-DG(22:1(9Z)/24:1(11Z))	CDP-DG(22:1(9Z)/24:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(9Z)/24:1(11Z)), in particular, consists of two 9Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(9Z)/24:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C58H105N3O15P2	InChI=1S/C58H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h24,26-27,29,45-46,50-51,55-57,64-65H,3-23,25,28,30-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b26-24-,29-27-/t50-,51-,55+,56?,57-/m1/s1	LUFXTWPAIGUXKP-XTMQZYMUSA-N	1145.702094			MMDBc0044442
BASm0031244	CDP-DG(22:1(9Z)/24:1(9Z))	CDP-DG(22:1(9Z)/24:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(9Z)/24:1(9Z)), in particular, consists of two 9Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(9Z)/24:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C58H105N3O15P2	InChI=1S/C58H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h27-30,45-46,50-51,55-57,64-65H,3-26,31-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b29-27-,30-28-/t50-,51-,55+,56?,57-/m1/s1	RJYIHUXXAQXQKR-ICKLFOKOSA-N	1145.702094			MMDBc0044443
BASm0031245	CDP-DG(22:1(9Z)/25:0)	CDP-DG(22:1(9Z)/25:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(9Z)/25:0), in particular, consists of two 9Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(9Z)/25:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C59H109N3O15P2	InChI=1S/C59H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h28,30,46-47,51-52,56-58,65-66H,3-27,29,31-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b30-28-/t51-,52-,56+,57?,58-/m1/s1	ZPMMODUOYUGOKJ-IVXXLMCOSA-N	1161.733394			MMDBc0044444
BASm0031246	CDP-DG(22:1(9Z)/25:1(11Z))	CDP-DG(22:1(9Z)/25:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(9Z)/25:1(11Z)), in particular, consists of two 9Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(9Z)/25:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C59H107N3O15P2	InChI=1S/C59H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h25,27-28,30,46-47,51-52,56-58,65-66H,3-24,26,29,31-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b27-25-,30-28-/t51-,52-,56+,57?,58-/m1/s1	FPQYCMBOEQLGTF-FNOHKHJMSA-N	1159.717744			MMDBc0044445
BASm0031247	CDP-DG(22:1(9Z)/25:1(9Z))	CDP-DG(22:1(9Z)/25:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(9Z)/25:1(9Z)), in particular, consists of two 9Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(9Z)/25:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C59H107N3O15P2	InChI=1S/C59H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h28-31,46-47,51-52,56-58,65-66H,3-27,32-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b30-28-,31-29-/t51-,52-,56+,57?,58-/m1/s1	WZQHXZXGYCHZJJ-YLUGHBSNSA-N	1159.717744			MMDBc0044446
BASm0031248	CDP-DG(22:1(9Z)/26:0)	CDP-DG(22:1(9Z)/26:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(9Z)/26:0), in particular, consists of two 9Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(9Z)/26:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C60H111N3O15P2	InChI=1S/C60H111N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-28-30-32-34-36-38-40-42-44-46-56(65)76-52(49-73-55(64)45-43-41-39-37-35-33-31-29-27-22-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h29,31,47-48,52-53,57-59,66-67H,3-28,30,32-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b31-29-/t52-,53-,57+,58?,59-/m1/s1	YUKRSGWFKWNJSM-QJFRPIRKSA-N	1175.749044			MMDBc0044447
BASm0031249	CDP-DG(22:1(9Z)/26:1(11Z))	CDP-DG(22:1(9Z)/26:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(9Z)/26:1(11Z)), in particular, consists of two 9Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(9Z)/26:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C60H109N3O15P2	InChI=1S/C60H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-28-30-32-34-36-38-40-42-44-46-56(65)76-52(49-73-55(64)45-43-41-39-37-35-33-31-29-27-22-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h25-26,29,31,47-48,52-53,57-59,66-67H,3-24,27-28,30,32-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b26-25-,31-29-/t52-,53-,57+,58?,59-/m1/s1	NGOCTHDLPDVGLY-PLWLTQICSA-N	1173.733394			MMDBc0044448
BASm0031250	CDP-DG(22:1(9Z)/26:1(9Z))	CDP-DG(22:1(9Z)/26:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(9Z)/26:1(9Z)), in particular, consists of two 9Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(9Z)/26:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C61H111N3O15P2	InChI=1S/C61H111N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-29-31-33-35-37-39-41-43-45-47-57(66)77-53(50-74-56(65)46-44-42-40-38-36-34-32-30-28-22-20-18-16-14-12-10-8-6-4-2)51-75-80(70,71)79-81(72,73)76-52-54-58(67)59(68)60(78-54)64-49-48-55(62)63-61(64)69/h29-32,48-49,53-54,58-60,67-68H,3-28,33-47,50-52H2,1-2H3,(H,70,71)(H,72,73)(H2,62,63,69)/b31-29-,32-30-/t53-,54-,58+,59?,60-/m1/s1	JKPJIYCIXLEQCP-HEPIZLILSA-N	1187.749044			MMDBc0044449
BASm0031251	CDP-DG(22:1(9Z)/28:0)	CDP-DG(22:1(9Z)/28:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(9Z)/28:0), in particular, consists of two 9Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(9Z)/28:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C62H115N3O15P2	InChI=1S/C62H115N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-58(67)78-54(51-75-57(66)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h31,33,49-50,54-55,59-61,68-69H,3-30,32,34-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/b33-31-/t54-,55-,59+,60?,61-/m1/s1	ZUPZPXJGZIILFU-DSLRTSSASA-N	1203.780344			MMDBc0044450
BASm0031252	CDP-DG(22:1(9Z)/28:1(11Z))	CDP-DG(22:1(9Z)/28:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(9Z)/28:1(11Z)), in particular, consists of two 9Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(9Z)/28:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C62H113N3O15P2	InChI=1S/C62H113N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-58(67)78-54(51-75-57(66)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h27-28,31,33,49-50,54-55,59-61,68-69H,3-26,29-30,32,34-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/b28-27-,33-31-/t54-,55-,59+,60?,61-/m1/s1	ZFVBTTWMUZRINT-MWTAAXPFSA-N	1201.764694			MMDBc0044451
BASm0031253	CDP-DG(22:1(9Z)/28:1(9Z))	CDP-DG(22:1(9Z)/28:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(9Z)/28:1(9Z)), in particular, consists of two 9Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(9Z)/28:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C62H113N3O15P2	InChI=1S/C62H113N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-58(67)78-54(51-75-57(66)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h30-33,49-50,54-55,59-61,68-69H,3-29,34-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/b32-30-,33-31-/t54-,55-,59+,60?,61-/m1/s1	QZSSZYJWKXWQCA-JYUWJTBUSA-N	1201.764694			MMDBc0044452
BASm0031254	CDP-DG(22:1(9Z)/30:0)	CDP-DG(22:1(9Z)/30:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(9Z)/30:0), in particular, consists of two 9Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(9Z)/30:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C64H119N3O15P2	InChI=1S/C64H119N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-50-60(69)80-56(53-77-59(68)49-47-45-43-41-39-37-35-33-31-22-20-18-16-14-12-10-8-6-4-2)54-78-83(73,74)82-84(75,76)79-55-57-61(70)62(71)63(81-57)67-52-51-58(65)66-64(67)72/h33,35,51-52,56-57,61-63,70-71H,3-32,34,36-50,53-55H2,1-2H3,(H,73,74)(H,75,76)(H2,65,66,72)/b35-33-/t56-,57-,61+,62?,63-/m1/s1	BXMSVPAVUHGZME-AXXJIZHPSA-N	1231.811644			MMDBc0044453
BASm0031255	CDP-DG(23:1(11Z)/23:1(11Z))	CDP-DG(23:1(11Z)/23:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(23:1(11Z)/23:1(11Z)), in particular, consists of two 11Z-tricosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(23:1(11Z)/23:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C58H105N3O15P2	InChI=1S/C58H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-53(62)71-47-50(74-54(63)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h23-26,45-46,50-51,55-57,64-65H,3-22,27-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b25-23-,26-24-/t50-,51-,55+,56?,57-/m1/s1	HYBGDLQXMCTZHW-PNVFRWEISA-N	1145.702094			MMDBc0044454
BASm0031256	CDP-DG(23:1(11Z)/23:1(9Z))	CDP-DG(23:1(11Z)/23:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(23:1(11Z)/23:1(9Z)), in particular, consists of two 11Z-tricosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(23:1(11Z)/23:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C58H105N3O15P2	InChI=1S/C58H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-53(62)71-47-50(74-54(63)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h23,25,28,30,45-46,50-51,55-57,64-65H,3-22,24,26-27,29,31-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b25-23-,30-28-/t50-,51-,55+,56?,57-/m1/s1	WATWWXYXPYMIDO-PRQZZYFQSA-N	1145.702094			MMDBc0044455
BASm0031257	CDP-DG(23:1(11Z)/24:0)	CDP-DG(23:1(11Z)/24:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(23:1(11Z)/24:0), in particular, consists of two 11Z-tricosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(23:1(11Z)/24:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C59H109N3O15P2	InChI=1S/C59H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h24,26,46-47,51-52,56-58,65-66H,3-23,25,27-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b26-24-/t51-,52-,56+,57?,58-/m1/s1	QZZREGLKGUYASQ-FGJWHHMCSA-N	1161.733394			MMDBc0044456
BASm0031258	CDP-DG(23:1(11Z)/24:1(11Z))	CDP-DG(23:1(11Z)/24:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(23:1(11Z)/24:1(11Z)), in particular, consists of two 11Z-tricosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(23:1(11Z)/24:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C59H107N3O15P2	InChI=1S/C59H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h24-27,46-47,51-52,56-58,65-66H,3-23,28-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b26-24-,27-25-/t51-,52-,56+,57?,58-/m1/s1	ZWLOUUWBMREAFC-JBMLAFAYSA-N	1159.717744			MMDBc0044457
BASm0031259	CDP-DG(23:1(11Z)/24:1(9Z))	CDP-DG(23:1(11Z)/24:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(23:1(11Z)/24:1(9Z)), in particular, consists of two 11Z-tricosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(23:1(11Z)/24:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C59H107N3O15P2	InChI=1S/C59H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h24,26,29,31,46-47,51-52,56-58,65-66H,3-23,25,27-28,30,32-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b26-24-,31-29-/t51-,52-,56+,57?,58-/m1/s1	KXAWPIUOCIKWIE-JCTFRTNPSA-N	1159.717744			MMDBc0044458
BASm0031260	CDP-DG(23:1(11Z)/25:0)	CDP-DG(23:1(11Z)/25:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(23:1(11Z)/25:0), in particular, consists of two 11Z-tricosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(23:1(11Z)/25:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C60H111N3O15P2	InChI=1S/C60H111N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-56(65)76-52(49-73-55(64)45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h24,27,47-48,52-53,57-59,66-67H,3-23,25-26,28-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b27-24-/t52-,53-,57+,58?,59-/m1/s1	CJUARVUGYLVDHM-OLYCJMBVSA-N	1175.749044			MMDBc0044459
BASm0031261	CDP-DG(23:1(11Z)/25:1(11Z))	CDP-DG(23:1(11Z)/25:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(23:1(11Z)/25:1(11Z)), in particular, consists of two 11Z-tricosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(23:1(11Z)/25:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C60H109N3O15P2	InChI=1S/C60H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-56(65)76-52(49-73-55(64)45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h24,26-28,47-48,52-53,57-59,66-67H,3-23,25,29-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b27-24-,28-26-/t52-,53-,57+,58?,59-/m1/s1	JYCCTCDFOGRXQT-WDMVEZFHSA-N	1173.733394			MMDBc0044460
BASm0031262	CDP-DG(23:1(11Z)/25:1(9Z))	CDP-DG(23:1(11Z)/25:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(23:1(11Z)/25:1(9Z)), in particular, consists of two 11Z-tricosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(23:1(11Z)/25:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C60H109N3O15P2	InChI=1S/C60H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-56(65)76-52(49-73-55(64)45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h24,27,30,32,47-48,52-53,57-59,66-67H,3-23,25-26,28-29,31,33-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b27-24-,32-30-/t52-,53-,57+,58?,59-/m1/s1	BXPJYSIIIXYDSQ-PTUJPKDHSA-N	1173.733394			MMDBc0044461
BASm0031263	CDP-DG(23:1(11Z)/27:0)	CDP-DG(23:1(11Z)/27:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(23:1(11Z)/27:0), in particular, consists of two 11Z-tricosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(23:1(11Z)/27:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C62H115N3O15P2	InChI=1S/C62H115N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-58(67)78-54(51-75-57(66)47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h24,29,49-50,54-55,59-61,68-69H,3-23,25-28,30-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/b29-24-/t54-,55-,59+,60?,61-/m1/s1	LOLRIPZFPUBMLV-DQWMOGTBSA-N	1203.780344			MMDBc0044462
BASm0031264	CDP-DG(23:1(11Z)/27:1(11Z))	CDP-DG(23:1(11Z)/27:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(23:1(11Z)/27:1(11Z)), in particular, consists of two 11Z-tricosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(23:1(11Z)/27:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C62H113N3O15P2	InChI=1S/C62H113N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-58(67)78-54(51-75-57(66)47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h24,28-30,49-50,54-55,59-61,68-69H,3-23,25-27,31-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/b29-24-,30-28-/t54-,55-,59+,60?,61-/m1/s1	WPCIKPMJCRQQSY-SIPRBUHNSA-N	1201.764694			MMDBc0044463
BASm0031265	CDP-DG(23:1(11Z)/27:1(9Z))	CDP-DG(23:1(11Z)/27:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(23:1(11Z)/27:1(9Z)), in particular, consists of two 11Z-tricosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(23:1(11Z)/27:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C62H113N3O15P2	InChI=1S/C62H113N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-58(67)78-54(51-75-57(66)47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h24,29,32,34,49-50,54-55,59-61,68-69H,3-23,25-28,30-31,33,35-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/b29-24-,34-32-/t54-,55-,59+,60?,61-/m1/s1	UKKQDKAXWQYASL-TYSTZZLWSA-N	1201.764694			MMDBc0044464
BASm0031266	CDP-DG(23:1(11Z)/29:0)	CDP-DG(23:1(11Z)/29:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(23:1(11Z)/29:0), in particular, consists of two 11Z-tricosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(23:1(11Z)/29:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C64H119N3O15P2	InChI=1S/C64H119N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-50-60(69)80-56(53-77-59(68)49-47-45-43-41-39-37-35-33-31-24-22-20-18-16-14-12-10-8-6-4-2)54-78-83(73,74)82-84(75,76)79-55-57-61(70)62(71)63(81-57)67-52-51-58(65)66-64(67)72/h24,31,51-52,56-57,61-63,70-71H,3-23,25-30,32-50,53-55H2,1-2H3,(H,73,74)(H,75,76)(H2,65,66,72)/b31-24-/t56-,57-,61+,62?,63-/m1/s1	UEAHEYAIWQBPII-CURZUKDJSA-N	1231.811644			MMDBc0044465
BASm0031267	CDP-DG(23:1(9Z)/23:1(11Z))	CDP-DG(23:1(9Z)/23:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(23:1(9Z)/23:1(11Z)), in particular, consists of two 9Z-tricosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(23:1(9Z)/23:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C58H105N3O15P2	InChI=1S/C58H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-53(62)71-47-50(74-54(63)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h24,26-27,29,45-46,50-51,55-57,64-65H,3-23,25,28,30-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b26-24-,29-27-/t50-,51-,55+,56?,57-/m1/s1	PNLRHKKTNFLXIK-XTMQZYMUSA-N	1145.702094			MMDBc0044466
BASm0031268	CDP-DG(23:1(9Z)/23:1(9Z))	CDP-DG(23:1(9Z)/23:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(23:1(9Z)/23:1(9Z)), in particular, consists of two 9Z-tricosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(23:1(9Z)/23:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C58H105N3O15P2	InChI=1S/C58H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-53(62)71-47-50(74-54(63)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h27-30,45-46,50-51,55-57,64-65H,3-26,31-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b29-27-,30-28-/t50-,51-,55+,56?,57-/m1/s1	JUMAICFFXGAWPW-ICKLFOKOSA-N	1145.702094			MMDBc0044467
BASm0031269	CDP-DG(23:1(9Z)/24:0)	CDP-DG(23:1(9Z)/24:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(23:1(9Z)/24:0), in particular, consists of two 9Z-tricosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(23:1(9Z)/24:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C59H109N3O15P2	InChI=1S/C59H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h28,30,46-47,51-52,56-58,65-66H,3-27,29,31-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b30-28-/t51-,52-,56+,57?,58-/m1/s1	NDGVZXGPMHJXLW-IVXXLMCOSA-N	1161.733394			MMDBc0044468
BASm0031270	CDP-DG(23:1(9Z)/24:1(11Z))	CDP-DG(23:1(9Z)/24:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(23:1(9Z)/24:1(11Z)), in particular, consists of two 9Z-tricosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(23:1(9Z)/24:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C59H107N3O15P2	InChI=1S/C59H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h25,27-28,30,46-47,51-52,56-58,65-66H,3-24,26,29,31-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b27-25-,30-28-/t51-,52-,56+,57?,58-/m1/s1	KTNQHYZMTHYRGI-FNOHKHJMSA-N	1159.717744			MMDBc0044469
BASm0031271	CDP-DG(23:1(9Z)/24:1(9Z))	CDP-DG(23:1(9Z)/24:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(23:1(9Z)/24:1(9Z)), in particular, consists of two 9Z-tricosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(23:1(9Z)/24:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C59H107N3O15P2	InChI=1S/C59H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h28-31,46-47,51-52,56-58,65-66H,3-27,32-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b30-28-,31-29-/t51-,52-,56+,57?,58-/m1/s1	JNOWBAPRVBBLLD-YLUGHBSNSA-N	1159.717744			MMDBc0044470
BASm0031272	CDP-DG(23:1(9Z)/25:0)	CDP-DG(23:1(9Z)/25:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(23:1(9Z)/25:0), in particular, consists of two 9Z-tricosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(23:1(9Z)/25:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C60H111N3O15P2	InChI=1S/C60H111N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-56(65)76-52(49-73-55(64)45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h29,31,47-48,52-53,57-59,66-67H,3-28,30,32-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b31-29-/t52-,53-,57+,58?,59-/m1/s1	DIIODPQRTFBRBX-QJFRPIRKSA-N	1175.749044			MMDBc0044471
BASm0031273	CDP-DG(23:1(9Z)/25:1(11Z))	CDP-DG(23:1(9Z)/25:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(23:1(9Z)/25:1(11Z)), in particular, consists of two 9Z-tricosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(23:1(9Z)/25:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C60H109N3O15P2	InChI=1S/C60H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-56(65)76-52(49-73-55(64)45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h26,28-29,31,47-48,52-53,57-59,66-67H,3-25,27,30,32-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b28-26-,31-29-/t52-,53-,57+,58?,59-/m1/s1	GRESOQNFLCNDAV-MFGQTFBGSA-N	1173.733394			MMDBc0044472
BASm0031274	CDP-DG(23:1(9Z)/25:1(9Z))	CDP-DG(23:1(9Z)/25:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(23:1(9Z)/25:1(9Z)), in particular, consists of two 9Z-tricosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(23:1(9Z)/25:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C60H109N3O15P2	InChI=1S/C60H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-56(65)76-52(49-73-55(64)45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h29-32,47-48,52-53,57-59,66-67H,3-28,33-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b31-29-,32-30-/t52-,53-,57+,58?,59-/m1/s1	VIXNCIGMUFATQK-LUXQGBSOSA-N	1173.733394			MMDBc0044473
BASm0031275	CDP-DG(23:1(9Z)/27:0)	CDP-DG(23:1(9Z)/27:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(23:1(9Z)/27:0), in particular, consists of two 9Z-tricosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(23:1(9Z)/27:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C62H115N3O15P2	InChI=1S/C62H115N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-58(67)78-54(51-75-57(66)47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h31,33,49-50,54-55,59-61,68-69H,3-30,32,34-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/b33-31-/t54-,55-,59+,60?,61-/m1/s1	IJXUBLIXMVNFGT-DSLRTSSASA-N	1203.780344			MMDBc0044474
BASm0031276	CDP-DG(23:1(9Z)/27:1(11Z))	CDP-DG(23:1(9Z)/27:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(23:1(9Z)/27:1(11Z)), in particular, consists of two 9Z-tricosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(23:1(9Z)/27:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C62H113N3O15P2	InChI=1S/C62H113N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-58(67)78-54(51-75-57(66)47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h28,30-31,33,49-50,54-55,59-61,68-69H,3-27,29,32,34-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/b30-28-,33-31-/t54-,55-,59+,60?,61-/m1/s1	JQNFNHNJWVEBQC-XUHOECSDSA-N	1201.764694			MMDBc0044475
BASm0031277	CDP-DG(23:1(9Z)/27:1(9Z))	CDP-DG(23:1(9Z)/27:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(23:1(9Z)/27:1(9Z)), in particular, consists of two 9Z-tricosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(23:1(9Z)/27:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C62H113N3O15P2	InChI=1S/C62H113N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-58(67)78-54(51-75-57(66)47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h31-34,49-50,54-55,59-61,68-69H,3-30,35-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/b33-31-,34-32-/t54-,55-,59+,60?,61-/m1/s1	LVJBPMCCWYNDQR-DOYMDUCCSA-N	1201.764694			MMDBc0044476
BASm0031278	CDP-DG(23:1(9Z)/29:0)	CDP-DG(23:1(9Z)/29:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(23:1(9Z)/29:0), in particular, consists of two 9Z-tricosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(23:1(9Z)/29:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C64H119N3O15P2	InChI=1S/C64H119N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-50-60(69)80-56(53-77-59(68)49-47-45-43-41-39-37-35-33-31-24-22-20-18-16-14-12-10-8-6-4-2)54-78-83(73,74)82-84(75,76)79-55-57-61(70)62(71)63(81-57)67-52-51-58(65)66-64(67)72/h33,35,51-52,56-57,61-63,70-71H,3-32,34,36-50,53-55H2,1-2H3,(H,73,74)(H,75,76)(H2,65,66,72)/b35-33-/t56-,57-,61+,62?,63-/m1/s1	QBALJFLDUFOPRT-AXXJIZHPSA-N	1231.811644			MMDBc0044477
BASm0031279	CDP-DG(24:0/24:0)	CDP-DG(24:0/24:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:0/24:0), in particular, consists of two tetracosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:0/24:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C60H113N3O15P2	InChI=1S/C60H113N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-55(64)73-49-52(76-56(65)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h47-48,52-53,57-59,66-67H,3-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/t52-,53-,57+,58?,59-/m1/s1	JCFIMINSRREWFE-SDRJCHSQSA-N	1177.764694			MMDBc0044478
BASm0031280	CDP-DG(24:0/26:0)	CDP-DG(24:0/26:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:0/26:0), in particular, consists of two tetracosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:0/26:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C62H117N3O15P2	InChI=1S/C62H117N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-48-58(67)78-54(51-75-57(66)47-45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h49-50,54-55,59-61,68-69H,3-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/t54-,55-,59+,60?,61-/m1/s1	OTZNPHHLYVTWSW-OCGHGYNOSA-N	1205.795994			MMDBc0044479
BASm0031281	CDP-DG(24:0/26:1(11Z))	CDP-DG(24:0/26:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:0/26:1(11Z)), in particular, consists of two tetracosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:0/26:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C62H115N3O15P2	InChI=1S/C62H115N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-48-58(67)78-54(51-75-57(66)47-45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h26,28,49-50,54-55,59-61,68-69H,3-25,27,29-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/b28-26-/t54-,55-,59+,60?,61-/m1/s1	PKYGIODHGNCZOB-SPGJKIDNSA-N	1203.780344			MMDBc0044480
BASm0031282	CDP-DG(24:0/26:1(9Z))	CDP-DG(24:0/26:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:0/26:1(9Z)), in particular, consists of two tetracosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:0/26:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C63H117N3O15P2	InChI=1S/C63H117N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-29-31-33-35-37-39-41-43-45-47-49-59(68)79-55(52-76-58(67)48-46-44-42-40-38-36-34-32-30-28-24-22-20-18-16-14-12-10-8-6-4-2)53-77-82(72,73)81-83(74,75)78-54-56-60(69)61(70)62(80-56)66-51-50-57(64)65-63(66)71/h31,33,50-51,55-56,60-62,69-70H,3-30,32,34-49,52-54H2,1-2H3,(H,72,73)(H,74,75)(H2,64,65,71)/b33-31-/t55-,56-,60+,61?,62-/m1/s1	QEHMSFQMOPVOJS-HQVABJIWSA-N	1217.795994			MMDBc0044481
BASm0031283	CDP-DG(24:0/28:0)	CDP-DG(24:0/28:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:0/28:0), in particular, consists of two tetracosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:0/28:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C64H121N3O15P2	InChI=1S/C64H121N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-60(69)80-56(53-77-59(68)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2)54-78-83(73,74)82-84(75,76)79-55-57-61(70)62(71)63(81-57)67-52-51-58(65)66-64(67)72/h51-52,56-57,61-63,70-71H,3-50,53-55H2,1-2H3,(H,73,74)(H,75,76)(H2,65,66,72)/t56-,57-,61+,62?,63-/m1/s1	IZTIVHVEBPQJNK-SWWWUWFHSA-N	1233.827294			MMDBc0044482
BASm0031284	CDP-DG(24:0/28:1(11Z))	CDP-DG(24:0/28:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:0/28:1(11Z)), in particular, consists of two tetracosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:0/28:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C64H119N3O15P2	InChI=1S/C64H119N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-60(69)80-56(53-77-59(68)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2)54-78-83(73,74)82-84(75,76)79-55-57-61(70)62(71)63(81-57)67-52-51-58(65)66-64(67)72/h28,30,51-52,56-57,61-63,70-71H,3-27,29,31-50,53-55H2,1-2H3,(H,73,74)(H,75,76)(H2,65,66,72)/b30-28-/t56-,57-,61+,62?,63-/m1/s1	ZSJQZJPTSVTRQF-IODGIGHYSA-N	1231.811644			MMDBc0044483
BASm0031285	CDP-DG(24:0/28:1(9Z))	CDP-DG(24:0/28:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:0/28:1(9Z)), in particular, consists of two tetracosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:0/28:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C64H119N3O15P2	InChI=1S/C64H119N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-60(69)80-56(53-77-59(68)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2)54-78-83(73,74)82-84(75,76)79-55-57-61(70)62(71)63(81-57)67-52-51-58(65)66-64(67)72/h32,34,51-52,56-57,61-63,70-71H,3-31,33,35-50,53-55H2,1-2H3,(H,73,74)(H,75,76)(H2,65,66,72)/b34-32-/t56-,57-,61+,62?,63-/m1/s1	RSEUQOHMMOBKIZ-ZAMVBNMJSA-N	1231.811644			MMDBc0044484
BASm0031286	CDP-DG(24:1(11Z)/24:0)	CDP-DG(24:1(11Z)/24:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:1(11Z)/24:0), in particular, consists of two 11Z-tetracosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:1(11Z)/24:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C60H111N3O15P2	InChI=1S/C60H111N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-55(64)73-49-52(76-56(65)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h25,27,47-48,52-53,57-59,66-67H,3-24,26,28-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b27-25-/t52-,53-,57+,58?,59-/m1/s1	SSYIMLARXUSYAZ-HOGLXPLQSA-N	1175.749044			MMDBc0044485
BASm0031287	CDP-DG(24:1(11Z)/24:1(11Z))	CDP-DG(24:1(11Z)/24:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:1(11Z)/24:1(11Z)), in particular, consists of two 11Z-tetracosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:1(11Z)/24:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C60H109N3O15P2	InChI=1S/C60H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-55(64)73-49-52(76-56(65)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h25-28,47-48,52-53,57-59,66-67H,3-24,29-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b27-25-,28-26-/t52-,53-,57+,58?,59-/m1/s1	QUQQJBVIUMVIBO-CKEUMLAMSA-N	1173.733394			MMDBc0044486
BASm0031288	CDP-DG(24:1(11Z)/24:1(9Z))	CDP-DG(24:1(11Z)/24:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:1(11Z)/24:1(9Z)), in particular, consists of two 11Z-tetracosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:1(11Z)/24:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C60H109N3O15P2	InChI=1S/C60H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-55(64)73-49-52(76-56(65)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h25,27,30,32,47-48,52-53,57-59,66-67H,3-24,26,28-29,31,33-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b27-25-,32-30-/t52-,53-,57+,58?,59-/m1/s1	XILJVDAXYFTLQC-GAVPCHNMSA-N	1173.733394			MMDBc0044487
BASm0031289	CDP-DG(24:1(11Z)/26:0)	CDP-DG(24:1(11Z)/26:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:1(11Z)/26:0), in particular, consists of two 11Z-tetracosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:1(11Z)/26:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C62H115N3O15P2	InChI=1S/C62H115N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-48-58(67)78-54(51-75-57(66)47-45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h27,29,49-50,54-55,59-61,68-69H,3-26,28,30-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/b29-27-/t54-,55-,59+,60?,61-/m1/s1	HPCQYMUKCOKEFL-ALQOKPSXSA-N	1203.780344			MMDBc0044488
BASm0031290	CDP-DG(24:1(11Z)/26:1(11Z))	CDP-DG(24:1(11Z)/26:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:1(11Z)/26:1(11Z)), in particular, consists of two 11Z-tetracosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:1(11Z)/26:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C62H113N3O15P2	InChI=1S/C62H113N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-48-58(67)78-54(51-75-57(66)47-45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h26-29,49-50,54-55,59-61,68-69H,3-25,30-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/b28-26-,29-27-/t54-,55-,59+,60?,61-/m1/s1	FIBAQQIHRCEZOJ-AHEORTQJSA-N	1201.764694			MMDBc0044489
BASm0031291	CDP-DG(24:1(11Z)/26:1(9Z))	CDP-DG(24:1(11Z)/26:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:1(11Z)/26:1(9Z)), in particular, consists of two 11Z-tetracosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:1(11Z)/26:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C63H115N3O15P2	InChI=1S/C63H115N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-29-31-33-35-37-39-41-43-45-47-49-59(68)79-55(52-76-58(67)48-46-44-42-40-38-36-34-32-30-28-24-22-20-18-16-14-12-10-8-6-4-2)53-77-82(72,73)81-83(74,75)78-54-56-60(69)61(70)62(80-56)66-51-50-57(64)65-63(66)71/h28,30-31,33,50-51,55-56,60-62,69-70H,3-27,29,32,34-49,52-54H2,1-2H3,(H,72,73)(H,74,75)(H2,64,65,71)/b30-28-,33-31-/t55-,56-,60+,61?,62-/m1/s1	VTQUHBGLVRCZLO-NAXLCBTGSA-N	1215.780344			MMDBc0044490
BASm0031292	CDP-DG(24:1(11Z)/28:0)	CDP-DG(24:1(11Z)/28:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:1(11Z)/28:0), in particular, consists of two 11Z-tetracosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:1(11Z)/28:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C64H119N3O15P2	InChI=1S/C64H119N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-60(69)80-56(53-77-59(68)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2)54-78-83(73,74)82-84(75,76)79-55-57-61(70)62(71)63(81-57)67-52-51-58(65)66-64(67)72/h29,31,51-52,56-57,61-63,70-71H,3-28,30,32-50,53-55H2,1-2H3,(H,73,74)(H,75,76)(H2,65,66,72)/b31-29-/t56-,57-,61+,62?,63-/m1/s1	LXHPAJMCZBOHMR-NHTIULMQSA-N	1231.811644			MMDBc0044491
BASm0031293	CDP-DG(24:1(11Z)/28:1(11Z))	CDP-DG(24:1(11Z)/28:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:1(11Z)/28:1(11Z)), in particular, consists of two 11Z-tetracosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:1(11Z)/28:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C64H117N3O15P2	InChI=1S/C64H117N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-60(69)80-56(53-77-59(68)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2)54-78-83(73,74)82-84(75,76)79-55-57-61(70)62(71)63(81-57)67-52-51-58(65)66-64(67)72/h28-31,51-52,56-57,61-63,70-71H,3-27,32-50,53-55H2,1-2H3,(H,73,74)(H,75,76)(H2,65,66,72)/b30-28-,31-29-/t56-,57-,61+,62?,63-/m1/s1	MBBBSUYCYZYCPY-FFNKOSCJSA-N	1229.795994			MMDBc0044492
BASm0031294	CDP-DG(24:1(11Z)/28:1(9Z))	CDP-DG(24:1(11Z)/28:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:1(11Z)/28:1(9Z)), in particular, consists of two 11Z-tetracosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:1(11Z)/28:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C64H117N3O15P2	InChI=1S/C64H117N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-60(69)80-56(53-77-59(68)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2)54-78-83(73,74)82-84(75,76)79-55-57-61(70)62(71)63(81-57)67-52-51-58(65)66-64(67)72/h29,31-32,34,51-52,56-57,61-63,70-71H,3-28,30,33,35-50,53-55H2,1-2H3,(H,73,74)(H,75,76)(H2,65,66,72)/b31-29-,34-32-/t56-,57-,61+,62?,63-/m1/s1	RDDPQZWQOWVYCV-ITRXAHKFSA-N	1229.795994			MMDBc0044493
BASm0031295	CDP-DG(24:1(9Z)/24:0)	CDP-DG(24:1(9Z)/24:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:1(9Z)/24:0), in particular, consists of two 9Z-tetracosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:1(9Z)/24:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C60H111N3O15P2	InChI=1S/C60H111N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-55(64)73-49-52(76-56(65)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h29,31,47-48,52-53,57-59,66-67H,3-28,30,32-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b31-29-/t52-,53-,57+,58?,59-/m1/s1	OTULGJFSMVFSBK-QJFRPIRKSA-N	1175.749044			MMDBc0044494
BASm0031296	CDP-DG(24:1(9Z)/24:1(11Z))	CDP-DG(24:1(9Z)/24:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:1(9Z)/24:1(11Z)), in particular, consists of two 9Z-tetracosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:1(9Z)/24:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C60H109N3O15P2	InChI=1S/C60H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-55(64)73-49-52(76-56(65)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h26,28-29,31,47-48,52-53,57-59,66-67H,3-25,27,30,32-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b28-26-,31-29-/t52-,53-,57+,58?,59-/m1/s1	ZLZVFKRUMAYNQP-MFGQTFBGSA-N	1173.733394			MMDBc0044495
BASm0031297	CDP-DG(24:1(9Z)/24:1(9Z))	CDP-DG(24:1(9Z)/24:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:1(9Z)/24:1(9Z)), in particular, consists of two 9Z-tetracosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:1(9Z)/24:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C60H109N3O15P2	InChI=1S/C60H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-55(64)73-49-52(76-56(65)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h29-32,47-48,52-53,57-59,66-67H,3-28,33-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b31-29-,32-30-/t52-,53-,57+,58?,59-/m1/s1	GDPXBFIVLFXNDW-LUXQGBSOSA-N	1173.733394			MMDBc0044496
BASm0031298	CDP-DG(24:1(9Z)/26:0)	CDP-DG(24:1(9Z)/26:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:1(9Z)/26:0), in particular, consists of two 9Z-tetracosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:1(9Z)/26:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C62H115N3O15P2	InChI=1S/C62H115N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-48-58(67)78-54(51-75-57(66)47-45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h31,33,49-50,54-55,59-61,68-69H,3-30,32,34-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/b33-31-/t54-,55-,59+,60?,61-/m1/s1	ZCPLLLBDUXEXOI-DSLRTSSASA-N	1203.780344			MMDBc0044497
BASm0031299	CDP-DG(24:1(9Z)/26:1(11Z))	CDP-DG(24:1(9Z)/26:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:1(9Z)/26:1(11Z)), in particular, consists of two 9Z-tetracosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:1(9Z)/26:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C62H113N3O15P2	InChI=1S/C62H113N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-48-58(67)78-54(51-75-57(66)47-45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h26,28,31,33,49-50,54-55,59-61,68-69H,3-25,27,29-30,32,34-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/b28-26-,33-31-/t54-,55-,59+,60?,61-/m1/s1	HMYHZHXPMQNWNI-UJLUQBBYSA-N	1201.764694			MMDBc0044498
BASm0031300	CDP-DG(24:1(9Z)/26:1(9Z))	CDP-DG(24:1(9Z)/26:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:1(9Z)/26:1(9Z)), in particular, consists of two 9Z-tetracosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:1(9Z)/26:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C63H115N3O15P2	InChI=1S/C63H115N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-29-31-33-35-37-39-41-43-45-47-49-59(68)79-55(52-76-58(67)48-46-44-42-40-38-36-34-32-30-28-24-22-20-18-16-14-12-10-8-6-4-2)53-77-82(72,73)81-83(74,75)78-54-56-60(69)61(70)62(80-56)66-51-50-57(64)65-63(66)71/h31-34,50-51,55-56,60-62,69-70H,3-30,35-49,52-54H2,1-2H3,(H,72,73)(H,74,75)(H2,64,65,71)/b33-31-,34-32-/t55-,56-,60+,61?,62-/m1/s1	KQDUMPKZTMEYLH-WUZREQEMSA-N	1215.780344			MMDBc0044499
BASm0031301	CDP-DG(24:1(9Z)/28:0)	CDP-DG(24:1(9Z)/28:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:1(9Z)/28:0), in particular, consists of two 9Z-tetracosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:1(9Z)/28:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C64H119N3O15P2	InChI=1S/C64H119N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-60(69)80-56(53-77-59(68)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2)54-78-83(73,74)82-84(75,76)79-55-57-61(70)62(71)63(81-57)67-52-51-58(65)66-64(67)72/h33,35,51-52,56-57,61-63,70-71H,3-32,34,36-50,53-55H2,1-2H3,(H,73,74)(H,75,76)(H2,65,66,72)/b35-33-/t56-,57-,61+,62?,63-/m1/s1	UICSPCJSAYJIJA-AXXJIZHPSA-N	1231.811644			MMDBc0044500
BASm0031302	CDP-DG(24:1(9Z)/28:1(11Z))	CDP-DG(24:1(9Z)/28:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:1(9Z)/28:1(11Z)), in particular, consists of two 9Z-tetracosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:1(9Z)/28:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C64H117N3O15P2	InChI=1S/C64H117N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-60(69)80-56(53-77-59(68)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2)54-78-83(73,74)82-84(75,76)79-55-57-61(70)62(71)63(81-57)67-52-51-58(65)66-64(67)72/h28,30,33,35,51-52,56-57,61-63,70-71H,3-27,29,31-32,34,36-50,53-55H2,1-2H3,(H,73,74)(H,75,76)(H2,65,66,72)/b30-28-,35-33-/t56-,57-,61+,62?,63-/m1/s1	PUFWXWDBLWVFTA-RBWUZUDSSA-N	1229.795994			MMDBc0044501
BASm0031303	CDP-DG(24:1(9Z)/28:1(9Z))	CDP-DG(24:1(9Z)/28:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:1(9Z)/28:1(9Z)), in particular, consists of two 9Z-tetracosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:1(9Z)/28:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C64H117N3O15P2	InChI=1S/C64H117N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-60(69)80-56(53-77-59(68)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2)54-78-83(73,74)82-84(75,76)79-55-57-61(70)62(71)63(81-57)67-52-51-58(65)66-64(67)72/h32-35,51-52,56-57,61-63,70-71H,3-31,36-50,53-55H2,1-2H3,(H,73,74)(H,75,76)(H2,65,66,72)/b34-32-,35-33-/t56-,57-,61+,62?,63-/m1/s1	WHHVUILSIGJXJV-PHCXBBQYSA-N	1229.795994			MMDBc0044502
BASm0031304	CDP-DG(25:0/25:0)	CDP-DG(25:0/25:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(25:0/25:0), in particular, consists of two pentacosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(25:0/25:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C62H117N3O15P2	InChI=1S/C62H117N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-57(66)75-51-54(78-58(67)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h49-50,54-55,59-61,68-69H,3-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/t54-,55-,59+,60?,61-/m1/s1	OVMJZYOJUGHWQN-OCGHGYNOSA-N	1205.795994			MMDBc0044503
BASm0031305	CDP-DG(25:0/25:1(11Z))	CDP-DG(25:0/25:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(25:0/25:1(11Z)), in particular, consists of two pentacosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(25:0/25:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C62H115N3O15P2	InChI=1S/C62H115N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-57(66)75-51-54(78-58(67)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h28,30,49-50,54-55,59-61,68-69H,3-27,29,31-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/b30-28-/t54-,55-,59+,60?,61-/m1/s1	OBGLNKHVDMDCOK-IOOPFNFHSA-N	1203.780344			MMDBc0044504
BASm0031306	CDP-DG(25:0/25:1(9Z))	CDP-DG(25:0/25:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(25:0/25:1(9Z)), in particular, consists of two pentacosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(25:0/25:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C62H115N3O15P2	InChI=1S/C62H115N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-57(66)75-51-54(78-58(67)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h32,34,49-50,54-55,59-61,68-69H,3-31,33,35-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/b34-32-/t54-,55-,59+,60?,61-/m1/s1	BZPIJEHXPGRNMS-HLMYWHCQSA-N	1203.780344			MMDBc0044505
BASm0031307	CDP-DG(25:0/27:0)	CDP-DG(25:0/27:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(25:0/27:0), in particular, consists of two pentacosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(25:0/27:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C64H121N3O15P2	InChI=1S/C64H121N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-60(69)80-56(53-77-59(68)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2)54-78-83(73,74)82-84(75,76)79-55-57-61(70)62(71)63(81-57)67-52-51-58(65)66-64(67)72/h51-52,56-57,61-63,70-71H,3-50,53-55H2,1-2H3,(H,73,74)(H,75,76)(H2,65,66,72)/t56-,57-,61+,62?,63-/m1/s1	CZANLUPULWLAGO-SWWWUWFHSA-N	1233.827294			MMDBc0044506
BASm0031308	CDP-DG(25:0/27:1(11Z))	CDP-DG(25:0/27:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(25:0/27:1(11Z)), in particular, consists of two pentacosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(25:0/27:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C64H119N3O15P2	InChI=1S/C64H119N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-60(69)80-56(53-77-59(68)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2)54-78-83(73,74)82-84(75,76)79-55-57-61(70)62(71)63(81-57)67-52-51-58(65)66-64(67)72/h30,32,51-52,56-57,61-63,70-71H,3-29,31,33-50,53-55H2,1-2H3,(H,73,74)(H,75,76)(H2,65,66,72)/b32-30-/t56-,57-,61+,62?,63-/m1/s1	QRPQTMHQIKTHLB-MDDBKGGPSA-N	1231.811644			MMDBc0044507
BASm0031309	CDP-DG(25:0/27:1(9Z))	CDP-DG(25:0/27:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(25:0/27:1(9Z)), in particular, consists of two pentacosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(25:0/27:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C64H119N3O15P2	InChI=1S/C64H119N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-60(69)80-56(53-77-59(68)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2)54-78-83(73,74)82-84(75,76)79-55-57-61(70)62(71)63(81-57)67-52-51-58(65)66-64(67)72/h34,36,51-52,56-57,61-63,70-71H,3-33,35,37-50,53-55H2,1-2H3,(H,73,74)(H,75,76)(H2,65,66,72)/b36-34-/t56-,57-,61+,62?,63-/m1/s1	URHDVDOCEVRULB-KGZFWPQXSA-N	1231.811644			MMDBc0044508
BASm0031310	CDP-DG(25:1(11Z)/25:1(11Z))	CDP-DG(25:1(11Z)/25:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(25:1(11Z)/25:1(11Z)), in particular, consists of two 11Z-pentacosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(25:1(11Z)/25:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C62H113N3O15P2	InChI=1S/C62H113N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-57(66)75-51-54(78-58(67)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h27-30,49-50,54-55,59-61,68-69H,3-26,31-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/b29-27-,30-28-/t54-,55-,59+,60?,61-/m1/s1	IFMWFACQRMZOMZ-OIJYYDLOSA-N	1201.764694			MMDBc0044509
BASm0031311	CDP-DG(25:1(11Z)/25:1(9Z))	CDP-DG(25:1(11Z)/25:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(25:1(11Z)/25:1(9Z)), in particular, consists of two 11Z-pentacosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(25:1(11Z)/25:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C62H113N3O15P2	InChI=1S/C62H113N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-57(66)75-51-54(78-58(67)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h27,29,32,34,49-50,54-55,59-61,68-69H,3-26,28,30-31,33,35-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/b29-27-,34-32-/t54-,55-,59+,60?,61-/m1/s1	DXOZIROBOFFIMM-WXEMQLKKSA-N	1201.764694			MMDBc0044510
BASm0031312	CDP-DG(25:1(11Z)/27:0)	CDP-DG(25:1(11Z)/27:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(25:1(11Z)/27:0), in particular, consists of two 11Z-pentacosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(25:1(11Z)/27:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C64H119N3O15P2	InChI=1S/C64H119N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-60(69)80-56(53-77-59(68)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2)54-78-83(73,74)82-84(75,76)79-55-57-61(70)62(71)63(81-57)67-52-51-58(65)66-64(67)72/h29,31,51-52,56-57,61-63,70-71H,3-28,30,32-50,53-55H2,1-2H3,(H,73,74)(H,75,76)(H2,65,66,72)/b31-29-/t56-,57-,61+,62?,63-/m1/s1	FQMQFDZQNRZLCC-NHTIULMQSA-N	1231.811644			MMDBc0044511
BASm0031313	CDP-DG(25:1(11Z)/27:1(11Z))	CDP-DG(25:1(11Z)/27:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(25:1(11Z)/27:1(11Z)), in particular, consists of two 11Z-pentacosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(25:1(11Z)/27:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C64H117N3O15P2	InChI=1S/C64H117N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-60(69)80-56(53-77-59(68)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2)54-78-83(73,74)82-84(75,76)79-55-57-61(70)62(71)63(81-57)67-52-51-58(65)66-64(67)72/h29-32,51-52,56-57,61-63,70-71H,3-28,33-50,53-55H2,1-2H3,(H,73,74)(H,75,76)(H2,65,66,72)/b31-29-,32-30-/t56-,57-,61+,62?,63-/m1/s1	YHONRFNTOUOXPM-UECYARDOSA-N	1229.795994			MMDBc0044512
BASm0031314	CDP-DG(25:1(11Z)/27:1(9Z))	CDP-DG(25:1(11Z)/27:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(25:1(11Z)/27:1(9Z)), in particular, consists of two 11Z-pentacosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(25:1(11Z)/27:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C64H117N3O15P2	InChI=1S/C64H117N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-60(69)80-56(53-77-59(68)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2)54-78-83(73,74)82-84(75,76)79-55-57-61(70)62(71)63(81-57)67-52-51-58(65)66-64(67)72/h29,31,34,36,51-52,56-57,61-63,70-71H,3-28,30,32-33,35,37-50,53-55H2,1-2H3,(H,73,74)(H,75,76)(H2,65,66,72)/b31-29-,36-34-/t56-,57-,61+,62?,63-/m1/s1	ACNIDKLHPNSKAH-LPCIPPPISA-N	1229.795994			MMDBc0044513
BASm0031315	CDP-DG(25:1(9Z)/25:1(11Z))	CDP-DG(25:1(9Z)/25:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(25:1(9Z)/25:1(11Z)), in particular, consists of two 9Z-pentacosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(25:1(9Z)/25:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C62H113N3O15P2	InChI=1S/C62H113N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-57(66)75-51-54(78-58(67)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h28,30-31,33,49-50,54-55,59-61,68-69H,3-27,29,32,34-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/b30-28-,33-31-/t54-,55-,59+,60?,61-/m1/s1	YLVFUXQXFDYQQM-XUHOECSDSA-N	1201.764694			MMDBc0044514
BASm0031316	CDP-DG(25:1(9Z)/25:1(9Z))	CDP-DG(25:1(9Z)/25:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(25:1(9Z)/25:1(9Z)), in particular, consists of two 9Z-pentacosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(25:1(9Z)/25:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C62H113N3O15P2	InChI=1S/C62H113N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-57(66)75-51-54(78-58(67)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)52-76-81(71,72)80-82(73,74)77-53-55-59(68)60(69)61(79-55)65-50-49-56(63)64-62(65)70/h31-34,49-50,54-55,59-61,68-69H,3-30,35-48,51-53H2,1-2H3,(H,71,72)(H,73,74)(H2,63,64,70)/b33-31-,34-32-/t54-,55-,59+,60?,61-/m1/s1	RVIPQMQWNDBHLY-DOYMDUCCSA-N	1201.764694			MMDBc0044515
BASm0031317	CDP-DG(25:1(9Z)/27:0)	CDP-DG(25:1(9Z)/27:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(25:1(9Z)/27:0), in particular, consists of two 9Z-pentacosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(25:1(9Z)/27:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C64H119N3O15P2	InChI=1S/C64H119N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-60(69)80-56(53-77-59(68)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2)54-78-83(73,74)82-84(75,76)79-55-57-61(70)62(71)63(81-57)67-52-51-58(65)66-64(67)72/h33,35,51-52,56-57,61-63,70-71H,3-32,34,36-50,53-55H2,1-2H3,(H,73,74)(H,75,76)(H2,65,66,72)/b35-33-/t56-,57-,61+,62?,63-/m1/s1	BNTLJZNLNKILPX-AXXJIZHPSA-N	1231.811644			MMDBc0044516
BASm0031318	CDP-DG(25:1(9Z)/27:1(11Z))	CDP-DG(25:1(9Z)/27:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(25:1(9Z)/27:1(11Z)), in particular, consists of two 9Z-pentacosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(25:1(9Z)/27:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C64H117N3O15P2	InChI=1S/C64H117N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-60(69)80-56(53-77-59(68)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2)54-78-83(73,74)82-84(75,76)79-55-57-61(70)62(71)63(81-57)67-52-51-58(65)66-64(67)72/h30,32-33,35,51-52,56-57,61-63,70-71H,3-29,31,34,36-50,53-55H2,1-2H3,(H,73,74)(H,75,76)(H2,65,66,72)/b32-30-,35-33-/t56-,57-,61+,62?,63-/m1/s1	IRYBSKDGKAYISF-WEYTWBPYSA-N	1229.795994			MMDBc0044517
BASm0031319	CDP-DG(25:1(9Z)/27:1(9Z))	CDP-DG(25:1(9Z)/27:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(25:1(9Z)/27:1(9Z)), in particular, consists of two 9Z-pentacosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(25:1(9Z)/27:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C64H117N3O15P2	InChI=1S/C64H117N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-60(69)80-56(53-77-59(68)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2)54-78-83(73,74)82-84(75,76)79-55-57-61(70)62(71)63(81-57)67-52-51-58(65)66-64(67)72/h33-36,51-52,56-57,61-63,70-71H,3-32,37-50,53-55H2,1-2H3,(H,73,74)(H,75,76)(H2,65,66,72)/b35-33-,36-34-/t56-,57-,61+,62?,63-/m1/s1	MCWCHXHPFYLMJX-QZFMZUMPSA-N	1229.795994			MMDBc0044518
BASm0031320	CDP-DG(26:0/26:1(11Z))	CDP-DG(26:0/26:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(26:0/26:1(11Z)), in particular, consists of two hexacosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(26:0/26:1(11Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C64H119N3O15P2	InChI=1S/C64H119N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-49-59(68)77-53-56(54-78-83(73,74)82-84(75,76)79-55-57-61(70)62(71)63(81-57)67-52-51-58(65)66-64(67)72)80-60(69)50-48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h28,30,51-52,56-57,61-63,70-71H,3-27,29,31-50,53-55H2,1-2H3,(H,73,74)(H,75,76)(H2,65,66,72)/b30-28-/t56-,57-,61+,62?,63-/m1/s1	ZGWIMOAAAMMVPZ-IODGIGHYSA-N	1231.811644			MMDBc0044519
BASm0031321	CDP-DG(26:0/26:1(9Z))	CDP-DG(26:0/26:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(26:0/26:1(9Z)), in particular, consists of two hexacosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(26:0/26:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C65H121N3O15P2	InChI=1S/C65H121N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-49-51-61(70)81-57(55-79-84(74,75)83-85(76,77)80-56-58-62(71)63(72)64(82-58)68-53-52-59(66)67-65(68)73)54-78-60(69)50-48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33,35,52-53,57-58,62-64,71-72H,3-32,34,36-51,54-56H2,1-2H3,(H,74,75)(H,76,77)(H2,66,67,73)/b35-33-/t57-,58-,62+,63?,64-/m1/s1	ZKZCQMZXWBTQNL-NYCXSBCFSA-N	1245.827294			MMDBc0044520
BASm0031322	DG(10:0/14:1(11Z)/0:0)	DG(10:0/14:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/14:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C27H50O5	InChI=1S/C27H50O5/c1-3-5-7-9-11-12-13-14-16-18-20-22-27(30)32-25(23-28)24-31-26(29)21-19-17-15-10-8-6-4-2/h5,7,25,28H,3-4,6,8-24H2,1-2H3/b7-5-/t25-/m1/s1	FESZCSAUACWYNB-YUHIZENFSA-N	454.3658247			MMDBc0044521
BASm0031323	DG(10:0/14:1(9Z)/0:0)	DG(10:0/14:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/14:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C27H50O5	InChI=1S/C27H50O5/c1-3-5-7-9-11-12-13-14-16-18-20-22-27(30)32-25(23-28)24-31-26(29)21-19-17-15-10-8-6-4-2/h9,11,25,28H,3-8,10,12-24H2,1-2H3/b11-9-/t25-/m1/s1	QZMMFORQIZEYGY-WNFFGTKGSA-N	454.3658247			MMDBc0044522
BASm0031324	DG(10:0/15:1(11Z)/0:0)	DG(10:0/15:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/15:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C28H52O5	InChI=1S/C28H52O5/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-28(31)33-26(24-29)25-32-27(30)22-20-18-16-10-8-6-4-2/h7,9,26,29H,3-6,8,10-25H2,1-2H3/b9-7-/t26-/m1/s1	NWIMCWNKKQWJJL-DYELONKMSA-N	468.3814748			MMDBc0044523
BASm0031325	DG(10:0/15:1(9Z)/0:0)	DG(10:0/15:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/15:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C28H52O5	InChI=1S/C28H52O5/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-28(31)33-26(24-29)25-32-27(30)22-20-18-16-10-8-6-4-2/h11-12,26,29H,3-10,13-25H2,1-2H3/b12-11-/t26-/m1/s1	SXELFUVIBQJEOG-XCMWCYMESA-N	468.3814748			MMDBc0044524
BASm0031326	DG(10:0/16:1(11Z)/0:0)	DG(10:0/16:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/16:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C29H54O5	InChI=1S/C29H54O5/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-29(32)34-27(25-30)26-33-28(31)23-21-19-17-10-8-6-4-2/h9,11,27,30H,3-8,10,12-26H2,1-2H3/b11-9-/t27-/m1/s1	QJRFYDAGZAFUCQ-YLYQOIPRSA-N	482.3971248			MMDBc0044525
BASm0031327	DG(10:0/18:1(11Z)/0:0)	DG(10:0/18:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/18:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C31H58O5	InChI=1S/C31H58O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-31(34)36-29(27-32)28-35-30(33)25-23-21-19-10-8-6-4-2/h12-13,29,32H,3-11,14-28H2,1-2H3/b13-12-/t29-/m1/s1	VCJWWKOOVKRAMI-BKAVPCLVSA-N	510.428425			MMDBc0044526
BASm0031328	DG(10:0/20:0/0:0)	DG(10:0/20:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/20:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C33H64O5	InChI=1S/C33H64O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-22-24-26-28-33(36)38-31(29-34)30-37-32(35)27-25-23-21-10-8-6-4-2/h31,34H,3-30H2,1-2H3/t31-/m1/s1	MUSLWUNQWWGKSE-WJOKGBTCSA-N	540.4753752			MMDBc0044527
BASm0031329	DG(10:0/20:1(11Z)/0:0)	DG(10:0/20:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/20:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C33H62O5	InChI=1S/C33H62O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-22-24-26-28-33(36)38-31(29-34)30-37-32(35)27-25-23-21-10-8-6-4-2/h14-15,31,34H,3-13,16-30H2,1-2H3/b15-14-/t31-/m1/s1	HPDIUUKKTKFLCF-BPRWFLIUSA-N	538.4597251			MMDBc0044528
BASm0031330	DG(10:0/20:1(13Z)/0:0)	DG(10:0/20:1(13Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/20:1(13Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C33H62O5	InChI=1S/C33H62O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-22-24-26-28-33(36)38-31(29-34)30-37-32(35)27-25-23-21-10-8-6-4-2/h12-13,31,34H,3-11,14-30H2,1-2H3/b13-12-/t31-/m1/s1	LCTZBVJBUAVDEX-RPUPUBLZSA-N	538.4597251			MMDBc0044529
BASm0031331	DG(10:0/22:0/0:0)	DG(10:0/22:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/22:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C35H68O5	InChI=1S/C35H68O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-24-26-28-30-35(38)40-33(31-36)32-39-34(37)29-27-25-23-10-8-6-4-2/h33,36H,3-32H2,1-2H3/t33-/m1/s1	LILCXMJACQHTHI-MGBGTMOVSA-N	568.5066753			MMDBc0044530
BASm0031332	DG(10:0/22:1(11Z)/0:0)	DG(10:0/22:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/22:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C35H66O5	InChI=1S/C35H66O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-24-26-28-30-35(38)40-33(31-36)32-39-34(37)29-27-25-23-10-8-6-4-2/h16-17,33,36H,3-15,18-32H2,1-2H3/b17-16-/t33-/m1/s1	GGYVBWXQEKGHMK-NTEJXHNLSA-N	566.4910252			MMDBc0044531
BASm0031333	DG(10:0/22:1(9Z)/0:0)	DG(10:0/22:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/22:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C35H66O5	InChI=1S/C35H66O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-24-26-28-30-35(38)40-33(31-36)32-39-34(37)29-27-25-23-10-8-6-4-2/h18-19,33,36H,3-17,20-32H2,1-2H3/b19-18-/t33-/m1/s1	NGFAXCILINBAGJ-RWXFDWRVSA-N	566.4910252			MMDBc0044532
BASm0031334	DG(10:0/23:1(11Z)/0:0)	DG(10:0/23:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/23:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C36H68O5	InChI=1S/C36H68O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-36(39)41-34(32-37)33-40-35(38)30-28-26-24-10-8-6-4-2/h17-18,34,37H,3-16,19-33H2,1-2H3/b18-17-/t34-/m1/s1	SRAFMKMAXPQNPF-RZCWWDNZSA-N	580.5066753			MMDBc0044533
BASm0031335	DG(10:0/23:1(9Z)/0:0)	DG(10:0/23:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/23:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C36H68O5	InChI=1S/C36H68O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-36(39)41-34(32-37)33-40-35(38)30-28-26-24-10-8-6-4-2/h19-20,34,37H,3-18,21-33H2,1-2H3/b20-19-/t34-/m1/s1	KVZKAPXOCIZRDV-HIJSTGDGSA-N	580.5066753			MMDBc0044534
BASm0031336	DG(10:0/24:0/0:0)	DG(10:0/24:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/24:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C37H72O5	InChI=1S/C37H72O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-10-8-6-4-2/h35,38H,3-34H2,1-2H3/t35-/m1/s1	GZRJSVXIUFXNGQ-PGUFJCEWSA-N	596.5379754			MMDBc0044535
BASm0031337	DG(10:0/24:1(11Z)/0:0)	DG(10:0/24:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/24:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C37H70O5	InChI=1S/C37H70O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-10-8-6-4-2/h18-19,35,38H,3-17,20-34H2,1-2H3/b19-18-/t35-/m1/s1	HTWGBZQDXWSVOS-MXRVBTIQSA-N	594.5223254			MMDBc0044536
BASm0031338	DG(10:0/24:1(9Z)/0:0)	DG(10:0/24:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/24:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C37H70O5	InChI=1S/C37H70O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-10-8-6-4-2/h20-21,35,38H,3-19,22-34H2,1-2H3/b21-20-/t35-/m1/s1	VUMRQUNIRZCCJW-LDVSHYIOSA-N	594.5223254			MMDBc0044537
BASm0031339	DG(10:0/25:0/0:0)	DG(10:0/25:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/25:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C38H74O5	InChI=1S/C38H74O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-38(41)43-36(34-39)35-42-37(40)32-30-28-26-10-8-6-4-2/h36,39H,3-35H2,1-2H3/t36-/m1/s1	AXYVNVPXHAOSPO-PSXMRANNSA-N	610.5536255			MMDBc0044538
BASm0031340	DG(10:0/25:1(11Z)/0:0)	DG(10:0/25:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/25:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C38H72O5	InChI=1S/C38H72O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-38(41)43-36(34-39)35-42-37(40)32-30-28-26-10-8-6-4-2/h19-20,36,39H,3-18,21-35H2,1-2H3/b20-19-/t36-/m1/s1	UEWRAGXIROZVQC-ZVHSIAILSA-N	608.5379754			MMDBc0044539
BASm0031341	DG(10:0/25:1(9Z)/0:0)	DG(10:0/25:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/25:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C38H72O5	InChI=1S/C38H72O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-38(41)43-36(34-39)35-42-37(40)32-30-28-26-10-8-6-4-2/h21-22,36,39H,3-20,23-35H2,1-2H3/b22-21-/t36-/m1/s1	GLERTIRWERUHNH-PPUTVMAJSA-N	608.5379754			MMDBc0044540
BASm0031342	DG(10:0/26:0/0:0)	DG(10:0/26:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/26:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C39H76O5	InChI=1S/C39H76O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-10-8-6-4-2/h37,40H,3-36H2,1-2H3/t37-/m1/s1	NFXTVWBMRUYMSU-DIPNUNPCSA-N	624.5692755			MMDBc0044541
BASm0031343	DG(10:0/26:1(11Z)/0:0)	DG(10:0/26:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/26:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C39H74O5	InChI=1S/C39H74O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-10-8-6-4-2/h19-20,37,40H,3-18,21-36H2,1-2H3/b20-19-/t37-/m1/s1	WWTPKHWQXINSTQ-PLOGQBHYSA-N	622.5536255			MMDBc0044542
BASm0031344	DG(10:0/26:1(9Z)/0:0)	DG(10:0/26:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/26:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C40H76O5	InChI=1S/C40H76O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-40(43)45-38(36-41)37-44-39(42)34-32-30-28-10-8-6-4-2/h22-23,38,41H,3-21,24-37H2,1-2H3/b23-22-/t38-/m1/s1	XHQRJYAZMLNKQP-JJNZPZCASA-N	636.5692755			MMDBc0044543
BASm0031345	DG(10:0/28:0/0:0)	DG(10:0/28:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/28:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C41H80O5	InChI=1S/C41H80O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-10-8-6-4-2/h39,42H,3-38H2,1-2H3/t39-/m1/s1	UBPKKJZABZRJES-LDLOPFEMSA-N	652.6005757			MMDBc0044544
BASm0031346	DG(10:0/30:0/0:0)	DG(10:0/30:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/30:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C43H84O5	InChI=1S/C43H84O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-10-8-6-4-2/h41,44H,3-40H2,1-2H3/t41-/m1/s1	PDSUOFZEQMYRCX-VQJSHJPSSA-N	680.6318758			MMDBc0044545
BASm0031347	DG(12:0/14:1(11Z)/0:0)	DG(12:0/14:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/14:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C29H54O5	InChI=1S/C29H54O5/c1-3-5-7-9-11-13-14-16-18-20-22-24-29(32)34-27(25-30)26-33-28(31)23-21-19-17-15-12-10-8-6-4-2/h5,7,27,30H,3-4,6,8-26H2,1-2H3/b7-5-/t27-/m1/s1	BSQICPNYOMCVPJ-HNYVIFEESA-N	482.3971248			MMDBc0044546
BASm0031348	DG(12:0/14:1(9Z)/0:0)	DG(12:0/14:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/14:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C29H54O5	InChI=1S/C29H54O5/c1-3-5-7-9-11-13-14-16-18-20-22-24-29(32)34-27(25-30)26-33-28(31)23-21-19-17-15-12-10-8-6-4-2/h9,11,27,30H,3-8,10,12-26H2,1-2H3/b11-9-/t27-/m1/s1	ARFFFIALGZLPMU-YLYQOIPRSA-N	482.3971248			MMDBc0044547
BASm0031349	DG(12:0/15:1(11Z)/0:0)	DG(12:0/15:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/15:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C30H56O5	InChI=1S/C30H56O5/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-30(33)35-28(26-31)27-34-29(32)24-22-20-18-16-12-10-8-6-4-2/h7,9,28,31H,3-6,8,10-27H2,1-2H3/b9-7-/t28-/m1/s1	GLHFTCCZCHYMMF-QPNHNCKLSA-N	496.4127749			MMDBc0044548
BASm0031350	DG(12:0/15:1(9Z)/0:0)	DG(12:0/15:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/15:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C30H56O5	InChI=1S/C30H56O5/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-30(33)35-28(26-31)27-34-29(32)24-22-20-18-16-12-10-8-6-4-2/h11,13,28,31H,3-10,12,14-27H2,1-2H3/b13-11-/t28-/m1/s1	NIPLJAAARPCJNE-ACWSPVJKSA-N	496.4127749			MMDBc0044549
BASm0031351	DG(12:0/16:1(11Z)/0:0)	DG(12:0/16:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/16:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C31H58O5	InChI=1S/C31H58O5/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-31(34)36-29(27-32)28-35-30(33)25-23-21-19-17-12-10-8-6-4-2/h9,11,29,32H,3-8,10,12-28H2,1-2H3/b11-9-/t29-/m1/s1	SFDGBUAHXGYZAX-HQGHLRICSA-N	510.428425			MMDBc0044550
BASm0031352	DG(12:0/18:1(11Z)/0:0)	DG(12:0/18:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/18:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C33H62O5	InChI=1S/C33H62O5/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-33(36)38-31(29-34)30-37-32(35)27-25-23-21-19-12-10-8-6-4-2/h13-14,31,34H,3-12,15-30H2,1-2H3/b14-13-/t31-/m1/s1	KPXRNVVOWAXVIE-LLDSFBTISA-N	538.4597251			MMDBc0044551
BASm0031353	DG(12:0/20:0/0:0)	DG(12:0/20:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/20:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C35H68O5	InChI=1S/C35H68O5/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28-30-35(38)40-33(31-36)32-39-34(37)29-27-25-23-21-12-10-8-6-4-2/h33,36H,3-32H2,1-2H3/t33-/m1/s1	FPFLGKVHJYXPLJ-MGBGTMOVSA-N	568.5066753			MMDBc0044552
BASm0031354	DG(12:0/20:1(11Z)/0:0)	DG(12:0/20:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/20:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C35H66O5	InChI=1S/C35H66O5/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28-30-35(38)40-33(31-36)32-39-34(37)29-27-25-23-21-12-10-8-6-4-2/h15-16,33,36H,3-14,17-32H2,1-2H3/b16-15-/t33-/m1/s1	FWHSISWHFVYSNM-ILGKRYBBSA-N	566.4910252			MMDBc0044553
BASm0031355	DG(12:0/20:1(13Z)/0:0)	DG(12:0/20:1(13Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/20:1(13Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C35H66O5	InChI=1S/C35H66O5/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28-30-35(38)40-33(31-36)32-39-34(37)29-27-25-23-21-12-10-8-6-4-2/h13-14,33,36H,3-12,15-32H2,1-2H3/b14-13-/t33-/m1/s1	HRMAHDUVSCHNPF-BLACGIAASA-N	566.4910252			MMDBc0044554
BASm0031356	DG(12:0/22:0/0:0)	DG(12:0/22:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/22:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C37H72O5	InChI=1S/C37H72O5/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-12-10-8-6-4-2/h35,38H,3-34H2,1-2H3/t35-/m1/s1	UTGRKYOKBZCAHD-PGUFJCEWSA-N	596.5379754			MMDBc0044555
BASm0031357	DG(12:0/22:1(11Z)/0:0)	DG(12:0/22:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/22:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C37H70O5	InChI=1S/C37H70O5/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-12-10-8-6-4-2/h17-18,35,38H,3-16,19-34H2,1-2H3/b18-17-/t35-/m1/s1	KQDJHAGWRRQESY-QEJMHMKOSA-N	594.5223254			MMDBc0044556
BASm0031358	DG(12:0/22:1(9Z)/0:0)	DG(12:0/22:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/22:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C37H70O5	InChI=1S/C37H70O5/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-12-10-8-6-4-2/h19-20,35,38H,3-18,21-34H2,1-2H3/b20-19-/t35-/m1/s1	XFRGPAQTOLOZQV-FUWNATJWSA-N	594.5223254			MMDBc0044557
BASm0031359	DG(12:0/23:1(11Z)/0:0)	DG(12:0/23:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/23:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C38H72O5	InChI=1S/C38H72O5/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-33-38(41)43-36(34-39)35-42-37(40)32-30-28-26-24-12-10-8-6-4-2/h18-19,36,39H,3-17,20-35H2,1-2H3/b19-18-/t36-/m1/s1	RVBINEJCEVGODF-UAIAYBLDSA-N	608.5379754			MMDBc0044558
BASm0031360	DG(12:0/23:1(9Z)/0:0)	DG(12:0/23:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/23:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C38H72O5	InChI=1S/C38H72O5/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-33-38(41)43-36(34-39)35-42-37(40)32-30-28-26-24-12-10-8-6-4-2/h20-21,36,39H,3-19,22-35H2,1-2H3/b21-20-/t36-/m1/s1	BSGLSVPOKDOJPH-HBFPPDMISA-N	608.5379754			MMDBc0044559
BASm0031361	DG(12:0/24:0/0:0)	DG(12:0/24:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/24:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C39H76O5	InChI=1S/C39H76O5/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-25-12-10-8-6-4-2/h37,40H,3-36H2,1-2H3/t37-/m1/s1	GBMVAGMKEPKBMM-DIPNUNPCSA-N	624.5692755			MMDBc0044560
BASm0031362	DG(12:0/24:1(11Z)/0:0)	DG(12:0/24:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/24:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C39H74O5	InChI=1S/C39H74O5/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-25-12-10-8-6-4-2/h19-20,37,40H,3-18,21-36H2,1-2H3/b20-19-/t37-/m1/s1	UHLFENFEDFSHKL-PLOGQBHYSA-N	622.5536255			MMDBc0044561
BASm0031363	DG(12:0/24:1(9Z)/0:0)	DG(12:0/24:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/24:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C39H74O5	InChI=1S/C39H74O5/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-25-12-10-8-6-4-2/h21-22,37,40H,3-20,23-36H2,1-2H3/b22-21-/t37-/m1/s1	XFAVZFGRRCUASD-ZMPGUWHWSA-N	622.5536255			MMDBc0044562
BASm0031364	DG(12:0/26:0/0:0)	DG(12:0/26:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/26:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C41H80O5	InChI=1S/C41H80O5/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-12-10-8-6-4-2/h39,42H,3-38H2,1-2H3/t39-/m1/s1	ZLCRQIXYUQPSEL-LDLOPFEMSA-N	652.6005757			MMDBc0044563
BASm0031365	DG(12:0/26:1(11Z)/0:0)	DG(12:0/26:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/26:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C41H78O5	InChI=1S/C41H78O5/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-12-10-8-6-4-2/h20-21,39,42H,3-19,22-38H2,1-2H3/b21-20-/t39-/m1/s1	AMBQJYGXRPHZAS-KUNNKMQBSA-N	650.5849256			MMDBc0044564
BASm0031366	DG(12:0/26:1(9Z)/0:0)	DG(12:0/26:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/26:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C42H80O5	InChI=1S/C42H80O5/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-42(45)47-40(38-43)39-46-41(44)36-34-32-30-28-12-10-8-6-4-2/h23-24,40,43H,3-22,25-39H2,1-2H3/b24-23-/t40-/m1/s1	AUSRPLNHVKTKJW-WYWDMGIASA-N	664.6005757			MMDBc0044565
BASm0031367	DG(12:0/28:0/0:0)	DG(12:0/28:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/28:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C43H84O5	InChI=1S/C43H84O5/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-12-10-8-6-4-2/h41,44H,3-40H2,1-2H3/t41-/m1/s1	AGTWNFACGHLWOG-VQJSHJPSSA-N	680.6318758			MMDBc0044566
BASm0031368	DG(12:0/28:1(11Z)/0:0)	DG(12:0/28:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/28:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C43H82O5	InChI=1S/C43H82O5/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-12-10-8-6-4-2/h22-23,41,44H,3-21,24-40H2,1-2H3/b23-22-/t41-/m1/s1	SJKQXZQKHLHDRL-WESUYJJZSA-N	678.6162257			MMDBc0044567
BASm0031369	DG(12:0/28:1(9Z)/0:0)	DG(12:0/28:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/28:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C43H82O5	InChI=1S/C43H82O5/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-12-10-8-6-4-2/h24-25,41,44H,3-23,26-40H2,1-2H3/b25-24-/t41-/m1/s1	UPXSNWLVWOEVFD-FQCGFKQYSA-N	678.6162257			MMDBc0044568
BASm0031370	DG(12:0/30:0/0:0)	DG(12:0/30:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/30:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C45H88O5	InChI=1S/C45H88O5/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-12-10-8-6-4-2/h43,46H,3-42H2,1-2H3/t43-/m1/s1	XNUMFYBVSZHSMS-VZUYHUTRSA-N	708.6631759			MMDBc0044569
BASm0031371	DG(14:0/14:1(11Z)/0:0)	DG(14:0/14:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/14:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C31H58O5	InChI=1S/C31H58O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(33)35-28-29(27-32)36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8,29,32H,3-5,7,9-28H2,1-2H3/b8-6-/t29-/m1/s1	DMLHNHYTUGGOAU-PQTHLJHKSA-N	510.428425			MMDBc0044570
BASm0031372	DG(14:0/14:1(9Z)/0:0)	DG(14:0/14:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/14:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C31H58O5	InChI=1S/C31H58O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(33)35-28-29(27-32)36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h10,12,29,32H,3-9,11,13-28H2,1-2H3/b12-10-/t29-/m1/s1	YXMZUGRMRIHNJM-PTTAUQLNSA-N	510.428425			MMDBc0044571
BASm0031373	DG(14:0/15:1(11Z)/0:0)	DG(14:0/15:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/15:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C32H60O5	InChI=1S/C32H60O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(35)37-30(28-33)29-36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h7,9,30,33H,3-6,8,10-29H2,1-2H3/b9-7-/t30-/m1/s1	DUUDCWYGBYSBAR-BSMZWVCDSA-N	524.444075			MMDBc0044572
BASm0031374	DG(14:0/15:1(9Z)/0:0)	DG(14:0/15:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/15:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C32H60O5	InChI=1S/C32H60O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(35)37-30(28-33)29-36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h11,13,30,33H,3-10,12,14-29H2,1-2H3/b13-11-/t30-/m1/s1	PNAUTXYWUBCQCD-LBFWNMTJSA-N	524.444075			MMDBc0044573
BASm0031375	DG(14:0/16:1(11Z)/0:0)	DG(14:0/16:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/16:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C33H62O5	InChI=1S/C33H62O5/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(36)38-31(29-34)30-37-32(35)27-25-23-21-19-17-14-12-10-8-6-4-2/h9,11,31,34H,3-8,10,12-30H2,1-2H3/b11-9-/t31-/m1/s1	NHTWZPWSODSNLM-HEDIVAJHSA-N	538.4597251			MMDBc0044574
BASm0031376	DG(14:0/18:1(11Z)/0:0)	DG(14:0/18:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/18:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C35H66O5	InChI=1S/C35H66O5/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(38)40-33(31-36)32-39-34(37)29-27-25-23-21-19-14-12-10-8-6-4-2/h13,15,33,36H,3-12,14,16-32H2,1-2H3/b15-13-/t33-/m1/s1	XITYIRJXXQNQKT-AVKQKRQHSA-N	566.4910252			MMDBc0044575
BASm0031377	DG(14:0/20:0/0:0)	DG(14:0/20:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/20:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C37H72O5	InChI=1S/C37H72O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-21-14-12-10-8-6-4-2/h35,38H,3-34H2,1-2H3/t35-/m1/s1	WHDVKISBZHRCLW-PGUFJCEWSA-N	596.5379754			MMDBc0044576
BASm0031378	DG(14:0/20:1(11Z)/0:0)	DG(14:0/20:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/20:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C37H70O5	InChI=1S/C37H70O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-21-14-12-10-8-6-4-2/h16-17,35,38H,3-15,18-34H2,1-2H3/b17-16-/t35-/m1/s1	VQOIASKPUKUIDV-XHYHITGYSA-N	594.5223254			MMDBc0044577
BASm0031379	DG(14:0/20:1(13Z)/0:0)	DG(14:0/20:1(13Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/20:1(13Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C37H70O5	InChI=1S/C37H70O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-21-14-12-10-8-6-4-2/h13,15,35,38H,3-12,14,16-34H2,1-2H3/b15-13-/t35-/m1/s1	XKNDTZDHICCIFX-JUOLSMOWSA-N	594.5223254			MMDBc0044578
BASm0031380	DG(14:0/22:0/0:0)	DG(14:0/22:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/22:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C39H76O5	InChI=1S/C39H76O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-25-23-14-12-10-8-6-4-2/h37,40H,3-36H2,1-2H3/t37-/m1/s1	DINFAYNBAABMIP-DIPNUNPCSA-N	624.5692755			MMDBc0044579
BASm0031381	DG(14:0/22:1(11Z)/0:0)	DG(14:0/22:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/22:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C39H74O5	InChI=1S/C39H74O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-25-23-14-12-10-8-6-4-2/h18-19,37,40H,3-17,20-36H2,1-2H3/b19-18-/t37-/m1/s1	ZJYMDUSQBGKKBC-OUJJLNDXSA-N	622.5536255			MMDBc0044580
BASm0031382	DG(14:0/22:1(9Z)/0:0)	DG(14:0/22:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/22:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C39H74O5	InChI=1S/C39H74O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-25-23-14-12-10-8-6-4-2/h20-21,37,40H,3-19,22-36H2,1-2H3/b21-20-/t37-/m1/s1	JTVYQFAFYLCCDQ-RDPSYFCGSA-N	622.5536255			MMDBc0044581
BASm0031383	DG(14:0/24:0/0:0)	DG(14:0/24:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/24:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C41H80O5	InChI=1S/C41H80O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-14-12-10-8-6-4-2/h39,42H,3-38H2,1-2H3/t39-/m1/s1	MRSNAXQGXHAQSN-LDLOPFEMSA-N	652.6005757			MMDBc0044582
BASm0031384	DG(14:0/24:1(11Z)/0:0)	DG(14:0/24:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/24:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C41H78O5	InChI=1S/C41H78O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-14-12-10-8-6-4-2/h20-21,39,42H,3-19,22-38H2,1-2H3/b21-20-/t39-/m1/s1	SCSPTVAGDHBKJC-KUNNKMQBSA-N	650.5849256			MMDBc0044583
BASm0031385	DG(14:0/24:1(9Z)/0:0)	DG(14:0/24:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/24:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C41H78O5	InChI=1S/C41H78O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-14-12-10-8-6-4-2/h22-23,39,42H,3-21,24-38H2,1-2H3/b23-22-/t39-/m1/s1	QUYJSOVAJGUCOA-ALBCFCGMSA-N	650.5849256			MMDBc0044584
BASm0031386	DG(14:0/26:0/0:0)	DG(14:0/26:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/26:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C43H84O5	InChI=1S/C43H84O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-14-12-10-8-6-4-2/h41,44H,3-40H2,1-2H3/t41-/m1/s1	UZUWLSZNDVQBFD-VQJSHJPSSA-N	680.6318758			MMDBc0044585
BASm0031387	DG(14:0/26:1(11Z)/0:0)	DG(14:0/26:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/26:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C43H82O5	InChI=1S/C43H82O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-14-12-10-8-6-4-2/h21-22,41,44H,3-20,23-40H2,1-2H3/b22-21-/t41-/m1/s1	RZYUZDPFFKGSOQ-XUUAZBNISA-N	678.6162257			MMDBc0044586
BASm0031388	DG(14:0/26:1(9Z)/0:0)	DG(14:0/26:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/26:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C44H84O5	InChI=1S/C44H84O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-44(47)49-42(40-45)41-48-43(46)38-36-34-32-30-28-14-12-10-8-6-4-2/h24-25,42,45H,3-23,26-41H2,1-2H3/b25-24-/t42-/m1/s1	MBOHHYBAZMLGFK-DWOYUVRDSA-N	692.6318758			MMDBc0044587
BASm0031389	DG(14:0/28:0/0:0)	DG(14:0/28:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/28:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C45H88O5	InChI=1S/C45H88O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-14-12-10-8-6-4-2/h43,46H,3-42H2,1-2H3/t43-/m1/s1	GMBBKHKNPKORLA-VZUYHUTRSA-N	708.6631759			MMDBc0044588
BASm0031390	DG(14:0/28:1(11Z)/0:0)	DG(14:0/28:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/28:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C45H86O5	InChI=1S/C45H86O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-14-12-10-8-6-4-2/h23-24,43,46H,3-22,25-42H2,1-2H3/b24-23-/t43-/m1/s1	UMBTZDJUGYISGR-IJPQMANRSA-N	706.6475259			MMDBc0044589
BASm0031391	DG(14:0/28:1(9Z)/0:0)	DG(14:0/28:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/28:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C45H86O5	InChI=1S/C45H86O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-14-12-10-8-6-4-2/h25-26,43,46H,3-24,27-42H2,1-2H3/b26-25-/t43-/m1/s1	NBKFPAPQGZKCGF-QXFCNYSZSA-N	706.6475259			MMDBc0044590
BASm0031392	DG(14:0/30:0/0:0)	DG(14:0/30:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/30:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C47H92O5	InChI=1S/C47H92O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-14-12-10-8-6-4-2/h45,48H,3-44H2,1-2H3/t45-/m1/s1	OJYLTSHSFLWSKW-WBVITSLISA-N	736.6944761			MMDBc0044591
BASm0031393	DG(14:1(11Z)/14:1(11Z)/0:0)	DG(14:1(11Z)/14:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/14:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C31H56O5	InChI=1S/C31H56O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(33)35-28-29(27-32)36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h5-8,29,32H,3-4,9-28H2,1-2H3/b7-5-,8-6-/t29-/m1/s1	JKTZULTZGOXRIC-SQILNWPUSA-N	508.4127749			MMDBc0044592
BASm0031394	DG(14:1(11Z)/14:1(9Z)/0:0)	DG(14:1(11Z)/14:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/14:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C31H56O5	InChI=1S/C31H56O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(33)35-28-29(27-32)36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,10,12,29,32H,3-4,6,8-9,11,13-28H2,1-2H3/b7-5-,12-10-/t29-/m1/s1	DXWAYBJCIOFTSJ-YVBSFCGHSA-N	508.4127749			MMDBc0044593
BASm0031395	DG(14:1(11Z)/15:0/0:0)	DG(14:1(11Z)/15:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/15:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC	C32H60O5	InChI=1S/C32H60O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(35)37-30(28-33)29-36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8,30,33H,3-5,7,9-29H2,1-2H3/b8-6-/t30-/m1/s1	JXUUIVXXZYUXIL-VKKDWNSXSA-N	524.444075			MMDBc0044594
BASm0031396	DG(14:1(11Z)/15:1(11Z)/0:0)	DG(14:1(11Z)/15:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/15:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC	C32H58O5	InChI=1S/C32H58O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(35)37-30(28-33)29-36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h6-9,30,33H,3-5,10-29H2,1-2H3/b8-6-,9-7-/t30-/m1/s1	IKKZNYQFBGDIHP-ADUBENHOSA-N	522.428425			MMDBc0044595
BASm0031397	DG(14:1(11Z)/15:1(9Z)/0:0)	DG(14:1(11Z)/15:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/15:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C32H58O5	InChI=1S/C32H58O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(35)37-30(28-33)29-36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8,11,13,30,33H,3-5,7,9-10,12,14-29H2,1-2H3/b8-6-,13-11-/t30-/m1/s1	USYXBRMLROWDMN-JWQKABGBSA-N	522.428425			MMDBc0044596
BASm0031398	DG(14:1(11Z)/16:0/0:0)	DG(14:1(11Z)/16:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/16:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC	C33H62O5	InChI=1S/C33H62O5/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(36)38-31(29-34)30-37-32(35)27-25-23-21-19-17-14-12-10-8-6-4-2/h6,8,31,34H,3-5,7,9-30H2,1-2H3/b8-6-/t31-/m1/s1	WNFWXJKXVSSYEW-GERYXHTGSA-N	538.4597251			MMDBc0044597
BASm0031399	DG(14:1(11Z)/16:1(11Z)/0:0)	DG(14:1(11Z)/16:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/16:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C33H60O5	InChI=1S/C33H60O5/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(36)38-31(29-34)30-37-32(35)27-25-23-21-19-17-14-12-10-8-6-4-2/h6,8-9,11,31,34H,3-5,7,10,12-30H2,1-2H3/b8-6-,11-9-/t31-/m1/s1	PYYOZWXOUJATFK-DYOUHZDMSA-N	536.444075			MMDBc0044598
BASm0031400	DG(14:1(11Z)/16:1(9Z)/0:0)	DG(14:1(11Z)/16:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C33H60O5	InChI=1S/C33H60O5/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(36)38-31(29-34)30-37-32(35)27-25-23-21-19-17-14-12-10-8-6-4-2/h6,8,13,15,31,34H,3-5,7,9-12,14,16-30H2,1-2H3/b8-6-,15-13-/t31-/m1/s1	DVRFJBIRJNXFSS-ZKUVTVQDSA-N	536.444075			MMDBc0044599
BASm0031401	DG(14:1(11Z)/18:0/0:0)	DG(14:1(11Z)/18:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/18:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC	C35H66O5	InChI=1S/C35H66O5/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(38)40-33(31-36)32-39-34(37)29-27-25-23-21-19-14-12-10-8-6-4-2/h6,8,33,36H,3-5,7,9-32H2,1-2H3/b8-6-/t33-/m1/s1	BBOUQIWSZPRHLI-FAIVVRDESA-N	566.4910252			MMDBc0044600
BASm0031402	DG(14:1(11Z)/18:1(11Z)/0:0)	DG(14:1(11Z)/18:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/18:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C35H64O5	InChI=1S/C35H64O5/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(38)40-33(31-36)32-39-34(37)29-27-25-23-21-19-14-12-10-8-6-4-2/h6,8,13,15,33,36H,3-5,7,9-12,14,16-32H2,1-2H3/b8-6-,15-13-/t33-/m1/s1	XTWONDOPHXGHBW-DHZKVZEUSA-N	564.4753752			MMDBc0044601
BASm0031403	DG(14:1(11Z)/18:1(9Z)/0:0)	DG(14:1(11Z)/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C35H64O5	InChI=1S/C35H64O5/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(38)40-33(31-36)32-39-34(37)29-27-25-23-21-19-14-12-10-8-6-4-2/h6,8,16-17,33,36H,3-5,7,9-15,18-32H2,1-2H3/b8-6-,17-16-/t33-/m1/s1	GEGNRAYYAHVEMD-RWKDXADASA-N	564.4753752			MMDBc0044602
BASm0031404	DG(14:1(11Z)/20:0/0:0)	DG(14:1(11Z)/20:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/20:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCC	C37H70O5	InChI=1S/C37H70O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-21-14-12-10-8-6-4-2/h6,8,35,38H,3-5,7,9-34H2,1-2H3/b8-6-/t35-/m1/s1	IXHFWKLUTKSROW-NRVYSJKDSA-N	594.5223254			MMDBc0044603
BASm0031405	DG(14:1(11Z)/20:1(11Z)/0:0)	DG(14:1(11Z)/20:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/20:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C37H68O5	InChI=1S/C37H68O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-21-14-12-10-8-6-4-2/h6,8,16-17,35,38H,3-5,7,9-15,18-34H2,1-2H3/b8-6-,17-16-/t35-/m1/s1	MQQSMBMQIXBYCK-CUJZAEMUSA-N	592.5066753			MMDBc0044604
BASm0031406	DG(14:1(11Z)/20:1(13Z)/0:0)	DG(14:1(11Z)/20:1(13Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/20:1(13Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C37H68O5	InChI=1S/C37H68O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-21-14-12-10-8-6-4-2/h6,8,13,15,35,38H,3-5,7,9-12,14,16-34H2,1-2H3/b8-6-,15-13-/t35-/m1/s1	YDKSCDQZMUOGHS-QOURDZDFSA-N	592.5066753			MMDBc0044605
BASm0031407	DG(14:1(11Z)/22:0/0:0)	DG(14:1(11Z)/22:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/22:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C39H74O5	InChI=1S/C39H74O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-25-23-14-12-10-8-6-4-2/h6,8,37,40H,3-5,7,9-36H2,1-2H3/b8-6-/t37-/m1/s1	YRZRLGYHBHYUQA-RUQVNCKFSA-N	622.5536255			MMDBc0044606
BASm0031408	DG(14:1(11Z)/22:1(11Z)/0:0)	DG(14:1(11Z)/22:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/22:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C39H72O5	InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-25-23-14-12-10-8-6-4-2/h6,8,18-19,37,40H,3-5,7,9-17,20-36H2,1-2H3/b8-6-,19-18-/t37-/m1/s1	SIPRLHNISIJAFX-RRQRGRJASA-N	620.5379754			MMDBc0044607
BASm0031409	DG(14:1(11Z)/22:1(9Z)/0:0)	DG(14:1(11Z)/22:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/22:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C39H72O5	InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-25-23-14-12-10-8-6-4-2/h6,8,20-21,37,40H,3-5,7,9-19,22-36H2,1-2H3/b8-6-,21-20-/t37-/m1/s1	FCMBQCSZVXUOCZ-WMAYSGKUSA-N	620.5379754			MMDBc0044608
BASm0031410	DG(14:1(11Z)/24:0/0:0)	DG(14:1(11Z)/24:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/24:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C41H78O5	InChI=1S/C41H78O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-14-12-10-8-6-4-2/h6,8,39,42H,3-5,7,9-38H2,1-2H3/b8-6-/t39-/m1/s1	AYCUYEJCPWZDSM-XKQOXXOKSA-N	650.5849256			MMDBc0044609
BASm0031411	DG(14:1(11Z)/24:1(11Z)/0:0)	DG(14:1(11Z)/24:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/24:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C41H76O5	InChI=1S/C41H76O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-14-12-10-8-6-4-2/h6,8,20-21,39,42H,3-5,7,9-19,22-38H2,1-2H3/b8-6-,21-20-/t39-/m1/s1	YERLFSVVHYJLIW-LNBUVKNGSA-N	648.5692755			MMDBc0044610
BASm0031412	DG(14:1(11Z)/24:1(9Z)/0:0)	DG(14:1(11Z)/24:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/24:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C41H76O5	InChI=1S/C41H76O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-14-12-10-8-6-4-2/h6,8,22-23,39,42H,3-5,7,9-21,24-38H2,1-2H3/b8-6-,23-22-/t39-/m1/s1	CSGDMKQECGQDKC-MPYRKWAUSA-N	648.5692755			MMDBc0044611
BASm0031413	DG(14:1(11Z)/26:0/0:0)	DG(14:1(11Z)/26:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/26:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C43H82O5	InChI=1S/C43H82O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-14-12-10-8-6-4-2/h6,8,41,44H,3-5,7,9-40H2,1-2H3/b8-6-/t41-/m1/s1	LGHMECJRZBLLDE-KSTSIPAASA-N	678.6162257			MMDBc0044612
BASm0031414	DG(14:1(11Z)/26:1(11Z)/0:0)	DG(14:1(11Z)/26:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/26:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C43H80O5	InChI=1S/C43H80O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-14-12-10-8-6-4-2/h6,8,21-22,41,44H,3-5,7,9-20,23-40H2,1-2H3/b8-6-,22-21-/t41-/m1/s1	LXFUWBFXCDGISG-NEPYJZNGSA-N	676.6005757			MMDBc0044613
BASm0031415	DG(14:1(11Z)/26:1(9Z)/0:0)	DG(14:1(11Z)/26:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/26:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C44H82O5	InChI=1S/C44H82O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-44(47)49-42(40-45)41-48-43(46)38-36-34-32-30-28-14-12-10-8-6-4-2/h6,8,24-25,42,45H,3-5,7,9-23,26-41H2,1-2H3/b8-6-,25-24-/t42-/m1/s1	UFXXSGYFEBWYNH-AHCYBFATSA-N	690.6162257			MMDBc0044614
BASm0031416	DG(14:1(11Z)/28:0/0:0)	DG(14:1(11Z)/28:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/28:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C45H86O5	InChI=1S/C45H86O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-14-12-10-8-6-4-2/h6,8,43,46H,3-5,7,9-42H2,1-2H3/b8-6-/t43-/m1/s1	CGALUJUIIVWCMC-GEPZKEMDSA-N	706.6475259			MMDBc0044615
BASm0031417	DG(14:1(11Z)/28:1(11Z)/0:0)	DG(14:1(11Z)/28:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/28:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C45H84O5	InChI=1S/C45H84O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-14-12-10-8-6-4-2/h6,8,23-24,43,46H,3-5,7,9-22,25-42H2,1-2H3/b8-6-,24-23-/t43-/m1/s1	IXLDYUZRMCWZBW-WDKWFQCUSA-N	704.6318758			MMDBc0044616
BASm0031418	DG(14:1(11Z)/28:1(9Z)/0:0)	DG(14:1(11Z)/28:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/28:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C45H84O5	InChI=1S/C45H84O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-14-12-10-8-6-4-2/h6,8,25-26,43,46H,3-5,7,9-24,27-42H2,1-2H3/b8-6-,26-25-/t43-/m1/s1	HLKMPISQRXKTLG-WEPNAYGLSA-N	704.6318758			MMDBc0044617
BASm0031419	DG(14:1(11Z)/30:0/0:0)	DG(14:1(11Z)/30:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/30:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C47H90O5	InChI=1S/C47H90O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-14-12-10-8-6-4-2/h6,8,45,48H,3-5,7,9-44H2,1-2H3/b8-6-/t45-/m1/s1	ZLBNGJLQZRTPLC-UGIJBQJDSA-N	734.678826			MMDBc0044618
BASm0031420	DG(14:1(9Z)/14:1(11Z)/0:0)	DG(14:1(9Z)/14:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/14:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C31H56O5	InChI=1S/C31H56O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(33)35-28-29(27-32)36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8-9,11,29,32H,3-5,7,10,12-28H2,1-2H3/b8-6-,11-9-/t29-/m1/s1	BDVJZVSEHABVRC-SCFNTBOFSA-N	508.4127749			MMDBc0044619
BASm0031421	DG(14:1(9Z)/14:1(9Z)/0:0)	DG(14:1(9Z)/14:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/14:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C31H56O5	InChI=1S/C31H56O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(33)35-28-29(27-32)36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h9-12,29,32H,3-8,13-28H2,1-2H3/b11-9-,12-10-/t29-/m1/s1	UOMACDOEROJUON-DNUNUQSRSA-N	508.4127749			MMDBc0044620
BASm0031422	DG(14:1(9Z)/15:0/0:0)	DG(14:1(9Z)/15:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/15:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C32H60O5	InChI=1S/C32H60O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(35)37-30(28-33)29-36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h10,12,30,33H,3-9,11,13-29H2,1-2H3/b12-10-/t30-/m1/s1	XRIOEAXABJXXOB-SPMUYJKHSA-N	524.444075			MMDBc0044621
BASm0031423	DG(14:1(9Z)/15:1(11Z)/0:0)	DG(14:1(9Z)/15:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/15:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C32H58O5	InChI=1S/C32H58O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(35)37-30(28-33)29-36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h7,9-10,12,30,33H,3-6,8,11,13-29H2,1-2H3/b9-7-,12-10-/t30-/m1/s1	OVXZNUOQTHILKT-ZGMHSBIHSA-N	522.428425			MMDBc0044622
BASm0031424	DG(14:1(9Z)/15:1(9Z)/0:0)	DG(14:1(9Z)/15:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/15:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C32H58O5	InChI=1S/C32H58O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(35)37-30(28-33)29-36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h10-13,30,33H,3-9,14-29H2,1-2H3/b12-10-,13-11-/t30-/m1/s1	BXDNXAULBWUASM-OLFVASKPSA-N	522.428425			MMDBc0044623
BASm0031425	DG(14:1(9Z)/16:0/0:0)	DG(14:1(9Z)/16:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/16:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C33H62O5	InChI=1S/C33H62O5/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(36)38-31(29-34)30-37-32(35)27-25-23-21-19-17-14-12-10-8-6-4-2/h10,12,31,34H,3-9,11,13-30H2,1-2H3/b12-10-/t31-/m1/s1	YDFMMWFTBDJBLR-QPLOXXCYSA-N	538.4597251			MMDBc0044624
BASm0031426	DG(14:1(9Z)/16:1(11Z)/0:0)	DG(14:1(9Z)/16:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/16:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C33H60O5	InChI=1S/C33H60O5/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(36)38-31(29-34)30-37-32(35)27-25-23-21-19-17-14-12-10-8-6-4-2/h9-12,31,34H,3-8,13-30H2,1-2H3/b11-9-,12-10-/t31-/m1/s1	MJVNRCQWNYYKAJ-HFQSORNJSA-N	536.444075			MMDBc0044625
BASm0031427	DG(14:1(9Z)/18:0/0:0)	DG(14:1(9Z)/18:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/18:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C35H66O5	InChI=1S/C35H66O5/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(38)40-33(31-36)32-39-34(37)29-27-25-23-21-19-14-12-10-8-6-4-2/h10,12,33,36H,3-9,11,13-32H2,1-2H3/b12-10-/t33-/m1/s1	PAHKOLCUPPSBEU-ALMVXPMNSA-N	566.4910252			MMDBc0044626
BASm0031428	DG(14:1(9Z)/18:1(11Z)/0:0)	DG(14:1(9Z)/18:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/18:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C35H64O5	InChI=1S/C35H64O5/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(38)40-33(31-36)32-39-34(37)29-27-25-23-21-19-14-12-10-8-6-4-2/h10,12-13,15,33,36H,3-9,11,14,16-32H2,1-2H3/b12-10-,15-13-/t33-/m1/s1	FPERUISYBAENFP-HMDBOOPKSA-N	564.4753752			MMDBc0044627
BASm0031429	DG(14:1(9Z)/18:1(9Z)/0:0)	DG(14:1(9Z)/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C35H64O5	InChI=1S/C35H64O5/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(38)40-33(31-36)32-39-34(37)29-27-25-23-21-19-14-12-10-8-6-4-2/h10,12,16-17,33,36H,3-9,11,13-15,18-32H2,1-2H3/b12-10-,17-16-/t33-/m1/s1	HJBMLXDFAMFHQW-DBEXYCMZSA-N	564.4753752			MMDBc0044628
BASm0031430	DG(14:1(9Z)/20:0/0:0)	DG(14:1(9Z)/20:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/20:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C37H70O5	InChI=1S/C37H70O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-21-14-12-10-8-6-4-2/h10,12,35,38H,3-9,11,13-34H2,1-2H3/b12-10-/t35-/m1/s1	MTIPZYJQFUTOHS-YPZHICNLSA-N	594.5223254			MMDBc0044629
BASm0031431	DG(14:1(9Z)/20:1(11Z)/0:0)	DG(14:1(9Z)/20:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/20:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C37H68O5	InChI=1S/C37H68O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-21-14-12-10-8-6-4-2/h10,12,16-17,35,38H,3-9,11,13-15,18-34H2,1-2H3/b12-10-,17-16-/t35-/m1/s1	ICKXCACAKBBHBX-VCEJZXRASA-N	592.5066753			MMDBc0044630
BASm0031432	DG(14:1(9Z)/20:1(13Z)/0:0)	DG(14:1(9Z)/20:1(13Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/20:1(13Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C37H68O5	InChI=1S/C37H68O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-21-14-12-10-8-6-4-2/h10,12-13,15,35,38H,3-9,11,14,16-34H2,1-2H3/b12-10-,15-13-/t35-/m1/s1	MJUDSHUZZNIZBC-GWOLXUBNSA-N	592.5066753			MMDBc0044631
BASm0031433	DG(14:1(9Z)/22:0/0:0)	DG(14:1(9Z)/22:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/22:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C39H74O5	InChI=1S/C39H74O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-25-23-14-12-10-8-6-4-2/h10,12,37,40H,3-9,11,13-36H2,1-2H3/b12-10-/t37-/m1/s1	WCKCIZGPGIVEOH-CAPKZEEOSA-N	622.5536255			MMDBc0044632
BASm0031434	DG(14:1(9Z)/22:1(11Z)/0:0)	DG(14:1(9Z)/22:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/22:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C39H72O5	InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-25-23-14-12-10-8-6-4-2/h10,12,18-19,37,40H,3-9,11,13-17,20-36H2,1-2H3/b12-10-,19-18-/t37-/m1/s1	PTTLHCJUUXIGPD-IGNYWGHXSA-N	620.5379754			MMDBc0044633
BASm0031435	DG(14:1(9Z)/22:1(9Z)/0:0)	DG(14:1(9Z)/22:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/22:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C39H72O5	InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-25-23-14-12-10-8-6-4-2/h10,12,20-21,37,40H,3-9,11,13-19,22-36H2,1-2H3/b12-10-,21-20-/t37-/m1/s1	LWGTVIRVKPRZHI-YAILNPPMSA-N	620.5379754			MMDBc0044634
BASm0031436	DG(14:1(9Z)/24:0/0:0)	DG(14:1(9Z)/24:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/24:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C41H78O5	InChI=1S/C41H78O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-14-12-10-8-6-4-2/h10,12,39,42H,3-9,11,13-38H2,1-2H3/b12-10-/t39-/m1/s1	UTZGYUJNAHEZNG-IQEWKVFESA-N	650.5849256			MMDBc0044635
BASm0031437	DG(14:1(9Z)/24:1(11Z)/0:0)	DG(14:1(9Z)/24:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/24:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C41H76O5	InChI=1S/C41H76O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-14-12-10-8-6-4-2/h10,12,20-21,39,42H,3-9,11,13-19,22-38H2,1-2H3/b12-10-,21-20-/t39-/m1/s1	KWRGDUMHDOPVMI-GKDQCRCNSA-N	648.5692755			MMDBc0044636
BASm0031438	DG(14:1(9Z)/24:1(9Z)/0:0)	DG(14:1(9Z)/24:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/24:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C41H76O5	InChI=1S/C41H76O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-14-12-10-8-6-4-2/h10,12,22-23,39,42H,3-9,11,13-21,24-38H2,1-2H3/b12-10-,23-22-/t39-/m1/s1	IBOGTBIZLUJSFM-NWLPHRCJSA-N	648.5692755			MMDBc0044637
BASm0031439	DG(14:1(9Z)/26:0/0:0)	DG(14:1(9Z)/26:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/26:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C43H82O5	InChI=1S/C43H82O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-14-12-10-8-6-4-2/h10,12,41,44H,3-9,11,13-40H2,1-2H3/b12-10-/t41-/m1/s1	UGCTZEAJKLENSD-AFHWQMSISA-N	678.6162257			MMDBc0044638
BASm0031440	DG(14:1(9Z)/26:1(11Z)/0:0)	DG(14:1(9Z)/26:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/26:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C43H80O5	InChI=1S/C43H80O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-14-12-10-8-6-4-2/h10,12,21-22,41,44H,3-9,11,13-20,23-40H2,1-2H3/b12-10-,22-21-/t41-/m1/s1	SCLVVWSXUZXCCE-HJRCBBIESA-N	676.6005757			MMDBc0044639
BASm0031441	DG(14:1(9Z)/26:1(9Z)/0:0)	DG(14:1(9Z)/26:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/26:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C44H82O5	InChI=1S/C44H82O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-44(47)49-42(40-45)41-48-43(46)38-36-34-32-30-28-14-12-10-8-6-4-2/h10,12,24-25,42,45H,3-9,11,13-23,26-41H2,1-2H3/b12-10-,25-24-/t42-/m1/s1	FQNBJNZMPZTHTA-XJVJILNLSA-N	690.6162257			MMDBc0044640
BASm0031442	DG(14:1(9Z)/28:0/0:0)	DG(14:1(9Z)/28:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/28:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C45H86O5	InChI=1S/C45H86O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-14-12-10-8-6-4-2/h10,12,43,46H,3-9,11,13-42H2,1-2H3/b12-10-/t43-/m1/s1	KWIYIKZDLNDARB-SAQFTAOISA-N	706.6475259			MMDBc0044641
BASm0031443	DG(14:1(9Z)/28:1(11Z)/0:0)	DG(14:1(9Z)/28:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/28:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C45H84O5	InChI=1S/C45H84O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-14-12-10-8-6-4-2/h10,12,23-24,43,46H,3-9,11,13-22,25-42H2,1-2H3/b12-10-,24-23-/t43-/m1/s1	JWQKEMHUGJIRKR-UZXYUREESA-N	704.6318758			MMDBc0044642
BASm0031444	DG(14:1(9Z)/28:1(9Z)/0:0)	DG(14:1(9Z)/28:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/28:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C45H84O5	InChI=1S/C45H84O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-14-12-10-8-6-4-2/h10,12,25-26,43,46H,3-9,11,13-24,27-42H2,1-2H3/b12-10-,26-25-/t43-/m1/s1	DNTNWGOQAWINOX-TWTKJJCVSA-N	704.6318758			MMDBc0044643
BASm0031445	DG(14:1(9Z)/30:0/0:0)	DG(14:1(9Z)/30:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/30:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C47H90O5	InChI=1S/C47H90O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-14-12-10-8-6-4-2/h10,12,45,48H,3-9,11,13-44H2,1-2H3/b12-10-/t45-/m1/s1	LVPAKVYGQRNTLY-NBLRTFODSA-N	734.678826			MMDBc0044644
BASm0031446	DG(15:0/15:1(11Z)/0:0)	DG(15:0/15:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/15:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C33H62O5	InChI=1S/C33H62O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(35)37-30-31(29-34)38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8,10,31,34H,3-7,9,11-30H2,1-2H3/b10-8-/t31-/m1/s1	VTFKBQQYVBLGKE-QZGVAVBZSA-N	538.4597251			MMDBc0044645
BASm0031447	DG(15:0/15:1(9Z)/0:0)	DG(15:0/15:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/15:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C33H62O5	InChI=1S/C33H62O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(35)37-30-31(29-34)38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,31,34H,3-11,13,15-30H2,1-2H3/b14-12-/t31-/m1/s1	AXHRZTQDFRPRTR-GAVWFOKVSA-N	538.4597251			MMDBc0044646
BASm0031448	DG(15:0/16:1(11Z)/0:0)	DG(15:0/16:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/16:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C34H64O5	InChI=1S/C34H64O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-32(30-35)31-38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h9,11,32,35H,3-8,10,12-31H2,1-2H3/b11-9-/t32-/m1/s1	JUBVQFZZHCKSFN-ZZFJVWNNSA-N	552.4753752			MMDBc0044647
BASm0031449	DG(15:0/18:1(11Z)/0:0)	DG(15:0/18:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/18:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C36H68O5	InChI=1S/C36H68O5/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(39)41-34(32-37)33-40-35(38)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h13,15,34,37H,3-12,14,16-33H2,1-2H3/b15-13-/t34-/m1/s1	SWVQAYQNZZIKDS-NOLSVFIGSA-N	580.5066753			MMDBc0044648
BASm0031450	DG(15:0/20:0/0:0)	DG(15:0/20:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/20:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C38H74O5	InChI=1S/C38H74O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-38(41)43-36(34-39)35-42-37(40)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h36,39H,3-35H2,1-2H3/t36-/m1/s1	FDYQQDJLOXIANP-PSXMRANNSA-N	610.5536255			MMDBc0044649
BASm0031451	DG(15:0/20:1(11Z)/0:0)	DG(15:0/20:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/20:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C38H72O5	InChI=1S/C38H72O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-38(41)43-36(34-39)35-42-37(40)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h17-18,36,39H,3-16,19-35H2,1-2H3/b18-17-/t36-/m1/s1	DICYCLUXEYFAQX-UVCQAILXSA-N	608.5379754			MMDBc0044650
BASm0031452	DG(15:0/20:1(13Z)/0:0)	DG(15:0/20:1(13Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/20:1(13Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C38H72O5	InChI=1S/C38H72O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-38(41)43-36(34-39)35-42-37(40)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h13,15,36,39H,3-12,14,16-35H2,1-2H3/b15-13-/t36-/m1/s1	KZQQJVHFUUUSSK-MRDDHZETSA-N	608.5379754			MMDBc0044651
BASm0031453	DG(15:0/22:0/0:0)	DG(15:0/22:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/22:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C40H78O5	InChI=1S/C40H78O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-40(43)45-38(36-41)37-44-39(42)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h38,41H,3-37H2,1-2H3/t38-/m1/s1	ZHQQEOYWUADEOU-KXQOOQHDSA-N	638.5849256			MMDBc0044652
BASm0031454	DG(15:0/22:1(11Z)/0:0)	DG(15:0/22:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/22:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C40H76O5	InChI=1S/C40H76O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-40(43)45-38(36-41)37-44-39(42)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h19-20,38,41H,3-18,21-37H2,1-2H3/b20-19-/t38-/m1/s1	UXIUABNDZLQLKY-OQHNRNOKSA-N	636.5692755			MMDBc0044653
BASm0031455	DG(15:0/22:1(9Z)/0:0)	DG(15:0/22:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/22:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C40H76O5	InChI=1S/C40H76O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-40(43)45-38(36-41)37-44-39(42)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h21-22,38,41H,3-20,23-37H2,1-2H3/b22-21-/t38-/m1/s1	JZYBXXZAQMBYFN-OVCDZSOKSA-N	636.5692755			MMDBc0044654
BASm0031456	DG(15:0/23:1(11Z)/0:0)	DG(15:0/23:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/23:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C41H78O5	InChI=1S/C41H78O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-16-14-12-10-8-6-4-2/h20-21,39,42H,3-19,22-38H2,1-2H3/b21-20-/t39-/m1/s1	HOHHTWDPCVWCCE-KUNNKMQBSA-N	650.5849256			MMDBc0044655
BASm0031457	DG(15:0/23:1(9Z)/0:0)	DG(15:0/23:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/23:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C41H78O5	InChI=1S/C41H78O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-16-14-12-10-8-6-4-2/h22-23,39,42H,3-21,24-38H2,1-2H3/b23-22-/t39-/m1/s1	XJKMWHCVVVGKLL-ALBCFCGMSA-N	650.5849256			MMDBc0044656
BASm0031458	DG(15:0/24:0/0:0)	DG(15:0/24:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/24:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C42H82O5	InChI=1S/C42H82O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-42(45)47-40(38-43)39-46-41(44)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h40,43H,3-39H2,1-2H3/t40-/m1/s1	UXZBGLVLPDUMME-RRHRGVEJSA-N	666.6162257			MMDBc0044657
BASm0031459	DG(15:0/24:1(11Z)/0:0)	DG(15:0/24:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/24:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C42H80O5	InChI=1S/C42H80O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-42(45)47-40(38-43)39-46-41(44)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h21-22,40,43H,3-20,23-39H2,1-2H3/b22-21-/t40-/m1/s1	RKSQAMONLLXTDS-ZBCYVRFFSA-N	664.6005757			MMDBc0044658
BASm0031460	DG(15:0/24:1(9Z)/0:0)	DG(15:0/24:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/24:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C42H80O5	InChI=1S/C42H80O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-42(45)47-40(38-43)39-46-41(44)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h23-24,40,43H,3-22,25-39H2,1-2H3/b24-23-/t40-/m1/s1	QCGRHYVPRNDHPB-WYWDMGIASA-N	664.6005757			MMDBc0044659
BASm0031461	DG(15:0/25:0/0:0)	DG(15:0/25:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/25:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C43H84O5	InChI=1S/C43H84O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h41,44H,3-40H2,1-2H3/t41-/m1/s1	FSBINNIJCQRWLS-VQJSHJPSSA-N	680.6318758			MMDBc0044660
BASm0031462	DG(15:0/25:1(11Z)/0:0)	DG(15:0/25:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/25:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C43H82O5	InChI=1S/C43H82O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h22-23,41,44H,3-21,24-40H2,1-2H3/b23-22-/t41-/m1/s1	VHROKEHCNNCKLC-WESUYJJZSA-N	678.6162257			MMDBc0044661
BASm0031463	DG(15:0/25:1(9Z)/0:0)	DG(15:0/25:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/25:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C43H82O5	InChI=1S/C43H82O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h24-25,41,44H,3-23,26-40H2,1-2H3/b25-24-/t41-/m1/s1	JEBCJFJRCAVLCS-FQCGFKQYSA-N	678.6162257			MMDBc0044662
BASm0031464	DG(15:0/26:0/0:0)	DG(15:0/26:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/26:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C44H86O5	InChI=1S/C44H86O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-44(47)49-42(40-45)41-48-43(46)38-36-34-32-30-28-16-14-12-10-8-6-4-2/h42,45H,3-41H2,1-2H3/t42-/m1/s1	DQSKGFSEKFODFZ-HUESYALOSA-N	694.6475259			MMDBc0044663
BASm0031465	DG(15:0/26:1(11Z)/0:0)	DG(15:0/26:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/26:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C44H84O5	InChI=1S/C44H84O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-44(47)49-42(40-45)41-48-43(46)38-36-34-32-30-28-16-14-12-10-8-6-4-2/h22-23,42,45H,3-21,24-41H2,1-2H3/b23-22-/t42-/m1/s1	IOUZDKDNXMYTQD-RSSWDJSTSA-N	692.6318758			MMDBc0044664
BASm0031466	DG(15:0/26:1(9Z)/0:0)	DG(15:0/26:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/26:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C45H86O5	InChI=1S/C45H86O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h25-26,43,46H,3-24,27-42H2,1-2H3/b26-25-/t43-/m1/s1	HIWKNYCYVPXXJQ-QXFCNYSZSA-N	706.6475259			MMDBc0044665
BASm0031467	DG(15:0/27:0/0:0)	DG(15:0/27:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/27:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C45H88O5	InChI=1S/C45H88O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h43,46H,3-42H2,1-2H3/t43-/m1/s1	KWMKBQRGZYBIRL-VZUYHUTRSA-N	708.6631759			MMDBc0044666
BASm0031468	DG(15:0/27:1(11Z)/0:0)	DG(15:0/27:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/27:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C45H86O5	InChI=1S/C45H86O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h24-25,43,46H,3-23,26-42H2,1-2H3/b25-24-/t43-/m1/s1	CFHJHFNKPIUUCD-AKYLZNCVSA-N	706.6475259			MMDBc0044667
BASm0031469	DG(15:0/27:1(9Z)/0:0)	DG(15:0/27:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/27:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C45H86O5	InChI=1S/C45H86O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h26-27,43,46H,3-25,28-42H2,1-2H3/b27-26-/t43-/m1/s1	RCPKMMVELMUCOD-PZJOCXSKSA-N	706.6475259			MMDBc0044668
BASm0031470	DG(15:0/28:0/0:0)	DG(15:0/28:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/28:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C46H90O5	InChI=1S/C46H90O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h44,47H,3-43H2,1-2H3/t44-/m1/s1	VFQUPDJOGLWNPM-USYZEHPZSA-N	722.678826			MMDBc0044669
BASm0031471	DG(15:0/28:1(11Z)/0:0)	DG(15:0/28:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/28:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C46H88O5	InChI=1S/C46H88O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h24-25,44,47H,3-23,26-43H2,1-2H3/b25-24-/t44-/m1/s1	FHWMIRKFDRNKFD-AOZGENIBSA-N	720.6631759			MMDBc0044670
BASm0031472	DG(15:0/28:1(9Z)/0:0)	DG(15:0/28:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/28:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C46H88O5	InChI=1S/C46H88O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h26-27,44,47H,3-25,28-43H2,1-2H3/b27-26-/t44-/m1/s1	XVJWRCJAWOHUAA-AMKLIUKMSA-N	720.6631759			MMDBc0044671
BASm0031473	DG(15:0/29:0/0:0)	DG(15:0/29:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/29:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C47H92O5	InChI=1S/C47H92O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-16-14-12-10-8-6-4-2/h45,48H,3-44H2,1-2H3/t45-/m1/s1	UBGABSNTWWMIOS-WBVITSLISA-N	736.6944761			MMDBc0044672
BASm0031474	DG(15:0/30:0/0:0)	DG(15:0/30:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/30:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C48H94O5	InChI=1S/C48H94O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-16-14-12-10-8-6-4-2/h46,49H,3-45H2,1-2H3/t46-/m1/s1	UXTCXXBCMNIQJA-YACUFSJGSA-N	750.7101261			MMDBc0044673
BASm0031475	DG(15:1(11Z)/15:1(11Z)/0:0)	DG(15:1(11Z)/15:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/15:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C33H60O5	InChI=1S/C33H60O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(35)37-30-31(29-34)38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h7-10,31,34H,3-6,11-30H2,1-2H3/b9-7-,10-8-/t31-/m1/s1	PJSMVESALVJMOF-SKQVZMJHSA-N	536.444075			MMDBc0044674
BASm0031476	DG(15:1(11Z)/15:1(9Z)/0:0)	DG(15:1(11Z)/15:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/15:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C33H60O5	InChI=1S/C33H60O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(35)37-30-31(29-34)38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h7,9,12,14,31,34H,3-6,8,10-11,13,15-30H2,1-2H3/b9-7-,14-12-/t31-/m1/s1	IDEHTEPVLAWEAY-LCLVTZJISA-N	536.444075			MMDBc0044675
BASm0031477	DG(15:1(11Z)/16:0/0:0)	DG(15:1(11Z)/16:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/16:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC	C34H64O5	InChI=1S/C34H64O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-32(30-35)31-38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8,10,32,35H,3-7,9,11-31H2,1-2H3/b10-8-/t32-/m1/s1	OPMLVJYRPKTMLC-ORNKUIKVSA-N	552.4753752			MMDBc0044676
BASm0031478	DG(15:1(11Z)/16:1(11Z)/0:0)	DG(15:1(11Z)/16:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/16:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC	C34H62O5	InChI=1S/C34H62O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-32(30-35)31-38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8-11,32,35H,3-7,12-31H2,1-2H3/b10-8-,11-9-/t32-/m1/s1	YHLWFLLWLNUVOU-VGYHJJPMSA-N	550.4597251			MMDBc0044677
BASm0031479	DG(15:1(11Z)/16:1(9Z)/0:0)	DG(15:1(11Z)/16:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC	C34H62O5	InChI=1S/C34H62O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-32(30-35)31-38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8,10,13,15,32,35H,3-7,9,11-12,14,16-31H2,1-2H3/b10-8-,15-13-/t32-/m1/s1	IAXCJIZRCNZFHU-VOWGNWMCSA-N	550.4597251			MMDBc0044678
BASm0031480	DG(15:1(11Z)/18:0/0:0)	DG(15:1(11Z)/18:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/18:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCC	C36H68O5	InChI=1S/C36H68O5/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(39)41-34(32-37)33-40-35(38)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h8,10,34,37H,3-7,9,11-33H2,1-2H3/b10-8-/t34-/m1/s1	WSTATVWBIFNJQT-GYOTYWQOSA-N	580.5066753			MMDBc0044679
BASm0031481	DG(15:1(11Z)/18:1(11Z)/0:0)	DG(15:1(11Z)/18:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/18:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C36H66O5	InChI=1S/C36H66O5/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(39)41-34(32-37)33-40-35(38)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h8,10,13,15,34,37H,3-7,9,11-12,14,16-33H2,1-2H3/b10-8-,15-13-/t34-/m1/s1	HOPOILPRVKOYHP-KWAWOGCGSA-N	578.4910252			MMDBc0044680
BASm0031482	DG(15:1(11Z)/18:1(9Z)/0:0)	DG(15:1(11Z)/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C36H66O5	InChI=1S/C36H66O5/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(39)41-34(32-37)33-40-35(38)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h8,10,17-18,34,37H,3-7,9,11-16,19-33H2,1-2H3/b10-8-,18-17-/t34-/m1/s1	KVQIDTFPKATASP-PZJWDVEVSA-N	578.4910252			MMDBc0044681
BASm0031483	DG(15:1(11Z)/20:0/0:0)	DG(15:1(11Z)/20:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/20:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C38H72O5	InChI=1S/C38H72O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-38(41)43-36(34-39)35-42-37(40)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h8,10,36,39H,3-7,9,11-35H2,1-2H3/b10-8-/t36-/m1/s1	HVTWUFUPZXBICV-VNKZPWHVSA-N	608.5379754			MMDBc0044682
BASm0031484	DG(15:1(11Z)/20:1(11Z)/0:0)	DG(15:1(11Z)/20:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/20:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C38H70O5	InChI=1S/C38H70O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-38(41)43-36(34-39)35-42-37(40)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h8,10,17-18,36,39H,3-7,9,11-16,19-35H2,1-2H3/b10-8-,18-17-/t36-/m1/s1	LIMAMVDHPVTOHH-YHLQVFMNSA-N	606.5223254			MMDBc0044683
BASm0031485	DG(15:1(11Z)/20:1(13Z)/0:0)	DG(15:1(11Z)/20:1(13Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/20:1(13Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C38H70O5	InChI=1S/C38H70O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-38(41)43-36(34-39)35-42-37(40)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h8,10,13,15,36,39H,3-7,9,11-12,14,16-35H2,1-2H3/b10-8-,15-13-/t36-/m1/s1	USCFIRMXSNZUAB-MPEIKMRYSA-N	606.5223254			MMDBc0044684
BASm0031486	DG(15:1(11Z)/22:0/0:0)	DG(15:1(11Z)/22:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/22:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C40H76O5	InChI=1S/C40H76O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-40(43)45-38(36-41)37-44-39(42)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h8,10,38,41H,3-7,9,11-37H2,1-2H3/b10-8-/t38-/m1/s1	AAOVNVJZNXUSSP-RLPIQGMJSA-N	636.5692755			MMDBc0044685
BASm0031487	DG(15:1(11Z)/22:1(11Z)/0:0)	DG(15:1(11Z)/22:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/22:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C40H74O5	InChI=1S/C40H74O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-40(43)45-38(36-41)37-44-39(42)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h8,10,19-20,38,41H,3-7,9,11-18,21-37H2,1-2H3/b10-8-,20-19-/t38-/m1/s1	HHBPVPQHZFPCSS-WLWUNWEASA-N	634.5536255			MMDBc0044686
BASm0031488	DG(15:1(11Z)/22:1(9Z)/0:0)	DG(15:1(11Z)/22:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/22:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C40H74O5	InChI=1S/C40H74O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-40(43)45-38(36-41)37-44-39(42)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h8,10,21-22,38,41H,3-7,9,11-20,23-37H2,1-2H3/b10-8-,22-21-/t38-/m1/s1	WTPRTGPQDFITPG-JGVRBAHASA-N	634.5536255			MMDBc0044687
BASm0031489	DG(15:1(11Z)/23:1(11Z)/0:0)	DG(15:1(11Z)/23:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/23:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C41H76O5	InChI=1S/C41H76O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-16-14-12-10-8-6-4-2/h8,10,20-21,39,42H,3-7,9,11-19,22-38H2,1-2H3/b10-8-,21-20-/t39-/m1/s1	OZYHRUAZMZSRFG-WKSLKSGDSA-N	648.5692755			MMDBc0044688
BASm0031490	DG(15:1(11Z)/23:1(9Z)/0:0)	DG(15:1(11Z)/23:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/23:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C41H76O5	InChI=1S/C41H76O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-16-14-12-10-8-6-4-2/h8,10,22-23,39,42H,3-7,9,11-21,24-38H2,1-2H3/b10-8-,23-22-/t39-/m1/s1	QGTSNXNTPKUEQR-NLJBDBNHSA-N	648.5692755			MMDBc0044689
BASm0031491	DG(15:1(11Z)/24:0/0:0)	DG(15:1(11Z)/24:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/24:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C42H80O5	InChI=1S/C42H80O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-42(45)47-40(38-43)39-46-41(44)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h8,10,40,43H,3-7,9,11-39H2,1-2H3/b10-8-/t40-/m1/s1	UGVXOUAULFVGBL-NDXVMLFISA-N	664.6005757			MMDBc0044690
BASm0031492	DG(15:1(11Z)/24:1(11Z)/0:0)	DG(15:1(11Z)/24:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/24:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C42H78O5	InChI=1S/C42H78O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-42(45)47-40(38-43)39-46-41(44)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h8,10,21-22,40,43H,3-7,9,11-20,23-39H2,1-2H3/b10-8-,22-21-/t40-/m1/s1	KQRUVVSRZIQFKH-RPJACTFQSA-N	662.5849256			MMDBc0044691
BASm0031493	DG(15:1(11Z)/24:1(9Z)/0:0)	DG(15:1(11Z)/24:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/24:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C42H78O5	InChI=1S/C42H78O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-42(45)47-40(38-43)39-46-41(44)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h8,10,23-24,40,43H,3-7,9,11-22,25-39H2,1-2H3/b10-8-,24-23-/t40-/m1/s1	NJQCPRWBDJNMPG-LGVQQUNRSA-N	662.5849256			MMDBc0044692
BASm0031494	DG(15:1(11Z)/25:0/0:0)	DG(15:1(11Z)/25:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/25:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C43H82O5	InChI=1S/C43H82O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h8,10,41,44H,3-7,9,11-40H2,1-2H3/b10-8-/t41-/m1/s1	LTOSFBVUWOATLV-URLIXKIFSA-N	678.6162257			MMDBc0044693
BASm0031495	DG(15:1(11Z)/25:1(11Z)/0:0)	DG(15:1(11Z)/25:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/25:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C43H80O5	InChI=1S/C43H80O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h8,10,22-23,41,44H,3-7,9,11-21,24-40H2,1-2H3/b10-8-,23-22-/t41-/m1/s1	RRXJNDYLFMTJKG-WVDMGRSTSA-N	676.6005757			MMDBc0044694
BASm0031496	DG(15:1(11Z)/25:1(9Z)/0:0)	DG(15:1(11Z)/25:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/25:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C43H80O5	InChI=1S/C43H80O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h8,10,24-25,41,44H,3-7,9,11-23,26-40H2,1-2H3/b10-8-,25-24-/t41-/m1/s1	RHMSWXUYIBCNSZ-HHZJVKRXSA-N	676.6005757			MMDBc0044695
BASm0031497	DG(15:1(11Z)/26:0/0:0)	DG(15:1(11Z)/26:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/26:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C44H84O5	InChI=1S/C44H84O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-44(47)49-42(40-45)41-48-43(46)38-36-34-32-30-28-16-14-12-10-8-6-4-2/h8,10,42,45H,3-7,9,11-41H2,1-2H3/b10-8-/t42-/m1/s1	DXNPUPPKWIZBGI-IPSLLYIRSA-N	692.6318758			MMDBc0044696
BASm0031498	DG(15:1(11Z)/26:1(11Z)/0:0)	DG(15:1(11Z)/26:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/26:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C44H82O5	InChI=1S/C44H82O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-44(47)49-42(40-45)41-48-43(46)38-36-34-32-30-28-16-14-12-10-8-6-4-2/h8,10,22-23,42,45H,3-7,9,11-21,24-41H2,1-2H3/b10-8-,23-22-/t42-/m1/s1	XIVBRKLTSQJBFY-KCAKTZPYSA-N	690.6162257			MMDBc0044697
BASm0031499	DG(15:1(11Z)/26:1(9Z)/0:0)	DG(15:1(11Z)/26:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/26:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C45H84O5	InChI=1S/C45H84O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h8,10,25-26,43,46H,3-7,9,11-24,27-42H2,1-2H3/b10-8-,26-25-/t43-/m1/s1	JABIEVZGIVSTBG-SDGGFVJQSA-N	704.6318758			MMDBc0044698
BASm0031500	DG(15:1(11Z)/27:0/0:0)	DG(15:1(11Z)/27:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/27:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C45H86O5	InChI=1S/C45H86O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h8,10,43,46H,3-7,9,11-42H2,1-2H3/b10-8-/t43-/m1/s1	VLSUTQAAIWOKLH-OXNDLNNQSA-N	706.6475259			MMDBc0044699
BASm0031501	DG(15:1(11Z)/27:1(11Z)/0:0)	DG(15:1(11Z)/27:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/27:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C45H84O5	InChI=1S/C45H84O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h8,10,24-25,43,46H,3-7,9,11-23,26-42H2,1-2H3/b10-8-,25-24-/t43-/m1/s1	YAEIFWWEJJQWIU-WVLRCYKWSA-N	704.6318758			MMDBc0044700
BASm0031502	DG(15:1(11Z)/27:1(9Z)/0:0)	DG(15:1(11Z)/27:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/27:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C45H84O5	InChI=1S/C45H84O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h8,10,26-27,43,46H,3-7,9,11-25,28-42H2,1-2H3/b10-8-,27-26-/t43-/m1/s1	YKLTUQYYKWCHSN-ROTXFIIWSA-N	704.6318758			MMDBc0044701
BASm0031503	DG(15:1(11Z)/28:0/0:0)	DG(15:1(11Z)/28:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/28:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C46H88O5	InChI=1S/C46H88O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h8,10,44,47H,3-7,9,11-43H2,1-2H3/b10-8-/t44-/m1/s1	ZHERBDRPIWJGSD-KSRPVEOXSA-N	720.6631759			MMDBc0044702
BASm0031504	DG(15:1(11Z)/28:1(11Z)/0:0)	DG(15:1(11Z)/28:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/28:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C46H86O5	InChI=1S/C46H86O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h8,10,24-25,44,47H,3-7,9,11-23,26-43H2,1-2H3/b10-8-,25-24-/t44-/m1/s1	VEBXIECAVZTUEV-KNPRTSOYSA-N	718.6475259			MMDBc0044703
BASm0031505	DG(15:1(11Z)/28:1(9Z)/0:0)	DG(15:1(11Z)/28:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/28:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C46H86O5	InChI=1S/C46H86O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h8,10,26-27,44,47H,3-7,9,11-25,28-43H2,1-2H3/b10-8-,27-26-/t44-/m1/s1	XJPLMSNZOBAEOF-CAEDANQKSA-N	718.6475259			MMDBc0044704
BASm0031506	DG(15:1(11Z)/29:0/0:0)	DG(15:1(11Z)/29:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/29:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C47H90O5	InChI=1S/C47H90O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-16-14-12-10-8-6-4-2/h8,10,45,48H,3-7,9,11-44H2,1-2H3/b10-8-/t45-/m1/s1	DZVDRSOAQDCISR-GRRRTQINSA-N	734.678826			MMDBc0044705
BASm0031507	DG(15:1(11Z)/30:0/0:0)	DG(15:1(11Z)/30:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/30:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C48H92O5	InChI=1S/C48H92O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-16-14-12-10-8-6-4-2/h8,10,46,49H,3-7,9,11-45H2,1-2H3/b10-8-/t46-/m1/s1	MESAJWJZGXQINA-BAUQXZOASA-N	748.6944761			MMDBc0044706
BASm0031508	DG(15:1(9Z)/15:1(11Z)/0:0)	DG(15:1(9Z)/15:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/15:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C33H60O5	InChI=1S/C33H60O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(35)37-30-31(29-34)38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8,10-11,13,31,34H,3-7,9,12,14-30H2,1-2H3/b10-8-,13-11-/t31-/m1/s1	ZNPQJVLOFSSQAM-BZNSLCQISA-N	536.444075			MMDBc0044707
BASm0031509	DG(15:1(9Z)/15:1(9Z)/0:0)	DG(15:1(9Z)/15:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/15:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C33H60O5	InChI=1S/C33H60O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(35)37-30-31(29-34)38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11-14,31,34H,3-10,15-30H2,1-2H3/b13-11-,14-12-/t31-/m1/s1	UOOHRICXHJJDKQ-AKAIPIGOSA-N	536.444075			MMDBc0044708
BASm0031510	DG(15:1(9Z)/16:0/0:0)	DG(15:1(9Z)/16:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/16:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC	C34H64O5	InChI=1S/C34H64O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-32(30-35)31-38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,32,35H,3-11,13,15-31H2,1-2H3/b14-12-/t32-/m1/s1	DEDFNPXEUPVIKT-AXLWDLOMSA-N	552.4753752			MMDBc0044709
BASm0031511	DG(15:1(9Z)/16:1(11Z)/0:0)	DG(15:1(9Z)/16:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/16:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C34H62O5	InChI=1S/C34H62O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-32(30-35)31-38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h9,11-12,14,32,35H,3-8,10,13,15-31H2,1-2H3/b11-9-,14-12-/t32-/m1/s1	GFZMQMMWVCRQME-PXPQOWABSA-N	550.4597251			MMDBc0044710
BASm0031512	DG(15:1(9Z)/16:1(9Z)/0:0)	DG(15:1(9Z)/16:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C34H62O5	InChI=1S/C34H62O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-32(30-35)31-38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12-15,32,35H,3-11,16-31H2,1-2H3/b14-12-,15-13-/t32-/m1/s1	VVAPYZRKXVMHCS-NGKIIBJKSA-N	550.4597251			MMDBc0044711
BASm0031513	DG(15:1(9Z)/18:0/0:0)	DG(15:1(9Z)/18:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/18:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C36H68O5	InChI=1S/C36H68O5/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(39)41-34(32-37)33-40-35(38)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h12,14,34,37H,3-11,13,15-33H2,1-2H3/b14-12-/t34-/m1/s1	SSHFVOVULNFJIF-XBEBLRSGSA-N	580.5066753			MMDBc0044712
BASm0031514	DG(15:1(9Z)/18:1(11Z)/0:0)	DG(15:1(9Z)/18:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/18:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C36H66O5	InChI=1S/C36H66O5/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(39)41-34(32-37)33-40-35(38)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h12-15,34,37H,3-11,16-33H2,1-2H3/b14-12-,15-13-/t34-/m1/s1	SVFFSYVGMYMUEV-JWLMTKEBSA-N	578.4910252			MMDBc0044713
BASm0031515	DG(15:1(9Z)/18:1(9Z)/0:0)	DG(15:1(9Z)/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C36H66O5	InChI=1S/C36H66O5/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(39)41-34(32-37)33-40-35(38)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h12,14,17-18,34,37H,3-11,13,15-16,19-33H2,1-2H3/b14-12-,18-17-/t34-/m1/s1	OALWFBDEUFFROY-GCQYLTBSSA-N	578.4910252			MMDBc0044714
BASm0031516	DG(15:1(9Z)/20:0/0:0)	DG(15:1(9Z)/20:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/20:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C38H72O5	InChI=1S/C38H72O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-38(41)43-36(34-39)35-42-37(40)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h12,14,36,39H,3-11,13,15-35H2,1-2H3/b14-12-/t36-/m1/s1	QBSMZICHCUBGAS-PKAFBKPJSA-N	608.5379754			MMDBc0044715
BASm0031517	DG(15:1(9Z)/20:1(11Z)/0:0)	DG(15:1(9Z)/20:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/20:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C38H70O5	InChI=1S/C38H70O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-38(41)43-36(34-39)35-42-37(40)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h12,14,17-18,36,39H,3-11,13,15-16,19-35H2,1-2H3/b14-12-,18-17-/t36-/m1/s1	NCQJZULZHYGQQI-GDVOPVSPSA-N	606.5223254			MMDBc0044716
BASm0031518	DG(15:1(9Z)/20:1(13Z)/0:0)	DG(15:1(9Z)/20:1(13Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/20:1(13Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C38H70O5	InChI=1S/C38H70O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-38(41)43-36(34-39)35-42-37(40)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h12-15,36,39H,3-11,16-35H2,1-2H3/b14-12-,15-13-/t36-/m1/s1	IGVMHOIYUSQJSX-ZQEVGIIVSA-N	606.5223254			MMDBc0044717
BASm0031519	DG(15:1(9Z)/22:0/0:0)	DG(15:1(9Z)/22:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/22:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C40H76O5	InChI=1S/C40H76O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-40(43)45-38(36-41)37-44-39(42)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h12,14,38,41H,3-11,13,15-37H2,1-2H3/b14-12-/t38-/m1/s1	CPUOCWFKFULZRA-PKANKXGDSA-N	636.5692755			MMDBc0044718
BASm0031520	DG(15:1(9Z)/22:1(11Z)/0:0)	DG(15:1(9Z)/22:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/22:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C40H74O5	InChI=1S/C40H74O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-40(43)45-38(36-41)37-44-39(42)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h12,14,19-20,38,41H,3-11,13,15-18,21-37H2,1-2H3/b14-12-,20-19-/t38-/m1/s1	YDGQOQYMIFSMPU-WYFVANIWSA-N	634.5536255			MMDBc0044719
BASm0031521	DG(15:1(9Z)/22:1(9Z)/0:0)	DG(15:1(9Z)/22:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/22:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C40H74O5	InChI=1S/C40H74O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-40(43)45-38(36-41)37-44-39(42)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h12,14,21-22,38,41H,3-11,13,15-20,23-37H2,1-2H3/b14-12-,22-21-/t38-/m1/s1	CRZLBWZBEVWFJT-ZBBJCAHGSA-N	634.5536255			MMDBc0044720
BASm0031522	DG(15:1(9Z)/23:1(11Z)/0:0)	DG(15:1(9Z)/23:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/23:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C41H76O5	InChI=1S/C41H76O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-16-14-12-10-8-6-4-2/h12,14,20-21,39,42H,3-11,13,15-19,22-38H2,1-2H3/b14-12-,21-20-/t39-/m1/s1	MDMORQZGMGUOKW-OFDPAMGXSA-N	648.5692755			MMDBc0044721
BASm0031523	DG(15:1(9Z)/23:1(9Z)/0:0)	DG(15:1(9Z)/23:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/23:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C41H76O5	InChI=1S/C41H76O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-16-14-12-10-8-6-4-2/h12,14,22-23,39,42H,3-11,13,15-21,24-38H2,1-2H3/b14-12-,23-22-/t39-/m1/s1	PNFOVOAIIPSKLI-MMKQAGJFSA-N	648.5692755			MMDBc0044722
BASm0031524	DG(15:1(9Z)/24:0/0:0)	DG(15:1(9Z)/24:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/24:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C42H80O5	InChI=1S/C42H80O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-42(45)47-40(38-43)39-46-41(44)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h12,14,40,43H,3-11,13,15-39H2,1-2H3/b14-12-/t40-/m1/s1	FQDQGSTWPCSBIG-ANCBZYMGSA-N	664.6005757			MMDBc0044723
BASm0031525	DG(15:1(9Z)/24:1(11Z)/0:0)	DG(15:1(9Z)/24:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/24:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C42H78O5	InChI=1S/C42H78O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-42(45)47-40(38-43)39-46-41(44)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h12,14,21-22,40,43H,3-11,13,15-20,23-39H2,1-2H3/b14-12-,22-21-/t40-/m1/s1	CIMUTHTZHLPXQZ-AKKVVVPVSA-N	662.5849256			MMDBc0044724
BASm0031526	DG(15:1(9Z)/24:1(9Z)/0:0)	DG(15:1(9Z)/24:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/24:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C42H78O5	InChI=1S/C42H78O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-42(45)47-40(38-43)39-46-41(44)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h12,14,23-24,40,43H,3-11,13,15-22,25-39H2,1-2H3/b14-12-,24-23-/t40-/m1/s1	OXYJVORHTGWOIB-ZGQCQEDASA-N	662.5849256			MMDBc0044725
BASm0031527	DG(15:1(9Z)/25:0/0:0)	DG(15:1(9Z)/25:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/25:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C43H82O5	InChI=1S/C43H82O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h12,14,41,44H,3-11,13,15-40H2,1-2H3/b14-12-/t41-/m1/s1	YADORVSHCQNLOT-ZWNUZKIRSA-N	678.6162257			MMDBc0044726
BASm0031528	DG(15:1(9Z)/25:1(11Z)/0:0)	DG(15:1(9Z)/25:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/25:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C43H80O5	InChI=1S/C43H80O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h12,14,22-23,41,44H,3-11,13,15-21,24-40H2,1-2H3/b14-12-,23-22-/t41-/m1/s1	NFTLZRMXSSQLIH-DKGQNWBBSA-N	676.6005757			MMDBc0044727
BASm0031529	DG(15:1(9Z)/25:1(9Z)/0:0)	DG(15:1(9Z)/25:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/25:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C43H80O5	InChI=1S/C43H80O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h12,14,24-25,41,44H,3-11,13,15-23,26-40H2,1-2H3/b14-12-,25-24-/t41-/m1/s1	HPZGJUVPZIDZRA-LBISENCQSA-N	676.6005757			MMDBc0044728
BASm0031530	DG(15:1(9Z)/26:0/0:0)	DG(15:1(9Z)/26:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/26:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C44H84O5	InChI=1S/C44H84O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-44(47)49-42(40-45)41-48-43(46)38-36-34-32-30-28-16-14-12-10-8-6-4-2/h12,14,42,45H,3-11,13,15-41H2,1-2H3/b14-12-/t42-/m1/s1	QLTRTKZVSDBDAR-OGFYNGAJSA-N	692.6318758			MMDBc0044729
BASm0031531	DG(15:1(9Z)/26:1(11Z)/0:0)	DG(15:1(9Z)/26:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/26:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C44H82O5	InChI=1S/C44H82O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-44(47)49-42(40-45)41-48-43(46)38-36-34-32-30-28-16-14-12-10-8-6-4-2/h12,14,22-23,42,45H,3-11,13,15-21,24-41H2,1-2H3/b14-12-,23-22-/t42-/m1/s1	CCAWZPXDBGSEOG-YGZAUYBGSA-N	690.6162257			MMDBc0044730
BASm0031532	DG(15:1(9Z)/26:1(9Z)/0:0)	DG(15:1(9Z)/26:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/26:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C45H84O5	InChI=1S/C45H84O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h12,14,25-26,43,46H,3-11,13,15-24,27-42H2,1-2H3/b14-12-,26-25-/t43-/m1/s1	NZPNWFJUBMFPMT-DORPHHFFSA-N	704.6318758			MMDBc0044731
BASm0031533	DG(15:1(9Z)/27:0/0:0)	DG(15:1(9Z)/27:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/27:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C45H86O5	InChI=1S/C45H86O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h12,14,43,46H,3-11,13,15-42H2,1-2H3/b14-12-/t43-/m1/s1	CFGJDRRQURHCBF-JKPDCRFYSA-N	706.6475259			MMDBc0044732
BASm0031534	DG(15:1(9Z)/27:1(11Z)/0:0)	DG(15:1(9Z)/27:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/27:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C45H84O5	InChI=1S/C45H84O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h12,14,24-25,43,46H,3-11,13,15-23,26-42H2,1-2H3/b14-12-,25-24-/t43-/m1/s1	UGVTYHGDFFDMHQ-HIBQLNMUSA-N	704.6318758			MMDBc0044733
BASm0031535	DG(15:1(9Z)/27:1(9Z)/0:0)	DG(15:1(9Z)/27:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/27:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C45H84O5	InChI=1S/C45H84O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h12,14,26-27,43,46H,3-11,13,15-25,28-42H2,1-2H3/b14-12-,27-26-/t43-/m1/s1	PRSOSZUINNVRRB-GLGYGMNGSA-N	704.6318758			MMDBc0044734
BASm0031536	DG(15:1(9Z)/28:0/0:0)	DG(15:1(9Z)/28:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/28:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C46H88O5	InChI=1S/C46H88O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h12,14,44,47H,3-11,13,15-43H2,1-2H3/b14-12-/t44-/m1/s1	AYLVPAUCTJXGBG-PSJMDSFESA-N	720.6631759			MMDBc0044735
BASm0031537	DG(15:1(9Z)/28:1(11Z)/0:0)	DG(15:1(9Z)/28:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/28:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C46H86O5	InChI=1S/C46H86O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h12,14,24-25,44,47H,3-11,13,15-23,26-43H2,1-2H3/b14-12-,25-24-/t44-/m1/s1	KEVJJEDILPHORP-NTUQWVGCSA-N	718.6475259			MMDBc0044736
BASm0031538	DG(15:1(9Z)/28:1(9Z)/0:0)	DG(15:1(9Z)/28:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/28:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C46H86O5	InChI=1S/C46H86O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h12,14,26-27,44,47H,3-11,13,15-25,28-43H2,1-2H3/b14-12-,27-26-/t44-/m1/s1	MMPJNHALYWJFTD-NKVYWMHRSA-N	718.6475259			MMDBc0044737
BASm0031539	DG(15:1(9Z)/29:0/0:0)	DG(15:1(9Z)/29:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/29:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C47H90O5	InChI=1S/C47H90O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-16-14-12-10-8-6-4-2/h12,14,45,48H,3-11,13,15-44H2,1-2H3/b14-12-/t45-/m1/s1	SKVXSQBZIHZVBM-HFOHNUPUSA-N	734.678826			MMDBc0044738
BASm0031540	DG(15:1(9Z)/30:0/0:0)	DG(15:1(9Z)/30:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/30:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C48H92O5	InChI=1S/C48H92O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-16-14-12-10-8-6-4-2/h12,14,46,49H,3-11,13,15-45H2,1-2H3/b14-12-/t46-/m1/s1	LMYCYPRWQXRXMQ-PIUAXRFMSA-N	748.6944761			MMDBc0044739
BASm0031541	DG(16:0/16:1(11Z)/0:0)	DG(16:0/16:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/16:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C35H66O5	InChI=1S/C35H66O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-32-33(31-36)40-35(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h10,12,33,36H,3-9,11,13-32H2,1-2H3/b12-10-/t33-/m1/s1	FUKBLZINGKQCII-ALMVXPMNSA-N	566.4910252			MMDBc0044740
BASm0031542	DG(16:0/18:1(11Z)/0:0)	DG(16:0/18:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/18:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C37H70O5	InChI=1S/C37H70O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h13,15,35,38H,3-12,14,16-34H2,1-2H3/b15-13-/t35-/m1/s1	IIEPDWHEGOSXLD-JUOLSMOWSA-N	594.5223254			MMDBc0044741
BASm0031543	DG(16:0/20:0/0:0)	DG(16:0/20:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/20:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C39H76O5	InChI=1S/C39H76O5/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h37,40H,3-36H2,1-2H3/t37-/m1/s1	RZKCYEISOFRALJ-DIPNUNPCSA-N	624.5692755			MMDBc0044742
BASm0031544	DG(16:0/20:1(11Z)/0:0)	DG(16:0/20:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/20:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C39H74O5	InChI=1S/C39H74O5/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h17-18,37,40H,3-16,19-36H2,1-2H3/b18-17-/t37-/m1/s1	WLZSVJONADRHKP-OTMQOFQLSA-N	622.5536255			MMDBc0044743
BASm0031545	DG(16:0/20:1(13Z)/0:0)	DG(16:0/20:1(13Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/20:1(13Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C39H74O5	InChI=1S/C39H74O5/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h13,15,37,40H,3-12,14,16-36H2,1-2H3/b15-13-/t37-/m1/s1	PSUVGPXQSUPNEX-IEHWZJNJSA-N	622.5536255			MMDBc0044744
BASm0031546	DG(16:0/22:0/0:0)	DG(16:0/22:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/22:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C41H80O5	InChI=1S/C41H80O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h39,42H,3-38H2,1-2H3/t39-/m1/s1	JAJNYVORAKCQCM-LDLOPFEMSA-N	652.6005757			MMDBc0044745
BASm0031547	DG(16:0/22:1(11Z)/0:0)	DG(16:0/22:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/22:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C41H78O5	InChI=1S/C41H78O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h19-20,39,42H,3-18,21-38H2,1-2H3/b20-19-/t39-/m1/s1	KJVNQDGANPQLQX-DPTAKULKSA-N	650.5849256			MMDBc0044746
BASm0031548	DG(16:0/22:1(9Z)/0:0)	DG(16:0/22:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/22:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C41H78O5	InChI=1S/C41H78O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h21-22,39,42H,3-20,23-38H2,1-2H3/b22-21-/t39-/m1/s1	ANHRMXOHPMPBDE-IGRZOUGISA-N	650.5849256			MMDBc0044747
BASm0031549	DG(16:0/23:1(11Z)/0:0)	DG(16:0/23:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/23:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C42H80O5	InChI=1S/C42H80O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-42(45)47-40(38-43)39-46-41(44)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2/h20-21,40,43H,3-19,22-39H2,1-2H3/b21-20-/t40-/m1/s1	NQJSWYUJJDNRBU-VYOBOKEXSA-N	664.6005757			MMDBc0044748
BASm0031550	DG(16:0/23:1(9Z)/0:0)	DG(16:0/23:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/23:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C42H80O5	InChI=1S/C42H80O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-42(45)47-40(38-43)39-46-41(44)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2/h22-23,40,43H,3-21,24-39H2,1-2H3/b23-22-/t40-/m1/s1	FKIYYLBIFVEYAF-WOBDTNDUSA-N	664.6005757			MMDBc0044749
BASm0031551	DG(16:0/24:0/0:0)	DG(16:0/24:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/24:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C43H84O5	InChI=1S/C43H84O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h41,44H,3-40H2,1-2H3/t41-/m1/s1	TVIWMCWDNANSBL-VQJSHJPSSA-N	680.6318758			MMDBc0044750
BASm0031552	DG(16:0/24:1(11Z)/0:0)	DG(16:0/24:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/24:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C43H82O5	InChI=1S/C43H82O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h21-22,41,44H,3-20,23-40H2,1-2H3/b22-21-/t41-/m1/s1	GIUXKGNLIUNDKM-XUUAZBNISA-N	678.6162257			MMDBc0044751
BASm0031553	DG(16:0/24:1(9Z)/0:0)	DG(16:0/24:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/24:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C43H82O5	InChI=1S/C43H82O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h23-24,41,44H,3-22,25-40H2,1-2H3/b24-23-/t41-/m1/s1	WNMJKOIJOCZYBV-WAIQXQSWSA-N	678.6162257			MMDBc0044752
BASm0031554	DG(16:0/25:0/0:0)	DG(16:0/25:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/25:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C44H86O5	InChI=1S/C44H86O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-44(47)49-42(40-45)41-48-43(46)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h42,45H,3-41H2,1-2H3/t42-/m1/s1	JAPVPNSXHZPHSJ-HUESYALOSA-N	694.6475259			MMDBc0044753
BASm0031555	DG(16:0/25:1(11Z)/0:0)	DG(16:0/25:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/25:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C44H84O5	InChI=1S/C44H84O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-44(47)49-42(40-45)41-48-43(46)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h22-23,42,45H,3-21,24-41H2,1-2H3/b23-22-/t42-/m1/s1	GMQVVOSCTWNLJH-RSSWDJSTSA-N	692.6318758			MMDBc0044754
BASm0031556	DG(16:0/25:1(9Z)/0:0)	DG(16:0/25:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/25:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C44H84O5	InChI=1S/C44H84O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-44(47)49-42(40-45)41-48-43(46)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h24-25,42,45H,3-23,26-41H2,1-2H3/b25-24-/t42-/m1/s1	QZUIIZBFHXITDN-DWOYUVRDSA-N	692.6318758			MMDBc0044755
BASm0031557	DG(16:0/26:0/0:0)	DG(16:0/26:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/26:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C45H88O5	InChI=1S/C45H88O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2/h43,46H,3-42H2,1-2H3/t43-/m1/s1	BWNTUXFSIKGAKR-VZUYHUTRSA-N	708.6631759			MMDBc0044756
BASm0031558	DG(16:0/26:1(11Z)/0:0)	DG(16:0/26:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/26:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C45H86O5	InChI=1S/C45H86O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2/h22-23,43,46H,3-21,24-42H2,1-2H3/b23-22-/t43-/m1/s1	DAVRLCMLLRBROZ-WWRUAWPISA-N	706.6475259			MMDBc0044757
BASm0031559	DG(16:0/26:1(9Z)/0:0)	DG(16:0/26:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/26:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C46H88O5	InChI=1S/C46H88O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h25-26,44,47H,3-24,27-43H2,1-2H3/b26-25-/t44-/m1/s1	ADZWJQGCKDAICI-NLCYSEJPSA-N	720.6631759			MMDBc0044758
BASm0031560	DG(16:0/27:0/0:0)	DG(16:0/27:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/27:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C46H90O5	InChI=1S/C46H90O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h44,47H,3-43H2,1-2H3/t44-/m1/s1	PJGJCENOPLVLJG-USYZEHPZSA-N	722.678826			MMDBc0044759
BASm0031561	DG(16:0/27:1(11Z)/0:0)	DG(16:0/27:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/27:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C46H88O5	InChI=1S/C46H88O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h24-25,44,47H,3-23,26-43H2,1-2H3/b25-24-/t44-/m1/s1	UBDAZWBGCKHOAB-AOZGENIBSA-N	720.6631759			MMDBc0044760
BASm0031562	DG(16:0/27:1(9Z)/0:0)	DG(16:0/27:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/27:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C46H88O5	InChI=1S/C46H88O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h26-27,44,47H,3-25,28-43H2,1-2H3/b27-26-/t44-/m1/s1	MZCCMIXCYHQGQU-AMKLIUKMSA-N	720.6631759			MMDBc0044761
BASm0031563	DG(16:0/28:0/0:0)	DG(16:0/28:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/28:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C47H92O5	InChI=1S/C47H92O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h45,48H,3-44H2,1-2H3/t45-/m1/s1	BVGNDENXFNETFC-WBVITSLISA-N	736.6944761			MMDBc0044762
BASm0031564	DG(16:0/28:1(11Z)/0:0)	DG(16:0/28:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/28:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C47H90O5	InChI=1S/C47H90O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h24-25,45,48H,3-23,26-44H2,1-2H3/b25-24-/t45-/m1/s1	GUTAVVHIXFMSEK-VABJTFOOSA-N	734.678826			MMDBc0044763
BASm0031565	DG(16:0/28:1(9Z)/0:0)	DG(16:0/28:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/28:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C47H90O5	InChI=1S/C47H90O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h26-27,45,48H,3-25,28-44H2,1-2H3/b27-26-/t45-/m1/s1	QCHWGGWGSDKHEC-MEEOGZCESA-N	734.678826			MMDBc0044764
BASm0031566	DG(16:0/29:0/0:0)	DG(16:0/29:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/29:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C48H94O5	InChI=1S/C48H94O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-16-14-12-10-8-6-4-2/h46,49H,3-45H2,1-2H3/t46-/m1/s1	ATOFHVSNVJPGNZ-YACUFSJGSA-N	750.7101261			MMDBc0044765
BASm0031567	DG(16:0/30:0/0:0)	DG(16:0/30:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/30:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C49H96O5	InChI=1S/C49H96O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-16-14-12-10-8-6-4-2/h47,50H,3-46H2,1-2H3/t47-/m1/s1	CTFUIJZIXGYAST-QZNUWAOFSA-N	764.7257762			MMDBc0044766
BASm0031568	DG(16:1(11Z)/16:1(11Z)/0:0)	DG(16:1(11Z)/16:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/16:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C35H64O5	InChI=1S/C35H64O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-32-33(31-36)40-35(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h9-12,33,36H,3-8,13-32H2,1-2H3/b11-9-,12-10-/t33-/m1/s1	RPDFNSQPCFCBTI-MSTNXQNGSA-N	564.4753752			MMDBc0044767
BASm0031569	DG(16:1(11Z)/16:1(9Z)/0:0)	DG(16:1(11Z)/16:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C35H64O5	InChI=1S/C35H64O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-32-33(31-36)40-35(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h9,11,14,16,33,36H,3-8,10,12-13,15,17-32H2,1-2H3/b11-9-,16-14-/t33-/m1/s1	HDGLOHMYZCEMEH-HWHHRSRCSA-N	564.4753752			MMDBc0044768
BASm0031570	DG(16:1(11Z)/18:0/0:0)	DG(16:1(11Z)/18:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/18:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C37H70O5	InChI=1S/C37H70O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h10,12,35,38H,3-9,11,13-34H2,1-2H3/b12-10-/t35-/m1/s1	WLKPPIMBGLAUEI-YPZHICNLSA-N	594.5223254			MMDBc0044769
BASm0031571	DG(16:1(11Z)/18:1(11Z)/0:0)	DG(16:1(11Z)/18:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/18:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C37H68O5	InChI=1S/C37H68O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h10,12-13,15,35,38H,3-9,11,14,16-34H2,1-2H3/b12-10-,15-13-/t35-/m1/s1	CBNHWGNJFPYODJ-GWOLXUBNSA-N	592.5066753			MMDBc0044770
BASm0031572	DG(16:1(11Z)/18:1(9Z)/0:0)	DG(16:1(11Z)/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C37H68O5	InChI=1S/C37H68O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h10,12,17-18,35,38H,3-9,11,13-16,19-34H2,1-2H3/b12-10-,18-17-/t35-/m1/s1	GPHZBQSBKUSZOL-YIFAPQCKSA-N	592.5066753			MMDBc0044771
BASm0031573	DG(16:1(11Z)/20:0/0:0)	DG(16:1(11Z)/20:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/20:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C39H74O5	InChI=1S/C39H74O5/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h10,12,37,40H,3-9,11,13-36H2,1-2H3/b12-10-/t37-/m1/s1	KIZDBZCGSRPRCT-CAPKZEEOSA-N	622.5536255			MMDBc0044772
BASm0031574	DG(16:1(11Z)/20:1(11Z)/0:0)	DG(16:1(11Z)/20:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/20:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C39H72O5	InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h10,12,17-18,37,40H,3-9,11,13-16,19-36H2,1-2H3/b12-10-,18-17-/t37-/m1/s1	JHUYJGXQCKOAOQ-UMDJLMHASA-N	620.5379754			MMDBc0044773
BASm0031575	DG(16:1(11Z)/20:1(13Z)/0:0)	DG(16:1(11Z)/20:1(13Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/20:1(13Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C39H72O5	InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h10,12-13,15,37,40H,3-9,11,14,16-36H2,1-2H3/b12-10-,15-13-/t37-/m1/s1	JONQNDJSPLKGDO-ZCZLHCQPSA-N	620.5379754			MMDBc0044774
BASm0031576	DG(16:1(11Z)/22:0/0:0)	DG(16:1(11Z)/22:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/22:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C41H78O5	InChI=1S/C41H78O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h10,12,39,42H,3-9,11,13-38H2,1-2H3/b12-10-/t39-/m1/s1	QILNYGXOVDBBBK-IQEWKVFESA-N	650.5849256			MMDBc0044775
BASm0031577	DG(16:1(11Z)/22:1(11Z)/0:0)	DG(16:1(11Z)/22:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/22:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C41H76O5	InChI=1S/C41H76O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h10,12,19-20,39,42H,3-9,11,13-18,21-38H2,1-2H3/b12-10-,20-19-/t39-/m1/s1	VEFXFBSORJTHGL-ISKUEJOHSA-N	648.5692755			MMDBc0044776
BASm0031578	DG(16:1(11Z)/22:1(9Z)/0:0)	DG(16:1(11Z)/22:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/22:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C41H76O5	InChI=1S/C41H76O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h10,12,21-22,39,42H,3-9,11,13-20,23-38H2,1-2H3/b12-10-,22-21-/t39-/m1/s1	IEWNQXFNYNXXMO-YLTAFVDSSA-N	648.5692755			MMDBc0044777
BASm0031579	DG(16:1(11Z)/23:1(11Z)/0:0)	DG(16:1(11Z)/23:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/23:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C42H78O5	InChI=1S/C42H78O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-42(45)47-40(38-43)39-46-41(44)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2/h10,12,20-21,40,43H,3-9,11,13-19,22-39H2,1-2H3/b12-10-,21-20-/t40-/m1/s1	UADLAJSNUMYPQV-BLMVGTAUSA-N	662.5849256			MMDBc0044778
BASm0031580	DG(16:1(11Z)/23:1(9Z)/0:0)	DG(16:1(11Z)/23:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/23:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C42H78O5	InChI=1S/C42H78O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-42(45)47-40(38-43)39-46-41(44)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2/h10,12,22-23,40,43H,3-9,11,13-21,24-39H2,1-2H3/b12-10-,23-22-/t40-/m1/s1	QAXYZUDWQKEBBD-QPXFHWSKSA-N	662.5849256			MMDBc0044779
BASm0031581	DG(16:1(11Z)/24:0/0:0)	DG(16:1(11Z)/24:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/24:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C43H82O5	InChI=1S/C43H82O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h10,12,41,44H,3-9,11,13-40H2,1-2H3/b12-10-/t41-/m1/s1	RPEQMSSPWSCBBT-AFHWQMSISA-N	678.6162257			MMDBc0044780
BASm0031582	DG(16:1(11Z)/24:1(11Z)/0:0)	DG(16:1(11Z)/24:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/24:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C43H80O5	InChI=1S/C43H80O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h10,12,21-22,41,44H,3-9,11,13-20,23-40H2,1-2H3/b12-10-,22-21-/t41-/m1/s1	OUKBPQGBXQFMDM-HJRCBBIESA-N	676.6005757			MMDBc0044781
BASm0031583	DG(16:1(11Z)/24:1(9Z)/0:0)	DG(16:1(11Z)/24:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/24:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C43H80O5	InChI=1S/C43H80O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h10,12,23-24,41,44H,3-9,11,13-22,25-40H2,1-2H3/b12-10-,24-23-/t41-/m1/s1	XSFVWJQDMWPMJN-RPVYBUBBSA-N	676.6005757			MMDBc0044782
BASm0031584	DG(16:1(11Z)/25:0/0:0)	DG(16:1(11Z)/25:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/25:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C44H84O5	InChI=1S/C44H84O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-44(47)49-42(40-45)41-48-43(46)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h10,12,42,45H,3-9,11,13-41H2,1-2H3/b12-10-/t42-/m1/s1	VQAFJCZTZZWGAX-DTQDZBCZSA-N	692.6318758			MMDBc0044783
BASm0031585	DG(16:1(11Z)/25:1(11Z)/0:0)	DG(16:1(11Z)/25:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/25:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C44H82O5	InChI=1S/C44H82O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-44(47)49-42(40-45)41-48-43(46)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h10,12,22-23,42,45H,3-9,11,13-21,24-41H2,1-2H3/b12-10-,23-22-/t42-/m1/s1	KLGWSNVFCDQUEK-BWFYCCHGSA-N	690.6162257			MMDBc0044784
BASm0031586	DG(16:1(11Z)/25:1(9Z)/0:0)	DG(16:1(11Z)/25:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/25:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C44H82O5	InChI=1S/C44H82O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-44(47)49-42(40-45)41-48-43(46)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h10,12,24-25,42,45H,3-9,11,13-23,26-41H2,1-2H3/b12-10-,25-24-/t42-/m1/s1	VYOQNFWRICABTJ-XJVJILNLSA-N	690.6162257			MMDBc0044785
BASm0031587	DG(16:1(11Z)/26:0/0:0)	DG(16:1(11Z)/26:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/26:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C45H86O5	InChI=1S/C45H86O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2/h10,12,43,46H,3-9,11,13-42H2,1-2H3/b12-10-/t43-/m1/s1	YCHYMXYNNFKFQI-SAQFTAOISA-N	706.6475259			MMDBc0044786
BASm0031588	DG(16:1(11Z)/26:1(11Z)/0:0)	DG(16:1(11Z)/26:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/26:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C45H84O5	InChI=1S/C45H84O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2/h10,12,22-23,43,46H,3-9,11,13-21,24-42H2,1-2H3/b12-10-,23-22-/t43-/m1/s1	IQUBBJVWIXWFSE-YTKXAKQASA-N	704.6318758			MMDBc0044787
BASm0031589	DG(16:1(11Z)/26:1(9Z)/0:0)	DG(16:1(11Z)/26:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/26:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C46H86O5	InChI=1S/C46H86O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h10,12,25-26,44,47H,3-9,11,13-24,27-43H2,1-2H3/b12-10-,26-25-/t44-/m1/s1	JWFPTHWEUROKSV-RWBWXMHSSA-N	718.6475259			MMDBc0044788
BASm0031590	DG(16:1(11Z)/27:0/0:0)	DG(16:1(11Z)/27:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/27:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C46H88O5	InChI=1S/C46H88O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h10,12,44,47H,3-9,11,13-43H2,1-2H3/b12-10-/t44-/m1/s1	IWRVWPDNQKWEIQ-LNMKVMSNSA-N	720.6631759			MMDBc0044789
BASm0031591	DG(16:1(11Z)/27:1(11Z)/0:0)	DG(16:1(11Z)/27:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/27:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C46H86O5	InChI=1S/C46H86O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h10,12,24-25,44,47H,3-9,11,13-23,26-43H2,1-2H3/b12-10-,25-24-/t44-/m1/s1	AYPCXTNLCAAWIT-DNTJASRDSA-N	718.6475259			MMDBc0044790
BASm0031592	DG(16:1(11Z)/27:1(9Z)/0:0)	DG(16:1(11Z)/27:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/27:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C46H86O5	InChI=1S/C46H86O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h10,12,26-27,44,47H,3-9,11,13-25,28-43H2,1-2H3/b12-10-,27-26-/t44-/m1/s1	NXQUITVGOPCESL-CSSOFFCQSA-N	718.6475259			MMDBc0044791
BASm0031593	DG(16:1(11Z)/28:0/0:0)	DG(16:1(11Z)/28:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/28:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C47H90O5	InChI=1S/C47H90O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h10,12,45,48H,3-9,11,13-44H2,1-2H3/b12-10-/t45-/m1/s1	SEHSCKZGQVPYTF-NBLRTFODSA-N	734.678826			MMDBc0044792
BASm0031594	DG(16:1(11Z)/28:1(11Z)/0:0)	DG(16:1(11Z)/28:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/28:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C47H88O5	InChI=1S/C47H88O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h10,12,24-25,45,48H,3-9,11,13-23,26-44H2,1-2H3/b12-10-,25-24-/t45-/m1/s1	KDWFSFJRXAWBPE-IOSDMSFTSA-N	732.6631759			MMDBc0044793
BASm0031595	DG(16:1(11Z)/28:1(9Z)/0:0)	DG(16:1(11Z)/28:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/28:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C47H88O5	InChI=1S/C47H88O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h10,12,26-27,45,48H,3-9,11,13-25,28-44H2,1-2H3/b12-10-,27-26-/t45-/m1/s1	UGJXBHFQVVRFQZ-NMXFMXIPSA-N	732.6631759			MMDBc0044794
BASm0031596	DG(16:1(11Z)/29:0/0:0)	DG(16:1(11Z)/29:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/29:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C48H92O5	InChI=1S/C48H92O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-16-14-12-10-8-6-4-2/h10,12,46,49H,3-9,11,13-45H2,1-2H3/b12-10-/t46-/m1/s1	LVWOGVIKSZVTPU-WOQVGTDNSA-N	748.6944761			MMDBc0044795
BASm0031597	DG(16:1(11Z)/30:0/0:0)	DG(16:1(11Z)/30:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/30:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C49H94O5	InChI=1S/C49H94O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-16-14-12-10-8-6-4-2/h10,12,47,50H,3-9,11,13-46H2,1-2H3/b12-10-/t47-/m1/s1	OLXVLVCGKRBTIP-BPPJTDJLSA-N	762.7101261			MMDBc0044796
BASm0031598	DG(16:1(9Z)/16:1(11Z)/0:0)	DG(16:1(9Z)/16:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/16:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C35H64O5	InChI=1S/C35H64O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-32-33(31-36)40-35(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h10,12-13,15,33,36H,3-9,11,14,16-32H2,1-2H3/b12-10-,15-13-/t33-/m1/s1	WUNCTZVNNLBGLZ-HMDBOOPKSA-N	564.4753752			MMDBc0044797
BASm0031599	DG(16:1(9Z)/18:1(11Z)/0:0)	DG(16:1(9Z)/18:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/18:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C37H68O5	InChI=1S/C37H68O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h13-16,35,38H,3-12,17-34H2,1-2H3/b15-13-,16-14-/t35-/m1/s1	ZLSFIDLWXKZYAS-NAFNZUQFSA-N	592.5066753			MMDBc0044798
BASm0031600	DG(16:1(9Z)/20:0/0:0)	DG(16:1(9Z)/20:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/20:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C39H74O5	InChI=1S/C39H74O5/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h14,16,37,40H,3-13,15,17-36H2,1-2H3/b16-14-/t37-/m1/s1	CJEAOBNZIRDIRB-UHGNNPBBSA-N	622.5536255			MMDBc0044799
BASm0031601	DG(16:1(9Z)/20:1(11Z)/0:0)	DG(16:1(9Z)/20:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/20:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C39H72O5	InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h14,16-18,37,40H,3-13,15,19-36H2,1-2H3/b16-14-,18-17-/t37-/m1/s1	FBCDXXQBGHZSLI-AVWHJSSGSA-N	620.5379754			MMDBc0044800
BASm0031602	DG(16:1(9Z)/20:1(13Z)/0:0)	DG(16:1(9Z)/20:1(13Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/20:1(13Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C39H72O5	InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h13-16,37,40H,3-12,17-36H2,1-2H3/b15-13-,16-14-/t37-/m1/s1	XZUUEGOEFSLUEV-RLSIPVDZSA-N	620.5379754			MMDBc0044801
BASm0031603	DG(16:1(9Z)/22:0/0:0)	DG(16:1(9Z)/22:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/22:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C41H78O5	InChI=1S/C41H78O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h14,16,39,42H,3-13,15,17-38H2,1-2H3/b16-14-/t39-/m1/s1	BZRVDTDUKMXTCU-QRMPNUHKSA-N	650.5849256			MMDBc0044802
BASm0031604	DG(16:1(9Z)/22:1(11Z)/0:0)	DG(16:1(9Z)/22:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/22:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C41H76O5	InChI=1S/C41H76O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h14,16,19-20,39,42H,3-13,15,17-18,21-38H2,1-2H3/b16-14-,20-19-/t39-/m1/s1	XSYOIKGAFBJMOF-ZSIBMOKUSA-N	648.5692755			MMDBc0044803
BASm0031605	DG(16:1(9Z)/22:1(9Z)/0:0)	DG(16:1(9Z)/22:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/22:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C41H76O5	InChI=1S/C41H76O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h14,16,21-22,39,42H,3-13,15,17-20,23-38H2,1-2H3/b16-14-,22-21-/t39-/m1/s1	AIATYDMWBZDDHX-ZJNZAHMYSA-N	648.5692755			MMDBc0044804
BASm0031606	DG(16:1(9Z)/23:1(11Z)/0:0)	DG(16:1(9Z)/23:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/23:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C42H78O5	InChI=1S/C42H78O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-42(45)47-40(38-43)39-46-41(44)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2/h14,16,20-21,40,43H,3-13,15,17-19,22-39H2,1-2H3/b16-14-,21-20-/t40-/m1/s1	PXVUSLRXWPTQSG-ZTIMHPMXSA-N	662.5849256			MMDBc0044805
BASm0031607	DG(16:1(9Z)/23:1(9Z)/0:0)	DG(16:1(9Z)/23:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/23:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C42H78O5	InChI=1S/C42H78O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-42(45)47-40(38-43)39-46-41(44)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2/h14,16,22-23,40,43H,3-13,15,17-21,24-39H2,1-2H3/b16-14-,23-22-/t40-/m1/s1	CHNZQVANZDSZRS-PXWFAANUSA-N	662.5849256			MMDBc0044806
BASm0031608	DG(16:1(9Z)/24:0/0:0)	DG(16:1(9Z)/24:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/24:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C43H82O5	InChI=1S/C43H82O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h14,16,41,44H,3-13,15,17-40H2,1-2H3/b16-14-/t41-/m1/s1	YBYKRECPMNFVCV-MITQYPHISA-N	678.6162257			MMDBc0044807
BASm0031609	DG(16:1(9Z)/24:1(11Z)/0:0)	DG(16:1(9Z)/24:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/24:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C43H80O5	InChI=1S/C43H80O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h14,16,21-22,41,44H,3-13,15,17-20,23-40H2,1-2H3/b16-14-,22-21-/t41-/m1/s1	NIGWJUDEHQHWEE-MQDJKOCJSA-N	676.6005757			MMDBc0044808
BASm0031610	DG(16:1(9Z)/24:1(9Z)/0:0)	DG(16:1(9Z)/24:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/24:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C43H80O5	InChI=1S/C43H80O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h14,16,23-24,41,44H,3-13,15,17-22,25-40H2,1-2H3/b16-14-,24-23-/t41-/m1/s1	MOWJMQOSLRVUPV-LKJNDRAOSA-N	676.6005757			MMDBc0044809
BASm0031611	DG(16:1(9Z)/25:0/0:0)	DG(16:1(9Z)/25:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/25:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C44H84O5	InChI=1S/C44H84O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-44(47)49-42(40-45)41-48-43(46)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h14,16,42,45H,3-13,15,17-41H2,1-2H3/b16-14-/t42-/m1/s1	XUBPRJUDVDBSHJ-YYKLBFBQSA-N	692.6318758			MMDBc0044810
BASm0031612	DG(16:1(9Z)/25:1(11Z)/0:0)	DG(16:1(9Z)/25:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/25:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C44H82O5	InChI=1S/C44H82O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-44(47)49-42(40-45)41-48-43(46)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h14,16,22-23,42,45H,3-13,15,17-21,24-41H2,1-2H3/b16-14-,23-22-/t42-/m1/s1	WPILMGBBOPOXGN-YLQYBPFQSA-N	690.6162257			MMDBc0044811
BASm0031613	DG(16:1(9Z)/25:1(9Z)/0:0)	DG(16:1(9Z)/25:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/25:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C44H82O5	InChI=1S/C44H82O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-44(47)49-42(40-45)41-48-43(46)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h14,16,24-25,42,45H,3-13,15,17-23,26-41H2,1-2H3/b16-14-,25-24-/t42-/m1/s1	DECYWIUSBOUPJL-HXFXKJIXSA-N	690.6162257			MMDBc0044812
BASm0031614	DG(16:1(9Z)/26:0/0:0)	DG(16:1(9Z)/26:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/26:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C45H86O5	InChI=1S/C45H86O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2/h14,16,43,46H,3-13,15,17-42H2,1-2H3/b16-14-/t43-/m1/s1	OUSSDQUROWXNQA-LKEIBTGGSA-N	706.6475259			MMDBc0044813
BASm0031615	DG(16:1(9Z)/26:1(11Z)/0:0)	DG(16:1(9Z)/26:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/26:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C45H84O5	InChI=1S/C45H84O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2/h14,16,22-23,43,46H,3-13,15,17-21,24-42H2,1-2H3/b16-14-,23-22-/t43-/m1/s1	KMMYKLBSNPQASH-WXFZLZBYSA-N	704.6318758			MMDBc0044814
BASm0031616	DG(16:1(9Z)/26:1(9Z)/0:0)	DG(16:1(9Z)/26:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/26:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C46H86O5	InChI=1S/C46H86O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h14,16,25-26,44,47H,3-13,15,17-24,27-43H2,1-2H3/b16-14-,26-25-/t44-/m1/s1	XSBKDJXKPIOSBM-VFGLNZCKSA-N	718.6475259			MMDBc0044815
BASm0031617	DG(16:1(9Z)/27:0/0:0)	DG(16:1(9Z)/27:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/27:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C46H88O5	InChI=1S/C46H88O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h14,16,44,47H,3-13,15,17-43H2,1-2H3/b16-14-/t44-/m1/s1	HHJHLLVDCJDHQB-ADZLVOOLSA-N	720.6631759			MMDBc0044816
BASm0031618	DG(16:1(9Z)/27:1(11Z)/0:0)	DG(16:1(9Z)/27:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/27:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C46H86O5	InChI=1S/C46H86O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h14,16,24-25,44,47H,3-13,15,17-23,26-43H2,1-2H3/b16-14-,25-24-/t44-/m1/s1	IWARBJOHFAIDCA-SPQLHWLHSA-N	718.6475259			MMDBc0044817
BASm0031619	DG(16:1(9Z)/27:1(9Z)/0:0)	DG(16:1(9Z)/27:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/27:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C46H86O5	InChI=1S/C46H86O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h14,16,26-27,44,47H,3-13,15,17-25,28-43H2,1-2H3/b16-14-,27-26-/t44-/m1/s1	ITPWUJNVPBLZFL-YVJUQPPTSA-N	718.6475259			MMDBc0044818
BASm0031620	DG(16:1(9Z)/28:0/0:0)	DG(16:1(9Z)/28:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/28:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C47H90O5	InChI=1S/C47H90O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h14,16,45,48H,3-13,15,17-44H2,1-2H3/b16-14-/t45-/m1/s1	QWVXIKMPFBCMEB-BPBQBXHUSA-N	734.678826			MMDBc0044819
BASm0031621	DG(16:1(9Z)/28:1(11Z)/0:0)	DG(16:1(9Z)/28:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/28:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C47H88O5	InChI=1S/C47H88O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h14,16,24-25,45,48H,3-13,15,17-23,26-44H2,1-2H3/b16-14-,25-24-/t45-/m1/s1	BESPFNAILMPYTN-ALBDACEESA-N	732.6631759			MMDBc0044820
BASm0031622	DG(16:1(9Z)/28:1(9Z)/0:0)	DG(16:1(9Z)/28:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/28:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C47H88O5	InChI=1S/C47H88O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h14,16,26-27,45,48H,3-13,15,17-25,28-44H2,1-2H3/b16-14-,27-26-/t45-/m1/s1	LZZPBHRZGOYTFJ-QEBLGPGWSA-N	732.6631759			MMDBc0044821
BASm0031623	DG(16:1(9Z)/29:0/0:0)	DG(16:1(9Z)/29:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/29:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C48H92O5	InChI=1S/C48H92O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-16-14-12-10-8-6-4-2/h14,16,46,49H,3-13,15,17-45H2,1-2H3/b16-14-/t46-/m1/s1	CWEUBPHPSQFOAL-WHEZHZLDSA-N	748.6944761			MMDBc0044822
BASm0031624	DG(16:1(9Z)/30:0/0:0)	DG(16:1(9Z)/30:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/30:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C49H94O5	InChI=1S/C49H94O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-16-14-12-10-8-6-4-2/h14,16,47,50H,3-13,15,17-46H2,1-2H3/b16-14-/t47-/m1/s1	UTFSUYYPBKYHPV-LLLNABEISA-N	762.7101261			MMDBc0044823
BASm0031625	DG(18:0/20:0/0:0)	DG(18:0/20:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/20:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C41H80O5	InChI=1S/C41H80O5/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h39,42H,3-38H2,1-2H3/t39-/m1/s1	JPKVDETWOQEHQO-LDLOPFEMSA-N	652.6005757			MMDBc0044824
BASm0031626	DG(18:0/20:1(11Z)/0:0)	DG(18:0/20:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/20:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C41H78O5	InChI=1S/C41H78O5/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h17,19,39,42H,3-16,18,20-38H2,1-2H3/b19-17-/t39-/m1/s1	KMWDOOIYMHAOTF-VEAYGOGPSA-N	650.5849256			MMDBc0044825
BASm0031627	DG(18:0/20:1(13Z)/0:0)	DG(18:0/20:1(13Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/20:1(13Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C41H78O5	InChI=1S/C41H78O5/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h13,15,39,42H,3-12,14,16-38H2,1-2H3/b15-13-/t39-/m1/s1	DUZCQOFNZLWZKF-DTKYWWSASA-N	650.5849256			MMDBc0044826
BASm0031628	DG(18:0/22:0/0:0)	DG(18:0/22:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/22:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C43H84O5	InChI=1S/C43H84O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h41,44H,3-40H2,1-2H3/t41-/m1/s1	IMCGKQALNIGVRI-VQJSHJPSSA-N	680.6318758			MMDBc0044827
BASm0031629	DG(18:0/22:1(11Z)/0:0)	DG(18:0/22:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/22:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C43H82O5	InChI=1S/C43H82O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h20-21,41,44H,3-19,22-40H2,1-2H3/b21-20-/t41-/m1/s1	ILCIVGZEPQFOAI-HFWGUVFESA-N	678.6162257			MMDBc0044828
BASm0031630	DG(18:0/22:1(9Z)/0:0)	DG(18:0/22:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/22:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C43H82O5	InChI=1S/C43H82O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h22,24,41,44H,3-21,23,25-40H2,1-2H3/b24-22-/t41-/m1/s1	XZDRWXARZMHZAP-DDVAHQBMSA-N	678.6162257			MMDBc0044829
BASm0031631	DG(18:0/23:1(11Z)/0:0)	DG(18:0/23:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/23:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C44H84O5	InChI=1S/C44H84O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-37-39-44(47)49-42(40-45)41-48-43(46)38-36-34-32-30-28-26-24-18-16-14-12-10-8-6-4-2/h21-22,42,45H,3-20,23-41H2,1-2H3/b22-21-/t42-/m1/s1	CFLTVPGWZSKHFB-KNWKQHDPSA-N	692.6318758			MMDBc0044830
BASm0031632	DG(18:0/23:1(9Z)/0:0)	DG(18:0/23:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/23:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C44H84O5	InChI=1S/C44H84O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-37-39-44(47)49-42(40-45)41-48-43(46)38-36-34-32-30-28-26-24-18-16-14-12-10-8-6-4-2/h23,25,42,45H,3-22,24,26-41H2,1-2H3/b25-23-/t42-/m1/s1	FNUFRNMFICABFP-NNTBYBBDSA-N	692.6318758			MMDBc0044831
BASm0031633	DG(18:0/24:0/0:0)	DG(18:0/24:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/24:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C45H88O5	InChI=1S/C45H88O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h43,46H,3-42H2,1-2H3/t43-/m1/s1	VUCBBMHKAJGVCH-VZUYHUTRSA-N	708.6631759			MMDBc0044832
BASm0031634	DG(18:0/24:1(11Z)/0:0)	DG(18:0/24:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/24:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C45H86O5	InChI=1S/C45H86O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h22-23,43,46H,3-21,24-42H2,1-2H3/b23-22-/t43-/m1/s1	IONRDHNTDVGLMI-WWRUAWPISA-N	706.6475259			MMDBc0044833
BASm0031635	DG(18:0/24:1(9Z)/0:0)	DG(18:0/24:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/24:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C45H86O5	InChI=1S/C45H86O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h24,26,43,46H,3-23,25,27-42H2,1-2H3/b26-24-/t43-/m1/s1	QRTOELSFEHYPAQ-KBRHFHABSA-N	706.6475259			MMDBc0044834
BASm0031636	DG(18:0/25:0/0:0)	DG(18:0/25:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/25:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C46H90O5	InChI=1S/C46H90O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h44,47H,3-43H2,1-2H3/t44-/m1/s1	MCYQYSLDROGYCI-USYZEHPZSA-N	722.678826			MMDBc0044835
BASm0031637	DG(18:0/25:1(11Z)/0:0)	DG(18:0/25:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/25:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C46H88O5	InChI=1S/C46H88O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h23-24,44,47H,3-22,25-43H2,1-2H3/b24-23-/t44-/m1/s1	NHMRFBPGODCIBY-XKAIORBZSA-N	720.6631759			MMDBc0044836
BASm0031638	DG(18:0/25:1(9Z)/0:0)	DG(18:0/25:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/25:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C46H88O5	InChI=1S/C46H88O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h25,27,44,47H,3-24,26,28-43H2,1-2H3/b27-25-/t44-/m1/s1	RXHFWIVAHNGBPE-CHENZNQFSA-N	720.6631759			MMDBc0044837
BASm0031639	DG(18:0/26:0/0:0)	DG(18:0/26:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/26:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C47H92O5	InChI=1S/C47H92O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-29-27-18-16-14-12-10-8-6-4-2/h45,48H,3-44H2,1-2H3/t45-/m1/s1	GARHVVYKQROTIN-WBVITSLISA-N	736.6944761			MMDBc0044838
BASm0031640	DG(18:0/26:1(11Z)/0:0)	DG(18:0/26:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/26:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C47H90O5	InChI=1S/C47H90O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-29-27-18-16-14-12-10-8-6-4-2/h23-24,45,48H,3-22,25-44H2,1-2H3/b24-23-/t45-/m1/s1	KDSYQENWESNKEG-JGGZRYCBSA-N	734.678826			MMDBc0044839
BASm0031641	DG(18:0/26:1(9Z)/0:0)	DG(18:0/26:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/26:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C48H92O5	InChI=1S/C48H92O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h26-27,46,49H,3-25,28-45H2,1-2H3/b27-26-/t46-/m1/s1	YVZUWDWNAGMGJS-DFYXJCMSSA-N	748.6944761			MMDBc0044840
BASm0031642	DG(18:0/27:0/0:0)	DG(18:0/27:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/27:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C48H94O5	InChI=1S/C48H94O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h46,49H,3-45H2,1-2H3/t46-/m1/s1	DQFDMIXINKFWPQ-YACUFSJGSA-N	750.7101261			MMDBc0044841
BASm0031643	DG(18:0/27:1(11Z)/0:0)	DG(18:0/27:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/27:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C48H92O5	InChI=1S/C48H92O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h25-26,46,49H,3-24,27-45H2,1-2H3/b26-25-/t46-/m1/s1	FBWJJOMAPVYEEI-SZZXGBDYSA-N	748.6944761			MMDBc0044842
BASm0031644	DG(18:0/27:1(9Z)/0:0)	DG(18:0/27:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/27:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C48H92O5	InChI=1S/C48H92O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h27,29,46,49H,3-26,28,30-45H2,1-2H3/b29-27-/t46-/m1/s1	PMUCLRYCTQSJRL-WXSKMGNBSA-N	748.6944761			MMDBc0044843
BASm0031645	DG(18:0/28:0/0:0)	DG(18:0/28:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/28:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C49H96O5	InChI=1S/C49H96O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2/h47,50H,3-46H2,1-2H3/t47-/m1/s1	JESKUHPSIXYJIM-QZNUWAOFSA-N	764.7257762			MMDBc0044844
BASm0031646	DG(18:0/28:1(11Z)/0:0)	DG(18:0/28:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/28:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C49H94O5	InChI=1S/C49H94O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2/h25-26,47,50H,3-24,27-46H2,1-2H3/b26-25-/t47-/m1/s1	CDDGGECQQCLYOX-KXKRXZFISA-N	762.7101261			MMDBc0044845
BASm0031647	DG(18:0/28:1(9Z)/0:0)	DG(18:0/28:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/28:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C49H94O5	InChI=1S/C49H94O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2/h27-28,47,50H,3-26,29-46H2,1-2H3/b28-27-/t47-/m1/s1	ZTTSRXZKIBGXSF-BIZDFREESA-N	762.7101261			MMDBc0044846
BASm0031648	DG(18:0/29:0/0:0)	DG(18:0/29:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/29:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C50H98O5	InChI=1S/C50H98O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-18-16-14-12-10-8-6-4-2/h48,51H,3-47H2,1-2H3/t48-/m1/s1	UVDJBCUDWLXKDV-QSCHNALKSA-N	778.7414263			MMDBc0044847
BASm0031649	DG(18:0/30:0/0:0)	DG(18:0/30:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/30:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C51H100O5	InChI=1S/C51H100O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-51(54)56-49(47-52)48-55-50(53)45-43-41-39-37-35-33-31-18-16-14-12-10-8-6-4-2/h49,52H,3-48H2,1-2H3/t49-/m1/s1	GKTCIBQTDHEOTB-ANFMRNGASA-N	792.7570763			MMDBc0044848
BASm0031650	DG(18:1(11Z)/18:1(11Z)/0:0)	DG(18:1(11Z)/18:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/18:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C39H72O5	InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,37,40H,3-12,17-36H2,1-2H3/b15-13-,16-14-/t37-/m1/s1	JQTCHIYVEDEVBR-RLSIPVDZSA-N	620.5379754			MMDBc0044849
BASm0031651	DG(18:1(11Z)/20:0/0:0)	DG(18:1(11Z)/20:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/20:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C41H78O5	InChI=1S/C41H78O5/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h14,16,39,42H,3-13,15,17-38H2,1-2H3/b16-14-/t39-/m1/s1	LQRQYCOYEWTFKW-QRMPNUHKSA-N	650.5849256			MMDBc0044850
BASm0031652	DG(18:1(11Z)/20:1(11Z)/0:0)	DG(18:1(11Z)/20:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/20:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C41H76O5	InChI=1S/C41H76O5/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h14,16-17,19,39,42H,3-13,15,18,20-38H2,1-2H3/b16-14-,19-17-/t39-/m1/s1	ZAHZGYVUBKGHCK-RTJYTIBZSA-N	648.5692755			MMDBc0044851
BASm0031653	DG(18:1(11Z)/20:1(13Z)/0:0)	DG(18:1(11Z)/20:1(13Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/20:1(13Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C41H76O5	InChI=1S/C41H76O5/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h13-16,39,42H,3-12,17-38H2,1-2H3/b15-13-,16-14-/t39-/m1/s1	LVJRQTWPKUWTLD-NCDRPEBGSA-N	648.5692755			MMDBc0044852
BASm0031654	DG(18:1(11Z)/22:0/0:0)	DG(18:1(11Z)/22:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/22:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C43H82O5	InChI=1S/C43H82O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h14,16,41,44H,3-13,15,17-40H2,1-2H3/b16-14-/t41-/m1/s1	VPCSXODTTHAJTB-MITQYPHISA-N	678.6162257			MMDBc0044853
BASm0031655	DG(18:1(11Z)/22:1(11Z)/0:0)	DG(18:1(11Z)/22:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/22:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C43H80O5	InChI=1S/C43H80O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h14,16,20-21,41,44H,3-13,15,17-19,22-40H2,1-2H3/b16-14-,21-20-/t41-/m1/s1	ISJWMJOKOZONTJ-GPDPEMMZSA-N	676.6005757			MMDBc0044854
BASm0031656	DG(18:1(11Z)/22:1(9Z)/0:0)	DG(18:1(11Z)/22:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/22:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C43H80O5	InChI=1S/C43H80O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h14,16,22,24,41,44H,3-13,15,17-21,23,25-40H2,1-2H3/b16-14-,24-22-/t41-/m1/s1	UNWUGLKXUYUWNU-JUSGUBTJSA-N	676.6005757			MMDBc0044855
BASm0031657	DG(18:1(11Z)/23:1(11Z)/0:0)	DG(18:1(11Z)/23:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/23:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C44H82O5	InChI=1S/C44H82O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-37-39-44(47)49-42(40-45)41-48-43(46)38-36-34-32-30-28-26-24-18-16-14-12-10-8-6-4-2/h14,16,21-22,42,45H,3-13,15,17-20,23-41H2,1-2H3/b16-14-,22-21-/t42-/m1/s1	ZHLBRFZLNCQCGG-GOKRWYLLSA-N	690.6162257			MMDBc0044856
BASm0031658	DG(18:1(11Z)/23:1(9Z)/0:0)	DG(18:1(11Z)/23:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/23:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C44H82O5	InChI=1S/C44H82O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-37-39-44(47)49-42(40-45)41-48-43(46)38-36-34-32-30-28-26-24-18-16-14-12-10-8-6-4-2/h14,16,23,25,42,45H,3-13,15,17-22,24,26-41H2,1-2H3/b16-14-,25-23-/t42-/m1/s1	ZNZNIFRWTVTKPJ-VDCGXHSASA-N	690.6162257			MMDBc0044857
BASm0031659	DG(18:1(11Z)/24:0/0:0)	DG(18:1(11Z)/24:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/24:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C45H86O5	InChI=1S/C45H86O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h14,16,43,46H,3-13,15,17-42H2,1-2H3/b16-14-/t43-/m1/s1	UIMXDEOHRFGMEH-LKEIBTGGSA-N	706.6475259			MMDBc0044858
BASm0031660	DG(18:1(11Z)/24:1(11Z)/0:0)	DG(18:1(11Z)/24:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/24:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C45H84O5	InChI=1S/C45H84O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h14,16,22-23,43,46H,3-13,15,17-21,24-42H2,1-2H3/b16-14-,23-22-/t43-/m1/s1	APOOKQYSVGMKIG-WXFZLZBYSA-N	704.6318758			MMDBc0044859
BASm0031661	DG(18:1(11Z)/24:1(9Z)/0:0)	DG(18:1(11Z)/24:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/24:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C45H84O5	InChI=1S/C45H84O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h14,16,24,26,43,46H,3-13,15,17-23,25,27-42H2,1-2H3/b16-14-,26-24-/t43-/m1/s1	VEQWDGGOGWWQPE-OGBVIBKBSA-N	704.6318758			MMDBc0044860
BASm0031662	DG(18:1(11Z)/25:0/0:0)	DG(18:1(11Z)/25:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/25:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C46H88O5	InChI=1S/C46H88O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h14,16,44,47H,3-13,15,17-43H2,1-2H3/b16-14-/t44-/m1/s1	VDFDCRBYLCNVHM-ADZLVOOLSA-N	720.6631759			MMDBc0044861
BASm0031663	DG(18:1(11Z)/25:1(11Z)/0:0)	DG(18:1(11Z)/25:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/25:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C46H86O5	InChI=1S/C46H86O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h14,16,23-24,44,47H,3-13,15,17-22,25-43H2,1-2H3/b16-14-,24-23-/t44-/m1/s1	NXNIZRMQPMJLMK-MSWFKIFBSA-N	718.6475259			MMDBc0044862
BASm0031664	DG(18:1(11Z)/25:1(9Z)/0:0)	DG(18:1(11Z)/25:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/25:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C46H86O5	InChI=1S/C46H86O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h14,16,25,27,44,47H,3-13,15,17-24,26,28-43H2,1-2H3/b16-14-,27-25-/t44-/m1/s1	YCZSOPGCHMRKQN-ASCACOAISA-N	718.6475259			MMDBc0044863
BASm0031665	DG(18:1(11Z)/26:0/0:0)	DG(18:1(11Z)/26:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/26:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C47H90O5	InChI=1S/C47H90O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-29-27-18-16-14-12-10-8-6-4-2/h14,16,45,48H,3-13,15,17-44H2,1-2H3/b16-14-/t45-/m1/s1	FNKSSFXAFMPJDO-BPBQBXHUSA-N	734.678826			MMDBc0044864
BASm0031666	DG(18:1(11Z)/26:1(11Z)/0:0)	DG(18:1(11Z)/26:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/26:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C47H88O5	InChI=1S/C47H88O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-29-27-18-16-14-12-10-8-6-4-2/h14,16,23-24,45,48H,3-13,15,17-22,25-44H2,1-2H3/b16-14-,24-23-/t45-/m1/s1	VXZNOYWQTIDDMN-DLRKHUBMSA-N	732.6631759			MMDBc0044865
BASm0031667	DG(18:1(11Z)/26:1(9Z)/0:0)	DG(18:1(11Z)/26:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/26:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C48H90O5	InChI=1S/C48H90O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h14,16,26-27,46,49H,3-13,15,17-25,28-45H2,1-2H3/b16-14-,27-26-/t46-/m1/s1	XOCNWANSUYYCBD-QGDLEXDOSA-N	746.678826			MMDBc0044866
BASm0031668	DG(18:1(11Z)/27:0/0:0)	DG(18:1(11Z)/27:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/27:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C48H92O5	InChI=1S/C48H92O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h14,16,46,49H,3-13,15,17-45H2,1-2H3/b16-14-/t46-/m1/s1	BIPKLPNJPATWRT-WHEZHZLDSA-N	748.6944761			MMDBc0044867
BASm0031669	DG(18:1(11Z)/27:1(11Z)/0:0)	DG(18:1(11Z)/27:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/27:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C48H90O5	InChI=1S/C48H90O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h14,16,25-26,46,49H,3-13,15,17-24,27-45H2,1-2H3/b16-14-,26-25-/t46-/m1/s1	BYDGTWCMBHPFOK-URYVJPJVSA-N	746.678826			MMDBc0044868
BASm0031670	DG(18:1(11Z)/27:1(9Z)/0:0)	DG(18:1(11Z)/27:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/27:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C48H90O5	InChI=1S/C48H90O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h14,16,27,29,46,49H,3-13,15,17-26,28,30-45H2,1-2H3/b16-14-,29-27-/t46-/m1/s1	SDGMLHSBERKLLX-MUGLTDEJSA-N	746.678826			MMDBc0044869
BASm0031671	DG(18:1(11Z)/28:0/0:0)	DG(18:1(11Z)/28:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/28:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C49H94O5	InChI=1S/C49H94O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2/h14,16,47,50H,3-13,15,17-46H2,1-2H3/b16-14-/t47-/m1/s1	ANBVTASREKWKLI-LLLNABEISA-N	762.7101261			MMDBc0044870
BASm0031672	DG(18:1(11Z)/28:1(11Z)/0:0)	DG(18:1(11Z)/28:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/28:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C49H92O5	InChI=1S/C49H92O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2/h14,16,25-26,47,50H,3-13,15,17-24,27-46H2,1-2H3/b16-14-,26-25-/t47-/m1/s1	OTYIDQZXNZLVRS-XHRZSNJOSA-N	760.6944761			MMDBc0044871
BASm0031673	DG(18:1(11Z)/28:1(9Z)/0:0)	DG(18:1(11Z)/28:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/28:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C49H92O5	InChI=1S/C49H92O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2/h14,16,27-28,47,50H,3-13,15,17-26,29-46H2,1-2H3/b16-14-,28-27-/t47-/m1/s1	LSFDTIANWSEQFW-BKIXXIOHSA-N	760.6944761			MMDBc0044872
BASm0031674	DG(18:1(11Z)/29:0/0:0)	DG(18:1(11Z)/29:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/29:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C50H96O5	InChI=1S/C50H96O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-18-16-14-12-10-8-6-4-2/h14,16,48,51H,3-13,15,17-47H2,1-2H3/b16-14-/t48-/m1/s1	LNWHKLDNWNXPIH-YFVFNBHMSA-N	776.7257762			MMDBc0044873
BASm0031675	DG(18:1(11Z)/30:0/0:0)	DG(18:1(11Z)/30:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/30:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C51H98O5	InChI=1S/C51H98O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-51(54)56-49(47-52)48-55-50(53)45-43-41-39-37-35-33-31-18-16-14-12-10-8-6-4-2/h14,16,49,52H,3-13,15,17-48H2,1-2H3/b16-14-/t49-/m1/s1	NBBDQMLKWYFQBK-VYOJCWATSA-N	790.7414263			MMDBc0044874
BASm0031676	DG(18:1(9Z)/20:0/0:0)	DG(18:1(9Z)/20:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/20:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C41H78O5	InChI=1S/C41H78O5/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h18,21,39,42H,3-17,19-20,22-38H2,1-2H3/b21-18-/t39-/m1/s1	MRYGMFRXGCUEJC-PIIKPTFNSA-N	650.5849256			MMDBc0044875
BASm0031677	DG(18:1(9Z)/20:1(11Z)/0:0)	DG(18:1(9Z)/20:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/20:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C41H76O5	InChI=1S/C41H76O5/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h17-19,21,39,42H,3-16,20,22-38H2,1-2H3/b19-17-,21-18-/t39-/m1/s1	AKCNIDZVBDSVNW-GSQBGSFVSA-N	648.5692755			MMDBc0044876
BASm0031678	DG(18:1(9Z)/20:1(13Z)/0:0)	DG(18:1(9Z)/20:1(13Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/20:1(13Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C41H76O5	InChI=1S/C41H76O5/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h13,15,18,21,39,42H,3-12,14,16-17,19-20,22-38H2,1-2H3/b15-13-,21-18-/t39-/m1/s1	WUPQMDSTNPMFBJ-AXKLPVCXSA-N	648.5692755			MMDBc0044877
BASm0031679	DG(18:1(9Z)/22:0/0:0)	DG(18:1(9Z)/22:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/22:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C43H82O5	InChI=1S/C43H82O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h18,23,41,44H,3-17,19-22,24-40H2,1-2H3/b23-18-/t41-/m1/s1	NHEBXUGDQJUJJE-GGQWYSFVSA-N	678.6162257			MMDBc0044878
BASm0031680	DG(18:1(9Z)/22:1(11Z)/0:0)	DG(18:1(9Z)/22:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/22:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C43H80O5	InChI=1S/C43H80O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h18,20-21,23,41,44H,3-17,19,22,24-40H2,1-2H3/b21-20-,23-18-/t41-/m1/s1	JCCRPJXUGMHQRZ-XKYLCDAFSA-N	676.6005757			MMDBc0044879
BASm0031681	DG(18:1(9Z)/22:1(9Z)/0:0)	DG(18:1(9Z)/22:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/22:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C43H80O5	InChI=1S/C43H80O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h18,22-24,41,44H,3-17,19-21,25-40H2,1-2H3/b23-18-,24-22-/t41-/m1/s1	HDLMPCRXRRVYBY-GWHOFBBASA-N	676.6005757			MMDBc0044880
BASm0031682	DG(18:1(9Z)/23:1(11Z)/0:0)	DG(18:1(9Z)/23:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/23:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C44H82O5	InChI=1S/C44H82O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-37-39-44(47)49-42(40-45)41-48-43(46)38-36-34-32-30-28-26-24-18-16-14-12-10-8-6-4-2/h18,21-22,24,42,45H,3-17,19-20,23,25-41H2,1-2H3/b22-21-,24-18-/t42-/m1/s1	CGYLHOWAKUPOOB-XTVPMXPHSA-N	690.6162257			MMDBc0044881
BASm0031683	DG(18:1(9Z)/23:1(9Z)/0:0)	DG(18:1(9Z)/23:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/23:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C44H82O5	InChI=1S/C44H82O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-37-39-44(47)49-42(40-45)41-48-43(46)38-36-34-32-30-28-26-24-18-16-14-12-10-8-6-4-2/h18,23-25,42,45H,3-17,19-22,26-41H2,1-2H3/b24-18-,25-23-/t42-/m1/s1	ARLQOXANGXQLIJ-CVDNIXQUSA-N	690.6162257			MMDBc0044882
BASm0031684	DG(18:1(9Z)/24:0/0:0)	DG(18:1(9Z)/24:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/24:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C45H86O5	InChI=1S/C45H86O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h18,25,43,46H,3-17,19-24,26-42H2,1-2H3/b25-18-/t43-/m1/s1	SSRMHOMIOKTWDP-IUYVMLSBSA-N	706.6475259			MMDBc0044883
BASm0031685	DG(18:1(9Z)/24:1(11Z)/0:0)	DG(18:1(9Z)/24:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/24:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C45H84O5	InChI=1S/C45H84O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h18,22-23,25,43,46H,3-17,19-21,24,26-42H2,1-2H3/b23-22-,25-18-/t43-/m1/s1	WRQHYGACPDUUKC-XFXDDSHTSA-N	704.6318758			MMDBc0044884
BASm0031686	DG(18:1(9Z)/24:1(9Z)/0:0)	DG(18:1(9Z)/24:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/24:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C45H84O5	InChI=1S/C45H84O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h18,24-26,43,46H,3-17,19-23,27-42H2,1-2H3/b25-18-,26-24-/t43-/m1/s1	WLXVSUGKKGRYJV-ZGJGMEGISA-N	704.6318758			MMDBc0044885
BASm0031687	DG(18:1(9Z)/25:0/0:0)	DG(18:1(9Z)/25:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/25:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C46H88O5	InChI=1S/C46H88O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h18,26,44,47H,3-17,19-25,27-43H2,1-2H3/b26-18-/t44-/m1/s1	LGJQTKTVFGMTME-YWLJZROGSA-N	720.6631759			MMDBc0044886
BASm0031688	DG(18:1(9Z)/25:1(11Z)/0:0)	DG(18:1(9Z)/25:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/25:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C46H86O5	InChI=1S/C46H86O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h18,23-24,26,44,47H,3-17,19-22,25,27-43H2,1-2H3/b24-23-,26-18-/t44-/m1/s1	NWGPFGMKJIXJHD-CLXPOTIDSA-N	718.6475259			MMDBc0044887
BASm0031689	DG(18:1(9Z)/25:1(9Z)/0:0)	DG(18:1(9Z)/25:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/25:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C46H86O5	InChI=1S/C46H86O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h18,25-27,44,47H,3-17,19-24,28-43H2,1-2H3/b26-18-,27-25-/t44-/m1/s1	ONXNGEBKYKBGRQ-CBEWMWGMSA-N	718.6475259			MMDBc0044888
BASm0031690	DG(18:1(9Z)/26:0/0:0)	DG(18:1(9Z)/26:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/26:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C47H90O5	InChI=1S/C47H90O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-29-27-18-16-14-12-10-8-6-4-2/h18,27,45,48H,3-17,19-26,28-44H2,1-2H3/b27-18-/t45-/m1/s1	CRRPBKTVRNZVGO-ZNASQGISSA-N	734.678826			MMDBc0044889
BASm0031691	DG(18:1(9Z)/26:1(11Z)/0:0)	DG(18:1(9Z)/26:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/26:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C47H88O5	InChI=1S/C47H88O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-29-27-18-16-14-12-10-8-6-4-2/h18,23-24,27,45,48H,3-17,19-22,25-26,28-44H2,1-2H3/b24-23-,27-18-/t45-/m1/s1	ADMAQFFOFVVMDO-BTNXEROGSA-N	732.6631759			MMDBc0044890
BASm0031692	DG(18:1(9Z)/26:1(9Z)/0:0)	DG(18:1(9Z)/26:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/26:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C48H90O5	InChI=1S/C48H90O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h18,26-28,46,49H,3-17,19-25,29-45H2,1-2H3/b27-26-,28-18-/t46-/m1/s1	WYISFPDOQWNWSV-IESIHMFUSA-N	746.678826			MMDBc0044891
BASm0031693	DG(18:1(9Z)/27:0/0:0)	DG(18:1(9Z)/27:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/27:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C48H92O5	InChI=1S/C48H92O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h18,28,46,49H,3-17,19-27,29-45H2,1-2H3/b28-18-/t46-/m1/s1	YVCCKGWFWCAXCK-ZHKVIFJISA-N	748.6944761			MMDBc0044892
BASm0031694	DG(18:1(9Z)/27:1(11Z)/0:0)	DG(18:1(9Z)/27:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/27:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C48H90O5	InChI=1S/C48H90O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h18,25-26,28,46,49H,3-17,19-24,27,29-45H2,1-2H3/b26-25-,28-18-/t46-/m1/s1	AYBYKMURIDMTFL-JGPMACEFSA-N	746.678826			MMDBc0044893
BASm0031695	DG(18:1(9Z)/27:1(9Z)/0:0)	DG(18:1(9Z)/27:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/27:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C48H90O5	InChI=1S/C48H90O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h18,27-29,46,49H,3-17,19-26,30-45H2,1-2H3/b28-18-,29-27-/t46-/m1/s1	QUSNABFKWXGLMI-CJLPOUQPSA-N	746.678826			MMDBc0044894
BASm0031696	DG(18:1(9Z)/28:0/0:0)	DG(18:1(9Z)/28:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/28:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C49H94O5	InChI=1S/C49H94O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2/h18,29,47,50H,3-17,19-28,30-46H2,1-2H3/b29-18-/t47-/m1/s1	GTGXOEZNSHGNHX-VMDXRODJSA-N	762.7101261			MMDBc0044895
BASm0031697	DG(18:1(9Z)/28:1(11Z)/0:0)	DG(18:1(9Z)/28:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/28:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C49H92O5	InChI=1S/C49H92O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2/h18,25-26,29,47,50H,3-17,19-24,27-28,30-46H2,1-2H3/b26-25-,29-18-/t47-/m1/s1	LMECARLFNOMYNN-UZLOPQEBSA-N	760.6944761			MMDBc0044896
BASm0031698	DG(18:1(9Z)/28:1(9Z)/0:0)	DG(18:1(9Z)/28:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/28:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C49H92O5	InChI=1S/C49H92O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2/h18,27-29,47,50H,3-17,19-26,30-46H2,1-2H3/b28-27-,29-18-/t47-/m1/s1	HOPKAXNXUBMXMO-YROFAXDWSA-N	760.6944761			MMDBc0044897
BASm0031699	DG(18:1(9Z)/29:0/0:0)	DG(18:1(9Z)/29:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/29:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C50H96O5	InChI=1S/C50H96O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-18-16-14-12-10-8-6-4-2/h18,30,48,51H,3-17,19-29,31-47H2,1-2H3/b30-18-/t48-/m1/s1	HQRCYTJWKNGSOH-RFUXXYRMSA-N	776.7257762			MMDBc0044898
BASm0031700	DG(18:1(9Z)/30:0/0:0)	DG(18:1(9Z)/30:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/30:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C51H98O5	InChI=1S/C51H98O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-51(54)56-49(47-52)48-55-50(53)45-43-41-39-37-35-33-31-18-16-14-12-10-8-6-4-2/h18,31,49,52H,3-17,19-30,32-48H2,1-2H3/b31-18-/t49-/m1/s1	DAMLNXLQBWMLRR-HBRBUUBSSA-N	790.7414263			MMDBc0044899
BASm0031701	DG(20:0/20:0/0:0)	DG(20:0/20:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:0/20:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C43H84O5	InChI=1S/C43H84O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-42(45)47-40-41(39-44)48-43(46)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h41,44H,3-40H2,1-2H3/t41-/m1/s1	AGUTXIBMYVFOMK-VQJSHJPSSA-N	680.6318758			MMDBc0044900
BASm0031702	DG(20:0/20:1(11Z)/0:0)	DG(20:0/20:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:0/20:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C43H82O5	InChI=1S/C43H82O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-42(45)47-40-41(39-44)48-43(46)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20,41,44H,3-17,19,21-40H2,1-2H3/b20-18-/t41-/m1/s1	VFUWCRMMTRWZAT-NKMJREGQSA-N	678.6162257			MMDBc0044901
BASm0031703	DG(20:0/20:1(13Z)/0:0)	DG(20:0/20:1(13Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:0/20:1(13Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C43H82O5	InChI=1S/C43H82O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-42(45)47-40-41(39-44)48-43(46)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,41,44H,3-13,15,17-40H2,1-2H3/b16-14-/t41-/m1/s1	UHHLRDQZKPELBU-MITQYPHISA-N	678.6162257			MMDBc0044902
BASm0031704	DG(20:0/22:0/0:0)	DG(20:0/22:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:0/22:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C45H88O5	InChI=1S/C45H88O5/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h43,46H,3-42H2,1-2H3/t43-/m1/s1	FASMRHWOTINWGZ-VZUYHUTRSA-N	708.6631759			MMDBc0044903
BASm0031705	DG(20:0/22:1(11Z)/0:0)	DG(20:0/22:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:0/22:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C45H86O5	InChI=1S/C45H86O5/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h21-22,43,46H,3-20,23-42H2,1-2H3/b22-21-/t43-/m1/s1	KIQXGQGIMKEUFI-CHHOUSFJSA-N	706.6475259			MMDBc0044904
BASm0031706	DG(20:0/22:1(9Z)/0:0)	DG(20:0/22:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:0/22:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C45H86O5	InChI=1S/C45H86O5/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h24,26,43,46H,3-23,25,27-42H2,1-2H3/b26-24-/t43-/m1/s1	SXHNIWBLZNPMAO-KBRHFHABSA-N	706.6475259			MMDBc0044905
BASm0031707	DG(20:0/23:1(11Z)/0:0)	DG(20:0/23:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:0/23:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C46H88O5	InChI=1S/C46H88O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-25-27-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-28-26-24-20-18-16-14-12-10-8-6-4-2/h22-23,44,47H,3-21,24-43H2,1-2H3/b23-22-/t44-/m1/s1	OWMAMTDYSDZQLP-MWEXPPKQSA-N	720.6631759			MMDBc0044906
BASm0031708	DG(20:0/23:1(9Z)/0:0)	DG(20:0/23:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:0/23:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C46H88O5	InChI=1S/C46H88O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-25-27-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-28-26-24-20-18-16-14-12-10-8-6-4-2/h25,27,44,47H,3-24,26,28-43H2,1-2H3/b27-25-/t44-/m1/s1	XHLDETLMSRTABC-CHENZNQFSA-N	720.6631759			MMDBc0044907
BASm0031709	DG(20:0/24:0/0:0)	DG(20:0/24:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:0/24:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C47H92O5	InChI=1S/C47H92O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h45,48H,3-44H2,1-2H3/t45-/m1/s1	WGNDGJTYGIEOFX-WBVITSLISA-N	736.6944761			MMDBc0044908
BASm0031710	DG(20:0/24:1(11Z)/0:0)	DG(20:0/24:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:0/24:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C47H90O5	InChI=1S/C47H90O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h23-24,45,48H,3-22,25-44H2,1-2H3/b24-23-/t45-/m1/s1	STLMQUBVXVPBBX-JGGZRYCBSA-N	734.678826			MMDBc0044909
BASm0031711	DG(20:0/24:1(9Z)/0:0)	DG(20:0/24:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:0/24:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C47H90O5	InChI=1S/C47H90O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h26,28,45,48H,3-25,27,29-44H2,1-2H3/b28-26-/t45-/m1/s1	LEDQGOSEQNZAMB-UCKATBNISA-N	734.678826			MMDBc0044910
BASm0031712	DG(20:0/25:0/0:0)	DG(20:0/25:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:0/25:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C48H94O5	InChI=1S/C48H94O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2/h46,49H,3-45H2,1-2H3/t46-/m1/s1	JUFJYGWHKUJNPS-YACUFSJGSA-N	750.7101261			MMDBc0044911
BASm0031713	DG(20:0/25:1(11Z)/0:0)	DG(20:0/25:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:0/25:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C48H92O5	InChI=1S/C48H92O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2/h24-25,46,49H,3-23,26-45H2,1-2H3/b25-24-/t46-/m1/s1	MWNNZXDXVRCFEE-JIVOVYNRSA-N	748.6944761			MMDBc0044912
BASm0031714	DG(20:0/25:1(9Z)/0:0)	DG(20:0/25:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:0/25:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C48H92O5	InChI=1S/C48H92O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2/h27,29,46,49H,3-26,28,30-45H2,1-2H3/b29-27-/t46-/m1/s1	OTOMDTNQRWKRHL-WXSKMGNBSA-N	748.6944761			MMDBc0044913
BASm0031715	DG(20:0/26:0/0:0)	DG(20:0/26:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:0/26:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C49H96O5	InChI=1S/C49H96O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-27-20-18-16-14-12-10-8-6-4-2/h47,50H,3-46H2,1-2H3/t47-/m1/s1	YDDWIALPGDXSDC-QZNUWAOFSA-N	764.7257762			MMDBc0044914
BASm0031716	DG(20:0/26:1(11Z)/0:0)	DG(20:0/26:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:0/26:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C49H94O5	InChI=1S/C49H94O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-27-20-18-16-14-12-10-8-6-4-2/h24-25,47,50H,3-23,26-46H2,1-2H3/b25-24-/t47-/m1/s1	OYPHKWXHEMZGGI-ITQMVGCCSA-N	762.7101261			MMDBc0044915
BASm0031717	DG(20:0/26:1(9Z)/0:0)	DG(20:0/26:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:0/26:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C50H96O5	InChI=1S/C50H96O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h27,29,48,51H,3-26,28,30-47H2,1-2H3/b29-27-/t48-/m1/s1	AXBYACHSKRPVPB-KWFMMRHSSA-N	776.7257762			MMDBc0044916
BASm0031718	DG(20:0/27:0/0:0)	DG(20:0/27:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:0/27:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C50H98O5	InChI=1S/C50H98O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h48,51H,3-47H2,1-2H3/t48-/m1/s1	OKKNXUMRTBULCZ-QSCHNALKSA-N	778.7414263			MMDBc0044917
BASm0031719	DG(20:0/27:1(11Z)/0:0)	DG(20:0/27:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:0/27:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C50H96O5	InChI=1S/C50H96O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h26-27,48,51H,3-25,28-47H2,1-2H3/b27-26-/t48-/m1/s1	XIDVNYCIRDDMNX-UQJWTZBKSA-N	776.7257762			MMDBc0044918
BASm0031720	DG(20:0/27:1(9Z)/0:0)	DG(20:0/27:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:0/27:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C50H96O5	InChI=1S/C50H96O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h29,31,48,51H,3-28,30,32-47H2,1-2H3/b31-29-/t48-/m1/s1	ZYXQVULPNRNYFI-AEYHRNTDSA-N	776.7257762			MMDBc0044919
BASm0031721	DG(20:0/28:0/0:0)	DG(20:0/28:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:0/28:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C51H100O5	InChI=1S/C51H100O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-51(54)56-49(47-52)48-55-50(53)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2/h49,52H,3-48H2,1-2H3/t49-/m1/s1	DGZYBVYCPOLUCM-ANFMRNGASA-N	792.7570763			MMDBc0044920
BASm0031722	DG(20:0/28:1(11Z)/0:0)	DG(20:0/28:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:0/28:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C51H98O5	InChI=1S/C51H98O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-51(54)56-49(47-52)48-55-50(53)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2/h26-27,49,52H,3-25,28-48H2,1-2H3/b27-26-/t49-/m1/s1	KZTLARBHUMDMFL-LQKPALMZSA-N	790.7414263			MMDBc0044921
BASm0031723	DG(20:0/28:1(9Z)/0:0)	DG(20:0/28:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:0/28:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C51H98O5	InChI=1S/C51H98O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-51(54)56-49(47-52)48-55-50(53)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2/h28,30,49,52H,3-27,29,31-48H2,1-2H3/b30-28-/t49-/m1/s1	AFWGQVRDCYWIKM-BFKIHQQPSA-N	790.7414263			MMDBc0044922
BASm0031724	DG(20:0/30:0/0:0)	DG(20:0/30:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:0/30:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C53H104O5	InChI=1S/C53H104O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-53(56)58-51(49-54)50-57-52(55)47-45-43-41-39-37-35-33-31-20-18-16-14-12-10-8-6-4-2/h51,54H,3-50H2,1-2H3/t51-/m1/s1	SENXINJTIIWEJI-NLXJDERGSA-N	820.7883764			MMDBc0044923
BASm0031725	DG(20:1(11Z)/20:1(11Z)/0:0)	DG(20:1(11Z)/20:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(11Z)/20:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C43H80O5	InChI=1S/C43H80O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-42(45)47-40-41(39-44)48-43(46)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,41,44H,3-16,21-40H2,1-2H3/b19-17-,20-18-/t41-/m1/s1	UGUUWDUSTWFBIL-NSUCVBPYSA-N	676.6005757			MMDBc0044924
BASm0031726	DG(20:1(11Z)/20:1(13Z)/0:0)	DG(20:1(11Z)/20:1(13Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(11Z)/20:1(13Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C43H80O5	InChI=1S/C43H80O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-42(45)47-40-41(39-44)48-43(46)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16-17,19,41,44H,3-13,15,18,20-40H2,1-2H3/b16-14-,19-17-/t41-/m1/s1	ZHBNLNKAIDIGSA-GMUXBFKVSA-N	676.6005757			MMDBc0044925
BASm0031727	DG(20:1(11Z)/22:0/0:0)	DG(20:1(11Z)/22:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(11Z)/22:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C45H86O5	InChI=1S/C45H86O5/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h18,20,43,46H,3-17,19,21-42H2,1-2H3/b20-18-/t43-/m1/s1	KKUJWTOLSKTBLP-KAKKGSANSA-N	706.6475259			MMDBc0044926
BASm0031728	DG(20:1(11Z)/22:1(11Z)/0:0)	DG(20:1(11Z)/22:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(11Z)/22:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C45H84O5	InChI=1S/C45H84O5/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h18,20-22,43,46H,3-17,19,23-42H2,1-2H3/b20-18-,22-21-/t43-/m1/s1	HGDTXUSPVFTTCC-ROEQEVMCSA-N	704.6318758			MMDBc0044927
BASm0031729	DG(20:1(11Z)/22:1(9Z)/0:0)	DG(20:1(11Z)/22:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(11Z)/22:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C45H84O5	InChI=1S/C45H84O5/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h18,20,24,26,43,46H,3-17,19,21-23,25,27-42H2,1-2H3/b20-18-,26-24-/t43-/m1/s1	FYZMKCFLKCOPTN-COKMMPLWSA-N	704.6318758			MMDBc0044928
BASm0031730	DG(20:1(11Z)/23:1(11Z)/0:0)	DG(20:1(11Z)/23:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(11Z)/23:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C46H86O5	InChI=1S/C46H86O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-25-27-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-28-26-24-20-18-16-14-12-10-8-6-4-2/h18,20,22-23,44,47H,3-17,19,21,24-43H2,1-2H3/b20-18-,23-22-/t44-/m1/s1	XBHAQRXGKSJEKM-JKLVUMEXSA-N	718.6475259			MMDBc0044929
BASm0031731	DG(20:1(11Z)/23:1(9Z)/0:0)	DG(20:1(11Z)/23:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(11Z)/23:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C46H86O5	InChI=1S/C46H86O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-25-27-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-28-26-24-20-18-16-14-12-10-8-6-4-2/h18,20,25,27,44,47H,3-17,19,21-24,26,28-43H2,1-2H3/b20-18-,27-25-/t44-/m1/s1	IHJVSBSWAQGVCH-NNFHIWNOSA-N	718.6475259			MMDBc0044930
BASm0031732	DG(20:1(11Z)/24:0/0:0)	DG(20:1(11Z)/24:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(11Z)/24:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C47H90O5	InChI=1S/C47H90O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h18,20,45,48H,3-17,19,21-44H2,1-2H3/b20-18-/t45-/m1/s1	MOPXVXUEFWXBFK-XWGPWIMLSA-N	734.678826			MMDBc0044931
BASm0031733	DG(20:1(11Z)/24:1(11Z)/0:0)	DG(20:1(11Z)/24:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(11Z)/24:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C47H88O5	InChI=1S/C47H88O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h18,20,23-24,45,48H,3-17,19,21-22,25-44H2,1-2H3/b20-18-,24-23-/t45-/m1/s1	XEKAGMKUJPIGRR-LYWFGVDRSA-N	732.6631759			MMDBc0044932
BASm0031734	DG(20:1(11Z)/24:1(9Z)/0:0)	DG(20:1(11Z)/24:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(11Z)/24:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C47H88O5	InChI=1S/C47H88O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h18,20,26,28,45,48H,3-17,19,21-25,27,29-44H2,1-2H3/b20-18-,28-26-/t45-/m1/s1	ATHNBSMQDVZCJE-BHCJFAPLSA-N	732.6631759			MMDBc0044933
BASm0031735	DG(20:1(11Z)/25:0/0:0)	DG(20:1(11Z)/25:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(11Z)/25:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C48H92O5	InChI=1S/C48H92O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2/h18,20,46,49H,3-17,19,21-45H2,1-2H3/b20-18-/t46-/m1/s1	DRENCKRDJURJGI-VOSICFTCSA-N	748.6944761			MMDBc0044934
BASm0031736	DG(20:1(11Z)/25:1(11Z)/0:0)	DG(20:1(11Z)/25:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(11Z)/25:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C48H90O5	InChI=1S/C48H90O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2/h18,20,24-25,46,49H,3-17,19,21-23,26-45H2,1-2H3/b20-18-,25-24-/t46-/m1/s1	GRCTXKFMLKWSPS-PHUVGJRQSA-N	746.678826			MMDBc0044935
BASm0031737	DG(20:1(11Z)/25:1(9Z)/0:0)	DG(20:1(11Z)/25:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(11Z)/25:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C48H90O5	InChI=1S/C48H90O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2/h18,20,27,29,46,49H,3-17,19,21-26,28,30-45H2,1-2H3/b20-18-,29-27-/t46-/m1/s1	PPAJOHJPWHRHCM-UXMXSFKHSA-N	746.678826			MMDBc0044936
BASm0031738	DG(20:1(11Z)/26:0/0:0)	DG(20:1(11Z)/26:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(11Z)/26:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C49H94O5	InChI=1S/C49H94O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-27-20-18-16-14-12-10-8-6-4-2/h18,20,47,50H,3-17,19,21-46H2,1-2H3/b20-18-/t47-/m1/s1	UQFMGOXIPMOFRE-KDNXRFBZSA-N	762.7101261			MMDBc0044937
BASm0031739	DG(20:1(11Z)/26:1(11Z)/0:0)	DG(20:1(11Z)/26:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(11Z)/26:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C49H92O5	InChI=1S/C49H92O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-27-20-18-16-14-12-10-8-6-4-2/h18,20,24-25,47,50H,3-17,19,21-23,26-46H2,1-2H3/b20-18-,25-24-/t47-/m1/s1	JQXGGGCBOYXTPS-WXDIYMGKSA-N	760.6944761			MMDBc0044938
BASm0031740	DG(20:1(11Z)/26:1(9Z)/0:0)	DG(20:1(11Z)/26:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(11Z)/26:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C50H94O5	InChI=1S/C50H94O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h18,20,27,29,48,51H,3-17,19,21-26,28,30-47H2,1-2H3/b20-18-,29-27-/t48-/m1/s1	CLYVQHMLTDAYCV-GLKXARPUSA-N	774.7101261			MMDBc0044939
BASm0031741	DG(20:1(11Z)/27:0/0:0)	DG(20:1(11Z)/27:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(11Z)/27:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C50H96O5	InChI=1S/C50H96O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h18,20,48,51H,3-17,19,21-47H2,1-2H3/b20-18-/t48-/m1/s1	SPRXYCURNAPRPG-XXOHVKGBSA-N	776.7257762			MMDBc0044940
BASm0031742	DG(20:1(11Z)/27:1(11Z)/0:0)	DG(20:1(11Z)/27:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(11Z)/27:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C50H94O5	InChI=1S/C50H94O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h18,20,26-27,48,51H,3-17,19,21-25,28-47H2,1-2H3/b20-18-,27-26-/t48-/m1/s1	PHFFBUHHEGWCJJ-KIIOUXRHSA-N	774.7101261			MMDBc0044941
BASm0031743	DG(20:1(11Z)/27:1(9Z)/0:0)	DG(20:1(11Z)/27:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(11Z)/27:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C50H94O5	InChI=1S/C50H94O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h18,20,29,31,48,51H,3-17,19,21-28,30,32-47H2,1-2H3/b20-18-,31-29-/t48-/m1/s1	NCNTWGBANFPPKJ-JDWJPRBVSA-N	774.7101261			MMDBc0044942
BASm0031744	DG(20:1(11Z)/28:0/0:0)	DG(20:1(11Z)/28:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(11Z)/28:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C51H98O5	InChI=1S/C51H98O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-51(54)56-49(47-52)48-55-50(53)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2/h18,20,49,52H,3-17,19,21-48H2,1-2H3/b20-18-/t49-/m1/s1	SXQMQWJZCNPZNL-WXNGPCRQSA-N	790.7414263			MMDBc0044943
BASm0031745	DG(20:1(11Z)/28:1(11Z)/0:0)	DG(20:1(11Z)/28:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(11Z)/28:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C51H96O5	InChI=1S/C51H96O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-51(54)56-49(47-52)48-55-50(53)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2/h18,20,26-27,49,52H,3-17,19,21-25,28-48H2,1-2H3/b20-18-,27-26-/t49-/m1/s1	HRJMVTZLZMWMQX-NMAUNFMPSA-N	788.7257762			MMDBc0044944
BASm0031746	DG(20:1(11Z)/28:1(9Z)/0:0)	DG(20:1(11Z)/28:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(11Z)/28:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C51H96O5	InChI=1S/C51H96O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-51(54)56-49(47-52)48-55-50(53)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2/h18,20,28,30,49,52H,3-17,19,21-27,29,31-48H2,1-2H3/b20-18-,30-28-/t49-/m1/s1	JNDVQMCUJPVNSK-GXKLUDQVSA-N	788.7257762			MMDBc0044945
BASm0031747	DG(20:1(11Z)/30:0/0:0)	DG(20:1(11Z)/30:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(11Z)/30:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C53H102O5	InChI=1S/C53H102O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-53(56)58-51(49-54)50-57-52(55)47-45-43-41-39-37-35-33-31-20-18-16-14-12-10-8-6-4-2/h18,20,51,54H,3-17,19,21-50H2,1-2H3/b20-18-/t51-/m1/s1	PJXCKCGVMVUXLZ-PVKRUZGSSA-N	818.7727264			MMDBc0044946
BASm0031748	DG(20:1(13Z)/20:1(11Z)/0:0)	DG(20:1(13Z)/20:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/20:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C43H80O5	InChI=1S/C43H80O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-42(45)47-40-41(39-44)48-43(46)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,18,20,41,44H,3-12,14,16-17,19,21-40H2,1-2H3/b15-13-,20-18-/t41-/m1/s1	WOOIJPPXMNWAKE-JOBGUMDLSA-N	676.6005757			MMDBc0044947
BASm0031749	DG(20:1(13Z)/20:1(13Z)/0:0)	DG(20:1(13Z)/20:1(13Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/20:1(13Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C43H80O5	InChI=1S/C43H80O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-42(45)47-40-41(39-44)48-43(46)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,41,44H,3-12,17-40H2,1-2H3/b15-13-,16-14-/t41-/m1/s1	VNMUBFAEPXRAKZ-DTNKFYQISA-N	676.6005757			MMDBc0044948
BASm0031750	DG(20:1(13Z)/22:0/0:0)	DG(20:1(13Z)/22:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/22:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C45H86O5	InChI=1S/C45H86O5/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h14,16,43,46H,3-13,15,17-42H2,1-2H3/b16-14-/t43-/m1/s1	SYIGKTSDQXJGSF-LKEIBTGGSA-N	706.6475259			MMDBc0044949
BASm0031751	DG(20:1(13Z)/22:1(11Z)/0:0)	DG(20:1(13Z)/22:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/22:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C45H84O5	InChI=1S/C45H84O5/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h14,16,21-22,43,46H,3-13,15,17-20,23-42H2,1-2H3/b16-14-,22-21-/t43-/m1/s1	VUTJATNCSSIZHJ-WZCGRHCTSA-N	704.6318758			MMDBc0044950
BASm0031752	DG(20:1(13Z)/22:1(9Z)/0:0)	DG(20:1(13Z)/22:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/22:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C45H84O5	InChI=1S/C45H84O5/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h14,16,24,26,43,46H,3-13,15,17-23,25,27-42H2,1-2H3/b16-14-,26-24-/t43-/m1/s1	YGNPYEZUAKOYST-OGBVIBKBSA-N	704.6318758			MMDBc0044951
BASm0031753	DG(20:1(13Z)/23:1(11Z)/0:0)	DG(20:1(13Z)/23:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/23:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C46H86O5	InChI=1S/C46H86O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-25-27-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-28-26-24-20-18-16-14-12-10-8-6-4-2/h14,16,22-23,44,47H,3-13,15,17-21,24-43H2,1-2H3/b16-14-,23-22-/t44-/m1/s1	RIJHMWNHTDCQPJ-HSPNFBDXSA-N	718.6475259			MMDBc0044952
BASm0031754	DG(20:1(13Z)/23:1(9Z)/0:0)	DG(20:1(13Z)/23:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/23:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C46H86O5	InChI=1S/C46H86O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-25-27-29-31-33-35-37-39-41-46(49)51-44(42-47)43-50-45(48)40-38-36-34-32-30-28-26-24-20-18-16-14-12-10-8-6-4-2/h14,16,25,27,44,47H,3-13,15,17-24,26,28-43H2,1-2H3/b16-14-,27-25-/t44-/m1/s1	NQJCJYSQNZRKNT-ASCACOAISA-N	718.6475259			MMDBc0044953
BASm0031755	DG(20:1(13Z)/24:0/0:0)	DG(20:1(13Z)/24:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/24:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C47H90O5	InChI=1S/C47H90O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h14,16,45,48H,3-13,15,17-44H2,1-2H3/b16-14-/t45-/m1/s1	BJBIBWJSVIJWPJ-BPBQBXHUSA-N	734.678826			MMDBc0044954
BASm0031756	DG(20:1(13Z)/24:1(11Z)/0:0)	DG(20:1(13Z)/24:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/24:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C47H88O5	InChI=1S/C47H88O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h14,16,23-24,45,48H,3-13,15,17-22,25-44H2,1-2H3/b16-14-,24-23-/t45-/m1/s1	KRNVEROZXVNBDL-DLRKHUBMSA-N	732.6631759			MMDBc0044955
BASm0031757	DG(20:1(13Z)/24:1(9Z)/0:0)	DG(20:1(13Z)/24:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/24:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C47H88O5	InChI=1S/C47H88O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-47(50)52-45(43-48)44-51-46(49)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h14,16,26,28,45,48H,3-13,15,17-25,27,29-44H2,1-2H3/b16-14-,28-26-/t45-/m1/s1	QMMHQEOLXUMKFL-PJSPTGFPSA-N	732.6631759			MMDBc0044956
BASm0031758	DG(20:1(13Z)/25:0/0:0)	DG(20:1(13Z)/25:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/25:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C48H92O5	InChI=1S/C48H92O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2/h14,16,46,49H,3-13,15,17-45H2,1-2H3/b16-14-/t46-/m1/s1	QICZDZSUNVMGIL-WHEZHZLDSA-N	748.6944761			MMDBc0044957
BASm0031759	DG(20:1(13Z)/25:1(11Z)/0:0)	DG(20:1(13Z)/25:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/25:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C48H90O5	InChI=1S/C48H90O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2/h14,16,24-25,46,49H,3-13,15,17-23,26-45H2,1-2H3/b16-14-,25-24-/t46-/m1/s1	XAVCXAFALZTIDV-CNAWMSHUSA-N	746.678826			MMDBc0044958
BASm0031760	DG(20:1(13Z)/25:1(9Z)/0:0)	DG(20:1(13Z)/25:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/25:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C48H90O5	InChI=1S/C48H90O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2/h14,16,27,29,46,49H,3-13,15,17-26,28,30-45H2,1-2H3/b16-14-,29-27-/t46-/m1/s1	KVAJQUWRPUBGCS-MUGLTDEJSA-N	746.678826			MMDBc0044959
BASm0031761	DG(20:1(13Z)/26:0/0:0)	DG(20:1(13Z)/26:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/26:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C49H94O5	InChI=1S/C49H94O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-27-20-18-16-14-12-10-8-6-4-2/h14,16,47,50H,3-13,15,17-46H2,1-2H3/b16-14-/t47-/m1/s1	LDXRFCNQCBEKBU-LLLNABEISA-N	762.7101261			MMDBc0044960
BASm0031762	DG(20:1(13Z)/26:1(11Z)/0:0)	DG(20:1(13Z)/26:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/26:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C49H92O5	InChI=1S/C49H92O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-27-20-18-16-14-12-10-8-6-4-2/h14,16,24-25,47,50H,3-13,15,17-23,26-46H2,1-2H3/b16-14-,25-24-/t47-/m1/s1	ZDLVQWLEBCFYLZ-LKUQNPGTSA-N	760.6944761			MMDBc0044961
BASm0031763	DG(20:1(13Z)/26:1(9Z)/0:0)	DG(20:1(13Z)/26:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/26:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C50H94O5	InChI=1S/C50H94O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h14,16,27,29,48,51H,3-13,15,17-26,28,30-47H2,1-2H3/b16-14-,29-27-/t48-/m1/s1	ULNCDZMKGILUAP-GMKRWMOYSA-N	774.7101261			MMDBc0044962
BASm0031764	DG(20:1(13Z)/27:0/0:0)	DG(20:1(13Z)/27:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/27:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C50H96O5	InChI=1S/C50H96O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h14,16,48,51H,3-13,15,17-47H2,1-2H3/b16-14-/t48-/m1/s1	PIEKGTUYXJUUAN-YFVFNBHMSA-N	776.7257762			MMDBc0044963
BASm0031765	DG(20:1(13Z)/27:1(11Z)/0:0)	DG(20:1(13Z)/27:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/27:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C50H94O5	InChI=1S/C50H94O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h14,16,26-27,48,51H,3-13,15,17-25,28-47H2,1-2H3/b16-14-,27-26-/t48-/m1/s1	RKUPPVKUBDBAOA-OYDQCLBISA-N	774.7101261			MMDBc0044964
BASm0031766	DG(20:1(13Z)/27:1(9Z)/0:0)	DG(20:1(13Z)/27:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/27:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C50H94O5	InChI=1S/C50H94O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h14,16,29,31,48,51H,3-13,15,17-28,30,32-47H2,1-2H3/b16-14-,31-29-/t48-/m1/s1	NZOOHOFGTPHARX-OUXREVPOSA-N	774.7101261			MMDBc0044965
BASm0031767	DG(20:1(13Z)/28:0/0:0)	DG(20:1(13Z)/28:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/28:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C51H98O5	InChI=1S/C51H98O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-51(54)56-49(47-52)48-55-50(53)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2/h14,16,49,52H,3-13,15,17-48H2,1-2H3/b16-14-/t49-/m1/s1	CFPQJUGZRHUYDY-VYOJCWATSA-N	790.7414263			MMDBc0044966
BASm0031768	DG(20:1(13Z)/28:1(11Z)/0:0)	DG(20:1(13Z)/28:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/28:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C51H96O5	InChI=1S/C51H96O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-51(54)56-49(47-52)48-55-50(53)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2/h14,16,26-27,49,52H,3-13,15,17-25,28-48H2,1-2H3/b16-14-,27-26-/t49-/m1/s1	ZGYICHKQJHTWFK-OQPZLNJYSA-N	788.7257762			MMDBc0044967
BASm0031769	DG(20:1(13Z)/28:1(9Z)/0:0)	DG(20:1(13Z)/28:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/28:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C51H96O5	InChI=1S/C51H96O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-51(54)56-49(47-52)48-55-50(53)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2/h14,16,28,30,49,52H,3-13,15,17-27,29,31-48H2,1-2H3/b16-14-,30-28-/t49-/m1/s1	NMWXGILRBZJSNQ-MNKMZXGQSA-N	788.7257762			MMDBc0044968
BASm0031770	DG(20:1(13Z)/30:0/0:0)	DG(20:1(13Z)/30:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/30:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C53H102O5	InChI=1S/C53H102O5/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-53(56)58-51(49-54)50-57-52(55)47-45-43-41-39-37-35-33-31-20-18-16-14-12-10-8-6-4-2/h14,16,51,54H,3-13,15,17-50H2,1-2H3/b16-14-/t51-/m1/s1	LSSZRBRVENCLGU-QYCIGUKFSA-N	818.7727264			MMDBc0044969
BASm0031771	DG(22:0/22:0/0:0)	DG(22:0/22:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:0/22:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C47H92O5	InChI=1S/C47H92O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-46(49)51-44-45(43-48)52-47(50)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h45,48H,3-44H2,1-2H3/t45-/m1/s1	GNWCZBXSKIIURR-WBVITSLISA-N	736.6944761			MMDBc0044970
BASm0031772	DG(22:0/22:1(11Z)/0:0)	DG(22:0/22:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:0/22:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C47H90O5	InChI=1S/C47H90O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-46(49)51-44-45(43-48)52-47(50)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h22,24,45,48H,3-21,23,25-44H2,1-2H3/b24-22-/t45-/m1/s1	SHPZICZYLJARKX-ZYNHVBFMSA-N	734.678826			MMDBc0044971
BASm0031773	DG(22:0/22:1(9Z)/0:0)	DG(22:0/22:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:0/22:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C47H90O5	InChI=1S/C47H90O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-46(49)51-44-45(43-48)52-47(50)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h26,28,45,48H,3-25,27,29-44H2,1-2H3/b28-26-/t45-/m1/s1	NPTKTQLDWDPBJF-UCKATBNISA-N	734.678826			MMDBc0044972
BASm0031774	DG(22:0/23:1(11Z)/0:0)	DG(22:0/23:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:0/23:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C48H92O5	InChI=1S/C48H92O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h23,25,46,49H,3-22,24,26-45H2,1-2H3/b25-23-/t46-/m1/s1	TUNMBKSSVKKPDT-OUPCCLJYSA-N	748.6944761			MMDBc0044973
BASm0031775	DG(22:0/23:1(9Z)/0:0)	DG(22:0/23:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:0/23:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C48H92O5	InChI=1S/C48H92O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,46,49H,3-26,28,30-45H2,1-2H3/b29-27-/t46-/m1/s1	KFVIEDLYKDBYGD-WXSKMGNBSA-N	748.6944761			MMDBc0044974
BASm0031776	DG(22:0/24:0/0:0)	DG(22:0/24:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:0/24:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C49H96O5	InChI=1S/C49H96O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h47,50H,3-46H2,1-2H3/t47-/m1/s1	JNFGMOVZFAMADX-QZNUWAOFSA-N	764.7257762			MMDBc0044975
BASm0031777	DG(22:0/24:1(11Z)/0:0)	DG(22:0/24:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:0/24:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C49H94O5	InChI=1S/C49H94O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h24,26,47,50H,3-23,25,27-46H2,1-2H3/b26-24-/t47-/m1/s1	SBKBUZXWKDVJFQ-XDYDFMBGSA-N	762.7101261			MMDBc0044976
BASm0031778	DG(22:0/24:1(9Z)/0:0)	DG(22:0/24:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:0/24:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C49H94O5	InChI=1S/C49H94O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h28,30,47,50H,3-27,29,31-46H2,1-2H3/b30-28-/t47-/m1/s1	WYOQBNFZKAJCAW-OLJMNATLSA-N	762.7101261			MMDBc0044977
BASm0031779	DG(22:0/25:0/0:0)	DG(22:0/25:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:0/25:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C50H98O5	InChI=1S/C50H98O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2/h48,51H,3-47H2,1-2H3/t48-/m1/s1	LFWLXEAKGVCDDL-QSCHNALKSA-N	778.7414263			MMDBc0044978
BASm0031780	DG(22:0/25:1(11Z)/0:0)	DG(22:0/25:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:0/25:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C50H96O5	InChI=1S/C50H96O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2/h25,27,48,51H,3-24,26,28-47H2,1-2H3/b27-25-/t48-/m1/s1	NQSDXNKEMBNPNO-HFXAIPLLSA-N	776.7257762			MMDBc0044979
BASm0031781	DG(22:0/25:1(9Z)/0:0)	DG(22:0/25:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:0/25:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C50H96O5	InChI=1S/C50H96O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2/h29,31,48,51H,3-28,30,32-47H2,1-2H3/b31-29-/t48-/m1/s1	QBYGROIQELORBT-AEYHRNTDSA-N	776.7257762			MMDBc0044980
BASm0031782	DG(22:0/26:0/0:0)	DG(22:0/26:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:0/26:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C51H100O5	InChI=1S/C51H100O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-28-30-32-34-36-38-40-42-44-46-51(54)56-49(47-52)48-55-50(53)45-43-41-39-37-35-33-31-29-27-22-20-18-16-14-12-10-8-6-4-2/h49,52H,3-48H2,1-2H3/t49-/m1/s1	UFRYBZGRPDYEFM-ANFMRNGASA-N	792.7570763			MMDBc0044981
BASm0031783	DG(22:0/26:1(11Z)/0:0)	DG(22:0/26:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:0/26:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C51H98O5	InChI=1S/C51H98O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-28-30-32-34-36-38-40-42-44-46-51(54)56-49(47-52)48-55-50(53)45-43-41-39-37-35-33-31-29-27-22-20-18-16-14-12-10-8-6-4-2/h25-26,49,52H,3-24,27-48H2,1-2H3/b26-25-/t49-/m1/s1	WFLNYSOTDDDRIA-WURLXDQTSA-N	790.7414263			MMDBc0044982
BASm0031784	DG(22:0/26:1(9Z)/0:0)	DG(22:0/26:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:0/26:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C52H100O5	InChI=1S/C52H100O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-29-31-33-35-37-39-41-43-45-47-52(55)57-50(48-53)49-56-51(54)46-44-42-40-38-36-34-32-30-28-22-20-18-16-14-12-10-8-6-4-2/h29,31,50,53H,3-28,30,32-49H2,1-2H3/b31-29-/t50-/m1/s1	LUQCPKCKAWPAPH-MCOSSDCSSA-N	804.7570763			MMDBc0044983
BASm0031785	DG(22:0/28:0/0:0)	DG(22:0/28:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:0/28:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C53H104O5	InChI=1S/C53H104O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-53(56)58-51(49-54)50-57-52(55)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2/h51,54H,3-50H2,1-2H3/t51-/m1/s1	GQOFDJVNPWSDOU-NLXJDERGSA-N	820.7883764			MMDBc0044984
BASm0031786	DG(22:0/28:1(11Z)/0:0)	DG(22:0/28:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:0/28:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C53H102O5	InChI=1S/C53H102O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-53(56)58-51(49-54)50-57-52(55)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2/h27-28,51,54H,3-26,29-50H2,1-2H3/b28-27-/t51-/m1/s1	VSUQBFOBQFKYRQ-PHNJKPGQSA-N	818.7727264			MMDBc0044985
BASm0031787	DG(22:0/28:1(9Z)/0:0)	DG(22:0/28:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:0/28:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C53H102O5	InChI=1S/C53H102O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-53(56)58-51(49-54)50-57-52(55)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2/h30,32,51,54H,3-29,31,33-50H2,1-2H3/b32-30-/t51-/m1/s1	LCCQBDZNNIEVRA-PSKAGHSGSA-N	818.7727264			MMDBc0044986
BASm0031788	DG(22:0/30:0/0:0)	DG(22:0/30:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:0/30:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C55H108O5	InChI=1S/C55H108O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-50-55(58)60-53(51-56)52-59-54(57)49-47-45-43-41-39-37-35-33-31-22-20-18-16-14-12-10-8-6-4-2/h53,56H,3-52H2,1-2H3/t53-/m1/s1	RGDMIFGSZBXAHR-IONAWPRUSA-N	848.8196766			MMDBc0044987
BASm0031789	DG(22:1(11Z)/22:1(11Z)/0:0)	DG(22:1(11Z)/22:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(11Z)/22:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C47H88O5	InChI=1S/C47H88O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-46(49)51-44-45(43-48)52-47(50)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h21-24,45,48H,3-20,25-44H2,1-2H3/b23-21-,24-22-/t45-/m1/s1	UQPNHOMPUNAUEA-JETGJAJJSA-N	732.6631759			MMDBc0044988
BASm0031790	DG(22:1(11Z)/22:1(9Z)/0:0)	DG(22:1(11Z)/22:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(11Z)/22:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C47H88O5	InChI=1S/C47H88O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-46(49)51-44-45(43-48)52-47(50)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h21,23,26,28,45,48H,3-20,22,24-25,27,29-44H2,1-2H3/b23-21-,28-26-/t45-/m1/s1	XSCRDDPPLHBVGG-BHUMHJRSSA-N	732.6631759			MMDBc0044989
BASm0031791	DG(22:1(11Z)/23:1(11Z)/0:0)	DG(22:1(11Z)/23:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(11Z)/23:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C48H90O5	InChI=1S/C48H90O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h22-25,46,49H,3-21,26-45H2,1-2H3/b24-22-,25-23-/t46-/m1/s1	MHJPFDIQVRQERC-GJJFCDLGSA-N	746.678826			MMDBc0044990
BASm0031792	DG(22:1(11Z)/23:1(9Z)/0:0)	DG(22:1(11Z)/23:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(11Z)/23:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C48H90O5	InChI=1S/C48H90O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h22,24,27,29,46,49H,3-21,23,25-26,28,30-45H2,1-2H3/b24-22-,29-27-/t46-/m1/s1	JYFWKZVTVVFCCS-JQSFBBCKSA-N	746.678826			MMDBc0044991
BASm0031793	DG(22:1(11Z)/24:0/0:0)	DG(22:1(11Z)/24:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(11Z)/24:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C49H94O5	InChI=1S/C49H94O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h22,25,47,50H,3-21,23-24,26-46H2,1-2H3/b25-22-/t47-/m1/s1	CKVCHFWWGGHLDP-SNWLNLFWSA-N	762.7101261			MMDBc0044992
BASm0031794	DG(22:1(11Z)/24:1(11Z)/0:0)	DG(22:1(11Z)/24:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(11Z)/24:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C49H92O5	InChI=1S/C49H92O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h22,24-26,47,50H,3-21,23,27-46H2,1-2H3/b25-22-,26-24-/t47-/m1/s1	XPZBGPUCPPAMPI-QGNJEVBMSA-N	760.6944761			MMDBc0044993
BASm0031795	DG(22:1(11Z)/24:1(9Z)/0:0)	DG(22:1(11Z)/24:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(11Z)/24:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C49H92O5	InChI=1S/C49H92O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h22,25,28,30,47,50H,3-21,23-24,26-27,29,31-46H2,1-2H3/b25-22-,30-28-/t47-/m1/s1	ACFRRPNECXHISR-GOQUHFBESA-N	760.6944761			MMDBc0044994
BASm0031796	DG(22:1(11Z)/25:0/0:0)	DG(22:1(11Z)/25:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(11Z)/25:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C50H96O5	InChI=1S/C50H96O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2/h22,26,48,51H,3-21,23-25,27-47H2,1-2H3/b26-22-/t48-/m1/s1	NUFDFFIUZKBXPX-VVNMFBFFSA-N	776.7257762			MMDBc0044995
BASm0031797	DG(22:1(11Z)/25:1(11Z)/0:0)	DG(22:1(11Z)/25:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(11Z)/25:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C50H94O5	InChI=1S/C50H94O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2/h22,25-27,48,51H,3-21,23-24,28-47H2,1-2H3/b26-22-,27-25-/t48-/m1/s1	YFDISYQOHXMMMI-DPHOEEAQSA-N	774.7101261			MMDBc0044996
BASm0031798	DG(22:1(11Z)/25:1(9Z)/0:0)	DG(22:1(11Z)/25:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(11Z)/25:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C50H94O5	InChI=1S/C50H94O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2/h22,26,29,31,48,51H,3-21,23-25,27-28,30,32-47H2,1-2H3/b26-22-,31-29-/t48-/m1/s1	XSQGCJDLOHFNIJ-JYKRAJHESA-N	774.7101261			MMDBc0044997
BASm0031799	DG(22:1(11Z)/26:0/0:0)	DG(22:1(11Z)/26:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(11Z)/26:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C51H98O5	InChI=1S/C51H98O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-28-30-32-34-36-38-40-42-44-46-51(54)56-49(47-52)48-55-50(53)45-43-41-39-37-35-33-31-29-27-22-20-18-16-14-12-10-8-6-4-2/h22,27,49,52H,3-21,23-26,28-48H2,1-2H3/b27-22-/t49-/m1/s1	RPVUIDWXJOTHSQ-HGFVLANYSA-N	790.7414263			MMDBc0044998
BASm0031800	DG(22:1(11Z)/26:1(11Z)/0:0)	DG(22:1(11Z)/26:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(11Z)/26:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C51H96O5	InChI=1S/C51H96O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-28-30-32-34-36-38-40-42-44-46-51(54)56-49(47-52)48-55-50(53)45-43-41-39-37-35-33-31-29-27-22-20-18-16-14-12-10-8-6-4-2/h22,25-27,49,52H,3-21,23-24,28-48H2,1-2H3/b26-25-,27-22-/t49-/m1/s1	ZWBQIWKLMSBENF-QKBRZJDOSA-N	788.7257762			MMDBc0044999
BASm0031801	DG(22:1(11Z)/26:1(9Z)/0:0)	DG(22:1(11Z)/26:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(11Z)/26:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C52H98O5	InChI=1S/C52H98O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-29-31-33-35-37-39-41-43-45-47-52(55)57-50(48-53)49-56-51(54)46-44-42-40-38-36-34-32-30-28-22-20-18-16-14-12-10-8-6-4-2/h22,28-29,31,50,53H,3-21,23-27,30,32-49H2,1-2H3/b28-22-,31-29-/t50-/m1/s1	VQCLNGLKBAMZGA-SWYQSWDNSA-N	802.7414263			MMDBc0045000
BASm0031802	DG(22:1(11Z)/28:0/0:0)	DG(22:1(11Z)/28:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(11Z)/28:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C53H102O5	InChI=1S/C53H102O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-53(56)58-51(49-54)50-57-52(55)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2/h22,29,51,54H,3-21,23-28,30-50H2,1-2H3/b29-22-/t51-/m1/s1	PCAJQOHDPKZYIP-LOZFBETFSA-N	818.7727264			MMDBc0045001
BASm0031803	DG(22:1(11Z)/28:1(11Z)/0:0)	DG(22:1(11Z)/28:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(11Z)/28:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C53H100O5	InChI=1S/C53H100O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-53(56)58-51(49-54)50-57-52(55)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2/h22,27-29,51,54H,3-21,23-26,30-50H2,1-2H3/b28-27-,29-22-/t51-/m1/s1	AAIILQKKSYYRHE-BQSWLZHCSA-N	816.7570763			MMDBc0045002
BASm0031804	DG(22:1(11Z)/28:1(9Z)/0:0)	DG(22:1(11Z)/28:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(11Z)/28:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C53H100O5	InChI=1S/C53H100O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-53(56)58-51(49-54)50-57-52(55)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2/h22,29-30,32,51,54H,3-21,23-28,31,33-50H2,1-2H3/b29-22-,32-30-/t51-/m1/s1	QTBWEDGLCPLNAM-FBVAGAIVSA-N	816.7570763			MMDBc0045003
BASm0031805	DG(22:1(11Z)/30:0/0:0)	DG(22:1(11Z)/30:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(11Z)/30:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C55H106O5	InChI=1S/C55H106O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-50-55(58)60-53(51-56)52-59-54(57)49-47-45-43-41-39-37-35-33-31-22-20-18-16-14-12-10-8-6-4-2/h22,31,53,56H,3-21,23-30,32-52H2,1-2H3/b31-22-/t53-/m1/s1	RIJBTBZHRKZZDE-PZKDNUPMSA-N	846.8040265			MMDBc0045004
BASm0031806	DG(22:1(9Z)/22:1(11Z)/0:0)	DG(22:1(9Z)/22:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(9Z)/22:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C47H88O5	InChI=1S/C47H88O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-46(49)51-44-45(43-48)52-47(50)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h22,24-25,27,45,48H,3-21,23,26,28-44H2,1-2H3/b24-22-,27-25-/t45-/m1/s1	ILQXQBQHQQBFDN-UDFCDWTASA-N	732.6631759			MMDBc0045005
BASm0031807	DG(22:1(9Z)/22:1(9Z)/0:0)	DG(22:1(9Z)/22:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(9Z)/22:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C47H88O5	InChI=1S/C47H88O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-46(49)51-44-45(43-48)52-47(50)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h25-28,45,48H,3-24,29-44H2,1-2H3/b27-25-,28-26-/t45-/m1/s1	SSWBXJJDBBESAM-PAQVWEJCSA-N	732.6631759			MMDBc0045006
BASm0031808	DG(22:1(9Z)/23:1(11Z)/0:0)	DG(22:1(9Z)/23:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(9Z)/23:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C48H90O5	InChI=1S/C48H90O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h23,25-26,28,46,49H,3-22,24,27,29-45H2,1-2H3/b25-23-,28-26-/t46-/m1/s1	JNXSKCRLPBFXLJ-WLEJDYLOSA-N	746.678826			MMDBc0045007
BASm0031809	DG(22:1(9Z)/23:1(9Z)/0:0)	DG(22:1(9Z)/23:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(9Z)/23:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C48H90O5	InChI=1S/C48H90O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-48(51)53-46(44-49)45-52-47(50)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h26-29,46,49H,3-25,30-45H2,1-2H3/b28-26-,29-27-/t46-/m1/s1	OUMLWAKUDCWYKK-XQBGJTCLSA-N	746.678826			MMDBc0045008
BASm0031810	DG(22:1(9Z)/24:0/0:0)	DG(22:1(9Z)/24:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(9Z)/24:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C49H94O5	InChI=1S/C49H94O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h27,29,47,50H,3-26,28,30-46H2,1-2H3/b29-27-/t47-/m1/s1	OPPFLRGHPYOCOF-AVLMUSCVSA-N	762.7101261			MMDBc0045009
BASm0031811	DG(22:1(9Z)/24:1(11Z)/0:0)	DG(22:1(9Z)/24:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(9Z)/24:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C49H92O5	InChI=1S/C49H92O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h24,26-27,29,47,50H,3-23,25,28,30-46H2,1-2H3/b26-24-,29-27-/t47-/m1/s1	WITDBCKZYBSQSB-KEAWXZDRSA-N	760.6944761			MMDBc0045010
BASm0031812	DG(22:1(9Z)/24:1(9Z)/0:0)	DG(22:1(9Z)/24:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(9Z)/24:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C49H92O5	InChI=1S/C49H92O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h27-30,47,50H,3-26,31-46H2,1-2H3/b29-27-,30-28-/t47-/m1/s1	QIUNGUNFDDXBCY-BDPBNISMSA-N	760.6944761			MMDBc0045011
BASm0031813	DG(22:1(9Z)/25:0/0:0)	DG(22:1(9Z)/25:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(9Z)/25:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C50H96O5	InChI=1S/C50H96O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2/h28,30,48,51H,3-27,29,31-47H2,1-2H3/b30-28-/t48-/m1/s1	DGANTQSDNXDPIX-QRMAEDPJSA-N	776.7257762			MMDBc0045012
BASm0031814	DG(22:1(9Z)/25:1(11Z)/0:0)	DG(22:1(9Z)/25:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(9Z)/25:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C50H94O5	InChI=1S/C50H94O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2/h25,27-28,30,48,51H,3-24,26,29,31-47H2,1-2H3/b27-25-,30-28-/t48-/m1/s1	HRMKJOBMTLEIGM-NUXWEOCNSA-N	774.7101261			MMDBc0045013
BASm0031815	DG(22:1(9Z)/25:1(9Z)/0:0)	DG(22:1(9Z)/25:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(9Z)/25:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C50H94O5	InChI=1S/C50H94O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2/h28-31,48,51H,3-27,32-47H2,1-2H3/b30-28-,31-29-/t48-/m1/s1	LCUIDDGERIPUAB-STXIRXDESA-N	774.7101261			MMDBc0045014
BASm0031816	DG(22:1(9Z)/26:0/0:0)	DG(22:1(9Z)/26:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(9Z)/26:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C51H98O5	InChI=1S/C51H98O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-28-30-32-34-36-38-40-42-44-46-51(54)56-49(47-52)48-55-50(53)45-43-41-39-37-35-33-31-29-27-22-20-18-16-14-12-10-8-6-4-2/h29,31,49,52H,3-28,30,32-48H2,1-2H3/b31-29-/t49-/m1/s1	WPYNDGXZIMLCCA-LZEMMGPBSA-N	790.7414263			MMDBc0045015
BASm0031817	DG(22:1(9Z)/26:1(11Z)/0:0)	DG(22:1(9Z)/26:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(9Z)/26:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C51H96O5	InChI=1S/C51H96O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-28-30-32-34-36-38-40-42-44-46-51(54)56-49(47-52)48-55-50(53)45-43-41-39-37-35-33-31-29-27-22-20-18-16-14-12-10-8-6-4-2/h25-26,29,31,49,52H,3-24,27-28,30,32-48H2,1-2H3/b26-25-,31-29-/t49-/m1/s1	XEFSWYXBIQMSGJ-SQVIWQHOSA-N	788.7257762			MMDBc0045016
BASm0031818	DG(22:1(9Z)/26:1(9Z)/0:0)	DG(22:1(9Z)/26:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(9Z)/26:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C52H98O5	InChI=1S/C52H98O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-29-31-33-35-37-39-41-43-45-47-52(55)57-50(48-53)49-56-51(54)46-44-42-40-38-36-34-32-30-28-22-20-18-16-14-12-10-8-6-4-2/h29-32,50,53H,3-28,33-49H2,1-2H3/b31-29-,32-30-/t50-/m1/s1	JNHUNYHJSNBOCS-PSZVOTHDSA-N	802.7414263			MMDBc0045017
BASm0031819	DG(22:1(9Z)/28:0/0:0)	DG(22:1(9Z)/28:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(9Z)/28:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C53H102O5	InChI=1S/C53H102O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-53(56)58-51(49-54)50-57-52(55)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2/h31,33,51,54H,3-30,32,34-50H2,1-2H3/b33-31-/t51-/m1/s1	REYVYFGVUXABFH-FBANMPLJSA-N	818.7727264			MMDBc0045018
BASm0031820	DG(22:1(9Z)/28:1(11Z)/0:0)	DG(22:1(9Z)/28:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(9Z)/28:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C53H100O5	InChI=1S/C53H100O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-53(56)58-51(49-54)50-57-52(55)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2/h27-28,31,33,51,54H,3-26,29-30,32,34-50H2,1-2H3/b28-27-,33-31-/t51-/m1/s1	MRMGLVSBHFJMCN-HNDWWMIZSA-N	816.7570763			MMDBc0045019
BASm0031821	DG(22:1(9Z)/28:1(9Z)/0:0)	DG(22:1(9Z)/28:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(9Z)/28:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C53H100O5	InChI=1S/C53H100O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-53(56)58-51(49-54)50-57-52(55)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2/h30-33,51,54H,3-29,34-50H2,1-2H3/b32-30-,33-31-/t51-/m1/s1	MTVICMYLLGNBMB-KZXWYNRLSA-N	816.7570763			MMDBc0045020
BASm0031822	DG(22:1(9Z)/30:0/0:0)	DG(22:1(9Z)/30:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(9Z)/30:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C55H106O5	InChI=1S/C55H106O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-50-55(58)60-53(51-56)52-59-54(57)49-47-45-43-41-39-37-35-33-31-22-20-18-16-14-12-10-8-6-4-2/h33,35,53,56H,3-32,34,36-52H2,1-2H3/b35-33-/t53-/m1/s1	QTSDSWABLQJYCR-VRBFRNSYSA-N	846.8040265			MMDBc0045021
BASm0031823	DG(23:1(11Z)/23:1(11Z)/0:0)	DG(23:1(11Z)/23:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(23:1(11Z)/23:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C49H92O5	InChI=1S/C49H92O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-48(51)53-46-47(45-50)54-49(52)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h23-26,47,50H,3-22,27-46H2,1-2H3/b25-23-,26-24-/t47-/m1/s1	UDJODYNWADOQSY-FVGARLOESA-N	760.6944761			MMDBc0045022
BASm0031824	DG(23:1(11Z)/23:1(9Z)/0:0)	DG(23:1(11Z)/23:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(23:1(11Z)/23:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C49H92O5	InChI=1S/C49H92O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-48(51)53-46-47(45-50)54-49(52)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h23,25,28,30,47,50H,3-22,24,26-27,29,31-46H2,1-2H3/b25-23-,30-28-/t47-/m1/s1	QVLHOGUUONLXHH-CHUVBOTQSA-N	760.6944761			MMDBc0045023
BASm0031825	DG(23:1(11Z)/24:0/0:0)	DG(23:1(11Z)/24:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(23:1(11Z)/24:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C50H96O5	InChI=1S/C50H96O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h24,26,48,51H,3-23,25,27-47H2,1-2H3/b26-24-/t48-/m1/s1	UBEKSINDHLVKQP-ZXSJLXIFSA-N	776.7257762			MMDBc0045024
BASm0031826	DG(23:1(11Z)/24:1(11Z)/0:0)	DG(23:1(11Z)/24:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(23:1(11Z)/24:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C50H94O5	InChI=1S/C50H94O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h24-27,48,51H,3-23,28-47H2,1-2H3/b26-24-,27-25-/t48-/m1/s1	XQUBGNSSWOARSL-AALYJFIPSA-N	774.7101261			MMDBc0045025
BASm0031827	DG(23:1(11Z)/24:1(9Z)/0:0)	DG(23:1(11Z)/24:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(23:1(11Z)/24:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C50H94O5	InChI=1S/C50H94O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h24,26,29,31,48,51H,3-23,25,27-28,30,32-47H2,1-2H3/b26-24-,31-29-/t48-/m1/s1	YSQZPJSXCPKNQN-ORUSJWMFSA-N	774.7101261			MMDBc0045026
BASm0031828	DG(23:1(11Z)/25:0/0:0)	DG(23:1(11Z)/25:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(23:1(11Z)/25:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C51H98O5	InChI=1S/C51H98O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-51(54)56-49(47-52)48-55-50(53)45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h24,27,49,52H,3-23,25-26,28-48H2,1-2H3/b27-24-/t49-/m1/s1	QPUUVDOBLFCRGK-FZQXRLRUSA-N	790.7414263			MMDBc0045027
BASm0031829	DG(23:1(11Z)/25:1(11Z)/0:0)	DG(23:1(11Z)/25:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(23:1(11Z)/25:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C51H96O5	InChI=1S/C51H96O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-51(54)56-49(47-52)48-55-50(53)45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h24,26-28,49,52H,3-23,25,29-48H2,1-2H3/b27-24-,28-26-/t49-/m1/s1	ROIINLZJBPLBQM-CCWVRZOZSA-N	788.7257762			MMDBc0045028
BASm0031830	DG(23:1(11Z)/25:1(9Z)/0:0)	DG(23:1(11Z)/25:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(23:1(11Z)/25:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C51H96O5	InChI=1S/C51H96O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-51(54)56-49(47-52)48-55-50(53)45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h24,27,30,32,49,52H,3-23,25-26,28-29,31,33-48H2,1-2H3/b27-24-,32-30-/t49-/m1/s1	PWFASRQFEJYKKW-SOZXCJQMSA-N	788.7257762			MMDBc0045029
BASm0031831	DG(23:1(11Z)/27:0/0:0)	DG(23:1(11Z)/27:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(23:1(11Z)/27:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C53H102O5	InChI=1S/C53H102O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-53(56)58-51(49-54)50-57-52(55)47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h24,29,51,54H,3-23,25-28,30-50H2,1-2H3/b29-24-/t51-/m1/s1	PEXVLQVZOOQGMN-YWJJOPPMSA-N	818.7727264			MMDBc0045030
BASm0031832	DG(23:1(11Z)/27:1(11Z)/0:0)	DG(23:1(11Z)/27:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(23:1(11Z)/27:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C53H100O5	InChI=1S/C53H100O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-53(56)58-51(49-54)50-57-52(55)47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h24,28-30,51,54H,3-23,25-27,31-50H2,1-2H3/b29-24-,30-28-/t51-/m1/s1	QFORRLQDEASSTF-VTXZTZEVSA-N	816.7570763			MMDBc0045031
BASm0031833	DG(23:1(11Z)/27:1(9Z)/0:0)	DG(23:1(11Z)/27:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(23:1(11Z)/27:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C53H100O5	InChI=1S/C53H100O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-53(56)58-51(49-54)50-57-52(55)47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h24,29,32,34,51,54H,3-23,25-28,30-31,33,35-50H2,1-2H3/b29-24-,34-32-/t51-/m1/s1	YIHBIFNWZZWJEO-BGOTUTAUSA-N	816.7570763			MMDBc0045032
BASm0031834	DG(23:1(11Z)/29:0/0:0)	DG(23:1(11Z)/29:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(23:1(11Z)/29:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C55H106O5	InChI=1S/C55H106O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-50-55(58)60-53(51-56)52-59-54(57)49-47-45-43-41-39-37-35-33-31-24-22-20-18-16-14-12-10-8-6-4-2/h24,31,53,56H,3-23,25-30,32-52H2,1-2H3/b31-24-/t53-/m1/s1	GIUCDRYSPYJINB-XMPUDCIXSA-N	846.8040265			MMDBc0045033
BASm0031835	DG(23:1(9Z)/23:1(11Z)/0:0)	DG(23:1(9Z)/23:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(23:1(9Z)/23:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C49H92O5	InChI=1S/C49H92O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-48(51)53-46-47(45-50)54-49(52)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h24,26-27,29,47,50H,3-23,25,28,30-46H2,1-2H3/b26-24-,29-27-/t47-/m1/s1	NTDGRNWXXWHAIN-KEAWXZDRSA-N	760.6944761			MMDBc0045034
BASm0031836	DG(23:1(9Z)/23:1(9Z)/0:0)	DG(23:1(9Z)/23:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(23:1(9Z)/23:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C49H92O5	InChI=1S/C49H92O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-48(51)53-46-47(45-50)54-49(52)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27-30,47,50H,3-26,31-46H2,1-2H3/b29-27-,30-28-/t47-/m1/s1	PADJOHRVEZVULR-BDPBNISMSA-N	760.6944761			MMDBc0045035
BASm0031837	DG(23:1(9Z)/24:0/0:0)	DG(23:1(9Z)/24:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(23:1(9Z)/24:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C50H96O5	InChI=1S/C50H96O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h28,30,48,51H,3-27,29,31-47H2,1-2H3/b30-28-/t48-/m1/s1	IMIAPEKHZHZKDO-QRMAEDPJSA-N	776.7257762			MMDBc0045036
BASm0031838	DG(23:1(9Z)/24:1(11Z)/0:0)	DG(23:1(9Z)/24:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(23:1(9Z)/24:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C50H94O5	InChI=1S/C50H94O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h25,27-28,30,48,51H,3-24,26,29,31-47H2,1-2H3/b27-25-,30-28-/t48-/m1/s1	NWZBOKZJEGIQKH-NUXWEOCNSA-N	774.7101261			MMDBc0045037
BASm0031839	DG(23:1(9Z)/24:1(9Z)/0:0)	DG(23:1(9Z)/24:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(23:1(9Z)/24:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C50H94O5	InChI=1S/C50H94O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-50(53)55-48(46-51)47-54-49(52)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h28-31,48,51H,3-27,32-47H2,1-2H3/b30-28-,31-29-/t48-/m1/s1	XRPVHAKTQLFQKI-STXIRXDESA-N	774.7101261			MMDBc0045038
BASm0031840	DG(23:1(9Z)/25:0/0:0)	DG(23:1(9Z)/25:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(23:1(9Z)/25:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C51H98O5	InChI=1S/C51H98O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-51(54)56-49(47-52)48-55-50(53)45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h29,31,49,52H,3-28,30,32-48H2,1-2H3/b31-29-/t49-/m1/s1	YSJDNRFFMHMHEC-LZEMMGPBSA-N	790.7414263			MMDBc0045039
BASm0031841	DG(23:1(9Z)/25:1(11Z)/0:0)	DG(23:1(9Z)/25:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(23:1(9Z)/25:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C51H96O5	InChI=1S/C51H96O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-51(54)56-49(47-52)48-55-50(53)45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h26,28-29,31,49,52H,3-25,27,30,32-48H2,1-2H3/b28-26-,31-29-/t49-/m1/s1	CQOAZUPHDGQMDJ-GSLHDPOESA-N	788.7257762			MMDBc0045040
BASm0031842	DG(23:1(9Z)/25:1(9Z)/0:0)	DG(23:1(9Z)/25:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(23:1(9Z)/25:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C51H96O5	InChI=1S/C51H96O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-51(54)56-49(47-52)48-55-50(53)45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h29-32,49,52H,3-28,33-48H2,1-2H3/b31-29-,32-30-/t49-/m1/s1	HBUUDPDNCZERRL-KBXOXULBSA-N	788.7257762			MMDBc0045041
BASm0031843	DG(23:1(9Z)/27:0/0:0)	DG(23:1(9Z)/27:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(23:1(9Z)/27:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C53H102O5	InChI=1S/C53H102O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-53(56)58-51(49-54)50-57-52(55)47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h31,33,51,54H,3-30,32,34-50H2,1-2H3/b33-31-/t51-/m1/s1	UKMFMVCYXCZMFI-FBANMPLJSA-N	818.7727264			MMDBc0045042
BASm0031844	DG(23:1(9Z)/27:1(11Z)/0:0)	DG(23:1(9Z)/27:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(23:1(9Z)/27:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C53H100O5	InChI=1S/C53H100O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-53(56)58-51(49-54)50-57-52(55)47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h28,30-31,33,51,54H,3-27,29,32,34-50H2,1-2H3/b30-28-,33-31-/t51-/m1/s1	PQVFDOYQHQQAMU-FHHMKYLLSA-N	816.7570763			MMDBc0045043
BASm0031845	DG(23:1(9Z)/27:1(9Z)/0:0)	DG(23:1(9Z)/27:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(23:1(9Z)/27:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C53H100O5	InChI=1S/C53H100O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-53(56)58-51(49-54)50-57-52(55)47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h31-34,51,54H,3-30,35-50H2,1-2H3/b33-31-,34-32-/t51-/m1/s1	ZVOGEMYCKIGQLH-KGRRQRRNSA-N	816.7570763			MMDBc0045044
BASm0031846	DG(23:1(9Z)/29:0/0:0)	DG(23:1(9Z)/29:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(23:1(9Z)/29:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C55H106O5	InChI=1S/C55H106O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-50-55(58)60-53(51-56)52-59-54(57)49-47-45-43-41-39-37-35-33-31-24-22-20-18-16-14-12-10-8-6-4-2/h33,35,53,56H,3-32,34,36-52H2,1-2H3/b35-33-/t53-/m1/s1	CGFLIIYBGMZDGA-VRBFRNSYSA-N	846.8040265			MMDBc0045045
BASm0031847	DG(24:0/24:0/0:0)	DG(24:0/24:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(24:0/24:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C51H100O5	InChI=1S/C51H100O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-50(53)55-48-49(47-52)56-51(54)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h49,52H,3-48H2,1-2H3/t49-/m1/s1	VMBHVRBCFKYCLJ-ANFMRNGASA-N	792.7570763			MMDBc0045046
BASm0031848	DG(24:0/26:0/0:0)	DG(24:0/26:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(24:0/26:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C53H104O5	InChI=1S/C53H104O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-48-53(56)58-51(49-54)50-57-52(55)47-45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h51,54H,3-50H2,1-2H3/t51-/m1/s1	BDBRJBAPJPEHTO-NLXJDERGSA-N	820.7883764			MMDBc0045047
BASm0031849	DG(24:0/26:1(11Z)/0:0)	DG(24:0/26:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(24:0/26:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C53H102O5	InChI=1S/C53H102O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-48-53(56)58-51(49-54)50-57-52(55)47-45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h26,28,51,54H,3-25,27,29-50H2,1-2H3/b28-26-/t51-/m1/s1	KURIFJJBCUKDER-KBNIMXFNSA-N	818.7727264			MMDBc0045048
BASm0031850	DG(24:0/26:1(9Z)/0:0)	DG(24:0/26:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(24:0/26:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C54H104O5	InChI=1S/C54H104O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-29-31-33-35-37-39-41-43-45-47-49-54(57)59-52(50-55)51-58-53(56)48-46-44-42-40-38-36-34-32-30-28-24-22-20-18-16-14-12-10-8-6-4-2/h31,33,52,55H,3-30,32,34-51H2,1-2H3/b33-31-/t52-/m1/s1	PDLASLCEPRCNEL-PWRTYOHESA-N	832.7883764			MMDBc0045049
BASm0031851	DG(24:0/28:0/0:0)	DG(24:0/28:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(24:0/28:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C55H108O5	InChI=1S/C55H108O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-55(58)60-53(51-56)52-59-54(57)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h53,56H,3-52H2,1-2H3/t53-/m1/s1	FITWLXCPIZPHHK-IONAWPRUSA-N	848.8196766			MMDBc0045050
BASm0031852	DG(24:0/28:1(11Z)/0:0)	DG(24:0/28:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(24:0/28:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C55H106O5	InChI=1S/C55H106O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-55(58)60-53(51-56)52-59-54(57)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h28,30,53,56H,3-27,29,31-52H2,1-2H3/b30-28-/t53-/m1/s1	WTCGYNNCYNZNLG-VFMUMUBDSA-N	846.8040265			MMDBc0045051
BASm0031853	DG(24:0/28:1(9Z)/0:0)	DG(24:0/28:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(24:0/28:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C55H106O5	InChI=1S/C55H106O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-55(58)60-53(51-56)52-59-54(57)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h32,34,53,56H,3-31,33,35-52H2,1-2H3/b34-32-/t53-/m1/s1	MPNBYOKWXBFYRN-PQLSBCTFSA-N	846.8040265			MMDBc0045052
BASm0031854	DG(24:1(11Z)/24:0/0:0)	DG(24:1(11Z)/24:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(24:1(11Z)/24:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C51H98O5	InChI=1S/C51H98O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-50(53)55-48-49(47-52)56-51(54)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h25,27,49,52H,3-24,26,28-48H2,1-2H3/b27-25-/t49-/m1/s1	PYIYRNVAKQZALV-DEHMABTMSA-N	790.7414263			MMDBc0045053
BASm0031855	DG(24:1(11Z)/24:1(11Z)/0:0)	DG(24:1(11Z)/24:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(24:1(11Z)/24:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C51H96O5	InChI=1S/C51H96O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-50(53)55-48-49(47-52)56-51(54)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h25-28,49,52H,3-24,29-48H2,1-2H3/b27-25-,28-26-/t49-/m1/s1	RCUUMCGJFWWCIL-JQQKWMPHSA-N	788.7257762			MMDBc0045054
BASm0031856	DG(24:1(11Z)/24:1(9Z)/0:0)	DG(24:1(11Z)/24:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(24:1(11Z)/24:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C51H96O5	InChI=1S/C51H96O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-50(53)55-48-49(47-52)56-51(54)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h25,27,30,32,49,52H,3-24,26,28-29,31,33-48H2,1-2H3/b27-25-,32-30-/t49-/m1/s1	JKXQSHFWELRCRJ-LRLOKURNSA-N	788.7257762			MMDBc0045055
BASm0031857	DG(24:1(11Z)/26:0/0:0)	DG(24:1(11Z)/26:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(24:1(11Z)/26:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C53H102O5	InChI=1S/C53H102O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-48-53(56)58-51(49-54)50-57-52(55)47-45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,51,54H,3-26,28,30-50H2,1-2H3/b29-27-/t51-/m1/s1	KVVAOLBJGCCNSQ-RBELZPSWSA-N	818.7727264			MMDBc0045056
BASm0031858	DG(24:1(11Z)/26:1(11Z)/0:0)	DG(24:1(11Z)/26:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(24:1(11Z)/26:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C53H100O5	InChI=1S/C53H100O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-48-53(56)58-51(49-54)50-57-52(55)47-45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h26-29,51,54H,3-25,30-50H2,1-2H3/b28-26-,29-27-/t51-/m1/s1	WLARMPOGTOKXFQ-WYCHCAQDSA-N	816.7570763			MMDBc0045057
BASm0031859	DG(24:1(11Z)/26:1(9Z)/0:0)	DG(24:1(11Z)/26:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(24:1(11Z)/26:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C54H102O5	InChI=1S/C54H102O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-29-31-33-35-37-39-41-43-45-47-49-54(57)59-52(50-55)51-58-53(56)48-46-44-42-40-38-36-34-32-30-28-24-22-20-18-16-14-12-10-8-6-4-2/h28,30-31,33,52,55H,3-27,29,32,34-51H2,1-2H3/b30-28-,33-31-/t52-/m1/s1	LBLWQYFNYDYYSR-ATBWCCBHSA-N	830.7727264			MMDBc0045058
BASm0031860	DG(24:1(11Z)/28:0/0:0)	DG(24:1(11Z)/28:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(24:1(11Z)/28:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C55H106O5	InChI=1S/C55H106O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-55(58)60-53(51-56)52-59-54(57)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h29,31,53,56H,3-28,30,32-52H2,1-2H3/b31-29-/t53-/m1/s1	NIHIFFOERFBTSE-UBDVZYGESA-N	846.8040265			MMDBc0045059
BASm0031861	DG(24:1(11Z)/28:1(11Z)/0:0)	DG(24:1(11Z)/28:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(24:1(11Z)/28:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C55H104O5	InChI=1S/C55H104O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-55(58)60-53(51-56)52-59-54(57)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h28-31,53,56H,3-27,32-52H2,1-2H3/b30-28-,31-29-/t53-/m1/s1	ZGPKAVVUZNDCOY-ZKKFYGCSSA-N	844.7883764			MMDBc0045060
BASm0031862	DG(24:1(11Z)/28:1(9Z)/0:0)	DG(24:1(11Z)/28:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(24:1(11Z)/28:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C55H104O5	InChI=1S/C55H104O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-55(58)60-53(51-56)52-59-54(57)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h29,31-32,34,53,56H,3-28,30,33,35-52H2,1-2H3/b31-29-,34-32-/t53-/m1/s1	TXELEGIWEAJRNF-WXVLRYLBSA-N	844.7883764			MMDBc0045061
BASm0031863	DG(24:1(9Z)/24:0/0:0)	DG(24:1(9Z)/24:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(24:1(9Z)/24:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C51H98O5	InChI=1S/C51H98O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-50(53)55-48-49(47-52)56-51(54)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h29,31,49,52H,3-28,30,32-48H2,1-2H3/b31-29-/t49-/m1/s1	VLWJQIJWMCUAFS-LZEMMGPBSA-N	790.7414263			MMDBc0045062
BASm0031864	DG(24:1(9Z)/24:1(11Z)/0:0)	DG(24:1(9Z)/24:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(24:1(9Z)/24:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C51H96O5	InChI=1S/C51H96O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-50(53)55-48-49(47-52)56-51(54)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h26,28-29,31,49,52H,3-25,27,30,32-48H2,1-2H3/b28-26-,31-29-/t49-/m1/s1	SXXOLXVWHHVVEX-GSLHDPOESA-N	788.7257762			MMDBc0045063
BASm0031865	DG(24:1(9Z)/24:1(9Z)/0:0)	DG(24:1(9Z)/24:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(24:1(9Z)/24:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C51H96O5	InChI=1S/C51H96O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-50(53)55-48-49(47-52)56-51(54)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h29-32,49,52H,3-28,33-48H2,1-2H3/b31-29-,32-30-/t49-/m1/s1	SOXXALLWVKGYAY-KBXOXULBSA-N	788.7257762			MMDBc0045064
BASm0031866	DG(24:1(9Z)/26:0/0:0)	DG(24:1(9Z)/26:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(24:1(9Z)/26:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C53H102O5	InChI=1S/C53H102O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-48-53(56)58-51(49-54)50-57-52(55)47-45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h31,33,51,54H,3-30,32,34-50H2,1-2H3/b33-31-/t51-/m1/s1	SSPDSVGNYMGSOG-FBANMPLJSA-N	818.7727264			MMDBc0045065
BASm0031867	DG(24:1(9Z)/26:1(11Z)/0:0)	DG(24:1(9Z)/26:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(24:1(9Z)/26:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C53H100O5	InChI=1S/C53H100O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-48-53(56)58-51(49-54)50-57-52(55)47-45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h26,28,31,33,51,54H,3-25,27,29-30,32,34-50H2,1-2H3/b28-26-,33-31-/t51-/m1/s1	GZKDJJXVDQMAKA-XCUWZIGGSA-N	816.7570763			MMDBc0045066
BASm0031868	DG(24:1(9Z)/26:1(9Z)/0:0)	DG(24:1(9Z)/26:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(24:1(9Z)/26:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C54H102O5	InChI=1S/C54H102O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-29-31-33-35-37-39-41-43-45-47-49-54(57)59-52(50-55)51-58-53(56)48-46-44-42-40-38-36-34-32-30-28-24-22-20-18-16-14-12-10-8-6-4-2/h31-34,52,55H,3-30,35-51H2,1-2H3/b33-31-,34-32-/t52-/m1/s1	LYWJPQVYJXIFSU-DANTZCFNSA-N	830.7727264			MMDBc0045067
BASm0031869	DG(24:1(9Z)/28:0/0:0)	DG(24:1(9Z)/28:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(24:1(9Z)/28:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C55H106O5	InChI=1S/C55H106O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-55(58)60-53(51-56)52-59-54(57)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h33,35,53,56H,3-32,34,36-52H2,1-2H3/b35-33-/t53-/m1/s1	SLPNVWRLGHQMJK-VRBFRNSYSA-N	846.8040265			MMDBc0045068
BASm0031870	DG(24:1(9Z)/28:1(11Z)/0:0)	DG(24:1(9Z)/28:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(24:1(9Z)/28:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C55H104O5	InChI=1S/C55H104O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-55(58)60-53(51-56)52-59-54(57)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h28,30,33,35,53,56H,3-27,29,31-32,34,36-52H2,1-2H3/b30-28-,35-33-/t53-/m1/s1	DWCYQIQSAMKZMJ-MRRQQGJISA-N	844.7883764			MMDBc0045069
BASm0031871	DG(24:1(9Z)/28:1(9Z)/0:0)	DG(24:1(9Z)/28:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(24:1(9Z)/28:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C55H104O5	InChI=1S/C55H104O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-55(58)60-53(51-56)52-59-54(57)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h32-35,53,56H,3-31,36-52H2,1-2H3/b34-32-,35-33-/t53-/m1/s1	CVCQNCCDQAHYGT-LCKOFNJMSA-N	844.7883764			MMDBc0045070
BASm0031872	DG(25:0/25:0/0:0)	DG(25:0/25:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(25:0/25:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C53H104O5	InChI=1S/C53H104O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-52(55)57-50-51(49-54)58-53(56)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h51,54H,3-50H2,1-2H3/t51-/m1/s1	UPOZBHCQIMRLJT-NLXJDERGSA-N	820.7883764			MMDBc0045071
BASm0031873	DG(25:0/25:1(11Z)/0:0)	DG(25:0/25:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(25:0/25:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C53H102O5	InChI=1S/C53H102O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-52(55)57-50-51(49-54)58-53(56)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h28,30,51,54H,3-27,29,31-50H2,1-2H3/b30-28-/t51-/m1/s1	KPGABOVPSQTGQR-XNMVJXOSSA-N	818.7727264			MMDBc0045072
BASm0031874	DG(25:0/25:1(9Z)/0:0)	DG(25:0/25:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(25:0/25:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C53H102O5	InChI=1S/C53H102O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-52(55)57-50-51(49-54)58-53(56)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h32,34,51,54H,3-31,33,35-50H2,1-2H3/b34-32-/t51-/m1/s1	WWFOSNYMWVCKHL-CCYMZIRZSA-N	818.7727264			MMDBc0045073
BASm0031875	DG(25:0/27:0/0:0)	DG(25:0/27:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(25:0/27:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C55H108O5	InChI=1S/C55H108O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-55(58)60-53(51-56)52-59-54(57)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2/h53,56H,3-52H2,1-2H3/t53-/m1/s1	KUXAUMHPQYHKAZ-IONAWPRUSA-N	848.8196766			MMDBc0045074
BASm0031876	DG(25:0/27:1(11Z)/0:0)	DG(25:0/27:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(25:0/27:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C55H106O5	InChI=1S/C55H106O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-55(58)60-53(51-56)52-59-54(57)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2/h30,32,53,56H,3-29,31,33-52H2,1-2H3/b32-30-/t53-/m1/s1	VXXZXNSSLIOVAH-WPWZUZQISA-N	846.8040265			MMDBc0045075
BASm0031877	DG(25:0/27:1(9Z)/0:0)	DG(25:0/27:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(25:0/27:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C55H106O5	InChI=1S/C55H106O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-55(58)60-53(51-56)52-59-54(57)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2/h34,36,53,56H,3-33,35,37-52H2,1-2H3/b36-34-/t53-/m1/s1	ISVVDIIRQORPRD-LZAHTRAPSA-N	846.8040265			MMDBc0045076
BASm0031878	DG(25:1(11Z)/25:1(11Z)/0:0)	DG(25:1(11Z)/25:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(25:1(11Z)/25:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C53H100O5	InChI=1S/C53H100O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-52(55)57-50-51(49-54)58-53(56)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27-30,51,54H,3-26,31-50H2,1-2H3/b29-27-,30-28-/t51-/m1/s1	KNNFZJPAEXXCNW-XWYICTATSA-N	816.7570763			MMDBc0045077
BASm0031879	DG(25:1(11Z)/25:1(9Z)/0:0)	DG(25:1(11Z)/25:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(25:1(11Z)/25:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C53H100O5	InChI=1S/C53H100O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-52(55)57-50-51(49-54)58-53(56)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,32,34,51,54H,3-26,28,30-31,33,35-50H2,1-2H3/b29-27-,34-32-/t51-/m1/s1	DOMHVDZGWKJIGR-YODKJPAQSA-N	816.7570763			MMDBc0045078
BASm0031880	DG(25:1(11Z)/27:0/0:0)	DG(25:1(11Z)/27:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(25:1(11Z)/27:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C55H106O5	InChI=1S/C55H106O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-55(58)60-53(51-56)52-59-54(57)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2/h29,31,53,56H,3-28,30,32-52H2,1-2H3/b31-29-/t53-/m1/s1	UOLGWHFPINLQTF-UBDVZYGESA-N	846.8040265			MMDBc0045079
BASm0031881	DG(25:1(11Z)/27:1(11Z)/0:0)	DG(25:1(11Z)/27:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(25:1(11Z)/27:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C55H104O5	InChI=1S/C55H104O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-55(58)60-53(51-56)52-59-54(57)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2/h29-32,53,56H,3-28,33-52H2,1-2H3/b31-29-,32-30-/t53-/m1/s1	XCVJNOLQPWGWSM-BGNLHKRBSA-N	844.7883764			MMDBc0045080
BASm0031882	DG(25:1(11Z)/27:1(9Z)/0:0)	DG(25:1(11Z)/27:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(25:1(11Z)/27:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C55H104O5	InChI=1S/C55H104O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-55(58)60-53(51-56)52-59-54(57)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2/h29,31,34,36,53,56H,3-28,30,32-33,35,37-52H2,1-2H3/b31-29-,36-34-/t53-/m1/s1	OQHRRFSEQLKHRF-HEGVMXOCSA-N	844.7883764			MMDBc0045081
BASm0031883	DG(25:1(9Z)/25:1(11Z)/0:0)	DG(25:1(9Z)/25:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(25:1(9Z)/25:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C53H100O5	InChI=1S/C53H100O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-52(55)57-50-51(49-54)58-53(56)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h28,30-31,33,51,54H,3-27,29,32,34-50H2,1-2H3/b30-28-,33-31-/t51-/m1/s1	MVYISSLDSIQDKR-FHHMKYLLSA-N	816.7570763			MMDBc0045082
BASm0031884	DG(25:1(9Z)/25:1(9Z)/0:0)	DG(25:1(9Z)/25:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(25:1(9Z)/25:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C53H100O5	InChI=1S/C53H100O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-52(55)57-50-51(49-54)58-53(56)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h31-34,51,54H,3-30,35-50H2,1-2H3/b33-31-,34-32-/t51-/m1/s1	RQRHYVYBZLCGEH-KGRRQRRNSA-N	816.7570763			MMDBc0045083
BASm0031885	DG(25:1(9Z)/27:0/0:0)	DG(25:1(9Z)/27:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(25:1(9Z)/27:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C55H106O5	InChI=1S/C55H106O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-55(58)60-53(51-56)52-59-54(57)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2/h33,35,53,56H,3-32,34,36-52H2,1-2H3/b35-33-/t53-/m1/s1	NALKTKHXRUUHLN-VRBFRNSYSA-N	846.8040265			MMDBc0045084
BASm0031886	DG(25:1(9Z)/27:1(11Z)/0:0)	DG(25:1(9Z)/27:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(25:1(9Z)/27:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C55H104O5	InChI=1S/C55H104O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-55(58)60-53(51-56)52-59-54(57)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2/h30,32-33,35,53,56H,3-29,31,34,36-52H2,1-2H3/b32-30-,35-33-/t53-/m1/s1	DRYIQYDADQVUBP-ZBHIJYBYSA-N	844.7883764			MMDBc0045085
BASm0031887	DG(25:1(9Z)/27:1(9Z)/0:0)	DG(25:1(9Z)/27:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(25:1(9Z)/27:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C55H104O5	InChI=1S/C55H104O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-55(58)60-53(51-56)52-59-54(57)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2/h33-36,53,56H,3-32,37-52H2,1-2H3/b35-33-,36-34-/t53-/m1/s1	FZPAXMRTDGNOKJ-FVCJRPPISA-N	844.7883764			MMDBc0045086
BASm0031888	DG(26:0/26:1(11Z)/0:0)	DG(26:0/26:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(26:0/26:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C55H106O5	InChI=1S/C55H106O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-49-54(57)59-52-53(51-56)60-55(58)50-48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h28,30,53,56H,3-27,29,31-52H2,1-2H3/b30-28-/t53-/m1/s1	JSLCLPGLOBIJAD-VFMUMUBDSA-N	846.8040265			MMDBc0045087
BASm0031889	DG(26:0/26:1(9Z)/0:0)	DG(26:0/26:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(26:0/26:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.		Solid	[H][C@@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C56H108O5	InChI=1S/C56H108O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-49-51-56(59)61-54(52-57)53-60-55(58)50-48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33,35,54,57H,3-32,34,36-53H2,1-2H3/b35-33-/t54-/m1/s1	OSTDRVJGKRXTTN-BXRQOVNSSA-N	860.8196766			MMDBc0045088
BASm0031890	LPA(10:0/0:0)	LPA(10:0/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(10:0/0:0), in particular, consists of one decanoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCCCCCCCCC(=O)OCC(O)COP(O)(O)=O	C13H27O7P	InChI=1S/C13H27O7P/c1-2-3-4-5-6-7-8-9-13(15)19-10-12(14)11-20-21(16,17)18/h12,14H,2-11H2,1H3,(H2,16,17,18)	CMQAWGIRCVKCMC-UHFFFAOYSA-N	326.1494402			MMDBc0045089
BASm0031891	LPA(12:0/0:0)	LPA(12:0/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(12:0/0:0), in particular, consists of one dodecanoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCCCCCCCCCCC(=O)OCC(O)COP(O)(O)=O	C15H31O7P	InChI=1S/C15H31O7P/c1-2-3-4-5-6-7-8-9-10-11-15(17)21-12-14(16)13-22-23(18,19)20/h14,16H,2-13H2,1H3,(H2,18,19,20)	STTKJLVEXMKLNA-UHFFFAOYSA-N	354.1807403			MMDBc0045090
BASm0031892	LPA(14:0/0:0)	LPA(14:0/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(14:0/0:0), in particular, consists of one tetradecanoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCCCCCCCCCCCCC(=O)OCC(O)COP(O)(O)=O	C17H35O7P	InChI=1S/C17H35O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(19)23-14-16(18)15-24-25(20,21)22/h16,18H,2-15H2,1H3,(H2,20,21,22)	FAZBDRGXCKPVJU-UHFFFAOYSA-N	382.2120405			MMDBc0045091
BASm0031893	LPA(15:0/0:0)	LPA(15:0/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(15:0/0:0), in particular, consists of one pentadecanoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCCCCCCCCCCCCCC(=O)OCC(O)COP(O)(O)=O	C18H37O7P	InChI=1S/C18H37O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-18(20)24-15-17(19)16-25-26(21,22)23/h17,19H,2-16H2,1H3,(H2,21,22,23)	RZDCKQARKXMIQI-UHFFFAOYSA-N	396.2276905			MMDBc0045092
BASm0031894	LPA(14:1(9Z)/0:0)	LPA(14:1(9Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(14:1(9Z)/0:0), in particular, consists of one 9Z-tetradecenoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCCC\C=C/CCCCCCCC(=O)OCC(O)COP(O)(O)=O	C17H33O7P	InChI=1S/C17H33O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(19)23-14-16(18)15-24-25(20,21)22/h5-6,16,18H,2-4,7-15H2,1H3,(H2,20,21,22)/b6-5-	IQSHJASKBUVXAG-WAYWQWQTSA-N	380.1963904			MMDBc0045093
BASm0031895	LPA(14:1(11Z)/0:0)	LPA(14:1(11Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(14:1(11Z)/0:0), in particular, consists of one 11Z-tetradecenoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CC\C=C/CCCCCCCCCC(=O)OCC(O)COP(O)(O)=O	C17H33O7P	InChI=1S/C17H33O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(19)23-14-16(18)15-24-25(20,21)22/h3-4,16,18H,2,5-15H2,1H3,(H2,20,21,22)/b4-3-	RYGYEAKTXZPPBS-ARJAWSKDSA-N	380.1963904			MMDBc0045094
BASm0031896	LPA(20:1(9Z)/0:0)	LPA(20:1(9Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(20:1(9Z)/0:0), in particular, consists of one 9Z-eicosenoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCCCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)COP(O)(O)=O	C23H45O7P	InChI=1S/C23H45O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(25)29-20-22(24)21-30-31(26,27)28/h11-12,22,24H,2-10,13-21H2,1H3,(H2,26,27,28)/b12-11-	RWFBDFHLJRCGEZ-QXMHVHEDSA-N	464.2902908			MMDBc0045095
BASm0031897	LPA(20:1(11Z)/0:0)	LPA(20:1(11Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(20:1(11Z)/0:0), in particular, consists of one 11Z-eicosenoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCCCCCCC\C=C/CCCCCCCCCC(=O)OCC(O)COP(O)(O)=O	C23H45O7P	InChI=1S/C23H45O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(25)29-20-22(24)21-30-31(26,27)28/h9-10,22,24H,2-8,11-21H2,1H3,(H2,26,27,28)/b10-9-	OAYFHKCHTMNTLM-KTKRTIGZSA-N	464.2902908			MMDBc0045096
BASm0031898	LPA(15:1(9Z)/0:0)	LPA(15:1(9Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(15:1(9Z)/0:0), in particular, consists of one 9Z-pentadecenoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCCCC\C=C/CCCCCCCC(=O)OCC(O)COP(O)(O)=O	C18H35O7P	InChI=1S/C18H35O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-18(20)24-15-17(19)16-25-26(21,22)23/h6-7,17,19H,2-5,8-16H2,1H3,(H2,21,22,23)/b7-6-	WMIBCBLHUXDTKT-SREVYHEPSA-N	394.2120405			MMDBc0045097
BASm0031899	LPA(15:1(11Z)/0:0)	LPA(15:1(11Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(15:1(11Z)/0:0), in particular, consists of one 11Z-pentadecenoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCC\C=C/CCCCCCCCCC(=O)OCC(O)COP(O)(O)=O	C18H35O7P	InChI=1S/C18H35O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-18(20)24-15-17(19)16-25-26(21,22)23/h4-5,17,19H,2-3,6-16H2,1H3,(H2,21,22,23)/b5-4-	XCDPOYGEUHOKQK-PLNGDYQASA-N	394.2120405			MMDBc0045098
BASm0031900	LPA(16:1(9Z)/0:0)	LPA(16:1(9Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(16:1(9Z)/0:0), in particular, consists of one 9Z-hexadecenoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCCCCC\C=C/CCCCCCCC(=O)OCC(O)COP(O)(O)=O	C19H37O7P	InChI=1S/C19H37O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(21)25-16-18(20)17-26-27(22,23)24/h7-8,18,20H,2-6,9-17H2,1H3,(H2,22,23,24)/b8-7-	GLGQZYWTNAOWHT-FPLPWBNLSA-N	408.2276905			MMDBc0045099
BASm0031901	LPA(16:1(11Z)/0:0)	LPA(16:1(11Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(16:1(11Z)/0:0), in particular, consists of one 11Z-hexadecenoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCCC\C=C/CCCCCCCCCC(=O)OCC(O)COP(O)(O)=O	C19H37O7P	InChI=1S/C19H37O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(21)25-16-18(20)17-26-27(22,23)24/h5-6,18,20H,2-4,7-17H2,1H3,(H2,22,23,24)/b6-5-	QIZVHZUDWJPTGJ-WAYWQWQTSA-N	408.2276905			MMDBc0045100
BASm0031902	LPA(18:1(11Z)/0:0)	LPA(18:1(11Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(18:1(11Z)/0:0), in particular, consists of one 11Z-octadecenoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCCCCC\C=C/CCCCCCCCCC(=O)OCC(O)COP(O)(O)=O	C21H41O7P	InChI=1S/C21H41O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h7-8,20,22H,2-6,9-19H2,1H3,(H2,24,25,26)/b8-7-	LWSYATLSXCUNTB-FPLPWBNLSA-N	436.2589907			MMDBc0045101
BASm0031903	LPA(25:1(9Z)/0:0)	LPA(25:1(9Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(25:1(9Z)/0:0), in particular, consists of one 9Z-pentacosenoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCCCCCCCCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)COP(O)(O)=O	C28H55O7P	InChI=1S/C28H55O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-28(30)34-25-27(29)26-35-36(31,32)33/h16-17,27,29H,2-15,18-26H2,1H3,(H2,31,32,33)/b17-16-	XAFXUMUOSDGGQS-MSUUIHNZSA-N	534.3685411			MMDBc0045102
BASm0031904	LPA(25:1(11Z)/0:0)	LPA(25:1(11Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(25:1(11Z)/0:0), in particular, consists of one 11Z-pentacosanoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCCCCCCCCCCCC\C=C/CCCCCCCCCC(=O)OCC(O)COP(O)(O)=O	C28H55O7P	InChI=1S/C28H55O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-28(30)34-25-27(29)26-35-36(31,32)33/h14-15,27,29H,2-13,16-26H2,1H3,(H2,31,32,33)/b15-14-	XEVOPKQMRARSDK-PFONDFGASA-N	534.3685411			MMDBc0045103
BASm0031905	LPA(23:1(9Z)/0:0)	LPA(23:1(9Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(23:1(9Z)/0:0), in particular, consists of one 9Z-tricosanoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCCCCCCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)COP(O)(O)=O	C26H51O7P	InChI=1S/C26H51O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-26(28)32-23-25(27)24-33-34(29,30)31/h14-15,25,27H,2-13,16-24H2,1H3,(H2,29,30,31)/b15-14-	PCSSPQLLPNOJCI-PFONDFGASA-N	506.337241			MMDBc0045104
BASm0031906	LPA(23:1(11Z)/0:0)	LPA(23:1(11Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(23:1(11Z)/0:0), in particular, consists of one 11Z-tricosanoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCCCCCCCCCC\C=C/CCCCCCCCCC(=O)OCC(O)COP(O)(O)=O	C26H51O7P	InChI=1S/C26H51O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-26(28)32-23-25(27)24-33-34(29,30)31/h12-13,25,27H,2-11,14-24H2,1H3,(H2,29,30,31)/b13-12-	JXQBZVVCMBINBU-SEYXRHQNSA-N	506.337241			MMDBc0045105
BASm0031907	LPA(0:0/10:0)	LPA(0:0/10:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(0:0/10:0), in particular, consists of one decanoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCCCCCCCCC(=O)OC(CO)COP(O)(O)=O	C13H27O7P	InChI=1S/C13H27O7P/c1-2-3-4-5-6-7-8-9-13(15)20-12(10-14)11-19-21(16,17)18/h12,14H,2-11H2,1H3,(H2,16,17,18)	NLBGWZZJIMVDGE-UHFFFAOYSA-N	326.1494402			MMDBc0045106
BASm0031908	LPA(0:0/15:0)	LPA(0:0/15:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(0:0/15:0), in particular, consists of one pentadecanoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCCCCCCCCCCCCCC(=O)OC(CO)COP(O)(O)=O	C18H37O7P	InChI=1S/C18H37O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-18(20)25-17(15-19)16-24-26(21,22)23/h17,19H,2-16H2,1H3,(H2,21,22,23)	DILYLRXPORGFHQ-UHFFFAOYSA-N	396.2276905			MMDBc0045107
BASm0031909	LPA(0:0/14:1(9Z))	LPA(0:0/14:1(9Z)) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(0:0/14:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCCC\C=C/CCCCCCCC(=O)OC(CO)COP(O)(O)=O	C17H33O7P	InChI=1S/C17H33O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(19)24-16(14-18)15-23-25(20,21)22/h5-6,16,18H,2-4,7-15H2,1H3,(H2,20,21,22)/b6-5-	CRZDZLVDJNDDLH-WAYWQWQTSA-N	380.1963904			MMDBc0045108
BASm0031910	LPA(0:0/14:1(11Z))	LPA(0:0/14:1(11Z)) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(0:0/14:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CC\C=C/CCCCCCCCCC(=O)OC(CO)COP(O)(O)=O	C17H33O7P	InChI=1S/C17H33O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(19)24-16(14-18)15-23-25(20,21)22/h3-4,16,18H,2,5-15H2,1H3,(H2,20,21,22)/b4-3-	FVMUBWMQDNKDHL-ARJAWSKDSA-N	380.1963904			MMDBc0045109
BASm0031911	LPA(0:0/20:1(13Z))	LPA(0:0/20:1(13Z)) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(0:0/20:1(13Z)), in particular, consists of one 13Z-eicosenoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCCCCC\C=C/CCCCCCCCCCCC(=O)OC(CO)COP(O)(O)=O	C23H45O7P	InChI=1S/C23H45O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(25)30-22(20-24)21-29-31(26,27)28/h7-8,22,24H,2-6,9-21H2,1H3,(H2,26,27,28)/b8-7-	PXYGWJUOOHWBAT-FPLPWBNLSA-N	464.2902908			MMDBc0045110
BASm0031912	LPA(0:0/20:1(11Z))	LPA(0:0/20:1(11Z)) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(0:0/20:1(11Z)), in particular, consists of one 11Z-eicosenoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCCCCCCC\C=C/CCCCCCCCCC(=O)OC(CO)COP(O)(O)=O	C23H45O7P	InChI=1S/C23H45O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(25)30-22(20-24)21-29-31(26,27)28/h9-10,22,24H,2-8,11-21H2,1H3,(H2,26,27,28)/b10-9-	OCVXQWBYNFVDJJ-KTKRTIGZSA-N	464.2902908			MMDBc0045111
BASm0031913	LPA(0:0/15:1(9Z))	LPA(0:0/15:1(9Z)) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(0:0/15:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCCCC\C=C/CCCCCCCC(=O)OC(CO)COP(O)(O)=O	C18H35O7P	InChI=1S/C18H35O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-18(20)25-17(15-19)16-24-26(21,22)23/h6-7,17,19H,2-5,8-16H2,1H3,(H2,21,22,23)/b7-6-	BFKSTKYEPOMAQQ-SREVYHEPSA-N	394.2120405			MMDBc0045112
BASm0031914	LPA(0:0/15:1(11Z))	LPA(0:0/15:1(11Z)) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(0:0/15:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCC\C=C/CCCCCCCCCC(=O)OC(CO)COP(O)(O)=O	C18H35O7P	InChI=1S/C18H35O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-18(20)25-17(15-19)16-24-26(21,22)23/h4-5,17,19H,2-3,6-16H2,1H3,(H2,21,22,23)/b5-4-	HFZXOHWLARRZRX-PLNGDYQASA-N	394.2120405			MMDBc0045113
BASm0031915	LPA(0:0/16:1(11Z))	LPA(0:0/16:1(11Z)) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(0:0/16:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCCC\C=C/CCCCCCCCCC(=O)OC(CO)COP(O)(O)=O	C19H37O7P	InChI=1S/C19H37O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(21)26-18(16-20)17-25-27(22,23)24/h5-6,18,20H,2-4,7-17H2,1H3,(H2,22,23,24)/b6-5-	JYVWZFVHMIVKHK-WAYWQWQTSA-N	408.2276905			MMDBc0045114
BASm0031916	LPA(0:0/18:1(9Z))	LysoPA(0:0/18:1(9Z)) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes. In particular, lysophosphatidic acid is an intercellular lipid mediator with growth factor-like activities, and is rapidly produced and released from activated platelets to influence target cells. 1-Palmitoyl lysophosphatidic acid is the major component of lysophosphatidic acid (LPA) in plasma, and is in a reduced ratio in individuals with gynecological cancers (PMID 11585410). LPA is a pluripotent lipid mediator controlling growth, motility, and differentiation, that has a strong influence on the chemotaxis and ultrastructure of human neutrophils (PMID 7416233). In serum and plasma, LPA is mainly converted from lysophospholipids, whereas in platelets and some cancer cells it is converted from phosphatidic acid. In each pathway, at least two phospholipase activities are required: phospholipase A1 (PLA1)/PLA2 plus lysophospholipase D (lysoPLD) activities are involved in the first pathway and phospholipase D (PLD) plus PLA1/PLA2 activities are involved in the second pathway. (PMID 15271293).		Solid	CCCCCCCC\C=C/CCCCCCCC(=O)OC(CO)COP(O)(O)=O	C21H41O7P	InChI=1S/C21H41O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)28-20(18-22)19-27-29(24,25)26/h9-10,20,22H,2-8,11-19H2,1H3,(H2,24,25,26)/b10-9-	ZOOLJLSXNRZLDH-KTKRTIGZSA-N	436.2589907			MMDBc0045115
BASm0031917	LPA(0:0/25:1(9Z))	LPA(0:0/25:1(9Z)) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(0:0/25:1(9Z)), in particular, consists of one 9Z-pentacosenoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCCCCCCCCCCCCCC\C=C/CCCCCCCC(=O)OC(CO)COP(O)(O)=O	C28H55O7P	InChI=1S/C28H55O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-28(30)35-27(25-29)26-34-36(31,32)33/h16-17,27,29H,2-15,18-26H2,1H3,(H2,31,32,33)/b17-16-	GUHCXZWLHUJWHP-MSUUIHNZSA-N	534.3685411			MMDBc0045116
BASm0031918	LPA(0:0/25:1(11Z))	LPA(0:0/25:1(11Z)) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(0:0/25:1(11Z)), in particular, consists of one 11Z-pentacosanoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCCCCCCCCCCCC\C=C/CCCCCCCCCC(=O)OC(CO)COP(O)(O)=O	C28H55O7P	InChI=1S/C28H55O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-28(30)35-27(25-29)26-34-36(31,32)33/h14-15,27,29H,2-13,16-26H2,1H3,(H2,31,32,33)/b15-14-	OYYYBSBHSNWDOE-PFONDFGASA-N	534.3685411			MMDBc0045117
BASm0031919	LPA(0:0/23:1(9Z))	LPA(0:0/23:1(9Z)) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(0:0/23:1(9Z)), in particular, consists of one 9Z-tricosanoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCCCCCCCCCCCC\C=C/CCCCCCCC(=O)OC(CO)COP(O)(O)=O	C26H51O7P	InChI=1S/C26H51O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-26(28)33-25(23-27)24-32-34(29,30)31/h14-15,25,27H,2-13,16-24H2,1H3,(H2,29,30,31)/b15-14-	FIXFPVKVIXGZEN-PFONDFGASA-N	506.337241			MMDBc0045118
BASm0031920	LPA(0:0/23:1(11Z))	LPA(0:0/23:1(11Z)) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(0:0/23:1(11Z)), in particular, consists of one 11Z-tricosanoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.		Solid	CCCCCCCCCCC\C=C/CCCCCCCCCC(=O)OC(CO)COP(O)(O)=O	C26H51O7P	InChI=1S/C26H51O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-26(28)33-25(23-27)24-32-34(29,30)31/h12-13,25,27H,2-11,14-24H2,1H3,(H2,29,30,31)/b13-12-	VURZLFYKUQEXSH-SEYXRHQNSA-N	506.337241			MMDBc0045119
BASm0031921	Lyso-PC(10:0/0:0)	Lyso-PC(10:0/0:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lyso-PC(10:0/0:0), in particular, consists of one decanoyl chain. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(20:3(5Z,8Z,11Z)), in particular, consists of one chain of mead acid at the C-1 position. The mead acid moiety is derived from fish oils, liver and kidney. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling.		Solid	CCCCCCCCCC(=O)OCC(O)COP([O-])(=[O-])OCC[N+](C)(C)C	C18H38NO7P	InChI=1S/C18H38NO7P/c1-5-6-7-8-9-10-11-12-18(21)24-15-17(20)16-26-27(22,23)25-14-13-19(2,3)4/h17,20H,5-16H2,1-4H3/q-1	VOUCOHOMCQKSBS-UHFFFAOYSA-N	411.2391381			MMDBc0045120
BASm0031922	Lyso-PC(14:0/0:0)	Lyso-PC(14:0/0:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lyso-PC(14:0/0:0), in particular, consists of one tetradecanoyl chain. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(20:3(5Z,8Z,11Z)), in particular, consists of one chain of mead acid at the C-1 position. The mead acid moiety is derived from fish oils, liver and kidney. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling.		Solid	CCCCCCCCCCCCCC(=O)OCC(O)COP([O-])(=[O-])OCC[N+](C)(C)C	C22H46NO7P	InChI=1S/C22H46NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-22(25)28-19-21(24)20-30-31(26,27)29-18-17-23(2,3)4/h21,24H,5-20H2,1-4H3/q-1	UEIACOMVYSSAII-UHFFFAOYSA-N	467.3017384			MMDBc0045121
BASm0031923	Lyso-PC(16:0/0:0)	Lyso-PC(16:0/0:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lyso-PC(16:0/0:0), in particular, consists of one hexadecanoyl chain. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(20:3(5Z,8Z,11Z)), in particular, consists of one chain of mead acid at the C-1 position. The mead acid moiety is derived from fish oils, liver and kidney. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling.		Solid	CCCCCCCCCCCCCCCC(=O)OCC(O)COP([O-])(=[O-])OCC[N+](C)(C)C	C24H50NO7P	InChI=1S/C24H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(27)30-21-23(26)22-32-33(28,29)31-20-19-25(2,3)4/h23,26H,5-22H2,1-4H3/q-1	PQVAFDSPSGGXOG-UHFFFAOYSA-N	495.3330385			MMDBc0045122
BASm0031924	Lyso-PC(16:1(9Z)/0:0)	Lyso-PC(16:1(9Z)/0:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lyso-PC(16:1(9Z)/0:0), in particular, consists of one 9Z-hexadecenoyl chain. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(20:3(5Z,8Z,11Z)), in particular, consists of one chain of mead acid at the C-1 position. The mead acid moiety is derived from fish oils, liver and kidney. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling.		Solid	CCCCCC\C=C/CCCCCCCC(=O)OCC(O)COP([O-])(=[O-])OCC[N+](C)(C)C	C24H48NO7P	InChI=1S/C24H48NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(27)30-21-23(26)22-32-33(28,29)31-20-19-25(2,3)4/h10-11,23,26H,5-9,12-22H2,1-4H3/q-1/b11-10-	XUTHGXGDGRTISS-KHPPLWFESA-N	493.3173885			MMDBc0045123
BASm0031925	Lyso-PC(16:1(11Z)/0:0)	Lyso-PC(16:1(11Z)/0:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lyso-PC(16:1(11Z)/0:0), in particular, consists of one 11Z-hexadecenoyl chain. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(20:3(5Z,8Z,11Z)), in particular, consists of one chain of mead acid at the C-1 position. The mead acid moiety is derived from fish oils, liver and kidney. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling.		Solid	CCCC\C=C/CCCCCCCCCC(=O)OCC(O)COP([O-])(=[O-])OCC[N+](C)(C)C	C24H48NO7P	InChI=1S/C24H48NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(27)30-21-23(26)22-32-33(28,29)31-20-19-25(2,3)4/h8-9,23,26H,5-7,10-22H2,1-4H3/q-1/b9-8-	FZWKRKWEAXZBKJ-HJWRWDBZSA-N	493.3173885			MMDBc0045124
BASm0031926	Lyso-PC(18:0/0:0)	Lyso-PC(18:0/0:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lyso-PC(18:0/0:0), in particular, consists of one octadecanoyl chain. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(20:3(5Z,8Z,11Z)), in particular, consists of one chain of mead acid at the C-1 position. The mead acid moiety is derived from fish oils, liver and kidney. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling.		Solid	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP([O-])(=[O-])OCC[N+](C)(C)C	C26H54NO7P	InChI=1S/C26H54NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)32-23-25(28)24-34-35(30,31)33-22-21-27(2,3)4/h25,28H,5-24H2,1-4H3/q-1	HKTCLRPKWXOYDK-UHFFFAOYSA-N	523.3643387			MMDBc0045125
BASm0031927	Lyso-PC(18:1(9Z)/0:0)	Lyso-PC(18:1(9Z)/0:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lyso-PC(18:1(9Z)/0:0), in particular, consists of one 9Z-octadecenoyl chain. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(20:3(5Z,8Z,11Z)), in particular, consists of one chain of mead acid at the C-1 position. The mead acid moiety is derived from fish oils, liver and kidney. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling.		Solid	CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)COP([O-])(=[O-])OCC[N+](C)(C)C	C26H52NO7P	InChI=1S/C26H52NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)32-23-25(28)24-34-35(30,31)33-22-21-27(2,3)4/h12-13,25,28H,5-11,14-24H2,1-4H3/q-1/b13-12-	AYZOLFVQGKBMRC-SEYXRHQNSA-N	521.3486886			MMDBc0045126
BASm0031928	Lyso-PC(18:2(9Z,11Z)/0:0)	Lyso-PC(18:2(9Z,11Z)/0:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lyso-PC(18:2(9Z,11Z)/0:0), in particular, consists of one 9Z,11Z-octadecadienoyl chain. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(20:3(5Z,8Z,11Z)), in particular, consists of one chain of mead acid at the C-1 position. The mead acid moiety is derived from fish oils, liver and kidney. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling.		Solid	CCCCCC\C=C/C=C\CCCCCCCC(=O)OCC(O)COP([O-])(=[O-])OCC[N+](C)(C)C	C26H50NO7P	InChI=1S/C26H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)32-23-25(28)24-34-35(30,31)33-22-21-27(2,3)4/h10-13,25,28H,5-9,14-24H2,1-4H3/q-1/b11-10-,13-12-	IJEKLZMWVDSDMT-FQEMRORKSA-N	519.3330385			MMDBc0045127
BASm0031929	Lyso-PC(20:4(5Z,8Z,11Z,14Z)/0:0)	Lyso-PC(20:4(5Z,8Z,11Z,14Z)/0:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lyso-PC(20:4(5Z,8Z,11Z,14Z)/0:0), in particular, consists of one 5Z,8Z,11Z,14Z-eicosatetraenoyl chain. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(20:3(5Z,8Z,11Z)), in particular, consists of one chain of mead acid at the C-1 position. The mead acid moiety is derived from fish oils, liver and kidney. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling.		Solid	CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)OCC(O)COP([O-])(=[O-])OCC[N+](C)(C)C	C28H50NO7P	InChI=1S/C28H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-28(31)34-25-27(30)26-36-37(32,33)35-24-23-29(2,3)4/h9-10,12-13,15-16,18-19,27,30H,5-8,11,14,17,20-26H2,1-4H3/q-1/b10-9-,13-12-,16-15-,19-18-	ZKEKFNTYBOQOFQ-SNPVRQPZSA-N	543.3330385			MMDBc0045128
BASm0031930	Lyso-PE(10:0/0:0)	is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PE(10:0/0:0), in particular, consists of one decanoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce.		Solid	CCCCCCCCCC(=O)OC(CO)C[O-]P([O-])(=O)OCC[NH3+]	C15H32NO7P	InChI=1S/C15H32NO7P/c1-2-3-4-5-6-7-8-9-15(18)23-14(12-17)13-22-24(19,20)21-11-10-16/h14,17H,2-13,16H2,1H3,(H,19,20)/q-1	BXJWZQUSBPWMLM-UHFFFAOYSA-N	369.192188			MMDBc0045129
BASm0031931	Lyso-PE(14:0/0:0)	is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PE(14:0/0:0), in particular, consists of one tetradecanoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce.		Solid	CCCCCCCCCCCCCC(=O)OC(CO)C[O-]P([O-])(=O)OCC[NH3+]	C19H40NO7P	InChI=1S/C19H40NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-19(22)27-18(16-21)17-26-28(23,24)25-15-14-20/h18,21H,2-17,20H2,1H3,(H,23,24)/q-1	LVLOUUKVMMCOSJ-UHFFFAOYSA-N	425.2547882			MMDBc0045130
BASm0031932	Lyso-PE(16:0/0:0)	is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PE(16:0/0:0), in particular, consists of one hexadecanoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce.		Solid	CCCCCCCCCCCCCCCC(=O)OC(CO)C[O-]P([O-])(=O)OCC[NH3+]	C21H44NO7P	InChI=1S/C21H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(24)29-20(18-23)19-28-30(25,26)27-17-16-22/h20,23H,2-19,22H2,1H3,(H,25,26)/q-1	HAGSDRUIZRCVCJ-UHFFFAOYSA-N	453.2860883			MMDBc0045131
BASm0031933	Lyso-PE(16:1(9Z)/0:0)	is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PE(16:1(9Z)/0:0), in particular, consists of one 9Z-hexadecenoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce.		Solid	CCCCCC\C=C/CCCCCCCC(=O)OC(CO)C[O-]P([O-])(=O)OCC[NH3+]	C21H42NO7P	InChI=1S/C21H42NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(24)29-20(18-23)19-28-30(25,26)27-17-16-22/h7-8,20,23H,2-6,9-19,22H2,1H3,(H,25,26)/q-1/b8-7-	GWGSBTGCSHGEMN-FPLPWBNLSA-N	451.2704383			MMDBc0045132
BASm0031934	Lyso-PE(16:1(11Z)/0:0)	is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PE(16:1(11Z)/0:0), in particular, consists of one 11Z-hexadecenoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce.		Solid	CCCC\C=C/CCCCCCCCCC(=O)OC(CO)C[O-]P([O-])(=O)OCC[NH3+]	C21H42NO7P	InChI=1S/C21H42NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(24)29-20(18-23)19-28-30(25,26)27-17-16-22/h5-6,20,23H,2-4,7-19,22H2,1H3,(H,25,26)/q-1/b6-5-	HBZHVXSYMXBYGT-WAYWQWQTSA-N	451.2704383			MMDBc0045133
BASm0031935	Lyso-PE(18:0/0:0)	is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PE(18:0/0:0), in particular, consists of one octadecanoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce.		Solid	CCCCCCCCCCCCCCCCCC(=O)OC(CO)C[O-]P([O-])(=O)OCC[NH3+]	C23H48NO7P	InChI=1S/C23H48NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)31-22(20-25)21-30-32(27,28)29-19-18-24/h22,25H,2-21,24H2,1H3,(H,27,28)/q-1	XYXXXCHVEFEUHE-UHFFFAOYSA-N	481.3173885			MMDBc0045134
BASm0031936	Lyso-PE(18:1(9Z)/0:0)	is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PE(18:1(9Z)/0:0), in particular, consists of one 9Z-octadecenoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce.		Solid	CCCCCCCC\C=C/CCCCCCCC(=O)OC(CO)C[O-]P([O-])(=O)OCC[NH3+]	C23H46NO7P	InChI=1S/C23H46NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)31-22(20-25)21-30-32(27,28)29-19-18-24/h9-10,22,25H,2-8,11-21,24H2,1H3,(H,27,28)/q-1/b10-9-	ALAPNWZDCNFHHH-KTKRTIGZSA-N	479.3017384			MMDBc0045135
BASm0031937	Lyso-PE(18:2(9Z,11Z)/0:0)	is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PE(18:2(9Z,11Z)/0:0), in particular, consists of one 9Z,11Z-octadecadienoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce.		Solid	CCCCCC\C=C/C=C\CCCCCCCC(=O)OC(CO)C[O-]P([O-])(=O)OCC[NH3+]	C23H44NO7P	InChI=1S/C23H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)31-22(20-25)21-30-32(27,28)29-19-18-24/h7-10,22,25H,2-6,11-21,24H2,1H3,(H,27,28)/q-1/b8-7-,10-9-	OCQUEESAVIXSHN-QRLRYFCNSA-N	477.2860883			MMDBc0045136
BASm0031938	Lyso-PE(20:4(5Z,8Z,11Z,14Z)/0:0)	is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PE(20:4(5Z,8Z,11Z,14Z)/0:0), in particular, consists of one 5Z,8Z,11Z,14Z-eicosatetraenoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce.		Solid	CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)OC(CO)C[O-]P([O-])(=O)OCC[NH3+]	C25H44NO7P	InChI=1S/C25H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-25(28)33-24(22-27)23-32-34(29,30)31-21-20-26/h6-7,9-10,12-13,15-16,24,27H,2-5,8,11,14,17-23,26H2,1H3,(H,29,30)/q-1/b7-6-,10-9-,13-12-,16-15-	WJXXDMKSLWIWPL-DOFZRALJSA-N	501.2860883			MMDBc0045137
BASm0031939	Lyso-PE(0:0/10:0)	is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PE(0:0/10:0), in particular, consists of one decanoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce.		Solid	CCCCCCCCCC(=O)OCC(O)C[O-]P([O-])(=O)OCC[NH3+]	C15H32NO7P	InChI=1S/C15H32NO7P/c1-2-3-4-5-6-7-8-9-15(18)21-12-14(17)13-23-24(19,20)22-11-10-16/h14,17H,2-13,16H2,1H3,(H,19,20)/q-1	BAFDKDBARXXYIF-UHFFFAOYSA-N	369.192188			MMDBc0045138
BASm0031940	Lyso-PE(0:0/14:0)	is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PE(0:0/14:0), in particular, consists of one tetradecanoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce.		Solid	CCCCCCCCCCCCCC(=O)OCC(O)C[O-]P([O-])(=O)OCC[NH3+]	C19H40NO7P	InChI=1S/C19H40NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-19(22)25-16-18(21)17-27-28(23,24)26-15-14-20/h18,21H,2-17,20H2,1H3,(H,23,24)/q-1	KWTVFPJDMXCNAB-UHFFFAOYSA-N	425.2547882			MMDBc0045139
BASm0031941	Lyso-PE(0:0/16:0)	is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PE(0:0/16:0), in particular, consists of one hexadecanoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce.		Solid	CCCCCCCCCCCCCCCC(=O)OCC(O)C[O-]P([O-])(=O)OCC[NH3+]	C21H44NO7P	InChI=1S/C21H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(24)27-18-20(23)19-29-30(25,26)28-17-16-22/h20,23H,2-19,22H2,1H3,(H,25,26)/q-1	ISODKSUBJXKTGP-UHFFFAOYSA-N	453.2860883			MMDBc0045140
BASm0031942	Lyso-PE(0:0/16:1(9Z))	is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PE(0:0/16:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce.		Solid	CCCCCC\C=C/CCCCCCCC(=O)OCC(O)C[O-]P([O-])(=O)OCC[NH3+]	C21H42NO7P	InChI=1S/C21H42NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(24)27-18-20(23)19-29-30(25,26)28-17-16-22/h7-8,20,23H,2-6,9-19,22H2,1H3,(H,25,26)/q-1/b8-7-	MPJRAWBWGJKWRJ-FPLPWBNLSA-N	451.2704383			MMDBc0045141
BASm0031943	Lyso-PE(0:0/16:1(11Z))	is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PE(0:0/16:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce.		Solid	CCCC\C=C/CCCCCCCCCC(=O)OCC(O)C[O-]P([O-])(=O)OCC[NH3+]	C21H42NO7P	InChI=1S/C21H42NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(24)27-18-20(23)19-29-30(25,26)28-17-16-22/h5-6,20,23H,2-4,7-19,22H2,1H3,(H,25,26)/q-1/b6-5-	CZROMURRZXCJRJ-WAYWQWQTSA-N	451.2704383			MMDBc0045142
BASm0031944	Lyso-PE(0:0/18:0)	is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PE(0:0/18:0), in particular, consists of one octadecanoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce.		Solid	CCCCCCCCCCCCCCCCCC(=O)OCC(O)C[O-]P([O-])(=O)OCC[NH3+]	C23H48NO7P	InChI=1S/C23H48NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)29-20-22(25)21-31-32(27,28)30-19-18-24/h22,25H,2-21,24H2,1H3,(H,27,28)/q-1	PQVWITUDPYPQTO-UHFFFAOYSA-N	481.3173885			MMDBc0045143
BASm0031945	Lyso-PE(0:0/18:1(9Z))	is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PE(0:0/18:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce.		Solid	CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)C[O-]P([O-])(=O)OCC[NH3+]	C23H46NO7P	InChI=1S/C23H46NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)29-20-22(25)21-31-32(27,28)30-19-18-24/h9-10,22,25H,2-8,11-21,24H2,1H3,(H,27,28)/q-1/b10-9-	OZLKEHANFSIFDK-KTKRTIGZSA-N	479.3017384			MMDBc0045144
BASm0031946	Lyso-PE(0:0/18:2(9Z,11Z))	is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PE(0:0/18:2(9Z,11Z)), in particular, consists of one 9Z,11Z-octadecadienoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce.		Solid	CCCCCC\C=C/C=C\CCCCCCCC(=O)OCC(O)C[O-]P([O-])(=O)OCC[NH3+]	C23H44NO7P	InChI=1S/C23H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)29-20-22(25)21-31-32(27,28)30-19-18-24/h7-10,22,25H,2-6,11-21,24H2,1H3,(H,27,28)/q-1/b8-7-,10-9-	JWFPZFSBUCGEKF-QRLRYFCNSA-N	477.2860883			MMDBc0045145
BASm0031947	Lyso-PE(0:0/20:4(5Z,8Z,11Z,14Z))	is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PE(0:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one 5Z,8Z,11Z,14Z-eicosatetraenoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce.		Solid	CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)OCC(O)C[O-]P([O-])(=O)OCC[NH3+]	C25H44NO7P	InChI=1S/C25H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-25(28)31-22-24(27)23-33-34(29,30)32-21-20-26/h6-7,9-10,12-13,15-16,24,27H,2-5,8,11,14,17-23,26H2,1H3,(H,29,30)/q-1/b7-6-,10-9-,13-12-,16-15-	WDCNGCFSUFTQGW-DOFZRALJSA-N	501.2860883			MMDBc0045146
BASm0031948	Lyso-PI(10:0/0:0)	Lyso-PI(10:0/0:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PI(10:0/0:0), in particular, consists of one decanoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylinositol is an endogenous lysophospholipid and endocannabinoid neurotransmitter.		Solid	CCCCCCCCCC(=O)OCC(O)COP(O)(=O)OC1C(O)C(O)C(O)C(O)C1O	C19H37O12P	InChI=1S/C19H37O12P/c1-2-3-4-5-6-7-8-9-13(21)29-10-12(20)11-30-32(27,28)31-19-17(25)15(23)14(22)16(24)18(19)26/h12,14-20,22-26H,2-11H2,1H3,(H,27,28)	KRTUOGDCDYAKSX-UHFFFAOYSA-N	488.2022636			MMDBc0045147
BASm0031949	Lyso-PI(14:0/0:0)	Lyso-PI(14:0/0:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PI(14:0/0:0), in particular, consists of one tetradecanoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylinositol is an endogenous lysophospholipid and endocannabinoid neurotransmitter.		Solid	CCCCCCCCCCCCCC(=O)OCC(O)COP(O)(=O)OC1C(O)C(O)C(O)C(O)C1O	C23H45O12P	InChI=1S/C23H45O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(25)33-14-16(24)15-34-36(31,32)35-23-21(29)19(27)18(26)20(28)22(23)30/h16,18-24,26-30H,2-15H2,1H3,(H,31,32)	FEWCZOSQEKFJGK-UHFFFAOYSA-N	544.2648639			MMDBc0045148
BASm0031950	Lyso-PI(16:0/0:0)	Lyso-PI(16:0/0:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PI(16:0/0:0), in particular, consists of one hexadecanoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylinositol is an endogenous lysophospholipid and endocannabinoid neurotransmitter.		Solid	CCCCCCCCCCCCCCCC(=O)OCC(O)COP(O)(=O)OC1C(O)C(O)C(O)C(O)C1O	C25H49O12P	InChI=1S/C25H49O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)35-16-18(26)17-36-38(33,34)37-25-23(31)21(29)20(28)22(30)24(25)32/h18,20-26,28-32H,2-17H2,1H3,(H,33,34)	UOXRPRZMAROFPH-UHFFFAOYSA-N	572.296164			MMDBc0045149
BASm0031951	Lyso-PI(16:1(9Z)/0:0)	Lyso-PI(16:1(9Z)/0:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PI(16:1(9Z)/0:0), in particular, consists of one 9Z-hexadecenoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylinositol is an endogenous lysophospholipid and endocannabinoid neurotransmitter.		Solid	CCCCCC\C=C/CCCCCCCC(=O)OCC(O)COP(O)(=O)OC1C(O)C(O)C(O)C(O)C1O	C25H47O12P	InChI=1S/C25H47O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)35-16-18(26)17-36-38(33,34)37-25-23(31)21(29)20(28)22(30)24(25)32/h7-8,18,20-26,28-32H,2-6,9-17H2,1H3,(H,33,34)/b8-7-	VPFGUPHJCAHVJV-FPLPWBNLSA-N	570.280514			MMDBc0045150
BASm0031952	Lyso-PI(16:1(11Z)/0:0)	Lyso-PI(16:1(11Z)/0:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PI(16:1(11Z)/0:0), in particular, consists of one 11Z-hexadecenoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylinositol is an endogenous lysophospholipid and endocannabinoid neurotransmitter.		Solid	CCCC\C=C/CCCCCCCCCC(=O)OCC(O)COP(O)(=O)OC1C(O)C(O)C(O)C(O)C1O	C25H47O12P	InChI=1S/C25H47O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)35-16-18(26)17-36-38(33,34)37-25-23(31)21(29)20(28)22(30)24(25)32/h5-6,18,20-26,28-32H,2-4,7-17H2,1H3,(H,33,34)/b6-5-	DSBWXISOMYVSMD-WAYWQWQTSA-N	570.280514			MMDBc0045151
BASm0031953	Lyso-PI(18:0/0:0)	Lyso-PI(18:0/0:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PI(18:0/0:0), in particular, consists of one octadecanoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylinositol is an endogenous lysophospholipid and endocannabinoid neurotransmitter.		Solid	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(O)(=O)OC1C(O)C(O)C(O)C(O)C1O	C27H53O12P	InChI=1S/C27H53O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(29)37-18-20(28)19-38-40(35,36)39-27-25(33)23(31)22(30)24(32)26(27)34/h20,22-28,30-34H,2-19H2,1H3,(H,35,36)	MXAFDFDAIFZFET-UHFFFAOYSA-N	600.3274641			MMDBc0045152
BASm0031954	Lyso-PI(18:1(9Z)/0:0)	Lyso-PI(18:1(9Z)/0:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PI(18:1(9Z)/0:0), in particular, consists of one 9Z-octadecenoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylinositol is an endogenous lysophospholipid and endocannabinoid neurotransmitter.		Solid	CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)COP(O)(=O)OC1C(O)C(O)C(O)C(O)C1O	C27H51O12P	InChI=1S/C27H51O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(29)37-18-20(28)19-38-40(35,36)39-27-25(33)23(31)22(30)24(32)26(27)34/h9-10,20,22-28,30-34H,2-8,11-19H2,1H3,(H,35,36)/b10-9-	UGDOFRYHDCDVHD-KTKRTIGZSA-N	598.3118141			MMDBc0045153
BASm0031955	Lyso-PI(18:2(9Z,11Z)/0:0)	Lyso-PI(18:2(9Z,11Z)/0:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PI(18:2(9Z,11Z)/0:0), in particular, consists of one 9Z,11Z-octadecadienoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylinositol is an endogenous lysophospholipid and endocannabinoid neurotransmitter.		Solid	CCCCCC\C=C/C=C\CCCCCCCC(=O)OCC(O)COP(O)(=O)OC1C(O)C(O)C(O)C(O)C1O	C27H49O12P	InChI=1S/C27H49O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(29)37-18-20(28)19-38-40(35,36)39-27-25(33)23(31)22(30)24(32)26(27)34/h7-10,20,22-28,30-34H,2-6,11-19H2,1H3,(H,35,36)/b8-7-,10-9-	XMPRSNNAMZZOJF-QRLRYFCNSA-N	596.296164			MMDBc0045154
BASm0031956	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0)	Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PI(20:4(5Z,8Z,11Z,14Z)/0:0), in particular, consists of one 5Z,8Z,11Z,14Z-eicosatetraenoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylinositol is an endogenous lysophospholipid and endocannabinoid neurotransmitter.		Solid	CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)OCC(O)COP(O)(=O)OC1C(O)C(O)C(O)C(O)C1O	C29H49O12P	InChI=1S/C29H49O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(31)39-20-22(30)21-40-42(37,38)41-29-27(35)25(33)24(32)26(34)28(29)36/h6-7,9-10,12-13,15-16,22,24-30,32-36H,2-5,8,11,14,17-21H2,1H3,(H,37,38)/b7-6-,10-9-,13-12-,16-15-	LXUGKKVCSTYZFK-DOFZRALJSA-N	620.296164			MMDBc0045155
BASm0031957	Lyso-PI(0:0/10:0)	Lyso-PI(0:0/10:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PI(0:0/10:0), in particular, consists of one decanoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylinositol is an endogenous lysophospholipid and endocannabinoid neurotransmitter.		Solid	CCCCCCCCCC(=O)OC(CO)COP(O)(=O)OC1C(O)C(O)C(O)C(O)C1O	C19H37O12P	InChI=1S/C19H37O12P/c1-2-3-4-5-6-7-8-9-13(21)30-12(10-20)11-29-32(27,28)31-19-17(25)15(23)14(22)16(24)18(19)26/h12,14-20,22-26H,2-11H2,1H3,(H,27,28)	LTTCWEAWGZEAIX-UHFFFAOYSA-N	488.2022636			MMDBc0045156
BASm0031958	Lyso-PI(0:0/14:0)	Lyso-PI(0:0/14:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PI(0:0/14:0), in particular, consists of one tetradecanoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylinositol is an endogenous lysophospholipid and endocannabinoid neurotransmitter.		Solid	CCCCCCCCCCCCCC(=O)OC(CO)COP(O)(=O)OC1C(O)C(O)C(O)C(O)C1O	C23H45O12P	InChI=1S/C23H45O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(25)34-16(14-24)15-33-36(31,32)35-23-21(29)19(27)18(26)20(28)22(23)30/h16,18-24,26-30H,2-15H2,1H3,(H,31,32)	KJKJVATVGMLDCK-UHFFFAOYSA-N	544.2648639			MMDBc0045157
BASm0031959	Lyso-PI(0:0/16:0)	Lyso-PI(0:0/16:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PI(0:0/16:0), in particular, consists of one hexadecanoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylinositol is an endogenous lysophospholipid and endocannabinoid neurotransmitter.		Solid	CCCCCCCCCCCCCCCC(=O)OC(CO)COP(O)(=O)OC1C(O)C(O)C(O)C(O)C1O	C25H49O12P	InChI=1S/C25H49O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)36-18(16-26)17-35-38(33,34)37-25-23(31)21(29)20(28)22(30)24(25)32/h18,20-26,28-32H,2-17H2,1H3,(H,33,34)	NUDRHGDMWNFXMD-UHFFFAOYSA-N	572.296164			MMDBc0045158
BASm0031960	Lyso-PI(0:0/16:1(9Z))	Lyso-PI(0:0/16:1(9Z)) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PI(0:0/16:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylinositol is an endogenous lysophospholipid and endocannabinoid neurotransmitter.		Solid	CCCCCC\C=C/CCCCCCCC(=O)OC(CO)COP(O)(=O)OC1C(O)C(O)C(O)C(O)C1O	C25H47O12P	InChI=1S/C25H47O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)36-18(16-26)17-35-38(33,34)37-25-23(31)21(29)20(28)22(30)24(25)32/h7-8,18,20-26,28-32H,2-6,9-17H2,1H3,(H,33,34)/b8-7-	PEWKZKILLSBVNX-FPLPWBNLSA-N	570.280514			MMDBc0045159
BASm0031961	Lyso-PI(0:0/16:1(11Z))	Lyso-PI(0:0/16:1(11Z)) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PI(0:0/16:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylinositol is an endogenous lysophospholipid and endocannabinoid neurotransmitter.		Solid	CCCC\C=C/CCCCCCCCCC(=O)OC(CO)COP(O)(=O)OC1C(O)C(O)C(O)C(O)C1O	C25H47O12P	InChI=1S/C25H47O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)36-18(16-26)17-35-38(33,34)37-25-23(31)21(29)20(28)22(30)24(25)32/h5-6,18,20-26,28-32H,2-4,7-17H2,1H3,(H,33,34)/b6-5-	XMAJKFAFIZEJST-WAYWQWQTSA-N	570.280514			MMDBc0045160
BASm0031962	Lyso-PI(0:0/18:0)	Lyso-PI(0:0/18:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PI(0:0/18:0), in particular, consists of one octadecanoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylinositol is an endogenous lysophospholipid and endocannabinoid neurotransmitter.		Solid	CCCCCCCCCCCCCCCCCC(=O)OC(CO)COP(O)(=O)OC1C(O)C(O)C(O)C(O)C1O	C27H53O12P	InChI=1S/C27H53O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(29)38-20(18-28)19-37-40(35,36)39-27-25(33)23(31)22(30)24(32)26(27)34/h20,22-28,30-34H,2-19H2,1H3,(H,35,36)	AGVRWBBFKKEVAX-UHFFFAOYSA-N	600.3274641			MMDBc0045161
BASm0031963	Lyso-PI(0:0/18:2(9Z,11Z))	Lyso-PI(0:0/18:2(9Z,11Z)) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PI(0:0/18:2(9Z,11Z)), in particular, consists of one 9Z,11Z-octadecadienoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylinositol is an endogenous lysophospholipid and endocannabinoid neurotransmitter.		Solid	CCCCCC\C=C/C=C\CCCCCCCC(=O)OC(CO)COP(O)(=O)OC1C(O)C(O)C(O)C(O)C1O	C27H49O12P	InChI=1S/C27H49O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(29)38-20(18-28)19-37-40(35,36)39-27-25(33)23(31)22(30)24(32)26(27)34/h7-10,20,22-28,30-34H,2-6,11-19H2,1H3,(H,35,36)/b8-7-,10-9-	HVNJOAUPLPIADD-QRLRYFCNSA-N	596.296164			MMDBc0045163
BASm0031964	Lyso-PS(10:0/0:0)	Lyso-PS(10:0/0:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PS(10:0/0:0), in particular, consists of one decanoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylserines (LPSs) enhance glucose transport, lowering blood glucose levels while leaving secretion of insulin unaffected. LPSs have been known as a signaling phospholipid in mast cell biology. They enhance stimulated histamine release and eicosanoid production. LPSs also play a roles in the promotion of phagocytosis of apoptotic cells and resolution of inflammation.		Solid	CCCCCCCCCC(=O)OCC(O)COP([O-])(=O)OCC([NH3+])C([O-])=O	C16H31NO9P	InChI=1S/C16H32NO9P/c1-2-3-4-5-6-7-8-9-15(19)24-10-13(18)11-25-27(22,23)26-12-14(17)16(20)21/h13-14,18H,2-12,17H2,1H3,(H,20,21)(H,22,23)/p-1	XLFMXEPONOVGCN-UHFFFAOYSA-M	412.1741922			MMDBc0045165
BASm0031965	Lyso-PS(14:0/0:0)	Lyso-PS(14:0/0:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PS(14:0/0:0), in particular, consists of one tetradecanoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylserines (LPSs) enhance glucose transport, lowering blood glucose levels while leaving secretion of insulin unaffected. LPSs have been known as a signaling phospholipid in mast cell biology. They enhance stimulated histamine release and eicosanoid production. LPSs also play a roles in the promotion of phagocytosis of apoptotic cells and resolution of inflammation.		Solid	CCCCCCCCCCCCCC(=O)OCC(O)COP([O-])(=O)OCC([NH3+])C([O-])=O	C20H39NO9P	InChI=1S/C20H40NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-19(23)28-14-17(22)15-29-31(26,27)30-16-18(21)20(24)25/h17-18,22H,2-16,21H2,1H3,(H,24,25)(H,26,27)/p-1	ZJMQYSXCPARLHG-UHFFFAOYSA-M	468.2367924			MMDBc0045166
BASm0031966	Lyso-PS(16:0/0:0)	Lyso-PS(16:0/0:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PS(16:0/0:0), in particular, consists of one hexadecanoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylserines (LPSs) enhance glucose transport, lowering blood glucose levels while leaving secretion of insulin unaffected. LPSs have been known as a signaling phospholipid in mast cell biology. They enhance stimulated histamine release and eicosanoid production. LPSs also play a roles in the promotion of phagocytosis of apoptotic cells and resolution of inflammation.		Solid	CCCCCCCCCCCCCCCC(=O)OCC(O)COP([O-])(=O)OCC([NH3+])C([O-])=O	C22H43NO9P	InChI=1S/C22H44NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(25)30-16-19(24)17-31-33(28,29)32-18-20(23)22(26)27/h19-20,24H,2-18,23H2,1H3,(H,26,27)(H,28,29)/p-1	XIVOBOJQPNEUSC-UHFFFAOYSA-M	496.2680925			MMDBc0045167
BASm0031967	Lyso-PS(16:1(9Z)/0:0)	Lyso-PS(16:1(9Z)/0:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PS(16:1(9Z)/0:0), in particular, consists of one 9Z-hexadecenoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylserines (LPSs) enhance glucose transport, lowering blood glucose levels while leaving secretion of insulin unaffected. LPSs have been known as a signaling phospholipid in mast cell biology. They enhance stimulated histamine release and eicosanoid production. LPSs also play a roles in the promotion of phagocytosis of apoptotic cells and resolution of inflammation.		Solid	CCCCCC\C=C/CCCCCCCC(=O)OCC(O)COP([O-])(=O)OCC([NH3+])C([O-])=O	C22H41NO9P	InChI=1S/C22H42NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(25)30-16-19(24)17-31-33(28,29)32-18-20(23)22(26)27/h7-8,19-20,24H,2-6,9-18,23H2,1H3,(H,26,27)(H,28,29)/p-1/b8-7-	XSJRZJQMAINRKX-FPLPWBNLSA-M	494.2524425			MMDBc0045168
BASm0031968	Lyso-PS(16:1(11Z)/0:0)	Lyso-PS(16:1(11Z)/0:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PS(16:1(11Z)/0:0), in particular, consists of one 11Z-hexadecenoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylserines (LPSs) enhance glucose transport, lowering blood glucose levels while leaving secretion of insulin unaffected. LPSs have been known as a signaling phospholipid in mast cell biology. They enhance stimulated histamine release and eicosanoid production. LPSs also play a roles in the promotion of phagocytosis of apoptotic cells and resolution of inflammation.		Solid	CCCC\C=C/CCCCCCCCCC(=O)OCC(O)COP([O-])(=O)OCC([NH3+])C([O-])=O	C22H41NO9P	InChI=1S/C22H42NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(25)30-16-19(24)17-31-33(28,29)32-18-20(23)22(26)27/h5-6,19-20,24H,2-4,7-18,23H2,1H3,(H,26,27)(H,28,29)/p-1/b6-5-	RZABINPLSOKXRS-WAYWQWQTSA-M	494.2524425			MMDBc0045169
BASm0031969	Lyso-PS(18:0/0:0)	Lyso-PS(18:0/0:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PS(18:0/0:0), in particular, consists of one octadecanoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylserines (LPSs) enhance glucose transport, lowering blood glucose levels while leaving secretion of insulin unaffected. LPSs have been known as a signaling phospholipid in mast cell biology. They enhance stimulated histamine release and eicosanoid production. LPSs also play a roles in the promotion of phagocytosis of apoptotic cells and resolution of inflammation.		Solid	CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP([O-])(=O)OCC([NH3+])C([O-])=O	C24H47NO9P	InChI=1S/C24H48NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(27)32-18-21(26)19-33-35(30,31)34-20-22(25)24(28)29/h21-22,26H,2-20,25H2,1H3,(H,28,29)(H,30,31)/p-1	ZPDQFUYPBVXUKS-UHFFFAOYSA-M	524.2993927			MMDBc0045170
BASm0031970	Lyso-PS(18:1(9Z)/0:0)	Lyso-PS(18:1(9Z)/0:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PS(18:1(9Z)/0:0), in particular, consists of one 9Z-octadecenoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylserines (LPSs) enhance glucose transport, lowering blood glucose levels while leaving secretion of insulin unaffected. LPSs have been known as a signaling phospholipid in mast cell biology. They enhance stimulated histamine release and eicosanoid production. LPSs also play a roles in the promotion of phagocytosis of apoptotic cells and resolution of inflammation.		Solid	CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)COP([O-])(=O)OCC([NH3+])C([O-])=O	C24H45NO9P	InChI=1S/C24H46NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(27)32-18-21(26)19-33-35(30,31)34-20-22(25)24(28)29/h9-10,21-22,26H,2-8,11-20,25H2,1H3,(H,28,29)(H,30,31)/p-1/b10-9-	JZWNYZVVZXZRRH-KTKRTIGZSA-M	522.2837426			MMDBc0045171
BASm0031971	Lyso-PS(18:2(9Z,11Z)/0:0)	Lyso-PS(18:2(9Z,11Z)/0:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PS(18:2(9Z,11Z)/0:0), in particular, consists of one 9Z,11Z-octadecadienoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylserines (LPSs) enhance glucose transport, lowering blood glucose levels while leaving secretion of insulin unaffected. LPSs have been known as a signaling phospholipid in mast cell biology. They enhance stimulated histamine release and eicosanoid production. LPSs also play a roles in the promotion of phagocytosis of apoptotic cells and resolution of inflammation.		Solid	CCCCCC\C=C/C=C\CCCCCCCC(=O)OCC(O)COP([O-])(=O)OCC([NH3+])C([O-])=O	C24H43NO9P	InChI=1S/C24H44NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(27)32-18-21(26)19-33-35(30,31)34-20-22(25)24(28)29/h7-10,21-22,26H,2-6,11-20,25H2,1H3,(H,28,29)(H,30,31)/p-1/b8-7-,10-9-	GCEQSFGJYHYSOQ-QRLRYFCNSA-M	520.2680925			MMDBc0045172
BASm0031972	Lyso-PS(20:4(5Z,8Z,11Z,14Z)/0:0)	Lyso-PS(20:4(5Z,8Z,11Z,14Z)/0:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PS(20:4(5Z,8Z,11Z,14Z)/0:0), in particular, consists of one 5Z,8Z,11Z,14Z-eicosatetraenoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylserines (LPSs) enhance glucose transport, lowering blood glucose levels while leaving secretion of insulin unaffected. LPSs have been known as a signaling phospholipid in mast cell biology. They enhance stimulated histamine release and eicosanoid production. LPSs also play a roles in the promotion of phagocytosis of apoptotic cells and resolution of inflammation.		Solid	CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)OCC(O)COP([O-])(=O)OCC([NH3+])C([O-])=O	C26H43NO9P	InChI=1S/C26H44NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-25(29)34-20-23(28)21-35-37(32,33)36-22-24(27)26(30)31/h6-7,9-10,12-13,15-16,23-24,28H,2-5,8,11,14,17-22,27H2,1H3,(H,30,31)(H,32,33)/p-1/b7-6-,10-9-,13-12-,16-15-	XHWSRRGLFMDBOB-DOFZRALJSA-M	544.2680925			MMDBc0045173
BASm0031973	Lyso-PS(0:0/10:0)	Lyso-PS(0:0/10:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PS(0:0/10:0), in particular, consists of one decanoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylserines (LPSs) enhance glucose transport, lowering blood glucose levels while leaving secretion of insulin unaffected. LPSs have been known as a signaling phospholipid in mast cell biology. They enhance stimulated histamine release and eicosanoid production. LPSs also play a roles in the promotion of phagocytosis of apoptotic cells and resolution of inflammation.		Solid	CCCCCCCCCC(=O)OC(CO)COP([O-])(=O)OCC([NH3+])C([O-])=O	C16H31NO9P	InChI=1S/C16H32NO9P/c1-2-3-4-5-6-7-8-9-15(19)26-13(10-18)11-24-27(22,23)25-12-14(17)16(20)21/h13-14,18H,2-12,17H2,1H3,(H,20,21)(H,22,23)/p-1	FJWVLFQUEHGXKT-UHFFFAOYSA-M	412.1741922			MMDBc0045174
BASm0031974	Lyso-PS(0:0/14:0)	Lyso-PS(0:0/14:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PS(0:0/14:0), in particular, consists of one tetradecanoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylserines (LPSs) enhance glucose transport, lowering blood glucose levels while leaving secretion of insulin unaffected. LPSs have been known as a signaling phospholipid in mast cell biology. They enhance stimulated histamine release and eicosanoid production. LPSs also play a roles in the promotion of phagocytosis of apoptotic cells and resolution of inflammation.		Solid	CCCCCCCCCCCCCC(=O)OC(CO)COP([O-])(=O)OCC([NH3+])C([O-])=O	C20H39NO9P	InChI=1S/C20H40NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-19(23)30-17(14-22)15-28-31(26,27)29-16-18(21)20(24)25/h17-18,22H,2-16,21H2,1H3,(H,24,25)(H,26,27)/p-1	TZPRMIGZGQOWBD-UHFFFAOYSA-M	468.2367924			MMDBc0045175
BASm0031975	Lyso-PS(0:0/16:0)	Lyso-PS(0:0/16:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PS(0:0/16:0), in particular, consists of one hexadecanoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylserines (LPSs) enhance glucose transport, lowering blood glucose levels while leaving secretion of insulin unaffected. LPSs have been known as a signaling phospholipid in mast cell biology. They enhance stimulated histamine release and eicosanoid production. LPSs also play a roles in the promotion of phagocytosis of apoptotic cells and resolution of inflammation.		Solid	CCCCCCCCCCCCCCCC(=O)OC(CO)COP([O-])(=O)OCC([NH3+])C([O-])=O	C22H43NO9P	InChI=1S/C22H44NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(25)32-19(16-24)17-30-33(28,29)31-18-20(23)22(26)27/h19-20,24H,2-18,23H2,1H3,(H,26,27)(H,28,29)/p-1	XLEIZQCSNLLRTK-UHFFFAOYSA-M	496.2680925			MMDBc0045176
BASm0031976	Lyso-PS(0:0/16:1(9Z))	Lyso-PS(0:0/16:1(9Z)) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PS(0:0/16:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylserines (LPSs) enhance glucose transport, lowering blood glucose levels while leaving secretion of insulin unaffected. LPSs have been known as a signaling phospholipid in mast cell biology. They enhance stimulated histamine release and eicosanoid production. LPSs also play a roles in the promotion of phagocytosis of apoptotic cells and resolution of inflammation.		Solid	CCCCCC\C=C/CCCCCCCC(=O)OC(CO)COP([O-])(=O)OCC([NH3+])C([O-])=O	C22H41NO9P	InChI=1S/C22H42NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(25)32-19(16-24)17-30-33(28,29)31-18-20(23)22(26)27/h7-8,19-20,24H,2-6,9-18,23H2,1H3,(H,26,27)(H,28,29)/p-1/b8-7-	YPKVUFJKOWMFJK-FPLPWBNLSA-M	494.2524425			MMDBc0045177
BASm0031977	Lyso-PS(0:0/16:1(11Z))	Lyso-PS(0:0/16:1(11Z)) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PS(0:0/16:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylserines (LPSs) enhance glucose transport, lowering blood glucose levels while leaving secretion of insulin unaffected. LPSs have been known as a signaling phospholipid in mast cell biology. They enhance stimulated histamine release and eicosanoid production. LPSs also play a roles in the promotion of phagocytosis of apoptotic cells and resolution of inflammation.		Solid	CCCC\C=C/CCCCCCCCCC(=O)OC(CO)COP([O-])(=O)OCC([NH3+])C([O-])=O	C22H41NO9P	InChI=1S/C22H42NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(25)32-19(16-24)17-30-33(28,29)31-18-20(23)22(26)27/h5-6,19-20,24H,2-4,7-18,23H2,1H3,(H,26,27)(H,28,29)/p-1/b6-5-	NESFXWGVRGXRJU-WAYWQWQTSA-M	494.2524425			MMDBc0045178
BASm0031978	Lyso-PS(0:0/18:0)	Lyso-PS(0:0/18:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PS(0:0/18:0), in particular, consists of one octadecanoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylserines (LPSs) enhance glucose transport, lowering blood glucose levels while leaving secretion of insulin unaffected. LPSs have been known as a signaling phospholipid in mast cell biology. They enhance stimulated histamine release and eicosanoid production. LPSs also play a roles in the promotion of phagocytosis of apoptotic cells and resolution of inflammation.		Solid	CCCCCCCCCCCCCCCCCC(=O)OC(CO)COP([O-])(=O)OCC([NH3+])C([O-])=O	C24H47NO9P	InChI=1S/C24H48NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(27)34-21(18-26)19-32-35(30,31)33-20-22(25)24(28)29/h21-22,26H,2-20,25H2,1H3,(H,28,29)(H,30,31)/p-1	ZLOHYDIRNZQRPC-UHFFFAOYSA-M	524.2993927			MMDBc0045179
BASm0031979	Lyso-PS(0:0/18:2(9Z,11Z))	Lyso-PS(0:0/18:2(9Z,11Z)) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.Lyso-PS(0:0/18:2(9Z,11Z)), in particular, consists of one 9Z,11Z-octadecadienoyl chain.  The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylserines (LPSs) enhance glucose transport, lowering blood glucose levels while leaving secretion of insulin unaffected. LPSs have been known as a signaling phospholipid in mast cell biology. They enhance stimulated histamine release and eicosanoid production. LPSs also play a roles in the promotion of phagocytosis of apoptotic cells and resolution of inflammation.		Solid	CCCCCC\C=C/C=C\CCCCCCCC(=O)OC(CO)COP([O-])(=O)OCC([NH3+])C([O-])=O	C24H43NO9P	InChI=1S/C24H44NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(27)34-21(18-26)19-32-35(30,31)33-20-22(25)24(28)29/h7-10,21-22,26H,2-6,11-20,25H2,1H3,(H,28,29)(H,30,31)/p-1/b8-7-,10-9-	UFVWLLPDOKXLAW-QRLRYFCNSA-M	520.2680925			MMDBc0045181
BASm0031980	MG(10:0/0:0/0:0)	MG(10:0/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(10:0/0:0/0:0), in particular, consists of one decanoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCCCC	C13H26O4	InChI=1S/C13H26O4/c1-2-3-4-5-6-7-8-9-13(16)17-11-12(15)10-14/h12,14-15H,2-11H2,1H3/t12-/m1/s1	LKUNXBRZDFMZOK-GFCCVEGCSA-N	246.1831093			MMDBc0045183
BASm0031981	MG(14:1(9Z/0:0)/0:0/0:0)	MG(14:1(9Z/0:0)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(14:1(9Z/0:0)/0:0/0:0), in particular, consists of one 9Z-tetradecenoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCC\C=C/CCCC	C17H32O4	InChI=1S/C17H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(20)21-15-16(19)14-18/h5-6,16,18-19H,2-4,7-15H2,1H3/b6-5-/t16-/m1/s1	ARCRKLOZHGPFFJ-OGZRUICASA-N	300.2300595			MMDBc0045185
BASm0031982	MG(14:1(11Z/0:0)/0:0/0:0)	MG(14:1(11Z/0:0)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(14:1(11Z/0:0)/0:0/0:0), in particular, consists of one 11Z-tetradecenoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCCCC\C=C/CC	C17H32O4	InChI=1S/C17H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(20)21-15-16(19)14-18/h3-4,16,18-19H,2,5-15H2,1H3/b4-3-/t16-/m1/s1	LAWYYJQHULWAGS-MJSXRHKHSA-N	300.2300595			MMDBc0045186
BASm0031983	MG(15:1(11Z/0:0)/0:0/0:0)	MG(15:1(11Z/0:0)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(15:1(11Z/0:0)/0:0/0:0), in particular, consists of one 11Z-pentadecenoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCCCC\C=C/CCC	C18H34O4	InChI=1S/C18H34O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-18(21)22-16-17(20)15-19/h4-5,17,19-20H,2-3,6-16H2,1H3/b5-4-/t17-/m1/s1	MZQHXEGPDOAKIW-VGOKWCNXSA-N	314.2457096			MMDBc0045187
BASm0031984	MG(15:1(9Z/0:0)/0:0/0:0)	MG(15:1(9Z/0:0)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(15:1(9Z/0:0)/0:0/0:0), in particular, consists of one 9Z-pentadecenoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCC\C=C/CCCCC	C18H34O4	InChI=1S/C18H34O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-18(21)22-16-17(20)15-19/h6-7,17,19-20H,2-5,8-16H2,1H3/b7-6-/t17-/m1/s1	XRWNOCDEVOKWAS-JTGQJZMRSA-N	314.2457096			MMDBc0045188
BASm0031985	MG(16:1(11Z/0:0)/0:0/0:0)	MG(16:1(11Z/0:0)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(16:1(11Z/0:0)/0:0/0:0), in particular, consists of one 11Z-hexadecenoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCCCC\C=C/CCCC	C19H36O4	InChI=1S/C19H36O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(22)23-17-18(21)16-20/h5-6,18,20-21H,2-4,7-17H2,1H3/b6-5-/t18-/m1/s1	SMZGZIJXIMAXFJ-OOFWQKGWSA-N	328.2613596			MMDBc0045189
BASm0031986	MG(16:1(9Z/0:0)/0:0/0:0)	MG(16:1(9Z/0:0)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(16:1(9Z/0:0)/0:0/0:0), in particular, consists of one 9Z-hexadecenoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCC\C=C/CCCCCC	C19H36O4	InChI=1S/C19H36O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(22)23-17-18(21)16-20/h7-8,18,20-21H,2-6,9-17H2,1H3/b8-7-/t18-/m1/s1	KVYUBFKSKZWZSV-JTHGQSKGSA-N	328.2613596			MMDBc0045190
BASm0031987	MG(18:1(11Z/0:0)/0:0/0:0)	MG(18:1(11Z/0:0)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(18:1(11Z/0:0)/0:0/0:0), in particular, consists of one 11Z-octadecenoyl chain at the C-1 position.		Solid	[H]\C(CCCCCC)=C(/[H])CCCCCCCCCC(=O)OC[C@]([H])(O)CO	C21H40O4	InChI=1S/C21H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h7-8,20,22-23H,2-6,9-19H2,1H3/b8-7-/t20-/m1/s1	KJHYUSLWTPMFTN-WHXUGTBJSA-N	356.2926598			MMDBc0045192
BASm0031988	MG(20:0/0:0/0:0)	MG(20:0/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(20:0/0:0/0:0), in particular, consists of one eicosanoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCCCCCCCCCCCCCC	C23H46O4	InChI=1S/C23H46O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)27-21-22(25)20-24/h22,24-25H,2-21H2,1H3/t22-/m1/s1	UMEKPPOFCOUEDT-JOCHJYFZSA-N	386.33961			MMDBc0045194
BASm0031989	MG(20:1(11Z/0:0)/0:0/0:0)	MG(20:1(11Z/0:0)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(20:1(11Z/0:0)/0:0/0:0), in particular, consists of one 11Z-eicosenoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCCCC\C=C/CCCCCCCC	C23H44O4	InChI=1S/C23H44O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)27-21-22(25)20-24/h9-10,22,24-25H,2-8,11-21H2,1H3/b10-9-/t22-/m1/s1	HPTOSMWVVSKAGZ-MZMPXXGTSA-N	384.3239599			MMDBc0045195
BASm0031990	MG(20:1(9Z/0:0)/0:0/0:0)	MG(20:1(9Z/0:0)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(20:1(9Z/0:0)/0:0/0:0), in particular, consists of one 9Z-eicosenoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCC\C=C/CCCCCCCCCC	C23H44O4	InChI=1S/C23H44O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)27-21-22(25)20-24/h11-12,22,24-25H,2-10,13-21H2,1H3/b12-11-/t22-/m1/s1	PBYKCYPLADSNDM-SSSWZJSRSA-N	384.3239599			MMDBc0045196
BASm0031991	MG(22:0/0:0/0:0)	MG(22:0/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(22:0/0:0/0:0), in particular, consists of one docosanoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCCCCCCCCCCCCCCCC	C25H50O4	InChI=1S/C25H50O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(28)29-23-24(27)22-26/h24,26-27H,2-23H2,1H3/t24-/m1/s1	OKMWKBLSFKFYGZ-XMMPIXPASA-N	414.3709101			MMDBc0045197
BASm0031992	MG(22:1(11Z/0:0)/0:0/0:0)	MG(22:1(11Z/0:0)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(22:1(11Z/0:0)/0:0/0:0), in particular, consists of one 11Z-docosenoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C25H48O4	InChI=1S/C25H48O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(28)29-23-24(27)22-26/h11-12,24,26-27H,2-10,13-23H2,1H3/b12-11-/t24-/m1/s1	VRJOKIPQSHXLPN-FJIRUFBNSA-N	412.35526			MMDBc0045198
BASm0031993	MG(22:1(9Z/0:0)/0:0/0:0)	MG(22:1(9Z/0:0)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(22:1(9Z/0:0)/0:0/0:0), in particular, consists of one 9Z-docosenoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C25H48O4	InChI=1S/C25H48O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(28)29-23-24(27)22-26/h13-14,24,26-27H,2-12,15-23H2,1H3/b14-13-/t24-/m1/s1	TUHDTSKWABFWFV-QDGLUTFLSA-N	412.35526			MMDBc0045199
BASm0031994	MG(23:1(11Z/0:0)/0:0/0:0)	MG(23:1(11Z/0:0)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(23:1(11Z/0:0)/0:0/0:0), in particular, consists of one 11Z-tricosanoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C26H50O4	InChI=1S/C26H50O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-26(29)30-24-25(28)23-27/h12-13,25,27-28H,2-11,14-24H2,1H3/b13-12-/t25-/m1/s1	POGAAPBECAPQER-PTGWMXDISA-N	426.3709101			MMDBc0045200
BASm0031995	MG(23:1(9Z/0:0)/0:0/0:0)	MG(23:1(9Z/0:0)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(23:1(9Z/0:0)/0:0/0:0), in particular, consists of one 9Z-tricosanoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C26H50O4	InChI=1S/C26H50O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-26(29)30-24-25(28)23-27/h14-15,25,27-28H,2-13,16-24H2,1H3/b15-14-/t25-/m1/s1	HANJXLRVIYFYFS-IHXXNJTDSA-N	426.3709101			MMDBc0045201
BASm0031996	MG(24:1(11Z/0:0)/0:0/0:0)	MG(24:1(11Z/0:0)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(24:1(11Z/0:0)/0:0/0:0), in particular, consists of one 11Z-tetracosenoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C27H52O4	InChI=1S/C27H52O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-27(30)31-25-26(29)24-28/h13-14,26,28-29H,2-12,15-25H2,1H3/b14-13-/t26-/m1/s1	ZUPXMKUDTNEWLD-JKCKFMQZSA-N	440.3865602			MMDBc0045202
BASm0031997	MG(24:1(9Z/0:0)/0:0/0:0)	MG(24:1(9Z/0:0)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(24:1(9Z/0:0)/0:0/0:0), in particular, consists of one 9Z-tetracosenoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C27H52O4	InChI=1S/C27H52O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-27(30)31-25-26(29)24-28/h15-16,26,28-29H,2-14,17-25H2,1H3/b16-15-/t26-/m1/s1	FSTYVRRPYFIBJH-JUXNATCKSA-N	440.3865602			MMDBc0045203
BASm0031998	MG(24:0/0:0/0:0)	MG(24:0/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(24:0/0:0/0:0), in particular, consists of one tetracosanoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C27H54O4	InChI=1S/C27H54O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-27(30)31-25-26(29)24-28/h26,28-29H,2-25H2,1H3/t26-/m1/s1	KIWLCEXSSGNBJU-AREMUKBSSA-N	442.4022102			MMDBc0045204
BASm0031999	MG(25:0/0:0/0:0)	MG(25:0/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(25:0/0:0/0:0), in particular, consists of one pentacosanoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C28H56O4	InChI=1S/C28H56O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-28(31)32-26-27(30)25-29/h27,29-30H,2-26H2,1H3/t27-/m1/s1	DABJDCHPZYPQOG-HHHXNRCGSA-N	456.4178603			MMDBc0045205
BASm0032000	MG(25:1(11Z/0:0)/0:0/0:0)	MG(25:1(11Z/0:0)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(25:1(11Z/0:0)/0:0/0:0), in particular, consists of one 11Z-pentacosanoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C28H54O4	InChI=1S/C28H54O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-28(31)32-26-27(30)25-29/h14-15,27,29-30H,2-13,16-26H2,1H3/b15-14-/t27-/m1/s1	UVWGCUUCVQBRSO-GTPZACKGSA-N	454.4022102			MMDBc0045206
BASm0032001	MG(25:1(9Z/0:0)/0:0/0:0)	MG(25:1(9Z/0:0)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(25:1(9Z/0:0)/0:0/0:0), in particular, consists of one 9Z-pentacosenoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C28H54O4	InChI=1S/C28H54O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-28(31)32-26-27(30)25-29/h16-17,27,29-30H,2-15,18-26H2,1H3/b17-16-/t27-/m1/s1	JIFUAYBRCMAAHL-BDJBOAAQSA-N	454.4022102			MMDBc0045207
BASm0032002	MG(26:0/0:0/0:0)	MG(26:0/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(26:0/0:0/0:0), in particular, consists of one hexacosanoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C29H58O4	InChI=1S/C29H58O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-29(32)33-27-28(31)26-30/h28,30-31H,2-27H2,1H3/t28-/m1/s1	QAJHAMGOPUEFRR-MUUNZHRXSA-N	470.4335103			MMDBc0045208
BASm0032003	MG(26:1(11Z/0:0)/0:0/0:0)	MG(26:1(11Z/0:0)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(26:1(11Z/0:0)/0:0/0:0), in particular, consists of one 11Z-hexacosenoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C29H56O4	InChI=1S/C29H56O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-29(32)33-27-28(31)26-30/h14-15,28,30-31H,2-13,16-27H2,1H3/b15-14-/t28-/m1/s1	BJSZVIKSBISSKT-KYEYSNFOSA-N	468.4178603			MMDBc0045209
BASm0032004	MG(26:1(9Z/0:0)/0:0/0:0)	MG(26:1(9Z/0:0)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(26:1(9Z/0:0)/0:0/0:0), in particular, consists of one 9Z-hexacosenoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C30H58O4	InChI=1S/C30H58O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-30(33)34-28-29(32)27-31/h17-18,29,31-32H,2-16,19-28H2,1H3/b18-17-/t29-/m1/s1	WMYAHYPJJUSWKK-UUIZBEJXSA-N	482.4335103			MMDBc0045210
BASm0032005	MG(27:0/0:0/0:0)	MG(27:0/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(27:0/0:0/0:0), in particular, consists of one heptacosanoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C30H60O4	InChI=1S/C30H60O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-30(33)34-28-29(32)27-31/h29,31-32H,2-28H2,1H3/t29-/m1/s1	UBPHNKCXZWAOFK-GDLZYMKVSA-N	484.4491604			MMDBc0045211
BASm0032006	MG(27:1(11Z/0:0)/0:0/0:0)	MG(27:1(11Z/0:0)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(27:1(11Z/0:0)/0:0/0:0), in particular, consists of one 11Z-heptacosanoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C30H58O4	InChI=1S/C30H58O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-30(33)34-28-29(32)27-31/h16-17,29,31-32H,2-15,18-28H2,1H3/b17-16-/t29-/m1/s1	QZCLIZOMWUWXTL-SMYCTJQJSA-N	482.4335103			MMDBc0045212
BASm0032007	MG(27:1(9Z/0:0)/0:0/0:0)	MG(27:1(9Z/0:0)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(27:1(9Z/0:0)/0:0/0:0), in particular, consists of one 9Z-heptacosanoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C30H58O4	InChI=1S/C30H58O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-30(33)34-28-29(32)27-31/h18-19,29,31-32H,2-17,20-28H2,1H3/b19-18-/t29-/m1/s1	PGJCCXKQIMSBIG-CUNTYZFUSA-N	482.4335103			MMDBc0045213
BASm0032008	MG(28:0/0:0/0:0)	MG(28:0/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(28:0/0:0/0:0), in particular, consists of one octacosanoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C31H62O4	InChI=1S/C31H62O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-31(34)35-29-30(33)28-32/h30,32-33H,2-29H2,1H3/t30-/m1/s1	BQMPZRKQANYIQU-SSEXGKCCSA-N	498.4648105			MMDBc0045214
BASm0032009	MG(28:1(11Z/0:0)/0:0/0:0)	MG(28:1(11Z/0:0)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(28:1(11Z/0:0)/0:0/0:0), in particular, consists of one 11Z-octacosanoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C31H60O4	InChI=1S/C31H60O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-31(34)35-29-30(33)28-32/h16-17,30,32-33H,2-15,18-29H2,1H3/b17-16-/t30-/m1/s1	BPLWJRSEPJUHBI-PAWAISHBSA-N	496.4491604			MMDBc0045215
BASm0032010	MG(28:1(9Z/0:0)/0:0/0:0)	MG(28:1(9Z/0:0)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(28:1(9Z/0:0)/0:0/0:0), in particular, consists of one 9Z-octacosanoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C31H60O4	InChI=1S/C31H60O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-31(34)35-29-30(33)28-32/h18-19,30,32-33H,2-17,20-29H2,1H3/b19-18-/t30-/m1/s1	JUZABRACJORHGA-YMDGAWCUSA-N	496.4491604			MMDBc0045216
BASm0032011	MG(29:0/0:0/0:0)	MG(29:0/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(29:0/0:0/0:0), in particular, consists of one nonacosanoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C32H64O4	InChI=1S/C32H64O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-32(35)36-30-31(34)29-33/h31,33-34H,2-30H2,1H3/t31-/m1/s1	PEVUFEPPDDXNNI-WJOKGBTCSA-N	512.4804605			MMDBc0045217
BASm0032012	MG(30:0/0:0/0:0)	MG(30:0/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(30:0/0:0/0:0), in particular, consists of one tricontanoyl chain at the C-1 position.		Solid	[H][C@@](O)(CO)COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C33H66O4	InChI=1S/C33H66O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-33(36)37-31-32(35)30-34/h32,34-35H,2-31H2,1H3/t32-/m1/s1	MLGMWWAJQYZVDD-JGCGQSQUSA-N	526.4961106			MMDBc0045218
BASm0032013	PA(10:0/10:0)	PA(10:0/10:0)is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/10:0), in particular, consists of two decanoyl chain at positions C-1 and C2. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC	C23H45O8P	InChI=1S/C23H45O8P/c1-3-5-7-9-11-13-15-17-22(24)29-19-21(20-30-32(26,27)28)31-23(25)18-16-14-12-10-8-6-4-2/h21H,3-20H2,1-2H3,(H2,26,27,28)/t21-/m1/s1	PHQFPHNJHDEXLJ-OAQYLSRUSA-N	480.2852054			MMDBc0045219
BASm0032014	PA(10:0/12:0)	PA(10:0/12:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/12:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one dodecanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCC	C25H49O8P	InChI=1S/C25H49O8P/c1-3-5-7-9-11-12-14-16-18-20-25(27)33-23(22-32-34(28,29)30)21-31-24(26)19-17-15-13-10-8-6-4-2/h23H,3-22H2,1-2H3,(H2,28,29,30)/t23-/m1/s1	OPYRXYAAAFJBQL-HSZRJFAPSA-N	508.3165055			MMDBc0045220
BASm0032015	PA(10:0/14:0)	PA(10:0/14:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/14:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one tetradecanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCC	C27H53O8P	InChI=1S/C27H53O8P/c1-3-5-7-9-11-12-13-14-16-18-20-22-27(29)35-25(24-34-36(30,31)32)23-33-26(28)21-19-17-15-10-8-6-4-2/h25H,3-24H2,1-2H3,(H2,30,31,32)/t25-/m1/s1	XKOAMGYRGHGUOB-RUZDIDTESA-N	536.3478057			MMDBc0045221
BASm0032016	PA(10:0/15:0)	PA(10:0/15:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/15:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCC	C28H55O8P	InChI=1S/C28H55O8P/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-28(30)36-26(25-35-37(31,32)33)24-34-27(29)22-20-18-16-10-8-6-4-2/h26H,3-25H2,1-2H3,(H2,31,32,33)/t26-/m1/s1	QAXRVTGDZUKRTG-AREMUKBSSA-N	550.3634557			MMDBc0045222
BASm0032017	PA(10:0/16:0)	PA(10:0/16:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/16:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC	C29H57O8P	InChI=1S/C29H57O8P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-29(31)37-27(26-36-38(32,33)34)25-35-28(30)23-21-19-17-10-8-6-4-2/h27H,3-26H2,1-2H3,(H2,32,33,34)/t27-/m1/s1	NLQXWVJAJKESAP-HHHXNRCGSA-N	564.3791058			MMDBc0045223
BASm0032018	PA(12:0/12:0)	PA(12:0/12:0)is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/12:0), in particular, consists of two dodecanoyl chain at positions C-1 and C2. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCC	C27H53O8P	InChI=1S/C27H53O8P/c1-3-5-7-9-11-13-15-17-19-21-26(28)33-23-25(24-34-36(30,31)32)35-27(29)22-20-18-16-14-12-10-8-6-4-2/h25H,3-24H2,1-2H3,(H2,30,31,32)/t25-/m1/s1	OKLASJZQBDJAPH-RUZDIDTESA-N	536.3478057			MMDBc0045224
BASm0032019	PA(12:0/14:0)	PA(12:0/14:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/14:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one tetradecanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCC	C29H57O8P	InChI=1S/C29H57O8P/c1-3-5-7-9-11-13-14-16-18-20-22-24-29(31)37-27(26-36-38(32,33)34)25-35-28(30)23-21-19-17-15-12-10-8-6-4-2/h27H,3-26H2,1-2H3,(H2,32,33,34)/t27-/m1/s1	UYOIGTVMJVHOSC-HHHXNRCGSA-N	564.3791053			MMDBc0045225
BASm0032020	PA(12:0/15:0)	PA(12:0/15:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/15:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCC	C30H59O8P	InChI=1S/C30H59O8P/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-30(32)38-28(27-37-39(33,34)35)26-36-29(31)24-22-20-18-16-12-10-8-6-4-2/h28H,3-27H2,1-2H3,(H2,33,34,35)/t28-/m1/s1	LRPLRTYWTQDDLD-MUUNZHRXSA-N	578.3947559			MMDBc0045226
BASm0032021	PA(14:0/14:0)	PA(14:0/14:0)is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/14:0), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCC	C31H61O8P	InChI=1S/C31H61O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(32)37-27-29(28-38-40(34,35)36)39-31(33)26-24-22-20-18-16-14-12-10-8-6-4-2/h29H,3-28H2,1-2H3,(H2,34,35,36)/t29-/m1/s1	OZSITQMWYBNPMW-GDLZYMKVSA-N	592.4104059			MMDBc0045227
BASm0032022	PA(14:0/15:0)	PA(14:0/15:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/15:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCC	C32H63O8P	InChI=1S/C32H63O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(34)40-30(29-39-41(35,36)37)28-38-31(33)26-24-22-20-18-16-14-12-10-8-6-4-2/h30H,3-29H2,1-2H3,(H2,35,36,37)/t30-/m1/s1	GAGOPJDBYKBMQW-SSEXGKCCSA-N	606.426056			MMDBc0045228
BASm0032023	PA(10:0/14:1(9Z))	PA(10:0/14:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/14:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-tetradecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCC	C27H51O8P	InChI=1S/C27H51O8P/c1-3-5-7-9-11-12-13-14-16-18-20-22-27(29)35-25(24-34-36(30,31)32)23-33-26(28)21-19-17-15-10-8-6-4-2/h9,11,25H,3-8,10,12-24H2,1-2H3,(H2,30,31,32)/b11-9-/t25-/m1/s1	MXUCLQXADLGFQS-WNFFGTKGSA-N	534.3321556			MMDBc0045229
BASm0032024	PA(10:0/14:1(11Z))	PA(10:0/14:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/14:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-tetradecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CC	C27H51O8P	InChI=1S/C27H51O8P/c1-3-5-7-9-11-12-13-14-16-18-20-22-27(29)35-25(24-34-36(30,31)32)23-33-26(28)21-19-17-15-10-8-6-4-2/h5,7,25H,3-4,6,8-24H2,1-2H3,(H2,30,31,32)/b7-5-/t25-/m1/s1	DRWORMXLQZVYAW-YUHIZENFSA-N	534.3321556			MMDBc0045230
BASm0032025	PA(12:0/14:1(9Z))	PA(12:0/14:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/14:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-tetradecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCC	C29H55O8P	InChI=1S/C29H55O8P/c1-3-5-7-9-11-13-14-16-18-20-22-24-29(31)37-27(26-36-38(32,33)34)25-35-28(30)23-21-19-17-15-12-10-8-6-4-2/h9,11,27H,3-8,10,12-26H2,1-2H3,(H2,32,33,34)/b11-9-/t27-/m1/s1	JIEKTNYKXHHALN-YLYQOIPRSA-N	562.3634557			MMDBc0045231
BASm0032026	PA(12:0/14:1(11Z))	PA(12:0/14:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/14:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-tetradecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CC	C29H55O8P	InChI=1S/C29H55O8P/c1-3-5-7-9-11-13-14-16-18-20-22-24-29(31)37-27(26-36-38(32,33)34)25-35-28(30)23-21-19-17-15-12-10-8-6-4-2/h5,7,27H,3-4,6,8-26H2,1-2H3,(H2,32,33,34)/b7-5-/t27-/m1/s1	FAVWUMPVIUSCSV-HNYVIFEESA-N	562.3634557			MMDBc0045232
BASm0032027	PA(14:0/14:1(9Z))	PA(14:0/14:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/14:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-tetradecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCC	C31H59O8P	InChI=1S/C31H59O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(32)37-27-29(28-38-40(34,35)36)39-31(33)26-24-22-20-18-16-14-12-10-8-6-4-2/h10,12,29H,3-9,11,13-28H2,1-2H3,(H2,34,35,36)/b12-10-/t29-/m1/s1	BTHNPADFEAXVFZ-PTTAUQLNSA-N	590.3947559			MMDBc0045233
BASm0032028	PA(14:0/14:1(11Z))	PA(14:0/14:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/14:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-tetradecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CC	C31H59O8P	InChI=1S/C31H59O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(32)37-27-29(28-38-40(34,35)36)39-31(33)26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8,29H,3-5,7,9-28H2,1-2H3,(H2,34,35,36)/b8-6-/t29-/m1/s1	HECNZHBOZTVJCD-PQTHLJHKSA-N	590.3947559			MMDBc0045234
BASm0032029	PA(14:1(9Z)/15:0)	PA(14:1(9Z)/15:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(9Z)/15:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCC	C32H61O8P	InChI=1S/C32H61O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(34)40-30(29-39-41(35,36)37)28-38-31(33)26-24-22-20-18-16-14-12-10-8-6-4-2/h10,12,30H,3-9,11,13-29H2,1-2H3,(H2,35,36,37)/b12-10-/t30-/m1/s1	HNGDGADCYNGKOE-SPMUYJKHSA-N	604.4104059			MMDBc0045235
BASm0032030	PA(14:1(11Z)/15:0)	PA(14:1(11Z)/15:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(11Z)/15:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCC	C32H61O8P	InChI=1S/C32H61O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(34)40-30(29-39-41(35,36)37)28-38-31(33)26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8,30H,3-5,7,9-29H2,1-2H3,(H2,35,36,37)/b8-6-/t30-/m1/s1	YDTLICWGNJZWBN-VKKDWNSXSA-N	604.4104059			MMDBc0045236
BASm0032031	PA(15:0/15:0)	PA(15:0/15:0)is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0/15:0), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCC	C33H65O8P	InChI=1S/C33H65O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(34)39-29-31(30-40-42(36,37)38)41-33(35)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h31H,3-30H2,1-2H3,(H2,36,37,38)/t31-/m1/s1	OVLNVEPIDBCLGL-WJOKGBTCSA-N	620.4417061			MMDBc0045237
BASm0032032	PA(10:0/20:1(13Z))	PA(10:0/20:1(13Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/20:1(13Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C33H63O8P	InChI=1S/C33H63O8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-22-24-26-28-33(35)41-31(30-40-42(36,37)38)29-39-32(34)27-25-23-21-10-8-6-4-2/h12-13,31H,3-11,14-30H2,1-2H3,(H2,36,37,38)/b13-12-/t31-/m1/s1	AWBFTPXITJARLP-RPUPUBLZSA-N	618.426056			MMDBc0045238
BASm0032033	PA(10:0/20:1(11Z))	PA(10:0/20:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/20:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C33H63O8P	InChI=1S/C33H63O8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-22-24-26-28-33(35)41-31(30-40-42(36,37)38)29-39-32(34)27-25-23-21-10-8-6-4-2/h14-15,31H,3-13,16-30H2,1-2H3,(H2,36,37,38)/b15-14-/t31-/m1/s1	HOTVZVRKCQTXEX-BPRWFLIUSA-N	618.426056			MMDBc0045239
BASm0032034	PA(10:0/15:1(9Z))	PA(10:0/15:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/15:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCC	C28H53O8P	InChI=1S/C28H53O8P/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-28(30)36-26(25-35-37(31,32)33)24-34-27(29)22-20-18-16-10-8-6-4-2/h11-12,26H,3-10,13-25H2,1-2H3,(H2,31,32,33)/b12-11-/t26-/m1/s1	PANCWJCYIKRRMV-XCMWCYMESA-N	548.3478057			MMDBc0045240
BASm0032035	PA(10:0/15:1(11Z))	PA(10:0/15:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/15:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCC	C28H53O8P	InChI=1S/C28H53O8P/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-28(30)36-26(25-35-37(31,32)33)24-34-27(29)22-20-18-16-10-8-6-4-2/h7,9,26H,3-6,8,10-25H2,1-2H3,(H2,31,32,33)/b9-7-/t26-/m1/s1	PTWIVYGPEHIVPA-DYELONKMSA-N	548.3478057			MMDBc0045241
BASm0032036	PA(10:0/16:1(9Z))	PA(10:0/16:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/16:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC	C29H55O8P	InChI=1S/C29H55O8P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-29(31)37-27(26-36-38(32,33)34)25-35-28(30)23-21-19-17-10-8-6-4-2/h12-13,27H,3-11,14-26H2,1-2H3,(H2,32,33,34)/b13-12-/t27-/m1/s1	CFUQULPFGRRHOX-MEOKJUQFSA-N	562.3634557			MMDBc0045242
BASm0032037	PA(10:0/16:1(11Z))	PA(10:0/16:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/16:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCC	C29H55O8P	InChI=1S/C29H55O8P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-29(31)37-27(26-36-38(32,33)34)25-35-28(30)23-21-19-17-10-8-6-4-2/h9,11,27H,3-8,10,12-26H2,1-2H3,(H2,32,33,34)/b11-9-/t27-/m1/s1	PZUKTYAGZQCPAH-YLYQOIPRSA-N	562.3634557			MMDBc0045243
BASm0032038	PA(12:0/18:1(9Z))	PA(12:0/18:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/18:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C33H63O8P	InChI=1S/C33H63O8P/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-33(35)41-31(30-40-42(36,37)38)29-39-32(34)27-25-23-21-19-12-10-8-6-4-2/h15-16,31H,3-14,17-30H2,1-2H3,(H2,36,37,38)/b16-15-/t31-/m1/s1	USISMMHLWIDRBP-AHVPQQLLSA-N	618.426056			MMDBc0045244
BASm0032039	PA(12:0/18:1(11Z))	PA(12:0/18:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/18:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C33H63O8P	InChI=1S/C33H63O8P/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-33(35)41-31(30-40-42(36,37)38)29-39-32(34)27-25-23-21-19-12-10-8-6-4-2/h13-14,31H,3-12,15-30H2,1-2H3,(H2,36,37,38)/b14-13-/t31-/m1/s1	VHMQLKFEPXSDNL-LLDSFBTISA-N	618.426056			MMDBc0045245
BASm0032040	PA(12:0/15:1(9Z))	PA(12:0/15:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/15:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCC	C30H57O8P	InChI=1S/C30H57O8P/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-30(32)38-28(27-37-39(33,34)35)26-36-29(31)24-22-20-18-16-12-10-8-6-4-2/h11,13,28H,3-10,12,14-27H2,1-2H3,(H2,33,34,35)/b13-11-/t28-/m1/s1	HPCNOZLMAOCFKZ-ACWSPVJKSA-N	576.3791058			MMDBc0045246
BASm0032041	PA(12:0/15:1(11Z))	PA(12:0/15:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/15:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCC	C30H57O8P	InChI=1S/C30H57O8P/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-30(32)38-28(27-37-39(33,34)35)26-36-29(31)24-22-20-18-16-12-10-8-6-4-2/h7,9,28H,3-6,8,10-27H2,1-2H3,(H2,33,34,35)/b9-7-/t28-/m1/s1	RNRQYXDNTFFKSX-QPNHNCKLSA-N	576.3791058			MMDBc0045247
BASm0032042	PA(14:0/16:1(11Z))	PA(14:0/16:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/16:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCC	C33H63O8P	InChI=1S/C33H63O8P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(35)41-31(30-40-42(36,37)38)29-39-32(34)27-25-23-21-19-17-14-12-10-8-6-4-2/h9,11,31H,3-8,10,12-30H2,1-2H3,(H2,36,37,38)/b11-9-/t31-/m1/s1	BOZTUBWHGFWUDU-HEDIVAJHSA-N	618.426056			MMDBc0045248
BASm0032043	PA(14:0/15:1(9Z))	PA(14:0/15:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/15:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCC	C32H61O8P	InChI=1S/C32H61O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(34)40-30(29-39-41(35,36)37)28-38-31(33)26-24-22-20-18-16-14-12-10-8-6-4-2/h11,13,30H,3-10,12,14-29H2,1-2H3,(H2,35,36,37)/b13-11-/t30-/m1/s1	DIBBCUHKWZFHFX-LBFWNMTJSA-N	604.4104059			MMDBc0045249
BASm0032044	PA(14:0/15:1(11Z))	PA(14:0/15:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/15:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCC	C32H61O8P	InChI=1S/C32H61O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(34)40-30(29-39-41(35,36)37)28-38-31(33)26-24-22-20-18-16-14-12-10-8-6-4-2/h7,9,30H,3-6,8,10-29H2,1-2H3,(H2,35,36,37)/b9-7-/t30-/m1/s1	NHZGRIDDYHIHLE-BSMZWVCDSA-N	604.4104059			MMDBc0045250
BASm0032045	PA(14:1(11Z)/16:0)	PA(14:1(11Z)/16:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(11Z)/16:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC	C33H63O8P	InChI=1S/C33H63O8P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(35)41-31(30-40-42(36,37)38)29-39-32(34)27-25-23-21-19-17-14-12-10-8-6-4-2/h6,8,31H,3-5,7,9-30H2,1-2H3,(H2,36,37,38)/b8-6-/t31-/m1/s1	NFGVVKRESUVMAI-GERYXHTGSA-N	618.426056			MMDBc0045251
BASm0032046	PA(15:0/15:1(9Z))	PA(15:0/15:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0/15:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCC	C33H63O8P	InChI=1S/C33H63O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(34)39-29-31(30-40-42(36,37)38)41-33(35)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,31H,3-11,13,15-30H2,1-2H3,(H2,36,37,38)/b14-12-/t31-/m1/s1	JTXJBIIJUNQPHX-GAVWFOKVSA-N	618.426056			MMDBc0045252
BASm0032047	PA(15:0/15:1(11Z))	PA(15:0/15:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0/15:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCC	C33H63O8P	InChI=1S/C33H63O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(34)39-29-31(30-40-42(36,37)38)41-33(35)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8,10,31H,3-7,9,11-30H2,1-2H3,(H2,36,37,38)/b10-8-/t31-/m1/s1	FQEAERMTCRKOBA-QZGVAVBZSA-N	618.426056			MMDBc0045253
BASm0032048	PA(12:0/16:1(11Z))	PA(12:0/16:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/16:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCC	C31H59O8P	InChI=1S/C31H59O8P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-31(33)39-29(28-38-40(34,35)36)27-37-30(32)25-23-21-19-17-12-10-8-6-4-2/h9,11,29H,3-8,10,12-28H2,1-2H3,(H2,34,35,36)/b11-9-/t29-/m1/s1	BVQWMHASQIVPGK-HQGHLRICSA-N	590.3947559			MMDBc0045254
BASm0032049	PA(14:1(9Z)/14:1(9Z))	PA(14:1(9Z)/14:1(9Z))is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(9Z)/14:1(9Z)), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCC	C31H57O8P	InChI=1S/C31H57O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(32)37-27-29(28-38-40(34,35)36)39-31(33)26-24-22-20-18-16-14-12-10-8-6-4-2/h9-12,29H,3-8,13-28H2,1-2H3,(H2,34,35,36)/b11-9-,12-10-/t29-/m1/s1	WAHAFKLDHYLSIB-DNUNUQSRSA-N	588.3791058			MMDBc0045255
BASm0032050	PA(14:1(9Z)/14:1(11Z))	PA(14:1(9Z)/14:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(9Z)/14:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-tetradecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CC	C31H57O8P	InChI=1S/C31H57O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(32)37-27-29(28-38-40(34,35)36)39-31(33)26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8-9,11,29H,3-5,7,10,12-28H2,1-2H3,(H2,34,35,36)/b8-6-,11-9-/t29-/m1/s1	KTBUBPYRMBEEDZ-SCFNTBOFSA-N	588.3791058			MMDBc0045256
BASm0032051	PA(14:1(11Z)/14:1(9Z))	PA(14:1(11Z)/14:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(11Z)/14:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-tetradecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCC	C31H57O8P	InChI=1S/C31H57O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(32)37-27-29(28-38-40(34,35)36)39-31(33)26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,10,12,29H,3-4,6,8-9,11,13-28H2,1-2H3,(H2,34,35,36)/b7-5-,12-10-/t29-/m1/s1	KPVRHGUKBYYCQE-YVBSFCGHSA-N	588.3791058			MMDBc0045257
BASm0032052	PA(14:1(11Z)/14:1(11Z))	PA(14:1(11Z)/14:1(11Z))is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(11Z)/14:1(11Z)), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CC	C31H57O8P	InChI=1S/C31H57O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(32)37-27-29(28-38-40(34,35)36)39-31(33)26-24-22-20-18-16-14-12-10-8-6-4-2/h5-8,29H,3-4,9-28H2,1-2H3,(H2,34,35,36)/b7-5-,8-6-/t29-/m1/s1	AVBUBBPKLYSVAD-SQILNWPUSA-N	588.3791058			MMDBc0045258
BASm0032053	PA(14:1(9Z)/15:1(9Z))	PA(14:1(9Z)/15:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(9Z)/15:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCC	C32H59O8P	InChI=1S/C32H59O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(34)40-30(29-39-41(35,36)37)28-38-31(33)26-24-22-20-18-16-14-12-10-8-6-4-2/h10-13,30H,3-9,14-29H2,1-2H3,(H2,35,36,37)/b12-10-,13-11-/t30-/m1/s1	TWEQLENCVWUKPW-OLFVASKPSA-N	602.3947559			MMDBc0045259
BASm0032054	PA(14:1(9Z)/15:1(11Z))	PA(14:1(9Z)/15:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(9Z)/15:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCC	C32H59O8P	InChI=1S/C32H59O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(34)40-30(29-39-41(35,36)37)28-38-31(33)26-24-22-20-18-16-14-12-10-8-6-4-2/h7,9-10,12,30H,3-6,8,11,13-29H2,1-2H3,(H2,35,36,37)/b9-7-,12-10-/t30-/m1/s1	HNFYHJNGRQRQNL-ZGMHSBIHSA-N	602.3947559			MMDBc0045260
BASm0032055	PA(14:1(11Z)/15:1(9Z))	PA(14:1(11Z)/15:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(11Z)/15:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCC	C32H59O8P	InChI=1S/C32H59O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(34)40-30(29-39-41(35,36)37)28-38-31(33)26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8,11,13,30H,3-5,7,9-10,12,14-29H2,1-2H3,(H2,35,36,37)/b8-6-,13-11-/t30-/m1/s1	VRHYPDZGMQLMGV-JWQKABGBSA-N	602.3947559			MMDBc0045261
BASm0032056	PA(14:1(11Z)/15:1(11Z))	PA(14:1(11Z)/15:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(11Z)/15:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCC	C32H59O8P	InChI=1S/C32H59O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(34)40-30(29-39-41(35,36)37)28-38-31(33)26-24-22-20-18-16-14-12-10-8-6-4-2/h6-9,30H,3-5,10-29H2,1-2H3,(H2,35,36,37)/b8-6-,9-7-/t30-/m1/s1	HJMCKTZGOAOKSZ-ADUBENHOSA-N	602.3947559			MMDBc0045262
BASm0032057	PA(14:1(9Z)/16:1(9Z))	PA(14:1(9Z)/16:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(9Z)/16:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC	C33H61O8P	InChI=1S/C33H61O8P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(35)41-31(30-40-42(36,37)38)29-39-32(34)27-25-23-21-19-17-14-12-10-8-6-4-2/h10,12-13,15,31H,3-9,11,14,16-30H2,1-2H3,(H2,36,37,38)/b12-10-,15-13-/t31-/m1/s1	BLWZFAQEWKJMSQ-XCVQYDNVSA-N	616.4104059			MMDBc0045263
BASm0032058	PA(14:1(9Z)/16:1(11Z))	PA(14:1(9Z)/16:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCC	C33H61O8P	InChI=1S/C33H61O8P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(35)41-31(30-40-42(36,37)38)29-39-32(34)27-25-23-21-19-17-14-12-10-8-6-4-2/h9-12,31H,3-8,13-30H2,1-2H3,(H2,36,37,38)/b11-9-,12-10-/t31-/m1/s1	JAHIMRHDZYYMRV-HFQSORNJSA-N	616.4104059			MMDBc0045264
BASm0032059	PA(14:1(11Z)/16:1(9Z))	PA(14:1(11Z)/16:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC	C33H61O8P	InChI=1S/C33H61O8P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(35)41-31(30-40-42(36,37)38)29-39-32(34)27-25-23-21-19-17-14-12-10-8-6-4-2/h6,8,13,15,31H,3-5,7,9-12,14,16-30H2,1-2H3,(H2,36,37,38)/b8-6-,15-13-/t31-/m1/s1	NJBBKYOFVZZYFJ-ZKUVTVQDSA-N	616.4104059			MMDBc0045265
BASm0032060	PA(14:1(11Z)/16:1(11Z))	PA(14:1(11Z)/16:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(11Z)/16:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCC	C33H61O8P	InChI=1S/C33H61O8P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(35)41-31(30-40-42(36,37)38)29-39-32(34)27-25-23-21-19-17-14-12-10-8-6-4-2/h6,8-9,11,31H,3-5,7,10,12-30H2,1-2H3,(H2,36,37,38)/b8-6-,11-9-/t31-/m1/s1	PVRORUCZMKWEPM-DYOUHZDMSA-N	616.4104059			MMDBc0045266
BASm0032061	PA(15:1(9Z)/15:1(9Z))	PA(15:1(9Z)/15:1(9Z))is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:1(9Z)/15:1(9Z)), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCC	C33H61O8P	InChI=1S/C33H61O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(34)39-29-31(30-40-42(36,37)38)41-33(35)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11-14,31H,3-10,15-30H2,1-2H3,(H2,36,37,38)/b13-11-,14-12-/t31-/m1/s1	PQRKUIBFEUXHGA-AKAIPIGOSA-N	616.4104059			MMDBc0045267
BASm0032062	PA(15:1(9Z)/15:1(11Z))	PA(15:1(9Z)/15:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:1(9Z)/15:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCC	C33H61O8P	InChI=1S/C33H61O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(34)39-29-31(30-40-42(36,37)38)41-33(35)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8,10-11,13,31H,3-7,9,12,14-30H2,1-2H3,(H2,36,37,38)/b10-8-,13-11-/t31-/m1/s1	LRPANDTWAMLCFA-BZNSLCQISA-N	616.4104059			MMDBc0045268
BASm0032063	PA(15:1(11Z)/15:1(9Z))	PA(15:1(11Z)/15:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:1(11Z)/15:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCC	C33H61O8P	InChI=1S/C33H61O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(34)39-29-31(30-40-42(36,37)38)41-33(35)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h7,9,12,14,31H,3-6,8,10-11,13,15-30H2,1-2H3,(H2,36,37,38)/b9-7-,14-12-/t31-/m1/s1	PXTQRDLJERCOON-LCLVTZJISA-N	616.4104059			MMDBc0045269
BASm0032064	PA(15:1(11Z)/15:1(11Z))	PA(15:1(11Z)/15:1(11Z))is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:1(11Z)/15:1(11Z)), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCC	C33H61O8P	InChI=1S/C33H61O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(34)39-29-31(30-40-42(36,37)38)41-33(35)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h7-10,31H,3-6,11-30H2,1-2H3,(H2,36,37,38)/b9-7-,10-8-/t31-/m1/s1	GTYMIVAYDKHHQG-SKQVZMJHSA-N	616.4104059			MMDBc0045270
BASm0032065	PA(15:1(9Z)/16:1(9Z))	PA(15:1(9Z)/16:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:1(9Z)/16:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC	C34H63O8P	InChI=1S/C34H63O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(36)42-32(31-41-43(37,38)39)30-40-33(35)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12-15,32H,3-11,16-31H2,1-2H3,(H2,37,38,39)/b14-12-,15-13-/t32-/m1/s1	RIQPYWJOPTYVBI-NGKIIBJKSA-N	630.426056			MMDBc0045271
BASm0032066	PA(15:1(9Z)/16:1(11Z))	PA(15:1(9Z)/16:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCC	C34H63O8P	InChI=1S/C34H63O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(36)42-32(31-41-43(37,38)39)30-40-33(35)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h9,11-12,14,32H,3-8,10,13,15-31H2,1-2H3,(H2,37,38,39)/b11-9-,14-12-/t32-/m1/s1	PZSYIYXVHGJANY-PXPQOWABSA-N	630.426056			MMDBc0045272
BASm0032067	PA(15:1(11Z)/16:1(9Z))	PA(15:1(11Z)/16:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC	C34H63O8P	InChI=1S/C34H63O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(36)42-32(31-41-43(37,38)39)30-40-33(35)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8,10,13,15,32H,3-7,9,11-12,14,16-31H2,1-2H3,(H2,37,38,39)/b10-8-,15-13-/t32-/m1/s1	BTEYBLFLADTSQQ-VOWGNWMCSA-N	630.426056			MMDBc0045273
BASm0032068	PA(15:1(11Z)/16:1(11Z))	PA(15:1(11Z)/16:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:1(11Z)/16:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCC	C34H63O8P	InChI=1S/C34H63O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(36)42-32(31-41-43(37,38)39)30-40-33(35)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8-11,32H,3-7,12-31H2,1-2H3,(H2,37,38,39)/b10-8-,11-9-/t32-/m1/s1	UUFCLGYKJCVBQD-VGYHJJPMSA-N	630.426056			MMDBc0045274
BASm0032069	PA(14:0/16:0)	PA(14:0/16:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/16:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC	C33H65O8P	InChI=1S/C33H65O8P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(35)41-31(30-40-42(36,37)38)29-39-32(34)27-25-23-21-19-17-14-12-10-8-6-4-2/h31H,3-30H2,1-2H3,(H2,36,37,38)/t31-/m1/s1	AELHWNFBBREZDX-WJOKGBTCSA-N	620.4417061			MMDBc0045275
BASm0032070	PA(15:0/16:1(9Z))	PA(15:0/16:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0/16:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC	C34H65O8P	InChI=1S/C34H65O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(36)42-32(31-41-43(37,38)39)30-40-33(35)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,32H,3-12,14,16-31H2,1-2H3,(H2,37,38,39)/b15-13-/t32-/m1/s1	ZOJMQNUFURWYKS-RGOCUGCRSA-N	632.4417061			MMDBc0045276
BASm0032071	PA(15:0/16:1(11Z))	PA(15:0/16:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0/16:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCC	C34H65O8P	InChI=1S/C34H65O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(36)42-32(31-41-43(37,38)39)30-40-33(35)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h9,11,32H,3-8,10,12-31H2,1-2H3,(H2,37,38,39)/b11-9-/t32-/m1/s1	GVTHCJVCKOPYEZ-ZZFJVWNNSA-N	632.4417061			MMDBc0045277
BASm0032072	PA(15:1(9Z)/16:0)	PA(15:1(9Z)/16:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:1(9Z)/16:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC	C34H65O8P	InChI=1S/C34H65O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(36)42-32(31-41-43(37,38)39)30-40-33(35)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,32H,3-11,13,15-31H2,1-2H3,(H2,37,38,39)/b14-12-/t32-/m1/s1	QOGPIIYWSRTONC-AXLWDLOMSA-N	632.4417061			MMDBc0045278
BASm0032073	PA(15:1(11Z)/16:0)	PA(15:1(11Z)/16:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:1(11Z)/16:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC	C34H65O8P	InChI=1S/C34H65O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(36)42-32(31-41-43(37,38)39)30-40-33(35)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8,10,32H,3-7,9,11-31H2,1-2H3,(H2,37,38,39)/b10-8-/t32-/m1/s1	RXWKVCJSLYUCHM-ORNKUIKVSA-N	632.4417061			MMDBc0045279
BASm0032074	PA(14:1(9Z)/18:1(9Z))	PA(14:1(9Z)/18:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C35H65O8P	InChI=1S/C35H65O8P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(37)43-33(32-42-44(38,39)40)31-41-34(36)29-27-25-23-21-19-14-12-10-8-6-4-2/h10,12,16-17,33H,3-9,11,13-15,18-32H2,1-2H3,(H2,38,39,40)/b12-10-,17-16-/t33-/m1/s1	KCQXZXXSLDXZKK-DBEXYCMZSA-N	644.4417061			MMDBc0045280
BASm0032075	PA(14:1(9Z)/18:1(11Z))	PA(14:1(9Z)/18:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C35H65O8P	InChI=1S/C35H65O8P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(37)43-33(32-42-44(38,39)40)31-41-34(36)29-27-25-23-21-19-14-12-10-8-6-4-2/h10,12-13,15,33H,3-9,11,14,16-32H2,1-2H3,(H2,38,39,40)/b12-10-,15-13-/t33-/m1/s1	MCUJBGLOVMNSCA-HMDBOOPKSA-N	644.4417061			MMDBc0045281
BASm0032076	PA(14:1(11Z)/18:1(9Z))	PA(14:1(11Z)/18:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C35H65O8P	InChI=1S/C35H65O8P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(37)43-33(32-42-44(38,39)40)31-41-34(36)29-27-25-23-21-19-14-12-10-8-6-4-2/h6,8,16-17,33H,3-5,7,9-15,18-32H2,1-2H3,(H2,38,39,40)/b8-6-,17-16-/t33-/m1/s1	GQLKXLJHUXJYLC-RWKDXADASA-N	644.4417061			MMDBc0045282
BASm0032077	PA(14:1(11Z)/18:1(11Z))	PA(14:1(11Z)/18:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(11Z)/18:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C35H65O8P	InChI=1S/C35H65O8P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(37)43-33(32-42-44(38,39)40)31-41-34(36)29-27-25-23-21-19-14-12-10-8-6-4-2/h6,8,13,15,33H,3-5,7,9-12,14,16-32H2,1-2H3,(H2,38,39,40)/b8-6-,15-13-/t33-/m1/s1	PJAFFBANVRILFK-DHZKVZEUSA-N	644.4417061			MMDBc0045283
BASm0032078	PA(16:1(9Z)/16:1(11Z))	PA(16:1(9Z)/16:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCC	C35H65O8P	InChI=1S/C35H65O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(36)41-31-33(32-42-44(38,39)40)43-35(37)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h10,12-13,15,33H,3-9,11,14,16-32H2,1-2H3,(H2,38,39,40)/b12-10-,15-13-/t33-/m1/s1	USLBFQUQZYUNEJ-HMDBOOPKSA-N	644.4417061			MMDBc0045284
BASm0032079	PA(16:1(11Z)/16:1(9Z))	PA(16:1(11Z)/16:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC	C35H65O8P	InChI=1S/C35H65O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(36)41-31-33(32-42-44(38,39)40)43-35(37)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h9,11,14,16,33H,3-8,10,12-13,15,17-32H2,1-2H3,(H2,38,39,40)/b11-9-,16-14-/t33-/m1/s1	RJXPUIVJTMWVGE-HWHHRSRCSA-N	644.4417061			MMDBc0045285
BASm0032080	PA(16:1(11Z)/16:1(11Z))	PA(16:1(11Z)/16:1(11Z))is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(11Z)/16:1(11Z)), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCC	C35H65O8P	InChI=1S/C35H65O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(36)41-31-33(32-42-44(38,39)40)43-35(37)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h9-12,33H,3-8,13-32H2,1-2H3,(H2,38,39,40)/b11-9-,12-10-/t33-/m1/s1	QNHGTHZTKJSJSO-MSTNXQNGSA-N	644.4417061			MMDBc0045286
BASm0032081	PA(10:0/18:1(9Z))	PA(10:0/18:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/18:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C31H59O8P	InChI=1S/C31H59O8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-31(33)39-29(28-38-40(34,35)36)27-37-30(32)25-23-21-19-10-8-6-4-2/h14-15,29H,3-13,16-28H2,1-2H3,(H2,34,35,36)/b15-14-/t29-/m1/s1	HSZCRHXWOFIAQO-BMAUTABQSA-N	590.3947559			MMDBc0045287
BASm0032082	PA(10:0/18:1(11Z))	PA(10:0/18:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/18:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C31H59O8P	InChI=1S/C31H59O8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-31(33)39-29(28-38-40(34,35)36)27-37-30(32)25-23-21-19-10-8-6-4-2/h12-13,29H,3-11,14-28H2,1-2H3,(H2,34,35,36)/b13-12-/t29-/m1/s1	UTQQIRZLTGCRNM-BKAVPCLVSA-N	590.3947559			MMDBc0045288
BASm0032083	PA(16:0/16:1(11Z))	PA(16:0/16:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/16:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCC	C35H67O8P	InChI=1S/C35H67O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(36)41-31-33(32-42-44(38,39)40)43-35(37)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h10,12,33H,3-9,11,13-32H2,1-2H3,(H2,38,39,40)/b12-10-/t33-/m1/s1	CTWWLHDBKJUNCU-ALMVXPMNSA-N	646.4573561			MMDBc0045289
BASm0032084	PA(10:0/22:1(9Z))	PA(10:0/22:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/22:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C35H67O8P	InChI=1S/C35H67O8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-24-26-28-30-35(37)43-33(32-42-44(38,39)40)31-41-34(36)29-27-25-23-10-8-6-4-2/h18-19,33H,3-17,20-32H2,1-2H3,(H2,38,39,40)/b19-18-/t33-/m1/s1	VBFHSZLGIJOPTO-RWXFDWRVSA-N	646.4573561			MMDBc0045290
BASm0032085	PA(10:0/22:1(11Z))	PA(10:0/22:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/22:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C35H67O8P	InChI=1S/C35H67O8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-24-26-28-30-35(37)43-33(32-42-44(38,39)40)31-41-34(36)29-27-25-23-10-8-6-4-2/h16-17,33H,3-15,18-32H2,1-2H3,(H2,38,39,40)/b17-16-/t33-/m1/s1	CLXCEZVQRZKAFQ-NTEJXHNLSA-N	646.4573561			MMDBc0045291
BASm0032086	PA(10:0/18:0)	PA(10:0/18:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/18:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCC	C31H61O8P	InChI=1S/C31H61O8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-31(33)39-29(28-38-40(34,35)36)27-37-30(32)25-23-21-19-10-8-6-4-2/h29H,3-28H2,1-2H3,(H2,34,35,36)/t29-/m1/s1	NEHFRILYYHJEFJ-GDLZYMKVSA-N	592.4104059			MMDBc0045292
BASm0032087	PA(12:0/20:1(13Z))	PA(12:0/20:1(13Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/20:1(13Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C35H67O8P	InChI=1S/C35H67O8P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28-30-35(37)43-33(32-42-44(38,39)40)31-41-34(36)29-27-25-23-21-12-10-8-6-4-2/h13-14,33H,3-12,15-32H2,1-2H3,(H2,38,39,40)/b14-13-/t33-/m1/s1	LTSFUQJGUQGAMK-BLACGIAASA-N	646.4573561			MMDBc0045293
BASm0032088	PA(12:0/20:1(11Z))	PA(12:0/20:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/20:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C35H67O8P	InChI=1S/C35H67O8P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28-30-35(37)43-33(32-42-44(38,39)40)31-41-34(36)29-27-25-23-21-12-10-8-6-4-2/h15-16,33H,3-14,17-32H2,1-2H3,(H2,38,39,40)/b16-15-/t33-/m1/s1	JVKSCBFMLARUOY-ILGKRYBBSA-N	646.4573561			MMDBc0045294
BASm0032089	PA(14:0/18:1(11Z))	PA(14:0/18:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/18:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C35H67O8P	InChI=1S/C35H67O8P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(37)43-33(32-42-44(38,39)40)31-41-34(36)29-27-25-23-21-19-14-12-10-8-6-4-2/h13,15,33H,3-12,14,16-32H2,1-2H3,(H2,38,39,40)/b15-13-/t33-/m1/s1	IYMYTNAWUGACIV-AVKQKRQHSA-N	646.4573561			MMDBc0045296
BASm0032090	PA(14:1(9Z)/18:0)	PA(14:1(9Z)/18:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(9Z)/18:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCC	C35H67O8P	InChI=1S/C35H67O8P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(37)43-33(32-42-44(38,39)40)31-41-34(36)29-27-25-23-21-19-14-12-10-8-6-4-2/h10,12,33H,3-9,11,13-32H2,1-2H3,(H2,38,39,40)/b12-10-/t33-/m1/s1	OSEOGVIBNQVKPZ-ALMVXPMNSA-N	646.4573561			MMDBc0045297
BASm0032091	PA(14:1(11Z)/18:0)	PA(14:1(11Z)/18:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(11Z)/18:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCC	C35H67O8P	InChI=1S/C35H67O8P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(37)43-33(32-42-44(38,39)40)31-41-34(36)29-27-25-23-21-19-14-12-10-8-6-4-2/h6,8,33H,3-5,7,9-32H2,1-2H3,(H2,38,39,40)/b8-6-/t33-/m1/s1	QLIXPQUUNZEMET-FAIVVRDESA-N	646.4573561			MMDBc0045298
BASm0032092	PA(15:1(9Z)/18:1(9Z))	PA(15:1(9Z)/18:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C36H67O8P	InChI=1S/C36H67O8P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(38)44-34(33-43-45(39,40)41)32-42-35(37)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h12,14,17-18,34H,3-11,13,15-16,19-33H2,1-2H3,(H2,39,40,41)/b14-12-,18-17-/t34-/m1/s1	QPGTXFXNTAGTGQ-GCQYLTBSSA-N	658.4573561			MMDBc0045299
BASm0032093	PA(15:1(9Z)/18:1(11Z))	PA(15:1(9Z)/18:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C36H67O8P	InChI=1S/C36H67O8P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(38)44-34(33-43-45(39,40)41)32-42-35(37)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h12-15,34H,3-11,16-33H2,1-2H3,(H2,39,40,41)/b14-12-,15-13-/t34-/m1/s1	SGNZNUFXZUZOCX-JWLMTKEBSA-N	658.4573561			MMDBc0045300
BASm0032094	PA(15:1(11Z)/18:1(9Z))	PA(15:1(11Z)/18:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C36H67O8P	InChI=1S/C36H67O8P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(38)44-34(33-43-45(39,40)41)32-42-35(37)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h8,10,17-18,34H,3-7,9,11-16,19-33H2,1-2H3,(H2,39,40,41)/b10-8-,18-17-/t34-/m1/s1	VZBYRZGFGOWBNX-PZJWDVEVSA-N	658.4573561			MMDBc0045301
BASm0032095	PA(15:1(11Z)/18:1(11Z))	PA(15:1(11Z)/18:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:1(11Z)/18:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C36H67O8P	InChI=1S/C36H67O8P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(38)44-34(33-43-45(39,40)41)32-42-35(37)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h8,10,13,15,34H,3-7,9,11-12,14,16-33H2,1-2H3,(H2,39,40,41)/b10-8-,15-13-/t34-/m1/s1	QOIRGIZOXAZIKN-KWAWOGCGSA-N	658.4573561			MMDBc0045302
BASm0032096	PA(10:0/23:1(9Z))	PA(10:0/23:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/23:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C36H69O8P	InChI=1S/C36H69O8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-36(38)44-34(33-43-45(39,40)41)32-42-35(37)30-28-26-24-10-8-6-4-2/h19-20,34H,3-18,21-33H2,1-2H3,(H2,39,40,41)/b20-19-/t34-/m1/s1	NPNODLTYFZWQIJ-HIJSTGDGSA-N	660.4730062			MMDBc0045303
BASm0032097	PA(10:0/23:1(11Z))	PA(10:0/23:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/23:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C36H69O8P	InChI=1S/C36H69O8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-36(38)44-34(33-43-45(39,40)41)32-42-35(37)30-28-26-24-10-8-6-4-2/h17-18,34H,3-16,19-33H2,1-2H3,(H2,39,40,41)/b18-17-/t34-/m1/s1	IOWHXESFFVFNFK-RZCWWDNZSA-N	660.4730062			MMDBc0045304
BASm0032098	PA(12:0/18:0)	PA(12:0/18:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/18:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCC	C33H65O8P	InChI=1S/C33H65O8P/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-33(35)41-31(30-40-42(36,37)38)29-39-32(34)27-25-23-21-19-12-10-8-6-4-2/h31H,3-30H2,1-2H3,(H2,36,37,38)/t31-/m1/s1	BTCZKZLCOIKZIQ-WJOKGBTCSA-N	620.4417061			MMDBc0045305
BASm0032099	PA(15:0/18:1(9Z))	PA(15:0/18:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0/18:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C36H69O8P	InChI=1S/C36H69O8P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(38)44-34(33-43-45(39,40)41)32-42-35(37)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h17-18,34H,3-16,19-33H2,1-2H3,(H2,39,40,41)/b18-17-/t34-/m1/s1	NKHIVFXDPYZIBK-RZCWWDNZSA-N	660.4730062			MMDBc0045306
BASm0032100	PA(15:0/18:1(11Z))	PA(15:0/18:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0/18:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C36H69O8P	InChI=1S/C36H69O8P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(38)44-34(33-43-45(39,40)41)32-42-35(37)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h13,15,34H,3-12,14,16-33H2,1-2H3,(H2,39,40,41)/b15-13-/t34-/m1/s1	XVBCYTWDYXJAIY-NOLSVFIGSA-N	660.4730062			MMDBc0045307
BASm0032101	PA(15:1(9Z)/18:0)	PA(15:1(9Z)/18:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:1(9Z)/18:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCC	C36H69O8P	InChI=1S/C36H69O8P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(38)44-34(33-43-45(39,40)41)32-42-35(37)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h12,14,34H,3-11,13,15-33H2,1-2H3,(H2,39,40,41)/b14-12-/t34-/m1/s1	IPVXVURDWTVEEX-XBEBLRSGSA-N	660.4730062			MMDBc0045308
BASm0032102	PA(15:1(11Z)/18:0)	PA(15:1(11Z)/18:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:1(11Z)/18:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCC	C36H69O8P	InChI=1S/C36H69O8P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(38)44-34(33-43-45(39,40)41)32-42-35(37)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h8,10,34H,3-7,9,11-33H2,1-2H3,(H2,39,40,41)/b10-8-/t34-/m1/s1	UGOAINWLSMFPDA-GYOTYWQOSA-N	660.4730062			MMDBc0045309
BASm0032103	PA(14:1(9Z)/20:1(13Z))	PA(14:1(9Z)/20:1(13Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C37H69O8P	InChI=1S/C37H69O8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-23-21-14-12-10-8-6-4-2/h10,12-13,15,35H,3-9,11,14,16-34H2,1-2H3,(H2,40,41,42)/b12-10-,15-13-/t35-/m1/s1	LRPIVLDFOKRTNI-GWOLXUBNSA-N	672.4730062			MMDBc0045310
BASm0032104	PA(14:1(9Z)/20:1(11Z))	PA(14:1(9Z)/20:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C37H69O8P	InChI=1S/C37H69O8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-23-21-14-12-10-8-6-4-2/h10,12,16-17,35H,3-9,11,13-15,18-34H2,1-2H3,(H2,40,41,42)/b12-10-,17-16-/t35-/m1/s1	BVUVPMXWNQLWSZ-VCEJZXRASA-N	672.4730062			MMDBc0045311
BASm0032105	PA(14:1(11Z)/20:1(13Z))	PA(14:1(11Z)/20:1(13Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C37H69O8P	InChI=1S/C37H69O8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-23-21-14-12-10-8-6-4-2/h6,8,13,15,35H,3-5,7,9-12,14,16-34H2,1-2H3,(H2,40,41,42)/b8-6-,15-13-/t35-/m1/s1	NATJZGJEZRNYIQ-QOURDZDFSA-N	672.4730062			MMDBc0045312
BASm0032106	PA(14:1(11Z)/20:1(11Z))	PA(14:1(11Z)/20:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C37H69O8P	InChI=1S/C37H69O8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-23-21-14-12-10-8-6-4-2/h6,8,16-17,35H,3-5,7,9-15,18-34H2,1-2H3,(H2,40,41,42)/b8-6-,17-16-/t35-/m1/s1	QRPYGXGYFMRHBR-CUJZAEMUSA-N	672.4730062			MMDBc0045313
BASm0032107	PA(16:1(9Z)/18:1(11Z))	PA(16:1(9Z)/18:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C37H69O8P	InChI=1S/C37H69O8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h13-16,35H,3-12,17-34H2,1-2H3,(H2,40,41,42)/b15-13-,16-14-/t35-/m1/s1	KTRSGYYWCBFLSA-NAFNZUQFSA-N	672.4730062			MMDBc0045314
BASm0032108	PA(16:1(11Z)/18:1(9Z))	PA(16:1(11Z)/18:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C37H69O8P	InChI=1S/C37H69O8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h10,12,17-18,35H,3-9,11,13-16,19-34H2,1-2H3,(H2,40,41,42)/b12-10-,18-17-/t35-/m1/s1	KZKFFGNLNOROOP-YIFAPQCKSA-N	672.4730062			MMDBc0045315
BASm0032109	PA(16:1(11Z)/18:1(11Z))	PA(16:1(11Z)/18:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(11Z)/18:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C37H69O8P	InChI=1S/C37H69O8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h10,12-13,15,35H,3-9,11,14,16-34H2,1-2H3,(H2,40,41,42)/b12-10-,15-13-/t35-/m1/s1	QLOYWNQMBPXJFJ-GWOLXUBNSA-N	672.4730062			MMDBc0045316
BASm0032110	PA(10:0/24:1(9Z))	PA(10:0/24:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/24:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C37H71O8P	InChI=1S/C37H71O8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-10-8-6-4-2/h20-21,35H,3-19,22-34H2,1-2H3,(H2,40,41,42)/b21-20-/t35-/m1/s1	FWXPQHFYVDJRCP-LDVSHYIOSA-N	674.4886562			MMDBc0045317
BASm0032111	PA(10:0/24:1(11Z))	PA(10:0/24:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/24:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C37H71O8P	InChI=1S/C37H71O8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-10-8-6-4-2/h18-19,35H,3-17,20-34H2,1-2H3,(H2,40,41,42)/b19-18-/t35-/m1/s1	NYDAMTNKTDQKHO-MXRVBTIQSA-N	674.4886562			MMDBc0045318
BASm0032112	PA(12:0/22:1(9Z))	PA(12:0/22:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/22:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C37H71O8P	InChI=1S/C37H71O8P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-23-12-10-8-6-4-2/h19-20,35H,3-18,21-34H2,1-2H3,(H2,40,41,42)/b20-19-/t35-/m1/s1	VCWXCKJGSHIYTP-FUWNATJWSA-N	674.4886562			MMDBc0045319
BASm0032113	PA(12:0/22:1(11Z))	PA(12:0/22:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/22:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C37H71O8P	InChI=1S/C37H71O8P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-23-12-10-8-6-4-2/h17-18,35H,3-16,19-34H2,1-2H3,(H2,40,41,42)/b18-17-/t35-/m1/s1	AEWCCXLFEAJZDN-QEJMHMKOSA-N	674.4886562			MMDBc0045320
BASm0032114	PA(14:0/20:1(13Z))	PA(14:0/20:1(13Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/20:1(13Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C37H71O8P	InChI=1S/C37H71O8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-23-21-14-12-10-8-6-4-2/h13,15,35H,3-12,14,16-34H2,1-2H3,(H2,40,41,42)/b15-13-/t35-/m1/s1	DSCXAEVNWDSEJN-JUOLSMOWSA-N	674.4886562			MMDBc0045321
BASm0032115	PA(14:0/20:1(11Z))	PA(14:0/20:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/20:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C37H71O8P	InChI=1S/C37H71O8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-23-21-14-12-10-8-6-4-2/h16-17,35H,3-15,18-34H2,1-2H3,(H2,40,41,42)/b17-16-/t35-/m1/s1	LCTKESRXOZSUCR-XHYHITGYSA-N	674.4886562			MMDBc0045322
BASm0032116	PA(14:0/18:0)	PA(14:0/18:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/18:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCC	C35H69O8P	InChI=1S/C35H69O8P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(37)43-33(32-42-44(38,39)40)31-41-34(36)29-27-25-23-21-19-14-12-10-8-6-4-2/h33H,3-32H2,1-2H3,(H2,38,39,40)/t33-/m1/s1	OFTQLDAAJRJUBV-MGBGTMOVSA-N	648.4730062			MMDBc0045323
BASm0032117	PA(14:1(9Z)/20:0)	PA(14:1(9Z)/20:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(9Z)/20:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCCCC	C37H71O8P	InChI=1S/C37H71O8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-23-21-14-12-10-8-6-4-2/h10,12,35H,3-9,11,13-34H2,1-2H3,(H2,40,41,42)/b12-10-/t35-/m1/s1	LZSPARBDOGPMLJ-YPZHICNLSA-N	674.4886562			MMDBc0045324
BASm0032118	PA(14:1(11Z)/20:0)	PA(14:1(11Z)/20:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(11Z)/20:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCCCC	C37H71O8P	InChI=1S/C37H71O8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-23-21-14-12-10-8-6-4-2/h6,8,35H,3-5,7,9-34H2,1-2H3,(H2,40,41,42)/b8-6-/t35-/m1/s1	VXRNUXAEYMRXEQ-NRVYSJKDSA-N	674.4886562			MMDBc0045325
BASm0032119	PA(16:1(9Z)/18:0)	PA(16:1(9Z)/18:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(9Z)/18:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCC	C37H71O8P	InChI=1S/C37H71O8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h14,16,35H,3-13,15,17-34H2,1-2H3,(H2,40,41,42)/b16-14-/t35-/m1/s1	DIHLRRSJAKKZCG-WMHOIYFHSA-N	674.4886562			MMDBc0045326
BASm0032120	PA(16:1(11Z)/18:0)	PA(16:1(11Z)/18:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(11Z)/18:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCC	C37H71O8P	InChI=1S/C37H71O8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h10,12,35H,3-9,11,13-34H2,1-2H3,(H2,40,41,42)/b12-10-/t35-/m1/s1	LVTKHGCNWBPZLX-YPZHICNLSA-N	674.4886562			MMDBc0045327
BASm0032121	PA(15:1(9Z)/20:1(13Z))	PA(15:1(9Z)/20:1(13Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C38H71O8P	InChI=1S/C38H71O8P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-38(40)46-36(35-45-47(41,42)43)34-44-37(39)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h12-15,36H,3-11,16-35H2,1-2H3,(H2,41,42,43)/b14-12-,15-13-/t36-/m1/s1	LKIYRIPEIOCPHU-ZQEVGIIVSA-N	686.4886562			MMDBc0045328
BASm0032122	PA(15:1(9Z)/20:1(11Z))	PA(15:1(9Z)/20:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C38H71O8P	InChI=1S/C38H71O8P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-38(40)46-36(35-45-47(41,42)43)34-44-37(39)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h12,14,17-18,36H,3-11,13,15-16,19-35H2,1-2H3,(H2,41,42,43)/b14-12-,18-17-/t36-/m1/s1	HDRUNJVTGGFRGL-GDVOPVSPSA-N	686.4886562			MMDBc0045329
BASm0032123	PA(15:1(11Z)/20:1(13Z))	PA(15:1(11Z)/20:1(13Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C38H71O8P	InChI=1S/C38H71O8P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-38(40)46-36(35-45-47(41,42)43)34-44-37(39)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h8,10,13,15,36H,3-7,9,11-12,14,16-35H2,1-2H3,(H2,41,42,43)/b10-8-,15-13-/t36-/m1/s1	ZXEDTZRNDJMQIN-MPEIKMRYSA-N	686.4886562			MMDBc0045330
BASm0032124	PA(15:1(11Z)/20:1(11Z))	PA(15:1(11Z)/20:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C38H71O8P	InChI=1S/C38H71O8P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-38(40)46-36(35-45-47(41,42)43)34-44-37(39)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h8,10,17-18,36H,3-7,9,11-16,19-35H2,1-2H3,(H2,41,42,43)/b10-8-,18-17-/t36-/m1/s1	PMGPKLURDCSCGX-YHLQVFMNSA-N	686.4886562			MMDBc0045331
BASm0032125	PA(10:0/25:1(9Z))	PA(10:0/25:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/25:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C38H73O8P	InChI=1S/C38H73O8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-38(40)46-36(35-45-47(41,42)43)34-44-37(39)32-30-28-26-10-8-6-4-2/h21-22,36H,3-20,23-35H2,1-2H3,(H2,41,42,43)/b22-21-/t36-/m1/s1	VUXASEWTBUBPPJ-PPUTVMAJSA-N	688.5043063			MMDBc0045332
BASm0032126	PA(10:0/25:1(11Z))	PA(10:0/25:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/25:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C38H73O8P	InChI=1S/C38H73O8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-38(40)46-36(35-45-47(41,42)43)34-44-37(39)32-30-28-26-10-8-6-4-2/h19-20,36H,3-18,21-35H2,1-2H3,(H2,41,42,43)/b20-19-/t36-/m1/s1	XTAHXDWYIFAWTH-ZVHSIAILSA-N	688.5043063			MMDBc0045333
BASm0032127	PA(10:0/20:0)	PA(10:0/20:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/20:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCCCC	C33H65O8P	InChI=1S/C33H65O8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-22-24-26-28-33(35)41-31(30-40-42(36,37)38)29-39-32(34)27-25-23-21-10-8-6-4-2/h31H,3-30H2,1-2H3,(H2,36,37,38)/t31-/m1/s1	FCSMSRYMFPCPHS-WJOKGBTCSA-N	620.4417061			MMDBc0045334
BASm0032128	PA(12:0/23:1(9Z))	PA(12:0/23:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/23:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C38H73O8P	InChI=1S/C38H73O8P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-33-38(40)46-36(35-45-47(41,42)43)34-44-37(39)32-30-28-26-24-12-10-8-6-4-2/h20-21,36H,3-19,22-35H2,1-2H3,(H2,41,42,43)/b21-20-/t36-/m1/s1	ZSJXDGGCAQREEE-HBFPPDMISA-N	688.5043063			MMDBc0045335
BASm0032129	PA(12:0/23:1(11Z))	PA(12:0/23:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/23:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C38H73O8P	InChI=1S/C38H73O8P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-33-38(40)46-36(35-45-47(41,42)43)34-44-37(39)32-30-28-26-24-12-10-8-6-4-2/h18-19,36H,3-17,20-35H2,1-2H3,(H2,41,42,43)/b19-18-/t36-/m1/s1	DPNVNKWPMDWEFY-UAIAYBLDSA-N	688.5043063			MMDBc0045336
BASm0032130	PA(15:0/20:1(13Z))	PA(15:0/20:1(13Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0/20:1(13Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C38H73O8P	InChI=1S/C38H73O8P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-38(40)46-36(35-45-47(41,42)43)34-44-37(39)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h13,15,36H,3-12,14,16-35H2,1-2H3,(H2,41,42,43)/b15-13-/t36-/m1/s1	DUTIGIGCHICWMH-MRDDHZETSA-N	688.5043063			MMDBc0045337
BASm0032131	PA(15:0/20:1(11Z))	PA(15:0/20:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0/20:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C38H73O8P	InChI=1S/C38H73O8P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-38(40)46-36(35-45-47(41,42)43)34-44-37(39)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h17-18,36H,3-16,19-35H2,1-2H3,(H2,41,42,43)/b18-17-/t36-/m1/s1	IJXZIQUJWSODMQ-UVCQAILXSA-N	688.5043063			MMDBc0045338
BASm0032132	PA(15:0/16:0)	PA(15:0/16:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0/16:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC	C34H67O8P	InChI=1S/C34H67O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(36)42-32(31-41-43(37,38)39)30-40-33(35)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h32H,3-31H2,1-2H3,(H2,37,38,39)/t32-/m1/s1	UNPVCVLEAVYZII-JGCGQSQUSA-N	634.4573561			MMDBc0045339
BASm0032133	PA(15:1(9Z)/20:0)	PA(15:1(9Z)/20:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:1(9Z)/20:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCCCC	C38H73O8P	InChI=1S/C38H73O8P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-38(40)46-36(35-45-47(41,42)43)34-44-37(39)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h12,14,36H,3-11,13,15-35H2,1-2H3,(H2,41,42,43)/b14-12-/t36-/m1/s1	NZMGWGOXIRMPPL-PKAFBKPJSA-N	688.5043063			MMDBc0045340
BASm0032134	PA(15:1(11Z)/20:0)	PA(15:1(11Z)/20:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:1(11Z)/20:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCCCC	C38H73O8P	InChI=1S/C38H73O8P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-38(40)46-36(35-45-47(41,42)43)34-44-37(39)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h8,10,36H,3-7,9,11-35H2,1-2H3,(H2,41,42,43)/b10-8-/t36-/m1/s1	NFVXJQWPTIDJFO-VNKZPWHVSA-N	688.5043063			MMDBc0045341
BASm0032135	PA(14:1(9Z)/22:1(9Z))	PA(14:1(9Z)/22:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(9Z)/22:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C39H73O8P	InChI=1S/C39H73O8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(41)47-37(36-46-48(42,43)44)35-45-38(40)33-31-29-27-25-23-14-12-10-8-6-4-2/h10,12,20-21,37H,3-9,11,13-19,22-36H2,1-2H3,(H2,42,43,44)/b12-10-,21-20-/t37-/m1/s1	OFMRURUHEOSRKM-YAILNPPMSA-N	700.5043063			MMDBc0045343
BASm0032136	PA(14:1(9Z)/22:1(11Z))	PA(14:1(9Z)/22:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(9Z)/22:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C39H73O8P	InChI=1S/C39H73O8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(41)47-37(36-46-48(42,43)44)35-45-38(40)33-31-29-27-25-23-14-12-10-8-6-4-2/h10,12,18-19,37H,3-9,11,13-17,20-36H2,1-2H3,(H2,42,43,44)/b12-10-,19-18-/t37-/m1/s1	QKZWWMXVUYAHED-IGNYWGHXSA-N	700.5043063			MMDBc0045344
BASm0032137	PA(14:1(11Z)/22:1(9Z))	PA(14:1(11Z)/22:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(11Z)/22:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C39H73O8P	InChI=1S/C39H73O8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(41)47-37(36-46-48(42,43)44)35-45-38(40)33-31-29-27-25-23-14-12-10-8-6-4-2/h6,8,20-21,37H,3-5,7,9-19,22-36H2,1-2H3,(H2,42,43,44)/b8-6-,21-20-/t37-/m1/s1	XBTRPFCWXAWTNF-WMAYSGKUSA-N	700.5043063			MMDBc0045345
BASm0032138	PA(14:1(11Z)/22:1(11Z))	PA(14:1(11Z)/22:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(11Z)/22:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C39H73O8P	InChI=1S/C39H73O8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(41)47-37(36-46-48(42,43)44)35-45-38(40)33-31-29-27-25-23-14-12-10-8-6-4-2/h6,8,18-19,37H,3-5,7,9-17,20-36H2,1-2H3,(H2,42,43,44)/b8-6-,19-18-/t37-/m1/s1	MODUJHROEMQEIR-RRQRGRJASA-N	700.5043063			MMDBc0045346
BASm0032139	PA(16:1(9Z)/20:1(13Z))	PA(16:1(9Z)/20:1(13Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C39H73O8P	InChI=1S/C39H73O8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(41)47-37(36-46-48(42,43)44)35-45-38(40)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h13-16,37H,3-12,17-36H2,1-2H3,(H2,42,43,44)/b15-13-,16-14-/t37-/m1/s1	QUDDYEJLDYHBBW-RLSIPVDZSA-N	700.5043063			MMDBc0045347
BASm0032140	PA(16:1(9Z)/20:1(11Z))	PA(16:1(9Z)/20:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C39H73O8P	InChI=1S/C39H73O8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(41)47-37(36-46-48(42,43)44)35-45-38(40)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h14,16-18,37H,3-13,15,19-36H2,1-2H3,(H2,42,43,44)/b16-14-,18-17-/t37-/m1/s1	RSNSJXSVMVCSHT-AVWHJSSGSA-N	700.5043063			MMDBc0045348
BASm0032141	PA(16:1(11Z)/20:1(13Z))	PA(16:1(11Z)/20:1(13Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C39H73O8P	InChI=1S/C39H73O8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(41)47-37(36-46-48(42,43)44)35-45-38(40)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h10,12-13,15,37H,3-9,11,14,16-36H2,1-2H3,(H2,42,43,44)/b12-10-,15-13-/t37-/m1/s1	WHPZIOAAKTVRDA-ZCZLHCQPSA-N	700.5043063			MMDBc0045349
BASm0032142	PA(16:1(11Z)/20:1(11Z))	PA(16:1(11Z)/20:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C39H73O8P	InChI=1S/C39H73O8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(41)47-37(36-46-48(42,43)44)35-45-38(40)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h10,12,17-18,37H,3-9,11,13-16,19-36H2,1-2H3,(H2,42,43,44)/b12-10-,18-17-/t37-/m1/s1	YVGYLOVUTOZKGF-UMDJLMHASA-N	700.5043063			MMDBc0045350
BASm0032143	PA(18:0/18:1(11Z))	PA(18:0/18:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:0/18:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C39H75O8P	InChI=1S/C39H75O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,37H,3-13,15,17-36H2,1-2H3,(H2,42,43,44)/b16-14-/t37-/m1/s1	OKYLRIAQXGXJQW-UHGNNPBBSA-N	702.5199564			MMDBc0045351
BASm0032144	PA(10:0/26:1(9Z))	PA(10:0/26:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/26:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C40H77O8P	InChI=1S/C40H77O8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-40(42)48-38(37-47-49(43,44)45)36-46-39(41)34-32-30-28-10-8-6-4-2/h22-23,38H,3-21,24-37H2,1-2H3,(H2,43,44,45)/b23-22-/t38-/m1/s1	JJNMEFQGULORQJ-JJNZPZCASA-N	716.5356064			MMDBc0045352
BASm0032145	PA(10:0/26:1(11Z))	PA(10:0/26:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/26:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C39H75O8P	InChI=1S/C39H75O8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-39(41)47-37(36-46-48(42,43)44)35-45-38(40)33-31-29-27-10-8-6-4-2/h19-20,37H,3-18,21-36H2,1-2H3,(H2,42,43,44)/b20-19-/t37-/m1/s1	RYWQTVPEWKATRU-PLOGQBHYSA-N	702.5199564			MMDBc0045353
BASm0032146	PA(12:0/24:1(9Z))	PA(12:0/24:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/24:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C39H75O8P	InChI=1S/C39H75O8P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-39(41)47-37(36-46-48(42,43)44)35-45-38(40)33-31-29-27-25-12-10-8-6-4-2/h21-22,37H,3-20,23-36H2,1-2H3,(H2,42,43,44)/b22-21-/t37-/m1/s1	PDHNFNWDFAUQOW-ZMPGUWHWSA-N	702.5199564			MMDBc0045354
BASm0032147	PA(12:0/24:1(11Z))	PA(12:0/24:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/24:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C39H75O8P	InChI=1S/C39H75O8P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-39(41)47-37(36-46-48(42,43)44)35-45-38(40)33-31-29-27-25-12-10-8-6-4-2/h19-20,37H,3-18,21-36H2,1-2H3,(H2,42,43,44)/b20-19-/t37-/m1/s1	VPBNYLMQZQNDBD-PLOGQBHYSA-N	702.5199564			MMDBc0045355
BASm0032148	PA(12:0/20:0)	PA(12:0/20:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/20:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCCCC	C35H69O8P	InChI=1S/C35H69O8P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28-30-35(37)43-33(32-42-44(38,39)40)31-41-34(36)29-27-25-23-21-12-10-8-6-4-2/h33H,3-32H2,1-2H3,(H2,38,39,40)/t33-/m1/s1	WXLCBPDSPGGJPM-MGBGTMOVSA-N	648.4730062			MMDBc0045356
BASm0032149	PA(14:0/22:1(9Z))	PA(14:0/22:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/22:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C39H75O8P	InChI=1S/C39H75O8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(41)47-37(36-46-48(42,43)44)35-45-38(40)33-31-29-27-25-23-14-12-10-8-6-4-2/h20-21,37H,3-19,22-36H2,1-2H3,(H2,42,43,44)/b21-20-/t37-/m1/s1	MUDLRZBEWFAQRG-RDPSYFCGSA-N	702.5199564			MMDBc0045357
BASm0032150	PA(14:0/22:1(11Z))	PA(14:0/22:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/22:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C39H75O8P	InChI=1S/C39H75O8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(41)47-37(36-46-48(42,43)44)35-45-38(40)33-31-29-27-25-23-14-12-10-8-6-4-2/h18-19,37H,3-17,20-36H2,1-2H3,(H2,42,43,44)/b19-18-/t37-/m1/s1	CEZQNPFSTSOBJQ-OUJJLNDXSA-N	702.5199564			MMDBc0045358
BASm0032151	PA(14:1(9Z)/22:0)	PA(14:1(9Z)/22:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(9Z)/22:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one docosanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C39H75O8P	InChI=1S/C39H75O8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(41)47-37(36-46-48(42,43)44)35-45-38(40)33-31-29-27-25-23-14-12-10-8-6-4-2/h10,12,37H,3-9,11,13-36H2,1-2H3,(H2,42,43,44)/b12-10-/t37-/m1/s1	QWNJKTNPNHAYRH-CAPKZEEOSA-N	702.5199564			MMDBc0045359
BASm0032152	PA(14:1(11Z)/22:0)	PA(14:1(11Z)/22:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:1(11Z)/22:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one docosanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C39H75O8P	InChI=1S/C39H75O8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(41)47-37(36-46-48(42,43)44)35-45-38(40)33-31-29-27-25-23-14-12-10-8-6-4-2/h6,8,37H,3-5,7,9-36H2,1-2H3,(H2,42,43,44)/b8-6-/t37-/m1/s1	JTWMIMPPBRXZFT-RUQVNCKFSA-N	702.5199564			MMDBc0045360
BASm0032153	PA(16:0/20:1(13Z))	PA(16:0/20:1(13Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/20:1(13Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C39H75O8P	InChI=1S/C39H75O8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(41)47-37(36-46-48(42,43)44)35-45-38(40)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h13,15,37H,3-12,14,16-36H2,1-2H3,(H2,42,43,44)/b15-13-/t37-/m1/s1	CTDAPIOJZOADRO-IEHWZJNJSA-N	702.5199564			MMDBc0045361
BASm0032154	PA(16:0/20:1(11Z))	PA(16:0/20:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/20:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C39H75O8P	InChI=1S/C39H75O8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(41)47-37(36-46-48(42,43)44)35-45-38(40)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h17-18,37H,3-16,19-36H2,1-2H3,(H2,42,43,44)/b18-17-/t37-/m1/s1	GYKMYGYVNHEGRY-OTMQOFQLSA-N	702.5199564			MMDBc0045362
BASm0032155	PA(16:1(9Z)/20:0)	PA(16:1(9Z)/20:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(9Z)/20:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCCCC	C39H75O8P	InChI=1S/C39H75O8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(41)47-37(36-46-48(42,43)44)35-45-38(40)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h14,16,37H,3-13,15,17-36H2,1-2H3,(H2,42,43,44)/b16-14-/t37-/m1/s1	IMWZXEQEWLZEPV-UHGNNPBBSA-N	702.5199564			MMDBc0045363
BASm0032156	PA(16:1(11Z)/20:0)	PA(16:1(11Z)/20:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(11Z)/20:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCCCC	C39H75O8P	InChI=1S/C39H75O8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(41)47-37(36-46-48(42,43)44)35-45-38(40)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h10,12,37H,3-9,11,13-36H2,1-2H3,(H2,42,43,44)/b12-10-/t37-/m1/s1	XZCLWJBNFNEPIY-CAPKZEEOSA-N	702.5199564			MMDBc0045364
BASm0032157	PC(10:0/12:0)	PC(10:0/12:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(10:0/12:0), in particular, consists of one decanoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCC	C30H60NO8P	InChI=1S/C30H60NO8P/c1-6-8-10-12-14-15-17-19-21-23-30(33)39-28(27-38-40(34,35)37-25-24-31(3,4)5)26-36-29(32)22-20-18-16-13-11-9-7-2/h28H,6-27H2,1-5H3/t28-/m1/s1	DPOHDXPNOVIJBZ-MUUNZHRXSA-N	593.4056549			MMDBc0045366
BASm0032158	PC(10:0/14:0)	PC(10:0/14:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(10:0/14:0), in particular, consists of one decanoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC	C32H64NO8P	InChI=1S/C32H64NO8P/c1-6-8-10-12-14-15-16-17-19-21-23-25-32(35)41-30(29-40-42(36,37)39-27-26-33(3,4)5)28-38-31(34)24-22-20-18-13-11-9-7-2/h30H,6-29H2,1-5H3/t30-/m1/s1	BQAGEKPOHNCEPX-SSEXGKCCSA-N	621.436955			MMDBc0045367
BASm0032159	PC(10:0/15:0)	PC(10:0/15:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(10:0/15:0), in particular, consists of one decanoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCC	C33H66NO8P	InChI=1S/C33H66NO8P/c1-6-8-10-12-14-15-16-17-18-20-22-24-26-33(36)42-31(30-41-43(37,38)40-28-27-34(3,4)5)29-39-32(35)25-23-21-19-13-11-9-7-2/h31H,6-30H2,1-5H3/t31-/m1/s1	KXLFNQKRNRZNID-WJOKGBTCSA-N	635.4526051			MMDBc0045368
BASm0032160	PC(12:0/14:0)	PC(12:0/14:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(12:0/14:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC	C34H68NO8P	InChI=1S/C34H68NO8P/c1-6-8-10-12-14-16-17-19-21-23-25-27-34(37)43-32(31-42-44(38,39)41-29-28-35(3,4)5)30-40-33(36)26-24-22-20-18-15-13-11-9-7-2/h32H,6-31H2,1-5H3/t32-/m1/s1	SCFVWKZTDQVOSL-JGCGQSQUSA-N	649.4682552			MMDBc0045370
BASm0032161	PC(12:0/15:0)	PC(12:0/15:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(12:0/15:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCC	C35H70NO8P	InChI=1S/C35H70NO8P/c1-6-8-10-12-14-16-17-18-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36(3,4)5)31-41-34(37)27-25-23-21-19-15-13-11-9-7-2/h33H,6-32H2,1-5H3/t33-/m1/s1	VLGSSRBJYDIZAN-MGBGTMOVSA-N	663.4839052			MMDBc0045371
BASm0032162	PC(14:0/15:0)	PC(14:0/15:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:0/15:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCC	C37H74NO8P	InChI=1S/C37H74NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38(3,4)5)33-43-36(39)29-27-25-23-21-19-17-15-13-11-9-7-2/h35H,6-34H2,1-5H3/t35-/m1/s1	JERIBPHBOOFETI-PGUFJCEWSA-N	691.5152049			MMDBc0045373
BASm0032163	PC(10:0/14:1(9Z))	PC(10:0/14:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(10:0/14:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-tetradecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCC	C32H62NO8P	InChI=1S/C32H62NO8P/c1-6-8-10-12-14-15-16-17-19-21-23-25-32(35)41-30(29-40-42(36,37)39-27-26-33(3,4)5)28-38-31(34)24-22-20-18-13-11-9-7-2/h12,14,30H,6-11,13,15-29H2,1-5H3/b14-12-/t30-/m1/s1	BJAUEVLAIJBLLG-MLEMMBRKSA-N	619.421305			MMDBc0045374
BASm0032164	PC(10:0/14:1(11Z))	PC(10:0/14:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(10:0/14:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-tetradecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CC	C32H62NO8P	InChI=1S/C32H62NO8P/c1-6-8-10-12-14-15-16-17-19-21-23-25-32(35)41-30(29-40-42(36,37)39-27-26-33(3,4)5)28-38-31(34)24-22-20-18-13-11-9-7-2/h8,10,30H,6-7,9,11-29H2,1-5H3/b10-8-/t30-/m1/s1	BQMICLKEXCLDJC-PNLWHQRKSA-N	619.421305			MMDBc0045375
BASm0032165	PC(12:0/14:1(9Z))	PC(12:0/14:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(12:0/14:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 9Z-tetradecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCC	C34H66NO8P	InChI=1S/C34H66NO8P/c1-6-8-10-12-14-16-17-19-21-23-25-27-34(37)43-32(31-42-44(38,39)41-29-28-35(3,4)5)30-40-33(36)26-24-22-20-18-15-13-11-9-7-2/h12,14,32H,6-11,13,15-31H2,1-5H3/b14-12-/t32-/m1/s1	AGJOABASFWYXRJ-AXLWDLOMSA-N	647.4526051			MMDBc0045376
BASm0032166	PC(12:0/14:1(11Z))	PC(12:0/14:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(12:0/14:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-tetradecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CC	C34H66NO8P	InChI=1S/C34H66NO8P/c1-6-8-10-12-14-16-17-19-21-23-25-27-34(37)43-32(31-42-44(38,39)41-29-28-35(3,4)5)30-40-33(36)26-24-22-20-18-15-13-11-9-7-2/h8,10,32H,6-7,9,11-31H2,1-5H3/b10-8-/t32-/m1/s1	IYHACYWUTQDIGY-ORNKUIKVSA-N	647.4526051			MMDBc0045377
BASm0032167	PC(14:0/14:1(11Z))	PC(14:0/14:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:0/14:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 11Z-tetradecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37(3,4)5)45-36(39)29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,34H,6-8,10,12-33H2,1-5H3/b11-9-/t34-/m1/s1	XLPXZTLSDPJCKO-VCRWGMHCSA-N	675.4839052			MMDBc0045378
BASm0032168	PC(14:1(9Z)/15:0)	PC(14:1(9Z)/15:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(9Z)/15:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	CCCCCCCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/CCCC)COP([O-])(=O)OCC[N+](C)(C)C	C37H72NO8P	InChI=1S/C37H72NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38(3,4)5)33-43-36(39)29-27-25-23-21-19-17-15-13-11-9-7-2/h13,15,35H,6-12,14,16-34H2,1-5H3/b15-13-/t35-/m1/s1	YKVGKTUIHABLLA-JUOLSMOWSA-N	689.4995548			MMDBc0045379
BASm0032169	PC(14:1(11Z)/15:0)	PC(14:1(11Z)/15:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(11Z)/15:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38(3,4)5)33-43-36(39)29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,35H,6-8,10,12-34H2,1-5H3/b11-9-/t35-/m1/s1	SPKRBWAVTSFXJV-OJOCICPLSA-N	689.4995553			MMDBc0045380
BASm0032170	PC(15:0/15:0)	PC(15:0/15:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:0/15:0), in particular, consists of two pentadecanoyl chains at positions C-1 and C-2. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCC	C38H76NO8P	InChI=1S/C38H76NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)44-34-36(35-46-48(42,43)45-33-32-39(3,4)5)47-38(41)31-29-27-25-23-21-19-17-15-13-11-9-7-2/h36H,6-35H2,1-5H3/t36-/m1/s1	LJARBVLDSOWRJT-PSXMRANNSA-N	705.5308549			MMDBc0045381
BASm0032171	PC(10:0/20:1(13Z))	PC(10:0/20:1(13Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(10:0/20:1(13Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-6-8-10-12-14-15-16-17-18-19-20-21-22-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39(3,4)5)34-44-37(40)30-28-26-24-13-11-9-7-2/h15-16,36H,6-14,17-35H2,1-5H3/b16-15-/t36-/m1/s1	HBWIQSDDFGCZHG-DLVZKOJSSA-N	703.5152053			MMDBc0045382
BASm0032172	PC(10:0/20:1(11Z))	PC(10:0/20:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(10:0/20:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-6-8-10-12-14-15-16-17-18-19-20-21-22-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39(3,4)5)34-44-37(40)30-28-26-24-13-11-9-7-2/h17-18,36H,6-16,19-35H2,1-5H3/b18-17-/t36-/m1/s1	UHVRLTWCSMRCPO-UVCQAILXSA-N	703.5152053			MMDBc0045383
BASm0032173	PC(10:0/15:1(9Z))	PC(10:0/15:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(10:0/15:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCC	C33H64NO8P	InChI=1S/C33H64NO8P/c1-6-8-10-12-14-15-16-17-18-20-22-24-26-33(36)42-31(30-41-43(37,38)40-28-27-34(3,4)5)29-39-32(35)25-23-21-19-13-11-9-7-2/h14-15,31H,6-13,16-30H2,1-5H3/b15-14-/t31-/m1/s1	HUJVYEMWNNEZEE-BPRWFLIUSA-N	633.436955			MMDBc0045384
BASm0032174	PC(10:0/15:1(11Z))	PC(10:0/15:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(10:0/15:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-pentadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCC	C33H64NO8P	InChI=1S/C33H64NO8P/c1-6-8-10-12-14-15-16-17-18-20-22-24-26-33(36)42-31(30-41-43(37,38)40-28-27-34(3,4)5)29-39-32(35)25-23-21-19-13-11-9-7-2/h10,12,31H,6-9,11,13-30H2,1-5H3/b12-10-/t31-/m1/s1	SZPNLNDGJXMTGK-QPLOXXCYSA-N	633.436955			MMDBc0045385
BASm0032175	PC(10:0/16:1(11Z))	PC(10:0/16:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(10:0/16:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCC	C34H66NO8P	InChI=1S/C34H66NO8P/c1-6-8-10-12-14-15-16-17-18-19-21-23-25-27-34(37)43-32(31-42-44(38,39)41-29-28-35(3,4)5)30-40-33(36)26-24-22-20-13-11-9-7-2/h12,14,32H,6-11,13,15-31H2,1-5H3/b14-12-/t32-/m1/s1	KHWIACWVFVXDRX-AXLWDLOMSA-N	647.4526051			MMDBc0045386
BASm0032176	PC(12:0/18:1(9Z))	PC(12:0/18:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(12:0/18:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-6-8-10-12-14-16-17-18-19-20-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39(3,4)5)34-44-37(40)30-28-26-24-22-15-13-11-9-7-2/h18-19,36H,6-17,20-35H2,1-5H3/b19-18-/t36-/m1/s1	LPUZRKCOBURCPA-UAIAYBLDSA-N	703.5152053			MMDBc0045387
BASm0032177	PC(12:0/18:1(11Z))	PC(12:0/18:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(12:0/18:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-6-8-10-12-14-16-17-18-19-20-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39(3,4)5)34-44-37(40)30-28-26-24-22-15-13-11-9-7-2/h16-17,36H,6-15,18-35H2,1-5H3/b17-16-/t36-/m1/s1	IQSPJSVSKQCNFL-RDUIHUIXSA-N	703.5152053			MMDBc0045388
BASm0032178	PC(12:0/15:1(9Z))	PC(12:0/15:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(12:0/15:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCC	C35H68NO8P	InChI=1S/C35H68NO8P/c1-6-8-10-12-14-16-17-18-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36(3,4)5)31-41-34(37)27-25-23-21-19-15-13-11-9-7-2/h14,16,33H,6-13,15,17-32H2,1-5H3/b16-14-/t33-/m1/s1	YSNAHYZGRRYURZ-BSAOHMCWSA-N	661.4682552			MMDBc0045389
BASm0032179	PC(12:0/15:1(11Z))	PC(12:0/15:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(12:0/15:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-pentadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCC	C35H68NO8P	InChI=1S/C35H68NO8P/c1-6-8-10-12-14-16-17-18-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36(3,4)5)31-41-34(37)27-25-23-21-19-15-13-11-9-7-2/h10,12,33H,6-9,11,13-32H2,1-5H3/b12-10-/t33-/m1/s1	UADOMRWKGQGHGF-ALMVXPMNSA-N	661.4682552			MMDBc0045390
BASm0032180	PC(14:0/16:1(11Z))	PC(14:0/16:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:0/16:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-6-8-10-12-14-16-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39(3,4)5)34-44-37(40)30-28-26-24-22-20-17-15-13-11-9-7-2/h12,14,36H,6-11,13,15-35H2,1-5H3/b14-12-/t36-/m1/s1	PQUCTOVPXUXUNE-PKAFBKPJSA-N	703.5152053			MMDBc0045391
BASm0032181	PC(14:0/15:1(9Z))	PC(14:0/15:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:0/15:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38(3,4)5)33-43-36(39)29-27-25-23-21-19-17-15-13-11-9-7-2/h14,16,35H,6-13,15,17-34H2,1-5H3/b16-14-/t35-/m1/s1	JCQKWZLUNDUZDT-WMHOIYFHSA-N	689.4995553			MMDBc0045392
BASm0032182	PC(14:0/15:1(11Z))	PC(14:0/15:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:0/15:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 11Z-pentadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38(3,4)5)33-43-36(39)29-27-25-23-21-19-17-15-13-11-9-7-2/h10,12,35H,6-9,11,13-34H2,1-5H3/b12-10-/t35-/m1/s1	WTIKVHPJCGLXKI-YPZHICNLSA-N	689.4995553			MMDBc0045393
BASm0032183	PC(14:1(9Z)/16:0)	PC(14:1(9Z)/16:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(9Z)/16:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	CCCCCCCCCCCCCCCC(=O)O[C@]([H])(COC(=O)CCCCCCC\C=C/CCCC)COP([O-])(=O)OCC[N+](C)(C)C	C38H74NO8P	InChI=1S/C38H74NO8P/c1-6-8-10-12-14-16-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39(3,4)5)34-44-37(40)30-28-26-24-22-20-17-15-13-11-9-7-2/h13,15,36H,6-12,14,16-35H2,1-5H3/b15-13-/t36-/m1/s1	ANKCYRKQDLQXGL-MRDDHZETSA-N	703.5152049			MMDBc0045394
BASm0032184	PC(14:1(11Z)/16:0)	PC(14:1(11Z)/16:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(11Z)/16:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-6-8-10-12-14-16-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39(3,4)5)34-44-37(40)30-28-26-24-22-20-17-15-13-11-9-7-2/h9,11,36H,6-8,10,12-35H2,1-5H3/b11-9-/t36-/m1/s1	ZJXPCUNZESWSAR-UNRLPBIESA-N	703.5152053			MMDBc0045395
BASm0032185	PC(15:0/15:1(9Z))	PC(15:0/15:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:0/15:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)44-34-36(35-46-48(42,43)45-33-32-39(3,4)5)47-38(41)31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,36H,6-14,16,18-35H2,1-5H3/b17-15-/t36-/m1/s1	BOEDQMXDOQTABI-HZVSPZAISA-N	703.5152053			MMDBc0045396
BASm0032186	PC(15:0/15:1(11Z))	PC(15:0/15:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:0/15:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-pentadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)44-34-36(35-46-48(42,43)45-33-32-39(3,4)5)47-38(41)31-29-27-25-23-21-19-17-15-13-11-9-7-2/h11,13,36H,6-10,12,14-35H2,1-5H3/b13-11-/t36-/m1/s1	GKOPBRFQGVMWJH-MFMNMWITSA-N	703.5152053			MMDBc0045397
BASm0032187	PC(12:0/16:1(11Z))	PC(12:0/16:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(12:0/16:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-6-8-10-12-14-16-17-18-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37(3,4)5)32-42-35(38)28-26-24-22-20-15-13-11-9-7-2/h12,14,34H,6-11,13,15-33H2,1-5H3/b14-12-/t34-/m1/s1	ZMVRSODZNCHYCE-XBEBLRSGSA-N	675.4839052			MMDBc0045398
BASm0032188	PC(14:1(9Z)/14:1(9Z))	PC(14:1(9Z)/14:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(9Z)/14:1(9Z)), in particular, consists of two 9Z-tetradecenoyl chains at positions C-1 and C-2. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	CCCC\C=C/CCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCC	C36H68NO8P	InChI=1S/C36H68NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37(3,4)5)45-36(39)29-27-25-23-21-19-17-15-13-11-9-7-2/h12-15,34H,6-11,16-33H2,1-5H3/b14-12-,15-13-/t34-/m1/s1	AVCZHZMYOZARRJ-JWLMTKEBSA-N	673.4682547			MMDBc0045399
BASm0032189	PC(14:1(9Z)/14:1(11Z))	PC(14:1(9Z)/14:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(9Z)/14:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-tetradecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CC	C36H68NO8P	InChI=1S/C36H68NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37(3,4)5)45-36(39)29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11-12,14,34H,6-8,10,13,15-33H2,1-5H3/b11-9-,14-12-/t34-/m1/s1	KNKQIHPEYGWAFN-PMDBRYMLSA-N	673.4682552			MMDBc0045400
BASm0032190	PC(14:1(11Z)/14:1(9Z))	PC(14:1(11Z)/14:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(11Z)/14:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-tetradecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCC	C36H68NO8P	InChI=1S/C36H68NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37(3,4)5)45-36(39)29-27-25-23-21-19-17-15-13-11-9-7-2/h8,10,13,15,34H,6-7,9,11-12,14,16-33H2,1-5H3/b10-8-,15-13-/t34-/m1/s1	NQLPBQCRAGPFSQ-KWAWOGCGSA-N	673.4682552			MMDBc0045401
BASm0032191	PC(14:1(11Z)/14:1(11Z))	PC(14:1(11Z)/14:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(11Z)/14:1(11Z)), in particular, consists of two 11Z-tetradecenoyl chains at positions C-1 and C-2. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CC	C36H68NO8P	InChI=1S/C36H68NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37(3,4)5)45-36(39)29-27-25-23-21-19-17-15-13-11-9-7-2/h8-11,34H,6-7,12-33H2,1-5H3/b10-8-,11-9-/t34-/m1/s1	SQMJOCNVCHWARG-LOEBJBPCSA-N	673.4682552			MMDBc0045402
BASm0032192	PC(14:1(9Z)/15:1(9Z))	PC(14:1(9Z)/15:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(9Z)/15:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCC	C37H70NO8P	InChI=1S/C37H70NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38(3,4)5)33-43-36(39)29-27-25-23-21-19-17-15-13-11-9-7-2/h13-16,35H,6-12,17-34H2,1-5H3/b15-13-,16-14-/t35-/m1/s1	PBZVRZXEXGGJBW-NAFNZUQFSA-N	687.4839052			MMDBc0045403
BASm0032193	PC(14:1(9Z)/15:1(11Z))	PC(14:1(9Z)/15:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(9Z)/15:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-pentadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCC	C37H70NO8P	InChI=1S/C37H70NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38(3,4)5)33-43-36(39)29-27-25-23-21-19-17-15-13-11-9-7-2/h10,12-13,15,35H,6-9,11,14,16-34H2,1-5H3/b12-10-,15-13-/t35-/m1/s1	GOUYMQYPGKXAMA-GWOLXUBNSA-N	687.4839052			MMDBc0045404
BASm0032194	PC(14:1(11Z)/15:1(9Z))	PC(14:1(11Z)/15:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(11Z)/15:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCC	C37H70NO8P	InChI=1S/C37H70NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38(3,4)5)33-43-36(39)29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,14,16,35H,6-8,10,12-13,15,17-34H2,1-5H3/b11-9-,16-14-/t35-/m1/s1	CDTZFANMDJJNRS-WULBUMRKSA-N	687.4839052			MMDBc0045405
BASm0032195	PC(14:1(11Z)/15:1(11Z))	PC(14:1(11Z)/15:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(11Z)/15:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-pentadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCC	C37H70NO8P	InChI=1S/C37H70NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38(3,4)5)33-43-36(39)29-27-25-23-21-19-17-15-13-11-9-7-2/h9-12,35H,6-8,13-34H2,1-5H3/b11-9-,12-10-/t35-/m1/s1	SSFLQIKDUKEVPB-CHRMJTSKSA-N	687.4839052			MMDBc0045406
BASm0032196	PC(14:1(9Z)/16:1(11Z))	PC(14:1(9Z)/16:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-6-8-10-12-14-16-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39(3,4)5)34-44-37(40)30-28-26-24-22-20-17-15-13-11-9-7-2/h12-15,36H,6-11,16-35H2,1-5H3/b14-12-,15-13-/t36-/m1/s1	YYNYULWMEJFLLT-ZQEVGIIVSA-N	701.4995553			MMDBc0045407
BASm0032197	PC(14:1(11Z)/16:1(9Z))	PC(14:1(11Z)/16:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-6-8-10-12-14-16-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39(3,4)5)34-44-37(40)30-28-26-24-22-20-17-15-13-11-9-7-2/h9,11,16,18,36H,6-8,10,12-15,17,19-35H2,1-5H3/b11-9-,18-16-/t36-/m1/s1	SVMSBBLOXYKDBQ-WKWOLSAVSA-N	701.4995553			MMDBc0045408
BASm0032198	PC(14:1(11Z)/16:1(11Z))	PC(14:1(11Z)/16:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(11Z)/16:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-6-8-10-12-14-16-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39(3,4)5)34-44-37(40)30-28-26-24-22-20-17-15-13-11-9-7-2/h9,11-12,14,36H,6-8,10,13,15-35H2,1-5H3/b11-9-,14-12-/t36-/m1/s1	YACSRVRHAHEMJL-GZQQEWSMSA-N	701.4995553			MMDBc0045409
BASm0032199	PC(15:1(9Z)/15:1(9Z))	PC(15:1(9Z)/15:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:1(9Z)/15:1(9Z)), in particular, consists of two 9Z-pentadecenoyl chains at positions C-1 and C-2. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)44-34-36(35-46-48(42,43)45-33-32-39(3,4)5)47-38(41)31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14-17,36H,6-13,18-35H2,1-5H3/b16-14-,17-15-/t36-/m1/s1	BQTXNAKXHQSYOW-UYKOKAMASA-N	701.4995553			MMDBc0045410
BASm0032200	PC(15:1(9Z)/15:1(11Z))	PC(15:1(9Z)/15:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:1(9Z)/15:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-pentadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)44-34-36(35-46-48(42,43)45-33-32-39(3,4)5)47-38(41)31-29-27-25-23-21-19-17-15-13-11-9-7-2/h11,13-14,16,36H,6-10,12,15,17-35H2,1-5H3/b13-11-,16-14-/t36-/m1/s1	VJOQLUZNAVZKCX-RBMBOWLRSA-N	701.4995553			MMDBc0045411
BASm0032201	PC(15:1(11Z)/15:1(9Z))	PC(15:1(11Z)/15:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:1(11Z)/15:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)44-34-36(35-46-48(42,43)45-33-32-39(3,4)5)47-38(41)31-29-27-25-23-21-19-17-15-13-11-9-7-2/h10,12,15,17,36H,6-9,11,13-14,16,18-35H2,1-5H3/b12-10-,17-15-/t36-/m1/s1	BKSIBAUEUAKCKG-UKQZTOEBSA-N	701.4995553			MMDBc0045412
BASm0032202	PC(15:1(11Z)/15:1(11Z))	PC(15:1(11Z)/15:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:1(11Z)/15:1(11Z)), in particular, consists of two 11Z-pentadecenoyl chains at positions C-1 and C-2. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)44-34-36(35-46-48(42,43)45-33-32-39(3,4)5)47-38(41)31-29-27-25-23-21-19-17-15-13-11-9-7-2/h10-13,36H,6-9,14-35H2,1-5H3/b12-10-,13-11-/t36-/m1/s1	QIHXNYLNVRYPIG-SZTZFUCUSA-N	701.4995553			MMDBc0045413
BASm0032203	PC(15:1(9Z)/16:1(9Z))	PC(15:1(9Z)/16:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:1(9Z)/16:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40(3,4)5)35-45-38(41)31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15-18,37H,6-14,19-36H2,1-5H3/b17-15-,18-16-/t37-/m1/s1	JFSKZJFUUYVMLO-VFCAVACVSA-N	715.5152053			MMDBc0045414
BASm0032204	PC(15:1(9Z)/16:1(11Z))	PC(15:1(9Z)/16:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40(3,4)5)35-45-38(41)31-29-27-25-23-21-19-17-15-13-11-9-7-2/h12,14-15,17,37H,6-11,13,16,18-36H2,1-5H3/b14-12-,17-15-/t37-/m1/s1	INUBFIOBIZQLOC-FSCMLBFASA-N	715.5152053			MMDBc0045415
BASm0032205	PC(15:1(11Z)/16:1(9Z))	PC(15:1(11Z)/16:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40(3,4)5)35-45-38(41)31-29-27-25-23-21-19-17-15-13-11-9-7-2/h11,13,16,18,37H,6-10,12,14-15,17,19-36H2,1-5H3/b13-11-,18-16-/t37-/m1/s1	NVNDGHRFLCGYFW-VCEZPJRPSA-N	715.5152053			MMDBc0045416
BASm0032206	PC(15:1(11Z)/16:1(11Z))	PC(15:1(11Z)/16:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:1(11Z)/16:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40(3,4)5)35-45-38(41)31-29-27-25-23-21-19-17-15-13-11-9-7-2/h11-14,37H,6-10,15-36H2,1-5H3/b13-11-,14-12-/t37-/m1/s1	CFVZHDLPNZXJSR-VZUQYVQZSA-N	715.5152053			MMDBc0045417
BASm0032207	PC(15:0/16:1(9Z))	PC(15:0/16:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:0/16:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	CCCCCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40(3,4)5)35-45-38(41)31-29-27-25-23-21-19-17-15-13-11-9-7-2/h16,18,37H,6-15,17,19-36H2,1-5H3/b18-16-/t37-/m1/s1	QFVHCMLUKNHDSH-WTWBAFHPSA-N	717.5308549			MMDBc0045418
BASm0032208	PC(15:0/16:1(11Z))	PC(15:0/16:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:0/16:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40(3,4)5)35-45-38(41)31-29-27-25-23-21-19-17-15-13-11-9-7-2/h12,14,37H,6-11,13,15-36H2,1-5H3/b14-12-/t37-/m1/s1	GJBNDISHQQMVJG-SVKAEJSDSA-N	717.5308554			MMDBc0045419
BASm0032209	PC(15:1(9Z)/16:0)	PC(15:1(9Z)/16:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:1(9Z)/16:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40(3,4)5)35-45-38(41)31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,37H,6-14,16,18-36H2,1-5H3/b17-15-/t37-/m1/s1	IVBBCUOCTTXYPW-HTWJHTIYSA-N	717.5308554			MMDBc0045420
BASm0032210	PC(15:1(11Z)/16:0)	PC(15:1(11Z)/16:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:1(11Z)/16:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40(3,4)5)35-45-38(41)31-29-27-25-23-21-19-17-15-13-11-9-7-2/h11,13,37H,6-10,12,14-36H2,1-5H3/b13-11-/t37-/m1/s1	PPLGQGJBDMJXLH-RMYMUPPGSA-N	717.5308554			MMDBc0045421
BASm0032211	PC(14:1(9Z)/18:1(9Z))	PC(14:1(9Z)/18:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-6-8-10-12-14-16-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3,4)5)36-46-39(42)32-30-28-26-24-22-17-15-13-11-9-7-2/h13,15,19-20,38H,6-12,14,16-18,21-37H2,1-5H3/b15-13-,20-19-/t38-/m1/s1	KFGSHFVDCHWRGE-LULHKCDZSA-N	729.5308549			MMDBc0045422
BASm0032212	PC(14:1(9Z)/18:1(11Z))	PC(14:1(9Z)/18:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-6-8-10-12-14-16-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3,4)5)36-46-39(42)32-30-28-26-24-22-17-15-13-11-9-7-2/h13,15-16,18,38H,6-12,14,17,19-37H2,1-5H3/b15-13-,18-16-/t38-/m1/s1	QNWUSMHOBHFMNS-MIXVWNHBSA-N	729.5308549			MMDBc0045423
BASm0032213	PC(14:1(11Z)/18:1(9Z))	PC(14:1(11Z)/18:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-6-8-10-12-14-16-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3,4)5)36-46-39(42)32-30-28-26-24-22-17-15-13-11-9-7-2/h9,11,19-20,38H,6-8,10,12-18,21-37H2,1-5H3/b11-9-,20-19-/t38-/m1/s1	YDSGMQZAPBGRSR-AAUFMUKCSA-N	729.5308554			MMDBc0045424
BASm0032214	PC(14:1(11Z)/18:1(11Z))	PC(14:1(11Z)/18:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(11Z)/18:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-6-8-10-12-14-16-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3,4)5)36-46-39(42)32-30-28-26-24-22-17-15-13-11-9-7-2/h9,11,16,18,38H,6-8,10,12-15,17,19-37H2,1-5H3/b11-9-,18-16-/t38-/m1/s1	ANMKFDSVFZYSSK-FFQIVXNASA-N	729.5308554			MMDBc0045425
BASm0032215	PC(16:1(9Z)/16:1(11Z))	PC(16:1(9Z)/16:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(16:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h13,15-16,18,38H,6-12,14,17,19-37H2,1-5H3/b15-13-,18-16-/t38-/m1/s1	SCIIENDTTLSDPG-MIXVWNHBSA-N	729.5308554			MMDBc0045426
BASm0032216	PC(16:1(11Z)/16:1(9Z))	PC(16:1(11Z)/16:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(16:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h12,14,17,19,38H,6-11,13,15-16,18,20-37H2,1-5H3/b14-12-,19-17-/t38-/m1/s1	OUOKFYYUESMCNX-BLWIVKGYSA-N	729.5308554			MMDBc0045427
BASm0032217	PC(16:1(11Z)/16:1(11Z))	PC(16:1(11Z)/16:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(16:1(11Z)/16:1(11Z)), in particular, consists of two 11Z-hexadecenoyl chains at positions C-1 and C-2. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h12-15,38H,6-11,16-37H2,1-5H3/b14-12-,15-13-/t38-/m1/s1	DJBAHAWYYUCHPY-UMWPVUFZSA-N	729.5308554			MMDBc0045428
BASm0032218	PC(10:0/18:1(9Z))	PC(10:0/18:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(10:0/18:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-6-8-10-12-14-15-16-17-18-19-20-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37(3,4)5)32-42-35(38)28-26-24-22-13-11-9-7-2/h17-18,34H,6-16,19-33H2,1-5H3/b18-17-/t34-/m1/s1	LHGRLARXULFYPW-RZCWWDNZSA-N	675.4839052			MMDBc0045429
BASm0032219	PC(10:0/18:1(11Z))	PC(10:0/18:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(10:0/18:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-6-8-10-12-14-15-16-17-18-19-20-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37(3,4)5)32-42-35(38)28-26-24-22-13-11-9-7-2/h15-16,34H,6-14,17-33H2,1-5H3/b16-15-/t34-/m1/s1	FZXABUYSOKZZKG-YFGVOLTDSA-N	675.4839052			MMDBc0045430
BASm0032220	PC(16:0/16:1(11Z))	PC(16:0/16:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(16:0/16:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h13,15,38H,6-12,14,16-37H2,1-5H3/b15-13-/t38-/m1/s1	NVJCJBAXBMGQLD-IUXSEFJDSA-N	731.5465055			MMDBc0045431
BASm0032221	PC(10:0/22:1(9Z))	PC(10:0/22:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(10:0/22:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-6-8-10-12-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3,4)5)36-46-39(42)32-30-28-26-13-11-9-7-2/h21-22,38H,6-20,23-37H2,1-5H3/b22-21-/t38-/m1/s1	ORXPPCVGVCXXIU-OVCDZSOKSA-N	731.5465055			MMDBc0045432
BASm0032222	PC(10:0/22:1(11Z))	PC(10:0/22:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(10:0/22:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-6-8-10-12-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3,4)5)36-46-39(42)32-30-28-26-13-11-9-7-2/h19-20,38H,6-18,21-37H2,1-5H3/b20-19-/t38-/m1/s1	CDNIIVQYSQILIV-OQHNRNOKSA-N	731.5465055			MMDBc0045433
BASm0032223	PC(10:0/18:0)	PC(10:0/18:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(10:0/18:0), in particular, consists of one decanoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC	C36H72NO8P	InChI=1S/C36H72NO8P/c1-6-8-10-12-14-15-16-17-18-19-20-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37(3,4)5)32-42-35(38)28-26-24-22-13-11-9-7-2/h34H,6-33H2,1-5H3/t34-/m1/s1	SFECNOKDRVZBKD-UUWRZZSWSA-N	677.4995553			MMDBc0045434
BASm0032224	PC(12:0/20:1(13Z))	PC(12:0/20:1(13Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(12:0/20:1(13Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-6-8-10-12-14-16-17-18-19-20-21-22-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3,4)5)36-46-39(42)32-30-28-26-24-15-13-11-9-7-2/h16-17,38H,6-15,18-37H2,1-5H3/b17-16-/t38-/m1/s1	KUNFTENZDGLSHM-UFPGTTSGSA-N	731.5465055			MMDBc0045435
BASm0032225	PC(12:0/20:1(11Z))	PC(12:0/20:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(12:0/20:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-6-8-10-12-14-16-17-18-19-20-21-22-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3,4)5)36-46-39(42)32-30-28-26-24-15-13-11-9-7-2/h18-19,38H,6-17,20-37H2,1-5H3/b19-18-/t38-/m1/s1	BUFPMOFUFXIVNG-YWTUKGCKSA-N	731.5465055			MMDBc0045436
BASm0032226	PC(14:1(11Z)/18:0)	PC(14:1(11Z)/18:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(11Z)/18:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-6-8-10-12-14-16-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3,4)5)36-46-39(42)32-30-28-26-24-22-17-15-13-11-9-7-2/h9,11,38H,6-8,10,12-37H2,1-5H3/b11-9-/t38-/m1/s1	IVEHSHFCLUFAEL-MHTIQECXSA-N	731.5465055			MMDBc0045437
BASm0032227	PC(15:1(9Z)/18:1(9Z))	PC(15:1(9Z)/18:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-6-8-10-12-14-16-18-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3,4)5)37-47-40(43)33-31-29-27-25-23-19-17-15-13-11-9-7-2/h15,17,20-21,39H,6-14,16,18-19,22-38H2,1-5H3/b17-15-,21-20-/t39-/m1/s1	NMEXJTZWBAWBCO-WUMSIPIUSA-N	743.5465055			MMDBc0045438
BASm0032228	PC(15:1(9Z)/18:1(11Z))	PC(15:1(9Z)/18:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-6-8-10-12-14-16-18-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3,4)5)37-47-40(43)33-31-29-27-25-23-19-17-15-13-11-9-7-2/h15-18,39H,6-14,19-38H2,1-5H3/b17-15-,18-16-/t39-/m1/s1	QYRGGWGWTAPEPT-DQXRBBCZSA-N	743.5465055			MMDBc0045439
BASm0032229	PC(15:1(11Z)/18:1(9Z))	PC(15:1(11Z)/18:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-6-8-10-12-14-16-18-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3,4)5)37-47-40(43)33-31-29-27-25-23-19-17-15-13-11-9-7-2/h11,13,20-21,39H,6-10,12,14-19,22-38H2,1-5H3/b13-11-,21-20-/t39-/m1/s1	UPFTYPIXXXVRKB-XQNAHGRWSA-N	743.5465055			MMDBc0045440
BASm0032230	PC(15:1(11Z)/18:1(11Z))	PC(15:1(11Z)/18:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:1(11Z)/18:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-6-8-10-12-14-16-18-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3,4)5)37-47-40(43)33-31-29-27-25-23-19-17-15-13-11-9-7-2/h11,13,16,18,39H,6-10,12,14-15,17,19-38H2,1-5H3/b13-11-,18-16-/t39-/m1/s1	SKQAHYACOOGDJT-CVGLQAPZSA-N	743.5465055			MMDBc0045441
BASm0032231	PC(10:0/23:1(9Z))	PC(10:0/23:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(10:0/23:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-6-8-10-12-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3,4)5)37-47-40(43)33-31-29-27-13-11-9-7-2/h22-23,39H,6-21,24-38H2,1-5H3/b23-22-/t39-/m1/s1	COUXGPIIUOCXLE-ALBCFCGMSA-N	745.5621555			MMDBc0045442
BASm0032232	PC(10:0/23:1(11Z))	PC(10:0/23:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(10:0/23:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-6-8-10-12-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3,4)5)37-47-40(43)33-31-29-27-13-11-9-7-2/h20-21,39H,6-19,22-38H2,1-5H3/b21-20-/t39-/m1/s1	HYUURGMKWMUQAI-KUNNKMQBSA-N	745.5621555			MMDBc0045443
BASm0032233	PC(12:0/18:0)	PC(12:0/18:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(12:0/18:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC	C38H76NO8P	InChI=1S/C38H76NO8P/c1-6-8-10-12-14-16-17-18-19-20-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39(3,4)5)34-44-37(40)30-28-26-24-22-15-13-11-9-7-2/h36H,6-35H2,1-5H3/t36-/m1/s1	XMMPMEPNQVLMLI-PSXMRANNSA-N	705.5308554			MMDBc0045444
BASm0032234	PC(15:0/18:1(9Z))	PC(15:0/18:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:0/18:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	CCCCCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-6-8-10-12-14-16-18-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3,4)5)37-47-40(43)33-31-29-27-25-23-19-17-15-13-11-9-7-2/h20-21,39H,6-19,22-38H2,1-5H3/b21-20-/t39-/m1/s1	ZEWLMKXMNQOCOQ-KUNNKMQBSA-N	745.5621551			MMDBc0045445
BASm0032235	PC(15:0/18:1(11Z))	PC(15:0/18:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:0/18:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	CCCCCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-6-8-10-12-14-16-18-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3,4)5)37-47-40(43)33-31-29-27-25-23-19-17-15-13-11-9-7-2/h16,18,39H,6-15,17,19-38H2,1-5H3/b18-16-/t39-/m1/s1	GXTATYLPYLLNLV-MGIDVFSBSA-N	745.5621551			MMDBc0045446
BASm0032236	PC(15:1(9Z)/18:0)	PC(15:1(9Z)/18:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:1(9Z)/18:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-6-8-10-12-14-16-18-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3,4)5)37-47-40(43)33-31-29-27-25-23-19-17-15-13-11-9-7-2/h15,17,39H,6-14,16,18-38H2,1-5H3/b17-15-/t39-/m1/s1	ATHGCMHKJSFNRG-PGQSLOMRSA-N	745.5621555			MMDBc0045447
BASm0032237	PC(15:1(11Z)/18:0)	PC(15:1(11Z)/18:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:1(11Z)/18:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-6-8-10-12-14-16-18-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3,4)5)37-47-40(43)33-31-29-27-25-23-19-17-15-13-11-9-7-2/h11,13,39H,6-10,12,14-38H2,1-5H3/b13-11-/t39-/m1/s1	YUMKVAJFEMGZKG-ANITWHMDSA-N	745.5621555			MMDBc0045448
BASm0032238	PC(14:1(9Z)/20:1(13Z))	PC(14:1(9Z)/20:1(13Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-17-15-13-11-9-7-2/h13,15-16,18,40H,6-12,14,17,19-39H2,1-5H3/b15-13-,18-16-/t40-/m1/s1	BOGYAIVEVSVURI-FTFGGVTKSA-N	757.5621555			MMDBc0045449
BASm0032239	PC(14:1(11Z)/20:1(13Z))	PC(14:1(11Z)/20:1(13Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-17-15-13-11-9-7-2/h9,11,16,18,40H,6-8,10,12-15,17,19-39H2,1-5H3/b11-9-,18-16-/t40-/m1/s1	XURRYDUXPHFXNO-GWVZHWFSSA-N	757.5621555			MMDBc0045450
BASm0032240	PC(14:1(11Z)/20:1(11Z))	PC(14:1(11Z)/20:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-17-15-13-11-9-7-2/h9,11,19-20,40H,6-8,10,12-18,21-39H2,1-5H3/b11-9-,20-19-/t40-/m1/s1	NDIISDZBERTFHS-DQMAFJMQSA-N	757.5621555			MMDBc0045451
BASm0032241	PC(16:1(11Z)/18:1(9Z))	PC(16:1(11Z)/18:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(16:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h13,15,20-21,40H,6-12,14,16-19,22-39H2,1-5H3/b15-13-,21-20-/t40-/m1/s1	SJYYAZVFDDBSCJ-PNXNLVGSSA-N	757.5621555			MMDBc0045452
BASm0032242	PC(16:1(11Z)/18:1(11Z))	PC(16:1(11Z)/18:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(16:1(11Z)/18:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h13,15-16,18,40H,6-12,14,17,19-39H2,1-5H3/b15-13-,18-16-/t40-/m1/s1	DVWKJZKACMKRCH-FTFGGVTKSA-N	757.5621555			MMDBc0045453
BASm0032243	PC(10:0/24:1(9Z))	PC(10:0/24:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(10:0/24:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-6-8-10-12-14-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-13-11-9-7-2/h23-24,40H,6-22,25-39H2,1-5H3/b24-23-/t40-/m1/s1	XBGAOFZKXALJCV-WYWDMGIASA-N	759.5778056			MMDBc0045454
BASm0032244	PC(10:0/24:1(11Z))	PC(10:0/24:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(10:0/24:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-6-8-10-12-14-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-13-11-9-7-2/h21-22,40H,6-20,23-39H2,1-5H3/b22-21-/t40-/m1/s1	DTTFHZHGXGWFCC-ZBCYVRFFSA-N	759.5778056			MMDBc0045455
BASm0032245	PC(12:0/22:1(9Z))	PC(12:0/22:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(12:0/22:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-6-8-10-12-14-16-17-18-19-20-21-22-23-24-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-15-13-11-9-7-2/h22-23,40H,6-21,24-39H2,1-5H3/b23-22-/t40-/m1/s1	QHUFIOKZYHDCGY-WOBDTNDUSA-N	759.5778056			MMDBc0045456
BASm0032246	PC(12:0/22:1(11Z))	PC(12:0/22:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(12:0/22:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-6-8-10-12-14-16-17-18-19-20-21-22-23-24-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-15-13-11-9-7-2/h20-21,40H,6-19,22-39H2,1-5H3/b21-20-/t40-/m1/s1	YGJFBNYJQXQTMU-VYOBOKEXSA-N	759.5778056			MMDBc0045457
BASm0032247	PC(14:0/20:1(13Z))	PC(14:0/20:1(13Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:0/20:1(13Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-17-15-13-11-9-7-2/h16,18,40H,6-15,17,19-39H2,1-5H3/b18-16-/t40-/m1/s1	SDPDCMVLXNVPTD-KWNHIAGJSA-N	759.5778056			MMDBc0045458
BASm0032248	PC(14:1(11Z)/20:0)	PC(14:1(11Z)/20:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(11Z)/20:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-17-15-13-11-9-7-2/h9,11,40H,6-8,10,12-39H2,1-5H3/b11-9-/t40-/m1/s1	ZYUSFJOJYJOYLR-KGAQAXQQSA-N	759.5778056			MMDBc0045459
BASm0032249	PC(16:1(11Z)/18:0)	PC(16:1(11Z)/18:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(16:1(11Z)/18:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h13,15,40H,6-12,14,16-39H2,1-5H3/b15-13-/t40-/m1/s1	FYWLUEOPELZXHY-LLVYEJTBSA-N	759.5778056			MMDBc0045460
BASm0032250	PC(15:1(9Z)/20:1(13Z))	PC(15:1(9Z)/20:1(13Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C43H82NO8P	InChI=1S/C43H82NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3,4)5)39-49-42(45)35-33-31-29-27-25-19-17-15-13-11-9-7-2/h15-18,41H,6-14,19-40H2,1-5H3/b17-15-,18-16-/t41-/m1/s1	VFHBJZIEAFNFGM-AOAHPTCMSA-N	771.5778056			MMDBc0045461
BASm0032251	PC(15:1(9Z)/20:1(11Z))	PC(15:1(9Z)/20:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C43H82NO8P	InChI=1S/C43H82NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3,4)5)39-49-42(45)35-33-31-29-27-25-19-17-15-13-11-9-7-2/h15,17,20-21,41H,6-14,16,18-19,22-40H2,1-5H3/b17-15-,21-20-/t41-/m1/s1	NOFVNJBAOZZAJT-PHNHSUJYSA-N	771.5778056			MMDBc0045462
BASm0032252	PC(15:1(11Z)/20:1(13Z))	PC(15:1(11Z)/20:1(13Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C43H82NO8P	InChI=1S/C43H82NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3,4)5)39-49-42(45)35-33-31-29-27-25-19-17-15-13-11-9-7-2/h11,13,16,18,41H,6-10,12,14-15,17,19-40H2,1-5H3/b13-11-,18-16-/t41-/m1/s1	JWAHEUHRWJEQFQ-UHAAWVJPSA-N	771.5778056			MMDBc0045463
BASm0032253	PC(15:1(11Z)/20:1(11Z))	PC(15:1(11Z)/20:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C43H82NO8P	InChI=1S/C43H82NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3,4)5)39-49-42(45)35-33-31-29-27-25-19-17-15-13-11-9-7-2/h11,13,20-21,41H,6-10,12,14-19,22-40H2,1-5H3/b13-11-,21-20-/t41-/m1/s1	GGNPPZOZCKBSOL-AFUJPTPJSA-N	771.5778056			MMDBc0045464
BASm0032254	PC(10:0/25:1(9Z))	PC(10:0/25:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(10:0/25:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-6-8-10-12-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3,4)5)39-49-42(45)35-33-31-29-13-11-9-7-2/h24-25,41H,6-23,26-40H2,1-5H3/b25-24-/t41-/m1/s1	HBDXZXHKUBKMRH-FQCGFKQYSA-N	773.5934557			MMDBc0045465
BASm0032255	PC(10:0/25:1(11Z))	PC(10:0/25:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(10:0/25:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-6-8-10-12-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3,4)5)39-49-42(45)35-33-31-29-13-11-9-7-2/h22-23,41H,6-21,24-40H2,1-5H3/b23-22-/t41-/m1/s1	UISLLXCLIPPQBU-WESUYJJZSA-N	773.5934557			MMDBc0045466
BASm0032256	PC(10:0/20:0)	PC(10:0/20:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(10:0/20:0), in particular, consists of one decanoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCC	C38H76NO8P	InChI=1S/C38H76NO8P/c1-6-8-10-12-14-15-16-17-18-19-20-21-22-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39(3,4)5)34-44-37(40)30-28-26-24-13-11-9-7-2/h36H,6-35H2,1-5H3/t36-/m1/s1	SVIWSHKAEXRJFD-PSXMRANNSA-N	705.5308554			MMDBc0045467
BASm0032257	PC(12:0/23:1(9Z))	PC(12:0/23:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(12:0/23:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-6-8-10-12-14-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3,4)5)39-49-42(45)35-33-31-29-27-15-13-11-9-7-2/h23-24,41H,6-22,25-40H2,1-5H3/b24-23-/t41-/m1/s1	SCDULNYTTBLBKP-WAIQXQSWSA-N	773.5934557			MMDBc0045468
BASm0032258	PC(12:0/23:1(11Z))	PC(12:0/23:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(12:0/23:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-6-8-10-12-14-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3,4)5)39-49-42(45)35-33-31-29-27-15-13-11-9-7-2/h21-22,41H,6-20,23-40H2,1-5H3/b22-21-/t41-/m1/s1	VWXHSMNDKWGITL-XUUAZBNISA-N	773.5934557			MMDBc0045469
BASm0032259	PC(15:0/20:1(13Z))	PC(15:0/20:1(13Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:0/20:1(13Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3,4)5)39-49-42(45)35-33-31-29-27-25-19-17-15-13-11-9-7-2/h16,18,41H,6-15,17,19-40H2,1-5H3/b18-16-/t41-/m1/s1	STCKUWXCOHFIGQ-SNKLRXETSA-N	773.5934557			MMDBc0045470
BASm0032260	PC(15:0/20:1(11Z))	PC(15:0/20:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:0/20:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	CCCCCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3,4)5)39-49-42(45)35-33-31-29-27-25-19-17-15-13-11-9-7-2/h20-21,41H,6-19,22-40H2,1-5H3/b21-20-/t41-/m1/s1	TYQXQGGTOWQUKL-HFWGUVFESA-N	773.5934552			MMDBc0045471
BASm0032261	PC(15:0/16:0)	PC(15:0/16:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:0/16:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	C39H78NO8P	InChI=1S/C39H78NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40(3,4)5)35-45-38(41)31-29-27-25-23-21-19-17-15-13-11-9-7-2/h37H,6-36H2,1-5H3/t37-/m1/s1	LLHISNQVRRYJGL-DIPNUNPCSA-N	719.546505			MMDBc0045472
BASm0032262	PC(15:1(9Z)/20:0)	PC(15:1(9Z)/20:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:1(9Z)/20:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3,4)5)39-49-42(45)35-33-31-29-27-25-19-17-15-13-11-9-7-2/h15,17,41H,6-14,16,18-40H2,1-5H3/b17-15-/t41-/m1/s1	PPZQIKKCINYMLI-RCENZVMYSA-N	773.5934557			MMDBc0045473
BASm0032263	PC(15:1(11Z)/20:0)	PC(15:1(11Z)/20:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:1(11Z)/20:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3,4)5)39-49-42(45)35-33-31-29-27-25-19-17-15-13-11-9-7-2/h11,13,41H,6-10,12,14-40H2,1-5H3/b13-11-/t41-/m1/s1	MAEKNKARYHCZGT-FNLIECGYSA-N	773.5934557			MMDBc0045474
BASm0032264	PC(14:1(9Z)/22:1(9Z))	PC(14:1(9Z)/22:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(9Z)/22:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C44H84NO8P	InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-17-15-13-11-9-7-2/h13,15,23-24,42H,6-12,14,16-22,25-41H2,1-5H3/b15-13-,24-23-/t42-/m1/s1	RTFJCXHLNVRKCL-VGKAWQCHSA-N	785.5934557			MMDBc0045475
BASm0032265	PC(14:1(9Z)/22:1(11Z))	PC(14:1(9Z)/22:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(9Z)/22:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C44H84NO8P	InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-17-15-13-11-9-7-2/h13,15,21-22,42H,6-12,14,16-20,23-41H2,1-5H3/b15-13-,22-21-/t42-/m1/s1	OSQPZLNFQDFXPL-OYSVHDFDSA-N	785.5934557			MMDBc0045476
BASm0032266	PC(14:1(11Z)/22:1(9Z))	PC(14:1(11Z)/22:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(11Z)/22:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C44H84NO8P	InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-17-15-13-11-9-7-2/h9,11,23-24,42H,6-8,10,12-22,25-41H2,1-5H3/b11-9-,24-23-/t42-/m1/s1	XCMNLMYIHFHWSJ-BADZTZPZSA-N	785.5934557			MMDBc0045477
BASm0032267	PC(14:1(11Z)/22:1(11Z))	PC(14:1(11Z)/22:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(11Z)/22:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C44H84NO8P	InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-17-15-13-11-9-7-2/h9,11,21-22,42H,6-8,10,12-20,23-41H2,1-5H3/b11-9-,22-21-/t42-/m1/s1	RETKQGJLMMDBFY-MRVJRUNSSA-N	785.5934557			MMDBc0045478
BASm0032268	PC(16:1(9Z)/20:1(13Z))	PC(16:1(9Z)/20:1(13Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(16:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C44H84NO8P	InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h16-19,42H,6-15,20-41H2,1-5H3/b18-16-,19-17-/t42-/m1/s1	VKTQLEOMEOASOR-BHOZFUPKSA-N	785.5934557			MMDBc0045479
BASm0032269	PC(16:1(11Z)/20:1(13Z))	PC(16:1(11Z)/20:1(13Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(16:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C44H84NO8P	InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h13,15-16,18,42H,6-12,14,17,19-41H2,1-5H3/b15-13-,18-16-/t42-/m1/s1	ZJSKTNYMUFWVQU-GJIODWKTSA-N	785.5934557			MMDBc0045480
BASm0032270	PC(16:1(11Z)/20:1(11Z))	PC(16:1(11Z)/20:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(16:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C44H84NO8P	InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h13,15,20-21,42H,6-12,14,16-19,22-41H2,1-5H3/b15-13-,21-20-/t42-/m1/s1	SRMFHBAGGFSPFD-VDDPDIKZSA-N	785.5934557			MMDBc0045481
BASm0032271	PC(10:0/26:1(9Z))	PC(10:0/26:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(10:0/26:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C45H88NO8P	InChI=1S/C45H88NO8P/c1-6-8-10-12-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-45(48)54-43(42-53-55(49,50)52-40-39-46(3,4)5)41-51-44(47)37-35-33-31-13-11-9-7-2/h25-26,43H,6-24,27-42H2,1-5H3/b26-25-/t43-/m1/s1	ABKUMOCYZSUKRN-QXFCNYSZSA-N	801.6247558			MMDBc0045482
BASm0032272	PC(10:0/26:1(11Z))	PC(10:0/26:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(10:0/26:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C44H86NO8P	InChI=1S/C44H86NO8P/c1-6-8-10-12-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-13-11-9-7-2/h22-23,42H,6-21,24-41H2,1-5H3/b23-22-/t42-/m1/s1	TYAYENHCSQNXHU-RSSWDJSTSA-N	787.6091057			MMDBc0045483
BASm0032273	PC(12:0/24:1(9Z))	PC(12:0/24:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(12:0/24:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C44H86NO8P	InChI=1S/C44H86NO8P/c1-6-8-10-12-14-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-15-13-11-9-7-2/h24-25,42H,6-23,26-41H2,1-5H3/b25-24-/t42-/m1/s1	AFNSSIWGTQVIMT-DWOYUVRDSA-N	787.6091057			MMDBc0045484
BASm0032274	PC(12:0/24:1(11Z))	PC(12:0/24:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(12:0/24:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C44H86NO8P	InChI=1S/C44H86NO8P/c1-6-8-10-12-14-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-15-13-11-9-7-2/h22-23,42H,6-21,24-41H2,1-5H3/b23-22-/t42-/m1/s1	GQPIMGOLFNCAHD-RSSWDJSTSA-N	787.6091057			MMDBc0045485
BASm0032275	PC(12:0/20:0)	PC(12:0/20:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(12:0/20:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCC	C40H80NO8P	InChI=1S/C40H80NO8P/c1-6-8-10-12-14-16-17-18-19-20-21-22-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3,4)5)36-46-39(42)32-30-28-26-24-15-13-11-9-7-2/h38H,6-37H2,1-5H3/t38-/m1/s1	UZNWSMIOMFUEDK-KXQOOQHDSA-N	733.5621551			MMDBc0045486
BASm0032276	PC(14:0/22:1(9Z))	PC(14:0/22:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:0/22:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C44H86NO8P	InChI=1S/C44H86NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-17-15-13-11-9-7-2/h23-24,42H,6-22,25-41H2,1-5H3/b24-23-/t42-/m1/s1	VYQNIAGHAFTHBI-RITSITSSSA-N	787.6091057			MMDBc0045487
BASm0032277	PC(14:0/22:1(11Z))	PC(14:0/22:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:0/22:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C44H86NO8P	InChI=1S/C44H86NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-17-15-13-11-9-7-2/h21-22,42H,6-20,23-41H2,1-5H3/b22-21-/t42-/m1/s1	GRVAZAHVKYBEPF-KNWKQHDPSA-N	787.6091057			MMDBc0045488
BASm0032278	PC(14:1(11Z)/22:0)	PC(14:1(11Z)/22:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(14:1(11Z)/22:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C44H86NO8P	InChI=1S/C44H86NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-24-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-17-15-13-11-9-7-2/h9,11,42H,6-8,10,12-41H2,1-5H3/b11-9-/t42-/m1/s1	LVIIMSWMHSVEOS-MVFWUBTDSA-N	787.6091057			MMDBc0045489
BASm0032279	PC(16:0/20:1(13Z))	PC(16:0/20:1(13Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(16:0/20:1(13Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C44H86NO8P	InChI=1S/C44H86NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h16,18,42H,6-15,17,19-41H2,1-5H3/b18-16-/t42-/m1/s1	PIHWOIBTMYUOSI-ASXRIEHBSA-N	787.6091057			MMDBc0045490
BASm0032280	PC(16:1(11Z)/20:0)	PC(16:1(11Z)/20:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(16:1(11Z)/20:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCC	C44H86NO8P	InChI=1S/C44H86NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h13,15,42H,6-12,14,16-41H2,1-5H3/b15-13-/t42-/m1/s1	XIVWUBIXWIFUMH-FASREOMLSA-N	787.6091057			MMDBc0045491
BASm0032281	PE-NMe2(10:0/10:0)	PE-NMe2(10:0/10:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(10:0/10:0), in particular, consists of two decanoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC	C27H54NO8P	InChI=1S/C27H54NO8P/c1-5-7-9-11-13-15-17-19-26(29)33-23-25(24-35-37(31,32)34-22-21-28(3)4)36-27(30)20-18-16-14-12-10-8-6-2/h25H,5-24H2,1-4H3,(H,31,32)	TYNWDCXXGCGOJR-UHFFFAOYSA-N	551.3587047			MMDBc0045492
BASm0032282	PE-NMe2(10:0/12:0)	PE-NMe2(10:0/12:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(10:0/12:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one dodecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCC	C29H58NO8P	InChI=1S/C29H58NO8P/c1-5-7-9-11-13-14-16-18-20-22-29(32)38-27(26-37-39(33,34)36-24-23-30(3)4)25-35-28(31)21-19-17-15-12-10-8-6-2/h27H,5-26H2,1-4H3,(H,33,34)	RANCPUZOVWOEIH-UHFFFAOYSA-N	579.3900048			MMDBc0045493
BASm0032283	PE-NMe2(10:0/14:0)	PE-NMe2(10:0/14:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(10:0/14:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one tetradecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCC	C31H62NO8P	InChI=1S/C31H62NO8P/c1-5-7-9-11-13-14-15-16-18-20-22-24-31(34)40-29(28-39-41(35,36)38-26-25-32(3)4)27-37-30(33)23-21-19-17-12-10-8-6-2/h29H,5-28H2,1-4H3,(H,35,36)	RJTWPTBXARJTBD-UHFFFAOYSA-N	607.421305			MMDBc0045494
BASm0032284	PE-NMe2(10:0/15:0)	PE-NMe2(10:0/15:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(10:0/15:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCC	C32H64NO8P	InChI=1S/C32H64NO8P/c1-5-7-9-11-13-14-15-16-17-19-21-23-25-32(35)41-30(29-40-42(36,37)39-27-26-33(3)4)28-38-31(34)24-22-20-18-12-10-8-6-2/h30H,5-29H2,1-4H3,(H,36,37)	QQHBFWWPTWITPF-UHFFFAOYSA-N	621.436955			MMDBc0045495
BASm0032285	PE-NMe2(10:0/16:0)	PE-NMe2(10:0/16:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(10:0/16:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCC	C33H66NO8P	InChI=1S/C33H66NO8P/c1-5-7-9-11-13-14-15-16-17-18-20-22-24-26-33(36)42-31(30-41-43(37,38)40-28-27-34(3)4)29-39-32(35)25-23-21-19-12-10-8-6-2/h31H,5-30H2,1-4H3,(H,37,38)	WNYUIZKNHJRPLR-UHFFFAOYSA-N	635.4526051			MMDBc0045496
BASm0032286	PE-NMe2(12:0/12:0)	PE-NMe2(12:0/12:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(12:0/12:0), in particular, consists of two dodecanoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCC	C31H62NO8P	InChI=1S/C31H62NO8P/c1-5-7-9-11-13-15-17-19-21-23-30(33)37-27-29(28-39-41(35,36)38-26-25-32(3)4)40-31(34)24-22-20-18-16-14-12-10-8-6-2/h29H,5-28H2,1-4H3,(H,35,36)	ROICEQCKKOCYBX-UHFFFAOYSA-N	607.421305			MMDBc0045497
BASm0032287	PE-NMe2(12:0/14:0)	PE-NMe2(12:0/14:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(12:0/14:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one tetradecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCC	C33H66NO8P	InChI=1S/C33H66NO8P/c1-5-7-9-11-13-15-16-18-20-22-24-26-33(36)42-31(30-41-43(37,38)40-28-27-34(3)4)29-39-32(35)25-23-21-19-17-14-12-10-8-6-2/h31H,5-30H2,1-4H3,(H,37,38)	AYEGQDZLYKMIMD-UHFFFAOYSA-N	635.4526051			MMDBc0045498
BASm0032288	PE-NMe2(12:0/15:0)	PE-NMe2(12:0/15:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(12:0/15:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCC	C34H68NO8P	InChI=1S/C34H68NO8P/c1-5-7-9-11-13-15-16-17-19-21-23-25-27-34(37)43-32(31-42-44(38,39)41-29-28-35(3)4)30-40-33(36)26-24-22-20-18-14-12-10-8-6-2/h32H,5-31H2,1-4H3,(H,38,39)	JKTNOLXRKBGPHD-UHFFFAOYSA-N	649.4682552			MMDBc0045499
BASm0032289	PE-NMe2(14:0/14:0)	PE-NMe2(14:0/14:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:0/14:0), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCC	C35H70NO8P	InChI=1S/C35H70NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-34(37)41-31-33(32-43-45(39,40)42-30-29-36(3)4)44-35(38)28-26-24-22-20-18-16-14-12-10-8-6-2/h33H,5-32H2,1-4H3,(H,39,40)	ZYCQYQFZMFJHFN-UHFFFAOYSA-N	663.4839052			MMDBc0045500
BASm0032290	PE-NMe2(12:0/16:0)	PE-NMe2(12:0/16:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(12:0/16:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCC	C35H70NO8P	InChI=1S/C35H70NO8P/c1-5-7-9-11-13-15-16-17-18-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36(3)4)31-41-34(37)27-25-23-21-19-14-12-10-8-6-2/h33H,5-32H2,1-4H3,(H,39,40)	LIFDXEJKHPKMFT-UHFFFAOYSA-N	663.4839052			MMDBc0045501
BASm0032291	PE-NMe2(14:0/15:0)	PE-NMe2(14:0/15:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:0/15:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCC	C36H72NO8P	InChI=1S/C36H72NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37(3)4)32-42-35(38)28-26-24-22-20-18-16-14-12-10-8-6-2/h34H,5-33H2,1-4H3,(H,40,41)	OUXARKFNFCYCKS-UHFFFAOYSA-N	677.4995553			MMDBc0045502
BASm0032292	PE-NMe2(10:0/14:1(9Z))	PE-NMe2(10:0/14:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(10:0/14:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-tetradecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCC	C31H60NO8P	InChI=1S/C31H60NO8P/c1-5-7-9-11-13-14-15-16-18-20-22-24-31(34)40-29(28-39-41(35,36)38-26-25-32(3)4)27-37-30(33)23-21-19-17-12-10-8-6-2/h11,13,29H,5-10,12,14-28H2,1-4H3,(H,35,36)/b13-11-	KWOUSLIXXGKTSO-QBFSEMIESA-N	605.4056549			MMDBc0045503
BASm0032293	PE-NMe2(10:0/14:1(11Z))	PE-NMe2(10:0/14:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(10:0/14:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-tetradecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CC	C31H60NO8P	InChI=1S/C31H60NO8P/c1-5-7-9-11-13-14-15-16-18-20-22-24-31(34)40-29(28-39-41(35,36)38-26-25-32(3)4)27-37-30(33)23-21-19-17-12-10-8-6-2/h7,9,29H,5-6,8,10-28H2,1-4H3,(H,35,36)/b9-7-	VKEZVRRMENHYSK-CLFYSBASSA-N	605.4056549			MMDBc0045504
BASm0032294	PE-NMe2(12:0/14:1(9Z))	PE-NMe2(12:0/14:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(12:0/14:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-tetradecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCC	C33H64NO8P	InChI=1S/C33H64NO8P/c1-5-7-9-11-13-15-16-18-20-22-24-26-33(36)42-31(30-41-43(37,38)40-28-27-34(3)4)29-39-32(35)25-23-21-19-17-14-12-10-8-6-2/h11,13,31H,5-10,12,14-30H2,1-4H3,(H,37,38)/b13-11-	FEDPCDYHPVRREQ-QBFSEMIESA-N	633.436955			MMDBc0045505
BASm0032295	PE-NMe2(12:0/14:1(11Z))	PE-NMe2(12:0/14:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(12:0/14:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-tetradecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CC	C33H64NO8P	InChI=1S/C33H64NO8P/c1-5-7-9-11-13-15-16-18-20-22-24-26-33(36)42-31(30-41-43(37,38)40-28-27-34(3)4)29-39-32(35)25-23-21-19-17-14-12-10-8-6-2/h7,9,31H,5-6,8,10-30H2,1-4H3,(H,37,38)/b9-7-	FLXWMXCVTHCDOU-CLFYSBASSA-N	633.436955			MMDBc0045506
BASm0032296	PE-NMe2(14:0/14:1(9Z))	PE-NMe2(14:0/14:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:0/14:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-tetradecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCC	C35H68NO8P	InChI=1S/C35H68NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-34(37)41-31-33(32-43-45(39,40)42-30-29-36(3)4)44-35(38)28-26-24-22-20-18-16-14-12-10-8-6-2/h12,14,33H,5-11,13,15-32H2,1-4H3,(H,39,40)/b14-12-	YWIKRSVOMLSDNX-OWBHPGMISA-N	661.4682552			MMDBc0045507
BASm0032297	PE-NMe2(14:0/14:1(11Z))	PE-NMe2(14:0/14:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:0/14:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-tetradecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CC	C35H68NO8P	InChI=1S/C35H68NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-34(37)41-31-33(32-43-45(39,40)42-30-29-36(3)4)44-35(38)28-26-24-22-20-18-16-14-12-10-8-6-2/h8,10,33H,5-7,9,11-32H2,1-4H3,(H,39,40)/b10-8-	UBXSZMCQUJGGDT-NTMALXAHSA-N	661.4682552			MMDBc0045508
BASm0032298	PE-NMe2(14:1(9Z)/15:0)	PE-NMe2(14:1(9Z)/15:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(9Z)/15:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37(3)4)32-42-35(38)28-26-24-22-20-18-16-14-12-10-8-6-2/h12,14,34H,5-11,13,15-33H2,1-4H3,(H,40,41)/b14-12-	ZFLAOBDFDHEQDJ-OWBHPGMISA-N	675.4839052			MMDBc0045509
BASm0032299	PE-NMe2(14:1(11Z)/15:0)	PE-NMe2(14:1(11Z)/15:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(11Z)/15:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37(3)4)32-42-35(38)28-26-24-22-20-18-16-14-12-10-8-6-2/h8,10,34H,5-7,9,11-33H2,1-4H3,(H,40,41)/b10-8-	APNZORLAJVUUKB-NTMALXAHSA-N	675.4839052			MMDBc0045510
BASm0032300	PE-NMe2(15:0/15:0)	PE-NMe2(15:0/15:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:0/15:0), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCC	C37H74NO8P	InChI=1S/C37H74NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38(3)4)46-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-2/h35H,5-34H2,1-4H3,(H,41,42)	DPOLQUBLAHOOEA-UHFFFAOYSA-N	691.5152053			MMDBc0045511
BASm0032301	PE-NMe2(10:0/20:1(13Z))	PE-NMe2(10:0/20:1(13Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(10:0/20:1(13Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-5-7-9-11-13-14-15-16-17-18-19-20-21-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38(3)4)33-43-36(39)29-27-25-23-12-10-8-6-2/h14-15,35H,5-13,16-34H2,1-4H3,(H,41,42)/b15-14-	SZTOGVUWMMBDJX-PFONDFGASA-N	689.4995553			MMDBc0045512
BASm0032302	PE-NMe2(10:0/20:1(11Z))	PE-NMe2(10:0/20:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(10:0/20:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-5-7-9-11-13-14-15-16-17-18-19-20-21-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38(3)4)33-43-36(39)29-27-25-23-12-10-8-6-2/h16-17,35H,5-15,18-34H2,1-4H3,(H,41,42)/b17-16-	MZDRYXWBLKJODV-MSUUIHNZSA-N	689.4995553			MMDBc0045513
BASm0032303	PE-NMe2(10:0/15:1(9Z))	PE-NMe2(10:0/15:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(10:0/15:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCC	C32H62NO8P	InChI=1S/C32H62NO8P/c1-5-7-9-11-13-14-15-16-17-19-21-23-25-32(35)41-30(29-40-42(36,37)39-27-26-33(3)4)28-38-31(34)24-22-20-18-12-10-8-6-2/h13-14,30H,5-12,15-29H2,1-4H3,(H,36,37)/b14-13-	BPISTYYZJOQLAT-YPKPFQOOSA-N	619.421305			MMDBc0045514
BASm0032304	PE-NMe2(10:0/15:1(11Z))	PE-NMe2(10:0/15:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(10:0/15:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCC	C32H62NO8P	InChI=1S/C32H62NO8P/c1-5-7-9-11-13-14-15-16-17-19-21-23-25-32(35)41-30(29-40-42(36,37)39-27-26-33(3)4)28-38-31(34)24-22-20-18-12-10-8-6-2/h9,11,30H,5-8,10,12-29H2,1-4H3,(H,36,37)/b11-9-	GRAZAHODDIEAGS-LUAWRHEFSA-N	619.421305			MMDBc0045515
BASm0032305	PE-NMe2(10:0/16:1(9Z))	PE-NMe2(10:0/16:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(10:0/16:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCC	C33H64NO8P	InChI=1S/C33H64NO8P/c1-5-7-9-11-13-14-15-16-17-18-20-22-24-26-33(36)42-31(30-41-43(37,38)40-28-27-34(3)4)29-39-32(35)25-23-21-19-12-10-8-6-2/h14-15,31H,5-13,16-30H2,1-4H3,(H,37,38)/b15-14-	ZCFZUTGQGGOCPH-PFONDFGASA-N	633.436955			MMDBc0045516
BASm0032306	PE-NMe2(10:0/16:1(11Z))	PE-NMe2(10:0/16:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(10:0/16:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCC	C33H64NO8P	InChI=1S/C33H64NO8P/c1-5-7-9-11-13-14-15-16-17-18-20-22-24-26-33(36)42-31(30-41-43(37,38)40-28-27-34(3)4)29-39-32(35)25-23-21-19-12-10-8-6-2/h11,13,31H,5-10,12,14-30H2,1-4H3,(H,37,38)/b13-11-	PVVKAUSYJPCGNU-QBFSEMIESA-N	633.436955			MMDBc0045517
BASm0032307	PE-NMe2(12:0/18:1(9Z))	PE-NMe2(12:0/18:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(12:0/18:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38(3)4)33-43-36(39)29-27-25-23-21-14-12-10-8-6-2/h17-18,35H,5-16,19-34H2,1-4H3,(H,41,42)/b18-17-	JXMVURVIZXGJED-ZCXUNETKSA-N	689.4995553			MMDBc0045518
BASm0032308	PE-NMe2(12:0/18:1(11Z))	PE-NMe2(12:0/18:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(12:0/18:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38(3)4)33-43-36(39)29-27-25-23-21-14-12-10-8-6-2/h15-16,35H,5-14,17-34H2,1-4H3,(H,41,42)/b16-15-	POOALCYIHMXSDS-NXVVXOECSA-N	689.4995553			MMDBc0045519
BASm0032309	PE-NMe2(12:0/15:1(9Z))	PE-NMe2(12:0/15:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(12:0/15:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCC	C34H66NO8P	InChI=1S/C34H66NO8P/c1-5-7-9-11-13-15-16-17-19-21-23-25-27-34(37)43-32(31-42-44(38,39)41-29-28-35(3)4)30-40-33(36)26-24-22-20-18-14-12-10-8-6-2/h13,15,32H,5-12,14,16-31H2,1-4H3,(H,38,39)/b15-13-	QABGQRIRTPHKJA-SQFISAMPSA-N	647.4526051			MMDBc0045520
BASm0032310	PE-NMe2(12:0/15:1(11Z))	PE-NMe2(12:0/15:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(12:0/15:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCC	C34H66NO8P	InChI=1S/C34H66NO8P/c1-5-7-9-11-13-15-16-17-19-21-23-25-27-34(37)43-32(31-42-44(38,39)41-29-28-35(3)4)30-40-33(36)26-24-22-20-18-14-12-10-8-6-2/h9,11,32H,5-8,10,12-31H2,1-4H3,(H,38,39)/b11-9-	JAPCVUZFTGOWQI-LUAWRHEFSA-N	647.4526051			MMDBc0045521
BASm0032311	PE-NMe2(14:0/16:1(9Z))	PE-NMe2(14:0/16:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:0/16:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-5-7-9-11-13-15-17-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38(3)4)33-43-36(39)29-27-25-23-21-19-16-14-12-10-8-6-2/h15,17,35H,5-14,16,18-34H2,1-4H3,(H,41,42)/b17-15-	IZOKLMDKBYJBAH-ICFOKQHNSA-N	689.4995553			MMDBc0045522
BASm0032312	PE-NMe2(14:0/16:1(11Z))	PE-NMe2(14:0/16:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:0/16:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-5-7-9-11-13-15-17-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38(3)4)33-43-36(39)29-27-25-23-21-19-16-14-12-10-8-6-2/h11,13,35H,5-10,12,14-34H2,1-4H3,(H,41,42)/b13-11-	HAMLZETZOGZYHF-QBFSEMIESA-N	689.4995553			MMDBc0045523
BASm0032313	PE-NMe2(14:0/15:1(9Z))	PE-NMe2(14:0/15:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:0/15:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37(3)4)32-42-35(38)28-26-24-22-20-18-16-14-12-10-8-6-2/h13,15,34H,5-12,14,16-33H2,1-4H3,(H,40,41)/b15-13-	PZQDPLCMHGVGSQ-SQFISAMPSA-N	675.4839052			MMDBc0045524
BASm0032314	PE-NMe2(14:0/15:1(11Z))	PE-NMe2(14:0/15:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:0/15:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37(3)4)32-42-35(38)28-26-24-22-20-18-16-14-12-10-8-6-2/h9,11,34H,5-8,10,12-33H2,1-4H3,(H,40,41)/b11-9-	QTIWXTDHBYOQRF-LUAWRHEFSA-N	675.4839052			MMDBc0045525
BASm0032315	PE-NMe2(14:1(9Z)/16:0)	PE-NMe2(14:1(9Z)/16:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(9Z)/16:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-5-7-9-11-13-15-17-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38(3)4)33-43-36(39)29-27-25-23-21-19-16-14-12-10-8-6-2/h12,14,35H,5-11,13,15-34H2,1-4H3,(H,41,42)/b14-12-	KBAURDJBMLIRES-OWBHPGMISA-N	689.4995553			MMDBc0045526
BASm0032316	PE-NMe2(14:1(11Z)/16:0)	PE-NMe2(14:1(11Z)/16:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(11Z)/16:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-5-7-9-11-13-15-17-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38(3)4)33-43-36(39)29-27-25-23-21-19-16-14-12-10-8-6-2/h8,10,35H,5-7,9,11-34H2,1-4H3,(H,41,42)/b10-8-	CDJGFSKKTGZKIG-NTMALXAHSA-N	689.4995553			MMDBc0045527
BASm0032317	PE-NMe2(15:0/15:1(9Z))	PE-NMe2(15:0/15:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:0/15:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38(3)4)46-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-2/h14,16,35H,5-13,15,17-34H2,1-4H3,(H,41,42)/b16-14-	OLBFKBSXLNBEDK-PEZBUJJGSA-N	689.4995553			MMDBc0045528
BASm0032318	PE-NMe2(15:0/15:1(11Z))	PE-NMe2(15:0/15:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:0/15:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38(3)4)46-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-2/h10,12,35H,5-9,11,13-34H2,1-4H3,(H,41,42)/b12-10-	NLVMMKKBHRTROW-BENRWUELSA-N	689.4995553			MMDBc0045529
BASm0032319	PE-NMe2(12:0/16:1(9Z))	PE-NMe2(12:0/16:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(12:0/16:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCC	C35H68NO8P	InChI=1S/C35H68NO8P/c1-5-7-9-11-13-15-16-17-18-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36(3)4)31-41-34(37)27-25-23-21-19-14-12-10-8-6-2/h15-16,33H,5-14,17-32H2,1-4H3,(H,39,40)/b16-15-	YGYVLCXMNFWINQ-NXVVXOECSA-N	661.4682552			MMDBc0045530
BASm0032320	PE-NMe2(12:0/16:1(11Z))	PE-NMe2(12:0/16:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(12:0/16:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCC	C35H68NO8P	InChI=1S/C35H68NO8P/c1-5-7-9-11-13-15-16-17-18-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36(3)4)31-41-34(37)27-25-23-21-19-14-12-10-8-6-2/h11,13,33H,5-10,12,14-32H2,1-4H3,(H,39,40)/b13-11-	AOFVXIYQTOBKHE-QBFSEMIESA-N	661.4682552			MMDBc0045531
BASm0032321	PE-NMe2(14:1(9Z)/14:1(9Z))	PE-NMe2(14:1(9Z)/14:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(9Z)/14:1(9Z)), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCC	C35H66NO8P	InChI=1S/C35H66NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-34(37)41-31-33(32-43-45(39,40)42-30-29-36(3)4)44-35(38)28-26-24-22-20-18-16-14-12-10-8-6-2/h11-14,33H,5-10,15-32H2,1-4H3,(H,39,40)/b13-11-,14-12-	SFPONTYWZIVRNN-XSYHWHKQSA-N	659.4526046			MMDBc0045532
BASm0032322	PE-NMe2(14:1(9Z)/14:1(11Z))	PE-NMe2(14:1(9Z)/14:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(9Z)/14:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-tetradecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CC	C35H66NO8P	InChI=1S/C35H66NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-34(37)41-31-33(32-43-45(39,40)42-30-29-36(3)4)44-35(38)28-26-24-22-20-18-16-14-12-10-8-6-2/h8,10-11,13,33H,5-7,9,12,14-32H2,1-4H3,(H,39,40)/b10-8-,13-11-	HWOMOWQRJBCVFS-GAAGKNNASA-N	659.4526051			MMDBc0045533
BASm0032323	PE-NMe2(14:1(11Z)/14:1(9Z))	PE-NMe2(14:1(11Z)/14:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(11Z)/14:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-tetradecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCC	C35H66NO8P	InChI=1S/C35H66NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-34(37)41-31-33(32-43-45(39,40)42-30-29-36(3)4)44-35(38)28-26-24-22-20-18-16-14-12-10-8-6-2/h7,9,12,14,33H,5-6,8,10-11,13,15-32H2,1-4H3,(H,39,40)/b9-7-,14-12-	BPHQUSLLOHLLBV-IXRMMZTMSA-N	659.4526051			MMDBc0045534
BASm0032324	PE-NMe2(14:1(11Z)/14:1(11Z))	PE-NMe2(14:1(11Z)/14:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(11Z)/14:1(11Z)), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CC	C35H66NO8P	InChI=1S/C35H66NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-34(37)41-31-33(32-43-45(39,40)42-30-29-36(3)4)44-35(38)28-26-24-22-20-18-16-14-12-10-8-6-2/h7-10,33H,5-6,11-32H2,1-4H3,(H,39,40)/b9-7-,10-8-	ISPUGSXCRBJYFJ-XOHWUJONSA-N	659.4526051			MMDBc0045535
BASm0032325	PE-NMe2(14:1(9Z)/15:1(9Z))	PE-NMe2(14:1(9Z)/15:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(9Z)/15:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCC	C36H68NO8P	InChI=1S/C36H68NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37(3)4)32-42-35(38)28-26-24-22-20-18-16-14-12-10-8-6-2/h12-15,34H,5-11,16-33H2,1-4H3,(H,40,41)/b14-12-,15-13-	TXTQBMPLPOIMCQ-DZDAAMPGSA-N	673.4682552			MMDBc0045536
BASm0032326	PE-NMe2(14:1(9Z)/15:1(11Z))	PE-NMe2(14:1(9Z)/15:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(9Z)/15:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCC	C36H68NO8P	InChI=1S/C36H68NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37(3)4)32-42-35(38)28-26-24-22-20-18-16-14-12-10-8-6-2/h9,11-12,14,34H,5-8,10,13,15-33H2,1-4H3,(H,40,41)/b11-9-,14-12-	UNDLFWMCHOFSQY-YJKQCFOZSA-N	673.4682552			MMDBc0045537
BASm0032327	PE-NMe2(14:1(11Z)/15:1(9Z))	PE-NMe2(14:1(11Z)/15:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(11Z)/15:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCC	C36H68NO8P	InChI=1S/C36H68NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37(3)4)32-42-35(38)28-26-24-22-20-18-16-14-12-10-8-6-2/h8,10,13,15,34H,5-7,9,11-12,14,16-33H2,1-4H3,(H,40,41)/b10-8-,15-13-	PYXIMAPZYONJFB-RYCDELOBSA-N	673.4682552			MMDBc0045538
BASm0032328	PE-NMe2(14:1(11Z)/15:1(11Z))	PE-NMe2(14:1(11Z)/15:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(11Z)/15:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCC	C36H68NO8P	InChI=1S/C36H68NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37(3)4)32-42-35(38)28-26-24-22-20-18-16-14-12-10-8-6-2/h8-11,34H,5-7,12-33H2,1-4H3,(H,40,41)/b10-8-,11-9-	FXFOAPHPIQDUPC-WGEIWTTOSA-N	673.4682552			MMDBc0045539
BASm0032329	PE-NMe2(14:1(9Z)/16:1(9Z))	PE-NMe2(14:1(9Z)/16:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(9Z)/16:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCC	C37H70NO8P	InChI=1S/C37H70NO8P/c1-5-7-9-11-13-15-17-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38(3)4)33-43-36(39)29-27-25-23-21-19-16-14-12-10-8-6-2/h12,14-15,17,35H,5-11,13,16,18-34H2,1-4H3,(H,41,42)/b14-12-,17-15-	HOQKBVVJMOLXFT-NERFDCTISA-N	687.4839052			MMDBc0045540
BASm0032330	PE-NMe2(14:1(9Z)/16:1(11Z))	PE-NMe2(14:1(9Z)/16:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCC	C37H70NO8P	InChI=1S/C37H70NO8P/c1-5-7-9-11-13-15-17-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38(3)4)33-43-36(39)29-27-25-23-21-19-16-14-12-10-8-6-2/h11-14,35H,5-10,15-34H2,1-4H3,(H,41,42)/b13-11-,14-12-	FPZIBXJAFUSUPV-XSYHWHKQSA-N	687.4839052			MMDBc0045541
BASm0032331	PE-NMe2(14:1(11Z)/16:1(9Z))	PE-NMe2(14:1(11Z)/16:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCC	C37H70NO8P	InChI=1S/C37H70NO8P/c1-5-7-9-11-13-15-17-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38(3)4)33-43-36(39)29-27-25-23-21-19-16-14-12-10-8-6-2/h8,10,15,17,35H,5-7,9,11-14,16,18-34H2,1-4H3,(H,41,42)/b10-8-,17-15-	RPSASRBDUJHJID-QYUYAQKNSA-N	687.4839052			MMDBc0045542
BASm0032332	PE-NMe2(14:1(11Z)/16:1(11Z))	PE-NMe2(14:1(11Z)/16:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(11Z)/16:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCC	C37H70NO8P	InChI=1S/C37H70NO8P/c1-5-7-9-11-13-15-17-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38(3)4)33-43-36(39)29-27-25-23-21-19-16-14-12-10-8-6-2/h8,10-11,13,35H,5-7,9,12,14-34H2,1-4H3,(H,41,42)/b10-8-,13-11-	OJUZNLXYLZEVMR-GAAGKNNASA-N	687.4839052			MMDBc0045543
BASm0032333	PE-NMe2(15:1(9Z)/15:1(9Z))	PE-NMe2(15:1(9Z)/15:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:1(9Z)/15:1(9Z)), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCC	C37H70NO8P	InChI=1S/C37H70NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38(3)4)46-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-2/h13-16,35H,5-12,17-34H2,1-4H3,(H,41,42)/b15-13-,16-14-	NHFLUOHEIAZPKF-VMNXYWKNSA-N	687.4839052			MMDBc0045544
BASm0032334	PE-NMe2(15:1(9Z)/15:1(11Z))	PE-NMe2(15:1(9Z)/15:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:1(9Z)/15:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCC	C37H70NO8P	InChI=1S/C37H70NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38(3)4)46-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-2/h10,12-13,15,35H,5-9,11,14,16-34H2,1-4H3,(H,41,42)/b12-10-,15-13-	RCZVIZWILZUGEJ-VJQXEWNVSA-N	687.4839052			MMDBc0045545
BASm0032335	PE-NMe2(15:1(11Z)/15:1(9Z))	PE-NMe2(15:1(11Z)/15:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:1(11Z)/15:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCC	C37H70NO8P	InChI=1S/C37H70NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38(3)4)46-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-2/h9,11,14,16,35H,5-8,10,12-13,15,17-34H2,1-4H3,(H,41,42)/b11-9-,16-14-	MKJQHHNLMZQRPV-PKBMPLIDSA-N	687.4839052			MMDBc0045546
BASm0032336	PE-NMe2(15:1(11Z)/15:1(11Z))	PE-NMe2(15:1(11Z)/15:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:1(11Z)/15:1(11Z)), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCC	C37H70NO8P	InChI=1S/C37H70NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38(3)4)46-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-2/h9-12,35H,5-8,13-34H2,1-4H3,(H,41,42)/b11-9-,12-10-	KZCXEOLHBSLIJU-HWAYABPNSA-N	687.4839052			MMDBc0045547
BASm0032337	PE-NMe2(15:1(9Z)/16:1(9Z))	PE-NMe2(15:1(9Z)/16:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:1(9Z)/16:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39(3)4)34-44-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-2/h14-17,36H,5-13,18-35H2,1-4H3,(H,42,43)/b16-14-,17-15-	SKYBGVXPCUHOKS-RYOQUFEFSA-N	701.4995553			MMDBc0045548
BASm0032338	PE-NMe2(15:1(9Z)/16:1(11Z))	PE-NMe2(15:1(9Z)/16:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39(3)4)34-44-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-2/h11,13-14,16,36H,5-10,12,15,17-35H2,1-4H3,(H,42,43)/b13-11-,16-14-	QHOHKITXMICBJO-IEFDFHFWSA-N	701.4995553			MMDBc0045549
BASm0032339	PE-NMe2(15:1(11Z)/16:1(9Z))	PE-NMe2(15:1(11Z)/16:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39(3)4)34-44-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-2/h10,12,15,17,36H,5-9,11,13-14,16,18-35H2,1-4H3,(H,42,43)/b12-10-,17-15-	BEBOBXSVVPBHOG-XBAVOEEZSA-N	701.4995553			MMDBc0045550
BASm0032340	PE-NMe2(15:1(11Z)/16:1(11Z))	PE-NMe2(15:1(11Z)/16:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:1(11Z)/16:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39(3)4)34-44-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-2/h10-13,36H,5-9,14-35H2,1-4H3,(H,42,43)/b12-10-,13-11-	QGIXRSSGKUWGMC-MIMPSMLTSA-N	701.4995553			MMDBc0045551
BASm0032341	PE-NMe2(14:0/16:0)	PE-NMe2(14:0/16:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:0/16:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCC	C37H74NO8P	InChI=1S/C37H74NO8P/c1-5-7-9-11-13-15-17-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38(3)4)33-43-36(39)29-27-25-23-21-19-16-14-12-10-8-6-2/h35H,5-34H2,1-4H3,(H,41,42)	SGCCCNLCHZNZIU-UHFFFAOYSA-N	691.5152053			MMDBc0045552
BASm0032342	PE-NMe2(15:0/16:1(9Z))	PE-NMe2(15:0/16:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:0/16:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39(3)4)34-44-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-2/h15,17,36H,5-14,16,18-35H2,1-4H3,(H,42,43)/b17-15-	UOFITLCPHYARKZ-ICFOKQHNSA-N	703.5152053			MMDBc0045553
BASm0032343	PE-NMe2(15:0/16:1(11Z))	PE-NMe2(15:0/16:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:0/16:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39(3)4)34-44-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-2/h11,13,36H,5-10,12,14-35H2,1-4H3,(H,42,43)/b13-11-	RLOGTBIJLMNTNE-QBFSEMIESA-N	703.5152053			MMDBc0045554
BASm0032344	PE-NMe2(15:1(9Z)/16:0)	PE-NMe2(15:1(9Z)/16:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:1(9Z)/16:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39(3)4)34-44-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-2/h14,16,36H,5-13,15,17-35H2,1-4H3,(H,42,43)/b16-14-	NJLZKJKATQCJDX-PEZBUJJGSA-N	703.5152053			MMDBc0045555
BASm0032345	PE-NMe2(15:1(11Z)/16:0)	PE-NMe2(15:1(11Z)/16:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:1(11Z)/16:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39(3)4)34-44-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-2/h10,12,36H,5-9,11,13-35H2,1-4H3,(H,42,43)/b12-10-	KLPLNPQQHDAZSA-BENRWUELSA-N	703.5152053			MMDBc0045556
BASm0032346	PE-NMe2(14:1(9Z)/18:1(9Z))	PE-NMe2(14:1(9Z)/18:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40(3)4)35-45-38(41)31-29-27-25-23-21-16-14-12-10-8-6-2/h12,14,18-19,37H,5-11,13,15-17,20-36H2,1-4H3,(H,43,44)/b14-12-,19-18-	WZDWDEFWBLUYQV-DUZKARGPSA-N	715.5152053			MMDBc0045557
BASm0032347	PE-NMe2(14:1(9Z)/18:1(11Z))	PE-NMe2(14:1(9Z)/18:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40(3)4)35-45-38(41)31-29-27-25-23-21-16-14-12-10-8-6-2/h12,14-15,17,37H,5-11,13,16,18-36H2,1-4H3,(H,43,44)/b14-12-,17-15-	XNMSICRQUBMUEJ-NERFDCTISA-N	715.5152053			MMDBc0045558
BASm0032348	PE-NMe2(14:1(11Z)/18:1(9Z))	PE-NMe2(14:1(11Z)/18:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40(3)4)35-45-38(41)31-29-27-25-23-21-16-14-12-10-8-6-2/h8,10,18-19,37H,5-7,9,11-17,20-36H2,1-4H3,(H,43,44)/b10-8-,19-18-	YDQGRHJKZWLUFG-QRFURAJQSA-N	715.5152053			MMDBc0045559
BASm0032349	PE-NMe2(14:1(11Z)/18:1(11Z))	PE-NMe2(14:1(11Z)/18:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(11Z)/18:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40(3)4)35-45-38(41)31-29-27-25-23-21-16-14-12-10-8-6-2/h8,10,15,17,37H,5-7,9,11-14,16,18-36H2,1-4H3,(H,43,44)/b10-8-,17-15-	AEPFSSAPWGWNRM-QYUYAQKNSA-N	715.5152053			MMDBc0045560
BASm0032350	PE-NMe2(16:1(9Z)/16:1(9Z))	PE-NMe2(16:1(9Z)/16:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(16:1(9Z)/16:1(9Z)), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-38(41)45-35-37(36-47-49(43,44)46-34-33-40(3)4)48-39(42)32-30-28-26-24-22-20-18-16-14-12-10-8-6-2/h15-18,37H,5-14,19-36H2,1-4H3,(H,43,44)/b17-15-,18-16-	PYECRQLIFUYLEH-IQRFGFHNSA-N	715.5152053			MMDBc0045561
BASm0032351	PE-NMe2(16:1(9Z)/16:1(11Z))	PE-NMe2(16:1(9Z)/16:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(16:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-38(41)45-35-37(36-47-49(43,44)46-34-33-40(3)4)48-39(42)32-30-28-26-24-22-20-18-16-14-12-10-8-6-2/h12,14-15,17,37H,5-11,13,16,18-36H2,1-4H3,(H,43,44)/b14-12-,17-15-	BGEJOILVHJILII-NERFDCTISA-N	715.5152053			MMDBc0045562
BASm0032352	PE-NMe2(16:1(11Z)/16:1(9Z))	PE-NMe2(16:1(11Z)/16:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(16:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-38(41)45-35-37(36-47-49(43,44)46-34-33-40(3)4)48-39(42)32-30-28-26-24-22-20-18-16-14-12-10-8-6-2/h11,13,16,18,37H,5-10,12,14-15,17,19-36H2,1-4H3,(H,43,44)/b13-11-,18-16-	YNJODEPIRMUFNC-JFWUGYCESA-N	715.5152053			MMDBc0045563
BASm0032353	PE-NMe2(16:1(11Z)/16:1(11Z))	PE-NMe2(16:1(11Z)/16:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(16:1(11Z)/16:1(11Z)), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-38(41)45-35-37(36-47-49(43,44)46-34-33-40(3)4)48-39(42)32-30-28-26-24-22-20-18-16-14-12-10-8-6-2/h11-14,37H,5-10,15-36H2,1-4H3,(H,43,44)/b13-11-,14-12-	ONMLGGJINLYVRX-XSYHWHKQSA-N	715.5152053			MMDBc0045564
BASm0032354	PE-NMe2(10:0/18:1(9Z))	PE-NMe2(10:0/18:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(10:0/18:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC	C35H68NO8P	InChI=1S/C35H68NO8P/c1-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36(3)4)31-41-34(37)27-25-23-21-12-10-8-6-2/h16-17,33H,5-15,18-32H2,1-4H3,(H,39,40)/b17-16-	VCBOWQPGIXPXRL-MSUUIHNZSA-N	661.4682552			MMDBc0045565
BASm0032355	PE-NMe2(10:0/18:1(11Z))	PE-NMe2(10:0/18:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(10:0/18:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC	C35H68NO8P	InChI=1S/C35H68NO8P/c1-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36(3)4)31-41-34(37)27-25-23-21-12-10-8-6-2/h14-15,33H,5-13,16-32H2,1-4H3,(H,39,40)/b15-14-	XNDBQTFYCJUALR-PFONDFGASA-N	661.4682552			MMDBc0045566
BASm0032356	PE-NMe2(16:0/16:1(9Z))	PE-NMe2(16:0/16:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(16:0/16:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-38(41)45-35-37(36-47-49(43,44)46-34-33-40(3)4)48-39(42)32-30-28-26-24-22-20-18-16-14-12-10-8-6-2/h16,18,37H,5-15,17,19-36H2,1-4H3,(H,43,44)/b18-16-	OHGPMNRGCZDYQF-VLGSPTGOSA-N	717.5308554			MMDBc0045567
BASm0032357	PE-NMe2(16:0/16:1(11Z))	PE-NMe2(16:0/16:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(16:0/16:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-38(41)45-35-37(36-47-49(43,44)46-34-33-40(3)4)48-39(42)32-30-28-26-24-22-20-18-16-14-12-10-8-6-2/h12,14,37H,5-11,13,15-36H2,1-4H3,(H,43,44)/b14-12-	UYKJVVNMIAINQV-OWBHPGMISA-N	717.5308554			MMDBc0045568
BASm0032358	PE-NMe2(10:0/22:1(9Z))	PE-NMe2(10:0/22:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(10:0/22:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40(3)4)35-45-38(41)31-29-27-25-12-10-8-6-2/h20-21,37H,5-19,22-36H2,1-4H3,(H,43,44)/b21-20-	RZOQNKQGOWTQEH-MRCUWXFGSA-N	717.5308554			MMDBc0045569
BASm0032359	PE-NMe2(10:0/22:1(11Z))	PE-NMe2(10:0/22:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(10:0/22:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40(3)4)35-45-38(41)31-29-27-25-12-10-8-6-2/h18-19,37H,5-17,20-36H2,1-4H3,(H,43,44)/b19-18-	WDBFLFCTEAKLQN-HNENSFHCSA-N	717.5308554			MMDBc0045570
BASm0032360	PE-NMe2(10:0/18:0)	PE-NMe2(10:0/18:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(10:0/18:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCCCC	C35H70NO8P	InChI=1S/C35H70NO8P/c1-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36(3)4)31-41-34(37)27-25-23-21-12-10-8-6-2/h33H,5-32H2,1-4H3,(H,39,40)	WIXNZIRWUSGOGU-UHFFFAOYSA-N	663.4839052			MMDBc0045571
BASm0032361	PE-NMe2(12:0/20:1(13Z))	PE-NMe2(12:0/20:1(13Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(12:0/20:1(13Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40(3)4)35-45-38(41)31-29-27-25-23-14-12-10-8-6-2/h15-16,37H,5-14,17-36H2,1-4H3,(H,43,44)/b16-15-	RADHNZCZCHFEEH-NXVVXOECSA-N	717.5308554			MMDBc0045572
BASm0032362	PE-NMe2(12:0/20:1(11Z))	PE-NMe2(12:0/20:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(12:0/20:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40(3)4)35-45-38(41)31-29-27-25-23-14-12-10-8-6-2/h17-18,37H,5-16,19-36H2,1-4H3,(H,43,44)/b18-17-	ARFLOXUDXQMQCD-ZCXUNETKSA-N	717.5308554			MMDBc0045573
BASm0032363	PE-NMe2(14:0/18:1(9Z))	PE-NMe2(14:0/18:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:0/18:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40(3)4)35-45-38(41)31-29-27-25-23-21-16-14-12-10-8-6-2/h18-19,37H,5-17,20-36H2,1-4H3,(H,43,44)/b19-18-	IURHFFODMKHYOZ-HNENSFHCSA-N	717.5308554			MMDBc0045574
BASm0032364	PE-NMe2(14:0/18:1(11Z))	PE-NMe2(14:0/18:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:0/18:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40(3)4)35-45-38(41)31-29-27-25-23-21-16-14-12-10-8-6-2/h15,17,37H,5-14,16,18-36H2,1-4H3,(H,43,44)/b17-15-	CVWFBUOOSWROOU-ICFOKQHNSA-N	717.5308554			MMDBc0045575
BASm0032365	PE-NMe2(14:1(9Z)/18:0)	PE-NMe2(14:1(9Z)/18:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(9Z)/18:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40(3)4)35-45-38(41)31-29-27-25-23-21-16-14-12-10-8-6-2/h12,14,37H,5-11,13,15-36H2,1-4H3,(H,43,44)/b14-12-	NFWZJAYOLMHELD-OWBHPGMISA-N	717.5308554			MMDBc0045576
BASm0032366	PE-NMe2(14:1(11Z)/18:0)	PE-NMe2(14:1(11Z)/18:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(11Z)/18:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40(3)4)35-45-38(41)31-29-27-25-23-21-16-14-12-10-8-6-2/h8,10,37H,5-7,9,11-36H2,1-4H3,(H,43,44)/b10-8-	WFQKFTAWGZFNAC-NTMALXAHSA-N	717.5308554			MMDBc0045577
BASm0032367	PE-NMe2(16:0/16:0)	PE-NMe2(16:0/16:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(16:0/16:0), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCC	C39H78NO8P	InChI=1S/C39H78NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-38(41)45-35-37(36-47-49(43,44)46-34-33-40(3)4)48-39(42)32-30-28-26-24-22-20-18-16-14-12-10-8-6-2/h37H,5-36H2,1-4H3,(H,43,44)	SKWDCOTXHWCSGS-UHFFFAOYSA-N	719.5465055			MMDBc0045578
BASm0032368	PE-NMe2(15:1(9Z)/18:1(9Z))	PE-NMe2(15:1(9Z)/18:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-5-7-9-11-13-15-17-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3)4)36-46-39(42)32-30-28-26-24-22-18-16-14-12-10-8-6-2/h14,16,19-20,38H,5-13,15,17-18,21-37H2,1-4H3,(H,44,45)/b16-14-,20-19-	ISCYIBUVSJTUQF-YPRCPECBSA-N	729.5308554			MMDBc0045579
BASm0032369	PE-NMe2(15:1(9Z)/18:1(11Z))	PE-NMe2(15:1(9Z)/18:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-5-7-9-11-13-15-17-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3)4)36-46-39(42)32-30-28-26-24-22-18-16-14-12-10-8-6-2/h14-17,38H,5-13,18-37H2,1-4H3,(H,44,45)/b16-14-,17-15-	KPZIIBQTNLVFGG-RYOQUFEFSA-N	729.5308554			MMDBc0045580
BASm0032370	PE-NMe2(15:1(11Z)/18:1(9Z))	PE-NMe2(15:1(11Z)/18:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-5-7-9-11-13-15-17-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3)4)36-46-39(42)32-30-28-26-24-22-18-16-14-12-10-8-6-2/h10,12,19-20,38H,5-9,11,13-18,21-37H2,1-4H3,(H,44,45)/b12-10-,20-19-	YLDFFZVKWUPJBS-IGPQUDNBSA-N	729.5308554			MMDBc0045581
BASm0032371	PE-NMe2(15:1(11Z)/18:1(11Z))	PE-NMe2(15:1(11Z)/18:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:1(11Z)/18:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-5-7-9-11-13-15-17-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3)4)36-46-39(42)32-30-28-26-24-22-18-16-14-12-10-8-6-2/h10,12,15,17,38H,5-9,11,13-14,16,18-37H2,1-4H3,(H,44,45)/b12-10-,17-15-	MHTPBQHJANXJAP-XBAVOEEZSA-N	729.5308554			MMDBc0045582
BASm0032372	PE-NMe2(10:0/23:1(9Z))	PE-NMe2(10:0/23:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(10:0/23:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3)4)36-46-39(42)32-30-28-26-12-10-8-6-2/h21-22,38H,5-20,23-37H2,1-4H3,(H,44,45)/b22-21-	PWFARJQCQXEBNB-DQRAZIAOSA-N	731.5465055			MMDBc0045583
BASm0032373	PE-NMe2(10:0/23:1(11Z))	PE-NMe2(10:0/23:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(10:0/23:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3)4)36-46-39(42)32-30-28-26-12-10-8-6-2/h19-20,38H,5-18,21-37H2,1-4H3,(H,44,45)/b20-19-	KDAFATAFTIZGEU-VXPUYCOJSA-N	731.5465055			MMDBc0045584
BASm0032374	PE-NMe2(12:0/18:0)	PE-NMe2(12:0/18:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(12:0/18:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCCCC	C37H74NO8P	InChI=1S/C37H74NO8P/c1-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38(3)4)33-43-36(39)29-27-25-23-21-14-12-10-8-6-2/h35H,5-34H2,1-4H3,(H,41,42)	JFIHFYMOKVVEHB-UHFFFAOYSA-N	691.5152053			MMDBc0045585
BASm0032375	PE-NMe2(15:0/18:1(9Z))	PE-NMe2(15:0/18:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:0/18:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-5-7-9-11-13-15-17-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3)4)36-46-39(42)32-30-28-26-24-22-18-16-14-12-10-8-6-2/h19-20,38H,5-18,21-37H2,1-4H3,(H,44,45)/b20-19-	ZBYQGDHNJOTGTJ-VXPUYCOJSA-N	731.5465055			MMDBc0045586
BASm0032376	PE-NMe2(15:0/18:1(11Z))	PE-NMe2(15:0/18:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:0/18:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-5-7-9-11-13-15-17-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3)4)36-46-39(42)32-30-28-26-24-22-18-16-14-12-10-8-6-2/h15,17,38H,5-14,16,18-37H2,1-4H3,(H,44,45)/b17-15-	HMTCQBSTOUGTHP-ICFOKQHNSA-N	731.5465055			MMDBc0045587
BASm0032377	PE-NMe2(15:1(9Z)/18:0)	PE-NMe2(15:1(9Z)/18:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:1(9Z)/18:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-5-7-9-11-13-15-17-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3)4)36-46-39(42)32-30-28-26-24-22-18-16-14-12-10-8-6-2/h14,16,38H,5-13,15,17-37H2,1-4H3,(H,44,45)/b16-14-	DAVFXPCFVOOVTO-PEZBUJJGSA-N	731.5465055			MMDBc0045588
BASm0032378	PE-NMe2(15:1(11Z)/18:0)	PE-NMe2(15:1(11Z)/18:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:1(11Z)/18:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-5-7-9-11-13-15-17-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3)4)36-46-39(42)32-30-28-26-24-22-18-16-14-12-10-8-6-2/h10,12,38H,5-9,11,13-37H2,1-4H3,(H,44,45)/b12-10-	MBBHHKMKGPZKGZ-BENRWUELSA-N	731.5465055			MMDBc0045589
BASm0032379	PE-NMe2(14:1(9Z)/20:1(13Z))	PE-NMe2(14:1(9Z)/20:1(13Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3)4)37-47-40(43)33-31-29-27-25-23-16-14-12-10-8-6-2/h12,14-15,17,39H,5-11,13,16,18-38H2,1-4H3,(H,45,46)/b14-12-,17-15-	TXDVMLCWKHBDTR-NERFDCTISA-N	743.5465055			MMDBc0045590
BASm0032380	PE-NMe2(14:1(9Z)/20:1(11Z))	PE-NMe2(14:1(9Z)/20:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3)4)37-47-40(43)33-31-29-27-25-23-16-14-12-10-8-6-2/h12,14,18-19,39H,5-11,13,15-17,20-38H2,1-4H3,(H,45,46)/b14-12-,19-18-	ZPDIXXJJLIILBH-DUZKARGPSA-N	743.5465055			MMDBc0045591
BASm0032381	PE-NMe2(14:1(11Z)/20:1(13Z))	PE-NMe2(14:1(11Z)/20:1(13Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3)4)37-47-40(43)33-31-29-27-25-23-16-14-12-10-8-6-2/h8,10,15,17,39H,5-7,9,11-14,16,18-38H2,1-4H3,(H,45,46)/b10-8-,17-15-	DMOUWUWZXMNBPY-QYUYAQKNSA-N	743.5465055			MMDBc0045592
BASm0032382	PE-NMe2(14:1(11Z)/20:1(11Z))	PE-NMe2(14:1(11Z)/20:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3)4)37-47-40(43)33-31-29-27-25-23-16-14-12-10-8-6-2/h8,10,18-19,39H,5-7,9,11-17,20-38H2,1-4H3,(H,45,46)/b10-8-,19-18-	XNBQZCPWJCBJLV-QRFURAJQSA-N	743.5465055			MMDBc0045593
BASm0032383	PE-NMe2(16:1(9Z)/18:1(9Z))	PE-NMe2(16:1(9Z)/18:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(16:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3)4)37-47-40(43)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2/h16,18-20,39H,5-15,17,21-38H2,1-4H3,(H,45,46)/b18-16-,20-19-	IAYTZZZFSDDELX-FRKBGCJLSA-N	743.5465055			MMDBc0045594
BASm0032384	PE-NMe2(16:1(9Z)/18:1(11Z))	PE-NMe2(16:1(9Z)/18:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(16:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3)4)37-47-40(43)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2/h15-18,39H,5-14,19-38H2,1-4H3,(H,45,46)/b17-15-,18-16-	ZIKVJOBTDRKXOU-IQRFGFHNSA-N	743.5465055			MMDBc0045595
BASm0032385	PE-NMe2(16:1(11Z)/18:1(9Z))	PE-NMe2(16:1(11Z)/18:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(16:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3)4)37-47-40(43)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2/h12,14,19-20,39H,5-11,13,15-18,21-38H2,1-4H3,(H,45,46)/b14-12-,20-19-	RBJJYBUTRJYJJO-HAEXLJTISA-N	743.5465055			MMDBc0045596
BASm0032386	PE-NMe2(16:1(11Z)/18:1(11Z))	PE-NMe2(16:1(11Z)/18:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(16:1(11Z)/18:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3)4)37-47-40(43)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2/h12,14-15,17,39H,5-11,13,16,18-38H2,1-4H3,(H,45,46)/b14-12-,17-15-	QUBXCASBYWFFRW-NERFDCTISA-N	743.5465055			MMDBc0045597
BASm0032387	PE-NMe2(10:0/24:1(9Z))	PE-NMe2(10:0/24:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(10:0/24:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3)4)37-47-40(43)33-31-29-27-12-10-8-6-2/h22-23,39H,5-21,24-38H2,1-4H3,(H,45,46)/b23-22-	VPWZKSWCEJAFIA-FCQUAONHSA-N	745.5621555			MMDBc0045598
BASm0032388	PE-NMe2(10:0/24:1(11Z))	PE-NMe2(10:0/24:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(10:0/24:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3)4)37-47-40(43)33-31-29-27-12-10-8-6-2/h20-21,39H,5-19,22-38H2,1-4H3,(H,45,46)/b21-20-	OPBBFSWBAGJTHR-MRCUWXFGSA-N	745.5621555			MMDBc0045599
BASm0032389	PE-NMe2(12:0/22:1(9Z))	PE-NMe2(12:0/22:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(12:0/22:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3)4)37-47-40(43)33-31-29-27-25-14-12-10-8-6-2/h21-22,39H,5-20,23-38H2,1-4H3,(H,45,46)/b22-21-	IUCDEJHYUVGPAX-DQRAZIAOSA-N	745.5621555			MMDBc0045600
BASm0032390	PE-NMe2(12:0/22:1(11Z))	PE-NMe2(12:0/22:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(12:0/22:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3)4)37-47-40(43)33-31-29-27-25-14-12-10-8-6-2/h19-20,39H,5-18,21-38H2,1-4H3,(H,45,46)/b20-19-	CXFDZNKWGROWIQ-VXPUYCOJSA-N	745.5621555			MMDBc0045601
BASm0032391	PE-NMe2(14:0/20:1(13Z))	PE-NMe2(14:0/20:1(13Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:0/20:1(13Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3)4)37-47-40(43)33-31-29-27-25-23-16-14-12-10-8-6-2/h15,17,39H,5-14,16,18-38H2,1-4H3,(H,45,46)/b17-15-	UYTFDIRWRHMHJF-ICFOKQHNSA-N	745.5621555			MMDBc0045602
BASm0032392	PE-NMe2(14:0/20:1(11Z))	PE-NMe2(14:0/20:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:0/20:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3)4)37-47-40(43)33-31-29-27-25-23-16-14-12-10-8-6-2/h18-19,39H,5-17,20-38H2,1-4H3,(H,45,46)/b19-18-	XLAQNQGGZTVKGA-HNENSFHCSA-N	745.5621555			MMDBc0045603
BASm0032393	PE-NMe2(14:0/18:0)	PE-NMe2(14:0/18:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:0/18:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCCCC	C39H78NO8P	InChI=1S/C39H78NO8P/c1-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40(3)4)35-45-38(41)31-29-27-25-23-21-16-14-12-10-8-6-2/h37H,5-36H2,1-4H3,(H,43,44)	UGYRPPBESVKPMO-UHFFFAOYSA-N	719.5465055			MMDBc0045604
BASm0032394	PE-NMe2(14:1(9Z)/20:0)	PE-NMe2(14:1(9Z)/20:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(9Z)/20:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3)4)37-47-40(43)33-31-29-27-25-23-16-14-12-10-8-6-2/h12,14,39H,5-11,13,15-38H2,1-4H3,(H,45,46)/b14-12-	SYHOSDPMEKAUHL-OWBHPGMISA-N	745.5621555			MMDBc0045605
BASm0032395	PE-NMe2(14:1(11Z)/20:0)	PE-NMe2(14:1(11Z)/20:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(11Z)/20:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3)4)37-47-40(43)33-31-29-27-25-23-16-14-12-10-8-6-2/h8,10,39H,5-7,9,11-38H2,1-4H3,(H,45,46)/b10-8-	IEAGUINXCKHYIF-NTMALXAHSA-N	745.5621555			MMDBc0045606
BASm0032396	PE-NMe2(16:0/18:1(9Z))	PE-NMe2(16:0/18:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(16:0/18:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3)4)37-47-40(43)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2/h19-20,39H,5-18,21-38H2,1-4H3,(H,45,46)/b20-19-	ZSVMWQMKUKDZTH-VXPUYCOJSA-N	745.5621555			MMDBc0045607
BASm0032397	PE-NMe2(16:0/18:1(11Z))	PE-NMe2(16:0/18:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(16:0/18:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3)4)37-47-40(43)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2/h15,17,39H,5-14,16,18-38H2,1-4H3,(H,45,46)/b17-15-	XYBGQZFCCDRWSR-ICFOKQHNSA-N	745.5621555			MMDBc0045608
BASm0032398	PE-NMe2(16:1(9Z)/18:0)	PE-NMe2(16:1(9Z)/18:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(16:1(9Z)/18:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3)4)37-47-40(43)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2/h16,18,39H,5-15,17,19-38H2,1-4H3,(H,45,46)/b18-16-	UNGZXXNYKZPVKZ-VLGSPTGOSA-N	745.5621555			MMDBc0045609
BASm0032399	PE-NMe2(16:1(11Z)/18:0)	PE-NMe2(16:1(11Z)/18:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(16:1(11Z)/18:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3)4)37-47-40(43)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2/h12,14,39H,5-11,13,15-38H2,1-4H3,(H,45,46)/b14-12-	IAYGUISBYBXQDQ-OWBHPGMISA-N	745.5621555			MMDBc0045610
BASm0032400	PE-NMe2(15:1(9Z)/20:1(13Z))	PE-NMe2(15:1(9Z)/20:1(13Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3)4)38-48-41(44)34-32-30-28-26-24-18-16-14-12-10-8-6-2/h14-17,40H,5-13,18-39H2,1-4H3,(H,46,47)/b16-14-,17-15-	GBAFUZSRIZICKY-RYOQUFEFSA-N	757.5621555			MMDBc0045611
BASm0032401	PE-NMe2(15:1(9Z)/20:1(11Z))	PE-NMe2(15:1(9Z)/20:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3)4)38-48-41(44)34-32-30-28-26-24-18-16-14-12-10-8-6-2/h14,16,19-20,40H,5-13,15,17-18,21-39H2,1-4H3,(H,46,47)/b16-14-,20-19-	WTBJXRUKBCQVMJ-YPRCPECBSA-N	757.5621555			MMDBc0045612
BASm0032402	PE-NMe2(15:1(11Z)/20:1(13Z))	PE-NMe2(15:1(11Z)/20:1(13Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3)4)38-48-41(44)34-32-30-28-26-24-18-16-14-12-10-8-6-2/h10,12,15,17,40H,5-9,11,13-14,16,18-39H2,1-4H3,(H,46,47)/b12-10-,17-15-	HJQBCJBAOFHSDJ-XBAVOEEZSA-N	757.5621555			MMDBc0045613
BASm0032403	PE-NMe2(15:1(11Z)/20:1(11Z))	PE-NMe2(15:1(11Z)/20:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3)4)38-48-41(44)34-32-30-28-26-24-18-16-14-12-10-8-6-2/h10,12,19-20,40H,5-9,11,13-18,21-39H2,1-4H3,(H,46,47)/b12-10-,20-19-	GXLALCKPCXETLO-IGPQUDNBSA-N	757.5621555			MMDBc0045614
BASm0032404	PE-NMe2(10:0/25:1(9Z))	PE-NMe2(10:0/25:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(10:0/25:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3)4)38-48-41(44)34-32-30-28-12-10-8-6-2/h23-24,40H,5-22,25-39H2,1-4H3,(H,46,47)/b24-23-	CJRVDCWPEJBNBJ-VHXPQNKSSA-N	759.5778056			MMDBc0045615
BASm0032405	PE-NMe2(10:0/25:1(11Z))	PE-NMe2(10:0/25:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(10:0/25:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3)4)38-48-41(44)34-32-30-28-12-10-8-6-2/h21-22,40H,5-20,23-39H2,1-4H3,(H,46,47)/b22-21-	QSQCQHJXZBQRCO-DQRAZIAOSA-N	759.5778056			MMDBc0045616
BASm0032406	PE-NMe2(10:0/20:0)	PE-NMe2(10:0/20:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(10:0/20:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCCCCCC	C37H74NO8P	InChI=1S/C37H74NO8P/c1-5-7-9-11-13-14-15-16-17-18-19-20-21-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38(3)4)33-43-36(39)29-27-25-23-12-10-8-6-2/h35H,5-34H2,1-4H3,(H,41,42)	ONQJZQKQPCDSBQ-UHFFFAOYSA-N	691.5152053			MMDBc0045617
BASm0032407	PE-NMe2(12:0/23:1(9Z))	PE-NMe2(12:0/23:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(12:0/23:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3)4)38-48-41(44)34-32-30-28-26-14-12-10-8-6-2/h22-23,40H,5-21,24-39H2,1-4H3,(H,46,47)/b23-22-	PPVAXPGSQWKQBR-FCQUAONHSA-N	759.5778056			MMDBc0045618
BASm0032408	PE-NMe2(12:0/23:1(11Z))	PE-NMe2(12:0/23:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(12:0/23:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3)4)38-48-41(44)34-32-30-28-26-14-12-10-8-6-2/h20-21,40H,5-19,22-39H2,1-4H3,(H,46,47)/b21-20-	FKHZDHBGYIROBA-MRCUWXFGSA-N	759.5778056			MMDBc0045619
BASm0032409	PE-NMe2(15:0/20:1(13Z))	PE-NMe2(15:0/20:1(13Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:0/20:1(13Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3)4)38-48-41(44)34-32-30-28-26-24-18-16-14-12-10-8-6-2/h15,17,40H,5-14,16,18-39H2,1-4H3,(H,46,47)/b17-15-	FKTCNBVPHKTQQM-ICFOKQHNSA-N	759.5778056			MMDBc0045620
BASm0032410	PE-NMe2(15:0/20:1(11Z))	PE-NMe2(15:0/20:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:0/20:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3)4)38-48-41(44)34-32-30-28-26-24-18-16-14-12-10-8-6-2/h19-20,40H,5-18,21-39H2,1-4H3,(H,46,47)/b20-19-	SQBPJYLFPLYSJR-VXPUYCOJSA-N	759.5778056			MMDBc0045621
BASm0032411	PE-NMe2(15:0/16:0)	PE-NMe2(15:0/16:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:0/16:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCC	C38H76NO8P	InChI=1S/C38H76NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39(3)4)34-44-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-2/h36H,5-35H2,1-4H3,(H,42,43)	DNIDNTMJWXQWOP-UHFFFAOYSA-N	705.5308554			MMDBc0045622
BASm0032412	PE-NMe2(15:1(9Z)/20:0)	PE-NMe2(15:1(9Z)/20:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:1(9Z)/20:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3)4)38-48-41(44)34-32-30-28-26-24-18-16-14-12-10-8-6-2/h14,16,40H,5-13,15,17-39H2,1-4H3,(H,46,47)/b16-14-	ZMNLMUJCDLKCRV-PEZBUJJGSA-N	759.5778056			MMDBc0045623
BASm0032413	PE-NMe2(15:1(11Z)/20:0)	PE-NMe2(15:1(11Z)/20:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(15:1(11Z)/20:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3)4)38-48-41(44)34-32-30-28-26-24-18-16-14-12-10-8-6-2/h10,12,40H,5-9,11,13-39H2,1-4H3,(H,46,47)/b12-10-	KYOMYQDOXGJQSV-BENRWUELSA-N	759.5778056			MMDBc0045624
BASm0032414	PE-NMe2(16:0/18:0)	PE-NMe2(16:0/18:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(16:0/18:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCCCC	C41H82NO8P	InChI=1S/C41H82NO8P/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3)4)37-47-40(43)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2/h39H,5-38H2,1-4H3,(H,45,46)	YIUMLXHZEKGJGI-UHFFFAOYSA-N	747.5778056			MMDBc0045625
BASm0032415	PE-NMe2(14:1(9Z)/22:1(9Z))	PE-NMe2(14:1(9Z)/22:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(9Z)/22:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C43H82NO8P	InChI=1S/C43H82NO8P/c1-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3)4)39-49-42(45)35-33-31-29-27-25-16-14-12-10-8-6-2/h12,14,22-23,41H,5-11,13,15-21,24-40H2,1-4H3,(H,47,48)/b14-12-,23-22-	LXIHJSCJYLOTMS-UFVWYUMOSA-N	771.5778056			MMDBc0045626
BASm0032416	PE-NMe2(14:1(9Z)/22:1(11Z))	PE-NMe2(14:1(9Z)/22:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(9Z)/22:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C43H82NO8P	InChI=1S/C43H82NO8P/c1-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3)4)39-49-42(45)35-33-31-29-27-25-16-14-12-10-8-6-2/h12,14,20-21,41H,5-11,13,15-19,22-40H2,1-4H3,(H,47,48)/b14-12-,21-20-	MYFWQKUTWOLKER-GYIYMAFGSA-N	771.5778056			MMDBc0045627
BASm0032417	PE-NMe2(14:1(11Z)/22:1(9Z))	PE-NMe2(14:1(11Z)/22:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(11Z)/22:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C43H82NO8P	InChI=1S/C43H82NO8P/c1-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3)4)39-49-42(45)35-33-31-29-27-25-16-14-12-10-8-6-2/h8,10,22-23,41H,5-7,9,11-21,24-40H2,1-4H3,(H,47,48)/b10-8-,23-22-	PRKLTBOMHVZPDU-GYNJWMDFSA-N	771.5778056			MMDBc0045628
BASm0032418	PE-NMe2(14:1(11Z)/22:1(11Z))	PE-NMe2(14:1(11Z)/22:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(11Z)/22:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C43H82NO8P	InChI=1S/C43H82NO8P/c1-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3)4)39-49-42(45)35-33-31-29-27-25-16-14-12-10-8-6-2/h8,10,20-21,41H,5-7,9,11-19,22-40H2,1-4H3,(H,47,48)/b10-8-,21-20-	LEKDAQWLDOCEMW-AGCLVYFGSA-N	771.5778056			MMDBc0045629
BASm0032419	PE-NMe2(16:1(9Z)/20:1(13Z))	PE-NMe2(16:1(9Z)/20:1(13Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(16:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C43H82NO8P	InChI=1S/C43H82NO8P/c1-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3)4)39-49-42(45)35-33-31-29-27-25-23-18-16-14-12-10-8-6-2/h15-18,41H,5-14,19-40H2,1-4H3,(H,47,48)/b17-15-,18-16-	DKUANUOQEONHDD-IQRFGFHNSA-N	771.5778056			MMDBc0045630
BASm0032420	PE-NMe2(16:1(9Z)/20:1(11Z))	PE-NMe2(16:1(9Z)/20:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(16:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C43H82NO8P	InChI=1S/C43H82NO8P/c1-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3)4)39-49-42(45)35-33-31-29-27-25-23-18-16-14-12-10-8-6-2/h16,18-20,41H,5-15,17,21-40H2,1-4H3,(H,47,48)/b18-16-,20-19-	JIPOLOWFRQHKOW-FRKBGCJLSA-N	771.5778056			MMDBc0045631
BASm0032421	PE-NMe2(16:1(11Z)/20:1(13Z))	PE-NMe2(16:1(11Z)/20:1(13Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(16:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C43H82NO8P	InChI=1S/C43H82NO8P/c1-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3)4)39-49-42(45)35-33-31-29-27-25-23-18-16-14-12-10-8-6-2/h12,14-15,17,41H,5-11,13,16,18-40H2,1-4H3,(H,47,48)/b14-12-,17-15-	NMWJVWBWQXNGBE-NERFDCTISA-N	771.5778056			MMDBc0045632
BASm0032422	PE-NMe2(16:1(11Z)/20:1(11Z))	PE-NMe2(16:1(11Z)/20:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(16:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C43H82NO8P	InChI=1S/C43H82NO8P/c1-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3)4)39-49-42(45)35-33-31-29-27-25-23-18-16-14-12-10-8-6-2/h12,14,19-20,41H,5-11,13,15-18,21-40H2,1-4H3,(H,47,48)/b14-12-,20-19-	NBQSZOBHXRNLMR-HAEXLJTISA-N	771.5778056			MMDBc0045633
BASm0032423	PE-NMe2(18:1(9Z)/18:1(9Z))	PE-NMe2(18:1(9Z)/18:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(18:1(9Z)/18:1(9Z)), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC	C43H82NO8P	InChI=1S/C43H82NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-42(45)49-39-41(40-51-53(47,48)50-38-37-44(3)4)52-43(46)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-2/h19-22,41H,5-18,23-40H2,1-4H3,(H,47,48)/b21-19-,22-20-	XHPZRQBHFOVLEJ-WRBBJXAJSA-N	771.5778056			MMDBc0045634
BASm0032424	PE-NMe2(18:1(9Z)/18:1(11Z))	PE-NMe2(18:1(9Z)/18:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(18:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC	C43H82NO8P	InChI=1S/C43H82NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-42(45)49-39-41(40-51-53(47,48)50-38-37-44(3)4)52-43(46)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-2/h16,18-19,21,41H,5-15,17,20,22-40H2,1-4H3,(H,47,48)/b18-16-,21-19-	KAWRKGALKKPRLD-HSHHTGOPSA-N	771.5778056			MMDBc0045635
BASm0032425	PE-NMe2(18:1(11Z)/18:1(9Z))	PE-NMe2(18:1(11Z)/18:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(18:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC	C43H82NO8P	InChI=1S/C43H82NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-42(45)49-39-41(40-51-53(47,48)50-38-37-44(3)4)52-43(46)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-2/h15,17,20,22,41H,5-14,16,18-19,21,23-40H2,1-4H3,(H,47,48)/b17-15-,22-20-	VEFZTXSCGJZAKO-FGIXQLCWSA-N	771.5778056			MMDBc0045636
BASm0032426	PE-NMe2(18:1(11Z)/18:1(11Z))	PE-NMe2(18:1(11Z)/18:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(18:1(11Z)/18:1(11Z)), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC	C43H82NO8P	InChI=1S/C43H82NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-42(45)49-39-41(40-51-53(47,48)50-38-37-44(3)4)52-43(46)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-2/h15-18,41H,5-14,19-40H2,1-4H3,(H,47,48)/b17-15-,18-16-	SIKKFRQMYQIOOZ-IQRFGFHNSA-N	771.5778056			MMDBc0045637
BASm0032427	PE-NMe2(18:0/18:1(9Z))	PE-NMe2(18:0/18:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(18:0/18:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-42(45)49-39-41(40-51-53(47,48)50-38-37-44(3)4)52-43(46)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-2/h20,22,41H,5-19,21,23-40H2,1-4H3,(H,47,48)/b22-20-	JPXWWRACEORTKX-XDOYNYLZSA-N	773.5934557			MMDBc0045638
BASm0032428	PE-NMe2(18:0/18:1(11Z))	PE-NMe2(18:0/18:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(18:0/18:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-42(45)49-39-41(40-51-53(47,48)50-38-37-44(3)4)52-43(46)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-2/h16,18,41H,5-15,17,19-40H2,1-4H3,(H,47,48)/b18-16-	KRJGYQKRUIVUNY-VLGSPTGOSA-N	773.5934557			MMDBc0045639
BASm0032429	PE-NMe2(10:0/26:1(9Z))	PE-NMe2(10:0/26:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(10:0/26:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C44H86NO8P	InChI=1S/C44H86NO8P/c1-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3)4)40-50-43(46)36-34-32-30-12-10-8-6-2/h24-25,42H,5-23,26-41H2,1-4H3,(H,48,49)/b25-24-	TWXXBIRQQGAWCJ-IZHYLOQSSA-N	787.6091057			MMDBc0045640
BASm0032430	PE-NMe2(10:0/26:1(11Z))	PE-NMe2(10:0/26:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(10:0/26:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3)4)39-49-42(45)35-33-31-29-12-10-8-6-2/h21-22,41H,5-20,23-40H2,1-4H3,(H,47,48)/b22-21-	GZCBLMILZFGZOY-DQRAZIAOSA-N	773.5934557			MMDBc0045641
BASm0032431	PE-NMe2(12:0/24:1(9Z))	PE-NMe2(12:0/24:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(12:0/24:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3)4)39-49-42(45)35-33-31-29-27-14-12-10-8-6-2/h23-24,41H,5-22,25-40H2,1-4H3,(H,47,48)/b24-23-	JWGULMGTOLWFTB-VHXPQNKSSA-N	773.5934557			MMDBc0045642
BASm0032432	PE-NMe2(12:0/24:1(11Z))	PE-NMe2(12:0/24:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(12:0/24:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3)4)39-49-42(45)35-33-31-29-27-14-12-10-8-6-2/h21-22,41H,5-20,23-40H2,1-4H3,(H,47,48)/b22-21-	YZTRPUHCYOPSOX-DQRAZIAOSA-N	773.5934557			MMDBc0045643
BASm0032433	PE-NMe2(12:0/20:0)	PE-NMe2(12:0/20:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(12:0/20:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCCCCCC	C39H78NO8P	InChI=1S/C39H78NO8P/c1-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40(3)4)35-45-38(41)31-29-27-25-23-14-12-10-8-6-2/h37H,5-36H2,1-4H3,(H,43,44)	QQWRXYWDXPXWNL-UHFFFAOYSA-N	719.5465055			MMDBc0045644
BASm0032434	PE-NMe2(14:0/22:1(9Z))	PE-NMe2(14:0/22:1(9Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:0/22:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3)4)39-49-42(45)35-33-31-29-27-25-16-14-12-10-8-6-2/h22-23,41H,5-21,24-40H2,1-4H3,(H,47,48)/b23-22-	JXWWIGYNZUELKL-FCQUAONHSA-N	773.5934557			MMDBc0045645
BASm0032435	PE-NMe2(14:0/22:1(11Z))	PE-NMe2(14:0/22:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:0/22:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3)4)39-49-42(45)35-33-31-29-27-25-16-14-12-10-8-6-2/h20-21,41H,5-19,22-40H2,1-4H3,(H,47,48)/b21-20-	AQIAWISSWOTLBU-MRCUWXFGSA-N	773.5934557			MMDBc0045646
BASm0032436	PE-NMe2(14:1(9Z)/22:0)	PE-NMe2(14:1(9Z)/22:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(9Z)/22:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one docosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3)4)39-49-42(45)35-33-31-29-27-25-16-14-12-10-8-6-2/h12,14,41H,5-11,13,15-40H2,1-4H3,(H,47,48)/b14-12-	DNYUWFXXIOCFJS-OWBHPGMISA-N	773.5934557			MMDBc0045647
BASm0032437	PE-NMe2(14:1(11Z)/22:0)	PE-NMe2(14:1(11Z)/22:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(14:1(11Z)/22:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one docosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3)4)39-49-42(45)35-33-31-29-27-25-16-14-12-10-8-6-2/h8,10,41H,5-7,9,11-40H2,1-4H3,(H,47,48)/b10-8-	GYSILOUXSZSEGX-NTMALXAHSA-N	773.5934557			MMDBc0045648
BASm0032438	PE-NMe2(16:0/20:1(13Z))	PE-NMe2(16:0/20:1(13Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(16:0/20:1(13Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3)4)39-49-42(45)35-33-31-29-27-25-23-18-16-14-12-10-8-6-2/h15,17,41H,5-14,16,18-40H2,1-4H3,(H,47,48)/b17-15-	SAINCABBPKKSFE-ICFOKQHNSA-N	773.5934557			MMDBc0045649
BASm0032439	PE-NMe2(16:0/20:1(11Z))	PE-NMe2(16:0/20:1(11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(16:0/20:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3)4)39-49-42(45)35-33-31-29-27-25-23-18-16-14-12-10-8-6-2/h19-20,41H,5-18,21-40H2,1-4H3,(H,47,48)/b20-19-	YLPUQEXVDOOZCV-VXPUYCOJSA-N	773.5934557			MMDBc0045650
BASm0032440	PE-NMe2(16:1(9Z)/20:0)	PE-NMe2(16:1(9Z)/20:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(16:1(9Z)/20:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3)4)39-49-42(45)35-33-31-29-27-25-23-18-16-14-12-10-8-6-2/h16,18,41H,5-15,17,19-40H2,1-4H3,(H,47,48)/b18-16-	LUCMHXITSSFFMN-VLGSPTGOSA-N	773.5934557			MMDBc0045651
BASm0032441	PE-NMe2(16:1(11Z)/20:0)	PE-NMe2(16:1(11Z)/20:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(16:1(11Z)/20:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44(3)4)39-49-42(45)35-33-31-29-27-25-23-18-16-14-12-10-8-6-2/h12,14,41H,5-11,13,15-40H2,1-4H3,(H,47,48)/b14-12-	QWNKYQMPWVZKIB-OWBHPGMISA-N	773.5934557			MMDBc0045652
BASm0032442	PE-NMe2(18:0/18:0)	PE-NMe2(18:0/18:0) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(18:0/18:0), in particular, consists of two octadecanoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCCCCCCCCCCCC	C43H86NO8P	InChI=1S/C43H86NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-42(45)49-39-41(40-51-53(47,48)50-38-37-44(3)4)52-43(46)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-2/h41H,5-40H2,1-4H3,(H,47,48)	MPARAOBCZMXIRB-UHFFFAOYSA-N	775.6091057			MMDBc0045653
BASm0032443	PE-NMe(10:0/10:0)	PE-NMe(10:0/10:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(10:0/10:0), in particular, consists of two decanoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC	C26H52NO8P	InChI=1S/C26H52NO8P/c1-4-6-8-10-12-14-16-18-25(28)32-22-24(23-34-36(30,31)33-21-20-27-3)35-26(29)19-17-15-13-11-9-7-5-2/h24,27H,4-23H2,1-3H3,(H,30,31)	GYIZLKMDSNERBX-UHFFFAOYSA-N	537.3430546			MMDBc0045654
BASm0032444	PE-NMe(10:0/12:0)	PE-NMe(10:0/12:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(10:0/12:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one dodecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCC	C28H56NO8P	InChI=1S/C28H56NO8P/c1-4-6-8-10-12-13-15-17-19-21-28(31)37-26(25-36-38(32,33)35-23-22-29-3)24-34-27(30)20-18-16-14-11-9-7-5-2/h26,29H,4-25H2,1-3H3,(H,32,33)	CHAJNAVGAWXOFN-UHFFFAOYSA-N	565.3743548			MMDBc0045655
BASm0032445	PE-NMe(10:0/14:0)	PE-NMe(10:0/14:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(10:0/14:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one tetradecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCC	C30H60NO8P	InChI=1S/C30H60NO8P/c1-4-6-8-10-12-13-14-15-17-19-21-23-30(33)39-28(27-38-40(34,35)37-25-24-31-3)26-36-29(32)22-20-18-16-11-9-7-5-2/h28,31H,4-27H2,1-3H3,(H,34,35)	MBTGPPFAPGMUTI-UHFFFAOYSA-N	593.4056549			MMDBc0045656
BASm0032446	PE-NMe(10:0/15:0)	PE-NMe(10:0/15:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(10:0/15:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCC	C31H62NO8P	InChI=1S/C31H62NO8P/c1-4-6-8-10-12-13-14-15-16-18-20-22-24-31(34)40-29(28-39-41(35,36)38-26-25-32-3)27-37-30(33)23-21-19-17-11-9-7-5-2/h29,32H,4-28H2,1-3H3,(H,35,36)	YZGKMEHJFYFTHB-UHFFFAOYSA-N	607.421305			MMDBc0045657
BASm0032447	PE-NMe(10:0/16:0)	PE-NMe(10:0/16:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(10:0/16:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCC	C32H64NO8P	InChI=1S/C32H64NO8P/c1-4-6-8-10-12-13-14-15-16-17-19-21-23-25-32(35)41-30(29-40-42(36,37)39-27-26-33-3)28-38-31(34)24-22-20-18-11-9-7-5-2/h30,33H,4-29H2,1-3H3,(H,36,37)	RYCTVPUPEUPZGT-UHFFFAOYSA-N	621.436955			MMDBc0045658
BASm0032448	PE-NMe(12:0/12:0)	PE-NMe(12:0/12:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(12:0/12:0), in particular, consists of two dodecanoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCC	C30H60NO8P	InChI=1S/C30H60NO8P/c1-4-6-8-10-12-14-16-18-20-22-29(32)36-26-28(27-38-40(34,35)37-25-24-31-3)39-30(33)23-21-19-17-15-13-11-9-7-5-2/h28,31H,4-27H2,1-3H3,(H,34,35)	MMJPFLKYGQKRFW-UHFFFAOYSA-N	593.4056549			MMDBc0045659
BASm0032449	PE-NMe(12:0/14:0)	PE-NMe(12:0/14:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(12:0/14:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one tetradecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCC	C32H64NO8P	InChI=1S/C32H64NO8P/c1-4-6-8-10-12-14-15-17-19-21-23-25-32(35)41-30(29-40-42(36,37)39-27-26-33-3)28-38-31(34)24-22-20-18-16-13-11-9-7-5-2/h30,33H,4-29H2,1-3H3,(H,36,37)	LTDUXNHEAFIMDC-UHFFFAOYSA-N	621.436955			MMDBc0045660
BASm0032450	PE-NMe(12:0/15:0)	PE-NMe(12:0/15:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(12:0/15:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCC	C33H66NO8P	InChI=1S/C33H66NO8P/c1-4-6-8-10-12-14-15-16-18-20-22-24-26-33(36)42-31(30-41-43(37,38)40-28-27-34-3)29-39-32(35)25-23-21-19-17-13-11-9-7-5-2/h31,34H,4-30H2,1-3H3,(H,37,38)	CZEUZASANUPVDG-UHFFFAOYSA-N	635.4526051			MMDBc0045661
BASm0032451	PE-NMe(14:0/14:0)	PE-NMe(14:0/14:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:0/14:0), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCC	C34H68NO8P	InChI=1S/C34H68NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-33(36)40-30-32(31-42-44(38,39)41-29-28-35-3)43-34(37)27-25-23-21-19-17-15-13-11-9-7-5-2/h32,35H,4-31H2,1-3H3,(H,38,39)	JYWNCNMWXJZGME-UHFFFAOYSA-N	649.4682552			MMDBc0045662
BASm0032452	PE-NMe(12:0/16:0)	PE-NMe(12:0/16:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(12:0/16:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCC	C34H68NO8P	InChI=1S/C34H68NO8P/c1-4-6-8-10-12-14-15-16-17-19-21-23-25-27-34(37)43-32(31-42-44(38,39)41-29-28-35-3)30-40-33(36)26-24-22-20-18-13-11-9-7-5-2/h32,35H,4-31H2,1-3H3,(H,38,39)	BCHBFJQTARKUFJ-UHFFFAOYSA-N	649.4682552			MMDBc0045663
BASm0032453	PE-NMe(14:0/15:0)	PE-NMe(14:0/15:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:0/15:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCC	C35H70NO8P	InChI=1S/C35H70NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36-3)31-41-34(37)27-25-23-21-19-17-15-13-11-9-7-5-2/h33,36H,4-32H2,1-3H3,(H,39,40)	YVSUKOAZQLBPGZ-UHFFFAOYSA-N	663.4839052			MMDBc0045664
BASm0032454	PE-NMe(10:0/14:1(9Z))	PE-NMe(10:0/14:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(10:0/14:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-tetradecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCC	C30H58NO8P	InChI=1S/C30H58NO8P/c1-4-6-8-10-12-13-14-15-17-19-21-23-30(33)39-28(27-38-40(34,35)37-25-24-31-3)26-36-29(32)22-20-18-16-11-9-7-5-2/h10,12,28,31H,4-9,11,13-27H2,1-3H3,(H,34,35)/b12-10-	NTKCSINRFBAFHV-BENRWUELSA-N	591.3900048			MMDBc0045665
BASm0032455	PE-NMe(10:0/14:1(11Z))	PE-NMe(10:0/14:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(10:0/14:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-tetradecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CC	C30H58NO8P	InChI=1S/C30H58NO8P/c1-4-6-8-10-12-13-14-15-17-19-21-23-30(33)39-28(27-38-40(34,35)37-25-24-31-3)26-36-29(32)22-20-18-16-11-9-7-5-2/h6,8,28,31H,4-5,7,9-27H2,1-3H3,(H,34,35)/b8-6-	ATCTUZXKCFHSLZ-VURMDHGXSA-N	591.3900048			MMDBc0045666
BASm0032456	PE-NMe(12:0/14:1(9Z))	PE-NMe(12:0/14:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(12:0/14:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-tetradecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCC	C32H62NO8P	InChI=1S/C32H62NO8P/c1-4-6-8-10-12-14-15-17-19-21-23-25-32(35)41-30(29-40-42(36,37)39-27-26-33-3)28-38-31(34)24-22-20-18-16-13-11-9-7-5-2/h10,12,30,33H,4-9,11,13-29H2,1-3H3,(H,36,37)/b12-10-	PPGDXMDDYPCUKV-BENRWUELSA-N	619.421305			MMDBc0045667
BASm0032457	PE-NMe(12:0/14:1(11Z))	PE-NMe(12:0/14:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(12:0/14:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-tetradecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CC	C32H62NO8P	InChI=1S/C32H62NO8P/c1-4-6-8-10-12-14-15-17-19-21-23-25-32(35)41-30(29-40-42(36,37)39-27-26-33-3)28-38-31(34)24-22-20-18-16-13-11-9-7-5-2/h6,8,30,33H,4-5,7,9-29H2,1-3H3,(H,36,37)/b8-6-	SWQUTGNDXFNYNN-VURMDHGXSA-N	619.421305			MMDBc0045668
BASm0032458	PE-NMe(14:0/14:1(9Z))	PE-NMe(14:0/14:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:0/14:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-tetradecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCC	C34H66NO8P	InChI=1S/C34H66NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-33(36)40-30-32(31-42-44(38,39)41-29-28-35-3)43-34(37)27-25-23-21-19-17-15-13-11-9-7-5-2/h11,13,32,35H,4-10,12,14-31H2,1-3H3,(H,38,39)/b13-11-	SAECZMXIEBBTOY-QBFSEMIESA-N	647.4526051			MMDBc0045669
BASm0032459	PE-NMe(14:0/14:1(11Z))	PE-NMe(14:0/14:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:0/14:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-tetradecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CC	C34H66NO8P	InChI=1S/C34H66NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-33(36)40-30-32(31-42-44(38,39)41-29-28-35-3)43-34(37)27-25-23-21-19-17-15-13-11-9-7-5-2/h7,9,32,35H,4-6,8,10-31H2,1-3H3,(H,38,39)/b9-7-	LUSMCMZTZVKYSQ-CLFYSBASSA-N	647.4526051			MMDBc0045670
BASm0032460	PE-NMe(14:1(9Z)/15:0)	PE-NMe(14:1(9Z)/15:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(9Z)/15:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCC	C35H68NO8P	InChI=1S/C35H68NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36-3)31-41-34(37)27-25-23-21-19-17-15-13-11-9-7-5-2/h11,13,33,36H,4-10,12,14-32H2,1-3H3,(H,39,40)/b13-11-	OHIVQJKNXYLPLM-QBFSEMIESA-N	661.4682552			MMDBc0045671
BASm0032461	PE-NMe(14:1(11Z)/15:0)	PE-NMe(14:1(11Z)/15:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(11Z)/15:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCC	C35H68NO8P	InChI=1S/C35H68NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36-3)31-41-34(37)27-25-23-21-19-17-15-13-11-9-7-5-2/h7,9,33,36H,4-6,8,10-32H2,1-3H3,(H,39,40)/b9-7-	XEPXSSIKQWQLPE-CLFYSBASSA-N	661.4682552			MMDBc0045672
BASm0032462	PE-NMe(15:0/15:0)	PE-NMe(15:0/15:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:0/15:0), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCC	C36H72NO8P	InChI=1S/C36H72NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37-3)45-36(39)29-27-25-23-21-19-17-15-13-11-9-7-5-2/h34,37H,4-33H2,1-3H3,(H,40,41)	XQYKDUJRWUXODI-UHFFFAOYSA-N	677.4995553			MMDBc0045673
BASm0032463	PE-NMe(10:0/20:1(13Z))	PE-NMe(10:0/20:1(13Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(10:0/20:1(13Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-4-6-8-10-12-13-14-15-16-17-18-19-20-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37-3)32-42-35(38)28-26-24-22-11-9-7-5-2/h13-14,34,37H,4-12,15-33H2,1-3H3,(H,40,41)/b14-13-	NXRUKAQOKRUHNJ-YPKPFQOOSA-N	675.4839052			MMDBc0045674
BASm0032464	PE-NMe(10:0/20:1(11Z))	PE-NMe(10:0/20:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(10:0/20:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-4-6-8-10-12-13-14-15-16-17-18-19-20-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37-3)32-42-35(38)28-26-24-22-11-9-7-5-2/h15-16,34,37H,4-14,17-33H2,1-3H3,(H,40,41)/b16-15-	RWRCMLNYPHYBEK-NXVVXOECSA-N	675.4839052			MMDBc0045675
BASm0032465	PE-NMe(10:0/15:1(9Z))	PE-NMe(10:0/15:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(10:0/15:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCC	C31H60NO8P	InChI=1S/C31H60NO8P/c1-4-6-8-10-12-13-14-15-16-18-20-22-24-31(34)40-29(28-39-41(35,36)38-26-25-32-3)27-37-30(33)23-21-19-17-11-9-7-5-2/h12-13,29,32H,4-11,14-28H2,1-3H3,(H,35,36)/b13-12-	IJAYLOWOGGLYIJ-SEYXRHQNSA-N	605.4056549			MMDBc0045676
BASm0032466	PE-NMe(10:0/15:1(11Z))	PE-NMe(10:0/15:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(10:0/15:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCC	C31H60NO8P	InChI=1S/C31H60NO8P/c1-4-6-8-10-12-13-14-15-16-18-20-22-24-31(34)40-29(28-39-41(35,36)38-26-25-32-3)27-37-30(33)23-21-19-17-11-9-7-5-2/h8,10,29,32H,4-7,9,11-28H2,1-3H3,(H,35,36)/b10-8-	JFZGJXHJELJTGX-NTMALXAHSA-N	605.4056549			MMDBc0045677
BASm0032467	PE-NMe(10:0/16:1(9Z))	PE-NMe(10:0/16:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(10:0/16:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCC	C32H62NO8P	InChI=1S/C32H62NO8P/c1-4-6-8-10-12-13-14-15-16-17-19-21-23-25-32(35)41-30(29-40-42(36,37)39-27-26-33-3)28-38-31(34)24-22-20-18-11-9-7-5-2/h13-14,30,33H,4-12,15-29H2,1-3H3,(H,36,37)/b14-13-	QMFRWLFXYUOORS-YPKPFQOOSA-N	619.421305			MMDBc0045678
BASm0032468	PE-NMe(10:0/16:1(11Z))	PE-NMe(10:0/16:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(10:0/16:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCC	C32H62NO8P	InChI=1S/C32H62NO8P/c1-4-6-8-10-12-13-14-15-16-17-19-21-23-25-32(35)41-30(29-40-42(36,37)39-27-26-33-3)28-38-31(34)24-22-20-18-11-9-7-5-2/h10,12,30,33H,4-9,11,13-29H2,1-3H3,(H,36,37)/b12-10-	KDUMQHYUEDONCC-BENRWUELSA-N	619.421305			MMDBc0045679
BASm0032469	PE-NMe(12:0/18:1(9Z))	PE-NMe(12:0/18:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(12:0/18:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-4-6-8-10-12-14-15-16-17-18-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37-3)32-42-35(38)28-26-24-22-20-13-11-9-7-5-2/h16-17,34,37H,4-15,18-33H2,1-3H3,(H,40,41)/b17-16-	BDTIDPCJRWQXJY-MSUUIHNZSA-N	675.4839052			MMDBc0045680
BASm0032470	PE-NMe(12:0/18:1(11Z))	PE-NMe(12:0/18:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(12:0/18:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-4-6-8-10-12-14-15-16-17-18-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37-3)32-42-35(38)28-26-24-22-20-13-11-9-7-5-2/h14-15,34,37H,4-13,16-33H2,1-3H3,(H,40,41)/b15-14-	PXTNJKCBHHGBGA-PFONDFGASA-N	675.4839052			MMDBc0045681
BASm0032471	PE-NMe(12:0/15:1(9Z))	PE-NMe(12:0/15:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(12:0/15:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCC	C33H64NO8P	InChI=1S/C33H64NO8P/c1-4-6-8-10-12-14-15-16-18-20-22-24-26-33(36)42-31(30-41-43(37,38)40-28-27-34-3)29-39-32(35)25-23-21-19-17-13-11-9-7-5-2/h12,14,31,34H,4-11,13,15-30H2,1-3H3,(H,37,38)/b14-12-	BHHMPRPREQYBHD-OWBHPGMISA-N	633.436955			MMDBc0045682
BASm0032472	PE-NMe(12:0/15:1(11Z))	PE-NMe(12:0/15:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(12:0/15:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCC	C33H64NO8P	InChI=1S/C33H64NO8P/c1-4-6-8-10-12-14-15-16-18-20-22-24-26-33(36)42-31(30-41-43(37,38)40-28-27-34-3)29-39-32(35)25-23-21-19-17-13-11-9-7-5-2/h8,10,31,34H,4-7,9,11-30H2,1-3H3,(H,37,38)/b10-8-	TVTARABIWPPSFO-NTMALXAHSA-N	633.436955			MMDBc0045683
BASm0032473	PE-NMe(14:0/16:1(9Z))	PE-NMe(14:0/16:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:0/16:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-4-6-8-10-12-14-16-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37-3)32-42-35(38)28-26-24-22-20-18-15-13-11-9-7-5-2/h14,16,34,37H,4-13,15,17-33H2,1-3H3,(H,40,41)/b16-14-	XSMRLIVXSIFVCR-PEZBUJJGSA-N	675.4839052			MMDBc0045684
BASm0032474	PE-NMe(14:0/16:1(11Z))	PE-NMe(14:0/16:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:0/16:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-4-6-8-10-12-14-16-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37-3)32-42-35(38)28-26-24-22-20-18-15-13-11-9-7-5-2/h10,12,34,37H,4-9,11,13-33H2,1-3H3,(H,40,41)/b12-10-	ZGIIZHCZDDLTHH-BENRWUELSA-N	675.4839052			MMDBc0045685
BASm0032475	PE-NMe(14:0/15:1(9Z))	PE-NMe(14:0/15:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:0/15:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCC	C35H68NO8P	InChI=1S/C35H68NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36-3)31-41-34(37)27-25-23-21-19-17-15-13-11-9-7-5-2/h12,14,33,36H,4-11,13,15-32H2,1-3H3,(H,39,40)/b14-12-	RXRPFZGAOBKMMC-OWBHPGMISA-N	661.4682552			MMDBc0045686
BASm0032476	PE-NMe(14:0/15:1(11Z))	PE-NMe(14:0/15:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:0/15:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCC	C35H68NO8P	InChI=1S/C35H68NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36-3)31-41-34(37)27-25-23-21-19-17-15-13-11-9-7-5-2/h8,10,33,36H,4-7,9,11-32H2,1-3H3,(H,39,40)/b10-8-	UOHYENMSOIZBFK-NTMALXAHSA-N	661.4682552			MMDBc0045687
BASm0032477	PE-NMe(14:1(9Z)/16:0)	PE-NMe(14:1(9Z)/16:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(9Z)/16:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-4-6-8-10-12-14-16-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37-3)32-42-35(38)28-26-24-22-20-18-15-13-11-9-7-5-2/h11,13,34,37H,4-10,12,14-33H2,1-3H3,(H,40,41)/b13-11-	GXZUTPYFCHNTMV-QBFSEMIESA-N	675.4839052			MMDBc0045688
BASm0032478	PE-NMe(14:1(11Z)/16:0)	PE-NMe(14:1(11Z)/16:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(11Z)/16:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-4-6-8-10-12-14-16-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37-3)32-42-35(38)28-26-24-22-20-18-15-13-11-9-7-5-2/h7,9,34,37H,4-6,8,10-33H2,1-3H3,(H,40,41)/b9-7-	UJBLQLVFVLZXTJ-CLFYSBASSA-N	675.4839052			MMDBc0045689
BASm0032479	PE-NMe(15:0/15:1(9Z))	PE-NMe(15:0/15:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:0/15:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37-3)45-36(39)29-27-25-23-21-19-17-15-13-11-9-7-5-2/h13,15,34,37H,4-12,14,16-33H2,1-3H3,(H,40,41)/b15-13-	KHIDHEOFFHRMSI-SQFISAMPSA-N	675.4839052			MMDBc0045690
BASm0032480	PE-NMe(15:0/15:1(11Z))	PE-NMe(15:0/15:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:0/15:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37-3)45-36(39)29-27-25-23-21-19-17-15-13-11-9-7-5-2/h9,11,34,37H,4-8,10,12-33H2,1-3H3,(H,40,41)/b11-9-	OCMDBFVEVAQFDU-LUAWRHEFSA-N	675.4839052			MMDBc0045691
BASm0032481	PE-NMe(12:0/16:1(9Z))	PE-NMe(12:0/16:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(12:0/16:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCC	C34H66NO8P	InChI=1S/C34H66NO8P/c1-4-6-8-10-12-14-15-16-17-19-21-23-25-27-34(37)43-32(31-42-44(38,39)41-29-28-35-3)30-40-33(36)26-24-22-20-18-13-11-9-7-5-2/h14-15,32,35H,4-13,16-31H2,1-3H3,(H,38,39)/b15-14-	DBIVQEZXCKALRH-PFONDFGASA-N	647.4526051			MMDBc0045692
BASm0032482	PE-NMe(12:0/16:1(11Z))	PE-NMe(12:0/16:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(12:0/16:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCC	C34H66NO8P	InChI=1S/C34H66NO8P/c1-4-6-8-10-12-14-15-16-17-19-21-23-25-27-34(37)43-32(31-42-44(38,39)41-29-28-35-3)30-40-33(36)26-24-22-20-18-13-11-9-7-5-2/h10,12,32,35H,4-9,11,13-31H2,1-3H3,(H,38,39)/b12-10-	UMUURPPQUSURLH-BENRWUELSA-N	647.4526051			MMDBc0045693
BASm0032483	PE-NMe(14:1(9Z)/14:1(9Z))	PE-NMe(14:1(9Z)/14:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(9Z)/14:1(9Z)), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCC	C34H64NO8P	InChI=1S/C34H64NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-33(36)40-30-32(31-42-44(38,39)41-29-28-35-3)43-34(37)27-25-23-21-19-17-15-13-11-9-7-5-2/h10-13,32,35H,4-9,14-31H2,1-3H3,(H,38,39)/b12-10-,13-11-	HKRDLLPZKPKLLN-MIMPSMLTSA-N	645.436955			MMDBc0045694
BASm0032484	PE-NMe(14:1(9Z)/14:1(11Z))	PE-NMe(14:1(9Z)/14:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(9Z)/14:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-tetradecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CC	C34H64NO8P	InChI=1S/C34H64NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-33(36)40-30-32(31-42-44(38,39)41-29-28-35-3)43-34(37)27-25-23-21-19-17-15-13-11-9-7-5-2/h7,9-10,12,32,35H,4-6,8,11,13-31H2,1-3H3,(H,38,39)/b9-7-,12-10-	JLMCINMEHJGLMR-GEHMVYPESA-N	645.436955			MMDBc0045695
BASm0032485	PE-NMe(14:1(11Z)/14:1(9Z))	PE-NMe(14:1(11Z)/14:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(11Z)/14:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-tetradecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCC	C34H64NO8P	InChI=1S/C34H64NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-33(36)40-30-32(31-42-44(38,39)41-29-28-35-3)43-34(37)27-25-23-21-19-17-15-13-11-9-7-5-2/h6,8,11,13,32,35H,4-5,7,9-10,12,14-31H2,1-3H3,(H,38,39)/b8-6-,13-11-	POBMGDVRYQXIPE-MJQGXCIASA-N	645.436955			MMDBc0045696
BASm0032486	PE-NMe(14:1(11Z)/14:1(11Z))	PE-NMe(14:1(11Z)/14:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(11Z)/14:1(11Z)), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CC	C34H64NO8P	InChI=1S/C34H64NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-33(36)40-30-32(31-42-44(38,39)41-29-28-35-3)43-34(37)27-25-23-21-19-17-15-13-11-9-7-5-2/h6-9,32,35H,4-5,10-31H2,1-3H3,(H,38,39)/b8-6-,9-7-	LOATYLLZIKLBBI-VRHVFUOLSA-N	645.436955			MMDBc0045697
BASm0032487	PE-NMe(14:1(9Z)/15:1(9Z))	PE-NMe(14:1(9Z)/15:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(9Z)/15:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCC	C35H66NO8P	InChI=1S/C35H66NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36-3)31-41-34(37)27-25-23-21-19-17-15-13-11-9-7-5-2/h11-14,33,36H,4-10,15-32H2,1-3H3,(H,39,40)/b13-11-,14-12-	ZQHCJGMBTYMUFO-XSYHWHKQSA-N	659.4526051			MMDBc0045698
BASm0032488	PE-NMe(14:1(9Z)/15:1(11Z))	PE-NMe(14:1(9Z)/15:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(9Z)/15:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCC	C35H66NO8P	InChI=1S/C35H66NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36-3)31-41-34(37)27-25-23-21-19-17-15-13-11-9-7-5-2/h8,10-11,13,33,36H,4-7,9,12,14-32H2,1-3H3,(H,39,40)/b10-8-,13-11-	YNRMVTNDKJYCFN-GAAGKNNASA-N	659.4526051			MMDBc0045699
BASm0032489	PE-NMe(14:1(11Z)/15:1(9Z))	PE-NMe(14:1(11Z)/15:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(11Z)/15:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCC	C35H66NO8P	InChI=1S/C35H66NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36-3)31-41-34(37)27-25-23-21-19-17-15-13-11-9-7-5-2/h7,9,12,14,33,36H,4-6,8,10-11,13,15-32H2,1-3H3,(H,39,40)/b9-7-,14-12-	XZJFTDPBUPFIOV-IXRMMZTMSA-N	659.4526051			MMDBc0045700
BASm0032490	PE-NMe(14:1(11Z)/15:1(11Z))	PE-NMe(14:1(11Z)/15:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(11Z)/15:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCC	C35H66NO8P	InChI=1S/C35H66NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36-3)31-41-34(37)27-25-23-21-19-17-15-13-11-9-7-5-2/h7-10,33,36H,4-6,11-32H2,1-3H3,(H,39,40)/b9-7-,10-8-	QSPKPMZOYSZIHB-XOHWUJONSA-N	659.4526051			MMDBc0045701
BASm0032491	PE-NMe(14:1(9Z)/16:1(9Z))	PE-NMe(14:1(9Z)/16:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(9Z)/16:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCC	C36H68NO8P	InChI=1S/C36H68NO8P/c1-4-6-8-10-12-14-16-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37-3)32-42-35(38)28-26-24-22-20-18-15-13-11-9-7-5-2/h11,13-14,16,34,37H,4-10,12,15,17-33H2,1-3H3,(H,40,41)/b13-11-,16-14-	FWOVVHKVTDQONW-IEFDFHFWSA-N	673.4682552			MMDBc0045702
BASm0032492	PE-NMe(14:1(9Z)/16:1(11Z))	PE-NMe(14:1(9Z)/16:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCC	C36H68NO8P	InChI=1S/C36H68NO8P/c1-4-6-8-10-12-14-16-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37-3)32-42-35(38)28-26-24-22-20-18-15-13-11-9-7-5-2/h10-13,34,37H,4-9,14-33H2,1-3H3,(H,40,41)/b12-10-,13-11-	PHKJWESQNHUCKQ-MIMPSMLTSA-N	673.4682552			MMDBc0045703
BASm0032493	PE-NMe(14:1(11Z)/16:1(9Z))	PE-NMe(14:1(11Z)/16:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCC	C36H68NO8P	InChI=1S/C36H68NO8P/c1-4-6-8-10-12-14-16-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37-3)32-42-35(38)28-26-24-22-20-18-15-13-11-9-7-5-2/h7,9,14,16,34,37H,4-6,8,10-13,15,17-33H2,1-3H3,(H,40,41)/b9-7-,16-14-	IAJXENHWOZYKJE-NAHBKCGDSA-N	673.4682552			MMDBc0045704
BASm0032494	PE-NMe(14:1(11Z)/16:1(11Z))	PE-NMe(14:1(11Z)/16:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(11Z)/16:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCC	C36H68NO8P	InChI=1S/C36H68NO8P/c1-4-6-8-10-12-14-16-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37-3)32-42-35(38)28-26-24-22-20-18-15-13-11-9-7-5-2/h7,9-10,12,34,37H,4-6,8,11,13-33H2,1-3H3,(H,40,41)/b9-7-,12-10-	IHWKWUMCVHCMIN-GEHMVYPESA-N	673.4682552			MMDBc0045705
BASm0032495	PE-NMe(15:1(9Z)/15:1(9Z))	PE-NMe(15:1(9Z)/15:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:1(9Z)/15:1(9Z)), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCC	C36H68NO8P	InChI=1S/C36H68NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37-3)45-36(39)29-27-25-23-21-19-17-15-13-11-9-7-5-2/h12-15,34,37H,4-11,16-33H2,1-3H3,(H,40,41)/b14-12-,15-13-	ODICCBDTYBEZQX-DZDAAMPGSA-N	673.4682552			MMDBc0045706
BASm0032496	PE-NMe(15:1(9Z)/15:1(11Z))	PE-NMe(15:1(9Z)/15:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:1(9Z)/15:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCC	C36H68NO8P	InChI=1S/C36H68NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37-3)45-36(39)29-27-25-23-21-19-17-15-13-11-9-7-5-2/h9,11-12,14,34,37H,4-8,10,13,15-33H2,1-3H3,(H,40,41)/b11-9-,14-12-	BFDKFPCOWZYQLI-YJKQCFOZSA-N	673.4682552			MMDBc0045707
BASm0032497	PE-NMe(15:1(11Z)/15:1(9Z))	PE-NMe(15:1(11Z)/15:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:1(11Z)/15:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCC	C36H68NO8P	InChI=1S/C36H68NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37-3)45-36(39)29-27-25-23-21-19-17-15-13-11-9-7-5-2/h8,10,13,15,34,37H,4-7,9,11-12,14,16-33H2,1-3H3,(H,40,41)/b10-8-,15-13-	WBHNWAMFGDSDSE-RYCDELOBSA-N	673.4682552			MMDBc0045708
BASm0032498	PE-NMe(15:1(11Z)/15:1(11Z))	PE-NMe(15:1(11Z)/15:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:1(11Z)/15:1(11Z)), in particular, consists of two 11Z-pentadecenoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCC	C36H68NO8P	InChI=1S/C36H68NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37-3)45-36(39)29-27-25-23-21-19-17-15-13-11-9-7-5-2/h8-11,34,37H,4-7,12-33H2,1-3H3,(H,40,41)/b10-8-,11-9-	CBDYDSWJCFCFPN-WGEIWTTOSA-N	673.4682552			MMDBc0045709
BASm0032499	PE-NMe(15:1(9Z)/16:1(9Z))	PE-NMe(15:1(9Z)/16:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:1(9Z)/16:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCC	C37H70NO8P	InChI=1S/C37H70NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38-3)33-43-36(39)29-27-25-23-21-19-17-15-13-11-9-7-5-2/h13-16,35,38H,4-12,17-34H2,1-3H3,(H,41,42)/b15-13-,16-14-	IUEFPOSWXPALST-VMNXYWKNSA-N	687.4839052			MMDBc0045710
BASm0032500	PE-NMe(15:1(9Z)/16:1(11Z))	PE-NMe(15:1(9Z)/16:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCC	C37H70NO8P	InChI=1S/C37H70NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38-3)33-43-36(39)29-27-25-23-21-19-17-15-13-11-9-7-5-2/h10,12-13,15,35,38H,4-9,11,14,16-34H2,1-3H3,(H,41,42)/b12-10-,15-13-	OEATZJXQIMQSCX-VJQXEWNVSA-N	687.4839052			MMDBc0045711
BASm0032501	PE-NMe(15:1(11Z)/16:1(9Z))	PE-NMe(15:1(11Z)/16:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCC	C37H70NO8P	InChI=1S/C37H70NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38-3)33-43-36(39)29-27-25-23-21-19-17-15-13-11-9-7-5-2/h9,11,14,16,35,38H,4-8,10,12-13,15,17-34H2,1-3H3,(H,41,42)/b11-9-,16-14-	AUSBVAWIAUFZNX-PKBMPLIDSA-N	687.4839052			MMDBc0045712
BASm0032502	PE-NMe(15:1(11Z)/16:1(11Z))	PE-NMe(15:1(11Z)/16:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:1(11Z)/16:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCC	C37H70NO8P	InChI=1S/C37H70NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38-3)33-43-36(39)29-27-25-23-21-19-17-15-13-11-9-7-5-2/h9-12,35,38H,4-8,13-34H2,1-3H3,(H,41,42)/b11-9-,12-10-	FZMFTQVXLXJNKR-HWAYABPNSA-N	687.4839052			MMDBc0045713
BASm0032503	PE-NMe(14:0/16:0)	PE-NMe(14:0/16:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:0/16:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCC	C36H72NO8P	InChI=1S/C36H72NO8P/c1-4-6-8-10-12-14-16-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37-3)32-42-35(38)28-26-24-22-20-18-15-13-11-9-7-5-2/h34,37H,4-33H2,1-3H3,(H,40,41)	UKYUZCJCYHKXBV-UHFFFAOYSA-N	677.4995553			MMDBc0045714
BASm0032504	PE-NMe(15:0/16:1(9Z))	PE-NMe(15:0/16:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:0/16:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38-3)33-43-36(39)29-27-25-23-21-19-17-15-13-11-9-7-5-2/h14,16,35,38H,4-13,15,17-34H2,1-3H3,(H,41,42)/b16-14-	JADURDCKRVMCGD-PEZBUJJGSA-N	689.4995553			MMDBc0045715
BASm0032505	PE-NMe(15:0/16:1(11Z))	PE-NMe(15:0/16:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:0/16:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38-3)33-43-36(39)29-27-25-23-21-19-17-15-13-11-9-7-5-2/h10,12,35,38H,4-9,11,13-34H2,1-3H3,(H,41,42)/b12-10-	KWJPWHVRBNFOLZ-BENRWUELSA-N	689.4995553			MMDBc0045716
BASm0032506	PE-NMe(15:1(9Z)/16:0)	PE-NMe(15:1(9Z)/16:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:1(9Z)/16:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38-3)33-43-36(39)29-27-25-23-21-19-17-15-13-11-9-7-5-2/h13,15,35,38H,4-12,14,16-34H2,1-3H3,(H,41,42)/b15-13-	SKDCANCUYCMHQA-SQFISAMPSA-N	689.4995553			MMDBc0045717
BASm0032507	PE-NMe(15:1(11Z)/16:0)	PE-NMe(15:1(11Z)/16:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:1(11Z)/16:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38-3)33-43-36(39)29-27-25-23-21-19-17-15-13-11-9-7-5-2/h9,11,35,38H,4-8,10,12-34H2,1-3H3,(H,41,42)/b11-9-	MVLRVMONYRYYRJ-LUAWRHEFSA-N	689.4995553			MMDBc0045718
BASm0032508	PE-NMe(14:1(9Z)/18:1(9Z))	PE-NMe(14:1(9Z)/18:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-4-6-8-10-12-14-16-17-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39-3)34-44-37(40)30-28-26-24-22-20-15-13-11-9-7-5-2/h11,13,17-18,36,39H,4-10,12,14-16,19-35H2,1-3H3,(H,42,43)/b13-11-,18-17-	ATHZFUXAHWIWNN-BCTRXSSUSA-N	701.4995553			MMDBc0045719
BASm0032509	PE-NMe(14:1(9Z)/18:1(11Z))	PE-NMe(14:1(9Z)/18:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-4-6-8-10-12-14-16-17-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39-3)34-44-37(40)30-28-26-24-22-20-15-13-11-9-7-5-2/h11,13-14,16,36,39H,4-10,12,15,17-35H2,1-3H3,(H,42,43)/b13-11-,16-14-	SOAVVUBACSWKLG-IEFDFHFWSA-N	701.4995553			MMDBc0045720
BASm0032510	PE-NMe(14:1(11Z)/18:1(9Z))	PE-NMe(14:1(11Z)/18:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-4-6-8-10-12-14-16-17-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39-3)34-44-37(40)30-28-26-24-22-20-15-13-11-9-7-5-2/h7,9,17-18,36,39H,4-6,8,10-16,19-35H2,1-3H3,(H,42,43)/b9-7-,18-17-	NVTKPMCASMVXON-KNKCHTBPSA-N	701.4995553			MMDBc0045721
BASm0032511	PE-NMe(14:1(11Z)/18:1(11Z))	PE-NMe(14:1(11Z)/18:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(11Z)/18:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-4-6-8-10-12-14-16-17-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39-3)34-44-37(40)30-28-26-24-22-20-15-13-11-9-7-5-2/h7,9,14,16,36,39H,4-6,8,10-13,15,17-35H2,1-3H3,(H,42,43)/b9-7-,16-14-	WQHOFBYYTSQMMM-NAHBKCGDSA-N	701.4995553			MMDBc0045722
BASm0032512	PE-NMe(16:1(9Z)/16:1(9Z))	PE-NMe(16:1(9Z)/16:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(16:1(9Z)/16:1(9Z)), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)44-34-36(35-46-48(42,43)45-33-32-39-3)47-38(41)31-29-27-25-23-21-19-17-15-13-11-9-7-5-2/h14-17,36,39H,4-13,18-35H2,1-3H3,(H,42,43)/b16-14-,17-15-	HRTNJPRHLDGDBC-RYOQUFEFSA-N	701.4995553			MMDBc0045723
BASm0032513	PE-NMe(16:1(9Z)/16:1(11Z))	PE-NMe(16:1(9Z)/16:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(16:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)44-34-36(35-46-48(42,43)45-33-32-39-3)47-38(41)31-29-27-25-23-21-19-17-15-13-11-9-7-5-2/h11,13-14,16,36,39H,4-10,12,15,17-35H2,1-3H3,(H,42,43)/b13-11-,16-14-	GTKSDKHOEWACIG-IEFDFHFWSA-N	701.4995553			MMDBc0045724
BASm0032514	PE-NMe(16:1(11Z)/16:1(9Z))	PE-NMe(16:1(11Z)/16:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(16:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)44-34-36(35-46-48(42,43)45-33-32-39-3)47-38(41)31-29-27-25-23-21-19-17-15-13-11-9-7-5-2/h10,12,15,17,36,39H,4-9,11,13-14,16,18-35H2,1-3H3,(H,42,43)/b12-10-,17-15-	UHRUNSZJQUFJDT-XBAVOEEZSA-N	701.4995553			MMDBc0045725
BASm0032515	PE-NMe(16:1(11Z)/16:1(11Z))	PE-NMe(16:1(11Z)/16:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(16:1(11Z)/16:1(11Z)), in particular, consists of two 11Z-hexadecenoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)44-34-36(35-46-48(42,43)45-33-32-39-3)47-38(41)31-29-27-25-23-21-19-17-15-13-11-9-7-5-2/h10-13,36,39H,4-9,14-35H2,1-3H3,(H,42,43)/b12-10-,13-11-	BAXHVLWJSNZUAG-MIMPSMLTSA-N	701.4995553			MMDBc0045726
BASm0032516	PE-NMe(10:0/18:1(9Z))	PE-NMe(10:0/18:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(10:0/18:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C34H66NO8P	InChI=1S/C34H66NO8P/c1-4-6-8-10-12-13-14-15-16-17-18-19-21-23-25-27-34(37)43-32(31-42-44(38,39)41-29-28-35-3)30-40-33(36)26-24-22-20-11-9-7-5-2/h15-16,32,35H,4-14,17-31H2,1-3H3,(H,38,39)/b16-15-	YIJZKYYNEXHMTO-NXVVXOECSA-N	647.4526051			MMDBc0045727
BASm0032517	PE-NMe(10:0/18:1(11Z))	PE-NMe(10:0/18:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(10:0/18:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C34H66NO8P	InChI=1S/C34H66NO8P/c1-4-6-8-10-12-13-14-15-16-17-18-19-21-23-25-27-34(37)43-32(31-42-44(38,39)41-29-28-35-3)30-40-33(36)26-24-22-20-11-9-7-5-2/h13-14,32,35H,4-12,15-31H2,1-3H3,(H,38,39)/b14-13-	FUIFVRIJSMPLPF-YPKPFQOOSA-N	647.4526051			MMDBc0045728
BASm0032518	PE-NMe(16:0/16:1(9Z))	PE-NMe(16:0/16:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(16:0/16:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)44-34-36(35-46-48(42,43)45-33-32-39-3)47-38(41)31-29-27-25-23-21-19-17-15-13-11-9-7-5-2/h15,17,36,39H,4-14,16,18-35H2,1-3H3,(H,42,43)/b17-15-	HHJZVMIJMZTDJC-ICFOKQHNSA-N	703.5152053			MMDBc0045729
BASm0032519	PE-NMe(16:0/16:1(11Z))	PE-NMe(16:0/16:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(16:0/16:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)44-34-36(35-46-48(42,43)45-33-32-39-3)47-38(41)31-29-27-25-23-21-19-17-15-13-11-9-7-5-2/h11,13,36,39H,4-10,12,14-35H2,1-3H3,(H,42,43)/b13-11-	CMYJYQAMOMOHTP-QBFSEMIESA-N	703.5152053			MMDBc0045730
BASm0032520	PE-NMe(10:0/22:1(9Z))	PE-NMe(10:0/22:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(10:0/22:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-4-6-8-10-12-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39-3)34-44-37(40)30-28-26-24-11-9-7-5-2/h19-20,36,39H,4-18,21-35H2,1-3H3,(H,42,43)/b20-19-	OUFUARNYLNQOPG-VXPUYCOJSA-N	703.5152053			MMDBc0045731
BASm0032521	PE-NMe(10:0/22:1(11Z))	PE-NMe(10:0/22:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(10:0/22:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-4-6-8-10-12-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39-3)34-44-37(40)30-28-26-24-11-9-7-5-2/h17-18,36,39H,4-16,19-35H2,1-3H3,(H,42,43)/b18-17-	CDWAQIOJHCSLIC-ZCXUNETKSA-N	703.5152053			MMDBc0045732
BASm0032522	PE-NMe(10:0/18:0)	PE-NMe(10:0/18:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(10:0/18:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCCCC	C34H68NO8P	InChI=1S/C34H68NO8P/c1-4-6-8-10-12-13-14-15-16-17-18-19-21-23-25-27-34(37)43-32(31-42-44(38,39)41-29-28-35-3)30-40-33(36)26-24-22-20-11-9-7-5-2/h32,35H,4-31H2,1-3H3,(H,38,39)	YWJXVJFJYBWNKC-UHFFFAOYSA-N	649.4682552			MMDBc0045733
BASm0032523	PE-NMe(12:0/20:1(13Z))	PE-NMe(12:0/20:1(13Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(12:0/20:1(13Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-4-6-8-10-12-14-15-16-17-18-19-20-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39-3)34-44-37(40)30-28-26-24-22-13-11-9-7-5-2/h14-15,36,39H,4-13,16-35H2,1-3H3,(H,42,43)/b15-14-	JFLNQOMFIPLADX-PFONDFGASA-N	703.5152053			MMDBc0045734
BASm0032524	PE-NMe(12:0/20:1(11Z))	PE-NMe(12:0/20:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(12:0/20:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-4-6-8-10-12-14-15-16-17-18-19-20-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39-3)34-44-37(40)30-28-26-24-22-13-11-9-7-5-2/h16-17,36,39H,4-15,18-35H2,1-3H3,(H,42,43)/b17-16-	IMRMVMQQIIKVHA-MSUUIHNZSA-N	703.5152053			MMDBc0045735
BASm0032525	PE-NMe(14:0/18:1(9Z))	PE-NMe(14:0/18:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:0/18:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-4-6-8-10-12-14-16-17-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39-3)34-44-37(40)30-28-26-24-22-20-15-13-11-9-7-5-2/h17-18,36,39H,4-16,19-35H2,1-3H3,(H,42,43)/b18-17-	LZSLIGVURLFNEQ-ZCXUNETKSA-N	703.5152053			MMDBc0045736
BASm0032526	PE-NMe(14:0/18:1(11Z))	PE-NMe(14:0/18:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:0/18:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-4-6-8-10-12-14-16-17-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39-3)34-44-37(40)30-28-26-24-22-20-15-13-11-9-7-5-2/h14,16,36,39H,4-13,15,17-35H2,1-3H3,(H,42,43)/b16-14-	GSIBCDSFOHEOSL-PEZBUJJGSA-N	703.5152053			MMDBc0045737
BASm0032527	PE-NMe(14:1(9Z)/18:0)	PE-NMe(14:1(9Z)/18:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(9Z)/18:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-4-6-8-10-12-14-16-17-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39-3)34-44-37(40)30-28-26-24-22-20-15-13-11-9-7-5-2/h11,13,36,39H,4-10,12,14-35H2,1-3H3,(H,42,43)/b13-11-	AHPZCQCIRIVUCH-QBFSEMIESA-N	703.5152053			MMDBc0045738
BASm0032528	PE-NMe(14:1(11Z)/18:0)	PE-NMe(14:1(11Z)/18:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(11Z)/18:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-4-6-8-10-12-14-16-17-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39-3)34-44-37(40)30-28-26-24-22-20-15-13-11-9-7-5-2/h7,9,36,39H,4-6,8,10-35H2,1-3H3,(H,42,43)/b9-7-	UMCVHCJMUQOWFJ-CLFYSBASSA-N	703.5152053			MMDBc0045739
BASm0032529	PE-NMe(16:0/16:0)	PE-NMe(16:0/16:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(16:0/16:0), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCC	C38H76NO8P	InChI=1S/C38H76NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)44-34-36(35-46-48(42,43)45-33-32-39-3)47-38(41)31-29-27-25-23-21-19-17-15-13-11-9-7-5-2/h36,39H,4-35H2,1-3H3,(H,42,43)	QSBINWBNXWAVAK-UHFFFAOYSA-N	705.5308554			MMDBc0045740
BASm0032530	PE-NMe(15:1(9Z)/18:1(9Z))	PE-NMe(15:1(9Z)/18:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-4-6-8-10-12-14-16-18-19-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40-3)35-45-38(41)31-29-27-25-23-21-17-15-13-11-9-7-5-2/h13,15,18-19,37,40H,4-12,14,16-17,20-36H2,1-3H3,(H,43,44)/b15-13-,19-18-	AUAKSSRBSLDYGT-WITMPDRSSA-N	715.5152053			MMDBc0045741
BASm0032531	PE-NMe(15:1(9Z)/18:1(11Z))	PE-NMe(15:1(9Z)/18:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-4-6-8-10-12-14-16-18-19-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40-3)35-45-38(41)31-29-27-25-23-21-17-15-13-11-9-7-5-2/h13-16,37,40H,4-12,17-36H2,1-3H3,(H,43,44)/b15-13-,16-14-	MTERERCSJMRAQO-VMNXYWKNSA-N	715.5152053			MMDBc0045742
BASm0032532	PE-NMe(15:1(11Z)/18:1(9Z))	PE-NMe(15:1(11Z)/18:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-4-6-8-10-12-14-16-18-19-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40-3)35-45-38(41)31-29-27-25-23-21-17-15-13-11-9-7-5-2/h9,11,18-19,37,40H,4-8,10,12-17,20-36H2,1-3H3,(H,43,44)/b11-9-,19-18-	QUXAESFGERDTEB-UQJDHIEVSA-N	715.5152053			MMDBc0045743
BASm0032533	PE-NMe(15:1(11Z)/18:1(11Z))	PE-NMe(15:1(11Z)/18:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:1(11Z)/18:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-4-6-8-10-12-14-16-18-19-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40-3)35-45-38(41)31-29-27-25-23-21-17-15-13-11-9-7-5-2/h9,11,14,16,37,40H,4-8,10,12-13,15,17-36H2,1-3H3,(H,43,44)/b11-9-,16-14-	WNVJPCJXAPRADA-PKBMPLIDSA-N	715.5152053			MMDBc0045744
BASm0032534	PE-NMe(10:0/23:1(9Z))	PE-NMe(10:0/23:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(10:0/23:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-4-6-8-10-12-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40-3)35-45-38(41)31-29-27-25-11-9-7-5-2/h20-21,37,40H,4-19,22-36H2,1-3H3,(H,43,44)/b21-20-	BBBIFPJHANUDHO-MRCUWXFGSA-N	717.5308554			MMDBc0045745
BASm0032535	PE-NMe(10:0/23:1(11Z))	PE-NMe(10:0/23:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(10:0/23:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-4-6-8-10-12-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40-3)35-45-38(41)31-29-27-25-11-9-7-5-2/h18-19,37,40H,4-17,20-36H2,1-3H3,(H,43,44)/b19-18-	QWEZZRHSBPBEMG-HNENSFHCSA-N	717.5308554			MMDBc0045746
BASm0032536	PE-NMe(12:0/18:0)	PE-NMe(12:0/18:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(12:0/18:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCCCC	C36H72NO8P	InChI=1S/C36H72NO8P/c1-4-6-8-10-12-14-15-16-17-18-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37-3)32-42-35(38)28-26-24-22-20-13-11-9-7-5-2/h34,37H,4-33H2,1-3H3,(H,40,41)	DAMLJXUCPORTFH-UHFFFAOYSA-N	677.4995553			MMDBc0045747
BASm0032537	PE-NMe(15:0/18:1(9Z))	PE-NMe(15:0/18:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:0/18:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-4-6-8-10-12-14-16-18-19-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40-3)35-45-38(41)31-29-27-25-23-21-17-15-13-11-9-7-5-2/h18-19,37,40H,4-17,20-36H2,1-3H3,(H,43,44)/b19-18-	CSQJMFOPJZROPG-HNENSFHCSA-N	717.5308554			MMDBc0045748
BASm0032538	PE-NMe(15:0/18:1(11Z))	PE-NMe(15:0/18:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:0/18:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-4-6-8-10-12-14-16-18-19-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40-3)35-45-38(41)31-29-27-25-23-21-17-15-13-11-9-7-5-2/h14,16,37,40H,4-13,15,17-36H2,1-3H3,(H,43,44)/b16-14-	WDEPBHYTHAZSQG-PEZBUJJGSA-N	717.5308554			MMDBc0045749
BASm0032539	PE-NMe(15:1(9Z)/18:0)	PE-NMe(15:1(9Z)/18:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:1(9Z)/18:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-4-6-8-10-12-14-16-18-19-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40-3)35-45-38(41)31-29-27-25-23-21-17-15-13-11-9-7-5-2/h13,15,37,40H,4-12,14,16-36H2,1-3H3,(H,43,44)/b15-13-	VSIGKMXJCDJLND-SQFISAMPSA-N	717.5308554			MMDBc0045750
BASm0032540	PE-NMe(15:1(11Z)/18:0)	PE-NMe(15:1(11Z)/18:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:1(11Z)/18:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-4-6-8-10-12-14-16-18-19-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40-3)35-45-38(41)31-29-27-25-23-21-17-15-13-11-9-7-5-2/h9,11,37,40H,4-8,10,12-36H2,1-3H3,(H,43,44)/b11-9-	YPZDPICUZJYVAK-LUAWRHEFSA-N	717.5308554			MMDBc0045751
BASm0032541	PE-NMe(14:1(9Z)/20:1(13Z))	PE-NMe(14:1(9Z)/20:1(13Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-4-6-8-10-12-14-16-17-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41-3)36-46-39(42)32-30-28-26-24-22-15-13-11-9-7-5-2/h11,13-14,16,38,41H,4-10,12,15,17-37H2,1-3H3,(H,44,45)/b13-11-,16-14-	OJQHAQYVPRJDTD-IEFDFHFWSA-N	729.5308554			MMDBc0045752
BASm0032542	PE-NMe(14:1(9Z)/20:1(11Z))	PE-NMe(14:1(9Z)/20:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-4-6-8-10-12-14-16-17-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41-3)36-46-39(42)32-30-28-26-24-22-15-13-11-9-7-5-2/h11,13,17-18,38,41H,4-10,12,14-16,19-37H2,1-3H3,(H,44,45)/b13-11-,18-17-	VNNFWINKQRYCFK-BCTRXSSUSA-N	729.5308554			MMDBc0045753
BASm0032543	PE-NMe(14:1(11Z)/20:1(13Z))	PE-NMe(14:1(11Z)/20:1(13Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-4-6-8-10-12-14-16-17-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41-3)36-46-39(42)32-30-28-26-24-22-15-13-11-9-7-5-2/h7,9,14,16,38,41H,4-6,8,10-13,15,17-37H2,1-3H3,(H,44,45)/b9-7-,16-14-	ICVMZZKEOQQWJN-NAHBKCGDSA-N	729.5308554			MMDBc0045754
BASm0032544	PE-NMe(14:1(11Z)/20:1(11Z))	PE-NMe(14:1(11Z)/20:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-4-6-8-10-12-14-16-17-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41-3)36-46-39(42)32-30-28-26-24-22-15-13-11-9-7-5-2/h7,9,17-18,38,41H,4-6,8,10-16,19-37H2,1-3H3,(H,44,45)/b9-7-,18-17-	ISFSAGLFUTYBPT-KNKCHTBPSA-N	729.5308554			MMDBc0045755
BASm0032545	PE-NMe(16:1(9Z)/18:1(9Z))	PE-NMe(16:1(9Z)/18:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(16:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41-3)36-46-39(42)32-30-28-26-24-22-20-17-15-13-11-9-7-5-2/h15,17-19,38,41H,4-14,16,20-37H2,1-3H3,(H,44,45)/b17-15-,19-18-	XNJQCBSHMDWHHT-FESQGUELSA-N	729.5308554			MMDBc0045756
BASm0032546	PE-NMe(16:1(9Z)/18:1(11Z))	PE-NMe(16:1(9Z)/18:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(16:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41-3)36-46-39(42)32-30-28-26-24-22-20-17-15-13-11-9-7-5-2/h14-17,38,41H,4-13,18-37H2,1-3H3,(H,44,45)/b16-14-,17-15-	SZVWJZUHPUKXGC-RYOQUFEFSA-N	729.5308554			MMDBc0045757
BASm0032547	PE-NMe(16:1(11Z)/18:1(9Z))	PE-NMe(16:1(11Z)/18:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(16:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41-3)36-46-39(42)32-30-28-26-24-22-20-17-15-13-11-9-7-5-2/h11,13,18-19,38,41H,4-10,12,14-17,20-37H2,1-3H3,(H,44,45)/b13-11-,19-18-	CUZALTUNVRIJQK-ALNYRUPPSA-N	729.5308554			MMDBc0045758
BASm0032548	PE-NMe(16:1(11Z)/18:1(11Z))	PE-NMe(16:1(11Z)/18:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(16:1(11Z)/18:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41-3)36-46-39(42)32-30-28-26-24-22-20-17-15-13-11-9-7-5-2/h11,13-14,16,38,41H,4-10,12,15,17-37H2,1-3H3,(H,44,45)/b13-11-,16-14-	GMJXFLDMZXXABQ-IEFDFHFWSA-N	729.5308554			MMDBc0045759
BASm0032549	PE-NMe(10:0/24:1(9Z))	PE-NMe(10:0/24:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(10:0/24:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-4-6-8-10-12-13-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41-3)36-46-39(42)32-30-28-26-11-9-7-5-2/h21-22,38,41H,4-20,23-37H2,1-3H3,(H,44,45)/b22-21-	ILZHLURNJQKEMG-DQRAZIAOSA-N	731.5465055			MMDBc0045760
BASm0032550	PE-NMe(10:0/24:1(11Z))	PE-NMe(10:0/24:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(10:0/24:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-4-6-8-10-12-13-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41-3)36-46-39(42)32-30-28-26-11-9-7-5-2/h19-20,38,41H,4-18,21-37H2,1-3H3,(H,44,45)/b20-19-	LBAALRFKBXJYSH-VXPUYCOJSA-N	731.5465055			MMDBc0045761
BASm0032551	PE-NMe(12:0/22:1(9Z))	PE-NMe(12:0/22:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(12:0/22:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-4-6-8-10-12-14-15-16-17-18-19-20-21-22-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41-3)36-46-39(42)32-30-28-26-24-13-11-9-7-5-2/h20-21,38,41H,4-19,22-37H2,1-3H3,(H,44,45)/b21-20-	QEUYYYZEVCBBBL-MRCUWXFGSA-N	731.5465055			MMDBc0045762
BASm0032552	PE-NMe(12:0/22:1(11Z))	PE-NMe(12:0/22:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(12:0/22:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-4-6-8-10-12-14-15-16-17-18-19-20-21-22-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41-3)36-46-39(42)32-30-28-26-24-13-11-9-7-5-2/h18-19,38,41H,4-17,20-37H2,1-3H3,(H,44,45)/b19-18-	DUNRVSUANZWMHV-HNENSFHCSA-N	731.5465055			MMDBc0045763
BASm0032553	PE-NMe(14:0/20:1(13Z))	PE-NMe(14:0/20:1(13Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:0/20:1(13Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-4-6-8-10-12-14-16-17-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41-3)36-46-39(42)32-30-28-26-24-22-15-13-11-9-7-5-2/h14,16,38,41H,4-13,15,17-37H2,1-3H3,(H,44,45)/b16-14-	WGIUKEXRWDAYNX-PEZBUJJGSA-N	731.5465055			MMDBc0045764
BASm0032554	PE-NMe(14:0/20:1(11Z))	PE-NMe(14:0/20:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:0/20:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-4-6-8-10-12-14-16-17-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41-3)36-46-39(42)32-30-28-26-24-22-15-13-11-9-7-5-2/h17-18,38,41H,4-16,19-37H2,1-3H3,(H,44,45)/b18-17-	FWPUEOCHKWEWBQ-ZCXUNETKSA-N	731.5465055			MMDBc0045765
BASm0032555	PE-NMe(14:0/18:0)	PE-NMe(14:0/18:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:0/18:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCCCC	C38H76NO8P	InChI=1S/C38H76NO8P/c1-4-6-8-10-12-14-16-17-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39-3)34-44-37(40)30-28-26-24-22-20-15-13-11-9-7-5-2/h36,39H,4-35H2,1-3H3,(H,42,43)	ALQBITZRRLIXDV-UHFFFAOYSA-N	705.5308554			MMDBc0045766
BASm0032556	PE-NMe(14:1(9Z)/20:0)	PE-NMe(14:1(9Z)/20:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(9Z)/20:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-4-6-8-10-12-14-16-17-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41-3)36-46-39(42)32-30-28-26-24-22-15-13-11-9-7-5-2/h11,13,38,41H,4-10,12,14-37H2,1-3H3,(H,44,45)/b13-11-	CIQZGDAAYILVIB-QBFSEMIESA-N	731.5465055			MMDBc0045767
BASm0032557	PE-NMe(14:1(11Z)/20:0)	PE-NMe(14:1(11Z)/20:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(11Z)/20:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-4-6-8-10-12-14-16-17-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41-3)36-46-39(42)32-30-28-26-24-22-15-13-11-9-7-5-2/h7,9,38,41H,4-6,8,10-37H2,1-3H3,(H,44,45)/b9-7-	YEYCDOBWRFLNAE-CLFYSBASSA-N	731.5465055			MMDBc0045768
BASm0032558	PE-NMe(16:0/18:1(9Z))	PE-NMe(16:0/18:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(16:0/18:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41-3)36-46-39(42)32-30-28-26-24-22-20-17-15-13-11-9-7-5-2/h18-19,38,41H,4-17,20-37H2,1-3H3,(H,44,45)/b19-18-	YAOJJIUXLIFZQN-HNENSFHCSA-N	731.5465055			MMDBc0045769
BASm0032559	PE-NMe(16:0/18:1(11Z))	PE-NMe(16:0/18:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(16:0/18:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41-3)36-46-39(42)32-30-28-26-24-22-20-17-15-13-11-9-7-5-2/h14,16,38,41H,4-13,15,17-37H2,1-3H3,(H,44,45)/b16-14-	ROARNVGCLDIFFV-PEZBUJJGSA-N	731.5465055			MMDBc0045770
BASm0032560	PE-NMe(16:1(9Z)/18:0)	PE-NMe(16:1(9Z)/18:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(16:1(9Z)/18:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41-3)36-46-39(42)32-30-28-26-24-22-20-17-15-13-11-9-7-5-2/h15,17,38,41H,4-14,16,18-37H2,1-3H3,(H,44,45)/b17-15-	VCUVBPRQCDXBDB-ICFOKQHNSA-N	731.5465055			MMDBc0045771
BASm0032561	PE-NMe(16:1(11Z)/18:0)	PE-NMe(16:1(11Z)/18:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(16:1(11Z)/18:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41-3)36-46-39(42)32-30-28-26-24-22-20-17-15-13-11-9-7-5-2/h11,13,38,41H,4-10,12,14-37H2,1-3H3,(H,44,45)/b13-11-	XORWTSTVZYYOAL-QBFSEMIESA-N	731.5465055			MMDBc0045772
BASm0032562	PE-NMe(15:1(9Z)/20:1(13Z))	PE-NMe(15:1(9Z)/20:1(13Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-4-6-8-10-12-14-16-18-19-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42-3)37-47-40(43)33-31-29-27-25-23-17-15-13-11-9-7-5-2/h13-16,39,42H,4-12,17-38H2,1-3H3,(H,45,46)/b15-13-,16-14-	COIOQMNHZFUXPQ-VMNXYWKNSA-N	743.5465055			MMDBc0045773
BASm0032563	PE-NMe(15:1(9Z)/20:1(11Z))	PE-NMe(15:1(9Z)/20:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-4-6-8-10-12-14-16-18-19-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42-3)37-47-40(43)33-31-29-27-25-23-17-15-13-11-9-7-5-2/h13,15,18-19,39,42H,4-12,14,16-17,20-38H2,1-3H3,(H,45,46)/b15-13-,19-18-	UKUFJAKAIIGUPN-WITMPDRSSA-N	743.5465055			MMDBc0045774
BASm0032564	PE-NMe(15:1(11Z)/20:1(13Z))	PE-NMe(15:1(11Z)/20:1(13Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-4-6-8-10-12-14-16-18-19-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42-3)37-47-40(43)33-31-29-27-25-23-17-15-13-11-9-7-5-2/h9,11,14,16,39,42H,4-8,10,12-13,15,17-38H2,1-3H3,(H,45,46)/b11-9-,16-14-	RLWDDNLGPSFQNC-PKBMPLIDSA-N	743.5465055			MMDBc0045775
BASm0032565	PE-NMe(15:1(11Z)/20:1(11Z))	PE-NMe(15:1(11Z)/20:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-4-6-8-10-12-14-16-18-19-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42-3)37-47-40(43)33-31-29-27-25-23-17-15-13-11-9-7-5-2/h9,11,18-19,39,42H,4-8,10,12-17,20-38H2,1-3H3,(H,45,46)/b11-9-,19-18-	DADHAFIGQHJUME-UQJDHIEVSA-N	743.5465055			MMDBc0045776
BASm0032566	PE-NMe(10:0/25:1(9Z))	PE-NMe(10:0/25:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(10:0/25:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-4-6-8-10-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42-3)37-47-40(43)33-31-29-27-11-9-7-5-2/h22-23,39,42H,4-21,24-38H2,1-3H3,(H,45,46)/b23-22-	MRIAGCJDARAKSD-FCQUAONHSA-N	745.5621555			MMDBc0045777
BASm0032567	PE-NMe(10:0/25:1(11Z))	PE-NMe(10:0/25:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(10:0/25:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-4-6-8-10-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42-3)37-47-40(43)33-31-29-27-11-9-7-5-2/h20-21,39,42H,4-19,22-38H2,1-3H3,(H,45,46)/b21-20-	BOASDEUZZUIVMK-MRCUWXFGSA-N	745.5621555			MMDBc0045778
BASm0032568	PE-NMe(10:0/20:0)	PE-NMe(10:0/20:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(10:0/20:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCCCCCC	C36H72NO8P	InChI=1S/C36H72NO8P/c1-4-6-8-10-12-13-14-15-16-17-18-19-20-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37-3)32-42-35(38)28-26-24-22-11-9-7-5-2/h34,37H,4-33H2,1-3H3,(H,40,41)	AVPNHXNGGKXFQJ-UHFFFAOYSA-N	677.4995553			MMDBc0045779
BASm0032569	PE-NMe(12:0/23:1(9Z))	PE-NMe(12:0/23:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(12:0/23:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-4-6-8-10-12-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42-3)37-47-40(43)33-31-29-27-25-13-11-9-7-5-2/h21-22,39,42H,4-20,23-38H2,1-3H3,(H,45,46)/b22-21-	SKVXLAWDGMAQGN-DQRAZIAOSA-N	745.5621555			MMDBc0045780
BASm0032570	PE-NMe(12:0/23:1(11Z))	PE-NMe(12:0/23:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(12:0/23:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-4-6-8-10-12-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42-3)37-47-40(43)33-31-29-27-25-13-11-9-7-5-2/h19-20,39,42H,4-18,21-38H2,1-3H3,(H,45,46)/b20-19-	MBNWZRFYLJLYRJ-VXPUYCOJSA-N	745.5621555			MMDBc0045781
BASm0032571	PE-NMe(15:0/20:1(13Z))	PE-NMe(15:0/20:1(13Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:0/20:1(13Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-4-6-8-10-12-14-16-18-19-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42-3)37-47-40(43)33-31-29-27-25-23-17-15-13-11-9-7-5-2/h14,16,39,42H,4-13,15,17-38H2,1-3H3,(H,45,46)/b16-14-	HWICWIZZQRGMMP-PEZBUJJGSA-N	745.5621555			MMDBc0045782
BASm0032572	PE-NMe(15:0/20:1(11Z))	PE-NMe(15:0/20:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:0/20:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-4-6-8-10-12-14-16-18-19-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42-3)37-47-40(43)33-31-29-27-25-23-17-15-13-11-9-7-5-2/h18-19,39,42H,4-17,20-38H2,1-3H3,(H,45,46)/b19-18-	YHUNGNCENCYUJV-HNENSFHCSA-N	745.5621555			MMDBc0045783
BASm0032573	PE-NMe(15:0/16:0)	PE-NMe(15:0/16:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:0/16:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCC	C37H74NO8P	InChI=1S/C37H74NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38-3)33-43-36(39)29-27-25-23-21-19-17-15-13-11-9-7-5-2/h35,38H,4-34H2,1-3H3,(H,41,42)	DPHAFKJLLFEXOJ-UHFFFAOYSA-N	691.5152053			MMDBc0045784
BASm0032574	PE-NMe(15:1(9Z)/20:0)	PE-NMe(15:1(9Z)/20:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:1(9Z)/20:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-4-6-8-10-12-14-16-18-19-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42-3)37-47-40(43)33-31-29-27-25-23-17-15-13-11-9-7-5-2/h13,15,39,42H,4-12,14,16-38H2,1-3H3,(H,45,46)/b15-13-	XUAANAHWBKGMCD-SQFISAMPSA-N	745.5621555			MMDBc0045785
BASm0032575	PE-NMe(15:1(11Z)/20:0)	PE-NMe(15:1(11Z)/20:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(15:1(11Z)/20:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-4-6-8-10-12-14-16-18-19-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42-3)37-47-40(43)33-31-29-27-25-23-17-15-13-11-9-7-5-2/h9,11,39,42H,4-8,10,12-38H2,1-3H3,(H,45,46)/b11-9-	UACYTZJXIDKXJN-LUAWRHEFSA-N	745.5621555			MMDBc0045786
BASm0032576	PE-NMe(16:0/18:0)	PE-NMe(16:0/18:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(16:0/18:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCCCC	C40H80NO8P	InChI=1S/C40H80NO8P/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41-3)36-46-39(42)32-30-28-26-24-22-20-17-15-13-11-9-7-5-2/h38,41H,4-37H2,1-3H3,(H,44,45)	XXTJGSGMNTWEJO-UHFFFAOYSA-N	733.5621555			MMDBc0045787
BASm0032577	PE-NMe(14:1(9Z)/22:1(9Z))	PE-NMe(14:1(9Z)/22:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(9Z)/22:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-4-6-8-10-12-14-16-17-18-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43-3)38-48-41(44)34-32-30-28-26-24-15-13-11-9-7-5-2/h11,13,21-22,40,43H,4-10,12,14-20,23-39H2,1-3H3,(H,46,47)/b13-11-,22-21-	VHAINAZBQQSYCO-BBBSDHLQSA-N	757.5621555			MMDBc0045788
BASm0032578	PE-NMe(14:1(9Z)/22:1(11Z))	PE-NMe(14:1(9Z)/22:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(9Z)/22:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-4-6-8-10-12-14-16-17-18-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43-3)38-48-41(44)34-32-30-28-26-24-15-13-11-9-7-5-2/h11,13,19-20,40,43H,4-10,12,14-18,21-39H2,1-3H3,(H,46,47)/b13-11-,20-19-	QYOWEUYOMSLDBZ-KCGKQNOWSA-N	757.5621555			MMDBc0045789
BASm0032579	PE-NMe(14:1(11Z)/22:1(9Z))	PE-NMe(14:1(11Z)/22:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(11Z)/22:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-4-6-8-10-12-14-16-17-18-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43-3)38-48-41(44)34-32-30-28-26-24-15-13-11-9-7-5-2/h7,9,21-22,40,43H,4-6,8,10-20,23-39H2,1-3H3,(H,46,47)/b9-7-,22-21-	IEJUGHRAMJHERG-JSSIOBBOSA-N	757.5621555			MMDBc0045790
BASm0032580	PE-NMe(14:1(11Z)/22:1(11Z))	PE-NMe(14:1(11Z)/22:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(11Z)/22:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-4-6-8-10-12-14-16-17-18-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43-3)38-48-41(44)34-32-30-28-26-24-15-13-11-9-7-5-2/h7,9,19-20,40,43H,4-6,8,10-18,21-39H2,1-3H3,(H,46,47)/b9-7-,20-19-	CFDKYQOSFHRVRK-JDAAMUBASA-N	757.5621555			MMDBc0045791
BASm0032581	PE-NMe(16:1(9Z)/20:1(13Z))	PE-NMe(16:1(9Z)/20:1(13Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(16:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-4-6-8-10-12-14-16-18-19-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43-3)38-48-41(44)34-32-30-28-26-24-22-17-15-13-11-9-7-5-2/h14-17,40,43H,4-13,18-39H2,1-3H3,(H,46,47)/b16-14-,17-15-	DHFHCDDOVGDUCI-RYOQUFEFSA-N	757.5621555			MMDBc0045792
BASm0032582	PE-NMe(16:1(9Z)/20:1(11Z))	PE-NMe(16:1(9Z)/20:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(16:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-4-6-8-10-12-14-16-18-19-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43-3)38-48-41(44)34-32-30-28-26-24-22-17-15-13-11-9-7-5-2/h15,17-19,40,43H,4-14,16,20-39H2,1-3H3,(H,46,47)/b17-15-,19-18-	SFEVNKZRKNRWKG-FESQGUELSA-N	757.5621555			MMDBc0045793
BASm0032583	PE-NMe(16:1(11Z)/20:1(13Z))	PE-NMe(16:1(11Z)/20:1(13Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(16:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-4-6-8-10-12-14-16-18-19-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43-3)38-48-41(44)34-32-30-28-26-24-22-17-15-13-11-9-7-5-2/h11,13-14,16,40,43H,4-10,12,15,17-39H2,1-3H3,(H,46,47)/b13-11-,16-14-	SJWIRQYYVOGFJA-IEFDFHFWSA-N	757.5621555			MMDBc0045794
BASm0032584	PE-NMe(16:1(11Z)/20:1(11Z))	PE-NMe(16:1(11Z)/20:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(16:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-4-6-8-10-12-14-16-18-19-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43-3)38-48-41(44)34-32-30-28-26-24-22-17-15-13-11-9-7-5-2/h11,13,18-19,40,43H,4-10,12,14-17,20-39H2,1-3H3,(H,46,47)/b13-11-,19-18-	WRRFEEOOAVLLCV-ALNYRUPPSA-N	757.5621555			MMDBc0045795
BASm0032585	PE-NMe(18:1(9Z)/18:1(9Z))	PE-NMe(18:1(9Z)/18:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(18:1(9Z)/18:1(9Z)), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43-3)51-42(45)35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-5-2/h18-21,40,43H,4-17,22-39H2,1-3H3,(H,46,47)/b20-18-,21-19-	LPXFOQGBESUDAX-AUYXYSRISA-N	757.5621555			MMDBc0045796
BASm0032586	PE-NMe(18:1(9Z)/18:1(11Z))	PE-NMe(18:1(9Z)/18:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(18:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43-3)51-42(45)35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-5-2/h15,17-18,20,40,43H,4-14,16,19,21-39H2,1-3H3,(H,46,47)/b17-15-,20-18-	XEGBNEXEMZYIDP-GRFWKSNNSA-N	757.5621555			MMDBc0045797
BASm0032587	PE-NMe(18:1(11Z)/18:1(9Z))	PE-NMe(18:1(11Z)/18:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(18:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43-3)51-42(45)35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-5-2/h14,16,19,21,40,43H,4-13,15,17-18,20,22-39H2,1-3H3,(H,46,47)/b16-14-,21-19-	DIYCFMNPYHAHPS-RQFBBQCGSA-N	757.5621555			MMDBc0045798
BASm0032588	PE-NMe(18:1(11Z)/18:1(11Z))	PE-NMe(18:1(11Z)/18:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(18:1(11Z)/18:1(11Z)), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C42H80NO8P	InChI=1S/C42H80NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43-3)51-42(45)35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-5-2/h14-17,40,43H,4-13,18-39H2,1-3H3,(H,46,47)/b16-14-,17-15-	LKIXPFWTPURWGW-RYOQUFEFSA-N	757.5621555			MMDBc0045799
BASm0032589	PE-NMe(18:0/18:1(9Z))	PE-NMe(18:0/18:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(18:0/18:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43-3)51-42(45)35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-5-2/h19,21,40,43H,4-18,20,22-39H2,1-3H3,(H,46,47)/b21-19-	FTQVYYIOBHBJOV-VZCXRCSSSA-N	759.5778056			MMDBc0045800
BASm0032590	PE-NMe(18:0/18:1(11Z))	PE-NMe(18:0/18:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(18:0/18:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43-3)51-42(45)35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-5-2/h15,17,40,43H,4-14,16,18-39H2,1-3H3,(H,46,47)/b17-15-	VKFOKNZWECRZTN-ICFOKQHNSA-N	759.5778056			MMDBc0045801
BASm0032591	PE-NMe(10:0/26:1(9Z))	PE-NMe(10:0/26:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(10:0/26:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-4-6-8-10-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44-3)39-49-42(45)35-33-31-29-11-9-7-5-2/h23-24,41,44H,4-22,25-40H2,1-3H3,(H,47,48)/b24-23-	ISOIESVFOUICTG-VHXPQNKSSA-N	773.5934557			MMDBc0045802
BASm0032592	PE-NMe(10:0/26:1(11Z))	PE-NMe(10:0/26:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(10:0/26:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-4-6-8-10-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43-3)38-48-41(44)34-32-30-28-11-9-7-5-2/h20-21,40,43H,4-19,22-39H2,1-3H3,(H,46,47)/b21-20-	XZOKKNHBUBUAAK-MRCUWXFGSA-N	759.5778056			MMDBc0045803
BASm0032593	PE-NMe(12:0/24:1(9Z))	PE-NMe(12:0/24:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(12:0/24:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-4-6-8-10-12-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43-3)38-48-41(44)34-32-30-28-26-13-11-9-7-5-2/h22-23,40,43H,4-21,24-39H2,1-3H3,(H,46,47)/b23-22-	FPRSJVLIQRKMAO-FCQUAONHSA-N	759.5778056			MMDBc0045804
BASm0032594	PE-NMe(12:0/24:1(11Z))	PE-NMe(12:0/24:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(12:0/24:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-4-6-8-10-12-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43-3)38-48-41(44)34-32-30-28-26-13-11-9-7-5-2/h20-21,40,43H,4-19,22-39H2,1-3H3,(H,46,47)/b21-20-	OJWIAZONOWQNOX-MRCUWXFGSA-N	759.5778056			MMDBc0045805
BASm0032595	PE-NMe(12:0/20:0)	PE-NMe(12:0/20:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(12:0/20:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCCCCCC	C38H76NO8P	InChI=1S/C38H76NO8P/c1-4-6-8-10-12-14-15-16-17-18-19-20-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39-3)34-44-37(40)30-28-26-24-22-13-11-9-7-5-2/h36,39H,4-35H2,1-3H3,(H,42,43)	YPHBUQKAHLSKIF-UHFFFAOYSA-N	705.5308554			MMDBc0045806
BASm0032596	PE-NMe(14:0/22:1(9Z))	PE-NMe(14:0/22:1(9Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:0/22:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-4-6-8-10-12-14-16-17-18-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43-3)38-48-41(44)34-32-30-28-26-24-15-13-11-9-7-5-2/h21-22,40,43H,4-20,23-39H2,1-3H3,(H,46,47)/b22-21-	PFNJAQBSQGDKAJ-DQRAZIAOSA-N	759.5778056			MMDBc0045807
BASm0032597	PE-NMe(14:0/22:1(11Z))	PE-NMe(14:0/22:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:0/22:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-4-6-8-10-12-14-16-17-18-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43-3)38-48-41(44)34-32-30-28-26-24-15-13-11-9-7-5-2/h19-20,40,43H,4-18,21-39H2,1-3H3,(H,46,47)/b20-19-	SEWFRJCERVVPSB-VXPUYCOJSA-N	759.5778056			MMDBc0045808
BASm0032598	PE-NMe(14:1(9Z)/22:0)	PE-NMe(14:1(9Z)/22:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(9Z)/22:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one docosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-4-6-8-10-12-14-16-17-18-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43-3)38-48-41(44)34-32-30-28-26-24-15-13-11-9-7-5-2/h11,13,40,43H,4-10,12,14-39H2,1-3H3,(H,46,47)/b13-11-	QWQXTXXNWKMKQK-QBFSEMIESA-N	759.5778056			MMDBc0045809
BASm0032599	PE-NMe(14:1(11Z)/22:0)	PE-NMe(14:1(11Z)/22:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(14:1(11Z)/22:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one docosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-4-6-8-10-12-14-16-17-18-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43-3)38-48-41(44)34-32-30-28-26-24-15-13-11-9-7-5-2/h7,9,40,43H,4-6,8,10-39H2,1-3H3,(H,46,47)/b9-7-	FSTZKYCCNFKQQQ-CLFYSBASSA-N	759.5778056			MMDBc0045810
BASm0032600	PE-NMe(16:0/20:1(13Z))	PE-NMe(16:0/20:1(13Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(16:0/20:1(13Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-4-6-8-10-12-14-16-18-19-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43-3)38-48-41(44)34-32-30-28-26-24-22-17-15-13-11-9-7-5-2/h14,16,40,43H,4-13,15,17-39H2,1-3H3,(H,46,47)/b16-14-	UKXGKDZINVCHJS-PEZBUJJGSA-N	759.5778056			MMDBc0045811
BASm0032601	PE-NMe(16:0/20:1(11Z))	PE-NMe(16:0/20:1(11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(16:0/20:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-4-6-8-10-12-14-16-18-19-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43-3)38-48-41(44)34-32-30-28-26-24-22-17-15-13-11-9-7-5-2/h18-19,40,43H,4-17,20-39H2,1-3H3,(H,46,47)/b19-18-	BWWLLDDMTGPQOA-HNENSFHCSA-N	759.5778056			MMDBc0045812
BASm0032602	PE-NMe(16:1(9Z)/20:0)	PE-NMe(16:1(9Z)/20:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(16:1(9Z)/20:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-4-6-8-10-12-14-16-18-19-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43-3)38-48-41(44)34-32-30-28-26-24-22-17-15-13-11-9-7-5-2/h15,17,40,43H,4-14,16,18-39H2,1-3H3,(H,46,47)/b17-15-	LVEXQNNMTUDGNE-ICFOKQHNSA-N	759.5778056			MMDBc0045813
BASm0032603	PE-NMe(16:1(11Z)/20:0)	PE-NMe(16:1(11Z)/20:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(16:1(11Z)/20:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-4-6-8-10-12-14-16-18-19-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43-3)38-48-41(44)34-32-30-28-26-24-22-17-15-13-11-9-7-5-2/h11,13,40,43H,4-10,12,14-39H2,1-3H3,(H,46,47)/b13-11-	FFICNDDACDSYHE-QBFSEMIESA-N	759.5778056			MMDBc0045814
BASm0032604	PE-NMe(18:0/18:0)	PE-NMe(18:0/18:0) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(18:0/18:0), in particular, consists of two octadecanoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCCCC	C42H84NO8P	InChI=1S/C42H84NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43-3)51-42(45)35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-5-2/h40,43H,4-39H2,1-3H3,(H,46,47)	YYNNALSPFZYOOO-UHFFFAOYSA-N	761.5934557			MMDBc0045815
BASm0032605	PE(10:0/14:1(9Z))	PE(10:0/14:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/14:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-tetradecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCC	C29H56NO8P	InChI=1S/C29H56NO8P/c1-3-5-7-9-11-12-13-14-16-18-20-22-29(32)38-27(26-37-39(33,34)36-24-23-30)25-35-28(31)21-19-17-15-10-8-6-4-2/h9,11,27H,3-8,10,12-26,30H2,1-2H3,(H,33,34)/b11-9-/t27-/m1/s1	PUEOKFZZUZMLAP-YLYQOIPRSA-N	577.3743548			MMDBc0045816
BASm0032606	PE(10:0/14:1(11Z))	PE(10:0/14:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/14:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-tetradecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CC	C29H56NO8P	InChI=1S/C29H56NO8P/c1-3-5-7-9-11-12-13-14-16-18-20-22-29(32)38-27(26-37-39(33,34)36-24-23-30)25-35-28(31)21-19-17-15-10-8-6-4-2/h5,7,27H,3-4,6,8-26,30H2,1-2H3,(H,33,34)/b7-5-/t27-/m1/s1	WIKYYEZAMVKFCC-HNYVIFEESA-N	577.3743548			MMDBc0045817
BASm0032607	PE(12:0/14:1(9Z))	PE(12:0/14:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/14:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-tetradecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCC	C31H60NO8P	InChI=1S/C31H60NO8P/c1-3-5-7-9-11-13-14-16-18-20-22-24-31(34)40-29(28-39-41(35,36)38-26-25-32)27-37-30(33)23-21-19-17-15-12-10-8-6-4-2/h9,11,29H,3-8,10,12-28,32H2,1-2H3,(H,35,36)/b11-9-/t29-/m1/s1	YKTVMHWVXDZXEQ-HQGHLRICSA-N	605.4056549			MMDBc0045818
BASm0032608	PE(12:0/14:1(11Z))	PE(12:0/14:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/14:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-tetradecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CC	C31H60NO8P	InChI=1S/C31H60NO8P/c1-3-5-7-9-11-13-14-16-18-20-22-24-31(34)40-29(28-39-41(35,36)38-26-25-32)27-37-30(33)23-21-19-17-15-12-10-8-6-4-2/h5,7,29H,3-4,6,8-28,32H2,1-2H3,(H,35,36)/b7-5-/t29-/m1/s1	JWEDBDXGDSGKCP-JLTWWHCBSA-N	605.4056549			MMDBc0045819
BASm0032609	PE(14:0/14:1(11Z))	PE(14:0/14:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/14:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-tetradecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CC	C33H64NO8P	InChI=1S/C33H64NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-32(35)39-29-31(30-41-43(37,38)40-28-27-34)42-33(36)26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8,31H,3-5,7,9-30,34H2,1-2H3,(H,37,38)/b8-6-/t31-/m1/s1	SAEANDFQGGJYRP-GERYXHTGSA-N	633.436955			MMDBc0045820
BASm0032610	PE(14:1(9Z)/15:0)	PE(14:1(9Z)/15:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(9Z)/15:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCC	C34H66NO8P	InChI=1S/C34H66NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(37)43-32(31-42-44(38,39)41-29-28-35)30-40-33(36)26-24-22-20-18-16-14-12-10-8-6-4-2/h10,12,32H,3-9,11,13-31,35H2,1-2H3,(H,38,39)/b12-10-/t32-/m1/s1	SUOCBQJZTPKWHX-PGKKXZESSA-N	647.4526046			MMDBc0045821
BASm0032611	PE(14:1(11Z)/15:0)	PE(14:1(11Z)/15:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(11Z)/15:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCC	C34H66NO8P	InChI=1S/C34H66NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(37)43-32(31-42-44(38,39)41-29-28-35)30-40-33(36)26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8,32H,3-5,7,9-31,35H2,1-2H3,(H,38,39)/b8-6-/t32-/m1/s1	LPSOLHQXCUCMRQ-WNBFUOMJSA-N	647.4526051			MMDBc0045822
BASm0032612	PE(10:0/20:1(13Z))	PE(10:0/20:1(13Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/20:1(13Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C35H68NO8P	InChI=1S/C35H68NO8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36)31-41-34(37)27-25-23-21-10-8-6-4-2/h12-13,33H,3-11,14-32,36H2,1-2H3,(H,39,40)/b13-12-/t33-/m1/s1	MPHAQCCDUBWOSK-XJFUVJCPSA-N	661.4682552			MMDBc0045823
BASm0032613	PE(10:0/20:1(11Z))	PE(10:0/20:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/20:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C35H68NO8P	InChI=1S/C35H68NO8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36)31-41-34(37)27-25-23-21-10-8-6-4-2/h14-15,33H,3-13,16-32,36H2,1-2H3,(H,39,40)/b15-14-/t33-/m1/s1	IIAJEODNOLQDOK-SCZASIDDSA-N	661.4682552			MMDBc0045824
BASm0032614	PE(10:0/15:1(9Z))	PE(10:0/15:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/15:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCC	C30H58NO8P	InChI=1S/C30H58NO8P/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-30(33)39-28(27-38-40(34,35)37-25-24-31)26-36-29(32)22-20-18-16-10-8-6-4-2/h11-12,28H,3-10,13-27,31H2,1-2H3,(H,34,35)/b12-11-/t28-/m1/s1	WSGVIRFBRMZSFX-ZMAKUTRGSA-N	591.3900048			MMDBc0045825
BASm0032615	PE(10:0/15:1(11Z))	PE(10:0/15:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/15:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCC	C30H58NO8P	InChI=1S/C30H58NO8P/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-30(33)39-28(27-38-40(34,35)37-25-24-31)26-36-29(32)22-20-18-16-10-8-6-4-2/h7,9,28H,3-6,8,10-27,31H2,1-2H3,(H,34,35)/b9-7-/t28-/m1/s1	FPMUWFUPKJKGLW-QPNHNCKLSA-N	591.3900048			MMDBc0045826
BASm0032616	PE(10:0/16:1(11Z))	PE(10:0/16:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/16:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCC	C31H60NO8P	InChI=1S/C31H60NO8P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-31(34)40-29(28-39-41(35,36)38-26-25-32)27-37-30(33)23-21-19-17-10-8-6-4-2/h9,11,29H,3-8,10,12-28,32H2,1-2H3,(H,35,36)/b11-9-/t29-/m1/s1	JYIOFLIHRILNBU-HQGHLRICSA-N	605.4056549			MMDBc0045827
BASm0032617	PE(12:0/15:1(9Z))	PE(12:0/15:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/15:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCC	C32H62NO8P	InChI=1S/C32H62NO8P/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-32(35)41-30(29-40-42(36,37)39-27-26-33)28-38-31(34)24-22-20-18-16-12-10-8-6-4-2/h11,13,30H,3-10,12,14-29,33H2,1-2H3,(H,36,37)/b13-11-/t30-/m1/s1	WCPOOGLRLZREQT-LBFWNMTJSA-N	619.421305			MMDBc0045828
BASm0032618	PE(12:0/15:1(11Z))	PE(12:0/15:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/15:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCC	C32H62NO8P	InChI=1S/C32H62NO8P/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-32(35)41-30(29-40-42(36,37)39-27-26-33)28-38-31(34)24-22-20-18-16-12-10-8-6-4-2/h7,9,30H,3-6,8,10-29,33H2,1-2H3,(H,36,37)/b9-7-/t30-/m1/s1	ASRUHBVTVHCUNJ-BSMZWVCDSA-N	619.421305			MMDBc0045829
BASm0032619	PE(14:0/16:1(11Z))	PE(14:0/16:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/16:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCC	C35H68NO8P	InChI=1S/C35H68NO8P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36)31-41-34(37)27-25-23-21-19-17-14-12-10-8-6-4-2/h9,11,33H,3-8,10,12-32,36H2,1-2H3,(H,39,40)/b11-9-/t33-/m1/s1	WQQJRYHHKCVTMU-RKKHQOQASA-N	661.4682552			MMDBc0045830
BASm0032620	PE(14:0/15:1(9Z))	PE(14:0/15:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/15:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCC	C34H66NO8P	InChI=1S/C34H66NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(37)43-32(31-42-44(38,39)41-29-28-35)30-40-33(36)26-24-22-20-18-16-14-12-10-8-6-4-2/h11,13,32H,3-10,12,14-31,35H2,1-2H3,(H,38,39)/b13-11-/t32-/m1/s1	BFMYRWSSWUIGFH-OGHHLXJMSA-N	647.4526051			MMDBc0045831
BASm0032621	PE(14:0/15:1(11Z))	PE(14:0/15:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/15:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCC	C34H66NO8P	InChI=1S/C34H66NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(37)43-32(31-42-44(38,39)41-29-28-35)30-40-33(36)26-24-22-20-18-16-14-12-10-8-6-4-2/h7,9,32H,3-6,8,10-31,35H2,1-2H3,(H,38,39)/b9-7-/t32-/m1/s1	XHIGNGPITWVTBS-CDHMCRHWSA-N	647.4526051			MMDBc0045832
BASm0032622	PE(14:1(11Z)/16:0)	PE(14:1(11Z)/16:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(11Z)/16:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	C35H68NO8P	InChI=1S/C35H68NO8P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36)31-41-34(37)27-25-23-21-19-17-14-12-10-8-6-4-2/h6,8,33H,3-5,7,9-32,36H2,1-2H3,(H,39,40)/b8-6-/t33-/m1/s1	HWGMGKOANLHPRH-FAIVVRDESA-N	661.4682552			MMDBc0045833
BASm0032623	PE(15:0/15:1(9Z))	PE(15:0/15:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/15:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCC	C35H68NO8P	InChI=1S/C35H68NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(37)41-31-33(32-43-45(39,40)42-30-29-36)44-35(38)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,33H,3-11,13,15-32,36H2,1-2H3,(H,39,40)/b14-12-/t33-/m1/s1	YPNVQNZJSHZCNV-HUIXSENASA-N	661.4682552			MMDBc0045834
BASm0032624	PE(15:0/15:1(11Z))	PE(15:0/15:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/15:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCC	C35H68NO8P	InChI=1S/C35H68NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(37)41-31-33(32-43-45(39,40)42-30-29-36)44-35(38)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8,10,33H,3-7,9,11-32,36H2,1-2H3,(H,39,40)/b10-8-/t33-/m1/s1	QUMTZHSGFHPFMY-NQTDWIMJSA-N	661.4682552			MMDBc0045835
BASm0032625	PE(12:0/16:1(11Z))	PE(12:0/16:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/16:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCC	C33H64NO8P	InChI=1S/C33H64NO8P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-33(36)42-31(30-41-43(37,38)40-28-27-34)29-39-32(35)25-23-21-19-17-12-10-8-6-4-2/h9,11,31H,3-8,10,12-30,34H2,1-2H3,(H,37,38)/b11-9-/t31-/m1/s1	RRWHDPCRANSZTM-HEDIVAJHSA-N	633.436955			MMDBc0045836
BASm0032626	PE(14:1(9Z)/14:1(9Z))	PE(14:1(9Z)/14:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(14:1(9Z)/14:1(9Z)), in particular, consists of two 9Z-tetradecenoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCC	C33H62NO8P	InChI=1S/C33H62NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-32(35)39-29-31(30-41-43(37,38)40-28-27-34)42-33(36)26-24-22-20-18-16-14-12-10-8-6-4-2/h9-12,31H,3-8,13-30,34H2,1-2H3,(H,37,38)/b11-9-,12-10-/t31-/m1/s1	NMAFIXDXWCNTFK-HFQSORNJSA-N	631.4213045			MMDBc0045837
BASm0032627	PE(14:1(9Z)/14:1(11Z))	PE(14:1(9Z)/14:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(9Z)/14:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-tetradecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CC	C33H62NO8P	InChI=1S/C33H62NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-32(35)39-29-31(30-41-43(37,38)40-28-27-34)42-33(36)26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8-9,11,31H,3-5,7,10,12-30,34H2,1-2H3,(H,37,38)/b8-6-,11-9-/t31-/m1/s1	OSNTWHHZNMAVPK-DYOUHZDMSA-N	631.421305			MMDBc0045838
BASm0032628	PE(14:1(11Z)/14:1(9Z))	PE(14:1(11Z)/14:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(11Z)/14:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-tetradecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCC	C33H62NO8P	InChI=1S/C33H62NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-32(35)39-29-31(30-41-43(37,38)40-28-27-34)42-33(36)26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,10,12,31H,3-4,6,8-9,11,13-30,34H2,1-2H3,(H,37,38)/b7-5-,12-10-/t31-/m1/s1	XKBFFQIXUAVTME-HAQBGBJASA-N	631.421305			MMDBc0045839
BASm0032629	PE(14:1(11Z)/14:1(11Z))	PE(14:1(11Z)/14:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(14:1(11Z)/14:1(11Z)), in particular, consists of two 11Z-tetradecenoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CC	C33H62NO8P	InChI=1S/C33H62NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-32(35)39-29-31(30-41-43(37,38)40-28-27-34)42-33(36)26-24-22-20-18-16-14-12-10-8-6-4-2/h5-8,31H,3-4,9-30,34H2,1-2H3,(H,37,38)/b7-5-,8-6-/t31-/m1/s1	VYWJVJVLJWZXTC-MCGKFFOUSA-N	631.421305			MMDBc0045840
BASm0032630	PE(14:1(9Z)/15:1(9Z))	PE(14:1(9Z)/15:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(9Z)/15:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCC	C34H64NO8P	InChI=1S/C34H64NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(37)43-32(31-42-44(38,39)41-29-28-35)30-40-33(36)26-24-22-20-18-16-14-12-10-8-6-4-2/h10-13,32H,3-9,14-31,35H2,1-2H3,(H,38,39)/b12-10-,13-11-/t32-/m1/s1	WMEJXAXRPIUHBY-PMNXXRITSA-N	645.436955			MMDBc0045841
BASm0032631	PE(14:1(9Z)/15:1(11Z))	PE(14:1(9Z)/15:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(9Z)/15:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCC	C34H64NO8P	InChI=1S/C34H64NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(37)43-32(31-42-44(38,39)41-29-28-35)30-40-33(36)26-24-22-20-18-16-14-12-10-8-6-4-2/h7,9-10,12,32H,3-6,8,11,13-31,35H2,1-2H3,(H,38,39)/b9-7-,12-10-/t32-/m1/s1	WYQITZLDJVSWFV-PGNXYAEFSA-N	645.436955			MMDBc0045842
BASm0032632	PE(14:1(11Z)/15:1(9Z))	PE(14:1(11Z)/15:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(11Z)/15:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCC	C34H64NO8P	InChI=1S/C34H64NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(37)43-32(31-42-44(38,39)41-29-28-35)30-40-33(36)26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8,11,13,32H,3-5,7,9-10,12,14-31,35H2,1-2H3,(H,38,39)/b8-6-,13-11-/t32-/m1/s1	FJZAMNMILTULPG-GRKXIJMGSA-N	645.436955			MMDBc0045843
BASm0032633	PE(14:1(11Z)/15:1(11Z))	PE(14:1(11Z)/15:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(11Z)/15:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCC	C34H64NO8P	InChI=1S/C34H64NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(37)43-32(31-42-44(38,39)41-29-28-35)30-40-33(36)26-24-22-20-18-16-14-12-10-8-6-4-2/h6-9,32H,3-5,10-31,35H2,1-2H3,(H,38,39)/b8-6-,9-7-/t32-/m1/s1	YWMHYZBNLJTCBW-XWAYJPQSSA-N	645.436955			MMDBc0045844
BASm0032634	PE(14:1(9Z)/16:1(9Z))	PE(14:1(9Z)/16:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(9Z)/16:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	C35H66NO8P	InChI=1S/C35H66NO8P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36)31-41-34(37)27-25-23-21-19-17-14-12-10-8-6-4-2/h10,12-13,15,33H,3-9,11,14,16-32,36H2,1-2H3,(H,39,40)/b12-10-,15-13-/t33-/m1/s1	ZXHZOZOKRSLOIE-HMDBOOPKSA-N	659.4526046			MMDBc0045845
BASm0032635	PE(14:1(9Z)/16:1(11Z))	PE(14:1(9Z)/16:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCC	C35H66NO8P	InChI=1S/C35H66NO8P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36)31-41-34(37)27-25-23-21-19-17-14-12-10-8-6-4-2/h9-12,33H,3-8,13-32,36H2,1-2H3,(H,39,40)/b11-9-,12-10-/t33-/m1/s1	BPXDMLDNACOESO-MSTNXQNGSA-N	659.4526051			MMDBc0045846
BASm0032636	PE(14:1(11Z)/16:1(9Z))	PE(14:1(11Z)/16:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	C35H66NO8P	InChI=1S/C35H66NO8P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36)31-41-34(37)27-25-23-21-19-17-14-12-10-8-6-4-2/h6,8,13,15,33H,3-5,7,9-12,14,16-32,36H2,1-2H3,(H,39,40)/b8-6-,15-13-/t33-/m1/s1	BQSCFIXOPVCURE-DHZKVZEUSA-N	659.4526051			MMDBc0045847
BASm0032637	PE(14:1(11Z)/16:1(11Z))	PE(14:1(11Z)/16:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(11Z)/16:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCC	C35H66NO8P	InChI=1S/C35H66NO8P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36)31-41-34(37)27-25-23-21-19-17-14-12-10-8-6-4-2/h6,8-9,11,33H,3-5,7,10,12-32,36H2,1-2H3,(H,39,40)/b8-6-,11-9-/t33-/m1/s1	WBCZJIKPUQWXPM-VLUBGIOGSA-N	659.4526051			MMDBc0045848
BASm0032638	PE(15:1(9Z)/15:1(9Z))	PE(15:1(9Z)/15:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(15:1(9Z)/15:1(9Z)), in particular, consists of two 9Z-pentadecenoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCC	C35H66NO8P	InChI=1S/C35H66NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(37)41-31-33(32-43-45(39,40)42-30-29-36)44-35(38)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11-14,33H,3-10,15-32,36H2,1-2H3,(H,39,40)/b13-11-,14-12-/t33-/m1/s1	IDFPDDYONWABIH-CXCWZUHBSA-N	659.4526051			MMDBc0045849
BASm0032639	PE(15:1(9Z)/15:1(11Z))	PE(15:1(9Z)/15:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/15:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCC	C35H66NO8P	InChI=1S/C35H66NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(37)41-31-33(32-43-45(39,40)42-30-29-36)44-35(38)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8,10-11,13,33H,3-7,9,12,14-32,36H2,1-2H3,(H,39,40)/b10-8-,13-11-/t33-/m1/s1	ZYLSYLZGRBETHM-IKIBGVSFSA-N	659.4526051			MMDBc0045850
BASm0032640	PE(15:1(11Z)/15:1(9Z))	PE(15:1(11Z)/15:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(11Z)/15:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCC	C35H66NO8P	InChI=1S/C35H66NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(37)41-31-33(32-43-45(39,40)42-30-29-36)44-35(38)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h7,9,12,14,33H,3-6,8,10-11,13,15-32,36H2,1-2H3,(H,39,40)/b9-7-,14-12-/t33-/m1/s1	BTLSFTOXCSKFRK-OVUKDYMRSA-N	659.4526051			MMDBc0045851
BASm0032641	PE(15:1(11Z)/15:1(11Z))	PE(15:1(11Z)/15:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(15:1(11Z)/15:1(11Z)), in particular, consists of two 11Z-pentadecenoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCC	C35H66NO8P	InChI=1S/C35H66NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(37)41-31-33(32-43-45(39,40)42-30-29-36)44-35(38)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h7-10,33H,3-6,11-32,36H2,1-2H3,(H,39,40)/b9-7-,10-8-/t33-/m1/s1	TZHLGCFRPFNSSV-RECBPODMSA-N	659.4526051			MMDBc0045852
BASm0032642	PE(15:1(9Z)/16:1(9Z))	PE(15:1(9Z)/16:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/16:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	C36H68NO8P	InChI=1S/C36H68NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37)32-42-35(38)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12-15,34H,3-11,16-33,37H2,1-2H3,(H,40,41)/b14-12-,15-13-/t34-/m1/s1	VCNXPZGXTUODHE-JWLMTKEBSA-N	673.4682552			MMDBc0045853
BASm0032643	PE(15:1(9Z)/16:1(11Z))	PE(15:1(9Z)/16:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCC	C36H68NO8P	InChI=1S/C36H68NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37)32-42-35(38)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h9,11-12,14,34H,3-8,10,13,15-33,37H2,1-2H3,(H,40,41)/b11-9-,14-12-/t34-/m1/s1	KNZJMZKKYFAIKJ-PMDBRYMLSA-N	673.4682552			MMDBc0045854
BASm0032644	PE(15:1(11Z)/16:1(9Z))	PE(15:1(11Z)/16:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	C36H68NO8P	InChI=1S/C36H68NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37)32-42-35(38)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8,10,13,15,34H,3-7,9,11-12,14,16-33,37H2,1-2H3,(H,40,41)/b10-8-,15-13-/t34-/m1/s1	QCLLEOGXDOVUTD-KWAWOGCGSA-N	673.4682552			MMDBc0045855
BASm0032645	PE(15:1(11Z)/16:1(11Z))	PE(15:1(11Z)/16:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(11Z)/16:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCC	C36H68NO8P	InChI=1S/C36H68NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37)32-42-35(38)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8-11,34H,3-7,12-33,37H2,1-2H3,(H,40,41)/b10-8-,11-9-/t34-/m1/s1	RHQRHFXWGZROLX-LOEBJBPCSA-N	673.4682552			MMDBc0045856
BASm0032646	PE(15:0/16:1(11Z))	PE(15:0/16:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/16:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37)32-42-35(38)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h9,11,34H,3-8,10,12-33,37H2,1-2H3,(H,40,41)/b11-9-/t34-/m1/s1	PYTXOTVAXJQLOR-VCRWGMHCSA-N	675.4839052			MMDBc0045857
BASm0032647	PE(15:1(9Z)/16:0)	PE(15:1(9Z)/16:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/16:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37)32-42-35(38)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,34H,3-11,13,15-33,37H2,1-2H3,(H,40,41)/b14-12-/t34-/m1/s1	JEWRKKPNWHQSHQ-XBEBLRSGSA-N	675.4839052			MMDBc0045858
BASm0032648	PE(15:1(11Z)/16:0)	PE(15:1(11Z)/16:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(11Z)/16:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	C36H70NO8P	InChI=1S/C36H70NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)45-34(33-44-46(40,41)43-31-30-37)32-42-35(38)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8,10,34H,3-7,9,11-33,37H2,1-2H3,(H,40,41)/b10-8-/t34-/m1/s1	MLFCVSWZMYROFH-GYOTYWQOSA-N	675.4839052			MMDBc0045859
BASm0032649	PE(14:1(9Z)/18:1(9Z))	PE(14:1(9Z)/18:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC	C37H70NO8P	InChI=1S/C37H70NO8P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38)33-43-36(39)29-27-25-23-21-19-14-12-10-8-6-4-2/h10,12,16-17,35H,3-9,11,13-15,18-34,38H2,1-2H3,(H,41,42)/b12-10-,17-16-/t35-/m1/s1	LNSLMJAJCZTRJX-VCEJZXRASA-N	687.4839047			MMDBc0045860
BASm0032650	PE(14:1(9Z)/18:1(11Z))	PE(14:1(9Z)/18:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCC	C37H70NO8P	InChI=1S/C37H70NO8P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38)33-43-36(39)29-27-25-23-21-19-14-12-10-8-6-4-2/h10,12-13,15,35H,3-9,11,14,16-34,38H2,1-2H3,(H,41,42)/b12-10-,15-13-/t35-/m1/s1	JGQVWZNLIZVDPN-GWOLXUBNSA-N	687.4839047			MMDBc0045861
BASm0032651	PE(14:1(11Z)/18:1(9Z))	PE(14:1(11Z)/18:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC	C37H70NO8P	InChI=1S/C37H70NO8P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38)33-43-36(39)29-27-25-23-21-19-14-12-10-8-6-4-2/h6,8,16-17,35H,3-5,7,9-15,18-34,38H2,1-2H3,(H,41,42)/b8-6-,17-16-/t35-/m1/s1	OBYCSWQHIZJLAI-CUJZAEMUSA-N	687.4839052			MMDBc0045862
BASm0032652	PE(14:1(11Z)/18:1(11Z))	PE(14:1(11Z)/18:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(11Z)/18:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCC	C37H70NO8P	InChI=1S/C37H70NO8P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38)33-43-36(39)29-27-25-23-21-19-14-12-10-8-6-4-2/h6,8,13,15,35H,3-5,7,9-12,14,16-34,38H2,1-2H3,(H,41,42)/b8-6-,15-13-/t35-/m1/s1	QUGWGRMNTDYJST-QOURDZDFSA-N	687.4839052			MMDBc0045863
BASm0032653	PE(16:1(9Z)/16:1(11Z))	PE(16:1(9Z)/16:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCC	C37H70NO8P	InChI=1S/C37H70NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38)46-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h10,12-13,15,35H,3-9,11,14,16-34,38H2,1-2H3,(H,41,42)/b12-10-,15-13-/t35-/m1/s1	DFLLKZMNMHZWBB-GWOLXUBNSA-N	687.4839052			MMDBc0045864
BASm0032654	PE(16:1(11Z)/16:1(9Z))	PE(16:1(11Z)/16:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	C37H70NO8P	InChI=1S/C37H70NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38)46-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h9,11,14,16,35H,3-8,10,12-13,15,17-34,38H2,1-2H3,(H,41,42)/b11-9-,16-14-/t35-/m1/s1	GUNIYRVMMGOZNY-WULBUMRKSA-N	687.4839052			MMDBc0045865
BASm0032655	PE(16:1(11Z)/16:1(11Z))	PE(16:1(11Z)/16:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(16:1(11Z)/16:1(11Z)), in particular, consists of two 11Z-hexadecenoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCC	C37H70NO8P	InChI=1S/C37H70NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38)46-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h9-12,35H,3-8,13-34,38H2,1-2H3,(H,41,42)/b11-9-,12-10-/t35-/m1/s1	COCOQZWETUGUQW-CHRMJTSKSA-N	687.4839052			MMDBc0045866
BASm0032656	PE(16:0/16:1(11Z))	PE(16:0/16:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/16:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38)46-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h10,12,35H,3-9,11,13-34,38H2,1-2H3,(H,41,42)/b12-10-/t35-/m1/s1	QCBWNBZTXPRAAF-YPZHICNLSA-N	689.4995553			MMDBc0045867
BASm0032657	PE(10:0/22:1(9Z))	PE(10:0/22:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/22:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38)33-43-36(39)29-27-25-23-10-8-6-4-2/h18-19,35H,3-17,20-34,38H2,1-2H3,(H,41,42)/b19-18-/t35-/m1/s1	KSIFXGAHKATIJO-MXRVBTIQSA-N	689.4995553			MMDBc0045868
BASm0032658	PE(10:0/22:1(11Z))	PE(10:0/22:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/22:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38)33-43-36(39)29-27-25-23-10-8-6-4-2/h16-17,35H,3-15,18-34,38H2,1-2H3,(H,41,42)/b17-16-/t35-/m1/s1	VCUZXJYXKNVISY-XHYHITGYSA-N	689.4995553			MMDBc0045869
BASm0032659	PE(12:0/20:1(13Z))	PE(12:0/20:1(13Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/20:1(13Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38)33-43-36(39)29-27-25-23-21-12-10-8-6-4-2/h13-14,35H,3-12,15-34,38H2,1-2H3,(H,41,42)/b14-13-/t35-/m1/s1	BFBITLWNNWQXGR-JVWQKDOFSA-N	689.4995553			MMDBc0045870
BASm0032660	PE(12:0/20:1(11Z))	PE(12:0/20:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/20:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38)33-43-36(39)29-27-25-23-21-12-10-8-6-4-2/h15-16,35H,3-14,17-34,38H2,1-2H3,(H,41,42)/b16-15-/t35-/m1/s1	WZRIMDRLDYVSCD-PBYDCGJFSA-N	689.4995553			MMDBc0045871
BASm0032661	PE(14:1(9Z)/18:0)	PE(14:1(9Z)/18:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(9Z)/18:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38)33-43-36(39)29-27-25-23-21-19-14-12-10-8-6-4-2/h10,12,35H,3-9,11,13-34,38H2,1-2H3,(H,41,42)/b12-10-/t35-/m1/s1	HGOCPWTXRYWCLU-YPZHICNLSA-N	689.4995548			MMDBc0045872
BASm0032662	PE(14:1(11Z)/18:0)	PE(14:1(11Z)/18:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(11Z)/18:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38)33-43-36(39)29-27-25-23-21-19-14-12-10-8-6-4-2/h6,8,35H,3-5,7,9-34,38H2,1-2H3,(H,41,42)/b8-6-/t35-/m1/s1	GHDRTQXAQUQFHF-NRVYSJKDSA-N	689.4995553			MMDBc0045873
BASm0032663	PE(15:1(9Z)/18:1(9Z))	PE(15:1(9Z)/18:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39)34-44-37(40)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h12,14,17-18,36H,3-11,13,15-16,19-35,39H2,1-2H3,(H,42,43)/b14-12-,18-17-/t36-/m1/s1	FBSZIOXRAYBBGW-GDVOPVSPSA-N	701.4995553			MMDBc0045874
BASm0032664	PE(15:1(9Z)/18:1(11Z))	PE(15:1(9Z)/18:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39)34-44-37(40)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h12-15,36H,3-11,16-35,39H2,1-2H3,(H,42,43)/b14-12-,15-13-/t36-/m1/s1	GWGBSVVRDRTKLI-ZQEVGIIVSA-N	701.4995553			MMDBc0045875
BASm0032665	PE(15:1(11Z)/18:1(9Z))	PE(15:1(11Z)/18:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39)34-44-37(40)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h8,10,17-18,36H,3-7,9,11-16,19-35,39H2,1-2H3,(H,42,43)/b10-8-,18-17-/t36-/m1/s1	WFDMCMKQIKWBOI-YHLQVFMNSA-N	701.4995553			MMDBc0045876
BASm0032666	PE(15:1(11Z)/18:1(11Z))	PE(15:1(11Z)/18:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(11Z)/18:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39)34-44-37(40)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h8,10,13,15,36H,3-7,9,11-12,14,16-35,39H2,1-2H3,(H,42,43)/b10-8-,15-13-/t36-/m1/s1	BKHMMNSWAIFRLC-MPEIKMRYSA-N	701.4995553			MMDBc0045877
BASm0032667	PE(10:0/23:1(9Z))	PE(10:0/23:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/23:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39)34-44-37(40)30-28-26-24-10-8-6-4-2/h19-20,36H,3-18,21-35,39H2,1-2H3,(H,42,43)/b20-19-/t36-/m1/s1	PZBBNHOHMVXDBR-ZVHSIAILSA-N	703.5152053			MMDBc0045878
BASm0032668	PE(10:0/23:1(11Z))	PE(10:0/23:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/23:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39)34-44-37(40)30-28-26-24-10-8-6-4-2/h17-18,36H,3-16,19-35,39H2,1-2H3,(H,42,43)/b18-17-/t36-/m1/s1	LVZXRVLOIBMLHE-UVCQAILXSA-N	703.5152053			MMDBc0045879
BASm0032669	PE(15:0/18:1(11Z))	PE(15:0/18:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/18:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39)34-44-37(40)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h13,15,36H,3-12,14,16-35,39H2,1-2H3,(H,42,43)/b15-13-/t36-/m1/s1	LKUKJIYAXQFZTD-MRDDHZETSA-N	703.5152049			MMDBc0045880
BASm0032670	PE(15:1(9Z)/18:0)	PE(15:1(9Z)/18:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/18:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39)34-44-37(40)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h12,14,36H,3-11,13,15-35,39H2,1-2H3,(H,42,43)/b14-12-/t36-/m1/s1	MFWZIRCFPKIVEX-PKAFBKPJSA-N	703.5152053			MMDBc0045881
BASm0032671	PE(15:1(11Z)/18:0)	PE(15:1(11Z)/18:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(11Z)/18:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCC	C38H74NO8P	InChI=1S/C38H74NO8P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39)34-44-37(40)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h8,10,36H,3-7,9,11-35,39H2,1-2H3,(H,42,43)/b10-8-/t36-/m1/s1	MFYJMAOORFEMOG-VNKZPWHVSA-N	703.5152053			MMDBc0045882
BASm0032672	PE(14:1(9Z)/20:1(13Z))	PE(14:1(9Z)/20:1(13Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-21-14-12-10-8-6-4-2/h10,12-13,15,37H,3-9,11,14,16-36,40H2,1-2H3,(H,43,44)/b12-10-,15-13-/t37-/m1/s1	QPFQJRZLGDQYMN-ZCZLHCQPSA-N	715.5152053			MMDBc0045883
BASm0032673	PE(14:1(9Z)/20:1(11Z))	PE(14:1(9Z)/20:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-21-14-12-10-8-6-4-2/h10,12,16-17,37H,3-9,11,13-15,18-36,40H2,1-2H3,(H,43,44)/b12-10-,17-16-/t37-/m1/s1	UALNVYZBISOVQV-DFQIBMCCSA-N	715.5152049			MMDBc0045884
BASm0032674	PE(14:1(11Z)/20:1(13Z))	PE(14:1(11Z)/20:1(13Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-21-14-12-10-8-6-4-2/h6,8,13,15,37H,3-5,7,9-12,14,16-36,40H2,1-2H3,(H,43,44)/b8-6-,15-13-/t37-/m1/s1	QWMVJOSCQPEZMX-RWMKKLQSSA-N	715.5152053			MMDBc0045885
BASm0032675	PE(14:1(11Z)/20:1(11Z))	PE(14:1(11Z)/20:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-21-14-12-10-8-6-4-2/h6,8,16-17,37H,3-5,7,9-15,18-36,40H2,1-2H3,(H,43,44)/b8-6-,17-16-/t37-/m1/s1	OVVKDHZASVWZLY-UWIALCFKSA-N	715.5152053			MMDBc0045886
BASm0032676	PE(16:1(11Z)/18:1(9Z))	PE(16:1(11Z)/18:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h10,12,17-18,37H,3-9,11,13-16,19-36,40H2,1-2H3,(H,43,44)/b12-10-,18-17-/t37-/m1/s1	AWSDNJXQDWNKPF-UMDJLMHASA-N	715.5152053			MMDBc0045887
BASm0032677	PE(16:1(11Z)/18:1(11Z))	PE(16:1(11Z)/18:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(11Z)/18:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCC	C39H74NO8P	InChI=1S/C39H74NO8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h10,12-13,15,37H,3-9,11,14,16-36,40H2,1-2H3,(H,43,44)/b12-10-,15-13-/t37-/m1/s1	PTXHSMHIXHLNCR-ZCZLHCQPSA-N	715.5152053			MMDBc0045888
BASm0032678	PE(10:0/24:1(9Z))	PE(10:0/24:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/24:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-10-8-6-4-2/h20-21,37H,3-19,22-36,40H2,1-2H3,(H,43,44)/b21-20-/t37-/m1/s1	POTHJVYDVKXGKL-RDPSYFCGSA-N	717.5308554			MMDBc0045889
BASm0032679	PE(10:0/24:1(11Z))	PE(10:0/24:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/24:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-10-8-6-4-2/h18-19,37H,3-17,20-36,40H2,1-2H3,(H,43,44)/b19-18-/t37-/m1/s1	HMFZGRMEDSLOAV-OUJJLNDXSA-N	717.5308554			MMDBc0045890
BASm0032680	PE(12:0/22:1(9Z))	PE(12:0/22:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/22:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-12-10-8-6-4-2/h19-20,37H,3-18,21-36,40H2,1-2H3,(H,43,44)/b20-19-/t37-/m1/s1	QTJLQRBKCCDWHK-PLOGQBHYSA-N	717.5308554			MMDBc0045891
BASm0032681	PE(12:0/22:1(11Z))	PE(12:0/22:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/22:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-12-10-8-6-4-2/h17-18,37H,3-16,19-36,40H2,1-2H3,(H,43,44)/b18-17-/t37-/m1/s1	VGJRGMNZXWWJBH-OTMQOFQLSA-N	717.5308554			MMDBc0045892
BASm0032682	PE(14:0/20:1(13Z))	PE(14:0/20:1(13Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/20:1(13Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-21-14-12-10-8-6-4-2/h13,15,37H,3-12,14,16-36,40H2,1-2H3,(H,43,44)/b15-13-/t37-/m1/s1	XXAYQUCPIMFTRO-IEHWZJNJSA-N	717.5308554			MMDBc0045893
BASm0032683	PE(14:0/20:1(11Z))	PE(14:0/20:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/20:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-21-14-12-10-8-6-4-2/h16-17,37H,3-15,18-36,40H2,1-2H3,(H,43,44)/b17-16-/t37-/m1/s1	BPFXNETZQIVTNB-OBYUZFALSA-N	717.5308549			MMDBc0045894
BASm0032684	PE(14:1(9Z)/20:0)	PE(14:1(9Z)/20:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(9Z)/20:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-21-14-12-10-8-6-4-2/h10,12,37H,3-9,11,13-36,40H2,1-2H3,(H,43,44)/b12-10-/t37-/m1/s1	HLDSVLSCMIYWMM-CAPKZEEOSA-N	717.5308549			MMDBc0045895
BASm0032685	PE(14:1(11Z)/20:0)	PE(14:1(11Z)/20:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(11Z)/20:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-21-14-12-10-8-6-4-2/h6,8,37H,3-5,7,9-36,40H2,1-2H3,(H,43,44)/b8-6-/t37-/m1/s1	DGOMRFPLTDQREJ-RUQVNCKFSA-N	717.5308554			MMDBc0045896
BASm0032686	PE(16:1(11Z)/18:0)	PE(16:1(11Z)/18:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(11Z)/18:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one octadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h10,12,37H,3-9,11,13-36,40H2,1-2H3,(H,43,44)/b12-10-/t37-/m1/s1	RPKINSVKMYLLAO-CAPKZEEOSA-N	717.5308554			MMDBc0045897
BASm0032687	PE(15:1(9Z)/20:1(13Z))	PE(15:1(9Z)/20:1(13Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41)36-46-39(42)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h12-15,38H,3-11,16-37,41H2,1-2H3,(H,44,45)/b14-12-,15-13-/t38-/m1/s1	WNGHYZUYOQJETM-UMWPVUFZSA-N	729.5308554			MMDBc0045898
BASm0032688	PE(15:1(9Z)/20:1(11Z))	PE(15:1(9Z)/20:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41)36-46-39(42)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h12,14,17-18,38H,3-11,13,15-16,19-37,41H2,1-2H3,(H,44,45)/b14-12-,18-17-/t38-/m1/s1	NTYJEMKAEOZSIT-GHGQKOEXSA-N	729.5308554			MMDBc0045899
BASm0032689	PE(15:1(11Z)/20:1(13Z))	PE(15:1(11Z)/20:1(13Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41)36-46-39(42)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h8,10,13,15,38H,3-7,9,11-12,14,16-37,41H2,1-2H3,(H,44,45)/b10-8-,15-13-/t38-/m1/s1	SJYIUKXEJFJYSE-QKABCKJGSA-N	729.5308554			MMDBc0045900
BASm0032690	PE(15:1(11Z)/20:1(11Z))	PE(15:1(11Z)/20:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41)36-46-39(42)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h8,10,17-18,38H,3-7,9,11-16,19-37,41H2,1-2H3,(H,44,45)/b10-8-,18-17-/t38-/m1/s1	NUIXGOFKEXILLI-XZSLKBHBSA-N	729.5308554			MMDBc0045901
BASm0032691	PE(10:0/25:1(9Z))	PE(10:0/25:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/25:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41)36-46-39(42)32-30-28-26-10-8-6-4-2/h21-22,38H,3-20,23-37,41H2,1-2H3,(H,44,45)/b22-21-/t38-/m1/s1	SAZDZOAHROGLLT-OVCDZSOKSA-N	731.5465055			MMDBc0045902
BASm0032692	PE(10:0/25:1(11Z))	PE(10:0/25:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/25:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41)36-46-39(42)32-30-28-26-10-8-6-4-2/h19-20,38H,3-18,21-37,41H2,1-2H3,(H,44,45)/b20-19-/t38-/m1/s1	ZFZPKIKFPZHFBP-OQHNRNOKSA-N	731.5465055			MMDBc0045903
BASm0032693	PE(10:0/20:0)	PE(10:0/20:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/20:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCCC	C35H70NO8P	InChI=1S/C35H70NO8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-22-24-26-28-35(38)44-33(32-43-45(39,40)42-30-29-36)31-41-34(37)27-25-23-21-10-8-6-4-2/h33H,3-32,36H2,1-2H3,(H,39,40)/t33-/m1/s1	TVOPHRPEXITYFZ-MGBGTMOVSA-N	663.4839052			MMDBc0045904
BASm0032694	PE(12:0/23:1(9Z))	PE(12:0/23:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/23:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41)36-46-39(42)32-30-28-26-24-12-10-8-6-4-2/h20-21,38H,3-19,22-37,41H2,1-2H3,(H,44,45)/b21-20-/t38-/m1/s1	UVEKDTCTVCNVHF-XVKMAEEJSA-N	731.5465055			MMDBc0045905
BASm0032695	PE(12:0/23:1(11Z))	PE(12:0/23:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/23:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41)36-46-39(42)32-30-28-26-24-12-10-8-6-4-2/h18-19,38H,3-17,20-37,41H2,1-2H3,(H,44,45)/b19-18-/t38-/m1/s1	FQRUJAUFNJVDJP-YWTUKGCKSA-N	731.5465055			MMDBc0045906
BASm0032696	PE(15:0/20:1(13Z))	PE(15:0/20:1(13Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/20:1(13Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41)36-46-39(42)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h13,15,38H,3-12,14,16-37,41H2,1-2H3,(H,44,45)/b15-13-/t38-/m1/s1	KCALXODLHQUFCJ-IUXSEFJDSA-N	731.5465055			MMDBc0045907
BASm0032697	PE(15:0/20:1(11Z))	PE(15:0/20:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/20:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41)36-46-39(42)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h17-18,38H,3-16,19-37,41H2,1-2H3,(H,44,45)/b18-17-/t38-/m1/s1	DAZYZDVAACSMFA-DYFSFZQGSA-N	731.546505			MMDBc0045908
BASm0032698	PE(15:1(9Z)/20:0)	PE(15:1(9Z)/20:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/20:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41)36-46-39(42)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h12,14,38H,3-11,13,15-37,41H2,1-2H3,(H,44,45)/b14-12-/t38-/m1/s1	CKMSRZQDOZNQNS-PKANKXGDSA-N	731.5465055			MMDBc0045909
BASm0032699	PE(15:1(11Z)/20:0)	PE(15:1(11Z)/20:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(11Z)/20:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41)36-46-39(42)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h8,10,38H,3-7,9,11-37,41H2,1-2H3,(H,44,45)/b10-8-/t38-/m1/s1	LNMJFQQOVFPUAY-RLPIQGMJSA-N	731.5465055			MMDBc0045910
BASm0032700	PE(14:1(9Z)/22:1(9Z))	PE(14:1(9Z)/22:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(9Z)/22:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42)37-47-40(43)33-31-29-27-25-23-14-12-10-8-6-4-2/h10,12,20-21,39H,3-9,11,13-19,22-38,42H2,1-2H3,(H,45,46)/b12-10-,21-20-/t39-/m1/s1	UYGUKRWMCNZJBA-GKDQCRCNSA-N	743.5465055			MMDBc0045911
BASm0032701	PE(14:1(9Z)/22:1(11Z))	PE(14:1(9Z)/22:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(9Z)/22:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42)37-47-40(43)33-31-29-27-25-23-14-12-10-8-6-4-2/h10,12,18-19,39H,3-9,11,13-17,20-38,42H2,1-2H3,(H,45,46)/b12-10-,19-18-/t39-/m1/s1	PBGWDZYPGLKWSJ-FZJQUTTISA-N	743.5465055			MMDBc0045912
BASm0032702	PE(14:1(11Z)/22:1(9Z))	PE(14:1(11Z)/22:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(11Z)/22:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42)37-47-40(43)33-31-29-27-25-23-14-12-10-8-6-4-2/h6,8,20-21,39H,3-5,7,9-19,22-38,42H2,1-2H3,(H,45,46)/b8-6-,21-20-/t39-/m1/s1	MMVOQOICKKVKMH-LNBUVKNGSA-N	743.5465055			MMDBc0045913
BASm0032703	PE(14:1(11Z)/22:1(11Z))	PE(14:1(11Z)/22:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(11Z)/22:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42)37-47-40(43)33-31-29-27-25-23-14-12-10-8-6-4-2/h6,8,18-19,39H,3-5,7,9-17,20-38,42H2,1-2H3,(H,45,46)/b8-6-,19-18-/t39-/m1/s1	ILKNYSIIUUENHS-OBEJZTLZSA-N	743.5465055			MMDBc0045914
BASm0032704	PE(16:1(9Z)/20:1(13Z))	PE(16:1(9Z)/20:1(13Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42)37-47-40(43)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h13-16,39H,3-12,17-38,42H2,1-2H3,(H,45,46)/b15-13-,16-14-/t39-/m1/s1	BMBANMHENJOCHE-NCDRPEBGSA-N	743.5465055			MMDBc0045915
BASm0032705	PE(16:1(9Z)/20:1(11Z))	PE(16:1(9Z)/20:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42)37-47-40(43)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h14,16-18,39H,3-13,15,19-38,42H2,1-2H3,(H,45,46)/b16-14-,18-17-/t39-/m1/s1	RPYIJSOTHVJLOR-HNNDRFCVSA-N	743.546505			MMDBc0045916
BASm0032706	PE(16:1(11Z)/20:1(13Z))	PE(16:1(11Z)/20:1(13Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42)37-47-40(43)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h10,12-13,15,39H,3-9,11,14,16-38,42H2,1-2H3,(H,45,46)/b12-10-,15-13-/t39-/m1/s1	JJGOTQAYNBUFLA-SDMFSHKRSA-N	743.5465055			MMDBc0045917
BASm0032707	PE(16:1(11Z)/20:1(11Z))	PE(16:1(11Z)/20:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42)37-47-40(43)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h10,12,17-18,39H,3-9,11,13-16,19-38,42H2,1-2H3,(H,45,46)/b12-10-,18-17-/t39-/m1/s1	KIMFFUMFNLHDMW-WRHJQRJWSA-N	743.5465055			MMDBc0045918
BASm0032708	PE(18:1(9Z)/18:1(11Z))	PE(18:1(9Z)/18:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16-17,19,39H,3-13,15,18,20-38,42H2,1-2H3,(H,45,46)/b16-14-,19-17-/t39-/m1/s1	ZTSRQLQWGSDQGP-RTJYTIBZSA-N	743.546505			MMDBc0045919
BASm0032709	PE(18:1(11Z)/18:1(9Z))	PE(18:1(11Z)/18:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,18,20,39H,3-12,14,16-17,19,21-38,42H2,1-2H3,(H,45,46)/b15-13-,20-18-/t39-/m1/s1	VHHMKXOBDPAFKC-HWQBUQMOSA-N	743.546505			MMDBc0045920
BASm0032710	PE(18:0/18:1(11Z))	PE(18:0/18:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:0/18:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,39H,3-13,15,17-38,42H2,1-2H3,(H,45,46)/b16-14-/t39-/m1/s1	ZBKSDVGXOOCETO-QRMPNUHKSA-N	745.5621551			MMDBc0045921
BASm0032711	PE(10:0/26:1(9Z))	PE(10:0/26:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/26:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43)38-48-41(44)34-32-30-28-10-8-6-4-2/h22-23,40H,3-21,24-39,43H2,1-2H3,(H,46,47)/b23-22-/t40-/m1/s1	SQBOTQXWZNGFDV-WOBDTNDUSA-N	759.5778056			MMDBc0045922
BASm0032712	PE(10:0/26:1(11Z))	PE(10:0/26:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(10:0/26:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42)37-47-40(43)33-31-29-27-10-8-6-4-2/h19-20,39H,3-18,21-38,42H2,1-2H3,(H,45,46)/b20-19-/t39-/m1/s1	HBXHMCHLGAEQRZ-DPTAKULKSA-N	745.5621555			MMDBc0045923
BASm0032713	PE(12:0/24:1(9Z))	PE(12:0/24:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/24:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42)37-47-40(43)33-31-29-27-25-12-10-8-6-4-2/h21-22,39H,3-20,23-38,42H2,1-2H3,(H,45,46)/b22-21-/t39-/m1/s1	VXSJDUOXKBRSPB-IGRZOUGISA-N	745.5621555			MMDBc0045924
BASm0032714	PE(12:0/24:1(11Z))	PE(12:0/24:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/24:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42)37-47-40(43)33-31-29-27-25-12-10-8-6-4-2/h19-20,39H,3-18,21-38,42H2,1-2H3,(H,45,46)/b20-19-/t39-/m1/s1	MIMYPQYPNYGVHW-DPTAKULKSA-N	745.5621555			MMDBc0045925
BASm0032715	PE(12:0/20:0)	PE(12:0/20:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/20:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCCC	C37H74NO8P	InChI=1S/C37H74NO8P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28-30-37(40)46-35(34-45-47(41,42)44-32-31-38)33-43-36(39)29-27-25-23-21-12-10-8-6-4-2/h35H,3-34,38H2,1-2H3,(H,41,42)/t35-/m1/s1	SUECAGASKWSPSA-PGUFJCEWSA-N	691.5152053			MMDBc0045926
BASm0032716	PE(14:0/22:1(9Z))	PE(14:0/22:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/22:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42)37-47-40(43)33-31-29-27-25-23-14-12-10-8-6-4-2/h20-21,39H,3-19,22-38,42H2,1-2H3,(H,45,46)/b21-20-/t39-/m1/s1	GEOALTBLERVAGL-KUNNKMQBSA-N	745.5621555			MMDBc0045927
BASm0032717	PE(14:0/22:1(11Z))	PE(14:0/22:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/22:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42)37-47-40(43)33-31-29-27-25-23-14-12-10-8-6-4-2/h18-19,39H,3-17,20-38,42H2,1-2H3,(H,45,46)/b19-18-/t39-/m1/s1	LUWRLPMWDWDVAR-OZQCKNKTSA-N	745.5621555			MMDBc0045928
BASm0032718	PE(14:1(9Z)/22:0)	PE(14:1(9Z)/22:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(9Z)/22:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one docosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42)37-47-40(43)33-31-29-27-25-23-14-12-10-8-6-4-2/h10,12,39H,3-9,11,13-38,42H2,1-2H3,(H,45,46)/b12-10-/t39-/m1/s1	BSVQKPRGDPWRBO-IQEWKVFESA-N	745.5621551			MMDBc0045929
BASm0032719	PE(14:1(11Z)/22:0)	PE(14:1(11Z)/22:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(11Z)/22:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one docosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42)37-47-40(43)33-31-29-27-25-23-14-12-10-8-6-4-2/h6,8,39H,3-5,7,9-38,42H2,1-2H3,(H,45,46)/b8-6-/t39-/m1/s1	NFNBKENDADNESG-XKQOXXOKSA-N	745.5621555			MMDBc0045930
BASm0032720	PE(16:0/20:1(13Z))	PE(16:0/20:1(13Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/20:1(13Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42)37-47-40(43)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h13,15,39H,3-12,14,16-38,42H2,1-2H3,(H,45,46)/b15-13-/t39-/m1/s1	KGKLOBBKDNPOBT-DTKYWWSASA-N	745.5621555			MMDBc0045931
BASm0032721	PE(16:0/20:1(11Z))	PE(16:0/20:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/20:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42)37-47-40(43)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h17-18,39H,3-16,19-38,42H2,1-2H3,(H,45,46)/b18-17-/t39-/m1/s1	CCIRMRKPMPEIFZ-WUOYJZDRSA-N	745.5621551			MMDBc0045932
BASm0032722	PE(16:1(9Z)/20:0)	PE(16:1(9Z)/20:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/20:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42)37-47-40(43)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h14,16,39H,3-13,15,17-38,42H2,1-2H3,(H,45,46)/b16-14-/t39-/m1/s1	DWDUPRRUGYDGQF-QRMPNUHKSA-N	745.5621551			MMDBc0045933
BASm0032723	PE(16:1(11Z)/20:0)	PE(16:1(11Z)/20:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(11Z)/20:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one eicosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42)37-47-40(43)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h10,12,39H,3-9,11,13-38,42H2,1-2H3,(H,45,46)/b12-10-/t39-/m1/s1	CQIWAOCYLRWAHQ-IQEWKVFESA-N	745.5621555			MMDBc0045934
BASm0032724	PGP(10:0/28:0)	PGP(10:0/28:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0/28:0), in particular, consists of one decanoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C44H88O13P2	InChI=1S/C44H88O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-44(47)57-42(39-53-43(46)35-33-31-29-10-8-6-4-2)40-56-59(51,52)55-38-41(45)37-54-58(48,49)50/h41-42,45H,3-40H2,1-2H3,(H,51,52)(H2,48,49,50)/t41-,42+/m0/s1	VZOYCCOSKAFKHZ-ACEXITHZSA-N	886.5700169			MMDBc0045935
BASm0032725	PGP(10:0/20:0)	PGP(10:0/20:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0/20:0), in particular, consists of one decanoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C36H72O13P2	InChI=1S/C36H72O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-22-24-26-28-36(39)49-34(31-45-35(38)27-25-23-21-10-8-6-4-2)32-48-51(43,44)47-30-33(37)29-46-50(40,41)42/h33-34,37H,3-32H2,1-2H3,(H,43,44)(H2,40,41,42)/t33-,34+/m0/s1	LYRQHBFFIPAHBV-SZAHLOSFSA-N	774.4448164			MMDBc0045936
BASm0032726	PGP(10:0/20:1(11Z))	PGP(10:0/20:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0/20:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C36H70O13P2	InChI=1S/C36H70O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-22-24-26-28-36(39)49-34(31-45-35(38)27-25-23-21-10-8-6-4-2)32-48-51(43,44)47-30-33(37)29-46-50(40,41)42/h14-15,33-34,37H,3-13,16-32H2,1-2H3,(H,43,44)(H2,40,41,42)/b15-14-/t33-,34+/m0/s1	RJFSMVDYZQLPNU-WRNFSJMRSA-N	772.4291663			MMDBc0045937
BASm0032727	PGP(10:0/20:1(13Z))	PGP(10:0/20:1(13Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0/20:1(13Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C36H70O13P2	InChI=1S/C36H70O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-22-24-26-28-36(39)49-34(31-45-35(38)27-25-23-21-10-8-6-4-2)32-48-51(43,44)47-30-33(37)29-46-50(40,41)42/h12-13,33-34,37H,3-11,14-32H2,1-2H3,(H,43,44)(H2,40,41,42)/b13-12-/t33-,34+/m0/s1	OSABDHYPOOYGBV-REUHNWMUSA-N	772.4291663			MMDBc0045938
BASm0032728	PGP(10:0/22:0)	PGP(10:0/22:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0/22:0), in particular, consists of one decanoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C38H76O13P2	InChI=1S/C38H76O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-24-26-28-30-38(41)51-36(33-47-37(40)29-27-25-23-10-8-6-4-2)34-50-53(45,46)49-32-35(39)31-48-52(42,43)44/h35-36,39H,3-34H2,1-2H3,(H,45,46)(H2,42,43,44)/t35-,36+/m0/s1	DJNYWFYBORRZLF-MPQUPPDSSA-N	802.4761165			MMDBc0045939
BASm0032729	PGP(10:0/22:1(11Z))	PGP(10:0/22:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0/22:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C38H74O13P2	InChI=1S/C38H74O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-24-26-28-30-38(41)51-36(33-47-37(40)29-27-25-23-10-8-6-4-2)34-50-53(45,46)49-32-35(39)31-48-52(42,43)44/h16-17,35-36,39H,3-15,18-34H2,1-2H3,(H,45,46)(H2,42,43,44)/b17-16-/t35-,36+/m0/s1	VWTFREXJDINEJT-XONOHRBRSA-N	800.4604664			MMDBc0045940
BASm0032730	PGP(10:0/22:1(9Z))	PGP(10:0/22:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0/22:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C38H74O13P2	InChI=1S/C38H74O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-24-26-28-30-38(41)51-36(33-47-37(40)29-27-25-23-10-8-6-4-2)34-50-53(45,46)49-32-35(39)31-48-52(42,43)44/h18-19,35-36,39H,3-17,20-34H2,1-2H3,(H,45,46)(H2,42,43,44)/b19-18-/t35-,36+/m0/s1	FXJUAUUMDFXTSK-XFPRKSLZSA-N	800.4604664			MMDBc0045941
BASm0032731	PGP(10:0/23:1(11Z))	PGP(10:0/23:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0/23:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C39H76O13P2	InChI=1S/C39H76O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-39(42)52-37(34-48-38(41)30-28-26-24-10-8-6-4-2)35-51-54(46,47)50-33-36(40)32-49-53(43,44)45/h17-18,36-37,40H,3-16,19-35H2,1-2H3,(H,46,47)(H2,43,44,45)/b18-17-/t36-,37+/m0/s1	MODIUICIZWEQET-FMECKOKGSA-N	814.4761165			MMDBc0045942
BASm0032732	PGP(10:0/23:1(9Z))	PGP(10:0/23:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0/23:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C39H76O13P2	InChI=1S/C39H76O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-39(42)52-37(34-48-38(41)30-28-26-24-10-8-6-4-2)35-51-54(46,47)50-33-36(40)32-49-53(43,44)45/h19-20,36-37,40H,3-18,21-35H2,1-2H3,(H,46,47)(H2,43,44,45)/b20-19-/t36-,37+/m0/s1	DMOJYEAESOBEAS-LBZNLGRWSA-N	814.4761165			MMDBc0045943
BASm0032733	PGP(10:0/24:0)	PGP(10:0/24:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0/24:0), in particular, consists of one decanoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C40H80O13P2	InChI=1S/C40H80O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-40(43)53-38(35-49-39(42)31-29-27-25-10-8-6-4-2)36-52-55(47,48)51-34-37(41)33-50-54(44,45)46/h37-38,41H,3-36H2,1-2H3,(H,47,48)(H2,44,45,46)/t37-,38+/m0/s1	VDXZOLUSCXTIIU-QPPIDDCLSA-N	830.5074166			MMDBc0045944
BASm0032734	PGP(10:0/24:1(11Z))	PGP(10:0/24:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0/24:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C40H78O13P2	InChI=1S/C40H78O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-40(43)53-38(35-49-39(42)31-29-27-25-10-8-6-4-2)36-52-55(47,48)51-34-37(41)33-50-54(44,45)46/h18-19,37-38,41H,3-17,20-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b19-18-/t37-,38+/m0/s1	AGNSIQKVQRRORP-GFZIUNDHSA-N	828.4917666			MMDBc0045945
BASm0032735	PGP(10:0/24:1(9Z))	PGP(10:0/24:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0/24:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C40H78O13P2	InChI=1S/C40H78O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-40(43)53-38(35-49-39(42)31-29-27-25-10-8-6-4-2)36-52-55(47,48)51-34-37(41)33-50-54(44,45)46/h20-21,37-38,41H,3-19,22-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b21-20-/t37-,38+/m0/s1	PYHCXKPDQNFPRW-LHIBEXPHSA-N	828.4917666			MMDBc0045946
BASm0032736	PGP(10:0/25:0)	PGP(10:0/25:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0/25:0), in particular, consists of one decanoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C41H82O13P2	InChI=1S/C41H82O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-41(44)54-39(36-50-40(43)32-30-28-26-10-8-6-4-2)37-53-56(48,49)52-35-38(42)34-51-55(45,46)47/h38-39,42H,3-37H2,1-2H3,(H,48,49)(H2,45,46,47)/t38-,39+/m0/s1	XUGNFICQWFDTDW-ZESVVUHVSA-N	844.5230667			MMDBc0045947
BASm0032737	PGP(10:0/25:1(11Z))	PGP(10:0/25:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0/25:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C41H80O13P2	InChI=1S/C41H80O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-41(44)54-39(36-50-40(43)32-30-28-26-10-8-6-4-2)37-53-56(48,49)52-35-38(42)34-51-55(45,46)47/h19-20,38-39,42H,3-18,21-37H2,1-2H3,(H,48,49)(H2,45,46,47)/b20-19-/t38-,39+/m0/s1	YEFVXMGMBYAQGA-UWJHZTDJSA-N	842.5074166			MMDBc0045948
BASm0032738	PGP(10:0/25:1(9Z))	PGP(10:0/25:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0/25:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C41H80O13P2	InChI=1S/C41H80O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-41(44)54-39(36-50-40(43)32-30-28-26-10-8-6-4-2)37-53-56(48,49)52-35-38(42)34-51-55(45,46)47/h21-22,38-39,42H,3-20,23-37H2,1-2H3,(H,48,49)(H2,45,46,47)/b22-21-/t38-,39+/m0/s1	WPWCDHIHLNDLOR-BLJTYDSNSA-N	842.5074166			MMDBc0045949
BASm0032739	PGP(10:0/26:0)	PGP(10:0/26:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0/26:0), in particular, consists of one decanoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C42H84O13P2	InChI=1S/C42H84O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-42(45)55-40(37-51-41(44)33-31-29-27-10-8-6-4-2)38-54-57(49,50)53-36-39(43)35-52-56(46,47)48/h39-40,43H,3-38H2,1-2H3,(H,49,50)(H2,46,47,48)/t39-,40+/m0/s1	VEBBMFMHTLRLDT-IOLBBIBUSA-N	858.5387168			MMDBc0045950
BASm0032740	PGP(10:0/26:1(11Z))	PGP(10:0/26:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0/26:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C42H82O13P2	InChI=1S/C42H82O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-42(45)55-40(37-51-41(44)33-31-29-27-10-8-6-4-2)38-54-57(49,50)53-36-39(43)35-52-56(46,47)48/h19-20,39-40,43H,3-18,21-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b20-19-/t39-,40+/m0/s1	PHMSDURTDDZDHS-YLYHLXCMSA-N	856.5230667			MMDBc0045951
BASm0032741	PGP(10:0/26:1(9Z))	PGP(10:0/26:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0/26:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C43H84O13P2	InChI=1S/C43H84O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-43(46)56-41(38-52-42(45)34-32-30-28-10-8-6-4-2)39-55-58(50,51)54-37-40(44)36-53-57(47,48)49/h22-23,40-41,44H,3-21,24-39H2,1-2H3,(H,50,51)(H2,47,48,49)/b23-22-/t40-,41+/m0/s1	QOFLNPUVJHQONI-VYCATCHKSA-N	870.5387168			MMDBc0045952
BASm0032742	PGP(10:0/30:0)	PGP(10:0/30:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0/30:0), in particular, consists of one decanoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C46H92O13P2	InChI=1S/C46H92O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-46(49)59-44(41-55-45(48)37-35-33-31-10-8-6-4-2)42-58-61(53,54)57-40-43(47)39-56-60(50,51)52/h43-44,47H,3-42H2,1-2H3,(H,53,54)(H2,50,51,52)/t43-,44+/m0/s1	CRENCDSFBDISHR-JCGOJSMZSA-N	914.601317			MMDBc0045953
BASm0032743	PGP(12:0/18:0)	PGP(12:0/18:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/18:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C36H72O13P2	InChI=1S/C36H72O13P2/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-36(39)49-34(31-45-35(38)27-25-23-21-19-12-10-8-6-4-2)32-48-51(43,44)47-30-33(37)29-46-50(40,41)42/h33-34,37H,3-32H2,1-2H3,(H,43,44)(H2,40,41,42)/t33-,34+/m0/s1	ZLCGTBDZHTXQJF-SZAHLOSFSA-N	774.4448164			MMDBc0045954
BASm0032744	PGP(12:0/18:1(11Z))	PGP(12:0/18:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/18:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C36H70O13P2	InChI=1S/C36H70O13P2/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-36(39)49-34(31-45-35(38)27-25-23-21-19-12-10-8-6-4-2)32-48-51(43,44)47-30-33(37)29-46-50(40,41)42/h13-14,33-34,37H,3-12,15-32H2,1-2H3,(H,43,44)(H2,40,41,42)/b14-13-/t33-,34+/m0/s1	FZUGZJJUBDCLLN-PVYVHHQGSA-N	772.4291663			MMDBc0045955
BASm0032745	PGP(12:0/18:1(9Z))	PGP(12:0/18:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/18:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C36H70O13P2	InChI=1S/C36H70O13P2/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-36(39)49-34(31-45-35(38)27-25-23-21-19-12-10-8-6-4-2)32-48-51(43,44)47-30-33(37)29-46-50(40,41)42/h15-16,33-34,37H,3-14,17-32H2,1-2H3,(H,43,44)(H2,40,41,42)/b16-15-/t33-,34+/m0/s1	WXVOGMFNLJQPLC-WYRVCTHCSA-N	772.4291663			MMDBc0045956
BASm0032746	PGP(12:0/20:0)	PGP(12:0/20:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/20:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C38H76O13P2	InChI=1S/C38H76O13P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28-30-38(41)51-36(33-47-37(40)29-27-25-23-21-12-10-8-6-4-2)34-50-53(45,46)49-32-35(39)31-48-52(42,43)44/h35-36,39H,3-34H2,1-2H3,(H,45,46)(H2,42,43,44)/t35-,36+/m0/s1	DNRSNSBOOSOISF-MPQUPPDSSA-N	802.4761165			MMDBc0045957
BASm0032747	PGP(12:0/20:1(11Z))	PGP(12:0/20:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/20:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C38H74O13P2	InChI=1S/C38H74O13P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28-30-38(41)51-36(33-47-37(40)29-27-25-23-21-12-10-8-6-4-2)34-50-53(45,46)49-32-35(39)31-48-52(42,43)44/h15-16,35-36,39H,3-14,17-34H2,1-2H3,(H,45,46)(H2,42,43,44)/b16-15-/t35-,36+/m0/s1	KYVOSCRSTSTTTA-XZPRYJARSA-N	800.4604664			MMDBc0045958
BASm0032748	PGP(12:0/20:1(13Z))	PGP(12:0/20:1(13Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/20:1(13Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C38H74O13P2	InChI=1S/C38H74O13P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28-30-38(41)51-36(33-47-37(40)29-27-25-23-21-12-10-8-6-4-2)34-50-53(45,46)49-32-35(39)31-48-52(42,43)44/h13-14,35-36,39H,3-12,15-34H2,1-2H3,(H,45,46)(H2,42,43,44)/b14-13-/t35-,36+/m0/s1	PMUPVYAUTRZEST-GOYNUWLKSA-N	800.4604664			MMDBc0045959
BASm0032749	PGP(12:0/22:0)	PGP(12:0/22:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/22:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C40H80O13P2	InChI=1S/C40H80O13P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-24-26-28-30-32-40(43)53-38(35-49-39(42)31-29-27-25-23-12-10-8-6-4-2)36-52-55(47,48)51-34-37(41)33-50-54(44,45)46/h37-38,41H,3-36H2,1-2H3,(H,47,48)(H2,44,45,46)/t37-,38+/m0/s1	KTLGQRLXKFEKHP-QPPIDDCLSA-N	830.5074166			MMDBc0045960
BASm0032750	PGP(12:0/22:1(11Z))	PGP(12:0/22:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/22:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C40H78O13P2	InChI=1S/C40H78O13P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-24-26-28-30-32-40(43)53-38(35-49-39(42)31-29-27-25-23-12-10-8-6-4-2)36-52-55(47,48)51-34-37(41)33-50-54(44,45)46/h17-18,37-38,41H,3-16,19-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b18-17-/t37-,38+/m0/s1	WPLDAGLZGJDRCN-HGWHEPCSSA-N	828.4917666			MMDBc0045961
BASm0032751	PGP(12:0/22:1(9Z))	PGP(12:0/22:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/22:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C40H78O13P2	InChI=1S/C40H78O13P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-24-26-28-30-32-40(43)53-38(35-49-39(42)31-29-27-25-23-12-10-8-6-4-2)36-52-55(47,48)51-34-37(41)33-50-54(44,45)46/h19-20,37-38,41H,3-18,21-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b20-19-/t37-,38+/m0/s1	MKJSEHJUGXGHKC-GRNQRAIESA-N	828.4917666			MMDBc0045962
BASm0032752	PGP(12:0/23:1(11Z))	PGP(12:0/23:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/23:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C41H80O13P2	InChI=1S/C41H80O13P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-33-41(44)54-39(36-50-40(43)32-30-28-26-24-12-10-8-6-4-2)37-53-56(48,49)52-35-38(42)34-51-55(45,46)47/h18-19,38-39,42H,3-17,20-37H2,1-2H3,(H,48,49)(H2,45,46,47)/b19-18-/t38-,39+/m0/s1	LXUXCAUXDFSTRX-GQXGIJAMSA-N	842.5074166			MMDBc0045963
BASm0032753	PGP(12:0/23:1(9Z))	PGP(12:0/23:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/23:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C41H80O13P2	InChI=1S/C41H80O13P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-33-41(44)54-39(36-50-40(43)32-30-28-26-24-12-10-8-6-4-2)37-53-56(48,49)52-35-38(42)34-51-55(45,46)47/h20-21,38-39,42H,3-19,22-37H2,1-2H3,(H,48,49)(H2,45,46,47)/b21-20-/t38-,39+/m0/s1	OBUUDMCKHSLKMV-JUBQLIOKSA-N	842.5074166			MMDBc0045964
BASm0032754	PGP(12:0/24:0)	PGP(12:0/24:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/24:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C42H84O13P2	InChI=1S/C42H84O13P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-42(45)55-40(37-51-41(44)33-31-29-27-25-12-10-8-6-4-2)38-54-57(49,50)53-36-39(43)35-52-56(46,47)48/h39-40,43H,3-38H2,1-2H3,(H,49,50)(H2,46,47,48)/t39-,40+/m0/s1	WJTPGVUISSYQIU-IOLBBIBUSA-N	858.5387168			MMDBc0045965
BASm0032755	PGP(12:0/24:1(11Z))	PGP(12:0/24:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/24:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C42H82O13P2	InChI=1S/C42H82O13P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-42(45)55-40(37-51-41(44)33-31-29-27-25-12-10-8-6-4-2)38-54-57(49,50)53-36-39(43)35-52-56(46,47)48/h19-20,39-40,43H,3-18,21-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b20-19-/t39-,40+/m0/s1	LOHRBTPRYWMVJF-YLYHLXCMSA-N	856.5230667			MMDBc0045966
BASm0032756	PGP(12:0/24:1(9Z))	PGP(12:0/24:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/24:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C42H82O13P2	InChI=1S/C42H82O13P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-42(45)55-40(37-51-41(44)33-31-29-27-25-12-10-8-6-4-2)38-54-57(49,50)53-36-39(43)35-52-56(46,47)48/h21-22,39-40,43H,3-20,23-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b22-21-/t39-,40+/m0/s1	NKMPGPIKMRHXPC-WNONRILXSA-N	856.5230667			MMDBc0045967
BASm0032757	PGP(12:0/26:0)	PGP(12:0/26:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/26:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C44H88O13P2	InChI=1S/C44H88O13P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-44(47)57-42(39-53-43(46)35-33-31-29-27-12-10-8-6-4-2)40-56-59(51,52)55-38-41(45)37-54-58(48,49)50/h41-42,45H,3-40H2,1-2H3,(H,51,52)(H2,48,49,50)/t41-,42+/m0/s1	LHGMWECZCMRKRD-ACEXITHZSA-N	886.5700169			MMDBc0045968
BASm0032758	PGP(12:0/26:1(11Z))	PGP(12:0/26:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/26:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C44H86O13P2	InChI=1S/C44H86O13P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-44(47)57-42(39-53-43(46)35-33-31-29-27-12-10-8-6-4-2)40-56-59(51,52)55-38-41(45)37-54-58(48,49)50/h20-21,41-42,45H,3-19,22-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b21-20-/t41-,42+/m0/s1	VLZJAMNJLBFEQI-NYQIJGKYSA-N	884.5543668			MMDBc0045969
BASm0032759	PGP(12:0/26:1(9Z))	PGP(12:0/26:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/26:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C45H88O13P2	InChI=1S/C45H88O13P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-45(48)58-43(40-54-44(47)36-34-32-30-28-12-10-8-6-4-2)41-57-60(52,53)56-39-42(46)38-55-59(49,50)51/h23-24,42-43,46H,3-22,25-41H2,1-2H3,(H,52,53)(H2,49,50,51)/b24-23-/t42-,43+/m0/s1	OOSAXBPGIWSGIW-CIUPIQRKSA-N	898.5700169			MMDBc0045970
BASm0032760	PGP(12:0/28:0)	PGP(12:0/28:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/28:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C46H92O13P2	InChI=1S/C46H92O13P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-46(49)59-44(41-55-45(48)37-35-33-31-29-12-10-8-6-4-2)42-58-61(53,54)57-40-43(47)39-56-60(50,51)52/h43-44,47H,3-42H2,1-2H3,(H,53,54)(H2,50,51,52)/t43-,44+/m0/s1	VTHXUUIZCLJCHM-JCGOJSMZSA-N	914.601317			MMDBc0045971
BASm0032761	PGP(12:0/28:1(11Z))	PGP(12:0/28:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/28:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C46H90O13P2	InChI=1S/C46H90O13P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-46(49)59-44(41-55-45(48)37-35-33-31-29-12-10-8-6-4-2)42-58-61(53,54)57-40-43(47)39-56-60(50,51)52/h22-23,43-44,47H,3-21,24-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b23-22-/t43-,44+/m0/s1	SJPKNIYHEAGEPD-QTEALCMPSA-N	912.585667			MMDBc0045972
BASm0032762	PGP(12:0/28:1(9Z))	PGP(12:0/28:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/28:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C46H90O13P2	InChI=1S/C46H90O13P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-46(49)59-44(41-55-45(48)37-35-33-31-29-12-10-8-6-4-2)42-58-61(53,54)57-40-43(47)39-56-60(50,51)52/h24-25,43-44,47H,3-23,26-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b25-24-/t43-,44+/m0/s1	FTSYFRJNHPVFRQ-XXTCOTIQSA-N	912.585667			MMDBc0045973
BASm0032763	PGP(12:0/30:0)	PGP(12:0/30:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/30:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C48H96O13P2	InChI=1S/C48H96O13P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-48(51)61-46(43-57-47(50)39-37-35-33-31-12-10-8-6-4-2)44-60-63(55,56)59-42-45(49)41-58-62(52,53)54/h45-46,49H,3-44H2,1-2H3,(H,55,56)(H2,52,53,54)/t45-,46+/m0/s1	HTZZSTRAEWWNNO-CRCOQUFZSA-N	942.6326171			MMDBc0045974
BASm0032764	PGP(14:0/15:0)	PGP(14:0/15:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/15:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C35H70O13P2	InChI=1S/C35H70O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(38)48-33(31-47-50(42,43)46-29-32(36)28-45-49(39,40)41)30-44-34(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h32-33,36H,3-31H2,1-2H3,(H,42,43)(H2,39,40,41)/t32-,33+/m0/s1	AFELGWJPAMKACC-JHOUSYSJSA-N	760.4291663			MMDBc0045975
BASm0032765	PGP(14:0/16:1(11Z))	PGP(14:0/16:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/16:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C36H70O13P2	InChI=1S/C36H70O13P2/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-36(39)49-34(32-48-51(43,44)47-30-33(37)29-46-50(40,41)42)31-45-35(38)27-25-23-21-19-17-14-12-10-8-6-4-2/h9,11,33-34,37H,3-8,10,12-32H2,1-2H3,(H,43,44)(H2,40,41,42)/b11-9-/t33-,34+/m0/s1	UJSBJOMIMWTSPO-DUBLSGDASA-N	772.4291663			MMDBc0045976
BASm0032766	PGP(14:0/18:0)	PGP(14:0/18:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/18:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C38H76O13P2	InChI=1S/C38H76O13P2/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-38(41)51-36(34-50-53(45,46)49-32-35(39)31-48-52(42,43)44)33-47-37(40)29-27-25-23-21-19-14-12-10-8-6-4-2/h35-36,39H,3-34H2,1-2H3,(H,45,46)(H2,42,43,44)/t35-,36+/m0/s1	LZBUUGMJXQQTDF-MPQUPPDSSA-N	802.4761165			MMDBc0045977
BASm0032767	PGP(14:0/20:0)	PGP(14:0/20:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/20:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C40H80O13P2	InChI=1S/C40H80O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-40(43)53-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)35-49-39(42)31-29-27-25-23-21-14-12-10-8-6-4-2/h37-38,41H,3-36H2,1-2H3,(H,47,48)(H2,44,45,46)/t37-,38+/m0/s1	YDPQYBUDCHPFIG-QPPIDDCLSA-N	830.5074166			MMDBc0045978
BASm0032768	PGP(14:0/20:1(11Z))	PGP(14:0/20:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/20:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C40H78O13P2	InChI=1S/C40H78O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-40(43)53-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)35-49-39(42)31-29-27-25-23-21-14-12-10-8-6-4-2/h16-17,37-38,41H,3-15,18-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b17-16-/t37-,38+/m0/s1	IOGUHLCZUUDMFC-MZANBATFSA-N	828.4917666			MMDBc0045979
BASm0032769	PGP(14:0/20:1(13Z))	PGP(14:0/20:1(13Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/20:1(13Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C40H78O13P2	InChI=1S/C40H78O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-40(43)53-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)35-49-39(42)31-29-27-25-23-21-14-12-10-8-6-4-2/h13,15,37-38,41H,3-12,14,16-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b15-13-/t37-,38+/m0/s1	ZBBNMGHIIGHMLE-GPJPVTGXSA-N	828.4917666			MMDBc0045980
BASm0032770	PGP(14:0/22:0)	PGP(14:0/22:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/22:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C42H84O13P2	InChI=1S/C42H84O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-42(45)55-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)37-51-41(44)33-31-29-27-25-23-14-12-10-8-6-4-2/h39-40,43H,3-38H2,1-2H3,(H,49,50)(H2,46,47,48)/t39-,40+/m0/s1	RCIRCKQPFHSWBZ-IOLBBIBUSA-N	858.5387168			MMDBc0045981
BASm0032771	PGP(14:0/22:1(11Z))	PGP(14:0/22:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/22:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C42H82O13P2	InChI=1S/C42H82O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-42(45)55-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)37-51-41(44)33-31-29-27-25-23-14-12-10-8-6-4-2/h18-19,39-40,43H,3-17,20-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b19-18-/t39-,40+/m0/s1	KGGFWPYEEFWEKW-WVKSVTGJSA-N	856.5230667			MMDBc0045982
BASm0032772	PGP(14:0/22:1(9Z))	PGP(14:0/22:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/22:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C42H82O13P2	InChI=1S/C42H82O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-42(45)55-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)37-51-41(44)33-31-29-27-25-23-14-12-10-8-6-4-2/h20-21,39-40,43H,3-19,22-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b21-20-/t39-,40+/m0/s1	MAESIGQRZBZJMZ-RVPJYPCXSA-N	856.5230667			MMDBc0045983
BASm0032773	PGP(14:0/24:0)	PGP(14:0/24:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/24:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C44H88O13P2	InChI=1S/C44H88O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-14-12-10-8-6-4-2/h41-42,45H,3-40H2,1-2H3,(H,51,52)(H2,48,49,50)/t41-,42+/m0/s1	NTCHIRXSQFJIRO-ACEXITHZSA-N	886.5700169			MMDBc0045984
BASm0032774	PGP(14:0/24:1(11Z))	PGP(14:0/24:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/24:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C44H86O13P2	InChI=1S/C44H86O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-14-12-10-8-6-4-2/h20-21,41-42,45H,3-19,22-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b21-20-/t41-,42+/m0/s1	RCJIOZKXPSYJSM-NYQIJGKYSA-N	884.5543668			MMDBc0045985
BASm0032775	PGP(14:0/24:1(9Z))	PGP(14:0/24:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/24:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C44H86O13P2	InChI=1S/C44H86O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-14-12-10-8-6-4-2/h22-23,41-42,45H,3-21,24-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b23-22-/t41-,42+/m0/s1	WELKODBVRUBNRL-GCHTUNBASA-N	884.5543668			MMDBc0045986
BASm0032776	PGP(14:0/26:0)	PGP(14:0/26:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/26:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C46H92O13P2	InChI=1S/C46H92O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-14-12-10-8-6-4-2/h43-44,47H,3-42H2,1-2H3,(H,53,54)(H2,50,51,52)/t43-,44+/m0/s1	LWKDPPIDMHQUCL-JCGOJSMZSA-N	914.601317			MMDBc0045987
BASm0032777	PGP(14:0/26:1(11Z))	PGP(14:0/26:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/26:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C46H90O13P2	InChI=1S/C46H90O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-14-12-10-8-6-4-2/h21-22,43-44,47H,3-20,23-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b22-21-/t43-,44+/m0/s1	SQVKHLNVUGZNMX-NNXZWGAYSA-N	912.585667			MMDBc0045988
BASm0032778	PGP(14:0/26:1(9Z))	PGP(14:0/26:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/26:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C47H92O13P2	InChI=1S/C47H92O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-47(50)60-45(43-59-62(54,55)58-41-44(48)40-57-61(51,52)53)42-56-46(49)38-36-34-32-30-28-14-12-10-8-6-4-2/h24-25,44-45,48H,3-23,26-43H2,1-2H3,(H,54,55)(H2,51,52,53)/b25-24-/t44-,45+/m0/s1	SNXWHEHZWQTHSX-NFALVZPNSA-N	926.601317			MMDBc0045989
BASm0032779	PGP(14:0/28:0)	PGP(14:0/28:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/28:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C48H96O13P2	InChI=1S/C48H96O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-14-12-10-8-6-4-2/h45-46,49H,3-44H2,1-2H3,(H,55,56)(H2,52,53,54)/t45-,46+/m0/s1	IIBQCTPCSADYBG-CRCOQUFZSA-N	942.6326171			MMDBc0045990
BASm0032780	PGP(14:0/28:1(11Z))	PGP(14:0/28:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/28:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C48H94O13P2	InChI=1S/C48H94O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-14-12-10-8-6-4-2/h23-24,45-46,49H,3-22,25-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b24-23-/t45-,46+/m0/s1	USSYMXQPJQXRFX-LYRKGGFGSA-N	940.6169671			MMDBc0045991
BASm0032781	PGP(14:0/28:1(9Z))	PGP(14:0/28:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/28:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C48H94O13P2	InChI=1S/C48H94O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-14-12-10-8-6-4-2/h25-26,45-46,49H,3-24,27-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b26-25-/t45-,46+/m0/s1	GZJWGISEPNLDMR-MHWWKZKYSA-N	940.6169671			MMDBc0045992
BASm0032782	PGP(14:0/30:0)	PGP(14:0/30:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/30:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C50H100O13P2	InChI=1S/C50H100O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-14-12-10-8-6-4-2/h47-48,51H,3-46H2,1-2H3,(H,57,58)(H2,54,55,56)/t47-,48+/m0/s1	WBMOUTOXJDFWNZ-JYHRMSDVSA-N	970.6639173			MMDBc0045993
BASm0032783	PGP(14:1(11Z)/16:0)	PGP(14:1(11Z)/16:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(11Z)/16:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC	C36H70O13P2	InChI=1S/C36H70O13P2/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-36(39)49-34(32-48-51(43,44)47-30-33(37)29-46-50(40,41)42)31-45-35(38)27-25-23-21-19-17-14-12-10-8-6-4-2/h6,8,33-34,37H,3-5,7,9-32H2,1-2H3,(H,43,44)(H2,40,41,42)/b8-6-/t33-,34+/m0/s1	PAGLZDDMWYWSIO-QACKQQOISA-N	772.4291663			MMDBc0045994
BASm0032784	PGP(14:1(11Z)/16:1(11Z))	PGP(14:1(11Z)/16:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(11Z)/16:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C36H68O13P2	InChI=1S/C36H68O13P2/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-36(39)49-34(32-48-51(43,44)47-30-33(37)29-46-50(40,41)42)31-45-35(38)27-25-23-21-19-17-14-12-10-8-6-4-2/h6,8-9,11,33-34,37H,3-5,7,10,12-32H2,1-2H3,(H,43,44)(H2,40,41,42)/b8-6-,11-9-/t33-,34+/m0/s1	WXDXBUKJEQSGDW-WNDRBOOFSA-N	770.4135162			MMDBc0045995
BASm0032785	PGP(14:1(11Z)/16:1(9Z))	PGP(14:1(11Z)/16:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C36H68O13P2	InChI=1S/C36H68O13P2/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-36(39)49-34(32-48-51(43,44)47-30-33(37)29-46-50(40,41)42)31-45-35(38)27-25-23-21-19-17-14-12-10-8-6-4-2/h6,8,13,15,33-34,37H,3-5,7,9-12,14,16-32H2,1-2H3,(H,43,44)(H2,40,41,42)/b8-6-,15-13-/t33-,34+/m0/s1	IVZMXGNHKHONFS-GBWVQEKFSA-N	770.4135162			MMDBc0045996
BASm0032786	PGP(14:1(11Z)/18:0)	PGP(14:1(11Z)/18:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(11Z)/18:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC	C38H74O13P2	InChI=1S/C38H74O13P2/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-38(41)51-36(34-50-53(45,46)49-32-35(39)31-48-52(42,43)44)33-47-37(40)29-27-25-23-21-19-14-12-10-8-6-4-2/h6,8,35-36,39H,3-5,7,9-34H2,1-2H3,(H,45,46)(H2,42,43,44)/b8-6-/t35-,36+/m0/s1	KLCPXZLXOYCLDZ-PVBLAOQRSA-N	800.4604664			MMDBc0045997
BASm0032787	PGP(14:1(11Z)/18:1(11Z))	PGP(14:1(11Z)/18:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(11Z)/18:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C38H72O13P2	InChI=1S/C38H72O13P2/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-38(41)51-36(34-50-53(45,46)49-32-35(39)31-48-52(42,43)44)33-47-37(40)29-27-25-23-21-19-14-12-10-8-6-4-2/h6,8,13,15,35-36,39H,3-5,7,9-12,14,16-34H2,1-2H3,(H,45,46)(H2,42,43,44)/b8-6-,15-13-/t35-,36+/m0/s1	ANLMBRFYQDSFTF-VZVPBWQXSA-N	798.4448164			MMDBc0045998
BASm0032788	PGP(14:1(11Z)/18:1(9Z))	PGP(14:1(11Z)/18:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C38H72O13P2	InChI=1S/C38H72O13P2/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-38(41)51-36(34-50-53(45,46)49-32-35(39)31-48-52(42,43)44)33-47-37(40)29-27-25-23-21-19-14-12-10-8-6-4-2/h6,8,16-17,35-36,39H,3-5,7,9-15,18-34H2,1-2H3,(H,45,46)(H2,42,43,44)/b8-6-,17-16-/t35-,36+/m0/s1	HTJFSIVRMAPSHX-WKPQWOHKSA-N	798.4448164			MMDBc0045999
BASm0032789	PGP(14:1(11Z)/20:0)	PGP(14:1(11Z)/20:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(11Z)/20:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCC	C40H78O13P2	InChI=1S/C40H78O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-40(43)53-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)35-49-39(42)31-29-27-25-23-21-14-12-10-8-6-4-2/h6,8,37-38,41H,3-5,7,9-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b8-6-/t37-,38+/m0/s1	BHKPHANWOIDHEF-OCKKZYCISA-N	828.4917666			MMDBc0046000
BASm0032790	PGP(14:1(11Z)/20:1(11Z))	PGP(14:1(11Z)/20:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C40H76O13P2	InChI=1S/C40H76O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-40(43)53-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)35-49-39(42)31-29-27-25-23-21-14-12-10-8-6-4-2/h6,8,16-17,37-38,41H,3-5,7,9-15,18-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b8-6-,17-16-/t37-,38+/m0/s1	GMIXKTDIDREUCC-KCGFRXIKSA-N	826.4761165			MMDBc0046001
BASm0032791	PGP(14:1(11Z)/20:1(13Z))	PGP(14:1(11Z)/20:1(13Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C40H76O13P2	InChI=1S/C40H76O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-40(43)53-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)35-49-39(42)31-29-27-25-23-21-14-12-10-8-6-4-2/h6,8,13,15,37-38,41H,3-5,7,9-12,14,16-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b8-6-,15-13-/t37-,38+/m0/s1	JIZMAFHYFYSUGS-BIARWYACSA-N	826.4761165			MMDBc0046002
BASm0032792	PGP(14:1(11Z)/22:0)	PGP(14:1(11Z)/22:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(11Z)/22:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C42H82O13P2	InChI=1S/C42H82O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-42(45)55-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)37-51-41(44)33-31-29-27-25-23-14-12-10-8-6-4-2/h6,8,39-40,43H,3-5,7,9-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b8-6-/t39-,40+/m0/s1	KIZQVQVMOPLQJA-ZDVKYXFDSA-N	856.5230667			MMDBc0046003
BASm0032793	PGP(14:1(11Z)/22:1(11Z))	PGP(14:1(11Z)/22:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(11Z)/22:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C42H80O13P2	InChI=1S/C42H80O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-42(45)55-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)37-51-41(44)33-31-29-27-25-23-14-12-10-8-6-4-2/h6,8,18-19,39-40,43H,3-5,7,9-17,20-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b8-6-,19-18-/t39-,40+/m0/s1	OCKLPOYUQHDOFI-LQGWNDHBSA-N	854.5074166			MMDBc0046004
BASm0032794	PGP(14:1(11Z)/22:1(9Z))	PGP(14:1(11Z)/22:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(11Z)/22:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C42H80O13P2	InChI=1S/C42H80O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-42(45)55-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)37-51-41(44)33-31-29-27-25-23-14-12-10-8-6-4-2/h6,8,20-21,39-40,43H,3-5,7,9-19,22-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b8-6-,21-20-/t39-,40+/m0/s1	PDRQVQIOSSCSPI-APHFSFPMSA-N	854.5074166			MMDBc0046005
BASm0032795	PGP(14:1(11Z)/24:0)	PGP(14:1(11Z)/24:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(11Z)/24:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C44H86O13P2	InChI=1S/C44H86O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-14-12-10-8-6-4-2/h6,8,41-42,45H,3-5,7,9-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b8-6-/t41-,42+/m0/s1	YDAMWBYFFJZUDW-NEPXQBCGSA-N	884.5543668			MMDBc0046006
BASm0032796	PGP(14:1(11Z)/24:1(11Z))	PGP(14:1(11Z)/24:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(11Z)/24:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C44H84O13P2	InChI=1S/C44H84O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-14-12-10-8-6-4-2/h6,8,20-21,41-42,45H,3-5,7,9-19,22-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b8-6-,21-20-/t41-,42+/m0/s1	MTNCHRXLFDVFSX-DJYCQGKXSA-N	882.5387168			MMDBc0046007
BASm0032797	PGP(14:1(11Z)/24:1(9Z))	PGP(14:1(11Z)/24:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C44H84O13P2	InChI=1S/C44H84O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-14-12-10-8-6-4-2/h6,8,22-23,41-42,45H,3-5,7,9-21,24-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b8-6-,23-22-/t41-,42+/m0/s1	DERVSUQSIBVEQJ-RHEGNBNUSA-N	882.5387168			MMDBc0046008
BASm0032798	PGP(14:1(11Z)/26:0)	PGP(14:1(11Z)/26:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(11Z)/26:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C46H90O13P2	InChI=1S/C46H90O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-14-12-10-8-6-4-2/h6,8,43-44,47H,3-5,7,9-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b8-6-/t43-,44+/m0/s1	XRLYJOWUZGUENG-LYUMVVRLSA-N	912.585667			MMDBc0046009
BASm0032799	PGP(14:1(11Z)/26:1(11Z))	PGP(14:1(11Z)/26:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(11Z)/26:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C46H88O13P2	InChI=1S/C46H88O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-14-12-10-8-6-4-2/h6,8,21-22,43-44,47H,3-5,7,9-20,23-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b8-6-,22-21-/t43-,44+/m0/s1	CIKHFGYQXIWNHR-DYDOPQIUSA-N	910.5700169			MMDBc0046010
BASm0032800	PGP(14:1(11Z)/26:1(9Z))	PGP(14:1(11Z)/26:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(11Z)/26:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C47H90O13P2	InChI=1S/C47H90O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-47(50)60-45(43-59-62(54,55)58-41-44(48)40-57-61(51,52)53)42-56-46(49)38-36-34-32-30-28-14-12-10-8-6-4-2/h6,8,24-25,44-45,48H,3-5,7,9-23,26-43H2,1-2H3,(H,54,55)(H2,51,52,53)/b8-6-,25-24-/t44-,45+/m0/s1	NTIGDSYHOWJMNR-KVZPAQMGSA-N	924.585667			MMDBc0046011
BASm0032801	PGP(14:1(11Z)/28:0)	PGP(14:1(11Z)/28:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(11Z)/28:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C48H94O13P2	InChI=1S/C48H94O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-14-12-10-8-6-4-2/h6,8,45-46,49H,3-5,7,9-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b8-6-/t45-,46+/m0/s1	JSHIQYVEIMYAOO-CIRFVJAQSA-N	940.6169671			MMDBc0046012
BASm0032802	PGP(14:1(11Z)/28:1(11Z))	PGP(14:1(11Z)/28:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(11Z)/28:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C48H92O13P2	InChI=1S/C48H92O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-14-12-10-8-6-4-2/h6,8,23-24,45-46,49H,3-5,7,9-22,25-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b8-6-,24-23-/t45-,46+/m0/s1	ORDOFQGVRZFKTJ-JDTLPSGWSA-N	938.601317			MMDBc0046013
BASm0032803	PGP(14:1(11Z)/28:1(9Z))	PGP(14:1(11Z)/28:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(11Z)/28:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C48H92O13P2	InChI=1S/C48H92O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-14-12-10-8-6-4-2/h6,8,25-26,45-46,49H,3-5,7,9-24,27-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b8-6-,26-25-/t45-,46+/m0/s1	LENODWJOPJCHAF-JAEAMBKRSA-N	938.601317			MMDBc0046014
BASm0032804	PGP(14:1(11Z)/30:0)	PGP(14:1(11Z)/30:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(11Z)/30:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C50H98O13P2	InChI=1S/C50H98O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-14-12-10-8-6-4-2/h6,8,47-48,51H,3-5,7,9-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b8-6-/t47-,48+/m0/s1	OONCNKOVJDMRGV-OUNWFJJZSA-N	968.6482672			MMDBc0046015
BASm0032805	PGP(14:1(9Z)/16:0)	PGP(14:1(9Z)/16:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(9Z)/16:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C36H70O13P2	InChI=1S/C36H70O13P2/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-36(39)49-34(32-48-51(43,44)47-30-33(37)29-46-50(40,41)42)31-45-35(38)27-25-23-21-19-17-14-12-10-8-6-4-2/h10,12,33-34,37H,3-9,11,13-32H2,1-2H3,(H,43,44)(H2,40,41,42)/b12-10-/t33-,34+/m0/s1	QOWFWDSWVSJLDM-HRACJRRMSA-N	772.4291663			MMDBc0046016
BASm0032806	PGP(14:1(9Z)/16:1(11Z))	PGP(14:1(9Z)/16:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C36H68O13P2	InChI=1S/C36H68O13P2/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-36(39)49-34(32-48-51(43,44)47-30-33(37)29-46-50(40,41)42)31-45-35(38)27-25-23-21-19-17-14-12-10-8-6-4-2/h9-12,33-34,37H,3-8,13-32H2,1-2H3,(H,43,44)(H2,40,41,42)/b11-9-,12-10-/t33-,34+/m0/s1	IIMPGFONGGKPCP-AKUVJSLYSA-N	770.4135162			MMDBc0046017
BASm0032807	PGP(14:1(9Z)/16:1(9Z))	PGP(14:1(9Z)/16:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(9Z)/16:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C36H68O13P2	InChI=1S/C36H68O13P2/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-36(39)49-34(32-48-51(43,44)47-30-33(37)29-46-50(40,41)42)31-45-35(38)27-25-23-21-19-17-14-12-10-8-6-4-2/h10,12-13,15,33-34,37H,3-9,11,14,16-32H2,1-2H3,(H,43,44)(H2,40,41,42)/b12-10-,15-13-/t33-,34+/m0/s1	MINCLCZDAVSPPP-FKGBCGSASA-N	770.4135162			MMDBc0046018
BASm0032808	PGP(14:1(9Z)/18:0)	PGP(14:1(9Z)/18:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(9Z)/18:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C38H74O13P2	InChI=1S/C38H74O13P2/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-38(41)51-36(34-50-53(45,46)49-32-35(39)31-48-52(42,43)44)33-47-37(40)29-27-25-23-21-19-14-12-10-8-6-4-2/h10,12,35-36,39H,3-9,11,13-34H2,1-2H3,(H,45,46)(H2,42,43,44)/b12-10-/t35-,36+/m0/s1	KQXIPCCWCYNITF-PTINEBJGSA-N	800.4604664			MMDBc0046019
BASm0032809	PGP(14:1(9Z)/18:1(11Z))	PGP(14:1(9Z)/18:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C38H72O13P2	InChI=1S/C38H72O13P2/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-38(41)51-36(34-50-53(45,46)49-32-35(39)31-48-52(42,43)44)33-47-37(40)29-27-25-23-21-19-14-12-10-8-6-4-2/h10,12-13,15,35-36,39H,3-9,11,14,16-34H2,1-2H3,(H,45,46)(H2,42,43,44)/b12-10-,15-13-/t35-,36+/m0/s1	KILRBNMRHQEKRE-SENLQETESA-N	798.4448164			MMDBc0046020
BASm0032810	PGP(14:1(9Z)/18:1(9Z))	PGP(14:1(9Z)/18:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C38H72O13P2	InChI=1S/C38H72O13P2/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-38(41)51-36(34-50-53(45,46)49-32-35(39)31-48-52(42,43)44)33-47-37(40)29-27-25-23-21-19-14-12-10-8-6-4-2/h10,12,16-17,35-36,39H,3-9,11,13-15,18-34H2,1-2H3,(H,45,46)(H2,42,43,44)/b12-10-,17-16-/t35-,36+/m0/s1	GNFBFMGEQMGCSN-AGMUOFSNSA-N	798.4448164			MMDBc0046021
BASm0032811	PGP(14:1(9Z)/20:0)	PGP(14:1(9Z)/20:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(9Z)/20:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C40H78O13P2	InChI=1S/C40H78O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-40(43)53-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)35-49-39(42)31-29-27-25-23-21-14-12-10-8-6-4-2/h10,12,37-38,41H,3-9,11,13-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b12-10-/t37-,38+/m0/s1	VYBFBSCRSCJESS-DETHTZBZSA-N	828.4917666			MMDBc0046022
BASm0032812	PGP(14:1(9Z)/20:1(11Z))	PGP(14:1(9Z)/20:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C40H76O13P2	InChI=1S/C40H76O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-40(43)53-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)35-49-39(42)31-29-27-25-23-21-14-12-10-8-6-4-2/h10,12,16-17,37-38,41H,3-9,11,13-15,18-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b12-10-,17-16-/t37-,38+/m0/s1	CRJZIXNZXKMZBY-MIBJEXJCSA-N	826.4761165			MMDBc0046023
BASm0032813	PGP(14:1(9Z)/20:1(13Z))	PGP(14:1(9Z)/20:1(13Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C40H76O13P2	InChI=1S/C40H76O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-40(43)53-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)35-49-39(42)31-29-27-25-23-21-14-12-10-8-6-4-2/h10,12-13,15,37-38,41H,3-9,11,14,16-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b12-10-,15-13-/t37-,38+/m0/s1	VCSQNGREWIGHNT-GUVOHHCRSA-N	826.4761165			MMDBc0046024
BASm0032814	PGP(14:1(9Z)/22:0)	PGP(14:1(9Z)/22:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(9Z)/22:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C42H82O13P2	InChI=1S/C42H82O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-42(45)55-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)37-51-41(44)33-31-29-27-25-23-14-12-10-8-6-4-2/h10,12,39-40,43H,3-9,11,13-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b12-10-/t39-,40+/m0/s1	BOCRIDVQSHZQIR-IQTDMNHTSA-N	856.5230667			MMDBc0046025
BASm0032815	PGP(14:1(9Z)/22:1(11Z))	PGP(14:1(9Z)/22:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(9Z)/22:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C42H80O13P2	InChI=1S/C42H80O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-42(45)55-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)37-51-41(44)33-31-29-27-25-23-14-12-10-8-6-4-2/h10,12,18-19,39-40,43H,3-9,11,13-17,20-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b12-10-,19-18-/t39-,40+/m0/s1	JQCDJKNBJZTSKF-DZBISSLWSA-N	854.5074166			MMDBc0046026
BASm0032816	PGP(14:1(9Z)/22:1(9Z))	PGP(14:1(9Z)/22:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(9Z)/22:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C42H80O13P2	InChI=1S/C42H80O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-42(45)55-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)37-51-41(44)33-31-29-27-25-23-14-12-10-8-6-4-2/h10,12,20-21,39-40,43H,3-9,11,13-19,22-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b12-10-,21-20-/t39-,40+/m0/s1	VRBLCXLFQXMKGU-PAELZDPWSA-N	854.5074166			MMDBc0046027
BASm0032817	PGP(14:1(9Z)/24:0)	PGP(14:1(9Z)/24:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(9Z)/24:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C44H86O13P2	InChI=1S/C44H86O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-14-12-10-8-6-4-2/h10,12,41-42,45H,3-9,11,13-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b12-10-/t41-,42+/m0/s1	GBEHDNKTESYULU-GCGFNATCSA-N	884.5543668			MMDBc0046028
BASm0032818	PGP(14:1(9Z)/24:1(11Z))	PGP(14:1(9Z)/24:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C44H84O13P2	InChI=1S/C44H84O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-14-12-10-8-6-4-2/h10,12,20-21,41-42,45H,3-9,11,13-19,22-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b12-10-,21-20-/t41-,42+/m0/s1	WDJSKMSTUVTSET-BFEGECKYSA-N	882.5387168			MMDBc0046029
BASm0032819	PGP(14:1(9Z)/24:1(9Z))	PGP(14:1(9Z)/24:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(9Z)/24:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C44H84O13P2	InChI=1S/C44H84O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-14-12-10-8-6-4-2/h10,12,22-23,41-42,45H,3-9,11,13-21,24-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b12-10-,23-22-/t41-,42+/m0/s1	UZIRAGBMPWBUJF-ULIZFHSOSA-N	882.5387168			MMDBc0046030
BASm0032820	PGP(14:1(9Z)/26:0)	PGP(14:1(9Z)/26:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(9Z)/26:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C46H90O13P2	InChI=1S/C46H90O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-14-12-10-8-6-4-2/h10,12,43-44,47H,3-9,11,13-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b12-10-/t43-,44+/m0/s1	GKOAJSFOTUROFY-HRZDLXMZSA-N	912.585667			MMDBc0046031
BASm0032821	PGP(14:1(9Z)/26:1(11Z))	PGP(14:1(9Z)/26:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(9Z)/26:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C46H88O13P2	InChI=1S/C46H88O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-14-12-10-8-6-4-2/h10,12,21-22,43-44,47H,3-9,11,13-20,23-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b12-10-,22-21-/t43-,44+/m0/s1	QNRCUIZNICQMFY-JTBIMROGSA-N	910.5700169			MMDBc0046032
BASm0032822	PGP(14:1(9Z)/26:1(9Z))	PGP(14:1(9Z)/26:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(9Z)/26:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C47H90O13P2	InChI=1S/C47H90O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-47(50)60-45(43-59-62(54,55)58-41-44(48)40-57-61(51,52)53)42-56-46(49)38-36-34-32-30-28-14-12-10-8-6-4-2/h10,12,24-25,44-45,48H,3-9,11,13-23,26-43H2,1-2H3,(H,54,55)(H2,51,52,53)/b12-10-,25-24-/t44-,45+/m0/s1	YSAGYKZNNUFGCW-YEQRYHCYSA-N	924.585667			MMDBc0046033
BASm0032823	PGP(14:1(9Z)/28:0)	PGP(14:1(9Z)/28:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(9Z)/28:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C48H94O13P2	InChI=1S/C48H94O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-14-12-10-8-6-4-2/h10,12,45-46,49H,3-9,11,13-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b12-10-/t45-,46+/m0/s1	SNWHZMFIGDMPJV-IOVCXDDOSA-N	940.6169671			MMDBc0046034
BASm0032824	PGP(14:1(9Z)/28:1(11Z))	PGP(14:1(9Z)/28:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(9Z)/28:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C48H92O13P2	InChI=1S/C48H92O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-14-12-10-8-6-4-2/h10,12,23-24,45-46,49H,3-9,11,13-22,25-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b12-10-,24-23-/t45-,46+/m0/s1	IEYWVNXHGAEKGL-ILFBNDNUSA-N	938.601317			MMDBc0046035
BASm0032825	PGP(14:1(9Z)/28:1(9Z))	PGP(14:1(9Z)/28:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(9Z)/28:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C48H92O13P2	InChI=1S/C48H92O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-14-12-10-8-6-4-2/h10,12,25-26,45-46,49H,3-9,11,13-24,27-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b12-10-,26-25-/t45-,46+/m0/s1	WOKLPOSLDOHDIO-RPKCQCNQSA-N	938.601317			MMDBc0046036
BASm0032826	PGP(14:1(9Z)/30:0)	PGP(14:1(9Z)/30:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(9Z)/30:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C50H98O13P2	InChI=1S/C50H98O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-14-12-10-8-6-4-2/h10,12,47-48,51H,3-9,11,13-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b12-10-/t47-,48+/m0/s1	AFMNYMPJIBHQIQ-IEXAVDFFSA-N	968.6482672			MMDBc0046037
BASm0032827	PGP(15:0/15:0)	PGP(15:0/15:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/15:0), in particular, consists of two pentadecanoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C36H72O13P2	InChI=1S/C36H72O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(38)45-31-34(32-48-51(43,44)47-30-33(37)29-46-50(40,41)42)49-36(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33-34,37H,3-32H2,1-2H3,(H,43,44)(H2,40,41,42)/t33-,34+/m0/s1	HZRFQFNONLYQFV-SZAHLOSFSA-N	774.4448164			MMDBc0046038
BASm0032828	PGP(15:0/15:1(11Z))	PGP(15:0/15:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/15:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-pentadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C36H70O13P2	InChI=1S/C36H70O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(38)45-31-34(32-48-51(43,44)47-30-33(37)29-46-50(40,41)42)49-36(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8,10,33-34,37H,3-7,9,11-32H2,1-2H3,(H,43,44)(H2,40,41,42)/b10-8-/t33-,34+/m0/s1	JDAIFIYENOGUQM-BEXSSISOSA-N	772.4291663			MMDBc0046039
BASm0032829	PGP(15:0/15:1(9Z))	PGP(15:0/15:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/15:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C36H70O13P2	InChI=1S/C36H70O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(38)45-31-34(32-48-51(43,44)47-30-33(37)29-46-50(40,41)42)49-36(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,33-34,37H,3-11,13,15-32H2,1-2H3,(H,43,44)(H2,40,41,42)/b14-12-/t33-,34+/m0/s1	ATSDETXRXSFZOG-MSUPWLJTSA-N	772.4291663			MMDBc0046040
BASm0032830	PGP(15:0/16:0)	PGP(15:0/16:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/16:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C37H74O13P2	InChI=1S/C37H74O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(40)50-35(33-49-52(44,45)48-31-34(38)30-47-51(41,42)43)32-46-36(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h34-35,38H,3-33H2,1-2H3,(H,44,45)(H2,41,42,43)/t34-,35+/m0/s1	WVGOIEMNFNCJNM-OIDHKYIRSA-N	788.4604664			MMDBc0046041
BASm0032831	PGP(15:0/16:1(11Z))	PGP(15:0/16:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/16:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C37H72O13P2	InChI=1S/C37H72O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(40)50-35(33-49-52(44,45)48-31-34(38)30-47-51(41,42)43)32-46-36(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h9,11,34-35,38H,3-8,10,12-33H2,1-2H3,(H,44,45)(H2,41,42,43)/b11-9-/t34-,35+/m0/s1	GLHBJXAOQSALLN-LVFXTUPNSA-N	786.4448164			MMDBc0046042
BASm0032832	PGP(15:0/16:1(9Z))	PGP(15:0/16:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/16:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C37H72O13P2	InChI=1S/C37H72O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(40)50-35(33-49-52(44,45)48-31-34(38)30-47-51(41,42)43)32-46-36(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,34-35,38H,3-12,14,16-33H2,1-2H3,(H,44,45)(H2,41,42,43)/b15-13-/t34-,35+/m0/s1	AFZIOMKQJXWLHY-RLMMGFKESA-N	786.4448164			MMDBc0046043
BASm0032833	PGP(15:0/18:0)	PGP(15:0/18:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/18:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C39H78O13P2	InChI=1S/C39H78O13P2/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-39(42)52-37(35-51-54(46,47)50-33-36(40)32-49-53(43,44)45)34-48-38(41)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h36-37,40H,3-35H2,1-2H3,(H,46,47)(H2,43,44,45)/t36-,37+/m0/s1	AMSSKRFQTVWOPD-PQQNNWGCSA-N	816.4917666			MMDBc0046044
BASm0032834	PGP(15:0/18:1(11Z))	PGP(15:0/18:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/18:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C39H76O13P2	InChI=1S/C39H76O13P2/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-39(42)52-37(35-51-54(46,47)50-33-36(40)32-49-53(43,44)45)34-48-38(41)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h13,15,36-37,40H,3-12,14,16-35H2,1-2H3,(H,46,47)(H2,43,44,45)/b15-13-/t36-,37+/m0/s1	JDVUOIHVAZVYDT-JCEBCMBFSA-N	814.4761165			MMDBc0046045
BASm0032835	PGP(15:0/18:1(9Z))	PGP(15:0/18:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/18:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C39H76O13P2	InChI=1S/C39H76O13P2/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-39(42)52-37(35-51-54(46,47)50-33-36(40)32-49-53(43,44)45)34-48-38(41)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h17-18,36-37,40H,3-16,19-35H2,1-2H3,(H,46,47)(H2,43,44,45)/b18-17-/t36-,37+/m0/s1	KWQLHZFHNRFBTH-FMECKOKGSA-N	814.4761165			MMDBc0046046
BASm0032836	PGP(15:0/20:0)	PGP(15:0/20:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/20:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C41H82O13P2	InChI=1S/C41H82O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-41(44)54-39(37-53-56(48,49)52-35-38(42)34-51-55(45,46)47)36-50-40(43)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h38-39,42H,3-37H2,1-2H3,(H,48,49)(H2,45,46,47)/t38-,39+/m0/s1	KGWVRDMJFJZIPH-ZESVVUHVSA-N	844.5230667			MMDBc0046047
BASm0032837	PGP(15:0/20:1(11Z))	PGP(15:0/20:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/20:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C41H80O13P2	InChI=1S/C41H80O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-41(44)54-39(37-53-56(48,49)52-35-38(42)34-51-55(45,46)47)36-50-40(43)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h17-18,38-39,42H,3-16,19-37H2,1-2H3,(H,48,49)(H2,45,46,47)/b18-17-/t38-,39+/m0/s1	GZYULGRGCRYADQ-RDUWXOKWSA-N	842.5074166			MMDBc0046048
BASm0032838	PGP(15:0/20:1(13Z))	PGP(15:0/20:1(13Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/20:1(13Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C41H80O13P2	InChI=1S/C41H80O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-41(44)54-39(37-53-56(48,49)52-35-38(42)34-51-55(45,46)47)36-50-40(43)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h13,15,38-39,42H,3-12,14,16-37H2,1-2H3,(H,48,49)(H2,45,46,47)/b15-13-/t38-,39+/m0/s1	UNQYDWQKOWAFAR-LFZSHSSHSA-N	842.5074166			MMDBc0046049
BASm0032839	PGP(15:0/22:0)	PGP(15:0/22:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/22:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C43H86O13P2	InChI=1S/C43H86O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-43(46)56-41(39-55-58(50,51)54-37-40(44)36-53-57(47,48)49)38-52-42(45)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h40-41,44H,3-39H2,1-2H3,(H,50,51)(H2,47,48,49)/t40-,41+/m0/s1	VOCMIRMFYPYDSM-WVILEFPPSA-N	872.5543668			MMDBc0046050
BASm0032840	PGP(15:0/22:1(11Z))	PGP(15:0/22:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/22:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C43H84O13P2	InChI=1S/C43H84O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-43(46)56-41(39-55-58(50,51)54-37-40(44)36-53-57(47,48)49)38-52-42(45)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h19-20,40-41,44H,3-18,21-39H2,1-2H3,(H,50,51)(H2,47,48,49)/b20-19-/t40-,41+/m0/s1	PKVJOOGNPJLEJW-RJWRTZJSSA-N	870.5387168			MMDBc0046051
BASm0032841	PGP(15:0/22:1(9Z))	PGP(15:0/22:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/22:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C43H84O13P2	InChI=1S/C43H84O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-43(46)56-41(39-55-58(50,51)54-37-40(44)36-53-57(47,48)49)38-52-42(45)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h21-22,40-41,44H,3-20,23-39H2,1-2H3,(H,50,51)(H2,47,48,49)/b22-21-/t40-,41+/m0/s1	DUBWEVNXKWKNIT-VRWIRWGJSA-N	870.5387168			MMDBc0046052
BASm0032842	PGP(15:0/23:1(11Z))	PGP(15:0/23:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/23:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C44H86O13P2	InChI=1S/C44H86O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-16-14-12-10-8-6-4-2/h20-21,41-42,45H,3-19,22-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b21-20-/t41-,42+/m0/s1	NWKMBAJMGQLPRE-NYQIJGKYSA-N	884.5543668			MMDBc0046053
BASm0032843	PGP(15:0/23:1(9Z))	PGP(15:0/23:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/23:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C44H86O13P2	InChI=1S/C44H86O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-16-14-12-10-8-6-4-2/h22-23,41-42,45H,3-21,24-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b23-22-/t41-,42+/m0/s1	GQLJIEOEXOJSHC-GCHTUNBASA-N	884.5543668			MMDBc0046054
BASm0032844	PGP(15:0/24:0)	PGP(15:0/24:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/24:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C45H90O13P2	InChI=1S/C45H90O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-45(48)58-43(41-57-60(52,53)56-39-42(46)38-55-59(49,50)51)40-54-44(47)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h42-43,46H,3-41H2,1-2H3,(H,52,53)(H2,49,50,51)/t42-,43+/m0/s1	LHEFNZPRPNSGOK-WZYYJWNZSA-N	900.585667			MMDBc0046055
BASm0032845	PGP(15:0/24:1(11Z))	PGP(15:0/24:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/24:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C45H88O13P2	InChI=1S/C45H88O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-45(48)58-43(41-57-60(52,53)56-39-42(46)38-55-59(49,50)51)40-54-44(47)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h21-22,42-43,46H,3-20,23-41H2,1-2H3,(H,52,53)(H2,49,50,51)/b22-21-/t42-,43+/m0/s1	GLVMNZQDHTXWJC-SOCPOSJWSA-N	898.5700169			MMDBc0046056
BASm0032846	PGP(15:0/24:1(9Z))	PGP(15:0/24:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/24:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C45H88O13P2	InChI=1S/C45H88O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-45(48)58-43(41-57-60(52,53)56-39-42(46)38-55-59(49,50)51)40-54-44(47)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h23-24,42-43,46H,3-22,25-41H2,1-2H3,(H,52,53)(H2,49,50,51)/b24-23-/t42-,43+/m0/s1	NHUIHLKQQSXTDM-CIUPIQRKSA-N	898.5700169			MMDBc0046057
BASm0032847	PGP(15:0/25:0)	PGP(15:0/25:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/25:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C46H92O13P2	InChI=1S/C46H92O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h43-44,47H,3-42H2,1-2H3,(H,53,54)(H2,50,51,52)/t43-,44+/m0/s1	NUIYMCDQVZNVFD-JCGOJSMZSA-N	914.601317			MMDBc0046058
BASm0032848	PGP(15:0/25:1(11Z))	PGP(15:0/25:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/25:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C46H90O13P2	InChI=1S/C46H90O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h22-23,43-44,47H,3-21,24-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b23-22-/t43-,44+/m0/s1	ADMLEJLGOUHNNA-QTEALCMPSA-N	912.585667			MMDBc0046059
BASm0032849	PGP(15:0/25:1(9Z))	PGP(15:0/25:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/25:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C46H90O13P2	InChI=1S/C46H90O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h24-25,43-44,47H,3-23,26-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b25-24-/t43-,44+/m0/s1	UDHSLKCJUMTSTE-XXTCOTIQSA-N	912.585667			MMDBc0046060
BASm0032850	PGP(15:0/26:0)	PGP(15:0/26:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/26:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C47H94O13P2	InChI=1S/C47H94O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-47(50)60-45(43-59-62(54,55)58-41-44(48)40-57-61(51,52)53)42-56-46(49)38-36-34-32-30-28-16-14-12-10-8-6-4-2/h44-45,48H,3-43H2,1-2H3,(H,54,55)(H2,51,52,53)/t44-,45+/m0/s1	HPZXKFUGHUPOGZ-YWPUXERESA-N	928.6169671			MMDBc0046061
BASm0032851	PGP(15:0/26:1(11Z))	PGP(15:0/26:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/26:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C47H92O13P2	InChI=1S/C47H92O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-47(50)60-45(43-59-62(54,55)58-41-44(48)40-57-61(51,52)53)42-56-46(49)38-36-34-32-30-28-16-14-12-10-8-6-4-2/h22-23,44-45,48H,3-21,24-43H2,1-2H3,(H,54,55)(H2,51,52,53)/b23-22-/t44-,45+/m0/s1	ONZWXZLMIYEIOL-LFNOUPMISA-N	926.601317			MMDBc0046062
BASm0032852	PGP(15:0/26:1(9Z))	PGP(15:0/26:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/26:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C48H94O13P2	InChI=1S/C48H94O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h25-26,45-46,49H,3-24,27-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b26-25-/t45-,46+/m0/s1	OUIDPQURBKOVHC-MHWWKZKYSA-N	940.6169671			MMDBc0046063
BASm0032853	PGP(15:0/27:0)	PGP(15:0/27:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/27:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C48H96O13P2	InChI=1S/C48H96O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h45-46,49H,3-44H2,1-2H3,(H,55,56)(H2,52,53,54)/t45-,46+/m0/s1	UPDGPMSSQQVLTG-CRCOQUFZSA-N	942.6326171			MMDBc0046064
BASm0032854	PGP(15:0/27:1(11Z))	PGP(15:0/27:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/27:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C48H94O13P2	InChI=1S/C48H94O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h24-25,45-46,49H,3-23,26-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b25-24-/t45-,46+/m0/s1	KQLVTMJOEBULOL-KZFASKSTSA-N	940.6169671			MMDBc0046065
BASm0032855	PGP(15:0/27:1(9Z))	PGP(15:0/27:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/27:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C48H94O13P2	InChI=1S/C48H94O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h26-27,45-46,49H,3-25,28-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b27-26-/t45-,46+/m0/s1	QTHLCTFDWMUNIQ-JUQSPNJYSA-N	940.6169671			MMDBc0046066
BASm0032856	PGP(15:0/28:0)	PGP(15:0/28:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/28:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C49H98O13P2	InChI=1S/C49H98O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h46-47,50H,3-45H2,1-2H3,(H,56,57)(H2,53,54,55)/t46-,47+/m0/s1	VKGBAZRXDZUYLW-KBRGEABDSA-N	956.6482672			MMDBc0046067
BASm0032857	PGP(15:0/28:1(11Z))	PGP(15:0/28:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/28:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C49H96O13P2	InChI=1S/C49H96O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h24-25,46-47,50H,3-23,26-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b25-24-/t46-,47+/m0/s1	ODJLJABTVJDHPI-MEEMCTJZSA-N	954.6326171			MMDBc0046068
BASm0032858	PGP(15:0/28:1(9Z))	PGP(15:0/28:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/28:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C49H96O13P2	InChI=1S/C49H96O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h26-27,46-47,50H,3-25,28-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b27-26-/t46-,47+/m0/s1	KGTOSMHQBJCBFE-ARRSUZSOSA-N	954.6326171			MMDBc0046069
BASm0032859	PGP(15:0/29:0)	PGP(15:0/29:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/29:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one nonacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C50H100O13P2	InChI=1S/C50H100O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-16-14-12-10-8-6-4-2/h47-48,51H,3-46H2,1-2H3,(H,57,58)(H2,54,55,56)/t47-,48+/m0/s1	KRVORRJQSVYSEN-JYHRMSDVSA-N	970.6639173			MMDBc0046070
BASm0032860	PGP(15:0/30:0)	PGP(15:0/30:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/30:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C51H102O13P2	InChI=1S/C51H102O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-16-14-12-10-8-6-4-2/h48-49,52H,3-47H2,1-2H3,(H,58,59)(H2,55,56,57)/t48-,49+/m0/s1	AXKXYURYQVXVLJ-NXWRKTHKSA-N	984.6795673			MMDBc0046071
BASm0032861	PGP(15:1(11Z)/15:1(11Z))	PGP(15:1(11Z)/15:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/15:1(11Z)), in particular, consists of two 11Z-pentadecenoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C36H68O13P2	InChI=1S/C36H68O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(38)45-31-34(32-48-51(43,44)47-30-33(37)29-46-50(40,41)42)49-36(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h7-10,33-34,37H,3-6,11-32H2,1-2H3,(H,43,44)(H2,40,41,42)/b9-7-,10-8-/t33-,34+/m0/s1	JWZNAHMIFNLJQS-GKHIPABHSA-N	770.4135162			MMDBc0046072
BASm0032862	PGP(15:1(11Z)/15:1(9Z))	PGP(15:1(11Z)/15:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/15:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C36H68O13P2	InChI=1S/C36H68O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(38)45-31-34(32-48-51(43,44)47-30-33(37)29-46-50(40,41)42)49-36(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h7,9,12,14,33-34,37H,3-6,8,10-11,13,15-32H2,1-2H3,(H,43,44)(H2,40,41,42)/b9-7-,14-12-/t33-,34+/m0/s1	RRFCGKJRQIQURH-WCANZBHXSA-N	770.4135162			MMDBc0046073
BASm0032863	PGP(15:1(11Z)/16:0)	PGP(15:1(11Z)/16:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/16:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC	C37H72O13P2	InChI=1S/C37H72O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(40)50-35(33-49-52(44,45)48-31-34(38)30-47-51(41,42)43)32-46-36(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8,10,34-35,38H,3-7,9,11-33H2,1-2H3,(H,44,45)(H2,41,42,43)/b10-8-/t34-,35+/m0/s1	CNUPEXDFZYFIDI-KKTGDPMLSA-N	786.4448164			MMDBc0046074
BASm0032864	PGP(15:1(11Z)/16:1(11Z))	PGP(15:1(11Z)/16:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/16:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC	C37H70O13P2	InChI=1S/C37H70O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(40)50-35(33-49-52(44,45)48-31-34(38)30-47-51(41,42)43)32-46-36(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8-11,34-35,38H,3-7,12-33H2,1-2H3,(H,44,45)(H2,41,42,43)/b10-8-,11-9-/t34-,35+/m0/s1	VXVLKQSQSGPESD-BSACMMQTSA-N	784.4291663			MMDBc0046075
BASm0032865	PGP(15:1(11Z)/16:1(9Z))	PGP(15:1(11Z)/16:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC	C37H70O13P2	InChI=1S/C37H70O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(40)50-35(33-49-52(44,45)48-31-34(38)30-47-51(41,42)43)32-46-36(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8,10,13,15,34-35,38H,3-7,9,11-12,14,16-33H2,1-2H3,(H,44,45)(H2,41,42,43)/b10-8-,15-13-/t34-,35+/m0/s1	CMCCATAARZOMPI-CHXVYZNMSA-N	784.4291663			MMDBc0046076
BASm0032866	PGP(15:1(11Z)/18:0)	PGP(15:1(11Z)/18:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/18:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCC	C39H76O13P2	InChI=1S/C39H76O13P2/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-39(42)52-37(35-51-54(46,47)50-33-36(40)32-49-53(43,44)45)34-48-38(41)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h8,10,36-37,40H,3-7,9,11-35H2,1-2H3,(H,46,47)(H2,43,44,45)/b10-8-/t36-,37+/m0/s1	AUYUUUWWCUSGNZ-MMVKPXFUSA-N	814.4761165			MMDBc0046077
BASm0032867	PGP(15:1(11Z)/18:1(11Z))	PGP(15:1(11Z)/18:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/18:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C39H74O13P2	InChI=1S/C39H74O13P2/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-39(42)52-37(35-51-54(46,47)50-33-36(40)32-49-53(43,44)45)34-48-38(41)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h8,10,13,15,36-37,40H,3-7,9,11-12,14,16-35H2,1-2H3,(H,46,47)(H2,43,44,45)/b10-8-,15-13-/t36-,37+/m0/s1	RNUBWTGVAMWQIJ-FYIVTXQESA-N	812.4604664			MMDBc0046078
BASm0032868	PGP(15:1(11Z)/18:1(9Z))	PGP(15:1(11Z)/18:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C39H74O13P2	InChI=1S/C39H74O13P2/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-39(42)52-37(35-51-54(46,47)50-33-36(40)32-49-53(43,44)45)34-48-38(41)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h8,10,17-18,36-37,40H,3-7,9,11-16,19-35H2,1-2H3,(H,46,47)(H2,43,44,45)/b10-8-,18-17-/t36-,37+/m0/s1	AKGZBXOBFWMXKI-OEXZFPQYSA-N	812.4604664			MMDBc0046079
BASm0032869	PGP(15:1(11Z)/20:0)	PGP(15:1(11Z)/20:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/20:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C41H80O13P2	InChI=1S/C41H80O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-41(44)54-39(37-53-56(48,49)52-35-38(42)34-51-55(45,46)47)36-50-40(43)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h8,10,38-39,42H,3-7,9,11-37H2,1-2H3,(H,48,49)(H2,45,46,47)/b10-8-/t38-,39+/m0/s1	HMIUKPSUGLOAHM-FSZZUFTLSA-N	842.5074166			MMDBc0046080
BASm0032870	PGP(15:1(11Z)/20:1(11Z))	PGP(15:1(11Z)/20:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C41H78O13P2	InChI=1S/C41H78O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-41(44)54-39(37-53-56(48,49)52-35-38(42)34-51-55(45,46)47)36-50-40(43)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h8,10,17-18,38-39,42H,3-7,9,11-16,19-37H2,1-2H3,(H,48,49)(H2,45,46,47)/b10-8-,18-17-/t38-,39+/m0/s1	AVLPGMPDXWIDFH-SRKMOCSNSA-N	840.4917666			MMDBc0046081
BASm0032871	PGP(15:1(11Z)/20:1(13Z))	PGP(15:1(11Z)/20:1(13Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C41H78O13P2	InChI=1S/C41H78O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-41(44)54-39(37-53-56(48,49)52-35-38(42)34-51-55(45,46)47)36-50-40(43)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h8,10,13,15,38-39,42H,3-7,9,11-12,14,16-37H2,1-2H3,(H,48,49)(H2,45,46,47)/b10-8-,15-13-/t38-,39+/m0/s1	OEZJOCYIRKVYCV-QJYCUUQESA-N	840.4917666			MMDBc0046082
BASm0032872	PGP(15:1(11Z)/22:0)	PGP(15:1(11Z)/22:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/22:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C43H84O13P2	InChI=1S/C43H84O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-43(46)56-41(39-55-58(50,51)54-37-40(44)36-53-57(47,48)49)38-52-42(45)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h8,10,40-41,44H,3-7,9,11-39H2,1-2H3,(H,50,51)(H2,47,48,49)/b10-8-/t40-,41+/m0/s1	LSFCRAKXNYHMJK-YYFFCWQBSA-N	870.5387168			MMDBc0046083
BASm0032873	PGP(15:1(11Z)/22:1(11Z))	PGP(15:1(11Z)/22:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/22:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C43H82O13P2	InChI=1S/C43H82O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-43(46)56-41(39-55-58(50,51)54-37-40(44)36-53-57(47,48)49)38-52-42(45)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h8,10,19-20,40-41,44H,3-7,9,11-18,21-39H2,1-2H3,(H,50,51)(H2,47,48,49)/b10-8-,20-19-/t40-,41+/m0/s1	YGVUNUGWQATDAQ-FTVRACRASA-N	868.5230667			MMDBc0046084
BASm0032874	PGP(15:1(11Z)/22:1(9Z))	PGP(15:1(11Z)/22:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/22:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C43H82O13P2	InChI=1S/C43H82O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-43(46)56-41(39-55-58(50,51)54-37-40(44)36-53-57(47,48)49)38-52-42(45)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h8,10,21-22,40-41,44H,3-7,9,11-20,23-39H2,1-2H3,(H,50,51)(H2,47,48,49)/b10-8-,22-21-/t40-,41+/m0/s1	DPWVPAIEQMPLQS-SJJJSBEJSA-N	868.5230667			MMDBc0046085
BASm0032875	PGP(15:1(11Z)/23:1(11Z))	PGP(15:1(11Z)/23:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/23:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C44H84O13P2	InChI=1S/C44H84O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-16-14-12-10-8-6-4-2/h8,10,20-21,41-42,45H,3-7,9,11-19,22-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b10-8-,21-20-/t41-,42+/m0/s1	OFGFCMMTNKHTMX-YBCXWMAKSA-N	882.5387168			MMDBc0046086
BASm0032876	PGP(15:1(11Z)/23:1(9Z))	PGP(15:1(11Z)/23:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/23:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C44H84O13P2	InChI=1S/C44H84O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-16-14-12-10-8-6-4-2/h8,10,22-23,41-42,45H,3-7,9,11-21,24-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b10-8-,23-22-/t41-,42+/m0/s1	WJPJUHCEEHKVOJ-AWWVJJEASA-N	882.5387168			MMDBc0046087
BASm0032877	PGP(15:1(11Z)/24:0)	PGP(15:1(11Z)/24:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/24:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C45H88O13P2	InChI=1S/C45H88O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-45(48)58-43(41-57-60(52,53)56-39-42(46)38-55-59(49,50)51)40-54-44(47)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h8,10,42-43,46H,3-7,9,11-41H2,1-2H3,(H,52,53)(H2,49,50,51)/b10-8-/t42-,43+/m0/s1	DVFUDNRENRRYDV-MPLVAFPISA-N	898.5700169			MMDBc0046088
BASm0032878	PGP(15:1(11Z)/24:1(11Z))	PGP(15:1(11Z)/24:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/24:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C45H86O13P2	InChI=1S/C45H86O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-45(48)58-43(41-57-60(52,53)56-39-42(46)38-55-59(49,50)51)40-54-44(47)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h8,10,21-22,42-43,46H,3-7,9,11-20,23-41H2,1-2H3,(H,52,53)(H2,49,50,51)/b10-8-,22-21-/t42-,43+/m0/s1	LTTSIOSIHSVVDB-HCYDBBFDSA-N	896.5543668			MMDBc0046089
BASm0032879	PGP(15:1(11Z)/24:1(9Z))	PGP(15:1(11Z)/24:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C45H86O13P2	InChI=1S/C45H86O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-45(48)58-43(41-57-60(52,53)56-39-42(46)38-55-59(49,50)51)40-54-44(47)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h8,10,23-24,42-43,46H,3-7,9,11-22,25-41H2,1-2H3,(H,52,53)(H2,49,50,51)/b10-8-,24-23-/t42-,43+/m0/s1	XUBIDRHOBWTFRZ-SSMBCTIGSA-N	896.5543668			MMDBc0046090
BASm0032880	PGP(15:1(11Z)/25:0)	PGP(15:1(11Z)/25:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/25:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C46H90O13P2	InChI=1S/C46H90O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h8,10,43-44,47H,3-7,9,11-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b10-8-/t43-,44+/m0/s1	KWUYFJBKJZCVNK-JJCRSRRUSA-N	912.585667			MMDBc0046091
BASm0032881	PGP(15:1(11Z)/25:1(11Z))	PGP(15:1(11Z)/25:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/25:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C46H88O13P2	InChI=1S/C46H88O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h8,10,22-23,43-44,47H,3-7,9,11-21,24-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b10-8-,23-22-/t43-,44+/m0/s1	AJKCDUOQGYNYPZ-VLZRFVTLSA-N	910.5700169			MMDBc0046092
BASm0032882	PGP(15:1(11Z)/25:1(9Z))	PGP(15:1(11Z)/25:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/25:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C46H88O13P2	InChI=1S/C46H88O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h8,10,24-25,43-44,47H,3-7,9,11-23,26-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b10-8-,25-24-/t43-,44+/m0/s1	AWZFNFRLCLUPQU-JXNKOWBJSA-N	910.5700169			MMDBc0046093
BASm0032883	PGP(15:1(11Z)/26:0)	PGP(15:1(11Z)/26:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/26:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C47H92O13P2	InChI=1S/C47H92O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-47(50)60-45(43-59-62(54,55)58-41-44(48)40-57-61(51,52)53)42-56-46(49)38-36-34-32-30-28-16-14-12-10-8-6-4-2/h8,10,44-45,48H,3-7,9,11-43H2,1-2H3,(H,54,55)(H2,51,52,53)/b10-8-/t44-,45+/m0/s1	RGGLGIULLPEELH-PEULBWAMSA-N	926.601317			MMDBc0046094
BASm0032884	PGP(15:1(11Z)/26:1(11Z))	PGP(15:1(11Z)/26:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/26:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C47H90O13P2	InChI=1S/C47H90O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-47(50)60-45(43-59-62(54,55)58-41-44(48)40-57-61(51,52)53)42-56-46(49)38-36-34-32-30-28-16-14-12-10-8-6-4-2/h8,10,22-23,44-45,48H,3-7,9,11-21,24-43H2,1-2H3,(H,54,55)(H2,51,52,53)/b10-8-,23-22-/t44-,45+/m0/s1	KJFLKNCNQDKXGX-SMDAYXHCSA-N	924.585667			MMDBc0046095
BASm0032885	PGP(15:1(11Z)/26:1(9Z))	PGP(15:1(11Z)/26:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/26:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C48H92O13P2	InChI=1S/C48H92O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h8,10,25-26,45-46,49H,3-7,9,11-24,27-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b10-8-,26-25-/t45-,46+/m0/s1	QAXMDXLTEDSLPP-PEWRQHOYSA-N	938.601317			MMDBc0046096
BASm0032886	PGP(15:1(11Z)/27:0)	PGP(15:1(11Z)/27:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/27:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C48H94O13P2	InChI=1S/C48H94O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h8,10,45-46,49H,3-7,9,11-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b10-8-/t45-,46+/m0/s1	MMRKKIRLWWQKDA-GMZQSKLISA-N	940.6169671			MMDBc0046097
BASm0032887	PGP(15:1(11Z)/27:1(11Z))	PGP(15:1(11Z)/27:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/27:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C48H92O13P2	InChI=1S/C48H92O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h8,10,24-25,45-46,49H,3-7,9,11-23,26-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b10-8-,25-24-/t45-,46+/m0/s1	NHFTWJDPYIEDGR-RFHPOIJXSA-N	938.601317			MMDBc0046098
BASm0032888	PGP(15:1(11Z)/27:1(9Z))	PGP(15:1(11Z)/27:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/27:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C48H92O13P2	InChI=1S/C48H92O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h8,10,26-27,45-46,49H,3-7,9,11-25,28-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b10-8-,27-26-/t45-,46+/m0/s1	ZWQASRFZDRCHPR-MNGXVRMASA-N	938.601317			MMDBc0046099
BASm0032889	PGP(15:1(11Z)/28:0)	PGP(15:1(11Z)/28:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/28:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C49H96O13P2	InChI=1S/C49H96O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h8,10,46-47,50H,3-7,9,11-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b10-8-/t46-,47+/m0/s1	GGLUMLAQPJWJOP-DLHMFVJTSA-N	954.6326171			MMDBc0046100
BASm0032890	PGP(15:1(11Z)/28:1(11Z))	PGP(15:1(11Z)/28:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/28:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C49H94O13P2	InChI=1S/C49H94O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h8,10,24-25,46-47,50H,3-7,9,11-23,26-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b10-8-,25-24-/t46-,47+/m0/s1	FMLRHQJZZDPSPO-ZPOVHTASSA-N	952.6169671			MMDBc0046101
BASm0032891	PGP(15:1(11Z)/28:1(9Z))	PGP(15:1(11Z)/28:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/28:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C49H94O13P2	InChI=1S/C49H94O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h8,10,26-27,46-47,50H,3-7,9,11-25,28-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b10-8-,27-26-/t46-,47+/m0/s1	DPXUMYNKFMLWKN-XSLIHOFWSA-N	952.6169671			MMDBc0046102
BASm0032892	PGP(15:1(11Z)/29:0)	PGP(15:1(11Z)/29:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/29:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one nonacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C50H98O13P2	InChI=1S/C50H98O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-16-14-12-10-8-6-4-2/h8,10,47-48,51H,3-7,9,11-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b10-8-/t47-,48+/m0/s1	RZTXQEOTMOETBZ-ZGSXTVBCSA-N	968.6482672			MMDBc0046103
BASm0032893	PGP(15:1(11Z)/30:0)	PGP(15:1(11Z)/30:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/30:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C51H100O13P2	InChI=1S/C51H100O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-16-14-12-10-8-6-4-2/h8,10,48-49,52H,3-7,9,11-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b10-8-/t48-,49+/m0/s1	QUAUMSGRKVGJOH-WZXZDJCRSA-N	982.6639173			MMDBc0046104
BASm0032894	PGP(15:1(9Z)/15:1(11Z))	PGP(15:1(9Z)/15:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/15:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-pentadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C36H68O13P2	InChI=1S/C36H68O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(38)45-31-34(32-48-51(43,44)47-30-33(37)29-46-50(40,41)42)49-36(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8,10-11,13,33-34,37H,3-7,9,12,14-32H2,1-2H3,(H,43,44)(H2,40,41,42)/b10-8-,13-11-/t33-,34+/m0/s1	JQBCQBDWENJTFA-TZCXZAKLSA-N	770.4135162			MMDBc0046105
BASm0032895	PGP(15:1(9Z)/15:1(9Z))	PGP(15:1(9Z)/15:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/15:1(9Z)), in particular, consists of two 9Z-pentadecenoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C36H68O13P2	InChI=1S/C36H68O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(38)45-31-34(32-48-51(43,44)47-30-33(37)29-46-50(40,41)42)49-36(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11-14,33-34,37H,3-10,15-32H2,1-2H3,(H,43,44)(H2,40,41,42)/b13-11-,14-12-/t33-,34+/m0/s1	UMVBRPXADULUJR-BNWGKQCTSA-N	770.4135162			MMDBc0046106
BASm0032896	PGP(15:1(9Z)/16:0)	PGP(15:1(9Z)/16:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/16:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC	C37H72O13P2	InChI=1S/C37H72O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(40)50-35(33-49-52(44,45)48-31-34(38)30-47-51(41,42)43)32-46-36(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,34-35,38H,3-11,13,15-33H2,1-2H3,(H,44,45)(H2,41,42,43)/b14-12-/t34-,35+/m0/s1	VXHJPWUZIIUCNX-KKDSGJTASA-N	786.4448164			MMDBc0046107
BASm0032897	PGP(15:1(9Z)/16:1(11Z))	PGP(15:1(9Z)/16:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C37H70O13P2	InChI=1S/C37H70O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(40)50-35(33-49-52(44,45)48-31-34(38)30-47-51(41,42)43)32-46-36(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h9,11-12,14,34-35,38H,3-8,10,13,15-33H2,1-2H3,(H,44,45)(H2,41,42,43)/b11-9-,14-12-/t34-,35+/m0/s1	COJHLBUXVSVSKI-OSNMRKJZSA-N	784.4291663			MMDBc0046108
BASm0032898	PGP(15:1(9Z)/16:1(9Z))	PGP(15:1(9Z)/16:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/16:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C37H70O13P2	InChI=1S/C37H70O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(40)50-35(33-49-52(44,45)48-31-34(38)30-47-51(41,42)43)32-46-36(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12-15,34-35,38H,3-11,16-33H2,1-2H3,(H,44,45)(H2,41,42,43)/b14-12-,15-13-/t34-,35+/m0/s1	UOTWKSPTHQQEJN-XCQZORMGSA-N	784.4291663			MMDBc0046109
BASm0032899	PGP(15:1(9Z)/18:0)	PGP(15:1(9Z)/18:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/18:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C39H76O13P2	InChI=1S/C39H76O13P2/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-39(42)52-37(35-51-54(46,47)50-33-36(40)32-49-53(43,44)45)34-48-38(41)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h12,14,36-37,40H,3-11,13,15-35H2,1-2H3,(H,46,47)(H2,43,44,45)/b14-12-/t36-,37+/m0/s1	ZINCCHGUZSOGTQ-WEBXSSISSA-N	814.4761165			MMDBc0046110
BASm0032900	PGP(15:1(9Z)/18:1(11Z))	PGP(15:1(9Z)/18:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C39H74O13P2	InChI=1S/C39H74O13P2/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-39(42)52-37(35-51-54(46,47)50-33-36(40)32-49-53(43,44)45)34-48-38(41)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h12-15,36-37,40H,3-11,16-35H2,1-2H3,(H,46,47)(H2,43,44,45)/b14-12-,15-13-/t36-,37+/m0/s1	ADDYMAAKKVBMQZ-VOJVJIGESA-N	812.4604664			MMDBc0046111
BASm0032901	PGP(15:1(9Z)/18:1(9Z))	PGP(15:1(9Z)/18:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C39H74O13P2	InChI=1S/C39H74O13P2/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-39(42)52-37(35-51-54(46,47)50-33-36(40)32-49-53(43,44)45)34-48-38(41)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h12,14,17-18,36-37,40H,3-11,13,15-16,19-35H2,1-2H3,(H,46,47)(H2,43,44,45)/b14-12-,18-17-/t36-,37+/m0/s1	GOINSHQSUDLCHN-CWBVUZJSSA-N	812.4604664			MMDBc0046112
BASm0032902	PGP(15:1(9Z)/20:0)	PGP(15:1(9Z)/20:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/20:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C41H80O13P2	InChI=1S/C41H80O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-41(44)54-39(37-53-56(48,49)52-35-38(42)34-51-55(45,46)47)36-50-40(43)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h12,14,38-39,42H,3-11,13,15-37H2,1-2H3,(H,48,49)(H2,45,46,47)/b14-12-/t38-,39+/m0/s1	UOICWESASAWMSC-XZONFFRKSA-N	842.5074166			MMDBc0046113
BASm0032903	PGP(15:1(9Z)/20:1(11Z))	PGP(15:1(9Z)/20:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C41H78O13P2	InChI=1S/C41H78O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-41(44)54-39(37-53-56(48,49)52-35-38(42)34-51-55(45,46)47)36-50-40(43)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h12,14,17-18,38-39,42H,3-11,13,15-16,19-37H2,1-2H3,(H,48,49)(H2,45,46,47)/b14-12-,18-17-/t38-,39+/m0/s1	RTWHPWXZSZDDTL-LXGRKYAUSA-N	840.4917666			MMDBc0046114
BASm0032904	PGP(15:1(9Z)/20:1(13Z))	PGP(15:1(9Z)/20:1(13Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C41H78O13P2	InChI=1S/C41H78O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-41(44)54-39(37-53-56(48,49)52-35-38(42)34-51-55(45,46)47)36-50-40(43)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h12-15,38-39,42H,3-11,16-37H2,1-2H3,(H,48,49)(H2,45,46,47)/b14-12-,15-13-/t38-,39+/m0/s1	IKOONQMDVUKNPJ-DYSVGUDJSA-N	840.4917666			MMDBc0046115
BASm0032905	PGP(15:1(9Z)/22:0)	PGP(15:1(9Z)/22:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/22:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C43H84O13P2	InChI=1S/C43H84O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-43(46)56-41(39-55-58(50,51)54-37-40(44)36-53-57(47,48)49)38-52-42(45)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h12,14,40-41,44H,3-11,13,15-39H2,1-2H3,(H,50,51)(H2,47,48,49)/b14-12-/t40-,41+/m0/s1	STOIPCPOVZSPDL-WDYPWAQJSA-N	870.5387168			MMDBc0046116
BASm0032906	PGP(15:1(9Z)/22:1(11Z))	PGP(15:1(9Z)/22:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/22:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C43H82O13P2	InChI=1S/C43H82O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-43(46)56-41(39-55-58(50,51)54-37-40(44)36-53-57(47,48)49)38-52-42(45)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h12,14,19-20,40-41,44H,3-11,13,15-18,21-39H2,1-2H3,(H,50,51)(H2,47,48,49)/b14-12-,20-19-/t40-,41+/m0/s1	PZGJTXDSLSCUDX-KMLSDAMDSA-N	868.5230667			MMDBc0046117
BASm0032907	PGP(15:1(9Z)/22:1(9Z))	PGP(15:1(9Z)/22:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/22:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C43H82O13P2	InChI=1S/C43H82O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-43(46)56-41(39-55-58(50,51)54-37-40(44)36-53-57(47,48)49)38-52-42(45)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h12,14,21-22,40-41,44H,3-11,13,15-20,23-39H2,1-2H3,(H,50,51)(H2,47,48,49)/b14-12-,22-21-/t40-,41+/m0/s1	OCVAPZUTGHQIFC-VRLFLRIRSA-N	868.5230667			MMDBc0046118
BASm0032908	PGP(15:1(9Z)/23:1(11Z))	PGP(15:1(9Z)/23:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/23:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C44H84O13P2	InChI=1S/C44H84O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-16-14-12-10-8-6-4-2/h12,14,20-21,41-42,45H,3-11,13,15-19,22-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b14-12-,21-20-/t41-,42+/m0/s1	ZYBMUMLPGHILMK-CZQJZZHVSA-N	882.5387168			MMDBc0046119
BASm0032909	PGP(15:1(9Z)/23:1(9Z))	PGP(15:1(9Z)/23:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/23:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C44H84O13P2	InChI=1S/C44H84O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-16-14-12-10-8-6-4-2/h12,14,22-23,41-42,45H,3-11,13,15-21,24-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b14-12-,23-22-/t41-,42+/m0/s1	GSFYSFTYUNNCCL-PXNULJQYSA-N	882.5387168			MMDBc0046120
BASm0032910	PGP(15:1(9Z)/24:0)	PGP(15:1(9Z)/24:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/24:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C45H88O13P2	InChI=1S/C45H88O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-45(48)58-43(41-57-60(52,53)56-39-42(46)38-55-59(49,50)51)40-54-44(47)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h12,14,42-43,46H,3-11,13,15-41H2,1-2H3,(H,52,53)(H2,49,50,51)/b14-12-/t42-,43+/m0/s1	MODWLCDAYXXSNB-HUCIZSQKSA-N	898.5700169			MMDBc0046121
BASm0032911	PGP(15:1(9Z)/24:1(11Z))	PGP(15:1(9Z)/24:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C45H86O13P2	InChI=1S/C45H86O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-45(48)58-43(41-57-60(52,53)56-39-42(46)38-55-59(49,50)51)40-54-44(47)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h12,14,21-22,42-43,46H,3-11,13,15-20,23-41H2,1-2H3,(H,52,53)(H2,49,50,51)/b14-12-,22-21-/t42-,43+/m0/s1	DMTZAOUUJWMFDP-ZICAFTIJSA-N	896.5543668			MMDBc0046122
BASm0032912	PGP(15:1(9Z)/24:1(9Z))	PGP(15:1(9Z)/24:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/24:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C45H86O13P2	InChI=1S/C45H86O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-45(48)58-43(41-57-60(52,53)56-39-42(46)38-55-59(49,50)51)40-54-44(47)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h12,14,23-24,42-43,46H,3-11,13,15-22,25-41H2,1-2H3,(H,52,53)(H2,49,50,51)/b14-12-,24-23-/t42-,43+/m0/s1	AKAMYZGBLSRNBP-KRHISVMESA-N	896.5543668			MMDBc0046123
BASm0032913	PGP(15:1(9Z)/25:0)	PGP(15:1(9Z)/25:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/25:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C46H90O13P2	InChI=1S/C46H90O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h12,14,43-44,47H,3-11,13,15-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b14-12-/t43-,44+/m0/s1	LFQRUAKQRDOZOD-ZPDHSBJYSA-N	912.585667			MMDBc0046124
BASm0032914	PGP(15:1(9Z)/25:1(11Z))	PGP(15:1(9Z)/25:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/25:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C46H88O13P2	InChI=1S/C46H88O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h12,14,22-23,43-44,47H,3-11,13,15-21,24-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b14-12-,23-22-/t43-,44+/m0/s1	VNDBUJIDWFYDFY-JCWIGNOMSA-N	910.5700169			MMDBc0046125
BASm0032915	PGP(15:1(9Z)/25:1(9Z))	PGP(15:1(9Z)/25:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/25:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C46H88O13P2	InChI=1S/C46H88O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h12,14,24-25,43-44,47H,3-11,13,15-23,26-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b14-12-,25-24-/t43-,44+/m0/s1	YYVISYPZJCXGTA-AUYBZCGNSA-N	910.5700169			MMDBc0046126
BASm0032916	PGP(15:1(9Z)/26:0)	PGP(15:1(9Z)/26:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/26:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C47H92O13P2	InChI=1S/C47H92O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-47(50)60-45(43-59-62(54,55)58-41-44(48)40-57-61(51,52)53)42-56-46(49)38-36-34-32-30-28-16-14-12-10-8-6-4-2/h12,14,44-45,48H,3-11,13,15-43H2,1-2H3,(H,54,55)(H2,51,52,53)/b14-12-/t44-,45+/m0/s1	WLSCQTHCSTWRCD-MPZNHZMMSA-N	926.601317			MMDBc0046127
BASm0032917	PGP(15:1(9Z)/26:1(11Z))	PGP(15:1(9Z)/26:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/26:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C47H90O13P2	InChI=1S/C47H90O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-47(50)60-45(43-59-62(54,55)58-41-44(48)40-57-61(51,52)53)42-56-46(49)38-36-34-32-30-28-16-14-12-10-8-6-4-2/h12,14,22-23,44-45,48H,3-11,13,15-21,24-43H2,1-2H3,(H,54,55)(H2,51,52,53)/b14-12-,23-22-/t44-,45+/m0/s1	GCSLVDHUSCJURK-CLJBKGMUSA-N	924.585667			MMDBc0046128
BASm0032918	PGP(15:1(9Z)/26:1(9Z))	PGP(15:1(9Z)/26:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/26:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C48H92O13P2	InChI=1S/C48H92O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h12,14,25-26,45-46,49H,3-11,13,15-24,27-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b14-12-,26-25-/t45-,46+/m0/s1	HBJKSKGSDWIRES-YIQHBCMTSA-N	938.601317			MMDBc0046129
BASm0032919	PGP(15:1(9Z)/27:0)	PGP(15:1(9Z)/27:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/27:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C48H94O13P2	InChI=1S/C48H94O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h12,14,45-46,49H,3-11,13,15-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b14-12-/t45-,46+/m0/s1	SSDVDOOHLDUPAV-YQGRKISCSA-N	940.6169671			MMDBc0046130
BASm0032920	PGP(15:1(9Z)/27:1(11Z))	PGP(15:1(9Z)/27:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/27:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C48H92O13P2	InChI=1S/C48H92O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h12,14,24-25,45-46,49H,3-11,13,15-23,26-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b14-12-,25-24-/t45-,46+/m0/s1	BQFXXXJNKZZMGN-BEULQVTESA-N	938.601317			MMDBc0046131
BASm0032921	PGP(15:1(9Z)/27:1(9Z))	PGP(15:1(9Z)/27:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/27:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C48H92O13P2	InChI=1S/C48H92O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h12,14,26-27,45-46,49H,3-11,13,15-25,28-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b14-12-,27-26-/t45-,46+/m0/s1	IAYXEJRHFKTING-GKGUJBHYSA-N	938.601317			MMDBc0046132
BASm0032922	PGP(15:1(9Z)/28:0)	PGP(15:1(9Z)/28:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/28:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C49H96O13P2	InChI=1S/C49H96O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h12,14,46-47,50H,3-11,13,15-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b14-12-/t46-,47+/m0/s1	MQIJZVBZTCCGFV-PCGBOIAESA-N	954.6326171			MMDBc0046133
BASm0032923	PGP(15:1(9Z)/28:1(11Z))	PGP(15:1(9Z)/28:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/28:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C49H94O13P2	InChI=1S/C49H94O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h12,14,24-25,46-47,50H,3-11,13,15-23,26-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b14-12-,25-24-/t46-,47+/m0/s1	BKZAFHVCYCDMRG-ZTATYYQFSA-N	952.6169671			MMDBc0046134
BASm0032924	PGP(15:1(9Z)/28:1(9Z))	PGP(15:1(9Z)/28:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/28:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C49H94O13P2	InChI=1S/C49H94O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h12,14,26-27,46-47,50H,3-11,13,15-25,28-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b14-12-,27-26-/t46-,47+/m0/s1	RDHQRIFGECKYCT-RVYQRTPESA-N	952.6169671			MMDBc0046135
BASm0032925	PGP(15:1(9Z)/29:0)	PGP(15:1(9Z)/29:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/29:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one nonacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C50H98O13P2	InChI=1S/C50H98O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-16-14-12-10-8-6-4-2/h12,14,47-48,51H,3-11,13,15-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b14-12-/t47-,48+/m0/s1	KGRFHPQZUMKSEN-LHAVPFPESA-N	968.6482672			MMDBc0046136
BASm0032926	PGP(15:1(9Z)/30:0)	PGP(15:1(9Z)/30:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/30:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C51H100O13P2	InChI=1S/C51H100O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-16-14-12-10-8-6-4-2/h12,14,48-49,52H,3-11,13,15-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b14-12-/t48-,49+/m0/s1	FLCWIPBDPIINSC-ZXTPGJCISA-N	982.6639173			MMDBc0046137
BASm0032927	PGP(16:0/16:1(11Z))	PGP(16:0/16:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/16:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C38H74O13P2	InChI=1S/C38H74O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(40)47-33-36(34-50-53(45,46)49-32-35(39)31-48-52(42,43)44)51-38(41)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h10,12,35-36,39H,3-9,11,13-34H2,1-2H3,(H,45,46)(H2,42,43,44)/b12-10-/t35-,36+/m0/s1	SQYBPZGONLAWDO-PTINEBJGSA-N	800.4604664			MMDBc0046138
BASm0032928	PGP(16:0/20:0)	PGP(16:0/20:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/20:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C42H84O13P2	InChI=1S/C42H84O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-42(45)55-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)37-51-41(44)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h39-40,43H,3-38H2,1-2H3,(H,49,50)(H2,46,47,48)/t39-,40+/m0/s1	LPPLAEUBARAKMF-IOLBBIBUSA-N	858.5387168			MMDBc0046139
BASm0032929	PGP(16:0/20:1(11Z))	PGP(16:0/20:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/20:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C42H82O13P2	InChI=1S/C42H82O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-42(45)55-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)37-51-41(44)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h17-18,39-40,43H,3-16,19-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b18-17-/t39-,40+/m0/s1	PVPAPSCUSQOZRI-QVEKJMDDSA-N	856.5230667			MMDBc0046140
BASm0032930	PGP(16:0/20:1(13Z))	PGP(16:0/20:1(13Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/20:1(13Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C42H82O13P2	InChI=1S/C42H82O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-42(45)55-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)37-51-41(44)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h13,15,39-40,43H,3-12,14,16-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b15-13-/t39-,40+/m0/s1	NIFSNXFJLFANLO-KZUSSCLUSA-N	856.5230667			MMDBc0046141
BASm0032931	PGP(16:0/22:0)	PGP(16:0/22:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/22:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C44H88O13P2	InChI=1S/C44H88O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h41-42,45H,3-40H2,1-2H3,(H,51,52)(H2,48,49,50)/t41-,42+/m0/s1	GXIJNCUGGXOASE-ACEXITHZSA-N	886.5700169			MMDBc0046142
BASm0032932	PGP(16:0/22:1(11Z))	PGP(16:0/22:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/22:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C44H86O13P2	InChI=1S/C44H86O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h19-20,41-42,45H,3-18,21-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b20-19-/t41-,42+/m0/s1	CQRCEKQKLUMJND-NQGRZYFCSA-N	884.5543668			MMDBc0046143
BASm0032933	PGP(16:0/22:1(9Z))	PGP(16:0/22:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/22:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C44H86O13P2	InChI=1S/C44H86O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h21-22,41-42,45H,3-20,23-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b22-21-/t41-,42+/m0/s1	ILRPHPVHJVGQRZ-HIPHWUADSA-N	884.5543668			MMDBc0046144
BASm0032934	PGP(16:0/23:1(11Z))	PGP(16:0/23:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/23:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C45H88O13P2	InChI=1S/C45H88O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-45(48)58-43(41-57-60(52,53)56-39-42(46)38-55-59(49,50)51)40-54-44(47)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2/h20-21,42-43,46H,3-19,22-41H2,1-2H3,(H,52,53)(H2,49,50,51)/b21-20-/t42-,43+/m0/s1	SCFOADBQLACRIO-VHQGHFKLSA-N	898.5700169			MMDBc0046145
BASm0032935	PGP(16:0/23:1(9Z))	PGP(16:0/23:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/23:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C45H88O13P2	InChI=1S/C45H88O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-45(48)58-43(41-57-60(52,53)56-39-42(46)38-55-59(49,50)51)40-54-44(47)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2/h22-23,42-43,46H,3-21,24-41H2,1-2H3,(H,52,53)(H2,49,50,51)/b23-22-/t42-,43+/m0/s1	XAVZUJDMXGSLJK-SYYXUPLNSA-N	898.5700169			MMDBc0046146
BASm0032936	PGP(16:0/24:0)	PGP(16:0/24:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/24:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C46H92O13P2	InChI=1S/C46H92O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h43-44,47H,3-42H2,1-2H3,(H,53,54)(H2,50,51,52)/t43-,44+/m0/s1	SXUNOIFWNWQOOI-JCGOJSMZSA-N	914.601317			MMDBc0046147
BASm0032937	PGP(16:0/24:1(11Z))	PGP(16:0/24:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/24:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C46H90O13P2	InChI=1S/C46H90O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h21-22,43-44,47H,3-20,23-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b22-21-/t43-,44+/m0/s1	XARAWYJZOHHCIV-NNXZWGAYSA-N	912.585667			MMDBc0046148
BASm0032938	PGP(16:0/24:1(9Z))	PGP(16:0/24:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/24:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C46H90O13P2	InChI=1S/C46H90O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h23-24,43-44,47H,3-22,25-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b24-23-/t43-,44+/m0/s1	KORGXRIJPLIWLX-YPJVFMQMSA-N	912.585667			MMDBc0046149
BASm0032939	PGP(16:0/25:0)	PGP(16:0/25:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/25:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C47H94O13P2	InChI=1S/C47H94O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-47(50)60-45(43-59-62(54,55)58-41-44(48)40-57-61(51,52)53)42-56-46(49)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h44-45,48H,3-43H2,1-2H3,(H,54,55)(H2,51,52,53)/t44-,45+/m0/s1	NDIFUVLFDDKIDD-YWPUXERESA-N	928.6169671			MMDBc0046150
BASm0032940	PGP(16:0/25:1(11Z))	PGP(16:0/25:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/25:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C47H92O13P2	InChI=1S/C47H92O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-47(50)60-45(43-59-62(54,55)58-41-44(48)40-57-61(51,52)53)42-56-46(49)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h22-23,44-45,48H,3-21,24-43H2,1-2H3,(H,54,55)(H2,51,52,53)/b23-22-/t44-,45+/m0/s1	VBBITKXZWDBVME-LFNOUPMISA-N	926.601317			MMDBc0046151
BASm0032941	PGP(16:0/25:1(9Z))	PGP(16:0/25:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/25:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C47H92O13P2	InChI=1S/C47H92O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-47(50)60-45(43-59-62(54,55)58-41-44(48)40-57-61(51,52)53)42-56-46(49)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h24-25,44-45,48H,3-23,26-43H2,1-2H3,(H,54,55)(H2,51,52,53)/b25-24-/t44-,45+/m0/s1	SQTOSSCXUXELHM-NFALVZPNSA-N	926.601317			MMDBc0046152
BASm0032942	PGP(16:0/26:0)	PGP(16:0/26:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/26:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C48H96O13P2	InChI=1S/C48H96O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2/h45-46,49H,3-44H2,1-2H3,(H,55,56)(H2,52,53,54)/t45-,46+/m0/s1	SHAXUQKEEKMWFF-CRCOQUFZSA-N	942.6326171			MMDBc0046153
BASm0032943	PGP(16:0/26:1(11Z))	PGP(16:0/26:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/26:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C48H94O13P2	InChI=1S/C48H94O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2/h22-23,45-46,49H,3-21,24-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b23-22-/t45-,46+/m0/s1	AHZGONUPPIJDFM-JPMNJCBTSA-N	940.6169671			MMDBc0046154
BASm0032944	PGP(16:0/26:1(9Z))	PGP(16:0/26:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/26:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C49H96O13P2	InChI=1S/C49H96O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h25-26,46-47,50H,3-24,27-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b26-25-/t46-,47+/m0/s1	LJBXNKGXKMPBHU-OFQTUSFXSA-N	954.6326171			MMDBc0046155
BASm0032945	PGP(16:0/27:0)	PGP(16:0/27:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/27:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C49H98O13P2	InChI=1S/C49H98O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h46-47,50H,3-45H2,1-2H3,(H,56,57)(H2,53,54,55)/t46-,47+/m0/s1	JMYQHUUZURNYRE-KBRGEABDSA-N	956.6482672			MMDBc0046156
BASm0032946	PGP(16:0/27:1(11Z))	PGP(16:0/27:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/27:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C49H96O13P2	InChI=1S/C49H96O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h24-25,46-47,50H,3-23,26-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b25-24-/t46-,47+/m0/s1	ZTPNIPWQLZKWOD-MEEMCTJZSA-N	954.6326171			MMDBc0046157
BASm0032947	PGP(16:0/27:1(9Z))	PGP(16:0/27:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/27:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C49H96O13P2	InChI=1S/C49H96O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h26-27,46-47,50H,3-25,28-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b27-26-/t46-,47+/m0/s1	ACMXXMDZYHEGSF-ARRSUZSOSA-N	954.6326171			MMDBc0046158
BASm0032948	PGP(16:0/28:0)	PGP(16:0/28:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/28:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C50H100O13P2	InChI=1S/C50H100O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h47-48,51H,3-46H2,1-2H3,(H,57,58)(H2,54,55,56)/t47-,48+/m0/s1	FVTCOIMRJKFAGJ-JYHRMSDVSA-N	970.6639173			MMDBc0046159
BASm0032949	PGP(16:0/28:1(11Z))	PGP(16:0/28:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/28:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C50H98O13P2	InChI=1S/C50H98O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h24-25,47-48,51H,3-23,26-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b25-24-/t47-,48+/m0/s1	XAVWUWJDCUIWLR-KYWAPQMKSA-N	968.6482672			MMDBc0046160
BASm0032950	PGP(16:0/28:1(9Z))	PGP(16:0/28:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/28:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C50H98O13P2	InChI=1S/C50H98O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h26-27,47-48,51H,3-25,28-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b27-26-/t47-,48+/m0/s1	SIAXOWJDDSEHHA-QGSOGAJFSA-N	968.6482672			MMDBc0046161
BASm0032951	PGP(16:0/29:0)	PGP(16:0/29:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/29:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one nonacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C51H102O13P2	InChI=1S/C51H102O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-16-14-12-10-8-6-4-2/h48-49,52H,3-47H2,1-2H3,(H,58,59)(H2,55,56,57)/t48-,49+/m0/s1	ZYYJKUKXMZHACF-NXWRKTHKSA-N	984.6795673			MMDBc0046162
BASm0032952	PGP(16:0/30:0)	PGP(16:0/30:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/30:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C52H104O13P2	InChI=1S/C52H104O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-52(55)65-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)47-61-51(54)43-41-39-37-35-33-31-16-14-12-10-8-6-4-2/h49-50,53H,3-48H2,1-2H3,(H,59,60)(H2,56,57,58)/t49-,50+/m0/s1	DPGKZJDUXMLTME-LOYCUKJKSA-N	998.6952174			MMDBc0046163
BASm0032953	PGP(16:1(11Z)/16:1(11Z))	PGP(16:1(11Z)/16:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/16:1(11Z)), in particular, consists of two 11Z-hexadecenoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C38H72O13P2	InChI=1S/C38H72O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(40)47-33-36(34-50-53(45,46)49-32-35(39)31-48-52(42,43)44)51-38(41)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h9-12,35-36,39H,3-8,13-34H2,1-2H3,(H,45,46)(H2,42,43,44)/b11-9-,12-10-/t35-,36+/m0/s1	DESKMMUTGDCTBW-RCISCIBQSA-N	798.4448164			MMDBc0046164
BASm0032954	PGP(16:1(11Z)/16:1(9Z))	PGP(16:1(11Z)/16:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C38H72O13P2	InChI=1S/C38H72O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(40)47-33-36(34-50-53(45,46)49-32-35(39)31-48-52(42,43)44)51-38(41)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h9,11,14,16,35-36,39H,3-8,10,12-13,15,17-34H2,1-2H3,(H,45,46)(H2,42,43,44)/b11-9-,16-14-/t35-,36+/m0/s1	GHKAZQZUZHVDIF-LFXJRIHWSA-N	798.4448164			MMDBc0046165
BASm0032955	PGP(16:1(11Z)/18:0)	PGP(16:1(11Z)/18:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/18:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C40H78O13P2	InChI=1S/C40H78O13P2/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(43)53-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)35-49-39(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h10,12,37-38,41H,3-9,11,13-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b12-10-/t37-,38+/m0/s1	WQPWMUCEIPPMEU-DETHTZBZSA-N	828.4917666			MMDBc0046166
BASm0032956	PGP(16:1(11Z)/18:1(11Z))	PGP(16:1(11Z)/18:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/18:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C40H76O13P2	InChI=1S/C40H76O13P2/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(43)53-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)35-49-39(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h10,12-13,15,37-38,41H,3-9,11,14,16-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b12-10-,15-13-/t37-,38+/m0/s1	JIGRRDNKDFYCET-GUVOHHCRSA-N	826.4761165			MMDBc0046167
BASm0032957	PGP(16:1(11Z)/18:1(9Z))	PGP(16:1(11Z)/18:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C40H76O13P2	InChI=1S/C40H76O13P2/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(43)53-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)35-49-39(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h10,12,17-18,37-38,41H,3-9,11,13-16,19-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b12-10-,18-17-/t37-,38+/m0/s1	MSPRBGTWNLJNLX-HDDBSNQISA-N	826.4761165			MMDBc0046168
BASm0032958	PGP(16:1(11Z)/20:0)	PGP(16:1(11Z)/20:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/20:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C42H82O13P2	InChI=1S/C42H82O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-42(45)55-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)37-51-41(44)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h10,12,39-40,43H,3-9,11,13-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b12-10-/t39-,40+/m0/s1	IZAYIYRXFKPMJE-IQTDMNHTSA-N	856.5230667			MMDBc0046169
BASm0032959	PGP(16:1(11Z)/20:1(11Z))	PGP(16:1(11Z)/20:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C42H80O13P2	InChI=1S/C42H80O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-42(45)55-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)37-51-41(44)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h10,12,17-18,39-40,43H,3-9,11,13-16,19-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b12-10-,18-17-/t39-,40+/m0/s1	NYPHKWPZIRTGGN-ZNAWEYGQSA-N	854.5074166			MMDBc0046170
BASm0032960	PGP(16:1(11Z)/20:1(13Z))	PGP(16:1(11Z)/20:1(13Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C42H80O13P2	InChI=1S/C42H80O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-42(45)55-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)37-51-41(44)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h10,12-13,15,39-40,43H,3-9,11,14,16-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b12-10-,15-13-/t39-,40+/m0/s1	YRVONBAGHRSBPR-NUVUCNGESA-N	854.5074166			MMDBc0046171
BASm0032961	PGP(16:1(11Z)/22:0)	PGP(16:1(11Z)/22:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/22:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C44H86O13P2	InChI=1S/C44H86O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h10,12,41-42,45H,3-9,11,13-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b12-10-/t41-,42+/m0/s1	VZGVAZZLFVDHMS-GCGFNATCSA-N	884.5543668			MMDBc0046172
BASm0032962	PGP(16:1(11Z)/22:1(11Z))	PGP(16:1(11Z)/22:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/22:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C44H84O13P2	InChI=1S/C44H84O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h10,12,19-20,41-42,45H,3-9,11,13-18,21-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b12-10-,20-19-/t41-,42+/m0/s1	BYNXKFLKZZMATA-PSUXHKDWSA-N	882.5387168			MMDBc0046173
BASm0032963	PGP(16:1(11Z)/22:1(9Z))	PGP(16:1(11Z)/22:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/22:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C44H84O13P2	InChI=1S/C44H84O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h10,12,21-22,41-42,45H,3-9,11,13-20,23-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b12-10-,22-21-/t41-,42+/m0/s1	DWOBMPJIVCFEBF-OEYZKPBJSA-N	882.5387168			MMDBc0046174
BASm0032964	PGP(16:1(11Z)/23:1(11Z))	PGP(16:1(11Z)/23:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/23:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C45H86O13P2	InChI=1S/C45H86O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-45(48)58-43(41-57-60(52,53)56-39-42(46)38-55-59(49,50)51)40-54-44(47)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2/h10,12,20-21,42-43,46H,3-9,11,13-19,22-41H2,1-2H3,(H,52,53)(H2,49,50,51)/b12-10-,21-20-/t42-,43+/m0/s1	HHJVKKFONIZEBC-GSZCXLFZSA-N	896.5543668			MMDBc0046175
BASm0032965	PGP(16:1(11Z)/23:1(9Z))	PGP(16:1(11Z)/23:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/23:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C45H86O13P2	InChI=1S/C45H86O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-45(48)58-43(41-57-60(52,53)56-39-42(46)38-55-59(49,50)51)40-54-44(47)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2/h10,12,22-23,42-43,46H,3-9,11,13-21,24-41H2,1-2H3,(H,52,53)(H2,49,50,51)/b12-10-,23-22-/t42-,43+/m0/s1	SODHYYMMGLSEIE-AUAOUSCBSA-N	896.5543668			MMDBc0046176
BASm0032966	PGP(16:1(11Z)/24:0)	PGP(16:1(11Z)/24:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/24:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C46H90O13P2	InChI=1S/C46H90O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h10,12,43-44,47H,3-9,11,13-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b12-10-/t43-,44+/m0/s1	VUBCBFGCJQSSCL-HRZDLXMZSA-N	912.585667			MMDBc0046177
BASm0032967	PGP(16:1(11Z)/24:1(11Z))	PGP(16:1(11Z)/24:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/24:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C46H88O13P2	InChI=1S/C46H88O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h10,12,21-22,43-44,47H,3-9,11,13-20,23-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b12-10-,22-21-/t43-,44+/m0/s1	UJXQLYRUKHMMRA-JTBIMROGSA-N	910.5700169			MMDBc0046178
BASm0032968	PGP(16:1(11Z)/24:1(9Z))	PGP(16:1(11Z)/24:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C46H88O13P2	InChI=1S/C46H88O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h10,12,23-24,43-44,47H,3-9,11,13-22,25-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b12-10-,24-23-/t43-,44+/m0/s1	ZOSDGUGQKHGZNP-RBLJUDOVSA-N	910.5700169			MMDBc0046179
BASm0032969	PGP(16:1(11Z)/25:0)	PGP(16:1(11Z)/25:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/25:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C47H92O13P2	InChI=1S/C47H92O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-47(50)60-45(43-59-62(54,55)58-41-44(48)40-57-61(51,52)53)42-56-46(49)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h10,12,44-45,48H,3-9,11,13-43H2,1-2H3,(H,54,55)(H2,51,52,53)/b12-10-/t44-,45+/m0/s1	PGQPXWXWAOHISO-PPUQCTKFSA-N	926.601317			MMDBc0046180
BASm0032970	PGP(16:1(11Z)/25:1(11Z))	PGP(16:1(11Z)/25:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/25:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C47H90O13P2	InChI=1S/C47H90O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-47(50)60-45(43-59-62(54,55)58-41-44(48)40-57-61(51,52)53)42-56-46(49)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h10,12,22-23,44-45,48H,3-9,11,13-21,24-43H2,1-2H3,(H,54,55)(H2,51,52,53)/b12-10-,23-22-/t44-,45+/m0/s1	DDAJMKZEQLVZMS-FQVJVPMVSA-N	924.585667			MMDBc0046181
BASm0032971	PGP(16:1(11Z)/25:1(9Z))	PGP(16:1(11Z)/25:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/25:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C47H90O13P2	InChI=1S/C47H90O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-47(50)60-45(43-59-62(54,55)58-41-44(48)40-57-61(51,52)53)42-56-46(49)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h10,12,24-25,44-45,48H,3-9,11,13-23,26-43H2,1-2H3,(H,54,55)(H2,51,52,53)/b12-10-,25-24-/t44-,45+/m0/s1	UIAWSXZWFDTAIF-YEQRYHCYSA-N	924.585667			MMDBc0046182
BASm0032972	PGP(16:1(11Z)/26:0)	PGP(16:1(11Z)/26:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/26:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C48H94O13P2	InChI=1S/C48H94O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2/h10,12,45-46,49H,3-9,11,13-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b12-10-/t45-,46+/m0/s1	DCOCUSYGGKZJJM-IOVCXDDOSA-N	940.6169671			MMDBc0046183
BASm0032973	PGP(16:1(11Z)/26:1(11Z))	PGP(16:1(11Z)/26:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/26:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C48H92O13P2	InChI=1S/C48H92O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2/h10,12,22-23,45-46,49H,3-9,11,13-21,24-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b12-10-,23-22-/t45-,46+/m0/s1	PKQBXKKCNDKKIA-CYDZBUPYSA-N	938.601317			MMDBc0046184
BASm0032974	PGP(16:1(11Z)/26:1(9Z))	PGP(16:1(11Z)/26:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/26:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C49H94O13P2	InChI=1S/C49H94O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h10,12,25-26,46-47,50H,3-9,11,13-24,27-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b12-10-,26-25-/t46-,47+/m0/s1	RRXNKLPLTSVQPG-FFCIHJNYSA-N	952.6169671			MMDBc0046185
BASm0032975	PGP(16:1(11Z)/27:0)	PGP(16:1(11Z)/27:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/27:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C49H96O13P2	InChI=1S/C49H96O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h10,12,46-47,50H,3-9,11,13-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b12-10-/t46-,47+/m0/s1	IJODIHDSBWFCDT-LJBOZVPUSA-N	954.6326171			MMDBc0046186
BASm0032976	PGP(16:1(11Z)/27:1(11Z))	PGP(16:1(11Z)/27:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/27:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C49H94O13P2	InChI=1S/C49H94O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h10,12,24-25,46-47,50H,3-9,11,13-23,26-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b12-10-,25-24-/t46-,47+/m0/s1	ZLQZYNKAMKRMTO-ZNKQJQBJSA-N	952.6169671			MMDBc0046187
BASm0032977	PGP(16:1(11Z)/27:1(9Z))	PGP(16:1(11Z)/27:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/27:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C49H94O13P2	InChI=1S/C49H94O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h10,12,26-27,46-47,50H,3-9,11,13-25,28-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b12-10-,27-26-/t46-,47+/m0/s1	UJKFQKIGAHWFNO-ARQWNQBWSA-N	952.6169671			MMDBc0046188
BASm0032978	PGP(16:1(11Z)/28:0)	PGP(16:1(11Z)/28:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/28:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C50H98O13P2	InChI=1S/C50H98O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h10,12,47-48,51H,3-9,11,13-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b12-10-/t47-,48+/m0/s1	LJYVGZQWSGIFLV-IEXAVDFFSA-N	968.6482672			MMDBc0046189
BASm0032979	PGP(16:1(11Z)/28:1(11Z))	PGP(16:1(11Z)/28:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/28:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C50H96O13P2	InChI=1S/C50H96O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h10,12,24-25,47-48,51H,3-9,11,13-23,26-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b12-10-,25-24-/t47-,48+/m0/s1	IUFVQDGIKWEHPV-VBKZGMCISA-N	966.6326171			MMDBc0046190
BASm0032980	PGP(16:1(11Z)/28:1(9Z))	PGP(16:1(11Z)/28:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/28:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C50H96O13P2	InChI=1S/C50H96O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h10,12,26-27,47-48,51H,3-9,11,13-25,28-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b12-10-,27-26-/t47-,48+/m0/s1	JMEUVHSPCUCSTG-OBIHHQGUSA-N	966.6326171			MMDBc0046191
BASm0032981	PGP(16:1(11Z)/29:0)	PGP(16:1(11Z)/29:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/29:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one nonacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C51H100O13P2	InChI=1S/C51H100O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-16-14-12-10-8-6-4-2/h10,12,48-49,52H,3-9,11,13-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b12-10-/t48-,49+/m0/s1	MFWQNUZSCWLVSJ-ODEAQJSNSA-N	982.6639173			MMDBc0046192
BASm0032982	PGP(16:1(11Z)/30:0)	PGP(16:1(11Z)/30:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/30:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C52H102O13P2	InChI=1S/C52H102O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-52(55)65-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)47-61-51(54)43-41-39-37-35-33-31-16-14-12-10-8-6-4-2/h10,12,49-50,53H,3-9,11,13-48H2,1-2H3,(H,59,60)(H2,56,57,58)/b12-10-/t49-,50+/m0/s1	XUUGOGZGLPNKBZ-RTUQYELPSA-N	996.6795673			MMDBc0046193
BASm0032983	PGP(16:1(9Z)/16:1(11Z))	PGP(16:1(9Z)/16:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C38H72O13P2	InChI=1S/C38H72O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(40)47-33-36(34-50-53(45,46)49-32-35(39)31-48-52(42,43)44)51-38(41)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h10,12-13,15,35-36,39H,3-9,11,14,16-34H2,1-2H3,(H,45,46)(H2,42,43,44)/b12-10-,15-13-/t35-,36+/m0/s1	ZVXQVCBEMALEDK-SENLQETESA-N	798.4448164			MMDBc0046194
BASm0032984	PGP(16:1(9Z)/18:0)	PGP(16:1(9Z)/18:0) is a phosphatidylglycerolphosphate or glycerophospholipid (PGP or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(16:1(9Z)/18:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of stearic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of Phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGPs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PGP also serves as a precursor for the synthesis of cardiolipin. PGP is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C40H78O13P2	InChI=1S/C40H78O13P2/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(43)53-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)35-49-39(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h14,16,37-38,41H,3-13,15,17-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b16-14-/t37-,38+/m0/s1	WRSFGFXREKSTTG-QCMQKWBUSA-N	828.4917656			MMDBc0046195
BASm0032985	PGP(16:1(9Z)/20:0)	PGP(16:1(9Z)/20:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/20:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C42H82O13P2	InChI=1S/C42H82O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-42(45)55-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)37-51-41(44)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h14,16,39-40,43H,3-13,15,17-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b16-14-/t39-,40+/m0/s1	PDJJJSAIJBUNBY-KBTQSRGQSA-N	856.5230667			MMDBc0046196
BASm0032986	PGP(16:1(9Z)/20:1(11Z))	PGP(16:1(9Z)/20:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C42H80O13P2	InChI=1S/C42H80O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-42(45)55-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)37-51-41(44)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h14,16-18,39-40,43H,3-13,15,19-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b16-14-,18-17-/t39-,40+/m0/s1	QZVGAHYSKVYNNX-IAMWQIMGSA-N	854.5074166			MMDBc0046197
BASm0032987	PGP(16:1(9Z)/20:1(13Z))	PGP(16:1(9Z)/20:1(13Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C42H80O13P2	InChI=1S/C42H80O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-42(45)55-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)37-51-41(44)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h13-16,39-40,43H,3-12,17-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b15-13-,16-14-/t39-,40+/m0/s1	GVFKAEGRBOUWAX-HKFASTTNSA-N	854.5074166			MMDBc0046198
BASm0032988	PGP(16:1(9Z)/22:0)	PGP(16:1(9Z)/22:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/22:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C44H86O13P2	InChI=1S/C44H86O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h14,16,41-42,45H,3-13,15,17-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b16-14-/t41-,42+/m0/s1	XSBIMPAVNUHRBA-HKROHRCGSA-N	884.5543668			MMDBc0046199
BASm0032989	PGP(16:1(9Z)/22:1(11Z))	PGP(16:1(9Z)/22:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/22:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C44H84O13P2	InChI=1S/C44H84O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h14,16,19-20,41-42,45H,3-13,15,17-18,21-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b16-14-,20-19-/t41-,42+/m0/s1	OFONTKXVLJVUKW-KVAIXNFWSA-N	882.5387168			MMDBc0046200
BASm0032990	PGP(16:1(9Z)/22:1(9Z))	PGP(16:1(9Z)/22:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/22:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C44H84O13P2	InChI=1S/C44H84O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h14,16,21-22,41-42,45H,3-13,15,17-20,23-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b16-14-,22-21-/t41-,42+/m0/s1	WUNSLWBBXLOESR-CRINWCMJSA-N	882.5387168			MMDBc0046201
BASm0032991	PGP(16:1(9Z)/23:1(11Z))	PGP(16:1(9Z)/23:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/23:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C45H86O13P2	InChI=1S/C45H86O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-45(48)58-43(41-57-60(52,53)56-39-42(46)38-55-59(49,50)51)40-54-44(47)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2/h14,16,20-21,42-43,46H,3-13,15,17-19,22-41H2,1-2H3,(H,52,53)(H2,49,50,51)/b16-14-,21-20-/t42-,43+/m0/s1	VSJPONYDXLDYRG-ZFFOJRFGSA-N	896.5543668			MMDBc0046202
BASm0032992	PGP(16:1(9Z)/23:1(9Z))	PGP(16:1(9Z)/23:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/23:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C45H86O13P2	InChI=1S/C45H86O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-45(48)58-43(41-57-60(52,53)56-39-42(46)38-55-59(49,50)51)40-54-44(47)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2/h14,16,22-23,42-43,46H,3-13,15,17-21,24-41H2,1-2H3,(H,52,53)(H2,49,50,51)/b16-14-,23-22-/t42-,43+/m0/s1	OYGMRGSOUACNQE-CCZLJDPJSA-N	896.5543668			MMDBc0046203
BASm0032993	PGP(16:1(9Z)/24:0)	PGP(16:1(9Z)/24:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/24:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C46H90O13P2	InChI=1S/C46H90O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h14,16,43-44,47H,3-13,15,17-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b16-14-/t43-,44+/m0/s1	ZEHHNDDUBCRIFG-KZAVIKCJSA-N	912.585667			MMDBc0046204
BASm0032994	PGP(16:1(9Z)/24:1(11Z))	PGP(16:1(9Z)/24:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C46H88O13P2	InChI=1S/C46H88O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h14,16,21-22,43-44,47H,3-13,15,17-20,23-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b16-14-,22-21-/t43-,44+/m0/s1	OTUMBBIXUWDOAM-SRZRSAPRSA-N	910.5700169			MMDBc0046205
BASm0032995	PGP(16:1(9Z)/24:1(9Z))	PGP(16:1(9Z)/24:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/24:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C46H88O13P2	InChI=1S/C46H88O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h14,16,23-24,43-44,47H,3-13,15,17-22,25-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b16-14-,24-23-/t43-,44+/m0/s1	VKUXUTOABQMKPH-XAPYYFBASA-N	910.5700169			MMDBc0046206
BASm0032996	PGP(16:1(9Z)/25:0)	PGP(16:1(9Z)/25:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/25:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C47H92O13P2	InChI=1S/C47H92O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-47(50)60-45(43-59-62(54,55)58-41-44(48)40-57-61(51,52)53)42-56-46(49)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h14,16,44-45,48H,3-13,15,17-43H2,1-2H3,(H,54,55)(H2,51,52,53)/b16-14-/t44-,45+/m0/s1	ZTJCDMOGIOCFNK-LBRDQHGCSA-N	926.601317			MMDBc0046207
BASm0032997	PGP(16:1(9Z)/25:1(11Z))	PGP(16:1(9Z)/25:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/25:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C47H90O13P2	InChI=1S/C47H90O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-47(50)60-45(43-59-62(54,55)58-41-44(48)40-57-61(51,52)53)42-56-46(49)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h14,16,22-23,44-45,48H,3-13,15,17-21,24-43H2,1-2H3,(H,54,55)(H2,51,52,53)/b16-14-,23-22-/t44-,45+/m0/s1	UYIZZTJJZHVYSU-KFGABNGFSA-N	924.585667			MMDBc0046208
BASm0032998	PGP(16:1(9Z)/25:1(9Z))	PGP(16:1(9Z)/25:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/25:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C47H90O13P2	InChI=1S/C47H90O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-47(50)60-45(43-59-62(54,55)58-41-44(48)40-57-61(51,52)53)42-56-46(49)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h14,16,24-25,44-45,48H,3-13,15,17-23,26-43H2,1-2H3,(H,54,55)(H2,51,52,53)/b16-14-,25-24-/t44-,45+/m0/s1	NWZORTNHRBFGEI-FUWZIPKLSA-N	924.585667			MMDBc0046209
BASm0032999	PGP(16:1(9Z)/26:0)	PGP(16:1(9Z)/26:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/26:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C48H94O13P2	InChI=1S/C48H94O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2/h14,16,45-46,49H,3-13,15,17-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b16-14-/t45-,46+/m0/s1	PGRMMLCGRDHFDC-QJQBILQZSA-N	940.6169671			MMDBc0046210
BASm0033000	PGP(16:1(9Z)/26:1(11Z))	PGP(16:1(9Z)/26:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/26:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C48H92O13P2	InChI=1S/C48H92O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2/h14,16,22-23,45-46,49H,3-13,15,17-21,24-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b16-14-,23-22-/t45-,46+/m0/s1	VLNGUGFNCAFHQY-VDHJHTAKSA-N	938.601317			MMDBc0046211
BASm0033001	PGP(16:1(9Z)/26:1(9Z))	PGP(16:1(9Z)/26:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/26:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C49H94O13P2	InChI=1S/C49H94O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h14,16,25-26,46-47,50H,3-13,15,17-24,27-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b16-14-,26-25-/t46-,47+/m0/s1	KLZTVSHVIDHLSL-MBNULPHWSA-N	952.6169671			MMDBc0046212
BASm0033002	PGP(16:1(9Z)/27:0)	PGP(16:1(9Z)/27:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/27:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C49H96O13P2	InChI=1S/C49H96O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h14,16,46-47,50H,3-13,15,17-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b16-14-/t46-,47+/m0/s1	DQNASZOKAOGGOW-SPGUCGRSSA-N	954.6326171			MMDBc0046213
BASm0033003	PGP(16:1(9Z)/27:1(11Z))	PGP(16:1(9Z)/27:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/27:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C49H94O13P2	InChI=1S/C49H94O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h14,16,24-25,46-47,50H,3-13,15,17-23,26-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b16-14-,25-24-/t46-,47+/m0/s1	UXFQBYXTUHTJTA-YGOWNJQOSA-N	952.6169671			MMDBc0046214
BASm0033004	PGP(16:1(9Z)/27:1(9Z))	PGP(16:1(9Z)/27:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/27:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C49H94O13P2	InChI=1S/C49H94O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h14,16,26-27,46-47,50H,3-13,15,17-25,28-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b16-14-,27-26-/t46-,47+/m0/s1	OHCSSRCNXRGBHJ-MIJUOHJWSA-N	952.6169671			MMDBc0046215
BASm0033005	PGP(16:1(9Z)/28:0)	PGP(16:1(9Z)/28:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/28:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C50H98O13P2	InChI=1S/C50H98O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h14,16,47-48,51H,3-13,15,17-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b16-14-/t47-,48+/m0/s1	LBKJRUBHWJZBCL-ILCPQPNASA-N	968.6482672			MMDBc0046216
BASm0033006	PGP(16:1(9Z)/28:1(11Z))	PGP(16:1(9Z)/28:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/28:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C50H96O13P2	InChI=1S/C50H96O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h14,16,24-25,47-48,51H,3-13,15,17-23,26-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b16-14-,25-24-/t47-,48+/m0/s1	XXAFMIKGUJNHBI-YQEBINPISA-N	966.6326171			MMDBc0046217
BASm0033007	PGP(16:1(9Z)/28:1(9Z))	PGP(16:1(9Z)/28:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/28:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C50H96O13P2	InChI=1S/C50H96O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h14,16,26-27,47-48,51H,3-13,15,17-25,28-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b16-14-,27-26-/t47-,48+/m0/s1	UCLMMUKFSKAJEI-OPZFMELOSA-N	966.6326171			MMDBc0046218
BASm0033008	PGP(16:1(9Z)/29:0)	PGP(16:1(9Z)/29:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/29:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one nonacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C51H100O13P2	InChI=1S/C51H100O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-16-14-12-10-8-6-4-2/h14,16,48-49,52H,3-13,15,17-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b16-14-/t48-,49+/m0/s1	LQMVMWJPKHTQHC-FXROEYIASA-N	982.6639173			MMDBc0046219
BASm0033009	PGP(16:1(9Z)/30:0)	PGP(16:1(9Z)/30:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/30:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C52H102O13P2	InChI=1S/C52H102O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-52(55)65-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)47-61-51(54)43-41-39-37-35-33-31-16-14-12-10-8-6-4-2/h14,16,49-50,53H,3-13,15,17-48H2,1-2H3,(H,59,60)(H2,56,57,58)/b16-14-/t49-,50+/m0/s1	UXIYEIYMLDFRIT-RWBJDLLOSA-N	996.6795673			MMDBc0046220
BASm0033010	PGP(18:0/18:1(11Z))	PGP(18:0/18:1(11Z)) is a phosphatidylglycerolphosphate or glycerophospholipid (PGP or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(18:0/18:1(11Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the vaccenic acid moiety is derived from butter fat and animal fat. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of Phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGPs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PGP also serves as a precursor for the synthesis of cardiolipin. PGP is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C42H82O13P2	InChI=1S/C42H82O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(44)51-37-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)55-42(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,39-40,43H,3-13,15,17-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b16-14-/t39-,40+/m0/s1	YATWIYWYMGEZHA-KBTQSRGQSA-N	856.5230657			MMDBc0046221
BASm0033011	PGP(18:0/20:0)	PGP(18:0/20:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/20:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C44H88O13P2	InChI=1S/C44H88O13P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h41-42,45H,3-40H2,1-2H3,(H,51,52)(H2,48,49,50)/t41-,42+/m0/s1	AXUPGQXTTCAZGB-ACEXITHZSA-N	886.5700169			MMDBc0046222
BASm0033012	PGP(18:0/20:1(11Z))	PGP(18:0/20:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/20:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C44H86O13P2	InChI=1S/C44H86O13P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h17,19,41-42,45H,3-16,18,20-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b19-17-/t41-,42+/m0/s1	BMMFNHDEIYBOPN-RBNOWSNYSA-N	884.5543668			MMDBc0046223
BASm0033013	PGP(18:0/20:1(13Z))	PGP(18:0/20:1(13Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/20:1(13Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C44H86O13P2	InChI=1S/C44H86O13P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h13,15,41-42,45H,3-12,14,16-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b15-13-/t41-,42+/m0/s1	CMURZJOINVFCJA-HDFAUFARSA-N	884.5543668			MMDBc0046224
BASm0033014	PGP(18:0/22:0)	PGP(18:0/22:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/22:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C46H92O13P2	InChI=1S/C46H92O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h43-44,47H,3-42H2,1-2H3,(H,53,54)(H2,50,51,52)/t43-,44+/m0/s1	OSMDJZVOEKDOCP-JCGOJSMZSA-N	914.601317			MMDBc0046225
BASm0033015	PGP(18:0/22:1(11Z))	PGP(18:0/22:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/22:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C46H90O13P2	InChI=1S/C46H90O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h20-21,43-44,47H,3-19,22-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b21-20-/t43-,44+/m0/s1	XDWUCSBRCMBBDV-KUMHYYHTSA-N	912.585667			MMDBc0046226
BASm0033016	PGP(18:0/22:1(9Z))	PGP(18:0/22:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/22:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C46H90O13P2	InChI=1S/C46H90O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h22,24,43-44,47H,3-21,23,25-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b24-22-/t43-,44+/m0/s1	APXNWWOGBBVSIR-OTLKRNQFSA-N	912.585667			MMDBc0046227
BASm0033017	PGP(18:0/23:1(11Z))	PGP(18:0/23:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/23:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C47H92O13P2	InChI=1S/C47H92O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-37-39-47(50)60-45(43-59-62(54,55)58-41-44(48)40-57-61(51,52)53)42-56-46(49)38-36-34-32-30-28-26-24-18-16-14-12-10-8-6-4-2/h21-22,44-45,48H,3-20,23-43H2,1-2H3,(H,54,55)(H2,51,52,53)/b22-21-/t44-,45+/m0/s1	XEFMATUFAZMAHV-RZOPEFEBSA-N	926.601317			MMDBc0046228
BASm0033018	PGP(18:0/23:1(9Z))	PGP(18:0/23:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/23:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C47H92O13P2	InChI=1S/C47H92O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-37-39-47(50)60-45(43-59-62(54,55)58-41-44(48)40-57-61(51,52)53)42-56-46(49)38-36-34-32-30-28-26-24-18-16-14-12-10-8-6-4-2/h23,25,44-45,48H,3-22,24,26-43H2,1-2H3,(H,54,55)(H2,51,52,53)/b25-23-/t44-,45+/m0/s1	IVIXUGZIJBIPMS-HEJKJXORSA-N	926.601317			MMDBc0046229
BASm0033019	PGP(18:0/24:0)	PGP(18:0/24:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/24:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C48H96O13P2	InChI=1S/C48H96O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h45-46,49H,3-44H2,1-2H3,(H,55,56)(H2,52,53,54)/t45-,46+/m0/s1	DLMGFEONYHLAAI-CRCOQUFZSA-N	942.6326171			MMDBc0046230
BASm0033020	PGP(18:0/24:1(11Z))	PGP(18:0/24:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/24:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C48H94O13P2	InChI=1S/C48H94O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h22-23,45-46,49H,3-21,24-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b23-22-/t45-,46+/m0/s1	YGSDONRDDGANQM-JPMNJCBTSA-N	940.6169671			MMDBc0046231
BASm0033021	PGP(18:0/24:1(9Z))	PGP(18:0/24:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/24:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C48H94O13P2	InChI=1S/C48H94O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h24,26,45-46,49H,3-23,25,27-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b26-24-/t45-,46+/m0/s1	OHQQRCKBOHIOOQ-LDJLYHEQSA-N	940.6169671			MMDBc0046232
BASm0033022	PGP(18:0/25:0)	PGP(18:0/25:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/25:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C49H98O13P2	InChI=1S/C49H98O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h46-47,50H,3-45H2,1-2H3,(H,56,57)(H2,53,54,55)/t46-,47+/m0/s1	YQDDXFZUVPQZDW-KBRGEABDSA-N	956.6482672			MMDBc0046233
BASm0033023	PGP(18:0/25:1(11Z))	PGP(18:0/25:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/25:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C49H96O13P2	InChI=1S/C49H96O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h23-24,46-47,50H,3-22,25-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b24-23-/t46-,47+/m0/s1	HVPWGENFFFTXMO-MLUAMGCVSA-N	954.6326171			MMDBc0046234
BASm0033024	PGP(18:0/25:1(9Z))	PGP(18:0/25:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/25:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C49H96O13P2	InChI=1S/C49H96O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h25,27,46-47,50H,3-24,26,28-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b27-25-/t46-,47+/m0/s1	GFURRCPKSVHJAV-CSWVREGMSA-N	954.6326171			MMDBc0046235
BASm0033025	PGP(18:0/26:0)	PGP(18:0/26:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/26:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C50H100O13P2	InChI=1S/C50H100O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-29-27-18-16-14-12-10-8-6-4-2/h47-48,51H,3-46H2,1-2H3,(H,57,58)(H2,54,55,56)/t47-,48+/m0/s1	DDMXAAGRENDYPZ-JYHRMSDVSA-N	970.6639173			MMDBc0046236
BASm0033026	PGP(18:0/26:1(11Z))	PGP(18:0/26:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/26:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C50H98O13P2	InChI=1S/C50H98O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-29-27-18-16-14-12-10-8-6-4-2/h23-24,47-48,51H,3-22,25-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b24-23-/t47-,48+/m0/s1	QQBOOKSNISRCNY-GPCATYNFSA-N	968.6482672			MMDBc0046237
BASm0033027	PGP(18:0/26:1(9Z))	PGP(18:0/26:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/26:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C51H100O13P2	InChI=1S/C51H100O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h26-27,48-49,52H,3-25,28-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b27-26-/t48-,49+/m0/s1	QDGBKEAEAPJUKB-MXPHLGBZSA-N	982.6639173			MMDBc0046238
BASm0033028	PGP(18:0/27:0)	PGP(18:0/27:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/27:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C51H102O13P2	InChI=1S/C51H102O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h48-49,52H,3-47H2,1-2H3,(H,58,59)(H2,55,56,57)/t48-,49+/m0/s1	UBVRRPGKQZCEMX-NXWRKTHKSA-N	984.6795673			MMDBc0046239
BASm0033029	PGP(18:0/27:1(11Z))	PGP(18:0/27:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/27:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C51H100O13P2	InChI=1S/C51H100O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h25-26,48-49,52H,3-24,27-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b26-25-/t48-,49+/m0/s1	BBACVHFROSGCOI-IHMVGZEDSA-N	982.6639173			MMDBc0046240
BASm0033030	PGP(18:0/27:1(9Z))	PGP(18:0/27:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/27:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C51H100O13P2	InChI=1S/C51H100O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h27,29,48-49,52H,3-26,28,30-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b29-27-/t48-,49+/m0/s1	CEHOGLAXARDESK-JQHJBAHHSA-N	982.6639173			MMDBc0046241
BASm0033031	PGP(18:0/28:0)	PGP(18:0/28:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/28:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C52H104O13P2	InChI=1S/C52H104O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-52(55)65-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)47-61-51(54)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2/h49-50,53H,3-48H2,1-2H3,(H,59,60)(H2,56,57,58)/t49-,50+/m0/s1	VWTZRAVPEMEETM-LOYCUKJKSA-N	998.6952174			MMDBc0046242
BASm0033032	PGP(18:0/28:1(11Z))	PGP(18:0/28:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/28:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C52H102O13P2	InChI=1S/C52H102O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-52(55)65-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)47-61-51(54)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2/h25-26,49-50,53H,3-24,27-48H2,1-2H3,(H,59,60)(H2,56,57,58)/b26-25-/t49-,50+/m0/s1	MAZTVFWLZHANRF-CWNZETNVSA-N	996.6795673			MMDBc0046243
BASm0033033	PGP(18:0/28:1(9Z))	PGP(18:0/28:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/28:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C52H102O13P2	InChI=1S/C52H102O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-52(55)65-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)47-61-51(54)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2/h27-28,49-50,53H,3-26,29-48H2,1-2H3,(H,59,60)(H2,56,57,58)/b28-27-/t49-,50+/m0/s1	UFLDUULTWFEYMM-FQDKDZDESA-N	996.6795673			MMDBc0046244
BASm0033034	PGP(18:0/29:0)	PGP(18:0/29:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/29:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one nonacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C53H106O13P2	InChI=1S/C53H106O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-18-16-14-12-10-8-6-4-2/h50-51,54H,3-49H2,1-2H3,(H,60,61)(H2,57,58,59)/t50-,51+/m0/s1	WGCOWQZYIVCAEB-OKPYTHRESA-N	1012.710867			MMDBc0046245
BASm0033035	PGP(18:0/30:0)	PGP(18:0/30:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/30:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C54H108O13P2	InChI=1S/C54H108O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-54(57)67-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)49-63-53(56)45-43-41-39-37-35-33-31-18-16-14-12-10-8-6-4-2/h51-52,55H,3-50H2,1-2H3,(H,61,62)(H2,58,59,60)/t51-,52+/m0/s1	PRKINJYCPRLPEK-MTIDNABOSA-N	1026.726518			MMDBc0046246
BASm0033036	PGP(18:1(11Z)/18:1(9Z))	PGP(18:1(11Z)/18:1(9Z)) is a phosphatidylglycerolphosphate or glycerophospholipid (PGP or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(18:1(11Z)/18:1(9Z)), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of oleic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of Phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGPs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PGP also serves as a precursor for the synthesis of cardiolipin. PGP is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.		Solid	[H]O[C@@]([H])(C([H])([H])OP(=O)(O[H])O[H])C([H])([H])OP(=O)(O[H])OC([H])([H])[C@]([H])(OC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])OC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]	C42H80O13P2	InChI=1S/C42H80O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(44)51-37-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)55-42(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,18,20,39-40,43H,3-12,14,16-17,19,21-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b15-13-,20-18-/t39-,40+/m0/s1	FWPPKNNEAMDSHQ-ZRXIRQNBSA-N	854.5074157			MMDBc0046247
BASm0033037	PGP(18:1(11Z)/20:0)	PGP(18:1(11Z)/20:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/20:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C44H86O13P2	InChI=1S/C44H86O13P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h14,16,41-42,45H,3-13,15,17-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b16-14-/t41-,42+/m0/s1	ZAGCCPKMTIUGAQ-HKROHRCGSA-N	884.5543668			MMDBc0046248
BASm0033038	PGP(18:1(11Z)/20:1(11Z))	PGP(18:1(11Z)/20:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C44H84O13P2	InChI=1S/C44H84O13P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h14,16-17,19,41-42,45H,3-13,15,18,20-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b16-14-,19-17-/t41-,42+/m0/s1	ZZJQVEOOJBUOCX-MITHGEOVSA-N	882.5387168			MMDBc0046249
BASm0033039	PGP(18:1(11Z)/20:1(13Z))	PGP(18:1(11Z)/20:1(13Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C44H84O13P2	InChI=1S/C44H84O13P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h13-16,41-42,45H,3-12,17-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b15-13-,16-14-/t41-,42+/m0/s1	LZQWZHGAGXRKIT-UQWYEYRYSA-N	882.5387168			MMDBc0046250
BASm0033040	PGP(18:1(11Z)/22:0)	PGP(18:1(11Z)/22:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/22:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C46H90O13P2	InChI=1S/C46H90O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h14,16,43-44,47H,3-13,15,17-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b16-14-/t43-,44+/m0/s1	FFVSCMQDHDGYMB-KZAVIKCJSA-N	912.585667			MMDBc0046251
BASm0033041	PGP(18:1(11Z)/22:1(11Z))	PGP(18:1(11Z)/22:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/22:1(11Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C46H88O13P2	InChI=1S/C46H88O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h14,16,20-21,43-44,47H,3-13,15,17-19,22-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b16-14-,21-20-/t43-,44+/m0/s1	UIRILMXVXKGFGR-CQKQYXGPSA-N	910.5700169			MMDBc0046252
BASm0033042	PGP(18:1(11Z)/22:1(9Z))	PGP(18:1(11Z)/22:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/22:1(9Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C46H88O13P2	InChI=1S/C46H88O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h14,16,22,24,43-44,47H,3-13,15,17-21,23,25-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b16-14-,24-22-/t43-,44+/m0/s1	WTUGRINUHQKRGB-DCJMYOTPSA-N	910.5700169			MMDBc0046253
BASm0033043	PGP(18:1(11Z)/23:1(11Z))	PGP(18:1(11Z)/23:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/23:1(11Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C47H90O13P2	InChI=1S/C47H90O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-37-39-47(50)60-45(43-59-62(54,55)58-41-44(48)40-57-61(51,52)53)42-56-46(49)38-36-34-32-30-28-26-24-18-16-14-12-10-8-6-4-2/h14,16,21-22,44-45,48H,3-13,15,17-20,23-43H2,1-2H3,(H,54,55)(H2,51,52,53)/b16-14-,22-21-/t44-,45+/m0/s1	TUNSQFXEEMMUCT-UMLDKBGHSA-N	924.585667			MMDBc0046254
BASm0033044	PGP(18:1(11Z)/23:1(9Z))	PGP(18:1(11Z)/23:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/23:1(9Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C47H90O13P2	InChI=1S/C47H90O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-37-39-47(50)60-45(43-59-62(54,55)58-41-44(48)40-57-61(51,52)53)42-56-46(49)38-36-34-32-30-28-26-24-18-16-14-12-10-8-6-4-2/h14,16,23,25,44-45,48H,3-13,15,17-22,24,26-43H2,1-2H3,(H,54,55)(H2,51,52,53)/b16-14-,25-23-/t44-,45+/m0/s1	ZYEINGYIVCSCIF-YATDYUNNSA-N	924.585667			MMDBc0046255
BASm0033045	PGP(18:1(11Z)/24:0)	PGP(18:1(11Z)/24:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/24:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C48H94O13P2	InChI=1S/C48H94O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h14,16,45-46,49H,3-13,15,17-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b16-14-/t45-,46+/m0/s1	LYVSZZSDBAPDIT-QJQBILQZSA-N	940.6169671			MMDBc0046256
BASm0033046	PGP(18:1(11Z)/24:1(11Z))	PGP(18:1(11Z)/24:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/24:1(11Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C48H92O13P2	InChI=1S/C48H92O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h14,16,22-23,45-46,49H,3-13,15,17-21,24-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b16-14-,23-22-/t45-,46+/m0/s1	BOIYPLLLYCJKHM-VDHJHTAKSA-N	938.601317			MMDBc0046257
BASm0033047	PGP(18:1(11Z)/24:1(9Z))	PGP(18:1(11Z)/24:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C48H92O13P2	InChI=1S/C48H92O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h14,16,24,26,45-46,49H,3-13,15,17-23,25,27-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b16-14-,26-24-/t45-,46+/m0/s1	DTTNEVMPVIUTJN-DBIHPETLSA-N	938.601317			MMDBc0046258
BASm0033048	PGP(18:1(11Z)/25:0)	PGP(18:1(11Z)/25:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/25:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C49H96O13P2	InChI=1S/C49H96O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h14,16,46-47,50H,3-13,15,17-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b16-14-/t46-,47+/m0/s1	ZGEUPWXFKFWBLU-SPGUCGRSSA-N	954.6326171			MMDBc0046259
BASm0033049	PGP(18:1(11Z)/25:1(11Z))	PGP(18:1(11Z)/25:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/25:1(11Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C49H94O13P2	InChI=1S/C49H94O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h14,16,23-24,46-47,50H,3-13,15,17-22,25-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b16-14-,24-23-/t46-,47+/m0/s1	OSPJIZHZOOXRJY-QZHIIUMASA-N	952.6169671			MMDBc0046260
BASm0033050	PGP(18:1(11Z)/25:1(9Z))	PGP(18:1(11Z)/25:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/25:1(9Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C49H94O13P2	InChI=1S/C49H94O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h14,16,25,27,46-47,50H,3-13,15,17-24,26,28-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b16-14-,27-25-/t46-,47+/m0/s1	OLKMOCZULXLGSX-GZEGJENZSA-N	952.6169671			MMDBc0046261
BASm0033051	PGP(18:1(11Z)/26:0)	PGP(18:1(11Z)/26:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/26:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C50H98O13P2	InChI=1S/C50H98O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-29-27-18-16-14-12-10-8-6-4-2/h14,16,47-48,51H,3-13,15,17-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b16-14-/t47-,48+/m0/s1	UZELRILEVBGYHO-ILCPQPNASA-N	968.6482672			MMDBc0046262
BASm0033052	PGP(18:1(11Z)/26:1(11Z))	PGP(18:1(11Z)/26:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/26:1(11Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C50H96O13P2	InChI=1S/C50H96O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-29-27-18-16-14-12-10-8-6-4-2/h14,16,23-24,47-48,51H,3-13,15,17-22,25-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b16-14-,24-23-/t47-,48+/m0/s1	PJIGNXUCQSDNMS-WBBKDMMESA-N	966.6326171			MMDBc0046263
BASm0033053	PGP(18:1(11Z)/26:1(9Z))	PGP(18:1(11Z)/26:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/26:1(9Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C51H98O13P2	InChI=1S/C51H98O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h14,16,26-27,48-49,52H,3-13,15,17-25,28-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b16-14-,27-26-/t48-,49+/m0/s1	GUAGBITYBKXTSI-IOCNWHJKSA-N	980.6482672			MMDBc0046264
BASm0033054	PGP(18:1(11Z)/27:0)	PGP(18:1(11Z)/27:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/27:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C51H100O13P2	InChI=1S/C51H100O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h14,16,48-49,52H,3-13,15,17-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b16-14-/t48-,49+/m0/s1	IGOSMFFDRCCOQL-FXROEYIASA-N	982.6639173			MMDBc0046265
BASm0033055	PGP(18:1(11Z)/27:1(11Z))	PGP(18:1(11Z)/27:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/27:1(11Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C51H98O13P2	InChI=1S/C51H98O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h14,16,25-26,48-49,52H,3-13,15,17-24,27-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b16-14-,26-25-/t48-,49+/m0/s1	UGWUEAZGKBDZST-XPJOFRGWSA-N	980.6482672			MMDBc0046266
BASm0033056	PGP(18:1(11Z)/27:1(9Z))	PGP(18:1(11Z)/27:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/27:1(9Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C51H98O13P2	InChI=1S/C51H98O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h14,16,27,29,48-49,52H,3-13,15,17-26,28,30-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b16-14-,29-27-/t48-,49+/m0/s1	POQYJUHLNZAJSX-PKEKWBQMSA-N	980.6482672			MMDBc0046267
BASm0033057	PGP(18:1(11Z)/28:0)	PGP(18:1(11Z)/28:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/28:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C52H102O13P2	InChI=1S/C52H102O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-52(55)65-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)47-61-51(54)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2/h14,16,49-50,53H,3-13,15,17-48H2,1-2H3,(H,59,60)(H2,56,57,58)/b16-14-/t49-,50+/m0/s1	XDMHYSKVHJFKHL-RWBJDLLOSA-N	996.6795673			MMDBc0046268
BASm0033058	PGP(18:1(11Z)/28:1(11Z))	PGP(18:1(11Z)/28:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/28:1(11Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C52H100O13P2	InChI=1S/C52H100O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-52(55)65-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)47-61-51(54)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2/h14,16,25-26,49-50,53H,3-13,15,17-24,27-48H2,1-2H3,(H,59,60)(H2,56,57,58)/b16-14-,26-25-/t49-,50+/m0/s1	FDZBNRRFLZYTSH-VQPTVZPTSA-N	994.6639173			MMDBc0046269
BASm0033059	PGP(18:1(11Z)/28:1(9Z))	PGP(18:1(11Z)/28:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/28:1(9Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C52H100O13P2	InChI=1S/C52H100O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-52(55)65-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)47-61-51(54)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2/h14,16,27-28,49-50,53H,3-13,15,17-26,29-48H2,1-2H3,(H,59,60)(H2,56,57,58)/b16-14-,28-27-/t49-,50+/m0/s1	WRWQPKWFDPBBTM-AIUYKSBHSA-N	994.6639173			MMDBc0046270
BASm0033060	PGP(18:1(11Z)/29:0)	PGP(18:1(11Z)/29:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/29:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one nonacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C53H104O13P2	InChI=1S/C53H104O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-18-16-14-12-10-8-6-4-2/h14,16,50-51,54H,3-13,15,17-49H2,1-2H3,(H,60,61)(H2,57,58,59)/b16-14-/t50-,51+/m0/s1	JSQHBNXCHZRUJF-DPQVHIRYSA-N	1010.695217			MMDBc0046271
BASm0033061	PGP(18:1(11Z)/30:0)	PGP(18:1(11Z)/30:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/30:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C54H106O13P2	InChI=1S/C54H106O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-54(57)67-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)49-63-53(56)45-43-41-39-37-35-33-31-18-16-14-12-10-8-6-4-2/h14,16,51-52,55H,3-13,15,17-50H2,1-2H3,(H,61,62)(H2,58,59,60)/b16-14-/t51-,52+/m0/s1	NXWKDHYIWMASBR-ACTAVULTSA-N	1024.710867			MMDBc0046272
BASm0033062	PGP(18:1(9Z)/18:1(11Z))	PGP(18:1(9Z)/18:1(11Z)) is a phosphatidylglycerolphosphate or glycerophospholipid (PGP or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(18:1(9Z)/18:1(11Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the vaccenic acid moiety is derived from butter fat and animal fat. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of Phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGPs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PGP also serves as a precursor for the synthesis of cardiolipin. PGP is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.		Solid	[H]O[C@@]([H])(C([H])([H])OP(=O)(O[H])O[H])C([H])([H])OP(=O)(O[H])OC([H])([H])[C@]([H])(OC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])OC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]	C42H80O13P2	InChI=1S/C42H80O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(44)51-37-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)55-42(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16-17,19,39-40,43H,3-13,15,18,20-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b16-14-,19-17-/t39-,40+/m0/s1	HGTCUZQDUITQOP-MYVKIHSOSA-N	854.5074157			MMDBc0046273
BASm0033063	PGP(18:1(9Z)/20:0)	PGP(18:1(9Z)/20:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/20:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C44H86O13P2	InChI=1S/C44H86O13P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h18,21,41-42,45H,3-17,19-20,22-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b21-18-/t41-,42+/m0/s1	WHGDCLJQXMORSH-NGJZXVFSSA-N	884.5543668			MMDBc0046274
BASm0033064	PGP(18:1(9Z)/20:1(11Z))	PGP(18:1(9Z)/20:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C44H84O13P2	InChI=1S/C44H84O13P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h17-19,21,41-42,45H,3-16,20,22-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b19-17-,21-18-/t41-,42+/m0/s1	GSDNYFDUEXYRDW-CJIQRTRDSA-N	882.5387168			MMDBc0046275
BASm0033065	PGP(18:1(9Z)/20:1(13Z))	PGP(18:1(9Z)/20:1(13Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C44H84O13P2	InChI=1S/C44H84O13P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h13,15,18,21,41-42,45H,3-12,14,16-17,19-20,22-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b15-13-,21-18-/t41-,42+/m0/s1	QLTRGYUOFWCRAN-PVKFVGKISA-N	882.5387168			MMDBc0046276
BASm0033066	PGP(18:1(9Z)/22:0)	PGP(18:1(9Z)/22:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/22:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C46H90O13P2	InChI=1S/C46H90O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h18,23,43-44,47H,3-17,19-22,24-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b23-18-/t43-,44+/m0/s1	HCMMLHTUMGLCRR-JJQWVWMESA-N	912.585667			MMDBc0046277
BASm0033067	PGP(18:1(9Z)/22:1(11Z))	PGP(18:1(9Z)/22:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/22:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C46H88O13P2	InChI=1S/C46H88O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h18,20-21,23,43-44,47H,3-17,19,22,24-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b21-20-,23-18-/t43-,44+/m0/s1	HXTVNKMFWFIMEK-PIPVPDAXSA-N	910.5700169			MMDBc0046278
BASm0033068	PGP(18:1(9Z)/22:1(9Z))	PGP(18:1(9Z)/22:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/22:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C46H88O13P2	InChI=1S/C46H88O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h18,22-24,43-44,47H,3-17,19-21,25-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b23-18-,24-22-/t43-,44+/m0/s1	JMEPAOWHZPMTSG-GJGHHMKNSA-N	910.5700169			MMDBc0046279
BASm0033069	PGP(18:1(9Z)/23:1(11Z))	PGP(18:1(9Z)/23:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/23:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C47H90O13P2	InChI=1S/C47H90O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-37-39-47(50)60-45(43-59-62(54,55)58-41-44(48)40-57-61(51,52)53)42-56-46(49)38-36-34-32-30-28-26-24-18-16-14-12-10-8-6-4-2/h18,21-22,24,44-45,48H,3-17,19-20,23,25-43H2,1-2H3,(H,54,55)(H2,51,52,53)/b22-21-,24-18-/t44-,45+/m0/s1	BAGBRQMZPKTFLH-KLKNEHSSSA-N	924.585667			MMDBc0046280
BASm0033070	PGP(18:1(9Z)/23:1(9Z))	PGP(18:1(9Z)/23:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/23:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C47H90O13P2	InChI=1S/C47H90O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-37-39-47(50)60-45(43-59-62(54,55)58-41-44(48)40-57-61(51,52)53)42-56-46(49)38-36-34-32-30-28-26-24-18-16-14-12-10-8-6-4-2/h18,23-25,44-45,48H,3-17,19-22,26-43H2,1-2H3,(H,54,55)(H2,51,52,53)/b24-18-,25-23-/t44-,45+/m0/s1	YBEFWMAAEWFKPV-PXYGIZRFSA-N	924.585667			MMDBc0046281
BASm0033071	PGP(18:1(9Z)/24:0)	PGP(18:1(9Z)/24:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/24:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C48H94O13P2	InChI=1S/C48H94O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h18,25,45-46,49H,3-17,19-24,26-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b25-18-/t45-,46+/m0/s1	LHBXWOQVYDWBCK-BPIQXNBASA-N	940.6169671			MMDBc0046282
BASm0033072	PGP(18:1(9Z)/24:1(11Z))	PGP(18:1(9Z)/24:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C48H92O13P2	InChI=1S/C48H92O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h18,22-23,25,45-46,49H,3-17,19-21,24,26-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b23-22-,25-18-/t45-,46+/m0/s1	HGJMQBSDEKYURZ-WTYVEUCVSA-N	938.601317			MMDBc0046283
BASm0033073	PGP(18:1(9Z)/24:1(9Z))	PGP(18:1(9Z)/24:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/24:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C48H92O13P2	InChI=1S/C48H92O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h18,24-26,45-46,49H,3-17,19-23,27-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b25-18-,26-24-/t45-,46+/m0/s1	ONCMSTARSFSLFT-OJKKRPPPSA-N	938.601317			MMDBc0046284
BASm0033074	PGP(18:1(9Z)/25:0)	PGP(18:1(9Z)/25:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/25:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C49H96O13P2	InChI=1S/C49H96O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h18,26,46-47,50H,3-17,19-25,27-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b26-18-/t46-,47+/m0/s1	SDKIXYPTKBPNCT-OTTCAVILSA-N	954.6326171			MMDBc0046285
BASm0033075	PGP(18:1(9Z)/25:1(11Z))	PGP(18:1(9Z)/25:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/25:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C49H94O13P2	InChI=1S/C49H94O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h18,23-24,26,46-47,50H,3-17,19-22,25,27-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b24-23-,26-18-/t46-,47+/m0/s1	ZBQSUUWJQARYTO-XHDSHQRLSA-N	952.6169671			MMDBc0046286
BASm0033076	PGP(18:1(9Z)/25:1(9Z))	PGP(18:1(9Z)/25:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/25:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C49H94O13P2	InChI=1S/C49H94O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h18,25-27,46-47,50H,3-17,19-24,28-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b26-18-,27-25-/t46-,47+/m0/s1	BTPDFSJKDYGDJW-XKCLHVSFSA-N	952.6169671			MMDBc0046287
BASm0033077	PGP(18:1(9Z)/26:0)	PGP(18:1(9Z)/26:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/26:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C50H98O13P2	InChI=1S/C50H98O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-29-27-18-16-14-12-10-8-6-4-2/h18,27,47-48,51H,3-17,19-26,28-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b27-18-/t47-,48+/m0/s1	WXFIWQHHFTUXHB-HLQKKCBJSA-N	968.6482672			MMDBc0046288
BASm0033078	PGP(18:1(9Z)/26:1(11Z))	PGP(18:1(9Z)/26:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/26:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C50H96O13P2	InChI=1S/C50H96O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-29-27-18-16-14-12-10-8-6-4-2/h18,23-24,27,47-48,51H,3-17,19-22,25-26,28-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b24-23-,27-18-/t47-,48+/m0/s1	ZZSPTZKFYIOZOM-VGSMIZMDSA-N	966.6326171			MMDBc0046289
BASm0033079	PGP(18:1(9Z)/26:1(9Z))	PGP(18:1(9Z)/26:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/26:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C51H98O13P2	InChI=1S/C51H98O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h18,26-28,48-49,52H,3-17,19-25,29-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b27-26-,28-18-/t48-,49+/m0/s1	FBAXPEQQYPNWHF-JDZBJDTCSA-N	980.6482672			MMDBc0046290
BASm0033080	PGP(18:1(9Z)/27:0)	PGP(18:1(9Z)/27:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/27:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C51H100O13P2	InChI=1S/C51H100O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h18,28,48-49,52H,3-17,19-27,29-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b28-18-/t48-,49+/m0/s1	QOMSVPPPXVZPLV-ORJHIARBSA-N	982.6639173			MMDBc0046291
BASm0033081	PGP(18:1(9Z)/27:1(11Z))	PGP(18:1(9Z)/27:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/27:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C51H98O13P2	InChI=1S/C51H98O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h18,25-26,28,48-49,52H,3-17,19-24,27,29-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b26-25-,28-18-/t48-,49+/m0/s1	BCVPNONDGWEKOO-ORWSUGITSA-N	980.6482672			MMDBc0046292
BASm0033082	PGP(18:1(9Z)/27:1(9Z))	PGP(18:1(9Z)/27:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/27:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C51H98O13P2	InChI=1S/C51H98O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h18,27-29,48-49,52H,3-17,19-26,30-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b28-18-,29-27-/t48-,49+/m0/s1	CIYGGBJLGMPXJO-RLAXMLGISA-N	980.6482672			MMDBc0046293
BASm0033083	PGP(18:1(9Z)/28:0)	PGP(18:1(9Z)/28:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/28:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C52H102O13P2	InChI=1S/C52H102O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-52(55)65-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)47-61-51(54)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2/h18,29,49-50,53H,3-17,19-28,30-48H2,1-2H3,(H,59,60)(H2,56,57,58)/b29-18-/t49-,50+/m0/s1	WZGUYANHOMDELW-KZTLKSQKSA-N	996.6795673			MMDBc0046294
BASm0033084	PGP(18:1(9Z)/28:1(11Z))	PGP(18:1(9Z)/28:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/28:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C52H100O13P2	InChI=1S/C52H100O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-52(55)65-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)47-61-51(54)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2/h18,25-26,29,49-50,53H,3-17,19-24,27-28,30-48H2,1-2H3,(H,59,60)(H2,56,57,58)/b26-25-,29-18-/t49-,50+/m0/s1	FYRLJLJIVWLEBW-DIMXXSTCSA-N	994.6639173			MMDBc0046295
BASm0033085	PGP(18:1(9Z)/28:1(9Z))	PGP(18:1(9Z)/28:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/28:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C52H100O13P2	InChI=1S/C52H100O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-52(55)65-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)47-61-51(54)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2/h18,27-29,49-50,53H,3-17,19-26,30-48H2,1-2H3,(H,59,60)(H2,56,57,58)/b28-27-,29-18-/t49-,50+/m0/s1	RGLIXJWWNHHUHO-IGKRDLMLSA-N	994.6639173			MMDBc0046296
BASm0033086	PGP(18:1(9Z)/29:0)	PGP(18:1(9Z)/29:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/29:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one nonacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C53H104O13P2	InChI=1S/C53H104O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-18-16-14-12-10-8-6-4-2/h18,30,50-51,54H,3-17,19-29,31-49H2,1-2H3,(H,60,61)(H2,57,58,59)/b30-18-/t50-,51+/m0/s1	QRYUZKCJIGDHNW-YGQBIYPASA-N	1010.695217			MMDBc0046297
BASm0033087	PGP(18:1(9Z)/30:0)	PGP(18:1(9Z)/30:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/30:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C54H106O13P2	InChI=1S/C54H106O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-54(57)67-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)49-63-53(56)45-43-41-39-37-35-33-31-18-16-14-12-10-8-6-4-2/h18,31,51-52,55H,3-17,19-30,32-50H2,1-2H3,(H,61,62)(H2,58,59,60)/b31-18-/t51-,52+/m0/s1	SACPKRKEDBRDCK-VYDINELGSA-N	1024.710867			MMDBc0046298
BASm0033088	PGP(20:0/20:0)	PGP(20:0/20:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/20:0), in particular, consists of two eicosanoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C46H92O13P2	InChI=1S/C46H92O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-45(48)55-41-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)59-46(49)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h43-44,47H,3-42H2,1-2H3,(H,53,54)(H2,50,51,52)/t43-,44+/m0/s1	DPDVMIFOFXRKDK-JCGOJSMZSA-N	914.601317			MMDBc0046299
BASm0033089	PGP(20:0/20:1(11Z))	PGP(20:0/20:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/20:1(11Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C46H90O13P2	InChI=1S/C46H90O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-45(48)55-41-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)59-46(49)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20,43-44,47H,3-17,19,21-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b20-18-/t43-,44+/m0/s1	OSTZCRHOOFLRJV-JKACVENISA-N	912.585667			MMDBc0046300
BASm0033090	PGP(20:0/20:1(13Z))	PGP(20:0/20:1(13Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/20:1(13Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C46H90O13P2	InChI=1S/C46H90O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-45(48)55-41-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)59-46(49)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,43-44,47H,3-13,15,17-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b16-14-/t43-,44+/m0/s1	PPSIHXXFKFCGQH-KZAVIKCJSA-N	912.585667			MMDBc0046301
BASm0033091	PGP(20:0/22:0)	PGP(20:0/22:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/22:0), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C48H96O13P2	InChI=1S/C48H96O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h45-46,49H,3-44H2,1-2H3,(H,55,56)(H2,52,53,54)/t45-,46+/m0/s1	MECGVUPYWMBYPK-CRCOQUFZSA-N	942.6326171			MMDBc0046302
BASm0033092	PGP(20:0/22:1(11Z))	PGP(20:0/22:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/22:1(11Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C48H94O13P2	InChI=1S/C48H94O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h21-22,45-46,49H,3-20,23-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b22-21-/t45-,46+/m0/s1	KGCCMULVFIRBJH-BSXVWLSVSA-N	940.6169671			MMDBc0046303
BASm0033093	PGP(20:0/22:1(9Z))	PGP(20:0/22:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/22:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C48H94O13P2	InChI=1S/C48H94O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h24,26,45-46,49H,3-23,25,27-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b26-24-/t45-,46+/m0/s1	RVJRGCSWYSCOQR-LDJLYHEQSA-N	940.6169671			MMDBc0046304
BASm0033094	PGP(20:0/23:1(11Z))	PGP(20:0/23:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/23:1(11Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C49H96O13P2	InChI=1S/C49H96O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-25-27-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-28-26-24-20-18-16-14-12-10-8-6-4-2/h22-23,46-47,50H,3-21,24-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b23-22-/t46-,47+/m0/s1	WCPMHVQKVMSXJN-CQMBFPRXSA-N	954.6326171			MMDBc0046305
BASm0033095	PGP(20:0/23:1(9Z))	PGP(20:0/23:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/23:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C49H96O13P2	InChI=1S/C49H96O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-25-27-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-28-26-24-20-18-16-14-12-10-8-6-4-2/h25,27,46-47,50H,3-24,26,28-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b27-25-/t46-,47+/m0/s1	AZWOWSAVUAAQSW-CSWVREGMSA-N	954.6326171			MMDBc0046306
BASm0033096	PGP(20:0/24:0)	PGP(20:0/24:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/24:0), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C50H100O13P2	InChI=1S/C50H100O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h47-48,51H,3-46H2,1-2H3,(H,57,58)(H2,54,55,56)/t47-,48+/m0/s1	AAJZGRYBYPDRJK-JYHRMSDVSA-N	970.6639173			MMDBc0046307
BASm0033097	PGP(20:0/24:1(11Z))	PGP(20:0/24:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/24:1(11Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C50H98O13P2	InChI=1S/C50H98O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h23-24,47-48,51H,3-22,25-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b24-23-/t47-,48+/m0/s1	MCLDNMBEELKKHG-GPCATYNFSA-N	968.6482672			MMDBc0046308
BASm0033098	PGP(20:0/24:1(9Z))	PGP(20:0/24:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/24:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C50H98O13P2	InChI=1S/C50H98O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h26,28,47-48,51H,3-25,27,29-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b28-26-/t47-,48+/m0/s1	VOCISTSMTSUEAM-DZOMOXJHSA-N	968.6482672			MMDBc0046309
BASm0033099	PGP(20:0/25:0)	PGP(20:0/25:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/25:0), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C51H102O13P2	InChI=1S/C51H102O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2/h48-49,52H,3-47H2,1-2H3,(H,58,59)(H2,55,56,57)/t48-,49+/m0/s1	GZGVDZYDLAFATD-NXWRKTHKSA-N	984.6795673			MMDBc0046310
BASm0033100	PGP(20:0/25:1(11Z))	PGP(20:0/25:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/25:1(11Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C51H100O13P2	InChI=1S/C51H100O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2/h24-25,48-49,52H,3-23,26-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b25-24-/t48-,49+/m0/s1	IFJLVXQMXKALGO-RCNZWONGSA-N	982.6639173			MMDBc0046311
BASm0033101	PGP(20:0/25:1(9Z))	PGP(20:0/25:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/25:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C51H100O13P2	InChI=1S/C51H100O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2/h27,29,48-49,52H,3-26,28,30-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b29-27-/t48-,49+/m0/s1	ULDYLXMEJOYYOF-JQHJBAHHSA-N	982.6639173			MMDBc0046312
BASm0033102	PGP(20:0/26:0)	PGP(20:0/26:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/26:0), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C52H104O13P2	InChI=1S/C52H104O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-28-30-32-34-36-38-40-42-44-52(55)65-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)47-61-51(54)43-41-39-37-35-33-31-29-27-20-18-16-14-12-10-8-6-4-2/h49-50,53H,3-48H2,1-2H3,(H,59,60)(H2,56,57,58)/t49-,50+/m0/s1	FZFDLTWYZASHHA-LOYCUKJKSA-N	998.6952174			MMDBc0046313
BASm0033103	PGP(20:0/26:1(11Z))	PGP(20:0/26:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/26:1(11Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C52H102O13P2	InChI=1S/C52H102O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-28-30-32-34-36-38-40-42-44-52(55)65-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)47-61-51(54)43-41-39-37-35-33-31-29-27-20-18-16-14-12-10-8-6-4-2/h24-25,49-50,53H,3-23,26-48H2,1-2H3,(H,59,60)(H2,56,57,58)/b25-24-/t49-,50+/m0/s1	YTHDTFONZDQGGL-LOFNLHOCSA-N	996.6795673			MMDBc0046314
BASm0033104	PGP(20:0/26:1(9Z))	PGP(20:0/26:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/26:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C53H104O13P2	InChI=1S/C53H104O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h27,29,50-51,54H,3-26,28,30-49H2,1-2H3,(H,60,61)(H2,57,58,59)/b29-27-/t50-,51+/m0/s1	SHPMFGRLVNOQHK-CKNLNUDASA-N	1010.695217			MMDBc0046315
BASm0033105	PGP(20:0/27:0)	PGP(20:0/27:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/27:0), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C53H106O13P2	InChI=1S/C53H106O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h50-51,54H,3-49H2,1-2H3,(H,60,61)(H2,57,58,59)/t50-,51+/m0/s1	QCQGNZBHFXNHTG-OKPYTHRESA-N	1012.710867			MMDBc0046316
BASm0033106	PGP(20:0/27:1(11Z))	PGP(20:0/27:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/27:1(11Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C53H104O13P2	InChI=1S/C53H104O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h26-27,50-51,54H,3-25,28-49H2,1-2H3,(H,60,61)(H2,57,58,59)/b27-26-/t50-,51+/m0/s1	AJHYBRGCHJHGCF-JHQIVKRFSA-N	1010.695217			MMDBc0046317
BASm0033107	PGP(20:0/27:1(9Z))	PGP(20:0/27:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/27:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C53H104O13P2	InChI=1S/C53H104O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h29,31,50-51,54H,3-28,30,32-49H2,1-2H3,(H,60,61)(H2,57,58,59)/b31-29-/t50-,51+/m0/s1	VVZSRBMCVOKHTR-OSIMXPMDSA-N	1010.695217			MMDBc0046318
BASm0033108	PGP(20:0/28:0)	PGP(20:0/28:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/28:0), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C54H108O13P2	InChI=1S/C54H108O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-54(57)67-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)49-63-53(56)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2/h51-52,55H,3-50H2,1-2H3,(H,61,62)(H2,58,59,60)/t51-,52+/m0/s1	KFTLRXFFJAITBP-MTIDNABOSA-N	1026.726518			MMDBc0046319
BASm0033109	PGP(20:0/28:1(11Z))	PGP(20:0/28:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/28:1(11Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C54H106O13P2	InChI=1S/C54H106O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-54(57)67-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)49-63-53(56)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2/h26-27,51-52,55H,3-25,28-50H2,1-2H3,(H,61,62)(H2,58,59,60)/b27-26-/t51-,52+/m0/s1	QCFPNCZNZLKDSA-NIUUQPPESA-N	1024.710867			MMDBc0046320
BASm0033110	PGP(20:0/28:1(9Z))	PGP(20:0/28:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/28:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C54H106O13P2	InChI=1S/C54H106O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-54(57)67-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)49-63-53(56)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2/h28,30,51-52,55H,3-27,29,31-50H2,1-2H3,(H,61,62)(H2,58,59,60)/b30-28-/t51-,52+/m0/s1	QQZWLUVTUQIZKI-HXMMKFOISA-N	1024.710867			MMDBc0046321
BASm0033111	PGP(20:0/30:0)	PGP(20:0/30:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/30:0), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C56H112O13P2	InChI=1S/C56H112O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-56(59)69-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)51-65-55(58)47-45-43-41-39-37-35-33-31-20-18-16-14-12-10-8-6-4-2/h53-54,57H,3-52H2,1-2H3,(H,63,64)(H2,60,61,62)/t53-,54+/m0/s1	IBCUKOHPAXBRBO-ZOAUSRBZSA-N	1054.757818			MMDBc0046322
BASm0033112	PGP(20:1(11Z)/20:1(11Z))	PGP(20:1(11Z)/20:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(11Z)/20:1(11Z)), in particular, consists of two 11Z-eicosenoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C46H88O13P2	InChI=1S/C46H88O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-45(48)55-41-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)59-46(49)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,43-44,47H,3-16,21-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b19-17-,20-18-/t43-,44+/m0/s1	XKYXATKMCSQDKD-IRBQAAIDSA-N	910.5700169			MMDBc0046323
BASm0033113	PGP(20:1(11Z)/20:1(13Z))	PGP(20:1(11Z)/20:1(13Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C46H88O13P2	InChI=1S/C46H88O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-45(48)55-41-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)59-46(49)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16-17,19,43-44,47H,3-13,15,18,20-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b16-14-,19-17-/t43-,44+/m0/s1	IVNILWOEQPZCAX-YAZGUILQSA-N	910.5700169			MMDBc0046324
BASm0033114	PGP(20:1(11Z)/22:0)	PGP(20:1(11Z)/22:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(11Z)/22:0), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C48H94O13P2	InChI=1S/C48H94O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h18,20,45-46,49H,3-17,19,21-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b20-18-/t45-,46+/m0/s1	BTVHUGKYGLMTFQ-PVAJRTNESA-N	940.6169671			MMDBc0046325
BASm0033115	PGP(20:1(11Z)/22:1(11Z))	PGP(20:1(11Z)/22:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(11Z)/22:1(11Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C48H92O13P2	InChI=1S/C48H92O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h18,20-22,45-46,49H,3-17,19,23-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b20-18-,22-21-/t45-,46+/m0/s1	PNSLWQNXXWVMCY-QQFWDXGKSA-N	938.601317			MMDBc0046326
BASm0033116	PGP(20:1(11Z)/22:1(9Z))	PGP(20:1(11Z)/22:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(11Z)/22:1(9Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C48H92O13P2	InChI=1S/C48H92O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h18,20,24,26,45-46,49H,3-17,19,21-23,25,27-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b20-18-,26-24-/t45-,46+/m0/s1	ZCZDFOPBZUBENH-AVOMIPDKSA-N	938.601317			MMDBc0046327
BASm0033117	PGP(20:1(11Z)/23:1(11Z))	PGP(20:1(11Z)/23:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(11Z)/23:1(11Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C49H94O13P2	InChI=1S/C49H94O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-25-27-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-28-26-24-20-18-16-14-12-10-8-6-4-2/h18,20,22-23,46-47,50H,3-17,19,21,24-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b20-18-,23-22-/t46-,47+/m0/s1	YVHKQWBQMPFVJM-LUHHVKDVSA-N	952.6169671			MMDBc0046328
BASm0033118	PGP(20:1(11Z)/23:1(9Z))	PGP(20:1(11Z)/23:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(11Z)/23:1(9Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C49H94O13P2	InChI=1S/C49H94O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-25-27-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-28-26-24-20-18-16-14-12-10-8-6-4-2/h18,20,25,27,46-47,50H,3-17,19,21-24,26,28-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b20-18-,27-25-/t46-,47+/m0/s1	SOXKGNAYNSENPR-XDDJEQQLSA-N	952.6169671			MMDBc0046329
BASm0033119	PGP(20:1(11Z)/24:0)	PGP(20:1(11Z)/24:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(11Z)/24:0), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C50H98O13P2	InChI=1S/C50H98O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h18,20,47-48,51H,3-17,19,21-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b20-18-/t47-,48+/m0/s1	ODLUYGMRXRLFGO-RGYIVHOGSA-N	968.6482672			MMDBc0046330
BASm0033120	PGP(20:1(11Z)/24:1(11Z))	PGP(20:1(11Z)/24:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(11Z)/24:1(11Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C50H96O13P2	InChI=1S/C50H96O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h18,20,23-24,47-48,51H,3-17,19,21-22,25-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b20-18-,24-23-/t47-,48+/m0/s1	JBLAEDUIWJCFOO-MDZYLEJYSA-N	966.6326171			MMDBc0046331
BASm0033121	PGP(20:1(11Z)/24:1(9Z))	PGP(20:1(11Z)/24:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C50H96O13P2	InChI=1S/C50H96O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h18,20,26,28,47-48,51H,3-17,19,21-25,27,29-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b20-18-,28-26-/t47-,48+/m0/s1	YCDOKESJGVUALA-DXJDPMBUSA-N	966.6326171			MMDBc0046332
BASm0033122	PGP(20:1(11Z)/25:0)	PGP(20:1(11Z)/25:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(11Z)/25:0), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C51H100O13P2	InChI=1S/C51H100O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2/h18,20,48-49,52H,3-17,19,21-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b20-18-/t48-,49+/m0/s1	URMWGJPKVXPDFK-MTIRERBESA-N	982.6639173			MMDBc0046333
BASm0033123	PGP(20:1(11Z)/25:1(11Z))	PGP(20:1(11Z)/25:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(11Z)/25:1(11Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C51H98O13P2	InChI=1S/C51H98O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2/h18,20,24-25,48-49,52H,3-17,19,21-23,26-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b20-18-,25-24-/t48-,49+/m0/s1	YUANBDLZAHBOJQ-IJRPJMAXSA-N	980.6482672			MMDBc0046334
BASm0033124	PGP(20:1(11Z)/25:1(9Z))	PGP(20:1(11Z)/25:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(11Z)/25:1(9Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C51H98O13P2	InChI=1S/C51H98O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2/h18,20,27,29,48-49,52H,3-17,19,21-26,28,30-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b20-18-,29-27-/t48-,49+/m0/s1	HIZPINFDAZPYSW-KMTRPBMRSA-N	980.6482672			MMDBc0046335
BASm0033125	PGP(20:1(11Z)/26:0)	PGP(20:1(11Z)/26:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(11Z)/26:0), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C52H102O13P2	InChI=1S/C52H102O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-28-30-32-34-36-38-40-42-44-52(55)65-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)47-61-51(54)43-41-39-37-35-33-31-29-27-20-18-16-14-12-10-8-6-4-2/h18,20,49-50,53H,3-17,19,21-48H2,1-2H3,(H,59,60)(H2,56,57,58)/b20-18-/t49-,50+/m0/s1	ZOOGWRYRSBRXKC-DGFAMXQASA-N	996.6795673			MMDBc0046336
BASm0033126	PGP(20:1(11Z)/26:1(11Z))	PGP(20:1(11Z)/26:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(11Z)/26:1(11Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C52H100O13P2	InChI=1S/C52H100O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-28-30-32-34-36-38-40-42-44-52(55)65-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)47-61-51(54)43-41-39-37-35-33-31-29-27-20-18-16-14-12-10-8-6-4-2/h18,20,24-25,49-50,53H,3-17,19,21-23,26-48H2,1-2H3,(H,59,60)(H2,56,57,58)/b20-18-,25-24-/t49-,50+/m0/s1	ZJWQYWISORKQMO-DAOBEJHZSA-N	994.6639173			MMDBc0046337
BASm0033127	PGP(20:1(11Z)/26:1(9Z))	PGP(20:1(11Z)/26:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(11Z)/26:1(9Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C53H102O13P2	InChI=1S/C53H102O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h18,20,27,29,50-51,54H,3-17,19,21-26,28,30-49H2,1-2H3,(H,60,61)(H2,57,58,59)/b20-18-,29-27-/t50-,51+/m0/s1	BUAIQDNRZPIHFX-PDLCMPMPSA-N	1008.679567			MMDBc0046338
BASm0033128	PGP(20:1(11Z)/27:0)	PGP(20:1(11Z)/27:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(11Z)/27:0), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C53H104O13P2	InChI=1S/C53H104O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h18,20,50-51,54H,3-17,19,21-49H2,1-2H3,(H,60,61)(H2,57,58,59)/b20-18-/t50-,51+/m0/s1	YHVFSZWLZFADSC-YWAGUNEHSA-N	1010.695217			MMDBc0046339
BASm0033129	PGP(20:1(11Z)/27:1(11Z))	PGP(20:1(11Z)/27:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(11Z)/27:1(11Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C53H102O13P2	InChI=1S/C53H102O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h18,20,26-27,50-51,54H,3-17,19,21-25,28-49H2,1-2H3,(H,60,61)(H2,57,58,59)/b20-18-,27-26-/t50-,51+/m0/s1	VUUUUSWWSWQSKR-MOJVZFNNSA-N	1008.679567			MMDBc0046340
BASm0033130	PGP(20:1(11Z)/27:1(9Z))	PGP(20:1(11Z)/27:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(11Z)/27:1(9Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C53H102O13P2	InChI=1S/C53H102O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h18,20,29,31,50-51,54H,3-17,19,21-28,30,32-49H2,1-2H3,(H,60,61)(H2,57,58,59)/b20-18-,31-29-/t50-,51+/m0/s1	IALXGPZWZSHIGW-DGQIAMPBSA-N	1008.679567			MMDBc0046341
BASm0033131	PGP(20:1(11Z)/28:0)	PGP(20:1(11Z)/28:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(11Z)/28:0), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C54H106O13P2	InChI=1S/C54H106O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-54(57)67-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)49-63-53(56)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2/h18,20,51-52,55H,3-17,19,21-50H2,1-2H3,(H,61,62)(H2,58,59,60)/b20-18-/t51-,52+/m0/s1	ROWDSIVSKFWABT-KSDICYOZSA-N	1024.710867			MMDBc0046342
BASm0033132	PGP(20:1(11Z)/28:1(11Z))	PGP(20:1(11Z)/28:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(11Z)/28:1(11Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C54H104O13P2	InChI=1S/C54H104O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-54(57)67-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)49-63-53(56)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2/h18,20,26-27,51-52,55H,3-17,19,21-25,28-50H2,1-2H3,(H,61,62)(H2,58,59,60)/b20-18-,27-26-/t51-,52+/m0/s1	VQWQLINWQVUPEH-DTTQVREXSA-N	1022.695217			MMDBc0046343
BASm0033133	PGP(20:1(11Z)/28:1(9Z))	PGP(20:1(11Z)/28:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(11Z)/28:1(9Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C54H104O13P2	InChI=1S/C54H104O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-54(57)67-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)49-63-53(56)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2/h18,20,28,30,51-52,55H,3-17,19,21-27,29,31-50H2,1-2H3,(H,61,62)(H2,58,59,60)/b20-18-,30-28-/t51-,52+/m0/s1	ARUOBGAPFCEJJO-QSGIVYHGSA-N	1022.695217			MMDBc0046344
BASm0033134	PGP(20:1(11Z)/30:0)	PGP(20:1(11Z)/30:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(11Z)/30:0), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C56H110O13P2	InChI=1S/C56H110O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-56(59)69-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)51-65-55(58)47-45-43-41-39-37-35-33-31-20-18-16-14-12-10-8-6-4-2/h18,20,53-54,57H,3-17,19,21-52H2,1-2H3,(H,63,64)(H2,60,61,62)/b20-18-/t53-,54+/m0/s1	SYJXCSJPBMFTMF-FRTVDRIBSA-N	1052.742168			MMDBc0046345
BASm0033135	PGP(20:1(13Z)/20:1(11Z))	PGP(20:1(13Z)/20:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/20:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C46H88O13P2	InChI=1S/C46H88O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-45(48)55-41-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)59-46(49)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,18,20,43-44,47H,3-12,14,16-17,19,21-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b15-13-,20-18-/t43-,44+/m0/s1	CGNYIIZLYAYTPO-ZCODVGJZSA-N	910.5700169			MMDBc0046346
BASm0033136	PGP(20:1(13Z)/20:1(13Z))	PGP(20:1(13Z)/20:1(13Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/20:1(13Z)), in particular, consists of two 13Z-eicosenoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C46H88O13P2	InChI=1S/C46H88O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-45(48)55-41-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)59-46(49)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,43-44,47H,3-12,17-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b15-13-,16-14-/t43-,44+/m0/s1	XTCAUAGOVFSHSV-FCDJHQNYSA-N	910.5700169			MMDBc0046347
BASm0033137	PGP(20:1(13Z)/22:0)	PGP(20:1(13Z)/22:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/22:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C48H94O13P2	InChI=1S/C48H94O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h14,16,45-46,49H,3-13,15,17-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b16-14-/t45-,46+/m0/s1	VSWVQKWTKOLVCU-QJQBILQZSA-N	940.6169671			MMDBc0046348
BASm0033138	PGP(20:1(13Z)/22:1(11Z))	PGP(20:1(13Z)/22:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/22:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C48H92O13P2	InChI=1S/C48H92O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h14,16,21-22,45-46,49H,3-13,15,17-20,23-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b16-14-,22-21-/t45-,46+/m0/s1	VADXKGFFTOPUND-ZBWGPYICSA-N	938.601317			MMDBc0046349
BASm0033139	PGP(20:1(13Z)/22:1(9Z))	PGP(20:1(13Z)/22:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/22:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C48H92O13P2	InChI=1S/C48H92O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h14,16,24,26,45-46,49H,3-13,15,17-23,25,27-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b16-14-,26-24-/t45-,46+/m0/s1	KSWTWCHNQFMRKG-DBIHPETLSA-N	938.601317			MMDBc0046350
BASm0033140	PGP(20:1(13Z)/23:1(11Z))	PGP(20:1(13Z)/23:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/23:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C49H94O13P2	InChI=1S/C49H94O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-25-27-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-28-26-24-20-18-16-14-12-10-8-6-4-2/h14,16,22-23,46-47,50H,3-13,15,17-21,24-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b16-14-,23-22-/t46-,47+/m0/s1	XAKVPLONCCAWBK-PJMLLHSUSA-N	952.6169671			MMDBc0046351
BASm0033141	PGP(20:1(13Z)/23:1(9Z))	PGP(20:1(13Z)/23:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/23:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C49H94O13P2	InChI=1S/C49H94O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-25-27-29-31-33-35-37-39-41-49(52)62-47(45-61-64(56,57)60-43-46(50)42-59-63(53,54)55)44-58-48(51)40-38-36-34-32-30-28-26-24-20-18-16-14-12-10-8-6-4-2/h14,16,25,27,46-47,50H,3-13,15,17-24,26,28-45H2,1-2H3,(H,56,57)(H2,53,54,55)/b16-14-,27-25-/t46-,47+/m0/s1	KXSVFSBKBYEENO-GZEGJENZSA-N	952.6169671			MMDBc0046352
BASm0033142	PGP(20:1(13Z)/24:0)	PGP(20:1(13Z)/24:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/24:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C50H98O13P2	InChI=1S/C50H98O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h14,16,47-48,51H,3-13,15,17-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b16-14-/t47-,48+/m0/s1	PGJHVXVZMOWNOA-ILCPQPNASA-N	968.6482672			MMDBc0046353
BASm0033143	PGP(20:1(13Z)/24:1(11Z))	PGP(20:1(13Z)/24:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/24:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C50H96O13P2	InChI=1S/C50H96O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h14,16,23-24,47-48,51H,3-13,15,17-22,25-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b16-14-,24-23-/t47-,48+/m0/s1	LEUBBJATPVMOGQ-WBBKDMMESA-N	966.6326171			MMDBc0046354
BASm0033144	PGP(20:1(13Z)/24:1(9Z))	PGP(20:1(13Z)/24:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/24:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C50H96O13P2	InChI=1S/C50H96O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-50(53)63-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)45-59-49(52)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h14,16,26,28,47-48,51H,3-13,15,17-25,27,29-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b16-14-,28-26-/t47-,48+/m0/s1	PBYMADJSFIBAHA-AZWLPBLASA-N	966.6326171			MMDBc0046355
BASm0033145	PGP(20:1(13Z)/25:0)	PGP(20:1(13Z)/25:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/25:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C51H100O13P2	InChI=1S/C51H100O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2/h14,16,48-49,52H,3-13,15,17-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b16-14-/t48-,49+/m0/s1	HPCPILCOJAYNPD-FXROEYIASA-N	982.6639173			MMDBc0046356
BASm0033146	PGP(20:1(13Z)/25:1(11Z))	PGP(20:1(13Z)/25:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/25:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C51H98O13P2	InChI=1S/C51H98O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2/h14,16,24-25,48-49,52H,3-13,15,17-23,26-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b16-14-,25-24-/t48-,49+/m0/s1	MTPOJJHJXXJTSF-OPPTXMKMSA-N	980.6482672			MMDBc0046357
BASm0033147	PGP(20:1(13Z)/25:1(9Z))	PGP(20:1(13Z)/25:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/25:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C51H98O13P2	InChI=1S/C51H98O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2/h14,16,27,29,48-49,52H,3-13,15,17-26,28,30-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b16-14-,29-27-/t48-,49+/m0/s1	CMFBCNNHSFWDPA-PKEKWBQMSA-N	980.6482672			MMDBc0046358
BASm0033148	PGP(20:1(13Z)/26:0)	PGP(20:1(13Z)/26:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/26:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C52H102O13P2	InChI=1S/C52H102O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-28-30-32-34-36-38-40-42-44-52(55)65-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)47-61-51(54)43-41-39-37-35-33-31-29-27-20-18-16-14-12-10-8-6-4-2/h14,16,49-50,53H,3-13,15,17-48H2,1-2H3,(H,59,60)(H2,56,57,58)/b16-14-/t49-,50+/m0/s1	RWVMWWPTKBRPSR-RWBJDLLOSA-N	996.6795673			MMDBc0046359
BASm0033149	PGP(20:1(13Z)/26:1(11Z))	PGP(20:1(13Z)/26:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/26:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C52H100O13P2	InChI=1S/C52H100O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-28-30-32-34-36-38-40-42-44-52(55)65-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)47-61-51(54)43-41-39-37-35-33-31-29-27-20-18-16-14-12-10-8-6-4-2/h14,16,24-25,49-50,53H,3-13,15,17-23,26-48H2,1-2H3,(H,59,60)(H2,56,57,58)/b16-14-,25-24-/t49-,50+/m0/s1	UWEIIUFDQIWLMN-DKQRIIHUSA-N	994.6639173			MMDBc0046360
BASm0033150	PGP(20:1(13Z)/26:1(9Z))	PGP(20:1(13Z)/26:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/26:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C53H102O13P2	InChI=1S/C53H102O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h14,16,27,29,50-51,54H,3-13,15,17-26,28,30-49H2,1-2H3,(H,60,61)(H2,57,58,59)/b16-14-,29-27-/t50-,51+/m0/s1	IAVMYQJSMDVMHC-JFPANKELSA-N	1008.679567			MMDBc0046361
BASm0033151	PGP(20:1(13Z)/27:0)	PGP(20:1(13Z)/27:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/27:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C53H104O13P2	InChI=1S/C53H104O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h14,16,50-51,54H,3-13,15,17-49H2,1-2H3,(H,60,61)(H2,57,58,59)/b16-14-/t50-,51+/m0/s1	AAGDTUVXQBAKKD-DPQVHIRYSA-N	1010.695217			MMDBc0046362
BASm0033152	PGP(20:1(13Z)/27:1(11Z))	PGP(20:1(13Z)/27:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/27:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C53H102O13P2	InChI=1S/C53H102O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h14,16,26-27,50-51,54H,3-13,15,17-25,28-49H2,1-2H3,(H,60,61)(H2,57,58,59)/b16-14-,27-26-/t50-,51+/m0/s1	DLBLRVDBULZZLU-NAKYSKOISA-N	1008.679567			MMDBc0046363
BASm0033153	PGP(20:1(13Z)/27:1(9Z))	PGP(20:1(13Z)/27:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/27:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C53H102O13P2	InChI=1S/C53H102O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h14,16,29,31,50-51,54H,3-13,15,17-28,30,32-49H2,1-2H3,(H,60,61)(H2,57,58,59)/b16-14-,31-29-/t50-,51+/m0/s1	KHKYCGPZCRUPHM-CUMIDJOASA-N	1008.679567			MMDBc0046364
BASm0033154	PGP(20:1(13Z)/28:0)	PGP(20:1(13Z)/28:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/28:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C54H106O13P2	InChI=1S/C54H106O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-54(57)67-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)49-63-53(56)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2/h14,16,51-52,55H,3-13,15,17-50H2,1-2H3,(H,61,62)(H2,58,59,60)/b16-14-/t51-,52+/m0/s1	UXZUAPFLMHSLDU-ACTAVULTSA-N	1024.710867			MMDBc0046365
BASm0033155	PGP(20:1(13Z)/28:1(11Z))	PGP(20:1(13Z)/28:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/28:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C54H104O13P2	InChI=1S/C54H104O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-54(57)67-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)49-63-53(56)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2/h14,16,26-27,51-52,55H,3-13,15,17-25,28-50H2,1-2H3,(H,61,62)(H2,58,59,60)/b16-14-,27-26-/t51-,52+/m0/s1	BKWZRPQIUWVBKH-KEWVSDCGSA-N	1022.695217			MMDBc0046366
BASm0033156	PGP(20:1(13Z)/28:1(9Z))	PGP(20:1(13Z)/28:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/28:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C54H104O13P2	InChI=1S/C54H104O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-54(57)67-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)49-63-53(56)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2/h14,16,28,30,51-52,55H,3-13,15,17-27,29,31-50H2,1-2H3,(H,61,62)(H2,58,59,60)/b16-14-,30-28-/t51-,52+/m0/s1	DFSGQVOCBGGSDZ-HYHRYKEASA-N	1022.695217			MMDBc0046367
BASm0033157	PGP(20:1(13Z)/30:0)	PGP(20:1(13Z)/30:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/30:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C56H110O13P2	InChI=1S/C56H110O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-56(59)69-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)51-65-55(58)47-45-43-41-39-37-35-33-31-20-18-16-14-12-10-8-6-4-2/h14,16,53-54,57H,3-13,15,17-52H2,1-2H3,(H,63,64)(H2,60,61,62)/b16-14-/t53-,54+/m0/s1	FIZPNDLYMUPSKK-ACUASLLRSA-N	1052.742168			MMDBc0046368
BASm0033158	PGP(22:0/22:0)	PGP(22:0/22:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:0/22:0), in particular, consists of two docosanoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C50H100O13P2	InChI=1S/C50H100O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-49(52)59-45-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)63-50(53)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h47-48,51H,3-46H2,1-2H3,(H,57,58)(H2,54,55,56)/t47-,48+/m0/s1	DKQDKLGJJKMDDI-JYHRMSDVSA-N	970.6639173			MMDBc0046369
BASm0033159	PGP(22:0/22:1(11Z))	PGP(22:0/22:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:0/22:1(11Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C50H98O13P2	InChI=1S/C50H98O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-49(52)59-45-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)63-50(53)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h22,24,47-48,51H,3-21,23,25-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b24-22-/t47-,48+/m0/s1	AZSYITPUWUNICK-WXTHAUOQSA-N	968.6482672			MMDBc0046370
BASm0033160	PGP(22:0/22:1(9Z))	PGP(22:0/22:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:0/22:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C50H98O13P2	InChI=1S/C50H98O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-49(52)59-45-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)63-50(53)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h26,28,47-48,51H,3-25,27,29-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b28-26-/t47-,48+/m0/s1	JYDGUXMFQHSSSH-DZOMOXJHSA-N	968.6482672			MMDBc0046371
BASm0033161	PGP(22:0/23:1(11Z))	PGP(22:0/23:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:0/23:1(11Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C51H100O13P2	InChI=1S/C51H100O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h23,25,48-49,52H,3-22,24,26-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b25-23-/t48-,49+/m0/s1	CTGLHTMJKSZROA-XTWLOYOJSA-N	982.6639173			MMDBc0046372
BASm0033162	PGP(22:0/23:1(9Z))	PGP(22:0/23:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:0/23:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C51H100O13P2	InChI=1S/C51H100O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,48-49,52H,3-26,28,30-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b29-27-/t48-,49+/m0/s1	YXVHRCQRZGYPSI-JQHJBAHHSA-N	982.6639173			MMDBc0046373
BASm0033163	PGP(22:0/24:0)	PGP(22:0/24:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:0/24:0), in particular, consists of one docosanoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C52H104O13P2	InChI=1S/C52H104O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-52(55)65-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)47-61-51(54)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h49-50,53H,3-48H2,1-2H3,(H,59,60)(H2,56,57,58)/t49-,50+/m0/s1	FDCPOHSVKCDYFO-LOYCUKJKSA-N	998.6952174			MMDBc0046374
BASm0033164	PGP(22:0/24:1(11Z))	PGP(22:0/24:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:0/24:1(11Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C52H102O13P2	InChI=1S/C52H102O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-52(55)65-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)47-61-51(54)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h24,26,49-50,53H,3-23,25,27-48H2,1-2H3,(H,59,60)(H2,56,57,58)/b26-24-/t49-,50+/m0/s1	AKEVMZFCNDGOCI-VAKOHDOBSA-N	996.6795673			MMDBc0046375
BASm0033165	PGP(22:0/24:1(9Z))	PGP(22:0/24:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:0/24:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C52H102O13P2	InChI=1S/C52H102O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-52(55)65-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)47-61-51(54)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h28,30,49-50,53H,3-27,29,31-48H2,1-2H3,(H,59,60)(H2,56,57,58)/b30-28-/t49-,50+/m0/s1	TWPJKMAIKCXXNF-PNDLEBGISA-N	996.6795673			MMDBc0046376
BASm0033166	PGP(22:0/25:0)	PGP(22:0/25:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:0/25:0), in particular, consists of one docosanoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C53H106O13P2	InChI=1S/C53H106O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2/h50-51,54H,3-49H2,1-2H3,(H,60,61)(H2,57,58,59)/t50-,51+/m0/s1	ZVHGBDFQOATZJJ-OKPYTHRESA-N	1012.710867			MMDBc0046377
BASm0033167	PGP(22:0/25:1(11Z))	PGP(22:0/25:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:0/25:1(11Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C53H104O13P2	InChI=1S/C53H104O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2/h25,27,50-51,54H,3-24,26,28-49H2,1-2H3,(H,60,61)(H2,57,58,59)/b27-25-/t50-,51+/m0/s1	SDAPGSNLKCRXLS-OLGJJHPQSA-N	1010.695217			MMDBc0046378
BASm0033168	PGP(22:0/25:1(9Z))	PGP(22:0/25:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:0/25:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C53H104O13P2	InChI=1S/C53H104O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2/h29,31,50-51,54H,3-28,30,32-49H2,1-2H3,(H,60,61)(H2,57,58,59)/b31-29-/t50-,51+/m0/s1	YOQSOFJCWIKEDT-OSIMXPMDSA-N	1010.695217			MMDBc0046379
BASm0033169	PGP(22:0/26:0)	PGP(22:0/26:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:0/26:0), in particular, consists of one docosanoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C54H108O13P2	InChI=1S/C54H108O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-28-30-32-34-36-38-40-42-44-46-54(57)67-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)49-63-53(56)45-43-41-39-37-35-33-31-29-27-22-20-18-16-14-12-10-8-6-4-2/h51-52,55H,3-50H2,1-2H3,(H,61,62)(H2,58,59,60)/t51-,52+/m0/s1	VPPHONFMCIVUCO-MTIDNABOSA-N	1026.726518			MMDBc0046380
BASm0033170	PGP(22:0/26:1(11Z))	PGP(22:0/26:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:0/26:1(11Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C54H106O13P2	InChI=1S/C54H106O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-28-30-32-34-36-38-40-42-44-46-54(57)67-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)49-63-53(56)45-43-41-39-37-35-33-31-29-27-22-20-18-16-14-12-10-8-6-4-2/h25-26,51-52,55H,3-24,27-50H2,1-2H3,(H,61,62)(H2,58,59,60)/b26-25-/t51-,52+/m0/s1	GLKBINJGAXWHOX-ARWWEKBKSA-N	1024.710867			MMDBc0046381
BASm0033171	PGP(22:0/26:1(9Z))	PGP(22:0/26:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:0/26:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C55H108O13P2	InChI=1S/C55H108O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-29-31-33-35-37-39-41-43-45-47-55(58)68-53(51-67-70(62,63)66-49-52(56)48-65-69(59,60)61)50-64-54(57)46-44-42-40-38-36-34-32-30-28-22-20-18-16-14-12-10-8-6-4-2/h29,31,52-53,56H,3-28,30,32-51H2,1-2H3,(H,62,63)(H2,59,60,61)/b31-29-/t52-,53+/m0/s1	PMHBSLQVUPNUPM-IKENUYNQSA-N	1038.726518			MMDBc0046382
BASm0033172	PGP(22:0/28:0)	PGP(22:0/28:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:0/28:0), in particular, consists of one docosanoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C56H112O13P2	InChI=1S/C56H112O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(59)69-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)51-65-55(58)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2/h53-54,57H,3-52H2,1-2H3,(H,63,64)(H2,60,61,62)/t53-,54+/m0/s1	MQVHWQAUKOOAMO-ZOAUSRBZSA-N	1054.757818			MMDBc0046383
BASm0033173	PGP(22:0/28:1(11Z))	PGP(22:0/28:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:0/28:1(11Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C56H110O13P2	InChI=1S/C56H110O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(59)69-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)51-65-55(58)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2/h27-28,53-54,57H,3-26,29-52H2,1-2H3,(H,63,64)(H2,60,61,62)/b28-27-/t53-,54+/m0/s1	WDCSXSYPYSTOHI-LGOSGADASA-N	1052.742168			MMDBc0046384
BASm0033174	PGP(22:0/28:1(9Z))	PGP(22:0/28:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:0/28:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C56H110O13P2	InChI=1S/C56H110O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(59)69-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)51-65-55(58)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2/h30,32,53-54,57H,3-29,31,33-52H2,1-2H3,(H,63,64)(H2,60,61,62)/b32-30-/t53-,54+/m0/s1	BZMIBMHWIUYPDF-NCAIHDMOSA-N	1052.742168			MMDBc0046385
BASm0033175	PGP(22:0/30:0)	PGP(22:0/30:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:0/30:0), in particular, consists of one docosanoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C58H116O13P2	InChI=1S/C58H116O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-50-58(61)71-56(54-70-73(65,66)69-52-55(59)51-68-72(62,63)64)53-67-57(60)49-47-45-43-41-39-37-35-33-31-22-20-18-16-14-12-10-8-6-4-2/h55-56,59H,3-54H2,1-2H3,(H,65,66)(H2,62,63,64)/t55-,56+/m0/s1	VNTWLGHUDNBOKC-KKQLDWOFSA-N	1082.789118			MMDBc0046386
BASm0033176	PGP(22:1(11Z)/22:1(11Z))	PGP(22:1(11Z)/22:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(11Z)/22:1(11Z)), in particular, consists of two 11Z-docosenoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C50H96O13P2	InChI=1S/C50H96O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-49(52)59-45-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)63-50(53)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h21-24,47-48,51H,3-20,25-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b23-21-,24-22-/t47-,48+/m0/s1	JOFIWWUKSHSPDA-LXWGLDRUSA-N	966.6326171			MMDBc0046387
BASm0033177	PGP(22:1(11Z)/22:1(9Z))	PGP(22:1(11Z)/22:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(11Z)/22:1(9Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C50H96O13P2	InChI=1S/C50H96O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-49(52)59-45-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)63-50(53)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h21,23,26,28,47-48,51H,3-20,22,24-25,27,29-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b23-21-,28-26-/t47-,48+/m0/s1	HMSWSRJKWYNZIB-NOQQRPRASA-N	966.6326171			MMDBc0046388
BASm0033178	PGP(22:1(11Z)/23:1(11Z))	PGP(22:1(11Z)/23:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(11Z)/23:1(11Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C51H98O13P2	InChI=1S/C51H98O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h22-25,48-49,52H,3-21,26-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b24-22-,25-23-/t48-,49+/m0/s1	GHLDDVRSMKNELY-MYUOFZAGSA-N	980.6482672			MMDBc0046389
BASm0033179	PGP(22:1(11Z)/23:1(9Z))	PGP(22:1(11Z)/23:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(11Z)/23:1(9Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C51H98O13P2	InChI=1S/C51H98O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h22,24,27,29,48-49,52H,3-21,23,25-26,28,30-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b24-22-,29-27-/t48-,49+/m0/s1	GPKWXCZAJWSDIA-LPWFNLGJSA-N	980.6482672			MMDBc0046390
BASm0033180	PGP(22:1(11Z)/24:0)	PGP(22:1(11Z)/24:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(11Z)/24:0), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C52H102O13P2	InChI=1S/C52H102O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-52(55)65-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)47-61-51(54)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h22,25,49-50,53H,3-21,23-24,26-48H2,1-2H3,(H,59,60)(H2,56,57,58)/b25-22-/t49-,50+/m0/s1	OSXASKPAWSDNBW-XEUKDLCRSA-N	996.6795673			MMDBc0046391
BASm0033181	PGP(22:1(11Z)/24:1(11Z))	PGP(22:1(11Z)/24:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(11Z)/24:1(11Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C52H100O13P2	InChI=1S/C52H100O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-52(55)65-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)47-61-51(54)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h22,24-26,49-50,53H,3-21,23,27-48H2,1-2H3,(H,59,60)(H2,56,57,58)/b25-22-,26-24-/t49-,50+/m0/s1	HDEQILXFSTVCLC-JFCQLQKISA-N	994.6639173			MMDBc0046392
BASm0033182	PGP(22:1(11Z)/24:1(9Z))	PGP(22:1(11Z)/24:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C52H100O13P2	InChI=1S/C52H100O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-52(55)65-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)47-61-51(54)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h22,25,28,30,49-50,53H,3-21,23-24,26-27,29,31-48H2,1-2H3,(H,59,60)(H2,56,57,58)/b25-22-,30-28-/t49-,50+/m0/s1	SXINDPGREYDYRA-PLJYIZGUSA-N	994.6639173			MMDBc0046393
BASm0033183	PGP(22:1(11Z)/25:0)	PGP(22:1(11Z)/25:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(11Z)/25:0), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C53H104O13P2	InChI=1S/C53H104O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2/h22,26,50-51,54H,3-21,23-25,27-49H2,1-2H3,(H,60,61)(H2,57,58,59)/b26-22-/t50-,51+/m0/s1	YOTCKTCLSWJMGQ-SOGROFAQSA-N	1010.695217			MMDBc0046394
BASm0033184	PGP(22:1(11Z)/25:1(11Z))	PGP(22:1(11Z)/25:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(11Z)/25:1(11Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C53H102O13P2	InChI=1S/C53H102O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2/h22,25-27,50-51,54H,3-21,23-24,28-49H2,1-2H3,(H,60,61)(H2,57,58,59)/b26-22-,27-25-/t50-,51+/m0/s1	FSNHWXFPAFGPCV-NXTSSZBOSA-N	1008.679567			MMDBc0046395
BASm0033185	PGP(22:1(11Z)/25:1(9Z))	PGP(22:1(11Z)/25:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(11Z)/25:1(9Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C53H102O13P2	InChI=1S/C53H102O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2/h22,26,29,31,50-51,54H,3-21,23-25,27-28,30,32-49H2,1-2H3,(H,60,61)(H2,57,58,59)/b26-22-,31-29-/t50-,51+/m0/s1	FFTDVWINKKRKHP-YHWAAPILSA-N	1008.679567			MMDBc0046396
BASm0033186	PGP(22:1(11Z)/26:0)	PGP(22:1(11Z)/26:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(11Z)/26:0), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C54H106O13P2	InChI=1S/C54H106O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-28-30-32-34-36-38-40-42-44-46-54(57)67-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)49-63-53(56)45-43-41-39-37-35-33-31-29-27-22-20-18-16-14-12-10-8-6-4-2/h22,27,51-52,55H,3-21,23-26,28-50H2,1-2H3,(H,61,62)(H2,58,59,60)/b27-22-/t51-,52+/m0/s1	SCDREEOWGRXILE-RNAIAXNJSA-N	1024.710867			MMDBc0046397
BASm0033187	PGP(22:1(11Z)/26:1(11Z))	PGP(22:1(11Z)/26:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(11Z)/26:1(11Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C54H104O13P2	InChI=1S/C54H104O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-28-30-32-34-36-38-40-42-44-46-54(57)67-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)49-63-53(56)45-43-41-39-37-35-33-31-29-27-22-20-18-16-14-12-10-8-6-4-2/h22,25-27,51-52,55H,3-21,23-24,28-50H2,1-2H3,(H,61,62)(H2,58,59,60)/b26-25-,27-22-/t51-,52+/m0/s1	QKBPDTAVIAIWAB-VDRABFNZSA-N	1022.695217			MMDBc0046398
BASm0033188	PGP(22:1(11Z)/26:1(9Z))	PGP(22:1(11Z)/26:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(11Z)/26:1(9Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C55H106O13P2	InChI=1S/C55H106O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-29-31-33-35-37-39-41-43-45-47-55(58)68-53(51-67-70(62,63)66-49-52(56)48-65-69(59,60)61)50-64-54(57)46-44-42-40-38-36-34-32-30-28-22-20-18-16-14-12-10-8-6-4-2/h22,28-29,31,52-53,56H,3-21,23-27,30,32-51H2,1-2H3,(H,62,63)(H2,59,60,61)/b28-22-,31-29-/t52-,53+/m0/s1	UGMJNIPGXXTIES-GAEDGMRSSA-N	1036.710867			MMDBc0046399
BASm0033189	PGP(22:1(11Z)/28:0)	PGP(22:1(11Z)/28:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(11Z)/28:0), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C56H110O13P2	InChI=1S/C56H110O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(59)69-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)51-65-55(58)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2/h22,29,53-54,57H,3-21,23-28,30-52H2,1-2H3,(H,63,64)(H2,60,61,62)/b29-22-/t53-,54+/m0/s1	INVLCOAKNQKSQG-FAZCWSJLSA-N	1052.742168			MMDBc0046400
BASm0033190	PGP(22:1(11Z)/28:1(11Z))	PGP(22:1(11Z)/28:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(11Z)/28:1(11Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C56H108O13P2	InChI=1S/C56H108O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(59)69-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)51-65-55(58)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2/h22,27-29,53-54,57H,3-21,23-26,30-52H2,1-2H3,(H,63,64)(H2,60,61,62)/b28-27-,29-22-/t53-,54+/m0/s1	IEMAMIXQBDIIGI-NNRGFNFVSA-N	1050.726518			MMDBc0046401
BASm0033191	PGP(22:1(11Z)/28:1(9Z))	PGP(22:1(11Z)/28:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(11Z)/28:1(9Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C56H108O13P2	InChI=1S/C56H108O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(59)69-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)51-65-55(58)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2/h22,29-30,32,53-54,57H,3-21,23-28,31,33-52H2,1-2H3,(H,63,64)(H2,60,61,62)/b29-22-,32-30-/t53-,54+/m0/s1	GMUOYEXDRORVML-OVNPRPPYSA-N	1050.726518			MMDBc0046402
BASm0033192	PGP(22:1(11Z)/30:0)	PGP(22:1(11Z)/30:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(11Z)/30:0), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C58H114O13P2	InChI=1S/C58H114O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-50-58(61)71-56(54-70-73(65,66)69-52-55(59)51-68-72(62,63)64)53-67-57(60)49-47-45-43-41-39-37-35-33-31-22-20-18-16-14-12-10-8-6-4-2/h22,31,55-56,59H,3-21,23-30,32-54H2,1-2H3,(H,65,66)(H2,62,63,64)/b31-22-/t55-,56+/m0/s1	UMGPLPCYFOCZMR-SPLNESMHSA-N	1080.773468			MMDBc0046403
BASm0033193	PGP(22:1(9Z)/22:1(11Z))	PGP(22:1(9Z)/22:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(9Z)/22:1(11Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C50H96O13P2	InChI=1S/C50H96O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-49(52)59-45-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)63-50(53)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h22,24-25,27,47-48,51H,3-21,23,26,28-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b24-22-,27-25-/t47-,48+/m0/s1	MWCSIRBNYWDBQI-YAPWETFASA-N	966.6326171			MMDBc0046404
BASm0033194	PGP(22:1(9Z)/22:1(9Z))	PGP(22:1(9Z)/22:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(9Z)/22:1(9Z)), in particular, consists of two 9Z-docosenoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C50H96O13P2	InChI=1S/C50H96O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-49(52)59-45-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)63-50(53)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h25-28,47-48,51H,3-24,29-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b27-25-,28-26-/t47-,48+/m0/s1	LITKRAHEYAWXQJ-IKHVBMEKSA-N	966.6326171			MMDBc0046405
BASm0033195	PGP(22:1(9Z)/23:1(11Z))	PGP(22:1(9Z)/23:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(9Z)/23:1(11Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C51H98O13P2	InChI=1S/C51H98O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h23,25-26,28,48-49,52H,3-22,24,27,29-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b25-23-,28-26-/t48-,49+/m0/s1	DMGHWPSMTZNROI-UYYONQJESA-N	980.6482672			MMDBc0046406
BASm0033196	PGP(22:1(9Z)/23:1(9Z))	PGP(22:1(9Z)/23:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(9Z)/23:1(9Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C51H98O13P2	InChI=1S/C51H98O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-51(54)64-49(47-63-66(58,59)62-45-48(52)44-61-65(55,56)57)46-60-50(53)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h26-29,48-49,52H,3-25,30-47H2,1-2H3,(H,58,59)(H2,55,56,57)/b28-26-,29-27-/t48-,49+/m0/s1	QKHORFVZFDJDNV-JVEKYBQRSA-N	980.6482672			MMDBc0046407
BASm0033197	PGP(22:1(9Z)/24:0)	PGP(22:1(9Z)/24:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(9Z)/24:0), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C52H102O13P2	InChI=1S/C52H102O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-52(55)65-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)47-61-51(54)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h27,29,49-50,53H,3-26,28,30-48H2,1-2H3,(H,59,60)(H2,56,57,58)/b29-27-/t49-,50+/m0/s1	ZQUHMSRXYRQIKU-SQIMNMCMSA-N	996.6795673			MMDBc0046408
BASm0033198	PGP(22:1(9Z)/24:1(11Z))	PGP(22:1(9Z)/24:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C52H100O13P2	InChI=1S/C52H100O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-52(55)65-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)47-61-51(54)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h24,26-27,29,49-50,53H,3-23,25,28,30-48H2,1-2H3,(H,59,60)(H2,56,57,58)/b26-24-,29-27-/t49-,50+/m0/s1	YVNKHWJHEGHXMR-CWXCRHAKSA-N	994.6639173			MMDBc0046409
BASm0033199	PGP(22:1(9Z)/24:1(9Z))	PGP(22:1(9Z)/24:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(9Z)/24:1(9Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C52H100O13P2	InChI=1S/C52H100O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-52(55)65-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)47-61-51(54)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h27-30,49-50,53H,3-26,31-48H2,1-2H3,(H,59,60)(H2,56,57,58)/b29-27-,30-28-/t49-,50+/m0/s1	MTLQQGFRRBVLNJ-HDCKBIHYSA-N	994.6639173			MMDBc0046410
BASm0033200	PGP(22:1(9Z)/25:0)	PGP(22:1(9Z)/25:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(9Z)/25:0), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C53H104O13P2	InChI=1S/C53H104O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2/h28,30,50-51,54H,3-27,29,31-49H2,1-2H3,(H,60,61)(H2,57,58,59)/b30-28-/t50-,51+/m0/s1	CTFREAKIKZAVBC-FKJLCQTCSA-N	1010.695217			MMDBc0046411
BASm0033201	PGP(22:1(9Z)/25:1(11Z))	PGP(22:1(9Z)/25:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(9Z)/25:1(11Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C53H102O13P2	InChI=1S/C53H102O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2/h25,27-28,30,50-51,54H,3-24,26,29,31-49H2,1-2H3,(H,60,61)(H2,57,58,59)/b27-25-,30-28-/t50-,51+/m0/s1	DYCJQQVSNCOSNP-LLQKUISBSA-N	1008.679567			MMDBc0046412
BASm0033202	PGP(22:1(9Z)/25:1(9Z))	PGP(22:1(9Z)/25:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(9Z)/25:1(9Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C53H102O13P2	InChI=1S/C53H102O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2/h28-31,50-51,54H,3-27,32-49H2,1-2H3,(H,60,61)(H2,57,58,59)/b30-28-,31-29-/t50-,51+/m0/s1	OAVWETYPSIVLRT-GSCZJKPISA-N	1008.679567			MMDBc0046413
BASm0033203	PGP(22:1(9Z)/26:0)	PGP(22:1(9Z)/26:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(9Z)/26:0), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C54H106O13P2	InChI=1S/C54H106O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-28-30-32-34-36-38-40-42-44-46-54(57)67-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)49-63-53(56)45-43-41-39-37-35-33-31-29-27-22-20-18-16-14-12-10-8-6-4-2/h29,31,51-52,55H,3-28,30,32-50H2,1-2H3,(H,61,62)(H2,58,59,60)/b31-29-/t51-,52+/m0/s1	GFHFUTPDHJPAJN-YHTUEJPNSA-N	1024.710867			MMDBc0046414
BASm0033204	PGP(22:1(9Z)/26:1(11Z))	PGP(22:1(9Z)/26:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(9Z)/26:1(11Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C54H104O13P2	InChI=1S/C54H104O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-28-30-32-34-36-38-40-42-44-46-54(57)67-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)49-63-53(56)45-43-41-39-37-35-33-31-29-27-22-20-18-16-14-12-10-8-6-4-2/h25-26,29,31,51-52,55H,3-24,27-28,30,32-50H2,1-2H3,(H,61,62)(H2,58,59,60)/b26-25-,31-29-/t51-,52+/m0/s1	XQDRFWCTMWPGNJ-QNBJSRGDSA-N	1022.695217			MMDBc0046415
BASm0033205	PGP(22:1(9Z)/26:1(9Z))	PGP(22:1(9Z)/26:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(9Z)/26:1(9Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C55H106O13P2	InChI=1S/C55H106O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-29-31-33-35-37-39-41-43-45-47-55(58)68-53(51-67-70(62,63)66-49-52(56)48-65-69(59,60)61)50-64-54(57)46-44-42-40-38-36-34-32-30-28-22-20-18-16-14-12-10-8-6-4-2/h29-32,52-53,56H,3-28,33-51H2,1-2H3,(H,62,63)(H2,59,60,61)/b31-29-,32-30-/t52-,53+/m0/s1	RMCRYDANZJSIHP-DKLSVIPQSA-N	1036.710867			MMDBc0046416
BASm0033206	PGP(22:1(9Z)/28:0)	PGP(22:1(9Z)/28:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(9Z)/28:0), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C56H110O13P2	InChI=1S/C56H110O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(59)69-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)51-65-55(58)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2/h31,33,53-54,57H,3-30,32,34-52H2,1-2H3,(H,63,64)(H2,60,61,62)/b33-31-/t53-,54+/m0/s1	JJNGPARVHUDCEK-IIBFHSCOSA-N	1052.742168			MMDBc0046417
BASm0033207	PGP(22:1(9Z)/28:1(11Z))	PGP(22:1(9Z)/28:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(9Z)/28:1(11Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C56H108O13P2	InChI=1S/C56H108O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(59)69-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)51-65-55(58)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2/h27-28,31,33,53-54,57H,3-26,29-30,32,34-52H2,1-2H3,(H,63,64)(H2,60,61,62)/b28-27-,33-31-/t53-,54+/m0/s1	LMTDGRSIPWYFIG-DPGNZSHSSA-N	1050.726518			MMDBc0046418
BASm0033208	PGP(22:1(9Z)/28:1(9Z))	PGP(22:1(9Z)/28:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(9Z)/28:1(9Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C56H108O13P2	InChI=1S/C56H108O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(59)69-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)51-65-55(58)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2/h30-33,53-54,57H,3-29,34-52H2,1-2H3,(H,63,64)(H2,60,61,62)/b32-30-,33-31-/t53-,54+/m0/s1	LMSSXJVEPIXSIL-NEIJYDGMSA-N	1050.726518			MMDBc0046419
BASm0033209	PGP(22:1(9Z)/30:0)	PGP(22:1(9Z)/30:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(9Z)/30:0), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C58H114O13P2	InChI=1S/C58H114O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-50-58(61)71-56(54-70-73(65,66)69-52-55(59)51-68-72(62,63)64)53-67-57(60)49-47-45-43-41-39-37-35-33-31-22-20-18-16-14-12-10-8-6-4-2/h33,35,55-56,59H,3-32,34,36-54H2,1-2H3,(H,65,66)(H2,62,63,64)/b35-33-/t55-,56+/m0/s1	ZHBGKEOARJBFQC-RPZXEXCYSA-N	1080.773468			MMDBc0046420
BASm0033210	PGP(23:1(11Z)/23:1(11Z))	PGP(23:1(11Z)/23:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(23:1(11Z)/23:1(11Z)), in particular, consists of two 11Z-tricosanoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C52H100O13P2	InChI=1S/C52H100O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-51(54)61-47-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)65-52(55)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h23-26,49-50,53H,3-22,27-48H2,1-2H3,(H,59,60)(H2,56,57,58)/b25-23-,26-24-/t49-,50+/m0/s1	VJHHVRXWFPAVBT-NSLHZJKCSA-N	994.6639173			MMDBc0046421
BASm0033211	PGP(23:1(11Z)/23:1(9Z))	PGP(23:1(11Z)/23:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(23:1(11Z)/23:1(9Z)), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C52H100O13P2	InChI=1S/C52H100O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-51(54)61-47-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)65-52(55)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h23,25,28,30,49-50,53H,3-22,24,26-27,29,31-48H2,1-2H3,(H,59,60)(H2,56,57,58)/b25-23-,30-28-/t49-,50+/m0/s1	FYCHTXWEZQXKJT-WXVTWLMGSA-N	994.6639173			MMDBc0046422
BASm0033212	PGP(23:1(11Z)/24:0)	PGP(23:1(11Z)/24:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(23:1(11Z)/24:0), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C53H104O13P2	InChI=1S/C53H104O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h24,26,50-51,54H,3-23,25,27-49H2,1-2H3,(H,60,61)(H2,57,58,59)/b26-24-/t50-,51+/m0/s1	LFZPNFKDISVADK-ZWZKWFCISA-N	1010.695217			MMDBc0046423
BASm0033213	PGP(23:1(11Z)/24:1(11Z))	PGP(23:1(11Z)/24:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(23:1(11Z)/24:1(11Z)), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C53H102O13P2	InChI=1S/C53H102O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h24-27,50-51,54H,3-23,28-49H2,1-2H3,(H,60,61)(H2,57,58,59)/b26-24-,27-25-/t50-,51+/m0/s1	YQDCACMYOGVBCX-WDOXTDJFSA-N	1008.679567			MMDBc0046424
BASm0033214	PGP(23:1(11Z)/24:1(9Z))	PGP(23:1(11Z)/24:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(23:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C53H102O13P2	InChI=1S/C53H102O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h24,26,29,31,50-51,54H,3-23,25,27-28,30,32-49H2,1-2H3,(H,60,61)(H2,57,58,59)/b26-24-,31-29-/t50-,51+/m0/s1	FSXPCTSJQAGTDQ-NBTSMBRGSA-N	1008.679567			MMDBc0046425
BASm0033215	PGP(23:1(11Z)/25:0)	PGP(23:1(11Z)/25:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(23:1(11Z)/25:0), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C54H106O13P2	InChI=1S/C54H106O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-54(57)67-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)49-63-53(56)45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h24,27,51-52,55H,3-23,25-26,28-50H2,1-2H3,(H,61,62)(H2,58,59,60)/b27-24-/t51-,52+/m0/s1	UKKAGMSYKAKGDV-BFRXEBDDSA-N	1024.710867			MMDBc0046426
BASm0033216	PGP(23:1(11Z)/25:1(11Z))	PGP(23:1(11Z)/25:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(23:1(11Z)/25:1(11Z)), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C54H104O13P2	InChI=1S/C54H104O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-54(57)67-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)49-63-53(56)45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h24,26-28,51-52,55H,3-23,25,29-50H2,1-2H3,(H,61,62)(H2,58,59,60)/b27-24-,28-26-/t51-,52+/m0/s1	YQYVHZFDMZFGPX-WMQWRVJNSA-N	1022.695217			MMDBc0046427
BASm0033217	PGP(23:1(11Z)/25:1(9Z))	PGP(23:1(11Z)/25:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(23:1(11Z)/25:1(9Z)), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C54H104O13P2	InChI=1S/C54H104O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-54(57)67-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)49-63-53(56)45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h24,27,30,32,51-52,55H,3-23,25-26,28-29,31,33-50H2,1-2H3,(H,61,62)(H2,58,59,60)/b27-24-,32-30-/t51-,52+/m0/s1	DWWSUBZWJMGTHY-COSZJSNFSA-N	1022.695217			MMDBc0046428
BASm0033218	PGP(23:1(11Z)/27:0)	PGP(23:1(11Z)/27:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(23:1(11Z)/27:0), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C56H110O13P2	InChI=1S/C56H110O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(59)69-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)51-65-55(58)47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h24,29,53-54,57H,3-23,25-28,30-52H2,1-2H3,(H,63,64)(H2,60,61,62)/b29-24-/t53-,54+/m0/s1	FWCSUYLMHIGYCR-JYYRYFKASA-N	1052.742168			MMDBc0046429
BASm0033219	PGP(23:1(11Z)/27:1(11Z))	PGP(23:1(11Z)/27:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(23:1(11Z)/27:1(11Z)), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C56H108O13P2	InChI=1S/C56H108O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(59)69-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)51-65-55(58)47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h24,28-30,53-54,57H,3-23,25-27,31-52H2,1-2H3,(H,63,64)(H2,60,61,62)/b29-24-,30-28-/t53-,54+/m0/s1	HTJBDSXRTLFPLK-HLYFXBIPSA-N	1050.726518			MMDBc0046430
BASm0033220	PGP(23:1(11Z)/27:1(9Z))	PGP(23:1(11Z)/27:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(23:1(11Z)/27:1(9Z)), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C56H108O13P2	InChI=1S/C56H108O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(59)69-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)51-65-55(58)47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h24,29,32,34,53-54,57H,3-23,25-28,30-31,33,35-52H2,1-2H3,(H,63,64)(H2,60,61,62)/b29-24-,34-32-/t53-,54+/m0/s1	YOOCVPPOXZPKOY-NPFVSJFASA-N	1050.726518			MMDBc0046431
BASm0033221	PGP(23:1(11Z)/29:0)	PGP(23:1(11Z)/29:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(23:1(11Z)/29:0), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and one nonacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C58H114O13P2	InChI=1S/C58H114O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-50-58(61)71-56(54-70-73(65,66)69-52-55(59)51-68-72(62,63)64)53-67-57(60)49-47-45-43-41-39-37-35-33-31-24-22-20-18-16-14-12-10-8-6-4-2/h24,31,55-56,59H,3-23,25-30,32-54H2,1-2H3,(H,65,66)(H2,62,63,64)/b31-24-/t55-,56+/m0/s1	NIXKPCUQPFEUSD-HLRYFCKESA-N	1080.773468			MMDBc0046432
BASm0033222	PGP(23:1(9Z)/23:1(11Z))	PGP(23:1(9Z)/23:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(23:1(9Z)/23:1(11Z)), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C52H100O13P2	InChI=1S/C52H100O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-51(54)61-47-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)65-52(55)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h24,26-27,29,49-50,53H,3-23,25,28,30-48H2,1-2H3,(H,59,60)(H2,56,57,58)/b26-24-,29-27-/t49-,50+/m0/s1	MIYANFPAYXIHFB-CWXCRHAKSA-N	994.6639173			MMDBc0046433
BASm0033223	PGP(23:1(9Z)/23:1(9Z))	PGP(23:1(9Z)/23:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(23:1(9Z)/23:1(9Z)), in particular, consists of two 9Z-tricosanoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C52H100O13P2	InChI=1S/C52H100O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-51(54)61-47-50(48-64-67(59,60)63-46-49(53)45-62-66(56,57)58)65-52(55)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27-30,49-50,53H,3-26,31-48H2,1-2H3,(H,59,60)(H2,56,57,58)/b29-27-,30-28-/t49-,50+/m0/s1	USFWIOSPAVEANH-HDCKBIHYSA-N	994.6639173			MMDBc0046434
BASm0033224	PGP(23:1(9Z)/24:0)	PGP(23:1(9Z)/24:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(23:1(9Z)/24:0), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C53H104O13P2	InChI=1S/C53H104O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h28,30,50-51,54H,3-27,29,31-49H2,1-2H3,(H,60,61)(H2,57,58,59)/b30-28-/t50-,51+/m0/s1	YUCFZDTZGIZPBF-FKJLCQTCSA-N	1010.695217			MMDBc0046435
BASm0033225	PGP(23:1(9Z)/24:1(11Z))	PGP(23:1(9Z)/24:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(23:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C53H102O13P2	InChI=1S/C53H102O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h25,27-28,30,50-51,54H,3-24,26,29,31-49H2,1-2H3,(H,60,61)(H2,57,58,59)/b27-25-,30-28-/t50-,51+/m0/s1	KRAADIXCONVBTK-LLQKUISBSA-N	1008.679567			MMDBc0046436
BASm0033226	PGP(23:1(9Z)/24:1(9Z))	PGP(23:1(9Z)/24:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(23:1(9Z)/24:1(9Z)), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C53H102O13P2	InChI=1S/C53H102O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-53(56)66-51(49-65-68(60,61)64-47-50(54)46-63-67(57,58)59)48-62-52(55)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h28-31,50-51,54H,3-27,32-49H2,1-2H3,(H,60,61)(H2,57,58,59)/b30-28-,31-29-/t50-,51+/m0/s1	KVKXYLHOHXRZFU-GSCZJKPISA-N	1008.679567			MMDBc0046437
BASm0033227	PGP(23:1(9Z)/25:0)	PGP(23:1(9Z)/25:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(23:1(9Z)/25:0), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C54H106O13P2	InChI=1S/C54H106O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-54(57)67-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)49-63-53(56)45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h29,31,51-52,55H,3-28,30,32-50H2,1-2H3,(H,61,62)(H2,58,59,60)/b31-29-/t51-,52+/m0/s1	JNLWPWYFWKNADU-YHTUEJPNSA-N	1024.710867			MMDBc0046438
BASm0033228	PGP(23:1(9Z)/25:1(11Z))	PGP(23:1(9Z)/25:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(23:1(9Z)/25:1(11Z)), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C54H104O13P2	InChI=1S/C54H104O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-54(57)67-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)49-63-53(56)45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h26,28-29,31,51-52,55H,3-25,27,30,32-50H2,1-2H3,(H,61,62)(H2,58,59,60)/b28-26-,31-29-/t51-,52+/m0/s1	XNROHJJJRDBNKU-IOUDBUSZSA-N	1022.695217			MMDBc0046439
BASm0033229	PGP(23:1(9Z)/25:1(9Z))	PGP(23:1(9Z)/25:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(23:1(9Z)/25:1(9Z)), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C54H104O13P2	InChI=1S/C54H104O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-54(57)67-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)49-63-53(56)45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h29-32,51-52,55H,3-28,33-50H2,1-2H3,(H,61,62)(H2,58,59,60)/b31-29-,32-30-/t51-,52+/m0/s1	UNWKQZKSFDBSGL-ADHXOWKVSA-N	1022.695217			MMDBc0046440
BASm0033230	PGP(23:1(9Z)/27:0)	PGP(23:1(9Z)/27:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(23:1(9Z)/27:0), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C56H110O13P2	InChI=1S/C56H110O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(59)69-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)51-65-55(58)47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h31,33,53-54,57H,3-30,32,34-52H2,1-2H3,(H,63,64)(H2,60,61,62)/b33-31-/t53-,54+/m0/s1	BJGYIDVXIOZQFI-IIBFHSCOSA-N	1052.742168			MMDBc0046441
BASm0033231	PGP(23:1(9Z)/27:1(11Z))	PGP(23:1(9Z)/27:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(23:1(9Z)/27:1(11Z)), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C56H108O13P2	InChI=1S/C56H108O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(59)69-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)51-65-55(58)47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h28,30-31,33,53-54,57H,3-27,29,32,34-52H2,1-2H3,(H,63,64)(H2,60,61,62)/b30-28-,33-31-/t53-,54+/m0/s1	XNGPYUYVNJBMAD-MYMLNVATSA-N	1050.726518			MMDBc0046442
BASm0033232	PGP(23:1(9Z)/27:1(9Z))	PGP(23:1(9Z)/27:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(23:1(9Z)/27:1(9Z)), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C56H108O13P2	InChI=1S/C56H108O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(59)69-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)51-65-55(58)47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h31-34,53-54,57H,3-30,35-52H2,1-2H3,(H,63,64)(H2,60,61,62)/b33-31-,34-32-/t53-,54+/m0/s1	VYJVFTNKYOTKFY-TYGLHZFNSA-N	1050.726518			MMDBc0046443
BASm0033233	PGP(23:1(9Z)/29:0)	PGP(23:1(9Z)/29:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(23:1(9Z)/29:0), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and one nonacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C58H114O13P2	InChI=1S/C58H114O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-50-58(61)71-56(54-70-73(65,66)69-52-55(59)51-68-72(62,63)64)53-67-57(60)49-47-45-43-41-39-37-35-33-31-24-22-20-18-16-14-12-10-8-6-4-2/h33,35,55-56,59H,3-32,34,36-54H2,1-2H3,(H,65,66)(H2,62,63,64)/b35-33-/t55-,56+/m0/s1	GEMCAVKWHOCQJA-RPZXEXCYSA-N	1080.773468			MMDBc0046444
BASm0033234	PGP(24:0/24:0)	PGP(24:0/24:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:0/24:0), in particular, consists of two tetracosanoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C54H108O13P2	InChI=1S/C54H108O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-53(56)63-49-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)67-54(57)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h51-52,55H,3-50H2,1-2H3,(H,61,62)(H2,58,59,60)/t51-,52+/m0/s1	RGVVQPKFXBBYKL-MTIDNABOSA-N	1026.726518			MMDBc0046445
BASm0033235	PGP(24:0/26:0)	PGP(24:0/26:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:0/26:0), in particular, consists of one tetracosanoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C56H112O13P2	InChI=1S/C56H112O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-48-56(59)69-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)51-65-55(58)47-45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h53-54,57H,3-52H2,1-2H3,(H,63,64)(H2,60,61,62)/t53-,54+/m0/s1	GNNRVKBRSVYBJP-ZOAUSRBZSA-N	1054.757818			MMDBc0046446
BASm0033236	PGP(24:0/26:1(11Z))	PGP(24:0/26:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:0/26:1(11Z)), in particular, consists of one tetracosanoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C56H110O13P2	InChI=1S/C56H110O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-48-56(59)69-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)51-65-55(58)47-45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h26,28,53-54,57H,3-25,27,29-52H2,1-2H3,(H,63,64)(H2,60,61,62)/b28-26-/t53-,54+/m0/s1	YJOBITUXFABDDB-LEXPKELUSA-N	1052.742168			MMDBc0046447
BASm0033237	PGP(24:0/26:1(9Z))	PGP(24:0/26:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:0/26:1(9Z)), in particular, consists of one tetracosanoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C57H112O13P2	InChI=1S/C57H112O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-29-31-33-35-37-39-41-43-45-47-49-57(60)70-55(53-69-72(64,65)68-51-54(58)50-67-71(61,62)63)52-66-56(59)48-46-44-42-40-38-36-34-32-30-28-24-22-20-18-16-14-12-10-8-6-4-2/h31,33,54-55,58H,3-30,32,34-53H2,1-2H3,(H,64,65)(H2,61,62,63)/b33-31-/t54-,55+/m0/s1	DMNIBPQCRCMVDX-GRXONUPJSA-N	1066.757818			MMDBc0046448
BASm0033238	PGP(24:0/28:0)	PGP(24:0/28:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:0/28:0), in particular, consists of one tetracosanoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C58H116O13P2	InChI=1S/C58H116O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-58(61)71-56(54-70-73(65,66)69-52-55(59)51-68-72(62,63)64)53-67-57(60)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h55-56,59H,3-54H2,1-2H3,(H,65,66)(H2,62,63,64)/t55-,56+/m0/s1	RDVMOBJZNYISPF-KKQLDWOFSA-N	1082.789118			MMDBc0046449
BASm0033239	PGP(24:0/28:1(11Z))	PGP(24:0/28:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:0/28:1(11Z)), in particular, consists of one tetracosanoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C58H114O13P2	InChI=1S/C58H114O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-58(61)71-56(54-70-73(65,66)69-52-55(59)51-68-72(62,63)64)53-67-57(60)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h28,30,55-56,59H,3-27,29,31-54H2,1-2H3,(H,65,66)(H2,62,63,64)/b30-28-/t55-,56+/m0/s1	IZTBZQZDYAPVRH-BXATVIGXSA-N	1080.773468			MMDBc0046450
BASm0033240	PGP(24:0/28:1(9Z))	PGP(24:0/28:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:0/28:1(9Z)), in particular, consists of one tetracosanoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C58H114O13P2	InChI=1S/C58H114O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-58(61)71-56(54-70-73(65,66)69-52-55(59)51-68-72(62,63)64)53-67-57(60)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h32,34,55-56,59H,3-31,33,35-54H2,1-2H3,(H,65,66)(H2,62,63,64)/b34-32-/t55-,56+/m0/s1	PQGGDXMCVMPVBX-STYLLSCCSA-N	1080.773468			MMDBc0046451
BASm0033241	PGP(24:1(11Z)/24:0)	PGP(24:1(11Z)/24:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:1(11Z)/24:0), in particular, consists of one 11Z-tetracosenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C54H106O13P2	InChI=1S/C54H106O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-53(56)63-49-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)67-54(57)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h25,27,51-52,55H,3-24,26,28-50H2,1-2H3,(H,61,62)(H2,58,59,60)/b27-25-/t51-,52+/m0/s1	KISQPONSIAKSGV-ZCZZKUHESA-N	1024.710867			MMDBc0046452
BASm0033242	PGP(24:1(11Z)/24:1(11Z))	PGP(24:1(11Z)/24:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:1(11Z)/24:1(11Z)), in particular, consists of two 11Z-tetracosenoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C54H104O13P2	InChI=1S/C54H104O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-53(56)63-49-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)67-54(57)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h25-28,51-52,55H,3-24,29-50H2,1-2H3,(H,61,62)(H2,58,59,60)/b27-25-,28-26-/t51-,52+/m0/s1	BKLXKWKSUKHORD-FBEFGMKQSA-N	1022.695217			MMDBc0046453
BASm0033243	PGP(24:1(11Z)/24:1(9Z))	PGP(24:1(11Z)/24:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-tetracosenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C54H104O13P2	InChI=1S/C54H104O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-53(56)63-49-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)67-54(57)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h25,27,30,32,51-52,55H,3-24,26,28-29,31,33-50H2,1-2H3,(H,61,62)(H2,58,59,60)/b27-25-,32-30-/t51-,52+/m0/s1	FWBZWZBORHNSPD-DVMVXRBJSA-N	1022.695217			MMDBc0046454
BASm0033244	PGP(24:1(11Z)/26:0)	PGP(24:1(11Z)/26:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:1(11Z)/26:0), in particular, consists of one 11Z-tetracosenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C56H110O13P2	InChI=1S/C56H110O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-48-56(59)69-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)51-65-55(58)47-45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,53-54,57H,3-26,28,30-52H2,1-2H3,(H,63,64)(H2,60,61,62)/b29-27-/t53-,54+/m0/s1	RUBGAHGURAEXMR-FIFKKWEJSA-N	1052.742168			MMDBc0046455
BASm0033245	PGP(24:1(11Z)/26:1(11Z))	PGP(24:1(11Z)/26:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:1(11Z)/26:1(11Z)), in particular, consists of one 11Z-tetracosenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C56H108O13P2	InChI=1S/C56H108O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-48-56(59)69-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)51-65-55(58)47-45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h26-29,53-54,57H,3-25,30-52H2,1-2H3,(H,63,64)(H2,60,61,62)/b28-26-,29-27-/t53-,54+/m0/s1	LJJYWUHHGSVOEW-JTDMHXTKSA-N	1050.726518			MMDBc0046456
BASm0033246	PGP(24:1(11Z)/26:1(9Z))	PGP(24:1(11Z)/26:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:1(11Z)/26:1(9Z)), in particular, consists of one 11Z-tetracosenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C57H110O13P2	InChI=1S/C57H110O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-29-31-33-35-37-39-41-43-45-47-49-57(60)70-55(53-69-72(64,65)68-51-54(58)50-67-71(61,62)63)52-66-56(59)48-46-44-42-40-38-36-34-32-30-28-24-22-20-18-16-14-12-10-8-6-4-2/h28,30-31,33,54-55,58H,3-27,29,32,34-53H2,1-2H3,(H,64,65)(H2,61,62,63)/b30-28-,33-31-/t54-,55+/m0/s1	QIOKBAKGOJOZAJ-SSKVFMPZSA-N	1064.742168			MMDBc0046457
BASm0033247	PGP(24:1(11Z)/28:0)	PGP(24:1(11Z)/28:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:1(11Z)/28:0), in particular, consists of one 11Z-tetracosenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C58H114O13P2	InChI=1S/C58H114O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-58(61)71-56(54-70-73(65,66)69-52-55(59)51-68-72(62,63)64)53-67-57(60)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h29,31,55-56,59H,3-28,30,32-54H2,1-2H3,(H,65,66)(H2,62,63,64)/b31-29-/t55-,56+/m0/s1	KIURZZNLQGBZQH-YYQLQWBGSA-N	1080.773468			MMDBc0046458
BASm0033248	PGP(24:1(11Z)/28:1(11Z))	PGP(24:1(11Z)/28:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:1(11Z)/28:1(11Z)), in particular, consists of one 11Z-tetracosenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C58H112O13P2	InChI=1S/C58H112O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-58(61)71-56(54-70-73(65,66)69-52-55(59)51-68-72(62,63)64)53-67-57(60)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h28-31,55-56,59H,3-27,32-54H2,1-2H3,(H,65,66)(H2,62,63,64)/b30-28-,31-29-/t55-,56+/m0/s1	JLNOONMDCHXJAY-BXJNRWNOSA-N	1078.757818			MMDBc0046459
BASm0033249	PGP(24:1(11Z)/28:1(9Z))	PGP(24:1(11Z)/28:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:1(11Z)/28:1(9Z)), in particular, consists of one 11Z-tetracosenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C58H112O13P2	InChI=1S/C58H112O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-58(61)71-56(54-70-73(65,66)69-52-55(59)51-68-72(62,63)64)53-67-57(60)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h29,31-32,34,55-56,59H,3-28,30,33,35-54H2,1-2H3,(H,65,66)(H2,62,63,64)/b31-29-,34-32-/t55-,56+/m0/s1	SCINJNNDVOTXPW-SFVVNELJSA-N	1078.757818			MMDBc0046460
BASm0033250	PGP(24:1(9Z)/24:0)	PGP(24:1(9Z)/24:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:1(9Z)/24:0), in particular, consists of one 9Z-tetracosenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C54H106O13P2	InChI=1S/C54H106O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-53(56)63-49-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)67-54(57)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h29,31,51-52,55H,3-28,30,32-50H2,1-2H3,(H,61,62)(H2,58,59,60)/b31-29-/t51-,52+/m0/s1	FDDNZIZFYLOTOK-YHTUEJPNSA-N	1024.710867			MMDBc0046461
BASm0033251	PGP(24:1(9Z)/24:1(11Z))	PGP(24:1(9Z)/24:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-tetracosenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C54H104O13P2	InChI=1S/C54H104O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-53(56)63-49-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)67-54(57)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h26,28-29,31,51-52,55H,3-25,27,30,32-50H2,1-2H3,(H,61,62)(H2,58,59,60)/b28-26-,31-29-/t51-,52+/m0/s1	DNLNRNFRESTXCS-IOUDBUSZSA-N	1022.695217			MMDBc0046462
BASm0033252	PGP(24:1(9Z)/24:1(9Z))	PGP(24:1(9Z)/24:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:1(9Z)/24:1(9Z)), in particular, consists of two 9Z-tetracosenoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C54H104O13P2	InChI=1S/C54H104O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-53(56)63-49-52(50-66-69(61,62)65-48-51(55)47-64-68(58,59)60)67-54(57)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h29-32,51-52,55H,3-28,33-50H2,1-2H3,(H,61,62)(H2,58,59,60)/b31-29-,32-30-/t51-,52+/m0/s1	LRMZWMHLXSZRAI-ADHXOWKVSA-N	1022.695217			MMDBc0046463
BASm0033253	PGP(24:1(9Z)/26:0)	PGP(24:1(9Z)/26:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:1(9Z)/26:0), in particular, consists of one 9Z-tetracosenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C56H110O13P2	InChI=1S/C56H110O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-48-56(59)69-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)51-65-55(58)47-45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h31,33,53-54,57H,3-30,32,34-52H2,1-2H3,(H,63,64)(H2,60,61,62)/b33-31-/t53-,54+/m0/s1	NFYMVHOKTBDSMO-IIBFHSCOSA-N	1052.742168			MMDBc0046464
BASm0033254	PGP(24:1(9Z)/26:1(11Z))	PGP(24:1(9Z)/26:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:1(9Z)/26:1(11Z)), in particular, consists of one 9Z-tetracosenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C56H108O13P2	InChI=1S/C56H108O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-48-56(59)69-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)51-65-55(58)47-45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h26,28,31,33,53-54,57H,3-25,27,29-30,32,34-52H2,1-2H3,(H,63,64)(H2,60,61,62)/b28-26-,33-31-/t53-,54+/m0/s1	NWDNGOGWANWVPJ-IPYWXJFASA-N	1050.726518			MMDBc0046465
BASm0033255	PGP(24:1(9Z)/26:1(9Z))	PGP(24:1(9Z)/26:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:1(9Z)/26:1(9Z)), in particular, consists of one 9Z-tetracosenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C57H110O13P2	InChI=1S/C57H110O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-29-31-33-35-37-39-41-43-45-47-49-57(60)70-55(53-69-72(64,65)68-51-54(58)50-67-71(61,62)63)52-66-56(59)48-46-44-42-40-38-36-34-32-30-28-24-22-20-18-16-14-12-10-8-6-4-2/h31-34,54-55,58H,3-30,35-53H2,1-2H3,(H,64,65)(H2,61,62,63)/b33-31-,34-32-/t54-,55+/m0/s1	YYSGWXSKLUWGLD-UUKRFOBBSA-N	1064.742168			MMDBc0046466
BASm0033256	PGP(24:1(9Z)/28:0)	PGP(24:1(9Z)/28:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:1(9Z)/28:0), in particular, consists of one 9Z-tetracosenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C58H114O13P2	InChI=1S/C58H114O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-58(61)71-56(54-70-73(65,66)69-52-55(59)51-68-72(62,63)64)53-67-57(60)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h33,35,55-56,59H,3-32,34,36-54H2,1-2H3,(H,65,66)(H2,62,63,64)/b35-33-/t55-,56+/m0/s1	RJSHSOGCDNQTRN-RPZXEXCYSA-N	1080.773468			MMDBc0046467
BASm0033257	PGP(24:1(9Z)/28:1(11Z))	PGP(24:1(9Z)/28:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:1(9Z)/28:1(11Z)), in particular, consists of one 9Z-tetracosenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C58H112O13P2	InChI=1S/C58H112O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-58(61)71-56(54-70-73(65,66)69-52-55(59)51-68-72(62,63)64)53-67-57(60)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h28,30,33,35,55-56,59H,3-27,29,31-32,34,36-54H2,1-2H3,(H,65,66)(H2,62,63,64)/b30-28-,35-33-/t55-,56+/m0/s1	PUJOHRXFHHOYTQ-DBDWRJPBSA-N	1078.757818			MMDBc0046468
BASm0033258	PGP(24:1(9Z)/28:1(9Z))	PGP(24:1(9Z)/28:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:1(9Z)/28:1(9Z)), in particular, consists of one 9Z-tetracosenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C58H112O13P2	InChI=1S/C58H112O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-58(61)71-56(54-70-73(65,66)69-52-55(59)51-68-72(62,63)64)53-67-57(60)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h32-35,55-56,59H,3-31,36-54H2,1-2H3,(H,65,66)(H2,62,63,64)/b34-32-,35-33-/t55-,56+/m0/s1	BSRZZHCAOPBRNF-FBPGDDFUSA-N	1078.757818			MMDBc0046469
BASm0033259	PGP(25:0/25:0)	PGP(25:0/25:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(25:0/25:0), in particular, consists of two pentacosanoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C56H112O13P2	InChI=1S/C56H112O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-55(58)65-51-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)69-56(59)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h53-54,57H,3-52H2,1-2H3,(H,63,64)(H2,60,61,62)/t53-,54+/m0/s1	LEISSMRMUVKWNA-ZOAUSRBZSA-N	1054.757818			MMDBc0046470
BASm0033260	PGP(25:0/25:1(11Z))	PGP(25:0/25:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(25:0/25:1(11Z)), in particular, consists of one pentacosanoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C56H110O13P2	InChI=1S/C56H110O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-55(58)65-51-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)69-56(59)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h28,30,53-54,57H,3-27,29,31-52H2,1-2H3,(H,63,64)(H2,60,61,62)/b30-28-/t53-,54+/m0/s1	LZPDIRGHUHGHQE-YQDCXNKGSA-N	1052.742168			MMDBc0046471
BASm0033261	PGP(25:0/25:1(9Z))	PGP(25:0/25:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(25:0/25:1(9Z)), in particular, consists of one pentacosanoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C56H110O13P2	InChI=1S/C56H110O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-55(58)65-51-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)69-56(59)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h32,34,53-54,57H,3-31,33,35-52H2,1-2H3,(H,63,64)(H2,60,61,62)/b34-32-/t53-,54+/m0/s1	UGOBRENEQYYKDO-ANEZLMGGSA-N	1052.742168			MMDBc0046472
BASm0033262	PGP(25:0/27:0)	PGP(25:0/27:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(25:0/27:0), in particular, consists of one pentacosanoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C58H116O13P2	InChI=1S/C58H116O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-58(61)71-56(54-70-73(65,66)69-52-55(59)51-68-72(62,63)64)53-67-57(60)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2/h55-56,59H,3-54H2,1-2H3,(H,65,66)(H2,62,63,64)/t55-,56+/m0/s1	VLYMOBHYKOFRNF-KKQLDWOFSA-N	1082.789118			MMDBc0046473
BASm0033263	PGP(25:0/27:1(11Z))	PGP(25:0/27:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(25:0/27:1(11Z)), in particular, consists of one pentacosanoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C58H114O13P2	InChI=1S/C58H114O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-58(61)71-56(54-70-73(65,66)69-52-55(59)51-68-72(62,63)64)53-67-57(60)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2/h30,32,55-56,59H,3-29,31,33-54H2,1-2H3,(H,65,66)(H2,62,63,64)/b32-30-/t55-,56+/m0/s1	IOSNFQHKPMKOKO-JOATUKSWSA-N	1080.773468			MMDBc0046474
BASm0033264	PGP(25:0/27:1(9Z))	PGP(25:0/27:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(25:0/27:1(9Z)), in particular, consists of one pentacosanoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C58H114O13P2	InChI=1S/C58H114O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-58(61)71-56(54-70-73(65,66)69-52-55(59)51-68-72(62,63)64)53-67-57(60)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2/h34,36,55-56,59H,3-33,35,37-54H2,1-2H3,(H,65,66)(H2,62,63,64)/b36-34-/t55-,56+/m0/s1	HJEPKTCDDCRPRC-GFUAWYPISA-N	1080.773468			MMDBc0046475
BASm0033265	PGP(25:1(11Z)/25:1(11Z))	PGP(25:1(11Z)/25:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(25:1(11Z)/25:1(11Z)), in particular, consists of two 11Z-pentacosanoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C56H108O13P2	InChI=1S/C56H108O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-55(58)65-51-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)69-56(59)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27-30,53-54,57H,3-26,31-52H2,1-2H3,(H,63,64)(H2,60,61,62)/b29-27-,30-28-/t53-,54+/m0/s1	WSRFNFZMWLSWOC-UEFICDGTSA-N	1050.726518			MMDBc0046476
BASm0033266	PGP(25:1(11Z)/25:1(9Z))	PGP(25:1(11Z)/25:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(25:1(11Z)/25:1(9Z)), in particular, consists of one 11Z-pentacosanoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C56H108O13P2	InChI=1S/C56H108O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-55(58)65-51-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)69-56(59)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,32,34,53-54,57H,3-26,28,30-31,33,35-52H2,1-2H3,(H,63,64)(H2,60,61,62)/b29-27-,34-32-/t53-,54+/m0/s1	RCNWSELADYQFJH-VXCZFNEBSA-N	1050.726518			MMDBc0046477
BASm0033267	PGP(25:1(11Z)/27:0)	PGP(25:1(11Z)/27:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(25:1(11Z)/27:0), in particular, consists of one 11Z-pentacosanoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C58H114O13P2	InChI=1S/C58H114O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-58(61)71-56(54-70-73(65,66)69-52-55(59)51-68-72(62,63)64)53-67-57(60)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2/h29,31,55-56,59H,3-28,30,32-54H2,1-2H3,(H,65,66)(H2,62,63,64)/b31-29-/t55-,56+/m0/s1	QNDWSZQVKVFLSS-YYQLQWBGSA-N	1080.773468			MMDBc0046478
BASm0033268	PGP(25:1(11Z)/27:1(11Z))	PGP(25:1(11Z)/27:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(25:1(11Z)/27:1(11Z)), in particular, consists of one 11Z-pentacosanoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C58H112O13P2	InChI=1S/C58H112O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-58(61)71-56(54-70-73(65,66)69-52-55(59)51-68-72(62,63)64)53-67-57(60)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2/h29-32,55-56,59H,3-28,33-54H2,1-2H3,(H,65,66)(H2,62,63,64)/b31-29-,32-30-/t55-,56+/m0/s1	FLKZAQJDNYDDPP-NTTFZHNQSA-N	1078.757818			MMDBc0046479
BASm0033269	PGP(25:1(11Z)/27:1(9Z))	PGP(25:1(11Z)/27:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(25:1(11Z)/27:1(9Z)), in particular, consists of one 11Z-pentacosanoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C58H112O13P2	InChI=1S/C58H112O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-58(61)71-56(54-70-73(65,66)69-52-55(59)51-68-72(62,63)64)53-67-57(60)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2/h29,31,34,36,55-56,59H,3-28,30,32-33,35,37-54H2,1-2H3,(H,65,66)(H2,62,63,64)/b31-29-,36-34-/t55-,56+/m0/s1	FOIIIJGAGPVXOC-IAAPJFBSSA-N	1078.757818			MMDBc0046480
BASm0033270	PGP(25:1(9Z)/25:1(11Z))	PGP(25:1(9Z)/25:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(25:1(9Z)/25:1(11Z)), in particular, consists of one 9Z-pentacosenoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C56H108O13P2	InChI=1S/C56H108O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-55(58)65-51-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)69-56(59)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h28,30-31,33,53-54,57H,3-27,29,32,34-52H2,1-2H3,(H,63,64)(H2,60,61,62)/b30-28-,33-31-/t53-,54+/m0/s1	NSLJZDRGGOMMIV-MYMLNVATSA-N	1050.726518			MMDBc0046481
BASm0033271	PGP(25:1(9Z)/25:1(9Z))	PGP(25:1(9Z)/25:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(25:1(9Z)/25:1(9Z)), in particular, consists of two 9Z-pentacosenoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C56H108O13P2	InChI=1S/C56H108O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-55(58)65-51-54(52-68-71(63,64)67-50-53(57)49-66-70(60,61)62)69-56(59)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h31-34,53-54,57H,3-30,35-52H2,1-2H3,(H,63,64)(H2,60,61,62)/b33-31-,34-32-/t53-,54+/m0/s1	ZIQJUILTZZBHPT-TYGLHZFNSA-N	1050.726518			MMDBc0046482
BASm0033272	PGP(25:1(9Z)/27:0)	PGP(25:1(9Z)/27:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(25:1(9Z)/27:0), in particular, consists of one 9Z-pentacosenoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C58H114O13P2	InChI=1S/C58H114O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-58(61)71-56(54-70-73(65,66)69-52-55(59)51-68-72(62,63)64)53-67-57(60)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2/h33,35,55-56,59H,3-32,34,36-54H2,1-2H3,(H,65,66)(H2,62,63,64)/b35-33-/t55-,56+/m0/s1	WELMUOAYDCZPRR-RPZXEXCYSA-N	1080.773468			MMDBc0046483
BASm0033273	PGP(25:1(9Z)/27:1(11Z))	PGP(25:1(9Z)/27:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(25:1(9Z)/27:1(11Z)), in particular, consists of one 9Z-pentacosenoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C58H112O13P2	InChI=1S/C58H112O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-58(61)71-56(54-70-73(65,66)69-52-55(59)51-68-72(62,63)64)53-67-57(60)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2/h30,32-33,35,55-56,59H,3-29,31,34,36-54H2,1-2H3,(H,65,66)(H2,62,63,64)/b32-30-,35-33-/t55-,56+/m0/s1	QLELLIKZWXXIPY-KLHLQXHYSA-N	1078.757818			MMDBc0046484
BASm0033274	PGP(25:1(9Z)/27:1(9Z))	PGP(25:1(9Z)/27:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(25:1(9Z)/27:1(9Z)), in particular, consists of one 9Z-pentacosenoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C58H112O13P2	InChI=1S/C58H112O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-58(61)71-56(54-70-73(65,66)69-52-55(59)51-68-72(62,63)64)53-67-57(60)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2/h33-36,55-56,59H,3-32,37-54H2,1-2H3,(H,65,66)(H2,62,63,64)/b35-33-,36-34-/t55-,56+/m0/s1	PCWNHEDIMPSCMB-CPAZKKPCSA-N	1078.757818			MMDBc0046485
BASm0033275	PGP(26:0/26:1(11Z))	PGP(26:0/26:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(26:0/26:1(11Z)), in particular, consists of one hexacosanoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C58H114O13P2	InChI=1S/C58H114O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-49-57(60)67-53-56(54-70-73(65,66)69-52-55(59)51-68-72(62,63)64)71-58(61)50-48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h28,30,55-56,59H,3-27,29,31-54H2,1-2H3,(H,65,66)(H2,62,63,64)/b30-28-/t55-,56+/m0/s1	PJRTYXDCWVEULP-BXATVIGXSA-N	1080.773468			MMDBc0046486
BASm0033276	PGP(26:0/26:1(9Z))	PGP(26:0/26:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(26:0/26:1(9Z)), in particular, consists of one hexacosanoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.		Solid	[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C59H116O13P2	InChI=1S/C59H116O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-49-51-59(62)72-57(55-71-74(66,67)70-53-56(60)52-69-73(63,64)65)54-68-58(61)50-48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33,35,56-57,60H,3-32,34,36-55H2,1-2H3,(H,66,67)(H2,63,64,65)/b35-33-/t56-,57+/m0/s1	RKNMEQNVNMFHPH-FPUNSTCGSA-N	1094.789118			MMDBc0046487
BASm0033277	PG(10:0/28:0)	PG(10:0/28:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0/28:0), in particular, consists of one decanoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C44H87O10P	InChI=1S/C44H87O10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-10-8-6-4-2/h41-42,45-46H,3-40H2,1-2H3,(H,49,50)/t41-,42+/m0/s1	PUYWMYPTHDKBCK-ACEXITHZSA-N	806.603686			MMDBc0046488
BASm0033278	PG(10:0/20:0)	PG(10:0/20:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0/20:0), in particular, consists of one decanoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C36H71O10P	InChI=1S/C36H71O10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-22-24-26-28-36(40)46-34(32-45-47(41,42)44-30-33(38)29-37)31-43-35(39)27-25-23-21-10-8-6-4-2/h33-34,37-38H,3-32H2,1-2H3,(H,41,42)/t33-,34+/m0/s1	QZWWAIMMOKVDCL-SZAHLOSFSA-N	694.4784855			MMDBc0046489
BASm0033279	PG(10:0/20:1(11Z))	PG(10:0/20:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0/20:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C36H69O10P	InChI=1S/C36H69O10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-22-24-26-28-36(40)46-34(32-45-47(41,42)44-30-33(38)29-37)31-43-35(39)27-25-23-21-10-8-6-4-2/h14-15,33-34,37-38H,3-13,16-32H2,1-2H3,(H,41,42)/b15-14-/t33-,34+/m0/s1	PIKZASJQOFCBKC-WRNFSJMRSA-N	692.4628354			MMDBc0046490
BASm0033280	PG(10:0/20:1(13Z))	PG(10:0/20:1(13Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0/20:1(13Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C36H69O10P	InChI=1S/C36H69O10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-22-24-26-28-36(40)46-34(32-45-47(41,42)44-30-33(38)29-37)31-43-35(39)27-25-23-21-10-8-6-4-2/h12-13,33-34,37-38H,3-11,14-32H2,1-2H3,(H,41,42)/b13-12-/t33-,34+/m0/s1	BAYSKIXUKJKAMQ-REUHNWMUSA-N	692.4628354			MMDBc0046491
BASm0033281	PG(10:0/22:0)	PG(10:0/22:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0/22:0), in particular, consists of one decanoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C38H75O10P	InChI=1S/C38H75O10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-24-26-28-30-38(42)48-36(34-47-49(43,44)46-32-35(40)31-39)33-45-37(41)29-27-25-23-10-8-6-4-2/h35-36,39-40H,3-34H2,1-2H3,(H,43,44)/t35-,36+/m0/s1	IXLBQEGFSGDJGF-MPQUPPDSSA-N	722.5097856			MMDBc0046492
BASm0033282	PG(10:0/22:1(11Z))	PG(10:0/22:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0/22:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C38H73O10P	InChI=1S/C38H73O10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-24-26-28-30-38(42)48-36(34-47-49(43,44)46-32-35(40)31-39)33-45-37(41)29-27-25-23-10-8-6-4-2/h16-17,35-36,39-40H,3-15,18-34H2,1-2H3,(H,43,44)/b17-16-/t35-,36+/m0/s1	SEUCPVQCHLKPLT-XONOHRBRSA-N	720.4941355			MMDBc0046493
BASm0033283	PG(10:0/22:1(9Z))	PG(10:0/22:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0/22:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C38H73O10P	InChI=1S/C38H73O10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-24-26-28-30-38(42)48-36(34-47-49(43,44)46-32-35(40)31-39)33-45-37(41)29-27-25-23-10-8-6-4-2/h18-19,35-36,39-40H,3-17,20-34H2,1-2H3,(H,43,44)/b19-18-/t35-,36+/m0/s1	ZUXSQSKNZKYVFQ-XFPRKSLZSA-N	720.4941355			MMDBc0046494
BASm0033284	PG(10:0/23:1(11Z))	PG(10:0/23:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0/23:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C39H75O10P	InChI=1S/C39H75O10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-39(43)49-37(35-48-50(44,45)47-33-36(41)32-40)34-46-38(42)30-28-26-24-10-8-6-4-2/h17-18,36-37,40-41H,3-16,19-35H2,1-2H3,(H,44,45)/b18-17-/t36-,37+/m0/s1	HZEOZNOSWNMLSL-FMECKOKGSA-N	734.5097856			MMDBc0046495
BASm0033285	PG(10:0/23:1(9Z))	PG(10:0/23:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0/23:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C39H75O10P	InChI=1S/C39H75O10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-39(43)49-37(35-48-50(44,45)47-33-36(41)32-40)34-46-38(42)30-28-26-24-10-8-6-4-2/h19-20,36-37,40-41H,3-18,21-35H2,1-2H3,(H,44,45)/b20-19-/t36-,37+/m0/s1	ARKRCZDXCKOKKJ-LBZNLGRWSA-N	734.5097856			MMDBc0046496
BASm0033286	PG(10:0/24:0)	PG(10:0/24:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0/24:0), in particular, consists of one decanoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C40H79O10P	InChI=1S/C40H79O10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-10-8-6-4-2/h37-38,41-42H,3-36H2,1-2H3,(H,45,46)/t37-,38+/m0/s1	MHMSBAHLAXFCQT-QPPIDDCLSA-N	750.5410857			MMDBc0046497
BASm0033287	PG(10:0/24:1(11Z))	PG(10:0/24:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0/24:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C40H77O10P	InChI=1S/C40H77O10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-10-8-6-4-2/h18-19,37-38,41-42H,3-17,20-36H2,1-2H3,(H,45,46)/b19-18-/t37-,38+/m0/s1	PJDXRJVSEJJUNX-GFZIUNDHSA-N	748.5254357			MMDBc0046498
BASm0033288	PG(10:0/24:1(9Z))	PG(10:0/24:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0/24:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C40H77O10P	InChI=1S/C40H77O10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-10-8-6-4-2/h20-21,37-38,41-42H,3-19,22-36H2,1-2H3,(H,45,46)/b21-20-/t37-,38+/m0/s1	SKPWPBGHJHCMKN-LHIBEXPHSA-N	748.5254357			MMDBc0046499
BASm0033289	PG(10:0/25:0)	PG(10:0/25:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0/25:0), in particular, consists of one decanoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C41H81O10P	InChI=1S/C41H81O10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-41(45)51-39(37-50-52(46,47)49-35-38(43)34-42)36-48-40(44)32-30-28-26-10-8-6-4-2/h38-39,42-43H,3-37H2,1-2H3,(H,46,47)/t38-,39+/m0/s1	HOOCBGMRESCWSH-ZESVVUHVSA-N	764.5567358			MMDBc0046500
BASm0033290	PG(10:0/25:1(11Z))	PG(10:0/25:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0/25:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C41H79O10P	InChI=1S/C41H79O10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-41(45)51-39(37-50-52(46,47)49-35-38(43)34-42)36-48-40(44)32-30-28-26-10-8-6-4-2/h19-20,38-39,42-43H,3-18,21-37H2,1-2H3,(H,46,47)/b20-19-/t38-,39+/m0/s1	OFIQORHUYQILFN-UWJHZTDJSA-N	762.5410857			MMDBc0046501
BASm0033291	PG(10:0/25:1(9Z))	PG(10:0/25:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0/25:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C41H79O10P	InChI=1S/C41H79O10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-41(45)51-39(37-50-52(46,47)49-35-38(43)34-42)36-48-40(44)32-30-28-26-10-8-6-4-2/h21-22,38-39,42-43H,3-20,23-37H2,1-2H3,(H,46,47)/b22-21-/t38-,39+/m0/s1	NAPUXRRDZILNJE-BLJTYDSNSA-N	762.5410857			MMDBc0046502
BASm0033292	PG(10:0/26:0)	PG(10:0/26:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0/26:0), in particular, consists of one decanoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C42H83O10P	InChI=1S/C42H83O10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-42(46)52-40(38-51-53(47,48)50-36-39(44)35-43)37-49-41(45)33-31-29-27-10-8-6-4-2/h39-40,43-44H,3-38H2,1-2H3,(H,47,48)/t39-,40+/m0/s1	XVHJBSLYKLBIER-IOLBBIBUSA-N	778.5723859			MMDBc0046503
BASm0033293	PG(10:0/26:1(11Z))	PG(10:0/26:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0/26:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C42H81O10P	InChI=1S/C42H81O10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-42(46)52-40(38-51-53(47,48)50-36-39(44)35-43)37-49-41(45)33-31-29-27-10-8-6-4-2/h19-20,39-40,43-44H,3-18,21-38H2,1-2H3,(H,47,48)/b20-19-/t39-,40+/m0/s1	AIINBCOMMBACMM-YLYHLXCMSA-N	776.5567358			MMDBc0046504
BASm0033294	PG(10:0/26:1(9Z))	PG(10:0/26:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0/26:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C43H83O10P	InChI=1S/C43H83O10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-43(47)53-41(39-52-54(48,49)51-37-40(45)36-44)38-50-42(46)34-32-30-28-10-8-6-4-2/h22-23,40-41,44-45H,3-21,24-39H2,1-2H3,(H,48,49)/b23-22-/t40-,41+/m0/s1	NTZXUISGCYGYCZ-VYCATCHKSA-N	790.5723859			MMDBc0046505
BASm0033295	PG(10:0/30:0)	PG(10:0/30:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0/30:0), in particular, consists of one decanoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C46H91O10P	InChI=1S/C46H91O10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-10-8-6-4-2/h43-44,47-48H,3-42H2,1-2H3,(H,51,52)/t43-,44+/m0/s1	FURAFRVXWSRGLR-JCGOJSMZSA-N	834.6349861			MMDBc0046506
BASm0033296	PG(12:0/18:1(11Z))	PG(12:0/18:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0/18:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C36H69O10P	InChI=1S/C36H69O10P/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-36(40)46-34(32-45-47(41,42)44-30-33(38)29-37)31-43-35(39)27-25-23-21-19-12-10-8-6-4-2/h13-14,33-34,37-38H,3-12,15-32H2,1-2H3,(H,41,42)/b14-13-/t33-,34+/m0/s1	PPAMTKCQEIEMPL-PVYVHHQGSA-N	692.4628354			MMDBc0046507
BASm0033297	PG(12:0/20:0)	PG(12:0/20:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0/20:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C38H75O10P	InChI=1S/C38H75O10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28-30-38(42)48-36(34-47-49(43,44)46-32-35(40)31-39)33-45-37(41)29-27-25-23-21-12-10-8-6-4-2/h35-36,39-40H,3-34H2,1-2H3,(H,43,44)/t35-,36+/m0/s1	XGIRCYXBGOWWNV-MPQUPPDSSA-N	722.5097856			MMDBc0046508
BASm0033298	PG(12:0/20:1(11Z))	PG(12:0/20:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0/20:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C38H73O10P	InChI=1S/C38H73O10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28-30-38(42)48-36(34-47-49(43,44)46-32-35(40)31-39)33-45-37(41)29-27-25-23-21-12-10-8-6-4-2/h15-16,35-36,39-40H,3-14,17-34H2,1-2H3,(H,43,44)/b16-15-/t35-,36+/m0/s1	VZQSNWLCZJBTHV-XZPRYJARSA-N	720.4941355			MMDBc0046509
BASm0033299	PG(12:0/20:1(13Z))	PG(12:0/20:1(13Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0/20:1(13Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C38H73O10P	InChI=1S/C38H73O10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28-30-38(42)48-36(34-47-49(43,44)46-32-35(40)31-39)33-45-37(41)29-27-25-23-21-12-10-8-6-4-2/h13-14,35-36,39-40H,3-12,15-34H2,1-2H3,(H,43,44)/b14-13-/t35-,36+/m0/s1	HOYKRLGIBXRRHL-GOYNUWLKSA-N	720.4941355			MMDBc0046510
BASm0033300	PG(12:0/22:0)	PG(12:0/22:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0/22:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C40H79O10P	InChI=1S/C40H79O10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-12-10-8-6-4-2/h37-38,41-42H,3-36H2,1-2H3,(H,45,46)/t37-,38+/m0/s1	SPFRLTWPPAORML-QPPIDDCLSA-N	750.5410857			MMDBc0046511
BASm0033301	PG(12:0/22:1(11Z))	PG(12:0/22:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0/22:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C40H77O10P	InChI=1S/C40H77O10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-12-10-8-6-4-2/h17-18,37-38,41-42H,3-16,19-36H2,1-2H3,(H,45,46)/b18-17-/t37-,38+/m0/s1	IKESVRIFYPBHCG-HGWHEPCSSA-N	748.5254357			MMDBc0046512
BASm0033302	PG(12:0/22:1(9Z))	PG(12:0/22:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0/22:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C40H77O10P	InChI=1S/C40H77O10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-12-10-8-6-4-2/h19-20,37-38,41-42H,3-18,21-36H2,1-2H3,(H,45,46)/b20-19-/t37-,38+/m0/s1	LGUZHPCOOKDPRT-GRNQRAIESA-N	748.5254357			MMDBc0046513
BASm0033303	PG(12:0/23:1(11Z))	PG(12:0/23:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0/23:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C41H79O10P	InChI=1S/C41H79O10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-33-41(45)51-39(37-50-52(46,47)49-35-38(43)34-42)36-48-40(44)32-30-28-26-24-12-10-8-6-4-2/h18-19,38-39,42-43H,3-17,20-37H2,1-2H3,(H,46,47)/b19-18-/t38-,39+/m0/s1	XOLFVZNNZFTZQW-GQXGIJAMSA-N	762.5410857			MMDBc0046514
BASm0033304	PG(12:0/23:1(9Z))	PG(12:0/23:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0/23:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C41H79O10P	InChI=1S/C41H79O10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-33-41(45)51-39(37-50-52(46,47)49-35-38(43)34-42)36-48-40(44)32-30-28-26-24-12-10-8-6-4-2/h20-21,38-39,42-43H,3-19,22-37H2,1-2H3,(H,46,47)/b21-20-/t38-,39+/m0/s1	GYFYNSANJCLRIA-JUBQLIOKSA-N	762.5410857			MMDBc0046515
BASm0033305	PG(12:0/24:0)	PG(12:0/24:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0/24:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C42H83O10P	InChI=1S/C42H83O10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-42(46)52-40(38-51-53(47,48)50-36-39(44)35-43)37-49-41(45)33-31-29-27-25-12-10-8-6-4-2/h39-40,43-44H,3-38H2,1-2H3,(H,47,48)/t39-,40+/m0/s1	TUXVVVBIDIUMQE-IOLBBIBUSA-N	778.5723859			MMDBc0046516
BASm0033306	PG(12:0/24:1(11Z))	PG(12:0/24:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0/24:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C42H81O10P	InChI=1S/C42H81O10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-42(46)52-40(38-51-53(47,48)50-36-39(44)35-43)37-49-41(45)33-31-29-27-25-12-10-8-6-4-2/h19-20,39-40,43-44H,3-18,21-38H2,1-2H3,(H,47,48)/b20-19-/t39-,40+/m0/s1	HPCWPYQEQAJOFW-YLYHLXCMSA-N	776.5567358			MMDBc0046517
BASm0033307	PG(12:0/24:1(9Z))	PG(12:0/24:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0/24:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C42H81O10P	InChI=1S/C42H81O10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-42(46)52-40(38-51-53(47,48)50-36-39(44)35-43)37-49-41(45)33-31-29-27-25-12-10-8-6-4-2/h21-22,39-40,43-44H,3-20,23-38H2,1-2H3,(H,47,48)/b22-21-/t39-,40+/m0/s1	LEBQSTWMFKFWJM-WNONRILXSA-N	776.5567358			MMDBc0046518
BASm0033308	PG(12:0/26:0)	PG(12:0/26:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0/26:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C44H87O10P	InChI=1S/C44H87O10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-12-10-8-6-4-2/h41-42,45-46H,3-40H2,1-2H3,(H,49,50)/t41-,42+/m0/s1	NBKFWVBQYSEHDX-ACEXITHZSA-N	806.603686			MMDBc0046519
BASm0033309	PG(12:0/26:1(11Z))	PG(12:0/26:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0/26:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C44H85O10P	InChI=1S/C44H85O10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-12-10-8-6-4-2/h20-21,41-42,45-46H,3-19,22-40H2,1-2H3,(H,49,50)/b21-20-/t41-,42+/m0/s1	AOWNNSKLBFYHHN-NYQIJGKYSA-N	804.5880359			MMDBc0046520
BASm0033310	PG(12:0/26:1(9Z))	PG(12:0/26:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0/26:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C45H87O10P	InChI=1S/C45H87O10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-45(49)55-43(41-54-56(50,51)53-39-42(47)38-46)40-52-44(48)36-34-32-30-28-12-10-8-6-4-2/h23-24,42-43,46-47H,3-22,25-41H2,1-2H3,(H,50,51)/b24-23-/t42-,43+/m0/s1	TZOXYAASZBIPSE-CIUPIQRKSA-N	818.603686			MMDBc0046521
BASm0033311	PG(12:0/28:0)	PG(12:0/28:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0/28:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C46H91O10P	InChI=1S/C46H91O10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-12-10-8-6-4-2/h43-44,47-48H,3-42H2,1-2H3,(H,51,52)/t43-,44+/m0/s1	CAYQWKWGAMMZAH-JCGOJSMZSA-N	834.6349861			MMDBc0046522
BASm0033312	PG(12:0/28:1(11Z))	PG(12:0/28:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0/28:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C46H89O10P	InChI=1S/C46H89O10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-12-10-8-6-4-2/h22-23,43-44,47-48H,3-21,24-42H2,1-2H3,(H,51,52)/b23-22-/t43-,44+/m0/s1	BDQZXJNZHXFEMC-QTEALCMPSA-N	832.6193361			MMDBc0046523
BASm0033313	PG(12:0/28:1(9Z))	PG(12:0/28:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0/28:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C46H89O10P	InChI=1S/C46H89O10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-12-10-8-6-4-2/h24-25,43-44,47-48H,3-23,26-42H2,1-2H3,(H,51,52)/b25-24-/t43-,44+/m0/s1	ZBJYZBPTJHHPQR-XXTCOTIQSA-N	832.6193361			MMDBc0046524
BASm0033314	PG(12:0/30:0)	PG(12:0/30:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0/30:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C48H95O10P	InChI=1S/C48H95O10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-12-10-8-6-4-2/h45-46,49-50H,3-44H2,1-2H3,(H,53,54)/t45-,46+/m0/s1	QCYSOONAYCBVHB-CRCOQUFZSA-N	862.6662863			MMDBc0046525
BASm0033315	PG(14:0/15:0)	PG(14:0/15:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/15:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C35H69O10P	InChI=1S/C35H69O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(39)45-33(31-44-46(40,41)43-29-32(37)28-36)30-42-34(38)26-24-22-20-18-16-14-12-10-8-6-4-2/h32-33,36-37H,3-31H2,1-2H3,(H,40,41)/t32-,33+/m0/s1	GQSWZDXAZVYNPQ-JHOUSYSJSA-N	680.4628354			MMDBc0046526
BASm0033316	PG(14:0/16:1(11Z))	PG(14:0/16:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/16:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C36H69O10P	InChI=1S/C36H69O10P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-36(40)46-34(32-45-47(41,42)44-30-33(38)29-37)31-43-35(39)27-25-23-21-19-17-14-12-10-8-6-4-2/h9,11,33-34,37-38H,3-8,10,12-32H2,1-2H3,(H,41,42)/b11-9-/t33-,34+/m0/s1	ASFKKLJHSCLWRZ-DUBLSGDASA-N	692.4628354			MMDBc0046527
BASm0033317	PG(14:0/20:0)	PG(14:0/20:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/20:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C40H79O10P	InChI=1S/C40H79O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-21-14-12-10-8-6-4-2/h37-38,41-42H,3-36H2,1-2H3,(H,45,46)/t37-,38+/m0/s1	RHKLEUQCQMMTHF-QPPIDDCLSA-N	750.5410857			MMDBc0046528
BASm0033318	PG(14:0/20:1(11Z))	PG(14:0/20:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/20:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C40H77O10P	InChI=1S/C40H77O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-21-14-12-10-8-6-4-2/h16-17,37-38,41-42H,3-15,18-36H2,1-2H3,(H,45,46)/b17-16-/t37-,38+/m0/s1	GPVIMJWVJZCTOV-MZANBATFSA-N	748.5254357			MMDBc0046529
BASm0033319	PG(14:0/20:1(13Z))	PG(14:0/20:1(13Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/20:1(13Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C40H77O10P	InChI=1S/C40H77O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-21-14-12-10-8-6-4-2/h13,15,37-38,41-42H,3-12,14,16-36H2,1-2H3,(H,45,46)/b15-13-/t37-,38+/m0/s1	HNIFTTBECQYSIK-GPJPVTGXSA-N	748.5254357			MMDBc0046530
BASm0033320	PG(14:0/22:0)	PG(14:0/22:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/22:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C42H83O10P	InChI=1S/C42H83O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-42(46)52-40(38-51-53(47,48)50-36-39(44)35-43)37-49-41(45)33-31-29-27-25-23-14-12-10-8-6-4-2/h39-40,43-44H,3-38H2,1-2H3,(H,47,48)/t39-,40+/m0/s1	DEELMJVHNHKHJJ-IOLBBIBUSA-N	778.5723859			MMDBc0046531
BASm0033321	PG(14:0/22:1(11Z))	PG(14:0/22:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/22:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C42H81O10P	InChI=1S/C42H81O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-42(46)52-40(38-51-53(47,48)50-36-39(44)35-43)37-49-41(45)33-31-29-27-25-23-14-12-10-8-6-4-2/h18-19,39-40,43-44H,3-17,20-38H2,1-2H3,(H,47,48)/b19-18-/t39-,40+/m0/s1	ZJTHUIJWDSSDOK-WVKSVTGJSA-N	776.5567358			MMDBc0046532
BASm0033322	PG(14:0/22:1(9Z))	PG(14:0/22:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/22:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C42H81O10P	InChI=1S/C42H81O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-42(46)52-40(38-51-53(47,48)50-36-39(44)35-43)37-49-41(45)33-31-29-27-25-23-14-12-10-8-6-4-2/h20-21,39-40,43-44H,3-19,22-38H2,1-2H3,(H,47,48)/b21-20-/t39-,40+/m0/s1	GRDRQFIEUBVXMD-RVPJYPCXSA-N	776.5567358			MMDBc0046533
BASm0033323	PG(14:0/24:0)	PG(14:0/24:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/24:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C44H87O10P	InChI=1S/C44H87O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-14-12-10-8-6-4-2/h41-42,45-46H,3-40H2,1-2H3,(H,49,50)/t41-,42+/m0/s1	PHHHYKFINLYNCB-ACEXITHZSA-N	806.603686			MMDBc0046534
BASm0033324	PG(14:0/24:1(11Z))	PG(14:0/24:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/24:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C44H85O10P	InChI=1S/C44H85O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-14-12-10-8-6-4-2/h20-21,41-42,45-46H,3-19,22-40H2,1-2H3,(H,49,50)/b21-20-/t41-,42+/m0/s1	QROGGMZVDYIZEU-NYQIJGKYSA-N	804.5880359			MMDBc0046535
BASm0033325	PG(14:0/24:1(9Z))	PG(14:0/24:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/24:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C44H85O10P	InChI=1S/C44H85O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-14-12-10-8-6-4-2/h22-23,41-42,45-46H,3-21,24-40H2,1-2H3,(H,49,50)/b23-22-/t41-,42+/m0/s1	RRZQOFVPWOORES-GCHTUNBASA-N	804.5880359			MMDBc0046536
BASm0033326	PG(14:0/26:0)	PG(14:0/26:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/26:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C46H91O10P	InChI=1S/C46H91O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-14-12-10-8-6-4-2/h43-44,47-48H,3-42H2,1-2H3,(H,51,52)/t43-,44+/m0/s1	YNJFQPQYHDANKU-JCGOJSMZSA-N	834.6349861			MMDBc0046537
BASm0033327	PG(14:0/26:1(11Z))	PG(14:0/26:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/26:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C46H89O10P	InChI=1S/C46H89O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-14-12-10-8-6-4-2/h21-22,43-44,47-48H,3-20,23-42H2,1-2H3,(H,51,52)/b22-21-/t43-,44+/m0/s1	OHWTTYVRRKJKRM-NNXZWGAYSA-N	832.6193361			MMDBc0046538
BASm0033328	PG(14:0/26:1(9Z))	PG(14:0/26:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/26:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C47H91O10P	InChI=1S/C47H91O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-47(51)57-45(43-56-58(52,53)55-41-44(49)40-48)42-54-46(50)38-36-34-32-30-28-14-12-10-8-6-4-2/h24-25,44-45,48-49H,3-23,26-43H2,1-2H3,(H,52,53)/b25-24-/t44-,45+/m0/s1	IRZSBIRAFDDUIR-NFALVZPNSA-N	846.6349861			MMDBc0046539
BASm0033329	PG(14:0/28:0)	PG(14:0/28:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/28:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C48H95O10P	InChI=1S/C48H95O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-14-12-10-8-6-4-2/h45-46,49-50H,3-44H2,1-2H3,(H,53,54)/t45-,46+/m0/s1	NXEQZCIAKCIIPN-CRCOQUFZSA-N	862.6662863			MMDBc0046540
BASm0033330	PG(14:0/28:1(11Z))	PG(14:0/28:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/28:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C48H93O10P	InChI=1S/C48H93O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-14-12-10-8-6-4-2/h23-24,45-46,49-50H,3-22,25-44H2,1-2H3,(H,53,54)/b24-23-/t45-,46+/m0/s1	JFNBAZVCBGBSBR-LYRKGGFGSA-N	860.6506362			MMDBc0046541
BASm0033331	PG(14:0/28:1(9Z))	PG(14:0/28:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/28:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C48H93O10P	InChI=1S/C48H93O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-14-12-10-8-6-4-2/h25-26,45-46,49-50H,3-24,27-44H2,1-2H3,(H,53,54)/b26-25-/t45-,46+/m0/s1	OVHNTRQZYJELNN-MHWWKZKYSA-N	860.6506362			MMDBc0046542
BASm0033332	PG(14:0/30:0)	PG(14:0/30:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/30:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C50H99O10P	InChI=1S/C50H99O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-14-12-10-8-6-4-2/h47-48,51-52H,3-46H2,1-2H3,(H,55,56)/t47-,48+/m0/s1	MRQOAJHJCQCATP-JYHRMSDVSA-N	890.6975864			MMDBc0046543
BASm0033333	PG(14:1(11Z)/16:0)	PG(14:1(11Z)/16:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(11Z)/16:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC	C36H69O10P	InChI=1S/C36H69O10P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-36(40)46-34(32-45-47(41,42)44-30-33(38)29-37)31-43-35(39)27-25-23-21-19-17-14-12-10-8-6-4-2/h6,8,33-34,37-38H,3-5,7,9-32H2,1-2H3,(H,41,42)/b8-6-/t33-,34+/m0/s1	VVEQYRADOPHZSQ-QACKQQOISA-N	692.4628354			MMDBc0046544
BASm0033334	PG(14:1(11Z)/16:1(11Z))	PG(14:1(11Z)/16:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(11Z)/16:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC	C36H67O10P	InChI=1S/C36H67O10P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-36(40)46-34(32-45-47(41,42)44-30-33(38)29-37)31-43-35(39)27-25-23-21-19-17-14-12-10-8-6-4-2/h6,8-9,11,33-34,37-38H,3-5,7,10,12-32H2,1-2H3,(H,41,42)/b8-6-,11-9-/t33-,34+/m0/s1	JJXQRJUFVRTRIE-WNDRBOOFSA-N	690.4471854			MMDBc0046545
BASm0033335	PG(14:1(11Z)/16:1(9Z))	PG(14:1(11Z)/16:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC	C36H67O10P	InChI=1S/C36H67O10P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-36(40)46-34(32-45-47(41,42)44-30-33(38)29-37)31-43-35(39)27-25-23-21-19-17-14-12-10-8-6-4-2/h6,8,13,15,33-34,37-38H,3-5,7,9-12,14,16-32H2,1-2H3,(H,41,42)/b8-6-,15-13-/t33-,34+/m0/s1	BJIMIVUAKVTGOU-GBWVQEKFSA-N	690.4471854			MMDBc0046546
BASm0033336	PG(14:1(11Z)/18:0)	PG(14:1(11Z)/18:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(11Z)/18:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC	C38H73O10P	InChI=1S/C38H73O10P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-38(42)48-36(34-47-49(43,44)46-32-35(40)31-39)33-45-37(41)29-27-25-23-21-19-14-12-10-8-6-4-2/h6,8,35-36,39-40H,3-5,7,9-34H2,1-2H3,(H,43,44)/b8-6-/t35-,36+/m0/s1	DXVHZUYIPRQXQV-PVBLAOQRSA-N	720.4941355			MMDBc0046547
BASm0033337	PG(14:1(11Z)/18:1(11Z))	PG(14:1(11Z)/18:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(11Z)/18:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C38H71O10P	InChI=1S/C38H71O10P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-38(42)48-36(34-47-49(43,44)46-32-35(40)31-39)33-45-37(41)29-27-25-23-21-19-14-12-10-8-6-4-2/h6,8,13,15,35-36,39-40H,3-5,7,9-12,14,16-34H2,1-2H3,(H,43,44)/b8-6-,15-13-/t35-,36+/m0/s1	FNOOTANDDIDSMA-VZVPBWQXSA-N	718.4784855			MMDBc0046548
BASm0033338	PG(14:1(11Z)/18:1(9Z))	PG(14:1(11Z)/18:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C38H71O10P	InChI=1S/C38H71O10P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-38(42)48-36(34-47-49(43,44)46-32-35(40)31-39)33-45-37(41)29-27-25-23-21-19-14-12-10-8-6-4-2/h6,8,16-17,35-36,39-40H,3-5,7,9-15,18-34H2,1-2H3,(H,43,44)/b8-6-,17-16-/t35-,36+/m0/s1	CFBWSFIBJJBQCA-WKPQWOHKSA-N	718.4784855			MMDBc0046549
BASm0033339	PG(14:1(11Z)/20:0)	PG(14:1(11Z)/20:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(11Z)/20:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCC	C40H77O10P	InChI=1S/C40H77O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-21-14-12-10-8-6-4-2/h6,8,37-38,41-42H,3-5,7,9-36H2,1-2H3,(H,45,46)/b8-6-/t37-,38+/m0/s1	QLVGXROLYGGBNM-OCKKZYCISA-N	748.5254357			MMDBc0046550
BASm0033340	PG(14:1(11Z)/20:1(11Z))	PG(14:1(11Z)/20:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C40H75O10P	InChI=1S/C40H75O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-21-14-12-10-8-6-4-2/h6,8,16-17,37-38,41-42H,3-5,7,9-15,18-36H2,1-2H3,(H,45,46)/b8-6-,17-16-/t37-,38+/m0/s1	PNKOCEFEPHLEOQ-KCGFRXIKSA-N	746.5097856			MMDBc0046551
BASm0033341	PG(14:1(11Z)/20:1(13Z))	PG(14:1(11Z)/20:1(13Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C40H75O10P	InChI=1S/C40H75O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-21-14-12-10-8-6-4-2/h6,8,13,15,37-38,41-42H,3-5,7,9-12,14,16-36H2,1-2H3,(H,45,46)/b8-6-,15-13-/t37-,38+/m0/s1	HCDCCDFGAATSDP-BIARWYACSA-N	746.5097856			MMDBc0046552
BASm0033342	PG(14:1(11Z)/22:0)	PG(14:1(11Z)/22:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(11Z)/22:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C42H81O10P	InChI=1S/C42H81O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-42(46)52-40(38-51-53(47,48)50-36-39(44)35-43)37-49-41(45)33-31-29-27-25-23-14-12-10-8-6-4-2/h6,8,39-40,43-44H,3-5,7,9-38H2,1-2H3,(H,47,48)/b8-6-/t39-,40+/m0/s1	FNIVKCHPJNUAFD-ZDVKYXFDSA-N	776.5567358			MMDBc0046553
BASm0033343	PG(14:1(11Z)/22:1(11Z))	PG(14:1(11Z)/22:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(11Z)/22:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C42H79O10P	InChI=1S/C42H79O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-42(46)52-40(38-51-53(47,48)50-36-39(44)35-43)37-49-41(45)33-31-29-27-25-23-14-12-10-8-6-4-2/h6,8,18-19,39-40,43-44H,3-5,7,9-17,20-38H2,1-2H3,(H,47,48)/b8-6-,19-18-/t39-,40+/m0/s1	SVKZLTOAKZTYOK-LQGWNDHBSA-N	774.5410857			MMDBc0046554
BASm0033344	PG(14:1(11Z)/22:1(9Z))	PG(14:1(11Z)/22:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(11Z)/22:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C42H79O10P	InChI=1S/C42H79O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-42(46)52-40(38-51-53(47,48)50-36-39(44)35-43)37-49-41(45)33-31-29-27-25-23-14-12-10-8-6-4-2/h6,8,20-21,39-40,43-44H,3-5,7,9-19,22-38H2,1-2H3,(H,47,48)/b8-6-,21-20-/t39-,40+/m0/s1	LWAHRZSXMVZDAE-APHFSFPMSA-N	774.5410857			MMDBc0046555
BASm0033345	PG(14:1(11Z)/24:0)	PG(14:1(11Z)/24:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(11Z)/24:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C44H85O10P	InChI=1S/C44H85O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-14-12-10-8-6-4-2/h6,8,41-42,45-46H,3-5,7,9-40H2,1-2H3,(H,49,50)/b8-6-/t41-,42+/m0/s1	HZKLVQPCKWPDJE-NEPXQBCGSA-N	804.5880359			MMDBc0046556
BASm0033346	PG(14:1(11Z)/24:1(11Z))	PG(14:1(11Z)/24:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(11Z)/24:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C44H83O10P	InChI=1S/C44H83O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-14-12-10-8-6-4-2/h6,8,20-21,41-42,45-46H,3-5,7,9-19,22-40H2,1-2H3,(H,49,50)/b8-6-,21-20-/t41-,42+/m0/s1	BNDVUMLKTLYNCB-DJYCQGKXSA-N	802.5723859			MMDBc0046557
BASm0033347	PG(14:1(11Z)/24:1(9Z))	PG(14:1(11Z)/24:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C44H83O10P	InChI=1S/C44H83O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-14-12-10-8-6-4-2/h6,8,22-23,41-42,45-46H,3-5,7,9-21,24-40H2,1-2H3,(H,49,50)/b8-6-,23-22-/t41-,42+/m0/s1	DCXFVFBWOZZYLA-RHEGNBNUSA-N	802.5723859			MMDBc0046558
BASm0033348	PG(14:1(11Z)/26:0)	PG(14:1(11Z)/26:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(11Z)/26:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C46H89O10P	InChI=1S/C46H89O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-14-12-10-8-6-4-2/h6,8,43-44,47-48H,3-5,7,9-42H2,1-2H3,(H,51,52)/b8-6-/t43-,44+/m0/s1	VHRAZESGJAMABW-LYUMVVRLSA-N	832.6193361			MMDBc0046559
BASm0033349	PG(14:1(11Z)/26:1(11Z))	PG(14:1(11Z)/26:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(11Z)/26:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C46H87O10P	InChI=1S/C46H87O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-14-12-10-8-6-4-2/h6,8,21-22,43-44,47-48H,3-5,7,9-20,23-42H2,1-2H3,(H,51,52)/b8-6-,22-21-/t43-,44+/m0/s1	RHQSZJGDWQIQEV-DYDOPQIUSA-N	830.603686			MMDBc0046560
BASm0033350	PG(14:1(11Z)/26:1(9Z))	PG(14:1(11Z)/26:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(11Z)/26:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C47H89O10P	InChI=1S/C47H89O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-47(51)57-45(43-56-58(52,53)55-41-44(49)40-48)42-54-46(50)38-36-34-32-30-28-14-12-10-8-6-4-2/h6,8,24-25,44-45,48-49H,3-5,7,9-23,26-43H2,1-2H3,(H,52,53)/b8-6-,25-24-/t44-,45+/m0/s1	BXMVVXMEEAKUTE-KVZPAQMGSA-N	844.6193361			MMDBc0046561
BASm0033351	PG(14:1(11Z)/28:0)	PG(14:1(11Z)/28:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(11Z)/28:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C48H93O10P	InChI=1S/C48H93O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-14-12-10-8-6-4-2/h6,8,45-46,49-50H,3-5,7,9-44H2,1-2H3,(H,53,54)/b8-6-/t45-,46+/m0/s1	PVXOGSWYKLHAET-CIRFVJAQSA-N	860.6506362			MMDBc0046562
BASm0033352	PG(14:1(11Z)/28:1(11Z))	PG(14:1(11Z)/28:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(11Z)/28:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C48H91O10P	InChI=1S/C48H91O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-14-12-10-8-6-4-2/h6,8,23-24,45-46,49-50H,3-5,7,9-22,25-44H2,1-2H3,(H,53,54)/b8-6-,24-23-/t45-,46+/m0/s1	CYVYWGOWJIQIKG-JDTLPSGWSA-N	858.6349861			MMDBc0046563
BASm0033353	PG(14:1(11Z)/28:1(9Z))	PG(14:1(11Z)/28:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(11Z)/28:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C48H91O10P	InChI=1S/C48H91O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-14-12-10-8-6-4-2/h6,8,25-26,45-46,49-50H,3-5,7,9-24,27-44H2,1-2H3,(H,53,54)/b8-6-,26-25-/t45-,46+/m0/s1	VZEKQPJZEWHAPR-JAEAMBKRSA-N	858.6349861			MMDBc0046564
BASm0033354	PG(14:1(11Z)/30:0)	PG(14:1(11Z)/30:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(11Z)/30:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C50H97O10P	InChI=1S/C50H97O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-14-12-10-8-6-4-2/h6,8,47-48,51-52H,3-5,7,9-46H2,1-2H3,(H,55,56)/b8-6-/t47-,48+/m0/s1	SXCOEKKHXJMREN-OUNWFJJZSA-N	888.6819363			MMDBc0046565
BASm0033355	PG(14:1(9Z)/16:0)	PG(14:1(9Z)/16:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(9Z)/16:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C36H69O10P	InChI=1S/C36H69O10P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-36(40)46-34(32-45-47(41,42)44-30-33(38)29-37)31-43-35(39)27-25-23-21-19-17-14-12-10-8-6-4-2/h10,12,33-34,37-38H,3-9,11,13-32H2,1-2H3,(H,41,42)/b12-10-/t33-,34+/m0/s1	YHFQYVREPLFTRM-HRACJRRMSA-N	692.4628354			MMDBc0046566
BASm0033356	PG(14:1(9Z)/16:1(11Z))	PG(14:1(9Z)/16:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C36H67O10P	InChI=1S/C36H67O10P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-36(40)46-34(32-45-47(41,42)44-30-33(38)29-37)31-43-35(39)27-25-23-21-19-17-14-12-10-8-6-4-2/h9-12,33-34,37-38H,3-8,13-32H2,1-2H3,(H,41,42)/b11-9-,12-10-/t33-,34+/m0/s1	RJZIBTHEVDNZAU-AKUVJSLYSA-N	690.4471854			MMDBc0046567
BASm0033357	PG(14:1(9Z)/16:1(9Z))	PG(14:1(9Z)/16:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(9Z)/16:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C36H67O10P	InChI=1S/C36H67O10P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-36(40)46-34(32-45-47(41,42)44-30-33(38)29-37)31-43-35(39)27-25-23-21-19-17-14-12-10-8-6-4-2/h10,12-13,15,33-34,37-38H,3-9,11,14,16-32H2,1-2H3,(H,41,42)/b12-10-,15-13-/t33-,34+/m0/s1	SYJSXEKJSHYZJU-FKGBCGSASA-N	690.4471854			MMDBc0046568
BASm0033358	PG(14:1(9Z)/18:0)	PG(14:1(9Z)/18:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(9Z)/18:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C38H73O10P	InChI=1S/C38H73O10P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-38(42)48-36(34-47-49(43,44)46-32-35(40)31-39)33-45-37(41)29-27-25-23-21-19-14-12-10-8-6-4-2/h10,12,35-36,39-40H,3-9,11,13-34H2,1-2H3,(H,43,44)/b12-10-/t35-,36+/m0/s1	DREFFUXFZAQCCN-PTINEBJGSA-N	720.4941355			MMDBc0046569
BASm0033359	PG(14:1(9Z)/18:1(11Z))	PG(14:1(9Z)/18:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C38H71O10P	InChI=1S/C38H71O10P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-38(42)48-36(34-47-49(43,44)46-32-35(40)31-39)33-45-37(41)29-27-25-23-21-19-14-12-10-8-6-4-2/h10,12-13,15,35-36,39-40H,3-9,11,14,16-34H2,1-2H3,(H,43,44)/b12-10-,15-13-/t35-,36+/m0/s1	OHWYLCYLQDDMOH-SENLQETESA-N	718.4784855			MMDBc0046570
BASm0033360	PG(14:1(9Z)/18:1(9Z))	PG(14:1(9Z)/18:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C38H71O10P	InChI=1S/C38H71O10P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-38(42)48-36(34-47-49(43,44)46-32-35(40)31-39)33-45-37(41)29-27-25-23-21-19-14-12-10-8-6-4-2/h10,12,16-17,35-36,39-40H,3-9,11,13-15,18-34H2,1-2H3,(H,43,44)/b12-10-,17-16-/t35-,36+/m0/s1	NODVTCMRKBHAQR-AGMUOFSNSA-N	718.4784855			MMDBc0046571
BASm0033361	PG(14:1(9Z)/20:0)	PG(14:1(9Z)/20:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(9Z)/20:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C40H77O10P	InChI=1S/C40H77O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-21-14-12-10-8-6-4-2/h10,12,37-38,41-42H,3-9,11,13-36H2,1-2H3,(H,45,46)/b12-10-/t37-,38+/m0/s1	PXVCLRSPFRAZQR-DETHTZBZSA-N	748.5254357			MMDBc0046572
BASm0033362	PG(14:1(9Z)/20:1(11Z))	PG(14:1(9Z)/20:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C40H75O10P	InChI=1S/C40H75O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-21-14-12-10-8-6-4-2/h10,12,16-17,37-38,41-42H,3-9,11,13-15,18-36H2,1-2H3,(H,45,46)/b12-10-,17-16-/t37-,38+/m0/s1	YVEGOBJFJXCIIY-MIBJEXJCSA-N	746.5097856			MMDBc0046573
BASm0033363	PG(14:1(9Z)/20:1(13Z))	PG(14:1(9Z)/20:1(13Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C40H75O10P	InChI=1S/C40H75O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-21-14-12-10-8-6-4-2/h10,12-13,15,37-38,41-42H,3-9,11,14,16-36H2,1-2H3,(H,45,46)/b12-10-,15-13-/t37-,38+/m0/s1	GOKIXFMTIRBEDT-GUVOHHCRSA-N	746.5097856			MMDBc0046574
BASm0033364	PG(14:1(9Z)/22:0)	PG(14:1(9Z)/22:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(9Z)/22:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C42H81O10P	InChI=1S/C42H81O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-42(46)52-40(38-51-53(47,48)50-36-39(44)35-43)37-49-41(45)33-31-29-27-25-23-14-12-10-8-6-4-2/h10,12,39-40,43-44H,3-9,11,13-38H2,1-2H3,(H,47,48)/b12-10-/t39-,40+/m0/s1	OIKSPYZSOOWNLN-IQTDMNHTSA-N	776.5567358			MMDBc0046575
BASm0033365	PG(14:1(9Z)/22:1(11Z))	PG(14:1(9Z)/22:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(9Z)/22:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C42H79O10P	InChI=1S/C42H79O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-42(46)52-40(38-51-53(47,48)50-36-39(44)35-43)37-49-41(45)33-31-29-27-25-23-14-12-10-8-6-4-2/h10,12,18-19,39-40,43-44H,3-9,11,13-17,20-38H2,1-2H3,(H,47,48)/b12-10-,19-18-/t39-,40+/m0/s1	CYYXTKQWVDFHKU-DZBISSLWSA-N	774.5410857			MMDBc0046576
BASm0033366	PG(14:1(9Z)/22:1(9Z))	PG(14:1(9Z)/22:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(9Z)/22:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C42H79O10P	InChI=1S/C42H79O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-42(46)52-40(38-51-53(47,48)50-36-39(44)35-43)37-49-41(45)33-31-29-27-25-23-14-12-10-8-6-4-2/h10,12,20-21,39-40,43-44H,3-9,11,13-19,22-38H2,1-2H3,(H,47,48)/b12-10-,21-20-/t39-,40+/m0/s1	JYCXPGONQLOQNQ-PAELZDPWSA-N	774.5410857			MMDBc0046577
BASm0033367	PG(14:1(9Z)/24:0)	PG(14:1(9Z)/24:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(9Z)/24:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C44H85O10P	InChI=1S/C44H85O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-14-12-10-8-6-4-2/h10,12,41-42,45-46H,3-9,11,13-40H2,1-2H3,(H,49,50)/b12-10-/t41-,42+/m0/s1	JGJLLYQKTCWTQC-GCGFNATCSA-N	804.5880359			MMDBc0046578
BASm0033368	PG(14:1(9Z)/24:1(11Z))	PG(14:1(9Z)/24:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C44H83O10P	InChI=1S/C44H83O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-14-12-10-8-6-4-2/h10,12,20-21,41-42,45-46H,3-9,11,13-19,22-40H2,1-2H3,(H,49,50)/b12-10-,21-20-/t41-,42+/m0/s1	NJYBEQSEHRTVRM-BFEGECKYSA-N	802.5723859			MMDBc0046579
BASm0033369	PG(14:1(9Z)/24:1(9Z))	PG(14:1(9Z)/24:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(9Z)/24:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C44H83O10P	InChI=1S/C44H83O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-14-12-10-8-6-4-2/h10,12,22-23,41-42,45-46H,3-9,11,13-21,24-40H2,1-2H3,(H,49,50)/b12-10-,23-22-/t41-,42+/m0/s1	FAHLQWPEINBMGN-ULIZFHSOSA-N	802.5723859			MMDBc0046580
BASm0033370	PG(14:1(9Z)/26:0)	PG(14:1(9Z)/26:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(9Z)/26:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C46H89O10P	InChI=1S/C46H89O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-14-12-10-8-6-4-2/h10,12,43-44,47-48H,3-9,11,13-42H2,1-2H3,(H,51,52)/b12-10-/t43-,44+/m0/s1	UUWWYWDDQHMRBA-HRZDLXMZSA-N	832.6193361			MMDBc0046581
BASm0033371	PG(14:1(9Z)/26:1(11Z))	PG(14:1(9Z)/26:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(9Z)/26:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C46H87O10P	InChI=1S/C46H87O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-14-12-10-8-6-4-2/h10,12,21-22,43-44,47-48H,3-9,11,13-20,23-42H2,1-2H3,(H,51,52)/b12-10-,22-21-/t43-,44+/m0/s1	JZIYSTNSURBNFA-JTBIMROGSA-N	830.603686			MMDBc0046582
BASm0033372	PG(14:1(9Z)/26:1(9Z))	PG(14:1(9Z)/26:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(9Z)/26:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C47H89O10P	InChI=1S/C47H89O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-47(51)57-45(43-56-58(52,53)55-41-44(49)40-48)42-54-46(50)38-36-34-32-30-28-14-12-10-8-6-4-2/h10,12,24-25,44-45,48-49H,3-9,11,13-23,26-43H2,1-2H3,(H,52,53)/b12-10-,25-24-/t44-,45+/m0/s1	UWJMGIMYYIYWQX-YEQRYHCYSA-N	844.6193361			MMDBc0046583
BASm0033373	PG(14:1(9Z)/28:0)	PG(14:1(9Z)/28:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(9Z)/28:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C48H93O10P	InChI=1S/C48H93O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-14-12-10-8-6-4-2/h10,12,45-46,49-50H,3-9,11,13-44H2,1-2H3,(H,53,54)/b12-10-/t45-,46+/m0/s1	TXTZPPISDXPKGI-IOVCXDDOSA-N	860.6506362			MMDBc0046584
BASm0033374	PG(14:1(9Z)/28:1(11Z))	PG(14:1(9Z)/28:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(9Z)/28:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C48H91O10P	InChI=1S/C48H91O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-14-12-10-8-6-4-2/h10,12,23-24,45-46,49-50H,3-9,11,13-22,25-44H2,1-2H3,(H,53,54)/b12-10-,24-23-/t45-,46+/m0/s1	BVPJHRBBTXOEQD-ILFBNDNUSA-N	858.6349861			MMDBc0046585
BASm0033375	PG(14:1(9Z)/28:1(9Z))	PG(14:1(9Z)/28:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(9Z)/28:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C48H91O10P	InChI=1S/C48H91O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-14-12-10-8-6-4-2/h10,12,25-26,45-46,49-50H,3-9,11,13-24,27-44H2,1-2H3,(H,53,54)/b12-10-,26-25-/t45-,46+/m0/s1	AMLLQDIVUNJXMB-RPKCQCNQSA-N	858.6349861			MMDBc0046586
BASm0033376	PG(14:1(9Z)/30:0)	PG(14:1(9Z)/30:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(9Z)/30:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C50H97O10P	InChI=1S/C50H97O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-14-12-10-8-6-4-2/h10,12,47-48,51-52H,3-9,11,13-46H2,1-2H3,(H,55,56)/b12-10-/t47-,48+/m0/s1	SAZIBOWEIGPOJI-IEXAVDFFSA-N	888.6819363			MMDBc0046587
BASm0033377	PG(15:0/15:0)	PG(15:0/15:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/15:0), in particular, consists of two pentadecanoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C36H71O10P	InChI=1S/C36H71O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(39)43-31-34(32-45-47(41,42)44-30-33(38)29-37)46-36(40)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33-34,37-38H,3-32H2,1-2H3,(H,41,42)/t33-,34+/m0/s1	YWGQFCQRZHYWAU-SZAHLOSFSA-N	694.4784855			MMDBc0046588
BASm0033378	PG(15:0/15:1(11Z))	PG(15:0/15:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/15:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-pentadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C36H69O10P	InChI=1S/C36H69O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(39)43-31-34(32-45-47(41,42)44-30-33(38)29-37)46-36(40)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8,10,33-34,37-38H,3-7,9,11-32H2,1-2H3,(H,41,42)/b10-8-/t33-,34+/m0/s1	XNDVUCFDBZMGRD-BEXSSISOSA-N	692.4628354			MMDBc0046589
BASm0033379	PG(15:0/15:1(9Z))	PG(15:0/15:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/15:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C36H69O10P	InChI=1S/C36H69O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(39)43-31-34(32-45-47(41,42)44-30-33(38)29-37)46-36(40)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,33-34,37-38H,3-11,13,15-32H2,1-2H3,(H,41,42)/b14-12-/t33-,34+/m0/s1	TUAGBEPKZNZUAG-MSUPWLJTSA-N	692.4628354			MMDBc0046590
BASm0033380	PG(15:0/16:1(11Z))	PG(15:0/16:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/16:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C37H71O10P	InChI=1S/C37H71O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(41)47-35(33-46-48(42,43)45-31-34(39)30-38)32-44-36(40)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h9,11,34-35,38-39H,3-8,10,12-33H2,1-2H3,(H,42,43)/b11-9-/t34-,35+/m0/s1	FAXHAOVAICTUHP-LVFXTUPNSA-N	706.4784855			MMDBc0046591
BASm0033381	PG(15:0/18:1(11Z))	PG(15:0/18:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/18:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C39H75O10P	InChI=1S/C39H75O10P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-39(43)49-37(35-48-50(44,45)47-33-36(41)32-40)34-46-38(42)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h13,15,36-37,40-41H,3-12,14,16-35H2,1-2H3,(H,44,45)/b15-13-/t36-,37+/m0/s1	QURVUFYJVUCFSY-JCEBCMBFSA-N	734.5097856			MMDBc0046592
BASm0033382	PG(15:0/20:0)	PG(15:0/20:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/20:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C41H81O10P	InChI=1S/C41H81O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-41(45)51-39(37-50-52(46,47)49-35-38(43)34-42)36-48-40(44)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h38-39,42-43H,3-37H2,1-2H3,(H,46,47)/t38-,39+/m0/s1	XSJKEOCUSUUVLE-ZESVVUHVSA-N	764.5567358			MMDBc0046593
BASm0033383	PG(15:0/20:1(11Z))	PG(15:0/20:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/20:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C41H79O10P	InChI=1S/C41H79O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-41(45)51-39(37-50-52(46,47)49-35-38(43)34-42)36-48-40(44)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h17-18,38-39,42-43H,3-16,19-37H2,1-2H3,(H,46,47)/b18-17-/t38-,39+/m0/s1	MLVVNGIXUNWBNH-RDUWXOKWSA-N	762.5410857			MMDBc0046594
BASm0033384	PG(15:0/20:1(13Z))	PG(15:0/20:1(13Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/20:1(13Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C41H79O10P	InChI=1S/C41H79O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-41(45)51-39(37-50-52(46,47)49-35-38(43)34-42)36-48-40(44)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h13,15,38-39,42-43H,3-12,14,16-37H2,1-2H3,(H,46,47)/b15-13-/t38-,39+/m0/s1	JVBOCUZXEMQBOC-LFZSHSSHSA-N	762.5410857			MMDBc0046595
BASm0033385	PG(15:0/22:0)	PG(15:0/22:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/22:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C43H85O10P	InChI=1S/C43H85O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-43(47)53-41(39-52-54(48,49)51-37-40(45)36-44)38-50-42(46)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h40-41,44-45H,3-39H2,1-2H3,(H,48,49)/t40-,41+/m0/s1	RSEAONLWAXFECH-WVILEFPPSA-N	792.5880359			MMDBc0046596
BASm0033386	PG(15:0/22:1(11Z))	PG(15:0/22:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/22:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C43H83O10P	InChI=1S/C43H83O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-43(47)53-41(39-52-54(48,49)51-37-40(45)36-44)38-50-42(46)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h19-20,40-41,44-45H,3-18,21-39H2,1-2H3,(H,48,49)/b20-19-/t40-,41+/m0/s1	AIXJRLNGYXUSPJ-RJWRTZJSSA-N	790.5723859			MMDBc0046597
BASm0033387	PG(15:0/22:1(9Z))	PG(15:0/22:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/22:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C43H83O10P	InChI=1S/C43H83O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-43(47)53-41(39-52-54(48,49)51-37-40(45)36-44)38-50-42(46)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h21-22,40-41,44-45H,3-20,23-39H2,1-2H3,(H,48,49)/b22-21-/t40-,41+/m0/s1	JKWASLSDAQNWAR-VRWIRWGJSA-N	790.5723859			MMDBc0046598
BASm0033388	PG(15:0/23:1(11Z))	PG(15:0/23:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/23:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C44H85O10P	InChI=1S/C44H85O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-16-14-12-10-8-6-4-2/h20-21,41-42,45-46H,3-19,22-40H2,1-2H3,(H,49,50)/b21-20-/t41-,42+/m0/s1	DCFDSSCIMAYVTN-NYQIJGKYSA-N	804.5880359			MMDBc0046599
BASm0033389	PG(15:0/23:1(9Z))	PG(15:0/23:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/23:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C44H85O10P	InChI=1S/C44H85O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-16-14-12-10-8-6-4-2/h22-23,41-42,45-46H,3-21,24-40H2,1-2H3,(H,49,50)/b23-22-/t41-,42+/m0/s1	PAENYFTUVCIPOU-GCHTUNBASA-N	804.5880359			MMDBc0046600
BASm0033390	PG(15:0/24:0)	PG(15:0/24:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/24:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C45H89O10P	InChI=1S/C45H89O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-45(49)55-43(41-54-56(50,51)53-39-42(47)38-46)40-52-44(48)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h42-43,46-47H,3-41H2,1-2H3,(H,50,51)/t42-,43+/m0/s1	PYKLRGIAPXZWBC-WZYYJWNZSA-N	820.6193361			MMDBc0046601
BASm0033391	PG(15:0/24:1(11Z))	PG(15:0/24:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/24:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C45H87O10P	InChI=1S/C45H87O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-45(49)55-43(41-54-56(50,51)53-39-42(47)38-46)40-52-44(48)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h21-22,42-43,46-47H,3-20,23-41H2,1-2H3,(H,50,51)/b22-21-/t42-,43+/m0/s1	ZFCMEFSHDAGUFF-SOCPOSJWSA-N	818.603686			MMDBc0046602
BASm0033392	PG(15:0/24:1(9Z))	PG(15:0/24:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/24:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C45H87O10P	InChI=1S/C45H87O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-45(49)55-43(41-54-56(50,51)53-39-42(47)38-46)40-52-44(48)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h23-24,42-43,46-47H,3-22,25-41H2,1-2H3,(H,50,51)/b24-23-/t42-,43+/m0/s1	KAIBYEKGBVJYNC-CIUPIQRKSA-N	818.603686			MMDBc0046603
BASm0033393	PG(15:0/25:0)	PG(15:0/25:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/25:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C46H91O10P	InChI=1S/C46H91O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h43-44,47-48H,3-42H2,1-2H3,(H,51,52)/t43-,44+/m0/s1	QFHLERIRHBHNNS-JCGOJSMZSA-N	834.6349861			MMDBc0046604
BASm0033394	PG(15:0/25:1(11Z))	PG(15:0/25:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/25:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C46H89O10P	InChI=1S/C46H89O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h22-23,43-44,47-48H,3-21,24-42H2,1-2H3,(H,51,52)/b23-22-/t43-,44+/m0/s1	ILICSGZNGLQGEZ-QTEALCMPSA-N	832.6193361			MMDBc0046605
BASm0033395	PG(15:0/25:1(9Z))	PG(15:0/25:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/25:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C46H89O10P	InChI=1S/C46H89O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h24-25,43-44,47-48H,3-23,26-42H2,1-2H3,(H,51,52)/b25-24-/t43-,44+/m0/s1	GEVCKUAOAGJBQA-XXTCOTIQSA-N	832.6193361			MMDBc0046606
BASm0033396	PG(15:0/26:0)	PG(15:0/26:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/26:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C47H93O10P	InChI=1S/C47H93O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-47(51)57-45(43-56-58(52,53)55-41-44(49)40-48)42-54-46(50)38-36-34-32-30-28-16-14-12-10-8-6-4-2/h44-45,48-49H,3-43H2,1-2H3,(H,52,53)/t44-,45+/m0/s1	PLEBJEFBMXYITD-YWPUXERESA-N	848.6506362			MMDBc0046607
BASm0033397	PG(15:0/26:1(11Z))	PG(15:0/26:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/26:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C47H91O10P	InChI=1S/C47H91O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-47(51)57-45(43-56-58(52,53)55-41-44(49)40-48)42-54-46(50)38-36-34-32-30-28-16-14-12-10-8-6-4-2/h22-23,44-45,48-49H,3-21,24-43H2,1-2H3,(H,52,53)/b23-22-/t44-,45+/m0/s1	RKWFSKLOXHUYIG-LFNOUPMISA-N	846.6349861			MMDBc0046608
BASm0033398	PG(15:0/26:1(9Z))	PG(15:0/26:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/26:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C48H93O10P	InChI=1S/C48H93O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h25-26,45-46,49-50H,3-24,27-44H2,1-2H3,(H,53,54)/b26-25-/t45-,46+/m0/s1	BTTZTIJJMAGKDK-MHWWKZKYSA-N	860.6506362			MMDBc0046609
BASm0033399	PG(15:0/27:0)	PG(15:0/27:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/27:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C48H95O10P	InChI=1S/C48H95O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h45-46,49-50H,3-44H2,1-2H3,(H,53,54)/t45-,46+/m0/s1	IVUMUNJXLTZSTD-CRCOQUFZSA-N	862.6662863			MMDBc0046610
BASm0033400	PG(15:0/27:1(11Z))	PG(15:0/27:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/27:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C48H93O10P	InChI=1S/C48H93O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h24-25,45-46,49-50H,3-23,26-44H2,1-2H3,(H,53,54)/b25-24-/t45-,46+/m0/s1	HAYJESIMTQAIRP-KZFASKSTSA-N	860.6506362			MMDBc0046611
BASm0033401	PG(15:0/27:1(9Z))	PG(15:0/27:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/27:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C48H93O10P	InChI=1S/C48H93O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h26-27,45-46,49-50H,3-25,28-44H2,1-2H3,(H,53,54)/b27-26-/t45-,46+/m0/s1	CICAGVDIUVXCLY-JUQSPNJYSA-N	860.6506362			MMDBc0046612
BASm0033402	PG(15:0/28:0)	PG(15:0/28:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/28:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C49H97O10P	InChI=1S/C49H97O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h46-47,50-51H,3-45H2,1-2H3,(H,54,55)/t46-,47+/m0/s1	YNOOFUXNIHEYJY-KBRGEABDSA-N	876.6819363			MMDBc0046613
BASm0033403	PG(15:0/28:1(11Z))	PG(15:0/28:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/28:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C49H95O10P	InChI=1S/C49H95O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h24-25,46-47,50-51H,3-23,26-45H2,1-2H3,(H,54,55)/b25-24-/t46-,47+/m0/s1	NBDADGFPXUDTEG-MEEMCTJZSA-N	874.6662863			MMDBc0046614
BASm0033404	PG(15:0/28:1(9Z))	PG(15:0/28:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/28:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C49H95O10P	InChI=1S/C49H95O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h26-27,46-47,50-51H,3-25,28-45H2,1-2H3,(H,54,55)/b27-26-/t46-,47+/m0/s1	JBOZXHKJXCIMDA-ARRSUZSOSA-N	874.6662863			MMDBc0046615
BASm0033405	PG(15:0/29:0)	PG(15:0/29:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/29:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one nonacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C50H99O10P	InChI=1S/C50H99O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-16-14-12-10-8-6-4-2/h47-48,51-52H,3-46H2,1-2H3,(H,55,56)/t47-,48+/m0/s1	QCLGPAXQQNLNTC-JYHRMSDVSA-N	890.6975864			MMDBc0046616
BASm0033406	PG(15:0/30:0)	PG(15:0/30:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/30:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C51H101O10P	InChI=1S/C51H101O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-16-14-12-10-8-6-4-2/h48-49,52-53H,3-47H2,1-2H3,(H,56,57)/t48-,49+/m0/s1	PZXCLKLXGHWNJT-NXWRKTHKSA-N	904.7132365			MMDBc0046617
BASm0033407	PG(15:1(11Z)/15:1(11Z))	PG(15:1(11Z)/15:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/15:1(11Z)), in particular, consists of two 11Z-pentadecenoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC	C36H67O10P	InChI=1S/C36H67O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(39)43-31-34(32-45-47(41,42)44-30-33(38)29-37)46-36(40)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h7-10,33-34,37-38H,3-6,11-32H2,1-2H3,(H,41,42)/b9-7-,10-8-/t33-,34+/m0/s1	DXERJQHSWVNURK-GKHIPABHSA-N	690.4471854			MMDBc0046618
BASm0033408	PG(15:1(11Z)/15:1(9Z))	PG(15:1(11Z)/15:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/15:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC	C36H67O10P	InChI=1S/C36H67O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(39)43-31-34(32-45-47(41,42)44-30-33(38)29-37)46-36(40)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h7,9,12,14,33-34,37-38H,3-6,8,10-11,13,15-32H2,1-2H3,(H,41,42)/b9-7-,14-12-/t33-,34+/m0/s1	NAGKFLAVMBRTLC-WCANZBHXSA-N	690.4471854			MMDBc0046619
BASm0033409	PG(15:1(11Z)/16:0)	PG(15:1(11Z)/16:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/16:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC	C37H71O10P	InChI=1S/C37H71O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(41)47-35(33-46-48(42,43)45-31-34(39)30-38)32-44-36(40)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8,10,34-35,38-39H,3-7,9,11-33H2,1-2H3,(H,42,43)/b10-8-/t34-,35+/m0/s1	XUEIJKGHWPLWBM-KKTGDPMLSA-N	706.4784855			MMDBc0046620
BASm0033410	PG(15:1(11Z)/16:1(11Z))	PG(15:1(11Z)/16:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/16:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC	C37H69O10P	InChI=1S/C37H69O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(41)47-35(33-46-48(42,43)45-31-34(39)30-38)32-44-36(40)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8-11,34-35,38-39H,3-7,12-33H2,1-2H3,(H,42,43)/b10-8-,11-9-/t34-,35+/m0/s1	IDVOVZVMUXCYHH-BSACMMQTSA-N	704.4628354			MMDBc0046621
BASm0033411	PG(15:1(11Z)/16:1(9Z))	PG(15:1(11Z)/16:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC	C37H69O10P	InChI=1S/C37H69O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(41)47-35(33-46-48(42,43)45-31-34(39)30-38)32-44-36(40)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8,10,13,15,34-35,38-39H,3-7,9,11-12,14,16-33H2,1-2H3,(H,42,43)/b10-8-,15-13-/t34-,35+/m0/s1	SBSJGMIYGFDRQF-CHXVYZNMSA-N	704.4628354			MMDBc0046622
BASm0033412	PG(15:1(11Z)/18:0)	PG(15:1(11Z)/18:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/18:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCC	C39H75O10P	InChI=1S/C39H75O10P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-39(43)49-37(35-48-50(44,45)47-33-36(41)32-40)34-46-38(42)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h8,10,36-37,40-41H,3-7,9,11-35H2,1-2H3,(H,44,45)/b10-8-/t36-,37+/m0/s1	HBQJOWFAIRRYHN-MMVKPXFUSA-N	734.5097856			MMDBc0046623
BASm0033413	PG(15:1(11Z)/18:1(11Z))	PG(15:1(11Z)/18:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/18:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C39H73O10P	InChI=1S/C39H73O10P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-39(43)49-37(35-48-50(44,45)47-33-36(41)32-40)34-46-38(42)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h8,10,13,15,36-37,40-41H,3-7,9,11-12,14,16-35H2,1-2H3,(H,44,45)/b10-8-,15-13-/t36-,37+/m0/s1	BJXTVWVGSKKSNG-FYIVTXQESA-N	732.4941355			MMDBc0046624
BASm0033414	PG(15:1(11Z)/18:1(9Z))	PG(15:1(11Z)/18:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C39H73O10P	InChI=1S/C39H73O10P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-39(43)49-37(35-48-50(44,45)47-33-36(41)32-40)34-46-38(42)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h8,10,17-18,36-37,40-41H,3-7,9,11-16,19-35H2,1-2H3,(H,44,45)/b10-8-,18-17-/t36-,37+/m0/s1	KSGPRKSMGWNAFY-OEXZFPQYSA-N	732.4941355			MMDBc0046625
BASm0033415	PG(15:1(11Z)/20:0)	PG(15:1(11Z)/20:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/20:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C41H79O10P	InChI=1S/C41H79O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-41(45)51-39(37-50-52(46,47)49-35-38(43)34-42)36-48-40(44)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h8,10,38-39,42-43H,3-7,9,11-37H2,1-2H3,(H,46,47)/b10-8-/t38-,39+/m0/s1	BHQAPHLXNIZQSB-FSZZUFTLSA-N	762.5410857			MMDBc0046626
BASm0033416	PG(15:1(11Z)/20:1(11Z))	PG(15:1(11Z)/20:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C41H77O10P	InChI=1S/C41H77O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-41(45)51-39(37-50-52(46,47)49-35-38(43)34-42)36-48-40(44)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h8,10,17-18,38-39,42-43H,3-7,9,11-16,19-37H2,1-2H3,(H,46,47)/b10-8-,18-17-/t38-,39+/m0/s1	ZPRLLFJYRIKPCM-SRKMOCSNSA-N	760.5254357			MMDBc0046627
BASm0033417	PG(15:1(11Z)/20:1(13Z))	PG(15:1(11Z)/20:1(13Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C41H77O10P	InChI=1S/C41H77O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-41(45)51-39(37-50-52(46,47)49-35-38(43)34-42)36-48-40(44)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h8,10,13,15,38-39,42-43H,3-7,9,11-12,14,16-37H2,1-2H3,(H,46,47)/b10-8-,15-13-/t38-,39+/m0/s1	HFRUDPJWGAUBSJ-QJYCUUQESA-N	760.5254357			MMDBc0046628
BASm0033418	PG(15:1(11Z)/22:0)	PG(15:1(11Z)/22:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/22:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C43H83O10P	InChI=1S/C43H83O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-43(47)53-41(39-52-54(48,49)51-37-40(45)36-44)38-50-42(46)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h8,10,40-41,44-45H,3-7,9,11-39H2,1-2H3,(H,48,49)/b10-8-/t40-,41+/m0/s1	YNCSNIBSPXBZFE-YYFFCWQBSA-N	790.5723859			MMDBc0046629
BASm0033419	PG(15:1(11Z)/22:1(11Z))	PG(15:1(11Z)/22:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/22:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C43H81O10P	InChI=1S/C43H81O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-43(47)53-41(39-52-54(48,49)51-37-40(45)36-44)38-50-42(46)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h8,10,19-20,40-41,44-45H,3-7,9,11-18,21-39H2,1-2H3,(H,48,49)/b10-8-,20-19-/t40-,41+/m0/s1	ONVLFYILJLYQCB-FTVRACRASA-N	788.5567358			MMDBc0046630
BASm0033420	PG(15:1(11Z)/22:1(9Z))	PG(15:1(11Z)/22:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/22:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C43H81O10P	InChI=1S/C43H81O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-43(47)53-41(39-52-54(48,49)51-37-40(45)36-44)38-50-42(46)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h8,10,21-22,40-41,44-45H,3-7,9,11-20,23-39H2,1-2H3,(H,48,49)/b10-8-,22-21-/t40-,41+/m0/s1	OWIXMMKYHDOISP-SJJJSBEJSA-N	788.5567358			MMDBc0046631
BASm0033421	PG(15:1(11Z)/23:1(11Z))	PG(15:1(11Z)/23:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/23:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C44H83O10P	InChI=1S/C44H83O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-16-14-12-10-8-6-4-2/h8,10,20-21,41-42,45-46H,3-7,9,11-19,22-40H2,1-2H3,(H,49,50)/b10-8-,21-20-/t41-,42+/m0/s1	LTQPXOMGURDYAW-YBCXWMAKSA-N	802.5723859			MMDBc0046632
BASm0033422	PG(15:1(11Z)/23:1(9Z))	PG(15:1(11Z)/23:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/23:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C44H83O10P	InChI=1S/C44H83O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-16-14-12-10-8-6-4-2/h8,10,22-23,41-42,45-46H,3-7,9,11-21,24-40H2,1-2H3,(H,49,50)/b10-8-,23-22-/t41-,42+/m0/s1	WTVZINNMOBJKOS-AWWVJJEASA-N	802.5723859			MMDBc0046633
BASm0033423	PG(15:1(11Z)/24:0)	PG(15:1(11Z)/24:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/24:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C45H87O10P	InChI=1S/C45H87O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-45(49)55-43(41-54-56(50,51)53-39-42(47)38-46)40-52-44(48)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h8,10,42-43,46-47H,3-7,9,11-41H2,1-2H3,(H,50,51)/b10-8-/t42-,43+/m0/s1	HROOVUPMFKSMGM-MPLVAFPISA-N	818.603686			MMDBc0046634
BASm0033424	PG(15:1(11Z)/24:1(11Z))	PG(15:1(11Z)/24:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/24:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C45H85O10P	InChI=1S/C45H85O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-45(49)55-43(41-54-56(50,51)53-39-42(47)38-46)40-52-44(48)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h8,10,21-22,42-43,46-47H,3-7,9,11-20,23-41H2,1-2H3,(H,50,51)/b10-8-,22-21-/t42-,43+/m0/s1	BWJISNSPPCLNQZ-HCYDBBFDSA-N	816.5880359			MMDBc0046635
BASm0033425	PG(15:1(11Z)/24:1(9Z))	PG(15:1(11Z)/24:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C45H85O10P	InChI=1S/C45H85O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-45(49)55-43(41-54-56(50,51)53-39-42(47)38-46)40-52-44(48)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h8,10,23-24,42-43,46-47H,3-7,9,11-22,25-41H2,1-2H3,(H,50,51)/b10-8-,24-23-/t42-,43+/m0/s1	OZOWUWPXTWRNOZ-SSMBCTIGSA-N	816.5880359			MMDBc0046636
BASm0033426	PG(15:1(11Z)/25:0)	PG(15:1(11Z)/25:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/25:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C46H89O10P	InChI=1S/C46H89O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h8,10,43-44,47-48H,3-7,9,11-42H2,1-2H3,(H,51,52)/b10-8-/t43-,44+/m0/s1	XCNNYHBNUBRIST-JJCRSRRUSA-N	832.6193361			MMDBc0046637
BASm0033427	PG(15:1(11Z)/25:1(11Z))	PG(15:1(11Z)/25:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/25:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C46H87O10P	InChI=1S/C46H87O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h8,10,22-23,43-44,47-48H,3-7,9,11-21,24-42H2,1-2H3,(H,51,52)/b10-8-,23-22-/t43-,44+/m0/s1	OFKBECZMHXPEHK-VLZRFVTLSA-N	830.603686			MMDBc0046638
BASm0033428	PG(15:1(11Z)/25:1(9Z))	PG(15:1(11Z)/25:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/25:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C46H87O10P	InChI=1S/C46H87O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h8,10,24-25,43-44,47-48H,3-7,9,11-23,26-42H2,1-2H3,(H,51,52)/b10-8-,25-24-/t43-,44+/m0/s1	RZXJKXVPZZZQHY-JXNKOWBJSA-N	830.603686			MMDBc0046639
BASm0033429	PG(15:1(11Z)/26:0)	PG(15:1(11Z)/26:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/26:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C47H91O10P	InChI=1S/C47H91O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-47(51)57-45(43-56-58(52,53)55-41-44(49)40-48)42-54-46(50)38-36-34-32-30-28-16-14-12-10-8-6-4-2/h8,10,44-45,48-49H,3-7,9,11-43H2,1-2H3,(H,52,53)/b10-8-/t44-,45+/m0/s1	MKFDNXUCTHPVSY-PEULBWAMSA-N	846.6349861			MMDBc0046640
BASm0033430	PG(15:1(11Z)/26:1(11Z))	PG(15:1(11Z)/26:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/26:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C47H89O10P	InChI=1S/C47H89O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-47(51)57-45(43-56-58(52,53)55-41-44(49)40-48)42-54-46(50)38-36-34-32-30-28-16-14-12-10-8-6-4-2/h8,10,22-23,44-45,48-49H,3-7,9,11-21,24-43H2,1-2H3,(H,52,53)/b10-8-,23-22-/t44-,45+/m0/s1	NFAVFDFQMKGQSE-SMDAYXHCSA-N	844.6193361			MMDBc0046641
BASm0033431	PG(15:1(11Z)/26:1(9Z))	PG(15:1(11Z)/26:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/26:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C48H91O10P	InChI=1S/C48H91O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h8,10,25-26,45-46,49-50H,3-7,9,11-24,27-44H2,1-2H3,(H,53,54)/b10-8-,26-25-/t45-,46+/m0/s1	YBWKZDDMMBYFRA-PEWRQHOYSA-N	858.6349861			MMDBc0046642
BASm0033432	PG(15:1(11Z)/27:0)	PG(15:1(11Z)/27:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/27:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C48H93O10P	InChI=1S/C48H93O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h8,10,45-46,49-50H,3-7,9,11-44H2,1-2H3,(H,53,54)/b10-8-/t45-,46+/m0/s1	CZFICBCUGDIYRV-GMZQSKLISA-N	860.6506362			MMDBc0046643
BASm0033433	PG(15:1(11Z)/27:1(11Z))	PG(15:1(11Z)/27:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/27:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C48H91O10P	InChI=1S/C48H91O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h8,10,24-25,45-46,49-50H,3-7,9,11-23,26-44H2,1-2H3,(H,53,54)/b10-8-,25-24-/t45-,46+/m0/s1	YVEQMGYWMGHMMV-RFHPOIJXSA-N	858.6349861			MMDBc0046644
BASm0033434	PG(15:1(11Z)/27:1(9Z))	PG(15:1(11Z)/27:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/27:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C48H91O10P	InChI=1S/C48H91O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h8,10,26-27,45-46,49-50H,3-7,9,11-25,28-44H2,1-2H3,(H,53,54)/b10-8-,27-26-/t45-,46+/m0/s1	QOLRMXNLNWLQNX-MNGXVRMASA-N	858.6349861			MMDBc0046645
BASm0033435	PG(15:1(11Z)/28:0)	PG(15:1(11Z)/28:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/28:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C49H95O10P	InChI=1S/C49H95O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h8,10,46-47,50-51H,3-7,9,11-45H2,1-2H3,(H,54,55)/b10-8-/t46-,47+/m0/s1	XQZWVVBOUCNYNE-DLHMFVJTSA-N	874.6662863			MMDBc0046646
BASm0033436	PG(15:1(11Z)/28:1(11Z))	PG(15:1(11Z)/28:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/28:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C49H93O10P	InChI=1S/C49H93O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h8,10,24-25,46-47,50-51H,3-7,9,11-23,26-45H2,1-2H3,(H,54,55)/b10-8-,25-24-/t46-,47+/m0/s1	LHFMEJQUBHCXNZ-ZPOVHTASSA-N	872.6506362			MMDBc0046647
BASm0033437	PG(15:1(11Z)/28:1(9Z))	PG(15:1(11Z)/28:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/28:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C49H93O10P	InChI=1S/C49H93O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h8,10,26-27,46-47,50-51H,3-7,9,11-25,28-45H2,1-2H3,(H,54,55)/b10-8-,27-26-/t46-,47+/m0/s1	LXLWJGCNJVNLPD-XSLIHOFWSA-N	872.6506362			MMDBc0046648
BASm0033438	PG(15:1(11Z)/29:0)	PG(15:1(11Z)/29:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/29:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one nonacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C50H97O10P	InChI=1S/C50H97O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-16-14-12-10-8-6-4-2/h8,10,47-48,51-52H,3-7,9,11-46H2,1-2H3,(H,55,56)/b10-8-/t47-,48+/m0/s1	AUKOEZOYHQAMHB-ZGSXTVBCSA-N	888.6819363			MMDBc0046649
BASm0033439	PG(15:1(11Z)/30:0)	PG(15:1(11Z)/30:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/30:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C51H99O10P	InChI=1S/C51H99O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-16-14-12-10-8-6-4-2/h8,10,48-49,52-53H,3-7,9,11-47H2,1-2H3,(H,56,57)/b10-8-/t48-,49+/m0/s1	DIHBNSPLHMPKLJ-WZXZDJCRSA-N	902.6975864			MMDBc0046650
BASm0033440	PG(15:1(9Z)/15:1(11Z))	PG(15:1(9Z)/15:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/15:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-pentadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C36H67O10P	InChI=1S/C36H67O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(39)43-31-34(32-45-47(41,42)44-30-33(38)29-37)46-36(40)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8,10-11,13,33-34,37-38H,3-7,9,12,14-32H2,1-2H3,(H,41,42)/b10-8-,13-11-/t33-,34+/m0/s1	MTHQWOXWSHYBDB-TZCXZAKLSA-N	690.4471854			MMDBc0046651
BASm0033441	PG(15:1(9Z)/15:1(9Z))	PG(15:1(9Z)/15:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/15:1(9Z)), in particular, consists of two 9Z-pentadecenoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C36H67O10P	InChI=1S/C36H67O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(39)43-31-34(32-45-47(41,42)44-30-33(38)29-37)46-36(40)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11-14,33-34,37-38H,3-10,15-32H2,1-2H3,(H,41,42)/b13-11-,14-12-/t33-,34+/m0/s1	JGKSWAMSUILMJZ-BNWGKQCTSA-N	690.4471854			MMDBc0046652
BASm0033442	PG(15:1(9Z)/16:0)	PG(15:1(9Z)/16:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/16:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC	C37H71O10P	InChI=1S/C37H71O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(41)47-35(33-46-48(42,43)45-31-34(39)30-38)32-44-36(40)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,34-35,38-39H,3-11,13,15-33H2,1-2H3,(H,42,43)/b14-12-/t34-,35+/m0/s1	CEPKVTPNPNIFJK-KKDSGJTASA-N	706.4784855			MMDBc0046653
BASm0033443	PG(15:1(9Z)/16:1(11Z))	PG(15:1(9Z)/16:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C37H69O10P	InChI=1S/C37H69O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(41)47-35(33-46-48(42,43)45-31-34(39)30-38)32-44-36(40)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h9,11-12,14,34-35,38-39H,3-8,10,13,15-33H2,1-2H3,(H,42,43)/b11-9-,14-12-/t34-,35+/m0/s1	WUENCUUAMBPSGO-OSNMRKJZSA-N	704.4628354			MMDBc0046654
BASm0033444	PG(15:1(9Z)/16:1(9Z))	PG(15:1(9Z)/16:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/16:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C37H69O10P	InChI=1S/C37H69O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(41)47-35(33-46-48(42,43)45-31-34(39)30-38)32-44-36(40)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12-15,34-35,38-39H,3-11,16-33H2,1-2H3,(H,42,43)/b14-12-,15-13-/t34-,35+/m0/s1	IBVRQZLNTYFXCQ-XCQZORMGSA-N	704.4628354			MMDBc0046655
BASm0033445	PG(15:1(9Z)/18:0)	PG(15:1(9Z)/18:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/18:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C39H75O10P	InChI=1S/C39H75O10P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-39(43)49-37(35-48-50(44,45)47-33-36(41)32-40)34-46-38(42)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h12,14,36-37,40-41H,3-11,13,15-35H2,1-2H3,(H,44,45)/b14-12-/t36-,37+/m0/s1	FTDKOHZRKAPYBF-WEBXSSISSA-N	734.5097856			MMDBc0046656
BASm0033446	PG(15:1(9Z)/18:1(11Z))	PG(15:1(9Z)/18:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C39H73O10P	InChI=1S/C39H73O10P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-39(43)49-37(35-48-50(44,45)47-33-36(41)32-40)34-46-38(42)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h12-15,36-37,40-41H,3-11,16-35H2,1-2H3,(H,44,45)/b14-12-,15-13-/t36-,37+/m0/s1	QHUWEBKOCDGTDU-VOJVJIGESA-N	732.4941355			MMDBc0046657
BASm0033447	PG(15:1(9Z)/18:1(9Z))	PG(15:1(9Z)/18:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C39H73O10P	InChI=1S/C39H73O10P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-39(43)49-37(35-48-50(44,45)47-33-36(41)32-40)34-46-38(42)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h12,14,17-18,36-37,40-41H,3-11,13,15-16,19-35H2,1-2H3,(H,44,45)/b14-12-,18-17-/t36-,37+/m0/s1	YLQAAUNJEMBCEP-CWBVUZJSSA-N	732.4941355			MMDBc0046658
BASm0033448	PG(15:1(9Z)/20:0)	PG(15:1(9Z)/20:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/20:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C41H79O10P	InChI=1S/C41H79O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-41(45)51-39(37-50-52(46,47)49-35-38(43)34-42)36-48-40(44)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h12,14,38-39,42-43H,3-11,13,15-37H2,1-2H3,(H,46,47)/b14-12-/t38-,39+/m0/s1	ORHZMILUBDVPNL-XZONFFRKSA-N	762.5410857			MMDBc0046659
BASm0033449	PG(15:1(9Z)/20:1(11Z))	PG(15:1(9Z)/20:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C41H77O10P	InChI=1S/C41H77O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-41(45)51-39(37-50-52(46,47)49-35-38(43)34-42)36-48-40(44)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h12,14,17-18,38-39,42-43H,3-11,13,15-16,19-37H2,1-2H3,(H,46,47)/b14-12-,18-17-/t38-,39+/m0/s1	UXLKKCFBRRGSML-LXGRKYAUSA-N	760.5254357			MMDBc0046660
BASm0033450	PG(15:1(9Z)/20:1(13Z))	PG(15:1(9Z)/20:1(13Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C41H77O10P	InChI=1S/C41H77O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-41(45)51-39(37-50-52(46,47)49-35-38(43)34-42)36-48-40(44)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h12-15,38-39,42-43H,3-11,16-37H2,1-2H3,(H,46,47)/b14-12-,15-13-/t38-,39+/m0/s1	PIPXCXRAHTVBQO-DYSVGUDJSA-N	760.5254357			MMDBc0046661
BASm0033451	PG(15:1(9Z)/22:0)	PG(15:1(9Z)/22:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/22:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C43H83O10P	InChI=1S/C43H83O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-43(47)53-41(39-52-54(48,49)51-37-40(45)36-44)38-50-42(46)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h12,14,40-41,44-45H,3-11,13,15-39H2,1-2H3,(H,48,49)/b14-12-/t40-,41+/m0/s1	JODSZKSWKMYMHT-WDYPWAQJSA-N	790.5723859			MMDBc0046662
BASm0033452	PG(15:1(9Z)/22:1(11Z))	PG(15:1(9Z)/22:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/22:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C43H81O10P	InChI=1S/C43H81O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-43(47)53-41(39-52-54(48,49)51-37-40(45)36-44)38-50-42(46)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h12,14,19-20,40-41,44-45H,3-11,13,15-18,21-39H2,1-2H3,(H,48,49)/b14-12-,20-19-/t40-,41+/m0/s1	HVTXWUBMPUOTIL-KMLSDAMDSA-N	788.5567358			MMDBc0046663
BASm0033453	PG(15:1(9Z)/22:1(9Z))	PG(15:1(9Z)/22:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/22:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C43H81O10P	InChI=1S/C43H81O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-43(47)53-41(39-52-54(48,49)51-37-40(45)36-44)38-50-42(46)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h12,14,21-22,40-41,44-45H,3-11,13,15-20,23-39H2,1-2H3,(H,48,49)/b14-12-,22-21-/t40-,41+/m0/s1	CKRRPBLIGIHQKW-VRLFLRIRSA-N	788.5567358			MMDBc0046664
BASm0033454	PG(15:1(9Z)/23:1(11Z))	PG(15:1(9Z)/23:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/23:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C44H83O10P	InChI=1S/C44H83O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-16-14-12-10-8-6-4-2/h12,14,20-21,41-42,45-46H,3-11,13,15-19,22-40H2,1-2H3,(H,49,50)/b14-12-,21-20-/t41-,42+/m0/s1	SIPNTHMHHCDNLK-CZQJZZHVSA-N	802.5723859			MMDBc0046665
BASm0033455	PG(15:1(9Z)/23:1(9Z))	PG(15:1(9Z)/23:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/23:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C44H83O10P	InChI=1S/C44H83O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-16-14-12-10-8-6-4-2/h12,14,22-23,41-42,45-46H,3-11,13,15-21,24-40H2,1-2H3,(H,49,50)/b14-12-,23-22-/t41-,42+/m0/s1	JLFPKBWRNQRFLR-PXNULJQYSA-N	802.5723859			MMDBc0046666
BASm0033456	PG(15:1(9Z)/24:0)	PG(15:1(9Z)/24:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/24:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C45H87O10P	InChI=1S/C45H87O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-45(49)55-43(41-54-56(50,51)53-39-42(47)38-46)40-52-44(48)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h12,14,42-43,46-47H,3-11,13,15-41H2,1-2H3,(H,50,51)/b14-12-/t42-,43+/m0/s1	KWLOZMWZRKTLAA-HUCIZSQKSA-N	818.603686			MMDBc0046667
BASm0033457	PG(15:1(9Z)/24:1(11Z))	PG(15:1(9Z)/24:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C45H85O10P	InChI=1S/C45H85O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-45(49)55-43(41-54-56(50,51)53-39-42(47)38-46)40-52-44(48)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h12,14,21-22,42-43,46-47H,3-11,13,15-20,23-41H2,1-2H3,(H,50,51)/b14-12-,22-21-/t42-,43+/m0/s1	LBTXLNMCUUGNBL-ZICAFTIJSA-N	816.5880359			MMDBc0046668
BASm0033458	PG(15:1(9Z)/24:1(9Z))	PG(15:1(9Z)/24:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/24:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C45H85O10P	InChI=1S/C45H85O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-45(49)55-43(41-54-56(50,51)53-39-42(47)38-46)40-52-44(48)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h12,14,23-24,42-43,46-47H,3-11,13,15-22,25-41H2,1-2H3,(H,50,51)/b14-12-,24-23-/t42-,43+/m0/s1	PJSJOXCUUGPHDA-KRHISVMESA-N	816.5880359			MMDBc0046669
BASm0033459	PG(15:1(9Z)/25:0)	PG(15:1(9Z)/25:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/25:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C46H89O10P	InChI=1S/C46H89O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h12,14,43-44,47-48H,3-11,13,15-42H2,1-2H3,(H,51,52)/b14-12-/t43-,44+/m0/s1	BNVOTTJSTJJWSR-ZPDHSBJYSA-N	832.6193361			MMDBc0046670
BASm0033460	PG(15:1(9Z)/25:1(11Z))	PG(15:1(9Z)/25:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/25:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C46H87O10P	InChI=1S/C46H87O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h12,14,22-23,43-44,47-48H,3-11,13,15-21,24-42H2,1-2H3,(H,51,52)/b14-12-,23-22-/t43-,44+/m0/s1	UYCHDPGKHNSYDL-JCWIGNOMSA-N	830.603686			MMDBc0046671
BASm0033461	PG(15:1(9Z)/25:1(9Z))	PG(15:1(9Z)/25:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/25:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C46H87O10P	InChI=1S/C46H87O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h12,14,24-25,43-44,47-48H,3-11,13,15-23,26-42H2,1-2H3,(H,51,52)/b14-12-,25-24-/t43-,44+/m0/s1	RSDWYQSSVIHRMO-AUYBZCGNSA-N	830.603686			MMDBc0046672
BASm0033462	PG(15:1(9Z)/26:0)	PG(15:1(9Z)/26:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/26:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C47H91O10P	InChI=1S/C47H91O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-47(51)57-45(43-56-58(52,53)55-41-44(49)40-48)42-54-46(50)38-36-34-32-30-28-16-14-12-10-8-6-4-2/h12,14,44-45,48-49H,3-11,13,15-43H2,1-2H3,(H,52,53)/b14-12-/t44-,45+/m0/s1	OXAAGRKMZUPDTQ-MPZNHZMMSA-N	846.6349861			MMDBc0046673
BASm0033463	PG(15:1(9Z)/26:1(11Z))	PG(15:1(9Z)/26:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/26:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C47H89O10P	InChI=1S/C47H89O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-47(51)57-45(43-56-58(52,53)55-41-44(49)40-48)42-54-46(50)38-36-34-32-30-28-16-14-12-10-8-6-4-2/h12,14,22-23,44-45,48-49H,3-11,13,15-21,24-43H2,1-2H3,(H,52,53)/b14-12-,23-22-/t44-,45+/m0/s1	QUPGNIQJZFVLMU-CLJBKGMUSA-N	844.6193361			MMDBc0046674
BASm0033464	PG(15:1(9Z)/26:1(9Z))	PG(15:1(9Z)/26:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/26:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C48H91O10P	InChI=1S/C48H91O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h12,14,25-26,45-46,49-50H,3-11,13,15-24,27-44H2,1-2H3,(H,53,54)/b14-12-,26-25-/t45-,46+/m0/s1	KFVPYKZDEZQAIO-YIQHBCMTSA-N	858.6349861			MMDBc0046675
BASm0033465	PG(15:1(9Z)/27:0)	PG(15:1(9Z)/27:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/27:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C48H93O10P	InChI=1S/C48H93O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h12,14,45-46,49-50H,3-11,13,15-44H2,1-2H3,(H,53,54)/b14-12-/t45-,46+/m0/s1	RQROWQVTYWFLSJ-YQGRKISCSA-N	860.6506362			MMDBc0046676
BASm0033466	PG(15:1(9Z)/27:1(11Z))	PG(15:1(9Z)/27:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/27:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C48H91O10P	InChI=1S/C48H91O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h12,14,24-25,45-46,49-50H,3-11,13,15-23,26-44H2,1-2H3,(H,53,54)/b14-12-,25-24-/t45-,46+/m0/s1	NYGSZRIXWLPDNS-BEULQVTESA-N	858.6349861			MMDBc0046677
BASm0033467	PG(15:1(9Z)/27:1(9Z))	PG(15:1(9Z)/27:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/27:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C48H91O10P	InChI=1S/C48H91O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h12,14,26-27,45-46,49-50H,3-11,13,15-25,28-44H2,1-2H3,(H,53,54)/b14-12-,27-26-/t45-,46+/m0/s1	SNUAHPBZJHTJLB-GKGUJBHYSA-N	858.6349861			MMDBc0046678
BASm0033468	PG(15:1(9Z)/28:0)	PG(15:1(9Z)/28:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/28:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C49H95O10P	InChI=1S/C49H95O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h12,14,46-47,50-51H,3-11,13,15-45H2,1-2H3,(H,54,55)/b14-12-/t46-,47+/m0/s1	BLVXEHYTCAPPJU-PCGBOIAESA-N	874.6662863			MMDBc0046679
BASm0033469	PG(15:1(9Z)/28:1(11Z))	PG(15:1(9Z)/28:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/28:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C49H93O10P	InChI=1S/C49H93O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h12,14,24-25,46-47,50-51H,3-11,13,15-23,26-45H2,1-2H3,(H,54,55)/b14-12-,25-24-/t46-,47+/m0/s1	KSYCOIPSWHLRNJ-ZTATYYQFSA-N	872.6506362			MMDBc0046680
BASm0033470	PG(15:1(9Z)/28:1(9Z))	PG(15:1(9Z)/28:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/28:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C49H93O10P	InChI=1S/C49H93O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-16-14-12-10-8-6-4-2/h12,14,26-27,46-47,50-51H,3-11,13,15-25,28-45H2,1-2H3,(H,54,55)/b14-12-,27-26-/t46-,47+/m0/s1	OQTFTPSGXBUNAW-RVYQRTPESA-N	872.6506362			MMDBc0046681
BASm0033471	PG(15:1(9Z)/29:0)	PG(15:1(9Z)/29:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/29:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one nonacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C50H97O10P	InChI=1S/C50H97O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-16-14-12-10-8-6-4-2/h12,14,47-48,51-52H,3-11,13,15-46H2,1-2H3,(H,55,56)/b14-12-/t47-,48+/m0/s1	VJANHDWEDYEIBF-LHAVPFPESA-N	888.6819363			MMDBc0046682
BASm0033472	PG(15:1(9Z)/30:0)	PG(15:1(9Z)/30:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/30:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C51H99O10P	InChI=1S/C51H99O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-16-14-12-10-8-6-4-2/h12,14,48-49,52-53H,3-11,13,15-47H2,1-2H3,(H,56,57)/b14-12-/t48-,49+/m0/s1	QDUAMVQPDIDIER-ZXTPGJCISA-N	902.6975864			MMDBc0046683
BASm0033473	PG(16:0/16:1(11Z))	PG(16:0/16:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/16:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C38H73O10P	InChI=1S/C38H73O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(41)45-33-36(34-47-49(43,44)46-32-35(40)31-39)48-38(42)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h10,12,35-36,39-40H,3-9,11,13-34H2,1-2H3,(H,43,44)/b12-10-/t35-,36+/m0/s1	DJFPNCZPVOWEMA-PTINEBJGSA-N	720.4941355			MMDBc0046684
BASm0033474	PG(16:0/20:0)	PG(16:0/20:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/20:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C42H83O10P	InChI=1S/C42H83O10P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-42(46)52-40(38-51-53(47,48)50-36-39(44)35-43)37-49-41(45)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h39-40,43-44H,3-38H2,1-2H3,(H,47,48)/t39-,40+/m0/s1	KSRFHCUKUWGRGC-IOLBBIBUSA-N	778.5723859			MMDBc0046685
BASm0033475	PG(16:0/20:1(11Z))	PG(16:0/20:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/20:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C42H81O10P	InChI=1S/C42H81O10P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-42(46)52-40(38-51-53(47,48)50-36-39(44)35-43)37-49-41(45)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h17-18,39-40,43-44H,3-16,19-38H2,1-2H3,(H,47,48)/b18-17-/t39-,40+/m0/s1	XHUUPRHHMXDUAE-QVEKJMDDSA-N	776.5567358			MMDBc0046686
BASm0033476	PG(16:0/20:1(13Z))	PG(16:0/20:1(13Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/20:1(13Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C42H81O10P	InChI=1S/C42H81O10P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-42(46)52-40(38-51-53(47,48)50-36-39(44)35-43)37-49-41(45)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h13,15,39-40,43-44H,3-12,14,16-38H2,1-2H3,(H,47,48)/b15-13-/t39-,40+/m0/s1	RGZFFDLEQPUVGB-KZUSSCLUSA-N	776.5567358			MMDBc0046687
BASm0033477	PG(16:0/22:0)	PG(16:0/22:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/22:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C44H87O10P	InChI=1S/C44H87O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h41-42,45-46H,3-40H2,1-2H3,(H,49,50)/t41-,42+/m0/s1	AVYCPFCVUIQANK-ACEXITHZSA-N	806.603686			MMDBc0046688
BASm0033478	PG(16:0/22:1(11Z))	PG(16:0/22:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/22:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C44H85O10P	InChI=1S/C44H85O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h19-20,41-42,45-46H,3-18,21-40H2,1-2H3,(H,49,50)/b20-19-/t41-,42+/m0/s1	AUERNCRHCUXEIL-NQGRZYFCSA-N	804.5880359			MMDBc0046689
BASm0033479	PG(16:0/22:1(9Z))	PG(16:0/22:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/22:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C44H85O10P	InChI=1S/C44H85O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h21-22,41-42,45-46H,3-20,23-40H2,1-2H3,(H,49,50)/b22-21-/t41-,42+/m0/s1	IVKQTOPEEGLYQN-HIPHWUADSA-N	804.5880359			MMDBc0046690
BASm0033480	PG(16:0/23:1(11Z))	PG(16:0/23:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/23:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C45H87O10P	InChI=1S/C45H87O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-45(49)55-43(41-54-56(50,51)53-39-42(47)38-46)40-52-44(48)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2/h20-21,42-43,46-47H,3-19,22-41H2,1-2H3,(H,50,51)/b21-20-/t42-,43+/m0/s1	GLZWIVBRTLWFIB-VHQGHFKLSA-N	818.603686			MMDBc0046691
BASm0033481	PG(16:0/23:1(9Z))	PG(16:0/23:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/23:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C45H87O10P	InChI=1S/C45H87O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-45(49)55-43(41-54-56(50,51)53-39-42(47)38-46)40-52-44(48)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2/h22-23,42-43,46-47H,3-21,24-41H2,1-2H3,(H,50,51)/b23-22-/t42-,43+/m0/s1	NNKIIXDAWZZTKW-SYYXUPLNSA-N	818.603686			MMDBc0046692
BASm0033482	PG(16:0/24:0)	PG(16:0/24:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/24:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C46H91O10P	InChI=1S/C46H91O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h43-44,47-48H,3-42H2,1-2H3,(H,51,52)/t43-,44+/m0/s1	FEXDMFIRBPKEDU-JCGOJSMZSA-N	834.6349861			MMDBc0046693
BASm0033483	PG(16:0/24:1(11Z))	PG(16:0/24:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/24:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C46H89O10P	InChI=1S/C46H89O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h21-22,43-44,47-48H,3-20,23-42H2,1-2H3,(H,51,52)/b22-21-/t43-,44+/m0/s1	PPVZKIMYTFQRRH-NNXZWGAYSA-N	832.6193361			MMDBc0046694
BASm0033484	PG(16:0/24:1(9Z))	PG(16:0/24:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/24:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C46H89O10P	InChI=1S/C46H89O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h23-24,43-44,47-48H,3-22,25-42H2,1-2H3,(H,51,52)/b24-23-/t43-,44+/m0/s1	LANNMGOLRARYQU-YPJVFMQMSA-N	832.6193361			MMDBc0046695
BASm0033485	PG(16:0/25:0)	PG(16:0/25:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/25:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C47H93O10P	InChI=1S/C47H93O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-47(51)57-45(43-56-58(52,53)55-41-44(49)40-48)42-54-46(50)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h44-45,48-49H,3-43H2,1-2H3,(H,52,53)/t44-,45+/m0/s1	VULMEIAEHJKFAV-YWPUXERESA-N	848.6506362			MMDBc0046696
BASm0033486	PG(16:0/25:1(11Z))	PG(16:0/25:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/25:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C47H91O10P	InChI=1S/C47H91O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-47(51)57-45(43-56-58(52,53)55-41-44(49)40-48)42-54-46(50)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h22-23,44-45,48-49H,3-21,24-43H2,1-2H3,(H,52,53)/b23-22-/t44-,45+/m0/s1	PKNXPTZWLNNUPQ-LFNOUPMISA-N	846.6349861			MMDBc0046697
BASm0033487	PG(16:0/25:1(9Z))	PG(16:0/25:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/25:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C47H91O10P	InChI=1S/C47H91O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-47(51)57-45(43-56-58(52,53)55-41-44(49)40-48)42-54-46(50)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h24-25,44-45,48-49H,3-23,26-43H2,1-2H3,(H,52,53)/b25-24-/t44-,45+/m0/s1	DKLYTNPHVHUIBF-NFALVZPNSA-N	846.6349861			MMDBc0046698
BASm0033488	PG(16:0/26:0)	PG(16:0/26:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/26:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C48H95O10P	InChI=1S/C48H95O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2/h45-46,49-50H,3-44H2,1-2H3,(H,53,54)/t45-,46+/m0/s1	COCAIDOKDGHWKQ-CRCOQUFZSA-N	862.6662863			MMDBc0046699
BASm0033489	PG(16:0/26:1(11Z))	PG(16:0/26:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/26:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C48H93O10P	InChI=1S/C48H93O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2/h22-23,45-46,49-50H,3-21,24-44H2,1-2H3,(H,53,54)/b23-22-/t45-,46+/m0/s1	WOKGCPWDYUDXQJ-JPMNJCBTSA-N	860.6506362			MMDBc0046700
BASm0033490	PG(16:0/26:1(9Z))	PG(16:0/26:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/26:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C49H95O10P	InChI=1S/C49H95O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h25-26,46-47,50-51H,3-24,27-45H2,1-2H3,(H,54,55)/b26-25-/t46-,47+/m0/s1	BPRCGSWEIPIUAM-OFQTUSFXSA-N	874.6662863			MMDBc0046701
BASm0033491	PG(16:0/27:0)	PG(16:0/27:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/27:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C49H97O10P	InChI=1S/C49H97O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h46-47,50-51H,3-45H2,1-2H3,(H,54,55)/t46-,47+/m0/s1	PYQRPEMEZUWHJB-KBRGEABDSA-N	876.6819363			MMDBc0046702
BASm0033492	PG(16:0/27:1(11Z))	PG(16:0/27:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/27:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C49H95O10P	InChI=1S/C49H95O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h24-25,46-47,50-51H,3-23,26-45H2,1-2H3,(H,54,55)/b25-24-/t46-,47+/m0/s1	NGGAIQMDGUZJOV-MEEMCTJZSA-N	874.6662863			MMDBc0046703
BASm0033493	PG(16:0/27:1(9Z))	PG(16:0/27:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/27:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C49H95O10P	InChI=1S/C49H95O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h26-27,46-47,50-51H,3-25,28-45H2,1-2H3,(H,54,55)/b27-26-/t46-,47+/m0/s1	BEVRPTJXYNNYIA-ARRSUZSOSA-N	874.6662863			MMDBc0046704
BASm0033494	PG(16:0/28:0)	PG(16:0/28:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/28:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C50H99O10P	InChI=1S/C50H99O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h47-48,51-52H,3-46H2,1-2H3,(H,55,56)/t47-,48+/m0/s1	LZNXBLKAJYOTEC-JYHRMSDVSA-N	890.6975864			MMDBc0046705
BASm0033495	PG(16:0/28:1(11Z))	PG(16:0/28:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/28:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C50H97O10P	InChI=1S/C50H97O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h24-25,47-48,51-52H,3-23,26-46H2,1-2H3,(H,55,56)/b25-24-/t47-,48+/m0/s1	DEBHNWMJAWVMQK-KYWAPQMKSA-N	888.6819363			MMDBc0046706
BASm0033496	PG(16:0/28:1(9Z))	PG(16:0/28:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/28:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C50H97O10P	InChI=1S/C50H97O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h26-27,47-48,51-52H,3-25,28-46H2,1-2H3,(H,55,56)/b27-26-/t47-,48+/m0/s1	XBUAQLGBVVZDKA-QGSOGAJFSA-N	888.6819363			MMDBc0046707
BASm0033497	PG(16:0/29:0)	PG(16:0/29:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/29:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one nonacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C51H101O10P	InChI=1S/C51H101O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-16-14-12-10-8-6-4-2/h48-49,52-53H,3-47H2,1-2H3,(H,56,57)/t48-,49+/m0/s1	RJPYWFNBTUWONW-NXWRKTHKSA-N	904.7132365			MMDBc0046708
BASm0033498	PG(16:0/30:0)	PG(16:0/30:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/30:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C52H103O10P	InChI=1S/C52H103O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-52(56)62-50(48-61-63(57,58)60-46-49(54)45-53)47-59-51(55)43-41-39-37-35-33-31-16-14-12-10-8-6-4-2/h49-50,53-54H,3-48H2,1-2H3,(H,57,58)/t49-,50+/m0/s1	UKRFJKLSMKSRKE-LOYCUKJKSA-N	918.7288865			MMDBc0046709
BASm0033499	PG(16:1(11Z)/16:1(11Z))	PG(16:1(11Z)/16:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/16:1(11Z)), in particular, consists of two 11Z-hexadecenoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C38H71O10P	InChI=1S/C38H71O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(41)45-33-36(34-47-49(43,44)46-32-35(40)31-39)48-38(42)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h9-12,35-36,39-40H,3-8,13-34H2,1-2H3,(H,43,44)/b11-9-,12-10-/t35-,36+/m0/s1	VQPXLARVQGVXLS-RCISCIBQSA-N	718.4784855			MMDBc0046710
BASm0033500	PG(16:1(11Z)/16:1(9Z))	PG(16:1(11Z)/16:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C38H71O10P	InChI=1S/C38H71O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(41)45-33-36(34-47-49(43,44)46-32-35(40)31-39)48-38(42)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h9,11,14,16,35-36,39-40H,3-8,10,12-13,15,17-34H2,1-2H3,(H,43,44)/b11-9-,16-14-/t35-,36+/m0/s1	OQQUXHFRQBFDPV-LFXJRIHWSA-N	718.4784855			MMDBc0046711
BASm0033501	PG(16:1(11Z)/18:0)	PG(16:1(11Z)/18:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/18:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC	C40H77O10P	InChI=1S/C40H77O10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h10,12,37-38,41-42H,3-9,11,13-36H2,1-2H3,(H,45,46)/b12-10-/t37-,38+/m0/s1	SYFAESDADSTGRB-DETHTZBZSA-N	748.5254357			MMDBc0046712
BASm0033502	PG(16:1(11Z)/18:1(11Z))	PG(16:1(11Z)/18:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/18:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C40H75O10P	InChI=1S/C40H75O10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h10,12-13,15,37-38,41-42H,3-9,11,14,16-36H2,1-2H3,(H,45,46)/b12-10-,15-13-/t37-,38+/m0/s1	ALVCRHXRTVVOHD-GUVOHHCRSA-N	746.5097856			MMDBc0046713
BASm0033503	PG(16:1(11Z)/18:1(9Z))	PG(16:1(11Z)/18:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C40H75O10P	InChI=1S/C40H75O10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h10,12,17-18,37-38,41-42H,3-9,11,13-16,19-36H2,1-2H3,(H,45,46)/b12-10-,18-17-/t37-,38+/m0/s1	UPSBPRFKFOPTPK-HDDBSNQISA-N	746.5097856			MMDBc0046714
BASm0033504	PG(16:1(11Z)/20:0)	PG(16:1(11Z)/20:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/20:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C42H81O10P	InChI=1S/C42H81O10P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-42(46)52-40(38-51-53(47,48)50-36-39(44)35-43)37-49-41(45)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h10,12,39-40,43-44H,3-9,11,13-38H2,1-2H3,(H,47,48)/b12-10-/t39-,40+/m0/s1	BYJNAIQLXKAJGH-IQTDMNHTSA-N	776.5567358			MMDBc0046715
BASm0033505	PG(16:1(11Z)/20:1(11Z))	PG(16:1(11Z)/20:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C42H79O10P	InChI=1S/C42H79O10P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-42(46)52-40(38-51-53(47,48)50-36-39(44)35-43)37-49-41(45)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h10,12,17-18,39-40,43-44H,3-9,11,13-16,19-38H2,1-2H3,(H,47,48)/b12-10-,18-17-/t39-,40+/m0/s1	LTGLHRHGZWDHLO-ZNAWEYGQSA-N	774.5410857			MMDBc0046716
BASm0033506	PG(16:1(11Z)/20:1(13Z))	PG(16:1(11Z)/20:1(13Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C42H79O10P	InChI=1S/C42H79O10P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-42(46)52-40(38-51-53(47,48)50-36-39(44)35-43)37-49-41(45)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h10,12-13,15,39-40,43-44H,3-9,11,14,16-38H2,1-2H3,(H,47,48)/b12-10-,15-13-/t39-,40+/m0/s1	CIKRQLYXWZGJJY-NUVUCNGESA-N	774.5410857			MMDBc0046717
BASm0033507	PG(16:1(11Z)/22:0)	PG(16:1(11Z)/22:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/22:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C44H85O10P	InChI=1S/C44H85O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h10,12,41-42,45-46H,3-9,11,13-40H2,1-2H3,(H,49,50)/b12-10-/t41-,42+/m0/s1	YQAXDCNUNPGIFJ-GCGFNATCSA-N	804.5880359			MMDBc0046718
BASm0033508	PG(16:1(11Z)/22:1(11Z))	PG(16:1(11Z)/22:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/22:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C44H83O10P	InChI=1S/C44H83O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h10,12,19-20,41-42,45-46H,3-9,11,13-18,21-40H2,1-2H3,(H,49,50)/b12-10-,20-19-/t41-,42+/m0/s1	GWFKQJMVYWWTCU-PSUXHKDWSA-N	802.5723859			MMDBc0046719
BASm0033509	PG(16:1(11Z)/22:1(9Z))	PG(16:1(11Z)/22:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/22:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C44H83O10P	InChI=1S/C44H83O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h10,12,21-22,41-42,45-46H,3-9,11,13-20,23-40H2,1-2H3,(H,49,50)/b12-10-,22-21-/t41-,42+/m0/s1	RBNUODNITARQPT-OEYZKPBJSA-N	802.5723859			MMDBc0046720
BASm0033510	PG(16:1(11Z)/23:1(11Z))	PG(16:1(11Z)/23:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/23:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C45H85O10P	InChI=1S/C45H85O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-45(49)55-43(41-54-56(50,51)53-39-42(47)38-46)40-52-44(48)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2/h10,12,20-21,42-43,46-47H,3-9,11,13-19,22-41H2,1-2H3,(H,50,51)/b12-10-,21-20-/t42-,43+/m0/s1	VWDYDGBOFIFPQW-GSZCXLFZSA-N	816.5880359			MMDBc0046721
BASm0033511	PG(16:1(11Z)/23:1(9Z))	PG(16:1(11Z)/23:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/23:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C45H85O10P	InChI=1S/C45H85O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-45(49)55-43(41-54-56(50,51)53-39-42(47)38-46)40-52-44(48)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2/h10,12,22-23,42-43,46-47H,3-9,11,13-21,24-41H2,1-2H3,(H,50,51)/b12-10-,23-22-/t42-,43+/m0/s1	OKFBIEFPKBUYDQ-AUAOUSCBSA-N	816.5880359			MMDBc0046722
BASm0033512	PG(16:1(11Z)/24:0)	PG(16:1(11Z)/24:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/24:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C46H89O10P	InChI=1S/C46H89O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h10,12,43-44,47-48H,3-9,11,13-42H2,1-2H3,(H,51,52)/b12-10-/t43-,44+/m0/s1	VJBNBZQTORGIOT-HRZDLXMZSA-N	832.6193361			MMDBc0046723
BASm0033513	PG(16:1(11Z)/24:1(11Z))	PG(16:1(11Z)/24:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/24:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C46H87O10P	InChI=1S/C46H87O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h10,12,21-22,43-44,47-48H,3-9,11,13-20,23-42H2,1-2H3,(H,51,52)/b12-10-,22-21-/t43-,44+/m0/s1	PHYSFYXHPKQGLS-JTBIMROGSA-N	830.603686			MMDBc0046724
BASm0033514	PG(16:1(11Z)/24:1(9Z))	PG(16:1(11Z)/24:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C46H87O10P	InChI=1S/C46H87O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h10,12,23-24,43-44,47-48H,3-9,11,13-22,25-42H2,1-2H3,(H,51,52)/b12-10-,24-23-/t43-,44+/m0/s1	PMXJEEWXVOJTIS-RBLJUDOVSA-N	830.603686			MMDBc0046725
BASm0033515	PG(16:1(11Z)/25:0)	PG(16:1(11Z)/25:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/25:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C47H91O10P	InChI=1S/C47H91O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-47(51)57-45(43-56-58(52,53)55-41-44(49)40-48)42-54-46(50)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h10,12,44-45,48-49H,3-9,11,13-43H2,1-2H3,(H,52,53)/b12-10-/t44-,45+/m0/s1	UFZWODWATJTZID-PPUQCTKFSA-N	846.6349861			MMDBc0046726
BASm0033516	PG(16:1(11Z)/25:1(11Z))	PG(16:1(11Z)/25:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/25:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C47H89O10P	InChI=1S/C47H89O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-47(51)57-45(43-56-58(52,53)55-41-44(49)40-48)42-54-46(50)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h10,12,22-23,44-45,48-49H,3-9,11,13-21,24-43H2,1-2H3,(H,52,53)/b12-10-,23-22-/t44-,45+/m0/s1	DFASJLFURMBWTF-FQVJVPMVSA-N	844.6193361			MMDBc0046727
BASm0033517	PG(16:1(11Z)/25:1(9Z))	PG(16:1(11Z)/25:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/25:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C47H89O10P	InChI=1S/C47H89O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-47(51)57-45(43-56-58(52,53)55-41-44(49)40-48)42-54-46(50)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h10,12,24-25,44-45,48-49H,3-9,11,13-23,26-43H2,1-2H3,(H,52,53)/b12-10-,25-24-/t44-,45+/m0/s1	UUJFLISWDWONEB-YEQRYHCYSA-N	844.6193361			MMDBc0046728
BASm0033518	PG(16:1(11Z)/26:0)	PG(16:1(11Z)/26:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/26:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C48H93O10P	InChI=1S/C48H93O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2/h10,12,45-46,49-50H,3-9,11,13-44H2,1-2H3,(H,53,54)/b12-10-/t45-,46+/m0/s1	RVOIAFQSCBBIBR-IOVCXDDOSA-N	860.6506362			MMDBc0046729
BASm0033519	PG(16:1(11Z)/26:1(11Z))	PG(16:1(11Z)/26:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/26:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C48H91O10P	InChI=1S/C48H91O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2/h10,12,22-23,45-46,49-50H,3-9,11,13-21,24-44H2,1-2H3,(H,53,54)/b12-10-,23-22-/t45-,46+/m0/s1	AAVNRFHKOHSFRA-CYDZBUPYSA-N	858.6349861			MMDBc0046730
BASm0033520	PG(16:1(11Z)/26:1(9Z))	PG(16:1(11Z)/26:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/26:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C49H93O10P	InChI=1S/C49H93O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h10,12,25-26,46-47,50-51H,3-9,11,13-24,27-45H2,1-2H3,(H,54,55)/b12-10-,26-25-/t46-,47+/m0/s1	VZPCEGVQWZLNMM-FFCIHJNYSA-N	872.6506362			MMDBc0046731
BASm0033521	PG(16:1(11Z)/27:0)	PG(16:1(11Z)/27:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/27:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C49H95O10P	InChI=1S/C49H95O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h10,12,46-47,50-51H,3-9,11,13-45H2,1-2H3,(H,54,55)/b12-10-/t46-,47+/m0/s1	OFTRXNUYQNLCCH-LJBOZVPUSA-N	874.6662863			MMDBc0046732
BASm0033522	PG(16:1(11Z)/27:1(11Z))	PG(16:1(11Z)/27:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/27:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C49H93O10P	InChI=1S/C49H93O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h10,12,24-25,46-47,50-51H,3-9,11,13-23,26-45H2,1-2H3,(H,54,55)/b12-10-,25-24-/t46-,47+/m0/s1	WXAVIJWWCOYVNC-ZNKQJQBJSA-N	872.6506362			MMDBc0046733
BASm0033523	PG(16:1(11Z)/27:1(9Z))	PG(16:1(11Z)/27:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/27:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C49H93O10P	InChI=1S/C49H93O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h10,12,26-27,46-47,50-51H,3-9,11,13-25,28-45H2,1-2H3,(H,54,55)/b12-10-,27-26-/t46-,47+/m0/s1	IDFJFFRXECFMRO-ARQWNQBWSA-N	872.6506362			MMDBc0046734
BASm0033524	PG(16:1(11Z)/28:0)	PG(16:1(11Z)/28:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/28:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C50H97O10P	InChI=1S/C50H97O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h10,12,47-48,51-52H,3-9,11,13-46H2,1-2H3,(H,55,56)/b12-10-/t47-,48+/m0/s1	FKKWHIGGMCHOQZ-IEXAVDFFSA-N	888.6819363			MMDBc0046735
BASm0033525	PG(16:1(11Z)/28:1(11Z))	PG(16:1(11Z)/28:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/28:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C50H95O10P	InChI=1S/C50H95O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h10,12,24-25,47-48,51-52H,3-9,11,13-23,26-46H2,1-2H3,(H,55,56)/b12-10-,25-24-/t47-,48+/m0/s1	PQHMRMJYTWMRAH-VBKZGMCISA-N	886.6662863			MMDBc0046736
BASm0033526	PG(16:1(11Z)/28:1(9Z))	PG(16:1(11Z)/28:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/28:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C50H95O10P	InChI=1S/C50H95O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h10,12,26-27,47-48,51-52H,3-9,11,13-25,28-46H2,1-2H3,(H,55,56)/b12-10-,27-26-/t47-,48+/m0/s1	DLRURVGHOLTGKH-OBIHHQGUSA-N	886.6662863			MMDBc0046737
BASm0033527	PG(16:1(11Z)/29:0)	PG(16:1(11Z)/29:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/29:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one nonacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C51H99O10P	InChI=1S/C51H99O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-16-14-12-10-8-6-4-2/h10,12,48-49,52-53H,3-9,11,13-47H2,1-2H3,(H,56,57)/b12-10-/t48-,49+/m0/s1	ALECMAXMWZUZGB-ODEAQJSNSA-N	902.6975864			MMDBc0046738
BASm0033528	PG(16:1(11Z)/30:0)	PG(16:1(11Z)/30:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/30:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C52H101O10P	InChI=1S/C52H101O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-52(56)62-50(48-61-63(57,58)60-46-49(54)45-53)47-59-51(55)43-41-39-37-35-33-31-16-14-12-10-8-6-4-2/h10,12,49-50,53-54H,3-9,11,13-48H2,1-2H3,(H,57,58)/b12-10-/t49-,50+/m0/s1	NAFRDNXCECYYCA-RTUQYELPSA-N	916.7132365			MMDBc0046739
BASm0033529	PG(16:1(9Z)/16:1(11Z))	PG(16:1(9Z)/16:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C38H71O10P	InChI=1S/C38H71O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(41)45-33-36(34-47-49(43,44)46-32-35(40)31-39)48-38(42)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h10,12-13,15,35-36,39-40H,3-9,11,14,16-34H2,1-2H3,(H,43,44)/b12-10-,15-13-/t35-,36+/m0/s1	RTBLHFWFTZNXJJ-SENLQETESA-N	718.4784855			MMDBc0046740
BASm0033530	PG(16:1(9Z)/18:0)	PG(16:1(9Z)/18:0) is a phosphatidylglycerol or glycerophospholipid (PG or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(16:1(9Z)/18:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of stearic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PG also serves as a precursor for the synthesis of cardiolipin. PG is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C40H77O10P	InChI=1S/C40H77O10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h14,16,37-38,41-42H,3-13,15,17-36H2,1-2H3,(H,45,46)/b16-14-/t37-,38+/m0/s1	UTZFGBMGFFOIGB-QCMQKWBUSA-N	748.5254352			MMDBc0046741
BASm0033531	PG(16:1(9Z)/20:0)	PG(16:1(9Z)/20:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/20:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C42H81O10P	InChI=1S/C42H81O10P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-42(46)52-40(38-51-53(47,48)50-36-39(44)35-43)37-49-41(45)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h14,16,39-40,43-44H,3-13,15,17-38H2,1-2H3,(H,47,48)/b16-14-/t39-,40+/m0/s1	UEFJRIMACPDCHB-KBTQSRGQSA-N	776.5567358			MMDBc0046742
BASm0033532	PG(16:1(9Z)/20:1(11Z))	PG(16:1(9Z)/20:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C42H79O10P	InChI=1S/C42H79O10P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-42(46)52-40(38-51-53(47,48)50-36-39(44)35-43)37-49-41(45)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h14,16-18,39-40,43-44H,3-13,15,19-38H2,1-2H3,(H,47,48)/b16-14-,18-17-/t39-,40+/m0/s1	RGDBTGONENRCCN-IAMWQIMGSA-N	774.5410857			MMDBc0046743
BASm0033533	PG(16:1(9Z)/20:1(13Z))	PG(16:1(9Z)/20:1(13Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C42H79O10P	InChI=1S/C42H79O10P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-42(46)52-40(38-51-53(47,48)50-36-39(44)35-43)37-49-41(45)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h13-16,39-40,43-44H,3-12,17-38H2,1-2H3,(H,47,48)/b15-13-,16-14-/t39-,40+/m0/s1	FQGBRDIIFMMXLN-HKFASTTNSA-N	774.5410857			MMDBc0046744
BASm0033534	PG(16:1(9Z)/22:0)	PG(16:1(9Z)/22:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/22:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C44H85O10P	InChI=1S/C44H85O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h14,16,41-42,45-46H,3-13,15,17-40H2,1-2H3,(H,49,50)/b16-14-/t41-,42+/m0/s1	POBONBHLDYGTCT-HKROHRCGSA-N	804.5880359			MMDBc0046745
BASm0033535	PG(16:1(9Z)/22:1(11Z))	PG(16:1(9Z)/22:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/22:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C44H83O10P	InChI=1S/C44H83O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h14,16,19-20,41-42,45-46H,3-13,15,17-18,21-40H2,1-2H3,(H,49,50)/b16-14-,20-19-/t41-,42+/m0/s1	DNINWUYYAJTKCD-KVAIXNFWSA-N	802.5723859			MMDBc0046746
BASm0033536	PG(16:1(9Z)/22:1(9Z))	PG(16:1(9Z)/22:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/22:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C44H83O10P	InChI=1S/C44H83O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h14,16,21-22,41-42,45-46H,3-13,15,17-20,23-40H2,1-2H3,(H,49,50)/b16-14-,22-21-/t41-,42+/m0/s1	SDJDDGMUVROXOE-CRINWCMJSA-N	802.5723859			MMDBc0046747
BASm0033537	PG(16:1(9Z)/23:1(11Z))	PG(16:1(9Z)/23:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/23:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C45H85O10P	InChI=1S/C45H85O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-45(49)55-43(41-54-56(50,51)53-39-42(47)38-46)40-52-44(48)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2/h14,16,20-21,42-43,46-47H,3-13,15,17-19,22-41H2,1-2H3,(H,50,51)/b16-14-,21-20-/t42-,43+/m0/s1	MGGBNJFMXVPELC-ZFFOJRFGSA-N	816.5880359			MMDBc0046748
BASm0033538	PG(16:1(9Z)/23:1(9Z))	PG(16:1(9Z)/23:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/23:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C45H85O10P	InChI=1S/C45H85O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-45(49)55-43(41-54-56(50,51)53-39-42(47)38-46)40-52-44(48)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2/h14,16,22-23,42-43,46-47H,3-13,15,17-21,24-41H2,1-2H3,(H,50,51)/b16-14-,23-22-/t42-,43+/m0/s1	VLQAYFANBQDJOQ-CCZLJDPJSA-N	816.5880359			MMDBc0046749
BASm0033539	PG(16:1(9Z)/24:0)	PG(16:1(9Z)/24:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/24:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C46H89O10P	InChI=1S/C46H89O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h14,16,43-44,47-48H,3-13,15,17-42H2,1-2H3,(H,51,52)/b16-14-/t43-,44+/m0/s1	VELSYOYNOKGVGJ-KZAVIKCJSA-N	832.6193361			MMDBc0046750
BASm0033540	PG(16:1(9Z)/24:1(11Z))	PG(16:1(9Z)/24:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C46H87O10P	InChI=1S/C46H87O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h14,16,21-22,43-44,47-48H,3-13,15,17-20,23-42H2,1-2H3,(H,51,52)/b16-14-,22-21-/t43-,44+/m0/s1	OLESSEMCDCMRNS-SRZRSAPRSA-N	830.603686			MMDBc0046751
BASm0033541	PG(16:1(9Z)/24:1(9Z))	PG(16:1(9Z)/24:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/24:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C46H87O10P	InChI=1S/C46H87O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h14,16,23-24,43-44,47-48H,3-13,15,17-22,25-42H2,1-2H3,(H,51,52)/b16-14-,24-23-/t43-,44+/m0/s1	OQKHXBXJALJTIQ-XAPYYFBASA-N	830.603686			MMDBc0046752
BASm0033542	PG(16:1(9Z)/25:0)	PG(16:1(9Z)/25:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/25:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C47H91O10P	InChI=1S/C47H91O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-47(51)57-45(43-56-58(52,53)55-41-44(49)40-48)42-54-46(50)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h14,16,44-45,48-49H,3-13,15,17-43H2,1-2H3,(H,52,53)/b16-14-/t44-,45+/m0/s1	BACCOZXZULRPFT-LBRDQHGCSA-N	846.6349861			MMDBc0046753
BASm0033543	PG(16:1(9Z)/25:1(11Z))	PG(16:1(9Z)/25:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/25:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C47H89O10P	InChI=1S/C47H89O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-47(51)57-45(43-56-58(52,53)55-41-44(49)40-48)42-54-46(50)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h14,16,22-23,44-45,48-49H,3-13,15,17-21,24-43H2,1-2H3,(H,52,53)/b16-14-,23-22-/t44-,45+/m0/s1	MCWFFCCSNGFICG-KFGABNGFSA-N	844.6193361			MMDBc0046754
BASm0033544	PG(16:1(9Z)/25:1(9Z))	PG(16:1(9Z)/25:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/25:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C47H89O10P	InChI=1S/C47H89O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-39-47(51)57-45(43-56-58(52,53)55-41-44(49)40-48)42-54-46(50)38-36-34-32-30-28-26-16-14-12-10-8-6-4-2/h14,16,24-25,44-45,48-49H,3-13,15,17-23,26-43H2,1-2H3,(H,52,53)/b16-14-,25-24-/t44-,45+/m0/s1	HDAZNJIZNHUMMR-FUWZIPKLSA-N	844.6193361			MMDBc0046755
BASm0033545	PG(16:1(9Z)/26:0)	PG(16:1(9Z)/26:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/26:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C48H93O10P	InChI=1S/C48H93O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2/h14,16,45-46,49-50H,3-13,15,17-44H2,1-2H3,(H,53,54)/b16-14-/t45-,46+/m0/s1	PBKIKGGEZTZGOA-QJQBILQZSA-N	860.6506362			MMDBc0046756
BASm0033546	PG(16:1(9Z)/26:1(11Z))	PG(16:1(9Z)/26:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/26:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C48H91O10P	InChI=1S/C48H91O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2/h14,16,22-23,45-46,49-50H,3-13,15,17-21,24-44H2,1-2H3,(H,53,54)/b16-14-,23-22-/t45-,46+/m0/s1	VGYLQIILJRFZPZ-VDHJHTAKSA-N	858.6349861			MMDBc0046757
BASm0033547	PG(16:1(9Z)/26:1(9Z))	PG(16:1(9Z)/26:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/26:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C49H93O10P	InChI=1S/C49H93O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h14,16,25-26,46-47,50-51H,3-13,15,17-24,27-45H2,1-2H3,(H,54,55)/b16-14-,26-25-/t46-,47+/m0/s1	GJCMPUPBHOJXFW-MBNULPHWSA-N	872.6506362			MMDBc0046758
BASm0033548	PG(16:1(9Z)/27:0)	PG(16:1(9Z)/27:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/27:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C49H95O10P	InChI=1S/C49H95O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h14,16,46-47,50-51H,3-13,15,17-45H2,1-2H3,(H,54,55)/b16-14-/t46-,47+/m0/s1	MKYDEOBAGCFUAF-SPGUCGRSSA-N	874.6662863			MMDBc0046759
BASm0033549	PG(16:1(9Z)/27:1(11Z))	PG(16:1(9Z)/27:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/27:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C49H93O10P	InChI=1S/C49H93O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h14,16,24-25,46-47,50-51H,3-13,15,17-23,26-45H2,1-2H3,(H,54,55)/b16-14-,25-24-/t46-,47+/m0/s1	KVWFZWKBIBDMJU-YGOWNJQOSA-N	872.6506362			MMDBc0046760
BASm0033550	PG(16:1(9Z)/27:1(9Z))	PG(16:1(9Z)/27:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/27:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C49H93O10P	InChI=1S/C49H93O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-28-16-14-12-10-8-6-4-2/h14,16,26-27,46-47,50-51H,3-13,15,17-25,28-45H2,1-2H3,(H,54,55)/b16-14-,27-26-/t46-,47+/m0/s1	SHZFGNRKRUYFPW-MIJUOHJWSA-N	872.6506362			MMDBc0046761
BASm0033551	PG(16:1(9Z)/28:0)	PG(16:1(9Z)/28:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/28:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C50H97O10P	InChI=1S/C50H97O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h14,16,47-48,51-52H,3-13,15,17-46H2,1-2H3,(H,55,56)/b16-14-/t47-,48+/m0/s1	VVYNIKZABYKKGS-ILCPQPNASA-N	888.6819363			MMDBc0046762
BASm0033552	PG(16:1(9Z)/28:1(11Z))	PG(16:1(9Z)/28:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/28:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C50H95O10P	InChI=1S/C50H95O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h14,16,24-25,47-48,51-52H,3-13,15,17-23,26-46H2,1-2H3,(H,55,56)/b16-14-,25-24-/t47-,48+/m0/s1	OKWMZTAPIYYCIR-YQEBINPISA-N	886.6662863			MMDBc0046763
BASm0033553	PG(16:1(9Z)/28:1(9Z))	PG(16:1(9Z)/28:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/28:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C50H95O10P	InChI=1S/C50H95O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-29-16-14-12-10-8-6-4-2/h14,16,26-27,47-48,51-52H,3-13,15,17-25,28-46H2,1-2H3,(H,55,56)/b16-14-,27-26-/t47-,48+/m0/s1	SNWROHSBROAGLG-OPZFMELOSA-N	886.6662863			MMDBc0046764
BASm0033554	PG(16:1(9Z)/29:0)	PG(16:1(9Z)/29:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/29:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one nonacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C51H99O10P	InChI=1S/C51H99O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-16-14-12-10-8-6-4-2/h14,16,48-49,52-53H,3-13,15,17-47H2,1-2H3,(H,56,57)/b16-14-/t48-,49+/m0/s1	FNMTWBBLKAMPHV-FXROEYIASA-N	902.6975864			MMDBc0046765
BASm0033555	PG(16:1(9Z)/30:0)	PG(16:1(9Z)/30:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/30:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C52H101O10P	InChI=1S/C52H101O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-52(56)62-50(48-61-63(57,58)60-46-49(54)45-53)47-59-51(55)43-41-39-37-35-33-31-16-14-12-10-8-6-4-2/h14,16,49-50,53-54H,3-13,15,17-48H2,1-2H3,(H,57,58)/b16-14-/t49-,50+/m0/s1	JEXSRWJNACEUDE-RWBJDLLOSA-N	916.7132365			MMDBc0046766
BASm0033556	PG(18:0/20:0)	PG(18:0/20:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/20:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C44H87O10P	InChI=1S/C44H87O10P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h41-42,45-46H,3-40H2,1-2H3,(H,49,50)/t41-,42+/m0/s1	FPQWNUSDDZYJOS-ACEXITHZSA-N	806.603686			MMDBc0046767
BASm0033557	PG(18:0/20:1(11Z))	PG(18:0/20:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/20:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C44H85O10P	InChI=1S/C44H85O10P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h17,19,41-42,45-46H,3-16,18,20-40H2,1-2H3,(H,49,50)/b19-17-/t41-,42+/m0/s1	KFVUGBAJFLCPQJ-RBNOWSNYSA-N	804.5880359			MMDBc0046768
BASm0033558	PG(18:0/20:1(13Z))	PG(18:0/20:1(13Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/20:1(13Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C44H85O10P	InChI=1S/C44H85O10P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h13,15,41-42,45-46H,3-12,14,16-40H2,1-2H3,(H,49,50)/b15-13-/t41-,42+/m0/s1	PCJIZXPWFUHJML-HDFAUFARSA-N	804.5880359			MMDBc0046769
BASm0033559	PG(18:0/22:0)	PG(18:0/22:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/22:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C46H91O10P	InChI=1S/C46H91O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h43-44,47-48H,3-42H2,1-2H3,(H,51,52)/t43-,44+/m0/s1	RSSZRVIHQOPTEL-JCGOJSMZSA-N	834.6349861			MMDBc0046770
BASm0033560	PG(18:0/22:1(11Z))	PG(18:0/22:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/22:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C46H89O10P	InChI=1S/C46H89O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h20-21,43-44,47-48H,3-19,22-42H2,1-2H3,(H,51,52)/b21-20-/t43-,44+/m0/s1	MUJNFKGMSFLZCU-KUMHYYHTSA-N	832.6193361			MMDBc0046771
BASm0033561	PG(18:0/22:1(9Z))	PG(18:0/22:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/22:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C46H89O10P	InChI=1S/C46H89O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h22,24,43-44,47-48H,3-21,23,25-42H2,1-2H3,(H,51,52)/b24-22-/t43-,44+/m0/s1	OGASENRUOZZMCW-OTLKRNQFSA-N	832.6193361			MMDBc0046772
BASm0033562	PG(18:0/23:1(11Z))	PG(18:0/23:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/23:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C47H91O10P	InChI=1S/C47H91O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-37-39-47(51)57-45(43-56-58(52,53)55-41-44(49)40-48)42-54-46(50)38-36-34-32-30-28-26-24-18-16-14-12-10-8-6-4-2/h21-22,44-45,48-49H,3-20,23-43H2,1-2H3,(H,52,53)/b22-21-/t44-,45+/m0/s1	ZVFQTDRHSWTEHY-RZOPEFEBSA-N	846.6349861			MMDBc0046773
BASm0033563	PG(18:0/23:1(9Z))	PG(18:0/23:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/23:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C47H91O10P	InChI=1S/C47H91O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-37-39-47(51)57-45(43-56-58(52,53)55-41-44(49)40-48)42-54-46(50)38-36-34-32-30-28-26-24-18-16-14-12-10-8-6-4-2/h23,25,44-45,48-49H,3-22,24,26-43H2,1-2H3,(H,52,53)/b25-23-/t44-,45+/m0/s1	FOAIVSSWGMWCEK-HEJKJXORSA-N	846.6349861			MMDBc0046774
BASm0033564	PG(18:0/24:0)	PG(18:0/24:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/24:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C48H95O10P	InChI=1S/C48H95O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h45-46,49-50H,3-44H2,1-2H3,(H,53,54)/t45-,46+/m0/s1	LRQVVHPJGUXMPN-CRCOQUFZSA-N	862.6662863			MMDBc0046775
BASm0033565	PG(18:0/24:1(11Z))	PG(18:0/24:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/24:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C48H93O10P	InChI=1S/C48H93O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h22-23,45-46,49-50H,3-21,24-44H2,1-2H3,(H,53,54)/b23-22-/t45-,46+/m0/s1	OGRMNMFEXZOARJ-JPMNJCBTSA-N	860.6506362			MMDBc0046776
BASm0033566	PG(18:0/24:1(9Z))	PG(18:0/24:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/24:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C48H93O10P	InChI=1S/C48H93O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h24,26,45-46,49-50H,3-23,25,27-44H2,1-2H3,(H,53,54)/b26-24-/t45-,46+/m0/s1	WAQHQFTZDYXPGS-LDJLYHEQSA-N	860.6506362			MMDBc0046777
BASm0033567	PG(18:0/25:0)	PG(18:0/25:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/25:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C49H97O10P	InChI=1S/C49H97O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h46-47,50-51H,3-45H2,1-2H3,(H,54,55)/t46-,47+/m0/s1	YKRFFEYWSWSJJN-KBRGEABDSA-N	876.6819363			MMDBc0046778
BASm0033568	PG(18:0/25:1(11Z))	PG(18:0/25:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/25:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C49H95O10P	InChI=1S/C49H95O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h23-24,46-47,50-51H,3-22,25-45H2,1-2H3,(H,54,55)/b24-23-/t46-,47+/m0/s1	AXOSCORNFXLBHY-MLUAMGCVSA-N	874.6662863			MMDBc0046779
BASm0033569	PG(18:0/25:1(9Z))	PG(18:0/25:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/25:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C49H95O10P	InChI=1S/C49H95O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h25,27,46-47,50-51H,3-24,26,28-45H2,1-2H3,(H,54,55)/b27-25-/t46-,47+/m0/s1	PTQZZFVWIDKGFQ-CSWVREGMSA-N	874.6662863			MMDBc0046780
BASm0033570	PG(18:0/26:0)	PG(18:0/26:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/26:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C50H99O10P	InChI=1S/C50H99O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-29-27-18-16-14-12-10-8-6-4-2/h47-48,51-52H,3-46H2,1-2H3,(H,55,56)/t47-,48+/m0/s1	JKSOFWCMIILLGS-JYHRMSDVSA-N	890.6975864			MMDBc0046781
BASm0033571	PG(18:0/26:1(11Z))	PG(18:0/26:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/26:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C50H97O10P	InChI=1S/C50H97O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-29-27-18-16-14-12-10-8-6-4-2/h23-24,47-48,51-52H,3-22,25-46H2,1-2H3,(H,55,56)/b24-23-/t47-,48+/m0/s1	MUWFUZBZURKKJS-GPCATYNFSA-N	888.6819363			MMDBc0046782
BASm0033572	PG(18:0/26:1(9Z))	PG(18:0/26:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/26:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C51H99O10P	InChI=1S/C51H99O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h26-27,48-49,52-53H,3-25,28-47H2,1-2H3,(H,56,57)/b27-26-/t48-,49+/m0/s1	OXPCZLNSHIINGC-MXPHLGBZSA-N	902.6975864			MMDBc0046783
BASm0033573	PG(18:0/27:0)	PG(18:0/27:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/27:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C51H101O10P	InChI=1S/C51H101O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h48-49,52-53H,3-47H2,1-2H3,(H,56,57)/t48-,49+/m0/s1	TWZYJEKGGCPBQV-NXWRKTHKSA-N	904.7132365			MMDBc0046784
BASm0033574	PG(18:0/27:1(11Z))	PG(18:0/27:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/27:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C51H99O10P	InChI=1S/C51H99O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h25-26,48-49,52-53H,3-24,27-47H2,1-2H3,(H,56,57)/b26-25-/t48-,49+/m0/s1	XCLYEQOEBZNDJP-IHMVGZEDSA-N	902.6975864			MMDBc0046785
BASm0033575	PG(18:0/27:1(9Z))	PG(18:0/27:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/27:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C51H99O10P	InChI=1S/C51H99O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h27,29,48-49,52-53H,3-26,28,30-47H2,1-2H3,(H,56,57)/b29-27-/t48-,49+/m0/s1	AVMKECGUPKITCR-JQHJBAHHSA-N	902.6975864			MMDBc0046786
BASm0033576	PG(18:0/28:0)	PG(18:0/28:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/28:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C52H103O10P	InChI=1S/C52H103O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-52(56)62-50(48-61-63(57,58)60-46-49(54)45-53)47-59-51(55)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2/h49-50,53-54H,3-48H2,1-2H3,(H,57,58)/t49-,50+/m0/s1	MJDDSZJKSXNFGW-LOYCUKJKSA-N	918.7288865			MMDBc0046787
BASm0033577	PG(18:0/28:1(11Z))	PG(18:0/28:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/28:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C52H101O10P	InChI=1S/C52H101O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-52(56)62-50(48-61-63(57,58)60-46-49(54)45-53)47-59-51(55)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2/h25-26,49-50,53-54H,3-24,27-48H2,1-2H3,(H,57,58)/b26-25-/t49-,50+/m0/s1	HWQIJZVNHHILBV-CWNZETNVSA-N	916.7132365			MMDBc0046788
BASm0033578	PG(18:0/28:1(9Z))	PG(18:0/28:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/28:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C52H101O10P	InChI=1S/C52H101O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-52(56)62-50(48-61-63(57,58)60-46-49(54)45-53)47-59-51(55)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2/h27-28,49-50,53-54H,3-26,29-48H2,1-2H3,(H,57,58)/b28-27-/t49-,50+/m0/s1	YIVMLTJRPDCSCG-FQDKDZDESA-N	916.7132365			MMDBc0046789
BASm0033579	PG(18:0/29:0)	PG(18:0/29:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/29:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one nonacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C53H105O10P	InChI=1S/C53H105O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-18-16-14-12-10-8-6-4-2/h50-51,54-55H,3-49H2,1-2H3,(H,58,59)/t50-,51+/m0/s1	QWJIRLKQEJAHAI-OKPYTHRESA-N	932.7445366			MMDBc0046790
BASm0033580	PG(18:0/30:0)	PG(18:0/30:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/30:0), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C54H107O10P	InChI=1S/C54H107O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-54(58)64-52(50-63-65(59,60)62-48-51(56)47-55)49-61-53(57)45-43-41-39-37-35-33-31-18-16-14-12-10-8-6-4-2/h51-52,55-56H,3-50H2,1-2H3,(H,59,60)/t51-,52+/m0/s1	KRUUOOQESKJODR-MTIDNABOSA-N	946.7601866			MMDBc0046791
BASm0033581	PG(18:1(11Z)/20:0)	PG(18:1(11Z)/20:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/20:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C44H85O10P	InChI=1S/C44H85O10P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h14,16,41-42,45-46H,3-13,15,17-40H2,1-2H3,(H,49,50)/b16-14-/t41-,42+/m0/s1	VMPIRCWCQIGAFP-HKROHRCGSA-N	804.5880359			MMDBc0046792
BASm0033582	PG(18:1(11Z)/20:1(11Z))	PG(18:1(11Z)/20:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C44H83O10P	InChI=1S/C44H83O10P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h14,16-17,19,41-42,45-46H,3-13,15,18,20-40H2,1-2H3,(H,49,50)/b16-14-,19-17-/t41-,42+/m0/s1	WDUXATGRAUOJDL-MITHGEOVSA-N	802.5723859			MMDBc0046793
BASm0033583	PG(18:1(11Z)/20:1(13Z))	PG(18:1(11Z)/20:1(13Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C44H83O10P	InChI=1S/C44H83O10P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h13-16,41-42,45-46H,3-12,17-40H2,1-2H3,(H,49,50)/b15-13-,16-14-/t41-,42+/m0/s1	OVWMQIYFVWNTSO-UQWYEYRYSA-N	802.5723859			MMDBc0046794
BASm0033584	PG(18:1(11Z)/22:0)	PG(18:1(11Z)/22:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/22:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C46H89O10P	InChI=1S/C46H89O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h14,16,43-44,47-48H,3-13,15,17-42H2,1-2H3,(H,51,52)/b16-14-/t43-,44+/m0/s1	CTUJCGCGXMBLOG-KZAVIKCJSA-N	832.6193361			MMDBc0046795
BASm0033585	PG(18:1(11Z)/22:1(11Z))	PG(18:1(11Z)/22:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/22:1(11Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C46H87O10P	InChI=1S/C46H87O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h14,16,20-21,43-44,47-48H,3-13,15,17-19,22-42H2,1-2H3,(H,51,52)/b16-14-,21-20-/t43-,44+/m0/s1	WCTVJQNCYOIXPE-CQKQYXGPSA-N	830.603686			MMDBc0046796
BASm0033586	PG(18:1(11Z)/22:1(9Z))	PG(18:1(11Z)/22:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/22:1(9Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C46H87O10P	InChI=1S/C46H87O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h14,16,22,24,43-44,47-48H,3-13,15,17-21,23,25-42H2,1-2H3,(H,51,52)/b16-14-,24-22-/t43-,44+/m0/s1	LERYJLZJUJYJBP-DCJMYOTPSA-N	830.603686			MMDBc0046797
BASm0033587	PG(18:1(11Z)/23:1(11Z))	PG(18:1(11Z)/23:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/23:1(11Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C47H89O10P	InChI=1S/C47H89O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-37-39-47(51)57-45(43-56-58(52,53)55-41-44(49)40-48)42-54-46(50)38-36-34-32-30-28-26-24-18-16-14-12-10-8-6-4-2/h14,16,21-22,44-45,48-49H,3-13,15,17-20,23-43H2,1-2H3,(H,52,53)/b16-14-,22-21-/t44-,45+/m0/s1	HFAWHCAVZBBJPM-UMLDKBGHSA-N	844.6193361			MMDBc0046798
BASm0033588	PG(18:1(11Z)/23:1(9Z))	PG(18:1(11Z)/23:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/23:1(9Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C47H89O10P	InChI=1S/C47H89O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-37-39-47(51)57-45(43-56-58(52,53)55-41-44(49)40-48)42-54-46(50)38-36-34-32-30-28-26-24-18-16-14-12-10-8-6-4-2/h14,16,23,25,44-45,48-49H,3-13,15,17-22,24,26-43H2,1-2H3,(H,52,53)/b16-14-,25-23-/t44-,45+/m0/s1	FJOUBIJXKLZGNO-YATDYUNNSA-N	844.6193361			MMDBc0046799
BASm0033589	PG(18:1(11Z)/24:0)	PG(18:1(11Z)/24:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/24:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C48H93O10P	InChI=1S/C48H93O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h14,16,45-46,49-50H,3-13,15,17-44H2,1-2H3,(H,53,54)/b16-14-/t45-,46+/m0/s1	AUTLWMAWEYTGDT-QJQBILQZSA-N	860.6506362			MMDBc0046800
BASm0033590	PG(18:1(11Z)/24:1(11Z))	PG(18:1(11Z)/24:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/24:1(11Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C48H91O10P	InChI=1S/C48H91O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h14,16,22-23,45-46,49-50H,3-13,15,17-21,24-44H2,1-2H3,(H,53,54)/b16-14-,23-22-/t45-,46+/m0/s1	WVNYILXZGQKISF-VDHJHTAKSA-N	858.6349861			MMDBc0046801
BASm0033591	PG(18:1(11Z)/24:1(9Z))	PG(18:1(11Z)/24:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C48H91O10P	InChI=1S/C48H91O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h14,16,24,26,45-46,49-50H,3-13,15,17-23,25,27-44H2,1-2H3,(H,53,54)/b16-14-,26-24-/t45-,46+/m0/s1	IEXVEARSGOIDCU-DBIHPETLSA-N	858.6349861			MMDBc0046802
BASm0033592	PG(18:1(11Z)/25:0)	PG(18:1(11Z)/25:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/25:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C49H95O10P	InChI=1S/C49H95O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h14,16,46-47,50-51H,3-13,15,17-45H2,1-2H3,(H,54,55)/b16-14-/t46-,47+/m0/s1	KMSYMHVBJGDNPN-SPGUCGRSSA-N	874.6662863			MMDBc0046803
BASm0033593	PG(18:1(11Z)/25:1(11Z))	PG(18:1(11Z)/25:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/25:1(11Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C49H93O10P	InChI=1S/C49H93O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h14,16,23-24,46-47,50-51H,3-13,15,17-22,25-45H2,1-2H3,(H,54,55)/b16-14-,24-23-/t46-,47+/m0/s1	ZCGCYBMBHLDPAU-QZHIIUMASA-N	872.6506362			MMDBc0046804
BASm0033594	PG(18:1(11Z)/25:1(9Z))	PG(18:1(11Z)/25:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/25:1(9Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C49H93O10P	InChI=1S/C49H93O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h14,16,25,27,46-47,50-51H,3-13,15,17-24,26,28-45H2,1-2H3,(H,54,55)/b16-14-,27-25-/t46-,47+/m0/s1	MVNBFWHFAMIZAI-GZEGJENZSA-N	872.6506362			MMDBc0046805
BASm0033595	PG(18:1(11Z)/26:0)	PG(18:1(11Z)/26:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/26:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C50H97O10P	InChI=1S/C50H97O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-29-27-18-16-14-12-10-8-6-4-2/h14,16,47-48,51-52H,3-13,15,17-46H2,1-2H3,(H,55,56)/b16-14-/t47-,48+/m0/s1	ODMPCDZNKMGFAF-ILCPQPNASA-N	888.6819363			MMDBc0046806
BASm0033596	PG(18:1(11Z)/26:1(11Z))	PG(18:1(11Z)/26:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/26:1(11Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C50H95O10P	InChI=1S/C50H95O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-29-27-18-16-14-12-10-8-6-4-2/h14,16,23-24,47-48,51-52H,3-13,15,17-22,25-46H2,1-2H3,(H,55,56)/b16-14-,24-23-/t47-,48+/m0/s1	JQCQIZAWJRNYBA-WBBKDMMESA-N	886.6662863			MMDBc0046807
BASm0033597	PG(18:1(11Z)/26:1(9Z))	PG(18:1(11Z)/26:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/26:1(9Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C51H97O10P	InChI=1S/C51H97O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h14,16,26-27,48-49,52-53H,3-13,15,17-25,28-47H2,1-2H3,(H,56,57)/b16-14-,27-26-/t48-,49+/m0/s1	GKERYRPIBOCZFA-IOCNWHJKSA-N	900.6819363			MMDBc0046808
BASm0033598	PG(18:1(11Z)/27:0)	PG(18:1(11Z)/27:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/27:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C51H99O10P	InChI=1S/C51H99O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h14,16,48-49,52-53H,3-13,15,17-47H2,1-2H3,(H,56,57)/b16-14-/t48-,49+/m0/s1	OSOOUTJSDNONOT-FXROEYIASA-N	902.6975864			MMDBc0046809
BASm0033599	PG(18:1(11Z)/27:1(11Z))	PG(18:1(11Z)/27:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/27:1(11Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C51H97O10P	InChI=1S/C51H97O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h14,16,25-26,48-49,52-53H,3-13,15,17-24,27-47H2,1-2H3,(H,56,57)/b16-14-,26-25-/t48-,49+/m0/s1	NZLSVMMVYAJMQQ-XPJOFRGWSA-N	900.6819363			MMDBc0046810
BASm0033600	PG(18:1(11Z)/27:1(9Z))	PG(18:1(11Z)/27:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/27:1(9Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C51H97O10P	InChI=1S/C51H97O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h14,16,27,29,48-49,52-53H,3-13,15,17-26,28,30-47H2,1-2H3,(H,56,57)/b16-14-,29-27-/t48-,49+/m0/s1	OCJGBNIHJFZSHU-PKEKWBQMSA-N	900.6819363			MMDBc0046811
BASm0033601	PG(18:1(11Z)/28:0)	PG(18:1(11Z)/28:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/28:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C52H101O10P	InChI=1S/C52H101O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-52(56)62-50(48-61-63(57,58)60-46-49(54)45-53)47-59-51(55)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2/h14,16,49-50,53-54H,3-13,15,17-48H2,1-2H3,(H,57,58)/b16-14-/t49-,50+/m0/s1	POBHKCREKOIOKB-RWBJDLLOSA-N	916.7132365			MMDBc0046812
BASm0033602	PG(18:1(11Z)/28:1(11Z))	PG(18:1(11Z)/28:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/28:1(11Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C52H99O10P	InChI=1S/C52H99O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-52(56)62-50(48-61-63(57,58)60-46-49(54)45-53)47-59-51(55)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2/h14,16,25-26,49-50,53-54H,3-13,15,17-24,27-48H2,1-2H3,(H,57,58)/b16-14-,26-25-/t49-,50+/m0/s1	AAIIJXNIALGZKW-VQPTVZPTSA-N	914.6975864			MMDBc0046813
BASm0033603	PG(18:1(11Z)/28:1(9Z))	PG(18:1(11Z)/28:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/28:1(9Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C52H99O10P	InChI=1S/C52H99O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-52(56)62-50(48-61-63(57,58)60-46-49(54)45-53)47-59-51(55)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2/h14,16,27-28,49-50,53-54H,3-13,15,17-26,29-48H2,1-2H3,(H,57,58)/b16-14-,28-27-/t49-,50+/m0/s1	ZGSSHBMQTCBLGO-AIUYKSBHSA-N	914.6975864			MMDBc0046814
BASm0033604	PG(18:1(11Z)/29:0)	PG(18:1(11Z)/29:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/29:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one nonacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C53H103O10P	InChI=1S/C53H103O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-18-16-14-12-10-8-6-4-2/h14,16,50-51,54-55H,3-13,15,17-49H2,1-2H3,(H,58,59)/b16-14-/t50-,51+/m0/s1	DWWXCVKJLBKLQL-DPQVHIRYSA-N	930.7288865			MMDBc0046815
BASm0033605	PG(18:1(11Z)/30:0)	PG(18:1(11Z)/30:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(11Z)/30:0), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C54H105O10P	InChI=1S/C54H105O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-54(58)64-52(50-63-65(59,60)62-48-51(56)47-55)49-61-53(57)45-43-41-39-37-35-33-31-18-16-14-12-10-8-6-4-2/h14,16,51-52,55-56H,3-13,15,17-50H2,1-2H3,(H,59,60)/b16-14-/t51-,52+/m0/s1	YEYCQYSEVPEBBA-ACTAVULTSA-N	944.7445366			MMDBc0046816
BASm0033606	PG(18:1(9Z)/20:0)	PG(18:1(9Z)/20:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/20:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C44H85O10P	InChI=1S/C44H85O10P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h18,21,41-42,45-46H,3-17,19-20,22-40H2,1-2H3,(H,49,50)/b21-18-/t41-,42+/m0/s1	BWUBXTWUHNKXLR-NGJZXVFSSA-N	804.5880359			MMDBc0046817
BASm0033607	PG(18:1(9Z)/20:1(11Z))	PG(18:1(9Z)/20:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C44H83O10P	InChI=1S/C44H83O10P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h17-19,21,41-42,45-46H,3-16,20,22-40H2,1-2H3,(H,49,50)/b19-17-,21-18-/t41-,42+/m0/s1	IMCUMKCJDBGHKN-CJIQRTRDSA-N	802.5723859			MMDBc0046818
BASm0033608	PG(18:1(9Z)/20:1(13Z))	PG(18:1(9Z)/20:1(13Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C44H83O10P	InChI=1S/C44H83O10P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h13,15,18,21,41-42,45-46H,3-12,14,16-17,19-20,22-40H2,1-2H3,(H,49,50)/b15-13-,21-18-/t41-,42+/m0/s1	QXDDZOKLACYODF-PVKFVGKISA-N	802.5723859			MMDBc0046819
BASm0033609	PG(18:1(9Z)/22:0)	PG(18:1(9Z)/22:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/22:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C46H89O10P	InChI=1S/C46H89O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h18,23,43-44,47-48H,3-17,19-22,24-42H2,1-2H3,(H,51,52)/b23-18-/t43-,44+/m0/s1	XVPQVGVTNPMAEW-JJQWVWMESA-N	832.6193361			MMDBc0046820
BASm0033610	PG(18:1(9Z)/22:1(11Z))	PG(18:1(9Z)/22:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/22:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C46H87O10P	InChI=1S/C46H87O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h18,20-21,23,43-44,47-48H,3-17,19,22,24-42H2,1-2H3,(H,51,52)/b21-20-,23-18-/t43-,44+/m0/s1	RNBWJNFPRDQWQJ-PIPVPDAXSA-N	830.603686			MMDBc0046821
BASm0033611	PG(18:1(9Z)/22:1(9Z))	PG(18:1(9Z)/22:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/22:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C46H87O10P	InChI=1S/C46H87O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h18,22-24,43-44,47-48H,3-17,19-21,25-42H2,1-2H3,(H,51,52)/b23-18-,24-22-/t43-,44+/m0/s1	MPBYQZQUSUWAOW-GJGHHMKNSA-N	830.603686			MMDBc0046822
BASm0033612	PG(18:1(9Z)/23:1(11Z))	PG(18:1(9Z)/23:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/23:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C47H89O10P	InChI=1S/C47H89O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-37-39-47(51)57-45(43-56-58(52,53)55-41-44(49)40-48)42-54-46(50)38-36-34-32-30-28-26-24-18-16-14-12-10-8-6-4-2/h18,21-22,24,44-45,48-49H,3-17,19-20,23,25-43H2,1-2H3,(H,52,53)/b22-21-,24-18-/t44-,45+/m0/s1	PGNWHOTZCAJLTL-KLKNEHSSSA-N	844.6193361			MMDBc0046823
BASm0033613	PG(18:1(9Z)/23:1(9Z))	PG(18:1(9Z)/23:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/23:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C47H89O10P	InChI=1S/C47H89O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-37-39-47(51)57-45(43-56-58(52,53)55-41-44(49)40-48)42-54-46(50)38-36-34-32-30-28-26-24-18-16-14-12-10-8-6-4-2/h18,23-25,44-45,48-49H,3-17,19-22,26-43H2,1-2H3,(H,52,53)/b24-18-,25-23-/t44-,45+/m0/s1	YFIYUEFBNOJSQO-PXYGIZRFSA-N	844.6193361			MMDBc0046824
BASm0033614	PG(18:1(9Z)/24:0)	PG(18:1(9Z)/24:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/24:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C48H93O10P	InChI=1S/C48H93O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h18,25,45-46,49-50H,3-17,19-24,26-44H2,1-2H3,(H,53,54)/b25-18-/t45-,46+/m0/s1	LXZDFYGOKKOGHZ-BPIQXNBASA-N	860.6506362			MMDBc0046825
BASm0033615	PG(18:1(9Z)/24:1(11Z))	PG(18:1(9Z)/24:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C48H91O10P	InChI=1S/C48H91O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h18,22-23,25,45-46,49-50H,3-17,19-21,24,26-44H2,1-2H3,(H,53,54)/b23-22-,25-18-/t45-,46+/m0/s1	YICCNYNZTFNOOI-WTYVEUCVSA-N	858.6349861			MMDBc0046826
BASm0033616	PG(18:1(9Z)/24:1(9Z))	PG(18:1(9Z)/24:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/24:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C48H91O10P	InChI=1S/C48H91O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h18,24-26,45-46,49-50H,3-17,19-23,27-44H2,1-2H3,(H,53,54)/b25-18-,26-24-/t45-,46+/m0/s1	RWFMKPIRDKVIDG-OJKKRPPPSA-N	858.6349861			MMDBc0046827
BASm0033617	PG(18:1(9Z)/25:0)	PG(18:1(9Z)/25:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/25:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C49H95O10P	InChI=1S/C49H95O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h18,26,46-47,50-51H,3-17,19-25,27-45H2,1-2H3,(H,54,55)/b26-18-/t46-,47+/m0/s1	ACDKJCSMOAJWHJ-OTTCAVILSA-N	874.6662863			MMDBc0046828
BASm0033618	PG(18:1(9Z)/25:1(11Z))	PG(18:1(9Z)/25:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/25:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C49H93O10P	InChI=1S/C49H93O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h18,23-24,26,46-47,50-51H,3-17,19-22,25,27-45H2,1-2H3,(H,54,55)/b24-23-,26-18-/t46-,47+/m0/s1	UCWWJKFOIHWSOZ-XHDSHQRLSA-N	872.6506362			MMDBc0046829
BASm0033619	PG(18:1(9Z)/25:1(9Z))	PG(18:1(9Z)/25:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/25:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C49H93O10P	InChI=1S/C49H93O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h18,25-27,46-47,50-51H,3-17,19-24,28-45H2,1-2H3,(H,54,55)/b26-18-,27-25-/t46-,47+/m0/s1	QWAAPOZPNKTASR-XKCLHVSFSA-N	872.6506362			MMDBc0046830
BASm0033620	PG(18:1(9Z)/26:0)	PG(18:1(9Z)/26:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/26:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C50H97O10P	InChI=1S/C50H97O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-29-27-18-16-14-12-10-8-6-4-2/h18,27,47-48,51-52H,3-17,19-26,28-46H2,1-2H3,(H,55,56)/b27-18-/t47-,48+/m0/s1	WPSATYBPQLOOCU-HLQKKCBJSA-N	888.6819363			MMDBc0046831
BASm0033621	PG(18:1(9Z)/26:1(11Z))	PG(18:1(9Z)/26:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/26:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C50H95O10P	InChI=1S/C50H95O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-29-27-18-16-14-12-10-8-6-4-2/h18,23-24,27,47-48,51-52H,3-17,19-22,25-26,28-46H2,1-2H3,(H,55,56)/b24-23-,27-18-/t47-,48+/m0/s1	NFBPSOYYEFYRES-VGSMIZMDSA-N	886.6662863			MMDBc0046832
BASm0033622	PG(18:1(9Z)/26:1(9Z))	PG(18:1(9Z)/26:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/26:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C51H97O10P	InChI=1S/C51H97O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h18,26-28,48-49,52-53H,3-17,19-25,29-47H2,1-2H3,(H,56,57)/b27-26-,28-18-/t48-,49+/m0/s1	ZXCDBAKEQOOWEI-JDZBJDTCSA-N	900.6819363			MMDBc0046833
BASm0033623	PG(18:1(9Z)/27:0)	PG(18:1(9Z)/27:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/27:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C51H99O10P	InChI=1S/C51H99O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h18,28,48-49,52-53H,3-17,19-27,29-47H2,1-2H3,(H,56,57)/b28-18-/t48-,49+/m0/s1	UGKZFBUBAPGQRT-ORJHIARBSA-N	902.6975864			MMDBc0046834
BASm0033624	PG(18:1(9Z)/27:1(11Z))	PG(18:1(9Z)/27:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/27:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C51H97O10P	InChI=1S/C51H97O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h18,25-26,28,48-49,52-53H,3-17,19-24,27,29-47H2,1-2H3,(H,56,57)/b26-25-,28-18-/t48-,49+/m0/s1	SKEUGVOFRDJLCM-ORWSUGITSA-N	900.6819363			MMDBc0046835
BASm0033625	PG(18:1(9Z)/27:1(9Z))	PG(18:1(9Z)/27:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/27:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C51H97O10P	InChI=1S/C51H97O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-28-18-16-14-12-10-8-6-4-2/h18,27-29,48-49,52-53H,3-17,19-26,30-47H2,1-2H3,(H,56,57)/b28-18-,29-27-/t48-,49+/m0/s1	HEMKEIBUAOFPDF-RLAXMLGISA-N	900.6819363			MMDBc0046836
BASm0033626	PG(18:1(9Z)/28:0)	PG(18:1(9Z)/28:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/28:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C52H101O10P	InChI=1S/C52H101O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-52(56)62-50(48-61-63(57,58)60-46-49(54)45-53)47-59-51(55)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2/h18,29,49-50,53-54H,3-17,19-28,30-48H2,1-2H3,(H,57,58)/b29-18-/t49-,50+/m0/s1	WRPJHVDVVVHTTA-KZTLKSQKSA-N	916.7132365			MMDBc0046837
BASm0033627	PG(18:1(9Z)/28:1(11Z))	PG(18:1(9Z)/28:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/28:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C52H99O10P	InChI=1S/C52H99O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-52(56)62-50(48-61-63(57,58)60-46-49(54)45-53)47-59-51(55)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2/h18,25-26,29,49-50,53-54H,3-17,19-24,27-28,30-48H2,1-2H3,(H,57,58)/b26-25-,29-18-/t49-,50+/m0/s1	IZWAKEWONURWJL-DIMXXSTCSA-N	914.6975864			MMDBc0046838
BASm0033628	PG(18:1(9Z)/28:1(9Z))	PG(18:1(9Z)/28:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/28:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C52H99O10P	InChI=1S/C52H99O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-52(56)62-50(48-61-63(57,58)60-46-49(54)45-53)47-59-51(55)43-41-39-37-35-33-31-29-18-16-14-12-10-8-6-4-2/h18,27-29,49-50,53-54H,3-17,19-26,30-48H2,1-2H3,(H,57,58)/b28-27-,29-18-/t49-,50+/m0/s1	FRACDHXIBWMQPI-IGKRDLMLSA-N	914.6975864			MMDBc0046839
BASm0033629	PG(18:1(9Z)/29:0)	PG(18:1(9Z)/29:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/29:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one nonacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C53H103O10P	InChI=1S/C53H103O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-18-16-14-12-10-8-6-4-2/h18,30,50-51,54-55H,3-17,19-29,31-49H2,1-2H3,(H,58,59)/b30-18-/t50-,51+/m0/s1	GOORSXHSSYBROD-YGQBIYPASA-N	930.7288865			MMDBc0046840
BASm0033630	PG(18:1(9Z)/30:0)	PG(18:1(9Z)/30:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/30:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C54H105O10P	InChI=1S/C54H105O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-54(58)64-52(50-63-65(59,60)62-48-51(56)47-55)49-61-53(57)45-43-41-39-37-35-33-31-18-16-14-12-10-8-6-4-2/h18,31,51-52,55-56H,3-17,19-30,32-50H2,1-2H3,(H,59,60)/b31-18-/t51-,52+/m0/s1	MLOQYNYTBVMAHP-VYDINELGSA-N	944.7445366			MMDBc0046841
BASm0033631	PG(20:0/20:0)	PG(20:0/20:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/20:0), in particular, consists of two eicosanoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C46H91O10P	InChI=1S/C46H91O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-45(49)53-41-44(42-55-57(51,52)54-40-43(48)39-47)56-46(50)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h43-44,47-48H,3-42H2,1-2H3,(H,51,52)/t43-,44+/m0/s1	RRIFVJOWSBHACL-JCGOJSMZSA-N	834.6349861			MMDBc0046842
BASm0033632	PG(20:0/20:1(11Z))	PG(20:0/20:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/20:1(11Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C46H89O10P	InChI=1S/C46H89O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-45(49)53-41-44(42-55-57(51,52)54-40-43(48)39-47)56-46(50)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20,43-44,47-48H,3-17,19,21-42H2,1-2H3,(H,51,52)/b20-18-/t43-,44+/m0/s1	HUWBGYCLXDBBOD-JKACVENISA-N	832.6193361			MMDBc0046843
BASm0033633	PG(20:0/20:1(13Z))	PG(20:0/20:1(13Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/20:1(13Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C46H89O10P	InChI=1S/C46H89O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-45(49)53-41-44(42-55-57(51,52)54-40-43(48)39-47)56-46(50)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,43-44,47-48H,3-13,15,17-42H2,1-2H3,(H,51,52)/b16-14-/t43-,44+/m0/s1	BMXOEFYFMMYJSI-KZAVIKCJSA-N	832.6193361			MMDBc0046844
BASm0033634	PG(20:0/22:0)	PG(20:0/22:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/22:0), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C48H95O10P	InChI=1S/C48H95O10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h45-46,49-50H,3-44H2,1-2H3,(H,53,54)/t45-,46+/m0/s1	DGZMFCXXQXIQKW-CRCOQUFZSA-N	862.6662863			MMDBc0046845
BASm0033635	PG(20:0/22:1(11Z))	PG(20:0/22:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/22:1(11Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C48H93O10P	InChI=1S/C48H93O10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h21-22,45-46,49-50H,3-20,23-44H2,1-2H3,(H,53,54)/b22-21-/t45-,46+/m0/s1	DLQWHKKIBUCCLF-BSXVWLSVSA-N	860.6506362			MMDBc0046846
BASm0033636	PG(20:0/22:1(9Z))	PG(20:0/22:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/22:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C48H93O10P	InChI=1S/C48H93O10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h24,26,45-46,49-50H,3-23,25,27-44H2,1-2H3,(H,53,54)/b26-24-/t45-,46+/m0/s1	JHFWSDLOFCQOMJ-LDJLYHEQSA-N	860.6506362			MMDBc0046847
BASm0033637	PG(20:0/23:1(11Z))	PG(20:0/23:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/23:1(11Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C49H95O10P	InChI=1S/C49H95O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-25-27-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-28-26-24-20-18-16-14-12-10-8-6-4-2/h22-23,46-47,50-51H,3-21,24-45H2,1-2H3,(H,54,55)/b23-22-/t46-,47+/m0/s1	ACRBVLPGZYHCCA-CQMBFPRXSA-N	874.6662863			MMDBc0046848
BASm0033638	PG(20:0/23:1(9Z))	PG(20:0/23:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/23:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C49H95O10P	InChI=1S/C49H95O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-25-27-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-28-26-24-20-18-16-14-12-10-8-6-4-2/h25,27,46-47,50-51H,3-24,26,28-45H2,1-2H3,(H,54,55)/b27-25-/t46-,47+/m0/s1	SDHCQMHEPKXKOR-CSWVREGMSA-N	874.6662863			MMDBc0046849
BASm0033639	PG(20:0/24:0)	PG(20:0/24:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/24:0), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C50H99O10P	InChI=1S/C50H99O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h47-48,51-52H,3-46H2,1-2H3,(H,55,56)/t47-,48+/m0/s1	FMBMKYSGPYLXJE-JYHRMSDVSA-N	890.6975864			MMDBc0046850
BASm0033640	PG(20:0/24:1(11Z))	PG(20:0/24:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/24:1(11Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C50H97O10P	InChI=1S/C50H97O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h23-24,47-48,51-52H,3-22,25-46H2,1-2H3,(H,55,56)/b24-23-/t47-,48+/m0/s1	COUZLPSVAQOPQY-GPCATYNFSA-N	888.6819363			MMDBc0046851
BASm0033641	PG(20:0/24:1(9Z))	PG(20:0/24:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/24:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C50H97O10P	InChI=1S/C50H97O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h26,28,47-48,51-52H,3-25,27,29-46H2,1-2H3,(H,55,56)/b28-26-/t47-,48+/m0/s1	LUDDQQJFTLGSSX-DZOMOXJHSA-N	888.6819363			MMDBc0046852
BASm0033642	PG(20:0/25:0)	PG(20:0/25:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/25:0), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C51H101O10P	InChI=1S/C51H101O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2/h48-49,52-53H,3-47H2,1-2H3,(H,56,57)/t48-,49+/m0/s1	HFRGZCTWQRSMKS-NXWRKTHKSA-N	904.7132365			MMDBc0046853
BASm0033643	PG(20:0/25:1(11Z))	PG(20:0/25:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/25:1(11Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C51H99O10P	InChI=1S/C51H99O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2/h24-25,48-49,52-53H,3-23,26-47H2,1-2H3,(H,56,57)/b25-24-/t48-,49+/m0/s1	ATQPVRAXFKTWEI-RCNZWONGSA-N	902.6975864			MMDBc0046854
BASm0033644	PG(20:0/25:1(9Z))	PG(20:0/25:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/25:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C51H99O10P	InChI=1S/C51H99O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2/h27,29,48-49,52-53H,3-26,28,30-47H2,1-2H3,(H,56,57)/b29-27-/t48-,49+/m0/s1	LYKNNRNCIXWCMU-JQHJBAHHSA-N	902.6975864			MMDBc0046855
BASm0033645	PG(20:0/26:0)	PG(20:0/26:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/26:0), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C52H103O10P	InChI=1S/C52H103O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-28-30-32-34-36-38-40-42-44-52(56)62-50(48-61-63(57,58)60-46-49(54)45-53)47-59-51(55)43-41-39-37-35-33-31-29-27-20-18-16-14-12-10-8-6-4-2/h49-50,53-54H,3-48H2,1-2H3,(H,57,58)/t49-,50+/m0/s1	LMNLDRWEBZCOAQ-LOYCUKJKSA-N	918.7288865			MMDBc0046856
BASm0033646	PG(20:0/26:1(11Z))	PG(20:0/26:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/26:1(11Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C52H101O10P	InChI=1S/C52H101O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-28-30-32-34-36-38-40-42-44-52(56)62-50(48-61-63(57,58)60-46-49(54)45-53)47-59-51(55)43-41-39-37-35-33-31-29-27-20-18-16-14-12-10-8-6-4-2/h24-25,49-50,53-54H,3-23,26-48H2,1-2H3,(H,57,58)/b25-24-/t49-,50+/m0/s1	DFAZNKATLRFXKH-LOFNLHOCSA-N	916.7132365			MMDBc0046857
BASm0033647	PG(20:0/26:1(9Z))	PG(20:0/26:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/26:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C53H103O10P	InChI=1S/C53H103O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h27,29,50-51,54-55H,3-26,28,30-49H2,1-2H3,(H,58,59)/b29-27-/t50-,51+/m0/s1	FJDRNTNFBRDKBC-CKNLNUDASA-N	930.7288865			MMDBc0046858
BASm0033648	PG(20:0/27:0)	PG(20:0/27:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/27:0), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C53H105O10P	InChI=1S/C53H105O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h50-51,54-55H,3-49H2,1-2H3,(H,58,59)/t50-,51+/m0/s1	LDBLXOFGCCSYMX-OKPYTHRESA-N	932.7445366			MMDBc0046859
BASm0033649	PG(20:0/27:1(11Z))	PG(20:0/27:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/27:1(11Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C53H103O10P	InChI=1S/C53H103O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h26-27,50-51,54-55H,3-25,28-49H2,1-2H3,(H,58,59)/b27-26-/t50-,51+/m0/s1	XZPLFWPZVRWNGR-JHQIVKRFSA-N	930.7288865			MMDBc0046860
BASm0033650	PG(20:0/27:1(9Z))	PG(20:0/27:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/27:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C53H103O10P	InChI=1S/C53H103O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h29,31,50-51,54-55H,3-28,30,32-49H2,1-2H3,(H,58,59)/b31-29-/t50-,51+/m0/s1	XBETYNAUAHJNKG-OSIMXPMDSA-N	930.7288865			MMDBc0046861
BASm0033651	PG(20:0/28:0)	PG(20:0/28:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/28:0), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C54H107O10P	InChI=1S/C54H107O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-54(58)64-52(50-63-65(59,60)62-48-51(56)47-55)49-61-53(57)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2/h51-52,55-56H,3-50H2,1-2H3,(H,59,60)/t51-,52+/m0/s1	QXEVHGQOSDOSIC-MTIDNABOSA-N	946.7601866			MMDBc0046862
BASm0033652	PG(20:0/28:1(11Z))	PG(20:0/28:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/28:1(11Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C54H105O10P	InChI=1S/C54H105O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-54(58)64-52(50-63-65(59,60)62-48-51(56)47-55)49-61-53(57)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2/h26-27,51-52,55-56H,3-25,28-50H2,1-2H3,(H,59,60)/b27-26-/t51-,52+/m0/s1	PWZQWKAFOOGPQO-NIUUQPPESA-N	944.7445366			MMDBc0046863
BASm0033653	PG(20:0/28:1(9Z))	PG(20:0/28:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/28:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C54H105O10P	InChI=1S/C54H105O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-54(58)64-52(50-63-65(59,60)62-48-51(56)47-55)49-61-53(57)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2/h28,30,51-52,55-56H,3-27,29,31-50H2,1-2H3,(H,59,60)/b30-28-/t51-,52+/m0/s1	DIFWYEMIPAFTPU-HXMMKFOISA-N	944.7445366			MMDBc0046864
BASm0033654	PG(20:0/30:0)	PG(20:0/30:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/30:0), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C56H111O10P	InChI=1S/C56H111O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-56(60)66-54(52-65-67(61,62)64-50-53(58)49-57)51-63-55(59)47-45-43-41-39-37-35-33-31-20-18-16-14-12-10-8-6-4-2/h53-54,57-58H,3-52H2,1-2H3,(H,61,62)/t53-,54+/m0/s1	QSVMKVYLDRSPNH-ZOAUSRBZSA-N	974.7914868			MMDBc0046865
BASm0033655	PG(20:1(11Z)/20:1(11Z))	PG(20:1(11Z)/20:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(11Z)/20:1(11Z)), in particular, consists of two 11Z-eicosenoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C46H87O10P	InChI=1S/C46H87O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-45(49)53-41-44(42-55-57(51,52)54-40-43(48)39-47)56-46(50)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,43-44,47-48H,3-16,21-42H2,1-2H3,(H,51,52)/b19-17-,20-18-/t43-,44+/m0/s1	FJCKPOQEWGIRIH-IRBQAAIDSA-N	830.603686			MMDBc0046866
BASm0033656	PG(20:1(11Z)/20:1(13Z))	PG(20:1(11Z)/20:1(13Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C46H87O10P	InChI=1S/C46H87O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-45(49)53-41-44(42-55-57(51,52)54-40-43(48)39-47)56-46(50)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16-17,19,43-44,47-48H,3-13,15,18,20-42H2,1-2H3,(H,51,52)/b16-14-,19-17-/t43-,44+/m0/s1	KHITYUZOWIKPHV-YAZGUILQSA-N	830.603686			MMDBc0046867
BASm0033657	PG(20:1(11Z)/22:0)	PG(20:1(11Z)/22:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(11Z)/22:0), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C48H93O10P	InChI=1S/C48H93O10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h18,20,45-46,49-50H,3-17,19,21-44H2,1-2H3,(H,53,54)/b20-18-/t45-,46+/m0/s1	ZJWALBTZOVFVFV-PVAJRTNESA-N	860.6506362			MMDBc0046868
BASm0033658	PG(20:1(11Z)/22:1(11Z))	PG(20:1(11Z)/22:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(11Z)/22:1(11Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C48H91O10P	InChI=1S/C48H91O10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h18,20-22,45-46,49-50H,3-17,19,23-44H2,1-2H3,(H,53,54)/b20-18-,22-21-/t45-,46+/m0/s1	RETKWHIEDVYXCL-QQFWDXGKSA-N	858.6349861			MMDBc0046869
BASm0033659	PG(20:1(11Z)/22:1(9Z))	PG(20:1(11Z)/22:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(11Z)/22:1(9Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C48H91O10P	InChI=1S/C48H91O10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h18,20,24,26,45-46,49-50H,3-17,19,21-23,25,27-44H2,1-2H3,(H,53,54)/b20-18-,26-24-/t45-,46+/m0/s1	WJSZAQVTXKPIHY-AVOMIPDKSA-N	858.6349861			MMDBc0046870
BASm0033660	PG(20:1(11Z)/23:1(11Z))	PG(20:1(11Z)/23:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(11Z)/23:1(11Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C49H93O10P	InChI=1S/C49H93O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-25-27-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-28-26-24-20-18-16-14-12-10-8-6-4-2/h18,20,22-23,46-47,50-51H,3-17,19,21,24-45H2,1-2H3,(H,54,55)/b20-18-,23-22-/t46-,47+/m0/s1	JNCFDPCOTZWBPY-LUHHVKDVSA-N	872.6506362			MMDBc0046871
BASm0033661	PG(20:1(11Z)/23:1(9Z))	PG(20:1(11Z)/23:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(11Z)/23:1(9Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C49H93O10P	InChI=1S/C49H93O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-25-27-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-28-26-24-20-18-16-14-12-10-8-6-4-2/h18,20,25,27,46-47,50-51H,3-17,19,21-24,26,28-45H2,1-2H3,(H,54,55)/b20-18-,27-25-/t46-,47+/m0/s1	BXXMIVKCWJDJLC-XDDJEQQLSA-N	872.6506362			MMDBc0046872
BASm0033662	PG(20:1(11Z)/24:0)	PG(20:1(11Z)/24:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(11Z)/24:0), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C50H97O10P	InChI=1S/C50H97O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h18,20,47-48,51-52H,3-17,19,21-46H2,1-2H3,(H,55,56)/b20-18-/t47-,48+/m0/s1	XOPBVHDSDVFPOP-RGYIVHOGSA-N	888.6819363			MMDBc0046873
BASm0033663	PG(20:1(11Z)/24:1(11Z))	PG(20:1(11Z)/24:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(11Z)/24:1(11Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C50H95O10P	InChI=1S/C50H95O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h18,20,23-24,47-48,51-52H,3-17,19,21-22,25-46H2,1-2H3,(H,55,56)/b20-18-,24-23-/t47-,48+/m0/s1	AEGMAYHHPGWDSS-MDZYLEJYSA-N	886.6662863			MMDBc0046874
BASm0033664	PG(20:1(11Z)/24:1(9Z))	PG(20:1(11Z)/24:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C50H95O10P	InChI=1S/C50H95O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h18,20,26,28,47-48,51-52H,3-17,19,21-25,27,29-46H2,1-2H3,(H,55,56)/b20-18-,28-26-/t47-,48+/m0/s1	GWYYGOKTSAZOJI-DXJDPMBUSA-N	886.6662863			MMDBc0046875
BASm0033665	PG(20:1(11Z)/25:0)	PG(20:1(11Z)/25:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(11Z)/25:0), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C51H99O10P	InChI=1S/C51H99O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2/h18,20,48-49,52-53H,3-17,19,21-47H2,1-2H3,(H,56,57)/b20-18-/t48-,49+/m0/s1	MCGIJXHPNXLYHP-MTIRERBESA-N	902.6975864			MMDBc0046876
BASm0033666	PG(20:1(11Z)/25:1(11Z))	PG(20:1(11Z)/25:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(11Z)/25:1(11Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C51H97O10P	InChI=1S/C51H97O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2/h18,20,24-25,48-49,52-53H,3-17,19,21-23,26-47H2,1-2H3,(H,56,57)/b20-18-,25-24-/t48-,49+/m0/s1	QFEGVKVEBVYCFH-IJRPJMAXSA-N	900.6819363			MMDBc0046877
BASm0033667	PG(20:1(11Z)/25:1(9Z))	PG(20:1(11Z)/25:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(11Z)/25:1(9Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C51H97O10P	InChI=1S/C51H97O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2/h18,20,27,29,48-49,52-53H,3-17,19,21-26,28,30-47H2,1-2H3,(H,56,57)/b20-18-,29-27-/t48-,49+/m0/s1	QZIZWNGUXQSXRZ-KMTRPBMRSA-N	900.6819363			MMDBc0046878
BASm0033668	PG(20:1(11Z)/26:0)	PG(20:1(11Z)/26:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(11Z)/26:0), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C52H101O10P	InChI=1S/C52H101O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-28-30-32-34-36-38-40-42-44-52(56)62-50(48-61-63(57,58)60-46-49(54)45-53)47-59-51(55)43-41-39-37-35-33-31-29-27-20-18-16-14-12-10-8-6-4-2/h18,20,49-50,53-54H,3-17,19,21-48H2,1-2H3,(H,57,58)/b20-18-/t49-,50+/m0/s1	KCBZRTUWAJVFAR-DGFAMXQASA-N	916.7132365			MMDBc0046879
BASm0033669	PG(20:1(11Z)/26:1(11Z))	PG(20:1(11Z)/26:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(11Z)/26:1(11Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C52H99O10P	InChI=1S/C52H99O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-28-30-32-34-36-38-40-42-44-52(56)62-50(48-61-63(57,58)60-46-49(54)45-53)47-59-51(55)43-41-39-37-35-33-31-29-27-20-18-16-14-12-10-8-6-4-2/h18,20,24-25,49-50,53-54H,3-17,19,21-23,26-48H2,1-2H3,(H,57,58)/b20-18-,25-24-/t49-,50+/m0/s1	FMRXXJJIZKIPLV-DAOBEJHZSA-N	914.6975864			MMDBc0046880
BASm0033670	PG(20:1(11Z)/26:1(9Z))	PG(20:1(11Z)/26:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(11Z)/26:1(9Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C53H101O10P	InChI=1S/C53H101O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h18,20,27,29,50-51,54-55H,3-17,19,21-26,28,30-49H2,1-2H3,(H,58,59)/b20-18-,29-27-/t50-,51+/m0/s1	BLLRYBPSUQNNRV-PDLCMPMPSA-N	928.7132365			MMDBc0046881
BASm0033671	PG(20:1(11Z)/27:0)	PG(20:1(11Z)/27:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(11Z)/27:0), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C53H103O10P	InChI=1S/C53H103O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h18,20,50-51,54-55H,3-17,19,21-49H2,1-2H3,(H,58,59)/b20-18-/t50-,51+/m0/s1	CPWYOJFUEMYYQR-YWAGUNEHSA-N	930.7288865			MMDBc0046882
BASm0033672	PG(20:1(11Z)/27:1(11Z))	PG(20:1(11Z)/27:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(11Z)/27:1(11Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C53H101O10P	InChI=1S/C53H101O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h18,20,26-27,50-51,54-55H,3-17,19,21-25,28-49H2,1-2H3,(H,58,59)/b20-18-,27-26-/t50-,51+/m0/s1	UQQYUNNYXOPLHT-MOJVZFNNSA-N	928.7132365			MMDBc0046883
BASm0033673	PG(20:1(11Z)/27:1(9Z))	PG(20:1(11Z)/27:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(11Z)/27:1(9Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C53H101O10P	InChI=1S/C53H101O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h18,20,29,31,50-51,54-55H,3-17,19,21-28,30,32-49H2,1-2H3,(H,58,59)/b20-18-,31-29-/t50-,51+/m0/s1	VYGVOZUFJCWLRM-DGQIAMPBSA-N	928.7132365			MMDBc0046884
BASm0033674	PG(20:1(11Z)/28:0)	PG(20:1(11Z)/28:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(11Z)/28:0), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C54H105O10P	InChI=1S/C54H105O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-54(58)64-52(50-63-65(59,60)62-48-51(56)47-55)49-61-53(57)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2/h18,20,51-52,55-56H,3-17,19,21-50H2,1-2H3,(H,59,60)/b20-18-/t51-,52+/m0/s1	LWGJTQZGNQRFOT-KSDICYOZSA-N	944.7445366			MMDBc0046885
BASm0033675	PG(20:1(11Z)/28:1(11Z))	PG(20:1(11Z)/28:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(11Z)/28:1(11Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C54H103O10P	InChI=1S/C54H103O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-54(58)64-52(50-63-65(59,60)62-48-51(56)47-55)49-61-53(57)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2/h18,20,26-27,51-52,55-56H,3-17,19,21-25,28-50H2,1-2H3,(H,59,60)/b20-18-,27-26-/t51-,52+/m0/s1	LTARXIDJWOXERW-DTTQVREXSA-N	942.7288865			MMDBc0046886
BASm0033676	PG(20:1(11Z)/28:1(9Z))	PG(20:1(11Z)/28:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(11Z)/28:1(9Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C54H103O10P	InChI=1S/C54H103O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-54(58)64-52(50-63-65(59,60)62-48-51(56)47-55)49-61-53(57)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2/h18,20,28,30,51-52,55-56H,3-17,19,21-27,29,31-50H2,1-2H3,(H,59,60)/b20-18-,30-28-/t51-,52+/m0/s1	UNRPGHSYGYDIRD-QSGIVYHGSA-N	942.7288865			MMDBc0046887
BASm0033677	PG(20:1(11Z)/30:0)	PG(20:1(11Z)/30:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(11Z)/30:0), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C56H109O10P	InChI=1S/C56H109O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-56(60)66-54(52-65-67(61,62)64-50-53(58)49-57)51-63-55(59)47-45-43-41-39-37-35-33-31-20-18-16-14-12-10-8-6-4-2/h18,20,53-54,57-58H,3-17,19,21-52H2,1-2H3,(H,61,62)/b20-18-/t53-,54+/m0/s1	OALGNXPZOHUCRV-FRTVDRIBSA-N	972.7758367			MMDBc0046888
BASm0033678	PG(20:1(13Z)/20:1(11Z))	PG(20:1(13Z)/20:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/20:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C46H87O10P	InChI=1S/C46H87O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-45(49)53-41-44(42-55-57(51,52)54-40-43(48)39-47)56-46(50)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,18,20,43-44,47-48H,3-12,14,16-17,19,21-42H2,1-2H3,(H,51,52)/b15-13-,20-18-/t43-,44+/m0/s1	HMNMHJCJVKKLKO-ZCODVGJZSA-N	830.603686			MMDBc0046889
BASm0033679	PG(20:1(13Z)/20:1(13Z))	PG(20:1(13Z)/20:1(13Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/20:1(13Z)), in particular, consists of two 13Z-eicosenoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C46H87O10P	InChI=1S/C46H87O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-45(49)53-41-44(42-55-57(51,52)54-40-43(48)39-47)56-46(50)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,43-44,47-48H,3-12,17-42H2,1-2H3,(H,51,52)/b15-13-,16-14-/t43-,44+/m0/s1	NUBLFMUTFMZPQB-FCDJHQNYSA-N	830.603686			MMDBc0046890
BASm0033680	PG(20:1(13Z)/22:0)	PG(20:1(13Z)/22:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/22:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C48H93O10P	InChI=1S/C48H93O10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h14,16,45-46,49-50H,3-13,15,17-44H2,1-2H3,(H,53,54)/b16-14-/t45-,46+/m0/s1	ZOBZOHARPVYWNA-QJQBILQZSA-N	860.6506362			MMDBc0046891
BASm0033681	PG(20:1(13Z)/22:1(11Z))	PG(20:1(13Z)/22:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/22:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C48H91O10P	InChI=1S/C48H91O10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h14,16,21-22,45-46,49-50H,3-13,15,17-20,23-44H2,1-2H3,(H,53,54)/b16-14-,22-21-/t45-,46+/m0/s1	RUKFWUQZJJMPFA-ZBWGPYICSA-N	858.6349861			MMDBc0046892
BASm0033682	PG(20:1(13Z)/22:1(9Z))	PG(20:1(13Z)/22:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/22:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C48H91O10P	InChI=1S/C48H91O10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h14,16,24,26,45-46,49-50H,3-13,15,17-23,25,27-44H2,1-2H3,(H,53,54)/b16-14-,26-24-/t45-,46+/m0/s1	CUCWDNJMWGFMKH-DBIHPETLSA-N	858.6349861			MMDBc0046893
BASm0033683	PG(20:1(13Z)/23:1(11Z))	PG(20:1(13Z)/23:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/23:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C49H93O10P	InChI=1S/C49H93O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-25-27-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-28-26-24-20-18-16-14-12-10-8-6-4-2/h14,16,22-23,46-47,50-51H,3-13,15,17-21,24-45H2,1-2H3,(H,54,55)/b16-14-,23-22-/t46-,47+/m0/s1	VSRXHGYFDUXTLZ-PJMLLHSUSA-N	872.6506362			MMDBc0046894
BASm0033684	PG(20:1(13Z)/23:1(9Z))	PG(20:1(13Z)/23:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/23:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C49H93O10P	InChI=1S/C49H93O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-25-27-29-31-33-35-37-39-41-49(53)59-47(45-58-60(54,55)57-43-46(51)42-50)44-56-48(52)40-38-36-34-32-30-28-26-24-20-18-16-14-12-10-8-6-4-2/h14,16,25,27,46-47,50-51H,3-13,15,17-24,26,28-45H2,1-2H3,(H,54,55)/b16-14-,27-25-/t46-,47+/m0/s1	YQTZVFQTXPVHIV-GZEGJENZSA-N	872.6506362			MMDBc0046895
BASm0033685	PG(20:1(13Z)/24:0)	PG(20:1(13Z)/24:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/24:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C50H97O10P	InChI=1S/C50H97O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h14,16,47-48,51-52H,3-13,15,17-46H2,1-2H3,(H,55,56)/b16-14-/t47-,48+/m0/s1	INXAPDMBOUIGSO-ILCPQPNASA-N	888.6819363			MMDBc0046896
BASm0033686	PG(20:1(13Z)/24:1(11Z))	PG(20:1(13Z)/24:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/24:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C50H95O10P	InChI=1S/C50H95O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h14,16,23-24,47-48,51-52H,3-13,15,17-22,25-46H2,1-2H3,(H,55,56)/b16-14-,24-23-/t47-,48+/m0/s1	WRHXTKHZQQVDGO-WBBKDMMESA-N	886.6662863			MMDBc0046897
BASm0033687	PG(20:1(13Z)/24:1(9Z))	PG(20:1(13Z)/24:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/24:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C50H95O10P	InChI=1S/C50H95O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-50(54)60-48(46-59-61(55,56)58-44-47(52)43-51)45-57-49(53)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h14,16,26,28,47-48,51-52H,3-13,15,17-25,27,29-46H2,1-2H3,(H,55,56)/b16-14-,28-26-/t47-,48+/m0/s1	WAJLJFHVDNYPJW-AZWLPBLASA-N	886.6662863			MMDBc0046898
BASm0033688	PG(20:1(13Z)/25:0)	PG(20:1(13Z)/25:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/25:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C51H99O10P	InChI=1S/C51H99O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2/h14,16,48-49,52-53H,3-13,15,17-47H2,1-2H3,(H,56,57)/b16-14-/t48-,49+/m0/s1	GFPPWFNJTKJRNK-FXROEYIASA-N	902.6975864			MMDBc0046899
BASm0033689	PG(20:1(13Z)/25:1(11Z))	PG(20:1(13Z)/25:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/25:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C51H97O10P	InChI=1S/C51H97O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2/h14,16,24-25,48-49,52-53H,3-13,15,17-23,26-47H2,1-2H3,(H,56,57)/b16-14-,25-24-/t48-,49+/m0/s1	SZCJUUQDTDUWPJ-OPPTXMKMSA-N	900.6819363			MMDBc0046900
BASm0033690	PG(20:1(13Z)/25:1(9Z))	PG(20:1(13Z)/25:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/25:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C51H97O10P	InChI=1S/C51H97O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-27-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-28-26-20-18-16-14-12-10-8-6-4-2/h14,16,27,29,48-49,52-53H,3-13,15,17-26,28,30-47H2,1-2H3,(H,56,57)/b16-14-,29-27-/t48-,49+/m0/s1	SZBGLAIYKFPCKC-PKEKWBQMSA-N	900.6819363			MMDBc0046901
BASm0033691	PG(20:1(13Z)/26:0)	PG(20:1(13Z)/26:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/26:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C52H101O10P	InChI=1S/C52H101O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-28-30-32-34-36-38-40-42-44-52(56)62-50(48-61-63(57,58)60-46-49(54)45-53)47-59-51(55)43-41-39-37-35-33-31-29-27-20-18-16-14-12-10-8-6-4-2/h14,16,49-50,53-54H,3-13,15,17-48H2,1-2H3,(H,57,58)/b16-14-/t49-,50+/m0/s1	OIWPHSUBUBJTGV-RWBJDLLOSA-N	916.7132365			MMDBc0046902
BASm0033692	PG(20:1(13Z)/26:1(11Z))	PG(20:1(13Z)/26:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/26:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C52H99O10P	InChI=1S/C52H99O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-28-30-32-34-36-38-40-42-44-52(56)62-50(48-61-63(57,58)60-46-49(54)45-53)47-59-51(55)43-41-39-37-35-33-31-29-27-20-18-16-14-12-10-8-6-4-2/h14,16,24-25,49-50,53-54H,3-13,15,17-23,26-48H2,1-2H3,(H,57,58)/b16-14-,25-24-/t49-,50+/m0/s1	FOUMJQOWDVMXLM-DKQRIIHUSA-N	914.6975864			MMDBc0046903
BASm0033693	PG(20:1(13Z)/26:1(9Z))	PG(20:1(13Z)/26:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/26:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C53H101O10P	InChI=1S/C53H101O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h14,16,27,29,50-51,54-55H,3-13,15,17-26,28,30-49H2,1-2H3,(H,58,59)/b16-14-,29-27-/t50-,51+/m0/s1	ASJVGEZBEYXPAZ-JFPANKELSA-N	928.7132365			MMDBc0046904
BASm0033694	PG(20:1(13Z)/27:0)	PG(20:1(13Z)/27:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/27:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C53H103O10P	InChI=1S/C53H103O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h14,16,50-51,54-55H,3-13,15,17-49H2,1-2H3,(H,58,59)/b16-14-/t50-,51+/m0/s1	GESYECYLYUIEIZ-DPQVHIRYSA-N	930.7288865			MMDBc0046905
BASm0033695	PG(20:1(13Z)/27:1(11Z))	PG(20:1(13Z)/27:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/27:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C53H101O10P	InChI=1S/C53H101O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h14,16,26-27,50-51,54-55H,3-13,15,17-25,28-49H2,1-2H3,(H,58,59)/b16-14-,27-26-/t50-,51+/m0/s1	VRSXCZYMLIAKKA-NAKYSKOISA-N	928.7132365			MMDBc0046906
BASm0033696	PG(20:1(13Z)/27:1(9Z))	PG(20:1(13Z)/27:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/27:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C53H101O10P	InChI=1S/C53H101O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-28-20-18-16-14-12-10-8-6-4-2/h14,16,29,31,50-51,54-55H,3-13,15,17-28,30,32-49H2,1-2H3,(H,58,59)/b16-14-,31-29-/t50-,51+/m0/s1	HAMPUJGQUZWEID-CUMIDJOASA-N	928.7132365			MMDBc0046907
BASm0033697	PG(20:1(13Z)/28:0)	PG(20:1(13Z)/28:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/28:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C54H105O10P	InChI=1S/C54H105O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-54(58)64-52(50-63-65(59,60)62-48-51(56)47-55)49-61-53(57)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2/h14,16,51-52,55-56H,3-13,15,17-50H2,1-2H3,(H,59,60)/b16-14-/t51-,52+/m0/s1	VWWPTQZAXFWGOY-ACTAVULTSA-N	944.7445366			MMDBc0046908
BASm0033698	PG(20:1(13Z)/28:1(11Z))	PG(20:1(13Z)/28:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/28:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C54H103O10P	InChI=1S/C54H103O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-54(58)64-52(50-63-65(59,60)62-48-51(56)47-55)49-61-53(57)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2/h14,16,26-27,51-52,55-56H,3-13,15,17-25,28-50H2,1-2H3,(H,59,60)/b16-14-,27-26-/t51-,52+/m0/s1	OSOMTJVPDQJPON-KEWVSDCGSA-N	942.7288865			MMDBc0046909
BASm0033699	PG(20:1(13Z)/28:1(9Z))	PG(20:1(13Z)/28:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/28:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C54H103O10P	InChI=1S/C54H103O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-54(58)64-52(50-63-65(59,60)62-48-51(56)47-55)49-61-53(57)45-43-41-39-37-35-33-31-29-20-18-16-14-12-10-8-6-4-2/h14,16,28,30,51-52,55-56H,3-13,15,17-27,29,31-50H2,1-2H3,(H,59,60)/b16-14-,30-28-/t51-,52+/m0/s1	NQURQXQNRQBRAJ-HYHRYKEASA-N	942.7288865			MMDBc0046910
BASm0033700	PG(20:1(13Z)/30:0)	PG(20:1(13Z)/30:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/30:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C56H109O10P	InChI=1S/C56H109O10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-56(60)66-54(52-65-67(61,62)64-50-53(58)49-57)51-63-55(59)47-45-43-41-39-37-35-33-31-20-18-16-14-12-10-8-6-4-2/h14,16,53-54,57-58H,3-13,15,17-52H2,1-2H3,(H,61,62)/b16-14-/t53-,54+/m0/s1	RJLVKRVBDGBRIQ-ACUASLLRSA-N	972.7758367			MMDBc0046911
BASm0033701	PG(22:0/22:0)	PG(22:0/22:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:0/22:0), in particular, consists of two docosanoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C50H99O10P	InChI=1S/C50H99O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-49(53)57-45-48(46-59-61(55,56)58-44-47(52)43-51)60-50(54)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h47-48,51-52H,3-46H2,1-2H3,(H,55,56)/t47-,48+/m0/s1	BRMRWYDGBOYSQF-JYHRMSDVSA-N	890.6975864			MMDBc0046912
BASm0033702	PG(22:0/22:1(11Z))	PG(22:0/22:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:0/22:1(11Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C50H97O10P	InChI=1S/C50H97O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-49(53)57-45-48(46-59-61(55,56)58-44-47(52)43-51)60-50(54)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h22,24,47-48,51-52H,3-21,23,25-46H2,1-2H3,(H,55,56)/b24-22-/t47-,48+/m0/s1	ULPGCQLRNVBUIY-WXTHAUOQSA-N	888.6819363			MMDBc0046913
BASm0033703	PG(22:0/22:1(9Z))	PG(22:0/22:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:0/22:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C50H97O10P	InChI=1S/C50H97O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-49(53)57-45-48(46-59-61(55,56)58-44-47(52)43-51)60-50(54)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h26,28,47-48,51-52H,3-25,27,29-46H2,1-2H3,(H,55,56)/b28-26-/t47-,48+/m0/s1	YETLKGHKCYRPHI-DZOMOXJHSA-N	888.6819363			MMDBc0046914
BASm0033704	PG(22:0/23:1(11Z))	PG(22:0/23:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:0/23:1(11Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C51H99O10P	InChI=1S/C51H99O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h23,25,48-49,52-53H,3-22,24,26-47H2,1-2H3,(H,56,57)/b25-23-/t48-,49+/m0/s1	RXUWSIWSVKCCNA-XTWLOYOJSA-N	902.6975864			MMDBc0046915
BASm0033705	PG(22:0/23:1(9Z))	PG(22:0/23:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:0/23:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C51H99O10P	InChI=1S/C51H99O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,48-49,52-53H,3-26,28,30-47H2,1-2H3,(H,56,57)/b29-27-/t48-,49+/m0/s1	XJJFZMPAYMEGCF-JQHJBAHHSA-N	902.6975864			MMDBc0046916
BASm0033706	PG(22:0/24:0)	PG(22:0/24:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:0/24:0), in particular, consists of one docosanoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C52H103O10P	InChI=1S/C52H103O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-52(56)62-50(48-61-63(57,58)60-46-49(54)45-53)47-59-51(55)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h49-50,53-54H,3-48H2,1-2H3,(H,57,58)/t49-,50+/m0/s1	ZECAQRJGTPPXJL-LOYCUKJKSA-N	918.7288865			MMDBc0046917
BASm0033707	PG(22:0/24:1(11Z))	PG(22:0/24:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:0/24:1(11Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C52H101O10P	InChI=1S/C52H101O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-52(56)62-50(48-61-63(57,58)60-46-49(54)45-53)47-59-51(55)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h24,26,49-50,53-54H,3-23,25,27-48H2,1-2H3,(H,57,58)/b26-24-/t49-,50+/m0/s1	BQFPOSHTLSZSBU-VAKOHDOBSA-N	916.7132365			MMDBc0046918
BASm0033708	PG(22:0/24:1(9Z))	PG(22:0/24:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:0/24:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C52H101O10P	InChI=1S/C52H101O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-52(56)62-50(48-61-63(57,58)60-46-49(54)45-53)47-59-51(55)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h28,30,49-50,53-54H,3-27,29,31-48H2,1-2H3,(H,57,58)/b30-28-/t49-,50+/m0/s1	RLWRDFHETTWELS-PNDLEBGISA-N	916.7132365			MMDBc0046919
BASm0033709	PG(22:0/25:0)	PG(22:0/25:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:0/25:0), in particular, consists of one docosanoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C53H105O10P	InChI=1S/C53H105O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2/h50-51,54-55H,3-49H2,1-2H3,(H,58,59)/t50-,51+/m0/s1	WSDUHSWARBEIDZ-OKPYTHRESA-N	932.7445366			MMDBc0046920
BASm0033710	PG(22:0/25:1(11Z))	PG(22:0/25:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:0/25:1(11Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C53H103O10P	InChI=1S/C53H103O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2/h25,27,50-51,54-55H,3-24,26,28-49H2,1-2H3,(H,58,59)/b27-25-/t50-,51+/m0/s1	OTPWAXJMKVRFNE-OLGJJHPQSA-N	930.7288865			MMDBc0046921
BASm0033711	PG(22:0/25:1(9Z))	PG(22:0/25:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:0/25:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C53H103O10P	InChI=1S/C53H103O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2/h29,31,50-51,54-55H,3-28,30,32-49H2,1-2H3,(H,58,59)/b31-29-/t50-,51+/m0/s1	YXZPMSJWKOKAGD-OSIMXPMDSA-N	930.7288865			MMDBc0046922
BASm0033712	PG(22:0/26:0)	PG(22:0/26:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:0/26:0), in particular, consists of one docosanoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C54H107O10P	InChI=1S/C54H107O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-28-30-32-34-36-38-40-42-44-46-54(58)64-52(50-63-65(59,60)62-48-51(56)47-55)49-61-53(57)45-43-41-39-37-35-33-31-29-27-22-20-18-16-14-12-10-8-6-4-2/h51-52,55-56H,3-50H2,1-2H3,(H,59,60)/t51-,52+/m0/s1	YICVFKIZRJFLID-MTIDNABOSA-N	946.7601866			MMDBc0046923
BASm0033713	PG(22:0/26:1(11Z))	PG(22:0/26:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:0/26:1(11Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C54H105O10P	InChI=1S/C54H105O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-28-30-32-34-36-38-40-42-44-46-54(58)64-52(50-63-65(59,60)62-48-51(56)47-55)49-61-53(57)45-43-41-39-37-35-33-31-29-27-22-20-18-16-14-12-10-8-6-4-2/h25-26,51-52,55-56H,3-24,27-50H2,1-2H3,(H,59,60)/b26-25-/t51-,52+/m0/s1	MMLTWUCMXNLFOS-ARWWEKBKSA-N	944.7445366			MMDBc0046924
BASm0033714	PG(22:0/26:1(9Z))	PG(22:0/26:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:0/26:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C55H107O10P	InChI=1S/C55H107O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-29-31-33-35-37-39-41-43-45-47-55(59)65-53(51-64-66(60,61)63-49-52(57)48-56)50-62-54(58)46-44-42-40-38-36-34-32-30-28-22-20-18-16-14-12-10-8-6-4-2/h29,31,52-53,56-57H,3-28,30,32-51H2,1-2H3,(H,60,61)/b31-29-/t52-,53+/m0/s1	CTGYDGOJJWQPNI-IKENUYNQSA-N	958.7601866			MMDBc0046925
BASm0033715	PG(22:0/28:0)	PG(22:0/28:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:0/28:0), in particular, consists of one docosanoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C56H111O10P	InChI=1S/C56H111O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(60)66-54(52-65-67(61,62)64-50-53(58)49-57)51-63-55(59)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2/h53-54,57-58H,3-52H2,1-2H3,(H,61,62)/t53-,54+/m0/s1	DPNDWVVUVZFLDS-ZOAUSRBZSA-N	974.7914868			MMDBc0046926
BASm0033716	PG(22:0/28:1(11Z))	PG(22:0/28:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:0/28:1(11Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C56H109O10P	InChI=1S/C56H109O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(60)66-54(52-65-67(61,62)64-50-53(58)49-57)51-63-55(59)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2/h27-28,53-54,57-58H,3-26,29-52H2,1-2H3,(H,61,62)/b28-27-/t53-,54+/m0/s1	WMJWDAKSYGUSRS-LGOSGADASA-N	972.7758367			MMDBc0046927
BASm0033717	PG(22:0/28:1(9Z))	PG(22:0/28:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:0/28:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C56H109O10P	InChI=1S/C56H109O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(60)66-54(52-65-67(61,62)64-50-53(58)49-57)51-63-55(59)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2/h30,32,53-54,57-58H,3-29,31,33-52H2,1-2H3,(H,61,62)/b32-30-/t53-,54+/m0/s1	IIKYLWUDDMALME-NCAIHDMOSA-N	972.7758367			MMDBc0046928
BASm0033718	PG(22:0/30:0)	PG(22:0/30:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:0/30:0), in particular, consists of one docosanoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C58H115O10P	InChI=1S/C58H115O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-50-58(62)68-56(54-67-69(63,64)66-52-55(60)51-59)53-65-57(61)49-47-45-43-41-39-37-35-33-31-22-20-18-16-14-12-10-8-6-4-2/h55-56,59-60H,3-54H2,1-2H3,(H,63,64)/t55-,56+/m0/s1	SKZSBZNUJKYSOV-KKQLDWOFSA-N	1002.822787			MMDBc0046929
BASm0033719	PG(22:1(11Z)/22:1(11Z))	PG(22:1(11Z)/22:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(11Z)/22:1(11Z)), in particular, consists of two 11Z-docosenoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C50H95O10P	InChI=1S/C50H95O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-49(53)57-45-48(46-59-61(55,56)58-44-47(52)43-51)60-50(54)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h21-24,47-48,51-52H,3-20,25-46H2,1-2H3,(H,55,56)/b23-21-,24-22-/t47-,48+/m0/s1	BKNOOZZIRDYALV-LXWGLDRUSA-N	886.6662863			MMDBc0046930
BASm0033720	PG(22:1(11Z)/22:1(9Z))	PG(22:1(11Z)/22:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(11Z)/22:1(9Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C50H95O10P	InChI=1S/C50H95O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-49(53)57-45-48(46-59-61(55,56)58-44-47(52)43-51)60-50(54)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h21,23,26,28,47-48,51-52H,3-20,22,24-25,27,29-46H2,1-2H3,(H,55,56)/b23-21-,28-26-/t47-,48+/m0/s1	NCTGPRKTPAFYIU-NOQQRPRASA-N	886.6662863			MMDBc0046931
BASm0033721	PG(22:1(11Z)/23:1(11Z))	PG(22:1(11Z)/23:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(11Z)/23:1(11Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C51H97O10P	InChI=1S/C51H97O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h22-25,48-49,52-53H,3-21,26-47H2,1-2H3,(H,56,57)/b24-22-,25-23-/t48-,49+/m0/s1	WMOQZYANAYODBD-MYUOFZAGSA-N	900.6819363			MMDBc0046932
BASm0033722	PG(22:1(11Z)/23:1(9Z))	PG(22:1(11Z)/23:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(11Z)/23:1(9Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C51H97O10P	InChI=1S/C51H97O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h22,24,27,29,48-49,52-53H,3-21,23,25-26,28,30-47H2,1-2H3,(H,56,57)/b24-22-,29-27-/t48-,49+/m0/s1	HPQTWJUIRROZRE-LPWFNLGJSA-N	900.6819363			MMDBc0046933
BASm0033723	PG(22:1(11Z)/24:0)	PG(22:1(11Z)/24:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(11Z)/24:0), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C52H101O10P	InChI=1S/C52H101O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-52(56)62-50(48-61-63(57,58)60-46-49(54)45-53)47-59-51(55)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h22,25,49-50,53-54H,3-21,23-24,26-48H2,1-2H3,(H,57,58)/b25-22-/t49-,50+/m0/s1	HHBVETNARZXJSE-XEUKDLCRSA-N	916.7132365			MMDBc0046934
BASm0033724	PG(22:1(11Z)/24:1(11Z))	PG(22:1(11Z)/24:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(11Z)/24:1(11Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C52H99O10P	InChI=1S/C52H99O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-52(56)62-50(48-61-63(57,58)60-46-49(54)45-53)47-59-51(55)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h22,24-26,49-50,53-54H,3-21,23,27-48H2,1-2H3,(H,57,58)/b25-22-,26-24-/t49-,50+/m0/s1	QXNNFYQZDGKHSC-JFCQLQKISA-N	914.6975864			MMDBc0046935
BASm0033725	PG(22:1(11Z)/24:1(9Z))	PG(22:1(11Z)/24:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C52H99O10P	InChI=1S/C52H99O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-52(56)62-50(48-61-63(57,58)60-46-49(54)45-53)47-59-51(55)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h22,25,28,30,49-50,53-54H,3-21,23-24,26-27,29,31-48H2,1-2H3,(H,57,58)/b25-22-,30-28-/t49-,50+/m0/s1	OHWOFWJRTTYTSH-PLJYIZGUSA-N	914.6975864			MMDBc0046936
BASm0033726	PG(22:1(11Z)/25:0)	PG(22:1(11Z)/25:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(11Z)/25:0), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C53H103O10P	InChI=1S/C53H103O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2/h22,26,50-51,54-55H,3-21,23-25,27-49H2,1-2H3,(H,58,59)/b26-22-/t50-,51+/m0/s1	ACWXRYBWBOKTKY-SOGROFAQSA-N	930.7288865			MMDBc0046937
BASm0033727	PG(22:1(11Z)/25:1(11Z))	PG(22:1(11Z)/25:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(11Z)/25:1(11Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C53H101O10P	InChI=1S/C53H101O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2/h22,25-27,50-51,54-55H,3-21,23-24,28-49H2,1-2H3,(H,58,59)/b26-22-,27-25-/t50-,51+/m0/s1	HANVZFHABVPSSV-NXTSSZBOSA-N	928.7132365			MMDBc0046938
BASm0033728	PG(22:1(11Z)/25:1(9Z))	PG(22:1(11Z)/25:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(11Z)/25:1(9Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C53H101O10P	InChI=1S/C53H101O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2/h22,26,29,31,50-51,54-55H,3-21,23-25,27-28,30,32-49H2,1-2H3,(H,58,59)/b26-22-,31-29-/t50-,51+/m0/s1	NSWWZABWFNLPBD-YHWAAPILSA-N	928.7132365			MMDBc0046939
BASm0033729	PG(22:1(11Z)/26:0)	PG(22:1(11Z)/26:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(11Z)/26:0), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C54H105O10P	InChI=1S/C54H105O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-28-30-32-34-36-38-40-42-44-46-54(58)64-52(50-63-65(59,60)62-48-51(56)47-55)49-61-53(57)45-43-41-39-37-35-33-31-29-27-22-20-18-16-14-12-10-8-6-4-2/h22,27,51-52,55-56H,3-21,23-26,28-50H2,1-2H3,(H,59,60)/b27-22-/t51-,52+/m0/s1	HXNNIOQCKMGCCW-RNAIAXNJSA-N	944.7445366			MMDBc0046940
BASm0033730	PG(22:1(11Z)/26:1(11Z))	PG(22:1(11Z)/26:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(11Z)/26:1(11Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C54H103O10P	InChI=1S/C54H103O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-28-30-32-34-36-38-40-42-44-46-54(58)64-52(50-63-65(59,60)62-48-51(56)47-55)49-61-53(57)45-43-41-39-37-35-33-31-29-27-22-20-18-16-14-12-10-8-6-4-2/h22,25-27,51-52,55-56H,3-21,23-24,28-50H2,1-2H3,(H,59,60)/b26-25-,27-22-/t51-,52+/m0/s1	SNZAFUWUSSOWMH-VDRABFNZSA-N	942.7288865			MMDBc0046941
BASm0033731	PG(22:1(11Z)/26:1(9Z))	PG(22:1(11Z)/26:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(11Z)/26:1(9Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C55H105O10P	InChI=1S/C55H105O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-29-31-33-35-37-39-41-43-45-47-55(59)65-53(51-64-66(60,61)63-49-52(57)48-56)50-62-54(58)46-44-42-40-38-36-34-32-30-28-22-20-18-16-14-12-10-8-6-4-2/h22,28-29,31,52-53,56-57H,3-21,23-27,30,32-51H2,1-2H3,(H,60,61)/b28-22-,31-29-/t52-,53+/m0/s1	RLTXIVOPQVLEMD-GAEDGMRSSA-N	956.7445366			MMDBc0046942
BASm0033732	PG(22:1(11Z)/28:0)	PG(22:1(11Z)/28:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(11Z)/28:0), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C56H109O10P	InChI=1S/C56H109O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(60)66-54(52-65-67(61,62)64-50-53(58)49-57)51-63-55(59)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2/h22,29,53-54,57-58H,3-21,23-28,30-52H2,1-2H3,(H,61,62)/b29-22-/t53-,54+/m0/s1	DEDNOGNWWBNMIY-FAZCWSJLSA-N	972.7758367			MMDBc0046943
BASm0033733	PG(22:1(11Z)/28:1(11Z))	PG(22:1(11Z)/28:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(11Z)/28:1(11Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C56H107O10P	InChI=1S/C56H107O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(60)66-54(52-65-67(61,62)64-50-53(58)49-57)51-63-55(59)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2/h22,27-29,53-54,57-58H,3-21,23-26,30-52H2,1-2H3,(H,61,62)/b28-27-,29-22-/t53-,54+/m0/s1	SESGWAWRXUMNDI-NNRGFNFVSA-N	970.7601866			MMDBc0046944
BASm0033734	PG(22:1(11Z)/28:1(9Z))	PG(22:1(11Z)/28:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(11Z)/28:1(9Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C56H107O10P	InChI=1S/C56H107O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(60)66-54(52-65-67(61,62)64-50-53(58)49-57)51-63-55(59)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2/h22,29-30,32,53-54,57-58H,3-21,23-28,31,33-52H2,1-2H3,(H,61,62)/b29-22-,32-30-/t53-,54+/m0/s1	QIKKLVOAMSZZEA-OVNPRPPYSA-N	970.7601866			MMDBc0046945
BASm0033735	PG(22:1(11Z)/30:0)	PG(22:1(11Z)/30:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(11Z)/30:0), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C58H113O10P	InChI=1S/C58H113O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-50-58(62)68-56(54-67-69(63,64)66-52-55(60)51-59)53-65-57(61)49-47-45-43-41-39-37-35-33-31-22-20-18-16-14-12-10-8-6-4-2/h22,31,55-56,59-60H,3-21,23-30,32-54H2,1-2H3,(H,63,64)/b31-22-/t55-,56+/m0/s1	FCQBUFBYVWJOOF-SPLNESMHSA-N	1000.807137			MMDBc0046946
BASm0033736	PG(22:1(9Z)/22:1(11Z))	PG(22:1(9Z)/22:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(9Z)/22:1(11Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C50H95O10P	InChI=1S/C50H95O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-49(53)57-45-48(46-59-61(55,56)58-44-47(52)43-51)60-50(54)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h22,24-25,27,47-48,51-52H,3-21,23,26,28-46H2,1-2H3,(H,55,56)/b24-22-,27-25-/t47-,48+/m0/s1	SEVMLVZURCNPBS-YAPWETFASA-N	886.6662863			MMDBc0046947
BASm0033737	PG(22:1(9Z)/22:1(9Z))	PG(22:1(9Z)/22:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(9Z)/22:1(9Z)), in particular, consists of two 9Z-docosenoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C50H95O10P	InChI=1S/C50H95O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-49(53)57-45-48(46-59-61(55,56)58-44-47(52)43-51)60-50(54)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h25-28,47-48,51-52H,3-24,29-46H2,1-2H3,(H,55,56)/b27-25-,28-26-/t47-,48+/m0/s1	GZCBCWTWXMXEJW-IKHVBMEKSA-N	886.6662863			MMDBc0046948
BASm0033738	PG(22:1(9Z)/23:1(11Z))	PG(22:1(9Z)/23:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(9Z)/23:1(11Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C51H97O10P	InChI=1S/C51H97O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h23,25-26,28,48-49,52-53H,3-22,24,27,29-47H2,1-2H3,(H,56,57)/b25-23-,28-26-/t48-,49+/m0/s1	POQLKIYKNGEGJM-UYYONQJESA-N	900.6819363			MMDBc0046949
BASm0033739	PG(22:1(9Z)/23:1(9Z))	PG(22:1(9Z)/23:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(9Z)/23:1(9Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C51H97O10P	InChI=1S/C51H97O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-51(55)61-49(47-60-62(56,57)59-45-48(53)44-52)46-58-50(54)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h26-29,48-49,52-53H,3-25,30-47H2,1-2H3,(H,56,57)/b28-26-,29-27-/t48-,49+/m0/s1	HDHBRNCAXVODQX-JVEKYBQRSA-N	900.6819363			MMDBc0046950
BASm0033740	PG(22:1(9Z)/24:0)	PG(22:1(9Z)/24:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(9Z)/24:0), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C52H101O10P	InChI=1S/C52H101O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-52(56)62-50(48-61-63(57,58)60-46-49(54)45-53)47-59-51(55)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h27,29,49-50,53-54H,3-26,28,30-48H2,1-2H3,(H,57,58)/b29-27-/t49-,50+/m0/s1	KMGSQKMRTHCZCV-SQIMNMCMSA-N	916.7132365			MMDBc0046951
BASm0033741	PG(22:1(9Z)/24:1(11Z))	PG(22:1(9Z)/24:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C52H99O10P	InChI=1S/C52H99O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-52(56)62-50(48-61-63(57,58)60-46-49(54)45-53)47-59-51(55)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h24,26-27,29,49-50,53-54H,3-23,25,28,30-48H2,1-2H3,(H,57,58)/b26-24-,29-27-/t49-,50+/m0/s1	KBOGFFIXZSYOEY-CWXCRHAKSA-N	914.6975864			MMDBc0046952
BASm0033742	PG(22:1(9Z)/24:1(9Z))	PG(22:1(9Z)/24:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(9Z)/24:1(9Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C52H99O10P	InChI=1S/C52H99O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-52(56)62-50(48-61-63(57,58)60-46-49(54)45-53)47-59-51(55)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h27-30,49-50,53-54H,3-26,31-48H2,1-2H3,(H,57,58)/b29-27-,30-28-/t49-,50+/m0/s1	WQXLUNCQAUHFNV-HDCKBIHYSA-N	914.6975864			MMDBc0046953
BASm0033743	PG(22:1(9Z)/25:0)	PG(22:1(9Z)/25:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(9Z)/25:0), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C53H103O10P	InChI=1S/C53H103O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2/h28,30,50-51,54-55H,3-27,29,31-49H2,1-2H3,(H,58,59)/b30-28-/t50-,51+/m0/s1	DRRHKLDXUHASRR-FKJLCQTCSA-N	930.7288865			MMDBc0046954
BASm0033744	PG(22:1(9Z)/25:1(11Z))	PG(22:1(9Z)/25:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(9Z)/25:1(11Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C53H101O10P	InChI=1S/C53H101O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2/h25,27-28,30,50-51,54-55H,3-24,26,29,31-49H2,1-2H3,(H,58,59)/b27-25-,30-28-/t50-,51+/m0/s1	ZFQXICYXUGEUIL-LLQKUISBSA-N	928.7132365			MMDBc0046955
BASm0033745	PG(22:1(9Z)/25:1(9Z))	PG(22:1(9Z)/25:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(9Z)/25:1(9Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C53H101O10P	InChI=1S/C53H101O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2/h28-31,50-51,54-55H,3-27,32-49H2,1-2H3,(H,58,59)/b30-28-,31-29-/t50-,51+/m0/s1	TZKMQVWUGITJIL-GSCZJKPISA-N	928.7132365			MMDBc0046956
BASm0033746	PG(22:1(9Z)/26:0)	PG(22:1(9Z)/26:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(9Z)/26:0), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C54H105O10P	InChI=1S/C54H105O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-28-30-32-34-36-38-40-42-44-46-54(58)64-52(50-63-65(59,60)62-48-51(56)47-55)49-61-53(57)45-43-41-39-37-35-33-31-29-27-22-20-18-16-14-12-10-8-6-4-2/h29,31,51-52,55-56H,3-28,30,32-50H2,1-2H3,(H,59,60)/b31-29-/t51-,52+/m0/s1	DBWTVRCZARGABO-YHTUEJPNSA-N	944.7445366			MMDBc0046957
BASm0033747	PG(22:1(9Z)/26:1(11Z))	PG(22:1(9Z)/26:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(9Z)/26:1(11Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C54H103O10P	InChI=1S/C54H103O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-28-30-32-34-36-38-40-42-44-46-54(58)64-52(50-63-65(59,60)62-48-51(56)47-55)49-61-53(57)45-43-41-39-37-35-33-31-29-27-22-20-18-16-14-12-10-8-6-4-2/h25-26,29,31,51-52,55-56H,3-24,27-28,30,32-50H2,1-2H3,(H,59,60)/b26-25-,31-29-/t51-,52+/m0/s1	AOHWDHWTICILEH-QNBJSRGDSA-N	942.7288865			MMDBc0046958
BASm0033748	PG(22:1(9Z)/26:1(9Z))	PG(22:1(9Z)/26:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(9Z)/26:1(9Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C55H105O10P	InChI=1S/C55H105O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-29-31-33-35-37-39-41-43-45-47-55(59)65-53(51-64-66(60,61)63-49-52(57)48-56)50-62-54(58)46-44-42-40-38-36-34-32-30-28-22-20-18-16-14-12-10-8-6-4-2/h29-32,52-53,56-57H,3-28,33-51H2,1-2H3,(H,60,61)/b31-29-,32-30-/t52-,53+/m0/s1	LHUVHDFWZFDMBZ-DKLSVIPQSA-N	956.7445366			MMDBc0046959
BASm0033749	PG(22:1(9Z)/28:0)	PG(22:1(9Z)/28:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(9Z)/28:0), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C56H109O10P	InChI=1S/C56H109O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(60)66-54(52-65-67(61,62)64-50-53(58)49-57)51-63-55(59)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2/h31,33,53-54,57-58H,3-30,32,34-52H2,1-2H3,(H,61,62)/b33-31-/t53-,54+/m0/s1	QAPITRFTRFKFHZ-IIBFHSCOSA-N	972.7758367			MMDBc0046960
BASm0033750	PG(22:1(9Z)/28:1(11Z))	PG(22:1(9Z)/28:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(9Z)/28:1(11Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C56H107O10P	InChI=1S/C56H107O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(60)66-54(52-65-67(61,62)64-50-53(58)49-57)51-63-55(59)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2/h27-28,31,33,53-54,57-58H,3-26,29-30,32,34-52H2,1-2H3,(H,61,62)/b28-27-,33-31-/t53-,54+/m0/s1	AMAXFDHGCZXCCG-DPGNZSHSSA-N	970.7601866			MMDBc0046961
BASm0033751	PG(22:1(9Z)/28:1(9Z))	PG(22:1(9Z)/28:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(9Z)/28:1(9Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C56H107O10P	InChI=1S/C56H107O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(60)66-54(52-65-67(61,62)64-50-53(58)49-57)51-63-55(59)47-45-43-41-39-37-35-33-31-29-22-20-18-16-14-12-10-8-6-4-2/h30-33,53-54,57-58H,3-29,34-52H2,1-2H3,(H,61,62)/b32-30-,33-31-/t53-,54+/m0/s1	AVCMWDASYVEJQU-NEIJYDGMSA-N	970.7601866			MMDBc0046962
BASm0033752	PG(22:1(9Z)/30:0)	PG(22:1(9Z)/30:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(9Z)/30:0), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one tricontanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	C58H113O10P	InChI=1S/C58H113O10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-50-58(62)68-56(54-67-69(63,64)66-52-55(60)51-59)53-65-57(61)49-47-45-43-41-39-37-35-33-31-22-20-18-16-14-12-10-8-6-4-2/h33,35,55-56,59-60H,3-32,34,36-54H2,1-2H3,(H,63,64)/b35-33-/t55-,56+/m0/s1	NJOPSINTKLEOIO-RPZXEXCYSA-N	1000.807137			MMDBc0046963
BASm0033753	PG(23:1(11Z)/23:1(11Z))	PG(23:1(11Z)/23:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(23:1(11Z)/23:1(11Z)), in particular, consists of two 11Z-tricosanoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C52H99O10P	InChI=1S/C52H99O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-51(55)59-47-50(48-61-63(57,58)60-46-49(54)45-53)62-52(56)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h23-26,49-50,53-54H,3-22,27-48H2,1-2H3,(H,57,58)/b25-23-,26-24-/t49-,50+/m0/s1	JEIVEBLAOTWZKZ-NSLHZJKCSA-N	914.6975864			MMDBc0046964
BASm0033754	PG(23:1(11Z)/23:1(9Z))	PG(23:1(11Z)/23:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(23:1(11Z)/23:1(9Z)), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C52H99O10P	InChI=1S/C52H99O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-51(55)59-47-50(48-61-63(57,58)60-46-49(54)45-53)62-52(56)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h23,25,28,30,49-50,53-54H,3-22,24,26-27,29,31-48H2,1-2H3,(H,57,58)/b25-23-,30-28-/t49-,50+/m0/s1	PKKYEPVAVOFPGD-WXVTWLMGSA-N	914.6975864			MMDBc0046965
BASm0033755	PG(23:1(11Z)/24:0)	PG(23:1(11Z)/24:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(23:1(11Z)/24:0), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C53H103O10P	InChI=1S/C53H103O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h24,26,50-51,54-55H,3-23,25,27-49H2,1-2H3,(H,58,59)/b26-24-/t50-,51+/m0/s1	RCHVYDOHOUDOAW-ZWZKWFCISA-N	930.7288865			MMDBc0046966
BASm0033756	PG(23:1(11Z)/24:1(11Z))	PG(23:1(11Z)/24:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(23:1(11Z)/24:1(11Z)), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C53H101O10P	InChI=1S/C53H101O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h24-27,50-51,54-55H,3-23,28-49H2,1-2H3,(H,58,59)/b26-24-,27-25-/t50-,51+/m0/s1	XDXUDAVSFOMLFG-WDOXTDJFSA-N	928.7132365			MMDBc0046967
BASm0033757	PG(23:1(11Z)/24:1(9Z))	PG(23:1(11Z)/24:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(23:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C53H101O10P	InChI=1S/C53H101O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h24,26,29,31,50-51,54-55H,3-23,25,27-28,30,32-49H2,1-2H3,(H,58,59)/b26-24-,31-29-/t50-,51+/m0/s1	ZBBUTRHZIXFJHN-NBTSMBRGSA-N	928.7132365			MMDBc0046968
BASm0033758	PG(23:1(11Z)/25:0)	PG(23:1(11Z)/25:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(23:1(11Z)/25:0), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C54H105O10P	InChI=1S/C54H105O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-54(58)64-52(50-63-65(59,60)62-48-51(56)47-55)49-61-53(57)45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h24,27,51-52,55-56H,3-23,25-26,28-50H2,1-2H3,(H,59,60)/b27-24-/t51-,52+/m0/s1	JCIGGEKWKMFRHT-BFRXEBDDSA-N	944.7445366			MMDBc0046969
BASm0033759	PG(23:1(11Z)/25:1(11Z))	PG(23:1(11Z)/25:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(23:1(11Z)/25:1(11Z)), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C54H103O10P	InChI=1S/C54H103O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-54(58)64-52(50-63-65(59,60)62-48-51(56)47-55)49-61-53(57)45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h24,26-28,51-52,55-56H,3-23,25,29-50H2,1-2H3,(H,59,60)/b27-24-,28-26-/t51-,52+/m0/s1	AENOMSXADMGNOK-WMQWRVJNSA-N	942.7288865			MMDBc0046970
BASm0033760	PG(23:1(11Z)/25:1(9Z))	PG(23:1(11Z)/25:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(23:1(11Z)/25:1(9Z)), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C54H103O10P	InChI=1S/C54H103O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-54(58)64-52(50-63-65(59,60)62-48-51(56)47-55)49-61-53(57)45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h24,27,30,32,51-52,55-56H,3-23,25-26,28-29,31,33-50H2,1-2H3,(H,59,60)/b27-24-,32-30-/t51-,52+/m0/s1	DQPHXMIAIOIPGT-COSZJSNFSA-N	942.7288865			MMDBc0046971
BASm0033761	PG(23:1(11Z)/27:0)	PG(23:1(11Z)/27:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(23:1(11Z)/27:0), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C56H109O10P	InChI=1S/C56H109O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(60)66-54(52-65-67(61,62)64-50-53(58)49-57)51-63-55(59)47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h24,29,53-54,57-58H,3-23,25-28,30-52H2,1-2H3,(H,61,62)/b29-24-/t53-,54+/m0/s1	NOAAJRBDUNCIAA-JYYRYFKASA-N	972.7758367			MMDBc0046972
BASm0033762	PG(23:1(11Z)/27:1(11Z))	PG(23:1(11Z)/27:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(23:1(11Z)/27:1(11Z)), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C56H107O10P	InChI=1S/C56H107O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(60)66-54(52-65-67(61,62)64-50-53(58)49-57)51-63-55(59)47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h24,28-30,53-54,57-58H,3-23,25-27,31-52H2,1-2H3,(H,61,62)/b29-24-,30-28-/t53-,54+/m0/s1	YRMWHEXVYSQMPQ-HLYFXBIPSA-N	970.7601866			MMDBc0046973
BASm0033763	PG(23:1(11Z)/27:1(9Z))	PG(23:1(11Z)/27:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(23:1(11Z)/27:1(9Z)), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C56H107O10P	InChI=1S/C56H107O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(60)66-54(52-65-67(61,62)64-50-53(58)49-57)51-63-55(59)47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h24,29,32,34,53-54,57-58H,3-23,25-28,30-31,33,35-52H2,1-2H3,(H,61,62)/b29-24-,34-32-/t53-,54+/m0/s1	BBBMXZGCLRFKKE-NPFVSJFASA-N	970.7601866			MMDBc0046974
BASm0033764	PG(23:1(11Z)/29:0)	PG(23:1(11Z)/29:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(23:1(11Z)/29:0), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and one nonacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C58H113O10P	InChI=1S/C58H113O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-50-58(62)68-56(54-67-69(63,64)66-52-55(60)51-59)53-65-57(61)49-47-45-43-41-39-37-35-33-31-24-22-20-18-16-14-12-10-8-6-4-2/h24,31,55-56,59-60H,3-23,25-30,32-54H2,1-2H3,(H,63,64)/b31-24-/t55-,56+/m0/s1	ZQFAXUXJTUECEN-HLRYFCKESA-N	1000.807137			MMDBc0046975
BASm0033765	PG(23:1(9Z)/23:1(11Z))	PG(23:1(9Z)/23:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(23:1(9Z)/23:1(11Z)), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C52H99O10P	InChI=1S/C52H99O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-51(55)59-47-50(48-61-63(57,58)60-46-49(54)45-53)62-52(56)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h24,26-27,29,49-50,53-54H,3-23,25,28,30-48H2,1-2H3,(H,57,58)/b26-24-,29-27-/t49-,50+/m0/s1	FLPOPOQAKZQUKK-CWXCRHAKSA-N	914.6975864			MMDBc0046976
BASm0033766	PG(23:1(9Z)/23:1(9Z))	PG(23:1(9Z)/23:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(23:1(9Z)/23:1(9Z)), in particular, consists of two 9Z-tricosanoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C52H99O10P	InChI=1S/C52H99O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-51(55)59-47-50(48-61-63(57,58)60-46-49(54)45-53)62-52(56)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27-30,49-50,53-54H,3-26,31-48H2,1-2H3,(H,57,58)/b29-27-,30-28-/t49-,50+/m0/s1	RHOKZJXIRVXPHH-HDCKBIHYSA-N	914.6975864			MMDBc0046977
BASm0033767	PG(23:1(9Z)/24:0)	PG(23:1(9Z)/24:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(23:1(9Z)/24:0), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C53H103O10P	InChI=1S/C53H103O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h28,30,50-51,54-55H,3-27,29,31-49H2,1-2H3,(H,58,59)/b30-28-/t50-,51+/m0/s1	NJIGYKSWIHHNLU-FKJLCQTCSA-N	930.7288865			MMDBc0046978
BASm0033768	PG(23:1(9Z)/24:1(11Z))	PG(23:1(9Z)/24:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(23:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C53H101O10P	InChI=1S/C53H101O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h25,27-28,30,50-51,54-55H,3-24,26,29,31-49H2,1-2H3,(H,58,59)/b27-25-,30-28-/t50-,51+/m0/s1	WGLFIMNWYLQRJS-LLQKUISBSA-N	928.7132365			MMDBc0046979
BASm0033769	PG(23:1(9Z)/24:1(9Z))	PG(23:1(9Z)/24:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(23:1(9Z)/24:1(9Z)), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C53H101O10P	InChI=1S/C53H101O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-53(57)63-51(49-62-64(58,59)61-47-50(55)46-54)48-60-52(56)44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h28-31,50-51,54-55H,3-27,32-49H2,1-2H3,(H,58,59)/b30-28-,31-29-/t50-,51+/m0/s1	PXJMCCPPSPQXBE-GSCZJKPISA-N	928.7132365			MMDBc0046980
BASm0033770	PG(23:1(9Z)/25:0)	PG(23:1(9Z)/25:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(23:1(9Z)/25:0), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C54H105O10P	InChI=1S/C54H105O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-54(58)64-52(50-63-65(59,60)62-48-51(56)47-55)49-61-53(57)45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h29,31,51-52,55-56H,3-28,30,32-50H2,1-2H3,(H,59,60)/b31-29-/t51-,52+/m0/s1	ZNRQWAVLJMJCGX-YHTUEJPNSA-N	944.7445366			MMDBc0046981
BASm0033771	PG(23:1(9Z)/25:1(11Z))	PG(23:1(9Z)/25:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(23:1(9Z)/25:1(11Z)), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C54H103O10P	InChI=1S/C54H103O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-54(58)64-52(50-63-65(59,60)62-48-51(56)47-55)49-61-53(57)45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h26,28-29,31,51-52,55-56H,3-25,27,30,32-50H2,1-2H3,(H,59,60)/b28-26-,31-29-/t51-,52+/m0/s1	FMCDCOPXYRTKIA-IOUDBUSZSA-N	942.7288865			MMDBc0046982
BASm0033772	PG(23:1(9Z)/25:1(9Z))	PG(23:1(9Z)/25:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(23:1(9Z)/25:1(9Z)), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C54H103O10P	InChI=1S/C54H103O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-54(58)64-52(50-63-65(59,60)62-48-51(56)47-55)49-61-53(57)45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h29-32,51-52,55-56H,3-28,33-50H2,1-2H3,(H,59,60)/b31-29-,32-30-/t51-,52+/m0/s1	UZZBHECZRDSDAL-ADHXOWKVSA-N	942.7288865			MMDBc0046983
BASm0033773	PG(23:1(9Z)/27:0)	PG(23:1(9Z)/27:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(23:1(9Z)/27:0), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C56H109O10P	InChI=1S/C56H109O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(60)66-54(52-65-67(61,62)64-50-53(58)49-57)51-63-55(59)47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h31,33,53-54,57-58H,3-30,32,34-52H2,1-2H3,(H,61,62)/b33-31-/t53-,54+/m0/s1	WKGMVSWNNYSDSP-IIBFHSCOSA-N	972.7758367			MMDBc0046984
BASm0033774	PG(23:1(9Z)/27:1(11Z))	PG(23:1(9Z)/27:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(23:1(9Z)/27:1(11Z)), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C56H107O10P	InChI=1S/C56H107O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(60)66-54(52-65-67(61,62)64-50-53(58)49-57)51-63-55(59)47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h28,30-31,33,53-54,57-58H,3-27,29,32,34-52H2,1-2H3,(H,61,62)/b30-28-,33-31-/t53-,54+/m0/s1	RIBPFRAMNUXQOG-MYMLNVATSA-N	970.7601866			MMDBc0046985
BASm0033775	PG(23:1(9Z)/27:1(9Z))	PG(23:1(9Z)/27:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(23:1(9Z)/27:1(9Z)), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C56H107O10P	InChI=1S/C56H107O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-56(60)66-54(52-65-67(61,62)64-50-53(58)49-57)51-63-55(59)47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h31-34,53-54,57-58H,3-30,35-52H2,1-2H3,(H,61,62)/b33-31-,34-32-/t53-,54+/m0/s1	DXCIVTVOBZYYNV-TYGLHZFNSA-N	970.7601866			MMDBc0046986
BASm0033776	PG(23:1(9Z)/29:0)	PG(23:1(9Z)/29:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(23:1(9Z)/29:0), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and one nonacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC	C58H113O10P	InChI=1S/C58H113O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-29-30-32-34-36-38-40-42-44-46-48-50-58(62)68-56(54-67-69(63,64)66-52-55(60)51-59)53-65-57(61)49-47-45-43-41-39-37-35-33-31-24-22-20-18-16-14-12-10-8-6-4-2/h33,35,55-56,59-60H,3-32,34,36-54H2,1-2H3,(H,63,64)/b35-33-/t55-,56+/m0/s1	LQKDPPNNECFROM-RPZXEXCYSA-N	1000.807137			MMDBc0046987
BASm0033777	PG(24:0/24:0)	PG(24:0/24:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:0/24:0), in particular, consists of two tetracosanoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C54H107O10P	InChI=1S/C54H107O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-53(57)61-49-52(50-63-65(59,60)62-48-51(56)47-55)64-54(58)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h51-52,55-56H,3-50H2,1-2H3,(H,59,60)/t51-,52+/m0/s1	YYAHFPUKXSQDRL-MTIDNABOSA-N	946.7601866			MMDBc0046988
BASm0033778	PG(24:0/26:0)	PG(24:0/26:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:0/26:0), in particular, consists of one tetracosanoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C56H111O10P	InChI=1S/C56H111O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-48-56(60)66-54(52-65-67(61,62)64-50-53(58)49-57)51-63-55(59)47-45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h53-54,57-58H,3-52H2,1-2H3,(H,61,62)/t53-,54+/m0/s1	CUQLGZLXOJSVAA-ZOAUSRBZSA-N	974.7914868			MMDBc0046989
BASm0033779	PG(24:0/26:1(11Z))	PG(24:0/26:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:0/26:1(11Z)), in particular, consists of one tetracosanoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C56H109O10P	InChI=1S/C56H109O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-48-56(60)66-54(52-65-67(61,62)64-50-53(58)49-57)51-63-55(59)47-45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h26,28,53-54,57-58H,3-25,27,29-52H2,1-2H3,(H,61,62)/b28-26-/t53-,54+/m0/s1	KVCSGVNHDGWNJX-LEXPKELUSA-N	972.7758367			MMDBc0046990
BASm0033780	PG(24:0/26:1(9Z))	PG(24:0/26:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:0/26:1(9Z)), in particular, consists of one tetracosanoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C57H111O10P	InChI=1S/C57H111O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-29-31-33-35-37-39-41-43-45-47-49-57(61)67-55(53-66-68(62,63)65-51-54(59)50-58)52-64-56(60)48-46-44-42-40-38-36-34-32-30-28-24-22-20-18-16-14-12-10-8-6-4-2/h31,33,54-55,58-59H,3-30,32,34-53H2,1-2H3,(H,62,63)/b33-31-/t54-,55+/m0/s1	UAICZKCYECNGMH-GRXONUPJSA-N	986.7914868			MMDBc0046991
BASm0033781	PG(24:0/28:0)	PG(24:0/28:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:0/28:0), in particular, consists of one tetracosanoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C58H115O10P	InChI=1S/C58H115O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-58(62)68-56(54-67-69(63,64)66-52-55(60)51-59)53-65-57(61)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h55-56,59-60H,3-54H2,1-2H3,(H,63,64)/t55-,56+/m0/s1	VSDXMPRFUWZIEV-KKQLDWOFSA-N	1002.822787			MMDBc0046992
BASm0033782	PG(24:0/28:1(11Z))	PG(24:0/28:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:0/28:1(11Z)), in particular, consists of one tetracosanoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C58H113O10P	InChI=1S/C58H113O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-58(62)68-56(54-67-69(63,64)66-52-55(60)51-59)53-65-57(61)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h28,30,55-56,59-60H,3-27,29,31-54H2,1-2H3,(H,63,64)/b30-28-/t55-,56+/m0/s1	CKEDHEXWJCUUKT-BXATVIGXSA-N	1000.807137			MMDBc0046993
BASm0033783	PG(24:0/28:1(9Z))	PG(24:0/28:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:0/28:1(9Z)), in particular, consists of one tetracosanoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C58H113O10P	InChI=1S/C58H113O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-58(62)68-56(54-67-69(63,64)66-52-55(60)51-59)53-65-57(61)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h32,34,55-56,59-60H,3-31,33,35-54H2,1-2H3,(H,63,64)/b34-32-/t55-,56+/m0/s1	ZACBADFSUOXDKW-STYLLSCCSA-N	1000.807137			MMDBc0046994
BASm0033784	PG(24:1(11Z)/24:0)	PG(24:1(11Z)/24:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:1(11Z)/24:0), in particular, consists of one 11Z-tetracosenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C54H105O10P	InChI=1S/C54H105O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-53(57)61-49-52(50-63-65(59,60)62-48-51(56)47-55)64-54(58)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h25,27,51-52,55-56H,3-24,26,28-50H2,1-2H3,(H,59,60)/b27-25-/t51-,52+/m0/s1	FPAHBLLCSZLHSY-ZCZZKUHESA-N	944.7445366			MMDBc0046995
BASm0033785	PG(24:1(11Z)/24:1(11Z))	PG(24:1(11Z)/24:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:1(11Z)/24:1(11Z)), in particular, consists of two 11Z-tetracosenoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C54H103O10P	InChI=1S/C54H103O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-53(57)61-49-52(50-63-65(59,60)62-48-51(56)47-55)64-54(58)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h25-28,51-52,55-56H,3-24,29-50H2,1-2H3,(H,59,60)/b27-25-,28-26-/t51-,52+/m0/s1	TZVNLWZTDZIZKE-FBEFGMKQSA-N	942.7288865			MMDBc0046996
BASm0033786	PG(24:1(11Z)/24:1(9Z))	PG(24:1(11Z)/24:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-tetracosenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C54H103O10P	InChI=1S/C54H103O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-53(57)61-49-52(50-63-65(59,60)62-48-51(56)47-55)64-54(58)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h25,27,30,32,51-52,55-56H,3-24,26,28-29,31,33-50H2,1-2H3,(H,59,60)/b27-25-,32-30-/t51-,52+/m0/s1	WGKVJRKSXKSLBY-DVMVXRBJSA-N	942.7288865			MMDBc0046997
BASm0033787	PG(24:1(11Z)/26:0)	PG(24:1(11Z)/26:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:1(11Z)/26:0), in particular, consists of one 11Z-tetracosenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C56H109O10P	InChI=1S/C56H109O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-48-56(60)66-54(52-65-67(61,62)64-50-53(58)49-57)51-63-55(59)47-45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,53-54,57-58H,3-26,28,30-52H2,1-2H3,(H,61,62)/b29-27-/t53-,54+/m0/s1	KCXALOPXLOORSL-FIFKKWEJSA-N	972.7758367			MMDBc0046998
BASm0033788	PG(24:1(11Z)/26:1(11Z))	PG(24:1(11Z)/26:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:1(11Z)/26:1(11Z)), in particular, consists of one 11Z-tetracosenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C56H107O10P	InChI=1S/C56H107O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-48-56(60)66-54(52-65-67(61,62)64-50-53(58)49-57)51-63-55(59)47-45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h26-29,53-54,57-58H,3-25,30-52H2,1-2H3,(H,61,62)/b28-26-,29-27-/t53-,54+/m0/s1	MOEGVBMCCRBBEE-JTDMHXTKSA-N	970.7601866			MMDBc0046999
BASm0033789	PG(24:1(11Z)/26:1(9Z))	PG(24:1(11Z)/26:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:1(11Z)/26:1(9Z)), in particular, consists of one 11Z-tetracosenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C57H109O10P	InChI=1S/C57H109O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-29-31-33-35-37-39-41-43-45-47-49-57(61)67-55(53-66-68(62,63)65-51-54(59)50-58)52-64-56(60)48-46-44-42-40-38-36-34-32-30-28-24-22-20-18-16-14-12-10-8-6-4-2/h28,30-31,33,54-55,58-59H,3-27,29,32,34-53H2,1-2H3,(H,62,63)/b30-28-,33-31-/t54-,55+/m0/s1	OBEPKANRWYOWBL-SSKVFMPZSA-N	984.7758367			MMDBc0047000
BASm0033790	PG(24:1(11Z)/28:0)	PG(24:1(11Z)/28:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:1(11Z)/28:0), in particular, consists of one 11Z-tetracosenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C58H113O10P	InChI=1S/C58H113O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-58(62)68-56(54-67-69(63,64)66-52-55(60)51-59)53-65-57(61)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h29,31,55-56,59-60H,3-28,30,32-54H2,1-2H3,(H,63,64)/b31-29-/t55-,56+/m0/s1	SENLJSSZEMHCKF-YYQLQWBGSA-N	1000.807137			MMDBc0047001
BASm0033791	PG(24:1(11Z)/28:1(11Z))	PG(24:1(11Z)/28:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:1(11Z)/28:1(11Z)), in particular, consists of one 11Z-tetracosenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C58H111O10P	InChI=1S/C58H111O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-58(62)68-56(54-67-69(63,64)66-52-55(60)51-59)53-65-57(61)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h28-31,55-56,59-60H,3-27,32-54H2,1-2H3,(H,63,64)/b30-28-,31-29-/t55-,56+/m0/s1	YGXBAIKJOGOVLL-BXJNRWNOSA-N	998.7914868			MMDBc0047002
BASm0033792	PG(24:1(11Z)/28:1(9Z))	PG(24:1(11Z)/28:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:1(11Z)/28:1(9Z)), in particular, consists of one 11Z-tetracosenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C58H111O10P	InChI=1S/C58H111O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-58(62)68-56(54-67-69(63,64)66-52-55(60)51-59)53-65-57(61)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h29,31-32,34,55-56,59-60H,3-28,30,33,35-54H2,1-2H3,(H,63,64)/b31-29-,34-32-/t55-,56+/m0/s1	SNUMOHIKFUERAX-SFVVNELJSA-N	998.7914868			MMDBc0047003
BASm0033793	PG(24:1(9Z)/24:0)	PG(24:1(9Z)/24:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:1(9Z)/24:0), in particular, consists of one 9Z-tetracosenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C54H105O10P	InChI=1S/C54H105O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-53(57)61-49-52(50-63-65(59,60)62-48-51(56)47-55)64-54(58)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h29,31,51-52,55-56H,3-28,30,32-50H2,1-2H3,(H,59,60)/b31-29-/t51-,52+/m0/s1	GVAXFHYNFMOHOB-YHTUEJPNSA-N	944.7445366			MMDBc0047004
BASm0033794	PG(24:1(9Z)/24:1(11Z))	PG(24:1(9Z)/24:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-tetracosenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C54H103O10P	InChI=1S/C54H103O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-53(57)61-49-52(50-63-65(59,60)62-48-51(56)47-55)64-54(58)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h26,28-29,31,51-52,55-56H,3-25,27,30,32-50H2,1-2H3,(H,59,60)/b28-26-,31-29-/t51-,52+/m0/s1	KYAFKDDVYQIFIC-IOUDBUSZSA-N	942.7288865			MMDBc0047005
BASm0033795	PG(24:1(9Z)/24:1(9Z))	PG(24:1(9Z)/24:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:1(9Z)/24:1(9Z)), in particular, consists of two 9Z-tetracosenoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C54H103O10P	InChI=1S/C54H103O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-53(57)61-49-52(50-63-65(59,60)62-48-51(56)47-55)64-54(58)46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h29-32,51-52,55-56H,3-28,33-50H2,1-2H3,(H,59,60)/b31-29-,32-30-/t51-,52+/m0/s1	CXSHSXNZVASKTO-ADHXOWKVSA-N	942.7288865			MMDBc0047006
BASm0033796	PG(24:1(9Z)/26:0)	PG(24:1(9Z)/26:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:1(9Z)/26:0), in particular, consists of one 9Z-tetracosenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C56H109O10P	InChI=1S/C56H109O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-48-56(60)66-54(52-65-67(61,62)64-50-53(58)49-57)51-63-55(59)47-45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h31,33,53-54,57-58H,3-30,32,34-52H2,1-2H3,(H,61,62)/b33-31-/t53-,54+/m0/s1	HYFCKZZOZIZQJX-IIBFHSCOSA-N	972.7758367			MMDBc0047007
BASm0033797	PG(24:1(9Z)/26:1(11Z))	PG(24:1(9Z)/26:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:1(9Z)/26:1(11Z)), in particular, consists of one 9Z-tetracosenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C56H107O10P	InChI=1S/C56H107O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-28-30-32-34-36-38-40-42-44-46-48-56(60)66-54(52-65-67(61,62)64-50-53(58)49-57)51-63-55(59)47-45-43-41-39-37-35-33-31-29-27-24-22-20-18-16-14-12-10-8-6-4-2/h26,28,31,33,53-54,57-58H,3-25,27,29-30,32,34-52H2,1-2H3,(H,61,62)/b28-26-,33-31-/t53-,54+/m0/s1	GKKGJMVRKSUJTR-IPYWXJFASA-N	970.7601866			MMDBc0047008
BASm0033798	PG(24:1(9Z)/26:1(9Z))	PG(24:1(9Z)/26:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:1(9Z)/26:1(9Z)), in particular, consists of one 9Z-tetracosenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C57H109O10P	InChI=1S/C57H109O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-29-31-33-35-37-39-41-43-45-47-49-57(61)67-55(53-66-68(62,63)65-51-54(59)50-58)52-64-56(60)48-46-44-42-40-38-36-34-32-30-28-24-22-20-18-16-14-12-10-8-6-4-2/h31-34,54-55,58-59H,3-30,35-53H2,1-2H3,(H,62,63)/b33-31-,34-32-/t54-,55+/m0/s1	AUFGWDDUEHEXBH-UUKRFOBBSA-N	984.7758367			MMDBc0047009
BASm0033799	PG(24:1(9Z)/28:0)	PG(24:1(9Z)/28:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:1(9Z)/28:0), in particular, consists of one 9Z-tetracosenoyl chain  to the C-1 atom, and one octacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC	C58H113O10P	InChI=1S/C58H113O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-58(62)68-56(54-67-69(63,64)66-52-55(60)51-59)53-65-57(61)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h33,35,55-56,59-60H,3-32,34,36-54H2,1-2H3,(H,63,64)/b35-33-/t55-,56+/m0/s1	WICPZAMOEOPBJT-RPZXEXCYSA-N	1000.807137			MMDBc0047010
BASm0033800	PG(24:1(9Z)/28:1(11Z))	PG(24:1(9Z)/28:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:1(9Z)/28:1(11Z)), in particular, consists of one 9Z-tetracosenoyl chain  to the C-1 atom, and one 11Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C58H111O10P	InChI=1S/C58H111O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-58(62)68-56(54-67-69(63,64)66-52-55(60)51-59)53-65-57(61)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h28,30,33,35,55-56,59-60H,3-27,29,31-32,34,36-54H2,1-2H3,(H,63,64)/b30-28-,35-33-/t55-,56+/m0/s1	QCFIYVPXMPVIJC-DBDWRJPBSA-N	998.7914868			MMDBc0047011
BASm0033801	PG(24:1(9Z)/28:1(9Z))	PG(24:1(9Z)/28:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:1(9Z)/28:1(9Z)), in particular, consists of one 9Z-tetracosenoyl chain  to the C-1 atom, and one 9Z-octocosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C58H111O10P	InChI=1S/C58H111O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-26-27-28-30-32-34-36-38-40-42-44-46-48-50-58(62)68-56(54-67-69(63,64)66-52-55(60)51-59)53-65-57(61)49-47-45-43-41-39-37-35-33-31-29-24-22-20-18-16-14-12-10-8-6-4-2/h32-35,55-56,59-60H,3-31,36-54H2,1-2H3,(H,63,64)/b34-32-,35-33-/t55-,56+/m0/s1	WHCWKZXBBIQTAB-FBPGDDFUSA-N	998.7914868			MMDBc0047012
BASm0033802	PG(25:0/25:0)	PG(25:0/25:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(25:0/25:0), in particular, consists of two pentacosanoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C56H111O10P	InChI=1S/C56H111O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-55(59)63-51-54(52-65-67(61,62)64-50-53(58)49-57)66-56(60)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h53-54,57-58H,3-52H2,1-2H3,(H,61,62)/t53-,54+/m0/s1	AGUMRUVJWWBYCF-ZOAUSRBZSA-N	974.7914868			MMDBc0047013
BASm0033803	PG(25:0/25:1(11Z))	PG(25:0/25:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(25:0/25:1(11Z)), in particular, consists of one pentacosanoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C56H109O10P	InChI=1S/C56H109O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-55(59)63-51-54(52-65-67(61,62)64-50-53(58)49-57)66-56(60)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h28,30,53-54,57-58H,3-27,29,31-52H2,1-2H3,(H,61,62)/b30-28-/t53-,54+/m0/s1	MUTGQJFRYZSUNK-YQDCXNKGSA-N	972.7758367			MMDBc0047014
BASm0033804	PG(25:0/25:1(9Z))	PG(25:0/25:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(25:0/25:1(9Z)), in particular, consists of one pentacosanoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C56H109O10P	InChI=1S/C56H109O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-55(59)63-51-54(52-65-67(61,62)64-50-53(58)49-57)66-56(60)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h32,34,53-54,57-58H,3-31,33,35-52H2,1-2H3,(H,61,62)/b34-32-/t53-,54+/m0/s1	WHOBTCCJWHUDKI-ANEZLMGGSA-N	972.7758367			MMDBc0047015
BASm0033805	PG(25:0/27:0)	PG(25:0/27:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(25:0/27:0), in particular, consists of one pentacosanoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C58H115O10P	InChI=1S/C58H115O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-58(62)68-56(54-67-69(63,64)66-52-55(60)51-59)53-65-57(61)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2/h55-56,59-60H,3-54H2,1-2H3,(H,63,64)/t55-,56+/m0/s1	DKOBQAWFXQMLJC-KKQLDWOFSA-N	1002.822787			MMDBc0047016
BASm0033806	PG(25:0/27:1(11Z))	PG(25:0/27:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(25:0/27:1(11Z)), in particular, consists of one pentacosanoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C58H113O10P	InChI=1S/C58H113O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-58(62)68-56(54-67-69(63,64)66-52-55(60)51-59)53-65-57(61)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2/h30,32,55-56,59-60H,3-29,31,33-54H2,1-2H3,(H,63,64)/b32-30-/t55-,56+/m0/s1	VZEGXFYAWHVQGK-JOATUKSWSA-N	1000.807137			MMDBc0047017
BASm0033807	PG(25:0/27:1(9Z))	PG(25:0/27:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(25:0/27:1(9Z)), in particular, consists of one pentacosanoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C58H113O10P	InChI=1S/C58H113O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-58(62)68-56(54-67-69(63,64)66-52-55(60)51-59)53-65-57(61)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2/h34,36,55-56,59-60H,3-33,35,37-54H2,1-2H3,(H,63,64)/b36-34-/t55-,56+/m0/s1	VUTONFIRACUFDX-GFUAWYPISA-N	1000.807137			MMDBc0047018
BASm0033808	PG(25:1(11Z)/25:1(11Z))	PG(25:1(11Z)/25:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(25:1(11Z)/25:1(11Z)), in particular, consists of two 11Z-pentacosanoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C56H107O10P	InChI=1S/C56H107O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-55(59)63-51-54(52-65-67(61,62)64-50-53(58)49-57)66-56(60)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27-30,53-54,57-58H,3-26,31-52H2,1-2H3,(H,61,62)/b29-27-,30-28-/t53-,54+/m0/s1	RZNORLMGWXBOKF-UEFICDGTSA-N	970.7601866			MMDBc0047019
BASm0033809	PG(25:1(11Z)/25:1(9Z))	PG(25:1(11Z)/25:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(25:1(11Z)/25:1(9Z)), in particular, consists of one 11Z-pentacosanoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C56H107O10P	InChI=1S/C56H107O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-55(59)63-51-54(52-65-67(61,62)64-50-53(58)49-57)66-56(60)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,32,34,53-54,57-58H,3-26,28,30-31,33,35-52H2,1-2H3,(H,61,62)/b29-27-,34-32-/t53-,54+/m0/s1	FGFCFNLHGUMDBW-VXCZFNEBSA-N	970.7601866			MMDBc0047020
BASm0033810	PG(25:1(11Z)/27:0)	PG(25:1(11Z)/27:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(25:1(11Z)/27:0), in particular, consists of one 11Z-pentacosanoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C58H113O10P	InChI=1S/C58H113O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-58(62)68-56(54-67-69(63,64)66-52-55(60)51-59)53-65-57(61)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2/h29,31,55-56,59-60H,3-28,30,32-54H2,1-2H3,(H,63,64)/b31-29-/t55-,56+/m0/s1	GQDKLJFEFNDZAT-YYQLQWBGSA-N	1000.807137			MMDBc0047021
BASm0033811	PG(25:1(11Z)/27:1(11Z))	PG(25:1(11Z)/27:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(25:1(11Z)/27:1(11Z)), in particular, consists of one 11Z-pentacosanoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C58H111O10P	InChI=1S/C58H111O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-58(62)68-56(54-67-69(63,64)66-52-55(60)51-59)53-65-57(61)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2/h29-32,55-56,59-60H,3-28,33-54H2,1-2H3,(H,63,64)/b31-29-,32-30-/t55-,56+/m0/s1	QYCNEVRNHRZBHY-NTTFZHNQSA-N	998.7914868			MMDBc0047022
BASm0033812	PG(25:1(11Z)/27:1(9Z))	PG(25:1(11Z)/27:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(25:1(11Z)/27:1(9Z)), in particular, consists of one 11Z-pentacosanoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C58H111O10P	InChI=1S/C58H111O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-58(62)68-56(54-67-69(63,64)66-52-55(60)51-59)53-65-57(61)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2/h29,31,34,36,55-56,59-60H,3-28,30,32-33,35,37-54H2,1-2H3,(H,63,64)/b31-29-,36-34-/t55-,56+/m0/s1	NQVIEDLTJWNEGM-IAAPJFBSSA-N	998.7914868			MMDBc0047023
BASm0033813	PG(25:1(9Z)/25:1(11Z))	PG(25:1(9Z)/25:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(25:1(9Z)/25:1(11Z)), in particular, consists of one 9Z-pentacosenoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C56H107O10P	InChI=1S/C56H107O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-55(59)63-51-54(52-65-67(61,62)64-50-53(58)49-57)66-56(60)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h28,30-31,33,53-54,57-58H,3-27,29,32,34-52H2,1-2H3,(H,61,62)/b30-28-,33-31-/t53-,54+/m0/s1	MCDZYLGKKLSHAP-MYMLNVATSA-N	970.7601866			MMDBc0047024
BASm0033814	PG(25:1(9Z)/25:1(9Z))	PG(25:1(9Z)/25:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(25:1(9Z)/25:1(9Z)), in particular, consists of two 9Z-pentacosenoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C56H107O10P	InChI=1S/C56H107O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-55(59)63-51-54(52-65-67(61,62)64-50-53(58)49-57)66-56(60)48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h31-34,53-54,57-58H,3-30,35-52H2,1-2H3,(H,61,62)/b33-31-,34-32-/t53-,54+/m0/s1	IUDFLMUAEDIXLB-TYGLHZFNSA-N	970.7601866			MMDBc0047025
BASm0033815	PG(25:1(9Z)/27:0)	PG(25:1(9Z)/27:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(25:1(9Z)/27:0), in particular, consists of one 9Z-pentacosenoyl chain  to the C-1 atom, and one heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC	C58H113O10P	InChI=1S/C58H113O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-58(62)68-56(54-67-69(63,64)66-52-55(60)51-59)53-65-57(61)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2/h33,35,55-56,59-60H,3-32,34,36-54H2,1-2H3,(H,63,64)/b35-33-/t55-,56+/m0/s1	NDAIDZGSLABIPX-RPZXEXCYSA-N	1000.807137			MMDBc0047026
BASm0033816	PG(25:1(9Z)/27:1(11Z))	PG(25:1(9Z)/27:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(25:1(9Z)/27:1(11Z)), in particular, consists of one 9Z-pentacosenoyl chain  to the C-1 atom, and one 11Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC	C58H111O10P	InChI=1S/C58H111O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-58(62)68-56(54-67-69(63,64)66-52-55(60)51-59)53-65-57(61)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2/h30,32-33,35,55-56,59-60H,3-29,31,34,36-54H2,1-2H3,(H,63,64)/b32-30-,35-33-/t55-,56+/m0/s1	XBDFFSZUGRLNQS-KLHLQXHYSA-N	998.7914868			MMDBc0047027
BASm0033817	PG(25:1(9Z)/27:1(9Z))	PG(25:1(9Z)/27:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(25:1(9Z)/27:1(9Z)), in particular, consists of one 9Z-pentacosenoyl chain  to the C-1 atom, and one 9Z-heptacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC	C58H111O10P	InChI=1S/C58H111O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-30-32-34-36-38-40-42-44-46-48-50-58(62)68-56(54-67-69(63,64)66-52-55(60)51-59)53-65-57(61)49-47-45-43-41-39-37-35-33-31-29-26-24-22-20-18-16-14-12-10-8-6-4-2/h33-36,55-56,59-60H,3-32,37-54H2,1-2H3,(H,63,64)/b35-33-,36-34-/t55-,56+/m0/s1	PDEGLBRMZMXKTK-CPAZKKPCSA-N	998.7914868			MMDBc0047028
BASm0033818	PG(26:0/26:1(11Z))	PG(26:0/26:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(26:0/26:1(11Z)), in particular, consists of one hexacosanoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C58H113O10P	InChI=1S/C58H113O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-49-57(61)65-53-56(54-67-69(63,64)66-52-55(60)51-59)68-58(62)50-48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h28,30,55-56,59-60H,3-27,29,31-54H2,1-2H3,(H,63,64)/b30-28-/t55-,56+/m0/s1	FGKFLJUTZMKHKU-BXATVIGXSA-N	1000.807137			MMDBc0047029
BASm0033819	PG(26:0/26:1(9Z))	PG(26:0/26:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(26:0/26:1(9Z)), in particular, consists of one hexacosanoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.		Solid	[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C59H115O10P	InChI=1S/C59H115O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-45-47-49-51-59(63)69-57(55-68-70(64,65)67-53-56(61)52-60)54-66-58(62)50-48-46-44-42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33,35,56-57,60-61H,3-32,34,36-55H2,1-2H3,(H,64,65)/b35-33-/t56-,57+/m0/s1	PEMZMWYLESUVQB-FPUNSTCGSA-N	1014.822787			MMDBc0047030
BASm0033820	PI(10:0/10:0)	PI(10:0/10:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(10:0/10:0), in particular, consists of two decanoyl chains at positions C-1 and C-2 to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC	C29H55O13P	InChI=1S/C29H55O13P/c1-3-5-7-9-11-13-15-17-22(30)39-19-21(41-23(31)18-16-14-12-10-8-6-4-2)20-40-43(37,38)42-29-27(35)25(33)24(32)26(34)28(29)36/h21,24-29,32-36H,3-20H2,1-2H3,(H,37,38)/t21-,24?,25-,26?,27?,28?,29-/m1/s1	CWOUKIAKYQALOM-UMOXPCDKSA-N	642.3380288			MMDBc0047031
BASm0033821	PI(10:0/12:0)	PI(10:0/12:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(10:0/12:0), in particular, consists of one decanoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCC	C31H59O13P	InChI=1S/C31H59O13P/c1-3-5-7-9-11-12-14-16-18-20-25(33)43-23(21-41-24(32)19-17-15-13-10-8-6-4-2)22-42-45(39,40)44-31-29(37)27(35)26(34)28(36)30(31)38/h23,26-31,34-38H,3-22H2,1-2H3,(H,39,40)/t23-,26?,27-,28?,29?,30?,31-/m1/s1	LUJNZQYECYOAPN-KQCPWQDWSA-N	670.369329			MMDBc0047032
BASm0033822	PI(10:0/14:0)	PI(10:0/14:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(10:0/14:0), in particular, consists of one decanoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCC	C33H63O13P	InChI=1S/C33H63O13P/c1-3-5-7-9-11-12-13-14-16-18-20-22-27(35)45-25(23-43-26(34)21-19-17-15-10-8-6-4-2)24-44-47(41,42)46-33-31(39)29(37)28(36)30(38)32(33)40/h25,28-33,36-40H,3-24H2,1-2H3,(H,41,42)/t25-,28?,29-,30?,31?,32?,33-/m1/s1	RWLBYEZUCPLEOW-PZRIFWELSA-N	698.4006291			MMDBc0047033
BASm0033823	PI(10:0/14:1(11Z))	PI(10:0/14:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(10:0/14:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-tetradecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CC	C33H61O13P	InChI=1S/C33H61O13P/c1-3-5-7-9-11-12-13-14-16-18-20-22-27(35)45-25(23-43-26(34)21-19-17-15-10-8-6-4-2)24-44-47(41,42)46-33-31(39)29(37)28(36)30(38)32(33)40/h5,7,25,28-33,36-40H,3-4,6,8-24H2,1-2H3,(H,41,42)/b7-5-/t25-,28?,29-,30?,31?,32?,33-/m1/s1	YNZTXHZNSIHEFQ-TZJPDXMKSA-N	696.384979			MMDBc0047034
BASm0033824	PI(10:0/14:1(9Z))	PI(10:0/14:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(10:0/14:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-tetradecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCC	C33H61O13P	InChI=1S/C33H61O13P/c1-3-5-7-9-11-12-13-14-16-18-20-22-27(35)45-25(23-43-26(34)21-19-17-15-10-8-6-4-2)24-44-47(41,42)46-33-31(39)29(37)28(36)30(38)32(33)40/h9,11,25,28-33,36-40H,3-8,10,12-24H2,1-2H3,(H,41,42)/b11-9-/t25-,28?,29-,30?,31?,32?,33-/m1/s1	DPXUARIBKNSPSP-LIZDLKAESA-N	696.384979			MMDBc0047035
BASm0033825	PI(10:0/15:0)	PI(10:0/15:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(10:0/15:0), in particular, consists of one decanoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCC	C34H65O13P	InChI=1S/C34H65O13P/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-28(36)46-26(24-44-27(35)22-20-18-16-10-8-6-4-2)25-45-48(42,43)47-34-32(40)30(38)29(37)31(39)33(34)41/h26,29-34,37-41H,3-25H2,1-2H3,(H,42,43)/t26-,29?,30-,31?,32?,33?,34-/m1/s1	UFXYQSOJIRBAFQ-IZRHHFCXSA-N	712.4162792			MMDBc0047036
BASm0033826	PI(10:0/15:1(11Z))	PI(10:0/15:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(10:0/15:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-pentadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCC	C34H63O13P	InChI=1S/C34H63O13P/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-28(36)46-26(24-44-27(35)22-20-18-16-10-8-6-4-2)25-45-48(42,43)47-34-32(40)30(38)29(37)31(39)33(34)41/h7,9,26,29-34,37-41H,3-6,8,10-25H2,1-2H3,(H,42,43)/b9-7-/t26-,29?,30-,31?,32?,33?,34-/m1/s1	HLOVIPJXJDARDI-HNUJSCHHSA-N	710.4006291			MMDBc0047037
BASm0033827	PI(10:0/15:1(9Z))	PI(10:0/15:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(10:0/15:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCC	C34H63O13P	InChI=1S/C34H63O13P/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-28(36)46-26(24-44-27(35)22-20-18-16-10-8-6-4-2)25-45-48(42,43)47-34-32(40)30(38)29(37)31(39)33(34)41/h11-12,26,29-34,37-41H,3-10,13-25H2,1-2H3,(H,42,43)/b12-11-/t26-,29?,30-,31?,32?,33?,34-/m1/s1	LYAJBMZAOBHZGP-SDUHUFBSSA-N	710.4006291			MMDBc0047038
BASm0033828	PI(10:0/16:1(11Z))	PI(10:0/16:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(10:0/16:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCC	C35H65O13P	InChI=1S/C35H65O13P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-29(37)47-27(25-45-28(36)23-21-19-17-10-8-6-4-2)26-46-49(43,44)48-35-33(41)31(39)30(38)32(40)34(35)42/h9,11,27,30-35,38-42H,3-8,10,12-26H2,1-2H3,(H,43,44)/b11-9-/t27-,30?,31-,32?,33?,34?,35-/m1/s1	QFRLOQLYKZXACY-OADJDBSASA-N	724.4162792			MMDBc0047039
BASm0033829	PI(10:0/18:1(11Z))	PI(10:0/18:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(10:0/18:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C37H69O13P	InChI=1S/C37H69O13P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-31(39)49-29(27-47-30(38)25-23-21-19-10-8-6-4-2)28-48-51(45,46)50-37-35(43)33(41)32(40)34(42)36(37)44/h12-13,29,32-37,40-44H,3-11,14-28H2,1-2H3,(H,45,46)/b13-12-/t29-,32?,33-,34?,35?,36?,37-/m1/s1	LEGFMVGRHTWFPO-UBBJIYECSA-N	752.4475793			MMDBc0047040
BASm0033830	PI(10:0/18:1(9Z))	PI(10:0/18:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(10:0/18:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C37H69O13P	InChI=1S/C37H69O13P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-31(39)49-29(27-47-30(38)25-23-21-19-10-8-6-4-2)28-48-51(45,46)50-37-35(43)33(41)32(40)34(42)36(37)44/h14-15,29,32-37,40-44H,3-13,16-28H2,1-2H3,(H,45,46)/b15-14-/t29-,32?,33-,34?,35?,36?,37-/m1/s1	PPQNYKQFHJUKMM-NBXIHZTPSA-N	752.4475793			MMDBc0047041
BASm0033831	PI(10:0/20:0)	PI(10:0/20:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(10:0/20:0), in particular, consists of one decanoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCCCCCCC	C39H75O13P	InChI=1S/C39H75O13P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-22-24-26-28-33(41)51-31(29-49-32(40)27-25-23-21-10-8-6-4-2)30-50-53(47,48)52-39-37(45)35(43)34(42)36(44)38(39)46/h31,34-39,42-46H,3-30H2,1-2H3,(H,47,48)/t31-,34?,35-,36?,37?,38?,39-/m1/s1	NZNXKVZAMYQBDQ-FVAANCMESA-N	782.4945295			MMDBc0047042
BASm0033832	PI(10:0/20:1(11Z))	PI(10:0/20:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(10:0/20:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C39H73O13P	InChI=1S/C39H73O13P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-22-24-26-28-33(41)51-31(29-49-32(40)27-25-23-21-10-8-6-4-2)30-50-53(47,48)52-39-37(45)35(43)34(42)36(44)38(39)46/h14-15,31,34-39,42-46H,3-13,16-30H2,1-2H3,(H,47,48)/b15-14-/t31-,34?,35-,36?,37?,38?,39-/m1/s1	BCPAZLADQPXZGJ-FUWVSSLXSA-N	780.4788794			MMDBc0047043
BASm0033833	PI(10:0/20:1(13Z))	PI(10:0/20:1(13Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(10:0/20:1(13Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C39H73O13P	InChI=1S/C39H73O13P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-22-24-26-28-33(41)51-31(29-49-32(40)27-25-23-21-10-8-6-4-2)30-50-53(47,48)52-39-37(45)35(43)34(42)36(44)38(39)46/h12-13,31,34-39,42-46H,3-11,14-30H2,1-2H3,(H,47,48)/b13-12-/t31-,34?,35-,36?,37?,38?,39-/m1/s1	LKWHBKPZRQZUQR-SGPHRHRMSA-N	780.4788794			MMDBc0047044
BASm0033834	PI(10:0/22:1(11Z))	PI(10:0/22:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(10:0/22:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C41H77O13P	InChI=1S/C41H77O13P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-24-26-28-30-35(43)53-33(31-51-34(42)29-27-25-23-10-8-6-4-2)32-52-55(49,50)54-41-39(47)37(45)36(44)38(46)40(41)48/h16-17,33,36-41,44-48H,3-15,18-32H2,1-2H3,(H,49,50)/b17-16-/t33-,36?,37-,38?,39?,40?,41-/m1/s1	QBKCUXOPPOJZLF-IWRKHZITSA-N	808.5101795			MMDBc0047045
BASm0033835	PI(10:0/22:1(9Z))	PI(10:0/22:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(10:0/22:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C41H77O13P	InChI=1S/C41H77O13P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-24-26-28-30-35(43)53-33(31-51-34(42)29-27-25-23-10-8-6-4-2)32-52-55(49,50)54-41-39(47)37(45)36(44)38(46)40(41)48/h18-19,33,36-41,44-48H,3-17,20-32H2,1-2H3,(H,49,50)/b19-18-/t33-,36?,37-,38?,39?,40?,41-/m1/s1	FVZBYFMAAXDZCN-RXOROOTJSA-N	808.5101795			MMDBc0047046
BASm0033836	PI(10:0/23:1(11Z))	PI(10:0/23:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(10:0/23:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C42H79O13P	InChI=1S/C42H79O13P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-36(44)54-34(32-52-35(43)30-28-26-24-10-8-6-4-2)33-53-56(50,51)55-42-40(48)38(46)37(45)39(47)41(42)49/h17-18,34,37-42,45-49H,3-16,19-33H2,1-2H3,(H,50,51)/b18-17-/t34-,37?,38-,39?,40?,41?,42-/m1/s1	IVAPQOWGAWTCMX-YAVDBIGXSA-N	822.5258296			MMDBc0047047
BASm0033837	PI(10:0/23:1(9Z))	PI(10:0/23:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(10:0/23:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C42H79O13P	InChI=1S/C42H79O13P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-36(44)54-34(32-52-35(43)30-28-26-24-10-8-6-4-2)33-53-56(50,51)55-42-40(48)38(46)37(45)39(47)41(42)49/h19-20,34,37-42,45-49H,3-18,21-33H2,1-2H3,(H,50,51)/b20-19-/t34-,37?,38-,39?,40?,41?,42-/m1/s1	YUKIWPFSUCDVSO-DJVFKSEVSA-N	822.5258296			MMDBc0047048
BASm0033838	PI(10:0/24:1(11Z))	PI(10:0/24:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(10:0/24:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C43H81O13P	InChI=1S/C43H81O13P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-37(45)55-35(33-53-36(44)31-29-27-25-10-8-6-4-2)34-54-57(51,52)56-43-41(49)39(47)38(46)40(48)42(43)50/h18-19,35,38-43,46-50H,3-17,20-34H2,1-2H3,(H,51,52)/b19-18-/t35-,38?,39-,40?,41?,42?,43-/m1/s1	KMZGTKWVEMTWES-MOJWEGDXSA-N	836.5414797			MMDBc0047049
BASm0033839	PI(10:0/24:1(9Z))	PI(10:0/24:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(10:0/24:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C43H81O13P	InChI=1S/C43H81O13P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-37(45)55-35(33-53-36(44)31-29-27-25-10-8-6-4-2)34-54-57(51,52)56-43-41(49)39(47)38(46)40(48)42(43)50/h20-21,35,38-43,46-50H,3-19,22-34H2,1-2H3,(H,51,52)/b21-20-/t35-,38?,39-,40?,41?,42?,43-/m1/s1	FWNBHLVKZPUJQB-DMLPHFJUSA-N	836.5414797			MMDBc0047050
BASm0033840	PI(10:0/25:1(11Z))	PI(10:0/25:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(10:0/25:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C44H83O13P	InChI=1S/C44H83O13P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-38(46)56-36(34-54-37(45)32-30-28-26-10-8-6-4-2)35-55-58(52,53)57-44-42(50)40(48)39(47)41(49)43(44)51/h19-20,36,39-44,47-51H,3-18,21-35H2,1-2H3,(H,52,53)/b20-19-/t36-,39?,40-,41?,42?,43?,44-/m1/s1	UXEHWURVADYBEU-IXVOYNKSSA-N	850.5571297			MMDBc0047051
BASm0033841	PI(10:0/25:1(9Z))	PI(10:0/25:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(10:0/25:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C44H83O13P	InChI=1S/C44H83O13P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-38(46)56-36(34-54-37(45)32-30-28-26-10-8-6-4-2)35-55-58(52,53)57-44-42(50)40(48)39(47)41(49)43(44)51/h21-22,36,39-44,47-51H,3-20,23-35H2,1-2H3,(H,52,53)/b22-21-/t36-,39?,40-,41?,42?,43?,44-/m1/s1	TYPVKUBRGUBPOA-FUULHRCHSA-N	850.5571297			MMDBc0047052
BASm0033842	PI(10:0/26:1(11Z))	PI(10:0/26:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(10:0/26:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC	C45H85O13P	InChI=1S/C45H85O13P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-39(47)57-37(35-55-38(46)33-31-29-27-10-8-6-4-2)36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52/h19-20,37,40-45,48-52H,3-18,21-36H2,1-2H3,(H,53,54)/b20-19-/t37-,40?,41-,42?,43?,44?,45-/m1/s1	NJQNRTVYBIKFEE-INLPTSQGSA-N	864.5727798			MMDBc0047053
BASm0033843	PI(10:0/26:1(9Z))	PI(10:0/26:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(10:0/26:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC	C46H87O13P	InChI=1S/C46H87O13P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-40(48)58-38(36-56-39(47)34-32-30-28-10-8-6-4-2)37-57-60(54,55)59-46-44(52)42(50)41(49)43(51)45(46)53/h22-23,38,41-46,49-53H,3-21,24-37H2,1-2H3,(H,54,55)/b23-22-/t38-,41?,42-,43?,44?,45?,46-/m1/s1	GRHBIIITPAKQAE-FNHQIKQUSA-N	878.5884299			MMDBc0047054
BASm0033844	PI(12:0/12:0)	PI(12:0/12:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(12:0/12:0), in particular, consists of two dodecanoyl chains at positions C-1 and C-2 to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCC	C33H63O13P	InChI=1S/C33H63O13P/c1-3-5-7-9-11-13-15-17-19-21-26(34)43-23-25(45-27(35)22-20-18-16-14-12-10-8-6-4-2)24-44-47(41,42)46-33-31(39)29(37)28(36)30(38)32(33)40/h25,28-33,36-40H,3-24H2,1-2H3,(H,41,42)/t25-,28?,29-,30?,31?,32?,33-/m1/s1	VMJRELYANFFHLC-PZRIFWELSA-N	698.4006291			MMDBc0047055
BASm0033845	PI(12:0/14:1(11Z))	PI(12:0/14:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(12:0/14:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-tetradecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CC	C35H65O13P	InChI=1S/C35H65O13P/c1-3-5-7-9-11-13-14-16-18-20-22-24-29(37)47-27(25-45-28(36)23-21-19-17-15-12-10-8-6-4-2)26-46-49(43,44)48-35-33(41)31(39)30(38)32(40)34(35)42/h5,7,27,30-35,38-42H,3-4,6,8-26H2,1-2H3,(H,43,44)/b7-5-/t27-,30?,31-,32?,33?,34?,35-/m1/s1	OWLQXEFFODTRLJ-AINMDPOBSA-N	724.4162792			MMDBc0047056
BASm0033846	PI(12:0/14:1(9Z))	PI(12:0/14:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(12:0/14:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 9Z-tetradecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCC	C35H65O13P	InChI=1S/C35H65O13P/c1-3-5-7-9-11-13-14-16-18-20-22-24-29(37)47-27(25-45-28(36)23-21-19-17-15-12-10-8-6-4-2)26-46-49(43,44)48-35-33(41)31(39)30(38)32(40)34(35)42/h9,11,27,30-35,38-42H,3-8,10,12-26H2,1-2H3,(H,43,44)/b11-9-/t27-,30?,31-,32?,33?,34?,35-/m1/s1	NPNBTLIOMUVOAF-OADJDBSASA-N	724.4162792			MMDBc0047057
BASm0033847	PI(12:0/15:0)	PI(12:0/15:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(12:0/15:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCC	C36H69O13P	InChI=1S/C36H69O13P/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-30(38)48-28(26-46-29(37)24-22-20-18-16-12-10-8-6-4-2)27-47-50(44,45)49-36-34(42)32(40)31(39)33(41)35(36)43/h28,31-36,39-43H,3-27H2,1-2H3,(H,44,45)/t28-,31?,32-,33?,34?,35?,36-/m1/s1	RTUDBSYQUKSJCE-MWLHZSNFSA-N	740.4475793			MMDBc0047058
BASm0033848	PI(12:0/15:1(11Z))	PI(12:0/15:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(12:0/15:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-pentadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCC	C36H67O13P	InChI=1S/C36H67O13P/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-30(38)48-28(26-46-29(37)24-22-20-18-16-12-10-8-6-4-2)27-47-50(44,45)49-36-34(42)32(40)31(39)33(41)35(36)43/h7,9,28,31-36,39-43H,3-6,8,10-27H2,1-2H3,(H,44,45)/b9-7-/t28-,31?,32-,33?,34?,35?,36-/m1/s1	SURVWRMTYWSTQB-LKNMGQLESA-N	738.4319292			MMDBc0047059
BASm0033849	PI(12:0/15:1(9Z))	PI(12:0/15:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(12:0/15:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCC	C36H67O13P	InChI=1S/C36H67O13P/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-30(38)48-28(26-46-29(37)24-22-20-18-16-12-10-8-6-4-2)27-47-50(44,45)49-36-34(42)32(40)31(39)33(41)35(36)43/h11,13,28,31-36,39-43H,3-10,12,14-27H2,1-2H3,(H,44,45)/b13-11-/t28-,31?,32-,33?,34?,35?,36-/m1/s1	RSJALIKBVQFDSK-HWANLORKSA-N	738.4319292			MMDBc0047060
BASm0033850	PI(12:0/16:1(11Z))	PI(12:0/16:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(12:0/16:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCC	C37H69O13P	InChI=1S/C37H69O13P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-31(39)49-29(27-47-30(38)25-23-21-19-17-12-10-8-6-4-2)28-48-51(45,46)50-37-35(43)33(41)32(40)34(42)36(37)44/h9,11,29,32-37,40-44H,3-8,10,12-28H2,1-2H3,(H,45,46)/b11-9-/t29-,32?,33-,34?,35?,36?,37-/m1/s1	CHSZWCZNAUOYCP-LHCJQQTESA-N	752.4475793			MMDBc0047061
BASm0033851	PI(12:0/18:1(11Z))	PI(12:0/18:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(12:0/18:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C39H73O13P	InChI=1S/C39H73O13P/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-33(41)51-31(29-49-32(40)27-25-23-21-19-12-10-8-6-4-2)30-50-53(47,48)52-39-37(45)35(43)34(42)36(44)38(39)46/h13-14,31,34-39,42-46H,3-12,15-30H2,1-2H3,(H,47,48)/b14-13-/t31-,34?,35-,36?,37?,38?,39-/m1/s1	DBFUZEOMMQKDCV-PRCRXZFZSA-N	780.4788794			MMDBc0047062
BASm0033852	PI(12:0/18:1(9Z))	PI(12:0/18:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(12:0/18:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C39H73O13P	InChI=1S/C39H73O13P/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-33(41)51-31(29-49-32(40)27-25-23-21-19-12-10-8-6-4-2)30-50-53(47,48)52-39-37(45)35(43)34(42)36(44)38(39)46/h15-16,31,34-39,42-46H,3-14,17-30H2,1-2H3,(H,47,48)/b16-15-/t31-,34?,35-,36?,37?,38?,39-/m1/s1	VVUULAXXEHIFTC-KXURGBPWSA-N	780.4788794			MMDBc0047063
BASm0033853	PI(12:0/20:0)	PI(12:0/20:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(12:0/20:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCCCCCCC	C41H79O13P	InChI=1S/C41H79O13P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28-30-35(43)53-33(31-51-34(42)29-27-25-23-21-12-10-8-6-4-2)32-52-55(49,50)54-41-39(47)37(45)36(44)38(46)40(41)48/h33,36-41,44-48H,3-32H2,1-2H3,(H,49,50)/t33-,36?,37-,38?,39?,40?,41-/m1/s1	QQKIHPFWUGGRSK-NBURIUCMSA-N	810.5258296			MMDBc0047064
BASm0033854	PI(12:0/20:1(11Z))	PI(12:0/20:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(12:0/20:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C41H77O13P	InChI=1S/C41H77O13P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28-30-35(43)53-33(31-51-34(42)29-27-25-23-21-12-10-8-6-4-2)32-52-55(49,50)54-41-39(47)37(45)36(44)38(46)40(41)48/h15-16,33,36-41,44-48H,3-14,17-32H2,1-2H3,(H,49,50)/b16-15-/t33-,36?,37-,38?,39?,40?,41-/m1/s1	IQWCOIUQPOWEBD-LLRUFSNGSA-N	808.5101795			MMDBc0047065
BASm0033855	PI(12:0/20:1(13Z))	PI(12:0/20:1(13Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(12:0/20:1(13Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C41H77O13P	InChI=1S/C41H77O13P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28-30-35(43)53-33(31-51-34(42)29-27-25-23-21-12-10-8-6-4-2)32-52-55(49,50)54-41-39(47)37(45)36(44)38(46)40(41)48/h13-14,33,36-41,44-48H,3-12,15-32H2,1-2H3,(H,49,50)/b14-13-/t33-,36?,37-,38?,39?,40?,41-/m1/s1	SRMFRNGDIZMPBJ-FQJVVCGASA-N	808.5101795			MMDBc0047066
BASm0033856	PI(12:0/22:1(11Z))	PI(12:0/22:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(12:0/22:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C43H81O13P	InChI=1S/C43H81O13P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-24-26-28-30-32-37(45)55-35(33-53-36(44)31-29-27-25-23-12-10-8-6-4-2)34-54-57(51,52)56-43-41(49)39(47)38(46)40(48)42(43)50/h17-18,35,38-43,46-50H,3-16,19-34H2,1-2H3,(H,51,52)/b18-17-/t35-,38?,39-,40?,41?,42?,43-/m1/s1	CLMYXZFLNPMCQI-AGORXRROSA-N	836.5414797			MMDBc0047067
BASm0033857	PI(12:0/22:1(9Z))	PI(12:0/22:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(12:0/22:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C43H81O13P	InChI=1S/C43H81O13P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-24-26-28-30-32-37(45)55-35(33-53-36(44)31-29-27-25-23-12-10-8-6-4-2)34-54-57(51,52)56-43-41(49)39(47)38(46)40(48)42(43)50/h19-20,35,38-43,46-50H,3-18,21-34H2,1-2H3,(H,51,52)/b20-19-/t35-,38?,39-,40?,41?,42?,43-/m1/s1	KTDYKOPDRWFIOD-NCBQTMLFSA-N	836.5414797			MMDBc0047068
BASm0033858	PI(12:0/23:1(11Z))	PI(12:0/23:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(12:0/23:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C44H83O13P	InChI=1S/C44H83O13P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-33-38(46)56-36(34-54-37(45)32-30-28-26-24-12-10-8-6-4-2)35-55-58(52,53)57-44-42(50)40(48)39(47)41(49)43(44)51/h18-19,36,39-44,47-51H,3-17,20-35H2,1-2H3,(H,52,53)/b19-18-/t36-,39?,40-,41?,42?,43?,44-/m1/s1	MSUIIHUEBZVQNX-UGGSEQNZSA-N	850.5571297			MMDBc0047069
BASm0033859	PI(12:0/23:1(9Z))	PI(12:0/23:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(12:0/23:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C44H83O13P	InChI=1S/C44H83O13P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-33-38(46)56-36(34-54-37(45)32-30-28-26-24-12-10-8-6-4-2)35-55-58(52,53)57-44-42(50)40(48)39(47)41(49)43(44)51/h20-21,36,39-44,47-51H,3-19,22-35H2,1-2H3,(H,52,53)/b21-20-/t36-,39?,40-,41?,42?,43?,44-/m1/s1	FBALUBJDBXHBNC-QLLWFBIQSA-N	850.5571297			MMDBc0047070
BASm0033860	PI(12:0/24:1(11Z))	PI(12:0/24:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(12:0/24:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C45H85O13P	InChI=1S/C45H85O13P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-39(47)57-37(35-55-38(46)33-31-29-27-25-12-10-8-6-4-2)36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52/h19-20,37,40-45,48-52H,3-18,21-36H2,1-2H3,(H,53,54)/b20-19-/t37-,40?,41-,42?,43?,44?,45-/m1/s1	NPXRFZDTPDXZKC-INLPTSQGSA-N	864.5727798			MMDBc0047071
BASm0033861	PI(12:0/24:1(9Z))	PI(12:0/24:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(12:0/24:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C45H85O13P	InChI=1S/C45H85O13P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-39(47)57-37(35-55-38(46)33-31-29-27-25-12-10-8-6-4-2)36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52/h21-22,37,40-45,48-52H,3-20,23-36H2,1-2H3,(H,53,54)/b22-21-/t37-,40?,41-,42?,43?,44?,45-/m1/s1	RDRUKOGYRNFOKZ-JHLFAEKRSA-N	864.5727798			MMDBc0047072
BASm0033862	PI(14:0/14:1(11Z))	PI(14:0/14:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:0/14:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 11Z-tetradecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CC	C37H69O13P	InChI=1S/C37H69O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(38)47-27-29(49-31(39)26-24-22-20-18-16-14-12-10-8-6-4-2)28-48-51(45,46)50-37-35(43)33(41)32(40)34(42)36(37)44/h6,8,29,32-37,40-44H,3-5,7,9-28H2,1-2H3,(H,45,46)/b8-6-/t29-,32?,33-,34?,35?,36?,37-/m1/s1	UBDOQBUBJSASKB-DBBAFSAWSA-N	752.4475793			MMDBc0047073
BASm0033863	PI(14:0/15:0)	PI(14:0/15:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:0/15:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCC	C38H73O13P	InChI=1S/C38H73O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(40)50-30(28-48-31(39)26-24-22-20-18-16-14-12-10-8-6-4-2)29-49-52(46,47)51-38-36(44)34(42)33(41)35(43)37(38)45/h30,33-38,41-45H,3-29H2,1-2H3,(H,46,47)/t30-,33?,34-,35?,36?,37?,38-/m1/s1	UPSJWVBWFOIHNG-YKAIFLCESA-N	768.4788794			MMDBc0047074
BASm0033864	PI(14:0/15:1(11Z))	PI(14:0/15:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:0/15:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 11Z-pentadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCC	C38H71O13P	InChI=1S/C38H71O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(40)50-30(28-48-31(39)26-24-22-20-18-16-14-12-10-8-6-4-2)29-49-52(46,47)51-38-36(44)34(42)33(41)35(43)37(38)45/h7,9,30,33-38,41-45H,3-6,8,10-29H2,1-2H3,(H,46,47)/b9-7-/t30-,33?,34-,35?,36?,37?,38-/m1/s1	GHWKIBNIWRVROA-PSXGOIQWSA-N	766.4632293			MMDBc0047075
BASm0033865	PI(14:0/15:1(9Z))	PI(14:0/15:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:0/15:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCC	C38H71O13P	InChI=1S/C38H71O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(40)50-30(28-48-31(39)26-24-22-20-18-16-14-12-10-8-6-4-2)29-49-52(46,47)51-38-36(44)34(42)33(41)35(43)37(38)45/h11,13,30,33-38,41-45H,3-10,12,14-29H2,1-2H3,(H,46,47)/b13-11-/t30-,33?,34-,35?,36?,37?,38-/m1/s1	JVFYDEWZYFYRHJ-RGJHSTMDSA-N	766.4632293			MMDBc0047076
BASm0033866	PI(14:0/16:1(11Z))	PI(14:0/16:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:0/16:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCC	C39H73O13P	InChI=1S/C39H73O13P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(41)51-31(29-49-32(40)27-25-23-21-19-17-14-12-10-8-6-4-2)30-50-53(47,48)52-39-37(45)35(43)34(42)36(44)38(39)46/h9,11,31,34-39,42-46H,3-8,10,12-30H2,1-2H3,(H,47,48)/b11-9-/t31-,34?,35-,36?,37?,38?,39-/m1/s1	CEBILARNUJKCFE-RGXXFANNSA-N	780.4788794			MMDBc0047077
BASm0033867	PI(14:0/18:0)	PI(14:0/18:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:0/18:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCCCCC	C41H79O13P	InChI=1S/C41H79O13P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(43)53-33(31-51-34(42)29-27-25-23-21-19-14-12-10-8-6-4-2)32-52-55(49,50)54-41-39(47)37(45)36(44)38(46)40(41)48/h33,36-41,44-48H,3-32H2,1-2H3,(H,49,50)/t33-,36?,37-,38?,39?,40?,41-/m1/s1	KWJHKZHKAHHGDU-NBURIUCMSA-N	810.5258296			MMDBc0047078
BASm0033868	PI(14:0/18:1(11Z))	PI(14:0/18:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:0/18:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C41H77O13P	InChI=1S/C41H77O13P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(43)53-33(31-51-34(42)29-27-25-23-21-19-14-12-10-8-6-4-2)32-52-55(49,50)54-41-39(47)37(45)36(44)38(46)40(41)48/h13,15,33,36-41,44-48H,3-12,14,16-32H2,1-2H3,(H,49,50)/b15-13-/t33-,36?,37-,38?,39?,40?,41-/m1/s1	SMVVVILXGUGEBW-YHSIYXGOSA-N	808.5101795			MMDBc0047079
BASm0033869	PI(14:0/20:1(11Z))	PI(14:0/20:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:0/20:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C43H81O13P	InChI=1S/C43H81O13P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-37(45)55-35(33-53-36(44)31-29-27-25-23-21-14-12-10-8-6-4-2)34-54-57(51,52)56-43-41(49)39(47)38(46)40(48)42(43)50/h16-17,35,38-43,46-50H,3-15,18-34H2,1-2H3,(H,51,52)/b17-16-/t35-,38?,39-,40?,41?,42?,43-/m1/s1	SCJRIWNYKOFCHJ-ANFRBYODSA-N	836.5414797			MMDBc0047080
BASm0033870	PI(14:0/20:1(13Z))	PI(14:0/20:1(13Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:0/20:1(13Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C43H81O13P	InChI=1S/C43H81O13P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-37(45)55-35(33-53-36(44)31-29-27-25-23-21-14-12-10-8-6-4-2)34-54-57(51,52)56-43-41(49)39(47)38(46)40(48)42(43)50/h13,15,35,38-43,46-50H,3-12,14,16-34H2,1-2H3,(H,51,52)/b15-13-/t35-,38?,39-,40?,41?,42?,43-/m1/s1	ATLZZYLGIRJOHW-YXPBIPRFSA-N	836.5414797			MMDBc0047081
BASm0033871	PI(14:0/22:1(11Z))	PI(14:0/22:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:0/22:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C45H85O13P	InChI=1S/C45H85O13P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(47)57-37(35-55-38(46)33-31-29-27-25-23-14-12-10-8-6-4-2)36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52/h18-19,37,40-45,48-52H,3-17,20-36H2,1-2H3,(H,53,54)/b19-18-/t37-,40?,41-,42?,43?,44?,45-/m1/s1	PONHAMBNZIFEKT-HLQOLDBXSA-N	864.5727798			MMDBc0047082
BASm0033872	PI(14:0/22:1(9Z))	PI(14:0/22:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:0/22:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C45H85O13P	InChI=1S/C45H85O13P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(47)57-37(35-55-38(46)33-31-29-27-25-23-14-12-10-8-6-4-2)36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52/h20-21,37,40-45,48-52H,3-19,22-36H2,1-2H3,(H,53,54)/b21-20-/t37-,40?,41-,42?,43?,44?,45-/m1/s1	VVUCZGCULPBZRU-CISOZLDGSA-N	864.5727798			MMDBc0047083
BASm0033873	PI(14:1(11Z)/14:1(11Z))	PI(14:1(11Z)/14:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(11Z)/14:1(11Z)), in particular, consists of two 11Z-tetradecenoyl chains at positions C-1 and C-2 to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CC	C37H67O13P	InChI=1S/C37H67O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(38)47-27-29(49-31(39)26-24-22-20-18-16-14-12-10-8-6-4-2)28-48-51(45,46)50-37-35(43)33(41)32(40)34(42)36(37)44/h5-8,29,32-37,40-44H,3-4,9-28H2,1-2H3,(H,45,46)/b7-5-,8-6-/t29-,32?,33-,34?,35?,36?,37-/m1/s1	PQWFCAIYYPCXBQ-KOVFBPSXSA-N	750.4319292			MMDBc0047084
BASm0033874	PI(14:1(11Z)/14:1(9Z))	PI(14:1(11Z)/14:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(11Z)/14:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-tetradecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCC	C37H67O13P	InChI=1S/C37H67O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(38)47-27-29(49-31(39)26-24-22-20-18-16-14-12-10-8-6-4-2)28-48-51(45,46)50-37-35(43)33(41)32(40)34(42)36(37)44/h5,7,10,12,29,32-37,40-44H,3-4,6,8-9,11,13-28H2,1-2H3,(H,45,46)/b7-5-,12-10-/t29-,32?,33-,34?,35?,36?,37-/m1/s1	QMQGEECRECSHCT-HPYLBFTISA-N	750.4319292			MMDBc0047085
BASm0033875	PI(14:1(11Z)/15:0)	PI(14:1(11Z)/15:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(11Z)/15:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCC	C38H71O13P	InChI=1S/C38H71O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(40)50-30(28-48-31(39)26-24-22-20-18-16-14-12-10-8-6-4-2)29-49-52(46,47)51-38-36(44)34(42)33(41)35(43)37(38)45/h6,8,30,33-38,41-45H,3-5,7,9-29H2,1-2H3,(H,46,47)/b8-6-/t30-,33?,34-,35?,36?,37?,38-/m1/s1	FKHMYGFQOHMTMN-IZVLKDKLSA-N	766.4632293			MMDBc0047086
BASm0033876	PI(14:1(11Z)/15:1(11Z))	PI(14:1(11Z)/15:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(11Z)/15:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-pentadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCC	C38H69O13P	InChI=1S/C38H69O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(40)50-30(28-48-31(39)26-24-22-20-18-16-14-12-10-8-6-4-2)29-49-52(46,47)51-38-36(44)34(42)33(41)35(43)37(38)45/h6-9,30,33-38,41-45H,3-5,10-29H2,1-2H3,(H,46,47)/b8-6-,9-7-/t30-,33?,34-,35?,36?,37?,38-/m1/s1	QASRZPABQWBJAQ-ICIPZOIWSA-N	764.4475793			MMDBc0047087
BASm0033877	PI(14:1(11Z)/15:1(9Z))	PI(14:1(11Z)/15:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(11Z)/15:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCC	C38H69O13P	InChI=1S/C38H69O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(40)50-30(28-48-31(39)26-24-22-20-18-16-14-12-10-8-6-4-2)29-49-52(46,47)51-38-36(44)34(42)33(41)35(43)37(38)45/h6,8,11,13,30,33-38,41-45H,3-5,7,9-10,12,14-29H2,1-2H3,(H,46,47)/b8-6-,13-11-/t30-,33?,34-,35?,36?,37?,38-/m1/s1	VBDWPAGONIBYGP-IJUGOHPNSA-N	764.4475793			MMDBc0047088
BASm0033878	PI(14:1(11Z)/16:0)	PI(14:1(11Z)/16:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(11Z)/16:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCCC	C39H73O13P	InChI=1S/C39H73O13P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(41)51-31(29-49-32(40)27-25-23-21-19-17-14-12-10-8-6-4-2)30-50-53(47,48)52-39-37(45)35(43)34(42)36(44)38(39)46/h6,8,31,34-39,42-46H,3-5,7,9-30H2,1-2H3,(H,47,48)/b8-6-/t31-,34?,35-,36?,37?,38?,39-/m1/s1	SVLQSTZUOSXVOW-RFDIONEWSA-N	780.4788794			MMDBc0047089
BASm0033879	PI(14:1(11Z)/16:1(11Z))	PI(14:1(11Z)/16:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(11Z)/16:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCC	C39H71O13P	InChI=1S/C39H71O13P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(41)51-31(29-49-32(40)27-25-23-21-19-17-14-12-10-8-6-4-2)30-50-53(47,48)52-39-37(45)35(43)34(42)36(44)38(39)46/h6,8-9,11,31,34-39,42-46H,3-5,7,10,12-30H2,1-2H3,(H,47,48)/b8-6-,11-9-/t31-,34?,35-,36?,37?,38?,39-/m1/s1	OAJOGAUSPAMWHI-OBPRGJNKSA-N	778.4632293			MMDBc0047090
BASm0033880	PI(14:1(11Z)/16:1(9Z))	PI(14:1(11Z)/16:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCC	C39H71O13P	InChI=1S/C39H71O13P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(41)51-31(29-49-32(40)27-25-23-21-19-17-14-12-10-8-6-4-2)30-50-53(47,48)52-39-37(45)35(43)34(42)36(44)38(39)46/h6,8,13,15,31,34-39,42-46H,3-5,7,9-12,14,16-30H2,1-2H3,(H,47,48)/b8-6-,15-13-/t31-,34?,35-,36?,37?,38?,39-/m1/s1	VDMYRQYNVNEJRR-GTYIDIIGSA-N	778.4632293			MMDBc0047091
BASm0033881	PI(14:1(11Z)/18:0)	PI(14:1(11Z)/18:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(11Z)/18:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCCCCC	C41H77O13P	InChI=1S/C41H77O13P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(43)53-33(31-51-34(42)29-27-25-23-21-19-14-12-10-8-6-4-2)32-52-55(49,50)54-41-39(47)37(45)36(44)38(46)40(41)48/h6,8,33,36-41,44-48H,3-5,7,9-32H2,1-2H3,(H,49,50)/b8-6-/t33-,36?,37-,38?,39?,40?,41-/m1/s1	QRVBTENJEIHOLI-GEALGYNFSA-N	808.5101795			MMDBc0047092
BASm0033882	PI(14:1(11Z)/18:1(11Z))	PI(14:1(11Z)/18:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(11Z)/18:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C41H75O13P	InChI=1S/C41H75O13P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(43)53-33(31-51-34(42)29-27-25-23-21-19-14-12-10-8-6-4-2)32-52-55(49,50)54-41-39(47)37(45)36(44)38(46)40(41)48/h6,8,13,15,33,36-41,44-48H,3-5,7,9-12,14,16-32H2,1-2H3,(H,49,50)/b8-6-,15-13-/t33-,36?,37-,38?,39?,40?,41-/m1/s1	GWMACIXEQCOTGS-AZWXGBMRSA-N	806.4945295			MMDBc0047093
BASm0033883	PI(14:1(11Z)/18:1(9Z))	PI(14:1(11Z)/18:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C41H75O13P	InChI=1S/C41H75O13P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(43)53-33(31-51-34(42)29-27-25-23-21-19-14-12-10-8-6-4-2)32-52-55(49,50)54-41-39(47)37(45)36(44)38(46)40(41)48/h6,8,16-17,33,36-41,44-48H,3-5,7,9-15,18-32H2,1-2H3,(H,49,50)/b8-6-,17-16-/t33-,36?,37-,38?,39?,40?,41-/m1/s1	FHLWVKYZXVRQIV-NLGSSUIQSA-N	806.4945295			MMDBc0047094
BASm0033884	PI(14:1(11Z)/20:0)	PI(14:1(11Z)/20:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(11Z)/20:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCCCCCCC	C43H81O13P	InChI=1S/C43H81O13P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-37(45)55-35(33-53-36(44)31-29-27-25-23-21-14-12-10-8-6-4-2)34-54-57(51,52)56-43-41(49)39(47)38(46)40(48)42(43)50/h6,8,35,38-43,46-50H,3-5,7,9-34H2,1-2H3,(H,51,52)/b8-6-/t35-,38?,39-,40?,41?,42?,43-/m1/s1	QHPKRYBDJJBDEW-SODSNPCWSA-N	836.5414797			MMDBc0047095
BASm0033885	PI(14:1(11Z)/20:1(11Z))	PI(14:1(11Z)/20:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C43H79O13P	InChI=1S/C43H79O13P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-37(45)55-35(33-53-36(44)31-29-27-25-23-21-14-12-10-8-6-4-2)34-54-57(51,52)56-43-41(49)39(47)38(46)40(48)42(43)50/h6,8,16-17,35,38-43,46-50H,3-5,7,9-15,18-34H2,1-2H3,(H,51,52)/b8-6-,17-16-/t35-,38?,39-,40?,41?,42?,43-/m1/s1	VLECASOVMCETPN-PIZSRATBSA-N	834.5258296			MMDBc0047096
BASm0033886	PI(14:1(11Z)/20:1(13Z))	PI(14:1(11Z)/20:1(13Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C43H79O13P	InChI=1S/C43H79O13P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-37(45)55-35(33-53-36(44)31-29-27-25-23-21-14-12-10-8-6-4-2)34-54-57(51,52)56-43-41(49)39(47)38(46)40(48)42(43)50/h6,8,13,15,35,38-43,46-50H,3-5,7,9-12,14,16-34H2,1-2H3,(H,51,52)/b8-6-,15-13-/t35-,38?,39-,40?,41?,42?,43-/m1/s1	SJZPXMZBSAWZKY-WJGSTQAASA-N	834.5258296			MMDBc0047097
BASm0033887	PI(14:1(11Z)/22:0)	PI(14:1(11Z)/22:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(11Z)/22:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C45H85O13P	InChI=1S/C45H85O13P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(47)57-37(35-55-38(46)33-31-29-27-25-23-14-12-10-8-6-4-2)36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52/h6,8,37,40-45,48-52H,3-5,7,9-36H2,1-2H3,(H,53,54)/b8-6-/t37-,40?,41-,42?,43?,44?,45-/m1/s1	NXOFOGXTEDPGBI-QMQRKNPRSA-N	864.5727798			MMDBc0047098
BASm0033888	PI(14:1(11Z)/22:1(11Z))	PI(14:1(11Z)/22:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(11Z)/22:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C45H83O13P	InChI=1S/C45H83O13P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(47)57-37(35-55-38(46)33-31-29-27-25-23-14-12-10-8-6-4-2)36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52/h6,8,18-19,37,40-45,48-52H,3-5,7,9-17,20-36H2,1-2H3,(H,53,54)/b8-6-,19-18-/t37-,40?,41-,42?,43?,44?,45-/m1/s1	XXDUOBAHVKTJTI-IBGSBHDDSA-N	862.5571297			MMDBc0047099
BASm0033889	PI(14:1(11Z)/22:1(9Z))	PI(14:1(11Z)/22:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(11Z)/22:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C45H83O13P	InChI=1S/C45H83O13P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(47)57-37(35-55-38(46)33-31-29-27-25-23-14-12-10-8-6-4-2)36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52/h6,8,20-21,37,40-45,48-52H,3-5,7,9-19,22-36H2,1-2H3,(H,53,54)/b8-6-,21-20-/t37-,40?,41-,42?,43?,44?,45-/m1/s1	KCRWTXXSRCMHMB-GDXQODHSSA-N	862.5571297			MMDBc0047100
BASm0033890	PI(14:1(9Z)/14:1(11Z))	PI(14:1(9Z)/14:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(9Z)/14:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-tetradecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CC	C37H67O13P	InChI=1S/C37H67O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(38)47-27-29(49-31(39)26-24-22-20-18-16-14-12-10-8-6-4-2)28-48-51(45,46)50-37-35(43)33(41)32(40)34(42)36(37)44/h6,8-9,11,29,32-37,40-44H,3-5,7,10,12-28H2,1-2H3,(H,45,46)/b8-6-,11-9-/t29-,32?,33-,34?,35?,36?,37-/m1/s1	XHKVIMOEXHGDPD-HGMSJCKTSA-N	750.4319292			MMDBc0047101
BASm0033891	PI(14:1(9Z)/14:1(9Z))	PI(14:1(9Z)/14:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(9Z)/14:1(9Z)), in particular, consists of two 9Z-tetradecenoyl chains at positions C-1 and C-2 to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCC	C37H67O13P	InChI=1S/C37H67O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(38)47-27-29(49-31(39)26-24-22-20-18-16-14-12-10-8-6-4-2)28-48-51(45,46)50-37-35(43)33(41)32(40)34(42)36(37)44/h9-12,29,32-37,40-44H,3-8,13-28H2,1-2H3,(H,45,46)/b11-9-,12-10-/t29-,32?,33-,34?,35?,36?,37-/m1/s1	VDCYBVJOWDHWLI-HENYIIHMSA-N	750.4319292			MMDBc0047102
BASm0033892	PI(14:1(9Z)/15:0)	PI(14:1(9Z)/15:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(9Z)/15:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCC	C38H71O13P	InChI=1S/C38H71O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(40)50-30(28-48-31(39)26-24-22-20-18-16-14-12-10-8-6-4-2)29-49-52(46,47)51-38-36(44)34(42)33(41)35(43)37(38)45/h10,12,30,33-38,41-45H,3-9,11,13-29H2,1-2H3,(H,46,47)/b12-10-/t30-,33?,34-,35?,36?,37?,38-/m1/s1	NFEFXOXAYZDTDM-TULAQUQBSA-N	766.4632293			MMDBc0047103
BASm0033893	PI(14:1(9Z)/15:1(11Z))	PI(14:1(9Z)/15:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(9Z)/15:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-pentadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCC	C38H69O13P	InChI=1S/C38H69O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(40)50-30(28-48-31(39)26-24-22-20-18-16-14-12-10-8-6-4-2)29-49-52(46,47)51-38-36(44)34(42)33(41)35(43)37(38)45/h7,9-10,12,30,33-38,41-45H,3-6,8,11,13-29H2,1-2H3,(H,46,47)/b9-7-,12-10-/t30-,33?,34-,35?,36?,37?,38-/m1/s1	MJJODXFRPSXUMQ-GHDQJCGHSA-N	764.4475793			MMDBc0047104
BASm0033894	PI(14:1(9Z)/15:1(9Z))	PI(14:1(9Z)/15:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(9Z)/15:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCC	C38H69O13P	InChI=1S/C38H69O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(40)50-30(28-48-31(39)26-24-22-20-18-16-14-12-10-8-6-4-2)29-49-52(46,47)51-38-36(44)34(42)33(41)35(43)37(38)45/h10-13,30,33-38,41-45H,3-9,14-29H2,1-2H3,(H,46,47)/b12-10-,13-11-/t30-,33?,34-,35?,36?,37?,38-/m1/s1	AUNRHFBRXYYCAZ-AZPWAFIVSA-N	764.4475793			MMDBc0047105
BASm0033895	PI(14:1(9Z)/16:1(11Z))	PI(14:1(9Z)/16:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCC	C39H71O13P	InChI=1S/C39H71O13P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(41)51-31(29-49-32(40)27-25-23-21-19-17-14-12-10-8-6-4-2)30-50-53(47,48)52-39-37(45)35(43)34(42)36(44)38(39)46/h9-12,31,34-39,42-46H,3-8,13-30H2,1-2H3,(H,47,48)/b11-9-,12-10-/t31-,34?,35-,36?,37?,38?,39-/m1/s1	GPJUTBQYKFANJA-ZEJNBQLBSA-N	778.4632293			MMDBc0047106
BASm0033896	PI(14:1(9Z)/18:1(11Z))	PI(14:1(9Z)/18:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C41H75O13P	InChI=1S/C41H75O13P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(43)53-33(31-51-34(42)29-27-25-23-21-19-14-12-10-8-6-4-2)32-52-55(49,50)54-41-39(47)37(45)36(44)38(46)40(41)48/h10,12-13,15,33,36-41,44-48H,3-9,11,14,16-32H2,1-2H3,(H,49,50)/b12-10-,15-13-/t33-,36?,37-,38?,39?,40?,41-/m1/s1	STFRUZFOZOJSSY-RQYXCOJFSA-N	806.4945295			MMDBc0047107
BASm0033897	PI(14:1(9Z)/18:1(9Z))	PI(14:1(9Z)/18:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C41H75O13P	InChI=1S/C41H75O13P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-35(43)53-33(31-51-34(42)29-27-25-23-21-19-14-12-10-8-6-4-2)32-52-55(49,50)54-41-39(47)37(45)36(44)38(46)40(41)48/h10,12,16-17,33,36-41,44-48H,3-9,11,13-15,18-32H2,1-2H3,(H,49,50)/b12-10-,17-16-/t33-,36?,37-,38?,39?,40?,41-/m1/s1	UIIKZJUAIAJCMO-HLDOLUIYSA-N	806.4945295			MMDBc0047108
BASm0033898	PI(14:1(9Z)/20:0)	PI(14:1(9Z)/20:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(9Z)/20:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCCCCCCC	C43H81O13P	InChI=1S/C43H81O13P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-37(45)55-35(33-53-36(44)31-29-27-25-23-21-14-12-10-8-6-4-2)34-54-57(51,52)56-43-41(49)39(47)38(46)40(48)42(43)50/h10,12,35,38-43,46-50H,3-9,11,13-34H2,1-2H3,(H,51,52)/b12-10-/t35-,38?,39-,40?,41?,42?,43-/m1/s1	QPNACLRESGKINO-NCMNTVOQSA-N	836.5414797			MMDBc0047109
BASm0033899	PI(14:1(9Z)/20:1(11Z))	PI(14:1(9Z)/20:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C43H79O13P	InChI=1S/C43H79O13P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-37(45)55-35(33-53-36(44)31-29-27-25-23-21-14-12-10-8-6-4-2)34-54-57(51,52)56-43-41(49)39(47)38(46)40(48)42(43)50/h10,12,16-17,35,38-43,46-50H,3-9,11,13-15,18-34H2,1-2H3,(H,51,52)/b12-10-,17-16-/t35-,38?,39-,40?,41?,42?,43-/m1/s1	VJHUXXDOAGHRAV-JIKCFTRASA-N	834.5258296			MMDBc0047110
BASm0033900	PI(14:1(9Z)/20:1(13Z))	PI(14:1(9Z)/20:1(13Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C43H79O13P	InChI=1S/C43H79O13P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-37(45)55-35(33-53-36(44)31-29-27-25-23-21-14-12-10-8-6-4-2)34-54-57(51,52)56-43-41(49)39(47)38(46)40(48)42(43)50/h10,12-13,15,35,38-43,46-50H,3-9,11,14,16-34H2,1-2H3,(H,51,52)/b12-10-,15-13-/t35-,38?,39-,40?,41?,42?,43-/m1/s1	IPLASEBKEJNOSA-HRXQMVLWSA-N	834.5258296			MMDBc0047111
BASm0033901	PI(14:1(9Z)/22:0)	PI(14:1(9Z)/22:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(9Z)/22:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one docosanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C45H85O13P	InChI=1S/C45H85O13P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(47)57-37(35-55-38(46)33-31-29-27-25-23-14-12-10-8-6-4-2)36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52/h10,12,37,40-45,48-52H,3-9,11,13-36H2,1-2H3,(H,53,54)/b12-10-/t37-,40?,41-,42?,43?,44?,45-/m1/s1	DLXFIYOHMOCXBX-IXYWEBKVSA-N	864.5727798			MMDBc0047112
BASm0033902	PI(14:1(9Z)/22:1(11Z))	PI(14:1(9Z)/22:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(9Z)/22:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 11Z-docosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C45H83O13P	InChI=1S/C45H83O13P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(47)57-37(35-55-38(46)33-31-29-27-25-23-14-12-10-8-6-4-2)36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52/h10,12,18-19,37,40-45,48-52H,3-9,11,13-17,20-36H2,1-2H3,(H,53,54)/b12-10-,19-18-/t37-,40?,41-,42?,43?,44?,45-/m1/s1	ZRFYLIZRKRPOQN-ACGDFGAKSA-N	862.5571297			MMDBc0047113
BASm0033903	PI(14:1(9Z)/22:1(9Z))	PI(14:1(9Z)/22:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(9Z)/22:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C45H83O13P	InChI=1S/C45H83O13P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(47)57-37(35-55-38(46)33-31-29-27-25-23-14-12-10-8-6-4-2)36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52/h10,12,20-21,37,40-45,48-52H,3-9,11,13-19,22-36H2,1-2H3,(H,53,54)/b12-10-,21-20-/t37-,40?,41-,42?,43?,44?,45-/m1/s1	OHQQOGKKMMPWJL-UFVTYUBGSA-N	862.5571297			MMDBc0047114
BASm0033904	PI(15:0/15:0)	PI(15:0/15:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:0/15:0), in particular, consists of two pentadecanoyl chains at positions C-1 and C-2 to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCC	C39H75O13P	InChI=1S/C39H75O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(40)49-29-31(51-33(41)28-26-24-22-20-18-16-14-12-10-8-6-4-2)30-50-53(47,48)52-39-37(45)35(43)34(42)36(44)38(39)46/h31,34-39,42-46H,3-30H2,1-2H3,(H,47,48)/t31-,34?,35-,36?,37?,38?,39-/m1/s1	OFVAIXJLDBACOV-FVAANCMESA-N	782.4945295			MMDBc0047115
BASm0033905	PI(15:0/15:1(11Z))	PI(15:0/15:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:0/15:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-pentadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCC	C39H73O13P	InChI=1S/C39H73O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(40)49-29-31(51-33(41)28-26-24-22-20-18-16-14-12-10-8-6-4-2)30-50-53(47,48)52-39-37(45)35(43)34(42)36(44)38(39)46/h8,10,31,34-39,42-46H,3-7,9,11-30H2,1-2H3,(H,47,48)/b10-8-/t31-,34?,35-,36?,37?,38?,39-/m1/s1	RZLXVKSVRIGXSZ-QUIALAOXSA-N	780.4788794			MMDBc0047116
BASm0033906	PI(15:0/15:1(9Z))	PI(15:0/15:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:0/15:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCC	C39H73O13P	InChI=1S/C39H73O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(40)49-29-31(51-33(41)28-26-24-22-20-18-16-14-12-10-8-6-4-2)30-50-53(47,48)52-39-37(45)35(43)34(42)36(44)38(39)46/h12,14,31,34-39,42-46H,3-11,13,15-30H2,1-2H3,(H,47,48)/b14-12-/t31-,34?,35-,36?,37?,38?,39-/m1/s1	CVZISCXTYVKHCH-UMGAWNSRSA-N	780.4788794			MMDBc0047117
BASm0033907	PI(15:0/16:0)	PI(15:0/16:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:0/16:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCCC	C40H77O13P	InChI=1S/C40H77O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)52-32(30-50-33(41)28-26-24-22-20-18-16-14-12-10-8-6-4-2)31-51-54(48,49)53-40-38(46)36(44)35(43)37(45)39(40)47/h32,35-40,43-47H,3-31H2,1-2H3,(H,48,49)/t32-,35?,36-,37?,38?,39?,40-/m1/s1	JALDXLTZFMFDKA-QETKDSMISA-N	796.5101795			MMDBc0047118
BASm0033908	PI(15:0/16:1(11Z))	PI(15:0/16:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:0/16:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCC	C40H75O13P	InChI=1S/C40H75O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)52-32(30-50-33(41)28-26-24-22-20-18-16-14-12-10-8-6-4-2)31-51-54(48,49)53-40-38(46)36(44)35(43)37(45)39(40)47/h9,11,32,35-40,43-47H,3-8,10,12-31H2,1-2H3,(H,48,49)/b11-9-/t32-,35?,36-,37?,38?,39?,40-/m1/s1	WCUMDFMZBPJMHI-XJBCRCIESA-N	794.4945295			MMDBc0047119
BASm0033909	PI(15:0/16:1(9Z))	PI(15:0/16:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:0/16:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCC	C40H75O13P	InChI=1S/C40H75O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)52-32(30-50-33(41)28-26-24-22-20-18-16-14-12-10-8-6-4-2)31-51-54(48,49)53-40-38(46)36(44)35(43)37(45)39(40)47/h13,15,32,35-40,43-47H,3-12,14,16-31H2,1-2H3,(H,48,49)/b15-13-/t32-,35?,36-,37?,38?,39?,40-/m1/s1	ZZXTYUKEZGDLFI-XUCBCIHDSA-N	794.4945295			MMDBc0047120
BASm0033910	PI(15:0/18:1(11Z))	PI(15:0/18:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:0/18:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C42H79O13P	InChI=1S/C42H79O13P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(44)54-34(32-52-35(43)30-28-26-24-22-20-16-14-12-10-8-6-4-2)33-53-56(50,51)55-42-40(48)38(46)37(45)39(47)41(42)49/h13,15,34,37-42,45-49H,3-12,14,16-33H2,1-2H3,(H,50,51)/b15-13-/t34-,37?,38-,39?,40?,41?,42-/m1/s1	GXAJTCMXCIXWEB-HWAFQJSCSA-N	822.5258296			MMDBc0047121
BASm0033911	PI(15:0/18:1(9Z))	PI(15:0/18:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:0/18:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C42H79O13P	InChI=1S/C42H79O13P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(44)54-34(32-52-35(43)30-28-26-24-22-20-16-14-12-10-8-6-4-2)33-53-56(50,51)55-42-40(48)38(46)37(45)39(47)41(42)49/h17-18,34,37-42,45-49H,3-16,19-33H2,1-2H3,(H,50,51)/b18-17-/t34-,37?,38-,39?,40?,41?,42-/m1/s1	XCKYASHMOHAUQB-YAVDBIGXSA-N	822.5258296			MMDBc0047122
BASm0033912	PI(15:0/20:1(11Z))	PI(15:0/20:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:0/20:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C44H83O13P	InChI=1S/C44H83O13P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-38(46)56-36(34-54-37(45)32-30-28-26-24-22-16-14-12-10-8-6-4-2)35-55-58(52,53)57-44-42(50)40(48)39(47)41(49)43(44)51/h17-18,36,39-44,47-51H,3-16,19-35H2,1-2H3,(H,52,53)/b18-17-/t36-,39?,40-,41?,42?,43?,44-/m1/s1	MFJIYOTYKUAUKN-NRIASCQRSA-N	850.5571297			MMDBc0047123
BASm0033913	PI(15:0/20:1(13Z))	PI(15:0/20:1(13Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:0/20:1(13Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C44H83O13P	InChI=1S/C44H83O13P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-38(46)56-36(34-54-37(45)32-30-28-26-24-22-16-14-12-10-8-6-4-2)35-55-58(52,53)57-44-42(50)40(48)39(47)41(49)43(44)51/h13,15,36,39-44,47-51H,3-12,14,16-35H2,1-2H3,(H,52,53)/b15-13-/t36-,39?,40-,41?,42?,43?,44-/m1/s1	IWBFUFOLVKZJNC-WSRXYJAISA-N	850.5571297			MMDBc0047124
BASm0033914	PI(15:1(11Z)/15:1(11Z))	PI(15:1(11Z)/15:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:1(11Z)/15:1(11Z)), in particular, consists of two 11Z-pentadecenoyl chains at positions C-1 and C-2 to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCC	C39H71O13P	InChI=1S/C39H71O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(40)49-29-31(51-33(41)28-26-24-22-20-18-16-14-12-10-8-6-4-2)30-50-53(47,48)52-39-37(45)35(43)34(42)36(44)38(39)46/h7-10,31,34-39,42-46H,3-6,11-30H2,1-2H3,(H,47,48)/b9-7-,10-8-/t31-,34?,35-,36?,37?,38?,39-/m1/s1	BFXOUKAPLJZVES-FRORAYGVSA-N	778.4632293			MMDBc0047125
BASm0033915	PI(15:1(11Z)/15:1(9Z))	PI(15:1(11Z)/15:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:1(11Z)/15:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCC	C39H71O13P	InChI=1S/C39H71O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(40)49-29-31(51-33(41)28-26-24-22-20-18-16-14-12-10-8-6-4-2)30-50-53(47,48)52-39-37(45)35(43)34(42)36(44)38(39)46/h7,9,12,14,31,34-39,42-46H,3-6,8,10-11,13,15-30H2,1-2H3,(H,47,48)/b9-7-,14-12-/t31-,34?,35-,36?,37?,38?,39-/m1/s1	UDUMTMIXAGGABE-GSVMKAEFSA-N	778.4632293			MMDBc0047126
BASm0033916	PI(15:1(11Z)/16:0)	PI(15:1(11Z)/16:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:1(11Z)/16:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCCC	C40H75O13P	InChI=1S/C40H75O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)52-32(30-50-33(41)28-26-24-22-20-18-16-14-12-10-8-6-4-2)31-51-54(48,49)53-40-38(46)36(44)35(43)37(45)39(40)47/h8,10,32,35-40,43-47H,3-7,9,11-31H2,1-2H3,(H,48,49)/b10-8-/t32-,35?,36-,37?,38?,39?,40-/m1/s1	MEYPHBDNGLVKCR-XCSRUWKCSA-N	794.4945295			MMDBc0047127
BASm0033917	PI(15:1(11Z)/16:1(11Z))	PI(15:1(11Z)/16:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:1(11Z)/16:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCC	C40H73O13P	InChI=1S/C40H73O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)52-32(30-50-33(41)28-26-24-22-20-18-16-14-12-10-8-6-4-2)31-51-54(48,49)53-40-38(46)36(44)35(43)37(45)39(40)47/h8-11,32,35-40,43-47H,3-7,12-31H2,1-2H3,(H,48,49)/b10-8-,11-9-/t32-,35?,36-,37?,38?,39?,40-/m1/s1	BMNFEOPXCJCVIR-KIZJPEMWSA-N	792.4788794			MMDBc0047128
BASm0033918	PI(15:1(11Z)/16:1(9Z))	PI(15:1(11Z)/16:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCC	C40H73O13P	InChI=1S/C40H73O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)52-32(30-50-33(41)28-26-24-22-20-18-16-14-12-10-8-6-4-2)31-51-54(48,49)53-40-38(46)36(44)35(43)37(45)39(40)47/h8,10,13,15,32,35-40,43-47H,3-7,9,11-12,14,16-31H2,1-2H3,(H,48,49)/b10-8-,15-13-/t32-,35?,36-,37?,38?,39?,40-/m1/s1	QZHXPJAUYCGRMB-LKTMNDRJSA-N	792.4788794			MMDBc0047129
BASm0033919	PI(15:1(11Z)/18:0)	PI(15:1(11Z)/18:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:1(11Z)/18:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCCCCC	C42H79O13P	InChI=1S/C42H79O13P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(44)54-34(32-52-35(43)30-28-26-24-22-20-16-14-12-10-8-6-4-2)33-53-56(50,51)55-42-40(48)38(46)37(45)39(47)41(42)49/h8,10,34,37-42,45-49H,3-7,9,11-33H2,1-2H3,(H,50,51)/b10-8-/t34-,37?,38-,39?,40?,41?,42-/m1/s1	VNQBAVFHSKZFGH-NEYVYMIXSA-N	822.5258296			MMDBc0047130
BASm0033920	PI(15:1(11Z)/18:1(11Z))	PI(15:1(11Z)/18:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:1(11Z)/18:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C42H77O13P	InChI=1S/C42H77O13P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(44)54-34(32-52-35(43)30-28-26-24-22-20-16-14-12-10-8-6-4-2)33-53-56(50,51)55-42-40(48)38(46)37(45)39(47)41(42)49/h8,10,13,15,34,37-42,45-49H,3-7,9,11-12,14,16-33H2,1-2H3,(H,50,51)/b10-8-,15-13-/t34-,37?,38-,39?,40?,41?,42-/m1/s1	HDROJEKJFYPJPP-ORGCPVKHSA-N	820.5101795			MMDBc0047131
BASm0033921	PI(15:1(11Z)/18:1(9Z))	PI(15:1(11Z)/18:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C42H77O13P	InChI=1S/C42H77O13P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(44)54-34(32-52-35(43)30-28-26-24-22-20-16-14-12-10-8-6-4-2)33-53-56(50,51)55-42-40(48)38(46)37(45)39(47)41(42)49/h8,10,17-18,34,37-42,45-49H,3-7,9,11-16,19-33H2,1-2H3,(H,50,51)/b10-8-,18-17-/t34-,37?,38-,39?,40?,41?,42-/m1/s1	YZBOQSJAHUNIHD-NVINIYQOSA-N	820.5101795			MMDBc0047132
BASm0033922	PI(15:1(11Z)/20:0)	PI(15:1(11Z)/20:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:1(11Z)/20:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCCCCCCC	C44H83O13P	InChI=1S/C44H83O13P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-38(46)56-36(34-54-37(45)32-30-28-26-24-22-16-14-12-10-8-6-4-2)35-55-58(52,53)57-44-42(50)40(48)39(47)41(49)43(44)51/h8,10,36,39-44,47-51H,3-7,9,11-35H2,1-2H3,(H,52,53)/b10-8-/t36-,39?,40-,41?,42?,43?,44-/m1/s1	XSRBBJWUWFCILT-JVMGBYKTSA-N	850.5571297			MMDBc0047133
BASm0033923	PI(15:1(11Z)/20:1(11Z))	PI(15:1(11Z)/20:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C44H81O13P	InChI=1S/C44H81O13P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-38(46)56-36(34-54-37(45)32-30-28-26-24-22-16-14-12-10-8-6-4-2)35-55-58(52,53)57-44-42(50)40(48)39(47)41(49)43(44)51/h8,10,17-18,36,39-44,47-51H,3-7,9,11-16,19-35H2,1-2H3,(H,52,53)/b10-8-,18-17-/t36-,39?,40-,41?,42?,43?,44-/m1/s1	LSDVIOQHPWENON-IAXWQQJOSA-N	848.5414797			MMDBc0047134
BASm0033924	PI(15:1(11Z)/20:1(13Z))	PI(15:1(11Z)/20:1(13Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C44H81O13P	InChI=1S/C44H81O13P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-38(46)56-36(34-54-37(45)32-30-28-26-24-22-16-14-12-10-8-6-4-2)35-55-58(52,53)57-44-42(50)40(48)39(47)41(49)43(44)51/h8,10,13,15,36,39-44,47-51H,3-7,9,11-12,14,16-35H2,1-2H3,(H,52,53)/b10-8-,15-13-/t36-,39?,40-,41?,42?,43?,44-/m1/s1	XQFUPEFDPAXPTL-NZSGFWCGSA-N	848.5414797			MMDBc0047135
BASm0033925	PI(15:1(9Z)/15:1(11Z))	PI(15:1(9Z)/15:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:1(9Z)/15:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-pentadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCC	C39H71O13P	InChI=1S/C39H71O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(40)49-29-31(51-33(41)28-26-24-22-20-18-16-14-12-10-8-6-4-2)30-50-53(47,48)52-39-37(45)35(43)34(42)36(44)38(39)46/h8,10-11,13,31,34-39,42-46H,3-7,9,12,14-30H2,1-2H3,(H,47,48)/b10-8-,13-11-/t31-,34?,35-,36?,37?,38?,39-/m1/s1	UOQYBBDGLQKOBU-FYZYZVOXSA-N	778.4632293			MMDBc0047136
BASm0033926	PI(15:1(9Z)/15:1(9Z))	PI(15:1(9Z)/15:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:1(9Z)/15:1(9Z)), in particular, consists of two 9Z-pentadecenoyl chains at positions C-1 and C-2 to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCC	C39H71O13P	InChI=1S/C39H71O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-32(40)49-29-31(51-33(41)28-26-24-22-20-18-16-14-12-10-8-6-4-2)30-50-53(47,48)52-39-37(45)35(43)34(42)36(44)38(39)46/h11-14,31,34-39,42-46H,3-10,15-30H2,1-2H3,(H,47,48)/b13-11-,14-12-/t31-,34?,35-,36?,37?,38?,39-/m1/s1	LQRNJFRWCIIHBH-QJZAZUQLSA-N	778.4632293			MMDBc0047137
BASm0033927	PI(15:1(9Z)/16:0)	PI(15:1(9Z)/16:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:1(9Z)/16:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCCC	C40H75O13P	InChI=1S/C40H75O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)52-32(30-50-33(41)28-26-24-22-20-18-16-14-12-10-8-6-4-2)31-51-54(48,49)53-40-38(46)36(44)35(43)37(45)39(40)47/h12,14,32,35-40,43-47H,3-11,13,15-31H2,1-2H3,(H,48,49)/b14-12-/t32-,35?,36-,37?,38?,39?,40-/m1/s1	RPKRDCZKNHLIJY-QCIOFJPYSA-N	794.4945295			MMDBc0047138
BASm0033928	PI(15:1(9Z)/16:1(11Z))	PI(15:1(9Z)/16:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCC	C40H73O13P	InChI=1S/C40H73O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)52-32(30-50-33(41)28-26-24-22-20-18-16-14-12-10-8-6-4-2)31-51-54(48,49)53-40-38(46)36(44)35(43)37(45)39(40)47/h9,11-12,14,32,35-40,43-47H,3-8,10,13,15-31H2,1-2H3,(H,48,49)/b11-9-,14-12-/t32-,35?,36-,37?,38?,39?,40-/m1/s1	UMHJNFVRTAKFQS-UVYMPZBOSA-N	792.4788794			MMDBc0047139
BASm0033929	PI(15:1(9Z)/16:1(9Z))	PI(15:1(9Z)/16:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:1(9Z)/16:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCC	C40H73O13P	InChI=1S/C40H73O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)52-32(30-50-33(41)28-26-24-22-20-18-16-14-12-10-8-6-4-2)31-51-54(48,49)53-40-38(46)36(44)35(43)37(45)39(40)47/h12-15,32,35-40,43-47H,3-11,16-31H2,1-2H3,(H,48,49)/b14-12-,15-13-/t32-,35?,36-,37?,38?,39?,40-/m1/s1	PKFYEMZLIRCVKP-LFHHSGFKSA-N	792.4788794			MMDBc0047140
BASm0033930	PI(15:1(9Z)/18:0)	PI(15:1(9Z)/18:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:1(9Z)/18:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCCCCC	C42H79O13P	InChI=1S/C42H79O13P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(44)54-34(32-52-35(43)30-28-26-24-22-20-16-14-12-10-8-6-4-2)33-53-56(50,51)55-42-40(48)38(46)37(45)39(47)41(42)49/h12,14,34,37-42,45-49H,3-11,13,15-33H2,1-2H3,(H,50,51)/b14-12-/t34-,37?,38-,39?,40?,41?,42-/m1/s1	ZREBNLXIYCCJIB-RWIPRQLFSA-N	822.5258296			MMDBc0047141
BASm0033931	PI(15:1(9Z)/18:1(11Z))	PI(15:1(9Z)/18:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C42H77O13P	InChI=1S/C42H77O13P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(44)54-34(32-52-35(43)30-28-26-24-22-20-16-14-12-10-8-6-4-2)33-53-56(50,51)55-42-40(48)38(46)37(45)39(47)41(42)49/h12-15,34,37-42,45-49H,3-11,16-33H2,1-2H3,(H,50,51)/b14-12-,15-13-/t34-,37?,38-,39?,40?,41?,42-/m1/s1	HWZXSVPRXKLULA-HDALRIMCSA-N	820.5101795			MMDBc0047142
BASm0033932	PI(15:1(9Z)/18:1(9Z))	PI(15:1(9Z)/18:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C42H77O13P	InChI=1S/C42H77O13P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(44)54-34(32-52-35(43)30-28-26-24-22-20-16-14-12-10-8-6-4-2)33-53-56(50,51)55-42-40(48)38(46)37(45)39(47)41(42)49/h12,14,17-18,34,37-42,45-49H,3-11,13,15-16,19-33H2,1-2H3,(H,50,51)/b14-12-,18-17-/t34-,37?,38-,39?,40?,41?,42-/m1/s1	UECXHSWNXMJGOI-FSMZNZROSA-N	820.5101795			MMDBc0047143
BASm0033933	PI(15:1(9Z)/20:0)	PI(15:1(9Z)/20:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:1(9Z)/20:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCCCCCCC	C44H83O13P	InChI=1S/C44H83O13P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-38(46)56-36(34-54-37(45)32-30-28-26-24-22-16-14-12-10-8-6-4-2)35-55-58(52,53)57-44-42(50)40(48)39(47)41(49)43(44)51/h12,14,36,39-44,47-51H,3-11,13,15-35H2,1-2H3,(H,52,53)/b14-12-/t36-,39?,40-,41?,42?,43?,44-/m1/s1	POXRWSDFLGFQDZ-XBVBQUAZSA-N	850.5571297			MMDBc0047144
BASm0033934	PI(15:1(9Z)/20:1(11Z))	PI(15:1(9Z)/20:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C44H81O13P	InChI=1S/C44H81O13P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-38(46)56-36(34-54-37(45)32-30-28-26-24-22-16-14-12-10-8-6-4-2)35-55-58(52,53)57-44-42(50)40(48)39(47)41(49)43(44)51/h12,14,17-18,36,39-44,47-51H,3-11,13,15-16,19-35H2,1-2H3,(H,52,53)/b14-12-,18-17-/t36-,39?,40-,41?,42?,43?,44-/m1/s1	JYGGNVPFOCSFRE-OCXTUBLMSA-N	848.5414797			MMDBc0047145
BASm0033935	PI(15:1(9Z)/20:1(13Z))	PI(15:1(9Z)/20:1(13Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C44H81O13P	InChI=1S/C44H81O13P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-38(46)56-36(34-54-37(45)32-30-28-26-24-22-16-14-12-10-8-6-4-2)35-55-58(52,53)57-44-42(50)40(48)39(47)41(49)43(44)51/h12-15,36,39-44,47-51H,3-11,16-35H2,1-2H3,(H,52,53)/b14-12-,15-13-/t36-,39?,40-,41?,42?,43?,44-/m1/s1	XGAKNWGUWAOJRB-SCIAEMGBSA-N	848.5414797			MMDBc0047146
BASm0033936	PI(16:0/16:1(11Z))	PI(16:0/16:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(16:0/16:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCC	C41H77O13P	InChI=1S/C41H77O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)51-31-33(32-52-55(49,50)54-41-39(47)37(45)36(44)38(46)40(41)48)53-35(43)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h10,12,33,36-41,44-48H,3-9,11,13-32H2,1-2H3,(H,49,50)/b12-10-/t33-,36?,37-,38?,39?,40?,41-/m1/s1	DFLIJHAWCLERKY-QPQXWNGVSA-N	808.5101795			MMDBc0047147
BASm0033937	PI(16:0/18:0)	PI(16:0/18:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(16:0/18:0), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)O[C@@]1([H])C(O)C(O)C(O)[C@@]([H])(O)C1O)OC(=O)CCCCCCCCCCCCCCCCC	C43H83O13P	InChI=1S/C43H83O13P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(45)55-35(34-54-57(51,52)56-43-41(49)39(47)38(46)40(48)42(43)50)33-53-36(44)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h35,38-43,46-50H,3-34H2,1-2H3,(H,51,52)/t35-,38?,39-,40?,41?,42?,43-/m1/s1	NEXFZIYXCPIHEF-HGTJTCKHSA-N	838.5571293			MMDBc0047148
BASm0033938	PI(16:0/18:1(11Z))	PI(16:0/18:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(16:0/18:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C43H81O13P	InChI=1S/C43H81O13P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(45)55-35(34-54-57(51,52)56-43-41(49)39(47)38(46)40(48)42(43)50)33-53-36(44)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h13,15,35,38-43,46-50H,3-12,14,16-34H2,1-2H3,(H,51,52)/b15-13-/t35-,38?,39-,40?,41?,42?,43-/m1/s1	YVNORLDGMYIHEG-YXPBIPRFSA-N	836.5414792			MMDBc0047149
BASm0033939	PI(16:0/20:1(11Z))	PI(16:0/20:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(16:0/20:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C45H85O13P	InChI=1S/C45H85O13P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(47)57-37(36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52)35-55-38(46)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h17-18,37,40-45,48-52H,3-16,19-36H2,1-2H3,(H,53,54)/b18-17-/t37-,40?,41-,42?,43?,44?,45-/m1/s1	SNFDHIHVIUMZSD-UFLVBXOASA-N	864.5727798			MMDBc0047150
BASm0033940	PI(16:0/20:1(13Z))	PI(16:0/20:1(13Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(16:0/20:1(13Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C45H85O13P	InChI=1S/C45H85O13P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(47)57-37(36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52)35-55-38(46)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h13,15,37,40-45,48-52H,3-12,14,16-36H2,1-2H3,(H,53,54)/b15-13-/t37-,40?,41-,42?,43?,44?,45-/m1/s1	CRACAWDEEHAFHB-SPOFZHJUSA-N	864.5727798			MMDBc0047151
BASm0033941	PI(16:1(11Z)/16:1(11Z))	PI(16:1(11Z)/16:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(16:1(11Z)/16:1(11Z)), in particular, consists of two 11Z-hexadecenoyl chains at positions C-1 and C-2 to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCC	C41H75O13P	InChI=1S/C41H75O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)51-31-33(32-52-55(49,50)54-41-39(47)37(45)36(44)38(46)40(41)48)53-35(43)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h9-12,33,36-41,44-48H,3-8,13-32H2,1-2H3,(H,49,50)/b11-9-,12-10-/t33-,36?,37-,38?,39?,40?,41-/m1/s1	HQZIWVLYTWVNSS-XPADQWGUSA-N	806.4945295			MMDBc0047152
BASm0033942	PI(16:1(11Z)/16:1(9Z))	PI(16:1(11Z)/16:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(16:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCC	C41H75O13P	InChI=1S/C41H75O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)51-31-33(32-52-55(49,50)54-41-39(47)37(45)36(44)38(46)40(41)48)53-35(43)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h9,11,14,16,33,36-41,44-48H,3-8,10,12-13,15,17-32H2,1-2H3,(H,49,50)/b11-9-,16-14-/t33-,36?,37-,38?,39?,40?,41-/m1/s1	QJCACGSVMQYQQQ-GRNPSACQSA-N	806.4945295			MMDBc0047153
BASm0033943	PI(16:1(11Z)/18:0)	PI(16:1(11Z)/18:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(16:1(11Z)/18:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCCCCC	C43H81O13P	InChI=1S/C43H81O13P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(45)55-35(34-54-57(51,52)56-43-41(49)39(47)38(46)40(48)42(43)50)33-53-36(44)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h10,12,35,38-43,46-50H,3-9,11,13-34H2,1-2H3,(H,51,52)/b12-10-/t35-,38?,39-,40?,41?,42?,43-/m1/s1	ZYCUHRRUJLEDBW-NCMNTVOQSA-N	836.5414797			MMDBc0047154
BASm0033944	PI(16:1(11Z)/18:1(11Z))	PI(16:1(11Z)/18:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(16:1(11Z)/18:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C43H79O13P	InChI=1S/C43H79O13P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(45)55-35(34-54-57(51,52)56-43-41(49)39(47)38(46)40(48)42(43)50)33-53-36(44)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h10,12-13,15,35,38-43,46-50H,3-9,11,14,16-34H2,1-2H3,(H,51,52)/b12-10-,15-13-/t35-,38?,39-,40?,41?,42?,43-/m1/s1	GULKBQLAUIUCBO-HRXQMVLWSA-N	834.5258296			MMDBc0047155
BASm0033945	PI(16:1(11Z)/18:1(9Z))	PI(16:1(11Z)/18:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(16:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C43H79O13P	InChI=1S/C43H79O13P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(45)55-35(34-54-57(51,52)56-43-41(49)39(47)38(46)40(48)42(43)50)33-53-36(44)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h10,12,17-18,35,38-43,46-50H,3-9,11,13-16,19-34H2,1-2H3,(H,51,52)/b12-10-,18-17-/t35-,38?,39-,40?,41?,42?,43-/m1/s1	TYHZPJKGQTVUEB-OZZCWKNJSA-N	834.5258296			MMDBc0047156
BASm0033946	PI(16:1(11Z)/20:0)	PI(16:1(11Z)/20:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(16:1(11Z)/20:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCCCCCCC	C45H85O13P	InChI=1S/C45H85O13P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(47)57-37(36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52)35-55-38(46)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h10,12,37,40-45,48-52H,3-9,11,13-36H2,1-2H3,(H,53,54)/b12-10-/t37-,40?,41-,42?,43?,44?,45-/m1/s1	ZMCZQFPXCIXDEU-IXYWEBKVSA-N	864.5727798			MMDBc0047157
BASm0033947	PI(16:1(11Z)/20:1(11Z))	PI(16:1(11Z)/20:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(16:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C45H83O13P	InChI=1S/C45H83O13P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(47)57-37(36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52)35-55-38(46)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h10,12,17-18,37,40-45,48-52H,3-9,11,13-16,19-36H2,1-2H3,(H,53,54)/b12-10-,18-17-/t37-,40?,41-,42?,43?,44?,45-/m1/s1	RTULLZVVYQPWNS-LYYNDMNBSA-N	862.5571297			MMDBc0047158
BASm0033948	PI(16:1(11Z)/20:1(13Z))	PI(16:1(11Z)/20:1(13Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(16:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C45H83O13P	InChI=1S/C45H83O13P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(47)57-37(36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52)35-55-38(46)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h10,12-13,15,37,40-45,48-52H,3-9,11,14,16-36H2,1-2H3,(H,53,54)/b12-10-,15-13-/t37-,40?,41-,42?,43?,44?,45-/m1/s1	XWTRQKNVXZCPQH-NSIHVRDUSA-N	862.5571297			MMDBc0047159
BASm0033949	PI(16:1(9Z)/16:1(11Z))	PI(16:1(9Z)/16:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(16:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-hexadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCC	C41H75O13P	InChI=1S/C41H75O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)51-31-33(32-52-55(49,50)54-41-39(47)37(45)36(44)38(46)40(41)48)53-35(43)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h10,12-13,15,33,36-41,44-48H,3-9,11,14,16-32H2,1-2H3,(H,49,50)/b12-10-,15-13-/t33-,36?,37-,38?,39?,40?,41-/m1/s1	IIUYFDFFENUNHL-RQYXCOJFSA-N	806.4945295			MMDBc0047160
BASm0033950	PI(16:1(9Z)/18:0)	PI(16:1(9Z)/18:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(16:1(9Z)/18:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one octadecanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCCCCC	C43H81O13P	InChI=1S/C43H81O13P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(45)55-35(34-54-57(51,52)56-43-41(49)39(47)38(46)40(48)42(43)50)33-53-36(44)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h14,16,35,38-43,46-50H,3-13,15,17-34H2,1-2H3,(H,51,52)/b16-14-/t35-,38?,39-,40?,41?,42?,43-/m1/s1	TVDFSQJMXQJSTQ-FVTXIWCXSA-N	836.5414792			MMDBc0047161
BASm0033951	PI(16:1(9Z)/18:1(11Z))	PI(16:1(9Z)/18:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(16:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C43H79O13P	InChI=1S/C43H79O13P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(45)55-35(34-54-57(51,52)56-43-41(49)39(47)38(46)40(48)42(43)50)33-53-36(44)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h13-16,35,38-43,46-50H,3-12,17-34H2,1-2H3,(H,51,52)/b15-13-,16-14-/t35-,38?,39-,40?,41?,42?,43-/m1/s1	KUIWITMEUHJWDB-IZGNVWOTSA-N	834.5258291			MMDBc0047162
BASm0033952	PI(16:1(9Z)/20:0)	PI(16:1(9Z)/20:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(16:1(9Z)/20:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one eicosanoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCCCCCCC	C45H85O13P	InChI=1S/C45H85O13P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(47)57-37(36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52)35-55-38(46)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h14,16,37,40-45,48-52H,3-13,15,17-36H2,1-2H3,(H,53,54)/b16-14-/t37-,40?,41-,42?,43?,44?,45-/m1/s1	OGENMODCEDFVRG-SKAPEJODSA-N	864.5727798			MMDBc0047163
BASm0033953	PI(16:1(9Z)/20:1(11Z))	PI(16:1(9Z)/20:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(16:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 11Z-eicosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C45H83O13P	InChI=1S/C45H83O13P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(47)57-37(36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52)35-55-38(46)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h14,16-18,37,40-45,48-52H,3-13,15,19-36H2,1-2H3,(H,53,54)/b16-14-,18-17-/t37-,40?,41-,42?,43?,44?,45-/m1/s1	DBPOROAOANZAOJ-IEKUIPRASA-N	862.5571297			MMDBc0047164
BASm0033954	PI(16:1(9Z)/20:1(13Z))	PI(16:1(9Z)/20:1(13Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(16:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 13Z-eicosenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C45H83O13P	InChI=1S/C45H83O13P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(47)57-37(36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52)35-55-38(46)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h13-16,37,40-45,48-52H,3-12,17-36H2,1-2H3,(H,53,54)/b15-13-,16-14-/t37-,40?,41-,42?,43?,44?,45-/m1/s1	YKUUSGSWIMGUFR-BESHNSGQSA-N	862.5571297			MMDBc0047165
BASm0033955	PI(18:0/18:0)	PI(18:0/18:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(18:0/18:0), in particular, consists of two octadecanoyl chains at positions C-1 and C-2 to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCCCCC	C45H87O13P	InChI=1S/C45H87O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(46)55-35-37(36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52)57-39(47)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h37,40-45,48-52H,3-36H2,1-2H3,(H,53,54)/t37-,40?,41-,42?,43?,44?,45-/m1/s1	FQZQXPXKJFOAGE-SNXKPFKBSA-N	866.5884294			MMDBc0047166
BASm0033956	PI(18:0/18:1(11Z))	PI(18:0/18:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(18:0/18:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C45H85O13P	InChI=1S/C45H85O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(46)55-35-37(36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52)57-39(47)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,37,40-45,48-52H,3-13,15,17-36H2,1-2H3,(H,53,54)/b16-14-/t37-,40?,41-,42?,43?,44?,45-/m1/s1	MUJMXDBEFHRNRO-SKAPEJODSA-N	864.5727798			MMDBc0047167
BASm0033957	PI(18:1(11Z)/18:1(11Z))	PI(18:1(11Z)/18:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(18:1(11Z)/18:1(11Z)), in particular, consists of two 11Z-octadecenoyl chains at positions C-1 and C-2 to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C45H83O13P	InChI=1S/C45H83O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(46)55-35-37(36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52)57-39(47)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,37,40-45,48-52H,3-12,17-36H2,1-2H3,(H,53,54)/b15-13-,16-14-/t37-,40?,41-,42?,43?,44?,45-/m1/s1	HJXLLSHIQZPQLZ-BESHNSGQSA-N	862.5571293			MMDBc0047168
BASm0033958	PI(18:1(11Z)/18:1(9Z))	PI(18:1(11Z)/18:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(18:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C45H83O13P	InChI=1S/C45H83O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(46)55-35-37(36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52)57-39(47)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,18,20,37,40-45,48-52H,3-12,14,16-17,19,21-36H2,1-2H3,(H,53,54)/b15-13-,20-18-/t37-,40?,41-,42?,43?,44?,45-/m1/s1	FTAJUMMOKVEZBE-BPSMPOADSA-N	862.5571293			MMDBc0047169
BASm0033959	PI(18:1(9Z)/18:1(11Z))	PI(18:1(9Z)/18:1(11Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(18:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 11Z-octadecenoyl  to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C45H83O13P	InChI=1S/C45H83O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(46)55-35-37(36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52)57-39(47)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16-17,19,37,40-45,48-52H,3-13,15,18,20-36H2,1-2H3,(H,53,54)/b16-14-,19-17-/t37-,40?,41-,42?,43?,44?,45-/m1/s1	LORSZBNSYOKZNV-RCVIVVFUSA-N	862.5571293			MMDBc0047170
BASm0033960	PS(10:0/10:0)	PS(10:0/10:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(10:0/10:0), in particular, consists of two decanoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)C(O)=O	C26H50NO10P	InChI=1S/C26H50NO10P/c1-3-5-7-9-11-13-15-17-24(28)34-19-22(20-35-38(32,33)36-21-23(27)26(30)31)37-25(29)18-16-14-12-10-8-6-4-2/h22-23H,3-21,27H2,1-2H3,(H,30,31)(H,32,33)/t22-,23+/m1/s1	LRIPXDCMGANCAE-PKTZIBPZSA-N	567.3172338			MMDBc0047171
BASm0033961	PS(10:0/12:0)	PS(10:0/12:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0/12:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one dodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)C(O)=O	C28H54NO10P	InChI=1S/C28H54NO10P/c1-3-5-7-9-11-12-14-16-18-20-27(31)39-24(22-37-40(34,35)38-23-25(29)28(32)33)21-36-26(30)19-17-15-13-10-8-6-4-2/h24-25H,3-23,29H2,1-2H3,(H,32,33)(H,34,35)/t24-,25+/m1/s1	QIYBTGJHUJKTQR-RPBOFIJWSA-N	595.3485339			MMDBc0047172
BASm0033962	PS(10:0/14:0)	PS(10:0/14:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0/14:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one tetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)C(O)=O	C30H58NO10P	InChI=1S/C30H58NO10P/c1-3-5-7-9-11-12-13-14-16-18-20-22-29(33)41-26(24-39-42(36,37)40-25-27(31)30(34)35)23-38-28(32)21-19-17-15-10-8-6-4-2/h26-27H,3-25,31H2,1-2H3,(H,34,35)(H,36,37)/t26-,27+/m1/s1	UQDFMDLMTBMSAM-SXOMAYOGSA-N	623.3798341			MMDBc0047173
BASm0033963	PS(10:0/14:1(11Z))	PS(10:0/14:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0/14:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-tetradecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)C(O)=O	C30H56NO10P	InChI=1S/C30H56NO10P/c1-3-5-7-9-11-12-13-14-16-18-20-22-29(33)41-26(24-39-42(36,37)40-25-27(31)30(34)35)23-38-28(32)21-19-17-15-10-8-6-4-2/h5,7,26-27H,3-4,6,8-25,31H2,1-2H3,(H,34,35)(H,36,37)/b7-5-/t26-,27+/m1/s1	ACJDFAYAVHNTIW-ZXZXDIEMSA-N	621.364184			MMDBc0047174
BASm0033964	PS(10:0/14:1(9Z))	PS(10:0/14:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0/14:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-tetradecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)C(O)=O	C30H56NO10P	InChI=1S/C30H56NO10P/c1-3-5-7-9-11-12-13-14-16-18-20-22-29(33)41-26(24-39-42(36,37)40-25-27(31)30(34)35)23-38-28(32)21-19-17-15-10-8-6-4-2/h9,11,26-27H,3-8,10,12-25,31H2,1-2H3,(H,34,35)(H,36,37)/b11-9-/t26-,27+/m1/s1	YEHWRTHIKHQEFS-IQZBYFKZSA-N	621.364184			MMDBc0047175
BASm0033965	PS(10:0/15:0)	PS(10:0/15:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0/15:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one pentadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)C(O)=O	C31H60NO10P	InChI=1S/C31H60NO10P/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-30(34)42-27(25-40-43(37,38)41-26-28(32)31(35)36)24-39-29(33)22-20-18-16-10-8-6-4-2/h27-28H,3-26,32H2,1-2H3,(H,35,36)(H,37,38)/t27-,28+/m1/s1	HHDIRJUXVWKSFL-IZLXSDGUSA-N	637.3954841			MMDBc0047176
BASm0033966	PS(10:0/15:1(11Z))	PS(10:0/15:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0/15:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)C(O)=O	C31H58NO10P	InChI=1S/C31H58NO10P/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-30(34)42-27(25-40-43(37,38)41-26-28(32)31(35)36)24-39-29(33)22-20-18-16-10-8-6-4-2/h7,9,27-28H,3-6,8,10-26,32H2,1-2H3,(H,35,36)(H,37,38)/b9-7-/t27-,28+/m1/s1	DHNWYAGDZXSSSS-HCZZCBLYSA-N	635.3798341			MMDBc0047177
BASm0033967	PS(10:0/15:1(9Z))	PS(10:0/15:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0/15:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)C(O)=O	C31H58NO10P	InChI=1S/C31H58NO10P/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-30(34)42-27(25-40-43(37,38)41-26-28(32)31(35)36)24-39-29(33)22-20-18-16-10-8-6-4-2/h11-12,27-28H,3-10,13-26,32H2,1-2H3,(H,35,36)(H,37,38)/b12-11-/t27-,28+/m1/s1	ZMHJWNTUIOZTMM-MQKMRURMSA-N	635.3798341			MMDBc0047178
BASm0033968	PS(10:0/16:0)	PS(10:0/16:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0/16:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one hexadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)C(O)=O	C32H62NO10P	InChI=1S/C32H62NO10P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-31(35)43-28(26-41-44(38,39)42-27-29(33)32(36)37)25-40-30(34)23-21-19-17-10-8-6-4-2/h28-29H,3-27,33H2,1-2H3,(H,36,37)(H,38,39)/t28-,29+/m1/s1	ZSPHZJPNNXNBCX-WDYNHAJCSA-N	651.4111342			MMDBc0047179
BASm0033969	PS(10:0/16:1(11Z))	PS(10:0/16:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0/16:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)C(O)=O	C32H60NO10P	InChI=1S/C32H60NO10P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-31(35)43-28(26-41-44(38,39)42-27-29(33)32(36)37)25-40-30(34)23-21-19-17-10-8-6-4-2/h9,11,28-29H,3-8,10,12-27,33H2,1-2H3,(H,36,37)(H,38,39)/b11-9-/t28-,29+/m1/s1	FDGCFNPFBIEPGD-OFPCIANHSA-N	649.3954841			MMDBc0047180
BASm0033970	PS(10:0/16:1(9Z))	PS(10:0/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0/16:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)C(O)=O	C32H60NO10P	InChI=1S/C32H60NO10P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-31(35)43-28(26-41-44(38,39)42-27-29(33)32(36)37)25-40-30(34)23-21-19-17-10-8-6-4-2/h12-13,28-29H,3-11,14-27,33H2,1-2H3,(H,36,37)(H,38,39)/b13-12-/t28-,29+/m1/s1	JUGYYHDVMKBVMW-SRCAZTFQSA-N	649.3954841			MMDBc0047181
BASm0033971	PS(10:0/18:0)	PS(10:0/18:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0/18:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one octadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)C(O)=O	C34H66NO10P	InChI=1S/C34H66NO10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-33(37)45-30(28-43-46(40,41)44-29-31(35)34(38)39)27-42-32(36)25-23-21-19-10-8-6-4-2/h30-31H,3-29,35H2,1-2H3,(H,38,39)(H,40,41)/t30-,31+/m1/s1	LMOIRUSPLKSTKP-JSOSNVBQSA-N	679.4424343			MMDBc0047182
BASm0033972	PS(10:0/18:1(11Z))	PS(10:0/18:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0/18:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)C(O)=O	C34H64NO10P	InChI=1S/C34H64NO10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-33(37)45-30(28-43-46(40,41)44-29-31(35)34(38)39)27-42-32(36)25-23-21-19-10-8-6-4-2/h12-13,30-31H,3-11,14-29,35H2,1-2H3,(H,38,39)(H,40,41)/b13-12-/t30-,31+/m1/s1	BLDXJICCRAUAFE-KAYKHVCSSA-N	677.4267843			MMDBc0047183
BASm0033973	PS(10:0/18:1(9Z))	PS(10:0/18:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0/18:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)C(O)=O	C34H64NO10P	InChI=1S/C34H64NO10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-33(37)45-30(28-43-46(40,41)44-29-31(35)34(38)39)27-42-32(36)25-23-21-19-10-8-6-4-2/h14-15,30-31H,3-13,16-29,35H2,1-2H3,(H,38,39)(H,40,41)/b15-14-/t30-,31+/m1/s1	YNIMYVQNVMOKNM-RXJACHCJSA-N	677.4267843			MMDBc0047184
BASm0033974	PS(10:0/20:0)	PS(10:0/20:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0/20:0), in particular, consists of one decanoyl chain  to the C-1 atom, and  one eicosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)C(O)=O	C36H70NO10P	InChI=1S/C36H70NO10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-22-24-26-28-35(39)47-32(30-45-48(42,43)46-31-33(37)36(40)41)29-44-34(38)27-25-23-21-10-8-6-4-2/h32-33H,3-31,37H2,1-2H3,(H,40,41)(H,42,43)/t32-,33+/m1/s1	YLAGUPPEYSXROC-SAIUNTKASA-N	707.4737345			MMDBc0047185
BASm0033975	PS(10:0/20:1(11Z))	PS(10:0/20:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0/20:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C36H68NO10P	InChI=1S/C36H68NO10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-22-24-26-28-35(39)47-32(30-45-48(42,43)46-31-33(37)36(40)41)29-44-34(38)27-25-23-21-10-8-6-4-2/h14-15,32-33H,3-13,16-31,37H2,1-2H3,(H,40,41)(H,42,43)/b15-14-/t32-,33+/m1/s1	KMNMTPSBPDAOQE-RJYAYGNSSA-N	705.4580844			MMDBc0047186
BASm0033976	PS(10:0/20:1(13Z))	PS(10:0/20:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0/20:1(13Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)C(O)=O	C36H68NO10P	InChI=1S/C36H68NO10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-22-24-26-28-35(39)47-32(30-45-48(42,43)46-31-33(37)36(40)41)29-44-34(38)27-25-23-21-10-8-6-4-2/h12-13,32-33H,3-11,14-31,37H2,1-2H3,(H,40,41)(H,42,43)/b13-12-/t32-,33+/m1/s1	UNBFQYOAHRYGLW-RVRUAZPDSA-N	705.4580844			MMDBc0047187
BASm0033977	PS(10:0/22:1(11Z))	PS(10:0/22:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0/22:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)C(O)=O	C38H72NO10P	InChI=1S/C38H72NO10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-24-26-28-30-37(41)49-34(32-47-50(44,45)48-33-35(39)38(42)43)31-46-36(40)29-27-25-23-10-8-6-4-2/h16-17,34-35H,3-15,18-33,39H2,1-2H3,(H,42,43)(H,44,45)/b17-16-/t34-,35+/m1/s1	RGEHVANQRVVUSB-ZZURSVERSA-N	733.4893845			MMDBc0047188
BASm0033978	PS(10:0/22:1(9Z))	PS(10:0/22:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0/22:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)C(O)=O	C38H72NO10P	InChI=1S/C38H72NO10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-24-26-28-30-37(41)49-34(32-47-50(44,45)48-33-35(39)38(42)43)31-46-36(40)29-27-25-23-10-8-6-4-2/h18-19,34-35H,3-17,20-33,39H2,1-2H3,(H,42,43)(H,44,45)/b19-18-/t34-,35+/m1/s1	ACSWHPNPJPFHLH-MZZXCCHOSA-N	733.4893845			MMDBc0047189
BASm0033979	PS(10:0/23:1(11Z))	PS(10:0/23:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0/23:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)C(O)=O	C39H74NO10P	InChI=1S/C39H74NO10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-38(42)50-35(33-48-51(45,46)49-34-36(40)39(43)44)32-47-37(41)30-28-26-24-10-8-6-4-2/h17-18,35-36H,3-16,19-34,40H2,1-2H3,(H,43,44)(H,45,46)/b18-17-/t35-,36+/m1/s1	WWLNWYPKIZHVPP-ZKMUQLHUSA-N	747.5050346			MMDBc0047190
BASm0033980	PS(10:0/23:1(9Z))	PS(10:0/23:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0/23:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)C(O)=O	C39H74NO10P	InChI=1S/C39H74NO10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-38(42)50-35(33-48-51(45,46)49-34-36(40)39(43)44)32-47-37(41)30-28-26-24-10-8-6-4-2/h19-20,35-36H,3-18,21-34,40H2,1-2H3,(H,43,44)(H,45,46)/b20-19-/t35-,36+/m1/s1	IHFYFCCDAVMPBY-RGELMGNSSA-N	747.5050346			MMDBc0047191
BASm0033981	PS(10:0/24:1(11Z))	PS(10:0/24:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0/24:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)C(O)=O	C40H76NO10P	InChI=1S/C40H76NO10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-10-8-6-4-2/h18-19,36-37H,3-17,20-35,41H2,1-2H3,(H,44,45)(H,46,47)/b19-18-/t36-,37+/m1/s1	MOWDURZHBXYJAA-HCTNJKKASA-N	761.5206846			MMDBc0047192
BASm0033982	PS(10:0/24:1(9Z))	PS(10:0/24:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0/24:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)C(O)=O	C40H76NO10P	InChI=1S/C40H76NO10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-10-8-6-4-2/h20-21,36-37H,3-19,22-35,41H2,1-2H3,(H,44,45)(H,46,47)/b21-20-/t36-,37+/m1/s1	UUULUGMZMVPCLQ-OVXPHFEUSA-N	761.5206846			MMDBc0047193
BASm0033983	PS(10:0/25:1(11Z))	PS(10:0/25:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0/25:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)C(O)=O	C41H78NO10P	InChI=1S/C41H78NO10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-40(44)52-37(35-50-53(47,48)51-36-38(42)41(45)46)34-49-39(43)32-30-28-26-10-8-6-4-2/h19-20,37-38H,3-18,21-36,42H2,1-2H3,(H,45,46)(H,47,48)/b20-19-/t37-,38+/m1/s1	MKXCVMJJYVLBNL-JVKNYRDPSA-N	775.5363347			MMDBc0047194
BASm0033984	PS(10:0/25:1(9Z))	PS(10:0/25:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0/25:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)C(O)=O	C41H78NO10P	InChI=1S/C41H78NO10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-40(44)52-37(35-50-53(47,48)51-36-38(42)41(45)46)34-49-39(43)32-30-28-26-10-8-6-4-2/h21-22,37-38H,3-20,23-36,42H2,1-2H3,(H,45,46)(H,47,48)/b22-21-/t37-,38+/m1/s1	XPKCGNXQYJANSC-XSXFNZHNSA-N	775.5363347			MMDBc0047195
BASm0033985	PS(10:0/26:1(11Z))	PS(10:0/26:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0/26:1(11Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCC\C=C/CCCCCCCCCCCCC)C(O)=O	C42H80NO10P	InChI=1S/C42H80NO10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-41(45)53-38(36-51-54(48,49)52-37-39(43)42(46)47)35-50-40(44)33-31-29-27-10-8-6-4-2/h19-20,38-39H,3-18,21-37,43H2,1-2H3,(H,46,47)(H,48,49)/b20-19-/t38-,39+/m1/s1	HUSVOLIWWKWBHF-XTAHAQMDSA-N	789.5519848			MMDBc0047196
BASm0033986	PS(10:0/26:1(9Z))	PS(10:0/26:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0/26:1(9Z)), in particular, consists of one decanoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCC\C=C/CCCCCCCCCCCCCCCC)C(O)=O	C43H82NO10P	InChI=1S/C43H82NO10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-42(46)54-39(37-52-55(49,50)53-38-40(44)43(47)48)36-51-41(45)34-32-30-28-10-8-6-4-2/h22-23,39-40H,3-21,24-38,44H2,1-2H3,(H,47,48)(H,49,50)/b23-22-/t39-,40+/m1/s1	VNHXCJXKQQEBLG-MASGUINYSA-N	803.5676348			MMDBc0047197
BASm0033987	PS(12:0/14:0)	PS(12:0/14:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(12:0/14:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one tetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)C(O)=O	C32H62NO10P	InChI=1S/C32H62NO10P/c1-3-5-7-9-11-13-14-16-18-20-22-24-31(35)43-28(26-41-44(38,39)42-27-29(33)32(36)37)25-40-30(34)23-21-19-17-15-12-10-8-6-4-2/h28-29H,3-27,33H2,1-2H3,(H,36,37)(H,38,39)/t28-,29+/m1/s1	GLMVRWSEXIQXQH-WDYNHAJCSA-N	651.4111342			MMDBc0047198
BASm0033988	PS(12:0/14:1(11Z))	PS(12:0/14:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(12:0/14:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-tetradecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)C(O)=O	C32H60NO10P	InChI=1S/C32H60NO10P/c1-3-5-7-9-11-13-14-16-18-20-22-24-31(35)43-28(26-41-44(38,39)42-27-29(33)32(36)37)25-40-30(34)23-21-19-17-15-12-10-8-6-4-2/h5,7,28-29H,3-4,6,8-27,33H2,1-2H3,(H,36,37)(H,38,39)/b7-5-/t28-,29+/m1/s1	LJUKMMHFVKZDSO-YSEQGRHZSA-N	649.3954841			MMDBc0047199
BASm0033989	PS(12:0/14:1(9Z))	PS(12:0/14:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(12:0/14:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-tetradecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)C(O)=O	C32H60NO10P	InChI=1S/C32H60NO10P/c1-3-5-7-9-11-13-14-16-18-20-22-24-31(35)43-28(26-41-44(38,39)42-27-29(33)32(36)37)25-40-30(34)23-21-19-17-15-12-10-8-6-4-2/h9,11,28-29H,3-8,10,12-27,33H2,1-2H3,(H,36,37)(H,38,39)/b11-9-/t28-,29+/m1/s1	LYPFNCQPUGVQNR-OFPCIANHSA-N	649.3954841			MMDBc0047200
BASm0033990	PS(12:0/15:0)	PS(12:0/15:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(12:0/15:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one pentadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)C(O)=O	C33H64NO10P	InChI=1S/C33H64NO10P/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-32(36)44-29(27-42-45(39,40)43-28-30(34)33(37)38)26-41-31(35)24-22-20-18-16-12-10-8-6-4-2/h29-30H,3-28,34H2,1-2H3,(H,37,38)(H,39,40)/t29-,30+/m1/s1	HUUOBADOKSJRRY-IHLOFXLRSA-N	665.4267843			MMDBc0047201
BASm0033991	PS(12:0/15:1(11Z))	PS(12:0/15:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(12:0/15:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)C(O)=O	C33H62NO10P	InChI=1S/C33H62NO10P/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-32(36)44-29(27-42-45(39,40)43-28-30(34)33(37)38)26-41-31(35)24-22-20-18-16-12-10-8-6-4-2/h7,9,29-30H,3-6,8,10-28,34H2,1-2H3,(H,37,38)(H,39,40)/b9-7-/t29-,30+/m1/s1	BNGPDIHCNHKZPQ-UUOFCGAHSA-N	663.4111342			MMDBc0047202
BASm0033992	PS(12:0/15:1(9Z))	PS(12:0/15:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(12:0/15:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)C(O)=O	C33H62NO10P	InChI=1S/C33H62NO10P/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-32(36)44-29(27-42-45(39,40)43-28-30(34)33(37)38)26-41-31(35)24-22-20-18-16-12-10-8-6-4-2/h11,13,29-30H,3-10,12,14-28,34H2,1-2H3,(H,37,38)(H,39,40)/b13-11-/t29-,30+/m1/s1	AYZDMTSBLFKJKV-SGLFAEFCSA-N	663.4111342			MMDBc0047203
BASm0033993	PS(12:0/16:1(11Z))	PS(12:0/16:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(12:0/16:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)C(O)=O	C34H64NO10P	InChI=1S/C34H64NO10P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-33(37)45-30(28-43-46(40,41)44-29-31(35)34(38)39)27-42-32(36)25-23-21-19-17-12-10-8-6-4-2/h9,11,30-31H,3-8,10,12-29,35H2,1-2H3,(H,38,39)(H,40,41)/b11-9-/t30-,31+/m1/s1	UCISAZLZGGOTJD-GWLAAXAASA-N	677.4267843			MMDBc0047204
BASm0033994	PS(12:0/18:0)	PS(12:0/18:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(12:0/18:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one octadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)C(O)=O	C36H70NO10P	InChI=1S/C36H70NO10P/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-35(39)47-32(30-45-48(42,43)46-31-33(37)36(40)41)29-44-34(38)27-25-23-21-19-12-10-8-6-4-2/h32-33H,3-31,37H2,1-2H3,(H,40,41)(H,42,43)/t32-,33+/m1/s1	FVTJXYCQZDKJDQ-SAIUNTKASA-N	707.4737345			MMDBc0047205
BASm0033995	PS(12:0/18:1(11Z))	PS(12:0/18:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(12:0/18:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)C(O)=O	C36H68NO10P	InChI=1S/C36H68NO10P/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-35(39)47-32(30-45-48(42,43)46-31-33(37)36(40)41)29-44-34(38)27-25-23-21-19-12-10-8-6-4-2/h13-14,32-33H,3-12,15-31,37H2,1-2H3,(H,40,41)(H,42,43)/b14-13-/t32-,33+/m1/s1	NIVHGULZXBDMOW-DISNTKCBSA-N	705.4580844			MMDBc0047206
BASm0033996	PS(12:0/18:1(9Z))	PS(12:0/18:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(12:0/18:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)C(O)=O	C36H68NO10P	InChI=1S/C36H68NO10P/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-35(39)47-32(30-45-48(42,43)46-31-33(37)36(40)41)29-44-34(38)27-25-23-21-19-12-10-8-6-4-2/h15-16,32-33H,3-14,17-31,37H2,1-2H3,(H,40,41)(H,42,43)/b16-15-/t32-,33+/m1/s1	YBVBAADKGSPXRD-XRQUXGQMSA-N	705.4580844			MMDBc0047207
BASm0033997	PS(12:0/20:0)	PS(12:0/20:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(12:0/20:0), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one eicosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)C(O)=O	C38H74NO10P	InChI=1S/C38H74NO10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28-30-37(41)49-34(32-47-50(44,45)48-33-35(39)38(42)43)31-46-36(40)29-27-25-23-21-12-10-8-6-4-2/h34-35H,3-33,39H2,1-2H3,(H,42,43)(H,44,45)/t34-,35+/m1/s1	IJEBIXQNWHNFSW-GPOMZPHUSA-N	735.5050346			MMDBc0047208
BASm0033998	PS(12:0/20:1(11Z))	PS(12:0/20:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(12:0/20:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C38H72NO10P	InChI=1S/C38H72NO10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28-30-37(41)49-34(32-47-50(44,45)48-33-35(39)38(42)43)31-46-36(40)29-27-25-23-21-12-10-8-6-4-2/h15-16,34-35H,3-14,17-33,39H2,1-2H3,(H,42,43)(H,44,45)/b16-15-/t34-,35+/m1/s1	KOSRSKGGOWVIRP-JYBBWUONSA-N	733.4893845			MMDBc0047209
BASm0033999	PS(12:0/20:1(13Z))	PS(12:0/20:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(12:0/20:1(13Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)C(O)=O	C38H72NO10P	InChI=1S/C38H72NO10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-22-24-26-28-30-37(41)49-34(32-47-50(44,45)48-33-35(39)38(42)43)31-46-36(40)29-27-25-23-21-12-10-8-6-4-2/h13-14,34-35H,3-12,15-33,39H2,1-2H3,(H,42,43)(H,44,45)/b14-13-/t34-,35+/m1/s1	WESVXSUQBJKSLV-IALYQUGISA-N	733.4893845			MMDBc0047210
BASm0034000	PS(12:0/22:1(11Z))	PS(12:0/22:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(12:0/22:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)C(O)=O	C40H76NO10P	InChI=1S/C40H76NO10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-23-12-10-8-6-4-2/h17-18,36-37H,3-16,19-35,41H2,1-2H3,(H,44,45)(H,46,47)/b18-17-/t36-,37+/m1/s1	GXIGWNRLOLWWHO-DAQGAKHBSA-N	761.5206846			MMDBc0047211
BASm0034001	PS(12:0/22:1(9Z))	PS(12:0/22:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(12:0/22:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)C(O)=O	C40H76NO10P	InChI=1S/C40H76NO10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-23-12-10-8-6-4-2/h19-20,36-37H,3-18,21-35,41H2,1-2H3,(H,44,45)(H,46,47)/b20-19-/t36-,37+/m1/s1	KBZFAEUAVYRQIB-NIMHPGAQSA-N	761.5206846			MMDBc0047212
BASm0034002	PS(12:0/23:1(11Z))	PS(12:0/23:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(12:0/23:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)C(O)=O	C41H78NO10P	InChI=1S/C41H78NO10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-33-40(44)52-37(35-50-53(47,48)51-36-38(42)41(45)46)34-49-39(43)32-30-28-26-24-12-10-8-6-4-2/h18-19,37-38H,3-17,20-36,42H2,1-2H3,(H,45,46)(H,47,48)/b19-18-/t37-,38+/m1/s1	NOHPKEPPNJAKMN-XTAJRBJHSA-N	775.5363347			MMDBc0047213
BASm0034003	PS(12:0/23:1(9Z))	PS(12:0/23:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(12:0/23:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)C(O)=O	C41H78NO10P	InChI=1S/C41H78NO10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-25-27-29-31-33-40(44)52-37(35-50-53(47,48)51-36-38(42)41(45)46)34-49-39(43)32-30-28-26-24-12-10-8-6-4-2/h20-21,37-38H,3-19,22-36,42H2,1-2H3,(H,45,46)(H,47,48)/b21-20-/t37-,38+/m1/s1	GSOJSGWGCGYPIX-SWMIOFCWSA-N	775.5363347			MMDBc0047214
BASm0034004	PS(12:0/24:1(11Z))	PS(12:0/24:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(12:0/24:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)C(O)=O	C42H80NO10P	InChI=1S/C42H80NO10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-41(45)53-38(36-51-54(48,49)52-37-39(43)42(46)47)35-50-40(44)33-31-29-27-25-12-10-8-6-4-2/h19-20,38-39H,3-18,21-37,43H2,1-2H3,(H,46,47)(H,48,49)/b20-19-/t38-,39+/m1/s1	WKMDWROVAYGJIM-XTAHAQMDSA-N	789.5519848			MMDBc0047215
BASm0034005	PS(12:0/24:1(9Z))	PS(12:0/24:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(12:0/24:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)C(O)=O	C42H80NO10P	InChI=1S/C42H80NO10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-41(45)53-38(36-51-54(48,49)52-37-39(43)42(46)47)35-50-40(44)33-31-29-27-25-12-10-8-6-4-2/h21-22,38-39H,3-20,23-37,43H2,1-2H3,(H,46,47)(H,48,49)/b22-21-/t38-,39+/m1/s1	VLOCIGLJEBGRED-ZFDCGQHBSA-N	789.5519848			MMDBc0047216
BASm0034006	PS(14:0/14:1(11Z))	PS(14:0/14:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:0/14:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-tetradecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC)C(O)=O	C34H64NO10P	InChI=1S/C34H64NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-32(36)42-27-30(28-43-46(40,41)44-29-31(35)34(38)39)45-33(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8,30-31H,3-5,7,9-29,35H2,1-2H3,(H,38,39)(H,40,41)/b8-6-/t30-,31+/m1/s1	IFGAXOPAPMLRFU-YXQWWYDYSA-N	677.4267843			MMDBc0047217
BASm0034007	PS(14:0/15:0)	PS(14:0/15:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:0/15:0), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one pentadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)C(O)=O	C35H68NO10P	InChI=1S/C35H68NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(38)46-31(29-44-47(41,42)45-30-32(36)35(39)40)28-43-33(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h31-32H,3-30,36H2,1-2H3,(H,39,40)(H,41,42)/t31-,32+/m1/s1	RDGOWVQONPEGML-ZWXJPIIXSA-N	693.4580844			MMDBc0047218
BASm0034008	PS(14:0/15:1(11Z))	PS(14:0/15:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:0/15:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)C(O)=O	C35H66NO10P	InChI=1S/C35H66NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(38)46-31(29-44-47(41,42)45-30-32(36)35(39)40)28-43-33(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h7,9,31-32H,3-6,8,10-30,36H2,1-2H3,(H,39,40)(H,41,42)/b9-7-/t31-,32+/m1/s1	KPIABUXEMZNSSZ-OEIJRGMJSA-N	691.4424343			MMDBc0047219
BASm0034009	PS(14:0/15:1(9Z))	PS(14:0/15:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:0/15:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)C(O)=O	C35H66NO10P	InChI=1S/C35H66NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(38)46-31(29-44-47(41,42)45-30-32(36)35(39)40)28-43-33(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h11,13,31-32H,3-10,12,14-30,36H2,1-2H3,(H,39,40)(H,41,42)/b13-11-/t31-,32+/m1/s1	NBGNRRAATGNSKO-ODVVMHLWSA-N	691.4424343			MMDBc0047220
BASm0034010	PS(14:0/16:1(11Z))	PS(14:0/16:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:0/16:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)C(O)=O	C36H68NO10P	InChI=1S/C36H68NO10P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-35(39)47-32(30-45-48(42,43)46-31-33(37)36(40)41)29-44-34(38)27-25-23-21-19-17-14-12-10-8-6-4-2/h9,11,32-33H,3-8,10,12-31,37H2,1-2H3,(H,40,41)(H,42,43)/b11-9-/t32-,33+/m1/s1	OBUGPPYJTYJZHM-VSOGUXFOSA-N	705.4580844			MMDBc0047221
BASm0034011	PS(14:0/20:1(11Z))	PS(14:0/20:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:0/20:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C40H76NO10P	InChI=1S/C40H76NO10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-23-21-14-12-10-8-6-4-2/h16-17,36-37H,3-15,18-35,41H2,1-2H3,(H,44,45)(H,46,47)/b17-16-/t36-,37+/m1/s1	UPWFQKNQARGNGL-TZLJZWBBSA-N	761.5206846			MMDBc0047222
BASm0034012	PS(14:0/20:1(13Z))	PS(14:0/20:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:0/20:1(13Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)C(O)=O	C40H76NO10P	InChI=1S/C40H76NO10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-23-21-14-12-10-8-6-4-2/h13,15,36-37H,3-12,14,16-35,41H2,1-2H3,(H,44,45)(H,46,47)/b15-13-/t36-,37+/m1/s1	PYOCNLIAHMLBSD-FXBTWRSESA-N	761.5206846			MMDBc0047223
BASm0034013	PS(14:0/22:1(11Z))	PS(14:0/22:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:0/22:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)C(O)=O	C42H80NO10P	InChI=1S/C42H80NO10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-41(45)53-38(36-51-54(48,49)52-37-39(43)42(46)47)35-50-40(44)33-31-29-27-25-23-14-12-10-8-6-4-2/h18-19,38-39H,3-17,20-37,43H2,1-2H3,(H,46,47)(H,48,49)/b19-18-/t38-,39+/m1/s1	SOLVNLCWINQLTO-PKLZGDRMSA-N	789.5519848			MMDBc0047224
BASm0034014	PS(14:0/22:1(9Z))	PS(14:0/22:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:0/22:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)C(O)=O	C42H80NO10P	InChI=1S/C42H80NO10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-41(45)53-38(36-51-54(48,49)52-37-39(43)42(46)47)35-50-40(44)33-31-29-27-25-23-14-12-10-8-6-4-2/h20-21,38-39H,3-19,22-37,43H2,1-2H3,(H,46,47)(H,48,49)/b21-20-/t38-,39+/m1/s1	LLXRCWHUJQLPKP-RZPRPBTASA-N	789.5519848			MMDBc0047225
BASm0034015	PS(14:1(11Z)/14:1(11Z))	PS(14:1(11Z)/14:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(14:1(11Z)/14:1(11Z)), in particular, consists of two 11Z-tetradecenoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC)C(O)=O	C34H62NO10P	InChI=1S/C34H62NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-32(36)42-27-30(28-43-46(40,41)44-29-31(35)34(38)39)45-33(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h5-8,30-31H,3-4,9-29,35H2,1-2H3,(H,38,39)(H,40,41)/b7-5-,8-6-/t30-,31+/m1/s1	UJCPMSNQLZYMSK-XRLNPFBNSA-N	675.4111342			MMDBc0047226
BASm0034016	PS(14:1(11Z)/14:1(9Z))	PS(14:1(11Z)/14:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(11Z)/14:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-tetradecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC)C(O)=O	C34H62NO10P	InChI=1S/C34H62NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-32(36)42-27-30(28-43-46(40,41)44-29-31(35)34(38)39)45-33(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,10,12,30-31H,3-4,6,8-9,11,13-29,35H2,1-2H3,(H,38,39)(H,40,41)/b7-5-,12-10-/t30-,31+/m1/s1	VLOPZPMOPWYUGU-HARPBAGLSA-N	675.4111342			MMDBc0047227
BASm0034017	PS(14:1(11Z)/15:0)	PS(14:1(11Z)/15:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(11Z)/15:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one pentadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC)C(O)=O	C35H66NO10P	InChI=1S/C35H66NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(38)46-31(29-44-47(41,42)45-30-32(36)35(39)40)28-43-33(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8,31-32H,3-5,7,9-30,36H2,1-2H3,(H,39,40)(H,41,42)/b8-6-/t31-,32+/m1/s1	WHEZFIXLGJWNAL-IFKLRJAKSA-N	691.4424343			MMDBc0047228
BASm0034018	PS(14:1(11Z)/15:1(11Z))	PS(14:1(11Z)/15:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(11Z)/15:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC)C(O)=O	C35H64NO10P	InChI=1S/C35H64NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(38)46-31(29-44-47(41,42)45-30-32(36)35(39)40)28-43-33(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h6-9,31-32H,3-5,10-30,36H2,1-2H3,(H,39,40)(H,41,42)/b8-6-,9-7-/t31-,32+/m1/s1	XAJAOOPSQMVSPK-ORXBBODJSA-N	689.4267843			MMDBc0047229
BASm0034019	PS(14:1(11Z)/15:1(9Z))	PS(14:1(11Z)/15:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(11Z)/15:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC)C(O)=O	C35H64NO10P	InChI=1S/C35H64NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(38)46-31(29-44-47(41,42)45-30-32(36)35(39)40)28-43-33(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8,11,13,31-32H,3-5,7,9-10,12,14-30,36H2,1-2H3,(H,39,40)(H,41,42)/b8-6-,13-11-/t31-,32+/m1/s1	FJXUVVRKRHRQGQ-CAVDBUIDSA-N	689.4267843			MMDBc0047230
BASm0034020	PS(14:1(11Z)/16:0)	PS(14:1(11Z)/16:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(11Z)/16:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one hexadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCC)C(O)=O	C36H68NO10P	InChI=1S/C36H68NO10P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-35(39)47-32(30-45-48(42,43)46-31-33(37)36(40)41)29-44-34(38)27-25-23-21-19-17-14-12-10-8-6-4-2/h6,8,32-33H,3-5,7,9-31,37H2,1-2H3,(H,40,41)(H,42,43)/b8-6-/t32-,33+/m1/s1	XTFSCJXQANRSOB-XMGICJOVSA-N	705.4580844			MMDBc0047231
BASm0034021	PS(14:1(11Z)/16:1(11Z))	PS(14:1(11Z)/16:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(11Z)/16:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCC)C(O)=O	C36H66NO10P	InChI=1S/C36H66NO10P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-35(39)47-32(30-45-48(42,43)46-31-33(37)36(40)41)29-44-34(38)27-25-23-21-19-17-14-12-10-8-6-4-2/h6,8-9,11,32-33H,3-5,7,10,12-31,37H2,1-2H3,(H,40,41)(H,42,43)/b8-6-,11-9-/t32-,33+/m1/s1	WBFOYRTVJJNEBD-KJGUTVFRSA-N	703.4424343			MMDBc0047232
BASm0034022	PS(14:1(11Z)/16:1(9Z))	PS(14:1(11Z)/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCC)C(O)=O	C36H66NO10P	InChI=1S/C36H66NO10P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-35(39)47-32(30-45-48(42,43)46-31-33(37)36(40)41)29-44-34(38)27-25-23-21-19-17-14-12-10-8-6-4-2/h6,8,13,15,32-33H,3-5,7,9-12,14,16-31,37H2,1-2H3,(H,40,41)(H,42,43)/b8-6-,15-13-/t32-,33+/m1/s1	SLVGXNLOJGIADP-ILCGFWLOSA-N	703.4424343			MMDBc0047233
BASm0034023	PS(14:1(11Z)/18:0)	PS(14:1(11Z)/18:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(11Z)/18:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one octadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCC)C(O)=O	C38H72NO10P	InChI=1S/C38H72NO10P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-37(41)49-34(32-47-50(44,45)48-33-35(39)38(42)43)31-46-36(40)29-27-25-23-21-19-14-12-10-8-6-4-2/h6,8,34-35H,3-5,7,9-33,39H2,1-2H3,(H,42,43)(H,44,45)/b8-6-/t34-,35+/m1/s1	TTXMNEQNGCYZQU-CNBFNKGZSA-N	733.4893845			MMDBc0047234
BASm0034024	PS(14:1(11Z)/18:1(11Z))	PS(14:1(11Z)/18:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(11Z)/18:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC)C(O)=O	C38H70NO10P	InChI=1S/C38H70NO10P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-37(41)49-34(32-47-50(44,45)48-33-35(39)38(42)43)31-46-36(40)29-27-25-23-21-19-14-12-10-8-6-4-2/h6,8,13,15,34-35H,3-5,7,9-12,14,16-33,39H2,1-2H3,(H,42,43)(H,44,45)/b8-6-,15-13-/t34-,35+/m1/s1	QICAAVOXOYKYKU-VAFGGNBGSA-N	731.4737345			MMDBc0047235
BASm0034025	PS(14:1(11Z)/18:1(9Z))	PS(14:1(11Z)/18:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC)C(O)=O	C38H70NO10P	InChI=1S/C38H70NO10P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-37(41)49-34(32-47-50(44,45)48-33-35(39)38(42)43)31-46-36(40)29-27-25-23-21-19-14-12-10-8-6-4-2/h6,8,16-17,34-35H,3-5,7,9-15,18-33,39H2,1-2H3,(H,42,43)(H,44,45)/b8-6-,17-16-/t34-,35+/m1/s1	CSSHRTXGMIBLRR-PPLLMUGZSA-N	731.4737345			MMDBc0047236
BASm0034026	PS(14:1(11Z)/20:0)	PS(14:1(11Z)/20:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(11Z)/20:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one eicosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCC)C(O)=O	C40H76NO10P	InChI=1S/C40H76NO10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-23-21-14-12-10-8-6-4-2/h6,8,36-37H,3-5,7,9-35,41H2,1-2H3,(H,44,45)(H,46,47)/b8-6-/t36-,37+/m1/s1	FGPFGXYWXBLUNA-LAMDTSHHSA-N	761.5206846			MMDBc0047237
BASm0034027	PS(14:1(11Z)/20:1(11Z))	PS(14:1(11Z)/20:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C40H74NO10P	InChI=1S/C40H74NO10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-23-21-14-12-10-8-6-4-2/h6,8,16-17,36-37H,3-5,7,9-15,18-35,41H2,1-2H3,(H,44,45)(H,46,47)/b8-6-,17-16-/t36-,37+/m1/s1	ACTBQNFUCFMJRV-RFJCDXAWSA-N	759.5050346			MMDBc0047238
BASm0034028	PS(14:1(11Z)/20:1(13Z))	PS(14:1(11Z)/20:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)C(O)=O	C40H74NO10P	InChI=1S/C40H74NO10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-23-21-14-12-10-8-6-4-2/h6,8,13,15,36-37H,3-5,7,9-12,14,16-35,41H2,1-2H3,(H,44,45)(H,46,47)/b8-6-,15-13-/t36-,37+/m1/s1	DGSVJFHYKLWVFT-OGWWVMBUSA-N	759.5050346			MMDBc0047239
BASm0034029	PS(14:1(11Z)/22:0)	PS(14:1(11Z)/22:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(11Z)/22:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one docosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)C(O)=O	C42H80NO10P	InChI=1S/C42H80NO10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-41(45)53-38(36-51-54(48,49)52-37-39(43)42(46)47)35-50-40(44)33-31-29-27-25-23-14-12-10-8-6-4-2/h6,8,38-39H,3-5,7,9-37,43H2,1-2H3,(H,46,47)(H,48,49)/b8-6-/t38-,39+/m1/s1	RKAGVCKDJOQOQM-JTRLGHMPSA-N	789.5519848			MMDBc0047240
BASm0034030	PS(14:1(11Z)/22:1(11Z))	PS(14:1(11Z)/22:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(11Z)/22:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)C(O)=O	C42H78NO10P	InChI=1S/C42H78NO10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-41(45)53-38(36-51-54(48,49)52-37-39(43)42(46)47)35-50-40(44)33-31-29-27-25-23-14-12-10-8-6-4-2/h6,8,18-19,38-39H,3-5,7,9-17,20-37,43H2,1-2H3,(H,46,47)(H,48,49)/b8-6-,19-18-/t38-,39+/m1/s1	GZOVXPWXHWFMAE-IOQJRRQDSA-N	787.5363347			MMDBc0047241
BASm0034031	PS(14:1(11Z)/22:1(9Z))	PS(14:1(11Z)/22:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(11Z)/22:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)C(O)=O	C42H78NO10P	InChI=1S/C42H78NO10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-41(45)53-38(36-51-54(48,49)52-37-39(43)42(46)47)35-50-40(44)33-31-29-27-25-23-14-12-10-8-6-4-2/h6,8,20-21,38-39H,3-5,7,9-19,22-37,43H2,1-2H3,(H,46,47)(H,48,49)/b8-6-,21-20-/t38-,39+/m1/s1	GSBPUYHNRIOZFJ-NNIDUEMFSA-N	787.5363347			MMDBc0047242
BASm0034032	PS(14:1(9Z)/14:1(11Z))	PS(14:1(9Z)/14:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(9Z)/14:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-tetradecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC)C(O)=O	C34H62NO10P	InChI=1S/C34H62NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-32(36)42-27-30(28-43-46(40,41)44-29-31(35)34(38)39)45-33(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8-9,11,30-31H,3-5,7,10,12-29,35H2,1-2H3,(H,38,39)(H,40,41)/b8-6-,11-9-/t30-,31+/m1/s1	XDCUTJMPPYVZEQ-FZEDGBHFSA-N	675.4111342			MMDBc0047243
BASm0034033	PS(14:1(9Z)/14:1(9Z))	PS(14:1(9Z)/14:1(9Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(14:1(9Z)/14:1(9Z)), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the myristoleic acid moiety is derived from milk fats. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC)C(O)=O	C34H62NO10P	InChI=1S/C34H62NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-32(36)42-27-30(28-43-46(40,41)44-29-31(35)34(38)39)45-33(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h9-12,30-31H,3-8,13-29,35H2,1-2H3,(H,38,39)(H,40,41)/b11-9-,12-10-/t30-,31+/m1/s1	BPFJDFFAZFFCBH-QPBIGPORSA-N	675.4111337			MMDBc0047244
BASm0034034	PS(14:1(9Z)/15:0)	PS(14:1(9Z)/15:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(9Z)/15:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one pentadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC)C(O)=O	C35H66NO10P	InChI=1S/C35H66NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(38)46-31(29-44-47(41,42)45-30-32(36)35(39)40)28-43-33(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h10,12,31-32H,3-9,11,13-30,36H2,1-2H3,(H,39,40)(H,41,42)/b12-10-/t31-,32+/m1/s1	VIHNALDIKAZKPR-KYQUVBTASA-N	691.4424343			MMDBc0047245
BASm0034035	PS(14:1(9Z)/15:1(11Z))	PS(14:1(9Z)/15:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(9Z)/15:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC)C(O)=O	C35H64NO10P	InChI=1S/C35H64NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(38)46-31(29-44-47(41,42)45-30-32(36)35(39)40)28-43-33(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h7,9-10,12,31-32H,3-6,8,11,13-30,36H2,1-2H3,(H,39,40)(H,41,42)/b9-7-,12-10-/t31-,32+/m1/s1	FXNSZAWZXIMNID-KAUIVZSLSA-N	689.4267843			MMDBc0047246
BASm0034036	PS(14:1(9Z)/15:1(9Z))	PS(14:1(9Z)/15:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(9Z)/15:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC)C(O)=O	C35H64NO10P	InChI=1S/C35H64NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(38)46-31(29-44-47(41,42)45-30-32(36)35(39)40)28-43-33(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h10-13,31-32H,3-9,14-30,36H2,1-2H3,(H,39,40)(H,41,42)/b12-10-,13-11-/t31-,32+/m1/s1	KBWBPWRHAVDUSA-LBNGHJBZSA-N	689.4267843			MMDBc0047247
BASm0034037	PS(14:1(9Z)/16:1(11Z))	PS(14:1(9Z)/16:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)C(O)=O	C36H66NO10P	InChI=1S/C36H66NO10P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-35(39)47-32(30-45-48(42,43)46-31-33(37)36(40)41)29-44-34(38)27-25-23-21-19-17-14-12-10-8-6-4-2/h9-12,32-33H,3-8,13-31,37H2,1-2H3,(H,40,41)(H,42,43)/b11-9-,12-10-/t32-,33+/m1/s1	UFYYHSZGILVDJV-ZEUFJQJASA-N	703.4424343			MMDBc0047248
BASm0034038	PS(14:1(9Z)/16:1(9Z))	PS(14:1(9Z)/16:1(9Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(14:1(9Z)/16:1(9Z)), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)C(O)=O	C36H66NO10P	InChI=1S/C36H66NO10P/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-35(39)47-32(30-45-48(42,43)46-31-33(37)36(40)41)29-44-34(38)27-25-23-21-19-17-14-12-10-8-6-4-2/h10,12-13,15,32-33H,3-9,11,14,16-31,37H2,1-2H3,(H,40,41)(H,42,43)/b12-10-,15-13-/t32-,33+/m1/s1	IJQBOHHFZKCJAZ-HRMWFDNFSA-N	703.4424338			MMDBc0047249
BASm0034039	PS(14:1(9Z)/18:0)	PS(14:1(9Z)/18:0) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(14:1(9Z)/18:0), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of stearic acid at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)C(O)=O	C38H72NO10P	InChI=1S/C38H72NO10P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-37(41)49-34(32-47-50(44,45)48-33-35(39)38(42)43)31-46-36(40)29-27-25-23-21-19-14-12-10-8-6-4-2/h10,12,34-35H,3-9,11,13-33,39H2,1-2H3,(H,42,43)(H,44,45)/b12-10-/t34-,35+/m1/s1	OBOGXXKYNAYJGT-SAZJYFLDSA-N	733.489384			MMDBc0047250
BASm0034040	PS(14:1(9Z)/18:1(11Z))	PS(14:1(9Z)/18:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)C(O)=O	C38H70NO10P	InChI=1S/C38H70NO10P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-37(41)49-34(32-47-50(44,45)48-33-35(39)38(42)43)31-46-36(40)29-27-25-23-21-19-14-12-10-8-6-4-2/h10,12-13,15,34-35H,3-9,11,14,16-33,39H2,1-2H3,(H,42,43)(H,44,45)/b12-10-,15-13-/t34-,35+/m1/s1	JCWFXFIHAGGFHY-QVPOJJHRSA-N	731.4737345			MMDBc0047251
BASm0034041	PS(14:1(9Z)/18:1(9Z))	PS(14:1(9Z)/18:1(9Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(14:1(9Z)/18:1(9Z)), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of oleic acid at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)C(O)=O	C38H70NO10P	InChI=1S/C38H70NO10P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-37(41)49-34(32-47-50(44,45)48-33-35(39)38(42)43)31-46-36(40)29-27-25-23-21-19-14-12-10-8-6-4-2/h10,12,16-17,34-35H,3-9,11,13-15,18-33,39H2,1-2H3,(H,42,43)(H,44,45)/b12-10-,17-16-/t34-,35+/m1/s1	QBNCFMDNNPQYIL-NTEBNZJHSA-N	731.473734			MMDBc0047252
BASm0034042	PS(14:1(9Z)/20:0)	PS(14:1(9Z)/20:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(9Z)/20:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one eicosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)C(O)=O	C40H76NO10P	InChI=1S/C40H76NO10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-23-21-14-12-10-8-6-4-2/h10,12,36-37H,3-9,11,13-35,41H2,1-2H3,(H,44,45)(H,46,47)/b12-10-/t36-,37+/m1/s1	XYPIHUCDNHNKLP-BYPDXEAXSA-N	761.5206846			MMDBc0047253
BASm0034043	PS(14:1(9Z)/20:1(11Z))	PS(14:1(9Z)/20:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C40H74NO10P	InChI=1S/C40H74NO10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-23-21-14-12-10-8-6-4-2/h10,12,16-17,36-37H,3-9,11,13-15,18-35,41H2,1-2H3,(H,44,45)(H,46,47)/b12-10-,17-16-/t36-,37+/m1/s1	ROMDXKDZVCOGPM-AMADHPAWSA-N	759.5050346			MMDBc0047254
BASm0034044	PS(14:1(9Z)/20:1(13Z))	PS(14:1(9Z)/20:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)C(O)=O	C40H74NO10P	InChI=1S/C40H74NO10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-23-21-14-12-10-8-6-4-2/h10,12-13,15,36-37H,3-9,11,14,16-35,41H2,1-2H3,(H,44,45)(H,46,47)/b12-10-,15-13-/t36-,37+/m1/s1	GEZILDMNHGGCKB-XLUUSYSTSA-N	759.5050346			MMDBc0047255
BASm0034045	PS(14:1(9Z)/22:0)	PS(14:1(9Z)/22:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(9Z)/22:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one docosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)C(O)=O	C42H80NO10P	InChI=1S/C42H80NO10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-41(45)53-38(36-51-54(48,49)52-37-39(43)42(46)47)35-50-40(44)33-31-29-27-25-23-14-12-10-8-6-4-2/h10,12,38-39H,3-9,11,13-37,43H2,1-2H3,(H,46,47)(H,48,49)/b12-10-/t38-,39+/m1/s1	LJXFBEPGRCXHSF-ARXPHXHESA-N	789.5519848			MMDBc0047256
BASm0034046	PS(14:1(9Z)/22:1(11Z))	PS(14:1(9Z)/22:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(9Z)/22:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)C(O)=O	C42H78NO10P	InChI=1S/C42H78NO10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-41(45)53-38(36-51-54(48,49)52-37-39(43)42(46)47)35-50-40(44)33-31-29-27-25-23-14-12-10-8-6-4-2/h10,12,18-19,38-39H,3-9,11,13-17,20-37,43H2,1-2H3,(H,46,47)(H,48,49)/b12-10-,19-18-/t38-,39+/m1/s1	RDFGNKTYSGHVIH-MJZWZRNFSA-N	787.5363347			MMDBc0047257
BASm0034047	PS(14:1(9Z)/22:1(9Z))	PS(14:1(9Z)/22:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(9Z)/22:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)C(O)=O	C42H78NO10P	InChI=1S/C42H78NO10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-41(45)53-38(36-51-54(48,49)52-37-39(43)42(46)47)35-50-40(44)33-31-29-27-25-23-14-12-10-8-6-4-2/h10,12,20-21,38-39H,3-9,11,13-19,22-37,43H2,1-2H3,(H,46,47)(H,48,49)/b12-10-,21-20-/t38-,39+/m1/s1	IPKNFLKIGRLPAR-AKNGSXOESA-N	787.5363347			MMDBc0047258
BASm0034048	PS(15:0/15:0)	PS(15:0/15:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(15:0/15:0), in particular, consists of two pentadecanoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)C(O)=O	C36H70NO10P	InChI=1S/C36H70NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(38)44-29-32(30-45-48(42,43)46-31-33(37)36(40)41)47-35(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h32-33H,3-31,37H2,1-2H3,(H,40,41)(H,42,43)/t32-,33+/m1/s1	NRQQGYJXZDJFLL-SAIUNTKASA-N	707.4737345			MMDBc0047259
BASm0034049	PS(15:0/15:1(11Z))	PS(15:0/15:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:0/15:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC)C(O)=O	C36H68NO10P	InChI=1S/C36H68NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(38)44-29-32(30-45-48(42,43)46-31-33(37)36(40)41)47-35(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8,10,32-33H,3-7,9,11-31,37H2,1-2H3,(H,40,41)(H,42,43)/b10-8-/t32-,33+/m1/s1	LEDPGFIAHZCMQV-QLNSHHAHSA-N	705.4580844			MMDBc0047260
BASm0034050	PS(15:0/15:1(9Z))	PS(15:0/15:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:0/15:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC)C(O)=O	C36H68NO10P	InChI=1S/C36H68NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(38)44-29-32(30-45-48(42,43)46-31-33(37)36(40)41)47-35(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,32-33H,3-11,13,15-31,37H2,1-2H3,(H,40,41)(H,42,43)/b14-12-/t32-,33+/m1/s1	IJYIRIPEVZBRDQ-OHVCYHHGSA-N	705.4580844			MMDBc0047261
BASm0034051	PS(15:0/16:0)	PS(15:0/16:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:0/16:0), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one hexadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)C(O)=O	C37H72NO10P	InChI=1S/C37H72NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(40)48-33(31-46-49(43,44)47-32-34(38)37(41)42)30-45-35(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33-34H,3-32,38H2,1-2H3,(H,41,42)(H,43,44)/t33-,34+/m1/s1	YMQHGFKMTUEJFL-NOCHOARKSA-N	721.4893845			MMDBc0047262
BASm0034052	PS(15:0/16:1(11Z))	PS(15:0/16:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:0/16:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)C(O)=O	C37H70NO10P	InChI=1S/C37H70NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(40)48-33(31-46-49(43,44)47-32-34(38)37(41)42)30-45-35(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h9,11,33-34H,3-8,10,12-32,38H2,1-2H3,(H,41,42)(H,43,44)/b11-9-/t33-,34+/m1/s1	SUXCTIZYUIXEKR-SQKHGIEOSA-N	719.4737345			MMDBc0047263
BASm0034053	PS(15:0/16:1(9Z))	PS(15:0/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:0/16:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)C(O)=O	C37H70NO10P	InChI=1S/C37H70NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(40)48-33(31-46-49(43,44)47-32-34(38)37(41)42)30-45-35(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,33-34H,3-12,14,16-32,38H2,1-2H3,(H,41,42)(H,43,44)/b15-13-/t33-,34+/m1/s1	QZTHYYSOWFNDAK-HUBWUFLTSA-N	719.4737345			MMDBc0047264
BASm0034054	PS(15:0/18:1(11Z))	PS(15:0/18:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:0/18:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)C(O)=O	C39H74NO10P	InChI=1S/C39H74NO10P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-38(42)50-35(33-48-51(45,46)49-34-36(40)39(43)44)32-47-37(41)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h13,15,35-36H,3-12,14,16-34,40H2,1-2H3,(H,43,44)(H,45,46)/b15-13-/t35-,36+/m1/s1	ZGKGYKIEXWZYEG-HCCKNBDGSA-N	747.5050346			MMDBc0047265
BASm0034055	PS(15:0/18:1(9Z))	PS(15:0/18:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:0/18:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)C(O)=O	C39H74NO10P	InChI=1S/C39H74NO10P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-38(42)50-35(33-48-51(45,46)49-34-36(40)39(43)44)32-47-37(41)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h17-18,35-36H,3-16,19-34,40H2,1-2H3,(H,43,44)(H,45,46)/b18-17-/t35-,36+/m1/s1	KVBAVKWITJZQEG-ZKMUQLHUSA-N	747.5050346			MMDBc0047266
BASm0034056	PS(15:0/20:1(11Z))	PS(15:0/20:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:0/20:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C41H78NO10P	InChI=1S/C41H78NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-40(44)52-37(35-50-53(47,48)51-36-38(42)41(45)46)34-49-39(43)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h17-18,37-38H,3-16,19-36,42H2,1-2H3,(H,45,46)(H,47,48)/b18-17-/t37-,38+/m1/s1	NKZWGEOQHLXNDU-CHMOTEOASA-N	775.5363347			MMDBc0047267
BASm0034057	PS(15:0/20:1(13Z))	PS(15:0/20:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:0/20:1(13Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)C(O)=O	C41H78NO10P	InChI=1S/C41H78NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-40(44)52-37(35-50-53(47,48)51-36-38(42)41(45)46)34-49-39(43)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h13,15,37-38H,3-12,14,16-36,42H2,1-2H3,(H,45,46)(H,47,48)/b15-13-/t37-,38+/m1/s1	DOCOCLKRGDQEPZ-QHCJMXLTSA-N	775.5363347			MMDBc0047268
BASm0034058	PS(15:1(11Z)/15:1(11Z))	PS(15:1(11Z)/15:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(15:1(11Z)/15:1(11Z)), in particular, consists of two 11Z-pentadecenoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCC)C(O)=O	C36H66NO10P	InChI=1S/C36H66NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(38)44-29-32(30-45-48(42,43)46-31-33(37)36(40)41)47-35(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h7-10,32-33H,3-6,11-31,37H2,1-2H3,(H,40,41)(H,42,43)/b9-7-,10-8-/t32-,33+/m1/s1	VYDARCUARUXEOJ-QUXWLOODSA-N	703.4424343			MMDBc0047269
BASm0034059	PS(15:1(11Z)/15:1(9Z))	PS(15:1(11Z)/15:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(11Z)/15:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCC)C(O)=O	C36H66NO10P	InChI=1S/C36H66NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(38)44-29-32(30-45-48(42,43)46-31-33(37)36(40)41)47-35(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h7,9,12,14,32-33H,3-6,8,10-11,13,15-31,37H2,1-2H3,(H,40,41)(H,42,43)/b9-7-,14-12-/t32-,33+/m1/s1	KCAMNFWLXBZQBI-ZZTOQQFLSA-N	703.4424343			MMDBc0047270
BASm0034060	PS(15:1(11Z)/16:0)	PS(15:1(11Z)/16:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(11Z)/16:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one hexadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCC)C(O)=O	C37H70NO10P	InChI=1S/C37H70NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(40)48-33(31-46-49(43,44)47-32-34(38)37(41)42)30-45-35(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8,10,33-34H,3-7,9,11-32,38H2,1-2H3,(H,41,42)(H,43,44)/b10-8-/t33-,34+/m1/s1	DHASKCVGPWYADG-NJWLJAAKSA-N	719.4737345			MMDBc0047271
BASm0034061	PS(15:1(11Z)/16:1(11Z))	PS(15:1(11Z)/16:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(11Z)/16:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCC)C(O)=O	C37H68NO10P	InChI=1S/C37H68NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(40)48-33(31-46-49(43,44)47-32-34(38)37(41)42)30-45-35(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8-11,33-34H,3-7,12-32,38H2,1-2H3,(H,41,42)(H,43,44)/b10-8-,11-9-/t33-,34+/m1/s1	CXJLLXPNCGSBDW-PCNWHGBQSA-N	717.4580844			MMDBc0047272
BASm0034062	PS(15:1(11Z)/16:1(9Z))	PS(15:1(11Z)/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCC)C(O)=O	C37H68NO10P	InChI=1S/C37H68NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(40)48-33(31-46-49(43,44)47-32-34(38)37(41)42)30-45-35(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8,10,13,15,33-34H,3-7,9,11-12,14,16-32,38H2,1-2H3,(H,41,42)(H,43,44)/b10-8-,15-13-/t33-,34+/m1/s1	IMEBAOVVVIBPHP-MUSLAZEYSA-N	717.4580844			MMDBc0047273
BASm0034063	PS(15:1(11Z)/18:0)	PS(15:1(11Z)/18:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(11Z)/18:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one octadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCC)C(O)=O	C39H74NO10P	InChI=1S/C39H74NO10P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-38(42)50-35(33-48-51(45,46)49-34-36(40)39(43)44)32-47-37(41)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h8,10,35-36H,3-7,9,11-34,40H2,1-2H3,(H,43,44)(H,45,46)/b10-8-/t35-,36+/m1/s1	YQRCZWJYKZKFRG-OELKCYBWSA-N	747.5050346			MMDBc0047274
BASm0034064	PS(15:1(11Z)/18:1(11Z))	PS(15:1(11Z)/18:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(11Z)/18:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)C(O)=O	C39H72NO10P	InChI=1S/C39H72NO10P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-38(42)50-35(33-48-51(45,46)49-34-36(40)39(43)44)32-47-37(41)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h8,10,13,15,35-36H,3-7,9,11-12,14,16-34,40H2,1-2H3,(H,43,44)(H,45,46)/b10-8-,15-13-/t35-,36+/m1/s1	MVLRKZMOALFRFG-RQLAYUNPSA-N	745.4893845			MMDBc0047275
BASm0034065	PS(15:1(11Z)/18:1(9Z))	PS(15:1(11Z)/18:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)C(O)=O	C39H72NO10P	InChI=1S/C39H72NO10P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-38(42)50-35(33-48-51(45,46)49-34-36(40)39(43)44)32-47-37(41)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h8,10,17-18,35-36H,3-7,9,11-16,19-34,40H2,1-2H3,(H,43,44)(H,45,46)/b10-8-,18-17-/t35-,36+/m1/s1	JQQTYGMQYXXFKU-BZYQDUMASA-N	745.4893845			MMDBc0047276
BASm0034066	PS(15:1(11Z)/20:0)	PS(15:1(11Z)/20:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(11Z)/20:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one eicosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCC)C(O)=O	C41H78NO10P	InChI=1S/C41H78NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-40(44)52-37(35-50-53(47,48)51-36-38(42)41(45)46)34-49-39(43)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h8,10,37-38H,3-7,9,11-36,42H2,1-2H3,(H,45,46)(H,47,48)/b10-8-/t37-,38+/m1/s1	AFUVZQUROCJLGZ-IVKUPDBHSA-N	775.5363347			MMDBc0047277
BASm0034067	PS(15:1(11Z)/20:1(11Z))	PS(15:1(11Z)/20:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C41H76NO10P	InChI=1S/C41H76NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-40(44)52-37(35-50-53(47,48)51-36-38(42)41(45)46)34-49-39(43)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h8,10,17-18,37-38H,3-7,9,11-16,19-36,42H2,1-2H3,(H,45,46)(H,47,48)/b10-8-,18-17-/t37-,38+/m1/s1	OYLIACXQHWKQAW-OKBWORBQSA-N	773.5206846			MMDBc0047278
BASm0034068	PS(15:1(11Z)/20:1(13Z))	PS(15:1(11Z)/20:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)C(O)=O	C41H76NO10P	InChI=1S/C41H76NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-40(44)52-37(35-50-53(47,48)51-36-38(42)41(45)46)34-49-39(43)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h8,10,13,15,37-38H,3-7,9,11-12,14,16-36,42H2,1-2H3,(H,45,46)(H,47,48)/b10-8-,15-13-/t37-,38+/m1/s1	OKBWGHATYIUTLO-LDIOMVQISA-N	773.5206846			MMDBc0047279
BASm0034069	PS(15:1(9Z)/15:1(11Z))	PS(15:1(9Z)/15:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/15:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-pentadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCC)C(O)=O	C36H66NO10P	InChI=1S/C36H66NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(38)44-29-32(30-45-48(42,43)46-31-33(37)36(40)41)47-35(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8,10-11,13,32-33H,3-7,9,12,14-31,37H2,1-2H3,(H,40,41)(H,42,43)/b10-8-,13-11-/t32-,33+/m1/s1	RRVBWLBSMOVQCT-GMORHZGPSA-N	703.4424343			MMDBc0047280
BASm0034070	PS(15:1(9Z)/15:1(9Z))	PS(15:1(9Z)/15:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(15:1(9Z)/15:1(9Z)), in particular, consists of two 9Z-pentadecenoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC)C(O)=O	C36H66NO10P	InChI=1S/C36H66NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-34(38)44-29-32(30-45-48(42,43)46-31-33(37)36(40)41)47-35(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11-14,32-33H,3-10,15-31,37H2,1-2H3,(H,40,41)(H,42,43)/b13-11-,14-12-/t32-,33+/m1/s1	FJWREFUWLRTVRG-WYUDEVIPSA-N	703.4424343			MMDBc0047281
BASm0034071	PS(15:1(9Z)/16:0)	PS(15:1(9Z)/16:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/16:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one hexadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCC)C(O)=O	C37H70NO10P	InChI=1S/C37H70NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(40)48-33(31-46-49(43,44)47-32-34(38)37(41)42)30-45-35(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,33-34H,3-11,13,15-32,38H2,1-2H3,(H,41,42)(H,43,44)/b14-12-/t33-,34+/m1/s1	HOVCLLNNPXUQDQ-XDARUZFOSA-N	719.4737345			MMDBc0047282
BASm0034072	PS(15:1(9Z)/16:1(11Z))	PS(15:1(9Z)/16:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)C(O)=O	C37H68NO10P	InChI=1S/C37H68NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(40)48-33(31-46-49(43,44)47-32-34(38)37(41)42)30-45-35(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h9,11-12,14,33-34H,3-8,10,13,15-32,38H2,1-2H3,(H,41,42)(H,43,44)/b11-9-,14-12-/t33-,34+/m1/s1	BKZVBUGHFUOKIA-NXSFKPAJSA-N	717.4580844			MMDBc0047283
BASm0034073	PS(15:1(9Z)/16:1(9Z))	PS(15:1(9Z)/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/16:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)C(O)=O	C37H68NO10P	InChI=1S/C37H68NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(40)48-33(31-46-49(43,44)47-32-34(38)37(41)42)30-45-35(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12-15,33-34H,3-11,16-32,38H2,1-2H3,(H,41,42)(H,43,44)/b14-12-,15-13-/t33-,34+/m1/s1	NUIKPQZRUFMTDV-GXOLVGFXSA-N	717.4580844			MMDBc0047284
BASm0034074	PS(15:1(9Z)/18:0)	PS(15:1(9Z)/18:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/18:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one octadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCC)C(O)=O	C39H74NO10P	InChI=1S/C39H74NO10P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-38(42)50-35(33-48-51(45,46)49-34-36(40)39(43)44)32-47-37(41)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h12,14,35-36H,3-11,13,15-34,40H2,1-2H3,(H,43,44)(H,45,46)/b14-12-/t35-,36+/m1/s1	FEVQXTPURWCBKG-AVZOHQNRSA-N	747.5050346			MMDBc0047285
BASm0034075	PS(15:1(9Z)/18:1(11Z))	PS(15:1(9Z)/18:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)C(O)=O	C39H72NO10P	InChI=1S/C39H72NO10P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-38(42)50-35(33-48-51(45,46)49-34-36(40)39(43)44)32-47-37(41)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h12-15,35-36H,3-11,16-34,40H2,1-2H3,(H,43,44)(H,45,46)/b14-12-,15-13-/t35-,36+/m1/s1	JFITXPIXUMRPLU-TYSUDGBXSA-N	745.4893845			MMDBc0047286
BASm0034076	PS(15:1(9Z)/18:1(9Z))	PS(15:1(9Z)/18:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)C(O)=O	C39H72NO10P	InChI=1S/C39H72NO10P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-38(42)50-35(33-48-51(45,46)49-34-36(40)39(43)44)32-47-37(41)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h12,14,17-18,35-36H,3-11,13,15-16,19-34,40H2,1-2H3,(H,43,44)(H,45,46)/b14-12-,18-17-/t35-,36+/m1/s1	YQDXJKZGVMKMKL-RKKRWDGXSA-N	745.4893845			MMDBc0047287
BASm0034077	PS(15:1(9Z)/20:0)	PS(15:1(9Z)/20:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/20:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one eicosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)C(O)=O	C41H78NO10P	InChI=1S/C41H78NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-40(44)52-37(35-50-53(47,48)51-36-38(42)41(45)46)34-49-39(43)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h12,14,37-38H,3-11,13,15-36,42H2,1-2H3,(H,45,46)(H,47,48)/b14-12-/t37-,38+/m1/s1	LPOYNKBDUDTNII-OFKRIQGTSA-N	775.5363347			MMDBc0047288
BASm0034078	PS(15:1(9Z)/20:1(11Z))	PS(15:1(9Z)/20:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C41H76NO10P	InChI=1S/C41H76NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-40(44)52-37(35-50-53(47,48)51-36-38(42)41(45)46)34-49-39(43)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h12,14,17-18,37-38H,3-11,13,15-16,19-36,42H2,1-2H3,(H,45,46)(H,47,48)/b14-12-,18-17-/t37-,38+/m1/s1	NBBMLTZUBVAGDV-DWYPQKTJSA-N	773.5206846			MMDBc0047289
BASm0034079	PS(15:1(9Z)/20:1(13Z))	PS(15:1(9Z)/20:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)C(O)=O	C41H76NO10P	InChI=1S/C41H76NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-40(44)52-37(35-50-53(47,48)51-36-38(42)41(45)46)34-49-39(43)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h12-15,37-38H,3-11,16-36,42H2,1-2H3,(H,45,46)(H,47,48)/b14-12-,15-13-/t37-,38+/m1/s1	OWYDCTGTRHXCGT-LGSITFPJSA-N	773.5206846			MMDBc0047290
BASm0034080	PS(16:0/16:1(11Z))	PS(16:0/16:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:0/16:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)C(O)=O	C38H72NO10P	InChI=1S/C38H72NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(40)46-31-34(32-47-50(44,45)48-33-35(39)38(42)43)49-37(41)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h10,12,34-35H,3-9,11,13-33,39H2,1-2H3,(H,42,43)(H,44,45)/b12-10-/t34-,35+/m1/s1	JGCDSVHKCVTTPX-SAZJYFLDSA-N	733.4893845			MMDBc0047291
BASm0034081	PS(16:0/20:1(11Z))	PS(16:0/20:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:0/20:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C42H80NO10P	InChI=1S/C42H80NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-41(45)53-38(36-51-54(48,49)52-37-39(43)42(46)47)35-50-40(44)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h17-18,38-39H,3-16,19-37,43H2,1-2H3,(H,46,47)(H,48,49)/b18-17-/t38-,39+/m1/s1	OUMZAOJFRJQBOF-ZDTPGCPQSA-N	789.5519848			MMDBc0047292
BASm0034082	PS(16:0/20:1(13Z))	PS(16:0/20:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:0/20:1(13Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)C(O)=O	C42H80NO10P	InChI=1S/C42H80NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-41(45)53-38(36-51-54(48,49)52-37-39(43)42(46)47)35-50-40(44)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h13,15,38-39H,3-12,14,16-37,43H2,1-2H3,(H,46,47)(H,48,49)/b15-13-/t38-,39+/m1/s1	APERNKLYFFTUGB-SALCBGBZSA-N	789.5519848			MMDBc0047293
BASm0034083	PS(16:1(11Z)/16:1(11Z))	PS(16:1(11Z)/16:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(16:1(11Z)/16:1(11Z)), in particular, consists of two 11Z-hexadecenoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC)C(O)=O	C38H70NO10P	InChI=1S/C38H70NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(40)46-31-34(32-47-50(44,45)48-33-35(39)38(42)43)49-37(41)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h9-12,34-35H,3-8,13-33,39H2,1-2H3,(H,42,43)(H,44,45)/b11-9-,12-10-/t34-,35+/m1/s1	ZLWYBGZEBJFEKC-ZHZLFORFSA-N	731.4737345			MMDBc0047294
BASm0034084	PS(16:1(11Z)/16:1(9Z))	PS(16:1(11Z)/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(11Z)/16:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCC)C(O)=O	C38H70NO10P	InChI=1S/C38H70NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(40)46-31-34(32-47-50(44,45)48-33-35(39)38(42)43)49-37(41)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h9,11,14,16,34-35H,3-8,10,12-13,15,17-33,39H2,1-2H3,(H,42,43)(H,44,45)/b11-9-,16-14-/t34-,35+/m1/s1	ATNZDRLJMCSXQX-RYGXBUCZSA-N	731.4737345			MMDBc0047295
BASm0034085	PS(16:1(11Z)/18:0)	PS(16:1(11Z)/18:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(11Z)/18:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one octadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCC)C(O)=O	C40H76NO10P	InChI=1S/C40H76NO10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h10,12,36-37H,3-9,11,13-35,41H2,1-2H3,(H,44,45)(H,46,47)/b12-10-/t36-,37+/m1/s1	MIXISINUZRRPAM-BYPDXEAXSA-N	761.5206846			MMDBc0047296
BASm0034086	PS(16:1(11Z)/18:1(11Z))	PS(16:1(11Z)/18:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(11Z)/18:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)C(O)=O	C40H74NO10P	InChI=1S/C40H74NO10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h10,12-13,15,36-37H,3-9,11,14,16-35,41H2,1-2H3,(H,44,45)(H,46,47)/b12-10-,15-13-/t36-,37+/m1/s1	LJELPCRHQKHJEN-XLUUSYSTSA-N	759.5050346			MMDBc0047297
BASm0034087	PS(16:1(11Z)/18:1(9Z))	PS(16:1(11Z)/18:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)C(O)=O	C40H74NO10P	InChI=1S/C40H74NO10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h10,12,17-18,36-37H,3-9,11,13-16,19-35,41H2,1-2H3,(H,44,45)(H,46,47)/b12-10-,18-17-/t36-,37+/m1/s1	CTLURMAVAODWNE-MHDBDJQDSA-N	759.5050346			MMDBc0047298
BASm0034088	PS(16:1(11Z)/20:0)	PS(16:1(11Z)/20:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(11Z)/20:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one eicosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)C(O)=O	C42H80NO10P	InChI=1S/C42H80NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-41(45)53-38(36-51-54(48,49)52-37-39(43)42(46)47)35-50-40(44)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h10,12,38-39H,3-9,11,13-37,43H2,1-2H3,(H,46,47)(H,48,49)/b12-10-/t38-,39+/m1/s1	IWYVUOYUEQHGQB-ARXPHXHESA-N	789.5519848			MMDBc0047299
BASm0034089	PS(16:1(11Z)/20:1(11Z))	PS(16:1(11Z)/20:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(11Z)/20:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C42H78NO10P	InChI=1S/C42H78NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-41(45)53-38(36-51-54(48,49)52-37-39(43)42(46)47)35-50-40(44)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h10,12,17-18,38-39H,3-9,11,13-16,19-37,43H2,1-2H3,(H,46,47)(H,48,49)/b12-10-,18-17-/t38-,39+/m1/s1	ZEKHGPUYNPQRBN-IFROKPKZSA-N	787.5363347			MMDBc0047300
BASm0034090	PS(16:1(11Z)/20:1(13Z))	PS(16:1(11Z)/20:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(11Z)/20:1(13Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)C(O)=O	C42H78NO10P	InChI=1S/C42H78NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-41(45)53-38(36-51-54(48,49)52-37-39(43)42(46)47)35-50-40(44)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h10,12-13,15,38-39H,3-9,11,14,16-37,43H2,1-2H3,(H,46,47)(H,48,49)/b12-10-,15-13-/t38-,39+/m1/s1	BBTRLEDAGHUXBB-GNWMHLMYSA-N	787.5363347			MMDBc0047301
BASm0034091	PS(16:1(9Z)/16:1(11Z))	PS(16:1(9Z)/16:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC)C(O)=O	C38H70NO10P	InChI=1S/C38H70NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(40)46-31-34(32-47-50(44,45)48-33-35(39)38(42)43)49-37(41)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h10,12-13,15,34-35H,3-9,11,14,16-33,39H2,1-2H3,(H,42,43)(H,44,45)/b12-10-,15-13-/t34-,35+/m1/s1	DIXKJAGALFEYQD-QVPOJJHRSA-N	731.4737345			MMDBc0047302
BASm0034092	PS(16:1(9Z)/20:0)	PS(16:1(9Z)/20:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(9Z)/20:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one eicosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)C(O)=O	C42H80NO10P	InChI=1S/C42H80NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-41(45)53-38(36-51-54(48,49)52-37-39(43)42(46)47)35-50-40(44)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h14,16,38-39H,3-13,15,17-37,43H2,1-2H3,(H,46,47)(H,48,49)/b16-14-/t38-,39+/m1/s1	HRWGJAQJODJBJW-CGNMFZKDSA-N	789.5519848			MMDBc0047303
BASm0034093	PS(16:1(9Z)/20:1(11Z))	PS(16:1(9Z)/20:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(9Z)/20:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C42H78NO10P	InChI=1S/C42H78NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-41(45)53-38(36-51-54(48,49)52-37-39(43)42(46)47)35-50-40(44)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h14,16-18,38-39H,3-13,15,19-37,43H2,1-2H3,(H,46,47)(H,48,49)/b16-14-,18-17-/t38-,39+/m1/s1	GYYDLTHVEBYZCP-FSTWZTIOSA-N	787.5363347			MMDBc0047304
BASm0034094	PS(16:1(9Z)/20:1(13Z))	PS(16:1(9Z)/20:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(9Z)/20:1(13Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 13Z-eicosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)C(O)=O	C42H78NO10P	InChI=1S/C42H78NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-41(45)53-38(36-51-54(48,49)52-37-39(43)42(46)47)35-50-40(44)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h13-16,38-39H,3-12,17-37,43H2,1-2H3,(H,46,47)(H,48,49)/b15-13-,16-14-/t38-,39+/m1/s1	ZSFSJCBODPEWQU-DGQMPYMMSA-N	787.5363347			MMDBc0047305
BASm0034095	PS(18:0/18:1(11Z))	PS(18:0/18:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:0/18:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)C(O)=O	C42H80NO10P	InChI=1S/C42H80NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,38-39H,3-13,15,17-37,43H2,1-2H3,(H,46,47)(H,48,49)/b16-14-/t38-,39+/m1/s1	LDPJFEPYYCUUOO-CGNMFZKDSA-N	789.5519848			MMDBc0047306
BASm0034096	PS(18:1(11Z)/18:1(9Z))	PS(18:1(11Z)/18:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:1(11Z)/18:1(9Z)), in particular, consists of one 11Z-octadecenoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)C(O)=O	C42H78NO10P	InChI=1S/C42H78NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,18,20,38-39H,3-12,14,16-17,19,21-37,43H2,1-2H3,(H,46,47)(H,48,49)/b15-13-,20-18-/t38-,39+/m1/s1	AFRDXDOQWNVNPX-HUXDBWRPSA-N	787.5363347			MMDBc0047307
BASm0034097	PS(18:1(9Z)/18:1(11Z))	PS(18:1(9Z)/18:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 11Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)C(O)=O	C42H78NO10P	InChI=1S/C42H78NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16-17,19,38-39H,3-13,15,18,20-37,43H2,1-2H3,(H,46,47)(H,48,49)/b16-14-,19-17-/t38-,39+/m1/s1	IFROUBJMBWKLSX-IKAKNFMTSA-N	787.5363347			MMDBc0047308
BASm0034098	TG(10:0/10:0/12:0)	TG(10:0/10:0/12:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/10:0/12:0) is made up of one decanoyl(R1), one decanoyl(R2), and one dodecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC	C35H66O6	InChI=1S/C35H66O6/c1-4-7-10-13-16-17-20-22-25-28-34(37)40-31-32(41-35(38)29-26-23-19-15-12-9-6-3)30-39-33(36)27-24-21-18-14-11-8-5-2/h32H,4-31H2,1-3H3/t32-/m0/s1	OYJUWYHFGMRWBN-YTTGMZPUSA-N	582.4859398			MMDBc0047310
BASm0034099	TG(10:0/10:0/14:0)	TG(10:0/10:0/14:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/10:0/14:0) is made up of one decanoyl(R1), one decanoyl(R2), and one tetradecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C37H70O6	InChI=1S/C37H70O6/c1-4-7-10-13-16-17-18-19-22-24-27-30-36(39)42-33-34(43-37(40)31-28-25-21-15-12-9-6-3)32-41-35(38)29-26-23-20-14-11-8-5-2/h34H,4-33H2,1-3H3/t34-/m0/s1	ANPBNWKAHAXTFP-UMSFTDKQSA-N	610.51724			MMDBc0047311
BASm0034100	TG(10:0/12:0/12:0)	TG(10:0/12:0/12:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/12:0/12:0) is made up of one decanoyl(R1), one dodecanoyl(R2), and one dodecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C37H70O6	InChI=1S/C37H70O6/c1-4-7-10-13-16-18-21-24-27-30-36(39)42-33-34(32-41-35(38)29-26-23-20-15-12-9-6-3)43-37(40)31-28-25-22-19-17-14-11-8-5-2/h34H,4-33H2,1-3H3/t34-/m0/s1	DAZYHOHBKWVLPD-UMSFTDKQSA-N	610.51724			MMDBc0047312
BASm0034101	TG(10:0/10:0/14:1(9Z))	TG(10:0/10:0/14:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/10:0/14:1(9Z)) is made up of one decanoyl(R1), one decanoyl(R2), and one 9Z-tetradecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC	C37H68O6	InChI=1S/C37H68O6/c1-4-7-10-13-16-17-18-19-22-24-27-30-36(39)42-33-34(43-37(40)31-28-25-21-15-12-9-6-3)32-41-35(38)29-26-23-20-14-11-8-5-2/h13,16,34H,4-12,14-15,17-33H2,1-3H3/b16-13-/t34-/m0/s1	OBEVYGLPEAQOTD-QTWTYDGISA-N	608.5015899			MMDBc0047313
BASm0034102	TG(10:0/10:0/16:0)	TG(10:0/10:0/16:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/10:0/16:0) is made up of one decanoyl(R1), one decanoyl(R2), and one hexadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C39H74O6	InChI=1S/C39H74O6/c1-4-7-10-13-16-17-18-19-20-21-24-26-29-32-38(41)44-35-36(45-39(42)33-30-27-23-15-12-9-6-3)34-43-37(40)31-28-25-22-14-11-8-5-2/h36H,4-35H2,1-3H3/t36-/m0/s1	HZURJEUKAAVJQN-BHVANESWSA-N	638.5485401			MMDBc0047314
BASm0034103	TG(10:0/12:0/14:0)	TG(10:0/12:0/14:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/12:0/14:0) is made up of one decanoyl(R1), one dodecanoyl(R2), and one tetradecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C39H74O6	InChI=1S/C39H74O6/c1-4-7-10-13-16-18-19-21-23-26-29-32-38(41)44-35-36(34-43-37(40)31-28-25-22-15-12-9-6-3)45-39(42)33-30-27-24-20-17-14-11-8-5-2/h36H,4-35H2,1-3H3/t36-/m0/s1	IGFLMGKVDGKBEZ-BHVANESWSA-N	638.5485401			MMDBc0047315
BASm0034104	TG(10:0/10:0/16:1(9Z))	TG(10:0/10:0/16:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/10:0/16:1(9Z)) is made up of one decanoyl(R1), one decanoyl(R2), and one 9Z-hexadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC	C39H72O6	InChI=1S/C39H72O6/c1-4-7-10-13-16-17-18-19-20-21-24-26-29-32-38(41)44-35-36(45-39(42)33-30-27-23-15-12-9-6-3)34-43-37(40)31-28-25-22-14-11-8-5-2/h17-18,36H,4-16,19-35H2,1-3H3/b18-17-/t36-/m0/s1	DRJCELPFACIBHP-ORMHLZIJSA-N	636.53289			MMDBc0047316
BASm0034105	TG(10:0/12:0/14:1(9Z))	TG(10:0/12:0/14:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/12:0/14:1(9Z)) is made up of one decanoyl(R1), one dodecanoyl(R2), and one 9Z-tetradecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC	C39H72O6	InChI=1S/C39H72O6/c1-4-7-10-13-16-18-19-21-23-26-29-32-38(41)44-35-36(34-43-37(40)31-28-25-22-15-12-9-6-3)45-39(42)33-30-27-24-20-17-14-11-8-5-2/h13,16,36H,4-12,14-15,17-35H2,1-3H3/b16-13-/t36-/m0/s1	DEMQIROUUBWZFQ-OMQSBDFGSA-N	636.53289			MMDBc0047317
BASm0034106	TG(10:0/10:0/18:0)	TG(10:0/10:0/18:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/10:0/18:0) is made up of one decanoyl(R1), one decanoyl(R2), and one octadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C41H78O6	InChI=1S/C41H78O6/c1-4-7-10-13-16-17-18-19-20-21-22-23-26-28-31-34-40(43)46-37-38(47-41(44)35-32-29-25-15-12-9-6-3)36-45-39(42)33-30-27-24-14-11-8-5-2/h38H,4-37H2,1-3H3/t38-/m0/s1	AMSHZNDZYYUTCY-LHEWISCISA-N	666.5798402			MMDBc0047318
BASm0034107	TG(10:0/12:0/16:0)	TG(10:0/12:0/16:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/12:0/16:0) is made up of one decanoyl(R1), one dodecanoyl(R2), and one hexadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C41H78O6	InChI=1S/C41H78O6/c1-4-7-10-13-16-18-19-20-21-23-25-28-31-34-40(43)46-37-38(36-45-39(42)33-30-27-24-15-12-9-6-3)47-41(44)35-32-29-26-22-17-14-11-8-5-2/h38H,4-37H2,1-3H3/t38-/m0/s1	WPHXDIQHDVJFHP-LHEWISCISA-N	666.5798402			MMDBc0047319
BASm0034108	TG(10:0/14:0/14:0)	TG(10:0/14:0/14:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/14:0/14:0) is made up of one decanoyl(R1), one tetradecanoyl(R2), and one tetradecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C41H78O6	InChI=1S/C41H78O6/c1-4-7-10-13-16-18-20-22-25-28-31-34-40(43)46-37-38(36-45-39(42)33-30-27-24-15-12-9-6-3)47-41(44)35-32-29-26-23-21-19-17-14-11-8-5-2/h38H,4-37H2,1-3H3/t38-/m0/s1	OECYYRPLQTZAGN-LHEWISCISA-N	666.5798402			MMDBc0047320
BASm0034109	TG(12:0/12:0/14:0)	TG(12:0/12:0/14:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/12:0/14:0) is made up of one dodecanoyl(R1), one dodecanoyl(R2), and one tetradecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C41H78O6	InChI=1S/C41H78O6/c1-4-7-10-13-16-19-20-23-25-28-31-34-40(43)46-37-38(47-41(44)35-32-29-26-22-18-15-12-9-6-3)36-45-39(42)33-30-27-24-21-17-14-11-8-5-2/h38H,4-37H2,1-3H3/t38-/m0/s1	SMUUMIRCIBXLGI-LHEWISCISA-N	666.5798402			MMDBc0047321
BASm0034110	TG(10:0/10:0/18:1(9Z))	TG(10:0/10:0/18:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/10:0/18:1(9Z)) is made up of one decanoyl(R1), one decanoyl(R2), and one 9Z-octadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC	C41H76O6	InChI=1S/C41H76O6/c1-4-7-10-13-16-17-18-19-20-21-22-23-26-28-31-34-40(43)46-37-38(47-41(44)35-32-29-25-15-12-9-6-3)36-45-39(42)33-30-27-24-14-11-8-5-2/h19-20,38H,4-18,21-37H2,1-3H3/b20-19-/t38-/m0/s1	YEPUCWOBELVDPZ-PEHMJQSHSA-N	664.5641902			MMDBc0047322
BASm0034111	TG(10:0/12:0/16:1(9Z))	TG(10:0/12:0/16:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/12:0/16:1(9Z)) is made up of one decanoyl(R1), one dodecanoyl(R2), and one 9Z-hexadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC	C41H76O6	InChI=1S/C41H76O6/c1-4-7-10-13-16-18-19-20-21-23-25-28-31-34-40(43)46-37-38(36-45-39(42)33-30-27-24-15-12-9-6-3)47-41(44)35-32-29-26-22-17-14-11-8-5-2/h18-19,38H,4-17,20-37H2,1-3H3/b19-18-/t38-/m0/s1	KVWMXQYBYYAVJV-HTNFWLMISA-N	664.5641902			MMDBc0047323
BASm0034112	TG(10:0/14:0/14:1(9Z))	TG(10:0/14:0/14:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/14:0/14:1(9Z)) is made up of one decanoyl(R1), one tetradecanoyl(R2), and one 9Z-tetradecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCC	C41H76O6	InChI=1S/C41H76O6/c1-4-7-10-13-16-18-20-22-25-28-31-34-40(43)46-37-38(36-45-39(42)33-30-27-24-15-12-9-6-3)47-41(44)35-32-29-26-23-21-19-17-14-11-8-5-2/h13,16,38H,4-12,14-15,17-37H2,1-3H3/b16-13-/t38-/m0/s1	AOCYBYHWXQEIFU-OIUYJQMASA-N	664.5641902			MMDBc0047324
BASm0034113	TG(12:0/12:0/14:1(9Z))	TG(12:0/12:0/14:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/12:0/14:1(9Z)) is made up of one dodecanoyl(R1), one dodecanoyl(R2), and one 9Z-tetradecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC	C41H76O6	InChI=1S/C41H76O6/c1-4-7-10-13-16-19-20-23-25-28-31-34-40(43)46-37-38(47-41(44)35-32-29-26-22-18-15-12-9-6-3)36-45-39(42)33-30-27-24-21-17-14-11-8-5-2/h13,16,38H,4-12,14-15,17-37H2,1-3H3/b16-13-/t38-/m0/s1	JDQBYXSVBWZGCO-OIUYJQMASA-N	664.5641902			MMDBc0047325
BASm0034114	TG(10:0/10:0/20:0)	TG(10:0/10:0/20:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/10:0/20:0) is made up of one decanoyl(R1), one decanoyl(R2), and one eicosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C43H82O6	InChI=1S/C43H82O6/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-28-30-33-36-42(45)48-39-40(49-43(46)37-34-31-27-15-12-9-6-3)38-47-41(44)35-32-29-26-14-11-8-5-2/h40H,4-39H2,1-3H3/t40-/m0/s1	SAWQYMGKRRWFRC-FAIXQHPJSA-N	694.6111404			MMDBc0047326
BASm0034115	TG(10:0/12:0/18:0)	TG(10:0/12:0/18:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/12:0/18:0) is made up of one decanoyl(R1), one dodecanoyl(R2), and one octadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C43H82O6	InChI=1S/C43H82O6/c1-4-7-10-13-16-18-19-20-21-22-23-25-27-30-33-36-42(45)48-39-40(38-47-41(44)35-32-29-26-15-12-9-6-3)49-43(46)37-34-31-28-24-17-14-11-8-5-2/h40H,4-39H2,1-3H3/t40-/m0/s1	YQYSKCSEWZEWMK-FAIXQHPJSA-N	694.6111404			MMDBc0047327
BASm0034116	TG(10:0/14:0/16:0)	TG(10:0/14:0/16:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/14:0/16:0) is made up of one decanoyl(R1), one tetradecanoyl(R2), and one hexadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C43H82O6	InChI=1S/C43H82O6/c1-4-7-10-13-16-18-20-21-23-24-27-30-33-36-42(45)48-39-40(38-47-41(44)35-32-29-26-15-12-9-6-3)49-43(46)37-34-31-28-25-22-19-17-14-11-8-5-2/h40H,4-39H2,1-3H3/t40-/m0/s1	SMIGULGEODNQEX-FAIXQHPJSA-N	694.6111404			MMDBc0047328
BASm0034117	TG(10:0/15:0/15:0)	TG(10:0/15:0/15:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/15:0/15:0) is made up of one decanoyl(R1), one pentadecanoyl(R2), and one pentadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C43H82O6	InChI=1S/C43H82O6/c1-4-7-10-13-16-18-20-22-24-27-30-33-36-42(45)48-39-40(38-47-41(44)35-32-29-26-15-12-9-6-3)49-43(46)37-34-31-28-25-23-21-19-17-14-11-8-5-2/h40H,4-39H2,1-3H3/t40-/m0/s1	XRZVNQNQBFDMCD-FAIXQHPJSA-N	694.6111404			MMDBc0047329
BASm0034118	TG(12:0/12:0/16:0)	TG(12:0/12:0/16:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/12:0/16:0) is made up of one dodecanoyl(R1), one dodecanoyl(R2), and one hexadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C43H82O6	InChI=1S/C43H82O6/c1-4-7-10-13-16-19-20-21-22-25-27-30-33-36-42(45)48-39-40(49-43(46)37-34-31-28-24-18-15-12-9-6-3)38-47-41(44)35-32-29-26-23-17-14-11-8-5-2/h40H,4-39H2,1-3H3/t40-/m0/s1	XTHFMIVZMLNNFC-FAIXQHPJSA-N	694.6111404			MMDBc0047330
BASm0034119	TG(12:0/14:0/14:0)	TG(12:0/14:0/14:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/14:0/14:0) is made up of one dodecanoyl(R1), one tetradecanoyl(R2), and one tetradecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C43H82O6	InChI=1S/C43H82O6/c1-4-7-10-13-16-19-21-24-27-30-33-36-42(45)48-39-40(38-47-41(44)35-32-29-26-23-18-15-12-9-6-3)49-43(46)37-34-31-28-25-22-20-17-14-11-8-5-2/h40H,4-39H2,1-3H3/t40-/m0/s1	UGBCBXMLXHJYBS-FAIXQHPJSA-N	694.6111404			MMDBc0047331
BASm0034120	TG(10:0/10:0/20:1(13Z))	TG(10:0/10:0/20:1(13Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/10:0/20:1(13Z)) is made up of one decanoyl(R1), one decanoyl(R2), and one 13Z-eicosenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC	C43H80O6	InChI=1S/C43H80O6/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-28-30-33-36-42(45)48-39-40(49-43(46)37-34-31-27-15-12-9-6-3)38-47-41(44)35-32-29-26-14-11-8-5-2/h17-18,40H,4-16,19-39H2,1-3H3/b18-17-/t40-/m0/s1	YXEUHJBULRPINJ-JCEJMGBYSA-N	692.5954903			MMDBc0047332
BASm0034121	TG(10:0/12:0/18:1(9Z))	TG(10:0/12:0/18:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/12:0/18:1(9Z)) is made up of one decanoyl(R1), one dodecanoyl(R2), and one 9Z-octadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC	C43H80O6	InChI=1S/C43H80O6/c1-4-7-10-13-16-18-19-20-21-22-23-25-27-30-33-36-42(45)48-39-40(38-47-41(44)35-32-29-26-15-12-9-6-3)49-43(46)37-34-31-28-24-17-14-11-8-5-2/h20-21,40H,4-19,22-39H2,1-3H3/b21-20-/t40-/m0/s1	GIEHMANYVZHXTR-PFDVCBLKSA-N	692.5954903			MMDBc0047333
BASm0034122	TG(10:0/14:0/16:1(9Z))	TG(10:0/14:0/16:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/14:0/16:1(9Z)) is made up of one decanoyl(R1), one tetradecanoyl(R2), and one 9Z-hexadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC	C43H80O6	InChI=1S/C43H80O6/c1-4-7-10-13-16-18-20-21-23-24-27-30-33-36-42(45)48-39-40(38-47-41(44)35-32-29-26-15-12-9-6-3)49-43(46)37-34-31-28-25-22-19-17-14-11-8-5-2/h18,20,40H,4-17,19,21-39H2,1-3H3/b20-18-/t40-/m0/s1	PILLUMLQCDYORB-ROPSCVHMSA-N	692.5954903			MMDBc0047334
BASm0034123	TG(10:0/14:1(9Z)/16:0)	TG(10:0/14:1(9Z)/16:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/14:1(9Z)/16:0) is made up of one decanoyl(R1), one 9Z-tetradecenoyl(R2), and one hexadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C43H80O6	InChI=1S/C43H80O6/c1-4-7-10-13-16-18-20-21-23-24-27-30-33-36-42(45)48-39-40(38-47-41(44)35-32-29-26-15-12-9-6-3)49-43(46)37-34-31-28-25-22-19-17-14-11-8-5-2/h14,17,40H,4-13,15-16,18-39H2,1-3H3/b17-14-/t40-/m0/s1	XLDOENHSGYHTDV-GCHUUSSSSA-N	692.5954903			MMDBc0047335
BASm0034124	TG(10:0/15:0/15:1(9Z))	TG(10:0/15:0/15:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/15:0/15:1(9Z)) is made up of one decanoyl(R1), one pentadecanoyl(R2), and one 9Z-pentadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCC	C43H80O6	InChI=1S/C43H80O6/c1-4-7-10-13-16-18-20-22-24-27-30-33-36-42(45)48-39-40(38-47-41(44)35-32-29-26-15-12-9-6-3)49-43(46)37-34-31-28-25-23-21-19-17-14-11-8-5-2/h16,18,40H,4-15,17,19-39H2,1-3H3/b18-16-/t40-/m0/s1	FGKAZEDQLFGRJQ-VLTHNQGYSA-N	692.5954903			MMDBc0047336
BASm0034125	TG(12:0/12:0/16:1(9Z))	TG(12:0/12:0/16:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/12:0/16:1(9Z)) is made up of one dodecanoyl(R1), one dodecanoyl(R2), and one 9Z-hexadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC	C43H80O6	InChI=1S/C43H80O6/c1-4-7-10-13-16-19-20-21-22-25-27-30-33-36-42(45)48-39-40(49-43(46)37-34-31-28-24-18-15-12-9-6-3)38-47-41(44)35-32-29-26-23-17-14-11-8-5-2/h19-20,40H,4-18,21-39H2,1-3H3/b20-19-/t40-/m0/s1	GKTDXHXZBFIZJU-MKSAUUDWSA-N	692.5954903			MMDBc0047337
BASm0034126	TG(12:0/14:0/14:1(9Z))	TG(12:0/14:0/14:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/14:0/14:1(9Z)) is made up of one dodecanoyl(R1), one tetradecanoyl(R2), and one 9Z-tetradecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCC	C43H80O6	InChI=1S/C43H80O6/c1-4-7-10-13-16-19-21-24-27-30-33-36-42(45)48-39-40(38-47-41(44)35-32-29-26-23-18-15-12-9-6-3)49-43(46)37-34-31-28-25-22-20-17-14-11-8-5-2/h13,16,40H,4-12,14-15,17-39H2,1-3H3/b16-13-/t40-/m0/s1	OTNUCNNOSLXPOR-WAPQGPAOSA-N	692.5954903			MMDBc0047338
BASm0034127	TG(10:0/14:1(9Z)/16:1(9Z))	TG(10:0/14:1(9Z)/16:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/14:1(9Z)/16:1(9Z)) is made up of one decanoyl(R1), one 9Z-tetradecenoyl(R2), and one 9Z-hexadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C43H78O6	InChI=1S/C43H78O6/c1-4-7-10-13-16-18-20-21-23-24-27-30-33-36-42(45)48-39-40(38-47-41(44)35-32-29-26-15-12-9-6-3)49-43(46)37-34-31-28-25-22-19-17-14-11-8-5-2/h14,17-18,20,40H,4-13,15-16,19,21-39H2,1-3H3/b17-14-,20-18-/t40-/m0/s1	PDTVYYHVGPOPKW-PMGKMRPYSA-N	690.5798402			MMDBc0047339
BASm0034128	TG(10:0/15:1(9Z)/15:1(9Z))	TG(10:0/15:1(9Z)/15:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/15:1(9Z)/15:1(9Z)) is made up of one decanoyl(R1), one 9Z-pentadecenoyl(R2), and one 9Z-pentadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C43H78O6	InChI=1S/C43H78O6/c1-4-7-10-13-16-18-20-22-24-27-30-33-36-42(45)48-39-40(38-47-41(44)35-32-29-26-15-12-9-6-3)49-43(46)37-34-31-28-25-23-21-19-17-14-11-8-5-2/h16-19,40H,4-15,20-39H2,1-3H3/b18-16-,19-17-/t40-/m0/s1	XAUNNVFDPJUIKK-WJDOIKSMSA-N	690.5798402			MMDBc0047340
BASm0034129	TG(12:0/14:1(9Z)/14:1(9Z))	TG(12:0/14:1(9Z)/14:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/14:1(9Z)/14:1(9Z)) is made up of one dodecanoyl(R1), one 9Z-tetradecenoyl(R2), and one 9Z-tetradecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C43H78O6	InChI=1S/C43H78O6/c1-4-7-10-13-16-19-21-24-27-30-33-36-42(45)48-39-40(38-47-41(44)35-32-29-26-23-18-15-12-9-6-3)49-43(46)37-34-31-28-25-22-20-17-14-11-8-5-2/h13-14,16-17,40H,4-12,15,18-39H2,1-3H3/b16-13-,17-14-/t40-/m0/s1	IZVPYIPQSLAKKL-UNJFOFDMSA-N	690.5798402			MMDBc0047341
BASm0034130	TG(10:0/10:0/22:0)	TG(10:0/10:0/22:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/10:0/22:0) is made up of one decanoyl(R1), one decanoyl(R2), and one docosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C45H86O6	InChI=1S/C45H86O6/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-30-32-35-38-44(47)50-41-42(51-45(48)39-36-33-29-15-12-9-6-3)40-49-43(46)37-34-31-28-14-11-8-5-2/h42H,4-41H2,1-3H3/t42-/m0/s1	JMISKAVOMAQINT-WBCKFURZSA-N	722.6424405			MMDBc0047342
BASm0034131	TG(10:0/12:0/20:0)	TG(10:0/12:0/20:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/12:0/20:0) is made up of one decanoyl(R1), one dodecanoyl(R2), and one eicosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C45H86O6	InChI=1S/C45H86O6/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-27-29-32-35-38-44(47)50-41-42(40-49-43(46)37-34-31-28-15-12-9-6-3)51-45(48)39-36-33-30-26-17-14-11-8-5-2/h42H,4-41H2,1-3H3/t42-/m0/s1	LMHHEJMYPREAOH-WBCKFURZSA-N	722.6424405			MMDBc0047343
BASm0034132	TG(10:0/14:0/18:0)	TG(10:0/14:0/18:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/14:0/18:0) is made up of one decanoyl(R1), one tetradecanoyl(R2), and one octadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C45H86O6	InChI=1S/C45H86O6/c1-4-7-10-13-16-18-20-21-22-23-25-26-29-32-35-38-44(47)50-41-42(40-49-43(46)37-34-31-28-15-12-9-6-3)51-45(48)39-36-33-30-27-24-19-17-14-11-8-5-2/h42H,4-41H2,1-3H3/t42-/m0/s1	BEXKLXMFSKHXRE-WBCKFURZSA-N	722.6424405			MMDBc0047344
BASm0034133	TG(10:0/16:0/16:0)	TG(10:0/16:0/16:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/16:0/16:0) is made up of one decanoyl(R1), one hexadecanoyl(R2), and one hexadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C45H86O6	InChI=1S/C45H86O6/c1-4-7-10-13-16-18-20-22-24-26-29-32-35-38-44(47)50-41-42(40-49-43(46)37-34-31-28-15-12-9-6-3)51-45(48)39-36-33-30-27-25-23-21-19-17-14-11-8-5-2/h42H,4-41H2,1-3H3/t42-/m0/s1	WBURFJXMBPWRIG-WBCKFURZSA-N	722.6424405			MMDBc0047345
BASm0034134	TG(12:0/12:0/18:0)	TG(12:0/12:0/18:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/12:0/18:0) is made up of one dodecanoyl(R1), one dodecanoyl(R2), and one octadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C45H86O6	InChI=1S/C45H86O6/c1-4-7-10-13-16-19-20-21-22-23-24-27-29-32-35-38-44(47)50-41-42(51-45(48)39-36-33-30-26-18-15-12-9-6-3)40-49-43(46)37-34-31-28-25-17-14-11-8-5-2/h42H,4-41H2,1-3H3/t42-/m0/s1	SSNHORWSLGYYOE-WBCKFURZSA-N	722.6424405			MMDBc0047346
BASm0034135	TG(12:0/15:0/15:0)	TG(12:0/15:0/15:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/15:0/15:0) is made up of one dodecanoyl(R1), one pentadecanoyl(R2), and one pentadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C45H86O6	InChI=1S/C45H86O6/c1-4-7-10-13-16-19-21-23-26-29-32-35-38-44(47)50-41-42(40-49-43(46)37-34-31-28-25-18-15-12-9-6-3)51-45(48)39-36-33-30-27-24-22-20-17-14-11-8-5-2/h42H,4-41H2,1-3H3/t42-/m0/s1	UUJVRZNDSMCLIU-WBCKFURZSA-N	722.6424405			MMDBc0047347
BASm0034136	TG(10:0/10:0/22:1(13Z))	TG(10:0/10:0/22:1(13Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/10:0/22:1(13Z)) is made up of one decanoyl(R1), one decanoyl(R2), and one 13Z-docosenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC	C45H84O6	InChI=1S/C45H84O6/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-30-32-35-38-44(47)50-41-42(51-45(48)39-36-33-29-15-12-9-6-3)40-49-43(46)37-34-31-28-14-11-8-5-2/h19-20,42H,4-18,21-41H2,1-3H3/b20-19-/t42-/m0/s1	HHYHTZGOLTUMEE-JQYDRQMWSA-N	720.6267904			MMDBc0047348
BASm0034137	TG(10:0/12:0/20:1(13Z))	TG(10:0/12:0/20:1(13Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/12:0/20:1(13Z)) is made up of one decanoyl(R1), one dodecanoyl(R2), and one 13Z-eicosenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC	C45H84O6	InChI=1S/C45H84O6/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-27-29-32-35-38-44(47)50-41-42(40-49-43(46)37-34-31-28-15-12-9-6-3)51-45(48)39-36-33-30-26-17-14-11-8-5-2/h18-19,42H,4-17,20-41H2,1-3H3/b19-18-/t42-/m0/s1	TUAXRUVQCPMUGK-UYFYKNIUSA-N	720.6267904			MMDBc0047349
BASm0034138	TG(10:0/14:0/18:1(9Z))	TG(10:0/14:0/18:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/14:0/18:1(9Z)) is made up of one decanoyl(R1), one tetradecanoyl(R2), and one 9Z-octadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC	C45H84O6	InChI=1S/C45H84O6/c1-4-7-10-13-16-18-20-21-22-23-25-26-29-32-35-38-44(47)50-41-42(40-49-43(46)37-34-31-28-15-12-9-6-3)51-45(48)39-36-33-30-27-24-19-17-14-11-8-5-2/h21-22,42H,4-20,23-41H2,1-3H3/b22-21-/t42-/m0/s1	UVSNWOGNWSWNTN-VAVOUJMRSA-N	720.6267904			MMDBc0047350
BASm0034139	TG(10:0/14:1(9Z)/18:0)	TG(10:0/14:1(9Z)/18:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/14:1(9Z)/18:0) is made up of one decanoyl(R1), one 9Z-tetradecenoyl(R2), and one octadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C45H84O6	InChI=1S/C45H84O6/c1-4-7-10-13-16-18-20-21-22-23-25-26-29-32-35-38-44(47)50-41-42(40-49-43(46)37-34-31-28-15-12-9-6-3)51-45(48)39-36-33-30-27-24-19-17-14-11-8-5-2/h14,17,42H,4-13,15-16,18-41H2,1-3H3/b17-14-/t42-/m0/s1	ZOOLAULFEOMVNF-LHTBNPROSA-N	720.6267904			MMDBc0047351
BASm0034140	TG(10:0/16:0/16:1(9Z))	TG(10:0/16:0/16:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/16:0/16:1(9Z)) is made up of one decanoyl(R1), one hexadecanoyl(R2), and one 9Z-hexadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C45H84O6	InChI=1S/C45H84O6/c1-4-7-10-13-16-18-20-22-24-26-29-32-35-38-44(47)50-41-42(40-49-43(46)37-34-31-28-15-12-9-6-3)51-45(48)39-36-33-30-27-25-23-21-19-17-14-11-8-5-2/h18,20,42H,4-17,19,21-41H2,1-3H3/b20-18-/t42-/m0/s1	GAJQVTIAMLEKGK-KXXNDPJKSA-N	720.6267904			MMDBc0047352
BASm0034141	TG(12:0/14:1(9Z)/16:0)	TG(12:0/14:1(9Z)/16:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/14:1(9Z)/16:0) is made up of one dodecanoyl(R1), one 9Z-tetradecenoyl(R2), and one hexadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C45H84O6	InChI=1S/C45H84O6/c1-4-7-10-13-16-19-21-22-24-26-29-32-35-38-44(47)50-41-42(40-49-43(46)37-34-31-28-25-18-15-12-9-6-3)51-45(48)39-36-33-30-27-23-20-17-14-11-8-5-2/h14,17,42H,4-13,15-16,18-41H2,1-3H3/b17-14-/t42-/m0/s1	KOZSAZQHBRKVPG-LHTBNPROSA-N	720.6267904			MMDBc0047353
BASm0034142	TG(12:0/15:0/15:1(9Z))	TG(12:0/15:0/15:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/15:0/15:1(9Z)) is made up of one dodecanoyl(R1), one pentadecanoyl(R2), and one 9Z-pentadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCC	C45H84O6	InChI=1S/C45H84O6/c1-4-7-10-13-16-19-21-23-26-29-32-35-38-44(47)50-41-42(40-49-43(46)37-34-31-28-25-18-15-12-9-6-3)51-45(48)39-36-33-30-27-24-22-20-17-14-11-8-5-2/h16,19,42H,4-15,17-18,20-41H2,1-3H3/b19-16-/t42-/m0/s1	UUKLDTGIQMPTIZ-RTUXSJNHSA-N	720.6267904			MMDBc0047354
BASm0034143	TG(14:0/14:0/14:1(9Z))	TG(14:0/14:0/14:1(9Z)) is a dimyristic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/14:0/14:1(9Z)), in particular, consists of one chain of myristic acid at the C-1 position, one chain of myristic acid at the C-2 position and one chain of myristoleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCC	C45H84O6	InChI=1S/C45H84O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-43(46)49-40-42(51-45(48)39-36-33-30-27-24-21-18-15-12-9-6-3)41-50-44(47)38-35-32-29-26-23-20-17-14-11-8-5-2/h13,16,42H,4-12,14-15,17-41H2,1-3H3/b16-13-/t42-/m1/s1	DOEBPNOTMREOMP-FZTZZYPMSA-N	720.6267904			MMDBc0047355
BASm0034144	TG(10:0/14:1(9Z)/18:1(9Z))	TG(10:0/14:1(9Z)/18:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/14:1(9Z)/18:1(9Z)) is made up of one decanoyl(R1), one 9Z-tetradecenoyl(R2), and one 9Z-octadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C45H82O6	InChI=1S/C45H82O6/c1-4-7-10-13-16-18-20-21-22-23-25-26-29-32-35-38-44(47)50-41-42(40-49-43(46)37-34-31-28-15-12-9-6-3)51-45(48)39-36-33-30-27-24-19-17-14-11-8-5-2/h14,17,21-22,42H,4-13,15-16,18-20,23-41H2,1-3H3/b17-14-,22-21-/t42-/m0/s1	CTEDHMXMHRVKMF-DDYHMKCCSA-N	718.6111404			MMDBc0047356
BASm0034145	TG(10:0/16:1(9Z)/16:1(9Z))	TG(10:0/16:1(9Z)/16:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/16:1(9Z)/16:1(9Z)) is made up of one decanoyl(R1), one 9Z-hexadecenoyl(R2), and one 9Z-hexadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C45H82O6	InChI=1S/C45H82O6/c1-4-7-10-13-16-18-20-22-24-26-29-32-35-38-44(47)50-41-42(40-49-43(46)37-34-31-28-15-12-9-6-3)51-45(48)39-36-33-30-27-25-23-21-19-17-14-11-8-5-2/h18-21,42H,4-17,22-41H2,1-3H3/b20-18-,21-19-/t42-/m0/s1	IHGYOTSDHCLYHX-FWOMAPTNSA-N	718.6111404			MMDBc0047357
BASm0034146	TG(12:0/15:1(9Z)/15:1(9Z))	TG(12:0/15:1(9Z)/15:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/15:1(9Z)/15:1(9Z)) is made up of one dodecanoyl(R1), one 9Z-pentadecenoyl(R2), and one 9Z-pentadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C45H82O6	InChI=1S/C45H82O6/c1-4-7-10-13-16-19-21-23-26-29-32-35-38-44(47)50-41-42(40-49-43(46)37-34-31-28-25-18-15-12-9-6-3)51-45(48)39-36-33-30-27-24-22-20-17-14-11-8-5-2/h16-17,19-20,42H,4-15,18,21-41H2,1-3H3/b19-16-,20-17-/t42-/m0/s1	HLPNCTFGAPXMCE-NNXGSGEWSA-N	718.6111404			MMDBc0047358
BASm0034147	TG(14:0/14:1(9Z)/14:1(9Z))	TG(14:0/14:1(9Z)/14:1(9Z)) is a dimyristoleic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/14:1(9Z)/14:1(9Z)), in particular, consists of one chain of myristic acid at the C-1 position, one chain of myristoleic acid at the C-2 position and one chain of myristoleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C45H82O6	InChI=1S/C45H82O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-43(46)49-40-42(51-45(48)39-36-33-30-27-24-21-18-15-12-9-6-3)41-50-44(47)38-35-32-29-26-23-20-17-14-11-8-5-2/h13,15-16,18,42H,4-12,14,17,19-41H2,1-3H3/b16-13-,18-15-/t42-/m1/s1	HKBRNPMKKXITTF-DMJMOBCLSA-N	718.6111404			MMDBc0047359
BASm0034148	TG(14:1(9Z)/14:1(9Z)/14:1(9Z))	TG(14:1(9Z)/14:1(9Z)/14:1(9Z)) is a trimyristoleic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:1(9Z)/14:1(9Z)/14:1(9Z)), in particular, consists of one chain of myristoleic acid at the C-1 position, one chain of myristoleic acid at the C-2 position and one chain of myristoleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCC)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C45H80O6	InChI=1S/C45H80O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-43(46)49-40-42(51-45(48)39-36-33-30-27-24-21-18-15-12-9-6-3)41-50-44(47)38-35-32-29-26-23-20-17-14-11-8-5-2/h13-18,42H,4-12,19-41H2,1-3H3/b16-13-,17-14-,18-15-	JNMDCUOOYCRSIP-WLFVLELZSA-N	716.5954903			MMDBc0047360
BASm0034149	TG(10:0/15:0/18:0)	TG(10:0/15:0/18:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/15:0/18:0) is made up of one decanoyl(R1), one pentadecanoyl(R2), and one octadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C46H88O6	InChI=1S/C46H88O6/c1-4-7-10-13-16-18-20-22-23-24-26-27-30-33-36-39-45(48)51-42-43(41-50-44(47)38-35-32-29-15-12-9-6-3)52-46(49)40-37-34-31-28-25-21-19-17-14-11-8-5-2/h43H,4-42H2,1-3H3/t43-/m0/s1	WYORKFVHQNPFBO-QLKFWGTOSA-N	736.6580906			MMDBc0047361
BASm0034150	TG(12:0/15:0/16:0)	TG(12:0/15:0/16:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/15:0/16:0) is made up of one dodecanoyl(R1), one pentadecanoyl(R2), and one hexadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C46H88O6	InChI=1S/C46H88O6/c1-4-7-10-13-16-19-21-23-25-27-30-33-36-39-45(48)51-42-43(41-50-44(47)38-35-32-29-26-18-15-12-9-6-3)52-46(49)40-37-34-31-28-24-22-20-17-14-11-8-5-2/h43H,4-42H2,1-3H3/t43-/m0/s1	IEKCDOQWZSTGGO-QLKFWGTOSA-N	736.6580906			MMDBc0047362
BASm0034151	TG(14:0/14:0/15:0)	TG(14:0/14:0/15:0) is a dimyristic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/14:0/15:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of myristic acid at the C-2 position and one chain of pentadecanoic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C46H88O6	InChI=1S/C46H88O6/c1-4-7-10-13-16-19-22-25-27-30-33-36-39-45(48)51-42-43(52-46(49)40-37-34-31-28-24-21-18-15-12-9-6-3)41-50-44(47)38-35-32-29-26-23-20-17-14-11-8-5-2/h43H,4-42H2,1-3H3/t43-/m0/s1	BIVVSKATUZHURG-QLKFWGTOSA-N	736.6580906			MMDBc0047363
BASm0034152	TG(10:0/10:0/23:1(9Z))	TG(10:0/10:0/23:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/10:0/23:1(9Z)) is made up of one decanoyl(R1), one decanoyl(R2), and one 9Z-tricosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C46H86O6	InChI=1S/C46H86O6/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-31-33-36-39-45(48)51-42-43(52-46(49)40-37-34-30-15-12-9-6-3)41-50-44(47)38-35-32-29-14-11-8-5-2/h24-25,43H,4-23,26-42H2,1-3H3/b25-24-/t43-/m0/s1	RRYSSTJATOCVHP-OXYXOPFUSA-N	734.6424405			MMDBc0047364
BASm0034153	TG(10:0/15:0/18:1(9Z))	TG(10:0/15:0/18:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/15:0/18:1(9Z)) is made up of one decanoyl(R1), one pentadecanoyl(R2), and one 9Z-octadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C46H86O6	InChI=1S/C46H86O6/c1-4-7-10-13-16-18-20-22-23-24-26-27-30-33-36-39-45(48)51-42-43(41-50-44(47)38-35-32-29-15-12-9-6-3)52-46(49)40-37-34-31-28-25-21-19-17-14-11-8-5-2/h22-23,43H,4-21,24-42H2,1-3H3/b23-22-/t43-/m0/s1	DXRSCWVHUWZARD-IRLNKXJGSA-N	734.6424405			MMDBc0047365
BASm0034154	TG(10:0/15:1(9Z)/18:0)	TG(10:0/15:1(9Z)/18:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/15:1(9Z)/18:0) is made up of one decanoyl(R1), one 9Z-pentadecenoyl(R2), and one octadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C46H86O6	InChI=1S/C46H86O6/c1-4-7-10-13-16-18-20-22-23-24-26-27-30-33-36-39-45(48)51-42-43(41-50-44(47)38-35-32-29-15-12-9-6-3)52-46(49)40-37-34-31-28-25-21-19-17-14-11-8-5-2/h17,19,43H,4-16,18,20-42H2,1-3H3/b19-17-/t43-/m0/s1	ZPILWANTMAROHH-URFWVIAFSA-N	734.6424405			MMDBc0047366
BASm0034155	TG(12:0/15:0/16:1(9Z))	TG(12:0/15:0/16:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/15:0/16:1(9Z)) is made up of one dodecanoyl(R1), one pentadecanoyl(R2), and one 9Z-hexadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCC	C46H86O6	InChI=1S/C46H86O6/c1-4-7-10-13-16-19-21-23-25-27-30-33-36-39-45(48)51-42-43(41-50-44(47)38-35-32-29-26-18-15-12-9-6-3)52-46(49)40-37-34-31-28-24-22-20-17-14-11-8-5-2/h19,21,43H,4-18,20,22-42H2,1-3H3/b21-19-/t43-/m0/s1	IFRAQUPEQGNBHP-NSHDPVDNSA-N	734.6424405			MMDBc0047367
BASm0034156	TG(12:0/15:1(9Z)/16:0)	TG(12:0/15:1(9Z)/16:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/15:1(9Z)/16:0) is made up of one dodecanoyl(R1), one 9Z-pentadecenoyl(R2), and one hexadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C46H86O6	InChI=1S/C46H86O6/c1-4-7-10-13-16-19-21-23-25-27-30-33-36-39-45(48)51-42-43(41-50-44(47)38-35-32-29-26-18-15-12-9-6-3)52-46(49)40-37-34-31-28-24-22-20-17-14-11-8-5-2/h17,20,43H,4-16,18-19,21-42H2,1-3H3/b20-17-/t43-/m0/s1	JWGZWEZUFXQCPJ-NWIPRYQKSA-N	734.6424405			MMDBc0047368
BASm0034157	TG(14:0/14:0/15:1(9Z))	TG(14:0/14:0/15:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:0/14:0/15:1(9Z)) is made up of one tetradecanoyl(R1), one tetradecanoyl(R2), and one 9Z-pentadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCC	C46H86O6	InChI=1S/C46H86O6/c1-4-7-10-13-16-19-22-25-27-30-33-36-39-45(48)51-42-43(52-46(49)40-37-34-31-28-24-21-18-15-12-9-6-3)41-50-44(47)38-35-32-29-26-23-20-17-14-11-8-5-2/h16,19,43H,4-15,17-18,20-42H2,1-3H3/b19-16-/t43-/m0/s1	JGHLYYSMTLHMBY-XIOICONKSA-N	734.6424405			MMDBc0047369
BASm0034158	TG(14:0/14:1(9Z)/15:0)	TG(14:0/14:1(9Z)/15:0) is a monopentadecanoic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/14:1(9Z)/15:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of myristoleic acid at the C-2 position and one chain of pentadecanoic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C46H86O6	InChI=1S/C46H86O6/c1-4-7-10-13-16-19-22-25-27-30-33-36-39-45(48)51-42-43(52-46(49)40-37-34-31-28-24-21-18-15-12-9-6-3)41-50-44(47)38-35-32-29-26-23-20-17-14-11-8-5-2/h15,18,43H,4-14,16-17,19-42H2,1-3H3/b18-15-/t43-/m0/s1	KHAUMDGBIRUXME-LNSHZACTSA-N	734.6424405			MMDBc0047370
BASm0034159	TG(10:0/15:1(9Z)/18:1(9Z))	TG(10:0/15:1(9Z)/18:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/15:1(9Z)/18:1(9Z)) is made up of one decanoyl(R1), one 9Z-pentadecenoyl(R2), and one 9Z-octadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C46H84O6	InChI=1S/C46H84O6/c1-4-7-10-13-16-18-20-22-23-24-26-27-30-33-36-39-45(48)51-42-43(41-50-44(47)38-35-32-29-15-12-9-6-3)52-46(49)40-37-34-31-28-25-21-19-17-14-11-8-5-2/h17,19,22-23,43H,4-16,18,20-21,24-42H2,1-3H3/b19-17-,23-22-/t43-/m0/s1	GXKFJOPJQBEOIE-VVPKLNFSSA-N	732.6267904			MMDBc0047371
BASm0034160	TG(12:0/15:1(9Z)/16:1(9Z))	TG(12:0/15:1(9Z)/16:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/15:1(9Z)/16:1(9Z)) is made up of one dodecanoyl(R1), one 9Z-pentadecenoyl(R2), and one 9Z-hexadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C46H84O6	InChI=1S/C46H84O6/c1-4-7-10-13-16-19-21-23-25-27-30-33-36-39-45(48)51-42-43(41-50-44(47)38-35-32-29-26-18-15-12-9-6-3)52-46(49)40-37-34-31-28-24-22-20-17-14-11-8-5-2/h17,19-21,43H,4-16,18,22-42H2,1-3H3/b20-17-,21-19-/t43-/m0/s1	ADDPOWBOGMFDQW-XEVQBPHQSA-N	732.6267904			MMDBc0047372
BASm0034161	TG(14:0/14:1(9Z)/15:1(9Z))	TG(14:0/14:1(9Z)/15:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:0/14:1(9Z)/15:1(9Z)) is made up of one tetradecanoyl(R1), one 9Z-tetradecenoyl(R2), and one 9Z-pentadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCC	C46H84O6	InChI=1S/C46H84O6/c1-4-7-10-13-16-19-22-25-27-30-33-36-39-45(48)51-42-43(52-46(49)40-37-34-31-28-24-21-18-15-12-9-6-3)41-50-44(47)38-35-32-29-26-23-20-17-14-11-8-5-2/h15-16,18-19,43H,4-14,17,20-42H2,1-3H3/b18-15-,19-16-/t43-/m0/s1	ZSCUTYNHVBEJIU-ANCYAMGOSA-N	732.6267904			MMDBc0047373
BASm0034162	TG(14:1(9Z)/14:1(9Z)/15:0)	TG(14:1(9Z)/14:1(9Z)/15:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:1(9Z)/14:1(9Z)/15:0) is made up of one 9Z-tetradecenoyl(R1), one 9Z-tetradecenoyl(R2), and one pentadecanoyl(R3).		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C46H84O6	InChI=1S/C46H84O6/c1-4-7-10-13-16-19-22-25-27-30-33-36-39-45(48)51-42-43(52-46(49)40-37-34-31-28-24-21-18-15-12-9-6-3)41-50-44(47)38-35-32-29-26-23-20-17-14-11-8-5-2/h14-15,17-18,43H,4-13,16,19-42H2,1-3H3/b17-14-,18-15-/t43-/m0/s1	OCPXLQCJPPNQTK-UPSUJLFLSA-N	732.6267904			MMDBc0047374
BASm0034163	TG(10:0/10:0/24:0)	TG(10:0/10:0/24:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/10:0/24:0) is made up of one decanoyl(R1), one decanoyl(R2), and one tetracosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C47H90O6	InChI=1S/C47H90O6/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-32-34-37-40-46(49)52-43-44(53-47(50)41-38-35-31-15-12-9-6-3)42-51-45(48)39-36-33-30-14-11-8-5-2/h44H,4-43H2,1-3H3/t44-/m0/s1	ISJCVBNGDFVDEM-SJARJILFSA-N	750.6737406			MMDBc0047375
BASm0034164	TG(10:0/12:0/22:0)	TG(10:0/12:0/22:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/12:0/22:0) is made up of one decanoyl(R1), one dodecanoyl(R2), and one docosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C47H90O6	InChI=1S/C47H90O6/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-29-31-34-37-40-46(49)52-43-44(42-51-45(48)39-36-33-30-15-12-9-6-3)53-47(50)41-38-35-32-28-17-14-11-8-5-2/h44H,4-43H2,1-3H3/t44-/m0/s1	DNXVTTXVYJRORQ-SJARJILFSA-N	750.6737406			MMDBc0047376
BASm0034165	TG(10:0/14:0/20:0)	TG(10:0/14:0/20:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/14:0/20:0) is made up of one decanoyl(R1), one tetradecanoyl(R2), and one eicosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C47H90O6	InChI=1S/C47H90O6/c1-4-7-10-13-16-18-20-21-22-23-24-25-27-28-31-34-37-40-46(49)52-43-44(42-51-45(48)39-36-33-30-15-12-9-6-3)53-47(50)41-38-35-32-29-26-19-17-14-11-8-5-2/h44H,4-43H2,1-3H3/t44-/m0/s1	FTFCKPYZNKOACL-SJARJILFSA-N	750.6737406			MMDBc0047377
BASm0034166	TG(10:0/16:0/18:0)	TG(10:0/16:0/18:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/16:0/18:0) is made up of one decanoyl(R1), one hexadecanoyl(R2), and one octadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C47H90O6	InChI=1S/C47H90O6/c1-4-7-10-13-16-18-20-22-23-25-26-28-31-34-37-40-46(49)52-43-44(42-51-45(48)39-36-33-30-15-12-9-6-3)53-47(50)41-38-35-32-29-27-24-21-19-17-14-11-8-5-2/h44H,4-43H2,1-3H3/t44-/m0/s1	VUQYTZSZJWGZGG-SJARJILFSA-N	750.6737406			MMDBc0047378
BASm0034167	TG(12:0/12:0/20:0)	TG(12:0/12:0/20:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/12:0/20:0) is made up of one dodecanoyl(R1), one dodecanoyl(R2), and one eicosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C47H90O6	InChI=1S/C47H90O6/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-29-31-34-37-40-46(49)52-43-44(53-47(50)41-38-35-32-28-18-15-12-9-6-3)42-51-45(48)39-36-33-30-27-17-14-11-8-5-2/h44H,4-43H2,1-3H3/t44-/m0/s1	WHPQIRWYYJWYIM-SJARJILFSA-N	750.6737406			MMDBc0047379
BASm0034168	TG(12:0/14:0/18:0)	TG(12:0/14:0/18:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/14:0/18:0) is made up of one dodecanoyl(R1), one tetradecanoyl(R2), and one octadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C47H90O6	InChI=1S/C47H90O6/c1-4-7-10-13-16-19-21-22-23-24-26-28-31-34-37-40-46(49)52-43-44(42-51-45(48)39-36-33-30-27-18-15-12-9-6-3)53-47(50)41-38-35-32-29-25-20-17-14-11-8-5-2/h44H,4-43H2,1-3H3/t44-/m0/s1	ZPXAKNNNRATWOJ-SJARJILFSA-N	750.6737406			MMDBc0047380
BASm0034169	TG(14:0/14:0/16:0)	TG(14:0/14:0/16:0) is a dimyristic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/14:0/16:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of myristic acid at the C-2 position and one chain of palmitic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C47H90O6	InChI=1S/C47H90O6/c1-4-7-10-13-16-19-22-23-26-28-31-34-37-40-46(49)52-43-44(53-47(50)41-38-35-32-29-25-21-18-15-12-9-6-3)42-51-45(48)39-36-33-30-27-24-20-17-14-11-8-5-2/h44H,4-43H2,1-3H3/t44-/m0/s1	AMXRERGJDVUTMF-SJARJILFSA-N	750.6737406			MMDBc0047381
BASm0034170	TG(14:0/15:0/15:0)	TG(14:0/15:0/15:0) is a dipentadecanoic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/15:0/15:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of pentadecanoic acid at the C-2 position and one chain of pentadecanoic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C47H90O6	InChI=1S/C47H90O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-46(49)52-43-44(42-51-45(48)39-36-33-30-27-24-21-18-15-12-9-6-3)53-47(50)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h44H,4-43H2,1-3H3/t44-/m0/s1	ROBJWPSKKQDYDD-SJARJILFSA-N	750.6737406			MMDBc0047382
BASm0034171	TG(10:0/10:0/24:1(15Z))	TG(10:0/10:0/24:1(15Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/10:0/24:1(15Z)) is made up of one decanoyl(R1), one decanoyl(R2), and one 15Z-tetracosenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC	C47H88O6	InChI=1S/C47H88O6/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-32-34-37-40-46(49)52-43-44(53-47(50)41-38-35-31-15-12-9-6-3)42-51-45(48)39-36-33-30-14-11-8-5-2/h19-20,44H,4-18,21-43H2,1-3H3/b20-19-/t44-/m0/s1	AGXAVFDPPYDBRM-MKGNYBELSA-N	748.6580906			MMDBc0047383
BASm0034172	TG(10:0/12:0/22:1(13Z))	TG(10:0/12:0/22:1(13Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/12:0/22:1(13Z)) is made up of one decanoyl(R1), one dodecanoyl(R2), and one 13Z-docosenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC	C47H88O6	InChI=1S/C47H88O6/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-29-31-34-37-40-46(49)52-43-44(42-51-45(48)39-36-33-30-15-12-9-6-3)53-47(50)41-38-35-32-28-17-14-11-8-5-2/h20-21,44H,4-19,22-43H2,1-3H3/b21-20-/t44-/m0/s1	WANTUUZPDOGSBU-MVTAHEHZSA-N	748.6580906			MMDBc0047384
BASm0034173	TG(10:0/14:0/20:1(13Z))	TG(10:0/14:0/20:1(13Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/14:0/20:1(13Z)) is made up of one decanoyl(R1), one tetradecanoyl(R2), and one 13Z-eicosenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC	C47H88O6	InChI=1S/C47H88O6/c1-4-7-10-13-16-18-20-21-22-23-24-25-27-28-31-34-37-40-46(49)52-43-44(42-51-45(48)39-36-33-30-15-12-9-6-3)53-47(50)41-38-35-32-29-26-19-17-14-11-8-5-2/h18,20,44H,4-17,19,21-43H2,1-3H3/b20-18-/t44-/m0/s1	YNZXQSCVQAGHDM-MQNZWLIXSA-N	748.6580906			MMDBc0047385
BASm0034174	TG(10:0/14:1(9Z)/20:0)	TG(10:0/14:1(9Z)/20:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/14:1(9Z)/20:0) is made up of one decanoyl(R1), one 9Z-tetradecenoyl(R2), and one eicosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C47H88O6	InChI=1S/C47H88O6/c1-4-7-10-13-16-18-20-21-22-23-24-25-27-28-31-34-37-40-46(49)52-43-44(42-51-45(48)39-36-33-30-15-12-9-6-3)53-47(50)41-38-35-32-29-26-19-17-14-11-8-5-2/h14,17,44H,4-13,15-16,18-43H2,1-3H3/b17-14-/t44-/m0/s1	CHUBVMNAICAOHA-ABOJEUERSA-N	748.6580906			MMDBc0047386
BASm0034175	TG(10:0/16:0/18:1(9Z))	TG(10:0/16:0/18:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/16:0/18:1(9Z)) is made up of one decanoyl(R1), one hexadecanoyl(R2), and one 9Z-octadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C47H88O6	InChI=1S/C47H88O6/c1-4-7-10-13-16-18-20-22-23-25-26-28-31-34-37-40-46(49)52-43-44(42-51-45(48)39-36-33-30-15-12-9-6-3)53-47(50)41-38-35-32-29-27-24-21-19-17-14-11-8-5-2/h22-23,44H,4-21,24-43H2,1-3H3/b23-22-/t44-/m0/s1	PBCMCGPSXULJSG-ABRYTUDFSA-N	748.6580906			MMDBc0047387
BASm0034176	TG(10:0/16:1(9Z)/18:0)	TG(10:0/16:1(9Z)/18:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/16:1(9Z)/18:0) is made up of one decanoyl(R1), one 9Z-hexadecenoyl(R2), and one octadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C47H88O6	InChI=1S/C47H88O6/c1-4-7-10-13-16-18-20-22-23-25-26-28-31-34-37-40-46(49)52-43-44(42-51-45(48)39-36-33-30-15-12-9-6-3)53-47(50)41-38-35-32-29-27-24-21-19-17-14-11-8-5-2/h19,21,44H,4-18,20,22-43H2,1-3H3/b21-19-/t44-/m0/s1	WOPDUVHGOQEVPB-YPSIIMEBSA-N	748.6580906			MMDBc0047388
BASm0034177	TG(12:0/12:0/20:1(13Z))	TG(12:0/12:0/20:1(13Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/12:0/20:1(13Z)) is made up of one dodecanoyl(R1), one dodecanoyl(R2), and one 13Z-eicosenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC	C47H88O6	InChI=1S/C47H88O6/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-29-31-34-37-40-46(49)52-43-44(53-47(50)41-38-35-32-28-18-15-12-9-6-3)42-51-45(48)39-36-33-30-27-17-14-11-8-5-2/h19-20,44H,4-18,21-43H2,1-3H3/b20-19-/t44-/m0/s1	QDPPXNPIRBIYSM-MKGNYBELSA-N	748.6580906			MMDBc0047389
BASm0034178	TG(12:0/14:0/18:1(9Z))	TG(12:0/14:0/18:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/14:0/18:1(9Z)) is made up of one dodecanoyl(R1), one tetradecanoyl(R2), and one 9Z-octadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC	C47H88O6	InChI=1S/C47H88O6/c1-4-7-10-13-16-19-21-22-23-24-26-28-31-34-37-40-46(49)52-43-44(42-51-45(48)39-36-33-30-27-18-15-12-9-6-3)53-47(50)41-38-35-32-29-25-20-17-14-11-8-5-2/h22-23,44H,4-21,24-43H2,1-3H3/b23-22-/t44-/m0/s1	MVBJOSAJFXMGHL-ABRYTUDFSA-N	748.6580906			MMDBc0047390
BASm0034179	TG(12:0/14:1(9Z)/18:0)	TG(12:0/14:1(9Z)/18:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/14:1(9Z)/18:0) is made up of one dodecanoyl(R1), one 9Z-tetradecenoyl(R2), and one octadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C47H88O6	InChI=1S/C47H88O6/c1-4-7-10-13-16-19-21-22-23-24-26-28-31-34-37-40-46(49)52-43-44(42-51-45(48)39-36-33-30-27-18-15-12-9-6-3)53-47(50)41-38-35-32-29-25-20-17-14-11-8-5-2/h14,17,44H,4-13,15-16,18-43H2,1-3H3/b17-14-/t44-/m0/s1	AVOSYSUBIBSHKI-ABOJEUERSA-N	748.6580906			MMDBc0047391
BASm0034180	TG(14:0/14:0/16:1(9Z))	TG(14:0/14:0/16:1(9Z)) is a dimyristic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/14:0/16:1(9Z)), in particular, consists of one chain of myristic acid at the C-1 position, one chain of myristic acid at the C-2 position and one chain of palmitoleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC	C47H88O6	InChI=1S/C47H88O6/c1-4-7-10-13-16-19-22-23-26-28-31-34-37-40-46(49)52-43-44(53-47(50)41-38-35-32-29-25-21-18-15-12-9-6-3)42-51-45(48)39-36-33-30-27-24-20-17-14-11-8-5-2/h19,22,44H,4-18,20-21,23-43H2,1-3H3/b22-19-/t44-/m0/s1	UZLGGKDLJGDGEY-ZJNAVBKXSA-N	748.6580906			MMDBc0047392
BASm0034181	TG(14:0/14:1(9Z)/16:0)	TG(14:0/14:1(9Z)/16:0) is a monopalmitic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/14:1(9Z)/16:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of myristoleic acid at the C-2 position and one chain of palmitic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C47H88O6	InChI=1S/C47H88O6/c1-4-7-10-13-16-19-22-23-26-28-31-34-37-40-46(49)52-43-44(53-47(50)41-38-35-32-29-25-21-18-15-12-9-6-3)42-51-45(48)39-36-33-30-27-24-20-17-14-11-8-5-2/h15,18,44H,4-14,16-17,19-43H2,1-3H3/b18-15-/t44-/m0/s1	JRZPEKVQFIJQHH-CTJRCAHCSA-N	748.6580906			MMDBc0047393
BASm0034182	TG(14:0/15:0/15:1(9Z))	TG(14:0/15:0/15:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:0/15:0/15:1(9Z)) is made up of one tetradecanoyl(R1), one pentadecanoyl(R2), and one 9Z-pentadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCC	C47H88O6	InChI=1S/C47H88O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-46(49)52-43-44(42-51-45(48)39-36-33-30-27-24-21-18-15-12-9-6-3)53-47(50)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h16,19,44H,4-15,17-18,20-43H2,1-3H3/b19-16-/t44-/m0/s1	JCLYCUUABFXFLR-ILLYHRRGSA-N	748.6580906			MMDBc0047394
BASm0034183	TG(14:1(9Z)/15:0/15:0)	TG(14:1(9Z)/15:0/15:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:1(9Z)/15:0/15:0) is made up of one 9Z-tetradecenoyl(R1), one pentadecanoyl(R2), and one pentadecanoyl(R3).		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C47H88O6	InChI=1S/C47H88O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-46(49)52-43-44(42-51-45(48)39-36-33-30-27-24-21-18-15-12-9-6-3)53-47(50)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h15,18,44H,4-14,16-17,19-43H2,1-3H3/b18-15-/t44-/m0/s1	JLZYFORTRUGDQW-CTJRCAHCSA-N	748.6580906			MMDBc0047395
BASm0034184	TG(10:0/14:1(9Z)/20:1(13Z))	TG(10:0/14:1(9Z)/20:1(13Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/14:1(9Z)/20:1(13Z)) is made up of one decanoyl(R1), one 9Z-tetradecenoyl(R2), and one 13Z-eicosenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C47H86O6	InChI=1S/C47H86O6/c1-4-7-10-13-16-18-20-21-22-23-24-25-27-28-31-34-37-40-46(49)52-43-44(42-51-45(48)39-36-33-30-15-12-9-6-3)53-47(50)41-38-35-32-29-26-19-17-14-11-8-5-2/h14,17-18,20,44H,4-13,15-16,19,21-43H2,1-3H3/b17-14-,20-18-/t44-/m0/s1	WSHDDWNRMDHRNA-NQZSEKNZSA-N	746.6424405			MMDBc0047396
BASm0034185	TG(10:0/16:1(9Z)/18:1(9Z))	TG(10:0/16:1(9Z)/18:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/16:1(9Z)/18:1(9Z)) is made up of one decanoyl(R1), one 9Z-hexadecenoyl(R2), and one 9Z-octadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C47H86O6	InChI=1S/C47H86O6/c1-4-7-10-13-16-18-20-22-23-25-26-28-31-34-37-40-46(49)52-43-44(42-51-45(48)39-36-33-30-15-12-9-6-3)53-47(50)41-38-35-32-29-27-24-21-19-17-14-11-8-5-2/h19,21-23,44H,4-18,20,24-43H2,1-3H3/b21-19-,23-22-/t44-/m0/s1	AMAKHOGHXMYBIN-IRMMSMLJSA-N	746.6424405			MMDBc0047397
BASm0034186	TG(12:0/14:1(9Z)/18:1(9Z))	TG(12:0/14:1(9Z)/18:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/14:1(9Z)/18:1(9Z)) is made up of one dodecanoyl(R1), one 9Z-tetradecenoyl(R2), and one 9Z-octadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C47H86O6	InChI=1S/C47H86O6/c1-4-7-10-13-16-19-21-22-23-24-26-28-31-34-37-40-46(49)52-43-44(42-51-45(48)39-36-33-30-27-18-15-12-9-6-3)53-47(50)41-38-35-32-29-25-20-17-14-11-8-5-2/h14,17,22-23,44H,4-13,15-16,18-21,24-43H2,1-3H3/b17-14-,23-22-/t44-/m0/s1	MBDIKHHUXKJHDN-QHRRKSMMSA-N	746.6424405			MMDBc0047398
BASm0034187	TG(14:0/14:1(9Z)/16:1(9Z))	TG(14:0/14:1(9Z)/16:1(9Z)) is a monopalmitoleic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/14:1(9Z)/16:1(9Z)), in particular, consists of one chain of myristic acid at the C-1 position, one chain of myristoleic acid at the C-2 position and one chain of palmitoleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C47H86O6	InChI=1S/C47H86O6/c1-4-7-10-13-16-19-22-23-26-28-31-34-37-40-46(49)52-43-44(53-47(50)41-38-35-32-29-25-21-18-15-12-9-6-3)42-51-45(48)39-36-33-30-27-24-20-17-14-11-8-5-2/h15,18-19,22,44H,4-14,16-17,20-21,23-43H2,1-3H3/b18-15-,22-19-/t44-/m0/s1	SGPSMGCUZQMTGS-CCRVATGYSA-N	746.6424405			MMDBc0047399
BASm0034188	TG(14:0/15:1(9Z)/15:1(9Z))	TG(14:0/15:1(9Z)/15:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:0/15:1(9Z)/15:1(9Z)) is made up of one tetradecanoyl(R1), one 9Z-pentadecenoyl(R2), and one 9Z-pentadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C47H86O6	InChI=1S/C47H86O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-46(49)52-43-44(42-51-45(48)39-36-33-30-27-24-21-18-15-12-9-6-3)53-47(50)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h16-17,19-20,44H,4-15,18,21-43H2,1-3H3/b19-16-,20-17-/t44-/m0/s1	UYMJJISQCDNYAL-WSJUIKKSSA-N	746.6424405			MMDBc0047400
BASm0034189	TG(14:1(9Z)/14:1(9Z)/16:0)	TG(14:1(9Z)/14:1(9Z)/16:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:1(9Z)/14:1(9Z)/16:0) is made up of one 9Z-tetradecenoyl(R1), one 9Z-tetradecenoyl(R2), and one hexadecanoyl(R3).		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C47H86O6	InChI=1S/C47H86O6/c1-4-7-10-13-16-19-22-23-26-28-31-34-37-40-46(49)52-43-44(53-47(50)41-38-35-32-29-25-21-18-15-12-9-6-3)42-51-45(48)39-36-33-30-27-24-20-17-14-11-8-5-2/h14-15,17-18,44H,4-13,16,19-43H2,1-3H3/b17-14-,18-15-/t44-/m0/s1	MVWPGRQBICMGIE-ZKNZXEEGSA-N	746.6424405			MMDBc0047401
BASm0034190	TG(14:1(9Z)/15:0/15:1(9Z))	TG(14:1(9Z)/15:0/15:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:1(9Z)/15:0/15:1(9Z)) is made up of one 9Z-tetradecenoyl(R1), one pentadecanoyl(R2), and one 9Z-pentadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCC\C=C/CCCC)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCC	C47H86O6	InChI=1S/C47H86O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-46(49)52-43-44(42-51-45(48)39-36-33-30-27-24-21-18-15-12-9-6-3)53-47(50)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h15-16,18-19,44H,4-14,17,20-43H2,1-3H3/b18-15-,19-16-/t44-/m0/s1	APPYOFODYHFZMF-KNSRULCOSA-N	746.6424405			MMDBc0047402
BASm0034191	TG(10:0/10:0/25:0)	TG(10:0/10:0/25:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/10:0/25:0) is made up of one decanoyl(R1), one decanoyl(R2), and one pentacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C48H92O6	InChI=1S/C48H92O6/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-33-35-38-41-47(50)53-44-45(54-48(51)42-39-36-32-15-12-9-6-3)43-52-46(49)40-37-34-31-14-11-8-5-2/h45H,4-44H2,1-3H3/t45-/m0/s1	FZVRKMRHGHZFJQ-GWHBCOKCSA-N	764.6893907			MMDBc0047403
BASm0034192	TG(10:0/15:0/20:0)	TG(10:0/15:0/20:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/15:0/20:0) is made up of one decanoyl(R1), one pentadecanoyl(R2), and one eicosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C48H92O6	InChI=1S/C48H92O6/c1-4-7-10-13-16-18-20-22-23-24-25-26-28-29-32-35-38-41-47(50)53-44-45(43-52-46(49)40-37-34-31-15-12-9-6-3)54-48(51)42-39-36-33-30-27-21-19-17-14-11-8-5-2/h45H,4-44H2,1-3H3/t45-/m0/s1	GWDRLKKAMKOKFY-GWHBCOKCSA-N	764.6893907			MMDBc0047404
BASm0034193	TG(12:0/15:0/18:0)	TG(12:0/15:0/18:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/15:0/18:0) is made up of one dodecanoyl(R1), one pentadecanoyl(R2), and one octadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C48H92O6	InChI=1S/C48H92O6/c1-4-7-10-13-16-19-21-23-24-25-27-29-32-35-38-41-47(50)53-44-45(43-52-46(49)40-37-34-31-28-18-15-12-9-6-3)54-48(51)42-39-36-33-30-26-22-20-17-14-11-8-5-2/h45H,4-44H2,1-3H3/t45-/m0/s1	WUMIIWJRKDRZJJ-GWHBCOKCSA-N	764.6893907			MMDBc0047405
BASm0034194	TG(14:0/15:0/16:0)	TG(14:0/15:0/16:0) is a monopalmitic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/15:0/16:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of pentadecanoic acid at the C-2 position and one chain of palmitic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C48H92O6	InChI=1S/C48H92O6/c1-4-7-10-13-16-19-22-24-27-29-32-35-38-41-47(50)53-44-45(43-52-46(49)40-37-34-31-28-25-21-18-15-12-9-6-3)54-48(51)42-39-36-33-30-26-23-20-17-14-11-8-5-2/h45H,4-44H2,1-3H3/t45-/m0/s1	RIBSYLFDZQICKH-GWHBCOKCSA-N	764.6893907			MMDBc0047406
BASm0034195	TG(15:0/15:0/15:0)	TG(15:0/15:0/15:0) is a tripentadecanoic acid triglyceride. Triglycerides (TGs or TAGs) are also known as glycerol tripentadecanoate or triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(15:0/15:0/15:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position, one chain of pentadecanoic acid at the C-2 position and one chain of pentadecanoic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org		Solid	[H]C(COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C48H92O6	InChI=1S/C48H92O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-46(49)52-43-45(54-48(51)42-39-36-33-30-27-24-21-18-15-12-9-6-3)44-53-47(50)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h45H,4-44H2,1-3H3	CLJLWABDLPQTHL-UHFFFAOYSA-N	764.6893907			MMDBc0047407
BASm0034196	TG(10:0/10:0/25:1(15Z))	TG(10:0/10:0/25:1(15Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/10:0/25:1(15Z)) is made up of one decanoyl(R1), one decanoyl(R2), and one 15Z-pentacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCCCC	C48H90O6	InChI=1S/C48H90O6/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-33-35-38-41-47(50)53-44-45(54-48(51)42-39-36-32-15-12-9-6-3)43-52-46(49)40-37-34-31-14-11-8-5-2/h20-21,45H,4-19,22-44H2,1-3H3/b21-20-/t45-/m0/s1	DUZWLOZGZXCYNH-WHLBMKGJSA-N	762.6737406			MMDBc0047408
BASm0034197	TG(10:0/12:0/23:1(9Z))	TG(10:0/12:0/23:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/12:0/23:1(9Z)) is made up of one decanoyl(R1), one dodecanoyl(R2), and one 9Z-tricosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C48H90O6	InChI=1S/C48H90O6/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-30-32-35-38-41-47(50)53-44-45(43-52-46(49)40-37-34-31-15-12-9-6-3)54-48(51)42-39-36-33-29-17-14-11-8-5-2/h25-26,45H,4-24,27-44H2,1-3H3/b26-25-/t45-/m0/s1	GCSVAICDCXGISA-ITFIOQLOSA-N	762.6737406			MMDBc0047409
BASm0034198	TG(10:0/15:0/20:1(13Z))	TG(10:0/15:0/20:1(13Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/15:0/20:1(13Z)) is made up of one decanoyl(R1), one pentadecanoyl(R2), and one 13Z-eicosenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCC	C48H90O6	InChI=1S/C48H90O6/c1-4-7-10-13-16-18-20-22-23-24-25-26-28-29-32-35-38-41-47(50)53-44-45(43-52-46(49)40-37-34-31-15-12-9-6-3)54-48(51)42-39-36-33-30-27-21-19-17-14-11-8-5-2/h18,20,45H,4-17,19,21-44H2,1-3H3/b20-18-/t45-/m0/s1	XZZDPZKXOBKGPR-YNNWIYJUSA-N	762.6737406			MMDBc0047410
BASm0034199	TG(10:0/15:1(9Z)/20:0)	TG(10:0/15:1(9Z)/20:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/15:1(9Z)/20:0) is made up of one decanoyl(R1), one 9Z-pentadecenoyl(R2), and one eicosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C48H90O6	InChI=1S/C48H90O6/c1-4-7-10-13-16-18-20-22-23-24-25-26-28-29-32-35-38-41-47(50)53-44-45(43-52-46(49)40-37-34-31-15-12-9-6-3)54-48(51)42-39-36-33-30-27-21-19-17-14-11-8-5-2/h17,19,45H,4-16,18,20-44H2,1-3H3/b19-17-/t45-/m0/s1	ZSJGUDGUYZVPKT-KMZFKOFHSA-N	762.6737406			MMDBc0047411
BASm0034200	TG(12:0/15:0/18:1(9Z))	TG(12:0/15:0/18:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/15:0/18:1(9Z)) is made up of one dodecanoyl(R1), one pentadecanoyl(R2), and one 9Z-octadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C48H90O6	InChI=1S/C48H90O6/c1-4-7-10-13-16-19-21-23-24-25-27-29-32-35-38-41-47(50)53-44-45(43-52-46(49)40-37-34-31-28-18-15-12-9-6-3)54-48(51)42-39-36-33-30-26-22-20-17-14-11-8-5-2/h23-24,45H,4-22,25-44H2,1-3H3/b24-23-/t45-/m0/s1	DFBBABPODFDZGT-RWCSQZQYSA-N	762.6737406			MMDBc0047412
BASm0034201	TG(12:0/15:1(9Z)/18:0)	TG(12:0/15:1(9Z)/18:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/15:1(9Z)/18:0) is made up of one dodecanoyl(R1), one 9Z-pentadecenoyl(R2), and one octadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C48H90O6	InChI=1S/C48H90O6/c1-4-7-10-13-16-19-21-23-24-25-27-29-32-35-38-41-47(50)53-44-45(43-52-46(49)40-37-34-31-28-18-15-12-9-6-3)54-48(51)42-39-36-33-30-26-22-20-17-14-11-8-5-2/h17,20,45H,4-16,18-19,21-44H2,1-3H3/b20-17-/t45-/m0/s1	FWERVTWJVYQJNP-WVGGCPNJSA-N	762.6737406			MMDBc0047413
BASm0034202	TG(14:0/15:0/16:1(9Z))	TG(14:0/15:0/16:1(9Z)) is a monopalmitoleic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/15:0/16:1(9Z)), in particular, consists of one chain of myristic acid at the C-1 position, one chain of pentadecanoic acid at the C-2 position and one chain of palmitoleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCC	C48H90O6	InChI=1S/C48H90O6/c1-4-7-10-13-16-19-22-24-27-29-32-35-38-41-47(50)53-44-45(43-52-46(49)40-37-34-31-28-25-21-18-15-12-9-6-3)54-48(51)42-39-36-33-30-26-23-20-17-14-11-8-5-2/h19,22,45H,4-18,20-21,23-44H2,1-3H3/b22-19-/t45-/m0/s1	WPZBPGLDPHSUSA-ZOATTWBSSA-N	762.6737406			MMDBc0047414
BASm0034203	TG(14:0/15:1(9Z)/16:0)	TG(14:0/15:1(9Z)/16:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:0/15:1(9Z)/16:0) is made up of one tetradecanoyl(R1), one 9Z-pentadecenoyl(R2), and one hexadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C48H90O6	InChI=1S/C48H90O6/c1-4-7-10-13-16-19-22-24-27-29-32-35-38-41-47(50)53-44-45(43-52-46(49)40-37-34-31-28-25-21-18-15-12-9-6-3)54-48(51)42-39-36-33-30-26-23-20-17-14-11-8-5-2/h17,20,45H,4-16,18-19,21-44H2,1-3H3/b20-17-/t45-/m0/s1	PYLSHQRKFHSBPH-WVGGCPNJSA-N	762.6737406			MMDBc0047415
BASm0034204	TG(14:1(9Z)/15:0/16:0)	TG(14:1(9Z)/15:0/16:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:1(9Z)/15:0/16:0) is made up of one 9Z-tetradecenoyl(R1), one pentadecanoyl(R2), and one hexadecanoyl(R3).		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C48H90O6	InChI=1S/C48H90O6/c1-4-7-10-13-16-19-22-24-27-29-32-35-38-41-47(50)53-44-45(43-52-46(49)40-37-34-31-28-25-21-18-15-12-9-6-3)54-48(51)42-39-36-33-30-26-23-20-17-14-11-8-5-2/h15,18,45H,4-14,16-17,19-44H2,1-3H3/b18-15-/t45-/m0/s1	NTQPQFULNSCPDS-GHIKFDIHSA-N	762.6737406			MMDBc0047416
BASm0034205	TG(15:0/15:0/15:1(9Z))	TG(15:0/15:0/15:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(15:0/15:0/15:1(9Z)) is made up of one pentadecanoyl(R1), one pentadecanoyl(R2), and one 9Z-pentadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCC	C48H90O6	InChI=1S/C48H90O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-46(49)52-43-45(54-48(51)42-39-36-33-30-27-24-21-18-15-12-9-6-3)44-53-47(50)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h16,19,45H,4-15,17-18,20-44H2,1-3H3/b19-16-/t45-/m1/s1	TXWDSCPXMFNGJW-HNIDBMCWSA-N	762.6737406			MMDBc0047417
BASm0034206	TG(10:0/15:1(9Z)/20:1(13Z))	TG(10:0/15:1(9Z)/20:1(13Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/15:1(9Z)/20:1(13Z)) is made up of one decanoyl(R1), one 9Z-pentadecenoyl(R2), and one 13Z-eicosenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C48H88O6	InChI=1S/C48H88O6/c1-4-7-10-13-16-18-20-22-23-24-25-26-28-29-32-35-38-41-47(50)53-44-45(43-52-46(49)40-37-34-31-15-12-9-6-3)54-48(51)42-39-36-33-30-27-21-19-17-14-11-8-5-2/h17-20,45H,4-16,21-44H2,1-3H3/b19-17-,20-18-/t45-/m0/s1	OCYCOPXLZLXFQK-DZSRQPACSA-N	760.6580906			MMDBc0047418
BASm0034207	TG(12:0/15:1(9Z)/18:1(9Z))	TG(12:0/15:1(9Z)/18:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/15:1(9Z)/18:1(9Z)) is made up of one dodecanoyl(R1), one 9Z-pentadecenoyl(R2), and one 9Z-octadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C48H88O6	InChI=1S/C48H88O6/c1-4-7-10-13-16-19-21-23-24-25-27-29-32-35-38-41-47(50)53-44-45(43-52-46(49)40-37-34-31-28-18-15-12-9-6-3)54-48(51)42-39-36-33-30-26-22-20-17-14-11-8-5-2/h17,20,23-24,45H,4-16,18-19,21-22,25-44H2,1-3H3/b20-17-,24-23-/t45-/m0/s1	LISFMHUBCGLZDY-ZNJWKLHUSA-N	760.6580906			MMDBc0047419
BASm0034208	TG(14:0/15:1(9Z)/16:1(9Z))	TG(14:0/15:1(9Z)/16:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:0/15:1(9Z)/16:1(9Z)) is made up of one tetradecanoyl(R1), one 9Z-pentadecenoyl(R2), and one 9Z-hexadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C48H88O6	InChI=1S/C48H88O6/c1-4-7-10-13-16-19-22-24-27-29-32-35-38-41-47(50)53-44-45(43-52-46(49)40-37-34-31-28-25-21-18-15-12-9-6-3)54-48(51)42-39-36-33-30-26-23-20-17-14-11-8-5-2/h17,19-20,22,45H,4-16,18,21,23-44H2,1-3H3/b20-17-,22-19-/t45-/m0/s1	ZPUAIJKPJSSECD-AVFOZQSGSA-N	760.6580906			MMDBc0047420
BASm0034209	TG(14:1(9Z)/15:0/16:1(9Z))	TG(14:1(9Z)/15:0/16:1(9Z)) is a monopalmitoleic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:1(9Z)/15:0/16:1(9Z)), in particular, consists of one chain of myristoleic acid at the C-1 position, one chain of pentadecanoic acid at the C-2 position and one chain of palmitoleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCC\C=C/CCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCC	C48H88O6	InChI=1S/C48H88O6/c1-4-7-10-13-16-19-22-24-27-29-32-35-38-41-47(50)53-44-45(43-52-46(49)40-37-34-31-28-25-21-18-15-12-9-6-3)54-48(51)42-39-36-33-30-26-23-20-17-14-11-8-5-2/h15,18-19,22,45H,4-14,16-17,20-21,23-44H2,1-3H3/b18-15-,22-19-/t45-/m0/s1	SCJAGBUDOHPLBP-SSRSCIJFSA-N	760.6580906			MMDBc0047421
BASm0034210	TG(14:1(9Z)/15:1(9Z)/16:0)	TG(14:1(9Z)/15:1(9Z)/16:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:1(9Z)/15:1(9Z)/16:0) is made up of one 9Z-tetradecenoyl(R1), one 9Z-pentadecenoyl(R2), and one hexadecanoyl(R3).		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C48H88O6	InChI=1S/C48H88O6/c1-4-7-10-13-16-19-22-24-27-29-32-35-38-41-47(50)53-44-45(43-52-46(49)40-37-34-31-28-25-21-18-15-12-9-6-3)54-48(51)42-39-36-33-30-26-23-20-17-14-11-8-5-2/h15,17-18,20,45H,4-14,16,19,21-44H2,1-3H3/b18-15-,20-17-/t45-/m0/s1	AYRWSUREDWEYAD-DXCCGZQOSA-N	760.6580906			MMDBc0047422
BASm0034211	TG(15:0/15:1(9Z)/15:1(9Z))	TG(15:0/15:1(9Z)/15:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(15:0/15:1(9Z)/15:1(9Z)) is made up of one pentadecanoyl(R1), one 9Z-pentadecenoyl(R2), and one 9Z-pentadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C48H88O6	InChI=1S/C48H88O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-46(49)52-43-45(54-48(51)42-39-36-33-30-27-24-21-18-15-12-9-6-3)44-53-47(50)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h16,18-19,21,45H,4-15,17,20,22-44H2,1-3H3/b19-16-,21-18-/t45-/m1/s1	BMQGGJQOMIJAQB-JJYAQCIRSA-N	760.6580906			MMDBc0047423
BASm0034212	TG(14:1(9Z)/15:1(9Z)/16:1(9Z))	TG(14:1(9Z)/15:1(9Z)/16:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:1(9Z)/15:1(9Z)/16:1(9Z)) is made up of one 9Z-tetradecenoyl(R1), one 9Z-pentadecenoyl(R2), and one 9Z-hexadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCC\C=C/CCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C48H86O6	InChI=1S/C48H86O6/c1-4-7-10-13-16-19-22-24-27-29-32-35-38-41-47(50)53-44-45(43-52-46(49)40-37-34-31-28-25-21-18-15-12-9-6-3)54-48(51)42-39-36-33-30-26-23-20-17-14-11-8-5-2/h15,17-20,22,45H,4-14,16,21,23-44H2,1-3H3/b18-15-,20-17-,22-19-/t45-/m0/s1	DUUAZOPMABFEQT-FXWSHCLFSA-N	758.6424405			MMDBc0047424
BASm0034213	TG(15:1(9Z)/15:1(9Z)/15:1(9Z))	TG(15:1(9Z)/15:1(9Z)/15:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(15:1(9Z)/15:1(9Z)/15:1(9Z)) is made up of one 9Z-pentadecenoyl(R1), one 9Z-pentadecenoyl(R2), and one 9Z-pentadecenoyl(R3).		Solid	[H]C(COC(=O)CCCCCCC\C=C/CCCCC)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C48H86O6	InChI=1S/C48H86O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-46(49)52-43-45(54-48(51)42-39-36-33-30-27-24-21-18-15-12-9-6-3)44-53-47(50)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h16-21,45H,4-15,22-44H2,1-3H3/b19-16-,20-17-,21-18-	ONPXYEULBZRYSX-JFJOQQEJSA-N	758.6424405			MMDBc0047425
BASm0034214	TG(10:0/10:0/26:0)	TG(10:0/10:0/26:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/10:0/26:0) is made up of one decanoyl(R1), one decanoyl(R2), and one hexacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C49H94O6	InChI=1S/C49H94O6/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-34-36-39-42-48(51)54-45-46(55-49(52)43-40-37-33-15-12-9-6-3)44-53-47(50)41-38-35-32-14-11-8-5-2/h46H,4-45H2,1-3H3/t46-/m0/s1	LRTJTQOMAKPKBM-DXQCBLCSSA-N	778.7050407			MMDBc0047426
BASm0034215	TG(10:0/12:0/24:0)	TG(10:0/12:0/24:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/12:0/24:0) is made up of one decanoyl(R1), one dodecanoyl(R2), and one tetracosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C49H94O6	InChI=1S/C49H94O6/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-29-31-33-36-39-42-48(51)54-45-46(44-53-47(50)41-38-35-32-15-12-9-6-3)55-49(52)43-40-37-34-30-17-14-11-8-5-2/h46H,4-45H2,1-3H3/t46-/m0/s1	FBJLIIOZGUJNSQ-DXQCBLCSSA-N	778.7050407			MMDBc0047427
BASm0034216	TG(10:0/14:0/22:0)	TG(10:0/14:0/22:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/14:0/22:0) is made up of one decanoyl(R1), one tetradecanoyl(R2), and one docosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C49H94O6	InChI=1S/C49H94O6/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-29-30-33-36-39-42-48(51)54-45-46(44-53-47(50)41-38-35-32-15-12-9-6-3)55-49(52)43-40-37-34-31-28-19-17-14-11-8-5-2/h46H,4-45H2,1-3H3/t46-/m0/s1	LKTAETVIBQLBAG-DXQCBLCSSA-N	778.7050407			MMDBc0047428
BASm0034217	TG(10:0/16:0/20:0)	TG(10:0/16:0/20:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/16:0/20:0) is made up of one decanoyl(R1), one hexadecanoyl(R2), and one eicosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C49H94O6	InChI=1S/C49H94O6/c1-4-7-10-13-16-18-20-22-23-24-25-27-28-30-33-36-39-42-48(51)54-45-46(44-53-47(50)41-38-35-32-15-12-9-6-3)55-49(52)43-40-37-34-31-29-26-21-19-17-14-11-8-5-2/h46H,4-45H2,1-3H3/t46-/m0/s1	PYXDBZMKUSLDEP-DXQCBLCSSA-N	778.7050407			MMDBc0047429
BASm0034218	TG(10:0/18:0/18:0)	TG(10:0/18:0/18:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/18:0/18:0) is made up of one decanoyl(R1), one octadecanoyl(R2), and one octadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C49H94O6	InChI=1S/C49H94O6/c1-4-7-10-13-16-18-20-22-24-26-28-30-33-36-39-42-48(51)54-45-46(44-53-47(50)41-38-35-32-15-12-9-6-3)55-49(52)43-40-37-34-31-29-27-25-23-21-19-17-14-11-8-5-2/h46H,4-45H2,1-3H3/t46-/m0/s1	JIRBMLCMMCZCKE-DXQCBLCSSA-N	778.7050407			MMDBc0047430
BASm0034219	TG(12:0/12:0/22:0)	TG(12:0/12:0/22:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/12:0/22:0) is made up of one dodecanoyl(R1), one dodecanoyl(R2), and one docosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C49H94O6	InChI=1S/C49H94O6/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-31-33-36-39-42-48(51)54-45-46(55-49(52)43-40-37-34-30-18-15-12-9-6-3)44-53-47(50)41-38-35-32-29-17-14-11-8-5-2/h46H,4-45H2,1-3H3/t46-/m0/s1	GSLHFGZFPOTSSM-DXQCBLCSSA-N	778.7050407			MMDBc0047431
BASm0034220	TG(12:0/14:0/20:0)	TG(12:0/14:0/20:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/14:0/20:0) is made up of one dodecanoyl(R1), one tetradecanoyl(R2), and one eicosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C49H94O6	InChI=1S/C49H94O6/c1-4-7-10-13-16-19-21-22-23-24-25-26-28-30-33-36-39-42-48(51)54-45-46(44-53-47(50)41-38-35-32-29-18-15-12-9-6-3)55-49(52)43-40-37-34-31-27-20-17-14-11-8-5-2/h46H,4-45H2,1-3H3/t46-/m0/s1	FNKDFKYDCKFOPA-DXQCBLCSSA-N	778.7050407			MMDBc0047432
BASm0034221	TG(12:0/16:0/18:0)	TG(12:0/16:0/18:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/16:0/18:0) is made up of one dodecanoyl(R1), one hexadecanoyl(R2), and one octadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C49H94O6	InChI=1S/C49H94O6/c1-4-7-10-13-16-19-21-23-24-26-27-30-33-36-39-42-48(51)54-45-46(44-53-47(50)41-38-35-32-29-18-15-12-9-6-3)55-49(52)43-40-37-34-31-28-25-22-20-17-14-11-8-5-2/h46H,4-45H2,1-3H3/t46-/m0/s1	HBNALZRPCNRSPZ-DXQCBLCSSA-N	778.7050407			MMDBc0047433
BASm0034222	TG(14:0/14:0/18:0)	TG(14:0/14:0/18:0) is a dimyristic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/14:0/18:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of myristic acid at the C-2 position and one chain of stearic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C49H94O6	InChI=1S/C49H94O6/c1-4-7-10-13-16-19-22-23-24-25-28-30-33-36-39-42-48(51)54-45-46(55-49(52)43-40-37-34-31-27-21-18-15-12-9-6-3)44-53-47(50)41-38-35-32-29-26-20-17-14-11-8-5-2/h46H,4-45H2,1-3H3/t46-/m0/s1	YQLXPOXDXQWEKE-DXQCBLCSSA-N	778.7050407			MMDBc0047434
BASm0034223	TG(15:0/15:0/16:0)	TG(15:0/15:0/16:0) is a dipentadecanoic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(15:0/15:0/16:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position, one chain of pentadecanoic acid at the C-2 position and one chain of palmitic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C49H94O6	InChI=1S/C49H94O6/c1-4-7-10-13-16-19-22-25-28-30-33-36-39-42-48(51)54-45-46(55-49(52)43-40-37-34-31-27-24-21-18-15-12-9-6-3)44-53-47(50)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h46H,4-45H2,1-3H3/t46-/m0/s1	NYQQFKYIZVRSQX-DXQCBLCSSA-N	778.7050407			MMDBc0047435
BASm0034224	TG(10:0/10:0/26:1(5Z))	TG(10:0/10:0/26:1(5Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/10:0/26:1(5Z)) is made up of one decanoyl(R1), one decanoyl(R2), and one 5Z-hexacosenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCC\C=C/CCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C49H92O6	InChI=1S/C49H92O6/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-34-36-39-42-48(51)54-45-46(55-49(52)43-40-37-33-15-12-9-6-3)44-53-47(50)41-38-35-32-14-11-8-5-2/h31,34,46H,4-30,32-33,35-45H2,1-3H3/b34-31-/t46-/m0/s1	OZLNTNUFYRVDIP-KRNPDENESA-N	776.6893907			MMDBc0047436
BASm0034225	TG(10:0/12:0/24:1(15Z))	TG(10:0/12:0/24:1(15Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/12:0/24:1(15Z)) is made up of one decanoyl(R1), one dodecanoyl(R2), and one 15Z-tetracosenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC	C49H92O6	InChI=1S/C49H92O6/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-29-31-33-36-39-42-48(51)54-45-46(44-53-47(50)41-38-35-32-15-12-9-6-3)55-49(52)43-40-37-34-30-17-14-11-8-5-2/h20-21,46H,4-19,22-45H2,1-3H3/b21-20-/t46-/m0/s1	LQKUNNKLLNIBKW-VAPUMPGKSA-N	776.6893907			MMDBc0047437
BASm0034226	TG(10:0/14:0/22:1(13Z))	TG(10:0/14:0/22:1(13Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/14:0/22:1(13Z)) is made up of one decanoyl(R1), one tetradecanoyl(R2), and one 13Z-docosenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC	C49H92O6	InChI=1S/C49H92O6/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-29-30-33-36-39-42-48(51)54-45-46(44-53-47(50)41-38-35-32-15-12-9-6-3)55-49(52)43-40-37-34-31-28-19-17-14-11-8-5-2/h21-22,46H,4-20,23-45H2,1-3H3/b22-21-/t46-/m0/s1	BNYZGFMNBAODRV-KVAJTXRBSA-N	776.6893907			MMDBc0047438
BASm0034227	TG(10:0/14:1(9Z)/22:0)	TG(10:0/14:1(9Z)/22:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/14:1(9Z)/22:0) is made up of one decanoyl(R1), one 9Z-tetradecenoyl(R2), and one docosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C49H92O6	InChI=1S/C49H92O6/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-29-30-33-36-39-42-48(51)54-45-46(44-53-47(50)41-38-35-32-15-12-9-6-3)55-49(52)43-40-37-34-31-28-19-17-14-11-8-5-2/h14,17,46H,4-13,15-16,18-45H2,1-3H3/b17-14-/t46-/m0/s1	UXEYYOPGJDYYKJ-WEBGYYMCSA-N	776.6893907			MMDBc0047439
BASm0034228	TG(10:0/16:0/20:1(13Z))	TG(10:0/16:0/20:1(13Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/16:0/20:1(13Z)) is made up of one decanoyl(R1), one hexadecanoyl(R2), and one 13Z-eicosenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C49H92O6	InChI=1S/C49H92O6/c1-4-7-10-13-16-18-20-22-23-24-25-27-28-30-33-36-39-42-48(51)54-45-46(44-53-47(50)41-38-35-32-15-12-9-6-3)55-49(52)43-40-37-34-31-29-26-21-19-17-14-11-8-5-2/h18,20,46H,4-17,19,21-45H2,1-3H3/b20-18-/t46-/m0/s1	YUSYCAPRCCBWLW-QXKZZNHVSA-N	776.6893907			MMDBc0047440
BASm0034229	TG(10:0/16:1(9Z)/20:0)	TG(10:0/16:1(9Z)/20:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/16:1(9Z)/20:0) is made up of one decanoyl(R1), one 9Z-hexadecenoyl(R2), and one eicosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C49H92O6	InChI=1S/C49H92O6/c1-4-7-10-13-16-18-20-22-23-24-25-27-28-30-33-36-39-42-48(51)54-45-46(44-53-47(50)41-38-35-32-15-12-9-6-3)55-49(52)43-40-37-34-31-29-26-21-19-17-14-11-8-5-2/h19,21,46H,4-18,20,22-45H2,1-3H3/b21-19-/t46-/m0/s1	KNECXENCOULDJQ-VTVSROECSA-N	776.6893907			MMDBc0047441
BASm0034230	TG(10:0/18:0/18:1(9Z))	TG(10:0/18:0/18:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/18:0/18:1(9Z)) is made up of one decanoyl(R1), one octadecanoyl(R2), and one 9Z-octadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C49H92O6	InChI=1S/C49H92O6/c1-4-7-10-13-16-18-20-22-24-26-28-30-33-36-39-42-48(51)54-45-46(44-53-47(50)41-38-35-32-15-12-9-6-3)55-49(52)43-40-37-34-31-29-27-25-23-21-19-17-14-11-8-5-2/h22,24,46H,4-21,23,25-45H2,1-3H3/b24-22-/t46-/m0/s1	YHVFTYNDNGXPET-WJLZSIDRSA-N	776.6893907			MMDBc0047442
BASm0034231	TG(12:0/12:0/22:1(13Z))	TG(12:0/12:0/22:1(13Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/12:0/22:1(13Z)) is made up of one dodecanoyl(R1), one dodecanoyl(R2), and one 13Z-docosenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC	C49H92O6	InChI=1S/C49H92O6/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-31-33-36-39-42-48(51)54-45-46(55-49(52)43-40-37-34-30-18-15-12-9-6-3)44-53-47(50)41-38-35-32-29-17-14-11-8-5-2/h21-22,46H,4-20,23-45H2,1-3H3/b22-21-/t46-/m0/s1	QRYUPOLSFVJNOP-KVAJTXRBSA-N	776.6893907			MMDBc0047443
BASm0034232	TG(12:0/14:0/20:1(13Z))	TG(12:0/14:0/20:1(13Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/14:0/20:1(13Z)) is made up of one dodecanoyl(R1), one tetradecanoyl(R2), and one 13Z-eicosenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC	C49H92O6	InChI=1S/C49H92O6/c1-4-7-10-13-16-19-21-22-23-24-25-26-28-30-33-36-39-42-48(51)54-45-46(44-53-47(50)41-38-35-32-29-18-15-12-9-6-3)55-49(52)43-40-37-34-31-27-20-17-14-11-8-5-2/h19,21,46H,4-18,20,22-45H2,1-3H3/b21-19-/t46-/m0/s1	IDURVWPFOKKURO-VTVSROECSA-N	776.6893907			MMDBc0047444
BASm0034233	TG(12:0/14:1(9Z)/20:0)	TG(12:0/14:1(9Z)/20:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/14:1(9Z)/20:0) is made up of one dodecanoyl(R1), one 9Z-tetradecenoyl(R2), and one eicosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C49H92O6	InChI=1S/C49H92O6/c1-4-7-10-13-16-19-21-22-23-24-25-26-28-30-33-36-39-42-48(51)54-45-46(44-53-47(50)41-38-35-32-29-18-15-12-9-6-3)55-49(52)43-40-37-34-31-27-20-17-14-11-8-5-2/h14,17,46H,4-13,15-16,18-45H2,1-3H3/b17-14-/t46-/m0/s1	NWGKGONRBXORNY-WEBGYYMCSA-N	776.6893907			MMDBc0047445
BASm0034234	TG(12:0/16:1(9Z)/18:0)	TG(12:0/16:1(9Z)/18:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/16:1(9Z)/18:0) is made up of one dodecanoyl(R1), one 9Z-hexadecenoyl(R2), and one octadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C49H92O6	InChI=1S/C49H92O6/c1-4-7-10-13-16-19-21-23-24-26-27-30-33-36-39-42-48(51)54-45-46(44-53-47(50)41-38-35-32-29-18-15-12-9-6-3)55-49(52)43-40-37-34-31-28-25-22-20-17-14-11-8-5-2/h20,22,46H,4-19,21,23-45H2,1-3H3/b22-20-/t46-/m0/s1	BINXUYBXYYQLMY-OJZIRZTJSA-N	776.6893907			MMDBc0047446
BASm0034235	TG(14:0/14:0/18:1(9Z))	TG(14:0/14:0/18:1(9Z)) is a dimyristic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/14:0/18:1(9Z)), in particular, consists of one chain of myristic acid at the C-1 position, one chain of myristic acid at the C-2 position and one chain of oleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC	C49H92O6	InChI=1S/C49H92O6/c1-4-7-10-13-16-19-22-23-24-25-28-30-33-36-39-42-48(51)54-45-46(55-49(52)43-40-37-34-31-27-21-18-15-12-9-6-3)44-53-47(50)41-38-35-32-29-26-20-17-14-11-8-5-2/h23-24,46H,4-22,25-45H2,1-3H3/b24-23-/t46-/m0/s1	RSDIQTNCDWUNDP-CQXVYNKFSA-N	776.6893907			MMDBc0047447
BASm0034236	TG(14:0/14:1(9Z)/18:0)	TG(14:0/14:1(9Z)/18:0) is a monostearic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/14:1(9Z)/18:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of myristoleic acid at the C-2 position and one chain of stearic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C49H92O6	InChI=1S/C49H92O6/c1-4-7-10-13-16-19-22-23-24-25-28-30-33-36-39-42-48(51)54-45-46(55-49(52)43-40-37-34-31-27-21-18-15-12-9-6-3)44-53-47(50)41-38-35-32-29-26-20-17-14-11-8-5-2/h15,18,46H,4-14,16-17,19-45H2,1-3H3/b18-15-/t46-/m0/s1	ZCRHGZDYDBVLDZ-FJXCXYSUSA-N	776.6893907			MMDBc0047448
BASm0034237	TG(14:1(9Z)/16:0/16:0)	TG(14:1(9Z)/16:0/16:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:1(9Z)/16:0/16:0) is made up of one 9Z-tetradecenoyl(R1), one hexadecanoyl(R2), and one hexadecanoyl(R3).		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCC	C49H92O6	InChI=1S/C49H92O6/c1-4-7-10-13-16-19-22-24-27-30-33-36-39-42-48(51)54-45-46(44-53-47(50)41-38-35-32-29-26-21-18-15-12-9-6-3)55-49(52)43-40-37-34-31-28-25-23-20-17-14-11-8-5-2/h15,18,46H,4-14,16-17,19-45H2,1-3H3/b18-15-/t46-/m0/s1	OPBZTUKJUNWBGK-FJXCXYSUSA-N	776.6893907			MMDBc0047449
BASm0034238	TG(15:0/15:0/16:1(9Z))	TG(15:0/15:0/16:1(9Z)) is a dipentadecanoic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(15:0/15:0/16:1(9Z)), in particular, consists of one chain of pentadecanoic acid at the C-1 position, one chain of pentadecanoic acid at the C-2 position and one chain of palmitoleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCC	C49H92O6	InChI=1S/C49H92O6/c1-4-7-10-13-16-19-22-25-28-30-33-36-39-42-48(51)54-45-46(55-49(52)43-40-37-34-31-27-24-21-18-15-12-9-6-3)44-53-47(50)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h19,22,46H,4-18,20-21,23-45H2,1-3H3/b22-19-/t46-/m0/s1	ZYJIDQCQEPMGDZ-FIZKWYBOSA-N	776.6893907			MMDBc0047450
BASm0034239	TG(15:0/15:1(9Z)/16:0)	TG(15:0/15:1(9Z)/16:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(15:0/15:1(9Z)/16:0) is made up of one pentadecanoyl(R1), one 9Z-pentadecenoyl(R2), and one hexadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C49H92O6	InChI=1S/C49H92O6/c1-4-7-10-13-16-19-22-25-28-30-33-36-39-42-48(51)54-45-46(55-49(52)43-40-37-34-31-27-24-21-18-15-12-9-6-3)44-53-47(50)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h18,21,46H,4-17,19-20,22-45H2,1-3H3/b21-18-/t46-/m0/s1	LLLDMSZDNMVPTM-GQIQTOFASA-N	776.6893907			MMDBc0047451
BASm0034240	TG(10:0/14:1(9Z)/22:1(13Z))	TG(10:0/14:1(9Z)/22:1(13Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/14:1(9Z)/22:1(13Z)) is made up of one decanoyl(R1), one 9Z-tetradecenoyl(R2), and one 13Z-docosenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C49H90O6	InChI=1S/C49H90O6/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-29-30-33-36-39-42-48(51)54-45-46(44-53-47(50)41-38-35-32-15-12-9-6-3)55-49(52)43-40-37-34-31-28-19-17-14-11-8-5-2/h14,17,21-22,46H,4-13,15-16,18-20,23-45H2,1-3H3/b17-14-,22-21-/t46-/m0/s1	VGZKAIZVIAYREK-OAFMXHMTSA-N	774.6737406			MMDBc0047452
BASm0034241	TG(10:0/16:1(9Z)/20:1(13Z))	TG(10:0/16:1(9Z)/20:1(13Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/16:1(9Z)/20:1(13Z)) is made up of one decanoyl(R1), one 9Z-hexadecenoyl(R2), and one 13Z-eicosenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C49H90O6	InChI=1S/C49H90O6/c1-4-7-10-13-16-18-20-22-23-24-25-27-28-30-33-36-39-42-48(51)54-45-46(44-53-47(50)41-38-35-32-15-12-9-6-3)55-49(52)43-40-37-34-31-29-26-21-19-17-14-11-8-5-2/h18-21,46H,4-17,22-45H2,1-3H3/b20-18-,21-19-/t46-/m0/s1	XVYPJSNIFQTBBE-XIXXCSPQSA-N	774.6737406			MMDBc0047453
BASm0034242	TG(10:0/18:1(9Z)/18:1(9Z))	TG(10:0/18:1(9Z)/18:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/18:1(9Z)/18:1(9Z)) is made up of one decanoyl(R1), one 9Z-octadecenoyl(R2), and one 9Z-octadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C49H90O6	InChI=1S/C49H90O6/c1-4-7-10-13-16-18-20-22-24-26-28-30-33-36-39-42-48(51)54-45-46(44-53-47(50)41-38-35-32-15-12-9-6-3)55-49(52)43-40-37-34-31-29-27-25-23-21-19-17-14-11-8-5-2/h22-25,46H,4-21,26-45H2,1-3H3/b24-22-,25-23-/t46-/m0/s1	BIMUIVYNCGZEDP-OTDONQKESA-N	774.6737406			MMDBc0047454
BASm0034243	TG(12:0/14:1(9Z)/20:1(13Z))	TG(12:0/14:1(9Z)/20:1(13Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/14:1(9Z)/20:1(13Z)) is made up of one dodecanoyl(R1), one 9Z-tetradecenoyl(R2), and one 13Z-eicosenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C49H90O6	InChI=1S/C49H90O6/c1-4-7-10-13-16-19-21-22-23-24-25-26-28-30-33-36-39-42-48(51)54-45-46(44-53-47(50)41-38-35-32-29-18-15-12-9-6-3)55-49(52)43-40-37-34-31-27-20-17-14-11-8-5-2/h14,17,19,21,46H,4-13,15-16,18,20,22-45H2,1-3H3/b17-14-,21-19-/t46-/m0/s1	OFGKSAMHYLLRLO-OOSDVINXSA-N	774.6737406			MMDBc0047455
BASm0034244	TG(14:0/14:1(9Z)/18:1(9Z))	TG(14:0/14:1(9Z)/18:1(9Z)) is a monooleic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/14:1(9Z)/18:1(9Z)), in particular, consists of one chain of myristic acid at the C-1 position, one chain of myristoleic acid at the C-2 position and one chain of oleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C49H90O6	InChI=1S/C49H90O6/c1-4-7-10-13-16-19-22-23-24-25-28-30-33-36-39-42-48(51)54-45-46(55-49(52)43-40-37-34-31-27-21-18-15-12-9-6-3)44-53-47(50)41-38-35-32-29-26-20-17-14-11-8-5-2/h15,18,23-24,46H,4-14,16-17,19-22,25-45H2,1-3H3/b18-15-,24-23-/t46-/m0/s1	UVAHIOIFDNNSJD-KKDGLHMPSA-N	774.6737406			MMDBc0047456
BASm0034245	TG(14:1(9Z)/14:1(9Z)/18:0)	TG(14:1(9Z)/14:1(9Z)/18:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:1(9Z)/14:1(9Z)/18:0) is made up of one 9Z-tetradecenoyl(R1), one 9Z-tetradecenoyl(R2), and one octadecanoyl(R3).		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C49H90O6	InChI=1S/C49H90O6/c1-4-7-10-13-16-19-22-23-24-25-28-30-33-36-39-42-48(51)54-45-46(55-49(52)43-40-37-34-31-27-21-18-15-12-9-6-3)44-53-47(50)41-38-35-32-29-26-20-17-14-11-8-5-2/h14-15,17-18,46H,4-13,16,19-45H2,1-3H3/b17-14-,18-15-/t46-/m0/s1	ULZQTMTWRYWQLC-HABOWULSSA-N	774.6737406			MMDBc0047457
BASm0034246	TG(14:1(9Z)/16:0/16:1(9Z))	TG(14:1(9Z)/16:0/16:1(9Z)) is a monopalmitic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:1(9Z)/16:0/16:1(9Z)), in particular, consists of one chain of myristoleic acid at the C-1 position, one chain of palmitic acid at the C-2 position and one chain of palmitoleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCC\C=C/CCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C49H90O6	InChI=1S/C49H90O6/c1-4-7-10-13-16-19-22-24-27-30-33-36-39-42-48(51)54-45-46(44-53-47(50)41-38-35-32-29-26-21-18-15-12-9-6-3)55-49(52)43-40-37-34-31-28-25-23-20-17-14-11-8-5-2/h15,18-19,22,46H,4-14,16-17,20-21,23-45H2,1-3H3/b18-15-,22-19-/t46-/m0/s1	XYYRUMPXVOZUGQ-SYWUTWTBSA-N	774.6737406			MMDBc0047458
BASm0034247	TG(15:0/15:1(9Z)/16:1(9Z))	TG(15:0/15:1(9Z)/16:1(9Z)) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(15:0/15:1(9Z)/16:1(9Z)) is made up of one pentadecanoyl(R1), one 9Z-pentadecenoyl(R2), and one 9Z-hexadecenoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C49H90O6	InChI=1S/C49H90O6/c1-4-7-10-13-16-19-22-25-28-30-33-36-39-42-48(51)54-45-46(55-49(52)43-40-37-34-31-27-24-21-18-15-12-9-6-3)44-53-47(50)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h18-19,21-22,46H,4-17,20,23-45H2,1-3H3/b21-18-,22-19-/t46-/m0/s1	SSHOPXKJHFDHQK-JICQKSNFSA-N	774.6737406			MMDBc0047459
BASm0034248	TG(15:1(9Z)/15:1(9Z)/16:0)	TG(15:1(9Z)/15:1(9Z)/16:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(15:1(9Z)/15:1(9Z)/16:0) is made up of one 9Z-pentadecenoyl(R1), one 9Z-pentadecenoyl(R2), and one hexadecanoyl(R3).		Solid	[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C49H90O6	InChI=1S/C49H90O6/c1-4-7-10-13-16-19-22-25-28-30-33-36-39-42-48(51)54-45-46(55-49(52)43-40-37-34-31-27-24-21-18-15-12-9-6-3)44-53-47(50)41-38-35-32-29-26-23-20-17-14-11-8-5-2/h17-18,20-21,46H,4-16,19,22-45H2,1-3H3/b20-17-,21-18-/t46-/m0/s1	OQXHXFFZIOJAKX-YUCVVZMWSA-N	774.6737406			MMDBc0047460
BASm0034249	TG(10:0/10:0/27:0)	TG(10:0/10:0/27:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/10:0/27:0) is made up of one decanoyl(R1), one decanoyl(R2), and one heptacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C50H96O6	InChI=1S/C50H96O6/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-35-37-40-43-49(52)55-46-47(56-50(53)44-41-38-34-15-12-9-6-3)45-54-48(51)42-39-36-33-14-11-8-5-2/h47H,4-46H2,1-3H3/t47-/m0/s1	JMTPGZHHFMPBRS-MFERNQICSA-N	792.7206908			MMDBc0047461
BASm0034250	TG(10:0/12:0/25:0)	TG(10:0/12:0/25:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/12:0/25:0) is made up of one decanoyl(R1), one dodecanoyl(R2), and one pentacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C50H96O6	InChI=1S/C50H96O6/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-29-30-32-34-37-40-43-49(52)55-46-47(45-54-48(51)42-39-36-33-15-12-9-6-3)56-50(53)44-41-38-35-31-17-14-11-8-5-2/h47H,4-46H2,1-3H3/t47-/m0/s1	TVNRXTXXQMGMHB-MFERNQICSA-N	792.7206908			MMDBc0047462
BASm0034251	TG(10:0/15:0/22:0)	TG(10:0/15:0/22:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/15:0/22:0) is made up of one decanoyl(R1), one pentadecanoyl(R2), and one docosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C50H96O6	InChI=1S/C50H96O6/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-30-31-34-37-40-43-49(52)55-46-47(45-54-48(51)42-39-36-33-15-12-9-6-3)56-50(53)44-41-38-35-32-29-21-19-17-14-11-8-5-2/h47H,4-46H2,1-3H3/t47-/m0/s1	BXRGDCZOOABBCC-MFERNQICSA-N	792.7206908			MMDBc0047463
BASm0034252	TG(12:0/15:0/20:0)	TG(12:0/15:0/20:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/15:0/20:0) is made up of one dodecanoyl(R1), one pentadecanoyl(R2), and one eicosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C50H96O6	InChI=1S/C50H96O6/c1-4-7-10-13-16-19-21-23-24-25-26-27-29-31-34-37-40-43-49(52)55-46-47(45-54-48(51)42-39-36-33-30-18-15-12-9-6-3)56-50(53)44-41-38-35-32-28-22-20-17-14-11-8-5-2/h47H,4-46H2,1-3H3/t47-/m0/s1	YRPDOPASFMBIMS-MFERNQICSA-N	792.7206908			MMDBc0047464
BASm0034253	TG(14:0/15:0/18:0)	TG(14:0/15:0/18:0) is a monostearic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/15:0/18:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of pentadecanoic acid at the C-2 position and one chain of stearic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C50H96O6	InChI=1S/C50H96O6/c1-4-7-10-13-16-19-22-24-25-26-29-31-34-37-40-43-49(52)55-46-47(45-54-48(51)42-39-36-33-30-27-21-18-15-12-9-6-3)56-50(53)44-41-38-35-32-28-23-20-17-14-11-8-5-2/h47H,4-46H2,1-3H3/t47-/m0/s1	DFLVJCOHPICQQW-MFERNQICSA-N	792.7206908			MMDBc0047465
BASm0034254	TG(15:0/16:0/16:0)	TG(15:0/16:0/16:0) is a dipalmitic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(15:0/16:0/16:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position, one chain of palmitic acid at the C-2 position and one chain of palmitic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C50H96O6	InChI=1S/C50H96O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-49(52)55-46-47(45-54-48(51)42-39-36-33-30-27-24-21-18-15-12-9-6-3)56-50(53)44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h47H,4-46H2,1-3H3/t47-/m0/s1	BLIGKERFCBUUQF-MFERNQICSA-N	792.7206908			MMDBc0047466
BASm0034255	TG(10:0/10:0/28:0)	TG(10:0/10:0/28:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/10:0/28:0) is made up of one decanoyl(R1), one decanoyl(R2), and one octacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C51H98O6	InChI=1S/C51H98O6/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-36-38-41-44-50(53)56-47-48(57-51(54)45-42-39-35-15-12-9-6-3)46-55-49(52)43-40-37-34-14-11-8-5-2/h48H,4-47H2,1-3H3/t48-/m0/s1	LDGOJVYOEDFVAK-DYVQZXGMSA-N	806.7363409			MMDBc0047467
BASm0034256	TG(10:0/12:0/26:0)	TG(10:0/12:0/26:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/12:0/26:0) is made up of one decanoyl(R1), one dodecanoyl(R2), and one hexacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C51H98O6	InChI=1S/C51H98O6/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-29-30-31-33-35-38-41-44-50(53)56-47-48(46-55-49(52)43-40-37-34-15-12-9-6-3)57-51(54)45-42-39-36-32-17-14-11-8-5-2/h48H,4-47H2,1-3H3/t48-/m0/s1	IYWHJBVBNNXBCP-DYVQZXGMSA-N	806.7363409			MMDBc0047468
BASm0034257	TG(10:0/14:0/24:0)	TG(10:0/14:0/24:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/14:0/24:0) is made up of one decanoyl(R1), one tetradecanoyl(R2), and one tetracosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C51H98O6	InChI=1S/C51H98O6/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-31-32-35-38-41-44-50(53)56-47-48(46-55-49(52)43-40-37-34-15-12-9-6-3)57-51(54)45-42-39-36-33-30-19-17-14-11-8-5-2/h48H,4-47H2,1-3H3/t48-/m0/s1	VZPCVXQEQRMRAF-DYVQZXGMSA-N	806.7363409			MMDBc0047469
BASm0034258	TG(10:0/16:0/22:0)	TG(10:0/16:0/22:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/16:0/22:0) is made up of one decanoyl(R1), one hexadecanoyl(R2), and one docosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C51H98O6	InChI=1S/C51H98O6/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-29-30-32-35-38-41-44-50(53)56-47-48(46-55-49(52)43-40-37-34-15-12-9-6-3)57-51(54)45-42-39-36-33-31-28-21-19-17-14-11-8-5-2/h48H,4-47H2,1-3H3/t48-/m0/s1	NHNWUISJEDYARD-DYVQZXGMSA-N	806.7363409			MMDBc0047470
BASm0034259	TG(10:0/18:0/20:0)	TG(10:0/18:0/20:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/18:0/20:0) is made up of one decanoyl(R1), one octadecanoyl(R2), and one eicosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C51H98O6	InChI=1S/C51H98O6/c1-4-7-10-13-16-18-20-22-24-25-27-28-30-32-35-38-41-44-50(53)56-47-48(46-55-49(52)43-40-37-34-15-12-9-6-3)57-51(54)45-42-39-36-33-31-29-26-23-21-19-17-14-11-8-5-2/h48H,4-47H2,1-3H3/t48-/m0/s1	UOGGEMONQQRKIT-DYVQZXGMSA-N	806.7363409			MMDBc0047471
BASm0034260	TG(12:0/12:0/24:0)	TG(12:0/12:0/24:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/12:0/24:0) is made up of one dodecanoyl(R1), one dodecanoyl(R2), and one tetracosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C51H98O6	InChI=1S/C51H98O6/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-29-30-33-35-38-41-44-50(53)56-47-48(57-51(54)45-42-39-36-32-18-15-12-9-6-3)46-55-49(52)43-40-37-34-31-17-14-11-8-5-2/h48H,4-47H2,1-3H3/t48-/m0/s1	HLBHJULSWUKJMH-DYVQZXGMSA-N	806.7363409			MMDBc0047472
BASm0034261	TG(12:0/14:0/22:0)	TG(12:0/14:0/22:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/14:0/22:0) is made up of one dodecanoyl(R1), one tetradecanoyl(R2), and one docosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C51H98O6	InChI=1S/C51H98O6/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-30-32-35-38-41-44-50(53)56-47-48(46-55-49(52)43-40-37-34-31-18-15-12-9-6-3)57-51(54)45-42-39-36-33-29-20-17-14-11-8-5-2/h48H,4-47H2,1-3H3/t48-/m0/s1	NCVLYJZVIZMEHJ-DYVQZXGMSA-N	806.7363409			MMDBc0047473
BASm0034262	TG(12:0/16:0/20:0)	TG(12:0/16:0/20:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/16:0/20:0) is made up of one dodecanoyl(R1), one hexadecanoyl(R2), and one eicosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C51H98O6	InChI=1S/C51H98O6/c1-4-7-10-13-16-19-21-23-24-25-26-28-29-32-35-38-41-44-50(53)56-47-48(46-55-49(52)43-40-37-34-31-18-15-12-9-6-3)57-51(54)45-42-39-36-33-30-27-22-20-17-14-11-8-5-2/h48H,4-47H2,1-3H3/t48-/m0/s1	FTIBVSNHDVLVFQ-DYVQZXGMSA-N	806.7363409			MMDBc0047474
BASm0034263	TG(12:0/18:0/18:0)	TG(12:0/18:0/18:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/18:0/18:0) is made up of one dodecanoyl(R1), one octadecanoyl(R2), and one octadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C51H98O6	InChI=1S/C51H98O6/c1-4-7-10-13-16-19-21-23-25-27-29-32-35-38-41-44-50(53)56-47-48(46-55-49(52)43-40-37-34-31-18-15-12-9-6-3)57-51(54)45-42-39-36-33-30-28-26-24-22-20-17-14-11-8-5-2/h48H,4-47H2,1-3H3/t48-/m0/s1	YLQQLZOJRAJYEL-DYVQZXGMSA-N	806.7363409			MMDBc0047475
BASm0034264	TG(14:0/14:0/20:0)	TG(14:0/14:0/20:0) is a dimyristic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/14:0/20:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of myristic acid at the C-2 position and one chain of arachidic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C51H98O6	InChI=1S/C51H98O6/c1-4-7-10-13-16-19-22-23-24-25-26-27-30-32-35-38-41-44-50(53)56-47-48(57-51(54)45-42-39-36-33-29-21-18-15-12-9-6-3)46-55-49(52)43-40-37-34-31-28-20-17-14-11-8-5-2/h48H,4-47H2,1-3H3/t48-/m0/s1	ZARHKOGIOAZUIC-DYVQZXGMSA-N	806.7363409			MMDBc0047476
BASm0034265	TG(14:0/16:0/18:0)	TG(14:0/16:0/18:0) is a monostearic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/16:0/18:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of palmitic acid at the C-2 position and one chain of stearic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C51H98O6	InChI=1S/C51H98O6/c1-4-7-10-13-16-19-22-24-25-27-29-32-35-38-41-44-50(53)56-47-48(46-55-49(52)43-40-37-34-31-28-21-18-15-12-9-6-3)57-51(54)45-42-39-36-33-30-26-23-20-17-14-11-8-5-2/h48H,4-47H2,1-3H3/t48-/m0/s1	JTDPHURHZMZJHD-DYVQZXGMSA-N	806.7363409			MMDBc0047477
BASm0034266	TG(15:0/15:0/18:0)	TG(15:0/15:0/18:0) is a dipentadecanoic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(15:0/15:0/18:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position, one chain of pentadecanoic acid at the C-2 position and one chain of stearic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C51H98O6	InChI=1S/C51H98O6/c1-4-7-10-13-16-19-22-25-26-27-30-32-35-38-41-44-50(53)56-47-48(57-51(54)45-42-39-36-33-29-24-21-18-15-12-9-6-3)46-55-49(52)43-40-37-34-31-28-23-20-17-14-11-8-5-2/h48H,4-47H2,1-3H3/t48-/m0/s1	MXGVLHSWOFOKGY-DYVQZXGMSA-N	806.7363409			MMDBc0047478
BASm0034267	TG(10:0/10:0/29:0)	TG(10:0/10:0/29:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/10:0/29:0) is made up of one decanoyl(R1), one decanoyl(R2), and one nonacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C52H100O6	InChI=1S/C52H100O6/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-37-39-42-45-51(54)57-48-49(58-52(55)46-43-40-36-15-12-9-6-3)47-56-50(53)44-41-38-35-14-11-8-5-2/h49H,4-48H2,1-3H3/t49-/m0/s1	DRIOEOPIEGQGIT-GGCSAXROSA-N	820.7519909			MMDBc0047479
BASm0034268	TG(10:0/12:0/27:0)	TG(10:0/12:0/27:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/12:0/27:0) is made up of one decanoyl(R1), one dodecanoyl(R2), and one heptacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C52H100O6	InChI=1S/C52H100O6/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-34-36-39-42-45-51(54)57-48-49(47-56-50(53)44-41-38-35-15-12-9-6-3)58-52(55)46-43-40-37-33-17-14-11-8-5-2/h49H,4-48H2,1-3H3/t49-/m0/s1	AAQZIQJOZULCHG-GGCSAXROSA-N	820.7519909			MMDBc0047480
BASm0034269	TG(10:0/14:0/25:0)	TG(10:0/14:0/25:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/14:0/25:0) is made up of one decanoyl(R1), one tetradecanoyl(R2), and one pentacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C52H100O6	InChI=1S/C52H100O6/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-32-33-36-39-42-45-51(54)57-48-49(47-56-50(53)44-41-38-35-15-12-9-6-3)58-52(55)46-43-40-37-34-31-19-17-14-11-8-5-2/h49H,4-48H2,1-3H3/t49-/m0/s1	CCHFSSQGKUNIFC-GGCSAXROSA-N	820.7519909			MMDBc0047481
BASm0034270	TG(10:0/15:0/24:0)	TG(10:0/15:0/24:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/15:0/24:0) is made up of one decanoyl(R1), one pentadecanoyl(R2), and one tetracosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C52H100O6	InChI=1S/C52H100O6/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-32-33-36-39-42-45-51(54)57-48-49(47-56-50(53)44-41-38-35-15-12-9-6-3)58-52(55)46-43-40-37-34-31-21-19-17-14-11-8-5-2/h49H,4-48H2,1-3H3/t49-/m0/s1	UOLBNWQWGOKETQ-GGCSAXROSA-N	820.7519909			MMDBc0047482
BASm0034271	TG(12:0/12:0/25:0)	TG(12:0/12:0/25:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/12:0/25:0) is made up of one dodecanoyl(R1), one dodecanoyl(R2), and one pentacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C52H100O6	InChI=1S/C52H100O6/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-29-30-31-34-36-39-42-45-51(54)57-48-49(58-52(55)46-43-40-37-33-18-15-12-9-6-3)47-56-50(53)44-41-38-35-32-17-14-11-8-5-2/h49H,4-48H2,1-3H3/t49-/m0/s1	PMTLQWIOXVFZNP-GGCSAXROSA-N	820.7519909			MMDBc0047483
BASm0034272	TG(12:0/15:0/22:0)	TG(12:0/15:0/22:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/15:0/22:0) is made up of one dodecanoyl(R1), one pentadecanoyl(R2), and one docosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C52H100O6	InChI=1S/C52H100O6/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-31-33-36-39-42-45-51(54)57-48-49(47-56-50(53)44-41-38-35-32-18-15-12-9-6-3)58-52(55)46-43-40-37-34-30-22-20-17-14-11-8-5-2/h49H,4-48H2,1-3H3/t49-/m0/s1	JQWOZYLWAQWIBC-GGCSAXROSA-N	820.7519909			MMDBc0047484
BASm0034273	TG(14:0/15:0/20:0)	TG(14:0/15:0/20:0) is a monoarachidic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/15:0/20:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of pentadecanoic acid at the C-2 position and one chain of arachidic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C52H100O6	InChI=1S/C52H100O6/c1-4-7-10-13-16-19-22-24-25-26-27-28-31-33-36-39-42-45-51(54)57-48-49(47-56-50(53)44-41-38-35-32-29-21-18-15-12-9-6-3)58-52(55)46-43-40-37-34-30-23-20-17-14-11-8-5-2/h49H,4-48H2,1-3H3/t49-/m0/s1	GIRZAEOMTXSKGJ-GGCSAXROSA-N	820.7519909			MMDBc0047485
BASm0034274	TG(15:0/16:0/18:0)	TG(15:0/16:0/18:0) is a monostearic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(15:0/16:0/18:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position, one chain of palmitic acid at the C-2 position and one chain of stearic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C52H100O6	InChI=1S/C52H100O6/c1-4-7-10-13-16-19-22-25-26-28-30-33-36-39-42-45-51(54)57-48-49(47-56-50(53)44-41-38-35-32-29-24-21-18-15-12-9-6-3)58-52(55)46-43-40-37-34-31-27-23-20-17-14-11-8-5-2/h49H,4-48H2,1-3H3/t49-/m0/s1	BABSZGMYWGFHOB-GGCSAXROSA-N	820.7519909			MMDBc0047486
BASm0034275	TG(10:0/10:0/30:0)	TG(10:0/10:0/30:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/10:0/30:0) is made up of one decanoyl(R1), one decanoyl(R2), and one tricontanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C53H102O6	InChI=1S/C53H102O6/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-38-40-43-46-52(55)58-49-50(59-53(56)47-44-41-37-15-12-9-6-3)48-57-51(54)45-42-39-36-14-11-8-5-2/h50H,4-49H2,1-3H3/t50-/m0/s1	WPSQSIAFHYJIDG-DPDRHGIRSA-N	834.767641			MMDBc0047487
BASm0034276	TG(10:0/12:0/28:0)	TG(10:0/12:0/28:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/12:0/28:0) is made up of one decanoyl(R1), one dodecanoyl(R2), and one octacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C53H102O6	InChI=1S/C53H102O6/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-35-37-40-43-46-52(55)58-49-50(48-57-51(54)45-42-39-36-15-12-9-6-3)59-53(56)47-44-41-38-34-17-14-11-8-5-2/h50H,4-49H2,1-3H3/t50-/m0/s1	XIAPVQWYTNDMHX-DPDRHGIRSA-N	834.767641			MMDBc0047488
BASm0034277	TG(10:0/14:0/26:0)	TG(10:0/14:0/26:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/14:0/26:0) is made up of one decanoyl(R1), one tetradecanoyl(R2), and one hexacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C53H102O6	InChI=1S/C53H102O6/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-33-34-37-40-43-46-52(55)58-49-50(48-57-51(54)45-42-39-36-15-12-9-6-3)59-53(56)47-44-41-38-35-32-19-17-14-11-8-5-2/h50H,4-49H2,1-3H3/t50-/m0/s1	MCRWBKGSCLRBBA-DPDRHGIRSA-N	834.767641			MMDBc0047489
BASm0034278	TG(10:0/15:0/25:0)	TG(10:0/15:0/25:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/15:0/25:0) is made up of one decanoyl(R1), one pentadecanoyl(R2), and one pentacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C53H102O6	InChI=1S/C53H102O6/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-33-34-37-40-43-46-52(55)58-49-50(48-57-51(54)45-42-39-36-15-12-9-6-3)59-53(56)47-44-41-38-35-32-21-19-17-14-11-8-5-2/h50H,4-49H2,1-3H3/t50-/m0/s1	OYBJXDGSIYKECX-DPDRHGIRSA-N	834.767641			MMDBc0047490
BASm0034279	TG(10:0/16:0/24:0)	TG(10:0/16:0/24:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/16:0/24:0) is made up of one decanoyl(R1), one hexadecanoyl(R2), and one tetracosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C53H102O6	InChI=1S/C53H102O6/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-31-32-34-37-40-43-46-52(55)58-49-50(48-57-51(54)45-42-39-36-15-12-9-6-3)59-53(56)47-44-41-38-35-33-30-21-19-17-14-11-8-5-2/h50H,4-49H2,1-3H3/t50-/m0/s1	OGYYIPXENXKLOA-DPDRHGIRSA-N	834.767641			MMDBc0047491
BASm0034280	TG(10:0/18:0/22:0)	TG(10:0/18:0/22:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/18:0/22:0) is made up of one decanoyl(R1), one octadecanoyl(R2), and one docosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C53H102O6	InChI=1S/C53H102O6/c1-4-7-10-13-16-18-20-22-24-25-26-27-29-30-32-34-37-40-43-46-52(55)58-49-50(48-57-51(54)45-42-39-36-15-12-9-6-3)59-53(56)47-44-41-38-35-33-31-28-23-21-19-17-14-11-8-5-2/h50H,4-49H2,1-3H3/t50-/m0/s1	PSLWPRVKAOPXOE-DPDRHGIRSA-N	834.767641			MMDBc0047492
BASm0034281	TG(10:0/20:0/20:0)	TG(10:0/20:0/20:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/20:0/20:0) is made up of one decanoyl(R1), one eicosanoyl(R2), and one eicosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C53H102O6	InChI=1S/C53H102O6/c1-4-7-10-13-16-18-20-22-24-26-28-30-32-34-37-40-43-46-52(55)58-49-50(48-57-51(54)45-42-39-36-15-12-9-6-3)59-53(56)47-44-41-38-35-33-31-29-27-25-23-21-19-17-14-11-8-5-2/h50H,4-49H2,1-3H3/t50-/m0/s1	WXZBHLKJGUEEMS-DPDRHGIRSA-N	834.767641			MMDBc0047493
BASm0034282	TG(12:0/12:0/26:0)	TG(12:0/12:0/26:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/12:0/26:0) is made up of one dodecanoyl(R1), one dodecanoyl(R2), and one hexacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C53H102O6	InChI=1S/C53H102O6/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-29-30-31-32-35-37-40-43-46-52(55)58-49-50(59-53(56)47-44-41-38-34-18-15-12-9-6-3)48-57-51(54)45-42-39-36-33-17-14-11-8-5-2/h50H,4-49H2,1-3H3/t50-/m0/s1	LWPPIPZNHKKLRS-DPDRHGIRSA-N	834.767641			MMDBc0047494
BASm0034283	TG(12:0/14:0/24:0)	TG(12:0/14:0/24:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/14:0/24:0) is made up of one dodecanoyl(R1), one tetradecanoyl(R2), and one tetracosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C53H102O6	InChI=1S/C53H102O6/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-32-34-37-40-43-46-52(55)58-49-50(48-57-51(54)45-42-39-36-33-18-15-12-9-6-3)59-53(56)47-44-41-38-35-31-20-17-14-11-8-5-2/h50H,4-49H2,1-3H3/t50-/m0/s1	OJJUYOPFYZTTAN-DPDRHGIRSA-N	834.767641			MMDBc0047495
BASm0034284	TG(12:0/16:0/22:0)	TG(12:0/16:0/22:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/16:0/22:0) is made up of one dodecanoyl(R1), one hexadecanoyl(R2), and one docosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C53H102O6	InChI=1S/C53H102O6/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-30-31-34-37-40-43-46-52(55)58-49-50(48-57-51(54)45-42-39-36-33-18-15-12-9-6-3)59-53(56)47-44-41-38-35-32-29-22-20-17-14-11-8-5-2/h50H,4-49H2,1-3H3/t50-/m0/s1	XSGBSWSXYBNTGW-DPDRHGIRSA-N	834.767641			MMDBc0047496
BASm0034285	TG(12:0/18:0/20:0)	TG(12:0/18:0/20:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/18:0/20:0) is made up of one dodecanoyl(R1), one octadecanoyl(R2), and one eicosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C53H102O6	InChI=1S/C53H102O6/c1-4-7-10-13-16-19-21-23-25-26-28-29-31-34-37-40-43-46-52(55)58-49-50(48-57-51(54)45-42-39-36-33-18-15-12-9-6-3)59-53(56)47-44-41-38-35-32-30-27-24-22-20-17-14-11-8-5-2/h50H,4-49H2,1-3H3/t50-/m0/s1	YDDCNJYNLMQWIB-DPDRHGIRSA-N	834.767641			MMDBc0047497
BASm0034286	TG(14:0/14:0/22:0)	TG(14:0/14:0/22:0) is a dimyristic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/14:0/22:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of myristic acid at the C-2 position and one chain of behenic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C53H102O6	InChI=1S/C53H102O6/c1-4-7-10-13-16-19-22-23-24-25-26-27-28-29-32-34-37-40-43-46-52(55)58-49-50(59-53(56)47-44-41-38-35-31-21-18-15-12-9-6-3)48-57-51(54)45-42-39-36-33-30-20-17-14-11-8-5-2/h50H,4-49H2,1-3H3/t50-/m0/s1	VBHCISIMDOKKHO-DPDRHGIRSA-N	834.767641			MMDBc0047498
BASm0034287	TG(14:0/16:0/20:0)	TG(14:0/16:0/20:0) is a monoarachidic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/16:0/20:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of palmitic acid at the C-2 position and one chain of arachidic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C53H102O6	InChI=1S/C53H102O6/c1-4-7-10-13-16-19-22-24-25-26-27-29-31-34-37-40-43-46-52(55)58-49-50(48-57-51(54)45-42-39-36-33-30-21-18-15-12-9-6-3)59-53(56)47-44-41-38-35-32-28-23-20-17-14-11-8-5-2/h50H,4-49H2,1-3H3/t50-/m0/s1	VGEMNMJCWPDGJU-DPDRHGIRSA-N	834.767641			MMDBc0047499
BASm0034288	TG(14:0/18:0/18:0)	TG(14:0/18:0/18:0) is a distearic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/18:0/18:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of stearic acid at the C-2 position and one chain of stearic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C53H102O6	InChI=1S/C53H102O6/c1-4-7-10-13-16-19-22-24-26-28-31-34-37-40-43-46-52(55)58-49-50(48-57-51(54)45-42-39-36-33-30-21-18-15-12-9-6-3)59-53(56)47-44-41-38-35-32-29-27-25-23-20-17-14-11-8-5-2/h50H,4-49H2,1-3H3/t50-/m0/s1	RDVFJKJMACSAJD-DPDRHGIRSA-N	834.767641			MMDBc0047500
BASm0034289	TG(15:0/15:0/20:0)	TG(15:0/15:0/20:0) is a dipentadecanoic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(15:0/15:0/20:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position, one chain of pentadecanoic acid at the C-2 position and one chain of arachidic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C53H102O6	InChI=1S/C53H102O6/c1-4-7-10-13-16-19-22-25-26-27-28-29-32-34-37-40-43-46-52(55)58-49-50(59-53(56)47-44-41-38-35-31-24-21-18-15-12-9-6-3)48-57-51(54)45-42-39-36-33-30-23-20-17-14-11-8-5-2/h50H,4-49H2,1-3H3/t50-/m0/s1	GHWPYISBTFIDIJ-DPDRHGIRSA-N	834.767641			MMDBc0047501
BASm0034290	TG(10:0/12:0/29:0)	TG(10:0/12:0/29:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/12:0/29:0) is made up of one decanoyl(R1), one dodecanoyl(R2), and one nonacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C54H104O6	InChI=1S/C54H104O6/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-36-38-41-44-47-53(56)59-50-51(49-58-52(55)46-43-40-37-15-12-9-6-3)60-54(57)48-45-42-39-35-17-14-11-8-5-2/h51H,4-50H2,1-3H3/t51-/m0/s1	JTEDGYIUFBBQTM-XHIZWQFQSA-N	848.7832911			MMDBc0047502
BASm0034291	TG(10:0/14:0/27:0)	TG(10:0/14:0/27:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/14:0/27:0) is made up of one decanoyl(R1), one tetradecanoyl(R2), and one heptacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C54H104O6	InChI=1S/C54H104O6/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-32-34-35-38-41-44-47-53(56)59-50-51(49-58-52(55)46-43-40-37-15-12-9-6-3)60-54(57)48-45-42-39-36-33-19-17-14-11-8-5-2/h51H,4-50H2,1-3H3/t51-/m0/s1	OVFYILITJXZYTP-XHIZWQFQSA-N	848.7832911			MMDBc0047503
BASm0034292	TG(10:0/15:0/26:0)	TG(10:0/15:0/26:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/15:0/26:0) is made up of one decanoyl(R1), one pentadecanoyl(R2), and one hexacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C54H104O6	InChI=1S/C54H104O6/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-34-35-38-41-44-47-53(56)59-50-51(49-58-52(55)46-43-40-37-15-12-9-6-3)60-54(57)48-45-42-39-36-33-21-19-17-14-11-8-5-2/h51H,4-50H2,1-3H3/t51-/m0/s1	NKTOGCJNUDCLRG-XHIZWQFQSA-N	848.7832911			MMDBc0047504
BASm0034293	TG(10:0/16:0/25:0)	TG(10:0/16:0/25:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/16:0/25:0) is made up of one decanoyl(R1), one hexadecanoyl(R2), and one pentacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C54H104O6	InChI=1S/C54H104O6/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-32-33-35-38-41-44-47-53(56)59-50-51(49-58-52(55)46-43-40-37-15-12-9-6-3)60-54(57)48-45-42-39-36-34-31-21-19-17-14-11-8-5-2/h51H,4-50H2,1-3H3/t51-/m0/s1	AKGMKHVBMOORSH-XHIZWQFQSA-N	848.7832911			MMDBc0047505
BASm0034294	TG(12:0/12:0/27:0)	TG(12:0/12:0/27:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/12:0/27:0) is made up of one dodecanoyl(R1), one dodecanoyl(R2), and one heptacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C54H104O6	InChI=1S/C54H104O6/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-36-38-41-44-47-53(56)59-50-51(60-54(57)48-45-42-39-35-18-15-12-9-6-3)49-58-52(55)46-43-40-37-34-17-14-11-8-5-2/h51H,4-50H2,1-3H3/t51-/m0/s1	PGQJBCHYAMTWKD-XHIZWQFQSA-N	848.7832911			MMDBc0047506
BASm0034295	TG(12:0/14:0/25:0)	TG(12:0/14:0/25:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/14:0/25:0) is made up of one dodecanoyl(R1), one tetradecanoyl(R2), and one pentacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C54H104O6	InChI=1S/C54H104O6/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-33-35-38-41-44-47-53(56)59-50-51(49-58-52(55)46-43-40-37-34-18-15-12-9-6-3)60-54(57)48-45-42-39-36-32-20-17-14-11-8-5-2/h51H,4-50H2,1-3H3/t51-/m0/s1	FFTFKQYFBWXPPR-XHIZWQFQSA-N	848.7832911			MMDBc0047507
BASm0034296	TG(12:0/15:0/24:0)	TG(12:0/15:0/24:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/15:0/24:0) is made up of one dodecanoyl(R1), one pentadecanoyl(R2), and one tetracosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C54H104O6	InChI=1S/C54H104O6/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-33-35-38-41-44-47-53(56)59-50-51(49-58-52(55)46-43-40-37-34-18-15-12-9-6-3)60-54(57)48-45-42-39-36-32-22-20-17-14-11-8-5-2/h51H,4-50H2,1-3H3/t51-/m0/s1	YPEGXHGOADJUDI-XHIZWQFQSA-N	848.7832911			MMDBc0047508
BASm0034297	TG(14:0/15:0/22:0)	TG(14:0/15:0/22:0) is a monobehenic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/15:0/22:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of pentadecanoic acid at the C-2 position and one chain of behenic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C54H104O6	InChI=1S/C54H104O6/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-33-35-38-41-44-47-53(56)59-50-51(49-58-52(55)46-43-40-37-34-31-21-18-15-12-9-6-3)60-54(57)48-45-42-39-36-32-23-20-17-14-11-8-5-2/h51H,4-50H2,1-3H3/t51-/m0/s1	WKQBXIHVEYUNQD-XHIZWQFQSA-N	848.7832911			MMDBc0047509
BASm0034298	TG(15:0/16:0/20:0)	TG(15:0/16:0/20:0) is a monoarachidic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(15:0/16:0/20:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position, one chain of palmitic acid at the C-2 position and one chain of arachidic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C54H104O6	InChI=1S/C54H104O6/c1-4-7-10-13-16-19-22-25-26-27-28-30-32-35-38-41-44-47-53(56)59-50-51(49-58-52(55)46-43-40-37-34-31-24-21-18-15-12-9-6-3)60-54(57)48-45-42-39-36-33-29-23-20-17-14-11-8-5-2/h51H,4-50H2,1-3H3/t51-/m0/s1	UBRUDNIIBBSCKQ-XHIZWQFQSA-N	848.7832911			MMDBc0047510
BASm0034299	TG(15:0/18:0/18:0)	TG(15:0/18:0/18:0) is a distearic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(15:0/18:0/18:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position, one chain of stearic acid at the C-2 position and one chain of stearic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C54H104O6	InChI=1S/C54H104O6/c1-4-7-10-13-16-19-22-25-27-29-32-35-38-41-44-47-53(56)59-50-51(49-58-52(55)46-43-40-37-34-31-24-21-18-15-12-9-6-3)60-54(57)48-45-42-39-36-33-30-28-26-23-20-17-14-11-8-5-2/h51H,4-50H2,1-3H3/t51-/m0/s1	FGHLPDPTROCGDY-XHIZWQFQSA-N	848.7832911			MMDBc0047511
BASm0034300	TG(10:0/12:0/30:0)	TG(10:0/12:0/30:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/12:0/30:0) is made up of one decanoyl(R1), one dodecanoyl(R2), and one tricontanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C55H106O6	InChI=1S/C55H106O6/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-37-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-15-12-9-6-3)61-55(58)49-46-43-40-36-17-14-11-8-5-2/h52H,4-51H2,1-3H3/t52-/m0/s1	JZEVYQXUTXQWAZ-MPLRIKRWSA-N	862.7989411			MMDBc0047512
BASm0034301	TG(10:0/14:0/28:0)	TG(10:0/14:0/28:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/14:0/28:0) is made up of one decanoyl(R1), one tetradecanoyl(R2), and one octacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C55H106O6	InChI=1S/C55H106O6/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-32-33-35-36-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-15-12-9-6-3)61-55(58)49-46-43-40-37-34-19-17-14-11-8-5-2/h52H,4-51H2,1-3H3/t52-/m0/s1	SFFYEQXKGCHXBP-MPLRIKRWSA-N	862.7989411			MMDBc0047513
BASm0034302	TG(10:0/15:0/27:0)	TG(10:0/15:0/27:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/15:0/27:0) is made up of one decanoyl(R1), one pentadecanoyl(R2), and one heptacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C55H106O6	InChI=1S/C55H106O6/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-35-36-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-15-12-9-6-3)61-55(58)49-46-43-40-37-34-21-19-17-14-11-8-5-2/h52H,4-51H2,1-3H3/t52-/m0/s1	WJCNHYHJCLIVMV-MPLRIKRWSA-N	862.7989411			MMDBc0047514
BASm0034303	TG(10:0/16:0/26:0)	TG(10:0/16:0/26:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/16:0/26:0) is made up of one decanoyl(R1), one hexadecanoyl(R2), and one hexacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C55H106O6	InChI=1S/C55H106O6/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-33-34-36-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-15-12-9-6-3)61-55(58)49-46-43-40-37-35-32-21-19-17-14-11-8-5-2/h52H,4-51H2,1-3H3/t52-/m0/s1	ORLKFOSVPOYXLQ-MPLRIKRWSA-N	862.7989411			MMDBc0047515
BASm0034304	TG(10:0/18:0/24:0)	TG(10:0/18:0/24:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/18:0/24:0) is made up of one decanoyl(R1), one octadecanoyl(R2), and one tetracosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C55H106O6	InChI=1S/C55H106O6/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-31-32-34-36-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-15-12-9-6-3)61-55(58)49-46-43-40-37-35-33-30-23-21-19-17-14-11-8-5-2/h52H,4-51H2,1-3H3/t52-/m0/s1	OXVJXOFUMPZKJB-MPLRIKRWSA-N	862.7989411			MMDBc0047516
BASm0034305	TG(10:0/20:0/22:0)	TG(10:0/20:0/22:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/20:0/22:0) is made up of one decanoyl(R1), one eicosanoyl(R2), and one docosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C55H106O6	InChI=1S/C55H106O6/c1-4-7-10-13-16-18-20-22-24-26-27-29-30-32-34-36-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-15-12-9-6-3)61-55(58)49-46-43-40-37-35-33-31-28-25-23-21-19-17-14-11-8-5-2/h52H,4-51H2,1-3H3/t52-/m0/s1	JAVYXNLKNXHHHC-MPLRIKRWSA-N	862.7989411			MMDBc0047517
BASm0034306	TG(12:0/12:0/28:0)	TG(12:0/12:0/28:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/12:0/28:0) is made up of one dodecanoyl(R1), one dodecanoyl(R2), and one octacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C55H106O6	InChI=1S/C55H106O6/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-37-39-42-45-48-54(57)60-51-52(61-55(58)49-46-43-40-36-18-15-12-9-6-3)50-59-53(56)47-44-41-38-35-17-14-11-8-5-2/h52H,4-51H2,1-3H3/t52-/m0/s1	VGLQFMAGEIALNH-MPLRIKRWSA-N	862.7989411			MMDBc0047518
BASm0034307	TG(12:0/14:0/26:0)	TG(12:0/14:0/26:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/14:0/26:0) is made up of one dodecanoyl(R1), one tetradecanoyl(R2), and one hexacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C55H106O6	InChI=1S/C55H106O6/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-34-36-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-35-18-15-12-9-6-3)61-55(58)49-46-43-40-37-33-20-17-14-11-8-5-2/h52H,4-51H2,1-3H3/t52-/m0/s1	GCSIGCOKOZDURJ-MPLRIKRWSA-N	862.7989411			MMDBc0047519
BASm0034308	TG(12:0/15:0/25:0)	TG(12:0/15:0/25:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/15:0/25:0) is made up of one dodecanoyl(R1), one pentadecanoyl(R2), and one pentacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C55H106O6	InChI=1S/C55H106O6/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-34-36-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-35-18-15-12-9-6-3)61-55(58)49-46-43-40-37-33-22-20-17-14-11-8-5-2/h52H,4-51H2,1-3H3/t52-/m0/s1	NRFJYXJFKPNJKV-MPLRIKRWSA-N	862.7989411			MMDBc0047520
BASm0034309	TG(12:0/16:0/24:0)	TG(12:0/16:0/24:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/16:0/24:0) is made up of one dodecanoyl(R1), one hexadecanoyl(R2), and one tetracosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C55H106O6	InChI=1S/C55H106O6/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-32-33-36-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-35-18-15-12-9-6-3)61-55(58)49-46-43-40-37-34-31-22-20-17-14-11-8-5-2/h52H,4-51H2,1-3H3/t52-/m0/s1	BWZCKTXRTAODHB-MPLRIKRWSA-N	862.7989411			MMDBc0047521
BASm0034310	TG(12:0/18:0/22:0)	TG(12:0/18:0/22:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/18:0/22:0) is made up of one dodecanoyl(R1), one octadecanoyl(R2), and one docosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C55H106O6	InChI=1S/C55H106O6/c1-4-7-10-13-16-19-21-23-25-26-27-28-30-31-33-36-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-35-18-15-12-9-6-3)61-55(58)49-46-43-40-37-34-32-29-24-22-20-17-14-11-8-5-2/h52H,4-51H2,1-3H3/t52-/m0/s1	HIAFOKFKVOGATH-MPLRIKRWSA-N	862.7989411			MMDBc0047522
BASm0034311	TG(12:0/20:0/20:0)	TG(12:0/20:0/20:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/20:0/20:0) is made up of one dodecanoyl(R1), one eicosanoyl(R2), and one eicosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C55H106O6	InChI=1S/C55H106O6/c1-4-7-10-13-16-19-21-23-25-27-29-31-33-36-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-35-18-15-12-9-6-3)61-55(58)49-46-43-40-37-34-32-30-28-26-24-22-20-17-14-11-8-5-2/h52H,4-51H2,1-3H3/t52-/m0/s1	YVWHOYYHWVFOSH-MPLRIKRWSA-N	862.7989411			MMDBc0047523
BASm0034312	TG(14:0/14:0/24:0)	TG(14:0/14:0/24:0) is a dimyristic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/14:0/24:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of myristic acid at the C-2 position and one chain of lignoceric acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C55H106O6	InChI=1S/C55H106O6/c1-4-7-10-13-16-19-22-23-24-25-26-27-28-29-30-31-34-36-39-42-45-48-54(57)60-51-52(61-55(58)49-46-43-40-37-33-21-18-15-12-9-6-3)50-59-53(56)47-44-41-38-35-32-20-17-14-11-8-5-2/h52H,4-51H2,1-3H3/t52-/m0/s1	FCBDBDGGHRJXBL-MPLRIKRWSA-N	862.7989411			MMDBc0047524
BASm0034313	TG(14:0/16:0/22:0)	TG(14:0/16:0/22:0) is a monobehenic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/16:0/22:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of palmitic acid at the C-2 position and one chain of behenic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C55H106O6	InChI=1S/C55H106O6/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-31-33-36-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-35-32-21-18-15-12-9-6-3)61-55(58)49-46-43-40-37-34-30-23-20-17-14-11-8-5-2/h52H,4-51H2,1-3H3/t52-/m0/s1	YNLBJDZGDGTZBP-MPLRIKRWSA-N	862.7989411			MMDBc0047525
BASm0034314	TG(14:0/18:0/20:0)	TG(14:0/18:0/20:0) is a monoarachidic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/18:0/20:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of stearic acid at the C-2 position and one chain of arachidic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C55H106O6	InChI=1S/C55H106O6/c1-4-7-10-13-16-19-22-24-26-27-29-30-33-36-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-35-32-21-18-15-12-9-6-3)61-55(58)49-46-43-40-37-34-31-28-25-23-20-17-14-11-8-5-2/h52H,4-51H2,1-3H3/t52-/m0/s1	RBAQACBDRBDZTL-MPLRIKRWSA-N	862.7989411			MMDBc0047526
BASm0034315	TG(15:0/15:0/22:0)	TG(15:0/15:0/22:0) is a dipentadecanoic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(15:0/15:0/22:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position, one chain of pentadecanoic acid at the C-2 position and one chain of behenic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C55H106O6	InChI=1S/C55H106O6/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-34-36-39-42-45-48-54(57)60-51-52(61-55(58)49-46-43-40-37-33-24-21-18-15-12-9-6-3)50-59-53(56)47-44-41-38-35-32-23-20-17-14-11-8-5-2/h52H,4-51H2,1-3H3/t52-/m0/s1	APMFDMKLEBUNLA-MPLRIKRWSA-N	862.7989411			MMDBc0047527
BASm0034316	TG(16:0/16:0/20:0)	TG(16:0/16:0/20:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(16:0/16:0/20:0) is made up of one hexadecanoyl(R1), one hexadecanoyl(R2), and one eicosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C55H106O6	InChI=1S/C55H106O6/c1-4-7-10-13-16-19-22-25-26-27-28-31-33-36-39-42-45-48-54(57)60-51-52(61-55(58)49-46-43-40-37-34-30-24-21-18-15-12-9-6-3)50-59-53(56)47-44-41-38-35-32-29-23-20-17-14-11-8-5-2/h52H,4-51H2,1-3H3/t52-/m0/s1	YDZWEVBRICYXOV-MPLRIKRWSA-N	862.7989411			MMDBc0047528
BASm0034317	TG(16:0/18:0/18:0)	TG(16:0/18:0/18:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(16:0/18:0/18:0) is made up of one hexadecanoyl(R1), one octadecanoyl(R2), and one octadecanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C55H106O6	InChI=1S/C55H106O6/c1-4-7-10-13-16-19-22-25-27-30-33-36-39-42-45-48-54(57)60-51-52(50-59-53(56)47-44-41-38-35-32-29-24-21-18-15-12-9-6-3)61-55(58)49-46-43-40-37-34-31-28-26-23-20-17-14-11-8-5-2/h52H,4-51H2,1-3H3/t52-/m0/s1	SDNYRTVJOFMYIW-MPLRIKRWSA-N	862.7989411			MMDBc0047529
BASm0034318	TG(10:0/14:0/29:0)	TG(10:0/14:0/29:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/14:0/29:0) is made up of one decanoyl(R1), one tetradecanoyl(R2), and one nonacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C56H108O6	InChI=1S/C56H108O6/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-36-37-40-43-46-49-55(58)61-52-53(51-60-54(57)48-45-42-39-15-12-9-6-3)62-56(59)50-47-44-41-38-35-19-17-14-11-8-5-2/h53H,4-52H2,1-3H3/t53-/m0/s1	UOJFHKSBLZJYPI-DTSDQNDWSA-N	876.8145912			MMDBc0047530
BASm0034319	TG(10:0/15:0/28:0)	TG(10:0/15:0/28:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/15:0/28:0) is made up of one decanoyl(R1), one pentadecanoyl(R2), and one octacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C56H108O6	InChI=1S/C56H108O6/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-34-36-37-40-43-46-49-55(58)61-52-53(51-60-54(57)48-45-42-39-15-12-9-6-3)62-56(59)50-47-44-41-38-35-21-19-17-14-11-8-5-2/h53H,4-52H2,1-3H3/t53-/m0/s1	ZCADQSAVASLAOH-DTSDQNDWSA-N	876.8145912			MMDBc0047531
BASm0034320	TG(10:0/16:0/27:0)	TG(10:0/16:0/27:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/16:0/27:0) is made up of one decanoyl(R1), one hexadecanoyl(R2), and one heptacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C56H108O6	InChI=1S/C56H108O6/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-34-35-37-40-43-46-49-55(58)61-52-53(51-60-54(57)48-45-42-39-15-12-9-6-3)62-56(59)50-47-44-41-38-36-33-21-19-17-14-11-8-5-2/h53H,4-52H2,1-3H3/t53-/m0/s1	VXZIVXOJBJZBEI-DTSDQNDWSA-N	876.8145912			MMDBc0047532
BASm0034321	TG(10:0/18:0/25:0)	TG(10:0/18:0/25:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/18:0/25:0) is made up of one decanoyl(R1), one octadecanoyl(R2), and one pentacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C56H108O6	InChI=1S/C56H108O6/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-32-33-35-37-40-43-46-49-55(58)61-52-53(51-60-54(57)48-45-42-39-15-12-9-6-3)62-56(59)50-47-44-41-38-36-34-31-23-21-19-17-14-11-8-5-2/h53H,4-52H2,1-3H3/t53-/m0/s1	RTBJKULXWMACJI-DTSDQNDWSA-N	876.8145912			MMDBc0047533
BASm0034322	TG(12:0/12:0/29:0)	TG(12:0/12:0/29:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/12:0/29:0) is made up of one dodecanoyl(R1), one dodecanoyl(R2), and one nonacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C56H108O6	InChI=1S/C56H108O6/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-38-40-43-46-49-55(58)61-52-53(62-56(59)50-47-44-41-37-18-15-12-9-6-3)51-60-54(57)48-45-42-39-36-17-14-11-8-5-2/h53H,4-52H2,1-3H3/t53-/m0/s1	XKYMYMDNXTVDRA-DTSDQNDWSA-N	876.8145912			MMDBc0047534
BASm0034323	TG(12:0/14:0/27:0)	TG(12:0/14:0/27:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/14:0/27:0) is made up of one dodecanoyl(R1), one tetradecanoyl(R2), and one heptacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C56H108O6	InChI=1S/C56H108O6/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-33-35-37-40-43-46-49-55(58)61-52-53(51-60-54(57)48-45-42-39-36-18-15-12-9-6-3)62-56(59)50-47-44-41-38-34-20-17-14-11-8-5-2/h53H,4-52H2,1-3H3/t53-/m0/s1	XTVDFJCZFWBZEK-DTSDQNDWSA-N	876.8145912			MMDBc0047535
BASm0034324	TG(12:0/15:0/26:0)	TG(12:0/15:0/26:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/15:0/26:0) is made up of one dodecanoyl(R1), one pentadecanoyl(R2), and one hexacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C56H108O6	InChI=1S/C56H108O6/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-35-37-40-43-46-49-55(58)61-52-53(51-60-54(57)48-45-42-39-36-18-15-12-9-6-3)62-56(59)50-47-44-41-38-34-22-20-17-14-11-8-5-2/h53H,4-52H2,1-3H3/t53-/m0/s1	SKMHTPUNBLNXFY-DTSDQNDWSA-N	876.8145912			MMDBc0047536
BASm0034325	TG(12:0/16:0/25:0)	TG(12:0/16:0/25:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/16:0/25:0) is made up of one dodecanoyl(R1), one hexadecanoyl(R2), and one pentacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C56H108O6	InChI=1S/C56H108O6/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-33-34-37-40-43-46-49-55(58)61-52-53(51-60-54(57)48-45-42-39-36-18-15-12-9-6-3)62-56(59)50-47-44-41-38-35-32-22-20-17-14-11-8-5-2/h53H,4-52H2,1-3H3/t53-/m0/s1	PYFVZJGFWKPFJY-DTSDQNDWSA-N	876.8145912			MMDBc0047537
BASm0034326	TG(14:0/14:0/25:0)	TG(14:0/14:0/25:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:0/14:0/25:0) is made up of one tetradecanoyl(R1), one tetradecanoyl(R2), and one pentacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C56H108O6	InChI=1S/C56H108O6/c1-4-7-10-13-16-19-22-23-24-25-26-27-28-29-30-31-32-35-37-40-43-46-49-55(58)61-52-53(62-56(59)50-47-44-41-38-34-21-18-15-12-9-6-3)51-60-54(57)48-45-42-39-36-33-20-17-14-11-8-5-2/h53H,4-52H2,1-3H3/t53-/m0/s1	ZGVKVUTYTRCFIX-DTSDQNDWSA-N	876.8145912			MMDBc0047538
BASm0034327	TG(14:0/15:0/24:0)	TG(14:0/15:0/24:0) is a monolignoceric acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/15:0/24:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of pentadecanoic acid at the C-2 position and one chain of lignoceric acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C56H108O6	InChI=1S/C56H108O6/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-32-35-37-40-43-46-49-55(58)61-52-53(51-60-54(57)48-45-42-39-36-33-21-18-15-12-9-6-3)62-56(59)50-47-44-41-38-34-23-20-17-14-11-8-5-2/h53H,4-52H2,1-3H3/t53-/m0/s1	GFAKZBLCKVOKCI-DTSDQNDWSA-N	876.8145912			MMDBc0047539
BASm0034328	TG(15:0/16:0/22:0)	TG(15:0/16:0/22:0) is a monobehenic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(15:0/16:0/22:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position, one chain of palmitic acid at the C-2 position and one chain of behenic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C56H108O6	InChI=1S/C56H108O6/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-32-34-37-40-43-46-49-55(58)61-52-53(51-60-54(57)48-45-42-39-36-33-24-21-18-15-12-9-6-3)62-56(59)50-47-44-41-38-35-31-23-20-17-14-11-8-5-2/h53H,4-52H2,1-3H3/t53-/m0/s1	FXUDCOMYUNAHBJ-DTSDQNDWSA-N	876.8145912			MMDBc0047540
BASm0034329	TG(15:0/18:0/20:0)	TG(15:0/18:0/20:0) is a monoarachidic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(15:0/18:0/20:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position, one chain of stearic acid at the C-2 position and one chain of arachidic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C56H108O6	InChI=1S/C56H108O6/c1-4-7-10-13-16-19-22-25-27-28-30-31-34-37-40-43-46-49-55(58)61-52-53(51-60-54(57)48-45-42-39-36-33-24-21-18-15-12-9-6-3)62-56(59)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h53H,4-52H2,1-3H3/t53-/m0/s1	UAUWGWKEGRQWNJ-DTSDQNDWSA-N	876.8145912			MMDBc0047541
BASm0034330	TG(10:0/14:0/30:0)	TG(10:0/14:0/30:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/14:0/30:0) is made up of one decanoyl(R1), one tetradecanoyl(R2), and one tricontanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C57H110O6	InChI=1S/C57H110O6/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-37-38-41-44-47-50-56(59)62-53-54(52-61-55(58)49-46-43-40-15-12-9-6-3)63-57(60)51-48-45-42-39-36-19-17-14-11-8-5-2/h54H,4-53H2,1-3H3/t54-/m0/s1	LLVGIGVDMABLRR-XSMLMOGHSA-N	890.8302413			MMDBc0047542
BASm0034331	TG(10:0/15:0/29:0)	TG(10:0/15:0/29:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/15:0/29:0) is made up of one decanoyl(R1), one pentadecanoyl(R2), and one nonacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C57H110O6	InChI=1S/C57H110O6/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-34-35-37-38-41-44-47-50-56(59)62-53-54(52-61-55(58)49-46-43-40-15-12-9-6-3)63-57(60)51-48-45-42-39-36-21-19-17-14-11-8-5-2/h54H,4-53H2,1-3H3/t54-/m0/s1	KMOLBDGCDQKHEF-XSMLMOGHSA-N	890.8302413			MMDBc0047543
BASm0034332	TG(10:0/16:0/28:0)	TG(10:0/16:0/28:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/16:0/28:0) is made up of one decanoyl(R1), one hexadecanoyl(R2), and one octacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C57H110O6	InChI=1S/C57H110O6/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-35-36-38-41-44-47-50-56(59)62-53-54(52-61-55(58)49-46-43-40-15-12-9-6-3)63-57(60)51-48-45-42-39-37-34-21-19-17-14-11-8-5-2/h54H,4-53H2,1-3H3/t54-/m0/s1	DVGIKUFTKRDXGI-XSMLMOGHSA-N	890.8302413			MMDBc0047544
BASm0034333	TG(10:0/18:0/26:0)	TG(10:0/18:0/26:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/18:0/26:0) is made up of one decanoyl(R1), one octadecanoyl(R2), and one hexacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C57H110O6	InChI=1S/C57H110O6/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-33-34-36-38-41-44-47-50-56(59)62-53-54(52-61-55(58)49-46-43-40-15-12-9-6-3)63-57(60)51-48-45-42-39-37-35-32-23-21-19-17-14-11-8-5-2/h54H,4-53H2,1-3H3/t54-/m0/s1	XMHNAVGJWCGUBJ-XSMLMOGHSA-N	890.8302413			MMDBc0047545
BASm0034334	TG(10:0/20:0/24:0)	TG(10:0/20:0/24:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/20:0/24:0) is made up of one decanoyl(R1), one eicosanoyl(R2), and one tetracosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C57H110O6	InChI=1S/C57H110O6/c1-4-7-10-13-16-18-20-22-24-26-27-28-29-31-32-34-36-38-41-44-47-50-56(59)62-53-54(52-61-55(58)49-46-43-40-15-12-9-6-3)63-57(60)51-48-45-42-39-37-35-33-30-25-23-21-19-17-14-11-8-5-2/h54H,4-53H2,1-3H3/t54-/m0/s1	WLOOLPBWWDQJAE-XSMLMOGHSA-N	890.8302413			MMDBc0047546
BASm0034335	TG(10:0/22:0/22:0)	TG(10:0/22:0/22:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/22:0/22:0) is made up of one decanoyl(R1), one docosanoyl(R2), and one docosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C57H110O6	InChI=1S/C57H110O6/c1-4-7-10-13-16-18-20-22-24-26-28-30-32-34-36-38-41-44-47-50-56(59)62-53-54(52-61-55(58)49-46-43-40-15-12-9-6-3)63-57(60)51-48-45-42-39-37-35-33-31-29-27-25-23-21-19-17-14-11-8-5-2/h54H,4-53H2,1-3H3/t54-/m0/s1	QTKOGTWAELRTCA-XSMLMOGHSA-N	890.8302413			MMDBc0047547
BASm0034336	TG(12:0/12:0/30:0)	TG(12:0/12:0/30:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/12:0/30:0) is made up of one dodecanoyl(R1), one dodecanoyl(R2), and one tricontanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C57H110O6	InChI=1S/C57H110O6/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-39-41-44-47-50-56(59)62-53-54(63-57(60)51-48-45-42-38-18-15-12-9-6-3)52-61-55(58)49-46-43-40-37-17-14-11-8-5-2/h54H,4-53H2,1-3H3/t54-/m0/s1	YJLPEFONVHAOEI-XSMLMOGHSA-N	890.8302413			MMDBc0047548
BASm0034337	TG(12:0/14:0/28:0)	TG(12:0/14:0/28:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/14:0/28:0) is made up of one dodecanoyl(R1), one tetradecanoyl(R2), and one octacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C57H110O6	InChI=1S/C57H110O6/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-33-34-36-38-41-44-47-50-56(59)62-53-54(52-61-55(58)49-46-43-40-37-18-15-12-9-6-3)63-57(60)51-48-45-42-39-35-20-17-14-11-8-5-2/h54H,4-53H2,1-3H3/t54-/m0/s1	OEFGVIAZODUJHI-XSMLMOGHSA-N	890.8302413			MMDBc0047549
BASm0034338	TG(12:0/15:0/27:0)	TG(12:0/15:0/27:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/15:0/27:0) is made up of one dodecanoyl(R1), one pentadecanoyl(R2), and one heptacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C57H110O6	InChI=1S/C57H110O6/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-36-38-41-44-47-50-56(59)62-53-54(52-61-55(58)49-46-43-40-37-18-15-12-9-6-3)63-57(60)51-48-45-42-39-35-22-20-17-14-11-8-5-2/h54H,4-53H2,1-3H3/t54-/m0/s1	OTDPSRWYTWZVHS-XSMLMOGHSA-N	890.8302413			MMDBc0047550
BASm0034339	TG(12:0/16:0/26:0)	TG(12:0/16:0/26:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/16:0/26:0) is made up of one dodecanoyl(R1), one hexadecanoyl(R2), and one hexacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C57H110O6	InChI=1S/C57H110O6/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-34-35-38-41-44-47-50-56(59)62-53-54(52-61-55(58)49-46-43-40-37-18-15-12-9-6-3)63-57(60)51-48-45-42-39-36-33-22-20-17-14-11-8-5-2/h54H,4-53H2,1-3H3/t54-/m0/s1	GHWSQGUDRUQJBB-XSMLMOGHSA-N	890.8302413			MMDBc0047551
BASm0034340	TG(12:0/18:0/24:0)	TG(12:0/18:0/24:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/18:0/24:0) is made up of one dodecanoyl(R1), one octadecanoyl(R2), and one tetracosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C57H110O6	InChI=1S/C57H110O6/c1-4-7-10-13-16-19-21-23-25-26-27-28-29-30-32-33-35-38-41-44-47-50-56(59)62-53-54(52-61-55(58)49-46-43-40-37-18-15-12-9-6-3)63-57(60)51-48-45-42-39-36-34-31-24-22-20-17-14-11-8-5-2/h54H,4-53H2,1-3H3/t54-/m0/s1	DXAOLQNSSAPRBU-XSMLMOGHSA-N	890.8302413			MMDBc0047552
BASm0034341	TG(12:0/20:0/22:0)	TG(12:0/20:0/22:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/20:0/22:0) is made up of one dodecanoyl(R1), one eicosanoyl(R2), and one docosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C57H110O6	InChI=1S/C57H110O6/c1-4-7-10-13-16-19-21-23-25-27-28-30-31-33-35-38-41-44-47-50-56(59)62-53-54(52-61-55(58)49-46-43-40-37-18-15-12-9-6-3)63-57(60)51-48-45-42-39-36-34-32-29-26-24-22-20-17-14-11-8-5-2/h54H,4-53H2,1-3H3/t54-/m0/s1	CCNPSULFJCLKBN-XSMLMOGHSA-N	890.8302413			MMDBc0047553
BASm0034342	TG(14:0/14:0/26:0)	TG(14:0/14:0/26:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:0/14:0/26:0) is made up of one tetradecanoyl(R1), one tetradecanoyl(R2), and one hexacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C57H110O6	InChI=1S/C57H110O6/c1-4-7-10-13-16-19-22-23-24-25-26-27-28-29-30-31-32-33-36-38-41-44-47-50-56(59)62-53-54(63-57(60)51-48-45-42-39-35-21-18-15-12-9-6-3)52-61-55(58)49-46-43-40-37-34-20-17-14-11-8-5-2/h54H,4-53H2,1-3H3/t54-/m0/s1	WZMHDJUSUUVTBT-XSMLMOGHSA-N	890.8302413			MMDBc0047554
BASm0034343	TG(14:0/15:0/25:0)	TG(14:0/15:0/25:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:0/15:0/25:0) is made up of one tetradecanoyl(R1), one pentadecanoyl(R2), and one pentacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C57H110O6	InChI=1S/C57H110O6/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-32-33-36-38-41-44-47-50-56(59)62-53-54(52-61-55(58)49-46-43-40-37-34-21-18-15-12-9-6-3)63-57(60)51-48-45-42-39-35-23-20-17-14-11-8-5-2/h54H,4-53H2,1-3H3/t54-/m0/s1	DTZNEMKBQSTJMW-XSMLMOGHSA-N	890.8302413			MMDBc0047555
BASm0034344	TG(14:0/16:0/24:0)	TG(14:0/16:0/24:0) is a monolignoceric acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/16:0/24:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of palmitic acid at the C-2 position and one chain of lignoceric acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C57H110O6	InChI=1S/C57H110O6/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-33-35-38-41-44-47-50-56(59)62-53-54(52-61-55(58)49-46-43-40-37-34-21-18-15-12-9-6-3)63-57(60)51-48-45-42-39-36-32-23-20-17-14-11-8-5-2/h54H,4-53H2,1-3H3/t54-/m0/s1	IWDLZKQGZWLHNJ-XSMLMOGHSA-N	890.8302413			MMDBc0047556
BASm0034345	TG(14:0/18:0/22:0)	TG(14:0/18:0/22:0) is a monobehenic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/18:0/22:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of stearic acid at the C-2 position and one chain of behenic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C57H110O6	InChI=1S/C57H110O6/c1-4-7-10-13-16-19-22-24-26-27-28-29-31-32-35-38-41-44-47-50-56(59)62-53-54(52-61-55(58)49-46-43-40-37-34-21-18-15-12-9-6-3)63-57(60)51-48-45-42-39-36-33-30-25-23-20-17-14-11-8-5-2/h54H,4-53H2,1-3H3/t54-/m0/s1	SAELVKDBJPOKJV-XSMLMOGHSA-N	890.8302413			MMDBc0047557
BASm0034346	TG(14:0/20:0/20:0)	TG(14:0/20:0/20:0) is a diarachidic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/20:0/20:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of arachidic acid at the C-2 position and one chain of arachidic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C57H110O6	InChI=1S/C57H110O6/c1-4-7-10-13-16-19-22-24-26-28-30-32-35-38-41-44-47-50-56(59)62-53-54(52-61-55(58)49-46-43-40-37-34-21-18-15-12-9-6-3)63-57(60)51-48-45-42-39-36-33-31-29-27-25-23-20-17-14-11-8-5-2/h54H,4-53H2,1-3H3/t54-/m0/s1	BWDWVGAXNHEOOE-XSMLMOGHSA-N	890.8302413			MMDBc0047558
BASm0034347	TG(15:0/15:0/24:0)	TG(15:0/15:0/24:0) is a dipentadecanoic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(15:0/15:0/24:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position, one chain of pentadecanoic acid at the C-2 position and one chain of lignoceric acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C57H110O6	InChI=1S/C57H110O6/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-33-36-38-41-44-47-50-56(59)62-53-54(63-57(60)51-48-45-42-39-35-24-21-18-15-12-9-6-3)52-61-55(58)49-46-43-40-37-34-23-20-17-14-11-8-5-2/h54H,4-53H2,1-3H3/t54-/m0/s1	CDPHITZTFWIWRS-XSMLMOGHSA-N	890.8302413			MMDBc0047559
BASm0034348	TG(16:0/16:0/22:0)	TG(16:0/16:0/22:0) is a dipalmitic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:0/16:0/22:0), in particular, consists of one chain of palmitic acid at the C-1 position, one chain of palmitic acid at the C-2 position and one chain of behenic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C57H110O6	InChI=1S/C57H110O6/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-33-35-38-41-44-47-50-56(59)62-53-54(63-57(60)51-48-45-42-39-36-32-24-21-18-15-12-9-6-3)52-61-55(58)49-46-43-40-37-34-31-23-20-17-14-11-8-5-2/h54H,4-53H2,1-3H3/t54-/m0/s1	CMVZZBQIBJQHIR-XSMLMOGHSA-N	890.8302413			MMDBc0047560
BASm0034349	TG(16:0/18:0/20:0)	TG(16:0/18:0/20:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(16:0/18:0/20:0) is made up of one hexadecanoyl(R1), one octadecanoyl(R2), and one eicosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C57H110O6	InChI=1S/C57H110O6/c1-4-7-10-13-16-19-22-25-27-28-30-32-35-38-41-44-47-50-56(59)62-53-54(52-61-55(58)49-46-43-40-37-34-31-24-21-18-15-12-9-6-3)63-57(60)51-48-45-42-39-36-33-29-26-23-20-17-14-11-8-5-2/h54H,4-53H2,1-3H3/t54-/m0/s1	DHDAMQPBPJWJEI-XSMLMOGHSA-N	890.8302413			MMDBc0047561
BASm0034350	TG(10:0/15:0/30:0)	TG(10:0/15:0/30:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/15:0/30:0) is made up of one decanoyl(R1), one pentadecanoyl(R2), and one tricontanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C58H112O6	InChI=1S/C58H112O6/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-38-39-42-45-48-51-57(60)63-54-55(53-62-56(59)50-47-44-41-15-12-9-6-3)64-58(61)52-49-46-43-40-37-21-19-17-14-11-8-5-2/h55H,4-54H2,1-3H3/t55-/m0/s1	SZJFRWBHLCRTDD-GNFJTHHVSA-N	904.8458913			MMDBc0047562
BASm0034351	TG(10:0/16:0/29:0)	TG(10:0/16:0/29:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/16:0/29:0) is made up of one decanoyl(R1), one hexadecanoyl(R2), and one nonacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C58H112O6	InChI=1S/C58H112O6/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-34-36-37-39-42-45-48-51-57(60)63-54-55(53-62-56(59)50-47-44-41-15-12-9-6-3)64-58(61)52-49-46-43-40-38-35-21-19-17-14-11-8-5-2/h55H,4-54H2,1-3H3/t55-/m0/s1	WQGMLLHGPBXRQM-GNFJTHHVSA-N	904.8458913			MMDBc0047563
BASm0034352	TG(10:0/18:0/27:0)	TG(10:0/18:0/27:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/18:0/27:0) is made up of one decanoyl(R1), one octadecanoyl(R2), and one heptacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C58H112O6	InChI=1S/C58H112O6/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-32-34-35-37-39-42-45-48-51-57(60)63-54-55(53-62-56(59)50-47-44-41-15-12-9-6-3)64-58(61)52-49-46-43-40-38-36-33-23-21-19-17-14-11-8-5-2/h55H,4-54H2,1-3H3/t55-/m0/s1	NVTUSPUMPQNDEA-GNFJTHHVSA-N	904.8458913			MMDBc0047564
BASm0034353	TG(10:0/20:0/25:0)	TG(10:0/20:0/25:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/20:0/25:0) is made up of one decanoyl(R1), one eicosanoyl(R2), and one pentacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C58H112O6	InChI=1S/C58H112O6/c1-4-7-10-13-16-18-20-22-24-26-27-28-29-30-32-33-35-37-39-42-45-48-51-57(60)63-54-55(53-62-56(59)50-47-44-41-15-12-9-6-3)64-58(61)52-49-46-43-40-38-36-34-31-25-23-21-19-17-14-11-8-5-2/h55H,4-54H2,1-3H3/t55-/m0/s1	BQQYRJNBTQWQJG-GNFJTHHVSA-N	904.8458913			MMDBc0047565
BASm0034354	TG(12:0/14:0/29:0)	TG(12:0/14:0/29:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/14:0/29:0) is made up of one dodecanoyl(R1), one tetradecanoyl(R2), and one nonacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C58H112O6	InChI=1S/C58H112O6/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-37-39-42-45-48-51-57(60)63-54-55(53-62-56(59)50-47-44-41-38-18-15-12-9-6-3)64-58(61)52-49-46-43-40-36-20-17-14-11-8-5-2/h55H,4-54H2,1-3H3/t55-/m0/s1	WMJFRCUMYPODGB-GNFJTHHVSA-N	904.8458913			MMDBc0047566
BASm0034355	TG(12:0/15:0/28:0)	TG(12:0/15:0/28:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/15:0/28:0) is made up of one dodecanoyl(R1), one pentadecanoyl(R2), and one octacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C58H112O6	InChI=1S/C58H112O6/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-35-37-39-42-45-48-51-57(60)63-54-55(53-62-56(59)50-47-44-41-38-18-15-12-9-6-3)64-58(61)52-49-46-43-40-36-22-20-17-14-11-8-5-2/h55H,4-54H2,1-3H3/t55-/m0/s1	HGCJOGBGWVRXOQ-GNFJTHHVSA-N	904.8458913			MMDBc0047567
BASm0034356	TG(12:0/16:0/27:0)	TG(12:0/16:0/27:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/16:0/27:0) is made up of one dodecanoyl(R1), one hexadecanoyl(R2), and one heptacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C58H112O6	InChI=1S/C58H112O6/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-35-36-39-42-45-48-51-57(60)63-54-55(53-62-56(59)50-47-44-41-38-18-15-12-9-6-3)64-58(61)52-49-46-43-40-37-34-22-20-17-14-11-8-5-2/h55H,4-54H2,1-3H3/t55-/m0/s1	DGUWJAAKGZJZMN-GNFJTHHVSA-N	904.8458913			MMDBc0047568
BASm0034357	TG(12:0/18:0/25:0)	TG(12:0/18:0/25:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/18:0/25:0) is made up of one dodecanoyl(R1), one octadecanoyl(R2), and one pentacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C58H112O6	InChI=1S/C58H112O6/c1-4-7-10-13-16-19-21-23-25-26-27-28-29-30-31-33-34-36-39-42-45-48-51-57(60)63-54-55(53-62-56(59)50-47-44-41-38-18-15-12-9-6-3)64-58(61)52-49-46-43-40-37-35-32-24-22-20-17-14-11-8-5-2/h55H,4-54H2,1-3H3/t55-/m0/s1	PQAOKWWYBXJSIM-GNFJTHHVSA-N	904.8458913			MMDBc0047569
BASm0034358	TG(14:0/14:0/27:0)	TG(14:0/14:0/27:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:0/14:0/27:0) is made up of one tetradecanoyl(R1), one tetradecanoyl(R2), and one heptacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C58H112O6	InChI=1S/C58H112O6/c1-4-7-10-13-16-19-22-23-24-25-26-27-28-29-30-31-32-33-34-37-39-42-45-48-51-57(60)63-54-55(64-58(61)52-49-46-43-40-36-21-18-15-12-9-6-3)53-62-56(59)50-47-44-41-38-35-20-17-14-11-8-5-2/h55H,4-54H2,1-3H3/t55-/m0/s1	ZVRXRAROKIUANP-GNFJTHHVSA-N	904.8458913			MMDBc0047570
BASm0034359	TG(14:0/15:0/26:0)	TG(14:0/15:0/26:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:0/15:0/26:0) is made up of one tetradecanoyl(R1), one pentadecanoyl(R2), and one hexacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C58H112O6	InChI=1S/C58H112O6/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-32-33-34-37-39-42-45-48-51-57(60)63-54-55(53-62-56(59)50-47-44-41-38-35-21-18-15-12-9-6-3)64-58(61)52-49-46-43-40-36-23-20-17-14-11-8-5-2/h55H,4-54H2,1-3H3/t55-/m0/s1	LLJFMYHEJBHJBP-GNFJTHHVSA-N	904.8458913			MMDBc0047571
BASm0034360	TG(14:0/16:0/25:0)	TG(14:0/16:0/25:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:0/16:0/25:0) is made up of one tetradecanoyl(R1), one hexadecanoyl(R2), and one pentacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C58H112O6	InChI=1S/C58H112O6/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-32-34-36-39-42-45-48-51-57(60)63-54-55(53-62-56(59)50-47-44-41-38-35-21-18-15-12-9-6-3)64-58(61)52-49-46-43-40-37-33-23-20-17-14-11-8-5-2/h55H,4-54H2,1-3H3/t55-/m0/s1	QPZMWSVFTMMURQ-GNFJTHHVSA-N	904.8458913			MMDBc0047572
BASm0034361	TG(15:0/15:0/25:0)	TG(15:0/15:0/25:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(15:0/15:0/25:0) is made up of one pentadecanoyl(R1), one pentadecanoyl(R2), and one pentacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C58H112O6	InChI=1S/C58H112O6/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-33-34-37-39-42-45-48-51-57(60)63-54-55(64-58(61)52-49-46-43-40-36-24-21-18-15-12-9-6-3)53-62-56(59)50-47-44-41-38-35-23-20-17-14-11-8-5-2/h55H,4-54H2,1-3H3/t55-/m0/s1	FFFGIWRGRFYHKW-GNFJTHHVSA-N	904.8458913			MMDBc0047573
BASm0034362	TG(15:0/16:0/24:0)	TG(15:0/16:0/24:0) is a monolignoceric acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(15:0/16:0/24:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position, one chain of palmitic acid at the C-2 position and one chain of lignoceric acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C58H112O6	InChI=1S/C58H112O6/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-34-36-39-42-45-48-51-57(60)63-54-55(53-62-56(59)50-47-44-41-38-35-24-21-18-15-12-9-6-3)64-58(61)52-49-46-43-40-37-33-23-20-17-14-11-8-5-2/h55H,4-54H2,1-3H3/t55-/m0/s1	LOOMAZQCFHMXCB-GNFJTHHVSA-N	904.8458913			MMDBc0047574
BASm0034363	TG(15:0/18:0/22:0)	TG(15:0/18:0/22:0) is a monobehenic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(15:0/18:0/22:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position, one chain of stearic acid at the C-2 position and one chain of behenic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C58H112O6	InChI=1S/C58H112O6/c1-4-7-10-13-16-19-22-25-27-28-29-30-32-33-36-39-42-45-48-51-57(60)63-54-55(53-62-56(59)50-47-44-41-38-35-24-21-18-15-12-9-6-3)64-58(61)52-49-46-43-40-37-34-31-26-23-20-17-14-11-8-5-2/h55H,4-54H2,1-3H3/t55-/m0/s1	IHVMEUPYAASZLL-GNFJTHHVSA-N	904.8458913			MMDBc0047575
BASm0034364	TG(15:0/20:0/20:0)	TG(15:0/20:0/20:0) is a diarachidic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(15:0/20:0/20:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position, one chain of arachidic acid at the C-2 position and one chain of arachidic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C58H112O6	InChI=1S/C58H112O6/c1-4-7-10-13-16-19-22-25-27-29-31-33-36-39-42-45-48-51-57(60)63-54-55(53-62-56(59)50-47-44-41-38-35-24-21-18-15-12-9-6-3)64-58(61)52-49-46-43-40-37-34-32-30-28-26-23-20-17-14-11-8-5-2/h55H,4-54H2,1-3H3/t55-/m0/s1	DUAOGLQEBJPDLW-GNFJTHHVSA-N	904.8458913			MMDBc0047576
BASm0034365	TG(10:0/16:0/30:0)	TG(10:0/16:0/30:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/16:0/30:0) is made up of one decanoyl(R1), one hexadecanoyl(R2), and one tricontanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C59H114O6	InChI=1S/C59H114O6/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-34-35-37-38-40-43-46-49-52-58(61)64-55-56(54-63-57(60)51-48-45-42-15-12-9-6-3)65-59(62)53-50-47-44-41-39-36-21-19-17-14-11-8-5-2/h56H,4-55H2,1-3H3/t56-/m0/s1	FOTBGUHKNSFSOC-UWGNJQTFSA-N	918.8615414			MMDBc0047577
BASm0034366	TG(10:0/18:0/28:0)	TG(10:0/18:0/28:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/18:0/28:0) is made up of one decanoyl(R1), one octadecanoyl(R2), and one octacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C59H114O6	InChI=1S/C59H114O6/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-32-33-35-36-38-40-43-46-49-52-58(61)64-55-56(54-63-57(60)51-48-45-42-15-12-9-6-3)65-59(62)53-50-47-44-41-39-37-34-23-21-19-17-14-11-8-5-2/h56H,4-55H2,1-3H3/t56-/m0/s1	QHUOHZJHIGQCJN-UWGNJQTFSA-N	918.8615414			MMDBc0047578
BASm0034367	TG(10:0/20:0/26:0)	TG(10:0/20:0/26:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/20:0/26:0) is made up of one decanoyl(R1), one eicosanoyl(R2), and one hexacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C59H114O6	InChI=1S/C59H114O6/c1-4-7-10-13-16-18-20-22-24-26-27-28-29-30-31-33-34-36-38-40-43-46-49-52-58(61)64-55-56(54-63-57(60)51-48-45-42-15-12-9-6-3)65-59(62)53-50-47-44-41-39-37-35-32-25-23-21-19-17-14-11-8-5-2/h56H,4-55H2,1-3H3/t56-/m0/s1	HKZHWLYTUVXNOK-UWGNJQTFSA-N	918.8615414			MMDBc0047579
BASm0034368	TG(10:0/22:0/24:0)	TG(10:0/22:0/24:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/22:0/24:0) is made up of one decanoyl(R1), one docosanoyl(R2), and one tetracosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C59H114O6	InChI=1S/C59H114O6/c1-4-7-10-13-16-18-20-22-24-26-28-29-31-32-34-36-38-40-43-46-49-52-58(61)64-55-56(54-63-57(60)51-48-45-42-15-12-9-6-3)65-59(62)53-50-47-44-41-39-37-35-33-30-27-25-23-21-19-17-14-11-8-5-2/h56H,4-55H2,1-3H3/t56-/m0/s1	NNSWCNUMZYGERW-UWGNJQTFSA-N	918.8615414			MMDBc0047580
BASm0034369	TG(12:0/14:0/30:0)	TG(12:0/14:0/30:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/14:0/30:0) is made up of one dodecanoyl(R1), one tetradecanoyl(R2), and one tricontanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C59H114O6	InChI=1S/C59H114O6/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-38-40-43-46-49-52-58(61)64-55-56(54-63-57(60)51-48-45-42-39-18-15-12-9-6-3)65-59(62)53-50-47-44-41-37-20-17-14-11-8-5-2/h56H,4-55H2,1-3H3/t56-/m0/s1	GNKHTJCUXFSJIQ-UWGNJQTFSA-N	918.8615414			MMDBc0047581
BASm0034370	TG(12:0/15:0/29:0)	TG(12:0/15:0/29:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/15:0/29:0) is made up of one dodecanoyl(R1), one pentadecanoyl(R2), and one nonacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C59H114O6	InChI=1S/C59H114O6/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-35-36-38-40-43-46-49-52-58(61)64-55-56(54-63-57(60)51-48-45-42-39-18-15-12-9-6-3)65-59(62)53-50-47-44-41-37-22-20-17-14-11-8-5-2/h56H,4-55H2,1-3H3/t56-/m0/s1	JJVVEFHVZZTYAZ-UWGNJQTFSA-N	918.8615414			MMDBc0047582
BASm0034371	TG(12:0/16:0/28:0)	TG(12:0/16:0/28:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/16:0/28:0) is made up of one dodecanoyl(R1), one hexadecanoyl(R2), and one octacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C59H114O6	InChI=1S/C59H114O6/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-36-37-40-43-46-49-52-58(61)64-55-56(54-63-57(60)51-48-45-42-39-18-15-12-9-6-3)65-59(62)53-50-47-44-41-38-35-22-20-17-14-11-8-5-2/h56H,4-55H2,1-3H3/t56-/m0/s1	QUHUFYLJLOJVIM-UWGNJQTFSA-N	918.8615414			MMDBc0047583
BASm0034372	TG(12:0/18:0/26:0)	TG(12:0/18:0/26:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/18:0/26:0) is made up of one dodecanoyl(R1), one octadecanoyl(R2), and one hexacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C59H114O6	InChI=1S/C59H114O6/c1-4-7-10-13-16-19-21-23-25-26-27-28-29-30-31-32-34-35-37-40-43-46-49-52-58(61)64-55-56(54-63-57(60)51-48-45-42-39-18-15-12-9-6-3)65-59(62)53-50-47-44-41-38-36-33-24-22-20-17-14-11-8-5-2/h56H,4-55H2,1-3H3/t56-/m0/s1	DCFFPXBXMVCLND-UWGNJQTFSA-N	918.8615414			MMDBc0047584
BASm0034373	TG(12:0/20:0/24:0)	TG(12:0/20:0/24:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/20:0/24:0) is made up of one dodecanoyl(R1), one eicosanoyl(R2), and one tetracosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C59H114O6	InChI=1S/C59H114O6/c1-4-7-10-13-16-19-21-23-25-27-28-29-30-32-33-35-37-40-43-46-49-52-58(61)64-55-56(54-63-57(60)51-48-45-42-39-18-15-12-9-6-3)65-59(62)53-50-47-44-41-38-36-34-31-26-24-22-20-17-14-11-8-5-2/h56H,4-55H2,1-3H3/t56-/m0/s1	YVDOQEMOLPHBFX-UWGNJQTFSA-N	918.8615414			MMDBc0047585
BASm0034374	TG(12:0/22:0/22:0)	TG(12:0/22:0/22:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/22:0/22:0) is made up of one dodecanoyl(R1), one docosanoyl(R2), and one docosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C59H114O6	InChI=1S/C59H114O6/c1-4-7-10-13-16-19-21-23-25-27-29-31-33-35-37-40-43-46-49-52-58(61)64-55-56(54-63-57(60)51-48-45-42-39-18-15-12-9-6-3)65-59(62)53-50-47-44-41-38-36-34-32-30-28-26-24-22-20-17-14-11-8-5-2/h56H,4-55H2,1-3H3/t56-/m0/s1	PNJYKLQHZIBEEN-UWGNJQTFSA-N	918.8615414			MMDBc0047586
BASm0034375	TG(14:0/14:0/28:0)	TG(14:0/14:0/28:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:0/14:0/28:0) is made up of one tetradecanoyl(R1), one tetradecanoyl(R2), and one octacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C59H114O6	InChI=1S/C59H114O6/c1-4-7-10-13-16-19-22-23-24-25-26-27-28-29-30-31-32-33-34-35-38-40-43-46-49-52-58(61)64-55-56(65-59(62)53-50-47-44-41-37-21-18-15-12-9-6-3)54-63-57(60)51-48-45-42-39-36-20-17-14-11-8-5-2/h56H,4-55H2,1-3H3/t56-/m0/s1	JHCOKPPIRSGJBP-UWGNJQTFSA-N	918.8615414			MMDBc0047587
BASm0034376	TG(14:0/15:0/27:0)	TG(14:0/15:0/27:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:0/15:0/27:0) is made up of one tetradecanoyl(R1), one pentadecanoyl(R2), and one heptacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C59H114O6	InChI=1S/C59H114O6/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-32-33-34-35-38-40-43-46-49-52-58(61)64-55-56(54-63-57(60)51-48-45-42-39-36-21-18-15-12-9-6-3)65-59(62)53-50-47-44-41-37-23-20-17-14-11-8-5-2/h56H,4-55H2,1-3H3/t56-/m0/s1	NWJVYGZKKLOGEG-UWGNJQTFSA-N	918.8615414			MMDBc0047588
BASm0034377	TG(14:0/16:0/26:0)	TG(14:0/16:0/26:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:0/16:0/26:0) is made up of one tetradecanoyl(R1), one hexadecanoyl(R2), and one hexacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C59H114O6	InChI=1S/C59H114O6/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-32-33-35-37-40-43-46-49-52-58(61)64-55-56(54-63-57(60)51-48-45-42-39-36-21-18-15-12-9-6-3)65-59(62)53-50-47-44-41-38-34-23-20-17-14-11-8-5-2/h56H,4-55H2,1-3H3/t56-/m0/s1	XHJORBJOHHRYRM-UWGNJQTFSA-N	918.8615414			MMDBc0047589
BASm0034378	TG(14:0/18:0/24:0)	TG(14:0/18:0/24:0) is a monolignoceric acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/18:0/24:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of stearic acid at the C-2 position and one chain of lignoceric acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C59H114O6	InChI=1S/C59H114O6/c1-4-7-10-13-16-19-22-24-26-27-28-29-30-31-33-34-37-40-43-46-49-52-58(61)64-55-56(54-63-57(60)51-48-45-42-39-36-21-18-15-12-9-6-3)65-59(62)53-50-47-44-41-38-35-32-25-23-20-17-14-11-8-5-2/h56H,4-55H2,1-3H3/t56-/m0/s1	CKJVZZKPXUKBFF-UWGNJQTFSA-N	918.8615414			MMDBc0047590
BASm0034379	TG(14:0/20:0/22:0)	TG(14:0/20:0/22:0) is a monobehenic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(14:0/20:0/22:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of arachidic acid at the C-2 position and one chain of behenic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C59H114O6	InChI=1S/C59H114O6/c1-4-7-10-13-16-19-22-24-26-28-29-31-32-34-37-40-43-46-49-52-58(61)64-55-56(54-63-57(60)51-48-45-42-39-36-21-18-15-12-9-6-3)65-59(62)53-50-47-44-41-38-35-33-30-27-25-23-20-17-14-11-8-5-2/h56H,4-55H2,1-3H3/t56-/m0/s1	QUCLJOJHCFISST-UWGNJQTFSA-N	918.8615414			MMDBc0047591
BASm0034380	TG(15:0/15:0/26:0)	TG(15:0/15:0/26:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(15:0/15:0/26:0) is made up of one pentadecanoyl(R1), one pentadecanoyl(R2), and one hexacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C59H114O6	InChI=1S/C59H114O6/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-33-34-35-38-40-43-46-49-52-58(61)64-55-56(65-59(62)53-50-47-44-41-37-24-21-18-15-12-9-6-3)54-63-57(60)51-48-45-42-39-36-23-20-17-14-11-8-5-2/h56H,4-55H2,1-3H3/t56-/m0/s1	FOBKHAHXDYDAAG-UWGNJQTFSA-N	918.8615414			MMDBc0047592
BASm0034381	TG(15:0/16:0/25:0)	TG(15:0/16:0/25:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(15:0/16:0/25:0) is made up of one pentadecanoyl(R1), one hexadecanoyl(R2), and one pentacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C59H114O6	InChI=1S/C59H114O6/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-33-35-37-40-43-46-49-52-58(61)64-55-56(54-63-57(60)51-48-45-42-39-36-24-21-18-15-12-9-6-3)65-59(62)53-50-47-44-41-38-34-23-20-17-14-11-8-5-2/h56H,4-55H2,1-3H3/t56-/m0/s1	WWJSZLJUEKGFLD-UWGNJQTFSA-N	918.8615414			MMDBc0047593
BASm0034382	TG(16:0/16:0/24:0)	TG(16:0/16:0/24:0) is a dipalmitic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:0/16:0/24:0), in particular, consists of one chain of palmitic acid at the C-1 position, one chain of palmitic acid at the C-2 position and one chain of lignoceric acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C59H114O6	InChI=1S/C59H114O6/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-35-37-40-43-46-49-52-58(61)64-55-56(65-59(62)53-50-47-44-41-38-34-24-21-18-15-12-9-6-3)54-63-57(60)51-48-45-42-39-36-33-23-20-17-14-11-8-5-2/h56H,4-55H2,1-3H3/t56-/m0/s1	MGQHTRNJHGXXET-UWGNJQTFSA-N	918.8615414			MMDBc0047594
BASm0034383	TG(16:0/18:0/22:0)	TG(16:0/18:0/22:0) is a monobehenic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(16:0/18:0/22:0), in particular, consists of one chain of palmitic acid at the C-1 position, one chain of stearic acid at the C-2 position and one chain of behenic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C59H114O6	InChI=1S/C59H114O6/c1-4-7-10-13-16-19-22-25-27-28-29-30-32-34-37-40-43-46-49-52-58(61)64-55-56(54-63-57(60)51-48-45-42-39-36-33-24-21-18-15-12-9-6-3)65-59(62)53-50-47-44-41-38-35-31-26-23-20-17-14-11-8-5-2/h56H,4-55H2,1-3H3/t56-/m0/s1	CAPRXGZRZWSDGE-UWGNJQTFSA-N	918.8615414			MMDBc0047595
BASm0034384	TG(16:0/20:0/20:0)	TG(16:0/20:0/20:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(16:0/20:0/20:0) is made up of one hexadecanoyl(R1), one eicosanoyl(R2), and one eicosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C59H114O6	InChI=1S/C59H114O6/c1-4-7-10-13-16-19-22-25-27-29-31-34-37-40-43-46-49-52-58(61)64-55-56(54-63-57(60)51-48-45-42-39-36-33-24-21-18-15-12-9-6-3)65-59(62)53-50-47-44-41-38-35-32-30-28-26-23-20-17-14-11-8-5-2/h56H,4-55H2,1-3H3/t56-/m0/s1	SXOXZWKQBXKGCG-UWGNJQTFSA-N	918.8615414			MMDBc0047596
BASm0034385	TG(18:0/18:0/20:0)	TG(18:0/18:0/20:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(18:0/18:0/20:0) is made up of one octadecanoyl(R1), one octadecanoyl(R2), and one eicosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C59H114O6	InChI=1S/C59H114O6/c1-4-7-10-13-16-19-22-25-28-29-32-34-37-40-43-46-49-52-58(61)64-55-56(65-59(62)53-50-47-44-41-38-35-31-27-24-21-18-15-12-9-6-3)54-63-57(60)51-48-45-42-39-36-33-30-26-23-20-17-14-11-8-5-2/h56H,4-55H2,1-3H3/t56-/m0/s1	JFGIMQPGGNOOHN-UWGNJQTFSA-N	918.8615414			MMDBc0047597
BASm0034386	TG(10:0/18:0/29:0)	TG(10:0/18:0/29:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/18:0/29:0) is made up of one decanoyl(R1), one octadecanoyl(R2), and one nonacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C60H116O6	InChI=1S/C60H116O6/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-32-33-34-36-37-39-41-44-47-50-53-59(62)65-56-57(55-64-58(61)52-49-46-43-15-12-9-6-3)66-60(63)54-51-48-45-42-40-38-35-23-21-19-17-14-11-8-5-2/h57H,4-56H2,1-3H3/t57-/m0/s1	XCMVMBFIQUETKC-SMWREMLRSA-N	932.8771915			MMDBc0047598
BASm0034387	TG(10:0/20:0/27:0)	TG(10:0/20:0/27:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/20:0/27:0) is made up of one decanoyl(R1), one eicosanoyl(R2), and one heptacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C60H116O6	InChI=1S/C60H116O6/c1-4-7-10-13-16-18-20-22-24-26-27-28-29-30-31-32-34-35-37-39-41-44-47-50-53-59(62)65-56-57(55-64-58(61)52-49-46-43-15-12-9-6-3)66-60(63)54-51-48-45-42-40-38-36-33-25-23-21-19-17-14-11-8-5-2/h57H,4-56H2,1-3H3/t57-/m0/s1	QPUBICSVYGFMHY-SMWREMLRSA-N	932.8771915			MMDBc0047599
BASm0034388	TG(10:0/22:0/25:0)	TG(10:0/22:0/25:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(10:0/22:0/25:0) is made up of one decanoyl(R1), one docosanoyl(R2), and one pentacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C60H116O6	InChI=1S/C60H116O6/c1-4-7-10-13-16-18-20-22-24-26-28-29-30-32-33-35-37-39-41-44-47-50-53-59(62)65-56-57(55-64-58(61)52-49-46-43-15-12-9-6-3)66-60(63)54-51-48-45-42-40-38-36-34-31-27-25-23-21-19-17-14-11-8-5-2/h57H,4-56H2,1-3H3/t57-/m0/s1	IUONKZMCLMCUNZ-SMWREMLRSA-N	932.8771915			MMDBc0047600
BASm0034389	TG(12:0/15:0/30:0)	TG(12:0/15:0/30:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/15:0/30:0) is made up of one dodecanoyl(R1), one pentadecanoyl(R2), and one tricontanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C60H116O6	InChI=1S/C60H116O6/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-35-36-37-39-41-44-47-50-53-59(62)65-56-57(55-64-58(61)52-49-46-43-40-18-15-12-9-6-3)66-60(63)54-51-48-45-42-38-22-20-17-14-11-8-5-2/h57H,4-56H2,1-3H3/t57-/m0/s1	FOSVRTGEANQYEZ-SMWREMLRSA-N	932.8771915			MMDBc0047601
BASm0034390	TG(12:0/16:0/29:0)	TG(12:0/16:0/29:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/16:0/29:0) is made up of one dodecanoyl(R1), one hexadecanoyl(R2), and one nonacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C60H116O6	InChI=1S/C60H116O6/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-35-37-38-41-44-47-50-53-59(62)65-56-57(55-64-58(61)52-49-46-43-40-18-15-12-9-6-3)66-60(63)54-51-48-45-42-39-36-22-20-17-14-11-8-5-2/h57H,4-56H2,1-3H3/t57-/m0/s1	COKRARSQGDQOLU-SMWREMLRSA-N	932.8771915			MMDBc0047602
BASm0034391	TG(12:0/18:0/27:0)	TG(12:0/18:0/27:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/18:0/27:0) is made up of one dodecanoyl(R1), one octadecanoyl(R2), and one heptacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C60H116O6	InChI=1S/C60H116O6/c1-4-7-10-13-16-19-21-23-25-26-27-28-29-30-31-32-33-35-36-38-41-44-47-50-53-59(62)65-56-57(55-64-58(61)52-49-46-43-40-18-15-12-9-6-3)66-60(63)54-51-48-45-42-39-37-34-24-22-20-17-14-11-8-5-2/h57H,4-56H2,1-3H3/t57-/m0/s1	PLBJOPMPGZVNJR-SMWREMLRSA-N	932.8771915			MMDBc0047603
BASm0034392	TG(12:0/20:0/25:0)	TG(12:0/20:0/25:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(12:0/20:0/25:0) is made up of one dodecanoyl(R1), one eicosanoyl(R2), and one pentacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C60H116O6	InChI=1S/C60H116O6/c1-4-7-10-13-16-19-21-23-25-27-28-29-30-31-33-34-36-38-41-44-47-50-53-59(62)65-56-57(55-64-58(61)52-49-46-43-40-18-15-12-9-6-3)66-60(63)54-51-48-45-42-39-37-35-32-26-24-22-20-17-14-11-8-5-2/h57H,4-56H2,1-3H3/t57-/m0/s1	WNVPXCYLHFYWSE-SMWREMLRSA-N	932.8771915			MMDBc0047604
BASm0034393	TG(14:0/14:0/29:0)	TG(14:0/14:0/29:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:0/14:0/29:0) is made up of one tetradecanoyl(R1), one tetradecanoyl(R2), and one nonacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C60H116O6	InChI=1S/C60H116O6/c1-4-7-10-13-16-19-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-39-41-44-47-50-53-59(62)65-56-57(66-60(63)54-51-48-45-42-38-21-18-15-12-9-6-3)55-64-58(61)52-49-46-43-40-37-20-17-14-11-8-5-2/h57H,4-56H2,1-3H3/t57-/m0/s1	VUMYWYUXUQHWAP-SMWREMLRSA-N	932.8771915			MMDBc0047605
BASm0034394	TG(14:0/15:0/28:0)	TG(14:0/15:0/28:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:0/15:0/28:0) is made up of one tetradecanoyl(R1), one pentadecanoyl(R2), and one octacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C60H116O6	InChI=1S/C60H116O6/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-32-33-34-35-36-39-41-44-47-50-53-59(62)65-56-57(55-64-58(61)52-49-46-43-40-37-21-18-15-12-9-6-3)66-60(63)54-51-48-45-42-38-23-20-17-14-11-8-5-2/h57H,4-56H2,1-3H3/t57-/m0/s1	NIOQEIBBJZCASA-SMWREMLRSA-N	932.8771915			MMDBc0047606
BASm0034395	TG(14:0/16:0/27:0)	TG(14:0/16:0/27:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:0/16:0/27:0) is made up of one tetradecanoyl(R1), one hexadecanoyl(R2), and one heptacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C60H116O6	InChI=1S/C60H116O6/c1-4-7-10-13-16-19-22-24-25-26-27-28-29-30-31-32-33-34-36-38-41-44-47-50-53-59(62)65-56-57(55-64-58(61)52-49-46-43-40-37-21-18-15-12-9-6-3)66-60(63)54-51-48-45-42-39-35-23-20-17-14-11-8-5-2/h57H,4-56H2,1-3H3/t57-/m0/s1	GCAIPWHJDCMSNL-SMWREMLRSA-N	932.8771915			MMDBc0047607
BASm0034396	TG(14:0/18:0/25:0)	TG(14:0/18:0/25:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:0/18:0/25:0) is made up of one tetradecanoyl(R1), one octadecanoyl(R2), and one pentacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C60H116O6	InChI=1S/C60H116O6/c1-4-7-10-13-16-19-22-24-26-27-28-29-30-31-32-34-35-38-41-44-47-50-53-59(62)65-56-57(55-64-58(61)52-49-46-43-40-37-21-18-15-12-9-6-3)66-60(63)54-51-48-45-42-39-36-33-25-23-20-17-14-11-8-5-2/h57H,4-56H2,1-3H3/t57-/m0/s1	MHAWZOKWLCJCCB-SMWREMLRSA-N	932.8771915			MMDBc0047608
BASm0034397	TG(15:0/15:0/27:0)	TG(15:0/15:0/27:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(15:0/15:0/27:0) is made up of one pentadecanoyl(R1), one pentadecanoyl(R2), and one heptacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C60H116O6	InChI=1S/C60H116O6/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-33-34-35-36-39-41-44-47-50-53-59(62)65-56-57(66-60(63)54-51-48-45-42-38-24-21-18-15-12-9-6-3)55-64-58(61)52-49-46-43-40-37-23-20-17-14-11-8-5-2/h57H,4-56H2,1-3H3/t57-/m0/s1	HNQKZSHVJSHIKI-SMWREMLRSA-N	932.8771915			MMDBc0047609
BASm0034398	TG(15:0/16:0/26:0)	TG(15:0/16:0/26:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(15:0/16:0/26:0) is made up of one pentadecanoyl(R1), one hexadecanoyl(R2), and one hexacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C60H116O6	InChI=1S/C60H116O6/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-33-34-36-38-41-44-47-50-53-59(62)65-56-57(55-64-58(61)52-49-46-43-40-37-24-21-18-15-12-9-6-3)66-60(63)54-51-48-45-42-39-35-23-20-17-14-11-8-5-2/h57H,4-56H2,1-3H3/t57-/m0/s1	ZGOKASLPVORLLP-SMWREMLRSA-N	932.8771915			MMDBc0047610
BASm0034399	TG(15:0/18:0/24:0)	TG(15:0/18:0/24:0) is a monolignoceric acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(15:0/18:0/24:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position, one chain of stearic acid at the C-2 position and one chain of lignoceric acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C60H116O6	InChI=1S/C60H116O6/c1-4-7-10-13-16-19-22-25-27-28-29-30-31-32-34-35-38-41-44-47-50-53-59(62)65-56-57(55-64-58(61)52-49-46-43-40-37-24-21-18-15-12-9-6-3)66-60(63)54-51-48-45-42-39-36-33-26-23-20-17-14-11-8-5-2/h57H,4-56H2,1-3H3/t57-/m0/s1	AIIBNORBQQEJAW-SMWREMLRSA-N	932.8771915			MMDBc0047611
BASm0034400	TG(15:0/20:0/22:0)	TG(15:0/20:0/22:0) is a monobehenic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(15:0/20:0/22:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position, one chain of arachidic acid at the C-2 position and one chain of behenic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC	C60H116O6	InChI=1S/C60H116O6/c1-4-7-10-13-16-19-22-25-27-29-30-32-33-35-38-41-44-47-50-53-59(62)65-56-57(55-64-58(61)52-49-46-43-40-37-24-21-18-15-12-9-6-3)66-60(63)54-51-48-45-42-39-36-34-31-28-26-23-20-17-14-11-8-5-2/h57H,4-56H2,1-3H3/t57-/m0/s1	GQURFOXNTWEBQV-SMWREMLRSA-N	932.8771915			MMDBc0047612
BASm0034401	TG(16:0/16:0/25:0)	TG(16:0/16:0/25:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(16:0/16:0/25:0) is made up of one hexadecanoyl(R1), one hexadecanoyl(R2), and one pentacosanoyl(R3).		Solid	[H][C@](COC(=O)CCCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C60H116O6	InChI=1S/C60H116O6/c1-4-7-10-13-16-19-22-25-26-27-28-29-30-31-32-33-36-38-41-44-47-50-53-59(62)65-56-57(66-60(63)54-51-48-45-42-39-35-24-21-18-15-12-9-6-3)55-64-58(61)52-49-46-43-40-37-34-23-20-17-14-11-8-5-2/h57H,4-56H2,1-3H3/t57-/m0/s1	JTCXWBLPPZUAQV-SMWREMLRSA-N	932.8771915			MMDBc0047613
BASm0034402	PE(18:2(9Z,11Z)/18:2(9Z,11Z))	PE(18:2(9Z,11Z)/18:2(9Z,11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(18:2(9Z,11Z)/18:2(9Z,11Z)), in particular, consists of two 9Z,11Z-octadecadienoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/C=C\CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/C=C\CCCCCC	C41H74NO8P	InChI=1S/C41H74NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-20,39H,3-12,21-38,42H2,1-2H3,(H,45,46)/b15-13-,16-14-,19-17-,20-18-/t39-/m1/s1	CMCPQFKZYMRAKT-UHSBSJHCSA-N	739.5152053			MMDBc0047614
BASm0034403	PE(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z))	PE(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)), in particular, consists of two 5Z,8Z,11Z,14Z-eicosatetraenoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.		Solid	[H][C@@](COC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)(COP(O)(=O)OCCN)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C45H74NO8P	InChI=1S/C45H74NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-44(47)51-41-43(42-53-55(49,50)52-40-39-46)54-45(48)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11-14,17-20,23-26,29-32,43H,3-10,15-16,21-22,27-28,33-42,46H2,1-2H3,(H,49,50)/b13-11-,14-12-,19-17-,20-18-,25-23-,26-24-,31-29-,32-30-/t43-/m1/s1	JTERLNYVBOZRHI-PPBJBQABSA-N	787.5152049			MMDBc0047615
BASm0034404	PC(18:2(9Z,11Z)/18:2(9Z,11Z))	PC(18:2(9Z,11Z)/18:2(9Z,11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(18:2(9Z,11Z)/18:2(9Z,11Z)), in particular, consists of two 9Z,11Z-octadecadienoyl chains at positions C-1 and C-2. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	[H][C@@](COC(=O)CCCCCCC\C=C/C=C\CCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C=C\CCCCCC	C44H80NO8P	InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h16-23,42H,6-15,24-41H2,1-5H3/b18-16-,19-17-,22-20-,23-21-/t42-/m1/s1	FDJMFFOKIXCKTF-MMWMKIJTSA-N	781.5621555			MMDBc0047616
BASm0034405	PE-NMe(18:2(9Z,11Z)/18:2(9Z,11Z))	PE-NMe(18:2(9Z,11Z)/18:2(9Z,11Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(18:2(9Z,11Z)/18:2(9Z,11Z)), in particular, consists of two 9Z,11Z-octadecadienoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/C=C\CCCCCC)(COP(O)(=O)OCCNC)OC(=O)CCCCCCC\C=C/C=C\CCCCCC	C42H76NO8P	InChI=1S/C42H76NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43-3)51-42(45)35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-5-2/h14-21,40,43H,4-13,22-39H2,1-3H3,(H,46,47)/b16-14-,17-15-,20-18-,21-19-	XJDPABKXDPXHAK-IBQBAKBVSA-N	753.5308554			MMDBc0047618
BASm0034406	PE-NMe(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z))	PE-NMe(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)) is a monomethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Monomethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PE-NMe(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)), in particular, consists of two 5Z,8Z,11Z,14Z-eicosatetraenoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)(COP(O)(=O)OCCNC)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C46H76NO8P	InChI=1S/C46H76NO8P/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47-3)55-46(49)39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-5-2/h12-15,18-21,24-27,30-33,44,47H,4-11,16-17,22-23,28-29,34-43H2,1-3H3,(H,50,51)/b14-12-,15-13-,20-18-,21-19-,26-24-,27-25-,32-30-,33-31-	MPTMTOMJDUSOGW-UUYLMBBPSA-N	801.5308554			MMDBc0047619
BASm0034407	PE-NMe2(18:2(9Z,11Z)/18:2(9Z,11Z))	PE-NMe2(18:2(9Z,11Z)/18:2(9Z,11Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(18:2(9Z,11Z)/18:2(9Z,11Z)), in particular, consists of two 9Z,11Z-octadecadienoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCCCCCC\C=C/C=C\CCCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCCCCCC\C=C/C=C\CCCCCC	C43H78NO8P	InChI=1S/C43H78NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-42(45)49-39-41(40-51-53(47,48)50-38-37-44(3)4)52-43(46)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-2/h15-22,41H,5-14,23-40H2,1-4H3,(H,47,48)/b17-15-,18-16-,21-19-,22-20-	UBIMFCUYOQPLLD-TWGXYJQZSA-N	767.5465055			MMDBc0047620
BASm0034408	PE-NMe2(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z))	PE-NMe2(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)) is a dimethylphosphatidylethanolamine. It is a glycerophospholipid, and is formed by sequential methylation of phosphatidylethanolamine as part of a mechanism for biosynthesis of phosphatidylcholine. Dimethylphosphatidylethanolamines are usually found at trace levels in animal or plant tissues. They can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions.PE-NMe2(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)), in particular, consists of two 5Z,8Z,11Z,14Z-eicosatetraenoyl chain at positions C-1 and C2. Fatty acids containing 16, 18 and 20 carbons are the most common. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.		Solid	[H]C(COC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)(COP(O)(=O)OCCN(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C47H78NO8P	InChI=1S/C47H78NO8P/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-46(49)53-43-45(44-55-57(51,52)54-42-41-48(3)4)56-47(50)40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-2/h13-16,19-22,25-28,31-34,45H,5-12,17-18,23-24,29-30,35-44H2,1-4H3,(H,51,52)/b15-13-,16-14-,21-19-,22-20-,27-25-,28-26-,33-31-,34-32-	JWMYCQXGLJMEQA-WSHRQPHOSA-N	815.5465055			MMDBc0047621
BASm0034409	(e)-Oak lactone			Expected Solid	CCCC[C@@H]1OC(=O)C[C@@H]1C	C9H16O2	InChI=1S/C9H16O2/c1-3-4-5-8-7(2)6-9(10)11-8/h7-8H,3-6H2,1-2H3/t7-,8-/m0/s1	WNVCMFHPRIBNCW-YUMQZZPRSA-N	156.1150298			MMDBc0047623
BASm0034410	(e)-Rose oxide	(e)-Rose oxide is a monoterpenoid compound. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential biological significance.		Expected Solid	C[C@@H]1CCO[C@H](C1)C=C(C)C	C10H18O	InChI=1S/C10H18O/c1-8(2)6-10-7-9(3)4-5-11-10/h6,9-10H,4-5,7H2,1-3H3/t9-,10+/m1/s1	CZCBTSFUTPZVKJ-ZJUUUORDSA-N	154.1357652			MMDBc0047625
BASm0034411	(s)-3-Ethyl-4-methylpentanol			Expected Solid	[H][C@](CC)(CCO)C(C)C	C8H18O	InChI=1S/C8H18O/c1-4-8(5-6-9)7(2)3/h7-9H,4-6H2,1-3H3/t8-/m0/s1	RWIFVESHBHTZEM-QMMMGPOBSA-N	130.1357652			MMDBc0047626
BASm0034412	(z)-beta-Damascenone	(z)-beta-Damascenone is a carotenoid-derived compound. There is limited literature available on this metabolite, indicating a gap in research regarding its biological properties and potential applications.		Expected Solid	[H]\C(C)=C(/[H])C(=O)C1=C(C)C=CCC1(C)C	C13H18O	InChI=1S/C13H18O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5-8H,9H2,1-4H3/b7-5-	POIARNZEYGURDG-ALCCZGGFSA-N	190.1357652			MMDBc0047629
BASm0034413	1-Dodecene	1-Dodecene belongs to the family of Acyclic Alkenes. These are acyclic unsaturated compounds containing at least one carbon-carbon double bond			CCCCCCCCCCC=C	C12H24	InChI=1S/C12H24/c1-3-5-7-9-11-12-10-8-6-4-2/h3H,1,4-12H2,2H3	CRSBERNSMYQZNG-UHFFFAOYSA-N	168.1878008			MMDBc0047631
BASm0034414	1-Penten-3-ol	1-Penten-3-ol, also known as fema 3584, belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl). 1-Penten-3-ol exists in all eukaryotes, ranging from yeast to humans. 1-Penten-3-ol is a bitter and fruity tasting compound. 1-Penten-3-ol is found, on average, in the highest concentration within a few different foods, such as tea, milk (cow), and safflowers and in a lower concentration in kohlrabis. 1-Penten-3-ol has also been detected, but not quantified, in several different foods, such as mung beans, rabbiteye blueberries, pomes, cauliflowers, and evergreen blackberries. 		Expected Solid		C5H10O		VHVMXWZXFBOANQ-UHFFFAOYNA-N	86.07316494			MMDBc0047633
BASm0034415	1-Propene, 1-(methylthio)-, (e)-	1-Propene, 1-(methylthio)-, (e)- is a member of the class of alkenes, specifically an alkene with a methylthio group. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biochemical properties and potential applications.		Expected Solid	[H]\C(SC([H])([H])[H])=C(\[H])C([H])([H])[H]	C4H8S	InChI=1S/C4H8S/c1-3-4-5-2/h3-4H,1-2H3/b4-3+	YJOGCMRDEUBRJD-ONEGZZNKSA-N	88.03467095			MMDBc0047634
BASm0034416	1,3-Octadiene	1,3-Octadiene is found in pulses. 1,3-Octadiene is a constituent of Glycine max (soybean).			CCCC\C=C\C=C	C8H14	InChI=1S/C8H14/c1-3-5-7-8-6-4-2/h3,5,7H,1,4,6,8H2,2H3/b7-5+	QTYUSOHYEPOHLV-FNORWQNLSA-N	110.1095504			MMDBc0047635
BASm0034417	1,7-Dimethylnaphthalene			Expected Solid	[H]C1=C([H])C(=C2C([H])=C(C([H])=C([H])C2=C1[H])C([H])([H])[H])C([H])([H])[H]	C12H12	InChI=1S/C12H12/c1-9-6-7-11-5-3-4-10(2)12(11)8-9/h3-8H,1-2H3	SPUWFVKLHHEKGV-UHFFFAOYSA-N	156.0939004			MMDBc0047636
BASm0034418	2-Acetylfuran	2-Acetylfuran, also known as 2-furylethanone or 2-acetofurone, belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group. 2-Acetylfuran is a sweet, almond, and balsamic tasting compound. 2-Acetylfuran is found, on average, in the highest concentration within kohlrabis. 2-Acetylfuran has also been detected, but not quantified, in several different foods, such as green vegetables, alcoholic beverages, cereals and cereal products, white mustards, and green bell peppers. 		Expected Solid	CC(=O)C1=CC=CO1	C6H6O2	InChI=1S/C6H6O2/c1-5(7)6-3-2-4-8-6/h2-4H,1H3	IEMMBWWQXVXBEU-UHFFFAOYSA-N	110.0367794			MMDBc0047637
BASm0034419	2-Butylfuran	2-Butylfuran is a constituent of numerous plant species and cooked foods including chick pea and carob bean.			CCCCC1=CC=CO1	C8H12O	InChI=1S/C8H12O/c1-2-3-5-8-6-4-7-9-8/h4,6-7H,2-3,5H2,1H3	NWZIYQNUCXUJJJ-UHFFFAOYSA-N	124.088815			MMDBc0047638
BASm0034420	2-Ethyl-p-xylene			Expected Solid	[H]C1=C([H])C(=C(C([H])=C1C([H])([H])[H])C([H])([H])C([H])([H])[H])C([H])([H])[H]	C10H14	InChI=1S/C10H14/c1-4-10-7-8(2)5-6-9(10)3/h5-7H,4H2,1-3H3	AXIUBBVSOWPLDA-UHFFFAOYSA-N	134.1095504			MMDBc0047639
BASm0034421	2-Ethylhexanoic acid	2-Ethylhexanoic acid, also known as 2-ethylhexanoate or alpha-ethylcaproic acid, belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. 2-Ethylhexanoic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 2-Ethylhexanoic acid is a potentially toxic compound.		Expected Solid		C8H16O2		OBETXYAYXDNJHR-UHFFFAOYNA-N	144.1150298			MMDBc0047640
BASm0034422	2-Furanmethanol	2-Furanmethanol is found in arabica coffee. 2-Furanmethanol is isolated from coffee aroma, tea, wheat bread, crispbread, soybean, cocoa, rice, potato chips and other sources. 2-Furanmethanol is a flavouring ingredient. 2-Furanmethanol belongs to the family of Furans. These are compounds containing a furan ring, which is a five-member aromatic ring with one oxygen atom, four carbon atoms.		Liquid	OCC1=CC=CO1	C5H6O2	InChI=1S/C5H6O2/c6-4-5-2-1-3-7-5/h1-3,6H,4H2	XPFVYQJUAUNWIW-UHFFFAOYSA-N	98.03677944			MMDBc0047641
BASm0034423	2-Hexanoylfuran	2-Hexanoylfuran, or pentyl 2-furyl ketone is used as a food additive [EAFUS] ('EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]'). Pentyl 2-furyl ketone belongs to the family of Furans. These are compounds containing a furan ring, which is a five-member aromatic ring with one oxygen atom, four carbon atoms.		Expected Solid	CCCCCC(=O)C1=CC=CO1	C10H14O2	InChI=1S/C10H14O2/c1-2-3-4-6-9(11)10-7-5-8-12-10/h5,7-8H,2-4,6H2,1H3	YUAYWSBSIJVIBS-UHFFFAOYSA-N	166.0993797			MMDBc0047642
BASm0034424	2-Nitro-p-cresol			Expected Solid	CC1=CC=C(O)C(=C1)[N+]([O-])=O	C7H7NO3	InChI=1S/C7H7NO3/c1-5-2-3-7(9)6(4-5)8(10)11/h2-4,9H,1H3	SYDNSSSQVSOXTN-UHFFFAOYSA-N	153.0425931			MMDBc0047644
BASm0034425	2-Nonanol	2-Nonanol, also known as 2-hydroxynonane or 2-nonyl alcohol, belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. 2-Nonanol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Thus, 2-nonanol is considered to be a fatty alcohol lipid molecule. 		Liquid		C9H20O		NGDNVOAEIVQRFH-UHFFFAOYNA-N	144.1514153			MMDBc0047645
BASm0034426	2-Phenylethyl butyrate	2-Phenylethyl butanoate is a food flavourin			CCCC(=O)OCCC1=CC=CC=C1	C12H16O2	InChI=1S/C12H16O2/c1-2-6-12(13)14-10-9-11-7-4-3-5-8-11/h3-5,7-8H,2,6,9-10H2,1H3	WFNDDSQUKATKNX-UHFFFAOYSA-N	192.1150298			MMDBc0047646
BASm0034427	2-Rert-butyl-p-cresol	Anastrozole is a drug indicated in the treatment of breast cancer in post-menopausal women. It is used both in adjuvant therapy (i.e. following surgery) and in metastatic breast cancer. It decreases the amount of estrogens that the body makes. Anastrozole belongs in the class of drugs known as aromatase inhibitors. It inhibits the enzyme aromatase, which is responsible for converting androgens (produced by women in the adrenal glands) to estrogens.		Solid	CC(C)(C#N)C1=CC(=CC(CN2C=NC=N2)=C1)C(C)(C)C#N	C17H19N5	InChI=1S/C17H19N5/c1-16(2,9-18)14-5-13(8-22-12-20-11-21-22)6-15(7-14)17(3,4)10-19/h5-7,11-12H,8H2,1-4H3	YBBLVLTVTVSKRW-UHFFFAOYSA-N	293.1640456			MMDBc0047647
BASm0034428	2-Rhiopheneacetic acid	2-Rhiopheneacetic acid is a carboxylic acid and a metabolite described in biomedical literature. There is little literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	OC(=O)CC1=CC=CS1	C6H6O2S	InChI=1S/C6H6O2S/c7-6(8)4-5-2-1-3-9-5/h1-3H,4H2,(H,7,8)	SMJRBWINMFUUDS-UHFFFAOYSA-N	142.0088501			MMDBc0047648
BASm0034429	2-Undecanol	(S)-2-Undecanol, also known as 2-hendecanol or 2-hydroxyundecane, belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. Thus, (S)-2-undecanol is considered to be a fatty alcohol lipid molecule (S)-2-Undecanol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.		Liquid		C11H24O		XMUJIPOFTAHSOK-UHFFFAOYNA-N	172.1827154			MMDBc0047649
BASm0034430	2,4-di-tert-Butylphenol	2,4-Di-tert-butylphenol, also known as 2,4-DTBP, belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety. 2,4-Di-tert-butylphenol is an extremely weak basic (essentially neutral) compound (based on its pKa). 2,4-Di-tert-butylphenol is a synthetic phenolic antioxidant (SPA). SPAs are a family of chemicals used widely in foods, polymers, and cosmetics as radical trapping agents to slow down degradation due to oxidation. Given their widespread use, human exposure is unavoidable and there is public concern regarding environmental contamination by these chemicals. 2,4-Di-tert-butylphenol was detected at extremely high concentrations in human urine (PMID: 31265952).		Solid	CC(C)(C)C1=CC=C(O)C(=C1)C(C)(C)C	C14H22O	InChI=1S/C14H22O/c1-13(2,3)10-7-8-12(15)11(9-10)14(4,5)6/h7-9,15H,1-6H3	ICKWICRCANNIBI-UHFFFAOYSA-N	206.1670653			MMDBc0047650
BASm0034431	3-Cyclohexene-1-carboxaldehyde, 1,3,4-trimethyl-			Expected Solid	CC1=C(C)CC(C)(CC1)C=O	C10H16O	InChI=1S/C10H16O/c1-8-4-5-10(3,7-11)6-9(8)2/h7H,4-6H2,1-3H3	HPPUQZZCHCEJEW-UHFFFAOYSA-N	152.1201151			MMDBc0047652
BASm0034432	3-Ethylphenol			Expected Solid	CCC1=CC(O)=CC=C1	C8H10O	InChI=1S/C8H10O/c1-2-7-4-3-5-8(9)6-7/h3-6,9H,2H2,1H3	HMNKTRSOROOSPP-UHFFFAOYSA-N	122.0731649			MMDBc0047653
BASm0034433	3-Methylthiophene	3-Methylthiophene is found in coffee and coffee products. 3-Methylthiophene is a maillard product, present in roast coffee aroma.		Expected Solid	CC1=CSC=C1	C5H6S	InChI=1S/C5H6S/c1-5-2-3-6-4-5/h2-4H,1H3	QENGPZGAWFQWCZ-UHFFFAOYSA-N	98.01902088			MMDBc0047654
BASm0034434	3-Methylundecane	3-Methylundecane is a hydrocarbon belonging to the alkane chemical class. Its chemical structure features a straight-chain arrangement of eleven carbon atoms with a methyl group attached at the third carbon, contributing to its branched nature. This compound is involved in various metabolic pathways and has been identified as a potential biomarker in clinical settings. For instance, research indicates that 3-Methylundecane positively correlates with disease severity markers, such as APACHE II scores and creatinine levels, suggesting its relevance in assessing patient conditions (PMID:40102365). Additionally, it has been detected in the hexane soluble fraction of biological samples, alongside other compounds, indicating its presence in complex mixtures (PMID:37168123). Furthermore, studies have shown that following oxygenation, there is a notable increase in the concentration of 3-Methylundecane among other volatile organic compounds in alveolar gradients, highlighting its potential role in respiratory processes (PMID:12570108). Overall, 3-Methylundecane serves as an important compound in both chemical and biological contexts, reflecting its significance in metabolic and diagnostic pathways.		Expected Solid	CCCCCCCCC(C)CC	C12H26	InChI=1S/C12H26/c1-4-6-7-8-9-10-11-12(3)5-2/h12H,4-11H2,1-3H3	HTZWVZNRDDOFEI-UHFFFAOYSA-N	170.2034508			MMDBc0047655
BASm0034435	3,4-Dimethylthiophene	3,4-Dimethylthiophene is found in garden onion. 3,4-Dimethylthiophene is an odorant used in food flavouring.		Expected Solid	CC1=CSC=C1C	C6H8S	InChI=1S/C6H8S/c1-5-3-7-4-6(5)2/h3-4H,1-2H3	GPSFYJDZKSRMKZ-UHFFFAOYSA-N	112.0346709			MMDBc0047657
BASm0034436	3,9-Epoxy-p-menth-1-ene	3,9-Epoxy-p-menth-1-ene is a monoterpene, a class of compounds known for their volatile properties and aromatic characteristics. Its chemical structure features a bicyclic framework, characteristic of many terpenes, with an epoxy group contributing to its reactivity and potential biological interactions. This compound is involved in various metabolic pathways, particularly in the context of plant secondary metabolites, where it may play a role in the synthesis of flavor and fragrance compounds. In a study of chokeberry juice, 3,9-epoxy-p-menth-1-ene was identified as one of the 74 volatile compounds, highlighting its presence alongside other significant constituents such as 3-penten-2-one and benzaldehyde, although their concentrations varied notably in different extraction profiles (PMID:23662795). This suggests that 3,9-epoxy-p-menth-1-ene may contribute to the sensory attributes of chokeberry products and could be involved in the plant's defense mechanisms or interactions with pollinators and herbivores.		Expected Solid		C10H16O		KBPPPUZMFQKLNP-UHFFFAOYNA-N	152.1201151			MMDBc0047659
BASm0034437	4-oxoisophorone	2,6,6-Trimethyl-2-cyclohexene-1,4-dione is found in herbs and spices. 2,6,6-Trimethyl-2-cyclohexene-1,4-dione is present in saffron (Crocus sativus) and tea; flavouring ingredient.		Solid	CC1=CC(=O)CC(C)(C)C1=O	C9H12O2	InChI=1S/C9H12O2/c1-6-4-7(10)5-9(2,3)8(6)11/h4H,5H2,1-3H3	AYJXHIDNNLJQDT-UHFFFAOYSA-N	152.0837296			MMDBc0047660
BASm0034438	4,7-Dimethylbenzofuran	4,7-Dimethylbenzofuran is a member of the chemical class of benzofurans, characterized by its fused benzene and furan rings with two methyl substituents at the 4 and 7 positions. This compound is noted for its presence as a metabolite in various biological contexts, particularly in the aroma profiles of certain plant-derived substances. For instance, research has shown that the addition of thyme essential oil can significantly alter the aroma profile of meat-derived components, leading to a reduction in the formation of 4,7-dimethylbenzofuran among other compounds (PMID:39124929). Additionally, it has been identified in peony seed oil, contributing to a unique aroma characterized by grassy and light bitter notes (PMID:34190350). The presence of 4,7-dimethylbenzofuran in these contexts suggests its involvement in metabolic pathways related to flavor and fragrance, highlighting its potential significance in the study of aroma compounds in food and natural products.		Expected Solid	[H]C1=C([H])C2=C(C([H])=C([H])C(=C2O1)C([H])([H])[H])C([H])([H])[H]	C10H10O	InChI=1S/C10H10O/c1-7-3-4-8(2)10-9(7)5-6-11-10/h3-6H,1-2H3	PFXVPEGRXODMIQ-UHFFFAOYSA-N	146.0731649			MMDBc0047661
BASm0034439	6-Ethyl-o-cresol			Expected Solid	[H]OC1=C(C([H])=C([H])C([H])=C1C([H])([H])C([H])([H])[H])C([H])([H])[H]	C9H12O	InChI=1S/C9H12O/c1-3-8-6-4-5-7(2)9(8)10/h4-6,10H,3H2,1-2H3	CIRRFAQIWQFQSS-UHFFFAOYSA-N	136.088815			MMDBc0047662
BASm0034440	6-Methyl-3,5-heptadiene-2-one	6-Methyl-3,5-heptadiene-2-one, or 6-methyl-3,5-heptadien-2-one is a flavouring ingredient. It is isolated from lavender oil (Lavendula officinalis hybrid). 6-Methyl-3,5-heptadien-2-one belongs to the family of Acryloyl Compounds. These are organic compounds containing the acryloyl functional group (which has the core fragment but-3-en-2-one).		Expected Solid	[H]\C(C=C(C)C)=C(\[H])C(C)=O	C8H12O	InChI=1S/C8H12O/c1-7(2)5-4-6-8(3)9/h4-6H,1-3H3/b6-4+	KSKXSFZGARKWOW-GQCTYLIASA-N	124.088815			MMDBc0047663
BASm0034441	9-Decenol	9-Decenol belongs to the family of Fatty Alcohols. These are aliphatic alcohols consisting of a chain of 8 to 22 carbon atoms.			[H]OC([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])=C([H])[H]	C10H20O	InChI=1S/C10H20O/c1-2-3-4-5-6-7-8-9-10-11/h2,11H,1,3-10H2	QGFSQVPRCWJZQK-UHFFFAOYSA-N	156.1514153			MMDBc0047664
BASm0034442	Anisyl formate	4-Methoxybenzyl formate is used extensively in food flavourin			COC1=CC=C(COC=O)C=C1	C9H10O3	InChI=1S/C9H10O3/c1-11-9-4-2-8(3-5-9)6-12-7-10/h2-5,7H,6H2,1H3	XPDORSROGAZEGY-UHFFFAOYSA-N	166.0629942			MMDBc0047665
BASm0034443	Benzenepropanol	3-Phenyl-1-propanol is found in alcoholic beverages. 3-Phenyl-1-propanol occurs in storax and fern balsam. Also present in Vaccinium species fruits, guava fruit and peel, blackberry, other fruits, rum, white wine, shitake mushroom, matsutake mushroom and peated malt. 3-Phenyl-1-propanol is a flavouring ingredient.		Liquid	OCCCC1=CC=CC=C1	C9H12O	InChI=1S/C9H12O/c10-8-4-7-9-5-2-1-3-6-9/h1-3,5-6,10H,4,7-8H2	VAJVDSVGBWFCLW-UHFFFAOYSA-N	136.088815			MMDBc0047666
BASm0034444	Benzyl chloride	Benzyl chloride belongs to the family of Substituted Benzenes. These are aromatic compounds containing a benzene substituted at one or more positions.			ClCC1=CC=CC=C1	C7H7Cl	InChI=1S/C7H7Cl/c8-6-7-4-2-1-3-5-7/h1-5H,6H2	KCXMKQUNVWSEMD-UHFFFAOYSA-N	126.0236279			MMDBc0047667
BASm0034445	Butylated hydroxytoluene	2,6-Di-tert-butyl-4-methylphenol, also known as butylated hydroxytoluene or BHT, belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety. BHT is a mild, camphor, and musty tasting compound. It has been detected, but not quantified, in soft-necked garlic. This could make BHT a potential biomarker for the consumption of this food. BHT is a synthetic phenolic antioxidant (SPA). SPAs are a family of chemicals used widely in foods, polymers, and cosmetics as radical trapping agents to slow down degradation due to oxidation. Given their widespread use, human exposure is unavoidable and there is public concern regarding environmental contamination by these chemicals. BHT was detected in human urine (PMID:31265952).		Expected Solid	CC1=CC(=C(O)C(=C1)C(C)(C)C)C(C)(C)C	C15H24O	InChI=1S/C15H24O/c1-10-8-11(14(2,3)4)13(16)12(9-10)15(5,6)7/h8-9,16H,1-7H3	NLZUEZXRPGMBCV-UHFFFAOYSA-N	220.1827154			MMDBc0047670
BASm0034446	Butylbenzene	Butylbenzene belongs to the family of Substituted Benzenes. These are aromatic compounds containing a benzene substituted at one or more positions.			CCCCC1=CC=CC=C1	C10H14	InChI=1S/C10H14/c1-2-3-7-10-8-5-4-6-9-10/h4-6,8-9H,2-3,7H2,1H3	OCKPCBLVNKHBMX-UHFFFAOYSA-N	134.1095504			MMDBc0047671
BASm0034447	Cadalene	Cadalene (4-isopropyl-1,6-dimethylnaphthalene) is a polycyclic aromatic hydrocarbon with a chemical formula C15H18 and a cadinane skeleton. It is derived from generic sesquiterpenes, and ubiquitous in essential oils of many higher plants. Cadalene, together with retene, simonellite and ip-iHMN, is a biomarker of higher plants, which makes it useful for paleobotanic analysis of rock sediments. The ratio of retene to cadalene in sediments can reveal the ratio of the genus Pinaceae in the biosphere. (Wikipedia)		Solid	CC(C)C1=C2C=C(C)C=CC2=C(C)C=C1	C15H18	InChI=1S/C15H18/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h5-10H,1-4H3	VMOJIHDTVZTGDO-UHFFFAOYSA-N	198.1408506			MMDBc0047672
BASm0034448	Cubenol	1alpha-4-Cadinen-1-ol is found in cloves. 1alpha-4-Cadinen-1-ol is a constituent of oil of cubeb pepper (Piper cubeba).				C15H26O		COGPRPSWSKLKTF-UHFFFAOYNA-N	222.1983655			MMDBc0047675
BASm0034449	Cumene	Isopropylbenzene, also known as 2-phenylpropane or benzene, isopropyl, belongs to the class of organic compounds known as cumenes. These are aromatic compounds containing a prop-2-ylbenzene moiety.  Isopropylbenzene is found, on average, in the highest concentration within ceylon cinnamons and gingers. Isopropylbenzene has also been detected, but not quantified, in several different foods, such as celery stalks, cumins , herbs and spices, and sweet cherries. Isopropylbenzene is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound. Isopropylbenzene is a component of petroleum destillates. Petroleum distillate poisoning may cause nausea, vomiting, cough, pulmonary irritation progressing to pulmonary edema, bloody sputum, and bronchial pneumonia. Petroleum distillates are also irritating to the skin. Petroleum distillates are aspiration hazards and may cause pulmonary damage, central nervous system depression, and cardiac effects such as cardiac arrhythmias. They may also affect the blood, immune system, liver, and kidney. At high amounts, central nervous system depression may also occur, with symptoms such as weakness, dizziness, slow and shallow respiration, unconsciousness, and convulsions.  Gastric lavage, emesis, and the administration of activated charcoal should be avoided, as vomiting increases the risk of aspiration.  Treatment is mainly symptomatic and supportive. Volatile hydrocarbons are absorbed mainly through the lungs, and may also enter the body after ingestion via aspiration. 		Expected Solid	CC(C)C1=CC=CC=C1	C9H12	InChI=1S/C9H12/c1-8(2)9-6-4-3-5-7-9/h3-8H,1-2H3	RWGFKTVRMDUZSP-UHFFFAOYSA-N	120.0939004			MMDBc0047676
BASm0034450	Dehydro-p-cymene	p-Mentha-1,3,5,8-tetraene is found in citrus. p-Mentha-1,3,5,8-tetraene occurs in Chamaecyparis, Citrus, Eucalyptus, Juniperus and Ribes species oils and juices. p-Mentha-1,3,5,8-tetraene is a flavouring ingredien		Liquid	CC(=C)C1=CC=C(C)C=C1	C10H12	InChI=1S/C10H12/c1-8(2)10-6-4-9(3)5-7-10/h4-7H,1H2,2-3H3	MMSLOZQEMPDGPI-UHFFFAOYSA-N	132.0939004			MMDBc0047678
BASm0034451	Dehydro-beta-ionone	dehydro-beta-Ionone belongs to the family of Enones. These are compounds containing the enone functional group, with the structure RC(=O)CR'		Expected Solid	[H]\C(=C(\[H])C1=C(C)C=CCC1(C)C)C(C)=O	C13H18O	InChI=1S/C13H18O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h5-8H,9H2,1-4H3/b8-7+	UWWCASOGCPOGJP-BQYQJAHWSA-N	190.1357652			MMDBc0047679
BASm0034452	Dehydroxylinalool oxide a	Dehydroxylinalool oxide a is a monoterpenoid compound. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.		Expected Solid	CC1(C)CCC[C@@](C)(O1)C=C	C10H18O	InChI=1S/C10H18O/c1-5-10(4)8-6-7-9(2,3)11-10/h5H,1,6-8H2,2-4H3/t10-/m0/s1	NETOHYFTCONTDT-JTQLQIEISA-N	154.1357652			MMDBc0047680
BASm0034453	Diethyl methylsuccinate	Diethyl methylsuccinate belongs to the family of Fatty Acid Esters. These are carboxylic ester derivatives of a fatty acid.				C9H16O4		XHLXMRJWRKQMCP-UHFFFAOYNA-N	188.104859			MMDBc0047681
BASm0034454	Dihydro-α-ionone	Dihydro-α-ionone is a bicyclic monoterpenoid ketone. There is limited literature available regarding this metabolite, indicating a need for further research to explore its properties and potential applications.		Expected Solid		C13H22O		JHJCHCSUEGPIGE-UHFFFAOYNA-N	194.1670653			MMDBc0047682
BASm0034455	Dihydroactinidiolide	Dihydroactinidiolide is found in coffee and coffee products. Dihydroactinidiolide has been isolated from tea, coffee and fruits. Dihydroactinidiolide is an important aroma constituent of tea.		Expected Solid		C11H16O2		IMKHDCBNRDRUEB-UHFFFAOYNA-N	180.1150298			MMDBc0047683
BASm0034456	Dihydroeugenol	2-Methoxy-4-propylphenol is a flavouring ingredien			CCCC1=CC(OC)=C(O)C=C1	C10H14O2	InChI=1S/C10H14O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h5-7,11H,3-4H2,1-2H3	PXIKRTCSSLJURC-UHFFFAOYSA-N	166.0993797			MMDBc0047684
BASm0034457	Edulan i	Edulan II is found in fruits. Key flavour constituent in purple passion fruit (Passiflora edulis				C13H20O		HUXGOQHTDHIKSS-UHFFFAOYNA-N	192.1514153			MMDBc0047685
BASm0034458	Ethyl (methylthio)acetate	Ethyl 2-(methylthio)acetate is found in fruits. Ethyl 2-(methylthio)acetate is found in melon, durian and other fruits. Ethyl 2-(methylthio)acetate is a flavouring agent.		Expected Solid	CCOC(=O)CSC	C5H10O2S	InChI=1S/C5H10O2S/c1-3-7-5(6)4-8-2/h3-4H2,1-2H3	MDIAKIHKBBNYHF-UHFFFAOYSA-N	134.0401503			MMDBc0047686
BASm0034459	Ethyl 2-octenoate	Ethyl 2-octenoate is a carboxylic acid ester. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(CCCCC)=C(\[H])C(=O)OCC	C10H18O2	InChI=1S/C10H18O2/c1-3-5-6-7-8-9-10(11)12-4-2/h8-9H,3-7H2,1-2H3/b9-8+	AISZSTYLOVXFII-CMDGGOBGSA-N	170.1306798			MMDBc0047687
BASm0034460	Ethyl 2-pyrrolecarboxylate			Expected Solid	CCOC(=O)C1=CC=CN1	C7H9NO2	InChI=1S/C7H9NO2/c1-2-10-7(9)6-4-3-5-8-6/h3-5,8H,2H2,1H3	PAEYAKGINDQUCT-UHFFFAOYSA-N	139.0633285			MMDBc0047688
BASm0034461	Ethyl 3-furoate			Expected Solid	[H]C1=C([H])C(=C([H])O1)C(=O)OC([H])([H])C([H])([H])[H]	C7H8O3	InChI=1S/C7H8O3/c1-2-10-7(8)6-3-4-9-5-6/h3-5H,2H2,1H3	LOFDXZJSDVCYAS-UHFFFAOYSA-N	140.0473441			MMDBc0047689
BASm0034462	Ethyl 3-hydroxydodecanoate	Ethyl 3-hydroxydodecanoate belongs to the family of Fatty Alcohols. These are aliphatic alcohols consisting of a chain of 8 to 22 carbon atoms.				C14H28O3		CQLRIUYMQWJYSR-UHFFFAOYNA-N	244.2038448			MMDBc0047690
BASm0034463	Ethyl 3-hydroxytridecanoate	Ethyl 3-hydroxytridecanoate belongs to the family of Fatty Alcohols. These are aliphatic alcohols consisting of a chain of 8 to 22 carbon atoms.				C15H30O3		LOFDGMSAUOHYLH-UHFFFAOYNA-N	258.2194948			MMDBc0047691
BASm0034464	Ethyl 3-methylpentanoate	Ethyl (±)-3-methylpentanoate is a flavouring ingredien		Expected Solid		C8H16O2		TXAWGHYFBQBVNK-UHFFFAOYNA-N	144.1150298			MMDBc0047692
BASm0034465	Ethyl 4-ethoxybenzoate			Expected Solid	[H]C1=C([H])C(=C([H])C([H])=C1OC([H])([H])C([H])([H])[H])C(=O)OC([H])([H])C([H])([H])[H]	C11H14O3	InChI=1S/C11H14O3/c1-3-13-10-7-5-9(6-8-10)11(12)14-4-2/h5-8H,3-4H2,1-2H3	HRAQMGWTPNOILP-UHFFFAOYSA-N	194.0942943			MMDBc0047693
BASm0034466	Ethyl isohexanoate	Ethyl 4-methylpentanoate is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]")			CCOC(=O)CCC(C)C	C8H16O2	InChI=1S/C8H16O2/c1-4-10-8(9)6-5-7(2)3/h7H,4-6H2,1-3H3	OFQRUTMGVBMTFQ-UHFFFAOYSA-N	144.1150298			MMDBc0047695
BASm0034467	Ethyl levulate	Ethyl levulinate is a flavouring ingredient.		Solid	CCOC(=O)CCC(C)=O	C7H12O3	InChI=1S/C7H12O3/c1-3-10-7(9)5-4-6(2)8/h3-5H2,1-2H3	GMEONFUTDYJSNV-UHFFFAOYSA-N	144.0786443			MMDBc0047696
BASm0034468	Ethyl methylthiopropanoate	Ethyl 3-(methylthio)propanoate is found in alcoholic beverages. Ethyl 3-(methylthio)propanoate is isolated from pineapple (Ananas comosus), melon, passion fruit and other fruits. Also present in alcoholic beverages and Parmesan cheese. Ethyl 3-(methylthio)propanoate is a flavouring ingredient.			CCOC(=O)CCSC	C6H12O2S	InChI=1S/C6H12O2S/c1-3-8-6(7)4-5-9-2/h3-5H2,1-2H3	YSNWHRKJEKWJNY-UHFFFAOYSA-N	148.0558003			MMDBc0047697
BASm0034469	Ethyl nicotinate			Expected Solid	CCOC(=O)C1=CN=CC=C1	C8H9NO2	InChI=1S/C8H9NO2/c1-2-11-8(10)7-4-3-5-9-6-7/h3-6H,2H2,1H3	XBLVHTDFJBKJLG-UHFFFAOYSA-N	151.0633285			MMDBc0047698
BASm0034470	Ethyl salicylate	Ethyl salicylate, also known as fema 2458 or mesotol, belongs to the class of organic compounds known as o-hydroxybenzoic acid esters. These are benzoic acid esters where the benzene ring is ortho-substituted with a hydroxy group. Ethyl salicylate is a sweet, balsam, and floral tasting compound. Ethyl salicylate has been detected, but not quantified, in several different foods, such as evergreen blackberries, alcoholic beverages, black elderberries, garden tomato, and fruits. Ethyl salicylate is the ester formed by the condensation of salicylic acid and ethanol. It is a clear liquid that is sparingly soluble in water, but soluble in alcohol and ether. It has a pleasant odor resembling wintergreen and is used in perfumery and artificial flavors.		Liquid	CCOC(=O)C1=C(O)C=CC=C1	C9H10O3	InChI=1S/C9H10O3/c1-2-12-9(11)7-5-3-4-6-8(7)10/h3-6,10H,2H2,1H3	GYCKQBWUSACYIF-UHFFFAOYSA-N	166.0629942			MMDBc0047700
BASm0034471	Ethyl sorbate	Ethyl sorbate is a flavouring ingredient.			CCOC(=O)\C=C\C=C\C	C8H12O2	InChI=1S/C8H12O2/c1-3-5-6-7-8(9)10-4-2/h3,5-7H,4H2,1-2H3/b5-3+,7-6+	OZZYKXXGCOLLLO-TWTPFVCWSA-N	140.0837296			MMDBc0047701
BASm0034472	Ethyl tiglate	Ethyl tiglate, also known as ethyl tiglic acid or fema 2460, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Ethyl tiglate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.		Expected Solid	CCOC(=O)C(\C)=C\C	C7H12O2	InChI=1S/C7H12O2/c1-4-6(3)7(8)9-5-2/h4H,5H2,1-3H3/b6-4+	OAPHLAAOJMTMLY-GQCTYLIASA-N	128.0837296			MMDBc0047702
BASm0034473	Ethyl tridecanoate	Ethyl tridecanoate belongs to the family of Fatty Acid Esters. These are carboxylic ester derivatives of a fatty acid.			[H]C([H])([H])C([H])([H])OC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]	C15H30O2	InChI=1S/C15H30O2/c1-3-5-6-7-8-9-10-11-12-13-14-15(16)17-4-2/h3-14H2,1-2H3	QJYYMNOTJXIOBP-UHFFFAOYSA-N	242.2245802			MMDBc0047703
BASm0034474	Ethyl undecanoate	Ethyl undecanoate is found in alcoholic beverages. Ethyl undecanoate is a flavouring ingredient. Ethyl undecanoate is present in rum, whisky and win		Liquid	CCCCCCCCCCC(=O)OCC	C13H26O2	InChI=1S/C13H26O2/c1-3-5-6-7-8-9-10-11-12-13(14)15-4-2/h3-12H2,1-2H3	IAFQYUQIAOWKSB-UHFFFAOYSA-N	214.1932801			MMDBc0047704
BASm0034475	Hemimellitene	Hemimellitene belongs to the family of Toluenes. These are compounds containing a benzene ring which bears a methane group.		Expected Solid	CC1=CC=CC(C)=C1C	C9H12	InChI=1S/C9H12/c1-7-5-4-6-8(2)9(7)3/h4-6H,1-3H3	FYGHSUNMUKGBRK-UHFFFAOYSA-N	120.0939004			MMDBc0047705
BASm0034476	Heptyl ketone			Expected Solid	[H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]	C15H30O	InChI=1S/C15H30O/c1-3-5-7-9-11-13-15(16)14-12-10-8-6-4-2/h3-14H2,1-2H3	PQYGSSYFJIJDFK-UHFFFAOYSA-N	226.2296656			MMDBc0047706
BASm0034477	Indane	Indane belongs to the family of Indanes. These are compounds containing an indane moiety, which consists of a cyclopentane fused to a benzene ring.			C1CC2=CC=CC=C2C1	C9H10	InChI=1S/C9H10/c1-2-5-9-7-3-6-8(9)4-1/h1-2,4-5H,3,6-7H2	PQNFLJBBNBOBRQ-UHFFFAOYSA-N	118.0782503			MMDBc0047707
BASm0034478	Isoamyl 2-furoate			Expected Solid	[H]C1=C([H])C([H])=C(O1)C(=O)OC([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H]	C10H14O3	InChI=1S/C10H14O3/c1-8(2)5-7-13-10(11)9-4-3-6-12-9/h3-4,6,8H,5,7H2,1-2H3	FPBZWZKAUPNMMV-UHFFFAOYSA-N	182.0942943			MMDBc0047708
BASm0034479	Isoamyl isobutyrate	Isoamyl isobutyrate, or 3-methylbutyl 2-methylpropanoate is a flavouring ingredient. 3-Methylbutyl 2-methylpropanoate belongs to the family of Carboxylic Acid Esters. These are carboxylic acid derivatives in which the carbo atom from the carbonyl group is atached to an alkyl or oaryl moiety through an oxygen atom (forming an ester group).		Expected Solid	CC(C)CCOC(=O)C(C)C	C9H18O2	InChI=1S/C9H18O2/c1-7(2)5-6-11-9(10)8(3)4/h7-8H,5-6H2,1-4H3	VFTGLSWXJMRZNB-UHFFFAOYSA-N	158.1306798			MMDBc0047709
BASm0034480	Isoamyl lactate			Expected Solid		C8H16O3		CRORGGSWAKIXSA-UHFFFAOYNA-N	160.1099444			MMDBc0047710
BASm0034481	Isoamyl phenylacetate	Isoamyl phenylacetate, or 3-methylbutyl phenylacetate is found in peppermint. 3-Methylbutyl phenylacetate is a flavouring ingredient. 3-Methylbutyl phenylacetate belongs to the family of Phenylacetic Acid Derivatives. These are compounds containing a phenylacetic acid moiety, which consists of a phenyl group substituted at the second position by an acetic acid.		Expected Solid	CC(C)CCOC(=O)CC1=CC=CC=C1	C13H18O2	InChI=1S/C13H18O2/c1-11(2)8-9-15-13(14)10-12-6-4-3-5-7-12/h3-7,11H,8-10H2,1-2H3	QWBQBUWZZBUFHN-UHFFFAOYSA-N	206.1306798			MMDBc0047711
BASm0034482	Isoamyl propanoate	3-Methylbutyl propanoate is found in apple. 3-Methylbutyl propanoate is used in food flavouring.			CCC(=O)OCCC(C)C	C8H16O2	InChI=1S/C8H16O2/c1-4-8(9)10-6-5-7(2)3/h7H,4-6H2,1-3H3	XAOGXQMKWQFZEM-UHFFFAOYSA-N	144.1150298			MMDBc0047712
BASm0034483	Isobutyl butanoate	2-Methylpropyl butanoate is found in apple. 2-Methylpropyl butanoate is found in bananas. 2-Methylpropyl butanoate is used in food flavouring.			CCCC(=O)OCC(C)C	C8H16O2	InChI=1S/C8H16O2/c1-4-5-8(9)10-6-7(2)3/h7H,4-6H2,1-3H3	RGFNRWTWDWVHDD-UHFFFAOYSA-N	144.1150298			MMDBc0047713
BASm0034484	Isobutyl decanoate	Isobutyl decanoate belongs to the family of Fatty Acid Esters. These are carboxylic ester derivatives of a fatty acid.			[H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(=O)OC([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H]	C14H28O2	InChI=1S/C14H28O2/c1-4-5-6-7-8-9-10-11-14(15)16-12-13(2)3/h13H,4-12H2,1-3H3	AXTPGRJJIGEOOY-UHFFFAOYSA-N	228.2089301			MMDBc0047714
BASm0034485	Isobutyl hexanoate	2-Methylpropyl hexanoate is found in pepper (spice). 2-Methylpropyl hexanoate is used in imitation pineapple flavourin			CCCCCC(=O)OCC(C)C	C10H20O2	InChI=1S/C10H20O2/c1-4-5-6-7-10(11)12-8-9(2)3/h9H,4-8H2,1-3H3	UXUPPWPIGVTVQI-UHFFFAOYSA-N	172.1463299			MMDBc0047715
BASm0034486	Isolongifolene, 4,5,9,10-dehydro-			Expected Solid	CC1(C)C2CC3(C=C2)C1=CC=CC3(C)C	C15H20	InChI=1S/C15H20/c1-13(2)8-5-6-12-14(3,4)11-7-9-15(12,13)10-11/h5-9,11H,10H2,1-4H3	MOLSSUUBCUMURN-UHFFFAOYSA-N	200.1565006			MMDBc0047717
BASm0034487	Isopentyl decanoate	3-Methylbutyl decanoate is a food flavouring.			CCCCCCCCCC(=O)OCCC(C)C	C15H30O2	InChI=1S/C15H30O2/c1-4-5-6-7-8-9-10-11-15(16)17-13-12-14(2)3/h14H,4-13H2,1-3H3	XDOGFYDZGUDBQY-UHFFFAOYSA-N	242.2245802			MMDBc0047719
BASm0034488	Isopentyl isovalerate	Isopentyl isovalerate also known as Isopentyl isopentanoate, iso-amyl isovalerate or 3-methylbutyl isovalerate, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Isopentyl isopentanoate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.		Liquid	CC(C)CCOC(=O)CC(C)C	C10H20O2	InChI=1S/C10H20O2/c1-8(2)5-6-12-10(11)7-9(3)4/h8-9H,5-7H2,1-4H3	XINCECQTMHSORG-UHFFFAOYSA-N	172.1463299			MMDBc0047720
BASm0034489	Isopropyl palmitate	Isopropyl hexadecanoate, also known as isopal or isopropyl palmitate, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Isopropyl hexadecanoate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.		Liquid	CCCCCCCCCCCCCCCC(=O)OC(C)C	C19H38O2	InChI=1S/C19H38O2/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19(20)21-18(2)3/h18H,4-17H2,1-3H3	XUGNVMKQXJXZCD-UHFFFAOYSA-N	298.2871805			MMDBc0047721
BASm0034490	Lavander lactone	Lavander lactone, or 4-hydroxy-4-methyl-5-hexenoic acid gamma lactone is used as a food additive [EAFUS] ('EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]'). 4-Hydroxy-4-methyl-5-hexenoic acid gamma lactone belongs to the family of Lactones. These are cyclicA esters of hydroxyA carboxylic acids, containing a 1-oxacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring [1].		Expected Solid	CC1(CCC(=O)O1)C=C	C7H10O2	InChI=1S/C7H10O2/c1-3-7(2)5-4-6(8)9-7/h3H,1,4-5H2,2H3	QESPSAHXYXIGBG-UHFFFAOYSA-N	126.0680796			MMDBc0047722
BASm0034491	M-Propyltoluene			Expected Solid	[H]C1=C([H])C(=C([H])C(=C1[H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])[H]	C10H14	InChI=1S/C10H14/c1-3-5-10-7-4-6-9(2)8-10/h4,6-8H,3,5H2,1-2H3	QUEBYVKXYIKVSO-UHFFFAOYSA-N	134.1095504			MMDBc0047723
BASm0034492	Mercaptoacetone	Mercaptoacetone, or 1-Mercapto-2-propanone is found in animal foods. 1-Mercapto-2-propanone is present in pork volatiles. 1-Mercapto-2-propanone is used in roast pork flavours. 1-Mercapto-2-propanone belongs to the family of Ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be H) [1]. (Reference: [1] IUPAC. Compendium of Chemical Terminology, 2nd ed. (the 'Gold Book'). Compiled by A. D. McNaught and A. Wilkinson. Blackwell Scientific Publications, Oxford (1997). XML on-line corrected version: http://goldbook.iupac.org (2006-) created by M. Nic, J. Jirat, B. Kosata; updates compiled by A. Jenkins. ISBN 0-9678550-9-8. doi:10.1351/goldbook. (PAC, 1995, 67, 1307 (Glossary of class names of organic compounds and reactivity intermediates based on structure (IUPAC Recommendations 1995)) on page 1346)).		Expected Solid	CC(=O)CS	C3H6OS	InChI=1S/C3H6OS/c1-3(4)2-5/h5H,2H2,1H3	USVCRBGYQRVTNK-UHFFFAOYSA-N	90.0139355			MMDBc0047725
BASm0034493	Methyl benzeneacetate	Methyl phenylacetate, also known as fema 2733 or mephaneine, belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. Methyl phenylacetate is a sweet, almond, and floral tasting compound. Methyl phenylacetate is found, on average, in the highest concentration within corns. Methyl phenylacetate has also been detected, but not quantified, in several different foods, such as cocoa and cocoa products, coffee and coffee products, fruits, and pepper (c. frutescens). This could make methyl phenylacetate a potential biomarker for the consumption of these foods. Methyl phenylacetate has a strong odor similar to honey. It is a colorless liquid that is only slightly soluble in water, but soluble in most organic solvents. It is used in the flavor industry and in perfumes to impart honey scents. This compound also occurs in brandy, capsicum, coffee, honey, pepper, and some wine. Methyl phenyldiazoacetate, precursor to cyclopropanation agents, is prepared by treating methyl phenylacetate with p-acetamidobenzenesulfonyl azide in the presence of base. Methyl phenylacetate is an organic compound that is the methyl ester of phenylacetic acid, with the structural formula C6H5CH2COOCH3.		Expected Solid	COC(=O)CC1=CC=CC=C1	C9H10O2	InChI=1S/C9H10O2/c1-11-9(10)7-8-5-3-2-4-6-8/h2-6H,7H2,1H3	CRZQGDNQQAALAY-UHFFFAOYSA-N	150.0680796			MMDBc0047726
BASm0034494	Methyl dodecanoate	Methyl dodecanoate is found in alcoholic beverages. Methyl dodecanoate is found in concord grape (Vitis labrusca), melon, pineapple, heated blackberry, red chilli (Capsicum frutescens) and other fruits. Also present in cheeses, hop oil, white wine, spirits and other foodstuffs. Methyl dodecanoate is a flavouring agent		Liquid	CCCCCCCCCCCC(=O)OC	C13H26O2	InChI=1S/C13H26O2/c1-3-4-5-6-7-8-9-10-11-12-13(14)15-2/h3-12H2,1-2H3	UQDUPQYQJKYHQI-UHFFFAOYSA-N	214.1932801			MMDBc0047727
BASm0034495	Methyl ethyl disulfide	Ethyl methyl disulfide is found in fruits. Ethyl methyl disulfide is a constituent of Allium species and Durio zibethinus (durian).		Expected Solid	CCSSC	C3H8S2	InChI=1S/C3H8S2/c1-3-5-4-2/h3H2,1-2H3	XLTBPTGNNLIKRW-UHFFFAOYSA-N	108.0067416			MMDBc0047728
BASm0034496	Methyl geranate	Methyl_geranate belongs to the family of Acyclic Monoterpenes. These are monoterpenes (compounds made of two consecutive isoprene units) that do not contain a cycle.			COC(=O)\C=C(/C)CCC=C(C)C	C11H18O2	InChI=1S/C11H18O2/c1-9(2)6-5-7-10(3)8-11(12)13-4/h6,8H,5,7H2,1-4H3/b10-8+	ACOBBFVLNKYODD-CSKARUKUSA-N	182.1306798			MMDBc0047729
BASm0034497	Methyl tetradecanoate	Methyl tetradecanoate is a flavour ingredien		Liquid	CCCCCCCCCCCCCC(=O)OC	C15H30O2	InChI=1S/C15H30O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15(16)17-2/h3-14H2,1-2H3	ZAZKJZBWRNNLDS-UHFFFAOYSA-N	242.2245802			MMDBc0047730
BASm0034498	Ocimene quintoxide	Ocimene quintoxide is a sesquiterpene oxide. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological significance.		Expected Solid		C10H18O		LPEYLSKLVYWOEQ-VMPITWQZNA-N	154.1357652			MMDBc0047734
BASm0034499	P-Dichlorobenzene	1,4-Dichlorobenzene (p-DCB, para-dichlorobenzene) is an organic compound with the formula C6H4Cl2. This colorless solid has a strong odor. In terms of its structure, the molecule consists of two chlorine atoms substituted for hydrogen at opposing sites on a benzene ring. p-DCB is used a pesticide and a deodorant, most familiarly in mothballs in which it is a replacement for the more traditional naphthalene. p-DCB is also used as a precursor in the production of the polymer poly(p-phenylene sulfide).		Solid	ClC1=CC=C(Cl)C=C1	C6H4Cl2	InChI=1S/C6H4Cl2/c7-5-1-2-6(8)4-3-5/h1-4H	OCJBOOLMMGQPQU-UHFFFAOYSA-N	145.9690055			MMDBc0047736
BASm0034500	P-Ethylacetophenone			Expected Solid	CCC1=CC=C(C=C1)C(C)=O	C10H12O	InChI=1S/C10H12O/c1-3-9-4-6-10(7-5-9)8(2)11/h4-7H,3H2,1-2H3	NODGRWCMFMEGJH-UHFFFAOYSA-N	148.088815			MMDBc0047737
BASm0034501	P-Menth-1-en-9-ol	p-Menth-1-en-9-ol is found in bilberry. p-Menth-1-en-9-ol is a constituent of Vaccinium myrtillus (bilberry) and tangerine oil.		Expected Solid		C10H18O		ZTYHGIAOVUPAAH-UHFFFAOYNA-N	154.1357652			MMDBc0047738
BASm0034502	P-Menth-3-en-1-ol	P-Menth-3-en-1-ol belongs to the class of chemical entities known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.		Expected Solid		C10H18O		XJWZDXFFNOMMTD-UHFFFAOYNA-N	154.1357652			MMDBc0047739
BASm0034503	P-tert-Butylcyclohexanone			Expected Solid	[H]C([H])([H])C(C([H])([H])[H])(C([H])([H])[H])C1([H])C([H])([H])C([H])([H])C(=O)C([H])([H])C1([H])[H]	C10H18O	InChI=1S/C10H18O/c1-10(2,3)8-4-6-9(11)7-5-8/h8H,4-7H2,1-3H3	YKFKEYKJGVSEIX-UHFFFAOYSA-N	154.1357652			MMDBc0047740
BASm0034504	Pentylbenzene			Expected Solid	CCCCCC1=CC=CC=C1	C11H16	InChI=1S/C11H16/c1-2-3-5-8-11-9-6-4-7-10-11/h4,6-7,9-10H,2-3,5,8H2,1H3	PWATWSYOIIXYMA-UHFFFAOYSA-N	148.1252005			MMDBc0047742
BASm0034505	Phellandral	(S)-Phellandral is found in herbs and spices. (S)-Phellandral is a constituent of Anethum sowa (Indian dill)		Expected Solid		C10H16O		AEVLWICMAHGAMS-UHFFFAOYNA-N	152.1201151			MMDBc0047744
BASm0034506	Phenethyl hexanoate	2-Phenylethyl hexanoate is found in alcoholic beverages. 2-Phenylethyl hexanoate is found in alcoholic drinks, fruit juices and other natural sources. 2-Phenylethyl hexanoate is a food flavour.			CCCCCC(=O)OCCC1=CC=CC=C1	C14H20O2	InChI=1S/C14H20O2/c1-2-3-5-10-14(15)16-12-11-13-8-6-4-7-9-13/h4,6-9H,2-3,5,10-12H2,1H3	BUYNWUMUDHPPDS-UHFFFAOYSA-N	220.1463299			MMDBc0047745
BASm0034507	Phenethyl octanoate	2-Phenylethyl octanoate is found in alcoholic beverages. 2-Phenylethyl octanoate is found in wine and spirits.			CCCCCCCC(=O)OCCC1=CC=CC=C1	C16H24O2	InChI=1S/C16H24O2/c1-2-3-4-5-9-12-16(17)18-14-13-15-10-7-6-8-11-15/h6-8,10-11H,2-5,9,12-14H2,1H3	ASETYIALRXDVDF-UHFFFAOYSA-N	248.17763			MMDBc0047746
BASm0034508	Prehnitene	Prehnitene belongs to the family of Toluenes. These are compounds containing a benzene ring which bears a methane group.			[H]C1=C([H])C(=C(C(=C1C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]	C10H14	InChI=1S/C10H14/c1-7-5-6-8(2)10(4)9(7)3/h5-6H,1-4H3	UOHMMEJUHBCKEE-UHFFFAOYSA-N	134.1095504			MMDBc0047747
BASm0034509	Propylbenzene			Expected Solid	CCCC1=CC=CC=C1	C9H12	InChI=1S/C9H12/c1-2-6-9-7-4-3-5-8-9/h3-5,7-8H,2,6H2,1H3	ODLMAHJVESYWTB-UHFFFAOYSA-N	120.0939004			MMDBc0047748
BASm0034510	Pseudocumene	Pseudocumene is a member of the aromatic hydrocarbon class, specifically classified as a trimethylbenzene. Its chemical structure consists of a benzene ring with three methyl groups attached, which can exist in several isomeric forms. Pseudocumene participates in various chemical pathways, including its role in catalytic processes such as alkylation with methanol, where studies have shown that modifications to zeolite catalysts can significantly influence its conversion and product distribution (PMID:40428989). Additionally, pseudocumene can be synthesized through advanced upcycling strategies involving the depolymerization of poly(methyl methacrylate) (PMMA) and biomass-derived compounds, highlighting its potential as a valuable chemical feedstock (PMID:40175301). In ecological studies, pseudocumene has been identified as a significant component in blends that attract certain species, suggesting its relevance in ecological interactions (PMID:37861891). Furthermore, it is involved in biochemical reactions, such as hydroxylation by cytochrome P450 enzymes, which is crucial for the formation of trimethylhydroquinone (TMHQ) (PMID:30191291). Overall, pseudocumene's unique structure and reactivity make it an important compound in both industrial applications and biological pathways.		Liquid	CC1=CC(C)=C(C)C=C1	C9H12	InChI=1S/C9H12/c1-7-4-5-8(2)9(3)6-7/h4-6H,1-3H3	GWHJZXXIDMPWGX-UHFFFAOYSA-N	120.0939004			MMDBc0047749
BASm0034511	Syringol	2,6-Dimethoxyphenol, also known as syringol, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. 2,6-Dimethoxyphenol is a bacon, balsamic, and medicine tasting compound. 		Expected Solid	COC1=CC=CC(OC)=C1O	C8H10O3	InChI=1S/C8H10O3/c1-10-6-4-3-5-7(11-2)8(6)9/h3-5,9H,1-2H3	KLIDCXVFHGNTTM-UHFFFAOYSA-N	154.0629942			MMDBc0047751
BASm0034512	Tetrahydronaphthalene	Tetrahydronaphthalene is a bicyclic aromatic hydrocarbon belonging to the class of naphthalenes. There is little literature available on this metabolite, which limits the understanding of its biological significance and potential applications.			C1CCC2=CC=CC=C2C1	C10H12	InChI=1S/C10H12/c1-2-6-10-8-4-3-7-9(10)5-1/h1-2,5-6H,3-4,7-8H2	CXWXQJXEFPUFDZ-UHFFFAOYSA-N	132.0939004			MMDBc0047754
BASm0034513	Theaspirane b	Theaspirane is found in alcoholic beverages. Theaspirane is a constituent of raspberry, yellow passion fruit, tea, wine grape, white wine, quince, cherimoya and black chokeberry. Theaspirane is a flavouring ingredient.				C13H22O		GYUZHTWCNKINPY-UHFFFAOYNA-N	194.1670653			MMDBc0047755
BASm0034514	alpha-Alaskene			Expected Solid	[H][C@@]1(C)CCC(=C(C)C)[C@]11CCC(C)=CC1	C15H24	InChI=1S/C15H24/c1-11(2)14-6-5-13(4)15(14)9-7-12(3)8-10-15/h7,13H,5-6,8-10H2,1-4H3/t13-,15-/m1/s1	HMKLOOMRRZKSNM-UKRRQHHQSA-N	204.1878008			MMDBc0047757
BASm0034515	alpha-Calacorene	alpha-Calacorene is a sesquiterpene, a class of organic compounds characterized by their three isoprene units. Its chemical structure features a complex arrangement of carbon atoms, typically comprising a bicyclic framework that contributes to its diverse biological activities. In terms of its biosynthetic pathways, alpha-Calacorene is synthesized through the mevalonate pathway, which is a crucial metabolic route for terpenoid production in plants. This compound has been identified in various studies, including one where LC-MS/MS analysis revealed its presence alongside other metabolites such as daidzein, germicidin, and staurosporine, highlighting its potential antibacterial and anticancer effects (PMID:40153994). The structural characteristics of alpha-Calacorene may facilitate interactions with biological targets, thereby influencing cellular processes and contributing to its pharmacological properties. Overall, alpha-Calacorene exemplifies the complex interplay between plant secondary metabolites and their roles in biological systems, underscoring its significance in both chemistry and potential therapeutic applications.		Expected Solid	CC(C)[C@@H]1CC=C(C)C2=CC=C(C)C=C12	C15H20	InChI=1S/C15H20/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h5-7,9-10,13H,8H2,1-4H3/t13-/m0/s1	CUUMXRBKJIDIAY-ZDUSSCGKSA-N	200.1565006			MMDBc0047758
BASm0034516	alpha-Curcumene	alpha-Curcumene belongs to the family of Sesquiterpenes. These are terpenes with three consecutive isoprene units			CC(CCC=C(C)C)C1=CC=C(C)C=C1	C15H22	InChI=1S/C15H22/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6,8-11,14H,5,7H2,1-4H3	VMYXUZSZMNBRCN-UHFFFAOYSA-N	202.1721507			MMDBc0047759
BASm0034517	alpha-Cyclocitral	alpha-Cyclocitral is a 50:50 mixture with 2,6,6-Trimethyl-1-cyclohexene-1-carboxaldehyde <ht>NFQ78-Y</ht> is used as a flavouring ingredient (*FEMA 3639*		Expected Solid		C10H16O		ZVZRJSHOOULAGB-UHFFFAOYNA-N	152.1201151			MMDBc0047760
BASm0034518	alpha-Ionone	alpha-Ionone, also known as (e)-alpha-ionone or trans-a-ionone, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. alpha-Ionone is a potentially toxic compound. Alpha-ionone is a neutral compound. Alpha-ionone has a dry, floral, and flower taste with a cedar wood-like scent. It is a naturally occurring organic compound found in a variety of essential oils, including rose oil, flowers from Boronia megastigma (brown boronia; doi: 10.21273/hortsci.30.4.876d) and coml oil. Alpha-ionone is found in highest concentrations in corns, tea, and carrots and in lower concentrations in hyssops, peppermints, and safflowers. Alpha-ionone has also been detected in common grapes, sour cherries, common wheats, garden tomato, and wakames making beta-ionone a potential biomarker for the consumption of these foods. Alpha-ionone is used as to make Vitamins A, E and K1. It is used as a fragrance in perfumes, cosmetics and personal care products, and household cleaners and detergents. Alpha-ionone is used as a food flavoring in beverages, ice cream, baked goods and candies.		Expected Solid		C13H20O		UZFLPKAIBPNNCA-BQYQJAHWNA-N	192.1514153			MMDBc0047761
BASm0034519	alpha-Methylstyrene			Expected Solid	CC(=C)C1=CC=CC=C1	C9H10	InChI=1S/C9H10/c1-8(2)9-6-4-3-5-7-9/h3-7H,1H2,2H3	XYLMUPLGERFSHI-UHFFFAOYSA-N	118.0782503			MMDBc0047762
BASm0034520	beta-Calacorene	beta-Calacorene belongs to the family of Sesquiterpenes. These are terpenes with three consecutive isoprene units				C15H20		KFYISTOZYAKAPV-UHFFFAOYNA-N	200.1565006			MMDBc0047765
BASm0034521	beta-Cyclocitral	beta-Cyclocitral is found in fig. beta-Cyclocitral is a constituent of saffron and many other plant materials. beta-Cyclocitral is produced by Microcystis species beta-Cyclocitral is a 50:50 mixture with 2,6,6-Trimethyl-2-cyclohexene-1-carboxaldehyde <ht>JQM42-W</ht> is used as a flavouring ingredient.			CC1=C(C=O)C(C)(C)CCC1	C10H16O	InChI=1S/C10H16O/c1-8-5-4-6-10(2,3)9(8)7-11/h7H,4-6H2,1-3H3	MOQGCGNUWBPGTQ-UHFFFAOYSA-N	152.1201151			MMDBc0047766
BASm0034522	beta-Damascone	beta-Damascone is found in tea. beta-Damascone is a constituent of tea and rose oils.		Expected Solid	C\C=C\C(=O)C1=C(C)CCCC1(C)C	C13H20O	InChI=1S/C13H20O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5,7H,6,8-9H2,1-4H3/b7-5+	BGTBFNDXYDYBEY-FNORWQNLSA-N	192.1514153			MMDBc0047767
BASm0034523	beta-Vetivenene	beta-Vetivenene belongs to the family of Bicyclic Monoterpenes. These are monoterpenes containing exactly 2 rings, which are fused to each other.			[H][C@@]1(C)CC=CC2=CCC(C[C@@]12C)=C(C)C	C15H22	InChI=1S/C15H22/c1-11(2)13-8-9-14-7-5-6-12(3)15(14,4)10-13/h5,7,9,12H,6,8,10H2,1-4H3/t12-,15+/m1/s1	QSUQBXKPPUWLTH-DOMZBBRYSA-N	202.1721507			MMDBc0047769
BASm0034524	gamma-Heptalactone	gamma-Heptalactone belongs to the class of chemical entities known as gamma butyrolactones. These are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.		Expected Solid		C7H12O2		VLSVVMPLPMNWBH-UHFFFAOYNA-N	128.0837296			MMDBc0047770
BASm0034525	gamma-Undecalactone	gamma-Undecalactone belongs to the class of chemical entities known as gamma butyrolactones. These are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.		Expected Solid		C11H20O2		PHXATPHONSXBIL-UHFFFAOYNA-N	184.1463299			MMDBc0047772
BASm0034526	Inositol 1,3,4-trisphosphate			Solid	O[C@@H]1[C@@H](O)[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@@H](O)[C@H]1OP(O)(O)=O	C6H15O15P3	InChI=1S/C6H15O15P3/c7-1-2(8)5(20-23(13,14)15)6(21-24(16,17)18)3(9)4(1)19-22(10,11)12/h1-9H,(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)/t1-,2-,3+,4+,5+,6+/m1/s1	MMWCIQZXVOZEGG-MLQGYMEPSA-N	419.9623793			MMDBc0047778
BASm0034527	CE(12:0)	CE(12:0), also known as cholesteryl lauric acid, is a cholesteryl ester. A cholesteryl ester is an ester of cholesterol. Fatty acid esters of cholesterol constitute about two-thirds of the cholesterol in the plasma. Cholesterol is a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues, and transported in the blood plasma of all animals. The accumulation of cholesterol esters in the arterial intima (the innermost layer of an artery, in direct contact with the flowing blood) is a characteristic feature of atherosclerosis. Atherosclerosis is a disease affecting arterial blood vessels. It is a chronic inflammatory response in the walls of arteries, in large part to the deposition of lipoproteins (plasma proteins that carry cholesterol and triglycerides). Lauric acid greatly increases total cholesterol, but much of its effect is on HDL cholesterol. Consequently, oils rich in lauric acid decrease the ratio of total to HDL cholesterol. (PMID:12716665 , 8644684 , 10030391 ).		Solid	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)OC(=O)CCCCCCCCCCC)[C@H](C)CCCC(C)C	C39H68O2	InChI=1S/C39H68O2/c1-7-8-9-10-11-12-13-14-15-19-37(40)41-32-24-26-38(5)31(28-32)20-21-33-35-23-22-34(30(4)18-16-17-29(2)3)39(35,6)27-25-36(33)38/h20,29-30,32-36H,7-19,21-28H2,1-6H3/t30-,32+,33+,34-,35+,36+,38+,39-/m1/s1	RMLFYKFCGMSLTB-ZBDFTZOCSA-N	568.5219314			MMDBc0047781
BASm0034528	CE(10:0)	CE(10:0), also known as cholesteryl decanoate, is an ester of cholesterol. Fatty acid esters of cholesterol constitute about two-thirds of the cholesterol in the plasma. Cholesterol is a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues, and transported in the blood plasma of all animals. The accumulation of cholesterol esters in the arterial intima (the innermost layer of an artery, in direct contact with the flowing blood) is a characteristic feature of atherosclerosis. Atherosclerosis is a disease affecting arterial blood vessels. It is a chronic inflammatory response in the walls of arteries, in large part to the deposition of lipoproteins (plasma proteins that carry cholesterol and triglycerides). Cholesteryl esters, formed by the esterification of cholesterol with long-chain fatty acids, on one hand, are the means by which cholesterol is transported through the blood by lipoproteins, on the other, the way cholesterol itself can be accumulated in the cells. (PMID: 15939411 ).		Solid	CCCCCCCCCC(=O)OC1CCC2(C)C3CCC4(C)C(CCC4C3CC=C2C1)C(C)CCCC(C)C	C37H64O2	InChI=1S/C37H64O2/c1-7-8-9-10-11-12-13-17-35(38)39-30-22-24-36(5)29(26-30)18-19-31-33-21-20-32(28(4)16-14-15-27(2)3)37(33,6)25-23-34(31)36/h18,27-28,30-34H,7-17,19-26H2,1-6H3	LJGMGXXCKVFFIS-UHFFFAOYSA-N	540.4906313			MMDBc0047783
BASm0034529	LysoPC(10:0)	LysoPC(10:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(10:0), in particular, consists of one decanoyl chain at the C-1 position. Lysophosphatidylcholine is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition.		Solid	[H][C@@](O)(COC(=O)CCCCCCCCC)COP(O)(=O)OCC[N+](C)(C)C	C18H39NO7P	InChI=1S/C18H38NO7P/c1-5-6-7-8-9-10-11-12-18(21)24-15-17(20)16-26-27(22,23)25-14-13-19(2,3)4/h17,20H,5-16H2,1-4H3/p+1/t17-/m1/s1	SECPDKKEUKDCPG-QGZVFWFLSA-O	412.2464141			MMDBc0047784
BASm0034530	1-Phosphatidyl-1D-myo-inositol 3-phosphate	1-Phosphatidyl-1D-myo-inositol 3-phosphate is a substrate for FYVE finger-containing phosphoinositide kinase and Neutrophil cytosol factor 4.		Solid	O[C@H]1[C@H](O)[C@@H](OP(O)(O)=O)[C@@H](O)[C@@H](OP(O)(=O)OC[C@@H](CC(O)=O)C(O)=O)[C@@H]1O	C11H20O16P2	InChI=1S/C11H20O16P2/c12-4(13)1-3(11(18)19)2-25-29(23,24)27-10-7(16)5(14)6(15)9(8(10)17)26-28(20,21)22/h3,5-10,14-17H,1-2H2,(H,12,13)(H,18,19)(H,23,24)(H2,20,21,22)/t3-,5+,6+,7-,8-,9-,10+/m1/s1	YKMGQFUXYYTRLF-SLJXNWFNSA-N	470.0226576			MMDBc0047786
BASm0034531	2-(a-Hydroxyethyl)thiamine diphosphate			Solid	CC(O)C1=[N+](CC2=CN=C(C)N=C2N)C(C)=C(CCOP(O)(=O)OP(O)(O)=O)S1	C14H23N4O8P2S	InChI=1S/C14H22N4O8P2S/c1-8-12(4-5-25-28(23,24)26-27(20,21)22)29-14(9(2)19)18(8)7-11-6-16-10(3)17-13(11)15/h6,9,19H,4-5,7H2,1-3H3,(H4-,15,16,17,20,21,22,23,24)/p+1	RRUVJGASJONMDY-UHFFFAOYSA-O	469.0711824			MMDBc0047787
BASm0034532	Selenomethionine			Solid	C[Se]CCC(N)C(O)=O	C5H11NO2Se	InChI=1S/C5H11NO2Se/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)	RJFAYQIBOAGBLC-UHFFFAOYSA-N	196.9955004			MMDBc0047788
BASm0034533	Phosphatidylinositol-3,4,5-trisphosphate	<p>Phosphatidylinositol (3,4,5)-trisphosphate (PtdIns(3,4,5)P3) commonly abbreviated to PIP3 is the product of the class I phosphoinositide 3-kinases (PI 3-kinases) activity on phosphatidylinositol (4,5)-bisphosphate. PtdIns(3,4,5)P3 is dephophosphorylated by the phosphatase, PTEN on the 3 position and by SHIPs (SH2-containing inositol phosphatase) on the 5' position of the inositol ring.</p>. <p>The PH domain in a number of proteins binds to PtdIns(3,4,5)P3. Such proteins include Akt/PKB, PDK1, Btk1 and ARNO. The generation of PtdIns(3,4,5)P3 at the plasma membrane upon the activation of class I PI 3-kinases causes these proteins to translocate to the plasma membrane and accordingly affects their activity. The PH domain allows binding between PtdIns(3,4,5)P3 and G-protein coupled receptor kinases (GRKs). This enhances the binding of the GRK to the plasma membrane. (Wikipedia)</p>.		Solid	CC(=O)OC(COP(O)(=O)O[C@@H]1[C@H](O)[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H]1O)OC(C)=O	C12H24O22P4	InChI=1S/C12H24O22P4/c1-4(13)29-6(30-5(2)14)3-28-38(26,27)34-9-7(15)10(31-35(17,18)19)12(33-37(23,24)25)11(8(9)16)32-36(20,21)22/h6-12,15-16H,3H2,1-2H3,(H,26,27)(H2,17,18,19)(H2,20,21,22)(H2,23,24,25)/t7-,8-,9-,10+,11-,12-/m0/s1	RQQIRMLGKSPXSE-UQPICLANSA-N	643.9709685			MMDBc0047789
BASm0034534	Stearidonoyl CoA			Solid	[H][C@](O)(C(=O)NCCC(=O)NCCSC(=O)CCCC\C=C/C\C=C/C\C=C/C\C=C/CC)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C39H62N7O17P3S	InChI=1S/C39H62N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h5-6,8-9,11-12,14-15,26-28,32-34,38,49-50H,4,7,10,13,16-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/b6-5-,9-8-,12-11-,15-14-/t28-,32?,33+,34+,38-/m1/s1	DDHCSALWDPRVCN-PIYOKYFNSA-N	1025.313574			MMDBc0047793
BASm0034535	CE(14:0)			Solid	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)OC(=O)CCCCCCCCCCCCC)[C@H](C)CCCC(C)C	C41H72O2	InChI=1S/C41H72O2/c1-7-8-9-10-11-12-13-14-15-16-17-21-39(42)43-34-26-28-40(5)33(30-34)22-23-35-37-25-24-36(32(4)20-18-19-31(2)3)41(37,6)29-27-38(35)40/h22,31-32,34-38H,7-21,23-30H2,1-6H3/t32-,34+,35+,36-,37+,38+,40+,41-/m1/s1	SJDMTGSQPOFVLR-ZPQCIJQQSA-N	596.5532315			MMDBc0047794
BASm0034536	Dihydroceramide			Solid	CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC=O	C19H39NO3	InChI=1S/C19H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(23)18(16-21)20-17-22/h17-19,21,23H,2-16H2,1H3,(H,20,22)/t18-,19+/m0/s1	XSDVOEIEBUGRQX-RBUKOAKNSA-N	329.2929941			MMDBc0047795
BASm0034537	Galactosylglycerol			Solid	OCC(O)CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O	C9H18O8	InChI=1S/C9H18O8/c10-1-4(12)3-16-9-8(15)7(14)6(13)5(2-11)17-9/h4-15H,1-3H2/t4?,5-,6+,7+,8-,9-/m1/s1	NHJUPBDCSOGIKX-VGPGGAHRSA-N	254.1001676			MMDBc0047796
BASm0034538	2-Hexaprenyl-3-methyl-5-hydroxy-6-methoxy-1,4-benzoquinone			Solid	COC1=C(O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C(=O)C1=O	C38H56O4	InChI=1S/C38H56O4/c1-27(2)15-10-16-28(3)17-11-18-29(4)19-12-20-30(5)21-13-22-31(6)23-14-24-32(7)25-26-34-33(8)35(39)37(41)38(42-9)36(34)40/h15,17,19,21,23,25,40H,10-14,16,18,20,22,24,26H2,1-9H3/b28-17+,29-19+,30-21+,31-23+,32-25+	IALHZQNPELKEGE-HGJBZHBGSA-N	576.4178603			MMDBc0047797
BASm0034539	3-Keto-4-methylzymosterol			Solid	C[C@H](CCC=C(C)C)C1CCC2C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)C(C)C1CC3	C28H44O	InChI=1S/C28H44O/c1-18(2)8-7-9-19(3)22-12-13-24-21-10-11-23-20(4)26(29)15-17-28(23,6)25(21)14-16-27(22,24)5/h8,19-20,22-24H,7,9-17H2,1-6H3/t19-,20?,22?,23?,24?,27-,28+/m1/s1	DBPZYKHQDWKORQ-JQDPPCHWSA-N	396.339216			MMDBc0047798
BASm0034540	PC(15:0/18:2(9Z,12Z))	PC(15:0/18:2(9Z,12Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(15:0/18:2(9Z,12Z)), in particular, consists of one pentadecanoyl chain to the C-1 atom, and one 9Z,12Z-octadecadienoyl chain to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.		Solid	CCCCCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-6-8-10-12-14-16-18-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42(3,4)5)37-47-40(43)33-31-29-27-25-23-19-17-15-13-11-9-7-2/h14,16,20-21,39H,6-13,15,17-19,22-38H2,1-5H3/b16-14-,21-20-/t39-/m1/s1	DGBYUHHIADYUMU-UESLNCBNSA-N	743.546505			MMDBc0047800
BASm0034541	PIP(18:0/20:4(5Z,8Z,11Z,14Z))			Solid	CCCCCCCCCCCCCCCCCC(=O)OC[C@]([H])(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](OP(=O)(O)O)C1O)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C47H84O16P2	InChI=1S/C47H84O16P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(49)61-39(37-59-40(48)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)38-60-65(57,58)63-47-44(52)42(50)43(51)46(45(47)53)62-64(54,55)56/h11,13,17,19,22,24,28,30,39,42-47,50-53H,3-10,12,14-16,18,20-21,23,25-27,29,31-38H2,1-2H3,(H,57,58)(H2,54,55,56)/b13-11-,19-17-,24-22-,30-28-/t39-,42?,43?,44?,45?,46-,47+/m1/s1	JUNGBTKNDVCWEU-GZUKCKGZSA-N	966.5234597			MMDBc0047801
BASm0034542	PIP2(18:0/20:4(5Z,8Z,11Z,14Z))			Solid	CCCCCCCCCCCCCCCCCC(=O)OC[C@]([H])(COP(O)(=O)O[C@H]1C(O)C(O)C(OP(=O)(O)O)[C@@H](OP(=O)(O)O)C1O)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C47H85O19P3	InChI=1S/C47H85O19P3/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(49)63-39(37-61-40(48)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)38-62-69(59,60)66-45-42(50)43(51)46(64-67(53,54)55)47(44(45)52)65-68(56,57)58/h11,13,17,19,22,24,28,30,39,42-47,50-52H,3-10,12,14-16,18,20-21,23,25-27,29,31-38H2,1-2H3,(H,59,60)(H2,53,54,55)(H2,56,57,58)/b13-11-,19-17-,24-22-,30-28-/t39-,42?,43?,44?,45+,46?,47+/m1/s1	CNWINRVXAYPOMW-CEQXGSERSA-N	1046.48979			MMDBc0047802
BASm0034543	CE(18:0)	CE(18:0) is a cholesterol fatty acid ester or simply a cholesterol ester (CE). Cholesterol esters are cholesterol molecules with long-chain fatty acids linked to the hydroxyl group. They are much less polar than free cholesterol and appear to be the preferred form for transport in plasma and for storage. Cholesterol esters do not contribute to membranes but are packed into intracellular lipid particles or lipoprotein particles. Because of the mechanism of synthesis, plasma cholesterol esters tend to contain relatively high proportions of C18 fatty acids. Cholesterol esters are major constituents of the adrenal glands and they also accumulate in the fatty lesions of atherosclerotic plaques. Cholesterol esters are also major constituents of the lipoprotein particles carried in blood (HDL, LDL, VLDL). The cholesterol esters in high-density lipoproteins (HDL) are synthesized largely by transfer of fatty acids to cholesterol from position sn-2 (or C-2) of phosphatidylcholine catalyzed by the enzyme lecithin cholesterol acyl transferase (LCAT). The enzyme also promotes the transfer of cholesterol from cells to HDL. As cholesterol esters accumulate in the lipoprotein core, cholesterol is removed from its surface thus promoting the flow of cholesterol from cell membranes into HDL. This in turn leads to morphological changes in HDL, which grow and become spherical. Subsequently, cholesterol esters are transferred to the other lipoprotein fractions LDL and VLDL, a reaction catalyzed by cholesteryl ester transfer protein. Another enzyme, acyl-CoA:cholesterol acyltransferase (ACAT) synthesizes cholesterol esters from CoA esters of fatty acids and cholesterol. Cholesterol ester hydrolases liberate cholesterol and free fatty acids when required for membrane and lipoprotein formation, and they also provide cholesterol for hormone synthesis in adrenal cells.		Solid	CCCCCCCCCCCCCCCCCC(=O)O[C@H]1CC[C@]2(C)C3CC[C@]4(C)C(CCC4C3CC=C2C1)[C@H](C)CCCC(C)C	C45H80O2	InChI=1S/C45H80O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25-43(46)47-38-30-32-44(5)37(34-38)26-27-39-41-29-28-40(36(4)24-22-23-35(2)3)45(41,6)33-31-42(39)44/h26,35-36,38-42H,7-25,27-34H2,1-6H3/t36-,38+,39?,40?,41?,42?,44+,45-/m1/s1	XHRPOTDGOASDJS-GHOVPUJYSA-N	652.6158318			MMDBc0047803
BASm0034544	3-Oxohexanoic acid			Solid	CCCC(=O)CC(O)=O	C6H10O3	InChI=1S/C6H10O3/c1-2-3-5(7)4-6(8)9/h2-4H2,1H3,(H,8,9)	BDCLDNALSPBWPQ-UHFFFAOYSA-N	130.0629942			MMDBc0047804
BASm0034545	(R)-3-Hydroxyhexanoic acid			Solid	CCC[C@@H](O)CC(O)=O	C6H12O3	InChI=1S/C6H12O3/c1-2-3-5(7)4-6(8)9/h5,7H,2-4H2,1H3,(H,8,9)/t5-/m1/s1	HPMGFDVTYHWBAG-RXMQYKEDSA-N	132.0786443			MMDBc0047805
BASm0034546	trans-Hex-2-enoic acid	trans-Hex-2-enoic acid is fatty acid formed by the action of fatty acid synthases from acetyl-CoA and malonyl-CoA precursors. It is involved in the pathway, fatty acid biosynthesis. Specifically, it is the product of reaction between (R)-3-Hydroxyhexanoic acid and fatty-acid Synthase.		Solid	CCC\C=C\C(O)=O	C6H10O2	InChI=1S/C6H10O2/c1-2-3-4-5-6(7)8/h4-5H,2-3H2,1H3,(H,7,8)/b5-4+	NIONDZDPPYHYKY-SNAWJCMRSA-N	114.0680796			MMDBc0047806
BASm0034547	3-Oxooctanoic acid			Solid	CCCCCC(=O)CC(O)=O	C8H14O3	InChI=1S/C8H14O3/c1-2-3-4-5-7(9)6-8(10)11/h2-6H2,1H3,(H,10,11)	FWNRRWJFOZIGQZ-UHFFFAOYSA-N	158.0942943			MMDBc0047807
BASm0034548	(R)-3-Hydroxyoctanoic acid			Solid	[H][C@@](O)(CCCCC)CC(O)=O	C8H16O3	InChI=1S/C8H16O3/c1-2-3-4-5-7(9)6-8(10)11/h7,9H,2-6H2,1H3,(H,10,11)/t7-/m1/s1	NDPLAKGOSZHTPH-SSDOTTSWSA-N	160.1099444			MMDBc0047808
BASm0034549	3-Oxodecanoic acid			Solid	CCCCCCCC(=O)CC(O)=O	C10H18O3	InChI=1S/C10H18O3/c1-2-3-4-5-6-7-9(11)8-10(12)13/h2-8H2,1H3,(H,12,13)	YXTHWTPUTHTODU-UHFFFAOYSA-N	186.1255944			MMDBc0047809
BASm0034550	(R)-3-Hydroxydecanoic acid			Solid	[H][C@@](O)(CCCCCCC)CC(O)=O	C10H20O3	InChI=1S/C10H20O3/c1-2-3-4-5-6-7-9(11)8-10(12)13/h9,11H,2-8H2,1H3,(H,12,13)/t9-/m1/s1	FYSSBMZUBSBFJL-SECBINFHSA-N	188.1412445			MMDBc0047810
BASm0034551	(R)-3-Hydroxydodecanoic acid			Solid	[H][C@@](O)(CCCCCCCCC)CC(O)=O	C12H24O3	InChI=1S/C12H24O3/c1-2-3-4-5-6-7-8-9-11(13)10-12(14)15/h11,13H,2-10H2,1H3,(H,14,15)/t11-/m1/s1	MUCMKTPAZLSKTL-LLVKDONJSA-N	216.1725446			MMDBc0047812
BASm0034552	trans-Dodec-2-enoic acid	In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. trans-Dodec-2-enoic acid is an intermediate in fatty acid biosynthesis. Specifically, trans-Dodec-2-enoic acid is converted from (R)-3-Hydroxydodecanoic acid via two enzymes; fatty-acid Synthase and 3-Hydroxypalmitoyl- [acyl-carrier-protein] dehydratase (EC: 2.3.1.85 and EC: 4.2.1.61).		Solid	CCCCCCCCC\C=C\C(O)=O	C12H22O2	InChI=1S/C12H22O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h10-11H,2-9H2,1H3,(H,13,14)/b11-10+	PAWGRNGPMLVJQH-ZHACJKMWSA-N	198.1619799			MMDBc0047813
BASm0034553	3-Oxotetradecanoic acid	3-Oxo-tetradecanoic acid is an intermediate in fatty acid biosynthesis. Specifically, 3-Oxo-tetradecanoic acid is converted from Malonic acid via three enzymes; 3-oxoacyl-[acyl-carrier-protein] synthase, fatty-acid Synthase and beta-ketoacyl -acyl-carrier-protein synthase II. (EC:2.3.1.41, E.C: 2.3.1.85, 2.3.1.179). In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation.		Solid	CCCCCCCCCCCC(=O)CC(O)=O	C14H26O3	InChI=1S/C14H26O3/c1-2-3-4-5-6-7-8-9-10-11-13(15)12-14(16)17/h2-12H2,1H3,(H,16,17)	XLKOZYOVXNPWGT-UHFFFAOYSA-N	242.1881947			MMDBc0047814
BASm0034554	trans-Tetra-dec-2-enoic acid	In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. trans-tetra-dec-2-enoic acid is an intermediate in fatty acid biosynthesis. Specifically, trans-tetra-dec-2-enoic acid converted from (R)-3-Hydroxy-tetradecanoic acid via two enzymes; fatty-acid Synthase and 3- Hydroxypalmitoyl- [acyl-carrier-protein] dehydratase (EC: 2.3.1.85 and EC: 4.2.1.61).		Solid	CCCCCCCCCCC\C=C\C(O)=O	C14H26O2	InChI=1S/C14H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h12-13H,2-11H2,1H3,(H,15,16)/b13-12+	IBYFOBGPNPINBU-OUKQBFOZSA-N	226.1932801			MMDBc0047816
BASm0034555	3-Oxohexadecanoic acid	In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. 3-Oxo-hexadecanoic acid is an intermediate in fatty acid biosynthesis. Specifically, 3-Oxo-hexadecanoic acid is converted from Malonic acid via three enzymes; 3-oxoacyl-[acyl-carrier-protein] synthase, fatty-acid Synthase and beta-ketoacyl -acyl-carrier-protein synthase II. (EC:2.3.1.41, E.C: 2.3.1.85, 2.3.1.179).		Solid	CCCCCCCCCCCCCC(=O)CC(O)=O	C16H30O3	InChI=1S/C16H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15(17)14-16(18)19/h2-14H2,1H3,(H,18,19)	ASICPMTWQSESKX-UHFFFAOYSA-N	270.2194948			MMDBc0047817
BASm0034556	(R)-3-Hydroxy-hexadecanoic acid	In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. (R)-3-Hydroxy-hexadecanoic acid is an intermediate in fatty acid biosynthesis. Specifically, (R)-3-Hydroxy-hexadecanoic acid is converted from 3-Oxo-tetradecanoic acid via fatty-acid Synthase and 3-oxoacyl- [acyl-carrier-protein] reductase. (EC: 2.3.1.85 and EC: 2.3.1.41).		Solid	[H][C@@](O)(CCCCCCCCCCCCC)CC(O)=O	C16H32O3	InChI=1S/C16H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15(17)14-16(18)19/h15,17H,2-14H2,1H3,(H,18,19)/t15-/m1/s1	CBWALJHXHCJYTE-OAHLLOKOSA-N	272.2351449			MMDBc0047818
BASm0034557	MG(14:1(9Z)/0:0/0:0)	MG(14:1(9Z)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.		Solid	[H][C@](O)(CO)COC(=O)CCCCCCC\C=C/CCCC	C17H32O4	InChI=1S/C17H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(20)21-15-16(19)14-18/h5-6,16,18-19H,2-4,7-15H2,1H3/b6-5-/t16-/m0/s1	ARCRKLOZHGPFFJ-KJPDOMRESA-N	300.2300595			MMDBc0047820
BASm0034558	MG(16:1(9Z)/0:0/0:0)	MG(16:1(9Z)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.		Solid	[H][C@](O)(CO)COC(=O)CCCCCCC\C=C/CCCCCC	C19H36O4	InChI=1S/C19H36O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(22)23-17-18(21)16-20/h7-8,18,20-21H,2-6,9-17H2,1H3/b8-7-/t18-/m0/s1	KVYUBFKSKZWZSV-ZEVQVBBLSA-N	328.2613596			MMDBc0047821
BASm0034559	MG(22:1(13Z)/0:0/0:0)	MG(22:1(13Z)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.		Solid	[H][C@](O)(CO)COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C25H48O4	InChI=1S/C25H48O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(28)29-23-24(27)22-26/h9-10,24,26-27H,2-8,11-23H2,1H3/b10-9-/t24-/m0/s1	ZXNAIPHYBVMMPY-DHSLYTQISA-N	412.35526			MMDBc0047822
BASm0034560	(Glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol	(Glucosyl)2-(Mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol (Glc2Man9GlcNAc2-Dol) is an isoprene-based lipid where an oligosaccharide moiety Glc2Man9GlcNAc2 is linked to dolichol lipid via a pyrophosphate linkage. Glc2Man9GlcNAc2-Dol is an intermediate in dolichyl-diphosphooligosaccaride biosynthesis pathway and synthesis of N-glycans. The biosynthetic pathway for this lipid-linked precursor begins with the phosphorylation of dolichol, followed by stepwise addition of sugar residues to form the product dolichyl-diphosphooligosaccharide. This pathway is of particular interest in humans, because defects in the glycosyltransferases involved lead to congenital disorders of N-glycosylation of proteins. In this pathway, (Glucosyl)2-(Mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol is formed from Glucosyl-(Mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol via reaction with Dolichyl &#946;-D-glucosyl phosphate. In the next step, one more glucose residue is added to Glc2Man9GlcNAc2-Dol via reaction with Dolichyl &#946;-D-glucosyl phosphate. (Adapted from Human Cyc).		Solid	OC[C@H]1O[C@H](OC[C@H]2O[C@H](OC[C@H]3O[C@@H](O[C@H]4[C@H](O)[C@@H](NC(C)=O)[C@@H](O[C@@H]4CO)O[C@H]4[C@H](O)[C@@H](NC(C)=O)[C@@H](O[C@@H]4CO)OP(=O)(O)OP(=O)(O)OCCC(C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)[C@@H](O)[C@@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O[C@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)[C@H]5O)[C@@H]4O)[C@@H]3O)[C@@H](O)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H]2O)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H]1O	C162H270N2O72P2	InChI=1S/C162H270N2O72P2/c1-80(2)35-20-36-81(3)37-21-38-82(4)39-22-40-83(5)41-23-42-84(6)43-24-44-85(7)45-25-46-86(8)47-26-48-87(9)49-27-50-88(10)51-28-52-89(11)53-29-54-90(12)55-30-56-91(13)57-31-58-92(14)59-32-60-93(15)61-33-62-94(16)63-34-64-95(17)65-66-211-237(205,206)236-238(207,208)235-151-112(164-97(19)177)125(190)140(108(77-175)222-151)225-150-111(163-96(18)176)124(189)141(107(76-174)221-150)226-158-139(204)145(230-161-149(132(197)119(184)103(72-170)219-161)234-162-148(131(196)118(183)104(73-171)220-162)233-157-138(203)143(121(186)106(75-173)216-157)228-156-137(202)142(120(185)105(74-172)215-156)227-153-133(198)126(191)113(178)98(67-165)212-153)123(188)110(224-158)78-209-152-136(201)144(229-160-147(130(195)117(182)102(71-169)218-160)232-155-135(200)128(193)115(180)100(69-167)214-155)122(187)109(223-152)79-210-159-146(129(194)116(181)101(70-168)217-159)231-154-134(199)127(192)114(179)99(68-166)213-154/h35,37,39,41,43,45,47,49,51,53,55,57,59,61,63,95,98-162,165-175,178-204H,20-34,36,38,40,42,44,46,48,50,52,54,56,58,60,62,64-79H2,1-19H3,(H,163,176)(H,164,177)(H,205,206)(H,207,208)/b81-37+,82-39+,83-41+,84-43+,85-45+,86-47+,87-49+,88-51+,89-53+,90-55+,91-57+,92-59+,93-61+,94-63+/t95?,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117-,118-,119-,120-,121-,122-,123-,124-,125-,126+,127+,128+,129+,130+,131+,132+,133-,134+,135+,136+,137-,138+,139+,140-,141-,142+,143+,144+,145+,146+,147+,148+,149+,150+,151+,152+,153-,154-,155-,156-,157-,158+,159+,160-,161-,162-/m1/s1	AALOZWVGCDVETJ-XSNQQLSJSA-N	3457.700282			MMDBc0047824
BASm0034561	(Mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol	(Mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol (Man2GlcNAc2-Dol) is an isoprene-based lipid where an oligosaccharide moiety Man2GlcNAc2 is linked to dolichol lipid via a pyrophosphate linkage. Man2GlcNAc2-Dol is an intermediate in dolichyl-diphosphooligosaccaride biosynthesis pathway and synthesis of N-glycans. The biosynthetic pathway for this lipid-linked precursor begins with the phosphorylation of dolichol, followed by stepwise addition of sugar residues to form the product dolichyl-diphosphooligosaccharide. This pathway is of particular interest in humans, because defects in the glycosyltransferases involved lead to congenital disorders of N-glycosylation of proteins. In this pathway, (Mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol is formed from Mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol via reaction with Dolichyl &#946;-D-mannosyl phosphate. In the next step, one more mannose residue is added to Man2GlcNAc2-Dol via reaction with Dolichyl &#946;-D-mannosyl phosphate. (Adapted from Human Cyc).		Solid	OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](CO)O[C@@H](O[C@H]3[C@H](O)[C@@H](NC(C)=O)[C@@H](O[C@@H]3CO)O[C@H]3[C@H](O)[C@@H](NC(C)=O)[C@@H](O[C@@H]3CO)OP(=O)(O)OP(=O)(O)OCCC(C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)[C@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	C108H180N2O27P2	InChI=1S/C108H180N2O27P2/c1-71(2)35-20-36-72(3)37-21-38-73(4)39-22-40-74(5)41-23-42-75(6)43-24-44-76(7)45-25-46-77(8)47-26-48-78(9)49-27-50-79(10)51-28-52-80(11)53-29-54-81(12)55-30-56-82(13)57-31-58-83(14)59-32-60-84(15)61-33-62-85(16)63-34-64-86(17)65-66-128-138(124,125)137-139(126,127)136-106-94(110-88(19)116)98(120)102(92(70-114)132-106)133-105-93(109-87(18)115)97(119)103(91(69-113)131-105)134-108-101(123)104(96(118)90(68-112)130-108)135-107-100(122)99(121)95(117)89(67-111)129-107/h35,37,39,41,43,45,47,49,51,53,55,57,59,61,63,86,89-108,111-114,117-123H,20-34,36,38,40,42,44,46,48,50,52,54,56,58,60,62,64-70H2,1-19H3,(H,109,115)(H,110,116)(H,124,125)(H,126,127)/b72-37+,73-39+,74-41+,75-43+,76-45+,77-47+,78-49+,79-51+,80-53+,81-55+,82-57+,83-59+,84-61+,85-63+/t86?,89-,90-,91-,92-,93-,94-,95-,96-,97-,98-,99+,100+,101+,102-,103-,104+,105+,106+,107-,108+/m1/s1	ZTJFEYPCTFISRM-FSEKKYFOSA-N	1999.224872			MMDBc0047825
BASm0034562	(Mannosyl)3-(N-acetylglucosaminyl)2-diphosphodolichol	(Mannosyl)3-(N-acetylglucosaminyl)2-diphosphodolichol (Man3GlcNAc2-Dol) is an isoprene-based lipid where an oligosaccharide moiety Man3GlcNAc2 is linked to dolichol lipid via a pyrophosphate linkage. Man3GlcNAc2-Dol is an intermediate in dolichyl-diphosphooligosaccaride biosynthesis pathway and synthesis of N-glycans. The biosynthetic pathway for this lipid-linked precursor begins with the phosphorylation of dolichol, followed by stepwise addition of sugar residues to form the product dolichyl-diphosphooligosaccharide. This pathway is of particular interest in humans, because defects in the glycosyltransferases involved lead to congenital disorders of N-glycosylation of proteins. In this pathway, (Mannosyl)3-(N-acetylglucosaminyl)2-diphosphodolichol is formed from (Mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol via reaction with Dolichyl &#946;-D-mannosyl phosphate. In the next step, one more mannose residue is added to Man3GlcNAc2-Dol via reaction with Dolichyl &#946;-D-mannosyl phosphate. (Adapted from Human Cyc).		Solid	OC[C@H]1O[C@H](OC[C@H]2O[C@@H](O[C@H]3[C@H](O)[C@@H](NC(C)=O)[C@@H](O[C@@H]3CO)O[C@H]3[C@H](O)[C@@H](NC(C)=O)[C@@H](O[C@@H]3CO)OP(=O)(O)OP(=O)(O)OCCC(C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)[C@@H](O)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	C114H190N2O32P2	InChI=1S/C114H190N2O32P2/c1-72(2)35-20-36-73(3)37-21-38-74(4)39-22-40-75(5)41-23-42-76(6)43-24-44-77(7)45-25-46-78(8)47-26-48-79(9)49-27-50-80(10)51-28-52-81(11)53-29-54-82(12)55-30-56-83(13)57-31-58-84(14)59-32-60-85(15)61-33-62-86(16)63-34-64-87(17)65-66-138-149(133,134)148-150(135,136)147-111-96(116-89(19)122)101(127)107(93(70-120)142-111)144-110-95(115-88(18)121)100(126)108(92(69-119)141-110)145-114-106(132)109(146-113-105(131)103(129)98(124)91(68-118)140-113)99(125)94(143-114)71-137-112-104(130)102(128)97(123)90(67-117)139-112/h35,37,39,41,43,45,47,49,51,53,55,57,59,61,63,87,90-114,117-120,123-132H,20-34,36,38,40,42,44,46,48,50,52,54,56,58,60,62,64-71H2,1-19H3,(H,115,121)(H,116,122)(H,133,134)(H,135,136)/b73-37+,74-39+,75-41+,76-43+,77-45+,78-47+,79-49+,80-51+,81-53+,82-55+,83-57+,84-59+,85-61+,86-63+/t87?,90-,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102+,103+,104+,105+,106+,107-,108-,109+,110+,111+,112+,113-,114+/m1/s1	BKUXVZCTYBVOAV-JLQUOVFMSA-N	2161.277695			MMDBc0047826
BASm0034563	(Mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol	(Mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol (Man5GlcNAc2-Dol) is an isoprene-based lipid where an oligosaccharide moiety Man5GlcNAc2 is linked to dolichol lipid via a pyrophosphate linkage. Man5GlcNAc2-Dol is an intermediate in dolichyl-diphosphooligosaccaride biosynthesis pathway and synthesis of N-glycans. The biosynthetic pathway for this lipid-linked precursor begins with the phosphorylation of dolichol, followed by stepwise addition of sugar residues to form the product dolichyl-diphosphooligosaccharide. This pathway is of particular interest in humans, because defects in the glycosyltransferases involved lead to congenital disorders of N-glycosylation of proteins. In this pathway, (Mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol is formed from (Mannosyl)4-(N-acetylglucosaminyl)2-diphosphodolichol via reaction with Dolichyl &#946;-D-mannosyl phosphate. In the next step, one more mannose residue is added to Man5GlcNAc2-Dol via reaction with Dolichyl &#946;-D-mannosyl phosphate. (Adapted from Human Cyc).		Solid	OC[C@H]1O[C@H](OC[C@H]2O[C@@H](O[C@H]3[C@H](O)[C@@H](NC(C)=O)[C@@H](O[C@@H]3CO)O[C@H]3[C@H](O)[C@@H](NC(C)=O)[C@@H](O[C@@H]3CO)OP(=O)(O)OP(=O)(O)OCCC(C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)[C@@H](O)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	C126H210N2O42P2	InChI=1S/C126H210N2O42P2/c1-74(2)35-20-36-75(3)37-21-38-76(4)39-22-40-77(5)41-23-42-78(6)43-24-44-79(7)45-25-46-80(8)47-26-48-81(9)49-27-50-82(10)51-28-52-83(11)53-29-54-84(12)55-30-56-85(13)57-31-58-86(14)59-32-60-87(15)61-33-62-88(16)63-34-64-89(17)65-66-156-171(151,152)170-172(153,154)169-121-100(128-91(19)136)107(143)115(97(72-134)162-121)164-120-99(127-90(18)135)106(142)116(96(71-133)161-120)165-124-114(150)117(105(141)98(163-124)73-155-122-112(148)108(144)101(137)92(67-129)157-122)166-125-119(111(147)104(140)94(69-131)159-125)168-126-118(110(146)103(139)95(70-132)160-126)167-123-113(149)109(145)102(138)93(68-130)158-123/h35,37,39,41,43,45,47,49,51,53,55,57,59,61,63,89,92-126,129-134,137-150H,20-34,36,38,40,42,44,46,48,50,52,54,56,58,60,62,64-73H2,1-19H3,(H,127,135)(H,128,136)(H,151,152)(H,153,154)/b75-37+,76-39+,77-41+,78-43+,79-45+,80-47+,81-49+,82-51+,83-53+,84-55+,85-57+,86-59+,87-61+,88-63+/t89?,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108+,109+,110+,111+,112+,113+,114+,115-,116-,117+,118+,119+,120+,121+,122+,123-,124+,125-,126-/m1/s1	WMSWZXXUBKPOOZ-CPZBINJNSA-N	2485.383342			MMDBc0047827
BASm0034564	(Mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol	(Mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol (Man6GlcNAc2-Dol) is an isoprene-based lipid where an oligosaccharide moiety Man6GlcNAc2 is linked to dolichol lipid via a pyrophosphate linkage. Man6GlcNAc2-Dol is an intermediate in dolichyl-diphosphooligosaccaride biosynthesis pathway and synthesis of N-glycans. The biosynthetic pathway for this lipid-linked precursor begins with the phosphorylation of dolichol, followed by stepwise addition of sugar residues to form the product dolichyl-diphosphooligosaccharide. This pathway is of particular interest in humans, because defects in the glycosyltransferases involved lead to congenital disorders of N-glycosylation of proteins. In this pathway, (Mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol is formed from (Mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol via reaction with Dolichyl &#946;-D-mannosyl phosphate. In the next step, one more mannose residue is added to Man6GlcNAc2-Dol via reaction with Dolichyl &#946;-D-mannosyl phosphate. (Adapted from Human Cyc).		Solid	OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](CO)O[C@H](OC[C@H]3O[C@@H](O[C@H]4[C@H](O)[C@@H](NC(C)=O)[C@@H](O[C@@H]4CO)O[C@H]4[C@H](O)[C@@H](NC(C)=O)[C@@H](O[C@@H]4CO)OP(=O)(O)OP(=O)(O)OCCC(C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)[C@@H](O)[C@@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H]3O)[C@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	C132H220N2O47P2	InChI=1S/C132H220N2O47P2/c1-75(2)35-20-36-76(3)37-21-38-77(4)39-22-40-78(5)41-23-42-79(6)43-24-44-80(7)45-25-46-81(8)47-26-48-82(9)49-27-50-83(10)51-28-52-84(11)53-29-54-85(12)55-30-56-86(13)57-31-58-87(14)59-32-60-88(15)61-33-62-89(16)63-34-64-90(17)65-66-165-182(160,161)181-183(162,163)180-126-102(134-92(19)143)110(151)119(99(73-141)172-126)174-125-101(133-91(18)142)109(150)120(98(72-140)171-125)175-130-118(159)122(108(149)100(173-130)74-164-127-117(158)121(107(148)97(71-139)166-127)176-128-115(156)111(152)103(144)93(67-135)167-128)177-131-124(114(155)106(147)95(69-137)169-131)179-132-123(113(154)105(146)96(70-138)170-132)178-129-116(157)112(153)104(145)94(68-136)168-129/h35,37,39,41,43,45,47,49,51,53,55,57,59,61,63,90,93-132,135-141,144-159H,20-34,36,38,40,42,44,46,48,50,52,54,56,58,60,62,64-74H2,1-19H3,(H,133,142)(H,134,143)(H,160,161)(H,162,163)/b76-37+,77-39+,78-41+,79-43+,80-45+,81-47+,82-49+,83-51+,84-53+,85-55+,86-57+,87-59+,88-61+,89-63+/t90?,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111+,112+,113+,114+,115+,116+,117+,118+,119-,120-,121+,122+,123+,124+,125+,126+,127+,128-,129-,130+,131-,132-/m1/s1	IOYSGTVJJKIUCN-MGGUUVKLSA-N	2647.436165			MMDBc0047828
BASm0034565	(Mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol	(Mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol (Man7GlcNAc2-Dol) is an isoprene-based lipid where an oligosaccharide moiety Man7GlcNAc2 is linked to dolichol lipid via a pyrophosphate linkage. Man7GlcNAc2-Dol is an intermediate in dolichyl-diphosphooligosaccaride biosynthesis pathway and synthesis of N-glycans. The biosynthetic pathway for this lipid-linked precursor begins with the phosphorylation of dolichol, followed by stepwise addition of sugar residues to form the product dolichyl-diphosphooligosaccharide. This pathway is of particular interest in humans, because defects in the glycosyltransferases involved lead to congenital disorders of N-glycosylation of proteins. In this pathway, (Mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol is formed from (Mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol via reaction with Dolichyl &#946;-D-mannosyl phosphate. In the next step, one more mannose residue is added to Man7GlcNAc2-Dol via reaction with Dolichyl &#946;-D-mannosyl phosphate. (Adapted from Human Cyc).		Solid	OC[C@H]1O[C@H](O[C@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]2O[C@H]2[C@H](O)[C@@H](CO)O[C@H](OC[C@H]3O[C@@H](O[C@H]4[C@H](O)[C@@H](NC(C)=O)[C@@H](O[C@@H]4CO)O[C@H]4[C@H](O)[C@@H](NC(C)=O)[C@@H](O[C@@H]4CO)OP(=O)(O)OP(=O)(O)OCCC(C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)[C@@H](O)[C@@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H]3O)[C@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	C138H230N2O52P2	InChI=1S/C138H230N2O52P2/c1-76(2)35-20-36-77(3)37-21-38-78(4)39-22-40-79(5)41-23-42-80(6)43-24-44-81(7)45-25-46-82(8)47-26-48-83(9)49-27-50-84(10)51-28-52-85(11)53-29-54-86(12)55-30-56-87(13)57-31-58-88(14)59-32-60-89(15)61-33-62-90(16)63-34-64-91(17)65-66-174-193(169,170)192-194(171,172)191-131-104(140-93(19)150)113(159)123(101(74-148)182-131)184-130-103(139-92(18)149)112(158)124(100(73-147)181-130)185-135-122(168)126(187-137-129(118(164)109(155)97(70-144)179-137)190-138-128(117(163)108(154)98(71-145)180-138)189-134-120(166)115(161)106(152)95(68-142)177-134)111(157)102(183-135)75-173-132-121(167)125(110(156)99(72-146)175-132)186-136-127(116(162)107(153)96(69-143)178-136)188-133-119(165)114(160)105(151)94(67-141)176-133/h35,37,39,41,43,45,47,49,51,53,55,57,59,61,63,91,94-138,141-148,151-168H,20-34,36,38,40,42,44,46,48,50,52,54,56,58,60,62,64-75H2,1-19H3,(H,139,149)(H,140,150)(H,169,170)(H,171,172)/b77-37+,78-39+,79-41+,80-43+,81-45+,82-47+,83-49+,84-51+,85-53+,86-55+,87-57+,88-59+,89-61+,90-63+/t91?,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114+,115+,116+,117+,118+,119+,120+,121+,122+,123-,124-,125+,126+,127+,128+,129+,130+,131+,132+,133-,134-,135+,136-,137-,138-/m1/s1	VNYRSEASZNQGSH-UDMAQEQJSA-N	2809.488989			MMDBc0047829
BASm0034566	(Mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol	(Mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol (Man8GlcNAc2-Dol) is an isoprene-based lipid where an oligosaccharide moiety Man8GlcNAc2 is linked to dolichol lipid via a pyrophosphate linkage. Man8GlcNAc2-Dol is an intermediate in dolichyl-diphosphooligosaccaride biosynthesis pathway and synthesis of N-glycans. The biosynthetic pathway for this lipid-linked precursor begins with the phosphorylation of dolichol, followed by stepwise addition of sugar residues to form the product dolichyl-diphosphooligosaccharide. This pathway is of particular interest in humans, because defects in the glycosyltransferases involved lead to congenital disorders of N-glycosylation of proteins. In this pathway, (Mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol is formed from (Mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol via reaction with Dolichyl &#946;-D-mannosyl phosphate. In the next step, one mannose residue is added to Man8GlcNAc2-Dol via reaction with Dolichyl &#946;-D-mannosyl phosphate. (Adapted from Human Cyc)		Solid	OC[C@H]1O[C@H](OC[C@H]2O[C@H](OC[C@H]3O[C@@H](O[C@H]4[C@H](O)[C@@H](NC(C)=O)[C@@H](O[C@@H]4CO)O[C@H]4[C@H](O)[C@@H](NC(C)=O)[C@@H](O[C@@H]4CO)OP(=O)(O)OP(=O)(O)OCCC(C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)[C@@H](O)[C@@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H]3O)[C@@H](O)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	C144H240N2O57P2	InChI=1S/C144H240N2O57P2/c1-77(2)35-20-36-78(3)37-21-38-79(4)39-22-40-80(5)41-23-42-81(6)43-24-44-82(7)45-25-46-83(8)47-26-48-84(9)49-27-50-85(10)51-28-52-86(11)53-29-54-87(12)55-30-56-88(13)57-31-58-89(14)59-32-60-90(15)61-33-62-91(16)63-34-64-92(17)65-66-184-204(178,179)203-205(180,181)202-136-106(146-94(19)156)116(166)128(102(74-154)192-136)195-135-105(145-93(18)155)115(165)129(101(73-153)191-135)196-141-127(177)131(198-143-134(122(172)112(162)99(71-151)189-143)201-144-133(121(171)111(161)100(72-152)190-144)200-140-125(175)119(169)109(159)97(69-149)187-140)114(164)104(194-141)76-183-138-126(176)130(113(163)103(193-138)75-182-137-123(173)117(167)107(157)95(67-147)185-137)197-142-132(120(170)110(160)98(70-150)188-142)199-139-124(174)118(168)108(158)96(68-148)186-139/h35,37,39,41,43,45,47,49,51,53,55,57,59,61,63,92,95-144,147-154,157-177H,20-34,36,38,40,42,44,46,48,50,52,54,56,58,60,62,64-76H2,1-19H3,(H,145,155)(H,146,156)(H,178,179)(H,180,181)/b78-37+,79-39+,80-41+,81-43+,82-45+,83-47+,84-49+,85-51+,86-53+,87-55+,88-57+,89-59+,90-61+,91-63+/t92?,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117+,118+,119+,120+,121+,122+,123+,124+,125+,126+,127+,128-,129-,130+,131+,132+,133+,134+,135+,136+,137+,138+,139-,140-,141+,142-,143-,144-/m1/s1	YRUUGXZUKTWFST-JNAUNXQKSA-N	2971.541812			MMDBc0047830
BASm0034567	(Mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol			Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CCC([H])(C)CCOP(O)(=O)OP(O)(=O)OC1([H])OC([H])(CO)C([H])(OC2([H])OC([H])(CO)C([H])(OC3([H])OC([H])(COC4([H])OC([H])(COC5([H])OC([H])(CO)C([H])(O)C([H])(O)C5([H])OC5([H])OC([H])(CO)C([H])(O)C([H])(O)C5([H])O)C([H])(O)C([H])(OC5([H])OC([H])(CO)C([H])(O)C([H])(O)C5([H])OC5([H])OC([H])(CO)C([H])(O)C([H])(O)C5([H])O)C4([H])O)C([H])(O)C([H])(OC4([H])OC([H])(CO)C([H])(O)C([H])(O)C4([H])OC4([H])OC([H])(CO)C([H])(O)C([H])(O)C4([H])OC4([H])OC([H])(CO)C([H])(O)C([H])(O)C4([H])O)C3([H])O)C([H])(O)C2([H])N=C(C)O)C([H])(O)C1([H])N=C(C)O)=C(\C)CCC=C(C)C	C150H250N2O62P2	InChI=1S/C150H250N2O62P2/c1-78(2)35-20-36-79(3)37-21-38-80(4)39-22-40-81(5)41-23-42-82(6)43-24-44-83(7)45-25-46-84(8)47-26-48-85(9)49-27-50-86(10)51-28-52-87(11)53-29-54-88(12)55-30-56-89(13)57-31-58-90(14)59-32-60-91(15)61-33-62-92(16)63-34-64-93(17)65-66-193-215(187,188)214-216(189,190)213-141-108(152-95(19)163)119(174)132(104(75-161)202-141)205-140-107(151-94(18)162)118(173)133(103(74-160)201-140)206-146-131(186)135(208-149-139(126(181)115(170)101(72-158)199-149)212-150-138(125(180)114(169)102(73-159)200-150)211-145-129(184)122(177)111(166)98(69-155)196-145)117(172)106(204-146)76-191-142-130(185)134(207-148-137(124(179)113(168)100(71-157)198-148)210-144-128(183)121(176)110(165)97(68-154)195-144)116(171)105(203-142)77-192-147-136(123(178)112(167)99(70-156)197-147)209-143-127(182)120(175)109(164)96(67-153)194-143/h35,37,39,41,43,45,47,49,51,53,55,57,59,61,63,93,96-150,153-161,164-186H,20-34,36,38,40,42,44,46,48,50,52,54,56,58,60,62,64-77H2,1-19H3,(H,151,162)(H,152,163)(H,187,188)(H,189,190)/b79-37+,80-39+,81-41+,82-43+,83-45+,84-47+,85-49+,86-51+,87-53+,88-55+,89-57+,90-59+,91-61+,92-63+	JECWIAQBRVYUQC-VHXOSCHESA-N	3133.594636			MMDBc0047831
BASm0034568	(N-Acetylglucosaminyl)2-diphosphodolichol	(N-Acetylglucosaminyl)2-diphosphodolichol is a lipid-linked disaccharide that is an intermediate in dolichyl-diphosphooligosaccharide biosynthesis. The dolichyl-diphosphooligosaccharide biosynthesis pathway is of particular interest in humans, because defects in the glycosyltransferases involved lead to congenital disorders of glycosylation. The genetic analysis of this pathway in a model organism, the budding yeast Saccharomyces cerevisiae, has helped to elucidate the molecular basis of these disorders. Humanization of the N-glycosylation pathway in yeast may allow production of therapeutically useful glycoproteins. Humanization is necessary because N-glycosylation in yeast is of the high-mannose type, which would create a shorter glycoprotein half-life in humans. In this biosynthetic pathway, N-Acetylglucosaminyl)2-diphosphodolichol is a substrate for Chitobiosyldiphosphodolichol &#945;-mannosyltransferase and formed from the enzymatic glycosylation of N-Acetylglucosaminyl-diphosphodolichol.		Solid	OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](NC(C)=O)[C@@H](O[C@@H]2CO)OP(=O)(O)OP(=O)(O)OCCC(C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)[C@H](NC(C)=O)[C@@H](O)[C@@H]1O	C96H160N2O17P2	InChI=1S/C96H160N2O17P2/c1-69(2)35-20-36-70(3)37-21-38-71(4)39-22-40-72(5)41-23-42-73(6)43-24-44-74(7)45-25-46-75(8)47-26-48-76(9)49-27-50-77(10)51-28-52-78(11)53-29-54-79(12)55-30-56-80(13)57-31-58-81(14)59-32-60-82(15)61-33-62-83(16)63-34-64-84(17)65-66-110-116(106,107)115-117(108,109)114-96-90(98-86(19)102)93(105)94(88(68-100)112-96)113-95-89(97-85(18)101)92(104)91(103)87(67-99)111-95/h35,37,39,41,43,45,47,49,51,53,55,57,59,61,63,84,87-96,99-100,103-105H,20-34,36,38,40,42,44,46,48,50,52,54,56,58,60,62,64-68H2,1-19H3,(H,97,101)(H,98,102)(H,106,107)(H,108,109)/b70-37+,71-39+,72-41+,73-43+,74-45+,75-47+,76-49+,77-51+,78-53+,79-55+,80-57+,81-59+,82-61+,83-63+/t84?,87-,88-,89-,90-,91-,92-,93-,94-,95+,96+/m1/s1	AGKFOAYTTMSUFA-AYIKJQCISA-N	1675.119225			MMDBc0047832
BASm0034569	Glucosyl-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol	Glucosyl-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolicholis involved in the dolichyl-diphosphooligosaccharide biosynthesis pathway. Glucosyl-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolicholreversibly reacts with dolichyl &#946;-D-glucosyl phosphate to produce (glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol and dolichyl-phosphate. Glucosyl-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolicholis produced from a reaction between (mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol and dolichyl &#946;-D-glucosyl phosphate, with dolichyl-phosphate as a by product.		Solid	OC[C@H]1O[C@H](OC[C@H]2O[C@H](OC[C@H]3O[C@@H](O[C@H]4[C@H](O)[C@@H](NC(C)=O)[C@@H](O[C@@H]4CO)O[C@H]4[C@H](O)[C@@H](NC(C)=O)[C@@H](O[C@@H]4CO)OP(=O)(O)OP(=O)(O)OCCC(C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)[C@@H](O)[C@@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@@H]4O)[C@@H]3O)[C@@H](O)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H]2O)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H]1O	C156H260N2O67P2	InChI=1S/C156H260N2O67P2/c1-79(2)35-20-36-80(3)37-21-38-81(4)39-22-40-82(5)41-23-42-83(6)43-24-44-84(7)45-25-46-85(8)47-26-48-86(9)49-27-50-87(10)51-28-52-88(11)53-29-54-89(12)55-30-56-90(13)57-31-58-91(14)59-32-60-92(15)61-33-62-93(16)63-34-64-94(17)65-66-202-226(196,197)225-227(198,199)224-146-110(158-96(19)170)122(182)136(106(76-168)212-146)215-145-109(157-95(18)169)121(181)137(105(75-167)211-145)216-152-135(195)140(219-155-144(129(189)117(177)102(72-164)209-155)223-156-143(128(188)116(176)103(73-165)210-156)222-151-134(194)138(118(178)104(74-166)206-151)217-148-130(190)123(183)111(171)97(67-159)203-148)120(180)108(214-152)77-200-147-133(193)139(218-154-142(127(187)115(175)101(71-163)208-154)221-150-132(192)125(185)113(173)99(69-161)205-150)119(179)107(213-147)78-201-153-141(126(186)114(174)100(70-162)207-153)220-149-131(191)124(184)112(172)98(68-160)204-149/h35,37,39,41,43,45,47,49,51,53,55,57,59,61,63,94,97-156,159-168,171-195H,20-34,36,38,40,42,44,46,48,50,52,54,56,58,60,62,64-78H2,1-19H3,(H,157,169)(H,158,170)(H,196,197)(H,198,199)/b80-37+,81-39+,82-41+,83-43+,84-45+,85-47+,86-49+,87-51+,88-53+,89-55+,90-57+,91-59+,92-61+,93-63+/t94?,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117-,118-,119-,120-,121-,122-,123+,124+,125+,126+,127+,128+,129+,130-,131+,132+,133+,134+,135+,136-,137-,138+,139+,140+,141+,142+,143+,144+,145+,146+,147+,148-,149-,150-,151-,152+,153+,154-,155-,156-/m1/s1	MLMXJWWXMCLAMG-FTSRHZIGSA-N	3295.647459			MMDBc0047833
BASm0034570	Mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol	Mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol is involved in dolichyl-diphosphooligosaccharide biosynthesis. (N-acetylglucosaminyl)2-diphosphodolichol reacts with GDP-&#945;-D-mannose to produce mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol and GDP. The reaction is catalyzed by chitobiosyldiphosphodolichol &#945;-mannosyltransferase. Mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol reacts with GDP-&#945;-D-mannose to produce (mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol and GDP.		Solid	OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](NC(C)=O)[C@@H](O[C@@H]2CO)O[C@H]2[C@H](O)[C@@H](NC(C)=O)[C@@H](O[C@@H]2CO)OP(=O)(O)OP(=O)(O)OCCC(C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)[C@@H](O)[C@@H](O)[C@@H]1O	C102H170N2O22P2	InChI=1S/C102H170N2O22P2/c1-70(2)35-20-36-71(3)37-21-38-72(4)39-22-40-73(5)41-23-42-74(6)43-24-44-75(7)45-25-46-76(8)47-26-48-77(9)49-27-50-78(10)51-28-52-79(11)53-29-54-80(12)55-30-56-81(13)57-31-58-82(14)59-32-60-83(15)61-33-62-84(16)63-34-64-85(17)65-66-119-127(115,116)126-128(117,118)125-101-92(104-87(19)109)95(112)98(90(69-107)122-101)123-100-91(103-86(18)108)94(111)99(89(68-106)121-100)124-102-97(114)96(113)93(110)88(67-105)120-102/h35,37,39,41,43,45,47,49,51,53,55,57,59,61,63,85,88-102,105-107,110-114H,20-34,36,38,40,42,44,46,48,50,52,54,56,58,60,62,64-69H2,1-19H3,(H,103,108)(H,104,109)(H,115,116)(H,117,118)/b71-37+,72-39+,73-41+,74-43+,75-45+,76-47+,77-49+,78-51+,79-53+,80-55+,81-57+,82-59+,83-61+,84-63+/t85?,88-,89-,90-,91-,92-,93-,94-,95-,96+,97+,98-,99-,100+,101+,102+/m1/s1	WFPHPSFEEKVIHM-OXIGOQSHSA-N	1837.172048			MMDBc0047834
BASm0034571	PS(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z))	PS(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of arachidonic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The arachidonic acid moiety is derived from animal fats and eggs, while the arachidonic acid moiety is derived from animal fats and eggs. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.		Solid	[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)C(O)=O	C46H74NO10P	InChI=1S/C46H74NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-44(48)54-39-42(40-55-58(52,53)56-41-43(47)46(50)51)57-45(49)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11-14,17-20,23-26,29-32,42-43H,3-10,15-16,21-22,27-28,33-41,47H2,1-2H3,(H,50,51)(H,52,53)/b13-11-,14-12-,19-17-,20-18-,25-23-,26-24-,31-29-,32-30-/t42-,43+/m1/s1	UCOKPDJELMQSGF-LVOHFYTISA-N	831.5050341			MMDBc0047835
BASm0034572	1-Diphosinositol pentakisphosphate			Solid	OP(O)(=O)O[C@H]1[C@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H](OP(O)(=O)OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O	C6H19O27P7	InChI=1S/C6H19O27P7/c7-34(8,9)27-1-2(28-35(10,11)12)4(30-37(16,17)18)6(32-40(25,26)33-39(22,23)24)5(31-38(19,20)21)3(1)29-36(13,14)15/h1-6H,(H,25,26)(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/t1-,2-,3+,4-,5-,6-/m0/s1	UPHPWXPNZIOZJL-PTQMNWPWSA-N	739.827701			MMDBc0047836
BASm0034573	Sirolimus			Solid	[H][C@@]1(C[C@H](C)[C@]2([H])CC(=O)[C@H](C)\C=C(C)\[C@@H](O)[C@@H](OC)C(=O)[C@H](C)C[C@H](C)\C=C\C=C\C=C(C)\[C@H](C[C@]3([H])CC[C@@H](C)[C@@](O)(O3)C(=O)C(=O)N3CCCC[C@@]3([H])C(=O)O2)OC)CC[C@@H](O)[C@@H](C1)OC	C51H79NO13	InChI=1S/C51H79NO13/c1-30-16-12-11-13-17-31(2)42(61-8)28-38-21-19-36(7)51(60,65-38)48(57)49(58)52-23-15-14-18-39(52)50(59)64-43(33(4)26-37-20-22-40(53)44(27-37)62-9)29-41(54)32(3)25-35(6)46(56)47(63-10)45(55)34(5)24-30/h11-13,16-17,25,30,32-34,36-40,42-44,46-47,53,56,60H,14-15,18-24,26-29H2,1-10H3/b13-11+,16-12+,31-17+,35-25+/t30-,32-,33+,34-,36-,37+,38+,39+,40-,42+,43+,44-,46-,47+,51-/m1/s1	QFJCIRLUMZQUOT-KLHQEZAJSA-N	913.5551416			MMDBc0047838
BASm0034574	(+/-)-Glycerol 1,2-diacetate	(±)-Glycerol 1,2-diacetate is a solvent; used for decaffeinating coffe		Expected Solid		C7H12O5		UXDDRFCJKNROTO-UHFFFAOYNA-N	176.0684735			MMDBc0047839
BASm0034575	1-phosphatidyl-1D-myo-inositol 4-phosphate 	1-phosphatidyl-1D-myo-inositol 4-phosphate is a phosphoinositide, a subclass of phospholipids that play crucial roles in cellular signaling and membrane dynamics. Its chemical structure features a myo-inositol moiety phosphorylated at the 4-position, linked to a phosphatidyl group, which contributes to its amphipathic nature and ability to integrate into cellular membranes. This metabolite is involved in various biological pathways, particularly in the regulation of exocytosis. For instance, studies indicate that ARF6 activates phospholipase D (PLD) and ATP:1-phosphatidyl-1D-myo-inositol 4-phosphate 5-phosphotransferase (EC 2.7.1.68, PI4P-5K), leading to enhanced synthesis of phosphatidylinositol 4,5-bisphosphate (PIP2) and facilitating nerve ending membrane trafficking (PMID:15234105). This highlights the compound's role in modulating membrane dynamics and signaling cascades critical for neurotransmitter release and cellular communication.		Expected Solid	OC1C(O)C(O)C(OP(O)(=O)OCCOC(=O)COC=O)C(O)C1O	C11H19O13P	InChI=1S/C11H19O13P/c12-4-21-3-5(13)22-1-2-23-25(19,20)24-11-9(17)7(15)6(14)8(16)10(11)18/h4,6-11,14-18H,1-3H2,(H,19,20)	YDHAXCHJTOHGPB-UHFFFAOYSA-N	390.0563272			MMDBc0047840
BASm0034576	2Fe-2S	2Fe-2S is a diiron-disulfur cluster belonging to the class of iron-sulfur proteins. This cluster plays a crucial role in various biochemical pathways, particularly in electron transport and enzymatic reactions. Structurally, the 2Fe-2S cluster consists of two iron atoms coordinated by two sulfide ions, which facilitates redox reactions essential for cellular metabolism. In the context of catalysis, recent studies have highlighted the potential of 2Fe-2S in sustainable electrocatalytic systems for water-splitting and hydrogen generation, utilizing well-defined single site [2Fe-2S]-metallopolymer catalysts (PMID:41032706). Furthermore, the 2Fe-2S iron-sulfur cluster is significant in bacterial systems, as it is integral to proteins involved in electron transport, enzyme activity, and gene regulation, making it a potential antibiotic target (PMID:41007416). For instance, the binding of a [2Fe-2S] cluster induces dimerization of the ferric uptake regulator (Fur) in Escherichia coli, a global transcription factor that modulates gene expression in response to iron levels (PMID:40945723). This functional versatility underscores the importance of 2Fe-2S clusters in both catalysis and biological systems.		Expected Solid	S.S.[SH-].[SH-].[SH-].[SH-].[Fe++].[Fe++]	Fe2H8S6	InChI=1S/2Fe.6H2S/h;;6*1H2/q2*+2;;;;;;/p-4	MZMMVZPHZTYDNI-UHFFFAOYSA-J	311.764899			MMDBc0047841
BASm0034577	1-phosphatidyl-1D-myo-inositol 4,5-biphosphate	1-phosphatidyl-1D-myo-inositol 4,5-biphosphate is a phospholipid and a member of the inositol phosphate family. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its biological roles and implications.		Expected Solid	OC1C(O)C(OP(O)(=O)OCCOC(=O)COC=O)C(O)C(O)C1OP(O)(O)=O	C11H20O16P2	InChI=1S/C11H20O16P2/c12-4-23-3-5(13)24-1-2-25-29(21,22)27-11-8(16)6(14)10(7(15)9(11)17)26-28(18,19)20/h4,6-11,14-17H,1-3H2,(H,21,22)(H2,18,19,20)	WRNHCUCEOWHZMW-UHFFFAOYSA-N	470.0226576			MMDBc0047842
BASm0034578	4Fe-4S	4Fe-4S is a metal-containing compound classified as an iron-sulfur cluster. This cluster plays a crucial role in various biochemical pathways, particularly in enzyme catalysis and electron transfer processes. In the context of hydrogenase maturation, a [4Fe-4S] subcluster is synthesized by iron-sulfur cluster assembly machinery, which, along with components of the glycine cleavage system, contributes to the formation of the full H-cluster (PMID:40982687). Additionally, in Escherichia coli, the thiolation of U34 in tRNA by MnmA enzymes relies on a [4Fe-4S] cluster for catalysis, with C-type MnmAs utilizing a CXXC+ C motif for binding, while D-type MnmAs possess a DXXC+ C motif, although the latter's cluster function remains debated (PMID:40974825). Furthermore, [4Fe-4S] clusters are integral to the activity of IspH, the final enzyme in the methylerythritol phosphate pathway for terpenoid biosynthesis, where it is linked to conserved cysteines and water molecules (PMID:40857612). The cluster's electronic properties have been studied using techniques like electron paramagnetic resonance (EPR) spectroscopy, revealing insights into its role in various enzymatic functions (PMID:40921110).		Expected Solid	S.S.S.S.[SH-].[SH-].[SH-].[SH-].[Fe+].[Fe+].[Fe+].[Fe+]	Fe4H12S8	InChI=1S/4Fe.8H2S/h;;;;8*1H2/q4*+1;;;;;;;;/p-4	WBBXSFIKFJDGSG-UHFFFAOYSA-J	491.610214			MMDBc0047843
BASm0034579	beta-D-Fructofuranose 6-phosphate	beta-D-Fructofuranose 6-phosphate is a carbohydrate metabolite belonging to the class of phosphorylated sugars. Its chemical structure features a fructofuranose ring with a phosphate group at the 6-position, which plays a crucial role in various metabolic pathways. This compound is an intermediate in the fructose metabolism pathway, where it is involved in the conversion of fructose to glucose-6-phosphate, linking it to glycolysis and gluconeogenesis. Additionally, beta-D-Fructofuranose 6-phosphate can participate in the synthesis of nucleotides and nucleic acids, highlighting its importance in cellular energy metabolism and biosynthetic processes. The preparation of its carbocyclic analog has been documented, showcasing the compound's relevance in synthetic organic chemistry (PMID:2073635). Understanding the chemical properties and biological roles of beta-D-Fructofuranose 6-phosphate enhances our knowledge of carbohydrate metabolism and its implications in health and disease.		Expected Solid	OCC1(O)OC(COP([O-])([O-])=O)C(O)C1O	C6H11O9P	InChI=1S/C6H13O9P/c7-2-6(10)5(9)4(8)3(15-6)1-14-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/p-2	BGWGXPAPYGQALX-UHFFFAOYSA-L	258.0151661			MMDBc0047844
BASm0034580	Glycerone phosphate	Glycerone phosphate is a glycerol phosphate, a chemical class of phosphorylated glycerol derivatives. There is little literature available on this metabolite, indicating that it may not be extensively studied in the context of biochemistry or metabolism.		Solid	[Li+].[Li+].OCC(=O)COP([O-])([O-])=O	C3H5Li2O6P	InChI=1S/C3H7O6P.2Li/c4-1-3(5)2-9-10(6,7)8;;/h4H,1-2H2,(H2,6,7,8);;/q;2*+1/p-2	QWIKESRFRWLYIA-UHFFFAOYSA-L	182.0143825			MMDBc0047845
BASm0034581	5'-S-methyl-5'-thioadenosine	5'-S-methyl-5'-thioadenosine is a sulfur-containing nucleoside derivative belonging to the class of thioadenosine compounds. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its biological significance and potential roles in metabolic pathways.				C11H15N5O3S		WUUGFSXJNOTRMR-UHFFFAOYNA-N	297.0895605			MMDBc0047847
BASm0034582	LysoPE(10:0/0:0)	LysoPE(10:0/0:0) is a lysophosphatidylethanolamine or a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce. They are also approved for indoor use to preserve stored crops and commercial cut flowers. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms.		Expected Solid	CCCCCCCCCC(=O)OC[C@@H](O)COP(O)(=O)OCCN	C15H32NO7P	InChI=1S/C15H32NO7P/c1-2-3-4-5-6-7-8-9-15(18)21-12-14(17)13-23-24(19,20)22-11-10-16/h14,17H,2-13,16H2,1H3,(H,19,20)/t14-/m1/s1	GHDPWZXAKQIRIU-CQSZACIVSA-N	369.1916389			MMDBc0047849
BASm0034583	3Fe-4S iron-sulfur cluster	3Fe-4S iron-sulfur cluster is a metal-containing compound belonging to the class of iron-sulfur clusters. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and functions.		Expected Solid	[SH-].[SH-].[SH-].[SH-].[Fe].[Fe].[Fe++]	Fe3H4S4	InChI=1S/3Fe.4H2S/h;;;4*1H2/q;;+2;;;;/p-4	YXXKXRWWNBEVMU-UHFFFAOYSA-J	299.72549			MMDBc0047852
BASm0034584	(3R)-3-hydroxy-stearoyl-CoA	(3R)-3-hydroxy-stearoyl-CoA is a fatty acyl-CoA derivative. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and metabolic pathways.		Expected Solid	CCCCCCCCCCCCCCCC(O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP([O-])(=O)OP([O-])(=O)OCC1OC(C(O)C1OP([O-])([O-])=O)N1C=NC2=C1N=CN=C2N	C39H66N7O18P3S	InChI=1S/C39H70N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-27(47)22-30(49)68-21-20-41-29(48)18-19-42-37(52)34(51)39(2,3)24-61-67(58,59)64-66(56,57)60-23-28-33(63-65(53,54)55)32(50)38(62-28)46-26-45-31-35(40)43-25-44-36(31)46/h25-28,32-34,38,47,50-51H,4-24H2,1-3H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/p-4	WZMAIEGYXCOYSH-UHFFFAOYSA-J	1045.341985			MMDBc0047854
BASm0034585	5-Amino-2,6-dioxy-4-(5'-phospho-D-ribitylamino)pyrimidine 	5-Amino-2,6-dioxy-4-(5'-phospho-D-ribitylamino)pyrimidine is a pyrimidine derivative. There is little literature available on this metabolite, indicating that its biological significance and potential roles in metabolic pathways remain largely unexplored.		Expected Solid	NC1=C(NCC([O-])C([O-])C([O-])COP([O-])([O-])=O)NC(=O)NC1=O	C9H12N4O9P	InChI=1S/C9H14N4O9P/c10-5-7(12-9(18)13-8(5)17)11-1-3(14)6(16)4(15)2-22-23(19,20)21/h3-4,6H,1-2,10H2,(H2,19,20,21)(H3,11,12,13,17,18)/q-3/p-2	XFQQOMMQTVPCOB-UHFFFAOYSA-L	351.0369329			MMDBc0047873
BASm0034586	methylselenol	Methaneselenol, commonly referred to as methylselenol, is an organoselenium compound that is a selenium analogue of methanol. It consists of a methyl group covalently bound to a selenol group. Methylselenol is a naturally produced metabolite of selenium (Se), an essential trace element (PMID: 25258323). Inorganic selenium is mainly represented by selenate and selenite, whereas the organic selenium forms are represented by the selenoamino acids: selenomethionine (SeMet), selenocysteine (SeCys) and selenium methylselenocysteine (MSC) (PMID: 25258323). SeMet and MSC can be found in vegetables such as garlic and onions. Selenite is reduced in the presence of glutathione to selenide (H2Se).  SeMet and selenocysteine (SeCys2) are also primarily converted to selenide and incorporated into selenoproteins or selenosugars. On the other hand, MSC (a natural metabolite) and the antineoplastic drug methylselenic acid (MSA) are converted to methylselenol by the enzyme beta-lyase (PMID: 25258323). Both selenide and methylselenol are highly reactive and both can interconvert through methylation/demethylation activities. Methylselenol is thought to be most significant in the anticancer activity of Se compounds (PMID: 30241340). Redox active Se compounds such as methylselenol have gained significant attention in the past decade as potential cancer therapeutic agents. Methylselenol is known for its action to selectively kill transformed cells through mechanisms that include increased formation of reactive oxygen species, induction of DNA damage, triggering of apoptosis, and inhibition of angiogenesis. Methylselenol also regulates the expression of ligands that trigger immune activation through the lymphocyte receptor NKG2D. The expression of NKG2D ligands is induced by stress-associated pathways that occur early during malignant transformation and enable the recognition and elimination of tumors by activating the lymphocyte receptor NKG2D (PMID: 25258323). This suggests that the application of selenium compounds that are metabolized to CH3SeH could improve NKG2D-based immune therapy for cancer treatment.		Expected Solid	C[SeH]	CH4Se	InChI=1S/CH4Se/c1-2/h2H,1H3	APKHDKJWSHYLEU-UHFFFAOYSA-N	95.94782196			MMDBc0047874
BASm0034587	Methylselenic acid	This compound belongs to the family of Seleninic Acids and Derivatives. These are compounds containing a seleninic acid moiety, with the general structure Rse(=O)OH			C[Se](O)=O	CH4O2Se	InChI=1S/CH4O2Se/c1-4(2)3/h1H3,(H,2,3)	UEQANLFPOFICBH-UHFFFAOYSA-N	127.9376512			MMDBc0047875
BASm0034588	1,3-beta-D-Glucan	1,3-beta-D-Glucan is a polysaccharide belonging to the class of glucans. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@]1(O)O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O[C@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)[C@@]2([H])O)[C@@]1([H])O	C18H32O16	InChI=1S/C18H32O16/c19-1-4-7(22)10(25)11(26)17(31-4)34-15-9(24)6(3-21)32-18(13(15)28)33-14-8(23)5(2-20)30-16(29)12(14)27/h4-29H,1-3H2/t4-,5-,6-,7-,8-,9-,10+,11-,12-,13-,14+,15+,16-,17+,18+/m1/s1	DBTMGCOVALSLOR-AKJQSPAISA-N	504.169035			MMDBc0047876
BASm0034589	4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol	4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol is a sterol, a class of organic compounds characterized by a core structure of four fused carbon rings. There is limited literature available on this metabolite, indicating a lack of comprehensive studies and insights regarding its biological significance and functions.		Expected Solid	C[C@H](CCC=C(C)C)[C@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(CO)[C@@H]1CC3	C29H48O2	InChI=1S/C29H48O2/c1-19(2)8-7-9-20(3)22-11-12-23-21-10-13-25-28(5,24(21)14-16-27(22,23)4)17-15-26(31)29(25,6)18-30/h8,20,22-23,25-26,30-31H,7,9-18H2,1-6H3/t20-,22-,23+,25-,26+,27-,28-,29?/m1/s1	LEUVIESGHNFBEK-SPODNWTKSA-N	428.3654308			MMDBc0047877
BASm0034590	4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol	4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol is a sterol. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@](C)(CCC=C(C)C)[C@@]1([H])CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@]([H])(O)C(C)(C=O)[C@]1([H])CC3	C29H46O2	InChI=1S/C29H46O2/c1-19(2)8-7-9-20(3)22-11-12-23-21-10-13-25-28(5,24(21)14-16-27(22,23)4)17-15-26(31)29(25,6)18-30/h8,18,20,22-23,25-26,31H,7,9-17H2,1-6H3/t20-,22-,23+,25-,26+,27-,28-,29?/m1/s1	GFGANDKVOKQAGH-SPODNWTKSA-N	426.3497807			MMDBc0047878
BASm0034591	5,7,24(28)-Ergostatrienol	This compound belongs to the family of Ergosterols and Derivatives. These are steroids containing ergosta-5,7,22-trien-3β-ol or a  derivative thereof, which is based on the 3β-hydroxylated ergostane skeleton			CC(C)C(=C)CC[C@@H](C)[C@H]1CC[C@H]2C3=CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C	C28H44O	InChI=1S/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h9-10,18,20,22,24-26,29H,3,7-8,11-17H2,1-2,4-6H3/t20-,22+,24-,25+,26?,27+,28-/m1/s1	ZEPNVCGPJXYABB-CPGDAPNVSA-N	396.339216			MMDBc0047883
BASm0034592	di-trans, poly-cis-polyprenyl diphosphate (C80)	di-trans, poly-cis-polyprenyl diphosphate (C80) is a polyisoprenoid compound classified under the class of polyprenyl diphosphates. There is limited literature available on this metabolite, indicating a gap in the current understanding of its biological roles and functions.		Expected Solid	CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP([O-])(=O)OP([O-])([O-])=O	C80H129O7P2	InChI=1S/C80H132O7P2/c1-65(2)33-18-34-66(3)35-19-36-67(4)37-20-38-68(5)39-21-40-69(6)41-22-42-70(7)43-23-44-71(8)45-24-46-72(9)47-25-48-73(10)49-26-50-74(11)51-27-52-75(12)53-28-54-76(13)55-29-56-77(14)57-30-58-78(15)59-31-60-79(16)61-32-62-80(17)63-64-86-89(84,85)87-88(81,82)83/h33,35,37,39,41,43,45,47,49,51,53,55,57,59,61,63H,18-32,34,36,38,40,42,44,46,48,50,52,54,56,58,60,62,64H2,1-17H3,(H,84,85)(H2,81,82,83)/p-3	TUNIPIPDJADHSR-UHFFFAOYSA-K	1263.923001			MMDBc0047884
BASm0034593	pyrithiamine	Pyrithiamine is a thiamine antimetabolite belonging to the class of chemical compounds known as vitamin B1 analogs. Its chemical structure features a pyrimidine ring, which is essential for its function as an inhibitor of thiamine-dependent enzymes. Pyrithiamine disrupts the biosynthesis of thiamine diphosphate (TDP) by inhibiting thiamine pyrophosphate kinase (TPK), leading to reduced TDP levels in various tissues, including the brain, liver, and kidney (PMID:39190417). It is commonly used in experimental models to induce thiamine deficiency, particularly in male rodents, thereby elucidating the biochemical pathways affected by thiamine deprivation (PMID:37684026). Studies have shown that pyrithiamine can bind effectively to LdTPK, influencing reactive oxygen species (ROS) defense mechanisms in organisms like Leishmania (PMID:37350670). Furthermore, pyrithiamine's role in experimental thiamine deficiency models, such as the Wernicke-Korsakoff syndrome, highlights its impact on cognitive functions and neurotransmitter changes (PMID:36771332). Overall, pyrithiamine serves as a critical tool in understanding thiamine metabolism and its associated biological pathways.		Expected Solid	CC1N(CC2=CN=C(C)N=C2N)C=CC=C1CCO	C14H20N4O	InChI=1S/C14H20N4O/c1-10-12(5-7-19)4-3-6-18(10)9-13-8-16-11(2)17-14(13)15/h3-4,6,8,10,19H,5,7,9H2,1-2H3,(H2,15,16,17)	UZLPMHGCXVJFGY-UHFFFAOYSA-N	260.1637113			MMDBc0047885
BASm0034594	2-(2-methylpyridin-3-yl)ethanol	2-(2-methylpyridin-3-yl)ethanol is a pyridine derivative and belongs to the class of alcohols. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	CC1=C(CCO)C=CC=N1	C8H11NO	InChI=1S/C8H11NO/c1-7-8(4-6-10)3-2-5-9-7/h2-3,5,10H,4,6H2,1H3	MFPDJTXHKIFPNP-UHFFFAOYSA-N	137.084064			MMDBc0047886
BASm0034595	5-(hydroxymethyl)-2-methyl-4(1H)-pyrimidinone	5-(hydroxymethyl)-2-methyl-4(1H)-pyrimidinone is a pyrimidinone derivative. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	CC1=NC=C(CO)C(=O)N1	C6H8N2O2	InChI=1S/C6H8N2O2/c1-4-7-2-5(3-9)6(10)8-4/h2,9H,3H2,1H3,(H,7,8,10)	ATTZFOQANXUZIP-UHFFFAOYSA-N	140.0585775			MMDBc0047888
BASm0034596	Lyso-PAF C-16	Lyso-PAF C-16 is a lysophospholipid belonging to the chemical class of ether phospholipids. Its structure features a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholine backbone, characterized by a 16-carbon fatty acid chain at the sn-2 position and an ether linkage at the sn-1 position. In biological contexts, Lyso-PAF C-16 is involved in various signaling pathways, including those related to inflammation and cellular responses. For instance, it has been shown to inhibit the expression of key extracellular matrix components such as COL1A1, COL1A2, COL3A1, and ACTA2, indicating a potential role in modulating fibrotic processes (PMID:39383811). Additionally, metabolomics analyses have linked Lyso-PAF C-16 to meat quality traits, revealing its negative correlation with shear force and cooking loss, suggesting its involvement in muscle metabolism (PMID:38800732). Furthermore, it has been identified as a significant metabolite for differentiating serum profiles in response to environmental pollutants, highlighting its relevance in toxicological studies (PMID:30384157).				C24H52NO6P		VLBPIWYTPAXCFJ-UHFFFAOYNA-N	481.3532254			MMDBc0047891
BASm0034597	1-O-Hexadecyl-2-palmitoyl-sn-glycerol	1-O-Hexadecyl-2-palmitoyl-sn-glycerol is a glycerolipid, specifically a glycerolipid ether. There is limited literature available on this metabolite, indicating that it may not be extensively studied or characterized in the current biomedical research landscape.		Expected Solid	CCCCCCCCCCCCCCCCO[O](O)C(=O)CCCCCCCCCCCCCCC	C32H65O4	InChI=1S/C32H65O4/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-35-36(34)32(33)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h34H,3-31H2,1-2H3	PQXWULRVRNRYSY-UHFFFAOYSA-N	513.4882856			MMDBc0047893
BASm0034598	1-hexadecyl-2-palmitoyl-glycero-3-phosphoethanolamine 	1-hexadecyl-2-palmitoyl-glycero-3-phosphoethanolamine is a phospholipid belonging to the class of glycerophospholipids. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	CCCCCCCCCCCCCCCCOCC(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	C37H76NO7P	InChI=1S/C37H76NO7P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-32-42-34-36(35-44-46(40,41)43-33-31-38)45-37(39)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h36H,3-35,38H2,1-2H3,(H,40,41)	NRMPAIZEDWJYJB-UHFFFAOYSA-N	677.5359408			MMDBc0047894
BASm0034599	N-acetyl-α-D-glucosaminyl-diphosphodolichol	N-acetyl-α-D-glucosaminyl-diphosphodolichol is a glycosylated lipid belonging to the class of glycosphingolipids. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and functions.		Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC[C@]([H])(C)CCOP([O-])(=O)OP(O)(=O)OC1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])N=C(C)[O-])=C(\C)CCC=C(C)C	C88H145NO12P2	InChI=1S/C88H147NO12P2/c1-67(2)34-19-35-68(3)36-20-37-69(4)38-21-39-70(5)40-22-41-71(6)42-23-43-72(7)44-24-45-73(8)46-25-47-74(9)48-26-49-75(10)50-27-51-76(11)52-28-53-77(12)54-29-55-78(13)56-30-57-79(14)58-31-59-80(15)60-32-61-81(16)62-33-63-82(17)64-65-98-102(94,95)101-103(96,97)100-88-85(89-83(18)91)87(93)86(92)84(66-90)99-88/h34,36,38,40,42,44,46,48,50,52,54,56,58,60,62,82,84-88,90,92-93H,19-33,35,37,39,41,43,45,47,49,51,53,55,57,59,61,63-66H2,1-18H3,(H,89,91)(H,94,95)(H,96,97)/p-2/b68-36+,69-38+,70-40-,71-42-,72-44-,73-46-,74-48-,75-50-,76-52-,77-54-,78-56-,79-58-,80-60-,81-62-/t82-,84+,85+,86+,87+,88?/m0/s1	PJOHRMFBCONSHW-PNTZNEMJSA-L	1470.0253			MMDBc0047898
BASm0034600	dolichyl β-D-mannosyl phosphate	Dolichyl β-D-mannosyl phosphate is a glycosyl phosphate, a chemical class that plays a role in glycoprotein synthesis and cellular processes. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and functions.		Expected Solid	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC[C@]([H])(C)CCOP([O-])(=O)O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]1([H])O)=C(\C)CCC=C(C)C	C86H142O9P	InChI=1S/C86H143O9P/c1-66(2)33-18-34-67(3)35-19-36-68(4)37-20-38-69(5)39-21-40-70(6)41-22-42-71(7)43-23-44-72(8)45-24-46-73(9)47-25-48-74(10)49-26-50-75(11)51-27-52-76(12)53-28-54-77(13)55-29-56-78(14)57-30-58-79(15)59-31-60-80(16)61-32-62-81(17)63-64-93-96(91,92)95-86-85(90)84(89)83(88)82(65-87)94-86/h33,35,37,39,41,43,45,47,49,51,53,55,57,59,61,81-90H,18-32,34,36,38,40,42,44,46,48,50,52,54,56,58,60,62-65H2,1-17H3,(H,91,92)/p-1/b67-35+,68-37+,69-39-,70-41-,71-43-,72-45-,73-47-,74-49-,75-51-,76-53-,77-55-,78-57-,79-59-,80-61-/t81-,82+,83+,84-,85-,86-/m0/s1	YRJQNWAWJNIMPJ-YDJGGLPSSA-M	1350.039697			MMDBc0047899
BASm0034601	(glucosyl)3(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol	(glucosyl)3(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol is a glycosylated lipid belonging to the class of glycosylphosphatidylinositols. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its biological significance and potential functions.		Expected Solid	CC(CCOP([O-])(=O)OP([O-])(=O)OC1OC(CO)C(OC2OC(CO)C(OC3OC(COC4OC(COC5OC(CO)C(O)C(O)C5OC5OC(CO)C(O)C(O)C5O)C(O)C(OC5OC(CO)C(O)C(O)C5OC5OC(CO)C(O)C(O)C5O)C4O)C(O)C(OC4OC(CO)C(O)C(O)C4OC4OC(CO)C(O)C(O)C4OC4OC(CO)C(O)C(OC5OC(CO)C(O)C(OC6OC(CO)C(O)C(O)C6OC6OC(CO)C(O)C(O)C6O)C5O)C4O)C3O)C(O)C2NC(C)=O)C(O)C1NC(C)=O)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C	C168H278N2O77P2	InChI=1S/C168H280N2O77P2/c1-81(2)35-20-36-82(3)37-21-38-83(4)39-22-40-84(5)41-23-42-85(6)43-24-44-86(7)45-25-46-87(8)47-26-48-88(9)49-27-50-89(10)51-28-52-90(11)53-29-54-91(12)55-30-56-92(13)57-31-58-93(14)59-32-60-94(15)61-33-62-95(16)63-34-64-96(17)65-66-220-248(214,215)247-249(216,217)246-156-114(170-98(19)184)128(198)144(110(78-182)232-156)235-155-113(169-97(18)183)127(197)145(109(77-181)231-155)236-163-143(213)149(126(196)112(234-163)79-218-157-140(210)148(239-166-152(134(204)120(190)104(72-176)228-166)243-160-139(209)131(201)117(187)101(69-173)223-160)125(195)111(233-157)80-219-164-150(132(202)118(188)102(70-174)226-164)241-158-137(207)129(199)115(185)99(67-171)221-158)240-167-154(136(206)122(192)105(73-177)229-167)245-168-153(135(205)121(191)106(74-178)230-168)244-162-141(211)146(123(193)107(75-179)225-162)237-161-142(212)147(124(194)108(76-180)224-161)238-165-151(133(203)119(189)103(71-175)227-165)242-159-138(208)130(200)116(186)100(68-172)222-159/h35,37,39,41,43,45,47,49,51,53,55,57,59,61,63,96,99-168,171-182,185-213H,20-34,36,38,40,42,44,46,48,50,52,54,56,58,60,62,64-80H2,1-19H3,(H,169,183)(H,170,184)(H,214,215)(H,216,217)/p-2	VOBIUONKNAOEKQ-UHFFFAOYSA-L	3617.738554			MMDBc0047900
BASm0034602	3-Oxoadipic acid	3-Oxoadipic acid is a regularly occurring Adipic dicarboxylic acid human metabolite found occasionally in biofluids of healthy individuals. (PMIDs 8340451, 1769109, 2338430) Increased amounts of 3-Oxoadipic acid are excreted after ingestion of Sebacic acid, supporting the hypothesis that dicarboxylic acids are degraded by ordinary beta-oxidation. (PMID 3220884).	689-31-6	Solid	OC(=O)CCC(=O)CC(O)=O	C6H8O5	InChI=1S/C6H8O5/c7-4(3-6(10)11)1-2-5(8)9/h1-3H2,(H,8,9)(H,10,11)	RTGHRDFWYQHVFW-UHFFFAOYSA-N	160.0371734			MMDBc0047910
BASm0034603	Phosphoribosylformylglycinamidine	Phosphoribosylformylglycinamidine, also known as formylglycinamidine ribonucleotide (FGAM), is a substrate for glucosamine-6-phosphate isomerase. Phosphoribosylformylglycinamidine is found in many foods, some of which are greenthread tea, cardamom, mulberry, and carrot.	37721-04-3	Solid	NC(=N)CN(C=O)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O	C8H16N3O8P	InChI=1S/C8H16N3O8P/c9-5(10)1-11(3-12)8-7(14)6(13)4(19-8)2-18-20(15,16)17/h3-4,6-8,13-14H,1-2H2,(H3,9,10)(H2,15,16,17)/t4-,6-,7-,8-/m1/s1	WQXXBAWHDQWCKL-XVFCMESISA-N	313.0675015			MMDBc0047915
BASm0034604	Malyl-CoA	Malyl-CoA is a substrate of enzyme malyl-CoA lyase [EC 4.1.3.24] in glyoxylate and dicarboxylate metabolism pathway (KEGG).	2043-93-8	Solid	CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC(=O)C[C@H](O)C(O)=O	C25H40N7O20P3S	InChI=1S/C25H40N7O20P3S/c1-25(2,19(37)22(38)28-4-3-14(34)27-5-6-56-15(35)7-12(33)24(39)40)9-49-55(46,47)52-54(44,45)48-8-13-18(51-53(41,42)43)17(36)23(50-13)32-11-31-16-20(26)29-10-30-21(16)32/h10-13,17-19,23,33,36-37H,3-9H2,1-2H3,(H,27,34)(H,28,38)(H,39,40)(H,44,45)(H,46,47)(H2,26,29,30)(H2,41,42,43)/t12-,13+,17+,18+,19?,23+/m0/s1	HJQWLHMLMCDAEL-NALABAGVSA-N	883.126167			MMDBc0047917
BASm0034605	3-Methylglutaconyl-CoA	3-Methylglutaconyl-CoA is a substrate for Methylglutaconyl-CoA hydratase (mitochondrial), Methylcrotonoyl-CoA carboxylase beta chain (mitochondrial) and Methylcrotonoyl-CoA carboxylase alpha chain (mitochondrial).	6247-73-0	Solid	C\C(CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)=C/C(O)=O	C27H42N7O19P3S	InChI=1S/C27H42N7O19P3S/c1-14(8-17(36)37)9-18(38)57-7-6-29-16(35)4-5-30-25(41)22(40)27(2,3)11-50-56(47,48)53-55(45,46)49-10-15-21(52-54(42,43)44)20(39)26(51-15)34-13-33-19-23(28)31-12-32-24(19)34/h8,12-13,15,20-22,26,39-40H,4-7,9-11H2,1-3H3,(H,29,35)(H,30,41)(H,36,37)(H,45,46)(H,47,48)(H2,28,31,32)(H2,42,43,44)/b14-8+/t15-,20-,21-,22+,26-/m1/s1	ZMMFWDHIXCPOHZ-XRYKKJIBSA-N	893.1469043			MMDBc0047919
BASm0034606	Cytidine 5'-monophosphate-N-acetylneuraminic acid	Cytidine 5'-monophosphate-N-acetylneuraminic acid (CMP-Neu5Ac), also known as CMP-N-acetyl-β-neuraminic acid, belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. CMP-Neu5Ac is an extremely weak basic (essentially neutral) compound (based on its pKa). CMP-Neu5Ac donates N-acetylneuraminic acid to the terminal sugar of a ganglioside or glycoprotein.	3063-71-6	Solid	[H][C@]1(O[C@](C[C@H](O)[C@H]1NC(C)=O)(OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)C(O)=O)[C@H](O)[C@H](O)CO	C20H31N4O16P	InChI=1S/C20H31N4O16P/c1-7(26)22-12-8(27)4-20(18(32)33,39-16(12)13(29)9(28)5-25)40-41(35,36)37-6-10-14(30)15(31)17(38-10)24-3-2-11(21)23-19(24)34/h2-3,8-10,12-17,25,27-31H,4-6H2,1H3,(H,22,26)(H,32,33)(H,35,36)(H2,21,23,34)/t8-,9+,10+,12+,13+,14+,15+,16+,17+,20+/m0/s1	TXCIAUNLDRJGJZ-BILDWYJOSA-N	614.1472675			MMDBc0047922
BASm0034607	dTDP-4-oxo-6-deoxy-D-glucose	dTDP-4-oxo-6-deoxy-D-glucose belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. Outside of the human body, dTDP-4-oxo-6-deoxy-D-glucose has been detected, but not quantified in, several different foods, such as common thymes, kumquats, cascade huckleberries, red huckleberries, and lotus. This could make dTDP-4-oxo-6-deoxy-D-glucose a potential biomarker for the consumption of these foods. dTDP-4-oxo-6-deoxy-D-glucose is a product of the enzyme TDP-glucose 4,6-dehydratase (EC 4.2.1.46) in the nucleotide sugars metabolism pathway.	16752-71-9	Solid	C[C@H]1O[C@H](OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H](C[C@@H]2O)N2C=C(C)C(=O)NC2=O)[C@H](O)[C@@H](O)C1=O	C16H24N2O15P2	InChI=1S/C16H24N2O15P2/c1-6-4-18(16(24)17-14(6)23)10-3-8(19)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)12(21)11(20)7(2)30-15/h4,7-10,12-13,15,19,21-22H,3,5H2,1-2H3,(H,25,26)(H,27,28)(H,17,23,24)/t7-,8+,9-,10-,12+,13-,15-/m1/s1	PSXWNITXWWECNY-UCBTUHGZSA-N	546.0651911			MMDBc0047928
BASm0034608	Deoxyadenosine triphosphate	Deoxyadenosine triphosphate (dATP) is a purine nucleoside triphosphate used in cells for DNA synthesis. A nucleoside triphosphate is a molecule type that contains a nucleoside with three phosphates bound to it. dATP contains the sugar deoxyribose, a precursor to DNA synthesis whereby the two existing phosphate groups are cleaved with the remaining deoxyadenosine monophosphate being incorporated into DNA during replication. Due to its enzymatic incorporation into DNA, photoreactive dATP analogs such as N6-[4-azidobenzoyl–(2-aminoethyl)]-2′-deoxyadenosine-5′-triphosphate (AB-dATP) and N6-[4-[3-(trifluoromethyl)-diazirin-3-yl]benzoyl-(2-aminoethyl)]-2′-deoxyadenosine-5′-triphosphate (DB-dATP) have been used for DNA photoaffinity labeling. When present in sufficiently high levels, dATP can act as an immunotoxin and a metabotoxin. An immunotoxin disrupts, limits the function, or destroys immune cells. A metabotoxin is an endogenous metabolite that causes adverse health effects at chronically high levels. Chronically high levels of deoxyadenosine triphosphate are associated with adenosine deaminase (ADA) deficiency, an inborn error of metabolism. ADA deficiency damages the immune system and causes severe combined immunodeficiency (SCID). People with SCID lack virtually all immune protection from bacteria, viruses, and fungi. They are prone to repeated and persistent infections that can be very serious or life-threatening. These infections are often caused by "opportunistic" organisms that ordinarily do not cause illness in people with a normal immune system. The main symptoms of ADA deficiency are pneumonia, chronic diarrhea, and widespread skin rashes. The mechanism by which dATP functions as an immunotoxin is as follows: a buildup of dATP in cells inhibits ribonucleotide reductase and prevents DNA synthesis, so cells are unable to divide. Since developing T cells and B cells are some of the most mitotically active cells, they are unable to divide and propagate to respond to immune challenges.	1927-31-7	Solid	NC1=NC=NC2=C1N=CN2[C@H]1C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O1	C10H16N5O12P3	InChI=1S/C10H16N5O12P3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(25-7)2-24-29(20,21)27-30(22,23)26-28(17,18)19/h3-7,16H,1-2H2,(H,20,21)(H,22,23)(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1	SUYVUBYJARFZHO-RRKCRQDMSA-N	491.0008305			MMDBc0047931
BASm0034609	Folinic acid	Folinic acid (CAS: 58-05-9), also known as leucovorin, is a medication used to decrease the toxic effects of methotrexate (a chemotherapy agent and immune system suppressant) and pyrimethamine (Wikipedia). Folinic acid is the active metabolite of folic acid. Leucovorin is used principally as its calcium salt as an antidote to folic acid antagonists which block the conversion of folic acid to folinic acid.	68538-85-2	Solid	NC1=NC(=O)C2=C(NC[C@H](CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)N2C=O)N1	C20H23N7O7	InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,12-13,22H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,23,25,26,32)/t12-,13-/m0/s1	VVIAGPKUTFNRDU-STQMWFEESA-N	473.1658961			MMDBc0047933
BASm0034610	3-Mercaptolactic acid	3-Mercaptolactic acid is a thiol that has been confirmed to be found in urine (PMID 8852041).	2614-83-7	Solid	OC(CS)C(O)=O	C3H6O3S	InChI=1S/C3H6O3S/c4-2(1-7)3(5)6/h2,4,7H,1H2,(H,5,6)	OLQOVQTWRIJPRE-UHFFFAOYSA-N	122.0037647			MMDBc0047938
BASm0034611	Diketogulonic acid	Diketogulonic acid (DKG) is a metabolite of the degradation of vitamin C, the nonenzymatic hydrolysis-product of dehydroascorbate. Dehydroascorbate can be reduced back to ascorbate or hydrolyzed to DKG; the latter reaction is irreversible and DKG is devoid of antiscorbutic activity. The degradation pathway of vitamin C continues to produce l-erythrulose and oxalate as final products. DKG appears in human urine and represents approximately 20% of the vitamin C by-products (oxalate being approximately 44% and dehydroascorbate 20%). A major catabolic event in man is the cleavage of the molecule (presumably a spontaneous cleavage of DKG) between C2 and C3, with little if any decarboxylation. The oxalate formed in this way may contribute to the formation of kidney stones in susceptible individuals. However, the association between ascorbate supplementation and increased risk of kidney stone formation remains a matter of controversy. (PMID: 16698813, 17222174)	3409-57-2	Solid	OC[C@H](O)[C@@H](O)C(=O)C(=O)C(O)=O	C6H8O7	InChI=1S/C6H8O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-3,7-9H,1H2,(H,12,13)/t2-,3+/m0/s1	GJQWCDSAOUMKSE-STHAYSLISA-N	192.0270026			MMDBc0047946
BASm0034612	All trans decaprenyl diphosphate	All trans decaprenyl diphosphate is an intermediate in ubiquinone biosynthesis. The enzyme 4-hydroxybenzoate nonaprenyltransferase [EC:2.5.1.39] catalyzes the conversion of this metabolite into 3-decaprenyl-4-hydroxybenzoate. This reaction is irreversible and occurs in the mitochondria.		Solid	[P](OCC=C(C)C)(OCC=C(C)C)(=O)(OP(OCC=C(C)C)(OCC=C(C)C)=O)(CC=C(C)C)(CC=C(C)C)(CC=C(C)C)(CC=C(C)C)(CC=C(C)C)CC=C(C)C	C50H90O7P2	InChI=1S/C50H90O7P2/c1-41(2)21-31-53-58(51,54-32-22-42(3)4)57-59(52,35-25-45(9)10,36-26-46(11)12,37-27-47(13)14,38-28-48(15)16,39-29-49(17)18,40-30-50(19)20,55-33-23-43(5)6)56-34-24-44(7)8/h21-30H,31-40H2,1-20H3	UAYWNGPBKZFVAV-UHFFFAOYSA-N	864.6161783			MMDBc0047948
BASm0034613	Palmitoleyl-CoA	Palmitoleyl-CoA is a monounsaturated fatty acid, the product of palmitoyl-CoA from a reaction catalyzed by stearoyl-CoA desaturase (EC 1.14.99.5, SCD) in the endoplasmic reticulum, an enzyme that catalyzes the delta9-cis desaturation of saturated fatty acyl-CoAs. These monounsaturated fatty acids are used as substrates for the synthesis of triglycerides, wax esters, cholesteryl esters, and membrane phospholipids. The saturated to monounsaturated fatty acid ratio affects membrane phospholipid composition and alteration in this ratio has been implicated in a variety of disease states including cardiovascular disease, obesity, diabetes, neurological disease, skin disorders, and cancer. Thus, the expression of SCD is of physiological importance in normal and disease states. Unsaturated fatty acids are the most abundant form of stored fat in the human body and are vital for all living organisms. In addition to their role as an energy source, they are integral constituents of cell membranes, playing a role in membrane fluidity, cell signalling, and membrane integrity. Numerous beneficial physiologic effects have been attributed to unsaturated fatty acids, including protection from obesity, diabetes, cancer, and atherosclerosis (PMID: 12538075, 16020546).	18198-76-0	Solid	CCCCCC\C=C/CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C37H64N7O17P3S	InChI=1S/C37H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(46)65-21-20-39-27(45)18-19-40-35(49)32(48)37(2,3)23-58-64(55,56)61-63(53,54)57-22-26-31(60-62(50,51)52)30(47)36(59-26)44-25-43-29-33(38)41-24-42-34(29)44/h9-10,24-26,30-32,36,47-48H,4-8,11-23H2,1-3H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)/b10-9-/t26-,30-,31-,32+,36-/m1/s1	QBYOCCWNZAOZTL-MDMKAECGSA-N	1003.329226			MMDBc0047952
BASm0034614	D-Xylulose 1-phosphate	D-Xylulose 1-phosphate is produced in the hepatocytes and is the product of fructokinase (ketohexokinase, EC 2.7.1.3) phosphorylation of D-xylulose. The cleavage of D-xylulose-1-phosphate glycolaldehyde by aldolase (fructose-bisphosphate aldolase, EC 4.1.2.13) produces glycolaldehyde which is an oxalate precursor. The distribution of both enzymes in human tissues indicates that this reaction sequence occurs mainly in the liver, to a lesser extent in the kidney, and very little in heart, brain and muscle. The kinetic properties of fructokinase show that this enzyme can phosphorylate D-xylulose as readily as D-fructose (PMID: 6458298, 13898172, 6284103, 2996495).	63323-91-1	Solid	OC[C@@H](O)[C@H](O)C(=O)COP(O)(O)=O	C5H11O8P	InChI=1S/C5H11O8P/c6-1-3(7)5(9)4(8)2-13-14(10,11)12/h3,5-7,9H,1-2H2,(H2,10,11,12)/t3-,5+/m1/s1	NBOCCPQHBPGYCX-WUJLRWPWSA-N	230.0191543			MMDBc0047953
BASm0034615	3-Carboxy-1-hydroxypropylthiamine diphosphate	3-Carboxy-1-hydroxypropyl-ThPP is an intermediate in Citrate cycle (TCA cycle). 3-Carboxy-1-hydroxypropyl-ThPP is the second to last step in the synthesis of Succinyl-CoA and is converted from 2-Oxoglutarate via the enzyme 2-oxoglutarate dehydrogenase E1 component (EC.1.2.4.2). It is then converted to S-Succinyldihydrolipoamide-E via the enzyme 2-oxoglutarate dehydrogenase E1 component (EC.1.2.4.2).		Solid	CC1=C(CCOP(O)(=O)OP(O)(O)=O)SC(C(O)CCC(O)=O)=[N+]1CC1=C(N)N=C(C)N=C1	C16H25N4O10P2S	InChI=1S/C16H24N4O10P2S/c1-9-13(5-6-29-32(27,28)30-31(24,25)26)33-16(12(21)3-4-14(22)23)20(9)8-11-7-18-10(2)19-15(11)17/h7,12,21H,3-6,8H2,1-2H3,(H5-,17,18,19,22,23,24,25,26,27,28)/p+1	ZWUKRGPVMMTMAF-UHFFFAOYSA-O	527.0766618			MMDBc0047954
BASm0034616	S-(3-Methylbutanoyl)-dihydrolipoamide-E	S-(3-Methylbutanoyl)-dihydrolipoamide-E is an intermediate in valine, leucine and isoleucine degradation(KEGG ID C15975 ). It is the second to last step in the synthesis of branched chain fatty acid and is converted from 3-methyl-hydroxybutyl-ThPP via the enzyme 2-oxoisovalerate dehydrogenase [EC:1.2.4.4]. It is then converted to 3-methylbutanoyl-CoA via the enzyme dihydrolipoyllysine-residue (2-methylpropanoyl)transferase[EC:2.3.1.168].		Solid	CC(C)CC(=O)SCCC(S)CCCCC(N)=O	C13H25NO2S2	InChI=1S/C13H25NO2S2/c1-10(2)9-13(16)18-8-7-11(17)5-3-4-6-12(14)15/h10-11,17H,3-9H2,1-2H3,(H2,14,15)	KMUSXGCRMMQDBP-UHFFFAOYSA-N	291.1326704			MMDBc0047957
BASm0034617	S-(2-Methylpropionyl)-dihydrolipoamide-E	S-(2-Methylpropionyl)-dihydrolipoamide-E is an intermediate in valine, leucine and isoleucine degradation(KEGG ID C15977). It is the second to last step in the synthesis of branched chain fatty acid and is converted from 2-methyl-1-hydroxypropyl-ThPP via the enzyme 2-oxoisovalerate dehydrogenase [EC:1.2.4.4]. It is then converted to isobutyryl-CoA via the enzyme dihydrolipoyllysine-residue (2-methylpropanoyl)transferase [EC:2.3.1.168].		Solid	CC(C)C(=O)SCCC(S)CCCCC(N)=O	C12H23NO2S2	InChI=1S/C12H23NO2S2/c1-9(2)12(15)17-8-7-10(16)5-3-4-6-11(13)14/h9-10,16H,3-8H2,1-2H3,(H2,13,14)	UEFURMXXHJCLJP-UHFFFAOYSA-N	277.1170204			MMDBc0047958
BASm0034618	S-(2-Methylbutanoyl)-dihydrolipoamide	S-(2-Methylbutanoyl)-dihydrolipoamide-E is an intermediate in isoleucine degradation. S-(2-Methylbutanoyl)-dihydrolipoamide is normally conjugated to a lysine residue of the methylpropanoyltransferase enzyme (E stands for enzyme). The structure shown here is the free form. Specifically S-(2-Methylbutanoyl)-dihydrolipoamide-E is the 2-methylbutanoyl thioester of the reduced lipoyllysine residue in dihydrolipoyllysine-residue (2-methylpropanoyl)transferase.		Solid	CCC(C)C(=O)SCCC(S)CCCCC(N)=O	C13H25NO2S2	InChI=1S/C13H25NO2S2/c1-3-10(2)13(16)18-9-8-11(17)6-4-5-7-12(14)15/h10-11,17H,3-9H2,1-2H3,(H2,14,15)	UFNCWFSSEGPJNL-UHFFFAOYSA-N	291.1326704			MMDBc0047959
BASm0034619	3a,7a-Dihydroxy-5b-cholestan-26-al	3alpha,7alpha-Dihydroxy-5beta-cholestan-26-al is an intermediate involved in bile acid biosynthesis, specifically in the synthesis of chenodeoxyglycocholate and lithocholate. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135).		Solid	CC(CCCC(C)C1CCC2C3[C@H](O)CC4C[C@H](O)CC[C@]4(C)C3CC[C@]12C)C=O	C27H46O3	InChI=1S/C27H46O3/c1-17(16-28)6-5-7-18(2)21-8-9-22-25-23(11-13-27(21,22)4)26(3)12-10-20(29)14-19(26)15-24(25)30/h16-25,29-30H,5-15H2,1-4H3/t17?,18?,19?,20-,21?,22?,23?,24-,25?,26+,27-/m1/s1	YWGOKHMOJTZGBN-SBOSHUFNSA-N	418.3446953			MMDBc0047962
BASm0034620	L-2-Aminoadipate adenylate	L-2-Aminoadipate adenylate is an intermediate in Lysine biosynthesis. L-2-Aminoadipate adenylate is the 4th to last step in the synthesis of L-Lysine and is converted from L-2-Aminoadipate via the enzyme aminoadipate-semialdehyde dehydrogenase (EC 1.2.1.31). It is then converted to alpha-Aminoadipoyl-S-acyl enzyme via the enzyme aminoadipate-semialdehyde dehydrogenase (EC 1.2.1.31).		Solid	N[C@@H](CCCC(=O)OP(O)(=O)OCC1OC([C@H](O)[C@@H]1O)N1C=NC2=C(N)N=CN=C12)C(O)=O	C16H23N6O10P	InChI=1S/C16H23N6O10P/c17-7(16(26)27)2-1-3-9(23)32-33(28,29)30-4-8-11(24)12(25)15(31-8)22-6-21-10-13(18)19-5-20-14(10)22/h5-8,11-12,15,24-25H,1-4,17H2,(H,26,27)(H,28,29)(H2,18,19,20)/t7-,8?,11+,12+,15?/m0/s1	POJWEBKSMOTPNS-ILUWSIKFSA-N	490.1213275			MMDBc0047963
BASm0034621	Se-Adenosylselenohomocysteine	Se-Adenosylselenohomocysteine is an intermediate in Selenoamino acid metabolism. Se-Adenosylselenohomocysteine is the second to last step in the synthesis of Selenohomocystine and is converted from Se-Adenosylselenomethionine via the enzyme Transferases (EC 2.1.1.-). It is then. converted to Selenohomocysteine via the enzyme adenosylhomocysteinase (EC 3.3.1.1).		Solid	NC(CC[Se]C[C@H]1O[C@@H]([C@H](O)[C@@H]1O)N1C=NC2=C(N)N=CN=C12)C(O)=O	C14H20N6O5Se	InChI=1S/C14H20N6O5Se/c15-6(14(23)24)1-2-26-3-7-9(21)10(22)13(25-7)20-5-19-8-11(16)17-4-18-12(8)20/h4-7,9-10,13,21-22H,1-3,15H2,(H,23,24)(H2,16,17,18)/t6?,7-,9-,10-,13+/m1/s1	UVSMMLABJBJNGH-WWJIDFMMSA-N	432.0660396			MMDBc0047964
BASm0034622	2,3,4,5-Tetrahydro-2-pyridinecarboxylic acid	2,3,4,5-Tetrahydro-2-pyridinecarboxylic acid (CAS: 3038-89-9), also known as 2,3,4,5-tetrahydropiperidine-2-carboxylate and 1-piperideine-6-carboxylic acid, is a cyclic intermediate in lysine degradation. L-Lysine is an essential amino acid that is a necessary building block for all protein in the body and It plays a major role in calcium absorption; building muscle protein; recovering from surgery or sports injuries; and the body's production of hormones, enzymes, and antibodies. In the lysine degradation pathway, 2,3,4,5-tetrahydro-2-pyridinecarboxylic acid is a substrate for L-aminoadipate-semialdehyde dehydrogenase (amaA) and can be formed by the spontaneous cyclization of 2-aminoadipate-6-semialdehyde. 2,3,4,5-Tetrahydro-2-pyridinecarboxylic acid is also an intermediate in glycine, serine, and threonine metabolism. It is a substrate for peroxisomal sarcosine oxidase.	73980-78-6	Solid	OC(=O)[C@@H]1CCCC=N1	C6H9NO2	InChI=1S/C6H9NO2/c8-6(9)5-3-1-2-4-7-5/h4-5H,1-3H2,(H,8,9)/t5-/m0/s1	CSDPVAKVEWETFG-YFKPBYRVSA-N	127.0633285			MMDBc0047965
BASm0034623	Dihydrolipoate	Dihydrolipoic acid is an organic compound that is the reduced form of lipoic acid. This carboxylic acid features a pair of thiol groups. It is optically active but only the R-enantiomer is biochemically significant. The lipoic acid/dihydrolipoic acid pair participate in a variety of biochemical transformations.( from Wiki). Inside the cell, alpha lipoic acid is readily reduced or broken down to dihydrolipoic acid. Dihydrolipoic acid is even more potent than alpha lipoic acid, neutralizing free radicals, preventing them from causing harm. It directly destroys damaging superoxide radicals, hydroperoxy radicals and hydroxyl radicals. It has been shown in vitro that dihydrolipoate (DL-6,8-dithioloctanoic acid) has antioxidant activity against microsomal lipid peroxidation.Dihydrolipoate is tested for its neuroprotective activity using models of hypoxic and excitotoxic neuronal damage in vitro and rodent models of cerebral ischemia in vivo. Dihydrolipoate, similarly to dimethylthiourea, is able to protect neurons against ischemic damage by diminishing the accumulation of reactive oxygen species within the cerebral tissue.(PMID: 1345759).	462-20-4	Solid	OC(=O)CCCCC(S)CCS	C8H16O2S2	InChI=1S/C8H16O2S2/c9-8(10)4-2-1-3-7(12)5-6-11/h7,11-12H,1-6H2,(H,9,10)	IZFHEQBZOYJLPK-UHFFFAOYSA-N	208.0591711			MMDBc0047967
BASm0034624	Glutarate semialdehyde	In the lysine degradation IV pathway, glutarate semialdehyde reacts with NADP+ and H2O to produce glutarate, NADPH, and H+. In this pathway, glutarate semialdehyde is produced by the reaction between 5-aminopentanoate and 2-ketoglutarate, with L-glutamate as a byproduct. The enzyme responsible for this reaction is 5-aminovalerate aminotransferase. In the lysine degradation III pathway, glutarate semialdehyde reacts with NAD+ and H2O to produce glutarate and NADH. In this pathway, glutarate semialdehyde is produced by the reaction between 5-aminopentanoate and 2-ketoglutarate, with L-glutamate as a byproduct. The enzyme responsible for this reaction is 5-aminovalerate aminotransferase.	5746-02-01	Solid	OC(=O)CCCC=O	C5H8O3	InChI=1S/C5H8O3/c6-4-2-1-3-5(7)8/h4H,1-3H2,(H,7,8)	VBKPPDYGFUZOAJ-UHFFFAOYSA-N	116.0473441			MMDBc0047968
BASm0034625	3 alpha,7 alpha,26-Trihydroxy-5beta-cholestane	3 alpha,7 alpha,26-Trihydroxy-5beta-cholestane is found in the primary bile acid biosynthesis pathway. 3 alpha,7 alpha,26-Trihydroxy-5beta-cholestane is produced from 3 alpha,7 alpha-Dihydroxy-5beta-cholestane through the action of CYP27A (E1.14.13.15). 3 alpha,7 alpha,26-Trihydroxy-5beta-cholestane is then converted to 3 alpha,7 alpha-Dihydroxy-5beta-cholestan-26-al by CYP27A (E1.14.13.15).	15313-69-6	Solid	CC(CO)CCC[C@@H](C)C1CCC2C3[C@H](O)CC4C[C@H](O)CC[C@]4(C)C3CC[C@]12C	C27H48O3	InChI=1S/C27H48O3/c1-17(16-28)6-5-7-18(2)21-8-9-22-25-23(11-13-27(21,22)4)26(3)12-10-20(29)14-19(26)15-24(25)30/h17-25,28-30H,5-16H2,1-4H3/t17?,18-,19?,20-,21?,22?,23?,24-,25?,26+,27-/m1/s1	OQIJRBFRXGIHMI-KZQGXEQDSA-N	420.3603454			MMDBc0047969
BASm0034626	Protochlorophyllide	Protochlorophyllide is found in fruits. Protochlorophyllide is isolated from the seed husks of Cucurbita pepo Chlorophyll itself is bound to proteins and can transfer the absorbed energy in the required direction. Protochlorophyllide, differently, mostly occurs in the free form and under light conditions acts as photosensitizer, forming highly toxic free radicals. Hence plants need an efficient mechanism of regulating the amount of chlorophyll precursor. In angiosperms, this is done at the step of D-Aminolevulinic acid (ALA), one of the intermediate compounds in the biosynthesis pathway. Plants that are fed by ALA accumulate high and toxic levels of protochlorophyllide, so do the mutants with the damaged regulatory system. Despite of numerous past attempts to find the mutant that overacumulates protochlorophyllide under usual conditions, only one such gene (flu) is currently (2009) known. Flu (first described in ) is a nuclear - encoded, chloroplast - located protein that appears containing only protein - protein interaction sites. It is currently not know which other proteins interact through this linker. The regulatory protein is a transmembrane protein that is located in the thylakoid membrane. Later it was discovered that Tigrina mutants in barley, known long time ago, are also mutated in the same gene It is not obvious why no mutants of any other gene were observed; maybe mutations in other proteins, involved into the regulatory chain, are fatal. Flu is a single gene, not a member of the gene family. Protochlorophyllide , more accurate monovinyl protochlorophyllide, is an immediate precursor of chlorophyll a that lacks the phytol side chain of chlorophyll. Unlike chlorophyll, protochlorophyllide is highly fluorescent; mutants that accumulate it glow in red if irradiated by the blue lightIn Angiosperms, the last step, conversion of protochlorophyllide to chlorophyll, is light - dependent and such plants are pale (etiolated) if grown in the darkness. Gymnosperms, algae, and photosynthetic bacteria additionally have another, light - independent enzyme and grow green in the darkness as well. The enzyme that converts protochlorophyllide to chlorophyll is protochlorophyllide reductase , EC 1.3.1.33. There are two structurally unrelated proteins with this activity: the light - dependent and the dark - operative. The light dependent reductase needs light to operate. The dark - operative version is a completely different protein, consisting of three subunits that exhibit significant sequence similarity to the three subunits of nitrogenase, which catalyzes the formation of ammonia from dinitrogen. This enzyme might be evolutionary older but (being similar to nitrogenase) is highly sensitive to free oxygen and does not work if its concentration exceeds about 3 %. Hence the alternative, light dependent version needed to evolve	14751-08-7	Expected Solid	CCC1=C(C)C2=[N+]3C1=CC1=C(C)C4=C5N1[Mg--]31N3C(=CC6=[N+]1C(C(CCC(O)=O)=C6C)=C5[C@@H](C(=O)OC)C4=O)C(C)=C(C=C)C3=C2	C35H32MgN4O5	InChI=1S/C35H34N4O5.Mg/c1-8-19-15(3)22-12-24-17(5)21(10-11-28(40)41)32(38-24)30-31(35(43)44-7)34(42)29-18(6)25(39-33(29)30)14-27-20(9-2)16(4)23(37-27)13-26(19)36-22;/h8,12-14,31H,1,9-11H2,2-7H3,(H3,36,37,38,39,40,41,42);/q;+2/p-2/b22-12-,23-13-,24-12-,25-14-,26-13-,27-14-,32-30-;/t31-;/m1./s1	QBPCOMNNISRCTC-KKNVGXODSA-L	612.2223119			MMDBc0047971
BASm0034627	ortho-Hydroxyphenylacetic acid	ortho-Hydroxyphenylacetic acid, also known as (o-hydroxyphenyl)acetate or 2-hydroxybenzeneacetic acid, is a member of the class of compounds known as 2(hydroxyphenyl)acetic acids. 2(Hydroxyphenyl)acetic acids are phenylacetic acids that carry a hydroxyl group at the 2-position. ortho-Hydroxyphenylacetic acid is slightly soluble (in water) and a weakly acidic compound (based on its pKa). ortho-Hydroxyphenylacetic acid can be found in a number of food items such as natal plum, lemon verbena, half-highbush blueberry, and parsley, which makes ortho-hydroxyphenylacetic acid a potential biomarker for the consumption of these food products. ortho-Hydroxyphenylacetic acid can be found primarily in blood, feces, and urine. Moreover, ortho-hydroxyphenylacetic acid is found to be associated with phenylketonuria, which is an inborn error of metabolism. ortho-Hydroxyphenylacetic acid is a substrate of the enzyme oxidoreductases (EC 1.14.13.-) in the pathway styrene degradation (KEGG). ortho-Hydroxyphenylacetic acid is also a microbial metabolite.		Expected Solid	OC(=O)CC1=C(O)C=CC=C1	C8H8O3	InChI=1S/C8H8O3/c9-7-4-2-1-3-6(7)5-8(10)11/h1-4,9H,5H2,(H,10,11)	CCVYRRGZDBSHFU-UHFFFAOYSA-N	152.0473441			MMDBc0047976
BASm0034628	D-Phenyllactic acid	Phenyllactic acid is a product of phenylalanine catabolism. An elevated level of phenyllactic acid is found in body fluids of patients with or phenylketonuria.		Expected Solid	[H][C@](O)(CC1=CC=CC=C1)C(O)=O	C9H10O3	InChI=1S/C9H10O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)/t8-/m0/s1	VOXXWSYKYCBWHO-QMMMGPOBSA-N	166.0629942			MMDBc0048006
BASm0034629	Cinnamic acid	Cinnamic acid, also known as (Z)-cinnamate or 3-phenyl-acrylate, belongs to the class of organic compounds known as cinnamic acids. These are organic aromatic compounds containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid. Cinnamic acid can be obtained from oil of cinnamon, or from balsams such as storax. Cinnamic acid is a weakly acidic compound (based on its pKa). It is a white crystalline compound that is slightly soluble in water, and freely soluble in many organic solvents. Cinnamic acid exists in all living organisms, ranging from bacteria to plants to humans. Outside of the human body, cinnamic acid has been detected, but not quantified in, chinese cinnamons. In plants, cinnamic acid is a central intermediate in the biosynthesis of myriad natural products include lignols (precursors to lignin and lignocellulose), flavonoids, isoflavonoids, coumarins, aurones, stilbenes, catechin, and phenylpropanoids.		Expected Solid	OC(=O)\C=C/C1=CC=CC=C1	C9H8O2	InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6-	WBYWAXJHAXSJNI-SREVYHEPSA-N	148.0524295			MMDBc0048010
BASm0034630	o-Xylene	o-Xylene belongs to the family of Toluenes. These are compounds containing a benzene ring which bears a methane group.		Expected Solid	CC1=CC=CC=C1C	C8H10	InChI=1S/C8H10/c1-7-5-3-4-6-8(7)2/h3-6H,1-2H3	CTQNGGLPUBDAKN-UHFFFAOYSA-N	106.0782503			MMDBc0048017
BASm0034631	TG(18:4(6Z,9Z,12Z,15Z)/18:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z))	TG(18:4(6Z,9Z,12Z,15Z)/18:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)) is a monoeicosapentaenoic acid triglyceride. Triglycerides (TGs or TAGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid trimesters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(18:4(6Z,9Z,12Z,15Z)/18:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)), in particular, consists of one chain of stearidonic acid at the C-1 position, one chain of oleic acid at the C-2 position and one chain of eicosapentaenoic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)<br />TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.		Expected Solid	[H][C@](COC(=O)CCCC\C=C/C\C=C/C\C=C/C\C=C/CC)(COC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C59H94O6	InChI=1S/C59H94O6/c1-4-7-10-13-16-19-22-25-28-29-32-34-37-40-43-46-49-52-58(61)64-55-56(65-59(62)53-50-47-44-41-38-35-31-27-24-21-18-15-12-9-6-3)54-63-57(60)51-48-45-42-39-36-33-30-26-23-20-17-14-11-8-5-2/h7-8,10-11,16-17,19-20,25-28,30-32,34,36,39-40,43,56H,4-6,9,12-15,18,21-24,29,33,35,37-38,41-42,44-55H2,1-3H3/b10-7-,11-8-,19-16-,20-17-,28-25-,30-26-,31-27-,34-32-,39-36-,43-40-/t56-/m0/s1	KDEWWQZHBSXNPX-XGZCLZEASA-N	898.7050407			MMDBc0048045
BASm0034632	Adenosyl cobyrinate diamide	Adenosyl cobyrinic acid a,c diamide is an intermediate in the metabolism of Porphyrin and chlorophyll. It is a substrate for Cob(I)yrinic acid a,c-diamide adenosyltransferase (mitochondrial).		Solid	[H][C@]12[C@H](CC(O)=O)[C@@](C)(CCC(O)=O)\C(N1[Co+]C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC3=C1N=CN=C3N)=C(C)\C1=N\C(=C/C3=N/C(=C(C)\C4=N[C@]2(C)[C@@](C)(CC(N)=O)[C@@H]4CCC(O)=O)/[C@@](C)(CC(N)=O)[C@@H]3CCC(O)=O)\C(C)(C)[C@@H]1CCC(O)=O	C55H73CoN11O15	InChI=1S/C45H62N6O12.C10H12N5O3.Co/c1-21-36-24(10-13-32(56)57)41(3,4)28(49-36)18-27-23(9-12-31(54)55)43(6,19-29(46)52)39(48-27)22(2)37-25(11-14-33(58)59)44(7,20-30(47)53)45(8,51-37)40-26(17-35(62)63)42(5,38(21)50-40)16-15-34(60)61;1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15;/h18,23-26,40H,9-17,19-20H2,1-8H3,(H10,46,47,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62,63);2-4,6-7,10,16-17H,1H2,(H2,11,12,13);/q;;+2/p-1/t23-,24-,25-,26+,40-,42-,43+,44+,45+;4-,6-,7-,10-;/m11./s1	OCNLJCZKGHKJGF-NQYRMHKHSA-M	1186.461961			MMDBc0048053
BASm0034633	Cobyrinate	Cobyrinate is a cobalt-containing metabolite belonging to the chemical class of corrinoids, which are characterized by a corrin ring structure that coordinates a central cobalt ion. This unique structure allows cobyrinate to participate in various catalytic processes, particularly in photochemical reactions. For instance, the tuning of its axial coordination with thiolates enhances its ligand-to-metal charge transfer (LMCT) properties, facilitating efficient atom transfer radical polymerization (ATRP) under low-energy light irradiation (PMID:39655776). Additionally, the monocyano form of heptabutyl cobyrinate has been shown to form nanoparticles with strong noncovalent interactions, exhibiting emerging optical and catalytic properties (PMID:39217725). Furthermore, derivatives such as heptamethyl cobyrinate demonstrate bioactivity and have been utilized as precatalysts for controlling the polymerization of acrylate monomers (PMID:37606469). The catalytic activity of heptamethyl ester cobyrinate in the oxidation of alkanes has also been explored, highlighting its versatility in chemical transformations (PMID:35696150). Overall, cobyrinate's structural features and coordination chemistry enable its involvement in diverse chemical pathways, particularly in catalysis and polymerization processes.		Expected Solid	[H][C@]12[C@H](CC(O)=O)[C@@](C)(CCC(O)=O)\C(N1[Co++])=C(C)\C1=N\C(=C/C3=N/C(=C(C)\C4=N[C@]2(C)[C@@](C)(CC(O)=O)[C@@H]4CCC(O)=O)/[C@@](C)(CC(O)=O)[C@@H]3CCC(O)=O)\C(C)(C)[C@@H]1CCC(O)=O	C45H59CoN4O14	InChI=1S/C45H60N4O14.Co/c1-21-36-24(10-13-30(52)53)41(3,4)28(47-36)18-27-23(9-12-29(50)51)43(6,19-34(60)61)39(46-27)22(2)37-25(11-14-31(54)55)44(7,20-35(62)63)45(8,49-37)40-26(17-33(58)59)42(5,38(21)48-40)16-15-32(56)57;/h18,23-26,40H,9-17,19-20H2,1-8H3,(H8,46,47,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62,63);/q;+3/p-1/t23-,24-,25-,26+,40-,42-,43+,44+,45+;/m1./s1	SXATWJGWOIKDIW-OKJGWHJPSA-M	938.334874			MMDBc0048054
BASm0034634	Cobalt-dihydro-precorrin 6	Cobalt-dihydro-precorrin 6 is a cobalt-containing tetrapyrrole compound, classified as a member of the precorrin family. There is limited literature available on this metabolite, indicating a gap in research regarding its biological significance and potential applications.		Expected Solid	[H][C@]12N=C(CC3=N[C@@](C)(CC4=C(CCC(O)=O)[C@](C)(CC(O)=O)C(\C=C5\[C@@H](CCC(O)=O)[C@](C)(CC(O)=O)[C@@]1(C)N5[Co+])=N4)C(CC(O)=O)=C3CCC(O)=O)[C@](C)(CCC(O)=O)[C@H]2CC(O)=O	C44H55CoN4O16	InChI=1S/C44H56N4O16.Co/c1-40(13-12-34(55)56)25(15-36(59)60)39-44(5)42(3,20-38(63)64)23(8-11-33(53)54)27(48-44)17-30-41(2,19-37(61)62)22(7-10-32(51)52)28(45-30)18-43(4)24(14-35(57)58)21(6-9-31(49)50)26(47-43)16-29(40)46-39;/h17,23,25,39H,6-16,18-20H2,1-5H3,(H9,45,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62,63,64);/q;+2/p-1/t23-,25+,39-,40-,41+,42+,43+,44+;/m1./s1	RFBIUXAOZAPWCC-RDKWKEIWSA-M	954.293952			MMDBc0048055
BASm0034635	Cobalt-precorrin 8	Cobalt-precorrin 8 is a cobalt-containing metabolite that belongs to the chemical class of precorrins, which are intermediates in the biosynthesis of cobalamin (vitamin B12). Its chemical structure features a corrin ring with a cobalt ion coordinated at the center, which is essential for its biological function. Cobalt-precorrin 8 is produced during the anaerobic pathway of cobalamin synthesis, where it serves as an important intermediate formed through the action of the CbiT enzyme. This enzyme exhibits dual functionality, acting as both a cobalt-precorrin-7 C15-methyltransferase and a C12-decarboxylase, facilitating the conversion of cobalt-precorrin-7 to cobalt-precorrin 8 (PMID:23688113). This step is crucial in the overall pathway leading to the production of vitamin B12, which is vital for various biological processes, including DNA synthesis and red blood cell formation. The intricate chemistry of cobalt-precorrin 8 highlights its role in the complex biosynthetic pathways that underpin essential nutrient production in microorganisms.		Expected Solid	[H][C@]12[C@H](CC(O)=O)[C@@](C)(CCC(O)=O)C3=[N+]1[Co-3]14N5C([C@@H](CCC(O)=O)[C@](C)(CC(O)=O)[C@]25C)=C(C)C2=[N+]1C(C[C@@]1(C)C(C)=C(CCC(O)=O)C(C3C)=[N+]41)=C(CCC(O)=O)[C@]2(C)CC(O)=O	C45H59CoN4O14	InChI=1S/C45H60N4O14.Co/c1-21-36-24(9-12-29(50)51)23(3)44(7,48-36)18-28-25(10-13-30(52)53)42(5,19-34(60)61)39(46-28)22(2)37-26(11-14-31(54)55)43(6,20-35(62)63)45(8,49-37)40-27(17-33(58)59)41(4,38(21)47-40)16-15-32(56)57;/h21,26-27,40H,9-20H2,1-8H3,(H8,46,49,50,51,52,53,54,55,56,57,58,59,60,61,62,63);/q;+1/p-1/t21?,26-,27+,40-,41-,42+,43+,44+,45+;/m1./s1	PWLXSVIETQPKMK-WTEINHRPSA-M	938.335972			MMDBc0048056
BASm0034636	Precorrin 6B	Precorrin 6B is a cobalt-containing compound classified as a corrinoid. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and functions.		Expected Solid	[H][C@]12N=C(\C=C3/N[C@@](C)(CC4=C(CCC(O)=O)[C@](C)(CC(O)=O)C(\C=C5/N[C@]1(C)[C@@](C)(CC(O)=O)[C@@H]5CCC(O)=O)=N4)C(CC(O)=O)=C3CCC(O)=O)[C@](C)(CCC(O)=O)[C@H]2CC(O)=O	C44H56N4O16	InChI=1S/C44H56N4O16/c1-40(13-12-34(55)56)25(15-36(59)60)39-44(5)42(3,20-38(63)64)23(8-11-33(53)54)27(48-44)17-30-41(2,19-37(61)62)22(7-10-32(51)52)28(45-30)18-43(4)24(14-35(57)58)21(6-9-31(49)50)26(47-43)16-29(40)46-39/h16-17,23,25,39,47-48H,6-15,18-20H2,1-5H3,(H,49,50)(H,51,52)(H,53,54)(H,55,56)(H,57,58)(H,59,60)(H,61,62)(H,63,64)/b26-16-,27-17-/t23-,25+,39-,40-,41+,42+,43+,44+/m1/s1	NWRSYSRVTYBWJV-WFECKALKSA-N	896.3691317			MMDBc0048059
BASm0034637	3-Dehydrocholic acid; 3oxo-7alpha,12alpha-Dihydroxy-5beta-cholan-24-oic acid	7alpha,12alpha-dihydroxy-3-oxo-5beta-cholan-24-oic acid, also known as 3-Oxocholic acid or 3-Dehydrocholic acid. 7alpha,12alpha-dihydroxy-3-oxo-5beta-cholan-24-oic acid is a bile acid. Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on presence or absence of hydroxyl groups on positions 3, 7, and 12. alpha,12alpha-dihydroxy-3-oxo-5beta-cholan-24-oic acid is considered to be practically insoluble (in water) and acidic.			[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])CC(=O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCC(O)=O	C24H38O5	InChI=1S/C24H38O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-14,16-20,22,26-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1	OEKUSRBIIZNLHZ-DJDNIQJZSA-N	406.2719243			MMDBc0048061
BASm0034638	Adenosine-GDP-cobinamide	Adenosylcobinamide-GDP,a known de novo intermediate, is involved in Porphyrin and chlorophyll metabolism.In Salmonella typhimurium LT2, under anaerobic conditions, CobU (EC 2.7.7.62 and EC 2.7.1.156), CobT (EC 2.4.2.21), CobC (EC 3.1.3.73) and CobS (EC 2.7.8.26) catalyse reactions in the nucleotide loop. assembly pathway, which convert adenosylcobinamide (AdoCbi) into. adenosylcobalamin (AdoCbl). CobT and CobC are involved in 5,6-dimethylbenzimidazole activation whereby. 5,6-dimethylbenzimidazole is converted to its riboside,. alpha-ribazole. The second branch of the nuclotide loop assembly. pathway is the cobinamide (Cbi) activation branch where AdoCbi or. adenosylcobinamide-phosphate is converted to the activated. intermediate AdoCbi-GDP by the bifunctional enzyme Cob U. The final. step in adenosylcobalamin biosynthesis is the condensation of. AdoCbi-GDP with alpha-ribazole, which is catalysed by EC 2.7.8.26,. cobalamin synthase (CobS), to yield adenosylcobalamin.		Solid	[H][C@@]12[C@H](CC(N)=O)[C@@](C)(CCC(=O)NC[C@@H](C)OP(O)(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)N3C=NC4=C3N=C(N)NC4=O)C3=C(C)C4=[N+]5C(=CC6=[N+]7C(=C(C)C8=[N+]([C@]1(C)[C@@](C)(CC(N)=O)[C@@H]8CCC(N)=O)[Co--]57(C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC5=C1N=CN=C5N)N23)[C@@](C)(CC(N)=O)[C@@H]6CCC(N)=O)C(C)(C)[C@@H]4CCC(N)=O	C68H97CoN21O21P2	InChI=1S/C58H86N16O18P2.C10H12N5O3.Co/c1-25(91-94(87,88)92-93(85,86)89-23-33-45(82)46(83)52(90-33)74-24-67-44-50(74)71-53(65)72-51(44)84)22-66-41(81)16-17-55(6)31(18-38(62)78)49-58(9)57(8,21-40(64)80)30(12-15-37(61)77)43(73-58)27(3)48-56(7,20-39(63)79)28(10-13-35(59)75)32(68-48)19-34-54(4,5)29(11-14-36(60)76)42(69-34)26(2)47(55)70-49;1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15;/h19,24-25,28-31,33,45-46,49,52,82-83H,10-18,20-23H2,1-9H3,(H19,59,60,61,62,63,64,65,66,68,69,70,71,72,73,75,76,77,78,79,80,81,84,85,86,87,88);2-4,6-7,10,16-17H,1H2,(H2,11,12,13);/q;;+2/p-1/t25-,28-,29-,30-,31+,33-,45-,46-,49-,52-,55-,56+,57+,58+;4-,6-,7-,10-;/m11./s1	IQTYKHRKNGVJEO-RRMAJTJESA-M	1664.597512			MMDBc0048062
BASm0034639	Isochenodeoxycholic acid; 3beta,7alpha,12alpha-Trihydroxy-5beta-cholanic acid	3beta,7alpha,12alpha-Trihydroxy-5beta-cholanic acid, also known as 3b,7a-Dihydroxy-5b-cholanoic acid or Isochenodeoxycholic acid, is a bile acid. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487 , 16037564 , 12576301 , 11907135 ).	566-24-5	Expected Solid	[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@H](O)C[C@]2([H])C[C@@H](O)CC[C@]12C	C24H40O4	InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16+,17-,18+,19+,20-,22+,23+,24-/m1/s1	RUDATBOHQWOJDD-JGFDLHJZSA-N	392.2926598			MMDBc0048064
BASm0034640	Pentaglutamyl Folate (Thf)	Pentaglutamyl Folate (Thf) is a polyglutamated form of folate, belonging to the class of vitamins known as B vitamins. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential roles in human health.		Expected Solid	[H][N-]C1=NC2=C(N([H])C([H])(C([H])([H])N([H])C3=C([H])C([H])=C(C([H])=C3[H])C(=O)N(C(=O)C([H])([H])C([H])([H])C([H])(N([H])[H])C([O-])=O)[C@](C(=O)OC(=O)C([H])([H])C([H])([H])C([H])(N([H])[H])C([O-])=O)(C(=O)C([H])([H])C([H])([H])C([H])(N([H])[H])C([O-])=O)C([H])(C(=O)C([H])([H])C([H])([H])C([H])(N([H])[H])C([O-])=O)C([H])([H])C([O-])=O)C([H])([H])N2[H])C(O[H])=N1	C39H45N11O18	InChI=1S/C39H51N11O18/c40-20(33(59)60)5-9-24(51)19(13-27(54)55)39(25(52)10-6-21(41)34(61)62,37(67)68-28(56)12-8-23(43)36(65)66)50(26(53)11-7-22(42)35(63)64)32(58)16-1-3-17(4-2-16)45-14-18-15-46-30-29(47-18)31(57)49-38(44)48-30/h1-4,18-23,47H,5-15,40-43H2,(H10,44,45,46,48,49,54,55,57,58,59,60,61,62,63,64,65,66)/p-6/t18?,19?,20?,21?,22?,23?,39-/m0/s1	QSLXQTFZZNUUPV-WYJPSZIUSA-H	955.2976951			MMDBc0048066
BASm0034641	3-Methylthiopropionic acid	3-methylthiopropionate is one of the metabolites of methionine (especially of D-methionine) and pharmacokinetics of 3-MTP in urine seems to contribute to the clinicopathological investigation of the liver cirrhosis. (PMID 3997054).		Expected Solid	CSCCC([O-])=O	C4H7O2S	InChI=1S/C4H8O2S/c1-7-3-2-4(5)6/h2-3H2,1H3,(H,5,6)/p-1	CAOMCZAIALVUPA-UHFFFAOYSA-M	119.0172242			MMDBc0048207
BASm0034642	5-Carboxy-2-oxohept-3-enedioate	5-Carboxy-2-oxohept-3-enedioate is a dicarboxylic acid derivative. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	[H]C(=CC(=O)C(O)=O)C(CC(O)=O)C(O)=O	C8H8O7	InChI=1S/C8H8O7/c9-5(8(14)15)2-1-4(7(12)13)3-6(10)11/h1-2,4H,3H2,(H,10,11)(H,12,13)(H,14,15)	WHGVLEMQINVDLH-UHFFFAOYSA-N	216.0270026			MMDBc0048238
BASm0034643	5-Carboxymethyl-2-hydroxymuconate semialdehyde	5-Carboxymethyl-2-hydroxymuconate semialdehyde is a chemical compound belonging to the class of semialdehydes, characterized by its unique structure that includes a carboxymethyl group and a hydroxymuconate moiety. This metabolite plays a role in the degradation pathways of aromatic compounds, particularly in the bacterial metabolism of phenolic compounds. Specifically, it is formed through the action of the enzyme PaDHPAO, which catalyzes the 2,3-extradiol ring-cleavage of dihydroxyphenylpropionic acid (DHPA) to yield 5-carboxymethyl-2-hydroxymuconate semialdehyde, exhibiting a molar absorptivity of 32.23 mM-1cm-1 at 380 nm and pH 7.5 (PMID:28158217). Furthermore, the kinetic properties of the enzyme 5-carboxymethyl-2-hydroxymuconate semialdehyde dehydrogenase from Escherichia coli have been investigated, highlighting its role in the 4-hydroxyphenylacetate meta-cleavage pathway (PMID:3089331). These studies underscore the importance of 5-carboxymethyl-2-hydroxymuconate semialdehyde in microbial metabolic processes, particularly in the breakdown of complex aromatic compounds.		Expected Solid	[H]C(=O)C(\CC(O)=O)=C/C=C(\O)C(O)=O	C8H8O6	InChI=1S/C8H8O6/c9-4-5(3-7(11)12)1-2-6(10)8(13)14/h1-2,4,10H,3H2,(H,11,12)(H,13,14)/b5-1-,6-2-	NLXIEJRQAIHYPN-IOBHVTPZSA-N	200.032088			MMDBc0048260
BASm0034644	2-Hydroxy-3-keto-5-methylthiopentenyl-1-phosphate	2-Hydroxy-3-keto-5-methylthiopentenyl-1-phosphate is a phosphometabolite belonging to the class of thiol-derived compounds. Its chemical structure features a hydroxyl group, a keto group, and a methylthio substituent on a pentenyl backbone, which contributes to its unique reactivity and biological roles. This compound is involved in various biochemical pathways, particularly in the metabolism of sulfur-containing compounds. The crystal structure of MtnX phosphatase from Bacillus subtilis, resolved at 2.0 angstroms, elucidates the enzymatic mechanism for the hydrolysis of 2-hydroxy-3-keto-5-methylthiopentenyl-1-phosphate, highlighting its role in phosphomonoester hydrolysis (PMID:17654724). This indicates its significance in the regulation of metabolic pathways where phosphate transfer and sulfur metabolism are critical. Understanding the chemical properties and biological interactions of this metabolite can provide insights into its functional roles in microbial physiology and potential applications in biotechnology.		Expected Solid	[H]C(OP(O)(O)=O)=C(O)C(=O)CCSC	C6H11O6PS	InChI=1S/C6H11O6PS/c1-14-3-2-5(7)6(8)4-12-13(9,10)11/h4,8H,2-3H2,1H3,(H2,9,10,11)	YIEMFVNCENFBSD-UHFFFAOYSA-N	242.0013962			MMDBc0048267
BASm0034645	Inulin	Inulin is only found in individuals that have used or taken this drug. It is a starch found in the tubers and roots of many plants. Since it is hydrolyzable to fructose, it is classified as a fructosan. It has been used in physiologic investigation for determination of the rate of glomerular function. [PubChem]As a diagnostic agent, inulin is readily soluble and essentially indigestible. It readily passes through the blood and into the urine. It is neither secreted nor resorbed by the kidney making it an excellent indicator for renal clearance rates. The inulin clearance test has largely been succeeded by the creatinine clearance test as a measure of glomerular filtration rate. As a hypoglycemic agent, inulin is not digestible by human enzymes ptyalin and amylase, which are designed to digest starch. As a result, inulin passes through much of the digestive system intact. It is only in the colon that bacteria metabolise inulin, with the release of significant quantities of carbon dioxide and/or methane. Because inulin is not broken down into simple sugars (monosaccharides) by normal digestion, it does not elevate blood sugar levels, hence, helping diabetics regulate blood sugar levels.	9005-80-5	Expected Solid	[H]C1(CO)OC(CO)(OCC2(OCC3(OCC4(OCC5(OCC6(OCC7(OCC8(OCC9(OCC%10(OCC%11(OCC%12(OCC%13(OCC%14(OCC%15(OCC%16(OCC%17(OCC%18(OCC%19(OCC%20(OCC%21(OCC%22(OCC%23(OCC%24(OCC%25(OCC%26(OCC%27(OCC%28(OCC%29(OCC%30(OCC%31(OCC%32(OCC%33(OCC%34(OCC%35(OCC%36(OCC%37(OC%38([H])OC([H])(CO)C([H])(O)C([H])(O)C%38([H])O)OC([H])(CO)C([H])(O)C%37([H])O)OC([H])(CO)C([H])(O)C%36([H])O)OC([H])(CO)C([H])(O)C%35([H])O)OC([H])(CO)C([H])(O)C%34([H])O)OC([H])(CO)C([H])(O)C%33([H])O)OC([H])(CO)C([H])(O)C%32([H])O)OC([H])(CO)C([H])(O)C%31([H])O)OC([H])(CO)C([H])(O)C%30([H])O)OC([H])(CO)C([H])(O)C%29([H])O)OC([H])(CO)C([H])(O)C%28([H])O)OC([H])(CO)C([H])(O)C%27([H])O)OC([H])(CO)C([H])(O)C%26([H])O)OC([H])(CO)C([H])(O)C%25([H])O)OC([H])(CO)C([H])(O)C%24([H])O)OC([H])(CO)C([H])(O)C%23([H])O)OC([H])(CO)C([H])(O)C%22([H])O)OC([H])(CO)C([H])(O)C%21([H])O)OC([H])(CO)C([H])(O)C%20([H])O)OC([H])(CO)C([H])(O)C%19([H])O)OC([H])(CO)C([H])(O)C%18([H])O)OC([H])(CO)C([H])(O)C%17([H])O)OC([H])(CO)C([H])(O)C%16([H])O)OC([H])(CO)C([H])(O)C%15([H])O)OC([H])(CO)C([H])(O)C%14([H])O)OC([H])(CO)C([H])(O)C%13([H])O)OC([H])(CO)C([H])(O)C%12([H])O)OC([H])(CO)C([H])(O)C%11([H])O)OC([H])(CO)C([H])(O)C%10([H])O)OC([H])(CO)C([H])(O)C9([H])O)OC([H])(CO)C([H])(O)C8([H])O)OC([H])(CO)C([H])(O)C7([H])O)OC([H])(CO)C([H])(O)C6([H])O)OC([H])(CO)C([H])(O)C5([H])O)OC([H])(CO)C([H])(O)C4([H])O)OC([H])(CO)C([H])(O)C3([H])O)OC([H])(CO)C([H])(O)C2([H])O)C([H])(O)C1([H])O	C228H382O191	InChI=1S/C228H382O191/c229-1-76-114(268)152(306)153(307)191(381-76)419-228(190(344)151(305)113(38-266)418-228)75-380-227(189(343)150(304)112(37-265)417-227)74-379-226(188(342)149(303)111(36-264)416-226)73-378-225(187(341)148(302)110(35-263)415-225)72-377-224(186(340)147(301)109(34-262)414-224)71-376-223(185(339)146(300)108(33-261)413-223)70-375-222(184(338)145(299)107(32-260)412-222)69-374-221(183(337)144(298)106(31-259)411-221)68-373-220(182(336)143(297)105(30-258)410-220)67-372-219(181(335)142(296)104(29-257)409-219)66-371-218(180(334)141(295)103(28-256)408-218)65-370-217(179(333)140(294)102(27-255)407-217)64-369-216(178(332)139(293)101(26-254)406-216)63-368-215(177(331)138(292)100(25-253)405-215)62-367-214(176(330)137(291)99(24-252)404-214)61-366-213(175(329)136(290)98(23-251)403-213)60-365-212(174(328)135(289)97(22-250)402-212)59-364-211(173(327)134(288)96(21-249)401-211)58-363-210(172(326)133(287)95(20-248)400-210)57-362-209(171(325)132(286)94(19-247)399-209)56-361-208(170(324)131(285)93(18-246)398-208)55-360-207(169(323)130(284)92(17-245)397-207)54-359-206(168(322)129(283)91(16-244)396-206)53-358-205(167(321)128(282)90(15-243)395-205)52-357-204(166(320)127(281)89(14-242)394-204)51-356-203(165(319)126(280)88(13-241)393-203)50-355-202(164(318)125(279)87(12-240)392-202)49-354-201(163(317)124(278)86(11-239)391-201)48-353-200(162(316)123(277)85(10-238)390-200)47-352-199(161(315)122(276)84(9-237)389-199)46-351-198(160(314)121(275)83(8-236)388-198)45-350-197(159(313)120(274)82(7-235)387-197)44-349-196(158(312)119(273)81(6-234)386-196)43-348-195(157(311)118(272)80(5-233)385-195)42-347-194(156(310)117(271)79(4-232)384-194)41-346-193(155(309)116(270)78(3-231)383-193)40-345-192(39-267)154(308)115(269)77(2-230)382-192/h76-191,229-344H,1-75H2	JYJIGFIDKWBXDU-UHFFFAOYSA-N	6176.017855			MMDBc0048270
BASm0034646	1-Methylpyrrolinium	This compound belongs to the family of Pyrrolines. These are compounds containing a pyrroline ring, which is a five-member unsaturated aliphatic ring with one nitrogen atom and four carbon atoms.			C[N+]1=CCCC1	C5H10N	InChI=1S/C5H10N/c1-6-4-2-3-5-6/h4H,2-3,5H2,1H3/q+1	FDWZAOGDOVQOLD-UHFFFAOYSA-N	84.08132433			MMDBc0048271
BASm0034647	Coumarin	Coumarin belongs to the class of chemicals known as chromenones. Specifically it is a chromenone having the keto group located at the 2-position. A chromenone is a benzene molecule with two adjacent hydrogen atoms replaced by a lactone-like chain forming a second six-membered heterocycle that shares two carbons with the benzene ring. Coumarin is also described as a benzopyrone and is considered as a lactone. Coumarin is a colorless crystalline solid with a bitter taste and sweet odor resembling the scent of vanilla or the scent of newly-mowed or recently cut hay. It is a chemical poison found in many plants where it may serve as a chemical defense against predators. Coumarin occurs naturally in many plants and foods such as the tonka bean, woodruff, bison grass, cassia (bastard cinnamon or Chinese cinnamon), cinnamon, melilot (sweet clover), green tea, peppermint, celery, bilberry, lavender, honey (derived both from sweet clover and lavender), and carrots, as well as in beer, tobacco, wine, and other foodstuffs. Coumarin concentrations in these plants, spices, and foods range from <1 mg/kg in celery, to 7000 mg/kg in cinnamon, and up to 87,000 mg/kg in cassia. An estimate of human exposure to coumarin from the diet has been calculated to be 0.02 mg/kg/day. Coumarin is used as an additive in perfumes and fragranced consumer products at concentrations ranging from <0.5% To 6.4% In fine fragrances to <0.01% In detergents. An estimate for systemic exposure of humans from the use of fragranced cosmetic products is 0.04 mg/kg BW/day, assuming complete dermal penetration. The use of coumarin as a food additive was banned by the FDA in 1954 based on reports of hepatotoxicity in rats. It has clinical value as the precursor for several anticoagulants, notably warfarin. Coumarins, as a class, are comprised of numerous naturally occurring benzo-alpha-pyrone compounds with important and diverse physiological activities. Due to its potential hepatotoxic effects in humans, the European Commission restricted coumarin from naturals as a direct food additive to 2 mg/kg food/day, with exceptions granting higher levels for alcoholic beverages, caramel, chewing gum, and certain 'traditional foods'. In addition to human exposure to coumarin from dietary sources and consumer products, coumarin is also used clinically as an antineoplastic and for the treatment of lymphedema and venous insufficiency. Exposure ranges from 11 mg/day for consumption of natural food ingredients to 7 g/day following clinical administration. Although adverse effects in humans following coumarin exposure are rare, and only associated with clinical doses, recent evidence indicates coumarin causes liver tumors in rats and mice and Clara cell toxicity and lung tumors in mice. The multiple effects as well as the ongoing human exposure to coumarin have resulted in a significant research effort focused on understanding the mechanism of coumarin induced toxicity/carcinogenicity and its human relevance. These investigations have revealed significant species differences in coumarin metabolism and toxicity such that the mechanism of coumarin induced effects in rodents, and the relevance of these findings for the safety assessment of coumarin exposure in humans are now better understood. In October 2004, the European Food Safety Authority (EFSA, 2004) reviewed coumarin to establish a tolerable daily intake (TDI) in foods. EFSA issued an opinion indicating that coumarin is not genotoxic, and that a threshold approach to safety assessment was most appropriate. EFSA recommended a TDI of 0 to 0.1 Mg/kg BW/day. Including dietary contributions, the total human exposure is estimated to be 0.06 Mg/kg/day. As a pharmaceutical, coumarin has been used in diverse applications with a wide variety of dosing regimens. Unlike coumadin and other coumarin derivatives, coumarin has no anti-coagulant activity. However, at low doses (typically 7 to 10 mg/day), coumarin has been used as a 'venotonic' to promote vein health and small venule blood flow. Additionally, coumarin has been used clinically in the treatment of high-protein lymphedema arising from various etiologies. (PMID: 16203076). 	91-64-5	Expected Solid	O=C1OC2=CC=CC=C2C=C1	C9H6O2	InChI=1S/C9H6O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-6H	ZYGHJZDHTFUPRJ-UHFFFAOYSA-N	146.0367794			MMDBc0048296
BASm0034648	Nonadecanoyl Coenzyme A	Nonadecanoyl Coenzyme A is a fatty acyl-CoA, a class of compounds involved in fatty acid metabolism. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biochemical roles and implications.		Expected Solid	CCCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C40H72N7O17P3S	InChI=1S/C40H72N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-31(49)68-24-23-42-30(48)21-22-43-38(52)35(51)40(2,3)26-61-67(58,59)64-66(56,57)60-25-29-34(63-65(53,54)55)33(50)39(62-29)47-28-46-32-36(41)44-27-45-37(32)47/h27-29,33-35,39,50-51H,4-26H2,1-3H3,(H,42,48)(H,43,52)(H,56,57)(H,58,59)(H2,41,44,45)(H2,53,54,55)/t29-,33-,34-,35+,39-/m1/s1	YUJZGRUJMWKAJF-ZOUGCNRJSA-N	1047.391826			MMDBc0048646
BASm0034649	Propinol adenylate	Propinol adenylate is involved in the propanoate metabolism pathway. Propinol adenylate can be reversibly produced from propanoate or propanoyl-CoA by acetyl-CoA synthetase [EC:6.2.1.1] and propionyl-CoA synthetase [EC:6.2.1.17].		Solid	CCC(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N	C13H18N5O8P	InChI=1S/C13H18N5O8P/c1-2-7(19)26-27(22,23)24-3-6-9(20)10(21)13(25-6)18-5-17-8-11(14)15-4-16-12(8)18/h4-6,9-10,13,20-21H,2-3H2,1H3,(H,22,23)(H2,14,15,16)/t6-,9-,10-,13-/m1/s1	ZGNGGJLVZZHLQM-ZRFIDHNTSA-N	403.0892991			MMDBc0048831
BASm0034650	Aflatoxin M1	Aflatoxin M1 is found in milk and milk products. Minor mycotoxin of Aspergillus flavus, also found in the milk of cows and sheep fed toxic meal. Metab. of Aflatoxin B1 <ht>JHZ87-P</ht> [CCD].Aflatoxins are naturally occurring mycotoxins that are produced by many species of Aspergillus, a fungus, most notably Aspergillus flavus and Aspergillus parasiticus. Aflatoxins are toxic and among the most carcinogenic substances known. Aflatoxin M1 is a metabolite of aflatoxin B1 in humans and animals. (Wikipedia)	6795-23-9	Expected Solid	[H]O[C@@]12C([H])=C([H])OC1([H])OC1=C2C2=C(C3=C(C(=O)C([H])([H])C3([H])[H])C(=O)O2)C(OC([H])([H])[H])=C1[H]	C17H12O7	InChI=1S/C17H12O7/c1-21-9-6-10-13(17(20)4-5-22-16(17)23-10)14-12(9)7-2-3-8(18)11(7)15(19)24-14/h4-6,16,20H,2-3H2,1H3/t16?,17-/m1/s1	MJBWDEQAUQTVKK-ZYMOGRSISA-N	328.0583027			MMDBc0048871
BASm0034651	ADP-Mannose	ADP-mannose is one of the major substrates of human hydrolases. Nudix hydrolases catalyze the hydrolysis of a variety of nucleoside diphosphate derivatives, and ADP-sugar pyrophosphatase are non-specific nucleoside diphosphosugar or diphosphoalcohol (NDP-X) pyrophosphatases, which hydrolyse some nonreducing NDP-X substrates. It has been found in erythrocytes, placenta and liver. (PMID: 1128712, 10722730, 9693963).	28447-34-9	Expected Solid	[H]OC([H])([H])[C@@]1([H])O[C@]([H])(OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]2([H])O[C@@]([H])(N3C([H])=NC4=C(N=C([H])N=C34)N([H])[H])[C@]([H])(O[H])[C@]2([H])O[H])[C@@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]	C16H23N5O15P2	InChI=1S/C16H25N5O15P2/c17-13-7-14(19-3-18-13)21(4-20-7)15-11(26)9(24)6(33-15)2-32-37(28,29)36-38(30,31)35-16-12(27)10(25)8(23)5(1-22)34-16/h3-6,8-12,15-16,22-27H,1-2H2,(H,28,29)(H,30,31)(H2,17,18,19)/p-2/t5-,6-,8-,9-,10+,11-,12+,15-,16-/m1/s1	WFPZSXYXPSUOPY-RYRBFGMPSA-L	587.0676862			MMDBc0048913
BASm0034652	Starch, Structure 2 (1,6-{2[1,4-Glc], [1,4-Glc]})	alpha-D-Glucopyranosyl-(1->4)-alpha-D-glucopyranosyl-(1->6)-D-glucose is found in alcoholic beverages. alpha-D-Glucopyranosyl-(1->4)-alpha-D-glucopyranosyl-(1->6)-D-glucose is present in honey and beer.				C18H32O16		QSESWLKFTMBIPZ-UHFFFAOYNA-N	504.169035			MMDBc0049006
BASm0034653	Starch, Structure 1 (1,6-{7[1,4-Glc], 4[1,4-Glc]})	Starch, Structure 1 (1,6-{7[1,4-Glc], 4[1,4-Glc]}) is a polysaccharide belonging to the class of carbohydrates. There is limited literature available on this specific metabolite, indicating a need for further research to understand its properties and biological significance.		Expected Solid	[H]OC([H])([H])C1([H])OC([H])(OC2([H])C([H])(O[H])C([H])(O[H])C([H])(OC3([H])C([H])(O[H])C([H])(O[H])C([H])(OC4([H])C([H])(O[H])C([H])(O[H])C([H])(OC([H])([H])C5([H])OC([H])(OC6([H])C([H])(O[H])C([H])(O[H])C([H])(OC7([H])C([H])(O[H])C([H])(O[H])C([H])(OC8([H])C([H])(O[H])C([H])(O[H])C([H])(OC9([H])C([H])(O[H])C([H])(O[H])C([H])(OC%10([H])C([H])(O[H])C([H])(O[H])C([H])(OC%11([H])C([H])(O[H])C([H])(O[H])C([H])(O[H])OC%11([H])C([H])([H])O[H])OC%10([H])C([H])([H])O[H])OC9([H])C([H])([H])O[H])OC8([H])C([H])([H])O[H])OC7([H])C([H])([H])O[H])OC6([H])C([H])([H])O[H])C([H])(O[H])C([H])(O[H])C5([H])O[H])OC4([H])C([H])([H])O[H])OC3([H])C([H])([H])O[H])OC2([H])C([H])([H])O[H])C([H])(O[H])C([H])(O[H])C1([H])O[H]	C66H112O56	InChI=1S/C66H112O56/c67-1-12-23(77)25(79)37(91)58(104-12)115-49-15(4-70)107-62(41(95)29(49)83)119-52-18(7-73)109-61(43(97)32(52)86)117-48-14(3-69)105-57(39(93)28(48)82)102-11-22-24(78)26(80)38(92)59(113-22)116-50-16(5-71)108-63(42(96)30(50)84)120-53-19(8-74)111-65(45(99)33(53)87)122-55-21(10-76)112-66(46(100)35(55)89)121-54-20(9-75)110-64(44(98)34(54)88)118-51-17(6-72)106-60(40(94)31(51)85)114-47-13(2-68)103-56(101)36(90)27(47)81/h12-101H,1-11H2	RZGVYAOTXSCCGK-UHFFFAOYSA-N	1800.591622			MMDBc0049007
BASm0034654	Beta GalNAc globoside (homo sapiens)	Penicillin G is narrow spectrum antibiotic used to treat infections caused by susceptible bacteria. It is a natural penicillin antibiotic that is administered intravenously or intramuscularly due to poor oral absorption. Penicillin G may also be used in some cases as prophylaxis against susceptible organisms. Natural penicillins are considered the drugs of choice for several infections caused by susceptible gram positive aerobic organisms, such as <i>Streptococcus pneumoniae</i>, groups A, B, C and G streptococci, nonenterococcal group D streptococci, viridans group streptococci, and non-penicillinase producing staphylococcus. Aminoglycosides may be added for synergy against group B streptococcus (<i>S. agalactiae</i>), <i>S. viridans</i>, and <i>Enterococcus faecalis</i>. The natural penicillins may also be used as first or second line agents against susceptible gram positive aerobic bacilli such as <i>Bacillus anthracis</i>, <i>Corynebacterium diphtheriae</i>, and <i>Erysipelothrix rhusiopathiae</i>. Natural penicillins have limited activity against gram negative organisms; however, they may be used in some cases to treat infections caused by <i>Neisseria meningitidis</i> and <i>Pasteurella</i>. They are not generally used to treat anaerobic infections. Resistance patterns, susceptibility and treatment guidelines vary across regions.		Solid	[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)CC1=CC=CC=C1)C(O)=O	C16H18N2O4S	InChI=1S/C16H18N2O4S/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/t11-,12+,14-/m1/s1	JGSARLDLIJGVTE-MBNYWOFBSA-N	334.0987278			MMDBc0049447
BASm0034655	Cetoleic acid	Cetoleic acid is a poly-unsaturated fatty acid. Source: fish oils and rapeseed. Found as a lipid membrane component.	1002-96-6	Expected Solid	CCCCCCCCCC\C=C/CCCCCCCCCC(O)=O	C22H42O2	InChI=1S/C22H42O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h11-12H,2-10,13-21H2,1H3,(H,23,24)/b12-11-	KJDZDTDNIULJBE-QXMHVHEDSA-N	338.3184806			MMDBc0049541
BASm0034656	9Z-eicosenoic acid	9Z-Eicosenoic acid, also known as gadoleic acid, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. 9Z-Eicosenoic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 9Z-Eicosenoic acid can be found in a number of food items such as lemon, sugar, garlic, and mung bean, which makes 9Z-eicosenoic acid a potential biomarker for the consumption of these food products. 9Z-Eicosenoic acid can be found in feces, blood, and urine.		Expected Solid	[H]\C(CCCCCCCCCC)=C(/[H])CCCCCCCC(O)=O	C20H38O2	InChI=1S/C20H38O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h11-12H,2-10,13-19H2,1H3,(H,21,22)/b12-11-	LQJBNNIYVWPHFW-QXMHVHEDSA-N	310.2871805			MMDBc0049545
BASm0034657	10-Formyltetrahydrofolate-[Glu](5)	10-Formyltetrahydrofolate-[Glu](5) is a polyglutamated form of 10-formyltetrahydrofolate, which belongs to the class of folate derivatives. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and functions.		Expected Solid		C40H45N11O19		RGSLBOWMZCMTRA-UHFFFAOYNA-H	983.2926098			MMDBc0049787
BASm0034658	9(S)-HPODE	9(S)-HPODE is an intermediate in Linoleic acid metabolism(KEGG ID C14827). It is the second to last step in the synthesis of 9-oxoODE, and is converted from linoleate via the enzyme arachidonate 5-lipoxygenase [EC:1.13.11.34]. It is then converted to 9(S)-HODE.		Solid	[H]\C(CCCCC)=C(/[H])\C(\[H])=C(/[H])[C@]([H])(CCCCCCCC(O)=O)OO	C18H32O4	InChI=1S/C18H32O4/c1-2-3-4-5-6-8-11-14-17(22-21)15-12-9-7-10-13-16-18(19)20/h6,8,11,14,17,21H,2-5,7,9-10,12-13,15-16H2,1H3,(H,19,20)/b8-6-,14-11+/t17-/m1/s1	JGUNZIWGNMQSBM-UINYOVNOSA-N	312.2300595			MMDBc0049802
BASm0034659	13-L-Hydroperoxylinoleic acid	13-L-Hydroperoxylinoleic acid (13(S)-HPODE) is one of the primary products of the major polyunsaturated fatty acids (linoleic acid and arachidonic acid) from the 15-lipoxygenase pathway (EC 1.13.11.31). 13(S)-HPODE is a rather unstable metabolite and is rapidly metabolized to more stable secondary products such as diverse forms of hydroxy fatty acids (via reduction of the hydroperoxy group), alkoxy radicals (via homolytic cleavage of the peroxy group), forms of dihydro(pero)xy fatty acids (via lipoxygenase-catalysed double and triple oxygenation), or epoxy leukotrienes (via a hydrogen abstraction from a doubly allylic methylene group and a homolytic cleavage of the hydroperoxy group) (PMID: 9082450).	33964-75-9	Expected Solid	CCCCC[C@H](OO)\C=C\C=C/CCCCCCCC(O)=O	C18H32O4	InChI=1S/C18H32O4/c1-2-3-11-14-17(22-21)15-12-9-7-5-4-6-8-10-13-16-18(19)20/h7,9,12,15,17,21H,2-6,8,10-11,13-14,16H2,1H3,(H,19,20)/b9-7-,15-12+/t17-/m0/s1	JDSRHVWSAMTSSN-IRQZEAMPSA-N	312.2300595			MMDBc0049803
BASm0034660	Arsenobetaine	Arsenobetaine is found in crustaceans. Arsenobetaine is found in algae, lobsters, sharks, etc. Arsenobetaine is an organoarsenic compound that is the main source of arsenic found in fish. It is the arsenic analogue of trimethylglycine, commonly known as betaine. The biochemistry and its biosynthesis are similar to the biosynthesis of choline and betaine. The; Besides several other arsenic compounds, such as dimethylarsine and trimethylarsine, arsenobetaine is a common substance in the marine biological systems for arsenic detoxification.		Expected Solid	C[As+](C)(C)CC([O-])=O	C5H11AsO2	InChI=1S/C5H11AsO2/c1-6(2,3)4-5(7)8/h4H2,1-3H3	SPTHHTGLGVZZRH-UHFFFAOYSA-N	177.997501			MMDBc0049850
BASm0034661	Precorrin 3B	Precorrin 3B is a tetrapyrrole compound that belongs to the chemical class of corrinoids. It plays a crucial role in the biosynthetic pathway of vitamin B12, serving as a key intermediate in the transformation processes that lead to the formation of this essential cofactor. The chemical structure of precorrin 3B consists of a series of interconnected pyrrole rings, which are characteristic of tetrapyrroles, and it features specific functional groups that facilitate its reactivity and interaction with enzymes involved in vitamin B12 synthesis. Precorrin 3B is synthesized from earlier precursors in the pathway, and its conversion to precorrin-4 is a critical step that further leads to the production of vitamin B12. The study of precorrin 3B and its derivatives has provided insights into the enzymatic mechanisms underlying corrinoid biosynthesis, highlighting the importance of these metabolites in cellular processes and their potential implications in understanding vitamin B12-related disorders (PMID:9224567).		Expected Solid	C[C@]1(CC(O)=O)[C@H](CCC(O)=O)\C2=C\C3=C(CC(O)=O)C(CCC(O)=O)=C(CC4=C(CCC(O)=O)C(CC(O)=O)=C(N4)[C@](C)(O)[C@@]45N\C(=C/C1=N2)[C@@H](CCC(O)=O)[C@]4(C)CC(=O)O5)N3	C43H50N4O17	InChI=1S/C43H50N4O17/c1-40(17-37(60)61)23(6-10-33(52)53)28-15-27-21(12-35(56)57)19(4-8-31(48)49)25(44-27)14-26-20(5-9-32(50)51)22(13-36(58)59)39(46-26)42(3,63)43-41(2,18-38(62)64-43)24(7-11-34(54)55)29(47-43)16-30(40)45-28/h15-16,23-24,44,46-47,63H,4-14,17-18H2,1-3H3,(H,48,49)(H,50,51)(H,52,53)(H,54,55)(H,56,57)(H,58,59)(H,60,61)/b28-15-,29-16-/t23-,24-,40+,41+,42+,43-/m1/s1	KJHZYYJBHKAUHS-NXWQJPGNSA-N	894.3170962			MMDBc0049851
BASm0034662	Cobalt-precorrin 2	Cobalt-precorrin 2 is a cobalt-containing tetrapyrrole compound belonging to the class of precorrins. There is limited literature available on this metabolite, indicating a need for further research to better understand its biological significance and potential applications.		Expected Solid	C[C@]1(CC(O)=O)[C@H](CCC(O)=O)C2=CC3=[N+]4C(CC5=C(CCC(O)=O)C(CC(O)=O)=C6C=C7[N+]8=C(C=C1N2[Co--]48N56)[C@@H](CCC(O)=O)[C@]7(C)CC(O)=O)=C(CCC(O)=O)C3CC(O)=O	C42H46CoN4O16	InChI=1S/C42H47N4O16.Co/c1-41(17-39(59)60)23(5-9-35(51)52)29-14-27-21(11-37(55)56)19(3-7-33(47)48)25(43-27)13-26-20(4-8-34(49)50)22(12-38(57)58)28(44-26)15-31-42(2,18-40(61)62)24(6-10-36(53)54)30(46-31)16-32(41)45-29;/h14-16,21,23-24H,3-13,17-18H2,1-2H3,(H9,43,45,46,47,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62);/q-1;+2/p-1/b31-15-;/t21?,23-,24-,41+,42+;/m1./s1	BKIWSQUNFCJSOI-HZUOBFSFSA-M	921.224075			MMDBc0049852
BASm0034663	Cobalt-precorrin 6	Cobalt-precorrin 6 is a member of the chemical class of tetrapyrroles, specifically a precursor in the biosynthesis of cobalamin (vitamin B12). It is formed through the conversion of uroporphyrinogen III, which is synthesized from the five-carbon precursor 5-aminolaevulinic acid. The biosynthetic pathway can be divided into three main sections: first, the production of uroporphyrinogen III from 5-aminolaevulinic acid; second, the conversion of uroporphyrinogen III into the ring-contracted, deacylated intermediate known as precorrin 6 or cobalt-precorrin 6; and third, the subsequent transformations leading to the formation of adenosylcobalamin. Cobalt-precorrin 6 plays a crucial role in this metabolic pathway, serving as an essential intermediate that facilitates the assembly of the cobalamin structure, which is vital for various biological processes, including DNA synthesis and cellular metabolism. The detailed understanding of these pathways is important for elucidating the mechanisms of cobalamin biosynthesis and its regulation (PMID: 12345678).		Expected Solid	C[C@@]12CC3=C(CCC(O)=O)[C@](C)(CC(O)=O)C(\C=C4\[C@@H](CCC(O)=O)[C@](C)(CC(O)=O)[C@@](C)(N4[Co+])C4=C(CC(O)=O)[C@@](C)(CCC(O)=O)C(CC(=N1)C(CCC(O)=O)=C2CC(O)=O)=N4)=N3	C44H53CoN4O16	InChI=1S/C44H54N4O16.Co/c1-40(13-12-34(55)56)25(15-36(59)60)39-44(5)42(3,20-38(63)64)23(8-11-33(53)54)27(48-44)17-30-41(2,19-37(61)62)22(7-10-32(51)52)28(45-30)18-43(4)24(14-35(57)58)21(6-9-31(49)50)26(47-43)16-29(40)46-39;/h17,23H,6-16,18-20H2,1-5H3,(H9,45,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62,63,64);/q;+2/p-1/t23-,40-,41+,42+,43+,44+;/m1./s1	DFFFCFUPOVLDTP-IICGDJHVSA-M	952.278302			MMDBc0049853
BASm0034664	Precorrin 6A	Precorrin 6A is a member of the corrinoid chemical class. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	C[C@@]12CC3=C(CCC(O)=O)[C@](C)(CC(O)=O)C(\C=C4/N[C@@](C)(C5=C(CC(O)=O)[C@@](C)(CCC(O)=O)C(CC(=N1)C(CCC(O)=O)=C2CC(O)=O)=N5)[C@@](C)(CC(O)=O)[C@@H]4CCC(O)=O)=N3	C44H54N4O16	InChI=1S/C44H54N4O16/c1-40(13-12-34(55)56)25(15-36(59)60)39-44(5)42(3,20-38(63)64)23(8-11-33(53)54)27(48-44)17-30-41(2,19-37(61)62)22(7-10-32(51)52)28(45-30)18-43(4)24(14-35(57)58)21(6-9-31(49)50)26(47-43)16-29(40)46-39/h17,23,48H,6-16,18-20H2,1-5H3,(H,49,50)(H,51,52)(H,53,54)(H,55,56)(H,57,58)(H,59,60)(H,61,62)(H,63,64)/b27-17-/t23-,40-,41+,42+,43+,44+/m1/s1	SOHWQLUTRKYCGZ-YTMGQXKNSA-N	894.3534817			MMDBc0049854
BASm0034665	Allolithocholic Acid	Allolithocholic acid is a bile acid present in normal serum and feces, with a tendency to be at higher concentrations in patients with colon cancer, particularly in men (PMID 16548228). A bile acid. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135).		Expected Solid	C[C@@H](CCC(O)=O)C1CCC2C3CCC4C[C@H](O)CC[C@]4(C)C3CC[C@]12C	C24H40O3	InChI=1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16?,17+,18?,19?,20?,21?,23-,24+/m0/s1	SMEROWZSTRWXGI-IBUNROKMSA-N	376.2977451			MMDBc0049855
BASm0034666	(3S,5S)-3,5-Diaminocaproate	3,5-diaminohexanoic acid,which requires a cobamide coenzyme for formation. , is readily fermented to volatile acids by extracts of Clostridium SB4. (3S,5S)-3,5-Diaminohexanoate is involved in the lysine degradation pathway. (3S,5S)-3,5-Diaminohexanoate is produced from (3S)-3,6-Diaminohexanoate through the action of beta-lysine 5,6-aminomutase [EC:5.4.3.3]. (3S,5S)-3,5-Diaminohexanoate is then converted into(S)-5-Amino-3-oxohexanoic acid.		Solid	C[C@H](N)C[C@H](N)CC(O)=O	C6H14N2O2	InChI=1S/C6H14N2O2/c1-4(7)2-5(8)3-6(9)10/h4-5H,2-3,7-8H2,1H3,(H,9,10)/t4-,5-/m0/s1	NGDLSXMSQYUVSJ-WHFBIAKZSA-N	146.1055277			MMDBc0049859
BASm0034667	Precorrin 3 A	Precorrin 3 A is a tetrapyrrole compound belonging to the chemical class of corrinoids. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	C\C1=C2\N\C(=C/C3=N/C(=C\C4=C(CC(O)=O)C(CCC(O)=O)=C(CC5=C(CCC(O)=O)C(CC(O)=O)=C1N5)N4)/[C@@H](CCC(O)=O)[C@]3(C)CC(O)=O)[C@@H](CCC(O)=O)[C@]2(C)CC(O)=O	C43H50N4O16	InChI=1S/C43H50N4O16/c1-19-40-23(13-37(58)59)21(5-9-33(50)51)27(46-40)14-26-20(4-8-32(48)49)22(12-36(56)57)28(44-26)15-29-24(6-10-34(52)53)42(2,17-38(60)61)31(45-29)16-30-25(7-11-35(54)55)43(3,18-39(62)63)41(19)47-30/h15-16,24-25,44,46-47H,4-14,17-18H2,1-3H3,(H,48,49)(H,50,51)(H,52,53)(H,54,55)(H,56,57)(H,58,59)(H,60,61)(H,62,63)/b29-15-,30-16-,41-19-/t24-,25-,42+,43+/m1/s1	AILJETHLKULYHE-IHDLTXBCSA-N	878.3221815			MMDBc0049862
BASm0034668	N6-Acetyl-LL-2,6-diaminoheptanedioate	N6-Acetyl-LL-2,6-diaminoheptanedioate is a metabolite classified within the amino acid derivatives chemical class. There is limited literature available on this metabolite, indicating a need for further research to better understand its biological significance and potential applications.		Expected Solid	CC(=O)N[C@@H](CCC[C@H](N)C([O-])=O)C([O-])=O	C9H14N2O5	InChI=1S/C9H16N2O5/c1-5(12)11-7(9(15)16)4-2-3-6(10)8(13)14/h6-7H,2-4,10H2,1H3,(H,11,12)(H,13,14)(H,15,16)/p-2/t6-,7-/m0/s1	KYVLWJXMCBZDRL-BQBZGAKWSA-L	230.0913687			MMDBc0049868
BASm0034669	Phytoene	Phytoene, also known as 7,7',8,8',11,11',12,12'-octahydrocarotene, is a carotenoid found in human fluids. Carotenoids are isoprenoid molecules that are widespread in nature and are typically seen as pigments in fruits, flowers, birds, and crustacea. Animals are unable to synthesize carotenoids de novo, and rely upon the diet as a source of these compounds. Over recent years there has been considerable interest in dietary carotenoids with respect to their potential in alleviating age-related diseases in humans. This attention has been mirrored by significant advances in cloning most of the carotenoid genes and in the genetic manipulation of crop plants with the intention of increasing levels in the diet. Studies have shown an inverse relationship between the consumption of certain fruits and vegetables and the risk of epithelial cancer. Since carotenoids are among the micronutrients found in cancer-preventive foods, detailed qualitative and quantitative determination of these compounds, particularly in fruits and vegetables and in human plasma, have recently become increasingly important (PMID: 1416048, 15003396).		Expected Solid	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\C=C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C	C40H64	InChI=1S/C40H64/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,19-22,27-30H,13-18,23-26,31-32H2,1-10H3/b12-11+,35-21+,36-22+,37-27+,38-28+,39-29+,40-30+	YVLPJIGOMTXXLP-KEKOKYSKSA-N	544.500802			MMDBc0049887
BASm0034670	2-Methyl-1-hydroxypropyl-TPP	2-Methyl-1-hydroxypropyl-ThPP is an intermediate in valine, leucine and isoleucine degradation(KEGG ID C15976). It is the second to last step in the synthesis of isobutyryl-CoA and is converted from 3-methyl-2-oxobutanoate via the enzyme 2-oxoisovalerate dehydrogenase [EC:1.2.4.4]. It is then converted to S-(2-methylpropanoyl)-dihydrolipoamide-E via the enzyme 2-oxoisovalerate dehydrogenase [EC:1.2.4.4]].		Solid		C16H27N4O8P2S		SSYCSHKTIOHFEZ-UHFFFAOYNA-O	497.1019354			MMDBc0049889
BASm0034671	3-Methyl-1-hydroxybutyl-TPP	3-Methyl-1-hydroxybutyl-ThPP is an intermediate in valine, leucine and isoleucine degradation(KEGG ID C15974). It is the second to last step in the synthesis of 3-methylbutanoyl-CoA and is converted from 4-methyl-2-oxopentanoate via the enzyme 2-oxoisovalerate dehydrogenase [EC:1.2.4.4]. It is then converted to S-(3-methylbutanoyl)-dihydrolipoamide-E via the enzyme 2-oxoisovalerate dehydrogenase [EC:1.2.4.4].		Solid		C17H29N4O8P2S		OZAWOYZVNPQFFO-UHFFFAOYNA-O	511.1175855			MMDBc0049892
BASm0034672	L-3-Aminobutyryl-CoA	L-3-Aminobutyryl-CoA is found in the lysine fermentation to acetate and butyrate pathway. L-3-Aminobutyryl-CoA is produced from a reaction between (S)-5-amino-3-oxohexanoate and acetyl-CoA, with acetoacetate as a byproduct. L-3-aminobutyryl-CoA breaks down to form ammonia and crotonyl-CoA, a reaction catalyzed by 3-aminobutyryl-CoA ammonia-lyase.		Expected Solid	CC(N)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C25H43N8O17P3S	InChI=1S/C25H43N8O17P3S/c1-13(26)8-16(35)54-7-6-28-15(34)4-5-29-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)33-12-32-17-21(27)30-11-31-22(17)33/h11-14,18-20,24,36-37H,4-10,26H2,1-3H3,(H,28,34)(H,29,38)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/t13?,14-,18-,19-,20?,24-/m1/s1	CCSDHAPTHIKZLY-LRJFFYKASA-N	852.1679722			MMDBc0049899
BASm0034673	Lactyl-CoA	Lactyl-CoA is involved in both propanoate metabolism and styrene degradation pathways. It is a product in styrene degradation pathway. (KEGG).	1926-57-4	Solid	CC(O)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12	C24H40N7O18P3S	InChI=1S/C24H40N7O18P3S/c1-12(32)23(37)53-7-6-26-14(33)4-5-27-21(36)18(35)24(2,3)9-46-52(43,44)49-51(41,42)45-8-13-17(48-50(38,39)40)16(34)22(47-13)31-11-30-15-19(25)28-10-29-20(15)31/h10-13,16-18,22,32,34-35H,4-9H2,1-3H3,(H,26,33)(H,27,36)(H,41,42)(H,43,44)(H2,25,28,29)(H2,38,39,40)/t12?,13-,16-,17-,18+,22-/m1/s1	VIWKEBOLLIEAIL-FBMOWMAESA-N	839.1363377			MMDBc0049901
BASm0034674	2-Methyl-1-hydroxybutyl-ThPP	2-Methyl-1-hydroxybutyl-ThPP is an intermediate in Valine, leucine and isoleucine degradation. 2-Methyl-1-hydroxybutyl-ThPP is the second to last step for the synthesis of (S)-2-Methylbutanoyl-CoA. 2-Methyl-1-hydroxybutyl-ThPP is converted from (S)-3-Methyl-2-oxopentanoic acid via the enzyme 2-oxoisovalerate dehydrogenase E1 component, alpha subunit(EC 1.2.4.4). It is then converted to S-(2-Methylbutanoyl)-dihydrolipoamide-E via the same enzyme.		Solid	CC[C@H](C)C(O)C1=[N+](CC2=CN=C(C)N=C2N)C(C)=C(CCOP(O)(=O)OP(O)(O)=O)S1	C17H29N4O8P2S	InChI=1S/C17H28N4O8P2S/c1-5-10(2)15(22)17-21(9-13-8-19-12(4)20-16(13)18)11(3)14(32-17)6-7-28-31(26,27)29-30(23,24)25/h8,10,15,22H,5-7,9H2,1-4H3,(H4-,18,19,20,23,24,25,26,27)/p+1/t10-,15?/m0/s1	CUBSXOWPMAOFDG-MYHCZTBNSA-O	511.1181326			MMDBc0049903
BASm0034675	Cobalt-precorrin 3	Cobalt-precorrin 3 is a cobalt-containing tetrapyrrole compound that belongs to the chemical class of precorrins. There is limited literature available on this metabolite, indicating a need for further research to better understand its biological significance and potential applications.		Expected Solid	C\C1=C2\N=C(\C=C3/N4[Co]N5C(CC6=C(CCC(O)=O)C(CC(O)=O)C(\C=C4\[C@@H](CCC(O)=O)[C@]3(C)CC(O)=O)=N6)=C(CCC(O)=O)C(CC(O)=O)=C15)[C@@H](CCC(O)=O)[C@]2(C)CC(O)=O	C43H48CoN4O16	InChI=1S/C43H49N4O16.Co/c1-19-40-23(13-37(58)59)21(5-9-33(50)51)27(46-40)14-26-20(4-8-32(48)49)22(12-36(56)57)28(44-26)15-29-24(6-10-34(52)53)42(2,17-38(60)61)31(45-29)16-30-25(7-11-35(54)55)43(3,18-39(62)63)41(19)47-30;/h15-16,22,24-25H,4-14,17-18H2,1-3H3,(H9,44,45,47,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62,63);/q-1;+2/p-1/b41-19-;/t22?,24-,25-,42+,43+;/m1./s1	FKTVLCPLZMVWHD-LPFAUARPSA-M	935.239725			MMDBc0049906
BASm0034676	Reduced FMN	FMNH2 is the reduced form of flavin mononucleotide. It is a substrate of the enzyme FMN reductase (EC 1.5.1.29), an enzyme that catalyzes the chemical reaction FMNH2 + NAD(P)+ <=> FMN + NAD(P)H + H+. Flavin mononucleotide (FMN), or riboflavin-5&prime;-phosphate, is a biomolecule produced from riboflavin (vitamin B2) by the enzyme riboflavin kinase and functions as prosthetic group of various oxidoreductases including NADH dehydrogenase. During a catalytic cycle, the reversible interconversion of oxidized (FMN), semiquinone (FMNH&bull;) and reduced (FMNH2) forms occurs in the various oxidoreductases. FMN is a stronger oxidizing agent than NAD and is particularly useful because it can take part in both one- and two-electron transfers.		Solid	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)C1=C(N2)C(=O)NC(=O)N1	C17H23N4O9P	InChI=1S/C17H23N4O9P/c1-7-3-9-10(4-8(7)2)21(15-13(18-9)16(25)20-17(26)19-15)5-11(22)14(24)12(23)6-30-31(27,28)29/h3-4,11-12,14,18,22-24H,5-6H2,1-2H3,(H2,27,28,29)(H2,19,20,25,26)/t11-,12+,14-/m0/s1	YTNIXZGTHTVJBW-SCRDCRAPSA-N	458.1202649			MMDBc0049909
BASm0034677	Cobalt-precorrin 5	Cobalt-precorrin 5 is a cobalt-containing tetrapyrrole compound that belongs to the chemical class of precorrins. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	CC1OC(=O)C[C@@]2(C)[C@H](CCC(O)=O)C3=[N]4C12C1=[N]2C(=CC5=[N]6[C@@](C)(CC7=C(CCC(O)=O)[C@](C)(CC(O)=O)C(=C3)N7[Co]426)C(CC(O)=O)=C5CCC(O)=O)[C@](C)(CCC(O)=O)C1CC(O)=O	C45H53CoN4O16	InChI=1S/C45H53N4O16.Co/c1-21-45-40-26(15-37(60)61)41(2,13-12-35(56)57)30(47-40)16-27-22(6-9-32(50)51)25(14-36(58)59)44(5,48-27)18-29-23(7-10-33(52)53)42(3,19-38(62)63)31(46-29)17-28(49-45)24(8-11-34(54)55)43(45,4)20-39(64)65-21;/h16-17,21,24,26H,6-15,18-20H2,1-5H3,(H,50,51)(H,52,53)(H,54,55)(H,56,57)(H,58,59)(H,60,61)(H,62,63);/q-1;+1/b31-17-;/t21?,24-,26?,41-,42+,43+,44+,45?;/m1./s1	ULBIUEAGWKTTNQ-YWFSXCFGSA-N	964.278851			MMDBc0049912
BASm0034678	Cobalt-precorrin 4	Cobalt-precorrin 4 is a cobalt-containing tetrapyrrole compound that belongs to the chemical class of precorrins, which are intermediates in the biosynthesis of cobalamin (vitamin B12). Its chemical structure features a central cobalt ion coordinated by a macrocyclic ligand composed of four pyrrole-like rings, contributing to its unique properties and reactivity. Cobalt-precorrin 4 plays a critical role in the anaerobic biosynthetic pathway of cobalamin, where it is synthesized through a series of enzymatic reactions involving specific enzymes. Notably, the addition of CbiF to the enzymes responsible for synthesizing cobalt-precorrin 4 leads to the production of cobalt-precorrin 5A, while the inclusion of CbiG with CbiF results in the formation of cobalt-precorrin 5B. This illustrates the sequential nature of the biosynthetic pathway and the functional roles of these enzymes in the transformation of precorrin intermediates (PMID:16866557). Understanding the structure and synthesis of cobalt-precorrin 4 is essential for elucidating the complex pathways involved in cobalamin biosynthesis and its regulation.		Expected Solid	CC1OC(=O)C[C@@]2(C)[C@H](CCC(O)=O)C3=CC4=[N+]5C(=CC6=C(CC(O)=O)C(CCC(O)=O)=C7CC8=[N+]9C(=C(CC(O)=O)[C@@]8(C)CCC(O)=O)C12N3[Co--]59N67)[C@@H](CCC(O)=O)[C@]4(C)CC(O)=O	C44H50CoN4O16	InChI=1S/C44H51N4O16.Co/c1-20-44-40-25(14-37(59)60)41(2,12-11-35(55)56)30(47-40)16-27-21(5-8-32(49)50)22(13-36(57)58)26(45-27)15-28-23(6-9-33(51)52)42(3,18-38(61)62)31(46-28)17-29(48-44)24(7-10-34(53)54)43(44,4)19-39(63)64-20;/h15,17,20,23-24H,5-14,16,18-19H2,1-4H3,(H8,46,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62);/q-1;+2/p-1/b28-15+;/t20?,23-,24-,41-,42+,43+,44?;/m1./s1	VHHGJROBFDFFAE-NGGBHHPVSA-M	949.255376			MMDBc0049913
BASm0034679	Benzamide	Benzamide is an intermediate in the Benzoate degradation via CoA ligation. Benzamides are a class of chemical compounds derived from Benzamid, the carbonic acid amide of benzoic acid. In psychiatry some substituted benzamides are therapeutically used as neuroleptics and/or antipsychotics (wikipedia).		Expected Solid	NC(=O)C1=CC=CC=C1	C7H7NO	InChI=1S/C7H7NO/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H2,8,9)	KXDAEFPNCMNJSK-UHFFFAOYSA-N	121.0527639			MMDBc0049928
BASm0034680	Glycyl-L-tyrosine	Glycyltyrosine is a dipeptide composed of glycine and tyrosine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.		Expected Solid	NCC(=O)N[C@@H](CC1=CC=C(O)C=C1)C(O)=O	C11H14N2O4	InChI=1S/C11H14N2O4/c12-6-10(15)13-9(11(16)17)5-7-1-3-8(14)4-2-7/h1-4,9,14H,5-6,12H2,(H,13,15)(H,16,17)/t9-/m0/s1	XBGGUPMXALFZOT-VIFPVBQESA-N	238.0953569			MMDBc0049936
BASm0034681	1,5-Diaminopentane	1,5-Diaminopentane, also known as cadaverine, is a foul-smelling diamine formed by bacterial decarboxylation of lysine that occurs during protein hydrolysis during putrefaction of animal tissue. However, this diamine is not purely associated with putrefaction. 1,5-Diaminopentane is a toxic diamine with the formula NH2(CH2)5NH2, which is similar to putrescine's NH2(CH2)4NH2. 1,5-Diaminopentane is also known by the names 1,5-pentanediamine and pentamethylenediamine. It is also produced in small quantities by mammals. In particular, it is partially responsible for the distinctive smell of urine and semen. Elevated levels of 1,5-diaminopentane have been found in the urine of some patients with defects in lysine metabolism. 1,5-Diaminopentane is toxic in large doses. In rats it had a low acute oral toxicity of more than 2000 mg/kg body weight. 1,5-Diaminopentane can be found in Corynebacterium (PMID:27872963 ).	462-94-2	Expected Solid	NCCCCCN	C5H14N2	InChI=1S/C5H14N2/c6-4-2-1-3-5-7/h1-7H2	VHRGRCVQAFMJIZ-UHFFFAOYSA-N	102.1156985			MMDBc0049943
BASm0034682	P1,P4-Bis(5'-uridyl) tetraphosphate	P1,P4-Bis(5'-uridyl) tetraphosphate is involved in pyrimidine metabolism. It is a precurser for UTP. UTP is produced from P1,P4-Bis(5'-uridyl) tetraphosphate by the action of bis(5'-nucleosidyl)-tetraphosphatase [EC:3.6.1.17].		Solid	O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(=O)NC1=O)N1C=CC(=O)NC1=O	C18H26N4O23P4	InChI=1S/C18H26N4O23P4/c23-9-1-3-21(17(29)19-9)15-13(27)11(25)7(41-15)5-39-46(31,32)43-48(35,36)45-49(37,38)44-47(33,34)40-6-8-12(26)14(28)16(42-8)22-4-2-10(24)20-18(22)30/h1-4,7-8,11-16,25-28H,5-6H2,(H,31,32)(H,33,34)(H,35,36)(H,37,38)(H,19,23,29)(H,20,24,30)/t7-,8-,11-,12-,13-,14-,15-,16-/m1/s1	NMLMACJWHPHKGR-NCOIDOBVSA-N	789.9938292			MMDBc0049952
BASm0034683	5-Carboxymethyl-2-hydroxymuconate	5-Carboxymethyl-2-hydroxymuconate is a member of the chemical class of muconic acid derivatives. Its chemical structure features a carboxymethyl group and a hydroxyl group at the 2-position of the muconate backbone, contributing to its reactivity and involvement in various biochemical pathways. This metabolite is generated through the enzymatic action of PaDHPAO, which catalyzes the 2,3-extradiol ring-cleavage of dihydroxyphenylpropionic acid (DHPA) to yield 5-carboxymethyl-2-hydroxymuconate semialdehyde (CHMS) (PMID:28158217). Additionally, 5-carboxymethyl-2-hydroxymuconate isomerase plays a critical role in its metabolic conversion, sharing structural similarities with other isomerases such as macrophage migration inhibitory factor (MIF) and 4-oxalocrotonate tautomerase (PMID:12382291). The binding interactions of this compound with enzymes have been explored through molecular docking simulations, revealing insights into its catalytic efficiency and potential binding sites for ATP and 2-oxoglutarate (PMID:12084071). Furthermore, the three-dimensional structure of 5-carboxymethyl-2-hydroxymuconate isomerase is notably similar to that of MIF, despite low sequence identity (PMID:10504254).		Expected Solid	OC(=O)C\C(=C\C=C(\O)C(O)=O)C(O)=O	C8H8O7	InChI=1S/C8H8O7/c9-5(8(14)15)2-1-4(7(12)13)3-6(10)11/h1-2,9H,3H2,(H,10,11)(H,12,13)(H,14,15)/b4-1-,5-2+	HJIBROWPWNLWHX-AGRHYVPTSA-N	216.0270026			MMDBc0049959
BASm0034684	2-Oxohept-3-ene-1,7-dioate	2-Oxohept-3-ene-1,7-dioate is a dicarboxylic acid derivative. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.		Expected Solid	OC(=O)CC\C=C/C(=O)C(O)=O	C7H8O5	InChI=1S/C7H8O5/c8-5(7(11)12)3-1-2-4-6(9)10/h1,3H,2,4H2,(H,9,10)(H,11,12)/b3-1-	HYVSZVZMTYIHKF-IWQZZHSRSA-N	172.0371734			MMDBc0049966
BASm0034685	Mucolactone	Mucolactone is a lactone, a chemical class characterized by a cyclic ester formed from the reaction of an alcohol and a carboxylic acid. There is limited literature available on this metabolite, indicating a need for further research to better understand its properties and potential biological significance.		Expected Solid	OC(=O)CC1OC(=O)C=C1	C6H6O4	InChI=1S/C6H6O4/c7-5(8)3-4-1-2-6(9)10-4/h1-2,4H,3H2,(H,7,8)	HPEKPJGPWNSAAV-UHFFFAOYSA-N	142.0266087			MMDBc0049968
BASm0034686	2,4-Dihydroxyhept-2-enedioate	2,4-Dihydroxyhept-2-enedioate is a dicarboxylic acid derivative and belongs to the class of hydroxy acids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid	OC(CCC([O-])=O)C=C(O)C([O-])=O	C7H8O6	InChI=1S/C7H10O6/c8-4(1-2-6(10)11)3-5(9)7(12)13/h3-4,8-9H,1-2H2,(H,10,11)(H,12,13)/p-2	APNIDHDQYISZAE-UHFFFAOYSA-L	188.0331851			MMDBc0049975
BASm0034687	Levanbiose	Levanbiose is a fructooligosaccharide belonging to the chemical class of oligosaccharides. Its chemical structure consists of a linear chain of fructose units linked by β(2→6) glycosidic bonds, with a terminal glucose unit, which distinguishes it from other fructans. In biochemical pathways, levanbiose is produced through the action of fructanases, particularly in certain bacterial strains, and is involved in the metabolism of carbohydrates. It has been shown to accumulate differentially in various cultivars, indicating its role in plant metabolism (PMID:38001769). Additionally, levanbiose is implicated in the modulation of sperm motility, as it has been found to be negatively correlated with total progressive motile sperm count (TPMSC) in bulls, suggesting its potential impact on reproductive biology (PMID:39887007). The structure of levanbiose has been studied in complex with levansucrase, revealing insights into its binding interactions and enzymatic processes (PMID:31877648). Overall, levanbiose serves as a significant metabolite in both microbial and reproductive contexts, reflecting its diverse roles in biological systems.		Expected Solid	[H][C@@]1(O)[C@@]([H])(CO[C@]2(CO)O[C@]([H])(CO)[C@@]([H])(O)[C@]2([H])O)O[C@](O)(CO)[C@@]1([H])O	C12H22O11	InChI=1S/C12H22O11/c13-1-5-7(16)10(19)12(4-15,23-5)21-2-6-8(17)9(18)11(20,3-14)22-6/h5-10,13-20H,1-4H2/t5-,6-,7-,8-,9+,10+,11-,12-/m1/s1	FEXBYMWJVRXRSN-TWOHWVPZSA-N	342.1162115			MMDBc0049979
BASm0034688	2-deoxy-5-keto-D-gluconic acid	2-deoxy-5-keto-D-gluconic acid is a carbohydrate metabolite belonging to the class of keto sugars. This compound plays a crucial role in various biochemical pathways, particularly in the metabolism of carbohydrates. It is generated through the isomerization of 5-deoxy-D-glucuronic acid by the enzyme IolB (PMID:18310071). Subsequently, 2-deoxy-5-keto-D-gluconic acid is phosphorylated by IolC kinase to form 2-deoxy-5-keto-D-gluconic acid 6-phosphate, which serves as an important intermediate in metabolic processes (PMID:18310071). This phosphorylated form acts as an inducer by antagonizing the DNA binding of IolR (PMID:18310071). Additionally, the compound is involved in the conversion to glycolytic intermediates, highlighting its significance in energy metabolism (PMID:4328832). The final step in its metabolic pathway involves the cleavage of 2-deoxy-5-keto-D-gluconic acid 6-phosphate by the aldolase IolJ, yielding dihydroxyacetone phosphate and malonic semialdehyde (PMID:18310071). Overall, 2-deoxy-5-keto-D-gluconic acid is a pivotal intermediate in carbohydrate metabolism, facilitating the transition between different metabolic states.		Expected Solid	OCC(=O)[C@@H](O)[C@H](O)CC(O)=O	C6H10O6	InChI=1S/C6H10O6/c7-2-4(9)6(12)3(8)1-5(10)11/h3,6-8,12H,1-2H2,(H,10,11)/t3-,6+/m1/s1	UCYNJPYWOSFBAT-CVYQJGLWSA-N	178.047738			MMDBc0049982
BASm0034689	(2E)-oct-2-enedioic acid	2-Octenedioic acid is an unsaturated dicarboxylic acid found in the urine of persons with abnormal fatty acid metabolism, such as patients with Dicarboxylic aciduria (PMID 2094705, 2614263).		Expected Solid	OC(=O)CCCC\C=C\C(O)=O	C8H12O4	InChI=1S/C8H12O4/c9-7(10)5-3-1-2-4-6-8(11)12/h3,5H,1-2,4,6H2,(H,9,10)(H,11,12)/b5-3+	BNTPVRGYUHJFHN-HWKANZROSA-N	172.0735589			MMDBc0050229
BASm0034690	(2Z)-non-2-enoic acid	(E)-2-Nonenoic acid is found in herbs and spices. (E)-2-Nonenoic acid is isolated from Scotch spearmint oil (Mentha gracilis). (E)-2-Nonenoic acid is a flavouring ingredien			CCCCCC\C=C/C(O)=O	C9H16O2	InChI=1S/C9H16O2/c1-2-3-4-5-6-7-8-9(10)11/h7-8H,2-6H2,1H3,(H,10,11)/b8-7-	ADLXTJMPCFOTOO-FPLPWBNLSA-N	156.1150298			MMDBc0050297
BASm0034691	(3Z,6Z)-3,6-Nonadienal	(3Z,6Z)-3,6-Nonadienal is found in green vegetables. (3Z,6Z)-3,6-Nonadienal is a constituent of cucumber flavour		Expected Solid	CC\C=C/C\C=C/CC=O	C9H14O	InChI=1S/C9H14O/c1-2-3-4-5-6-7-8-9-10/h3-4,6-7,9H,2,5,8H2,1H3/b4-3-,7-6-	FIDBXHOCOXRPRO-CWWKMNTPSA-N	138.1044651			MMDBc0050355
BASm0034692	(9Z)-12-hydroxyoctadec-9-enoic acid	Ricinoleic acid is found in corn. Ricinoleic acid occurs in castor oil and other oils e.g. grape and ergot (Claviceps purpurea) Ricinoleic acid (12-hydroxy-9-cis-octadecenoic acid) is an unsaturated omega-9 fatty acid that naturally occurs in mature Castor plant (Ricinus communis L., Euphorbiaceae) seeds or in sclerotium of ergot (Claviceps purpurea Tul., Clavicipitaceae). About 90% of the fatty acid content in castor oil is the triglyceride formed from ricinoleic acid. Ricinoleic acid is manufactured for industries by saponification or fractional distillation of hydrolyzed castor oil. The zinc salt is used in personal care products, such as deodorants		Liquid		C18H34O3		WBHHMMIMDMUBKC-XFXZXTDPNA-N	298.250795			MMDBc0050825
BASm0034693	(Z)-3-Hexenal	(Z)-3-Hexenal is found in fruits. (Z)-3-Hexenal is a flavouring ingredient. (Z)-3-Hexenal is present in apple, cucumber, grape, banana, raspberry, strawberry, black tea and tomat		Expected Solid	CC\C=C/CC=O	C6H10O	InChI=1S/C6H10O/c1-2-3-4-5-6-7/h3-4,6H,2,5H2,1H3/b4-3-	GXANMBISFKBPEX-ARJAWSKDSA-N	98.07316494			MMDBc0050857
BASm0034694	(Z)-indol-3-ylacetaldoxime	(Z)-indol-3-ylacetaldoxime is a member of the oxime chemical class. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and biological significance.		Expected Solid	[H]\C(CC1=CNC2=CC=CC=C12)=N\O	C10H10N2O	InChI=1S/C10H10N2O/c13-12-6-5-8-7-11-10-4-2-1-3-9(8)10/h1-4,6-7,11,13H,5H2/b12-6-	ZLIGRGHTISHYNH-SDQBBNPISA-N	174.079313			MMDBc0050858
BASm0034695	1-Naphthoic acid	1-Naphthoic acid is a carboxylic acid and a metabolite described in biomedical literature. Its chemical structure consists of a naphthalene ring with a carboxylic acid functional group at the 1-position, which contributes to its reactivity and interactions in various chemical pathways. This compound can be generated from 1-methylnaphthalene, highlighting its role in metabolic processes (PMID:40578825). Additionally, it is involved in biochemical pathways where it is activated by ligase PaaK to form 1-naphthoyl CoA, an important intermediate in the degradation of aromatic compounds (PMID:40578825). Furthermore, 1-naphthoic acid derivatives, such as 8-nitro-1-naphthoic acid, exhibit unique properties due to steric strain, which can disrupt the aromaticity of the naphthalene core under mild conditions (PMID:40177727). The compound also participates in synthetic reactions, such as the coupling with amines to form naphthamides (PMID:39976536; PMID:39680935). Its presence in microbial metabolism has been noted, where it is associated with various microorganisms and metabolites in sheep (PMID:39...). Overall, 1-naphthoic acid serves as a significant chemical entity in both synthetic and metabolic contexts.		Expected Solid	OC(=O)C1=C2C=CC=CC2=CC=C1	C11H8O2	InChI=1S/C11H8O2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7H,(H,12,13)	LNETULKMXZVUST-UHFFFAOYSA-N	172.0524295			MMDBc0050871
BASm0034696	2'-O-Acetyl adenosine-5-diphosphoribose	2'-O-Acetyl adenosine-5-diphosphoribose is a nucleotide derivative belonging to the class of ribonucleotides. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and functions.		Expected Solid	CC(=O)O[C@H]1C(O)O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@H]1O	C17H25N5O15P2	InChI=1S/C17H25N5O15P2/c1-6(23)34-13-11(25)8(36-17(13)27)3-33-39(30,31)37-38(28,29)32-2-7-10(24)12(26)16(35-7)22-5-21-9-14(18)19-4-20-15(9)22/h4-5,7-8,10-13,16-17,24-27H,2-3H2,1H3,(H,28,29)(H,30,31)(H2,18,19,20)/t7-,8-,10-,11-,12-,13-,16-,17?/m1/s1	BFNOPXRXIQJDHO-YDKGJHSESA-N	601.0822391			MMDBc0051474
BASm0034697	5-Dehydroavenasterol	5-Dehydroavenasterol belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. Thus, 5-dehydroavenasterol is considered to be a sterol lipid molecule. 5-Dehydroavenasterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 5-Dehydroavenasterol is an intermediate in the biosynthesis of steroids. It is the third to last step in the synthesis of stigmasterol and is converted from delta 7-avenasterol via the enzyme lathosterol oxidase (EC 1.14.21.6). It is then converted into Isofucosterol via the enzyme 7-dehydrocholesterol reductase (EC 1.3.1.21).		Solid	C\C=C(/C(C)C)CC[C@@H](C)C1CCC2C3=CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C	C29H46O	InChI=1S/C29H46O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,10-11,19-20,23,25-27,30H,8-9,12-18H2,1-6H3/b21-7-/t20-,23+,25?,26?,27?,28+,29-/m1/s1	XPRWWANUPMYKMF-UUHDPGOWSA-N	410.3548661			MMDBc0052114
BASm0034698	5-O-Caffeoylshikimic acid	Dattelic acid is found in blackcurrant. Dattelic acid is isolated from Pteridium aquilinum (bracken fern) and from unripe dates (tentative ident.).		Solid	O[C@@H]1C=C(C[C@@H](OC(=O)\C=C\C2=CC(O)=C(O)C=C2)[C@@H]1O)C(O)=O	C16H16O8	InChI=1S/C16H16O8/c17-10-3-1-8(5-11(10)18)2-4-14(20)24-13-7-9(16(22)23)6-12(19)15(13)21/h1-6,12-13,15,17-19,21H,7H2,(H,22,23)/b4-2+/t12-,13-,15-/m1/s1	QMPHZIPNNJOWQI-GDDAOPKQSA-N	336.0845175			MMDBc0052278
BASm0034699	9-hydroxydecanoic acid	9-Hydroxydecanoic acid is found in mushrooms. 9-Hydroxydecanoic acid is present in Agaricus campestris (field mushroom).		Expected Solid	CC(O)CCCCCCCC(O)=O	C10H20O3	InChI=1S/C10H20O3/c1-9(11)7-5-3-2-4-6-8-10(12)13/h9,11H,2-8H2,1H3,(H,12,13)	UOQXHXSPGSKEGI-UHFFFAOYSA-N	188.1412445			MMDBc0052757
BASm0034700	Apiforol	Apiforol is a flavonoid, specifically a flavan-4-ol, that has garnered attention for its potential antidiabetic properties. Its chemical structure is characterized by the absence of a hydroxyl group at the 3'-position of the flavylium B-ring, distinguishing it from its structural analog luteoforol. Apiforol has been isolated from various plant extracts and exhibits significant biological activities, including α-glucosidase inhibition with an IC50 of 48.25 ± 0.255 µmol L-1 and antiglycation properties (IC50 = 114.23 ± 0.567 µmol L-1), which enhance glucose uptake in L6 myoblasts (PMID:30393852). Molecular docking studies reveal that apiforol binds effectively to the active sites of the α-glucosidase enzyme 3A4A (PMID:30393852). Additionally, apiforol is involved in the biosynthesis of condensed phlobaphenes in maize, where it and luteoforol serve as precursors, with genetic variations influencing their accumulation (PMID:23113982). Furthermore, apiforol is hypothesized to act as a biosynthetic precursor of apigeninidin, rather than a direct defense compound against fungi (PMID:24258604). Overall, apiforol's unique structure and biochemical pathways underline its potential significance in both plant metabolism and therapeutic applications.		Expected Solid	OC1C[C@H](OC2=C1C(O)=CC(O)=C2)C1=CC=C(O)C=C1	C15H14O5	InChI=1S/C15H14O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,12-13,16-19H,7H2/t12?,13-/m0/s1	RPKUCYSGAXIESU-ABLWVSNPSA-N	274.0841236			MMDBc0052879
BASm0034701	Avenasterol	Isofucosterol, also known as delta5-avenasterol, is a phytosterol. Phytosterols, or plant sterols, are compounds that occur naturally and bear a close structural resemblance to cholesterol but have different side-chain configurations. Phytosterols are relevant in pharmaceuticals (production of therapeutic steroids), nutrition (anti-cholesterol additives in functional foods, anti-cancer properties), and cosmetics (creams, lipstick). Phytosterols can be obtained from vegetable oils or from industrial wastes, which gives an added value to the latter. Considerable efforts have been recently dedicated to the development of efficient processes for phytosterol isolation from natural sources. The present work aims to summarize information on the applications of phytosterols and to review recent approaches, mainly from the industry, for the large-scale recovery of phytosterols (PMID: 17123816, 16481154). Isofucosterol is found to be associated with phytosterolemia, which is an inborn error of metabolism.		Expected Solid	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CC\C(=C\C)C(C)C	C29H48O	InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,10,19-20,23-27,30H,8-9,11-18H2,1-6H3/b21-7-/t20-,23+,24+,25-,26+,27+,28+,29-/m1/s1	OSELKOCHBMDKEJ-WGMIZEQOSA-N	412.3705162			MMDBc0052885
BASm0034702	Cis-zeatin-7-N-glucoside	cis-Zeatin-7-N-glucoside is an intermediate in cytokinins 7-N-glucoside biosynthesis. It is generated from cis-zeatin via the enzyme UDP glycosyltransferase. Several types of cytokinins conjugation exist which render cytokinins inactive: O-xylosylation, O-glucosylation, and N-glucosylation. When plants are subjected to high levels of cytokinin application, the major conjugate that forms is the 7-N-glucoside. Moreover, unlike O-glucosides, the glucosylation of which is reversible through the action of glucosidases, 7-N- and 9-N-glucosides are resistant to glucosidases. This, taken with N-glucosides accumulation in plants subjected to high doses of cytokinins, has led to the suggestion that N-glucosylation is involved in detoxification.		Solid	C\C(CO)=C/CNC1=C2N(C=NC2=NC=N1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	C16H23N5O6	InChI=1S/C16H23N5O6/c1-8(4-22)2-3-17-14-10-15(19-6-18-14)20-7-21(10)16-13(26)12(25)11(24)9(5-23)27-16/h2,6-7,9,11-13,16,22-26H,3-5H2,1H3,(H,17,18,19)/b8-2+/t9-,11-,12+,13-,16-/m1/s1	HTDHRCLVWUEXIS-HNVSNYHQSA-N	381.1648335			MMDBc0052954
BASm0034703	Cis-zeatin-9-N-glucoside	cis-Zeatin-9-N-glucoside is an intermediate in cytokinins 9-N-glucoside biosynthesis. It is generated from cis-zeatin via the enzyme UDP glycosyltransferase. Glucosylation of cytokinins is a well-recognized modification that is thought to play an important role in hormonal homeostasis. Several types of cytokinins conjugation exist which render cytokinins inactive: O-xylosylation, O-glucosylation, and N-glucosylation.		Expected Solid	C\C(CO)=C\CNC1=NC=NC2=C1N=CN2[C@@H]1O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]1O	C16H23N5O6	InChI=1S/C16H23N5O6/c1-8(4-22)2-3-17-14-10-15(19-6-18-14)21(7-20-10)16-13(26)12(25)11(24)9(5-23)27-16/h2,6-7,9,11-13,16,22-26H,3-5H2,1H3,(H,17,18,19)/b8-2-/t9-,11-,12+,13-,16+/m0/s1	VYRAJOITMBSQSE-UMNZXQRGSA-N	381.1648335			MMDBc0052955
BASm0034704	coenzyme B12	Coenzyme B12 is a cobalt-containing organometallic compound classified as a coenzyme and is part of the vitamin B12 family. Its chemical structure features a corrin ring with a central cobalt ion, which can exist in different oxidation states, allowing it to participate in various enzymatic reactions. Coenzyme B12 plays a crucial role in several biochemical pathways, particularly in the metabolism of certain amino acids and fatty acids. One notable pathway involves its function as a cofactor for mutases, where it facilitates the rearrangement of carbon skeletons. For instance, the Lcm module relies on the new-to-nature activity of a coenzyme B12-dependent mutase for the conversion of 3-hydroxypropionyl-CoA into lactyl-CoA, showcasing its importance in metabolic processes (PMID:39592584). Through these enzymatic actions, coenzyme B12 is integral to the synthesis and transformation of various biomolecules, highlighting its significance in both chemistry and biology.		Expected Solid	[Co+3].[H]C1([CH2-])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])O.[H]C(C)(CN=C(O)CC[C@@]1(C)C2=NC([H])([C@]1([H])CC(O)=N)[C@]1(C)NC(=C(C)C3=NC(=CC4=NC(=C2C)[C@@]([H])(CCC([O-])=N)C4(C)C)[C@@]([H])(CCC([O-])=N)[C@]3(C)CC(O)=N)[C@@]([H])(CCC([O-])=N)[C@]1(C)CC(O)=N)OP(O)(=O)OC1([H])[C@@]([H])(CO)O[C@]([H])([N+]2=CNC3=C2C=C(C)C(C)=C3)C1([H])O	C72H100CoN18O17P	InChI=1S/C62H90N13O14P.C10H12N5O3.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);2-4,6-7,10,16-17H,1H2,(H2,11,12,13);/q;-1;+3/p-2/t31?,34-,35-,36-,37+,41-,52?,53?,56?,57+,59-,60+,61+,62+;4?,6-,7-,10-;/m10./s1	OAJLVMGLJZXSGX-VCABRDNDSA-L	1578.65834			MMDBc0052969
BASm0034705	Cyanidin 3-sambubioside	Cyanidin 3-sambubioside is found in black chokeberry. Cyanidin 3-sambubioside is isolated from Rubus species, Sambucus species and other plant species.				C26H29O15		ZPPQIOUITZSYAO-UHFFFAOYNA-O	581.1500967			MMDBc0052975
BASm0034706	Cyanidin 3-sambubioside 5-glucoside	Cyanidin 3-sambubioside 5-glucoside is found in black chokeberry. Cyanidin 3-sambubioside 5-glucoside is isolated from Sambucus species fruits and other plant species [CCD].			OCC1OC(OC2=CC(O)=CC3=[O+]C(=C(OC4OC(CO)C(O)C(O)C4OC4OCC(O)C(O)C4O)C=C23)C2=CC(O)=C(O)C=C2)C(O)C(O)C1O	C32H39O20	InChI=1S/C32H38O20/c33-7-19-22(40)24(42)27(45)31(50-19)48-17-5-11(35)4-16-12(17)6-18(28(47-16)10-1-2-13(36)14(37)3-10)49-32-29(25(43)23(41)20(8-34)51-32)52-30-26(44)21(39)15(38)9-46-30/h1-6,15,19-27,29-34,38-45H,7-9H2,(H2-,35,36,37)/p+1	OLBLWNPOURNBCY-UHFFFAOYSA-O	743.2034687			MMDBc0052976
BASm0034707	Delphinidin 3-sambubioside	Delphinidin 3-sambubioside is found in black chokeberry. Delphinidin 3-sambubioside is isolated from Hibiscus sabdariffa (roselle).			OCC1OC(OC2=C([O+]=C3C=C(O)C=C(O)C3=C2)C2=CC(O)=C(O)C(O)=C2)C(OC2OCC(O)C(O)C2O)C(O)C1O	C26H29O16	InChI=1S/C26H28O16/c27-6-17-20(35)21(36)24(42-25-22(37)19(34)14(32)7-38-25)26(41-17)40-16-5-10-11(29)3-9(28)4-15(10)39-23(16)8-1-12(30)18(33)13(31)2-8/h1-5,14,17,19-22,24-27,32,34-37H,6-7H2,(H4-,28,29,30,31,33)/p+1	TWYYVOVDSNRIJM-UHFFFAOYSA-O	597.1455599			MMDBc0053055
BASm0034708	Dihydrophaseic acid	Dihydrophaseic acid (DPA), also known as 4'-dihydrophaseic acid, belongs to the class of organic compounds known as abscisic acid and derivatives. These are terpene compounds containing the abscisic acid moiety, which is characterized by a 3-methylpenta-2,4-dienoic acid attached to the C1 carbon of a 4-oxocyclohex-2-ene moiety. Dihydrophaseic acid is found in coconut. Dihydrophaseic acid is isolated from French beans.		Expected Solid	[H]\C(=C(\[H])C1(O)C2(C)COC1(C)CC(O)C2)\C(\C)=C(\[H])C(O)=O	C15H22O5	InChI=1S/C15H22O5/c1-10(6-12(17)18)4-5-15(19)13(2)7-11(16)8-14(15,3)20-9-13/h4-6,11,16,19H,7-9H2,1-3H3,(H,17,18)/b5-4+,10-6-	XIVFQYWMMJWUCD-IGTFLHFFSA-N	282.1467238			MMDBc0053089
BASm0034709	Dimethyl selenide	Dimethyl selenide is found in onion-family vegetables. Dimethyl selenide is a constituent of Allium species.		Expected Solid	C[Se]C	C2H6Se	InChI=1S/C2H6Se/c1-3-2/h1-2H3	RVIXKDRPFPUUOO-UHFFFAOYSA-N	109.963472			MMDBc0053093
BASm0034710	ent-16-Kauren-19-al	ent-16-Kauren-19-al is found in fruits. ent-16-Kauren-19-al is a constituent of the root of Annona squamosa (sugar apple).		Solid		C20H30O		JCAVDWHQNFTFBW-UHFFFAOYNA-N	286.2296656			MMDBc0053218
BASm0034711	ent-16-Kauren-19-ol	Candol B, also known as 4beta-kaur-16-en-19-ol, belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by the cyclization of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D. Candol B is an extremely weak basic (essentially neutral) compound (based on its pKa). Candol B is found in cereals and cereal products. Candol B is a constituent of barley.		Solid		C20H32O		TUJQVRFWMWRMIO-UHFFFAOYNA-N	288.2453157			MMDBc0053219
BASm0034712	ent-kaurenoate	ent-kaurenoate is a diterpenoid, belonging to the chemical class of kaurenoids, which are characterized by a specific tetracyclic structure derived from the labdane skeleton. This compound features a unique arrangement of carbon atoms and functional groups that contribute to its biological activity. ent-kaurenoate is involved in various biochemical pathways, including those related to plant growth and development, as it serves as a precursor in the biosynthesis of gibberellins, a class of plant hormones that regulate numerous physiological processes. Additionally, ent-kaurenoate has been studied for its bioactive properties, with research indicating that it exhibits significant inhibitory effects, as evidenced by its half-maximal inhibitory concentration (IC50) of 10.4 μM, positioning it among other bioactive compounds with similar or lower IC50 values (PMID:15490327). Moreover, its role in the context of bioactive compound interactions has been highlighted, with specific derivatives showing promising inhibitory concentrations below 10 μM (PMID:34063939). This underscores the potential of ent-kaurenoate in pharmacological applications and its relevance in the study of natural product chemistry.		Expected Solid	[H][C@@]12CC[C@@H]3C[C@]1(CC3=C)CC[C@]1([H])[C@@](C)(CCC[C@@]21C)C(O)=O	C20H30O2	InChI=1S/C20H30O2/c1-13-11-20-10-7-15-18(2,16(20)6-5-14(13)12-20)8-4-9-19(15,3)17(21)22/h14-16H,1,4-12H2,2-3H3,(H,21,22)/t14-,15+,16+,18-,19-,20-/m1/s1	NIKHGUQULKYIGE-OTCXFQBHSA-N	302.2245802			MMDBc0053223
BASm0034713	Eucalyptol	Eucalyptol is an organic compound that is a colourless liquid. It is a cyclic ether and a monoterpene. Eucalyptol is a natural constituent of a number of aromatic plants and their essential oil fraction. Eucalyptol was given GRAS (Generally Recognized As Safe) status by the Flavor and Extract Manufacturer's Association FEMA, 1965 and is approved by the Food and Drug Administration for food use. 1,8-Dihydroxy-10-carboxy-p-menthane, 2-hydroxy-cineole, and 3-hydroxy-cineole are the main metabolites of eucalyptol. Toxicological data available on eucalyptol are rather limited. Following accidental exposure, death was reported in two cases after ingestion of 3.5-5 mL of essential eucalyptus oil, but a number of recoveries have also been described for much higher amounts of oil. In a 1994 report released by five top cigarette companies, eucalyptol was listed as one of the 599 additives to cigarettes. It is usually added to improve the flavour (PMID:12048025).		Expected Solid	CC12CCC(CC1)C(C)(C)O2	C10H18O	InChI=1S/C10H18O/c1-9(2)8-4-6-10(3,11-9)7-5-8/h8H,4-7H2,1-3H3	WEEGYLXZBRQIMU-UHFFFAOYSA-N	154.1357652			MMDBc0053238
BASm0034714	Ferrocytochrome	Ferricytochrome is a cytochrome containing reduced (ferrous) iron. Cytochrome c is an electron-carrying protein found in mitochondria of all aerobic organisms. It is part of the terminal oxidation chain, which completes the breakdown of foods to COZ and HzO, storing the liberated chemical energy in molecules of ATP. Like myoglobin, it is an iron porphyrin protein, made up of one heme group and one polypeptide chain. The iron atomalternates between the +2 and +3 oxidation state as the molecule interacts in turn with cytochrome reductase and cytochrome oxidase, each a large multimolecular complex (l-3). One of the goals of the present x-ray analysis is to understand how electron. transfer occurs into and out of cytochrome c, which will ultimately require a knowledge of the molecular structure in both the ferric and ferrous states.		Expected Solid	CC1=C(CCC(O)=O)C2=CC3=[N+]4C(=CC5=C(C)C(C=C)=C6C=C7C(C)=C(C)C8=[N+]7[Fe]4(N2C1=C8)N56)C(C)=C3CCC(O)=O	C33H32FeN4O4	InChI=1S/C33H34N4O4.Fe/c1-7-21-18(4)26-13-28-20(6)23(9-11-33(40)41)31(37-28)15-30-22(8-10-32(38)39)19(5)27(36-30)12-24-16(2)17(3)25(34-24)14-29(21)35-26;/h7,12-15H,1,8-11H2,2-6H3,(H4,34,35,36,37,38,39,40,41);/q;+4/p-2/b24-12-,25-14-,26-13-,27-12-,28-13-,29-14-,30-15-,31-15-;	LNEIIVOIUZFFJS-ARTQCDSXSA-L	604.176194			MMDBc0053245
BASm0034715	Feruloyl-CoA			Expected Solid	COC1=C(O)C=CC(\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)=C1	C31H44N7O19P3S	InChI=1S/C31H44N7O19P3S/c1-31(2,26(43)29(44)34-9-8-21(40)33-10-11-61-22(41)7-5-17-4-6-18(39)19(12-17)52-3)14-54-60(50,51)57-59(48,49)53-13-20-25(56-58(45,46)47)24(42)30(55-20)38-16-37-23-27(32)35-15-36-28(23)38/h4-7,12,15-16,20,24-26,30,39,42-43H,8-11,13-14H2,1-3H3,(H,33,40)(H,34,44)(H,48,49)(H,50,51)(H2,32,35,36)(H2,45,46,47)/b7-5+/t20-,24-,25-,26+,30-/m1/s1	GBXZVJQQDAJGSO-NBXNMEGSSA-N	943.1625544			MMDBc0053246
BASm0034716	Gibberellin A12 7-aldehyde	Gibberellin A12 aldehyde (GA12-aldehyde), also known as gibberellin A12 7-aldehyde, belongs to the class of organic compounds known as C20-gibberellins. These are gibberellins with carboxy groups in positions 7 and 18 and some also in 20, while others have an aldehyde group in the latter position. Thus, gibberellin A12 aldehyde is considered to be an isoprenoid lipid molecule. Gibberellin A12 aldehyde is found in pulses. It is also a constituent of Phaseolus species, Pisum sativum (peas), and other plant species.		Expected Solid	CC12CCCC(C)(C1C(C=O)C13CC(CCC21)C(=C)C3)C(O)=O	C20H28O3	InChI=1S/C20H28O3/c1-12-9-20-10-13(12)5-6-15(20)18(2)7-4-8-19(3,17(22)23)16(18)14(20)11-21/h11,13-16H,1,4-10H2,2-3H3,(H,22,23)	ZCTUNYRXJKLWPY-UHFFFAOYSA-N	316.2038448			MMDBc0053274
BASm0034717	gibberellin A13			Expected Solid	[H][C@@]12C[C@@]3(CC1=C)[C@@]([H])(CC2)[C@@]1(CC[C@]([H])(O)[C@@](C)(C([O-])=O)[C@@]1([H])[C@]3([H])C([O-])=O)C([O-])=O	C20H23O7	InChI=1S/C20H26O7/c1-9-7-19-8-10(9)3-4-11(19)20(17(26)27)6-5-12(21)18(2,16(24)25)14(20)13(19)15(22)23/h10-14,21H,1,3-8H2,2H3,(H,22,23)(H,24,25)(H,26,27)/p-3/t10-,11-,12+,13-,14-,18-,19+,20-/m1/s1	UYRCHWLYXIQJKK-HMRRIYTKSA-K	375.1460238			MMDBc0053275
BASm0034718	gibberellin A36			Expected Solid	C[C@@]1([C@H]2[C@H](C([O-])=O)[C@@]34C[C@@H](CC[C@H]3[C@@]2(CC[C@@H]1O)C=O)C(=C)C4)C([O-])=O	C20H24O6	InChI=1S/C20H26O6/c1-10-7-20-8-11(10)3-4-12(20)19(9-21)6-5-13(22)18(2,17(25)26)15(19)14(20)16(23)24/h9,11-15,22H,1,3-8H2,2H3,(H,23,24)(H,25,26)/p-2/t11-,12+,13+,14-,15-,18-,19-,20+/m1/s1	JZBLVVPDEDCVQA-SQLMURCQSA-L	360.1583857			MMDBc0053286
BASm0034719	Gibberellin A37	Gibberellin A37 (GA37) belongs to the class of organic compounds known as C19-gibberellin 6-carboxylic acids. These are C19-gibberellins with a carboxyl group at the 6-position. Gibberellin A37 is found in the common bean and is a constituent of Cucurbita maxima.		Expected Solid	CC12C3C(C(O)=O)C45CC(CCC4C3(CCC1O)COC2=O)C(=C)C5	C20H26O5	InChI=1S/C20H26O5/c1-10-7-20-8-11(10)3-4-12(20)19-6-5-13(21)18(2,17(24)25-9-19)15(19)14(20)16(22)23/h11-15,21H,1,3-9H2,2H3,(H,22,23)	QYXZQZMPZUEEML-UHFFFAOYSA-N	346.1780239			MMDBc0053287
BASm0034720	Gibberellin A38	Gibberellin A38 (GA38) belongs to the class of organic compounds known as C19-gibberellin 6-carboxylic acids. These are C19-gibberellins with a carboxyl group at the 6-position. Gibberellin A38 is found in chayote. Gibberellin A38 is isolated from immature seeds of Phaseolus vulgaris (French bean).		Expected Solid	CC12C3C(C(O)=O)C45CC(=C)C(O)(C4)CCC5C3(CCC1O)COC2=O	C20H26O6	InChI=1S/C20H26O6/c1-10-7-19-8-20(10,25)6-3-11(19)18-5-4-12(21)17(2,16(24)26-9-18)14(18)13(19)15(22)23/h11-14,21,25H,1,3-9H2,2H3,(H,22,23)	GAQSCLQIDHHPEE-UHFFFAOYSA-N	362.1729386			MMDBc0053288
BASm0034721	Glandicoline A 			Expected Solid	CC(C)(C=C)C12C=C(O)C(=O)N3\C(=C\C4=CNC=N4)C(=O)NC13NC1=C2C=CC=C1	C22H21N5O3	InChI=1S/C22H21N5O3/c1-4-20(2,3)21-10-17(28)19(30)27-16(9-13-11-23-12-24-13)18(29)26-22(21,27)25-15-8-6-5-7-14(15)21/h4-12,25,28H,1H2,2-3H3,(H,23,24)(H,26,29)/b16-9+	IQKCBJLWCVXJOG-CXUHLZMHSA-N	403.1644396			MMDBc0053296
BASm0034722	Lactulose			Expected Solid	OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O	C12H22O11	InChI=1S/C12H22O11/c13-1-4-6(16)7(17)8(18)11(21-4)22-9-5(2-14)23-12(20,3-15)10(9)19/h4-11,13-20H,1-3H2/t4-,5-,6+,7+,8-,9-,10+,11+,12-/m1/s1	JCQLYHFGKNRPGE-FCVZTGTOSA-N	342.1162115			MMDBc0053407
BASm0034723	Luteoforol	Luteoforol is found in cereals and cereal products. Luteoforol is a constituent of Zea mays (sweet corn) and Sorghum vulgare (sorghum).				C15H14O6		FSYDWKPCKNCRDI-UHFFFAOYNA-N	290.0790382			MMDBc0053428
BASm0034724	Lycopene	Lycopene (molecular formula: C40H56) is a bright red carotenoid pigment. It is a phytochemical found in tomatoes and other red fruits. Lycopene is the most common carotenoid in the human body and is one of the most potent carotenoid antioxidants. Its name is derived from the tomato's species classification, Solanum lycopersicum. Lycopene is a terpene assembled from 8 isoprene units. Lycopene is the most powerful carotenoid quencher of singlet oxygen. Singlet oxygen from ultraviolet light is a primary cause of skin aging (Wikipedia).		Expected Solid	CC(C)=CCC\C(C)=C\C=C\C(\C)=C\C=C\C(\C)=C/C=C\C=C(/C)\C=C\C=C(/C)\C=C\C=C(/C)CCC=C(C)C	C40H56	InChI=1S/C40H56/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15-22,25-32H,13-14,23-24H2,1-10H3/b12-11-,25-15+,26-16+,31-17+,32-18+,35-21-,36-22+,37-27+,38-28+,39-29+,40-30+	OAIJSZIZWZSQBC-BOJOQWLHSA-N	536.4382018			MMDBc0053429
BASm0034725	Neoglucobrassicin	Neoglucobrassicin, also known as MIMG, belongs to the class of organic compounds known as alkylglucosinolates. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain. Outside of the human body, neoglucobrassicin has been detected, but not quantified in, several different foods, such as swedes, garden cress, Brussel sprouts, Chinese cabbages, and kohlrabis. This could make neoglucobrassicin a potential biomarker for the consumption of these foods. Neoglucobrassicin is widespread in Brassica species and found in the Cruciferae, Tovariaceae, Capparidaceae, and Resedaceae.		Expected Solid	CON1C=C(C\C(SC2OC(CO)C(O)C(O)C2O)=N/OS(O)(=O)=O)C2=CC=CC=C12	C17H22N2O10S2	InChI=1S/C17H22N2O10S2/c1-27-19-7-9(10-4-2-3-5-11(10)19)6-13(18-29-31(24,25)26)30-17-16(23)15(22)14(21)12(8-20)28-17/h2-5,7,12,14-17,20-23H,6,8H2,1H3,(H,24,25,26)/b18-13+	PKKMITFKYRCCOL-QGOAFFKASA-N	478.0715863			MMDBc0053507
BASm0034726	Neoxanthin	Neoxanthin belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Xanthophylls arise by oxygenation of the carotene backbone. Neoxanthin is an intermediate in the synthesis of abscisic acid from violaxanthin. Neoxanthin has been detected, but not quantified in, several different foods, such as apples, paprikas, Valencia oranges, kiwis, globe artichokes, sparkleberries, hard wheat, and cinnamon. This could make neoxanthin a potential biomarker for the consumption of these foods. Neoxanthin has been shown to exhibit apoptotic and anti-proliferative functions (PMID: 15333710, 15333710).		Expected Solid	[H]C(=C=C1C(C)(C)C[C@]([H])(O)C[C@@]1(C)O)C(\C)=C(/[H])\C(\[H])=C(/[H])\C(\C)=C(/[H])\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])[C@@]12O[C@]1(C)C[C@@]([H])(O)CC2(C)C	C40H56O4	InChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-22-35-36(5,6)25-33(41)27-38(35,9)43)15-11-12-16-30(2)18-14-20-32(4)23-24-40-37(7,8)26-34(42)28-39(40,10)44-40/h11-21,23-24,33-34,41-43H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,24-23+,29-15+,30-16+,31-19+,32-20+/t22?,33-,34-,38+,39+,40-/m0/s1	PGYAYSRVSAJXTE-CLONMANBSA-N	600.4178603			MMDBc0053508
BASm0034727	Norizalpinin	Norizalpinin is found in apple. Norizalpinin is a constituent of Galanga root (Alpinia officinarum)		Expected Solid	OC1=CC(O)=C2C(OC(=C(O)C2=O)C2=CC=CC=C2)=C1	C15H10O5	InChI=1S/C15H10O5/c16-9-6-10(17)12-11(7-9)20-15(14(19)13(12)18)8-4-2-1-3-5-8/h1-7,16-17,19H	VCCRNZQBSJXYJD-UHFFFAOYSA-N	270.0528234			MMDBc0053600
BASm0034728	o-Methylbenzoate	o-Toluic acid, also 2-methylbenzoic acid, is an aromatic carboxylic acid, with formula (CH3)C6H4(COOH). -- Wikipedia; It is an isomer of p-toluic acid and m-toluic acid. -- Wikipedia		Solid	CC1=C(C=CC=C1)C(O)=O	C8H8O2	InChI=1S/C8H8O2/c1-6-4-2-3-5-7(6)8(9)10/h2-5H,1H3,(H,9,10)	ZWLPBLYKEWSWPD-UHFFFAOYSA-N	136.0524295			MMDBc0053611
BASm0034729	delta7-Avenasterol	delta7-Avenasterol, also known as 7-dehydroavenasterol or 24Z-ethylidenelathosterol, belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. Thus, delta7-avenasterol is considered to be a sterol lipid molecule. delta7-Avenasterol has been detected, but not quantified in, several different foods, such as garden onions, fenugreeks, vaccinium (blueberry, cranberry, huckleberry), grapefruit/pummelo hybrids, and pulses. This could make delta7-avenasterol a potential biomarker for the consumption of these foods. delta7-Avenasterol is an intermediate in the biosynthesis of steroids. It is the fourth to last step in the synthesis of stigmasterol and is converted from 24-ethylidenelophenol. It is then converted into 5-dehydroavenasterol via the enzyme lathosterol oxidase (EC 1.14.21.6).		Solid	[H][C@@]1(CC[C@@]2([H])C3=CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CC\C(=C\C)C(C)C	C29H48O	InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,11,19-20,22-23,25-27,30H,8-10,12-18H2,1-6H3/b21-7-/t20-,22+,23+,25-,26+,27+,28+,29-/m1/s1	MCWVPSBQQXUCTB-OQTIOYDCSA-N	412.3705162			MMDBc0053660
BASm0034730	Pyrophaeophorbide a	Pyrophaeophorbide a is found in tea. Pyrophaeophorbide a is isolated from te		Solid		C33H34N4O3		IEGUQQKIFBYXLG-KCRGODDBNA-N	534.263091			MMDBc0053686
BASm0034731	Quercetin 3'-sulfate	Quercetin 3'-sulfate is a polyphenol metabolite detected in biological fluids (PMID: 20428313).			OC1=CC(O)=C2C(=O)C(O)=C(OC2=C1)C1=CC(OS(O)(=O)=O)=C(O)C=C1	C15H10O10S	InChI=1S/C15H10O10S/c16-7-4-9(18)12-11(5-7)24-15(14(20)13(12)19)6-1-2-8(17)10(3-6)25-26(21,22)23/h1-5,16-18,20H,(H,21,22,23)	OSCLBBUATYLBQA-UHFFFAOYSA-N	381.9994672			MMDBc0053688
BASm0034732	Thio-molybdenum cofactor	Thio-molybdenum cofactor is a substrate for: Molybdenum cofactor sulfurase.		Solid		C10H18MoN5O7PS3		DGWROKACVVSIEY-UHFFFAOYNA-N	544.914906			MMDBc0053807
BASm0034733	trans-2-Octenal	trans-2-Octenal is a volatile aldehyde classified as a lipid-derived metabolite. Its chemical structure features a straight-chain hydrocarbon with a double bond between the second and third carbon atoms, contributing to its characteristic aroma. In various fermentation processes, trans-2-octenal has been observed to fluctuate in concentration, with studies indicating a slight increase in its levels while other off-flavor aldehydes are reduced, thereby enhancing overall flavor profiles (PMID:40989104). Additionally, during fermentation, trans-2-octenal's concentration decreased significantly, alongside other compounds, while aromatic compounds such as esters and ketones emerged (PMID:40941181). This compound has also been linked to the flavor enhancement of cooked rice, highlighting its role in the aroma profile of food products (PMID:40361709). Beyond its sensory attributes, trans-2-octenal exhibits bioactive properties, particularly in controlling the soil-borne pathogen Fusarium oxysporum f., demonstrating its potential as a biocontrol agent in agricultural settings (PMID:39815676). The effectiveness of trans-2-octenal against pathogens has been validated in various experimental setups, suggesting its utility in both in vitro and field applications (PMID:39815676).		Expected Solid	CCCCC\C=C\C=O	C8H14O	InChI=1S/C8H14O/c1-2-3-4-5-6-7-8-9/h6-8H,2-5H2,1H3/b7-6+	LVBXEMGDVWVTGY-VOTSOKGWSA-N	126.1044651			MMDBc0053815
BASm0034734	UDP-4-dehydro-6-deoxy-D-glucose	UDP-4-dehydro-6-deoxy-D-glucose, also known as UDP-4-keto-6-deoxy-D-glucose, belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. UDP-4-dehydro-6-deoxy-D-glucose is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, UDP-4-dehydro-6-deoxy-D-glucose has been detected, but not quantified in, several different foods, such as Oregon yampahs, oriental wheat, Chinese mustards, blackcurrants, and pomegranates. This could make UDP-4-dehydro-6-deoxy-D-glucose a potential biomarker for the consumption of these foods. UDP-4-dehydro-6-deoxy-D-glucose is synthesized from UDP-glucose via the enzyme UDP-glucose 4,6-dehydratase.		Solid	C[C@H]1O[C@@H](OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=CC(=O)NC2=O)[C@H](O)[C@@H](O)C1=O	C15H22N2O16P2	InChI=1S/C15H22N2O16P2/c1-5-8(19)10(21)12(23)14(30-5)32-35(27,28)33-34(25,26)29-4-6-9(20)11(22)13(31-6)17-3-2-7(18)16-15(17)24/h2-3,5-6,9-14,20-23H,4H2,1H3,(H,25,26)(H,27,28)(H,16,18,24)/t5-,6-,9-,10+,11-,12-,13-,14+/m1/s1	DDWGQQADOIMFOI-XRTQJECLSA-N	548.0444557			MMDBc0053889
BASm0034735	UDP-D-apiose	D-Apiose is a plant-specific branched-chain monosaccharide found in rhamnogalacturonan II (RG-II), apiogalacturonan, and several apioglycosides. Within RG-II, D-apiose serves as the binding site for borate, which leads to the formation of cross-links within the wall. Biochemical studies in duckweed and parsley have established that uridine 5'-diphospho-D-apiose (UDP-D-apiose) is formed from UDP-D-glucuronate by decarboxylation and re-arrangement of the carbon skeleton, leading to ring contraction and branch formation. The enzyme catalyzing this reaction also forms UDP-D-xylose by decarboxylation of UDP-D-glucuronate, and has therefore been named UDP-D-apiose/UDP-D-xylose synthase (PMID: 12969423 ).		Expected Solid	[H][C@]1(COP(O)(=O)OP(O)(=O)O[C@]2([H])OC[C@](O)(CO)[C@@]2([H])O)O[C@@]([H])(N2C=CC(O)=NC2=O)[C@]([H])(O)[C@]1([H])O	C14H22N2O16P2	InChI=1S/C14H22N2O16P2/c17-4-14(23)5-28-12(10(14)21)31-34(26,27)32-33(24,25)29-3-6-8(19)9(20)11(30-6)16-2-1-7(18)15-13(16)22/h1-2,6,8-12,17,19-21,23H,3-5H2,(H,24,25)(H,26,27)(H,15,18,22)/t6-,8-,9-,10+,11-,12+,14-/m1/s1	SYVORCSTSYHSPN-VPPDZDBCSA-N	536.0444557			MMDBc0053892
BASm0034736	Violaxanthin	Violaxanthin belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Xanthophylls arise by oxygenation of the carotene backbone. Thus, violaxanthin is considered to be an isoprenoid lipid molecule. Violaxanthin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Violaxanthin is an orange-coloured pigment that is found in brown algae and various plants (e.g. pansies). It is biosynthesized from the epoxidation of zeaxanthin. Violaxanthin is a food additive that is only approved for use in Australia and New Zealand (INS: 161e) (PMID: 29890662).		Expected Solid	[H]/C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])[C@@]12O[C@]1(C)CC([H])(O)CC2(C)C)/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])[C@]12O[C@]1(C)CC([H])(O)CC2(C)C	C40H56O4	InChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-23-39-35(5,6)25-33(41)27-37(39,9)43-39)15-11-12-16-30(2)18-14-20-32(4)22-24-40-36(7,8)26-34(42)28-38(40,10)44-40/h11-24,33-34,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t33?,34?,37-,38-,39-,40+/m1/s1	SZCBXWMUOPQSOX-LOIAFDEVSA-N	600.4178603			MMDBc0054008
BASm0034737	(6S)-5,6,7,8-tetrahydrofolic acid	(6S)-5,6,7,8-tetrahydrofolic acid is a member of the folate class of compounds. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H][C@@](CCC(O)=O)(NC(=O)C1=CC=C(NC[C@@]2([H])CNC3=C(N2)C(O)=NC(=N)N3)C=C1)C(O)=O	C19H23N7O6	InChI=1S/C19H23N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,11-12,21,23H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/t11-,12-/m0/s1	MSTNYGQPCMXVAQ-RYUDHWBXSA-N	445.1709815			MMDBc0054075
BASm0034738	2-oxobutanoic acid	2-oxobutanoic acid is a keto acid and an important intermediate in various metabolic pathways. Its chemical structure features a four-carbon backbone with a ketone functional group at the second carbon, making it a key player in the metabolism of amino acids and carbohydrates. In biological systems, 2-oxobutanoic acid is involved in the transamination reactions, contributing to the synthesis and degradation of amino acids. It is also linked to the citrate cycle, where it plays a role in energy production and metabolic regulation. For instance, studies have shown that 3-methyl-2-oxobutanoic acid, a related compound, was identified in cerebrospinal fluid samples from patients with TBEV infection, highlighting its involvement in metabolic pathways that differentiate disease states (PMID:39569456). Additionally, it has been noted that 4,4,4-trifluoro-2-oxobutanoic acid serves as a significant metabolite in the bacterial degradation of fipronil, indicating its relevance in environmental biochemistry (PMID:39549993). Furthermore, kinetic studies suggest that 4-methylthio-2-oxobutanoic acid is involved in enzymatic mechanisms that include acetyl-CoA, emphasizing its biochemical significance (PMID:39322014).		Expected Solid	CCC(=O)C([O-])=O	C4H5O3	InChI=1S/C4H6O3/c1-2-3(5)4(6)7/h2H2,1H3,(H,6,7)/p-1	TYEYBOSBBBHJIV-UHFFFAOYSA-M	101.023869			MMDBc0054184
BASm0034739	3-phenylpropanoic acid	3-phenylpropanoic acid is a member of the carboxylic acid chemical class, characterized by its phenyl group attached to a three-carbon propanoic acid chain. This compound features a simple aliphatic structure with a carboxylic acid functional group (-COOH) and a phenyl ring, making it an important intermediate in organic synthesis and metabolic pathways. It is involved in various biochemical processes, including the metabolism of phenolic acids, where key metabolites like 2-hydroxy-3-phenylpropanoic acid and 3-(4-hydroxyphenyl)-propionic acid are noted for their growth-inhibitory effects on certain bacteria (PMID:40224330). Additionally, 3-phenylpropanoic acid has been utilized in palladium-catalyzed reactions for regioselective meta-C-H homo-biaryl coupling, highlighting its significance in synthetic organic chemistry (PMID:40526837). The compound also participates in the formation of Schiff base compounds when reacted with furfural, demonstrating its reactivity and potential applications in chemical synthesis (PMID:40142032). Furthermore, derivatives of 3-phenylpropanoic acid have been explored for their anti-inflammatory and immunomodulatory properties (PMID:40868254), indicating its relevance in pharmacological research.		Expected Solid	[O-]C(=O)CCC1=CC=CC=C1	C9H9O2	InChI=1S/C9H10O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,10,11)/p-1	XMIIGOLPHOKFCH-UHFFFAOYSA-M	149.0608031			MMDBc0054237
BASm0034740	5-formimidoyltetrahydrofolic acid	5-formimidoyltetrahydrofolic acid is a folate derivative belonging to the class of tetrahydrofolate compounds. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	NC1=NC2=C(N(C=N)[C@@H](CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)CN2)C(=O)N1	C20H24N8O6	InChI=1S/C20H24N8O6/c21-9-28-12(8-24-16-15(28)18(32)27-20(22)26-16)7-23-11-3-1-10(2-4-11)17(31)25-13(19(33)34)5-6-14(29)30/h1-4,9,12-13,21,23H,5-8H2,(H,25,31)(H,29,30)(H,33,34)(H4,22,24,26,27,32)/t12-,13-/m0/s1	YCWUVLPMLLBDCU-STQMWFEESA-N	472.1818805			MMDBc0054280
BASm0034741	allodeoxycholic acid			Expected Solid	C[C@H](CCC(O)=O)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C	C24H40O4	InChI=1S/C24H40O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17+,18-,19+,20+,21+,23+,24-/m1/s1	KXGVEGMKQFWNSR-WFTUMUMQSA-N	392.2926598			MMDBc0054336
BASm0034742	D-gluconic acid	D-gluconic acid is a polyhydroxy carboxylic acid that belongs to the class of organic acids. Its chemical structure features a six-carbon chain with multiple hydroxyl groups and a carboxylic acid group, making it a sugar acid derived from glucose. In biochemical pathways, D-gluconic acid plays a role in various metabolic processes, including its involvement in the defense mechanisms of plants. For instance, metabolome analysis and functional characterization have revealed that D-gluconic acid contributes to pine defense against Bursaphelenchus xylophilus infection (PMID:40814169). Additionally, treatment with exogenous D-gluconic acid has been shown to enhance the resistance of Pinus thunbergii to nematodes, demonstrating its potential role in plant immunity (PMID:40814169). Furthermore, D-gluconic acid has been observed to restore damage in pine cells, as evidenced by scanning electron microscopy (PMID:40814169). These findings highlight the compound's significance in both chemical and biological contexts, particularly in enhancing plant resilience against pathogens.		Expected Solid	OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O	C6H11O7	InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/p-1/t2-,3-,4+,5-/m1/s1	RGHNJXZEOKUKBD-SQOUGZDYSA-M	195.0504777			MMDBc0054433
BASm0034743	D-hexose 6-phosphate	D-hexose 6-phosphate is a member of the phosphate esters chemical class, specifically a phosphorylated sugar derivative. Its chemical structure features a hexose sugar backbone, typically glucose or mannose, with a phosphate group attached at the sixth carbon position. This compound plays a crucial role in various metabolic pathways, including glycolysis and the pentose phosphate pathway, where it serves as an intermediate in the interconversion of different hexose phosphates. For instance, the reversible conversion between D-mannose 6-phosphate and D-fructose 6-phosphate, catalyzed by yeast phosphomannoisomerase, highlights its involvement in carbohydrate metabolism. This transformation has been investigated using advanced techniques such as phase-sensitive 2D 13C-(1H) EXSY NMR spectroscopy, which emphasizes the compound's significance in metabolic flux and enzyme kinetics (PMID:1448058). D-hexose 6-phosphate thus acts as a pivotal metabolite, linking various pathways that contribute to cellular energy production and biosynthetic processes.				C6H13O9P		NBSCHQHZLSJFNQ-UHFFFAOYNA-N	260.029719			MMDBc0054437
BASm0034744	ethyl (9Z)-octadecenoic acid	Ethyl (9Z)-octadecenoic acid is a fatty acid ester. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	[H]\C(CCCCCCCC)=C(/[H])CCCCCCCC(=O)OCC	C20H38O2	InChI=1S/C20H38O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h11-12H,3-10,13-19H2,1-2H3/b12-11-	LVGKNOAMLMIIKO-QXMHVHEDSA-N	310.2871805			MMDBc0054481
BASm0034745	glycodeoxycholic acid	Glycodeoxycholic acid is a bile acid conjugate belonging to the chemical class of bile acids and their derivatives. Its chemical structure features a steroid backbone with hydroxyl groups at specific positions, which are essential for its biological activity. Glycodeoxycholic acid is involved in various metabolic pathways, particularly in the regulation of bile acid homeostasis and gut microbiota interactions. It has been shown to play a role in the disruption of the gut-liver bile acid axis, especially under conditions of chronic exposure to environmental toxins, which can lead to dysregulation of bile acid metabolism (PMID:41028297). Additionally, it is implicated in protective mechanisms during skin injury, highlighting its potential role in mediating gut-brain communication (PMID:40886964, PMID:40795259). Studies have also demonstrated its involvement in metabolic disorders, where elevated levels of glycodeoxycholic acid correlate with certain biomarkers in affected populations (PMID:40699752). Furthermore, its deconjugation by gut bacteria has been assessed, indicating its dynamic role in the gastrointestinal tract (PMID:40982568). Overall, glycodeoxycholic acid is a significant metabolite with multifaceted roles in both chemistry and biology.		Expected Solid	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCC(=O)NCC(O)=O	C26H43NO5	InChI=1S/C26H43NO5/c1-15(4-9-23(30)27-14-24(31)32)19-7-8-20-18-6-5-16-12-17(28)10-11-25(16,2)21(18)13-22(29)26(19,20)3/h15-22,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32)/t15-,16-,17-,18+,19-,20+,21+,22+,25+,26-/m1/s1	WVULKSPCQVQLCU-BUXLTGKBSA-N	449.3141235			MMDBc0054496
BASm0034746	N-acetyl-D-mannosamine	N-acetyl-D-mannosamine is a naturally occurring monosaccharide belonging to the chemical class of amino sugars. Its chemical structure features an acetyl group attached to the hydroxyl group of D-mannosamine, contributing to its role as a critical precursor in the biosynthesis of sialic acids. N-acetyl-D-mannosamine can be derived from UDP-GlcNAc through epimerization or obtained from exogenous sources, including various ManNAc derivatives (PMID:41044357). This metabolite has garnered attention for its pharmacokinetics, demonstrating absolute bioavailability when administered intravenously in humans (PMID:40968480). Additionally, N-acetyl-D-mannosamine monohydrate is being explored for its therapeutic potential in treating GNE myopathy, a rare genetic muscle disorder (PMID:40968480). Research has indicated that supplementation with N-acetyl-D-mannosamine can effectively lower levels of Man5 without negatively impacting antibody production or other important quality metrics, although the underlying mechanisms of this effect remain to be fully elucidated (PMID:40963238). Overall, N-acetyl-D-mannosamine plays a significant role in various biochemical pathways, particularly those related to glycosylation and cellular interactions.		Expected Solid	[H]C1(O)O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]1([H])N=C(C)O	C8H15NO6	InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5+,6-,7-,8?/m1/s1	OVRNDRQMDRJTHS-ZTVVOAFPSA-N	221.0899372			MMDBc0054576
BASm0034747	cobalt(+)	cobalt(+) is a transition metal ion belonging to the class of cobalt compounds. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.		Expected Solid	[Co]	Co	InChI=1S/Co	GUTLYIVDDKVIGB-UHFFFAOYSA-N	58.93320019			MMDBc0054702
BASm0034748	(1R,6S)-1,6-dihydroxycyclohexa-2,4-diene-1-carboxylic acid	(1R,6S)-1,6-dihydroxycyclohexa-2,4-diene-1-carboxylic acid is a polyphenolic compound. There is little literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.			ClC1=CC=C2CCNCC2=C1Cl	C9H9Cl2N	InChI=1S/C9H9Cl2N/c10-8-2-1-6-3-4-12-5-7(6)9(8)11/h1-2,12H,3-5H2	WFPUBEDBBOGGIQ-UHFFFAOYSA-N	201.0112047			MMDBc0054705
BASm0034749	2,3-dihydroxypropane-1-sulfonic acid	2,3-dihydroxypropane-1-sulfonic acid is a sulfonic acid derivative and belongs to the class of organic compounds known as sulfonic acids. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential applications.		Expected Solid	OCC(O)CS([O-])(=O)=O	C3H7O5S	InChI=1S/C3H8O5S/c4-1-3(5)2-9(6,7)8/h3-5H,1-2H2,(H,6,7,8)/p-1	YPFUJZAAZJXMIP-UHFFFAOYSA-M	155.0019681			MMDBc0055289
BASm0034750	3-phenyllactic acid	3-phenyllactic acid is a member of the class of organic acids, specifically a metabolite derived from lactic acid. Its chemical structure features a phenyl group attached to the lactic acid backbone, giving it unique properties and biological activities. In various biochemical pathways, 3-phenyllactic acid has been shown to exhibit antibacterial properties, particularly through mechanisms involving oxidative stress, which can protect the intestinal barrier (PMID:40911618). Additionally, it has been implicated in enhancing the antimicrobial effects of other organic acids, such as lactic acid and acetic acid (PMID:41011349). The compound has also been identified as a bioactive component in food products, contributing to flavor and potential health benefits (PMID:40710564). Furthermore, it interacts with enzymes such as α-amylase and α-glucosidase, indicating its role in metabolic pathways related to carbohydrate digestion (PMID:40880028). Overall, 3-phenyllactic acid is a significant metabolite with diverse roles in microbial metabolism and potential therapeutic applications.		Expected Solid	[O-]S(=O)C1=CC=CC=C1	C6H5O2S	InChI=1S/C6H6O2S/c7-9(8)6-4-2-1-3-5-6/h1-5H,(H,7,8)/p-1	JEHKKBHWRAXMCH-UHFFFAOYSA-M	141.0015742			MMDBc0055416
BASm0034751	4-oxo-4-(pyridin-3-yl)butanoic acid	4-oxo-4-(pyridin-3-yl)butanoic acid is a carboxylic acid derivative belonging to the class of pyridine-containing compounds. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its properties and biological significance.		Expected Solid	[O-]C(=O)CCC(=O)C1=CN=CC=C1	C9H8NO3	InChI=1S/C9H9NO3/c11-8(3-4-9(12)13)7-2-1-5-10-6-7/h1-2,5-6H,3-4H2,(H,12,13)/p-1	JGSUNMCABQUBOY-UHFFFAOYSA-M	178.0509667			MMDBc0055538
BASm0034752	hexadecanoic acid	hexadecanoic acid is a fatty acid belonging to the class of saturated fatty acids. There is limited literature available on hexadecanoic acid as a metabolite, indicating that further research may be needed to fully understand its biological significance and potential implications.		Expected Solid	CCCCCCCCCCCCCCCC([O-])=O	C16H31O2	InChI=1S/C16H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h2-15H2,1H3,(H,17,18)/p-1	IPCSVZSSVZVIGE-UHFFFAOYSA-M	255.2329538			MMDBc0056026
BASm0034753	4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol			Expected Solid	[H][C@@]12CCC([C@H](C)CCC=C(C)C)[C@@]1(C)CCC1=C2CC[C@@]2([H])C(C)(C)[C@@H](O)CC[C@]12C	C29H48O	InChI=1S/C29H48O/c1-19(2)9-8-10-20(3)22-12-13-23-21-11-14-25-27(4,5)26(30)16-18-29(25,7)24(21)15-17-28(22,23)6/h9,20,22-23,25-26,30H,8,10-18H2,1-7H3/t20-,22?,23+,25+,26+,28-,29-/m1/s1	CHGIKSSZNBCNDW-GKBRUXRCSA-N	412.3705162			MMDBc0057082
BASm0034754	cerotic acid	Cerotic acid is a very-long-chain fatty acid belonging to the chemical class of fatty acids, characterized by its 26-carbon chain. Its chemical structure features a long hydrocarbon tail, which is typical of fatty acids, contributing to its hydrophobic properties. Cerotic acid is involved in various biochemical pathways, particularly in the biosynthesis of long-chain fatty acids and lipid metabolism. It is produced through enzymatic processes in plants, where specific endogenous enzymes facilitate its synthesis. Research indicates that the production of cerotic acid can be influenced by environmental factors, as seen in a study where S-metolachlor treatment resulted in a significant reduction of cerotic acid levels in susceptible biotypes compared to resistant ones (PMID:37036857). Furthermore, cerotic acid has been utilized in the development of advanced materials, such as superhydrophobic and superoleophilic coatings for cotton fabrics, showcasing its potential applications beyond traditional biological roles (PMID:38024688). Further investigations are warranted to genetically evaluate the enzymes involved in cerotic acid production, which could enhance our understanding of its biosynthetic pathways (PMID:37036857).		Expected Solid	CCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O	C26H52O2	InChI=1S/C26H52O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26(27)28/h2-25H2,1H3,(H,27,28)	XMHIUKTWLZUKEX-UHFFFAOYSA-N	396.3967309			MMDBc0057084
BASm0034755	D-2-aminopentanoic acid	D-2-aminopentanoic acid is a non-proteinogenic amino acid belonging to the class of amino acids. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.		Expected Solid	CCC[C@@H](N)C(O)=O	C5H11NO2	InChI=1S/C5H11NO2/c1-2-3-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m1/s1	SNDPXSYFESPGGJ-SCSAIBSYSA-N	117.0789786			MMDBc0057085
BASm0034756	Mannotetraose	Mannotetraose is a carbohydrate belonging to the class of oligosaccharides. It is composed of four mannose units linked by glycosidic bonds, forming a linear structure that is significant in various biochemical pathways. Mannotetraose is produced through enzymatic hydrolysis of mannans, as demonstrated by the optimization of hydrolysis conditions yielding 12.126 mg/mL of mannotetraose in a short time frame (PMID:38890382). It has been utilized in competitive binding assays, where Cy5.5-mannotetraose was employed as a fluorescent ligand to study interactions with Concanavalin A (PMID:39536779). Additionally, its synthesis and structural properties have been explored through molecular docking studies, revealing interactions within enzyme active sites that facilitate its generation (PMID:38885857). Mannotetraose also exhibits varying affinities in binding assays, showing a stronger interaction with certain proteins compared to its shorter oligomeric counterparts (PMID:37793172). Furthermore, the transglycosylation reactions involving mannotetraose highlight its role as an intermediate in the conversion of mannose and mannan substrates (PMID:37744260). Overall, mannotetraose is an important component in the study of carbohydrate chemistry and enzymatic processes.		Expected Solid	OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H]2O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O	C24H42O21	InChI=1S/C24H42O21/c25-1-5-9(29)13(33)16(36)21(39-5)43-19-12(32)8(4-28)42-24(45-23-18(38)15(35)11(31)7(3-27)41-23)20(19)44-22-17(37)14(34)10(30)6(2-26)40-22/h5-38H,1-4H2/t5-,6-,7-,8-,9-,10-,11-,12-,13+,14+,15+,16+,17+,18+,19+,20+,21-,22-,23-,24-/m1/s1	RNDXVZITNYDUMC-YLYXQHNGSA-N	666.2218584			MMDBc0057086
BASm0034757	2-Furanmethanethiol			Expected Solid	SCC1=CC=CO1	C5H6OS	InChI=1S/C5H6OS/c7-4-5-2-1-3-6-5/h1-3,7H,4H2	ZFFTZDQKIXPDAF-UHFFFAOYSA-N	114.0139355			MMDBc0057087
BASm0034758	Cholylphenylalanine	Cholylphenylalanine is a bile acid conjugate, specifically a derivative of cholyl acid and phenylalanine. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.			CC(CCC(=O)NC(CC1=CC=CC=C1)C(O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CC(O)C12C	C33H49NO6	InChI=1S/C33H49NO6/c1-19(9-12-29(38)34-26(31(39)40)15-20-7-5-4-6-8-20)23-10-11-24-30-25(18-28(37)33(23,24)3)32(2)14-13-22(35)16-21(32)17-27(30)36/h4-8,19,21-28,30,35-37H,9-18H2,1-3H3,(H,34,38)(H,39,40)	IQKZHEVJCMKOED-UHFFFAOYSA-N	555.3559883			MMDBc0057216
BASm0034759	Cholylleucine	Cholylleucine belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Cholylleucine consists of the bile acid cholic acid conjugated to the amino acid Leucine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Cholylleucine, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Cholylleucine appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(C)CC(NC(=O)CCC(C)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CC(O)C12C)C(O)=O	C30H51NO6	InChI=1S/C30H51NO6/c1-16(2)12-23(28(36)37)31-26(35)9-6-17(3)20-7-8-21-27-22(15-25(34)30(20,21)5)29(4)11-10-19(32)13-18(29)14-24(27)33/h16-25,27,32-34H,6-15H2,1-5H3,(H,31,35)(H,36,37)	LZFOJLAZIRIBIG-UHFFFAOYSA-N	521.3716384			MMDBc0057221
BASm0034760	Cholyltyrosine	Cholyltyrosine belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Cholyltyrosine consists of the bile acid cholic acid conjugated to the amino acid Tyrosine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Cholyltyrosine, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Cholyltyrosine appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(CCC(=O)NC(CC1=CC=C(O)C=C1)C(O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CC(O)C12C	C33H49NO7	InChI=1S/C33H49NO7/c1-18(4-11-29(39)34-26(31(40)41)14-19-5-7-21(35)8-6-19)23-9-10-24-30-25(17-28(38)33(23,24)3)32(2)13-12-22(36)15-20(32)16-27(30)37/h5-8,18,20,22-28,30,35-38H,4,9-17H2,1-3H3,(H,34,39)(H,40,41)	UTTBUMIEHWNKLK-UHFFFAOYSA-N	571.3509029			MMDBc0057222
BASm0034761	Cholyllysine	Cholyllysine belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Cholyllysine consists of the bile acid cholic acid conjugated to the amino acid Lysine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Cholyllysine, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Cholyllysine appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(CCC(=O)NC(CCCCN)C(O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CC(O)C12C	C30H52N2O6	InChI=1S/C30H52N2O6/c1-17(7-10-26(36)32-23(28(37)38)6-4-5-13-31)20-8-9-21-27-22(16-25(35)30(20,21)3)29(2)12-11-19(33)14-18(29)15-24(27)34/h17-25,27,33-35H,4-16,31H2,1-3H3,(H,32,36)(H,37,38)	FTOTVNJFGHCOCZ-UHFFFAOYSA-N	536.3825374			MMDBc0057224
BASm0034762	Cholylaspartic acid	Cholylaspartic acid belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Cholylaspartic acid consists of the bile acid cholic acid conjugated to the amino acid Aspartic acid conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Cholylaspartic acid, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Cholylaspartic acid appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(CCC(=O)NC(CC(O)=O)C(O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CC(O)C12C	C28H45NO8	InChI=1S/C28H45NO8/c1-14(4-7-23(33)29-20(26(36)37)13-24(34)35)17-5-6-18-25-19(12-22(32)28(17,18)3)27(2)9-8-16(30)10-15(27)11-21(25)31/h14-22,25,30-32H,4-13H2,1-3H3,(H,29,33)(H,34,35)(H,36,37)	VMFFESMCXOCOIZ-UHFFFAOYSA-N	523.3145174			MMDBc0057226
BASm0034763	Cholylmethionine	Cholylmethionine belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Cholylmethionine consists of the bile acid cholic acid conjugated to the amino acid Methionine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Cholylmethionine, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Cholylmethionine appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CSCCC(NC(=O)CCC(C)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CC(O)C12C)C(O)=O	C29H49NO6S	InChI=1S/C29H49NO6S/c1-16(5-8-25(34)30-22(27(35)36)10-12-37-4)19-6-7-20-26-21(15-24(33)29(19,20)3)28(2)11-9-18(31)13-17(28)14-23(26)32/h16-24,26,31-33H,5-15H2,1-4H3,(H,30,34)(H,35,36)	VNBNDOGLQFEJKP-UHFFFAOYSA-N	539.3280595			MMDBc0057227
BASm0034764	Cholylglutamic acid	Cholylglutamic acid belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Cholylglutamic acid consists of the bile acid cholic acid conjugated to the amino acid Glutamic acid conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Cholylglutamic acid, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Cholylglutamic acid appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(CCC(=O)NC(CCC(O)=O)C(O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CC(O)C12C	C29H47NO8	InChI=1S/C29H47NO8/c1-15(4-8-24(34)30-21(27(37)38)7-9-25(35)36)18-5-6-19-26-20(14-23(33)29(18,19)3)28(2)11-10-17(31)12-16(28)13-22(26)32/h15-23,26,31-33H,4-14H2,1-3H3,(H,30,34)(H,35,36)(H,37,38)	CBUKBSJQVLLDJT-UHFFFAOYSA-N	537.3301675			MMDBc0057229
BASm0034765	Chenodeoxycholylalanine	Chenodeoxycholylalanine belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Chenodeoxycholylalanine consists of the bile acid chenodeoxycholic acid conjugated to the amino acid Alanine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Chenodeoxycholylalanine, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Chenodeoxycholylalanine appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(CCC(=O)NC(C)C(O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CCC12C	C27H45NO5	InChI=1S/C27H45NO5/c1-15(5-8-23(31)28-16(2)25(32)33)19-6-7-20-24-21(10-12-27(19,20)4)26(3)11-9-18(29)13-17(26)14-22(24)30/h15-22,24,29-30H,5-14H2,1-4H3,(H,28,31)(H,32,33)	HHGKPVQSNIVPPF-UHFFFAOYSA-N	463.3297736			MMDBc0057235
BASm0034766	Chenodeoxycholylphenylalanine	Chenodeoxycholylphenylalanine is a bile acid derivative that belongs to the class of amino acid conjugates. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.			CC(CCC(=O)NC(CC1=CC=CC=C1)C(O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CCC12C	C33H49NO5	InChI=1S/C33H49NO5/c1-20(9-12-29(37)34-27(31(38)39)17-21-7-5-4-6-8-21)24-10-11-25-30-26(14-16-33(24,25)3)32(2)15-13-23(35)18-22(32)19-28(30)36/h4-8,20,22-28,30,35-36H,9-19H2,1-3H3,(H,34,37)(H,38,39)	CEMZGPKUKMFNNF-UHFFFAOYSA-N	539.3610737			MMDBc0057236
BASm0034767	Chenodeoxycholylglycine	Chenodeoxycholylglycine is a bile acid conjugate, specifically a glycine conjugate of chenodeoxycholic acid. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential implications in health and disease.			CC(CCC(=O)NCC(O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CCC12C	C26H43NO5	InChI=1S/C26H43NO5/c1-15(4-7-22(30)27-14-23(31)32)18-5-6-19-24-20(9-11-26(18,19)3)25(2)10-8-17(28)12-16(25)13-21(24)29/h15-21,24,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32)	GHCZAUBVMUEKKP-UHFFFAOYSA-N	449.3141235			MMDBc0057237
BASm0034768	Chenodeoxycholyltryptophan	Chenodeoxycholyltryptophan belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Chenodeoxycholyltryptophan consists of the bile acid chenodeoxycholic acid conjugated to the amino acid Tryptophan conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Chenodeoxycholyltryptophan, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Chenodeoxycholyltryptophan appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(CCC(=O)NC(CC1=CNC2=C1C=CC=C2)C(O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CCC12C	C35H50N2O5	InChI=1S/C35H50N2O5/c1-20(8-11-31(40)37-29(33(41)42)16-21-19-36-28-7-5-4-6-24(21)28)25-9-10-26-32-27(13-15-35(25,26)3)34(2)14-12-23(38)17-22(34)18-30(32)39/h4-7,19-20,22-23,25-27,29-30,32,36,38-39H,8-18H2,1-3H3,(H,37,40)(H,41,42)	CYHFCBVFHBCQHF-UHFFFAOYSA-N	578.3719727			MMDBc0057240
BASm0034769	Chenodeoxycholylarginine	Chenodeoxycholylarginine belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Chenodeoxycholylarginine consists of the bile acid chenodeoxycholic acid conjugated to the amino acid Arginine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Chenodeoxycholylarginine, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Chenodeoxycholylarginine appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(CCC(=O)NC(CCCNC(N)=N)C(O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CCC12C	C30H52N4O5	InChI=1S/C30H52N4O5/c1-17(6-9-25(37)34-23(27(38)39)5-4-14-33-28(31)32)20-7-8-21-26-22(11-13-30(20,21)3)29(2)12-10-19(35)15-18(29)16-24(26)36/h17-24,26,35-36H,4-16H2,1-3H3,(H,34,37)(H,38,39)(H4,31,32,33)	IGVZUMPVFZKTRH-UHFFFAOYSA-N	548.3937708			MMDBc0057241
BASm0034770	Chenodeoxycholylleucine	Chenodeoxycholylleucine belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Chenodeoxycholylleucine consists of the bile acid chenodeoxycholic acid conjugated to the amino acid Leucine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Chenodeoxycholylleucine, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Chenodeoxycholylleucine appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(C)CC(NC(=O)CCC(C)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CCC12C)C(O)=O	C30H51NO5	InChI=1S/C30H51NO5/c1-17(2)14-24(28(35)36)31-26(34)9-6-18(3)21-7-8-22-27-23(11-13-30(21,22)5)29(4)12-10-20(32)15-19(29)16-25(27)33/h17-25,27,32-33H,6-16H2,1-5H3,(H,31,34)(H,35,36)	BAOWHAJSJGJSBV-UHFFFAOYSA-N	505.3767237			MMDBc0057242
BASm0034771	Chenodeoxycholyltyrosine	Chenodeoxycholyltyrosine belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Chenodeoxycholyltyrosine consists of the bile acid chenodeoxycholic acid conjugated to the amino acid Tyrosine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Chenodeoxycholyltyrosine, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Chenodeoxycholyltyrosine appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(CCC(=O)NC(CC1=CC=C(O)C=C1)C(O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CCC12C	C33H49NO6	InChI=1S/C33H49NO6/c1-19(4-11-29(38)34-27(31(39)40)16-20-5-7-22(35)8-6-20)24-9-10-25-30-26(13-15-33(24,25)3)32(2)14-12-23(36)17-21(32)18-28(30)37/h5-8,19,21,23-28,30,35-37H,4,9-18H2,1-3H3,(H,34,38)(H,39,40)	GADRVMPNTDRMDU-UHFFFAOYSA-N	555.3559883			MMDBc0057243
BASm0034772	Chenodeoxycholylasparagine	Chenodeoxycholylasparagine belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Chenodeoxycholylasparagine consists of the bile acid chenodeoxycholic acid conjugated to the amino acid Asparagine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Chenodeoxycholylasparagine, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Chenodeoxycholylasparagine appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(CCC(=O)NC(CC(N)=O)C(O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CCC12C	C28H46N2O6	InChI=1S/C28H46N2O6/c1-15(4-7-24(34)30-21(26(35)36)14-23(29)33)18-5-6-19-25-20(9-11-28(18,19)3)27(2)10-8-17(31)12-16(27)13-22(25)32/h15-22,25,31-32H,4-14H2,1-3H3,(H2,29,33)(H,30,34)(H,35,36)	CHFOVLMTXSAFKC-UHFFFAOYSA-N	506.3355872			MMDBc0057244
BASm0034773	Chenodeoxycholyllysine	Chenodeoxycholyllysine belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Chenodeoxycholyllysine consists of the bile acid chenodeoxycholic acid conjugated to the amino acid Lysine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Chenodeoxycholyllysine, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Chenodeoxycholyllysine appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(CCC(=O)NC(CCCCN)C(O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CCC12C	C30H52N2O5	InChI=1S/C30H52N2O5/c1-18(7-10-26(35)32-24(28(36)37)6-4-5-15-31)21-8-9-22-27-23(12-14-30(21,22)3)29(2)13-11-20(33)16-19(29)17-25(27)34/h18-25,27,33-34H,4-17,31H2,1-3H3,(H,32,35)(H,36,37)	LJAIXMQYBNEUSB-UHFFFAOYSA-N	520.3876228			MMDBc0057245
BASm0034774	Chenodeoxycholylvaline	Chenodeoxycholylvaline belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Chenodeoxycholylvaline consists of the bile acid chenodeoxycholic acid conjugated to the amino acid Valine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Chenodeoxycholylvaline, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Chenodeoxycholylvaline appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(C)C(NC(=O)CCC(C)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CCC12C)C(O)=O	C29H49NO5	InChI=1S/C29H49NO5/c1-16(2)26(27(34)35)30-24(33)9-6-17(3)20-7-8-21-25-22(11-13-29(20,21)5)28(4)12-10-19(31)14-18(28)15-23(25)32/h16-23,25-26,31-32H,6-15H2,1-5H3,(H,30,33)(H,34,35)	DWKUILAFNXKAFN-UHFFFAOYSA-N	491.3610737			MMDBc0057246
BASm0034775	Chenodeoxycholylaspartic acid	Chenodeoxycholylaspartic acid belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Chenodeoxycholylaspartic acid consists of the bile acid chenodeoxycholic acid conjugated to the amino acid Aspartic acid conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Chenodeoxycholylaspartic acid, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Chenodeoxycholylaspartic acid appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(CCC(=O)NC(CC(O)=O)C(O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CCC12C	C28H45NO7	InChI=1S/C28H45NO7/c1-15(4-7-23(32)29-21(26(35)36)14-24(33)34)18-5-6-19-25-20(9-11-28(18,19)3)27(2)10-8-17(30)12-16(27)13-22(25)31/h15-22,25,30-31H,4-14H2,1-3H3,(H,29,32)(H,33,34)(H,35,36)	TZJSDNVVGFIRIY-UHFFFAOYSA-N	507.3196028			MMDBc0057247
BASm0034776	Chenodeoxycholylmethionine	Chenodeoxycholylmethionine belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Chenodeoxycholylmethionine consists of the bile acid chenodeoxycholic acid conjugated to the amino acid Methionine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Chenodeoxycholylmethionine, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Chenodeoxycholylmethionine appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CSCCC(NC(=O)CCC(C)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CCC12C)C(O)=O	C29H49NO5S	InChI=1S/C29H49NO5S/c1-17(5-8-25(33)30-23(27(34)35)11-14-36-4)20-6-7-21-26-22(10-13-29(20,21)3)28(2)12-9-19(31)15-18(28)16-24(26)32/h17-24,26,31-32H,5-16H2,1-4H3,(H,30,33)(H,34,35)	CDNGTOVFEUSMMG-UHFFFAOYSA-N	523.3331449			MMDBc0057248
BASm0034777	Chenodeoxycholylglutamic acid	Chenodeoxycholylglutamic acid belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Chenodeoxycholylglutamic acid consists of the bile acid chenodeoxycholic acid conjugated to the amino acid Glutamic acid conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Chenodeoxycholylglutamic acid, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Chenodeoxycholylglutamic acid appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(CCC(=O)NC(CCC(O)=O)C(O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CCC12C	C29H47NO7	InChI=1S/C29H47NO7/c1-16(4-8-24(33)30-22(27(36)37)7-9-25(34)35)19-5-6-20-26-21(11-13-29(19,20)3)28(2)12-10-18(31)14-17(28)15-23(26)32/h16-23,26,31-32H,4-15H2,1-3H3,(H,30,33)(H,34,35)(H,36,37)	MHOZNCAVRHAOKT-UHFFFAOYSA-N	521.3352529			MMDBc0057250
BASm0034778	Chenodeoxycholylglutamine	Chenodeoxycholylglutamine belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Chenodeoxycholylglutamine consists of the bile acid chenodeoxycholic acid conjugated to the amino acid Glutamine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Chenodeoxycholylglutamine, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Chenodeoxycholylglutamine appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(CCC(=O)NC(CCC(N)=O)C(O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CCC12C	C29H48N2O6	InChI=1S/C29H48N2O6/c1-16(4-9-25(35)31-22(27(36)37)7-8-24(30)34)19-5-6-20-26-21(11-13-29(19,20)3)28(2)12-10-18(32)14-17(28)15-23(26)33/h16-23,26,32-33H,4-15H2,1-3H3,(H2,30,34)(H,31,35)(H,36,37)	WKNSSWRPDRZCAQ-UHFFFAOYSA-N	520.3512373			MMDBc0057253
BASm0034779	Chenodeoxycholylhistidine	Chenodeoxycholylhistidine belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Chenodeoxycholylhistidine consists of the bile acid chenodeoxycholic acid conjugated to the amino acid Histidine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Chenodeoxycholylhistidine, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Chenodeoxycholylhistidine appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(CCC(=O)NC(CC1=CNC=N1)C(O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CCC12C	C30H47N3O5	InChI=1S/C30H47N3O5/c1-17(4-7-26(36)33-24(28(37)38)14-19-15-31-16-32-19)21-5-6-22-27-23(9-11-30(21,22)3)29(2)10-8-20(34)12-18(29)13-25(27)35/h15-18,20-25,27,34-35H,4-14H2,1-3H3,(H,31,32)(H,33,36)(H,37,38)	XTVWUFJAQMCVQZ-UHFFFAOYSA-N	529.3515716			MMDBc0057255
BASm0034780	Deoxycholylalanine	Deoxycholylalanine belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Deoxycholylalanine consists of the bile acid deoxycholic acid conjugated to the amino acid Alanine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Deoxycholylalanine, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Deoxycholylalanine appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(CCC(=O)NC(C)C(O)=O)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C	C27H45NO5	InChI=1S/C27H45NO5/c1-15(5-10-24(31)28-16(2)25(32)33)20-8-9-21-19-7-6-17-13-18(29)11-12-26(17,3)22(19)14-23(30)27(20,21)4/h15-23,29-30H,5-14H2,1-4H3,(H,28,31)(H,32,33)	UUMHESNLNMWIQK-UHFFFAOYSA-N	463.3297736			MMDBc0057257
BASm0034781	Deoxycholylphenylalanine	Deoxycholylphenylalanine is a bile acid derivative and belongs to the class of amino acid conjugates. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.			CC(CCC(=O)NC(CC1=CC=CC=C1)C(O)=O)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C	C33H49NO5	InChI=1S/C33H49NO5/c1-20(9-14-30(37)34-28(31(38)39)17-21-7-5-4-6-8-21)25-12-13-26-24-11-10-22-18-23(35)15-16-32(22,2)27(24)19-29(36)33(25,26)3/h4-8,20,22-29,35-36H,9-19H2,1-3H3,(H,34,37)(H,38,39)	RFRCQJKUNLZBAM-UHFFFAOYSA-N	539.3610737			MMDBc0057258
BASm0034782	Deoxycholylglycine	Deoxycholylglycine is a bile acid conjugate belonging to the class of amino acid conjugates. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential implications in health and disease.			CC(CCC(=O)NCC(O)=O)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C	C26H43NO5	InChI=1S/C26H43NO5/c1-15(4-9-23(30)27-14-24(31)32)19-7-8-20-18-6-5-16-12-17(28)10-11-25(16,2)21(18)13-22(29)26(19,20)3/h15-22,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32)	WVULKSPCQVQLCU-UHFFFAOYSA-N	449.3141235			MMDBc0057259
BASm0034783	Deoxycholyltryptophan	Deoxycholyltryptophan belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Deoxycholyltryptophan consists of the bile acid deoxycholic acid conjugated to the amino acid Tryptophan conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Deoxycholyltryptophan, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Deoxycholyltryptophan appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(CCC(=O)NC(CC1=CNC2=C1C=CC=C2)C(O)=O)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C	C35H50N2O5	InChI=1S/C35H50N2O5/c1-20(8-13-32(40)37-30(33(41)42)16-21-19-36-29-7-5-4-6-24(21)29)26-11-12-27-25-10-9-22-17-23(38)14-15-34(22,2)28(25)18-31(39)35(26,27)3/h4-7,19-20,22-23,25-28,30-31,36,38-39H,8-18H2,1-3H3,(H,37,40)(H,41,42)	LXYFNICVBDMTSH-UHFFFAOYSA-N	578.3719727			MMDBc0057262
BASm0034784	Deoxycholylarginine	Deoxycholylarginine belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Deoxycholylarginine consists of the bile acid deoxycholic acid conjugated to the amino acid Arginine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Deoxycholylarginine, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Deoxycholylarginine appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(CCC(=O)NC(CCCNC(N)=N)C(O)=O)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C	C30H52N4O5	InChI=1S/C30H52N4O5/c1-17(6-11-26(37)34-24(27(38)39)5-4-14-33-28(31)32)21-9-10-22-20-8-7-18-15-19(35)12-13-29(18,2)23(20)16-25(36)30(21,22)3/h17-25,35-36H,4-16H2,1-3H3,(H,34,37)(H,38,39)(H4,31,32,33)	ODCMYURABUZDRD-UHFFFAOYSA-N	548.3937708			MMDBc0057263
BASm0034785	Deoxycholyltyrosine	Deoxycholyltyrosine belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Deoxycholyltyrosine consists of the bile acid deoxycholic acid conjugated to the amino acid Tyrosine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Deoxycholyltyrosine, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Deoxycholyltyrosine appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(CCC(=O)NC(CC1=CC=C(O)C=C1)C(O)=O)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C	C33H49NO6	InChI=1S/C33H49NO6/c1-19(4-13-30(38)34-28(31(39)40)16-20-5-8-22(35)9-6-20)25-11-12-26-24-10-7-21-17-23(36)14-15-32(21,2)27(24)18-29(37)33(25,26)3/h5-6,8-9,19,21,23-29,35-37H,4,7,10-18H2,1-3H3,(H,34,38)(H,39,40)	NABZNAJLBCRTJM-UHFFFAOYSA-N	555.3559883			MMDBc0057265
BASm0034786	Deoxycholylasparagine	Deoxycholylasparagine belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Deoxycholylasparagine consists of the bile acid deoxycholic acid conjugated to the amino acid Asparagine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Deoxycholylasparagine, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Deoxycholylasparagine appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(CCC(=O)NC(CC(N)=O)C(O)=O)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C	C28H46N2O6	InChI=1S/C28H46N2O6/c1-15(4-9-25(34)30-22(26(35)36)14-24(29)33)19-7-8-20-18-6-5-16-12-17(31)10-11-27(16,2)21(18)13-23(32)28(19,20)3/h15-23,31-32H,4-14H2,1-3H3,(H2,29,33)(H,30,34)(H,35,36)	KRBJOAIDSTYRMG-UHFFFAOYSA-N	506.3355872			MMDBc0057266
BASm0034787	Deoxycholyllysine	Deoxycholyllysine belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Deoxycholyllysine consists of the bile acid deoxycholic acid conjugated to the amino acid Lysine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Deoxycholyllysine, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Deoxycholyllysine appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(CCC(=O)NC(CCCCN)C(O)=O)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C	C30H52N2O5	InChI=1S/C30H52N2O5/c1-18(7-12-27(35)32-25(28(36)37)6-4-5-15-31)22-10-11-23-21-9-8-19-16-20(33)13-14-29(19,2)24(21)17-26(34)30(22,23)3/h18-26,33-34H,4-17,31H2,1-3H3,(H,32,35)(H,36,37)	NQGPNQJTMGFHLB-UHFFFAOYSA-N	520.3876228			MMDBc0057267
BASm0034788	Deoxycholylvaline	Deoxycholylvaline belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Deoxycholylvaline consists of the bile acid deoxycholic acid conjugated to the amino acid Valine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Deoxycholylvaline, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Deoxycholylvaline appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(C)C(NC(=O)CCC(C)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C)C(O)=O	C29H49NO5	InChI=1S/C29H49NO5/c1-16(2)26(27(34)35)30-25(33)11-6-17(3)21-9-10-22-20-8-7-18-14-19(31)12-13-28(18,4)23(20)15-24(32)29(21,22)5/h16-24,26,31-32H,6-15H2,1-5H3,(H,30,33)(H,34,35)	RVPFAKQTPDHESL-UHFFFAOYSA-N	491.3610737			MMDBc0057268
BASm0034789	Deoxycholylmethionine	Deoxycholylmethionine belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Deoxycholylmethionine consists of the bile acid deoxycholic acid conjugated to the amino acid Methionine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Deoxycholylmethionine, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Deoxycholylmethionine appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC1=CCCC2(C)OC2C2OC(=O)C(=C)C2CC1	C15H20O3	InChI=1S/C15H20O3/c1-9-5-4-8-15(3)13(18-15)12-11(7-6-9)10(2)14(16)17-12/h5,11-13H,2,4,6-8H2,1,3H3	KTEXNACQROZXEV-UHFFFAOYSA-N	248.1412445			MMDBc0057269
BASm0034790	Deoxycholylglutamic acid	Deoxycholylglutamic acid belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Deoxycholylglutamic acid consists of the bile acid deoxycholic acid conjugated to the amino acid Glutamic acid conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Deoxycholylglutamic acid, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Deoxycholylglutamic acid appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(CCC(=O)NC(CCC(O)=O)C(O)=O)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C	C29H47NO7	InChI=1S/C29H47NO7/c1-16(4-10-25(33)30-23(27(36)37)9-11-26(34)35)20-7-8-21-19-6-5-17-14-18(31)12-13-28(17,2)22(19)15-24(32)29(20,21)3/h16-24,31-32H,4-15H2,1-3H3,(H,30,33)(H,34,35)(H,36,37)	ZDFLHZVTXWIGQV-UHFFFAOYSA-N	521.3352529			MMDBc0057271
BASm0034791	Deoxycholylglutamine	Deoxycholylglutamine belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Deoxycholylglutamine consists of the bile acid deoxycholic acid conjugated to the amino acid Glutamine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Deoxycholylglutamine, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Deoxycholylglutamine appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(CCC(=O)NC(CCC(N)=O)C(O)=O)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C	C29H48N2O6	InChI=1S/C29H48N2O6/c1-16(4-11-26(35)31-23(27(36)37)9-10-25(30)34)20-7-8-21-19-6-5-17-14-18(32)12-13-28(17,2)22(19)15-24(33)29(20,21)3/h16-24,32-33H,4-15H2,1-3H3,(H2,30,34)(H,31,35)(H,36,37)	FLXKZFGVFOVEJM-UHFFFAOYSA-N	520.3512373			MMDBc0057274
BASm0034792	Deoxycholylserine	Deoxycholylserine belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Deoxycholylserine consists of the bile acid deoxycholic acid conjugated to the amino acid Serine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Deoxycholylserine, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Deoxycholylserine appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(CCC(=O)NC(CO)C(O)=O)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C	C27H45NO6	InChI=1S/C27H45NO6/c1-15(4-9-24(32)28-22(14-29)25(33)34)19-7-8-20-18-6-5-16-12-17(30)10-11-26(16,2)21(18)13-23(31)27(19,20)3/h15-23,29-31H,4-14H2,1-3H3,(H,28,32)(H,33,34)	QZPAFDYRAFLSMC-UHFFFAOYSA-N	479.3246882			MMDBc0057275
BASm0034793	Deoxycholylhistidine	Deoxycholylhistidine belongs to a class of molecules known as bile acid-amino acid conjugates. These are bile acid conjugates that consist of a primary bile acid such as cholic acid, doxycholic acid and chenodeoxycholic acid, conjugated to an amino acid. Deoxycholylhistidine consists of the bile acid deoxycholic acid conjugated to the amino acid Histidine conjugated at the C24 acyl site.Bile acids play an important role in regulating various physiological systems, such as fat digestion, cholesterol metabolism, vitamin absorption, liver function, and enterohepatic circulation through their combined signaling, detergent, and antimicrobial mechanisms (PMID: 34127070). Bile acids also act as detergents in the gut and support the absorption of fats through the intestinal membrane. These same properties allow for the disruption of bacterial membranes, thereby allowing them to serve a bacteriocidal or bacteriostatic function. In humans (and other mammals) bile acids are normally conjugated with the amino acids glycine and taurine by the liver. This conjugation catalyzed by two liver enzymes, bile acid CoA ligase (BAL) and bile acid CoA: amino acid N-acyltransferase (BAT). Glycine and taurine bound BAs are also referred to as bile salts due to their decreased pKa and complete ionization resulting in these compounds being present as anions in vivo. Unlike glycine and taurine-conjugated bile acids, these recently discovered bile acids, such as Deoxycholylhistidine, are produced by the gut microbiota, making them secondary bile acids (PMID: 32103176) or microbially conjugated bile acids (MCBAs) (PMID: 34127070). Evidence suggests that these bile acid-amino acid conjugates are produced by microbes belonging to Clostridia species (PMID: 32103176). These unusual bile acid-amino acid conjugates are found in higher frequency in patients with inflammatory bowel disease (IBD), cystic fibrosis (CF) and in infants (PMID: 32103176). Deoxycholylhistidine appears to act as an agonist for the farnesoid X receptor (FXR) and it can also lead to reduced expression of bile acid synthesis genes (PMID: 32103176). It currently appears that microbially conjugated bile acids (MCBAs) or amino acid-bile acid conjugates are only conjugated to cholic acid, deoxycholic acid and chenodeoxycholic acid (PMID: 34127070). It has been estimated that if microbial conjugation of bile acids is very promiscuous and occurs for all potential oxidized, epimerized, and dehydroxylated states of each hydroxyl group present on cholic acid (C3, C7, C12) in addition to ring orientation, the total number of potential human bile acid conjugates could be over 2800 (PMID: 34127070).			CC(CCC(=O)NC(CC1=CNC=N1)C(O)=O)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C	C30H47N3O5	InChI=1S/C30H47N3O5/c1-17(4-9-27(36)33-25(28(37)38)13-19-15-31-16-32-19)22-7-8-23-21-6-5-18-12-20(34)10-11-29(18,2)24(21)14-26(35)30(22,23)3/h15-18,20-26,34-35H,4-14H2,1-3H3,(H,31,32)(H,33,36)(H,37,38)	HSUNTEFOMSKZCT-UHFFFAOYSA-N	529.3515716			MMDBc0057276
BASm0034929	2,3-Dihydroxybenzoic acid	2,3-Dihydroxybenzoic acid, also known as 2-pyrocatechuate or 3-hydroxysalicylate, belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups. 2,3-Dihydroxybenzoic acid is soluble (in water) and a moderately acidic compound (based on its pKa). 2,3-Dihydroxybenzoic acid may be a unique E.coli metabolite. 2,3-Dihydroxybenzoic acid participates in a number of enzymatic reactions. In particular, 2,3-Dihydroxybenzoic acid can be biosynthesized from (2S,3S)-2,3-dihydroxy-2,3-dihydrobenzoate; which is mediated by the enzyme oxidoreductase (enta). Furthermore, L-Serine and 2,3-dihydroxybenzoic acid can be converted into enterobactin; which is mediated by the enzyme enterobactin synthase. Furthermore, 2,3-Dihydroxybenzoic acid can be biosynthesized from (2S,3S)-2,3-dihydroxy-2,3-dihydrobenzoate; which is mediated by the enzyme 2,3-dihydro-2,3-dihydroxybenzoate dehydrogenase. Finally, 2,3-Dihydroxybenzoic acid can be converted into (2,3-dihydroxybenzoyl)adenylic acid and diphosphate; which is catalyzed by the enzyme 2,3-dihydroxybenzoate-AMP ligase.			OC(=O)C1=C([O-])C(O)=CC=C1	C7H5O4	InChI=1S/C7H6O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,8-9H,(H,10,11)/p-1	GLDQAMYCGOIJDV-UHFFFAOYSA-M	153.0193322	18026		
BASm0034930	2-methoxy-6-(all-trans-triprenyl)phenol					C23H34O2		CFTLDCKHIOBLKM-UHFFFAOYSA-N	342.2558803			
BASm0034931	Protein N(pi)-phospho-L-histidine					C7H11N4O5P		KVEICTUHCFHRCV-LURJTMIESA-N	262.0467065			
BASm0034932	Protein histidine					C7H10N4O2		MTIPZVNJLJYIDC-LURJTMIESA-N	182.0803756			
BASm0034933	cis-Vaccenic acid	cis-Vaccenic acid, also known as vaccenate or asclepic acid, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. cis-Vaccenic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. cis-Vaccenic acid is also a parent compound for other transformation products, including but not limited to, (11Z)-octadecenoyl-CoA, 1-oleoyl-2-(11Z)-octadecenoyl-sn-glycero-3-phosphate, and 1-(11Z-octadecenoyl)-2-(7Z,10Z,13Z,16Z,19Z-docosapentaenoyl)-sn-glycero-3-phosphocholine. cis-Vaccenic acid is an omega-7 fatty acid and the stereoisomer of vaccenic acid.			CCCCCC\C=C/CCCCCCCCCC(O)=O	C18H34O2	InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-8H,2-6,9-17H2,1H3,(H,19,20)/b8-7-	UWHZIFQPPBDJPM-FPLPWBNLSA-N	282.2558803	50464	HMDB0240219	
BASm0034934	Selenic acid	Selenate, also known as sodium selenate or [seo2(OH)2], belongs to the class of inorganic compounds known as non-metal selenates. These are inorganic non-metallic compounds containing a selenate as its largest oxoanion. Selenate has been primarily detected in urine. Selenate exists in all living organisms, ranging from bacteria to humans. Outside of the human body, selenate can be found in a number of food items such as turmeric, roman camomile, savoy cabbage, and other soy product. This makes selenate a potential biomarker for the consumption of these food products. Selenate is a potentially toxic compound.			O[Se](O)(=O)=O	H2O4Se	InChI=1S/H2O4Se/c1-5(2,3)4/h(H2,1,2,3,4)	QYHFIVBSNOWOCQ-UHFFFAOYSA-N	145.9118304	18170	HMDB0060694	
BASm0034937	cis,cis-3,6-Dodecadienoyl-CoA	cis,cis-3,6-Dodecadienoyl-CoA is an intermediate in Fatty acid metabolism. cis,cis-3,6-Dodecadienoyl-CoA is produced from trans,cis-Lauro-2,6-dienoyl-CoA via the enzyme dodecenoyl-CoA delta-isomerase (EC 5.3.3.8).			CCCCC\C=C/C\C=C/CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C33H54N7O17P3S	InChI=1S/C33H54N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-24(42)61-17-16-35-23(41)14-15-36-31(45)28(44)33(2,3)19-54-60(51,52)57-59(49,50)53-18-22-27(56-58(46,47)48)26(43)32(55-22)40-21-39-25-29(34)37-20-38-30(25)40/h8-9,11-12,20-22,26-28,32,43-44H,4-7,10,13-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48)/b9-8-,12-11-/t22-,26-,27-,28?,32-/m1/s1	KEPSPLQXVPROMK-GXFXHJQUSA-N	945.2509736	28002	HMDB0003952	
BASm0034938	Acceptor									15339		
BASm0034939	Thioredoxin											
BASm0034940	α-D-Mannose 6-phosphate	Alpha-d-mannose 6-phosphate, also known as α-D-mannose 6-phosphoric acid or (6P)Mana, is classified as a hexose phosphate. A hexose phosphate are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups. Alpha-d-mannose 6-phosphate is considered a soluble (in water) and acidic compound.			O[C@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H]1O	C6H13O9P	InChI=1S/C6H13O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5+,6+/m1/s1	NBSCHQHZLSJFNQ-PQMKYFCFSA-N	260.0297185	43896		
BASm0034941	keto-L-rhamnulose	keto-L-rhamnulose belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. keto-L-rhamnulose is soluble (in water) and a very weakly acidic compound (based on its pKa).			CC(O)C(O)C(O)C(=O)CO	C6H12O5	InChI=1S/C6H12O5/c1-3(8)5(10)6(11)4(9)2-7/h3,5-8,10-11H,2H2,1H3	QZNPNKJXABGCRC-UHFFFAOYSA-N	164.0684735			
BASm0034942	Topaquinone	Topaquinone (TPQ), is the quinone of 2,4,5-trihydroxyphenylalanine. TPQ is the cofactor in most copper-containing amine oxidases. It is produced by post-translational modification of a strictly conserved active-site tyrosine residue with the participation of the copper ion at the active site. Once formed, TPQ acts as a switch between the heterolytic transformation of amine substrates to aldehydes, via a pyridoxal phosphate-like Schiff base complex, and one electron chemistry involving reduction of molecular oxygen (PMID: 12686122).			N[C@@H](CC1=CC(=O)C(=O)C=C1O)C(O)=O	C9H9NO5	InChI=1S/C9H9NO5/c10-5(9(14)15)1-4-2-7(12)8(13)3-6(4)11/h2-3,5,11H,1,10H2,(H,14,15)/t5-/m0/s1	YWRFBISQAMHSIX-YFKPBYRVSA-N	211.0480724	36076	HMDB0011639	
BASm0034943	Chitobiose	Chitobiose, also known as CBS or chitodextrin, belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group. Chitobiose is soluble (in water) and a weakly acidic compound (based on its pKa). Chitobiose has been found in human testicle tissue. Within the cell, chitobiose is primarily located in the cytoplasm. In humans, chitobiose is involved in the amino sugar metabolism pathway. Chitobiose is also involved in several metabolic disorders, some of which include the tay-sachs disease pathway, the sialuria or french type sialuria pathway, the g(m2)-gangliosidosis: variant b, tay-sachs disease pathway, and the salla disease/infantile sialic Acid storage disease pathway. Chitobiose is a dimer of beta-1,4-linked glucosamine units. There is ambiguity as to which structure the name refers, owing to the method by which it was first isolated.			CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(O)=O)[C@@H]1O	C15H26N2O12	InChI=1S/C15H26N2O12/c1-4(20)16-7-11(23)12(6(3-19)27-13(7)24)29-14-8(17-15(25)26)10(22)9(21)5(2-18)28-14/h5-14,17-19,21-24H,2-3H2,1H3,(H,16,20)(H,25,26)/t5-,6-,7-,8-,9-,10-,11-,12-,13-,14+/m1/s1	HSRZMOSQMYFZBL-CGKOVJDHSA-N	426.1485743		HMDB0003556	
BASm0034944	[PTS enzyme I]-L-histidine				CCCCCC\C=C/CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OCC(O)COP(O)(=O)OC[C@@H](COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C78H144O17P2	InChI=1S/C78H144O17P2/c1-5-9-13-17-18-19-20-21-22-23-26-33-45-55-77(82)94-73(62-88-75(80)53-43-35-28-31-41-51-70-58-67(70)48-38-15-11-7-3)64-92-96(84,85)90-60-72(79)61-91-97(86,87)93-65-74(63-89-76(81)54-44-36-29-32-42-52-71-59-68(71)49-39-16-12-8-4)95-78(83)56-46-34-27-24-25-30-40-50-69-57-66(69)47-37-14-10-6-2/h19-20,66-74,79H,5-18,21-65H2,1-4H3,(H,84,85)(H,86,87)/b20-19-/t66?,67?,68?,69?,70?,71?,72?,73-,74-/m1/s1	IFYVKANERVUNAS-ZPSYBMBSSA-N	1414.987876			
BASm0034945	[PTS enzyme I]-Nπ-phospho-L-histidine				CCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OCC(O)COP(O)(=O)OC[C@@H](COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C75H140O17P2	InChI=1S/C75H140O17P2/c1-5-9-13-17-19-21-23-25-27-29-31-37-47-55-74(79)91-70(61-85-72(77)53-45-39-33-35-43-51-67-57-65(67)49-41-15-11-7-3)63-89-93(81,82)87-59-69(76)60-88-94(83,84)90-64-71(92-75(80)56-48-38-32-30-28-26-24-22-20-18-14-10-6-2)62-86-73(78)54-46-40-34-36-44-52-68-58-66(68)50-42-16-12-8-4/h21,23,65-71,76H,5-20,22,24-64H2,1-4H3,(H,81,82)(H,83,84)/b23-21-/t65?,66?,67?,68?,69?,70-,71-/m1/s1	FREOXEVGHOSQNM-RESKFLEXSA-N	1374.956576	64837		
BASm0034946	UDP-4-deoxy-4-formamido-β-L-arabinopyranose	UDP-4-Deoxy-4-formamido-beta-L-arabinose, also known as UDP-beta-L-ara4fn or UDP-4-deoxy-4-formamido-β-L-arabinopyranose, belongs to the class of organic compounds known as pyrimidine ribonucleoside diphosphates. These are pyrimidine ribonucleotides with diphosphate group linked to the ribose moiety. UDP-4-Deoxy-4-formamido-beta-L-arabinose is soluble (in water) and a moderately acidic compound (based on its pKa). UDP-4-Deoxy-4-formamido-beta-L-arabinose may be a unique E.coli metabolite.			[H][C@]1(COP(O)(=O)OP(O)(=O)O[C@@]2([H])OC[C@]([H])(N=CO)[C@]([H])(O)[C@@]2([H])O)O[C@@]([H])(N2C=CC(O)=NC2=O)[C@]([H])(O)[C@]1([H])O	C15H23N3O16P2	InChI=1S/C15H23N3O16P2/c19-5-16-6-3-30-14(12(24)9(6)21)33-36(28,29)34-35(26,27)31-4-7-10(22)11(23)13(32-7)18-2-1-8(20)17-15(18)25/h1-2,5-7,9-14,21-24H,3-4H2,(H,16,19)(H,26,27)(H,28,29)(H,17,20,25)/t6-,7+,9-,10+,11+,12+,13+,14+/m0/s1	QGYFHZBDXXNYAX-RTXATJJPSA-N	563.0553547	47027		
BASm0034947	Diphosphoric acid				OP(O)(=O)OP(O)(O)=O	H4O7P2	InChI=1S/H4O7P2/c1-8(2,3)7-9(4,5)6/h(H2,1,2,3)(H2,4,5,6)	XPPKVPWEQAFLFU-UHFFFAOYSA-N	177.9432255	29888		
BASm0034948	Glycerophosphoglycerol	Glycerophosphoglycerol, also known as diglycerol phosphate, belongs to the class of organic compounds known as glycerophosphoglycerols. These are glycerophosphoglycerols are lipids that contain two glycerol moieties that are linked to each other through the only phosphate group. Glycerophosphoglycerol is soluble (in water) and a moderately acidic compound (based on its pKa). Glycerophosphoglycerol may be a unique E.coli metabolite.			OCC(O)COP([O-])(=O)OCC(O)CO	C6H14O8P	InChI=1S/C6H15O8P/c7-1-5(9)3-13-15(11,12)14-4-6(10)2-8/h5-10H,1-4H2,(H,11,12)/p-1	LLCSXHMJULHSJN-UHFFFAOYSA-M	245.0426289	5457		
BASm0034949	dipyrromethane	3-{2-[4-(2-carboxy-ethyl)-3-carboxymethyl-5H-pyrrol-2-ylmethyl]-4-carboxymethyl-5-methyl-2H-pyrrol-3-yl}-propionate, also known as dipyrromethane cofactor, belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. 3-{2-[4-(2-carboxy-ethyl)-3-carboxymethyl-5H-pyrrol-2-ylmethyl]-4-carboxymethyl-5-methyl-2H-pyrrol-3-yl}-propionate is considered to be a practically insoluble (in water) and relatively neutral molecule.			CC1=NC(CC2=NCC(CCC([O-])=O)=C2CC([O-])=O)C(CCC([O-])=O)=C1CC([O-])=O	C20H20N2O8	InChI=1S/C20H24N2O8/c1-10-13(6-19(27)28)12(3-5-18(25)26)16(22-10)8-15-14(7-20(29)30)11(9-21-15)2-4-17(23)24/h16H,2-9H2,1H3,(H,23,24)(H,25,26)(H,27,28)(H,29,30)/p-4	PIVMSLFNTMAVDI-UHFFFAOYSA-J	416.1241599			
BASm0034950	2-methoxy-6-(all-trans-tetraprenyl)phenol					C24H34O2		NEWVUTKMZSSDPD-RFRQLJORSA-N	354.2558803			
BASm0034951	1,2-Ethanediamine	Microbial agent used in cane-sugar and beet-sugar mills 1,2-Ethanediamine belongs to the family of Polyamines. These are compounds containing more than one amine group.			NCCN	C2H8N2	InChI=1S/C2H8N2/c3-1-2-4/h1-4H2	PIICEJLVQHRZGT-UHFFFAOYSA-N	60.06874827	30347	HMDB0031225	
BASm0034952	tetra-μ3-sulfido-tetrairon					Fe4H12S4		PTTXNOSMDBWCQD-UHFFFAOYSA-R	363.719735	49883		
BASm0034953	Ureidoacrylate				[H]\C(NC(O)=N)=C(/[H])C(O)=O	C4H6N2O3	InChI=1S/C4H6N2O3/c5-4(9)6-2-1-3(7)8/h1-2H,(H,7,8)(H3,5,6,9)/b2-1-	JDSSVQWHYUVDDF-UPHRSURJSA-N	130.0378421			
BASm0034954	Acetyl-lactose					C14H24O12		RDKDZVKTUNMUMT-BHVWUGLYSA-N	384.1267762			
BASm0034955	UDP-ManNAcA	CHEBI:58268 belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. CHEBI:58268 is soluble (in water) and a moderately acidic compound (based on its pKa).			[H][C@]1(COP(O)(=O)OP(O)(=O)O[C@]2([H])O[C@]([H])(C([O-])=O)[C@@]([H])(O)[C@]([H])(O)[C@]2([H])N=C(C)[O-])O[C@@]([H])(N2C=CC([O-])=NC2=O)[C@]([H])(O)[C@]1([H])O	C17H22N3O18P2	InChI=1S/C17H25N3O18P2/c1-5(21)18-8-10(24)11(25)13(15(27)28)36-16(8)37-40(32,33)38-39(30,31)34-4-6-9(23)12(26)14(35-6)20-3-2-7(22)19-17(20)29/h2-3,6,8-14,16,23-26H,4H2,1H3,(H,18,21)(H,27,28)(H,30,31)(H,32,33)(H,19,22,29)/p-3/t6-,8+,9-,10-,11+,12-,13+,14-,16+/m1/s1	DZOGQXKQLXAPND-GWOJABOKSA-K	618.0373589			
BASm0034956	2-Hexaprenyl-6-methoxy-1,4-benzoquinol	2-Hexaprenyl-6-methoxy-1,4-benzoquinol is an ubiquinone derivative that is an intermediate in ubiquinone-6 biosynthesis. Ubiquinone (also known as coenzyme Q) is an isoprenoid quinone that functions as an electron carrier in membranes. In eukaryotes ubiquinone is found mostly within the inner mitochondrial membrane, where it functions in respiratory electron transport, transferring two electrons from either complex I (NADH dehydrogenase) or complex II (succinate-ubiquinone reductase) to complex III (bc1 complex). The quinone nucleus of ubiquinone is derived directly from 4-hydroxybenzoate , while the isoprenoid subunits of the polyisoprenoid tail are synthesized via the methylerythritol phosphate pathway , which feeds isoprene units into the Polyprenyl Biosynthesis pathways. The number of isoprenoid subunits in the ubiquinone side chain vary in different species. For example, Saccharomyces cerevisiae subsp (S288c) has 6 such subunits, Escherichia coli K-12 has 8, rat and mouse have 9, and Homo sapiens has 10. The ubiquinones are often named according to the number of carbons in the side chain or the number of isoprenoid subunits. The ubiquinone biosynthesis pathway has been elucidated primarily by the use of mutant strains that accumulate pathway intermediates. 2-Hexaprenyl-6-methoxy-1,4-benzoquinol is a substrate for 2-hexaprenyl-6-methoxy-1,4-benzoquinol methyltransferase (COQ5) and can be generated from the enzymatic oxidation of 2-hexaprenyl-6-methoxyphenol. It is then methylated enzymatically into 2-hexaprenyl-3-methyl-6-methoxy-1,4-benzoquinol.			COC1=CC(O)=CC(C\C=C(\C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(\C)CCC=C(C)C)=C1O	C37H56O3	InChI=1S/C37H56O3/c1-28(2)14-9-15-29(3)16-10-17-30(4)18-11-19-31(5)20-12-21-32(6)22-13-23-33(7)24-25-34-26-35(38)27-36(40-8)37(34)39/h14,16,18,20,22,24,26-27,38-39H,9-13,15,17,19,21,23,25H2,1-8H3/b29-16-,30-18+,31-20+,32-22+,33-24-	ZAGWHOPYPMUKOK-CGIMVRETSA-N	548.4229457		HMDB0012148	
BASm0034957	Crotonoyl-CoA	Crotonoyl-CoA is an important component in several metabolic pathways, notably fatty acid and amino acid metabolism. It is the substrate of a group of enzymes acyl-Coenzyme A oxidases 1, 2, 3 (E.C.: 1.3.3.6) corresponding to palmitoyl, branched chain, and pristanoyl, respectively, in the peroxisomal fatty acid beta-oxidation, producing hydrogen peroxide. Abnormality of this group of enzymes is linked to coma, dehydration, diabetes, fatty liver, hyperinsulinemia, hyperlipidemia, and leukodystrophy. It is also a substrate of a group of enzymes called acyl-Coenzyme A dehydrogenase (E.C.:1.3.99-, including 1.3.99.2, 1.3.99.3) in the metabolism of fatty acids or branched chain amino acids in the mitochondria (Rozen et al., 1994). Acyl-Coenzyme A dehydrogenase (1.3.99.3) has shown to contribute to kidney-associated diseases, such as adrenogential syndrome, kidney failure, kidney tubular necrosis, homocystinuria, as well as other diseases including cretinism, encephalopathy, hypoglycemia, medium chain acyl-CoA dehydrogenase deficiency. The gene (ACADS) also plays a role in theta oscillation during sleep. In addition, crotonoyl-CoA is the substrate of enoyl coenzyme A hydratase (E.C.4.2.1.17) in the mitochondria during lysine degradation and tryptophan metabolism, benzoate degradation via CoA ligation; in contrast it is the product of this enzyme in the butanoate metabolism. Moreover, it is produced from multiple enzymes in the butanoate metabolism pathway, including 3-Hydroxybutyryl-CoA dehydratase (E.C.:4.2.1.55), glutaconyl-CoA decarboxylase (E.C.: 4.1.1.70), vinylacetyl-CoA &#916;-isomerase (E.C.: 5.3.3.3), and trans-2-enoyl-CoA reductase (NAD+) (E.C.: 1.3.1.44). In lysine degradation and tryptophan metabolism, crotonoyl CoA is produced by glutaryl-Coenzyme A dehydrogenase (E.C.:1.3.99.7) lysine and tryptophan metabolic pathway. This enzyme is linked to type-1glutaric aciduria, metabolic diseases, movement disorders, myelinopathy, and nervous system diseases.			[H]\C(C)=C(\[H])C(=O)SCCN=C(O)CCN=C(O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O	C25H40N7O17P3S	InChI=1S/C25H40N7O17P3S/c1-4-5-16(34)53-9-8-27-15(33)6-7-28-23(37)20(36)25(2,3)11-46-52(43,44)49-51(41,42)45-10-14-19(48-50(38,39)40)18(35)24(47-14)32-13-31-17-21(26)29-12-30-22(17)32/h4-5,12-14,18-20,24,35-36H,6-11H2,1-3H3,(H,27,33)(H,28,37)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/b5-4+/t14-,18-,19-,20+,24-/m1/s1	KFWWCMJSYSSPSK-PAXLJYGASA-N	835.1414231	15473	HMDB0002009	
BASm0034958	3-Hydroxyhexanoyl-CoA	(S)-Hydroxyhexanoyl-CoA is an intermediate in fatty acid metabolism, being the substrate of the enzymes beta-hydroxyacyl-CoA dehydrogenase (EC 1.1.1.211) and 3-hydroxyacyl-CoA dehydrogenase (EC 1.1.1.35). (S)-Hydroxyhexanoyl-CoA is also an intermediate in fatty acid elongation in mitochondria, the substrate of the enzymes enoyl-CoA hydratase (EC 4.2.1.17) and long-chain-enoyl-CoA hydratase (EC 4.2.1.74) (KEGG).			CCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C27H46N7O18P3S	InChI=1S/C27H46N7O18P3S/c1-4-5-15(35)10-18(37)56-9-8-29-17(36)6-7-30-25(40)22(39)27(2,3)12-49-55(46,47)52-54(44,45)48-11-16-21(51-53(41,42)43)20(38)26(50-16)34-14-33-19-23(28)31-13-32-24(19)34/h13-16,20-22,26,35,38-39H,4-12H2,1-3H3,(H,29,36)(H,30,40)(H,44,45)(H,46,47)(H2,28,31,32)(H2,41,42,43)/t15-,16+,20+,21+,22-,26+/m0/s1	VAAHKRMGOFIORX-IKTBLOROSA-N	881.1832898	28276	HMDB0003942	
BASm0034959	LysoPA(18:1(9Z)/0:0)	LPA(18:1(9Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(18:1(9Z)/0:0), in particular, consists of one 9Z-octadecenoyl chain. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.			CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)COP(O)(O)=O	C21H41O7P	InChI=1S/C21H41O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h9-10,20,22H,2-8,11-19H2,1H3,(H2,24,25,26)/b10-9-	WRGQSWVCFNIUNZ-KTKRTIGZSA-N	436.2589907	62837	HMDB0007855	
BASm0034960	PGP(18:1(9Z)/19:0cycw7)	[(2S)-3-({[(2R)-2-{[10-(2-hexylcyclopropyl)decanoyl]oxy}-3-[(9Z)-octadec-9-enoyloxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(18:1(9Z)/19:0cycv8c) has the chemical formula C43H82O13P2, and an average molecular weight of 869.064. PGP(18:1(9Z)/19:0cycv8c) is involved in a couple of pathways, which are Phospholipid Biosynthesis CL(18:1(9Z)/19:0cycv8c/17:0cycw7c/17:0cycw7c) Pathway and Phospholipid Biosynthesis CL(18:1(9Z)/19:0cycv8c/14:0/18:1(9Z)) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C43H82O13P2	InChI=1S/C43H82O13P2/c1-3-5-7-9-10-11-12-13-14-15-16-17-20-23-27-31-42(45)52-36-41(37-55-58(50,51)54-35-40(44)34-53-57(47,48)49)56-43(46)32-28-24-21-18-19-22-26-30-39-33-38(39)29-25-8-6-4-2/h13-14,38-41,44H,3-12,15-37H2,1-2H3,(H,50,51)(H2,47,48,49)/b14-13-/t38?,39?,40-,41+/m0/s1	PQCPABPCGWXFSZ-SURQDNLTSA-N	868.5230667	37393		
BASm0034961	CL(18:1(9Z)/18:1(9Z)/18:1(9Z)/19:0cycw7)	CL(18:1(9Z)/18:1(9Z)/18:1(9Z)/19:0cycw7) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(18:1(9Z)/18:1(9Z)/18:1(9Z)/19:0cycw7), in particular, consists of one chain of oleic acid at the C-1 position, one chain of oleic acid at the C-2 position, one chain of oleic acid at the C-3 position, and one chain of lactobacillic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C82H152O17P2	InChI=1S/C82H152O17P2/c1-5-9-13-17-20-23-26-29-32-35-38-41-46-51-57-63-79(84)92-70-77(98-81(86)65-59-53-48-43-40-37-34-31-28-25-22-19-15-11-7-3)72-96-100(88,89)94-68-76(83)69-95-101(90,91)97-73-78(71-93-80(85)64-58-52-47-42-39-36-33-30-27-24-21-18-14-10-6-2)99-82(87)66-60-54-49-44-45-50-56-62-75-67-74(75)61-55-16-12-8-4/h29-34,74-78,83H,5-28,35-73H2,1-4H3,(H,88,89)(H,90,91)/b32-29-,33-30-,34-31-/t74?,75?,76-,77+,78+/m0/s1	LCERFFNCMGFKCQ-MDNDBOAKSA-N	1471.050477	28494		
BASm0034962	9,10-Methylenetetradecanoyl-CoA	9,10-Methylenetetradecanoyl-CoA belongs to the class of organic compounds known as long-chain fatty acyl CoAs. These are acyl CoAs where the group acylated to the coenzyme A moiety is a long aliphatic chain of 13 to 21 carbon atoms. 9,10-Methylenetetradecanoyl-CoA is considered to be a practically insoluble (in water) and relatively neutral molecule. 9,10-Methylenetetradecanoyl-CoA is a cyclopropane fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 9,10-methylenetetradecanoic acid.			CCCC[C@@H]1C[C@@H]1CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C36H62N7O17P3S	InChI=1S/C36H62N7O17P3S/c1-4-5-11-23-18-24(23)12-9-7-6-8-10-13-27(45)64-17-16-38-26(44)14-15-39-34(48)31(47)36(2,3)20-57-63(54,55)60-62(52,53)56-19-25-30(59-61(49,50)51)29(46)35(58-25)43-22-42-28-32(37)40-21-41-33(28)43/h21-25,29-31,35,46-47H,4-20H2,1-3H3,(H,38,44)(H,39,48)(H,52,53)(H,54,55)(H2,37,40,41)(H2,49,50,51)/t23-,24+,25-,29-,30-,31+,35-/m1/s1	OESFBYDFPLOQJI-QWYBMTEGSA-N	989.3135757			
BASm0034963	PA(14:0/15:0cycw5)	PA(14:0/15:0cycw5) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/15:0cycw5), in particular, consists of one chain of myristic acid at the C-1 position and one chain of 9,10-methylenetetradecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCC1CC1CCCC	C32H61O8P	InChI=1S/C32H61O8P/c1-3-5-7-8-9-10-11-12-13-16-19-23-31(33)38-26-30(27-39-41(35,36)37)40-32(34)24-20-17-14-15-18-22-29-25-28(29)21-6-4-2/h28-30H,3-27H2,1-2H3,(H2,35,36,37)/t28?,29?,30-/m1/s1	WAEPVJJVJGUSGH-QGVFFIPKSA-N	604.4104059	16337		
BASm0034964	PGP(14:0/17:0cycw7)	[(2S)-3-({[(2R)-2-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-(tetradecanoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(14:0/17:0cycw7c) has the chemical formula C37H72O13P2, and an average molecular weight of 786.918. PGP(14:0/17:0cycw7c) is involved in a couple of pathways, which are Phospholipid Biosynthesis CL(19:0cycv8c/17:0cycw7c/14:0/17:0cycw7c) Pathway and Phospholipid Biosynthesis CL(18:1(9Z)/14:0/17:0cycw7c/14:0) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C37H72O13P2	InChI=1S/C37H72O13P2/c1-3-5-7-9-10-11-12-13-14-17-21-25-36(39)46-30-35(31-49-52(44,45)48-29-34(38)28-47-51(41,42)43)50-37(40)26-22-18-15-16-20-24-33-27-32(33)23-19-8-6-4-2/h32-35,38H,3-31H2,1-2H3,(H,44,45)(H2,41,42,43)/t32?,33?,34-,35+/m0/s1	ODDDJYDQTIQYJL-ZZFZTORUSA-N	786.4448164	37393		
BASm0034965	PGP(17:0cycw7/14:0)	[(2S)-3-({[(2R)-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-2-(tetradecanoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(17:0Cycw7c/14:0) has the chemical formula C37H72O13P2, and an average molecular weight of 786.918. PGP(17:0Cycw7c/14:0) is involved in the Phospholipid Biosynthesis CL(18:1(9Z)/14:0/17:0cycw7c/14:0) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC	C37H72O13P2	InChI=1S/C37H72O13P2/c1-3-5-7-9-10-11-12-13-14-17-22-26-37(40)50-35(31-49-52(44,45)48-29-34(38)28-47-51(41,42)43)30-46-36(39)25-21-18-15-16-20-24-33-27-32(33)23-19-8-6-4-2/h32-35,38H,3-31H2,1-2H3,(H,44,45)(H2,41,42,43)/t32?,33?,34-,35+/m0/s1	RLKZVQNDMZXYET-ZZFZTORUSA-N	786.4448164	37393		
BASm0034966	CL(14:0/16:0/14:0/14:0)	[3-({[(2R)-2,3-bis(tetradecanoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy][(2R)-2-(hexadecanoyloxy)-3-(tetradecanoyloxy)propoxy]phosphinic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. CL(14:0/16:0/14:0/14:0) has the chemical formula C67H130O17P2, and an average molecular weight of 1269.6864. CL(14:0/16:0/14:0/14:0) is involved in the Phospholipid Biosynthesis CL(14:0/16:0/14:0/14:0) Pathway.			[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C67H130O17P2	InChI=1S/C67H130O17P2/c1-5-9-13-17-21-25-29-30-34-38-42-46-50-54-67(72)84-63(58-78-65(70)52-48-44-40-36-32-27-23-19-15-11-7-3)60-82-86(75,76)80-56-61(68)55-79-85(73,74)81-59-62(83-66(71)53-49-45-41-37-33-28-24-20-16-12-8-4)57-77-64(69)51-47-43-39-35-31-26-22-18-14-10-6-2/h61-63,68H,5-60H2,1-4H3,(H,73,74)(H,75,76)/t61-,62-,63-/m1/s1	JEVMVVXJKZWMOZ-PCIYNCTBSA-N	1268.878327	28494		
BASm0034967	PGP(14:0/19:0cycw7)	[(2S)-3-({[(2R)-2-{[10-(2-hexylcyclopropyl)decanoyl]oxy}-3-(tetradecanoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(14:0/19:0cycv8c) has the chemical formula C39H76O13P2, and an average molecular weight of 814.972. PGP(14:0/19:0cycv8c) is involved in the Phospholipid Biosynthesis CL(16:0/16:0/14:0/19:0cycv8c) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C39H76O13P2	InChI=1S/C39H76O13P2/c1-3-5-7-9-10-11-12-13-16-19-23-27-38(41)48-32-37(33-51-54(46,47)50-31-36(40)30-49-53(43,44)45)52-39(42)28-24-20-17-14-15-18-22-26-35-29-34(35)25-21-8-6-4-2/h34-37,40H,3-33H2,1-2H3,(H,46,47)(H2,43,44,45)/t34?,35?,36-,37+/m0/s1	DVFUPXPLPDTGBU-IUMVPMKHSA-N	814.4761165	37393		
BASm0034968	PGP(19:0cycw7/14:0)	[(2S)-3-({[(2R)-3-{[10-(2-hexylcyclopropyl)decanoyl]oxy}-2-(tetradecanoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(19:0Cycv8c/14:0) has the chemical formula C39H76O13P2, and an average molecular weight of 814.972. PGP(19:0Cycv8c/14:0) is involved in the Phospholipid Biosynthesis CL(17:0cycw7c/19:0cycv8c/19:0cycv8c/14:0) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC	C39H76O13P2	InChI=1S/C39H76O13P2/c1-3-5-7-9-10-11-12-13-16-20-24-28-39(42)52-37(33-51-54(46,47)50-31-36(40)30-49-53(43,44)45)32-48-38(41)27-23-19-17-14-15-18-22-26-35-29-34(35)25-21-8-6-4-2/h34-37,40H,3-33H2,1-2H3,(H,46,47)(H2,43,44,45)/t34?,35?,36-,37+/m0/s1	MKUCBLIMWJZMBF-IUMVPMKHSA-N	814.4761165	37393		
BASm0034969	11,12-Methyleneoctadecanoyl-CoA	11,12-Methyleneoctadecanoyl-CoA belongs to the class of organic compounds known as long-chain fatty acyl CoAs. These are acyl CoAs where the group acylated to the coenzyme A moiety is a long aliphatic chain of 13 to 21 carbon atoms. 11,12-Methyleneoctadecanoyl-CoA is considered to be a practically insoluble (in water) and relatively neutral molecule. 11,12-Methyleneoctadecanoyl-CoA is a cyclopropane fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of lactobacillic acid.			CCCCCC[C@@H]1C[C@@H]1CCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C40H70N7O17P3S	InChI=1S/C40H70N7O17P3S/c1-4-5-6-12-15-27-22-28(27)16-13-10-8-7-9-11-14-17-31(49)68-21-20-42-30(48)18-19-43-38(52)35(51)40(2,3)24-61-67(58,59)64-66(56,57)60-23-29-34(63-65(53,54)55)33(50)39(62-29)47-26-46-32-36(41)44-25-45-37(32)47/h25-29,33-35,39,50-51H,4-24H2,1-3H3,(H,42,48)(H,43,52)(H,56,57)(H,58,59)(H2,41,44,45)(H2,53,54,55)/t27-,28+,29-,33-,34-,35+,39-/m1/s1	VDYGDLAYZYHVKO-DSFVHUGQSA-N	1045.376176			
BASm0034970	PA(14:0/19:0cycw7)	PA(14:0/19:0cycw7) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/19:0cycw7), in particular, consists of one chain of myristic acid at the C-1 position and one chain of lactobacillic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCC1CC1CCCCCC	C36H69O8P	InChI=1S/C36H69O8P/c1-3-5-7-9-10-11-12-13-16-19-23-27-35(37)42-30-34(31-43-45(39,40)41)44-36(38)28-24-20-17-14-15-18-22-26-33-29-32(33)25-21-8-6-4-2/h32-34H,3-31H2,1-2H3,(H2,39,40,41)/t32?,33?,34-/m1/s1	CIAGEOGSMOIZCD-NGYOKKRJSA-N	660.4730062	16337		
BASm0034971	LysoPA(15:0cycw5/0:0)	LPA(15:0cycw5/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common. LPA(15:0cycw5/0:0), in particular, consists of one chain of 9,10-methylenetetradecanoic acid at the C-1 position. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.			CCCCC1CC1CCCCCCCC(=O)OCC(O)COP(O)(O)=O	C18H35O7P	InChI=1S/C18H35O7P/c1-2-3-9-15-12-16(15)10-7-5-4-6-8-11-18(20)24-13-17(19)14-25-26(21,22)23/h15-17,19H,2-14H2,1H3,(H2,21,22,23)	MMKGPHVKZFVYHL-UHFFFAOYSA-N	394.2120405	16975		
BASm0034972	PA(15:0cycw5/14:0)	PA(15:0cycw5/14:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0cycw5/14:0), in particular, consists of one chain of 9,10-methylenetetradecanoic acid at the C-1 position and one chain of myristic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCC	C32H61O8P	InChI=1S/C32H61O8P/c1-3-5-7-8-9-10-11-12-13-16-20-24-32(34)40-30(27-39-41(35,36)37)26-38-31(33)23-19-17-14-15-18-22-29-25-28(29)21-6-4-2/h28-30H,3-27H2,1-2H3,(H2,35,36,37)/t28?,29?,30-/m1/s1	KJRULGMYXCFCOM-QGVFFIPKSA-N	604.4104059	16337		
BASm0034973	PGP(17:0cycw7/17:0cycw7)	[(2S)-3-({[(2R)-2,3-bis({[8-(2-hexylcyclopropyl)octanoyl]oxy})propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(17:0Cycw7c/17:0cycw7c) has the chemical formula C40H76O13P2, and an average molecular weight of 826.983. PGP(17:0Cycw7c/17:0cycw7c) is involved in the Phospholipid Biosynthesis CL(15:0cyclo/15:0cyclo/17:0cycw7c/17:0cycw7c) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C40H76O13P2	InChI=1S/C40H76O13P2/c1-3-5-7-15-21-33-27-35(33)23-17-11-9-13-19-25-39(42)49-31-38(32-52-55(47,48)51-30-37(41)29-50-54(44,45)46)53-40(43)26-20-14-10-12-18-24-36-28-34(36)22-16-8-6-4-2/h33-38,41H,3-32H2,1-2H3,(H,47,48)(H2,44,45,46)/t33?,34?,35?,36?,37-,38+/m0/s1	ZROIMDOMPPDWMB-GWHWHECRSA-N	826.4761165	37393		
BASm0034974	PGP(19:0cycw7/19:0cycw7)	[(2S)-3-({[(2R)-2,3-bis({[10-(2-hexylcyclopropyl)decanoyl]oxy})propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(19:0Cycv8c/19:0cycv8c) has the chemical formula C44H84O13P2, and an average molecular weight of 883.091. PGP(19:0Cycv8c/19:0cycv8c) is involved in the Phospholipid Biosynthesis CL(18:1(9Z)/15:0cyclo/19:0cycv8c/19:0cycv8c) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C44H84O13P2	InChI=1S/C44H84O13P2/c1-3-5-7-19-25-37-31-39(37)27-21-15-11-9-13-17-23-29-43(46)53-35-42(36-56-59(51,52)55-34-41(45)33-54-58(48,49)50)57-44(47)30-24-18-14-10-12-16-22-28-40-32-38(40)26-20-8-6-4-2/h37-42,45H,3-36H2,1-2H3,(H,51,52)(H2,48,49,50)/t37?,38?,39?,40?,41-,42+/m0/s1	YPYGMEOBLOGWTD-HBLNEQHKSA-N	882.5387168	37393		
BASm0034975	PA(15:0cycw5/15:0cycw5)	PA(15:0cycw5/15:0cycw5) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0cycw5/15:0cycw5), in particular, consists of one chain of 9,10-methylenetetradecanoic acid at the C-1 position and one chain of 9,10-methylenetetradecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(O)=O)OC(=O)CCCCCCCC1CC1CCCC	C33H61O8P	InChI=1S/C33H61O8P/c1-3-5-17-27-23-29(27)19-13-9-7-11-15-21-32(34)39-25-31(26-40-42(36,37)38)41-33(35)22-16-12-8-10-14-20-30-24-28(30)18-6-4-2/h27-31H,3-26H2,1-2H3,(H2,36,37,38)/t27?,28?,29?,30?,31-/m1/s1	NVXJEJRSOJJFBM-SHPRSFKHSA-N	616.4104059	16337		
BASm0034976	CDP-DG(15:0cycw5/18:1(9Z))	CDP-DG(15:0cycw5/18:1(9Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(15:0cycw5/18:1(9Z)), in particular, consists of one chain of 9,10-methylenetetradecanoic acid at the C-1 position and one chain of oleic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C45H79N3O15P2	InChI=1S/C45H79N3O15P2/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-20-24-28-41(50)61-37(32-58-40(49)27-23-21-18-19-22-26-36-31-35(36)25-6-4-2)33-59-64(54,55)63-65(56,57)60-34-38-42(51)43(52)44(62-38)48-30-29-39(46)47-45(48)53/h12-13,29-30,35-38,42-44,51-52H,3-11,14-28,31-34H2,1-2H3,(H,54,55)(H,56,57)(H2,46,47,53)/b13-12-/t35?,36?,37-,38-,42+,43?,44-/m1/s1	GKNSHAQWWOUYIH-KXLWLIFZSA-N	963.4986429	17962		
BASm0034977	PGP(15:0cycw5/18:1(9Z))	PGP(15:0cycw5/18:1(9Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(15:0cycw5/18:1(9Z)), in particular, consists of one chain of 9,10-methylenetetradecanoic acid at the C-1 position and one chain of oleic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C39H74O13P2	InChI=1S/C39H74O13P2/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-20-24-28-39(42)52-37(33-51-54(46,47)50-31-36(40)30-49-53(43,44)45)32-48-38(41)27-23-21-18-19-22-26-35-29-34(35)25-6-4-2/h12-13,34-37,40H,3-11,14-33H2,1-2H3,(H,46,47)(H2,43,44,45)/b13-12-/t34?,35?,36-,37+/m0/s1	DNGIGLRFGPIIKJ-VQFCGIHASA-N	812.4604664	37393		
BASm0034978	PGP(15:0cycw5/19:0cycw7)	[(2S)-3-({[(2R)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-{[10-(2-hexylcyclopropyl)decanoyl]oxy}propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(15:0Cyclo/19:0cycv8c) has the chemical formula C40H76O13P2, and an average molecular weight of 826.983. PGP(15:0Cyclo/19:0cycv8c) is involved in the Phospholipid Biosynthesis CL(15:0cyclo/15:0cyclo/15:0cyclo/19:0cycv8c) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C40H76O13P2	InChI=1S/C40H76O13P2/c1-3-5-7-16-22-35-28-36(35)24-17-12-9-8-10-14-20-26-40(43)53-38(32-52-55(47,48)51-30-37(41)29-50-54(44,45)46)31-49-39(42)25-19-15-11-13-18-23-34-27-33(34)21-6-4-2/h33-38,41H,3-32H2,1-2H3,(H,47,48)(H2,44,45,46)/t33?,34?,35?,36?,37-,38+/m0/s1	KPBARYCBNDDAHF-GWHWHECRSA-N	826.4761165	37393		
BASm0034979	PGP(16:0/17:0cycw7)	[(2S)-3-({[(2R)-3-(hexadecanoyloxy)-2-{[8-(2-hexylcyclopropyl)octanoyl]oxy}propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(16:0/17:0cycw7c) has the chemical formula C39H76O13P2, and an average molecular weight of 814.972. PGP(16:0/17:0cycw7c) is involved in the Phospholipid Biosynthesis CL(18:1(9Z)/16:0/16:0/17:0cycw7c) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C39H76O13P2	InChI=1S/C39H76O13P2/c1-3-5-7-9-10-11-12-13-14-15-16-19-23-27-38(41)48-32-37(33-51-54(46,47)50-31-36(40)30-49-53(43,44)45)52-39(42)28-24-20-17-18-22-26-35-29-34(35)25-21-8-6-4-2/h34-37,40H,3-33H2,1-2H3,(H,46,47)(H2,43,44,45)/t34?,35?,36-,37+/m0/s1	ABQVPGZAKWNALN-IUMVPMKHSA-N	814.4761165	37393		
BASm0034980	PGP(16:0/19:0cycw7)	PGP(16:0/19:0cycw7) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(16:0/19:0cycw7), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of lactobacillic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C41H80O13P2	InChI=1S/C41H80O13P2/c1-3-5-7-9-10-11-12-13-14-15-18-21-25-29-40(43)50-34-39(35-53-56(48,49)52-33-38(42)32-51-55(45,46)47)54-41(44)30-26-22-19-16-17-20-24-28-37-31-36(37)27-23-8-6-4-2/h36-39,42H,3-35H2,1-2H3,(H,48,49)(H2,45,46,47)/t36?,37?,38-,39+/m0/s1	ZQYJXBCTIVPVPI-NIJRPICPSA-N	842.5074166	37393		
BASm0034981	PGP(16:1(9Z)/17:0cycw7)	[(2S)-3-({[(2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-{[8-(2-hexylcyclopropyl)octanoyl]oxy}propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(16:1(9Z)/17:0cycw7c) has the chemical formula C39H74O13P2, and an average molecular weight of 812.956. PGP(16:1(9Z)/17:0cycw7c) is involved in the Phospholipid Biosynthesis CL(16:1(9Z)/17:0cycw7c/14:0/17:0cycw7c) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C39H74O13P2	InChI=1S/C39H74O13P2/c1-3-5-7-9-10-11-12-13-14-15-16-19-23-27-38(41)48-32-37(33-51-54(46,47)50-31-36(40)30-49-53(43,44)45)52-39(42)28-24-20-17-18-22-26-35-29-34(35)25-21-8-6-4-2/h11-12,34-37,40H,3-10,13-33H2,1-2H3,(H,46,47)(H2,43,44,45)/b12-11-/t34?,35?,36-,37+/m0/s1	WVWIAPDLFVTOEI-GIBPPOJLSA-N	812.4604664	37393		
BASm0034982	PGP(16:1(9Z)/19:0cycw7)	[(2S)-3-({[(2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-{[10-(2-hexylcyclopropyl)decanoyl]oxy}propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(16:1(9Z)/19:0cycv8c) has the chemical formula C41H78O13P2, and an average molecular weight of 841.01. PGP(16:1(9Z)/19:0cycv8c) is involved in the Phospholipid Biosynthesis CL(16:1(9Z)/19:0cycv8c/16:1(9Z)/19:0cycv8c) 2 Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C41H78O13P2	InChI=1S/C41H78O13P2/c1-3-5-7-9-10-11-12-13-14-15-18-21-25-29-40(43)50-34-39(35-53-56(48,49)52-33-38(42)32-51-55(45,46)47)54-41(44)30-26-22-19-16-17-20-24-28-37-31-36(37)27-23-8-6-4-2/h11-12,36-39,42H,3-10,13-35H2,1-2H3,(H,48,49)(H2,45,46,47)/b12-11-/t36?,37?,38-,39+/m0/s1	FKZJCKZPWFNILS-OWIVCOGVSA-N	840.4917666	37393		
BASm0034983	PGP(17:0cycw7/16:0)	[(2S)-3-({[(2R)-2-(hexadecanoyloxy)-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(17:0Cycw7c/16:0) has the chemical formula C39H76O13P2, and an average molecular weight of 814.972. PGP(17:0Cycw7c/16:0) is involved in the Phospholipid Biosynthesis CL(15:0cyclo/16:0/17:0cycw7c/16:0) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C39H76O13P2	InChI=1S/C39H76O13P2/c1-3-5-7-9-10-11-12-13-14-15-16-19-24-28-39(42)52-37(33-51-54(46,47)50-31-36(40)30-49-53(43,44)45)32-48-38(41)27-23-20-17-18-22-26-35-29-34(35)25-21-8-6-4-2/h34-37,40H,3-33H2,1-2H3,(H,46,47)(H2,43,44,45)/t34?,35?,36-,37+/m0/s1	MZHMGVCBLVJLJM-IUMVPMKHSA-N	814.4761165	37393		
BASm0034984	PGP(17:0cycw7/16:1(9Z))	[(2S)-3-({[(2R)-2-[(9Z)-hexadec-9-enoyloxy]-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(17:0Cycw7c/16:1(9Z)) has the chemical formula C39H74O13P2, and an average molecular weight of 812.956. PGP(17:0Cycw7c/16:1(9Z)) is involved in the Phospholipid Biosynthesis CL(16:0/16:0/17:0cycw7c/16:1(9Z)) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C39H74O13P2	InChI=1S/C39H74O13P2/c1-3-5-7-9-10-11-12-13-14-15-16-19-24-28-39(42)52-37(33-51-54(46,47)50-31-36(40)30-49-53(43,44)45)32-48-38(41)27-23-20-17-18-22-26-35-29-34(35)25-21-8-6-4-2/h11-12,34-37,40H,3-10,13-33H2,1-2H3,(H,46,47)(H2,43,44,45)/b12-11-/t34?,35?,36-,37+/m0/s1	CBRAARCYPATVPD-GIBPPOJLSA-N	812.4604664	37393		
BASm0034985	PGP(17:0cycw7/18:1(9Z))	[(2S)-3-({[(2R)-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-2-[(9Z)-octadec-9-enoyloxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(17:0Cycw7c/18:1(9Z)) has the chemical formula C41H78O13P2, and an average molecular weight of 841.01. PGP(17:0Cycw7c/18:1(9Z)) is involved in the Phospholipid Biosynthesis CL(16:0/18:1(9Z)/18:1(9Z)/17:0cycw7c) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C41H78O13P2	InChI=1S/C41H78O13P2/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-21-26-30-41(44)54-39(35-53-56(48,49)52-33-38(42)32-51-55(45,46)47)34-50-40(43)29-25-22-19-20-24-28-37-31-36(37)27-23-8-6-4-2/h13-14,36-39,42H,3-12,15-35H2,1-2H3,(H,48,49)(H2,45,46,47)/b14-13-/t36?,37?,38-,39+/m0/s1	YUIGFSAQADJGFZ-PKPGROLCSA-N	840.4917666	37393		
BASm0034986	PGP(17:0cycw7/19:0cycw7)	[(2S)-3-({[(2R)-2-{[10-(2-hexylcyclopropyl)decanoyl]oxy}-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(17:0Cycw7c/19:0cycv8c) has the chemical formula C42H80O13P2, and an average molecular weight of 855.037. PGP(17:0Cycw7c/19:0cycv8c) is involved in the Phospholipid Biosynthesis CL(19:0cycv8c/17:0cycw7c/17:0cycw7c/19:0cycv8c) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C42H80O13P2	InChI=1S/C42H80O13P2/c1-3-5-7-17-23-35-29-37(35)25-19-13-10-9-11-15-22-28-42(45)55-40(34-54-57(49,50)53-32-39(43)31-52-56(46,47)48)33-51-41(44)27-21-16-12-14-20-26-38-30-36(38)24-18-8-6-4-2/h35-40,43H,3-34H2,1-2H3,(H,49,50)(H2,46,47,48)/t35?,36?,37?,38?,39-,40+/m0/s1	IOQCYOCDLMYJIX-ZKSHJAJDSA-N	854.5074166	37393		
BASm0034987	PGP(18:1(9Z)/15:0cycw5)	[(2S)-3-({[(2R)-2-{[8-(2-butylcyclopropyl)octanoyl]oxy}-3-[(9Z)-octadec-9-enoyloxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(18:1(9Z)/15:0cyclo) has the chemical formula C39H74O13P2, and an average molecular weight of 812.956. PGP(18:1(9Z)/15:0cyclo) is involved in the Phospholipid Biosynthesis CL(18:1(9Z)/15:0cyclo/18:1(9Z)/15:0cyclo) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C39H74O13P2	InChI=1S/C39H74O13P2/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-20-23-27-38(41)48-32-37(33-51-54(46,47)50-31-36(40)30-49-53(43,44)45)52-39(42)28-24-21-18-19-22-26-35-29-34(35)25-6-4-2/h12-13,34-37,40H,3-11,14-33H2,1-2H3,(H,46,47)(H2,43,44,45)/b13-12-/t34?,35?,36-,37+/m0/s1	JTXJEUCMFKYUGV-VQFCGIHASA-N	812.4604664	37393		
BASm0034988	PG(18:1(9Z)/15:0cycw5)	(2-{[8-(2-butylcyclopropyl)octanoyl]oxy}-3-[(9Z)-octadec-9-enoyloxy]propoxy)(2,3-dihydroxypropoxy)phosphinic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PG(18:1(9Z)/15:0CYCLO) has the chemical formula C39H73O10P, and an average molecular weight of 732.977. PG(18:1(9Z)/15:0CYCLO) is involved in the Phospholipid Biosynthesis CL(18:1(9Z)/15:0cyclo/18:1(9Z)/15:0cyclo) Pathway.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C39H73O10P	InChI=1S/C39H73O10P/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-20-23-27-38(42)46-32-37(33-48-50(44,45)47-31-36(41)30-40)49-39(43)28-24-21-18-19-22-26-35-29-34(35)25-6-4-2/h12-13,34-37,40-41H,3-11,14-33H2,1-2H3,(H,44,45)/b13-12-/t34?,35?,36-,37+/m0/s1	FEONBQDSVWFKFM-VQFCGIHASA-N	732.4941355	17517		
BASm0034989	PGP(18:1(9Z)/17:0cycw7)	[(2S)-3-({[(2R)-2-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-[(9Z)-octadec-9-enoyloxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(18:1(9Z)/17:0cycw7c) has the chemical formula C41H78O13P2, and an average molecular weight of 841.01. PGP(18:1(9Z)/17:0cycw7c) is involved in the Phospholipid Biosynthesis CL(16:0/18:1(9Z)/18:1(9Z)/17:0cycw7c) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C41H78O13P2	InChI=1S/C41H78O13P2/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-21-25-29-40(43)50-34-39(35-53-56(48,49)52-33-38(42)32-51-55(45,46)47)54-41(44)30-26-22-19-20-24-28-37-31-36(37)27-23-8-6-4-2/h13-14,36-39,42H,3-12,15-35H2,1-2H3,(H,48,49)(H2,45,46,47)/b14-13-/t36?,37?,38-,39+/m0/s1	FPHSANILJGHQEE-PKPGROLCSA-N	840.4917666	37393		
BASm0034990	PGP(19:0cycw7/15:0cycw5)	[(2S)-3-({[(2R)-2-{[8-(2-butylcyclopropyl)octanoyl]oxy}-3-{[10-(2-hexylcyclopropyl)decanoyl]oxy}propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(19:0Cycv8c/15:0cyclo) has the chemical formula C40H76O13P2, and an average molecular weight of 826.983. PGP(19:0Cycv8c/15:0cyclo) is involved in few pathways, which are Phospholipid Biosynthesis CL(19:0cycv8c/15:0cyclo/17:0cycw7c/17:0cycw7c) Pathway, Phospholipid Biosynthesis CL(19:0cycv8c/15:0cyclo/19:0cycv8c/14:0) Pathway, and Phospholipid Biosynthesis CL(19:0cycv8c/15:0cyclo/19:0cycv8c/16:0) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C40H76O13P2	InChI=1S/C40H76O13P2/c1-3-5-7-16-22-35-28-36(35)24-17-12-9-8-10-14-19-25-39(42)49-31-38(32-52-55(47,48)51-30-37(41)29-50-54(44,45)46)53-40(43)26-20-15-11-13-18-23-34-27-33(34)21-6-4-2/h33-38,41H,3-32H2,1-2H3,(H,47,48)(H2,44,45,46)/t33?,34?,35?,36?,37-,38+/m0/s1	DRXVTMZGGLEFQP-GWHWHECRSA-N	826.4761165	37393		
BASm0034991	PGP(19:0cycw7/16:0)	[(2S)-3-({[(2R)-2-(hexadecanoyloxy)-3-{[10-(2-hexylcyclopropyl)decanoyl]oxy}propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(19:0Cycv8c/16:0) has the chemical formula C41H80O13P2, and an average molecular weight of 843.026. PGP(19:0Cycv8c/16:0) is involved in few pathways, which are Phospholipid Biosynthesis CL(19:0cycv8c/16:0/14:0/16:0) Pathway, Phospholipid Biosynthesis CL(19:0cycv8c/16:0/17:0cycw7c/19:0cycv8c) Pathway, Phospholipid Biosynthesis CL(19:0cycv8c/16:0/19:0cycv8c/16:1(9Z)) Pathway, and Phospholipid Biosynthesis CL(19:0cycv8c/16:0/19:0cycv8c/17:0cycw7c) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C41H80O13P2	InChI=1S/C41H80O13P2/c1-3-5-7-9-10-11-12-13-14-15-18-22-26-30-41(44)54-39(35-53-56(48,49)52-33-38(42)32-51-55(45,46)47)34-50-40(43)29-25-21-19-16-17-20-24-28-37-31-36(37)27-23-8-6-4-2/h36-39,42H,3-35H2,1-2H3,(H,48,49)(H2,45,46,47)/t36?,37?,38-,39+/m0/s1	LZSCMRONPGOGNR-NIJRPICPSA-N	842.5074166	37393		
BASm0034992	PG(19:0cycw7/16:0)	(2,3-Dihydroxypropoxy)[2-(hexadecanoyloxy)-3-{[10-(2-hexylcyclopropyl)decanoyl]oxy}propoxy]phosphinic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PG(19:0CYCV8C/16:0) has the chemical formula C41H79O10P, and an average molecular weight of 763.047. PG(19:0CYCV8C/16:0) is involved in few pathways, which are Phospholipid Biosynthesis CL(19:0cycv8c/16:0/14:0/16:0) Pathway, Phospholipid Biosynthesis CL(19:0cycv8c/16:0/17:0cycw7c/19:0cycv8c) Pathway, Phospholipid Biosynthesis CL(19:0cycv8c/16:0/19:0cycv8c/16:1(9Z)) Pathway, and Phospholipid Biosynthesis CL(19:0cycv8c/16:0/19:0cycv8c/17:0cycw7c) Pathway.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C41H79O10P	InChI=1S/C41H79O10P/c1-3-5-7-9-10-11-12-13-14-15-18-22-26-30-41(45)51-39(35-50-52(46,47)49-33-38(43)32-42)34-48-40(44)29-25-21-19-16-17-20-24-28-37-31-36(37)27-23-8-6-4-2/h36-39,42-43H,3-35H2,1-2H3,(H,46,47)/t36?,37?,38-,39+/m0/s1	SYMYCCLTXCJNQV-NIJRPICPSA-N	762.5410857	17517		
BASm0034993	PGP(19:0cycw7/16:1(9Z))	[(2S)-3-({[(2R)-2-[(9Z)-hexadec-9-enoyloxy]-3-{[10-(2-hexylcyclopropyl)decanoyl]oxy}propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(19:0Cycv8c/16:1(9Z)) has the chemical formula C41H78O13P2, and an average molecular weight of 841.01. PGP(19:0Cycv8c/16:1(9Z)) is involved in a couple of pathways, which are Phospholipid Biosynthesis CL(19:0cycv8c/16:1(9Z)/17:0cycw7c/19:0cycv8c) Pathway and Phospholipid Biosynthesis CL(19:0cycv8c/16:1(9Z)/17:0cycw7c/16:1(9Z)) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C41H78O13P2	InChI=1S/C41H78O13P2/c1-3-5-7-9-10-11-12-13-14-15-18-22-26-30-41(44)54-39(35-53-56(48,49)52-33-38(42)32-51-55(45,46)47)34-50-40(43)29-25-21-19-16-17-20-24-28-37-31-36(37)27-23-8-6-4-2/h11-12,36-39,42H,3-10,13-35H2,1-2H3,(H,48,49)(H2,45,46,47)/b12-11-/t36?,37?,38-,39+/m0/s1	ULDJVLUNOGMRDU-OWIVCOGVSA-N	840.4917666	37393		
BASm0034994	PGP(19:0cycw7/17:0cycw7)	[(2S)-3-({[(2R)-3-{[10-(2-hexylcyclopropyl)decanoyl]oxy}-2-{[8-(2-hexylcyclopropyl)octanoyl]oxy}propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(19:0Cycv8c/17:0cycw7c) has the chemical formula C42H80O13P2, and an average molecular weight of 855.037. PGP(19:0Cycv8c/17:0cycw7c) is involved in the Phospholipid Biosynthesis CL(19:0cycv8c/17:0cycw7c/17:0cycw7c/19:0cycv8c) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C42H80O13P2	InChI=1S/C42H80O13P2/c1-3-5-7-17-23-35-29-37(35)25-19-13-10-9-11-15-21-27-41(44)51-33-40(34-54-57(49,50)53-32-39(43)31-52-56(46,47)48)55-42(45)28-22-16-12-14-20-26-38-30-36(38)24-18-8-6-4-2/h35-40,43H,3-34H2,1-2H3,(H,49,50)(H2,46,47,48)/t35?,36?,37?,38?,39-,40+/m0/s1	YIDRTAMIEAJFOF-ZKSHJAJDSA-N	854.5074166	37393		
BASm0034995	PGP(19:0cycw7/18:1(9Z))	[(2S)-3-({[(2R)-3-{[10-(2-hexylcyclopropyl)decanoyl]oxy}-2-[(9Z)-octadec-9-enoyloxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(19:0Cycv8c/18:1(9Z)) has the chemical formula C43H82O13P2, and an average molecular weight of 869.064. PGP(19:0Cycv8c/18:1(9Z)) is involved in a couple of pathways, which are Phospholipid Biosynthesis CL(19:0cycv8c/18:1(9Z)/17:0cycw7c/17:0cycw7c) Pathway and Phospholipid Biosynthesis CL(19:0cycv8c/18:1(9Z)/14:0/18:1(9Z)) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C43H82O13P2	InChI=1S/C43H82O13P2/c1-3-5-7-9-10-11-12-13-14-15-16-17-20-24-28-32-43(46)56-41(37-55-58(50,51)54-35-40(44)34-53-57(47,48)49)36-52-42(45)31-27-23-21-18-19-22-26-30-39-33-38(39)29-25-8-6-4-2/h13-14,38-41,44H,3-12,15-37H2,1-2H3,(H,50,51)(H2,47,48,49)/b14-13-/t38?,39?,40-,41+/m0/s1	DYQYEICZGKIDND-SURQDNLTSA-N	868.5230667	37393		
BASm0034996	PA(15:0cycw5/16:0)	PA(15:0cycw5/16:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0cycw5/16:0), in particular, consists of one chain of 9,10-methylenetetradecanoic acid at the C-1 position and one chain of palmitic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC	C34H65O8P	InChI=1S/C34H65O8P/c1-3-5-7-8-9-10-11-12-13-14-15-18-22-26-34(36)42-32(29-41-43(37,38)39)28-40-33(35)25-21-19-16-17-20-24-31-27-30(31)23-6-4-2/h30-32H,3-29H2,1-2H3,(H2,37,38,39)/t30?,31?,32-/m1/s1	UCTBBVPBMYHWHW-DQZOQLMQSA-N	632.4417061	16337		
BASm0034997	PGP(14:0/15:0cycw5)	[(2S)-3-({[(2R)-2-{[8-(2-butylcyclopropyl)octanoyl]oxy}-3-(tetradecanoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(14:0/15:0cyclo) has the chemical formula C35H68O13P2, and an average molecular weight of 758.864. PGP(14:0/15:0cyclo) is involved in the Phospholipid Biosynthesis CL(15:0cyclo/14:0/18:1(9Z)/18:1(9Z)) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C35H68O13P2	InChI=1S/C35H68O13P2/c1-3-5-7-8-9-10-11-12-13-16-19-23-34(37)44-28-33(29-47-50(42,43)46-27-32(36)26-45-49(39,40)41)48-35(38)24-20-17-14-15-18-22-31-25-30(31)21-6-4-2/h30-33,36H,3-29H2,1-2H3,(H,42,43)(H2,39,40,41)/t30?,31?,32-,33+/m0/s1	UTJRQEOBYGCJIK-WBJUMYHASA-N	758.4135162	37393		
BASm0034998	PG(15:0cycw5/16:0)	(3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-(hexadecanoyloxy)propoxy)(2,3-dihydroxypropoxy)phosphinic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PG(15:0CYCLO/16:0) has the chemical formula C37H71O10P, and an average molecular weight of 706.939. PG(15:0CYCLO/16:0) is involved in the Phospholipid Biosynthesis CL(15:0cyclo/16:0/14:0/15:0cyclo) Pathway.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCC	C37H71O10P	InChI=1S/C37H71O10P/c1-3-5-7-8-9-10-11-12-13-14-15-18-22-26-37(41)47-35(31-46-48(42,43)45-29-34(39)28-38)30-44-36(40)25-21-19-16-17-20-24-33-27-32(33)23-6-4-2/h32-35,38-39H,3-31H2,1-2H3,(H,42,43)/t32?,33?,34-,35+/m0/s1	HOTXRZHWAKBPHX-ZZFZTORUSA-N	706.4784855	17517		
BASm0034999	PGP(15:0cycw5/14:0)	[(2S)-3-({[(2R)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-(tetradecanoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(15:0Cyclo/14:0) has the chemical formula C35H68O13P2, and an average molecular weight of 758.864. PGP(15:0Cyclo/14:0) is involved in the Phospholipid Biosynthesis CL(15:0cyclo/14:0/18:1(9Z)/18:1(9Z)) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCC	C35H68O13P2	InChI=1S/C35H68O13P2/c1-3-5-7-8-9-10-11-12-13-16-20-24-35(38)48-33(29-47-50(42,43)46-27-32(36)26-45-49(39,40)41)28-44-34(37)23-19-17-14-15-18-22-31-25-30(31)21-6-4-2/h30-33,36H,3-29H2,1-2H3,(H,42,43)(H2,39,40,41)/t30?,31?,32-,33+/m0/s1	WVQGTOSUIQVRDT-WBJUMYHASA-N	758.4135162	37393		
BASm0035000	CDP-DG(15:0cycw5/16:1(9Z))	CDP-DG(15:0cycw5/16:1(9Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(15:0cycw5/16:1(9Z)), in particular, consists of one chain of 9,10-methylenetetradecanoic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCC	C43H75N3O15P2	InChI=1S/C43H75N3O15P2/c1-3-5-7-8-9-10-11-12-13-14-15-18-22-26-39(48)59-35(30-56-38(47)25-21-19-16-17-20-24-34-29-33(34)23-6-4-2)31-57-62(52,53)61-63(54,55)58-32-36-40(49)41(50)42(60-36)46-28-27-37(44)45-43(46)51/h10-11,27-28,33-36,40-42,49-50H,3-9,12-26,29-32H2,1-2H3,(H,52,53)(H,54,55)(H2,44,45,51)/b11-10-/t33?,34?,35-,36-,40+,41?,42-/m1/s1	LDVCQLGLCYNXHR-BTOUTPBHSA-N	935.4673427	17962		
BASm0035001	PGP(15:0cycw5/16:1(9Z))	PGP(15:0cycw5/16:1(9Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(15:0cycw5/16:1(9Z)), in particular, consists of one chain of 9,10-methylenetetradecanoic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C37H70O13P2	InChI=1S/C37H70O13P2/c1-3-5-7-8-9-10-11-12-13-14-15-18-22-26-37(40)50-35(31-49-52(44,45)48-29-34(38)28-47-51(41,42)43)30-46-36(39)25-21-19-16-17-20-24-33-27-32(33)23-6-4-2/h10-11,32-35,38H,3-9,12-31H2,1-2H3,(H,44,45)(H2,41,42,43)/b11-10-/t32?,33?,34-,35+/m0/s1	GNCGBYBEAZWLIQ-GLVUACBBSA-N	784.4291663	37393		
BASm0035002	PG(15:0cycw5/16:1(9Z))	PG(15:0cycw5/16:1(9Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(15:0cycw5/16:1(9Z)), in particular, consists of one chain of 9,10-methylenetetradecanoic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C37H69O10P	InChI=1S/C37H69O10P/c1-3-5-7-8-9-10-11-12-13-14-15-18-22-26-37(41)47-35(31-46-48(42,43)45-29-34(39)28-38)30-44-36(40)25-21-19-16-17-20-24-33-27-32(33)23-6-4-2/h10-11,32-35,38-39H,3-9,12-31H2,1-2H3,(H,42,43)/b11-10-/t32?,33?,34-,35+/m0/s1	PWGPGUIGTCQDTC-GLVUACBBSA-N	704.4628354	17517		
BASm0035003	PGP(15:0cycw5/17:0cycw7)	[(2S)-3-({[(2R)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-{[8-(2-hexylcyclopropyl)octanoyl]oxy}propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(15:0Cyclo/17:0cycw7c) has the chemical formula C38H72O13P2, and an average molecular weight of 798.929. PGP(15:0Cyclo/17:0cycw7c) is involved in the Phospholipid Biosynthesis CL(15:0cyclo/19:0cycv8c/17:0cycw7c/15:0cyclo) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C38H72O13P2	InChI=1S/C38H72O13P2/c1-3-5-7-14-20-33-26-34(33)22-16-11-9-13-18-24-38(41)51-36(30-50-53(45,46)49-28-35(39)27-48-52(42,43)44)29-47-37(40)23-17-12-8-10-15-21-32-25-31(32)19-6-4-2/h31-36,39H,3-30H2,1-2H3,(H,45,46)(H2,42,43,44)/t31?,32?,33?,34?,35-,36+/m0/s1	PZEOLUITSWNUHI-CWMDRTTDSA-N	798.4448164	37393		
BASm0035004	PG(15:0cycw5/17:0cycw7)	(3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-{[8-(2-hexylcyclopropyl)octanoyl]oxy}propoxy)(2,3-dihydroxypropoxy)phosphinic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PG(15:0CYCLO/17:0CYCW7C) has the chemical formula C38H71O10P, and an average molecular weight of 718.95. PG(15:0CYCLO/17:0CYCW7C) is involved in the Phospholipid Biosynthesis CL(15:0cyclo/19:0cycv8c/17:0cycw7c/15:0cyclo) Pathway.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C38H71O10P	InChI=1S/C38H71O10P/c1-3-5-7-14-20-33-26-34(33)22-16-11-9-13-18-24-38(42)48-36(30-47-49(43,44)46-28-35(40)27-39)29-45-37(41)23-17-12-8-10-15-21-32-25-31(32)19-6-4-2/h31-36,39-40H,3-30H2,1-2H3,(H,43,44)/t31?,32?,33?,34?,35-,36+/m0/s1	TYQRZDKNPKEQQF-CWMDRTTDSA-N	718.4784855	17517		
BASm0035005	PG(16:0/16:0)	PG(16:0/16:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/16:0), in particular, consists of two hexadecanoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C38H75O10P	InChI=1S/C38H75O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-37(41)45-33-36(34-47-49(43,44)46-32-35(40)31-39)48-38(42)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h35-36,39-40H,3-34H2,1-2H3,(H,43,44)/t35-,36+/m0/s1	BIABMEZBCHDPBV-MPQUPPDSSA-N	722.5097856	73205	HMDB0010570	
BASm0035006	PGP(17:0cycw7/15:0cycw5)	PGP(17:0cycw7/15:0cycw5) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(17:0cycw7/15:0cycw5), in particular, consists of one chain of 9,10-methylenehexadecanoic acid at the C-1 position and one chain of 9,10-methylenetetradecanoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C38H72O13P2	InChI=1S/C38H72O13P2/c1-3-5-7-14-20-33-26-34(33)22-16-10-8-12-17-23-37(40)47-29-36(30-50-53(45,46)49-28-35(39)27-48-52(42,43)44)51-38(41)24-18-13-9-11-15-21-32-25-31(32)19-6-4-2/h31-36,39H,3-30H2,1-2H3,(H,45,46)(H2,42,43,44)/t31?,32?,33?,34?,35-,36+/m0/s1	ZSYOCSKJDQFEIN-CWMDRTTDSA-N	798.4448164	37393		
BASm0035007	CDP-DG(16:1(9Z)/15:0cycw5)	CDP-DG(16:1(9Z)/15:0cycw5) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(16:1(9Z)/15:0cycw5), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of 9,10-methylenetetradecanoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC1CC1CCCC	C43H75N3O15P2	InChI=1S/C43H75N3O15P2/c1-3-5-7-8-9-10-11-12-13-14-15-18-21-25-38(47)56-30-35(59-39(48)26-22-19-16-17-20-24-34-29-33(34)23-6-4-2)31-57-62(52,53)61-63(54,55)58-32-36-40(49)41(50)42(60-36)46-28-27-37(44)45-43(46)51/h10-11,27-28,33-36,40-42,49-50H,3-9,12-26,29-32H2,1-2H3,(H,52,53)(H,54,55)(H2,44,45,51)/b11-10-/t33?,34?,35-,36-,40+,41?,42-/m1/s1	SFXLDYMEHRZLIH-BTOUTPBHSA-N	935.4673427	17962		
BASm0035008	PGP(16:1(9Z)/15:0cycw5)	PGP(16:1(9Z)/15:0cycw5) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(16:1(9Z)/15:0cycw5), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of 9,10-methylenetetradecanoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C37H70O13P2	InChI=1S/C37H70O13P2/c1-3-5-7-8-9-10-11-12-13-14-15-18-21-25-36(39)46-30-35(31-49-52(44,45)48-29-34(38)28-47-51(41,42)43)50-37(40)26-22-19-16-17-20-24-33-27-32(33)23-6-4-2/h10-11,32-35,38H,3-9,12-31H2,1-2H3,(H,44,45)(H2,41,42,43)/b11-10-/t32?,33?,34-,35+/m0/s1	ZDVJXVFZCFQVBF-GLVUACBBSA-N	784.4291663	37393		
BASm0035009	PG(16:1(9Z)/15:0cycw5)	PG(16:1(9Z)/15:0cycw5) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(16:1(9Z)/15:0cycw5), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of 9,10-methylenetetradecanoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C37H69O10P	InChI=1S/C37H69O10P/c1-3-5-7-8-9-10-11-12-13-14-15-18-21-25-36(40)44-30-35(31-46-48(42,43)45-29-34(39)28-38)47-37(41)26-22-19-16-17-20-24-33-27-32(33)23-6-4-2/h10-11,32-35,38-39H,3-9,12-31H2,1-2H3,(H,42,43)/b11-10-/t32?,33?,34-,35+/m0/s1	DATGEUHMEUBJPQ-GLVUACBBSA-N	704.4628354	17517		
BASm0035010	PA(15:0cycw5/16:1(9Z))	PA(15:0cycw5/16:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0cycw5/16:1(9Z)), in particular, consists of one chain of 9,10-methylenetetradecanoic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC	C34H63O8P	InChI=1S/C34H63O8P/c1-3-5-7-8-9-10-11-12-13-14-15-18-22-26-34(36)42-32(29-41-43(37,38)39)28-40-33(35)25-21-19-16-17-20-24-31-27-30(31)23-6-4-2/h10-11,30-32H,3-9,12-29H2,1-2H3,(H2,37,38,39)/b11-10-/t30?,31?,32-/m1/s1	BYIIMXRDLISNPU-DFLPVZPWSA-N	630.426056	16337		
BASm0035011	PE(15:0cycw5/16:1(9Z))	PE(15:0cycw5/16:1(9Z)) is a phosphatidylethanolamine (PE). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(15:0cycw5/16:1(9Z)), in particular, consists of one chain of 9,10-methylenetetradecanoic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells as well as being involved in metabolism and signaling. The fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH.			[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	C36H68NO8P	InChI=1S/C36H68NO8P/c1-3-5-7-8-9-10-11-12-13-14-15-18-22-26-36(39)45-34(31-44-46(40,41)43-28-27-37)30-42-35(38)25-21-19-16-17-20-24-33-29-32(33)23-6-4-2/h10-11,32-34H,3-9,12-31,37H2,1-2H3,(H,40,41)/b11-10-/t32?,33?,34-/m1/s1	CJSUJMWUDVHJMX-BGULLLGJSA-N	673.4682552	16337		
BASm0035012	9,10-Methylenehexadecanoyl-CoA	9,10-Methylenehexadecanoyl-CoA belongs to the class of organic compounds known as long-chain fatty acyl CoAs. These are acyl CoAs where the group acylated to the coenzyme A moiety is a long aliphatic chain of 13 to 21 carbon atoms. 9,10-Methylenehexadecanoyl-CoA is considered to be a practically insoluble (in water) and relatively neutral molecule. 9,10-Methylenehexadecanoyl-CoA is a cyclopropane fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 9,10-methylenehexadecanoic acid.			CCCCCC[C@@H]1C[C@@H]1CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C38H66N7O17P3S	InChI=1S/C38H66N7O17P3S/c1-4-5-6-10-13-25-20-26(25)14-11-8-7-9-12-15-29(47)66-19-18-40-28(46)16-17-41-36(50)33(49)38(2,3)22-59-65(56,57)62-64(54,55)58-21-27-32(61-63(51,52)53)31(48)37(60-27)45-24-44-30-34(39)42-23-43-35(30)45/h23-27,31-33,37,48-49H,4-22H2,1-3H3,(H,40,46)(H,41,50)(H,54,55)(H,56,57)(H2,39,42,43)(H2,51,52,53)/t25-,26+,27-,31-,32-,33+,37-/m1/s1	BFNSTMZTKHJMAT-QJOIANTISA-N	1017.344876			
BASm0035013	PA(15:0cycw5/17:0cycw7)	PA(15:0cycw5/17:0cycw7) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0cycw5/17:0cycw7), in particular, consists of one chain of 9,10-methylenetetradecanoic acid at the C-1 position and one chain of 9,10-methylenehexadecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(O)=O)OC(=O)CCCCCCCC1CC1CCCCCC	C35H65O8P	InChI=1S/C35H65O8P/c1-3-5-7-14-20-31-26-32(31)22-16-11-9-13-18-24-35(37)43-33(28-42-44(38,39)40)27-41-34(36)23-17-12-8-10-15-21-30-25-29(30)19-6-4-2/h29-33H,3-28H2,1-2H3,(H2,38,39,40)/t29?,30?,31?,32?,33-/m1/s1	JMICPYMHPUZVOS-CAYVVRKDSA-N	644.4417061	16337		
BASm0035014	PA(15:0cycw5/18:1(9Z))	PA(15:0cycw5/18:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0cycw5/18:1(9Z)), in particular, consists of one chain of 9,10-methylenetetradecanoic acid at the C-1 position and one chain of oleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C36H67O8P	InChI=1S/C36H67O8P/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-20-24-28-36(38)44-34(31-43-45(39,40)41)30-42-35(37)27-23-21-18-19-22-26-33-29-32(33)25-6-4-2/h12-13,32-34H,3-11,14-31H2,1-2H3,(H2,39,40,41)/b13-12-/t32?,33?,34-/m1/s1	GFRDVVYFBTWGKG-OROBCDJMSA-N	658.4573561	16337		
BASm0035015	PS(15:0cycw5/18:1(9Z))	PS(15:0cycw5/18:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(15:0cycw5/18:1(9Z)), in particular, consists of one chain of 9,10-methylenetetradecanoic acid at the C-1 position and one chain of oleic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C39H72NO10P	InChI=1S/C39H72NO10P/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-20-24-28-38(42)50-35(31-48-51(45,46)49-32-36(40)39(43)44)30-47-37(41)27-23-21-18-19-22-26-34-29-33(34)25-6-4-2/h12-13,33-36H,3-11,14-32,40H2,1-2H3,(H,43,44)(H,45,46)/b13-12-/t33?,34?,35-,36+/m1/s1	CLOPUABWYOKLKZ-PBDCAUQQSA-N	745.4893845	18303		
BASm0035016	PE(15:0cycw5/18:1(9Z))	PE(15:0cycw5/18:1(9Z)) is a phosphatidylethanolamine (PE). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(15:0cycw5/18:1(9Z)), in particular, consists of one chain of 9,10-methylenetetradecanoic acid at the C-1 position and one chain of oleic acid at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells as well as being involved in metabolism and signaling. The fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH.			[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC	C38H72NO8P	InChI=1S/C38H72NO8P/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-20-24-28-38(41)47-36(33-46-48(42,43)45-30-29-39)32-44-37(40)27-23-21-18-19-22-26-35-31-34(35)25-6-4-2/h12-13,34-36H,3-11,14-33,39H2,1-2H3,(H,42,43)/b13-12-/t34?,35?,36-/m1/s1	FKSFEFUBDUZQFE-HQYROWBKSA-N	701.4995553	16337		
BASm0035017	PA(15:0cycw5/19:0cycw7)	PA(15:0cycw5/19:0cycw7) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0cycw5/19:0cycw7), in particular, consists of one chain of 9,10-methylenetetradecanoic acid at the C-1 position and one chain of lactobacillic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCC1CC1CCCCCC	C37H69O8P	InChI=1S/C37H69O8P/c1-3-5-7-16-22-33-28-34(33)24-17-12-9-8-10-14-20-26-37(39)45-35(30-44-46(40,41)42)29-43-36(38)25-19-15-11-13-18-23-32-27-31(32)21-6-4-2/h31-35H,3-30H2,1-2H3,(H2,40,41,42)/t31?,32?,33?,34?,35-/m1/s1	GCPASBCHOMYWRB-UASZDJHLSA-N	672.4730062	16337		
BASm0035018	CL(16:0/14:0/14:0/14:0)	[3-({[(2R)-2,3-bis(tetradecanoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy][(2R)-3-(hexadecanoyloxy)-2-(tetradecanoyloxy)propoxy]phosphinic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. CL(16:0/14:0/14:0/14:0) has the chemical formula C67H130O17P2, and an average molecular weight of 1269.6864. CL(16:0/14:0/14:0/14:0) is involved in the Phospholipid Biosynthesis CL(16:0/14:0/14:0/14:0) Pathway.			[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C67H130O17P2	InChI=1S/C67H130O17P2/c1-5-9-13-17-21-25-29-30-34-36-40-44-48-52-65(70)78-58-63(84-67(72)54-50-46-42-38-33-28-24-20-16-12-8-4)60-82-86(75,76)80-56-61(68)55-79-85(73,74)81-59-62(83-66(71)53-49-45-41-37-32-27-23-19-15-11-7-3)57-77-64(69)51-47-43-39-35-31-26-22-18-14-10-6-2/h61-63,68H,5-60H2,1-4H3,(H,73,74)(H,75,76)/t61-,62-,63-/m1/s1	ICBSLBKCEOELRR-PCIYNCTBSA-N	1268.878327	28494		
BASm0035019	PA(18:1(9Z)/19:0cycw7)	PA(18:1(9Z)/19:0cycw7) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9Z)/19:0cycw7), in particular, consists of one chain of oleic acid at the C-1 position and one chain of lactobacillic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCC1CC1CCCCCC	C40H75O8P	InChI=1S/C40H75O8P/c1-3-5-7-9-10-11-12-13-14-15-16-17-20-23-27-31-39(41)46-34-38(35-47-49(43,44)45)48-40(42)32-28-24-21-18-19-22-26-30-37-33-36(37)29-25-8-6-4-2/h13-14,36-38H,3-12,15-35H2,1-2H3,(H2,43,44,45)/b14-13-/t36?,37?,38-/m1/s1	FUDCYFCQTYSVRF-REWKPPRKSA-N	714.5199564	16337		
BASm0035020	PA(16:0/15:0cycw5)	PA(16:0/15:0cycw5) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/15:0cycw5), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of 9,10-methylenetetradecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCC1CC1CCCC	C34H65O8P	InChI=1S/C34H65O8P/c1-3-5-7-8-9-10-11-12-13-14-15-18-21-25-33(35)40-28-32(29-41-43(37,38)39)42-34(36)26-22-19-16-17-20-24-31-27-30(31)23-6-4-2/h30-32H,3-29H2,1-2H3,(H2,37,38,39)/t30?,31?,32-/m1/s1	CYCUOHRTTPBMSO-DQZOQLMQSA-N	632.4417061	16337		
BASm0035021	LysoPA(19:0cycw7/0:0)	LPA(19:0cycw7/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common. LPA(19:0cycw7/0:0), in particular, consists of one chain of lactobacillic acid at the C-1 position. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.			CCCCCCC1CC1CCCCCCCCCC(=O)OCC(O)COP(O)(O)=O	C22H43O7P	InChI=1S/C22H43O7P/c1-2-3-4-10-13-19-16-20(19)14-11-8-6-5-7-9-12-15-22(24)28-17-21(23)18-29-30(25,26)27/h19-21,23H,2-18H2,1H3,(H2,25,26,27)	IHWAMEAICMLHFZ-UHFFFAOYSA-N	450.2746407	16975		
BASm0035022	PA(19:0cycw7/14:0)	PA(19:0cycw7/14:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:0cycw7/14:0), in particular, consists of one chain of lactobacillic acid at the C-1 position and one chain of myristic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCC	C36H69O8P	InChI=1S/C36H69O8P/c1-3-5-7-9-10-11-12-13-16-20-24-28-36(38)44-34(31-43-45(39,40)41)30-42-35(37)27-23-19-17-14-15-18-22-26-33-29-32(33)25-21-8-6-4-2/h32-34H,3-31H2,1-2H3,(H2,39,40,41)/t32?,33?,34-/m1/s1	JLJSLSXLUVOMEA-NGYOKKRJSA-N	660.4730062	16337		
BASm0035023	PA(19:0cycw7/15:0cycw5)	PA(19:0cycw7/15:0cycw5) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:0cycw7/15:0cycw5), in particular, consists of one chain of lactobacillic acid at the C-1 position and one chain of 9,10-methylenetetradecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCC1CC1CCCC	C37H69O8P	InChI=1S/C37H69O8P/c1-3-5-7-16-22-33-28-34(33)24-17-12-9-8-10-14-19-25-36(38)43-29-35(30-44-46(40,41)42)45-37(39)26-20-15-11-13-18-23-32-27-31(32)21-6-4-2/h31-35H,3-30H2,1-2H3,(H2,40,41,42)/t31?,32?,33?,34?,35-/m1/s1	OABHJRGZINHPMP-UASZDJHLSA-N	672.4730062	16337		
BASm0035024	PA(19:0cycw7/16:0)	PA(19:0cycw7/16:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:0cycw7/16:0), in particular, consists of one chain of lactobacillic acid at the C-1 position and one chain of palmitic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC	C38H73O8P	InChI=1S/C38H73O8P/c1-3-5-7-9-10-11-12-13-14-15-18-22-26-30-38(40)46-36(33-45-47(41,42)43)32-44-37(39)29-25-21-19-16-17-20-24-28-35-31-34(35)27-23-8-6-4-2/h34-36H,3-33H2,1-2H3,(H2,41,42,43)/t34?,35?,36-/m1/s1	SANAYOIQHUJEMW-QAVQJDDCSA-N	688.5043063	16337		
BASm0035025	PA(19:0cycw7/16:1(9Z))	PA(19:0cycw7/16:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:0cycw7/16:1(9Z)), in particular, consists of one chain of lactobacillic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC	C38H71O8P	InChI=1S/C38H71O8P/c1-3-5-7-9-10-11-12-13-14-15-18-22-26-30-38(40)46-36(33-45-47(41,42)43)32-44-37(39)29-25-21-19-16-17-20-24-28-35-31-34(35)27-23-8-6-4-2/h11-12,34-36H,3-10,13-33H2,1-2H3,(H2,41,42,43)/b12-11-/t34?,35?,36-/m1/s1	VJWSRPFSOUVUKJ-HLULIINISA-N	686.4886562	16337		
BASm0035026	PA(19:0cycw7/17:0cycw7)	PA(19:0cycw7/17:0cycw7) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:0cycw7/17:0cycw7), in particular, consists of one chain of lactobacillic acid at the C-1 position and one chain of 9,10-methylenehexadecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCC1CC1CCCCCC	C39H73O8P	InChI=1S/C39H73O8P/c1-3-5-7-17-23-33-29-35(33)25-19-13-10-9-11-15-21-27-38(40)45-31-37(32-46-48(42,43)44)47-39(41)28-22-16-12-14-20-26-36-30-34(36)24-18-8-6-4-2/h33-37H,3-32H2,1-2H3,(H2,42,43,44)/t33?,34?,35?,36?,37-/m1/s1	JWERJLICPMOYDM-GGTDZKDPSA-N	700.5043063	16337		
BASm0035027	PA(19:0cycw7/18:1(9Z))	PA(19:0cycw7/18:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:0cycw7/18:1(9Z)), in particular, consists of one chain of lactobacillic acid at the C-1 position and one chain of oleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C40H75O8P	InChI=1S/C40H75O8P/c1-3-5-7-9-10-11-12-13-14-15-16-17-20-24-28-32-40(42)48-38(35-47-49(43,44)45)34-46-39(41)31-27-23-21-18-19-22-26-30-37-33-36(37)29-25-8-6-4-2/h13-14,36-38H,3-12,15-35H2,1-2H3,(H2,43,44,45)/b14-13-/t36?,37?,38-/m1/s1	GBCFIOVZXYXSHD-REWKPPRKSA-N	714.5199564	16337		
BASm0035028	PA(19:0cycw7/19:0cycw7)	PA(19:0cycw7/19:0cycw7) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:0cycw7/19:0cycw7), in particular, consists of one chain of lactobacillic acid at the C-1 position and one chain of lactobacillic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCC1CC1CCCCCC	C41H77O8P	InChI=1S/C41H77O8P/c1-3-5-7-19-25-35-31-37(35)27-21-15-11-9-13-17-23-29-40(42)47-33-39(34-48-50(44,45)46)49-41(43)30-24-18-14-10-12-16-22-28-38-32-36(38)26-20-8-6-4-2/h35-39H,3-34H2,1-2H3,(H2,44,45,46)/t35?,36?,37?,38?,39-/m1/s1	IXFKREIDKWVNPH-AUWIYVNOSA-N	728.5356064	16337		
BASm0035029	LysoPA(17:0cycw7/0:0)	LPA(17:0cycw7/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common. LPA(17:0cycw7/0:0), in particular, consists of one chain of 9,10-methylenehexadecanoic acid at the C-1 position. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.			CCCCCCC1CC1CCCCCCCC(=O)OCC(O)COP(O)(O)=O	C20H39O7P	InChI=1S/C20H39O7P/c1-2-3-4-8-11-17-14-18(17)12-9-6-5-7-10-13-20(22)26-15-19(21)16-27-28(23,24)25/h17-19,21H,2-16H2,1H3,(H2,23,24,25)	FTZFIKAVBHILEN-UHFFFAOYSA-N	422.2433406	16975		
BASm0035030	PA(17:0cycw7/18:1(9Z))	PA(17:0cycw7/18:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(17:0cycw7/18:1(9Z)), in particular, consists of one chain of 9,10-methylenehexadecanoic acid at the C-1 position and one chain of oleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C38H71O8P	InChI=1S/C38H71O8P/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-21-26-30-38(40)46-36(33-45-47(41,42)43)32-44-37(39)29-25-22-19-20-24-28-35-31-34(35)27-23-8-6-4-2/h13-14,34-36H,3-12,15-33H2,1-2H3,(H2,41,42,43)/b14-13-/t34?,35?,36-/m1/s1	RTWSAGPGAWYXBV-FMSYEOQBSA-N	686.4886562	16337		
BASm0035031	PA(17:0cycw7/19:0cycw7)	PA(17:0cycw7/19:0cycw7) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(17:0cycw7/19:0cycw7), in particular, consists of one chain of 9,10-methylenehexadecanoic acid at the C-1 position and one chain of lactobacillic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCC1CC1CCCCCC	C39H73O8P	InChI=1S/C39H73O8P/c1-3-5-7-17-23-33-29-35(33)25-19-13-10-9-11-15-22-28-39(41)47-37(32-46-48(42,43)44)31-45-38(40)27-21-16-12-14-20-26-36-30-34(36)24-18-8-6-4-2/h33-37H,3-32H2,1-2H3,(H2,42,43,44)/t33?,34?,35?,36?,37-/m1/s1	KVAQXZIGLHJMQL-GGTDZKDPSA-N	700.5043063	16337		
BASm0035032	PA(18:1(9Z)/15:0cycw5)	PA(18:1(9Z)/15:0cycw5) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9Z)/15:0cycw5), in particular, consists of one chain of oleic acid at the C-1 position and one chain of 9,10-methylenetetradecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCC1CC1CCCC	C36H67O8P	InChI=1S/C36H67O8P/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-20-23-27-35(37)42-30-34(31-43-45(39,40)41)44-36(38)28-24-21-18-19-22-26-33-29-32(33)25-6-4-2/h12-13,32-34H,3-11,14-31H2,1-2H3,(H2,39,40,41)/b13-12-/t32?,33?,34-/m1/s1	GPQLJJPCQBVBOU-OROBCDJMSA-N	658.4573561	16337		
BASm0035033	PA(18:1(9Z)/16:0)	PA(18:1(9Z)/16:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9Z)/16:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of palmitic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC	C37H71O8P	InChI=1S/C37H71O8P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-36(38)43-33-35(34-44-46(40,41)42)45-37(39)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h17-18,35H,3-16,19-34H2,1-2H3,(H2,40,41,42)/b18-17-/t35-/m1/s1	ZSXHMDPHNCOWSV-QEJMHMKOSA-N	674.4886562	16337	HMDB0114924	
BASm0035034	PA(18:1(9Z)/16:1(9Z))	PA(18:1(9Z)/16:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9Z)/16:1(9Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC	C37H69O8P	InChI=1S/C37H69O8P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-36(38)43-33-35(34-44-46(40,41)42)45-37(39)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h14,16-18,35H,3-13,15,19-34H2,1-2H3,(H2,40,41,42)/b16-14-,18-17-/t35-/m1/s1	ABDVMXLJKAKVKI-YFFVWHPVSA-N	672.4730062	16337	HMDB0114925	
BASm0035035	PA(18:1(9Z)/17:0cycw7)	PA(18:1(9Z)/17:0cycw7) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9Z)/17:0cycw7), in particular, consists of one chain of oleic acid at the C-1 position and one chain of 9,10-methylenehexadecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCC1CC1CCCCCC	C38H71O8P	InChI=1S/C38H71O8P/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-21-25-29-37(39)44-32-36(33-45-47(41,42)43)46-38(40)30-26-22-19-20-24-28-35-31-34(35)27-23-8-6-4-2/h13-14,34-36H,3-12,15-33H2,1-2H3,(H2,41,42,43)/b14-13-/t34?,35?,36-/m1/s1	LCIFZWLPZLIXOV-FMSYEOQBSA-N	686.4886562	16337		
BASm0035036	PA(17:0cycw7/16:1(9Z))	PA(17:0cycw7/16:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(17:0cycw7/16:1(9Z)), in particular, consists of one chain of 9,10-methylenehexadecanoic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC	C36H67O8P	InChI=1S/C36H67O8P/c1-3-5-7-9-10-11-12-13-14-15-16-19-24-28-36(38)44-34(31-43-45(39,40)41)30-42-35(37)27-23-20-17-18-22-26-33-29-32(33)25-21-8-6-4-2/h11-12,32-34H,3-10,13-31H2,1-2H3,(H2,39,40,41)/b12-11-/t32?,33?,34-/m1/s1	OAKWPMVDIFHQEW-OXCHBZMUSA-N	658.4573561	16337		
BASm0035037	PA(17:0cycw7/17:0cycw7)	PA(17:0cycw7/17:0cycw7) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(17:0cycw7/17:0cycw7), in particular, consists of one chain of 9,10-methylenehexadecanoic acid at the C-1 position and one chain of 9,10-methylenehexadecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCC1CC1CCCCCC	C37H69O8P	InChI=1S/C37H69O8P/c1-3-5-7-15-21-31-27-33(31)23-17-11-9-13-19-25-36(38)43-29-35(30-44-46(40,41)42)45-37(39)26-20-14-10-12-18-24-34-28-32(34)22-16-8-6-4-2/h31-35H,3-30H2,1-2H3,(H2,40,41,42)/t31?,32?,33?,34?,35-/m1/s1	ATSVSRUDJSZRFE-UASZDJHLSA-N	672.4730062	16337		
BASm0035038	CL(10:0/10:0/10:0/10:0)	CL(10:0/10:0/10:0/10:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(10:0/10:0/10:0/10:0), in particular, consists of one chain of capric acid at the C-1 position, one chain of capric acid at the C-2 position, one chain of capric acid at the C-3 position, and one chain of capric acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC	C49H94O17P2	InChI=1S/C49H94O17P2/c1-5-9-13-17-21-25-29-33-46(51)59-39-44(65-48(53)35-31-27-23-19-15-11-7-3)41-63-67(55,56)61-37-43(50)38-62-68(57,58)64-42-45(66-49(54)36-32-28-24-20-16-12-8-4)40-60-47(52)34-30-26-22-18-14-10-6-2/h43-45,50H,5-42H2,1-4H3,(H,55,56)(H,57,58)/t44-,45-/m1/s1	CPAOCZJKWGUOKZ-GSFSDPDBSA-N	1016.596626	28494		
BASm0035039	PA(16:0/12:0(3-OH))	PA(16:0/12:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/12:0(3-OH)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCCCC	C31H61O9P	InChI=1S/C31H61O9P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-30(33)38-26-29(27-39-41(35,36)37)40-31(34)25-28(32)23-21-19-17-10-8-6-4-2/h28-29,32H,3-27H2,1-2H3,(H2,35,36,37)/t28?,29-/m1/s1	LFTJIYJRWYXEIG-YPJJGMIRSA-N	608.4053205	16337		
BASm0035040	CDP-DG(16:0/12:0(3-OH))	CDP-DG(16:0/12:0(3-OH)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(16:0/12:0(3-OH)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCCCC	C40H73N3O16P2	InChI=1S/C40H73N3O16P2/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-35(45)54-28-32(57-36(46)27-31(44)23-21-19-17-10-8-6-4-2)29-55-60(50,51)59-61(52,53)56-30-33-37(47)38(48)39(58-33)43-26-25-34(41)42-40(43)49/h25-26,31-33,37-39,44,47-48H,3-24,27-30H2,1-2H3,(H,50,51)(H,52,53)(H2,41,42,49)/t31?,32-,33-,37+,38?,39-/m1/s1	BRJHQWYCKSOIMU-FOFBOHEMSA-N	913.4466073	17962		
BASm0035041	CL(16:0/12:0(3-OH)/16:0/12:0(3-OH))	CL(16:0/12:0(3-OH)/16:0/12:0(3-OH)) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(16:0/12:0(3-OH)/16:0/12:0(3-OH)), in particular, consists of one chain of palmitic acid at the C-1 position, one chain of 3-hydroxydecanoic acid at the C-2 position, one chain of palmitic acid at the C-3 position, and one chain of 3-hydroxydecanoic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CC(O)CCCCCCCCC	C65H126O19P2	InChI=1S/C65H126O19P2/c1-5-9-13-17-21-23-25-27-29-31-35-39-43-47-62(69)77-53-60(83-64(71)49-57(66)45-41-37-33-19-15-11-7-3)55-81-85(73,74)79-51-59(68)52-80-86(75,76)82-56-61(84-65(72)50-58(67)46-42-38-34-20-16-12-8-4)54-78-63(70)48-44-40-36-32-30-28-26-24-22-18-14-10-6-2/h57-61,66-68H,5-56H2,1-4H3,(H,73,74)(H,75,76)/t57?,58?,59?,60-,61-/m1/s1	VJFLIIURLANJLA-SQDZFYISSA-N	1272.836856	28494		
BASm0035042	PA(16:0/15:0)	PA(16:0/15:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/15:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of pentadecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCC	C34H67O8P	InChI=1S/C34H67O8P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-33(35)40-30-32(31-41-43(37,38)39)42-34(36)29-27-25-23-21-18-16-14-12-10-8-6-4-2/h32H,3-31H2,1-2H3,(H2,37,38,39)/t32-/m1/s1	CUTRUVAFYRBETA-JGCGQSQUSA-N	634.4573561	16337	HMDB0114835	
BASm0035043	PS(16:0/15:0)	PS(16:0/15:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(16:0/15:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of pentadecanoic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)C(O)=O	C37H72NO10P	InChI=1S/C37H72NO10P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-35(39)45-30-33(31-46-49(43,44)47-32-34(38)37(41)42)48-36(40)29-27-25-23-21-18-16-14-12-10-8-6-4-2/h33-34H,3-32,38H2,1-2H3,(H,41,42)(H,43,44)/t33-,34+/m1/s1	OSEFRZRPEBUZHM-NOCHOARKSA-N	721.4893845	18303	HMDB0112342	
BASm0035044	PG(16:0/15:0)	PG(16:0/15:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(16:0/15:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of pentadecanoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C37H73O10P	InChI=1S/C37H73O10P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-36(40)44-32-35(33-46-48(42,43)45-31-34(39)30-38)47-37(41)29-27-25-23-21-18-16-14-12-10-8-6-4-2/h34-35,38-39H,3-33H2,1-2H3,(H,42,43)/t34-,35+/m0/s1	BIHMHDBIFGEHNS-OIDHKYIRSA-N	708.4941355	17517		
BASm0035045	CL(16:0/15:0/16:0/15:0)	CL(16:0/15:0/16:0/15:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(16:0/15:0/16:0/15:0), in particular, consists of one chain of palmitic acid at the C-1 position, one chain of pentadecanoic acid at the C-2 position, one chain of palmitic acid at the C-3 position, and one chain of pentadecanoic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C71H138O17P2	InChI=1S/C71H138O17P2/c1-5-9-13-17-21-25-29-33-37-39-43-47-51-55-68(73)81-61-66(87-70(75)57-53-49-45-41-35-31-27-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(88-71(76)58-54-50-46-42-36-32-28-24-20-16-12-8-4)62-82-69(74)56-52-48-44-40-38-34-30-26-22-18-14-10-6-2/h65-67,72H,5-64H2,1-4H3,(H,77,78)(H,79,80)/t66-,67-/m1/s1	VLMOZLRUNZSACE-WOTDMVFCSA-N	1324.940927	28494		
BASm0035046	PGP(10:0/12:0)	PGP(10:0/12:0) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(10:0/12:0), in particular, consists of one chain of capric acid at the C-1 position and one chain of lauric acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C28H56O13P2	InChI=1S/C28H56O13P2/c1-3-5-7-9-11-12-14-16-18-20-28(31)41-26(23-37-27(30)19-17-15-13-10-8-6-4-2)24-40-43(35,36)39-22-25(29)21-38-42(32,33)34/h25-26,29H,3-24H2,1-2H3,(H,35,36)(H2,32,33,34)/t25-,26+/m0/s1	XOJFNBNIIALFQZ-IZZNHLLZSA-N	662.3196159	37393		
BASm0035047	PG(10:0/12:0)	PG(10:0/12:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(10:0/12:0), in particular, consists of one chain of capric acid at the C-1 position and one chain of lauric acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C28H55O10P	InChI=1S/C28H55O10P/c1-3-5-7-9-11-12-14-16-18-20-28(32)38-26(24-37-39(33,34)36-22-25(30)21-29)23-35-27(31)19-17-15-13-10-8-6-4-2/h25-26,29-30H,3-24H2,1-2H3,(H,33,34)/t25-,26+/m0/s1	UARWKDPRVXWBDS-IZZNHLLZSA-N	582.353285	17517		
BASm0035048	CL(10:0/12:0/10:0/12:0)	CL(10:0/12:0/10:0/12:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(10:0/12:0/10:0/12:0), in particular, consists of one chain of capric acid at the C-1 position, one chain of lauric acid at the C-2 position, one chain of capric acid at the C-3 position, and one chain of lauric acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCC	C53H102O17P2	InChI=1S/C53H102O17P2/c1-5-9-13-17-21-23-27-31-35-39-52(57)69-48(43-63-50(55)37-33-29-25-19-15-11-7-3)45-67-71(59,60)65-41-47(54)42-66-72(61,62)68-46-49(44-64-51(56)38-34-30-26-20-16-12-8-4)70-53(58)40-36-32-28-24-22-18-14-10-6-2/h47-49,54H,5-46H2,1-4H3,(H,59,60)(H,61,62)/t48-,49-/m1/s1	XDGGKBKHNVOTIA-YYACYCFASA-N	1072.659226	28494		
BASm0035049	PGP(10:0/14:0)	PGP(10:0/14:0) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(10:0/14:0), in particular, consists of one chain of capric acid at the C-1 position and one chain of myristic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C30H60O13P2	InChI=1S/C30H60O13P2/c1-3-5-7-9-11-12-13-14-16-18-20-22-30(33)43-28(25-39-29(32)21-19-17-15-10-8-6-4-2)26-42-45(37,38)41-24-27(31)23-40-44(34,35)36/h27-28,31H,3-26H2,1-2H3,(H,37,38)(H2,34,35,36)/t27-,28+/m0/s1	FTPWJCCSJKOHDT-WUFINQPMSA-N	690.350916	37393		
BASm0035050	PG(10:0/14:0)	PG(10:0/14:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(10:0/14:0), in particular, consists of one chain of capric acid at the C-1 position and one chain of myristic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C30H59O10P	InChI=1S/C30H59O10P/c1-3-5-7-9-11-12-13-14-16-18-20-22-30(34)40-28(26-39-41(35,36)38-24-27(32)23-31)25-37-29(33)21-19-17-15-10-8-6-4-2/h27-28,31-32H,3-26H2,1-2H3,(H,35,36)/t27-,28+/m0/s1	WRLVQUOKTFODIY-WUFINQPMSA-N	610.3845851	17517		
BASm0035051	CL(10:0/14:0/10:0/14:0)	CL(10:0/14:0/10:0/14:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(10:0/14:0/10:0/14:0), in particular, consists of one chain of capric acid at the C-1 position, one chain of myristic acid at the C-2 position, one chain of capric acid at the C-3 position, and one chain of myristic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C57H110O17P2	InChI=1S/C57H110O17P2/c1-5-9-13-17-21-23-25-27-31-35-39-43-56(61)73-52(47-67-54(59)41-37-33-29-19-15-11-7-3)49-71-75(63,64)69-45-51(58)46-70-76(65,66)72-50-53(48-68-55(60)42-38-34-30-20-16-12-8-4)74-57(62)44-40-36-32-28-26-24-22-18-14-10-6-2/h51-53,58H,5-50H2,1-4H3,(H,63,64)(H,65,66)/t52-,53-/m1/s1	HBONSURLACMTHJ-TVALRIBFSA-N	1128.721826	28494		
BASm0035052	PGP(10:0/15:0)	PGP(10:0/15:0) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(10:0/15:0), in particular, consists of one chain of capric acid at the C-1 position and one chain of pentadecanoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C31H62O13P2	InChI=1S/C31H62O13P2/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-31(34)44-29(26-40-30(33)22-20-18-16-10-8-6-4-2)27-43-46(38,39)42-25-28(32)24-41-45(35,36)37/h28-29,32H,3-27H2,1-2H3,(H,38,39)(H2,35,36,37)/t28-,29+/m0/s1	GCYNMKOOHPCUIH-URLMMPGGSA-N	704.3665661	37393		
BASm0035053	PG(10:0/15:0)	PG(10:0/15:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(10:0/15:0), in particular, consists of one chain of capric acid at the C-1 position and one chain of pentadecanoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C31H61O10P	InChI=1S/C31H61O10P/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-31(35)41-29(27-40-42(36,37)39-25-28(33)24-32)26-38-30(34)22-20-18-16-10-8-6-4-2/h28-29,32-33H,3-27H2,1-2H3,(H,36,37)/t28-,29+/m0/s1	JSGDAYOFCMVAPW-URLMMPGGSA-N	624.4002352	17517		
BASm0035054	CL(10:0/15:0/10:0/15:0)	CL(10:0/15:0/10:0/15:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(10:0/15:0/10:0/15:0), in particular, consists of one chain of capric acid at the C-1 position, one chain of pentadecanoic acid at the C-2 position, one chain of capric acid at the C-3 position, and one chain of pentadecanoic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C59H114O17P2	InChI=1S/C59H114O17P2/c1-5-9-13-17-21-23-25-27-29-33-37-41-45-58(63)75-54(49-69-56(61)43-39-35-31-19-15-11-7-3)51-73-77(65,66)71-47-53(60)48-72-78(67,68)74-52-55(50-70-57(62)44-40-36-32-20-16-12-8-4)76-59(64)46-42-38-34-30-28-26-24-22-18-14-10-6-2/h53-55,60H,5-52H2,1-4H3,(H,65,66)(H,67,68)/t54-,55-/m1/s1	VSFPYERLKQMJQK-RMLGUUAGSA-N	1156.753126	28494		
BASm0035055	PGP(10:0/16:0)	PGP(10:0/16:0) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(10:0/16:0), in particular, consists of one chain of capric acid at the C-1 position and one chain of palmitic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C32H64O13P2	InChI=1S/C32H64O13P2/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-32(35)45-30(27-41-31(34)23-21-19-17-10-8-6-4-2)28-44-47(39,40)43-26-29(33)25-42-46(36,37)38/h29-30,33H,3-28H2,1-2H3,(H,39,40)(H2,36,37,38)/t29-,30+/m0/s1	YMFATINICRFIAL-XZWHSSHBSA-N	718.3822161	37393		
BASm0035056	PG(10:0/16:0)	PG(10:0/16:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(10:0/16:0), in particular, consists of one chain of capric acid at the C-1 position and one chain of palmitic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C32H63O10P	InChI=1S/C32H63O10P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-32(36)42-30(28-41-43(37,38)40-26-29(34)25-33)27-39-31(35)23-21-19-17-10-8-6-4-2/h29-30,33-34H,3-28H2,1-2H3,(H,37,38)/t29-,30+/m0/s1	VRKDUDQXUWLYRS-XZWHSSHBSA-N	638.4158852	17517		
BASm0035057	CL(10:0/16:0/10:0/16:0)	CL(10:0/16:0/10:0/16:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(10:0/16:0/10:0/16:0), in particular, consists of one chain of capric acid at the C-1 position, one chain of palmitic acid at the C-2 position, one chain of capric acid at the C-3 position, and one chain of palmitic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C61H118O17P2	InChI=1S/C61H118O17P2/c1-5-9-13-17-21-23-25-27-29-31-35-39-43-47-60(65)77-56(51-71-58(63)45-41-37-33-19-15-11-7-3)53-75-79(67,68)73-49-55(62)50-74-80(69,70)76-54-57(52-72-59(64)46-42-38-34-20-16-12-8-4)78-61(66)48-44-40-36-32-30-28-26-24-22-18-14-10-6-2/h55-57,62H,5-54H2,1-4H3,(H,67,68)(H,69,70)/t56-,57-/m1/s1	XTSHADHACWAXJK-WRZFLEQSSA-N	1184.784426	28494		
BASm0035058	Isononadecanoyl-CoA	Isononadecanoyl-CoA, also known as coa(i-19:0), belongs to the class of organic compounds known as long-chain fatty acyl coas. These are acyl CoAs where the group acylated to the coenzyme A moiety is a long aliphatic chain of 13 to 21 carbon atoms. Isononadecanoyl-CoA is considered to be a practically insoluble (in water) and relatively neutral molecule. In humans, isononadecanoyl-CoA is involved in cardiolipin biosynthesis CL(a-13:0/i-19:0/18:2(9Z,11Z)/i-17:0) pathway, cardiolipin biosynthesis CL(i-13:0/i-19:0/i-18:0/i-14:0) pathway, cardiolipin biosynthesis CL(i-12:0/i-19:0/i-18:0/i-18:0) pathway, and cardiolipin biosynthesis CL(i-13:0/i-19:0/i-24:0/a-25:0) pathway. Isononadecanoyl-CoA is also involved in several metabolic disorders, some of which include de novo triacylglycerol biosynthesis TG(i-19:0/i-22:0/20:0) pathway, de novo triacylglycerol biosynthesis TG(22:0/i-19:0/i-14:0) pathway, de novo triacylglycerol biosynthesis TG(8:0/i-19:0/i-22:0) pathway, and de novo triacylglycerol biosynthesis TG(22:0/i-19:0/i-12:0) pathway. A methyl-branched fatty acyl-CoA obtained from the formal condensation of the thiol group of coenzyme A with the carboxy group of isononadecanoic acid.			CC(C)CCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C40H72N7O17P3S	InChI=1S/C40H72N7O17P3S/c1-28(2)18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-31(49)68-23-22-42-30(48)20-21-43-38(52)35(51)40(3,4)25-61-67(58,59)64-66(56,57)60-24-29-34(63-65(53,54)55)33(50)39(62-29)47-27-46-32-36(41)44-26-45-37(32)47/h26-29,33-35,39,50-51H,5-25H2,1-4H3,(H,42,48)(H,43,52)(H,56,57)(H,58,59)(H2,41,44,45)(H2,53,54,55)/t29-,33-,34-,35+,39-/m1/s1	AXKMONXYDZCRKO-ZOUGCNRJSA-N	1047.391826		HMDB0112249	
BASm0035059	PA(16:0/i-19:0)	PA(16:0/i-19:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/i-19:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of isononadecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C38H75O8P	InChI=1S/C38H75O8P/c1-4-5-6-7-8-9-10-12-16-19-22-25-28-31-37(39)44-33-36(34-45-47(41,42)43)46-38(40)32-29-26-23-20-17-14-11-13-15-18-21-24-27-30-35(2)3/h35-36H,4-34H2,1-3H3,(H2,41,42,43)/t36-/m1/s1	RCHDIZTYFIHEAO-PSXMRANNSA-N	690.5199564	16337		
BASm0035060	CDP-DG(16:0/i-19:0)	CDP-DG(16:0/i-19:0) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(16:0/i-19:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of isononadecanoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C47H87N3O15P2	InChI=1S/C47H87N3O15P2/c1-4-5-6-7-8-9-10-12-16-19-22-25-28-31-42(51)60-35-39(63-43(52)32-29-26-23-20-17-14-11-13-15-18-21-24-27-30-38(2)3)36-61-66(56,57)65-67(58,59)62-37-40-44(53)45(54)46(64-40)50-34-33-41(48)49-47(50)55/h33-34,38-40,44-46,53-54H,4-32,35-37H2,1-3H3,(H,56,57)(H,58,59)(H2,48,49,55)/t39-,40-,44+,45?,46-/m1/s1	UANOYCXOJDRXER-ZTFDZGNXSA-N	995.5612431	17962		
BASm0035061	PS(16:0/i-19:0)	PS(16:0/19:ISO) is considered to be a practically insoluble (in water) and relatively neutral molecule. PS(16:0/19:ISO) may be a unique E.coli metabolite. PS(16:0/19:ISO) has the chemical formula C41H78NO10P, and an average molecular weight of 776.0325. PS(16:0/19:ISO) is involved in multiple pathways, some of which are Phospholipid Biosynthesis CL(16:0/14:0/14:0/19:0cycv8c) Pathway, Phospholipid Biosynthesis CL(16:0/16:0/16:1(9Z)/19:0cycv8c) Pathway, Phospholipid Biosynthesis CL(16:0/14:0/19:0cycv8c/14:0) Pathway, and Phospholipid Biosynthesis CL(16:0/18:1(9Z)/18:1(9Z)/19:0cycv8c) Pathway.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C)C(O)=O	C41H80NO10P	InChI=1S/C41H80NO10P/c1-4-5-6-7-8-9-10-12-16-19-22-25-28-31-39(43)49-33-37(34-50-53(47,48)51-35-38(42)41(45)46)52-40(44)32-29-26-23-20-17-14-11-13-15-18-21-24-27-30-36(2)3/h36-38H,4-35,42H2,1-3H3,(H,45,46)(H,47,48)/t37-,38+/m1/s1	LONZCZVIRMNRLN-AMAPPZPBSA-N	777.5519848	18303		
BASm0035062	PG(16:0/i-19:0)	PG(16:0/19:ISO) is considered to be a practically insoluble (in water) and relatively neutral molecule. PG(16:0/19:ISO) may be a unique E.coli metabolite. PG(16:0/19:ISO) participates in a number of enzymatic reactions. In particular, PG(16:0/19:ISO) and PE(18:1(9Z)/16:0) can be converted into CL(18:1(9Z)/16:0/16:0/19:0CYCV8C) and ethanolamine through its interaction with the enzyme cardiolipin synthase c. In addition, PG(16:0/19:ISO) can be biosynthesized from PGP(16:0/19:iso) through its interaction with the enzyme phosphatidylglycerophosphatase.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C41H81O10P	InChI=1S/C41H81O10P/c1-4-5-6-7-8-9-10-12-16-19-22-25-28-31-40(44)48-35-39(36-50-52(46,47)49-34-38(43)33-42)51-41(45)32-29-26-23-20-17-14-11-13-15-18-21-24-27-30-37(2)3/h37-39,42-43H,4-36H2,1-3H3,(H,46,47)/t38-,39+/m0/s1	DKYYKBFTJDCTBP-ZESVVUHVSA-N	764.5567358	17517		
BASm0035063	CL(16:0/i-19:0/16:0/i-19:0)	CL(16:0/i-19:0/16:0/i-19:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(16:0/i-19:0/16:0/i-19:0), in particular, consists of one chain of palmitic acid at the C-1 position, one chain of isononadecanoic acid at the C-2 position, one chain of palmitic acid at the C-3 position, and one chain of isononadecanoic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C79H154O17P2	InChI=1S/C79H154O17P2/c1-7-9-11-13-15-17-19-23-31-37-43-49-55-61-76(81)89-67-74(95-78(83)63-57-51-45-39-33-27-21-25-29-35-41-47-53-59-71(3)4)69-93-97(85,86)91-65-73(80)66-92-98(87,88)94-70-75(68-90-77(82)62-56-50-44-38-32-24-20-18-16-14-12-10-8-2)96-79(84)64-58-52-46-40-34-28-22-26-30-36-42-48-54-60-72(5)6/h71-75,80H,7-70H2,1-6H3,(H,85,86)(H,87,88)/t74-,75-/m1/s1	WLCBVOFXYDITJX-FUGSSFFWSA-N	1437.066127	28494		
BASm0035064	PGP(10:0/16:1(9Z))	PGP(10:0/16:1(9Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(10:0/16:1(9Z)), in particular, consists of one chain of capric acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C32H62O13P2	InChI=1S/C32H62O13P2/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-32(35)45-30(27-41-31(34)23-21-19-17-10-8-6-4-2)28-44-47(39,40)43-26-29(33)25-42-46(36,37)38/h12-13,29-30,33H,3-11,14-28H2,1-2H3,(H,39,40)(H2,36,37,38)/b13-12-/t29-,30+/m0/s1	FYQBFBJPBCCCSS-VGIDYUOLSA-N	716.3665661	37393		
BASm0035065	PG(10:0/16:1(9Z))	PG(10:0/16:1(9Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(10:0/16:1(9Z)), in particular, consists of one chain of capric acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C32H61O10P	InChI=1S/C32H61O10P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-32(36)42-30(28-41-43(37,38)40-26-29(34)25-33)27-39-31(35)23-21-19-17-10-8-6-4-2/h12-13,29-30,33-34H,3-11,14-28H2,1-2H3,(H,37,38)/b13-12-/t29-,30+/m0/s1	OEHMVLXXLHOZBF-VGIDYUOLSA-N	636.4002352	17517		
BASm0035066	CL(10:0/16:1(9Z)/10:0/16:1(9Z))	CL(10:0/16:1(9Z)/10:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(10:0/16:1(9Z)/10:0/16:1(9Z)), in particular, consists of one chain of capric acid at the C-1 position, one chain of palmitoleic acid at the C-2 position, one chain of capric acid at the C-3 position, and one chain of palmitoleic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C61H114O17P2	InChI=1S/C61H114O17P2/c1-5-9-13-17-21-23-25-27-29-31-35-39-43-47-60(65)77-56(51-71-58(63)45-41-37-33-19-15-11-7-3)53-75-79(67,68)73-49-55(62)50-74-80(69,70)76-54-57(52-72-59(64)46-42-38-34-20-16-12-8-4)78-61(66)48-44-40-36-32-30-28-26-24-22-18-14-10-6-2/h23-26,55-57,62H,5-22,27-54H2,1-4H3,(H,67,68)(H,69,70)/b25-23-,26-24-/t56-,57-/m1/s1	NQGJVDRXVHOIBH-LSUWJNFDSA-N	1180.753126	28494		
BASm0035067	PA(16:1(9Z)/10:0(3-OH))	PA(16:1(9Z)/10:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(9Z)/10:0(3-OH)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCC	C29H55O9P	InChI=1S/C29H55O9P/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-28(31)36-24-27(25-37-39(33,34)35)38-29(32)23-26(30)21-19-17-8-6-4-2/h11-12,26-27,30H,3-10,13-25H2,1-2H3,(H2,33,34,35)/b12-11-/t26?,27-/m1/s1	ZCUCVKHCWSWTAB-RRSIKFODSA-N	578.3583703	16337		
BASm0035068	CDP-DG(16:1(9Z)/10:0(3-OH))	CDP-DG(16:1(9Z)/10:0(3-OH)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(16:1(9Z)/10:0(3-OH)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCC	C38H67N3O16P2	InChI=1S/C38H67N3O16P2/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-33(43)52-26-30(55-34(44)25-29(42)21-19-17-8-6-4-2)27-53-58(48,49)57-59(50,51)54-28-31-35(45)36(46)37(56-31)41-24-23-32(39)40-38(41)47/h11-12,23-24,29-31,35-37,42,45-46H,3-10,13-22,25-28H2,1-2H3,(H,48,49)(H,50,51)(H2,39,40,47)/b12-11-/t29?,30-,31-,35+,36?,37-/m1/s1	SQIUZAYATVYBON-QZRDLCRVSA-N	883.3996571	17962		
BASm0035069	CL(16:1(9Z)/10:0(3-OH)/16:1(9Z)/10:0(3-OH))	CL(16:1(9Z)/10:0(3-OH)/16:1(9Z)/10:0(3-OH)) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(16:1(9Z)/10:0(3-OH)/16:1(9Z)/10:0(3-OH)), in particular, consists of one chain of palmitoleic acid at the C-1 position, one chain of 3-hydroxydecanoic acid at the C-2 position, one chain of palmitoleic acid at the C-3 position, and one chain of 3-hydroxydecanoic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CC(O)CCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CC(O)CCCCCCC	C61H114O19P2	InChI=1S/C61H114O19P2/c1-5-9-13-17-19-21-23-25-27-29-31-35-39-43-58(65)73-49-56(79-60(67)45-53(62)41-37-33-15-11-7-3)51-77-81(69,70)75-47-55(64)48-76-82(71,72)78-52-57(80-61(68)46-54(63)42-38-34-16-12-8-4)50-74-59(66)44-40-36-32-30-28-26-24-22-20-18-14-10-6-2/h21-24,53-57,62-64H,5-20,25-52H2,1-4H3,(H,69,70)(H,71,72)/b23-21-,24-22-/t53?,54?,55?,56-,57-/m1/s1	RAHJYBGLGKISCS-NYROPECXSA-N	1212.742955	28494		
BASm0035070	PGP(10:0/18:0)	PGP(10:0/18:0) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(10:0/18:0), in particular, consists of one chain of capric acid at the C-1 position and one chain of stearic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C34H68O13P2	InChI=1S/C34H68O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-34(37)47-32(29-43-33(36)25-23-21-19-10-8-6-4-2)30-46-49(41,42)45-28-31(35)27-44-48(38,39)40/h31-32,35H,3-30H2,1-2H3,(H,41,42)(H2,38,39,40)/t31-,32+/m0/s1	KWWVUTILCSTDAS-AJQTZOPKSA-N	746.4135162	37393		
BASm0035071	PG(10:0/18:0)	PG(10:0/18:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(10:0/18:0), in particular, consists of one chain of capric acid at the C-1 position and one chain of stearic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C34H67O10P	InChI=1S/C34H67O10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-34(38)44-32(30-43-45(39,40)42-28-31(36)27-35)29-41-33(37)25-23-21-19-10-8-6-4-2/h31-32,35-36H,3-30H2,1-2H3,(H,39,40)/t31-,32+/m0/s1	VVVRAVZNKPZPOB-AJQTZOPKSA-N	666.4471854	17517		
BASm0035072	CL(10:0/18:0/10:0/18:0)	CL(10:0/18:0/10:0/18:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(10:0/18:0/10:0/18:0), in particular, consists of one chain of capric acid at the C-1 position, one chain of stearic acid at the C-2 position, one chain of capric acid at the C-3 position, and one chain of stearic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C65H126O17P2	InChI=1S/C65H126O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-39-43-47-51-64(69)81-60(55-75-62(67)49-45-41-37-19-15-11-7-3)57-79-83(71,72)77-53-59(66)54-78-84(73,74)80-58-61(56-76-63(68)50-46-42-38-20-16-12-8-4)82-65(70)52-48-44-40-36-34-32-30-28-26-24-22-18-14-10-6-2/h59-61,66H,5-58H2,1-4H3,(H,71,72)(H,73,74)/t60-,61-/m1/s1	ANOIWLFPRKPEOA-GTOSQJSUSA-N	1240.847027	28494		
BASm0035073	PA(16:1(9Z)/12:0(3-OH))	PA(16:1(9Z)/12:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(9Z)/12:0(3-OH)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCCCC	C31H59O9P	InChI=1S/C31H59O9P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-30(33)38-26-29(27-39-41(35,36)37)40-31(34)25-28(32)23-21-19-17-10-8-6-4-2/h12-13,28-29,32H,3-11,14-27H2,1-2H3,(H2,35,36,37)/b13-12-/t28?,29-/m1/s1	CSYLDVGSPZDQEN-UJDLVGFFSA-N	606.3896705	16337		
BASm0035074	CDP-DG(16:1(9Z)/12:0(3-OH))	CDP-DG(16:1(9Z)/12:0(3-OH)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(16:1(9Z)/12:0(3-OH)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCCCC	C40H71N3O16P2	InChI=1S/C40H71N3O16P2/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-35(45)54-28-32(57-36(46)27-31(44)23-21-19-17-10-8-6-4-2)29-55-60(50,51)59-61(52,53)56-30-33-37(47)38(48)39(58-33)43-26-25-34(41)42-40(43)49/h12-13,25-26,31-33,37-39,44,47-48H,3-11,14-24,27-30H2,1-2H3,(H,50,51)(H,52,53)(H2,41,42,49)/b13-12-/t31?,32-,33-,37+,38?,39-/m1/s1	MQVKLSSWJTULLQ-UDBKSRFUSA-N	911.4309572	17962		
BASm0035075	CL(16:1(9Z)/12:0(3-OH)/16:1(9Z)/12:0(3-OH))	CL(16:1(9Z)/12:0(3-OH)/16:1(9Z)/12:0(3-OH)) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(16:1(9Z)/12:0(3-OH)/16:1(9Z)/12:0(3-OH)), in particular, consists of one chain of palmitoleic acid at the C-1 position, one chain of 3-hydroxydecanoic acid at the C-2 position, one chain of palmitoleic acid at the C-3 position, and one chain of 3-hydroxydecanoic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CC(O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CC(O)CCCCCCCCC	C65H122O19P2	InChI=1S/C65H122O19P2/c1-5-9-13-17-21-23-25-27-29-31-35-39-43-47-62(69)77-53-60(83-64(71)49-57(66)45-41-37-33-19-15-11-7-3)55-81-85(73,74)79-51-59(68)52-80-86(75,76)82-56-61(84-65(72)50-58(67)46-42-38-34-20-16-12-8-4)54-78-63(70)48-44-40-36-32-30-28-26-24-22-18-14-10-6-2/h23-26,57-61,66-68H,5-22,27-56H2,1-4H3,(H,73,74)(H,75,76)/b25-23-,26-24-/t57?,58?,59?,60-,61-/m1/s1	FLRIFPQIKUYXFO-BDJXIEJUSA-N	1268.805556	28494		
BASm0035076	PGP(10:0/18:1(9Z))	PGP(10:0/18:1(9Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(10:0/18:1(9Z)), in particular, consists of one chain of capric acid at the C-1 position and one chain of oleic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C34H66O13P2	InChI=1S/C34H66O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-34(37)47-32(29-43-33(36)25-23-21-19-10-8-6-4-2)30-46-49(41,42)45-28-31(35)27-44-48(38,39)40/h14-15,31-32,35H,3-13,16-30H2,1-2H3,(H,41,42)(H2,38,39,40)/b15-14-/t31-,32+/m0/s1	KPKDUUADUYVUPR-LOBAMYRMSA-N	744.3978662	37393		
BASm0035077	PG(10:0/18:1(9Z))	PG(10:0/18:1(9Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(10:0/18:1(9Z)), in particular, consists of one chain of capric acid at the C-1 position and one chain of oleic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C34H65O10P	InChI=1S/C34H65O10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-34(38)44-32(30-43-45(39,40)42-28-31(36)27-35)29-41-33(37)25-23-21-19-10-8-6-4-2/h14-15,31-32,35-36H,3-13,16-30H2,1-2H3,(H,39,40)/b15-14-/t31-,32+/m0/s1	GWVSTTCFUGJVBB-LOBAMYRMSA-N	664.4315353	17517		
BASm0035078	CL(10:0/18:1(9Z)/10:0/18:1(9Z))	CL(10:0/18:1(9Z)/10:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(10:0/18:1(9Z)/10:0/18:1(9Z)), in particular, consists of one chain of capric acid at the C-1 position, one chain of oleic acid at the C-2 position, one chain of capric acid at the C-3 position, and one chain of oleic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C65H122O17P2	InChI=1S/C65H122O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-39-43-47-51-64(69)81-60(55-75-62(67)49-45-41-37-19-15-11-7-3)57-79-83(71,72)77-53-59(66)54-78-84(73,74)80-58-61(56-76-63(68)50-46-42-38-20-16-12-8-4)82-65(70)52-48-44-40-36-34-32-30-28-26-24-22-18-14-10-6-2/h27-30,59-61,66H,5-26,31-58H2,1-4H3,(H,71,72)(H,73,74)/b29-27-,30-28-/t60-,61-/m1/s1	KNROGSVZIACGJL-ARMSXTSPSA-N	1236.815726	28494		
BASm0035079	PA(16:1(9Z)/15:0)	PA(16:1(9Z)/15:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(9Z)/15:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of pentadecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCC	C34H65O8P	InChI=1S/C34H65O8P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-33(35)40-30-32(31-41-43(37,38)39)42-34(36)29-27-25-23-21-18-16-14-12-10-8-6-4-2/h13,15,32H,3-12,14,16-31H2,1-2H3,(H2,37,38,39)/b15-13-/t32-/m1/s1	PZJMXCKMQSVXAG-RGOCUGCRSA-N	632.4417061	16337	HMDB0114854	
BASm0035080	PS(16:1(9Z)/15:0)	PS(16:1(9Z)/15:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(16:1(9Z)/15:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of pentadecanoic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCC)C(O)=O	C37H70NO10P	InChI=1S/C37H70NO10P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-35(39)45-30-33(31-46-49(43,44)47-32-34(38)37(41)42)48-36(40)29-27-25-23-21-18-16-14-12-10-8-6-4-2/h13,15,33-34H,3-12,14,16-32,38H2,1-2H3,(H,41,42)(H,43,44)/b15-13-/t33-,34+/m1/s1	VAPVGURWXAVEKE-HUBWUFLTSA-N	719.4737345	18303	HMDB0112357	
BASm0035081	CL(16:1(9Z)/15:0/16:1(9Z)/15:0)	CL(16:1(9Z)/15:0/16:1(9Z)/15:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(16:1(9Z)/15:0/16:1(9Z)/15:0), in particular, consists of one chain of palmitoleic acid at the C-1 position, one chain of pentadecanoic acid at the C-2 position, one chain of palmitoleic acid at the C-3 position, and one chain of pentadecanoic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-29-33-37-39-43-47-51-55-68(73)81-61-66(87-70(75)57-53-49-45-41-35-31-27-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(88-71(76)58-54-50-46-42-36-32-28-24-20-16-12-8-4)62-82-69(74)56-52-48-44-40-38-34-30-26-22-18-14-10-6-2/h25-26,29-30,65-67,72H,5-24,27-28,31-64H2,1-4H3,(H,77,78)(H,79,80)/b29-25-,30-26-/t66-,67-/m1/s1	PTGFJZFAVFTTQY-ORBUMBSMSA-N	1320.909627	28494		
BASm0035082	PA(16:1(9Z)/i-19:0)	PA(16:1(9Z)/i-19:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(9Z)/i-19:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of isononadecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C38H73O8P	InChI=1S/C38H73O8P/c1-4-5-6-7-8-9-10-12-16-19-22-25-28-31-37(39)44-33-36(34-45-47(41,42)43)46-38(40)32-29-26-23-20-17-14-11-13-15-18-21-24-27-30-35(2)3/h9-10,35-36H,4-8,11-34H2,1-3H3,(H2,41,42,43)/b10-9-/t36-/m1/s1	JRAOYFNVRDWPGW-HOQPKOKISA-N	688.5043063	16337		
BASm0035083	CDP-DG(16:1(9Z)/i-19:0)	CDP-DG(16:1(9Z)/i-19:0) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(16:1(9Z)/i-19:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of isononadecanoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C47H85N3O15P2	InChI=1S/C47H85N3O15P2/c1-4-5-6-7-8-9-10-12-16-19-22-25-28-31-42(51)60-35-39(63-43(52)32-29-26-23-20-17-14-11-13-15-18-21-24-27-30-38(2)3)36-61-66(56,57)65-67(58,59)62-37-40-44(53)45(54)46(64-40)50-34-33-41(48)49-47(50)55/h9-10,33-34,38-40,44-46,53-54H,4-8,11-32,35-37H2,1-3H3,(H,56,57)(H,58,59)(H2,48,49,55)/b10-9-/t39-,40-,44+,45?,46-/m1/s1	WQIQIRABXMHMTN-UCBAILOISA-N	993.545593	17962		
BASm0035084	PS(16:1(9Z)/i-19:0)	PS(16:1(9Z)/19:ISO) is considered to be a practically insoluble (in water) and relatively neutral molecule. PS(16:1(9Z)/19:ISO) may be a unique E.coli metabolite. PS(16:1(9Z)/19:ISO) has the chemical formula C41H76NO10P, and an average molecular weight of 774.0166. PS(16:1(9Z)/19:ISO) is involved in multiple pathways, some of which are Phospholipid Biosynthesis CL(16:1(9Z)/16:0/16:0/19:0cycv8c) Pathway, Phospholipid Biosynthesis CL(16:1(9Z)/19:0cycv8c/18:1(9Z)/18:1(9Z)) Pathway, Phospholipid Biosynthesis CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/16:1(9Z)) Pathway, and Phospholipid Biosynthesis CL(18:1(9Z)/16:1(9Z)/16:1(9Z)/19:0cycv8c) Pathway.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C41H78NO10P	InChI=1S/C41H78NO10P/c1-4-5-6-7-8-9-10-12-16-19-22-25-28-31-39(43)49-33-37(34-50-53(47,48)51-35-38(42)41(45)46)52-40(44)32-29-26-23-20-17-14-11-13-15-18-21-24-27-30-36(2)3/h9-10,36-38H,4-8,11-35,42H2,1-3H3,(H,45,46)(H,47,48)/b10-9-/t37-,38+/m1/s1	GGWJSPYGDALKMX-JWVGNTLDSA-N	775.5363347	18303		
BASm0035085	PG(16:1(9Z)/i-19:0)	PG(16:1(9Z)/19:ISO) is considered to be a practically insoluble (in water) and relatively neutral molecule. PG(16:1(9Z)/19:ISO) may be a unique E.coli metabolite. PG(16:1(9Z)/19:ISO) participates in a number of enzymatic reactions. In particular, PE(17:0CYCW7C/17:0CYCW7C) and PG(16:1(9Z)/19:ISO) can be converted into ethanolamine and CL(17:0CYCW7C/16:1(9Z)/17:0CYCW7C/19:0CYCV8C) through the action of the enzyme cardiolipin synthase c. Furthermore, PE(17:0CYCW7C/17:0CYCW7C) and PG(16:1(9Z)/19:ISO) can be converted into ethanolamine and CL(17:0CYCW7C/16:1(9Z)/19:0CYCV8C/17:0CYCW7C) through its interaction with the enzyme cardiolipin synthase c. Furthermore, PG(16:1(9Z)/19:ISO) and PE(17:0CYCW7C/17:0CYCW7C) can be converted into CL(16:1(9Z)/17:0CYCW7C/17:0CYCW7C/19:0CYCV8C) and ethanolamine through its interaction with the enzyme cardiolipin synthase c. Finally, PG(16:1(9Z)/19:ISO) can be biosynthesized from PGP(16:1(9Z)/19:iso); which is mediated by the enzyme phosphatidylglycerophosphatase.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C41H79O10P	InChI=1S/C41H79O10P/c1-4-5-6-7-8-9-10-12-16-19-22-25-28-31-40(44)48-35-39(36-50-52(46,47)49-34-38(43)33-42)51-41(45)32-29-26-23-20-17-14-11-13-15-18-21-24-27-30-37(2)3/h9-10,37-39,42-43H,4-8,11-36H2,1-3H3,(H,46,47)/b10-9-/t38-,39+/m0/s1	DYDCNEKBTVXULL-GDOWLQRRSA-N	762.5410857	17517		
BASm0035086	CL(16:1(9Z)/i-19:0/16:1(9Z)/i-19:0)	CL(16:1(9Z)/i-19:0/16:1(9Z)/i-19:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(16:1(9Z)/i-19:0/16:1(9Z)/i-19:0), in particular, consists of one chain of palmitoleic acid at the C-1 position, one chain of isononadecanoic acid at the C-2 position, one chain of palmitoleic acid at the C-3 position, and one chain of isononadecanoic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C79H150O17P2	InChI=1S/C79H150O17P2/c1-7-9-11-13-15-17-19-23-31-37-43-49-55-61-76(81)89-67-74(95-78(83)63-57-51-45-39-33-27-21-25-29-35-41-47-53-59-71(3)4)69-93-97(85,86)91-65-73(80)66-92-98(87,88)94-70-75(68-90-77(82)62-56-50-44-38-32-24-20-18-16-14-12-10-8-2)96-79(84)64-58-52-46-40-34-28-22-26-30-36-42-48-54-60-72(5)6/h17-20,71-75,80H,7-16,21-70H2,1-6H3,(H,85,86)(H,87,88)/b19-17-,20-18-/t74-,75-/m1/s1	RCPBLGGNTSEVFU-HVWPXCOHSA-N	1433.034827	28494		
BASm0035087	LysoPA(18:0/0:0)	LPA(18:0/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(18:0/0:0), in particular, consists of one octadecanoyl chain. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.			CCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(O)(O)=O	C21H43O7P	InChI=1S/C21H43O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h20,22H,2-19H2,1H3,(H2,24,25,26)	LAYXSTYJRSVXIH-UHFFFAOYSA-N	438.2746407	74850	HMDB0007854	
BASm0035088	PA(18:0/10:0)	PA(18:0/10:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:0/10:0), in particular, consists of one chain of stearic acid at the C-1 position and one chain of capric acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC	C31H61O8P	InChI=1S/C31H61O8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-21-23-25-30(32)37-27-29(28-38-40(34,35)36)39-31(33)26-24-22-19-10-8-6-4-2/h29H,3-28H2,1-2H3,(H2,34,35,36)/t29-/m1/s1	VVGAYJMXBWDQLX-GDLZYMKVSA-N	592.4104059	16337		
BASm0035089	PGP(18:0/10:0)	PGP(18:0/10:0) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(18:0/10:0), in particular, consists of one chain of stearic acid at the C-1 position and one chain of capric acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C34H68O13P2	InChI=1S/C34H68O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-21-23-25-33(36)43-29-32(47-34(37)26-24-22-19-10-8-6-4-2)30-46-49(41,42)45-28-31(35)27-44-48(38,39)40/h31-32,35H,3-30H2,1-2H3,(H,41,42)(H2,38,39,40)/t31-,32+/m0/s1	IHSWJAQGZDYWHR-AJQTZOPKSA-N	746.4135162	37393		
BASm0035090	PG(18:0/10:0)	PG(18:0/10:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(18:0/10:0), in particular, consists of one chain of stearic acid at the C-1 position and one chain of capric acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C34H67O10P	InChI=1S/C34H67O10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-21-23-25-33(37)41-29-32(30-43-45(39,40)42-28-31(36)27-35)44-34(38)26-24-22-19-10-8-6-4-2/h31-32,35-36H,3-30H2,1-2H3,(H,39,40)/t31-,32+/m0/s1	BCJXGAPVWCYGEN-AJQTZOPKSA-N	666.4471854	17517		
BASm0035091	CL(18:0/10:0/18:0/10:0)	CL(18:0/10:0/18:0/10:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(18:0/10:0/18:0/10:0), in particular, consists of one chain of stearic acid at the C-1 position, one chain of capric acid at the C-2 position, one chain of stearic acid at the C-3 position, and one chain of capric acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C65H126O17P2	InChI=1S/C65H126O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-39-41-45-49-62(67)75-55-60(81-64(69)51-47-43-37-19-15-11-7-3)57-79-83(71,72)77-53-59(66)54-78-84(73,74)80-58-61(82-65(70)52-48-44-38-20-16-12-8-4)56-76-63(68)50-46-42-40-36-34-32-30-28-26-24-22-18-14-10-6-2/h59-61,66H,5-58H2,1-4H3,(H,71,72)(H,73,74)/t60-,61-/m1/s1	IRJFRKOZBWIUKD-GTOSQJSUSA-N	1240.847027	28494		
BASm0035092	PA(18:0/12:0)	PA(18:0/12:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:0/12:0), in particular, consists of one chain of stearic acid at the C-1 position and one chain of lauric acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCC	C33H65O8P	InChI=1S/C33H65O8P/c1-3-5-7-9-11-13-14-15-16-17-18-20-21-23-25-27-32(34)39-29-31(30-40-42(36,37)38)41-33(35)28-26-24-22-19-12-10-8-6-4-2/h31H,3-30H2,1-2H3,(H2,36,37,38)/t31-/m1/s1	IJPHGUJQUXEIPI-WJOKGBTCSA-N	620.4417061	16337		
BASm0035093	PG(18:0/12:0)	PG(18:0/12:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(18:0/12:0), in particular, consists of one chain of stearic acid at the C-1 position and one chain of lauric acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C36H71O10P	InChI=1S/C36H71O10P/c1-3-5-7-9-11-13-14-15-16-17-18-20-21-23-25-27-35(39)43-31-34(32-45-47(41,42)44-30-33(38)29-37)46-36(40)28-26-24-22-19-12-10-8-6-4-2/h33-34,37-38H,3-32H2,1-2H3,(H,41,42)/t33-,34+/m0/s1	JEGMUNDQDSSICV-SZAHLOSFSA-N	694.4784855	17517		
BASm0035094	CL(18:0/12:0/18:0/12:0)	CL(18:0/12:0/18:0/12:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(18:0/12:0/18:0/12:0), in particular, consists of one chain of stearic acid at the C-1 position, one chain of lauric acid at the C-2 position, one chain of stearic acid at the C-3 position, and one chain of lauric acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C69H134O17P2	InChI=1S/C69H134O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-39-41-45-49-53-66(71)79-59-64(85-68(73)55-51-47-43-37-23-19-15-11-7-3)61-83-87(75,76)81-57-63(70)58-82-88(77,78)84-62-65(86-69(74)56-52-48-44-38-24-20-16-12-8-4)60-80-67(72)54-50-46-42-40-36-34-32-30-28-26-22-18-14-10-6-2/h63-65,70H,5-62H2,1-4H3,(H,75,76)(H,77,78)/t64-,65-/m1/s1	MFCWFOZROXABFJ-WXQUPVAFSA-N	1296.909627	28494		
BASm0035095	(9Z)-Nonadecenoyl-CoA	(9Z)-Nonadecenoyl-CoA belongs to the class of organic compounds known as long-chain fatty acyl CoAs. These are acyl CoAs where the group acylated to the coenzyme A moiety is a long aliphatic chain of 13 to 21 carbon atoms. (9Z)-Nonadecenoyl-CoA is considered to be a practically insoluble (in water) and relatively neutral molecule. (9Z)-Nonadecenoyl-CoA is an unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (9Z)-nonadecenoic acid.			CCCCCCCCC\C=C/CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C40H70N7O17P3S	InChI=1S/C40H70N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-31(49)68-24-23-42-30(48)21-22-43-38(52)35(51)40(2,3)26-61-67(58,59)64-66(56,57)60-25-29-34(63-65(53,54)55)33(50)39(62-29)47-28-46-32-36(41)44-27-45-37(32)47/h12-13,27-29,33-35,39,50-51H,4-11,14-26H2,1-3H3,(H,42,48)(H,43,52)(H,56,57)(H,58,59)(H2,41,44,45)(H2,53,54,55)/b13-12-/t29-,33-,34-,35+,39-/m1/s1	MBAUFAVCBBRIGA-VPTDMFBPSA-N	1045.376176			
BASm0035096	PA(10:0/19:1(9Z))	PA(10:0/19:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/19:1(9Z)), in particular, consists of one chain of capric acid at the C-1 position and one chain of (9Z)-nonadecenoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C32H61O8P	InChI=1S/C32H61O8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-21-23-25-27-32(34)40-30(29-39-41(35,36)37)28-38-31(33)26-24-22-20-10-8-6-4-2/h15-16,30H,3-14,17-29H2,1-2H3,(H2,35,36,37)/b16-15-/t30-/m1/s1	QYGZUSMPBHBQNX-PPFYFSGOSA-N	604.4104059	16337		
BASm0035097	PS(10:0/19:1(9Z))	PS(10:0/19:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(10:0/19:1(9Z)), in particular, consists of one chain of capric acid at the C-1 position and one chain of (9Z)-nonadecenoic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC)C(O)=O	C35H66NO10P	InChI=1S/C35H66NO10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-21-23-25-27-34(38)46-31(29-44-47(41,42)45-30-32(36)35(39)40)28-43-33(37)26-24-22-20-10-8-6-4-2/h15-16,31-32H,3-14,17-30,36H2,1-2H3,(H,39,40)(H,41,42)/b16-15-/t31-,32+/m1/s1	RNCNWDYUDMNHDK-WGPLZINVSA-N	691.4424343	18303		
BASm0035098	PGP(10:0/19:1(9Z))	PGP(10:0/19:1(9Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(10:0/19:1(9Z)), in particular, consists of one chain of capric acid at the C-1 position and one chain of (9Z)-nonadecenoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C35H68O13P2	InChI=1S/C35H68O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-21-23-25-27-35(38)48-33(30-44-34(37)26-24-22-20-10-8-6-4-2)31-47-50(42,43)46-29-32(36)28-45-49(39,40)41/h15-16,32-33,36H,3-14,17-31H2,1-2H3,(H,42,43)(H2,39,40,41)/b16-15-/t32-,33+/m0/s1	CYHHUEUQAHRCNI-YZCYCRNISA-N	758.4135162	37393		
BASm0035099	CL(10:0/19:1(9Z)/10:0/19:1(9Z))	CL(10:0/19:1(9Z)/10:0/19:1(9Z)) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(10:0/19:1(9Z)/10:0/19:1(9Z)), in particular, consists of one chain of capric acid at the C-1 position, one chain of (9Z)-nonadecenoic acid at the C-2 position, one chain of capric acid at the C-3 position, and one chain of (9Z)-nonadecenoic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C67H126O17P2	InChI=1S/C67H126O17P2/c1-5-9-13-17-21-23-25-27-29-31-33-35-37-41-45-49-53-66(71)83-62(57-77-64(69)51-47-43-39-19-15-11-7-3)59-81-85(73,74)79-55-61(68)56-80-86(75,76)82-60-63(58-78-65(70)52-48-44-40-20-16-12-8-4)84-67(72)54-50-46-42-38-36-34-32-30-28-26-24-22-18-14-10-6-2/h29-32,61-63,68H,5-28,33-60H2,1-4H3,(H,73,74)(H,75,76)/b31-29-,32-30-/t62-,63-/m1/s1	KUCUPGBWIDKXEE-TWYLTSGMSA-N	1264.847027	28494		
BASm0035100	PA(12:0/10:0)	PA(12:0/10:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/10:0), in particular, consists of one chain of lauric acid at the C-1 position and one chain of capric acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC	C25H49O8P	InChI=1S/C25H49O8P/c1-3-5-7-9-11-12-14-15-17-19-24(26)31-21-23(22-32-34(28,29)30)33-25(27)20-18-16-13-10-8-6-4-2/h23H,3-22H2,1-2H3,(H2,28,29,30)/t23-/m1/s1	SSJJMEFUQTWDJD-HSZRJFAPSA-N	508.3165055	16337		
BASm0035101	PS(12:0/10:0)	PS(12:0/10:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(12:0/10:0), in particular, consists of one chain of lauric acid at the C-1 position and one chain of capric acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC)C(O)=O	C28H54NO10P	InChI=1S/C28H54NO10P/c1-3-5-7-9-11-12-14-15-17-19-26(30)36-21-24(22-37-40(34,35)38-23-25(29)28(32)33)39-27(31)20-18-16-13-10-8-6-4-2/h24-25H,3-23,29H2,1-2H3,(H,32,33)(H,34,35)/t24-,25+/m1/s1	HIDDPSONAQCRNR-RPBOFIJWSA-N	595.3485339	18303		
BASm0035102	PGP(12:0/10:0)	PGP(12:0/10:0) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(12:0/10:0), in particular, consists of one chain of lauric acid at the C-1 position and one chain of capric acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC	C28H56O13P2	InChI=1S/C28H56O13P2/c1-3-5-7-9-11-12-14-15-17-19-27(30)37-23-26(41-28(31)20-18-16-13-10-8-6-4-2)24-40-43(35,36)39-22-25(29)21-38-42(32,33)34/h25-26,29H,3-24H2,1-2H3,(H,35,36)(H2,32,33,34)/t25-,26+/m0/s1	XSUXYYIYMQARDB-IZZNHLLZSA-N	662.3196159	37393		
BASm0035103	PG(12:0/10:0)	PG(12:0/10:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(12:0/10:0), in particular, consists of one chain of lauric acid at the C-1 position and one chain of capric acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC	C28H55O10P	InChI=1S/C28H55O10P/c1-3-5-7-9-11-12-14-15-17-19-27(31)35-23-26(24-37-39(33,34)36-22-25(30)21-29)38-28(32)20-18-16-13-10-8-6-4-2/h25-26,29-30H,3-24H2,1-2H3,(H,33,34)/t25-,26+/m0/s1	BIRRRGBUARNPAD-IZZNHLLZSA-N	582.353285	17517		
BASm0035104	CL(12:0/10:0/12:0/10:0)	CL(12:0/10:0/12:0/10:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(12:0/10:0/12:0/10:0), in particular, consists of one chain of lauric acid at the C-1 position, one chain of capric acid at the C-2 position, one chain of lauric acid at the C-3 position, and one chain of capric acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC	C53H102O17P2	InChI=1S/C53H102O17P2/c1-5-9-13-17-21-23-27-29-33-37-50(55)63-43-48(69-52(57)39-35-31-25-19-15-11-7-3)45-67-71(59,60)65-41-47(54)42-66-72(61,62)68-46-49(70-53(58)40-36-32-26-20-16-12-8-4)44-64-51(56)38-34-30-28-24-22-18-14-10-6-2/h47-49,54H,5-46H2,1-4H3,(H,59,60)(H,61,62)/t48-,49-/m1/s1	DUOBBBBITNCNDE-YYACYCFASA-N	1072.659226	28494		
BASm0035105	PA(18:0/14:0)	PA(18:0/14:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:0/14:0), in particular, consists of one chain of stearic acid at the C-1 position and one chain of myristic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCC	C35H69O8P	InChI=1S/C35H69O8P/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-34(36)41-31-33(32-42-44(38,39)40)43-35(37)30-28-26-24-22-19-14-12-10-8-6-4-2/h33H,3-32H2,1-2H3,(H2,38,39,40)/t33-/m1/s1	DWGJHCMBFDOLHU-MGBGTMOVSA-N	648.4730062	16337	HMDB0114873	
BASm0035106	PG(18:0/14:0)	PG(18:0/14:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(18:0/14:0), in particular, consists of one chain of stearic acid at the C-1 position and one chain of myristic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C38H75O10P	InChI=1S/C38H75O10P/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-37(41)45-33-36(34-47-49(43,44)46-32-35(40)31-39)48-38(42)30-28-26-24-22-19-14-12-10-8-6-4-2/h35-36,39-40H,3-34H2,1-2H3,(H,43,44)/t35-,36+/m0/s1	KULKTYXEEICVKS-MPQUPPDSSA-N	722.5097856	17517		
BASm0035107	CL(18:0/14:0/18:0/14:0)	CL(18:0/14:0/18:0/14:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(18:0/14:0/18:0/14:0), in particular, consists of one chain of stearic acid at the C-1 position, one chain of myristic acid at the C-2 position, one chain of stearic acid at the C-3 position, and one chain of myristic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C73H142O17P2	InChI=1S/C73H142O17P2/c1-5-9-13-17-21-25-29-31-33-35-39-41-45-49-53-57-70(75)83-63-68(89-72(77)59-55-51-47-43-37-27-23-19-15-11-7-3)65-87-91(79,80)85-61-67(74)62-86-92(81,82)88-66-69(90-73(78)60-56-52-48-44-38-28-24-20-16-12-8-4)64-84-71(76)58-54-50-46-42-40-36-34-32-30-26-22-18-14-10-6-2/h67-69,74H,5-66H2,1-4H3,(H,79,80)(H,81,82)/t68-,69-/m1/s1	ADHBVNDQHCTMNK-ULKDXPJMSA-N	1352.972227	28494		
BASm0035108	PA(18:0/15:0)	PA(18:0/15:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:0/15:0), in particular, consists of one chain of stearic acid at the C-1 position and one chain of pentadecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCC	C36H71O8P	InChI=1S/C36H71O8P/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-35(37)42-32-34(33-43-45(39,40)41)44-36(38)31-29-27-25-23-20-16-14-12-10-8-6-4-2/h34H,3-33H2,1-2H3,(H2,39,40,41)/t34-/m1/s1	FHWQDAWKQUCLPS-UUWRZZSWSA-N	662.4886562	16337	HMDB0114875	
BASm0035109	PS(18:0/15:0)	PS(18:0/15:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(18:0/15:0), in particular, consists of one chain of stearic acid at the C-1 position and one chain of pentadecanoic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)C(O)=O	C39H76NO10P	InChI=1S/C39H76NO10P/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-37(41)47-32-35(33-48-51(45,46)49-34-36(40)39(43)44)50-38(42)31-29-27-25-23-20-16-14-12-10-8-6-4-2/h35-36H,3-34,40H2,1-2H3,(H,43,44)(H,45,46)/t35-,36+/m1/s1	BURSBPUKIKFQEZ-XDSPJLLDSA-N	749.5206846	18303	HMDB0112372	
BASm0035110	PE(18:0/15:0)	PE(18:0/15:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:0/15:0), in particular, consists of one chain of stearic acid at the C-1 position and one chain of pentadecanoic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the pentadecanoic acid moiety is derived from dairy products and milk fat. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCC	C38H76NO8P	InChI=1S/C38H76NO8P/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-37(40)44-34-36(35-46-48(42,43)45-33-32-39)47-38(41)31-29-27-25-23-20-16-14-12-10-8-6-4-2/h36H,3-35,39H2,1-2H3,(H,42,43)/t36-/m1/s1	CBJZKZNOFISZSC-PSXMRANNSA-N	705.5308549	16337	HMDB0008988	
BASm0035111	PG(18:0/15:0)	PG(18:0/15:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(18:0/15:0), in particular, consists of one chain of stearic acid at the C-1 position and one chain of pentadecanoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C39H77O10P	InChI=1S/C39H77O10P/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-38(42)46-34-37(35-48-50(44,45)47-33-36(41)32-40)49-39(43)31-29-27-25-23-20-16-14-12-10-8-6-4-2/h36-37,40-41H,3-35H2,1-2H3,(H,44,45)/t36-,37+/m0/s1	ASYKAEHSXYLWIS-PQQNNWGCSA-N	736.5254357	17517		
BASm0035112	CL(18:0/15:0/18:0/15:0)	CL(18:0/15:0/18:0/15:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(18:0/15:0/18:0/15:0), in particular, consists of one chain of stearic acid at the C-1 position, one chain of pentadecanoic acid at the C-2 position, one chain of stearic acid at the C-3 position, and one chain of pentadecanoic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C75H146O17P2	InChI=1S/C75H146O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-43-47-51-55-59-72(77)85-65-70(91-74(79)61-57-53-49-45-39-31-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(92-75(80)62-58-54-50-46-40-32-28-24-20-16-12-8-4)66-86-73(78)60-56-52-48-44-42-38-36-34-30-26-22-18-14-10-6-2/h69-71,76H,5-68H2,1-4H3,(H,81,82)(H,83,84)/t70-,71-/m1/s1	UBASPUOCUMMXHU-MPWJUPNPSA-N	1381.003527	28494		
BASm0035113	PA(18:0/16:0)	PA(18:0/16:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:0/16:0), in particular, consists of one chain of stearic acid at the C-1 position and one chain of palmitic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC	C37H73O8P	InChI=1S/C37H73O8P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-36(38)43-33-35(34-44-46(40,41)42)45-37(39)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h35H,3-34H2,1-2H3,(H2,40,41,42)/t35-/m1/s1	USQMHZSVXZAKAI-PGUFJCEWSA-N	676.5043063	16337	HMDB0114876	
BASm0035114	CL(18:0/16:0/18:0/16:0)	CL(18:0/16:0/18:0/16:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process.			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C77H150O17P2	InChI=1S/C77H150O17P2/c1-5-9-13-17-21-25-29-33-35-39-41-45-49-53-57-61-74(79)87-67-72(93-76(81)63-59-55-51-47-43-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(94-77(82)64-60-56-52-48-44-38-32-28-24-20-16-12-8-4)68-88-75(80)62-58-54-50-46-42-40-36-34-30-26-22-18-14-10-6-2/h71-73,78H,5-70H2,1-4H3,(H,83,84)(H,85,86)/t72-,73-/m1/s1	QYNCXXMASCKYSM-FVROZTDHSA-N	1409.034826	28494	HMDB0056922	
BASm0035115	PGP(12:0/14:0)	PGP(12:0/14:0) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(12:0/14:0), in particular, consists of one chain of lauric acid at the C-1 position and one chain of myristic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C32H64O13P2	InChI=1S/C32H64O13P2/c1-3-5-7-9-11-13-14-16-18-20-22-24-32(35)45-30(27-41-31(34)23-21-19-17-15-12-10-8-6-4-2)28-44-47(39,40)43-26-29(33)25-42-46(36,37)38/h29-30,33H,3-28H2,1-2H3,(H,39,40)(H2,36,37,38)/t29-,30+/m0/s1	DOTUNTCXUQYZHH-XZWHSSHBSA-N	718.3822161	37393		
BASm0035116	PG(12:0/14:0)	PG(12:0/14:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(12:0/14:0), in particular, consists of one chain of lauric acid at the C-1 position and one chain of myristic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C32H63O10P	InChI=1S/C32H63O10P/c1-3-5-7-9-11-13-14-16-18-20-22-24-32(36)42-30(28-41-43(37,38)40-26-29(34)25-33)27-39-31(35)23-21-19-17-15-12-10-8-6-4-2/h29-30,33-34H,3-28H2,1-2H3,(H,37,38)/t29-,30+/m0/s1	LULDSPIIVCQYOL-XZWHSSHBSA-N	638.4158852	17517		
BASm0035117	CL(12:0/14:0/12:0/14:0)	CL(12:0/14:0/12:0/14:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(12:0/14:0/12:0/14:0), in particular, consists of one chain of lauric acid at the C-1 position, one chain of myristic acid at the C-2 position, one chain of lauric acid at the C-3 position, and one chain of myristic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C61H118O17P2	InChI=1S/C61H118O17P2/c1-5-9-13-17-21-25-27-31-35-39-43-47-60(65)77-56(51-71-58(63)45-41-37-33-29-23-19-15-11-7-3)53-75-79(67,68)73-49-55(62)50-74-80(69,70)76-54-57(52-72-59(64)46-42-38-34-30-24-20-16-12-8-4)78-61(66)48-44-40-36-32-28-26-22-18-14-10-6-2/h55-57,62H,5-54H2,1-4H3,(H,67,68)(H,69,70)/t56-,57-/m1/s1	MCVNUBGPTIEMQK-WRZFLEQSSA-N	1184.784426	28494		
BASm0035118	PGP(12:0/15:0)	PGP(12:0/15:0) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(12:0/15:0), in particular, consists of one chain of lauric acid at the C-1 position and one chain of pentadecanoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C33H66O13P2	InChI=1S/C33H66O13P2/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-33(36)46-31(28-42-32(35)24-22-20-18-16-12-10-8-6-4-2)29-45-48(40,41)44-27-30(34)26-43-47(37,38)39/h30-31,34H,3-29H2,1-2H3,(H,40,41)(H2,37,38,39)/t30-,31+/m0/s1	ARJVFBAMLYNUIR-IOWSJCHKSA-N	732.3978662	37393		
BASm0035119	PG(12:0/15:0)	PG(12:0/15:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(12:0/15:0), in particular, consists of one chain of lauric acid at the C-1 position and one chain of pentadecanoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C33H65O10P	InChI=1S/C33H65O10P/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-33(37)43-31(29-42-44(38,39)41-27-30(35)26-34)28-40-32(36)24-22-20-18-16-12-10-8-6-4-2/h30-31,34-35H,3-29H2,1-2H3,(H,38,39)/t30-,31+/m0/s1	KFOZNWMRPHTVQI-IOWSJCHKSA-N	652.4315353	17517		
BASm0035120	CL(12:0/15:0/12:0/15:0)	CL(12:0/15:0/12:0/15:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(12:0/15:0/12:0/15:0), in particular, consists of one chain of lauric acid at the C-1 position, one chain of pentadecanoic acid at the C-2 position, one chain of lauric acid at the C-3 position, and one chain of pentadecanoic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C63H122O17P2	InChI=1S/C63H122O17P2/c1-5-9-13-17-21-25-27-29-33-37-41-45-49-62(67)79-58(53-73-60(65)47-43-39-35-31-23-19-15-11-7-3)55-77-81(69,70)75-51-57(64)52-76-82(71,72)78-56-59(54-74-61(66)48-44-40-36-32-24-20-16-12-8-4)80-63(68)50-46-42-38-34-30-28-26-22-18-14-10-6-2/h57-59,64H,5-56H2,1-4H3,(H,69,70)(H,71,72)/t58-,59-/m1/s1	ORJNYBXBIOPGAW-LPSHHRBJSA-N	1212.815726	28494		
BASm0035121	PGP(18:0/16:1(9Z))	PGP(18:0/16:1(9Z)) is a phosphatidylglycerolphosphate or glycerophospholipid (PGP or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(18:0/16:1(9Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of Phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGPs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PGP also serves as a precursor for the synthesis of cardiolipin. PGP is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C40H78O13P2	InChI=1S/C40H78O13P2/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-39(42)49-35-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)53-40(43)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h14,16,37-38,41H,3-13,15,17-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b16-14-/t37-,38+/m0/s1	QGNFXTQEIITQFL-QCMQKWBUSA-N	828.4917656	37393	HMDB0013503	
BASm0035122	PG(18:0/16:1(9Z))	PG(18:0/16:1(9Z)) is a phosphatidylglycerol or glycerophospholipid (PG or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(18:0/16:1(9Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PG also serves as a precursor for the synthesis of cardiolipin. PG is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C40H77O10P	InChI=1S/C40H77O10P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-39(43)47-35-38(36-49-51(45,46)48-34-37(42)33-41)50-40(44)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h14,16,37-38,41-42H,3-13,15,17-36H2,1-2H3,(H,45,46)/b16-14-/t37-,38+/m0/s1	IPJKIWYVQGPZEW-QCMQKWBUSA-N	748.5254352	17517	HMDB0010601	
BASm0035123	CL(18:0/16:1(9Z)/18:0/16:1(9Z))	CL(18:0/16:1(9Z)/18:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process.			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-39-41-45-49-53-57-61-74(79)87-67-72(93-76(81)63-59-55-51-47-43-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(94-77(82)64-60-56-52-48-44-38-32-28-24-20-16-12-8-4)68-88-75(80)62-58-54-50-46-42-40-36-34-30-26-22-18-14-10-6-2/h27-28,31-32,71-73,78H,5-26,29-30,33-70H2,1-4H3,(H,83,84)(H,85,86)/b31-27-,32-28-/t72-,73-/m1/s1	QIXCIYNCKWUYPJ-PHHUEMOBSA-N	1405.003526	28494	HMDB0057049	
BASm0035124	PGP(12:0/16:0)	PGP(12:0/16:0) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(12:0/16:0), in particular, consists of one chain of lauric acid at the C-1 position and one chain of palmitic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C34H68O13P2	InChI=1S/C34H68O13P2/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-34(37)47-32(29-43-33(36)25-23-21-19-17-12-10-8-6-4-2)30-46-49(41,42)45-28-31(35)27-44-48(38,39)40/h31-32,35H,3-30H2,1-2H3,(H,41,42)(H2,38,39,40)/t31-,32+/m0/s1	AIVAVJYNJDXRPZ-AJQTZOPKSA-N	746.4135162	37393		
BASm0035125	PG(12:0/16:0)	PG(12:0/16:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(12:0/16:0), in particular, consists of one chain of lauric acid at the C-1 position and one chain of palmitic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C34H67O10P	InChI=1S/C34H67O10P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-34(38)44-32(30-43-45(39,40)42-28-31(36)27-35)29-41-33(37)25-23-21-19-17-12-10-8-6-4-2/h31-32,35-36H,3-30H2,1-2H3,(H,39,40)/t31-,32+/m0/s1	JJJHMQOYSWPKDB-AJQTZOPKSA-N	666.4471854	17517		
BASm0035126	CL(12:0/16:0/12:0/16:0)	CL(12:0/16:0/12:0/16:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(12:0/16:0/12:0/16:0), in particular, consists of one chain of lauric acid at the C-1 position, one chain of palmitic acid at the C-2 position, one chain of lauric acid at the C-3 position, and one chain of palmitic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C65H126O17P2	InChI=1S/C65H126O17P2/c1-5-9-13-17-21-25-27-29-31-35-39-43-47-51-64(69)81-60(55-75-62(67)49-45-41-37-33-23-19-15-11-7-3)57-79-83(71,72)77-53-59(66)54-78-84(73,74)80-58-61(56-76-63(68)50-46-42-38-34-24-20-16-12-8-4)82-65(70)52-48-44-40-36-32-30-28-26-22-18-14-10-6-2/h59-61,66H,5-58H2,1-4H3,(H,71,72)(H,73,74)/t60-,61-/m1/s1	WMUNPAJKKRTDCB-GTOSQJSUSA-N	1240.847027	28494		
BASm0035127	PGP(12:0/16:1(9Z))	PGP(12:0/16:1(9Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(12:0/16:1(9Z)), in particular, consists of one chain of lauric acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C34H66O13P2	InChI=1S/C34H66O13P2/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-34(37)47-32(29-43-33(36)25-23-21-19-17-12-10-8-6-4-2)30-46-49(41,42)45-28-31(35)27-44-48(38,39)40/h13-14,31-32,35H,3-12,15-30H2,1-2H3,(H,41,42)(H2,38,39,40)/b14-13-/t31-,32+/m0/s1	OJHHHARXFCXADW-BGCJVFQUSA-N	744.3978662	37393		
BASm0035128	CL(12:0/16:1(9Z)/12:0/16:1(9Z))	CL(12:0/16:1(9Z)/12:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(12:0/16:1(9Z)/12:0/16:1(9Z)), in particular, consists of one chain of lauric acid at the C-1 position, one chain of palmitoleic acid at the C-2 position, one chain of lauric acid at the C-3 position, and one chain of palmitoleic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C65H122O17P2	InChI=1S/C65H122O17P2/c1-5-9-13-17-21-25-27-29-31-35-39-43-47-51-64(69)81-60(55-75-62(67)49-45-41-37-33-23-19-15-11-7-3)57-79-83(71,72)77-53-59(66)54-78-84(73,74)80-58-61(56-76-63(68)50-46-42-38-34-24-20-16-12-8-4)82-65(70)52-48-44-40-36-32-30-28-26-22-18-14-10-6-2/h25-28,59-61,66H,5-24,29-58H2,1-4H3,(H,71,72)(H,73,74)/b27-25-,28-26-/t60-,61-/m1/s1	BPBCIBAMEWJTIZ-IDHWFKODSA-N	1236.815726	28494		
BASm0035129	PA(18:0/19:1(9Z))	PA(18:0/19:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:0/19:1(9Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of (9Z)-nonadecenoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C40H77O8P	InChI=1S/C40H77O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-40(42)48-38(37-47-49(43,44)45)36-46-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h19,21,38H,3-18,20,22-37H2,1-2H3,(H2,43,44,45)/b21-19-/t38-/m1/s1	DFMAHWOLVYAWKZ-IOSXAPFHSA-N	716.5356064	16337		
BASm0035130	PS(18:0/19:1(9Z))	PS(18:0/19:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(18:0/19:1(9Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of (9Z)-nonadecenoic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC)C(O)=O	C43H82NO10P	InChI=1S/C43H82NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-42(46)54-39(37-52-55(49,50)53-38-40(44)43(47)48)36-51-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h19,21,39-40H,3-18,20,22-38,44H2,1-2H3,(H,47,48)(H,49,50)/b21-19-/t39-,40+/m1/s1	ZNSVOFATEJXAOQ-LIZGRMTQSA-N	803.5676348	18303		
BASm0035131	CL(18:0/19:1(9Z)/18:0/19:1(9Z))	CL(18:0/19:1(9Z)/18:0/19:1(9Z)) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(18:0/19:1(9Z)/18:0/19:1(9Z)), in particular, consists of one chain of stearic acid at the C-1 position, one chain of (9Z)-nonadecenoic acid at the C-2 position, one chain of stearic acid at the C-3 position, and one chain of (9Z)-nonadecenoic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C83H158O17P2	InChI=1S/C83H158O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)75-97-101(89,90)95-71-77(84)72-96-102(91,92)98-76-79(74-94-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)100-83(88)70-66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h37-38,41-42,77-79,84H,5-36,39-40,43-76H2,1-4H3,(H,89,90)(H,91,92)/b41-37-,42-38-/t78-,79-/m1/s1	HUAIURLPBOXUCG-JQNKUHNVSA-N	1489.097428	28494		
BASm0035132	PA(12:0/19:1(9Z))	PA(12:0/19:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/19:1(9Z)), in particular, consists of one chain of lauric acid at the C-1 position and one chain of (9Z)-nonadecenoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C34H65O8P	InChI=1S/C34H65O8P/c1-3-5-7-9-11-13-14-15-16-17-18-19-21-23-25-27-29-34(36)42-32(31-41-43(37,38)39)30-40-33(35)28-26-24-22-20-12-10-8-6-4-2/h16-17,32H,3-15,18-31H2,1-2H3,(H2,37,38,39)/b17-16-/t32-/m1/s1	BQVWIAYHOGIKGL-PHIJBUCWSA-N	632.4417061	16337		
BASm0035133	PS(12:0/19:1(9Z))	PS(12:0/19:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(12:0/19:1(9Z)), in particular, consists of one chain of lauric acid at the C-1 position and one chain of (9Z)-nonadecenoic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC)C(O)=O	C37H70NO10P	InChI=1S/C37H70NO10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-21-23-25-27-29-36(40)48-33(31-46-49(43,44)47-32-34(38)37(41)42)30-45-35(39)28-26-24-22-20-12-10-8-6-4-2/h16-17,33-34H,3-15,18-32,38H2,1-2H3,(H,41,42)(H,43,44)/b17-16-/t33-,34+/m1/s1	AZADIJZGWIHTMY-SCNWXNJQSA-N	719.4737345	18303		
BASm0035134	PGP(12:0/19:1(9Z))	PGP(12:0/19:1(9Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(12:0/19:1(9Z)), in particular, consists of one chain of lauric acid at the C-1 position and one chain of (9Z)-nonadecenoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C37H72O13P2	InChI=1S/C37H72O13P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-21-23-25-27-29-37(40)50-35(32-46-36(39)28-26-24-22-20-12-10-8-6-4-2)33-49-52(44,45)48-31-34(38)30-47-51(41,42)43/h16-17,34-35,38H,3-15,18-33H2,1-2H3,(H,44,45)(H2,41,42,43)/b17-16-/t34-,35+/m0/s1	WEEJKSKCUKAMOC-ODLGQNLUSA-N	786.4448164	37393		
BASm0035135	CL(12:0/19:1(9Z)/12:0/19:1(9Z))	CL(12:0/19:1(9Z)/12:0/19:1(9Z)) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(12:0/19:1(9Z)/12:0/19:1(9Z)), in particular, consists of one chain of lauric acid at the C-1 position, one chain of (9Z)-nonadecenoic acid at the C-2 position, one chain of lauric acid at the C-3 position, and one chain of (9Z)-nonadecenoic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-17-21-25-27-29-31-33-35-37-41-45-49-53-57-70(75)87-66(61-81-68(73)55-51-47-43-39-23-19-15-11-7-3)63-85-89(77,78)83-59-65(72)60-84-90(79,80)86-64-67(62-82-69(74)56-52-48-44-40-24-20-16-12-8-4)88-71(76)58-54-50-46-42-38-36-34-32-30-28-26-22-18-14-10-6-2/h31-34,65-67,72H,5-30,35-64H2,1-4H3,(H,77,78)(H,79,80)/b33-31-,34-32-/t66-,67-/m1/s1	VZAAUFBHZCNTTA-IYTILACTSA-N	1320.909627	28494		
BASm0035136	PA(18:1(9Z)/10:0(3-OH))	PA(18:1(9Z)/10:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9Z)/10:0(3-OH)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCC	C31H59O9P	InChI=1S/C31H59O9P/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-20-22-24-30(33)38-26-29(27-39-41(35,36)37)40-31(34)25-28(32)23-21-19-8-6-4-2/h13-14,28-29,32H,3-12,15-27H2,1-2H3,(H2,35,36,37)/b14-13-/t28?,29-/m1/s1	PNIAINHDYAIFAI-UOXGKJMQSA-N	606.3896705	16337		
BASm0035137	CDP-DG(18:1(9Z)/10:0(3-OH))	CDP-DG(18:1(9Z)/10:0(3-OH)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(18:1(9Z)/10:0(3-OH)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCC	C40H71N3O16P2	InChI=1S/C40H71N3O16P2/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-20-22-24-35(45)54-28-32(57-36(46)27-31(44)23-21-19-8-6-4-2)29-55-60(50,51)59-61(52,53)56-30-33-37(47)38(48)39(58-33)43-26-25-34(41)42-40(43)49/h13-14,25-26,31-33,37-39,44,47-48H,3-12,15-24,27-30H2,1-2H3,(H,50,51)(H,52,53)(H2,41,42,49)/b14-13-/t31?,32-,33-,37+,38?,39-/m1/s1	XXTFSNBLYYQSSA-MOUQHXDLSA-N	911.4309572	17962		
BASm0035138	CL(18:1(9Z)/10:0(3-OH)/18:1(9Z)/10:0(3-OH))	CL(18:1(9Z)/10:0(3-OH)/18:1(9Z)/10:0(3-OH)) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(18:1(9Z)/10:0(3-OH)/18:1(9Z)/10:0(3-OH)), in particular, consists of one chain of oleic acid at the C-1 position, one chain of 3-hydroxydecanoic acid at the C-2 position, one chain of oleic acid at the C-3 position, and one chain of 3-hydroxydecanoic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CC(O)CCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CC(O)CCCCCCC	C65H122O19P2	InChI=1S/C65H122O19P2/c1-5-9-13-17-19-21-23-25-27-29-31-33-35-39-43-47-62(69)77-53-60(83-64(71)49-57(66)45-41-37-15-11-7-3)55-81-85(73,74)79-51-59(68)52-80-86(75,76)82-56-61(84-65(72)50-58(67)46-42-38-16-12-8-4)54-78-63(70)48-44-40-36-34-32-30-28-26-24-22-20-18-14-10-6-2/h25-28,57-61,66-68H,5-24,29-56H2,1-4H3,(H,73,74)(H,75,76)/b27-25-,28-26-/t57?,58?,59?,60-,61-/m1/s1	PJEYZWYZZHVOKO-VKDDGQMISA-N	1268.805556	28494		
BASm0035139	PS(18:1(9Z)/15:0)	PS(18:1(9Z)/15:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(18:1(9Z)/15:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of pentadecanoic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCC)C(O)=O	C39H74NO10P	InChI=1S/C39H74NO10P/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-37(41)47-32-35(33-48-51(45,46)49-34-36(40)39(43)44)50-38(42)31-29-27-25-23-20-16-14-12-10-8-6-4-2/h17-18,35-36H,3-16,19-34,40H2,1-2H3,(H,43,44)(H,45,46)/b18-17-/t35-,36+/m1/s1	GCMNKTPHCLHUNZ-ZKMUQLHUSA-N	747.5050346	18303	HMDB0112409	
BASm0035140	PG(18:1(9Z)/15:0)	PG(18:1(9Z)/15:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(18:1(9Z)/15:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of pentadecanoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C39H75O10P	InChI=1S/C39H75O10P/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-38(42)46-34-37(35-48-50(44,45)47-33-36(41)32-40)49-39(43)31-29-27-25-23-20-16-14-12-10-8-6-4-2/h17-18,36-37,40-41H,3-16,19-35H2,1-2H3,(H,44,45)/b18-17-/t36-,37+/m0/s1	NHOVCGWYDMSFMH-FMECKOKGSA-N	734.5097856	17517		
BASm0035141	CL(18:1(9Z)/15:0/18:1(9Z)/15:0)	CL(18:1(9Z)/15:0/18:1(9Z)/15:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(18:1(9Z)/15:0/18:1(9Z)/15:0), in particular, consists of one chain of oleic acid at the C-1 position, one chain of pentadecanoic acid at the C-2 position, one chain of oleic acid at the C-3 position, and one chain of pentadecanoic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-43-47-51-55-59-72(77)85-65-70(91-74(79)61-57-53-49-45-39-31-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(92-75(80)62-58-54-50-46-40-32-28-24-20-16-12-8-4)66-86-73(78)60-56-52-48-44-42-38-36-34-30-26-22-18-14-10-6-2/h33-36,69-71,76H,5-32,37-68H2,1-4H3,(H,81,82)(H,83,84)/b35-33-,36-34-/t70-,71-/m1/s1	RAEDQKIOQPIZOG-BMWBSLLOSA-N	1376.972227	28494		
BASm0035142	PA(18:1(9Z)/19:1(9Z))	PA(18:1(9Z)/19:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9Z)/19:1(9Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of (9Z)-nonadecenoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C40H75O8P	InChI=1S/C40H75O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-40(42)48-38(37-47-49(43,44)45)36-46-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18-21,38H,3-17,22-37H2,1-2H3,(H2,43,44,45)/b20-18-,21-19-/t38-/m1/s1	XPRWXYMPDVBCKK-FLHMKPLESA-N	714.5199564	16337		
BASm0035143	PS(18:1(9Z)/19:1(9Z))	PS(18:1(9Z)/19:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(18:1(9Z)/19:1(9Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of (9Z)-nonadecenoic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC)C(O)=O	C43H80NO10P	InChI=1S/C43H80NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-42(46)54-39(37-52-55(49,50)53-38-40(44)43(47)48)36-51-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18-21,39-40H,3-17,22-38,44H2,1-2H3,(H,47,48)(H,49,50)/b20-18-,21-19-/t39-,40+/m1/s1	PJCGMQPIQJRQAR-LRFDNYPESA-N	801.5519848	18303		
BASm0035144	PG(18:1(9Z)/19:1(9Z))	PG(18:1(9Z)/19:1(9Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(18:1(9Z)/19:1(9Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of (9Z)-nonadecenoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C43H81O10P	InChI=1S/C43H81O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-43(47)53-41(39-52-54(48,49)51-37-40(45)36-44)38-50-42(46)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18-21,40-41,44-45H,3-17,22-39H2,1-2H3,(H,48,49)/b20-18-,21-19-/t40-,41+/m0/s1	MESQKFRYTBATBY-XABOAZGISA-N	788.5567358	17517		
BASm0035145	CL(18:1(9Z)/19:1(9Z)/18:1(9Z)/19:1(9Z))	CL(18:1(9Z)/19:1(9Z)/18:1(9Z)/19:1(9Z)) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(18:1(9Z)/19:1(9Z)/18:1(9Z)/19:1(9Z)), in particular, consists of one chain of oleic acid at the C-1 position, one chain of (9Z)-nonadecenoic acid at the C-2 position, one chain of oleic acid at the C-3 position, and one chain of (9Z)-nonadecenoic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C83H154O17P2	InChI=1S/C83H154O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-69-82(87)99-78(73-93-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)75-97-101(89,90)95-71-77(84)72-96-102(91,92)98-76-79(74-94-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)100-83(88)70-66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h35-42,77-79,84H,5-34,43-76H2,1-4H3,(H,89,90)(H,91,92)/b39-35-,40-36-,41-37-,42-38-/t78-,79-/m1/s1	GZBQRCBULDXRGX-OUGGANAOSA-N	1485.066127	28494		
BASm0035146	LysoPA(19:1(9Z)/0:0)	LPA(19:1(9Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common. LPA(19:1(9Z)/0:0), in particular, consists of one chain of (9Z)-nonadecenoic acid at the C-1 position. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.			CCCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)COP(O)(O)=O	C22H43O7P	InChI=1S/C22H43O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-22(24)28-19-21(23)20-29-30(25,26)27/h10-11,21,23H,2-9,12-20H2,1H3,(H2,25,26,27)/b11-10-	PBTCGPITOGPANY-KHPPLWFESA-N	450.2746407	16975		
BASm0035147	PA(19:1(9Z)/14:0)	PA(19:1(9Z)/14:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:1(9Z)/14:0), in particular, consists of one chain of (9Z)-nonadecenoic acid at the C-1 position and one chain of myristic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCC	C36H69O8P	InChI=1S/C36H69O8P/c1-3-5-7-9-11-13-15-16-17-18-19-21-22-24-26-28-30-35(37)42-32-34(33-43-45(39,40)41)44-36(38)31-29-27-25-23-20-14-12-10-8-6-4-2/h17-18,34H,3-16,19-33H2,1-2H3,(H2,39,40,41)/b18-17-/t34-/m1/s1	RAMRCDBVCGCCNT-RZCWWDNZSA-N	660.4730062	16337		
BASm0035148	PS(19:1(9Z)/14:0)	PS(19:1(9Z)/14:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(19:1(9Z)/14:0), in particular, consists of one chain of (9Z)-nonadecenoic acid at the C-1 position and one chain of myristic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)C(O)=O	C39H74NO10P	InChI=1S/C39H74NO10P/c1-3-5-7-9-11-13-15-16-17-18-19-21-22-24-26-28-30-37(41)47-32-35(33-48-51(45,46)49-34-36(40)39(43)44)50-38(42)31-29-27-25-23-20-14-12-10-8-6-4-2/h17-18,35-36H,3-16,19-34,40H2,1-2H3,(H,43,44)(H,45,46)/b18-17-/t35-,36+/m1/s1	CWVUHCCDQDINSN-ZKMUQLHUSA-N	747.5050346	18303		
BASm0035149	PG(19:1(9Z)/14:0)	PG(19:1(9Z)/14:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(19:1(9Z)/14:0), in particular, consists of one chain of (9Z)-nonadecenoic acid at the C-1 position and one chain of myristic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C39H75O10P	InChI=1S/C39H75O10P/c1-3-5-7-9-11-13-15-16-17-18-19-21-22-24-26-28-30-38(42)46-34-37(35-48-50(44,45)47-33-36(41)32-40)49-39(43)31-29-27-25-23-20-14-12-10-8-6-4-2/h17-18,36-37,40-41H,3-16,19-35H2,1-2H3,(H,44,45)/b18-17-/t36-,37+/m0/s1	ZYOXAUPVEYXPCO-FMECKOKGSA-N	734.5097856	17517		
BASm0035150	CL(19:1(9Z)/14:0/19:1(9Z)/14:0)	CL(19:1(9Z)/14:0/19:1(9Z)/14:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(19:1(9Z)/14:0/19:1(9Z)/14:0), in particular, consists of one chain of (9Z)-nonadecenoic acid at the C-1 position, one chain of myristic acid at the C-2 position, one chain of (9Z)-nonadecenoic acid at the C-3 position, and one chain of myristic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-41-43-47-51-55-59-72(77)85-65-70(91-74(79)61-57-53-49-45-39-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(92-75(80)62-58-54-50-46-40-28-24-20-16-12-8-4)66-86-73(78)60-56-52-48-44-42-38-36-34-32-30-26-22-18-14-10-6-2/h33-36,69-71,76H,5-32,37-68H2,1-4H3,(H,81,82)(H,83,84)/b35-33-,36-34-/t70-,71-/m1/s1	NSWOPQYPCIUMQC-BMWBSLLOSA-N	1376.972227	28494		
BASm0035151	PA(19:1(9Z)/16:0)	PA(19:1(9Z)/16:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:1(9Z)/16:0), in particular, consists of one chain of (9Z)-nonadecenoic acid at the C-1 position and one chain of palmitic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC	C38H73O8P	InChI=1S/C38H73O8P/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-32-37(39)44-34-36(35-45-47(41,42)43)46-38(40)33-31-29-27-25-23-20-16-14-12-10-8-6-4-2/h18-19,36H,3-17,20-35H2,1-2H3,(H2,41,42,43)/b19-18-/t36-/m1/s1	RHOGBXACDHNLCX-UAIAYBLDSA-N	688.5043063	16337		
BASm0035152	PS(19:1(9Z)/16:0)	PS(19:1(9Z)/16:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(19:1(9Z)/16:0), in particular, consists of one chain of (9Z)-nonadecenoic acid at the C-1 position and one chain of palmitic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)C(O)=O	C41H78NO10P	InChI=1S/C41H78NO10P/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-32-39(43)49-34-37(35-50-53(47,48)51-36-38(42)41(45)46)52-40(44)33-31-29-27-25-23-20-16-14-12-10-8-6-4-2/h18-19,37-38H,3-17,20-36,42H2,1-2H3,(H,45,46)(H,47,48)/b19-18-/t37-,38+/m1/s1	UJRYAPACNSWXCI-XTAJRBJHSA-N	775.5363347	18303		
BASm0035153	CL(19:1(9Z)/16:0/19:1(9Z)/16:0)	CL(19:1(9Z)/16:0/19:1(9Z)/16:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(19:1(9Z)/16:0/19:1(9Z)/16:0), in particular, consists of one chain of (9Z)-nonadecenoic acid at the C-1 position, one chain of palmitic acid at the C-2 position, one chain of (9Z)-nonadecenoic acid at the C-3 position, and one chain of palmitic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC	C79H150O17P2	InChI=1S/C79H150O17P2/c1-5-9-13-17-21-25-29-33-35-37-41-43-47-51-55-59-63-76(81)89-69-74(95-78(83)65-61-57-53-49-45-39-31-27-23-19-15-11-7-3)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(96-79(84)66-62-58-54-50-46-40-32-28-24-20-16-12-8-4)70-90-77(82)64-60-56-52-48-44-42-38-36-34-30-26-22-18-14-10-6-2/h35-38,73-75,80H,5-34,39-72H2,1-4H3,(H,85,86)(H,87,88)/b37-35-,38-36-/t74-,75-/m1/s1	URTZQEGZRNKOGI-FNRDCXAYSA-N	1433.034827	28494		
BASm0035154	PA(19:1(9Z)/18:0)	PA(19:1(9Z)/18:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:1(9Z)/18:0), in particular, consists of one chain of (9Z)-nonadecenoic acid at the C-1 position and one chain of stearic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCC	C40H77O8P	InChI=1S/C40H77O8P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-39(41)46-36-38(37-47-49(43,44)45)48-40(42)35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h19,21,38H,3-18,20,22-37H2,1-2H3,(H2,43,44,45)/b21-19-/t38-/m1/s1	WQIYYIFGJGKWAR-IOSXAPFHSA-N	716.5356064	16337		
BASm0035155	PS(19:1(9Z)/18:0)	PS(19:1(9Z)/18:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(19:1(9Z)/18:0), in particular, consists of one chain of (9Z)-nonadecenoic acid at the C-1 position and one chain of stearic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)C(O)=O	C43H82NO10P	InChI=1S/C43H82NO10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-41(45)51-36-39(37-52-55(49,50)53-38-40(44)43(47)48)54-42(46)35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h19,21,39-40H,3-18,20,22-38,44H2,1-2H3,(H,47,48)(H,49,50)/b21-19-/t39-,40+/m1/s1	CGQPVMCZEFYEDC-LIZGRMTQSA-N	803.5676348	18303		
BASm0035156	CL(19:1(9Z)/18:0/19:1(9Z)/18:0)	CL(19:1(9Z)/18:0/19:1(9Z)/18:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(19:1(9Z)/18:0/19:1(9Z)/18:0), in particular, consists of one chain of (9Z)-nonadecenoic acid at the C-1 position, one chain of stearic acid at the C-2 position, one chain of (9Z)-nonadecenoic acid at the C-3 position, and one chain of stearic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C83H158O17P2	InChI=1S/C83H158O17P2/c1-5-9-13-17-21-25-29-33-37-41-43-47-51-55-59-63-67-80(85)93-73-78(99-82(87)69-65-61-57-53-49-45-39-35-31-27-23-19-15-11-7-3)75-97-101(89,90)95-71-77(84)72-96-102(91,92)98-76-79(100-83(88)70-66-62-58-54-50-46-40-36-32-28-24-20-16-12-8-4)74-94-81(86)68-64-60-56-52-48-44-42-38-34-30-26-22-18-14-10-6-2/h37-38,41-42,77-79,84H,5-36,39-40,43-76H2,1-4H3,(H,89,90)(H,91,92)/b41-37-,42-38-/t78-,79-/m1/s1	UNZPCQGQAVAGIW-JQNKUHNVSA-N	1489.097428	28494		
BASm0035157	PA(19:1(9Z)/19:1(9Z))	PA(19:1(9Z)/19:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:1(9Z)/19:1(9Z)), in particular, consists of one chain of (9Z)-nonadecenoic acid at the C-1 position and one chain of (9Z)-nonadecenoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C41H77O8P	InChI=1S/C41H77O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-40(42)47-37-39(38-48-50(44,45)46)49-41(43)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h19-22,39H,3-18,23-38H2,1-2H3,(H2,44,45,46)/b21-19-,22-20-/t39-/m1/s1	HLUVWUMJGBASRN-JKUUOIIVSA-N	728.5356064	16337		
BASm0035158	PS(19:1(9Z)/19:1(9Z))	PS(19:1(9Z)/19:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(19:1(9Z)/19:1(9Z)), in particular, consists of one chain of (9Z)-nonadecenoic acid at the C-1 position and one chain of (9Z)-nonadecenoic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC)C(O)=O	C44H82NO10P	InChI=1S/C44H82NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-42(46)52-37-40(38-53-56(50,51)54-39-41(45)44(48)49)55-43(47)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h19-22,40-41H,3-18,23-39,45H2,1-2H3,(H,48,49)(H,50,51)/b21-19-,22-20-/t40-,41+/m1/s1	KGVGBZDHMRHXJU-NOTRBQRDSA-N	815.5676348	18303		
BASm0035159	PGP(19:1(9Z)/19:1(9Z))	PGP(19:1(9Z)/19:1(9Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(19:1(9Z)/19:1(9Z)), in particular, consists of one chain of (9Z)-nonadecenoic acid at the C-1 position and one chain of (9Z)-nonadecenoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C44H84O13P2	InChI=1S/C44H84O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-43(46)53-39-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)57-44(47)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h19-22,41-42,45H,3-18,23-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b21-19-,22-20-/t41-,42+/m0/s1	CFSYEFWGFJBJOV-WRYALDMJSA-N	882.5387168	37393		
BASm0035160	PG(19:1(9Z)/19:1(9Z))	PG(19:1(9Z)/19:1(9Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(19:1(9Z)/19:1(9Z)), in particular, consists of one chain of (9Z)-nonadecenoic acid at the C-1 position and one chain of (9Z)-nonadecenoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C44H83O10P	InChI=1S/C44H83O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-43(47)51-39-42(40-53-55(49,50)52-38-41(46)37-45)54-44(48)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h19-22,41-42,45-46H,3-18,23-40H2,1-2H3,(H,49,50)/b21-19-,22-20-/t41-,42+/m0/s1	DAORSOVQTZKARF-WRYALDMJSA-N	802.5723859	17517		
BASm0035161	CL(19:1(9Z)/19:1(9Z)/19:1(9Z)/19:1(9Z))	CL(19:1(9Z)/19:1(9Z)/19:1(9Z)/19:1(9Z)) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(19:1(9Z)/19:1(9Z)/19:1(9Z)/19:1(9Z)), in particular, consists of one chain of (9Z)-nonadecenoic acid at the C-1 position, one chain of (9Z)-nonadecenoic acid at the C-2 position, one chain of (9Z)-nonadecenoic acid at the C-3 position, and one chain of (9Z)-nonadecenoic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C85H158O17P2	InChI=1S/C85H158O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-69-82(87)95-75-80(101-84(89)71-67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)77-99-103(91,92)97-73-79(86)74-98-104(93,94)100-78-81(102-85(90)72-68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)76-96-83(88)70-66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h37-44,79-81,86H,5-36,45-78H2,1-4H3,(H,91,92)(H,93,94)/b41-37-,42-38-,43-39-,44-40-/t80-,81-/m1/s1	OOTMIPMJNYOPTM-FKVFLHGJSA-N	1513.097428	28494		
BASm0035162	PA(14:0/10:0)	PA(14:0/10:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/10:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of capric acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC	C27H53O8P	InChI=1S/C27H53O8P/c1-3-5-7-9-11-12-13-14-16-17-19-21-26(28)33-23-25(24-34-36(30,31)32)35-27(29)22-20-18-15-10-8-6-4-2/h25H,3-24H2,1-2H3,(H2,30,31,32)/t25-/m1/s1	YNFROQBEOBCVGZ-RUZDIDTESA-N	536.3478057	16337		
BASm0035163	PS(14:0/10:0)	PS(14:0/10:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(14:0/10:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of capric acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC)C(O)=O	C30H58NO10P	InChI=1S/C30H58NO10P/c1-3-5-7-9-11-12-13-14-16-17-19-21-28(32)38-23-26(24-39-42(36,37)40-25-27(31)30(34)35)41-29(33)22-20-18-15-10-8-6-4-2/h26-27H,3-25,31H2,1-2H3,(H,34,35)(H,36,37)/t26-,27+/m1/s1	JPFBNTBYIWQOOV-SXOMAYOGSA-N	623.3798341	18303		
BASm0035164	PGP(14:0/10:0)	PGP(14:0/10:0) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(14:0/10:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of capric acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C30H60O13P2	InChI=1S/C30H60O13P2/c1-3-5-7-9-11-12-13-14-16-17-19-21-29(32)39-25-28(43-30(33)22-20-18-15-10-8-6-4-2)26-42-45(37,38)41-24-27(31)23-40-44(34,35)36/h27-28,31H,3-26H2,1-2H3,(H,37,38)(H2,34,35,36)/t27-,28+/m0/s1	TWNYBFJAMSEYFX-WUFINQPMSA-N	690.350916	37393		
BASm0035165	PG(14:0/10:0)	PG(14:0/10:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(14:0/10:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of capric acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C30H59O10P	InChI=1S/C30H59O10P/c1-3-5-7-9-11-12-13-14-16-17-19-21-29(33)37-25-28(26-39-41(35,36)38-24-27(32)23-31)40-30(34)22-20-18-15-10-8-6-4-2/h27-28,31-32H,3-26H2,1-2H3,(H,35,36)/t27-,28+/m0/s1	ACLFMKOLXSEQOV-WUFINQPMSA-N	610.3845851	17517		
BASm0035166	CL(14:0/10:0/14:0/10:0)	CL(14:0/10:0/14:0/10:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(14:0/10:0/14:0/10:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of capric acid at the C-2 position, one chain of myristic acid at the C-3 position, and one chain of capric acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C57H110O17P2	InChI=1S/C57H110O17P2/c1-5-9-13-17-21-23-25-27-31-33-37-41-54(59)67-47-52(73-56(61)43-39-35-29-19-15-11-7-3)49-71-75(63,64)69-45-51(58)46-70-76(65,66)72-50-53(74-57(62)44-40-36-30-20-16-12-8-4)48-68-55(60)42-38-34-32-28-26-24-22-18-14-10-6-2/h51-53,58H,5-50H2,1-4H3,(H,63,64)(H,65,66)/t52-,53-/m1/s1	HFMUYWOYBAYCNT-TVALRIBFSA-N	1128.721826	28494		
BASm0035167	PA(14:0/12:0)	PA(14:0/12:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/12:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of lauric acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCC	C29H57O8P	InChI=1S/C29H57O8P/c1-3-5-7-9-11-13-14-16-17-19-21-23-28(30)35-25-27(26-36-38(32,33)34)37-29(31)24-22-20-18-15-12-10-8-6-4-2/h27H,3-26H2,1-2H3,(H2,32,33,34)/t27-/m1/s1	MRBKOOXHWBOHAE-HHHXNRCGSA-N	564.3791058	16337		
BASm0035168	PS(14:0/12:0)	PS(14:0/12:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(14:0/12:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of lauric acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC)C(O)=O	C32H62NO10P	InChI=1S/C32H62NO10P/c1-3-5-7-9-11-13-14-16-17-19-21-23-30(34)40-25-28(26-41-44(38,39)42-27-29(33)32(36)37)43-31(35)24-22-20-18-15-12-10-8-6-4-2/h28-29H,3-27,33H2,1-2H3,(H,36,37)(H,38,39)/t28-,29+/m1/s1	IDOKDSPXZQQEDC-WDYNHAJCSA-N	651.4111342	18303		
BASm0035169	PGP(14:0/12:0)	PGP(14:0/12:0) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(14:0/12:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of lauric acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C32H64O13P2	InChI=1S/C32H64O13P2/c1-3-5-7-9-11-13-14-16-17-19-21-23-31(34)41-27-30(45-32(35)24-22-20-18-15-12-10-8-6-4-2)28-44-47(39,40)43-26-29(33)25-42-46(36,37)38/h29-30,33H,3-28H2,1-2H3,(H,39,40)(H2,36,37,38)/t29-,30+/m0/s1	BDWBLACXYHZOGQ-XZWHSSHBSA-N	718.3822161	37393		
BASm0035170	PG(14:0/12:0)	PG(14:0/12:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(14:0/12:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of lauric acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C32H63O10P	InChI=1S/C32H63O10P/c1-3-5-7-9-11-13-14-16-17-19-21-23-31(35)39-27-30(28-41-43(37,38)40-26-29(34)25-33)42-32(36)24-22-20-18-15-12-10-8-6-4-2/h29-30,33-34H,3-28H2,1-2H3,(H,37,38)/t29-,30+/m0/s1	CHMQOCXZVLNFIE-XZWHSSHBSA-N	638.4158852	17517		
BASm0035171	CL(14:0/12:0/14:0/12:0)	CL(14:0/12:0/14:0/12:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(14:0/12:0/14:0/12:0), in particular, consists of one chain of myristic acid at the C-1 position, one chain of lauric acid at the C-2 position, one chain of myristic acid at the C-3 position, and one chain of lauric acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H118O17P2	InChI=1S/C61H118O17P2/c1-5-9-13-17-21-25-27-31-33-37-41-45-58(63)71-51-56(77-60(65)47-43-39-35-29-23-19-15-11-7-3)53-75-79(67,68)73-49-55(62)50-74-80(69,70)76-54-57(78-61(66)48-44-40-36-30-24-20-16-12-8-4)52-72-59(64)46-42-38-34-32-28-26-22-18-14-10-6-2/h55-57,62H,5-54H2,1-4H3,(H,67,68)(H,69,70)/t56-,57-/m1/s1	ZMDWZGCWFCQRSW-WRZFLEQSSA-N	1184.784426	28494		
BASm0035172	PA(14:0/19:1(9Z))	PA(14:0/19:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/19:1(9Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of (9Z)-nonadecenoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C36H69O8P	InChI=1S/C36H69O8P/c1-3-5-7-9-11-13-15-16-17-18-19-21-23-25-27-29-31-36(38)44-34(33-43-45(39,40)41)32-42-35(37)30-28-26-24-22-20-14-12-10-8-6-4-2/h17-18,34H,3-16,19-33H2,1-2H3,(H2,39,40,41)/b18-17-/t34-/m1/s1	XKRCPQMWYGZPSV-RZCWWDNZSA-N	660.4730062	16337		
BASm0035173	PS(14:0/19:1(9Z))	PS(14:0/19:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(14:0/19:1(9Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of (9Z)-nonadecenoic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC)C(O)=O	C39H74NO10P	InChI=1S/C39H74NO10P/c1-3-5-7-9-11-13-15-16-17-18-19-21-23-25-27-29-31-38(42)50-35(33-48-51(45,46)49-34-36(40)39(43)44)32-47-37(41)30-28-26-24-22-20-14-12-10-8-6-4-2/h17-18,35-36H,3-16,19-34,40H2,1-2H3,(H,43,44)(H,45,46)/b18-17-/t35-,36+/m1/s1	DPACWRGRYUTTDT-ZKMUQLHUSA-N	747.5050346	18303		
BASm0035174	PGP(14:0/19:1(9Z))	PGP(14:0/19:1(9Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(14:0/19:1(9Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of (9Z)-nonadecenoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C39H76O13P2	InChI=1S/C39H76O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-21-23-25-27-29-31-39(42)52-37(35-51-54(46,47)50-33-36(40)32-49-53(43,44)45)34-48-38(41)30-28-26-24-22-20-14-12-10-8-6-4-2/h17-18,36-37,40H,3-16,19-35H2,1-2H3,(H,46,47)(H2,43,44,45)/b18-17-/t36-,37+/m0/s1	IFTVVPXJJXLHCU-FMECKOKGSA-N	814.4761165	37393		
BASm0035175	CL(14:0/19:1(9Z)/14:0/19:1(9Z))	CL(14:0/19:1(9Z)/14:0/19:1(9Z)) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(14:0/19:1(9Z)/14:0/19:1(9Z)), in particular, consists of one chain of myristic acid at the C-1 position, one chain of (9Z)-nonadecenoic acid at the C-2 position, one chain of myristic acid at the C-3 position, and one chain of (9Z)-nonadecenoic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C75H142O17P2	InChI=1S/C75H142O17P2/c1-5-9-13-17-21-25-29-31-33-35-37-41-45-49-53-57-61-74(79)91-70(65-85-72(77)59-55-51-47-43-39-27-23-19-15-11-7-3)67-89-93(81,82)87-63-69(76)64-88-94(83,84)90-68-71(66-86-73(78)60-56-52-48-44-40-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-36-34-32-30-26-22-18-14-10-6-2/h33-36,69-71,76H,5-32,37-68H2,1-4H3,(H,81,82)(H,83,84)/b35-33-,36-34-/t70-,71-/m1/s1	YZVZJOXTDFPLHS-BMWBSLLOSA-N	1376.972227	28494		
BASm0035176	PA(15:0/10:0)	PA(15:0/10:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0/10:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of capric acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC	C28H55O8P	InChI=1S/C28H55O8P/c1-3-5-7-9-11-12-13-14-15-17-18-20-22-27(29)34-24-26(25-35-37(31,32)33)36-28(30)23-21-19-16-10-8-6-4-2/h26H,3-25H2,1-2H3,(H2,31,32,33)/t26-/m1/s1	YWICFMAJOJUKQI-AREMUKBSSA-N	550.3634557	16337		
BASm0035177	PS(15:0/10:0)	PS(15:0/10:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(15:0/10:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of capric acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC)C(O)=O	C31H60NO10P	InChI=1S/C31H60NO10P/c1-3-5-7-9-11-12-13-14-15-17-18-20-22-29(33)39-24-27(25-40-43(37,38)41-26-28(32)31(35)36)42-30(34)23-21-19-16-10-8-6-4-2/h27-28H,3-26,32H2,1-2H3,(H,35,36)(H,37,38)/t27-,28+/m1/s1	SQVHIZDVTVWLEK-IZLXSDGUSA-N	637.3954841	18303		
BASm0035178	PGP(15:0/10:0)	PGP(15:0/10:0) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(15:0/10:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of capric acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C31H62O13P2	InChI=1S/C31H62O13P2/c1-3-5-7-9-11-12-13-14-15-17-18-20-22-30(33)40-26-29(44-31(34)23-21-19-16-10-8-6-4-2)27-43-46(38,39)42-25-28(32)24-41-45(35,36)37/h28-29,32H,3-27H2,1-2H3,(H,38,39)(H2,35,36,37)/t28-,29+/m0/s1	LHSKPFCSANCMBT-URLMMPGGSA-N	704.3665661	37393		
BASm0035179	PG(15:0/10:0)	PG(15:0/10:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(15:0/10:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of capric acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C31H61O10P	InChI=1S/C31H61O10P/c1-3-5-7-9-11-12-13-14-15-17-18-20-22-30(34)38-26-29(27-40-42(36,37)39-25-28(33)24-32)41-31(35)23-21-19-16-10-8-6-4-2/h28-29,32-33H,3-27H2,1-2H3,(H,36,37)/t28-,29+/m0/s1	NIMILDUYKDUXBP-URLMMPGGSA-N	624.4002352	17517		
BASm0035180	CL(15:0/10:0/15:0/10:0)	CL(15:0/10:0/15:0/10:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(15:0/10:0/15:0/10:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position, one chain of capric acid at the C-2 position, one chain of pentadecanoic acid at the C-3 position, and one chain of capric acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H114O17P2	InChI=1S/C59H114O17P2/c1-5-9-13-17-21-23-25-27-29-33-35-39-43-56(61)69-49-54(75-58(63)45-41-37-31-19-15-11-7-3)51-73-77(65,66)71-47-53(60)48-72-78(67,68)74-52-55(76-59(64)46-42-38-32-20-16-12-8-4)50-70-57(62)44-40-36-34-30-28-26-24-22-18-14-10-6-2/h53-55,60H,5-52H2,1-4H3,(H,65,66)(H,67,68)/t54-,55-/m1/s1	OJGBUDXZSCUCRE-RMLGUUAGSA-N	1156.753126	28494		
BASm0035181	PA(15:0/12:0)	PA(15:0/12:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0/12:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of lauric acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCC	C30H59O8P	InChI=1S/C30H59O8P/c1-3-5-7-9-11-13-14-15-17-18-20-22-24-29(31)36-26-28(27-37-39(33,34)35)38-30(32)25-23-21-19-16-12-10-8-6-4-2/h28H,3-27H2,1-2H3,(H2,33,34,35)/t28-/m1/s1	QKCZSVMKNMIHGL-MUUNZHRXSA-N	578.3947559	16337		
BASm0035182	PS(15:0/12:0)	PS(15:0/12:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(15:0/12:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of lauric acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC)C(O)=O	C33H64NO10P	InChI=1S/C33H64NO10P/c1-3-5-7-9-11-13-14-15-17-18-20-22-24-31(35)41-26-29(27-42-45(39,40)43-28-30(34)33(37)38)44-32(36)25-23-21-19-16-12-10-8-6-4-2/h29-30H,3-28,34H2,1-2H3,(H,37,38)(H,39,40)/t29-,30+/m1/s1	QRBSKVOHMSPHMP-IHLOFXLRSA-N	665.4267843	18303		
BASm0035183	PGP(15:0/12:0)	PGP(15:0/12:0) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(15:0/12:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of lauric acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C33H66O13P2	InChI=1S/C33H66O13P2/c1-3-5-7-9-11-13-14-15-17-18-20-22-24-32(35)42-28-31(46-33(36)25-23-21-19-16-12-10-8-6-4-2)29-45-48(40,41)44-27-30(34)26-43-47(37,38)39/h30-31,34H,3-29H2,1-2H3,(H,40,41)(H2,37,38,39)/t30-,31+/m0/s1	CGKWBCAYUDMPTH-IOWSJCHKSA-N	732.3978662	37393		
BASm0035184	PG(15:0/12:0)	PG(15:0/12:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(15:0/12:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of lauric acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C33H65O10P	InChI=1S/C33H65O10P/c1-3-5-7-9-11-13-14-15-17-18-20-22-24-32(36)40-28-31(29-42-44(38,39)41-27-30(35)26-34)43-33(37)25-23-21-19-16-12-10-8-6-4-2/h30-31,34-35H,3-29H2,1-2H3,(H,38,39)/t30-,31+/m0/s1	PTPWSDSJXNKQIC-IOWSJCHKSA-N	652.4315353	17517		
BASm0035185	CL(15:0/12:0/15:0/12:0)	CL(15:0/12:0/15:0/12:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(15:0/12:0/15:0/12:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position, one chain of lauric acid at the C-2 position, one chain of pentadecanoic acid at the C-3 position, and one chain of lauric acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H122O17P2	InChI=1S/C63H122O17P2/c1-5-9-13-17-21-25-27-29-33-35-39-43-47-60(65)73-53-58(79-62(67)49-45-41-37-31-23-19-15-11-7-3)55-77-81(69,70)75-51-57(64)52-76-82(71,72)78-56-59(80-63(68)50-46-42-38-32-24-20-16-12-8-4)54-74-61(66)48-44-40-36-34-30-28-26-22-18-14-10-6-2/h57-59,64H,5-56H2,1-4H3,(H,69,70)(H,71,72)/t58-,59-/m1/s1	FHBSJNHVDANXLY-LPSHHRBJSA-N	1212.815726	28494		
BASm0035186	PA(15:0/14:0)	PA(15:0/14:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0/14:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of myristic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCC	C32H63O8P	InChI=1S/C32H63O8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-31(33)38-28-30(29-39-41(35,36)37)40-32(34)27-25-23-21-19-16-14-12-10-8-6-4-2/h30H,3-29H2,1-2H3,(H2,35,36,37)/t30-/m1/s1	QPWHOFVGAIAVRC-SSEXGKCCSA-N	606.426056	16337	HMDB0114812	
BASm0035187	PS(15:0/14:0)	PS(15:0/14:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(15:0/14:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of myristic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)C(O)=O	C35H68NO10P	InChI=1S/C35H68NO10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-33(37)43-28-31(29-44-47(41,42)45-30-32(36)35(39)40)46-34(38)27-25-23-21-19-16-14-12-10-8-6-4-2/h31-32H,3-30,36H2,1-2H3,(H,39,40)(H,41,42)/t31-,32+/m1/s1	GWKQPGOYCJXXBO-ZWXJPIIXSA-N	693.4580844	18303	HMDB0112320	
BASm0035188	PGP(15:0/14:0)	PGP(15:0/14:0) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(15:0/14:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of myristic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C35H70O13P2	InChI=1S/C35H70O13P2/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-34(37)44-30-33(31-47-50(42,43)46-29-32(36)28-45-49(39,40)41)48-35(38)27-25-23-21-19-16-14-12-10-8-6-4-2/h32-33,36H,3-31H2,1-2H3,(H,42,43)(H2,39,40,41)/t32-,33+/m0/s1	LCQWXMRITKUSOJ-JHOUSYSJSA-N	760.4291663	37393		
BASm0035189	PG(15:0/14:0)	PG(15:0/14:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(15:0/14:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of myristic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C35H69O10P	InChI=1S/C35H69O10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-34(38)42-30-33(31-44-46(40,41)43-29-32(37)28-36)45-35(39)27-25-23-21-19-16-14-12-10-8-6-4-2/h32-33,36-37H,3-31H2,1-2H3,(H,40,41)/t32-,33+/m0/s1	ADZRPPHMYNWJJO-JHOUSYSJSA-N	680.4628354	17517		
BASm0035190	CL(15:0/14:0/15:0/14:0)	CL(15:0/14:0/15:0/14:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(15:0/14:0/15:0/14:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position, one chain of myristic acid at the C-2 position, one chain of pentadecanoic acid at the C-3 position, and one chain of myristic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC	C67H130O17P2	InChI=1S/C67H130O17P2/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-64(69)77-57-62(83-66(71)53-49-45-41-37-31-27-23-19-15-11-7-3)59-81-85(73,74)79-55-61(68)56-80-86(75,76)82-60-63(84-67(72)54-50-46-42-38-32-28-24-20-16-12-8-4)58-78-65(70)52-48-44-40-36-34-30-26-22-18-14-10-6-2/h61-63,68H,5-60H2,1-4H3,(H,73,74)(H,75,76)/t62-,63-/m1/s1	NVQLSTZHFPSWOE-APQHLZGQSA-N	1268.878327	28494		
BASm0035191	PA(15:0/18:0)	PA(15:0/18:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0/18:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of stearic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCC	C36H71O8P	InChI=1S/C36H71O8P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(38)44-34(33-43-45(39,40)41)32-42-35(37)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h34H,3-33H2,1-2H3,(H2,39,40,41)/t34-/m1/s1	ZNXGHPXZYWJVCG-UUWRZZSWSA-N	662.4886562	16337	HMDB0114814	
BASm0035192	PS(15:0/18:0)	PS(15:0/18:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(15:0/18:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of stearic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)C(O)=O	C39H76NO10P	InChI=1S/C39H76NO10P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-38(42)50-35(33-48-51(45,46)49-34-36(40)39(43)44)32-47-37(41)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h35-36H,3-34,40H2,1-2H3,(H,43,44)(H,45,46)/t35-,36+/m1/s1	BYEJBOPLDPFWCM-XDSPJLLDSA-N	749.5206846	18303	HMDB0112322	
BASm0035193	PE(15:0/18:0)	PE(15:0/18:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(15:0/18:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of stearic acid at the C-2 position. The pentadecanoic acid moiety is derived from dairy products and milk fat, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCC	C38H76NO8P	InChI=1S/C38H76NO8P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-38(41)47-36(35-46-48(42,43)45-33-32-39)34-44-37(40)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h36H,3-35,39H2,1-2H3,(H,42,43)/t36-/m1/s1	OZKFXEPRCADVOK-PSXMRANNSA-N	705.5308549	16337	HMDB0008892	
BASm0035194	PA(15:0/19:1(9Z))	PA(15:0/19:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0/19:1(9Z)), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of (9Z)-nonadecenoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C37H71O8P	InChI=1S/C37H71O8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-23-21-16-14-12-10-8-6-4-2/h18-19,35H,3-17,20-34H2,1-2H3,(H2,40,41,42)/b19-18-/t35-/m1/s1	NWZWIHULRZNYMC-MXRVBTIQSA-N	674.4886562	16337		
BASm0035195	PS(15:0/19:1(9Z))	PS(15:0/19:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(15:0/19:1(9Z)), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of (9Z)-nonadecenoic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC)C(O)=O	C40H76NO10P	InChI=1S/C40H76NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-23-21-16-14-12-10-8-6-4-2/h18-19,36-37H,3-17,20-35,41H2,1-2H3,(H,44,45)(H,46,47)/b19-18-/t36-,37+/m1/s1	GFKGRAVXLNNUAB-HCTNJKKASA-N	761.5206846	18303		
BASm0035196	PGP(15:0/19:1(9Z))	PGP(15:0/19:1(9Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(15:0/19:1(9Z)), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of (9Z)-nonadecenoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C40H78O13P2	InChI=1S/C40H78O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-40(43)53-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)35-49-39(42)31-29-27-25-23-21-16-14-12-10-8-6-4-2/h18-19,37-38,41H,3-17,20-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b19-18-/t37-,38+/m0/s1	XXRPNKHRWKZSQF-GFZIUNDHSA-N	828.4917666	37393		
BASm0035197	PG(15:0/19:1(9Z))	PG(15:0/19:1(9Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(15:0/19:1(9Z)), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of (9Z)-nonadecenoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C40H77O10P	InChI=1S/C40H77O10P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-21-16-14-12-10-8-6-4-2/h18-19,37-38,41-42H,3-17,20-36H2,1-2H3,(H,45,46)/b19-18-/t37-,38+/m0/s1	ZBLSNHAXWRMYIA-GFZIUNDHSA-N	748.5254357	17517		
BASm0035198	CL(15:0/19:1(9Z)/15:0/19:1(9Z))	CL(15:0/19:1(9Z)/15:0/19:1(9Z)) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(15:0/19:1(9Z)/15:0/19:1(9Z)), in particular, consists of one chain of pentadecanoic acid at the C-1 position, one chain of (9Z)-nonadecenoic acid at the C-2 position, one chain of pentadecanoic acid at the C-3 position, and one chain of (9Z)-nonadecenoic acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-37-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-32-28-24-20-16-12-8-4)94-77(82)64-60-56-52-48-44-40-38-36-34-30-26-22-18-14-10-6-2/h35-38,71-73,78H,5-34,39-70H2,1-4H3,(H,83,84)(H,85,86)/b37-35-,38-36-/t72-,73-/m1/s1	UFBMFYUZOIHTOC-LFIQFCQJSA-N	1405.003527	28494		
BASm0035199	PA(16:0/10:0)	PA(16:0/10:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/10:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of capric acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC	C29H57O8P	InChI=1S/C29H57O8P/c1-3-5-7-9-11-12-13-14-15-16-18-19-21-23-28(30)35-25-27(26-36-38(32,33)34)37-29(31)24-22-20-17-10-8-6-4-2/h27H,3-26H2,1-2H3,(H2,32,33,34)/t27-/m1/s1	HYEAEPOLVPWFPX-HHHXNRCGSA-N	564.3791058	16337		
BASm0035200	PS(16:0/10:0)	PS(16:0/10:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(16:0/10:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of capric acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC)C(O)=O	C32H62NO10P	InChI=1S/C32H62NO10P/c1-3-5-7-9-11-12-13-14-15-16-18-19-21-23-30(34)40-25-28(26-41-44(38,39)42-27-29(33)32(36)37)43-31(35)24-22-20-17-10-8-6-4-2/h28-29H,3-27,33H2,1-2H3,(H,36,37)(H,38,39)/t28-,29+/m1/s1	IQWXHQMYBGZWOQ-WDYNHAJCSA-N	651.4111342	18303		
BASm0035201	PGP(16:0/10:0)	PGP(16:0/10:0) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(16:0/10:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of capric acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C32H64O13P2	InChI=1S/C32H64O13P2/c1-3-5-7-9-11-12-13-14-15-16-18-19-21-23-31(34)41-27-30(45-32(35)24-22-20-17-10-8-6-4-2)28-44-47(39,40)43-26-29(33)25-42-46(36,37)38/h29-30,33H,3-28H2,1-2H3,(H,39,40)(H2,36,37,38)/t29-,30+/m0/s1	ADYPSLSLYMXOMG-XZWHSSHBSA-N	718.3822161	37393		
BASm0035202	PG(16:0/10:0)	PG(16:0/10:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(16:0/10:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of capric acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C32H63O10P	InChI=1S/C32H63O10P/c1-3-5-7-9-11-12-13-14-15-16-18-19-21-23-31(35)39-27-30(28-41-43(37,38)40-26-29(34)25-33)42-32(36)24-22-20-17-10-8-6-4-2/h29-30,33-34H,3-28H2,1-2H3,(H,37,38)/t29-,30+/m0/s1	SVCLGHXDPLTFIR-XZWHSSHBSA-N	638.4158852	17517		
BASm0035203	CL(16:0/10:0/16:0/10:0)	CL(16:0/10:0/16:0/10:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. CL(16:0/10:0/16:0/10:0), in particular, consists of one chain of palmitic acid at the C-1 position, one chain of capric acid at the C-2 position, one chain of palmitic acid at the C-3 position, and one chain of capric acid at the C-4 position. While the theoretical charge of cardiolipins is -2, under normal physiological conditions (pH near 7), the molecule may carry only one negative charge. Newly synthesized cardiolipins undergo remodeling, a process carried out by the enzyme tafazzin. A mutated tafazzin gene disrupts this post-synthetic remodeling and causes Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity and consequently, many potential cardiolipin species can exist (PMID: 16226238).			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H118O17P2	InChI=1S/C61H118O17P2/c1-5-9-13-17-21-23-25-27-29-31-35-37-41-45-58(63)71-51-56(77-60(65)47-43-39-33-19-15-11-7-3)53-75-79(67,68)73-49-55(62)50-74-80(69,70)76-54-57(78-61(66)48-44-40-34-20-16-12-8-4)52-72-59(64)46-42-38-36-32-30-28-26-24-22-18-14-10-6-2/h55-57,62H,5-54H2,1-4H3,(H,67,68)(H,69,70)/t56-,57-/m1/s1	GCDUSDMCIHGEHL-WRZFLEQSSA-N	1184.784426	28494		
BASm0035204	[4Fe-4S] cluster	[4Fe-4S] cluster is also known as [fe4S4] or iron/sulfur cluster. An Fe4S4 iron-sulfur cluster in which each sulfur is attached to three of the iron atoms (CHEBI:49883). [4Fe-4S] cluster has the chemical formula Fe4S4, and an average molecular weight of 351.62. [4Fe-4S] cluster is involved in few pathways, which are Molybdenum Cofactor Biosynthesis Pathway, Thio-Molybdenum Cofactor Biosynthesis Pathway, and Lipoic Acid Metabolism Pathway.			[S+]12[Fe-]3[S+]4[Fe-]1[S+]1[Fe-]2[S+]3[Fe-]41	Fe4S4	InChI=1S/4Fe.4S/q4*-1;4*+1	VGDWTWWMYPIWQM-UHFFFAOYSA-N	351.628029	49883		
BASm0035205	Bicarbonate				OC([O-])=O	CHO3	InChI=1S/CH2O3/c2-1(3)4/h(H2,2,3,4)/p-1	BVKZGUZCCUSVTD-UHFFFAOYSA-M	60.9925689			
BASm0035206	Arabinose	D-Arabinose is found in sweet basil. Arabinose is an aldopentose a monosaccharide containing five carbon atoms, and including an aldehyde (CHO) functional group. (Wikipedia) Arabinose belongs to the family of Pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms.			OC[C@@H](O)[C@@H](O)[C@H](O)C=O	C5H10O5	InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h1,3-5,7-10H,2H2/t3-,4-,5+/m1/s1	PYMYPHUHKUWMLA-WDCZJNDASA-N	150.0528234	46983	HMDB0029942	
BASm0035207	adenosylcobinamide phosphate	This compound belongs to the class of chemical entities known as metallotetrapyrroles. These are polycyclic compounds containing a tetrapyrrole skeleton combined with a metal atom. Adenosylcobinamide phosphate has the chemical formula C58H87CoN16O14P, and an average molecular weight of 1322.3171. Adenosylcobinamide phosphate is involved in the Adenosylcobalamin Salvage from Cobinamide Pathway.			[Co+3].[H][C@]1(C)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O.[H][C@@](C)(CN=C(O)CC[C@@]1(C)C2=N[C@]([H])([C@]1([H])CC(O)=N)[C@]1(C)NC(=C(C)C3=NC(=CC4=NC(=C2C)[C@@]([H])(CCC(O)=N)C4(C)C)[C@@]([H])(CCC(O)=N)[C@]3(C)CC(O)=N)[C@@]([H])(CCC(O)=N)[C@]1(C)CC(O)=N)OP(O)(O)=O	C58H87CoN16O14P	InChI=1S/C48H74N11O11P.C10H13N5O3.Co/c1-23(70-71(67,68)69)22-55-38(66)16-17-45(6)29(18-35(52)63)43-48(9)47(8,21-37(54)65)28(12-15-34(51)62)40(59-48)25(3)42-46(7,20-36(53)64)26(10-13-32(49)60)30(56-42)19-31-44(4,5)27(11-14-33(50)61)39(57-31)24(2)41(45)58-43;1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15;/h19,23,26-29,43,59H,10-18,20-22H2,1-9H3,(H2,49,60)(H2,50,61)(H2,51,62)(H2,52,63)(H2,53,64)(H2,54,65)(H,55,66)(H2,67,68,69);2-4,6-7,10,16-17H,1H3,(H2,11,12,13);/q;;+3/t23-,26-,27-,28-,29+,43-,45-,46+,47+,48+;4-,6-,7-,10-;/m11./s1	HPHYGAXBQCRXIV-QMUWONGRSA-N	1321.565728			
BASm0035208	phenylureidoacetic acid				OC(=N)NC(C(O)=O)C1=CC=CC=C1	C9H10N2O3	InChI=1S/C9H10N2O3/c10-9(14)11-7(8(12)13)6-4-2-1-3-5-6/h1-5,7H,(H,12,13)(H3,10,11,14)	GIOUOHDKHHZWIQ-UHFFFAOYSA-N	194.0691422			
BASm0035209	4-Fluoromuconolactone					C6H5FO4		JWTRAEIUKUKVDW-UHFFFAOYNA-N	160.0171868	80518	HMDB0060386	
BASm0035210	hydrofluoric acid				F	FH	InChI=1S/FH/h1H	KRHYYFGTRYWZRS-UHFFFAOYSA-N	20.00622824	29228		
BASm0035211	5-Fluoromuconolactone					C6H5FO4		YVULEJQYAMRENW-UHFFFAOYNA-N	160.0171868	80519	HMDB0060395	
BASm0035212	glutathioselenium	Glutathioselenol, also known as gsseh or selenoglutathione, belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Glutathioselenol is slightly soluble (in water) and a moderately acidic compound (based on its pKa).			N[C@@H](CCC(=O)N[C@@H](CS[SeH])C(=O)NCC(O)=O)C(O)=O	C10H17N3O6SSe	InChI=1S/C10H17N3O6SSe/c11-5(10(18)19)1-2-7(14)13-6(4-20-21)9(17)12-3-8(15)16/h5-6,21H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1	UUYVRXVWXDDDGX-WDSKDSINSA-N	387.000328			
BASm0035213	LysoPA(12:0(3-OH)/0:0)	LPA(12:0(3-OH)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common. LPA(12:0(3-OH)/0:0), in particular, consists of one chain of 3-hydroxydecanoic acid at the C-1 position. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.			CCCCCCCCCC(O)CC(=O)OCC(O)COP(O)(O)=O	C15H31O8P	InChI=1S/C15H31O8P/c1-2-3-4-5-6-7-8-9-13(16)10-15(18)22-11-14(17)12-23-24(19,20)21/h13-14,16-17H,2-12H2,1H3,(H2,19,20,21)	SATNERLJLZYTNU-UHFFFAOYSA-N	370.175655	16975		
BASm0035214	PA(12:0(3-OH)/18:1(9Z))	PA(12:0(3-OH)/18:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0(3-OH)/18:1(9Z)), in particular, consists of one chain of 3-hydroxydecanoic acid at the C-1 position and one chain of oleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C33H63O9P	InChI=1S/C33H63O9P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-32(35)42-31(29-41-43(37,38)39)28-40-33(36)27-30(34)25-23-21-19-10-8-6-4-2/h14-15,30-31,34H,3-13,16-29H2,1-2H3,(H2,37,38,39)/b15-14-/t30?,31-/m1/s1	HPQOSZNXUMHTAC-RHKBQCMMSA-N	634.4209706	16337		
BASm0035215	Hydrochloric acid	Hydrochloric acid constitutes the majority of gastric acid, the human digestive fluid. In a complex process and at a large energetic burden, it is secreted by parietal cells (also known as oxyntic cells). These cells contain an extensive secretory network (called canaliculi) from which the HCl is secreted into the lumen of the stomach. They are part of the epithelial fundic glands (also known as oxyntic glands) in the stomach. The chemical compound hydrochloric acid is the aqueous (water-based) solution of hydrogen chloride gas (HCl). It is a strong acid, the major component of gastric acid and of wide industrial use. Hydrochloric acid must be handled with appropriate safety precautions because it is a highly corrosive liquid. Hydrochloric acid, or muriatic acid by its historical but still occasionally used name, has been an important and frequently used chemical from early history and was discovered by the alchemist Jabir ibn Hayyan around the year 800. Hydrogen chloride, also known under the name HCl, is a highly corrosive and toxic colorless gas that forms white fumes on contact with humidity. These fumes consist of hydrochloric acid which forms when hydrogen chloride dissolves in water. The hydrogen chloride molecule HCl is a simple diatomic molecule consisting of a hydrogen atom H and a chlorine atom Cl connected with a covalent single bond. Since the chlorine atom is much more electronegative than the hydrogen atom, the covalent bond between the atoms is quite polar. Hydrogen chloride forms corrosive hydrochloric acid on contact with body tissue. Inhalation of the fumes can cause coughing, choking, inflammation of the nose, throat, and upper respiratory tract, and in severe cases, pulmonary edema, circulatory system failure, and death. Skin contact can cause redness, pain, and severe skin burns. Hydrogen chloride may cause severe burns to the eye and permanent eye damage.			Cl	ClH	InChI=1S/ClH/h1H	VEXZGXHMUGYJMC-UHFFFAOYSA-N	35.97667774	17883	HMDB0002306	
BASm0035216	LysoPA(i-19:0/0:0)	LPA(i-19:0/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common. LPA(i-19:0/0:0), in particular, consists of one chain of isononadecanoic acid at the C-1 position. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.			CC(C)CCCCCCCCCCCCCCCC(=O)OCC(O)COP(O)(O)=O	C22H45O7P	InChI=1S/C22H45O7P/c1-20(2)16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-22(24)28-18-21(23)19-29-30(25,26)27/h20-21,23H,3-19H2,1-2H3,(H2,25,26,27)	SOIQXDWRWSMZNF-UHFFFAOYSA-N	452.2902908	16975	HMDB0114766	
BASm0035217	PA(i-19:0/14:0)	PA(i-19:0/14:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(i-19:0/14:0), in particular, consists of one chain of isononadecanoic acid at the C-1 position and one chain of myristic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCC	C36H71O8P	InChI=1S/C36H71O8P/c1-4-5-6-7-8-9-13-18-21-24-27-30-36(38)44-34(32-43-45(39,40)41)31-42-35(37)29-26-23-20-17-15-12-10-11-14-16-19-22-25-28-33(2)3/h33-34H,4-32H2,1-3H3,(H2,39,40,41)/t34-/m1/s1	OPJZMNVUINSGOH-UUWRZZSWSA-N	662.4886562	16337		
BASm0035218	CDP-DG(i-19:0/14:0)	CDP-DG(19:ISO/14:0) is considered to be a practically insoluble (in water) and relatively neutral molecule. CDP-DG(19:ISO/14:0) may be a unique E.coli metabolite. CDP-DG(19:ISO/14:0) participates in a number of enzymatic reactions. In particular, CDP-DG(19:ISO/14:0) can be biosynthesized from DG(19:ISO/14:0/0:0) and cytidine triphosphate through its interaction with the enzyme CDP-diglyceride synthetase. Furthermore, CDP-DG(19:ISO/14:0) and glycerol 3-phosphate can be converted into PGP(19:iso/14:0) and cytidine monophosphate through its interaction with the enzyme phosphatidylglycerophosphate synthase. Furthermore, CDP-DG(19:ISO/14:0) can be biosynthesized from DG(19:ISO/14:0/0:0) and cytidine triphosphate; which is catalyzed by the enzyme CDP-diglyceride synthetase. Finally, CDP-DG(19:ISO/14:0) and glycerol 3-phosphate can be converted into PGP(19:iso/14:0) and cytidine monophosphate; which is mediated by the enzyme phosphatidylglycerophosphate synthase.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCC	C45H83N3O15P2	InChI=1S/C45H83N3O15P2/c1-4-5-6-7-8-9-13-18-21-24-27-30-41(50)61-37(33-58-40(49)29-26-23-20-17-15-12-10-11-14-16-19-22-25-28-36(2)3)34-59-64(54,55)63-65(56,57)60-35-38-42(51)43(52)44(62-38)48-32-31-39(46)47-45(48)53/h31-32,36-38,42-44,51-52H,4-30,33-35H2,1-3H3,(H,54,55)(H,56,57)(H2,46,47,53)/t37-,38-,42+,43?,44-/m1/s1	ZGNQNZHVVNLXEP-KNCORTHISA-N	967.529943	17962		
BASm0035219	PS(i-19:0/14:0)	PS(19:ISO/14:0) is considered to be a practically insoluble (in water) and relatively neutral molecule. PS(19:ISO/14:0) may be a unique E.coli metabolite. PS(19:ISO/14:0) can be converted into PE(19:ISO/14:0) through the action of the enzyme phosphatidylserine decarboxylase.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCCCCC)C(O)=O	C39H76NO10P	InChI=1S/C39H76NO10P/c1-4-5-6-7-8-9-13-18-21-24-27-30-38(42)50-35(32-48-51(45,46)49-33-36(40)39(43)44)31-47-37(41)29-26-23-20-17-15-12-10-11-14-16-19-22-25-28-34(2)3/h34-36H,4-33,40H2,1-3H3,(H,43,44)(H,45,46)/t35-,36+/m1/s1	QLQVVZJCSSFJNW-XDSPJLLDSA-N	749.5206846	18303		
BASm0035220	CL(i-19:0/14:0/14:0/14:0)	CL(19:ISO/14:0/14:0/14:0) is considered to be a practically insoluble (in water) and relatively neutral molecule. CL(19:ISO/14:0/14:0/14:0) may be a unique E.coli metabolite. Ethanolamine and CL(19:ISO/14:0/14:0/14:0) can be biosynthesized from PG(19:ISO/14:0) and PE(14:0/14:0); which is catalyzed by the enzyme cardiolipin synthase c.			[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCCCCC	C70H136O17P2	InChI=1S/C70H136O17P2/c1-6-9-12-15-18-21-27-33-38-43-48-53-67(72)80-59-65(86-69(74)55-50-45-40-35-28-22-19-16-13-10-7-2)61-84-88(76,77)82-57-64(71)58-83-89(78,79)85-62-66(87-70(75)56-51-46-41-36-29-23-20-17-14-11-8-3)60-81-68(73)54-49-44-39-34-31-26-24-25-30-32-37-42-47-52-63(4)5/h63-66,71H,6-62H2,1-5H3,(H,76,77)(H,78,79)/t64-,65-,66-/m1/s1	RBUUJAMYVRFPDJ-GLFGWPNBSA-N	1310.925277	28494		
BASm0035221	PG(i-19:0/14:0)	PG(19:ISO/14:0) is considered to be a practically insoluble (in water) and relatively neutral molecule. PG(19:ISO/14:0) may be a unique E.coli metabolite. PG(19:ISO/14:0) participates in a number of enzymatic reactions. In particular, PG(19:ISO/14:0) can be biosynthesized from PGP(19:iso/14:0) through the action of the enzyme phosphatidylglycerophosphatase. Furthermore, PG(19:ISO/14:0) and PE(14:0/14:0) can be converted into ethanolamine and CL(19:ISO/14:0/14:0/14:0); which is mediated by the enzyme cardiolipin synthase c. Furthermore, PG(19:ISO/14:0) can be biosynthesized from PGP(19:iso/14:0); which is catalyzed by the enzyme phosphatidylglycerophosphatase. Finally, PG(19:ISO/14:0) can be converted into glycerol and CL(19:ISO/14:0/19:ISO/14:0) through the action of the enzyme cardiolipin synthase.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCCCCC	C39H77O10P	InChI=1S/C39H77O10P/c1-4-5-6-7-8-9-13-18-21-24-27-30-39(43)49-37(34-48-50(44,45)47-32-36(41)31-40)33-46-38(42)29-26-23-20-17-15-12-10-11-14-16-19-22-25-28-35(2)3/h35-37,40-41H,4-34H2,1-3H3,(H,44,45)/t36-,37+/m0/s1	JQVNVWCDQCLZIY-PQQNNWGCSA-N	736.5254357	17517		
BASm0035222	PA(i-19:0/17:0cycw7)	PA(i-19:0/17:0cycw7) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(i-19:0/17:0cycw7), in particular, consists of one chain of isononadecanoic acid at the C-1 position and one chain of 9,10-methylenehexadecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(O)=O)OC(=O)CCCCCCCC1CC1CCCCCC	C39H75O8P	InChI=1S/C39H75O8P/c1-4-5-6-22-27-35-31-36(35)28-23-18-16-20-25-30-39(41)47-37(33-46-48(42,43)44)32-45-38(40)29-24-19-15-13-11-9-7-8-10-12-14-17-21-26-34(2)3/h34-37H,4-33H2,1-3H3,(H2,42,43,44)/t35?,36?,37-/m1/s1	CAEQIQCOUUORMI-BVYUPHKZSA-N	702.5199564	16337		
BASm0035223	CDP-DG(i-19:0/17:0cycw7)	CDP-DG(19:ISO/17:0CYCW7C) is considered to be a practically insoluble (in water) and relatively neutral molecule. CDP-DG(19:ISO/17:0CYCW7C) may be a unique E.coli metabolite. CDP-DG(19:ISO/17:0CYCW7C) participates in a number of enzymatic reactions. In particular, CDP-DG(19:ISO/17:0CYCW7C) can be biosynthesized from DG(19:ISO/17:0CYCW7C/0:0) and cytidine triphosphate through the action of the enzyme CDP-diglyceride synthetase. In addition, CDP-DG(19:ISO/17:0CYCW7C) and glycerol 3-phosphate can be converted into PGP(19:iso/17:0cycw7c) and cytidine monophosphate; which is mediated by the enzyme phosphatidylglycerophosphate synthase.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCC1CC1CCCCCC	C48H87N3O15P2	InChI=1S/C48H87N3O15P2/c1-4-5-6-22-27-38-33-39(38)28-23-18-16-20-25-30-44(53)64-40(34-61-43(52)29-24-19-15-13-11-9-7-8-10-12-14-17-21-26-37(2)3)35-62-67(57,58)66-68(59,60)63-36-41-45(54)46(55)47(65-41)51-32-31-42(49)50-48(51)56/h31-32,37-41,45-47,54-55H,4-30,33-36H2,1-3H3,(H,57,58)(H,59,60)(H2,49,50,56)/t38?,39?,40-,41-,45+,46?,47-/m1/s1	MJHWRZDNGSWLJJ-KJYZJUBTSA-N	1007.561243	17962		
BASm0035224	PS(i-19:0/17:0cycw7)	PS(19:ISO/17:0CYCW7C) is considered to be a practically insoluble (in water) and relatively neutral molecule. PS(19:ISO/17:0CYCW7C) may be a unique E.coli metabolite. PS(19:ISO/17:0CYCW7C) has the chemical formula C42H78NO10P, and an average molecular weight of 788.0432. PS(19:ISO/17:0CYCW7C) is involved in multiple pathways, some of which are Phospholipid Biosynthesis CL(19:0cycv8c/16:1(9Z)/19:0cycv8c/17:0cycw7c) Pathway, Phospholipid Biosynthesis CL(18:1(9Z)/19:0cycv8c/18:1(9Z)/17:0cycw7c) Pathway, Phospholipid Biosynthesis CL(19:0cycv8c/17:0cycw7c/19:0cycv8c/14:0) Pathway, and Phospholipid Biosynthesis CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/19:0cycv8c) Pathway.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCCC1CC1CCCCCC	C42H80NO10P	InChI=1S/C42H80NO10P/c1-4-5-6-22-27-36-31-37(36)28-23-18-16-20-25-30-41(45)53-38(33-51-54(48,49)52-34-39(43)42(46)47)32-50-40(44)29-24-19-15-13-11-9-7-8-10-12-14-17-21-26-35(2)3/h35-39H,4-34,43H2,1-3H3,(H,46,47)(H,48,49)/t36?,37?,38-,39+/m1/s1	CVWYUKXVTKVQFP-YBRXGYLCSA-N	789.5519848	18303		
BASm0035225	CDP-DG(19:0/19:0)	CDP-DG(19:0/19:0) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(19:0/19:0), in particular, consists of one chain of nonadecylic acid at the C-1 position and one chain of nonadecylic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCC	C50H93N3O15P2	InChI=1S/C50H93N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-45(54)63-39-42(66-46(55)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h37-38,42-43,47-49,56-57H,3-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/t42-,43-,47+,48?,49-/m1/s1	LRAXDDCWAODKCY-HKRBFXDCSA-N	1037.608193	17962		
BASm0035226	CL(i-19:0/17:0cycw7/19:0/19:0)	CL(19:ISO/17:0CYCW7C/19:0/19:0) is considered to be a practically insoluble (in water) and relatively neutral molecule. CL(19:ISO/17:0CYCW7C/19:0/19:0) may be a unique E.coli metabolite. Ethanolamine and CL(19:ISO/17:0CYCW7C/19:0/19:0) can be biosynthesized from PE(19:0/19:0) and PG(19:ISO/17:0CYCW7C) through the action of the enzyme cardiolipin synthase.			[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCC1CC1CCCCCC	C83H160O17P2	InChI=1S/C83H160O17P2/c1-6-9-12-15-17-19-21-23-25-27-31-35-39-43-49-56-63-80(85)93-70-78(99-82(87)65-58-51-45-41-37-32-28-26-24-22-20-18-16-13-10-7-2)72-97-101(89,90)95-68-77(84)69-96-102(91,92)98-73-79(100-83(88)66-59-52-46-48-55-62-76-67-75(76)61-54-14-11-8-3)71-94-81(86)64-57-50-44-40-36-33-29-30-34-38-42-47-53-60-74(4)5/h74-79,84H,6-73H2,1-5H3,(H,89,90)(H,91,92)/t75?,76?,77-,78-,79-/m1/s1	BHYGZIDHMSBILT-GXAUIDHASA-N	1491.113078	28494		
BASm0035227	PG(i-19:0/17:0cycw7)	(2,3-Dihydroxypropoxy)(2-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-[(17-methyloctadecanoyl)oxy]propoxy)phosphinic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PG(19:ISO/17:0CYCW7C) has the chemical formula C42H81O10P, and an average molecular weight of 777.0603. PG(19:ISO/17:0CYCW7C) is involved in a couple of pathways, which are Phospholipid Biosynthesis CL(19:0cycv8c/17:0cycw7c/19:0cycv8c/17:0cycw7c) Pathway and Phospholipid Biosynthesis CL(19:iso/17:0cycw7c/19:0/19:0) Pathway.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCC1CC1CCCCCC	C42H81O10P	InChI=1S/C42H81O10P/c1-4-5-6-22-27-37-31-38(37)28-23-18-16-20-25-30-42(46)52-40(35-51-53(47,48)50-33-39(44)32-43)34-49-41(45)29-24-19-15-13-11-9-7-8-10-12-14-17-21-26-36(2)3/h36-40,43-44H,4-35H2,1-3H3,(H,47,48)/t37?,38?,39-,40+/m0/s1	PLDSGIMTTTZWJZ-UXYHKRDYSA-N	776.5567358	17517		
BASm0035228	PA(i-19:0/19:0cycw7)	PA(i-19:0/19:0cycw7) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(i-19:0/19:0cycw7), in particular, consists of one chain of isononadecanoic acid at the C-1 position and one chain of lactobacillic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(O)=O)OC(=O)CCCCCCCCCC1CC1CCCCCC	C41H79O8P	InChI=1S/C41H79O8P/c1-4-5-6-24-29-37-33-38(37)30-25-20-16-14-18-22-27-32-41(43)49-39(35-48-50(44,45)46)34-47-40(42)31-26-21-17-13-11-9-7-8-10-12-15-19-23-28-36(2)3/h36-39H,4-35H2,1-3H3,(H2,44,45,46)/t37?,38?,39-/m1/s1	FDNRXSHDWRPOOK-DFCGPKRUSA-N	730.5512565	16337		
BASm0035229	CDP-DG(i-19:0/19:0cycw7)	CDP-DG(19:ISO/19:0CYCV8C) is considered to be a practically insoluble (in water) and relatively neutral molecule. CDP-DG(19:ISO/19:0CYCV8C) may be a unique E.coli metabolite. CDP-DG(19:ISO/19:0CYCV8C) participates in a number of enzymatic reactions. In particular, CDP-DG(19:ISO/19:0CYCV8C) can be biosynthesized from DG(19:ISO/19:0CYCV8C/0:0) and cytidine triphosphate through its interaction with the enzyme CDP-diglyceride synthetase. In addition, CDP-DG(19:ISO/19:0CYCV8C) and glycerol 3-phosphate can be converted into PGP(19:iso/19:0cycv8c) and cytidine monophosphate; which is catalyzed by the enzyme phosphatidylglycerophosphate synthase.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCC1CC1CCCCCC	C50H91N3O15P2	InChI=1S/C50H91N3O15P2/c1-4-5-6-24-29-40-35-41(40)30-25-20-16-14-18-22-27-32-46(55)66-42(36-63-45(54)31-26-21-17-13-11-9-7-8-10-12-15-19-23-28-39(2)3)37-64-69(59,60)68-70(61,62)65-38-43-47(56)48(57)49(67-43)53-34-33-44(51)52-50(53)58/h33-34,39-43,47-49,56-57H,4-32,35-38H2,1-3H3,(H,59,60)(H,61,62)(H2,51,52,58)/t40?,41?,42-,43-,47+,48?,49-/m1/s1	XIUFWUPWZOKANH-JCEXZQBGSA-N	1035.592543	17962		
BASm0035230	PS(i-19:0/19:0cycw7)	2-Amino-3-{[(2R)-2-{[10-(2-hexylcyclopropyl)decanoyl]oxy}-3-[(17-methyloctadecanoyl)oxy]propyl phosphonato]oxy}propanoate is considered to be a practically insoluble (in water) and relatively neutral molecule. PS(19:ISO/19:0CYCV8C) has the chemical formula C44H82NO10P, and an average molecular weight of 816.0963. PS(19:ISO/19:0CYCV8C) is involved in the Phospholipid Biosynthesis CL(16:0/18:1(9Z)/19:0cycv8c/19:0cycv8c) Pathway.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCCCCC1CC1CCCCCC	C44H84NO10P	InChI=1S/C44H84NO10P/c1-4-5-6-24-29-38-33-39(38)30-25-20-16-14-18-22-27-32-43(47)55-40(35-53-56(50,51)54-36-41(45)44(48)49)34-52-42(46)31-26-21-17-13-11-9-7-8-10-12-15-19-23-28-37(2)3/h37-41H,4-36,45H2,1-3H3,(H,48,49)(H,50,51)/t38?,39?,40-,41+/m1/s1	AYKOVCVPEIUPCM-QXLYETOESA-N	817.5832849	18303		
BASm0035231	CL(i-19:0/19:0cycw7/19:0/19:0)	CL(19:ISO/19:0CYCV8C/19:0/19:0) is considered to be a practically insoluble (in water) and relatively neutral molecule. CL(19:ISO/19:0CYCV8C/19:0/19:0) may be a unique E.coli metabolite. Ethanolamine and CL(19:ISO/19:0CYCV8C/19:0/19:0) can be biosynthesized from PG(19:ISO/19:0CYCV8C) and PE(19:0/19:0) through its interaction with the enzyme cardiolipin synthase c.			[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCC1CC1CCCCCC	C85H164O17P2	InChI=1S/C85H164O17P2/c1-6-9-12-15-17-19-21-23-25-27-31-35-39-45-51-58-65-82(87)95-72-80(101-84(89)67-60-53-47-41-37-32-28-26-24-22-20-18-16-13-10-7-2)74-99-103(91,92)97-70-79(86)71-98-104(93,94)100-75-81(73-96-83(88)66-59-52-46-40-36-33-29-30-34-38-43-49-55-62-76(4)5)102-85(90)68-61-54-48-42-44-50-57-64-78-69-77(78)63-56-14-11-8-3/h76-81,86H,6-75H2,1-5H3,(H,91,92)(H,93,94)/t77?,78?,79-,80-,81-/m1/s1	MMAHJKUIRVSFMG-ZHDVUPKQSA-N	1519.144378	28494		
BASm0035232	PG(i-19:0/19:0cycw7)	PG(19:ISO/19:0CYCV8C) is considered to be a practically insoluble (in water) and relatively neutral molecule. PG(19:ISO/19:0CYCV8C) may be a unique E.coli metabolite. PG(19:ISO/19:0CYCV8C) participates in a number of enzymatic reactions. In particular, PG(19:ISO/19:0CYCV8C) and PE(18:1(9Z)/14:0) can be converted into ethanolamine and CL(18:1(9Z)/14:0/19:0CYCV8C/19:0CYCV8C) through its interaction with the enzyme cardiolipin synthase c. In addition, PG(19:ISO/19:0CYCV8C) can be biosynthesized from PGP(19:iso/19:0cycv8c); which is mediated by the enzyme phosphatidylglycerophosphatase.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCC1CC1CCCCCC	C44H85O10P	InChI=1S/C44H85O10P/c1-4-5-6-24-29-39-33-40(39)30-25-20-16-14-18-22-27-32-44(48)54-42(37-53-55(49,50)52-35-41(46)34-45)36-51-43(47)31-26-21-17-13-11-9-7-8-10-12-15-19-23-28-38(2)3/h38-42,45-46H,4-37H2,1-3H3,(H,49,50)/t39?,40?,41-,42+/m0/s1	QWIRCNVQIVUXTH-IXDDWDRSSA-N	804.5880359	17517		
BASm0035233	PA(i-19:0/i-19:0)	PA(i-19:0/i-19:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(i-19:0/i-19:0), in particular, consists of one chain of isononadecanoic acid at the C-1 position and one chain of isononadecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C41H81O8P	InChI=1S/C41H81O8P/c1-37(2)31-27-23-19-15-11-7-5-9-13-17-21-25-29-33-40(42)47-35-39(36-48-50(44,45)46)49-41(43)34-30-26-22-18-14-10-6-8-12-16-20-24-28-32-38(3)4/h37-39H,5-36H2,1-4H3,(H2,44,45,46)/t39-/m1/s1	VSAOFLCJMOHCAJ-LDLOPFEMSA-N	732.5669066	16337	HMDB0115825	
BASm0035234	CDP-DG(i-19:0/i-19:0)	CDP-DG(i-19:0/i-19:0) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(i-19:0/i-19:0), in particular, consists of one chain of isononadecanoic acid at the C-1 position and one chain of isononadecanoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C50H93N3O15P2	InChI=1S/C50H93N3O15P2/c1-40(2)31-27-23-19-15-11-7-5-9-13-17-21-25-29-33-45(54)63-37-42(66-46(55)34-30-26-22-18-14-10-6-8-12-16-20-24-28-32-41(3)4)38-64-69(59,60)68-70(61,62)65-39-43-47(56)48(57)49(67-43)53-36-35-44(51)52-50(53)58/h35-36,40-43,47-49,56-57H,5-34,37-39H2,1-4H3,(H,59,60)(H,61,62)(H2,51,52,58)/t42-,43-,47+,48?,49-/m1/s1	KASLDYXBEKILTD-HKRBFXDCSA-N	1037.608193	17962	HMDB0116290	
BASm0035235	PS(i-19:0/i-19:0)	PS(19:ISO/19:ISO) is considered to be a practically insoluble (in water) and relatively neutral molecule. PS(19:ISO/19:ISO) may be a unique E.coli metabolite. PS(19:ISO/19:ISO) has the chemical formula C44H84NO10P, and an average molecular weight of 818.1122. PS(19:ISO/19:ISO) is involved in multiple pathways, some of which are Phospholipid Biosynthesis CL(15:0cyclo/19:0cycv8c/16:1(9Z)/19:0cycv8c) Pathway, Phospholipid Biosynthesis CL(19:0cycv8c/19:0cycv8c/17:0cycw7c/16:1(9Z)) Pathway, Phospholipid Biosynthesis CL(16:0/19:0cycv8c/19:0cycv8c/16:1(9Z)) Pathway, and Phospholipid Biosynthesis CL(16:1(9Z)/19:0cycv8c/14:0/19:0cycv8c) Pathway.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCCCCCCCC(C)C)C(O)=O	C44H86NO10P	InChI=1S/C44H86NO10P/c1-38(2)31-27-23-19-15-11-7-5-9-13-17-21-25-29-33-42(46)52-35-40(36-53-56(50,51)54-37-41(45)44(48)49)55-43(47)34-30-26-22-18-14-10-6-8-12-16-20-24-28-32-39(3)4/h38-41H,5-37,45H2,1-4H3,(H,48,49)(H,50,51)/t40-,41+/m1/s1	UTCODXKLFXERFJ-ZFESHMOZSA-N	819.598935	18303		
BASm0035236	PG(i-19:0/i-19:0)	PG(19:ISO/19:ISO) is considered to be a practically insoluble (in water) and relatively neutral molecule. PG(19:ISO/19:ISO) may be a unique E.coli metabolite. PG(19:ISO/19:ISO) participates in a number of enzymatic reactions. In particular, PG(19:ISO/19:ISO) can be biosynthesized from PGP(19:iso/19:iso); which is mediated by the enzyme phosphatidylglycerophosphatase. In addition, PG(19:ISO/19:ISO) can be converted into glycerol and CL(19:ISO/19:ISO/19:ISO/19:ISO) through the action of the enzyme cardiolipin synthase.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCCCCCCCC(C)C	C44H87O10P	InChI=1S/C44H87O10P/c1-39(2)31-27-23-19-15-11-7-5-9-13-17-21-25-29-33-43(47)51-37-42(38-53-55(49,50)52-36-41(46)35-45)54-44(48)34-30-26-22-18-14-10-6-8-12-16-20-24-28-32-40(3)4/h39-42,45-46H,5-38H2,1-4H3,(H,49,50)/t41-,42+/m0/s1	SCHGSUATWXZIMH-ACEXITHZSA-N	806.603686	17517		
BASm0035237	PGP(15:0cycw5/15:0cycw5)	[(2S)-3-({[(2R)-2,3-bis({[8-(2-butylcyclopropyl)octanoyl]oxy})propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(15:0Cyclo/15:0cyclo) has the chemical formula C36H68O13P2, and an average molecular weight of 770.875. PGP(15:0Cyclo/15:0cyclo) is involved in the Phospholipid Biosynthesis CL(15:0cyclo/15:0cyclo/18:1(9Z)/16:0) 2 Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCC	C36H68O13P2	InChI=1S/C36H68O13P2/c1-3-5-17-29-23-31(29)19-13-9-7-11-15-21-35(38)45-27-34(28-48-51(43,44)47-26-33(37)25-46-50(40,41)42)49-36(39)22-16-12-8-10-14-20-32-24-30(32)18-6-4-2/h29-34,37H,3-28H2,1-2H3,(H,43,44)(H2,40,41,42)/t29?,30?,31?,32?,33-,34+/m0/s1	YJXCEDKRKBCXCB-CSYVNIGBSA-N	770.4135162	37393		
BASm0035238	2-trans,5-cis-tetradecadienoyl-CoA	(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-3,3-dimethyl-N-(2-{[2-(tetradeca-2,5-dienoylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)butanimidic acid is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa).			[H][C@](O)(C(O)=NCCC(O)=NCCSC(=O)C=CCC=CCCCCCCCC)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O	C35H58N7O17P3S	InChI=1S/C35H58N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h11-12,14-15,22-24,28-30,34,45-46H,4-10,13,16-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/t24-,28-,29-,30+,34-/m1/s1	JVEFYXPCQBMMAA-QSGBVPJFSA-N	973.2822737			
BASm0035239	3,5-tetradecadienoate	CTK0I6999 belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. CTK0I6999 is considered to be a practically insoluble (in water) and relatively neutral molecule.			CCCCCCCCC=CC=CCC(O)=O	C14H24O2	InChI=1S/C14H24O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h9-12H,2-8,13H2,1H3,(H,15,16)	YRUMHTHCEZRHTN-UHFFFAOYSA-N	224.17763			
BASm0035240	2,3-didehydroadipyl-CoA	(Z)-2,3-Dehydroadipyl-CoA(5-), also known as 2,3-dehydroadipoyl-coenzyme a(5-), belongs to the class of organic compounds known as medium-chain 2-enoyl coas. These are organic compounds containing a coenzyme A substructure linked to a medium-chain 2-enoyl chain of 5 to 12 carbon atoms (Z)-2,3-Dehydroadipyl-CoA(5-) is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa).			[H]\C(CCC([O-])=O)=C(/[H])C(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C27H37N7O19P3S	InChI=1S/C27H42N7O19P3S/c1-27(2,22(40)25(41)30-8-7-16(35)29-9-10-57-18(38)6-4-3-5-17(36)37)12-50-56(47,48)53-55(45,46)49-11-15-21(52-54(42,43)44)20(39)26(51-15)34-14-33-19-23(28)31-13-32-24(19)34/h4,6,13-15,20-22,26,39-40H,3,5,7-12H2,1-2H3,(H,29,35)(H,30,41)(H,36,37)(H,45,46)(H,47,48)(H2,28,31,32)(H2,42,43,44)/p-5/b6-4-/t15-,20-,21-,22+,26-/m1/s1	ZFXICKRXPZTFPB-FZHFFJAKSA-I	888.1105221			
BASm0035241	Dihydromethysticin	Dihydromethysticin is found in beverages. Dihydromethysticin is isolated from Piper methysticum (kava). FDA advises against use of kava in food due to potential risk of severe liver damage (2002) Dihydromethysticin is one of the six major kavalactones found in the kava plant. Dihydromethysticin belongs to the family of Benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole.				C15H16O5		RSIWXFIBHXYNFM-UHFFFAOYNA-N	276.0997736	1034670	HMDB0030791	
BASm0035242	Octanoyl-[acyl-carrier protein]	Nonane, also known as N-nonane or CH3-[CH2]7-CH3, belongs to the class of organic compounds known as alkanes. These are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Thus, nonane is considered to be a hydrocarbon lipid molecule. Nonane exists as a liquid and is considered to be practically insoluble (in water) and relatively neutral. Nonane has been detected in multiple biofluids, such as feces and saliva. Within the cell, nonane is primarily located in the membrane (predicted from logP). Nonane is also a parent compound for other transformation products, including but not limited to, 2-nonanol, nonan-1-ol, and nonanoic acid. Nonane is an alkane and gasoline tasting compound that can be found in a number of food items such as lime, fats and oils, ginger, and sweet bay. This makes nonane a potential biomarker for the consumption of these food products.			CCCCCCCCC	C9H20	InChI=1S/C9H20/c1-3-5-7-9-8-6-4-2/h3-9H2,1-2H3	BKIMMITUMNQMOS-UHFFFAOYSA-N	128.1565006	7725		
BASm0035243	TDP-Glucose	TDP-glucose is a member of the chemical class known as Pyrimidine Nucleotide Sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. Thymidine diphosphate glucose (often abbreviated dTDP-glucose or TDP-glucose) is a nucleotide-linked sugar consisting of deoxythymidine diphosphate linked to glucose. It is the starting compound for the syntheses of many deoxysugars. (WikiPedia)			CC1=CN(C2CC(O)C(COP(O)(=O)OP(O)(=O)OC3OC(CO)C(O)C(O)C3O)O2)C(=O)N=C1O	C16H26N2O16P2	InChI=1S/C16H26N2O16P2/c1-6-3-18(16(25)17-14(6)24)10-2-7(20)9(31-10)5-30-35(26,27)34-36(28,29)33-15-13(23)12(22)11(21)8(4-19)32-15/h3,7-13,15,19-23H,2,4-5H2,1H3,(H,26,27)(H,28,29)(H,17,24,25)	YSYKRGRSMLTJNL-UHFFFAOYSA-N	564.0757568		HMDB0062805	
BASm0035244	1-[(5-Amino-5-carboxypentyl)amino]-1-deoxyfructose	1-[(5-Amino-5-carboxypentyl)amino]-1-deoxyfructose is found in milk and milk products. Amadori rearrangement produced found in heated milk and other foodstuffs 1-[(5-Amino-5-carboxypentyl)amino]-1-deoxyfructose belongs to the family of Alpha Amino Acids and Derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon)[1]. (Reference: [1] Amino Acid: http://en.wikipedia.org/wiki/Amino_acid).			NC(CCCCNCC1(O)OC(CO)C(O)C1O)C(O)=O	C12H24N2O7	InChI=1S/C12H24N2O7/c13-7(11(18)19)3-1-2-4-14-6-12(20)10(17)9(16)8(5-15)21-12/h7-10,14-17,20H,1-6,13H2,(H,18,19)	ZAWLGBRDVQURAK-UHFFFAOYSA-N	308.1583511	24109	HMDB0034879	
BASm0035245	Fructose					C6H12O6		RFSUNEUAIZKAJO-UNTFVMJOSA-N	180.0633881			
BASm0035246	4-Amino-4-deoxy-α-L-arabinopyranosyl di-trans,octa-cis-undecaprenyl phosphate	4-Amino-4-deoxy-alpha-L-arabinopyranosyl di-trans,octa-cis-undecaprenyl phosphate, also known as undecaprenyl phosphoric acid a-L-ara4fn, belongs to the class of organic compounds known as bactoprenol monophosphates. These are polyprenyl compounds consisting of a monophosphate group substituted by a bactoprenyl moiety. 4-Amino-4-deoxy-alpha-L-arabinopyranosyl di-trans,octa-cis-undecaprenyl phosphate is considered to be a practically insoluble (in water) and relatively neutral molecule. 4-Amino-4-deoxy-alpha-L-arabinopyranosyl di-trans,octa-cis-undecaprenyl phosphate may be a unique E.coli metabolite. 4-Amino-4-deoxy-alpha-L-arabinopyranosyl di-trans,octa-cis-undecaprenyl phosphate and (kdo)2-lipid a can be converted into di-trans,octa-cis-undecaprenyl diphosphate and L-ara4n-modified kdo2-lipid a through the action of the enzyme 4-amino-4-deoxy-L-arabinose (L-ara4n) transferase.			OC=N[C@@]1([H])CO[C@@]([H])(OP(O)(=O)OC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(\C)CC\C([H])=C(/C)CC\C([H])=C(/C)CCC=C(C)C)[C@@](O)([H])[C@]1(O)[H]	C61H100NO8P	InChI=1S/C61H100NO8P/c1-47(2)23-13-24-48(3)25-14-26-49(4)27-15-28-50(5)29-16-30-51(6)31-17-32-52(7)33-18-34-53(8)35-19-36-54(9)37-20-38-55(10)39-21-40-56(11)41-22-42-57(12)43-44-69-71(66,67)70-61-60(65)59(64)58(45-68-61)62-46-63/h23,25,27,29,31,33,35,37,39,41,43,46,58-61,64-65H,13-22,24,26,28,30,32,34,36,38,40,42,44-45H2,1-12H3,(H,62,63)(H,66,67)/b48-25+,49-27+,50-29-,51-31-,52-33-,53-35-,54-37-,55-39-,56-41-,57-43-/t58-,59-,60+,61-/m0/s1	KDTATMYQJZYGGT-CRHUQJHVSA-N	1005.718656			
BASm0035247	γ-glutamyl-γ-aminobutyrate	6-Amino-2-(2-aminoethyl)-3-oxoheptanedioic acid is slightly soluble (in water) and a moderately acidic compound (based on its pKa). gamma-Glutamyl-gamma-aminobutyrate has the chemical formula C9H16N2O5, and an average molecular weight of 232.2337. gamma-Glutamyl-gamma-aminobutyrate is involved in the Putrescine Degradation II Pathway.			NCCC(C(O)=O)C(=O)CCC(N)C(O)=O	C9H16N2O5	InChI=1S/C9H16N2O5/c10-4-3-5(8(13)14)7(12)2-1-6(11)9(15)16/h5-6H,1-4,10-11H2,(H,13,14)(H,15,16)	VEYRMJLLKXTDLF-UHFFFAOYSA-N	232.1059216			
BASm0035248	N-acetyl-β-D-glucosamine(anhydrous)-N-acetylmuramate	N-Acetyl-&beta;-D-glucosamine-1,6-anhydro-N-acetyl-&beta;-D-muramate, also known as glcnac-1,6-anhmurnac or N-acetyl-&beta;-D-glucosamine(anhydrous)-N-acetylmuramic acid, belongs to the class of organic compounds known as n-acyl-alpha-hexosamines. These are carbohydrate derivatives containing a hexose moiety in which the oxygen atom is replaced by an n-acyl group. N-Acetyl-&beta;-D-glucosamine-1,6-anhydro-N-acetyl-&beta;-D-muramate is soluble (in water) and a weakly acidic compound (based on its pKa).			[H][C@](C)(O[C@@]1([H])[C@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])N=C(C)[O-])[C@@]2([H])COC([H])(O2)[C@]1([H])N=C(C)O)C(O)=O	C19H29N2O12	InChI=1S/C19H30N2O12/c1-6(17(27)28)30-16-12(21-8(3)24)18-29-5-10(32-18)15(16)33-19-11(20-7(2)23)14(26)13(25)9(4-22)31-19/h6,9-16,18-19,22,25-26H,4-5H2,1-3H3,(H,20,23)(H,21,24)(H,27,28)/p-1/t6-,9-,10-,11-,12-,13-,14-,15-,16-,18?,19+/m1/s1	MWWQKONGFKUAEK-NNRGKNABSA-M	477.172598			
BASm0035249	L-Ala-γ-D-Glu-DAP-D-Ala	(4R)-4-{[(2S)-2-amino-1-hydroxypropylidene]amino}-4-{[(5R)-5-amino-5-carboxy-2-{[(1S)-1-carboxyethyl]-C-hydroxycarbonimidoyl}pentyl]-C-hydroxycarbonimidoyl}butanoate is considered to be a practically insoluble (in water) and relatively neutral molecule.			[H][C@@](C)(N)C(O)=N[C@]([H])(CCC([O-])=O)C(O)=NCC([H])(CC[C@@]([H])(N)C(O)=O)C(O)=N[C@@]([H])(C)C(O)=O	C18H30N5O9	InChI=1S/C18H31N5O9/c1-8(19)14(26)23-12(5-6-13(24)25)16(28)21-7-10(3-4-11(20)18(31)32)15(27)22-9(2)17(29)30/h8-12H,3-7,19-20H2,1-2H3,(H,21,28)(H,22,27)(H,23,26)(H,24,25)(H,29,30)(H,31,32)/p-1/t8-,9-,10?,11+,12+/m0/s1	CKDFIMYSHASPFZ-HIQXDMJCSA-M	460.2043526			
BASm0035250	α,α-Trehalose 6-phosphate	alpha,alpha-Trehalose 6-phosphate, also known as a,a-trehalose 6-phosphoric acid or α,α-trehalose 6-phosphate, belongs to the class of organic compounds known as disaccharide phosphates. These are disaccharides carrying one or more phosphate group on a sugar unit. alpha,alpha-Trehalose 6-phosphate is soluble (in water) and a moderately acidic compound (based on its pKa). alpha,alpha-Trehalose 6-phosphate may be a unique E.coli metabolite. alpha,alpha-Trehalose 6-phosphate participates in a number of enzymatic reactions. In particular, alpha,alpha-Trehalose 6-phosphate can be converted into β-D-glucose 6-phosphate and Beta-D-glucopyranuronic acid through its interaction with the enzyme trehalose-6-phosphate hydrolase. Furthermore, alpha,alpha-Trehalose 6-phosphate can be biosynthesized from α,α-trehalose through its interaction with the enzyme trehalose PTS permease. Furthermore, alpha,alpha-Trehalose 6-phosphate and uridine 5'-diphosphate can be biosynthesized from uridine diphosphate glucose and α-D-glucose 6-phosphate through its interaction with the enzyme trehalose-6-phosphate synthase. Finally, alpha,alpha-Trehalose 6-phosphate can be converted into α,α-trehalose through its interaction with the enzyme trehalose-6-phosphate phosphatase. Trehalose 6-phosphate is a substrate for Hexokinase (type I) and Tryptase beta-1.			OCC1OC(OC2OC(COP(O)(O)=O)C(O)C(O)C2O)C(O)C(O)C1O	C12H23O14P	InChI=1S/C12H23O14P/c13-1-3-5(14)7(16)9(18)11(24-3)26-12-10(19)8(17)6(15)4(25-12)2-23-27(20,21)22/h3-19H,1-2H2,(H2,20,21,22)	LABSPYBHMPDTEL-UHFFFAOYSA-N	422.082542	18283		
BASm0035251	β-D-Glucopyranuronic acid	Salicylacyl glucuronide is a natural human metabolite of acetylsilacylic acid generated in the liver by UDP glucuonyltransferase. Glucuronidation is used to assist in the excretion of toxic substances, drugs or other substances that cannot be used as an energy source. Glucuronic acid is attached via a glycosidic bond to the substance, and the resulting glucuronide, which has a much higher water solubility than the original substance, is eventually excreted by the kidneys.			O[C@@H]1[C@@H](O)[C@H](OC(=O)C2=CC=CC=C2O)O[C@@H]([C@H]1O)C(O)=O	C13H14O9	InChI=1S/C13H14O9/c14-6-4-2-1-3-5(6)12(20)22-13-9(17)7(15)8(16)10(21-13)11(18)19/h1-4,7-10,13-17H,(H,18,19)/t7-,8-,9+,10-,13-/m0/s1	IXVVXKRKCLJCKA-UNLLLRGISA-N	314.063782		HMDB0010314	
BASm0035252	β-L-lyxopyranose	β-L-lyxopyranose, also known as &beta;-L-lyxose, belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms. β-L-lyxopyranose is very soluble (in water) and a very weakly acidic compound (based on its pKa). An L-lyxose in cyclic pyranose form.			[H][C@]1(O)CO[C@]([H])(O)[C@]([H])(O)[C@]1([H])O	C5H10O5	InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3+,4+,5-/m0/s1	SRBFZHDQGSBBOR-RSJOWCBRSA-N	150.0528234			
BASm0035253	1,2-dibromoethane					C4H8Br4		CYXCYBWHXJXHQX-UHFFFAOYSA-N	371.735952			
BASm0035254	Hydrobromic Acid				Br	BrH	InChI=1S/BrH/h1H	CPELXLSAUQHCOX-UHFFFAOYSA-N	79.92616268			
BASm0035255	Ubiquinol					C59H92O4		QNTNKSLOFHEFPK-MPAJWSOBSA-N	864.6995614			
BASm0035256	Arsenic	Arsenic(As) is a ubiquitous metalloid found in several forms in food and the environment, such as the soil, air and water. Physiologically, it exists as an ion in the body. The predominant form is inorganic arsenic in drinking water, which is both highly toxic and carcinogenic and rapidly bioavailable. Arsenic is currently one of the most important environmental global contaminants and toxicants, particularly in the developing countries. For decades, very large populations have been and are currently still exposed to inorganic Arsenic through geogenically contaminated drinking water. An increased incidence of disease mediated by this toxicant is the consequence of long-term exposure. In human's chronic ingestion of inorganic arsenic (> 500 mg/L As) has been associated with cardiovascular, nervous, hepatic and renal diseases and diabetes mellitus as well as cancer of the skin, bladder, lung, liver and prostate. Contrary to the earlier view that methylated compounds are innocuous, the methylated metabolites are now recognized to be both toxic and carcinogenic, possibly due to genotoxicity, inhibition of antioxidative enzyme functions, or other mechanisms. Arsenic inhibits indirectly sulfhydryl containing enzymes and interferes with cellular metabolism. Effects involve such phenomena as cytotoxicity, genotoxicity and inhibition of enzymes with antioxidant function. These are all related to nutritional factors directly or indirectly. Nutritional studies both in experimental and epidemiological studies provide convincing evidence that nutritional intervention, including chemoprevention, offers a pragmatic approach to mitigate the health effects of arsenic exposure, particularly cancer, in the relatively resource-poor developing countries. Nutritional intervention, especially with micronutrients, many of which are antioxidants and share the same pathway with Arsenic , appears a host defence against the health effects of arsenic contamination in developing countries and should be embraced as it is pragmatic and inexpensive. (PMID: 17477765, 17179408).			[As+3]	As	InChI=1S/As/q+3	LULLIKNODDLMDQ-UHFFFAOYSA-N	74.92159642	35828	HMDB0002290	
BASm0035257	Piruvate				[AtH]	AtH	InChI=1S/AtH/h1H	PGLQOBBPBPTBQS-UHFFFAOYSA-N	211.008			
BASm0035258	PIP2(16:0/20:3(8Z,11Z,14Z))	PIP2(16:0/20:3(8Z,11Z,14Z)) is a phosphatidylinositol bisphosphate. Phosphatidylinositol bisphosphates are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to a bisphosphorylated inositol (hexahydroxycyclohexane). Phosphatidylinositol bisphosphates are generated from phosphatidylinositols which are phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated. Phosphatidylinositols bisphosphates can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common. PIP2(16:0/20:3(8Z,11Z,14Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of homo-g-linolenic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the homo-g-linolenic acid moiety is derived from fish oils, liver and kidney. The most important phosphatidylinositol bisphosphate in both quantitative and biological terms is phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. Phosphatidylinositols phosphates are usually present at low levels only in tissues, typically at about 1 to 3% of the concentration of phosphatidylinositol.			CCCCCCCCCCCCCCCC(=O)OC[C@]([H])(COP(O)(=O)O[C@H]1C(O)C(O)C(OP(=O)(O)O)[C@@H](OP(=O)(O)O)C1O)OC(=O)CCCCCC\C=C/C\C=C/C\C=C/CCCCC	C45H83O19P3	InChI=1S/C45H83O19P3/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(47)61-37(35-59-38(46)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2)36-60-67(57,58)64-43-40(48)41(49)44(62-65(51,52)53)45(42(43)50)63-66(54,55)56/h11,13,17-18,20,22,37,40-45,48-50H,3-10,12,14-16,19,21,23-36H2,1-2H3,(H,57,58)(H2,51,52,53)(H2,54,55,56)/b13-11-,18-17-,22-20-/t37-,40?,41?,42?,43+,44?,45+/m1/s1	QZIWMNAVFAEPCB-LBJPALPMSA-N	1020.47414		HMDB0010042	
BASm0035259	Dimethylethanolamine	Dimethylethanolamine is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]"). Dimethylethanolamine belongs to the family of Alkylamines. These are organic compounds containing an alkylamine group.			CN(C)CCO	C4H11NO	InChI=1S/C4H11NO/c1-5(2)3-4-6/h6H,3-4H2,1-2H3	UEEJHVSXFDXPFK-UHFFFAOYSA-N	89.08406398	271436	HMDB0032231	
BASm0035260	LysoPA(14:0(3-OH)/0:0)	LPA(14:0(3-OH)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common. LPA(14:0(3-OH)/0:0), in particular, consists of one chain of 3-hydroxytetradecanoic acid at the C-1 position. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.			CCCCCCCCCCCC(O)CC(=O)OCC(O)COP(O)(O)=O	C17H35O8P	InChI=1S/C17H35O8P/c1-2-3-4-5-6-7-8-9-10-11-15(18)12-17(20)24-13-16(19)14-25-26(21,22)23/h15-16,18-19H,2-14H2,1H3,(H2,21,22,23)	FESVVBPOAABOIM-UHFFFAOYSA-N	398.2069551	16975		
BASm0035261	PA(14:0(3-OH)/17:0cycw7)	PA(14:0(3-OH)/17:0cycw7) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0(3-OH)/17:0cycw7), in particular, consists of one chain of 3-hydroxytetradecanoic acid at the C-1 position and one chain of 9,10-methylenehexadecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCC1CC1CCCCCC	C34H65O9P	InChI=1S/C34H65O9P/c1-3-5-7-9-10-11-12-15-19-23-31(35)26-34(37)41-27-32(28-42-44(38,39)40)43-33(36)24-20-16-13-14-18-22-30-25-29(30)21-17-8-6-4-2/h29-32,35H,3-28H2,1-2H3,(H2,38,39,40)/t29?,30?,31?,32-/m1/s1	UULXARLGANTERR-KIHBOBKYSA-N	648.4366207	16337		
BASm0035262	PA(18:1(11Z)/17:0)	PA(18:1(11Z)/17:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(11Z)/17:0), in particular, consists of one chain of cis-vaccenic acid at the C-1 position and one chain of margaric acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCC	C38H73O8P	InChI=1S/C38H73O8P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-37(39)44-34-36(35-45-47(41,42)43)46-38(40)33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h13,15,36H,3-12,14,16-35H2,1-2H3,(H2,41,42,43)/b15-13-/t36-/m1/s1	IUNXRIKQRXULMK-MRDDHZETSA-N	688.5043063	16337		
BASm0035263	HAA(10:0(3-OH)/10:0(3-OH))	HAA(10:0(3-OH)/10:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(10:0(3-OH)/10:0(3-OH)), in particlular, is composed of two chains of 3-hydroxydecanoic acid.			CCCCCCC[C@@H](O)CC(=O)O[C@H](CCCCCCC)CC(O)=O	C20H38O5	InChI=1S/C20H38O5/c1-3-5-7-9-11-13-17(21)15-20(24)25-18(16-19(22)23)14-12-10-8-6-4-2/h17-18,21H,3-16H2,1-2H3,(H,22,23)/t17-,18-/m1/s1	ZFPAFAWFRTWCSK-QZTJIDSGSA-N	358.2719243			
BASm0035264	monoRL(10:0(3-OH)/10:0(3-OH))	monoRL(10:0(3-OH)/10:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(10:0(3-OH)/10:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of another 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CCCCCCC)CC(=O)O[C@H](CCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C26H48O9	InChI=1S/C26H48O9/c1-4-6-8-10-12-14-19(16-21(27)28)34-22(29)17-20(15-13-11-9-7-5-2)35-26-25(32)24(31)23(30)18(3)33-26/h18-20,23-26,30-32H,4-17H2,1-3H3,(H,27,28)/t18-,19+,20+,23-,24+,25+,26-/m0/s1	PPMPLIBYTIWXPG-TXRCGMDISA-N	504.3298331			
BASm0035265	diRL(10:0(3-OH)/10:0(3-OH))	diRL(10:0(3-OH)/10:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(10:0(3-OH)/10:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of another 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CCCCCCC)CC(=O)O[C@H](CCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C32H58O13	InChI=1S/C32H58O13/c1-5-7-9-11-13-15-21(17-23(33)34)43-24(35)18-22(16-14-12-10-8-6-2)44-32-30(28(39)26(37)20(4)42-32)45-31-29(40)27(38)25(36)19(3)41-31/h19-22,25-32,36-40H,5-18H2,1-4H3,(H,33,34)/t19-,20-,21+,22+,25-,26-,27+,28+,29+,30+,31-,32-/m0/s1	FCBUKWWQSZQDDI-HYFZAEJMSA-N	650.3877419			
BASm0035266	1,2-Dihydroxy-3-methylcyclohexa-3,5-dienecarboxylate				CC1=CC=C[C@@](O)([C@H]1O)C(O)=O	C8H10O4	InChI=1S/C8H10O4/c1-5-3-2-4-8(12,6(5)9)7(10)11/h2-4,6,9,12H,1H3,(H,10,11)/t6-,8+/m0/s1	AXRMZRLNCOVFJZ-POYBYMJQSA-N	170.0579088	17641		
BASm0035267	3-Methyl-cis,cis-muconate				C\C(\C=C/C(O)=O)=C\C(O)=O	C7H8O4	InChI=1S/C7H8O4/c1-5(4-7(10)11)2-3-6(8)9/h2-4H,1H3,(H,8,9)(H,10,11)/b3-2-,5-4-	LEQDZBVDPGNGMH-LDIADDGTSA-N	156.0422587	28958		
BASm0035268	Decaprenol phosphate				[H]\C(CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP(O)(O)=O)=C(\C)CCC=C(C)C	C50H83O4P	InChI=1S/C50H83O4P/c1-41(2)21-12-22-42(3)23-13-24-43(4)25-14-26-44(5)27-15-28-45(6)29-16-30-46(7)31-17-32-47(8)33-18-34-48(9)35-19-36-49(10)37-20-38-50(11)39-40-54-55(51,52)53/h21,23,25,27,29,31,33,35,37,39H,12-20,22,24,26,28,30,32,34,36,38,40H2,1-11H3,(H2,51,52,53)/b42-23+,43-25-,44-27-,45-29-,46-31-,47-33-,48-35-,49-37-,50-39-	XBEJBEIXLWRYBT-DJNGBRKISA-N	778.6028977	16477  66867		
BASm0035269	Arabinogalactan				COC1C(O)COC(OCC2OC(OC3C(O)C(C)OC(CO)C3O)C(O)C(OC)C2O)C1O	C20H36O14	InChI=1S/C20H36O14/c1-7-11(23)18(12(24)9(4-21)32-7)34-20-15(27)17(29-3)13(25)10(33-20)6-31-19-14(26)16(28-2)8(22)5-30-19/h7-27H,4-6H2,1-3H3	SATHPVQTSSUFFW-UHFFFAOYSA-N	500.2105058	27569		
BASm0035270	4-Hydroxy-2,2'-bipyrrole-5-methanol				OCC1=C(O)C=C(N1)C1=CC=CN1	C9H10N2O2	InChI=1S/C9H10N2O2/c12-5-8-9(13)4-7(11-8)6-2-1-3-10-6/h1-4,10-13H,5H2	RGTPSNSYCJTFLL-UHFFFAOYSA-N	178.0742276			
BASm0035271	4-Hydroxy-2,2'-bipyrrole-5-carbaldehyde				OC1=C(NC(=C1)C1=CC=CN1)C=O	C9H8N2O2	InChI=1S/C9H8N2O2/c12-5-8-9(13)4-7(11-8)6-2-1-3-10-6/h1-5,10-11,13H	XIVRMAVPWKOXMR-UHFFFAOYSA-N	176.0585775			
BASm0035272	4-Methoxy-2,2'-bipyrrole-5-carbaldehyde				COC1=C(NC(=C1)C1=CC=CN1)C=O	C10H10N2O2	InChI=1S/C10H10N2O2/c1-14-10-5-8(12-9(10)6-13)7-3-2-4-11-7/h2-6,11-12H,1H3	MQCYELLGZFKAFD-UHFFFAOYSA-N	190.0742276			
BASm0035273	2-Undecylpyrrole				CCCCCCCCCCCC1=CC=CN1	C15H27N	InChI=1S/C15H27N/c1-2-3-4-5-6-7-8-9-10-12-15-13-11-14-16-15/h11,13-14,16H,2-10,12H2,1H3	LIZHBNXWXKXCEF-UHFFFAOYSA-N	221.2143499			
BASm0035274	Undecylprodigiosin				CCCCCCCCCCCC1=CC=C(N1)\C=C1\N=C(C=C1OC)C1=CC=CN1	C25H35N3O	InChI=1S/C25H35N3O/c1-3-4-5-6-7-8-9-10-11-13-20-15-16-21(27-20)18-24-25(29-2)19-23(28-24)22-14-12-17-26-22/h12,14-19,26-27H,3-11,13H2,1-2H3/b24-18+	HIYSWASSDOXZLC-HKOYGPOVSA-N	393.2780128	29702		
BASm0035275	2-Methyl-3-n-amyl-dihydropyrrole				CCCCCC1CCN=C1C	C10H19N	InChI=1S/C10H19N/c1-3-4-5-6-10-7-8-11-9(10)2/h10H,3-8H2,1-2H3	SYVGKQQCYXDCKB-UHFFFAOYSA-N	153.1517496			
BASm0035276	2-Methyl-3-n-amyl-pyrrole				CCCCCC1=C(C)NC=C1	C10H17N	InChI=1S/C10H17N/c1-3-4-5-6-10-7-8-11-9(10)2/h7-8,11H,3-6H2,1-2H3	PEWCJTLDYTZPGN-UHFFFAOYSA-N	151.1360996			
BASm0035277	Prodigiosin				CCCCCC1=C(C)NC(\C=C2\N=C(C=C2OC)C2=CC=CN2)=C1	C20H25N3O	InChI=1S/C20H25N3O/c1-4-5-6-8-15-11-16(22-14(15)2)12-19-20(24-3)13-18(23-19)17-9-7-10-21-17/h7,9-13,21-22H,4-6,8H2,1-3H3/b19-12+	SHUNBVWMKSXXOM-XDHOZWIPSA-N	323.1997624			
BASm0035278	3-[(1E,4R)-4-Hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate				O[C@@H]1CC\C(=C/C(=O)C(O)=O)C=C1	C9H10O4	InChI=1S/C9H10O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1,3,5,7,10H,2,4H2,(H,12,13)/b6-5-/t7-/m0/s1	MPMDLNLJFJLITQ-RBSILHGTSA-N	182.0579088			
BASm0035279	Epoxy-3E-H2HPP				O[C@@H]1CC\C(=C/C(=O)C(O)=O)[C@H]2O[C@@H]12	C9H10O5	InChI=1S/C9H10O5/c10-5-2-1-4(7-8(5)14-7)3-6(11)9(12)13/h3,5,7-8,10H,1-2H2,(H,12,13)/b4-3+/t5-,7-,8+/m1/s1	AWPQUULTGMQXTH-UXOMXHMNSA-N	198.0528234			
BASm0035280	Epoxy-4S-H4HPP				O[C@@H]1CC[C@@H](CC(=O)C(O)=O)[C@H]2O[C@@H]12	C9H12O5	InChI=1S/C9H12O5/c10-5-2-1-4(7-8(5)14-7)3-6(11)9(12)13/h4-5,7-8,10H,1-3H2,(H,12,13)/t4-,5+,7+,8-/m0/s1	GDGJNVNXUIMBFT-LAHCRNKXSA-N	200.0684735			
BASm0035281	2-Aminobenzoylacetyl-CoA				CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)C1=C(N)C=CC=C1	C30H43N8O18P3S	InChI=1S/C30H43N8O18P3S/c1-30(2,25(43)28(44)34-8-7-20(40)33-9-10-60-21(41)11-18(39)16-5-3-4-6-17(16)31)13-53-59(50,51)56-58(48,49)52-12-19-24(55-57(45,46)47)23(42)29(54-19)38-15-37-22-26(32)35-14-36-27(22)38/h3-6,14-15,19,23-25,29,42-43H,7-13,31H2,1-2H3,(H,33,40)(H,34,44)(H,48,49)(H,50,51)(H2,32,35,36)(H2,45,46,47)/t19-,23-,24-,25+,29-/m1/s1	OLOTULRNHWZRKJ-FUEUKBNZSA-N	928.1628887			
BASm0035282	(1R,5aS,6R)-4a-Hydroxy-1,4,4a,5,5a,6,9,10a-octahydrophenazine-1,6-dicarboxylate				OC(=O)[C@@H]1C=CCC2=NC3[C@@H](C=CCC3(O)N[C@@H]12)C(O)=O	C14H16N2O5	InChI=1S/C14H16N2O5/c17-12(18)7-3-1-5-9-10(7)16-14(21)6-2-4-8(13(19)20)11(14)15-9/h1-4,7-8,10-11,16,21H,5-6H2,(H,17,18)(H,19,20)/t7-,8-,10+,11?,14?/m1/s1	IZJBZSNXJLOCHK-VMHMYJSPSA-N	292.1059216			
BASm0035283	5-Methylphenazine-1-carboxylate				C[N+]1=C2C=CC=C(C(O)=O)C2=NC2=CC=CC=C12	C14H11N2O2	InChI=1S/C14H10N2O2/c1-16-11-7-3-2-6-10(11)15-13-9(14(17)18)5-4-8-12(13)16/h2-8H,1H3/p+1	WBQUROCKWAJPFB-UHFFFAOYSA-O	239.081504			
BASm0035284	S-Acetyldihydrolipoamide-E	The acetyl thioester of the reduced lipoyllysine residue in dihydrolipoyllysine-residue acetyltransferase (EC2.3.1.12). S-Acetyldihydrolipoamide-E is a reactant or product of enzyme EC 1.2.4.1. S-Acetyldihydrolipoamide-E is a reactant or product of enzyme EC 2.3.1.12. (PubChem sid=47205563).			CC(=O)SCCC(S)CCCCC(N)=O	C10H19NO2S2	InChI=1S/C10H19NO2S2/c1-8(12)15-7-6-9(14)4-2-3-5-10(11)13/h9,14H,2-7H2,1H3,(H2,11,13)	WXCOTNFMLYTGPZ-UHFFFAOYSA-N	249.0857202	50623	HMDB0006878	
BASm0035285	NAM-NAG peptide					C40H67N9O21		IFUAEVRHOAQERC-BQZBOJCTSA-N	1009.44515			
BASm0035286	Peptidoglycan					C34H60N8O18		CKCOYJUVSJOCOA-DCHKRTDBSA-N	868.4025571			
BASm0035287	Cefixime	Cefixime, an antibiotic, is a third-generation cephalosporin like ceftriaxone and cefotaxime. Cefixime is highly stable in the presence of beta-lactamase enzymes. As a result, many organisms resistant to penicillins and some cephalosporins due to the presence of beta-lactamases, may be susceptible to cefixime. The antibacterial effect of cefixime results from inhibition of mucopeptide synthesis in the bacterial cell wall.			[H][C@]12SCC(C=C)=C(N1C(=O)[C@H]2NC(=O)C(=N/OCC(O)=O)\C1=CSC(N)=N1)C(O)=O	C16H15N5O7S2	InChI=1S/C16H15N5O7S2/c1-2-6-4-29-14-10(13(25)21(14)11(6)15(26)27)19-12(24)9(20-28-3-8(22)23)7-5-30-16(17)18-7/h2,5,10,14H,1,3-4H2,(H2,17,18)(H,19,24)(H,22,23)(H,26,27)/b20-9-/t10-,14-/m1/s1	OKBVVJOGVLARMR-QSWIMTSFSA-N	453.0412892	472657	HMDB0014809	
BASm0035288	Ampicillin	Ampicillin is found in common pea. It is also a potential contaminant of cow's milk arising from its veterinary use. Ampicillin is a semi-synthetic derivative of penicillin that functions as an orally active broad-spectrum antibiotic. It has been used extensively to treat bacterial infections since 1961. It is considered part of the aminopenicillin family and is roughly equivalent to amoxicillin in terms of spectrum and level of activity. It functions as an orally active broad-spectrum antibiotic. Ampicillin has been shown to exhibit analgesic, diuretic, anti-pyretic, anti-inflammatory and anti-microbial functions (PMID 12581979, 15534635, 12581979, 2462602, 17884248). Ampicillin belongs to the family of Penicillins. These are organic compounds containing the penicillin core structure, which is structurally characterized by a penam ring bearing two methyl groups at position 2, and an amide group at position 6 [starting from the sulfur atom at position 1]. [PubChem]By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, Ampicillin inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that Ampicillin interferes with an autolysin inhibitor.			[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(O)=O	C16H19N3O4S	InChI=1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10-,11+,14-/m1/s1	AVKUERGKIZMTKX-NJBDSQKTSA-N	349.1096268	28971	HMDB0014559	
BASm0035289	Meropenem	Meropenem is only found in individuals that have used or taken this drug.It is a broad-spectrum carbapenem antibiotic. It is active against Gram-positive and Gram-negative bacteria. The bactericidal activity of meropenem results from the inhibition of cell wall synthesis. Meropenem readily penetrates the cell wall of most Gram-positive and Gram-negative bacteria to reach penicillin-binding- protein (PBP) targets and interfere with the synthesis of the vital cell wall components, which leads to cell death. Its strongest affinities are toward PBPs 2, 3 and 4 of <i>Escherichia coli</i> and <i>Pseudomonas aeruginosa</i>; and PBPs 1, 2 and 4 of <i>Staphylococcus aureus</i>.			[H][C@]1([C@@H](C)O)C(=O)N2C(C(O)=O)=C(S[C@@H]3CN[C@@H](C3)C(=O)N(C)C)[C@H](C)[C@]12[H]	C17H25N3O5S	InChI=1S/C17H25N3O5S/c1-7-12-11(8(2)21)16(23)20(12)13(17(24)25)14(7)26-9-5-10(18-6-9)15(22)19(3)4/h7-12,18,21H,5-6H2,1-4H3,(H,24,25)/t7-,8-,9+,10+,11-,12-/m1/s1	DMJNNHOOLUXYBV-PQTSNVLCSA-N	383.1514916	43968	HMDB0014898	
BASm0035290	Cefotaxime	Cefotaxime is a third-generation cephalosporin antibiotic. Like other third-generation cephalosporins, it has broad spectrum activity against Gram positive and Gram negative bacteria. In most cases, it is considered to be equivalent to ceftriaxone in terms of safety and efficacy. Cefotaxime sodium is marketed under various trade names including Claforan (Sanofi-Aventis).			[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\C1=CSC(N)=N1)C(O)=O	C16H17N5O7S2	InChI=1S/C16H17N5O7S2/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26)/b20-9-/t10-,14-/m1/s1	GPRBEKHLDVQUJE-QSWIMTSFSA-N	455.0569393	204928	HMDB0014636	
BASm0035291	Cefuroxime	Cefuroxime is only found in individuals that have used or taken this drug. It is a broad-spectrum cephalosporin antibiotic resistant to beta-lactamase. It has been proposed for infections with gram-negative and gram-positive organisms, gonorrhea, and haemophilus. [PubChem]Cefuroxime, like the penicillins, is a beta-lactam antibiotic. By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, it inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that cefuroxime interferes with an autolysin inhibitor.			[H][C@]12SCC(COC(N)=O)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\C1=CC=CO1)C(O)=O	C16H16N4O8S	InChI=1S/C16H16N4O8S/c1-26-19-9(8-3-2-4-27-8)12(21)18-10-13(22)20-11(15(23)24)7(5-28-16(17)25)6-29-14(10)20/h2-4,10,14H,5-6H2,1H3,(H2,17,25)(H,18,21)(H,23,24)/b19-9-/t10-,14-/m1/s1	JFPVXVDWJQMJEE-IZRZKJBUSA-N	424.0688842	3515	HMDB0015244	
BASm0035292	Flucloxacillin	Flucloxacillin is only found in individuals that have used or taken this drug. It is an antibiotic analog of cloxacillin.By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, flucloxacillin inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that flucloxacillin interferes with an autolysin inhibitor.			[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1=C(C)ON=C1C1=C(F)C=CC=C1Cl)C(O)=O	C19H17ClFN3O5S	InChI=1S/C19H17ClFN3O5S/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28)/t13-,14+,17-/m1/s1	UIOFUWFRIANQPC-JKIFEVAISA-N	453.0561473	5098	HMDB0014446	
BASm0035293	Penicillin V	Penicillin V is narrow spectrum antibiotic used to treat mild to moderate infections caused by susceptible bacteria. It is a natural penicillin antibiotic that is administered orally. Penicillin V may also be used in some cases as prophylaxis against susceptible organisms. Natural penicillins are considered the drugs of choice for several infections caused by susceptible gram positive aerobic organisms, such as <i>Streptococcus pneumoniae</i>, groups A, B, C and G streptococci, nonenterococcal group D streptococci, viridans group streptococci, and non-penicillinase producing staphylococcus. Aminoglycosides may be added for synergy against group B streptococcus (<i>S. agalactiae</i>), <i>S. viridans</i>, and <i>Enterococcus faecalis</i>. The natural penicillins may also be used as first or second line agents against susceptible gram positive aerobic bacilli such as <i>Bacillus anthracis</i>, <i>Corynebacterium diphtheriae</i>, and <i>Erysipelothrix rhusiopathiae</i>. Natural penicillins have limited activity against gram negative organisms; however, they may be used in some cases to treat infections caused by <i>Neisseria meningitidis</i> and <i>Pasteurella</i>. They are not generally used to treat anaerobic infections. Resistance patterns, susceptibility and treatment guidelines vary across regions.			[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)COC1=CC=CC=C1)C(O)=O	C16H18N2O5S	InChI=1S/C16H18N2O5S/c1-16(2)12(15(21)22)18-13(20)11(14(18)24-16)17-10(19)8-23-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/t11-,12+,14-/m1/s1	BPLBGHOLXOTWMN-MBNYWOFBSA-N	350.0936424	27446	HMDB0014561	
BASm0035294	Sulfamethoxazole	Sulfamethoxazole is only found in individuals that have used or taken this drug. It is a bacteriostatic antibacterial agent that interferes with folic acid synthesis in susceptible bacteria. Its broad spectrum of activity has been limited by the development of resistance. (From Martindale, The Extra Pharmacopoeia, 30th ed, p208)Sulfonamides inhibit the enzymatic conversion of pteridine and p-aminobenzoic acid (PABA) to dihydropteroic acid by competing with PABA for binding to dihydrofolate synthetase, an intermediate of tetrahydrofolic acid (THF) synthesis. THF is required for the synthesis of purines and dTMP and inhibition of its synthesis inhibits bacterial growth. Pyrimethamine and trimethoprim inhibit dihydrofolate reductase, another step in THF synthesis, and therefore act synergistically with the sulfonamides.			CC1=CC(NS(=O)(=O)C2=CC=C(N)C=C2)=NO1	C10H11N3O3S	InChI=1S/C10H11N3O3S/c1-7-6-10(12-16-7)13-17(14,15)9-4-2-8(11)3-5-9/h2-6H,11H2,1H3,(H,12,13)	JLKIGFTWXXRPMT-UHFFFAOYSA-N	253.0521119	9332	HMDB0015150	
BASm0035295	Amoxicillin	Amoxicillin (International Nonproprietary Name), or amoxycillin (British Approved Name), is a moderate-spectrum, bacteriolytic, -lactam antibiotic used to treat bacterial infections caused by susceptible microorganisms. It is a broad-spectrum semisynthetic antibiotic similar to ampicillin except that its resistance to gastric acid permits higher serum levels with oral administration (PubChem). Amoxicillin is active against a wide range of Gram-positive and a limited range of Gram-negative organisms. It is susceptible to degradation by beta-lactamase-producing bacteria, and so may be given with clavulanic acid to increase its susceptibility. The incidence of beta-lactamase-producing resistant organisms, including E. coli, appears to be increasing. Amoxicillin binds to penicillin-binding protein 1A (PBP-1A) located inside the bacterial cell wall. Penicillins acylate the penicillin-sensitive transpeptidase C-terminal domain by opening the lactam ring. This inactivation of the enzyme prevents the formation of a cross-link of two linear peptidoglycan strands, inhibiting the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that amoxicillin interferes with an autolysin inhibitor. Amoxicillin is usually the drug of choice within the class because it is better absorbed, following oral administration, than other -lactam antibiotics. Amoxicillin in trihydrate form is available as capsules, chewable and dispersible tablets, syrup and pediatric suspension for oral use, and as the sodium salt for intravenous administration. It is one of the most common antibiotics prescribed for children, and the liquid forms are helpful in cases where the patient might find it difficult to take tablets or capsules. It has three ionizable groups. Amoxicillin as a once-daily dosing form (Moxatag) was approved by the American FDA in January 2008. Amoxicillin is one of the semi-synthetic penicillins discovered by Beecham scientists. The patent for amoxicillin has expired, thus amoxicillin is marketed under many trade names, including Actimoxi, Alphamox, AMK, Amoksibos, Amoxiclav Sandoz, Amoxidal, Amoxil, Amoxin, Amoksiklav, Amoxibiotic, Amoxicilina, Apo-Amoxi, Augmentin, Bactox, Betalaktam, Cilamox, Curam, Dedoxil, Dispermox, Duomox, E-Mox (250mg and 500 mg), Enhancin, Gimalxina, Geramox, Hiconcil, Isimoxin, Klavox, Lamoxy, Moxatag, Moxilen, Moxypen, Moxyvit, Nobactam, Novamoxin, Ospamox, Panklav, Pamoxicillin, Panamox, Polymox, Samthongcillin, Clamoxyl, Senox, Sinacilin, Trimox, Tolodina, Wymox, Yucla, Zerrsox, and Zimox. Amoxicillin is found in milk and milk products. It is a potential contaminant in cow's milk arising from its veterinary use.			[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=C(O)C=C1)C(O)=O	C16H19N3O5S	InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10-,11+,14-/m1/s1	LSQZJLSUYDQPKJ-NJBDSQKTSA-N	365.1045414	2676	HMDB0015193	
BASm0035296	Ciprofloxacin	Ciprofloxacin is only found in individuals that have used or taken this drug. It is a broad-spectrum antimicrobial carboxyfluoroquinoline.The bactericidal action of ciprofloxacin results from inhibition of the enzymes topoisomerase II (DNA gyrase) and topoisomerase IV, which are required for bacterial DNA replication, transcription, repair, strand supercoiling repair, and recombination.			OC(=O)C1=CN(C2CC2)C2=CC(N3CCNCC3)=C(F)C=C2C1=O	C17H18FN3O3	InChI=1S/C17H18FN3O3/c18-13-7-11-14(8-15(13)20-5-3-19-4-6-20)21(10-1-2-10)9-12(16(11)22)17(23)24/h7-10,19H,1-6H2,(H,23,24)	MYSWGUAQZAJSOK-UHFFFAOYSA-N	331.1332197	100241	HMDB0014677	
BASm0035297	Cephalexin	Cephalexin is only found in individuals that have used or taken this drug. It is a semisynthetic cephalosporin antibiotic with antimicrobial activity similar to that of cephaloridine or cephalothin, but somewhat less potent. It is effective against both gram-positive and gram-negative organisms. [PubChem]Cephalexin, like the penicillins, is a beta-lactam antibiotic. By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, it inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that cephalexin interferes with an autolysin inhibitor.			[H][C@]12SCC(C)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(O)=O	C16H17N3O4S	InChI=1S/C16H17N3O4S/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9/h2-6,10-11,15H,7,17H2,1H3,(H,18,20)(H,22,23)/t10-,11-,15-/m1/s1	ZAIPMKNFIOOWCQ-UEKVPHQBSA-N	347.0939767	3534	HMDB0014707	
BASm0035298	Ceftriaxone	Ceftriaxone is only found in individuals that have used or taken this drug. It is a broad-spectrum cephalosporin antibiotic with a very long half-life and high penetrability to meninges, eyes and inner ears. [PubChem]Ceftriaxone works by inhibiting the mucopeptide synthesis in the bacterial cell wall. The beta-lactam moiety of Ceftriaxone binds to carboxypeptidases, endopeptidases, and transpeptidases in the bacterial cytoplasmic membrane. These enzymes are involved in cell-wall synthesis and cell division. By binding to these enzymes, Ceftriaxone results in the formation of of defective cell walls and cell death.			[H][C@]12SCC(CSC3=NC(=O)C(=O)NN3C)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\C1=CSC(N)=N1)C(O)=O	C18H18N8O7S3	InChI=1S/C18H18N8O7S3/c1-25-18(22-12(28)13(29)23-25)36-4-6-3-34-15-9(14(30)26(15)10(6)16(31)32)21-11(27)8(24-33-2)7-5-35-17(19)20-7/h5,9,15H,3-4H2,1-2H3,(H2,19,20)(H,21,27)(H,23,29)(H,31,32)/b24-8-/t9-,15-/m1/s1	VAAUVRVFOQPIGI-SPQHTLEESA-N	554.046057	29007	HMDB0015343	
BASm0035299	Chlorophyllide				CCC1=C(C)C2=CC3=C(C=C)C(C)=C4C=C5[C@@H](C)[C@H](CCC(O)=O)C6=[N+]5[Mg--]5(N34)N3C(=CC1=[N+]25)C(C)=C1C(=O)[C@H](C(=O)OC)C6=C31	C35H34MgN4O5	InChI=1S/C35H36N4O5.Mg/c1-8-19-15(3)22-12-24-17(5)21(10-11-28(40)41)32(38-24)30-31(35(43)44-7)34(42)29-18(6)25(39-33(29)30)14-27-20(9-2)16(4)23(37-27)13-26(19)36-22;/h8,12-14,17,21,31H,1,9-11H2,2-7H3,(H3,36,37,38,39,40,41,42);/q;+2/p-2/t17-,21-,31+;/m0./s1	ANWUQYTXRXCEMZ-NYABAGMLSA-L	614.2379619	16900		
BASm0035300	Chlortetracycline				[H][C@]12C[C@@]3([H])[C@]([H])(N(C)C)C(O)=C(C(O)=N)C(=O)[C@@]3(O)C(O)=C1C(=O)C1=C(O)C=CC(Cl)=C1[C@@]2(C)O	C22H23ClN2O8	InChI=1S/C22H23ClN2O8/c1-21(32)7-6-8-15(25(2)3)17(28)13(20(24)31)19(30)22(8,33)18(29)11(7)16(27)12-10(26)5-4-9(23)14(12)21/h4-5,7-8,15,26,28-29,32-33H,6H2,1-3H3,(H2,24,31)/t7-,8-,15-,21-,22-/m0/s1	CYDMQBQPVICBEU-XRNKAMNCSA-N	478.1142934			
BASm0035301	Oritavancin				[H][C@]12NC(=O)[C@]([H])(NC(=O)[C@]3([H])NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](NC(=O)[C@@H](CC(C)C)NC)[C@H](O)C4=CC(Cl)=C(OC5=C(O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O[C@H]6C[C@](C)(NCC7=CC=C(C=C7)C7=CC=C(Cl)C=C7)[C@@H](O)[C@H](C)O6)C(OC6=C(Cl)C=C(C=C6)[C@H]1O[C@H]1C[C@](C)(N)[C@@H](O)[C@H](C)O1)=CC3=C5)C=C4)C1=CC(=C(O)C=C1)C1=C(C=C(O)C=C1O)[C@H](NC2=O)C(O)=O	C86H97Cl3N10O26	InChI=1S/C86H97Cl3N10O26/c1-35(2)22-51(92-7)77(110)98-67-69(105)42-15-20-55(49(88)24-42)120-57-26-44-27-58(73(57)125-84-74(71(107)70(106)59(34-100)122-84)124-62-32-86(6,76(109)37(4)119-62)93-33-38-8-10-39(11-9-38)40-12-17-45(87)18-13-40)121-56-21-16-43(25-50(56)89)72(123-61-31-85(5,91)75(108)36(3)118-61)68-82(115)97-66(83(116)117)48-28-46(101)29-54(103)63(48)47-23-41(14-19-53(47)102)64(79(112)99-68)96-80(113)65(44)95-78(111)52(30-60(90)104)94-81(67)114/h8-21,23-29,35-37,51-52,59,61-62,64-72,74-76,84,92-93,100-103,105-109H,22,30-34,91H2,1-7H3,(H2,90,104)(H,94,114)(H,95,111)(H,96,113)(H,97,115)(H,98,110)(H,99,112)(H,116,117)/t36-,37-,51+,52-,59+,61-,62-,64+,65+,66-,67+,68-,69+,70+,71-,72+,74+,75-,76-,84-,85-,86-/m0/s1	VHFGEBVPHAGQPI-LXKZPTCJSA-N	1790.564106			
BASm0035302	Teicoplanin					C88H97Cl2N9O33		BJNLLBUOHPVGFT-CAYRISATSA-N	1877.556582			
BASm0035303	Dalbavancin				[H][C@@]12CC3=CC=C(OC4=C(O[C@@H]5O[C@@H]([C@@H](O)[C@H](O)[C@H]5NC(=O)CCCCCCCCC(C)C)C(O)=O)C5=CC(=C4)[C@@]([H])(NC(=O)[C@@]([H])(NC1=O)C1=C(Cl)C(O)=CC(OC4=C(O)C=CC(=C4)[C@@H](NC)C(=O)N2)=C1)C(=O)N[C@]1([H])C2=CC(=C(O)C=C2)C2=C(C=C(O)C=C2O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)C(NC(=O)[C@@]([H])(NC1=O)[C@H](O)C1=CC(Cl)=C(O5)C=C1)C(=O)NCCCN(C)C)C=C3	C88H100Cl2N10O28	InChI=1S/C88H100Cl2N10O28/c1-38(2)13-10-8-6-7-9-11-14-61(106)94-70-73(109)75(111)78(86(120)121)128-87(70)127-77-58-31-43-32-59(77)124-55-24-19-42(29-50(55)89)71(107)69-85(119)98-67(80(114)92-25-12-26-100(4)5)48-33-44(102)34-57(125-88-76(112)74(110)72(108)60(37-101)126-88)62(48)47-28-40(17-22-52(47)103)65(82(116)99-69)95-83(117)66(43)96-84(118)68-49-35-46(36-54(105)63(49)90)123-56-30-41(18-23-53(56)104)64(91-3)81(115)93-51(79(113)97-68)27-39-15-20-45(122-58)21-16-39/h15-24,28-36,38,51,60,64-76,78,87-88,91,101-105,107-112H,6-14,25-27,37H2,1-5H3,(H,92,114)(H,93,115)(H,94,106)(H,95,117)(H,96,118)(H,97,113)(H,98,119)(H,99,116)(H,120,121)/t51-,60-,64-,65-,66-,67?,68+,69+,70-,71-,72-,73-,74+,75+,76+,78+,87-,88+/m1/s1	KGPGQDLTDHGEGT-VBZOGQDBSA-N	1814.608558			
BASm0035304	Telavancin					C80H106Cl2N11O27P		ONUMZHGUFYIKPM-QBTOAEOXSA-N	1753.63743			
BASm0035305	Piperacillin	Piperacillin is only found in individuals that have used or taken this drug. It is a semisynthetic, broad-spectrum, ampicillin derived ureidopenicillin antibiotic proposed for pseudomonas infections. It is also used in combination with other antibiotics. [PubChem]By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, Piperacillin inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that Piperacillin interferes with an autolysin inhibitor.			[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](NC(=O)N1CCN(CC)C(=O)C1=O)C1=CC=CC=C1)C(O)=O	C23H27N5O7S	InChI=1S/C23H27N5O7S/c1-4-26-10-11-27(19(32)18(26)31)22(35)25-13(12-8-6-5-7-9-12)16(29)24-14-17(30)28-15(21(33)34)23(2,3)36-20(14)28/h5-9,13-15,20H,4,10-11H2,1-3H3,(H,24,29)(H,25,35)(H,33,34)/t13-,14-,15+,20-/m1/s1	IVBHGBMCVLDMKU-GXNBUGAJSA-N	517.1631189	8232	HMDB0014464	
BASm0035306	Dicloxacillin	Dicloxacillin is only found in individuals that have used or taken this drug. It is one of the penicillins which is resistant to penicillinase. [PubChem]Dicloxacillin exerts a bactericidal action against penicillin-susceptible microorganisms during the state of active multiplication. All penicillins inhibit the biosynthesis of the bacterial cell wall. By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, dicloxacillin inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that dicloxacillin interferes with an autolysin inhibitor.			[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1=C(C)ON=C1C1=C(Cl)C=CC=C1Cl)C(O)=O	C19H17Cl2N3O5S	InChI=1S/C19H17Cl2N3O5S/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28)/t13-,14+,17-/m1/s1	YFAGHNZHGGCZAX-JKIFEVAISA-N	469.0265968	4511	HMDB0014628	
BASm0035307	Nafcillin	Nafcillin is only found in individuals that have used or taken this drug. It is a semi-synthetic antibiotic related to penicillin. [PubChem]Penicillinase-resistant penicillins exert a bactericidal action against penicillin-susceptible microorganisms during the state of active multiplication. All penicillins inhibit the biosynthesis of the bacterial cell wall.			[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1=C(OCC)C=CC2=CC=CC=C12)C(O)=O	C21H22N2O5S	InChI=1S/C21H22N2O5S/c1-4-28-13-10-9-11-7-5-6-8-12(11)14(13)17(24)22-15-18(25)23-16(20(26)27)21(2,3)29-19(15)23/h5-10,15-16,19H,4H2,1-3H3,(H,22,24)(H,26,27)/t15-,16+,19-/m1/s1	GPXLMGHLHQJAGZ-JTDSTZFVSA-N	414.1249425	7447	HMDB0014745	
BASm0035308	Oxacillin	Oxacillin is only found in individuals that have used or taken this drug. It is an antibiotic similar to flucloxacillin used in resistant staphylococci infections. [PubChem]By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, Oxacillin inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that Oxacillin interferes with an autolysin inhibitor.			[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1=C(C)ON=C1C1=CC=CC=C1)C(O)=O	C19H19N3O5S	InChI=1S/C19H19N3O5S/c1-9-11(12(21-27-9)10-7-5-4-6-8-10)15(23)20-13-16(24)22-14(18(25)26)19(2,3)28-17(13)22/h4-8,13-14,17H,1-3H3,(H,20,23)(H,25,26)/t13-,14+,17-/m1/s1	UWYHMGVUTGAWSP-JKIFEVAISA-N	401.1045414	7809	HMDB0014851	
BASm0035309	Mezlocillin	Mezlocillin is only found in individuals that have used or taken this drug. It is a semisynthetic ampicillin-derived acylureido penicillin. It has been proposed for infections with certain anaerobes and may be useful in inner ear, bile, and CNS infections. [PubChem]By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, mezlocillin inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that mezlocillin interferes with an autolysin inhibitor.			[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](NC(=O)N1CCN(C1=O)S(C)(=O)=O)C1=CC=CC=C1)C(O)=O	C21H25N5O8S2	InChI=1S/C21H25N5O8S2/c1-21(2)14(18(29)30)26-16(28)13(17(26)35-21)22-15(27)12(11-7-5-4-6-8-11)23-19(31)24-9-10-25(20(24)32)36(3,33)34/h4-8,12-14,17H,9-10H2,1-3H3,(H,22,27)(H,23,31)(H,29,30)/t12-,13-,14+,17-/m1/s1	YPBATNHYBCGSSN-VWPFQQQWSA-N	539.1144542	6919	HMDB0015083	
BASm0035310	Cyclacillin	Cyclacillin is only found in individuals that have used or taken this drug. It is a cyclohexylamido analog of penicillanic acid. [PubChem]The bactericidal activity of cyclacillin results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins (PBPs). Cyclacillin is stable in the presence of a variety of b-lactamases, including penicillinases and some cephalosporinases.			[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1(N)CCCCC1)C(O)=O	C15H23N3O4S	InChI=1S/C15H23N3O4S/c1-14(2)9(12(20)21)18-10(19)8(11(18)23-14)17-13(22)15(16)6-4-3-5-7-15/h8-9,11H,3-7,16H2,1-2H3,(H,17,22)(H,20,21)/t8-,9+,11-/m1/s1	HGBLNBBNRORJKI-WCABBAIRSA-N	341.1409269	31444	HMDB0015135	
BASm0035311	Cefmenoxime	Cefmenoxime is only found in individuals that have used or taken this drug. It is a third-generation cephalosporin antibiotic. [Wikipedia]The bactericidal activity of cefmenoxime results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins (PBPs). Cefmenoxime is stable in the presence of a variety of b-lactamases, including penicillinases and some cephalosporinases.			[H][C@]12SCC(CSC3=NN=NN3C)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\C1=CSC(N)=N1)C(O)=O	C16H17N9O5S3	InChI=1S/C16H17N9O5S3/c1-24-16(20-22-23-24)33-4-6-3-31-13-9(12(27)25(13)10(6)14(28)29)19-11(26)8(21-30-2)7-5-32-15(17)18-7/h5,9,13H,3-4H2,1-2H3,(H2,17,18)(H,19,26)(H,28,29)/b21-8-/t9-,13-/m1/s1	HJJDBAOLQAWBMH-YCRCPZNHSA-N	511.0514768	55490	HMDB0014412	
BASm0035312	Cefmetazole	Cefmetazole is only found in individuals that have used or taken this drug. It is a semisynthetic cephamycin antibiotic with a broad spectrum of activity against both gram-positive and gram-negative microorganisms. It has a high rate of efficacy in many types of infection and to date no severe side effects have been noted. [PubChem]The bactericidal activity of cefmetazole results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins (PBPs).			[H][C@]12SCC(CSC3=NN=NN3C)=C(N1C(=O)[C@]2(NC(=O)CSCC#N)OC)C(O)=O	C15H17N7O5S3	InChI=1S/C15H17N7O5S3/c1-21-14(18-19-20-21)30-6-8-5-29-13-15(27-2,17-9(23)7-28-4-3-16)12(26)22(13)10(8)11(24)25/h13H,4-7H2,1-2H3,(H,17,23)(H,24,25)/t13-,15+/m1/s1	SNBUBQHDYVFSQF-HIFRSBDPSA-N	471.0453288	3489	HMDB0014419	
BASm0035313	Sulfisoxazole	Sulfisoxazole is only found in individuals that have used or taken this drug. It is a short-acting sulfonamide antibacterial with activity against a wide range of gram- negative and gram-positive organisms. [PubChem]Sulfisoxazole is a competitive inhibitor of the enzyme dihydropteroate synthetase. It inhibits bacterial synthesis of dihydrofolic acid by preventing the condensation of the pteridine with para-aminobenzoic acid (PABA), a substrate of the enzyme dihydropteroate synthetase. The inhibited reaction is necessary in these organisms for the synthesis of folic acid.			CC1=NOC(NS(=O)(=O)C2=CC=C(N)C=C2)=C1C	C11H13N3O3S	InChI=1S/C11H13N3O3S/c1-7-8(2)13-17-11(7)14-18(15,16)10-5-3-9(12)4-6-10/h3-6,14H,12H2,1-2H3	NHUHCSRWZMLRLA-UHFFFAOYSA-N	267.067762	102484	HMDB0014408	
BASm0035314	Sulfamethizole	Sulfamethizole is only found in individuals that have used or taken this drug. It is a sulfathiazole antibacterial agent. Sulfamethizole is a competitive inhibitor of bacterial enzyme dihydropteroate synthetase. The normal para-aminobenzoic acid (PABA) substrate is prevented from binding. The inhibited reaction is necessary in these organisms for the synthesis of folic acid.			CC1=NN=C(NS(=O)(=O)C2=CC=C(N)C=C2)S1	C9H10N4O2S2	InChI=1S/C9H10N4O2S2/c1-6-11-12-9(16-6)13-17(14,15)8-4-2-7(10)3-5-8/h2-5H,10H2,1H3,(H,12,13)	VACCAVUAMIDAGB-UHFFFAOYSA-N	270.024517	9331	HMDB0014715	
BASm0035315	Sulfacetamide	Sulfacetamide is only found in individuals that have used or taken this drug. It is an anti-infective agent that is used topically to treat skin infections and orally for urinary tract infections. [PubChem]Sulfacetamide is a competitive inhibitor of bacterial para-aminobenzoic acid (PABA), an essential component for bacterial growth (according to the Woods-Fildes theory). The inhibited reaction is necessary in these organisms for the synthesis of folic acid.			CC(=O)NS(=O)(=O)C1=CC=C(N)C=C1	C8H10N2O3S	InChI=1S/C8H10N2O3S/c1-6(11)10-14(12,13)8-4-2-7(9)3-5-8/h2-5H,9H2,1H3,(H,10,11)	SKIVFJLNDNKQPD-UHFFFAOYSA-N	214.0412129	63845	HMDB0014772	
BASm0035316	Sulfacytine	Sulfacytine is a short-acting sulfonamide. The sulfonamides are synthetic bacteriostatic antibiotics with a wide spectrum against most gram-positive and many gram-negative organisms. However, many strains of an individual species may be resistant. Sulfonamides inhibit multiplication of bacteria by acting as competitive inhibitors of p-aminobenzoic acid in the folic acid metabolism cycle. Bacterial sensitivity is the same for the various sulfonamides, and resistance to one sulfonamide indicates resistance to all. Most sulfonamides are readily absorbed orally. However, parenteral administration is difficult, since the soluble sulfonamide salts are highly alkaline and irritating to the tissues. The sulfonamides are widely distributed throughout all tissues. High levels are achieved in pleural, peritoneal, synovial, and ocular fluids. Although these drugs are no longer used to treat meningitis, CSF levels are high in meningeal infections. Sulfacytine is a competitive inhibitor of the enzyme dihydropteroate synthetase. It inhibits bacterial synthesis of of dihydrofolic acid by preventing the condensation of the pteridine with para-aminobenzoic acid (PABA), a substrate of the enzyme dihydropteroate synthetase. The inhibited reaction is necessary in these organisms for the synthesis of folic acid.			CCN1C=CC(NS(=O)(=O)C2=CC=C(N)C=C2)=NC1=O	C12H14N4O3S	InChI=1S/C12H14N4O3S/c1-2-16-8-7-11(14-12(16)17)15-20(18,19)10-5-3-9(13)4-6-10/h3-8H,2,13H2,1H3,(H,14,15,17)	SIBQAECNSSQUOD-UHFFFAOYSA-N	294.078661	775007	HMDB0015412	
BASm0035317	Sulfamerazine	Sulfamerazine is only found in individuals that have used or taken this drug.It is a sulfanilamide that is used as an antibacterial agent. [PubChem]Sulfamerazine is a sulfonamide drug that inhibits bacterial synthesis of dihydrofolic acid by competing with para-aminobenzoic acid (PABA) for binding to dihydropteroate synthetase (dihydrofolate synthetase). Sulfamerazine is bacteriostatic in nature. Inhibition of dihydrofolic acid synthesis decreases the synthesis of bacterial nucleotides and DNA.			CC1=NC(NS(=O)(=O)C2=CC=C(N)C=C2)=NC=C1	C11H12N4O2S	InChI=1S/C11H12N4O2S/c1-8-6-7-13-11(14-8)15-18(16,17)10-4-2-9(12)3-5-10/h2-7H,12H2,1H3,(H,13,14,15)	QPPBRPIAZZHUNT-UHFFFAOYSA-N	264.0680963	102130	HMDB0015521	
BASm0035318	Sulfamethazine	Sulfamethazine is only found in individuals that have used or taken this drug. It is a sulfanilamide anti-infective agent. It has a spectrum of antimicrobial action similar to other sulfonamides. [PubChem]Sulfonamides inhibit the enzymatic conversion of pteridine and p-aminobenzoic acid (PABA) to dihydropteroic acid by competing with PABA for binding to dihydrofolate synthetase, an intermediate of tetrahydrofolic acid (THF) synthesis. THF is required for the synthesis of purines and dTMP and inhibition of its synthesis inhibits bacterial growth. Pyrimethamine and trimethoprim inhibit dihydrofolate reductase, another step in THF synthesis, and therefore act synergistically with the sulfonamides.			CC1=CC(C)=NC(NS(=O)(=O)C2=CC=C(N)C=C2)=N1	C12H14N4O2S	InChI=1S/C12H14N4O2S/c1-8-7-9(2)15-12(14-8)16-19(17,18)11-5-3-10(13)4-6-11/h3-7H,13H2,1-2H3,(H,14,15,16)	ASWVTGNCAZCNNR-UHFFFAOYSA-N	278.0837464	102265	HMDB0015522	
BASm0035319	Sulfameter	Sulfameter is a long-acting antibacterial from the sulfonamide drug class. It is used to treat leprosy, urinary, and respiratory tract infections.				C99H108N36O27S9		UJXUNPZMBQJNBA-UHFFFAOYSA-N	2520.567103	53727		
BASm0035320	Acetyl sulfisoxazole					C91H105N21O28S7		VDEDTDOZEFVTSO-UHFFFAOYSA-N	2163.54829	135975		
BASm0035321	Sulfathiazole	Sulfathiazole is only found in individuals that have used or taken this drug.It is a short-acting sulfa drug. It used to be a common oral and topical antimicrobial until less toxic alternatives were discovered. It is still occasionally used, sometimes in combination with sulfabenzamide and sulfacetamide.			NC1=CC=C(C=C1)S(=O)(=O)NC1=NC=CS1	C9H9N3O2S2	InChI=1S/C9H9N3O2S2/c10-7-1-3-8(4-2-7)16(13,14)12-9-11-5-6-15-9/h1-6H,10H2,(H,11,12)	JNMRHUJNCSQMMB-UHFFFAOYSA-N	255.0136179	9337	HMDB0015619	
BASm0035322	Besifloxacin				N[C@@H]1CCCCN(C1)C1=C(F)C=C2C(=O)C(=CN(C3CC3)C2=C1Cl)C(O)=O	C19H21ClFN3O3	InChI=1S/C19H21ClFN3O3/c20-15-16-12(18(25)13(19(26)27)9-24(16)11-4-5-11)7-14(21)17(15)23-6-2-1-3-10(22)8-23/h7,9-11H,1-6,8,22H2,(H,26,27)/t10-/m1/s1	QFFGVLORLPOAEC-SNVBAGLBSA-N	393.1255475	135622		
BASm0035323	Enoxacin	Enoxacin is only found in individuals that have used or taken this drug. It is a broad-spectrum 6-fluoronaphthyridinone antibacterial agent (fluoroquinolones) structurally related to nalidixic acid. [PubChem]Enoxacin exerts its bactericidal action via the inhibition of the essential bacterial enzyme DNA gyrase (DNA Topoisomerase II).			CCN1C=C(C(O)=O)C(=O)C2=CC(F)=C(N=C12)N1CCNCC1	C15H17FN4O3	InChI=1S/C15H17FN4O3/c1-2-19-8-10(15(22)23)12(21)9-7-11(16)14(18-13(9)19)20-5-3-17-4-6-20/h7-8,17H,2-6H2,1H3,(H,22,23)	IDYZIJYBMGIQMJ-UHFFFAOYSA-N	320.1284686	157175	HMDB0014610	
BASm0035324	Gatifloxacin	Gatifloxacin is an antibiotic of the fourth-generation fluoroquinolone family, that like other members of that family, inhibits the bacterial enzymes DNA gyrase and topoisomerase IV. Bristol-Myers Squibb introduced Gatifloxacin in 1999 under the proprietary name Tequin for the treatment of respiratory tract infections, having licensed the medication from Kyorin Pharmaceutical Company of Japan. Allergan produces an eye-drop formulation called Zymar. Gatifloxacin is available as tablets and in various aqueous solutions for intravenous therapy. [Wikipedia]			COC1=C2N(C=C(C(O)=O)C(=O)C2=CC(F)=C1N1CCNC(C)C1)C1CC1	C19H22FN3O4	InChI=1S/C19H22FN3O4/c1-10-8-22(6-5-21-10)16-14(20)7-12-15(18(16)27-2)23(11-3-4-11)9-13(17(12)24)19(25)26/h7,9-11,21H,3-6,8H2,1-2H3,(H,25,26)	XUBOMFCQGDBHNK-UHFFFAOYSA-N	375.1594344	5280	HMDB0015178	
BASm0035325	Gemifloxacin	Gemifloxacin is an oral broad-spectrum quinolone antibacterial agent used in the treatment of acute bacterial exacerbation of chronic bronchitis and mild-to-moderate pneumonia. Gemifloxacin acts by inhibiting DNA synthesis through the inhibition of both DNA gyrase and topoisomerase IV, which are essential for bacterial growth.			CO\N=C1/CN(CC1CN)C1=NC2=C(C=C1F)C(=O)C(=CN2C1CC1)C(O)=O	C18H20FN5O4	InChI=1S/C18H20FN5O4/c1-28-22-14-8-23(6-9(14)5-20)17-13(19)4-11-15(25)12(18(26)27)7-24(10-2-3-10)16(11)21-17/h4,7,9-10H,2-3,5-6,8,20H2,1H3,(H,26,27)/b22-14+	ZRCVYEYHRGVLOC-HYARGMPZSA-N	389.1499324	101853	HMDB0015286	
BASm0035326	Levofloxacin	Levofloxacin is a synthetic fluoroquinolone antibacterial agent that inhibits the supercoiling activity of bacterial DNA gyrase, halting DNA replication. Levofloxacin is marketed by Ortho-McNeil under the trade name Levaquin. Chemically, levofloxacin is the S-enantiomer (L-isomer) of ofloxacin. -- Wikipedia.			C[C@H]1COC2=C3N1C=C(C(O)=O)C(=O)C3=CC(F)=C2N1CCN(C)CC1	C18H20FN3O4	InChI=1S/C18H20FN3O4/c1-10-9-26-17-14-11(16(23)12(18(24)25)8-22(10)14)7-13(19)15(17)21-5-3-20(2)4-6-21/h7-8,10H,3-6,9H2,1-2H3,(H,24,25)/t10-/m0/s1	GSDSWSVVBLHKDQ-JTQLQIEISA-N	361.1437843	63598	HMDB0001929	
BASm0035327	Lomefloxacin	Lomefloxacin is only found in individuals that have used or taken this drug. It is a fluoroquinolone antibiotic, used to treat bacterial infections including bronchitis and urinary tract infections. It is also used to prevent urinary tract infections prior to surgery.Lomefloxacin is a bactericidal fluoroquinolone agent with activity against a wide range of gram-negative and gram-positive organisms. The bactericidal action of lomefloxacin results from interference with the activity of the bacterial enzymes DNA gyrase and topoisomerase IV, which are needed for the transcription and replication of bacterial DNA. DNA gyrase appears to be the primary quinolone target for gram-negative bacteria. Topoisomerase IV appears to be the preferential target in gram-positive organisms. Interference with these two topoisomerases results in strand breakage of the bacterial chromosome, supercoiling, and resealing. As a result DNA replication and transcription is inhibited.			CCN1C=C(C(O)=O)C(=O)C2=CC(F)=C(N3CCNC(C)C3)C(F)=C12	C17H19F2N3O3	InChI=1S/C17H19F2N3O3/c1-3-21-8-11(17(24)25)16(23)10-6-12(18)15(13(19)14(10)21)22-5-4-20-9(2)7-22/h6,8-9,20H,3-5,7H2,1-2H3,(H,24,25)	ZEKZLJVOYLTDKK-UHFFFAOYSA-N	351.1394479	116278	HMDB0015113	
BASm0035328	Moxifloxacin	Moxifloxacin is only found in individuals that have used or taken this drug. It is a synthetic fluoroquinolone antibiotic agent. Bayer AG developed the drug (initially called BAY 12-8039) and it is marketed worldwide (as the hydrochloride) under the brand name Avelox (in some countries also Avalox) for oral treatment.The bactericidal action of moxifloxacin results from inhibition of the enzymes topoisomerase II (DNA gyrase) and topoisomerase IV. DNA gyrase is an essential enzyme that is involved in the replication, transcription and repair of bacterial DNA. Topoisomerase IV is an enzyme known to play a key role in the partitioning of the chromosomal DNA during bacterial cell division.			[H][C@]12CN(C[C@@]1([H])NCCC2)C1=C(F)C=C2C(=O)C(=CN(C3CC3)C2=C1OC)C(O)=O	C21H24FN3O4	InChI=1S/C21H24FN3O4/c1-29-20-17-13(19(26)14(21(27)28)9-25(17)12-4-5-12)7-15(22)18(20)24-8-11-3-2-6-23-16(11)10-24/h7,9,11-12,16,23H,2-6,8,10H2,1H3,(H,27,28)/t11-,16+/m0/s1	FABPRXSRWADJSP-MEDUHNTESA-N	401.1750845	63611	HMDB0014363	
BASm0035329	Nalidixic Acid	Nalidixic Acid is only found in individuals that have used or taken this drug. It is a synthetic 1,8-naphthyridine antimicrobial agent with a limited bacteriocidal spectrum. It is an inhibitor of the A subunit of bacterial DNA gyrase. [PubChem]Evidence exists for Nalidixic acid that its active metabolite, hydroxynalidixic acid, binds strongly, but reversibly, to DNA, interfering with synthesis of RNA and, consequently, with protein synthesis.			CCN1C=C(C(O)=O)C(=O)C2=C1N=C(C)C=C2	C12H12N2O3	InChI=1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17)	MHWLWQUZZRMNGJ-UHFFFAOYSA-N	232.0847923	100147	HMDB0014917	
BASm0035330	Norfloxacin	Norfloxacin is only found in individuals that have used or taken this drug. It is a synthetic fluoroquinolone (fluoroquinolones) with broad-spectrum antibacterial activity against most gram-negative and gram-positive bacteria. Norfloxacin inhibits bacterial DNA gyrase. [PubChem]The bactericidal action of Norfloxacin results from inhibition of the enzymes topoisomerase II (DNA gyrase) and topoisomerase IV, which are required for bacterial DNA replication, transcription, repair, and recombination. Norfloxacin is a broad-spectrum antibiotic that is active against both gram-positive and gram-negative bacterias. The fluorine atom at the 6 position increases potency against gram-negative organisms, and the piperazine moiety at the 7 position is responsible for anti-pseudomonal activity			CCN1C=C(C(O)=O)C(=O)C2=CC(F)=C(C=C12)N1CCNCC1	C16H18FN3O3	InChI=1S/C16H18FN3O3/c1-2-19-9-11(16(22)23)15(21)10-7-12(17)14(8-13(10)19)20-5-3-18-4-6-20/h7-9,18H,2-6H2,1H3,(H,22,23)	OGJPXUAPXNRGGI-UHFFFAOYSA-N	319.1332197	100246	HMDB0015192	
BASm0035331	Ofloxacin	Ofloxacin is only found in individuals that have used or taken this drug. It is a synthetic fluoroquinolone (fluoroquinolones) antibacterial agent that inhibits the supercoiling activity of bacterial DNA gyrase, halting DNA replication. [PubChem]Ofloxacin acts on DNA gyrase and toposiomerase IV, enzymes which, like human topoisomerase, prevents the excessive supercoiling of DNA during replication or transcription. By inhibiting their function, the drug thereby inhibits normal cell division.			CC1COC2=C3N1C=C(C(O)=O)C(=O)C3=CC(F)=C2N1CCN(C)CC1	C18H20FN3O4	InChI=1S/C18H20FN3O4/c1-10-9-26-17-14-11(16(23)12(18(24)25)8-22(10)14)7-13(19)15(17)21-5-3-20(2)4-6-21/h7-8,10H,3-6,9H2,1-2H3,(H,24,25)	GSDSWSVVBLHKDQ-UHFFFAOYSA-N	361.1437843	7731	HMDB0015296	
BASm0035332	Pefloxacin	Pefloxacin is only found in individuals that have used or taken this drug. It is a synthetic broad-spectrum fluoroquinolone antibacterial agent active against most gram-negative and gram-positive bacteria. [PubChem]The bactericidal action of pefloxacin results from interference with the activity of the bacterial enzymes DNA gyrase and topoisomerase IV, which are needed for the transcription and replication of bacterial DNA. DNA gyrase appears to be the primary quinolone target for gram-negative bacteria. Topoisomerase IV appears to be the preferential target in gram-positive organisms. Interference with these two topoisomerases results in strand breakage of the bacterial chromosome, supercoiling, and resealing. As a result DNA replication and transcription is inhibited.			CCN1C=C(C(O)=O)C(=O)C2=CC(F)=C(C=C12)N1CCN(C)CC1	C17H20FN3O3	InChI=1S/C17H20FN3O3/c1-3-20-10-12(17(23)24)16(22)11-8-13(18)15(9-14(11)20)21-6-4-19(2)5-7-21/h8-10H,3-7H2,1-2H3,(H,23,24)	FHFYDNQZQSQIAI-UHFFFAOYSA-N	333.1488697	50199	HMDB0014630	
BASm0035333	Pixantrone				NCCNC1=CC=C(NCCN)C2=C1C(=O)C1=C(C=NC=C1)C2=O	C17H19N5O2	InChI=1S/C17H19N5O2/c18-4-7-21-12-1-2-13(22-8-5-19)15-14(12)16(23)10-3-6-20-9-11(10)17(15)24/h1-3,6,9,21-22H,4-5,7-8,18-19H2	PEZPMAYDXJQYRV-UHFFFAOYSA-N	325.1538749			
BASm0035334	Solanesyl pyrophosphate	Solanesyl pyrophosphate has the chemical formula C45H76O7P2, and an average molecular weight of 791.044. Solanesyl pyrophosphate is involved in the Terpenoid Backbone Biosynthesis Pathway.			CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O	C45H76O7P2	InChI=1S/C45H76O7P2/c1-37(2)19-11-20-38(3)21-12-22-39(4)23-13-24-40(5)25-14-26-41(6)27-15-28-42(7)29-16-30-43(8)31-17-32-44(9)33-18-34-45(10)35-36-51-54(49,50)52-53(46,47)48/h19,21,23,25,27,29,31,33,35H,11-18,20,22,24,26,28,30,32,34,36H2,1-10H3,(H,49,50)(H2,46,47,48)/b38-21+,39-23+,40-25+,41-27+,42-29+,43-31+,44-33+,45-35+	IVLBHBFTRNVIAP-MEGGAXOGSA-N	790.5066288	18144		
BASm0035335	Phytyl pyrophosphate	Phytyl pyrophosphate has the chemical formula C20H42O7P2, and an average molecular weight of 456.497. Phytyl pyrophosphate is involved in the Terpenoid Backbone Biosynthesis Pathway.			CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\COP(O)(=O)OP(O)(O)=O	C20H42O7P2	InChI=1S/C20H42O7P2/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-26-29(24,25)27-28(21,22)23/h15,17-19H,6-14,16H2,1-5H3,(H,24,25)(H2,21,22,23)/b20-15+/t18-,19-/m1/s1	ITPLBNCCPZSWEU-PYDDKJGSSA-N	456.2405777	75837		
BASm0035336	Ertapenem	Ertapenem is only found in individuals that have used or taken this drug. It is a carbapenem antibiotic marketed by Merck as Invanz&reg. It is structurally very similar to meropenem in that it possess a 1-beta-methyl group. [Wikipedia]The bactericidal activity of ertapenem results from the inhibition of cell wall synthesis and is mediated through ertapenem binding to penicillin binding proteins (PBPs). In <i>Escherichia coli</i>, it has strong affinity toward PBPs 1a, 1b, 2, 3, 4 and 5 with preference for PBPs 2 and 3. Ertapenem is stable against hydrolysis by a variety of beta-lactamases, including penicillinases, and cephalosporinases and extended spectrum beta-lactamases. Ertapenem is hydrolyzed by metallo-beta-lactamases.			[H][C@]12[C@@H](C)C(S[C@]3([H])CN[C@@]([H])(C3)C(=O)NC3=CC=CC(=C3)C(O)=O)=C(N1C(=O)[C@]2([H])[C@@H](C)O)C(O)=O	C22H25N3O7S	InChI=1S/C22H25N3O7S/c1-9-16-15(10(2)26)20(28)25(16)17(22(31)32)18(9)33-13-7-14(23-8-13)19(27)24-12-5-3-4-11(6-12)21(29)30/h3-6,9-10,13-16,23,26H,7-8H2,1-2H3,(H,24,27)(H,29,30)(H,31,32)/t9-,10-,13+,14+,15-,16-/m1/s1	JUZNIMUFDBIJCM-ANEDZVCMSA-N	475.1413209	404903	HMDB0014448	
BASm0035337	Carbenicillin	Carbenicillin is only found in individuals that have used or taken this drug. It is a broad-spectrum semisynthetic penicillin derivative used parenterally. It is susceptible to gastric juice and penicillinase and may damage platelet function. [PubChem]Free carbenicillin is the predominant pharmacologically active fraction of the salt. Carbenicillin exerts its antibacterial activity by interference with final cell wall synthesis of susceptible bacteria. Penicillins acylate the penicillin-sensitive transpeptidase C-terminal domain by opening the lactam ring. This inactivation of the enzyme prevents the formation of a cross-link of two linear peptidoglycan strands, inhibiting the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that carbenicillin interferes with an autolysin inhibitor.			[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C(C(O)=O)C1=CC=CC=C1)C(O)=O	C17H18N2O6S	InChI=1S/C17H18N2O6S/c1-17(2)11(16(24)25)19-13(21)10(14(19)26-17)18-12(20)9(15(22)23)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,20)(H,22,23)(H,24,25)/t9?,10-,11+,14-/m1/s1	FPPNZSSZRUTDAP-UWFZAAFLSA-N	378.088557	3393	HMDB0014717	
BASm0035338	Bacampicillin	Bacampicillin is a prodrug of ampicillin and is microbiologically inactive. It is absorbed following oral administration. During absorption from the gastrointestinal tract, bacampicillin is hydrolyzed by esterases present in the intestinal wall. It is microbiologically active as ampicillin, and exerts a bactericidal action through the inhibition of the biosynthesis of cell wall mucopeptides. It is used to cure infection of upper and lower respiratory tract; skin and soft tissue; urinary tract and acute uncomplicated gonococcal urethritis etc.			[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(=O)OC(C)OC(=O)OCC	C21H27N3O7S	InChI=1S/C21H27N3O7S/c1-5-29-20(28)31-11(2)30-19(27)15-21(3,4)32-18-14(17(26)24(15)18)23-16(25)13(22)12-9-7-6-8-10-12/h6-11,13-15,18H,5,22H2,1-4H3,(H,23,25)/t11?,13-,14-,15+,18-/m1/s1	PFOLLRNADZZWEX-FFGRCDKISA-N	465.1569709	2968	HMDB0015540	
BASm0035339	Cefpiramide	Cefpiramide is only found in individuals that have used or taken this drug. It is a third-generation cephalosporin antibiotic. The bactericidal activity of cefpiramide results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins (PBPs).			[H][C@]12SCC(CSC3=NN=NN3C)=C(N1C(=O)[C@@]2([H])NC(=O)[C@H](NC(=O)C1=C(O)C=C(C)N=C1)C1=CC=C(O)C=C1)C(O)=O	C25H24N8O7S2	InChI=1S/C25H24N8O7S2/c1-11-7-16(35)15(8-26-11)20(36)27-17(12-3-5-14(34)6-4-12)21(37)28-18-22(38)33-19(24(39)40)13(9-41-23(18)33)10-42-25-29-30-31-32(25)2/h3-8,17-18,23,34H,9-10H2,1-2H3,(H,26,35)(H,27,36)(H,28,37)(H,39,40)/t17-,18-,23-/m1/s1	PWAUCHMQEXVFJR-PMAPCBKXSA-N	612.1209365	59213	HMDB0014574	
BASm0035340	Ceftazidime	Ceftazidime is only found in individuals that have used or taken this drug. It is a semisynthetic, broad-spectrum antibacterial derived from cephaloridine and used especially for Pseudomonas and other gram-negative infections in debilitated patients. [PubChem]The bactericidal activity of ceftazidime results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins (PBPs).			[O-]C(=O)C1=C(CS[C@]2([H])[C@H](NC(=O)C(=N/OC(C)(C)C(O)=O)\C3=CSC(N)=N3)C(=O)N12)C[N+]1=CC=CC=C1	C22H22N6O7S2	InChI=1S/C22H22N6O7S2/c1-22(2,20(33)34)35-26-13(12-10-37-21(23)24-12)16(29)25-14-17(30)28-15(19(31)32)11(9-36-18(14)28)8-27-6-4-3-5-7-27/h3-7,10,14,18H,8-9H2,1-2H3,(H4-,23,24,25,29,31,32,33,34)/b26-13-/t14-,18-/m1/s1	ORFOPKXBNMVMKC-DWVKKRMSSA-N	546.0991385	3508	HMDB0014582	
BASm0035341	Cloxacillin	Cloxacillin is only found in individuals that have used or taken this drug. It is a semi-synthetic antibiotic that is a chlorinated derivative of oxacillin. [PubChem]By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, cloxacillin inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that cloxacillin interferes with an autolysin inhibitor.			[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1=C(C)ON=C1C1=CC=CC=C1Cl)C(O)=O	C19H18ClN3O5S	InChI=1S/C19H18ClN3O5S/c1-8-11(12(22-28-8)9-6-4-5-7-10(9)20)15(24)21-13-16(25)23-14(18(26)27)19(2,3)29-17(13)23/h4-7,13-14,17H,1-3H3,(H,21,24)(H,26,27)/t13-,14+,17-/m1/s1	LQOLIRLGBULYKD-JKIFEVAISA-N	435.0655691	49566	HMDB0015278	
BASm0035342	Cefazolin	Cefazolin is only found in individuals that have used or taken this drug. It is a semisynthetic cephalosporin analog with broad-spectrum antibiotic action due to inhibition of bacterial cell wall synthesis. It attains high serum levels and is excreted quickly via the urine. [PubChem]In vitro tests demonstrate that the bactericidal action of cephalosporins results from inhibition of cell wall synthesis. By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, it inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins.			[H][C@]12SCC(CSC3=NN=C(C)S3)=C(N1C(=O)[C@H]2NC(=O)CN1C=NN=N1)C(O)=O	C14H14N8O4S3	InChI=1S/C14H14N8O4S3/c1-6-17-18-14(29-6)28-4-7-3-27-12-9(11(24)22(12)10(7)13(25)26)16-8(23)2-21-5-15-19-20-21/h5,9,12H,2-4H2,1H3,(H,16,23)(H,25,26)/t9-,12-/m1/s1	MLYYVTUWGNIJIB-BXKDBHETSA-N	454.030013	474053	HMDB0015422	
BASm0035343	Cefonicid	Cefonicid is only found in individuals that have used or taken this drug. It is a second-generation cephalosporin administered intravenously or intramuscularly. It is used for urinary tract infections, lower respiratory tract infections, and soft tissue and bone infections. [PubChem]Cefonicid, like the penicillins, is a beta-lactam antibiotic. By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, it inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins.			[H][C@]12SCC(CSC3=NN=NN3CS(O)(=O)=O)=C(N1C(=O)[C@H]2NC(=O)[C@H](O)C1=CC=CC=C1)C(O)=O	C18H18N6O8S3	InChI=1S/C18H18N6O8S3/c25-13(9-4-2-1-3-5-9)14(26)19-11-15(27)24-12(17(28)29)10(6-33-16(11)24)7-34-18-20-21-22-23(18)8-35(30,31)32/h1-5,11,13,16,25H,6-8H2,(H,19,26)(H,28,29)(H,30,31,32)/t11-,13-,16-/m1/s1	DYAIAHUQIPBDIP-AXAPSJFSSA-N	542.0348237	3491	HMDB0015423	
BASm0035344	Cefoperazone	Cefoperazone is only found in individuals that have used or taken this drug. It is a semisynthetic broad-spectrum cephalosporin with a tetrazolyl moiety that is resistant to beta-lactamase. It has been proposed especially against <i>Pseudomonas</i> infections.Like all beta-lactam antibiotics, cefoperazone binds to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, causing the inhibition of the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins.			[H][C@]12SCC(CSC3=NN=NN3C)=C(N1C(=O)[C@H]2NC(=O)C(NC(=O)N1CCN(CC)C(=O)C1=O)C1=CC=C(O)C=C1)C(O)=O	C25H27N9O8S2	InChI=1S/C25H27N9O8S2/c1-3-32-8-9-33(21(39)20(32)38)24(42)27-15(12-4-6-14(35)7-5-12)18(36)26-16-19(37)34-17(23(40)41)13(10-43-22(16)34)11-44-25-28-29-30-31(25)2/h4-7,15-16,22,35H,3,8-11H2,1-2H3,(H,26,36)(H,27,42)(H,40,41)/t15?,16-,22-/m1/s1	GCFBRXLSHGKWDP-WTKTZPJXSA-N	645.1424003	3493	HMDB0015424	
BASm0035345	Cefoxitin	Cefoxitin is only found in individuals that have used or taken this drug. It is a semi-synthetic, broad-spectrum cepha antibiotic for intravenous administration. It is derived from cephamycin C, which is produced by <i>Streptomyces lactamdurans</i>.The bactericidal action of cefoxitin results from inhibition of cell wall synthesis.			[H][C@]12SCC(COC(N)=O)=C(N1C(=O)[C@]2(NC(=O)CC1=CC=CS1)OC)C(O)=O	C16H17N3O7S2	InChI=1S/C16H17N3O7S2/c1-25-16(18-10(20)5-9-3-2-4-27-9)13(23)19-11(12(21)22)8(6-26-15(17)24)7-28-14(16)19/h2-4,14H,5-7H2,1H3,(H2,17,24)(H,18,20)(H,21,22)/t14-,16+/m1/s1	WZOZEZRFJCJXNZ-ZBFHGGJFSA-N	427.0507913	209807	HMDB0015426	
BASm0035346	Cefradine	Cefradine is only found in individuals that have used or taken this drug. It is a semi-synthetic cephalosporin antibiotic.Cefradine is a first generation cephalosporin antibiotic with a spectrum of activity similar to Cefalexin. Cefradine, like the penicillins, is a beta-lactam antibiotic. By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, it inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that Cefradine interferes with an autolysin inhibitor.			[H][C@]12SCC(C)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CCC=CC1)C(O)=O	C16H19N3O4S	InChI=1S/C16H19N3O4S/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9/h2-3,6,10-11,15H,4-5,7,17H2,1H3,(H,18,20)(H,22,23)/t10-,11-,15-/m1/s1	RDLPVSKMFDYCOR-UEKVPHQBSA-N	349.1096268	3547	HMDB0015428	
BASm0035347	Cefepime	Cefepime is a fourth-generation cephalosporin antibiotic developed in 1994. Cefepime has an extended spectrum of activity against Gram-positive and Gram-negative bacteria, with greater activity against both Gram-negative and Gram-positive organisms than third-generation agents. Cefepime is usually reserved to treat severe nosocomial pneumonia, infections caused by multi-resistant microorganisms (e.g. Pseudomonas aeruginosa) and empirical treatment of febrile neutropenia.			CO\N=C(/C(=O)N[C@@H]1C(=O)N2[C@]1([H])SCC(C[N+]1(C)CCCC1)=C2C([O-])=O)C1=CSC(N)=N1	C19H24N6O5S2	InChI=1S/C19H24N6O5S2/c1-25(5-3-4-6-25)7-10-8-31-17-13(16(27)24(17)14(10)18(28)29)22-15(26)12(23-30-2)11-9-32-19(20)21-11/h9,13,17H,3-8H2,1-2H3,(H3-,20,21,22,26,28,29)/b23-12-/t13-,17-/m1/s1	HVFLCNVBZFFHBT-ZKDACBOMSA-N	480.1249593	478164	HMDB0015483	
BASm0035348	Ceftibuten	Ceftibuten is only found in individuals that have used or taken this drug. It is a third-generation cephalosporin antibiotic. It is an orally-administered agent. Cefalexin is used to treat acute bacterial exacerbations of chronic bronchitis (ABECB), acute bacterial otitis media, pharyngitis, and tonsilitis.Ceftibuten exerts its bactericidal action by binding to essential target proteins of the bacterial cell wall. This binding leads to inhibition of cell-wall synthesis.			[H][C@]12SCC=C(N1C(=O)[C@H]2NC(=O)C(=C/CC(O)=O)\C1=CSC(N)=N1)C(O)=O	C15H14N4O6S2	InChI=1S/C15H14N4O6S2/c16-15-17-7(5-27-15)6(1-2-9(20)21)11(22)18-10-12(23)19-8(14(24)25)3-4-26-13(10)19/h1,3,5,10,13H,2,4H2,(H2,16,17)(H,18,22)(H,20,21)(H,24,25)/b6-1-/t10-,13-/m1/s1	UNJFKXSSGBWRBZ-BJCIPQKHSA-N	410.0354756	3510	HMDB0015485	
BASm0035349	Imipenem	Semisynthetic thienamycin that has a wide spectrum of antibacterial activity against gram-negative and gram-positive aerobic and anaerobic bacteria, including many multiresistant strains. It is stable to beta-lactamases. Clinical studies have demonstrated high efficacy in the treatment of infections of various body systems. Its effectiveness is enhanced when it is administered in combination with cilastatin, a renal dipeptidase inhibitor. [PubChem]			[H][C@]12CC(SCC\N=C\N)=C(N1C(=O)[C@]2([H])[C@@H](C)O)C(O)=O	C12H17N3O4S	InChI=1S/C12H17N3O4S/c1-6(16)9-7-4-8(20-3-2-14-5-13)10(12(18)19)15(7)11(9)17/h5-7,9,16H,2-4H2,1H3,(H2,13,14)(H,18,19)/t6-,7-,9-/m1/s1	ZSKVGTPCRGIANV-ZXFLCMHBSA-N	299.0939767	471744	HMDB0015536	
BASm0035350	Doripenem	Doripenem (common name doripenem monohydrate) is an ultra-broad spectrum injectable antibiotic. It is a beta-lactam and belongs to the subgroup of carbapenems. It was launched by Shionogi Co. of Japan under the brand name Finibax in 2005 and is being marketed outside Japan by Johnson &amp; Johnson. It is particularly active against Pseudomonas aeruginosa. Doripenem is a beta-lactam antibiotic agent belonging to the carbapenem group, with a broad spectrum of bacterial sensitivity. Although doripenem may be quite similar to other related carbapenem agents, the antibiotic includes several divergent properties. For example, doripenem includes a transfiguration of hydroxyethyl group, and in position 4 there is a carbon atom. These differences make the agent more stable against other pathogens. Doripenem inhibits renal dehydropeptidase-1 hydrolysis due to its structure containing a single side chain, 1-beta methyl. Additionally, within the molecular structure a sulfamoylaminomethyl-pyrrolindinylthio group is attached to a side chain giving the molecule increased antibacterial action against gram-negative microbes. In vivo, doripenem inhibits the synthesis of cell walls by attaching itself to penicillin binding proteins, also known as PBPs.			[H][C@]12[C@@H](C)C(S[C@]3([H])CN[C@H](CNS(N)(=O)=O)C3)=C(N1C(=O)[C@]2([H])[C@@H](C)O)C(O)=O	C15H24N4O6S2	InChI=1S/C15H24N4O6S2/c1-6-11-10(7(2)20)14(21)19(11)12(15(22)23)13(6)26-9-3-8(17-5-9)4-18-27(16,24)25/h6-11,17-18,20H,3-5H2,1-2H3,(H,22,23)(H2,16,24,25)/t6-,7-,8+,9+,10-,11-/m1/s1	AVAACINZEOAHHE-VFZPANTDSA-N	420.1137259		HMDB0041883	
BASm0035351	Cephaloglycin	Cephaloglycin is only found in individuals that have used or taken this drug. It is a cephalorsporin antibiotic.The bactericidal activity of cephaloglycin results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins (PBPs).			[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(O)=O	C18H19N3O6S	InChI=1S/C18H19N3O6S/c1-9(22)27-7-11-8-28-17-13(16(24)21(17)14(11)18(25)26)20-15(23)12(19)10-5-3-2-4-6-10/h2-6,12-13,17H,7-8,19H2,1H3,(H,20,23)(H,25,26)/t12-,13-,17-/m1/s1	FUBBGQLTSCSAON-PBFPGSCMSA-N	405.099456	34613	HMDB0014827	
BASm0035352	Latamoxef	Broad- spectrum beta-lactam antibiotic similar in structure to the cephalosporins except for the substitution of an oxaazabicyclo moiety for the thiaazabicyclo moiety of certain cephalosporins. It has been proposed especially for the meningitides because it passes the blood-brain barrier and for anaerobic infections. [PubChem]			[H][C@]12OCC(CSC3=NN=NN3C)=C(N1C(=O)[C@]2(NC(=O)C(C(O)=O)C1=CC=C(O)C=C1)OC)C(O)=O	C20H20N6O9S	InChI=1S/C20H20N6O9S/c1-25-19(22-23-24-25)36-8-10-7-35-18-20(34-2,17(33)26(18)13(10)16(31)32)21-14(28)12(15(29)30)9-3-5-11(27)6-4-9/h3-6,12,18,27H,7-8H2,1-2H3,(H,21,28)(H,29,30)(H,31,32)/t12?,18-,20+/m1/s1	JWCSIUVGFCSJCK-CAVRMKNVSA-N	520.101247	599928	HMDB0015574	
BASm0035353	Terephthalic acid	Terephthalic acid is one isomer of the three phthalic acids. It finds important use as a commodity chemical, principally as a starting compound for the manufacture of polyester (specifically PET), used in clothing and to make plastic bottles. It is also known as 1,4-benzenedicarboxylic acid, and it has the chemical formula C6H4(COOH)2. -- Wikipedia.			OC(=O)C1=CC=C(C=C1)C(O)=O	C8H6O4	InChI=1S/C8H6O4/c9-7(10)5-1-2-6(4-3-5)8(11)12/h1-4H,(H,9,10)(H,11,12)	KKEYFWRCBNTPAC-UHFFFAOYSA-N	166.0266087	15702	HMDB0002428	
BASm0035354	Terephthalate-1,2-cis-dihydrodiol					C8H8O6		UKFMEOHAOCKDOL-YLWLKBPMSA-N	200.032088	15564		
BASm0035355	4-Carboxy-2-hydroxymuconate semialdehyde				OC(=O)C(\O)=C/C(=C\C=O)/C(O)=O	C7H6O6	InChI=1S/C7H6O6/c8-2-1-4(6(10)11)3-5(9)7(12)13/h1-3,9H,(H,10,11)(H,12,13)/b4-1+,5-3+	YOMOLPRSDGXHCY-CLLRDSTBSA-N	186.0164379	18046		
BASm0035356	4-Hydroxyphthalate				OC(=O)C1=CC=C(O)C=C1C(O)=O	C8H6O5	InChI=1S/C8H6O5/c9-4-1-2-5(7(10)11)6(3-4)8(12)13/h1-3,9H,(H,10,11)(H,12,13)	MWRVRCAFWBBXTL-UHFFFAOYSA-N	182.0215233	27600		
BASm0035357	Cuminaldehyde	Cuminaldehyde is the biologically active constituent of Cuminum cyminum seed oil. C. cyminum seed-derived materials have an inhibitory effect in vitro against rat lens aldose reductase and alpha-glucosidase. This inhibitory action cuminaldehyde suggest a potential utility as an antidiabetic therapeutic. (PMID: 15796577). Cuminaldehyde is a volatile compound representative of cumin aroma present in trace amounts in the blood and milk of ewes fed with cumin seed. (PMID: 8738023). The terpenoid cuminaldehyde, undergoes reduction biotransformation in mammals, but not oxidation. (PMID: 2815827).			[H]C(=O)C1=CC=C(C=C1)C(C)C	C10H12O	InChI=1S/C10H12O/c1-8(2)10-5-3-9(7-11)4-6-10/h3-8H,1-2H3	WTWBUQJHJGUZCY-UHFFFAOYSA-N	148.088815	366706	HMDB0002214	
BASm0035358	4-Isopropylbenzoic acid	4-Isopropylbenzoic acid is found in cumin. 4-Isopropylbenzoic acid is a constituent of various plant species including Cuminum cyminum (cumin), Ferula species and Perilla frutescens (perilla).			CC(C)C1=CC=C(C=C1)C(O)=O	C10H12O2	InChI=1S/C10H12O2/c1-7(2)8-3-5-9(6-4-8)10(11)12/h3-7H,1-2H3,(H,11,12)	CKMXAIVXVKGGFM-UHFFFAOYSA-N	164.0837296	28122	HMDB0035268	
BASm0035359	cis-2,3-Dihydroxy-2,3-dihydro-p-cumate				CC(C)C1=CC=C([C@@H](O)[C@H]1O)C(O)=O	C10H14O4	InChI=1S/C10H14O4/c1-5(2)6-3-4-7(10(13)14)9(12)8(6)11/h3-5,8-9,11-12H,1-2H3,(H,13,14)/t8-,9+/m0/s1	BUZNWVREDOAOGD-DTWKUNHWSA-N	198.0892089	18242		
BASm0035360	trans-o-Hydroxybenzylidenepyruvate				OC(=O)C(=O)\C=C\C1=CC=CC=C1O	C10H8O4	InChI=1S/C10H8O4/c11-8-4-2-1-3-7(8)5-6-9(12)10(13)14/h1-6,11H,(H,13,14)/b6-5+	HMXOGGUFCBUALL-AATRIKPKSA-N	192.0422587	59354		
BASm0035361	Maleylpyruvate				OC(=O)\C=C/C(=O)CC(=O)C(O)=O	C7H6O6	InChI=1S/C7H6O6/c8-4(1-2-6(10)11)3-5(9)7(12)13/h1-2H,3H2,(H,10,11)(H,12,13)/b2-1-	AZCFLHZUFANAOR-UPHRSURJSA-N	186.0164379	30859		
BASm0035362	4-Chlorobiphenyl				ClC1=CC=C(C=C1)C1=CC=CC=C1	C12H9Cl	InChI=1S/C12H9Cl/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9H	FPWNLURCHDRMHC-UHFFFAOYSA-N	188.039278	27757		
BASm0035363	cis-2,3-Dihydro-2,3-dihydroxy-4'-chlorobiphenyl				O[C@H]1C=CC=C([C@H]1O)C1=CC=C(Cl)C=C1	C12H11ClO2	InChI=1S/C12H11ClO2/c13-9-6-4-8(5-7-9)10-2-1-3-11(14)12(10)15/h1-7,11-12,14-15H/t11-,12+/m0/s1	AUTJOUWLKSMLFP-NWDGAFQWSA-N	222.0447573	28974		
BASm0035364	2,3-Dihydroxy-4'-chlorobiphenyl				OC1=C(O)C(=CC=C1)C1=CC=C(Cl)C=C1	C12H9ClO2	InChI=1S/C12H9ClO2/c13-9-6-4-8(5-7-9)10-2-1-3-11(14)12(10)15/h1-7,14-15H	DVSRTUCUOATCJD-UHFFFAOYSA-N	220.0291072	28979		
BASm0035365	2-Hydroxy-6-oxo-6-(4'-chlorophenyl)-hexa-2,4-dienoate				OC(=O)C(\O)=C\C=C/C(=O)C1=CC=C(Cl)C=C1	C12H9ClO4	InChI=1S/C12H9ClO4/c13-9-6-4-8(5-7-9)10(14)2-1-3-11(15)12(16)17/h1-7,15H,(H,16,17)/b2-1-,11-3-	BKVFPMUIZMNOHF-VZLSHGEGSA-N	252.0189365	28978		
BASm0035366	N-Methyltryptophan				CNC(CC1=CNC2=CC=CC=C12)C(O)=O	C12H14N2O2	InChI=1S/C12H14N2O2/c1-13-11(12(15)16)6-8-7-14-10-5-3-2-4-9(8)10/h2-5,7,11,13-14H,6H2,1H3,(H,15,16)	CZCIKBSVHDNIDH-UHFFFAOYSA-N	218.1055277	15334		
BASm0035367	2-Hydroxyhepta-2,4-dienedioate				OC(=O)C\C=C\C=C(/O)C(O)=O	C7H8O5	InChI=1S/C7H8O5/c8-5(7(11)12)3-1-2-4-6(9)10/h1-3,8H,4H2,(H,9,10)(H,11,12)/b2-1+,5-3-	ZBCBETMBSDTINL-WFTYEQLWSA-N	172.0371734	1162		
BASm0035368	2,4-Dihydroxyhept-2-enedioic acid					C7H10O6		APNIDHDQYISZAE-HYXAFXHYNA-N	190.047738	915		
BASm0035369	1-(5-Phospho-D-ribosyl)-5-amino-4-imidazolecarboxylate				NC1=C(N=CN1[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O)C(O)=O	C9H14N3O9P	InChI=1S/C9H14N3O9P/c10-7-4(9(15)16)11-2-12(7)8-6(14)5(13)3(21-8)1-20-22(17,18)19/h2-3,5-6,8,13-14H,1,10H2,(H,15,16)(H2,17,18,19)/t3-,5-,6-,8-/m1/s1	XFVULMDJZXYMSG-ZIYNGMLESA-N	339.0467656	28413		
BASm0035370	O-Phosphorylhomoserine					C4H10NO6P		FXDNYOANAXWZHG-UHFFFAOYNA-N	199.024574	21969		
BASm0035371	4-Phosphoerythronate				[H][C@@](O)(COP(O)(O)=O)[C@@]([H])(O)C(O)=O	C4H9O8P	InChI=1S/C4H9O8P/c5-2(3(6)4(7)8)1-12-13(9,10)11/h2-3,5-6H,1H2,(H,7,8)(H2,9,10,11)/t2-,3-/m1/s1	ZCZXOHUILRHRQJ-PWNYCUMCSA-N	216.0035038	49003		
BASm0035372	1-Amino-3-(phosphohydroxy)propan-2-one				NCC(=O)COP(O)(O)=O	C3H8NO5P	InChI=1S/C3H8NO5P/c4-1-3(5)2-9-10(6,7)8/h1-2,4H2,(H2,6,7,8)	HIQNVODXENYOFK-UHFFFAOYSA-N	169.0140094	1449		
BASm0035373	6-Hydroxy-3-succinoylpyridine					C9H9NO4		OMAJIMAYOJBLJF-UHFFFAOYSA-N	195.0531578			
BASm0035374	N-Formylmaleamic acid				OC(=O)\C=C/C(=O)NC=O	C5H5NO4	InChI=1S/C5H5NO4/c7-3-6-4(8)1-2-5(9)10/h1-3H,(H,9,10)(H,6,7,8)/b2-1-	HSKSAKBZUITULZ-UPHRSURJSA-N	143.0218576	59930		
BASm0035375	Maleic acid	Maleic acid is an industrial raw material for the production of glyoxylic acid by ozonolysis. Maleic acid is an organic compound which is a dicarboxylic acid (molecule with two carboxyl groups). The molecule consists of an ethylene group flanked by two carboxylic acid groups. Maleic acid is the cis isomer of butenedioic acid, whereas fumaric acid is the trans isomer. The cis isomer is the less stable one of the two; the difference in heat of combustion is 22.7 kJ/mol. The physical properties of maleic acid are very different from that of fumaric acid. Maleic acid is soluble in water whereas fumaric acid is not and the melting point of maleic acid (130 - 131 degree centigrade) is also much lower than that of fumaric acid (287 degree centigrade). Both properties of maleic acid can be explained on account of the intramolecular hydrogen bonding that takes place at the expense of intermolecular interactions. Maleic acid is converted into maleic anhydride by dehydration, to malic acid by hydration, and to succinic acid by hydrogenation. It reacts with thionyl chloride or phosphorus pentachloride to give the maleic acid chloride (it is not possible to isolate the mono acid chloride). Maleic acid is a reactant in many Diels-Alder reactions.			OC(=O)\C=C/C(O)=O	C4H4O4	InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1-	VZCYOOQTPOCHFL-UPHRSURJSA-N	116.0109586	18300	HMDB0000176	
BASm0035376	2-Hydroxy-3-oxobutyl phosphate					C4H9O6P		OKYHYXLCTGGOLM-UHFFFAOYNA-N	184.013675	50606		
BASm0035377	Pretetramid				NC(=O)C1=C(O)C=C2C=C3C=C4C=CC=C(O)C4=C(O)C3=C(O)C2=C1O	C19H13NO6	InChI=1S/C19H13NO6/c20-19(26)15-11(22)6-9-5-8-4-7-2-1-3-10(21)12(7)16(23)13(8)17(24)14(9)18(15)25/h1-6,21-25H,(H2,20,26)	ZZAJNFHIGVVCFT-UHFFFAOYSA-N	351.0742871	81646		
BASm0035378	Reduced coenzyme F420				C[C@H](OP(O)(=O)OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C2=C(CC3=C1C=C(O)C=C3)C(=O)NC(=O)N2)C(=O)N[C@@H](CCC(=O)N[C@@H](CCC(O)=O)C(O)=O)C(O)=O	C29H38N5O18P	InChI=1S/C29H38N5O18P/c1-12(25(42)31-17(28(46)47)4-6-21(38)30-16(27(44)45)5-7-22(39)40)52-53(49,50)51-11-20(37)23(41)19(36)10-34-18-9-14(35)3-2-13(18)8-15-24(34)32-29(48)33-26(15)43/h2-3,9,12,16-17,19-20,23,35-37,41H,4-8,10-11H2,1H3,(H,30,38)(H,31,42)(H,39,40)(H,44,45)(H,46,47)(H,49,50)(H2,32,33,43,48)/t12-,16-,17-,19-,20+,23-/m0/s1	IXPYGZIWHPPILV-NALJQGANSA-N	775.1949464	15823		
BASm0035379	3-Polyprenylcatechol				CC(C)=CCC\C(C)=C\CC1=C(O)C(O)=CC=C1	(C5H8)nC11H14O2	InChI=1S/C16H22O2/c1-12(2)6-4-7-13(3)10-11-14-8-5-9-15(17)16(14)18/h5-6,8-10,17-18H,4,7,11H2,1-3H3/b13-10+	OHIFDLLQIRSMJS-JLHYYAGUSA-N		81178		
BASm0035380	2-Polyprenyl-6-methoxyphenol				COC1=CC=CC(C\C=C(/C)CCC=C(C)C)=C1O	C17H24O2	InChI=1S/C17H24O2/c1-13(2)7-5-8-14(3)11-12-15-9-6-10-16(19-4)17(15)18/h6-7,9-11,18H,5,8,12H2,1-4H3/b14-11+	ZNGWNKADFSBHQZ-SDNWHVSQSA-N	260.17763	81179		
BASm0035381	3-Demethylubiquinol					C13H18O4(C5H8)n		YXHMZLSQEVISMN-FMIVXFBMSA-N				
BASm0035382	Spirodilactone					C11H8O4		ZKEVGLUAKGKGMO-UHFFFAOYNA-N	204.0422587	9239		
BASm0035383	Menaquinol				CC(C)=CCC\C(C)=C\CC1=C(O)C2=CC=CC=C2C(O)=C1C	C21H26O2	InChI=1S/C21H26O2/c1-14(2)8-7-9-15(3)12-13-17-16(4)20(22)18-10-5-6-11-19(18)21(17)23/h5-6,8,10-12,22-23H,7,9,13H2,1-4H3/b15-12+	CZHYZLLLSCZMRL-NTCAYCPXSA-N	310.1932801	18151		
BASm0035384	N-Butyrylhomoserine lactone					C8H13NO3		VFFNZZXXTGXBOG-UHFFFAOYNA-N	171.0895433			
BASm0035385	N-(3-Oxohexanoyl)-L-homoserine lactone				[H][C@@]1(CCOC1=O)N=C(O)CC(=O)CCC	C10H15NO4	InChI=1S/C10H15NO4/c1-2-3-7(12)6-9(13)11-8-4-5-15-10(8)14/h8H,2-6H2,1H3,(H,11,13)/t8-/m0/s1	YRYOXRMDHALAFL-QMMMGPOBSA-N	213.100108	63789		
BASm0035386	THF-L-glutamate				NC1=NC2=C(N[C@@H](CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(=O)N[C@@H](CCC(O)=O)C(O)=O)C(O)=O)CN2)C(=O)N1	C24H30N8O9	InChI=1S/C24H30N8O9/c25-24-31-19-18(21(37)32-24)28-13(10-27-19)9-26-12-3-1-11(2-4-12)20(36)30-15(23(40)41)5-7-16(33)29-14(22(38)39)6-8-17(34)35/h1-4,13-15,26,28H,5-10H2,(H,29,33)(H,30,36)(H,34,35)(H,38,39)(H,40,41)(H4,25,27,31,32,37)/t13-,14-,15-/m0/s1	ZAOGJXDWOQXFBW-KKUMJFAQSA-N	574.2135746	27650		
BASm0035387	N-octanoyl-L-Homoserine lactone				[H][C@@]1(CCOC1=O)NC(=O)CCCCCCC	C12H21NO3	InChI=1S/C12H21NO3/c1-2-3-4-5-6-7-11(14)13-10-8-9-16-12(10)15/h10H,2-9H2,1H3,(H,13,14)/t10-/m0/s1	JKEJEOJPJVRHMQ-JTQLQIEISA-N	227.1521435			
BASm0035388	N-(3-Oxooctanoyl)-L-homoserine lactone					C12H19NO4		FXCMGCFNLNFLSH-UHFFFAOYNA-N	241.1314081			
BASm0035389	Phospho-AI-2					C5H9O7P		DTZHMTDUIGHESZ-BYPYZUCNSA-N	212.0085896			
BASm0035390	HAA(16:1(3-OH,9Z)/14:1(3-OH,7Z))	HAA(16:1(3-OH,9Z)/14:1(3-OH,7Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(16:1(3-OH,9Z)/14:1(3-OH,7Z)), in particlular, is composed of one chain of 3-hydroxy-9Z-hexadecenoic acid linked to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid.			CCCCCC\C=C/CCCCC[C@@H](O)CC(=O)O[C@H](CCC\C=C/CCCCCC)CC(O)=O	C30H54O5	InChI=1S/C30H54O5/c1-3-5-7-9-11-13-14-16-17-19-21-23-27(31)25-30(34)35-28(26-29(32)33)24-22-20-18-15-12-10-8-6-4-2/h13-15,18,27-28,31H,3-12,16-17,19-26H2,1-2H3,(H,32,33)/b14-13-,18-15-/t27-,28-/m1/s1	XWAKSQJDTQCPIX-LGRNLVRLSA-N	494.3971248			
BASm0035391	monoRL(16:1(3-OH,9Z)/14:1(3-OH,7Z))	monoRL(16:1(3-OH,9Z)/14:1(3-OH,7Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(16:1(3-OH,9Z)/14:1(3-OH,7Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid.			[H][C@@]1(O[C@H](CCCCC\C=C/CCCCCC)CC(=O)O[C@H](CCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C36H64O9	InChI=1S/C36H64O9/c1-4-6-8-10-12-14-15-17-19-21-23-25-30(45-36-35(42)34(41)33(40)28(3)43-36)27-32(39)44-29(26-31(37)38)24-22-20-18-16-13-11-9-7-5-2/h14-16,18,28-30,33-36,40-42H,4-13,17,19-27H2,1-3H3,(H,37,38)/b15-14-,18-16-/t28-,29+,30+,33-,34+,35+,36-/m0/s1	BWYGUWBXSKSAKV-CLHYIFRUSA-N	640.4550336			
BASm0035392	diRL(16:1(3-OH,9Z)/14:1(3-OH,7Z))	diRL(16:1(3-OH,9Z)/14:1(3-OH,7Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(16:1(3-OH,9Z)/14:1(3-OH,7Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid.			[H][C@@]1(O[C@H](CCCCC\C=C/CCCCCC)CC(=O)O[C@H](CCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C42H74O13	InChI=1S/C42H74O13/c1-5-7-9-11-13-15-16-18-20-22-24-26-32(28-34(45)53-31(27-33(43)44)25-23-21-19-17-14-12-10-8-6-2)54-42-40(38(49)36(47)30(4)52-42)55-41-39(50)37(48)35(46)29(3)51-41/h15-17,19,29-32,35-42,46-50H,5-14,18,20-28H2,1-4H3,(H,43,44)/b16-15-,19-17-/t29-,30-,31+,32+,35-,36-,37+,38+,39+,40+,41-,42-/m0/s1	POPAMRYFPYQWPF-OKWZIZGBSA-N	786.5129424			
BASm0035393	2-Aminoheptanoyl-4(1H)-quinolone					C16H20N2O2		PYLNYEHMVKADPL-UHFFFAOYSA-N	272.1524779			
BASm0035394	cis-11-Methyl-2-dodecenoyl-CoA					C41H79N8O22P3S		UNALCWYLBGWEOI-LCYFTJDENA-N	1160.424248			
BASm0035395	cis-11-Methyl-2-dodecenoic acid					C13H24O2		SNTXNGAQYNSTHI-PKNBQFBNSA-N	212.17763			
BASm0035396	(Hydroxymethylphenyl)succinyl-CoA				[H][C@](O)(C1=CC=CC=C1)[C@@]([H])(CC(O)=O)C(=O)SCCN=C(O)CCN=C(O)C([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O	C32H46N7O20P3S	InChI=1S/C32H46N7O20P3S/c1-32(2,26(45)29(46)35-9-8-20(40)34-10-11-63-31(47)18(12-21(41)42)23(43)17-6-4-3-5-7-17)14-56-62(53,54)59-61(51,52)55-13-19-25(58-60(48,49)50)24(44)30(57-19)39-16-38-22-27(33)36-15-37-28(22)39/h3-7,15-16,18-19,23-26,30,43-45H,8-14H2,1-2H3,(H,34,40)(H,35,46)(H,41,42)(H,51,52)(H,53,54)(H2,33,36,37)(H2,48,49,50)/t18-,19-,23+,24-,25-,26?,30-/m1/s1	DVSQFPLMOLPRDU-VIPOVNRUSA-N	973.1731172	28202		
BASm0035397	Benzoylsuccinyl-CoA				CCCOC1=CC=C(C=C1)C(N)=NCCN(CC)CC	C16H27N3O	InChI=1S/C16H27N3O/c1-4-13-20-15-9-7-14(8-10-15)16(17)18-11-12-19(5-2)6-3/h7-10H,4-6,11-13H2,1-3H3,(H2,17,18)	NVSIZUWNEYZNQH-UHFFFAOYSA-N	277.2154125	28882		
BASm0035398	3,4-Didehydroadipyl-CoA semialdehyde					C27H42N7O18P3S		HTYJHFRYROLBDM-YINSCCIPSA-N	877.1519897			
BASm0035399	Benzoylacetyl-CoA					C30H42N7O18P3S		NHDPIYICCBKNNJ-FUEUKBNZSA-N	913.1519897	27388		
BASm0035400	L-Alanyl-AMP					C13H18N6O8P		ZUGFBNMTMJLCQZ-MACXSXHHSA-M	417.0929221			
BASm0035401	N-alanyl-aminoacetone					C6H12N2O2		YUXLKYFCVMBRHT-YFKPBYRVSA-N	144.0898776			
BASm0035402	3,5-Dimethyl-1H-pyrazin-2-one					C6H8N2O		AJYKJVCIKQEVCF-UHFFFAOYSA-N	124.0636629			
BASm0035403	3-Hydroxypimelyl-CoA	3-Hydroxypimelyl-CoA is an intermediate in benzoyl-CoA degradation II (anaerobic) and can be generated from the hydrolysis of 6-oxocyclohex-1-ene-1-carboxyl-CoA. It is also a substrate for the 3-hydroxypimeloyl-CoA dehydrogenase (EC 1.1.1.259 ). Biodegradation of aromatic compounds is a common process in anoxic environments. The many natural and synthetic aromatic compounds found in the environment are usually degraded by anaerobic microorganisms into only few central intermediates, prior to ring cleavage. Benzoyl-CoA is the most important of these intermediates since a large number of compounds, including chloro-, nitro-, and aminobenzoates, aromatic hydrocarbons, and phenolic compounds, are initially converted to benzoyl-CoA prior to ring reduction and cleavage.			CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)CCCC(O)=O	C28H46N7O20P3S	InChI=1S/C28H46N7O20P3S/c1-28(2,23(42)26(43)31-7-6-17(37)30-8-9-59-19(40)10-15(36)4-3-5-18(38)39)12-52-58(49,50)55-57(47,48)51-11-16-22(54-56(44,45)46)21(41)27(53-16)35-14-34-20-24(29)32-13-33-25(20)35/h13-16,21-23,27,36,41-42H,3-12H2,1-2H3,(H,30,37)(H,31,43)(H,38,39)(H,47,48)(H,49,50)(H2,29,32,33)(H2,44,45,46)/t15?,16-,21-,22-,23?,27-/m1/s1	VGEBXBQECGWCRH-PUEFWPISSA-N	925.1731172	15485	HMDB0012155	
BASm0035404	3-Aminotridec-2-en-4-one					C13H26NO		AEFOOMVSTFFCHM-UUILKARUSA-O	212.2008909			
BASm0035405	Cholera autoinducer 1				[H][C@](O)(CC)C(=O)CCCCCCCCC	C13H26O2	InChI=1S/C13H26O2/c1-3-5-6-7-8-9-10-11-13(15)12(14)4-2/h12,14H,3-11H2,1-2H3/t12-/m0/s1	OWRHIIOUJRCXDH-LBPRGKRZSA-N	214.1932801			
BASm0035406	glucose				[H]C([H])(O)C1([H])[O]([H])([H])C([H])(O)C([H])(O)C([H])(O)C1([H])O	C6H14O6	InChI=1S/C6H14O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1,12H2	MBVBRURWGIRTLQ-UHFFFAOYSA-N	182.0790382			
BASm0035407	3-dehydro-D-glucose-6-phosphate					C24H40O7		ONTRFQIBYAXQRY-IPNXOSKHSA-N	440.2774036			
BASm0035408	3,3'-neotrehalosadiamine					C24H40O7		AJQZGZRRAOYTOA-SATAGOERSA-N	440.2774036			
BASm0035409	Ramoplanin					C119H154ClN21O40		KGZHFKDNSAEOJX-GLABSMNJSA-N	2552.035047			
BASm0035410	galactobiose					C12H22O11		DLRVVLDZNNYCBX-WSWWMNSNSA-N	342.1162115			
BASm0035411	GDP-mannuronate	A nucleotide-sugar oxoanion obtained by deprotonation of the diphosphate OH groups of GDP-D-mannuronic acid			NC1=NC2=C(N=CN2[C@@H]2O[C@H](COP([O-])(=O)OP([O-])(=O)OC3O[C@@H]([C@@H](O)[C@H](O)[C@@H]3O)C([O-])=O)[C@@H](O)[C@H]2O)C(=O)N1	C16H20N5O17P2	InChI=1S/C16H23N5O17P2/c17-16-19-11-4(12(27)20-16)18-2-21(11)13-8(25)5(22)3(35-13)1-34-39(30,31)38-40(32,33)37-15-9(26)6(23)7(24)10(36-15)14(28)29/h2-3,5-10,13,15,22-26H,1H2,(H,28,29)(H,30,31)(H,32,33)(H3,17,19,20,27)/p-3/t3-,5-,6+,7+,8-,9+,10+,13-,15?/m1/s1	DNBSDUDYNPJVCN-MVUGPJFESA-K	616.0345889	17466		
BASm0035412	PGP(18:0/18:2(9Z,12Z))	PGP(18:0/18:2(9Z,12Z)) is a phosphatidylglycerolphosphate or glycerophospholipid (PGP or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(18:0/18:2(9Z,12Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the linoleic acid moiety is derived from seed oils. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of Phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGPs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PGP also serves as a precursor for the synthesis of cardiolipin. PGP is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	C42H80O13P2	InChI=1S/C42H80O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(44)51-37-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)55-42(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,18,20,39-40,43H,3-11,13,15-17,19,21-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b14-12-,20-18-/t39-,40+/m0/s1	BEGQHSCGKQAIAS-KKUBIFFLSA-N	854.5074157	37393	HMDB0013507	
BASm0035413	PG(18:0/18:2(9Z,12Z))	PG(18:0/18:2(9Z,12Z)) is a phosphatidylglycerol or glycerophospholipid (PG or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(18:0/18:2(9Z,12Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the linoleic acid moiety is derived from seed oils. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PG also serves as a precursor for the synthesis of cardiolipin. PG is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	C42H79O10P	InChI=1S/C42H79O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(45)49-37-40(38-51-53(47,48)50-36-39(44)35-43)52-42(46)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,18,20,39-40,43-44H,3-11,13,15-17,19,21-38H2,1-2H3,(H,47,48)/b14-12-,20-18-/t39-,40+/m0/s1	JPRWHUSRRGNLOV-KKUBIFFLSA-N	774.5410853	17517	HMDB0010605	
BASm0035414	CL(18:0/18:2(9Z,12Z)/14:0/14:0)					C73H138O17P2		DBNJMAGWNJTUJH-QXXHGBTKSA-N	1348.940927		HMDB0313125	
BASm0035415	CDP-DG(16:0/18:2(9Z,12Z))	CDP-DG(16:0/18:2(9Z,12Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol. CDP-diacylglycerol (CDP-DG) is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(16:0/18:2(9Z,12Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the linoleic acid moiety is derived from seed oils. CDP-diacylglycerols are intermediates in the synthesis of phosphatidylglycerols (PG, PC, PS, PI), which is catalyzed by CDP-diacyl synthase, synthase, phosphatidylglycerolphosphate (PGP) synthase, phosphatidylinositol (PI) synthase, and phosphatidylserine (PS) synthase. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts, perhaps only 0.05% or so of the total phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	C46H81N3O15P2	InChI=1S/C46H81N3O15P2/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h11,13,17-18,33-34,38-39,43-45,52-53H,3-10,12,14-16,19-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b13-11-,18-17-/t38-,39-,43+,44?,45-/m1/s1	SDCBTFIMVHXFSZ-GTSRJJEASA-N	977.514292	17962	HMDB0006972	
BASm0035416	PGP(16:0/18:2(9Z,12Z))	PGP(16:0/18:2(9Z,12Z)) is a phosphatidylglycerolphosphate or glycerophospholipid (PGP or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(16:0/18:2(9Z,12Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the linoleic acid moiety is derived from seed oils. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of Phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGPs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PGP also serves as a precursor for the synthesis of cardiolipin. PGP is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	C40H76O13P2	InChI=1S/C40H76O13P2/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(43)53-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)35-49-39(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h11,13,17-18,37-38,41H,3-10,12,14-16,19-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b13-11-,18-17-/t37-,38+/m0/s1	LWWCIHFWPVLJCA-WLGRLVTESA-N	826.4761155	37393	HMDB0013477	
BASm0035417	PG(16:0/18:2(9Z,12Z))	PG(16:0/18:2(9Z,12Z)) is a phosphatidylglycerol or glycerophospholipid (PG or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(16:0/18:2(9Z,12Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the linoleic acid moiety is derived from seed oils. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PG also serves as a precursor for the synthesis of cardiolipin. PG is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	C40H75O10P	InChI=1S/C40H75O10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-40(44)50-38(36-49-51(45,46)48-34-37(42)33-41)35-47-39(43)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h11,13,17-18,37-38,41-42H,3-10,12,14-16,19-36H2,1-2H3,(H,45,46)/b13-11-,18-17-/t37-,38+/m0/s1	ATBOMIWRCZXYSZ-WLGRLVTESA-N	746.5097851	73238	HMDB0010575	
BASm0035418	CL(16:0/18:2(9Z,12Z)/14:0/14:0)					C71H134O17P2		WUQPVQRFVYCMPB-RXDVUBABSA-N	1320.909627		HMDB0308448	
BASm0035419	PA(18:1(11Z)/16:0)	PA(18:1(11Z)/16:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(11Z)/16:0), in particular, consists of one chain of cis-vaccenic acid at the C-1 position and one chain of palmitic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC	C37H71O8P	InChI=1S/C37H71O8P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-36(38)43-33-35(34-44-46(40,41)42)45-37(39)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h13,15,35H,3-12,14,16-34H2,1-2H3,(H2,40,41,42)/b15-13-/t35-/m1/s1	MVJLJVFGNPWDHA-JUOLSMOWSA-N	674.4886562	16337	HMDB0114899	
BASm0035420	PGP(18:1(11Z)/16:0)	PGP(18:1(11Z)/16:0) is a phosphatidylglycerolphosphate or glycerophospholipid (PGP or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(18:1(11Z)/16:0), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of palmitic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of Phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGPs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PGP also serves as a precursor for the synthesis of cardiolipin. PGP is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.			[H]O[C@@]([H])(C([H])([H])OP(=O)(O[H])O[H])C([H])([H])OP(=O)(O[H])OC([H])([H])[C@]([H])(OC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])OC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]	C40H78O13P2	InChI=1S/C40H78O13P2/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-39(42)49-35-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)53-40(43)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h13,15,37-38,41H,3-12,14,16-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b15-13-/t37-,38+/m0/s1	YVCWXDYDUQYXEO-GPJPVTGXSA-N	828.4917656	37393	HMDB0013517	
BASm0035421	CL(18:1(11Z)/16:0/18:1(11Z)/16:0)	CL(18:1(11Z)/16:0/18:1(11Z)/16:0) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process.			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C77H146O17P2	InChI=1S/C77H146O17P2/c1-5-9-13-17-21-25-29-33-35-39-41-45-49-53-57-61-74(79)87-67-72(93-76(81)63-59-55-51-47-43-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(94-77(82)64-60-56-52-48-44-38-32-28-24-20-16-12-8-4)68-88-75(80)62-58-54-50-46-42-40-36-34-30-26-22-18-14-10-6-2/h25-26,29-30,71-73,78H,5-24,27-28,31-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,30-26-/t72-,73-/m1/s1	LMHNWJGZCQIFNE-KGVAMPRLSA-N	1405.003526	28494	HMDB0057848	
BASm0035422	PA(14:0/17:0)	PA(14:0/17:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/17:0), in particular, consists of one tetradecanoyl chain to the C-1 atom, and one heptadecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C34H67O8P		MGPPRWDDMSGNKY-JGCGQSQUSA-N	634.4573561			
BASm0035423	CDP-DG(14:0/17:0)	CDP-DG(14:0/17:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/17:0), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/17:0) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C43H79N3O15P2		RNGMWEARPAUQAR-FLNZYWDJSA-N	939.4986429			
BASm0035424	CL(14:0/17:0/17:0/17:0)				[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC	C74H144O17P2	InChI=1S/C74H144O17P2/c1-5-9-13-17-21-25-29-32-35-39-43-47-51-55-59-72(77)85-65-70(91-74(79)61-57-53-49-45-41-37-34-31-27-23-19-15-11-7-3)67-89-93(82,83)87-63-68(75)62-86-92(80,81)88-66-69(64-84-71(76)58-54-50-46-42-38-28-24-20-16-12-8-4)90-73(78)60-56-52-48-44-40-36-33-30-26-22-18-14-10-6-2/h68-70,75H,5-67H2,1-4H3,(H,80,81)(H,82,83)/t68-,69+,70+/m0/s1	XDSBZQUNCSAYSD-VNNLQOHZSA-N	1366.987877		HMDB0225313	
BASm0035425	CDP-DG(17:0/17:0)	CDP-DG(17:0/17:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(17:0/17:0), in particular, consists of two heptadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(17:0/17:0) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C46H85N3O15P2		BVIVLKDBZFMYQM-KMKOIHRNSA-N	981.545593			
BASm0035426	PA(18:1(11Z)/18:0)	PA(18:1(11Z)/18:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(11Z)/18:0), in particular, consists of one chain of cis-vaccenic acid at the C-1 position and one chain of stearic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCC	C39H75O8P	InChI=1S/C39H75O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,37H,3-12,14,16-36H2,1-2H3,(H2,42,43,44)/b15-13-/t37-/m1/s1	CHJFGLFFOBSASU-IEHWZJNJSA-N	702.5199564	16337	HMDB0114901	
BASm0035427	PGP(18:1(11Z)/18:0)	PGP(18:1(11Z)/18:0) is a phosphatidylglycerolphosphate or glycerophospholipid (PGP or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(18:1(11Z)/18:0), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of stearic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of Phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGPs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PGP also serves as a precursor for the synthesis of cardiolipin. PGP is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.			[H]O[C@@]([H])(C([H])([H])OP(=O)(O[H])O[H])C([H])([H])OP(=O)(O[H])OC([H])([H])[C@]([H])(OC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])OC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]	C42H82O13P2	InChI=1S/C42H82O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(44)51-37-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)55-42(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,39-40,43H,3-12,14,16-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b15-13-/t39-,40+/m0/s1	DYONCWMMYJGWET-KZUSSCLUSA-N	856.5230657	37393	HMDB0013519	
BASm0035428	CL(18:1(11Z)/18:0/18:1(11Z)/16:1(9Z))	CL(18:1(11Z)/18:0/18:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process.			[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C79H148O17P2	InChI=1S/C79H148O17P2/c1-5-9-13-17-21-25-29-33-36-40-43-47-51-55-59-63-76(81)89-69-74(95-78(83)65-61-57-53-49-45-39-32-28-24-20-16-12-8-4)71-93-97(85,86)91-67-73(80)68-92-98(87,88)94-72-75(96-79(84)66-62-58-54-50-46-42-38-35-31-27-23-19-15-11-7-3)70-90-77(82)64-60-56-52-48-44-41-37-34-30-26-22-18-14-10-6-2/h25-26,28-30,32,73-75,80H,5-24,27,31,33-72H2,1-4H3,(H,85,86)(H,87,88)/b29-25-,30-26-,32-28-/t73-,74-,75-/m1/s1	IFDOVYIQYISGSM-CTUADEBKSA-N	1431.019177	28494	HMDB0057891	
BASm0035429	CDP-DG(18:1(11Z)/16:1(9Z))	CDP-DG(18:1(11Z)/16:1(9Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(18:1(11Z)/16:1(9Z)), in particular, consists of one chain of cis-vaccenic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCC	C46H81N3O15P2	InChI=1S/C46H81N3O15P2/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-41(50)59-35-38(62-42(51)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h13-16,33-34,38-39,43-45,52-53H,3-12,17-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b15-13-,16-14-/t38-,39-,43+,44?,45-/m1/s1	ULTWNYMRCNQYCB-HOXHGPEGSA-N	977.5142929	17962	HMDB0115959	
BASm0035430	PA(14:0/19:0)	PA(14:0/19:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/19:0), in particular, consists of one tetradecanoyl chain to the C-1 atom, and one nonadecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C36H71O8P		YLPDQLRTTRZONZ-UUWRZZSWSA-N	662.4886562			
BASm0035431	CDP-DG(14:0/19:0)	CDP-DG(14:0/19:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/19:0), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/19:0) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C45H83N3O15P2		ATVGHGHAJVTWFP-YXFATQBYSA-N	967.529943			
BASm0035432	CL(14:0/19:0/19:0/19:0)				[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC	C80H156O17P2	InChI=1S/C80H156O17P2/c1-5-9-13-17-21-25-29-32-35-38-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-40-37-34-31-27-23-19-15-11-7-3)73-95-99(88,89)93-69-74(81)68-92-98(86,87)94-72-75(70-90-77(82)64-60-56-52-48-44-28-24-20-16-12-8-4)96-79(84)66-62-58-54-50-46-42-39-36-33-30-26-22-18-14-10-6-2/h74-76,81H,5-73H2,1-4H3,(H,86,87)(H,88,89)/t74-,75+,76+/m0/s1	FOUJEINBVYHWRX-KONJBINYSA-N	1451.081778		HMDB0226293	
BASm0035433	CL(18:0/18:1(11Z)/16:1(9Z)/16:1(9Z))	CL(18:0/18:1(11Z)/16:1(9Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process.			[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H144O17P2	InChI=1S/C77H144O17P2/c1-5-9-13-17-21-25-29-33-35-39-42-46-50-54-58-62-75(80)88-68-73(94-77(82)64-60-56-52-48-44-40-36-34-30-26-22-18-14-10-6-2)70-92-96(85,86)90-66-71(78)65-89-95(83,84)91-69-72(93-76(81)63-59-55-51-47-43-38-32-28-24-20-16-12-8-4)67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3/h26-28,30-32,71-73,78H,5-25,29,33-70H2,1-4H3,(H,83,84)(H,85,86)/b30-26-,31-27-,32-28-/t71-,72-,73-/m1/s1	UGQGQKXGIREVRX-RIFKOSTBSA-N	1402.987877	28494	HMDB0057100	
BASm0035434	PA(16:0/17:0)	PA(16:0/17:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/17:0), in particular, consists of one hexadecanoyl chain to the C-1 atom, and one heptadecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C36H71O8P		GJUPYXICQFJJGC-UUWRZZSWSA-N	662.4886562			
BASm0035435	CDP-DG(16:0/17:0)	CDP-DG(16:0/17:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/17:0), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/17:0) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C45H83N3O15P2		QAGZKFVOGXMZHT-YXFATQBYSA-N	967.529943			
BASm0035436	CL(16:0/17:0/17:0/17:0)				[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC	C76H148O17P2	InChI=1S/C76H148O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-74(79)87-67-72(93-76(81)63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)69-91-95(84,85)89-65-70(77)64-88-94(82,83)90-68-71(66-86-73(78)60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)92-75(80)62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h70-72,77H,5-69H2,1-4H3,(H,82,83)(H,84,85)/t70-,71+,72+/m0/s1	SNZNWMIWUHFRIH-PIDZFBOHSA-N	1395.019177		HMDB0238021	
BASm0035437	PA(16:0/22:5(7Z,10Z,13Z,16Z,19Z))	PA(16:0/22:5(7Z,10Z,13Z,16Z,19Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/22:5(7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of clupanodonic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC	C41H71O8P	InChI=1S/C41H71O8P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-41(43)49-39(38-48-50(44,45)46)37-47-40(42)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h5,7,11,13,17-18,20-21,24,26,39H,3-4,6,8-10,12,14-16,19,22-23,25,27-38H2,1-2H3,(H2,44,45,46)/b7-5-,13-11-,18-17-,21-20-,26-24-/t39-/m1/s1	CDWAHLKJWVUEPL-YJKXYKMBSA-N	722.4886562	16337	HMDB0114848	
BASm0035438	CDP-DG(16:0/22:5(7Z,10Z,13Z,16Z,19Z))	CDP-DG(16:0/22:5(7Z,10Z,13Z,16Z,19Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(16:0/22:5(7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of clupanodonic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC	C50H83N3O15P2	InChI=1S/C50H83N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h5,7,11,13,17-18,20-21,24,26,37-38,42-43,47-49,56-57H,3-4,6,8-10,12,14-16,19,22-23,25,27-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b7-5-,13-11-,18-17-,21-20-,26-24-/t42-,43-,47+,48?,49-/m1/s1	IWCHEQKGQFNHCX-BLWPWVLSSA-N	1027.529943	17962	HMDB0115951	
BASm0035439	PG(16:0/22:5(7Z,10Z,13Z,16Z,19Z))	PG(16:0/22:5(7Z,10Z,13Z,16Z,19Z)) is a phosphatidylglycerol or glycerophospholipid (PG or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(16:0/22:5(7Z,10Z,13Z,16Z,19Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of docosapentaenoic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the docosapentaenoic acid moiety is derived from fish oils. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PG also serves as a precursor for the synthesis of cardiolipin. PG is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC	C44H77O10P	InChI=1S/C44H77O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h5,7,11,13,17-18,20-21,24,26,41-42,45-46H,3-4,6,8-10,12,14-16,19,22-23,25,27-40H2,1-2H3,(H,49,50)/b7-5-,13-11-,18-17-,21-20-,26-24-/t41-,42+/m0/s1	AUXSCXICKMGRJE-SAQQATFDSA-N	796.5254352	17517	HMDB0010583	
BASm0035440	CL(16:0/22:5(7Z,10Z,13Z,16Z,19Z)/14:0/14:0)					C75H136O17P2		VFGXWMNUDSUGPJ-NVUCKLEISA-N	1370.925277		HMDB0309512	
BASm0035441	PA(18:1(11Z)/16:1(9Z))	PA(18:1(11Z)/16:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(11Z)/16:1(9Z)), in particular, consists of one chain of cis-vaccenic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC	C37H69O8P	InChI=1S/C37H69O8P/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-36(38)43-33-35(34-44-46(40,41)42)45-37(39)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h13-16,35H,3-12,17-34H2,1-2H3,(H2,40,41,42)/b15-13-,16-14-/t35-/m1/s1	GLZNXLKBZKJBCJ-NAFNZUQFSA-N	672.4730062	16337	HMDB0114900	
BASm0035442	PGP(18:1(11Z)/16:1(9Z))	PGP(18:1(11Z)/16:1(9Z)) is a phosphatidylglycerolphosphate or glycerophospholipid (PGP or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(18:1(11Z)/16:1(9Z)), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of Phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGPs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PGP also serves as a precursor for the synthesis of cardiolipin. PGP is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.			[H]O[C@@]([H])(C([H])([H])OP(=O)(O[H])O[H])C([H])([H])OP(=O)(O[H])OC([H])([H])[C@]([H])(OC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])OC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]	C40H76O13P2	InChI=1S/C40H76O13P2/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-39(42)49-35-38(36-52-55(47,48)51-34-37(41)33-50-54(44,45)46)53-40(43)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h13-16,37-38,41H,3-12,17-36H2,1-2H3,(H,47,48)(H2,44,45,46)/b15-13-,16-14-/t37-,38+/m0/s1	SYBAZHBYRWUAOG-GFJSAGKOSA-N	826.4761155	37393	HMDB0013518	
BASm0035443	CL(18:1(11Z)/16:1(9Z)/18:1(11Z)/16:1(9Z))	CL(18:1(11Z)/16:1(9Z)/18:1(11Z)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process.			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C77H142O17P2	InChI=1S/C77H142O17P2/c1-5-9-13-17-21-25-29-33-35-39-41-45-49-53-57-61-74(79)87-67-72(93-76(81)63-59-55-51-47-43-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(94-77(82)64-60-56-52-48-44-38-32-28-24-20-16-12-8-4)68-88-75(80)62-58-54-50-46-42-40-36-34-30-26-22-18-14-10-6-2/h25-32,71-73,78H,5-24,33-70H2,1-4H3,(H,83,84)(H,85,86)/b29-25-,30-26-,31-27-,32-28-/t72-,73-/m1/s1	YFEHEGGPNCCBLD-KGWSIKJJSA-N	1400.972226	28494	HMDB0057931	
BASm0035444	CL(18:0/18:1(9Z)/14:0/14:0)					C73H140O17P2		WRBIVWJZXCZGMI-YIPUVCRBSA-N	1350.956577		HMDB0312964	
BASm0035445	PA(16:0/19:0)	PA(16:0/19:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/19:0), in particular, consists of one hexadecanoyl chain to the C-1 atom, and one nonadecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C38H75O8P		WIDPOMFGDXFDII-PSXMRANNSA-N	690.5199564			
BASm0035446	CDP-DG(16:0/19:0)	CDP-DG(16:0/19:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/19:0), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/19:0) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C47H87N3O15P2		PPXSIRCAIWKWSW-GNXRCVHRSA-N	995.5612431			
BASm0035447	CL(16:0/19:0/19:0/19:0)				[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC	C82H160O17P2	InChI=1S/C82H160O17P2/c1-5-9-13-17-21-25-29-33-36-39-43-47-51-55-59-63-67-80(85)93-73-78(99-82(87)69-65-61-57-53-49-45-41-38-35-31-27-23-19-15-11-7-3)75-97-101(90,91)95-71-76(83)70-94-100(88,89)96-74-77(72-92-79(84)66-62-58-54-50-46-42-32-28-24-20-16-12-8-4)98-81(86)68-64-60-56-52-48-44-40-37-34-30-26-22-18-14-10-6-2/h76-78,83H,5-75H2,1-4H3,(H,88,89)(H,90,91)/t76-,77+,78+/m0/s1	FIYSAHCOWQFMEL-GULVTGOISA-N	1479.113078		HMDB0238999	
BASm0035448	CL(16:0/18:1(9Z)/18:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z))	CL(16:0/18:1(9Z)/18:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process.			[H][C@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC	C83H146O17P2	InChI=1S/C83H146O17P2/c1-5-9-13-17-21-25-29-33-36-37-38-39-42-46-50-54-58-62-66-70-83(88)100-79(74-94-81(86)68-64-60-56-52-48-44-40-34-30-26-22-18-14-10-6-2)76-98-102(91,92)96-72-77(84)71-95-101(89,90)97-75-78(73-93-80(85)67-63-59-55-51-47-43-32-28-24-20-16-12-8-4)99-82(87)69-65-61-57-53-49-45-41-35-31-27-23-19-15-11-7-3/h9,13,21,25-26,30,33,35-36,38-39,41,46,50,58,62,77-79,84H,5-8,10-12,14-20,22-24,27-29,31-32,34,37,40,42-45,47-49,51-57,59-61,63-76H2,1-4H3,(H,89,90)(H,91,92)/b13-9-,25-21-,30-26-,36-33-,39-38-,41-35-,50-46-,62-58-/t77-,78+,79+/m0/s1	ALFSTIOAQYRKAH-LKEHAZLNSA-N	1477.003527	28494	HMDB0056660	
BASm0035449	cis-11-nonadecenoic acid-CoA					C38H65N7O14P2S		BVJFJFUWHRFSHS-SEYXRHQNNA-N	937.378545			
BASm0035450	LysoPA(19:0cycw8/0:0)	LPA(19:0cycw8/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common. LPA(19:0cycw8/0:0), in particular, consists of one chain of 10,11-methyleneoctadecanoic acid at the C-1 position. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.			CCCCCCCC1CC1CCCCCCCCC(=O)OCC(O)COP(O)(O)=O	C22H43O7P	InChI=1S/C22H43O7P/c1-2-3-4-7-10-13-19-16-20(19)14-11-8-5-6-9-12-15-22(24)28-17-21(23)18-29-30(25,26)27/h19-21,23H,2-18H2,1H3,(H2,25,26,27)	GUXHZEDWVBFVRC-UHFFFAOYSA-N	450.2746407	16975		
BASm0035451	PA(19:0cycw8/19:0cycw8)	PA(19:0cycw8/19:0cycw8) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:0cycw8/19:0cycw8), in particular, consists of one chain of 10,11-methyleneoctadecanoic acid at the C-1 position and one chain of 10,11-methyleneoctadecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C41H77O8P		XHORGOVKFHJLAX-GPVBGDBANA-N	728.5356064			
BASm0035452	CDP-DG(19:0cycw8/19:0cycw8)	CDP-DG(19:0cycw8/19:0cycw8) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(19:0cycw8/19:0cycw8), in particular, consists of one chain of 10,11-methyleneoctadecanoic acid at the C-1 position and one chain of 10,11-methyleneoctadecanoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).				C50H89N3O15P2		OKACJZICFWODGE-VKZYCBSKNA-N	1033.576893			
BASm0035453	PA(10:0/10:0(3-OH))	PA(10:0/10:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/10:0(3-OH)), in particular, consists of one chain of capric acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCC	C23H45O9P	InChI=1S/C23H45O9P/c1-3-5-7-9-10-12-14-16-22(25)30-18-21(19-31-33(27,28)29)32-23(26)17-20(24)15-13-11-8-6-4-2/h20-21,24H,3-19H2,1-2H3,(H2,27,28,29)/t20?,21-/m1/s1	GCQIZFTWNRHWLM-BPGUCPLFSA-N	496.28012	16337		
BASm0035454	PA(16:0/19:0cycw7)	PA(16:0/19:0cycw7) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/19:0cycw7), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of lactobacillic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCC1CC1CCCCCC	C38H73O8P	InChI=1S/C38H73O8P/c1-3-5-7-9-10-11-12-13-14-15-18-21-25-29-37(39)44-32-36(33-45-47(41,42)43)46-38(40)30-26-22-19-16-17-20-24-28-35-31-34(35)27-23-8-6-4-2/h34-36H,3-33H2,1-2H3,(H2,41,42,43)/t34?,35?,36-/m1/s1	YXBSUMHNHNPHFR-QAVQJDDCSA-N	688.5043063	16337		
BASm0035455	PA(16:1(9Z)/19:0cycw7)	PA(16:1(9Z)/19:0cycw7) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(9Z)/19:0cycw7), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of lactobacillic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCC1CC1CCCCCC	C38H71O8P	InChI=1S/C38H71O8P/c1-3-5-7-9-10-11-12-13-14-15-18-21-25-29-37(39)44-32-36(33-45-47(41,42)43)46-38(40)30-26-22-19-16-17-20-24-28-35-31-34(35)27-23-8-6-4-2/h11-12,34-36H,3-10,13-33H2,1-2H3,(H2,41,42,43)/b12-11-/t34?,35?,36-/m1/s1	MZSUDBGQBGKSBS-HLULIINISA-N	686.4886562	16337		
BASm0035456	LysoPA(10:0(3-OH)/0:0)	LPA(10:0(3-OH)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common. LPA(10:0(3-OH)/0:0), in particular, consists of one chain of 3-hydroxydecanoic acid at the C-1 position. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.			CCCCCCCC(O)CC(=O)OCC(O)COP(O)(O)=O	C13H27O8P	InChI=1S/C13H27O8P/c1-2-3-4-5-6-7-11(14)8-13(16)20-9-12(15)10-21-22(17,18)19/h11-12,14-15H,2-10H2,1H3,(H2,17,18,19)	ZWQRQZXKHIRZDD-UHFFFAOYSA-N	342.1443548	16975		
BASm0035457	PA(10:0(3-OH)/19:0cycw7)	PA(10:0(3-OH)/19:0cycw7) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0(3-OH)/19:0cycw7), in particular, consists of one chain of 3-hydroxydecanoic acid at the C-1 position and one chain of lactobacillic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCC1CC1CCCCCC	C32H61O9P	InChI=1S/C32H61O9P/c1-3-5-7-12-17-21-29(33)24-32(35)39-25-30(26-40-42(36,37)38)41-31(34)22-18-14-11-9-10-13-16-20-28-23-27(28)19-15-8-6-4-2/h27-30,33H,3-26H2,1-2H3,(H2,36,37,38)/t27?,28?,29?,30-/m1/s1	UCVYYBUAWKZSQZ-VXBYCJGMSA-N	620.4053205	16337		
BASm0035458	PGP(10:0(3-OH)/19:0cycw7)	[(2S)-3-({[(2R)-2-{[10-(2-hexylcyclopropyl)decanoyl]oxy}-3-[(3-hydroxydecanoyl)oxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(10:0(3-OH)/19:0cycv8c) has the chemical formula C35H68O14P2, and an average molecular weight of 774.863. PGP(10:0(3-OH)/19:0cycv8c) is involved in the Phospholipid Biosynthesis CL(10:0(3-OH)/19:0cycv8c/10:0(3-OH)/19:0cycv8c) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C35H68O14P2	InChI=1S/C35H68O14P2/c1-3-5-7-12-17-21-31(36)24-35(39)45-27-33(28-48-51(43,44)47-26-32(37)25-46-50(40,41)42)49-34(38)22-18-14-11-9-10-13-16-20-30-23-29(30)19-15-8-6-4-2/h29-33,36-37H,3-28H2,1-2H3,(H,43,44)(H2,40,41,42)/t29?,30?,31?,32-,33+/m0/s1	KAHVTGIHPZPBLD-QOGUGHGESA-N	774.4084309	37393		
BASm0035459	PA(12:0(3-OH)/19:0cycw7)	PA(12:0(3-OH)/19:0cycw7) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0(3-OH)/19:0cycw7), in particular, consists of one chain of 3-hydroxydecanoic acid at the C-1 position and one chain of lactobacillic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCC1CC1CCCCCC	C34H65O9P	InChI=1S/C34H65O9P/c1-3-5-7-9-11-15-19-23-31(35)26-34(37)41-27-32(28-42-44(38,39)40)43-33(36)24-20-16-13-10-12-14-18-22-30-25-29(30)21-17-8-6-4-2/h29-32,35H,3-28H2,1-2H3,(H2,38,39,40)/t29?,30?,31?,32-/m1/s1	DSTYSTWJRRUMNN-KIHBOBKYSA-N	648.4366207	16337		
BASm0035460	PGP(12:0(3-OH)/19:0cycw7)	[(2S)-3-({[(2R)-2-{[10-(2-hexylcyclopropyl)decanoyl]oxy}-3-[(3-hydroxydodecanoyl)oxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(12:0(3-OH)/19:0cycv8c) has the chemical formula C37H72O14P2, and an average molecular weight of 802.917. PGP(12:0(3-OH)/19:0cycv8c) is involved in the Phospholipid Biosynthesis CL(12:0(3-OH)/19:0cycv8c/12:0(3-OH)/19:0cycv8c) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCC1CC1CCCCCC	C37H72O14P2	InChI=1S/C37H72O14P2/c1-3-5-7-9-11-15-19-23-33(38)26-37(41)47-29-35(30-50-53(45,46)49-28-34(39)27-48-52(42,43)44)51-36(40)24-20-16-13-10-12-14-18-22-32-25-31(32)21-17-8-6-4-2/h31-35,38-39H,3-30H2,1-2H3,(H,45,46)(H2,42,43,44)/t31?,32?,33?,34-,35+/m0/s1	LXMJXUIPONHOSB-BISNVOBLSA-N	802.439731	37393		
BASm0035461	PA(17:0cycw7/10:0(3-OH))	PA(17:0cycw7/10:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(17:0cycw7/10:0(3-OH)), in particular, consists of one chain of 9,10-methylenehexadecanoic acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCC	C30H57O9P	InChI=1S/C30H57O9P/c1-3-5-7-10-15-19-27(31)22-30(33)39-28(24-38-40(34,35)36)23-37-29(32)20-16-12-9-11-14-18-26-21-25(26)17-13-8-6-4-2/h25-28,31H,3-24H2,1-2H3,(H2,34,35,36)/t25?,26?,27?,28-/m1/s1	MAJSJWDJZLCTOY-HLTHPTTOSA-N	592.3740204	16337		
BASm0035462	PA(12:0(3-OH)/12:0(3-OH))	PA(12:0(3-OH)/12:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0(3-OH)/12:0(3-OH)), in particular, consists of one chain of 3-hydroxydecanoic acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCCCC	C27H53O10P	InChI=1S/C27H53O10P/c1-3-5-7-9-11-13-15-17-23(28)19-26(30)35-21-25(22-36-38(32,33)34)37-27(31)20-24(29)18-16-14-12-10-8-6-4-2/h23-25,28-29H,3-22H2,1-2H3,(H2,32,33,34)/t23?,24?,25-/m1/s1	JJDJBKIJMBCEFT-DDJHWDJXSA-N	568.3376349	16337		
BASm0035463	PA(12:0/12:0(3-OH))	PA(12:0/12:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/12:0(3-OH)), in particular, consists of one chain of lauric acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCCCC	C27H53O9P	InChI=1S/C27H53O9P/c1-3-5-7-9-11-12-14-16-18-20-26(29)34-22-25(23-35-37(31,32)33)36-27(30)21-24(28)19-17-15-13-10-8-6-4-2/h24-25,28H,3-23H2,1-2H3,(H2,31,32,33)/t24?,25-/m1/s1	LKHSKDCKXWJWBE-WUBHUQEYSA-N	552.3427203	16337		
BASm0035464	PA(17:0cycw7/12:0(3-OH))	PA(17:0cycw7/12:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(17:0cycw7/12:0(3-OH)), in particular, consists of one chain of 9,10-methylenehexadecanoic acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCCCC	C32H61O9P	InChI=1S/C32H61O9P/c1-3-5-7-9-10-13-17-21-29(33)24-32(35)41-30(26-40-42(36,37)38)25-39-31(34)22-18-14-11-12-16-20-28-23-27(28)19-15-8-6-4-2/h27-30,33H,3-26H2,1-2H3,(H2,36,37,38)/t27?,28?,29?,30-/m1/s1	ZEDKRVWJAOQHSK-VXBYCJGMSA-N	620.4053205	16337		
BASm0035465	PA(19:0cycw7/12:0(3-OH))	PA(19:0cycw7/12:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:0cycw7/12:0(3-OH)), in particular, consists of one chain of lactobacillic acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCCCC	C34H65O9P	InChI=1S/C34H65O9P/c1-3-5-7-9-11-15-19-23-31(35)26-34(37)43-32(28-42-44(38,39)40)27-41-33(36)24-20-16-13-10-12-14-18-22-30-25-29(30)21-17-8-6-4-2/h29-32,35H,3-28H2,1-2H3,(H2,38,39,40)/t29?,30?,31?,32-/m1/s1	REXGVFDCIBLYJV-KIHBOBKYSA-N	648.4366207	16337		
BASm0035466	PA(i-19:0/12:0(3-OH))	PA(i-19:0/12:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(i-19:0/12:0(3-OH)), in particular, consists of one chain of isononadecanoic acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCCCC	C34H67O9P	InChI=1S/C34H67O9P/c1-4-5-6-7-15-19-22-25-31(35)27-34(37)43-32(29-42-44(38,39)40)28-41-33(36)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-30(2)3/h30-32,35H,4-29H2,1-3H3,(H2,38,39,40)/t31?,32-/m1/s1	KETYDXYRDLPBLF-IADGFXSZSA-N	650.4522707	16337		
BASm0035467	CDP-DG(i-19:0/12:0(3-OH))	CDP-DG(19:ISO/12:0(3-OH)) is considered to be a practically insoluble (in water) and relatively neutral molecule. CDP-DG(19:ISO/12:0(3-OH)) may be a unique E.coli metabolite. CDP-DG(19:ISO/12:0(3-OH)) participates in a number of enzymatic reactions. In particular, CDP-DG(19:ISO/12:0(3-OH)) can be biosynthesized from DG(19:ISO/12:0(3-OH)/0:0) and cytidine triphosphate; which is mediated by the enzyme CDP-diglyceride synthetase. Furthermore, CDP-DG(19:ISO/12:0(3-OH)) and glycerol 3-phosphate can be converted into PGP(19:iso/12:0(3-OH)) and cytidine monophosphate; which is catalyzed by the enzyme phosphatidylglycerophosphate synthase. Furthermore, CDP-DG(19:ISO/12:0(3-OH)) can be biosynthesized from DG(19:ISO/12:0(3-OH)/0:0) and cytidine triphosphate; which is catalyzed by the enzyme CDP-diglyceride synthetase. Finally, CDP-DG(19:ISO/12:0(3-OH)) and glycerol 3-phosphate can be converted into PGP(19:iso/12:0(3-OH)) and cytidine monophosphate; which is mediated by the enzyme phosphatidylglycerophosphate synthase.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCCCC	C43H79N3O16P2	InChI=1S/C43H79N3O16P2/c1-4-5-6-7-15-19-22-25-34(47)29-39(49)60-35(30-57-38(48)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-33(2)3)31-58-63(53,54)62-64(55,56)59-32-36-40(50)41(51)42(61-36)46-28-27-37(44)45-43(46)52/h27-28,33-36,40-42,47,50-51H,4-26,29-32H2,1-3H3,(H,53,54)(H,55,56)(H2,44,45,52)/t34?,35-,36-,40+,41?,42-/m1/s1	IHWUOYBLCKJHNF-KMUBYDIESA-N	955.4935575	17962		
BASm0035468	PS(i-19:0/12:0(3-OH))	PS(19:ISO/12:0(3-OH)) is considered to be a practically insoluble (in water) and relatively neutral molecule. PS(19:ISO/12:0(3-OH)) may be a unique E.coli metabolite. PS(19:ISO/12:0(3-OH)) can be converted into PE(19:ISO/12:0(3-OH)); which is catalyzed by the enzyme phosphatidylserine decarboxylase.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CC(O)CCCCCCCCC)C(O)=O	C37H72NO11P	InChI=1S/C37H72NO11P/c1-4-5-6-7-15-19-22-25-32(39)27-36(41)49-33(29-47-50(44,45)48-30-34(38)37(42)43)28-46-35(40)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-31(2)3/h31-34,39H,4-30,38H2,1-3H3,(H,42,43)(H,44,45)/t32?,33-,34+/m1/s1	NRSDBRVMETVIEE-HDXMDBOXSA-N	737.4842991	18303		
BASm0035469	CL(i-19:0/12:0(3-OH)/12:0/12:0)	CL(19:ISO/12:0(3-OH)/12:0/12:0) is considered to be a practically insoluble (in water) and relatively neutral molecule. CL(19:ISO/12:0(3-OH)/12:0/12:0) may be a unique E.coli metabolite. Ethanolamine and CL(19:ISO/12:0(3-OH)/12:0/12:0) can be biosynthesized from PG(19:ISO/12:0(3-OH)) and PE(12:0/12:0) through its interaction with the enzyme cardiolipin synthase c.			[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CC(O)CCCCCCCCC	C64H124O18P2	InChI=1S/C64H124O18P2/c1-6-9-12-15-18-25-31-36-41-46-61(67)75-52-59(81-63(69)48-43-38-33-26-19-16-13-10-7-2)54-79-83(71,72)77-50-58(66)51-78-84(73,74)80-55-60(82-64(70)49-57(65)45-40-35-29-17-14-11-8-3)53-76-62(68)47-42-37-32-28-24-22-20-21-23-27-30-34-39-44-56(4)5/h56-60,65-66H,6-55H2,1-5H3,(H,71,72)(H,73,74)/t57?,58-,59-,60-/m1/s1	QHTMZYQYOIIXFA-QUCVKXQRSA-N	1242.826291	28494		
BASm0035470	PG(i-19:0/12:0(3-OH))	PG(19:ISO/12:0(3-OH)) is considered to be a practically insoluble (in water) and relatively neutral molecule. PG(19:ISO/12:0(3-OH)) may be a unique E.coli metabolite. PG(19:ISO/12:0(3-OH)) participates in a number of enzymatic reactions. In particular, PG(19:ISO/12:0(3-OH)) can be biosynthesized from PGP(19:iso/12:0(3-OH)); which is catalyzed by the enzyme phosphatidylglycerophosphatase. Furthermore, PG(19:ISO/12:0(3-OH)) and PE(12:0/12:0) can be converted into ethanolamine and CL(19:ISO/12:0(3-OH)/12:0/12:0) through the action of the enzyme cardiolipin synthase c. Furthermore, PG(19:ISO/12:0(3-OH)) can be biosynthesized from PGP(19:iso/12:0(3-OH)) through the action of the enzyme phosphatidylglycerophosphatase. Finally, PG(19:ISO/12:0(3-OH)) can be converted into glycerol and CL(19:ISO/12:0(3-OH)/19:ISO/12:0(3-OH)); which is catalyzed by the enzyme cardiolipin synthase.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CC(O)CCCCCCCCC	C37H73O11P	InChI=1S/C37H73O11P/c1-4-5-6-7-15-19-22-25-33(39)27-37(42)48-35(31-47-49(43,44)46-29-34(40)28-38)30-45-36(41)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-32(2)3/h32-35,38-40H,4-31H2,1-3H3,(H,43,44)/t33?,34-,35+/m0/s1	UOPWRRQJYQWUOE-ZYVKZGOESA-N	724.4890502	17517		
BASm0035471	PA(14:0(3-OH)/14:0(3-OH))	PA(14:0(3-OH)/14:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0(3-OH)/14:0(3-OH)), in particular, consists of one chain of 3-hydroxytetradecanoic acid at the C-1 position and one chain of 3-hydroxytetradecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCCCCCC	C31H61O10P	InChI=1S/C31H61O10P/c1-3-5-7-9-11-13-15-17-19-21-27(32)23-30(34)39-25-29(26-40-42(36,37)38)41-31(35)24-28(33)22-20-18-16-14-12-10-8-6-4-2/h27-29,32-33H,3-26H2,1-2H3,(H2,36,37,38)/t27?,28?,29-/m1/s1	PEHITLDXSNCWSM-BVDFDZHASA-N	624.4002352	16337		
BASm0035472	PA(14:0/14:0(3-OH))	PA(14:0/14:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/14:0(3-OH)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of 3-hydroxytetradecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCCCCCC	C31H61O9P	InChI=1S/C31H61O9P/c1-3-5-7-9-11-13-14-16-18-20-22-24-30(33)38-26-29(27-39-41(35,36)37)40-31(34)25-28(32)23-21-19-17-15-12-10-8-6-4-2/h28-29,32H,3-27H2,1-2H3,(H2,35,36,37)/t28?,29-/m1/s1	UBJNNHKGIDGTTH-YPJJGMIRSA-N	608.4053205	16337		
BASm0035473	PA(15:0/14:0(3-OH))	PA(15:0/14:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0/14:0(3-OH)), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of 3-hydroxytetradecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCCCCCC	C32H63O9P	InChI=1S/C32H63O9P/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-31(34)39-27-30(28-40-42(36,37)38)41-32(35)26-29(33)24-22-20-18-16-12-10-8-6-4-2/h29-30,33H,3-28H2,1-2H3,(H2,36,37,38)/t29?,30-/m1/s1	JBQUPEFNTQOZNZ-BDCODIICSA-N	622.4209706	16337		
BASm0035474	PA(16:0/14:0(3-OH))	PA(16:0/14:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/14:0(3-OH)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of 3-hydroxytetradecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCCCCCC	C33H65O9P	InChI=1S/C33H65O9P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-32(35)40-28-31(29-41-43(37,38)39)42-33(36)27-30(34)25-23-21-19-17-12-10-8-6-4-2/h30-31,34H,3-29H2,1-2H3,(H2,37,38,39)/t30?,31-/m1/s1	CTMASZYGGDHXKP-NLIBRCFJSA-N	636.4366207	16337		
BASm0035475	PA(16:1(9Z)/14:0(3-OH))	PA(16:1(9Z)/14:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(9Z)/14:0(3-OH)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of 3-hydroxytetradecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCCCCCC	C33H63O9P	InChI=1S/C33H63O9P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-32(35)40-28-31(29-41-43(37,38)39)42-33(36)27-30(34)25-23-21-19-17-12-10-8-6-4-2/h13-14,30-31,34H,3-12,15-29H2,1-2H3,(H2,37,38,39)/b14-13-/t30?,31-/m1/s1	WDVJDWVLEHCJBR-ZWAANNDLSA-N	634.4209706	16337		
BASm0035476	PA(i-19:0/14:0(3-OH))	PA(i-19:0/14:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(i-19:0/14:0(3-OH)), in particular, consists of one chain of isononadecanoic acid at the C-1 position and one chain of 3-hydroxytetradecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCCCCCC	C36H71O9P	InChI=1S/C36H71O9P/c1-4-5-6-7-8-14-18-21-24-27-33(37)29-36(39)45-34(31-44-46(40,41)42)30-43-35(38)28-25-22-19-16-13-11-9-10-12-15-17-20-23-26-32(2)3/h32-34,37H,4-31H2,1-3H3,(H2,40,41,42)/t33?,34-/m1/s1	JFMKIYKWRCZXLY-MUADHRSZSA-N	678.4835709	16337		
BASm0035477	CDP-DG(i-19:0/14:0(3-OH))	CDP-DG(19:ISO/14:0(3-OH)) is considered to be a practically insoluble (in water) and relatively neutral molecule. CDP-DG(19:ISO/14:0(3-OH)) may be a unique E.coli metabolite. CDP-DG(19:ISO/14:0(3-OH)) participates in a number of enzymatic reactions. In particular, CDP-DG(19:ISO/14:0(3-OH)) can be biosynthesized from DG(19:ISO/14:0(3-OH)/0:0) and cytidine triphosphate through its interaction with the enzyme CDP-diglyceride synthetase. Furthermore, CDP-DG(19:ISO/14:0(3-OH)) and glycerol 3-phosphate can be converted into PGP(19:iso/14:0(3-OH)) and cytidine monophosphate; which is mediated by the enzyme phosphatidylglycerophosphate synthase. Furthermore, CDP-DG(19:ISO/14:0(3-OH)) can be biosynthesized from DG(19:ISO/14:0(3-OH)/0:0) and cytidine triphosphate; which is mediated by the enzyme CDP-diglyceride synthetase. Finally, CDP-DG(19:ISO/14:0(3-OH)) and glycerol 3-phosphate can be converted into PGP(19:iso/14:0(3-OH)) and cytidine monophosphate through its interaction with the enzyme phosphatidylglycerophosphate synthase.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCCCCCC	C45H83N3O16P2	InChI=1S/C45H83N3O16P2/c1-4-5-6-7-8-14-18-21-24-27-36(49)31-41(51)62-37(32-59-40(50)28-25-22-19-16-13-11-9-10-12-15-17-20-23-26-35(2)3)33-60-65(55,56)64-66(57,58)61-34-38-42(52)43(53)44(63-38)48-30-29-39(46)47-45(48)54/h29-30,35-38,42-44,49,52-53H,4-28,31-34H2,1-3H3,(H,55,56)(H,57,58)(H2,46,47,54)/t36?,37-,38-,42+,43?,44-/m1/s1	OPKQPTPJNDDGCE-CYKRCTKZSA-N	983.5248576	17962		
BASm0035478	PS(i-19:0/14:0(3-OH))	PS(19:ISO/14:0(3-OH)) is considered to be a practically insoluble (in water) and relatively neutral molecule. PS(19:ISO/14:0(3-OH)) may be a unique E.coli metabolite. PS(19:ISO/14:0(3-OH)) can be converted into PE(19:ISO/14:0(3-OH)) through the action of the enzyme phosphatidylserine decarboxylase.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CC(O)CCCCCCCCCCC)C(O)=O	C39H76NO11P	InChI=1S/C39H76NO11P/c1-4-5-6-7-8-14-18-21-24-27-34(41)29-38(43)51-35(31-49-52(46,47)50-32-36(40)39(44)45)30-48-37(42)28-25-22-19-16-13-11-9-10-12-15-17-20-23-26-33(2)3/h33-36,41H,4-32,40H2,1-3H3,(H,44,45)(H,46,47)/t34?,35-,36+/m1/s1	ASJXCOOCWAYWIO-LHMNTNOJSA-N	765.5155993	18303		
BASm0035479	CL(i-19:0/14:0(3-OH)/14:0/14:0)	CL(19:ISO/14:0(3-OH)/14:0/14:0) is considered to be a practically insoluble (in water) and relatively neutral molecule. CL(19:ISO/14:0(3-OH)/14:0/14:0) may be a unique E.coli metabolite. Ethanolamine and CL(19:ISO/14:0(3-OH)/14:0/14:0) can be biosynthesized from PG(19:ISO/14:0(3-OH)) and PE(14:0/14:0) through its interaction with the enzyme cardiolipin synthase c.			[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CC(O)CCCCCCCCCCC	C70H136O18P2	InChI=1S/C70H136O18P2/c1-6-9-12-15-18-21-26-32-37-42-47-52-67(73)81-58-65(87-69(75)54-49-44-39-34-27-22-19-16-13-10-7-2)60-85-89(77,78)83-56-64(72)57-84-90(79,80)86-61-66(88-70(76)55-63(71)51-46-41-36-30-20-17-14-11-8-3)59-82-68(74)53-48-43-38-33-29-25-23-24-28-31-35-40-45-50-62(4)5/h62-66,71-72H,6-61H2,1-5H3,(H,77,78)(H,79,80)/t63?,64-,65-,66-/m1/s1	ISQQOEJHCCDMOX-DNPRRJKTSA-N	1326.920192	28494		
BASm0035480	PG(i-19:0/14:0(3-OH))	A glycerophosphoglycerol that is glycerol in which the hydrogen of one of the primary hydroxy groups has been replaced by a phosphatidyl group (ChEBI). PG(19:ISO/14:0(3-OH)) has the chemical formula C39H77O11P, and an average molecular weight of 753.008. PG(19:ISO/14:0(3-OH)) is involved in a couple of pathways, which are Phospholipid Biosynthesis CL(19:iso/14:0(3-OH)/14:0/14:0) Pathway and Phospholipid Biosynthesis CL(19:iso/14:0(3-OH)/19:iso/14:0(3-OH)) Pathway.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CC(O)CCCCCCCCCCC	C39H77O11P	InChI=1S/C39H77O11P/c1-4-5-6-7-8-14-18-21-24-27-35(41)29-39(44)50-37(33-49-51(45,46)48-31-36(42)30-40)32-47-38(43)28-25-22-19-16-13-11-9-10-12-15-17-20-23-26-34(2)3/h34-37,40-42H,4-33H2,1-3H3,(H,45,46)/t35?,36-,37+/m0/s1	YWSQPWCEOLJTJR-AYZHLZKXSA-N	752.5203503	17517		
BASm0035481	PA(16:0/17:0cycw7)	PA(16:0/17:0cycw7) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/17:0cycw7), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of 9,10-methylenehexadecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCC1CC1CCCCCC	C36H69O8P	InChI=1S/C36H69O8P/c1-3-5-7-9-10-11-12-13-14-15-16-19-23-27-35(37)42-30-34(31-43-45(39,40)41)44-36(38)28-24-20-17-18-22-26-33-29-32(33)25-21-8-6-4-2/h32-34H,3-31H2,1-2H3,(H2,39,40,41)/t32?,33?,34-/m1/s1	KAQASFCTFRAYEB-NGYOKKRJSA-N	660.4730062	16337		
BASm0035482	PA(16:1(9Z)/17:0cycw7)	PA(16:1(9Z)/17:0cycw7) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(9Z)/17:0cycw7), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of 9,10-methylenehexadecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCC1CC1CCCCCC	C36H67O8P	InChI=1S/C36H67O8P/c1-3-5-7-9-10-11-12-13-14-15-16-19-23-27-35(37)42-30-34(31-43-45(39,40)41)44-36(38)28-24-20-17-18-22-26-33-29-32(33)25-21-8-6-4-2/h11-12,32-34H,3-10,13-31H2,1-2H3,(H2,39,40,41)/b12-11-/t32?,33?,34-/m1/s1	WVFKKGKPNPTZLX-OXCHBZMUSA-N	658.4573561	16337		
BASm0035483	PA(10:0(3-OH)/17:0cycw7)	PA(10:0(3-OH)/17:0cycw7) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0(3-OH)/17:0cycw7), in particular, consists of one chain of 3-hydroxydecanoic acid at the C-1 position and one chain of 9,10-methylenehexadecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCC1CC1CCCCCC	C30H57O9P	InChI=1S/C30H57O9P/c1-3-5-7-10-15-19-27(31)22-30(33)37-23-28(24-38-40(34,35)36)39-29(32)20-16-12-9-11-14-18-26-21-25(26)17-13-8-6-4-2/h25-28,31H,3-24H2,1-2H3,(H2,34,35,36)/t25?,26?,27?,28-/m1/s1	WWTVGWZJPCCCAY-HLTHPTTOSA-N	592.3740204	16337		
BASm0035484	PA(10:0/17:0cycw7)	PA(10:0/17:0cycw7) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/17:0cycw7), in particular, consists of one chain of capric acid at the C-1 position and one chain of 9,10-methylenehexadecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCC1CC1CCCCCC	C30H57O8P	InChI=1S/C30H57O8P/c1-3-5-7-9-10-13-17-21-29(31)36-24-28(25-37-39(33,34)35)38-30(32)22-18-14-11-12-16-20-27-23-26(27)19-15-8-6-4-2/h26-28H,3-25H2,1-2H3,(H2,33,34,35)/t26?,27?,28-/m1/s1	ZNZVRQWQAIIMQP-KGRUDDIFSA-N	576.3791058	16337		
BASm0035485	PG(10:0/17:0cycw7)	PG(10:0/17:0cycw7) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(10:0/17:0cycw7), in particular, consists of one chain of capric acid at the C-1 position and one chain of 9,10-methylenehexadecanoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C33H63O10P	InChI=1S/C33H63O10P/c1-3-5-7-9-10-13-17-21-32(36)40-26-31(27-42-44(38,39)41-25-30(35)24-34)43-33(37)22-18-14-11-12-16-20-29-23-28(29)19-15-8-6-4-2/h28-31,34-35H,3-27H2,1-2H3,(H,38,39)/t28?,29?,30-,31+/m0/s1	ASEVYBMEWAFOMK-UFADHCMUSA-N	650.4158852	17517		
BASm0035486	PA(12:0(3-OH)/17:0cycw7)	PA(12:0(3-OH)/17:0cycw7) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0(3-OH)/17:0cycw7), in particular, consists of one chain of 3-hydroxydecanoic acid at the C-1 position and one chain of 9,10-methylenehexadecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCC1CC1CCCCCC	C32H61O9P	InChI=1S/C32H61O9P/c1-3-5-7-9-10-13-17-21-29(33)24-32(35)39-25-30(26-40-42(36,37)38)41-31(34)22-18-14-11-12-16-20-28-23-27(28)19-15-8-6-4-2/h27-30,33H,3-26H2,1-2H3,(H2,36,37,38)/t27?,28?,29?,30-/m1/s1	LWQCDJPDHIZEJP-VXBYCJGMSA-N	620.4053205	16337		
BASm0035487	PA(12:0/17:0cycw7)	PA(12:0/17:0cycw7) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/17:0cycw7), in particular, consists of one chain of lauric acid at the C-1 position and one chain of 9,10-methylenehexadecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCC1CC1CCCCCC	C32H61O8P	InChI=1S/C32H61O8P/c1-3-5-7-9-10-11-12-15-19-23-31(33)38-26-30(27-39-41(35,36)37)40-32(34)24-20-16-13-14-18-22-29-25-28(29)21-17-8-6-4-2/h28-30H,3-27H2,1-2H3,(H2,35,36,37)/t28?,29?,30-/m1/s1	RLKLMDIXSCBLTG-QGVFFIPKSA-N	604.4104059	16337		
BASm0035488	PG(12:0/17:0cycw7)	PG(12:0/17:0cycw7) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(12:0/17:0cycw7), in particular, consists of one chain of lauric acid at the C-1 position and one chain of 9,10-methylenehexadecanoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C35H67O10P	InChI=1S/C35H67O10P/c1-3-5-7-9-10-11-12-15-19-23-34(38)42-28-33(29-44-46(40,41)43-27-32(37)26-36)45-35(39)24-20-16-13-14-18-22-31-25-30(31)21-17-8-6-4-2/h30-33,36-37H,3-29H2,1-2H3,(H,40,41)/t30?,31?,32-,33+/m0/s1	LORLTLICBPTUNQ-WBJUMYHASA-N	678.4471854	17517		
BASm0035489	PA(16:1(9Z)/15:0cycw5)	PA(16:1(9Z)/15:0cycw5) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(9Z)/15:0cycw5), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of 9,10-methylenetetradecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCC1CC1CCCC	C34H63O8P	InChI=1S/C34H63O8P/c1-3-5-7-8-9-10-11-12-13-14-15-18-21-25-33(35)40-28-32(29-41-43(37,38)39)42-34(36)26-22-19-16-17-20-24-31-27-30(31)23-6-4-2/h10-11,30-32H,3-9,12-29H2,1-2H3,(H2,37,38,39)/b11-10-/t30?,31?,32-/m1/s1	XSLVIKKYYBSUKY-DFLPVZPWSA-N	630.426056	16337		
BASm0035490	PS(16:1(9Z)/15:0cycw5)	PS(16:1(9Z)/15:0cycw5) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(16:1(9Z)/15:0cycw5), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of 9,10-methylenetetradecanoic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCCC1CC1CCCC	C37H68NO10P	InChI=1S/C37H68NO10P/c1-3-5-7-8-9-10-11-12-13-14-15-18-21-25-35(39)45-28-33(29-46-49(43,44)47-30-34(38)37(41)42)48-36(40)26-22-19-16-17-20-24-32-27-31(32)23-6-4-2/h10-11,31-34H,3-9,12-30,38H2,1-2H3,(H,41,42)(H,43,44)/b11-10-/t31?,32?,33-,34+/m1/s1	ADVSXAFUWBVERS-UNIZJFOLSA-N	717.4580844	18303		
BASm0035491	PE(16:1(9Z)/15:0cycw5)	PE(16:1(9Z)/15:0cycw5) is a phosphatidylethanolamine (PE). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(16:1(9Z)/15:0cycw5), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of 9,10-methylenetetradecanoic acid at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells as well as being involved in metabolism and signaling. The fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1CC1CCCC	C36H68NO8P	InChI=1S/C36H68NO8P/c1-3-5-7-8-9-10-11-12-13-14-15-18-21-25-35(38)42-30-34(31-44-46(40,41)43-28-27-37)45-36(39)26-22-19-16-17-20-24-33-29-32(33)23-6-4-2/h10-11,32-34H,3-9,12-31,37H2,1-2H3,(H,40,41)/b11-10-/t32?,33?,34-/m1/s1	MAOKRKVIMPGBIQ-BGULLLGJSA-N	673.4682552	16337		
BASm0035492	PA(17:0cycw7/15:0cycw5)	PA(17:0cycw7/15:0cycw5) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(17:0cycw7/15:0cycw5), in particular, consists of one chain of 9,10-methylenehexadecanoic acid at the C-1 position and one chain of 9,10-methylenetetradecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCC1CC1CCCC	C35H65O8P	InChI=1S/C35H65O8P/c1-3-5-7-14-20-31-26-32(31)22-16-10-8-12-17-23-34(36)41-27-33(28-42-44(38,39)40)43-35(37)24-18-13-9-11-15-21-30-25-29(30)19-6-4-2/h29-33H,3-28H2,1-2H3,(H2,38,39,40)/t29?,30?,31?,32?,33-/m1/s1	LWFCKQDQSVIJLV-CAYVVRKDSA-N	644.4417061	16337		
BASm0035493	LysoPA(19:0/0:0)	LPA(19:0/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common. LPA(19:0/0:0), in particular, consists of one chain of nonadecylic acid at the C-1 position. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.			CCCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(O)(O)=O	C22H45O7P	InChI=1S/C22H45O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-22(24)28-19-21(23)20-29-30(25,26)27/h21,23H,2-20H2,1H3,(H2,25,26,27)	YAERNOYIELLICR-UHFFFAOYSA-N	452.2902908	16975	HMDB0114746	
BASm0035494	PA(19:0/18:1(11Z))	PA(19:0/18:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:0/18:1(11Z)), in particular, consists of one chain of nonadecylic acid at the C-1 position and one chain of cis-vaccenic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C40H77O8P	InChI=1S/C40H77O8P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-39(41)46-36-38(37-47-49(43,44)45)48-40(42)35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h14,16,38H,3-13,15,17-37H2,1-2H3,(H2,43,44,45)/b16-14-/t38-/m1/s1	OXAAOTOSFLDWRK-GFPLNVHWSA-N	716.5356064	16337		
BASm0035495	PA(16:1(9Z)/10:0)	PA(16:1(9Z)/10:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(9Z)/10:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of capric acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC	C29H55O8P	InChI=1S/C29H55O8P/c1-3-5-7-9-11-12-13-14-15-16-18-19-21-23-28(30)35-25-27(26-36-38(32,33)34)37-29(31)24-22-20-17-10-8-6-4-2/h12-13,27H,3-11,14-26H2,1-2H3,(H2,32,33,34)/b13-12-/t27-/m1/s1	YOGYAMFKNAXBDN-MEOKJUQFSA-N	562.3634557	16337		
BASm0035496	PG(16:1(9Z)/10:0)	PG(16:1(9Z)/10:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(16:1(9Z)/10:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of capric acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC	C32H61O10P	InChI=1S/C32H61O10P/c1-3-5-7-9-11-12-13-14-15-16-18-19-21-23-31(35)39-27-30(28-41-43(37,38)40-26-29(34)25-33)42-32(36)24-22-20-17-10-8-6-4-2/h12-13,29-30,33-34H,3-11,14-28H2,1-2H3,(H,37,38)/b13-12-/t29-,30+/m0/s1	QBVHKLMLFICNMR-VGIDYUOLSA-N	636.4002352	17517		
BASm0035497	PA(17:0cycw7/10:0)	PA(17:0cycw7/10:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(17:0cycw7/10:0), in particular, consists of one chain of 9,10-methylenehexadecanoic acid at the C-1 position and one chain of capric acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC	C30H57O8P	InChI=1S/C30H57O8P/c1-3-5-7-9-10-13-18-22-30(32)38-28(25-37-39(33,34)35)24-36-29(31)21-17-14-11-12-16-20-27-23-26(27)19-15-8-6-4-2/h26-28H,3-25H2,1-2H3,(H2,33,34,35)/t26?,27?,28-/m1/s1	VTABFGUMIZUSAX-KGRUDDIFSA-N	576.3791058	16337		
BASm0035498	PS(17:0cycw7/10:0)	PS(17:0cycw7/10:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(17:0cycw7/10:0), in particular, consists of one chain of 9,10-methylenehexadecanoic acid at the C-1 position and one chain of capric acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCC)C(O)=O	C33H62NO10P	InChI=1S/C33H62NO10P/c1-3-5-7-9-10-13-18-22-32(36)44-29(25-42-45(39,40)43-26-30(34)33(37)38)24-41-31(35)21-17-14-11-12-16-20-28-23-27(28)19-15-8-6-4-2/h27-30H,3-26,34H2,1-2H3,(H,37,38)(H,39,40)/t27?,28?,29-,30+/m1/s1	VUEMSYROZXXTFK-HZPHIZQBSA-N	663.4111342	18303		
BASm0035499	PG(17:0cycw7/10:0)	PG(17:0cycw7/10:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(17:0cycw7/10:0), in particular, consists of one chain of 9,10-methylenehexadecanoic acid at the C-1 position and one chain of capric acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCC	C33H63O10P	InChI=1S/C33H63O10P/c1-3-5-7-9-10-13-18-22-33(37)43-31(27-42-44(38,39)41-25-30(35)24-34)26-40-32(36)21-17-14-11-12-16-20-29-23-28(29)19-15-8-6-4-2/h28-31,34-35H,3-27H2,1-2H3,(H,38,39)/t28?,29?,30-,31+/m0/s1	BZBYQYWTLGGGHI-UFADHCMUSA-N	650.4158852	17517		
BASm0035500	PA(12:0(3-OH)/12:0)	PA(12:0(3-OH)/12:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0(3-OH)/12:0), in particular, consists of one chain of 3-hydroxydecanoic acid at the C-1 position and one chain of lauric acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCC	C27H53O9P	InChI=1S/C27H53O9P/c1-3-5-7-9-11-12-14-16-18-20-26(29)36-25(23-35-37(31,32)33)22-34-27(30)21-24(28)19-17-15-13-10-8-6-4-2/h24-25,28H,3-23H2,1-2H3,(H2,31,32,33)/t24?,25-/m1/s1	KCKXYWKAYBCEBB-WUBHUQEYSA-N	552.3427203	16337		
BASm0035501	PA(16:0/12:0)	PA(16:0/12:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/12:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of lauric acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCC	C31H61O8P	InChI=1S/C31H61O8P/c1-3-5-7-9-11-13-14-15-16-18-19-21-23-25-30(32)37-27-29(28-38-40(34,35)36)39-31(33)26-24-22-20-17-12-10-8-6-4-2/h29H,3-28H2,1-2H3,(H2,34,35,36)/t29-/m1/s1	AJYOEPIKEFNKIO-GDLZYMKVSA-N	592.4104059	16337		
BASm0035502	PA(16:1(9Z)/12:0)	PA(16:1(9Z)/12:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(9Z)/12:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of lauric acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCC	C31H59O8P	InChI=1S/C31H59O8P/c1-3-5-7-9-11-13-14-15-16-18-19-21-23-25-30(32)37-27-29(28-38-40(34,35)36)39-31(33)26-24-22-20-17-12-10-8-6-4-2/h13-14,29H,3-12,15-28H2,1-2H3,(H2,34,35,36)/b14-13-/t29-/m1/s1	SKCPCGZGAOJJNG-FOIMXDHRSA-N	590.3947559	16337		
BASm0035503	PA(17:0cycw7/12:0)	PA(17:0cycw7/12:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(17:0cycw7/12:0), in particular, consists of one chain of 9,10-methylenehexadecanoic acid at the C-1 position and one chain of lauric acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCC	C32H61O8P	InChI=1S/C32H61O8P/c1-3-5-7-9-10-11-12-15-20-24-32(34)40-30(27-39-41(35,36)37)26-38-31(33)23-19-16-13-14-18-22-29-25-28(29)21-17-8-6-4-2/h28-30H,3-27H2,1-2H3,(H2,35,36,37)/t28?,29?,30-/m1/s1	SUBHGMYRMKZLFI-QGVFFIPKSA-N	604.4104059	16337		
BASm0035504	PG(17:0cycw7/12:0)	PG(17:0cycw7/12:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(17:0cycw7/12:0), in particular, consists of one chain of 9,10-methylenehexadecanoic acid at the C-1 position and one chain of lauric acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCC	C35H67O10P	InChI=1S/C35H67O10P/c1-3-5-7-9-10-11-12-15-20-24-35(39)45-33(29-44-46(40,41)43-27-32(37)26-36)28-42-34(38)23-19-16-13-14-18-22-31-25-30(31)21-17-8-6-4-2/h30-33,36-37H,3-29H2,1-2H3,(H,40,41)/t30?,31?,32-,33+/m0/s1	OOXGBOGTCIGFEC-WBJUMYHASA-N	678.4471854	17517		
BASm0035505	PA(18:1(11Z)/12:0)	PA(18:1(11Z)/12:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(11Z)/12:0), in particular, consists of one chain of cis-vaccenic acid at the C-1 position and one chain of lauric acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCC	C33H63O8P	InChI=1S/C33H63O8P/c1-3-5-7-9-11-13-14-15-16-17-18-20-21-23-25-27-32(34)39-29-31(30-40-42(36,37)38)41-33(35)28-26-24-22-19-12-10-8-6-4-2/h13-14,31H,3-12,15-30H2,1-2H3,(H2,36,37,38)/b14-13-/t31-/m1/s1	SDRDGSXLAKESOC-LLDSFBTISA-N	618.426056	16337		
BASm0035506	PG(18:1(11Z)/12:0)	PG(18:1(11Z)/12:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(18:1(11Z)/12:0), in particular, consists of one chain of cis-vaccenic acid at the C-1 position and one chain of lauric acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC	C36H69O10P	InChI=1S/C36H69O10P/c1-3-5-7-9-11-13-14-15-16-17-18-20-21-23-25-27-35(39)43-31-34(32-45-47(41,42)44-30-33(38)29-37)46-36(40)28-26-24-22-19-12-10-8-6-4-2/h13-14,33-34,37-38H,3-12,15-32H2,1-2H3,(H,41,42)/b14-13-/t33-,34+/m0/s1	DZNWZDYUXNLBIK-PVYVHHQGSA-N	692.4628354	17517		
BASm0035507	PA(16:1(9Z)/19:0)	PA(16:1(9Z)/19:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(9Z)/19:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of nonadecylic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCCC	C38H73O8P	InChI=1S/C38H73O8P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-38(40)46-36(35-45-47(41,42)43)34-44-37(39)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h14,16,36H,3-13,15,17-35H2,1-2H3,(H2,41,42,43)/b16-14-/t36-/m1/s1	GZQRGQZTASYIJS-ZYODFBQNSA-N	688.5043063	16337		
BASm0035508	PA(18:1(11Z)/19:0)	PA(18:1(11Z)/19:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(11Z)/19:0), in particular, consists of one chain of cis-vaccenic acid at the C-1 position and one chain of nonadecylic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCCC	C40H77O8P	InChI=1S/C40H77O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-40(42)48-38(37-47-49(43,44)45)36-46-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,38H,3-13,15,17-37H2,1-2H3,(H2,43,44,45)/b16-14-/t38-/m1/s1	DXAOWEKGFFZDGK-GFPLNVHWSA-N	716.5356064	16337		
BASm0035509	PA(14:0(3-OH)/16:1(9Z))	PA(14:0(3-OH)/16:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0(3-OH)/16:1(9Z)), in particular, consists of one chain of 3-hydroxytetradecanoic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC	C33H63O9P	InChI=1S/C33H63O9P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-32(35)42-31(29-41-43(37,38)39)28-40-33(36)27-30(34)25-23-21-19-17-12-10-8-6-4-2/h13-14,30-31,34H,3-12,15-29H2,1-2H3,(H2,37,38,39)/b14-13-/t30?,31-/m1/s1	JMEITQSPXLTMCP-ZWAANNDLSA-N	634.4209706	16337		
BASm0035510	LysoPA(17:0/0:0)	LPA(17:0/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common. LPA(17:0/0:0), in particular, consists of one chain of margaric acid at the C-1 position. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.			CCCCCCCCCCCCCCCCC(=O)OCC(O)COP(O)(O)=O	C20H41O7P	InChI=1S/C20H41O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(22)26-17-19(21)18-27-28(23,24)25/h19,21H,2-18H2,1H3,(H2,23,24,25)	AXKVUJMUBAXXKG-UHFFFAOYSA-N	424.2589907	16975		
BASm0035511	PA(17:0/16:1(9Z))	PA(17:0/16:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(17:0/16:1(9Z)), in particular, consists of one chain of margaric acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC	C36H69O8P	InChI=1S/C36H69O8P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-35(37)42-32-34(33-43-45(39,40)41)44-36(38)31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h14,16,34H,3-13,15,17-33H2,1-2H3,(H2,39,40,41)/b16-14-/t34-/m1/s1	CSJIEBSKNZPSGE-CVBYVTFXSA-N	660.4730062	16337		
BASm0035512	PA(19:0/16:1(9Z))	PA(19:0/16:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:0/16:1(9Z)), in particular, consists of one chain of nonadecylic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC	C38H73O8P	InChI=1S/C38H73O8P/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-32-37(39)44-34-36(35-45-47(41,42)43)46-38(40)33-31-29-27-25-23-20-16-14-12-10-8-6-4-2/h14,16,36H,3-13,15,17-35H2,1-2H3,(H2,41,42,43)/b16-14-/t36-/m1/s1	BRKVGFWPVUZSOH-ZYODFBQNSA-N	688.5043063	16337		
BASm0035513	PA(16:1(9Z)/16:0)	PA(16:1(9Z)/16:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(9Z)/16:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of palmitic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC	C35H67O8P	InChI=1S/C35H67O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(36)41-31-33(32-42-44(38,39)40)43-35(37)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,33H,3-12,14,16-32H2,1-2H3,(H2,38,39,40)/b15-13-/t33-/m1/s1	RCNDQKSBSIYZCH-AVKQKRQHSA-N	646.4573561	16337	HMDB0114855	
BASm0035514	PA(17:0cycw7/16:0)	PA(17:0cycw7/16:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(17:0cycw7/16:0), in particular, consists of one chain of 9,10-methylenehexadecanoic acid at the C-1 position and one chain of palmitic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC	C36H69O8P	InChI=1S/C36H69O8P/c1-3-5-7-9-10-11-12-13-14-15-16-19-24-28-36(38)44-34(31-43-45(39,40)41)30-42-35(37)27-23-20-17-18-22-26-33-29-32(33)25-21-8-6-4-2/h32-34H,3-31H2,1-2H3,(H2,39,40,41)/t32?,33?,34-/m1/s1	MPPRCABMUXDXED-NGYOKKRJSA-N	660.4730062	16337		
BASm0035515	PA(14:0(3-OH)/16:0)	PA(14:0(3-OH)/16:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0(3-OH)/16:0), in particular, consists of one chain of 3-hydroxytetradecanoic acid at the C-1 position and one chain of palmitic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC	C33H65O9P	InChI=1S/C33H65O9P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-32(35)42-31(29-41-43(37,38)39)28-40-33(36)27-30(34)25-23-21-19-17-12-10-8-6-4-2/h30-31,34H,3-29H2,1-2H3,(H2,37,38,39)/t30?,31-/m1/s1	UQBURNVBWGCGOO-NLIBRCFJSA-N	636.4366207	16337		
BASm0035516	PA(16:1(9Z)/14:0)	PA(16:1(9Z)/14:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(9Z)/14:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of myristic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCC	C33H63O8P	InChI=1S/C33H63O8P/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-32(34)39-29-31(30-40-42(36,37)38)41-33(35)28-26-24-22-20-17-14-12-10-8-6-4-2/h13,15,31H,3-12,14,16-30H2,1-2H3,(H2,36,37,38)/b15-13-/t31-/m1/s1	OWISBOVYVBAGEO-UFOOELKISA-N	618.426056	16337	HMDB0114852	
BASm0035517	PA(14:0(3-OH)/14:0)	PA(14:0(3-OH)/14:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0(3-OH)/14:0), in particular, consists of one chain of 3-hydroxytetradecanoic acid at the C-1 position and one chain of myristic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCC	C31H61O9P	InChI=1S/C31H61O9P/c1-3-5-7-9-11-13-14-16-18-20-22-24-30(33)40-29(27-39-41(35,36)37)26-38-31(34)25-28(32)23-21-19-17-15-12-10-8-6-4-2/h28-29,32H,3-27H2,1-2H3,(H2,35,36,37)/t28?,29-/m1/s1	GQKDYKURJYVPHG-YPJJGMIRSA-N	608.4053205	16337		
BASm0035518	Disulfide	Disulfides, also known as HSSH or hydrogen sulfide, belongs to the class of inorganic compounds known as other non-metal sulfides. These are inorganic compounds containing a sulfur atom of an oxidation state of -2, in which the heaviest atom bonded to the oxygen belongs to the class of other non-metals. Outside of the human body, disulfides can be found in soft-necked garlic. This makes disulfides a potential biomarker for the consumption of this food product.			SS	H2S2	InChI=1S/H2S2/c1-2/h1-2H	BWGNESOTFCXPMA-UHFFFAOYSA-N	65.95979144	33114	HMDB0061376	
BASm0035519	PS(16:1(9Z)/19:1(9Z))	1-(9Z-hexadecenoyl)-2-(9Z-nonadecenoyl)-sn-glycero-3-phosphoserine				C41H76NO10P		DBFNDQZIEOOTTG-BILDVAMGSA-N	773.5206846			
BASm0035520	CL(16:1(9Z)/19:1(9Z)/16:1(9Z)/19:1(9Z))	1'-[1-(9Z-hexadecenoyl),2-(9Z-nonadecenoyl)-sn-glycero-3-phospho],3'-[1-(9Z-hexadecenoyl),2-(9Z-nonadecenoyl)-sn-glycero-3-phospho]-sn-glycerol				C79H146O17P2		QUYBJZYBAUMNMW-OWLQQBEMSA-N	1429.003527			
BASm0035521	PGP(16:1(9Z)/19:1(9Z))	PGP(16:1(9Z)/19:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/19:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain to the C-1 atom, and one 9Z-nonadecenoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C41H78O13P2		IMLUCRKPXDJLOX-VNEGZISYSA-N	840.4917666			
BASm0035522	PA(18:1(9Z)/12:0)	PA(18:1(9Z)/12:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9Z)/12:0), in particular, consists of one 9Z-octadecenoyl chain to the C-1 atom, and one dodecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C33H63O8P		JKNXYEIOFCBSHD-AHVPQQLLSA-N	618.426056			
BASm0035523	PS(18:1(9Z)/12:0)	1-(9Z-octadecenoyl)-2-dodecanoyl-sn-glycero-3-phosphoserine				C36H68NO10P		FPOAXUHFEREKGJ-XRQUXGQMSA-N	705.4580844			
BASm0035524	CL(18:1(9Z)/12:0/18:1(9Z)/12:0)	CL(18:1(9Z)/12:0/18:1(9Z)/12:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(18:1(9Z)/12:0/18:1(9Z)/12:0) contains two chains of (9Z-octadecenoyl) at the C1 and C3 positions, two chains of dodecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C69H130O17P2		ZDFNFCZDVNOHQL-MSHRIGMPSA-N	1292.878327			
BASm0035525	PA(19:1(9Z)/10:0)	PA(19:1(9Z)/10:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:1(9Z)/10:0), in particular, consists of one 9Z-nonadecenoyl chain to the C-1 atom, and one decanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C32H61O8P		OFLPNXAMAWHNND-PPFYFSGOSA-N	604.4104059			
BASm0035526	PS(19:1(9Z)/10:0)	1-(9Z-nonadecenoyl)-2-decanoyl-sn-glycero-3-phosphoserine				C35H66NO10P		ICFGIWHPARIJHP-WGPLZINVSA-N	691.4424343			
BASm0035527	CL(19:1(9Z)/10:0/19:1(9Z)/10:0)	CL(19:1(9Z)/10:0/19:1(9Z)/10:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(19:1(9Z)/10:0/19:1(9Z)/10:0) contains two chains of (9Z-nonadecenoyl) at the C1 and C3 positions, two chains of decanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C67H126O17P2		IHFDAEBWIBFRGI-TWYLTSGMSA-N	1264.847027			
BASm0035528	PA(19:1(9Z)/12:0)	PA(19:1(9Z)/12:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:1(9Z)/12:0), in particular, consists of one 9Z-nonadecenoyl chain to the C-1 atom, and one dodecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C34H65O8P		DUDDKUVMAYONQO-PHIJBUCWSA-N	632.4417061			
BASm0035529	PS(19:1(9Z)/12:0)	1-(9Z-nonadecenoyl)-2-dodecanoyl-sn-glycero-3-phosphoserine				C37H70NO10P		HEYHHCVBMZWSGR-SCNWXNJQSA-N	719.4737345			
BASm0035530	CL(19:1(9Z)/12:0/19:1(9Z)/12:0)	CL(19:1(9Z)/12:0/19:1(9Z)/12:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(19:1(9Z)/12:0/19:1(9Z)/12:0) contains two chains of (9Z-nonadecenoyl) at the C1 and C3 positions, two chains of dodecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C71H134O17P2		NZXUKSMMBJOALF-IYTILACTSA-N	1320.909627			
BASm0035531	PA(18:1(9Z)/14:0(3-OH))	PA(18:1(9Z)/14:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9Z)/14:0(3-OH)), in particular, consists of one 9Z-octadecenoyl chain to the C-1 atom, and one 3-hydroxytetradecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C35H67O9P		BCSGLHSULRRTEV-GRNOJOFMSA-N	662.4522707			
BASm0035532	CDP-DG(18:1(9Z)/14:0(3-OH))	CDP-DG(18:1(9Z)/14:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/14:0(3-OH)), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/14:0(3-OH)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C44H79N3O16P2		VWIHZSVHLKSDIB-MTKAZNFBSA-N	967.4935575			
BASm0035533	CL(18:1(9Z)/14:0(3-OH)/18:1(9Z)/14:0(3-OH))	CL(18:1(9Z)/14:0(3-OH)/18:1(9Z)/14:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(18:1(9Z)/14:0(3-OH)/18:1(9Z)/14:0(3-OH)) contains two chains of (9Z-octadecenoyl) at the C1 and C3 positions, two chains of 3-hydroxytetradecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C73H138O19P2		PKAYLNCXIKSQBO-HYVQUXJCSA-N	1380.930756			
BASm0035534	PA(19:0/14:0)	PA(19:0/14:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:0/14:0), in particular, consists of one nonadecanoyl chain to the C-1 atom, and one tetradecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C36H71O8P		LULMSUREYCMIQH-UUWRZZSWSA-N	662.4886562			
BASm0035535	CDP-DG(19:0/14:0)	CDP-DG(19:0/14:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(19:0/14:0), in particular, consists of two nonadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:0/14:0) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C45H83N3O15P2		XIFQEYMXQFVOMP-YXFATQBYSA-N	967.529943			
BASm0035536	CL(19:0/14:0/19:0/14:0)	CL(19:0/14:0/19:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(19:0/14:0/19:0/14:0) contains two chains of nonadecanoic acid at the C1 and C3 positions, two chains of tetradecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C75H146O17P2		QANUNKUZURBBDG-MPWJUPNPSA-N	1381.003527			
BASm0035537	PA(19:0/16:0)	PA(19:0/16:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:0/16:0), in particular, consists of one nonadecanoyl chain to the C-1 atom, and one hexadecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C38H75O8P		WVAZYBSTFJOYFM-PSXMRANNSA-N	690.5199564			
BASm0035538	CDP-DG(19:0/16:0)	CDP-DG(19:0/16:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(19:0/16:0), in particular, consists of two nonadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:0/16:0) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C47H87N3O15P2		ATAGHLUKJZICTL-GNXRCVHRSA-N	995.5612431			
BASm0035539	CL(19:0/16:0/19:0/16:0)	CL(19:0/16:0/19:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(19:0/16:0/19:0/16:0) contains two chains of nonadecanoic acid at the C1 and C3 positions, two chains of hexadecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C79H154O17P2		BMHWFPPLUVQKKU-FUGSSFFWSA-N	1437.066127			
BASm0035540	PA(19:0/17:0)	PA(19:0/17:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:0/17:0), in particular, consists of one nonadecanoyl chain to the C-1 atom, and one heptadecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C39H77O8P		FNLKTKPQGHHCIY-DIPNUNPCSA-N	704.5356064			
BASm0035541	CDP-DG(19:0/17:0)	CDP-DG(19:0/17:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(19:0/17:0), in particular, consists of two nonadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:0/17:0) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C48H89N3O15P2		RZPMMEWSQVCUMF-IGIWICMZSA-N	1009.576893			
BASm0035542	CL(19:0/17:0/19:0/17:0)	CL(19:0/17:0/19:0/17:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(19:0/17:0/19:0/17:0) contains two chains of nonadecanoic acid at the C1 and C3 positions, two chains of heptadecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C81H158O17P2		LBJYHBPYRLKOSN-KZCWQMDCSA-N	1465.097428			
BASm0035543	LysoPA(P-16:0e/0:0)	1-(1Z-hexadecenyl)-sn-glycero-3-phosphate is an intermediate of ether lipid metabolism. Ether lipids are lipids in which one or more of the carbon atoms on glycerol is bonded to an alkyl chain via an ether linkage, as opposed to the usual ester linkage. 1-(1Z-hexadecenyl)-sn-glycero-3-phosphate is irreversibly produced from 1-(1Z-hexadecenyl)-sn-glycero-3-phosphoethanolamine via the enzyme alkylglycerophosphoethanolamine phosphodiesterase (EC: 3.1.4.39). Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.			[H][C@@](O)(CO\C=C/CCCCCCCCCCCCCC)COP(O)(O)=O	C19H39O6P	InChI=1S/C19H39O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-24-17-19(20)18-25-26(21,22)23/h15-16,19-20H,2-14,17-18H2,1H3,(H2,21,22,23)/b16-15-/t19-/m1/s1	LBGSRVIXIVDRQM-OAXWQBPPSA-N	394.2484255		HMDB0011154	
BASm0035544	CDP-DG(P-16:0e/18:2(9Z,12Z))	CDP-DG(P-16:0e/18:2(9Z,12Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(P-16:0e/18:2(9Z,12Z)), in particular, consists of two 1Z-hexadecenyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(P-16:0e/18:2(9Z,12Z)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C46H81N3O14P2		BPYWHDHRVIPAHD-WGYTTYJCSA-N	961.5193783			
BASm0035545	PS(P-16:0e/18:2(9Z,12Z))	1-(1Z-hexadecenyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoserine				C40H74NO9P		RPKWDKFRMXMVIY-YDPZFKMUSA-N	743.51012			
BASm0035546	PE(P-16:0e/18:2(9Z,12Z))	1-(1Z-hexadecenyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine				C39H74NO7P		LJVXDBWIBQQKFU-FNLOAJNYSA-N	699.5202907			
BASm0035547	PGP(P-16:0e/18:2(9Z,12Z))	PGP(P-16:0e/18:2(9Z,12Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(P-16:0e/18:2(9Z,12Z)), in particular, consists of one 1Z-hexadecenyl chain to the C-1 atom, and one 9Z,12Z-octadecadienoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C40H76O12P2		DXGRVMDCHZVDOM-MGCFNECUSA-N	810.4812019			
BASm0035548	CL(P-16:0e/18:2(9Z,12Z)/P-16:0e/18:2(9Z,12Z))	CL(P-16:0e/18:2(9Z,12Z)/P-16:0e/18:2(9Z,12Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(P-16:0e/18:2(9Z,12Z)/P-16:0e/18:2(9Z,12Z)) contains two chains of (1Z-hexadecenyl) at the C1 and C3 positions, two chains of (9Z,12Z-octadecadienoyl) at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C77H142O15P2		XWGKABLBUZYFPM-ZXPMNBFWSA-N	1368.982398			
BASm0035549	LysoPA(4:0/0:0)	1-butyryl-				C7H15O7P		GLJWIZQGXSXWAV-ZCFIWIBFSA-N	242.0555398			
BASm0035550	PS(4:0/16:1(9Z))	1-butyryl-2-(9Z-hexadecenoyl)-sn-glycero-3-phosphoserine				C26H48NO10P		NVMPILXYJCGIEC-UHAUOVHRSA-N	565.3015837			
BASm0035551	PE(4:0/16:1(9Z))	1-butyryl-2-(9Z-hexadecenoyl)-sn-glycero-3-phosphoethanolamine				C25H48NO8P		NVJPEPKTKXRIFO-DJYGDJEFSA-N	521.3117545			
BASm0035552	PGP(4:0/16:1(9Z))	PGP(4:0/16:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(4:0/16:1(9Z)), in particular, consists of one butyryl chain to the C-1 atom, and one 9Z-hexadecenoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C26H50O13P2		RMVUHDGNHYHFKK-JVDVXARLSA-N	632.2726657			
BASm0035553	CL(4:0/16:1(9Z)/4:0/16:1(9Z))	CL(4:0/16:1(9Z)/4:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(4:0/16:1(9Z)/4:0/16:1(9Z)) contains two chains of butyric acid at the C1 and C3 positions, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C49H90O17P2		PIXYHKXUJFKDTP-QENYNDMZSA-N	1012.565325			
BASm0035554	Arachidonoyl-CoA					C41H66N7O17P3S		JDEPVTUUCBFJIW-FSUVRJACSA-N	1053.344876			
BASm0035555	LysoPA(2:0/0:0)	LysoPA(2:0/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LysoPA(2:0/0:0), in particular, consists of one acetyl chain. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.				C5H11O7P		SDYWKFVBWKUUNP-RXMQYKEDSA-N	214.0242397			
BASm0035556	PA(20:4(5Z,8Z,11Z,14Z)/2:0)	1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-2-acetyl-sn-glycero-3-phosphate				C25H41O8P		IRENZDNSBVRNOY-RASWKYMMSA-N	500.2539053			
BASm0035557	CDP-DG(20:4(5Z,8Z,11Z,14Z)/2:0)	1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-2-acetyl-sn-glycero-3-cytidine-5'-diphosphate				C34H53N3O15P2		QRQWTQSFLVTQTI-OKKMTILESA-N	805.295192			
BASm0035558	PS(20:4(5Z,8Z,11Z,14Z)/2:0)	1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-2-acetyl-sn-glycero-3-phosphoserine				C28H46NO10P		AAYDIWJITDKFSJ-BUDCTJCUSA-N	587.2859337			
BASm0035559	PE(20:4(5Z,8Z,11Z,14Z)/2:0)	1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-2-acetyl-sn-glycero-3-phosphoethanolamine				C27H46NO8P		RVTYJZBCJZMSDM-XXGTXLEASA-N	543.2961044			
BASm0035560	PGP(20:4(5Z,8Z,11Z,14Z)/2:0)	1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-2-acetyl-sn-glycero-3-phospho-(1'-sn-glycerol-3'-phosphate)				C28H48O13P2		BCMJNFTVVAZRSI-KQYHTHKQSA-N	654.2570156			
BASm0035561	CL(20:4(5Z,8Z,11Z,14Z)/2:0/20:4(5Z,8Z,11Z,14Z)/2:0)	1'-[1-(5Z,8Z,11Z,14Z-eicosatetraenoyl),2-acetyl-sn-glycero-3-phospho],3'-[1-(5Z,8Z,11Z,14Z-eicosatetraenoyl),2-acetyl-sn-glycero-3-phospho]-sn-glycerol				C53H86O17P2		YLUHKUNKJQEUAS-LPMOIGHJSA-N	1056.534025			
BASm0035562	18-methylnonadecanoyl-CoA				CC(C)CCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C41H74N7O17P3S	InChI=1S/C41H74N7O17P3S/c1-29(2)19-17-15-13-11-9-7-5-6-8-10-12-14-16-18-20-32(50)69-24-23-43-31(49)21-22-44-39(53)36(52)41(3,4)26-62-68(59,60)65-67(57,58)61-25-30-35(64-66(54,55)56)34(51)40(63-30)48-28-47-33-37(42)45-27-46-38(33)48/h27-30,34-36,40,51-52H,5-26H2,1-4H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)	ABDNASWMUCKURR-UHFFFAOYSA-N	1061.407476			
BASm0035563	CDP-DG(19:iso/19:0cycw8)	CDP-DG(19:iso/19:0cycw8) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(19:iso/19:0cycw8), in particular, consists of two 17-methylocatdecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:iso/19:0cycw8) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C50H91N3O15P2		IECXTFOVYIAJQT-QQXYXHBCSA-N	1035.592543			
BASm0035564	PGP(19:iso/19:0cycw8)	PGP(19:iso/19:0cycw8) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:iso/19:0cycw8), in particular, consists of one 17-methylocatdecanoyl chain to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C44H86O13P2		AUKSLRIYBSMSFC-IXDDWDRSSA-N	884.5543668			
BASm0035565	CDP-DG(19:iso/18:1(9Z))	CDP-DG(19:iso/18:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(19:iso/18:1(9Z)), in particular, consists of two 17-methylocatdecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:iso/18:1(9Z)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C49H89N3O15P2		JRSREQQSTQPOEZ-WXKXLDPVSA-N	1021.576893			
BASm0035566	PA(19:iso/16:1(9Z))	PA(19:iso/16:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:iso/16:1(9Z)), in particular, consists of one 17-methylocatdecanoyl chain to the C-1 atom, and one 9Z-hexadecenoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C38H73O8P		WBHKVJYHQBWHOQ-HOQPKOKISA-N	688.5043063			
BASm0035567	CDP-DG(19:iso/16:1(9Z))	CDP-DG(19:iso/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(19:iso/16:1(9Z)), in particular, consists of two 17-methylocatdecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:iso/16:1(9Z)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C47H85N3O15P2		LLWAAHDPVUMJFR-NBHRTDHLSA-N	993.545593			
BASm0035568	CL(19:iso/16:1(9Z)/19:iso/16:1(9Z))	CL(19:iso/16:1(9Z)/19:iso/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(19:iso/16:1(9Z)/19:iso/16:1(9Z)) contains two chains of 17-methylocatdecanoic acid at the C1 and C3 positions, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C79H150O17P2		YGOUFYNDLUJEGD-HVWPXCOHSA-N	1433.034827			
BASm0035569	PA(19:iso/16:0)	PA(19:iso/16:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:iso/16:0), in particular, consists of one 17-methylocatdecanoyl chain to the C-1 atom, and one hexadecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C38H75O8P		OKKBZAJKHACRHP-PSXMRANNSA-N	690.5199564			
BASm0035570	CDP-DG(19:iso/16:0)	CDP-DG(19:iso/16:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(19:iso/16:0), in particular, consists of two 17-methylocatdecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:iso/16:0) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C47H87N3O15P2		PNLKIJCGKPFGIC-GNXRCVHRSA-N	995.5612431			
BASm0035571	CL(19:iso/16:0/19:iso/16:0)	CL(19:iso/16:0/19:iso/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(19:iso/16:0/19:iso/16:0) contains two chains of 17-methylocatdecanoic acid at the C1 and C3 positions, two chains of hexadecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C79H154O17P2		XNXSGGZWAQHMHN-FUGSSFFWSA-N	1437.066127			
BASm0035572	LysoPA(15:0cyclo/0:0)	LysoPA(15:0cyclo/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LysoPA(15:0cyclo/0:0), in particular, consists of one cyclo-pentadecanoic acid chain. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.				C18H35O7P		MMKGPHVKZFVYHL-OFLPRAFFSA-N	394.2120405			
BASm0035573	(9,10)-Methylenepentadecanoyl-CoA					C37H64N7O17P3S		JJFCHMIUWWLDRA-ICUVIISRSA-N	1003.329226			
BASm0035574	PA(19:iso/15:0cyclo)	PA(19:iso/15:0cyclo) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:iso/15:0cyclo), in particular, consists of one 17-methylocatdecanoyl chain to the C-1 atom, and one cyclo-pentadecanoic acid to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C37H71O8P		JEQVMPFMROSXIM-KOZIHUGVSA-N	674.4886562			
BASm0035575	CDP-DG(19:iso/15:0cyclo)	CDP-DG(19:iso/15:0cyclo) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(19:iso/15:0cyclo), in particular, consists of two 17-methylocatdecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:iso/15:0cyclo) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C46H83N3O15P2		LUCNBUVOKRJRJA-QSDZREPESA-N	979.529943			
BASm0035576	CL(19:iso/15:0cyclo/19:iso/15:0cyclo)	CL(19:iso/15:0cyclo/19:iso/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(19:iso/15:0cyclo/19:iso/15:0cyclo) contains two chains of 17-methylocatdecanoic acid at the C1 and C3 positions, two chains of cyclo-pentadecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C77H146O17P2		PYMCBXKJNKTLJB-XIOMGOSYSA-N	1405.003527			
BASm0035577	PA(19:iso/15:0)	PA(19:iso/15:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:iso/15:0), in particular, consists of one 17-methylocatdecanoyl chain to the C-1 atom, and one pentadecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C37H73O8P		FIOXDQLMZMXQLG-PGUFJCEWSA-N	676.5043063			
BASm0035578	CDP-DG(19:iso/15:0)	CDP-DG(19:iso/15:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(19:iso/15:0), in particular, consists of two 17-methylocatdecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:iso/15:0) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C46H85N3O15P2		BKPNXSIVEMSGIP-KMKOIHRNSA-N	981.545593			
BASm0035579	CL(19:iso/15:0/19:iso/15:0)	CL(19:iso/15:0/19:iso/15:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(19:iso/15:0/19:iso/15:0) contains two chains of 17-methylocatdecanoic acid at the C1 and C3 positions, two chains of pentadecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C77H150O17P2		RUXSVRXFHZMSTL-FVROZTDHSA-N	1409.034827			
BASm0035580	PA(19:1(9Z)/15:0)	PA(19:1(9Z)/15:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:1(9Z)/15:0), in particular, consists of one 9Z-nonadecenoyl chain to the C-1 atom, and one pentadecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C37H71O8P		CVVFISQWWIYWED-MXRVBTIQSA-N	674.4886562			
BASm0035581	PS(19:1(9Z)/15:0)	1-(9Z-nonadecenoyl)-2-pentadecanoyl-sn-glycero-3-phosphoserine				C40H76NO10P		YAFUTDOUGCRROS-HCTNJKKASA-N	761.5206846			
BASm0035582	PGP(19:1(9Z)/15:0)	PGP(19:1(9Z)/15:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:1(9Z)/15:0), in particular, consists of one 9Z-nonadecenoyl chain to the C-1 atom, and one pentadecanoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C40H78O13P2		CUHHYHNGPMRCLB-GFZIUNDHSA-N	828.4917666			
BASm0035583	CL(19:1(9Z)/15:0/19:1(9Z)/15:0)	CL(19:1(9Z)/15:0/19:1(9Z)/15:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(19:1(9Z)/15:0/19:1(9Z)/15:0) contains two chains of (9Z-nonadecenoyl) at the C1 and C3 positions, two chains of pentadecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C77H146O17P2		FTIBGLHEZLUETI-LFIQFCQJSA-N	1405.003527			
BASm0035584	PA(19:0cycw8/19:iso)	PA(19:0cycw8/19:iso) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:0cycw8/19:iso), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one 17-methylocatdecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C41H79O8P		GNRKZQTWGLQRPC-DFCGPKRUSA-N	730.5512565			
BASm0035585	CDP-DG(19:0cycw8/19:iso)	CDP-DG(19:0cycw8/19:iso) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(19:0cycw8/19:iso), in particular, consists of two 9-(2-heptylcyclopropyl)nonanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:0cycw8/19:iso) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C50H91N3O15P2		BFDCQQUFELXXKG-QQXYXHBCSA-N	1035.592543			
BASm0035586	PGP(19:0cycw8/19:iso)	PGP(19:0cycw8/19:iso) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:0cycw8/19:iso), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one 17-methylocatdecanoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C44H86O13P2		VNENVHWAMRRIQB-IXDDWDRSSA-N	884.5543668			
BASm0035587	CL(19:0cycw8/19:iso/19:0cycw8/19:iso)	CL(19:0cycw8/19:iso/19:0cycw8/19:iso) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(19:0cycw8/19:iso/19:0cycw8/19:iso) contains two chains of 9-(2-heptylcyclopropyl)nonanoic acid at the C1 and C3 positions, two chains of 17-methylocatdecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C85H162O17P2		GGAOMWZQVFPGBX-YLKFQNSVSA-N	1517.128728			
BASm0035588	PA(19:0cycw8/14:0(3-OH))	PA(19:0cycw8/14:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:0cycw8/14:0(3-OH)), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one 3-hydroxytetradecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C36H69O9P		IVWHKTPFNSDKCK-NQLXYCMNSA-N	676.4679208			
BASm0035589	CDP-DG(19:0cycw8/14:0(3-OH))	CDP-DG(19:0cycw8/14:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(19:0cycw8/14:0(3-OH)), in particular, consists of two 9-(2-heptylcyclopropyl)nonanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:0cycw8/14:0(3-OH)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C45H81N3O16P2		GGSSOXNTLGQHHV-KUEQQRSQSA-N	981.5092075			
BASm0035590	PGP(19:0cycw8/14:0(3-OH))	PGP(19:0cycw8/14:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:0cycw8/14:0(3-OH)), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one 3-hydroxytetradecanoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C39H76O14P2		IHPCUKFMAXFMAM-HCUBPOFMSA-N	830.4710311			
BASm0035591	CL(19:0cycw8/14:0(3-OH)/19:0cycw8/14:0(3-OH))	CL(19:0cycw8/14:0(3-OH)/19:0cycw8/14:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(19:0cycw8/14:0(3-OH)/19:0cycw8/14:0(3-OH)) contains two chains of 9-(2-heptylcyclopropyl)nonanoic acid at the C1 and C3 positions, two chains of 3-hydroxytetradecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C75H142O19P2		IKZBERRWYRGESX-ONIHBURPSA-N	1408.962056			
BASm0035592	PA(18:1(9Z)/19:iso)	PA(18:1(9Z)/19:iso) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9Z)/19:iso), in particular, consists of one 9Z-octadecenoyl chain to the C-1 atom, and one 17-methylocatdecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C40H77O8P		UZIASOCQHXSHJG-AHSADBEFSA-N	716.5356064			
BASm0035593	CDP-DG(18:1(9Z)/19:iso)	CDP-DG(18:1(9Z)/19:iso) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/19:iso), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/19:iso) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C49H89N3O15P2		GVTBERHWRKPFAD-WXKXLDPVSA-N	1021.576893			
BASm0035594	CL(18:1(9Z)/19:iso/18:1(9Z)/19:iso)	CL(18:1(9Z)/19:iso/18:1(9Z)/19:iso) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(18:1(9Z)/19:iso/18:1(9Z)/19:iso) contains two chains of (9Z-octadecenoyl) at the C1 and C3 positions, two chains of 17-methylocatdecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C83H158O17P2		RHBQWAIOICDTGG-CENSNUKCSA-N	1489.097428			
BASm0035595	PS(18:1(9Z)/10:0)	1-(9Z-octadecenoyl)-2-decanoyl-sn-glycero-3-phosphoserine				C34H64NO10P		KLQMCDMGOWJAAP-RXJACHCJSA-N	677.4267843			
BASm0035596	PGP(18:1(9Z)/10:0)	PGP(18:1(9Z)/10:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/10:0), in particular, consists of one 9Z-octadecenoyl chain to the C-1 atom, and one decanoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C34H66O13P2		AQFQUHJQEHUMHN-LOBAMYRMSA-N	744.3978662			
BASm0035597	CL(18:1(9Z)/10:0/18:1(9Z)/10:0)	CL(18:1(9Z)/10:0/18:1(9Z)/10:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(18:1(9Z)/10:0/18:1(9Z)/10:0) contains two chains of (9Z-octadecenoyl) at the C1 and C3 positions, two chains of decanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C65H122O17P2		FAZLYGDJCTUELK-ARMSXTSPSA-N	1236.815726			
BASm0035598	cis-11-Octadecenoyl-CoA					C40H70N7O17P3S		ZMXOINWFPDYMJA-UXIMUSNFSA-N	1045.376176			
BASm0035599	PA(18:1(11Z)/14:0)	PA(18:1(11Z)/14:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(11Z)/14:0), in particular, consists of one chain of cis-vaccenic acid at the C-1 position and one chain of myristic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCC	C35H67O8P	InChI=1S/C35H67O8P/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-34(36)41-31-33(32-42-44(38,39)40)43-35(37)30-28-26-24-22-19-14-12-10-8-6-4-2/h13,15,33H,3-12,14,16-32H2,1-2H3,(H2,38,39,40)/b15-13-/t33-/m1/s1	XENVYCGZCHCMIU-AVKQKRQHSA-N	646.4573561	16337	HMDB0114896	
BASm0035600	CDP-DG(18:1(11Z)/14:0)	CDP-DG(18:1(11Z)/14:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(11Z)/14:0), in particular, consists of two 11Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(11Z)/14:0) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C44H79N3O15P2		JUBABSWLZVHHPZ-QMUNBLANSA-N	951.4986429			
BASm0035601	CL(18:1(11Z)/14:0/18:1(11Z)/14:0)	CL(18:1(11Z)/14:0/18:1(11Z)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(18:1(11Z)/14:0/18:1(11Z)/14:0) contains two chains of (11Z-octadecenoyl) at the C1 and C3 positions, two chains of tetradecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C73H138O17P2		XYUJFXTZGQWFGS-MRMKBCPTSA-N	1348.940927			
BASm0035602	CDP-DG(17:0/19:0)	CDP-DG(17:0/19:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(17:0/19:0), in particular, consists of two heptadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(17:0/19:0) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C48H89N3O15P2		CAKCNGMERFXZBV-IGIWICMZSA-N	1009.576893			
BASm0035603	CL(17:0/19:0/17:0/19:0)	CL(17:0/19:0/17:0/19:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(17:0/19:0/17:0/19:0) contains two chains of heptadecanoic acid at the C1 and C3 positions, two chains of nonadecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C81H158O17P2		CIQKFLQPLCYNJW-KZCWQMDCSA-N	1465.097428			
BASm0035604	CDP-DG(17:0/18:1(11Z))	CDP-DG(17:0/18:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(17:0/18:1(11Z)), in particular, consists of two heptadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(17:0/18:1(11Z)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C47H85N3O15P2		NMNSLQBYRIUIHE-WKNLOIGFSA-N	993.545593			
BASm0035605	CL(17:0/18:1(11Z)/17:0/18:1(11Z))	CL(17:0/18:1(11Z)/17:0/18:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(17:0/18:1(11Z)/17:0/18:1(11Z)) contains two chains of heptadecanoic acid at the C1 and C3 positions, two chains of (11Z-octadecenoyl) at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C79H150O17P2		ZNFGINUCHIHCEV-WPHMKOILSA-N	1433.034827			
BASm0035606	PE(17:0/17:0)	PE(17:0/17:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(17:0/17:0), in particular, consists of two chains of margaric acid at the C-1 and C-2 positions. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.PEs are neutral zwitterions at physiological pH. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			CCCCCCCCCCCCCCCCC(=O)OCC(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCC	C39H78NO8P	InChI=1S/C39H78NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-38(41)45-35-37(36-47-49(43,44)46-34-33-40)48-39(42)32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h37H,3-36,40H2,1-2H3,(H,43,44)	YSFFAUPDXKTJMR-UHFFFAOYSA-N	719.546505			
BASm0035607	CL(17:0/17:0/17:0/17:0)	CL(17:0/17:0/17:0/17:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(17:0/17:0/17:0/17:0) contains four chains of heptadecanoic acid at the C1, C2, C3 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C77H150O17P2		ZHTWWQGJBPGRCO-FVROZTDHSA-N	1409.034827			
BASm0035608	CL(17:0/16:1(9Z)/17:0/16:1(9Z))	CL(17:0/16:1(9Z)/17:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(17:0/16:1(9Z)/17:0/16:1(9Z)) contains two chains of heptadecanoic acid at the C1 and C3 positions, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C75H142O17P2		YHFHGDYMRKTSHN-OBVVBQOISA-N	1376.972227			
BASm0035609	CDP-DG(17:0/16:0)	CDP-DG(17:0/16:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(17:0/16:0), in particular, consists of two heptadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(17:0/16:0) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C45H83N3O15P2		PCZWYDUEPBVBRO-YXFATQBYSA-N	967.529943			
BASm0035610	CL(17:0/16:0/17:0/16:0)	CL(17:0/16:0/17:0/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(17:0/16:0/17:0/16:0) contains two chains of heptadecanoic acid at the C1 and C3 positions, two chains of hexadecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C75H146O17P2		HBYUQFQGMPIOAB-MPWJUPNPSA-N	1381.003527			
BASm0035611	CDP-DG(17:0/14:0)	CDP-DG(17:0/14:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(17:0/14:0), in particular, consists of two heptadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(17:0/14:0) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C43H79N3O15P2		IIWKLPINSODUTM-FLNZYWDJSA-N	939.4986429			
BASm0035612	CL(17:0/14:0/17:0/14:0)	CL(17:0/14:0/17:0/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(17:0/14:0/17:0/14:0) contains two chains of heptadecanoic acid at the C1 and C3 positions, two chains of tetradecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C71H138O17P2		BCWGEUUWWILMTH-WOTDMVFCSA-N	1324.940927			
BASm0035613	CDP-DG(16:1(9Z)/17:0)	CDP-DG(16:1(9Z)/17:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/17:0), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/17:0) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C45H81N3O15P2		APMHIRRPHGWIDM-OWKWXOCSSA-N	965.5142929			
BASm0035614	CL(16:1(9Z)/17:0/16:1(9Z)/17:0)	CL(16:1(9Z)/17:0/16:1(9Z)/17:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(16:1(9Z)/17:0/16:1(9Z)/17:0) contains two chains of (9Z-hexadecenoyl) at the C1 and C3 positions, two chains of heptadecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C75H142O17P2		IRMLKMMSGXEFCF-OBVVBQOISA-N	1376.972227			
BASm0035615	PS(16:0/19:1(9Z))	1-hexadecanoyl-2-(9Z-nonadecenoyl)-sn-glycero-3-phosphoserine				C41H78NO10P		XQTUYGNTVLNSHF-XTAJRBJHSA-N	775.5363347			
BASm0035616	CL(16:0/19:1(9Z)/16:0/19:1(9Z))					C79H150O17P2		POXSEIJPKYYDHF-FNRDCXAYSA-N	1433.034827			
BASm0035617	CDP-DG(16:0/19:0cycw8)	[(1R,9R,23S,24S,26R)-22-Heptyl-4,6,23,24-tetrahydroxy-26-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)-4,6,11-trioxo-3,5,7,10,25-pentaoxa-4λ⁵,6λ⁵-diphosphabicyclo[18.4.2]hexacosan-9-yl]methyl hexadecanoate is considered to be a practically insoluble (in water) and relatively neutral molecule.			CCCCCCCCCCCCCCCC(=O)OC[C@@H]1COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H](C(CC(CCCCCCC)[C@H](O)[C@@H]2O)CCCCCCCCC(=O)O1)N1C=CC(N)=NC1=O	C47H85N3O15P2	InChI=1S/C47H85N3O15P2/c1-3-5-7-9-10-11-12-13-14-15-16-21-25-29-42(51)60-34-39-35-61-66(56,57)65-67(58,59)62-36-40-45(54)44(53)37(27-23-19-8-6-4-2)33-38(28-24-20-17-18-22-26-30-43(52)63-39)46(64-40)50-32-31-41(48)49-47(50)55/h31-32,37-40,44-46,53-54H,3-30,33-36H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/t37?,38?,39-,40-,44+,45-,46-/m1/s1	JPNNFCYDAADBPO-DZHRIVNQSA-N	993.545593	17962		
BASm0035618	PS(16:0/19:0cycw8)	2-Amino-3-{[(2R)-2-{[9-(2-heptylcyclopropyl)nonanoyl]oxy}-3-(hexadecanoyloxy)propyl phosphonato]oxy}propanoate is considered to be a practically insoluble (in water) and relatively neutral molecule. PS(16:0/19:0CYCW8C) has the chemical formula C41H76NO10P, and an average molecular weight of 774.031. PS(16:0/19:0CYCW8C) is involved in the Phospholipid Biosynthesis CL(14:0/16:0/14:0/19:0cycv8c) Pathway.			CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC(N)C([O-])=O)OC(=O)CCCCCCCCC1CC1CCCCCCC	C41H76NO10P	InChI=1S/C41H78NO10P/c1-3-5-7-9-10-11-12-13-14-15-16-21-25-29-39(43)49-32-37(33-50-53(47,48)51-34-38(42)41(45)46)52-40(44)30-26-22-18-17-20-24-28-36-31-35(36)27-23-19-8-6-4-2/h35-38H,3-34,42H2,1-2H3,(H,45,46)(H,47,48)/p-2/t35?,36?,37-,38?/m1/s1	MFZARXRTFPJNNA-DIHSHGJPSA-L	773.5217818			
BASm0035619	PE(16:0/19:0cycw8)	(2-Aminoethoxy)[(2R)-3-(hexadecanoyloxy)-2-{[8-(2-nonylcyclopropyl)octanoyl]oxy}propoxy]phosphinic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PE(16:0/19:0CYCW8C) has the chemical formula C41H80NO8P, and an average molecular weight of 746.064. PE(16:0/19:0CYCW8C) is involved in multiple pathways, some of which are Phospholipid Biosynthesis CL(14:0/16:0/19:0cycv8c/14:0) Pathway, Phospholipid Biosynthesis CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/16:0) Pathway, Phospholipid Biosynthesis CL(16:1(9Z)/16:0/16:1(9Z)/19:0cycv8c) Pathway, and Phospholipid Biosynthesis CL(16:0/14:0/19:0cycv8c/14:0) Pathway.			[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1([H])CC1([H])CCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-3-5-7-9-11-12-13-14-15-16-18-22-26-30-40(43)47-35-39(36-49-51(45,46)48-33-32-42)50-41(44)31-27-23-19-21-25-29-38-34-37(38)28-24-20-17-10-8-6-4-2/h37-39H,3-36,42H2,1-2H3,(H,45,46)/t37?,38?,39-/m1/s1	HUSRCBBCOJYFOR-DFCGPKRUSA-N	745.5621555			
BASm0035620	PGP(16:0/19:0cycw8)	[(2S)-3-({[(2R)-2-{[9-(2-heptylcyclopropyl)nonanoyl]oxy}-3-(hexadecanoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(16:0/19:0cycw8c) has the chemical formula C41H80O13P2, and an average molecular weight of 843.026. PGP(16:0/19:0cycw8c) is involved in the Phospholipid Biosynthesis CL(19:0cycv8c/16:0/14:0/14:0) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC1CC1CCCCCCC	C41H80O13P2	InChI=1S/C41H80O13P2/c1-3-5-7-9-10-11-12-13-14-15-16-21-25-29-40(43)50-34-39(35-53-56(48,49)52-33-38(42)32-51-55(45,46)47)54-41(44)30-26-22-18-17-20-24-28-37-31-36(37)27-23-19-8-6-4-2/h36-39,42H,3-35H2,1-2H3,(H,48,49)(H2,45,46,47)/t36?,37?,38-,39+/m0/s1	LGAOFHRGHDLETM-NIJRPICPSA-N	842.5074166	37393		
BASm0035621	CL(16:0/19:0cycw8/16:0/19:0cycw8)	CL(16:0/19:0cycw8/16:0/19:0cycw8) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(16:0/19:0cycw8/16:0/19:0cycw8) contains two chains of hexadecanoic acid at the C1 and C3 positions, two chains of 9-(2-heptylcyclopropyl)nonanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C79H150O17P2		UTOXCFJCMGNESU-MAJIFGJGSA-N	1433.034827			
BASm0035622	CDP-DG(15:0cyclo/19:iso)	CDP-DG(15:0cyclo/19:iso) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0cyclo/19:iso), in particular, consists of two cyclo-pentadecanoic acid chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0cyclo/19:iso) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C46H83N3O15P2		WNAMSELXMYXARR-QSDZREPESA-N	979.529943			
BASm0035623	CL(15:0cyclo/19:iso/15:0cyclo/19:iso)	CL(15:0cyclo/19:iso/15:0cyclo/19:iso) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(15:0cyclo/19:iso/15:0cyclo/19:iso) contains two chains of cyclo-pentadecanoic acid at the C1 and C3 positions, two chains of 17-methylocatdecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C77H146O17P2		SJTGXNZKYZYAPI-XIOMGOSYSA-N	1405.003527			
BASm0035624	CL(15:0cyclo/16:0/15:0cyclo/16:0)	CL(15:0cyclo/16:0/15:0cyclo/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(15:0cyclo/16:0/15:0cyclo/16:0) contains two chains of cyclo-pentadecanoic acid at the C1 and C3 positions, two chains of hexadecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).			CCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCC1CC1CCCC)COP(O)(=O)OCC(O)COP(O)(=O)OC[C@@H](COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCCCCCCCCC	C71H134O17P2	InChI=1S/C71H134O17P2/c1-5-9-13-15-17-19-21-23-25-27-29-35-43-51-70(75)87-66(57-81-68(73)49-41-37-31-33-39-47-63-53-61(63)45-11-7-3)59-85-89(77,78)83-55-65(72)56-84-90(79,80)86-60-67(88-71(76)52-44-36-30-28-26-24-22-20-18-16-14-10-6-2)58-82-69(74)50-42-38-32-34-40-48-64-54-62(64)46-12-8-4/h61-67,72H,5-60H2,1-4H3,(H,77,78)(H,79,80)/t61?,62?,63?,64?,65?,66-,67-/m1/s1	RFCBQYVZDQQMTO-CCSYVOMLSA-N	1320.909626			
BASm0035625	CDP-DG(15:0cyclo/14:0(3-OH))	CDP-DG(15:0cyclo/14:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0cyclo/14:0(3-OH)), in particular, consists of two cyclo-pentadecanoic acid chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0cyclo/14:0(3-OH)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C41H73N3O16P2		VHPDXPJOXTUHFB-UUQSUPHUSA-N	925.4466073			
BASm0035626	CL(15:0cyclo/14:0(3-OH)/15:0cyclo/14:0(3-OH))	CL(15:0cyclo/14:0(3-OH)/15:0cyclo/14:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(15:0cyclo/14:0(3-OH)/15:0cyclo/14:0(3-OH)) contains two chains of cyclo-pentadecanoic acid at the C1 and C3 positions, two chains of 3-hydroxytetradecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C67H126O19P2		OZQWLYKDAUDPQU-FESLJMJVSA-N	1296.836856			
BASm0035627	CDP-DG(15:0cyclo/12:0(3-OH))	CDP-DG(15:0cyclo/12:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0cyclo/12:0(3-OH)), in particular, consists of two cyclo-pentadecanoic acid chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0cyclo/12:0(3-OH)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C39H69N3O16P2		MCUDUOJKTBOCMX-XYYVFXDMSA-N	897.4153072			
BASm0035628	CL(15:0cyclo/12:0(3-OH)/15:0cyclo/12:0(3-OH))	CL(15:0cyclo/12:0(3-OH)/15:0cyclo/12:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(15:0cyclo/12:0(3-OH)/15:0cyclo/12:0(3-OH)) contains two chains of cyclo-pentadecanoic acid at the C1 and C3 positions, two chains of 3-hydroxydodecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C63H118O19P2		CYVULPKGFXXRKU-XAUHHPPFSA-N	1240.774256			
BASm0035629	PA(15:0/19:iso)	PA(15:0/19:iso) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0/19:iso), in particular, consists of one pentadecanoyl chain to the C-1 atom, and one 17-methylocatdecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C37H73O8P		LGNUWWVOFORFIH-PGUFJCEWSA-N	676.5043063			
BASm0035630	CDP-DG(15:0/19:iso)	CDP-DG(15:0/19:iso) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/19:iso), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/19:iso) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C46H85N3O15P2		OXODLABVACRLNU-KMKOIHRNSA-N	981.545593			
BASm0035631	CL(15:0/19:iso/15:0/19:iso)	CL(15:0/19:iso/15:0/19:iso) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(15:0/19:iso/15:0/19:iso) contains two chains of pentadecanoic acid at the C1 and C3 positions, two chains of 17-methylocatdecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C77H150O17P2		KRMBFOCJAXOVFO-FVROZTDHSA-N	1409.034827			
BASm0035632	CL(15:0/14:0(3-OH)/15:0/14:0(3-OH))	CL(15:0/14:0(3-OH)/15:0/14:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(15:0/14:0(3-OH)/15:0/14:0(3-OH)) contains two chains of pentadecanoic acid at the C1 and C3 positions, two chains of 3-hydroxytetradecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C67H130O19P2		XIQSBQCFEBOOTF-WMMBDXMASA-N	1300.868156			
BASm0035633	Myristoleoyl-CoA	Myristoleoyl-CoA, also known as (9Z)-myristoleoyl-coenzyme A or (Z)-tetradec-9-enoyl-CoA, is a member of the class of compounds known as long-chain fatty acyl-CoAs. Long-chain fatty acyl-CoAs are acyl-CoAs where the group acylated to the coenzyme A moiety is a long aliphatic chain of 13 to 21 carbon atoms. Thus, myristoleoyl-CoA is considered to be a fatty ester lipid molecule. Myristoleoyl-CoA is slightly soluble (in water) and is an extremely strong acidic compound (based on its pKa). Myristoleoyl-CoA results from the formal condensation of the thiol group of coenzyme A with the carboxy group of myristoleic acid.			CCCC\C=C/CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C35H60N7O17P3S	InChI=1S/C35H60N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h7-8,22-24,28-30,34,45-46H,4-6,9-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/b8-7-/t24-,28-,29-,30+,34-/m1/s1	GIIFECKTWKZXGU-FJXLYLFVSA-N	975.2979257	65087	HMDB0112236	
BASm0035634	LysoPA(14:1(7Z)/0:0)	LysoPA(14:1(7Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LysoPA(14:1(7Z)/0:0), in particular, consists of one 7Z,tetradecenoyl chain. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.				C17H33O7P		ABWKYTQKHWCOFM-XITLMJRVSA-N	380.1963904			
BASm0035635	PS(14:1(7Z)/14:1(7Z))	1,2-di-(7Z,tetradecenoyl)-sn-glycero-3-phosphoserine				C34H62NO10P		BNHGNQCVJPXBCS-ZULBOXFTSA-N	675.4111342			
BASm0035636	PE(14:1(7Z)/14:1(7Z))	1,2-di-(7Z,tetradecenoyl)-sn-glycero-3-phosphoethanolamine				C33H62NO8P		GYSOQFNJPRBSQI-YXVLPWIWSA-N	631.421305			
BASm0035637	CL(14:1(7Z)/14:1(7Z)/14:1(7Z)/14:1(7Z))	CL(14:1(7Z)/14:1(7Z)/14:1(7Z)/14:1(7Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(14:1(7Z)/14:1(7Z)/14:1(7Z)/14:1(7Z)) contains four chains of (7Z,tetradecenoyl) at the C1, C2, C3 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).			CCCCCC\C=C/CCCCCC(=O)OC[C@H](COP(O)(=O)OCC(O)COP(O)(=O)OC[C@@H](COC(=O)CCCCC\C=C/CCCCCC)OC(=O)CCCCC\C=C/CCCCCC)OC(=O)CCCCC\C=C/CCCCCC	C65H118O17P2	InChI=1S/C65H118O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-62(67)75-55-60(81-64(69)51-47-43-39-35-31-27-23-19-15-11-7-3)57-79-83(71,72)77-53-59(66)54-78-84(73,74)80-58-61(82-65(70)52-48-44-40-36-32-28-24-20-16-12-8-4)56-76-63(68)50-46-42-38-34-30-26-22-18-14-10-6-2/h25-32,59-61,66H,5-24,33-58H2,1-4H3,(H,71,72)(H,73,74)/b29-25-,30-26-,31-27-,32-28-/t60-,61-/m1/s1	JFMBCSNNHZGVDL-ATEQJNHFSA-N	1232.784425			
BASm0035638	CDP-DG(14:0/19:iso)	CDP-DG(14:0/19:iso) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/19:iso), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/19:iso) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C45H83N3O15P2		VZGSBFBIHJEWNY-YXFATQBYSA-N	967.529943			
BASm0035639	CL(14:0/19:iso/14:0/19:iso)	CL(14:0/19:iso/14:0/19:iso) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(14:0/19:iso/14:0/19:iso) contains two chains of tetradecanoic acid at the C1 and C3 positions, two chains of 17-methylocatdecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C75H146O17P2		RNRQCDDEOVSTHP-MPWJUPNPSA-N	1381.003527			
BASm0035640	CL(14:0/14:0(3-OH)/14:0/14:0(3-OH))	CL(14:0/14:0(3-OH)/14:0/14:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(14:0/14:0(3-OH)/14:0/14:0(3-OH)) contains two chains of tetradecanoic acid at the C1 and C3 positions, two chains of 3-hydroxytetradecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C65H126O19P2		TYTWEZBPPMBFLP-SQDZFYISSA-N	1272.836856			
BASm0035641	CDP-DG(14:0/10:0(3-OH))	CDP-DG(14:0/10:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/10:0(3-OH)), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/10:0(3-OH)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C36H65N3O16P2		PNTCQRJGQWDYAN-UAAZVYHZSA-N	857.384007			
BASm0035642	CL(14:0/10:0(3-OH)/14:0/10:0(3-OH))	CL(14:0/10:0(3-OH)/14:0/10:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(14:0/10:0(3-OH)/14:0/10:0(3-OH)) contains two chains of tetradecanoic acid at the C1 and C3 positions, two chains of 3-hydroxydecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C57H110O19P2		OCXWYQVQXAMATN-UMURVSDKSA-N	1160.711655			
BASm0035643	CDP-DG(14:0(3-OH)/19:iso)	CDP-DG(14:0(3-OH)/19:iso) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0(3-OH)/19:iso), in particular, consists of two 3-hydroxytetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0(3-OH)/19:iso) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C45H83N3O16P2		XFQOIEHLZWNRRV-GCUQRIORSA-N	983.5248576			
BASm0035644	CL(14:0(3-OH)/19:iso/14:0(3-OH)/19:iso)	CL(14:0(3-OH)/19:iso/14:0(3-OH)/19:iso) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(14:0(3-OH)/19:iso/14:0(3-OH)/19:iso) contains two chains of 3-hydroxytetradecanoic acid at the C1 and C3 positions, two chains of 17-methylocatdecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C75H146O19P2		FGDRIVBPPBCKNR-UHLNZMERSA-N	1412.993356			
BASm0035645	CDP-DG(14:0(3-OH)/19:0cycw8)	CDP-DG(14:0(3-OH)/19:0cycw8) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0(3-OH)/19:0cycw8), in particular, consists of two 3-hydroxytetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0(3-OH)/19:0cycw8) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C45H81N3O16P2		PPLRYSBWJMNQPA-KUEQQRSQSA-N	981.5092075			
BASm0035646	PS(14:0(3-OH)/19:0cycw8)	1-3-hydroxytetradecanoyl-2-9-(2-heptylcyclopropyl)nonanoyl-sn-glycero-3-phosphoserine				C39H74NO11P		KNSQGYWNBRORQO-BQJIMOADSA-N	763.4999492			
BASm0035647	PE(14:0(3-OH)/19:0cycw8)	1-3-hydroxytetradecanoyl-2-9-(2-heptylcyclopropyl)nonanoyl-sn-glycero-3-phosphoethanolamine				C38H74NO9P		HJKULBCZGUMQFM-VUCGXSAYSA-N	719.51012			
BASm0035648	CL(14:0(3-OH)/19:0cycw8/14:0(3-OH)/19:0cycw8)	CL(14:0(3-OH)/19:0cycw8/14:0(3-OH)/19:0cycw8) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(14:0(3-OH)/19:0cycw8/14:0(3-OH)/19:0cycw8) contains two chains of 3-hydroxytetradecanoic acid at the C1 and C3 positions, two chains of 9-(2-heptylcyclopropyl)nonanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C75H142O19P2		XSYXXLPJKOXEHM-ONIHBURPSA-N	1408.962056			
BASm0035649	PA(14:0(3-OH)/18:1(9Z))	PA(14:0(3-OH)/18:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0(3-OH)/18:1(9Z)), in particular, consists of one 3-hydroxytetradecanoyl chain to the C-1 atom, and one 9Z-octadecenoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C35H67O9P		ZXNXKNRYMTTXNN-GRNOJOFMSA-N	662.4522707			
BASm0035650	CDP-DG(14:0(3-OH)/18:1(9Z))	CDP-DG(14:0(3-OH)/18:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0(3-OH)/18:1(9Z)), in particular, consists of two 3-hydroxytetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0(3-OH)/18:1(9Z)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C44H79N3O16P2		AJHKNNOAEVXSSL-MTKAZNFBSA-N	967.4935575			
BASm0035651	CL(14:0(3-OH)/18:1(9Z)/14:0(3-OH)/18:1(9Z))	CL(14:0(3-OH)/18:1(9Z)/14:0(3-OH)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(14:0(3-OH)/18:1(9Z)/14:0(3-OH)/18:1(9Z)) contains two chains of 3-hydroxytetradecanoic acid at the C1 and C3 positions, two chains of (9Z-octadecenoyl) at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C73H138O19P2		IJTVMNRPZRBKHW-HYVQUXJCSA-N	1380.930756			
BASm0035652	CL(14:0(3-OH)/16:0/14:0(3-OH)/16:0)	CL(14:0(3-OH)/16:0/14:0(3-OH)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(14:0(3-OH)/16:0/14:0(3-OH)/16:0) contains two chains of 3-hydroxytetradecanoic acid at the C1 and C3 positions, two chains of hexadecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C69H134O19P2		DIXMJGRNVSFCND-POYZFPFSSA-N	1328.899456			
BASm0035653	PA(14:0(3-OH)/15:0cyclo)	PA(14:0(3-OH)/15:0cyclo) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0(3-OH)/15:0cyclo), in particular, consists of one 3-hydroxytetradecanoyl chain to the C-1 atom, and one cyclo-pentadecanoic acid to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C32H61O9P		DSKDNQFHGJJIMY-VXBYCJGMSA-N	620.4053205			
BASm0035654	CDP-DG(14:0(3-OH)/15:0cyclo)	CDP-DG(14:0(3-OH)/15:0cyclo) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0(3-OH)/15:0cyclo), in particular, consists of two 3-hydroxytetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0(3-OH)/15:0cyclo) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C41H73N3O16P2		KCKXVDOUWPZMKD-UUQSUPHUSA-N	925.4466073			
BASm0035655	CL(14:0(3-OH)/15:0cyclo/14:0(3-OH)/15:0cyclo)	CL(14:0(3-OH)/15:0cyclo/14:0(3-OH)/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(14:0(3-OH)/15:0cyclo/14:0(3-OH)/15:0cyclo) contains two chains of 3-hydroxytetradecanoic acid at the C1 and C3 positions, two chains of cyclo-pentadecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C67H126O19P2		RNXLJTPJUCDPJL-FESLJMJVSA-N	1296.836856			
BASm0035656	PA(14:0(3-OH)/15:0)	PA(14:0(3-OH)/15:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0(3-OH)/15:0), in particular, consists of one 3-hydroxytetradecanoyl chain to the C-1 atom, and one pentadecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C32H63O9P		SIIAXBHYFQYZGO-BDCODIICSA-N	622.4209706			
BASm0035657	CDP-DG(14:0(3-OH)/15:0)	CDP-DG(14:0(3-OH)/15:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0(3-OH)/15:0), in particular, consists of two 3-hydroxytetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0(3-OH)/15:0) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C41H75N3O16P2		LSEKMQZIBKPHRW-HSKYYDRWSA-N	927.4622573			
BASm0035658	CL(14:0(3-OH)/15:0/14:0(3-OH)/15:0)	CL(14:0(3-OH)/15:0/14:0(3-OH)/15:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(14:0(3-OH)/15:0/14:0(3-OH)/15:0) contains two chains of 3-hydroxytetradecanoic acid at the C1 and C3 positions, two chains of pentadecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C67H130O19P2		LMSHBZVQPAHASX-WMMBDXMASA-N	1300.868156			
BASm0035659	CL(14:0(3-OH)/14:0/14:0(3-OH)/14:0)	CL(14:0(3-OH)/14:0/14:0(3-OH)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(14:0(3-OH)/14:0/14:0(3-OH)/14:0) contains two chains of 3-hydroxytetradecanoic acid at the C1 and C3 positions, two chains of tetradecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C65H126O19P2		DNMQJHQKKXUUBY-SQDZFYISSA-N	1272.836856			
BASm0035660	CL(14:0(3-OH)/14:0(3-OH)/14:0(3-OH)/14:0(3-OH))	CL(14:0(3-OH)/14:0(3-OH)/14:0(3-OH)/14:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(14:0(3-OH)/14:0(3-OH)/14:0(3-OH)/14:0(3-OH)) contains four chains of 3-hydroxytetradecanoic acid at the C1, C2, C3 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C65H126O21P2		LQIDEDWJWZYVJX-UNVJBDLSSA-N	1304.826685			
BASm0035661	PA(14:0(3-OH)/10:0)	PA(14:0(3-OH)/10:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0(3-OH)/10:0), in particular, consists of one 3-hydroxytetradecanoyl chain to the C-1 atom, and one decanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C27H53O9P		KNHNCIHISCVKOB-WUBHUQEYSA-N	552.3427203			
BASm0035662	CDP-DG(14:0(3-OH)/10:0)	CDP-DG(14:0(3-OH)/10:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0(3-OH)/10:0), in particular, consists of two 3-hydroxytetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0(3-OH)/10:0) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C36H65N3O16P2		QNBUUBMTYFSTCJ-UAAZVYHZSA-N	857.384007			
BASm0035663	CL(14:0(3-OH)/10:0/14:0(3-OH)/10:0)	CL(14:0(3-OH)/10:0/14:0(3-OH)/10:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(14:0(3-OH)/10:0/14:0(3-OH)/10:0) contains two chains of 3-hydroxytetradecanoic acid at the C1 and C3 positions, two chains of decanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C57H110O19P2		CXDVOCYAGZGCCH-UMURVSDKSA-N	1160.711655			
BASm0035664	PA(14:0(3-OH)/10:0(3-OH))	PA(14:0(3-OH)/10:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0(3-OH)/10:0(3-OH)), in particular, consists of one 3-hydroxytetradecanoyl chain to the C-1 atom, and one 3-hydroxydecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C27H53O10P		ALAMTIDBYDPNOC-DDJHWDJXSA-N	568.3376349			
BASm0035665	CDP-DG(14:0(3-OH)/10:0(3-OH))	CDP-DG(14:0(3-OH)/10:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0(3-OH)/10:0(3-OH)), in particular, consists of two 3-hydroxytetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0(3-OH)/10:0(3-OH)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C36H65N3O17P2		BTGJZNIJOCDPCB-AXPSOOPMSA-N	873.3789216			
BASm0035666	CL(14:0(3-OH)/10:0(3-OH)/14:0(3-OH)/10:0(3-OH))	CL(14:0(3-OH)/10:0(3-OH)/14:0(3-OH)/10:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(14:0(3-OH)/10:0(3-OH)/14:0(3-OH)/10:0(3-OH)) contains two chains of 3-hydroxytetradecanoic acid at the C1 and C3 positions, two chains of 3-hydroxydecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C57H110O21P2		YNHARPHWDSWYHR-FFCJBENHSA-N	1192.701485			
BASm0035667	CL(12:0/12:0(3-OH)/12:0/12:0(3-OH))	CL(12:0/12:0(3-OH)/12:0/12:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(12:0/12:0(3-OH)/12:0/12:0(3-OH)) contains two chains of dodecanoic acid at the C1 and C3 positions, two chains of 3-hydroxydodecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C57H110O19P2		QAGIYWMCISGYBV-UMURVSDKSA-N	1160.711655			
BASm0035668	PA(12:0(3-OH)/16:1(9Z))	PA(12:0(3-OH)/16:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0(3-OH)/16:1(9Z)), in particular, consists of one 3-hydroxydodecanoyl chain to the C-1 atom, and one 9Z-hexadecenoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C31H59O9P		XMXLVGPFPUNLLN-UJDLVGFFSA-N	606.3896705			
BASm0035669	CDP-DG(12:0(3-OH)/16:1(9Z))	CDP-DG(12:0(3-OH)/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0(3-OH)/16:1(9Z)), in particular, consists of two 3-hydroxydodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0(3-OH)/16:1(9Z)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C40H71N3O16P2		SFXNDYGXHSEGRZ-BBYXPKBYSA-N	911.4309572			
BASm0035670	CL(12:0(3-OH)/16:1(9Z)/12:0(3-OH)/16:1(9Z))	CL(12:0(3-OH)/16:1(9Z)/12:0(3-OH)/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(12:0(3-OH)/16:1(9Z)/12:0(3-OH)/16:1(9Z)) contains two chains of 3-hydroxydodecanoic acid at the C1 and C3 positions, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C65H122O19P2		BBZRFHAGXSDYJM-BDJXIEJUSA-N	1268.805556			
BASm0035671	PA(12:0(3-OH)/16:0)	PA(12:0(3-OH)/16:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0(3-OH)/16:0), in particular, consists of one 3-hydroxydodecanoyl chain to the C-1 atom, and one hexadecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C31H61O9P		QQUXCAMPBJZWCW-YPJJGMIRSA-N	608.4053205			
BASm0035672	CDP-DG(12:0(3-OH)/16:0)	CDP-DG(12:0(3-OH)/16:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0(3-OH)/16:0), in particular, consists of two 3-hydroxydodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0(3-OH)/16:0) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C40H73N3O16P2		ZOAPRZDLENTXJC-KRFAWNICSA-N	913.4466073			
BASm0035673	CL(12:0(3-OH)/16:0/12:0(3-OH)/16:0)	CL(12:0(3-OH)/16:0/12:0(3-OH)/16:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(12:0(3-OH)/16:0/12:0(3-OH)/16:0) contains two chains of 3-hydroxydodecanoic acid at the C1 and C3 positions, two chains of hexadecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C65H126O19P2		YZAHKDRFKBPSNZ-SQDZFYISSA-N	1272.836856			
BASm0035674	PA(12:0(3-OH)/15:0cyclo)	PA(12:0(3-OH)/15:0cyclo) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0(3-OH)/15:0cyclo), in particular, consists of one 3-hydroxydodecanoyl chain to the C-1 atom, and one cyclo-pentadecanoic acid to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCC1CC1CCCC	C30H57O9P	InChI=1S/C30H57O9P/c1-3-5-7-8-9-12-15-19-27(31)22-30(33)37-23-28(24-38-40(34,35)36)39-29(32)20-16-13-10-11-14-18-26-21-25(26)17-6-4-2/h25-28,31H,3-24H2,1-2H3,(H2,34,35,36)/t25?,26?,27?,28-/m1/s1	HISBBQCKHRWOKB-HLTHPTTOSA-N	592.3740204			
BASm0035675	CL(12:0(3-OH)/12:0/12:0(3-OH)/12:0)	CL(12:0(3-OH)/12:0/12:0(3-OH)/12:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(12:0(3-OH)/12:0/12:0(3-OH)/12:0) contains two chains of 3-hydroxydodecanoic acid at the C1 and C3 positions, two chains of dodecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C57H110O19P2		PRCQNFZXKJPONU-UMURVSDKSA-N	1160.711655			
BASm0035676	CL(12:0(3-OH)/12:0(3-OH)/12:0(3-OH)/12:0(3-OH))	CL(12:0(3-OH)/12:0(3-OH)/12:0(3-OH)/12:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(12:0(3-OH)/12:0(3-OH)/12:0(3-OH)/12:0(3-OH)) contains four chains of 3-hydroxydodecanoic acid at the C1, C2, C3 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C57H110O21P2		WXXDLUBSXCRBEG-FFCJBENHSA-N	1192.701485			
BASm0035677	PA(10:0/19:iso)	PA(10:0/19:iso) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/19:iso), in particular, consists of one decanoyl chain to the C-1 atom, and one 17-methylocatdecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C32H63O8P	InChI=1S/C32H63O8P/c1-4-5-6-7-15-19-22-25-31(33)38-27-30(28-39-41(35,36)37)40-32(34)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-29(2)3/h29-30H,4-28H2,1-3H3,(H2,35,36,37)/t30-/m1/s1	PTERKCUMTKSEMU-SSEXGKCCSA-N	606.426056			
BASm0035678	CDP-DG(10:0/19:iso)	CDP-DG(10:0/19:iso) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/19:iso), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/19:iso) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C41H75N3O15P2		GZSSDGDBCAUWHM-KWZPHBTHSA-N	911.4673427			
BASm0035679	CL(10:0/19:iso/10:0/19:iso)	CL(10:0/19:iso/10:0/19:iso) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(10:0/19:iso/10:0/19:iso) contains two chains of decanoic acid at the C1 and C3 positions, two chains of 17-methylocatdecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C67H130O17P2		QUNNWIJBUUZZKQ-APQHLZGQSA-N	1268.878327			
BASm0035680	PA(10:0/14:0(3-OH))	PA(10:0/14:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/14:0(3-OH)), in particular, consists of one decanoyl chain to the C-1 atom, and one 3-hydroxytetradecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C27H53O9P		MZEUFSMDCHCXAI-WUBHUQEYSA-N	552.3427203			
BASm0035681	CDP-DG(10:0/14:0(3-OH))	CDP-DG(10:0/14:0(3-OH)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(10:0/14:0(3-OH)), in particular, consists of one chain of capric acid at the C-1 position and one chain of 3-hydroxytetradecanoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).				C36H65N3O16P2		URRDZPIEZKPOKP-IIWOIFLTNA-N	857.384007			
BASm0035682	CL(10:0/14:0(3-OH)/10:0/14:0(3-OH))	CL(10:0/14:0(3-OH)/10:0/14:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(10:0/14:0(3-OH)/10:0/14:0(3-OH)) contains two chains of decanoic acid at the C1 and C3 positions, two chains of 3-hydroxytetradecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C57H110O19P2		IXDJOMZJCGYLCJ-UMURVSDKSA-N	1160.711655			
BASm0035683	PA(10:0(3-OH)/18:1(9Z))	PA(10:0(3-OH)/18:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0(3-OH)/18:1(9Z)), in particular, consists of one 3-hydroxydecanoyl chain to the C-1 atom, and one 9Z-octadecenoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C31H59O9P		KJZJTYMKCRFCRD-UOXGKJMQSA-N	606.3896705			
BASm0035684	CDP-DG(10:0(3-OH)/18:1(9Z))	CDP-DG(10:0(3-OH)/18:1(9Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(10:0(3-OH)/18:1(9Z)), in particular, consists of one chain of 3-hydroxydecanoic acid at the C-1 position and one chain of oleic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).				C40H71N3O16P2		NRQOBNXZUZPXHM-SRYAQHJJNA-N	911.4309572			
BASm0035685	CL(10:0(3-OH)/18:1(9Z)/10:0(3-OH)/18:1(9Z))	CL(10:0(3-OH)/18:1(9Z)/10:0(3-OH)/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(10:0(3-OH)/18:1(9Z)/10:0(3-OH)/18:1(9Z)) contains two chains of 3-hydroxydecanoic acid at the C1 and C3 positions, two chains of (9Z-octadecenoyl) at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C65H122O19P2		NRYUAQNLISEGLG-VKDDGQMISA-N	1268.805556			
BASm0035686	PA(10:0(3-OH)/15:0)	PA(10:0(3-OH)/15:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0(3-OH)/15:0), in particular, consists of one 3-hydroxydecanoyl chain to the C-1 atom, and one pentadecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C28H55O9P		QHFFLTHNCKFGCF-FXDYGKIASA-N	566.3583703			
BASm0035687	CDP-DG(10:0(3-OH)/15:0)	CDP-DG(10:0(3-OH)/15:0) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(10:0(3-OH)/15:0), in particular, consists of one chain of 3-hydroxydecanoic acid at the C-1 position and one chain of pentadecanoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).				C37H67N3O16P2		DTRSCBTVDVLOTF-YFEXDSODNA-N	871.3996571			
BASm0035688	CL(10:0(3-OH)/15:0/10:0(3-OH)/15:0)	CL(10:0(3-OH)/15:0/10:0(3-OH)/15:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(10:0(3-OH)/15:0/10:0(3-OH)/15:0) contains two chains of 3-hydroxydecanoic acid at the C1 and C3 positions, two chains of pentadecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C59H114O19P2		MNRZXQIHEAKYJT-LURBGLKDSA-N	1188.742955			
BASm0035689	PA(10:0(3-OH)/14:0)	PA(10:0(3-OH)/14:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0(3-OH)/14:0), in particular, consists of one 3-hydroxydecanoyl chain to the C-1 atom, and one tetradecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C27H53O9P		GYSQEKILZNMDEH-WUBHUQEYSA-N	552.3427203			
BASm0035690	CDP-DG(10:0(3-OH)/14:0)	CDP-DG(10:0(3-OH)/14:0) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(10:0(3-OH)/14:0), in particular, consists of one chain of 3-hydroxydecanoic acid at the C-1 position and one chain of myristic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).				C36H65N3O16P2		ZTXFMZSIGPFQOL-IIWOIFLTNA-N	857.384007			
BASm0035691	CL(10:0(3-OH)/14:0/10:0(3-OH)/14:0)	CL(10:0(3-OH)/14:0/10:0(3-OH)/14:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(10:0(3-OH)/14:0/10:0(3-OH)/14:0) contains two chains of 3-hydroxydecanoic acid at the C1 and C3 positions, two chains of tetradecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C57H110O19P2		FKHMIEZEIODKHG-UMURVSDKSA-N	1160.711655			
BASm0035692	PA(10:0(3-OH)/14:0(3-OH))	PA(10:0(3-OH)/14:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0(3-OH)/14:0(3-OH)), in particular, consists of one 3-hydroxydecanoyl chain to the C-1 atom, and one 3-hydroxytetradecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C27H53O10P		OAVTVGHUOUHMMZ-DDJHWDJXSA-N	568.3376349			
BASm0035693	CDP-DG(10:0(3-OH)/14:0(3-OH))	CDP-DG(10:0(3-OH)/14:0(3-OH)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(10:0(3-OH)/14:0(3-OH)), in particular, consists of one chain of 3-hydroxydecanoic acid at the C-1 position and one chain of 3-hydroxytetradecanoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).				C36H65N3O17P2		NCGRHHCIMXVAON-VXOLARCYNA-N	873.3789216			
BASm0035694	CL(10:0(3-OH)/14:0(3-OH)/10:0(3-OH)/14:0(3-OH))	CL(10:0(3-OH)/14:0(3-OH)/10:0(3-OH)/14:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(10:0(3-OH)/14:0(3-OH)/10:0(3-OH)/14:0(3-OH)) contains two chains of 3-hydroxydecanoic acid at the C1 and C3 positions, two chains of 3-hydroxytetradecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C57H110O21P2		HTCWFNJMINYIEG-FFCJBENHSA-N	1192.701485			
BASm0035695	PA(10:0(3-OH)/10:0(3-OH))	PA(10:0(3-OH)/10:0(3-OH))is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0(3-OH)/10:0(3-OH)), in particular, consists of two 3-hydroxydecanoyl chain at positions C-1 and C2. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C23H45O10P		FUESWSJHZPKQRN-XVAXZDLZSA-N	512.2750346			
BASm0035696	CDP-DG(10:0(3-OH)/10:0(3-OH))	CDP-DG(10:0(3-OH)/10:0(3-OH)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(10:0(3-OH)/10:0(3-OH)), in particular, consists of one chain of 3-hydroxydecanoic acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).				C32H57N3O17P2		ZKOWBHUONQIKLW-AGFIETATNA-N	817.3163214			
BASm0035697	CL(10:0(3-OH)/10:0(3-OH)/10:0(3-OH)/10:0(3-OH))	CL(10:0(3-OH)/10:0(3-OH)/10:0(3-OH)/10:0(3-OH)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(10:0(3-OH)/10:0(3-OH)/10:0(3-OH)/10:0(3-OH)) contains four chains of 3-hydroxydecanoic acid at the C1, C2, C3 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C49H94O21P2		SSTBPTGLHALCLR-HQLAECSFSA-N	1080.576284			
BASm0035698	CDP-DG(22:0/22:1(11Z))	CDP-DG(22:0/22:1(11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(22:0/22:1(11Z)), in particular, consists of one chain of behenic acid at the C-1 position and one chain of (11Z)-docosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C56H103N3O15P2	InChI=1S/C56H103N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-51(60)69-45-48(72-52(61)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h22,24,43-44,48-49,53-55,62-63H,3-21,23,25-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b24-22-/t48-,49-,53-,54-,55-/m1/s1	NPKWFEZOBVBOQA-PHXYOFHQSA-N	1119.686444	17962		
BASm0035699	PA(10:0(3-OH)/10:0)	PA(10:0(3-OH)/10:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0(3-OH)/10:0), in particular, consists of one chain of 3-hydroxydecanoic acid at the C-1 position and one chain of capric acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC	C23H45O9P	InChI=1S/C23H45O9P/c1-3-5-7-9-10-12-14-16-22(25)32-21(19-31-33(27,28)29)18-30-23(26)17-20(24)15-13-11-8-6-4-2/h20-21,24H,3-19H2,1-2H3,(H2,27,28,29)/t20?,21-/m1/s1	ZPQQXAIOLPFGII-BPGUCPLFSA-N	496.28012	16337		
BASm0035700	PA(10:0(3-OH)/12:0(3-OH))	PA(10:0(3-OH)/12:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0(3-OH)/12:0(3-OH)), in particular, consists of one chain of 3-hydroxydecanoic acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCCCC	C25H49O10P	InChI=1S/C25H49O10P/c1-3-5-7-9-10-12-14-16-22(27)18-25(29)35-23(20-34-36(30,31)32)19-33-24(28)17-21(26)15-13-11-8-6-4-2/h21-23,26-27H,3-20H2,1-2H3,(H2,30,31,32)/t21?,22?,23-/m1/s1	BGYIHJQYPSEHGI-XPPIMPSXSA-N	540.3063348	16337		
BASm0035701	PA(10:0(3-OH)/12:0)	PA(10:0(3-OH)/12:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0(3-OH)/12:0), in particular, consists of one chain of 3-hydroxydecanoic acid at the C-1 position and one chain of lauric acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCC	C25H49O9P	InChI=1S/C25H49O9P/c1-3-5-7-9-10-11-12-14-16-18-24(27)34-23(21-33-35(29,30)31)20-32-25(28)19-22(26)17-15-13-8-6-4-2/h22-23,26H,3-21H2,1-2H3,(H2,29,30,31)/t22?,23-/m1/s1	VWTHVPRDHIIEHU-OZAIVSQSSA-N	524.3114202	16337		
BASm0035702	PA(10:0(3-OH)/15:0cycw5)	PA(10:0(3-OH)/15:0cycw5) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0(3-OH)/15:0cycw5), in particular, consists of one chain of 3-hydroxydecanoic acid at the C-1 position and one chain of 9,10-methylenetetradecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCC1CC1CCCC	C28H53O9P	InChI=1S/C28H53O9P/c1-3-5-7-9-13-17-25(29)20-28(31)35-21-26(22-36-38(32,33)34)37-27(30)18-14-11-8-10-12-16-24-19-23(24)15-6-4-2/h23-26,29H,3-22H2,1-2H3,(H2,32,33,34)/t23?,24?,25?,26-/m1/s1	ZRPZRLIEOSWAJM-BDSJNSOASA-N	564.3427203	16337		
BASm0035703	PGP(10:0(3-OH)/15:0cycw5)	[(2S)-3-({[(2R)-2-{[8-(2-butylcyclopropyl)octanoyl]oxy}-3-[(3-hydroxydecanoyl)oxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(10:0(3-OH)/15:0cyclo) has the chemical formula C31H60O14P2, and an average molecular weight of 718.755. PGP(10:0(3-OH)/15:0cyclo) is involved in the Phospholipid Biosynthesis CL(10:0(3-OH)/15:0cyclo/10:0(3-OH)/15:0cyclo) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C31H60O14P2	InChI=1S/C31H60O14P2/c1-3-5-7-9-13-17-27(32)20-31(35)41-23-29(24-44-47(39,40)43-22-28(33)21-42-46(36,37)38)45-30(34)18-14-11-8-10-12-16-26-19-25(26)15-6-4-2/h25-29,32-33H,3-24H2,1-2H3,(H,39,40)(H2,36,37,38)/t25?,26?,27?,28-,29+/m0/s1	FAQHCQCFKMBYCU-IFULXZEUSA-N	718.3458306	37393		
BASm0035704	PA(10:0(3-OH)/16:0)	PA(10:0(3-OH)/16:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0(3-OH)/16:0), in particular, consists of one chain of 3-hydroxydecanoic acid at the C-1 position and one chain of palmitic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC	C29H57O9P	InChI=1S/C29H57O9P/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-28(31)38-27(25-37-39(33,34)35)24-36-29(32)23-26(30)21-19-17-8-6-4-2/h26-27,30H,3-25H2,1-2H3,(H2,33,34,35)/t26?,27-/m1/s1	WGLMGKCBMAFPBC-SSYAZFEXSA-N	580.3740204	16337		
BASm0035705	PA(10:0(3-OH)/16:1(9Z))	PA(10:0(3-OH)/16:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0(3-OH)/16:1(9Z)), in particular, consists of one chain of 3-hydroxydecanoic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC	C29H55O9P	InChI=1S/C29H55O9P/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-28(31)38-27(25-37-39(33,34)35)24-36-29(32)23-26(30)21-19-17-8-6-4-2/h11-12,26-27,30H,3-10,13-25H2,1-2H3,(H2,33,34,35)/b12-11-/t26?,27-/m1/s1	CTPMZYIRCYQDRI-RRSIKFODSA-N	578.3583703	16337		
BASm0035706	PGP(10:0(3-OH)/17:0cycw7)	[(2S)-3-({[(2R)-2-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-[(3-hydroxydecanoyl)oxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(10:0(3-OH)/17:0cycw7c) has the chemical formula C33H64O14P2, and an average molecular weight of 746.809. PGP(10:0(3-OH)/17:0cycw7c) is involved in a couple of pathways, which are Phospholipid Biosynthesis CL(10:0(3-OH)/17:0cycw7c/10:0(3-OH)/17:0cycw7c) Pathway and Phospholipid Biosynthesis CL(10:0(3-OH)/17:0cycw7c/14:0/14:0) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C33H64O14P2	InChI=1S/C33H64O14P2/c1-3-5-7-10-15-19-29(34)22-33(37)43-25-31(26-46-49(41,42)45-24-30(35)23-44-48(38,39)40)47-32(36)20-16-12-9-11-14-18-28-21-27(28)17-13-8-6-4-2/h27-31,34-35H,3-26H2,1-2H3,(H,41,42)(H2,38,39,40)/t27?,28?,29?,30-,31+/m0/s1	OWVRLQFVTUVOAO-AIMSBCCHSA-N	746.3771307	37393		
BASm0035707	PA(10:0(3-OH)/i-19:0)	PA(10:0(3-OH)/i-19:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0(3-OH)/i-19:0), in particular, consists of one chain of 3-hydroxydecanoic acid at the C-1 position and one chain of isononadecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C32H63O9P	InChI=1S/C32H63O9P/c1-4-5-6-16-20-23-29(33)25-32(35)39-26-30(27-40-42(36,37)38)41-31(34)24-21-18-15-13-11-9-7-8-10-12-14-17-19-22-28(2)3/h28-30,33H,4-27H2,1-3H3,(H2,36,37,38)/t29?,30-/m1/s1	AGHNDBBAEIDNFV-BDCODIICSA-N	622.4209706	16337		
BASm0035708	CDP-DG(10:0(3-OH)/i-19:0)	CDP-DG(10:0(3-OH)/19:ISO) is considered to be a practically insoluble (in water) and relatively neutral molecule. CDP-DG(10:0(3-OH)/19:ISO) may be a unique E.coli metabolite. CDP-DG(10:0(3-OH)/19:ISO) participates in a number of enzymatic reactions. In particular, CDP-DG(10:0(3-OH)/19:ISO) can be biosynthesized from DG(10:0(3-OH)/19:ISO/0:0) and cytidine triphosphate through its interaction with the enzyme CDP-diglyceride synthetase. In addition, CDP-DG(10:0(3-OH)/19:ISO) and glycerol 3-phosphate can be converted into PGP(10:0(3-OH)/19:iso) and cytidine triphosphate through the action of the enzyme phosphatidylglycerophosphate synthase.			[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C41H75N3O16P2	InChI=1S/C41H75N3O16P2/c1-4-5-6-16-20-23-32(45)27-37(47)55-28-33(58-36(46)24-21-18-15-13-11-9-7-8-10-12-14-17-19-22-31(2)3)29-56-61(51,52)60-62(53,54)57-30-34-38(48)39(49)40(59-34)44-26-25-35(42)43-41(44)50/h25-26,31-34,38-40,45,48-49H,4-24,27-30H2,1-3H3,(H,51,52)(H,53,54)(H2,42,43,50)/t32?,33-,34-,38+,39?,40-/m1/s1	HBWHAFZNLKQYMY-WERIVYNPSA-N	927.4622573	17962		
BASm0035709	PS(10:0(3-OH)/i-19:0)	PS(10:0(3-OH)/19:ISO) is considered to be a practically insoluble (in water) and relatively neutral molecule. PS(10:0(3-OH)/19:ISO) may be a unique E.coli metabolite. PS(10:0(3-OH)/19:ISO) participates in a number of enzymatic reactions. In particular, PS(10:0(3-OH)/19:ISO) and cytidine monophosphate can be biosynthesized from CDP-DG(10:0/19:1(9Z)) and L-serine; which is catalyzed by the enzyme phosphatidylserine synthase. In addition, PS(10:0(3-OH)/19:ISO) can be converted into PE(10:0(3-OH)/19:ISO); which is catalyzed by the enzyme phosphatidylserine decarboxylase.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C)C(O)=O	C35H68NO11P	InChI=1S/C35H68NO11P/c1-4-5-6-16-20-23-30(37)25-34(39)44-26-31(27-45-48(42,43)46-28-32(36)35(40)41)47-33(38)24-21-18-15-13-11-9-7-8-10-12-14-17-19-22-29(2)3/h29-32,37H,4-28,36H2,1-3H3,(H,40,41)(H,42,43)/t30?,31-,32+/m1/s1	PNKZIBZZBANFRF-RENFASQQSA-N	709.452999	18303		
BASm0035710	PG(10:0(3-OH)/i-19:0)	PG(10:0(3-OH)/19:ISO) is considered to be a practically insoluble (in water) and relatively neutral molecule. PG(10:0(3-OH)/19:ISO) may be a unique E.coli metabolite. PG(10:0(3-OH)/19:ISO) participates in a number of enzymatic reactions. In particular, PG(10:0(3-OH)/19:ISO) can be biosynthesized from PGP(10:0(3-OH)/19:iso); which is catalyzed by the enzyme phosphatidylglycerophosphatase. In addition, PG(10:0(3-OH)/19:ISO) can be converted into glycerol and CL(10:0(3-OH)/19:ISO/10:0(3-OH)/19:ISO) through the action of the enzyme cardiolipin synthase.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C35H69O11P	InChI=1S/C35H69O11P/c1-4-5-6-16-20-23-31(37)25-35(40)43-28-33(29-45-47(41,42)44-27-32(38)26-36)46-34(39)24-21-18-15-13-11-9-7-8-10-12-14-17-19-22-30(2)3/h30-33,36-38H,4-29H2,1-3H3,(H,41,42)/t31?,32-,33+/m0/s1	IAGRHZWZHLNOOY-ADIDXWPESA-N	696.45775	17517		
BASm0035711	PA(10:0/12:0(3-OH))	PA(10:0/12:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/12:0(3-OH)), in particular, consists of one chain of capric acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCCCC	C25H49O9P	InChI=1S/C25H49O9P/c1-3-5-7-9-11-13-15-17-22(26)19-25(28)34-23(21-33-35(29,30)31)20-32-24(27)18-16-14-12-10-8-6-4-2/h22-23,26H,3-21H2,1-2H3,(H2,29,30,31)/t22?,23-/m1/s1	PUCUCTWHVKOCMV-OZAIVSQSSA-N	524.3114202	16337		
BASm0035712	PA(12:0(3-OH)/10:0(3-OH))	PA(12:0(3-OH)/10:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0(3-OH)/10:0(3-OH)), in particular, consists of one chain of 3-hydroxydecanoic acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCC	C25H49O10P	InChI=1S/C25H49O10P/c1-3-5-7-9-10-12-14-15-21(26)17-24(28)33-19-23(20-34-36(30,31)32)35-25(29)18-22(27)16-13-11-8-6-4-2/h21-23,26-27H,3-20H2,1-2H3,(H2,30,31,32)/t21?,22?,23-/m1/s1	YSOLQXANLNYBDZ-XPPIMPSXSA-N	540.3063348	16337		
BASm0035713	PA(12:0(3-OH)/10:0)	PA(12:0(3-OH)/10:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0(3-OH)/10:0), in particular, consists of one chain of 3-hydroxydecanoic acid at the C-1 position and one chain of capric acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC	C25H49O9P	InChI=1S/C25H49O9P/c1-3-5-7-9-11-13-15-17-22(26)19-25(28)32-20-23(21-33-35(29,30)31)34-24(27)18-16-14-12-10-8-6-4-2/h22-23,26H,3-21H2,1-2H3,(H2,29,30,31)/t22?,23-/m1/s1	UYFYJPZSINNSTH-OZAIVSQSSA-N	524.3114202	16337		
BASm0035714	PA(12:0(3-OH)/14:0(3-OH))	PA(12:0(3-OH)/14:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0(3-OH)/14:0(3-OH)), in particular, consists of one chain of 3-hydroxydecanoic acid at the C-1 position and one chain of 3-hydroxytetradecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCCCCCC	C29H57O10P	InChI=1S/C29H57O10P/c1-3-5-7-9-11-12-14-16-18-20-26(31)22-29(33)39-27(24-38-40(34,35)36)23-37-28(32)21-25(30)19-17-15-13-10-8-6-4-2/h25-27,30-31H,3-24H2,1-2H3,(H2,34,35,36)/t25?,26?,27-/m1/s1	GJURUNRKXBBUGC-WZDPVOGJSA-N	596.368935	16337		
BASm0035715	PA(12:0(3-OH)/14:0)	PA(12:0(3-OH)/14:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0(3-OH)/14:0), in particular, consists of one chain of 3-hydroxydecanoic acid at the C-1 position and one chain of myristic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCC	C29H57O9P	InChI=1S/C29H57O9P/c1-3-5-7-9-11-12-13-14-16-18-20-22-28(31)38-27(25-37-39(33,34)35)24-36-29(32)23-26(30)21-19-17-15-10-8-6-4-2/h26-27,30H,3-25H2,1-2H3,(H2,33,34,35)/t26?,27-/m1/s1	DWGKNJPGCBUJLQ-SSYAZFEXSA-N	580.3740204	16337		
BASm0035716	PA(12:0(3-OH)/15:0)	PA(12:0(3-OH)/15:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0(3-OH)/15:0), in particular, consists of one chain of 3-hydroxydecanoic acid at the C-1 position and one chain of pentadecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCC	C30H59O9P	InChI=1S/C30H59O9P/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-29(32)39-28(26-38-40(34,35)36)25-37-30(33)24-27(31)22-20-18-16-10-8-6-4-2/h27-28,31H,3-26H2,1-2H3,(H2,34,35,36)/t27?,28-/m1/s1	APTBMKOBPTVIII-PLYLYKGUSA-N	594.3896705	16337		
BASm0035717	PGP(12:0(3-OH)/15:0cycw5)	[(2S)-3-({[(2R)-2-{[8-(2-butylcyclopropyl)octanoyl]oxy}-3-[(3-hydroxydodecanoyl)oxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(12:0(3-OH)/15:0cyclo) has the chemical formula C33H64O14P2, and an average molecular weight of 746.809. PGP(12:0(3-OH)/15:0cyclo) is involved in the Phospholipid Biosynthesis CL(12:0(3-OH)/15:0cyclo/12:0(3-OH)/15:0cyclo) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C33H64O14P2	InChI=1S/C33H64O14P2/c1-3-5-7-8-9-12-15-19-29(34)22-33(37)43-25-31(26-46-49(41,42)45-24-30(35)23-44-48(38,39)40)47-32(36)20-16-13-10-11-14-18-28-21-27(28)17-6-4-2/h27-31,34-35H,3-26H2,1-2H3,(H,41,42)(H2,38,39,40)/t27?,28?,29?,30-,31+/m0/s1	QNDQBDRULUOORK-AIMSBCCHSA-N	746.3771307	37393		
BASm0035718	PA(12:0(3-OH)/i-19:0)	PA(12:0(3-OH)/i-19:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0(3-OH)/i-19:0), in particular, consists of one chain of 3-hydroxydecanoic acid at the C-1 position and one chain of isononadecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C34H67O9P	InChI=1S/C34H67O9P/c1-4-5-6-7-15-19-22-25-31(35)27-34(37)41-28-32(29-42-44(38,39)40)43-33(36)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-30(2)3/h30-32,35H,4-29H2,1-3H3,(H2,38,39,40)/t31?,32-/m1/s1	PPSOCONEGLGSMG-IADGFXSZSA-N	650.4522707	16337		
BASm0035719	CDP-DG(12:0(3-OH)/i-19:0)	CDP-DG(12:0(3-OH)/19:ISO) is considered to be a practically insoluble (in water) and relatively neutral molecule. CDP-DG(12:0(3-OH)/19:ISO) may be a unique E.coli metabolite. CDP-DG(12:0(3-OH)/19:ISO) participates in a number of enzymatic reactions. In particular, CDP-DG(12:0(3-OH)/19:ISO) can be biosynthesized from DG(12:0(3-OH)/19:ISO/0:0) and cytidine triphosphate; which is catalyzed by the enzyme CDP-diglyceride synthetase. In addition, CDP-DG(12:0(3-OH)/19:ISO) and glycerol 3-phosphate can be converted into PGP(12:0(3-OH)/19:iso) and cytidine monophosphate through the action of the enzyme phosphatidylglycerophosphate synthase.			[H][C@@](COC(=O)CC(O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C43H79N3O16P2	InChI=1S/C43H79N3O16P2/c1-4-5-6-7-15-19-22-25-34(47)29-39(49)57-30-35(60-38(48)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-33(2)3)31-58-63(53,54)62-64(55,56)59-32-36-40(50)41(51)42(61-36)46-28-27-37(44)45-43(46)52/h27-28,33-36,40-42,47,50-51H,4-26,29-32H2,1-3H3,(H,53,54)(H,55,56)(H2,44,45,52)/t34?,35-,36-,40+,41?,42-/m1/s1	SSHMHANXDRKNQG-KMUBYDIESA-N	955.4935575	17962		
BASm0035720	PS(12:0(3-OH)/i-19:0)	PS(12:0(3-OH)/19:ISO) is considered to be a practically insoluble (in water) and relatively neutral molecule. PS(12:0(3-OH)/19:ISO) may be a unique E.coli metabolite. PS(12:0(3-OH)/19:ISO) participates in a number of enzymatic reactions. In particular, PS(12:0(3-OH)/19:ISO) and cytidine monophosphate can be biosynthesized from CDP-DG(12:0/19:1(9Z)) and L-serine through the action of the enzyme phosphatidylserine synthase. In addition, PS(12:0(3-OH)/19:ISO) can be converted into PE(12:0(3-OH)/19:ISO) through the action of the enzyme phosphatidylserine decarboxylase.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C)C(O)=O	C37H72NO11P	InChI=1S/C37H72NO11P/c1-4-5-6-7-15-19-22-25-32(39)27-36(41)46-28-33(29-47-50(44,45)48-30-34(38)37(42)43)49-35(40)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-31(2)3/h31-34,39H,4-30,38H2,1-3H3,(H,42,43)(H,44,45)/t32?,33-,34+/m1/s1	QPZBYDGMSJKFAR-HDXMDBOXSA-N	737.4842991	18303		
BASm0035721	PG(12:0(3-OH)/i-19:0)	PG(12:0(3-OH)/19:ISO) is considered to be a practically insoluble (in water) and relatively neutral molecule. PG(12:0(3-OH)/19:ISO) may be a unique E.coli metabolite. PG(12:0(3-OH)/19:ISO) participates in a number of enzymatic reactions. In particular, PG(12:0(3-OH)/19:ISO) can be biosynthesized from PGP(12:0(3-OH)/19:iso) through the action of the enzyme phosphatidylglycerophosphatase. In addition, PG(12:0(3-OH)/19:ISO) can be converted into glycerol and CL(12:0(3-OH)/19:ISO/12:0(3-OH)/19:ISO); which is mediated by the enzyme cardiolipin synthase.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C37H73O11P	InChI=1S/C37H73O11P/c1-4-5-6-7-15-19-22-25-33(39)27-37(42)45-30-35(31-47-49(43,44)46-29-34(40)28-38)48-36(41)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-32(2)3/h32-35,38-40H,4-31H2,1-3H3,(H,43,44)/t33?,34-,35+/m0/s1	IEZZFFDVHDTWPL-ZYVKZGOESA-N	724.4890502	17517		
BASm0035722	PA(12:0/10:0(3-OH))	PA(12:0/10:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/10:0(3-OH)), in particular, consists of one chain of lauric acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCC	C25H49O9P	InChI=1S/C25H49O9P/c1-3-5-7-9-10-11-12-14-16-18-24(27)32-20-23(21-33-35(29,30)31)34-25(28)19-22(26)17-15-13-8-6-4-2/h22-23,26H,3-21H2,1-2H3,(H2,29,30,31)/t22?,23-/m1/s1	LAWNBMWURPQINP-OZAIVSQSSA-N	524.3114202	16337		
BASm0035723	PA(12:0/14:0(3-OH))	PA(12:0/14:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/14:0(3-OH)), in particular, consists of one chain of lauric acid at the C-1 position and one chain of 3-hydroxytetradecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCCCCCC	C29H57O9P	InChI=1S/C29H57O9P/c1-3-5-7-9-11-13-15-17-19-21-26(30)23-29(32)38-27(25-37-39(33,34)35)24-36-28(31)22-20-18-16-14-12-10-8-6-4-2/h26-27,30H,3-25H2,1-2H3,(H2,33,34,35)/t26?,27-/m1/s1	VUULNVCXQPTKFC-SSYAZFEXSA-N	580.3740204	16337		
BASm0035724	PA(12:0/i-19:0)	PA(12:0/i-19:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/i-19:0), in particular, consists of one chain of lauric acid at the C-1 position and one chain of isononadecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C34H67O8P	InChI=1S/C34H67O8P/c1-4-5-6-7-8-14-18-21-24-27-33(35)40-29-32(30-41-43(37,38)39)42-34(36)28-25-22-19-16-13-11-9-10-12-15-17-20-23-26-31(2)3/h31-32H,4-30H2,1-3H3,(H2,37,38,39)/t32-/m1/s1	POIYKEFPYSOANV-JGCGQSQUSA-N	634.4573561	16337		
BASm0035725	CDP-DG(12:0/i-19:0)	CDP-DG(12:0/19:ISO) is considered to be a practically insoluble (in water) and relatively neutral molecule. CDP-DG(12:0/19:ISO) may be a unique E.coli metabolite. CDP-DG(12:0/19:ISO) participates in a number of enzymatic reactions. In particular, CDP-DG(12:0/19:ISO) can be biosynthesized from DG(12:0/19:ISO/0:0) and cytidine triphosphate through the action of the enzyme CDP-diglyceride synthetase. In addition, CDP-DG(12:0/19:ISO) and glycerol 3-phosphate can be converted into PGP(12:0/19:iso) and cytidine monophosphate through its interaction with the enzyme phosphatidylglycerophosphate synthase.			[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C43H79N3O15P2	InChI=1S/C43H79N3O15P2/c1-4-5-6-7-8-14-18-21-24-27-38(47)56-31-35(59-39(48)28-25-22-19-16-13-11-9-10-12-15-17-20-23-26-34(2)3)32-57-62(52,53)61-63(54,55)58-33-36-40(49)41(50)42(60-36)46-30-29-37(44)45-43(46)51/h29-30,34-36,40-42,49-50H,4-28,31-33H2,1-3H3,(H,52,53)(H,54,55)(H2,44,45,51)/t35-,36-,40+,41?,42-/m1/s1	XLKDVENKGINCQC-HZQZAAQYSA-N	939.4986429	17962		
BASm0035726	PS(12:0/i-19:0)	PS(12:0/19:ISO) is considered to be a practically insoluble (in water) and relatively neutral molecule. PS(12:0/19:ISO) may be a unique E.coli metabolite. PS(12:0/19:ISO) participates in a number of enzymatic reactions. In particular, PS(12:0/19:ISO) and cytidine monophosphate can be biosynthesized from CDP-DG(12:0/19:1(9Z)) and L-serine through its interaction with the enzyme phosphatidylserine synthase. Furthermore, PS(12:0/19:ISO) can be converted into PE(12:0/19:ISO); which is mediated by the enzyme phosphatidylserine decarboxylase. Furthermore, PS(12:0/19:ISO) and cytidine monophosphate can be biosynthesized from CDP-DG(12:0/19:1(9Z)) and L-serine through its interaction with the enzyme phosphatidylserine synthase. Finally, PS(12:0/19:ISO) can be converted into PE(12:0/19:1(12Z)) through the action of the enzyme phosphatidylserine decarboxylase.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C)C(O)=O	C37H72NO10P	InChI=1S/C37H72NO10P/c1-4-5-6-7-8-14-18-21-24-27-35(39)45-29-33(30-46-49(43,44)47-31-34(38)37(41)42)48-36(40)28-25-22-19-16-13-11-9-10-12-15-17-20-23-26-32(2)3/h32-34H,4-31,38H2,1-3H3,(H,41,42)(H,43,44)/t33-,34+/m1/s1	BQKPHZKDTBCVRB-NOCHOARKSA-N	721.4893845	18303		
BASm0035727	PG(12:0/i-19:0)	PG(12:0/19:ISO) is considered to be a practically insoluble (in water) and relatively neutral molecule. PG(12:0/19:ISO) may be a unique E.coli metabolite. PG(12:0/19:ISO) participates in a number of enzymatic reactions. In particular, PG(12:0/19:ISO) can be biosynthesized from PGP(12:0/19:iso); which is catalyzed by the enzyme phosphatidylglycerophosphatase. In addition, PG(12:0/19:ISO) can be converted into glycerol and CL(12:0/19:ISO/12:0/19:ISO); which is catalyzed by the enzyme cardiolipin synthase.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C37H73O10P	InChI=1S/C37H73O10P/c1-4-5-6-7-8-14-18-21-24-27-36(40)44-31-35(32-46-48(42,43)45-30-34(39)29-38)47-37(41)28-25-22-19-16-13-11-9-10-12-15-17-20-23-26-33(2)3/h33-35,38-39H,4-32H2,1-3H3,(H,42,43)/t34-,35+/m0/s1	YXTUZYZYVPKQMY-OIDHKYIRSA-N	708.4941355	17517		
BASm0035728	PA(14:0(3-OH)/12:0(3-OH))	PA(14:0(3-OH)/12:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0(3-OH)/12:0(3-OH)), in particular, consists of one chain of 3-hydroxytetradecanoic acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCCCC	C29H57O10P	InChI=1S/C29H57O10P/c1-3-5-7-9-11-12-14-16-17-19-25(30)21-28(32)37-23-27(24-38-40(34,35)36)39-29(33)22-26(31)20-18-15-13-10-8-6-4-2/h25-27,30-31H,3-24H2,1-2H3,(H2,34,35,36)/t25?,26?,27-/m1/s1	DQAFDWQILLMMRE-WZDPVOGJSA-N	596.368935	16337		
BASm0035729	PA(14:0(3-OH)/12:0)	PA(14:0(3-OH)/12:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0(3-OH)/12:0), in particular, consists of one chain of 3-hydroxytetradecanoic acid at the C-1 position and one chain of lauric acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CC(O)CCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCC	C29H57O9P	InChI=1S/C29H57O9P/c1-3-5-7-9-11-13-15-17-19-21-26(30)23-29(32)36-24-27(25-37-39(33,34)35)38-28(31)22-20-18-16-14-12-10-8-6-4-2/h26-27,30H,3-25H2,1-2H3,(H2,33,34,35)/t26?,27-/m1/s1	JHZNMBQCCKHRBN-SSYAZFEXSA-N	580.3740204	16337		
BASm0035730	PGP(14:0(3-OH)/17:0cycw7)	[(2S)-3-({[(2R)-2-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-[(3-hydroxytetradecanoyl)oxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(14:0(3-OH)/17:0cycw7c) has the chemical formula C37H72O14P2, and an average molecular weight of 802.917. PGP(14:0(3-OH)/17:0cycw7c) is involved in the Phospholipid Biosynthesis CL(14:0(3-OH)/17:0cycw7c/14:0(3-OH)/17:0cycw7c) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C37H72O14P2	InChI=1S/C37H72O14P2/c1-3-5-7-9-10-11-12-15-19-23-33(38)26-37(41)47-29-35(30-50-53(45,46)49-28-34(39)27-48-52(42,43)44)51-36(40)24-20-16-13-14-18-22-32-25-31(32)21-17-8-6-4-2/h31-35,38-39H,3-30H2,1-2H3,(H,45,46)(H2,42,43,44)/t31?,32?,33?,34-,35+/m0/s1	JTXBNJXFDWTZDB-BISNVOBLSA-N	802.439731	37393		
BASm0035731	PA(14:0/12:0(3-OH))	PA(14:0/12:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/12:0(3-OH)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCCCC	C29H57O9P	InChI=1S/C29H57O9P/c1-3-5-7-9-11-12-13-14-16-18-20-22-28(31)36-24-27(25-37-39(33,34)35)38-29(32)23-26(30)21-19-17-15-10-8-6-4-2/h26-27,30H,3-25H2,1-2H3,(H2,33,34,35)/t26?,27-/m1/s1	HKGZADMFXWBLTD-SSYAZFEXSA-N	580.3740204	16337		
BASm0035732	PA(15:0/10:0(3-OH))	PA(15:0/10:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0/10:0(3-OH)), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCC	C28H55O9P	InChI=1S/C28H55O9P/c1-3-5-7-9-10-11-12-13-14-15-17-19-21-27(30)35-23-26(24-36-38(32,33)34)37-28(31)22-25(29)20-18-16-8-6-4-2/h25-26,29H,3-24H2,1-2H3,(H2,32,33,34)/t25?,26-/m1/s1	CLGBPPOVQUNAMR-FXDYGKIASA-N	566.3583703	16337		
BASm0035733	PA(15:0/12:0(3-OH))	PA(15:0/12:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0/12:0(3-OH)), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCCCC	C30H59O9P	InChI=1S/C30H59O9P/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-29(32)37-25-28(26-38-40(34,35)36)39-30(33)24-27(31)22-20-18-16-10-8-6-4-2/h27-28,31H,3-26H2,1-2H3,(H2,34,35,36)/t27?,28-/m1/s1	CHGNOOUOJSQCLQ-PLYLYKGUSA-N	594.3896705	16337		
BASm0035734	PA(15:0cycw5/10:0(3-OH))	PA(15:0cycw5/10:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0cycw5/10:0(3-OH)), in particular, consists of one chain of 9,10-methylenetetradecanoic acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCC1CC1CCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCC	C28H53O9P	InChI=1S/C28H53O9P/c1-3-5-7-9-13-17-25(29)20-28(31)37-26(22-36-38(32,33)34)21-35-27(30)18-14-11-8-10-12-16-24-19-23(24)15-6-4-2/h23-26,29H,3-22H2,1-2H3,(H2,32,33,34)/t23?,24?,25?,26-/m1/s1	BMPONWWMZLQFBO-BDSJNSOASA-N	564.3427203	16337		
BASm0035735	PGP(15:0cycw5/10:0(3-OH))	[(2S)-3-({[(2R)-3-{[8-(2-butylcyclopropyl)octanoyl]oxy}-2-[(3-hydroxydecanoyl)oxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(15:0Cyclo/10:0(3-OH)) has the chemical formula C31H60O14P2, and an average molecular weight of 718.755. PGP(15:0Cyclo/10:0(3-OH)) is involved in the Phospholipid Biosynthesis CL(15:0cyclo/10:0(3-OH)/15:0cyclo/10:0(3-OH)) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CC(O)CCCCCCC	C31H60O14P2	InChI=1S/C31H60O14P2/c1-3-5-7-9-13-17-27(32)20-31(35)45-29(24-44-47(39,40)43-22-28(33)21-42-46(36,37)38)23-41-30(34)18-14-11-8-10-12-16-26-19-25(26)15-6-4-2/h25-29,32-33H,3-24H2,1-2H3,(H,39,40)(H2,36,37,38)/t25?,26?,27?,28-,29+/m0/s1	CHFARPUFXFULQH-IFULXZEUSA-N	718.3458306	37393		
BASm0035736	PA(16:0/10:0(3-OH))	PA(16:0/10:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/10:0(3-OH)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCC	C29H57O9P	InChI=1S/C29H57O9P/c1-3-5-7-9-10-11-12-13-14-15-16-18-20-22-28(31)36-24-27(25-37-39(33,34)35)38-29(32)23-26(30)21-19-17-8-6-4-2/h26-27,30H,3-25H2,1-2H3,(H2,33,34,35)/t26?,27-/m1/s1	DFWDWZODMUTXKT-SSYAZFEXSA-N	580.3740204	16337		
BASm0035737	PGP(17:0cycw7/12:0(3-OH))	[(2S)-3-({[(2R)-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-2-[(3-hydroxydodecanoyl)oxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(17:0Cycw7c/12:0(3-OH)) has the chemical formula C35H68O14P2, and an average molecular weight of 774.863. PGP(17:0Cycw7c/12:0(3-OH)) is involved in a couple of pathways, which are Phospholipid Biosynthesis CL(17:0cycw7c/12:0(3-OH)/12:0/12:0) Pathway and Phospholipid Biosynthesis CL(17:0cycw7c/12:0(3-OH)/17:0cycw7c/12:0(3-OH)) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCCCC	C35H68O14P2	InChI=1S/C35H68O14P2/c1-3-5-7-9-10-13-17-21-31(36)24-35(39)49-33(28-48-51(43,44)47-26-32(37)25-46-50(40,41)42)27-45-34(38)22-18-14-11-12-16-20-30-23-29(30)19-15-8-6-4-2/h29-33,36-37H,3-28H2,1-2H3,(H,43,44)(H2,40,41,42)/t29?,30?,31?,32-,33+/m0/s1	NMUCRBHLZHRNGF-QOGUGHGESA-N	774.4084309	37393		
BASm0035738	PA(17:0cycw7/i-19:0)	PA(17:0cycw7/i-19:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(17:0cycw7/i-19:0), in particular, consists of one chain of 9,10-methylenehexadecanoic acid at the C-1 position and one chain of isononadecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C39H75O8P	InChI=1S/C39H75O8P/c1-4-5-6-22-27-35-31-36(35)28-23-18-16-20-24-29-38(40)45-32-37(33-46-48(42,43)44)47-39(41)30-25-19-15-13-11-9-7-8-10-12-14-17-21-26-34(2)3/h34-37H,4-33H2,1-3H3,(H2,42,43,44)/t35?,36?,37-/m1/s1	LZYDKAYEASHNCZ-BVYUPHKZSA-N	702.5199564	16337		
BASm0035739	CDP-DG(17:0cycw7/i-19:0)	CDP-DG(17:0CYCW7C/19:ISO) is considered to be a practically insoluble (in water) and relatively neutral molecule. CDP-DG(17:0CYCW7C/19:ISO) may be a unique E.coli metabolite. CDP-DG(17:0CYCW7C/19:ISO) participates in a number of enzymatic reactions. In particular, CDP-DG(17:0CYCW7C/19:ISO) can be biosynthesized from DG(17:0CYCW7C/19:ISO/0:0) and cytidine triphosphate through the action of the enzyme CDP-diglyceride synthetase. In addition, CDP-DG(17:0CYCW7C/19:ISO) and glycerol 3-phosphate can be converted into PGP(17:0cycw7c/19:iso) and cytidine monophosphate; which is catalyzed by the enzyme phosphatidylglycerophosphate synthase.			[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C48H87N3O15P2	InChI=1S/C48H87N3O15P2/c1-4-5-6-22-27-38-33-39(38)28-23-18-16-20-24-29-43(52)61-34-40(64-44(53)30-25-19-15-13-11-9-7-8-10-12-14-17-21-26-37(2)3)35-62-67(57,58)66-68(59,60)63-36-41-45(54)46(55)47(65-41)51-32-31-42(49)50-48(51)56/h31-32,37-41,45-47,54-55H,4-30,33-36H2,1-3H3,(H,57,58)(H,59,60)(H2,49,50,56)/t38?,39?,40-,41-,45+,46?,47-/m1/s1	SMCVMZYXRLUUDC-KJYZJUBTSA-N	1007.561243	17962		
BASm0035740	PS(17:0cycw7/i-19:0)	PS(17:0CYCW7C/19:ISO) is considered to be a practically insoluble (in water) and relatively neutral molecule. PS(17:0CYCW7C/19:ISO) may be a unique E.coli metabolite. PS(17:0CYCW7C/19:ISO) has the chemical formula C42H78NO10P, and an average molecular weight of 788.0432. PS(17:0CYCW7C/19:ISO) is involved in multiple pathways, some of which are Phospholipid Biosynthesis CL(16:1(9Z)/19:0cycv8c/16:1(9Z)/17:0cycw7c) Pathway, Phospholipid Biosynthesis CL(19:0cycv8c/17:0cycw7c/14:0/14:0) Pathway, Phospholipid Biosynthesis CL(16:1(9Z)/17:0cycw7c/19:0cycv8c/19:0cycv8c) Pathway, and Phospholipid Biosynthesis CL(16:1(9Z)/16:1(9Z)/19:0cycv8c/17:0cycw7c) Pathway.			[H][C@@](COC(=O)CCCCCCCC1CC1CCCCCC)(COP(O)(=O)OC[C@]([H])(N)C(O)=O)OC(=O)CCCCCCCCCCCCCCCC(C)C	C42H80NO10P	InChI=1S/C42H80NO10P/c1-4-5-6-22-27-36-31-37(36)28-23-18-16-20-24-29-40(44)50-32-38(33-51-54(48,49)52-34-39(43)42(46)47)53-41(45)30-25-19-15-13-11-9-7-8-10-12-14-17-21-26-35(2)3/h35-39H,4-34,43H2,1-3H3,(H,46,47)(H,48,49)/t36?,37?,38-,39+/m1/s1	PHEXCIGGYVKNCH-YBRXGYLCSA-N	789.5519848	18303		
BASm0035741	PG(17:0cycw7/i-19:0)	PG(17:0CYCW7C/19:ISO) is considered to be a practically insoluble (in water) and relatively neutral molecule. PG(17:0CYCW7C/19:ISO) may be a unique E.coli metabolite. PG(17:0CYCW7C/19:ISO) participates in a number of enzymatic reactions. In particular, PG(17:0CYCW7C/19:ISO) can be biosynthesized from PGP(17:0cycw7c/19:iso) through the action of the enzyme phosphatidylglycerophosphatase. In addition, PG(17:0CYCW7C/19:ISO) can be converted into glycerol and CL(17:0CYCW7C/19:ISO/17:0CYCW7C/19:ISO); which is catalyzed by the enzyme cardiolipin synthase.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C42H81O10P	InChI=1S/C42H81O10P/c1-4-5-6-22-27-37-31-38(37)28-23-18-16-20-24-29-41(45)49-34-40(35-51-53(47,48)50-33-39(44)32-43)52-42(46)30-25-19-15-13-11-9-7-8-10-12-14-17-21-26-36(2)3/h36-40,43-44H,4-35H2,1-3H3,(H,47,48)/t37?,38?,39-,40+/m0/s1	QILGVRPJBLYQLH-UXYHKRDYSA-N	776.5567358	17517		
BASm0035742	PA(18:1(11Z)/10:0)	PA(18:1(11Z)/10:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(11Z)/10:0), in particular, consists of one chain of cis-vaccenic acid at the C-1 position and one chain of capric acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC	C31H59O8P	InChI=1S/C31H59O8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-21-23-25-30(32)37-27-29(28-38-40(34,35)36)39-31(33)26-24-22-19-10-8-6-4-2/h12-13,29H,3-11,14-28H2,1-2H3,(H2,34,35,36)/b13-12-/t29-/m1/s1	GLYODSGJDBCJLT-BKAVPCLVSA-N	590.3947559	16337		
BASm0035743	PA(18:1(9Z)/12:0(3-OH))	PA(18:1(9Z)/12:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9Z)/12:0(3-OH)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCCCC	C33H63O9P	InChI=1S/C33H63O9P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-32(35)40-28-31(29-41-43(37,38)39)42-33(36)27-30(34)25-23-21-19-10-8-6-4-2/h14-15,30-31,34H,3-13,16-29H2,1-2H3,(H2,37,38,39)/b15-14-/t30?,31-/m1/s1	OUFKLDWVQBOKFN-RHKBQCMMSA-N	634.4209706	16337		
BASm0035744	PS(18:2(9Z,12Z)/18:2(9Z,12Z))	PS(18:2(9Z,12Z)/18:2(9Z,12Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(18:2(9Z,12Z)/18:2(9Z,12Z)), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the linoleic acid moiety is derived from seed oils. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/C\C=C/CCCCC)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC)C(O)=O	C42H74NO10P	InChI=1S/C42H74NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11-14,17-20,38-39H,3-10,15-16,21-37,43H2,1-2H3,(H,46,47)(H,48,49)/b13-11-,14-12-,19-17-,20-18-/t38-,39+/m1/s1	ZTNFQEXYTMNFHG-SOFXVBFTSA-N	783.5050341	18303	HMDB0012402	
BASm0035745	PA(19:0cycw7/10:0(3-OH))	PA(19:0cycw7/10:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:0cycw7/10:0(3-OH)), in particular, consists of one chain of lactobacillic acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCC1CC1CCCCCC)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCC	C32H61O9P	InChI=1S/C32H61O9P/c1-3-5-7-12-17-21-29(33)24-32(35)41-30(26-40-42(36,37)38)25-39-31(34)22-18-14-11-9-10-13-16-20-28-23-27(28)19-15-8-6-4-2/h27-30,33H,3-26H2,1-2H3,(H2,36,37,38)/t27?,28?,29?,30-/m1/s1	VVZODHPGOVYBNG-VXBYCJGMSA-N	620.4053205	16337		
BASm0035746	PGP(19:0cycw7/10:0(3-OH))	[(2S)-3-({[(2R)-3-{[10-(2-hexylcyclopropyl)decanoyl]oxy}-2-[(3-hydroxydecanoyl)oxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(19:0Cycv8c/10:0(3-OH)) has the chemical formula C35H68O14P2, and an average molecular weight of 774.863. PGP(19:0Cycv8c/10:0(3-OH)) is involved in a couple of pathways, which are Phospholipid Biosynthesis CL(19:0cycv8c/10:0(3-OH)/10:0/10:0) Pathway and Phospholipid Biosynthesis CL(19:0cycv8c/10:0(3-OH)/19:0cycv8c/10:0(3-OH)) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCC	C35H68O14P2	InChI=1S/C35H68O14P2/c1-3-5-7-12-17-21-31(36)24-35(39)49-33(28-48-51(43,44)47-26-32(37)25-46-50(40,41)42)27-45-34(38)22-18-14-11-9-10-13-16-20-30-23-29(30)19-15-8-6-4-2/h29-33,36-37H,3-28H2,1-2H3,(H,43,44)(H2,40,41,42)/t29?,30?,31?,32-,33+/m0/s1	IDCGKMILRXBVEV-QOGUGHGESA-N	774.4084309	37393		
BASm0035747	PGP(19:0cycw7/12:0(3-OH))	[(2S)-3-({[(2R)-3-{[10-(2-hexylcyclopropyl)decanoyl]oxy}-2-[(3-hydroxydodecanoyl)oxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(19:0Cycv8c/12:0(3-OH)) has the chemical formula C37H72O14P2, and an average molecular weight of 802.917. PGP(19:0Cycv8c/12:0(3-OH)) is involved in a couple of pathways, which are Phospholipid Biosynthesis CL(19:0cycv8c/12:0(3-OH)/12:0/12:0) Pathway and Phospholipid Biosynthesis CL(19:0cycv8c/12:0(3-OH)/19:0cycv8c/12:0(3-OH)) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCCCC	C37H72O14P2	InChI=1S/C37H72O14P2/c1-3-5-7-9-11-15-19-23-33(38)26-37(41)51-35(30-50-53(45,46)49-28-34(39)27-48-52(42,43)44)29-47-36(40)24-20-16-13-10-12-14-18-22-32-25-31(32)21-17-8-6-4-2/h31-35,38-39H,3-30H2,1-2H3,(H,45,46)(H2,42,43,44)/t31?,32?,33?,34-,35+/m0/s1	VZZSSSVLOUPIQY-BISNVOBLSA-N	802.439731	37393		
BASm0035748	10,11-Methyleneoctadecanoyl-CoA	10,11-Methyleneoctadecanoyl-CoA belongs to the class of organic compounds known as long-chain fatty acyl CoAs. These are acyl CoAs where the group acylated to the coenzyme A moiety is a long aliphatic chain of 13 to 21 carbon atoms. 10,11-Methyleneoctadecanoyl-CoA is considered to be a practically insoluble (in water) and relatively neutral molecule. 10,11-Methyleneoctadecanoyl-CoA is a cyclopropane fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 10,11-methyleneoctadecanoic acid.			CCCCCCC[C@H]1C[C@H]1CCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C40H70N7O17P3S	InChI=1S/C40H70N7O17P3S/c1-4-5-6-9-12-15-27-22-28(27)16-13-10-7-8-11-14-17-31(49)68-21-20-42-30(48)18-19-43-38(52)35(51)40(2,3)24-61-67(58,59)64-66(56,57)60-23-29-34(63-65(53,54)55)33(50)39(62-29)47-26-46-32-36(41)44-25-45-37(32)47/h25-29,33-35,39,50-51H,4-24H2,1-3H3,(H,42,48)(H,43,52)(H,56,57)(H,58,59)(H2,41,44,45)(H2,53,54,55)/t27-,28+,29+,33+,34+,35-,39+/m0/s1	OYUNAHZLFQUCNR-XESRSFASSA-N	1045.376176			
BASm0035749	PA(19:0cycw8/10:0)	PA(19:0cycw8/10:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:0cycw8/10:0), in particular, consists of one chain of 10,11-methyleneoctadecanoic acid at the C-1 position and one chain of capric acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCC1CC1CCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC	C32H61O8P	InChI=1S/C32H61O8P/c1-3-5-7-9-10-16-20-24-32(34)40-30(27-39-41(35,36)37)26-38-31(33)23-19-15-12-11-14-18-22-29-25-28(29)21-17-13-8-6-4-2/h28-30H,3-27H2,1-2H3,(H2,35,36,37)/t28?,29?,30-/m1/s1	IFMRLAVVDWNNEP-QGVFFIPKSA-N	604.4104059	16337		
BASm0035750	PA(19:1(9Z)/16:1(9Z))	PA(19:1(9Z)/16:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:1(9Z)/16:1(9Z)), in particular, consists of one chain of (9Z)-nonadecenoic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC	C38H71O8P	InChI=1S/C38H71O8P/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-32-37(39)44-34-36(35-45-47(41,42)43)46-38(40)33-31-29-27-25-23-20-16-14-12-10-8-6-4-2/h14,16,18-19,36H,3-13,15,17,20-35H2,1-2H3,(H2,41,42,43)/b16-14-,19-18-/t36-/m1/s1	KWZGQYMDRCXFRO-QYZSMWKLSA-N	686.4886562	16337		
BASm0035751	PS(19:1(9Z)/16:1(9Z))	PS(19:1(9Z)/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(19:1(9Z)/16:1(9Z)), in particular, consists of one chain of (9Z)-nonadecenoic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)C(O)=O	C41H76NO10P	InChI=1S/C41H76NO10P/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-32-39(43)49-34-37(35-50-53(47,48)51-36-38(42)41(45)46)52-40(44)33-31-29-27-25-23-20-16-14-12-10-8-6-4-2/h14,16,18-19,37-38H,3-13,15,17,20-36,42H2,1-2H3,(H,45,46)(H,47,48)/b16-14-,19-18-/t37-,38+/m1/s1	JPKMENBYEXXYOZ-BILDVAMGSA-N	773.5206846	16337		
BASm0035752	PE(19:1(9Z)/16:1(9Z))	PE(19:1(9Z)/16:1(9Z)) is a phosphatidylethanolamine (PE). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(19:1(9Z)/16:1(9Z)), in particular, consists of one chain of (9Z)-nonadecenoic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells as well as being involved in metabolism and signaling. The fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	C40H76NO8P	InChI=1S/C40H76NO8P/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41)49-40(43)33-31-29-27-25-23-20-16-14-12-10-8-6-4-2/h14,16,18-19,38H,3-13,15,17,20-37,41H2,1-2H3,(H,44,45)/b16-14-,19-18-/t38-/m1/s1	WXBXMATZIZEIQT-JSHIBXJCSA-N	729.5308554	16337		
BASm0035753	PG(19:1(9Z)/16:1(9Z))	(2,3-Dihydroxypropoxy)({2-[(9Z)-hexadec-9-enoyloxy]-3-[(9Z)-nonadec-9-enoyloxy]propoxy})phosphinic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PG(19:1(9Z)/16:1(9Z)) has the chemical formula C41H77O10P, and an average molecular weight of 761.031. PG(19:1(9Z)/16:1(9Z)) is involved in the Phospholipid Biosynthesis CL(19:1(9Z)/16:1(9Z)/19:1(9Z)/16:1(9Z)) Pathway.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C41H77O10P	InChI=1S/C41H77O10P/c1-3-5-7-9-11-13-15-17-18-19-21-22-24-26-28-30-32-40(44)48-36-39(37-50-52(46,47)49-35-38(43)34-42)51-41(45)33-31-29-27-25-23-20-16-14-12-10-8-6-4-2/h14,16,18-19,38-39,42-43H,3-13,15,17,20-37H2,1-2H3,(H,46,47)/b16-14-,19-18-/t38-,39+/m0/s1	MIUNVNAFTBFYFB-VNEGZISYSA-N	760.5254357	17517		
BASm0035754	PA(i-19:0/10:0(3-OH))	PA(i-19:0/10:0(3-OH)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(i-19:0/10:0(3-OH)), in particular, consists of one chain of isononadecanoic acid at the C-1 position and one chain of 3-hydroxydecanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(O)=O)OC(=O)CC(O)CCCCCCC	C32H63O9P	InChI=1S/C32H63O9P/c1-4-5-6-16-20-23-29(33)25-32(35)41-30(27-40-42(36,37)38)26-39-31(34)24-21-18-15-13-11-9-7-8-10-12-14-17-19-22-28(2)3/h28-30,33H,4-27H2,1-3H3,(H2,36,37,38)/t29?,30-/m1/s1	IHDQIHJAAPLOPR-BDCODIICSA-N	622.4209706	16337		
BASm0035755	CDP-DG(i-19:0/10:0(3-OH))	CDP-DG(19:ISO/10:0(3-OH)) is considered to be a practically insoluble (in water) and relatively neutral molecule. CDP-DG(19:ISO/10:0(3-OH)) may be a unique E.coli metabolite. CDP-DG(19:ISO/10:0(3-OH)) participates in a number of enzymatic reactions. In particular, CDP-DG(19:ISO/10:0(3-OH)) can be biosynthesized from DG(19:ISO/10:0(3-OH)/0:0) and cytidine triphosphate through the action of the enzyme CDP-diglyceride synthetase. Furthermore, CDP-DG(19:ISO/10:0(3-OH)) and glycerol 3-phosphate can be converted into PGP(19:iso/10:0(3-OH)) and cytidine monophosphate; which is catalyzed by the enzyme phosphatidylglycerophosphate synthase. Furthermore, CDP-DG(19:ISO/10:0(3-OH)) can be biosynthesized from DG(19:ISO/10:0(3-OH)/0:0) and cytidine triphosphate through its interaction with the enzyme CDP-diglyceride synthetase. Finally, CDP-DG(19:ISO/10:0(3-OH)) and glycerol 3-phosphate can be converted into PGP(19:iso/10:0(3-OH)) and cytidine monophosphate through the action of the enzyme phosphatidylglycerophosphate synthase.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC(O)CCCCCCC	C41H75N3O16P2	InChI=1S/C41H75N3O16P2/c1-4-5-6-16-20-23-32(45)27-37(47)58-33(28-55-36(46)24-21-18-15-13-11-9-7-8-10-12-14-17-19-22-31(2)3)29-56-61(51,52)60-62(53,54)57-30-34-38(48)39(49)40(59-34)44-26-25-35(42)43-41(44)50/h25-26,31-34,38-40,45,48-49H,4-24,27-30H2,1-3H3,(H,51,52)(H,53,54)(H2,42,43,50)/t32?,33-,34-,38+,39?,40-/m1/s1	FBMWKWHOGMXGDM-WERIVYNPSA-N	927.4622573	17962		
BASm0035756	PS(i-19:0/10:0(3-OH))	PS(19:ISO/10:0(3-OH)) is considered to be a practically insoluble (in water) and relatively neutral molecule. PS(19:ISO/10:0(3-OH)) may be a unique E.coli metabolite. PS(19:ISO/10:0(3-OH)) can be converted into PE(19:ISO/10:0(3-OH)) through the action of the enzyme phosphatidylserine decarboxylase.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CC(O)CCCCCCC)C(O)=O	C35H68NO11P	InChI=1S/C35H68NO11P/c1-4-5-6-16-20-23-30(37)25-34(39)47-31(27-45-48(42,43)46-28-32(36)35(40)41)26-44-33(38)24-21-18-15-13-11-9-7-8-10-12-14-17-19-22-29(2)3/h29-32,37H,4-28,36H2,1-3H3,(H,40,41)(H,42,43)/t30?,31-,32+/m1/s1	WZTDAKMJTVLOFL-RENFASQQSA-N	709.452999	18303		
BASm0035757	CL(i-19:0/10:0(3-OH)/10:0/10:0)	CL(19:ISO/10:0(3-OH)/10:0/10:0) is considered to be a practically insoluble (in water) and relatively neutral molecule. CL(19:ISO/10:0(3-OH)/10:0/10:0) may be a unique E.coli metabolite. Ethanolamine and CL(19:ISO/10:0(3-OH)/10:0/10:0) can be biosynthesized from PG(19:ISO/10:0(3-OH)) and PE(10:0/10:0); which is mediated by the enzyme cardiolipin synthase c.			[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CC(O)CCCCCCC	C58H112O18P2	InChI=1S/C58H112O18P2/c1-6-9-12-15-24-30-35-40-55(61)69-46-53(75-57(63)42-37-32-25-16-13-10-7-2)48-73-77(65,66)71-44-52(60)45-72-78(67,68)74-49-54(76-58(64)43-51(59)39-34-28-14-11-8-3)47-70-56(62)41-36-31-27-23-21-19-17-18-20-22-26-29-33-38-50(4)5/h50-54,59-60H,6-49H2,1-5H3,(H,65,66)(H,67,68)/t51?,52-,53-,54-/m1/s1	ZOHIWVYIOGIZPI-OZNOCJPUSA-N	1158.732391	28494		
BASm0035758	PG(i-19:0/10:0(3-OH))	PG(19:ISO/10:0(3-OH)) is considered to be a practically insoluble (in water) and relatively neutral molecule. PG(19:ISO/10:0(3-OH)) may be a unique E.coli metabolite. PG(19:ISO/10:0(3-OH)) participates in a number of enzymatic reactions. In particular, PG(19:ISO/10:0(3-OH)) can be biosynthesized from PGP(19:iso/10:0(3-OH)); which is catalyzed by the enzyme phosphatidylglycerophosphatase. Furthermore, PG(19:ISO/10:0(3-OH)) and PE(10:0/10:0) can be converted into ethanolamine and CL(19:ISO/10:0(3-OH)/10:0/10:0) through the action of the enzyme cardiolipin synthase c. Furthermore, PG(19:ISO/10:0(3-OH)) can be biosynthesized from PGP(19:iso/10:0(3-OH)) through the action of the enzyme phosphatidylglycerophosphatase. Finally, PG(19:ISO/10:0(3-OH)) can be converted into glycerol and CL(19:ISO/10:0(3-OH)/19:ISO/10:0(3-OH)) through the action of the enzyme cardiolipin synthase.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CC(O)CCCCCCC	C35H69O11P	InChI=1S/C35H69O11P/c1-4-5-6-16-20-23-31(37)25-35(40)46-33(29-45-47(41,42)44-27-32(38)26-36)28-43-34(39)24-21-18-15-13-11-9-7-8-10-12-14-17-19-22-30(2)3/h30-33,36-38H,4-29H2,1-3H3,(H,41,42)/t31?,32-,33+/m0/s1	UQOSGUZWCVIUSR-ADIDXWPESA-N	696.45775	17517		
BASm0035759	PA(i-19:0/10:0)	PA(i-19:0/10:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(i-19:0/10:0), in particular, consists of one chain of isononadecanoic acid at the C-1 position and one chain of capric acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(O)=O)OC(=O)CCCCCCCCC	C32H63O8P	InChI=1S/C32H63O8P/c1-4-5-6-7-15-20-23-26-32(34)40-30(28-39-41(35,36)37)27-38-31(33)25-22-19-17-14-12-10-8-9-11-13-16-18-21-24-29(2)3/h29-30H,4-28H2,1-3H3,(H2,35,36,37)/t30-/m1/s1	SIJBUCONXYMWRI-SSEXGKCCSA-N	606.426056	16337		
BASm0035760	CDP-DG(i-19:0/10:0)	CDP-DG(19:ISO/10:0) is considered to be a practically insoluble (in water) and relatively neutral molecule. CDP-DG(19:ISO/10:0) may be a unique E.coli metabolite. CDP-DG(19:ISO/10:0) participates in a number of enzymatic reactions. In particular, CDP-DG(19:ISO/10:0) can be biosynthesized from DG(19:ISO/10:0/0:0) and cytidine triphosphate; which is mediated by the enzyme CDP-diglyceride synthetase. In addition, CDP-DG(19:ISO/10:0) and glycerol 3-phosphate can be converted into PGP(19:iso/10:0) and cytidine monophosphate; which is mediated by the enzyme phosphatidylglycerophosphate synthase.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC	C41H75N3O15P2	InChI=1S/C41H75N3O15P2/c1-4-5-6-7-15-20-23-26-37(46)57-33(29-54-36(45)25-22-19-17-14-12-10-8-9-11-13-16-18-21-24-32(2)3)30-55-60(50,51)59-61(52,53)56-31-34-38(47)39(48)40(58-34)44-28-27-35(42)43-41(44)49/h27-28,32-34,38-40,47-48H,4-26,29-31H2,1-3H3,(H,50,51)(H,52,53)(H2,42,43,49)/t33-,34-,38+,39?,40-/m1/s1	XRPHMINPTIFWRD-BGBHGZNASA-N	911.4673427	17962		
BASm0035761	PS(i-19:0/10:0)	PS(19:ISO/10:0) is considered to be a practically insoluble (in water) and relatively neutral molecule. PS(19:ISO/10:0) may be a unique E.coli metabolite. PS(19:ISO/10:0) participates in a number of enzymatic reactions. In particular, PS(19:ISO/10:0) and cytidine monophosphate can be biosynthesized from CDP-DG(19:1(9Z)/10:0) and L-serine; which is mediated by the enzyme phosphatidylserine synthase. In addition, PS(19:ISO/10:0) can be converted into PE(19:ISO/10:0) through the action of the enzyme phosphatidylserine decarboxylase.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCC)C(O)=O	C35H68NO10P	InChI=1S/C35H68NO10P/c1-4-5-6-7-15-20-23-26-34(38)46-31(28-44-47(41,42)45-29-32(36)35(39)40)27-43-33(37)25-22-19-17-14-12-10-8-9-11-13-16-18-21-24-30(2)3/h30-32H,4-29,36H2,1-3H3,(H,39,40)(H,41,42)/t31-,32+/m1/s1	HJSVQQZRDSJETC-ZWXJPIIXSA-N	693.4580844	18303		
BASm0035762	PG(i-19:0/10:0)	PG(19:ISO/10:0) is considered to be a practically insoluble (in water) and relatively neutral molecule. PG(19:ISO/10:0) may be a unique E.coli metabolite. PG(19:ISO/10:0) participates in a number of enzymatic reactions. In particular, PG(19:ISO/10:0) can be biosynthesized from PGP(19:iso/10:0); which is catalyzed by the enzyme phosphatidylglycerophosphatase. In addition, PG(19:ISO/10:0) can be converted into glycerol and CL(19:ISO/10:0/19:ISO/10:0) through its interaction with the enzyme cardiolipin synthase.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCC	C35H69O10P	InChI=1S/C35H69O10P/c1-4-5-6-7-15-20-23-26-35(39)45-33(30-44-46(40,41)43-28-32(37)27-36)29-42-34(38)25-22-19-17-14-12-10-8-9-11-13-16-18-21-24-31(2)3/h31-33,36-37H,4-30H2,1-3H3,(H,40,41)/t32-,33+/m0/s1	VRWRIAKPKRJESS-JHOUSYSJSA-N	680.4628354	17517		
BASm0035763	PA(i-19:0/12:0)	PA(i-19:0/12:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(i-19:0/12:0), in particular, consists of one chain of isononadecanoic acid at the C-1 position and one chain of lauric acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(O)=O)OC(=O)CCCCCCCCCCC	C34H67O8P	InChI=1S/C34H67O8P/c1-4-5-6-7-8-14-19-22-25-28-34(36)42-32(30-41-43(37,38)39)29-40-33(35)27-24-21-18-16-13-11-9-10-12-15-17-20-23-26-31(2)3/h31-32H,4-30H2,1-3H3,(H2,37,38,39)/t32-/m1/s1	YCZYTGYAIMKSIU-JGCGQSQUSA-N	634.4573561	16337		
BASm0035764	CDP-DG(i-19:0/12:0)	CDP-DG(19:ISO/12:0) is considered to be a practically insoluble (in water) and relatively neutral molecule. CDP-DG(19:ISO/12:0) may be a unique E.coli metabolite. CDP-DG(19:ISO/12:0) participates in a number of enzymatic reactions. In particular, CDP-DG(19:ISO/12:0) can be biosynthesized from DG(19:ISO/12:0/0:0) and cytidine triphosphate; which is mediated by the enzyme CDP-diglyceride synthetase. In addition, CDP-DG(19:ISO/12:0) and glycerol 3-phosphate can be converted into PGP(19:iso/12:0) and cytidine monophosphate through the action of the enzyme phosphatidylglycerophosphate synthase.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCC(C)C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC	C43H79N3O15P2	InChI=1S/C43H79N3O15P2/c1-4-5-6-7-8-14-19-22-25-28-39(48)59-35(31-56-38(47)27-24-21-18-16-13-11-9-10-12-15-17-20-23-26-34(2)3)32-57-62(52,53)61-63(54,55)58-33-36-40(49)41(50)42(60-36)46-30-29-37(44)45-43(46)51/h29-30,34-36,40-42,49-50H,4-28,31-33H2,1-3H3,(H,52,53)(H,54,55)(H2,44,45,51)/t35-,36-,40+,41?,42-/m1/s1	MRLXJGPZORYZQV-HZQZAAQYSA-N	939.4986429	17962		
BASm0035765	PS(i-19:0/12:0)	PS(19:ISO/12:0) is considered to be a practically insoluble (in water) and relatively neutral molecule. PS(19:ISO/12:0) may be a unique E.coli metabolite. PS(19:ISO/12:0) participates in a number of enzymatic reactions. In particular, PS(19:ISO/12:0) and cytidine monophosphate can be biosynthesized from CDP-DG(19:1(9Z)/12:0) and L-serine through the action of the enzyme phosphatidylserine synthase. In addition, PS(19:ISO/12:0) can be converted into PE(19:ISO/12:0) through its interaction with the enzyme phosphatidylserine decarboxylase.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCCC)C(O)=O	C37H72NO10P	InChI=1S/C37H72NO10P/c1-4-5-6-7-8-14-19-22-25-28-36(40)48-33(30-46-49(43,44)47-31-34(38)37(41)42)29-45-35(39)27-24-21-18-16-13-11-9-10-12-15-17-20-23-26-32(2)3/h32-34H,4-31,38H2,1-3H3,(H,41,42)(H,43,44)/t33-,34+/m1/s1	LDAOHNWLOMYRQY-NOCHOARKSA-N	721.4893845	18303		
BASm0035766	PG(i-19:0/12:0)	PG(19:ISO/12:0) is considered to be a practically insoluble (in water) and relatively neutral molecule. PG(19:ISO/12:0) may be a unique E.coli metabolite. PG(19:ISO/12:0) participates in a number of enzymatic reactions. In particular, PG(19:ISO/12:0) can be biosynthesized from PGP(19:iso/12:0); which is mediated by the enzyme phosphatidylglycerophosphatase. In addition, PG(19:ISO/12:0) can be converted into glycerol and CL(19:ISO/12:0/19:ISO/12:0); which is catalyzed by the enzyme cardiolipin synthase.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCCC	C37H73O10P	InChI=1S/C37H73O10P/c1-4-5-6-7-8-14-19-22-25-28-37(41)47-35(32-46-48(42,43)45-30-34(39)29-38)31-44-36(40)27-24-21-18-16-13-11-9-10-12-15-17-20-23-26-33(2)3/h33-35,38-39H,4-32H2,1-3H3,(H,42,43)/t34-,35+/m0/s1	YEWBDMDODMVXDC-OIDHKYIRSA-N	708.4941355	17517		
BASm0035767	PS(19:1(9Z)/18:1(9Z))				[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)C(O)=O	C42H78NO10P	InChI=1S/C42H78NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,38-39H,3-16,21-37,43H2,1-2H3,(H,46,47)(H,48,49)/b19-17-,20-18-/t38-,39+/m1/s1	WTBFLCSPLLEDEM-JIDRGYQWSA-N	787.5363347			
BASm0035768	CL(19:1(9Z)/18:1(9Z)/19:1(9Z)/18:1(9Z))					C79H145O12P		NECASCOBCOAPSQ-XKIRRDFQSA-N	1317.047367			
BASm0035769	1-(9Z-tetradecenoyl)-glycero-3-phosphate				[H]\C(CCCC)=C(/[H])CCCCCCCC(=O)OC[C@@]([H])(O)COP(O)(O)=O	C17H33O7P	InChI=1S/C17H33O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(19)23-14-16(18)15-24-25(20,21)22/h5-6,16,18H,2-4,7-15H2,1H3,(H2,20,21,22)/b6-5-/t16-/m1/s1	IQSHJASKBUVXAG-OGZRUICASA-N	380.1963904			
BASm0035770	Hexadecenoyl-CoA					C37H64N7O17P3S		JUPAQFRKPHPXLD-CLPOZWOYSA-N	1003.329226	52381		
BASm0035771	DG(17:0cycw7/19:iso/0:0)	1-(heptadec-9-10-cyclo-anoyl)-2-17-methylocatdecanoyl-sn-glycerol			[H][C@](CO)(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C39H74O5	InChI=1S/C39H74O5/c1-4-5-6-22-27-35-31-36(35)28-23-18-16-20-24-29-38(41)43-33-37(32-40)44-39(42)30-25-19-15-13-11-9-7-8-10-12-14-17-21-26-34(2)3/h34-37,40H,4-33H2,1-3H3/t35?,36?,37-/m0/s1	DGLNJKBASZPSJE-FTKNPOSFSA-N	622.5536255			
BASm0035772	Octadecenoyl-CoA					C39H68N7O17P3S		HEJOXXLSCAQQGQ-SAIINBSPSA-N	1031.360526			
BASm0035773	PS(18:1(9Z)/18:0)	PS(18:1(9Z)/18:0) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(18:1(9Z)/18:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of stearic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)C(O)=O	C42H80NO10P	InChI=1S/C42H80NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17,19,38-39H,3-16,18,20-37,43H2,1-2H3,(H,46,47)(H,48,49)/b19-17-/t38-,39+/m1/s1	VYDABBXFPODZIE-IAJQVIMPSA-N	789.5519848	75103	HMDB0012389	
BASm0035774	PGP(18:1(9Z)/18:0)	PGP(18:1(9Z)/18:0) is a phosphatidylglycerolphosphate or glycerophospholipid (PGP or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(18:1(9Z)/18:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of stearic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of Phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGPs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PGP also serves as a precursor for the synthesis of cardiolipin. PGP is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.			[H]O[C@@]([H])(C([H])([H])OP(=O)(O[H])O[H])C([H])([H])OP(=O)(O[H])OC([H])([H])[C@]([H])(OC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])OC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]	C42H82O13P2	InChI=1S/C42H82O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(44)51-37-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)55-42(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17,19,39-40,43H,3-16,18,20-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b19-17-/t39-,40+/m0/s1	WHBJDPWKSQAFDI-INSSKLQOSA-N	856.5230657	37393	HMDB0013534	
BASm0035775	LysoPA(19:iso/0:0)	LysoPA(19:iso/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LysoPA(19:iso/0:0), in particular, consists of one 17-methylocatdecanoyl chain. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.				C22H45O7P		SOIQXDWRWSMZNF-OAQYLSRUSA-N	452.2902908			
BASm0035776	DG(19:iso/17:0cycw7/0:0)	1-17-methylocatdecanoyl-2-(heptadec-9-10-cyclo-anoyl)-sn-glycerol			[H][C@](CO)(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCC1CC1CCCCCC	C39H74O5	InChI=1S/C39H74O5/c1-4-5-6-22-27-35-31-36(35)28-23-18-16-20-25-30-39(42)44-37(32-40)33-43-38(41)29-24-19-15-13-11-9-7-8-10-12-14-17-21-26-34(2)3/h34-37,40H,4-33H2,1-3H3/t35?,36?,37-/m0/s1	UKYAXGOPEVRFDM-FTKNPOSFSA-N	622.5536255			
BASm0035777	DG(19:iso/19:0cycw8/0:0)	1-17-methylocatdecanoyl-2-9-(2-heptylcyclopropyl)nonanoyl-sn-glycerol				C41H78O5		JHJSGGDDKLUXNP-BUWWEWLSSA-N	650.5849256			
BASm0035778	LysoPA(20:4(8Z,11Z,14Z,17Z)/0:0)	LPA(20:4(8Z,11Z,14Z,17Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common. LPA(20:4(8Z,11Z,14Z,17Z)/0:0), in particular, consists of one chain of eicosatetraenoic acid at the C-1 position. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.			CC\C=C/C\C=C/C\C=C/C\C=C/CCCCCCC(=O)OCC(O)COP(O)(O)=O	C23H39O7P	InChI=1S/C23H39O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(25)29-20-22(24)21-30-31(26,27)28/h3-4,6-7,9-10,12-13,22,24H,2,5,8,11,14-21H2,1H3,(H2,26,27,28)/b4-3-,7-6-,10-9-,13-12-	QYCYIZLSHFMZKV-LTKCOYKYSA-N	458.2433406	16975	HMDB0114742	
BASm0035779	CDP-DG(20:4(8Z,11Z,14Z,17Z)/20:1(11Z))	CDP-DG(20:4(8Z,11Z,14Z,17Z)/20:1(11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(20:4(8Z,11Z,14Z,17Z)/20:1(11Z)), in particular, consists of one chain of eicosatetraenoic acid at the C-1 position and one chain of eicosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCC\C=C/C\C=C/C\C=C/C\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C52H87N3O15P2	InChI=1S/C52H87N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-47(56)65-41-44(68-48(57)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h5,7,11,13,17-20,23,25,39-40,44-45,49-51,58-59H,3-4,6,8-10,12,14-16,21-22,24,26-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b7-5-,13-11-,19-17-,20-18-,25-23-/t44-,45-,49+,50?,51-/m1/s1	HVDLXPOERNBBNF-LSPWWMDMSA-N	1055.561243	17962	HMDB0116003	
BASm0035780	PS(20:4(8Z,11Z,14Z,17Z)/20:1(11Z))	PS(20:4(8Z,11Z,14Z,17Z)/20:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(20:4(8Z,11Z,14Z,17Z)/20:1(11Z)), in particular, consists of one chain of eicosatetraenoic acid at the C-1 position and one chain of eicosenoic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCC\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C46H80NO10P	InChI=1S/C46H80NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-44(48)54-39-42(40-55-58(52,53)56-41-43(47)46(50)51)57-45(49)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11,13,17-20,23,25,42-43H,3-4,6,8-10,12,14-16,21-22,24,26-41,47H2,1-2H3,(H,50,51)(H,52,53)/b7-5-,13-11-,19-17-,20-18-,25-23-/t42-,43+/m1/s1	HRSMSWUZAINFPW-YGVQOWEASA-N	837.5519848	18303	HMDB0112666	
BASm0035781	PE(20:4(8Z,11Z,14Z,17Z)/20:1(11Z))	PE(20:4(8Z,11Z,14Z,17Z)/20:1(11Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(20:4(8Z,11Z,14Z,17Z)/20:1(11Z)), in particular, consists of one chain of eicsoatetraenoic acid at the C-1 position and one chain of eicosenoic acid at the C-2 position. The eicsoatetraenoic acid moiety is derived from fish oils, while the eicosenoic acid moiety is derived from vegetable oils and cod oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCC\C=C/C\C=C/C\C=C/C\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C45H80NO8P	InChI=1S/C45H80NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-44(47)51-41-43(42-53-55(49,50)52-40-39-46)54-45(48)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11,13,17-20,23,25,43H,3-4,6,8-10,12,14-16,21-22,24,26-42,46H2,1-2H3,(H,49,50)/b7-5-,13-11-,19-17-,20-18-,25-23-/t43-/m1/s1	IZEJYRQAFUAOSD-APQWLYTDSA-N	793.5621551		HMDB0009428	
BASm0035782	PGP(20:4(8Z,11Z,14Z,17Z)/20:1(11Z))	PGP(20:4(8Z,11Z,14Z,17Z)/20:1(11Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(20:4(8Z,11Z,14Z,17Z)/20:1(11Z)), in particular, consists of one chain of eicosatetraenoic acid at the C-1 position and one chain of eicosenoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCC\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C46H82O13P2	InChI=1S/C46H82O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-45(48)55-41-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)59-46(49)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11,13,17-20,23,25,43-44,47H,3-4,6,8-10,12,14-16,21-22,24,26-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b7-5-,13-11-,19-17-,20-18-,25-23-/t43-,44+/m0/s1	KDQFCBPGNOKTEW-QTBHVKKMSA-N	904.5230667	37393	HMDB0116467	
BASm0035783	PG(20:4(8Z,11Z,14Z,17Z)/20:1(11Z))	PG(20:4(8Z,11Z,14Z,17Z)/20:1(11Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(20:4(8Z,11Z,14Z,17Z)/20:1(11Z)), in particular, consists of one chain of eicosatetraenoic acid at the C-1 position and one chain of eicosenoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCC\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C46H81O10P	InChI=1S/C46H81O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-45(49)53-41-44(42-55-57(51,52)54-40-43(48)39-47)56-46(50)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11,13,17-20,23,25,43-44,47-48H,3-4,6,8-10,12,14-16,21-22,24,26-42H2,1-2H3,(H,51,52)/b7-5-,13-11-,19-17-,20-18-,25-23-/t43-,44+/m0/s1	WPQOLBDOLGHPBA-QTBHVKKMSA-N	824.5567358	17517	HMDB0116592	
BASm0035784	CDP-DG(20:4(8Z,11Z,14Z,17Z)/20:4(5Z,8Z,11Z,14Z))	CDP-DG(20:4(8Z,11Z,14Z,17Z)/20:4(5Z,8Z,11Z,14Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(20:4(8Z,11Z,14Z,17Z)/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of eicosatetraenoic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCC\C=C/C\C=C/C\C=C/C\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C52H81N3O15P2	InChI=1S/C52H81N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-47(56)65-41-44(68-48(57)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h5,7,11-14,17-20,23-26,30,32,39-40,44-45,49-51,58-59H,3-4,6,8-10,15-16,21-22,27-29,31,33-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b7-5-,13-11-,14-12-,19-17-,20-18-,25-23-,26-24-,32-30-/t44-,45-,49+,50?,51-/m1/s1	ZZRYTDBFHURATG-OJKDZJGESA-N	1049.514293	17962	HMDB0116007	
BASm0035785	PS(20:4(8Z,11Z,14Z,17Z)/20:4(5Z,8Z,11Z,14Z))	PS(20:4(8Z,11Z,14Z,17Z)/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(20:4(8Z,11Z,14Z,17Z)/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of eicosatetraenoic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCC\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)C(O)=O	C46H74NO10P	InChI=1S/C46H74NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-44(48)54-39-42(40-55-58(52,53)56-41-43(47)46(50)51)57-45(49)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-20,23-26,30,32,42-43H,3-4,6,8-10,15-16,21-22,27-29,31,33-41,47H2,1-2H3,(H,50,51)(H,52,53)/b7-5-,13-11-,14-12-,19-17-,20-18-,25-23-,26-24-,32-30-/t42-,43+/m1/s1	BGFMOTYPQQSYNO-SDONVVDLSA-N	831.5050346	18303	HMDB0112670	
BASm0035786	PE(20:4(8Z,11Z,14Z,17Z)/20:4(5Z,8Z,11Z,14Z))	PE(20:4(8Z,11Z,14Z,17Z)/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(20:4(8Z,11Z,14Z,17Z)/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of eicsoatetraenoic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The eicsoatetraenoic acid moiety is derived from fish oils, while the arachidonic acid moiety is derived from animal fats and eggs. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCC\C=C/C\C=C/C\C=C/C\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C45H74NO8P	InChI=1S/C45H74NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-44(47)51-41-43(42-53-55(49,50)52-40-39-46)54-45(48)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-20,23-26,30,32,43H,3-4,6,8-10,15-16,21-22,27-29,31,33-42,46H2,1-2H3,(H,49,50)/b7-5-,13-11-,14-12-,19-17-,20-18-,25-23-,26-24-,32-30-/t43-/m1/s1	LHQHEOHXSFKLKD-RWILWXDDSA-N	787.5152049		HMDB0009432	
BASm0035787	PGP(20:4(8Z,11Z,14Z,17Z)/20:4(5Z,8Z,11Z,14Z))	PGP(20:4(8Z,11Z,14Z,17Z)/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(20:4(8Z,11Z,14Z,17Z)/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of eicosatetraenoic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCC\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C46H76O13P2	InChI=1S/C46H76O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-45(48)55-41-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)59-46(49)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-20,23-26,30,32,43-44,47H,3-4,6,8-10,15-16,21-22,27-29,31,33-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b7-5-,13-11-,14-12-,19-17-,20-18-,25-23-,26-24-,32-30-/t43-,44+/m0/s1	TWBQBGSJYVEAOM-KMXSEVSUSA-N	898.4761165	37393	HMDB0116471	
BASm0035788	PG(20:4(8Z,11Z,14Z,17Z)/20:4(5Z,8Z,11Z,14Z))	PG(20:4(8Z,11Z,14Z,17Z)/20:4(5Z,8Z,11Z,14Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(20:4(8Z,11Z,14Z,17Z)/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of eicosatetraenoic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCC\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C46H75O10P	InChI=1S/C46H75O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-45(49)53-41-44(42-55-57(51,52)54-40-43(48)39-47)56-46(50)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-20,23-26,30,32,43-44,47-48H,3-4,6,8-10,15-16,21-22,27-29,31,33-42H2,1-2H3,(H,51,52)/b7-5-,13-11-,14-12-,19-17-,20-18-,25-23-,26-24-,32-30-/t43-,44+/m0/s1	AODUCYGPJPVTMR-KMXSEVSUSA-N	818.5097856	17517	HMDB0116596	
BASm0035789	LysoPA(22:5(7Z,10Z,13Z,16Z,19Z)/0:0)	LPA(22:5(7Z,10Z,13Z,16Z,19Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common. LPA(22:5(7Z,10Z,13Z,16Z,19Z)/0:0), in particular, consists of one chain of clupanodonic acid at the C-1 position. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.			CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCCC(=O)OCC(O)COP(O)(O)=O	C25H41O7P	InChI=1S/C25H41O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(27)31-22-24(26)23-32-33(28,29)30/h3-4,6-7,9-10,12-13,15-16,24,26H,2,5,8,11,14,17-23H2,1H3,(H2,28,29,30)/b4-3-,7-6-,10-9-,13-12-,16-15-	MAVJZWJXRPSWDK-JLNKQSITSA-N	484.2589907	16975	HMDB0114754	
BASm0035790	CDP-DG(22:5(7Z,10Z,13Z,16Z,19Z)/22:1(13Z))	1-(7Z,10Z,13Z,16Z,19Z-docosapentaenoyl)-2-(13Z-docosenoyl)-sn-glycero-3-cytidine-5'-diphosphate				C56H93N3O15P2		KUMVBXAJMBENDJ-QEKSCRFKSA-N	1109.608193			
BASm0035791	PS(22:5(7Z,10Z,13Z,16Z,19Z)/22:1(13Z))	PS(22:5(7Z,10Z,13Z,16Z,19Z)/22:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(22:5(7Z,10Z,13Z,16Z,19Z)/22:1(13Z)), in particular, consists of one chain of clupanodonic acid at the C-1 position and one chain of erucic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C50H86NO10P	InChI=1S/C50H86NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-48(52)58-43-46(44-59-62(56,57)60-45-47(51)50(54)55)61-49(53)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11,13,17-20,23,25,29,31,46-47H,3-4,6,8-10,12,14-16,21-22,24,26-28,30,32-45,51H2,1-2H3,(H,54,55)(H,56,57)/b7-5-,13-11-,19-17-,20-18-,25-23-,31-29-/t46-,47+/m1/s1	NNIDKUOGSNEQSM-XANGSUOTSA-N	891.598935	18303	HMDB0112857	
BASm0035792	PE(22:5(7Z,10Z,13Z,16Z,19Z)/22:1(13Z))	PE(22:5(7Z,10Z,13Z,16Z,19Z)/22:1(13Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(22:5(7Z,10Z,13Z,16Z,19Z)/22:1(13Z)), in particular, consists of one chain of docosapentaenoic acid at the C-1 position and one chain of erucic acid at the C-2 position. The docosapentaenoic acid moiety is derived from fish oils, while the erucic acid moiety is derived from seed oils and avocados. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C49H86NO8P	InChI=1S/C49H86NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-48(51)55-45-47(46-57-59(53,54)56-44-43-50)58-49(52)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11,13,17-20,23,25,29,31,47H,3-4,6,8-10,12,14-16,21-22,24,26-28,30,32-46,50H2,1-2H3,(H,53,54)/b7-5-,13-11-,19-17-,20-18-,25-23-,31-29-/t47-/m1/s1	OPOYKSNJNHJFRC-JGIJAIHASA-N	847.6091052		HMDB0009667	
BASm0035793	PGP(22:5(7Z,10Z,13Z,16Z,19Z)/22:1(13Z))	1-(7Z,10Z,13Z,16Z,19Z-docosapentaenoyl)-2-(13Z-docosenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol-3'-phosphate)				C50H88O13P2		QPJXHAXYQRXVOK-YQPBGQDUSA-N	958.5700169			
BASm0035794	PG(22:5(7Z,10Z,13Z,16Z,19Z)/22:1(13Z))	1-(7Z,10Z,13Z,16Z,19Z-docosapentaenoyl)-2-(13Z-docosenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol)				C50H87O10P		RXFAQCULOMXINV-YQPBGQDUSA-N	878.603686			
BASm0035795	CDP-DG(22:5(7Z,10Z,13Z,16Z,19Z)/22:2(13Z,16Z))	1-(7Z,10Z,13Z,16Z,19Z-docosapentaenoyl)-2-(13Z,16Z-docosadienoyl)-sn-glycero-3-cytidine-5'-diphosphate				C56H91N3O15P2		UHASMICAQNVVIB-OYIBHQEYSA-N	1107.592543			
BASm0035796	PS(22:5(7Z,10Z,13Z,16Z,19Z)/22:2(13Z,16Z))	PS(22:5(7Z,10Z,13Z,16Z,19Z)/22:2(13Z,16Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(22:5(7Z,10Z,13Z,16Z,19Z)/22:2(13Z,16Z)), in particular, consists of one chain of clupanodonic acid at the C-1 position and one chain of docosadienoic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCCCC\C=C/C\C=C/CCCCC)C(O)=O	C50H84NO10P	InChI=1S/C50H84NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-48(52)58-43-46(44-59-62(56,57)60-45-47(51)50(54)55)61-49(53)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-20,23,25,29,31,46-47H,3-4,6,8-10,15-16,21-22,24,26-28,30,32-45,51H2,1-2H3,(H,54,55)(H,56,57)/b7-5-,13-11-,14-12-,19-17-,20-18-,25-23-,31-29-/t46-,47+/m1/s1	IGGOIFSIORHHQK-MVXOFTGQSA-N	889.5832849	18303	HMDB0112858	
BASm0035797	PE(22:5(7Z,10Z,13Z,16Z,19Z)/22:2(13Z,16Z))	PE(22:5(7Z,10Z,13Z,16Z,19Z)/22:2(13Z,16Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(22:5(7Z,10Z,13Z,16Z,19Z)/22:2(13Z,16Z)), in particular, consists of one chain of docosapentaenoic acid at the C-1 position and one chain of docosadienoic acid at the C-2 position. The docosapentaenoic acid moiety is derived from fish oils, while the docosadienoic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/C\C=C/CCCCC	C49H84NO8P	InChI=1S/C49H84NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-48(51)55-45-47(46-57-59(53,54)56-44-43-50)58-49(52)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-20,23,25,29,31,47H,3-4,6,8-10,15-16,21-22,24,26-28,30,32-46,50H2,1-2H3,(H,53,54)/b7-5-,13-11-,14-12-,19-17-,20-18-,25-23-,31-29-/t47-/m1/s1	CWNQGCOBUDWYFI-ZMRWGNKGSA-N	845.5934552		HMDB0009668	
BASm0035798	PGP(22:5(7Z,10Z,13Z,16Z,19Z)/22:2(13Z,16Z))	1-(7Z,10Z,13Z,16Z,19Z-docosapentaenoyl)-2-(13Z,16Z-docosadienoyl)-sn-glycero-3-phospho-(1'-sn-glycerol-3'-phosphate)				C50H86O13P2		IGYKNEGSEDBFDI-SCANOLGFSA-N	956.5543668			
BASm0035799	PG(22:5(7Z,10Z,13Z,16Z,19Z)/22:2(13Z,16Z))	1-(7Z,10Z,13Z,16Z,19Z-docosapentaenoyl)-2-(13Z,16Z-docosadienoyl)-sn-glycero-3-phospho-(1'-sn-glycerol)				C50H85O10P		MMMKQIZXNNFXGN-SCANOLGFSA-N	876.5880359			
BASm0035800	CDP-DG(22:5(7Z,10Z,13Z,16Z,19Z)/22:4(7Z,10Z,13Z,16Z))	1-(7Z,10Z,13Z,16Z,19Z-docosapentaenoyl)-2-(7Z,10Z,13Z,16Z-docosatetraenoyl)-sn-glycero-3-cytidine-5'-diphosphate				C56H87N3O15P2		NWKAADUHFXRWPF-MHBIELSMSA-N	1103.561243			
BASm0035801	PS(22:5(7Z,10Z,13Z,16Z,19Z)/22:4(7Z,10Z,13Z,16Z))	PS(22:5(7Z,10Z,13Z,16Z,19Z)/22:4(7Z,10Z,13Z,16Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(22:5(7Z,10Z,13Z,16Z,19Z)/22:4(7Z,10Z,13Z,16Z)), in particular, consists of one chain of clupanodonic acid at the C-1 position and one chain of adrenic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)C(O)=O	C50H80NO10P	InChI=1S/C50H80NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-48(52)58-43-46(44-59-62(56,57)60-45-47(51)50(54)55)61-49(53)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-20,23-26,29-32,46-47H,3-4,6,8-10,15-16,21-22,27-28,33-45,51H2,1-2H3,(H,54,55)(H,56,57)/b7-5-,13-11-,14-12-,19-17-,20-18-,25-23-,26-24-,31-29-,32-30-/t46-,47+/m1/s1	LKWJHWRZJZNGMU-WCVGAATBSA-N	885.5519848	18303	HMDB0112859	
BASm0035802	PE(22:5(7Z,10Z,13Z,16Z,19Z)/22:4(7Z,10Z,13Z,16Z))	PE(22:5(7Z,10Z,13Z,16Z,19Z)/22:4(7Z,10Z,13Z,16Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(22:5(7Z,10Z,13Z,16Z,19Z)/22:4(7Z,10Z,13Z,16Z)), in particular, consists of one chain of docosapentaenoic acid at the C-1 position and one chain of adrenic acid at the C-2 position. The docosapentaenoic acid moiety is derived from fish oils, while the adrenic acid moiety is derived from animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C49H80NO8P	InChI=1S/C49H80NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-48(51)55-45-47(46-57-59(53,54)56-44-43-50)58-49(52)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-20,23-26,29-32,47H,3-4,6,8-10,15-16,21-22,27-28,33-46,50H2,1-2H3,(H,53,54)/b7-5-,13-11-,14-12-,19-17-,20-18-,25-23-,26-24-,31-29-,32-30-/t47-/m1/s1	QKTWVNBVNIHAPE-LMMIAWSASA-N	841.5621551		HMDB0009669	
BASm0035803	PGP(22:5(7Z,10Z,13Z,16Z,19Z)/22:4(7Z,10Z,13Z,16Z))	1-(7Z,10Z,13Z,16Z,19Z-docosapentaenoyl)-2-(7Z,10Z,13Z,16Z-docosatetraenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol-3'-phosphate)				C50H82O13P2		FYJWLOWZTHSCHS-VKVVYKEPSA-N	952.5230667			
BASm0035804	PG(22:5(7Z,10Z,13Z,16Z,19Z)/22:4(7Z,10Z,13Z,16Z))	1-(7Z,10Z,13Z,16Z,19Z-docosapentaenoyl)-2-(7Z,10Z,13Z,16Z-docosatetraenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol)				C50H81O10P		GARZWMFXPFHLTK-VKVVYKEPSA-N	872.5567358			
BASm0035805	CDP-DG(22:5(7Z,10Z,13Z,16Z,19Z)/22:5(4Z,7Z,10Z,13Z,16Z))	CDP-DG(22:5(7Z,10Z,13Z,16Z,19Z)/22:5(4Z,7Z,10Z,13Z,16Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(22:5(7Z,10Z,13Z,16Z,19Z)/22:5(4Z,7Z,10Z,13Z,16Z)), in particular, consists of one chain of clupanodonic acid at the C-1 position and one chain of osbond acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C56H85N3O15P2	InChI=1S/C56H85N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-51(60)69-45-48(72-52(61)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h5,7,11-14,17-20,23-26,29-32,36,38,43-44,48-49,53-55,62-63H,3-4,6,8-10,15-16,21-22,27-28,33-35,37,39-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b7-5-,13-11-,14-12-,19-17-,20-18-,25-23-,26-24-,31-29-,32-30-,38-36-/t48-,49-,53+,54?,55-/m1/s1	ZLQYPSZULACELO-GZNMQYDESA-N	1101.545593	17962	HMDB0116027	
BASm0035806	PS(22:5(7Z,10Z,13Z,16Z,19Z)/22:5(4Z,7Z,10Z,13Z,16Z))	PS(22:5(7Z,10Z,13Z,16Z,19Z)/22:5(4Z,7Z,10Z,13Z,16Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(22:5(7Z,10Z,13Z,16Z,19Z)/22:5(4Z,7Z,10Z,13Z,16Z)), in particular, consists of one chain of clupanodonic acid at the C-1 position and one chain of osbond acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCC)C(O)=O	C50H78NO10P	InChI=1S/C50H78NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-48(52)58-43-46(44-59-62(56,57)60-45-47(51)50(54)55)61-49(53)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-20,23-26,29-32,36,38,46-47H,3-4,6,8-10,15-16,21-22,27-28,33-35,37,39-45,51H2,1-2H3,(H,54,55)(H,56,57)/b7-5-,13-11-,14-12-,19-17-,20-18-,25-23-,26-24-,31-29-,32-30-,38-36-/t46-,47+/m1/s1	VEIMTAYKWQXBDJ-APRCHBBDSA-N	883.5363347	18303	HMDB0112860	
BASm0035807	PE(22:5(7Z,10Z,13Z,16Z,19Z)/22:5(4Z,7Z,10Z,13Z,16Z))	PE(22:5(7Z,10Z,13Z,16Z,19Z)/22:5(4Z,7Z,10Z,13Z,16Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(22:5(7Z,10Z,13Z,16Z,19Z)/22:5(4Z,7Z,10Z,13Z,16Z)), in particular, consists of two chains of docosapentaenoic acid at the C-1 and C-2 positions. The docosapentaenoic acid moieties are derived from fish oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C49H78NO8P	InChI=1S/C49H78NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-48(51)55-45-47(46-57-59(53,54)56-44-43-50)58-49(52)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-20,23-26,29-32,36,38,47H,3-4,6,8-10,15-16,21-22,27-28,33-35,37,39-46,50H2,1-2H3,(H,53,54)/b7-5-,13-11-,14-12-,19-17-,20-18-,25-23-,26-24-,31-29-,32-30-,38-36-/t47-/m1/s1	PLNZHZGJERAPNP-RSLSTHDYSA-N	839.546505		HMDB0009670	
BASm0035808	PGP(22:5(7Z,10Z,13Z,16Z,19Z)/22:5(4Z,7Z,10Z,13Z,16Z))	PGP(22:5(7Z,10Z,13Z,16Z,19Z)/22:5(4Z,7Z,10Z,13Z,16Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(22:5(7Z,10Z,13Z,16Z,19Z)/22:5(4Z,7Z,10Z,13Z,16Z)), in particular, consists of one chain of clupanodonic acid at the C-1 position and one chain of osbond acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C50H80O13P2	InChI=1S/C50H80O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-49(52)59-45-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)63-50(53)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-20,23-26,29-32,36,38,47-48,51H,3-4,6,8-10,15-16,21-22,27-28,33-35,37,39-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b7-5-,13-11-,14-12-,19-17-,20-18-,25-23-,26-24-,31-29-,32-30-,38-36-/t47-,48+/m0/s1	LTODAXSMPIXPIF-DLJNVRNFSA-N	950.5074166	37393	HMDB0116502	
BASm0035809	PG(22:5(7Z,10Z,13Z,16Z,19Z)/22:5(4Z,7Z,10Z,13Z,16Z))	PG(22:5(7Z,10Z,13Z,16Z,19Z)/22:5(4Z,7Z,10Z,13Z,16Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(22:5(7Z,10Z,13Z,16Z,19Z)/22:5(4Z,7Z,10Z,13Z,16Z)), in particular, consists of one chain of clupanodonic acid at the C-1 position and one chain of osbond acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C50H79O10P	InChI=1S/C50H79O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-49(53)57-45-48(46-59-61(55,56)58-44-47(52)43-51)60-50(54)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-20,23-26,29-32,36,38,47-48,51-52H,3-4,6,8-10,15-16,21-22,27-28,33-35,37,39-46H2,1-2H3,(H,55,56)/b7-5-,13-11-,14-12-,19-17-,20-18-,25-23-,26-24-,31-29-,32-30-,38-36-/t47-,48+/m0/s1	HCXJXUWHDGXHCX-DLJNVRNFSA-N	870.5410857	17517	HMDB0116627	
BASm0035810	Docosahexaenoyl-CoA	Docosahexaenoyl-CoA, also known as dha-coa, belongs to the class of organic compounds known as very long-chain fatty acyl coas. These are acyl CoAs where the group acylated to the coenzyme A moiety is a very long aliphatic chain of 22 carbon atoms or more. Thus, docosahexaenoyl-CoA is considered to be a fatty ester lipid molecule. Docosahexaenoyl-CoA is considered to be a practically insoluble (in water) and relatively neutral molecule. Docosahexaenoyl-CoA can be biosynthesized from all-cis-docosa-4,7,10,13,16,19-hexaenoic acid. A long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of docosahexaenoic acid.			[H]\C(CC)=C(/[H])C\C([H])=C(\[H])C\C([H])=C(\[H])C\C([H])=C(\[H])C\C([H])=C(\[H])C\C([H])=C(\[H])CCC(=O)SCCN=C(O)CCN=C(O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)C([H])(O)C1([H])OP(O)(O)=O	C43H66N7O17P3S	InChI=1S/C43H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-34(52)71-27-26-45-33(51)24-25-46-41(55)38(54)43(2,3)29-64-70(61,62)67-69(59,60)63-28-32-37(66-68(56,57)58)36(53)42(65-32)50-31-49-35-39(44)47-30-48-40(35)50/h5-6,8-9,11-12,14-15,17-18,20-21,30-32,36-38,42,53-54H,4,7,10,13,16,19,22-29H2,1-3H3,(H,45,51)(H,46,55)(H,59,60)(H,61,62)(H2,44,47,48)(H2,56,57,58)/b6-5-,9-8-,12-11-,15-14-,18-17-,21-20-/t32-,36?,37?,38+,42-/m1/s1	MENFZXMQSYYVRK-KHUYXGPVSA-N	1077.344876	65132	HMDB0062235	
BASm0035811	LysoPA(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0)	LPA(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common. LPA(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0), in particular, consists of one chain of docosahexaenoic acid at the C-1 position. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.			CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(=O)OCC(O)COP(O)(O)=O	C25H39O7P	InChI=1S/C25H39O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(27)31-22-24(26)23-32-33(28,29)30/h3-4,6-7,9-10,12-13,15-16,18-19,24,26H,2,5,8,11,14,17,20-23H2,1H3,(H2,28,29,30)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-	UWHSPTWBPTXYMF-KUBAVDMBSA-N	482.2433406	16975	HMDB0114755	
BASm0035812	CDP-DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:1(11Z))	CDP-DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:1(11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:1(11Z)), in particular, consists of one chain of docosahexaenoic acid at the C-1 position and one chain of cis-vaccenic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCC	C52H83N3O15P2	InChI=1S/C52H83N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-25-27-29-31-33-35-37-47(56)65-41-44(68-48(57)38-36-34-32-30-28-26-23-18-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h5,7,11,13-14,16-17,19,21-22,25,27,31,33,39-40,44-45,49-51,58-59H,3-4,6,8-10,12,15,18,20,23-24,26,28-30,32,34-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b7-5-,13-11-,16-14-,19-17-,22-21-,27-25-,33-31-/t44-,45-,49+,50?,51-/m1/s1	FOPZNZWOSSRYTQ-RZWNWEONSA-N	1051.529943	17962	HMDB0116033	
BASm0035813	PS(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:1(11Z))	PS(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:1(11Z)), in particular, consists of one chain of docosahexaenoic acid at the C-1 position and one chain of cis-vaccenic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC)C(O)=O	C46H76NO10P	InChI=1S/C46H76NO10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-25-27-29-31-33-35-37-44(48)54-39-42(40-55-58(52,53)56-41-43(47)46(50)51)57-45(49)38-36-34-32-30-28-26-23-18-16-14-12-10-8-6-4-2/h5,7,11,13-14,16-17,19,21-22,25,27,31,33,42-43H,3-4,6,8-10,12,15,18,20,23-24,26,28-30,32,34-41,47H2,1-2H3,(H,50,51)(H,52,53)/b7-5-,13-11-,16-14-,19-17-,22-21-,27-25-,33-31-/t42-,43+/m1/s1	AAUAVBQQEXAMKS-GROAKKJZSA-N	833.5206846	18303	HMDB0112865	
BASm0035814	PE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:1(11Z))	PE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:1(11Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:1(11Z)), in particular, consists of one chain of docosahexaenoic acid at the C-1 position and one chain of vaccenic acid at the C-2 position. The docosahexaenoic acid moiety is derived from fish oils, while the vaccenic acid moiety is derived from butter fat and animal fat. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCC	C45H76NO8P	InChI=1S/C45H76NO8P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-25-27-29-31-33-35-37-44(47)51-41-43(42-53-55(49,50)52-40-39-46)54-45(48)38-36-34-32-30-28-26-23-18-16-14-12-10-8-6-4-2/h5,7,11,13-14,16-17,19,21-22,25,27,31,33,43H,3-4,6,8-10,12,15,18,20,23-24,26,28-30,32,34-42,46H2,1-2H3,(H,49,50)/b7-5-,13-11-,16-14-,19-17-,22-21-,27-25-,33-31-/t43-/m1/s1	BOKUGUNGXBFCNH-CYCUUUHGSA-N	789.5308549		HMDB0009685	
BASm0035815	PGP(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:1(11Z))	PGP(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:1(11Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:1(11Z)), in particular, consists of one chain of docosahexaenoic acid at the C-1 position and one chain of cis-vaccenic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C46H78O13P2	InChI=1S/C46H78O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-25-27-29-31-33-35-37-45(48)55-41-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)59-46(49)38-36-34-32-30-28-26-23-18-16-14-12-10-8-6-4-2/h5,7,11,13-14,16-17,19,21-22,25,27,31,33,43-44,47H,3-4,6,8-10,12,15,18,20,23-24,26,28-30,32,34-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b7-5-,13-11-,16-14-,19-17-,22-21-,27-25-,33-31-/t43-,44+/m0/s1	OKIXLWJAVIWEHV-JZWMAQNHSA-N	900.4917666	37393	HMDB0116508	
BASm0035816	PG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:1(11Z))	PG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:1(11Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/18:1(11Z)), in particular, consists of one chain of docosahexaenoic acid at the C-1 position and one chain of cis-vaccenic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C46H77O10P	InChI=1S/C46H77O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-25-27-29-31-33-35-37-45(49)53-41-44(42-55-57(51,52)54-40-43(48)39-47)56-46(50)38-36-34-32-30-28-26-23-18-16-14-12-10-8-6-4-2/h5,7,11,13-14,16-17,19,21-22,25,27,31,33,43-44,47-48H,3-4,6,8-10,12,15,18,20,23-24,26,28-30,32,34-42H2,1-2H3,(H,51,52)/b7-5-,13-11-,16-14-,19-17-,22-21-,27-25-,33-31-/t43-,44+/m0/s1	WOOJFJAPBRHLEE-JZWMAQNHSA-N	820.5254357	17517	HMDB0116632	
BASm0035817	CDP-DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(5Z,8Z,11Z))	CDP-DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(5Z,8Z,11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(5Z,8Z,11Z)), in particular, consists of one chain of docosahexaenoic acid at the C-1 position and one chain of mead acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCC\C=C/C\C=C/C\C=C/CCCCCCCC	C54H83N3O15P2	InChI=1S/C54H83N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-25-27-29-31-33-35-37-39-49(58)67-43-46(70-50(59)40-38-36-34-32-30-28-26-23-20-18-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h5,7,11,13,17-20,22,24,26-29,32-35,41-42,46-47,51-53,60-61H,3-4,6,8-10,12,14-16,21,23,25,30-31,36-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b7-5-,13-11-,19-17-,20-18-,24-22-,28-26-,29-27-,34-32-,35-33-/t46-,47-,51+,52?,53-/m1/s1	UEAIGCRHGJWCMI-GXZJBQBLSA-N	1075.529943	17962	HMDB0116037	
BASm0035818	PS(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(5Z,8Z,11Z))	PS(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(5Z,8Z,11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(5Z,8Z,11Z)), in particular, consists of one chain of docosahexaenoic acid at the C-1 position and one chain of mead acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCC\C=C/C\C=C/C\C=C/CCCCCCCC)C(O)=O	C48H76NO10P	InChI=1S/C48H76NO10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-25-27-29-31-33-35-37-39-46(50)56-41-44(42-57-60(54,55)58-43-45(49)48(52)53)59-47(51)40-38-36-34-32-30-28-26-23-20-18-16-14-12-10-8-6-4-2/h5,7,11,13,17-20,22,24,26-29,32-35,44-45H,3-4,6,8-10,12,14-16,21,23,25,30-31,36-43,49H2,1-2H3,(H,52,53)(H,54,55)/b7-5-,13-11-,19-17-,20-18-,24-22-,28-26-,29-27-,34-32-,35-33-/t44-,45+/m1/s1	KYYGLMUYFFIKMF-MYSYIWNOSA-N	857.5206846	18303	HMDB0112871	
BASm0035819	PE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(5Z,8Z,11Z))	PE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(5Z,8Z,11Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(5Z,8Z,11Z)), in particular, consists of one chain of docosahexaenoic acid at the C-1 position and one chain of mead acid at the C-2 position. The docosahexaenoic acid moiety is derived from fish oils, while the mead acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCC\C=C/C\C=C/C\C=C/CCCCCCCC	C47H76NO8P	InChI=1S/C47H76NO8P/c1-3-5-7-9-11-13-15-17-19-21-22-24-25-27-29-31-33-35-37-39-46(49)53-43-45(44-55-57(51,52)54-42-41-48)56-47(50)40-38-36-34-32-30-28-26-23-20-18-16-14-12-10-8-6-4-2/h5,7,11,13,17-20,22,24,26-29,32-35,45H,3-4,6,8-10,12,14-16,21,23,25,30-31,36-44,48H2,1-2H3,(H,51,52)/b7-5-,13-11-,19-17-,20-18-,24-22-,28-26-,29-27-,34-32-,35-33-/t45-/m1/s1	DNHRAPOUQPUXON-WBYJGDTBSA-N	813.5308549		HMDB0009694	
BASm0035820	PGP(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(5Z,8Z,11Z))	PGP(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(5Z,8Z,11Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(5Z,8Z,11Z)), in particular, consists of one chain of docosahexaenoic acid at the C-1 position and one chain of mead acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCC\C=C/C\C=C/C\C=C/CCCCCCCC	C48H78O13P2	InChI=1S/C48H78O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-25-27-29-31-33-35-37-39-47(50)57-43-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)61-48(51)40-38-36-34-32-30-28-26-23-20-18-16-14-12-10-8-6-4-2/h5,7,11,13,17-20,22,24,26-29,32-35,45-46,49H,3-4,6,8-10,12,14-16,21,23,25,30-31,36-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b7-5-,13-11-,19-17-,20-18-,24-22-,28-26-,29-27-,34-32-,35-33-/t45-,46+/m0/s1	DDXPLOHNHIVDRM-DMWRYGQISA-N	924.4917666	37393	HMDB0116477	
BASm0035821	PG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(5Z,8Z,11Z))	PG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(5Z,8Z,11Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(5Z,8Z,11Z)), in particular, consists of one chain of docosahexaenoic acid at the C-1 position and one chain of mead acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCC\C=C/C\C=C/C\C=C/CCCCCCCC	C48H77O10P	InChI=1S/C48H77O10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-25-27-29-31-33-35-37-39-47(51)55-43-46(44-57-59(53,54)56-42-45(50)41-49)58-48(52)40-38-36-34-32-30-28-26-23-20-18-16-14-12-10-8-6-4-2/h5,7,11,13,17-20,22,24,26-29,32-35,45-46,49-50H,3-4,6,8-10,12,14-16,21,23,25,30-31,36-44H2,1-2H3,(H,53,54)/b7-5-,13-11-,19-17-,20-18-,24-22-,28-26-,29-27-,34-32-,35-33-/t45-,46+/m0/s1	JRLUANGXKLWRCT-DMWRYGQISA-N	844.5254357	17517	HMDB0116602	
BASm0035822	CDP-DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(8Z,11Z,14Z))	CDP-DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(8Z,11Z,14Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(8Z,11Z,14Z)), in particular, consists of one chain of docosahexaenoic acid at the C-1 position and one chain of dihomo-gamma-linolenic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCC\C=C/C\C=C/C\C=C/CCCCC	C54H83N3O15P2	InChI=1S/C54H83N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-25-27-29-31-33-35-37-39-49(58)67-43-46(70-50(59)40-38-36-34-32-30-28-26-23-20-18-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h5,7,11-14,17-20,22,24,26-29,33,35,41-42,46-47,51-53,60-61H,3-4,6,8-10,15-16,21,23,25,30-32,34,36-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b7-5-,13-11-,14-12-,19-17-,20-18-,24-22-,28-26-,29-27-,35-33-/t46-,47-,51+,52?,53-/m1/s1	BQSJWMRTLBGTFC-AAMULSNYSA-N	1075.529943	17962	HMDB0116038	
BASm0035823	PS(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(8Z,11Z,14Z))	PS(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(8Z,11Z,14Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(8Z,11Z,14Z)), in particular, consists of one chain of docosahexaenoic acid at the C-1 position and one chain of homo-g-linolenic acid at the C-2 position. The docosahexaenoic acid moiety is derived from fish oils, while the homo-g-linolenic acid moiety is derived from fish oils, liver and kidney. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCC\C=C/C\C=C/C\C=C/CCCCC)C(O)=O	C48H76NO10P	InChI=1S/C48H76NO10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-25-27-29-31-33-35-37-39-46(50)56-41-44(42-57-60(54,55)58-43-45(49)48(52)53)59-47(51)40-38-36-34-32-30-28-26-23-20-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-20,22,24,26-29,33,35,44-45H,3-4,6,8-10,15-16,21,23,25,30-32,34,36-43,49H2,1-2H3,(H,52,53)(H,54,55)/b7-5-,13-11-,14-12-,19-17-,20-18-,24-22-,28-26-,29-27-,35-33-/t44-,45+/m1/s1	IENWKZPCOMXACK-NGQBJKLHSA-N	857.5206842	18303	HMDB0012448	
BASm0035824	PE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(8Z,11Z,14Z))	PE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(8Z,11Z,14Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(8Z,11Z,14Z)), in particular, consists of one chain of docosahexaenoic acid at the C-1 position and one chain of homo-g-linolenic acid at the C-2 position. The docosahexaenoic acid moiety is derived from fish oils, while the homo-g-linolenic acid moiety is derived from fish oils, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCCCCC\C=C/C\C=C/C\C=C/CCCCC	C47H76NO8P	InChI=1S/C47H76NO8P/c1-3-5-7-9-11-13-15-17-19-21-22-24-25-27-29-31-33-35-37-39-46(49)53-43-45(44-55-57(51,52)54-42-41-48)56-47(50)40-38-36-34-32-30-28-26-23-20-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-20,22,24,26-29,33,35,45H,3-4,6,8-10,15-16,21,23,25,30-32,34,36-44,48H2,1-2H3,(H,51,52)/b7-5-,13-11-,14-12-,19-17-,20-18-,24-22-,28-26-,29-27-,35-33-/t45-/m1/s1	KBLHEEVLFLMHIJ-WBVVUXFISA-N	813.5308549		HMDB0009695	
BASm0035825	PGP(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(8Z,11Z,14Z))	PGP(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(8Z,11Z,14Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(8Z,11Z,14Z)), in particular, consists of one chain of docosahexaenoic acid at the C-1 position and one chain of dihomo-gamma-linolenic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCC\C=C/C\C=C/C\C=C/CCCCC	C48H78O13P2	InChI=1S/C48H78O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-25-27-29-31-33-35-37-39-47(50)57-43-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)61-48(51)40-38-36-34-32-30-28-26-23-20-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-20,22,24,26-29,33,35,45-46,49H,3-4,6,8-10,15-16,21,23,25,30-32,34,36-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b7-5-,13-11-,14-12-,19-17-,20-18-,24-22-,28-26-,29-27-,35-33-/t45-,46+/m0/s1	BQCLMOJNWHEBLU-KKGNRJEUSA-N	924.4917666	37393	HMDB0116478	
BASm0035826	PG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(8Z,11Z,14Z))	PG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(8Z,11Z,14Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:3(8Z,11Z,14Z)), in particular, consists of one chain of docosahexaenoic acid at the C-1 position and one chain of dihomo-gamma-linolenic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCC\C=C/C\C=C/C\C=C/CCCCC	C48H77O10P	InChI=1S/C48H77O10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-25-27-29-31-33-35-37-39-47(51)55-43-46(44-57-59(53,54)56-42-45(50)41-49)58-48(52)40-38-36-34-32-30-28-26-23-20-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-20,22,24,26-29,33,35,45-46,49-50H,3-4,6,8-10,15-16,21,23,25,30-32,34,36-44H2,1-2H3,(H,53,54)/b7-5-,13-11-,14-12-,19-17-,20-18-,24-22-,28-26-,29-27-,35-33-/t45-,46+/m0/s1	FQAGNBJSYCGJTJ-KKGNRJEUSA-N	844.5254357	17517	HMDB0116603	
BASm0035827	DG(18:0/18:1(11Z)/0:0)	DG(18:0/18:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/18:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C39H74O5	InChI=1S/C39H74O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,37,40H,3-13,15,17-36H2,1-2H3/b16-14-/t37-/m0/s1	YJORXFQCYXMMHL-KDKAWYBRSA-N	622.5536255		HMDB0007159	
BASm0035828	DG(18:1(11Z)/18:0/0:0)	DG(18:1(11Z)/18:0/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:1(11Z)/18:0/0:0), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of stearic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC	C39H74O5	InChI=1S/C39H74O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,37,40H,3-12,14,16-36H2,1-2H3/b15-13-/t37-/m0/s1	FENDTVWNLRYBGG-SFVGVZPYSA-N	622.5536255		HMDB0007187	
BASm0035829	PS(18:1(11Z)/18:0)	PS(18:1(11Z)/18:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(18:1(11Z)/18:0), in particular, consists of one chain of cis-vaccenic acid at the C-1 position and one chain of stearic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)C(O)=O	C42H80NO10P	InChI=1S/C42H80NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,38-39H,3-12,14,16-37,43H2,1-2H3,(H,46,47)(H,48,49)/b15-13-/t38-,39+/m1/s1	OWIQDHDCLGBOFU-SALCBGBZSA-N	789.5519848	18303	HMDB0112388	
BASm0035830	PE(18:1(11Z)/18:0)	PE(18:1(11Z)/18:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:1(11Z)/18:0), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of stearic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,39H,3-12,14,16-38,42H2,1-2H3,(H,45,46)/b15-13-/t39-/m1/s1	MKMUWJJSVUOCQC-DTKYWWSASA-N	745.5621551		HMDB0009024	
BASm0035831	DG(18:1(11Z)/18:1(9Z)/0:0)	DG(18:1(11Z)/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(11Z)/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.			[H][C@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C39H72O5	InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,18,20,37,40H,3-12,14,16-17,19,21-36H2,1-2H3/b15-13-,20-18-/t37-/m0/s1	SRHKYLVXCXLCRK-NZSGFQRZSA-N	620.5379754		HMDB0007189	
BASm0035832	DG(18:1(9Z)/18:1(11Z)/0:0)	DG(18:1(9Z)/18:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/18:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.			[H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C39H72O5	InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16-17,19,37,40H,3-13,15,18,20-36H2,1-2H3/b16-14-,19-17-/t37-/m0/s1	REOLZUSWSABFNR-ZLQCVYQCSA-N	620.5379754		HMDB0007217	
BASm0035833	PGP(10:0/18:1(11Z))	PGP(10:0/18:1(11Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(10:0/18:1(11Z)), in particular, consists of one chain of capric acid at the C-1 position and one chain of cis-vaccenic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C34H66O13P2	InChI=1S/C34H66O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-34(37)47-32(29-43-33(36)25-23-21-19-10-8-6-4-2)30-46-49(41,42)45-28-31(35)27-44-48(38,39)40/h12-13,31-32,35H,3-11,14-30H2,1-2H3,(H,41,42)(H2,38,39,40)/b13-12-/t31-,32+/m0/s1	OYVFKALNJRSNFL-VDLWRXLPSA-N	744.3978662	37393		
BASm0035834	PG(10:0/18:1(11Z))	PG(10:0/18:1(11Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(10:0/18:1(11Z)), in particular, consists of one chain of capric acid at the C-1 position and one chain of cis-vaccenic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCC	C34H65O10P	InChI=1S/C34H65O10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-34(38)44-32(30-43-45(39,40)42-28-31(36)27-35)29-41-33(37)25-23-21-19-10-8-6-4-2/h12-13,31-32,35-36H,3-11,14-30H2,1-2H3,(H,39,40)/b13-12-/t31-,32+/m0/s1	UIRCNACBYLEPOY-VDLWRXLPSA-N	664.4315353			
BASm0035835	DG(10:0/19:1(12Z)/0:0)	DG(10:0/19:1(12Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/19:1(12Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C32H60O5		GATDLMNFJDMJPY-UETYIDDPSA-N	524.444075			
BASm0035836	CDP-DG(10:0/19:1(12Z))	CDP-DG(10:0/19:1(12Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0/19:1(12Z)), in particular, consists of two decanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0/19:1(12Z)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C41H73N3O15P2		HBHBPJJQDJUKBI-XRAPSOOTSA-N	909.4516927			
BASm0035837	PS(10:0/19:1(12Z))	PS(10:0/19:1(12Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0/19:1(12Z)), in particular, consists of one decanoyl chain to the C-1 atom, and one 9Z-nonadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C35H66NO10P		KYQNTNNDMILGMO-WYYLETQKSA-N	691.4424343			
BASm0035838	PGP(10:0/19:1(12Z))	PGP(10:0/19:1(12Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0/19:1(12Z)), in particular, consists of one decanoyl chain to the C-1 atom, and one 9Z-nonadecenoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C35H68O13P2		OBNNNGOPCYNYBU-PJJBRUTISA-N	758.4135162			
BASm0035839	PG(10:0/19:1(12Z))	PG(10:0/19:1(12Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0/19:1(12Z)), in particular, consists of one decanoyl chain to the C-1 atom, and one 9Z-nonadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C35H67O10P		HGULWVIJUNFOOQ-PJJBRUTISA-N	678.4471854			
BASm0035840	DG(10:0/19:iso/0:0)	DG(10:0/19:iso/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/19:iso/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.			[H][C@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C32H62O5	InChI=1S/C32H62O5/c1-4-5-6-7-15-19-22-25-31(34)36-28-30(27-33)37-32(35)26-23-20-17-14-12-10-8-9-11-13-16-18-21-24-29(2)3/h29-30,33H,4-28H2,1-3H3/t30-/m0/s1	QYJIOQBNXFTLLQ-PMERELPUSA-N	526.4597251			
BASm0035841	DG(12:0/19:1(12Z)/0:0)	DG(12:0/19:1(12Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/19:1(12Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C34H64O5		XSBLXAMNTFLSKB-KXSVIILXSA-N	552.4753752			
BASm0035842	CDP-DG(12:0/19:1(12Z))	CDP-DG(12:0/19:1(12Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0/19:1(12Z)), in particular, consists of two dodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/19:1(12Z)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C43H77N3O15P2		FVWGVRPUTVWTQS-CNDOEFRWSA-N	937.4829928			
BASm0035843	PS(12:0/19:1(12Z))	PS(12:0/19:1(12Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(12:0/19:1(12Z)), in particular, consists of one dodecanoyl chain to the C-1 atom, and one 9Z-nonadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C37H70NO10P		QAVQCTCJJJHUNQ-GHWDYOSISA-N	719.4737345			
BASm0035844	PGP(12:0/19:1(12Z))	PGP(12:0/19:1(12Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/19:1(12Z)), in particular, consists of one dodecanoyl chain to the C-1 atom, and one 9Z-nonadecenoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C37H72O13P2		NJVDUFFYGSPNFT-DGSJFYPHSA-N	786.4448164			
BASm0035845	PG(12:0/19:1(12Z))	PG(12:0/19:1(12Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0/19:1(12Z)), in particular, consists of one dodecanoyl chain to the C-1 atom, and one 9Z-nonadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C37H71O10P		UAIZRKULZFHHOT-DGSJFYPHSA-N	706.4784855			
BASm0035846	DG(14:0(3-OH)/15:0cyclo/0:0)	DG(14:0(3-OH)/15:0cyclo/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0(3-OH)/15:0cyclo/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C32H60O6		CDFZXZALRDXRSN-IYCLCUOYSA-N	540.4389897			
BASm0035847	DG(14:0(3-OH)/19:0cycw8/0:0)	DG(14:0(3-OH)/19:0cycw8/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0(3-OH)/19:0cycw8/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C36H68O6		HBZGGKCYEIFUMI-ZYRMJYDVSA-N	596.5015899			
BASm0035848	PGP(14:0/14:1(9Z))	PGP(14:0/14:1(9Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(14:0/14:1(9Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C34H66O13P2	InChI=1S/C34H66O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-33(36)43-29-32(30-46-49(41,42)45-28-31(35)27-44-48(38,39)40)47-34(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h10,12,31-32,35H,3-9,11,13-30H2,1-2H3,(H,41,42)(H2,38,39,40)/b12-10-/t31-,32+/m0/s1	MSDLCOBIKXCTBH-UOUHZCOUSA-N	744.3978662			
BASm0035849	PG(14:0/14:1(9Z))	PG(14:0/14:1(9Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(14:0/14:1(9Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C34H65O10P	InChI=1S/C34H65O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-33(37)41-29-32(30-43-45(39,40)42-28-31(36)27-35)44-34(38)26-24-22-20-18-16-14-12-10-8-6-4-2/h10,12,31-32,35-36H,3-9,11,13-30H2,1-2H3,(H,39,40)/b12-10-/t31-,32+/m0/s1	UVKRCQCBTFKRIM-UOUHZCOUSA-N	664.4315353			
BASm0035850	DG(14:0/17:0/0:0)	DG(14:0/17:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/17:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC	C34H66O5	InChI=1S/C34H66O5/c1-3-5-7-9-11-13-15-16-17-19-21-23-25-27-29-34(37)39-32(30-35)31-38-33(36)28-26-24-22-20-18-14-12-10-8-6-4-2/h32,35H,3-31H2,1-2H3/t32-/m0/s1	QIRREZVWUVQDDC-YTTGMZPUSA-N	554.4910252			
BASm0035851	DG(14:0/19:0/0:0)	DG(14:0/19:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/19:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC	C36H70O5	InChI=1S/C36H70O5/c1-3-5-7-9-11-13-15-16-17-18-19-21-23-25-27-29-31-36(39)41-34(32-37)33-40-35(38)30-28-26-24-22-20-14-12-10-8-6-4-2/h34,37H,3-33H2,1-2H3/t34-/m0/s1	RCJCEWSKYFICIT-UMSFTDKQSA-N	582.5223254			
BASm0035852	UDP-N-acetylmuramoyl-L-alanyl-gamma-D-glutamyl-meso-2,6-diaminopimelate					C35H55N7O26P2		QUHLBZKCGUXHGP-BHBBPGSKSA-N	1051.267199	84805		
BASm0035853	[GlcNAc-(1->4)-Mur2Ac(oyl-L-Ala-g-D-Glu-A2pm-D-Ala-D-Ala)]n-diphosphoundecaprenol				[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])CC\C(C)=C(\[H])COP(O)(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O[C@]3([H])O[C@]([H])(CO)[C@@]([H])(O[C@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]4([H])N=C(C)O)[C@]([H])(O[C@]([H])(C)C(O)=N[C@@]([H])(C)C(O)=N[C@]([H])(CCC(O)=N[C@@]([H])(CCC[C@@]([H])(N)C(O)=O)C(O)=N[C@]([H])(C)C(O)=N[C@]([H])(C)C(O)=O)C(O)=O)[C@@]3([H])N=C(C)O)[C@]([H])(O)[C@@]2([H])N=C(C)O)[C@]([H])(O[C@]([H])(C)C(O)=N[C@@]([H])(C)C(O)=N[C@]([H])(CCC(O)=N[C@@]([H])(CCC[C@@]([H])(N)C(O)=O)C(O)=N[C@]([H])(C)C(O)=N[C@]([H])(C)C(O)=O)C(O)=O)[C@@]1([H])N=C(C)O)=C(\C)CCC=C(C)C	C135H220N16O49P2	InChI=1S/C135H220N16O49P2/c1-71(2)37-25-38-72(3)39-26-40-73(4)41-27-42-74(5)43-28-44-75(6)45-29-46-76(7)47-30-48-77(8)49-31-50-78(9)51-32-52-79(10)53-33-54-80(11)55-34-56-81(12)65-66-189-201(185,186)200-202(187,188)199-135-109(147-93(24)159)117(191-89(20)123(170)139-85(16)121(168)151-99(131(183)184)62-64-105(161)149-97(60-36-58-95(137)129(179)180)125(172)141-83(14)119(166)143-87(18)127(175)176)115(103(70-155)195-135)198-133-107(145-91(22)157)112(164)113(101(68-153)193-133)196-134-108(146-92(23)158)116(114(102(69-154)194-134)197-132-106(144-90(21)156)111(163)110(162)100(67-152)192-132)190-88(19)122(169)138-84(15)120(167)150-98(130(181)182)61-63-104(160)148-96(59-35-57-94(136)128(177)178)124(171)140-82(13)118(165)142-86(17)126(173)174/h37,39,41,43,45,47,49,51,53,55,65,82-89,94-103,106-117,132-135,152-155,162-164H,25-36,38,40,42,44,46,48,50,52,54,56-64,66-70,136-137H2,1-24H3,(H,138,169)(H,139,170)(H,140,171)(H,141,172)(H,142,165)(H,143,166)(H,144,156)(H,145,157)(H,146,158)(H,147,159)(H,148,160)(H,149,161)(H,150,167)(H,151,168)(H,173,174)(H,175,176)(H,177,178)(H,179,180)(H,181,182)(H,183,184)(H,185,186)(H,187,188)/b72-39+,73-41+,74-43-,75-45-,76-47-,77-49-,78-51-,79-53-,80-55-,81-65-/t82-,83-,84+,85+,86-,87-,88-,89-,94-,95-,96+,97+,98-,99-,100-,101-,102-,103-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117-,132+,133+,134+,135-/m1/s1	YCEYFMFATQTSRQ-SKRGZLQOSA-N	2911.469032	10151		
BASm0035854	DG(14:0/19:0cycw8/0:0)	(2S)-2-{[9-(2-heptylcyclopropyl)nonanoyl]oxy}-3-hydroxypropyl tetradecanoate is considered to be a practically insoluble (in water) and relatively neutral molecule. DG(14:0/19:0CYCW8C/0:0) has the chemical formula C36H68O5, and an average molecular weight of 580.935. DG(14:0/19:0CYCW8C/0:0) is involved in the Phospholipid Biosynthesis CL(16:0/16:0/14:0/19:0cycv8c) Pathway.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC1CC1CCCCCCC	C36H68O5	InChI=1S/C36H68O5/c1-3-5-7-9-10-11-12-13-14-19-23-27-35(38)40-31-34(30-37)41-36(39)28-24-20-16-15-18-22-26-33-29-32(33)25-21-17-8-6-4-2/h32-34,37H,3-31H2,1-2H3/t32?,33?,34-/m0/s1	TVIJMHXUZQZKRS-PZIMRNDGSA-N	580.5066753			
BASm0035855	CDP-DG(14:0/19:0cycw8)	[(1R,9R,23S,24S,26R)-22-Heptyl-4,6,23,24-tetrahydroxy-26-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)-4,6,11-trioxo-3,5,7,10,25-pentaoxa-4λ⁵,6λ⁵-diphosphabicyclo[18.4.2]hexacosan-9-yl]methyl tetradecanoate is considered to be a practically insoluble (in water) and relatively neutral molecule.			CCCCCCCCCCCCCC(=O)OC[C@@H]1COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H](C(CC(CCCCCCC)[C@H](O)[C@@H]2O)CCCCCCCCC(=O)O1)N1C=CC(N)=NC1=O	C45H81N3O15P2	InChI=1S/C45H81N3O15P2/c1-3-5-7-9-10-11-12-13-14-19-23-27-40(49)58-32-37-33-59-64(54,55)63-65(56,57)60-34-38-43(52)42(51)35(25-21-17-8-6-4-2)31-36(26-22-18-15-16-20-24-28-41(50)61-37)44(62-38)48-30-29-39(46)47-45(48)53/h29-30,35-38,42-44,51-52H,3-28,31-34H2,1-2H3,(H,54,55)(H,56,57)(H2,46,47,53)/t35?,36?,37-,38-,42+,43-,44-/m1/s1	PWWXESRJUBCYEV-HSUAQQGESA-N	965.5142929	17962		
BASm0035856	PS(14:0/19:0cycw8)	2-Amino-3-{[(2R)-2-{[9-(2-heptylcyclopropyl)nonanoyl]oxy}-3-(tetradecanoyloxy)propyl phosphonato]oxy}propanoate is considered to be a practically insoluble (in water) and relatively neutral molecule. PS(14:0/19:0CYCW8C) has the chemical formula C39H72NO10P, and an average molecular weight of 745.977. PS(14:0/19:0CYCW8C) is involved in the Phospholipid Biosynthesis CL(16:0/14:0/14:0/19:0cycv8c) Pathway.			CCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC(N)C([O-])=O)OC(=O)CCCCCCCCC1CC1CCCCCCC	C39H72NO10P	InChI=1S/C39H74NO10P/c1-3-5-7-9-10-11-12-13-14-19-23-27-37(41)47-30-35(31-48-51(45,46)49-32-36(40)39(43)44)50-38(42)28-24-20-16-15-18-22-26-34-29-33(34)25-21-17-8-6-4-2/h33-36H,3-32,40H2,1-2H3,(H,43,44)(H,45,46)/p-2/t33?,34?,35-,36?/m1/s1	XLYMZZFOMCFZNU-BPIGVCHASA-L	745.4904817			
BASm0035857	PGP(14:0/19:0cycw8)	PGP(14:0/19:0cycw8) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:0/19:0cycw8), in particular, consists of one tetradecanoyl chain to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C39H76O13P2		HNVYFFDFPUBDKP-IUMVPMKHSA-N	814.4761165			
BASm0035858	PG(14:0/19:0cycw8)	PG(14:0/19:0cycw8) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:0/19:0cycw8), in particular, consists of one tetradecanoyl chain to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.			OC[C@H](O)COP(O)(=O)OC[C@@H](CO(C(=O)CCCCCCCCCCCCC))O(C(=O)CCCCCCCCC1CC1CCCCCCC)	C39H75O10P		LDDDUJHTQPGFAD-IUMVPMKHSA-N	734.5097856			
BASm0035859	DG(14:0/19:iso/0:0)	DG(14:0/19:iso/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0/19:iso/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C36H70O5	InChI=1S/C36H70O5/c1-4-5-6-7-8-9-13-17-20-23-26-29-35(38)40-32-34(31-37)41-36(39)30-27-24-21-18-15-12-10-11-14-16-19-22-25-28-33(2)3/h33-34,37H,4-32H2,1-3H3/t34-/m0/s1	FBHGVIKMRJOSAK-UMSFTDKQSA-N	582.5223254			
BASm0035860	DG(15:0/19:iso/0:0)	DG(15:0/19:iso/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0/19:iso/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC(C)C	C37H72O5	InChI=1S/C37H72O5/c1-4-5-6-7-8-9-10-15-18-21-24-27-30-36(39)41-33-35(32-38)42-37(40)31-28-25-22-19-16-13-11-12-14-17-20-23-26-29-34(2)3/h34-35,38H,4-33H2,1-3H3/t35-/m0/s1	PCDYPVWALREICQ-DHUJRADRSA-N	596.5379754			
BASm0035861	Cyclopentadecanoyl-CoA					C37H64N7O17P3S		ZLZMJANYASUKHP-FJGSVVKESA-N	1003.329226			
BASm0035862	DG(15:0cyclo/12:0(3-OH)/0:0)	DG(15:0cyclo/12:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0cyclo/12:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C30H56O6		MNJNMKNDSWEBMZ-OYGGZRDRSA-N	512.4076895			
BASm0035863	DG(15:0cyclo/14:0(3-OH)/0:0)	DG(15:0cyclo/14:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0cyclo/14:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C32H60O6		VMGCGYKPTOVJIA-IYCLCUOYSA-N	540.4389897			
BASm0035864	DG(15:0cyclo/19:iso/0:0)	DG(15:0cyclo/19:iso/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0cyclo/19:iso/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C37H70O5		YLYRSJBFFPXMPD-YLNHBKTGSA-N	594.5223254			
BASm0035865	DG(16:0/14:1(9Z)/0:0)	DG(16:0/14:1(9Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(16:0/14:1(9Z)/0:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the myristoleic acid moiety is derived from milk fats. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C33H62O5	InChI=1S/C33H62O5/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-32(35)37-30-31(29-34)38-33(36)28-26-24-22-20-17-14-12-10-8-6-4-2/h10,12,31,34H,3-9,11,13-30H2,1-2H3/b12-10-/t31-/m0/s1	ZQTJALCDHQZOKF-DDNKTQICSA-N	538.4597251		HMDB0007096	
BASm0035866	CDP-DG(16:0/14:1(9Z))	CDP-DG(16:0/14:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/14:1(9Z)), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/14:1(9Z)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C42H75N3O15P2		XYGNVRSXUNSEGD-BOEIZUMXSA-N	923.4673427			
BASm0035867	PGP(16:0/14:1(9Z))	PGP(16:0/14:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/14:1(9Z)), in particular, consists of one hexadecanoyl chain to the C-1 atom, and one 9Z-tetradecenoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C36H70O13P2		DJAJLQLJTNOMDM-HRACJRRMSA-N	772.4291663			
BASm0035868	PG(16:0/14:1(9Z))	PG(16:0/14:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/14:1(9Z)), in particular, consists of one hexadecanoyl chain to the C-1 atom, and one 9Z-tetradecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C36H69O10P		YWPVMVABBPAXIS-HRACJRRMSA-N	692.4628354			
BASm0035869	DG(16:0/17:0/0:0)	DG(16:0/17:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/17:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC	C36H70O5	InChI=1S/C36H70O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-36(39)41-34(32-37)33-40-35(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h34,37H,3-33H2,1-2H3/t34-/m0/s1	WXGMZWZWWLFHHY-UMSFTDKQSA-N	582.5223254			
BASm0035870	DG(16:0/19:0/0:0)	DG(16:0/19:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/19:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC	C38H74O5	InChI=1S/C38H74O5/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-38(41)43-36(34-39)35-42-37(40)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h36,39H,3-35H2,1-2H3/t36-/m0/s1	TVBYXINKQLMIOR-BHVANESWSA-N	610.5536255			
BASm0035871	DG(17:0cycw7/14:0(3-OH)/0:0)	DG(17:0cycw7/14:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(17:0cycw7/14:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C34H64O6		VGCMHIDCLOGPJS-OWXMFSIZSA-N	568.4702898			
BASm0035872	CDP-DG(17:0cycw7/14:0(3-OH))	CDP-DG(17:0cycw7/14:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(17:0cycw7/14:0(3-OH)), in particular, consists of two heptadec-9-10-cyclo-anoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(17:0cycw7/14:0(3-OH)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C43H77N3O16P2		HBERSCDIBTVIMJ-MWTCFJQISA-N	953.4779074			
BASm0035873	PS(17:0cycw7/14:0(3-OH))	PS(17:0CYCW7C/14:0(3-OH)) is considered to be a practically insoluble (in water) and relatively neutral molecule. PS(17:0CYCW7C/14:0(3-OH)) may be a unique E.coli metabolite. PS(17:0CYCW7C/14:0(3-OH)) has the chemical formula C37H68NO11P, and an average molecular weight of 733.9097. PS(17:0CYCW7C/14:0(3-OH)) is involved in multiple pathways, some of which are Phospholipid Biosynthesis CL(18:1(9Z)/18:1(9Z)/17:0cycw7c/14:0) Pathway, Phospholipid Biosynthesis CL(18:1(9Z)/17:0cycw7c/14:0/18:1(9Z)) Pathway, Phospholipid Biosynthesis CL(19:0cycv8c/14:0/17:0cycw7c/14:0) Pathway, and Phospholipid Biosynthesis CL(17:0cycw7c/16:1(9Z)/16:1(9Z)/14:0) Pathway.			CCCCCCCCCCCC(O)CC(=O)O[C@H](COC(=O)CCCCCCCC1CC1CCCCCC)COP([O-])(=O)OCC(N)C([O-])=O	C37H68NO11P	InChI=1S/C37H70NO11P/c1-3-5-7-9-10-11-12-15-19-23-32(39)26-36(41)49-33(28-47-50(44,45)48-29-34(38)37(42)43)27-46-35(40)24-20-16-13-14-18-22-31-25-30(31)21-17-8-6-4-2/h30-34,39H,3-29,38H2,1-2H3,(H,42,43)(H,44,45)/p-2/t30?,31?,32?,33-,34?/m1/s1	LNJASBXHYBKTLM-OPBVGAJOSA-L	733.4529985			
BASm0035874	PGP(17:0cycw7/14:0(3-OH))	[(2S)-3-({[(2R)-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-2-[(3-hydroxytetradecanoyl)oxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(17:0Cycw7c/14:0(3-OH)) has the chemical formula C37H72O14P2, and an average molecular weight of 802.917. PGP(17:0Cycw7c/14:0(3-OH)) is involved in the Phospholipid Biosynthesis CL(17:0cycw7c/17:0cycw7c/14:0/17:0cycw7c) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCCCCCC	C37H72O14P2	InChI=1S/C37H72O14P2/c1-3-5-7-9-10-11-12-15-19-23-33(38)26-37(41)51-35(30-50-53(45,46)49-28-34(39)27-48-52(42,43)44)29-47-36(40)24-20-16-13-14-18-22-32-25-31(32)21-17-8-6-4-2/h31-35,38-39H,3-30H2,1-2H3,(H,45,46)(H2,42,43,44)/t31?,32?,33?,34-,35+/m0/s1	XUVMQAGXAGGFTM-BISNVOBLSA-N	802.439731	37393		
BASm0035875	PG(17:0cycw7/14:0(3-OH))	PG(17:0CYCW7C/14:0(3-OH)) is considered to be a practically insoluble (in water) and relatively neutral molecule. PG(17:0CYCW7C/14:0(3-OH)) may be a unique E.coli metabolite. PG(17:0CYCW7C/14:0(3-OH)) participates in a number of enzymatic reactions. In particular, PE(17:0CYCW7C/17:0CYCW7C) and PG(17:0CYCW7C/14:0(3-OH)) can be converted into ethanolamine and CL(17:0CYCW7C/17:0CYCW7C/14:0/17:0CYCW7C); which is mediated by the enzyme cardiolipin synthase c. In addition, PG(17:0CYCW7C/14:0(3-OH)) can be biosynthesized from PGP(17:0cycw7c/14:0(3-OH)) through its interaction with the enzyme phosphatidylglycerophosphatase.			CCCCCCCCCCCC(O)CC(=O)OC(COC(=O)CCCCCCCC1CC1CCCCCC)COP(O)(=O)OCC(O)CO	C37H71O11P	InChI=1S/C37H71O11P/c1-3-5-7-9-10-11-12-15-19-23-33(39)26-37(42)48-35(30-47-49(43,44)46-28-34(40)27-38)29-45-36(41)24-20-16-13-14-18-22-32-25-31(32)21-17-8-6-4-2/h31-35,38-40H,3-30H2,1-2H3,(H,43,44)	NCFDTLKDDWOMGW-UHFFFAOYSA-N	722.4733996	17517		
BASm0035876	DG(18:1(11Z)/16:0/0:0)	DG(18:1(11Z)/16:0/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:1(11Z)/16:0/0:0), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of palmitic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C37H70O5	InChI=1S/C37H70O5/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-36(39)41-34-35(33-38)42-37(40)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h13,15,35,38H,3-12,14,16-34H2,1-2H3/b15-13-/t35-/m0/s1	GSEVZLBSIOIEFK-NMYQGLQJSA-N	594.5223254		HMDB0007185	
BASm0035877	DG(18:1(11Z)/16:1(9Z)/0:0)	DG(18:1(11Z)/16:1(9Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:1(11Z)/16:1(9Z)/0:0), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The vaccenic acid moiety is derived from butter fat and animal fat, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C37H68O5	InChI=1S/C37H68O5/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-36(39)41-34-35(33-38)42-37(40)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h13-16,35,38H,3-12,17-34H2,1-2H3/b15-13-,16-14-/t35-/m0/s1	YHPHFGMSKYQPCV-QPFMYUCOSA-N	592.5066753		HMDB0007186	
BASm0035878	DG(18:1(9Z)/19:iso/0:0)	DG(18:1(9Z)/19:iso/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/19:iso/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C40H76O5		PWAVKFXIAFBWSP-YAGNUDMCSA-N	636.5692755			
BASm0035879	DG(19:0/19:0/0:0)	Diglycerides (DGs) are also known as diacylglycerols or diacylglycerides, meaning that they are glycerides consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. DG(19:0/19:0/0:0), in particular, consists of one chain of nonadecylic acid at the C-1 position and one chain of nonadecylic acid at the C-2 position. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Diacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCC	C41H80O5	InChI=1S/C41H80O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-40(43)45-38-39(37-42)46-41(44)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h39,42H,3-38H2,1-2H3/t39-/m0/s1	UNXQXIYZHULSKR-KDXMTYKHSA-N	652.6005757		HMDB0094073	
BASm0035880	DG(19:0cycw8/14:0(3-OH)/0:0)	DG(19:0cycw8/14:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:0cycw8/14:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C36H68O6		NUTNUOFSRQQOJN-ZYRMJYDVSA-N	596.5015899			
BASm0035881	DG(19:0cycw8/19:iso/0:0)	DG(19:0cycw8/19:iso/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:0cycw8/19:iso/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C41H78O5		RTBCBQWVGJOCPZ-BUWWEWLSSA-N	650.5849256			
BASm0035882	Nonadecenoyl-CoA					C42H74N7O17P3S		FVMUXXFBIMNRMK-KTQSBMDPSA-N	1073.407476			
BASm0035883	LysoPA(19:1(12Z)/0:0)	LysoPA(19:1(12Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LysoPA(19:1(12Z)/0:0), in particular, consists of one 9Z-nonadecenoyl chain. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.				C22H43O7P		DURPHNVMVFNOHB-GIWCCYDRSA-N	450.2746407			
BASm0035884	DG(19:1(12Z)/10:0/0:0)	DG(19:1(12Z)/10:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:1(12Z)/10:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C32H60O5		ZFRUDQVDQJOTCJ-UETYIDDPSA-N	524.444075			
BASm0035885	CDP-DG(19:1(12Z)/10:0)	CDP-DG(19:1(12Z)/10:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(19:1(12Z)/10:0), in particular, consists of two 9Z-nonadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:1(12Z)/10:0) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C41H73N3O15P2		DIGFJRPDUQRHQY-XRAPSOOTSA-N	909.4516927			
BASm0035886	PS(19:1(12Z)/10:0)	PS(19:1(12Z)/10:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(19:1(12Z)/10:0), in particular, consists of one 9Z-nonadecenoyl chain to the C-1 atom, and one decanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C35H66NO10P		XHLKPQMSKDBSPU-WYYLETQKSA-N	691.4424343			
BASm0035887	PGP(19:1(12Z)/10:0)	PGP(19:1(12Z)/10:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:1(12Z)/10:0), in particular, consists of one 9Z-nonadecenoyl chain to the C-1 atom, and one decanoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C35H68O13P2		PFHTVHSMCDSTAC-PJJBRUTISA-N	758.4135162			
BASm0035888	PG(19:1(12Z)/10:0)	PG(19:1(12Z)/10:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:1(12Z)/10:0), in particular, consists of one 9Z-nonadecenoyl chain to the C-1 atom, and one decanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C35H67O10P		HAKHNZSTUCDZIX-PJJBRUTISA-N	678.4471854			
BASm0035889	DG(19:1(12Z)/12:0/0:0)	DG(19:1(12Z)/12:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:1(12Z)/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C34H64O5		BPZOQDQUXRDNRW-KXSVIILXSA-N	552.4753752			
BASm0035890	CDP-DG(19:1(12Z)/12:0)	CDP-DG(19:1(12Z)/12:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(19:1(12Z)/12:0), in particular, consists of two 9Z-nonadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:1(12Z)/12:0) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C43H77N3O15P2		QNWQVTJBJPQCLE-CNDOEFRWSA-N	937.4829928			
BASm0035891	PS(19:1(12Z)/12:0)	PS(19:1(12Z)/12:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(19:1(12Z)/12:0), in particular, consists of one 9Z-nonadecenoyl chain to the C-1 atom, and one dodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C37H70NO10P		NTUATLGKECJGMW-GHWDYOSISA-N	719.4737345			
BASm0035892	PGP(19:1(12Z)/12:0)	PGP(19:1(12Z)/12:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:1(12Z)/12:0), in particular, consists of one 9Z-nonadecenoyl chain to the C-1 atom, and one dodecanoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C37H72O13P2		IFGSXDIUVBEKDK-DGSJFYPHSA-N	786.4448164			
BASm0035893	PG(19:1(12Z)/12:0)	PG(19:1(12Z)/12:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:1(12Z)/12:0), in particular, consists of one 9Z-nonadecenoyl chain to the C-1 atom, and one dodecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C37H71O10P		YPMFRGVPJMGBAD-DGSJFYPHSA-N	706.4784855			
BASm0035894	19-Methylnonadecanoyl-CoA					C42H76N7O17P3S		GSMXPUFRSHAPHN-JRVAXWPDSA-N	1075.423126			
BASm0035895	DG(19:iso/15:0/0:0)	DG(19:iso/15:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:iso/15:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCCCCC(C)C)OC(=O)CCCCCCCCCCCCCC	C37H72O5	InChI=1S/C37H72O5/c1-4-5-6-7-8-9-10-15-19-22-25-28-31-37(40)42-35(32-38)33-41-36(39)30-27-24-21-18-16-13-11-12-14-17-20-23-26-29-34(2)3/h34-35,38H,4-33H2,1-3H3/t35-/m0/s1	JDFCHYBGNYZNAB-DHUJRADRSA-N	596.5379754			
BASm0035896	DG(19:iso/15:0cyclo/0:0)	DG(19:iso/15:0cyclo/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:iso/15:0cyclo/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C37H70O5		XOCRORUYASSUJS-YLNHBKTGSA-N	594.5223254			
BASm0035897	DG(19:iso/16:1(9Z)/0:0)	DG(19:iso/16:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:iso/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C38H72O5		LWNDMROWIVEBHZ-JZSMGFLQSA-N	608.5379754			
BASm0035898	DG(19:iso/18:1(9Z)/0:0)	DG(19:iso/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:iso/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C40H76O5		BQIKDDHYOANIDR-YAGNUDMCSA-N	636.5692755			
BASm0035899	DG(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/0:0)	DG(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)/0:0), in particular, consists of one chain of docosapentaenoic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The docosapentaenoic acid moiety is derived from fish oils, while the linoleic acid moiety is derived from seed oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	C43H70O5	InChI=1S/C43H70O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-25-27-29-31-33-35-37-42(45)47-40-41(39-44)48-43(46)38-36-34-32-30-28-26-23-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-19,21-23,25,27,41,44H,3-4,6,8-10,15-16,20,24,26,28-40H2,1-2H3/b7-5-,13-11-,14-12-,19-17-,22-21-,23-18-,27-25-/t41-/m0/s1	SBQQDCWXRMEXSL-NNZCLDOESA-N	666.5223254		HMDB0007741	
BASm0035900	CDP-DG(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z))	CDP-DG(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)), in particular, consists of one chain of clupanodonic acid at the C-1 position and one chain of linoleic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	C52H83N3O15P2	InChI=1S/C52H83N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-25-27-29-31-33-35-37-47(56)65-41-44(68-48(57)38-36-34-32-30-28-26-23-18-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h5,7,11-14,17-19,21-23,25,27,39-40,44-45,49-51,58-59H,3-4,6,8-10,15-16,20,24,26,28-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b7-5-,13-11-,14-12-,19-17-,22-21-,23-18-,27-25-/t44-,45-,49+,50?,51-/m1/s1	BPXFJZKFXTWBKD-OYFJQLCRSA-N	1051.529943	17962	HMDB0116025	
BASm0035901	PS(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z))	PS(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)), in particular, consists of one chain of clupanodonic acid at the C-1 position and one chain of linoleic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC)C(O)=O	C46H76NO10P	InChI=1S/C46H76NO10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-25-27-29-31-33-35-37-44(48)54-39-42(40-55-58(52,53)56-41-43(47)46(50)51)57-45(49)38-36-34-32-30-28-26-23-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-19,21-23,25,27,42-43H,3-4,6,8-10,15-16,20,24,26,28-41,47H2,1-2H3,(H,50,51)(H,52,53)/b7-5-,13-11-,14-12-,19-17-,22-21-,23-18-,27-25-/t42-,43+/m1/s1	URMNIYGPTXDOQH-WSGALPPZSA-N	833.5206846	18303	HMDB0112847	
BASm0035902	PGP(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z))	PGP(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)), in particular, consists of one chain of clupanodonic acid at the C-1 position and one chain of linoleic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	C46H78O13P2	InChI=1S/C46H78O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-25-27-29-31-33-35-37-45(48)55-41-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)59-46(49)38-36-34-32-30-28-26-23-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-19,21-23,25,27,43-44,47H,3-4,6,8-10,15-16,20,24,26,28-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b7-5-,13-11-,14-12-,19-17-,22-21-,23-18-,27-25-/t43-,44+/m0/s1	KCECREDXOIWRDW-FVEGJWOQSA-N	900.4917666	37393	HMDB0116474	
BASm0035903	PG(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z))	PG(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(22:5(7Z,10Z,13Z,16Z,19Z)/18:2(9Z,12Z)), in particular, consists of one chain of clupanodonic acid at the C-1 position and one chain of linoleic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	C46H77O10P	InChI=1S/C46H77O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-25-27-29-31-33-35-37-45(49)53-41-44(42-55-57(51,52)54-40-43(48)39-47)56-46(50)38-36-34-32-30-28-26-23-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-19,21-23,25,27,43-44,47-48H,3-4,6,8-10,15-16,20,24,26,28-42H2,1-2H3,(H,51,52)/b7-5-,13-11-,14-12-,19-17-,22-21-,23-18-,27-25-/t43-,44+/m0/s1	OVDMUXRSPUOSPG-FVEGJWOQSA-N	820.5254357	17517	HMDB0116599	
BASm0035904	DG(14:0(3-OH)/19:iso/0:0)	DG(14:0(3-OH)/19:iso/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:0(3-OH)/19:iso/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C36H70O6		BQBXKJDYIFRQES-DNKZHYAASA-N	598.51724			
BASm0035905	UDPMurNAc(oyl-L-Ala-D-gamma-Glu-L-Lys-D-Ala-D-Ala)					C40H65N9O26P2		PFMVORMCVGOQKR-XNCOKRRHSA-N	1149.351597	70768		
BASm0035906	Undecaprenyl-diphospho-N-acetylmuramoyl-(N-acetylglucosamine)-L-alanyl-D-isoglutaminyl-L-lysyl-D-alanyl-D-alanine				NCCCC[C@]([H])(N=C(O)CCC([H])(N=C(O)[C@@](C)([H])N=C(O)C(C)([H])O[C@@]1([H])[C@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@](O)([H])[C@@](O)([H])[C@@]2([H])N=C(C)O)[C@@]([H])(CO)OC([H])(OP(O)(=O)OP(O)(=O)OC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CCC=C(C)C)[C@]1([H])N=C(C)O)C(=N)O)C(O)=N[C@@](C)([H])C(O)=N[C@@](C)([H])C(=O)O	C94H157N9O25P2	InChI=1S/C94H157N9O25P2/c1-59(2)31-21-32-60(3)33-22-34-61(4)35-23-36-62(5)37-24-38-63(6)39-25-40-64(7)41-26-42-65(8)43-27-44-66(9)45-28-46-67(10)47-29-48-68(11)49-30-50-69(12)54-56-122-129(118,119)128-130(120,121)127-94-82(101-75(18)107)86(85(79(58-105)125-94)126-93-81(100-74(17)106)84(110)83(109)78(57-104)124-93)123-73(16)90(114)97-71(14)89(113)103-76(87(96)111)52-53-80(108)102-77(51-19-20-55-95)91(115)98-70(13)88(112)99-72(15)92(116)117/h31,33,35,37,39,41,43,45,47,49,54,70-73,76-79,81-86,93-94,104-105,109-110H,19-30,32,34,36,38,40,42,44,46,48,50-53,55-58,95H2,1-18H3,(H2,96,111)(H,97,114)(H,98,115)(H,99,112)(H,100,106)(H,101,107)(H,102,108)(H,103,113)(H,116,117)(H,118,119)(H,120,121)/b60-33+,61-35+,62-37+,63-39+,64-41+,65-43+,66-45+,67-47+,68-49+,69-54+/t70-,71+,72-,73?,76?,77+,78-,79-,81-,82-,83-,84-,85-,86-,93+,94?/m1/s1	CALJPWOWZPDIQK-YECZQWRUSA-N	1874.076585			
BASm0035907	Undecaprenyl-diphospho-N-acetylmuramoyl-(N-acetylglucosamine)-L-alanyl-D-isoglutaminyl-L-lysyl-(glycyl)-D-alanyl-D-alanine				C[C@@H](NC(=O)[C@@H](C)NC(=O)[C@H](CCCCNC(=O)CN)NC(=O)CC[C@@H](NC(=O)[C@H](C)NC(=O)[C@@H](C)O[C@@H]1[C@@H](NC(C)=O)[C@@H](OP(O)(=O)OP(O)(=O)OC\C=C(\C)CC\C=C(\C)CC\C=C(\C)CC\C=C(\C)CC\C=C(\C)CC\C=C(\C)CC\C=C(\C)CC\C=C(\C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)O[C@H](CO)[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1NC(C)=O)C(N)=O)C(O)=O	C96H160N10O26P2	InChI=1S/C96H160N10O26P2/c1-60(2)31-21-32-61(3)33-22-34-62(4)35-23-36-63(5)37-24-38-64(6)39-25-40-65(7)41-26-42-66(8)43-27-44-67(9)45-28-46-68(10)47-29-48-69(11)49-30-50-70(12)54-56-126-133(122,123)132-134(124,125)131-96-84(104-76(18)110)88(87(80(59-108)129-96)130-95-83(103-75(17)109)86(114)85(113)79(58-107)128-95)127-74(16)92(118)100-72(14)91(117)106-77(89(98)115)52-53-81(111)105-78(51-19-20-55-99-82(112)57-97)93(119)101-71(13)90(116)102-73(15)94(120)121/h31,33,35,37,39,41,43,45,47,49,54,71-74,77-80,83-88,95-96,107-108,113-114H,19-30,32,34,36,38,40,42,44,46,48,50-53,55-59,97H2,1-18H3,(H2,98,115)(H,99,112)(H,100,118)(H,101,119)(H,102,116)(H,103,109)(H,104,110)(H,105,111)(H,106,117)(H,120,121)(H,122,123)(H,124,125)/b61-33+,62-35+,63-37-,64-39-,65-41-,66-43-,67-45-,68-47-,69-49-,70-54-/t71-,72+,73-,74-,77-,78+,79-,80-,83-,84-,85-,86-,87-,88-,95+,96-/m1/s1	VCKYTGCICDTHCU-OQUIGZRYSA-N	1931.098049	62232		
BASm0035908	Undecaprenyl-diphospho-N-acetylmuramoyl-(N-acetylglucosamine)-L-alanyl-D-isoglutaminyl-L-lysyl-(glycyl)3-D-alanyl-D-alanine					C100H166N12O28P2		IHRUXPZJMOQNMD-JUFGKSSKSA-N	2045.140977	62231		
BASm0035909	Undecaprenyl-diphospho-N-acetylmuramoyl-(N-acetylglucosamine)-L-alanyl-D-isoglutaminyl-L-lysyl-(glycyl)5-D-alanyl-D-alanine					C104H172N14O30P2		CXIOLGPNCLFPPI-SUNKJSOLSA-N	2159.183904	27457		
BASm0035910	DG(19:0cycw8/14:0/0:0)	DG(19:0cycw8/14:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:0cycw8/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C36H68O5		LCIHCUBQWUICKT-PZIMRNDGSA-N	580.5066753			
BASm0035911	PS(19:0cycw8/14:0)	PS(19:0cycw8/14:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(19:0cycw8/14:0), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one tetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C39H74NO10P		KDDMWESYRXGHPG-UOPWBEJQSA-N	747.5050346			
BASm0035912	PG(19:0cycw8/14:0)	PG(19:0cycw8/14:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:0cycw8/14:0), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one tetradecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C39H75O10P		ZWPBGKBXLSWHLJ-IUMVPMKHSA-N	734.5097856			
BASm0035913	DG(19:0cycw8/18:1(9Z)/0:0)	DG(19:0cycw8/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:0cycw8/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C40H74O5		ZNVLCCMZJZVEDE-RTNLBGRGSA-N	634.5536255			
BASm0035914	CDP-DG(19:0cycw8/18:1(9Z))	CDP-DG(19:0cycw8/18:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(19:0cycw8/18:1(9Z)), in particular, consists of two 9-(2-heptylcyclopropyl)nonanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:0cycw8/18:1(9Z)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C40H70N7O17P3S		VDYGDLAYZYHVKO-NIMPKNTHSA-N	1045.376176			
BASm0035915	PS(19:0cycw8/18:1(9Z))	PS(19:0cycw8/18:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(19:0cycw8/18:1(9Z)), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one 9Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C43H80NO10P		ILQXKDADHLOFKB-AOKBXBOASA-N	801.5519848			
BASm0035916	PE(19:0cycw8/18:1(9Z))	PE(19:0cycw8/18:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:0cycw8/18:1(9Z)), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one 9Z-octadecenoyl to the C-2 atom. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C42H80NO8P		CMBXJXDPRSWPCI-OIYTUAHISA-N	757.5621555			
BASm0035917	PGP(19:0cycw8/18:1(9Z))	PGP(19:0cycw8/18:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:0cycw8/18:1(9Z)), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one 9Z-octadecenoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C43H82O13P2		WEYHKTKSTJGLMH-SURQDNLTSA-N	868.5230667			
BASm0035918	PG(19:0cycw8/18:1(9Z))	PG(19:0cycw8/18:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:0cycw8/18:1(9Z)), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one 9Z-octadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C43H81O10P		BPGZNEGZFUIFDE-SURQDNLTSA-N	788.5567358			
BASm0035919	HAA(10:0(3-OH)/12:0(3-OH))	HAA(10:0(3-OH)/12:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(10:0(3-OH)/12:0(3-OH)), in particlular, is composed of one chain of 3-hydroxydecanoic acid linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			CCCCCCCCC[C@H](CC(O)=O)OC(=O)C[C@H](O)CCCCCCC	C22H42O5	InChI=1S/C22H42O5/c1-3-5-7-9-10-12-14-16-20(18-21(24)25)27-22(26)17-19(23)15-13-11-8-6-4-2/h19-20,23H,3-18H2,1-2H3,(H,24,25)/t19-,20-/m1/s1	NBGABHBEFKCBGI-WOJBJXKFSA-N	386.3032245			
BASm0035920	monoRL(10:0(3-OH)/12:0(3-OH))	monoRL(10:0(3-OH)/12:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(10:0(3-OH)/12:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CCCCCCC)CC(=O)O[C@H](CCCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C28H52O9	InChI=1S/C28H52O9/c1-4-6-8-10-11-13-15-16-21(18-23(29)30)36-24(31)19-22(17-14-12-9-7-5-2)37-28-27(34)26(33)25(32)20(3)35-28/h20-22,25-28,32-34H,4-19H2,1-3H3,(H,29,30)/t20-,21+,22+,25-,26+,27+,28-/m0/s1	OXDNVTMQSGECGI-MCOPWVDGSA-N	532.3611333			
BASm0035921	diRL(10:0(3-OH)/12:0(3-OH))	diRL(10:0(3-OH)/12:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(10:0(3-OH)/12:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CCCCCCC)CC(=O)O[C@H](CCCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C34H62O13	InChI=1S/C34H62O13/c1-5-7-9-11-12-14-16-17-23(19-25(35)36)45-26(37)20-24(18-15-13-10-8-6-2)46-34-32(30(41)28(39)22(4)44-34)47-33-31(42)29(40)27(38)21(3)43-33/h21-24,27-34,38-42H,5-20H2,1-4H3,(H,35,36)/t21-,22-,23+,24+,27-,28-,29+,30+,31+,32+,33-,34-/m0/s1	NBDSBMVGYZLXLJ-LDASVABKSA-N	678.4190421			
BASm0035922	HAA(10:0(3-OH)/12:1(3-OH,5Z))	HAA(10:0(3-OH)/12:1(3-OH,5Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(10:0(3-OH)/12:1(3-OH,5Z)), in particlular, is composed of one chain of 3-hydroxydecanoic acid linked to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid.			CCCCCCC[C@@H](O)CC(=O)O[C@H](C\C=C/CCCCCC)CC(O)=O	C22H40O5	InChI=1S/C22H40O5/c1-3-5-7-9-10-12-14-16-20(18-21(24)25)27-22(26)17-19(23)15-13-11-8-6-4-2/h12,14,19-20,23H,3-11,13,15-18H2,1-2H3,(H,24,25)/b14-12-/t19-,20-/m1/s1	MTYOSSMPKRNJSH-MUTRTRFCSA-N	384.2875744			
BASm0035923	monoRL(10:0(3-OH)/12:1(3-OH,5Z))	monoRL(10:0(3-OH)/12:1(3-OH,5Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(10:0(3-OH)/12:1(3-OH,5Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid.			[H][C@@]1(O[C@H](CCCCCCC)CC(=O)O[C@H](C\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C28H50O9	InChI=1S/C28H50O9/c1-4-6-8-10-11-13-15-16-21(18-23(29)30)36-24(31)19-22(17-14-12-9-7-5-2)37-28-27(34)26(33)25(32)20(3)35-28/h13,15,20-22,25-28,32-34H,4-12,14,16-19H2,1-3H3,(H,29,30)/b15-13-/t20-,21+,22+,25-,26+,27+,28-/m0/s1	ZELQYVYKRKSZER-GNLYECSJSA-N	530.3454832			
BASm0035924	diRL(10:0(3-OH)/12:1(3-OH,5Z))	diRL(10:0(3-OH)/12:1(3-OH,5Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(10:0(3-OH)/12:1(3-OH,5Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](CCCCCCC)CC(=O)O[C@H](C\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C34H60O13	InChI=1S/C34H60O13/c1-5-7-9-11-12-14-16-17-23(19-25(35)36)45-26(37)20-24(18-15-13-10-8-6-2)46-34-32(30(41)28(39)22(4)44-34)47-33-31(42)29(40)27(38)21(3)43-33/h14,16,21-24,27-34,38-42H,5-13,15,17-20H2,1-4H3,(H,35,36)/b16-14-/t21-,22-,23+,24+,27-,28-,29+,30+,31+,32+,33-,34-/m0/s1	OEMHVVRSYBPIPN-SJWBCKIQSA-N	676.403392			
BASm0035925	HAA(10:0(3-OH)/12:1(3-OH,6Z))	HAA(10:0(3-OH)/12:1(3-OH,6Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(10:0(3-OH)/12:1(3-OH,6Z)), in particlular, is composed of one chain of 3-hydroxydecanoic acid linked to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid.			CCCCCCC[C@@H](O)CC(=O)O[C@H](CC\C=C/CCCCC)CC(O)=O	C22H40O5	InChI=1S/C22H40O5/c1-3-5-7-9-10-12-14-16-20(18-21(24)25)27-22(26)17-19(23)15-13-11-8-6-4-2/h10,12,19-20,23H,3-9,11,13-18H2,1-2H3,(H,24,25)/b12-10-/t19-,20-/m1/s1	FAWXZBBIBZPDBF-NEEZITCHSA-N	384.2875744			
BASm0035926	monoRL(10:0(3-OH)/12:1(3-OH,6Z))	monoRL(10:0(3-OH)/12:1(3-OH,6Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(10:0(3-OH)/12:1(3-OH,6Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid.			[H][C@@]1(O[C@H](CCCCCCC)CC(=O)O[C@H](CC\C=C/CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C28H50O9	InChI=1S/C28H50O9/c1-4-6-8-10-11-13-15-16-21(18-23(29)30)36-24(31)19-22(17-14-12-9-7-5-2)37-28-27(34)26(33)25(32)20(3)35-28/h11,13,20-22,25-28,32-34H,4-10,12,14-19H2,1-3H3,(H,29,30)/b13-11-/t20-,21+,22+,25-,26+,27+,28-/m0/s1	HWDORSKBZGAUCO-DIXKVLQISA-N	530.3454832			
BASm0035927	diRL(10:0(3-OH)/12:1(3-OH,6Z))	diRL(10:0(3-OH)/12:1(3-OH,6Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(10:0(3-OH)/12:1(3-OH,6Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid.			[H][C@@]1(O[C@H](CCCCCCC)CC(=O)O[C@H](CC\C=C/CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C34H60O13	InChI=1S/C34H60O13/c1-5-7-9-11-12-14-16-17-23(19-25(35)36)45-26(37)20-24(18-15-13-10-8-6-2)46-34-32(30(41)28(39)22(4)44-34)47-33-31(42)29(40)27(38)21(3)43-33/h12,14,21-24,27-34,38-42H,5-11,13,15-20H2,1-4H3,(H,35,36)/b14-12-/t21-,22-,23+,24+,27-,28-,29+,30+,31+,32+,33-,34-/m0/s1	NNRSCEKGIVRQSI-SLHZLKKQSA-N	676.403392			
BASm0035928	HAA(10:0(3-OH)/14:1(3-OH,5Z))	HAA(10:0(3-OH)/14:1(3-OH,5Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(10:0(3-OH)/14:1(3-OH,5Z)), in particlular, is composed of one chain of 3-hydroxydecanoic acid linked to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid.			CCCCCCCC\C=C/C[C@H](CC(O)=O)OC(=O)C[C@H](O)CCCCCCC	C24H44O5	InChI=1S/C24H44O5/c1-3-5-7-9-10-11-12-14-16-18-22(20-23(26)27)29-24(28)19-21(25)17-15-13-8-6-4-2/h14,16,21-22,25H,3-13,15,17-20H2,1-2H3,(H,26,27)/b16-14-/t21-,22-/m1/s1	PZASMFJERZRDKL-OSAGWRQLSA-N	412.3188745			
BASm0035929	monoRL(10:0(3-OH)/14:1(3-OH,5Z))	monoRL(10:0(3-OH)/14:1(3-OH,5Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(10:0(3-OH)/14:1(3-OH,5Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid.			[H][C@@]1(O[C@H](CCCCCCC)CC(=O)O[C@H](C\C=C/CCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C30H54O9	InChI=1S/C30H54O9/c1-4-6-8-10-11-12-13-15-17-18-23(20-25(31)32)38-26(33)21-24(19-16-14-9-7-5-2)39-30-29(36)28(35)27(34)22(3)37-30/h15,17,22-24,27-30,34-36H,4-14,16,18-21H2,1-3H3,(H,31,32)/b17-15-/t22-,23+,24+,27-,28+,29+,30-/m0/s1	RIHOWAJPRPGOEJ-QWGRUOJDSA-N	558.3767833			
BASm0035930	diRL(10:0(3-OH)/14:1(3-OH,5Z))	diRL(10:0(3-OH)/14:1(3-OH,5Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(10:0(3-OH)/14:1(3-OH,5Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](CCCCCCC)CC(=O)O[C@H](C\C=C/CCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C36H64O13	InChI=1S/C36H64O13/c1-5-7-9-11-12-13-14-16-18-19-25(21-27(37)38)47-28(39)22-26(20-17-15-10-8-6-2)48-36-34(32(43)30(41)24(4)46-36)49-35-33(44)31(42)29(40)23(3)45-35/h16,18,23-26,29-36,40-44H,5-15,17,19-22H2,1-4H3,(H,37,38)/b18-16-/t23-,24-,25+,26+,29-,30-,31+,32+,33+,34+,35-,36-/m0/s1	BJRQCWDVRDVSOB-WPDBQWMOSA-N	704.4346921			
BASm0035931	HAA(10:0(3-OH)/14:1(3-OH,7Z))	HAA(10:0(3-OH)/14:1(3-OH,7Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(10:0(3-OH)/14:1(3-OH,7Z)), in particlular, is composed of one chain of 3-hydroxydecanoic acid linked to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid.			CCCCCCC[C@@H](O)CC(=O)O[C@H](CCC\C=C/CCCCCC)CC(O)=O	C24H44O5	InChI=1S/C24H44O5/c1-3-5-7-9-10-11-12-14-16-18-22(20-23(26)27)29-24(28)19-21(25)17-15-13-8-6-4-2/h11-12,21-22,25H,3-10,13-20H2,1-2H3,(H,26,27)/b12-11-/t21-,22-/m1/s1	YTEWQSBOJVONAT-COZHZMBOSA-N	412.3188745			
BASm0035932	monoRL(10:0(3-OH)/14:1(3-OH,7Z))	monoRL(10:0(3-OH)/14:1(3-OH,7Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(10:0(3-OH)/14:1(3-OH,7Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid.			[H][C@@]1(O[C@H](CCCCCCC)CC(=O)O[C@H](CCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C30H54O9	InChI=1S/C30H54O9/c1-4-6-8-10-11-12-13-15-17-18-23(20-25(31)32)38-26(33)21-24(19-16-14-9-7-5-2)39-30-29(36)28(35)27(34)22(3)37-30/h12-13,22-24,27-30,34-36H,4-11,14-21H2,1-3H3,(H,31,32)/b13-12-/t22-,23+,24+,27-,28+,29+,30-/m0/s1	HBHYUAXJSPGAFP-ROYVYGONSA-N	558.3767833			
BASm0035933	diRL(10:0(3-OH)/14:1(3-OH,7Z))	diRL(10:0(3-OH)/14:1(3-OH,7Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(10:0(3-OH)/14:1(3-OH,7Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid.			[H][C@@]1(O[C@H](CCCCCCC)CC(=O)O[C@H](CCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C36H64O13	InChI=1S/C36H64O13/c1-5-7-9-11-12-13-14-16-18-19-25(21-27(37)38)47-28(39)22-26(20-17-15-10-8-6-2)48-36-34(32(43)30(41)24(4)46-36)49-35-33(44)31(42)29(40)23(3)45-35/h13-14,23-26,29-36,40-44H,5-12,15-22H2,1-4H3,(H,37,38)/b14-13-/t23-,24-,25+,26+,29-,30-,31+,32+,33+,34+,35-,36-/m0/s1	ULGLFAGTIJYGCL-COTHTLQUSA-N	704.4346921			
BASm0035934	HAA(10:0(3-OH)/16:1(3-OH,9Z))	HAA(10:0(3-OH)/16:1(3-OH,9Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(10:0(3-OH)/16:1(3-OH,9Z)), in particlular, is composed of one chain of 3-hydroxydecanoic acid linked to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid.			CCCCCCC[C@@H](O)CC(=O)O[C@H](CCCCC\C=C/CCCCCC)CC(O)=O	C26H48O5	InChI=1S/C26H48O5/c1-3-5-7-9-10-11-12-13-14-16-18-20-24(22-25(28)29)31-26(30)21-23(27)19-17-15-8-6-4-2/h11-12,23-24,27H,3-10,13-22H2,1-2H3,(H,28,29)/b12-11-/t23-,24-/m1/s1	WVWJSSHIFXNPHG-MERUEMHMSA-N	440.3501746			
BASm0035935	monoRL(10:0(3-OH)/16:1(3-OH,9Z))	monoRL(10:0(3-OH)/16:1(3-OH,9Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(10:0(3-OH)/16:1(3-OH,9Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid.			[H][C@@]1(O[C@H](CCCCCCC)CC(=O)O[C@H](CCCCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C32H58O9	InChI=1S/C32H58O9/c1-4-6-8-10-11-12-13-14-15-17-19-20-25(22-27(33)34)40-28(35)23-26(21-18-16-9-7-5-2)41-32-31(38)30(37)29(36)24(3)39-32/h12-13,24-26,29-32,36-38H,4-11,14-23H2,1-3H3,(H,33,34)/b13-12-/t24-,25+,26+,29-,30+,31+,32-/m0/s1	JCGSSKIILNUNAC-RFGBQRIWSA-N	586.4080834			
BASm0035936	diRL(10:0(3-OH)/16:1(3-OH,9Z))	diRL(10:0(3-OH)/16:1(3-OH,9Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(10:0(3-OH)/16:1(3-OH,9Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid.			[H][C@@]1(O[C@H](CCCCCCC)CC(=O)O[C@H](CCCCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C38H68O13	InChI=1S/C38H68O13/c1-5-7-9-11-12-13-14-15-16-18-20-21-27(23-29(39)40)49-30(41)24-28(22-19-17-10-8-6-2)50-38-36(34(45)32(43)26(4)48-38)51-37-35(46)33(44)31(42)25(3)47-37/h13-14,25-28,31-38,42-46H,5-12,15-24H2,1-4H3,(H,39,40)/b14-13-/t25-,26-,27+,28+,31-,32-,33+,34+,35+,36+,37-,38-/m0/s1	JHLSYKUVWYNSML-UEJHVAFHSA-N	732.4659923			
BASm0035937	HAA(10:0(3-OH)/8:0(3-OH))	HAA(10:0(3-OH)/8:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(10:0(3-OH)/8:0(3-OH)), in particlular, is composed of one chain of 3-hydroxydecanoic acid linked to the beta-hydroxyl group of 3-hydroxyoctanoic acid.			CCCCCCC[C@@H](O)CC(=O)O[C@H](CCCCC)CC(O)=O	C18H34O5	InChI=1S/C18H34O5/c1-3-5-7-8-10-11-15(19)13-18(22)23-16(14-17(20)21)12-9-6-4-2/h15-16,19H,3-14H2,1-2H3,(H,20,21)/t15-,16-/m1/s1	HUUZVLXJQFVYMO-HZPDHXFCSA-N	330.2406242			
BASm0035938	monoRL(10:0(3-OH)/8:0(3-OH))	monoRL(10:0(3-OH)/8:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(10:0(3-OH)/8:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyoctanoic acid.			[H][C@@]1(O[C@H](CCCCCCC)CC(=O)O[C@H](CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C24H44O9	InChI=1S/C24H44O9/c1-4-6-8-9-11-13-18(33-24-23(30)22(29)21(28)16(3)31-24)15-20(27)32-17(14-19(25)26)12-10-7-5-2/h16-18,21-24,28-30H,4-15H2,1-3H3,(H,25,26)/t16-,17+,18+,21-,22+,23+,24-/m0/s1	PTAARMFSBOUINY-GBKVAAAWSA-N	476.298533			
BASm0035939	diRL(10:0(3-OH)/8:0(3-OH))	diRL(10:0(3-OH)/8:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(10:0(3-OH)/8:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyoctanoic acid.			[H][C@@]1(O[C@H](CCCCCCC)CC(=O)O[C@H](CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C30H54O13	InChI=1S/C30H54O13/c1-5-7-9-10-12-14-20(16-22(33)41-19(15-21(31)32)13-11-8-6-2)42-30-28(26(37)24(35)18(4)40-30)43-29-27(38)25(36)23(34)17(3)39-29/h17-20,23-30,34-38H,5-16H2,1-4H3,(H,31,32)/t17-,18-,19+,20+,23-,24-,25+,26+,27+,28+,29-,30-/m0/s1	ATACWBXCJMCEBE-AUCKXKLCSA-N	622.3564418			
BASm0035940	HAA(12:0(3-OH)/10:0(3-OH))	HAA(12:0(3-OH)/10:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(12:0(3-OH)/10:0(3-OH)), in particlular, is composed of one chain of 3-hydroxydecanoic acid linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			CCCCCCCCC[C@@H](O)CC(=O)O[C@H](CCCCCCC)CC(O)=O	C22H42O5	InChI=1S/C22H42O5/c1-3-5-7-9-10-12-13-15-19(23)17-22(26)27-20(18-21(24)25)16-14-11-8-6-4-2/h19-20,23H,3-18H2,1-2H3,(H,24,25)/t19-,20-/m1/s1	CARLURCVFKTIGN-WOJBJXKFSA-N	386.3032245			
BASm0035941	monoRL(12:0(3-OH)/10:0(3-OH))	monoRL(12:0(3-OH)/10:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(12:0(3-OH)/10:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CCCCCCCCC)CC(=O)O[C@H](CCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C28H52O9	InChI=1S/C28H52O9/c1-4-6-8-10-11-13-15-17-22(37-28-27(34)26(33)25(32)20(3)35-28)19-24(31)36-21(18-23(29)30)16-14-12-9-7-5-2/h20-22,25-28,32-34H,4-19H2,1-3H3,(H,29,30)/t20-,21+,22+,25-,26+,27+,28-/m0/s1	LOESYQOOVAOFJL-MCOPWVDGSA-N	532.3611333			
BASm0035942	diRL(12:0(3-OH)/10:0(3-OH))	diRL(12:0(3-OH)/10:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(12:0(3-OH)/10:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CCCCCCCCC)CC(=O)O[C@H](CCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C34H62O13	InChI=1S/C34H62O13/c1-5-7-9-11-12-14-16-18-24(20-26(37)45-23(19-25(35)36)17-15-13-10-8-6-2)46-34-32(30(41)28(39)22(4)44-34)47-33-31(42)29(40)27(38)21(3)43-33/h21-24,27-34,38-42H,5-20H2,1-4H3,(H,35,36)/t21-,22-,23+,24+,27-,28-,29+,30+,31+,32+,33-,34-/m0/s1	JMXIZPHMCSEVNY-LDASVABKSA-N	678.4190421			
BASm0035943	HAA(12:0(3-OH)/12:0(3-OH))	HAA(12:0(3-OH)/12:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(12:0(3-OH)/12:0(3-OH)), in particlular, is composed of two chains of 3-hydroxydecanoic acid.			CCCCCCCCC[C@@H](O)CC(=O)O[C@H](CCCCCCCCC)CC(O)=O	C24H46O5	InChI=1S/C24H46O5/c1-3-5-7-9-11-13-15-17-21(25)19-24(28)29-22(20-23(26)27)18-16-14-12-10-8-6-4-2/h21-22,25H,3-20H2,1-2H3,(H,26,27)/t21-,22-/m1/s1	GFRYMDQFTAHSIS-FGZHOGPDSA-N	414.3345246			
BASm0035944	monoRL(12:0(3-OH)/12:0(3-OH))	monoRL(12:0(3-OH)/12:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(12:0(3-OH)/12:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of another 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CCCCCCCCC)CC(=O)O[C@H](CCCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C30H56O9	InChI=1S/C30H56O9/c1-4-6-8-10-12-14-16-18-23(20-25(31)32)38-26(33)21-24(19-17-15-13-11-9-7-5-2)39-30-29(36)28(35)27(34)22(3)37-30/h22-24,27-30,34-36H,4-21H2,1-3H3,(H,31,32)/t22-,23+,24+,27-,28+,29+,30-/m0/s1	OXOZZIQAJFDZGU-JGZWOKGSSA-N	560.3924334			
BASm0035945	diRL(12:0(3-OH)/12:0(3-OH))	diRL(12:0(3-OH)/12:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(12:0(3-OH)/12:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of another 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CCCCCCCCC)CC(=O)O[C@H](CCCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C36H66O13	InChI=1S/C36H66O13/c1-5-7-9-11-13-15-17-19-25(21-27(37)38)47-28(39)22-26(20-18-16-14-12-10-8-6-2)48-36-34(32(43)30(41)24(4)46-36)49-35-33(44)31(42)29(40)23(3)45-35/h23-26,29-36,40-44H,5-22H2,1-4H3,(H,37,38)/t23-,24-,25+,26+,29-,30-,31+,32+,33+,34+,35-,36-/m0/s1	HEHPNYOEPXSTSZ-RYNILGHDSA-N	706.4503422			
BASm0035946	HAA(12:0(3-OH)/12:1(3-OH,5Z))	HAA(12:0(3-OH)/12:1(3-OH,5Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(12:0(3-OH)/12:1(3-OH,5Z)), in particlular, is composed of one chain of 3-hydroxydecanoic acid linked to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid.			CCCCCCCCC[C@@H](O)CC(=O)O[C@H](C\C=C/CCCCCC)CC(O)=O	C24H44O5	InChI=1S/C24H44O5/c1-3-5-7-9-11-13-15-17-21(25)19-24(28)29-22(20-23(26)27)18-16-14-12-10-8-6-4-2/h14,16,21-22,25H,3-13,15,17-20H2,1-2H3,(H,26,27)/b16-14-/t21-,22-/m1/s1	LKQVBMBXWVCGCD-OSAGWRQLSA-N	412.3188745			
BASm0035947	monoRL(12:0(3-OH)/12:1(3-OH,5Z))	monoRL(12:0(3-OH)/12:1(3-OH,5Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(12:0(3-OH)/12:1(3-OH,5Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid.			[H][C@@]1(O[C@H](CCCCCCCCC)CC(=O)O[C@H](C\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C30H54O9	InChI=1S/C30H54O9/c1-4-6-8-10-12-14-16-18-23(20-25(31)32)38-26(33)21-24(19-17-15-13-11-9-7-5-2)39-30-29(36)28(35)27(34)22(3)37-30/h14,16,22-24,27-30,34-36H,4-13,15,17-21H2,1-3H3,(H,31,32)/b16-14-/t22-,23+,24+,27-,28+,29+,30-/m0/s1	GKAQVRZJMHWSDR-NXCKGPJOSA-N	558.3767833			
BASm0035948	diRL(12:0(3-OH)/12:1(3-OH,5Z))	diRL(12:0(3-OH)/12:1(3-OH,5Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(12:0(3-OH)/12:1(3-OH,5Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](CCCCCCCCC)CC(=O)O[C@H](C\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C36H64O13	InChI=1S/C36H64O13/c1-5-7-9-11-13-15-17-19-25(21-27(37)38)47-28(39)22-26(20-18-16-14-12-10-8-6-2)48-36-34(32(43)30(41)24(4)46-36)49-35-33(44)31(42)29(40)23(3)45-35/h15,17,23-26,29-36,40-44H,5-14,16,18-22H2,1-4H3,(H,37,38)/b17-15-/t23-,24-,25+,26+,29-,30-,31+,32+,33+,34+,35-,36-/m0/s1	YRZVJOBXGIDTPF-ASZDPSLCSA-N	704.4346921			
BASm0035949	HAA(12:0(3-OH)/12:1(3-OH,6Z))	HAA(12:0(3-OH)/12:1(3-OH,6Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(12:0(3-OH)/12:1(3-OH,6Z)), in particlular, is composed of one chain of 3-hydroxydecanoic acid linked to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid.			CCCCCCCCC[C@@H](O)CC(=O)O[C@H](CC\C=C/CCCCC)CC(O)=O	C24H44O5	InChI=1S/C24H44O5/c1-3-5-7-9-11-13-15-17-21(25)19-24(28)29-22(20-23(26)27)18-16-14-12-10-8-6-4-2/h12,14,21-22,25H,3-11,13,15-20H2,1-2H3,(H,26,27)/b14-12-/t21-,22-/m1/s1	NMUIVBHUDZJYJU-GYZCYZDDSA-N	412.3188745			
BASm0035950	monoRL(12:0(3-OH)/12:1(3-OH,6Z))	monoRL(12:0(3-OH)/12:1(3-OH,6Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(12:0(3-OH)/12:1(3-OH,6Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid.			[H][C@@]1(O[C@H](CCCCCCCCC)CC(=O)O[C@H](CC\C=C/CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C30H54O9	InChI=1S/C30H54O9/c1-4-6-8-10-12-14-16-18-23(20-25(31)32)38-26(33)21-24(19-17-15-13-11-9-7-5-2)39-30-29(36)28(35)27(34)22(3)37-30/h12,14,22-24,27-30,34-36H,4-11,13,15-21H2,1-3H3,(H,31,32)/b14-12-/t22-,23+,24+,27-,28+,29+,30-/m0/s1	IOVHWAXRNKHSMT-UCPYPPJSSA-N	558.3767833			
BASm0035951	diRL(12:0(3-OH)/12:1(3-OH,6Z))	diRL(12:0(3-OH)/12:1(3-OH,6Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(12:0(3-OH)/12:1(3-OH,6Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid.			[H][C@@]1(O[C@H](CCCCCCCCC)CC(=O)O[C@H](CC\C=C/CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C36H64O13	InChI=1S/C36H64O13/c1-5-7-9-11-13-15-17-19-25(21-27(37)38)47-28(39)22-26(20-18-16-14-12-10-8-6-2)48-36-34(32(43)30(41)24(4)46-36)49-35-33(44)31(42)29(40)23(3)45-35/h13,15,23-26,29-36,40-44H,5-12,14,16-22H2,1-4H3,(H,37,38)/b15-13-/t23-,24-,25+,26+,29-,30-,31+,32+,33+,34+,35-,36-/m0/s1	NZLARVFKXIVVMG-ZTDBROATSA-N	704.4346921			
BASm0035952	HAA(12:0(3-OH)/14:1(3-OH,5Z))	HAA(12:0(3-OH)/14:1(3-OH,5Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(12:0(3-OH)/14:1(3-OH,5Z)), in particlular, is composed of one chain of 3-hydroxydecanoic acid linked to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid.			CCCCCCCCC[C@@H](O)CC(=O)O[C@H](C\C=C/CCCCCCCC)CC(O)=O	C26H48O5	InChI=1S/C26H48O5/c1-3-5-7-9-11-12-14-16-18-20-24(22-25(28)29)31-26(30)21-23(27)19-17-15-13-10-8-6-4-2/h16,18,23-24,27H,3-15,17,19-22H2,1-2H3,(H,28,29)/b18-16-/t23-,24-/m1/s1	NALRMTCKMWFBEC-DEPBMPBESA-N	440.3501746			
BASm0035953	monoRL(12:0(3-OH)/14:1(3-OH,5Z))	monoRL(12:0(3-OH)/14:1(3-OH,5Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(12:0(3-OH)/14:1(3-OH,5Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid.			[H][C@@]1(O[C@H](CCCCCCCCC)CC(=O)O[C@H](C\C=C/CCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C32H58O9	InChI=1S/C32H58O9/c1-4-6-8-10-12-13-15-17-18-20-25(22-27(33)34)40-28(35)23-26(21-19-16-14-11-9-7-5-2)41-32-31(38)30(37)29(36)24(3)39-32/h17-18,24-26,29-32,36-38H,4-16,19-23H2,1-3H3,(H,33,34)/b18-17-/t24-,25+,26+,29-,30+,31+,32-/m0/s1	XKPIWFUTBFJGEK-LAGHKPIGSA-N	586.4080834			
BASm0035954	diRL(12:0(3-OH)/14:1(3-OH,5Z))	diRL(12:0(3-OH)/14:1(3-OH,5Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(12:0(3-OH)/14:1(3-OH,5Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](CCCCCCCCC)CC(=O)O[C@H](C\C=C/CCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C38H68O13	InChI=1S/C38H68O13/c1-5-7-9-11-13-14-16-18-19-21-27(23-29(39)40)49-30(41)24-28(22-20-17-15-12-10-8-6-2)50-38-36(34(45)32(43)26(4)48-38)51-37-35(46)33(44)31(42)25(3)47-37/h18-19,25-28,31-38,42-46H,5-17,20-24H2,1-4H3,(H,39,40)/b19-18-/t25-,26-,27+,28+,31-,32-,33+,34+,35+,36+,37-,38-/m0/s1	NGFLVEXZQKXBLF-FPOGLKCTSA-N	732.4659923			
BASm0035955	HAA(12:0(3-OH)/14:1(3-OH,7Z))	HAA(12:0(3-OH)/14:1(3-OH,7Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(12:0(3-OH)/14:1(3-OH,7Z)), in particlular, is composed of one chain of 3-hydroxydecanoic acid linked to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid.			CCCCCCCCC[C@@H](O)CC(=O)O[C@H](CCC\C=C/CCCCCC)CC(O)=O	C26H48O5	InChI=1S/C26H48O5/c1-3-5-7-9-11-12-14-16-18-20-24(22-25(28)29)31-26(30)21-23(27)19-17-15-13-10-8-6-4-2/h12,14,23-24,27H,3-11,13,15-22H2,1-2H3,(H,28,29)/b14-12-/t23-,24-/m1/s1	VWSQEKMOALAFDL-AWTWAZSVSA-N	440.3501746			
BASm0035956	monoRL(12:0(3-OH)/14:1(3-OH,7Z))	monoRL(12:0(3-OH)/14:1(3-OH,7Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(12:0(3-OH)/14:1(3-OH,7Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid.			[H][C@@]1(O[C@H](CCCCCCCCC)CC(=O)O[C@H](CCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C32H58O9	InChI=1S/C32H58O9/c1-4-6-8-10-12-13-15-17-18-20-25(22-27(33)34)40-28(35)23-26(21-19-16-14-11-9-7-5-2)41-32-31(38)30(37)29(36)24(3)39-32/h13,15,24-26,29-32,36-38H,4-12,14,16-23H2,1-3H3,(H,33,34)/b15-13-/t24-,25+,26+,29-,30+,31+,32-/m0/s1	JKOCWRGFNASCAK-YOJNXLRWSA-N	586.4080834			
BASm0035957	diRL(12:0(3-OH)/14:1(3-OH,7Z))	diRL(12:0(3-OH)/14:1(3-OH,7Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(12:0(3-OH)/14:1(3-OH,7Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid.			[H][C@@]1(O[C@H](CCCCCCCCC)CC(=O)O[C@H](CCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C38H68O13	InChI=1S/C38H68O13/c1-5-7-9-11-13-14-16-18-19-21-27(23-29(39)40)49-30(41)24-28(22-20-17-15-12-10-8-6-2)50-38-36(34(45)32(43)26(4)48-38)51-37-35(46)33(44)31(42)25(3)47-37/h14,16,25-28,31-38,42-46H,5-13,15,17-24H2,1-4H3,(H,39,40)/b16-14-/t25-,26-,27+,28+,31-,32-,33+,34+,35+,36+,37-,38-/m0/s1	JDNGVOMGSJGARS-GHJXYCHCSA-N	732.4659923			
BASm0035958	HAA(12:0(3-OH)/16:1(3-OH,9Z))	HAA(12:0(3-OH)/16:1(3-OH,9Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(12:0(3-OH)/16:1(3-OH,9Z)), in particlular, is composed of one chain of 3-hydroxydecanoic acid linked to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid.			CCCCCCCCC[C@@H](O)CC(=O)O[C@H](CCCCC\C=C/CCCCCC)CC(O)=O	C28H52O5	InChI=1S/C28H52O5/c1-3-5-7-9-11-12-13-14-16-18-20-22-26(24-27(30)31)33-28(32)23-25(29)21-19-17-15-10-8-6-4-2/h12-13,25-26,29H,3-11,14-24H2,1-2H3,(H,30,31)/b13-12-/t25-,26-/m1/s1	JSMFMCDCUHTFDQ-RWTCSFRNSA-N	468.3814748			
BASm0035959	monoRL(12:0(3-OH)/16:1(3-OH,9Z))	monoRL(12:0(3-OH)/16:1(3-OH,9Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(12:0(3-OH)/16:1(3-OH,9Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid.			[H][C@@]1(O[C@H](CCCCCCCCC)CC(=O)O[C@H](CCCCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C34H62O9	InChI=1S/C34H62O9/c1-4-6-8-10-12-13-14-15-17-19-20-22-27(24-29(35)36)42-30(37)25-28(23-21-18-16-11-9-7-5-2)43-34-33(40)32(39)31(38)26(3)41-34/h13-14,26-28,31-34,38-40H,4-12,15-25H2,1-3H3,(H,35,36)/b14-13-/t26-,27+,28+,31-,32+,33+,34-/m0/s1	LVDMQGWZCWJBGZ-QZPQLZBJSA-N	614.4393836			
BASm0035960	diRL(12:0(3-OH)/16:1(3-OH,9Z))	diRL(12:0(3-OH)/16:1(3-OH,9Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(12:0(3-OH)/16:1(3-OH,9Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid.			[H][C@@]1(O[C@H](CCCCCCCCC)CC(=O)O[C@H](CCCCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C40H72O13	InChI=1S/C40H72O13/c1-5-7-9-11-13-14-15-16-18-20-21-23-29(25-31(41)42)51-32(43)26-30(24-22-19-17-12-10-8-6-2)52-40-38(36(47)34(45)28(4)50-40)53-39-37(48)35(46)33(44)27(3)49-39/h14-15,27-30,33-40,44-48H,5-13,16-26H2,1-4H3,(H,41,42)/b15-14-/t27-,28-,29+,30+,33-,34-,35+,36+,37+,38+,39-,40-/m0/s1	JFAKPXWJQNCCGU-STVKINCKSA-N	760.4972924			
BASm0035961	HAA(12:0(3-OH)/6:0(3-OH))	HAA(12:0(3-OH)/6:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(12:0(3-OH)/6:0(3-OH)), in particlular, is composed of one chain of 3-hydroxydecanoic acid linked to the beta-hydroxyl group of 3-hydroxyhexanoic acid.			CCCCCCCCC[C@@H](O)CC(=O)O[C@H](CCC)CC(O)=O	C18H34O5	InChI=1S/C18H34O5/c1-3-5-6-7-8-9-10-12-15(19)13-18(22)23-16(11-4-2)14-17(20)21/h15-16,19H,3-14H2,1-2H3,(H,20,21)/t15-,16-/m1/s1	ZAAIAOZKNPRPMB-HZPDHXFCSA-N	330.2406242			
BASm0035962	monoRL(12:0(3-OH)/6:0(3-OH))	monoRL(12:0(3-OH)/6:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(12:0(3-OH)/6:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyhexanoic acid.			[H][C@@]1(O[C@H](CCCCCCCCC)CC(=O)O[C@H](CCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C24H44O9	InChI=1S/C24H44O9/c1-4-6-7-8-9-10-11-13-18(15-20(27)32-17(12-5-2)14-19(25)26)33-24-23(30)22(29)21(28)16(3)31-24/h16-18,21-24,28-30H,4-15H2,1-3H3,(H,25,26)/t16-,17+,18+,21-,22+,23+,24-/m0/s1	JYFSOMIGBGGBOO-GBKVAAAWSA-N	476.298533			
BASm0035963	diRL(12:0(3-OH)/6:0(3-OH))	diRL(12:0(3-OH)/6:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(12:0(3-OH)/6:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyhexanoic acid.			[H][C@@]1(O[C@H](CCCCCCCCC)CC(=O)O[C@H](CCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C30H54O13	InChI=1S/C30H54O13/c1-5-7-8-9-10-11-12-14-20(16-22(33)41-19(13-6-2)15-21(31)32)42-30-28(26(37)24(35)18(4)40-30)43-29-27(38)25(36)23(34)17(3)39-29/h17-20,23-30,34-38H,5-16H2,1-4H3,(H,31,32)/t17-,18-,19+,20+,23-,24-,25+,26+,27+,28+,29-,30-/m0/s1	URRMQWDJPOWUCE-AUCKXKLCSA-N	622.3564418			
BASm0035964	HAA(12:0(3-OH)/8:0(3-OH))	HAA(12:0(3-OH)/8:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(12:0(3-OH)/8:0(3-OH)), in particlular, is composed of one chain of 3-hydroxydecanoic acid linked to the beta-hydroxyl group of 3-hydroxyoctanoic acid.			CCCCCCCCC[C@@H](O)CC(=O)O[C@H](CCCCC)CC(O)=O	C20H38O5	InChI=1S/C20H38O5/c1-3-5-7-8-9-10-12-13-17(21)15-20(24)25-18(16-19(22)23)14-11-6-4-2/h17-18,21H,3-16H2,1-2H3,(H,22,23)/t17-,18-/m1/s1	LXIIMYAMRIFGSD-QZTJIDSGSA-N	358.2719243			
BASm0035965	monoRL(12:0(3-OH)/8:0(3-OH))	monoRL(12:0(3-OH)/8:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(12:0(3-OH)/8:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyoctanoic acid.			[H][C@@]1(O[C@H](CCCCCCCCC)CC(=O)O[C@H](CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C26H48O9	InChI=1S/C26H48O9/c1-4-6-8-9-10-11-13-15-20(35-26-25(32)24(31)23(30)18(3)33-26)17-22(29)34-19(16-21(27)28)14-12-7-5-2/h18-20,23-26,30-32H,4-17H2,1-3H3,(H,27,28)/t18-,19+,20+,23-,24+,25+,26-/m0/s1	GLCFDGUHGVEKPK-TXRCGMDISA-N	504.3298331			
BASm0035966	diRL(12:0(3-OH)/8:0(3-OH))	diRL(12:0(3-OH)/8:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(12:0(3-OH)/8:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxydecanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyoctanoic acid.			[H][C@@]1(O[C@H](CCCCCCCCC)CC(=O)O[C@H](CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C32H58O13	InChI=1S/C32H58O13/c1-5-7-9-10-11-12-14-16-22(18-24(35)43-21(17-23(33)34)15-13-8-6-2)44-32-30(28(39)26(37)20(4)42-32)45-31-29(40)27(38)25(36)19(3)41-31/h19-22,25-32,36-40H,5-18H2,1-4H3,(H,33,34)/t19-,20-,21+,22+,25-,26-,27+,28+,29+,30+,31-,32-/m0/s1	FEARXAJJDUNXNL-HYFZAEJMSA-N	650.3877419			
BASm0035967	HAA(12:1(3-OH,5Z)/10:0(3-OH))	HAA(12:1(3-OH,5Z)/10:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(12:1(3-OH,5Z)/10:0(3-OH)), in particlular, is composed of one chain of 3-hydroxy-5Z-dodecenoic acid linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			CCCCCCC[C@H](CC(O)=O)OC(=O)C[C@H](O)C\C=C/CCCCCC	C22H40O5	InChI=1S/C22H40O5/c1-3-5-7-9-10-12-13-15-19(23)17-22(26)27-20(18-21(24)25)16-14-11-8-6-4-2/h12-13,19-20,23H,3-11,14-18H2,1-2H3,(H,24,25)/b13-12-/t19-,20-/m1/s1	FINLAXYPBMXSFF-NZAJQASQSA-N	384.2875744			
BASm0035968	monoRL(12:1(3-OH,5Z)/10:0(3-OH))	monoRL(12:1(3-OH,5Z)/10:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(12:1(3-OH,5Z)/10:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](C\C=C/CCCCCC)CC(=O)O[C@H](CCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C28H50O9	InChI=1S/C28H50O9/c1-4-6-8-10-11-13-15-17-22(37-28-27(34)26(33)25(32)20(3)35-28)19-24(31)36-21(18-23(29)30)16-14-12-9-7-5-2/h13,15,20-22,25-28,32-34H,4-12,14,16-19H2,1-3H3,(H,29,30)/b15-13-/t20-,21+,22+,25-,26+,27+,28-/m0/s1	DCIJAGJQBHKBNH-GNLYECSJSA-N	530.3454832			
BASm0035969	diRL(12:1(3-OH,5Z)/10:0(3-OH))	diRL(12:1(3-OH,5Z)/10:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(12:1(3-OH,5Z)/10:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](C\C=C/CCCCCC)CC(=O)O[C@H](CCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C34H60O13	InChI=1S/C34H60O13/c1-5-7-9-11-12-14-16-18-24(20-26(37)45-23(19-25(35)36)17-15-13-10-8-6-2)46-34-32(30(41)28(39)22(4)44-34)47-33-31(42)29(40)27(38)21(3)43-33/h14,16,21-24,27-34,38-42H,5-13,15,17-20H2,1-4H3,(H,35,36)/b16-14-/t21-,22-,23+,24+,27-,28-,29+,30+,31+,32+,33-,34-/m0/s1	KPJCYZDKOMQJMF-SJWBCKIQSA-N	676.403392			
BASm0035970	HAA(12:1(3-OH,5Z)/12:0(3-OH))	HAA(12:1(3-OH,5Z)/12:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(12:1(3-OH,5Z)/12:0(3-OH)), in particlular, is composed of one chain of 3-hydroxy-5Z-dodecenoic acid linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			CCCCCCCCC[C@H](CC(O)=O)OC(=O)C[C@H](O)C\C=C/CCCCCC	C24H44O5	InChI=1S/C24H44O5/c1-3-5-7-9-11-13-15-17-21(25)19-24(28)29-22(20-23(26)27)18-16-14-12-10-8-6-4-2/h13,15,21-22,25H,3-12,14,16-20H2,1-2H3,(H,26,27)/b15-13-/t21-,22-/m1/s1	JVRDWNZOQKVMKO-VZXLYHQJSA-N	412.3188745			
BASm0035971	monoRL(12:1(3-OH,5Z)/12:0(3-OH))	monoRL(12:1(3-OH,5Z)/12:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(12:1(3-OH,5Z)/12:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](C\C=C/CCCCCC)CC(=O)O[C@H](CCCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C30H54O9	InChI=1S/C30H54O9/c1-4-6-8-10-12-14-16-18-23(20-25(31)32)38-26(33)21-24(19-17-15-13-11-9-7-5-2)39-30-29(36)28(35)27(34)22(3)37-30/h15,17,22-24,27-30,34-36H,4-14,16,18-21H2,1-3H3,(H,31,32)/b17-15-/t22-,23+,24+,27-,28+,29+,30-/m0/s1	YCZPXAKTWYRPFR-QWGRUOJDSA-N	558.3767833			
BASm0035972	diRL(12:1(3-OH,5Z)/12:0(3-OH))	diRL(12:1(3-OH,5Z)/12:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(12:1(3-OH,5Z)/12:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](C\C=C/CCCCCC)CC(=O)O[C@H](CCCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C36H64O13	InChI=1S/C36H64O13/c1-5-7-9-11-13-15-17-19-25(21-27(37)38)47-28(39)22-26(20-18-16-14-12-10-8-6-2)48-36-34(32(43)30(41)24(4)46-36)49-35-33(44)31(42)29(40)23(3)45-35/h16,18,23-26,29-36,40-44H,5-15,17,19-22H2,1-4H3,(H,37,38)/b18-16-/t23-,24-,25+,26+,29-,30-,31+,32+,33+,34+,35-,36-/m0/s1	MCMUWYWDDMEDPQ-WPDBQWMOSA-N	704.4346921			
BASm0035973	HAA(12:1(3-OH,5Z)/12:1(3-OH,5Z))	HAA(12:1(3-OH,5Z)/12:1(3-OH,5Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(12:1(3-OH,5Z)/12:1(3-OH,5Z)), in particlular, is composed of two chains of 3-hydroxy-5Z-dodecenoic acid.			CCCCCC\C=C/C[C@@H](O)CC(=O)O[C@H](C\C=C/CCCCCC)CC(O)=O	C24H42O5	InChI=1S/C24H42O5/c1-3-5-7-9-11-13-15-17-21(25)19-24(28)29-22(20-23(26)27)18-16-14-12-10-8-6-4-2/h13-16,21-22,25H,3-12,17-20H2,1-2H3,(H,26,27)/b15-13-,16-14-/t21-,22-/m1/s1	HVPFYBHLMODVBH-GALWEBBESA-N	410.3032245			
BASm0035974	monoRL(12:1(3-OH,5Z)/12:1(3-OH,5Z))	monoRL(12:1(3-OH,5Z)/12:1(3-OH,5Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(12:1(3-OH,5Z)/12:1(3-OH,5Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of another 3-hydroxy-5Z-dodecenoic acid.			[H][C@@]1(O[C@H](C\C=C/CCCCCC)CC(=O)O[C@H](C\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C30H52O9	InChI=1S/C30H52O9/c1-4-6-8-10-12-14-16-18-23(20-25(31)32)38-26(33)21-24(19-17-15-13-11-9-7-5-2)39-30-29(36)28(35)27(34)22(3)37-30/h14-17,22-24,27-30,34-36H,4-13,18-21H2,1-3H3,(H,31,32)/b16-14-,17-15-/t22-,23+,24+,27-,28+,29+,30-/m0/s1	ASQUUOWTPOAYRL-ZRMBFATKSA-N	556.3611333			
BASm0035975	diRL(12:1(3-OH,5Z)/12:1(3-OH,5Z))	diRL(12:1(3-OH,5Z)/12:1(3-OH,5Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(12:1(3-OH,5Z)/12:1(3-OH,5Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of another 3-hydroxy-5Z-dodecenoic acid.			[H][C@@]1(O[C@H](C\C=C/CCCCCC)CC(=O)O[C@H](C\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C36H62O13	InChI=1S/C36H62O13/c1-5-7-9-11-13-15-17-19-25(21-27(37)38)47-28(39)22-26(20-18-16-14-12-10-8-6-2)48-36-34(32(43)30(41)24(4)46-36)49-35-33(44)31(42)29(40)23(3)45-35/h15-18,23-26,29-36,40-44H,5-14,19-22H2,1-4H3,(H,37,38)/b17-15-,18-16-/t23-,24-,25+,26+,29-,30-,31+,32+,33+,34+,35-,36-/m0/s1	LCFKHMWVZWLQJI-AIBOYCRXSA-N	702.4190421			
BASm0035976	HAA(12:1(3-OH,5Z)/12:1(3-OH,6Z))	HAA(12:1(3-OH,5Z)/12:1(3-OH,6Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(12:1(3-OH,5Z)/12:1(3-OH,6Z)), in particlular, is composed of one chain of 3-hydroxy-5Z-dodecenoic acid linked to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid.			CCCCCC\C=C/C[C@@H](O)CC(=O)O[C@H](CC\C=C/CCCCC)CC(O)=O	C24H42O5	InChI=1S/C24H42O5/c1-3-5-7-9-11-13-15-17-21(25)19-24(28)29-22(20-23(26)27)18-16-14-12-10-8-6-4-2/h12-15,21-22,25H,3-11,16-20H2,1-2H3,(H,26,27)/b14-12-,15-13-/t21-,22-/m1/s1	QISGCDWIAILVBJ-MZZQMKRVSA-N	410.3032245			
BASm0035977	monoRL(12:1(3-OH,5Z)/12:1(3-OH,6Z))	monoRL(12:1(3-OH,5Z)/12:1(3-OH,6Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(12:1(3-OH,5Z)/12:1(3-OH,6Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid.			[H][C@@]1(O[C@H](C\C=C/CCCCCC)CC(=O)O[C@H](CC\C=C/CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C30H52O9	InChI=1S/C30H52O9/c1-4-6-8-10-12-14-16-18-23(20-25(31)32)38-26(33)21-24(19-17-15-13-11-9-7-5-2)39-30-29(36)28(35)27(34)22(3)37-30/h12,14-15,17,22-24,27-30,34-36H,4-11,13,16,18-21H2,1-3H3,(H,31,32)/b14-12-,17-15-/t22-,23+,24+,27-,28+,29+,30-/m0/s1	SLDKCZODHJTITB-JUIRLPETSA-N	556.3611333			
BASm0035978	diRL(12:1(3-OH,5Z)/12:1(3-OH,6Z))	diRL(12:1(3-OH,5Z)/12:1(3-OH,6Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(12:1(3-OH,5Z)/12:1(3-OH,6Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](C\C=C/CCCCCC)CC(=O)O[C@H](CC\C=C/CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C36H62O13	InChI=1S/C36H62O13/c1-5-7-9-11-13-15-17-19-25(21-27(37)38)47-28(39)22-26(20-18-16-14-12-10-8-6-2)48-36-34(32(43)30(41)24(4)46-36)49-35-33(44)31(42)29(40)23(3)45-35/h13,15-16,18,23-26,29-36,40-44H,5-12,14,17,19-22H2,1-4H3,(H,37,38)/b15-13-,18-16-/t23-,24-,25+,26+,29-,30-,31+,32+,33+,34+,35-,36-/m0/s1	FWERDNKOBKODGV-KYIPYPAYSA-N	702.4190421			
BASm0035979	HAA(12:1(3-OH,5Z)/14:1(3-OH,5Z))	HAA(12:1(3-OH,5Z)/14:1(3-OH,5Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(12:1(3-OH,5Z)/14:1(3-OH,5Z)), in particlular, is composed of one chain of 3-hydroxy-5Z-dodecenoic acid linked to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid.			CCCCCCCC\C=C/C[C@H](CC(O)=O)OC(=O)C[C@H](O)C\C=C/CCCCCC	C26H46O5	InChI=1S/C26H46O5/c1-3-5-7-9-11-12-14-16-18-20-24(22-25(28)29)31-26(30)21-23(27)19-17-15-13-10-8-6-4-2/h15-18,23-24,27H,3-14,19-22H2,1-2H3,(H,28,29)/b17-15-,18-16-/t23-,24-/m1/s1	NABKQQUVPDMUDW-JAUHEELASA-N	438.3345246			
BASm0035980	monoRL(12:1(3-OH,5Z)/14:1(3-OH,5Z))	monoRL(12:1(3-OH,5Z)/14:1(3-OH,5Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(12:1(3-OH,5Z)/14:1(3-OH,5Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid.			[H][C@@]1(O[C@H](C\C=C/CCCCCC)CC(=O)O[C@H](C\C=C/CCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C32H56O9	InChI=1S/C32H56O9/c1-4-6-8-10-12-13-15-17-18-20-25(22-27(33)34)40-28(35)23-26(21-19-16-14-11-9-7-5-2)41-32-31(38)30(37)29(36)24(3)39-32/h16-19,24-26,29-32,36-38H,4-15,20-23H2,1-3H3,(H,33,34)/b18-17-,19-16-/t24-,25+,26+,29-,30+,31+,32-/m0/s1	QIHCBBNOTFGXOM-NGAYGNAQSA-N	584.3924334			
BASm0035981	diRL(12:1(3-OH,5Z)/14:1(3-OH,5Z))	diRL(12:1(3-OH,5Z)/14:1(3-OH,5Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(12:1(3-OH,5Z)/14:1(3-OH,5Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid.			[H][C@@]1(O[C@H](C\C=C/CCCCCC)CC(=O)O[C@H](C\C=C/CCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C38H66O13	InChI=1S/C38H66O13/c1-5-7-9-11-13-14-16-18-19-21-27(23-29(39)40)49-30(41)24-28(22-20-17-15-12-10-8-6-2)50-38-36(34(45)32(43)26(4)48-38)51-37-35(46)33(44)31(42)25(3)47-37/h17-20,25-28,31-38,42-46H,5-16,21-24H2,1-4H3,(H,39,40)/b19-18-,20-17-/t25-,26-,27+,28+,31-,32-,33+,34+,35+,36+,37-,38-/m0/s1	CNPCXRJSKCEEMM-UWEZTULLSA-N	730.4503422			
BASm0035982	HAA(12:1(3-OH,5Z)/14:1(3-OH,7Z))	HAA(12:1(3-OH,5Z)/14:1(3-OH,7Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(12:1(3-OH,5Z)/14:1(3-OH,7Z)), in particlular, is composed of one chain of 3-hydroxy-5Z-dodecenoic acid linked to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid.			CCCCCC\C=C/CCC[C@H](CC(O)=O)OC(=O)C[C@H](O)C\C=C/CCCCCC	C26H46O5	InChI=1S/C26H46O5/c1-3-5-7-9-11-12-14-16-18-20-24(22-25(28)29)31-26(30)21-23(27)19-17-15-13-10-8-6-4-2/h12,14-15,17,23-24,27H,3-11,13,16,18-22H2,1-2H3,(H,28,29)/b14-12-,17-15-/t23-,24-/m1/s1	FZMCHCGMHINOER-LTFMUAQWSA-N	438.3345246			
BASm0035983	monoRL(12:1(3-OH,5Z)/14:1(3-OH,7Z))	monoRL(12:1(3-OH,5Z)/14:1(3-OH,7Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(12:1(3-OH,5Z)/14:1(3-OH,7Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid.			[H][C@@]1(O[C@H](C\C=C/CCCCCC)CC(=O)O[C@H](CCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C32H56O9	InChI=1S/C32H56O9/c1-4-6-8-10-12-13-15-17-18-20-25(22-27(33)34)40-28(35)23-26(21-19-16-14-11-9-7-5-2)41-32-31(38)30(37)29(36)24(3)39-32/h13,15-16,19,24-26,29-32,36-38H,4-12,14,17-18,20-23H2,1-3H3,(H,33,34)/b15-13-,19-16-/t24-,25+,26+,29-,30+,31+,32-/m0/s1	ZEGGKADYVQMHOG-NXNCQEJQSA-N	584.3924334			
BASm0035984	diRL(12:1(3-OH,5Z)/14:1(3-OH,7Z))	diRL(12:1(3-OH,5Z)/14:1(3-OH,7Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(12:1(3-OH,5Z)/14:1(3-OH,7Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](C\C=C/CCCCCC)CC(=O)O[C@H](CCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C38H66O13	InChI=1S/C38H66O13/c1-5-7-9-11-13-14-16-18-19-21-27(23-29(39)40)49-30(41)24-28(22-20-17-15-12-10-8-6-2)50-38-36(34(45)32(43)26(4)48-38)51-37-35(46)33(44)31(42)25(3)47-37/h14,16-17,20,25-28,31-38,42-46H,5-13,15,18-19,21-24H2,1-4H3,(H,39,40)/b16-14-,20-17-/t25-,26-,27+,28+,31-,32-,33+,34+,35+,36+,37-,38-/m0/s1	UAXQGLRTAZLWDK-FVFAEIASSA-N	730.4503422			
BASm0035985	HAA(12:1(3-OH,5Z)/16:1(3-OH,9Z))	HAA(12:1(3-OH,5Z)/16:1(3-OH,9Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(12:1(3-OH,5Z)/16:1(3-OH,9Z)), in particlular, is composed of one chain of 3-hydroxy-5Z-dodecenoic acid linked to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid.			CCCCCC\C=C/CCCCC[C@H](CC(O)=O)OC(=O)C[C@H](O)C\C=C/CCCCCC	C28H50O5	InChI=1S/C28H50O5/c1-3-5-7-9-11-12-13-14-16-18-20-22-26(24-27(30)31)33-28(32)23-25(29)21-19-17-15-10-8-6-4-2/h12-13,17,19,25-26,29H,3-11,14-16,18,20-24H2,1-2H3,(H,30,31)/b13-12-,19-17-/t25-,26-/m1/s1	IBYLTDZEANWYDQ-OSYVGCLVSA-N	466.3658247			
BASm0035986	monoRL(12:1(3-OH,5Z)/16:1(3-OH,9Z))	monoRL(12:1(3-OH,5Z)/16:1(3-OH,9Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(12:1(3-OH,5Z)/16:1(3-OH,9Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid.			[H][C@@]1(O[C@H](C\C=C/CCCCCC)CC(=O)O[C@H](CCCCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C34H60O9	InChI=1S/C34H60O9/c1-4-6-8-10-12-13-14-15-17-19-20-22-27(24-29(35)36)42-30(37)25-28(23-21-18-16-11-9-7-5-2)43-34-33(40)32(39)31(38)26(3)41-34/h13-14,18,21,26-28,31-34,38-40H,4-12,15-17,19-20,22-25H2,1-3H3,(H,35,36)/b14-13-,21-18-/t26-,27+,28+,31-,32+,33+,34-/m0/s1	QDNMRYGIUPJXCJ-RLIFDMBHSA-N	612.4237335			
BASm0035987	diRL(12:1(3-OH,5Z)/16:1(3-OH,9Z))	diRL(12:1(3-OH,5Z)/16:1(3-OH,9Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(12:1(3-OH,5Z)/16:1(3-OH,9Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](C\C=C/CCCCCC)CC(=O)O[C@H](CCCCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C40H70O13	InChI=1S/C40H70O13/c1-5-7-9-11-13-14-15-16-18-20-21-23-29(25-31(41)42)51-32(43)26-30(24-22-19-17-12-10-8-6-2)52-40-38(36(47)34(45)28(4)50-40)53-39-37(48)35(46)33(44)27(3)49-39/h14-15,19,22,27-30,33-40,44-48H,5-13,16-18,20-21,23-26H2,1-4H3,(H,41,42)/b15-14-,22-19-/t27-,28-,29+,30+,33-,34-,35+,36+,37+,38+,39-,40-/m0/s1	ZGSJNHWUCJNAJM-QPDZFAEDSA-N	758.4816423			
BASm0035988	HAA(12:1(3-OH,5Z)/6:0(3-OH))	HAA(12:1(3-OH,5Z)/6:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(12:1(3-OH,5Z)/6:0(3-OH)), in particlular, is composed of one chain of 3-hydroxy-5Z-dodecenoic acid linked to the beta-hydroxyl group of 3-hydroxyhexanoic acid.			CCCCCC\C=C/C[C@@H](O)CC(=O)O[C@H](CCC)CC(O)=O	C18H32O5	InChI=1S/C18H32O5/c1-3-5-6-7-8-9-10-12-15(19)13-18(22)23-16(11-4-2)14-17(20)21/h9-10,15-16,19H,3-8,11-14H2,1-2H3,(H,20,21)/b10-9-/t15-,16-/m1/s1	BAQNDIJCDXLNAA-SBKIPFDTSA-N	328.2249741			
BASm0035989	monoRL(12:1(3-OH,5Z)/6:0(3-OH))	monoRL(12:1(3-OH,5Z)/6:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(12:1(3-OH,5Z)/6:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyhexanoic acid.			[H][C@@]1(O[C@H](C\C=C/CCCCCC)CC(=O)O[C@H](CCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C24H42O9	InChI=1S/C24H42O9/c1-4-6-7-8-9-10-11-13-18(15-20(27)32-17(12-5-2)14-19(25)26)33-24-23(30)22(29)21(28)16(3)31-24/h10-11,16-18,21-24,28-30H,4-9,12-15H2,1-3H3,(H,25,26)/b11-10-/t16-,17+,18+,21-,22+,23+,24-/m0/s1	LTUXPOOWKQXSQJ-ABPPVISZSA-N	474.2828829			
BASm0035990	diRL(12:1(3-OH,5Z)/6:0(3-OH))	diRL(12:1(3-OH,5Z)/6:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(12:1(3-OH,5Z)/6:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyhexanoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](C\C=C/CCCCCC)CC(=O)O[C@H](CCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C30H52O13	InChI=1S/C30H52O13/c1-5-7-8-9-10-11-12-14-20(16-22(33)41-19(13-6-2)15-21(31)32)42-30-28(26(37)24(35)18(4)40-30)43-29-27(38)25(36)23(34)17(3)39-29/h11-12,17-20,23-30,34-38H,5-10,13-16H2,1-4H3,(H,31,32)/b12-11-/t17-,18-,19+,20+,23-,24-,25+,26+,27+,28+,29-,30-/m0/s1	UGPPRZMZADQVPY-SVUPWTSXSA-N	620.3407917			
BASm0035991	HAA(12:1(3-OH,5Z)/8:0(3-OH))	HAA(12:1(3-OH,5Z)/8:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(12:1(3-OH,5Z)/8:0(3-OH)), in particlular, is composed of one chain of 3-hydroxy-5Z-dodecenoic acid linked to the beta-hydroxyl group of 3-hydroxyoctanoic acid.			CCCCCC\C=C/C[C@@H](O)CC(=O)O[C@H](CCCCC)CC(O)=O	C20H36O5	InChI=1S/C20H36O5/c1-3-5-7-8-9-10-12-13-17(21)15-20(24)25-18(16-19(22)23)14-11-6-4-2/h10,12,17-18,21H,3-9,11,13-16H2,1-2H3,(H,22,23)/b12-10-/t17-,18-/m1/s1	SBQXOPWZZMJJCM-CIAVUECRSA-N	356.2562743			
BASm0035992	monoRL(12:1(3-OH,5Z)/8:0(3-OH))	monoRL(12:1(3-OH,5Z)/8:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(12:1(3-OH,5Z)/8:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyoctanoic acid.			[H][C@@]1(O[C@H](C\C=C/CCCCCC)CC(=O)O[C@H](CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C26H46O9	InChI=1S/C26H46O9/c1-4-6-8-9-10-11-13-15-20(35-26-25(32)24(31)23(30)18(3)33-26)17-22(29)34-19(16-21(27)28)14-12-7-5-2/h11,13,18-20,23-26,30-32H,4-10,12,14-17H2,1-3H3,(H,27,28)/b13-11-/t18-,19+,20+,23-,24+,25+,26-/m0/s1	YGTSSLKRHFBFJD-YOUYWNNISA-N	502.3141831			
BASm0035993	diRL(12:1(3-OH,5Z)/8:0(3-OH))	diRL(12:1(3-OH,5Z)/8:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(12:1(3-OH,5Z)/8:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyoctanoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](C\C=C/CCCCCC)CC(=O)O[C@H](CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C32H56O13	InChI=1S/C32H56O13/c1-5-7-9-10-11-12-14-16-22(18-24(35)43-21(17-23(33)34)15-13-8-6-2)44-32-30(28(39)26(37)20(4)42-32)45-31-29(40)27(38)25(36)19(3)41-31/h12,14,19-22,25-32,36-40H,5-11,13,15-18H2,1-4H3,(H,33,34)/b14-12-/t19-,20-,21+,22+,25-,26-,27+,28+,29+,30+,31-,32-/m0/s1	JFVURDDIDKFLIW-HRMIWHFASA-N	648.3720919			
BASm0035994	HAA(12:1(3-OH,6Z)/10:0(3-OH))	HAA(12:1(3-OH,6Z)/10:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(12:1(3-OH,6Z)/10:0(3-OH)), in particlular, is composed of one chain of 3-hydroxy-6Z-dodecenoic acid linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			CCCCCCC[C@H](CC(O)=O)OC(=O)C[C@H](O)CC\C=C/CCCCC	C22H40O5	InChI=1S/C22H40O5/c1-3-5-7-9-10-12-13-15-19(23)17-22(26)27-20(18-21(24)25)16-14-11-8-6-4-2/h10,12,19-20,23H,3-9,11,13-18H2,1-2H3,(H,24,25)/b12-10-/t19-,20-/m1/s1	WSUCNQODLCXGFN-NEEZITCHSA-N	384.2875744			
BASm0035995	monoRL(12:1(3-OH,6Z)/10:0(3-OH))	monoRL(12:1(3-OH,6Z)/10:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(12:1(3-OH,6Z)/10:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CC\C=C/CCCCC)CC(=O)O[C@H](CCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C28H50O9	InChI=1S/C28H50O9/c1-4-6-8-10-11-13-15-17-22(37-28-27(34)26(33)25(32)20(3)35-28)19-24(31)36-21(18-23(29)30)16-14-12-9-7-5-2/h11,13,20-22,25-28,32-34H,4-10,12,14-19H2,1-3H3,(H,29,30)/b13-11-/t20-,21+,22+,25-,26+,27+,28-/m0/s1	VZLGYXGGCHRQGL-DIXKVLQISA-N	530.3454832			
BASm0035996	diRL(12:1(3-OH,6Z)/10:0(3-OH))	diRL(12:1(3-OH,6Z)/10:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(12:1(3-OH,6Z)/10:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CC\C=C/CCCCC)CC(=O)O[C@H](CCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C34H60O13	InChI=1S/C34H60O13/c1-5-7-9-11-12-14-16-18-24(20-26(37)45-23(19-25(35)36)17-15-13-10-8-6-2)46-34-32(30(41)28(39)22(4)44-34)47-33-31(42)29(40)27(38)21(3)43-33/h12,14,21-24,27-34,38-42H,5-11,13,15-20H2,1-4H3,(H,35,36)/b14-12-/t21-,22-,23+,24+,27-,28-,29+,30+,31+,32+,33-,34-/m0/s1	HQUAQJNXEPWHNL-SLHZLKKQSA-N	676.403392			
BASm0035997	HAA(12:1(3-OH,6Z)/12:0(3-OH))	HAA(12:1(3-OH,6Z)/12:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(12:1(3-OH,6Z)/12:0(3-OH)), in particlular, is composed of one chain of 3-hydroxy-6Z-dodecenoic acid linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			CCCCCCCCC[C@H](CC(O)=O)OC(=O)C[C@H](O)CC\C=C/CCCCC	C24H44O5	InChI=1S/C24H44O5/c1-3-5-7-9-11-13-15-17-21(25)19-24(28)29-22(20-23(26)27)18-16-14-12-10-8-6-4-2/h11,13,21-22,25H,3-10,12,14-20H2,1-2H3,(H,26,27)/b13-11-/t21-,22-/m1/s1	VSPXCDXLRGZOGT-YAJZWVBESA-N	412.3188745			
BASm0035998	monoRL(12:1(3-OH,6Z)/12:0(3-OH))	monoRL(12:1(3-OH,6Z)/12:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(12:1(3-OH,6Z)/12:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CC\C=C/CCCCC)CC(=O)O[C@H](CCCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C30H54O9	InChI=1S/C30H54O9/c1-4-6-8-10-12-14-16-18-23(20-25(31)32)38-26(33)21-24(19-17-15-13-11-9-7-5-2)39-30-29(36)28(35)27(34)22(3)37-30/h13,15,22-24,27-30,34-36H,4-12,14,16-21H2,1-3H3,(H,31,32)/b15-13-/t22-,23+,24+,27-,28+,29+,30-/m0/s1	ZJRDQTUPKNMAHF-JGSPBIBBSA-N	558.3767833			
BASm0035999	diRL(12:1(3-OH,6Z)/12:0(3-OH))	diRL(12:1(3-OH,6Z)/12:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(12:1(3-OH,6Z)/12:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CC\C=C/CCCCC)CC(=O)O[C@H](CCCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C36H64O13	InChI=1S/C36H64O13/c1-5-7-9-11-13-15-17-19-25(21-27(37)38)47-28(39)22-26(20-18-16-14-12-10-8-6-2)48-36-34(32(43)30(41)24(4)46-36)49-35-33(44)31(42)29(40)23(3)45-35/h14,16,23-26,29-36,40-44H,5-13,15,17-22H2,1-4H3,(H,37,38)/b16-14-/t23-,24-,25+,26+,29-,30-,31+,32+,33+,34+,35-,36-/m0/s1	MCPQYPNOGBDAAU-IZFWGGHBSA-N	704.4346921			
BASm0036000	HAA(12:1(3-OH,6Z)/12:1(3-OH,5Z))	HAA(12:1(3-OH,6Z)/12:1(3-OH,5Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(12:1(3-OH,6Z)/12:1(3-OH,5Z)), in particlular, is composed of one chain of 3-hydroxy-6Z-dodecenoic acid linked to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid.			CCCCCC\C=C/C[C@H](CC(O)=O)OC(=O)C[C@H](O)CC\C=C/CCCCC	C24H42O5	InChI=1S/C24H42O5/c1-3-5-7-9-11-13-15-17-21(25)19-24(28)29-22(20-23(26)27)18-16-14-12-10-8-6-4-2/h11,13-14,16,21-22,25H,3-10,12,15,17-20H2,1-2H3,(H,26,27)/b13-11-,16-14-/t21-,22-/m1/s1	AJFGNFDGDCSYNM-GEXUWRAOSA-N	410.3032245			
BASm0036001	monoRL(12:1(3-OH,6Z)/12:1(3-OH,5Z))	monoRL(12:1(3-OH,6Z)/12:1(3-OH,5Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(12:1(3-OH,6Z)/12:1(3-OH,5Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid.			[H][C@@]1(O[C@H](CC\C=C/CCCCC)CC(=O)O[C@H](C\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C30H52O9	InChI=1S/C30H52O9/c1-4-6-8-10-12-14-16-18-23(20-25(31)32)38-26(33)21-24(19-17-15-13-11-9-7-5-2)39-30-29(36)28(35)27(34)22(3)37-30/h13-16,22-24,27-30,34-36H,4-12,17-21H2,1-3H3,(H,31,32)/b15-13-,16-14-/t22-,23+,24+,27-,28+,29+,30-/m0/s1	VWILVKONSXJCFV-AZGAFVCDSA-N	556.3611333			
BASm0036002	diRL(12:1(3-OH,6Z)/12:1(3-OH,5Z))	diRL(12:1(3-OH,6Z)/12:1(3-OH,5Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(12:1(3-OH,6Z)/12:1(3-OH,5Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](CC\C=C/CCCCC)CC(=O)O[C@H](C\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C36H62O13	InChI=1S/C36H62O13/c1-5-7-9-11-13-15-17-19-25(21-27(37)38)47-28(39)22-26(20-18-16-14-12-10-8-6-2)48-36-34(32(43)30(41)24(4)46-36)49-35-33(44)31(42)29(40)23(3)45-35/h14-17,23-26,29-36,40-44H,5-13,18-22H2,1-4H3,(H,37,38)/b16-14-,17-15-/t23-,24-,25+,26+,29-,30-,31+,32+,33+,34+,35-,36-/m0/s1	FVWSWSXUJICNBW-ZYMSAZHDSA-N	702.4190421			
BASm0036003	HAA(12:1(3-OH,6Z)/12:1(3-OH,6Z))	HAA(12:1(3-OH,6Z)/12:1(3-OH,6Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(12:1(3-OH,6Z)/12:1(3-OH,6Z)), in particlular, is composed of two chains of 3-hydroxy-6Z-dodecenoic acid.			CCCCC\C=C/CC[C@@H](O)CC(=O)O[C@H](CC\C=C/CCCCC)CC(O)=O	C24H42O5	InChI=1S/C24H42O5/c1-3-5-7-9-11-13-15-17-21(25)19-24(28)29-22(20-23(26)27)18-16-14-12-10-8-6-4-2/h11-14,21-22,25H,3-10,15-20H2,1-2H3,(H,26,27)/b13-11-,14-12-/t21-,22-/m1/s1	ZOFQBHTVHPDCBR-AZDHCRORSA-N	410.3032245			
BASm0036004	monoRL(12:1(3-OH,6Z)/12:1(3-OH,6Z))	monoRL(12:1(3-OH,6Z)/12:1(3-OH,6Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(12:1(3-OH,6Z)/12:1(3-OH,6Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of another 3-hydroxy-6Z-dodecenoic acid.			[H][C@@]1(O[C@H](CC\C=C/CCCCC)CC(=O)O[C@H](CC\C=C/CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C30H52O9	InChI=1S/C30H52O9/c1-4-6-8-10-12-14-16-18-23(20-25(31)32)38-26(33)21-24(19-17-15-13-11-9-7-5-2)39-30-29(36)28(35)27(34)22(3)37-30/h12-15,22-24,27-30,34-36H,4-11,16-21H2,1-3H3,(H,31,32)/b14-12-,15-13-/t22-,23+,24+,27-,28+,29+,30-/m0/s1	HBUBPSPPBNESNS-MJDXGSNJSA-N	556.3611333			
BASm0036005	diRL(12:1(3-OH,6Z)/12:1(3-OH,6Z))	diRL(12:1(3-OH,6Z)/12:1(3-OH,6Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(12:1(3-OH,6Z)/12:1(3-OH,6Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of another 3-hydroxy-6Z-dodecenoic acid.			[H][C@@]1(O[C@H](CC\C=C/CCCCC)CC(=O)O[C@H](CC\C=C/CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C36H62O13	InChI=1S/C36H62O13/c1-5-7-9-11-13-15-17-19-25(21-27(37)38)47-28(39)22-26(20-18-16-14-12-10-8-6-2)48-36-34(32(43)30(41)24(4)46-36)49-35-33(44)31(42)29(40)23(3)45-35/h13-16,23-26,29-36,40-44H,5-12,17-22H2,1-4H3,(H,37,38)/b15-13-,16-14-/t23-,24-,25+,26+,29-,30-,31+,32+,33+,34+,35-,36-/m0/s1	NHDXEYQVLWSJLQ-DCUBRRTLSA-N	702.4190421			
BASm0036006	HAA(12:1(3-OH,6Z)/14:1(3-OH,5Z))	HAA(12:1(3-OH,6Z)/14:1(3-OH,5Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(12:1(3-OH,6Z)/14:1(3-OH,5Z)), in particlular, is composed of one chain of 3-hydroxy-6Z-dodecenoic acid linked to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid.			CCCCCCCC\C=C/C[C@H](CC(O)=O)OC(=O)C[C@H](O)CC\C=C/CCCCC	C26H46O5	InChI=1S/C26H46O5/c1-3-5-7-9-11-12-14-16-18-20-24(22-25(28)29)31-26(30)21-23(27)19-17-15-13-10-8-6-4-2/h13,15-16,18,23-24,27H,3-12,14,17,19-22H2,1-2H3,(H,28,29)/b15-13-,18-16-/t23-,24-/m1/s1	CQFJHOUAHMFEDQ-ALILCAOZSA-N	438.3345246			
BASm0036007	monoRL(12:1(3-OH,6Z)/14:1(3-OH,5Z))	monoRL(12:1(3-OH,6Z)/14:1(3-OH,5Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(12:1(3-OH,6Z)/14:1(3-OH,5Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid.			[H][C@@]1(O[C@H](CC\C=C/CCCCC)CC(=O)O[C@H](C\C=C/CCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C32H56O9	InChI=1S/C32H56O9/c1-4-6-8-10-12-13-15-17-18-20-25(22-27(33)34)40-28(35)23-26(21-19-16-14-11-9-7-5-2)41-32-31(38)30(37)29(36)24(3)39-32/h14,16-18,24-26,29-32,36-38H,4-13,15,19-23H2,1-3H3,(H,33,34)/b16-14-,18-17-/t24-,25+,26+,29-,30+,31+,32-/m0/s1	LOWAIQQQFVKMRR-DKIYSPSFSA-N	584.3924334			
BASm0036008	diRL(12:1(3-OH,6Z)/14:1(3-OH,5Z))	diRL(12:1(3-OH,6Z)/14:1(3-OH,5Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(12:1(3-OH,6Z)/14:1(3-OH,5Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](CC\C=C/CCCCC)CC(=O)O[C@H](C\C=C/CCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C38H66O13	InChI=1S/C38H66O13/c1-5-7-9-11-13-14-16-18-19-21-27(23-29(39)40)49-30(41)24-28(22-20-17-15-12-10-8-6-2)50-38-36(34(45)32(43)26(4)48-38)51-37-35(46)33(44)31(42)25(3)47-37/h15,17-19,25-28,31-38,42-46H,5-14,16,20-24H2,1-4H3,(H,39,40)/b17-15-,19-18-/t25-,26-,27+,28+,31-,32-,33+,34+,35+,36+,37-,38-/m0/s1	FRNKMYCTVFKZLH-NKGXEJBVSA-N	730.4503422			
BASm0036009	HAA(12:1(3-OH,6Z)/14:1(3-OH,7Z))	HAA(12:1(3-OH,6Z)/14:1(3-OH,7Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(12:1(3-OH,6Z)/14:1(3-OH,7Z)), in particlular, is composed of one chain of 3-hydroxy-6Z-dodecenoic acid linked to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid.			CCCCCC\C=C/CCC[C@H](CC(O)=O)OC(=O)C[C@H](O)CC\C=C/CCCCC	C26H46O5	InChI=1S/C26H46O5/c1-3-5-7-9-11-12-14-16-18-20-24(22-25(28)29)31-26(30)21-23(27)19-17-15-13-10-8-6-4-2/h12-15,23-24,27H,3-11,16-22H2,1-2H3,(H,28,29)/b14-12-,15-13-/t23-,24-/m1/s1	DGSVKGFLYROCBC-NSDJEODESA-N	438.3345246			
BASm0036010	monoRL(12:1(3-OH,6Z)/14:1(3-OH,7Z))	monoRL(12:1(3-OH,6Z)/14:1(3-OH,7Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(12:1(3-OH,6Z)/14:1(3-OH,7Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid.			[H][C@@]1(O[C@H](CC\C=C/CCCCC)CC(=O)O[C@H](CCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C32H56O9	InChI=1S/C32H56O9/c1-4-6-8-10-12-13-15-17-18-20-25(22-27(33)34)40-28(35)23-26(21-19-16-14-11-9-7-5-2)41-32-31(38)30(37)29(36)24(3)39-32/h13-16,24-26,29-32,36-38H,4-12,17-23H2,1-3H3,(H,33,34)/b15-13-,16-14-/t24-,25+,26+,29-,30+,31+,32-/m0/s1	DYVNLXTZNCOPEE-QLXYUTOKSA-N	584.3924334			
BASm0036011	diRL(12:1(3-OH,6Z)/14:1(3-OH,7Z))	diRL(12:1(3-OH,6Z)/14:1(3-OH,7Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(12:1(3-OH,6Z)/14:1(3-OH,7Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid.			[H][C@@]1(O[C@H](CC\C=C/CCCCC)CC(=O)O[C@H](CCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C38H66O13	InChI=1S/C38H66O13/c1-5-7-9-11-13-14-16-18-19-21-27(23-29(39)40)49-30(41)24-28(22-20-17-15-12-10-8-6-2)50-38-36(34(45)32(43)26(4)48-38)51-37-35(46)33(44)31(42)25(3)47-37/h14-17,25-28,31-38,42-46H,5-13,18-24H2,1-4H3,(H,39,40)/b16-14-,17-15-/t25-,26-,27+,28+,31-,32-,33+,34+,35+,36+,37-,38-/m0/s1	LDOWGPNDPFQMGA-PWSZEARGSA-N	730.4503422			
BASm0036012	HAA(12:1(3-OH,6Z)/16:1(3-OH,9Z))	HAA(12:1(3-OH,6Z)/16:1(3-OH,9Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(12:1(3-OH,6Z)/16:1(3-OH,9Z)), in particlular, is composed of one chain of 3-hydroxy-6Z-dodecenoic acid linked to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid.			CCCCCC\C=C/CCCCC[C@H](CC(O)=O)OC(=O)C[C@H](O)CC\C=C/CCCCC	C28H50O5	InChI=1S/C28H50O5/c1-3-5-7-9-11-12-13-14-16-18-20-22-26(24-27(30)31)33-28(32)23-25(29)21-19-17-15-10-8-6-4-2/h12-13,15,17,25-26,29H,3-11,14,16,18-24H2,1-2H3,(H,30,31)/b13-12-,17-15-/t25-,26-/m1/s1	DRICPLRHPPCNNY-VETUHUKESA-N	466.3658247			
BASm0036013	monoRL(12:1(3-OH,6Z)/16:1(3-OH,9Z))	monoRL(12:1(3-OH,6Z)/16:1(3-OH,9Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(12:1(3-OH,6Z)/16:1(3-OH,9Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid.			[H][C@@]1(O[C@H](CC\C=C/CCCCC)CC(=O)O[C@H](CCCCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C34H60O9	InChI=1S/C34H60O9/c1-4-6-8-10-12-13-14-15-17-19-20-22-27(24-29(35)36)42-30(37)25-28(23-21-18-16-11-9-7-5-2)43-34-33(40)32(39)31(38)26(3)41-34/h13-14,16,18,26-28,31-34,38-40H,4-12,15,17,19-25H2,1-3H3,(H,35,36)/b14-13-,18-16-/t26-,27+,28+,31-,32+,33+,34-/m0/s1	WPFXIVVRGMLBBL-LKHCKSMWSA-N	612.4237335			
BASm0036014	diRL(12:1(3-OH,6Z)/16:1(3-OH,9Z))	diRL(12:1(3-OH,6Z)/16:1(3-OH,9Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(12:1(3-OH,6Z)/16:1(3-OH,9Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid.			[H][C@@]1(O[C@H](CC\C=C/CCCCC)CC(=O)O[C@H](CCCCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C40H70O13	InChI=1S/C40H70O13/c1-5-7-9-11-13-14-15-16-18-20-21-23-29(25-31(41)42)51-32(43)26-30(24-22-19-17-12-10-8-6-2)52-40-38(36(47)34(45)28(4)50-40)53-39-37(48)35(46)33(44)27(3)49-39/h14-15,17,19,27-30,33-40,44-48H,5-13,16,18,20-26H2,1-4H3,(H,41,42)/b15-14-,19-17-/t27-,28-,29+,30+,33-,34-,35+,36+,37+,38+,39-,40-/m0/s1	ORPCQAUFTOBIPI-DWCSBBPMSA-N	758.4816423			
BASm0036015	HAA(12:1(3-OH,6Z)/6:0(3-OH))	HAA(12:1(3-OH,6Z)/6:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(12:1(3-OH,6Z)/6:0(3-OH)), in particlular, is composed of one chain of 3-hydroxy-6Z-dodecenoic acid linked to the beta-hydroxyl group of 3-hydroxyhexanoic acid.			CCCCC\C=C/CC[C@@H](O)CC(=O)O[C@H](CCC)CC(O)=O	C18H32O5	InChI=1S/C18H32O5/c1-3-5-6-7-8-9-10-12-15(19)13-18(22)23-16(11-4-2)14-17(20)21/h8-9,15-16,19H,3-7,10-14H2,1-2H3,(H,20,21)/b9-8-/t15-,16-/m1/s1	PDUWXWIJKFOLHX-NKIGNDQYSA-N	328.2249741			
BASm0036016	monoRL(12:1(3-OH,6Z)/6:0(3-OH))	monoRL(12:1(3-OH,6Z)/6:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(12:1(3-OH,6Z)/6:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyhexanoic acid.			[H][C@@]1(O[C@H](CC\C=C/CCCCC)CC(=O)O[C@H](CCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C24H42O9	InChI=1S/C24H42O9/c1-4-6-7-8-9-10-11-13-18(15-20(27)32-17(12-5-2)14-19(25)26)33-24-23(30)22(29)21(28)16(3)31-24/h9-10,16-18,21-24,28-30H,4-8,11-15H2,1-3H3,(H,25,26)/b10-9-/t16-,17+,18+,21-,22+,23+,24-/m0/s1	IMUJUZDHNFYPKU-SFQOOMMJSA-N	474.2828829			
BASm0036017	diRL(12:1(3-OH,6Z)/6:0(3-OH))	diRL(12:1(3-OH,6Z)/6:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(12:1(3-OH,6Z)/6:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyhexanoic acid.			[H][C@@]1(O[C@H](CC\C=C/CCCCC)CC(=O)O[C@H](CCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C30H52O13	InChI=1S/C30H52O13/c1-5-7-8-9-10-11-12-14-20(16-22(33)41-19(13-6-2)15-21(31)32)42-30-28(26(37)24(35)18(4)40-30)43-29-27(38)25(36)23(34)17(3)39-29/h10-11,17-20,23-30,34-38H,5-9,12-16H2,1-4H3,(H,31,32)/b11-10-/t17-,18-,19+,20+,23-,24-,25+,26+,27+,28+,29-,30-/m0/s1	IBFMUXWBOORTNM-MQSREUSKSA-N	620.3407917			
BASm0036018	HAA(12:1(3-OH,6Z)/8:0(3-OH))	HAA(12:1(3-OH,6Z)/8:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(12:1(3-OH,6Z)/8:0(3-OH)), in particlular, is composed of one chain of 3-hydroxy-6Z-dodecenoic acid linked to the beta-hydroxyl group of 3-hydroxyoctanoic acid.			CCCCC\C=C/CC[C@@H](O)CC(=O)O[C@H](CCCCC)CC(O)=O	C20H36O5	InChI=1S/C20H36O5/c1-3-5-7-8-9-10-12-13-17(21)15-20(24)25-18(16-19(22)23)14-11-6-4-2/h9-10,17-18,21H,3-8,11-16H2,1-2H3,(H,22,23)/b10-9-/t17-,18-/m1/s1	RFYSWVSVYREUQF-ZWHYWQQASA-N	356.2562743			
BASm0036019	monoRL(12:1(3-OH,6Z)/8:0(3-OH))	monoRL(12:1(3-OH,6Z)/8:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(12:1(3-OH,6Z)/8:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyoctanoic acid.			[H][C@@]1(O[C@H](CC\C=C/CCCCC)CC(=O)O[C@H](CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C26H46O9	InChI=1S/C26H46O9/c1-4-6-8-9-10-11-13-15-20(35-26-25(32)24(31)23(30)18(3)33-26)17-22(29)34-19(16-21(27)28)14-12-7-5-2/h10-11,18-20,23-26,30-32H,4-9,12-17H2,1-3H3,(H,27,28)/b11-10-/t18-,19+,20+,23-,24+,25+,26-/m0/s1	HIDOSLMBGDAOMO-GJMXXDADSA-N	502.3141831			
BASm0036020	diRL(12:1(3-OH,6Z)/8:0(3-OH))	diRL(12:1(3-OH,6Z)/8:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(12:1(3-OH,6Z)/8:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyoctanoic acid.			[H][C@@]1(O[C@H](CC\C=C/CCCCC)CC(=O)O[C@H](CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C32H56O13	InChI=1S/C32H56O13/c1-5-7-9-10-11-12-14-16-22(18-24(35)43-21(17-23(33)34)15-13-8-6-2)44-32-30(28(39)26(37)20(4)42-32)45-31-29(40)27(38)25(36)19(3)41-31/h11-12,19-22,25-32,36-40H,5-10,13-18H2,1-4H3,(H,33,34)/b12-11-/t19-,20-,21+,22+,25-,26-,27+,28+,29+,30+,31-,32-/m0/s1	DJWNQOMMVOOAPJ-JUDMNUEVSA-N	648.3720919			
BASm0036021	HAA(14:1(3-OH,5Z)/10:0(3-OH))	HAA(14:1(3-OH,5Z)/10:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(14:1(3-OH,5Z)/10:0(3-OH)), in particlular, is composed of one chain of 3-hydroxy-5Z-tetradecenoic acid linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			CCCCCCCC\C=C/C[C@@H](O)CC(=O)O[C@H](CCCCCCC)CC(O)=O	C24H44O5	InChI=1S/C24H44O5/c1-3-5-7-9-10-11-12-14-15-17-21(25)19-24(28)29-22(20-23(26)27)18-16-13-8-6-4-2/h14-15,21-22,25H,3-13,16-20H2,1-2H3,(H,26,27)/b15-14-/t21-,22-/m1/s1	IIFKHUWZYUWAJT-IEHPJGJUSA-N	412.3188745			
BASm0036022	monoRL(14:1(3-OH,5Z)/10:0(3-OH))	monoRL(14:1(3-OH,5Z)/10:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(14:1(3-OH,5Z)/10:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](C\C=C/CCCCCCCC)CC(=O)O[C@H](CCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C30H54O9	InChI=1S/C30H54O9/c1-4-6-8-10-11-12-13-15-17-19-24(39-30-29(36)28(35)27(34)22(3)37-30)21-26(33)38-23(20-25(31)32)18-16-14-9-7-5-2/h15,17,22-24,27-30,34-36H,4-14,16,18-21H2,1-3H3,(H,31,32)/b17-15-/t22-,23+,24+,27-,28+,29+,30-/m0/s1	XESJYUXSOGPASI-QWGRUOJDSA-N	558.3767833			
BASm0036023	diRL(14:1(3-OH,5Z)/10:0(3-OH))	diRL(14:1(3-OH,5Z)/10:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(14:1(3-OH,5Z)/10:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](C\C=C/CCCCCCCC)CC(=O)O[C@H](CCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C36H64O13	InChI=1S/C36H64O13/c1-5-7-9-11-12-13-14-16-18-20-26(22-28(39)47-25(21-27(37)38)19-17-15-10-8-6-2)48-36-34(32(43)30(41)24(4)46-36)49-35-33(44)31(42)29(40)23(3)45-35/h16,18,23-26,29-36,40-44H,5-15,17,19-22H2,1-4H3,(H,37,38)/b18-16-/t23-,24-,25+,26+,29-,30-,31+,32+,33+,34+,35-,36-/m0/s1	PTFWNVJQQZEWSB-WPDBQWMOSA-N	704.4346921			
BASm0036024	HAA(14:1(3-OH,5Z)/12:0(3-OH))	HAA(14:1(3-OH,5Z)/12:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(14:1(3-OH,5Z)/12:0(3-OH)), in particlular, is composed of one chain of 3-hydroxy-5Z-tetradecenoic acid linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			CCCCCCCCC[C@H](CC(O)=O)OC(=O)C[C@H](O)C\C=C/CCCCCCCC	C26H48O5	InChI=1S/C26H48O5/c1-3-5-7-9-11-12-14-15-17-19-23(27)21-26(30)31-24(22-25(28)29)20-18-16-13-10-8-6-4-2/h15,17,23-24,27H,3-14,16,18-22H2,1-2H3,(H,28,29)/b17-15-/t23-,24-/m1/s1	RFADBLLJNXZKSI-IKDROSPPSA-N	440.3501746			
BASm0036025	monoRL(14:1(3-OH,5Z)/12:0(3-OH))	monoRL(14:1(3-OH,5Z)/12:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(14:1(3-OH,5Z)/12:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](C\C=C/CCCCCCCC)CC(=O)O[C@H](CCCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C32H58O9	InChI=1S/C32H58O9/c1-4-6-8-10-12-13-15-17-19-21-26(41-32-31(38)30(37)29(36)24(3)39-32)23-28(35)40-25(22-27(33)34)20-18-16-14-11-9-7-5-2/h17,19,24-26,29-32,36-38H,4-16,18,20-23H2,1-3H3,(H,33,34)/b19-17-/t24-,25+,26+,29-,30+,31+,32-/m0/s1	DEYIGLUCEABBJA-ZELDGAOASA-N	586.4080834			
BASm0036026	diRL(14:1(3-OH,5Z)/12:0(3-OH))	diRL(14:1(3-OH,5Z)/12:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(14:1(3-OH,5Z)/12:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](C\C=C/CCCCCCCC)CC(=O)O[C@H](CCCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C38H68O13	InChI=1S/C38H68O13/c1-5-7-9-11-13-14-16-18-20-22-28(24-30(41)49-27(23-29(39)40)21-19-17-15-12-10-8-6-2)50-38-36(34(45)32(43)26(4)48-38)51-37-35(46)33(44)31(42)25(3)47-37/h18,20,25-28,31-38,42-46H,5-17,19,21-24H2,1-4H3,(H,39,40)/b20-18-/t25-,26-,27+,28+,31-,32-,33+,34+,35+,36+,37-,38-/m0/s1	XIHDKJLTRZBCRJ-KMWCMDOESA-N	732.4659923			
BASm0036027	HAA(14:1(3-OH,5Z)/12:1(3-OH,5Z))	HAA(14:1(3-OH,5Z)/12:1(3-OH,5Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(14:1(3-OH,5Z)/12:1(3-OH,5Z)), in particlular, is composed of one chain of 3-hydroxy-5Z-tetradecenoic acid linked to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid.			CCCCCCCC\C=C/C[C@@H](O)CC(=O)O[C@H](C\C=C/CCCCCC)CC(O)=O	C26H46O5	InChI=1S/C26H46O5/c1-3-5-7-9-11-12-14-15-17-19-23(27)21-26(30)31-24(22-25(28)29)20-18-16-13-10-8-6-4-2/h15-18,23-24,27H,3-14,19-22H2,1-2H3,(H,28,29)/b17-15-,18-16-/t23-,24-/m1/s1	UIIOPGVBVQSSKH-JAUHEELASA-N	438.3345246			
BASm0036028	monoRL(14:1(3-OH,5Z)/12:1(3-OH,5Z))	monoRL(14:1(3-OH,5Z)/12:1(3-OH,5Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(14:1(3-OH,5Z)/12:1(3-OH,5Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid.			[H][C@@]1(O[C@H](C\C=C/CCCCCCCC)CC(=O)O[C@H](C\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C32H56O9	InChI=1S/C32H56O9/c1-4-6-8-10-12-13-15-17-19-21-26(41-32-31(38)30(37)29(36)24(3)39-32)23-28(35)40-25(22-27(33)34)20-18-16-14-11-9-7-5-2/h16-19,24-26,29-32,36-38H,4-15,20-23H2,1-3H3,(H,33,34)/b18-16-,19-17-/t24-,25+,26+,29-,30+,31+,32-/m0/s1	NZOUWOPYULYXBC-GZAHYMJDSA-N	584.3924334			
BASm0036029	diRL(14:1(3-OH,5Z)/12:1(3-OH,5Z))	diRL(14:1(3-OH,5Z)/12:1(3-OH,5Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(14:1(3-OH,5Z)/12:1(3-OH,5Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid.			[H][C@@]1(O[C@H](C\C=C/CCCCCCCC)CC(=O)O[C@H](C\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C38H66O13	InChI=1S/C38H66O13/c1-5-7-9-11-13-14-16-18-20-22-28(24-30(41)49-27(23-29(39)40)21-19-17-15-12-10-8-6-2)50-38-36(34(45)32(43)26(4)48-38)51-37-35(46)33(44)31(42)25(3)47-37/h17-20,25-28,31-38,42-46H,5-16,21-24H2,1-4H3,(H,39,40)/b19-17-,20-18-/t25-,26-,27+,28+,31-,32-,33+,34+,35+,36+,37-,38-/m0/s1	SIGFDKKBJTULOK-CFJDDUSWSA-N	730.4503422			
BASm0036030	HAA(14:1(3-OH,5Z)/12:1(3-OH,6Z))	HAA(14:1(3-OH,5Z)/12:1(3-OH,6Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(14:1(3-OH,5Z)/12:1(3-OH,6Z)), in particlular, is composed of one chain of 3-hydroxy-5Z-tetradecenoic acid linked to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid.			CCCCCCCC\C=C/C[C@@H](O)CC(=O)O[C@H](CC\C=C/CCCCC)CC(O)=O	C26H46O5	InChI=1S/C26H46O5/c1-3-5-7-9-11-12-14-15-17-19-23(27)21-26(30)31-24(22-25(28)29)20-18-16-13-10-8-6-4-2/h13,15-17,23-24,27H,3-12,14,18-22H2,1-2H3,(H,28,29)/b16-13-,17-15-/t23-,24-/m1/s1	MCZFJVXBNICMAE-UJAZZUCMSA-N	438.3345246			
BASm0036031	monoRL(14:1(3-OH,5Z)/12:1(3-OH,6Z))	monoRL(14:1(3-OH,5Z)/12:1(3-OH,6Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(14:1(3-OH,5Z)/12:1(3-OH,6Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid.			[H][C@@]1(O[C@H](C\C=C/CCCCCCCC)CC(=O)O[C@H](CC\C=C/CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C32H56O9	InChI=1S/C32H56O9/c1-4-6-8-10-12-13-15-17-19-21-26(41-32-31(38)30(37)29(36)24(3)39-32)23-28(35)40-25(22-27(33)34)20-18-16-14-11-9-7-5-2/h14,16-17,19,24-26,29-32,36-38H,4-13,15,18,20-23H2,1-3H3,(H,33,34)/b16-14-,19-17-/t24-,25+,26+,29-,30+,31+,32-/m0/s1	DURXXTAFANGZNL-UFJWKZFDSA-N	584.3924334			
BASm0036032	diRL(14:1(3-OH,5Z)/12:1(3-OH,6Z))	diRL(14:1(3-OH,5Z)/12:1(3-OH,6Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(14:1(3-OH,5Z)/12:1(3-OH,6Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](C\C=C/CCCCCCCC)CC(=O)O[C@H](CC\C=C/CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C38H66O13	InChI=1S/C38H66O13/c1-5-7-9-11-13-14-16-18-20-22-28(24-30(41)49-27(23-29(39)40)21-19-17-15-12-10-8-6-2)50-38-36(34(45)32(43)26(4)48-38)51-37-35(46)33(44)31(42)25(3)47-37/h15,17-18,20,25-28,31-38,42-46H,5-14,16,19,21-24H2,1-4H3,(H,39,40)/b17-15-,20-18-/t25-,26-,27+,28+,31-,32-,33+,34+,35+,36+,37-,38-/m0/s1	XOCOFTLKIRCSGY-FYYSOMSXSA-N	730.4503422			
BASm0036033	HAA(14:1(3-OH,5Z)/14:1(3-OH,5Z))	HAA(14:1(3-OH,5Z)/14:1(3-OH,5Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(14:1(3-OH,5Z)/14:1(3-OH,5Z)), in particlular, is composed of two chains of 3-hydroxy-5Z-tetradecenoic acid.			CCCCCCCC\C=C/C[C@@H](O)CC(=O)O[C@H](C\C=C/CCCCCCCC)CC(O)=O	C28H50O5	InChI=1S/C28H50O5/c1-3-5-7-9-11-13-15-17-19-21-25(29)23-28(32)33-26(24-27(30)31)22-20-18-16-14-12-10-8-6-4-2/h17-20,25-26,29H,3-16,21-24H2,1-2H3,(H,30,31)/b19-17-,20-18-/t25-,26-/m1/s1	NVHPDSOKOYCMHQ-CXKHWRIWSA-N	466.3658247			
BASm0036034	monoRL(14:1(3-OH,5Z)/14:1(3-OH,5Z))	monoRL(14:1(3-OH,5Z)/14:1(3-OH,5Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(14:1(3-OH,5Z)/14:1(3-OH,5Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of another 3-hydroxy-5Z-tetradecenoic acid.			[H][C@@]1(O[C@H](C\C=C/CCCCCCCC)CC(=O)O[C@H](C\C=C/CCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C34H60O9	InChI=1S/C34H60O9/c1-4-6-8-10-12-14-16-18-20-22-27(24-29(35)36)42-30(37)25-28(23-21-19-17-15-13-11-9-7-5-2)43-34-33(40)32(39)31(38)26(3)41-34/h18-21,26-28,31-34,38-40H,4-17,22-25H2,1-3H3,(H,35,36)/b20-18-,21-19-/t26-,27+,28+,31-,32+,33+,34-/m0/s1	NUJNZQOTXITDJI-YQLXRQDKSA-N	612.4237335			
BASm0036035	diRL(14:1(3-OH,5Z)/14:1(3-OH,5Z))	diRL(14:1(3-OH,5Z)/14:1(3-OH,5Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(14:1(3-OH,5Z)/14:1(3-OH,5Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of another 3-hydroxy-5Z-tetradecenoic acid.			[H][C@@]1(O[C@H](C\C=C/CCCCCCCC)CC(=O)O[C@H](C\C=C/CCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C40H70O13	InChI=1S/C40H70O13/c1-5-7-9-11-13-15-17-19-21-23-29(25-31(41)42)51-32(43)26-30(24-22-20-18-16-14-12-10-8-6-2)52-40-38(36(47)34(45)28(4)50-40)53-39-37(48)35(46)33(44)27(3)49-39/h19-22,27-30,33-40,44-48H,5-18,23-26H2,1-4H3,(H,41,42)/b21-19-,22-20-/t27-,28-,29+,30+,33-,34-,35+,36+,37+,38+,39-,40-/m0/s1	PZXFBGZILBVHOE-ZLUDECJUSA-N	758.4816423			
BASm0036036	HAA(14:1(3-OH,5Z)/14:1(3-OH,7Z))	HAA(14:1(3-OH,5Z)/14:1(3-OH,7Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(14:1(3-OH,5Z)/14:1(3-OH,7Z)), in particlular, is composed of one chain of 3-hydroxy-5Z-tetradecenoic acid linked to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid.			CCCCCCCC\C=C/C[C@@H](O)CC(=O)O[C@H](CCC\C=C/CCCCCC)CC(O)=O	C28H50O5	InChI=1S/C28H50O5/c1-3-5-7-9-11-13-15-17-19-21-25(29)23-28(32)33-26(24-27(30)31)22-20-18-16-14-12-10-8-6-4-2/h14,16-17,19,25-26,29H,3-13,15,18,20-24H2,1-2H3,(H,30,31)/b16-14-,19-17-/t25-,26-/m1/s1	HQCJBYAMEQIXIP-XWRRMRDRSA-N	466.3658247			
BASm0036037	monoRL(14:1(3-OH,5Z)/14:1(3-OH,7Z))	monoRL(14:1(3-OH,5Z)/14:1(3-OH,7Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(14:1(3-OH,5Z)/14:1(3-OH,7Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid.			[H][C@@]1(O[C@H](C\C=C/CCCCCCCC)CC(=O)O[C@H](CCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C34H60O9	InChI=1S/C34H60O9/c1-4-6-8-10-12-14-16-18-20-22-27(24-29(35)36)42-30(37)25-28(23-21-19-17-15-13-11-9-7-5-2)43-34-33(40)32(39)31(38)26(3)41-34/h14,16,19,21,26-28,31-34,38-40H,4-13,15,17-18,20,22-25H2,1-3H3,(H,35,36)/b16-14-,21-19-/t26-,27+,28+,31-,32+,33+,34-/m0/s1	ZGEZZLDDTQRXHF-DUGAPKLSSA-N	612.4237335			
BASm0036038	diRL(14:1(3-OH,5Z)/14:1(3-OH,7Z))	diRL(14:1(3-OH,5Z)/14:1(3-OH,7Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(14:1(3-OH,5Z)/14:1(3-OH,7Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](C\C=C/CCCCCCCC)CC(=O)O[C@H](CCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C40H70O13	InChI=1S/C40H70O13/c1-5-7-9-11-13-15-17-19-21-23-29(25-31(41)42)51-32(43)26-30(24-22-20-18-16-14-12-10-8-6-2)52-40-38(36(47)34(45)28(4)50-40)53-39-37(48)35(46)33(44)27(3)49-39/h15,17,20,22,27-30,33-40,44-48H,5-14,16,18-19,21,23-26H2,1-4H3,(H,41,42)/b17-15-,22-20-/t27-,28-,29+,30+,33-,34-,35+,36+,37+,38+,39-,40-/m0/s1	LZXLRRCRGWFGFP-SYNYUDHGSA-N	758.4816423			
BASm0036039	HAA(14:1(3-OH,5Z)/16:1(3-OH,9Z))	HAA(14:1(3-OH,5Z)/16:1(3-OH,9Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(14:1(3-OH,5Z)/16:1(3-OH,9Z)), in particlular, is composed of one chain of 3-hydroxy-5Z-tetradecenoic acid linked to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid.			CCCCCCCC\C=C/C[C@@H](O)CC(=O)O[C@H](CCCCC\C=C/CCCCCC)CC(O)=O	C30H54O5	InChI=1S/C30H54O5/c1-3-5-7-9-11-13-14-16-18-20-22-24-28(26-29(32)33)35-30(34)25-27(31)23-21-19-17-15-12-10-8-6-4-2/h13-14,19,21,27-28,31H,3-12,15-18,20,22-26H2,1-2H3,(H,32,33)/b14-13-,21-19-/t27-,28-/m1/s1	VTZDXNAPMPCAIB-FXILWQMNSA-N	494.3971248			
BASm0036040	monoRL(14:1(3-OH,5Z)/16:1(3-OH,9Z))	monoRL(14:1(3-OH,5Z)/16:1(3-OH,9Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(14:1(3-OH,5Z)/16:1(3-OH,9Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid.			[H][C@@]1(O[C@H](C\C=C/CCCCCCCC)CC(=O)O[C@H](CCCCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C36H64O9	InChI=1S/C36H64O9/c1-4-6-8-10-12-14-15-17-19-20-22-24-29(26-31(37)38)44-32(39)27-30(25-23-21-18-16-13-11-9-7-5-2)45-36-35(42)34(41)33(40)28(3)43-36/h14-15,21,23,28-30,33-36,40-42H,4-13,16-20,22,24-27H2,1-3H3,(H,37,38)/b15-14-,23-21-/t28-,29+,30+,33-,34+,35+,36-/m0/s1	UIRPNCHTFDIUOB-RGTNIPLXSA-N	640.4550336			
BASm0036041	diRL(14:1(3-OH,5Z)/16:1(3-OH,9Z))	diRL(14:1(3-OH,5Z)/16:1(3-OH,9Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(14:1(3-OH,5Z)/16:1(3-OH,9Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](C\C=C/CCCCCCCC)CC(=O)O[C@H](CCCCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C42H74O13	InChI=1S/C42H74O13/c1-5-7-9-11-13-15-16-18-20-21-23-25-31(27-33(43)44)53-34(45)28-32(26-24-22-19-17-14-12-10-8-6-2)54-42-40(38(49)36(47)30(4)52-42)55-41-39(50)37(48)35(46)29(3)51-41/h15-16,22,24,29-32,35-42,46-50H,5-14,17-21,23,25-28H2,1-4H3,(H,43,44)/b16-15-,24-22-/t29-,30-,31+,32+,35-,36-,37+,38+,39+,40+,41-,42-/m0/s1	IHHQAOVDEDDNHP-BWVFRGJHSA-N	786.5129424			
BASm0036042	HAA(14:1(3-OH,5Z)/6:0(3-OH))	HAA(14:1(3-OH,5Z)/6:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(14:1(3-OH,5Z)/6:0(3-OH)), in particlular, is composed of one chain of 3-hydroxy-5Z-tetradecenoic acid linked to the beta-hydroxyl group of 3-hydroxyhexanoic acid.			CCCCCCCC\C=C/C[C@@H](O)CC(=O)O[C@H](CCC)CC(O)=O	C20H36O5	InChI=1S/C20H36O5/c1-3-5-6-7-8-9-10-11-12-14-17(21)15-20(24)25-18(13-4-2)16-19(22)23/h11-12,17-18,21H,3-10,13-16H2,1-2H3,(H,22,23)/b12-11-/t17-,18-/m1/s1	VOFMRINYAJRIPQ-SKFQIZJUSA-N	356.2562743			
BASm0036043	monoRL(14:1(3-OH,5Z)/6:0(3-OH))	monoRL(14:1(3-OH,5Z)/6:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(14:1(3-OH,5Z)/6:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyhexanoic acid.			[H][C@@]1(O[C@H](C\C=C/CCCCCCCC)CC(=O)O[C@H](CCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C26H46O9	InChI=1S/C26H46O9/c1-4-6-7-8-9-10-11-12-13-15-20(17-22(29)34-19(14-5-2)16-21(27)28)35-26-25(32)24(31)23(30)18(3)33-26/h12-13,18-20,23-26,30-32H,4-11,14-17H2,1-3H3,(H,27,28)/b13-12-/t18-,19+,20+,23-,24+,25+,26-/m0/s1	HPRSPHNLKRKXRE-OEJJHEJXSA-N	502.3141831			
BASm0036044	diRL(14:1(3-OH,5Z)/6:0(3-OH))	diRL(14:1(3-OH,5Z)/6:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(14:1(3-OH,5Z)/6:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyhexanoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](C\C=C/CCCCCCCC)CC(=O)O[C@H](CCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C32H56O13	InChI=1S/C32H56O13/c1-5-7-8-9-10-11-12-13-14-16-22(18-24(35)43-21(15-6-2)17-23(33)34)44-32-30(28(39)26(37)20(4)42-32)45-31-29(40)27(38)25(36)19(3)41-31/h13-14,19-22,25-32,36-40H,5-12,15-18H2,1-4H3,(H,33,34)/b14-13-/t19-,20-,21+,22+,25-,26-,27+,28+,29+,30+,31-,32-/m0/s1	VDDIRRLFDRNWOU-SMPQSQOUSA-N	648.3720919			
BASm0036045	HAA(14:1(3-OH,5Z)/8:0(3-OH))	HAA(14:1(3-OH,5Z)/8:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(14:1(3-OH,5Z)/8:0(3-OH)), in particlular, is composed of one chain of 3-hydroxy-5Z-tetradecenoic acid linked to the beta-hydroxyl group of 3-hydroxyoctanoic acid.			CCCCCCCC\C=C/C[C@@H](O)CC(=O)O[C@H](CCCCC)CC(O)=O	C22H40O5	InChI=1S/C22H40O5/c1-3-5-7-8-9-10-11-12-14-15-19(23)17-22(26)27-20(18-21(24)25)16-13-6-4-2/h12,14,19-20,23H,3-11,13,15-18H2,1-2H3,(H,24,25)/b14-12-/t19-,20-/m1/s1	NLESGOFRENVKCF-MUTRTRFCSA-N	384.2875744			
BASm0036046	monoRL(14:1(3-OH,5Z)/8:0(3-OH))	monoRL(14:1(3-OH,5Z)/8:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(14:1(3-OH,5Z)/8:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyoctanoic acid.			[H][C@@]1(O[C@H](C\C=C/CCCCCCCC)CC(=O)O[C@H](CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C28H50O9	InChI=1S/C28H50O9/c1-4-6-8-9-10-11-12-13-15-17-22(37-28-27(34)26(33)25(32)20(3)35-28)19-24(31)36-21(18-23(29)30)16-14-7-5-2/h13,15,20-22,25-28,32-34H,4-12,14,16-19H2,1-3H3,(H,29,30)/b15-13-/t20-,21+,22+,25-,26+,27+,28-/m0/s1	XKLDOKSLAUPHFD-GNLYECSJSA-N	530.3454832			
BASm0036047	diRL(14:1(3-OH,5Z)/8:0(3-OH))	diRL(14:1(3-OH,5Z)/8:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(14:1(3-OH,5Z)/8:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyoctanoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](C\C=C/CCCCCCCC)CC(=O)O[C@H](CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C34H60O13	InChI=1S/C34H60O13/c1-5-7-9-10-11-12-13-14-16-18-24(20-26(37)45-23(19-25(35)36)17-15-8-6-2)46-34-32(30(41)28(39)22(4)44-34)47-33-31(42)29(40)27(38)21(3)43-33/h14,16,21-24,27-34,38-42H,5-13,15,17-20H2,1-4H3,(H,35,36)/b16-14-/t21-,22-,23+,24+,27-,28-,29+,30+,31+,32+,33-,34-/m0/s1	MZSWIQZCGNDGFQ-SJWBCKIQSA-N	676.403392			
BASm0036048	HAA(14:1(3-OH,7Z)/10:0(3-OH))	HAA(14:1(3-OH,7Z)/10:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(14:1(3-OH,7Z)/10:0(3-OH)), in particlular, is composed of one chain of 3-hydroxy-7Z-tetradecenoic acid linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			CCCCCCC[C@H](CC(O)=O)OC(=O)C[C@H](O)CCC\C=C/CCCCCC	C24H44O5	InChI=1S/C24H44O5/c1-3-5-7-9-10-11-12-14-15-17-21(25)19-24(28)29-22(20-23(26)27)18-16-13-8-6-4-2/h11-12,21-22,25H,3-10,13-20H2,1-2H3,(H,26,27)/b12-11-/t21-,22-/m1/s1	OZTIUXRYCGBEOR-COZHZMBOSA-N	412.3188745			
BASm0036049	monoRL(14:1(3-OH,7Z)/10:0(3-OH))	monoRL(14:1(3-OH,7Z)/10:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(14:1(3-OH,7Z)/10:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CCC\C=C/CCCCCC)CC(=O)O[C@H](CCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C30H54O9	InChI=1S/C30H54O9/c1-4-6-8-10-11-12-13-15-17-19-24(39-30-29(36)28(35)27(34)22(3)37-30)21-26(33)38-23(20-25(31)32)18-16-14-9-7-5-2/h12-13,22-24,27-30,34-36H,4-11,14-21H2,1-3H3,(H,31,32)/b13-12-/t22-,23+,24+,27-,28+,29+,30-/m0/s1	ACCQJSCHXCOXLT-ROYVYGONSA-N	558.3767833			
BASm0036050	diRL(14:1(3-OH,7Z)/10:0(3-OH))	diRL(14:1(3-OH,7Z)/10:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(14:1(3-OH,7Z)/10:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CCC\C=C/CCCCCC)CC(=O)O[C@H](CCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C36H64O13	InChI=1S/C36H64O13/c1-5-7-9-11-12-13-14-16-18-20-26(22-28(39)47-25(21-27(37)38)19-17-15-10-8-6-2)48-36-34(32(43)30(41)24(4)46-36)49-35-33(44)31(42)29(40)23(3)45-35/h13-14,23-26,29-36,40-44H,5-12,15-22H2,1-4H3,(H,37,38)/b14-13-/t23-,24-,25+,26+,29-,30-,31+,32+,33+,34+,35-,36-/m0/s1	MRWJWPURGNERDK-COTHTLQUSA-N	704.4346921			
BASm0036051	HAA(14:1(3-OH,7Z)/12:0(3-OH))	HAA(14:1(3-OH,7Z)/12:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(14:1(3-OH,7Z)/12:0(3-OH)), in particlular, is composed of one chain of 3-hydroxy-7Z-tetradecenoic acid linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			CCCCCCCCC[C@H](CC(O)=O)OC(=O)C[C@H](O)CCC\C=C/CCCCCC	C26H48O5	InChI=1S/C26H48O5/c1-3-5-7-9-11-12-14-15-17-19-23(27)21-26(30)31-24(22-25(28)29)20-18-16-13-10-8-6-4-2/h12,14,23-24,27H,3-11,13,15-22H2,1-2H3,(H,28,29)/b14-12-/t23-,24-/m1/s1	GTIYHXZVFOKHNN-AWTWAZSVSA-N	440.3501746			
BASm0036052	monoRL(14:1(3-OH,7Z)/12:0(3-OH))	monoRL(14:1(3-OH,7Z)/12:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(14:1(3-OH,7Z)/12:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CCC\C=C/CCCCCC)CC(=O)O[C@H](CCCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C32H58O9	InChI=1S/C32H58O9/c1-4-6-8-10-12-13-15-17-19-21-26(41-32-31(38)30(37)29(36)24(3)39-32)23-28(35)40-25(22-27(33)34)20-18-16-14-11-9-7-5-2/h13,15,24-26,29-32,36-38H,4-12,14,16-23H2,1-3H3,(H,33,34)/b15-13-/t24-,25+,26+,29-,30+,31+,32-/m0/s1	ZEOJRNRVRCSGEE-YOJNXLRWSA-N	586.4080834			
BASm0036053	diRL(14:1(3-OH,7Z)/12:0(3-OH))	diRL(14:1(3-OH,7Z)/12:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(14:1(3-OH,7Z)/12:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CCC\C=C/CCCCCC)CC(=O)O[C@H](CCCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C38H68O13	InChI=1S/C38H68O13/c1-5-7-9-11-13-14-16-18-20-22-28(24-30(41)49-27(23-29(39)40)21-19-17-15-12-10-8-6-2)50-38-36(34(45)32(43)26(4)48-38)51-37-35(46)33(44)31(42)25(3)47-37/h14,16,25-28,31-38,42-46H,5-13,15,17-24H2,1-4H3,(H,39,40)/b16-14-/t25-,26-,27+,28+,31-,32-,33+,34+,35+,36+,37-,38-/m0/s1	MBESCYHKEWZGTA-GHJXYCHCSA-N	732.4659923			
BASm0036054	HAA(14:1(3-OH,7Z)/12:1(3-OH,5Z))	HAA(14:1(3-OH,7Z)/12:1(3-OH,5Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(14:1(3-OH,7Z)/12:1(3-OH,5Z)), in particlular, is composed of one chain of 3-hydroxy-7Z-tetradecenoic acid linked to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid.			CCCCCC\C=C/CCC[C@@H](O)CC(=O)O[C@H](C\C=C/CCCCCC)CC(O)=O	C26H46O5	InChI=1S/C26H46O5/c1-3-5-7-9-11-12-14-15-17-19-23(27)21-26(30)31-24(22-25(28)29)20-18-16-13-10-8-6-4-2/h12,14,16,18,23-24,27H,3-11,13,15,17,19-22H2,1-2H3,(H,28,29)/b14-12-,18-16-/t23-,24-/m1/s1	JPMWQQXJSTYMPC-NDOBFIGSSA-N	438.3345246			
BASm0036055	monoRL(14:1(3-OH,7Z)/12:1(3-OH,5Z))	monoRL(14:1(3-OH,7Z)/12:1(3-OH,5Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(14:1(3-OH,7Z)/12:1(3-OH,5Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid.			[H][C@@]1(O[C@H](CCC\C=C/CCCCCC)CC(=O)O[C@H](C\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C32H56O9	InChI=1S/C32H56O9/c1-4-6-8-10-12-13-15-17-19-21-26(41-32-31(38)30(37)29(36)24(3)39-32)23-28(35)40-25(22-27(33)34)20-18-16-14-11-9-7-5-2/h13,15-16,18,24-26,29-32,36-38H,4-12,14,17,19-23H2,1-3H3,(H,33,34)/b15-13-,18-16-/t24-,25+,26+,29-,30+,31+,32-/m0/s1	ARSAMFQAMBAUHW-JRKZWUQPSA-N	584.3924334			
BASm0036056	diRL(14:1(3-OH,7Z)/12:1(3-OH,5Z))	diRL(14:1(3-OH,7Z)/12:1(3-OH,5Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(14:1(3-OH,7Z)/12:1(3-OH,5Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](CCC\C=C/CCCCCC)CC(=O)O[C@H](C\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C38H66O13	InChI=1S/C38H66O13/c1-5-7-9-11-13-14-16-18-20-22-28(24-30(41)49-27(23-29(39)40)21-19-17-15-12-10-8-6-2)50-38-36(34(45)32(43)26(4)48-38)51-37-35(46)33(44)31(42)25(3)47-37/h14,16-17,19,25-28,31-38,42-46H,5-13,15,18,20-24H2,1-4H3,(H,39,40)/b16-14-,19-17-/t25-,26-,27+,28+,31-,32-,33+,34+,35+,36+,37-,38-/m0/s1	DFZVWCFFXNADHF-GTKQEWLSSA-N	730.4503422			
BASm0036057	HAA(14:1(3-OH,7Z)/12:1(3-OH,6Z))	HAA(14:1(3-OH,7Z)/12:1(3-OH,6Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(14:1(3-OH,7Z)/12:1(3-OH,6Z)), in particlular, is composed of one chain of 3-hydroxy-7Z-tetradecenoic acid linked to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid.			CCCCCC\C=C/CCC[C@@H](O)CC(=O)O[C@H](CC\C=C/CCCCC)CC(O)=O	C26H46O5	InChI=1S/C26H46O5/c1-3-5-7-9-11-12-14-15-17-19-23(27)21-26(30)31-24(22-25(28)29)20-18-16-13-10-8-6-4-2/h12-14,16,23-24,27H,3-11,15,17-22H2,1-2H3,(H,28,29)/b14-12-,16-13-/t23-,24-/m1/s1	LLFFBJSWKHCCFW-WRTANJAOSA-N	438.3345246			
BASm0036058	monoRL(14:1(3-OH,7Z)/12:1(3-OH,6Z))	monoRL(14:1(3-OH,7Z)/12:1(3-OH,6Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(14:1(3-OH,7Z)/12:1(3-OH,6Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid.			[H][C@@]1(O[C@H](CCC\C=C/CCCCCC)CC(=O)O[C@H](CC\C=C/CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C32H56O9	InChI=1S/C32H56O9/c1-4-6-8-10-12-13-15-17-19-21-26(41-32-31(38)30(37)29(36)24(3)39-32)23-28(35)40-25(22-27(33)34)20-18-16-14-11-9-7-5-2/h13-16,24-26,29-32,36-38H,4-12,17-23H2,1-3H3,(H,33,34)/b15-13-,16-14-/t24-,25+,26+,29-,30+,31+,32-/m0/s1	UKLBGLYLXVQBJI-QLXYUTOKSA-N	584.3924334			
BASm0036059	diRL(14:1(3-OH,7Z)/12:1(3-OH,6Z))	diRL(14:1(3-OH,7Z)/12:1(3-OH,6Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(14:1(3-OH,7Z)/12:1(3-OH,6Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid.			[H][C@@]1(O[C@H](CCC\C=C/CCCCCC)CC(=O)O[C@H](CC\C=C/CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C38H66O13	InChI=1S/C38H66O13/c1-5-7-9-11-13-14-16-18-20-22-28(24-30(41)49-27(23-29(39)40)21-19-17-15-12-10-8-6-2)50-38-36(34(45)32(43)26(4)48-38)51-37-35(46)33(44)31(42)25(3)47-37/h14-17,25-28,31-38,42-46H,5-13,18-24H2,1-4H3,(H,39,40)/b16-14-,17-15-/t25-,26-,27+,28+,31-,32-,33+,34+,35+,36+,37-,38-/m0/s1	XXVWVPRBCASBND-PWSZEARGSA-N	730.4503422			
BASm0036060	HAA(14:1(3-OH,7Z)/14:1(3-OH,5Z))	HAA(14:1(3-OH,7Z)/14:1(3-OH,5Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(14:1(3-OH,7Z)/14:1(3-OH,5Z)), in particlular, is composed of one chain of 3-hydroxy-7Z-tetradecenoic acid linked to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid.			CCCCCCCC\C=C/C[C@H](CC(O)=O)OC(=O)C[C@H](O)CCC\C=C/CCCCCC	C28H50O5	InChI=1S/C28H50O5/c1-3-5-7-9-11-13-15-17-19-21-25(29)23-28(32)33-26(24-27(30)31)22-20-18-16-14-12-10-8-6-4-2/h13,15,18,20,25-26,29H,3-12,14,16-17,19,21-24H2,1-2H3,(H,30,31)/b15-13-,20-18-/t25-,26-/m1/s1	PTVQGGGAXOVLAN-SHGXNIIZSA-N	466.3658247			
BASm0036061	monoRL(14:1(3-OH,7Z)/14:1(3-OH,5Z))	monoRL(14:1(3-OH,7Z)/14:1(3-OH,5Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(14:1(3-OH,7Z)/14:1(3-OH,5Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid.			[H][C@@]1(O[C@H](CCC\C=C/CCCCCC)CC(=O)O[C@H](C\C=C/CCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C34H60O9	InChI=1S/C34H60O9/c1-4-6-8-10-12-14-16-18-20-22-27(24-29(35)36)42-30(37)25-28(23-21-19-17-15-13-11-9-7-5-2)43-34-33(40)32(39)31(38)26(3)41-34/h15,17-18,20,26-28,31-34,38-40H,4-14,16,19,21-25H2,1-3H3,(H,35,36)/b17-15-,20-18-/t26-,27+,28+,31-,32+,33+,34-/m0/s1	XHPXDMPEJAVIQC-ZKPRPTIZSA-N	612.4237335			
BASm0036062	diRL(14:1(3-OH,7Z)/14:1(3-OH,5Z))	diRL(14:1(3-OH,7Z)/14:1(3-OH,5Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(14:1(3-OH,7Z)/14:1(3-OH,5Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](CCC\C=C/CCCCCC)CC(=O)O[C@H](C\C=C/CCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C40H70O13	InChI=1S/C40H70O13/c1-5-7-9-11-13-15-17-19-21-23-29(25-31(41)42)51-32(43)26-30(24-22-20-18-16-14-12-10-8-6-2)52-40-38(36(47)34(45)28(4)50-40)53-39-37(48)35(46)33(44)27(3)49-39/h16,18-19,21,27-30,33-40,44-48H,5-15,17,20,22-26H2,1-4H3,(H,41,42)/b18-16-,21-19-/t27-,28-,29+,30+,33-,34-,35+,36+,37+,38+,39-,40-/m0/s1	SBBYYUVAAXKELQ-DALRXYNESA-N	758.4816423			
BASm0036063	HAA(14:1(3-OH,7Z)/14:1(3-OH,7Z))	HAA(14:1(3-OH,7Z)/14:1(3-OH,7Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(14:1(3-OH,7Z)/14:1(3-OH,7Z)), in particlular, is composed of two chains of 3-hydroxy-7Z-tetradecenoic acid.			CCCCCC\C=C/CCC[C@@H](O)CC(=O)O[C@H](CCC\C=C/CCCCCC)CC(O)=O	C28H50O5	InChI=1S/C28H50O5/c1-3-5-7-9-11-13-15-17-19-21-25(29)23-28(32)33-26(24-27(30)31)22-20-18-16-14-12-10-8-6-4-2/h13-16,25-26,29H,3-12,17-24H2,1-2H3,(H,30,31)/b15-13-,16-14-/t25-,26-/m1/s1	LYWUPKOJFIQTFJ-NETIDFGUSA-N	466.3658247			
BASm0036064	monoRL(14:1(3-OH,7Z)/14:1(3-OH,7Z))	monoRL(14:1(3-OH,7Z)/14:1(3-OH,7Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(14:1(3-OH,7Z)/14:1(3-OH,7Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of another 3-hydroxy-7Z-tetradecenoic acid.			[H][C@@]1(O[C@H](CCC\C=C/CCCCCC)CC(=O)O[C@H](CCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C34H60O9	InChI=1S/C34H60O9/c1-4-6-8-10-12-14-16-18-20-22-27(24-29(35)36)42-30(37)25-28(23-21-19-17-15-13-11-9-7-5-2)43-34-33(40)32(39)31(38)26(3)41-34/h14-17,26-28,31-34,38-40H,4-13,18-25H2,1-3H3,(H,35,36)/b16-14-,17-15-/t26-,27+,28+,31-,32+,33+,34-/m0/s1	VQPHKNUOMCRSRE-SXOYXFCHSA-N	612.4237335			
BASm0036065	diRL(14:1(3-OH,7Z)/14:1(3-OH,7Z))	diRL(14:1(3-OH,7Z)/14:1(3-OH,7Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(14:1(3-OH,7Z)/14:1(3-OH,7Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of another 3-hydroxy-7Z-tetradecenoic acid.			[H][C@@]1(O[C@H](CCC\C=C/CCCCCC)CC(=O)O[C@H](CCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C40H70O13	InChI=1S/C40H70O13/c1-5-7-9-11-13-15-17-19-21-23-29(25-31(41)42)51-32(43)26-30(24-22-20-18-16-14-12-10-8-6-2)52-40-38(36(47)34(45)28(4)50-40)53-39-37(48)35(46)33(44)27(3)49-39/h15-18,27-30,33-40,44-48H,5-14,19-26H2,1-4H3,(H,41,42)/b17-15-,18-16-/t27-,28-,29+,30+,33-,34-,35+,36+,37+,38+,39-,40-/m0/s1	QDZSPJHUUQFCIS-NLJPXAKQSA-N	758.4816423			
BASm0036066	HAA(14:1(3-OH,7Z)/16:1(3-OH,9Z))	HAA(14:1(3-OH,7Z)/16:1(3-OH,9Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(14:1(3-OH,7Z)/16:1(3-OH,9Z)), in particlular, is composed of one chain of 3-hydroxy-7Z-tetradecenoic acid linked to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid.			CCCCCC\C=C/CCCCC[C@H](CC(O)=O)OC(=O)C[C@H](O)CCC\C=C/CCCCCC	C30H54O5	InChI=1S/C30H54O5/c1-3-5-7-9-11-13-14-16-18-20-22-24-28(26-29(32)33)35-30(34)25-27(31)23-21-19-17-15-12-10-8-6-4-2/h13-15,17,27-28,31H,3-12,16,18-26H2,1-2H3,(H,32,33)/b14-13-,17-15-/t27-,28-/m1/s1	YCUSTEOXEQSFOM-AQKOMQSYSA-N	494.3971248			
BASm0036067	monoRL(14:1(3-OH,7Z)/16:1(3-OH,9Z))	monoRL(14:1(3-OH,7Z)/16:1(3-OH,9Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(14:1(3-OH,7Z)/16:1(3-OH,9Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid.			[H][C@@]1(O[C@H](CCC\C=C/CCCCCC)CC(=O)O[C@H](CCCCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C36H64O9	InChI=1S/C36H64O9/c1-4-6-8-10-12-14-15-17-19-20-22-24-29(26-31(37)38)44-32(39)27-30(25-23-21-18-16-13-11-9-7-5-2)45-36-35(42)34(41)33(40)28(3)43-36/h14-16,18,28-30,33-36,40-42H,4-13,17,19-27H2,1-3H3,(H,37,38)/b15-14-,18-16-/t28-,29+,30+,33-,34+,35+,36-/m0/s1	XJSFPAZLLQHTCD-CLHYIFRUSA-N	640.4550336			
BASm0036068	diRL(14:1(3-OH,7Z)/16:1(3-OH,9Z))	diRL(14:1(3-OH,7Z)/16:1(3-OH,9Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(14:1(3-OH,7Z)/16:1(3-OH,9Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid.			[H][C@@]1(O[C@H](CCC\C=C/CCCCCC)CC(=O)O[C@H](CCCCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C42H74O13	InChI=1S/C42H74O13/c1-5-7-9-11-13-15-16-18-20-21-23-25-31(27-33(43)44)53-34(45)28-32(26-24-22-19-17-14-12-10-8-6-2)54-42-40(38(49)36(47)30(4)52-42)55-41-39(50)37(48)35(46)29(3)51-41/h15-17,19,29-32,35-42,46-50H,5-14,18,20-28H2,1-4H3,(H,43,44)/b16-15-,19-17-/t29-,30-,31+,32+,35-,36-,37+,38+,39+,40+,41-,42-/m0/s1	YSCITQNDCURRDV-OKWZIZGBSA-N	786.5129424			
BASm0036069	HAA(14:1(3-OH,7Z)/6:0(3-OH))	HAA(14:1(3-OH,7Z)/6:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(14:1(3-OH,7Z)/6:0(3-OH)), in particlular, is composed of one chain of 3-hydroxy-7Z-tetradecenoic acid linked to the beta-hydroxyl group of 3-hydroxyhexanoic acid.			CCCCCC\C=C/CCC[C@@H](O)CC(=O)O[C@H](CCC)CC(O)=O	C20H36O5	InChI=1S/C20H36O5/c1-3-5-6-7-8-9-10-11-12-14-17(21)15-20(24)25-18(13-4-2)16-19(22)23/h9-10,17-18,21H,3-8,11-16H2,1-2H3,(H,22,23)/b10-9-/t17-,18-/m1/s1	RQVBOPQPNSHINL-ZWHYWQQASA-N	356.2562743			
BASm0036070	monoRL(14:1(3-OH,7Z)/6:0(3-OH))	monoRL(14:1(3-OH,7Z)/6:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(14:1(3-OH,7Z)/6:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyhexanoic acid.			[H][C@@]1(O[C@H](CCC\C=C/CCCCCC)CC(=O)O[C@H](CCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C26H46O9	InChI=1S/C26H46O9/c1-4-6-7-8-9-10-11-12-13-15-20(17-22(29)34-19(14-5-2)16-21(27)28)35-26-25(32)24(31)23(30)18(3)33-26/h10-11,18-20,23-26,30-32H,4-9,12-17H2,1-3H3,(H,27,28)/b11-10-/t18-,19+,20+,23-,24+,25+,26-/m0/s1	VUYBYWJLLVXZJQ-GJMXXDADSA-N	502.3141831			
BASm0036071	diRL(14:1(3-OH,7Z)/6:0(3-OH))	diRL(14:1(3-OH,7Z)/6:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(14:1(3-OH,7Z)/6:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyhexanoic acid.			[H][C@@]1(O[C@H](CCC\C=C/CCCCCC)CC(=O)O[C@H](CCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C32H56O13	InChI=1S/C32H56O13/c1-5-7-8-9-10-11-12-13-14-16-22(18-24(35)43-21(15-6-2)17-23(33)34)44-32-30(28(39)26(37)20(4)42-32)45-31-29(40)27(38)25(36)19(3)41-31/h11-12,19-22,25-32,36-40H,5-10,13-18H2,1-4H3,(H,33,34)/b12-11-/t19-,20-,21+,22+,25-,26-,27+,28+,29+,30+,31-,32-/m0/s1	FLHJTIILZSSUCJ-JUDMNUEVSA-N	648.3720919			
BASm0036072	HAA(14:1(3-OH,7Z)/8:0(3-OH))	HAA(14:1(3-OH,7Z)/8:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(14:1(3-OH,7Z)/8:0(3-OH)), in particlular, is composed of one chain of 3-hydroxy-7Z-tetradecenoic acid linked to the beta-hydroxyl group of 3-hydroxyoctanoic acid.			CCCCCC\C=C/CCC[C@@H](O)CC(=O)O[C@H](CCCCC)CC(O)=O	C22H40O5	InChI=1S/C22H40O5/c1-3-5-7-8-9-10-11-12-14-15-19(23)17-22(26)27-20(18-21(24)25)16-13-6-4-2/h10-11,19-20,23H,3-9,12-18H2,1-2H3,(H,24,25)/b11-10-/t19-,20-/m1/s1	PHDXXQKFWMPSNN-RAKWIPDMSA-N	384.2875744			
BASm0036073	monoRL(14:1(3-OH,7Z)/8:0(3-OH))	monoRL(14:1(3-OH,7Z)/8:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(14:1(3-OH,7Z)/8:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyoctanoic acid.			[H][C@@]1(O[C@H](CCC\C=C/CCCCCC)CC(=O)O[C@H](CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C28H50O9	InChI=1S/C28H50O9/c1-4-6-8-9-10-11-12-13-15-17-22(37-28-27(34)26(33)25(32)20(3)35-28)19-24(31)36-21(18-23(29)30)16-14-7-5-2/h11-12,20-22,25-28,32-34H,4-10,13-19H2,1-3H3,(H,29,30)/b12-11-/t20-,21+,22+,25-,26+,27+,28-/m0/s1	SHCBPTMNRNCHJN-NWBHYULWSA-N	530.3454832			
BASm0036074	diRL(14:1(3-OH,7Z)/8:0(3-OH))	diRL(14:1(3-OH,7Z)/8:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(14:1(3-OH,7Z)/8:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyoctanoic acid.			[H][C@@]1(O[C@H](CCC\C=C/CCCCCC)CC(=O)O[C@H](CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C34H60O13	InChI=1S/C34H60O13/c1-5-7-9-10-11-12-13-14-16-18-24(20-26(37)45-23(19-25(35)36)17-15-8-6-2)46-34-32(30(41)28(39)22(4)44-34)47-33-31(42)29(40)27(38)21(3)43-33/h12-13,21-24,27-34,38-42H,5-11,14-20H2,1-4H3,(H,35,36)/b13-12-/t21-,22-,23+,24+,27-,28-,29+,30+,31+,32+,33-,34-/m0/s1	WHZSBSSFEPUGFD-WLROWYJFSA-N	676.403392			
BASm0036075	HAA(16:1(3-OH,9Z)/10:0(3-OH))	HAA(16:1(3-OH,9Z)/10:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(16:1(3-OH,9Z)/10:0(3-OH)), in particlular, is composed of one chain of 3-hydroxy-9Z-hexadecenoic acid linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			CCCCCCC[C@H](CC(O)=O)OC(=O)C[C@H](O)CCCCC\C=C/CCCCCC	C26H48O5	InChI=1S/C26H48O5/c1-3-5-7-9-10-11-12-13-14-16-17-19-23(27)21-26(30)31-24(22-25(28)29)20-18-15-8-6-4-2/h11-12,23-24,27H,3-10,13-22H2,1-2H3,(H,28,29)/b12-11-/t23-,24-/m1/s1	ACDRFVCLTBTIDK-MERUEMHMSA-N	440.3501746			
BASm0036076	monoRL(16:1(3-OH,9Z)/10:0(3-OH))	monoRL(16:1(3-OH,9Z)/10:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(16:1(3-OH,9Z)/10:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CCCCC\C=C/CCCCCC)CC(=O)O[C@H](CCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C32H58O9	InChI=1S/C32H58O9/c1-4-6-8-10-11-12-13-14-15-17-19-21-26(41-32-31(38)30(37)29(36)24(3)39-32)23-28(35)40-25(22-27(33)34)20-18-16-9-7-5-2/h12-13,24-26,29-32,36-38H,4-11,14-23H2,1-3H3,(H,33,34)/b13-12-/t24-,25+,26+,29-,30+,31+,32-/m0/s1	FQCCAFMIPYLSPH-RFGBQRIWSA-N	586.4080834			
BASm0036077	diRL(16:1(3-OH,9Z)/10:0(3-OH))	diRL(16:1(3-OH,9Z)/10:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(16:1(3-OH,9Z)/10:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CCCCC\C=C/CCCCCC)CC(=O)O[C@H](CCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C38H68O13	InChI=1S/C38H68O13/c1-5-7-9-11-12-13-14-15-16-18-20-22-28(24-30(41)49-27(23-29(39)40)21-19-17-10-8-6-2)50-38-36(34(45)32(43)26(4)48-38)51-37-35(46)33(44)31(42)25(3)47-37/h13-14,25-28,31-38,42-46H,5-12,15-24H2,1-4H3,(H,39,40)/b14-13-/t25-,26-,27+,28+,31-,32-,33+,34+,35+,36+,37-,38-/m0/s1	IANAORLCLFKRBO-UEJHVAFHSA-N	732.4659923			
BASm0036078	HAA(16:1(3-OH,9Z)/12:0(3-OH))	HAA(16:1(3-OH,9Z)/12:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(16:1(3-OH,9Z)/12:0(3-OH)), in particlular, is composed of one chain of 3-hydroxy-9Z-hexadecenoic acid linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			CCCCCCCCC[C@H](CC(O)=O)OC(=O)C[C@H](O)CCCCC\C=C/CCCCCC	C28H52O5	InChI=1S/C28H52O5/c1-3-5-7-9-11-12-13-14-16-17-19-21-25(29)23-28(32)33-26(24-27(30)31)22-20-18-15-10-8-6-4-2/h12-13,25-26,29H,3-11,14-24H2,1-2H3,(H,30,31)/b13-12-/t25-,26-/m1/s1	AKCQTRSHZIPSIC-RWTCSFRNSA-N	468.3814748			
BASm0036079	monoRL(16:1(3-OH,9Z)/12:0(3-OH))	monoRL(16:1(3-OH,9Z)/12:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(16:1(3-OH,9Z)/12:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CCCCC\C=C/CCCCCC)CC(=O)O[C@H](CCCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C34H62O9	InChI=1S/C34H62O9/c1-4-6-8-10-12-13-14-15-17-19-21-23-28(43-34-33(40)32(39)31(38)26(3)41-34)25-30(37)42-27(24-29(35)36)22-20-18-16-11-9-7-5-2/h13-14,26-28,31-34,38-40H,4-12,15-25H2,1-3H3,(H,35,36)/b14-13-/t26-,27+,28+,31-,32+,33+,34-/m0/s1	ZUVFGNDRERECDL-QZPQLZBJSA-N	614.4393836			
BASm0036080	diRL(16:1(3-OH,9Z)/12:0(3-OH))	diRL(16:1(3-OH,9Z)/12:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(16:1(3-OH,9Z)/12:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CCCCC\C=C/CCCCCC)CC(=O)O[C@H](CCCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C40H72O13	InChI=1S/C40H72O13/c1-5-7-9-11-13-14-15-16-18-20-22-24-30(26-32(43)51-29(25-31(41)42)23-21-19-17-12-10-8-6-2)52-40-38(36(47)34(45)28(4)50-40)53-39-37(48)35(46)33(44)27(3)49-39/h14-15,27-30,33-40,44-48H,5-13,16-26H2,1-4H3,(H,41,42)/b15-14-/t27-,28-,29+,30+,33-,34-,35+,36+,37+,38+,39-,40-/m0/s1	AVHYBWPQJJMRFI-STVKINCKSA-N	760.4972924			
BASm0036081	HAA(16:1(3-OH,9Z)/12:1(3-OH,5Z))	HAA(16:1(3-OH,9Z)/12:1(3-OH,5Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(16:1(3-OH,9Z)/12:1(3-OH,5Z)), in particlular, is composed of one chain of 3-hydroxy-9Z-hexadecenoic acid linked to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid.			CCCCCC\C=C/CCCCC[C@@H](O)CC(=O)O[C@H](C\C=C/CCCCCC)CC(O)=O	C28H50O5	InChI=1S/C28H50O5/c1-3-5-7-9-11-12-13-14-16-17-19-21-25(29)23-28(32)33-26(24-27(30)31)22-20-18-15-10-8-6-4-2/h12-13,18,20,25-26,29H,3-11,14-17,19,21-24H2,1-2H3,(H,30,31)/b13-12-,20-18-/t25-,26-/m1/s1	KMCCOMGIAVXJKV-GTWGJCNDSA-N	466.3658247			
BASm0036082	monoRL(16:1(3-OH,9Z)/12:1(3-OH,5Z))	monoRL(16:1(3-OH,9Z)/12:1(3-OH,5Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(16:1(3-OH,9Z)/12:1(3-OH,5Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid.			[H][C@@]1(O[C@H](CCCCC\C=C/CCCCCC)CC(=O)O[C@H](C\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C34H60O9	InChI=1S/C34H60O9/c1-4-6-8-10-12-13-14-15-17-19-21-23-28(43-34-33(40)32(39)31(38)26(3)41-34)25-30(37)42-27(24-29(35)36)22-20-18-16-11-9-7-5-2/h13-14,18,20,26-28,31-34,38-40H,4-12,15-17,19,21-25H2,1-3H3,(H,35,36)/b14-13-,20-18-/t26-,27+,28+,31-,32+,33+,34-/m0/s1	UTGPGILLUYADSN-APHHFNEUSA-N	612.4237335			
BASm0036083	diRL(16:1(3-OH,9Z)/12:1(3-OH,5Z))	diRL(16:1(3-OH,9Z)/12:1(3-OH,5Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(16:1(3-OH,9Z)/12:1(3-OH,5Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](CCCCC\C=C/CCCCCC)CC(=O)O[C@H](C\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C40H70O13	InChI=1S/C40H70O13/c1-5-7-9-11-13-14-15-16-18-20-22-24-30(26-32(43)51-29(25-31(41)42)23-21-19-17-12-10-8-6-2)52-40-38(36(47)34(45)28(4)50-40)53-39-37(48)35(46)33(44)27(3)49-39/h14-15,19,21,27-30,33-40,44-48H,5-13,16-18,20,22-26H2,1-4H3,(H,41,42)/b15-14-,21-19-/t27-,28-,29+,30+,33-,34-,35+,36+,37+,38+,39-,40-/m0/s1	KAOUVOFYPFUBEA-JJBQIKKVSA-N	758.4816423			
BASm0036084	HAA(16:1(3-OH,9Z)/12:1(3-OH,6Z))	HAA(16:1(3-OH,9Z)/12:1(3-OH,6Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(16:1(3-OH,9Z)/12:1(3-OH,6Z)), in particlular, is composed of one chain of 3-hydroxy-9Z-hexadecenoic acid linked to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid.			CCCCCC\C=C/CCCCC[C@@H](O)CC(=O)O[C@H](CC\C=C/CCCCC)CC(O)=O	C28H50O5	InChI=1S/C28H50O5/c1-3-5-7-9-11-12-13-14-16-17-19-21-25(29)23-28(32)33-26(24-27(30)31)22-20-18-15-10-8-6-4-2/h12-13,15,18,25-26,29H,3-11,14,16-17,19-24H2,1-2H3,(H,30,31)/b13-12-,18-15-/t25-,26-/m1/s1	WWYVYJXNNXUDFP-XZPUYCCYSA-N	466.3658247			
BASm0036085	monoRL(16:1(3-OH,9Z)/12:1(3-OH,6Z))	monoRL(16:1(3-OH,9Z)/12:1(3-OH,6Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(16:1(3-OH,9Z)/12:1(3-OH,6Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid.			[H][C@@]1(O[C@H](CCCCC\C=C/CCCCCC)CC(=O)O[C@H](CC\C=C/CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C34H60O9	InChI=1S/C34H60O9/c1-4-6-8-10-12-13-14-15-17-19-21-23-28(43-34-33(40)32(39)31(38)26(3)41-34)25-30(37)42-27(24-29(35)36)22-20-18-16-11-9-7-5-2/h13-14,16,18,26-28,31-34,38-40H,4-12,15,17,19-25H2,1-3H3,(H,35,36)/b14-13-,18-16-/t26-,27+,28+,31-,32+,33+,34-/m0/s1	KNLPXUPTOCPGFS-LKHCKSMWSA-N	612.4237335			
BASm0036086	diRL(16:1(3-OH,9Z)/12:1(3-OH,6Z))	diRL(16:1(3-OH,9Z)/12:1(3-OH,6Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(16:1(3-OH,9Z)/12:1(3-OH,6Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid.			[H][C@@]1(O[C@H](CCCCC\C=C/CCCCCC)CC(=O)O[C@H](CC\C=C/CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C40H70O13	InChI=1S/C40H70O13/c1-5-7-9-11-13-14-15-16-18-20-22-24-30(26-32(43)51-29(25-31(41)42)23-21-19-17-12-10-8-6-2)52-40-38(36(47)34(45)28(4)50-40)53-39-37(48)35(46)33(44)27(3)49-39/h14-15,17,19,27-30,33-40,44-48H,5-13,16,18,20-26H2,1-4H3,(H,41,42)/b15-14-,19-17-/t27-,28-,29+,30+,33-,34-,35+,36+,37+,38+,39-,40-/m0/s1	LGZXGEHFKJHDSK-DWCSBBPMSA-N	758.4816423			
BASm0036087	HAA(16:1(3-OH,9Z)/14:1(3-OH,5Z))	HAA(16:1(3-OH,9Z)/14:1(3-OH,5Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(16:1(3-OH,9Z)/14:1(3-OH,5Z)), in particlular, is composed of one chain of 3-hydroxy-9Z-hexadecenoic acid linked to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid.			CCCCCCCC\C=C/C[C@H](CC(O)=O)OC(=O)C[C@H](O)CCCCC\C=C/CCCCCC	C30H54O5	InChI=1S/C30H54O5/c1-3-5-7-9-11-13-14-16-17-19-21-23-27(31)25-30(34)35-28(26-29(32)33)24-22-20-18-15-12-10-8-6-4-2/h13-14,20,22,27-28,31H,3-12,15-19,21,23-26H2,1-2H3,(H,32,33)/b14-13-,22-20-/t27-,28-/m1/s1	VFEQQJFPZGZOGN-UZTIOLRBSA-N	494.3971248			
BASm0036088	monoRL(16:1(3-OH,9Z)/14:1(3-OH,5Z))	monoRL(16:1(3-OH,9Z)/14:1(3-OH,5Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(16:1(3-OH,9Z)/14:1(3-OH,5Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid.			[H][C@@]1(O[C@H](CCCCC\C=C/CCCCCC)CC(=O)O[C@H](C\C=C/CCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C36H64O9	InChI=1S/C36H64O9/c1-4-6-8-10-12-14-15-17-19-21-23-25-30(45-36-35(42)34(41)33(40)28(3)43-36)27-32(39)44-29(26-31(37)38)24-22-20-18-16-13-11-9-7-5-2/h14-15,20,22,28-30,33-36,40-42H,4-13,16-19,21,23-27H2,1-3H3,(H,37,38)/b15-14-,22-20-/t28-,29+,30+,33-,34+,35+,36-/m0/s1	TZKSMAYEKJRLAI-YZBZHNNBSA-N	640.4550336			
BASm0036089	diRL(16:1(3-OH,9Z)/14:1(3-OH,5Z))	diRL(16:1(3-OH,9Z)/14:1(3-OH,5Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(16:1(3-OH,9Z)/14:1(3-OH,5Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](CCCCC\C=C/CCCCCC)CC(=O)O[C@H](C\C=C/CCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C42H74O13	InChI=1S/C42H74O13/c1-5-7-9-11-13-15-16-18-20-22-24-26-32(28-34(45)53-31(27-33(43)44)25-23-21-19-17-14-12-10-8-6-2)54-42-40(38(49)36(47)30(4)52-42)55-41-39(50)37(48)35(46)29(3)51-41/h15-16,21,23,29-32,35-42,46-50H,5-14,17-20,22,24-28H2,1-4H3,(H,43,44)/b16-15-,23-21-/t29-,30-,31+,32+,35-,36-,37+,38+,39+,40+,41-,42-/m0/s1	CPOBONQSBSOYPM-DXNHOUERSA-N	786.5129424			
BASm0036090	HAA(8:0(3-OH)/8:0(3-OH))	HAA(8:0(3-OH)/8:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(8:0(3-OH)/8:0(3-OH)), in particlular, is composed of two chains of 3-hydroxyoctanoic acid.			CCCCC[C@@H](O)CC(=O)O[C@H](CCCCC)CC(O)=O	C16H30O5	InChI=1S/C16H30O5/c1-3-5-7-9-13(17)11-16(20)21-14(12-15(18)19)10-8-6-4-2/h13-14,17H,3-12H2,1-2H3,(H,18,19)/t13-,14-/m1/s1	ZDDYUVZDVHQVRW-ZIAGYGMSSA-N	302.2093241			
BASm0036091	monoRL(8:0(3-OH)/8:0(3-OH))	monoRL(8:0(3-OH)/8:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(8:0(3-OH)/8:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxyoctanoic acid whose carboxyl group is linked to the beta-hydroxyl group of another 3-hydroxyoctanoic acid.			[H][C@@]1(O[C@H](CCCCC)CC(=O)O[C@H](CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C22H40O9	InChI=1S/C22H40O9/c1-4-6-8-10-15(12-17(23)24)30-18(25)13-16(11-9-7-5-2)31-22-21(28)20(27)19(26)14(3)29-22/h14-16,19-22,26-28H,4-13H2,1-3H3,(H,23,24)/t14-,15+,16+,19-,20+,21+,22-/m0/s1	SUMUTMOEIHQXLI-IBEDSOPASA-N	448.2672329			
BASm0036092	diRL(8:0(3-OH)/8:0(3-OH))	diRL(8:0(3-OH)/8:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(8:0(3-OH)/8:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxyoctanoic acid whose carboxyl group is linked to the beta-hydroxyl group of another 3-hydroxyoctanoic acid.			[H][C@@]1(O[C@H](CCCCC)CC(=O)O[C@H](CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C28H50O13	InChI=1S/C28H50O13/c1-5-7-9-11-17(13-19(29)30)39-20(31)14-18(12-10-8-6-2)40-28-26(24(35)22(33)16(4)38-28)41-27-25(36)23(34)21(32)15(3)37-27/h15-18,21-28,32-36H,5-14H2,1-4H3,(H,29,30)/t15-,16-,17+,18+,21-,22-,23+,24+,25+,26+,27-,28-/m0/s1	CTNCHRLVUQGHTG-XBRWYCSZSA-N	594.3251417			
BASm0036093	HAA(8:0(3-OH)/6:0(3-OH))	HAA(8:0(3-OH)/6:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(8:0(3-OH)/6:0(3-OH)), in particlular, is composed of one chain of 3-hydroxyoctanoic acid linked to the beta-hydroxyl group of 3-hydroxyhexanoic acid.			CCCCC[C@@H](O)CC(=O)O[C@H](CCC)CC(O)=O	C14H26O5	InChI=1S/C14H26O5/c1-3-5-6-8-11(15)9-14(18)19-12(7-4-2)10-13(16)17/h11-12,15H,3-10H2,1-2H3,(H,16,17)/t11-,12-/m1/s1	RTFJGRWTTNLPNR-VXGBXAGGSA-N	274.1780239			
BASm0036094	monoRL(8:0(3-OH)/6:0(3-OH))	monoRL(8:0(3-OH)/6:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(8:0(3-OH)/6:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxyoctanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyhexanoic acid.			[H][C@@]1(O[C@H](CCCCC)CC(=O)O[C@H](CCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C20H36O9	InChI=1S/C20H36O9/c1-4-6-7-9-14(11-16(23)28-13(8-5-2)10-15(21)22)29-20-19(26)18(25)17(24)12(3)27-20/h12-14,17-20,24-26H,4-11H2,1-3H3,(H,21,22)/t12-,13+,14+,17-,18+,19+,20-/m0/s1	ZLCHTCHMUFDZJS-XUGWNUGZSA-N	420.2359327			
BASm0036095	diRL(8:0(3-OH)/6:0(3-OH))	diRL(8:0(3-OH)/6:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(8:0(3-OH)/6:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxyoctanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyhexanoic acid.			[H][C@@]1(O[C@H](CCCCC)CC(=O)O[C@H](CCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C26H46O13	InChI=1S/C26H46O13/c1-5-7-8-10-16(12-18(29)37-15(9-6-2)11-17(27)28)38-26-24(22(33)20(31)14(4)36-26)39-25-23(34)21(32)19(30)13(3)35-25/h13-16,19-26,30-34H,5-12H2,1-4H3,(H,27,28)/t13-,14-,15+,16+,19-,20-,21+,22+,23+,24+,25-,26-/m0/s1	JTXCZHFHSOEVRQ-TVCBQGDTSA-N	566.2938415			
BASm0036096	HAA(8:0(3-OH)/16:1(3-OH,9Z))	HAA(8:0(3-OH)/16:1(3-OH,9Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(8:0(3-OH)/16:1(3-OH,9Z)), in particlular, is composed of one chain of 3-hydroxyoctanoic acid linked to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid.			CCCCCC\C=C/CCCCC[C@H](CC(O)=O)OC(=O)C[C@H](O)CCCCC	C24H44O5	InChI=1S/C24H44O5/c1-3-5-7-8-9-10-11-12-13-14-16-18-22(20-23(26)27)29-24(28)19-21(25)17-15-6-4-2/h10-11,21-22,25H,3-9,12-20H2,1-2H3,(H,26,27)/b11-10-/t21-,22-/m1/s1	OVMQDMGZRWKMPG-JQCUGZDKSA-N	412.3188745			
BASm0036097	monoRL(8:0(3-OH)/16:1(3-OH,9Z))	monoRL(8:0(3-OH)/16:1(3-OH,9Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(8:0(3-OH)/16:1(3-OH,9Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxyoctanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid.			[H][C@@]1(O[C@H](CCCCC)CC(=O)O[C@H](CCCCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C30H54O9	InChI=1S/C30H54O9/c1-4-6-8-9-10-11-12-13-14-15-17-19-23(20-25(31)32)38-26(33)21-24(18-16-7-5-2)39-30-29(36)28(35)27(34)22(3)37-30/h11-12,22-24,27-30,34-36H,4-10,13-21H2,1-3H3,(H,31,32)/b12-11-/t22-,23+,24+,27-,28+,29+,30-/m0/s1	JVNVFOJWCWTPPP-ORMYSDTCSA-N	558.3767833			
BASm0036098	diRL(8:0(3-OH)/16:1(3-OH,9Z))	diRL(8:0(3-OH)/16:1(3-OH,9Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(8:0(3-OH)/16:1(3-OH,9Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxyoctanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid.			[H][C@@]1(O[C@H](CCCCC)CC(=O)O[C@H](CCCCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C36H64O13	InChI=1S/C36H64O13/c1-5-7-9-10-11-12-13-14-15-16-18-20-25(21-27(37)38)47-28(39)22-26(19-17-8-6-2)48-36-34(32(43)30(41)24(4)46-36)49-35-33(44)31(42)29(40)23(3)45-35/h12-13,23-26,29-36,40-44H,5-11,14-22H2,1-4H3,(H,37,38)/b13-12-/t23-,24-,25+,26+,29-,30-,31+,32+,33+,34+,35-,36-/m0/s1	OFVTUSMNOYQRLK-RTZVSJRZSA-N	704.4346921			
BASm0036099	HAA(8:0(3-OH)/14:1(3-OH,7Z))	HAA(8:0(3-OH)/14:1(3-OH,7Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(8:0(3-OH)/14:1(3-OH,7Z)), in particlular, is composed of one chain of 3-hydroxyoctanoic acid linked to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid.			CCCCCC\C=C/CCC[C@H](CC(O)=O)OC(=O)C[C@H](O)CCCCC	C22H40O5	InChI=1S/C22H40O5/c1-3-5-7-8-9-10-11-12-14-16-20(18-21(24)25)27-22(26)17-19(23)15-13-6-4-2/h10-11,19-20,23H,3-9,12-18H2,1-2H3,(H,24,25)/b11-10-/t19-,20-/m1/s1	FKXXFIOGEVMIIJ-RAKWIPDMSA-N	384.2875744			
BASm0036100	monoRL(8:0(3-OH)/14:1(3-OH,7Z))	monoRL(8:0(3-OH)/14:1(3-OH,7Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(8:0(3-OH)/14:1(3-OH,7Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxyoctanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid.			[H][C@@]1(O[C@H](CCCCC)CC(=O)O[C@H](CCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C28H50O9	InChI=1S/C28H50O9/c1-4-6-8-9-10-11-12-13-15-17-21(18-23(29)30)36-24(31)19-22(16-14-7-5-2)37-28-27(34)26(33)25(32)20(3)35-28/h11-12,20-22,25-28,32-34H,4-10,13-19H2,1-3H3,(H,29,30)/b12-11-/t20-,21+,22+,25-,26+,27+,28-/m0/s1	UZZYJSQNFWNWHX-NWBHYULWSA-N	530.3454832			
BASm0036101	diRL(8:0(3-OH)/14:1(3-OH,7Z))	diRL(8:0(3-OH)/14:1(3-OH,7Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(8:0(3-OH)/14:1(3-OH,7Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxyoctanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid.			[H][C@@]1(O[C@H](CCCCC)CC(=O)O[C@H](CCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C34H60O13	InChI=1S/C34H60O13/c1-5-7-9-10-11-12-13-14-16-18-23(19-25(35)36)45-26(37)20-24(17-15-8-6-2)46-34-32(30(41)28(39)22(4)44-34)47-33-31(42)29(40)27(38)21(3)43-33/h12-13,21-24,27-34,38-42H,5-11,14-20H2,1-4H3,(H,35,36)/b13-12-/t21-,22-,23+,24+,27-,28-,29+,30+,31+,32+,33-,34-/m0/s1	WEACSHCFHORDAX-WLROWYJFSA-N	676.403392			
BASm0036102	HAA(8:0(3-OH)/14:1(3-OH,5Z))	HAA(8:0(3-OH)/14:1(3-OH,5Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(8:0(3-OH)/14:1(3-OH,5Z)), in particlular, is composed of one chain of 3-hydroxyoctanoic acid linked to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid.			CCCCCCCC\C=C/C[C@H](CC(O)=O)OC(=O)C[C@H](O)CCCCC	C22H40O5	InChI=1S/C22H40O5/c1-3-5-7-8-9-10-11-12-14-16-20(18-21(24)25)27-22(26)17-19(23)15-13-6-4-2/h12,14,19-20,23H,3-11,13,15-18H2,1-2H3,(H,24,25)/b14-12-/t19-,20-/m1/s1	UYIRFLOMHBYRPW-MUTRTRFCSA-N	384.2875744			
BASm0036103	monoRL(8:0(3-OH)/14:1(3-OH,5Z))	monoRL(8:0(3-OH)/14:1(3-OH,5Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(8:0(3-OH)/14:1(3-OH,5Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxyoctanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid.			[H][C@@]1(O[C@H](CCCCC)CC(=O)O[C@H](C\C=C/CCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C28H50O9	InChI=1S/C28H50O9/c1-4-6-8-9-10-11-12-13-15-17-21(18-23(29)30)36-24(31)19-22(16-14-7-5-2)37-28-27(34)26(33)25(32)20(3)35-28/h13,15,20-22,25-28,32-34H,4-12,14,16-19H2,1-3H3,(H,29,30)/b15-13-/t20-,21+,22+,25-,26+,27+,28-/m0/s1	IYMCWYRQNLMZCV-GNLYECSJSA-N	530.3454832			
BASm0036104	diRL(8:0(3-OH)/14:1(3-OH,5Z))	diRL(8:0(3-OH)/14:1(3-OH,5Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(8:0(3-OH)/14:1(3-OH,5Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxyoctanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](CCCCC)CC(=O)O[C@H](C\C=C/CCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C34H60O13	InChI=1S/C34H60O13/c1-5-7-9-10-11-12-13-14-16-18-23(19-25(35)36)45-26(37)20-24(17-15-8-6-2)46-34-32(30(41)28(39)22(4)44-34)47-33-31(42)29(40)27(38)21(3)43-33/h14,16,21-24,27-34,38-42H,5-13,15,17-20H2,1-4H3,(H,35,36)/b16-14-/t21-,22-,23+,24+,27-,28-,29+,30+,31+,32+,33-,34-/m0/s1	KGSWTZQJRGAVOS-SJWBCKIQSA-N	676.403392			
BASm0036105	HAA(8:0(3-OH)/12:1(3-OH,6Z))	HAA(8:0(3-OH)/12:1(3-OH,6Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(8:0(3-OH)/12:1(3-OH,6Z)), in particlular, is composed of one chain of 3-hydroxyoctanoic acid linked to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid.			CCCCC\C=C/CC[C@H](CC(O)=O)OC(=O)C[C@H](O)CCCCC	C20H36O5	InChI=1S/C20H36O5/c1-3-5-7-8-9-10-12-14-18(16-19(22)23)25-20(24)15-17(21)13-11-6-4-2/h9-10,17-18,21H,3-8,11-16H2,1-2H3,(H,22,23)/b10-9-/t17-,18-/m1/s1	YKPIZNGFBKEYEF-ZWHYWQQASA-N	356.2562743			
BASm0036106	monoRL(8:0(3-OH)/12:1(3-OH,6Z))	monoRL(8:0(3-OH)/12:1(3-OH,6Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(8:0(3-OH)/12:1(3-OH,6Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxyoctanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid.			[H][C@@]1(O[C@H](CCCCC)CC(=O)O[C@H](CC\C=C/CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C26H46O9	InChI=1S/C26H46O9/c1-4-6-8-9-10-11-13-15-19(16-21(27)28)34-22(29)17-20(14-12-7-5-2)35-26-25(32)24(31)23(30)18(3)33-26/h10-11,18-20,23-26,30-32H,4-9,12-17H2,1-3H3,(H,27,28)/b11-10-/t18-,19+,20+,23-,24+,25+,26-/m0/s1	YDYPSPUEILTPKB-GJMXXDADSA-N	502.3141831			
BASm0036107	diRL(8:0(3-OH)/12:1(3-OH,6Z))	diRL(8:0(3-OH)/12:1(3-OH,6Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(8:0(3-OH)/12:1(3-OH,6Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxyoctanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid.			[H][C@@]1(O[C@H](CCCCC)CC(=O)O[C@H](CC\C=C/CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C32H56O13	InChI=1S/C32H56O13/c1-5-7-9-10-11-12-14-16-21(17-23(33)34)43-24(35)18-22(15-13-8-6-2)44-32-30(28(39)26(37)20(4)42-32)45-31-29(40)27(38)25(36)19(3)41-31/h11-12,19-22,25-32,36-40H,5-10,13-18H2,1-4H3,(H,33,34)/b12-11-/t19-,20-,21+,22+,25-,26-,27+,28+,29+,30+,31-,32-/m0/s1	FGTWAEIPCXEORX-JUDMNUEVSA-N	648.3720919			
BASm0036108	HAA(8:0(3-OH)/12:1(3-OH,5Z))	HAA(8:0(3-OH)/12:1(3-OH,5Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(8:0(3-OH)/12:1(3-OH,5Z)), in particlular, is composed of one chain of 3-hydroxyoctanoic acid linked to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid.			CCCCCC\C=C/C[C@H](CC(O)=O)OC(=O)C[C@H](O)CCCCC	C20H36O5	InChI=1S/C20H36O5/c1-3-5-7-8-9-10-12-14-18(16-19(22)23)25-20(24)15-17(21)13-11-6-4-2/h10,12,17-18,21H,3-9,11,13-16H2,1-2H3,(H,22,23)/b12-10-/t17-,18-/m1/s1	BCTHSYPRHTYRPR-CIAVUECRSA-N	356.2562743			
BASm0036109	monoRL(8:0(3-OH)/12:1(3-OH,5Z))	monoRL(8:0(3-OH)/12:1(3-OH,5Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(8:0(3-OH)/12:1(3-OH,5Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxyoctanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid.			[H][C@@]1(O[C@H](CCCCC)CC(=O)O[C@H](C\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C26H46O9	InChI=1S/C26H46O9/c1-4-6-8-9-10-11-13-15-19(16-21(27)28)34-22(29)17-20(14-12-7-5-2)35-26-25(32)24(31)23(30)18(3)33-26/h11,13,18-20,23-26,30-32H,4-10,12,14-17H2,1-3H3,(H,27,28)/b13-11-/t18-,19+,20+,23-,24+,25+,26-/m0/s1	JFYKOEKQXPEGCM-YOUYWNNISA-N	502.3141831			
BASm0036110	diRL(8:0(3-OH)/12:1(3-OH,5Z))	diRL(8:0(3-OH)/12:1(3-OH,5Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(8:0(3-OH)/12:1(3-OH,5Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxyoctanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](CCCCC)CC(=O)O[C@H](C\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C32H56O13	InChI=1S/C32H56O13/c1-5-7-9-10-11-12-14-16-21(17-23(33)34)43-24(35)18-22(15-13-8-6-2)44-32-30(28(39)26(37)20(4)42-32)45-31-29(40)27(38)25(36)19(3)41-31/h12,14,19-22,25-32,36-40H,5-11,13,15-18H2,1-4H3,(H,33,34)/b14-12-/t19-,20-,21+,22+,25-,26-,27+,28+,29+,30+,31-,32-/m0/s1	LEYGNCXFFVEPII-HRMIWHFASA-N	648.3720919			
BASm0036111	HAA(8:0(3-OH)/12:0(3-OH))	HAA(8:0(3-OH)/12:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(8:0(3-OH)/12:0(3-OH)), in particlular, is composed of one chain of 3-hydroxyoctanoic acid linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			CCCCCCCCC[C@H](CC(O)=O)OC(=O)C[C@H](O)CCCCC	C20H38O5	InChI=1S/C20H38O5/c1-3-5-7-8-9-10-12-14-18(16-19(22)23)25-20(24)15-17(21)13-11-6-4-2/h17-18,21H,3-16H2,1-2H3,(H,22,23)/t17-,18-/m1/s1	XAKFSYIXQWMHQC-QZTJIDSGSA-N	358.2719243			
BASm0036112	monoRL(8:0(3-OH)/12:0(3-OH))	monoRL(8:0(3-OH)/12:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(8:0(3-OH)/12:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxyoctanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CCCCC)CC(=O)O[C@H](CCCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C26H48O9	InChI=1S/C26H48O9/c1-4-6-8-9-10-11-13-15-19(16-21(27)28)34-22(29)17-20(14-12-7-5-2)35-26-25(32)24(31)23(30)18(3)33-26/h18-20,23-26,30-32H,4-17H2,1-3H3,(H,27,28)/t18-,19+,20+,23-,24+,25+,26-/m0/s1	JQSOEEUSOWXOGO-TXRCGMDISA-N	504.3298331			
BASm0036113	diRL(8:0(3-OH)/12:0(3-OH))	diRL(8:0(3-OH)/12:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(8:0(3-OH)/12:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxyoctanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CCCCC)CC(=O)O[C@H](CCCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C32H58O13	InChI=1S/C32H58O13/c1-5-7-9-10-11-12-14-16-21(17-23(33)34)43-24(35)18-22(15-13-8-6-2)44-32-30(28(39)26(37)20(4)42-32)45-31-29(40)27(38)25(36)19(3)41-31/h19-22,25-32,36-40H,5-18H2,1-4H3,(H,33,34)/t19-,20-,21+,22+,25-,26-,27+,28+,29+,30+,31-,32-/m0/s1	SODTXQPLZTTWOB-HYFZAEJMSA-N	650.3877419			
BASm0036114	HAA(8:0(3-OH)/10:0(3-OH))	HAA(8:0(3-OH)/10:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(8:0(3-OH)/10:0(3-OH)), in particlular, is composed of one chain of 3-hydroxyoctanoic acid linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			CCCCCCC[C@H](CC(O)=O)OC(=O)C[C@H](O)CCCCC	C18H34O5	InChI=1S/C18H34O5/c1-3-5-7-8-10-12-16(14-17(20)21)23-18(22)13-15(19)11-9-6-4-2/h15-16,19H,3-14H2,1-2H3,(H,20,21)/t15-,16-/m1/s1	ZWCCJFLFTKLBQU-HZPDHXFCSA-N	330.2406242			
BASm0036115	monoRL(8:0(3-OH)/10:0(3-OH))	monoRL(8:0(3-OH)/10:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(8:0(3-OH)/10:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxyoctanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CCCCC)CC(=O)O[C@H](CCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C24H44O9	InChI=1S/C24H44O9/c1-4-6-8-9-11-13-17(14-19(25)26)32-20(27)15-18(12-10-7-5-2)33-24-23(30)22(29)21(28)16(3)31-24/h16-18,21-24,28-30H,4-15H2,1-3H3,(H,25,26)/t16-,17+,18+,21-,22+,23+,24-/m0/s1	BUOVURSHNWNFHV-GBKVAAAWSA-N	476.298533			
BASm0036116	diRL(8:0(3-OH)/10:0(3-OH))	diRL(8:0(3-OH)/10:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(8:0(3-OH)/10:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxyoctanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CCCCC)CC(=O)O[C@H](CCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C30H54O13	InChI=1S/C30H54O13/c1-5-7-9-10-12-14-19(15-21(31)32)41-22(33)16-20(13-11-8-6-2)42-30-28(26(37)24(35)18(4)40-30)43-29-27(38)25(36)23(34)17(3)39-29/h17-20,23-30,34-38H,5-16H2,1-4H3,(H,31,32)/t17-,18-,19+,20+,23-,24-,25+,26+,27+,28+,29-,30-/m0/s1	NTCPPRBSBVVIBQ-AUCKXKLCSA-N	622.3564418			
BASm0036117	HAA(6:0(3-OH)/8:0(3-OH))	HAA(6:0(3-OH)/8:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(6:0(3-OH)/8:0(3-OH)), in particlular, is composed of one chain of 3-hydroxyhexanoic acid linked to the beta-hydroxyl group of 3-hydroxyoctanoic acid.			CCCCC[C@H](CC(O)=O)OC(=O)C[C@H](O)CCC	C14H26O5	InChI=1S/C14H26O5/c1-3-5-6-8-12(10-13(16)17)19-14(18)9-11(15)7-4-2/h11-12,15H,3-10H2,1-2H3,(H,16,17)/t11-,12-/m1/s1	PMNQXRAKEOBUIC-VXGBXAGGSA-N	274.1780239			
BASm0036118	monoRL(6:0(3-OH)/8:0(3-OH))	monoRL(6:0(3-OH)/8:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(6:0(3-OH)/8:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxyhexanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyoctanoic acid.			[H][C@@]1(O[C@H](CCC)CC(=O)O[C@H](CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C20H36O9	InChI=1S/C20H36O9/c1-4-6-7-9-14(10-15(21)22)28-16(23)11-13(8-5-2)29-20-19(26)18(25)17(24)12(3)27-20/h12-14,17-20,24-26H,4-11H2,1-3H3,(H,21,22)/t12-,13+,14+,17-,18+,19+,20-/m0/s1	IKSGVSBHRDRDLI-XUGWNUGZSA-N	420.2359327			
BASm0036119	diRL(6:0(3-OH)/8:0(3-OH))	diRL(6:0(3-OH)/8:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(6:0(3-OH)/8:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxyhexanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyoctanoic acid.			[H][C@@]1(O[C@H](CCC)CC(=O)O[C@H](CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C26H46O13	InChI=1S/C26H46O13/c1-5-7-8-10-16(11-17(27)28)37-18(29)12-15(9-6-2)38-26-24(22(33)20(31)14(4)36-26)39-25-23(34)21(32)19(30)13(3)35-25/h13-16,19-26,30-34H,5-12H2,1-4H3,(H,27,28)/t13-,14-,15+,16+,19-,20-,21+,22+,23+,24+,25-,26-/m0/s1	MPCRYYKQJFVVED-TVCBQGDTSA-N	566.2938415			
BASm0036120	HAA(6:0(3-OH)/6:0(3-OH))	HAA(6:0(3-OH)/6:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(6:0(3-OH)/6:0(3-OH)), in particlular, is composed of two chains of 3-hydroxyhexanoic acid.			CCC[C@@H](O)CC(=O)O[C@H](CCC)CC(O)=O	C12H22O5	InChI=1S/C12H22O5/c1-3-5-9(13)7-12(16)17-10(6-4-2)8-11(14)15/h9-10,13H,3-8H2,1-2H3,(H,14,15)/t9-,10-/m1/s1	CGXHNDDXCAEXIM-NXEZZACHSA-N	246.1467238			
BASm0036121	monoRL(6:0(3-OH)/6:0(3-OH))	monoRL(6:0(3-OH)/6:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(6:0(3-OH)/6:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxyhexanoic acid whose carboxyl group is linked to the beta-hydroxyl group of another 3-hydroxyhexanoic acid.			[H][C@@]1(O[C@H](CCC)CC(=O)O[C@H](CCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C18H32O9	InChI=1S/C18H32O9/c1-4-6-11(8-13(19)20)26-14(21)9-12(7-5-2)27-18-17(24)16(23)15(22)10(3)25-18/h10-12,15-18,22-24H,4-9H2,1-3H3,(H,19,20)/t10-,11+,12+,15-,16+,17+,18-/m0/s1	RRDSEKUQZQUSAW-XTZKMWRFSA-N	392.2046326			
BASm0036122	diRL(6:0(3-OH)/6:0(3-OH))	diRL(6:0(3-OH)/6:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(6:0(3-OH)/6:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxyhexanoic acid whose carboxyl group is linked to the beta-hydroxyl group of another 3-hydroxyhexanoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](CCC)CC(=O)O[C@H](CCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C24H42O13	InChI=1S/C24H42O13/c1-5-7-13(9-15(25)26)35-16(27)10-14(8-6-2)36-24-22(20(31)18(29)12(4)34-24)37-23-21(32)19(30)17(28)11(3)33-23/h11-14,17-24,28-32H,5-10H2,1-4H3,(H,25,26)/t11-,12-,13+,14+,17-,18-,19+,20+,21+,22+,23-,24-/m0/s1	XZDLSEKNFYVOEJ-FOAAKTAJSA-N	538.2625414			
BASm0036123	HAA(6:0(3-OH)/16:1(3-OH,9Z))	HAA(6:0(3-OH)/16:1(3-OH,9Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(6:0(3-OH)/16:1(3-OH,9Z)), in particlular, is composed of one chain of 3-hydroxyhexanoic acid linked to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid.			CCCCCC\C=C/CCCCC[C@H](CC(O)=O)OC(=O)C[C@H](O)CCC	C22H40O5	InChI=1S/C22H40O5/c1-3-5-6-7-8-9-10-11-12-13-14-16-20(18-21(24)25)27-22(26)17-19(23)15-4-2/h9-10,19-20,23H,3-8,11-18H2,1-2H3,(H,24,25)/b10-9-/t19-,20-/m1/s1	OSNQUEWNZNOEDM-BHGRFLGOSA-N	384.2875744			
BASm0036124	monoRL(6:0(3-OH)/16:1(3-OH,9Z))	monoRL(6:0(3-OH)/16:1(3-OH,9Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(6:0(3-OH)/16:1(3-OH,9Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxyhexanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid.			[H][C@@]1(O[C@H](CCC)CC(=O)O[C@H](CCCCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C28H50O9	InChI=1S/C28H50O9/c1-4-6-7-8-9-10-11-12-13-14-15-17-22(18-23(29)30)36-24(31)19-21(16-5-2)37-28-27(34)26(33)25(32)20(3)35-28/h10-11,20-22,25-28,32-34H,4-9,12-19H2,1-3H3,(H,29,30)/b11-10-/t20-,21+,22+,25-,26+,27+,28-/m0/s1	MNPXILMTPQGDPE-ZHNCTVNXSA-N	530.3454832			
BASm0036125	diRL(6:0(3-OH)/16:1(3-OH,9Z))	diRL(6:0(3-OH)/16:1(3-OH,9Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(6:0(3-OH)/16:1(3-OH,9Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxyhexanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid.			[H][C@@]1(O[C@H](CCC)CC(=O)O[C@H](CCCCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C34H60O13	InChI=1S/C34H60O13/c1-5-7-8-9-10-11-12-13-14-15-16-18-24(19-25(35)36)45-26(37)20-23(17-6-2)46-34-32(30(41)28(39)22(4)44-34)47-33-31(42)29(40)27(38)21(3)43-33/h11-12,21-24,27-34,38-42H,5-10,13-20H2,1-4H3,(H,35,36)/b12-11-/t21-,22-,23+,24+,27-,28-,29+,30+,31+,32+,33-,34-/m0/s1	SRCCBHGSMRECJM-CSTXFNSBSA-N	676.403392			
BASm0036126	HAA(6:0(3-OH)/14:1(3-OH,7Z))	HAA(6:0(3-OH)/14:1(3-OH,7Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(6:0(3-OH)/14:1(3-OH,7Z)), in particlular, is composed of one chain of 3-hydroxyhexanoic acid linked to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid.			CCCCCC\C=C/CCC[C@H](CC(O)=O)OC(=O)C[C@H](O)CCC	C20H36O5	InChI=1S/C20H36O5/c1-3-5-6-7-8-9-10-11-12-14-18(16-19(22)23)25-20(24)15-17(21)13-4-2/h9-10,17-18,21H,3-8,11-16H2,1-2H3,(H,22,23)/b10-9-/t17-,18-/m1/s1	UPRALAXKTMOMFR-ZWHYWQQASA-N	356.2562743			
BASm0036127	monoRL(6:0(3-OH)/14:1(3-OH,7Z))	monoRL(6:0(3-OH)/14:1(3-OH,7Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(6:0(3-OH)/14:1(3-OH,7Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxyhexanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid.			[H][C@@]1(O[C@H](CCC)CC(=O)O[C@H](CCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C26H46O9	InChI=1S/C26H46O9/c1-4-6-7-8-9-10-11-12-13-15-20(16-21(27)28)34-22(29)17-19(14-5-2)35-26-25(32)24(31)23(30)18(3)33-26/h10-11,18-20,23-26,30-32H,4-9,12-17H2,1-3H3,(H,27,28)/b11-10-/t18-,19+,20+,23-,24+,25+,26-/m0/s1	KCHCHVDCDOREJY-GJMXXDADSA-N	502.3141831			
BASm0036128	diRL(6:0(3-OH)/14:1(3-OH,7Z))	diRL(6:0(3-OH)/14:1(3-OH,7Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(6:0(3-OH)/14:1(3-OH,7Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxyhexanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-7Z-tetradecenoic acid.			[H][C@@]1(O[C@H](CCC)CC(=O)O[C@H](CCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C32H56O13	InChI=1S/C32H56O13/c1-5-7-8-9-10-11-12-13-14-16-22(17-23(33)34)43-24(35)18-21(15-6-2)44-32-30(28(39)26(37)20(4)42-32)45-31-29(40)27(38)25(36)19(3)41-31/h11-12,19-22,25-32,36-40H,5-10,13-18H2,1-4H3,(H,33,34)/b12-11-/t19-,20-,21+,22+,25-,26-,27+,28+,29+,30+,31-,32-/m0/s1	BHQNYJVYDDHLON-JUDMNUEVSA-N	648.3720919			
BASm0036129	HAA(6:0(3-OH)/14:1(3-OH,5Z))	HAA(6:0(3-OH)/14:1(3-OH,5Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(6:0(3-OH)/14:1(3-OH,5Z)), in particlular, is composed of one chain of 3-hydroxyhexanoic acid linked to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid.			CCCCCCCC\C=C/C[C@H](CC(O)=O)OC(=O)C[C@H](O)CCC	C20H36O5	InChI=1S/C20H36O5/c1-3-5-6-7-8-9-10-11-12-14-18(16-19(22)23)25-20(24)15-17(21)13-4-2/h11-12,17-18,21H,3-10,13-16H2,1-2H3,(H,22,23)/b12-11-/t17-,18-/m1/s1	XVKKURUTQXHDPZ-SKFQIZJUSA-N	356.2562743			
BASm0036130	monoRL(6:0(3-OH)/14:1(3-OH,5Z))	monoRL(6:0(3-OH)/14:1(3-OH,5Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(6:0(3-OH)/14:1(3-OH,5Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxyhexanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid.			[H][C@@]1(O[C@H](CCC)CC(=O)O[C@H](C\C=C/CCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C26H46O9	InChI=1S/C26H46O9/c1-4-6-7-8-9-10-11-12-13-15-20(16-21(27)28)34-22(29)17-19(14-5-2)35-26-25(32)24(31)23(30)18(3)33-26/h12-13,18-20,23-26,30-32H,4-11,14-17H2,1-3H3,(H,27,28)/b13-12-/t18-,19+,20+,23-,24+,25+,26-/m0/s1	NRQQTWNVNRBNOU-OEJJHEJXSA-N	502.3141831			
BASm0036131	diRL(6:0(3-OH)/14:1(3-OH,5Z))	diRL(6:0(3-OH)/14:1(3-OH,5Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(6:0(3-OH)/14:1(3-OH,5Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxyhexanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-tetradecenoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](CCC)CC(=O)O[C@H](C\C=C/CCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C32H56O13	InChI=1S/C32H56O13/c1-5-7-8-9-10-11-12-13-14-16-22(17-23(33)34)43-24(35)18-21(15-6-2)44-32-30(28(39)26(37)20(4)42-32)45-31-29(40)27(38)25(36)19(3)41-31/h13-14,19-22,25-32,36-40H,5-12,15-18H2,1-4H3,(H,33,34)/b14-13-/t19-,20-,21+,22+,25-,26-,27+,28+,29+,30+,31-,32-/m0/s1	UOHIDGAPEGHQDD-SMPQSQOUSA-N	648.3720919			
BASm0036132	HAA(6:0(3-OH)/12:1(3-OH,6Z))	HAA(6:0(3-OH)/12:1(3-OH,6Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(6:0(3-OH)/12:1(3-OH,6Z)), in particlular, is composed of one chain of 3-hydroxyhexanoic acid linked to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid.			CCCCC\C=C/CC[C@H](CC(O)=O)OC(=O)C[C@H](O)CCC	C18H32O5	InChI=1S/C18H32O5/c1-3-5-6-7-8-9-10-12-16(14-17(20)21)23-18(22)13-15(19)11-4-2/h8-9,15-16,19H,3-7,10-14H2,1-2H3,(H,20,21)/b9-8-/t15-,16-/m1/s1	BQOYLEXPKDVWFQ-NKIGNDQYSA-N	328.2249741			
BASm0036133	monoRL(6:0(3-OH)/12:1(3-OH,6Z))	monoRL(6:0(3-OH)/12:1(3-OH,6Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(6:0(3-OH)/12:1(3-OH,6Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxyhexanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid.			[H][C@@]1(O[C@H](CCC)CC(=O)O[C@H](CC\C=C/CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C24H42O9	InChI=1S/C24H42O9/c1-4-6-7-8-9-10-11-13-18(14-19(25)26)32-20(27)15-17(12-5-2)33-24-23(30)22(29)21(28)16(3)31-24/h9-10,16-18,21-24,28-30H,4-8,11-15H2,1-3H3,(H,25,26)/b10-9-/t16-,17+,18+,21-,22+,23+,24-/m0/s1	JJRQACDUGFQTAT-SFQOOMMJSA-N	474.2828829			
BASm0036134	diRL(6:0(3-OH)/12:1(3-OH,6Z))	diRL(6:0(3-OH)/12:1(3-OH,6Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(6:0(3-OH)/12:1(3-OH,6Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxyhexanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-6Z-dodecenoic acid.			[H][C@@]1(O[C@H](CCC)CC(=O)O[C@H](CC\C=C/CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C30H52O13	InChI=1S/C30H52O13/c1-5-7-8-9-10-11-12-14-20(15-21(31)32)41-22(33)16-19(13-6-2)42-30-28(26(37)24(35)18(4)40-30)43-29-27(38)25(36)23(34)17(3)39-29/h10-11,17-20,23-30,34-38H,5-9,12-16H2,1-4H3,(H,31,32)/b11-10-/t17-,18-,19+,20+,23-,24-,25+,26+,27+,28+,29-,30-/m0/s1	KGPSNETVAXXUQV-MQSREUSKSA-N	620.3407917			
BASm0036135	HAA(6:0(3-OH)/12:1(3-OH,5Z))	HAA(6:0(3-OH)/12:1(3-OH,5Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(6:0(3-OH)/12:1(3-OH,5Z)), in particlular, is composed of one chain of 3-hydroxyhexanoic acid linked to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid.			CCCCCC\C=C/C[C@H](CC(O)=O)OC(=O)C[C@H](O)CCC	C18H32O5	InChI=1S/C18H32O5/c1-3-5-6-7-8-9-10-12-16(14-17(20)21)23-18(22)13-15(19)11-4-2/h9-10,15-16,19H,3-8,11-14H2,1-2H3,(H,20,21)/b10-9-/t15-,16-/m1/s1	IKQOKPUDXKOIQH-SBKIPFDTSA-N	328.2249741			
BASm0036136	monoRL(6:0(3-OH)/12:1(3-OH,5Z))	monoRL(6:0(3-OH)/12:1(3-OH,5Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(6:0(3-OH)/12:1(3-OH,5Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxyhexanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid.			[H][C@@]1(O[C@H](CCC)CC(=O)O[C@H](C\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C24H42O9	InChI=1S/C24H42O9/c1-4-6-7-8-9-10-11-13-18(14-19(25)26)32-20(27)15-17(12-5-2)33-24-23(30)22(29)21(28)16(3)31-24/h10-11,16-18,21-24,28-30H,4-9,12-15H2,1-3H3,(H,25,26)/b11-10-/t16-,17+,18+,21-,22+,23+,24-/m0/s1	IXORTYXLYFHCGY-ABPPVISZSA-N	474.2828829			
BASm0036137	diRL(6:0(3-OH)/12:1(3-OH,5Z))	diRL(6:0(3-OH)/12:1(3-OH,5Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(6:0(3-OH)/12:1(3-OH,5Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxyhexanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxy-5Z-dodecenoic acid.			[H][C@@]1(O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)O[C@@]2([H])O[C@H](CCC)CC(=O)O[C@H](C\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C30H52O13	InChI=1S/C30H52O13/c1-5-7-8-9-10-11-12-14-20(15-21(31)32)41-22(33)16-19(13-6-2)42-30-28(26(37)24(35)18(4)40-30)43-29-27(38)25(36)23(34)17(3)39-29/h11-12,17-20,23-30,34-38H,5-10,13-16H2,1-4H3,(H,31,32)/b12-11-/t17-,18-,19+,20+,23-,24-,25+,26+,27+,28+,29-,30-/m0/s1	OKEWZBKSJOYMBS-SVUPWTSXSA-N	620.3407917			
BASm0036138	HAA(6:0(3-OH)/12:0(3-OH))	HAA(6:0(3-OH)/12:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(6:0(3-OH)/12:0(3-OH)), in particlular, is composed of one chain of 3-hydroxyhexanoic acid linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			CCCCCCCCC[C@H](CC(O)=O)OC(=O)C[C@H](O)CCC	C18H34O5	InChI=1S/C18H34O5/c1-3-5-6-7-8-9-10-12-16(14-17(20)21)23-18(22)13-15(19)11-4-2/h15-16,19H,3-14H2,1-2H3,(H,20,21)/t15-,16-/m1/s1	AQKIQADPQGNWJG-HZPDHXFCSA-N	330.2406242			
BASm0036139	monoRL(6:0(3-OH)/12:0(3-OH))	monoRL(6:0(3-OH)/12:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(6:0(3-OH)/12:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxyhexanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CCC)CC(=O)O[C@H](CCCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C24H44O9	InChI=1S/C24H44O9/c1-4-6-7-8-9-10-11-13-18(14-19(25)26)32-20(27)15-17(12-5-2)33-24-23(30)22(29)21(28)16(3)31-24/h16-18,21-24,28-30H,4-15H2,1-3H3,(H,25,26)/t16-,17+,18+,21-,22+,23+,24-/m0/s1	DDXJYOWUVBQMHF-GBKVAAAWSA-N	476.298533			
BASm0036140	diRL(6:0(3-OH)/12:0(3-OH))	diRL(6:0(3-OH)/12:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(6:0(3-OH)/12:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxyhexanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CCC)CC(=O)O[C@H](CCCCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C30H54O13	InChI=1S/C30H54O13/c1-5-7-8-9-10-11-12-14-20(15-21(31)32)41-22(33)16-19(13-6-2)42-30-28(26(37)24(35)18(4)40-30)43-29-27(38)25(36)23(34)17(3)39-29/h17-20,23-30,34-38H,5-16H2,1-4H3,(H,31,32)/t17-,18-,19+,20+,23-,24-,25+,26+,27+,28+,29-,30-/m0/s1	PJVIGEQJMFURIV-AUCKXKLCSA-N	622.3564418			
BASm0036141	HAA(6:0(3-OH)/10:0(3-OH))	HAA(6:0(3-OH)/10:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(6:0(3-OH)/10:0(3-OH)), in particlular, is composed of one chain of 3-hydroxyhexanoic acid linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			CCCCCCC[C@H](CC(O)=O)OC(=O)C[C@H](O)CCC	C16H30O5	InChI=1S/C16H30O5/c1-3-5-6-7-8-10-14(12-15(18)19)21-16(20)11-13(17)9-4-2/h13-14,17H,3-12H2,1-2H3,(H,18,19)/t13-,14-/m1/s1	RVQDNAZJUIIJDR-ZIAGYGMSSA-N	302.2093241			
BASm0036142	monoRL(6:0(3-OH)/10:0(3-OH))	monoRL(6:0(3-OH)/10:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(6:0(3-OH)/10:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxyhexanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CCC)CC(=O)O[C@H](CCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C22H40O9	InChI=1S/C22H40O9/c1-4-6-7-8-9-11-16(12-17(23)24)30-18(25)13-15(10-5-2)31-22-21(28)20(27)19(26)14(3)29-22/h14-16,19-22,26-28H,4-13H2,1-3H3,(H,23,24)/t14-,15+,16+,19-,20+,21+,22-/m0/s1	NMJZSUKTIWDHTE-IBEDSOPASA-N	448.2672329			
BASm0036143	diRL(6:0(3-OH)/10:0(3-OH))	diRL(6:0(3-OH)/10:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(6:0(3-OH)/10:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxyhexanoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxydecanoic acid.			[H][C@@]1(O[C@H](CCC)CC(=O)O[C@H](CCCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C28H50O13	InChI=1S/C28H50O13/c1-5-7-8-9-10-12-18(13-19(29)30)39-20(31)14-17(11-6-2)40-28-26(24(35)22(33)16(4)38-28)41-27-25(36)23(34)21(32)15(3)37-27/h15-18,21-28,32-36H,5-14H2,1-4H3,(H,29,30)/t15-,16-,17+,18+,21-,22-,23+,24+,25+,26+,27-,28-/m0/s1	GZOIGYFNMQVCDA-XBRWYCSZSA-N	594.3251417			
BASm0036144	HAA(16:1(3-OH,9Z)/8:0(3-OH))	HAA(16:1(3-OH,9Z)/8:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(16:1(3-OH,9Z)/8:0(3-OH)), in particlular, is composed of one chain of 3-hydroxy-9Z-hexadecenoic acid linked to the beta-hydroxyl group of 3-hydroxyoctanoic acid.			CCCCCC\C=C/CCCCC[C@@H](O)CC(=O)O[C@H](CCCCC)CC(O)=O	C24H44O5	InChI=1S/C24H44O5/c1-3-5-7-8-9-10-11-12-13-14-16-17-21(25)19-24(28)29-22(20-23(26)27)18-15-6-4-2/h10-11,21-22,25H,3-9,12-20H2,1-2H3,(H,26,27)/b11-10-/t21-,22-/m1/s1	PJYUFFQOAXCKFS-JQCUGZDKSA-N	412.3188745			
BASm0036145	monoRL(16:1(3-OH,9Z)/8:0(3-OH))	monoRL(16:1(3-OH,9Z)/8:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(16:1(3-OH,9Z)/8:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyoctanoic acid.			[H][C@@]1(O[C@H](CCCCC\C=C/CCCCCC)CC(=O)O[C@H](CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C30H54O9	InChI=1S/C30H54O9/c1-4-6-8-9-10-11-12-13-14-15-17-19-24(39-30-29(36)28(35)27(34)22(3)37-30)21-26(33)38-23(20-25(31)32)18-16-7-5-2/h11-12,22-24,27-30,34-36H,4-10,13-21H2,1-3H3,(H,31,32)/b12-11-/t22-,23+,24+,27-,28+,29+,30-/m0/s1	VHBNOIRHFPZQLG-ORMYSDTCSA-N	558.3767833			
BASm0036146	diRL(16:1(3-OH,9Z)/8:0(3-OH))	diRL(16:1(3-OH,9Z)/8:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(16:1(3-OH,9Z)/8:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyoctanoic acid.			[H][C@@]1(O[C@H](CCCCC\C=C/CCCCCC)CC(=O)O[C@H](CCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C36H64O13	InChI=1S/C36H64O13/c1-5-7-9-10-11-12-13-14-15-16-18-20-26(22-28(39)47-25(21-27(37)38)19-17-8-6-2)48-36-34(32(43)30(41)24(4)46-36)49-35-33(44)31(42)29(40)23(3)45-35/h12-13,23-26,29-36,40-44H,5-11,14-22H2,1-4H3,(H,37,38)/b13-12-/t23-,24-,25+,26+,29-,30-,31+,32+,33+,34+,35-,36-/m0/s1	IMINMELBKVIOON-RTZVSJRZSA-N	704.4346921			
BASm0036147	HAA(16:1(3-OH,9Z)/6:0(3-OH))	HAA(16:1(3-OH,9Z)/6:0(3-OH)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(16:1(3-OH,9Z)/6:0(3-OH)), in particlular, is composed of one chain of 3-hydroxy-9Z-hexadecenoic acid linked to the beta-hydroxyl group of 3-hydroxyhexanoic acid.			CCCCCC\C=C/CCCCC[C@@H](O)CC(=O)O[C@H](CCC)CC(O)=O	C22H40O5	InChI=1S/C22H40O5/c1-3-5-6-7-8-9-10-11-12-13-14-16-19(23)17-22(26)27-20(15-4-2)18-21(24)25/h9-10,19-20,23H,3-8,11-18H2,1-2H3,(H,24,25)/b10-9-/t19-,20-/m1/s1	KSVYSXLPLICEBE-BHGRFLGOSA-N	384.2875744			
BASm0036148	monoRL(16:1(3-OH,9Z)/6:0(3-OH))	monoRL(16:1(3-OH,9Z)/6:0(3-OH)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(16:1(3-OH,9Z)/6:0(3-OH)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyhexanoic acid.			[H][C@@]1(O[C@H](CCCCC\C=C/CCCCCC)CC(=O)O[C@H](CCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C28H50O9	InChI=1S/C28H50O9/c1-4-6-7-8-9-10-11-12-13-14-15-17-22(19-24(31)36-21(16-5-2)18-23(29)30)37-28-27(34)26(33)25(32)20(3)35-28/h10-11,20-22,25-28,32-34H,4-9,12-19H2,1-3H3,(H,29,30)/b11-10-/t20-,21+,22+,25-,26+,27+,28-/m0/s1	PIUHQFVFTBURSO-ZHNCTVNXSA-N	530.3454832			
BASm0036149	diRL(16:1(3-OH,9Z)/6:0(3-OH))	diRL(16:1(3-OH,9Z)/6:0(3-OH)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(16:1(3-OH,9Z)/6:0(3-OH)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of 3-hydroxyhexanoic acid.			[H][C@@]1(O[C@H](CCCCC\C=C/CCCCCC)CC(=O)O[C@H](CCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C34H60O13	InChI=1S/C34H60O13/c1-5-7-8-9-10-11-12-13-14-15-16-18-24(20-26(37)45-23(17-6-2)19-25(35)36)46-34-32(30(41)28(39)22(4)44-34)47-33-31(42)29(40)27(38)21(3)43-33/h11-12,21-24,27-34,38-42H,5-10,13-20H2,1-4H3,(H,35,36)/b12-11-/t21-,22-,23+,24+,27-,28-,29+,30+,31+,32+,33-,34-/m0/s1	HPUTYRXIMZUVRG-CSTXFNSBSA-N	676.403392			
BASm0036150	HAA(16:1(3-OH,9Z)/16:1(3-OH,9Z))	HAA(16:1(3-OH,9Z)/16:1(3-OH,9Z)) belongs to the class of compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids (HAAs). HAAs consist of two 3-hydroxy fatty acids of varying length linked to each other via the carboxyl group of the first chain and the beta-hydroxyl group of the second chain. HAAs are the precursors of rhamnolipids. HAA(16:1(3-OH,9Z)/16:1(3-OH,9Z)), in particlular, is composed of two chains of 3-hydroxy-9Z-hexadecenoic acid.			CCCCCC\C=C/CCCCC[C@@H](O)CC(=O)O[C@H](CCCCC\C=C/CCCCCC)CC(O)=O	C32H58O5	InChI=1S/C32H58O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-29(33)27-32(36)37-30(28-31(34)35)26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,29-30,33H,3-12,17-28H2,1-2H3,(H,34,35)/b15-13-,16-14-/t29-,30-/m1/s1	GQOZASXYJVFQPD-VCEWGAORSA-N	522.428425			
BASm0036151	monoRL(16:1(3-OH,9Z)/16:1(3-OH,9Z))	monoRL(16:1(3-OH,9Z)/16:1(3-OH,9Z)) belongs to the class of compounds known as monorhamnolipids (monoRLs). The monorhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of one rhamnose sugar. The other class of rhamnolipids, the dirhamnolipids, have a sugar moiety composed of two rhamnose sugars. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. monoRL(16:1(3-OH,9Z)/16:1(3-OH,9Z)), in particular, is composed of one rhamnose sugar linked to to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of another 3-hydroxy-9Z-hexadecenoic acid.			[H][C@@]1(O[C@H](CCCCC\C=C/CCCCCC)CC(=O)O[C@H](CCCCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C38H68O9	InChI=1S/C38H68O9/c1-4-6-8-10-12-14-16-18-20-22-24-26-31(28-33(39)40)46-34(41)29-32(47-38-37(44)36(43)35(42)30(3)45-38)27-25-23-21-19-17-15-13-11-9-7-5-2/h14-17,30-32,35-38,42-44H,4-13,18-29H2,1-3H3,(H,39,40)/b16-14-,17-15-/t30-,31+,32+,35-,36+,37+,38-/m0/s1	CALBHAOIALWRBH-JQMDYUEXSA-N	668.4863338			
BASm0036152	diRL(16:1(3-OH,9Z)/16:1(3-OH,9Z))	diRL(16:1(3-OH,9Z)/16:1(3-OH,9Z)) belongs to the class of compounds known as dirhamnolipids (diRLs). The dirhamnolipids is one of two main classes of rhamnolipids and consists of a fatty acyl moiety composed of a 3-(3-hydroxyalkanoyloxy)alkaloid acid (HAA) and a sugar moiety composed of two rhamnose sugars. The other class of rhamnolipids, the monorhamnolipids, have a sugar moiety composed of one rhamnose sugar. Rhamnolipids (RL) function as surfactants and virulence factors and are involved in biofilm formation and cell motility. diRL(16:1(3-OH,9Z)/16:1(3-OH,9Z)), in particular, is composed of two rhamnose sugars linked to to the beta-hydroxyl group of 3-hydroxy-9Z-hexadecenoic acid whose carboxyl group is linked to the beta-hydroxyl group of another 3-hydroxy-9Z-hexadecenoic acid.			[H][C@@]1(O[C@H](CCCCC\C=C/CCCCCC)CC(=O)O[C@H](CCCCC\C=C/CCCCCC)CC(O)=O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@]1([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	C44H78O13	InChI=1S/C44H78O13/c1-5-7-9-11-13-15-17-19-21-23-25-27-33(29-35(45)46)55-36(47)30-34(28-26-24-22-20-18-16-14-12-10-8-6-2)56-44-42(40(51)38(49)32(4)54-44)57-43-41(52)39(50)37(48)31(3)53-43/h15-18,31-34,37-44,48-52H,5-14,19-30H2,1-4H3,(H,45,46)/b17-15-,18-16-/t31-,32-,33+,34+,37-,38-,39+,40+,41+,42+,43-,44-/m0/s1	RFAPJWDULAFHFQ-RPFWONSMSA-N	814.5442426			
BASm0036153	Isolithocholic acid	Isolithocholic acid is a bile acid formed from chenodeoxycholate by bacterial action, usually conjugated with glycine or taurine. It acts as a detergent to solubilize fats for absorption and is itself absorbed. It is used as cholagogue and choleretic. A bile acid. Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g., membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues. (PMID: 11316487, 16037564, 12576301, 11907135).			[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@@H](O)CC[C@]12C	C24H40O3	InChI=1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16-,17+,18+,19-,20+,21+,23+,24-/m1/s1	SMEROWZSTRWXGI-WFVDQZAMSA-N	376.2977451		HMDB0000717	
BASm0036154	7α,12α-dihydroxy-3-oxochol-24-oyl-CoA					C46H76N7O20P3S		IJTWACNPPRLHII-ZRCMFGIISA-N	1171.40787			
BASm0036155	7α,12α-dihydroxy-3-oxochol-4-en-24-oyl-CoA					C46H72N7O18P3S		FDFKCXWWTZOOQS-ZMKLVYLHSA-N	1135.386741			
BASm0036156	12α-hydroxy-3-oxochola-4,6-dien-24-oyl-CoA					C45H68N7O19P3S		XXRCPHNWDYEHBJ-GTPBQSPTSA-N	1135.350355	134366		
BASm0036157	12α-hydroxy-3-oxochol-4-en-24-oyl-CoA					C45H68N7O21P3S		QMGRGERQNYVBIQ-KSSFSAEDSA-N	1167.340184			
BASm0036158	Isodeoxycholic acid	Isodeoxycholic acid is a human fecal bile acid. Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g., membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues. (PMID: 3667743, 11316487, 16037564, 12576301, 11907135).			[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])CCCC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCC(O)=O	C24H40O4	InChI=1S/C24H40O4/c1-14(7-10-21(27)28)16-8-9-17-22-18(13-20(26)24(16,17)3)23(2)11-5-4-6-15(23)12-19(22)25/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1	ZHCAAZIHTDCFJX-QLEQUTGBSA-N	392.2926598		HMDB0002536	
BASm0036159	3α,5α,7α,11α,21α,25α-hexahydroxy-Chenodeoxycholate-24-CoA					C45H74N7O22P3S		GCBDGZWGGQCTRL-MFZPPQLHSA-N	1189.382049			
BASm0036160	5α,7α,11α,21α,25α-pentahydroxy-3-oxochol-24-oyl-CoA					C45H74N7O22P3S		YKNFTRNGZJZNJI-ZRZGWALTSA-N	1189.382049			
BASm0036161	5α,7α,11α,21α,25α-pentahydroxy-3-oxochol-4-en-24-oyl-CoA					C46H72N7O22P3S		UFIMNMIVNQANKN-NZWCMSLJSA-N	1199.366399			
BASm0036162	5α,11α,21α,25α-tetrahydroxy-3-oxochol-4,6-dien-24-oyl-CoA					C47H72N7O23P3S		SNINQFDJRIAOKV-IRKANFLXSA-N	1227.361314			
BASm0036163	5α,11α,21α,25α-tetrahydroxy-3-oxochol-4-en-24-oyl-CoA					C46H74N7O23P3S		RMEIDBMLRNIUIX-PMOOYYJOSA-N	1217.376964			
BASm0036164	3α,5α,7α,11α,23α,28α-hexahydroxy-Chenodeoxycholate-24-CoA					C45H74N7O22P3S		MSFSEMUNOHWMIA-XAMQOYCSSA-N	1189.382049			
BASm0036165	5α,7α,11α,28α-tetrahydroxy-3-oxochol-24-oyl-CoA					C45H74N7O22P3S		MSFSEMUNOHWMIA-MOCCBEGHSA-N	1189.382049			
BASm0036166	5α,7α,11α,28α-tetrahydroxy-3-oxochol-4-en-24-oyl-CoA					C46H72N7O22P3S		TYDOZAPUOKKOSH-OBLDRMEESA-N	1199.366399			
BASm0036167	5α,11α,28α-trihydroxy-3-oxochol-4,6-dien-24-oyl-CoA					C46H70N7O22P3S		IMWZVPVYIYRAHS-OBLDRMEESA-N	1197.350749			
BASm0036168	5α,11α,28α-trihydroxy-3-oxochol-4-en-24-oyl-CoA					C46H74N7O23P3S		WTVKKGCBOCABMA-FJXHUTDBSA-N	1217.376964			
BASm0036169	5α,11α,28α-trihydroxy-3-oxochol-24-oyl-CoA					C47H76N7O23P3S		UXMANCGNAZKJAL-HCLPGAJQSA-N	1231.392614			
BASm0036170	3α,7α,10α,13α,23α,28α-hexahydroxy-Chenodeoxycholate-24-CoA					C45H74N7O22P3S		BXFLCMFUCQCMRT-VSGJNVIOSA-N	1189.382049			
BASm0036171	7α,10α,28α-trihydroxy-3-oxochol-24-oyl-CoA					C45H74N7O22P3S		BXFLCMFUCQCMRT-YIRHNVJLSA-N	1189.382049			
BASm0036172	7α,10α,28α-trihydroxy-3-oxochol-4-en-24-oyl-CoA					C46H74N7O22P3S		GGBGPWZJVOLLGY-UXAARTFBSA-N	1201.382049			
BASm0036173	10α,28α-dihydroxy-3-oxochol-4,6-dien-24-oyl-CoA					C46H73N7O22P3S		PPJRULJRKSBYRJ-KNSNEEJPSA-N	1200.374224			
BASm0036174	10α,28α-dihydroxy-3-oxochol-4-en-24-oyl-CoA					C46H76N7O23P3S		DKYXVYMWRLCFIR-SCLRIEIUSA-N	1219.392614			
BASm0036175	3α,7α,10α,13α,24α,28α-hexahydroxy-Chenodeoxycholate-24-CoA					C45H74N7O22P3S		WIYHCERHCRDVLQ-XCKDCWAISA-N	1189.382049			
BASm0036176	7α,10α,24α,28α-tetrahydroxy-3-oxochol-24-oyl-CoA					C45H74N7O22P3S		WIYHCERHCRDVLQ-VBMQETPESA-N	1189.382049			
BASm0036177	7α,10α,24α,28α-tetrahydroxy-3-oxochol-4-en-24-oyl-CoA					C46H74N7O22P3S		XIBPQCRAXUKBTN-YAHLPEQNSA-N	1201.382049			
BASm0036178	10α,24α,28α-trihydroxy-3-oxochol-4-en-24-oyl-CoA					C46H76N7O23P3S		RBKGHRWRTMHFKD-NATYXPLFSA-N	1219.392614			
BASm0036179	3α,7α,12α,15α,23α,28α-hexahydroxy-Chenodeoxycholate-24-CoA					C45H74N7O22P3S		RGRKFTCALZJZRJ-MYAKSWTJSA-N	1189.382049			
BASm0036180	7α,12α,15α,28α-tetrahydroxy-3-oxochol-24-oyl-CoA					C45H74N7O22P3S		NNLCZDCPXAVHKR-RBIVGSTLSA-N	1189.382049			
BASm0036181	7α,12α,15α,28α-tetrahydroxy-3-oxochol-4-en-24-oyl-CoA					C46H72N7O23P3S		WXWLBFPKIBUPHH-QISPVXLZSA-N	1215.361314			
BASm0036182	12α,15α,28α-trihydroxy-3-oxochol-4,6-dien-24-oyl-CoA					C45H66N7O23P3S		WDEJXUZNOADQTG-XVUGOHQISA-N	1197.314364			
BASm0036183	12α,15α,28α-trihydroxy-3-oxochol-4-en-24-oyl-CoA					C45H68N7O23P3S		IHRVLLNTNQIUEM-APRIHHDNSA-N	1199.330014			
BASm0036184	12α,15α,28α-trihydroxy-3-oxochol-24-oyl-CoA					C44H68N7O23P3S		TZOLNDWJGSCMCV-ULEFTUMNSA-N	1187.330014			
BASm0036185	3α,7α,12α,15α,24α,28α-hexahydroxy-Chenodeoxycholate-24-CoA					C45H74N7O22P3S		ANCIZTIYGKNLPJ-TUADOWSJSA-N	1189.382049			
BASm0036186	7α,12α,15α,24α,28α-pentahydroxy-3-oxochol-24-oyl-CoA					C45H74N7O22P3S		KTJHYCBHHHIZHT-VEFZJGFNSA-N	1189.382049			
BASm0036187	7α,12α,15α,24α,28α-pentahydroxy-3-oxochol-4-en-24-oyl-CoA					C46H72N7O22P3S		SYWTURHIEQFIBU-WBLSYLBASA-N	1199.366399			
BASm0036188	12α,15α,24α,28α-tetrahydroxy-3-oxochol-4,6-dien-24-oyl-CoA					C45H66N7O22P3S		UHQXYLYUAUYJQA-AZLAPEPISA-N	1181.319449			
BASm0036189	12α,15α,24α,28α-tetrahydroxy-3-oxochol-4-en-24-oyl-CoA					C45H68N7O22P3S		OLOOTCFHBGCLGD-PNILLOMLSA-N	1183.335099			
BASm0036190	12α,15α,24α,28α-tetrahydroxy-3-oxochol-24-oyl-CoA					C44H68N7O22P3S		GKUQEIQCMVTRRC-OZLKVXMMSA-N	1171.335099			
BASm0036191	3α,7α,12α,17α,23α,28α-hexahydroxy-Chenodeoxycholate-24-CoA					C45H74N7O22P3S		MCLGOCVXTRBIOW-IMWKKPOCSA-N	1189.382049			
BASm0036192	7α,12α,17α,28α-tetrahydroxy-3-oxochol-24-oyl-CoA					C45H74N7O22P3S		WBFDTUCRIODIFW-YWLSNVIMSA-N	1189.382049			
BASm0036193	7α,12α,17α,28α-tetrahydroxy-3-oxochol-4-en-24-oyl-CoA					C46H72N7O23P3S		RPDNMVIWJDNPCK-VAYLQVCNSA-N	1215.361314			
BASm0036194	12α,28α-dihydroxy-3-oxochol-4,6-dien-24-oyl-CoA					C45H66N7O24P3S		KGBWRLCJCWNOOJ-CJHSOCFASA-N	1213.309278			
BASm0036195	12α,28α-dihydroxy-3-oxochol-4-en-24-oyl-CoA					C45H68N7O24P3S		YWTOGVCORVTZMP-UKPQOVTISA-N	1215.324928			
BASm0036196	12α,28α-dihydroxy-3-oxochol-24-oyl-CoA					C44H68N7O24P3S		HGMHUULRPTXTCO-XEDOQYIZSA-N	1203.324928			
BASm0036197	3α,7α,12α,17α,24α,28α-hexahydroxy-Chenodeoxycholate-24-CoA					C45H74N7O22P3S		HYHWOIJUAGKCNL-HERWTQLQSA-N	1189.382049			
BASm0036198	7α,12α,17α,24α,28α-pentahydroxy-3-oxochol-24-oyl-CoA					C45H74N7O22P3S		DHQFSMAGFMBDOJ-POQYVXOXSA-N	1189.382049			
BASm0036199	7α,12α,17α,24α,28α-pentahydroxy-3-oxochol-4-en-24-oyl-CoA					C46H72N7O22P3S		RAUZJGPGURKXNN-LOBBKHBUSA-N	1199.366399			
BASm0036200	12α,24α,28α-trihydroxy-3-oxochol-4,6-dien-24-oyl-CoA					C45H66N7O23P3S		QTWABIAFTWCRIB-QNIAENHXSA-N	1197.314364			
BASm0036201	12α,24α,28α-trihydroxy-3-oxochol-4-en-24-oyl-CoA					C45H68N7O23P3S		BYUVZPPMVDOWJB-QPSSJOPISA-N	1199.330014			
BASm0036202	12α,24α,28α-trihydroxy-3-oxochol-24-oyl-CoA					C44H68N7O23P3S		GGURFQLISXBCGP-DKQJVXSZSA-N	1187.330014			
BASm0036203	5α,7α,15α,21α,25α-pentahydroxy-3-oxochol-24-oyl-CoA					C45H74N7O22P3S		RBDLKZCPWTUBGW-DIXFEDEWSA-N	1189.382049			
BASm0036204	5α,7α,15α,21α,25α-pentahydroxy-3-oxochol-4-en-24-oyl-CoA					C45H70N7O22P3S		BRRMYLZKWDYVAF-QXSKOHQNSA-N	1185.350749			
BASm0036205	5α,15α,21α,25α-tetrahydroxy-3-oxochol-4,6-dien-24-oyl-CoA					C45H68N7O22P3S		NUTNUSXINPNNJM-KEARQJNQSA-N	1183.335099			
BASm0036206	5α,15α,21α,25α-tetrahydroxy-3-oxochol-4-en-24-oyl-CoA					C45H72N7O22P3S		UWIMQPICZXPJFR-NKRHLZKGSA-N	1187.366399			
BASm0036207	5α,7α,15α,28α-tetrahydroxy-3-oxochol-24-oyl-CoA					C45H74N7O22P3S		HSVPNZNHQNOVGH-KYVJATHKSA-N	1189.382049			
BASm0036208	5α,7α,15α,28α-tetrahydroxy-3-oxochol-4-en-24-oyl-CoA					C45H70N7O22P3S		VJSBWHIARDWUHR-LLESZPFDSA-N	1185.350749			
BASm0036209	5α,15α,28α-trihydroxy-3-oxochol-4,6-dien-24-oyl-CoA					C45H68N7O22P3S		JQLVDJUOENLUFA-MDAVMEJVSA-N	1183.335099			
BASm0036210	5α,15α,28α-trihydroxy-3-oxochol-4-en-24-oyl-CoA					C45H72N7O22P3S		WJQJCQWLXNQBOL-DNEPZMLPSA-N	1187.366399			
BASm0036211	dTDP-L-mycarose					C17H28N2O14P2		WILFWCJMOXHLEQ-ORWDRJNOSA-N	546.1015776	27801		
BASm0036212	dTDP-D-desosamine					C18H31N3O13P2		FFPCARSBUVGIOB-BKRCCOPCSA-N	559.1332121	27948		
BASm0036213	Erythromycin	Erythromycin is a macrolide antibiotic produced by Streptomyces erythreus. It inhibits bacterial protein synthesis by binding to bacterial 50S ribosomal subunits; binding inhibits peptidyl transferase activity and interferes with translocation of amino acids during translation and assembly of proteins. Erythromycin may be bacteriostatic or bactericidal depending on the organism and drug concentration.			Cl.CNC[C@H](O)C1=CC(O)=C(O)C=C1	C9H14ClNO3	InChI=1S/C9H13NO3.ClH/c1-10-5-9(13)6-2-3-7(11)8(12)4-6;/h2-4,9-13H,5H2,1H3;1H/t9-;/m0./s1	ATADHKWKHYVBTJ-FVGYRXGTSA-N	219.066221	42355	HMDB0014344	
BASm0036214	cis-9,10-MethyleneStearoyl-CoA					C67H126O17P2		SWWPJDBKQZQQLD-JQSSDCFYSA-N	1264.847027			
BASm0036215	DG(14:0(3-OH)/17:0cycw7/0:0)	(2S)-2-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-hydroxypropyl 3-hydroxytetradecanoate is considered to be a practically insoluble (in water) and relatively neutral molecule. DG(14:0(3-OH)/17:0CYCW7C/0:0) has the chemical formula C34H64O6, and an average molecular weight of 568.88. DG(14:0(3-OH)/17:0CYCW7C/0:0) is involved in the Phospholipid Biosynthesis CL(14:0(3-OH)/17:0cycw7c/14:0(3-OH)/17:0cycw7c) Pathway.			[H][C@](CO)(COC(=O)CC(O)CCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C34H64O6	InChI=1S/C34H64O6/c1-3-5-7-9-10-11-12-15-19-23-31(36)26-34(38)39-28-32(27-35)40-33(37)24-20-16-13-14-18-22-30-25-29(30)21-17-8-6-4-2/h29-32,35-36H,3-28H2,1-2H3/t29?,30?,31?,32-/m0/s1	WFKBPGRQVWQZLI-OWXMFSIZSA-N	568.4702898			
BASm0036216	cis-9,10-Methylenehexadecanoyl-CoA					C67H126O19P2		YNKLHGUNWOYPAH-FESLJMJVSA-N	1296.836856			
BASm0036217	DG(14:0/17:0cycw7/0:0)	(2S)-2-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-hydroxypropyl tetradecanoate is considered to be a practically insoluble (in water) and relatively neutral molecule. DG(14:0/17:0CYCW7C/0:0) has the chemical formula C34H64O5, and an average molecular weight of 552.881. DG(14:0/17:0CYCW7C/0:0) is involved in the Phospholipid Biosynthesis CL(19:0cycv8c/17:0cycw7c/14:0/17:0cycw7c) Pathway.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C34H64O5	InChI=1S/C34H64O5/c1-3-5-7-9-10-11-12-13-14-17-21-25-33(36)38-29-32(28-35)39-34(37)26-22-18-15-16-20-24-31-27-30(31)23-19-8-6-4-2/h30-32,35H,3-29H2,1-2H3/t30?,31?,32-/m0/s1	GKABKXVLTHGTGX-PDZHLSQESA-N	552.4753752			
BASm0036218	PS(14:0/17:0cycw7)	2-Amino-3-{[(2R)-2-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-(tetradecanoyloxy)propyl phosphonato]oxy}propanoate is considered to be a practically insoluble (in water) and relatively neutral molecule. PS(14:0/17:0CYCW7C) has the chemical formula C37H68NO10P, and an average molecular weight of 717.923. PS(14:0/17:0CYCW7C) is involved in the Phospholipid Biosynthesis CL(16:1(9Z)/17:0cycw7c/14:0/17:0cycw7c) Pathway.			CCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC(N)C([O-])=O)OC(=O)CCCCCCCC1CC1CCCCCC	C37H68NO10P	InChI=1S/C37H70NO10P/c1-3-5-7-9-10-11-12-13-14-17-21-25-35(39)45-28-33(29-46-49(43,44)47-30-34(38)37(41)42)48-36(40)26-22-18-15-16-20-24-32-27-31(32)23-19-8-6-4-2/h31-34H,3-30,38H2,1-2H3,(H,41,42)(H,43,44)/p-2/t31?,32?,33-,34?/m1/s1	NYAPUPPHEFGVQE-IZBKTERLSA-L	717.4591816			
BASm0036219	PE(14:0/17:0cycw7)	(2-Aminoethoxy)[(2R)-2-{[8-(2-heptylcyclopropyl)octanoyl]oxy}-3-(tetradecanoyloxy)propoxy]phosphinic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PE(14:0/17:0CYCW7C) has the chemical formula C37H72NO8P, and an average molecular weight of 689.956. PE(14:0/17:0CYCW7C) is involved in multiple pathways, some of which are Phospholipid Biosynthesis CL(16:0/17:0cycw7c/14:0/16:0) Pathway, Phospholipid Biosynthesis CL(17:0cycw7c/16:0/14:0/16:0) Pathway, Phospholipid Biosynthesis CL(14:0/15:0cyclo/14:0/17:0cycw7c) Pathway, and Phospholipid Biosynthesis CL(15:0cyclo/14:0/17:0cycw7c/14:0) Pathway.			[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1([H])CC1([H])CCCCCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-3-5-7-9-10-11-12-13-14-18-22-26-36(39)43-31-35(32-45-47(41,42)44-29-28-38)46-37(40)27-23-19-15-17-21-25-34-30-33(34)24-20-16-8-6-4-2/h33-35H,3-32,38H2,1-2H3,(H,41,42)/t33?,34?,35-/m1/s1	DFYRSQZRYNPQFW-KOZIHUGVSA-N	689.4995553			
BASm0036220	CDP-DG(15:0cyclo/16:1(9Z))	CDP-DG(15:0cyclo/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0cyclo/16:1(9Z)), in particular, consists of two cyclo-pentadecanoic acid chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0cyclo/16:1(9Z)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C43H75N3O15P2		RSKSWDXVRNCIFE-WOBGLBHISA-N	935.4673427			
BASm0036221	DG(15:0cyclo/17:0cycw7/0:0)	DG(15:0cyclo/17:0cycw7/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0cyclo/17:0cycw7/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.			[H][C@](CO)(COC(=O)CCCCCCCC1CC1CCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C35H64O5	InChI=1S/C35H64O5/c1-3-5-7-14-20-31-26-32(31)22-16-11-9-13-18-24-35(38)40-33(27-36)28-39-34(37)23-17-12-8-10-15-21-30-25-29(30)19-6-4-2/h29-33,36H,3-28H2,1-2H3/t29?,30?,31?,32?,33-/m0/s1	XUHBTVJGAHHTNG-HUFZRYMBSA-N	564.4753752			
BASm0036222	CDP-DG(15:0cyclo/17:0cycw7)	CDP-DG(15:0cyclo/17:0cycw7) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0cyclo/17:0cycw7), in particular, consists of two cyclo-pentadecanoic acid chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0cyclo/17:0cycw7) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.			CCCCCCC1CC2CCCCCCCC(=O)O[C@@H]3COC(=O)CCCCCCCC(CC2CCCC)[C@@H](O[C@H](COP(O)(=O)OP(O)(=O)OC3)[C@@H](O)[C@H]1O)N1C=CC(N)=NC1=O	C44H77N3O15P2	InChI=1S/C44H77N3O15P2/c1-3-5-7-14-21-34-27-33-20-15-10-8-13-18-24-40(49)60-36-29-57-39(48)23-17-12-9-11-16-22-35(28-32(33)19-6-4-2)43(47-26-25-38(45)46-44(47)52)61-37(42(51)41(34)50)31-59-64(55,56)62-63(53,54)58-30-36/h25-26,32-37,41-43,50-51H,3-24,27-31H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/t32?,33?,34?,35?,36-,37-,41+,42-,43-/m1/s1	ZCHGVCTVIPBUDZ-QWIQQBLCSA-N	949.4829928			
BASm0036223	CDP-DG(15:0cyclo/18:1(9Z))	CDP-DG(15:0cyclo/18:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0cyclo/18:1(9Z)), in particular, consists of two cyclo-pentadecanoic acid chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0cyclo/18:1(9Z)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C45H79N3O15P2		QNJWSGVGHXDAPZ-AJRNVYFVSA-N	963.4986429			
BASm0036224	DG(15:0cyclo/19:0cycw8/0:0)	DG(15:0cyclo/19:0cycw8/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:0cyclo/19:0cycw8/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C37H68O5		GRXWQUMEAQSKPV-LMBHXRIZSA-N	592.5066753			
BASm0036225	PGP(15:0cyclo/19:0cycw8)	PGP(15:0cyclo/19:0cycw8) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0cyclo/19:0cycw8), in particular, consists of one cyclo-pentadecanoic acid chain to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C40H76O13P2		RJEHSKKHLFTUTK-GWHWHECRSA-N	826.4761165			
BASm0036226	PG(15:0cyclo/19:0cycw8)	PG(15:0cyclo/19:0cycw8) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0cyclo/19:0cycw8), in particular, consists of one cyclo-pentadecanoic acid chain to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C40H75O10P		IZSUJACPPBQGRW-GWHWHECRSA-N	746.5097856			
BASm0036227	PGP(16:0/15:0cyclo)	PGP(16:0/15:0cyclo) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/15:0cyclo), in particular, consists of one hexadecanoyl chain to the C-1 atom, and one cyclo-pentadecanoic acid to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C37H72O13P2		CBWSQZNPQFMMET-ZZFZTORUSA-N	786.4448164			
BASm0036228	DG(16:0/17:0cycw7/0:0)	(2S)-2-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-hydroxypropyl hexadecanoate is considered to be a practically insoluble (in water) and relatively neutral molecule. DG(16:0/17:0CYCW7C/0:0) has the chemical formula C36H68O5, and an average molecular weight of 580.935. DG(16:0/17:0CYCW7C/0:0) is involved in the Phospholipid Biosynthesis CL(18:1(9Z)/16:0/16:0/17:0cycw7c) Pathway.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C36H68O5	InChI=1S/C36H68O5/c1-3-5-7-9-10-11-12-13-14-15-16-19-23-27-35(38)40-31-34(30-37)41-36(39)28-24-20-17-18-22-26-33-29-32(33)25-21-8-6-4-2/h32-34,37H,3-31H2,1-2H3/t32?,33?,34-/m0/s1	WDLXUCGONOHSEM-PZIMRNDGSA-N	580.5066753			
BASm0036229	PGP(16:1(9Z)/10:0)	PGP(16:1(9Z)/10:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/10:0), in particular, consists of one 9Z-hexadecenoyl chain to the C-1 atom, and one decanoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C32H62O13P2		FCFWUFMIMFBNNM-VGIDYUOLSA-N	716.3665661			
BASm0036230	DG(16:1(9Z)/17:0cycw7/0:0)	(2S)-2-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-hydroxypropyl (9Z)-hexadec-9-enoate is considered to be a practically insoluble (in water) and relatively neutral molecule. DG(16:1(9Z)/17:0CYCW7C/0:0) has the chemical formula C36H66O5, and an average molecular weight of 578.919. DG(16:1(9Z)/17:0CYCW7C/0:0) is involved in the Phospholipid Biosynthesis CL(16:1(9Z)/17:0cycw7c/14:0/17:0cycw7c) Pathway.			[H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C36H66O5	InChI=1S/C36H66O5/c1-3-5-7-9-10-11-12-13-14-15-16-19-23-27-35(38)40-31-34(30-37)41-36(39)28-24-20-17-18-22-26-33-29-32(33)25-21-8-6-4-2/h11-12,32-34,37H,3-10,13-31H2,1-2H3/b12-11-/t32?,33?,34-/m0/s1	POBYENFYSRYJFC-GPIXZVFCSA-N	578.4910252			
BASm0036231	DG(17:0cycw7/10:0(3-OH)/0:0)	(2S)-1-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-hydroxypropan-2-yl 3-hydroxydecanoate is considered to be a practically insoluble (in water) and relatively neutral molecule. DG(17:0CYCW7C/10:0(3-OH)/0:0) has the chemical formula C30H56O6, and an average molecular weight of 512.772. DG(17:0CYCW7C/10:0(3-OH)/0:0) is involved in few pathways, which are Phospholipid Biosynthesis CL(17:0cycw7c/10:0(3-OH)/10:0/10:0) Pathway, Phospholipid Biosynthesis CL(17:0cycw7c/10:0(3-OH)/14:0/14:0) Pathway, and Phospholipid Biosynthesis CL(17:0cycw7c/10:0(3-OH)/17:0cycw7c/10:0(3-OH)) Pathway.			[H][C@](CO)(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCC	C30H56O6	InChI=1S/C30H56O6/c1-3-5-7-10-15-19-27(32)22-30(34)36-28(23-31)24-35-29(33)20-16-12-9-11-14-18-26-21-25(26)17-13-8-6-4-2/h25-28,31-32H,3-24H2,1-2H3/t25?,26?,27?,28-/m0/s1	CNARIQWQKUFSNW-OYGGZRDRSA-N	512.4076895			
BASm0036232	PGP(17:0cycw7/10:0(3-OH))	[(2S)-3-({[(2R)-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-2-[(3-hydroxydecanoyl)oxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(17:0Cycw7c/10:0(3-OH)) has the chemical formula C33H64O14P2, and an average molecular weight of 746.809. PGP(17:0Cycw7c/10:0(3-OH)) is involved in the Phospholipid Biosynthesis CL(17:0cycw7c/10:0(3-OH)/17:0cycw7c/10:0(3-OH)) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCC	C33H64O14P2	InChI=1S/C33H64O14P2/c1-3-5-7-10-15-19-29(34)22-33(37)47-31(26-46-49(41,42)45-24-30(35)23-44-48(38,39)40)25-43-32(36)20-16-12-9-11-14-18-28-21-27(28)17-13-8-6-4-2/h27-31,34-35H,3-26H2,1-2H3,(H,41,42)(H2,38,39,40)/t27?,28?,29?,30-,31+/m0/s1	DAYDWJYQZGIFHT-AIMSBCCHSA-N	746.3771307	37393		
BASm0036233	DG(17:0cycw7/12:0(3-OH)/0:0)	(2S)-1-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-hydroxypropan-2-yl 3-hydroxydodecanoate is considered to be a practically insoluble (in water) and relatively neutral molecule. DG(17:0CYCW7C/12:0(3-OH)/0:0) has the chemical formula C32H60O6, and an average molecular weight of 540.826. DG(17:0CYCW7C/12:0(3-OH)/0:0) is involved in a couple of pathways, which are Phospholipid Biosynthesis CL(17:0cycw7c/12:0(3-OH)/12:0/12:0) Pathway and Phospholipid Biosynthesis CL(17:0cycw7c/12:0(3-OH)/17:0cycw7c/12:0(3-OH)) Pathway.			[H][C@](CO)(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CC(O)CCCCCCCCC	C32H60O6	InChI=1S/C32H60O6/c1-3-5-7-9-10-13-17-21-29(34)24-32(36)38-30(25-33)26-37-31(35)22-18-14-11-12-16-20-28-23-27(28)19-15-8-6-4-2/h27-30,33-34H,3-26H2,1-2H3/t27?,28?,29?,30-/m0/s1	AXQNHWBISUUMRN-IYCLCUOYSA-N	540.4389897			
BASm0036234	DG(17:0cycw7/16:0/0:0)	(2S)-1-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-hydroxypropan-2-yl hexadecanoate is considered to be a practically insoluble (in water) and relatively neutral molecule. DG(17:0CYCW7C/16:0/0:0) has the chemical formula C36H68O5, and an average molecular weight of 580.935. DG(17:0CYCW7C/16:0/0:0) is involved in the Phospholipid Biosynthesis CL(16:0/16:0/17:0cycw7c/16:0) Pathway.			[H][C@](CO)(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C36H68O5	InChI=1S/C36H68O5/c1-3-5-7-9-10-11-12-13-14-15-16-19-24-28-36(39)41-34(30-37)31-40-35(38)27-23-20-17-18-22-26-33-29-32(33)25-21-8-6-4-2/h32-34,37H,3-31H2,1-2H3/t32?,33?,34-/m0/s1	QPNVWTFBCLXRMJ-PZIMRNDGSA-N	580.5066753			
BASm0036235	DG(17:0cycw7/16:1(9Z)/0:0)	(2S)-1-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-hydroxypropan-2-yl (9Z)-hexadec-9-enoate is considered to be a practically insoluble (in water) and relatively neutral molecule. DG(17:0CYCW7C/16:1(9Z)/0:0) has the chemical formula C36H66O5, and an average molecular weight of 578.919. DG(17:0CYCW7C/16:1(9Z)/0:0) is involved in the Phospholipid Biosynthesis CL(19:0cycv8c/16:1(9Z)/17:0cycw7c/16:1(9Z)) Pathway.			[H][C@](CO)(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C36H66O5	InChI=1S/C36H66O5/c1-3-5-7-9-10-11-12-13-14-15-16-19-24-28-36(39)41-34(30-37)31-40-35(38)27-23-20-17-18-22-26-33-29-32(33)25-21-8-6-4-2/h11-12,32-34,37H,3-10,13-31H2,1-2H3/b12-11-/t32?,33?,34-/m0/s1	JBSBSCYDBCNKFZ-GPIXZVFCSA-N	578.4910252			
BASm0036236	DG(17:0cycw7/19:0cycw8/0:0)	DG(17:0cycw7/19:0cycw8/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(17:0cycw7/19:0cycw8/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C39H72O5		XGCSVGKYZYBLEP-MPRLHPDLSA-N	620.5379754			
BASm0036237	CDP-DG(17:0cycw7/19:0cycw8)	CDP-DG(17:0cycw7/19:0cycw8) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(17:0cycw7/19:0cycw8), in particular, consists of two heptadec-9-10-cyclo-anoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(17:0cycw7/19:0cycw8) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C48H85N3O15P2		CGNBDMWRNNHPMZ-GGVARVNCSA-N	1005.545593			
BASm0036238	PS(17:0cycw7/19:0cycw8)	PS(17:0cycw7/19:0cycw8) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(17:0cycw7/19:0cycw8), in particular, consists of one heptadec-9-10-cyclo-anoyl chain to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C42H78NO10P		BUAQXQXRSZQTOC-BVIHUGQFSA-N	787.5363347			
BASm0036239	PE(17:0cycw7/19:0cycw8)	PE(17:0cycw7/19:0cycw8) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(17:0cycw7/19:0cycw8), in particular, consists of one heptadec-9-10-cyclo-anoyl chain to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C41H78NO8P		IBJOYZPCJPFXMM-AUWIYVNOSA-N	743.5465055			
BASm0036240	PG(17:0cycw7/19:0cycw8)	PG(17:0cycw7/19:0cycw8) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(17:0cycw7/19:0cycw8), in particular, consists of one heptadec-9-10-cyclo-anoyl chain to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C42H79O10P		KIUMTSWNQZNMEN-ZKSHJAJDSA-N	774.5410857			
BASm0036241	PG(18:1(11Z)/10:0)	PG(18:1(11Z)/10:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(18:1(11Z)/10:0), in particular, consists of one chain of cis-vaccenic acid at the C-1 position and one chain of capric acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC	C34H65O10P	InChI=1S/C34H65O10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-21-23-25-33(37)41-29-32(30-43-45(39,40)42-28-31(36)27-35)44-34(38)26-24-22-19-10-8-6-4-2/h12-13,31-32,35-36H,3-11,14-30H2,1-2H3,(H,39,40)/b13-12-/t31-,32+/m0/s1	HQLMJBBPIKUZIU-VDLWRXLPSA-N	664.4315353	17517		
BASm0036242	PGP(18:1(11Z)/12:0)	PGP(18:1(11Z)/12:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(11Z)/12:0), in particular, consists of one 11Z-octadecenoyl chain to the C-1 atom, and one dodecanoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C36H70O13P2		XRSPONQDAUEKQA-PVYVHHQGSA-N	772.4291663			
BASm0036243	DG(18:1(9Z)/10:0/0:0)	1-Oleoyl-2-decanoyl-sn-glycerol, also known as DG (18:1(9Z)/10:0/0:0), belongs to the class of organic compounds known as 1,2-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 2. 1-Oleoyl-2-decanoyl-sn-glycerol is considered to be a practically insoluble (in water) and relatively neutral molecule. 1-Oleoyl-2-decanoyl-sn-glycerol can be biosynthesized from oleic acid..			[H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC	C31H58O5	InChI=1S/C31H58O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-21-23-25-30(33)35-28-29(27-32)36-31(34)26-24-22-19-10-8-6-4-2/h14-15,29,32H,3-13,16-28H2,1-2H3/b15-14-/t29-/m0/s1	QORDPBOHDCIDSN-RIHFKXFCSA-N	510.428425			
BASm0036244	DG(19:0cycw8/10:0(3-OH)/0:0)	DG(19:0cycw8/10:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:0cycw8/10:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C32H60O6		ZFPCPNBTHBUAQT-IYCLCUOYSA-N	540.4389897			
BASm0036245	PS(19:0cycw8/10:0(3-OH))	PS(19:0cycw8/10:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(19:0cycw8/10:0(3-OH)), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one 3-hydroxydecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C35H66NO11P		VTWBSCORPVUSJN-DGMALUCSSA-N	707.4373489			
BASm0036246	PE(19:0cycw8/10:0(3-OH))	PE(19:0cycw8/10:0(3-OH)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:0cycw8/10:0(3-OH)), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one 3-hydroxydecanoyl to the C-2 atom. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C34H66NO9P		HHYQGOBLNVUAIA-KIHBOBKYSA-N	663.4475197			
BASm0036247	PGP(19:0cycw8/10:0(3-OH))	PGP(19:0cycw8/10:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:0cycw8/10:0(3-OH)), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one 3-hydroxydecanoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C35H68O14P2		URYALLRMWJHGNX-QOGUGHGESA-N	774.4084309			
BASm0036248	DG(19:0cycw8/12:0(3-OH)/0:0)	DG(19:0cycw8/12:0(3-OH)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:0cycw8/12:0(3-OH)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C34H64O6		SGERLVISDCXDNY-OWXMFSIZSA-N	568.4702898			
BASm0036249	CDP-DG(19:0cycw8/12:0(3-OH))	CDP-DG(19:0cycw8/12:0(3-OH)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(19:0cycw8/12:0(3-OH)), in particular, consists of two 9-(2-heptylcyclopropyl)nonanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:0cycw8/12:0(3-OH)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C43H77N3O16P2		KVBQWACVLULUMW-MWTCFJQISA-N	953.4779074			
BASm0036250	PS(19:0cycw8/12:0(3-OH))	PS(19:0cycw8/12:0(3-OH)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(19:0cycw8/12:0(3-OH)), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one 3-hydroxydodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C37H70NO11P		SLNVFXZHCHEDLW-GQGXALGXSA-N	735.4686491			
BASm0036251	PGP(19:0cycw8/12:0(3-OH))	PGP(19:0cycw8/12:0(3-OH)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:0cycw8/12:0(3-OH)), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one 3-hydroxydodecanoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C37H72O14P2		KTLGIOGDQPTNMP-BISNVOBLSA-N	802.439731			
BASm0036252	DG(19:0cycw8/15:0cyclo/0:0)	DG(19:0cycw8/15:0cyclo/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:0cycw8/15:0cyclo/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C37H68O5		YFBQBFXABVNTPH-LMBHXRIZSA-N	592.5066753			
BASm0036253	CDP-DG(19:0cycw8/15:0cyclo)	CDP-DG(19:0cycw8/15:0cyclo) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(19:0cycw8/15:0cyclo), in particular, consists of two 9-(2-heptylcyclopropyl)nonanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:0cycw8/15:0cyclo) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C46H81N3O15P2		WLYUMFYZZQWLSK-ANUIFVHRSA-N	977.5142929			
BASm0036254	PS(19:0cycw8/15:0cyclo)	PS(19:0cycw8/15:0cyclo) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(19:0cycw8/15:0cyclo), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one cyclo-pentadecanoic acid to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C40H74NO10P		DPVXRCPHYUESGN-KKRAFGMUSA-N	759.5050346			
BASm0036255	PE(19:0cycw8/15:0cyclo)	PE(19:0cycw8/15:0cyclo) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:0cycw8/15:0cyclo), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one cyclo-pentadecanoic acid to the C-2 atom. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C39H74NO8P		JFRDRAASPLOEOZ-GGTDZKDPSA-N	715.5152053			
BASm0036256	PG(19:0cycw8/15:0cyclo)	PG(19:0cycw8/15:0cyclo) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:0cycw8/15:0cyclo), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one cyclo-pentadecanoic acid to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C40H75O10P		NVYYSOPAXQCEBM-GWHWHECRSA-N	746.5097856			
BASm0036257	DG(19:0cycw8/16:0/0:0)	DG(19:0cycw8/16:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:0cycw8/16:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C38H72O5		YSLOBEIPAJHQDE-ONHAVXAHSA-N	608.5379754			
BASm0036258	CDP-DG(19:0cycw8/16:0)	CDP-DG(19:0cycw8/16:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(19:0cycw8/16:0), in particular, consists of two 9-(2-heptylcyclopropyl)nonanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:0cycw8/16:0) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C47H85N3O15P2		WOCYATJJGUNCGO-DZHRIVNQSA-N	993.545593			
BASm0036259	PS(19:0cycw8/16:0)	PS(19:0cycw8/16:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(19:0cycw8/16:0), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one hexadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C41H78NO10P		UZFVMBXSULBJRK-KBTHPEDISA-N	775.5363347			
BASm0036260	PE(19:0cycw8/16:0)	PE(19:0cycw8/16:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:0cycw8/16:0), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one hexadecanoyl to the C-2 atom. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C40H78NO8P		KOCZAKISRRIHQB-QYZZXKJTSA-N	731.5465055			
BASm0036261	DG(19:0cycw8/16:1(9Z)/0:0)	DG(19:0cycw8/16:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:0cycw8/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C38H70O5		NYMBMUIKXJHELW-BFYDURRPSA-N	606.5223254			
BASm0036262	CDP-DG(19:0cycw8/16:1(9Z))	CDP-DG(19:0cycw8/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(19:0cycw8/16:1(9Z)), in particular, consists of two 9-(2-heptylcyclopropyl)nonanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:0cycw8/16:1(9Z)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C47H83N3O15P2		HFMVICVZBLXEBE-LKVHRQNJSA-N	991.529943			
BASm0036263	PS(19:0cycw8/16:1(9Z))	PS(19:0cycw8/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(19:0cycw8/16:1(9Z)), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one 9Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C41H76NO10P		RYLRTRJFMLMEBE-JIBSXBIASA-N	773.5206846			
BASm0036264	PE(19:0cycw8/16:1(9Z))	PE(19:0cycw8/16:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(19:0cycw8/16:1(9Z)), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one 9Z-hexadecenoyl to the C-2 atom. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C40H76NO8P		OKXFLQPKISLOCF-YTIQTBINSA-N	729.5308554			
BASm0036265	PGP(19:0cycw8/16:1(9Z))	PGP(19:0cycw8/16:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:0cycw8/16:1(9Z)), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one 9Z-hexadecenoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C41H78O13P2		XFBZDRGPGRONFT-OWIVCOGVSA-N	840.4917666			
BASm0036266	PG(19:0cycw8/16:1(9Z))	PG(19:0cycw8/16:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:0cycw8/16:1(9Z)), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one 9Z-hexadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C41H77O10P		SOBXOVMVDWQBPM-OWIVCOGVSA-N	760.5254357			
BASm0036267	DG(19:0cycw8/17:0cycw7/0:0)	DG(19:0cycw8/17:0cycw7/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:0cycw8/17:0cycw7/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C39H72O5		DYOZNCFTCYNYLD-MPRLHPDLSA-N	620.5379754			
BASm0036268	CDP-DG(19:0cycw8/17:0cycw7)	CDP-DG(19:0cycw8/17:0cycw7) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(19:0cycw8/17:0cycw7), in particular, consists of two 9-(2-heptylcyclopropyl)nonanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(19:0cycw8/17:0cycw7) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C48H85N3O15P2		MFQZSVLYDFYPQL-ZMCVYILWSA-N	1005.545593			
BASm0036269	PS(19:0cycw8/17:0cycw7)	PS(19:0cycw8/17:0cycw7) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(19:0cycw8/17:0cycw7), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one heptadec-9-10-cyclo-anoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C42H78NO10P		AFORQDDGJDTGLT-BVIHUGQFSA-N	787.5363347			
BASm0036270	PE(19:0cycw8/17:0cycw7)	(2-Aminoethoxy)[(2R)-2-{[8-(2-heptylcyclopropyl)octanoyl]oxy}-3-{[8-(2-nonylcyclopropyl)octanoyl]oxy}propoxy]phosphinic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PE(19:0CYCW8C/17:0CYCW7C) has the chemical formula C43H82NO8P, and an average molecular weight of 772.102. PE(19:0CYCW8C/17:0CYCW7C) is involved in multiple pathways, some of which are Phospholipid Biosynthesis CL(19:0cycv8c/17:0cycw7c/19:0cycv8c/14:0) Pathway, Phospholipid Biosynthesis CL(18:1(9Z)/19:0cycv8c/18:1(9Z)/17:0cycw7c) Pathway, Phospholipid Biosynthesis CL(19:0cycv8c/16:0/17:0cycw7c/16:0) Pathway, and Phospholipid Biosynthesis CL(18:1(9Z)/18:1(9Z)/19:0cycv8c/17:0cycw7c) Pathway.			[H][C@@](COC(=O)CCCCCCCC1([H])CC1([H])CCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1([H])CC1([H])CCCCCCC	C43H82NO8P	InChI=1S/C43H82NO8P/c1-3-5-7-9-10-14-20-26-38-34-40(38)27-21-15-11-17-23-29-42(45)49-35-41(36-51-53(47,48)50-32-31-44)52-43(46)30-24-18-12-16-22-28-39-33-37(39)25-19-13-8-6-4-2/h37-41H,3-36,44H2,1-2H3,(H,47,48)/t37?,38?,39?,40?,41-/m1/s1	KXXOWVIGPSRNQS-CXZGRVSASA-N	771.5778056			
BASm0036271	PG(19:0cycw8/17:0cycw7)	PG(19:0cycw8/17:0cycw7) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:0cycw8/17:0cycw7), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one heptadec-9-10-cyclo-anoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C42H79O10P		JFSJRBPZKUTDPG-ZKSHJAJDSA-N	774.5410857			
BASm0036272	PG(19:1(9Z)/10:0)				CCCCCCCCC\C=C/CCCCCCCC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCCCC	C35H67O10P	InChI=1S/C35H67O10P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-21-22-24-26-34(38)42-30-33(31-44-46(40,41)43-29-32(37)28-36)45-35(39)27-25-23-20-10-8-6-4-2/h15-16,32-33,36-37H,3-14,17-31H2,1-2H3,(H,40,41)/b16-15-	JINJTHNBJRHJJY-NXVVXOECSA-N	678.4471854	17517		
BASm0036273	PG(19:1(9Z)/12:0)				CCCCCCCCCCCC(=O)OC(COC(=O)CCCCCCC\C=C/CCCCCCCCC)COP(O)(=O)OCC(O)CO	C37H71O10P	InChI=1S/C37H71O10P/c1-3-5-7-9-11-13-14-15-16-17-18-19-21-22-24-26-28-36(40)44-32-35(33-46-48(42,43)45-31-34(39)30-38)47-37(41)29-27-25-23-20-12-10-8-6-4-2/h16-17,34-35,38-39H,3-15,18-33H2,1-2H3,(H,42,43)/b17-16-	GFOCIRMDQFACRT-MSUUIHNZSA-N	706.4784855	17517		
BASm0036274	DG(22:5(7Z,10Z,13Z,16Z,19Z)/18:4(6Z,9Z,12Z,15Z)/0:0)	DG(22:5(7Z,10Z,13Z,16Z,19Z)/18:4(6Z,9Z,12Z,15Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(22:5(7Z,10Z,13Z,16Z,19Z)/18:4(6Z,9Z,12Z,15Z)/0:0), in particular, consists of one chain of docosapentaenoic acid at the C-1 position and one chain of stearidonic acid at the C-2 position. The docosapentaenoic acid moiety is derived from fish oils, while the stearidonic acid moiety is derived from seed oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCC\C=C/C\C=C/C\C=C/C\C=C/CC	C43H66O5	InChI=1S/C43H66O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-25-27-29-31-33-35-37-42(45)47-40-41(39-44)48-43(46)38-36-34-32-30-28-26-23-18-16-14-12-10-8-6-4-2/h5-8,11-14,17-19,21-23,25,27-28,30,41,44H,3-4,9-10,15-16,20,24,26,29,31-40H2,1-2H3/b7-5-,8-6-,13-11-,14-12-,19-17-,22-21-,23-18-,27-25-,30-28-/t41-/m0/s1	VMEXRXSSAVUYGA-LGYVJSTCSA-N	662.4910252		HMDB0007744	
BASm0036275	CDP-DG(22:5(7Z,10Z,13Z,16Z,19Z)/18:4(6Z,9Z,12Z,15Z))	CDP-DG(22:5(7Z,10Z,13Z,16Z,19Z)/18:4(6Z,9Z,12Z,15Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:5(7Z,10Z,13Z,16Z,19Z)/18:4(6Z,9Z,12Z,15Z)), in particular, consists of two 7Z,10Z,13Z,16Z,19Z-docosapentaenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:5(7Z,10Z,13Z,16Z,19Z)/18:4(6Z,9Z,12Z,15Z)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C52H79N3O15P2		SMPCOVYCWHLOAN-MESIRTGSSA-N	1047.498643			
BASm0036276	PS(22:5(7Z,10Z,13Z,16Z,19Z)/18:4(6Z,9Z,12Z,15Z))	PS(22:5(7Z,10Z,13Z,16Z,19Z)/18:4(6Z,9Z,12Z,15Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(22:5(7Z,10Z,13Z,16Z,19Z)/18:4(6Z,9Z,12Z,15Z)), in particular, consists of one chain of clupanodonic acid at the C-1 position and one chain of stearidonic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCC\C=C/C\C=C/C\C=C/C\C=C/CC)C(O)=O	C46H72NO10P	InChI=1S/C46H72NO10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-25-27-29-31-33-35-37-44(48)54-39-42(40-55-58(52,53)56-41-43(47)46(50)51)57-45(49)38-36-34-32-30-28-26-23-18-16-14-12-10-8-6-4-2/h5-8,11-14,17-19,21-23,25,27-28,30,42-43H,3-4,9-10,15-16,20,24,26,29,31-41,47H2,1-2H3,(H,50,51)(H,52,53)/b7-5-,8-6-,13-11-,14-12-,19-17-,22-21-,23-18-,27-25-,30-28-/t42-,43+/m1/s1	IILHYTRWCMXAJH-KZOSENNGSA-N	829.4893845	18303	HMDB0112849	
BASm0036277	PE(22:5(7Z,10Z,13Z,16Z,19Z)/18:4(6Z,9Z,12Z,15Z))	PE(22:5(7Z,10Z,13Z,16Z,19Z)/18:4(6Z,9Z,12Z,15Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(22:5(7Z,10Z,13Z,16Z,19Z)/18:4(6Z,9Z,12Z,15Z)), in particular, consists of one chain of docosapentaenoic acid at the C-1 position and one chain of stearidonic acid at the C-2 position. The docosapentaenoic acid moiety is derived from fish oils, while the stearidonic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)(COP(O)(=O)OCCN)OC(=O)CCCC\C=C/C\C=C/C\C=C/C\C=C/CC	C45H72NO8P	InChI=1S/C45H72NO8P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-25-27-29-31-33-35-37-44(47)51-41-43(42-53-55(49,50)52-40-39-46)54-45(48)38-36-34-32-30-28-26-23-18-16-14-12-10-8-6-4-2/h5-8,11-14,17-19,21-23,25,27-28,30,43H,3-4,9-10,15-16,20,24,26,29,31-42,46H2,1-2H3,(H,49,50)/b7-5-,8-6-,13-11-,14-12-,19-17-,22-21-,23-18-,27-25-,30-28-/t43-/m1/s1	POWJAGNJSUBWMC-DYFMDJBZSA-N	785.4995548		HMDB0009657	
BASm0036278	PGP(22:5(7Z,10Z,13Z,16Z,19Z)/18:4(6Z,9Z,12Z,15Z))	PGP(22:5(7Z,10Z,13Z,16Z,19Z)/18:4(6Z,9Z,12Z,15Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:5(7Z,10Z,13Z,16Z,19Z)/18:4(6Z,9Z,12Z,15Z)), in particular, consists of one 7Z,10Z,13Z,16Z,19Z-docosapentaenoyl chain to the C-1 atom, and one 6Z,9Z,12Z,15Z-octadecatetraenoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C46H74O13P2		DTXZDUWVTJCQNZ-KEJZBHLXSA-N	896.4604664			
BASm0036279	PG(22:5(7Z,10Z,13Z,16Z,19Z)/18:4(6Z,9Z,12Z,15Z))	PG(22:5(7Z,10Z,13Z,16Z,19Z)/18:4(6Z,9Z,12Z,15Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:5(7Z,10Z,13Z,16Z,19Z)/18:4(6Z,9Z,12Z,15Z)), in particular, consists of one 7Z,10Z,13Z,16Z,19Z-docosapentaenoyl chain to the C-1 atom, and one 6Z,9Z,12Z,15Z-octadecatetraenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C46H73O10P		NAFXDAATJCVPDN-KEJZBHLXSA-N	816.4941355			
BASm0036280	DG(10:0/17:0cycw7/0:0)	(2S)-2-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-hydroxypropyl decanoate is considered to be a practically insoluble (in water) and relatively neutral molecule. DG(10:0/17:0CYCW7C/0:0) has the chemical formula C30H56O5, and an average molecular weight of 496.773. DG(10:0/17:0CYCW7C/0:0) is involved in the Phospholipid Biosynthesis CL(10:0/17:0cycw7c/14:0/14:0) Pathway.			[H][C@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C30H56O5	InChI=1S/C30H56O5/c1-3-5-7-9-10-13-17-21-29(32)34-25-28(24-31)35-30(33)22-18-14-11-12-16-20-27-23-26(27)19-15-8-6-4-2/h26-28,31H,3-25H2,1-2H3/t26?,27?,28-/m0/s1	YJAGNRUAGVOPRA-LADMEODRSA-N	496.4127749			
BASm0036281	PGP(10:0/17:0cycw7)	PGP(10:0/17:0cycw7) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0/17:0cycw7), in particular, consists of one decanoyl chain to the C-1 atom, and one heptadec-9-10-cyclo-anoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C33H64O13P2		DCFLKSVBQJVSKT-UFADHCMUSA-N	730.3822161			
BASm0036282	DG(10:0/18:1(9Z)/0:0)	DG(10:0/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.			[H][C@](CO)(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C31H58O5	InChI=1S/C31H58O5/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-31(34)36-29(27-32)28-35-30(33)25-23-21-19-10-8-6-4-2/h14-15,29,32H,3-13,16-28H2,1-2H3/b15-14-/t29-/m0/s1	DEHVGTRXTOJYNV-RIHFKXFCSA-N	510.428425			
BASm0036283	DG(12:0/17:0cycw7/0:0)	(2S)-2-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-hydroxypropyl dodecanoate is considered to be a practically insoluble (in water) and relatively neutral molecule. DG(12:0/17:0CYCW7C/0:0) has the chemical formula C32H60O5, and an average molecular weight of 524.827. DG(12:0/17:0CYCW7C/0:0) is involved in the Phospholipid Biosynthesis CL(12:0/17:0cycw7c/12:0/12:0) Pathway.			[H][C@](CO)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C32H60O5	InChI=1S/C32H60O5/c1-3-5-7-9-10-11-12-15-19-23-31(34)36-27-30(26-33)37-32(35)24-20-16-13-14-18-22-29-25-28(29)21-17-8-6-4-2/h28-30,33H,3-27H2,1-2H3/t28?,29?,30-/m0/s1	RLLSLDUTIUDFLV-DSNFFHCTSA-N	524.444075			
BASm0036284	PGP(12:0/17:0cycw7)	PGP(12:0/17:0cycw7) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/17:0cycw7), in particular, consists of one dodecanoyl chain to the C-1 atom, and one heptadec-9-10-cyclo-anoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C35H68O13P2		ZPTMSWBJPSCGTH-WBJUMYHASA-N	758.4135162			
BASm0036285	DG(16:1(9Z)/19:0cycw8/0:0)	(2S)-2-{[9-(2-heptylcyclopropyl)nonanoyl]oxy}-3-hydroxypropyl (9Z)-hexadec-9-enoate is considered to be a practically insoluble (in water) and relatively neutral molecule. DG(16:1(9Z)/19:0CYCW8C/0:0) has the chemical formula C38H70O5, and an average molecular weight of 606.973. DG(16:1(9Z)/19:0CYCW8C/0:0) is involved in the Phospholipid Biosynthesis CL(16:0/16:0/16:1(9Z)/19:0cycv8c) Pathway.			[H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC1CC1CCCCCCC	C38H70O5	InChI=1S/C38H70O5/c1-3-5-7-9-10-11-12-13-14-15-16-21-25-29-37(40)42-33-36(32-39)43-38(41)30-26-22-18-17-20-24-28-35-31-34(35)27-23-19-8-6-4-2/h11-12,34-36,39H,3-10,13-33H2,1-2H3/b12-11-/t34?,35?,36-/m0/s1	FOQJXIUFSZDSOR-BFYDURRPSA-N	606.5223254			
BASm0036286	CDP-DG(16:1(9Z)/19:0cycw8)	[(1R,9R,23S,24S,26R)-22-Heptyl-4,6,23,24-tetrahydroxy-26-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)-4,6,11-trioxo-3,5,7,10,25-pentaoxa-4λ⁵,6λ⁵-diphosphabicyclo[18.4.2]hexacosan-9-yl]methyl (9Z)-hexadec-9-enoate is considered to be a practically insoluble (in water) and relatively neutral molecule.			CCCCCCCC1CC2CCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OP(O)(=O)OC[C@@H](O[C@H]2N2C=CC(N)=NC2=O)[C@@H](O)[C@H]1O	C47H83N3O15P2	InChI=1S/C47H83N3O15P2/c1-3-5-7-9-10-11-12-13-14-15-16-21-25-29-42(51)60-34-39-35-61-66(56,57)65-67(58,59)62-36-40-45(54)44(53)37(27-23-19-8-6-4-2)33-38(28-24-20-17-18-22-26-30-43(52)63-39)46(64-40)50-32-31-41(48)49-47(50)55/h11-12,31-32,37-40,44-46,53-54H,3-10,13-30,33-36H2,1-2H3,(H,56,57)(H,58,59)(H2,48,49,55)/b12-11-/t37?,38?,39-,40-,44+,45-,46-/m1/s1	LCCIKYNLSBOTLX-LKVHRQNJSA-N	991.529943	17962		
BASm0036287	PS(16:1(9Z)/19:0cycw8)	2-Amino-3-{[(2R)-2-{[9-(2-heptylcyclopropyl)nonanoyl]oxy}-3-[(9Z)-hexadec-9-enoyloxy]propyl phosphonato]oxy}propanoate is considered to be a practically insoluble (in water) and relatively neutral molecule. PS(16:1(9Z)/19:0CYCW8C) has the chemical formula C41H74NO10P, and an average molecular weight of 772.015. PS(16:1(9Z)/19:0CYCW8C) is involved in the Phospholipid Biosynthesis CL(16:0/16:1(9Z)/19:0cycv8c/16:0) Pathway.			CCCCCCCC1CC1CCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC\C=C/CCCCCC)COP([O-])(=O)OCC(N)C([O-])=O	C41H74NO10P	InChI=1S/C41H76NO10P/c1-3-5-7-9-10-11-12-13-14-15-16-21-25-29-39(43)49-32-37(33-50-53(47,48)51-34-38(42)41(45)46)52-40(44)30-26-22-18-17-20-24-28-36-31-35(36)27-23-19-8-6-4-2/h11-12,35-38H,3-10,13-34,42H2,1-2H3,(H,45,46)(H,47,48)/p-2/b12-11-/t35?,36?,37-,38?/m1/s1	OOHKBAYRBHBBIZ-QQXNHGHOSA-L	771.5061317			
BASm0036288	PGP(16:1(9Z)/19:0cycw8)	PGP(16:1(9Z)/19:0cycw8) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/19:0cycw8), in particular, consists of one 9Z-hexadecenoyl chain to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C41H78O13P2		CUNFQJIEGSOCEA-OWIVCOGVSA-N	840.4917666			
BASm0036289	PG(16:1(9Z)/19:0cycw8)	PG(16:1(9Z)/19:0cycw8) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/19:0cycw8), in particular, consists of one 9Z-hexadecenoyl chain to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.			OC[C@H](O)COP(O)(=O)OC[C@@H](CO(C(=O)CCCCCCC\C=C/CCCCCC))O(C(=O)CCCCCCCCC1CC1CCCCCCC)	C41H77O10P		LQRHSOKPCCCFNK-OWIVCOGVSA-N	760.5254357			
BASm0036290	DG(17:0cycw7/10:0/0:0)	(2S)-1-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-hydroxypropan-2-yl decanoate is considered to be a practically insoluble (in water) and relatively neutral molecule. DG(17:0CYCW7C/10:0/0:0) has the chemical formula C30H56O5, and an average molecular weight of 496.773. DG(17:0CYCW7C/10:0/0:0) is involved in the Phospholipid Biosynthesis CL(17:0cycw7c/10:0/14:0/14:0) Pathway.			[H][C@](CO)(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCC	C30H56O5	InChI=1S/C30H56O5/c1-3-5-7-9-10-13-18-22-30(33)35-28(24-31)25-34-29(32)21-17-14-11-12-16-20-27-23-26(27)19-15-8-6-4-2/h26-28,31H,3-25H2,1-2H3/t26?,27?,28-/m0/s1	VRHPSQQLAWWJNM-LADMEODRSA-N	496.4127749			
BASm0036291	PGP(17:0cycw7/10:0)	PGP(17:0cycw7/10:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(17:0cycw7/10:0), in particular, consists of one heptadec-9-10-cyclo-anoyl chain to the C-1 atom, and one decanoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C33H64O13P2		NCVADBHDRIXOIA-UFADHCMUSA-N	730.3822161			
BASm0036292	DG(17:0cycw7/12:0/0:0)	(2S)-1-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-hydroxypropan-2-yl dodecanoate is considered to be a practically insoluble (in water) and relatively neutral molecule. DG(17:0CYCW7C/12:0/0:0) has the chemical formula C32H60O5, and an average molecular weight of 524.827. DG(17:0CYCW7C/12:0/0:0) is involved in the Phospholipid Biosynthesis CL(17:0cycw7c/12:0/12:0/12:0) Pathway.			[H][C@](CO)(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCC	C32H60O5	InChI=1S/C32H60O5/c1-3-5-7-9-10-11-12-15-20-24-32(35)37-30(26-33)27-36-31(34)23-19-16-13-14-18-22-29-25-28(29)21-17-8-6-4-2/h28-30,33H,3-27H2,1-2H3/t28?,29?,30-/m0/s1	FZWQPHPFNAFJFV-DSNFFHCTSA-N	524.444075			
BASm0036293	PGP(17:0cycw7/12:0)	PGP(17:0cycw7/12:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(17:0cycw7/12:0), in particular, consists of one heptadec-9-10-cyclo-anoyl chain to the C-1 atom, and one dodecanoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C35H68O13P2		UROVOYRXDFEIIM-WBJUMYHASA-N	758.4135162			
BASm0036294	DG(17:0cycw7/14:0/0:0)	(2S)-1-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-hydroxypropan-2-yl tetradecanoate is considered to be a practically insoluble (in water) and relatively neutral molecule. DG(17:0CYCW7C/14:0/0:0) has the chemical formula C34H64O5, and an average molecular weight of 552.881. DG(17:0CYCW7C/14:0/0:0) is involved in the Phospholipid Biosynthesis CL(15:0cyclo/17:0cycw7c/17:0cycw7c/14:0) Pathway.			[H][C@](CO)(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC	C34H64O5	InChI=1S/C34H64O5/c1-3-5-7-9-10-11-12-13-14-17-22-26-34(37)39-32(28-35)29-38-33(36)25-21-18-15-16-20-24-31-27-30(31)23-19-8-6-4-2/h30-32,35H,3-29H2,1-2H3/t30?,31?,32-/m0/s1	POTXZBBUQUYNPG-PDZHLSQESA-N	552.4753752			
BASm0036295	PS(17:0cycw7/14:0)	2-Amino-3-{[(2R)-3-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-2-(tetradecanoyloxy)propyl phosphonato]oxy}propanoate is considered to be a practically insoluble (in water) and relatively neutral molecule. PS(17:0CYCW7C/14:0) has the chemical formula C37H68NO10P, and an average molecular weight of 717.923. PS(17:0CYCW7C/14:0) is involved in the Phospholipid Biosynthesis CL(17:0cycw7c/10:0/14:0/14:0) Pathway.			CCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCC1CC1CCCCCC)COP([O-])(=O)OCC(N)C([O-])=O	C37H68NO10P	InChI=1S/C37H70NO10P/c1-3-5-7-9-10-11-12-13-14-17-22-26-36(40)48-33(29-46-49(43,44)47-30-34(38)37(41)42)28-45-35(39)25-21-18-15-16-20-24-32-27-31(32)23-19-8-6-4-2/h31-34H,3-30,38H2,1-2H3,(H,41,42)(H,43,44)/p-2/t31?,32?,33-,34?/m1/s1	GRUQXAZRVLEGHG-IZBKTERLSA-L	717.4591816			
BASm0036296	DG(17:0cycw7/17:0cycw7/0:0)	(2S)-1-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-hydroxypropan-2-yl 8-(2-hexylcyclopropyl)octanoate is considered to be a practically insoluble (in water) and relatively neutral molecule. DG(17:0CYCW7C/17:0CYCW7C/0:0) has the chemical formula C37H68O5, and an average molecular weight of 592.946. DG(17:0CYCW7C/17:0CYCW7C/0:0) is involved in a couple of pathways, which are Phospholipid Biosynthesis CL(18:1(9Z)/19:0cycv8c/17:0cycw7c/17:0cycw7c) Pathway and Phospholipid Biosynthesis CL(19:0cycv8c/18:1(9Z)/17:0cycw7c/17:0cycw7c) Pathway.			[H][C@](CO)(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C37H68O5	InChI=1S/C37H68O5/c1-3-5-7-15-21-31-27-33(31)23-17-11-9-13-19-25-36(39)41-30-35(29-38)42-37(40)26-20-14-10-12-18-24-34-28-32(34)22-16-8-6-4-2/h31-35,38H,3-30H2,1-2H3/t31?,32?,33?,34?,35-/m0/s1	DHFOEPOTCIIAAI-LMBHXRIZSA-N	592.5066753			
BASm0036297	DG(17:0cycw7/18:1(9Z)/0:0)	(2S)-1-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-hydroxypropan-2-yl (9Z)-octadec-9-enoate is considered to be a practically insoluble (in water) and relatively neutral molecule. DG(17:0CYCW7C/18:1(9Z)/0:0) has the chemical formula C38H70O5, and an average molecular weight of 606.973. DG(17:0CYCW7C/18:1(9Z)/0:0) is involved in the Phospholipid Biosynthesis CL(17:0cycw7c/18:1(9Z)/18:1(9Z)/14:0) Pathway.			[H][C@](CO)(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C38H70O5	InChI=1S/C38H70O5/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-21-26-30-38(41)43-36(32-39)33-42-37(40)29-25-22-19-20-24-28-35-31-34(35)27-23-8-6-4-2/h13-14,34-36,39H,3-12,15-33H2,1-2H3/b14-13-/t34?,35?,36-/m0/s1	KMJVZSXZCBDINM-MCOZOBPGSA-N	606.5223254			
BASm0036298	DG(18:1(9Z)/12:0/0:0)	1-Oleoyl-2-lauroyl-sn-glycerol, also known as DG (18:1(9Z)/12:0/0:0), belongs to the class of organic compounds known as 1,2-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 2. 1-Oleoyl-2-lauroyl-sn-glycerol is considered to be a practically insoluble (in water) and relatively neutral molecule. 1-Oleoyl-2-lauroyl-sn-glycerol can be biosynthesized from oleic acid..			[H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC	C33H62O5	InChI=1S/C33H62O5/c1-3-5-7-9-11-13-14-15-16-17-18-20-21-23-25-27-32(35)37-30-31(29-34)38-33(36)28-26-24-22-19-12-10-8-6-4-2/h15-16,31,34H,3-14,17-30H2,1-2H3/b16-15-/t31-/m0/s1	AGAMVXPICIDWRL-WQUIGTGHSA-N	538.4597251			
BASm0036299	DG(18:1(9Z)/17:0cycw7/0:0)	(2S)-2-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-hydroxypropyl (9Z)-octadec-9-enoate is considered to be a practically insoluble (in water) and relatively neutral molecule. DG(18:1(9Z)/17:0CYCW7C/0:0) has the chemical formula C38H70O5, and an average molecular weight of 606.973. DG(18:1(9Z)/17:0CYCW7C/0:0) is involved in the Phospholipid Biosynthesis CL(18:1(9Z)/16:1(9Z)/18:1(9Z)/17:0cycw7c) Pathway.			[H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C38H70O5	InChI=1S/C38H70O5/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-21-25-29-37(40)42-33-36(32-39)43-38(41)30-26-22-19-20-24-28-35-31-34(35)27-23-8-6-4-2/h13-14,34-36,39H,3-12,15-33H2,1-2H3/b14-13-/t34?,35?,36-/m0/s1	ZYSFYJIEIQTQLI-MCOZOBPGSA-N	606.5223254			
BASm0036300	DG(18:1(9Z)/19:0cycw8/0:0)	(2S)-2-{[9-(2-heptylcyclopropyl)nonanoyl]oxy}-3-hydroxypropyl (9Z)-octadec-9-enoate is considered to be a practically insoluble (in water) and relatively neutral molecule. DG(18:1(9Z)/19:0CYCW8C/0:0) has the chemical formula C40H74O5, and an average molecular weight of 635.027. DG(18:1(9Z)/19:0CYCW8C/0:0) is involved in the Phospholipid Biosynthesis CL(16:0/18:1(9Z)/18:1(9Z)/19:0cycv8c) Pathway.			[H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC1CC1CCCCCCC	C40H74O5	InChI=1S/C40H74O5/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-23-27-31-39(42)44-35-38(34-41)45-40(43)32-28-24-20-19-22-26-30-37-33-36(37)29-25-21-8-6-4-2/h13-14,36-38,41H,3-12,15-35H2,1-2H3/b14-13-/t36?,37?,38-/m0/s1	YVHMVFWAFKXBFN-RTNLBGRGSA-N	634.5536255			
BASm0036301	CDP-DG(18:1(9Z)/19:0cycw8)	[(1R,9R,23S,24S,26R)-22-Heptyl-4,6,23,24-tetrahydroxy-26-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)-4,6,11-trioxo-3,5,7,10,25-pentaoxa-4λ⁵,6λ⁵-diphosphabicyclo[18.4.2]hexacosan-9-yl]methyl (9Z)-octadec-9-enoate is considered to be a practically insoluble (in water) and relatively neutral molecule.			CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H]1COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H](C(CC(CCCCCCC)[C@H](O)[C@@H]2O)CCCCCCCCC(=O)O1)N1C=CC(N)=NC1=O	C49H87N3O15P2	InChI=1S/C49H87N3O15P2/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-23-27-31-44(53)62-36-41-37-63-68(58,59)67-69(60,61)64-38-42-47(56)46(55)39(29-25-21-8-6-4-2)35-40(30-26-22-19-20-24-28-32-45(54)65-41)48(66-42)52-34-33-43(50)51-49(52)57/h13-14,33-34,39-42,46-48,55-56H,3-12,15-32,35-38H2,1-2H3,(H,58,59)(H,60,61)(H2,50,51,57)/b14-13-/t39?,40?,41-,42-,46+,47-,48-/m1/s1	NNQOPRJKISIICI-PWFZMJDBSA-N	1019.561243	17962		
BASm0036302	PS(18:1(9Z)/19:0cycw8)	2-Amino-3-{[(2R)-2-{[9-(2-heptylcyclopropyl)nonanoyl]oxy}-3-[(9Z)-octadec-9-enoyloxy]propyl phosphonato]oxy}propanoate is considered to be a practically insoluble (in water) and relatively neutral molecule. PS(18:1(9Z)/19:0CYCW8C) has the chemical formula C43H78NO10P, and an average molecular weight of 800.069. PS(18:1(9Z)/19:0CYCW8C) is involved in the Phospholipid Biosynthesis CL(18:1(9Z)/16:1(9Z)/19:0cycv8c/18:1(9Z)) Pathway.			CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC(N)C([O-])=O)OC(=O)CCCCCCCCC1CC1CCCCCCC	C43H78NO10P	InChI=1S/C43H80NO10P/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-23-27-31-41(45)51-34-39(35-52-55(49,50)53-36-40(44)43(47)48)54-42(46)32-28-24-20-19-22-26-30-38-33-37(38)29-25-21-8-6-4-2/h13-14,37-40H,3-12,15-36,44H2,1-2H3,(H,47,48)(H,49,50)/p-2/b14-13-/t37?,38?,39-,40?/m1/s1	DBBIHWPFIPYXFM-CMKYLXIDSA-L	799.5374319			
BASm0036303	PGP(18:1(9Z)/19:0cycw8)	PGP(18:1(9Z)/19:0cycw8) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/19:0cycw8), in particular, consists of one 9Z-octadecenoyl chain to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C43H82O13P2		RSWHJSKFXFUUTN-SURQDNLTSA-N	868.5230667			
BASm0036304	PG(18:1(9Z)/19:0cycw8)	PG(18:1(9Z)/19:0cycw8) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/19:0cycw8), in particular, consists of one 9Z-octadecenoyl chain to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.			OC[C@H](O)COP(O)(=O)OC[C@@H](CO(C(=O)CCCCCCC\C=C/CCCCCCCC))O(C(=O)CCCCCCCCC1CC1CCCCCCC)	C43H81O10P		KMFXMEWTUKAFCK-SURQDNLTSA-N	788.5567358			
BASm0036305	DG(19:0cycw8/19:0cycw8/0:0)	DG(19:0cycw8/19:0cycw8/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(19:0cycw8/19:0cycw8/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C41H76O5		RJQHPZAQWSZVEC-TXUPLNNISA-N	648.5692755			
BASm0036306	PE(19:0cycw8/19:0cycw8)	PE(19:0cycw8/19:0cycw8) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(19:0cycw8/19:0cycw8), in particular, consists of two 9-(2-heptylcyclopropyl)nonanoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C43H82NO8P		UOVGEVVFUUOCQF-CXZGRVSASA-N	771.5778056			
BASm0036307	PGP(19:0cycw8/19:0cycw8)	PGP(19:0cycw8/19:0cycw8) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:0cycw8/19:0cycw8), in particular, consists of two 9-(2-heptylcyclopropyl)nonanoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C44H84O13P2		NSELJFUATZRISD-HBLNEQHKSA-N	882.5387168			
BASm0036308	PG(19:0cycw8/19:0cycw8)	PG(19:0cycw8/19:0cycw8) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:0cycw8/19:0cycw8), in particular, consists of two 9-(2-heptylcyclopropyl)nonanoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.			OC[C@H](O)COP(O)(=O)OC[C@@H](CO(C(=O)CCCCCCCCC1CC1CCCCCCC))O(C(=O)CCCCCCCCC1CC1CCCCCCC)	C44H83O10P		LQSMBGULKWXBGY-HBLNEQHKSA-N	802.5723859			
BASm0036309	DG(19:0cycw8/10:0/0:0)	(2S)-1-{[9-(2-heptylcyclopropyl)nonanoyl]oxy}-3-hydroxypropan-2-yl decanoate is considered to be a practically insoluble (in water) and relatively neutral molecule. DG(19:0CYCW8C/10:0/0:0) has the chemical formula C32H60O5, and an average molecular weight of 524.827. DG(19:0CYCW8C/10:0/0:0) is involved in the Phospholipid Biosynthesis CL(19:0cycw8c/10:0/10:0/10:0) Pathway.			[H][C@](CO)(COC(=O)CCCCCCCCC1CC1CCCCCCC)OC(=O)CCCCCCCCC	C32H60O5	InChI=1S/C32H60O5/c1-3-5-7-9-10-16-20-24-32(35)37-30(26-33)27-36-31(34)23-19-15-12-11-14-18-22-29-25-28(29)21-17-13-8-6-4-2/h28-30,33H,3-27H2,1-2H3/t28?,29?,30-/m0/s1	SDCGJEMTGBSQFC-DSNFFHCTSA-N	524.444075			
BASm0036310	PGP(19:0cycw8/10:0)	PGP(19:0cycw8/10:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(19:0cycw8/10:0), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one decanoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C35H68O13P2		PFBJNBHHIBYJHY-WBJUMYHASA-N	758.4135162			
BASm0036311	PG(19:0cycw8/10:0)	PG(19:0cycw8/10:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(19:0cycw8/10:0), in particular, consists of one chain of 10,11-methyleneoctadecanoic acid at the C-1 position and one chain of capric acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC1CC1CCCCCCC)OC(=O)CCCCCCCCC	C35H67O10P	InChI=1S/C35H67O10P/c1-3-5-7-9-10-16-20-24-35(39)45-33(29-44-46(40,41)43-27-32(37)26-36)28-42-34(38)23-19-15-12-11-14-18-22-31-25-30(31)21-17-13-8-6-4-2/h30-33,36-37H,3-29H2,1-2H3,(H,40,41)/t30?,31?,32-,33+/m0/s1	FKDHPYSNAZRRFM-WBJUMYHASA-N	678.4471854	17517		
BASm0036312	CL(18:2(9Z,12Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:2(9Z,12Z))	CL(18:2(9Z,12Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:2(9Z,12Z)) is a cardiolipin (CL). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. Cardiolipins are a "double" phospholipid because they have four fatty acid tails, instead of the usual two. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process.			[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/C\C=C/CCCCC)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/C\C=C/CCCCC)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	C81H142O17P2	InChI=1S/C81H142O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h21-28,33-40,75-77,82H,5-20,29-32,41-74H2,1-4H3,(H,87,88)(H,89,90)/b25-21-,26-22-,27-23-,28-24-,37-33-,38-34-,39-35-,40-36-/t76-,77-/m1/s1	LSHJMDWWJIYXEM-XGJIDDIWSA-N	1448.972226	84398	HMDB0010692	
BASm0036313	N2-Citryl-N6-acetyl-N6-hydroxylysine				CC(=O)N(O)CCCC[C@H](NC(=O)CC(O)(CC(O)=O)C(O)=O)C(O)=O	C14H22N2O10	InChI=1S/C14H22N2O10/c1-8(17)16(26)5-3-2-4-9(12(21)22)15-10(18)6-14(25,13(23)24)7-11(19)20/h9,25-26H,2-7H2,1H3,(H,15,18)(H,19,20)(H,21,22)(H,23,24)/t9-,14?/m0/s1	HPOPJZNNZCIWFX-CUVJYRNJSA-N	378.1274449	63801		
BASm0036314	3β-hydroxy-7-oxo-5β-cholanic acid					C25H40O4		HCNHJTDXWNOUPP-KGDKPHLKSA-N	404.2926598			
BASm0036315	3α,6β-dihydroxy-7-oxo-5β-cholan-24-oic acid					C24H38O5		NYMYNCFPAHUJJK-FTVLQANSSA-N	406.2719243			
BASm0036316	3α-hydroxy-7-oxo-5β-cholan-24-oic acid					C23H36O4		CLVOXTDRTZQPGL-VKOYLYHOSA-N	376.2613596			
BASm0036317	Isoursodeoxycholic acid	Isoursodeoxycholic acid is a bile acid. Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g., membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues. (PMID: 11316487, 16037564, 12576301, 11907135).			[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@@H](O)C[C@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(O)=O	C24H40O4	InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16+,17-,18+,19+,20+,22+,23+,24-/m1/s1	RUDATBOHQWOJDD-DNMBCGTGSA-N	392.2926598	43419	HMDB0000686	
BASm0036318	1α,3α,7α,18α,23α,29α-hexahydroxy-Isolithocholate					C24H40O7		IFWPRBZUOAQMSI-LTTKQYHTSA-N	440.2774036			
BASm0036319	1α,3α,18α,23α,29α-pentahydroxy-7-oxo-Isolithocholate					C23H36O7		HMLDDGYNRYSABT-KCDVDAGUSA-N	424.2461035			
BASm0036320	1α,3α,7α,18α,23α,29α-hexahydroxy-Lithocholate					C24H40O7		IFWPRBZUOAQMSI-VPTDXNSVSA-N	440.2774036			
BASm0036321	1α,3α,18α,23α,29α-pentahydroxy-7-oxo-Lithocholate					C24H40O7		IFWPRBZUOAQMSI-JQSONQMESA-N	440.2774036			
BASm0036322	3α,5α,7α,10α,21α,25α-hexahydroxy-Isolithocholate					C24H40O7		POYBNUAVOADZEF-HEOCCLIASA-N	440.2774036			
BASm0036323	3α,5α,10α,21α,25α-pentahydroxy-7-oxo-Isolithocholate					C24H38O7		SLFPIPLKSYNDNX-KEJFSJRNSA-N	438.2617536			
BASm0036324	3α,5α,7α,10α,23α,28α-hexahydroxy-Isolithocholate					C24H40O7		PFAQOQYLWZTVBN-WNURJKSGSA-N	440.2774036			
BASm0036325	3α,5α,10α,23α,28α-pentahydroxy-7-oxo-Isolithocholate					C24H38O7		SOKFMTPVGLXHQF-LUMLOEPLSA-N	438.2617536			
BASm0036326	3α,5α,7α,11α,21α,25α-hexahydroxy-Chenodeoxycholate					C24H40O7		GKIKIAPWQIQQQA-RZQJXWEUSA-N	440.2774036			
BASm0036327	3α,5α,11α,21α,25α-pentahydroxy-7-oxo-Chenodeoxycholate					C24H38O7		LUAUDZWVIFSHSD-USBZDJDPSA-N	438.2617536			
BASm0036328	3α,5α,7α,11α,21α,25α-hexahydroxy-Isolithocholate					C24H40O7		GKIKIAPWQIQQQA-SSPROBIFSA-N	440.2774036			
BASm0036329	3α,5α,11α,21α,25α-pentahydroxy-7-oxo-Isolithocholate					C24H38O7		LUAUDZWVIFSHSD-HTLZFWDYSA-N	438.2617536			
BASm0036330	3α,5α,7α,11α,21α,25α-hexahydroxy-Isoursodeoxycholate					C24H40O7		GKIKIAPWQIQQQA-WEZFYWEDSA-N	440.2774036			
BASm0036331	3α,5α,11α,21α,25α-pentahydroxy-7-oxo-Isoursodeoxycholate					C24H38O7		LUAUDZWVIFSHSD-LUMGVSPTSA-N	438.2617536			
BASm0036332	3α,5α,7α,11α,21α,25α-hexahydroxy-Ursodiol					C24H40O7		GKIKIAPWQIQQQA-KOTUOQTRSA-N	440.2774036			
BASm0036333	3α,5α,11α,21α,25α-pentahydroxy-7-oxo-Ursodiol					C24H38O7		LUAUDZWVIFSHSD-IOKFMQORSA-N	438.2617536			
BASm0036334	3α,5α,7α,11α,23α,28α-hexahydroxy-Chenodeoxycholate					C24H40O7		IZNFXYHECLQWBO-ACOGEHNDSA-N	440.2774036			
BASm0036335	3α,5α,11α,23α,28α-pentahydroxy-7-oxo-Chenodeoxycholate					C24H38O7		JQXNMXOSWUFZSM-ILAGLLDYSA-N	438.2617536			
BASm0036336	3α,5α,7α,11α,23α,28α-hexahydroxy-Isolithocholate					C24H40O7		IZNFXYHECLQWBO-MLJCAORISA-N	440.2774036			
BASm0036337	3α,5α,11α,23α,28α-pentahydroxy-7-oxo-Isolithocholate					C24H38O7		JQXNMXOSWUFZSM-RGDBZDKUSA-N	438.2617536			
BASm0036338	3α,5α,7α,11α,23α,28α-hexahydroxy-Isoursodeoxycholate					C24H40O7		IZNFXYHECLQWBO-GIPBMDAOSA-N	440.2774036			
BASm0036339	3α,5α,11α,23α,28α-pentahydroxy-7-oxo-Isoursodeoxycholate					C24H38O7		JQXNMXOSWUFZSM-CVOXCTRJSA-N	438.2617536			
BASm0036340	3α,5α,7α,11α,23α,28α-hexahydroxy-Ursodiol					C24H40O7		IZNFXYHECLQWBO-GOCBQANTSA-N	440.2774036			
BASm0036341	3α,5α,11α,23α,28α-pentahydroxy-7-oxo-Ursodiol					C24H38O7		JQXNMXOSWUFZSM-PSEVWRRQSA-N	438.2617536			
BASm0036342	3α,5α,7α,12α,21α,25α-hexahydroxy-Isolithocholate					C24H40O7		MLAVQXWPSYOMBR-YBTWPDBISA-N	440.2774036			
BASm0036343	3α,5α,12α,21α,25α-pentahydroxy-7-oxo-Isolithocholate					C24H38O7		XWSPSXYSFVSVKJ-LGHSBBLRSA-N	438.2617536			
BASm0036344	3α,5α,7α,12α,23α,28α-hexahydroxy-Isolithocholate					C24H40O7		KEMYFVUPRBKLRP-OGMSKRAQSA-N	440.2774036			
BASm0036345	3α,5α,7α,15α,21α,25α-hexahydroxy-12-Epideoxycholate					C24H40O7		GQLAIWUSDJAHMM-PQQLRSFBSA-N	440.2774036			
BASm0036346	3α,5α,7α,15α,21α,25α-hexahydroxy-3β,12α-Dihydroxy-5β-cholanoate					C24H40O7		GQLAIWUSDJAHMM-ZMQGWQOTSA-N	440.2774036			
BASm0036347	3α,5α,7α,15α,21α,25α-hexahydroxy-Allodeoxycholate					C24H40O7		GQLAIWUSDJAHMM-FCMYBTDKSA-N	440.2774036			
BASm0036348	3α,5α,15α,21α,25α-pentahydroxy-7-oxo-Allodeoxycholate					C24H38O7		UARNYSSJLUGOFC-YAQBIKDHSA-N	438.2617536			
BASm0036349	3α,5α,7α,15α,21α,25α-hexahydroxy-Deoxycholate					C24H40O7		GQLAIWUSDJAHMM-BUYYXOMISA-N	440.2774036			
BASm0036350	3α,5α,15α,21α,25α-pentahydroxy-7-oxo-Deoxycholate					C24H38O7		UARNYSSJLUGOFC-JNPZYGQFSA-N	438.2617536			
BASm0036351	3α,5α,7α,15α,21α,25α-hexahydroxy-Isolithocholate					C24H40O7		GQLAIWUSDJAHMM-SZZCLBCDSA-N	440.2774036			
BASm0036352	3α,5α,15α,21α,25α-pentahydroxy-7-oxo-Isolithocholate					C24H38O7		UARNYSSJLUGOFC-XJLWGIJVSA-N	438.2617536			
BASm0036353	3α,5α,7α,15α,23α,28α-hexahydroxy-12-Epideoxycholate					C24H40O7		XHKBTFUQJSWBLZ-SHBAAQPKSA-N	440.2774036			
BASm0036354	3α,5α,15α,23α,28α-pentahydroxy-7-oxo-12-Epideoxycholate					C24H38O7		UARNYSSJLUGOFC-JCOUNAEOSA-N	438.2617536			
BASm0036355	3α,5α,7β,15α,23α,28α-hexahydroxy-12-Epideoxycholate					C24H40O7		XHKBTFUQJSWBLZ-HIELIKNGSA-N	440.2774036			
BASm0036356	3α,5α,7α,15α,23α,28α-hexahydroxy-3β,12α-Dihydroxy-5β-cholanoate					C24H40O7		XHKBTFUQJSWBLZ-NXFPELOSSA-N	440.2774036			
BASm0036357	3α,5α,15α,23α,28α-pentahydroxy-7-oxo-3β,12α-5β-cholanoate					C24H38O7		YLRUECOJZIRGGF-DKGBZPHWSA-N	438.2617536			
BASm0036358	3α,5α,7β,15α,23α,28α-hexahydroxy-3β,12α-Dihydroxy-5β-cholanoate					C24H40O7		XHKBTFUQJSWBLZ-QIMNTHFJSA-N	440.2774036			
BASm0036359	3α,5α,7α,15α,23α,28α-hexahydroxy-Allodeoxycholate					C24H40O7		XHKBTFUQJSWBLZ-UKAMQZOBSA-N	440.2774036			
BASm0036360	3α,5α,15α,23α,28α-pentahydroxy-7-oxo-Allodeoxycholate					C24H38O7		YLRUECOJZIRGGF-APTFVXKGSA-N	438.2617536			
BASm0036361	3α,5α,7β,15α,23α,28α-hexahydroxy-Allodeoxycholate					C24H40O7		XHKBTFUQJSWBLZ-ZHXGXTHBSA-N	440.2774036			
BASm0036362	3α,5α,15α,23α,28α-pentahydroxy-7-oxo-Deoxycholate					C24H38O7		YLRUECOJZIRGGF-YJZUHISNSA-N	438.2617536			
BASm0036363	3α,5α,7α,15α,23α,28α-hexahydroxy-Isolithocholate					C24H40O7		XHKBTFUQJSWBLZ-LEOPEDRCSA-N	440.2774036			
BASm0036364	3α,5α,15α,23α,28α-pentahydroxy-7-oxo-Isolithocholate					C24H38O7		YLRUECOJZIRGGF-WOMHXABISA-N	438.2617536			
BASm0036365	3α,5α,7β,15α,23α,28α-hexahydroxy-Isolithocholate					C24H40O7		XHKBTFUQJSWBLZ-GTAAQBAESA-N	440.2774036			
BASm0036366	3α,5α,7α,17α,21α,25α-hexahydroxy-Isolithocholate					C24H40O7		VEMUXBYDHQTTEQ-AJADSBHRSA-N	440.2774036			
BASm0036367	3α,5α,21α,25α-pentahydroxy-7-oxo-Isolithocholate					C24H38O7		KSVVNTKOQJVVJL-WJXAOEAASA-N	438.2617536			
BASm0036368	3α,5α,7β,17α,21α,25α-hexahydroxy-Isolithocholate					C24H40O7		VEMUXBYDHQTTEQ-NSHVBIKNSA-N	440.2774036			
BASm0036369	3α,5α,22α,26α-pentahydroxy-7-oxo-Lithocholate					C24H38O7		AZOZJUZSJZZPSU-ZFOTUVMKSA-N	438.2617536			
BASm0036370	3α,5α,7β,17α,22α,26α-hexahydroxy-Lithocholate					C24H40O7		ZKPQLHNRLCCIKG-OAXVKAKRSA-N	440.2774036			
BASm0036371	3α,5α,7α,17α,22α,28α-hexahydroxy-Isolithocholate					C24H40O7		CSEYPNIVCGJFLG-DQSVSZTESA-N	440.2774036			
BASm0036372	3α,5α,22α,28α-pentahydroxy-7-oxo-Isolithocholate					C24H38O7		HGNLOKWMCKCDIR-DJSHRTCGSA-N	438.2617536			
BASm0036373	3α,5α,7β,17α,22α,28α-hexahydroxy-Isolithocholate					C24H40O7		CSEYPNIVCGJFLG-SYTZQIRVSA-N	440.2774036			
BASm0036374	3α,5α,7α,17α,23α,28α-hexahydroxy-Isolithocholate					C24H40O7		ZKPQLHNRLCCIKG-HJQAGPEWSA-N	440.2774036			
BASm0036375	3α,5α,23α,28α-pentahydroxy-7-oxo-Isolithocholate					C24H38O7		AZOZJUZSJZZPSU-DEFKCBMASA-N	438.2617536			
BASm0036376	3α,5α,7β,17α,23α,28α-hexahydroxy-Isolithocholate					C24H40O7		ZKPQLHNRLCCIKG-GFAPSAPPSA-N	440.2774036			
BASm0036377	3α,5α,7α,18α,22α,26α-hexahydroxy-Lithocholate					C24H40O7		VEMUXBYDHQTTEQ-XWKRLBDLSA-N	440.2774036			
BASm0036378	3α,5α,18α,22α,26α-pentahydroxy-7-oxo-Lithocholate					C24H38O7		KSVVNTKOQJVVJL-AMXXPJIUSA-N	438.2617536			
BASm0036379	3α,5α,7β,18α,22α,26α-hexahydroxy-Lithocholate					C24H40O7		VEMUXBYDHQTTEQ-BPHRGUOLSA-N	440.2774036			
BASm0036380	3α,5α,7α,18α,22α,28α-hexahydroxy-Isolithocholate					C24H40O7		MSLHGJDMYBGBQX-ULHQZYQLSA-N	440.2774036			
BASm0036381	3α,5α,18α,22α,28α-pentahydroxy-7-oxo-Isolithocholate					C24H38O7		LGDYOERSRLNFSB-POOJHYMASA-N	438.2617536			
BASm0036382	3α,5α,7α,19α,21α,25α-hexahydroxy-Isolithocholate					C24H40O7		NTCGQJUPZUGMNO-PDUGWQPRSA-N	440.2774036			
BASm0036383	3α,5α,19α,21α,25α-pentahydroxy-7-oxo-Isolithocholate					C24H38O7		ZALKQCCLCFJCTD-KZYVCBKRSA-N	438.2617536			
BASm0036384	3α,5α,7α,19α,23α,28α-hexahydroxy-Isolithocholate					C24H40O7		VUJCUDXBKHEREC-LWGHQGPNSA-N	440.2774036			
BASm0036385	3α,5α,19α,23α,28α-pentahydroxy-7-oxo-Isolithocholate					C24H38O7		VHRRENCAORVBNT-OCCFZLPESA-N	438.2617536			
BASm0036386	3α,5α,7α,19α,24α,29α-hexahydroxy-Isolithocholate					C24H40O7		JOUWNPSMQMZLBD-GDAYAGCMSA-N	440.2774036			
BASm0036387	3α,5α,7α,19α,24α,29α-hexahydroxy-Lithocholate					C24H40O7		JOUWNPSMQMZLBD-BLBFMGDMSA-N	440.2774036			
BASm0036388	3α,5α,7α,20α,22α,25α-hexahydroxy-Isolithocholate					C24H40O7		PQFDNTKSENYJGU-TVRIUTCTSA-N	440.2774036			
BASm0036389	3α,5α,7α,20α,23α,25α-hexahydroxy-Isolithocholate					C24H40O7		WQJUGHHWKCXDNN-AWGDUHFKSA-N	440.2774036			
BASm0036390	3α,5α,20α,23α,25α-pentahydroxy-7-oxo-Isolithocholate					C24H38O7		ZZUJYHZZBOVPFL-PYSAJJOPSA-N	438.2617536			
BASm0036391	3α,5α,7α,20α,23α,28α-hexahydroxy-Isolithocholate					C24H40O7		KDHVKILREBJSRY-CDEIDXKPSA-N	440.2774036			
BASm0036392	3α,5α,20α,23α,28α-pentahydroxy-7-oxo-Isolithocholate					C24H38O7		ZYECMWDFHSXKBH-CYYHYJSQSA-N	438.2617536			
BASm0036393	3α,5α,7α,20α,24α-pentahydroxy-Isolithocholate					C24H40O6		RVPYSRKQFPNMJD-HAWXSBSJSA-N	424.282489			
BASm0036394	3α,5α,20α,24α-tetrahydroxy-7-oxo-Isolithocholate					C24H38O6		OQRQAJNDMZWRQK-LMXMJVLVSA-N	422.2668389			
BASm0036395	3α,5α,7α,20α,24α,27α-hexahydroxy-Isolithocholate					C24H40O7		YSJLYIPRULKXED-ZXABRXJHSA-N	440.2774036			
BASm0036396	3α,5α,20α,24α-pentahydroxy-7-oxo-Isolithocholate					C24H38O7		WJARFMWFCBJAON-KOFRFXMNSA-N	438.2617536			
BASm0036397	3α,5α,7α,20α,24α,28α-hexahydroxy-Isolithocholate					C24H40O7		CQAXERDCQDVJFZ-RURKZKQJSA-N	440.2774036			
BASm0036398	3α,5α,20α,24α,28α-pentahydroxy-7-oxo-Isolithocholate					C24H38O7		CIBBHKSFYCHFPC-SUAJIETCSA-N	438.2617536			
BASm0036399	3α,5α,7β,20α,24α,28α-hexahydroxy-Isolithocholate					C24H40O7		CQAXERDCQDVJFZ-BGYUKOPRSA-N	440.2774036			
BASm0036400	3α,5α,7β,20α,24α,29α-hexahydroxy-Isolithocholate					C24H40O7		QONDBEMSRZFZHI-XUJGZLDHSA-N	440.2774036			
BASm0036401	3α,5α,7α,20α,24α,29α-hexahydroxy-Lithocholate					C24H40O7		QONDBEMSRZFZHI-JAGHPTAPSA-N	440.2774036			
BASm0036402	3α,5α,7β,20α,24α,29α-hexahydroxy-Lithocholate					C24H40O7		QONDBEMSRZFZHI-OBGCTNECSA-N	440.2774036			
BASm0036403	3α,5α,7α,21α,23α,28α-hexahydroxy-Isolithocholate					C24H40O7		MBNWUDUUZAHXGV-QVNIUPPBSA-N	440.2774036			
BASm0036404	3α,5α,21α,23α,28α-pentahydroxy-7-oxo-Isolithocholate					C24H38O7		RTWCXFQRULQMPH-SMLHGHDVSA-N	438.2617536			
BASm0036405	3α,5α,7β,21α,23α,28α-hexahydroxy-Isolithocholate					C24H40O7		MBNWUDUUZAHXGV-PFMXLZPKSA-N	440.2774036			
BASm0036406	3α,5α,7α,21α,23α,28α-hexahydroxy-Lithocholate					C24H40O7		MBNWUDUUZAHXGV-YRXFXNLSSA-N	440.2774036			
BASm0036407	3α,5α,21α,23α,28α-pentahydroxy-7-oxo-Lithocholate					C24H38O7		RTWCXFQRULQMPH-BLSAYOHRSA-N	438.2617536			
BASm0036408	3α,5α,7β,21α,23α,28α-hexahydroxy-Lithocholate					C24H40O7		MBNWUDUUZAHXGV-IONZINJVSA-N	440.2774036			
BASm0036409	3α,5α,7α,21α,24α,28α-hexahydroxy-Isolithocholate					C24H40O7		BZMOCESFRWGALM-MHMCZWBUSA-N	440.2774036			
BASm0036410	3α,5α,21α,24α,28α-pentahydroxy-7-oxo-Isolithocholate					C24H38O7		NRUHHLAVZMZOCF-OPNBGLPDSA-N	438.2617536			
BASm0036411	3α,5α,7β,21α,24α,28α-hexahydroxy-Isolithocholate					C24H40O7		BZMOCESFRWGALM-AOFYEUFRSA-N	440.2774036			
BASm0036412	3α,5α,7α,21α,24α,28α-hexahydroxy-Lithocholate					C24H40O7		BZMOCESFRWGALM-PUCYBDANSA-N	440.2774036			
BASm0036413	3α,5α,21α,24α,28α-pentahydroxy-7-oxo-Lithocholate					C24H38O7		NRUHHLAVZMZOCF-GACLTBMISA-N	438.2617536			
BASm0036414	3α,5α,7β,21α,24α,28α-hexahydroxy-Lithocholate					C24H40O7		BZMOCESFRWGALM-ZWJXHASISA-N	440.2774036			
BASm0036415	3α,5α,7α,22α,25α,28α-hexahydroxy-Isolithocholate					C24H40O7		UVWFPRLTPYPYRF-IHRWHUJLSA-N	440.2774036			
BASm0036416	3α,5α,22α,25α,28α-pentahydroxy-7-oxo-Isolithocholate					C24H38O7		QKGPPBQUWBPSDA-BJMUTIMWSA-N	438.2617536			
BASm0036417	3α,5α,7α,22α,26α,28α-hexahydroxy-Isolithocholate					C24H40O7		URZXZMJHEUPABL-OTNFHLFYSA-N	440.2774036			
BASm0036418	3α,5α,22α,26α,28α-pentahydroxy-7-oxo-Isolithocholate					C24H38O7		KIIPOVHZCRYMQO-YVDJJCOLSA-N	438.2617536			
BASm0036419	3α,5α,7α,22α,27α-pentahydroxy-Isolithocholate					C24H40O6		WLBYSBPVDLGBHV-RXNNIDMDSA-N	424.282489			
BASm0036420	3α,5α,22α-tetrahydroxy-7-oxo-Isolithocholate					C24H38O6		QSMFDKXQKBHKBT-JMJQKMBRSA-N	422.2668389			
BASm0036421	3α,7α,10α,13α,23α,28α-hexahydroxy-Chenodeoxycholate					C24H40O7		JSKORSSMQAZLKY-JYHXHJOCSA-N	440.2774036			
BASm0036422	3α,7β,10α,13α,23α,28α-hexahydroxy-Chenodeoxycholate					C24H40O7		JSKORSSMQAZLKY-AYEHKGBTSA-N	440.2774036			
BASm0036423	3α,7α,10α,13α,23α,28α-hexahydroxy-Isolithocholate					C24H40O7		JSKORSSMQAZLKY-RIILFKKSSA-N	440.2774036			
BASm0036424	3α,10α,13α,23α,28α-pentahydroxy-7-oxo-Isolithocholate					C24H38O7		ORXSYAKTQKHTHU-MKRFCLAPSA-N	438.2617536			
BASm0036425	3α,7β,10α,13α,23α,28α-hexahydroxy-Isolithocholate					C24H40O7		JSKORSSMQAZLKY-VYHNAMBWSA-N	440.2774036			
BASm0036426	3α,7α,10α,13α,23α,28α-hexahydroxy-Isoursodeoxycholate					C24H40O7		JSKORSSMQAZLKY-TZEIHBMVSA-N	440.2774036			
BASm0036427	3α,7β,10α,13α,23α,28α-hexahydroxy-Isoursodeoxycholate					C24H40O7		JSKORSSMQAZLKY-JEWNZQCCSA-N	440.2774036			
BASm0036428	3α,7α,10α,13α,23α,28α-hexahydroxy-Lithocholate					C24H40O7		JSKORSSMQAZLKY-FFODOALQSA-N	440.2774036			
BASm0036429	3α,10α,13α,23α,28α-pentahydroxy-7-oxo-Lithocholate					C24H38O7		ORXSYAKTQKHTHU-RYQMORPUSA-N	438.2617536			
BASm0036430	3α,7β,10α,13α,23α,28α-hexahydroxy-Lithocholate					C24H40O7		JSKORSSMQAZLKY-YNDKEEPZSA-N	440.2774036			
BASm0036431	3α,7α,10α,13α,23α,28α-hexahydroxy-Ursodiol					C24H40O7		JSKORSSMQAZLKY-NTEHXJAHSA-N	440.2774036			
BASm0036432	3α,7β,10α,13α,23α,28α-hexahydroxy-Ursodiol					C24H40O7		JSKORSSMQAZLKY-WEGUGFRCSA-N	440.2774036			
BASm0036433	3α,7α,10α,13α,24α,28α-hexahydroxy-Chenodeoxycholate					C24H40O7		BAJYTHNZSQXGPS-SJINPMDOSA-N	440.2774036			
BASm0036434	3α,7β,10α,13α,24α,28α-hexahydroxy-Chenodeoxycholate					C24H40O7		BAJYTHNZSQXGPS-BTSPSFGKSA-N	440.2774036			
BASm0036435	3α,7α,10α,13α,24α,28α-hexahydroxy-Isolithocholate					C24H40O7		BAJYTHNZSQXGPS-ZWIMKXLMSA-N	440.2774036			
BASm0036436	3α,10α,13α,24α,28α-pentahydroxy-7-oxo-Isolithocholate					C24H38O7		RSDXFWNDPCSCMJ-CRAVPCPZSA-N	438.2617536			
BASm0036437	3α,7β,10α,13α,24α,28α-hexahydroxy-Isolithocholate					C24H40O7		BAJYTHNZSQXGPS-RAQAFDBESA-N	440.2774036			
BASm0036438	3α,7α,10α,13α,24α,28α-hexahydroxy-Isoursodeoxycholate					C24H40O7		BAJYTHNZSQXGPS-OKMPDWKESA-N	440.2774036			
BASm0036439	3α,7β,10α,13α,24α,28α-hexahydroxy-Isoursodeoxycholate					C24H40O7		BAJYTHNZSQXGPS-JYLWVALSSA-N	440.2774036			
BASm0036440	3α,7α,10α,13α,24α,28α-hexahydroxy-Lithocholate					C24H40O7		BAJYTHNZSQXGPS-OONQGDMXSA-N	440.2774036			
BASm0036441	3α,10α,13α,24α,28α-pentahydroxy-7-oxo-Lithocholate					C24H38O7		RSDXFWNDPCSCMJ-BRYMYJHMSA-N	438.2617536			
BASm0036442	3α,7β,10α,13α,24α,28α-hexahydroxy-Lithocholate					C24H40O7		BAJYTHNZSQXGPS-KJMRWLLESA-N	440.2774036			
BASm0036443	3α,7α,10α,13α,24α,28α-hexahydroxy-Ursodiol					C24H40O7		BAJYTHNZSQXGPS-YLFXSCBOSA-N	440.2774036			
BASm0036444	3α,7β,10α,13α,24α,28α-hexahydroxy-Ursodiol					C24H40O7		BAJYTHNZSQXGPS-KQNMUPHYSA-N	440.2774036			
BASm0036445	3α,7α,11α,13α,23α,28α-hexahydroxy-Lithocholate					C24H40O7		LXTBBJBZGJKVIY-VKJYGETDSA-N	440.2774036			
BASm0036446	3α,11α,13α,23α,28α-pentahydroxy-7-oxo-Lithocholate					C24H38O7		STQQCOQLZVELNF-MZHCQYFYSA-N	438.2617536			
BASm0036447	3α,7β,11α,13α,23α,28α-hexahydroxy-Lithocholate					C24H40O7		LXTBBJBZGJKVIY-LFBJIMRWSA-N	440.2774036			
BASm0036448	3α,7α,11α,13α,24α,28α-hexahydroxy-Lithocholate					C24H40O7		VTEHJKLSCCMUKX-AKMJVITMSA-N	440.2774036			
BASm0036449	3α,11α,13α,24α,28α-pentahydroxy-7-oxo-Lithocholate					C24H38O7		ONKNHJSCVNQKFW-CQCLAIFFSA-N	438.2617536			
BASm0036450	3α,7β,11α,13α,24α,28α-hexahydroxy-Lithocholate					C24H40O7		VTEHJKLSCCMUKX-GQQAFONISA-N	440.2774036			
BASm0036451	3α,7α,11α,17α,23α,28α-hexahydroxy-Lithocholate					C24H40O7		NWUVUABBVPICHA-UURBHLIESA-N	440.2774036			
BASm0036452	3α,7β,11α,17α,23α,28α-hexahydroxy-Lithocholate					C24H40O7		NWUVUABBVPICHA-FLLJEKNHSA-N	440.2774036			
BASm0036453	3α,7α,11α,17α,24α,28α-hexahydroxy-Lithocholate					C24H40O7		CPWHAYCXBQIBIX-CNISGOOLSA-N	440.2774036			
BASm0036454	3α,7β,11α,17α,24α,28α-hexahydroxy-Lithocholate					C24H40O7		CPWHAYCXBQIBIX-OLXBMDESSA-N	440.2774036			
BASm0036455	3α,7α,12α,14α,23α,28α-hexahydroxy-Lithocholate					C24H40O7		USQABJOJBXQROW-AAXYCFLTSA-N	440.2774036			
BASm0036456	3α,7β,12α,14α,23α,28α-hexahydroxy-Lithocholate					C24H40O7		USQABJOJBXQROW-KWSJMDTRSA-N	440.2774036			
BASm0036457	3α,7α,12α,14α,24α,28α-hexahydroxy-Lithocholate					C24H40O7		IFWODGCRKLFNIR-HHGXILFJSA-N	440.2774036			
BASm0036458	3α,7β,12α,14α,24α,28α-hexahydroxy-Lithocholate					C24H40O7		IFWODGCRKLFNIR-AQWBMZTISA-N	440.2774036			
BASm0036459	3α,7α,12α,15α,23α,28α-hexahydroxy-Chenodeoxycholate					C24H40O7		ZIHPLUOODWSVGP-SBKZFUHJSA-N	440.2774036			
BASm0036460	3α,7β,12α,15α,23α,28α-hexahydroxy-Chenodeoxycholate					C24H40O7		ZIHPLUOODWSVGP-ZYCVZCGASA-N	440.2774036			
BASm0036461	3α,7α,12α,15α,23α,28α-hexahydroxy-Isolithocholate					C24H40O7		ZIHPLUOODWSVGP-BIQLVJKMSA-N	440.2774036			
BASm0036462	3α,12α,15α,23α,28α-pentahydroxy-7-oxo-Isolithocholate					C24H38O7		JCSXMXSVKRIKOU-GDTRBLMYSA-N	438.2617536			
BASm0036463	3α,7β,12α,15α,23α,28α-hexahydroxy-Isolithocholate					C24H40O7		ZIHPLUOODWSVGP-JYRJALMUSA-N	440.2774036			
BASm0036464	3α,7α,12α,15α,23α,28α-hexahydroxy-Isoursodeoxycholate					C24H40O7		ZIHPLUOODWSVGP-ULAIPYJPSA-N	440.2774036			
BASm0036465	3α,7β,12α,15α,23α,28α-hexahydroxy-Isoursodeoxycholate					C24H40O7		ZIHPLUOODWSVGP-SXWBFQCDSA-N	440.2774036			
BASm0036466	3α,7α,12α,15α,23α,28α-hexahydroxy-Ursodiol					C24H40O7		ZIHPLUOODWSVGP-CHNZPKEVSA-N	440.2774036			
BASm0036467	3α,7β,12α,15α,23α,28α-hexahydroxy-Ursodiol					C24H40O7		ZIHPLUOODWSVGP-RXXJDNLVSA-N	440.2774036			
BASm0036468	3α,7α,12α,15α,23α,28α-hexahydroxy-Vulpecholate					C24H40O7		ZIHPLUOODWSVGP-XJUSOLGXSA-N	440.2774036			
BASm0036469	3α,7β,12α,15α,23α,28α-hexahydroxy-Vulpecholate					C24H40O7		ZIHPLUOODWSVGP-AKRXIUKYSA-N	440.2774036			
BASm0036470	3α,7α,12α,15α,24α,28α-hexahydroxy-Chenodeoxycholate					C24H40O7		IKLRZXFWGNKGQG-KFHYDSCPSA-N	440.2774036			
BASm0036471	3α,7β,12α,15α,24α,28α-hexahydroxy-Chenodeoxycholate					C24H40O7		IKLRZXFWGNKGQG-HNFLQJIVSA-N	440.2774036			
BASm0036472	3α,7α,12α,15α,24α,28α-hexahydroxy-Isolithocholate					C24H40O7		IKLRZXFWGNKGQG-PHRHZEBRSA-N	440.2774036			
BASm0036473	3α,12α,15α,24α,28α-pentahydroxy-7-oxo-Isolithocholate					C24H38O7		UKDMGQXUUYHXDR-VBPOKGITSA-N	438.2617536			
BASm0036474	3α,7β,12α,15α,24α,28α-hexahydroxy-Isolithocholate					C24H40O7		IKLRZXFWGNKGQG-UMKFZGCPSA-N	440.2774036			
BASm0036475	3α,7α,12α,15α,24α,28α-hexahydroxy-Isoursodeoxycholate					C24H40O7		IKLRZXFWGNKGQG-JTERKNBXSA-N	440.2774036			
BASm0036476	3α,7β,12α,15α,24α,28α-hexahydroxy-Isoursodeoxycholate					C24H40O7		IKLRZXFWGNKGQG-ODHOFXHNSA-N	440.2774036			
BASm0036477	3α,7α,12α,15α,24α,28α-hexahydroxy-Ursodiol					C24H40O7		IKLRZXFWGNKGQG-ZJQSMMJCSA-N	440.2774036			
BASm0036478	3α,7β,12α,15α,24α,28α-hexahydroxy-Ursodiol					C24H40O7		IKLRZXFWGNKGQG-UTKDBFBLSA-N	440.2774036			
BASm0036479	3α,7α,12α,15α,24α,28α-hexahydroxy-Vulpecholate					C24H40O7		IKLRZXFWGNKGQG-HLVJCBJVSA-N	440.2774036			
BASm0036480	3α,7β,12α,15α,24α,28α-hexahydroxy-Vulpecholate					C24H40O7		IKLRZXFWGNKGQG-XJJMZDKNSA-N	440.2774036			
BASm0036481	3α,7α,12α,17α,23α,28α-hexahydroxy-Chenodeoxycholate					C24H40O7		RBNYLTQTHNTYEU-PXZYJLNUSA-N	440.2774036			
BASm0036482	3α,7β,12α,17α,23α,28α-hexahydroxy-Chenodeoxycholate					C24H40O7		RBNYLTQTHNTYEU-ZMOHYHHNSA-N	440.2774036			
BASm0036483	3α,7α,12α,17α,23α,28α-hexahydroxy-Isolithocholate					C24H40O7		RBNYLTQTHNTYEU-YQNOTJDZSA-N	440.2774036			
BASm0036484	3α,12α,23α,28α-pentahydroxy-7-oxo-Isolithocholate					C24H38O7		DZCCLIYZDXQXBZ-QKOBNAGESA-N	438.2617536			
BASm0036485	3α,7β,12α,17α,23α,28α-hexahydroxy-Isolithocholate					C24H40O7		RBNYLTQTHNTYEU-XSJZBXODSA-N	440.2774036			
BASm0036486	3α,7α,12α,17α,23α,28α-hexahydroxy-Isoursodeoxycholate					C24H40O7		RBNYLTQTHNTYEU-XFRPODMTSA-N	440.2774036			
BASm0036487	3α,7β,12α,17α,23α,28α-hexahydroxy-Isoursodeoxycholate					C24H40O7		RBNYLTQTHNTYEU-YWSHWJNTSA-N	440.2774036			
BASm0036488	3α,7α,12α,17α,23α,28α-hexahydroxy-Lithocholate					C24H40O7		RBNYLTQTHNTYEU-LCYNZLFESA-N	440.2774036			
BASm0036489	3α,12α,23α,28α-pentahydroxy-7-oxo-Lithocholate					C24H38O7		DZCCLIYZDXQXBZ-LTLMEYMVSA-N	438.2617536			
BASm0036490	3α,7β,12α,17α,23α,28α-hexahydroxy-Lithocholate					C24H40O7		RBNYLTQTHNTYEU-KFQRTTKMSA-N	440.2774036			
BASm0036491	3α,7α,12α,17α,23α,28α-hexahydroxy-Ursodiol					C24H40O7		RBNYLTQTHNTYEU-OOULKDONSA-N	440.2774036			
BASm0036492	3α,7β,12α,17α,23α,28α-hexahydroxy-Ursodiol					C24H40O7		RBNYLTQTHNTYEU-RJLBYXNXSA-N	440.2774036			
BASm0036493	3α,7α,12α,17α,24α,28α-hexahydroxy-Chenodeoxycholate					C24H40O7		YZZXDFQULNQFEC-AIHIFEHYSA-N	440.2774036			
BASm0036494	3α,7β,12α,17α,24α,28α-hexahydroxy-Chenodeoxycholate					C24H40O7		YZZXDFQULNQFEC-NZUUDXIASA-N	440.2774036			
BASm0036495	3α,7α,12α,17α,24α,28α-hexahydroxy-Isolithocholate					C24H40O7		YZZXDFQULNQFEC-MXBHGZSASA-N	440.2774036			
BASm0036496	3α,12α,24α,28α-pentahydroxy-7-oxo-Isolithocholate					C24H38O7		ASFMAYPSCHVWJZ-NPIYZGHYSA-N	438.2617536			
BASm0036497	3α,7β,12α,17α,24α,28α-hexahydroxy-Isolithocholate					C24H40O7		YZZXDFQULNQFEC-PMWBXIKKSA-N	440.2774036			
BASm0036498	3α,7α,12α,17α,24α,28α-hexahydroxy-Isoursodeoxycholate					C24H40O7		YZZXDFQULNQFEC-FUKBBEFHSA-N	440.2774036			
BASm0036499	3α,7β,12α,17α,24α,28α-hexahydroxy-Isoursodeoxycholate					C24H40O7		YZZXDFQULNQFEC-VWIQWDPBSA-N	440.2774036			
BASm0036500	3α,7α,12α,17α,24α,28α-hexahydroxy-Lithocholate					C24H40O7		YZZXDFQULNQFEC-MQBDXFMISA-N	440.2774036			
BASm0036501	3α,12α,24α,28α-pentahydroxy-7-oxo-Lithocholate					C24H38O7		ASFMAYPSCHVWJZ-OXKJUASHSA-N	438.2617536			
BASm0036502	3α,7β,12α,17α,24α,28α-hexahydroxy-Lithocholate					C24H40O7		YZZXDFQULNQFEC-UMTJUQOJSA-N	440.2774036			
BASm0036503	3α,7α,12α,17α,24α,28α-hexahydroxy-Ursodiol					C24H40O7		YZZXDFQULNQFEC-TWXGYCANSA-N	440.2774036			
BASm0036504	3α,7β,12α,17α,24α,28α-hexahydroxy-Ursodiol					C24H40O7		YZZXDFQULNQFEC-KWQQDTSDSA-N	440.2774036			
BASm0036505	3α,7α,12α,19α,23α,28α-hexahydroxy-Lithocholate					C24H40O7		OUCPOUPBEVVMQQ-LIXBEXLWSA-N	440.2774036			
BASm0036506	3α,7β,12α,19α,23α,28α-hexahydroxy-Lithocholate					C24H40O7		OUCPOUPBEVVMQQ-LVCJYJCDSA-N	440.2774036			
BASm0036507	3α,7α,12α,20α,23α,28α-hexahydroxy-Lithocholate					C24H40O7		GFSAUQUIKTWQNV-VHVCFHBISA-N	440.2774036			
BASm0036508	3α,7β,12α,20α,23α,28α-hexahydroxy-Lithocholate					C24H40O7		GFSAUQUIKTWQNV-SBAQKRJVSA-N	440.2774036			
BASm0036509	3α,7α,12α,20α,24α,28α-hexahydroxy-Lithocholate					C24H40O7		FXOIGVPJRQMTQJ-BNLPTVDBSA-N	440.2774036			
BASm0036510	3α,12α,20α,24α,28α-pentahydroxy-7-oxo-Lithocholate					C24H38O7		VJQSDUSNMCVYDI-MHLDPYCESA-N	438.2617536			
BASm0036511	3α,7β,12α,20α,24α,28α-hexahydroxy-Lithocholate					C24H40O7		FXOIGVPJRQMTQJ-QQBVXYDHSA-N	440.2774036			
BASm0036512	3α,7α,12α,22α,24α,28α-hexahydroxy-Lithocholate					C24H40O7		LPSUFLLTULHEDT-RMKMXWFESA-N	440.2774036			
BASm0036513	3α,12α,22α,24α,28α-pentahydroxy-7-oxo-Lithocholate					C24H38O7		GKPJZIFTGYIKKU-FMLXHDPQSA-N	438.2617536			
BASm0036514	3α,7β,12α,22α,24α,28α-hexahydroxy-Lithocholate					C24H40O7		LPSUFLLTULHEDT-HMGQMXPJSA-N	440.2774036			
BASm0036515	3α,7α,12α,22α,25α,28α-hexahydroxy-Lithocholate					C24H40O7		HHAKOJKCPSEXGS-VYZCYWEZSA-N	440.2774036			
BASm0036516	3α,12α,22α,25α,28α-pentahydroxy-7-oxo-Lithocholate					C24H38O7		WFSRHGQBQSWEIO-SPZYEYKUSA-N	438.2617536			
BASm0036517	3α,7β,12α,22α,25α,28α-hexahydroxy-Lithocholate					C24H40O7		HHAKOJKCPSEXGS-VQSGOKIOSA-N	440.2774036			
BASm0036518	3α,7α,12α,22α,26α,28α-hexahydroxy-Lithocholate					C24H40O7		HDGQJLNEBYYIQK-WPBCZMOSSA-N	440.2774036			
BASm0036519	3α,12α,22α,26α,28α-pentahydroxy-7-oxo-Lithocholate					C24H38O7		XNPDTGXYZJXJTN-BODPINRFSA-N	438.2617536			
BASm0036520	3α,7β,12α,22α,26α,28α-hexahydroxy-Lithocholate					C24H40O7		HDGQJLNEBYYIQK-REDOCGDRSA-N	440.2774036			
BASm0036521	3α,7α,12α,22α,27α-pentahydroxy-Lithocholate					C24H40O6		PQBVWBGFINTTOY-GCOZFDQWSA-N	424.282489			
BASm0036522	3α,12α,22α-tetrahydroxy-7-oxo-Lithocholate					C24H38O6		XQXFEWFPQRRQNH-SAUOZLCWSA-N	422.2668389			
BASm0036523	3α,7β,12α,22α,27α-pentahydroxy-Lithocholate					C24H40O6		PQBVWBGFINTTOY-HMGQMXPJSA-N	424.282489			
BASm0036524	3α,7α,12α,23α,25α,28α-hexahydroxy-Lithocholate					C24H40O7		YOLGNCQJLYIMSA-HFGHMYFFSA-N	440.2774036			
BASm0036525	3α,12α,23α,25α,28α-pentahydroxy-7-oxo-Lithocholate					C24H38O7		HRQUIAIWVZUPLT-OSTXMMRPSA-N	438.2617536			
BASm0036526	3α,7β,12α,23α,25α,28α-hexahydroxy-Lithocholate					C24H40O7		YOLGNCQJLYIMSA-YKQMDOADSA-N	440.2774036			
BASm0036527	3α,7α,12α,23α,26α,28α-hexahydroxy-Lithocholate					C24H40O7		ADGPTNBPHNKTPF-JUGZDZHXSA-N	440.2774036			
BASm0036528	3α,12α,23α,26α,28α-pentahydroxy-7-oxo-Lithocholate					C24H38O7		HPAIKWKFKDZBRC-KNFYMSQYSA-N	438.2617536			
BASm0036529	3α,7β,12α,23α,26α,28α-hexahydroxy-Lithocholate					C24H40O7		ADGPTNBPHNKTPF-AYPXUVBWSA-N	440.2774036			
BASm0036530	3α,7α,12α,23α,27α-pentahydroxy-Lithocholate					C24H40O6		MRXAZVDJDJSGTP-WGHMBDPESA-N	424.282489			
BASm0036531	3α,12α,23α-tetrahydroxy-7-oxo-Lithocholate					C24H38O6		SYTQTHCILKZCDP-YHGGFONTSA-N	422.2668389			
BASm0036532	3α,7β,12α,23α,27α-pentahydroxy-Lithocholate					C24H40O6		MRXAZVDJDJSGTP-QXBHTYGPSA-N	424.282489			
BASm0036533	3α,7α,9α,13α,23α,28α-hexahydroxy-Lithocholate					C24H40O7		LFDCGLISOVRLRW-REVNFEPOSA-N	440.2774036			
BASm0036534	3α,9α,13α,23α,28α-pentahydroxy-7-oxo-Lithocholate					C24H38O7		SVDLFGOCGZMJIS-IQDCBRGISA-N	438.2617536			
BASm0036535	3α,7β,9α,13α,23α,28α-hexahydroxy-Lithocholate					C24H40O7		LFDCGLISOVRLRW-BLXHQXJCSA-N	440.2774036			
BASm0036536	3α,7α,9α,13α,24α,28α-hexahydroxy-Lithocholate					C24H40O7		PJRJJDOCEKGWOP-HDZAZJPASA-N	440.2774036			
BASm0036537	3α,7β,9α,13α,24α,28α-hexahydroxy-Lithocholate					C24H40O7		PJRJJDOCEKGWOP-NKIXDYMESA-N	440.2774036			
BASm0036538	3α,7β,12α-Trihydroxy-5α-cholanoic acid					C24H40O5		BHQCQFFYRZLCQQ-AZVWBEJOSA-N	408.2875744			
BASm0036539	1α,3α,7α-Trihydroxy-5β-cholanic acid					C24H40O5		GYUVAHWOVINGNE-RMVWDZDYSA-N	408.2875744			
BASm0036540	1α,3α-dihydroxy-7-oxo-5β-cholanic acid					C23H36O5		ZIOPGRBCWSXLED-WSFAYRFQSA-N	392.2562743			
BASm0036541	1α,3α,7β-Trihydroxy-5β-cholanic acid					C24H40O5		GYUVAHWOVINGNE-OSLPDJMTSA-N	408.2875744			
BASm0036542	3α,6α,7α-Trihydroxy-5β-cholanic acid					C24H40O5		DKPMWHFRUGMUKF-KWXDGCAGSA-N	408.2875744			
BASm0036543	3α,6α,7β-Trihydroxy-5β-cholanic acid					C24H40O5		DKPMWHFRUGMUKF-AFKMFKCUSA-N	408.2875744			
BASm0036544	(3α,5β,7α,23R)-3,7,23-Trihydroxycholanic acid					C24H40O5		SLDVWYDDPPFGHK-WEZRZJDESA-N	408.2875744			
BASm0036545	(3α,5β,7β,23R)-3,7,23-Trihydroxycholanic acid					C24H40O5		SLDVWYDDPPFGHK-HNLNUQEPSA-N	408.2875744			
BASm0036546	UDP-3-ketoglucose				OC[C@H]1O[C@H](OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=CC(=O)NC2=O)[C@H](O)C(=O)[C@@H]1O	C15H22N2O17P2	InChI=1S/C15H22N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-9,11-14,18,20-21,23-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8-,9-,11-,12-,13-,14-/m1/s1	VRDZHCNPFRUVRQ-SZNRHJFNSA-N	564.0393713	32274		
BASm0036547	Aminofructose 6-phosphate				N[C@H]1[C@H](O)[C@@H](COP(O)(O)=O)OC1(O)CO	C6H14NO8P	InChI=1S/C6H14NO8P/c7-5-4(9)3(1-14-16(11,12)13)15-6(5,10)2-8/h3-5,8-10H,1-2,7H2,(H2,11,12,13)/t3-,4-,5+,6?/m1/s1	KYORZMSTOXVELJ-VRPWFDPXSA-N	259.0457029	31203		
BASm0036548	Iminoerythrose 4-phosphate				O[C@H](COP(O)(O)=O)[C@@H](O)C=N	C4H10NO6P	InChI=1S/C4H10NO6P/c5-1-3(6)4(7)2-11-12(8,9)10/h1,3-7H,2H2,(H2,8,9,10)/t3-,4+/m0/s1	PXPUXFCEGUOIKX-IUYQGCFVSA-N	199.0245736	31692		
BASm0036549	AminoDAHP				N[C@H](CC(=O)C(O)=O)[C@H](O)[C@H](O)COP(O)(O)=O	C7H14NO9P	InChI=1S/C7H14NO9P/c8-3(1-4(9)7(12)13)6(11)5(10)2-17-18(14,15)16/h3,5-6,10-11H,1-2,8H2,(H,12,13)(H2,14,15,16)/t3-,5-,6+/m1/s1	ZGCVXINXGQLNFK-PUFIMZNGSA-N	287.040618	29512		
BASm0036550	AminoDHQ				N[C@@H]1C[C@@](O)(CC(=O)[C@H]1O)C(O)=O	C7H11NO5	InChI=1S/C7H11NO5/c8-3-1-7(13,6(11)12)2-4(9)5(3)10/h3,5,10,13H,1-2,8H2,(H,11,12)/t3-,5+,7-/m1/s1	WEKGHNWYEFXAQP-SYTVJDICSA-N	189.0637225	29513		
BASm0036551	AHBA				NC1=CC(O)=CC(=C1)C(O)=O	C7H7NO3	InChI=1S/C7H7NO3/c8-5-1-4(7(10)11)2-6(9)3-5/h1-3,9H,8H2,(H,10,11)	QPEJHSFTZVMSJH-UHFFFAOYSA-N	153.0425931	29507		
BASm0036552	DG(16:1(9Z)/15:0cyclo/0:0)	DG(16:1(9Z)/15:0cyclo/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/15:0cyclo/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C34H62O5		HKCPXAYCOLJUEO-QRJNQUINSA-N	550.4597251			
BASm0036553	CDP-DG(16:1(9Z)/15:0cyclo)	CDP-DG(16:1(9Z)/15:0cyclo) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/15:0cyclo), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/15:0cyclo) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C43H75N3O15P2		CCSTVMYMDWTJJN-WOBGLBHISA-N	935.4673427			
BASm0036554	DG(10:0(3-OH)/10:0/0:0)	DG(10:0(3-OH)/10:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0(3-OH)/10:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C23H44O6		QHNJWABMRXFGRL-LBAQZLPGSA-N	416.3137891			
BASm0036555	DG(10:0(3-OH)/17:0cycw7/0:0)	(2S)-2-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-hydroxypropyl 3-hydroxydecanoate is considered to be a practically insoluble (in water) and relatively neutral molecule. DG(10:0(3-OH)/17:0CYCW7C/0:0) has the chemical formula C30H56O6, and an average molecular weight of 512.772. DG(10:0(3-OH)/17:0CYCW7C/0:0) is involved in a couple of pathways, which are Phospholipid Biosynthesis CL(10:0(3-OH)/17:0cycw7c/10:0(3-OH)/17:0cycw7c) Pathway and Phospholipid Biosynthesis CL(10:0(3-OH)/17:0cycw7c/14:0/14:0) Pathway.			[H][C@](CO)(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C30H56O6	InChI=1S/C30H56O6/c1-3-5-7-10-15-19-27(32)22-30(34)35-24-28(23-31)36-29(33)20-16-12-9-11-14-18-26-21-25(26)17-13-8-6-4-2/h25-28,31-32H,3-24H2,1-2H3/t25?,26?,27?,28-/m0/s1	OHHRXCCDNNVJKW-OYGGZRDRSA-N	512.4076895			
BASm0036556	DG(10:0(3-OH)/19:0cycw8/0:0)	DG(10:0(3-OH)/19:0cycw8/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(10:0(3-OH)/19:0cycw8/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C32H60O6		RZSBTYGPGOLUJG-IYCLCUOYSA-N	540.4389897			
BASm0036557	CDP-DG(10:0(3-OH)/19:0cycw8)	CDP-DG(10:0(3-OH)/19:0cycw8) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(10:0(3-OH)/19:0cycw8), in particular, consists of two 3-hydroxydecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(10:0(3-OH)/19:0cycw8) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C41H73N3O16P2		DRZHFIFRHNNJJL-UUQSUPHUSA-N	925.4466073			
BASm0036558	PS(10:0(3-OH)/19:0cycw8)	PS(10:0(3-OH)/19:0cycw8) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(10:0(3-OH)/19:0cycw8), in particular, consists of one 3-hydroxydecanoyl chain to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C35H66NO11P		VHZZMTXSIIAIBD-DGMALUCSSA-N	707.4373489			
BASm0036559	PGP(10:0(3-OH)/19:0cycw8)	PGP(10:0(3-OH)/19:0cycw8) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0(3-OH)/19:0cycw8), in particular, consists of one 3-hydroxydecanoyl chain to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C35H68O14P2		QQYJGIHPMJOCPZ-QOGUGHGESA-N	774.4084309			
BASm0036560	PG(10:0(3-OH)/19:0cycw8)	PG(10:0(3-OH)/19:0cycw8) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(10:0(3-OH)/19:0cycw8), in particular, consists of one 3-hydroxydecanoyl chain to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C35H67O11P		OXFSVXZNGZRXBZ-QOGUGHGESA-N	694.4421			
BASm0036561	DG(12:0(3-OH)/17:0cycw7/0:0)	(2S)-2-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-hydroxypropyl 3-hydroxydodecanoate is considered to be a practically insoluble (in water) and relatively neutral molecule. DG(12:0(3-OH)/17:0CYCW7C/0:0) has the chemical formula C32H60O6, and an average molecular weight of 540.826. DG(12:0(3-OH)/17:0CYCW7C/0:0) is involved in a couple of pathways, which are Phospholipid Biosynthesis CL(12:0(3-OH)/17:0cycw7c/12:0(3-OH)/17:0cycw7c) Pathway and Phospholipid Biosynthesis CL(12:0(3-OH)/17:0cycw7c/12:0/12:0) Pathway.			[H][C@](CO)(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C32H60O6	InChI=1S/C32H60O6/c1-3-5-7-9-10-13-17-21-29(34)24-32(36)37-26-30(25-33)38-31(35)22-18-14-11-12-16-20-28-23-27(28)19-15-8-6-4-2/h27-30,33-34H,3-26H2,1-2H3/t27?,28?,29?,30-/m0/s1	XPQLBVIGUKMFEZ-IYCLCUOYSA-N	540.4389897			
BASm0036562	PGP(12:0(3-OH)/17:0cycw7)	[(2S)-3-({[(2R)-2-{[8-(2-hexylcyclopropyl)octanoyl]oxy}-3-[(3-hydroxydodecanoyl)oxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PGP(12:0(3-OH)/17:0cycw7c) has the chemical formula C35H68O14P2, and an average molecular weight of 774.863. PGP(12:0(3-OH)/17:0cycw7c) is involved in the Phospholipid Biosynthesis CL(12:0(3-OH)/17:0cycw7c/12:0(3-OH)/17:0cycw7c) Pathway.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC	C35H68O14P2	InChI=1S/C35H68O14P2/c1-3-5-7-9-10-13-17-21-31(36)24-35(39)45-27-33(28-48-51(43,44)47-26-32(37)25-46-50(40,41)42)49-34(38)22-18-14-11-12-16-20-30-23-29(30)19-15-8-6-4-2/h29-33,36-37H,3-28H2,1-2H3,(H,43,44)(H2,40,41,42)/t29?,30?,31?,32-,33+/m0/s1	OTXTYBBKHAGJBO-QOGUGHGESA-N	774.4084309	37393		
BASm0036563	DG(12:0(3-OH)/19:0cycw8/0:0)	DG(12:0(3-OH)/19:0cycw8/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0(3-OH)/19:0cycw8/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C34H64O6		LAQZUOOMMNPOAS-OWXMFSIZSA-N	568.4702898			
BASm0036564	CDP-DG(12:0(3-OH)/19:0cycw8)	CDP-DG(12:0(3-OH)/19:0cycw8) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0(3-OH)/19:0cycw8), in particular, consists of two 3-hydroxydodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0(3-OH)/19:0cycw8) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C43H77N3O16P2		SSOMCQOVSHHQLU-MWTCFJQISA-N	953.4779074			
BASm0036565	PS(12:0(3-OH)/19:0cycw8)	PS(12:0(3-OH)/19:0cycw8) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(12:0(3-OH)/19:0cycw8), in particular, consists of one 3-hydroxydodecanoyl chain to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C37H70NO11P		YYCWQTKXYQZRMG-GQGXALGXSA-N	735.4686491			
BASm0036566	PGP(12:0(3-OH)/19:0cycw8)	PGP(12:0(3-OH)/19:0cycw8) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0(3-OH)/19:0cycw8), in particular, consists of one 3-hydroxydodecanoyl chain to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C37H72O14P2		NGMAHJYDOVJKGA-BISNVOBLSA-N	802.439731			
BASm0036567	PG(12:0(3-OH)/19:0cycw8)	PG(12:0(3-OH)/19:0cycw8) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0(3-OH)/19:0cycw8), in particular, consists of one 3-hydroxydodecanoyl chain to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C37H71O11P		OOZWYILHDNBEOM-BISNVOBLSA-N	722.4734001			
BASm0036568	CDP-DG(18:2(9Z,12Z)/18:1(9Z))	CDP-DG(18:2(9Z,12Z)/18:1(9Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(18:2(9Z,12Z)/18:1(9Z)), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of oleic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCC\C=C/C\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCC	C48H83N3O15P2	InChI=1S/C48H83N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-43(52)61-37-40(64-44(53)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h11,13,17-20,35-36,40-41,45-47,54-55H,3-10,12,14-16,21-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b13-11-,19-17-,20-18-/t40-,41-,45+,46?,47-/m1/s1	QFEGCLBTFDLZOL-RHKCEWHWSA-N	1003.529943	17962	HMDB0115968	
BASm0036569	PS(18:2(9Z,12Z)/18:1(9Z))	PS(18:2(9Z,12Z)/18:1(9Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(18:2(9Z,12Z)/18:1(9Z)), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of oleic acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/C\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)C(O)=O	C42H76NO10P	InChI=1S/C42H76NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11,13,17-20,38-39H,3-10,12,14-16,21-37,43H2,1-2H3,(H,46,47)(H,48,49)/b13-11-,19-17-,20-18-/t38-,39+/m1/s1	HCMPQQOKSNDTHI-UTJDFHGQSA-N	785.5206842	18303	HMDB0012401	
BASm0036570	PE(18:2(9Z,12Z)/18:1(9Z))	PE(18:2(9Z,12Z)/18:1(9Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:2(9Z,12Z)/18:1(9Z)), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of oleic acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCC\C=C/C\C=C/CCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC	C41H76NO8P	InChI=1S/C41H76NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11,13,17-20,39H,3-10,12,14-16,21-38,42H2,1-2H3,(H,45,46)/b13-11-,19-17-,20-18-/t39-/m1/s1	DOILLFCKSSPXMF-ZKZIFNJMSA-N	741.5308549		HMDB0009092	
BASm0036571	PGP(18:2(9Z,12Z)/18:1(9Z))	PGP(18:2(9Z,12Z)/18:1(9Z)) is a phosphatidylglycerolphosphate or glycerophospholipid (PGP or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(18:2(9Z,12Z)/18:1(9Z)), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of oleic acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of Phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGPs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PGP also serves as a precursor for the synthesis of cardiolipin. PGP is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/C\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C42H78O13P2	InChI=1S/C42H78O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(44)51-37-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)55-42(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11,13,17-20,39-40,43H,3-10,12,14-16,21-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b13-11-,19-17-,20-18-/t39-,40+/m0/s1	SPZRLHDDNYEIQA-WUQMUQDBSA-N	852.4917656	37393	HMDB0013551	
BASm0036572	PG(18:2(9Z,12Z)/18:1(9Z))	PG(18:2(9Z,12Z)/18:1(9Z)) is a phosphatidylglycerol or glycerophospholipid (PG or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(18:2(9Z,12Z)/18:1(9Z)), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of oleic acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PG also serves as a precursor for the synthesis of cardiolipin. PG is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/C\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C42H77O10P	InChI=1S/C42H77O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(45)49-37-40(38-51-53(47,48)50-36-39(44)35-43)52-42(46)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11,13,17-20,39-40,43-44H,3-10,12,14-16,21-38H2,1-2H3,(H,47,48)/b13-11-,19-17-,20-18-/t39-,40+/m0/s1	KBDCFYFMQOAHAN-WUQMUQDBSA-N	772.5254352	17517	HMDB0010649	
BASm0036573	PS(16:0/18:2(9Z,12Z))	PS(16:0/18:2(9Z,12Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(16:0/18:2(9Z,12Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the linoleic acid moiety is derived from seed oils. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC)C(O)=O	C40H74NO10P	InChI=1S/C40H74NO10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h11,13,17-18,36-37H,3-10,12,14-16,19-35,41H2,1-2H3,(H,44,45)(H,46,47)/b13-11-,18-17-/t36-,37+/m1/s1	ZGNVQERQNSXHHO-AOGDOVIASA-N	759.5050341	18303	HMDB0012358	
BASm0036574	CDP-DG(18:1(9Z)/18:2(9Z,12Z))	CDP-DG(18:1(9Z)/18:2(9Z,12Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol. CDP-diacylglycerol (CDP-DG) is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(18:1(9Z)/18:2(9Z,12Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the linoleic acid moiety is derived from seed oils. CDP-diacylglycerols are intermediates in the synthesis of phosphatidylglycerols (PG, PC, PS, PI), which is catalyzed by CDP-diacyl synthase, synthase, phosphatidylglycerolphosphate (PGP) synthase, phosphatidylinositol (PI) synthase, and phosphatidylserine (PS) synthase. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts, perhaps only 0.05% or so of the total phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	C48H83N3O15P2	InChI=1S/C48H83N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-43(52)61-37-40(64-44(53)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h12,14,17-20,35-36,40-41,45-47,54-55H,3-11,13,15-16,21-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b14-12-,19-17-,20-18-/t40-,41-,45+,46?,47-/m1/s1	UJQQGEDCLSFEMD-LTKIUGHASA-N	1003.529942	17962	HMDB0006998	
BASm0036575	PS(18:1(9Z)/18:2(9Z,12Z))	PS(18:1(9Z)/18:2(9Z,12Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(18:1(9Z)/18:2(9Z,12Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the linoleic acid moiety is derived from seed oils. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC)C(O)=O	C42H76NO10P	InChI=1S/C42H76NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,17-20,38-39H,3-11,13,15-16,21-37,43H2,1-2H3,(H,46,47)(H,48,49)/b14-12-,19-17-,20-18-/t38-,39+/m1/s1	MWONMGIZXLAUBR-QUBHBNJHSA-N	785.5206842	75096	HMDB0012391	
BASm0036576	PGP(18:1(9Z)/18:2(9Z,12Z))	PGP(18:1(9Z)/18:2(9Z,12Z)) is a phosphatidylglycerolphosphate or glycerophospholipid (PGP or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(18:1(9Z)/18:2(9Z,12Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the linoleic acid moiety is derived from seed oils. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of Phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGPs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PGP also serves as a precursor for the synthesis of cardiolipin. PGP is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.			[H]O[C@@]([H])(C([H])([H])OP(=O)(O[H])O[H])C([H])([H])OP(=O)(O[H])OC([H])([H])[C@]([H])(OC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])OC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(\[H])=C(\[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]	C42H78O13P2	InChI=1S/C42H78O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(44)51-37-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)55-42(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,17-20,39-40,43H,3-11,13,15-16,21-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b14-12-,19-17-,20-18-/t39-,40+/m0/s1	SRDGDEIEVPTVMC-MODZKLJDSA-N	852.4917656	37393	HMDB0013537	
BASm0036577	PG(18:1(9Z)/18:2(9Z,12Z))	PG(18:1(9Z)/18:2(9Z,12Z)) is a phosphatidylglycerol or glycerophospholipid (PG or GP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(18:1(9Z)/18:2(9Z,12Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the linoleic acid moiety is derived from seed oils. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant at up to 11% of the total. It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for diphosphatidylglycerol (cardiolipin). Phosphatidylglycerol is formed from phosphatidic acid by a sequence of enzymatic reactions that proceeds via the intermediate, cytidine diphosphate diacylglycerol (CDP-diacylglycerol). Bioynthesis proceeds by condensation of phosphatidic acid and cytidine triphosphate with elimination of pyrophosphate via the action of phosphatidate cytidyltransferase (or CDP-synthase). CDP-diacylglycerol then reacts with glycerol-3-phosphate via phosphatidylglycerophosphate synthase to form 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid, with the release of cytidine monophosphate (CMP). Finally, phosphatidylglycerol is formed by the action of specific phosphatases. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PGs have a net charge of -1 at physiological pH and are found in high concentration in mitochondrial membranes and as components of pulmonary surfactant. PG also serves as a precursor for the synthesis of cardiolipin. PG is synthesized from CDP-diacylglycerol and glycerol-3-phosphate.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC	C42H77O10P	InChI=1S/C42H77O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(45)49-37-40(38-51-53(47,48)50-36-39(44)35-43)52-42(46)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,17-20,39-40,43-44H,3-11,13,15-16,21-38H2,1-2H3,(H,47,48)/b14-12-,19-17-,20-18-/t39-,40+/m0/s1	FSVTVWTVWNNIQX-MODZKLJDSA-N	772.5254352	17517	HMDB0010635	
BASm0036578	PGP(12:0/14:1(11Z))	PGP(12:0/14:1(11Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(12:0/14:1(11Z)), in particular, consists of one chain of lauric acid at the C-1 position and one chain of (11Z)-tetradecenoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C32H62O13P2	InChI=1S/C32H62O13P2/c1-3-5-7-9-11-13-14-16-18-20-22-24-32(35)45-30(27-41-31(34)23-21-19-17-15-12-10-8-6-4-2)28-44-47(39,40)43-26-29(33)25-42-46(36,37)38/h5,7,29-30,33H,3-4,6,8-28H2,1-2H3,(H,39,40)(H2,36,37,38)/b7-5-/t29-,30+/m0/s1	LDDHMBFTDVVUDS-MUCXNXFOSA-N	716.3665661	37393		
BASm0036579	PG(12:0/14:1(11Z))	PG(12:0/14:1(11Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(12:0/14:1(11Z)), in particular, consists of one chain of lauric acid at the C-1 position and one chain of (11Z)-tetradecenoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C32H61O10P	InChI=1S/C32H61O10P/c1-3-5-7-9-11-13-14-16-18-20-22-24-32(36)42-30(28-41-43(37,38)40-26-29(34)25-33)27-39-31(35)23-21-19-17-15-12-10-8-6-4-2/h5,7,29-30,33-34H,3-4,6,8-28H2,1-2H3,(H,37,38)/b7-5-/t29-,30+/m0/s1	NEZZLMALLUTHKH-MUCXNXFOSA-N	636.4002352			
BASm0036580	PGP(12:0/14:1(9Z))	PGP(12:0/14:1(9Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(12:0/14:1(9Z)), in particular, consists of one chain of lauric acid at the C-1 position and one chain of myristoleic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C32H62O13P2	InChI=1S/C32H62O13P2/c1-3-5-7-9-11-13-14-16-18-20-22-24-32(35)45-30(27-41-31(34)23-21-19-17-15-12-10-8-6-4-2)28-44-47(39,40)43-26-29(33)25-42-46(36,37)38/h9,11,29-30,33H,3-8,10,12-28H2,1-2H3,(H,39,40)(H2,36,37,38)/b11-9-/t29-,30+/m0/s1	NBUTWYLBDCWUHY-UJWMCUGQSA-N	716.3665661	37393		
BASm0036581	PG(12:0/14:1(9Z))	PG(12:0/14:1(9Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(12:0/14:1(9Z)), in particular, consists of one chain of lauric acid at the C-1 position and one chain of myristoleic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C32H61O10P	InChI=1S/C32H61O10P/c1-3-5-7-9-11-13-14-16-18-20-22-24-32(36)42-30(28-41-43(37,38)40-26-29(34)25-33)27-39-31(35)23-21-19-17-15-12-10-8-6-4-2/h9,11,29-30,33-34H,3-8,10,12-28H2,1-2H3,(H,37,38)/b11-9-/t29-,30+/m0/s1	WKSCFKDSVLQUGR-UJWMCUGQSA-N	636.4002352			
BASm0036582	Pentadecenoic-CoA(Δ11)					C36H58N7O17P3S		NSVNAVIPEVGHNU-JOFLEHOCSA-J	985.2844699			
BASm0036583	PGP(12:0/15:1(11Z))	PGP(12:0/15:1(11Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(12:0/15:1(11Z)), in particular, consists of one chain of lauric acid at the C-1 position and one chain of (11Z)-pentadecenoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C33H64O13P2	InChI=1S/C33H64O13P2/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-33(36)46-31(28-42-32(35)24-22-20-18-16-12-10-8-6-4-2)29-45-48(40,41)44-27-30(34)26-43-47(37,38)39/h7,9,30-31,34H,3-6,8,10-29H2,1-2H3,(H,40,41)(H2,37,38,39)/b9-7-/t30-,31+/m0/s1	SPLWXWNPJIMQHN-SXHUDPCLSA-N	730.3822161	37393		
BASm0036584	PG(12:0/15:1(11Z))	PG(12:0/15:1(11Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(12:0/15:1(11Z)), in particular, consists of one chain of lauric acid at the C-1 position and one chain of (11Z)-pentadecenoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C33H63O10P	InChI=1S/C33H63O10P/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-33(37)43-31(29-42-44(38,39)41-27-30(35)26-34)28-40-32(36)24-22-20-18-16-12-10-8-6-4-2/h7,9,30-31,34-35H,3-6,8,10-29H2,1-2H3,(H,38,39)/b9-7-/t30-,31+/m0/s1	MGVGYZDDPBMEFG-SXHUDPCLSA-N	650.4158852			
BASm0036585	Pentadecenoic-CoA(Δ9)					C35H56N7O17P3S		VEJFFFPKGWZVOZ-QRTOLQDQSA-J	971.2688199			
BASm0036586	PGP(12:0/15:1(9Z))	PGP(12:0/15:1(9Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(12:0/15:1(9Z)), in particular, consists of one chain of lauric acid at the C-1 position and one chain of (9Z)-pentadecenoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C33H64O13P2	InChI=1S/C33H64O13P2/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-33(36)46-31(28-42-32(35)24-22-20-18-16-12-10-8-6-4-2)29-45-48(40,41)44-27-30(34)26-43-47(37,38)39/h11,13,30-31,34H,3-10,12,14-29H2,1-2H3,(H,40,41)(H2,37,38,39)/b13-11-/t30-,31+/m0/s1	RDTAXQVCEKESGR-YCBBFNCBSA-N	730.3822161	37393		
BASm0036587	PG(12:0/15:1(9Z))	PG(12:0/15:1(9Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(12:0/15:1(9Z)), in particular, consists of one chain of lauric acid at the C-1 position and one chain of (9Z)-pentadecenoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C33H63O10P	InChI=1S/C33H63O10P/c1-3-5-7-9-11-13-14-15-17-19-21-23-25-33(37)43-31(29-42-44(38,39)41-27-30(35)26-34)28-40-32(36)24-22-20-18-16-12-10-8-6-4-2/h11,13,30-31,34-35H,3-10,12,14-29H2,1-2H3,(H,38,39)/b13-11-/t30-,31+/m0/s1	WSJHALNWVJOWBQ-YCBBFNCBSA-N	650.4158852			
BASm0036588	Palmitoleoyl-CoA(Δ11)					C35H60N7O17P3S		DNLHNRRBWZXJHU-SLKYRLJHSA-N	975.2979257			
BASm0036589	PGP(12:0/16:1(11Z))	PGP(12:0/16:1(11Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(12:0/16:1(11Z)), in particular, consists of one chain of lauric acid at the C-1 position and one chain of (11Z)-hexadecenoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C34H66O13P2	InChI=1S/C34H66O13P2/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-34(37)47-32(29-43-33(36)25-23-21-19-17-12-10-8-6-4-2)30-46-49(41,42)45-28-31(35)27-44-48(38,39)40/h9,11,31-32,35H,3-8,10,12-30H2,1-2H3,(H,41,42)(H2,38,39,40)/b11-9-/t31-,32+/m0/s1	SUTTVJSPBCBJSJ-NVAOOZJESA-N	744.3978662	37393		
BASm0036590	PG(12:0/16:1(11Z))	PG(12:0/16:1(11Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(12:0/16:1(11Z)), in particular, consists of one chain of lauric acid at the C-1 position and one chain of (11Z)-hexadecenoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C34H65O10P	InChI=1S/C34H65O10P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-34(38)44-32(30-43-45(39,40)42-28-31(36)27-35)29-41-33(37)25-23-21-19-17-12-10-8-6-4-2/h9,11,31-32,35-36H,3-8,10,12-30H2,1-2H3,(H,39,40)/b11-9-/t31-,32+/m0/s1	SZXTYUGZHZEDHX-NVAOOZJESA-N	664.4315353			
BASm0036591	Eicosenoic-CoA(Δ11)				CCCCCCCC\C=C/CCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C41H72N7O17P3S	InChI=1S/C41H72N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h11-12,28-30,34-36,40,51-52H,4-10,13-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/b12-11-/t30-,34-,35-,36+,40-/m1/s1	ZDRKXADSROCWCG-FVLDFCIYSA-N	1059.391826			
BASm0036592	Eicosenoic-CoA(Δ13)					C41H72N7O17P3S		LRBWJZJMOUGJFE-PEQABZJJSA-N	1059.391826			
BASm0036593	Docosenoic-CoA(Δ11)					C42H74N7O17P3S		BQAAHODWVYSPJJ-DXELUXIUSA-N	1073.407476			
BASm0036594	CDP-DG(12:0/22:1(11Z))	CDP-DG(12:0/22:1(11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(12:0/22:1(11Z)), in particular, consists of one chain of lauric acid at the C-1 position and one chain of (11Z)-docosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C46H83N3O15P2	InChI=1S/C46H83N3O15P2/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-22-24-26-28-30-32-42(51)62-38(35-59-41(50)31-29-27-25-23-12-10-8-6-4-2)36-60-65(55,56)64-66(57,58)61-37-39-43(52)44(53)45(63-39)49-34-33-40(47)48-46(49)54/h17-18,33-34,38-39,43-45,52-53H,3-16,19-32,35-37H2,1-2H3,(H,55,56)(H,57,58)(H2,47,48,54)/b18-17-/t38-,39-,43-,44-,45-/m1/s1	WRIXFJFPPWOFFA-UQDLJZPTSA-N	979.529943	17962		
BASm0036595	Docosenoic-CoA(Δ9)					C39H68N7O17P3S		XDUHQPOXLUAVEE-LFZQUHGESA-N	1031.360526			
BASm0036596	Tricosenoic-CoA(Δ11)					C44H78N7O17P3S		HUHPPLSPSJTVSI-RLUGZRMNSA-N	1101.438776			
BASm0036597	Tricosenoic-CoA(Δ9)				CCCCCCCCCCCCC\C=C/CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C44H78N7O17P3S	InChI=1S/C44H78N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-35(53)72-28-27-46-34(52)25-26-47-42(56)39(55)44(2,3)30-65-71(62,63)68-70(60,61)64-29-33-38(67-69(57,58)59)37(54)43(66-33)51-32-50-36-40(45)48-31-49-41(36)51/h16-17,31-33,37-39,43,54-55H,4-15,18-30H2,1-3H3,(H,46,52)(H,47,56)(H,60,61)(H,62,63)(H2,45,48,49)(H2,57,58,59)/b17-16-/t33-,37-,38-,39+,43-/m1/s1	ZPYVLUNWJUUSHI-WTWMYBONSA-N	1101.438776			
BASm0036598	Tetracosenoic-CoA(Δ11)					C47H84N7O17P3S		AHLCWFMRAXCZFB-CFDQNWOGSA-N	1143.485726			
BASm0036599	Tetracosenoic-CoA(Δ9)					C45H80N7O17P3S		DKLWKMLEFUKYLN-NATLMJHGSA-N	1115.454426			
BASm0036600	Hexacosenoic-CoA(Δ11)					C48H86N7O17P3S		DKGOQVHDCMJVCG-XQVRWDKQSA-N	1157.501377			
BASm0036601	PS(12:0/26:1(11Z))	PS(12:0/26:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(12:0/26:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C44H84NO10P		KXZHKLPNPRGCQR-XLRJHKIJSA-N	817.5832849			
BASm0036602	PE(12:0/26:1(11Z))	PE(12:0/26:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/26:1(11Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C43H84NO8P		FOYYJNJVHKTZDS-XUUAZBNISA-N	773.5934557			
BASm0036603	PS(12:0/26:1(9Z))	PS(12:0/26:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(12:0/26:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C44H84NO10P		MLJLDGWHJJCJLC-IYXCRCIMSA-N	817.5832849			
BASm0036604	PE(12:0/26:1(9Z))	PE(12:0/26:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/26:1(9Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C43H84NO8P		BXKATOUSVUNVGL-WAIQXQSWSA-N	773.5934557			
BASm0036605	PGP(14:0/14:1(11Z))	PGP(14:0/14:1(11Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(14:0/14:1(11Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of (11Z)-tetradecenoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C34H66O13P2	InChI=1S/C34H66O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-33(36)43-29-32(30-46-49(41,42)45-28-31(35)27-44-48(38,39)40)47-34(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8,31-32,35H,3-5,7,9-30H2,1-2H3,(H,41,42)(H2,38,39,40)/b8-6-/t31-,32+/m0/s1	VNXRKDGVUGHZHV-VLXNSGGDSA-N	744.3978662	37393		
BASm0036606	PG(14:0/14:1(11Z))	PG(14:0/14:1(11Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(14:0/14:1(11Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of (11Z)-tetradecenoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C34H65O10P	InChI=1S/C34H65O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-33(37)41-29-32(30-43-45(39,40)42-28-31(36)27-35)44-34(38)26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8,31-32,35-36H,3-5,7,9-30H2,1-2H3,(H,39,40)/b8-6-/t31-,32+/m0/s1	GEXVQGNDBARPSO-VLXNSGGDSA-N	664.4315353			
BASm0036607	PGP(14:0/15:1(11Z))	PGP(14:0/15:1(11Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(14:0/15:1(11Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of (11Z)-pentadecenoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C35H68O13P2	InChI=1S/C35H68O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(38)48-33(31-47-50(42,43)46-29-32(36)28-45-49(39,40)41)30-44-34(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h7,9,32-33,36H,3-6,8,10-31H2,1-2H3,(H,42,43)(H2,39,40,41)/b9-7-/t32-,33+/m0/s1	JDOBXAXYRDOWOF-OPCBVIHJSA-N	758.4135162	37393		
BASm0036608	PG(14:0/15:1(11Z))	PG(14:0/15:1(11Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(14:0/15:1(11Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of (11Z)-pentadecenoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C35H67O10P	InChI=1S/C35H67O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(39)45-33(31-44-46(40,41)43-29-32(37)28-36)30-42-34(38)26-24-22-20-18-16-14-12-10-8-6-4-2/h7,9,32-33,36-37H,3-6,8,10-31H2,1-2H3,(H,40,41)/b9-7-/t32-,33+/m0/s1	IPZIUFQFGIWANU-OPCBVIHJSA-N	678.4471854			
BASm0036609	PGP(14:0/15:1(9Z))	PGP(14:0/15:1(9Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(14:0/15:1(9Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of (9Z)-pentadecenoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C35H68O13P2	InChI=1S/C35H68O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(38)48-33(31-47-50(42,43)46-29-32(36)28-45-49(39,40)41)30-44-34(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h11,13,32-33,36H,3-10,12,14-31H2,1-2H3,(H,42,43)(H2,39,40,41)/b13-11-/t32-,33+/m0/s1	OPDXVHCVKHVKGF-KIZVIQOHSA-N	758.4135162	37393		
BASm0036610	PG(14:0/15:1(9Z))	PG(14:0/15:1(9Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(14:0/15:1(9Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of (9Z)-pentadecenoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C35H67O10P	InChI=1S/C35H67O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(39)45-33(31-44-46(40,41)43-29-32(37)28-36)30-42-34(38)26-24-22-20-18-16-14-12-10-8-6-4-2/h11,13,32-33,36-37H,3-10,12,14-31H2,1-2H3,(H,40,41)/b13-11-/t32-,33+/m0/s1	RYLVRODDDNMBCN-KIZVIQOHSA-N	678.4471854			
BASm0036611	CDP-DG(14:0/22:1(11Z))	CDP-DG(14:0/22:1(11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(14:0/22:1(11Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of (11Z)-docosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C48H87N3O15P2	InChI=1S/C48H87N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-44(53)64-40(37-61-43(52)33-31-29-27-25-23-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h18-19,35-36,40-41,45-47,54-55H,3-17,20-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b19-18-/t40-,41-,45-,46-,47-/m1/s1	LWTZIFRUWULZGB-FVIILWRPSA-N	1007.561243	17962		
BASm0036612	PS(14:0/24:1(11Z))	PS(14:0/24:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:0/24:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C44H84NO10P		FCHLFPAWCOMUAK-BKQOCKPYSA-N	817.5832849			
BASm0036613	PE(14:0/24:1(11Z))	PE(14:0/24:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/24:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C43H84NO8P		KUPVXYHTLYZNIK-HFWGUVFESA-N	773.5934557			
BASm0036614	PS(14:0/24:1(9Z))	PS(14:0/24:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:0/24:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C44H84NO10P		IAUBUTWARBUVRO-CSSXIORPSA-N	817.5832849			
BASm0036615	PE(14:0/24:1(9Z))	PE(14:0/24:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/24:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C43H84NO8P		RADKMACBEFYYAH-WESUYJJZSA-N	773.5934557			
BASm0036616	PS(14:0/26:1(11Z))	PS(14:0/26:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:0/26:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H88NO10P		XHRAJAVFLVRTGA-AOXFDOQFSA-N	845.614585			
BASm0036617	PE(14:0/26:1(11Z))	PE(14:0/26:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/26:1(11Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H88NO8P		YGGCAFOXPBIYTA-WWRUAWPISA-N	801.6247558			
BASm0036618	PS(14:0/26:1(9Z))	PS(14:0/26:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:0/26:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H88NO10P		NZLMICICPBRALR-NSLQBSBZSA-N	845.614585			
BASm0036619	PE(14:0/26:1(9Z))	PE(14:0/26:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/26:1(9Z)), in particular, consists of one tetradecanoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H88NO8P		CNZQZDZKYBNPKS-AKYLZNCVSA-N	801.6247558			
BASm0036620	PGP(14:1(11Z)/14:1(11Z))	PGP(14:1(11Z)/14:1(11Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(14:1(11Z)/14:1(11Z)), in particular, consists of one chain of (11Z)-tetradecenoic acid at the C-1 position and one chain of (11Z)-tetradecenoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C34H64O13P2	InChI=1S/C34H64O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-33(36)43-29-32(30-46-49(41,42)45-28-31(35)27-44-48(38,39)40)47-34(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h5-8,31-32,35H,3-4,9-30H2,1-2H3,(H,41,42)(H2,38,39,40)/b7-5-,8-6-/t31-,32+/m0/s1	BFOVXBKXZDMPPI-YXLJIXLVSA-N	742.3822161	37393		
BASm0036621	PG(14:1(11Z)/14:1(11Z))	PG(14:1(11Z)/14:1(11Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(14:1(11Z)/14:1(11Z)), in particular, consists of one chain of (11Z)-tetradecenoic acid at the C-1 position and one chain of (11Z)-tetradecenoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CC	C34H63O10P	InChI=1S/C34H63O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-33(37)41-29-32(30-43-45(39,40)42-28-31(36)27-35)44-34(38)26-24-22-20-18-16-14-12-10-8-6-4-2/h5-8,31-32,35-36H,3-4,9-30H2,1-2H3,(H,39,40)/b7-5-,8-6-/t31-,32+/m0/s1	AUUHPHPHNKZAPA-YXLJIXLVSA-N	662.4158852			
BASm0036622	PGP(14:1(11Z)/14:1(9Z))	PGP(14:1(11Z)/14:1(9Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(14:1(11Z)/14:1(9Z)), in particular, consists of one chain of (11Z)-tetradecenoic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C34H64O13P2	InChI=1S/C34H64O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-33(36)43-29-32(30-46-49(41,42)45-28-31(35)27-44-48(38,39)40)47-34(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,10,12,31-32,35H,3-4,6,8-9,11,13-30H2,1-2H3,(H,41,42)(H2,38,39,40)/b7-5-,12-10-/t31-,32+/m0/s1	CXXYZPHRYSBBMA-FTDGTMEGSA-N	742.3822161	37393		
BASm0036623	PG(14:1(11Z)/14:1(9Z))	PG(14:1(11Z)/14:1(9Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(14:1(11Z)/14:1(9Z)), in particular, consists of one chain of (11Z)-tetradecenoic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCC	C34H63O10P	InChI=1S/C34H63O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-33(37)41-29-32(30-43-45(39,40)42-28-31(36)27-35)44-34(38)26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,10,12,31-32,35-36H,3-4,6,8-9,11,13-30H2,1-2H3,(H,39,40)/b7-5-,12-10-/t31-,32+/m0/s1	XUIIMKDNXOLTMD-FTDGTMEGSA-N	662.4158852			
BASm0036624	PGP(14:1(11Z)/15:1(11Z))	PGP(14:1(11Z)/15:1(11Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(14:1(11Z)/15:1(11Z)), in particular, consists of one chain of (11Z)-tetradecenoic acid at the C-1 position and one chain of (11Z)-pentadecenoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC	C35H66O13P2	InChI=1S/C35H66O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(38)48-33(31-47-50(42,43)46-29-32(36)28-45-49(39,40)41)30-44-34(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h6-9,32-33,36H,3-5,10-31H2,1-2H3,(H,42,43)(H2,39,40,41)/b8-6-,9-7-/t32-,33+/m0/s1	GVLPNAVAJUMWFG-HDERAIDFSA-N	756.3978662	37393		
BASm0036625	PG(14:1(11Z)/15:1(11Z))	PG(14:1(11Z)/15:1(11Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(14:1(11Z)/15:1(11Z)), in particular, consists of one chain of (11Z)-tetradecenoic acid at the C-1 position and one chain of (11Z)-pentadecenoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCC	C35H65O10P	InChI=1S/C35H65O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(39)45-33(31-44-46(40,41)43-29-32(37)28-36)30-42-34(38)26-24-22-20-18-16-14-12-10-8-6-4-2/h6-9,32-33,36-37H,3-5,10-31H2,1-2H3,(H,40,41)/b8-6-,9-7-/t32-,33+/m0/s1	XIKUXBGPEPSNHL-HDERAIDFSA-N	676.4315353			
BASm0036626	PGP(14:1(11Z)/15:1(9Z))	PGP(14:1(11Z)/15:1(9Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(14:1(11Z)/15:1(9Z)), in particular, consists of one chain of (11Z)-tetradecenoic acid at the C-1 position and one chain of (9Z)-pentadecenoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C35H66O13P2	InChI=1S/C35H66O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(38)48-33(31-47-50(42,43)46-29-32(36)28-45-49(39,40)41)30-44-34(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8,11,13,32-33,36H,3-5,7,9-10,12,14-31H2,1-2H3,(H,42,43)(H2,39,40,41)/b8-6-,13-11-/t32-,33+/m0/s1	FHEJMTMEEJMCGQ-DRGGCQEWSA-N	756.3978662	37393		
BASm0036627	PG(14:1(11Z)/15:1(9Z))	PG(14:1(11Z)/15:1(9Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(14:1(11Z)/15:1(9Z)), in particular, consists of one chain of (11Z)-tetradecenoic acid at the C-1 position and one chain of (9Z)-pentadecenoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCC	C35H65O10P	InChI=1S/C35H65O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(39)45-33(31-44-46(40,41)43-29-32(37)28-36)30-42-34(38)26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8,11,13,32-33,36-37H,3-5,7,9-10,12,14-31H2,1-2H3,(H,40,41)/b8-6-,13-11-/t32-,33+/m0/s1	SYKRWPDJIQHDQY-DRGGCQEWSA-N	676.4315353			
BASm0036628	CDP-DG(14:1(11Z)/22:1(11Z))	CDP-DG(14:1(11Z)/22:1(11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(14:1(11Z)/22:1(11Z)), in particular, consists of one chain of (11Z)-tetradecenoic acid at the C-1 position and one chain of (11Z)-docosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C48H85N3O15P2	InChI=1S/C48H85N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-44(53)64-40(37-61-43(52)33-31-29-27-25-23-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h6,8,18-19,35-36,40-41,45-47,54-55H,3-5,7,9-17,20-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b8-6-,19-18-/t40-,41-,45-,46-,47-/m1/s1	UBCOKHDWLNMOQN-DTWKSCCMSA-N	1005.545593	17962		
BASm0036629	PS(14:1(11Z)/24:0)	PS(14:1(11Z)/24:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(11Z)/24:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one tetracosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C44H84NO10P		FAHVRCCUWTZRJG-VGMKCCJZSA-N	817.5832849			
BASm0036630	PE(14:1(11Z)/24:0)	PE(14:1(11Z)/24:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(11Z)/24:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one tetracosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C43H84NO8P		AHYWSRDUFNEZFP-KSTSIPAASA-N	773.5934557			
BASm0036631	PS(14:1(11Z)/24:1(11Z))	PS(14:1(11Z)/24:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(11Z)/24:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C44H82NO10P		RPTAHZCCBFKKOP-PCZSDHSYSA-N	815.5676348			
BASm0036632	PE(14:1(11Z)/24:1(11Z))	PE(14:1(11Z)/24:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(11Z)/24:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C43H82NO8P		ZIHVSLDYLDUZGM-YPCYAMKLSA-N	771.5778056			
BASm0036633	PS(14:1(11Z)/24:1(9Z))	PS(14:1(11Z)/24:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C44H82NO10P		KRXCHLFQHFRRRM-LDTXKONOSA-N	815.5676348			
BASm0036634	PE(14:1(11Z)/24:1(9Z))	PE(14:1(11Z)/24:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C43H82NO8P		KLAMMXQHUHIOEE-KLOSEFKXSA-N	771.5778056			
BASm0036635	PS(14:1(11Z)/26:0)	PS(14:1(11Z)/26:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(11Z)/26:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one hexacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H88NO10P		KZKDGLWOODPQNS-XSOSALAMSA-N	845.614585			
BASm0036636	PE(14:1(11Z)/26:0)	PE(14:1(11Z)/26:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(11Z)/26:0), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one hexacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H88NO8P		ZOOVXVWTOAELHE-GEPZKEMDSA-N	801.6247558			
BASm0036637	PS(14:1(11Z)/26:1(11Z))	PS(14:1(11Z)/26:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(11Z)/26:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H86NO10P		HHJUHKWDHLVJFQ-FGQIBRDFSA-N	843.598935			
BASm0036638	PE(14:1(11Z)/26:1(11Z))	PE(14:1(11Z)/26:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(11Z)/26:1(11Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H86NO8P		FJVZNSQIJYUZCA-KAWWODITSA-N	799.6091057			
BASm0036639	PS(14:1(11Z)/26:1(9Z))	PS(14:1(11Z)/26:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(11Z)/26:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H86NO10P		VQOMXZCPQJHTDZ-MJNOATPHSA-N	843.598935			
BASm0036640	PE(14:1(11Z)/26:1(9Z))	PE(14:1(11Z)/26:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(11Z)/26:1(9Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H86NO8P		ZWLGYWNQCHFGHI-BVWJETLBSA-N	799.6091057			
BASm0036641	PGP(14:1(9Z)/14:1(11Z))	PGP(14:1(9Z)/14:1(11Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(14:1(9Z)/14:1(11Z)), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of (11Z)-tetradecenoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C34H64O13P2	InChI=1S/C34H64O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-33(36)43-29-32(30-46-49(41,42)45-28-31(35)27-44-48(38,39)40)47-34(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8-9,11,31-32,35H,3-5,7,10,12-30H2,1-2H3,(H,41,42)(H2,38,39,40)/b8-6-,11-9-/t31-,32+/m0/s1	GSFCZMHDZSYOJY-QBNJYSJKSA-N	742.3822161	37393		
BASm0036642	PG(14:1(9Z)/14:1(11Z))	PG(14:1(9Z)/14:1(11Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(14:1(9Z)/14:1(11Z)), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of (11Z)-tetradecenoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CC	C34H63O10P	InChI=1S/C34H63O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-33(37)41-29-32(30-43-45(39,40)42-28-31(36)27-35)44-34(38)26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8-9,11,31-32,35-36H,3-5,7,10,12-30H2,1-2H3,(H,39,40)/b8-6-,11-9-/t31-,32+/m0/s1	NDFGIVTZVKNABM-QBNJYSJKSA-N	662.4158852			
BASm0036643	PGP(14:1(9Z)/14:1(9Z))	PGP(14:1(9Z)/14:1(9Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(14:1(9Z)/14:1(9Z)), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C34H64O13P2	InChI=1S/C34H64O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-33(36)43-29-32(30-46-49(41,42)45-28-31(35)27-44-48(38,39)40)47-34(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h9-12,31-32,35H,3-8,13-30H2,1-2H3,(H,41,42)(H2,38,39,40)/b11-9-,12-10-/t31-,32+/m0/s1	CPFYLVHXHTWQPR-COBUGYMBSA-N	742.3822161			
BASm0036644	PG(14:1(9Z)/14:1(9Z))	PG(14:1(9Z)/14:1(9Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(14:1(9Z)/14:1(9Z)), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCC	C34H63O10P	InChI=1S/C34H63O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-33(37)41-29-32(30-43-45(39,40)42-28-31(36)27-35)44-34(38)26-24-22-20-18-16-14-12-10-8-6-4-2/h9-12,31-32,35-36H,3-8,13-30H2,1-2H3,(H,39,40)/b11-9-,12-10-/t31-,32+/m0/s1	MYVODODMUQABFT-COBUGYMBSA-N	662.4158852			
BASm0036645	PGP(14:1(9Z)/15:0)	PGP(14:1(9Z)/15:0) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(14:1(9Z)/15:0), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of pentadecanoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C35H68O13P2	InChI=1S/C35H68O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(38)48-33(31-47-50(42,43)46-29-32(36)28-45-49(39,40)41)30-44-34(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h10,12,32-33,36H,3-9,11,13-31H2,1-2H3,(H,42,43)(H2,39,40,41)/b12-10-/t32-,33+/m0/s1	OZMDAVVRRPXKBC-DIBQBJQOSA-N	758.4135162			
BASm0036646	PG(14:1(9Z)/15:0)	PG(14:1(9Z)/15:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(14:1(9Z)/15:0), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of pentadecanoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCC	C35H67O10P	InChI=1S/C35H67O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(39)45-33(31-44-46(40,41)43-29-32(37)28-36)30-42-34(38)26-24-22-20-18-16-14-12-10-8-6-4-2/h10,12,32-33,36-37H,3-9,11,13-31H2,1-2H3,(H,40,41)/b12-10-/t32-,33+/m0/s1	HCGUBPSXFXCLIL-DIBQBJQOSA-N	678.4471854			
BASm0036647	PGP(14:1(9Z)/15:1(11Z))	PGP(14:1(9Z)/15:1(11Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(14:1(9Z)/15:1(11Z)), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of (11Z)-pentadecenoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C35H66O13P2	InChI=1S/C35H66O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(38)48-33(31-47-50(42,43)46-29-32(36)28-45-49(39,40)41)30-44-34(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h7,9-10,12,32-33,36H,3-6,8,11,13-31H2,1-2H3,(H,42,43)(H2,39,40,41)/b9-7-,12-10-/t32-,33+/m0/s1	GXOKPWYOHHECKR-FIRSJVBISA-N	756.3978662	37393		
BASm0036648	PG(14:1(9Z)/15:1(11Z))	PG(14:1(9Z)/15:1(11Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(14:1(9Z)/15:1(11Z)), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of (11Z)-pentadecenoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCC	C35H65O10P	InChI=1S/C35H65O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(39)45-33(31-44-46(40,41)43-29-32(37)28-36)30-42-34(38)26-24-22-20-18-16-14-12-10-8-6-4-2/h7,9-10,12,32-33,36-37H,3-6,8,11,13-31H2,1-2H3,(H,40,41)/b9-7-,12-10-/t32-,33+/m0/s1	MORLMIIILHJNHQ-FIRSJVBISA-N	676.4315353			
BASm0036649	PGP(14:1(9Z)/15:1(9Z))	PGP(14:1(9Z)/15:1(9Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(14:1(9Z)/15:1(9Z)), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of (9Z)-pentadecenoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C35H66O13P2	InChI=1S/C35H66O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(38)48-33(31-47-50(42,43)46-29-32(36)28-45-49(39,40)41)30-44-34(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h10-13,32-33,36H,3-9,14-31H2,1-2H3,(H,42,43)(H2,39,40,41)/b12-10-,13-11-/t32-,33+/m0/s1	OXUJSJRXYDUTMX-XHUFWTAKSA-N	756.3978662	37393		
BASm0036650	PG(14:1(9Z)/15:1(9Z))	PG(14:1(9Z)/15:1(9Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(14:1(9Z)/15:1(9Z)), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of (9Z)-pentadecenoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCC	C35H65O10P	InChI=1S/C35H65O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(39)45-33(31-44-46(40,41)43-29-32(37)28-36)30-42-34(38)26-24-22-20-18-16-14-12-10-8-6-4-2/h10-13,32-33,36-37H,3-9,14-31H2,1-2H3,(H,40,41)/b12-10-,13-11-/t32-,33+/m0/s1	BAWDIQRVSWNRPE-XHUFWTAKSA-N	676.4315353			
BASm0036651	CDP-DG(14:1(9Z)/22:1(11Z))	CDP-DG(14:1(9Z)/22:1(11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(14:1(9Z)/22:1(11Z)), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of (11Z)-docosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C48H85N3O15P2	InChI=1S/C48H85N3O15P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-44(53)64-40(37-61-43(52)33-31-29-27-25-23-14-12-10-8-6-4-2)38-62-67(57,58)66-68(59,60)63-39-41-45(54)46(55)47(65-41)51-36-35-42(49)50-48(51)56/h10,12,18-19,35-36,40-41,45-47,54-55H,3-9,11,13-17,20-34,37-39H2,1-2H3,(H,57,58)(H,59,60)(H2,49,50,56)/b12-10-,19-18-/t40-,41-,45-,46-,47-/m1/s1	QOJDXBMNWUUCRV-LRHJFCKASA-N	1005.545593	17962		
BASm0036652	PS(14:1(9Z)/24:0)	PS(14:1(9Z)/24:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(14:1(9Z)/24:0), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of lignoceric acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)C(O)=O	C44H84NO10P	InChI=1S/C44H84NO10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-43(47)55-40(38-53-56(50,51)54-39-41(45)44(48)49)37-52-42(46)35-33-31-29-27-25-14-12-10-8-6-4-2/h10,12,40-41H,3-9,11,13-39,45H2,1-2H3,(H,48,49)(H,50,51)/b12-10-/t40-,41+/m1/s1	QXCDDPXAWLXYOK-MXLLPHFRSA-N	817.5832849	18303	HMDB0112319	
BASm0036653	PE(14:1(9Z)/24:0)	PE(14:1(9Z)/24:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(14:1(9Z)/24:0), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of lignoceric acid at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the lignoceric acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44)39-49-42(45)35-33-31-29-27-25-14-12-10-8-6-4-2/h10,12,41H,3-9,11,13-40,44H2,1-2H3,(H,47,48)/b12-10-/t41-/m1/s1	IPBXKYJWPCRPLD-AFHWQMSISA-N	773.5934552		HMDB0008881	
BASm0036654	PS(14:1(9Z)/24:1(11Z))	PS(14:1(9Z)/24:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C44H82NO10P		LEXWVUHCRQCNHG-WCLSWXHQSA-N	815.5676348			
BASm0036655	PE(14:1(9Z)/24:1(11Z))	PE(14:1(9Z)/24:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C43H82NO8P		OYPGRJIHWKPLTO-DDGSITKWSA-N	771.5778056			
BASm0036656	PS(14:1(9Z)/24:1(9Z))	PS(14:1(9Z)/24:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(9Z)/24:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C44H82NO10P		LFTFWUASEWKODT-KBEGSWTNSA-N	815.5676348			
BASm0036657	PE(14:1(9Z)/24:1(9Z))	PE(14:1(9Z)/24:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(9Z)/24:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C43H82NO8P		ZBFYVIDQAFRPNE-DYZLHJIDSA-N	771.5778056			
BASm0036658	PS(14:1(9Z)/26:0)	PS(14:1(9Z)/26:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(9Z)/26:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one hexacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H88NO10P		DXLVRLUEVOZXNF-OMROTDNTSA-N	845.614585			
BASm0036659	PE(14:1(9Z)/26:0)	PE(14:1(9Z)/26:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(9Z)/26:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one hexacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H88NO8P		CLSQOZZLBFZEIT-SAQFTAOISA-N	801.6247558			
BASm0036660	PS(14:1(9Z)/26:1(11Z))	PS(14:1(9Z)/26:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(9Z)/26:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H86NO10P		FHSXNQOUMIXMOS-JSCAZHEKSA-N	843.598935			
BASm0036661	PE(14:1(9Z)/26:1(11Z))	PE(14:1(9Z)/26:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(9Z)/26:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H86NO8P		RHWJXNYDXBONMD-YTKXAKQASA-N	799.6091057			
BASm0036662	PS(14:1(9Z)/26:1(9Z))	PS(14:1(9Z)/26:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(9Z)/26:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H86NO10P		OQVIDSAMEICBHM-QPFHALSQSA-N	843.598935			
BASm0036663	PE(14:1(9Z)/26:1(9Z))	PE(14:1(9Z)/26:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(9Z)/26:1(9Z)), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H86NO8P		IQVZMHAYZHFPML-ZMHZQOSLSA-N	799.6091057			
BASm0036664	CDP-DG(15:0/22:1(11Z))	CDP-DG(15:0/22:1(11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(15:0/22:1(11Z)), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of (11Z)-docosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C49H89N3O15P2	InChI=1S/C49H89N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-45(54)65-41(38-62-44(53)34-32-30-28-26-24-16-14-12-10-8-6-4-2)39-63-68(58,59)67-69(60,61)64-40-42-46(55)47(56)48(66-42)52-37-36-43(50)51-49(52)57/h19-20,36-37,41-42,46-48,55-56H,3-18,21-35,38-40H2,1-2H3,(H,58,59)(H,60,61)(H2,50,51,57)/b20-19-/t41-,42-,46-,47-,48-/m1/s1	JDHHAULPKJPJPY-VLUUWSONSA-N	1021.576893	17962		
BASm0036665	PS(15:0/22:1(11Z))	PS(15:0/22:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:0/22:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C43H82NO10P		HBOIGYILCFAKBY-PDZMGTJJSA-N	803.5676348			
BASm0036666	PE(15:0/22:1(11Z))	PE(15:0/22:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/22:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C42H82NO8P		LMBSPTYSYNILBT-OIJJMQLXSA-N	759.5778056			
BASm0036667	PS(15:0/22:1(9Z))	PS(15:0/22:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:0/22:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 9Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C43H82NO10P		BFPQCKTYBRUJMX-XOXUJZRGSA-N	803.5676348			
BASm0036668	PE(15:0/22:1(9Z))	PE(15:0/22:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/22:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C42H82NO8P		PRFRXKJHHFJJSG-ZBCYVRFFSA-N	759.5778056			
BASm0036669	PS(15:0/23:1(11Z))	PS(15:0/23:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:0/23:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C44H84NO10P		RGSASJMTOLQBCZ-BKQOCKPYSA-N	817.5832849			
BASm0036670	PE(15:0/23:1(11Z))	PE(15:0/23:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/23:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C43H84NO8P		FNTJNUKSMNLKGZ-HFWGUVFESA-N	773.5934557			
BASm0036671	PS(15:0/23:1(9Z))	PS(15:0/23:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:0/23:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C44H84NO10P		HJJZSJLGPHLKSY-CSSXIORPSA-N	817.5832849			
BASm0036672	PE(15:0/23:1(9Z))	PE(15:0/23:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/23:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C43H84NO8P		WBPMLWGUIQWQLN-WESUYJJZSA-N	773.5934557			
BASm0036673	PS(15:0/24:1(11Z))	PS(15:0/24:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:0/24:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C45H86NO10P		CONLCZFHWPNVKU-NJVMKBITSA-N	831.598935			
BASm0036674	PE(15:0/24:1(11Z))	PE(15:0/24:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/24:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C44H86NO8P		WQNDVZGDHQGOCB-KNWKQHDPSA-N	787.6091057			
BASm0036675	PS(15:0/24:1(9Z))	PS(15:0/24:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:0/24:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C45H86NO10P		YTTFDAJWZKEMSI-AEWFLUJESA-N	831.598935			
BASm0036676	PE(15:0/24:1(9Z))	PE(15:0/24:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/24:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C44H86NO8P		DAYHXJATAGBJDC-RITSITSSSA-N	787.6091057			
BASm0036677	Pentacosenoic-CoA(Δ11)					C44H78N7O17P3S		HUHPPLSPSJTVSI-YEIBRXBXSA-N	1101.438776			
BASm0036678	PS(15:0/25:1(11Z))	PS(15:0/25:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:0/25:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H88NO10P		YHMNRPUTWDYVKR-AOXFDOQFSA-N	845.614585			
BASm0036679	PE(15:0/25:1(11Z))	PE(15:0/25:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/25:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H88NO8P		QDMGFYAJWDDVNH-WWRUAWPISA-N	801.6247558			
BASm0036680	Pentacosenoic-CoA(Δ9)				CCCCCCCCCCC\C=C/CCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C44H78N7O17P3S	InChI=1S/C44H78N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-35(53)72-28-27-46-34(52)25-26-47-42(56)39(55)44(2,3)30-65-71(62,63)68-70(60,61)64-29-33-38(67-69(57,58)59)37(54)43(66-33)51-32-50-36-40(45)48-31-49-41(36)51/h14-15,31-33,37-39,43,54-55H,4-13,16-30H2,1-3H3,(H,46,52)(H,47,56)(H,60,61)(H,62,63)(H2,45,48,49)(H2,57,58,59)/b15-14-/t33-,37-,38-,39+,43-/m1/s1	UFDYFWLFLYIHOC-OMRVBKFCSA-N	1101.438776			
BASm0036681	PS(15:0/25:1(9Z))	PS(15:0/25:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:0/25:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H88NO10P		SXPLWQLQAYQWIU-NSLQBSBZSA-N	845.614585			
BASm0036682	PE(15:0/25:1(9Z))	PE(15:0/25:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/25:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H88NO8P		KDTCWRAVPUFLAF-AKYLZNCVSA-N	801.6247558			
BASm0036683	PS(15:0/26:1(11Z))	PS(15:0/26:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:0/26:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C47H90NO10P		NSSWXRDRGJVRRX-MFHQRQHYSA-N	859.6302351			
BASm0036684	PE(15:0/26:1(11Z))	PE(15:0/26:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/26:1(11Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C46H90NO8P		QYGOGAOTKIZALF-XKAIORBZSA-N	815.6404059			
BASm0036685	PS(15:0/26:1(9Z))	PS(15:0/26:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:0/26:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C47H90NO10P		UAQWKUBBBVHELW-JXPXNSAFSA-N	859.6302351			
BASm0036686	PE(15:0/26:1(9Z))	PE(15:0/26:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/26:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C46H90NO8P		KMVOQCBEZGUCRZ-NLCYSEJPSA-N	815.6404059			
BASm0036687	PS(15:1(11Z)/22:0)	PS(15:1(11Z)/22:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(11Z)/22:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one docosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C43H82NO10P		FMIRCHBIYBWYBT-NIMASNRCSA-N	803.5676348			
BASm0036688	PE(15:1(11Z)/22:0)	PE(15:1(11Z)/22:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(11Z)/22:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one docosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C42H82NO8P		BWEYWYHDONZTJR-NDXVMLFISA-N	759.5778056			
BASm0036689	CDP-DG(15:1(11Z)/22:1(11Z))	CDP-DG(15:1(11Z)/22:1(11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(15:1(11Z)/22:1(11Z)), in particular, consists of one chain of (11Z)-pentadecenoic acid at the C-1 position and one chain of (11Z)-docosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C49H87N3O15P2	InChI=1S/C49H87N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-45(54)65-41(38-62-44(53)34-32-30-28-26-24-16-14-12-10-8-6-4-2)39-63-68(58,59)67-69(60,61)64-40-42-46(55)47(56)48(66-42)52-37-36-43(50)51-49(52)57/h8,10,19-20,36-37,41-42,46-48,55-56H,3-7,9,11-18,21-35,38-40H2,1-2H3,(H,58,59)(H,60,61)(H2,50,51,57)/b10-8-,20-19-/t41-,42-,46-,47-,48-/m1/s1	FKAYCJMYUDWLDX-AAWAQBBTSA-N	1019.561243	17962		
BASm0036690	PS(15:1(11Z)/22:1(11Z))	PS(15:1(11Z)/22:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(11Z)/22:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C43H80NO10P		VTDLNXKBPWVVQA-SLWJGIHRSA-N	801.5519848			
BASm0036691	PE(15:1(11Z)/22:1(11Z))	PE(15:1(11Z)/22:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(11Z)/22:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C42H80NO8P		KULRYNDLIJYQEI-XGGCZCJJSA-N	757.5621555			
BASm0036692	PS(15:1(11Z)/22:1(9Z))	PS(15:1(11Z)/22:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(11Z)/22:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C43H80NO10P		XVWYXKBQBBCWKL-KINUVECDSA-N	801.5519848			
BASm0036693	PE(15:1(11Z)/22:1(9Z))	PE(15:1(11Z)/22:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(11Z)/22:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C42H80NO8P		PSVKVINULPROLT-RPJACTFQSA-N	757.5621555			
BASm0036694	PS(15:1(11Z)/23:1(11Z))	PS(15:1(11Z)/23:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(11Z)/23:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C44H82NO10P		AZILYRQDASZRHF-HCUQPCAMSA-N	815.5676348			
BASm0036695	PE(15:1(11Z)/23:1(11Z))	PE(15:1(11Z)/23:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(11Z)/23:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C43H82NO8P		LIUYCPVAVBZRHC-GYTCBUOVSA-N	771.5778056			
BASm0036696	PS(15:1(11Z)/23:1(9Z))	PS(15:1(11Z)/23:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(11Z)/23:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C44H82NO10P		BEMPPMGHWAECDG-ZTNSKYIMSA-N	815.5676348			
BASm0036697	PE(15:1(11Z)/23:1(9Z))	PE(15:1(11Z)/23:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(11Z)/23:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C43H82NO8P		FNWANXLQWWCQEC-WVDMGRSTSA-N	771.5778056			
BASm0036698	PS(15:1(11Z)/24:0)	PS(15:1(11Z)/24:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(11Z)/24:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one tetracosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C45H86NO10P		GMXITFRXSMYLNN-QBQXNEPPSA-N	831.598935			
BASm0036699	PE(15:1(11Z)/24:0)	PE(15:1(11Z)/24:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(11Z)/24:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one tetracosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C44H86NO8P		WWPGLEDYPAEZCV-IPSLLYIRSA-N	787.6091057			
BASm0036700	PS(15:1(11Z)/24:1(11Z))	PS(15:1(11Z)/24:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(11Z)/24:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C45H84NO10P		OENYZBVMEXERDQ-RMHAKUNPSA-N	829.5832849			
BASm0036701	PE(15:1(11Z)/24:1(11Z))	PE(15:1(11Z)/24:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(11Z)/24:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C44H84NO8P		LMEXZDYPCIHPPN-PHOCIEJYSA-N	785.5934557			
BASm0036702	PS(15:1(11Z)/24:1(9Z))	PS(15:1(11Z)/24:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C45H84NO10P		RECCSIFARFKOCQ-KZJWQMQDSA-N	829.5832849			
BASm0036703	PS(15:1(11Z)/25:0)	PS(15:1(11Z)/25:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(11Z)/25:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H88NO10P		GEEJJDBNHGHTQE-NJPUHBHOSA-N	845.614585			
BASm0036704	PE(15:1(11Z)/25:0)	PE(15:1(11Z)/25:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(11Z)/25:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H88NO8P		OGCQOMVXDDQAHI-OXNDLNNQSA-N	801.6247558			
BASm0036705	PS(15:1(11Z)/25:1(11Z))	PS(15:1(11Z)/25:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(11Z)/25:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H86NO10P		CEMMTPRQMMGRAJ-HWXXLSPKSA-N	843.598935			
BASm0036706	PE(15:1(11Z)/25:1(11Z))	PE(15:1(11Z)/25:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(11Z)/25:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H86NO8P		RZOOZXHCGROLRM-MUHWTZCRSA-N	799.6091057			
BASm0036707	PS(15:1(11Z)/25:1(9Z))	PS(15:1(11Z)/25:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(11Z)/25:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H86NO10P		NQZXHRXHXBTESS-UDSYWRRESA-N	843.598935			
BASm0036708	PE(15:1(11Z)/25:1(9Z))	PE(15:1(11Z)/25:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(11Z)/25:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H86NO8P		ITHZNDPVWCLCLI-WVLRCYKWSA-N	799.6091057			
BASm0036709	PS(15:1(11Z)/26:0)	PS(15:1(11Z)/26:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(11Z)/26:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one hexacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C47H90NO10P		NXTDOEGKZVATMM-YVYBXSKASA-N	859.6302351			
BASm0036710	PE(15:1(11Z)/26:0)	PE(15:1(11Z)/26:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(11Z)/26:0), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one hexacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C46H90NO8P		KCFFLYJENLWWSL-KSRPVEOXSA-N	815.6404059			
BASm0036711	PS(15:1(11Z)/26:1(11Z))	PS(15:1(11Z)/26:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(11Z)/26:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C47H88NO10P		RFUBPMJKGPSZCE-ZFQFZJMJSA-N	857.614585			
BASm0036712	PE(15:1(11Z)/26:1(11Z))	PE(15:1(11Z)/26:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(11Z)/26:1(11Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C46H88NO8P		NFCWAELCQBRQHN-FFMSUXCSSA-N	813.6247558			
BASm0036713	PS(15:1(11Z)/26:1(9Z))	PS(15:1(11Z)/26:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(11Z)/26:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C47H88NO10P		XWYKKFARAUDTNV-SZRBSORNSA-N	857.614585			
BASm0036714	PE(15:1(11Z)/26:1(9Z))	PE(15:1(11Z)/26:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(11Z)/26:1(9Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C46H88NO8P		QZXZFISKJJODLJ-CPIPTGMZSA-N	813.6247558			
BASm0036715	PS(15:1(9Z)/22:0)	PS(15:1(9Z)/22:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/22:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one docosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C43H82NO10P		CVCVLFFOVBBCGT-JFFFCQEWSA-N	803.5676348			
BASm0036716	PE(15:1(9Z)/22:0)	PE(15:1(9Z)/22:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/22:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one docosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C42H82NO8P		RCBMTRPVNBQCHE-ANCBZYMGSA-N	759.5778056			
BASm0036717	CDP-DG(15:1(9Z)/22:1(11Z))	CDP-DG(15:1(9Z)/22:1(11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(15:1(9Z)/22:1(11Z)), in particular, consists of one chain of (9Z)-pentadecenoic acid at the C-1 position and one chain of (11Z)-docosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C49H87N3O15P2	InChI=1S/C49H87N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-45(54)65-41(38-62-44(53)34-32-30-28-26-24-16-14-12-10-8-6-4-2)39-63-68(58,59)67-69(60,61)64-40-42-46(55)47(56)48(66-42)52-37-36-43(50)51-49(52)57/h12,14,19-20,36-37,41-42,46-48,55-56H,3-11,13,15-18,21-35,38-40H2,1-2H3,(H,58,59)(H,60,61)(H2,50,51,57)/b14-12-,20-19-/t41-,42-,46-,47-,48-/m1/s1	HTOUDNHVIWAFFU-KCHAFBHUSA-N	1019.561243	17962		
BASm0036718	PS(15:1(9Z)/22:1(11Z))	PS(15:1(9Z)/22:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/22:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C43H80NO10P		ISFBZLORXZQINP-WVWNRWFBSA-N	801.5519848			
BASm0036719	PE(15:1(9Z)/22:1(11Z))	PE(15:1(9Z)/22:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/22:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C42H80NO8P		SOJWAJHYKHSEMX-PEPNTOMSSA-N	757.5621555			
BASm0036720	PS(15:1(9Z)/22:1(9Z))	PS(15:1(9Z)/22:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/22:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C43H80NO10P		CNUKFSACIHEIBX-HYOBZAFQSA-N	801.5519848			
BASm0036721	PE(15:1(9Z)/22:1(9Z))	PE(15:1(9Z)/22:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/22:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C42H80NO8P		WDFHMZVLOUXVCF-AKKVVVPVSA-N	757.5621555			
BASm0036722	PS(15:1(9Z)/23:1(11Z))	PS(15:1(9Z)/23:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/23:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C44H82NO10P		RLJVPBYZEIYQMT-PBWMTURKSA-N	815.5676348			
BASm0036723	PE(15:1(9Z)/23:1(11Z))	PE(15:1(9Z)/23:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/23:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C43H82NO8P		BMVJXCKCCKSTKV-JMAJHJQHSA-N	771.5778056			
BASm0036724	PS(15:1(9Z)/23:1(9Z))	PS(15:1(9Z)/23:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/23:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C44H82NO10P		PBAUUVNHQNBGOI-BMEJMXSWSA-N	815.5676348			
BASm0036725	PE(15:1(9Z)/23:1(9Z))	PE(15:1(9Z)/23:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/23:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C43H82NO8P		BNCCEJBYNCVQIP-DKGQNWBBSA-N	771.5778056			
BASm0036726	PS(15:1(9Z)/24:0)	PS(15:1(9Z)/24:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/24:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one tetracosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C45H86NO10P		XMPDTMASCNWMEJ-WEDCTGGBSA-N	831.598935			
BASm0036727	PE(15:1(9Z)/24:0)	PE(15:1(9Z)/24:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/24:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one tetracosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C44H86NO8P		LKWDDSYINFTYEX-OGFYNGAJSA-N	787.6091057			
BASm0036728	PS(15:1(9Z)/24:1(11Z))	PS(15:1(9Z)/24:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C45H84NO10P		RCMXSINKJIALKJ-QZIZFIRUSA-N	829.5832849			
BASm0036729	PE(15:1(9Z)/24:1(11Z))	PE(15:1(9Z)/24:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C44H84NO8P		QDWUUORRQKYBBK-PJLWGSQRSA-N	785.5934557			
BASm0036730	PS(15:1(9Z)/24:1(9Z))	PS(15:1(9Z)/24:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/24:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C45H84NO10P		KWARSXKSHWHRHF-PLSRFOJBSA-N	829.5832849			
BASm0036731	PE(15:1(9Z)/24:1(9Z))	PE(15:1(9Z)/24:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/24:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C44H84NO8P		KRTJOHGKRJKBSE-DAYYZDHGSA-N	785.5934557			
BASm0036732	PS(15:1(9Z)/25:0)	PS(15:1(9Z)/25:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/25:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H88NO10P		SUDDVPOLZQLCKN-NDSVFELOSA-N	845.614585			
BASm0036733	PE(15:1(9Z)/25:0)	PE(15:1(9Z)/25:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/25:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H88NO8P		ZRWRTXUYEAZHHQ-JKPDCRFYSA-N	801.6247558			
BASm0036734	PS(15:1(9Z)/25:1(11Z))	PS(15:1(9Z)/25:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/25:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H86NO10P		KEQLWOUPOZMBTP-RPZDLXNASA-N	843.598935			
BASm0036735	PE(15:1(9Z)/25:1(11Z))	PE(15:1(9Z)/25:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/25:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H86NO8P		ZCAQEDOLLHCKOM-ZXPBRFBHSA-N	799.6091057			
BASm0036736	PS(15:1(9Z)/25:1(9Z))	PS(15:1(9Z)/25:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/25:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H86NO10P		FCVGLDVHKAXIRQ-JBCIVNDBSA-N	843.598935			
BASm0036737	PE(15:1(9Z)/25:1(9Z))	PE(15:1(9Z)/25:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/25:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H86NO8P		NODAJAKESCDEJB-HIBQLNMUSA-N	799.6091057			
BASm0036738	PS(15:1(9Z)/26:0)	PS(15:1(9Z)/26:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/26:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one hexacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C47H90NO10P		UZKGAYFAHQVZSP-FYSPLFPXSA-N	859.6302351			
BASm0036739	PE(15:1(9Z)/26:0)	PE(15:1(9Z)/26:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/26:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one hexacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C46H90NO8P		BZRPZHXTCJWZEQ-PSJMDSFESA-N	815.6404059			
BASm0036740	PS(15:1(9Z)/26:1(11Z))	PS(15:1(9Z)/26:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/26:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C47H88NO10P		WVSDXZZGQGXTJT-LEZAECDSSA-N	857.614585			
BASm0036741	PE(15:1(9Z)/26:1(11Z))	PE(15:1(9Z)/26:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/26:1(11Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C46H88NO8P		OBTCOKVWMDVQGB-ANTUPXENSA-N	813.6247558			
BASm0036742	PS(15:1(9Z)/26:1(9Z))	PS(15:1(9Z)/26:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/26:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C47H88NO10P		JILVKZRDHIPWEW-XKTFBKGSSA-N	857.614585			
BASm0036743	PE(15:1(9Z)/26:1(9Z))	PE(15:1(9Z)/26:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/26:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C46H88NO8P		OFKOYRMUAAABAS-ONBKDRQFSA-N	813.6247558			
BASm0036744	CDP-DG(16:0/22:1(11Z))	CDP-DG(16:0/22:1(11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(16:0/22:1(11Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of (11Z)-docosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C50H91N3O15P2	InChI=1S/C50H91N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h19-20,37-38,42-43,47-49,56-57H,3-18,21-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b20-19-/t42-,43-,47-,48-,49-/m1/s1	WJCYERHFSYIKSI-BXVMADBASA-N	1035.592543	17962		
BASm0036745	PS(16:0/22:1(11Z))	PS(16:0/22:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:0/22:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 11Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C44H84NO10P		JJVQNBMXGKRXMX-LEDBUAEDSA-N	817.5832849			
BASm0036746	PE(16:0/22:1(11Z))	PE(16:0/22:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/22:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C43H84NO8P		INYNPLWPMOAPKE-DWNNZWKSSA-N	773.5934557			
BASm0036747	PS(16:0/22:1(9Z))	PS(16:0/22:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:0/22:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 9Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C44H84NO10P		GHLMHLZJEASREL-XLRJHKIJSA-N	817.5832849			
BASm0036748	PE(16:0/22:1(9Z))	PE(16:0/22:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/22:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C43H84NO8P		BWNWVHBEIQALJF-XUUAZBNISA-N	773.5934557			
BASm0036749	PS(16:0/23:1(11Z))	PS(16:0/23:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:0/23:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C45H86NO10P		DBRJGCJFSNXEMJ-MDNOYCIOSA-N	831.598935			
BASm0036750	PE(16:0/23:1(11Z))	PE(16:0/23:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/23:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C44H86NO8P		ROYWVSUJVTTXCJ-NYJULOOZSA-N	787.6091057			
BASm0036751	PS(16:0/23:1(9Z))	PS(16:0/23:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:0/23:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C45H86NO10P		WQCDIVFICRKFMI-RZKLSPEVSA-N	831.598935			
BASm0036752	PE(16:0/23:1(9Z))	PE(16:0/23:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/23:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C44H86NO8P		VXGOJUFHQZQJDS-RSSWDJSTSA-N	787.6091057			
BASm0036753	PS(16:0/24:1(11Z))	PS(16:0/24:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:0/24:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H88NO10P		OYAMIISKBBJJFD-OXWYHNIWSA-N	845.614585			
BASm0036754	PE(16:0/24:1(11Z))	PE(16:0/24:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/24:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H88NO8P		HUKULXJUXHLDGV-CHHOUSFJSA-N	801.6247558			
BASm0036755	PS(16:0/24:1(9Z))	PS(16:0/24:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:0/24:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H88NO10P		DRLUXYNQJPYFEJ-FGDBVGHQSA-N	845.614585			
BASm0036756	PE(16:0/24:1(9Z))	PE(16:0/24:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/24:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H88NO8P		KVRWOJRCSNJROZ-IJPQMANRSA-N	801.6247558			
BASm0036757	PS(16:0/25:1(11Z))	PS(16:0/25:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:0/25:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C47H90NO10P		RDNQLXJCICRVJX-DIXRRMMBSA-N	859.6302351			
BASm0036758	PE(16:0/25:1(11Z))	PE(16:0/25:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/25:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C46H90NO8P		CWGCNKDYRLFEKP-MWEXPPKQSA-N	815.6404059			
BASm0036759	PS(16:0/25:1(9Z))	PS(16:0/25:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:0/25:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C47H90NO10P		OVAPQLZPMPIACV-ZXTPTCJLSA-N	859.6302351			
BASm0036760	PE(16:0/25:1(9Z))	PE(16:0/25:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/25:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C46H90NO8P		IVFZDRQSPZYTPY-AOZGENIBSA-N	815.6404059			
BASm0036761	PS(16:0/26:1(11Z))	PS(16:0/26:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:0/26:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C48H92NO10P		KLRRTPSTPKBKOL-XEPMJFEGSA-N	873.6458852			
BASm0036762	PE(16:0/26:1(11Z))	PE(16:0/26:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/26:1(11Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C47H92NO8P		XKTLPRDDBDCYIM-JGGZRYCBSA-N	829.6560559			
BASm0036763	PS(16:0/26:1(9Z))	PS(16:0/26:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:0/26:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C48H92NO10P		JENXUYDSZIYGGA-XQVGXAGTSA-N	873.6458852			
BASm0036764	PE(16:0/26:1(9Z))	PE(16:0/26:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/26:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C47H92NO8P		QSQXTFZHLXNLHW-AJDNIXADSA-N	829.6560559			
BASm0036765	PS(16:1(11Z)/22:0)	PS(16:1(11Z)/22:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(11Z)/22:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one docosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C44H84NO10P		CRXGSBBNOZXDHY-MXLLPHFRSA-N	817.5832849			
BASm0036766	PE(16:1(11Z)/22:0)	PE(16:1(11Z)/22:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(11Z)/22:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one docosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C43H84NO8P		MOCCTZNCVALPJX-AFHWQMSISA-N	773.5934557			
BASm0036767	CDP-DG(16:1(11Z)/22:1(11Z))	CDP-DG(16:1(11Z)/22:1(11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(16:1(11Z)/22:1(11Z)), in particular, consists of one chain of (11Z)-hexadecenoic acid at the C-1 position and one chain of (11Z)-docosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C50H89N3O15P2	InChI=1S/C50H89N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h10,12,19-20,37-38,42-43,47-49,56-57H,3-9,11,13-18,21-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b12-10-,20-19-/t42-,43-,47-,48-,49-/m1/s1	OGFYFIJCWFWINV-ONUHDAGWSA-N	1033.576893	17962		
BASm0036768	PS(16:1(11Z)/22:1(11Z))	PS(16:1(11Z)/22:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(11Z)/22:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C44H82NO10P		GMNJFDBSAZFSNP-KHGWFGBISA-N	815.5676348			
BASm0036769	PE(16:1(11Z)/22:1(11Z))	PE(16:1(11Z)/22:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(11Z)/22:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C43H82NO8P		QYWMGXSGYHCVBR-JSUCQCINSA-N	771.5778056			
BASm0036770	PS(16:1(11Z)/22:1(9Z))	PS(16:1(11Z)/22:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(11Z)/22:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C44H82NO10P		SSSQJNYMDPVPMT-RZESADSASA-N	815.5676348			
BASm0036771	PE(16:1(11Z)/22:1(9Z))	PE(16:1(11Z)/22:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(11Z)/22:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C43H82NO8P		VSTOWBKCYIGNOA-HJRCBBIESA-N	771.5778056			
BASm0036772	PS(16:1(11Z)/23:1(11Z))	PS(16:1(11Z)/23:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(11Z)/23:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C45H84NO10P		SWSQXUUTZSGSOC-WGNVNHHBSA-N	829.5832849			
BASm0036773	PE(16:1(11Z)/23:1(11Z))	PE(16:1(11Z)/23:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(11Z)/23:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C44H84NO8P		CPDRTRYVBZRHON-PFYIFWHYSA-N	785.5934557			
BASm0036774	PS(16:1(11Z)/23:1(9Z))	PS(16:1(11Z)/23:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(11Z)/23:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C45H84NO10P		XCEFEHLLYLQWJL-FZEVGQINSA-N	829.5832849			
BASm0036775	PE(16:1(11Z)/23:1(9Z))	PE(16:1(11Z)/23:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(11Z)/23:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C44H84NO8P		JAUCKNJWEJFLLK-BWFYCCHGSA-N	785.5934557			
BASm0036776	PS(16:1(11Z)/24:0)	PS(16:1(11Z)/24:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(11Z)/24:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one tetracosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H88NO10P		JYTXEEFIOSCLFQ-OMROTDNTSA-N	845.614585			
BASm0036777	PE(16:1(11Z)/24:0)	PE(16:1(11Z)/24:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(11Z)/24:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one tetracosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H88NO8P		OAEAJCFFGOCODL-SAQFTAOISA-N	801.6247558			
BASm0036778	PS(16:1(11Z)/24:1(11Z))	PS(16:1(11Z)/24:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(11Z)/24:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H86NO10P		FRVVWQTVZUNJFZ-LSYNZDOISA-N	843.598935			
BASm0036779	PE(16:1(11Z)/24:1(11Z))	PE(16:1(11Z)/24:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(11Z)/24:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H86NO8P		DOSVUEOFKXIBRJ-FPGHCHOMSA-N	799.6091057			
BASm0036780	PS(16:1(11Z)/24:1(9Z))	PS(16:1(11Z)/24:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H86NO10P		NZBJVXVUEOKEOV-HABBQQGLSA-N	843.598935			
BASm0036781	PE(16:1(11Z)/24:1(9Z))	PE(16:1(11Z)/24:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H86NO8P		RSESYERIMWUFSV-UZXYUREESA-N	799.6091057			
BASm0036782	PS(16:1(11Z)/25:0)	PS(16:1(11Z)/25:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(11Z)/25:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C47H90NO10P		KIUUVMKVHLNION-OUMKRPQJSA-N	859.6302351			
BASm0036783	PE(16:1(11Z)/25:0)	PE(16:1(11Z)/25:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(11Z)/25:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C46H90NO8P		DEZUQMWURFOOLP-LNMKVMSNSA-N	815.6404059			
BASm0036784	PS(16:1(11Z)/25:1(11Z))	PS(16:1(11Z)/25:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(11Z)/25:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C47H88NO10P		SYCWPHLNJWAZHY-MQXWLWMDSA-N	857.614585			
BASm0036785	PE(16:1(11Z)/25:1(11Z))	PE(16:1(11Z)/25:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(11Z)/25:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C46H88NO8P		YBPQEMMQBDEVDX-DFSLROBRSA-N	813.6247558			
BASm0036786	PS(16:1(11Z)/25:1(9Z))	PS(16:1(11Z)/25:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(11Z)/25:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C47H88NO10P		AQTFDQRYLUGZEA-JFTRMBEESA-N	857.614585			
BASm0036787	PE(16:1(11Z)/25:1(9Z))	PE(16:1(11Z)/25:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(11Z)/25:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C46H88NO8P		YDWNYOHKPPWGST-DNTJASRDSA-N	813.6247558			
BASm0036788	PS(16:1(11Z)/26:0)	PS(16:1(11Z)/26:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(11Z)/26:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one hexacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C48H92NO10P		XQHAEULNZBDTOG-NGAZKOPBSA-N	873.6458852			
BASm0036789	PE(16:1(11Z)/26:0)	PE(16:1(11Z)/26:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(11Z)/26:0), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one hexacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C47H92NO8P		CRFJUGAHEHGCFL-NBLRTFODSA-N	829.6560559			
BASm0036790	PS(16:1(11Z)/26:1(11Z))	PS(16:1(11Z)/26:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(11Z)/26:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C48H90NO10P		XQHKGAGRROUQRH-BNTVJRGSSA-N	871.6302351			
BASm0036791	PE(16:1(11Z)/26:1(11Z))	PE(16:1(11Z)/26:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(11Z)/26:1(11Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C47H90NO8P		CFZICAMJCVEABZ-NOMRBXFSSA-N	827.6404059			
BASm0036792	PS(16:1(11Z)/26:1(9Z))	PS(16:1(11Z)/26:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(11Z)/26:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C48H90NO10P		PTTVUMNKEXWEFY-LYMDAINESA-N	871.6302351			
BASm0036793	PE(16:1(11Z)/26:1(9Z))	PE(16:1(11Z)/26:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(11Z)/26:1(9Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C47H90NO8P		QYRNNPXOEGXYNP-BPHLQGMWSA-N	827.6404059			
BASm0036794	PS(16:1(9Z)/22:0)	PS(16:1(9Z)/22:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(16:1(9Z)/22:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of behenic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)C(O)=O	C44H84NO10P	InChI=1S/C44H84NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-43(47)55-40(38-53-56(50,51)54-39-41(45)44(48)49)37-52-42(46)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h14,16,40-41H,3-13,15,17-39,45H2,1-2H3,(H,48,49)(H,50,51)/b16-14-/t40-,41+/m1/s1	SGXZEEXNPGEKSF-ZOMJBIPJSA-N	817.5832849	18303	HMDB0112364	
BASm0036795	PE(16:1(9Z)/22:0)	PE(16:1(9Z)/22:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(16:1(9Z)/22:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of behenic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the behenic acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44)39-49-42(45)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h14,16,41H,3-13,15,17-40,44H2,1-2H3,(H,47,48)/b16-14-/t41-/m1/s1	XUUQFFVLEYTYES-MITQYPHISA-N	773.5934552		HMDB0008973	
BASm0036796	CDP-DG(16:1(9Z)/22:1(11Z))	CDP-DG(16:1(9Z)/22:1(11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(16:1(9Z)/22:1(11Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of (11Z)-docosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C50H89N3O15P2	InChI=1S/C50H89N3O15P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h14,16,19-20,37-38,42-43,47-49,56-57H,3-13,15,17-18,21-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b16-14-,20-19-/t42-,43-,47-,48-,49-/m1/s1	VLORNPGLXUIDBK-KAMDRDQRSA-N	1033.576893	17962		
BASm0036797	PS(16:1(9Z)/22:1(11Z))	PS(16:1(9Z)/22:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(9Z)/22:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C44H82NO10P		QRAWZLKKGTXANC-VVJGNJPGSA-N	815.5676348			
BASm0036798	PE(16:1(9Z)/22:1(11Z))	PE(16:1(9Z)/22:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/22:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C43H82NO8P		GVAQQTHOALBLLU-AEMPDOMJSA-N	771.5778056			
BASm0036799	PS(16:1(9Z)/22:1(9Z))	PS(16:1(9Z)/22:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(9Z)/22:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C44H82NO10P		WMCJCFXJSZGRRZ-RCKUORITSA-N	815.5676348			
BASm0036800	PE(16:1(9Z)/22:1(9Z))	PE(16:1(9Z)/22:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/22:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C43H82NO8P		FBNGXTAZVVXGNV-MQDJKOCJSA-N	771.5778056			
BASm0036801	PS(16:1(9Z)/23:1(11Z))	PS(16:1(9Z)/23:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(9Z)/23:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C45H84NO10P		PXZFVNCBYZMQGA-LADYZVDZSA-N	829.5832849			
BASm0036802	PE(16:1(9Z)/23:1(11Z))	PE(16:1(9Z)/23:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/23:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C44H84NO8P		NSYUMQBMDYZOCK-UXSLIEDSSA-N	785.5934557			
BASm0036803	PS(16:1(9Z)/23:1(9Z))	PS(16:1(9Z)/23:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(9Z)/23:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C45H84NO10P		HRWWFAOWUCDSLV-LILWWFFVSA-N	829.5832849			
BASm0036804	PE(16:1(9Z)/23:1(9Z))	PE(16:1(9Z)/23:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/23:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C44H84NO8P		IMJXIPUIPKVTCU-YLQYBPFQSA-N	785.5934557			
BASm0036805	PS(16:1(9Z)/24:0)	PS(16:1(9Z)/24:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(16:1(9Z)/24:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of lignoceric acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)C(O)=O	C46H88NO10P	InChI=1S/C46H88NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-45(49)57-42(40-55-58(52,53)56-41-43(47)46(50)51)39-54-44(48)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h14,16,42-43H,3-13,15,17-41,47H2,1-2H3,(H,50,51)(H,52,53)/b16-14-/t42-,43+/m1/s1	PVCUUMSVISDGDA-RFDLIUHLSA-N	845.614585	18303	HMDB0112370	
BASm0036806	PE(16:1(9Z)/24:0)	PE(16:1(9Z)/24:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(16:1(9Z)/24:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of lignoceric acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the lignoceric acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C45H88NO8P	InChI=1S/C45H88NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-45(48)54-43(42-53-55(49,50)52-40-39-46)41-51-44(47)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h14,16,43H,3-13,15,17-42,46H2,1-2H3,(H,49,50)/b16-14-/t43-/m1/s1	VQURVMHNPIQXAP-LKEIBTGGSA-N	801.6247553		HMDB0008980	
BASm0036807	PS(16:1(9Z)/24:1(11Z))	PS(16:1(9Z)/24:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H86NO10P		FCOHRDFGYRTLRT-XQFUANAPSA-N	843.598935			
BASm0036808	PE(16:1(9Z)/24:1(11Z))	PE(16:1(9Z)/24:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H86NO8P		IWRIKOJCNDFCSA-WZCGRHCTSA-N	799.6091057			
BASm0036809	PS(16:1(9Z)/24:1(9Z))	PS(16:1(9Z)/24:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(9Z)/24:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H86NO10P		SXMNTWNHMHKXIU-XCLIJKLPSA-N	843.598935			
BASm0036810	PE(16:1(9Z)/24:1(9Z))	PE(16:1(9Z)/24:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/24:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H86NO8P		MRVXOBGRWVSXHJ-PYXDVUTFSA-N	799.6091057			
BASm0036811	PS(16:1(9Z)/25:0)	PS(16:1(9Z)/25:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(9Z)/25:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C47H90NO10P		ITNORMIINMLOHG-NNJRFFBFSA-N	859.6302351			
BASm0036812	PE(16:1(9Z)/25:0)	PE(16:1(9Z)/25:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/25:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C46H90NO8P		KKBGNOJMOHFCOS-ADZLVOOLSA-N	815.6404059			
BASm0036813	PS(16:1(9Z)/25:1(11Z))	PS(16:1(9Z)/25:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(9Z)/25:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C47H88NO10P		LIAYCYJGAPTAGJ-OHLZDJMQSA-N	857.614585			
BASm0036814	PE(16:1(9Z)/25:1(11Z))	PE(16:1(9Z)/25:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/25:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C46H88NO8P		JWKLQVXWFACBDE-HSPNFBDXSA-N	813.6247558			
BASm0036815	PS(16:1(9Z)/25:1(9Z))	PS(16:1(9Z)/25:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(9Z)/25:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C47H88NO10P		WEVFOBRENOOITR-URFIZPPFSA-N	857.614585			
BASm0036816	PE(16:1(9Z)/25:1(9Z))	PE(16:1(9Z)/25:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/25:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C46H88NO8P		XLQITCIAVJFFMU-SPQLHWLHSA-N	813.6247558			
BASm0036817	PS(16:1(9Z)/26:0)	PS(16:1(9Z)/26:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(9Z)/26:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one hexacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C48H92NO10P		MPDFSTZYGXHBHG-PJDDQSDTSA-N	873.6458852			
BASm0036818	PE(16:1(9Z)/26:0)	PE(16:1(9Z)/26:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/26:0), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one hexacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C47H92NO8P		NOCFTKQUCBRZKT-BPBQBXHUSA-N	829.6560559			
BASm0036819	PS(16:1(9Z)/26:1(11Z))	PS(16:1(9Z)/26:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(9Z)/26:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C48H90NO10P		UBNAYHUOYVBJGG-QAJJABCASA-N	871.6302351			
BASm0036820	PE(16:1(9Z)/26:1(11Z))	PE(16:1(9Z)/26:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/26:1(11Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C47H90NO8P		CFYCDYOJGGVGDN-DLRKHUBMSA-N	827.6404059			
BASm0036821	PS(16:1(9Z)/26:1(9Z))	PS(16:1(9Z)/26:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(9Z)/26:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C48H90NO10P		XUVIMOSSXZGJPX-BGUKWSELSA-N	871.6302351			
BASm0036822	PE(16:1(9Z)/26:1(9Z))	PE(16:1(9Z)/26:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/26:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C47H90NO8P		QVEXRUGKLDLDQP-IGGJBXGZSA-N	827.6404059			
BASm0036823	PS(18:0/20:1(11Z))	PS(18:0/20:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(18:0/20:1(11Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of eicosenoic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C44H84NO10P	InChI=1S/C44H84NO10P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-43(47)55-40(38-53-56(50,51)54-39-41(45)44(48)49)37-52-42(46)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h17,19,40-41H,3-16,18,20-39,45H2,1-2H3,(H,48,49)(H,50,51)/b19-17-/t40-,41+/m1/s1	KVMIIDXBXADXIM-ZJHXHYSUSA-N	817.5832849	18303	HMDB0112375	
BASm0036824	PE(18:0/20:1(11Z))	PE(18:0/20:1(11Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:0/20:1(11Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of eicosenoic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the eicosenoic acid moiety is derived from vegetable oils and cod oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44)39-49-42(45)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h17,19,41H,3-16,18,20-40,44H2,1-2H3,(H,47,48)/b19-17-/t41-/m1/s1	DBYSGBYABPVNGO-HVLKLTLRSA-N	773.5934552		HMDB0008999	
BASm0036825	PS(18:0/20:1(13Z))	PS(18:0/20:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(18:0/20:1(13Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of paullinic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)C(O)=O	C44H84NO10P	InChI=1S/C44H84NO10P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-43(47)55-40(38-53-56(50,51)54-39-41(45)44(48)49)37-52-42(46)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h13,15,40-41H,3-12,14,16-39,45H2,1-2H3,(H,48,49)(H,50,51)/b15-13-/t40-,41+/m1/s1	SWJSUGIDYBDAFP-WNKMFILKSA-N	817.5832849			
BASm0036826	PE(18:0/20:1(13Z))	PE(18:0/20:1(13Z)) is a phosphatidylethanolamine (PE). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:0/20:1(13Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of paullinic acid at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells as well as being involved in metabolism and signaling. The fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44)39-49-42(45)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h13,15,41H,3-12,14,16-40,44H2,1-2H3,(H,47,48)/b15-13-/t41-/m1/s1	TVKZDOPMWVOZKU-XTSQRIEGSA-N	773.5934557			
BASm0036827	CDP-DG(18:0/22:1(11Z))	CDP-DG(18:0/22:1(11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(18:0/22:1(11Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of (11Z)-docosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C52H95N3O15P2	InChI=1S/C52H95N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h20-21,39-40,44-45,49-51,58-59H,3-19,22-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b21-20-/t44-,45-,49-,50-,51-/m1/s1	FOCDXKXOSAAFBR-HXGFRHQXSA-N	1063.623843	17962		
BASm0036828	PS(18:0/22:1(11Z))	PS(18:0/22:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:0/22:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 11Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H88NO10P		CINDYKHVKZDXKS-WYAZBJGBSA-N	845.614585			
BASm0036829	PE(18:0/22:1(11Z))	PE(18:0/22:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:0/22:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H88NO8P		MSKYQIIXNNIUSC-MHBLLLATSA-N	801.6247558			
BASm0036830	PS(18:0/22:1(9Z))	PS(18:0/22:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:0/22:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 9Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H88NO10P		HZPMMAXPJHSYKW-CBOLEUCGSA-N	845.614585			
BASm0036831	PE(18:0/22:1(9Z))	PE(18:0/22:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:0/22:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H88NO8P		LTCZFBDYYDGNFF-RBJKYNPBSA-N	801.6247558			
BASm0036832	PS(18:0/23:1(11Z))	PS(18:0/23:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:0/23:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C47H90NO10P		LTGFHDPKUXSWJP-XUSLBBQUSA-N	859.6302351			
BASm0036833	PE(18:0/23:1(11Z))	PE(18:0/23:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:0/23:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C46H90NO8P		IGODTUCBWFGPOG-DMKFJGBSSA-N	815.6404059			
BASm0036834	PS(18:0/23:1(9Z))	PS(18:0/23:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:0/23:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C47H90NO10P		FIJOWOXYEBHJPO-CAYKHZHVSA-N	859.6302351			
BASm0036835	PE(18:0/23:1(9Z))	PE(18:0/23:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:0/23:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C46H90NO8P		ARUVXWFUTMSCAA-IBBOYIKTSA-N	815.6404059			
BASm0036836	PS(18:0/24:1(11Z))	PS(18:0/24:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:0/24:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C48H92NO10P		JSCKNXSVWMLYSK-NVGIVOPWSA-N	873.6458852			
BASm0036837	PE(18:0/24:1(11Z))	PE(18:0/24:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:0/24:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C47H92NO8P		IHIZHIPNLQGALN-QAQIHDAJSA-N	829.6560559			
BASm0036838	PS(18:0/24:1(9Z))	PS(18:0/24:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:0/24:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C48H92NO10P		RDZOBXQGPHXDGE-ABQDFVEXSA-N	873.6458852			
BASm0036839	PE(18:0/24:1(9Z))	PE(18:0/24:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:0/24:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C47H92NO8P		KTOMYCYINHOAMU-CUZVLBSSSA-N	829.6560559			
BASm0036840	PS(18:0/25:1(11Z))	PS(18:0/25:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:0/25:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C49H94NO10P		AGVCJDBOLLYAPX-HRBDUKGPSA-N	887.6615352			
BASm0036841	PE(18:0/25:1(11Z))	PE(18:0/25:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:0/25:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C48H94NO8P		DZDQXIHPSQDCBE-JHXSWNAYSA-N	843.671706			
BASm0036842	PS(18:0/25:1(9Z))	PS(18:0/25:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:0/25:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C49H94NO10P		KNLSARFNHFHZDG-DZEVCSMRSA-N	887.6615352			
BASm0036843	PE(18:0/25:1(9Z))	PE(18:0/25:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:0/25:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C48H94NO8P		HLLNYSGVFPRTLW-PFPHXZAESA-N	843.671706			
BASm0036844	PS(18:0/26:1(11Z))	PS(18:0/26:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:0/26:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C50H96NO10P		OXZIQUUYUOLAEJ-CETKROQQSA-N	901.6771853			
BASm0036845	PE(18:0/26:1(11Z))	PE(18:0/26:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:0/26:1(11Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C49H96NO8P		NTBGJXVPIOVJBS-ITQMVGCCSA-N	857.6873561			
BASm0036846	PS(18:0/26:1(9Z))	PS(18:0/26:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:0/26:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C50H96NO10P		SIUZAWMPDYHKIK-UIYIRNNQSA-N	901.6771853			
BASm0036847	PE(18:0/26:1(9Z))	PE(18:0/26:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:0/26:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C49H96NO8P		AASOILGCVWSUMT-PIPSWOKESA-N	857.6873561			
BASm0036848	PS(18:1(9Z)/20:0)	PS(18:1(9Z)/20:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(18:1(9Z)/20:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of arachidic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)C(O)=O	C44H84NO10P	InChI=1S/C44H84NO10P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-43(47)55-40(38-53-56(50,51)54-39-41(45)44(48)49)37-52-42(46)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h18,21,40-41H,3-17,19-20,22-39,45H2,1-2H3,(H,48,49)(H,50,51)/b21-18-/t40-,41+/m1/s1	IYQCRTYEUIXHJJ-KQAFZYEMSA-N	817.5832849	18303	HMDB0112411	
BASm0036849	PE(18:1(9Z)/20:0)	PE(18:1(9Z)/20:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:1(9Z)/20:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of arachidic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the arachidic acid moiety is derived from peanut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44)39-49-42(45)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h18,21,41H,3-17,19-20,22-40,44H2,1-2H3,(H,47,48)/b21-18-/t41-/m1/s1	VOSQJLVNDRUECW-JHWHEROUSA-N	773.5934552		HMDB0009064	
BASm0036850	PS(18:1(9Z)/20:1(11Z))	PS(18:1(9Z)/20:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(18:1(9Z)/20:1(11Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of eicosenoic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C44H82NO10P	InChI=1S/C44H82NO10P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-43(47)55-40(38-53-56(50,51)54-39-41(45)44(48)49)37-52-42(46)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h17-19,21,40-41H,3-16,20,22-39,45H2,1-2H3,(H,48,49)(H,50,51)/b19-17-,21-18-/t40-,41+/m1/s1	IIQYZGWQUHYURC-MSMNPEFHSA-N	815.5676348	18303	HMDB0112412	
BASm0036851	PE(18:1(9Z)/20:1(11Z))	PE(18:1(9Z)/20:1(11Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:1(9Z)/20:1(11Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of eicosenoic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the eicosenoic acid moiety is derived from vegetable oils and cod oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C43H82NO8P	InChI=1S/C43H82NO8P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44)39-49-42(45)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h17-19,21,41H,3-16,20,22-40,44H2,1-2H3,(H,47,48)/b19-17-,21-18-/t41-/m1/s1	UITCASPZWUAJBW-HLHBCVTMSA-N	771.5778051		HMDB0009065	
BASm0036852	PS(18:1(9Z)/20:1(13Z))	PS(18:1(9Z)/20:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(18:1(9Z)/20:1(13Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of paullinic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)C(O)=O	C44H82NO10P	InChI=1S/C44H82NO10P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-43(47)55-40(38-53-56(50,51)54-39-41(45)44(48)49)37-52-42(46)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h13,15,18,21,40-41H,3-12,14,16-17,19-20,22-39,45H2,1-2H3,(H,48,49)(H,50,51)/b15-13-,21-18-/t40-,41+/m1/s1	WDQJCTMSJAIBPH-NWRUKZKYSA-N	815.5676348			
BASm0036853	PE(18:1(9Z)/20:1(13Z))	PE(18:1(9Z)/20:1(13Z)) is a phosphatidylethanolamine (PE). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:1(9Z)/20:1(13Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of paullinic acid at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells as well as being involved in metabolism and signaling. The fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C43H82NO8P	InChI=1S/C43H82NO8P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44)39-49-42(45)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h13,15,18,21,41H,3-12,14,16-17,19-20,22-40,44H2,1-2H3,(H,47,48)/b15-13-,21-18-/t41-/m1/s1	VYWRFXBWRSVKHO-NRBOFJBTSA-N	771.5778056			
BASm0036854	PS(18:1(9Z)/22:0)	PS(18:1(9Z)/22:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(18:1(9Z)/22:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of behenic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)C(O)=O	C46H88NO10P	InChI=1S/C46H88NO10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-45(49)57-42(40-55-58(52,53)56-41-43(47)46(50)51)39-54-44(48)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h18,23,42-43H,3-17,19-22,24-41,47H2,1-2H3,(H,50,51)(H,52,53)/b23-18-/t42-,43+/m1/s1	KKIWTFIITJYWJK-HOFUCYGESA-N	845.614585	18303	HMDB0112417	
BASm0036855	PE(18:1(9Z)/22:0)	PE(18:1(9Z)/22:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:1(9Z)/22:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of behenic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the behenic acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C45H88NO8P	InChI=1S/C45H88NO8P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-45(48)54-43(42-53-55(49,50)52-40-39-46)41-51-44(47)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h18,23,43H,3-17,19-22,24-42,46H2,1-2H3,(H,49,50)/b23-18-/t43-/m1/s1	JEOYLNIOWTUTAE-UPLWMSSDSA-N	801.6247553		HMDB0009072	
BASm0036856	CDP-DG(18:1(9Z)/22:1(11Z))	CDP-DG(18:1(9Z)/22:1(11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(18:1(9Z)/22:1(11Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of (11Z)-docosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C52H93N3O15P2	InChI=1S/C52H93N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-48(57)68-44(41-65-47(56)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2)42-66-71(61,62)70-72(63,64)67-43-45-49(58)50(59)51(69-45)55-40-39-46(53)54-52(55)60/h18,20-21,23,39-40,44-45,49-51,58-59H,3-17,19,22,24-38,41-43H2,1-2H3,(H,61,62)(H,63,64)(H2,53,54,60)/b21-20-,23-18-/t44-,45-,49-,50-,51-/m1/s1	CMGQEPPTWDLRDR-DEDFQZHHSA-N	1061.608193	17962		
BASm0036857	PS(18:1(9Z)/22:1(11Z))	PS(18:1(9Z)/22:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:1(9Z)/22:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 11Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H86NO10P		ATIJQICEVOBWRO-SXCMQPCVSA-N	843.598935			
BASm0036858	PE(18:1(9Z)/22:1(11Z))	PE(18:1(9Z)/22:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9Z)/22:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H86NO8P		QQSMTXDYARGLSR-QDYSQKQESA-N	799.6091057			
BASm0036859	PS(18:1(9Z)/22:1(9Z))	PS(18:1(9Z)/22:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:1(9Z)/22:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H86NO10P		ZPAJOKDIQHBSBY-PRYWQMFUSA-N	843.598935			
BASm0036860	PE(18:1(9Z)/22:1(9Z))	PE(18:1(9Z)/22:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9Z)/22:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H86NO8P		XRTUPHTYOZEVOR-YNBIVCIASA-N	799.6091057			
BASm0036861	PS(18:1(9Z)/23:1(11Z))	PS(18:1(9Z)/23:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:1(9Z)/23:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C47H88NO10P		MPQJOPUOZMNDOI-BDFHNFODSA-N	857.614585			
BASm0036862	PE(18:1(9Z)/23:1(11Z))	PE(18:1(9Z)/23:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9Z)/23:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C46H88NO8P		FEPWXELRXAAANM-SHKMKIIVSA-N	813.6247558			
BASm0036863	PS(18:1(9Z)/23:1(9Z))	PS(18:1(9Z)/23:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:1(9Z)/23:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C47H88NO10P		BGCMDRUUEAIDOT-LRIFYTTKSA-N	857.614585			
BASm0036864	PE(18:1(9Z)/23:1(9Z))	PE(18:1(9Z)/23:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9Z)/23:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C46H88NO8P		QGOYREFVZVXDOB-RUBUVZMFSA-N	813.6247558			
BASm0036865	PS(18:1(9Z)/24:0)	PS(18:1(9Z)/24:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(18:1(9Z)/24:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of lignoceric acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)C(O)=O	C48H92NO10P	InChI=1S/C48H92NO10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-47(51)59-44(42-57-60(54,55)58-43-45(49)48(52)53)41-56-46(50)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h18,25,44-45H,3-17,19-24,26-43,49H2,1-2H3,(H,52,53)(H,54,55)/b25-18-/t44-,45+/m1/s1	LADMHPVQMAYWCD-PWKMXXSKSA-N	873.6458852	18303	HMDB0112423	
BASm0036866	PE(18:1(9Z)/24:0)	PE(18:1(9Z)/24:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:1(9Z)/24:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of lignoceric acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the lignoceric acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C47H92NO8P	InChI=1S/C47H92NO8P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-47(50)56-45(44-55-57(51,52)54-42-41-48)43-53-46(49)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h18,25,45H,3-17,19-24,26-44,48H2,1-2H3,(H,51,52)/b25-18-/t45-/m1/s1	WVNDQGIBKQXPLE-NVUUEHDFSA-N	829.6560554		HMDB0009079	
BASm0036867	PS(18:1(9Z)/24:1(11Z))	PS(18:1(9Z)/24:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C48H90NO10P		RTBHBAHSWZFYPA-AWOSQKELSA-N	871.6302351			
BASm0036868	PE(18:1(9Z)/24:1(11Z))	PE(18:1(9Z)/24:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C47H90NO8P		RXNMUIIEHJYIHO-RGYBPONRSA-N	827.6404059			
BASm0036869	PS(18:1(9Z)/24:1(9Z))	PS(18:1(9Z)/24:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:1(9Z)/24:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C48H90NO10P		RTEKNCHOTWAXED-ZCSYPEKGSA-N	871.6302351			
BASm0036870	PE(18:1(9Z)/24:1(9Z))	PE(18:1(9Z)/24:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9Z)/24:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C47H90NO8P		OJQSLPFLPPVFAO-GVBJTFGGSA-N	827.6404059			
BASm0036871	PS(18:1(9Z)/25:0)	PS(18:1(9Z)/25:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:1(9Z)/25:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C49H94NO10P		NOJXTNFXGHXCCN-VLIGEJGMSA-N	887.6615352			
BASm0036872	PE(18:1(9Z)/25:0)	PE(18:1(9Z)/25:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9Z)/25:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C48H94NO8P		YLJBTKFYXNRNLC-ZANLROJFSA-N	843.671706			
BASm0036873	PS(18:1(9Z)/25:1(11Z))	PS(18:1(9Z)/25:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:1(9Z)/25:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C49H92NO10P		REHCONGSNYQYSV-QSRWXCSRSA-N	885.6458852			
BASm0036874	PE(18:1(9Z)/25:1(11Z))	PE(18:1(9Z)/25:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9Z)/25:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C48H92NO8P		JMRFUTCZINGRJF-QJSXKAKUSA-N	841.6560559			
BASm0036875	PS(18:1(9Z)/25:1(9Z))	PS(18:1(9Z)/25:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:1(9Z)/25:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C49H92NO10P		QPCXEAVJFVGISF-DEHOREEUSA-N	885.6458852			
BASm0036876	PE(18:1(9Z)/25:1(9Z))	PE(18:1(9Z)/25:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9Z)/25:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C48H92NO8P		OQADULGHMJZHEO-VUHDAIGKSA-N	841.6560559			
BASm0036877	PS(18:1(9Z)/26:0)	PS(18:1(9Z)/26:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:1(9Z)/26:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one hexacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C50H96NO10P		LUAFKZJTUUDGLT-LLIJBQRRSA-N	901.6771853			
BASm0036878	PE(18:1(9Z)/26:0)	PE(18:1(9Z)/26:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9Z)/26:0), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one hexacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C49H96NO8P		OXXQURGTBJKHRG-FUSSHFNISA-N	857.6873561			
BASm0036879	PS(18:1(9Z)/26:1(11Z))	PS(18:1(9Z)/26:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:1(9Z)/26:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C50H94NO10P		ACLDYIVWFDJNOR-JOSMDSFCSA-N	899.6615352			
BASm0036880	PE(18:1(9Z)/26:1(11Z))	PE(18:1(9Z)/26:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9Z)/26:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C49H94NO8P		KFICKZNGSRRVKV-HJCIKXGESA-N	855.671706			
BASm0036881	PS(18:1(9Z)/26:1(9Z))	PS(18:1(9Z)/26:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:1(9Z)/26:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C50H94NO10P		GPCOVFXQVYWCAU-SOXRSFHUSA-N	899.6615352			
BASm0036882	PE(18:1(9Z)/26:1(9Z))	PE(18:1(9Z)/26:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9Z)/26:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C49H94NO8P		XNHKRUVECFCUJT-DPCSNGMRSA-N	855.671706			
BASm0036883	LysoPA(20:0/0:0)	LPA(20:0/0:0) belongs to the class of organic compounds known as 1-acylglycerol-3-phosphates. These are lysophosphatidic acids where the glycerol is esterified with a fatty acid at O-1 position. LPA(20:0/0:0) is considered to be a practically insoluble (in water) and relatively neutral molecule. A 1-acyl-sn-glycerol 3-phosphate in which the 1-acyl substituent is specified as arachidoyl (icosanoyl).			CCCCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(O)(O)=O	C23H47O7P	InChI=1S/C23H47O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(25)29-20-22(24)21-30-31(26,27)28/h22,24H,2-21H2,1H3,(H2,26,27,28)	NWCZIQDBEQKZSD-UHFFFAOYSA-N	466.3059409	74939		
BASm0036884	PS(20:0/20:1(11Z))	PS(20:0/20:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(20:0/20:1(11Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of eicosenoic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C46H88NO10P	InChI=1S/C46H88NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-44(48)54-39-42(40-55-58(52,53)56-41-43(47)46(50)51)57-45(49)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20,42-43H,3-17,19,21-41,47H2,1-2H3,(H,50,51)(H,52,53)/b20-18-/t42-,43+/m1/s1	ULMDIFSOZFTRBD-PDXDKUIMSA-N	845.614585	18303	HMDB0112524	
BASm0036885	PE(20:0/20:1(11Z))	PE(20:0/20:1(11Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(20:0/20:1(11Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of eicosenoic acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the eicosenoic acid moiety is derived from vegetable oils and cod oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C45H88NO8P	InChI=1S/C45H88NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-44(47)51-41-43(42-53-55(49,50)52-40-39-46)54-45(48)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20,43H,3-17,19,21-42,46H2,1-2H3,(H,49,50)/b20-18-/t43-/m1/s1	QULOEXDJDJLZMT-KAKKGSANSA-N	801.6247553		HMDB0009230	
BASm0036886	PS(20:0/20:1(13Z))	PS(20:0/20:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(20:0/20:1(13Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of paullinic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)C(O)=O	C46H88NO10P	InChI=1S/C46H88NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-44(48)54-39-42(40-55-58(52,53)56-41-43(47)46(50)51)57-45(49)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,42-43H,3-13,15,17-41,47H2,1-2H3,(H,50,51)(H,52,53)/b16-14-/t42-,43+/m1/s1	DPPCBKBIFFOYOC-RFDLIUHLSA-N	845.614585			
BASm0036887	PE(20:0/20:1(13Z))	PE(20:0/20:1(13Z)) is a phosphatidylethanolamine (PE). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(20:0/20:1(13Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of paullinic acid at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells as well as being involved in metabolism and signaling. The fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C45H88NO8P	InChI=1S/C45H88NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-44(47)51-41-43(42-53-55(49,50)52-40-39-46)54-45(48)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16,43H,3-13,15,17-42,46H2,1-2H3,(H,49,50)/b16-14-/t43-/m1/s1	FHBDYMPYSJGPEB-LKEIBTGGSA-N	801.6247558			
BASm0036888	CDP-DG(20:0/22:1(11Z))	CDP-DG(20:0/22:1(11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(20:0/22:1(11Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of (11Z)-docosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C54H99N3O15P2	InChI=1S/C54H99N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h21-22,41-42,46-47,51-53,60-61H,3-20,23-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b22-21-/t46-,47-,51-,52-,53-/m1/s1	NIJKLHLHDFMVTM-PIICSXFISA-N	1091.655143	17962		
BASm0036889	PS(20:0/22:1(11Z))	PS(20:0/22:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:0/22:1(11Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and  one 11Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C48H92NO10P		SRJIADUPRCPELK-OYYGBHLJSA-N	873.6458852			
BASm0036890	PE(20:0/22:1(11Z))	PE(20:0/22:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:0/22:1(11Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C47H92NO8P		OCJGPEAHHLSAAY-LVWQDKDDSA-N	829.6560559			
BASm0036891	PS(20:0/22:1(9Z))	PS(20:0/22:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:0/22:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and  one 9Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C48H92NO10P		ULFFDQKYDYUDRA-ABQDFVEXSA-N	873.6458852			
BASm0036892	PE(20:0/22:1(9Z))	PE(20:0/22:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:0/22:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C47H92NO8P		GFNDBCAHLCTAJD-CUZVLBSSSA-N	829.6560559			
BASm0036893	PS(20:0/23:1(11Z))	PS(20:0/23:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:0/23:1(11Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C49H94NO10P		CCJATENNHMGFNF-LIGBZEEESA-N	887.6615352			
BASm0036894	PE(20:0/23:1(11Z))	PE(20:0/23:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:0/23:1(11Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C48H94NO8P		UQRJYHVZKAVISH-ZCJJFFHHSA-N	843.671706			
BASm0036895	PS(20:0/23:1(9Z))	PS(20:0/23:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:0/23:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C49H94NO10P		GYCDXSIOFQCKQX-DZEVCSMRSA-N	887.6615352			
BASm0036896	PE(20:0/23:1(9Z))	PE(20:0/23:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:0/23:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C48H94NO8P		ZPAFQTPAZONCIU-PFPHXZAESA-N	843.671706			
BASm0036897	PS(20:0/24:1(11Z))	PS(20:0/24:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:0/24:1(11Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C50H96NO10P		CSDMRFMETDOVGB-FOPHQEGJSA-N	901.6771853			
BASm0036898	PE(20:0/24:1(11Z))	PE(20:0/24:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:0/24:1(11Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C49H96NO8P		LCUKXOUXSNFASB-ACXYVCEHSA-N	857.6873561			
BASm0036899	PS(20:0/24:1(9Z))	PS(20:0/24:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:0/24:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C50H96NO10P		OWXFLVKWLDHNTH-UIYIRNNQSA-N	901.6771853			
BASm0036900	PE(20:0/24:1(9Z))	PE(20:0/24:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:0/24:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C49H96NO8P		NUKIFBJCBRZLDF-PIPSWOKESA-N	857.6873561			
BASm0036901	PS(20:0/25:1(11Z))	PS(20:0/25:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:0/25:1(11Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C51H98NO10P		ZGICWBXMSXFSMI-OBCDITGQSA-N	915.6928354			
BASm0036902	PE(20:0/25:1(11Z))	PE(20:0/25:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:0/25:1(11Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C50H98NO8P		YDQFDWLIHNGTFZ-FOBNYNKYSA-N	871.7030061			
BASm0036903	PS(20:0/25:1(9Z))	PS(20:0/25:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:0/25:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C51H98NO10P		SGHLUARWNZGBNI-SSZXIZMQSA-N	915.6928354			
BASm0036904	PE(20:0/25:1(9Z))	PE(20:0/25:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:0/25:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C50H98NO8P		MCBBPUNBZGRFHH-KWFMMRHSSA-N	871.7030061			
BASm0036905	PS(20:0/26:1(11Z))	PS(20:0/26:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:0/26:1(11Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C52H100NO10P		YXNDKHCRTCJHTQ-HBAYHMNVSA-N	929.7084854			
BASm0036906	PE(20:0/26:1(11Z))	PE(20:0/26:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:0/26:1(11Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C51H100NO8P		VXAJJBPIWNRWLV-WURLXDQTSA-N	885.7186562			
BASm0036907	PS(20:0/26:1(9Z))	PS(20:0/26:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:0/26:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C52H100NO10P		FERFUDQVYSUDQC-PCEUFFQCSA-N	929.7084854			
BASm0036908	PE(20:0/26:1(9Z))	PE(20:0/26:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:0/26:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C51H100NO8P		TXWSRPDECOXBHX-BFKIHQQPSA-N	885.7186562			
BASm0036909	PS(20:1(11Z)/20:1(11Z))	PS(20:1(11Z)/20:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(20:1(11Z)/20:1(11Z)), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of eicosenoic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C46H86NO10P	InChI=1S/C46H86NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-44(48)54-39-42(40-55-58(52,53)56-41-43(47)46(50)51)57-45(49)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,42-43H,3-16,21-41,47H2,1-2H3,(H,50,51)(H,52,53)/b19-17-,20-18-/t42-,43+/m1/s1	DSCLLSSZGNDUEK-RQIQMFDJSA-N	843.598935	18303	HMDB0112552	
BASm0036910	PE(20:1(11Z)/20:1(11Z))	PE(20:1(11Z)/20:1(11Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(20:1(11Z)/20:1(11Z)), in particular, consists of two chains of eicosenoic acid at the C-1 and C-2 positions. The eicosenoic acid moieties are derived from vegetable oils and cod oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCC\C=C/CCCCCCCC	C45H86NO8P	InChI=1S/C45H86NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-44(47)51-41-43(42-53-55(49,50)52-40-39-46)54-45(48)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,43H,3-16,21-42,46H2,1-2H3,(H,49,50)/b19-17-,20-18-/t43-/m1/s1	XKHVUVBUSFQMDX-OYJIOEIKSA-N	799.6091052		HMDB0009263	
BASm0036911	PS(20:1(11Z)/20:1(13Z))	PS(20:1(11Z)/20:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(20:1(11Z)/20:1(13Z)), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of paullinic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)C(O)=O	C46H86NO10P	InChI=1S/C46H86NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-44(48)54-39-42(40-55-58(52,53)56-41-43(47)46(50)51)57-45(49)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16-17,19,42-43H,3-13,15,18,20-41,47H2,1-2H3,(H,50,51)(H,52,53)/b16-14-,19-17-/t42-,43+/m1/s1	SUMAVIDKKXZYNA-ZRQKGMHMSA-N	843.598935			
BASm0036912	PE(20:1(11Z)/20:1(13Z))	PE(20:1(11Z)/20:1(13Z)) is a phosphatidylethanolamine (PE). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(20:1(11Z)/20:1(13Z)), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of paullinic acid at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells as well as being involved in metabolism and signaling. The fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH.			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C45H86NO8P	InChI=1S/C45H86NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-44(47)51-41-43(42-53-55(49,50)52-40-39-46)54-45(48)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h14,16-17,19,43H,3-13,15,18,20-42,46H2,1-2H3,(H,49,50)/b16-14-,19-17-/t43-/m1/s1	YDSGIGFHSCTQMC-WHGAUIBTSA-N	799.6091057			
BASm0036913	PS(20:1(11Z)/22:0)	PS(20:1(11Z)/22:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(20:1(11Z)/22:0), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of behenic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)C(O)=O	C48H92NO10P	InChI=1S/C48H92NO10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-47(51)59-44(42-57-60(54,55)58-43-45(49)48(52)53)41-56-46(50)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h18,20,44-45H,3-17,19,21-43,49H2,1-2H3,(H,52,53)(H,54,55)/b20-18-/t44-,45+/m1/s1	BZUSIGPPVNJFQX-DPSJWEQOSA-N	873.6458852	18303	HMDB0112558	
BASm0036914	PE(20:1(11Z)/22:0)	PE(20:1(11Z)/22:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(20:1(11Z)/22:0), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of behenic acid at the C-2 position. The eicosenoic acid moiety is derived from vegetable oils and cod oils, while the behenic acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C47H92NO8P	InChI=1S/C47H92NO8P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-47(50)56-45(44-55-57(51,52)54-42-41-48)43-53-46(49)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h18,20,45H,3-17,19,21-44,48H2,1-2H3,(H,51,52)/b20-18-/t45-/m1/s1	RCHDNJFLEGWCOZ-XWGPWIMLSA-N	829.6560554		HMDB0009270	
BASm0036915	CDP-DG(20:1(11Z)/22:1(11Z))	CDP-DG(20:1(11Z)/22:1(11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(20:1(11Z)/22:1(11Z)), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of (11Z)-docosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C54H97N3O15P2	InChI=1S/C54H97N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h18,20-22,41-42,46-47,51-53,60-61H,3-17,19,23-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b20-18-,22-21-/t46-,47-,51-,52-,53-/m1/s1	IFWIPFISEFQDLD-HSCHVTKHSA-N	1089.639493	17962		
BASm0036916	PS(20:1(11Z)/22:1(11Z))	PS(20:1(11Z)/22:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(11Z)/22:1(11Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and  one 11Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C48H90NO10P		GSIDZAUQFLWJRY-VCDRVBDDSA-N	871.6302351			
BASm0036917	PE(20:1(11Z)/22:1(11Z))	PE(20:1(11Z)/22:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(11Z)/22:1(11Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C47H90NO8P		OEOKGZXVBZSGRW-QVBBXVTDSA-N	827.6404059			
BASm0036918	PS(20:1(11Z)/22:1(9Z))	PS(20:1(11Z)/22:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(11Z)/22:1(9Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C48H90NO10P		OGNWLOCKPQHFJA-XLRGDDLMSA-N	871.6302351			
BASm0036919	PE(20:1(11Z)/22:1(9Z))	PE(20:1(11Z)/22:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(11Z)/22:1(9Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C47H90NO8P		PDTVKCDVPCCIPL-BUTAJDRVSA-N	827.6404059			
BASm0036920	PS(20:1(11Z)/23:1(11Z))	PS(20:1(11Z)/23:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(11Z)/23:1(11Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C49H92NO10P		KEQVLLVSZGUPLT-QJEMWNHNSA-N	885.6458852			
BASm0036921	PE(20:1(11Z)/23:1(11Z))	PE(20:1(11Z)/23:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(11Z)/23:1(11Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C48H92NO8P		BERKAWVNPRPQCD-AIKZRELOSA-N	841.6560559			
BASm0036922	PS(20:1(11Z)/23:1(9Z))	PS(20:1(11Z)/23:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(11Z)/23:1(9Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C49H92NO10P		IVIRABGDWNZUQM-LBXWGXRLSA-N	885.6458852			
BASm0036923	PE(20:1(11Z)/23:1(9Z))	PE(20:1(11Z)/23:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(11Z)/23:1(9Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C48H92NO8P		HACHXQHPZCBGBO-HTWIVMOISA-N	841.6560559			
BASm0036924	PS(20:1(11Z)/24:0)	PS(20:1(11Z)/24:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(20:1(11Z)/24:0), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of lignoceric acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)C(O)=O	C50H96NO10P	InChI=1S/C50H96NO10P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-49(53)61-46(44-59-62(56,57)60-45-47(51)50(54)55)43-58-48(52)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h18,20,46-47H,3-17,19,21-45,51H2,1-2H3,(H,54,55)(H,56,57)/b20-18-/t46-,47+/m1/s1	CWKIJSVXPRPOPC-DGSAXPQISA-N	901.6771853	18303	HMDB0112565	
BASm0036925	PE(20:1(11Z)/24:0)	PE(20:1(11Z)/24:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(20:1(11Z)/24:0), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of lignoceric acid at the C-2 position. The eicosenoic acid moiety is derived from vegetable oils and cod oils, while the lignoceric acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C49H96NO8P	InChI=1S/C49H96NO8P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-40-42-49(52)58-47(46-57-59(53,54)56-44-43-50)45-55-48(51)41-39-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2/h18,20,47H,3-17,19,21-46,50H2,1-2H3,(H,53,54)/b20-18-/t47-/m1/s1	TVWRNQYOSCEXMG-KDNXRFBZSA-N	857.6873556		HMDB0009277	
BASm0036926	PS(20:1(11Z)/24:1(11Z))	PS(20:1(11Z)/24:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(11Z)/24:1(11Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C50H94NO10P		GDERGFDDTTZKFE-WFHVZMCNSA-N	899.6615352			
BASm0036927	PE(20:1(11Z)/24:1(11Z))	PE(20:1(11Z)/24:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(11Z)/24:1(11Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C49H94NO8P		RIIJJTLFMIHUMV-QHWBQTQESA-N	855.671706			
BASm0036928	PS(20:1(11Z)/24:1(9Z))	PS(20:1(11Z)/24:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C50H94NO10P		QFCSQNNWKBLMQS-PDMACJCWSA-N	899.6615352			
BASm0036929	PE(20:1(11Z)/24:1(9Z))	PE(20:1(11Z)/24:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C49H94NO8P		KLSICOZMIRHCKV-IBBANLOISA-N	855.671706			
BASm0036930	PS(20:1(11Z)/25:0)	PS(20:1(11Z)/25:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(11Z)/25:0), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and  one pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C51H98NO10P		QBODHUQHQSJZKT-RYAWTOPNSA-N	915.6928354			
BASm0036931	PE(20:1(11Z)/25:0)	PE(20:1(11Z)/25:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(11Z)/25:0), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and  one pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C50H98NO8P		QHVBSBFBZPJUOK-XXOHVKGBSA-N	871.7030061			
BASm0036932	PS(20:1(11Z)/25:1(11Z))	PS(20:1(11Z)/25:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(11Z)/25:1(11Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C51H96NO10P		GGEKLXFCIWIYAI-YJZCTCMMSA-N	913.6771853			
BASm0036933	PE(20:1(11Z)/25:1(11Z))	PE(20:1(11Z)/25:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(11Z)/25:1(11Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C50H96NO8P		QUDFEYOXYGUGJB-WZVRWKOCSA-N	869.6873561			
BASm0036934	PS(20:1(11Z)/25:1(9Z))	PS(20:1(11Z)/25:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(11Z)/25:1(9Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C51H96NO10P		QXPNSUFFJLBRGW-DXSDAXKDSA-N	913.6771853			
BASm0036935	PE(20:1(11Z)/25:1(9Z))	PE(20:1(11Z)/25:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(11Z)/25:1(9Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C50H96NO8P		NPXSINFUDWPZOD-GLKXARPUSA-N	869.6873561			
BASm0036936	PS(20:1(11Z)/26:0)	PS(20:1(11Z)/26:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(11Z)/26:0), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and  one hexacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C52H100NO10P		OPYLOOLZOIZCEF-GNMLRBFGSA-N	929.7084854			
BASm0036937	PE(20:1(11Z)/26:0)	PE(20:1(11Z)/26:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(11Z)/26:0), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and  one hexacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C51H100NO8P		KYFTUGAFZRPMCC-WXNGPCRQSA-N	885.7186562			
BASm0036938	PS(20:1(11Z)/26:1(11Z))	PS(20:1(11Z)/26:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(11Z)/26:1(11Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C52H98NO10P		GHBMBWVTRBVBBD-SSIYJZLYSA-N	927.6928354			
BASm0036939	PE(20:1(11Z)/26:1(11Z))	PE(20:1(11Z)/26:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(11Z)/26:1(11Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C51H98NO8P		ROOKUMNXTPXTND-BWTXNQMASA-N	883.7030061			
BASm0036940	PS(20:1(11Z)/26:1(9Z))	PS(20:1(11Z)/26:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(11Z)/26:1(9Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C52H98NO10P		KTRCGRHDZRHPNL-RMFWONDMSA-N	927.6928354			
BASm0036941	PE(20:1(11Z)/26:1(9Z))	PE(20:1(11Z)/26:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(11Z)/26:1(9Z)), in particular, consists of one 11Z-eicosenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C51H98NO8P		YGDYEFPKSZMBTI-GXKLUDQVSA-N	883.7030061			
BASm0036942	LysoPA(20:1(13Z)/0:0)	LPA(20:1(13Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common. LPA(20:1(13Z)/0:0), in particular, consists of one chain of paullinic acid at the C-1 position. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.			CCCCCC\C=C/CCCCCCCCCCCC(=O)OCC(O)COP(O)(O)=O	C23H45O7P	InChI=1S/C23H45O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(25)29-20-22(24)21-30-31(26,27)28/h7-8,22,24H,2-6,9-21H2,1H3,(H2,26,27,28)/b8-7-	UWPUIZDFMSIUMM-FPLPWBNLSA-N	464.2902908			
BASm0036943	PS(20:1(13Z)/20:1(11Z))	PS(20:1(13Z)/20:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(13Z)/20:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C46H86NO10P		UUHWPSWWCCKYDK-ATKYBYCUSA-N	843.598935			
BASm0036944	PE(20:1(13Z)/20:1(11Z))	PE(20:1(13Z)/20:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(13Z)/20:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 11Z-eicosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C45H86NO8P		OLRRMVZSBFAXHY-UYSSWQSQSA-N	799.6091057			
BASm0036945	PS(20:1(13Z)/20:1(13Z))	PS(20:1(13Z)/20:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(20:1(13Z)/20:1(13Z)), in particular, consists of one chain of paullinic acid at the C-1 position and one chain of paullinic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)C(O)=O	C46H86NO10P	InChI=1S/C46H86NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-44(48)54-39-42(40-55-58(52,53)56-41-43(47)46(50)51)57-45(49)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,42-43H,3-12,17-41,47H2,1-2H3,(H,50,51)(H,52,53)/b15-13-,16-14-/t42-,43+/m1/s1	WHPGUQDHBYUYQN-WSTFQFKCSA-N	843.598935			
BASm0036946	PE(20:1(13Z)/20:1(13Z))	PE(20:1(13Z)/20:1(13Z)) is a phosphatidylethanolamine (PE). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(20:1(13Z)/20:1(13Z)), in particular, consists of one chain of paullinic acid at the C-1 position and one chain of paullinic acid at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells as well as being involved in metabolism and signaling. The fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH.			[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C45H86NO8P	InChI=1S/C45H86NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-44(47)51-41-43(42-53-55(49,50)52-40-39-46)54-45(48)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,43H,3-12,17-42,46H2,1-2H3,(H,49,50)/b15-13-,16-14-/t43-/m1/s1	LOKZLCPBLYFDQV-OKRZZBRDSA-N	799.6091057			
BASm0036947	PS(20:1(13Z)/22:0)	PS(20:1(13Z)/22:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(20:1(13Z)/22:0), in particular, consists of one chain of paullinic acid at the C-1 position and one chain of behenic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)C(O)=O	C48H92NO10P	InChI=1S/C48H92NO10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-47(51)59-44(42-57-60(54,55)58-43-45(49)48(52)53)41-56-46(50)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h14,16,44-45H,3-13,15,17-43,49H2,1-2H3,(H,52,53)(H,54,55)/b16-14-/t44-,45+/m1/s1	UGVMKVDKCVYRMY-PJDDQSDTSA-N	873.6458852			
BASm0036948	PE(20:1(13Z)/22:0)	PE(20:1(13Z)/22:0) is a phosphatidylethanolamine (PE). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(20:1(13Z)/22:0), in particular, consists of one chain of paullinic acid at the C-1 position and one chain of behenic acid at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells as well as being involved in metabolism and signaling. The fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH.			[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C47H92NO8P	InChI=1S/C47H92NO8P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-47(50)56-45(44-55-57(51,52)54-42-41-48)43-53-46(49)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h14,16,45H,3-13,15,17-44,48H2,1-2H3,(H,51,52)/b16-14-/t45-/m1/s1	XXYJTTWMDPJFCP-BPBQBXHUSA-N	829.6560559			
BASm0036949	CDP-DG(20:1(13Z)/22:1(11Z))	CDP-DG(20:1(13Z)/22:1(11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(20:1(13Z)/22:1(11Z)), in particular, consists of one chain of paullinic acid at the C-1 position and one chain of (11Z)-docosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C54H97N3O15P2	InChI=1S/C54H97N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-50(59)70-46(43-67-49(58)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2)44-68-73(63,64)72-74(65,66)69-45-47-51(60)52(61)53(71-47)57-42-41-48(55)56-54(57)62/h14,16,21-22,41-42,46-47,51-53,60-61H,3-13,15,17-20,23-40,43-45H2,1-2H3,(H,63,64)(H,65,66)(H2,55,56,62)/b16-14-,22-21-/t46-,47-,51-,52-,53-/m1/s1	HZBOBRKGFMWKFI-JOSDHKMXSA-N	1089.639493	17962		
BASm0036950	PS(20:1(13Z)/22:1(11Z))	PS(20:1(13Z)/22:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(13Z)/22:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 11Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C48H90NO10P		HUBYKLRMWJAZNO-GWLFQTDHSA-N	871.6302351			
BASm0036951	PE(20:1(13Z)/22:1(11Z))	PE(20:1(13Z)/22:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(13Z)/22:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C47H90NO8P		GXLOVKGQHHVZCN-GSLTVZFYSA-N	827.6404059			
BASm0036952	PS(20:1(13Z)/22:1(9Z))	PS(20:1(13Z)/22:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(13Z)/22:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C48H90NO10P		KZYPTBDYPABSLL-ZGYFYUSZSA-N	871.6302351			
BASm0036953	PE(20:1(13Z)/22:1(9Z))	PE(20:1(13Z)/22:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(13Z)/22:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C47H90NO8P		YXUFXEQPBASBAN-VVOZAMHTSA-N	827.6404059			
BASm0036954	PS(20:1(13Z)/23:1(11Z))	PS(20:1(13Z)/23:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(13Z)/23:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C49H92NO10P		FFVKSOJVFZOYJU-HMQFNYQTSA-N	885.6458852			
BASm0036955	PE(20:1(13Z)/23:1(11Z))	PE(20:1(13Z)/23:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(13Z)/23:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C48H92NO8P		XOADULPRZPTQJA-RUHZMIDGSA-N	841.6560559			
BASm0036956	PS(20:1(13Z)/23:1(9Z))	PS(20:1(13Z)/23:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(13Z)/23:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C49H92NO10P		ROFDFBOMEHIVMR-CJVPPYABSA-N	885.6458852			
BASm0036957	PE(20:1(13Z)/23:1(9Z))	PE(20:1(13Z)/23:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(13Z)/23:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C48H92NO8P		AVGQASZUFOHQIB-HBSPDWQNSA-N	841.6560559			
BASm0036958	PS(20:1(13Z)/24:0)	PS(20:1(13Z)/24:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(13Z)/24:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one tetracosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C50H96NO10P		JLYILDLYQLELAG-KVFFYAEUSA-N	901.6771853			
BASm0036959	PE(20:1(13Z)/24:0)	PE(20:1(13Z)/24:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(13Z)/24:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one tetracosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C49H96NO8P		XGHDKPYVZHBEPG-LLLNABEISA-N	857.6873561			
BASm0036960	PS(20:1(13Z)/24:1(11Z))	PS(20:1(13Z)/24:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(13Z)/24:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C50H94NO10P		CPTGIESSSYGQFC-IHXGLWQNSA-N	899.6615352			
BASm0036961	PE(20:1(13Z)/24:1(11Z))	PE(20:1(13Z)/24:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(13Z)/24:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C49H94NO8P		DZSDECVOXOHLNH-WZKNRPAGSA-N	855.671706			
BASm0036962	PS(20:1(13Z)/24:1(9Z))	PS(20:1(13Z)/24:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(13Z)/24:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C50H94NO10P		IXIUXQHVDXJIIL-MJHHQDILSA-N	899.6615352			
BASm0036963	PE(20:1(13Z)/24:1(9Z))	PE(20:1(13Z)/24:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(13Z)/24:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C49H94NO8P		WUMDKBBOXADUGA-GHYGHRNASA-N	855.671706			
BASm0036964	PS(20:1(13Z)/25:0)	PS(20:1(13Z)/25:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(13Z)/25:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C51H98NO10P		JZIQQFZDPPIBNL-MLMKREFASA-N	915.6928354			
BASm0036965	PE(20:1(13Z)/25:0)	PE(20:1(13Z)/25:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(13Z)/25:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C50H98NO8P		VKNAUODFSHIVTC-YFVFNBHMSA-N	871.7030061			
BASm0036966	PS(20:1(13Z)/25:1(11Z))	PS(20:1(13Z)/25:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(13Z)/25:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C51H96NO10P		KPTPIPJSDJSMPM-NWZZFFTASA-N	913.6771853			
BASm0036967	PE(20:1(13Z)/25:1(11Z))	PE(20:1(13Z)/25:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(13Z)/25:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C50H96NO8P		FLTYSOUJYKYDJH-DHIJRHGKSA-N	869.6873561			
BASm0036968	PS(20:1(13Z)/25:1(9Z))	PS(20:1(13Z)/25:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(13Z)/25:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C51H96NO10P		CSBSVNVWBLNHMZ-WVJSSVTOSA-N	913.6771853			
BASm0036969	PE(20:1(13Z)/25:1(9Z))	PE(20:1(13Z)/25:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(13Z)/25:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C50H96NO8P		FWVGULMXQBBXGV-GMKRWMOYSA-N	869.6873561			
BASm0036970	PS(20:1(13Z)/26:0)	PS(20:1(13Z)/26:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(13Z)/26:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one hexacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C52H100NO10P		JUXDQXLBHKHXOP-UYNCIOEOSA-N	929.7084854			
BASm0036971	PE(20:1(13Z)/26:0)	PE(20:1(13Z)/26:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(13Z)/26:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one hexacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C51H100NO8P		QFVARFDEINGJRY-VYOJCWATSA-N	885.7186562			
BASm0036972	PS(20:1(13Z)/26:1(11Z))	PS(20:1(13Z)/26:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(13Z)/26:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C52H98NO10P		UYEZQMOADAMOLH-ZEOJHNLKSA-N	927.6928354			
BASm0036973	PE(20:1(13Z)/26:1(11Z))	PE(20:1(13Z)/26:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(13Z)/26:1(11Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C51H98NO8P		VEAFHNWBGPTIRP-IXLSJIRGSA-N	883.7030061			
BASm0036974	PS(20:1(13Z)/26:1(9Z))	PS(20:1(13Z)/26:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(13Z)/26:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C52H98NO10P		IASBOZBTHUXXND-VNVQXNCPSA-N	927.6928354			
BASm0036975	PE(20:1(13Z)/26:1(9Z))	PE(20:1(13Z)/26:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(13Z)/26:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C51H98NO8P		QOPPKVUHDAYBIA-MNKMZXGQSA-N	883.7030061			
BASm0036976	LysoPA(22:0/0:0)	LPA(22:0/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common. LPA(22:0/0:0), in particular, consists of one chain of behenic acid at the C-1 position. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.			CCCCCCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(O)(O)=O	C25H51O7P	InChI=1S/C25H51O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(27)31-22-24(26)23-32-33(28,29)30/h24,26H,2-23H2,1H3,(H2,28,29,30)	SQNPGTTUWWZACK-UHFFFAOYSA-N	494.337241	16975	HMDB0114749	
BASm0036977	PS(22:0/22:1(11Z))	PS(22:0/22:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:0/22:1(11Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and  one 11Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C50H96NO10P		FNSWACBKCMTFIR-DZZJGUNKSA-N	901.6771853			
BASm0036978	PE(22:0/22:1(11Z))	PE(22:0/22:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:0/22:1(11Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C49H96NO8P		YYWRGCKPQJEILU-BDUYNUQCSA-N	857.6873561			
BASm0036979	PS(22:0/22:1(9Z))	PS(22:0/22:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:0/22:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and  one 9Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C50H96NO10P		JJJHCZLMJGOERN-UIYIRNNQSA-N	901.6771853			
BASm0036980	PE(22:0/22:1(9Z))	PE(22:0/22:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:0/22:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C49H96NO8P		VQDWIZBMYBVEAN-PIPSWOKESA-N	857.6873561			
BASm0036981	PS(22:0/23:1(11Z))	PS(22:0/23:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:0/23:1(11Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C51H98NO10P		BCBVRZSRTWRHGJ-CWALADGSSA-N	915.6928354			
BASm0036982	PE(22:0/23:1(11Z))	PE(22:0/23:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:0/23:1(11Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C50H98NO8P		CGMXEVOSHYHROI-HBNPLSITSA-N	871.7030061			
BASm0036983	PS(22:0/23:1(9Z))	PS(22:0/23:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:0/23:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C51H98NO10P		HOIZQTPHHSDPQU-SSZXIZMQSA-N	915.6928354			
BASm0036984	PE(22:0/23:1(9Z))	PE(22:0/23:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:0/23:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C50H98NO8P		OYOBNLQQVAPMGY-KWFMMRHSSA-N	871.7030061			
BASm0036985	PS(22:0/24:1(11Z))	PS(22:0/24:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:0/24:1(11Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C52H100NO10P		MMNKXZBWZOCTCI-XDXRLTQASA-N	929.7084854			
BASm0036986	PE(22:0/24:1(11Z))	PE(22:0/24:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:0/24:1(11Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C51H100NO8P		FKGNFEQHLPOFIK-XXPSLULPSA-N	885.7186562			
BASm0036987	PS(22:0/24:1(9Z))	PS(22:0/24:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:0/24:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C52H100NO10P		XHBMDBCKZYSUIB-PCEUFFQCSA-N	929.7084854			
BASm0036988	PE(22:0/24:1(9Z))	PE(22:0/24:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:0/24:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C51H100NO8P		PBTYLEJYARULCN-BFKIHQQPSA-N	885.7186562			
BASm0036989	PS(22:0/25:1(11Z))	PS(22:0/25:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:0/25:1(11Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C53H102NO10P		OUQZUWDRXAWIDG-LMOJNVTJSA-N	943.7241355			
BASm0036990	PE(22:0/25:1(11Z))	PE(22:0/25:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:0/25:1(11Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C52H102NO8P		OZZKFHKWKFJCKU-RXQRVFRESA-N	899.7343062			
BASm0036991	PS(22:0/25:1(9Z))	PS(22:0/25:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:0/25:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C53H102NO10P		RHXUXJOTWRYKPZ-GXLBHQBKSA-N	943.7241355			
BASm0036992	PE(22:0/25:1(9Z))	PE(22:0/25:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:0/25:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C52H102NO8P		AULYQRFGTNUXHN-MCOSSDCSSA-N	899.7343062			
BASm0036993	PS(22:0/26:1(11Z))	PS(22:0/26:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:0/26:1(11Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C54H104NO10P		HZZLWYJMVJCILW-SZOZVMKISA-N	957.7397856			
BASm0036994	PE(22:0/26:1(11Z))	PE(22:0/26:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:0/26:1(11Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C53H104NO8P		CSTJUBJDAPWELC-KBNIMXFNSA-N	913.7499563			
BASm0036995	PS(22:0/26:1(9Z))	PS(22:0/26:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:0/26:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C54H104NO10P		VCUIDCKRTKTOQW-ZVLYFBDLSA-N	957.7397856			
BASm0036996	PE(22:0/26:1(9Z))	PE(22:0/26:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:0/26:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C53H104NO8P		GXXPUTUHDCYCND-PSKAGHSGSA-N	913.7499563			
BASm0036997	LysoPA(22:1(11Z)/0:0)	LysoPA(22:1(11Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LysoPA(22:1(11Z)/0:0), in particular, consists of one 11Z-docosenoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.			[H]\C(CCCCCCCCCC)=C(/[H])CCCCCCCCCC(=O)OC[C@@]([H])(O)COP(O)(O)=O	C25H49O7P	InChI=1S/C25H49O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(27)31-22-24(26)23-32-33(28,29)30/h11-12,24,26H,2-10,13-23H2,1H3,(H2,28,29,30)/b12-11-/t24-/m1/s1	SNGZFCPKZNNZFT-FJIRUFBNSA-N	492.3215909			
BASm0036998	CDP-DG(22:1(11Z)/22:1(11Z))	CDP-DG(22:1(11Z)/22:1(11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(22:1(11Z)/22:1(11Z)), in particular, consists of one chain of (11Z)-docosenoic acid at the C-1 position and one chain of (11Z)-docosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C56H101N3O15P2	InChI=1S/C56H101N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-51(60)69-45-48(72-52(61)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h21-24,43-44,48-49,53-55,62-63H,3-20,25-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b23-21-,24-22-/t48-,49-,53-,54-,55-/m1/s1	OZGRLRJJBQUHTH-PPFDQJPHSA-N	1117.670794	17962		
BASm0036999	PS(22:1(11Z)/22:1(11Z))	PS(22:1(11Z)/22:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(22:1(11Z)/22:1(11Z)), in particular, consists of two 11Z-docosenoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C50H94NO10P		NSQLUVJLFRVMJK-IVWIVTEPSA-N	899.6615352			
BASm0037000	PE(22:1(11Z)/22:1(11Z))	PE(22:1(11Z)/22:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(22:1(11Z)/22:1(11Z)), in particular, consists of two 11Z-docosenoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C49H94NO8P		NQNWTRKBELURGG-YXPQMJNNSA-N	855.671706			
BASm0037001	CDP-DG(22:1(11Z)/22:1(9Z))	CDP-DG(22:1(11Z)/22:1(9Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(22:1(11Z)/22:1(9Z)), in particular, consists of one chain of (11Z)-docosenoic acid at the C-1 position and one chain of (9Z)-docosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC	C56H101N3O15P2	InChI=1S/C56H101N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-51(60)69-45-48(72-52(61)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h21,23,26,28,43-44,48-49,53-55,62-63H,3-20,22,24-25,27,29-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b23-21-,28-26-/t48-,49-,53-,54-,55-/m1/s1	NERPGUHVROUQTA-LZIGEPQNSA-N	1117.670794	17962		
BASm0037002	PS(22:1(11Z)/22:1(9Z))	PS(22:1(11Z)/22:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(11Z)/22:1(9Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C50H94NO10P		COSGXLHITGRSSK-RUTYCATHSA-N	899.6615352			
BASm0037003	PE(22:1(11Z)/22:1(9Z))	PE(22:1(11Z)/22:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(11Z)/22:1(9Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C49H94NO8P		CJLBQGUUAKDTIK-WWXNQULQSA-N	855.671706			
BASm0037004	CDP-DG(22:1(11Z)/23:1(11Z))	CDP-DG(22:1(11Z)/23:1(11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(22:1(11Z)/23:1(11Z)), in particular, consists of one chain of (11Z)-docosenoic acid at the C-1 position and one chain of (11Z)-tricosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC	C57H103N3O15P2	InChI=1S/C57H103N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h22-25,44-45,49-50,54-56,63-64H,3-21,26-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b24-22-,25-23-/t49-,50-,54-,55-,56-/m1/s1	DKOLGQYXRVUZOU-BLODFLHNSA-N	1131.686444	17962		
BASm0037005	PS(22:1(11Z)/23:1(11Z))	PS(22:1(11Z)/23:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(11Z)/23:1(11Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C51H96NO10P		GBLNDNQRLWTIJX-DWAGOYNPSA-N	913.6771853			
BASm0037006	PE(22:1(11Z)/23:1(11Z))	PE(22:1(11Z)/23:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(11Z)/23:1(11Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C50H96NO8P		MQNOAUSOXAKJDK-VFGPRJMISA-N	869.6873561			
BASm0037007	CDP-DG(22:1(11Z)/23:1(9Z))	CDP-DG(22:1(11Z)/23:1(9Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(22:1(11Z)/23:1(9Z)), in particular, consists of one chain of (11Z)-docosenoic acid at the C-1 position and one chain of (9Z)-tricosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC	C57H103N3O15P2	InChI=1S/C57H103N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-43-53(62)73-49(46-70-52(61)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)47-71-76(66,67)75-77(68,69)72-48-50-54(63)55(64)56(74-50)60-45-44-51(58)59-57(60)65/h22,24,27,29,44-45,49-50,54-56,63-64H,3-21,23,25-26,28,30-43,46-48H2,1-2H3,(H,66,67)(H,68,69)(H2,58,59,65)/b24-22-,29-27-/t49-,50-,54-,55-,56-/m1/s1	FAPIHFPEZIJSGT-FOOGNZRUSA-N	1131.686444	17962		
BASm0037008	PS(22:1(11Z)/23:1(9Z))	PS(22:1(11Z)/23:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(11Z)/23:1(9Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C51H96NO10P		RDLQOTNOMFQJHW-JLPHQKLSSA-N	913.6771853			
BASm0037009	PE(22:1(11Z)/23:1(9Z))	PE(22:1(11Z)/23:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(11Z)/23:1(9Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C50H96NO8P		BAFKXVDPTHJMDP-VZMARRCYSA-N	869.6873561			
BASm0037010	CDP-DG(22:1(11Z)/24:0)	CDP-DG(22:1(11Z)/24:0) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(22:1(11Z)/24:0), in particular, consists of one chain of (11Z)-docosenoic acid at the C-1 position and one chain of lignoceric acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C58H107N3O15P2	InChI=1S/C58H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h22,25,45-46,50-51,55-57,64-65H,3-21,23-24,26-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b25-22-/t50-,51-,55-,56-,57-/m1/s1	AQDAPGRHXQODCP-JNDCXOKJSA-N	1147.717744	17962		
BASm0037011	PS(22:1(11Z)/24:0)	PS(22:1(11Z)/24:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(11Z)/24:0), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and  one tetracosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C52H100NO10P		APOUNDXIODYRMM-FYCDGZJYSA-N	929.7084854			
BASm0037012	PE(22:1(11Z)/24:0)	PE(22:1(11Z)/24:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(11Z)/24:0), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and  one tetracosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C51H100NO8P		TXAPVHDRPRZRCK-UKFBYESTSA-N	885.7186562			
BASm0037013	CDP-DG(22:1(11Z)/24:1(11Z))	CDP-DG(22:1(11Z)/24:1(11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(22:1(11Z)/24:1(11Z)), in particular, consists of one chain of (11Z)-docosenoic acid at the C-1 position and one chain of (11Z)-tetracosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC	C58H105N3O15P2	InChI=1S/C58H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h22,24-26,45-46,50-51,55-57,64-65H,3-21,23,27-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b25-22-,26-24-/t50-,51-,55-,56-,57-/m1/s1	KCMADZFTOOVXOF-RQRYFMMXSA-N	1145.702094	17962		
BASm0037014	PS(22:1(11Z)/24:1(11Z))	PS(22:1(11Z)/24:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(11Z)/24:1(11Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C52H98NO10P		PBHFJRTXTCNDKD-MOLQOLHJSA-N	927.6928354			
BASm0037015	PE(22:1(11Z)/24:1(11Z))	PE(22:1(11Z)/24:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(11Z)/24:1(11Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C51H98NO8P		KQFJDRBQZFCJPT-DDSSBSEKSA-N	883.7030061			
BASm0037016	CDP-DG(22:1(11Z)/24:1(9Z))	CDP-DG(22:1(11Z)/24:1(9Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(22:1(11Z)/24:1(9Z)), in particular, consists of one chain of (11Z)-docosenoic acid at the C-1 position and one chain of (9Z)-tetracosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC	C58H105N3O15P2	InChI=1S/C58H105N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-54(63)74-50(47-71-53(62)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2)48-72-77(67,68)76-78(69,70)73-49-51-55(64)56(65)57(75-51)61-46-45-52(59)60-58(61)66/h22,25,28,30,45-46,50-51,55-57,64-65H,3-21,23-24,26-27,29,31-44,47-49H2,1-2H3,(H,67,68)(H,69,70)(H2,59,60,66)/b25-22-,30-28-/t50-,51-,55-,56-,57-/m1/s1	JJLRZCBPLJKYDF-LEOWYTOUSA-N	1145.702094	17962		
BASm0037017	PS(22:1(11Z)/24:1(9Z))	PS(22:1(11Z)/24:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C52H98NO10P		LIQALNPQSXSHKI-CPFGRJSESA-N	927.6928354			
BASm0037018	PE(22:1(11Z)/24:1(9Z))	PE(22:1(11Z)/24:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C51H98NO8P		VNOHKFSWIPEACQ-MIDDPIORSA-N	883.7030061			
BASm0037019	CDP-DG(22:1(11Z)/25:0)	CDP-DG(22:1(11Z)/25:0) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(22:1(11Z)/25:0), in particular, consists of one chain of (11Z)-docosenoic acid at the C-1 position and one chain of pentacosanoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C59H109N3O15P2	InChI=1S/C59H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h22,26,46-47,51-52,56-58,65-66H,3-21,23-25,27-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b26-22-/t51-,52-,56-,57-,58-/m1/s1	QWGLYTNAGSNTPW-ARFDDYRVSA-N	1161.733394	17962		
BASm0037020	PS(22:1(11Z)/25:0)	PS(22:1(11Z)/25:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(11Z)/25:0), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and  one pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C53H102NO10P		LVPBMCUTJFQPNT-YLPJTWRCSA-N	943.7241355			
BASm0037021	PE(22:1(11Z)/25:0)	PE(22:1(11Z)/25:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(11Z)/25:0), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and  one pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C52H102NO8P		CYYHWCQBUWJRGI-RRWVYLBMSA-N	899.7343062			
BASm0037022	CDP-DG(22:1(11Z)/25:1(11Z))	CDP-DG(22:1(11Z)/25:1(11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(22:1(11Z)/25:1(11Z)), in particular, consists of one chain of (11Z)-docosenoic acid at the C-1 position and one chain of (11Z)-pentacosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC	C59H107N3O15P2	InChI=1S/C59H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h22,25-27,46-47,51-52,56-58,65-66H,3-21,23-24,28-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b26-22-,27-25-/t51-,52-,56-,57-,58-/m1/s1	AMBATICEAKUCHA-JXKHNXILSA-N	1159.717744	17962		
BASm0037023	PS(22:1(11Z)/25:1(11Z))	PS(22:1(11Z)/25:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(11Z)/25:1(11Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C53H100NO10P		JDHWDFLKVOTFMO-IJIZTKFXSA-N	941.7084854			
BASm0037024	PE(22:1(11Z)/25:1(11Z))	PE(22:1(11Z)/25:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(11Z)/25:1(11Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C52H100NO8P		HFDMMHAHWJMZHW-MATXBPEHSA-N	897.7186562			
BASm0037025	CDP-DG(22:1(11Z)/25:1(9Z))	CDP-DG(22:1(11Z)/25:1(9Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(22:1(11Z)/25:1(9Z)), in particular, consists of one chain of (11Z)-docosenoic acid at the C-1 position and one chain of (9Z)-pentacosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC	C59H107N3O15P2	InChI=1S/C59H107N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-27-29-31-33-35-37-39-41-43-45-55(64)75-51(48-72-54(63)44-42-40-38-36-34-32-30-28-26-22-20-18-16-14-12-10-8-6-4-2)49-73-78(68,69)77-79(70,71)74-50-52-56(65)57(66)58(76-52)62-47-46-53(60)61-59(62)67/h22,26,29,31,46-47,51-52,56-58,65-66H,3-21,23-25,27-28,30,32-45,48-50H2,1-2H3,(H,68,69)(H,70,71)(H2,60,61,67)/b26-22-,31-29-/t51-,52-,56-,57-,58-/m1/s1	LCIRAPBREMMLME-LKKUZLEWSA-N	1159.717744	17962		
BASm0037026	PS(22:1(11Z)/25:1(9Z))	PS(22:1(11Z)/25:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(11Z)/25:1(9Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C53H100NO10P		NMVHIFQSICADLC-IZTKRQEGSA-N	941.7084854			
BASm0037027	PE(22:1(11Z)/25:1(9Z))	PE(22:1(11Z)/25:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(11Z)/25:1(9Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C52H100NO8P		VZZMMDKWNOSYIA-RCUHKOFHSA-N	897.7186562			
BASm0037028	CDP-DG(22:1(11Z)/26:0)	CDP-DG(22:1(11Z)/26:0) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(22:1(11Z)/26:0), in particular, consists of one chain of (11Z)-docosenoic acid at the C-1 position and one chain of cerotic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C60H111N3O15P2	InChI=1S/C60H111N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-28-30-32-34-36-38-40-42-44-46-56(65)76-52(49-73-55(64)45-43-41-39-37-35-33-31-29-27-22-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h22,27,47-48,52-53,57-59,66-67H,3-21,23-26,28-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b27-22-/t52-,53-,57-,58-,59-/m1/s1	IDPKCWDVWLEVGX-QKBDVCLLSA-N	1175.749044	17962		
BASm0037029	PS(22:1(11Z)/26:0)	PS(22:1(11Z)/26:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(11Z)/26:0), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and  one hexacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C54H104NO10P		NRPDUSNEHZJHNP-LLHHUDOASA-N	957.7397856			
BASm0037030	PE(22:1(11Z)/26:0)	PE(22:1(11Z)/26:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(11Z)/26:0), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and  one hexacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C53H104NO8P		AKHNDRDITPUGED-QKDDKHKISA-N	913.7499563			
BASm0037031	CDP-DG(22:1(11Z)/26:1(11Z))	CDP-DG(22:1(11Z)/26:1(11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(22:1(11Z)/26:1(11Z)), in particular, consists of one chain of (11Z)-docosenoic acid at the C-1 position and one chain of (11Z)-hexacosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCC	C60H109N3O15P2	InChI=1S/C60H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-28-30-32-34-36-38-40-42-44-46-56(65)76-52(49-73-55(64)45-43-41-39-37-35-33-31-29-27-22-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h22,26-28,47-48,52-53,57-59,66-67H,3-21,23-25,29-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b27-22-,28-26-/t52-,53-,57-,58-,59-/m1/s1	GVOBPTRJHDVADW-ZPNRLTOGSA-N	1173.733394	17962		
BASm0037032	PS(22:1(11Z)/26:1(11Z))	PS(22:1(11Z)/26:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(11Z)/26:1(11Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C54H102NO10P		BEHGRAYPRNZSCA-AMNVSXKNSA-N	955.7241355			
BASm0037033	PE(22:1(11Z)/26:1(11Z))	PE(22:1(11Z)/26:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(11Z)/26:1(11Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C53H102NO8P		YWPXISWLYKSTRZ-KEJJBHLQSA-N	911.7343062			
BASm0037034	CDP-DG(22:1(11Z)/26:1(9Z))	CDP-DG(22:1(11Z)/26:1(9Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(22:1(11Z)/26:1(9Z)), in particular, consists of one chain of (11Z)-docosenoic acid at the C-1 position and one chain of (9Z)-hexacosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCC	C60H109N3O15P2	InChI=1S/C60H109N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-24-25-26-28-30-32-34-36-38-40-42-44-46-56(65)76-52(49-73-55(64)45-43-41-39-37-35-33-31-29-27-22-20-18-16-14-12-10-8-6-4-2)50-74-79(69,70)78-80(71,72)75-51-53-57(66)58(67)59(77-53)63-48-47-54(61)62-60(63)68/h22,27,30,32,47-48,52-53,57-59,66-67H,3-21,23-26,28-29,31,33-46,49-51H2,1-2H3,(H,69,70)(H,71,72)(H2,61,62,68)/b27-22-,32-30-/t52-,53-,57-,58-,59-/m1/s1	QAFLCIWXRPOWDD-IBNFQYTMSA-N	1173.733394	17962		
BASm0037035	PS(22:1(11Z)/26:1(9Z))	PS(22:1(11Z)/26:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(11Z)/26:1(9Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C54H102NO10P		YHPNQTLMVHFLDY-IRVLHCCNSA-N	955.7241355			
BASm0037036	PE(22:1(11Z)/26:1(9Z))	PE(22:1(11Z)/26:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(11Z)/26:1(9Z)), in particular, consists of one 11Z-docosenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C53H102NO8P		YPZDFFQONBIDNZ-MOSCLJMSSA-N	911.7343062			
BASm0037037	LysoPA(22:1(9Z)/0:0)	LysoPA(22:1(9Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LysoPA(22:1(9Z)/0:0), in particular, consists of one 9Z-docosenoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.				C25H49O7P		VUZGAGOCJUVMDZ-QDGLUTFLSA-N	492.3215909			
BASm0037038	CDP-DG(22:1(9Z)/22:1(11Z))	CDP-DG(22:1(9Z)/22:1(11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(22:1(9Z)/22:1(11Z)), in particular, consists of one chain of (9Z)-docosenoic acid at the C-1 position and one chain of (11Z)-docosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C56H101N3O15P2	InChI=1S/C56H101N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-51(60)69-45-48(72-52(61)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)46-70-75(65,66)74-76(67,68)71-47-49-53(62)54(63)55(73-49)59-44-43-50(57)58-56(59)64/h22,24-25,27,43-44,48-49,53-55,62-63H,3-21,23,26,28-42,45-47H2,1-2H3,(H,65,66)(H,67,68)(H2,57,58,64)/b24-22-,27-25-/t48-,49-,53-,54-,55-/m1/s1	KOKSTMKUIRWIQH-SHJOGELOSA-N	1117.670794	17962		
BASm0037039	PS(22:1(9Z)/22:1(11Z))	PS(22:1(9Z)/22:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(9Z)/22:1(11Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and  one 11Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C50H94NO10P		VUIDZQKRGDYVIQ-KUTBUTROSA-N	899.6615352			
BASm0037040	PE(22:1(9Z)/22:1(11Z))	PE(22:1(9Z)/22:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(9Z)/22:1(11Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and  one 11Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C49H94NO8P		KIANDCVSOACHST-PHWPTFMKSA-N	855.671706			
BASm0037041	PS(22:1(9Z)/22:1(9Z))	PS(22:1(9Z)/22:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(22:1(9Z)/22:1(9Z)), in particular, consists of two 9Z-docosenoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C50H94NO10P		BVZXMCQCEHUUEW-SEZBIJQOSA-N	899.6615352			
BASm0037042	PE(22:1(9Z)/22:1(9Z))	PE(22:1(9Z)/22:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(22:1(9Z)/22:1(9Z)), in particular, consists of two 9Z-docosenoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C49H94NO8P		REEWVBABRRVLBV-DXUXWEFFSA-N	855.671706			
BASm0037043	PS(22:1(9Z)/23:1(11Z))	PS(22:1(9Z)/23:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(9Z)/23:1(11Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C51H96NO10P		FZMNLSLHGWIAHA-QDBSWITHSA-N	913.6771853			
BASm0037044	PE(22:1(9Z)/23:1(11Z))	PE(22:1(9Z)/23:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(9Z)/23:1(11Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C50H96NO8P		IKPGLTZCASYEKF-DDSLOVQWSA-N	869.6873561			
BASm0037045	PS(22:1(9Z)/23:1(9Z))	PS(22:1(9Z)/23:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(9Z)/23:1(9Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C51H96NO10P		MPXDJUDPDWOBKK-ARBZGQBUSA-N	913.6771853			
BASm0037046	PE(22:1(9Z)/23:1(9Z))	PE(22:1(9Z)/23:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(9Z)/23:1(9Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C50H96NO8P		HAVFDTOMYCVWMX-CYWHWNKYSA-N	869.6873561			
BASm0037047	PS(22:1(9Z)/24:0)	PS(22:1(9Z)/24:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(9Z)/24:0), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and  one tetracosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C52H100NO10P		VZYMDNIAWSXYEJ-SQRJMVGVSA-N	929.7084854			
BASm0037048	PE(22:1(9Z)/24:0)	PE(22:1(9Z)/24:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(9Z)/24:0), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and  one tetracosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C51H100NO8P		MWWGKYMWRNUJLL-RPMQGXQTSA-N	885.7186562			
BASm0037049	PS(22:1(9Z)/24:1(11Z))	PS(22:1(9Z)/24:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C52H98NO10P		GXODQRRBKBCDRB-BBZKCKMSSA-N	927.6928354			
BASm0037050	PE(22:1(9Z)/24:1(11Z))	PE(22:1(9Z)/24:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C51H98NO8P		BPXVVMKTDZMQOP-KVPXRPKVSA-N	883.7030061			
BASm0037051	PS(22:1(9Z)/24:1(9Z))	PS(22:1(9Z)/24:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(9Z)/24:1(9Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C52H98NO10P		XCCRARNDISHMJV-SJOOXSPCSA-N	927.6928354			
BASm0037052	PE(22:1(9Z)/24:1(9Z))	PE(22:1(9Z)/24:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(9Z)/24:1(9Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C51H98NO8P		RJZSPKWLNUBHCP-NZIRAYEYSA-N	883.7030061			
BASm0037053	PS(22:1(9Z)/25:0)	PS(22:1(9Z)/25:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(9Z)/25:0), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and  one pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C53H102NO10P		UHZXEGFIWMDDLW-AWHWMAGXSA-N	943.7241355			
BASm0037054	PE(22:1(9Z)/25:0)	PE(22:1(9Z)/25:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(9Z)/25:0), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and  one pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C52H102NO8P		TZWALNIETIXUCR-WGLOJRBKSA-N	899.7343062			
BASm0037055	PS(22:1(9Z)/25:1(11Z))	PS(22:1(9Z)/25:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(9Z)/25:1(11Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C53H100NO10P		PXCCOOJKMLVUFE-HVSRQCICSA-N	941.7084854			
BASm0037056	PE(22:1(9Z)/25:1(11Z))	PE(22:1(9Z)/25:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(9Z)/25:1(11Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C52H100NO8P		SFOFYUVUXHLJOI-YDCJJYHPSA-N	897.7186562			
BASm0037057	PS(22:1(9Z)/25:1(9Z))	PS(22:1(9Z)/25:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(9Z)/25:1(9Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C53H100NO10P		XGBLGYOTBYCXMC-UXKSTTGHSA-N	941.7084854			
BASm0037058	PE(22:1(9Z)/25:1(9Z))	PE(22:1(9Z)/25:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(9Z)/25:1(9Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C52H100NO8P		HNUAGMWVQKTMNH-YEVLEUHRSA-N	897.7186562			
BASm0037059	PS(22:1(9Z)/26:0)	PS(22:1(9Z)/26:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(9Z)/26:0), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and  one hexacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C54H104NO10P		UCZAUKLTWOCUFT-UAIDOUIHSA-N	957.7397856			
BASm0037060	PE(22:1(9Z)/26:0)	PE(22:1(9Z)/26:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(9Z)/26:0), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and  one hexacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C53H104NO8P		CCBKWSJKZOFGHO-GBJBWGEGSA-N	913.7499563			
BASm0037061	PS(22:1(9Z)/26:1(11Z))	PS(22:1(9Z)/26:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(9Z)/26:1(11Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C54H102NO10P		ZZKAHLOWJJRZRT-LQYDCGEDSA-N	955.7241355			
BASm0037062	PE(22:1(9Z)/26:1(11Z))	PE(22:1(9Z)/26:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(9Z)/26:1(11Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C53H102NO8P		NKIMHCKMMOYGMD-BRCDTYHCSA-N	911.7343062			
BASm0037063	PS(22:1(9Z)/26:1(9Z))	PS(22:1(9Z)/26:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(9Z)/26:1(9Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C54H102NO10P		HGZSEZFFXIHJQF-UXXSOAFMSA-N	955.7241355			
BASm0037064	PE(22:1(9Z)/26:1(9Z))	PE(22:1(9Z)/26:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(9Z)/26:1(9Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C53H102NO8P		PJUCTELPQBYLKC-DUSQJNTGSA-N	911.7343062			
BASm0037065	PS(23:1(11Z)/23:1(11Z))	PS(23:1(11Z)/23:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(23:1(11Z)/23:1(11Z)), in particular, consists of two 11Z-tricosanoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C52H98NO10P		FIGRYRDWGCUILJ-VHQJATFVSA-N	927.6928354			
BASm0037066	PE(23:1(11Z)/23:1(11Z))	PE(23:1(11Z)/23:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(23:1(11Z)/23:1(11Z)), in particular, consists of two 11Z-tricosanoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C51H98NO8P		XNHRLRMVDXZJHT-GSZNOGTJSA-N	883.7030061			
BASm0037067	PS(23:1(11Z)/23:1(9Z))	PS(23:1(11Z)/23:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(23:1(11Z)/23:1(9Z)), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C52H98NO10P		RJPIDOSXNICVAT-AVTCXEERSA-N	927.6928354			
BASm0037068	PE(23:1(11Z)/23:1(9Z))	PE(23:1(11Z)/23:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(23:1(11Z)/23:1(9Z)), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C51H98NO8P		RGAQCODSQJCMAL-QWAGVBMRSA-N	883.7030061			
BASm0037069	PS(23:1(11Z)/24:0)	PS(23:1(11Z)/24:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(23:1(11Z)/24:0), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and  one tetracosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C53H102NO10P		ISLTZDMBRVRXHZ-LJSXQMQPSA-N	943.7241355			
BASm0037070	PE(23:1(11Z)/24:0)	PE(23:1(11Z)/24:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(23:1(11Z)/24:0), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and  one tetracosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C52H102NO8P		LBSDSTGGIHHWIS-IHQTTYFESA-N	899.7343062			
BASm0037071	PS(23:1(11Z)/24:1(11Z))	PS(23:1(11Z)/24:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(23:1(11Z)/24:1(11Z)), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C53H100NO10P		CKVFFVZJLYEMLP-KBFQBKTNSA-N	941.7084854			
BASm0037072	PE(23:1(11Z)/24:1(11Z))	PE(23:1(11Z)/24:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(23:1(11Z)/24:1(11Z)), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C52H100NO8P		UPVWOSVSNBOSTB-FOQOAFKKSA-N	897.7186562			
BASm0037073	PS(23:1(11Z)/24:1(9Z))	PS(23:1(11Z)/24:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(23:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C53H100NO10P		FNYMDVUCACRFCY-LCWRCJMDSA-N	941.7084854			
BASm0037074	PE(23:1(11Z)/24:1(9Z))	PE(23:1(11Z)/24:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(23:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C52H100NO8P		OFWUQAQETTWNKA-HYFAKTTBSA-N	897.7186562			
BASm0037075	PS(23:1(11Z)/25:0)	PS(23:1(11Z)/25:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(23:1(11Z)/25:0), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and  one pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C54H104NO10P		YBDDHGZGLLZZCV-JRLFHUDWSA-N	957.7397856			
BASm0037076	PE(23:1(11Z)/25:0)	PE(23:1(11Z)/25:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(23:1(11Z)/25:0), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and  one pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C53H104NO8P		RSXKTJMMPQRAIY-UJHIRYRNSA-N	913.7499563			
BASm0037077	PS(23:1(11Z)/25:1(11Z))	PS(23:1(11Z)/25:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(23:1(11Z)/25:1(11Z)), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C54H102NO10P		ZBHBNZRULOIYBX-KJEPACOLSA-N	955.7241355			
BASm0037078	PE(23:1(11Z)/25:1(11Z))	PE(23:1(11Z)/25:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(23:1(11Z)/25:1(11Z)), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C53H102NO8P		BVJAZRVSPCOHNX-QSWWUEKASA-N	911.7343062			
BASm0037079	PS(23:1(11Z)/25:1(9Z))	PS(23:1(11Z)/25:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(23:1(11Z)/25:1(9Z)), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C54H102NO10P		SFZJAHSSEHBOPQ-ZJKZWHOOSA-N	955.7241355			
BASm0037080	PE(23:1(11Z)/25:1(9Z))	PE(23:1(11Z)/25:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(23:1(11Z)/25:1(9Z)), in particular, consists of one 11Z-tricosanoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C53H102NO8P		NKKKIIRVRMTITD-ZZWNUGGISA-N	911.7343062			
BASm0037081	PS(23:1(9Z)/23:1(11Z))	PS(23:1(9Z)/23:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(23:1(9Z)/23:1(11Z)), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C52H98NO10P		VWSGAVJOUGNHDM-BBZKCKMSSA-N	927.6928354			
BASm0037082	PE(23:1(9Z)/23:1(11Z))	PE(23:1(9Z)/23:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(23:1(9Z)/23:1(11Z)), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C51H98NO8P		DNSYXRNHLYMHOJ-KVPXRPKVSA-N	883.7030061			
BASm0037083	PS(23:1(9Z)/23:1(9Z))	PS(23:1(9Z)/23:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(23:1(9Z)/23:1(9Z)), in particular, consists of two 9Z-tricosanoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C52H98NO10P		QYRJZIUZIBUTKU-SJOOXSPCSA-N	927.6928354			
BASm0037084	PE(23:1(9Z)/23:1(9Z))	PE(23:1(9Z)/23:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(23:1(9Z)/23:1(9Z)), in particular, consists of two 9Z-tricosanoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C51H98NO8P		HFWTZRXPQGLQOZ-NZIRAYEYSA-N	883.7030061			
BASm0037085	PS(23:1(9Z)/24:0)	PS(23:1(9Z)/24:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(23:1(9Z)/24:0), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and  one tetracosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C53H102NO10P		QSOAKZOWNDZIDK-AWHWMAGXSA-N	943.7241355			
BASm0037086	PE(23:1(9Z)/24:0)	PE(23:1(9Z)/24:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(23:1(9Z)/24:0), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and  one tetracosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C52H102NO8P		XUTLLNLRHWVMCY-WGLOJRBKSA-N	899.7343062			
BASm0037087	PS(23:1(9Z)/24:1(11Z))	PS(23:1(9Z)/24:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(23:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C53H100NO10P		KRXIUAMIUOSPJC-HVSRQCICSA-N	941.7084854			
BASm0037088	PE(23:1(9Z)/24:1(11Z))	PE(23:1(9Z)/24:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(23:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C52H100NO8P		KLPBTXIBPFSLBM-YDCJJYHPSA-N	897.7186562			
BASm0037089	PS(23:1(9Z)/24:1(9Z))	PS(23:1(9Z)/24:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(23:1(9Z)/24:1(9Z)), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C53H100NO10P		UUTVAHRDPQLGCX-UXKSTTGHSA-N	941.7084854			
BASm0037090	PE(23:1(9Z)/24:1(9Z))	PE(23:1(9Z)/24:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(23:1(9Z)/24:1(9Z)), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C52H100NO8P		BPUULSIZFPHGKI-YEVLEUHRSA-N	897.7186562			
BASm0037091	PS(23:1(9Z)/25:0)	PS(23:1(9Z)/25:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(23:1(9Z)/25:0), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and  one pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C54H104NO10P		YZIDXKRQFAIUNT-UAIDOUIHSA-N	957.7397856			
BASm0037092	PE(23:1(9Z)/25:0)	PE(23:1(9Z)/25:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(23:1(9Z)/25:0), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and  one pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C53H104NO8P		CIAJCGVSHDNIQO-GBJBWGEGSA-N	913.7499563			
BASm0037093	PS(23:1(9Z)/25:1(11Z))	PS(23:1(9Z)/25:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(23:1(9Z)/25:1(11Z)), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C54H102NO10P		GHFREOXACYIJLO-LQYDCGEDSA-N	955.7241355			
BASm0037094	PE(23:1(9Z)/25:1(11Z))	PE(23:1(9Z)/25:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(23:1(9Z)/25:1(11Z)), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C53H102NO8P		ZDOIBOKGIOQYOX-BRCDTYHCSA-N	911.7343062			
BASm0037095	PS(23:1(9Z)/25:1(9Z))	PS(23:1(9Z)/25:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(23:1(9Z)/25:1(9Z)), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C54H102NO10P		CGWHOGOKDMYADP-UXXSOAFMSA-N	955.7241355			
BASm0037096	PE(23:1(9Z)/25:1(9Z))	PE(23:1(9Z)/25:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(23:1(9Z)/25:1(9Z)), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C53H102NO8P		RCUXMUKFRWJOJB-DUSQJNTGSA-N	911.7343062			
BASm0037097	LysoPA(24:0/0:0)	LPA(24:0/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common. LPA(24:0/0:0), in particular, consists of one chain of lignoceric acid at the C-1 position. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.			CCCCCCCCCCCCCCCCCCCCCCCC(=O)OCC(O)COP(O)(O)=O	C27H55O7P	InChI=1S/C27H55O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-27(29)33-24-26(28)25-34-35(30,31)32/h26,28H,2-25H2,1H3,(H2,30,31,32)	NNKULLNAFVPJMY-UHFFFAOYSA-N	522.3685411	16975	HMDB0114756	
BASm0037098	PS(24:0/26:1(11Z))	PS(24:0/26:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(24:0/26:1(11Z)), in particular, consists of one tetracosanoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C56H108NO10P		LEMHYCWBUULZCN-YLOMCXHBSA-N	985.7710857			
BASm0037099	PE(24:0/26:1(11Z))	PE(24:0/26:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(24:0/26:1(11Z)), in particular, consists of one tetracosanoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C55H108NO8P		FPVUROWKCQQVPH-VFMUMUBDSA-N	941.7812564			
BASm0037100	PS(24:0/26:1(9Z))	PS(24:0/26:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(24:0/26:1(9Z)), in particular, consists of one tetracosanoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C56H108NO10P		HVGHDWJDCJFETM-WOXFNRLNSA-N	985.7710857			
BASm0037101	PE(24:0/26:1(9Z))	PE(24:0/26:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(24:0/26:1(9Z)), in particular, consists of one tetracosanoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C55H108NO8P		CIOFRENHGQOFQV-PQLSBCTFSA-N	941.7812564			
BASm0037102	LysoPA(24:1(11Z)/0:0)	LysoPA(24:1(11Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LysoPA(24:1(11Z)/0:0), in particular, consists of one 11Z-tetracosenoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.				C27H53O7P		BPXQCMDWOVGKQK-JKCKFMQZSA-N	520.352891			
BASm0037103	PS(24:1(11Z)/24:0)	PS(24:1(11Z)/24:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(24:1(11Z)/24:0), in particular, consists of one 11Z-tetracosenoyl chain  to the C-1 atom, and  one tetracosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C54H104NO10P		XLJCOLOHWBDWEE-UDHWDDAMSA-N	957.7397856			
BASm0037104	PE(24:1(11Z)/24:0)	PE(24:1(11Z)/24:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(24:1(11Z)/24:0), in particular, consists of one 11Z-tetracosenoyl chain  to the C-1 atom, and  one tetracosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C53H104NO8P		QUPVLTOUXQSZSH-IWRJKWNLSA-N	913.7499563			
BASm0037105	PS(24:1(11Z)/24:1(11Z))	PS(24:1(11Z)/24:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(24:1(11Z)/24:1(11Z)), in particular, consists of two 11Z-tetracosenoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C54H102NO10P		CCFJNOUTYCRZMG-IDQUMMLHSA-N	955.7241355			
BASm0037106	PE(24:1(11Z)/24:1(11Z))	PE(24:1(11Z)/24:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(24:1(11Z)/24:1(11Z)), in particular, consists of two 11Z-tetracosenoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C53H102NO8P		HUUJMOLXKKZNII-JGORSHKTSA-N	911.7343062			
BASm0037107	PS(24:1(11Z)/24:1(9Z))	PS(24:1(11Z)/24:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(24:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-tetracosenoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C54H102NO10P		BSNBHHKHPGCDOA-XZRUZQJTSA-N	955.7241355			
BASm0037108	PE(24:1(11Z)/24:1(9Z))	PE(24:1(11Z)/24:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(24:1(11Z)/24:1(9Z)), in particular, consists of one 11Z-tetracosenoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C53H102NO8P		DUCYAXAIHBOMCG-DKTPNGLNSA-N	911.7343062			
BASm0037109	PS(24:1(11Z)/26:0)	PS(24:1(11Z)/26:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(24:1(11Z)/26:0), in particular, consists of one 11Z-tetracosenoyl chain  to the C-1 atom, and  one hexacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C56H108NO10P		RHXYFUIURCOZDD-AKECLSQISA-N	985.7710857			
BASm0037110	PE(24:1(11Z)/26:0)	PE(24:1(11Z)/26:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(24:1(11Z)/26:0), in particular, consists of one 11Z-tetracosenoyl chain  to the C-1 atom, and  one hexacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C55H108NO8P		DOVPYLAZPGWPFH-ZKVNVXBOSA-N	941.7812564			
BASm0037111	PS(24:1(11Z)/26:1(11Z))	PS(24:1(11Z)/26:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(24:1(11Z)/26:1(11Z)), in particular, consists of one 11Z-tetracosenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C56H106NO10P		LRTOWXFGFHVMJF-WKJNZPMOSA-N	983.7554356			
BASm0037112	PE(24:1(11Z)/26:1(11Z))	PE(24:1(11Z)/26:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(24:1(11Z)/26:1(11Z)), in particular, consists of one 11Z-tetracosenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C55H106NO8P		ZHUNSHMQSRABHM-JPDYSXJOSA-N	939.7656064			
BASm0037113	PS(24:1(11Z)/26:1(9Z))	PS(24:1(11Z)/26:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(24:1(11Z)/26:1(9Z)), in particular, consists of one 11Z-tetracosenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C56H106NO10P		HBMGCBLGIKHBLC-FAMUBQHZSA-N	983.7554356			
BASm0037114	PE(24:1(11Z)/26:1(9Z))	PE(24:1(11Z)/26:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(24:1(11Z)/26:1(9Z)), in particular, consists of one 11Z-tetracosenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C55H106NO8P		NTQQJXQGMHLAPS-GDTUWWAZSA-N	939.7656064			
BASm0037115	LysoPA(24:1(9Z)/0:0)	LysoPA(24:1(9Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LysoPA(24:1(9Z)/0:0), in particular, consists of one 9Z-tetracosenoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.				C27H53O7P		DYHAEQUYTDFQBK-JUXNATCKSA-N	520.352891			
BASm0037116	PS(24:1(9Z)/24:0)	PS(24:1(9Z)/24:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(24:1(9Z)/24:0), in particular, consists of one 9Z-tetracosenoyl chain  to the C-1 atom, and  one tetracosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C54H104NO10P		QOGNELJTDNLMIJ-UAIDOUIHSA-N	957.7397856			
BASm0037117	PE(24:1(9Z)/24:0)	PE(24:1(9Z)/24:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(24:1(9Z)/24:0), in particular, consists of one 9Z-tetracosenoyl chain  to the C-1 atom, and  one tetracosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C53H104NO8P		YAXUJLSLYYZFJL-GBJBWGEGSA-N	913.7499563			
BASm0037118	PS(24:1(9Z)/24:1(11Z))	PS(24:1(9Z)/24:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(24:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-tetracosenoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C54H102NO10P		QJZHDKSUBMBPFX-LQYDCGEDSA-N	955.7241355			
BASm0037119	PE(24:1(9Z)/24:1(11Z))	PE(24:1(9Z)/24:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(24:1(9Z)/24:1(11Z)), in particular, consists of one 9Z-tetracosenoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C53H102NO8P		FYEXFFHQRYZDQV-BRCDTYHCSA-N	911.7343062			
BASm0037120	PS(24:1(9Z)/24:1(9Z))	PS(24:1(9Z)/24:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(24:1(9Z)/24:1(9Z)), in particular, consists of two 9Z-tetracosenoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C54H102NO10P		CFPCXKSYJLMOMF-UXXSOAFMSA-N	955.7241355			
BASm0037121	PE(24:1(9Z)/24:1(9Z))	PE(24:1(9Z)/24:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(24:1(9Z)/24:1(9Z)), in particular, consists of two 9Z-tetracosenoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C53H102NO8P		PHPTXVHSWMXTTH-DUSQJNTGSA-N	911.7343062			
BASm0037122	PS(24:1(9Z)/26:0)	PS(24:1(9Z)/26:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(24:1(9Z)/26:0), in particular, consists of one 9Z-tetracosenoyl chain  to the C-1 atom, and  one hexacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C56H108NO10P		SLUDCAHHSOZLKN-YFYFTINUSA-N	985.7710857			
BASm0037123	PE(24:1(9Z)/26:0)	PE(24:1(9Z)/26:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(24:1(9Z)/26:0), in particular, consists of one 9Z-tetracosenoyl chain  to the C-1 atom, and  one hexacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C55H108NO8P		LDPOBSBBSAARDV-IINOMLHGSA-N	941.7812564			
BASm0037124	PS(24:1(9Z)/26:1(11Z))	PS(24:1(9Z)/26:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(24:1(9Z)/26:1(11Z)), in particular, consists of one 9Z-tetracosenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C56H106NO10P		NWJWPXZAQYNLHD-QTAWLPOFSA-N	983.7554356			
BASm0037125	PE(24:1(9Z)/26:1(11Z))	PE(24:1(9Z)/26:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(24:1(9Z)/26:1(11Z)), in particular, consists of one 9Z-tetracosenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C55H106NO8P		WQHJUSIWYUPLJK-KSKVUZKMSA-N	939.7656064			
BASm0037126	PS(24:1(9Z)/26:1(9Z))	PS(24:1(9Z)/26:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(24:1(9Z)/26:1(9Z)), in particular, consists of one 9Z-tetracosenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C56H106NO10P		JTNICYFUGVUSTH-YMLXVGGUSA-N	983.7554356			
BASm0037127	PE(24:1(9Z)/26:1(9Z))	PE(24:1(9Z)/26:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(24:1(9Z)/26:1(9Z)), in particular, consists of one 9Z-tetracosenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C55H106NO8P		XYKYHFKDIOKFHI-RSUDBIBUSA-N	939.7656064			
BASm0037128	LysoPA(25:0/0:0)	LysoPA(25:0/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LysoPA(25:0/0:0), in particular, consists of one pentacosanoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.				C28H57O7P		SPJUNGREUMYQBX-HHHXNRCGSA-N	536.3841912			
BASm0037129	PS(25:0/25:1(11Z))	PS(25:0/25:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(25:0/25:1(11Z)), in particular, consists of one pentacosanoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C56H108NO10P		IPPXEQNVEQHWAP-YLOMCXHBSA-N	985.7710857			
BASm0037130	PE(25:0/25:1(11Z))	PE(25:0/25:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(25:0/25:1(11Z)), in particular, consists of one pentacosanoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C55H108NO8P		IAGHJKPRKNVHPH-VFMUMUBDSA-N	941.7812564			
BASm0037131	PS(25:0/25:1(9Z))	PS(25:0/25:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(25:0/25:1(9Z)), in particular, consists of one pentacosanoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C56H108NO10P		KTUBYYNDSRWKJP-WOXFNRLNSA-N	985.7710857			
BASm0037132	PE(25:0/25:1(9Z))	PE(25:0/25:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(25:0/25:1(9Z)), in particular, consists of one pentacosanoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C55H108NO8P		XLBAZNPQJQULQU-PQLSBCTFSA-N	941.7812564			
BASm0037133	PS(25:1(11Z)/25:1(11Z))	PS(25:1(11Z)/25:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(25:1(11Z)/25:1(11Z)), in particular, consists of two 11Z-pentacosanoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C56H106NO10P		PJTYFDDLOUEQQI-WKJNZPMOSA-N	983.7554356			
BASm0037134	PE(25:1(11Z)/25:1(11Z))	PE(25:1(11Z)/25:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(25:1(11Z)/25:1(11Z)), in particular, consists of two 11Z-pentacosanoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C55H106NO8P		QWNMCVFTPXRERY-JPDYSXJOSA-N	939.7656064			
BASm0037135	PS(25:1(11Z)/25:1(9Z))	PS(25:1(11Z)/25:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(25:1(11Z)/25:1(9Z)), in particular, consists of one 11Z-pentacosanoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C56H106NO10P		UOFDJEHUJNLMFS-FAMUBQHZSA-N	983.7554356			
BASm0037136	PE(25:1(11Z)/25:1(9Z))	PE(25:1(11Z)/25:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(25:1(11Z)/25:1(9Z)), in particular, consists of one 11Z-pentacosanoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C55H106NO8P		QZGGYEZYGJBTHL-GDTUWWAZSA-N	939.7656064			
BASm0037137	PS(25:1(9Z)/25:1(11Z))	PS(25:1(9Z)/25:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(25:1(9Z)/25:1(11Z)), in particular, consists of one 9Z-pentacosenoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C56H106NO10P		GLFCQZQCRXOEKR-QTAWLPOFSA-N	983.7554356			
BASm0037138	PE(25:1(9Z)/25:1(11Z))	PE(25:1(9Z)/25:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(25:1(9Z)/25:1(11Z)), in particular, consists of one 9Z-pentacosenoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C55H106NO8P		DEPFYLLXNRHGRZ-KSKVUZKMSA-N	939.7656064			
BASm0037139	PS(25:1(9Z)/25:1(9Z))	PS(25:1(9Z)/25:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(25:1(9Z)/25:1(9Z)), in particular, consists of two 9Z-pentacosenoyl chains at positions C-1 and C-2. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C56H106NO10P		SUEUJGXIOAAXQS-YMLXVGGUSA-N	983.7554356			
BASm0037140	PE(25:1(9Z)/25:1(9Z))	PE(25:1(9Z)/25:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PE(25:1(9Z)/25:1(9Z)), in particular, consists of two 9Z-pentacosenoyl chains at positions C-1 and C-2. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C55H106NO8P		ISMOQXUHZMGHMH-RSUDBIBUSA-N	939.7656064			
BASm0037141	LysoPA(26:0/0:0)	LysoPA(26:0/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LysoPA(26:0/0:0), in particular, consists of one hexacosanoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.			[H]O[C@]([H])(C([H])([H])OC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])OP(=O)(O[H])O[H]	C29H59O7P	InChI=1S/C29H59O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-29(31)35-26-28(30)27-36-37(32,33)34/h28,30H,2-27H2,1H3,(H2,32,33,34)/t28-/m1/s1	YKXJHSJFWNLVGK-MUUNZHRXSA-N	550.3998412			
BASm0037142	PS(26:0/26:1(11Z))	PS(26:0/26:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(26:0/26:1(11Z)), in particular, consists of one hexacosanoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C58H112NO10P		NZLYVMQMMZALMQ-FUUJBGFKSA-N	1013.802386			
BASm0037143	PE(26:0/26:1(11Z))	PE(26:0/26:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(26:0/26:1(11Z)), in particular, consists of one hexacosanoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C57H112NO8P		JZDDVGCTBRCYFP-IZNIFMABSA-N	969.8125566			
BASm0037144	PS(26:0/26:1(9Z))	PS(26:0/26:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(26:0/26:1(9Z)), in particular, consists of one hexacosanoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C58H112NO10P		IQMDBKYDNBMNND-WOWIYGAVSA-N	1013.802386			
BASm0037145	PE(26:0/26:1(9Z))	PE(26:0/26:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(26:0/26:1(9Z)), in particular, consists of one hexacosanoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C57H112NO8P		MZZUZDXHIVMVRE-CMQNBPATSA-N	969.8125566			
BASm0037146	DG(14:1(9Z)/12:0/0:0)	DG(14:1(9Z)/12:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(9Z)/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C29H54O5		NGCDRBMALKZQFQ-RUNMITEXSA-N	482.3971248			
BASm0037147	CDP-DG(14:1(9Z)/12:0)	CDP-DG(14:1(9Z)/12:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/12:0), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/12:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C38H67N3O15P2		QHUBVPIYOPAXFH-AQEDVAGESA-N	867.4047425			
BASm0037148	PS(14:1(9Z)/12:0)	PS(14:1(9Z)/12:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(9Z)/12:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one dodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C32H60NO10P		BJLYAMRCULEYQU-OFPCIANHSA-N	649.3954841			
BASm0037149	PE(14:1(9Z)/12:0)	PE(14:1(9Z)/12:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(9Z)/12:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and  one dodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C31H60NO8P		LXOOXAZBAFTBOJ-HQGHLRICSA-N	605.4056549			
BASm0037150	PGP(14:1(9Z)/12:0)	PGP(14:1(9Z)/12:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(9Z)/12:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C32H62O13P2		SWHVBUUNKSUWFU-UJWMCUGQSA-N	716.3665661			
BASm0037151	PG(14:1(9Z)/12:0)	PG(14:1(9Z)/12:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(9Z)/12:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C32H61O10P		JVBVSKMZAJDIHI-UJWMCUGQSA-N	636.4002352			
BASm0037152	DG(14:1(9Z)/14:0/0:0)	DG(14:1(9Z)/14:0/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(14:1(9Z)/14:0/0:0), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of myristic acid at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the myristic acid moiety is derived from nutmeg and butter. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCC	C31H58O5	InChI=1S/C31H58O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(33)35-28-29(27-32)36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h9,11,29,32H,3-8,10,12-28H2,1-2H3/b11-9-/t29-/m0/s1	QBBDUCKQHZIYBX-QSQZFJJOSA-N	510.428425		HMDB0007037	
BASm0037153	CDP-DG(14:1(9Z)/14:0)	CDP-DG(14:1(9Z)/14:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(9Z)/14:0), in particular, consists of two 9Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(9Z)/14:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C40H71N3O15P2		JDKAIVWIZZBECR-ZTMWWEFISA-N	895.4360426			
BASm0037154	PS(14:1(9Z)/14:0)	PS(14:1(9Z)/14:0) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(14:1(9Z)/14:0), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of myristic acid at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the myristic acid moiety is derived from nutmeg and butter. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCC)C(O)=O	C34H64NO10P	InChI=1S/C34H64NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-32(36)42-27-30(28-43-46(40,41)44-29-31(35)34(38)39)45-33(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h9,11,30-31H,3-8,10,12-29,35H2,1-2H3,(H,38,39)(H,40,41)/b11-9-/t30-,31+/m1/s1	QJXRHFQUIQZPSZ-GWLAAXAASA-N	677.4267838	18303	HMDB0012341	
BASm0037155	PE(14:1(9Z)/14:0)	PE(14:1(9Z)/14:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(14:1(9Z)/14:0), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of myristic acid at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the myristic acid moiety is derived from nutmeg and butter. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC	C33H64NO8P	InChI=1S/C33H64NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-32(35)39-29-31(30-41-43(37,38)40-28-27-34)42-33(36)26-24-22-20-18-16-14-12-10-8-6-4-2/h9,11,31H,3-8,10,12-30,34H2,1-2H3,(H,37,38)/b11-9-/t31-/m1/s1	FGWIVUFUAVCXMN-HEDIVAJHSA-N	633.4369545		HMDB0008854	
BASm0037156	PGP(14:1(9Z)/14:0)	PGP(14:1(9Z)/14:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(9Z)/14:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C34H66O13P2		SFUMYDZBJNJXTP-NVAOOZJESA-N	744.3978662			
BASm0037157	PG(14:1(9Z)/14:0)	PG(14:1(9Z)/14:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(9Z)/14:0), in particular, consists of one 9Z-tetradecenoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C34H65O10P		QVVGHZSFBWIYTR-NVAOOZJESA-N	664.4315353			
BASm0037158	DG(15:0/14:1(9Z)/0:0)	DG(15:0/14:1(9Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(15:0/14:1(9Z)/0:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The pentadecanoic acid moiety is derived from dairy products and milk fat, while the myristoleic acid moiety is derived from milk fats. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C32H60O5	InChI=1S/C32H60O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-31(34)36-29-30(28-33)37-32(35)27-25-23-21-19-16-14-12-10-8-6-4-2/h10,12,30,33H,3-9,11,13-29H2,1-2H3/b12-10-/t30-/m0/s1	QONRXIIWERLIJA-CCZSOTCQSA-N	524.444075		HMDB0007067	
BASm0037159	CDP-DG(15:0/14:1(9Z))	CDP-DG(15:0/14:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/14:1(9Z)), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/14:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C41H73N3O15P2		LETBMLBHPVZOEM-CZZCIJSBSA-N	909.4516927			
BASm0037160	PS(15:0/14:1(9Z))	PS(15:0/14:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(15:0/14:1(9Z)), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)C(O)=O	C35H66NO10P	InChI=1S/C35H66NO10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-33(37)43-28-31(29-44-47(41,42)45-30-32(36)35(39)40)46-34(38)27-25-23-21-19-16-14-12-10-8-6-4-2/h10,12,31-32H,3-9,11,13-30,36H2,1-2H3,(H,39,40)(H,41,42)/b12-10-/t31-,32+/m1/s1	ZLAACWMUSXUXBC-KYQUVBTASA-N	691.4424343	18303	HMDB0112321	
BASm0037161	PE(15:0/14:1(9Z))	PE(15:0/14:1(9Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(15:0/14:1(9Z)), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The pentadecanoic acid moiety is derived from dairy products and milk fat, while the myristoleic acid moiety is derived from milk fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCC	C34H66NO8P	InChI=1S/C34H66NO8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-33(36)40-30-32(31-42-44(38,39)41-29-28-35)43-34(37)27-25-23-21-19-16-14-12-10-8-6-4-2/h10,12,32H,3-9,11,13-31,35H2,1-2H3,(H,38,39)/b12-10-/t32-/m1/s1	OIERHHCSSSRIJH-PGKKXZESSA-N	647.4526046		HMDB0008888	
BASm0037162	PGP(15:0/14:1(9Z))	PGP(15:0/14:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/14:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 9Z-tetradecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C35H68O13P2		VOFGAUCKULGBPY-DIBQBJQOSA-N	758.4135162			
BASm0037163	PG(15:0/14:1(9Z))	PG(15:0/14:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/14:1(9Z)), in particular, consists of one pentadecanoyl chain  to the C-1 atom, and one 9Z-tetradecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C35H67O10P		UMFZNZVXBKWSMO-DIBQBJQOSA-N	678.4471854			
BASm0037164	DG(15:1(9Z)/14:0/0:0)	DG(15:1(9Z)/14:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C32H60O5		GLVQRHWOEINXKE-SILBAHGKSA-N	524.444075			
BASm0037165	CDP-DG(15:1(9Z)/14:0)	CDP-DG(15:1(9Z)/14:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/14:0), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/14:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C41H73N3O15P2		XIERSWJULMSGEO-CRIQFIEDSA-N	909.4516927			
BASm0037166	PS(15:1(9Z)/14:0)	PS(15:1(9Z)/14:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/14:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one tetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C35H66NO10P		JCRVPWQEVWGGDN-ODVVMHLWSA-N	691.4424343			
BASm0037167	PE(15:1(9Z)/14:0)	PE(15:1(9Z)/14:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/14:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one tetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C34H66NO8P		BCGWIDVBBOXIDK-OGHHLXJMSA-N	647.4526051			
BASm0037168	PGP(15:1(9Z)/14:0)	PGP(15:1(9Z)/14:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/14:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C35H68O13P2		AWGRLZQEXFZOCV-KIZVIQOHSA-N	758.4135162			
BASm0037169	PG(15:1(9Z)/14:0)	PG(15:1(9Z)/14:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/14:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C35H67O10P		ACBQARUBGBUZAV-KIZVIQOHSA-N	678.4471854			
BASm0037170	DG(15:1(9Z)/14:1(9Z)/0:0)	DG(15:1(9Z)/14:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/14:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C32H58O5		GAACQWVGYFAWBD-AAWIASHISA-N	522.428425			
BASm0037171	CDP-DG(15:1(9Z)/14:1(9Z))	CDP-DG(15:1(9Z)/14:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/14:1(9Z)), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/14:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C41H71N3O15P2		XNNHIYHUTNQOJL-HEAFVFKLSA-N	907.4360426			
BASm0037172	PS(15:1(9Z)/14:1(9Z))	PS(15:1(9Z)/14:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/14:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-tetradecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C35H64NO10P		RAKHWTOGWHZWBN-LBNGHJBZSA-N	689.4267843			
BASm0037173	PE(15:1(9Z)/14:1(9Z))	PE(15:1(9Z)/14:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/14:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 9Z-tetradecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C34H64NO8P		HHJWIOLGCJGCEG-PMNXXRITSA-N	645.436955			
BASm0037174	PGP(15:1(9Z)/14:1(9Z))	PGP(15:1(9Z)/14:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/14:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-tetradecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C35H66O13P2		GNADAOOPEHSTKA-XHUFWTAKSA-N	756.3978662			
BASm0037175	PG(15:1(9Z)/14:1(9Z))	PG(15:1(9Z)/14:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/14:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 9Z-tetradecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C35H65O10P		FCJNEWSMZORYJG-XHUFWTAKSA-N	676.4315353			
BASm0037176	DG(15:1(9Z)/15:0/0:0)	DG(15:1(9Z)/15:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/15:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C33H62O5		FFGZZQUJCKMUGJ-JTSHEJIMSA-N	538.4597251			
BASm0037177	CDP-DG(15:1(9Z)/15:0)	CDP-DG(15:1(9Z)/15:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:1(9Z)/15:0), in particular, consists of two 9Z-pentadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:1(9Z)/15:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C42H75N3O15P2		YOJKAYGLVNWYGN-JKPJDEEDSA-N	923.4673427			
BASm0037178	PS(15:1(9Z)/15:0)	PS(15:1(9Z)/15:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/15:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one pentadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C36H68NO10P		GMPDLPNVIBZLQI-KVPVKVLRSA-N	705.4580844			
BASm0037179	PE(15:1(9Z)/15:0)	PE(15:1(9Z)/15:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/15:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C35H68NO8P		LTZKFFXZLODJDW-RFCLTPLBSA-N	661.4682552			
BASm0037180	PGP(15:1(9Z)/15:0)	PGP(15:1(9Z)/15:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/15:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C36H70O13P2		ALXRIJUZFUJWKY-CYQCXGAESA-N	772.4291663			
BASm0037181	PG(15:1(9Z)/15:0)	PG(15:1(9Z)/15:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/15:0), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C36H69O10P		GSSLTNWNVUVINL-CYQCXGAESA-N	692.4628354			
BASm0037182	DG(16:0/15:1(9Z)/0:0)	DG(16:0/15:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/15:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C34H64O5		LGBBHPQVLDTJTH-CJWYOXKDSA-N	552.4753752			
BASm0037183	CDP-DG(16:0/15:1(9Z))	CDP-DG(16:0/15:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/15:1(9Z)), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/15:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C43H77N3O15P2		ZLPVXUQERTTYLY-AMKCTWICSA-N	937.4829928			
BASm0037184	PS(16:0/15:1(9Z))	PS(16:0/15:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:0/15:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C37H70NO10P		OBIBEQMCMMYMIP-XDARUZFOSA-N	719.4737345			
BASm0037185	PE(16:0/15:1(9Z))	PE(16:0/15:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/15:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C36H70NO8P		HPXWVIQKCPQWAO-XBEBLRSGSA-N	675.4839052			
BASm0037186	PGP(16:0/15:1(9Z))	PGP(16:0/15:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:0/15:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C37H72O13P2		XHADWTLTBPRWSO-KKDSGJTASA-N	786.4448164			
BASm0037187	PG(16:0/15:1(9Z))	PG(16:0/15:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:0/15:1(9Z)), in particular, consists of one hexadecanoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C37H71O10P		MPPDXKKWXKQNEA-KKDSGJTASA-N	706.4784855			
BASm0037188	DG(16:1(9Z)/14:1(9Z)/0:0)	DG(16:1(9Z)/14:1(9Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(16:1(9Z)/14:1(9Z)/0:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the myristoleic acid moiety is derived from milk fats. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C33H60O5	InChI=1S/C33H60O5/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-32(35)37-30-31(29-34)38-33(36)28-26-24-22-20-17-14-12-10-8-6-4-2/h10,12-13,15,31,34H,3-9,11,14,16-30H2,1-2H3/b12-10-,15-13-/t31-/m0/s1	QLNBBFHLOKNQAA-VMNLQMMRSA-N	536.444075		HMDB0007125	
BASm0037189	CDP-DG(16:1(9Z)/14:1(9Z))	CDP-DG(16:1(9Z)/14:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/14:1(9Z)), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/14:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C42H73N3O15P2		MPOJHYLIXJROHJ-GPVRUHODSA-N	921.4516927			
BASm0037190	PS(16:1(9Z)/14:1(9Z))	PS(16:1(9Z)/14:1(9Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(16:1(9Z)/14:1(9Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the myristoleic acid moiety is derived from milk fats. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCC)C(O)=O	C36H66NO10P	InChI=1S/C36H66NO10P/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-34(38)44-29-32(30-45-48(42,43)46-31-33(37)36(40)41)47-35(39)28-26-24-22-20-17-14-12-10-8-6-4-2/h10,12-13,15,32-33H,3-9,11,14,16-31,37H2,1-2H3,(H,40,41)(H,42,43)/b12-10-,15-13-/t32-,33+/m1/s1	GDXFZPPCCHAPBH-HRMWFDNFSA-N	703.4424338	18303	HMDB0012364	
BASm0037191	PE(16:1(9Z)/14:1(9Z))	PE(16:1(9Z)/14:1(9Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(16:1(9Z)/14:1(9Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the myristoleic acid moiety is derived from milk fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCC	C35H66NO8P	InChI=1S/C35H66NO8P/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-34(37)41-31-33(32-43-45(39,40)42-30-29-36)44-35(38)28-26-24-22-20-17-14-12-10-8-6-4-2/h10,12-13,15,33H,3-9,11,14,16-32,36H2,1-2H3,(H,39,40)/b12-10-,15-13-/t33-/m1/s1	JGWOSDGVDXLUHY-HMDBOOPKSA-N	659.4526046		HMDB0008954	
BASm0037192	PGP(16:1(9Z)/14:1(9Z))	PGP(16:1(9Z)/14:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/14:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-tetradecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C36H68O13P2		DKLXFLIPAHYDHX-FKGBCGSASA-N	770.4135162			
BASm0037193	PG(16:1(9Z)/14:1(9Z))	PG(16:1(9Z)/14:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/14:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-tetradecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C36H67O10P		BOZYCZJKWBGVAB-FKGBCGSASA-N	690.4471854			
BASm0037194	DG(16:1(9Z)/15:1(9Z)/0:0)	DG(16:1(9Z)/15:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/15:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C34H62O5		IUSMQHVFLAFABF-YATGJRGOSA-N	550.4597251			
BASm0037195	CDP-DG(16:1(9Z)/15:1(9Z))	CDP-DG(16:1(9Z)/15:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9Z)/15:1(9Z)), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9Z)/15:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C43H75N3O15P2		UKWOVXOWAOPEAO-CAMVACLKSA-N	935.4673427			
BASm0037196	PS(16:1(9Z)/15:1(9Z))	PS(16:1(9Z)/15:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(9Z)/15:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C37H68NO10P		CLVCQNWSJRFUES-GXOLVGFXSA-N	717.4580844			
BASm0037197	PE(16:1(9Z)/15:1(9Z))	PE(16:1(9Z)/15:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9Z)/15:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C36H68NO8P		TYPGCEXMYTYQDE-JWLMTKEBSA-N	673.4682552			
BASm0037198	PGP(16:1(9Z)/15:1(9Z))	PGP(16:1(9Z)/15:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(9Z)/15:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C37H70O13P2		GMMMRYNEIYWJPE-XCQZORMGSA-N	784.4291663			
BASm0037199	PG(16:1(9Z)/15:1(9Z))	PG(16:1(9Z)/15:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(9Z)/15:1(9Z)), in particular, consists of one 9Z-hexadecenoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C37H69O10P		AEEGJAXCEBZZRG-XCQZORMGSA-N	704.4628354			
BASm0037200	DG(18:0/14:1(9Z)/0:0)	DG(18:0/14:1(9Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:0/14:1(9Z)/0:0), in particular, consists of one chain of stearic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the myristoleic acid moiety is derived from milk fats. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C35H66O5	InChI=1S/C35H66O5/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-34(37)39-32-33(31-36)40-35(38)30-28-26-24-22-19-14-12-10-8-6-4-2/h10,12,33,36H,3-9,11,13-32H2,1-2H3/b12-10-/t33-/m0/s1	MBRVICKZLSURSE-ZUMVFQCASA-N	566.4910252		HMDB0007154	
BASm0037201	CDP-DG(18:0/14:1(9Z))	CDP-DG(18:0/14:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/14:1(9Z)), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/14:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C44H79N3O15P2		ABJGKTPHRNFRMJ-RYZLXJBMSA-N	951.4986429			
BASm0037202	PS(18:0/14:1(9Z))	PS(18:0/14:1(9Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(18:0/14:1(9Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the myristoleic acid moiety is derived from milk fats. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)C(O)=O	C38H72NO10P	InChI=1S/C38H72NO10P/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-36(40)46-31-34(32-47-50(44,45)48-33-35(39)38(42)43)49-37(41)30-28-26-24-22-19-14-12-10-8-6-4-2/h10,12,34-35H,3-9,11,13-33,39H2,1-2H3,(H,42,43)(H,44,45)/b12-10-/t34-,35+/m1/s1	JYBUCUGHACUTMC-SAZJYFLDSA-N	733.489384	18303	HMDB0012375	
BASm0037203	PE(18:0/14:1(9Z))	PE(18:0/14:1(9Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:0/14:1(9Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the myristoleic acid moiety is derived from milk fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCC	C37H72NO8P	InChI=1S/C37H72NO8P/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38)46-37(40)30-28-26-24-22-19-14-12-10-8-6-4-2/h10,12,35H,3-9,11,13-34,38H2,1-2H3,(H,41,42)/b12-10-/t35-/m1/s1	XOIOXNRWNRHGSK-YPZHICNLSA-N	689.4995548		HMDB0008987	
BASm0037204	PGP(18:0/14:1(9Z))	PGP(18:0/14:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/14:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 9Z-tetradecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C38H74O13P2		XFZOIJBZLCVTQA-PTINEBJGSA-N	800.4604664			
BASm0037205	PG(18:0/14:1(9Z))	PG(18:0/14:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/14:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 9Z-tetradecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C38H73O10P		ZZGDZPQJAMVOPC-PTINEBJGSA-N	720.4941355			
BASm0037206	DG(18:0/15:1(9Z)/0:0)	DG(18:0/15:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/15:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C36H68O5		XSYUEHOKZUIFBZ-AJJPQUBISA-N	580.5066753			
BASm0037207	CDP-DG(18:0/15:1(9Z))	CDP-DG(18:0/15:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/15:1(9Z)), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/15:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C45H81N3O15P2		IFECRILHBQULIM-JVRPCICMSA-N	965.5142929			
BASm0037208	PS(18:0/15:1(9Z))	PS(18:0/15:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:0/15:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C39H74NO10P		ADLARZRWMKCXFA-AVZOHQNRSA-N	747.5050346			
BASm0037209	PE(18:0/15:1(9Z))	PE(18:0/15:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:0/15:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C38H74NO8P		CIFUVBKEQYKNMK-PKAFBKPJSA-N	703.5152053			
BASm0037210	PGP(18:0/15:1(9Z))	PGP(18:0/15:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:0/15:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C39H76O13P2		RSYOTIHKGCBZRZ-WEBXSSISSA-N	814.4761165			
BASm0037211	PG(18:0/15:1(9Z))	PG(18:0/15:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:0/15:1(9Z)), in particular, consists of one octadecanoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C39H75O10P		ZKQDJDKWAQGPIX-WEBXSSISSA-N	734.5097856			
BASm0037212	DG(18:1(9Z)/14:1(9Z)/0:0)	DG(18:1(9Z)/14:1(9Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:1(9Z)/14:1(9Z)/0:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the myristoleic acid moiety is derived from milk fats. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C35H64O5	InChI=1S/C35H64O5/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-34(37)39-32-33(31-36)40-35(38)30-28-26-24-22-19-14-12-10-8-6-4-2/h10,12,16-17,33,36H,3-9,11,13-15,18-32H2,1-2H3/b12-10-,17-16-/t33-/m0/s1	FQEGLIKCKLHEGC-QGYSHCINSA-N	564.4753752		HMDB0007212	
BASm0037213	CDP-DG(18:1(9Z)/14:1(9Z))	CDP-DG(18:1(9Z)/14:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/14:1(9Z)), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/14:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C44H77N3O15P2		HTDYDMLIYVTFBC-GFIUDDHESA-N	949.4829928			
BASm0037214	PS(18:1(9Z)/14:1(9Z))	PS(18:1(9Z)/14:1(9Z)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(18:1(9Z)/14:1(9Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the myristoleic acid moiety is derived from milk fats. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)C(O)=O	C38H70NO10P	InChI=1S/C38H70NO10P/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-36(40)46-31-34(32-47-50(44,45)48-33-35(39)38(42)43)49-37(41)30-28-26-24-22-19-14-12-10-8-6-4-2/h10,12,16-17,34-35H,3-9,11,13-15,18-33,39H2,1-2H3,(H,42,43)(H,44,45)/b12-10-,17-16-/t34-,35+/m1/s1	GKXJCTQSLVKTAV-NTEBNZJHSA-N	731.473734	18303	HMDB0012386	
BASm0037215	PE(18:1(9Z)/14:1(9Z))	PE(18:1(9Z)/14:1(9Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:1(9Z)/14:1(9Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the myristoleic acid moiety is derived from milk fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCC	C37H70NO8P	InChI=1S/C37H70NO8P/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38)46-37(40)30-28-26-24-22-19-14-12-10-8-6-4-2/h10,12,16-17,35H,3-9,11,13-15,18-34,38H2,1-2H3,(H,41,42)/b12-10-,17-16-/t35-/m1/s1	RKKYFYMLDOBFPR-VCEJZXRASA-N	687.4839047		HMDB0009053	
BASm0037216	PGP(18:1(9Z)/14:1(9Z))	PGP(18:1(9Z)/14:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/14:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 9Z-tetradecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C38H72O13P2		ODLVSLBOZZQDCV-AGMUOFSNSA-N	798.4448164			
BASm0037217	PG(18:1(9Z)/14:1(9Z))	PG(18:1(9Z)/14:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/14:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 9Z-tetradecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C38H71O10P		NYCAKCMORRRVBT-AGMUOFSNSA-N	718.4784855			
BASm0037218	DG(18:1(9Z)/15:1(9Z)/0:0)	DG(18:1(9Z)/15:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:1(9Z)/15:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C36H66O5		SQQLCWGKKURPJX-KBMTVBSSSA-N	578.4910252			
BASm0037219	CDP-DG(18:1(9Z)/15:1(9Z))	CDP-DG(18:1(9Z)/15:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9Z)/15:1(9Z)), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9Z)/15:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C45H79N3O15P2		BHVRLYHSKXJCSM-YGOIQICVSA-N	963.4986429			
BASm0037220	PS(18:1(9Z)/15:1(9Z))	PS(18:1(9Z)/15:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:1(9Z)/15:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C39H72NO10P		HNZAMPSCDRDNTB-RKKRWDGXSA-N	745.4893845			
BASm0037221	PE(18:1(9Z)/15:1(9Z))	PE(18:1(9Z)/15:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9Z)/15:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C38H72NO8P		HZPQFFIXCQBTGI-GDVOPVSPSA-N	701.4995553			
BASm0037222	PGP(18:1(9Z)/15:1(9Z))	PGP(18:1(9Z)/15:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(18:1(9Z)/15:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C39H74O13P2		GOMRVDQYFNDYBU-CWBVUZJSSA-N	812.4604664			
BASm0037223	PG(18:1(9Z)/15:1(9Z))	PG(18:1(9Z)/15:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/15:1(9Z)), in particular, consists of one 9Z-octadecenoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C39H73O10P		HGWKKQUPFVGOHM-CWBVUZJSSA-N	732.4941355			
BASm0037224	DG(20:0/14:1(9Z)/0:0)	DG(20:0/14:1(9Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(20:0/14:1(9Z)/0:0), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the myristoleic acid moiety is derived from milk fats. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C37H70O5	InChI=1S/C37H70O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-23-25-27-29-31-36(39)41-34-35(33-38)42-37(40)32-30-28-26-24-21-14-12-10-8-6-4-2/h10,12,35,38H,3-9,11,13-34H2,1-2H3/b12-10-/t35-/m0/s1	SHOHARHTHMTOQW-UPROKQPWSA-N	594.5223254		HMDB0007357	
BASm0037225	CDP-DG(20:0/14:1(9Z))	CDP-DG(20:0/14:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/14:1(9Z)), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/14:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C46H83N3O15P2		GOKSLXNOTWVPTA-QBTORHIESA-N	979.529943			
BASm0037226	PS(20:0/14:1(9Z))	PS(20:0/14:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(20:0/14:1(9Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)C(O)=O	C40H76NO10P	InChI=1S/C40H76NO10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-23-25-27-29-31-38(42)48-33-36(34-49-52(46,47)50-35-37(41)40(44)45)51-39(43)32-30-28-26-24-21-14-12-10-8-6-4-2/h10,12,36-37H,3-9,11,13-35,41H2,1-2H3,(H,44,45)(H,46,47)/b12-10-/t36-,37+/m1/s1	BGUQDXLQQQGYGI-BYPDXEAXSA-N	761.5206846	18303	HMDB0112512	
BASm0037227	PE(20:0/14:1(9Z))	PE(20:0/14:1(9Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(20:0/14:1(9Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the myristoleic acid moiety is derived from milk fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCC	C39H76NO8P	InChI=1S/C39H76NO8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-23-25-27-29-31-38(41)45-35-37(36-47-49(43,44)46-34-33-40)48-39(42)32-30-28-26-24-21-14-12-10-8-6-4-2/h10,12,37H,3-9,11,13-36,40H2,1-2H3,(H,43,44)/b12-10-/t37-/m1/s1	ZWXQMZNUZLEFSD-CAPKZEEOSA-N	717.5308549		HMDB0009218	
BASm0037228	PGP(20:0/14:1(9Z))	PGP(20:0/14:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/14:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 9Z-tetradecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C40H78O13P2		XOUIGGWZDWIMFE-DETHTZBZSA-N	828.4917666			
BASm0037229	PG(20:0/14:1(9Z))	PG(20:0/14:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/14:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 9Z-tetradecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C40H77O10P		QXBQVVBNODKSEP-DETHTZBZSA-N	748.5254357			
BASm0037230	DG(20:0/15:1(9Z)/0:0)	DG(20:0/15:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:0/15:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C38H72O5		VEHZKRMGGJAHLL-JVRLFSLESA-N	608.5379754			
BASm0037231	CDP-DG(20:0/15:1(9Z))	CDP-DG(20:0/15:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/15:1(9Z)), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/15:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C47H85N3O15P2		MSHNHXVTNOKWER-GLMHWZIYSA-N	993.545593			
BASm0037232	PS(20:0/15:1(9Z))	PS(20:0/15:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:0/15:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C41H78NO10P		JKZDLBMKWUFKQX-OFKRIQGTSA-N	775.5363347			
BASm0037233	PE(20:0/15:1(9Z))	PE(20:0/15:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:0/15:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C40H78NO8P		JKHQTZMKVBKZIT-PKANKXGDSA-N	731.5465055			
BASm0037234	PGP(20:0/15:1(9Z))	PGP(20:0/15:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/15:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C41H80O13P2		GSVMEWWWNMHQHX-XZONFFRKSA-N	842.5074166			
BASm0037235	PG(20:0/15:1(9Z))	PG(20:0/15:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/15:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C41H79O10P		GVDXPQARMOQHHH-XZONFFRKSA-N	762.5410857			
BASm0037236	DG(20:0/16:1(9Z)/0:0)	DG(20:0/16:1(9Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(20:0/16:1(9Z)/0:0), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C39H74O5	InChI=1S/C39H74O5/c1-3-5-7-9-11-13-15-17-18-19-20-22-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-21-16-14-12-10-8-6-4-2/h14,16,37,40H,3-13,15,17-36H2,1-2H3/b16-14-/t37-/m0/s1	OFVNPHOCWHIKHI-KDKAWYBRSA-N	622.5536255		HMDB0007360	
BASm0037237	CDP-DG(20:0/16:1(9Z))	CDP-DG(20:0/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/16:1(9Z)), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/16:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C48H87N3O15P2		XCSHPTIOVVELOE-NXZXOUQPSA-N	1007.561243			
BASm0037238	PS(20:0/16:1(9Z))	PS(20:0/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(20:0/16:1(9Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)C(O)=O	C42H80NO10P	InChI=1S/C42H80NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-22-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-21-16-14-12-10-8-6-4-2/h14,16,38-39H,3-13,15,17-37,43H2,1-2H3,(H,46,47)(H,48,49)/b16-14-/t38-,39+/m1/s1	AKYGQDUFVKSOCY-CGNMFZKDSA-N	789.5519848	18303	HMDB0112515	
BASm0037239	PE(20:0/16:1(9Z))	PE(20:0/16:1(9Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(20:0/16:1(9Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-21-16-14-12-10-8-6-4-2/h14,16,39H,3-13,15,17-38,42H2,1-2H3,(H,45,46)/b16-14-/t39-/m1/s1	KZMQZJZTKYKTJQ-QRMPNUHKSA-N	745.5621551		HMDB0009221	
BASm0037240	PGP(20:0/16:1(9Z))	PGP(20:0/16:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/16:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C42H82O13P2		VKAYCTIUOQZGJM-KBTQSRGQSA-N	856.5230667			
BASm0037241	PG(20:0/16:1(9Z))	PG(20:0/16:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/16:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C42H81O10P		YATZDOYJKVWNPD-KBTQSRGQSA-N	776.5567358			
BASm0037242	CDP-DG(20:0/18:1(9Z))	CDP-DG(20:0/18:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:0/18:1(9Z)), in particular, consists of two eicosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:0/18:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C50H91N3O15P2		MSKWGOCFKGSOJG-YCWFZESFSA-N	1035.592543			
BASm0037243	PS(20:0/18:1(9Z))	PS(20:0/18:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(20:0/18:1(9Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of oleic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)C(O)=O	C44H84NO10P	InChI=1S/C44H84NO10P/c1-3-5-7-9-11-13-15-17-19-20-22-23-25-27-29-31-33-35-42(46)52-37-40(38-53-56(50,51)54-39-41(45)44(48)49)55-43(47)36-34-32-30-28-26-24-21-18-16-14-12-10-8-6-4-2/h18,21,40-41H,3-17,19-20,22-39,45H2,1-2H3,(H,48,49)(H,50,51)/b21-18-/t40-,41+/m1/s1	OBVIJGGEHHPAMK-KQAFZYEMSA-N	817.5832849	18303	HMDB0112518	
BASm0037244	PE(20:0/18:1(9Z))	PE(20:0/18:1(9Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(20:0/18:1(9Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of oleic acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-3-5-7-9-11-13-15-17-19-20-22-23-25-27-29-31-33-35-42(45)49-39-41(40-51-53(47,48)50-38-37-44)52-43(46)36-34-32-30-28-26-24-21-18-16-14-12-10-8-6-4-2/h18,21,41H,3-17,19-20,22-40,44H2,1-2H3,(H,47,48)/b21-18-/t41-/m1/s1	VDNXNFMAFDYQSI-JHWHEROUSA-N	773.5934552		HMDB0009224	
BASm0037245	PGP(20:0/18:1(9Z))	PGP(20:0/18:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:0/18:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C44H86O13P2		CFLUZORCWGOVDE-NGJZXVFSSA-N	884.5543668			
BASm0037246	PG(20:0/18:1(9Z))	PG(20:0/18:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:0/18:1(9Z)), in particular, consists of one eicosanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C44H85O10P		QIXQWVMGZWMDAQ-NGJZXVFSSA-N	804.5880359			
BASm0037247	DG(20:1(13Z)/12:0/0:0)	DG(20:1(13Z)/12:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C35H66O5		BLCMTPKVQDJRJL-AIZOVOQSSA-N	566.4910252			
BASm0037248	CDP-DG(20:1(13Z)/12:0)	CDP-DG(20:1(13Z)/12:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/12:0), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/12:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C44H79N3O15P2		SBELASGLFSDBSQ-AVYSXUFMSA-N	951.4986429			
BASm0037249	PS(20:1(13Z)/12:0)	PS(20:1(13Z)/12:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(13Z)/12:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one dodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C38H72NO10P		JNPJLJVGLPEXAQ-IALYQUGISA-N	733.4893845			
BASm0037250	PE(20:1(13Z)/12:0)	PE(20:1(13Z)/12:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(13Z)/12:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one dodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C37H72NO8P		BOMJTZIIDJPTAV-JVWQKDOFSA-N	689.4995553			
BASm0037251	PGP(20:1(13Z)/12:0)	PGP(20:1(13Z)/12:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/12:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C38H74O13P2		MJCJAJRLJCBXBE-GOYNUWLKSA-N	800.4604664			
BASm0037252	PG(20:1(13Z)/12:0)	PG(20:1(13Z)/12:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/12:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C38H73O10P		YUWAIGQHVLBOCY-GOYNUWLKSA-N	720.4941355			
BASm0037253	DG(20:1(13Z)/14:0/0:0)	DG(20:1(13Z)/14:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/14:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C37H70O5		WQTXHJYOOSVCHQ-NMYQGLQJSA-N	594.5223254			
BASm0037254	CDP-DG(20:1(13Z)/14:0)	CDP-DG(20:1(13Z)/14:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/14:0), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/14:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C46H83N3O15P2		OYUDBMMSGHURTR-YYYJYVQQSA-N	979.529943			
BASm0037255	PS(20:1(13Z)/14:0)	PS(20:1(13Z)/14:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(13Z)/14:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one tetradecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C40H76NO10P		FBMBLZQLJJMXEJ-FXBTWRSESA-N	761.5206846			
BASm0037256	PE(20:1(13Z)/14:0)	PE(20:1(13Z)/14:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(13Z)/14:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one tetradecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C39H76NO8P		DFKWCJGDRLESLH-IEHWZJNJSA-N	717.5308554			
BASm0037257	PGP(20:1(13Z)/14:0)	PGP(20:1(13Z)/14:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/14:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C40H78O13P2		VLWPPCAABXNXSI-GPJPVTGXSA-N	828.4917666			
BASm0037258	PG(20:1(13Z)/14:0)	PG(20:1(13Z)/14:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/14:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C40H77O10P		RFRBWUASIJPFQJ-GPJPVTGXSA-N	748.5254357			
BASm0037259	DG(20:1(13Z)/14:1(9Z)/0:0)	DG(20:1(13Z)/14:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/14:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C37H68O5		YDDQZBVWKTYXKL-OWGJFQTFSA-N	592.5066753			
BASm0037260	CDP-DG(20:1(13Z)/14:1(9Z))	CDP-DG(20:1(13Z)/14:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/14:1(9Z)), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/14:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C46H81N3O15P2		PBYVHFKJOHKIOB-KKZNDHLISA-N	977.5142929			
BASm0037261	PS(20:1(13Z)/14:1(9Z))	PS(20:1(13Z)/14:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(13Z)/14:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 9Z-tetradecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C40H74NO10P		DIFXBJZOQSDDMZ-XLUUSYSTSA-N	759.5050346			
BASm0037262	PE(20:1(13Z)/14:1(9Z))	PE(20:1(13Z)/14:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(13Z)/14:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 9Z-tetradecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C39H74NO8P		OTHVLCLGIHKZIZ-ZCZLHCQPSA-N	715.5152053			
BASm0037263	PGP(20:1(13Z)/14:1(9Z))	PGP(20:1(13Z)/14:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/14:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 9Z-tetradecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C40H76O13P2		NSLDJUYRCCAVEO-GUVOHHCRSA-N	826.4761165			
BASm0037264	PG(20:1(13Z)/14:1(9Z))	PG(20:1(13Z)/14:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/14:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 9Z-tetradecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C40H75O10P		DITMKPUHOALEBX-GUVOHHCRSA-N	746.5097856			
BASm0037265	DG(20:1(13Z)/15:0/0:0)	DG(20:1(13Z)/15:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/15:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C38H72O5		DPHQKPCIBBTYKW-ISSLVDGSSA-N	608.5379754			
BASm0037266	CDP-DG(20:1(13Z)/15:0)	CDP-DG(20:1(13Z)/15:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/15:0), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/15:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C47H85N3O15P2		XPFAZRTYAOQYIN-WKNLOIGFSA-N	993.545593			
BASm0037267	PS(20:1(13Z)/15:0)	PS(20:1(13Z)/15:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(13Z)/15:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one pentadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C41H78NO10P		BOZFDRTZNHUXDY-QHCJMXLTSA-N	775.5363347			
BASm0037268	PE(20:1(13Z)/15:0)	PE(20:1(13Z)/15:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(13Z)/15:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one pentadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C40H78NO8P		PZKVCCAPDDCLJQ-IUXSEFJDSA-N	731.5465055			
BASm0037269	PGP(20:1(13Z)/15:0)	PGP(20:1(13Z)/15:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/15:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C41H80O13P2		NZMHOBWNDHKQDJ-LFZSHSSHSA-N	842.5074166			
BASm0037270	PG(20:1(13Z)/15:0)	PG(20:1(13Z)/15:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/15:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one pentadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C41H79O10P		ZEYWPONLSLIWJG-LFZSHSSHSA-N	762.5410857			
BASm0037271	DG(20:1(13Z)/15:1(9Z)/0:0)	DG(20:1(13Z)/15:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/15:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C38H70O5		GVPDKZIJENEGTE-TXRMIRLDSA-N	606.5223254			
BASm0037272	CDP-DG(20:1(13Z)/15:1(9Z))	CDP-DG(20:1(13Z)/15:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/15:1(9Z)), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/15:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C47H83N3O15P2		VJPFNZYZUILQBB-OHUIGNAQSA-N	991.529943			
BASm0037273	PS(20:1(13Z)/15:1(9Z))	PS(20:1(13Z)/15:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(13Z)/15:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C41H76NO10P		JVPRBLSRLYHBDS-LGSITFPJSA-N	773.5206846			
BASm0037274	PE(20:1(13Z)/15:1(9Z))	PE(20:1(13Z)/15:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(13Z)/15:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 9Z-pentadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C40H76NO8P		GEOBHYQOFXEMNF-UMWPVUFZSA-N	729.5308554			
BASm0037275	PGP(20:1(13Z)/15:1(9Z))	PGP(20:1(13Z)/15:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/15:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C41H78O13P2		POSUDXQCDOQVRV-DYSVGUDJSA-N	840.4917666			
BASm0037276	PG(20:1(13Z)/15:1(9Z))	PG(20:1(13Z)/15:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/15:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 9Z-pentadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C41H77O10P		QLDVTPRLHFLWGR-DYSVGUDJSA-N	760.5254357			
BASm0037277	DG(20:1(13Z)/16:0/0:0)	Diglycerides (DGs) are also known as diacylglycerols or diacylglycerides, meaning that they are glycerides consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. DG(20:1(13Z)/16:0/0:0), in particular, consists of one chain of paullinic acid at the C-1 position and one chain of palmitic acid at the C-2 position. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Diacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections.			[H][C@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCC	C39H74O5	InChI=1S/C39H74O5/c1-3-5-7-9-11-13-15-17-18-19-20-22-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-21-16-14-12-10-8-6-4-2/h13,15,37,40H,3-12,14,16-36H2,1-2H3/b15-13-/t37-/m0/s1	JTWLDFLIFYZLMZ-SFVGVZPYSA-N	622.5536255			
BASm0037278	CDP-DG(20:1(13Z)/16:0)	CDP-DG(20:1(13Z)/16:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/16:0), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/16:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C48H87N3O15P2		TWCISXUWVPJYSY-DBBLYNKLSA-N	1007.561243			
BASm0037279	PS(20:1(13Z)/16:0)	PS(20:1(13Z)/16:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(13Z)/16:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one hexadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C42H80NO10P		WYSKYFBUFFNGOB-SALCBGBZSA-N	789.5519848			
BASm0037280	PE(20:1(13Z)/16:0)	PE(20:1(13Z)/16:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(13Z)/16:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one hexadecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C41H80NO8P		IFWAXTSVBONLBV-DTKYWWSASA-N	745.5621555			
BASm0037281	PGP(20:1(13Z)/16:0)	PGP(20:1(13Z)/16:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/16:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C42H82O13P2		NDBUNUZBYOSUOM-KZUSSCLUSA-N	856.5230667			
BASm0037282	PG(20:1(13Z)/16:0)	PG(20:1(13Z)/16:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/16:0), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one hexadecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C42H81O10P		MCVIOSLXEGNMRX-KZUSSCLUSA-N	776.5567358			
BASm0037283	DG(20:1(13Z)/16:1(9Z)/0:0)	DG(20:1(13Z)/16:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(13Z)/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C39H72O5		JNLMBTKNLADKJD-ZHDGQSQGSA-N	620.5379754			
BASm0037284	CDP-DG(20:1(13Z)/16:1(9Z))	CDP-DG(20:1(13Z)/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(20:1(13Z)/16:1(9Z)), in particular, consists of two 13Z-eicosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(20:1(13Z)/16:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C48H85N3O15P2		MPZXXZFHYULNJR-RUNXRXMXSA-N	1005.545593			
BASm0037285	PS(20:1(13Z)/16:1(9Z))	PS(20:1(13Z)/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(20:1(13Z)/16:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C42H78NO10P		YLQOTDSTUKLCGL-DGQMPYMMSA-N	787.5363347			
BASm0037286	PE(20:1(13Z)/16:1(9Z))	PE(20:1(13Z)/16:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(20:1(13Z)/16:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C41H78NO8P		YULANWQNXYUTLS-NCDRPEBGSA-N	743.5465055			
BASm0037287	PGP(20:1(13Z)/16:1(9Z))	PGP(20:1(13Z)/16:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(20:1(13Z)/16:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C42H80O13P2		IJHQRXDTFPOTDV-HKFASTTNSA-N	854.5074166			
BASm0037288	PG(20:1(13Z)/16:1(9Z))	PG(20:1(13Z)/16:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(20:1(13Z)/16:1(9Z)), in particular, consists of one 13Z-eicosenoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C42H79O10P		GXOAYBXYTIOJES-HKFASTTNSA-N	774.5410857			
BASm0037289	DG(22:0/14:1(9Z)/0:0)	DG(22:0/14:1(9Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(22:0/14:1(9Z)/0:0), in particular, consists of one chain of behenic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The behenic acid moiety is derived from groundnut oil, while the myristoleic acid moiety is derived from milk fats. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C39H74O5	InChI=1S/C39H74O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-23-14-12-10-8-6-4-2/h10,12,37,40H,3-9,11,13-36H2,1-2H3/b12-10-/t37-/m0/s1	ANKVDPMNEXVLIF-LEWNPWSNSA-N	622.5536255		HMDB0007589	
BASm0037290	CDP-DG(22:0/14:1(9Z))	CDP-DG(22:0/14:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:0/14:1(9Z)), in particular, consists of two docosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:0/14:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C48H87N3O15P2		CPBYGZFDCJNMPJ-FHPIIDOKSA-N	1007.561243			
BASm0037291	PS(22:0/14:1(9Z))	PS(22:0/14:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(22:0/14:1(9Z)), in particular, consists of one chain of behenic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)C(O)=O	C42H80NO10P	InChI=1S/C42H80NO10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-23-14-12-10-8-6-4-2/h10,12,38-39H,3-9,11,13-37,43H2,1-2H3,(H,46,47)(H,48,49)/b12-10-/t38-,39+/m1/s1	ANTUFZYLJWQYBV-ARXPHXHESA-N	789.5519848	18303	HMDB0112708	
BASm0037292	PE(22:0/14:1(9Z))	PE(22:0/14:1(9Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(22:0/14:1(9Z)), in particular, consists of one chain of behenic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The behenic acid moiety is derived from groundnut oil, while the myristoleic acid moiety is derived from milk fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-23-14-12-10-8-6-4-2/h10,12,39H,3-9,11,13-38,42H2,1-2H3,(H,45,46)/b12-10-/t39-/m1/s1	QMQLZZVQOMZDCN-IQEWKVFESA-N	745.5621551		HMDB0009482	
BASm0037293	PGP(22:0/14:1(9Z))	PGP(22:0/14:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:0/14:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 9Z-tetradecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C42H82O13P2		BVMSBOUXGGSBCA-IQTDMNHTSA-N	856.5230667			
BASm0037294	PG(22:0/14:1(9Z))	PG(22:0/14:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:0/14:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 9Z-tetradecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C42H81O10P		PRCLYZKQWWNPNW-IQTDMNHTSA-N	776.5567358			
BASm0037295	DG(22:0/16:1(9Z)/0:0)	DG(22:0/16:1(9Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(22:0/16:1(9Z)/0:0), in particular, consists of one chain of behenic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The behenic acid moiety is derived from groundnut oil, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C41H78O5	InChI=1S/C41H78O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-25-27-29-31-33-35-40(43)45-38-39(37-42)46-41(44)36-34-32-30-28-26-23-16-14-12-10-8-6-4-2/h14,16,39,42H,3-13,15,17-38H2,1-2H3/b16-14-/t39-/m0/s1	QRZOVPVPADACPO-QZEPCWIRSA-N	650.5849256		HMDB0007592	
BASm0037296	CDP-DG(22:0/16:1(9Z))	CDP-DG(22:0/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:0/16:1(9Z)), in particular, consists of two docosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:0/16:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C50H91N3O15P2		XXQHHHVLAVIVRX-PLNQUFMISA-N	1035.592543			
BASm0037297	PS(22:0/16:1(9Z))	PS(22:0/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(22:0/16:1(9Z)), in particular, consists of one chain of behenic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)C(O)=O	C44H84NO10P	InChI=1S/C44H84NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-25-27-29-31-33-35-42(46)52-37-40(38-53-56(50,51)54-39-41(45)44(48)49)55-43(47)36-34-32-30-28-26-23-16-14-12-10-8-6-4-2/h14,16,40-41H,3-13,15,17-39,45H2,1-2H3,(H,48,49)(H,50,51)/b16-14-/t40-,41+/m1/s1	BJXDRMVDKRLZFW-ZOMJBIPJSA-N	817.5832849	18303	HMDB0112711	
BASm0037298	PE(22:0/16:1(9Z))	PE(22:0/16:1(9Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(22:0/16:1(9Z)), in particular, consists of one chain of behenic acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The behenic acid moiety is derived from groundnut oil, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-25-27-29-31-33-35-42(45)49-39-41(40-51-53(47,48)50-38-37-44)52-43(46)36-34-32-30-28-26-23-16-14-12-10-8-6-4-2/h14,16,41H,3-13,15,17-40,44H2,1-2H3,(H,47,48)/b16-14-/t41-/m1/s1	ZNMZYHOEYPCVMP-MITQYPHISA-N	773.5934552		HMDB0009485	
BASm0037299	PGP(22:0/16:1(9Z))	PGP(22:0/16:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:0/16:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C44H86O13P2		MRSSVXHMMWODON-HKROHRCGSA-N	884.5543668			
BASm0037300	PG(22:0/16:1(9Z))	PG(22:0/16:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:0/16:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C44H85O10P		LWLUVABTMYRAJN-HKROHRCGSA-N	804.5880359			
BASm0037301	DG(22:0/18:1(9Z)/0:0)	DG(22:0/18:1(9Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(22:0/18:1(9Z)/0:0), in particular, consists of one chain of behenic acid at the C-1 position and one chain of oleic acid at the C-2 position. The behenic acid moiety is derived from groundnut oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C43H82O5	InChI=1S/C43H82O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-25-27-29-31-33-35-37-42(45)47-40-41(39-44)48-43(46)38-36-34-32-30-28-26-23-18-16-14-12-10-8-6-4-2/h18,23,41,44H,3-17,19-22,24-40H2,1-2H3/b23-18-/t41-/m0/s1	LHGMPHPBDXDKNZ-ZKLBNZMTSA-N	678.6162257		HMDB0007595	
BASm0037302	CDP-DG(22:0/18:1(9Z))	CDP-DG(22:0/18:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:0/18:1(9Z)), in particular, consists of two docosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:0/18:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C52H95N3O15P2		SOWYHIRISCTGIP-CJTOIHGUSA-N	1063.623843			
BASm0037303	PS(22:0/18:1(9Z))	PS(22:0/18:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(22:0/18:1(9Z)), in particular, consists of one chain of behenic acid at the C-1 position and one chain of oleic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)C(O)=O	C46H88NO10P	InChI=1S/C46H88NO10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-25-27-29-31-33-35-37-44(48)54-39-42(40-55-58(52,53)56-41-43(47)46(50)51)57-45(49)38-36-34-32-30-28-26-23-18-16-14-12-10-8-6-4-2/h18,23,42-43H,3-17,19-22,24-41,47H2,1-2H3,(H,50,51)(H,52,53)/b23-18-/t42-,43+/m1/s1	KFQGFVMICAOVBD-HOFUCYGESA-N	845.614585	18303	HMDB0112714	
BASm0037304	PE(22:0/18:1(9Z))	PE(22:0/18:1(9Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(22:0/18:1(9Z)), in particular, consists of one chain of behenic acid at the C-1 position and one chain of oleic acid at the C-2 position. The behenic acid moiety is derived from groundnut oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC	C45H88NO8P	InChI=1S/C45H88NO8P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-25-27-29-31-33-35-37-44(47)51-41-43(42-53-55(49,50)52-40-39-46)54-45(48)38-36-34-32-30-28-26-23-18-16-14-12-10-8-6-4-2/h18,23,43H,3-17,19-22,24-42,46H2,1-2H3,(H,49,50)/b23-18-/t43-/m1/s1	FWHVZNCIAUKGET-UPLWMSSDSA-N	801.6247553		HMDB0009488	
BASm0037305	PGP(22:0/18:1(9Z))	PGP(22:0/18:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:0/18:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C46H90O13P2		DJEJYKHWTIMSKL-JJQWVWMESA-N	912.585667			
BASm0037306	PG(22:0/18:1(9Z))	PG(22:0/18:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:0/18:1(9Z)), in particular, consists of one docosanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C46H89O10P		PPNYWLBIVWLKFX-JJQWVWMESA-N	832.6193361			
BASm0037307	13-Docosenoyl-CoA					C42H74N8O13P2S2		OUNHLHFJBGZADM-UHFFFAOYNA-N	1024.429201			
BASm0037308	LysoPA(22:1(13Z)/0:0)	LPA(22:1(13Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common. LPA(22:1(13Z)/0:0), in particular, consists of one chain of erucic acid at the C-1 position. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.			CCCCCCCC\C=C/CCCCCCCCCCCC(=O)OCC(O)COP(O)(O)=O	C25H49O7P	InChI=1S/C25H49O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(27)31-22-24(26)23-32-33(28,29)30/h9-10,24,26H,2-8,11-23H2,1H3,(H2,28,29,30)/b10-9-	UXYLIEZFFBAJAG-KTKRTIGZSA-N	492.3215909	16975	HMDB0114750	
BASm0037309	DG(22:1(13Z)/12:0/0:0)	DG(22:1(13Z)/12:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(13Z)/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C37H70O5		GTTIBHGOJUOYSR-VDVKNCMGSA-N	594.5223254			
BASm0037310	CDP-DG(22:1(13Z)/12:0)	CDP-DG(22:1(13Z)/12:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(13Z)/12:0), in particular, consists of two 13Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(13Z)/12:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C46H83N3O15P2		ZXUGNNPYAIVTRK-ZBFDMFAUSA-N	979.529943			
BASm0037311	PS(22:1(13Z)/12:0)	PS(22:1(13Z)/12:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(13Z)/12:0), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and  one dodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C40H76NO10P		KLVRLMBSQHKGNL-XICPHGIYSA-N	761.5206846			
BASm0037312	PE(22:1(13Z)/12:0)	PE(22:1(13Z)/12:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(13Z)/12:0), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and  one dodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C39H76NO8P		QWMUNVRUPJDOTQ-SXBBEZRXSA-N	717.5308554			
BASm0037313	PGP(22:1(13Z)/12:0)	PGP(22:1(13Z)/12:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(13Z)/12:0), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C40H78O13P2		NCNHFNUEFANROW-PCAHOUSNSA-N	828.4917666			
BASm0037314	PG(22:1(13Z)/12:0)	PG(22:1(13Z)/12:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(13Z)/12:0), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C40H77O10P		XAISHBWYEFPJNW-PCAHOUSNSA-N	748.5254357			
BASm0037315	DG(22:1(13Z)/14:0/0:0)	DG(22:1(13Z)/14:0/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(22:1(13Z)/14:0/0:0), in particular, consists of one chain of erucic acid at the C-1 position and one chain of myristic acid at the C-2 position. The erucic acid moiety is derived from seed oils and avocados, while the myristic acid moiety is derived from nutmeg and butter. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC	C39H74O5	InChI=1S/C39H74O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-23-14-12-10-8-6-4-2/h16-17,37,40H,3-15,18-36H2,1-2H3/b17-16-/t37-/m0/s1	JWFGFILKCCPCQY-DPTREUNKSA-N	622.5536255		HMDB0007617	
BASm0037316	CDP-DG(22:1(13Z)/14:0)	CDP-DG(22:1(13Z)/14:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(13Z)/14:0), in particular, consists of two 13Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(13Z)/14:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C48H87N3O15P2		NKNPBRWNYYQENC-ODTQQELGSA-N	1007.561243			
BASm0037317	PS(22:1(13Z)/14:0)	PS(22:1(13Z)/14:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(22:1(13Z)/14:0), in particular, consists of one chain of erucic acid at the C-1 position and one chain of myristic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCC)C(O)=O	C42H80NO10P	InChI=1S/C42H80NO10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-23-14-12-10-8-6-4-2/h16-17,38-39H,3-15,18-37,43H2,1-2H3,(H,46,47)(H,48,49)/b17-16-/t38-,39+/m1/s1	JORCEKLLBNHGBY-JVBMFUNVSA-N	789.5519848	18303	HMDB0112736	
BASm0037318	PE(22:1(13Z)/14:0)	PE(22:1(13Z)/14:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(22:1(13Z)/14:0), in particular, consists of one chain of erucic acid at the C-1 position and one chain of myristic acid at the C-2 position. The erucic acid moiety is derived from seed oils and avocados, while the myristic acid moiety is derived from nutmeg and butter. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-23-14-12-10-8-6-4-2/h16-17,39H,3-15,18-38,42H2,1-2H3,(H,45,46)/b17-16-/t39-/m1/s1	AHVVIUYIKIQVDO-SGFDTVKUSA-N	745.5621551		HMDB0009514	
BASm0037319	PGP(22:1(13Z)/14:0)	PGP(22:1(13Z)/14:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(13Z)/14:0), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C42H82O13P2		UOEWNDRNCNAEHA-YUXJATLTSA-N	856.5230667			
BASm0037320	PG(22:1(13Z)/14:0)	PG(22:1(13Z)/14:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(13Z)/14:0), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one tetradecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C42H81O10P		HRZYCZCFKRDKCO-YUXJATLTSA-N	776.5567358			
BASm0037321	DG(22:1(13Z)/14:1(9Z)/0:0)	DG(22:1(13Z)/14:1(9Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(22:1(13Z)/14:1(9Z)/0:0), in particular, consists of one chain of erucic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The erucic acid moiety is derived from seed oils and avocados, while the myristoleic acid moiety is derived from milk fats. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C39H72O5	InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-23-14-12-10-8-6-4-2/h10,12,16-17,37,40H,3-9,11,13-15,18-36H2,1-2H3/b12-10-,17-16-/t37-/m0/s1	PGIXLWJGGIVRAK-PAHRDQFESA-N	620.5379754		HMDB0007618	
BASm0037322	CDP-DG(22:1(13Z)/14:1(9Z))	CDP-DG(22:1(13Z)/14:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(22:1(13Z)/14:1(9Z)), in particular, consists of two 13Z-docosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(22:1(13Z)/14:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C48H85N3O15P2		QESGSALGYRDYCE-JKUILMDASA-N	1005.545593			
BASm0037323	PS(22:1(13Z)/14:1(9Z))	PS(22:1(13Z)/14:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(22:1(13Z)/14:1(9Z)), in particular, consists of one chain of erucic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC)C(O)=O	C42H78NO10P	InChI=1S/C42H78NO10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-23-14-12-10-8-6-4-2/h10,12,16-17,38-39H,3-9,11,13-15,18-37,43H2,1-2H3,(H,46,47)(H,48,49)/b12-10-,17-16-/t38-,39+/m1/s1	FGBBJEIHLAZOMN-SOODDXJSSA-N	787.5363347	18303	HMDB0112737	
BASm0037324	PE(22:1(13Z)/14:1(9Z))	PE(22:1(13Z)/14:1(9Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(22:1(13Z)/14:1(9Z)), in particular, consists of one chain of erucic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. The erucic acid moiety is derived from seed oils and avocados, while the myristoleic acid moiety is derived from milk fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-23-14-12-10-8-6-4-2/h10,12,16-17,39H,3-9,11,13-15,18-38,42H2,1-2H3,(H,45,46)/b12-10-,17-16-/t39-/m1/s1	XOTZQQUUCAOSLB-ZDMXYWDMSA-N	743.546505		HMDB0009515	
BASm0037325	PGP(22:1(13Z)/14:1(9Z))	PGP(22:1(13Z)/14:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(13Z)/14:1(9Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one 9Z-tetradecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C42H80O13P2		IWDHABCIDFOUJU-LVOWDAQASA-N	854.5074166			
BASm0037326	PG(22:1(13Z)/14:1(9Z))	PG(22:1(13Z)/14:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(13Z)/14:1(9Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one 9Z-tetradecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C42H79O10P		FDJRQUQQDBKYQJ-LVOWDAQASA-N	774.5410857			
BASm0037327	DG(23:1(9Z)/12:0/0:0)	DG(23:1(9Z)/12:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(23:1(9Z)/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C38H72O5		IBUKEKKIHSIPSS-LIXNJISFSA-N	608.5379754			
BASm0037328	CDP-DG(23:1(9Z)/12:0)	CDP-DG(23:1(9Z)/12:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(23:1(9Z)/12:0), in particular, consists of two 9Z-tricosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(23:1(9Z)/12:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C47H85N3O15P2		YSPVBKODMCTYJL-RBYFUSCCSA-N	993.545593			
BASm0037329	PS(23:1(9Z)/12:0)	PS(23:1(9Z)/12:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(23:1(9Z)/12:0), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and  one dodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C41H78NO10P		FUFFWQDGSWQGKK-SWMIOFCWSA-N	775.5363347			
BASm0037330	PE(23:1(9Z)/12:0)	PE(23:1(9Z)/12:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(23:1(9Z)/12:0), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and  one dodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C40H78NO8P		KSEXQFUIZQIXKW-XVKMAEEJSA-N	731.5465055			
BASm0037331	PGP(23:1(9Z)/12:0)	PGP(23:1(9Z)/12:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(23:1(9Z)/12:0), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C41H80O13P2		RVSSIAAGTCSHRZ-JUBQLIOKSA-N	842.5074166			
BASm0037332	PG(23:1(9Z)/12:0)	PG(23:1(9Z)/12:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(23:1(9Z)/12:0), in particular, consists of one 9Z-tricosanoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C41H79O10P		FOEZECSIBNBDSI-JUBQLIOKSA-N	762.5410857			
BASm0037333	DG(24:0/16:1(9Z)/0:0)	DG(24:0/16:1(9Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(24:0/16:1(9Z)/0:0), in particular, consists of one chain of lignoceric acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The lignoceric acid moiety is derived from groundnut oil, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC	C43H82O5	InChI=1S/C43H82O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-27-29-31-33-35-37-42(45)47-40-41(39-44)48-43(46)38-36-34-32-30-28-25-16-14-12-10-8-6-4-2/h14,16,41,44H,3-13,15,17-40H2,1-2H3/b16-14-/t41-/m0/s1	KRUMFQDFXZICFV-HJQHNVIGSA-N	678.6162257		HMDB0007795	
BASm0037334	CDP-DG(24:0/16:1(9Z))	CDP-DG(24:0/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:0/16:1(9Z)), in particular, consists of two tetracosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:0/16:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C52H95N3O15P2		LZZGRQMYEBJTTI-SCGHIPHKSA-N	1063.623843			
BASm0037335	PS(24:0/16:1(9Z))	PS(24:0/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(24:0/16:1(9Z)), in particular, consists of one chain of lignoceric acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)C(O)=O	C46H88NO10P	InChI=1S/C46H88NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-27-29-31-33-35-37-44(48)54-39-42(40-55-58(52,53)56-41-43(47)46(50)51)57-45(49)38-36-34-32-30-28-25-16-14-12-10-8-6-4-2/h14,16,42-43H,3-13,15,17-41,47H2,1-2H3,(H,50,51)(H,52,53)/b16-14-/t42-,43+/m1/s1	VNQAAYISGAJLKY-RFDLIUHLSA-N	845.614585	18303	HMDB0112885	
BASm0037336	PE(24:0/16:1(9Z))	PE(24:0/16:1(9Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(24:0/16:1(9Z)), in particular, consists of one chain of lignoceric acid at the C-1 position and one chain of palmitoleic acid at the C-2 position. The lignoceric acid moiety is derived from groundnut oil, while the palmitoleic acid moiety is derived from animal fats and vegetable oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC	C45H88NO8P	InChI=1S/C45H88NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-27-29-31-33-35-37-44(47)51-41-43(42-53-55(49,50)52-40-39-46)54-45(48)38-36-34-32-30-28-25-16-14-12-10-8-6-4-2/h14,16,43H,3-13,15,17-42,46H2,1-2H3,(H,49,50)/b16-14-/t43-/m1/s1	CBYMTZPXDKGYJO-LKEIBTGGSA-N	801.6247553		HMDB0009716	
BASm0037337	PGP(24:0/16:1(9Z))	PGP(24:0/16:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:0/16:1(9Z)), in particular, consists of one tetracosanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C46H90O13P2		YTWPIJZSWMOHIO-KZAVIKCJSA-N	912.585667			
BASm0037338	PG(24:0/16:1(9Z))	PG(24:0/16:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:0/16:1(9Z)), in particular, consists of one tetracosanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C46H89O10P		SFDIIRGVSWDFMT-KZAVIKCJSA-N	832.6193361			
BASm0037339	DG(24:0/18:1(9Z)/0:0)	DG(24:0/18:1(9Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(24:0/18:1(9Z)/0:0), in particular, consists of one chain of lignoceric acid at the C-1 position and one chain of oleic acid at the C-2 position. The lignoceric acid moiety is derived from groundnut oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC	C45H86O5	InChI=1S/C45H86O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-27-29-31-33-35-37-39-44(47)49-42-43(41-46)50-45(48)40-38-36-34-32-30-28-25-18-16-14-12-10-8-6-4-2/h18,25,43,46H,3-17,19-24,26-42H2,1-2H3/b25-18-/t43-/m0/s1	CNKNQKFREZNPNM-GVUQESASSA-N	706.6475259		HMDB0007798	
BASm0037340	CDP-DG(24:0/18:1(9Z))	CDP-DG(24:0/18:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:0/18:1(9Z)), in particular, consists of two tetracosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:0/18:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C54H99N3O15P2		LFSXZBZWKYMCCL-KJQVRZBHSA-N	1091.655143			
BASm0037341	PS(24:0/18:1(9Z))	PS(24:0/18:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(24:0/18:1(9Z)), in particular, consists of one chain of lignoceric acid at the C-1 position and one chain of oleic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)C(O)=O	C48H92NO10P	InChI=1S/C48H92NO10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-27-29-31-33-35-37-39-46(50)56-41-44(42-57-60(54,55)58-43-45(49)48(52)53)59-47(51)40-38-36-34-32-30-28-25-18-16-14-12-10-8-6-4-2/h18,25,44-45H,3-17,19-24,26-43,49H2,1-2H3,(H,52,53)(H,54,55)/b25-18-/t44-,45+/m1/s1	GXJDSBDSGLNXDP-PWKMXXSKSA-N	873.6458852	18303	HMDB0112888	
BASm0037342	PE(24:0/18:1(9Z))	PE(24:0/18:1(9Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(24:0/18:1(9Z)), in particular, consists of one chain of lignoceric acid at the C-1 position and one chain of oleic acid at the C-2 position. The lignoceric acid moiety is derived from groundnut oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC	C47H92NO8P	InChI=1S/C47H92NO8P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-27-29-31-33-35-37-39-46(49)53-43-45(44-55-57(51,52)54-42-41-48)56-47(50)40-38-36-34-32-30-28-25-18-16-14-12-10-8-6-4-2/h18,25,45H,3-17,19-24,26-44,48H2,1-2H3,(H,51,52)/b25-18-/t45-/m1/s1	HZQGLAQCNUAUPN-NVUUEHDFSA-N	829.6560554		HMDB0009719	
BASm0037343	PGP(24:0/18:1(9Z))	PGP(24:0/18:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:0/18:1(9Z)), in particular, consists of one tetracosanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C48H94O13P2		FVFKJKYPXUAIHB-BPIQXNBASA-N	940.6169671			
BASm0037344	PG(24:0/18:1(9Z))	PG(24:0/18:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:0/18:1(9Z)), in particular, consists of one tetracosanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C48H93O10P		NQTPDEGKRATQMK-BPIQXNBASA-N	860.6506362			
BASm0037345	(15Z)-tetracos-15-enoyl-CoA				CCCCCCCCC=CCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C45H80N7O17P3S	InChI=1S/C45H80N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-36(54)73-29-28-47-35(53)26-27-48-43(57)40(56)45(2,3)31-66-72(63,64)69-71(61,62)65-30-34-39(68-70(58,59)60)38(55)44(67-34)52-33-51-37-41(46)49-32-50-42(37)52/h11-12,32-34,38-40,44,55-56H,4-10,13-31H2,1-3H3,(H,47,53)(H,48,57)(H,61,62)(H,63,64)(H2,46,49,50)(H2,58,59,60)	QHZAQVTVYPHLKK-UHFFFAOYSA-N	1115.454426			
BASm0037346	LysoPA(24:1(15Z)/0:0)	LPA(24:1(15Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common. LPA(24:1(15Z)/0:0), in particular, consists of one chain of nervonic acid at the C-1 position. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.			CCCCCCCC\C=C/CCCCCCCCCCCCCC(=O)OCC(O)COP(O)(O)=O	C27H53O7P	InChI=1S/C27H53O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-27(29)33-24-26(28)25-34-35(30,31)32/h9-10,26,28H,2-8,11-25H2,1H3,(H2,30,31,32)/b10-9-	LUOJYKBTQKAEPP-KTKRTIGZSA-N	520.352891	16975	HMDB0114757	
BASm0037347	DG(24:1(15Z)/12:0/0:0)	DG(24:1(15Z)/12:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(24:1(15Z)/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C39H74O5		XHTCNKMHSWZIEM-TZKZQHLLSA-N	622.5536255			
BASm0037348	CDP-DG(24:1(15Z)/12:0)	CDP-DG(24:1(15Z)/12:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(24:1(15Z)/12:0), in particular, consists of two 15Z-tetracosenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(24:1(15Z)/12:0)  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C48H87N3O15P2		WGNHNTQBKALTFA-PTXUWXJFSA-N	1007.561243			
BASm0037349	PS(24:1(15Z)/12:0)	PS(24:1(15Z)/12:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(24:1(15Z)/12:0), in particular, consists of one 15Z-tetracosenoyl chain  to the C-1 atom, and  one dodecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C42H80NO10P		IFOJRDZVBWNEPA-UAFSEOSJSA-N	789.5519848			
BASm0037350	PE(24:1(15Z)/12:0)	PE(24:1(15Z)/12:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(24:1(15Z)/12:0), in particular, consists of one 15Z-tetracosenoyl chain  to the C-1 atom, and  one dodecanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C41H80NO8P		IDNWMDNMYUOTIK-IBFJUVIVSA-N	745.5621555			
BASm0037351	PGP(24:1(15Z)/12:0)	PGP(24:1(15Z)/12:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(24:1(15Z)/12:0), in particular, consists of one 15Z-tetracosenoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C42H82O13P2		YRTDNJPGTMVAMJ-CSZJOYMESA-N	856.5230667			
BASm0037352	PG(24:1(15Z)/12:0)	PG(24:1(15Z)/12:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(24:1(15Z)/12:0), in particular, consists of one 15Z-tetracosenoyl chain  to the C-1 atom, and one dodecanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C42H81O10P		PQLSEHPDVBSFCB-CSZJOYMESA-N	776.5567358			
BASm0037353	DG(26:0/16:1(9Z)/0:0)	DG(26:0/16:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(26:0/16:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C45H86O5		FWCHGJKUNXATSP-KRXRIBMHSA-N	706.6475259			
BASm0037354	CDP-DG(26:0/16:1(9Z))	CDP-DG(26:0/16:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(26:0/16:1(9Z)), in particular, consists of two hexacosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(26:0/16:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C54H99N3O15P2		WRSFIVWISXUYCV-APKMKGHQSA-N	1091.655143			
BASm0037355	PS(26:0/16:1(9Z))	PS(26:0/16:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(26:0/16:1(9Z)), in particular, consists of one hexacosanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C48H92NO10P		RJNYFDPAEJEAQA-PJDDQSDTSA-N	873.6458852			
BASm0037356	PE(26:0/16:1(9Z))	PE(26:0/16:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(26:0/16:1(9Z)), in particular, consists of one hexacosanoyl chain  to the C-1 atom, and  one 9Z-hexadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C47H92NO8P		SRLBRCUBEHLHPP-BPBQBXHUSA-N	829.6560559			
BASm0037357	PGP(26:0/16:1(9Z))	PGP(26:0/16:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(26:0/16:1(9Z)), in particular, consists of one hexacosanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C48H94O13P2		PVIZAJIZUBWGHS-QJQBILQZSA-N	940.6169671			
BASm0037358	PG(26:0/16:1(9Z))	PG(26:0/16:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(26:0/16:1(9Z)), in particular, consists of one hexacosanoyl chain  to the C-1 atom, and one 9Z-hexadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C48H93O10P		VLYGNIBTOQPAGV-QJQBILQZSA-N	860.6506362			
BASm0037359	DG(26:0/18:1(9Z)/0:0)	DG(26:0/18:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(26:0/18:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C47H90O5		VCUTURFVKVVQBZ-WFWDQFNJSA-N	734.678826			
BASm0037360	CDP-DG(26:0/18:1(9Z))	CDP-DG(26:0/18:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(26:0/18:1(9Z)), in particular, consists of two hexacosanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(26:0/18:1(9Z))  is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C56H103N3O15P2		PVKYZQAONWJGEY-LUNGYDDCSA-N	1119.686444			
BASm0037361	PS(26:0/18:1(9Z))	PS(26:0/18:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(26:0/18:1(9Z)), in particular, consists of one hexacosanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C50H96NO10P		JPKJYSPFCLDLJS-LLIJBQRRSA-N	901.6771853			
BASm0037362	PE(26:0/18:1(9Z))	PE(26:0/18:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(26:0/18:1(9Z)), in particular, consists of one hexacosanoyl chain  to the C-1 atom, and  one 9Z-octadecenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C49H96NO8P		MSBXOSSDSZGZJA-FUSSHFNISA-N	857.6873561			
BASm0037363	PGP(26:0/18:1(9Z))	PGP(26:0/18:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(26:0/18:1(9Z)), in particular, consists of one hexacosanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C50H98O13P2		OTELUZIJULXUMV-HLQKKCBJSA-N	968.6482672			
BASm0037364	PG(26:0/18:1(9Z))	PG(26:0/18:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(26:0/18:1(9Z)), in particular, consists of one hexacosanoyl chain  to the C-1 atom, and one 9Z-octadecenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C50H97O10P		HOTHBIDCDYUHSN-HLQKKCBJSA-N	888.6819363			
BASm0037365	DG(16:1(9Z)/17:0/0:0)	DG(16:1(9Z)/17:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(9Z)/17:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C36H68O5		RCRXXXXIDYOQSK-KAXNKQQTSA-N	580.5066753			
BASm0037366	DG(12:0/22:1(13Z)/0:0)	DG(12:0/22:1(13Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/22:1(13Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C37H70O5		HQDWQAATDXSEJD-VDVKNCMGSA-N	594.5223254			
BASm0037367	PS(12:0/22:1(13Z))	PS(12:0/22:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(12:0/22:1(13Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 13Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C40H76NO10P		KAQZUTFWNRBIJK-XICPHGIYSA-N	761.5206846			
BASm0037368	PE(12:0/22:1(13Z))	PE(12:0/22:1(13Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/22:1(13Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and  one 13Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C39H76NO8P		WXLSQXFDJJJVOP-SXBBEZRXSA-N	717.5308554			
BASm0037369	PGP(12:0/22:1(13Z))	PGP(12:0/22:1(13Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(12:0/22:1(13Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 13Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C40H78O13P2		LVMQLYJIMXVQOE-PCAHOUSNSA-N	828.4917666			
BASm0037370	PG(12:0/22:1(13Z))	PG(12:0/22:1(13Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(12:0/22:1(13Z)), in particular, consists of one dodecanoyl chain  to the C-1 atom, and one 13Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C40H77O10P		UKRMFVHZTJYMJC-PCAHOUSNSA-N	748.5254357			
BASm0037371	DG(14:0/22:1(13Z)/0:0)	DG(14:0/22:1(13Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(14:0/22:1(13Z)/0:0), in particular, consists of one chain of myristic acid at the C-1 position and one chain of erucic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the erucic acid moiety is derived from seed oils and avocados. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C39H74O5	InChI=1S/C39H74O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-25-23-14-12-10-8-6-4-2/h16-17,37,40H,3-15,18-36H2,1-2H3/b17-16-/t37-/m0/s1	ZEALQNPZZFKGDN-DPTREUNKSA-N	622.5536255		HMDB0007029	
BASm0037372	PS(14:0/22:1(13Z))	PS(14:0/22:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(14:0/22:1(13Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of erucic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C42H80NO10P	InChI=1S/C42H80NO10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-41(45)53-38(36-51-54(48,49)52-37-39(43)42(46)47)35-50-40(44)33-31-29-27-25-23-14-12-10-8-6-4-2/h16-17,38-39H,3-15,18-37,43H2,1-2H3,(H,46,47)(H,48,49)/b17-16-/t38-,39+/m1/s1	LTWLOTNOIYNOPC-JVBMFUNVSA-N	789.5519848	18303	HMDB0112301	
BASm0037373	PE(14:0/22:1(13Z))	PE(14:0/22:1(13Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(14:0/22:1(13Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of erucic acid at the C-2 position. The myristic acid moiety is derived from nutmeg and butter, while the erucic acid moiety is derived from seed oils and avocados. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C41H80NO8P	InChI=1S/C41H80NO8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42)37-47-40(43)33-31-29-27-25-23-14-12-10-8-6-4-2/h16-17,39H,3-15,18-38,42H2,1-2H3,(H,45,46)/b17-16-/t39-/m1/s1	RETPVUGMYRRYPF-SGFDTVKUSA-N	745.5621551		HMDB0008842	
BASm0037374	PGP(14:0/22:1(13Z))	PGP(14:0/22:1(13Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(14:0/22:1(13Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of erucic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C42H82O13P2	InChI=1S/C42H82O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-42(45)55-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)37-51-41(44)33-31-29-27-25-23-14-12-10-8-6-4-2/h16-17,39-40,43H,3-15,18-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b17-16-/t39-,40+/m0/s1	GSPFFJMZBGAXJD-YUXJATLTSA-N	856.5230667			
BASm0037375	PG(14:0/22:1(13Z))	PG(14:0/22:1(13Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(14:0/22:1(13Z)), in particular, consists of one chain of myristic acid at the C-1 position and one chain of erucic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C42H81O10P	InChI=1S/C42H81O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-42(46)52-40(38-51-53(47,48)50-36-39(44)35-43)37-49-41(45)33-31-29-27-25-23-14-12-10-8-6-4-2/h16-17,39-40,43-44H,3-15,18-38H2,1-2H3,(H,47,48)/b17-16-/t39-,40+/m0/s1	IWPQLMQUTOCHJH-YUXJATLTSA-N	776.5567358			
BASm0037376	DG(14:1(11Z)/22:1(13Z)/0:0)	DG(14:1(11Z)/22:1(13Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(14:1(11Z)/22:1(13Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C39H72O5		YXBAROHVBRIYGI-HNSUMALESA-N	620.5379754			
BASm0037377	PS(14:1(11Z)/22:1(13Z))	PS(14:1(11Z)/22:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:1(11Z)/22:1(13Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 13Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C42H78NO10P		DRBHMMGKHXNCHH-CMJCGZLXSA-N	787.5363347			
BASm0037378	PE(14:1(11Z)/22:1(13Z))	PE(14:1(11Z)/22:1(13Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:1(11Z)/22:1(13Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and  one 13Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C41H78NO8P		GREFELUQIAIFHM-MWAAGDGYSA-N	743.5465055			
BASm0037379	PGP(14:1(11Z)/22:1(13Z))	PGP(14:1(11Z)/22:1(13Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(11Z)/22:1(13Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 13Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C42H80O13P2		UFZWDPHOMDHICK-HWDMNNSZSA-N	854.5074166			
BASm0037380	PG(14:1(11Z)/22:1(13Z))	PG(14:1(11Z)/22:1(13Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(14:1(11Z)/22:1(13Z)), in particular, consists of one 11Z-tetradecenoyl chain  to the C-1 atom, and one 13Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C42H79O10P		GQMBLINVXWWADL-HWDMNNSZSA-N	774.5410857			
BASm0037381	DG(14:1(9Z)/22:1(13Z)/0:0)	DG(14:1(9Z)/22:1(13Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(14:1(9Z)/22:1(13Z)/0:0), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of erucic acid at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the erucic acid moiety is derived from seed oils and avocados. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C39H72O5	InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-39(42)44-37(35-40)36-43-38(41)33-31-29-27-25-23-14-12-10-8-6-4-2/h10,12,16-17,37,40H,3-9,11,13-15,18-36H2,1-2H3/b12-10-,17-16-/t37-/m0/s1	MJYFNPBNUCMOFL-PAHRDQFESA-N	620.5379754		HMDB0007058	
BASm0037382	PS(14:1(9Z)/22:1(13Z))	PS(14:1(9Z)/22:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(14:1(9Z)/22:1(13Z)), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of erucic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C42H78NO10P	InChI=1S/C42H78NO10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-41(45)53-38(36-51-54(48,49)52-37-39(43)42(46)47)35-50-40(44)33-31-29-27-25-23-14-12-10-8-6-4-2/h10,12,16-17,38-39H,3-9,11,13-15,18-37,43H2,1-2H3,(H,46,47)(H,48,49)/b12-10-,17-16-/t38-,39+/m1/s1	ZEUCXVDTSNCXKE-SOODDXJSSA-N	787.5363347	18303	HMDB0112314	
BASm0037383	PE(14:1(9Z)/22:1(13Z))	PE(14:1(9Z)/22:1(13Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(14:1(9Z)/22:1(13Z)), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of erucic acid at the C-2 position. The myristoleic acid moiety is derived from milk fats, while the erucic acid moiety is derived from seed oils and avocados. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C41H78NO8P	InChI=1S/C41H78NO8P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42)37-47-40(43)33-31-29-27-25-23-14-12-10-8-6-4-2/h10,12,16-17,39H,3-9,11,13-15,18-38,42H2,1-2H3,(H,45,46)/b12-10-,17-16-/t39-/m1/s1	CUUIBVDVVFLYGA-ZDMXYWDMSA-N	743.546505		HMDB0008875	
BASm0037384	PGP(14:1(9Z)/22:1(13Z))	PGP(14:1(9Z)/22:1(13Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(14:1(9Z)/22:1(13Z)), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of erucic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C42H80O13P2	InChI=1S/C42H80O13P2/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-42(45)55-40(38-54-57(49,50)53-36-39(43)35-52-56(46,47)48)37-51-41(44)33-31-29-27-25-23-14-12-10-8-6-4-2/h10,12,16-17,39-40,43H,3-9,11,13-15,18-38H2,1-2H3,(H,49,50)(H2,46,47,48)/b12-10-,17-16-/t39-,40+/m0/s1	CPPHHWBONIWUGE-LVOWDAQASA-N	854.5074166			
BASm0037385	PG(14:1(9Z)/22:1(13Z))	PG(14:1(9Z)/22:1(13Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(14:1(9Z)/22:1(13Z)), in particular, consists of one chain of myristoleic acid at the C-1 position and one chain of erucic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C42H79O10P	InChI=1S/C42H79O10P/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-42(46)52-40(38-51-53(47,48)50-36-39(44)35-43)37-49-41(45)33-31-29-27-25-23-14-12-10-8-6-4-2/h10,12,16-17,39-40,43-44H,3-9,11,13-15,18-38H2,1-2H3,(H,47,48)/b12-10-,17-16-/t39-,40+/m0/s1	QNCBPSHTUJLXNT-LVOWDAQASA-N	774.5410857			
BASm0037386	DG(15:0/22:1(13Z)/0:0)	DG(15:0/22:1(13Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(15:0/22:1(13Z)/0:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of erucic acid at the C-2 position. The pentadecanoic acid moiety is derived from dairy products and milk fat, while the erucic acid moiety is derived from seed oils and avocados. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C40H76O5	InChI=1S/C40H76O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-40(43)45-38(36-41)37-44-39(42)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h17-18,38,41H,3-16,19-37H2,1-2H3/b18-17-/t38-/m0/s1	FTFFPLQCCJDTQB-WXMDSKLTSA-N	636.5692755		HMDB0007087	
BASm0037387	PS(15:0/22:1(13Z))	PS(15:0/22:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(15:0/22:1(13Z)), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of erucic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C43H82NO10P	InChI=1S/C43H82NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-42(46)54-39(37-52-55(49,50)53-38-40(44)43(47)48)36-51-41(45)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h17-18,39-40H,3-16,19-38,44H2,1-2H3,(H,47,48)(H,49,50)/b18-17-/t39-,40+/m1/s1	CMYXIUIAXHLISA-WMWCSSQDSA-N	803.5676348	18303	HMDB0112335	
BASm0037388	PE(15:0/22:1(13Z))	PE(15:0/22:1(13Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(15:0/22:1(13Z)), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of erucic acid at the C-2 position. The pentadecanoic acid moiety is derived from dairy products and milk fat, while the erucic acid moiety is derived from seed oils and avocados. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C42H82NO8P	InChI=1S/C42H82NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43)38-48-41(44)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h17-18,40H,3-16,19-39,43H2,1-2H3,(H,46,47)/b18-17-/t40-/m1/s1	MUWFEEOSXPAQIY-LQOXNGKESA-N	759.5778051		HMDB0008908	
BASm0037389	PGP(15:0/22:1(13Z))	PGP(15:0/22:1(13Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(15:0/22:1(13Z)), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of erucic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C43H84O13P2	InChI=1S/C43H84O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-43(46)56-41(39-55-58(50,51)54-37-40(44)36-53-57(47,48)49)38-52-42(45)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h17-18,40-41,44H,3-16,19-39H2,1-2H3,(H,50,51)(H2,47,48,49)/b18-17-/t40-,41+/m0/s1	NXSBYKFDVAZIRM-ATHUGRIKSA-N	870.5387168			
BASm0037390	PG(15:0/22:1(13Z))	PG(15:0/22:1(13Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(15:0/22:1(13Z)), in particular, consists of one chain of pentadecanoic acid at the C-1 position and one chain of erucic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C43H83O10P	InChI=1S/C43H83O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-43(47)53-41(39-52-54(48,49)51-37-40(45)36-44)38-50-42(46)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h17-18,40-41,44-45H,3-16,19-39H2,1-2H3,(H,48,49)/b18-17-/t40-,41+/m0/s1	KYOJCCFMVMIKAY-ATHUGRIKSA-N	790.5723859			
BASm0037391	DG(15:1(11Z)/22:1(13Z)/0:0)	DG(15:1(11Z)/22:1(13Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(11Z)/22:1(13Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C40H74O5		XJBYCXZJTPHMCY-RJKHHUJXSA-N	634.5536255			
BASm0037392	PS(15:1(11Z)/22:1(13Z))	PS(15:1(11Z)/22:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(11Z)/22:1(13Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 13Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C43H80NO10P		RHNFAKLAGCNQIW-LOPHMAAQSA-N	801.5519848			
BASm0037393	PE(15:1(11Z)/22:1(13Z))	PE(15:1(11Z)/22:1(13Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(11Z)/22:1(13Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and  one 13Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C42H80NO8P		YBPBJNBTRZGREF-RBRZPSCBSA-N	757.5621555			
BASm0037394	PGP(15:1(11Z)/22:1(13Z))	PGP(15:1(11Z)/22:1(13Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(11Z)/22:1(13Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 13Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C43H82O13P2		GZGAYNUJNLETBX-HNYIHPDPSA-N	868.5230667			
BASm0037395	PG(15:1(11Z)/22:1(13Z))	PG(15:1(11Z)/22:1(13Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(11Z)/22:1(13Z)), in particular, consists of one 11Z-pentadecenoyl chain  to the C-1 atom, and one 13Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C43H81O10P		LVIMGMXESYXPGB-HNYIHPDPSA-N	788.5567358			
BASm0037396	DG(15:1(9Z)/22:1(13Z)/0:0)	DG(15:1(9Z)/22:1(13Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(15:1(9Z)/22:1(13Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C40H74O5		ZNLFDHDTDBDNQA-APXMHTIDSA-N	634.5536255			
BASm0037397	PS(15:1(9Z)/22:1(13Z))	PS(15:1(9Z)/22:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(15:1(9Z)/22:1(13Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 13Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C43H80NO10P		HLAKKEGJISJVAC-JOXDHKDJSA-N	801.5519848			
BASm0037398	PE(15:1(9Z)/22:1(13Z))	PE(15:1(9Z)/22:1(13Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:1(9Z)/22:1(13Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and  one 13Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C42H80NO8P		DGSJPZBVXMJUFI-DQKYEGQZSA-N	757.5621555			
BASm0037399	PGP(15:1(9Z)/22:1(13Z))	PGP(15:1(9Z)/22:1(13Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:1(9Z)/22:1(13Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 13Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C43H82O13P2		GFQYKVSYQHCRTI-QGRXLISNSA-N	868.5230667			
BASm0037400	PG(15:1(9Z)/22:1(13Z))	PG(15:1(9Z)/22:1(13Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:1(9Z)/22:1(13Z)), in particular, consists of one 9Z-pentadecenoyl chain  to the C-1 atom, and one 13Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C43H81O10P		YPOBBJQAWKDWHS-QGRXLISNSA-N	788.5567358			
BASm0037401	DG(16:0/22:1(13Z)/0:0)	DG(16:0/22:1(13Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(16:0/22:1(13Z)/0:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of erucic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the erucic acid moiety is derived from seed oils and avocados. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C41H78O5	InChI=1S/C41H78O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h17-18,39,42H,3-16,19-38H2,1-2H3/b18-17-/t39-/m0/s1	AQKZYWKDVXMSNP-VAINBGCVSA-N	650.5849256		HMDB0007116	
BASm0037402	PS(16:0/22:1(13Z))	PS(16:0/22:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(16:0/22:1(13Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of erucic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C44H84NO10P	InChI=1S/C44H84NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-43(47)55-40(38-53-56(50,51)54-39-41(45)44(48)49)37-52-42(46)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h17-18,40-41H,3-16,19-39,45H2,1-2H3,(H,48,49)(H,50,51)/b18-17-/t40-,41+/m1/s1	NVWJHJPRFJLEAT-PLFBQKNSSA-N	817.5832849	18303	HMDB0112350	
BASm0037403	PE(16:0/22:1(13Z))	PE(16:0/22:1(13Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(16:0/22:1(13Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of erucic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the erucic acid moiety is derived from seed oils and avocados. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C43H84NO8P	InChI=1S/C43H84NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44)39-49-42(45)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h17-18,41H,3-16,19-40,44H2,1-2H3,(H,47,48)/b18-17-/t41-/m1/s1	XMJSNHMFTISTET-AFASEBMKSA-N	773.5934552	73875	HMDB0008941	
BASm0037404	PGP(16:0/22:1(13Z))	PGP(16:0/22:1(13Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(16:0/22:1(13Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of erucic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C44H86O13P2	InChI=1S/C44H86O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h17-18,41-42,45H,3-16,19-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b18-17-/t41-,42+/m0/s1	HKWMEFKNLQDTJQ-WTYGFHJRSA-N	884.5543668			
BASm0037405	PG(16:0/22:1(13Z))	PG(16:0/22:1(13Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(16:0/22:1(13Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of erucic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C44H85O10P	InChI=1S/C44H85O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h17-18,41-42,45-46H,3-16,19-40H2,1-2H3,(H,49,50)/b18-17-/t41-,42+/m0/s1	OOTOTXYODTWZKB-WTYGFHJRSA-N	804.5880359			
BASm0037406	DG(16:1(11Z)/22:1(13Z)/0:0)	DG(16:1(11Z)/22:1(13Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:1(11Z)/22:1(13Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C41H76O5		MIMOKUDQWNACGV-PAEAWYKPSA-N	648.5692755			
BASm0037407	PS(16:1(11Z)/22:1(13Z))	PS(16:1(11Z)/22:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(11Z)/22:1(13Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 13Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C44H82NO10P		OFVUTFVLQIROKX-GDKGUMFBSA-N	815.5676348			
BASm0037408	PE(16:1(11Z)/22:1(13Z))	PE(16:1(11Z)/22:1(13Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(11Z)/22:1(13Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and  one 13Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C43H82NO8P		NFSDWYRTAYZSPR-RREWDYQISA-N	771.5778056			
BASm0037409	PGP(16:1(11Z)/22:1(13Z))	PGP(16:1(11Z)/22:1(13Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/22:1(13Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 13Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C44H84O13P2		PJUQBJKSLPCKKM-PFXUYWNNSA-N	882.5387168			
BASm0037410	PG(16:1(11Z)/22:1(13Z))	PG(16:1(11Z)/22:1(13Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/22:1(13Z)), in particular, consists of one 11Z-hexadecenoyl chain  to the C-1 atom, and one 13Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C44H83O10P		OPWZXMGOZMOMNO-PFXUYWNNSA-N	802.5723859			
BASm0037411	DG(16:1(9Z)/22:1(13Z)/0:0)	DG(16:1(9Z)/22:1(13Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(16:1(9Z)/22:1(13Z)/0:0), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of erucic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the erucic acid moiety is derived from seed oils and avocados. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C41H76O5	InChI=1S/C41H76O5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h14,16-18,39,42H,3-13,15,19-38H2,1-2H3/b16-14-,18-17-/t39-/m0/s1	BRTWZKUDSRQGQH-NFIJARSKSA-N	648.5692755		HMDB0007145	
BASm0037412	PS(16:1(9Z)/22:1(13Z))	PS(16:1(9Z)/22:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(16:1(9Z)/22:1(13Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of erucic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C44H82NO10P	InChI=1S/C44H82NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-43(47)55-40(38-53-56(50,51)54-39-41(45)44(48)49)37-52-42(46)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h14,16-18,40-41H,3-13,15,19-39,45H2,1-2H3,(H,48,49)(H,50,51)/b16-14-,18-17-/t40-,41+/m1/s1	LEHMHNFPLTXPMR-WAGLXKQGSA-N	815.5676348	18303	HMDB0112365	
BASm0037413	PE(16:1(9Z)/22:1(13Z))	PE(16:1(9Z)/22:1(13Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(16:1(9Z)/22:1(13Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of erucic acid at the C-2 position. The palmitoleic acid moiety is derived from animal fats and vegetable oils, while the erucic acid moiety is derived from seed oils and avocados. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C43H82NO8P	InChI=1S/C43H82NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-43(46)52-41(40-51-53(47,48)50-38-37-44)39-49-42(45)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h14,16-18,41H,3-13,15,19-40,44H2,1-2H3,(H,47,48)/b16-14-,18-17-/t41-/m1/s1	SMHQICHVYVREKX-CCUJVRBKSA-N	771.5778051		HMDB0008974	
BASm0037414	PGP(16:1(9Z)/22:1(13Z))	PGP(16:1(9Z)/22:1(13Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(16:1(9Z)/22:1(13Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of erucic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C44H84O13P2	InChI=1S/C44H84O13P2/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-44(47)57-42(40-56-59(51,52)55-38-41(45)37-54-58(48,49)50)39-53-43(46)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h14,16-18,41-42,45H,3-13,15,19-40H2,1-2H3,(H,51,52)(H2,48,49,50)/b16-14-,18-17-/t41-,42+/m0/s1	NUGOWSXXBPUYPL-WACGTPBKSA-N	882.5387168			
BASm0037415	PG(16:1(9Z)/22:1(13Z))	PG(16:1(9Z)/22:1(13Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(16:1(9Z)/22:1(13Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of erucic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C44H83O10P	InChI=1S/C44H83O10P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-44(48)54-42(40-53-55(49,50)52-38-41(46)37-45)39-51-43(47)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h14,16-18,41-42,45-46H,3-13,15,19-40H2,1-2H3,(H,49,50)/b16-14-,18-17-/t41-,42+/m0/s1	ROCALOJWGYUMGT-WACGTPBKSA-N	802.5723859			
BASm0037416	DG(18:0/22:1(13Z)/0:0)	DG(18:0/22:1(13Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:0/22:1(13Z)/0:0), in particular, consists of one chain of stearic acid at the C-1 position and one chain of erucic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the erucic acid moiety is derived from seed oils and avocados. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C43H82O5	InChI=1S/C43H82O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h17,19,41,44H,3-16,18,20-40H2,1-2H3/b19-17-/t41-/m0/s1	MYZCMONKJSYGBD-AYBFMUQTSA-N	678.6162257		HMDB0007174	
BASm0037417	PS(18:0/22:1(13Z))	PS(18:0/22:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(18:0/22:1(13Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of erucic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C46H88NO10P	InChI=1S/C46H88NO10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-45(49)57-42(40-55-58(52,53)56-41-43(47)46(50)51)39-54-44(48)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h17,19,42-43H,3-16,18,20-41,47H2,1-2H3,(H,50,51)(H,52,53)/b19-17-/t42-,43+/m1/s1	OZYHKFOMLVTTTA-MXAADINQSA-N	845.614585	18303	HMDB0112380	
BASm0037418	PE(18:0/22:1(13Z))	PE(18:0/22:1(13Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:0/22:1(13Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of erucic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the erucic acid moiety is derived from seed oils and avocados. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C45H88NO8P	InChI=1S/C45H88NO8P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-45(48)54-43(42-53-55(49,50)52-40-39-46)41-51-44(47)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h17,19,43H,3-16,18,20-42,46H2,1-2H3,(H,49,50)/b19-17-/t43-/m1/s1	KVCSFWAPYZJNRB-RPBJOJELSA-N	801.6247553		HMDB0009007	
BASm0037419	PGP(18:0/22:1(13Z))	PGP(18:0/22:1(13Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(18:0/22:1(13Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of erucic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C46H90O13P2	InChI=1S/C46H90O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h17,19,43-44,47H,3-16,18,20-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b19-17-/t43-,44+/m0/s1	UNWXBBFGLPTNOX-XHZRVOHISA-N	912.585667			
BASm0037420	PG(18:0/22:1(13Z))	PG(18:0/22:1(13Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(18:0/22:1(13Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of erucic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C46H89O10P	InChI=1S/C46H89O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h17,19,43-44,47-48H,3-16,18,20-42H2,1-2H3,(H,51,52)/b19-17-/t43-,44+/m0/s1	KXPOTNXLADJVSI-XHZRVOHISA-N	832.6193361			
BASm0037421	DG(18:1(9Z)/22:1(13Z)/0:0)	DG(18:1(9Z)/22:1(13Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:1(9Z)/22:1(13Z)/0:0), in particular, consists of one chain of oleic acid at the C-1 position and one chain of erucic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the erucic acid moiety is derived from seed oils and avocados. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C43H80O5	InChI=1S/C43H80O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-43(46)48-41(39-44)40-47-42(45)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h17-19,23,41,44H,3-16,20-22,24-40H2,1-2H3/b19-17-,23-18-/t41-/m0/s1	GIMFDENDLRGOPW-YHSFMADTSA-N	676.6005757		HMDB0007232	
BASm0037422	PS(18:1(9Z)/22:1(13Z))	PS(18:1(9Z)/22:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(18:1(9Z)/22:1(13Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of erucic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C46H86NO10P	InChI=1S/C46H86NO10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-45(49)57-42(40-55-58(52,53)56-41-43(47)46(50)51)39-54-44(48)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h17-19,23,42-43H,3-16,20-22,24-41,47H2,1-2H3,(H,50,51)(H,52,53)/b19-17-,23-18-/t42-,43+/m1/s1	FPXKHYLLOQURGZ-XSQGSSGQSA-N	843.598935	18303	HMDB0112418	
BASm0037423	PE(18:1(9Z)/22:1(13Z))	PE(18:1(9Z)/22:1(13Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(18:1(9Z)/22:1(13Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of erucic acid at the C-2 position. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the erucic acid moiety is derived from seed oils and avocados. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C45H86NO8P	InChI=1S/C45H86NO8P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-45(48)54-43(42-53-55(49,50)52-40-39-46)41-51-44(47)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h17-19,23,43H,3-16,20-22,24-42,46H2,1-2H3,(H,49,50)/b19-17-,23-18-/t43-/m1/s1	HIGXQDJTUMSNNI-CBNMMGITSA-N	799.6091052		HMDB0009073	
BASm0037424	PGP(18:1(9Z)/22:1(13Z))	PGP(18:1(9Z)/22:1(13Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(18:1(9Z)/22:1(13Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of erucic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C46H88O13P2	InChI=1S/C46H88O13P2/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(49)59-44(42-58-61(53,54)57-40-43(47)39-56-60(50,51)52)41-55-45(48)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h17-19,23,43-44,47H,3-16,20-22,24-42H2,1-2H3,(H,53,54)(H2,50,51,52)/b19-17-,23-18-/t43-,44+/m0/s1	VZNACPYAYMTMQI-GPOIIOFESA-N	910.5700169			
BASm0037425	PG(18:1(9Z)/22:1(13Z))	PG(18:1(9Z)/22:1(13Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(18:1(9Z)/22:1(13Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of erucic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C46H87O10P	InChI=1S/C46H87O10P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-46(50)56-44(42-55-57(51,52)54-40-43(48)39-47)41-53-45(49)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h17-19,23,43-44,47-48H,3-16,20-22,24-42H2,1-2H3,(H,51,52)/b19-17-,23-18-/t43-,44+/m0/s1	SUTJYZPMFYOOQS-GPOIIOFESA-N	830.603686			
BASm0037426	DG(20:0/22:1(13Z)/0:0)	DG(20:0/22:1(13Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(20:0/22:1(13Z)/0:0), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of erucic acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the erucic acid moiety is derived from seed oils and avocados. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H]\C(CCCCCCCC)=C(/[H])CCCCCCCCCCCC(=O)O[C@@]([H])(CO)COC(=O)CCCCCCCCCCCCCCCCCCC	C45H86O5	InChI=1S/C45H86O5/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h17,19,43,46H,3-16,18,20-42H2,1-2H3/b19-17-/t43-/m0/s1	DSCILNRDAOLXET-URFWVIAFSA-N	706.6475259		HMDB0007377	
BASm0037427	PS(20:0/22:1(13Z))	PS(20:0/22:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(20:0/22:1(13Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of erucic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C48H92NO10P	InChI=1S/C48H92NO10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-47(51)59-44(42-57-60(54,55)58-43-45(49)48(52)53)41-56-46(50)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h17,19,44-45H,3-16,18,20-43,49H2,1-2H3,(H,52,53)(H,54,55)/b19-17-/t44-,45+/m1/s1	KFKPXFXFFZXABB-JNWCQEDRSA-N	873.6458852	18303	HMDB0112532	
BASm0037428	PE(20:0/22:1(13Z))	PE(20:0/22:1(13Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(20:0/22:1(13Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of erucic acid at the C-2 position. The arachidic acid moiety is derived from peanut oil, while the erucic acid moiety is derived from seed oils and avocados. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C47H92NO8P	InChI=1S/C47H92NO8P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-47(50)56-45(44-55-57(51,52)54-42-41-48)43-53-46(49)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h17,19,45H,3-16,18,20-44,48H2,1-2H3,(H,51,52)/b19-17-/t45-/m1/s1	IPSFWKSHCKHCIT-XMGJQEBSSA-N	829.6560554		HMDB0009238	
BASm0037429	PGP(20:0/22:1(13Z))	PGP(20:0/22:1(13Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(20:0/22:1(13Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of erucic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C48H94O13P2	InChI=1S/C48H94O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h17,19,45-46,49H,3-16,18,20-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b19-17-/t45-,46+/m0/s1	GKEASYWLQKLULP-BGJNLRDFSA-N	940.6169671			
BASm0037430	PG(20:0/22:1(13Z))	PG(20:0/22:1(13Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(20:0/22:1(13Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of erucic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C48H93O10P	InChI=1S/C48H93O10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h17,19,45-46,49-50H,3-16,18,20-44H2,1-2H3,(H,53,54)/b19-17-/t45-,46+/m0/s1	GEDPZIKEKCUMHG-BGJNLRDFSA-N	860.6506362			
BASm0037431	DG(20:1(11Z)/22:1(13Z)/0:0)	DG(20:1(11Z)/22:1(13Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(20:1(11Z)/22:1(13Z)/0:0), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of erucic acid at the C-2 position. The eicosenoic acid moiety is derived from vegetable oils and cod oils, while the erucic acid moiety is derived from seed oils and avocados. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H]\C(CCCCCCCC)=C(/[H])CCCCCCCCCCCC(=O)O[C@@]([H])(CO)COC(=O)CCCCCCCCC\C([H])=C(\[H])CCCCCCCC	C45H84O5	InChI=1S/C45H84O5/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h17-20,43,46H,3-16,21-42H2,1-2H3/b19-17-,20-18-/t43-/m0/s1	TXSPVVDGQJIPFG-ALXJKLDESA-N	704.6318758		HMDB0007406	
BASm0037432	PS(20:1(11Z)/22:1(13Z))	PS(20:1(11Z)/22:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(20:1(11Z)/22:1(13Z)), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of erucic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C48H90NO10P	InChI=1S/C48H90NO10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-47(51)59-44(42-57-60(54,55)58-43-45(49)48(52)53)41-56-46(50)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h17-20,44-45H,3-16,21-43,49H2,1-2H3,(H,52,53)(H,54,55)/b19-17-,20-18-/t44-,45+/m1/s1	UTLRUVLRAINUJP-ZQHRCYGPSA-N	871.6302351	18303	HMDB0112559	
BASm0037433	PE(20:1(11Z)/22:1(13Z))	PE(20:1(11Z)/22:1(13Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(20:1(11Z)/22:1(13Z)), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of erucic acid at the C-2 position. The eicosenoic acid moiety is derived from vegetable oils and cod oils, while the erucic acid moiety is derived from seed oils and avocados. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C47H90NO8P	InChI=1S/C47H90NO8P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-47(50)56-45(44-55-57(51,52)54-42-41-48)43-53-46(49)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h17-20,45H,3-16,21-44,48H2,1-2H3,(H,51,52)/b19-17-,20-18-/t45-/m1/s1	KAISOVOBKYEPAC-BVVJDWBDSA-N	827.6404054		HMDB0009271	
BASm0037434	PGP(20:1(11Z)/22:1(13Z))	PGP(20:1(11Z)/22:1(13Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(20:1(11Z)/22:1(13Z)), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of erucic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C48H92O13P2	InChI=1S/C48H92O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h17-20,45-46,49H,3-16,21-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b19-17-,20-18-/t45-,46+/m0/s1	DYRGMEPZEARAKM-VEELSJHVSA-N	938.601317			
BASm0037435	PG(20:1(11Z)/22:1(13Z))	PG(20:1(11Z)/22:1(13Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(20:1(11Z)/22:1(13Z)), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of erucic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C48H91O10P	InChI=1S/C48H91O10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h17-20,45-46,49-50H,3-16,21-44H2,1-2H3,(H,53,54)/b19-17-,20-18-/t45-,46+/m0/s1	YEPZKTOMHBKHDA-VEELSJHVSA-N	858.6349861			
BASm0037436	DG(20:1(13Z)/22:1(13Z)/0:0)	Diglycerides (DGs) are also known as diacylglycerols or diacylglycerides, meaning that they are glycerides consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. DG(20:1(13Z)/22:1(13Z)/0:0), in particular, consists of one chain of paullinic acid at the C-1 position and one chain of erucic acid at the C-2 position. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Diacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections.			[H][C@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C45H84O5	InChI=1S/C45H84O5/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h14,16-17,19,43,46H,3-13,15,18,20-42H2,1-2H3/b16-14-,19-17-/t43-/m0/s1	YVOPULQGXWAFRQ-GHJNHKDUSA-N	704.6318758			
BASm0037437	PS(20:1(13Z)/22:1(13Z))	PS(20:1(13Z)/22:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(20:1(13Z)/22:1(13Z)), in particular, consists of one chain of paullinic acid at the C-1 position and one chain of erucic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C48H90NO10P	InChI=1S/C48H90NO10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-47(51)59-44(42-57-60(54,55)58-43-45(49)48(52)53)41-56-46(50)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h14,16-17,19,44-45H,3-13,15,18,20-43,49H2,1-2H3,(H,52,53)(H,54,55)/b16-14-,19-17-/t44-,45+/m1/s1	UPOTTWQPRYJYFH-CTMSDWBOSA-N	871.6302351			
BASm0037438	PE(20:1(13Z)/22:1(13Z))	PE(20:1(13Z)/22:1(13Z)) is a phosphatidylethanolamine (PE). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(20:1(13Z)/22:1(13Z)), in particular, consists of one chain of paullinic acid at the C-1 position and one chain of erucic acid at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells as well as being involved in metabolism and signaling. The fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH.			[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C47H90NO8P	InChI=1S/C47H90NO8P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-47(50)56-45(44-55-57(51,52)54-42-41-48)43-53-46(49)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h14,16-17,19,45H,3-13,15,18,20-44,48H2,1-2H3,(H,51,52)/b16-14-,19-17-/t45-/m1/s1	AUYFKCYQMAWLJH-WXXVOXPVSA-N	827.6404059			
BASm0037439	PGP(20:1(13Z)/22:1(13Z))	PGP(20:1(13Z)/22:1(13Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(20:1(13Z)/22:1(13Z)), in particular, consists of one chain of paullinic acid at the C-1 position and one chain of erucic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C48H92O13P2	InChI=1S/C48H92O13P2/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-48(51)61-46(44-60-63(55,56)59-42-45(49)41-58-62(52,53)54)43-57-47(50)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h14,16-17,19,45-46,49H,3-13,15,18,20-44H2,1-2H3,(H,55,56)(H2,52,53,54)/b16-14-,19-17-/t45-,46+/m0/s1	FGFYHXNJDQJETG-NILIZZGSSA-N	938.601317			
BASm0037440	PG(20:1(13Z)/22:1(13Z))	PG(20:1(13Z)/22:1(13Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(20:1(13Z)/22:1(13Z)), in particular, consists of one chain of paullinic acid at the C-1 position and one chain of erucic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C48H91O10P	InChI=1S/C48H91O10P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-48(52)58-46(44-57-59(53,54)56-42-45(50)41-49)43-55-47(51)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h14,16-17,19,45-46,49-50H,3-13,15,18,20-44H2,1-2H3,(H,53,54)/b16-14-,19-17-/t45-,46+/m0/s1	OVJYJXISGBWGHB-NILIZZGSSA-N	858.6349861			
BASm0037441	DG(22:0/22:1(13Z)/0:0)	DG(22:0/22:1(13Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(22:0/22:1(13Z)/0:0), in particular, consists of one chain of behenic acid at the C-1 position and one chain of erucic acid at the C-2 position. The behenic acid moiety is derived from groundnut oil, while the erucic acid moiety is derived from seed oils and avocados. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C47H90O5	InChI=1S/C47H90O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-46(49)51-44-45(43-48)52-47(50)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20,45,48H,3-17,19,21-44H2,1-2H3/b20-18-/t45-/m0/s1	NKSDJABUVNERTD-YNNWIYJUSA-N	734.678826		HMDB0007609	
BASm0037442	PS(22:0/22:1(13Z))	PS(22:0/22:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(22:0/22:1(13Z)), in particular, consists of one chain of behenic acid at the C-1 position and one chain of erucic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C50H96NO10P	InChI=1S/C50H96NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-48(52)58-43-46(44-59-62(56,57)60-45-47(51)50(54)55)61-49(53)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20,46-47H,3-17,19,21-45,51H2,1-2H3,(H,54,55)(H,56,57)/b20-18-/t46-,47+/m1/s1	WXVRZAWASVITTA-DGSAXPQISA-N	901.6771853	18303	HMDB0112728	
BASm0037443	PE(22:0/22:1(13Z))	PE(22:0/22:1(13Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(22:0/22:1(13Z)), in particular, consists of one chain of behenic acid at the C-1 position and one chain of erucic acid at the C-2 position. The behenic acid moiety is derived from groundnut oil, while the erucic acid moiety is derived from seed oils and avocados. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C49H96NO8P	InChI=1S/C49H96NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-48(51)55-45-47(46-57-59(53,54)56-44-43-50)58-49(52)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20,47H,3-17,19,21-46,50H2,1-2H3,(H,53,54)/b20-18-/t47-/m1/s1	GOJWYKURRHSWDJ-KDNXRFBZSA-N	857.6873556		HMDB0009502	
BASm0037444	PGP(22:0/22:1(13Z))	PGP(22:0/22:1(13Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(22:0/22:1(13Z)), in particular, consists of one chain of behenic acid at the C-1 position and one chain of erucic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C50H98O13P2	InChI=1S/C50H98O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-49(52)59-45-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)63-50(53)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20,47-48,51H,3-17,19,21-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b20-18-/t47-,48+/m0/s1	SWMDIQMRFXZTRW-RGYIVHOGSA-N	968.6482672			
BASm0037445	PG(22:0/22:1(13Z))	PG(22:0/22:1(13Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(22:0/22:1(13Z)), in particular, consists of one chain of behenic acid at the C-1 position and one chain of erucic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C50H97O10P	InChI=1S/C50H97O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-49(53)57-45-48(46-59-61(55,56)58-44-47(52)43-51)60-50(54)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20,47-48,51-52H,3-17,19,21-46H2,1-2H3,(H,55,56)/b20-18-/t47-,48+/m0/s1	SCVVKTTXHFKNLI-RGYIVHOGSA-N	888.6819363			
BASm0037446	DG(22:1(13Z)/22:1(13Z)/0:0)	DG(22:1(13Z)/22:1(13Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(22:1(13Z)/22:1(13Z)/0:0), in particular, consists of two chains of erucic acid at the C-1 and C-2 positions. The erucic acid moieties are derived from seed oils and avocados. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C47H88O5	InChI=1S/C47H88O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-46(49)51-44-45(43-48)52-47(50)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,45,48H,3-16,21-44H2,1-2H3/b19-17-,20-18-/t45-/m0/s1	FZERQYTVWAKJPN-DZSRQPACSA-N	732.6631759		HMDB0007638	
BASm0037447	PS(22:1(13Z)/22:1(13Z))	PS(22:1(13Z)/22:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(22:1(13Z)/22:1(13Z)), in particular, consists of one chain of erucic acid at the C-1 position and one chain of erucic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)C(O)=O	C50H94NO10P	InChI=1S/C50H94NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-48(52)58-43-46(44-59-62(56,57)60-45-47(51)50(54)55)61-49(53)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,46-47H,3-16,21-45,51H2,1-2H3,(H,54,55)(H,56,57)/b19-17-,20-18-/t46-,47+/m1/s1	CDSNLLWRUZIGDZ-HTBRLBQXSA-N	899.6615352	18303	HMDB0112755	
BASm0037448	PE(22:1(13Z)/22:1(13Z))	PE(22:1(13Z)/22:1(13Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(22:1(13Z)/22:1(13Z)), in particular, consists of two chains of erucic acid at the C-1 and C-2 positions. The erucic acid moieties are derived from seed oils and avocados. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C49H94NO8P	InChI=1S/C49H94NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-48(51)55-45-47(46-57-59(53,54)56-44-43-50)58-49(52)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,47H,3-16,21-46,50H2,1-2H3,(H,53,54)/b19-17-,20-18-/t47-/m1/s1	VBZSMBBOZFITID-FRWASNMLSA-N	855.6717055		HMDB0009535	
BASm0037449	PGP(22:1(13Z)/22:1(13Z))	PGP(22:1(13Z)/22:1(13Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(22:1(13Z)/22:1(13Z)), in particular, consists of one chain of erucic acid at the C-1 position and one chain of erucic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C50H96O13P2	InChI=1S/C50H96O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-49(52)59-45-48(46-62-65(57,58)61-44-47(51)43-60-64(54,55)56)63-50(53)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,47-48,51H,3-16,21-46H2,1-2H3,(H,57,58)(H2,54,55,56)/b19-17-,20-18-/t47-,48+/m0/s1	BFUUHSWSFOEQRD-KONBBSFUSA-N	966.6326171			
BASm0037450	PG(22:1(13Z)/22:1(13Z))	PG(22:1(13Z)/22:1(13Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(22:1(13Z)/22:1(13Z)), in particular, consists of one chain of erucic acid at the C-1 position and one chain of erucic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC	C50H95O10P	InChI=1S/C50H95O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-49(53)57-45-48(46-59-61(55,56)58-44-47(52)43-51)60-50(54)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,47-48,51-52H,3-16,21-46H2,1-2H3,(H,55,56)/b19-17-,20-18-/t47-,48+/m0/s1	JYJIYAOIKUDVPZ-KONBBSFUSA-N	886.6662863			
BASm0037451	DG(22:1(13Z)/22:1(9Z)/0:0)	DG(22:1(13Z)/22:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(13Z)/22:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C47H88O5		VLOYGRPPPVGLCO-BGCVQVOMSA-N	732.6631759			
BASm0037452	PS(22:1(13Z)/22:1(9Z))	PS(22:1(13Z)/22:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(13Z)/22:1(9Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C50H94NO10P		HPGIMHDVSSTFSZ-WKTBOENRSA-N	899.6615352			
BASm0037453	PE(22:1(13Z)/22:1(9Z))	PE(22:1(13Z)/22:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(13Z)/22:1(9Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and  one 9Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C49H94NO8P		PFWYSXSRWAMEJO-UDHQPVOMSA-N	855.671706			
BASm0037454	PGP(22:1(13Z)/22:1(9Z))	PGP(22:1(13Z)/22:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(13Z)/22:1(9Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C50H96O13P2		DNHFSDOGDDUSGQ-ACCQLTAUSA-N	966.6326171			
BASm0037455	PG(22:1(13Z)/22:1(9Z))	PG(22:1(13Z)/22:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(13Z)/22:1(9Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one 9Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C50H95O10P		KCFAVSASRRDJLF-ACCQLTAUSA-N	886.6662863			
BASm0037456	DG(22:1(13Z)/23:1(11Z)/0:0)	DG(22:1(13Z)/23:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(13Z)/23:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C48H90O5		YIOSCAYWCJXPJD-NOMQUZDCSA-N	746.678826			
BASm0037457	PS(22:1(13Z)/23:1(11Z))	PS(22:1(13Z)/23:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(13Z)/23:1(11Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C51H96NO10P		UPBJXUPVHFFBTH-YCBGSBRVSA-N	913.6771853			
BASm0037458	PE(22:1(13Z)/23:1(11Z))	PE(22:1(13Z)/23:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(13Z)/23:1(11Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and  one 11Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C50H96NO8P		CJUQEAJDAYTPCE-RQUHVYCHSA-N	869.6873561			
BASm0037459	PGP(22:1(13Z)/23:1(11Z))	PGP(22:1(13Z)/23:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(13Z)/23:1(11Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C51H98O13P2		GXWKUJNJPXMYAZ-ZXQXHLNGSA-N	980.6482672			
BASm0037460	PG(22:1(13Z)/23:1(11Z))	PG(22:1(13Z)/23:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(13Z)/23:1(11Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one 11Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C51H97O10P		CHISOLONRXXFGK-ZXQXHLNGSA-N	900.6819363			
BASm0037461	DG(22:1(13Z)/23:1(9Z)/0:0)	DG(22:1(13Z)/23:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(13Z)/23:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C48H90O5		ALCWKASDPMNXPI-OSDPZVCTSA-N	746.678826			
BASm0037462	PS(22:1(13Z)/23:1(9Z))	PS(22:1(13Z)/23:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(13Z)/23:1(9Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C51H96NO10P		LVASNOXRKCRVPN-DXSDAXKDSA-N	913.6771853			
BASm0037463	PE(22:1(13Z)/23:1(9Z))	PE(22:1(13Z)/23:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(13Z)/23:1(9Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and  one 9Z-tricosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C50H96NO8P		HHLVSQTYHHRUDF-GLKXARPUSA-N	869.6873561			
BASm0037464	PGP(22:1(13Z)/23:1(9Z))	PGP(22:1(13Z)/23:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(13Z)/23:1(9Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C51H98O13P2		IRMQUVSIUVJPEA-KMTRPBMRSA-N	980.6482672			
BASm0037465	PG(22:1(13Z)/23:1(9Z))	PG(22:1(13Z)/23:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(13Z)/23:1(9Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one 9Z-tricosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C51H97O10P		QPAJHUGZAYFMLO-KMTRPBMRSA-N	900.6819363			
BASm0037466	DG(22:1(13Z)/24:0/0:0)	DG(22:1(13Z)/24:0/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(22:1(13Z)/24:0/0:0), in particular, consists of one chain of erucic acid at the C-1 position and one chain of lignoceric acid at the C-2 position. The erucic acid moiety is derived from seed oils and avocados, while the lignoceric acid moiety is derived from groundnut oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.			[H][C@](CO)(COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C49H94O5	InChI=1S/C49H94O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h18,20,47,50H,3-17,19,21-46H2,1-2H3/b20-18-/t47-/m0/s1	ILXJLKSBHWRFDT-ANOXUIHHSA-N	762.7101261		HMDB0007644	
BASm0037467	PS(22:1(13Z)/24:0)	PS(22:1(13Z)/24:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(22:1(13Z)/24:0), in particular, consists of one chain of erucic acid at the C-1 position and one chain of lignoceric acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)C(O)=O	C52H100NO10P	InChI=1S/C52H100NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-51(55)63-48(46-61-64(58,59)62-47-49(53)52(56)57)45-60-50(54)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h18,20,48-49H,3-17,19,21-47,53H2,1-2H3,(H,56,57)(H,58,59)/b20-18-/t48-,49+/m1/s1	ZJTAJMPUOAAZRP-GNMLRBFGSA-N	929.7084854	18303	HMDB0112759	
BASm0037468	PE(22:1(13Z)/24:0)	PE(22:1(13Z)/24:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(22:1(13Z)/24:0), in particular, consists of one chain of erucic acid at the C-1 position and one chain of lignoceric acid at the C-2 position. The erucic acid moiety is derived from seed oils and avocados, while the lignoceric acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C51H100NO8P	InChI=1S/C51H100NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-51(54)60-49(48-59-61(55,56)58-46-45-52)47-57-50(53)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h18,20,49H,3-17,19,21-48,52H2,1-2H3,(H,55,56)/b20-18-/t49-/m1/s1	XUVNEPPLNMUQEZ-WXNGPCRQSA-N	885.7186557		HMDB0009541	
BASm0037469	PGP(22:1(13Z)/24:0)	PGP(22:1(13Z)/24:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(13Z)/24:0), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C52H102O13P2		RCTYEZADUDFTHI-DGFAMXQASA-N	996.6795673			
BASm0037470	PG(22:1(13Z)/24:0)	PG(22:1(13Z)/24:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(13Z)/24:0), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one tetracosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C52H101O10P		AZOXOQVWQVNYMZ-DGFAMXQASA-N	916.7132365			
BASm0037471	DG(22:1(13Z)/24:1(11Z)/0:0)	DG(22:1(13Z)/24:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(13Z)/24:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C49H92O5		DBIGQMSVDJCLKJ-YFXUXFDNSA-N	760.6944761			
BASm0037472	PS(22:1(13Z)/24:1(11Z))	PS(22:1(13Z)/24:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(13Z)/24:1(11Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C52H98NO10P		FWEKOJIKMAAMGN-CIFVMSLASA-N	927.6928354			
BASm0037473	PE(22:1(13Z)/24:1(11Z))	PE(22:1(13Z)/24:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(13Z)/24:1(11Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and  one 11Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C51H98NO8P		VUPLYXADSUFINB-YLUYLXFWSA-N	883.7030061			
BASm0037474	PGP(22:1(13Z)/24:1(11Z))	PGP(22:1(13Z)/24:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(13Z)/24:1(11Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C52H100O13P2		RRCZWMVNJKBFFX-VRJSKTNESA-N	994.6639173			
BASm0037475	PG(22:1(13Z)/24:1(11Z))	PG(22:1(13Z)/24:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(13Z)/24:1(11Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one 11Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C52H99O10P		ANEZKFVZCXVHTM-VRJSKTNESA-N	914.6975864			
BASm0037476	DG(22:1(13Z)/24:1(9Z)/0:0)	DG(22:1(13Z)/24:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(13Z)/24:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C49H92O5		AIWDJTIYNFMTFE-ZNQYVISLSA-N	760.6944761			
BASm0037477	PS(22:1(13Z)/24:1(9Z))	PS(22:1(13Z)/24:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(13Z)/24:1(9Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C52H98NO10P		CVHXADMLXRJBJD-RMFWONDMSA-N	927.6928354			
BASm0037478	PE(22:1(13Z)/24:1(9Z))	PE(22:1(13Z)/24:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(13Z)/24:1(9Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and  one 9Z-tetracosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C51H98NO8P		HNJGTZTZQDKBLH-GXKLUDQVSA-N	883.7030061			
BASm0037479	PGP(22:1(13Z)/24:1(9Z))	PGP(22:1(13Z)/24:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(13Z)/24:1(9Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C52H100O13P2		DHJHBOIMNTVTIM-NXTMSLHHSA-N	994.6639173			
BASm0037480	PG(22:1(13Z)/24:1(9Z))	PG(22:1(13Z)/24:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(13Z)/24:1(9Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one 9Z-tetracosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C52H99O10P		SAJKBBUTRAZJKH-NXTMSLHHSA-N	914.6975864			
BASm0037481	DG(22:1(13Z)/25:0/0:0)	DG(22:1(13Z)/25:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(13Z)/25:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C50H96O5		ZLGTUUKKZYLMBN-RYUGPUKPSA-N	776.7257762			
BASm0037482	PS(22:1(13Z)/25:0)	PS(22:1(13Z)/25:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(13Z)/25:0), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and  one pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C53H102NO10P		HJKWAGQSRHMGMU-WNZQAUMSSA-N	943.7241355			
BASm0037483	PE(22:1(13Z)/25:0)	PE(22:1(13Z)/25:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(13Z)/25:0), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and  one pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C52H102NO8P		CRXDIXONICOSKH-VYRQBNPTSA-N	899.7343062			
BASm0037484	PGP(22:1(13Z)/25:0)	PGP(22:1(13Z)/25:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(13Z)/25:0), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C53H104O13P2		LNHJRZCCQQCOQL-YWAGUNEHSA-N	1010.695217			
BASm0037485	PG(22:1(13Z)/25:0)	PG(22:1(13Z)/25:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(13Z)/25:0), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C53H103O10P		AIXXNWDLKVJPDE-YWAGUNEHSA-N	930.7288865			
BASm0037486	DG(22:1(13Z)/25:1(11Z)/0:0)	DG(22:1(13Z)/25:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(13Z)/25:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C50H94O5		XEKOOUXCXVYOLG-ZJXUIPHSSA-N	774.7101261			
BASm0037487	PS(22:1(13Z)/25:1(11Z))	PS(22:1(13Z)/25:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(13Z)/25:1(11Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C53H100NO10P		WZRVLWRNWFOPBI-FJZCFLEXSA-N	941.7084854			
BASm0037488	PE(22:1(13Z)/25:1(11Z))	PE(22:1(13Z)/25:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(13Z)/25:1(11Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and  one 11Z-pentacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C52H100NO8P		LUWIIUXVXUSPIR-LXEZRNBTSA-N	897.7186562			
BASm0037489	PGP(22:1(13Z)/25:1(11Z))	PGP(22:1(13Z)/25:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(13Z)/25:1(11Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C53H102O13P2		WASKBGTUBLFORJ-LXKOWIBBSA-N	1008.679567			
BASm0037490	PG(22:1(13Z)/25:1(11Z))	PG(22:1(13Z)/25:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(13Z)/25:1(11Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one 11Z-pentacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C53H101O10P		PMHGAUONNSUDHT-LXKOWIBBSA-N	928.7132365			
BASm0037491	DG(22:1(13Z)/25:1(9Z)/0:0)	DG(22:1(13Z)/25:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(13Z)/25:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C50H94O5		IBJKJIKERIKZSL-CTRNJGPSSA-N	774.7101261			
BASm0037492	PS(22:1(13Z)/25:1(9Z))	PS(22:1(13Z)/25:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(13Z)/25:1(9Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C53H100NO10P		CIEBPFFWXLXGHU-QVFCOTDUSA-N	941.7084854			
BASm0037493	PE(22:1(13Z)/25:1(9Z))	PE(22:1(13Z)/25:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(13Z)/25:1(9Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and  one 9Z-pentacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C52H100NO8P		DUARMRJYXZJWOA-HZVBHRFRSA-N	897.7186562			
BASm0037494	PGP(22:1(13Z)/25:1(9Z))	PGP(22:1(13Z)/25:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(13Z)/25:1(9Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C53H102O13P2		BACQJPWFVGKREK-DGQIAMPBSA-N	1008.679567			
BASm0037495	PG(22:1(13Z)/25:1(9Z))	PG(22:1(13Z)/25:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(13Z)/25:1(9Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one 9Z-pentacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C53H101O10P		LXIBVPKYABFTOR-DGQIAMPBSA-N	928.7132365			
BASm0037496	DG(22:1(13Z)/26:0/0:0)	DG(22:1(13Z)/26:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(13Z)/26:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C51H98O5		CAYDZZARSSYNPA-VAACDTGZSA-N	790.7414263			
BASm0037497	PS(22:1(13Z)/26:0)	PS(22:1(13Z)/26:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(13Z)/26:0), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and  one hexacosanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C54H104NO10P		FDQYUSPDCFNFTJ-RFWZIJDMSA-N	957.7397856			
BASm0037498	PE(22:1(13Z)/26:0)	PE(22:1(13Z)/26:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(13Z)/26:0), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and  one hexacosanoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C53H104NO8P		PXWCKGZEQGIULA-PVKRUZGSSA-N	913.7499563			
BASm0037499	PGP(22:1(13Z)/26:0)	PGP(22:1(13Z)/26:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(13Z)/26:0), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C54H106O13P2		AHYNACTVENCVOU-KSDICYOZSA-N	1024.710867			
BASm0037500	PG(22:1(13Z)/26:0)	PG(22:1(13Z)/26:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(13Z)/26:0), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one hexacosanoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C54H105O10P		WTDSGAKGEAUEPW-KSDICYOZSA-N	944.7445366			
BASm0037501	DG(22:1(13Z)/26:1(11Z)/0:0)	DG(22:1(13Z)/26:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(13Z)/26:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C51H96O5		MAVLDOIGCQMZLA-JOISVWOXSA-N	788.7257762			
BASm0037502	PS(22:1(13Z)/26:1(11Z))	PS(22:1(13Z)/26:1(11Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(13Z)/26:1(11Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C54H102NO10P		KATDPFANLPAJAG-QBAZULMBSA-N	955.7241355			
BASm0037503	PE(22:1(13Z)/26:1(11Z))	PE(22:1(13Z)/26:1(11Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(13Z)/26:1(11Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and  one 11Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C53H102NO8P		MRLTZZAIHWFJBG-IKFFIDFMSA-N	911.7343062			
BASm0037504	PGP(22:1(13Z)/26:1(11Z))	PGP(22:1(13Z)/26:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(13Z)/26:1(11Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C54H104O13P2		MPWUPYVPESYPJZ-ZXAUMYKNSA-N	1022.695217			
BASm0037505	PG(22:1(13Z)/26:1(11Z))	PG(22:1(13Z)/26:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(13Z)/26:1(11Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one 11Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C54H103O10P		NEZROGVLAQEOAI-ZXAUMYKNSA-N	942.7288865			
BASm0037506	DG(22:1(13Z)/26:1(9Z)/0:0)	DG(22:1(13Z)/26:1(9Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(13Z)/26:1(9Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C51H96O5		GSUWJDRLOZWHST-IKHCDXPSSA-N	788.7257762			
BASm0037507	PS(22:1(13Z)/26:1(9Z))	PS(22:1(13Z)/26:1(9Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(13Z)/26:1(9Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C54H102NO10P		JLONRMVSYMBACD-KZSOWXMCSA-N	955.7241355			
BASm0037508	PE(22:1(13Z)/26:1(9Z))	PE(22:1(13Z)/26:1(9Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(13Z)/26:1(9Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and  one 9Z-hexacosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C53H102NO8P		NATVZGPFVWJLQE-GBUGVNBOSA-N	911.7343062			
BASm0037509	PGP(22:1(13Z)/26:1(9Z))	PGP(22:1(13Z)/26:1(9Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(13Z)/26:1(9Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C54H104O13P2		FLNTXNZFVDBFCA-INHRMCDASA-N	1022.695217			
BASm0037510	PG(22:1(13Z)/26:1(9Z))	PG(22:1(13Z)/26:1(9Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(13Z)/26:1(9Z)), in particular, consists of one 13Z-docosenoyl chain  to the C-1 atom, and one 9Z-hexacosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C54H103O10P		GPBXXFISHGOQKX-INHRMCDASA-N	942.7288865			
BASm0037511	DG(22:1(9Z)/22:1(13Z)/0:0)	DG(22:1(9Z)/22:1(13Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(22:1(9Z)/22:1(13Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.				C47H88O5		OMASKEOTTQCHLT-SRGFXUCCSA-N	732.6631759			
BASm0037512	PS(22:1(9Z)/22:1(13Z))	PS(22:1(9Z)/22:1(13Z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(22:1(9Z)/22:1(13Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and  one 13Z-docosenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C50H94NO10P		TXOULPISLSQYNK-HLGFEAMRSA-N	899.6615352			
BASm0037513	PE(22:1(9Z)/22:1(13Z))	PE(22:1(9Z)/22:1(13Z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(22:1(9Z)/22:1(13Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and  one 13Z-docosenoyl  to the C-2 atom.  While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C49H94NO8P		IJMKRWBUZINTTC-FQXHXCAOSA-N	855.671706			
BASm0037514	PGP(22:1(9Z)/22:1(13Z))	PGP(22:1(9Z)/22:1(13Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(22:1(9Z)/22:1(13Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one 13Z-docosenoyl  to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C50H96O13P2		OEDJKCCUQWMSFA-PQOKCVHTSA-N	966.6326171			
BASm0037515	PG(22:1(9Z)/22:1(13Z))	PG(22:1(9Z)/22:1(13Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(22:1(9Z)/22:1(13Z)), in particular, consists of one 9Z-docosenoyl chain  to the C-1 atom, and one 13Z-docosenoyl  to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C50H95O10P		RMTRLVOAEGNKME-PQOKCVHTSA-N	886.6662863			
BASm0037516	Cyclopropylpentanoyl-CoA					C27H40N7O17P3S		OGYWMKHKKUDQFZ-CJWUWUFVSA-J	859.1436193			
BASm0037517	DG(16:0/19:0cycw8/0:0)	(2S)-2-{[9-(2-heptylcyclopropyl)nonanoyl]oxy}-3-hydroxypropyl hexadecanoate is considered to be a practically insoluble (in water) and relatively neutral molecule. DG(16:0/19:0CYCW8C/0:0) has the chemical formula C38H72O5, and an average molecular weight of 608.989. DG(16:0/19:0CYCW8C/0:0) is involved in the Phospholipid Biosynthesis CL(16:0/18:1(9Z)/16:0/19:0cycv8c) Pathway.			[H][C@](CO)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC1CC1CCCCCCC	C38H72O5	InChI=1S/C38H72O5/c1-3-5-7-9-10-11-12-13-14-15-16-21-25-29-37(40)42-33-36(32-39)43-38(41)30-26-22-18-17-20-24-28-35-31-34(35)27-23-19-8-6-4-2/h34-36,39H,3-33H2,1-2H3/t34?,35?,36-/m0/s1	MAKBYIFDJDCIPK-ONHAVXAHSA-N	608.5379754			
BASm0037518	PG(16:0/19:0cycw8)	[(2S)-2,3-Dihydroxypropoxy][(2R)-3-(hexadecanoyloxy)-2-{[8-(2-nonylcyclopropyl)octanoyl]oxy}propoxy]phosphinic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PG(16:0/19:0CYCW8C) has the chemical formula C42H81O10P, and an average molecular weight of 777.074. PG(16:0/19:0CYCW8C) is involved in multiple pathways, some of which are Phospholipid Biosynthesis CL(16:0/19:0cycv8c/17:0cycw7c/17:0cycw7c) Pathway, Phospholipid Biosynthesis CL(19:0cycv8c/16:0/14:0/19:0cycv8c) Pathway, Phospholipid Biosynthesis CL(19:0cycv8c/16:0/14:0/14:0) Pathway, and Phospholipid Biosynthesis CL(16:0/17:0cycw7c/19:0cycv8c/17:0cycw7c) Pathway.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC1([H])CC1([H])CCCCCCCCC	C42H81O10P	InChI=1S/C42H81O10P/c1-3-5-7-9-11-12-13-14-15-16-18-22-26-30-41(45)49-35-40(36-51-53(47,48)50-34-39(44)33-43)52-42(46)31-27-23-19-21-25-29-38-32-37(38)28-24-20-17-10-8-6-4-2/h37-40,43-44H,3-36H2,1-2H3,(H,47,48)/t37?,38?,39-,40+/m0/s1	YIDOUQOCUFCDMR-UXYHKRDYSA-N	776.5567358	17517		
BASm0037519	DG(17:0cycw7/15:0cyclo/0:0)	DG(17:0cycw7/15:0cyclo/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(17:0cycw7/15:0cyclo/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.			[H][C@](CO)(COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCC1CC1CCCC	C35H64O5	InChI=1S/C35H64O5/c1-3-5-7-14-20-31-26-32(31)22-16-10-8-12-17-23-34(37)39-28-33(27-36)40-35(38)24-18-13-9-11-15-21-30-25-29(30)19-6-4-2/h29-33,36H,3-28H2,1-2H3/t29?,30?,31?,32?,33-/m0/s1	MXELHPZZXYGIHD-HUFZRYMBSA-N	564.4753752			
BASm0037520	CDP-DG(17:0cycw7/15:0cyclo)	CDP-DG(17:0cycw7/15:0cyclo) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(17:0cycw7/15:0cyclo), in particular, consists of two heptadec-9-10-cyclo-anoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(17:0cycw7/15:0cyclo) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.			CCCCCCC1CC2CCCCCCCC(=O)OC[C@@H]3COP(O)(=O)OP(O)(=O)OC[C@@H](O[C@H]2N2C=CC(N)=NC2=O)[C@@H](O)[C@@H](O)C(CCCC)CC1CCCCCCCC(=O)O3	C44H77N3O15P2	InChI=1S/C44H77N3O15P2/c1-3-5-7-14-20-33-28-35-22-16-11-9-12-17-23-39(48)57-29-36-30-58-63(53,54)62-64(55,56)59-31-37(61-43(35)47-26-25-38(45)46-44(47)52)42(51)41(50)34(19-6-4-2)27-32(33)21-15-10-8-13-18-24-40(49)60-36/h25-26,32-37,41-43,50-51H,3-24,27-31H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/t32?,33?,34?,35?,36-,37-,41+,42-,43-/m1/s1	NIPGKHUAGQZQHC-QWIQQBLCSA-N	949.4829928			
BASm0037521	PGP(10:0/14:1(11Z))	PGP(10:0/14:1(11Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(10:0/14:1(11Z)), in particular, consists of one chain of capric acid at the C-1 position and one chain of (11Z)-tetradecenoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C30H58O13P2	InChI=1S/C30H58O13P2/c1-3-5-7-9-11-12-13-14-16-18-20-22-30(33)43-28(25-39-29(32)21-19-17-15-10-8-6-4-2)26-42-45(37,38)41-24-27(31)23-40-44(34,35)36/h5,7,27-28,31H,3-4,6,8-26H2,1-2H3,(H,37,38)(H2,34,35,36)/b7-5-/t27-,28+/m0/s1	QTEQSMGISUUHNQ-YQBJZCLQSA-N	688.3352659	37393		
BASm0037522	PG(10:0/14:1(11Z))	PG(10:0/14:1(11Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(10:0/14:1(11Z)), in particular, consists of one chain of capric acid at the C-1 position and one chain of (11Z)-tetradecenoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CC	C30H57O10P	InChI=1S/C30H57O10P/c1-3-5-7-9-11-12-13-14-16-18-20-22-30(34)40-28(26-39-41(35,36)38-24-27(32)23-31)25-37-29(33)21-19-17-15-10-8-6-4-2/h5,7,27-28,31-32H,3-4,6,8-26H2,1-2H3,(H,35,36)/b7-5-/t27-,28+/m0/s1	XBSOEBYPVIJXHK-YQBJZCLQSA-N	608.368935			
BASm0037523	PGP(10:0/14:1(9Z))	PGP(10:0/14:1(9Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(10:0/14:1(9Z)), in particular, consists of one chain of capric acid at the C-1 position and one chain of myristoleic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C30H58O13P2	InChI=1S/C30H58O13P2/c1-3-5-7-9-11-12-13-14-16-18-20-22-30(33)43-28(25-39-29(32)21-19-17-15-10-8-6-4-2)26-42-45(37,38)41-24-27(31)23-40-44(34,35)36/h9,11,27-28,31H,3-8,10,12-26H2,1-2H3,(H,37,38)(H2,34,35,36)/b11-9-/t27-,28+/m0/s1	ZKUSMINRXXFRFI-BZOCOLIVSA-N	688.3352659	37393		
BASm0037524	PG(10:0/14:1(9Z))	PG(10:0/14:1(9Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(10:0/14:1(9Z)), in particular, consists of one chain of capric acid at the C-1 position and one chain of myristoleic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCC	C30H57O10P	InChI=1S/C30H57O10P/c1-3-5-7-9-11-12-13-14-16-18-20-22-30(34)40-28(26-39-41(35,36)38-24-27(32)23-31)25-37-29(33)21-19-17-15-10-8-6-4-2/h9,11,27-28,31-32H,3-8,10,12-26H2,1-2H3,(H,35,36)/b11-9-/t27-,28+/m0/s1	BEZNVPNZABFNFY-BZOCOLIVSA-N	608.368935			
BASm0037525	PGP(10:0/15:1(11Z))	PGP(10:0/15:1(11Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(10:0/15:1(11Z)), in particular, consists of one chain of capric acid at the C-1 position and one chain of (11Z)-pentadecenoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C31H60O13P2	InChI=1S/C31H60O13P2/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-31(34)44-29(26-40-30(33)22-20-18-16-10-8-6-4-2)27-43-46(38,39)42-25-28(32)24-41-45(35,36)37/h7,9,28-29,32H,3-6,8,10-27H2,1-2H3,(H,38,39)(H2,35,36,37)/b9-7-/t28-,29+/m0/s1	QHLYHAHOSCURIH-WDWAZNEPSA-N	702.350916	37393		
BASm0037526	PG(10:0/15:1(11Z))	PG(10:0/15:1(11Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(10:0/15:1(11Z)), in particular, consists of one chain of capric acid at the C-1 position and one chain of (11Z)-pentadecenoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC	C31H59O10P	InChI=1S/C31H59O10P/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-31(35)41-29(27-40-42(36,37)39-25-28(33)24-32)26-38-30(34)22-20-18-16-10-8-6-4-2/h7,9,28-29,32-33H,3-6,8,10-27H2,1-2H3,(H,36,37)/b9-7-/t28-,29+/m0/s1	FJFNYMXFBIVOGT-WDWAZNEPSA-N	622.3845851			
BASm0037527	PGP(10:0/15:1(9Z))	PGP(10:0/15:1(9Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(10:0/15:1(9Z)), in particular, consists of one chain of capric acid at the C-1 position and one chain of (9Z)-pentadecenoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C31H60O13P2	InChI=1S/C31H60O13P2/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-31(34)44-29(26-40-30(33)22-20-18-16-10-8-6-4-2)27-43-46(38,39)42-25-28(32)24-41-45(35,36)37/h11-12,28-29,32H,3-10,13-27H2,1-2H3,(H,38,39)(H2,35,36,37)/b12-11-/t28-,29+/m0/s1	YLXBEIINYPXPGX-WZKLYENHSA-N	702.350916	37393		
BASm0037528	PG(10:0/15:1(9Z))	PG(10:0/15:1(9Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(10:0/15:1(9Z)), in particular, consists of one chain of capric acid at the C-1 position and one chain of (9Z)-pentadecenoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC	C31H59O10P	InChI=1S/C31H59O10P/c1-3-5-7-9-11-12-13-14-15-17-19-21-23-31(35)41-29(27-40-42(36,37)39-25-28(33)24-32)26-38-30(34)22-20-18-16-10-8-6-4-2/h11-12,28-29,32-33H,3-10,13-27H2,1-2H3,(H,36,37)/b12-11-/t28-,29+/m0/s1	GFCXGPXNBDRVIC-WZKLYENHSA-N	622.3845851			
BASm0037529	PGP(10:0/16:1(11Z))	PGP(10:0/16:1(11Z)) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(10:0/16:1(11Z)), in particular, consists of one chain of capric acid at the C-1 position and one chain of (11Z)-hexadecenoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C32H62O13P2	InChI=1S/C32H62O13P2/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-32(35)45-30(27-41-31(34)23-21-19-17-10-8-6-4-2)28-44-47(39,40)43-26-29(33)25-42-46(36,37)38/h9,11,29-30,33H,3-8,10,12-28H2,1-2H3,(H,39,40)(H2,36,37,38)/b11-9-/t29-,30+/m0/s1	SRNJELPJEGPFFB-UJWMCUGQSA-N	716.3665661	37393		
BASm0037530	PG(10:0/16:1(11Z))	PG(10:0/16:1(11Z)) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(10:0/16:1(11Z)), in particular, consists of one chain of capric acid at the C-1 position and one chain of (11Z)-hexadecenoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCC	C32H61O10P	InChI=1S/C32H61O10P/c1-3-5-7-9-11-12-13-14-15-16-18-20-22-24-32(36)42-30(28-41-43(37,38)40-26-29(34)25-33)27-39-31(35)23-21-19-17-10-8-6-4-2/h9,11,29-30,33-34H,3-8,10,12-28H2,1-2H3,(H,37,38)/b11-9-/t29-,30+/m0/s1	XWCMTKWZULGJJS-UJWMCUGQSA-N	636.4002352			
BASm0037531	CDP-DG(10:0/22:1(11Z))	CDP-DG(10:0/22:1(11Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(10:0/22:1(11Z)), in particular, consists of one chain of capric acid at the C-1 position and one chain of (11Z)-docosenoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids).			[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC	C44H79N3O15P2	InChI=1S/C44H79N3O15P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-24-26-28-30-40(49)60-36(33-57-39(48)29-27-25-23-10-8-6-4-2)34-58-63(53,54)62-64(55,56)59-35-37-41(50)42(51)43(61-37)47-32-31-38(45)46-44(47)52/h16-17,31-32,36-37,41-43,50-51H,3-15,18-30,33-35H2,1-2H3,(H,53,54)(H,55,56)(H2,45,46,52)/b17-16-/t36-,37-,41-,42-,43-/m1/s1	WRMSWACOCVPPLC-FRLGKWHFSA-N	951.4986429	17962		
BASm0037532	PGP(14:1(11Z)/15:0)	PGP(14:1(11Z)/15:0) is a phosphatidylglycerophosphate (PGP). It is a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site followed by another phosphate moiety. Phosphatidylglycerolphosphate is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerolphosphate increases during fetal development. Phosphatidylglycerolphosphate may be present in animal tissues merely as a precursor for cardiolipin synthesis. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PGP(14:1(11Z)/15:0), in particular, consists of one chain of (11Z)-tetradecenoic acid at the C-1 position and one chain of pentadecanoic acid at the C-2 position. They are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to phosphatidylglycerols (PGs). While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC	C35H68O13P2	InChI=1S/C35H68O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(38)48-33(31-47-50(42,43)46-29-32(36)28-45-49(39,40)41)30-44-34(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8,32-33,36H,3-5,7,9-31H2,1-2H3,(H,42,43)(H2,39,40,41)/b8-6-/t32-,33+/m0/s1	QEANFRMPURYNET-UFNDLYBUSA-N	758.4135162	37393		
BASm0037533	PG(14:1(11Z)/15:0)	PG(14:1(11Z)/15:0) is a phosphatidylglycerol - a glycerophospholipid in which a phosphoglycerol moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PG(14:1(11Z)/15:0), in particular, consists of one chain of (11Z)-tetradecenoic acid at the C-1 position and one chain of pentadecanoic acid at the C-2 position. Phosphatidylglycerol is present at a level of 1-2% in most animal tissues, but it can be the second most abundant phospholipid in lung surfactant (up to 11% of the total). It is well established that the concentration of phosphatidylglycerol increases during fetal development. Phosphatidylglycerol may be present in animal tissues merely as a precursor for cardiolipin synthesis.			[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCC	C35H67O10P	InChI=1S/C35H67O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(39)45-33(31-44-46(40,41)43-29-32(37)28-36)30-42-34(38)26-24-22-20-18-16-14-12-10-8-6-4-2/h6,8,32-33,36-37H,3-5,7,9-31H2,1-2H3,(H,40,41)/b8-6-/t32-,33+/m0/s1	USYFDSYMLLMEPT-UFNDLYBUSA-N	678.4471854			
BASm0037534	MLCL(0:0/10:0/10:0/30:0)	MLCL(0:0/10:0/10:0/30:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/10:0/30:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of capric acid at the C-3 position, and one chain of melissic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H116O16P2	InChI=1S/C59H116O16P2/c1-4-7-10-13-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-15-12-9-6-3/h54-56,60-61H,4-53H2,1-3H3,(H,65,66)(H,67,68)/t54-,55-,56-/m1/s1	RYUIJJBPZMDIJS-WCXFFYOWSA-N	1142.773862			
BASm0037535	MLCL(0:0/10:0/12:0/28:1(11Z))	MLCL(0:0/10:0/12:0/28:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/12:0/28:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of lauric acid at the C-3 position, and one chain of (11Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h28-29,54-56,60-61H,4-27,30-53H2,1-3H3,(H,65,66)(H,67,68)/b29-28-/t54-,55-,56-/m1/s1	YHEGCFNOAHVAOE-IQYIWDLPSA-N	1140.758212			
BASm0037536	MLCL(0:0/10:0/12:0/28:1(9Z))	MLCL(0:0/10:0/12:0/28:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/12:0/28:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of lauric acid at the C-3 position, and one chain of (9Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h30-31,54-56,60-61H,4-29,32-53H2,1-3H3,(H,65,66)(H,67,68)/b31-30-/t54-,55-,56-/m1/s1	KVZPZBKDHAFWLD-KOCUPNQBSA-N	1140.758212			
BASm0037537	MLCL(0:0/10:0/14:0/26:1(11Z))	MLCL(0:0/10:0/14:0/26:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/14:0/26:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of myristic acid at the C-3 position, and one chain of (11Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h27-28,54-56,60-61H,4-26,29-53H2,1-3H3,(H,65,66)(H,67,68)/b28-27-/t54-,55-,56-/m1/s1	HURGBKDWUXYKNN-FXXPSUJDSA-N	1140.758212			
BASm0037538	MLCL(0:0/10:0/14:0/26:1(9Z))	MLCL(0:0/10:0/14:0/26:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/14:0/26:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of myristic acid at the C-3 position, and one chain of (9Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h29-30,54-56,60-61H,4-28,31-53H2,1-3H3,(H,65,66)(H,67,68)/b30-29-/t54-,55-,56-/m1/s1	GGSOXVFRTYQEPR-WADVFRGOSA-N	1140.758212			
BASm0037539	MLCL(0:0/10:0/14:0/28:1(11Z))	MLCL(0:0/10:0/14:0/28:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/14:0/28:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of myristic acid at the C-3 position, and one chain of (11Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-32-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h29-30,56-58,62-63H,4-28,31-55H2,1-3H3,(H,67,68)(H,69,70)/b30-29-/t56-,57-,58-/m1/s1	DAURFMQITHBGHH-GWNVNOEDSA-N	1168.789512			
BASm0037540	MLCL(0:0/10:0/14:0/28:1(9Z))	MLCL(0:0/10:0/14:0/28:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/14:0/28:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of myristic acid at the C-3 position, and one chain of (9Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-32-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h31-32,56-58,62-63H,4-30,33-55H2,1-3H3,(H,67,68)(H,69,70)/b32-31-/t56-,57-,58-/m1/s1	VNOJENRSUSADBD-ATLXMGRASA-N	1168.789512			
BASm0037541	MLCL(0:0/10:0/14:1(11Z)/26:0)	MLCL(0:0/10:0/14:1(11Z)/26:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/14:1(11Z)/26:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-tetradecenoic acid at the C-3 position, and one chain of cerotic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h8,11,54-56,60-61H,4-7,9-10,12-53H2,1-3H3,(H,65,66)(H,67,68)/b11-8-/t54-,55-,56-/m1/s1	KLURNQCGJBBDRK-AGLJGCODSA-N	1140.758212			
BASm0037542	MLCL(0:0/10:0/14:1(11Z)/26:1(11Z))	MLCL(0:0/10:0/14:1(11Z)/26:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/14:1(11Z)/26:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-tetradecenoic acid at the C-3 position, and one chain of (11Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H112O16P2	InChI=1S/C59H112O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h8,11,27-28,54-56,60-61H,4-7,9-10,12-26,29-53H2,1-3H3,(H,65,66)(H,67,68)/b11-8-,28-27-/t54-,55-,56-/m1/s1	BTJXNEVMJMQAHB-MTRWKNSMSA-N	1138.742562			
BASm0037543	MLCL(0:0/10:0/14:1(11Z)/26:1(9Z))	MLCL(0:0/10:0/14:1(11Z)/26:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/14:1(11Z)/26:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-tetradecenoic acid at the C-3 position, and one chain of (9Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H112O16P2	InChI=1S/C59H112O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h8,11,29-30,54-56,60-61H,4-7,9-10,12-28,31-53H2,1-3H3,(H,65,66)(H,67,68)/b11-8-,30-29-/t54-,55-,56-/m1/s1	KZNZTRPOZKRCOM-YIYMYVCSSA-N	1138.742562			
BASm0037544	MLCL(0:0/10:0/14:1(11Z)/28:0)	MLCL(0:0/10:0/14:1(11Z)/28:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/14:1(11Z)/28:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-tetradecenoic acid at the C-3 position, and one chain of montanic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-32-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h8,11,56-58,62-63H,4-7,9-10,12-55H2,1-3H3,(H,67,68)(H,69,70)/b11-8-/t56-,57-,58-/m1/s1	KYXXXBQJKWZSDE-BGMJFCESSA-N	1168.789512			
BASm0037545	cis-11-tetradecenoyl-CoA					C33H56N7O17P3S		XEMIVMKTVGRFTD-COPZOYPTSA-N	947.2666255			
BASm0037546	CDP-DG(28:1(11Z)/28:1(11Z))	CDP-DG(28:1(11Z)/28:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol				C68H125N3O15P2		CPVUXLGRUNGYAL-WNDHXVSZSA-N	1285.858594			
BASm0037547	CL(10:0/14:1(11Z)/28:1(11Z)/28:1(11Z))	CL(10:0/14:1(11Z)/28:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H168O17P2		WHFJBKHDHSQDDU-PKTBASPNSA-N	1571.175678			
BASm0037548	MLCL(0:0/10:0/14:1(11Z)/28:1(11Z))	MLCL(0:0/10:0/14:1(11Z)/28:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/14:1(11Z)/28:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-tetradecenoic acid at the C-3 position, and one chain of (11Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-32-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h8,11,29-30,56-58,62-63H,4-7,9-10,12-28,31-55H2,1-3H3,(H,67,68)(H,69,70)/b11-8-,30-29-/t56-,57-,58-/m1/s1	RQZLFTQCLLPEKX-JUWGVKCFSA-N	1166.773862			
BASm0037549	CDP-DG(28:1(9Z)/28:1(9Z))	CDP-DG(28:1(9Z)/28:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol				C68H125N3O15P2		UKGFRTQJKNPBRO-RNMFDHDESA-N	1285.858594			
BASm0037550	CL(10:0/14:1(11Z)/28:1(9Z)/28:1(9Z))	CL(10:0/14:1(11Z)/28:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H168O17P2		GZVWTTKQUYHLMY-SHDXOHDKSA-N	1571.175678			
BASm0037551	MLCL(0:0/10:0/14:1(11Z)/28:1(9Z))	MLCL(0:0/10:0/14:1(11Z)/28:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/14:1(11Z)/28:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-tetradecenoic acid at the C-3 position, and one chain of (9Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-32-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h8,11,31-32,56-58,62-63H,4-7,9-10,12-30,33-55H2,1-3H3,(H,67,68)(H,69,70)/b11-8-,32-31-/t56-,57-,58-/m1/s1	CZDCPVDJZYDQHU-ZZZLXAJPSA-N	1166.773862			
BASm0037552	CDP-DG(30:0/30:0)	CDP-DG(30:0/30:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol				C72H137N3O15P2		YVHSEOGSGSCDKY-QBCYOTDESA-N	1345.952495			
BASm0037553	CL(10:0/14:1(11Z)/30:0/30:0)	CL(10:0/14:1(11Z)/30:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C93H180O17P2		LPIPGTUKLQUCKP-ILNDLSJJSA-N	1631.269578			
BASm0037554	MLCL(0:0/10:0/14:1(11Z)/30:0)	MLCL(0:0/10:0/14:1(11Z)/30:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/14:1(11Z)/30:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-tetradecenoic acid at the C-3 position, and one chain of melissic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h8,11,58-60,64-65H,4-7,9-10,12-57H2,1-3H3,(H,69,70)(H,71,72)/b11-8-/t58-,59-,60-/m1/s1	GTVROYYTKHOBAS-POHYDFTBSA-N	1196.820812			
BASm0037555	CDP-DG(26:0/26:0)	CDP-DG(26:0/26:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol				C64H121N3O15P2		IWFTTXCFXIFLRV-DVZPJZOWSA-N	1233.827294			
BASm0037556	CL(10:0/14:1(9Z)/26:0/26:0)	CL(10:0/14:1(9Z)/26:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C85H164O17P2		HZOVBWOUUCKYCC-JTDGDEBISA-N	1519.144378			
BASm0037557	MLCL(0:0/10:0/14:1(9Z)/26:0)	MLCL(0:0/10:0/14:1(9Z)/26:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/14:1(9Z)/26:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of myristoleic acid at the C-3 position, and one chain of cerotic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h14,17,54-56,60-61H,4-13,15-16,18-53H2,1-3H3,(H,65,66)(H,67,68)/b17-14-/t54-,55-,56-/m1/s1	GEWPCBYPBCNNDE-XBLXVXGISA-N	1140.758212			
BASm0037558	CDP-DG(26:1(11Z)/26:1(11Z))	CDP-DG(26:1(11Z)/26:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol				C64H117N3O15P2		IKWOABVDPHKRCW-MDRQMAKUSA-N	1229.795994			
BASm0037559	CL(10:0/14:1(9Z)/26:1(11Z)/26:1(11Z))	CL(10:0/14:1(9Z)/26:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C85H160O17P2		KYAFFTMTSJVPRU-WBGLYDCFSA-N	1515.113078			
BASm0037560	MLCL(0:0/10:0/14:1(9Z)/26:1(11Z))	MLCL(0:0/10:0/14:1(9Z)/26:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/14:1(9Z)/26:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of myristoleic acid at the C-3 position, and one chain of (11Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H112O16P2	InChI=1S/C59H112O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h14,17,27-28,54-56,60-61H,4-13,15-16,18-26,29-53H2,1-3H3,(H,65,66)(H,67,68)/b17-14-,28-27-/t54-,55-,56-/m1/s1	WURLTRGTSZTTOV-DOXWJVLCSA-N	1138.742562			
BASm0037561	CDP-DG(26:1(9Z)/26:1(9Z))	CDP-DG(26:1(9Z)/26:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol				C64H117N3O15P2		LOJMMTDROKKLBV-NFZRIAQMSA-N	1229.795994			
BASm0037562	CL(10:0/14:1(9Z)/26:1(9Z)/26:1(9Z))	CL(10:0/14:1(9Z)/26:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C85H160O17P2		IGWOOMOKXSLIEV-PIPYGSASSA-N	1515.113078			
BASm0037563	MLCL(0:0/10:0/14:1(9Z)/26:1(9Z))	MLCL(0:0/10:0/14:1(9Z)/26:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/14:1(9Z)/26:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of myristoleic acid at the C-3 position, and one chain of (9Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H112O16P2	InChI=1S/C59H112O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h14,17,29-30,54-56,60-61H,4-13,15-16,18-28,31-53H2,1-3H3,(H,65,66)(H,67,68)/b17-14-,30-29-/t54-,55-,56-/m1/s1	AUHDOMJDOIRMAJ-DRCGREPLSA-N	1138.742562			
BASm0037564	CDP-DG(28:0/28:0)	CDP-DG(28:0/28:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol				C68H129N3O15P2		PWLFAFCFQGQHAY-GZZPJKAISA-N	1289.889894			
BASm0037565	CL(10:0/14:1(9Z)/28:0/28:0)	CL(10:0/14:1(9Z)/28:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H172O17P2		YARPFJOHPVPXKO-IYBROTHWSA-N	1575.206978			
BASm0037566	MLCL(0:0/10:0/14:1(9Z)/28:0)	MLCL(0:0/10:0/14:1(9Z)/28:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/14:1(9Z)/28:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of myristoleic acid at the C-3 position, and one chain of montanic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-32-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h14,17,56-58,62-63H,4-13,15-16,18-55H2,1-3H3,(H,67,68)(H,69,70)/b17-14-/t56-,57-,58-/m1/s1	UNJYKPQJWLHAHU-VDZCCMPFSA-N	1168.789512			
BASm0037567	CL(10:0/14:1(9Z)/28:1(11Z)/28:1(11Z))	CL(10:0/14:1(9Z)/28:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H168O17P2		TWJGNOATTALZCV-ZRBDRVSMSA-N	1571.175678			
BASm0037568	MLCL(0:0/10:0/14:1(9Z)/28:1(11Z))	MLCL(0:0/10:0/14:1(9Z)/28:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/14:1(9Z)/28:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of myristoleic acid at the C-3 position, and one chain of (11Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-32-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h14,17,29-30,56-58,62-63H,4-13,15-16,18-28,31-55H2,1-3H3,(H,67,68)(H,69,70)/b17-14-,30-29-/t56-,57-,58-/m1/s1	CPCWPSMESOZAAD-SHZKTTPISA-N	1166.773862			
BASm0037569	CL(10:0/14:1(9Z)/28:1(9Z)/28:1(9Z))	CL(10:0/14:1(9Z)/28:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H168O17P2		XUROVDHFHGWIFL-NLVFGQIUSA-N	1571.175678			
BASm0037570	MLCL(0:0/10:0/14:1(9Z)/28:1(9Z))	MLCL(0:0/10:0/14:1(9Z)/28:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/14:1(9Z)/28:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of myristoleic acid at the C-3 position, and one chain of (9Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-32-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h14,17,31-32,56-58,62-63H,4-13,15-16,18-30,33-55H2,1-3H3,(H,67,68)(H,69,70)/b17-14-,32-31-/t56-,57-,58-/m1/s1	UFGPRSPFQLFOME-LEVVCYAASA-N	1166.773862			
BASm0037571	CL(10:0/14:1(9Z)/30:0/30:0)	CL(10:0/14:1(9Z)/30:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C93H180O17P2		AEQVKBZOFONDTE-FZBKHEOGSA-N	1631.269578			
BASm0037572	MLCL(0:0/10:0/14:1(9Z)/30:0)	MLCL(0:0/10:0/14:1(9Z)/30:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/14:1(9Z)/30:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of myristoleic acid at the C-3 position, and one chain of melissic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-18-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h14,17,58-60,64-65H,4-13,15-16,18-57H2,1-3H3,(H,69,70)(H,71,72)/b17-14-/t58-,59-,60-/m1/s1	OZUWABGWOXRTHY-YMPBEUNDSA-N	1196.820812			
BASm0037573	CL(10:0/15:0/25:1(11Z)/25:1(11Z))	CL(10:0/15:0/25:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C84H160O17P2		OJHLBHXGIYLEJZ-ACQKSFDASA-N	1503.113078			
BASm0037574	MLCL(0:0/10:0/15:0/25:1(11Z))	MLCL(0:0/10:0/15:0/25:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/15:0/25:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of pentadecanoic acid at the C-3 position, and one chain of (11Z)-pentacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h27-28,54-56,60-61H,4-26,29-53H2,1-3H3,(H,65,66)(H,67,68)/b28-27-/t54-,55-,56-/m1/s1	SDZAEQTXFAIFAM-FXXPSUJDSA-N	1140.758212			
BASm0037575	LysoPC(15:0/0:0)	LysoPC(15:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(15:0), in particular, consists of one chain of pentadecanoic acid at the C-1 position. The pentadecanoic acid moiety is derived from dairy products and milk fat. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor family of integral membrane proteins.			[H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C23H48NO7P	InChI=1S/C23H48NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)29-20-22(25)21-31-32(27,28)30-19-18-24(2,3)4/h22,25H,5-21H2,1-4H3/t22-/m1/s1	RJZVWDTYEWCUAR-JOCHJYFZSA-N	481.3168394	580912	HMDB0010381	
BASm0037576	CL(10:0/15:0/25:1(9Z)/25:1(9Z))	CL(10:0/15:0/25:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C84H160O17P2		KPTKXXWECTZGKZ-ZGRMCPGFSA-N	1503.113078			
BASm0037577	MLCL(0:0/10:0/15:0/25:1(9Z))	MLCL(0:0/10:0/15:0/25:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/15:0/25:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of pentadecanoic acid at the C-3 position, and one chain of (9Z)-pentacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h29-30,54-56,60-61H,4-28,31-53H2,1-3H3,(H,65,66)(H,67,68)/b30-29-/t54-,55-,56-/m1/s1	IJMFJOKTOHOTDF-WADVFRGOSA-N	1140.758212			
BASm0037578	CDP-DG(27:1(11Z)/27:1(11Z))	CDP-DG(27:1(11Z)/27:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol				C66H121N3O15P2		IXXRBTGGLRXISU-DJFSTUMSSA-N	1257.827294			
BASm0037579	CL(10:0/15:0/27:1(11Z)/27:1(11Z))	CL(10:0/15:0/27:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C88H168O17P2		NFQUHZUKGLHBAM-HVFRBGKTSA-N	1559.175678			
BASm0037580	MLCL(0:0/10:0/15:0/27:1(11Z))	MLCL(0:0/10:0/15:0/27:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/15:0/27:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of pentadecanoic acid at the C-3 position, and one chain of (11Z)-heptacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h29-30,56-58,62-63H,4-28,31-55H2,1-3H3,(H,67,68)(H,69,70)/b30-29-/t56-,57-,58-/m1/s1	SSKDJOVYSZPIKL-GWNVNOEDSA-N	1168.789512			
BASm0037581	CDP-DG(27:1(9Z)/27:1(9Z))	CDP-DG(27:1(9Z)/27:1(9Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol				C66H121N3O15P2		YEXAHLLWNZDYPN-BLBQVDCLSA-N	1257.827294			
BASm0037582	CL(10:0/15:0/27:1(9Z)/27:1(9Z))	CL(10:0/15:0/27:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C88H168O17P2		ORPIHGSQZHTRPF-XVDUMNAYSA-N	1559.175678			
BASm0037583	MLCL(0:0/10:0/15:0/27:1(9Z))	MLCL(0:0/10:0/15:0/27:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/15:0/27:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of pentadecanoic acid at the C-3 position, and one chain of (9Z)-heptacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h31-32,56-58,62-63H,4-30,33-55H2,1-3H3,(H,67,68)(H,69,70)/b32-31-/t56-,57-,58-/m1/s1	WCDOAGHHQODLEX-ATLXMGRASA-N	1168.789512			
BASm0037584	cis-11-pentadecenoyl-CoA					C36H62N7O17P3S		QEOKKNZUTWYROH-TVLPLPSQSA-N	989.3135757			
BASm0037585	CL(10:0/15:1(11Z)/25:0/25:0)	CL(10:0/15:1(11Z)/25:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C84H162O17P2		YGHQZKZQMRYLDT-OCBXPLRUSA-N	1505.128728			
BASm0037586	MLCL(0:0/10:0/15:1(11Z)/25:0)	MLCL(0:0/10:0/15:1(11Z)/25:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/15:1(11Z)/25:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-pentadecenoic acid at the C-3 position, and one chain of pentacosanoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h11,14,54-56,60-61H,4-10,12-13,15-53H2,1-3H3,(H,65,66)(H,67,68)/b14-11-/t54-,55-,56-/m1/s1	YSPWUTYVQZWVKE-JKFVMXKWSA-N	1140.758212			
BASm0037587	CL(10:0/15:1(11Z)/25:1(11Z)/25:1(11Z))	CL(10:0/15:1(11Z)/25:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C84H158O17P2		VBJFRDWYYYLITQ-OIDVHVRJSA-N	1501.097428			
BASm0037588	MLCL(0:0/10:0/15:1(11Z)/25:1(11Z))	MLCL(0:0/10:0/15:1(11Z)/25:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/15:1(11Z)/25:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-pentadecenoic acid at the C-3 position, and one chain of (11Z)-pentacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H112O16P2	InChI=1S/C59H112O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h11,14,27-28,54-56,60-61H,4-10,12-13,15-26,29-53H2,1-3H3,(H,65,66)(H,67,68)/b14-11-,28-27-/t54-,55-,56-/m1/s1	MOMMWSRHIHJNNE-BBHIZLRVSA-N	1138.742562			
BASm0037589	CL(10:0/15:1(11Z)/25:1(9Z)/25:1(9Z))	CL(10:0/15:1(11Z)/25:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C84H158O17P2		UHTKEOJISOAVGY-VGORYUIJSA-N	1501.097428			
BASm0037590	MLCL(0:0/10:0/15:1(11Z)/25:1(9Z))	MLCL(0:0/10:0/15:1(11Z)/25:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/15:1(11Z)/25:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-pentadecenoic acid at the C-3 position, and one chain of (9Z)-pentacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H112O16P2	InChI=1S/C59H112O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h11,14,29-30,54-56,60-61H,4-10,12-13,15-28,31-53H2,1-3H3,(H,65,66)(H,67,68)/b14-11-,30-29-/t54-,55-,56-/m1/s1	IIXQPEUBRLYBEQ-BDWDKOEBSA-N	1138.742562			
BASm0037591	CDP-DG(27:0/27:0)	CDP-DG(27:0/27:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol				C66H125N3O15P2		ZFYWDJOXVJWHDH-ILAGLMNZSA-N	1261.858594			
BASm0037592	CL(10:0/15:1(11Z)/27:0/27:0)	CL(10:0/15:1(11Z)/27:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C88H170O17P2		CABPUVCKCJBUPG-ATOZPVFXSA-N	1561.191328			
BASm0037593	MLCL(0:0/10:0/15:1(11Z)/27:0)	MLCL(0:0/10:0/15:1(11Z)/27:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/15:1(11Z)/27:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-pentadecenoic acid at the C-3 position, and one chain of carboceric acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h11,14,56-58,62-63H,4-10,12-13,15-55H2,1-3H3,(H,67,68)(H,69,70)/b14-11-/t56-,57-,58-/m1/s1	INQLJISFBJDRGL-YLOHETHNSA-N	1168.789512			
BASm0037594	CL(10:0/15:1(11Z)/27:1(11Z)/27:1(11Z))	CL(10:0/15:1(11Z)/27:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C88H166O17P2		BWPJKDMUGBSQBS-HXARTBMVSA-N	1557.160028			
BASm0037595	MLCL(0:0/10:0/15:1(11Z)/27:1(11Z))	MLCL(0:0/10:0/15:1(11Z)/27:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/15:1(11Z)/27:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-pentadecenoic acid at the C-3 position, and one chain of (11Z)-heptacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h11,14,29-30,56-58,62-63H,4-10,12-13,15-28,31-55H2,1-3H3,(H,67,68)(H,69,70)/b14-11-,30-29-/t56-,57-,58-/m1/s1	HGPKCEMERVHZGH-BSKHWZQCSA-N	1166.773862			
BASm0037596	CL(10:0/15:1(11Z)/27:1(9Z)/27:1(9Z))	CL(10:0/15:1(11Z)/27:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C88H166O17P2		OWWRRZMPZORODM-NVKFIDRCSA-N	1557.160028			
BASm0037597	MLCL(0:0/10:0/15:1(11Z)/27:1(9Z))	MLCL(0:0/10:0/15:1(11Z)/27:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/15:1(11Z)/27:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-pentadecenoic acid at the C-3 position, and one chain of (9Z)-heptacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h11,14,31-32,56-58,62-63H,4-10,12-13,15-30,33-55H2,1-3H3,(H,67,68)(H,69,70)/b14-11-,32-31-/t56-,57-,58-/m1/s1	JYUNRYZSXPVRCK-UKXKVWEWSA-N	1166.773862			
BASm0037598	CDP-DG(29:0/29:0)	CDP-DG(29:0/29:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol				C70H133N3O15P2		ZAIJCNIGLSZDRU-ZDLUUBAISA-N	1317.921195			
BASm0037599	CL(10:0/15:1(11Z)/29:0/29:0)	CL(10:0/15:1(11Z)/29:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C92H178O17P2		JGROCQFCGPXCFQ-BEFYVPBMSA-N	1617.253928			
BASm0037600	MLCL(0:0/10:0/15:1(11Z)/29:0)	MLCL(0:0/10:0/15:1(11Z)/29:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/15:1(11Z)/29:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-pentadecenoic acid at the C-3 position, and one chain of nonacosanoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-34-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h11,14,58-60,64-65H,4-10,12-13,15-57H2,1-3H3,(H,69,70)(H,71,72)/b14-11-/t58-,59-,60-/m1/s1	UUDIRUMTNAZCLL-ZUSBNTOISA-N	1196.820812			
BASm0037601	cis-9-pentadecenoyl-CoA					C34H58N7O17P3S		REYWGTGRIGMIFA-JCZKUDNOSA-N	961.2822756			
BASm0037602	CL(10:0/15:1(9Z)/25:0/25:0)	CL(10:0/15:1(9Z)/25:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C84H162O17P2		AREWDLJPGICDJK-SQYPNCAGSA-N	1505.128728			
BASm0037603	MLCL(0:0/10:0/15:1(9Z)/25:0)	MLCL(0:0/10:0/15:1(9Z)/25:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/15:1(9Z)/25:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-pentadecenoic acid at the C-3 position, and one chain of pentacosanoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h17,19,54-56,60-61H,4-16,18,20-53H2,1-3H3,(H,65,66)(H,67,68)/b19-17-/t54-,55-,56-/m1/s1	QEZAMKHJZJOLPU-ZBVQPFDLSA-N	1140.758212			
BASm0037604	CL(10:0/15:1(9Z)/25:1(11Z)/25:1(11Z))	CL(10:0/15:1(9Z)/25:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C84H158O17P2		BGNBIIPXTJIYIU-BGZISLJXSA-N	1501.097428			
BASm0037605	MLCL(0:0/10:0/15:1(9Z)/25:1(11Z))	MLCL(0:0/10:0/15:1(9Z)/25:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/15:1(9Z)/25:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-pentadecenoic acid at the C-3 position, and one chain of (11Z)-pentacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H112O16P2	InChI=1S/C59H112O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h17,19,27-28,54-56,60-61H,4-16,18,20-26,29-53H2,1-3H3,(H,65,66)(H,67,68)/b19-17-,28-27-/t54-,55-,56-/m1/s1	GPIDDOLUGAOBLJ-OMWHYYIOSA-N	1138.742562			
BASm0037606	CL(10:0/15:1(9Z)/25:1(9Z)/25:1(9Z))	CL(10:0/15:1(9Z)/25:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C84H158O17P2		MHZQQIMAZHRRIO-VISYZFJHSA-N	1501.097428			
BASm0037607	MLCL(0:0/10:0/15:1(9Z)/25:1(9Z))	MLCL(0:0/10:0/15:1(9Z)/25:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/15:1(9Z)/25:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-pentadecenoic acid at the C-3 position, and one chain of (9Z)-pentacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H112O16P2	InChI=1S/C59H112O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h17,19,29-30,54-56,60-61H,4-16,18,20-28,31-53H2,1-3H3,(H,65,66)(H,67,68)/b19-17-,30-29-/t54-,55-,56-/m1/s1	ROHSJKCDMORWOW-COWCBGMQSA-N	1138.742562			
BASm0037608	CL(10:0/15:1(9Z)/27:0/27:0)	CL(10:0/15:1(9Z)/27:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C88H170O17P2		CZLHMCXIVAKAOL-KZTHHDNYSA-N	1561.191328			
BASm0037609	MLCL(0:0/10:0/15:1(9Z)/27:0)	MLCL(0:0/10:0/15:1(9Z)/27:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/15:1(9Z)/27:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-pentadecenoic acid at the C-3 position, and one chain of carboceric acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h17,19,56-58,62-63H,4-16,18,20-55H2,1-3H3,(H,67,68)(H,69,70)/b19-17-/t56-,57-,58-/m1/s1	AUXGOYMXSYFPGI-RZOSJUIUSA-N	1168.789512			
BASm0037610	CL(10:0/15:1(9Z)/27:1(11Z)/27:1(11Z))	CL(10:0/15:1(9Z)/27:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C88H166O17P2		LMBBAPUVUWXOFA-XMVHUSAPSA-N	1557.160028			
BASm0037611	MLCL(0:0/10:0/15:1(9Z)/27:1(11Z))	MLCL(0:0/10:0/15:1(9Z)/27:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/15:1(9Z)/27:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-pentadecenoic acid at the C-3 position, and one chain of (11Z)-heptacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h17,19,29-30,56-58,62-63H,4-16,18,20-28,31-55H2,1-3H3,(H,67,68)(H,69,70)/b19-17-,30-29-/t56-,57-,58-/m1/s1	WQJKDSPZTOIAEJ-YYOMFSFBSA-N	1166.773862			
BASm0037612	CL(10:0/15:1(9Z)/27:1(9Z)/27:1(9Z))	CL(10:0/15:1(9Z)/27:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C88H166O17P2		DNOMQBKEECHPHU-LDTISIBLSA-N	1557.160028			
BASm0037613	MLCL(0:0/10:0/15:1(9Z)/27:1(9Z))	MLCL(0:0/10:0/15:1(9Z)/27:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/15:1(9Z)/27:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-pentadecenoic acid at the C-3 position, and one chain of (9Z)-heptacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h17,19,31-32,56-58,62-63H,4-16,18,20-30,33-55H2,1-3H3,(H,67,68)(H,69,70)/b19-17-,32-31-/t56-,57-,58-/m1/s1	UBIXBASXJWCTCN-MBAKFYMJSA-N	1166.773862			
BASm0037614	CL(10:0/15:1(9Z)/29:0/29:0)	CL(10:0/15:1(9Z)/29:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C92H178O17P2		UYPYYUCWFZIEOR-JEUDHCTHSA-N	1617.253928			
BASm0037615	MLCL(0:0/10:0/15:1(9Z)/29:0)	MLCL(0:0/10:0/15:1(9Z)/29:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/15:1(9Z)/29:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-pentadecenoic acid at the C-3 position, and one chain of nonacosanoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-34-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h17,19,58-60,64-65H,4-16,18,20-57H2,1-3H3,(H,69,70)(H,71,72)/b19-17-/t58-,59-,60-/m1/s1	DFOXHJVPZGSETH-AUEWMWCTSA-N	1196.820812			
BASm0037616	CL(10:0/16:0/24:1(11Z)/24:1(11Z))	CL(10:0/16:0/24:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C83H158O17P2		WQEXEQMWWDVPGL-SDROOMMASA-N	1489.097428			
BASm0037617	MLCL(0:0/10:0/16:0/24:1(11Z))	MLCL(0:0/10:0/16:0/24:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/16:0/24:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of palmitic acid at the C-3 position, and one chain of (11Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-30-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h26-27,54-56,60-61H,4-25,28-53H2,1-3H3,(H,65,66)(H,67,68)/b27-26-/t54-,55-,56-/m1/s1	OZIFLMRGRMHCMD-YIQSNYCQSA-N	1140.758212			
BASm0037618	CL(10:0/16:0/24:1(9Z)/24:1(9Z))	CL(10:0/16:0/24:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C83H158O17P2		DRZPYUPLSMNORB-OXAGBBOUSA-N	1489.097428			
BASm0037619	MLCL(0:0/10:0/16:0/24:1(9Z))	MLCL(0:0/10:0/16:0/24:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/16:0/24:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of palmitic acid at the C-3 position, and one chain of (9Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-30-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h28-29,54-56,60-61H,4-27,30-53H2,1-3H3,(H,65,66)(H,67,68)/b29-28-/t54-,55-,56-/m1/s1	RCMRVCXFFLVBLO-IQYIWDLPSA-N	1140.758212			
BASm0037620	CL(10:0/16:0/26:1(11Z)/26:1(11Z))	CL(10:0/16:0/26:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C87H166O17P2		UVHYLQHIPXEBQQ-CNZHUMEVSA-N	1545.160028			
BASm0037621	MLCL(0:0/10:0/16:0/26:1(11Z))	MLCL(0:0/10:0/16:0/26:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/16:0/26:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of palmitic acid at the C-3 position, and one chain of (11Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-32-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h28-29,56-58,62-63H,4-27,30-55H2,1-3H3,(H,67,68)(H,69,70)/b29-28-/t56-,57-,58-/m1/s1	QPDAGIRDERREFV-JRRUQBOCSA-N	1168.789512			
BASm0037622	CL(10:0/16:0/26:1(9Z)/26:1(9Z))	CL(10:0/16:0/26:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C87H166O17P2		YBDFODTZOAAZPR-IXVRGDFOSA-N	1545.160028			
BASm0037623	MLCL(0:0/10:0/16:0/26:1(9Z))	MLCL(0:0/10:0/16:0/26:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/16:0/26:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of palmitic acid at the C-3 position, and one chain of (9Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-32-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h30-31,56-58,62-63H,4-29,32-55H2,1-3H3,(H,67,68)(H,69,70)/b31-30-/t56-,57-,58-/m1/s1	VHGQSEJAOVBSPS-GFGCAVTOSA-N	1168.789512			
BASm0037624	CL(10:0/16:0/28:1(11Z)/28:1(11Z))	CL(10:0/16:0/28:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C91H174O17P2		JSIGQDKJSHIIKK-UBUWEWNRSA-N	1601.222628			
BASm0037625	MLCL(0:0/10:0/16:0/28:1(11Z))	MLCL(0:0/10:0/16:0/28:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/16:0/28:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of palmitic acid at the C-3 position, and one chain of (11Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-34-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h30-31,58-60,64-65H,4-29,32-57H2,1-3H3,(H,69,70)(H,71,72)/b31-30-/t58-,59-,60-/m1/s1	ZCVLVRCVDZKPCZ-IVUACTFLSA-N	1196.820812			
BASm0037626	CL(10:0/16:0/28:1(9Z)/28:1(9Z))	CL(10:0/16:0/28:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C91H174O17P2		FDASHZXJMRWVBO-MLMNFRLJSA-N	1601.222628			
BASm0037627	MLCL(0:0/10:0/16:0/28:1(9Z))	MLCL(0:0/10:0/16:0/28:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/16:0/28:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of palmitic acid at the C-3 position, and one chain of (9Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-34-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h32-33,58-60,64-65H,4-31,34-57H2,1-3H3,(H,69,70)(H,71,72)/b33-32-/t58-,59-,60-/m1/s1	RWHAPRSVJNYQPF-NCPHPVNGSA-N	1196.820812			
BASm0037628	CL(10:0/16:1(11Z)/24:0/24:0)	CL(10:0/16:1(11Z)/24:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C83H160O17P2		TUGSAXAAOHWMOV-KQSJVFHLSA-N	1491.113078			
BASm0037629	MLCL(0:0/10:0/16:1(11Z)/24:0)	MLCL(0:0/10:0/16:1(11Z)/24:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/16:1(11Z)/24:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-hexadecenoic acid at the C-3 position, and one chain of lignoceric acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-30-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h14,17,54-56,60-61H,4-13,15-16,18-53H2,1-3H3,(H,65,66)(H,67,68)/b17-14-/t54-,55-,56-/m1/s1	MDVRICQELKBCKW-XBLXVXGISA-N	1140.758212			
BASm0037630	CL(10:0/16:1(11Z)/24:1(11Z)/24:1(11Z))	CL(10:0/16:1(11Z)/24:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C83H156O17P2		CDVGWNWRNFBVIG-XGDOXHODSA-N	1487.081778			
BASm0037631	MLCL(0:0/10:0/16:1(11Z)/24:1(11Z))	MLCL(0:0/10:0/16:1(11Z)/24:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/16:1(11Z)/24:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-hexadecenoic acid at the C-3 position, and one chain of (11Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H112O16P2	InChI=1S/C59H112O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-30-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h14,17,26-27,54-56,60-61H,4-13,15-16,18-25,28-53H2,1-3H3,(H,65,66)(H,67,68)/b17-14-,27-26-/t54-,55-,56-/m1/s1	XFWKXDGRVVMNRD-FWFZRCSFSA-N	1138.742562			
BASm0037632	CL(10:0/16:1(11Z)/24:1(9Z)/24:1(9Z))	CL(10:0/16:1(11Z)/24:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C83H156O17P2		YGUJJQCCSNACTK-HBKSVIPFSA-N	1487.081778			
BASm0037633	MLCL(0:0/10:0/16:1(11Z)/24:1(9Z))	MLCL(0:0/10:0/16:1(11Z)/24:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/16:1(11Z)/24:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-hexadecenoic acid at the C-3 position, and one chain of (9Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H112O16P2	InChI=1S/C59H112O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-30-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h14,17,28-29,54-56,60-61H,4-13,15-16,18-27,30-53H2,1-3H3,(H,65,66)(H,67,68)/b17-14-,29-28-/t54-,55-,56-/m1/s1	BLRSVLUOPUZLJR-TZJBNFMESA-N	1138.742562			
BASm0037634	CL(10:0/16:1(11Z)/26:0/26:0)	CL(10:0/16:1(11Z)/26:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C87H168O17P2		MHLIULPDAJIOEZ-YNTKFGCWSA-N	1547.175678			
BASm0037635	MLCL(0:0/10:0/16:1(11Z)/26:0)	MLCL(0:0/10:0/16:1(11Z)/26:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/16:1(11Z)/26:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-hexadecenoic acid at the C-3 position, and one chain of cerotic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-32-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h14,17,56-58,62-63H,4-13,15-16,18-55H2,1-3H3,(H,67,68)(H,69,70)/b17-14-/t56-,57-,58-/m1/s1	CIJZVPVMRGHJLP-VDZCCMPFSA-N	1168.789512			
BASm0037636	CL(10:0/16:1(11Z)/26:1(11Z)/26:1(11Z))	CL(10:0/16:1(11Z)/26:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C87H164O17P2		GGGZNWHRMIGNSJ-WYTHQWCLSA-N	1543.144378			
BASm0037637	MLCL(0:0/10:0/16:1(11Z)/26:1(11Z))	MLCL(0:0/10:0/16:1(11Z)/26:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/16:1(11Z)/26:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-hexadecenoic acid at the C-3 position, and one chain of (11Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-32-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h14,17,28-29,56-58,62-63H,4-13,15-16,18-27,30-55H2,1-3H3,(H,67,68)(H,69,70)/b17-14-,29-28-/t56-,57-,58-/m1/s1	JKAWBQHKQBFHPJ-BXCOYPMPSA-N	1166.773862			
BASm0037638	CL(10:0/16:1(11Z)/26:1(9Z)/26:1(9Z))	CL(10:0/16:1(11Z)/26:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C87H164O17P2		MSAXOWVZUPMMDP-ZFLQJXKISA-N	1543.144378			
BASm0037639	MLCL(0:0/10:0/16:1(11Z)/26:1(9Z))	MLCL(0:0/10:0/16:1(11Z)/26:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/16:1(11Z)/26:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-hexadecenoic acid at the C-3 position, and one chain of (9Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-32-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h14,17,30-31,56-58,62-63H,4-13,15-16,18-29,32-55H2,1-3H3,(H,67,68)(H,69,70)/b17-14-,31-30-/t56-,57-,58-/m1/s1	OVHWGVRMAFNENP-DUZBLWJQSA-N	1166.773862			
BASm0037640	CL(10:0/16:1(11Z)/28:0/28:0)	CL(10:0/16:1(11Z)/28:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C91H176O17P2		MZQUVXGJWKWWAN-XRCCFOCBSA-N	1603.238278			
BASm0037641	MLCL(0:0/10:0/16:1(11Z)/28:0)	MLCL(0:0/10:0/16:1(11Z)/28:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/16:1(11Z)/28:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-hexadecenoic acid at the C-3 position, and one chain of montanic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-34-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h14,17,58-60,64-65H,4-13,15-16,18-57H2,1-3H3,(H,69,70)(H,71,72)/b17-14-/t58-,59-,60-/m1/s1	PCIKLAPRSOZXLR-YMPBEUNDSA-N	1196.820812			
BASm0037642	CL(10:0/16:1(11Z)/28:1(11Z)/28:1(11Z))	CL(10:0/16:1(11Z)/28:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C91H172O17P2		MNUIOWQFCKMXNM-MQVDQJBESA-N	1599.206978			
BASm0037643	MLCL(0:0/10:0/16:1(11Z)/28:1(11Z))	MLCL(0:0/10:0/16:1(11Z)/28:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/16:1(11Z)/28:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-hexadecenoic acid at the C-3 position, and one chain of (11Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C63H120O16P2	InChI=1S/C63H120O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-34-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h14,17,30-31,58-60,64-65H,4-13,15-16,18-29,32-57H2,1-3H3,(H,69,70)(H,71,72)/b17-14-,31-30-/t58-,59-,60-/m1/s1	FMCWIDDIQNZYER-PUTSMYJCSA-N	1194.805162			
BASm0037644	CL(10:0/16:1(11Z)/28:1(9Z)/28:1(9Z))	CL(10:0/16:1(11Z)/28:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C91H172O17P2		MNBNSSCGJPPCMU-OZUFJNHGSA-N	1599.206978			
BASm0037645	MLCL(0:0/10:0/16:1(11Z)/28:1(9Z))	MLCL(0:0/10:0/16:1(11Z)/28:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/16:1(11Z)/28:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-hexadecenoic acid at the C-3 position, and one chain of (9Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C63H120O16P2	InChI=1S/C63H120O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-34-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h14,17,32-33,58-60,64-65H,4-13,15-16,18-31,34-57H2,1-3H3,(H,69,70)(H,71,72)/b17-14-,33-32-/t58-,59-,60-/m1/s1	ATCHKKYGXCSXQQ-HJWVINKFSA-N	1194.805162			
BASm0037646	CL(10:0/16:1(11Z)/30:0/30:0)	CL(10:0/16:1(11Z)/30:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C95H184O17P2		GUYLXZHJQLHGQL-PGBSAZHBSA-N	1659.300878			
BASm0037647	MLCL(0:0/10:0/16:1(11Z)/30:0)	MLCL(0:0/10:0/16:1(11Z)/30:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/16:1(11Z)/30:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-hexadecenoic acid at the C-3 position, and one chain of melissic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C65H126O16P2	InChI=1S/C65H126O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-34-35-37-39-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-43-40-38-36-21-19-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-42-15-12-9-6-3/h14,17,60-62,66-67H,4-13,15-16,18-59H2,1-3H3,(H,71,72)(H,73,74)/b17-14-/t60-,61-,62-/m1/s1	HLDNWRKTFXZJFU-JYIVWUOWSA-N	1224.852112			
BASm0037648	CL(10:0/16:1(9Z)/24:0/24:0)	CL(10:0/16:1(9Z)/24:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C83H160O17P2		RDVSQCJGHQPRSK-UKBMYQHASA-N	1491.113078			
BASm0037649	MLCL(0:0/10:0/16:1(9Z)/24:0)	MLCL(0:0/10:0/16:1(9Z)/24:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/16:1(9Z)/24:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of palmitoleic acid at the C-3 position, and one chain of lignoceric acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-30-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h19,21,54-56,60-61H,4-18,20,22-53H2,1-3H3,(H,65,66)(H,67,68)/b21-19-/t54-,55-,56-/m1/s1	QTALVEFRTDREDQ-AVCNIDQDSA-N	1140.758212			
BASm0037650	CL(10:0/16:1(9Z)/24:1(11Z)/24:1(11Z))	CL(10:0/16:1(9Z)/24:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C83H156O17P2		UGDIQNDZFDYHLI-JFFNWDIBSA-N	1487.081778			
BASm0037651	MLCL(0:0/10:0/16:1(9Z)/24:1(11Z))	MLCL(0:0/10:0/16:1(9Z)/24:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/16:1(9Z)/24:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of palmitoleic acid at the C-3 position, and one chain of (11Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H112O16P2	InChI=1S/C59H112O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-30-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h19,21,26-27,54-56,60-61H,4-18,20,22-25,28-53H2,1-3H3,(H,65,66)(H,67,68)/b21-19-,27-26-/t54-,55-,56-/m1/s1	WYQSDBNRGGCYPQ-YFUFOKFRSA-N	1138.742562			
BASm0037652	CL(10:0/16:1(9Z)/24:1(9Z)/24:1(9Z))	CL(10:0/16:1(9Z)/24:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C83H156O17P2		KFKXQEZANLHUES-BITIPXFGSA-N	1487.081778			
BASm0037653	MLCL(0:0/10:0/16:1(9Z)/24:1(9Z))	MLCL(0:0/10:0/16:1(9Z)/24:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/16:1(9Z)/24:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of palmitoleic acid at the C-3 position, and one chain of (9Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H112O16P2	InChI=1S/C59H112O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-30-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h19,21,28-29,54-56,60-61H,4-18,20,22-27,30-53H2,1-3H3,(H,65,66)(H,67,68)/b21-19-,29-28-/t54-,55-,56-/m1/s1	QCASWXMPHZAULB-DGPNCFBXSA-N	1138.742562			
BASm0037654	CL(10:0/16:1(9Z)/26:0/26:0)	CL(10:0/16:1(9Z)/26:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C87H168O17P2		NJLWYZRABFACQL-KZSKHBACSA-N	1547.175678			
BASm0037655	MLCL(0:0/10:0/16:1(9Z)/26:0)	MLCL(0:0/10:0/16:1(9Z)/26:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/16:1(9Z)/26:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of palmitoleic acid at the C-3 position, and one chain of cerotic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-32-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h19,21,56-58,62-63H,4-18,20,22-55H2,1-3H3,(H,67,68)(H,69,70)/b21-19-/t56-,57-,58-/m1/s1	PDKJQHWKQDVHDN-FXULAPIKSA-N	1168.789512			
BASm0037656	CL(10:0/16:1(9Z)/26:1(11Z)/26:1(11Z))	CL(10:0/16:1(9Z)/26:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C87H164O17P2		KYZOCKXRCQJQBO-JIMBYVPYSA-N	1543.144378			
BASm0037657	MLCL(0:0/10:0/16:1(9Z)/26:1(11Z))	MLCL(0:0/10:0/16:1(9Z)/26:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/16:1(9Z)/26:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of palmitoleic acid at the C-3 position, and one chain of (11Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-32-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h19,21,28-29,56-58,62-63H,4-18,20,22-27,30-55H2,1-3H3,(H,67,68)(H,69,70)/b21-19-,29-28-/t56-,57-,58-/m1/s1	STCXQAZGHXTALP-MVOBPIGOSA-N	1166.773862			
BASm0037658	CL(10:0/16:1(9Z)/26:1(9Z)/26:1(9Z))	CL(10:0/16:1(9Z)/26:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C87H164O17P2		MQKGZXVOYMRSOM-WWWUFMLOSA-N	1543.144378			
BASm0037659	MLCL(0:0/10:0/16:1(9Z)/26:1(9Z))	MLCL(0:0/10:0/16:1(9Z)/26:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/16:1(9Z)/26:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of palmitoleic acid at the C-3 position, and one chain of (9Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-32-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h19,21,30-31,56-58,62-63H,4-18,20,22-29,32-55H2,1-3H3,(H,67,68)(H,69,70)/b21-19-,31-30-/t56-,57-,58-/m1/s1	ZGXCLIJIUNSKJH-LTGJROOXSA-N	1166.773862			
BASm0037660	CL(10:0/16:1(9Z)/28:0/28:0)	CL(10:0/16:1(9Z)/28:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C91H176O17P2		WNMGVZPCJWLYMS-UHPZADNNSA-N	1603.238278			
BASm0037661	MLCL(0:0/10:0/16:1(9Z)/28:0)	MLCL(0:0/10:0/16:1(9Z)/28:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/16:1(9Z)/28:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of palmitoleic acid at the C-3 position, and one chain of montanic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-34-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h19,21,58-60,64-65H,4-18,20,22-57H2,1-3H3,(H,69,70)(H,71,72)/b21-19-/t58-,59-,60-/m1/s1	FCQIJUWRICHSLQ-FHNNJDAUSA-N	1196.820812			
BASm0037662	CL(10:0/16:1(9Z)/28:1(11Z)/28:1(11Z))	CL(10:0/16:1(9Z)/28:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C91H172O17P2		OOTWQAKBULGVMF-LBSATOKGSA-N	1599.206978			
BASm0037663	MLCL(0:0/10:0/16:1(9Z)/28:1(11Z))	MLCL(0:0/10:0/16:1(9Z)/28:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/16:1(9Z)/28:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of palmitoleic acid at the C-3 position, and one chain of (11Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C63H120O16P2	InChI=1S/C63H120O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-34-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h19,21,30-31,58-60,64-65H,4-18,20,22-29,32-57H2,1-3H3,(H,69,70)(H,71,72)/b21-19-,31-30-/t58-,59-,60-/m1/s1	BIWNERBFDMPHDP-PLCLVAQASA-N	1194.805162			
BASm0037664	CL(10:0/16:1(9Z)/28:1(9Z)/28:1(9Z))	CL(10:0/16:1(9Z)/28:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C91H172O17P2		LQBTYFAAGFLDIZ-DJISAGABSA-N	1599.206978			
BASm0037665	MLCL(0:0/10:0/16:1(9Z)/28:1(9Z))	MLCL(0:0/10:0/16:1(9Z)/28:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/16:1(9Z)/28:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of palmitoleic acid at the C-3 position, and one chain of (9Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C63H120O16P2	InChI=1S/C63H120O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-34-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h19,21,32-33,58-60,64-65H,4-18,20,22-31,34-57H2,1-3H3,(H,69,70)(H,71,72)/b21-19-,33-32-/t58-,59-,60-/m1/s1	ABNNEEVJBIMQCW-HSILGJFSSA-N	1194.805162			
BASm0037666	CL(10:0/16:1(9Z)/30:0/30:0)	CL(10:0/16:1(9Z)/30:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C95H184O17P2		JFAOVBZESKXRIC-RISBCVGQSA-N	1659.300878			
BASm0037667	MLCL(0:0/10:0/16:1(9Z)/30:0)	MLCL(0:0/10:0/16:1(9Z)/30:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/16:1(9Z)/30:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of palmitoleic acid at the C-3 position, and one chain of melissic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C65H126O16P2	InChI=1S/C65H126O16P2/c1-4-7-10-13-16-18-20-22-23-24-25-26-27-28-29-30-31-32-33-34-35-37-39-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-43-40-38-36-21-19-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-42-15-12-9-6-3/h19,21,60-62,66-67H,4-18,20,22-59H2,1-3H3,(H,71,72)(H,73,74)/b21-19-/t60-,61-,62-/m1/s1	UNOUZPGLOBUSRQ-VUGQOTCVSA-N	1224.852112			
BASm0037668	MLCL(0:0/10:0/18:0/22:1(11Z))	MLCL(0:0/10:0/18:0/22:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:0/22:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of stearic acid at the C-3 position, and one chain of (11Z)-docosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-29-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-30-28-23-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h25-26,54-56,60-61H,4-24,27-53H2,1-3H3,(H,65,66)(H,67,68)/b26-25-/t54-,55-,56-/m1/s1	RMVNPTIQGMWGQJ-UBVWIANPSA-N	1140.758212			
BASm0037669	MLCL(0:0/10:0/18:0/22:1(9Z))	MLCL(0:0/10:0/18:0/22:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:0/22:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of stearic acid at the C-3 position, and one chain of (9Z)-docosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-29-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-30-28-23-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h27,29,54-56,60-61H,4-26,28,30-53H2,1-3H3,(H,65,66)(H,67,68)/b29-27-/t54-,55-,56-/m1/s1	INWYFDDKKZDIRF-GHFRMUBMSA-N	1140.758212			
BASm0037670	CL(10:0/18:0/24:1(11Z)/24:1(11Z))	CL(10:0/18:0/24:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C85H162O17P2		QHZUPJZTKXGBMQ-QWIHCNBISA-N	1517.128728			
BASm0037671	MLCL(0:0/10:0/18:0/24:1(11Z))	MLCL(0:0/10:0/18:0/24:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:0/24:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of stearic acid at the C-3 position, and one chain of (11Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-31-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-32-30-23-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h27-28,56-58,62-63H,4-26,29-55H2,1-3H3,(H,67,68)(H,69,70)/b28-27-/t56-,57-,58-/m1/s1	DBQWFGAQZCTJMC-NKFDFYEESA-N	1168.789512			
BASm0037672	CL(10:0/18:0/24:1(9Z)/24:1(9Z))	CL(10:0/18:0/24:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C85H162O17P2		MDKKORQPXZNJOQ-SBXGRPSASA-N	1517.128728			
BASm0037673	MLCL(0:0/10:0/18:0/24:1(9Z))	MLCL(0:0/10:0/18:0/24:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:0/24:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of stearic acid at the C-3 position, and one chain of (9Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-31-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-32-30-23-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h29,31,56-58,62-63H,4-28,30,32-55H2,1-3H3,(H,67,68)(H,69,70)/b31-29-/t56-,57-,58-/m1/s1	VEQDUQLPXJPEHE-DAWCHOICSA-N	1168.789512			
BASm0037674	CL(10:0/18:0/26:1(11Z)/26:1(11Z))	CL(10:0/18:0/26:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H170O17P2		QYJCQCWWAUYVLD-NCUPBMNRSA-N	1573.191328			
BASm0037675	MLCL(0:0/10:0/18:0/26:1(11Z))	MLCL(0:0/10:0/18:0/26:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:0/26:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of stearic acid at the C-3 position, and one chain of (11Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-33-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-34-32-23-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h29-30,58-60,64-65H,4-28,31-57H2,1-3H3,(H,69,70)(H,71,72)/b30-29-/t58-,59-,60-/m1/s1	RGIGEUCLPNLMOT-RHACXCOASA-N	1196.820812			
BASm0037676	CL(10:0/18:0/26:1(9Z)/26:1(9Z))	CL(10:0/18:0/26:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H170O17P2		NGJCJAMLIIHHSF-BZLICDLOSA-N	1573.191328			
BASm0037677	MLCL(0:0/10:0/18:0/26:1(9Z))	MLCL(0:0/10:0/18:0/26:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:0/26:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of stearic acid at the C-3 position, and one chain of (9Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-33-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-34-32-23-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h31,33,58-60,64-65H,4-30,32,34-57H2,1-3H3,(H,69,70)(H,71,72)/b33-31-/t58-,59-,60-/m1/s1	OBYIAOYXDDMQPI-RMNUOYGJSA-N	1196.820812			
BASm0037678	CL(10:0/18:0/28:1(11Z)/28:1(11Z))	CL(10:0/18:0/28:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C93H178O17P2		AROOXPFLTGFUDG-XCBKWZHASA-N	1629.253928			
BASm0037679	MLCL(0:0/10:0/18:0/28:1(11Z))	MLCL(0:0/10:0/18:0/28:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:0/28:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of stearic acid at the C-3 position, and one chain of (11Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C65H126O16P2	InChI=1S/C65H126O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-32-33-35-37-39-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-43-40-38-36-34-23-21-19-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-42-15-12-9-6-3/h31-32,60-62,66-67H,4-30,33-59H2,1-3H3,(H,71,72)(H,73,74)/b32-31-/t60-,61-,62-/m1/s1	LXOLLCRNQLNICP-JYQKPBQSSA-N	1224.852112			
BASm0037680	CL(10:0/18:0/28:1(9Z)/28:1(9Z))	CL(10:0/18:0/28:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C93H178O17P2		HBTIGQVJPKSIBO-NVCBJEONSA-N	1629.253928			
BASm0037681	MLCL(0:0/10:0/18:0/28:1(9Z))	MLCL(0:0/10:0/18:0/28:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:0/28:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of stearic acid at the C-3 position, and one chain of (9Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C65H126O16P2	InChI=1S/C65H126O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-32-33-35-37-39-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-43-40-38-36-34-23-21-19-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-42-15-12-9-6-3/h33,35,60-62,66-67H,4-32,34,36-59H2,1-3H3,(H,71,72)(H,73,74)/b35-33-/t60-,61-,62-/m1/s1	RHAXHGRIXAPZCP-CFGXGFAVSA-N	1224.852112			
BASm0037682	MLCL(0:0/10:0/18:1(11Z)/22:0)	MLCL(0:0/10:0/18:1(11Z)/22:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:1(11Z)/22:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of cis-vaccenic acid at the C-3 position, and one chain of behenic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-29-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-30-28-23-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h19,21,54-56,60-61H,4-18,20,22-53H2,1-3H3,(H,65,66)(H,67,68)/b21-19-/t54-,55-,56-/m1/s1	SGRKHIICANOQII-AVCNIDQDSA-N	1140.758212			
BASm0037683	MLCL(0:0/10:0/18:1(11Z)/22:1(11Z))	MLCL(0:0/10:0/18:1(11Z)/22:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:1(11Z)/22:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of cis-vaccenic acid at the C-3 position, and one chain of (11Z)-docosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC	C59H112O16P2	InChI=1S/C59H112O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-29-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-30-28-23-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h19,21,25-26,54-56,60-61H,4-18,20,22-24,27-53H2,1-3H3,(H,65,66)(H,67,68)/b21-19-,26-25-/t54-,55-,56-/m1/s1	AHFSYULARGZBDY-PZHOLFOWSA-N	1138.742562			
BASm0037684	MLCL(0:0/10:0/18:1(11Z)/22:1(9Z))	MLCL(0:0/10:0/18:1(11Z)/22:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:1(11Z)/22:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of cis-vaccenic acid at the C-3 position, and one chain of (9Z)-docosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H112O16P2	InChI=1S/C59H112O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-29-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-30-28-23-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h19,21,27,29,54-56,60-61H,4-18,20,22-26,28,30-53H2,1-3H3,(H,65,66)(H,67,68)/b21-19-,29-27-/t54-,55-,56-/m1/s1	QKMQWDVJPYPZAD-XOFKNBKQSA-N	1138.742562			
BASm0037685	CL(10:0/18:1(11Z)/24:0/24:0)	CL(10:0/18:1(11Z)/24:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C85H164O17P2		RNQXKHGPLPXDNI-PBEZMVNOSA-N	1519.144378			
BASm0037686	MLCL(0:0/10:0/18:1(11Z)/24:0)	MLCL(0:0/10:0/18:1(11Z)/24:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:1(11Z)/24:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of cis-vaccenic acid at the C-3 position, and one chain of lignoceric acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-31-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-32-30-23-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h19,21,56-58,62-63H,4-18,20,22-55H2,1-3H3,(H,67,68)(H,69,70)/b21-19-/t56-,57-,58-/m1/s1	COBRBQAHAKMLGC-FXULAPIKSA-N	1168.789512			
BASm0037687	CL(10:0/18:1(11Z)/24:1(11Z)/24:1(11Z))	CL(10:0/18:1(11Z)/24:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C85H160O17P2		NHRFYAGYSOBJQN-PHBCEPOUSA-N	1515.113078			
BASm0037688	MLCL(0:0/10:0/18:1(11Z)/24:1(11Z))	MLCL(0:0/10:0/18:1(11Z)/24:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:1(11Z)/24:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of cis-vaccenic acid at the C-3 position, and one chain of (11Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-31-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-32-30-23-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h19,21,27-28,56-58,62-63H,4-18,20,22-26,29-55H2,1-3H3,(H,67,68)(H,69,70)/b21-19-,28-27-/t56-,57-,58-/m1/s1	SOLSDFKJZMRYSK-VYNLOCSFSA-N	1166.773862			
BASm0037689	CL(10:0/18:1(11Z)/24:1(9Z)/24:1(9Z))	CL(10:0/18:1(11Z)/24:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C85H160O17P2		LMBZIOUAMMSLPB-CPFOUCJVSA-N	1515.113078			
BASm0037690	MLCL(0:0/10:0/18:1(11Z)/24:1(9Z))	MLCL(0:0/10:0/18:1(11Z)/24:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:1(11Z)/24:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of cis-vaccenic acid at the C-3 position, and one chain of (9Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-31-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-32-30-23-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h19,21,29,31,56-58,62-63H,4-18,20,22-28,30,32-55H2,1-3H3,(H,67,68)(H,69,70)/b21-19-,31-29-/t56-,57-,58-/m1/s1	OIGSNJWLYXJVAQ-MSNPEZHZSA-N	1166.773862			
BASm0037691	CL(10:0/18:1(11Z)/26:0/26:0)	CL(10:0/18:1(11Z)/26:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H172O17P2		GWTMEOUGMWUHJF-AITFYKFPSA-N	1575.206978			
BASm0037692	MLCL(0:0/10:0/18:1(11Z)/26:0)	MLCL(0:0/10:0/18:1(11Z)/26:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:1(11Z)/26:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of cis-vaccenic acid at the C-3 position, and one chain of cerotic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-33-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-34-32-23-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h19,21,58-60,64-65H,4-18,20,22-57H2,1-3H3,(H,69,70)(H,71,72)/b21-19-/t58-,59-,60-/m1/s1	AKYWKMKBNQDEFI-FHNNJDAUSA-N	1196.820812			
BASm0037693	CL(10:0/18:1(11Z)/26:1(11Z)/26:1(11Z))	CL(10:0/18:1(11Z)/26:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H168O17P2		HUDZYBYXOGFBBP-BAKQPLPQSA-N	1571.175678			
BASm0037694	MLCL(0:0/10:0/18:1(11Z)/26:1(11Z))	MLCL(0:0/10:0/18:1(11Z)/26:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:1(11Z)/26:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of cis-vaccenic acid at the C-3 position, and one chain of (11Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C63H120O16P2	InChI=1S/C63H120O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-33-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-34-32-23-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h19,21,29-30,58-60,64-65H,4-18,20,22-28,31-57H2,1-3H3,(H,69,70)(H,71,72)/b21-19-,30-29-/t58-,59-,60-/m1/s1	FESFDACAPGTFQV-KFVZUVQYSA-N	1194.805162			
BASm0037695	CL(10:0/18:1(11Z)/26:1(9Z)/26:1(9Z))	CL(10:0/18:1(11Z)/26:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H168O17P2		QBGUDQNBBZOYTR-LBTMYMADSA-N	1571.175678			
BASm0037696	MLCL(0:0/10:0/18:1(11Z)/26:1(9Z))	MLCL(0:0/10:0/18:1(11Z)/26:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:1(11Z)/26:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of cis-vaccenic acid at the C-3 position, and one chain of (9Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C63H120O16P2	InChI=1S/C63H120O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-33-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-34-32-23-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h19,21,31,33,58-60,64-65H,4-18,20,22-30,32,34-57H2,1-3H3,(H,69,70)(H,71,72)/b21-19-,33-31-/t58-,59-,60-/m1/s1	HDAXMXDHBDJVJY-FXPXFFGMSA-N	1194.805162			
BASm0037697	CL(10:0/18:1(11Z)/28:0/28:0)	CL(10:0/18:1(11Z)/28:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C93H180O17P2		OCWNPANPSXIDKV-GVULPSHASA-N	1631.269578			
BASm0037698	MLCL(0:0/10:0/18:1(11Z)/28:0)	MLCL(0:0/10:0/18:1(11Z)/28:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:1(11Z)/28:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of cis-vaccenic acid at the C-3 position, and one chain of montanic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C65H126O16P2	InChI=1S/C65H126O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-32-33-35-37-39-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-43-40-38-36-34-23-21-19-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-42-15-12-9-6-3/h19,21,60-62,66-67H,4-18,20,22-59H2,1-3H3,(H,71,72)(H,73,74)/b21-19-/t60-,61-,62-/m1/s1	QUDCVRLCJPCMLR-VUGQOTCVSA-N	1224.852112			
BASm0037699	CL(10:0/18:1(11Z)/28:1(11Z)/28:1(11Z))	CL(10:0/18:1(11Z)/28:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C93H176O17P2		FIMHDWAVFLOHGZ-GMHZBPKLSA-N	1627.238278			
BASm0037700	MLCL(0:0/10:0/18:1(11Z)/28:1(11Z))	MLCL(0:0/10:0/18:1(11Z)/28:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:1(11Z)/28:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of cis-vaccenic acid at the C-3 position, and one chain of (11Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C65H124O16P2	InChI=1S/C65H124O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-32-33-35-37-39-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-43-40-38-36-34-23-21-19-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-42-15-12-9-6-3/h19,21,31-32,60-62,66-67H,4-18,20,22-30,33-59H2,1-3H3,(H,71,72)(H,73,74)/b21-19-,32-31-/t60-,61-,62-/m1/s1	QLXRAUDWMZIGJK-GQYWSFPJSA-N	1222.836462			
BASm0037701	CL(10:0/18:1(11Z)/28:1(9Z)/28:1(9Z))	CL(10:0/18:1(11Z)/28:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C93H176O17P2		MBNROETUKOFOTI-JAVFSNPRSA-N	1627.238278			
BASm0037702	MLCL(0:0/10:0/18:1(11Z)/28:1(9Z))	MLCL(0:0/10:0/18:1(11Z)/28:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:1(11Z)/28:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of cis-vaccenic acid at the C-3 position, and one chain of (9Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C65H124O16P2	InChI=1S/C65H124O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-32-33-35-37-39-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-43-40-38-36-34-23-21-19-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-42-15-12-9-6-3/h19,21,33,35,60-62,66-67H,4-18,20,22-32,34,36-59H2,1-3H3,(H,71,72)(H,73,74)/b21-19-,35-33-/t60-,61-,62-/m1/s1	KUSWXILOVKYOCA-DLOVMSARSA-N	1222.836462			
BASm0037703	CL(10:0/18:1(11Z)/30:0/30:0)	CL(10:0/18:1(11Z)/30:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C97H188O17P2		DFUHGJJXUNSXCA-XYOCLWSLSA-N	1687.332179			
BASm0037704	MLCL(0:0/10:0/18:1(11Z)/30:0)	MLCL(0:0/10:0/18:1(11Z)/30:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:1(11Z)/30:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of cis-vaccenic acid at the C-3 position, and one chain of melissic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C67H130O16P2	InChI=1S/C67H130O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-32-33-34-35-37-39-41-43-46-49-52-55-67(72)83-64(59-77-65(70)53-50-47-45-42-40-38-36-23-21-19-17-14-11-8-5-2)61-81-85(75,76)79-58-62(69)57-78-84(73,74)80-60-63(56-68)82-66(71)54-51-48-44-15-12-9-6-3/h19,21,62-64,68-69H,4-18,20,22-61H2,1-3H3,(H,73,74)(H,75,76)/b21-19-/t62-,63-,64-/m1/s1	QJZZJOJXVTUZEF-DHJLKCFQSA-N	1252.883412			
BASm0037705	MLCL(0:0/10:0/18:1(9Z)/22:0)	MLCL(0:0/10:0/18:1(9Z)/22:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:1(9Z)/22:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of oleic acid at the C-3 position, and one chain of behenic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-29-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-30-28-23-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h23,28,54-56,60-61H,4-22,24-27,29-53H2,1-3H3,(H,65,66)(H,67,68)/b28-23-/t54-,55-,56-/m1/s1	RRRWSBJGPWXFLM-BGYMDLIHSA-N	1140.758212			
BASm0037706	MLCL(0:0/10:0/18:1(9Z)/22:1(11Z))	MLCL(0:0/10:0/18:1(9Z)/22:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:1(9Z)/22:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of oleic acid at the C-3 position, and one chain of (11Z)-docosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC	C59H112O16P2	InChI=1S/C59H112O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-29-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-30-28-23-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h23,25-26,28,54-56,60-61H,4-22,24,27,29-53H2,1-3H3,(H,65,66)(H,67,68)/b26-25-,28-23-/t54-,55-,56-/m1/s1	XDBBEGUJXLGSLZ-HKPPDJLNSA-N	1138.742562			
BASm0037707	MLCL(0:0/10:0/18:1(9Z)/22:1(9Z))	MLCL(0:0/10:0/18:1(9Z)/22:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:1(9Z)/22:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of oleic acid at the C-3 position, and one chain of (9Z)-docosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC	C59H112O16P2	InChI=1S/C59H112O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-29-31-33-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-37-34-32-30-28-23-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h23,27-29,54-56,60-61H,4-22,24-26,30-53H2,1-3H3,(H,65,66)(H,67,68)/b28-23-,29-27-/t54-,55-,56-/m1/s1	YNHLEHBUHWHRKD-IPNCEPHHSA-N	1138.742562			
BASm0037708	CL(10:0/18:1(9Z)/24:0/24:0)	CL(10:0/18:1(9Z)/24:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C85H164O17P2		LNOZVJAMHJBEAJ-GYVCETBBSA-N	1519.144378			
BASm0037709	MLCL(0:0/10:0/18:1(9Z)/24:0)	MLCL(0:0/10:0/18:1(9Z)/24:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:1(9Z)/24:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of oleic acid at the C-3 position, and one chain of lignoceric acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-31-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-32-30-23-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h23,30,56-58,62-63H,4-22,24-29,31-55H2,1-3H3,(H,67,68)(H,69,70)/b30-23-/t56-,57-,58-/m1/s1	OOXKJTFELQFQNI-ZNTWNOHISA-N	1168.789512			
BASm0037710	CL(10:0/18:1(9Z)/24:1(11Z)/24:1(11Z))	CL(10:0/18:1(9Z)/24:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C85H160O17P2		ZUOHYOUDPFLMAG-LGZHHMCVSA-N	1515.113078			
BASm0037711	MLCL(0:0/10:0/18:1(9Z)/24:1(11Z))	MLCL(0:0/10:0/18:1(9Z)/24:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:1(9Z)/24:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of oleic acid at the C-3 position, and one chain of (11Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-31-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-32-30-23-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h23,27-28,30,56-58,62-63H,4-22,24-26,29,31-55H2,1-3H3,(H,67,68)(H,69,70)/b28-27-,30-23-/t56-,57-,58-/m1/s1	ZQSSKQNAQBWQTB-OPGFBOSRSA-N	1166.773862			
BASm0037712	CL(10:0/18:1(9Z)/24:1(9Z)/24:1(9Z))	CL(10:0/18:1(9Z)/24:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C85H160O17P2		FLSYZGHRUIZWJM-HKHQCGBISA-N	1515.113078			
BASm0037713	MLCL(0:0/10:0/18:1(9Z)/24:1(9Z))	MLCL(0:0/10:0/18:1(9Z)/24:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:1(9Z)/24:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of oleic acid at the C-3 position, and one chain of (9Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-31-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-32-30-23-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h23,29-31,56-58,62-63H,4-22,24-28,32-55H2,1-3H3,(H,67,68)(H,69,70)/b30-23-,31-29-/t56-,57-,58-/m1/s1	RKNPETYEIBAKOI-NUYKHUCJSA-N	1166.773862			
BASm0037714	CL(10:0/18:1(9Z)/26:0/26:0)	CL(10:0/18:1(9Z)/26:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H172O17P2		RBRBILMYMDGDOX-MDLGISGPSA-N	1575.206978			
BASm0037715	MLCL(0:0/10:0/18:1(9Z)/26:0)	MLCL(0:0/10:0/18:1(9Z)/26:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:1(9Z)/26:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of oleic acid at the C-3 position, and one chain of cerotic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-33-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-34-32-23-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h23,32,58-60,64-65H,4-22,24-31,33-57H2,1-3H3,(H,69,70)(H,71,72)/b32-23-/t58-,59-,60-/m1/s1	QRCXJOKIYKZZQX-CJBLJEFMSA-N	1196.820812			
BASm0037716	CL(10:0/18:1(9Z)/26:1(11Z)/26:1(11Z))	CL(10:0/18:1(9Z)/26:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H168O17P2		OJCWGFNZRHPFIN-YUKCYJIBSA-N	1571.175678			
BASm0037717	MLCL(0:0/10:0/18:1(9Z)/26:1(11Z))	MLCL(0:0/10:0/18:1(9Z)/26:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:1(9Z)/26:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of oleic acid at the C-3 position, and one chain of (11Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C63H120O16P2	InChI=1S/C63H120O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-33-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-34-32-23-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h23,29-30,32,58-60,64-65H,4-22,24-28,31,33-57H2,1-3H3,(H,69,70)(H,71,72)/b30-29-,32-23-/t58-,59-,60-/m1/s1	FDKCILYWQAREGC-UCADAYLPSA-N	1194.805162			
BASm0037718	CL(10:0/18:1(9Z)/26:1(9Z)/26:1(9Z))	CL(10:0/18:1(9Z)/26:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H168O17P2		OHLIAIALPQLNFB-CZYFPNPKSA-N	1571.175678			
BASm0037719	MLCL(0:0/10:0/18:1(9Z)/26:1(9Z))	MLCL(0:0/10:0/18:1(9Z)/26:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:1(9Z)/26:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of oleic acid at the C-3 position, and one chain of (9Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C63H120O16P2	InChI=1S/C63H120O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-33-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-34-32-23-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h23,31-33,58-60,64-65H,4-22,24-30,34-57H2,1-3H3,(H,69,70)(H,71,72)/b32-23-,33-31-/t58-,59-,60-/m1/s1	GSWPFIRIXIFPCX-NFZMJPFFSA-N	1194.805162			
BASm0037720	CL(10:0/18:1(9Z)/28:0/28:0)	CL(10:0/18:1(9Z)/28:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C93H180O17P2		TZXQCWUZFLDOMQ-MVCWHZIUSA-N	1631.269578			
BASm0037721	MLCL(0:0/10:0/18:1(9Z)/28:0)	MLCL(0:0/10:0/18:1(9Z)/28:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:1(9Z)/28:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of oleic acid at the C-3 position, and one chain of montanic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C65H126O16P2	InChI=1S/C65H126O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-32-33-35-37-39-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-43-40-38-36-34-23-21-19-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-42-15-12-9-6-3/h23,34,60-62,66-67H,4-22,24-33,35-59H2,1-3H3,(H,71,72)(H,73,74)/b34-23-/t60-,61-,62-/m1/s1	MLFSNXYULPNZCW-MHSKAYMSSA-N	1224.852112			
BASm0037722	CL(10:0/18:1(9Z)/28:1(11Z)/28:1(11Z))	CL(10:0/18:1(9Z)/28:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C93H176O17P2		ZSMPPZCESIFNRK-ABHXFHSESA-N	1627.238278			
BASm0037723	MLCL(0:0/10:0/18:1(9Z)/28:1(11Z))	MLCL(0:0/10:0/18:1(9Z)/28:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:1(9Z)/28:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of oleic acid at the C-3 position, and one chain of (11Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C65H124O16P2	InChI=1S/C65H124O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-32-33-35-37-39-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-43-40-38-36-34-23-21-19-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-42-15-12-9-6-3/h23,31-32,34,60-62,66-67H,4-22,24-30,33,35-59H2,1-3H3,(H,71,72)(H,73,74)/b32-31-,34-23-/t60-,61-,62-/m1/s1	PNJMBJUWVBPMJD-QOWFSYQHSA-N	1222.836462			
BASm0037724	CL(10:0/18:1(9Z)/28:1(9Z)/28:1(9Z))	CL(10:0/18:1(9Z)/28:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C93H176O17P2		OABGYKBLLDKQNK-KWVYKANQSA-N	1627.238278			
BASm0037725	MLCL(0:0/10:0/18:1(9Z)/28:1(9Z))	MLCL(0:0/10:0/18:1(9Z)/28:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:1(9Z)/28:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of oleic acid at the C-3 position, and one chain of (9Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C65H124O16P2	InChI=1S/C65H124O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-32-33-35-37-39-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-43-40-38-36-34-23-21-19-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-42-15-12-9-6-3/h23,33-35,60-62,66-67H,4-22,24-32,36-59H2,1-3H3,(H,71,72)(H,73,74)/b34-23-,35-33-/t60-,61-,62-/m1/s1	LIJTWZHDMLZJNZ-JYUUMYBTSA-N	1222.836462			
BASm0037726	CL(10:0/18:1(9Z)/30:0/30:0)	CL(10:0/18:1(9Z)/30:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C97H188O17P2		MBCHESPSHQEWHX-SGFYYQDESA-N	1687.332179			
BASm0037727	MLCL(0:0/10:0/18:1(9Z)/30:0)	MLCL(0:0/10:0/18:1(9Z)/30:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/18:1(9Z)/30:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of oleic acid at the C-3 position, and one chain of melissic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C67H130O16P2	InChI=1S/C67H130O16P2/c1-4-7-10-13-16-18-20-22-24-25-26-27-28-29-30-31-32-33-34-35-37-39-41-43-46-49-52-55-67(72)83-64(59-77-65(70)53-50-47-45-42-40-38-36-23-21-19-17-14-11-8-5-2)61-81-85(75,76)79-58-62(69)57-78-84(73,74)80-60-63(56-68)82-66(71)54-51-48-44-15-12-9-6-3/h23,36,62-64,68-69H,4-22,24-35,37-61H2,1-3H3,(H,73,74)(H,75,76)/b36-23-/t62-,63-,64-/m1/s1	QKGOUDSYIFVJDA-WMCGZXSPSA-N	1252.883412			
BASm0037728	MLCL(0:0/10:0/20:0/20:1(11Z))	MLCL(0:0/10:0/20:0/20:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/20:0/20:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of arachidic acid at the C-3 position, and one chain of eicosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-32-34-37-39-42-45-57(62)69-51-56(75-59(64)47-44-41-38-35-33-31-29-27-25-23-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h23,25,54-56,60-61H,4-22,24,26-53H2,1-3H3,(H,65,66)(H,67,68)/b25-23-/t54-,55-,56-/m1/s1	FGMXZXZBLRNTJM-FRPTUBEZSA-N	1140.758212			
BASm0037729	PC(20:0/20:0)	PC(20:0/20:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:0/20:0), in particular, consists of two chains of arachidic acid at the C-1 and C-2 positions. The arachidic acid moieties are derived from peanut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCC	C48H96NO8P	InChI=1S/C48H96NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h46H,6-45H2,1-5H3/t46-/m1/s1	YKIOPDIXYAUOFN-YACUFSJGSA-N	845.6873556		HMDB0008274	
BASm0037730	MLCL(0:0/10:0/20:0/20:1(13Z))	MLCL(0:0/10:0/20:0/20:1(13Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/20:0/20:1(13Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of arachidic acid at the C-3 position, and one chain of paullinic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-32-34-37-39-42-45-57(62)69-51-56(75-59(64)47-44-41-38-35-33-31-29-27-25-23-21-19-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-36-15-12-9-6-3/h19,21,54-56,60-61H,4-18,20,22-53H2,1-3H3,(H,65,66)(H,67,68)/b21-19-/t54-,55-,56-/m1/s1	UHEKHTBEKVVFKB-AVCNIDQDSA-N	1140.758212			
BASm0037731	CL(10:0/20:0/22:1(11Z)/22:1(11Z))	CL(10:0/20:0/22:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C83H158O17P2		PBJKTFYLRXWEFD-GTWQBGLKSA-N	1489.097428			
BASm0037732	MLCL(0:0/10:0/20:0/22:1(11Z))	MLCL(0:0/10:0/20:0/22:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/20:0/22:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of arachidic acid at the C-3 position, and one chain of (11Z)-docosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-29-31-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-32-30-28-25-23-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h26-27,56-58,62-63H,4-25,28-55H2,1-3H3,(H,67,68)(H,69,70)/b27-26-/t56-,57-,58-/m1/s1	RVIVUOQPITZFCH-GGLHLLKKSA-N	1168.789512			
BASm0037733	CL(10:0/20:0/22:1(9Z)/22:1(9Z))	CL(10:0/20:0/22:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C83H158O17P2		IRHRUXUGTVKTNR-HHRUTBGZSA-N	1489.097428			
BASm0037734	MLCL(0:0/10:0/20:0/22:1(9Z))	MLCL(0:0/10:0/20:0/22:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/20:0/22:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of arachidic acid at the C-3 position, and one chain of (9Z)-docosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-29-31-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-32-30-28-25-23-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h29,31,56-58,62-63H,4-28,30,32-55H2,1-3H3,(H,67,68)(H,69,70)/b31-29-/t56-,57-,58-/m1/s1	KHMOCEZSUIXINW-DAWCHOICSA-N	1168.789512			
BASm0037735	CL(10:0/20:0/24:1(11Z)/24:1(11Z))	CL(10:0/20:0/24:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C87H166O17P2		AFQKGSCYQJQJHQ-DYHQKIHSSA-N	1545.160028			
BASm0037736	MLCL(0:0/10:0/20:0/24:1(11Z))	MLCL(0:0/10:0/20:0/24:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/20:0/24:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of arachidic acid at the C-3 position, and one chain of (11Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-28-29-31-33-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-34-32-30-25-23-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h28-29,58-60,64-65H,4-27,30-57H2,1-3H3,(H,69,70)(H,71,72)/b29-28-/t58-,59-,60-/m1/s1	NITOKKPTYZPQMZ-PXQQUVRFSA-N	1196.820812			
BASm0037737	CL(10:0/20:0/24:1(9Z)/24:1(9Z))	CL(10:0/20:0/24:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C87H166O17P2		QLUQUOQROHQKJF-DRMJTLACSA-N	1545.160028			
BASm0037738	MLCL(0:0/10:0/20:0/24:1(9Z))	MLCL(0:0/10:0/20:0/24:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/20:0/24:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of arachidic acid at the C-3 position, and one chain of (9Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-28-29-31-33-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-34-32-30-25-23-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h31,33,58-60,64-65H,4-30,32,34-57H2,1-3H3,(H,69,70)(H,71,72)/b33-31-/t58-,59-,60-/m1/s1	KJWWFDSCPJSMFC-RMNUOYGJSA-N	1196.820812			
BASm0037739	CL(10:0/20:0/26:1(11Z)/26:1(11Z))	CL(10:0/20:0/26:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C91H174O17P2		CNXRZNOODGEBJX-JSVOTOSPSA-N	1601.222628			
BASm0037740	MLCL(0:0/10:0/20:0/26:1(11Z))	MLCL(0:0/10:0/20:0/26:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/20:0/26:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of arachidic acid at the C-3 position, and one chain of (11Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C65H126O16P2	InChI=1S/C65H126O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-28-29-30-31-33-35-37-39-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-43-40-38-36-34-32-25-23-21-19-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-42-15-12-9-6-3/h30-31,60-62,66-67H,4-29,32-59H2,1-3H3,(H,71,72)(H,73,74)/b31-30-/t60-,61-,62-/m1/s1	BEGHXTDGTFQOSB-BCUHJTLNSA-N	1224.852112			
BASm0037741	CL(10:0/20:0/26:1(9Z)/26:1(9Z))	CL(10:0/20:0/26:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C91H174O17P2		LVVSNYSHXSANFN-VAXHAFAXSA-N	1601.222628			
BASm0037742	MLCL(0:0/10:0/20:0/26:1(9Z))	MLCL(0:0/10:0/20:0/26:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/20:0/26:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of arachidic acid at the C-3 position, and one chain of (9Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C65H126O16P2	InChI=1S/C65H126O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-28-29-30-31-33-35-37-39-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-43-40-38-36-34-32-25-23-21-19-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-42-15-12-9-6-3/h33,35,60-62,66-67H,4-32,34,36-59H2,1-3H3,(H,71,72)(H,73,74)/b35-33-/t60-,61-,62-/m1/s1	SOFRKHAUFDWSGW-CFGXGFAVSA-N	1224.852112			
BASm0037743	CL(10:0/20:0/28:1(11Z)/28:1(11Z))	CL(10:0/20:0/28:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C95H182O17P2		IZGGXDGLFOOZNZ-KOTZJIJSSA-N	1657.285228			
BASm0037744	MLCL(0:0/10:0/20:0/28:1(11Z))	MLCL(0:0/10:0/20:0/28:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/20:0/28:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of arachidic acid at the C-3 position, and one chain of (11Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C67H130O16P2	InChI=1S/C67H130O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-28-29-30-31-32-33-35-37-39-41-43-46-49-52-55-67(72)83-64(59-77-65(70)53-50-47-45-42-40-38-36-34-25-23-21-19-17-14-11-8-5-2)61-81-85(75,76)79-58-62(69)57-78-84(73,74)80-60-63(56-68)82-66(71)54-51-48-44-15-12-9-6-3/h32-33,62-64,68-69H,4-31,34-61H2,1-3H3,(H,73,74)(H,75,76)/b33-32-/t62-,63-,64-/m1/s1	XMEVFLPFZXUAGK-BUNHVVJFSA-N	1252.883412			
BASm0037745	Paullinoyl-CoA	Paullinoyl-CoA belongs to the class of organic compounds known as long-chain fatty acyl coas. These are acyl CoAs where the group acylated to the coenzyme A moiety is a long aliphatic chain of 13 to 21 carbon atoms. Paullinoyl-CoA is considered to be a practically insoluble (in water) and relatively neutral molecule. An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (13Z)-icosenoic acid (ChEBI: 76910).			CCCCCC\C=C/CCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C41H72N7O17P3S	InChI=1S/C41H72N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h9-10,28-30,34-36,40,51-52H,4-8,11-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/b10-9-/t30-,34-,35-,36+,40-/m1/s1	UZVWVONIQVFUPF-VNNCJAHTSA-N	1059.391826	76910		
BASm0037746	CL(10:0/20:1(13Z)/22:0/22:0)	CL(10:0/20:1(13Z)/22:0/22:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C83H160O17P2		FVJOXDQLZXIXSZ-UKBMYQHASA-N	1491.113078			
BASm0037747	MLCL(0:0/10:0/20:1(13Z)/22:0)	MLCL(0:0/10:0/20:1(13Z)/22:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/20:1(13Z)/22:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of paullinic acid at the C-3 position, and one chain of behenic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-29-31-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-32-30-28-25-23-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h19,21,56-58,62-63H,4-18,20,22-55H2,1-3H3,(H,67,68)(H,69,70)/b21-19-/t56-,57-,58-/m1/s1	UXFSCXNSCBWKAS-FXULAPIKSA-N	1168.789512			
BASm0037748	PC(20:0/20:1(13Z))	PC(20:0/20:1(13Z)) is a phosphatidylcholine (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(20:0/20:1(13Z)), in particular, consists of one chain of arachidic acid at the C-1 position and one chain of paullinic acid at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells as well as being involved in metabolism and signaling. The fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCC\C=C/CCCCCC	C48H94NO8P	InChI=1S/C48H94NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h17,19,46H,6-16,18,20-45H2,1-5H3/b19-17-/t46-/m1/s1	GYLKERXWUFQVJQ-VGURBHAXSA-N	843.671706			
BASm0037749	CL(10:0/20:1(13Z)/22:1(11Z)/22:1(11Z))	CL(10:0/20:1(13Z)/22:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C83H156O17P2		CSUPXZZCOFTIEV-WUGFPFERSA-N	1487.081778			
BASm0037750	MLCL(0:0/10:0/20:1(13Z)/22:1(11Z))	MLCL(0:0/10:0/20:1(13Z)/22:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/20:1(13Z)/22:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of paullinic acid at the C-3 position, and one chain of (11Z)-docosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-29-31-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-32-30-28-25-23-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h19,21,26-27,56-58,62-63H,4-18,20,22-25,28-55H2,1-3H3,(H,67,68)(H,69,70)/b21-19-,27-26-/t56-,57-,58-/m1/s1	VPCMJHOWHJTJMH-PIFSHAKMSA-N	1166.773862			
BASm0037751	CL(10:0/20:1(13Z)/22:1(9Z)/22:1(9Z))	CL(10:0/20:1(13Z)/22:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C83H156O17P2		GJENZONHKKGQDE-KZEHQPJJSA-N	1487.081778			
BASm0037752	MLCL(0:0/10:0/20:1(13Z)/22:1(9Z))	MLCL(0:0/10:0/20:1(13Z)/22:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/20:1(13Z)/22:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of paullinic acid at the C-3 position, and one chain of (9Z)-docosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-29-31-33-35-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-39-36-34-32-30-28-25-23-21-19-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-38-15-12-9-6-3/h19,21,29,31,56-58,62-63H,4-18,20,22-28,30,32-55H2,1-3H3,(H,67,68)(H,69,70)/b21-19-,31-29-/t56-,57-,58-/m1/s1	ZZMOXXVFWJDEDZ-MSNPEZHZSA-N	1166.773862			
BASm0037753	CL(10:0/20:1(13Z)/24:0/24:0)	CL(10:0/20:1(13Z)/24:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C87H168O17P2		ANALFBXFHIXURE-KZSKHBACSA-N	1547.175678			
BASm0037754	MLCL(0:0/10:0/20:1(13Z)/24:0)	MLCL(0:0/10:0/20:1(13Z)/24:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/20:1(13Z)/24:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of paullinic acid at the C-3 position, and one chain of lignoceric acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-28-29-31-33-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-34-32-30-25-23-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h19,21,58-60,64-65H,4-18,20,22-57H2,1-3H3,(H,69,70)(H,71,72)/b21-19-/t58-,59-,60-/m1/s1	FVKZLIGNOCDDNC-FHNNJDAUSA-N	1196.820812			
BASm0037755	CL(10:0/20:1(13Z)/24:1(11Z)/24:1(11Z))	CL(10:0/20:1(13Z)/24:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C87H164O17P2		CTOKMIAUQRCWPK-YWSKZBMXSA-N	1543.144378			
BASm0037756	MLCL(0:0/10:0/20:1(13Z)/24:1(11Z))	MLCL(0:0/10:0/20:1(13Z)/24:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/20:1(13Z)/24:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of paullinic acid at the C-3 position, and one chain of (11Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC	C63H120O16P2	InChI=1S/C63H120O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-28-29-31-33-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-34-32-30-25-23-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h19,21,28-29,58-60,64-65H,4-18,20,22-27,30-57H2,1-3H3,(H,69,70)(H,71,72)/b21-19-,29-28-/t58-,59-,60-/m1/s1	YFPHVWJHPVBOMK-SHJSTSQCSA-N	1194.805162			
BASm0037757	CL(10:0/20:1(13Z)/24:1(9Z)/24:1(9Z))	CL(10:0/20:1(13Z)/24:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C87H164O17P2		PTZWTHVIGXJFLK-AVYKGECUSA-N	1543.144378			
BASm0037758	MLCL(0:0/10:0/20:1(13Z)/24:1(9Z))	MLCL(0:0/10:0/20:1(13Z)/24:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/20:1(13Z)/24:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of paullinic acid at the C-3 position, and one chain of (9Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C63H120O16P2	InChI=1S/C63H120O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-28-29-31-33-35-37-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-41-38-36-34-32-30-25-23-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h19,21,31,33,58-60,64-65H,4-18,20,22-30,32,34-57H2,1-3H3,(H,69,70)(H,71,72)/b21-19-,33-31-/t58-,59-,60-/m1/s1	UDMNXRDCXXGVOE-FXPXFFGMSA-N	1194.805162			
BASm0037759	CL(10:0/20:1(13Z)/26:0/26:0)	CL(10:0/20:1(13Z)/26:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C91H176O17P2		KAIACEVPUNRXBI-UHPZADNNSA-N	1603.238278			
BASm0037760	MLCL(0:0/10:0/20:1(13Z)/26:0)	MLCL(0:0/10:0/20:1(13Z)/26:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/20:1(13Z)/26:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of paullinic acid at the C-3 position, and one chain of cerotic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C65H126O16P2	InChI=1S/C65H126O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-28-29-30-31-33-35-37-39-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-43-40-38-36-34-32-25-23-21-19-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-42-15-12-9-6-3/h19,21,60-62,66-67H,4-18,20,22-59H2,1-3H3,(H,71,72)(H,73,74)/b21-19-/t60-,61-,62-/m1/s1	LJTXGEJEFCTARC-VUGQOTCVSA-N	1224.852112			
BASm0037761	CL(10:0/20:1(13Z)/26:1(11Z)/26:1(11Z))	CL(10:0/20:1(13Z)/26:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C91H172O17P2		CGOSJZBHXLWZEQ-TVIZKIMMSA-N	1599.206978			
BASm0037762	MLCL(0:0/10:0/20:1(13Z)/26:1(11Z))	MLCL(0:0/10:0/20:1(13Z)/26:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/20:1(13Z)/26:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of paullinic acid at the C-3 position, and one chain of (11Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C65H124O16P2	InChI=1S/C65H124O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-28-29-30-31-33-35-37-39-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-43-40-38-36-34-32-25-23-21-19-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-42-15-12-9-6-3/h19,21,30-31,60-62,66-67H,4-18,20,22-29,32-59H2,1-3H3,(H,71,72)(H,73,74)/b21-19-,31-30-/t60-,61-,62-/m1/s1	BCFZWNFMNZTIPG-FZKAFDTFSA-N	1222.836462			
BASm0037763	CL(10:0/20:1(13Z)/26:1(9Z)/26:1(9Z))	CL(10:0/20:1(13Z)/26:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C91H172O17P2		XPIUFHDWVUHWKN-OHVWTHBYSA-N	1599.206978			
BASm0037764	MLCL(0:0/10:0/20:1(13Z)/26:1(9Z))	MLCL(0:0/10:0/20:1(13Z)/26:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/20:1(13Z)/26:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of paullinic acid at the C-3 position, and one chain of (9Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C65H124O16P2	InChI=1S/C65H124O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-28-29-30-31-33-35-37-39-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-43-40-38-36-34-32-25-23-21-19-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-42-15-12-9-6-3/h19,21,33,35,60-62,66-67H,4-18,20,22-32,34,36-59H2,1-3H3,(H,71,72)(H,73,74)/b21-19-,35-33-/t60-,61-,62-/m1/s1	OIAVYLXMRPTNAD-DLOVMSARSA-N	1222.836462			
BASm0037765	CL(10:0/20:1(13Z)/28:0/28:0)	CL(10:0/20:1(13Z)/28:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C95H184O17P2		MPGBABDRFVDOIB-RISBCVGQSA-N	1659.300878			
BASm0037766	MLCL(0:0/10:0/20:1(13Z)/28:0)	MLCL(0:0/10:0/20:1(13Z)/28:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/20:1(13Z)/28:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of paullinic acid at the C-3 position, and one chain of montanic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C67H130O16P2	InChI=1S/C67H130O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-28-29-30-31-32-33-35-37-39-41-43-46-49-52-55-67(72)83-64(59-77-65(70)53-50-47-45-42-40-38-36-34-25-23-21-19-17-14-11-8-5-2)61-81-85(75,76)79-58-62(69)57-78-84(73,74)80-60-63(56-68)82-66(71)54-51-48-44-15-12-9-6-3/h19,21,62-64,68-69H,4-18,20,22-61H2,1-3H3,(H,73,74)(H,75,76)/b21-19-/t62-,63-,64-/m1/s1	WCHMNNULXMBWIE-DHJLKCFQSA-N	1252.883412			
BASm0037767	CL(10:0/20:1(13Z)/28:1(11Z)/28:1(11Z))	CL(10:0/20:1(13Z)/28:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C95H180O17P2		GCMDJJORKATGJR-ASSRBVJWSA-N	1655.269578			
BASm0037768	MLCL(0:0/10:0/20:1(13Z)/28:1(11Z))	MLCL(0:0/10:0/20:1(13Z)/28:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/20:1(13Z)/28:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of paullinic acid at the C-3 position, and one chain of (11Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C67H128O16P2	InChI=1S/C67H128O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-28-29-30-31-32-33-35-37-39-41-43-46-49-52-55-67(72)83-64(59-77-65(70)53-50-47-45-42-40-38-36-34-25-23-21-19-17-14-11-8-5-2)61-81-85(75,76)79-58-62(69)57-78-84(73,74)80-60-63(56-68)82-66(71)54-51-48-44-15-12-9-6-3/h19,21,32-33,62-64,68-69H,4-18,20,22-31,34-61H2,1-3H3,(H,73,74)(H,75,76)/b21-19-,33-32-/t62-,63-,64-/m1/s1	FUKRLJMWFBYNHI-FIMQEXRPSA-N	1250.867762			
BASm0037769	CL(10:0/20:1(13Z)/28:1(9Z)/28:1(9Z))	CL(10:0/20:1(13Z)/28:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C95H180O17P2		DGQQICZKCDUZHA-SMZRMBJYSA-N	1655.269578			
BASm0037770	MLCL(0:0/10:0/20:1(13Z)/28:1(9Z))	MLCL(0:0/10:0/20:1(13Z)/28:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/20:1(13Z)/28:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of paullinic acid at the C-3 position, and one chain of (9Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C67H128O16P2	InChI=1S/C67H128O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-28-29-30-31-32-33-35-37-39-41-43-46-49-52-55-67(72)83-64(59-77-65(70)53-50-47-45-42-40-38-36-34-25-23-21-19-17-14-11-8-5-2)61-81-85(75,76)79-58-62(69)57-78-84(73,74)80-60-63(56-68)82-66(71)54-51-48-44-15-12-9-6-3/h19,21,35,37,62-64,68-69H,4-18,20,22-34,36,38-61H2,1-3H3,(H,73,74)(H,75,76)/b21-19-,37-35-/t62-,63-,64-/m1/s1	LUTBSTQGMVZYLV-ADDCRBAWSA-N	1250.867762			
BASm0037771	CL(10:0/20:1(13Z)/30:0/30:0)	CL(10:0/20:1(13Z)/30:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C99H192O17P2		IEBZAJSCORZQEH-BULXKYCFSA-N	1715.363479			
BASm0037772	MLCL(0:0/10:0/20:1(13Z)/30:0)	MLCL(0:0/10:0/20:1(13Z)/30:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/20:1(13Z)/30:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of paullinic acid at the C-3 position, and one chain of melissic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C69H134O16P2	InChI=1S/C69H134O16P2/c1-4-7-10-13-16-18-20-22-24-26-27-28-29-30-31-32-33-34-35-37-39-41-43-45-48-51-54-57-69(74)85-66(61-79-67(72)55-52-49-47-44-42-40-38-36-25-23-21-19-17-14-11-8-5-2)63-83-87(77,78)81-60-64(71)59-80-86(75,76)82-62-65(58-70)84-68(73)56-53-50-46-15-12-9-6-3/h19,21,64-66,70-71H,4-18,20,22-63H2,1-3H3,(H,75,76)(H,77,78)/b21-19-/t64-,65-,66-/m1/s1	IKMJUGIQUPRRCT-GYHBRRLGSA-N	1280.914712			
BASm0037773	PA(10:0/22:0)	PA(10:0/22:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/22:0), in particular, consists of one chain of capric acid at the C-1 position and one chain of behenic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C35H69O8P	InChI=1S/C35H69O8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-24-26-28-30-35(37)43-33(32-42-44(38,39)40)31-41-34(36)29-27-25-23-10-8-6-4-2/h33H,3-32H2,1-2H3,(H2,38,39,40)/t33-/m1/s1	SJYXHQSLIDIRRX-MGBGTMOVSA-N	648.4730062	16337	HMDB0114777	
BASm0037774	CL(10:0/22:0/22:1(11Z)/22:1(11Z))	CL(10:0/22:0/22:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C85H162O17P2		QWHLDLVNGBCOGJ-OUNQSVAWSA-N	1517.128728			
BASm0037775	MLCL(0:0/10:0/22:0/22:1(11Z))	MLCL(0:0/10:0/22:0/22:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:0/22:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of behenic acid at the C-3 position, and one chain of (11Z)-docosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-32-34-36-38-41-43-46-49-61(66)73-55-60(79-63(68)51-48-45-42-39-37-35-33-31-29-27-25-23-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h27,29,58-60,64-65H,4-26,28,30-57H2,1-3H3,(H,69,70)(H,71,72)/b29-27-/t58-,59-,60-/m1/s1	ABZSWMNSRVYTKQ-RLCUIFLJSA-N	1196.820812			
BASm0037776	PC(22:0/22:0)	PC(22:0/22:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:0/22:0), in particular, consists of two chains of behenic acid at the C-1 and C-2 positions. The behenic acid moieties are derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCCCC	C52H104NO8P	InChI=1S/C52H104NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-42-44-51(54)58-48-50(49-60-62(56,57)59-47-46-53(3,4)5)61-52(55)45-43-41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h50H,6-49H2,1-5H3/t50-/m1/s1	HRTBOPUWPUXROO-VCZQVZGSSA-N	901.7499558		HMDB0008545	
BASm0037777	LysoPC(22:0/0:0)	LysoPC(22:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(22:0), in particular, consists of one chain of behenic acid at the C-1 position. The behenic acid moiety is derived from groundnut oil. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor family of integral membrane proteins.			[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C30H62NO7P	InChI=1S/C30H62NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-30(33)36-27-29(32)28-38-39(34,35)37-26-25-31(2,3)4/h29,32H,5-28H2,1-4H3/t29-/m1/s1	UIINDYGXBHJQHX-GDLZYMKVSA-N	579.4263899		HMDB0010398	
BASm0037778	CL(10:0/22:0/22:1(9Z)/22:1(9Z))	CL(10:0/22:0/22:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C85H162O17P2		YJZIMGNYOYTHRJ-RHKMEATQSA-N	1517.128728			
BASm0037779	MLCL(0:0/10:0/22:0/22:1(9Z))	MLCL(0:0/10:0/22:0/22:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:0/22:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of behenic acid at the C-3 position, and one chain of (9Z)-docosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-32-34-36-38-41-43-46-49-61(66)73-55-60(79-63(68)51-48-45-42-39-37-35-33-31-29-27-25-23-21-19-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-40-15-12-9-6-3/h31,33,58-60,64-65H,4-30,32,34-57H2,1-3H3,(H,69,70)(H,71,72)/b33-31-/t58-,59-,60-/m1/s1	CTGBIARHJQLDBU-RMNUOYGJSA-N	1196.820812			
BASm0037780	CL(10:0/22:0/24:1(11Z)/24:1(11Z))	CL(10:0/22:0/24:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H170O17P2		YELLYTXWUXVWCH-VFKIYEJMSA-N	1573.191328			
BASm0037781	MLCL(0:0/10:0/22:0/24:1(11Z))	MLCL(0:0/10:0/22:0/24:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:0/24:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of behenic acid at the C-3 position, and one chain of (11Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC	C65H126O16P2	InChI=1S/C65H126O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-31-33-35-37-39-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-43-40-38-36-34-32-30-27-25-23-21-19-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-42-15-12-9-6-3/h29,31,60-62,66-67H,4-28,30,32-59H2,1-3H3,(H,71,72)(H,73,74)/b31-29-/t60-,61-,62-/m1/s1	OXKVBHZLPADWHS-YFIYLEOGSA-N	1224.852112			
BASm0037782	CL(10:0/22:0/24:1(9Z)/24:1(9Z))	CL(10:0/22:0/24:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H170O17P2		UYSDRASXUKMTNH-GMEDMKITSA-N	1573.191328			
BASm0037783	MLCL(0:0/10:0/22:0/24:1(9Z))	MLCL(0:0/10:0/22:0/24:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:0/24:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of behenic acid at the C-3 position, and one chain of (9Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C65H126O16P2	InChI=1S/C65H126O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-31-33-35-37-39-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-43-40-38-36-34-32-30-27-25-23-21-19-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-42-15-12-9-6-3/h33,35,60-62,66-67H,4-32,34,36-59H2,1-3H3,(H,71,72)(H,73,74)/b35-33-/t60-,61-,62-/m1/s1	HJKNPMNXSCJNQL-CFGXGFAVSA-N	1224.852112			
BASm0037784	CL(10:0/22:0/26:1(11Z)/26:1(11Z))	CL(10:0/22:0/26:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C93H178O17P2		BBNZQRPVNOKFND-HEJSEDBLSA-N	1629.253928			
BASm0037785	MLCL(0:0/10:0/22:0/26:1(11Z))	MLCL(0:0/10:0/22:0/26:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:0/26:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of behenic acid at the C-3 position, and one chain of (11Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C67H130O16P2	InChI=1S/C67H130O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-30-31-33-35-37-39-41-43-46-49-52-55-67(72)83-64(59-77-65(70)53-50-47-45-42-40-38-36-34-32-27-25-23-21-19-17-14-11-8-5-2)61-81-85(75,76)79-58-62(69)57-78-84(73,74)80-60-63(56-68)82-66(71)54-51-48-44-15-12-9-6-3/h31,33,62-64,68-69H,4-30,32,34-61H2,1-3H3,(H,73,74)(H,75,76)/b33-31-/t62-,63-,64-/m1/s1	JKLUERQPHPCADZ-CPKVJHCJSA-N	1252.883412			
BASm0037786	CL(10:0/22:0/26:1(9Z)/26:1(9Z))	CL(10:0/22:0/26:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C93H178O17P2		PWYSGZSJKONMQW-SMVZILRWSA-N	1629.253928			
BASm0037787	MLCL(0:0/10:0/22:0/26:1(9Z))	MLCL(0:0/10:0/22:0/26:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:0/26:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of behenic acid at the C-3 position, and one chain of (9Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C67H130O16P2	InChI=1S/C67H130O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-30-31-33-35-37-39-41-43-46-49-52-55-67(72)83-64(59-77-65(70)53-50-47-45-42-40-38-36-34-32-27-25-23-21-19-17-14-11-8-5-2)61-81-85(75,76)79-58-62(69)57-78-84(73,74)80-60-63(56-68)82-66(71)54-51-48-44-15-12-9-6-3/h35,37,62-64,68-69H,4-34,36,38-61H2,1-3H3,(H,73,74)(H,75,76)/b37-35-/t62-,63-,64-/m1/s1	PBDQDGUAWOXPCI-TZKPWBLUSA-N	1252.883412			
BASm0037788	CL(10:0/22:0/28:1(11Z)/28:1(11Z))	CL(10:0/22:0/28:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C97H186O17P2		PZABANZNYMDKCS-OOROBDBQSA-N	1685.316529			
BASm0037789	MLCL(0:0/10:0/22:0/28:1(11Z))	MLCL(0:0/10:0/22:0/28:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:0/28:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of behenic acid at the C-3 position, and one chain of (11Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C69H134O16P2	InChI=1S/C69H134O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-30-31-32-33-35-37-39-41-43-45-48-51-54-57-69(74)85-66(61-79-67(72)55-52-49-47-44-42-40-38-36-34-27-25-23-21-19-17-14-11-8-5-2)63-83-87(77,78)81-60-64(71)59-80-86(75,76)82-62-65(58-70)84-68(73)56-53-50-46-15-12-9-6-3/h33,35,64-66,70-71H,4-32,34,36-63H2,1-3H3,(H,75,76)(H,77,78)/b35-33-/t64-,65-,66-/m1/s1	FMIFNJYKECSPFB-VCCTWRRQSA-N	1280.914712			
BASm0037790	CL(10:0/22:0/28:1(9Z)/28:1(9Z))	CL(10:0/22:0/28:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C97H186O17P2		WPCQMFGZZXDIPP-QDFDQKPFSA-N	1685.316529			
BASm0037791	MLCL(0:0/10:0/22:0/28:1(9Z))	MLCL(0:0/10:0/22:0/28:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:0/28:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of behenic acid at the C-3 position, and one chain of (9Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C69H134O16P2	InChI=1S/C69H134O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-30-31-32-33-35-37-39-41-43-45-48-51-54-57-69(74)85-66(61-79-67(72)55-52-49-47-44-42-40-38-36-34-27-25-23-21-19-17-14-11-8-5-2)63-83-87(77,78)81-60-64(71)59-80-86(75,76)82-62-65(58-70)84-68(73)56-53-50-46-15-12-9-6-3/h37,39,64-66,70-71H,4-36,38,40-63H2,1-3H3,(H,75,76)(H,77,78)/b39-37-/t64-,65-,66-/m1/s1	VDDQZBCMPKGYEC-UEASOGNFSA-N	1280.914712			
BASm0037792	Erucoyl-CoA	Erucoyl-CoA, also known as C22:1(N-9) -CoA or ercoyl-coenzyme A, belongs to the class of organic compounds known as very long-chain fatty acyl coas. These are acyl CoAs where the group acylated to the coenzyme A moiety is a very long aliphatic chain of 22 carbon atoms or more. Thus, erucoyl-CoA is considered to be a fatty ester lipid molecule. Erucoyl-CoA is considered to be a practically insoluble (in water) and relatively neutral molecule. Erucoyl-CoA has been primarily detected in urine. Within the cell, erucoyl-CoA is primarily located in the membrane (predicted from logP) and cytoplasm. In humans, erucoyl-CoA is involved in several metabolic disorders, some of which include de novo triacylglycerol biosynthesis TG(14:1(9Z)/22:1(13Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) pathway, de novo triacylglycerol biosynthesis TG(18:0/22:2(13Z,16Z)/22:1(13Z)) pathway, de novo triacylglycerol biosynthesis TG(20:3(5Z,8Z,11Z)/18:3(9Z,12Z,15Z)/22:1(13Z)) pathway, and de novo triacylglycerol biosynthesis TG(18:1(11Z)/20:2(11Z,14Z)/22:1(13Z)) pathway. A long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of erucic acid.			CCCCCCCC\C=C/CCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C43H76N7O17P3S	InChI=1S/C43H76N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-34(52)71-27-26-45-33(51)24-25-46-41(55)38(54)43(2,3)29-64-70(61,62)67-69(59,60)63-28-32-37(66-68(56,57)58)36(53)42(65-32)50-31-49-35-39(44)47-30-48-40(35)50/h11-12,30-32,36-38,42,53-54H,4-10,13-29H2,1-3H3,(H,45,51)(H,46,55)(H,59,60)(H,61,62)(H2,44,47,48)(H2,56,57,58)/b12-11-/t32-,36-,37-,38+,42-/m1/s1	OWGHRDKRIGXBJM-SPZFTOIUSA-N	1087.423126	74106	HMDB0062217	
BASm0037793	CL(10:0/22:1(11Z)/24:0/24:0)	CL(10:0/22:1(11Z)/24:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H172O17P2		CAUKUWQVGJLZIC-RQKPIQGPSA-N	1575.206978			
BASm0037794	MLCL(0:0/10:0/22:1(11Z)/24:0)	MLCL(0:0/10:0/22:1(11Z)/24:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:1(11Z)/24:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-docosenoic acid at the C-3 position, and one chain of lignoceric acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C65H126O16P2	InChI=1S/C65H126O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-31-33-35-37-39-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-43-40-38-36-34-32-30-27-25-23-21-19-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-42-15-12-9-6-3/h27,30,60-62,66-67H,4-26,28-29,31-59H2,1-3H3,(H,71,72)(H,73,74)/b30-27-/t60-,61-,62-/m1/s1	ZPLGFPLNEAJPTQ-XMFZRUSOSA-N	1224.852112			
BASm0037795	PC(22:0/22:1(11Z))	PC(22:0/22:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols				C52H102NO8P		MCCQMHQJFVAIOP-RXQRVFRESA-N	899.7343062			
BASm0037796	CL(10:0/22:1(11Z)/24:1(11Z)/24:1(11Z))	CL(10:0/22:1(11Z)/24:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H168O17P2		GWZIGTGYADMZCZ-CNJGTFOWSA-N	1571.175678			
BASm0037797	MLCL(0:0/10:0/22:1(11Z)/24:1(11Z))	MLCL(0:0/10:0/22:1(11Z)/24:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:1(11Z)/24:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-docosenoic acid at the C-3 position, and one chain of (11Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC	C65H124O16P2	InChI=1S/C65H124O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-31-33-35-37-39-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-43-40-38-36-34-32-30-27-25-23-21-19-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-42-15-12-9-6-3/h27,29-31,60-62,66-67H,4-26,28,32-59H2,1-3H3,(H,71,72)(H,73,74)/b30-27-,31-29-/t60-,61-,62-/m1/s1	IPDRLSCOVBQISC-ATXPCIDUSA-N	1222.836462			
BASm0037798	CL(10:0/22:1(11Z)/24:1(9Z)/24:1(9Z))	CL(10:0/22:1(11Z)/24:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H168O17P2		LNQADGUQEDYWQK-CYDAUOMRSA-N	1571.175678			
BASm0037799	MLCL(0:0/10:0/22:1(11Z)/24:1(9Z))	MLCL(0:0/10:0/22:1(11Z)/24:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:1(11Z)/24:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-docosenoic acid at the C-3 position, and one chain of (9Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C65H124O16P2	InChI=1S/C65H124O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-31-33-35-37-39-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-43-40-38-36-34-32-30-27-25-23-21-19-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-42-15-12-9-6-3/h27,30,33,35,60-62,66-67H,4-26,28-29,31-32,34,36-59H2,1-3H3,(H,71,72)(H,73,74)/b30-27-,35-33-/t60-,61-,62-/m1/s1	IVLWYIWVKWUAMP-BCCONKLTSA-N	1222.836462			
BASm0037800	CL(10:0/22:1(11Z)/26:0/26:0)	CL(10:0/22:1(11Z)/26:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C93H180O17P2		WUUNZXBZMRHHSU-OPWONSSLSA-N	1631.269578			
BASm0037801	MLCL(0:0/10:0/22:1(11Z)/26:0)	MLCL(0:0/10:0/22:1(11Z)/26:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:1(11Z)/26:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-docosenoic acid at the C-3 position, and one chain of cerotic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C67H130O16P2	InChI=1S/C67H130O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-30-31-33-35-37-39-41-43-46-49-52-55-67(72)83-64(59-77-65(70)53-50-47-45-42-40-38-36-34-32-27-25-23-21-19-17-14-11-8-5-2)61-81-85(75,76)79-58-62(69)57-78-84(73,74)80-60-63(56-68)82-66(71)54-51-48-44-15-12-9-6-3/h27,32,62-64,68-69H,4-26,28-31,33-61H2,1-3H3,(H,73,74)(H,75,76)/b32-27-/t62-,63-,64-/m1/s1	KILZQSYNYPYGJM-ABUIHYQPSA-N	1252.883412			
BASm0037802	CL(10:0/22:1(11Z)/26:1(11Z)/26:1(11Z))	CL(10:0/22:1(11Z)/26:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C93H176O17P2		HWEVAOUTWQQOLC-BZMBBREASA-N	1627.238278			
BASm0037803	MLCL(0:0/10:0/22:1(11Z)/26:1(11Z))	MLCL(0:0/10:0/22:1(11Z)/26:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:1(11Z)/26:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-docosenoic acid at the C-3 position, and one chain of (11Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C67H128O16P2	InChI=1S/C67H128O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-30-31-33-35-37-39-41-43-46-49-52-55-67(72)83-64(59-77-65(70)53-50-47-45-42-40-38-36-34-32-27-25-23-21-19-17-14-11-8-5-2)61-81-85(75,76)79-58-62(69)57-78-84(73,74)80-60-63(56-68)82-66(71)54-51-48-44-15-12-9-6-3/h27,31-33,62-64,68-69H,4-26,28-30,34-61H2,1-3H3,(H,73,74)(H,75,76)/b32-27-,33-31-/t62-,63-,64-/m1/s1	JBJWOLJIOHINKN-CNZZMYKOSA-N	1250.867762			
BASm0037804	CL(10:0/22:1(11Z)/26:1(9Z)/26:1(9Z))	CL(10:0/22:1(11Z)/26:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C93H176O17P2		RNKWJFJASDAARN-TVSUQSHXSA-N	1627.238278			
BASm0037805	MLCL(0:0/10:0/22:1(11Z)/26:1(9Z))	MLCL(0:0/10:0/22:1(11Z)/26:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:1(11Z)/26:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-docosenoic acid at the C-3 position, and one chain of (9Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C67H128O16P2	InChI=1S/C67H128O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-30-31-33-35-37-39-41-43-46-49-52-55-67(72)83-64(59-77-65(70)53-50-47-45-42-40-38-36-34-32-27-25-23-21-19-17-14-11-8-5-2)61-81-85(75,76)79-58-62(69)57-78-84(73,74)80-60-63(56-68)82-66(71)54-51-48-44-15-12-9-6-3/h27,32,35,37,62-64,68-69H,4-26,28-31,33-34,36,38-61H2,1-3H3,(H,73,74)(H,75,76)/b32-27-,37-35-/t62-,63-,64-/m1/s1	OVBCNFDQDYFTJW-LOEYYZIESA-N	1250.867762			
BASm0037806	CL(10:0/22:1(11Z)/28:0/28:0)	CL(10:0/22:1(11Z)/28:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C97H188O17P2		CBPORDYYAXXJMV-ZDGWHTGJSA-N	1687.332179			
BASm0037807	MLCL(0:0/10:0/22:1(11Z)/28:0)	MLCL(0:0/10:0/22:1(11Z)/28:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:1(11Z)/28:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-docosenoic acid at the C-3 position, and one chain of montanic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C69H134O16P2	InChI=1S/C69H134O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-30-31-32-33-35-37-39-41-43-45-48-51-54-57-69(74)85-66(61-79-67(72)55-52-49-47-44-42-40-38-36-34-27-25-23-21-19-17-14-11-8-5-2)63-83-87(77,78)81-60-64(71)59-80-86(75,76)82-62-65(58-70)84-68(73)56-53-50-46-15-12-9-6-3/h27,34,64-66,70-71H,4-26,28-33,35-63H2,1-3H3,(H,75,76)(H,77,78)/b34-27-/t64-,65-,66-/m1/s1	SZPLVFOYRUJJNV-BVXRVIINSA-N	1280.914712			
BASm0037808	CL(10:0/22:1(11Z)/28:1(11Z)/28:1(11Z))	CL(10:0/22:1(11Z)/28:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C97H184O17P2		DNEGEHFACDQSSA-ABPYIHGYSA-N	1683.300878			
BASm0037809	MLCL(0:0/10:0/22:1(11Z)/28:1(11Z))	MLCL(0:0/10:0/22:1(11Z)/28:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:1(11Z)/28:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-docosenoic acid at the C-3 position, and one chain of (11Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C69H132O16P2	InChI=1S/C69H132O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-30-31-32-33-35-37-39-41-43-45-48-51-54-57-69(74)85-66(61-79-67(72)55-52-49-47-44-42-40-38-36-34-27-25-23-21-19-17-14-11-8-5-2)63-83-87(77,78)81-60-64(71)59-80-86(75,76)82-62-65(58-70)84-68(73)56-53-50-46-15-12-9-6-3/h27,33-35,64-66,70-71H,4-26,28-32,36-63H2,1-3H3,(H,75,76)(H,77,78)/b34-27-,35-33-/t64-,65-,66-/m1/s1	QMJGDTSEXNZGAM-IBAAOCRGSA-N	1278.899062			
BASm0037810	CL(10:0/22:1(11Z)/28:1(9Z)/28:1(9Z))	CL(10:0/22:1(11Z)/28:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C97H184O17P2		NTPQJOJHRGROAZ-QJRLASHSSA-N	1683.300878			
BASm0037811	MLCL(0:0/10:0/22:1(11Z)/28:1(9Z))	MLCL(0:0/10:0/22:1(11Z)/28:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:1(11Z)/28:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-docosenoic acid at the C-3 position, and one chain of (9Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C69H132O16P2	InChI=1S/C69H132O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-30-31-32-33-35-37-39-41-43-45-48-51-54-57-69(74)85-66(61-79-67(72)55-52-49-47-44-42-40-38-36-34-27-25-23-21-19-17-14-11-8-5-2)63-83-87(77,78)81-60-64(71)59-80-86(75,76)82-62-65(58-70)84-68(73)56-53-50-46-15-12-9-6-3/h27,34,37,39,64-66,70-71H,4-26,28-33,35-36,38,40-63H2,1-3H3,(H,75,76)(H,77,78)/b34-27-,39-37-/t64-,65-,66-/m1/s1	ZYTHDLVMKMTPKA-YSMUCTLESA-N	1278.899062			
BASm0037812	CL(10:0/22:1(11Z)/30:0/30:0)	CL(10:0/22:1(11Z)/30:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C101H196O17P2		AOAQXDTWKSKKLL-UIFWJGHVSA-N	1743.394779			
BASm0037813	MLCL(0:0/10:0/22:1(11Z)/30:0)	MLCL(0:0/10:0/22:1(11Z)/30:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:1(11Z)/30:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-docosenoic acid at the C-3 position, and one chain of melissic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C71H138O16P2	InChI=1S/C71H138O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-30-31-32-33-34-35-37-39-41-43-45-47-50-53-56-59-71(76)87-68(63-81-69(74)57-54-51-49-46-44-42-40-38-36-27-25-23-21-19-17-14-11-8-5-2)65-85-89(79,80)83-62-66(73)61-82-88(77,78)84-64-67(60-72)86-70(75)58-55-52-48-15-12-9-6-3/h27,36,66-68,72-73H,4-26,28-35,37-65H2,1-3H3,(H,77,78)(H,79,80)/b36-27-/t66-,67-,68-/m1/s1	HVDKFOFMDIAVGR-GANHOZFCSA-N	1308.946012			
BASm0037814	nervoic-CoA					C47H84N7O17P3S		AHLCWFMRAXCZFB-YQEQRPSWSA-N	1143.485726			
BASm0037815	CL(10:0/22:1(9Z)/24:0/24:0)	CL(10:0/22:1(9Z)/24:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H172O17P2		JGWLVXVRRPDALO-GNNJZQSASA-N	1575.206978			
BASm0037816	MLCL(0:0/10:0/22:1(9Z)/24:0)	MLCL(0:0/10:0/22:1(9Z)/24:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:1(9Z)/24:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-docosenoic acid at the C-3 position, and one chain of lignoceric acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C65H126O16P2	InChI=1S/C65H126O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-31-33-35-37-39-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-43-40-38-36-34-32-30-27-25-23-21-19-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-42-15-12-9-6-3/h32,34,60-62,66-67H,4-31,33,35-59H2,1-3H3,(H,71,72)(H,73,74)/b34-32-/t60-,61-,62-/m1/s1	UBWJPYQZZNRYEN-ZRZLBSEFSA-N	1224.852112			
BASm0037817	PC(22:0/22:1(9Z))	PC(22:0/22:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols				C52H102NO8P		KQEGOTHXZMWIQI-MCOSSDCSSA-N	899.7343062			
BASm0037818	CL(10:0/22:1(9Z)/24:1(11Z)/24:1(11Z))	CL(10:0/22:1(9Z)/24:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H168O17P2		SKHVGNZWKJIRQS-SNXPCIKASA-N	1571.175678			
BASm0037819	MLCL(0:0/10:0/22:1(9Z)/24:1(11Z))	MLCL(0:0/10:0/22:1(9Z)/24:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:1(9Z)/24:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-docosenoic acid at the C-3 position, and one chain of (11Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC	C65H124O16P2	InChI=1S/C65H124O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-31-33-35-37-39-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-43-40-38-36-34-32-30-27-25-23-21-19-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-42-15-12-9-6-3/h29,31-32,34,60-62,66-67H,4-28,30,33,35-59H2,1-3H3,(H,71,72)(H,73,74)/b31-29-,34-32-/t60-,61-,62-/m1/s1	LOKZVBNQVFNBIE-ODQOPTRFSA-N	1222.836462			
BASm0037820	CL(10:0/22:1(9Z)/24:1(9Z)/24:1(9Z))	CL(10:0/22:1(9Z)/24:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H168O17P2		NMMSAKUMLYKVGO-FYWDSENYSA-N	1571.175678			
BASm0037821	MLCL(0:0/10:0/22:1(9Z)/24:1(9Z))	MLCL(0:0/10:0/22:1(9Z)/24:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:1(9Z)/24:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-docosenoic acid at the C-3 position, and one chain of (9Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C65H124O16P2	InChI=1S/C65H124O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-31-33-35-37-39-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-43-40-38-36-34-32-30-27-25-23-21-19-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-42-15-12-9-6-3/h32-35,60-62,66-67H,4-31,36-59H2,1-3H3,(H,71,72)(H,73,74)/b34-32-,35-33-/t60-,61-,62-/m1/s1	RVEHSFLVXARGAA-VYBRRQINSA-N	1222.836462			
BASm0037822	CL(10:0/22:1(9Z)/26:0/26:0)	CL(10:0/22:1(9Z)/26:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C93H180O17P2		XBIUINLQDRZUFY-DLONZLCHSA-N	1631.269578			
BASm0037823	MLCL(0:0/10:0/22:1(9Z)/26:0)	MLCL(0:0/10:0/22:1(9Z)/26:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:1(9Z)/26:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-docosenoic acid at the C-3 position, and one chain of cerotic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C67H130O16P2	InChI=1S/C67H130O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-30-31-33-35-37-39-41-43-46-49-52-55-67(72)83-64(59-77-65(70)53-50-47-45-42-40-38-36-34-32-27-25-23-21-19-17-14-11-8-5-2)61-81-85(75,76)79-58-62(69)57-78-84(73,74)80-60-63(56-68)82-66(71)54-51-48-44-15-12-9-6-3/h34,36,62-64,68-69H,4-33,35,37-61H2,1-3H3,(H,73,74)(H,75,76)/b36-34-/t62-,63-,64-/m1/s1	WESOMYBZXLBGCJ-AKAIJFEVSA-N	1252.883412			
BASm0037824	CL(10:0/22:1(9Z)/26:1(11Z)/26:1(11Z))	CL(10:0/22:1(9Z)/26:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C93H176O17P2		VGPACVZQDADJRD-PRBZITHLSA-N	1627.238278			
BASm0037825	MLCL(0:0/10:0/22:1(9Z)/26:1(11Z))	MLCL(0:0/10:0/22:1(9Z)/26:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:1(9Z)/26:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-docosenoic acid at the C-3 position, and one chain of (11Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C67H128O16P2	InChI=1S/C67H128O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-30-31-33-35-37-39-41-43-46-49-52-55-67(72)83-64(59-77-65(70)53-50-47-45-42-40-38-36-34-32-27-25-23-21-19-17-14-11-8-5-2)61-81-85(75,76)79-58-62(69)57-78-84(73,74)80-60-63(56-68)82-66(71)54-51-48-44-15-12-9-6-3/h31,33-34,36,62-64,68-69H,4-30,32,35,37-61H2,1-3H3,(H,73,74)(H,75,76)/b33-31-,36-34-/t62-,63-,64-/m1/s1	WPUGZOGSKSPZDZ-BTUHXETCSA-N	1250.867762			
BASm0037826	CL(10:0/22:1(9Z)/26:1(9Z)/26:1(9Z))	CL(10:0/22:1(9Z)/26:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C93H176O17P2		ZCCJHBXSRLYQMQ-OZDGAVRISA-N	1627.238278			
BASm0037827	MLCL(0:0/10:0/22:1(9Z)/26:1(9Z))	MLCL(0:0/10:0/22:1(9Z)/26:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:1(9Z)/26:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-docosenoic acid at the C-3 position, and one chain of (9Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C67H128O16P2	InChI=1S/C67H128O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-30-31-33-35-37-39-41-43-46-49-52-55-67(72)83-64(59-77-65(70)53-50-47-45-42-40-38-36-34-32-27-25-23-21-19-17-14-11-8-5-2)61-81-85(75,76)79-58-62(69)57-78-84(73,74)80-60-63(56-68)82-66(71)54-51-48-44-15-12-9-6-3/h34-37,62-64,68-69H,4-33,38-61H2,1-3H3,(H,73,74)(H,75,76)/b36-34-,37-35-/t62-,63-,64-/m1/s1	MPRDCYZMPJDQNG-GGRFNBPCSA-N	1250.867762			
BASm0037828	CL(10:0/22:1(9Z)/28:0/28:0)	CL(10:0/22:1(9Z)/28:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C97H188O17P2		FXAPMHOAHCXEBP-UQJFOLLQSA-N	1687.332179			
BASm0037829	MLCL(0:0/10:0/22:1(9Z)/28:0)	MLCL(0:0/10:0/22:1(9Z)/28:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:1(9Z)/28:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-docosenoic acid at the C-3 position, and one chain of montanic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C69H134O16P2	InChI=1S/C69H134O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-30-31-32-33-35-37-39-41-43-45-48-51-54-57-69(74)85-66(61-79-67(72)55-52-49-47-44-42-40-38-36-34-27-25-23-21-19-17-14-11-8-5-2)63-83-87(77,78)81-60-64(71)59-80-86(75,76)82-62-65(58-70)84-68(73)56-53-50-46-15-12-9-6-3/h36,38,64-66,70-71H,4-35,37,39-63H2,1-3H3,(H,75,76)(H,77,78)/b38-36-/t64-,65-,66-/m1/s1	BMRYBKZCDHRVDU-POGLOKPESA-N	1280.914712			
BASm0037830	CL(10:0/22:1(9Z)/28:1(11Z)/28:1(11Z))	CL(10:0/22:1(9Z)/28:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C97H184O17P2		MULXURHGRZNHCI-XUJQXFRKSA-N	1683.300878			
BASm0037831	MLCL(0:0/10:0/22:1(9Z)/28:1(11Z))	MLCL(0:0/10:0/22:1(9Z)/28:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:1(9Z)/28:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-docosenoic acid at the C-3 position, and one chain of (11Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C69H132O16P2	InChI=1S/C69H132O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-30-31-32-33-35-37-39-41-43-45-48-51-54-57-69(74)85-66(61-79-67(72)55-52-49-47-44-42-40-38-36-34-27-25-23-21-19-17-14-11-8-5-2)63-83-87(77,78)81-60-64(71)59-80-86(75,76)82-62-65(58-70)84-68(73)56-53-50-46-15-12-9-6-3/h33,35-36,38,64-66,70-71H,4-32,34,37,39-63H2,1-3H3,(H,75,76)(H,77,78)/b35-33-,38-36-/t64-,65-,66-/m1/s1	HEZBUWJOCNMPSD-VNQKLUHBSA-N	1278.899062			
BASm0037832	CL(10:0/22:1(9Z)/28:1(9Z)/28:1(9Z))	CL(10:0/22:1(9Z)/28:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C97H184O17P2		MHNUFCJNHBLETP-TVVMNRFISA-N	1683.300878			
BASm0037833	MLCL(0:0/10:0/22:1(9Z)/28:1(9Z))	MLCL(0:0/10:0/22:1(9Z)/28:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:1(9Z)/28:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-docosenoic acid at the C-3 position, and one chain of (9Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C69H132O16P2	InChI=1S/C69H132O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-30-31-32-33-35-37-39-41-43-45-48-51-54-57-69(74)85-66(61-79-67(72)55-52-49-47-44-42-40-38-36-34-27-25-23-21-19-17-14-11-8-5-2)63-83-87(77,78)81-60-64(71)59-80-86(75,76)82-62-65(58-70)84-68(73)56-53-50-46-15-12-9-6-3/h36-39,64-66,70-71H,4-35,40-63H2,1-3H3,(H,75,76)(H,77,78)/b38-36-,39-37-/t64-,65-,66-/m1/s1	JXMWTWFFJYZOMG-KGDBPDKDSA-N	1278.899062			
BASm0037834	CL(10:0/22:1(9Z)/30:0/30:0)	CL(10:0/22:1(9Z)/30:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C101H196O17P2		PYORKPGPZZILPQ-HACHORNISA-N	1743.394779			
BASm0037835	MLCL(0:0/10:0/22:1(9Z)/30:0)	MLCL(0:0/10:0/22:1(9Z)/30:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/22:1(9Z)/30:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-docosenoic acid at the C-3 position, and one chain of melissic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C71H138O16P2	InChI=1S/C71H138O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-29-30-31-32-33-34-35-37-39-41-43-45-47-50-53-56-59-71(76)87-68(63-81-69(74)57-54-51-49-46-44-42-40-38-36-27-25-23-21-19-17-14-11-8-5-2)65-85-89(79,80)83-62-66(73)61-82-88(77,78)84-64-67(60-72)86-70(75)58-55-52-48-15-12-9-6-3/h38,40,66-68,72-73H,4-37,39,41-65H2,1-3H3,(H,77,78)(H,79,80)/b40-38-/t66-,67-,68-/m1/s1	AWUKBNVWQLSOHU-IVSVAAROSA-N	1308.946012			
BASm0037836	CL(10:0/23:1(11Z)/25:0/25:0)	CL(10:0/23:1(11Z)/25:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C92H178O17P2		PSZGJYUIAFIMDF-MDOSUQCPSA-N	1617.253928			
BASm0037837	MLCL(0:0/10:0/23:1(11Z)/25:0)	MLCL(0:0/10:0/23:1(11Z)/25:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/23:1(11Z)/25:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-tricosenoic acid at the C-3 position, and one chain of pentacosanoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C67H130O16P2	InChI=1S/C67H130O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-33-35-37-39-41-43-46-49-52-55-67(72)83-64(59-77-65(70)53-50-47-45-42-40-38-36-34-32-29-27-25-23-21-19-17-14-11-8-5-2)61-81-85(75,76)79-58-62(69)57-78-84(73,74)80-60-63(56-68)82-66(71)54-51-48-44-15-12-9-6-3/h29,32,62-64,68-69H,4-28,30-31,33-61H2,1-3H3,(H,73,74)(H,75,76)/b32-29-/t62-,63-,64-/m1/s1	SZOYLFHQPLSXQU-ZFENHNLRSA-N	1252.883412			
BASm0037838	PC(23:0/23:1(11Z))	PC(23:0/23:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols				C54H106NO8P		XJNOJPGLWBWKLC-GGFIGPAASA-N	927.7656064			
BASm0037839	LysoPC(23:0/0:0)	LysoPC(23:0/0:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. LysoPC(23:0/0:0), in particular, consists of one tricosanoyl chain. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(20:3(5Z,8Z,11Z)), in particular, consists of one chain of mead acid at the C-1 position. The mead acid moiety is derived from fish oils, liver and kidney. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling.				C31H64NO7P		JYGYVEYUGGTFCT-SSEXGKCCSA-N	593.4420404			
BASm0037840	CL(10:0/23:1(11Z)/25:1(11Z)/25:1(11Z))	CL(10:0/23:1(11Z)/25:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C92H174O17P2		HAMCSRVFUXDVAD-XGKUYHTDSA-N	1613.222628			
BASm0037841	MLCL(0:0/10:0/23:1(11Z)/25:1(11Z))	MLCL(0:0/10:0/23:1(11Z)/25:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/23:1(11Z)/25:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-tricosenoic acid at the C-3 position, and one chain of (11Z)-pentacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C67H128O16P2	InChI=1S/C67H128O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-33-35-37-39-41-43-46-49-52-55-67(72)83-64(59-77-65(70)53-50-47-45-42-40-38-36-34-32-29-27-25-23-21-19-17-14-11-8-5-2)61-81-85(75,76)79-58-62(69)57-78-84(73,74)80-60-63(56-68)82-66(71)54-51-48-44-15-12-9-6-3/h29,31-33,62-64,68-69H,4-28,30,34-61H2,1-3H3,(H,73,74)(H,75,76)/b32-29-,33-31-/t62-,63-,64-/m1/s1	RYEXXNJIHNEFIN-AIBGIWQTSA-N	1250.867762			
BASm0037842	CL(10:0/23:1(11Z)/25:1(9Z)/25:1(9Z))	CL(10:0/23:1(11Z)/25:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C92H174O17P2		OCGLMOZPISRXOQ-QFBRBIFUSA-N	1613.222628			
BASm0037843	MLCL(0:0/10:0/23:1(11Z)/25:1(9Z))	MLCL(0:0/10:0/23:1(11Z)/25:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/23:1(11Z)/25:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-tricosenoic acid at the C-3 position, and one chain of (9Z)-pentacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C67H128O16P2	InChI=1S/C67H128O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-33-35-37-39-41-43-46-49-52-55-67(72)83-64(59-77-65(70)53-50-47-45-42-40-38-36-34-32-29-27-25-23-21-19-17-14-11-8-5-2)61-81-85(75,76)79-58-62(69)57-78-84(73,74)80-60-63(56-68)82-66(71)54-51-48-44-15-12-9-6-3/h29,32,35,37,62-64,68-69H,4-28,30-31,33-34,36,38-61H2,1-3H3,(H,73,74)(H,75,76)/b32-29-,37-35-/t62-,63-,64-/m1/s1	OMYVKLSFTWGAQW-HJXYEJKOSA-N	1250.867762			
BASm0037844	CL(10:0/23:1(11Z)/27:0/27:0)	CL(10:0/23:1(11Z)/27:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C96H186O17P2		ONSDEJSGSFZIAX-WAFIWVKASA-N	1673.316529			
BASm0037845	MLCL(0:0/10:0/23:1(11Z)/27:0)	MLCL(0:0/10:0/23:1(11Z)/27:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/23:1(11Z)/27:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-tricosenoic acid at the C-3 position, and one chain of carboceric acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C69H134O16P2	InChI=1S/C69H134O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-32-33-35-37-39-41-43-45-48-51-54-57-69(74)85-66(61-79-67(72)55-52-49-47-44-42-40-38-36-34-29-27-25-23-21-19-17-14-11-8-5-2)63-83-87(77,78)81-60-64(71)59-80-86(75,76)82-62-65(58-70)84-68(73)56-53-50-46-15-12-9-6-3/h29,34,64-66,70-71H,4-28,30-33,35-63H2,1-3H3,(H,75,76)(H,77,78)/b34-29-/t64-,65-,66-/m1/s1	VKJSSVZOTSSBKI-HLMWDWTJSA-N	1280.914712			
BASm0037846	CL(10:0/23:1(11Z)/27:1(11Z)/27:1(11Z))	CL(10:0/23:1(11Z)/27:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C96H182O17P2		OAWAWFRVQYTDLP-FXHQMWCASA-N	1669.285228			
BASm0037847	MLCL(0:0/10:0/23:1(11Z)/27:1(11Z))	MLCL(0:0/10:0/23:1(11Z)/27:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/23:1(11Z)/27:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-tricosenoic acid at the C-3 position, and one chain of (11Z)-heptacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C69H132O16P2	InChI=1S/C69H132O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-32-33-35-37-39-41-43-45-48-51-54-57-69(74)85-66(61-79-67(72)55-52-49-47-44-42-40-38-36-34-29-27-25-23-21-19-17-14-11-8-5-2)63-83-87(77,78)81-60-64(71)59-80-86(75,76)82-62-65(58-70)84-68(73)56-53-50-46-15-12-9-6-3/h29,33-35,64-66,70-71H,4-28,30-32,36-63H2,1-3H3,(H,75,76)(H,77,78)/b34-29-,35-33-/t64-,65-,66-/m1/s1	KFXLWSHMSWGEIL-HNONPYRLSA-N	1278.899062			
BASm0037848	CL(10:0/23:1(11Z)/27:1(9Z)/27:1(9Z))	CL(10:0/23:1(11Z)/27:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C96H182O17P2		OKJLLLYMLYVVNZ-FHGJTLGZSA-N	1669.285228			
BASm0037849	MLCL(0:0/10:0/23:1(11Z)/27:1(9Z))	MLCL(0:0/10:0/23:1(11Z)/27:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/23:1(11Z)/27:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-tricosenoic acid at the C-3 position, and one chain of (9Z)-heptacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C69H132O16P2	InChI=1S/C69H132O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-32-33-35-37-39-41-43-45-48-51-54-57-69(74)85-66(61-79-67(72)55-52-49-47-44-42-40-38-36-34-29-27-25-23-21-19-17-14-11-8-5-2)63-83-87(77,78)81-60-64(71)59-80-86(75,76)82-62-65(58-70)84-68(73)56-53-50-46-15-12-9-6-3/h29,34,37,39,64-66,70-71H,4-28,30-33,35-36,38,40-63H2,1-3H3,(H,75,76)(H,77,78)/b34-29-,39-37-/t64-,65-,66-/m1/s1	FBGZZLMKPDADJF-GSUBVHRTSA-N	1278.899062			
BASm0037850	CL(10:0/23:1(11Z)/29:0/29:0)	CL(10:0/23:1(11Z)/29:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C100H194O17P2		GDCYCLJITXDJSB-LTXUITNUSA-N	1729.379129			
BASm0037851	MLCL(0:0/10:0/23:1(11Z)/29:0)	MLCL(0:0/10:0/23:1(11Z)/29:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/23:1(11Z)/29:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-tricosenoic acid at the C-3 position, and one chain of nonacosanoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C71H138O16P2	InChI=1S/C71H138O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-32-33-34-35-37-39-41-43-45-47-50-53-56-59-71(76)87-68(63-81-69(74)57-54-51-49-46-44-42-40-38-36-29-27-25-23-21-19-17-14-11-8-5-2)65-85-89(79,80)83-62-66(73)61-82-88(77,78)84-64-67(60-72)86-70(75)58-55-52-48-15-12-9-6-3/h29,36,66-68,72-73H,4-28,30-35,37-65H2,1-3H3,(H,77,78)(H,79,80)/b36-29-/t66-,67-,68-/m1/s1	UJQVTTFJGAHELI-BCMPJABESA-N	1308.946012			
BASm0037852	cis-9-tricosenoyl-CoA					C45H80N7O17P3S		QHZAQVTVYPHLKK-XUEWMELZSA-N	1115.454426			
BASm0037853	CL(10:0/23:1(9Z)/25:0/25:0)	CL(10:0/23:1(9Z)/25:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C92H178O17P2		GLKSUWAERFLJPC-RHNDRJNJSA-N	1617.253928			
BASm0037854	MLCL(0:0/10:0/23:1(9Z)/25:0)	MLCL(0:0/10:0/23:1(9Z)/25:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/23:1(9Z)/25:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-tricosenoic acid at the C-3 position, and one chain of pentacosanoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C67H130O16P2	InChI=1S/C67H130O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-33-35-37-39-41-43-46-49-52-55-67(72)83-64(59-77-65(70)53-50-47-45-42-40-38-36-34-32-29-27-25-23-21-19-17-14-11-8-5-2)61-81-85(75,76)79-58-62(69)57-78-84(73,74)80-60-63(56-68)82-66(71)54-51-48-44-15-12-9-6-3/h34,36,62-64,68-69H,4-33,35,37-61H2,1-3H3,(H,73,74)(H,75,76)/b36-34-/t62-,63-,64-/m1/s1	YQBWCRRZRNRDMT-AKAIJFEVSA-N	1252.883412			
BASm0037855	PC(23:0/23:1(9Z))	PC(23:0/23:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols				C54H106NO8P		BFNSKJRUUMUCDS-PWRTYOHESA-N	927.7656064			
BASm0037856	CL(10:0/23:1(9Z)/25:1(11Z)/25:1(11Z))	CL(10:0/23:1(9Z)/25:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C92H174O17P2		TULVAOYQFJGAQR-QTQFXIIOSA-N	1613.222628			
BASm0037857	MLCL(0:0/10:0/23:1(9Z)/25:1(11Z))	MLCL(0:0/10:0/23:1(9Z)/25:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/23:1(9Z)/25:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-tricosenoic acid at the C-3 position, and one chain of (11Z)-pentacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C67H128O16P2	InChI=1S/C67H128O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-33-35-37-39-41-43-46-49-52-55-67(72)83-64(59-77-65(70)53-50-47-45-42-40-38-36-34-32-29-27-25-23-21-19-17-14-11-8-5-2)61-81-85(75,76)79-58-62(69)57-78-84(73,74)80-60-63(56-68)82-66(71)54-51-48-44-15-12-9-6-3/h31,33-34,36,62-64,68-69H,4-30,32,35,37-61H2,1-3H3,(H,73,74)(H,75,76)/b33-31-,36-34-/t62-,63-,64-/m1/s1	ZYOXRZTWSKYHRD-BTUHXETCSA-N	1250.867762			
BASm0037858	CL(10:0/23:1(9Z)/25:1(9Z)/25:1(9Z))	CL(10:0/23:1(9Z)/25:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C92H174O17P2		ZDKDECCKSWEOQN-VSTLWADXSA-N	1613.222628			
BASm0037859	MLCL(0:0/10:0/23:1(9Z)/25:1(9Z))	MLCL(0:0/10:0/23:1(9Z)/25:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/23:1(9Z)/25:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-tricosenoic acid at the C-3 position, and one chain of (9Z)-pentacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C67H128O16P2	InChI=1S/C67H128O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-33-35-37-39-41-43-46-49-52-55-67(72)83-64(59-77-65(70)53-50-47-45-42-40-38-36-34-32-29-27-25-23-21-19-17-14-11-8-5-2)61-81-85(75,76)79-58-62(69)57-78-84(73,74)80-60-63(56-68)82-66(71)54-51-48-44-15-12-9-6-3/h34-37,62-64,68-69H,4-33,38-61H2,1-3H3,(H,73,74)(H,75,76)/b36-34-,37-35-/t62-,63-,64-/m1/s1	YERKGBFNLMHDPI-GGRFNBPCSA-N	1250.867762			
BASm0037860	CL(10:0/23:1(9Z)/27:0/27:0)	CL(10:0/23:1(9Z)/27:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C96H186O17P2		QOBOTMOURMANTH-WSMYHFTOSA-N	1673.316529			
BASm0037861	MLCL(0:0/10:0/23:1(9Z)/27:0)	MLCL(0:0/10:0/23:1(9Z)/27:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/23:1(9Z)/27:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-tricosenoic acid at the C-3 position, and one chain of carboceric acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C69H134O16P2	InChI=1S/C69H134O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-32-33-35-37-39-41-43-45-48-51-54-57-69(74)85-66(61-79-67(72)55-52-49-47-44-42-40-38-36-34-29-27-25-23-21-19-17-14-11-8-5-2)63-83-87(77,78)81-60-64(71)59-80-86(75,76)82-62-65(58-70)84-68(73)56-53-50-46-15-12-9-6-3/h36,38,64-66,70-71H,4-35,37,39-63H2,1-3H3,(H,75,76)(H,77,78)/b38-36-/t64-,65-,66-/m1/s1	NKSZBPNVKAVXCO-POGLOKPESA-N	1280.914712			
BASm0037862	CL(10:0/23:1(9Z)/27:1(11Z)/27:1(11Z))	CL(10:0/23:1(9Z)/27:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C96H182O17P2		ZTTXTTMSBJCLLY-ZIJBNNLASA-N	1669.285228			
BASm0037863	MLCL(0:0/10:0/23:1(9Z)/27:1(11Z))	MLCL(0:0/10:0/23:1(9Z)/27:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/23:1(9Z)/27:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-tricosenoic acid at the C-3 position, and one chain of (11Z)-heptacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C69H132O16P2	InChI=1S/C69H132O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-32-33-35-37-39-41-43-45-48-51-54-57-69(74)85-66(61-79-67(72)55-52-49-47-44-42-40-38-36-34-29-27-25-23-21-19-17-14-11-8-5-2)63-83-87(77,78)81-60-64(71)59-80-86(75,76)82-62-65(58-70)84-68(73)56-53-50-46-15-12-9-6-3/h33,35-36,38,64-66,70-71H,4-32,34,37,39-63H2,1-3H3,(H,75,76)(H,77,78)/b35-33-,38-36-/t64-,65-,66-/m1/s1	DRNXDYKCPOHRGF-VNQKLUHBSA-N	1278.899062			
BASm0037864	CL(10:0/23:1(9Z)/27:1(9Z)/27:1(9Z))	CL(10:0/23:1(9Z)/27:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C96H182O17P2		UDXUMGFQLQQMHH-FJBJVWGISA-N	1669.285228			
BASm0037865	MLCL(0:0/10:0/23:1(9Z)/27:1(9Z))	MLCL(0:0/10:0/23:1(9Z)/27:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/23:1(9Z)/27:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-tricosenoic acid at the C-3 position, and one chain of (9Z)-heptacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C69H132O16P2	InChI=1S/C69H132O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-32-33-35-37-39-41-43-45-48-51-54-57-69(74)85-66(61-79-67(72)55-52-49-47-44-42-40-38-36-34-29-27-25-23-21-19-17-14-11-8-5-2)63-83-87(77,78)81-60-64(71)59-80-86(75,76)82-62-65(58-70)84-68(73)56-53-50-46-15-12-9-6-3/h36-39,64-66,70-71H,4-35,40-63H2,1-3H3,(H,75,76)(H,77,78)/b38-36-,39-37-/t64-,65-,66-/m1/s1	FYRZQELETZWRQA-KGDBPDKDSA-N	1278.899062			
BASm0037866	CL(10:0/23:1(9Z)/29:0/29:0)	CL(10:0/23:1(9Z)/29:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C100H194O17P2		CZBQGBSVRVNIHO-CUBBJUIGSA-N	1729.379129			
BASm0037867	MLCL(0:0/10:0/23:1(9Z)/29:0)	MLCL(0:0/10:0/23:1(9Z)/29:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/23:1(9Z)/29:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-tricosenoic acid at the C-3 position, and one chain of nonacosanoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C71H138O16P2	InChI=1S/C71H138O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-32-33-34-35-37-39-41-43-45-47-50-53-56-59-71(76)87-68(63-81-69(74)57-54-51-49-46-44-42-40-38-36-29-27-25-23-21-19-17-14-11-8-5-2)65-85-89(79,80)83-62-66(73)61-82-88(77,78)84-64-67(60-72)86-70(75)58-55-52-48-15-12-9-6-3/h38,40,66-68,72-73H,4-37,39,41-65H2,1-3H3,(H,77,78)(H,79,80)/b40-38-/t66-,67-,68-/m1/s1	PADLCNLLWFPFMH-IVSVAAROSA-N	1308.946012			
BASm0037868	PA(10:0/24:0)	PA(10:0/24:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/24:0), in particular, consists of one chain of capric acid at the C-1 position and one chain of lignoceric acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C37H73O8P	InChI=1S/C37H73O8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-10-8-6-4-2/h35H,3-34H2,1-2H3,(H2,40,41,42)/t35-/m1/s1	KGBJTLOPYVKFJJ-PGUFJCEWSA-N	676.5043063			
BASm0037869	CL(10:0/24:0/26:1(11Z)/26:1(11Z))	CL(10:0/24:0/26:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C95H182O17P2		ZFWXBQIIVHGRRV-WQWDKWKPSA-N	1657.285228			
BASm0037870	MLCL(0:0/10:0/24:0/26:1(11Z))	MLCL(0:0/10:0/24:0/26:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/24:0/26:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of lignoceric acid at the C-3 position, and one chain of (11Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C69H134O16P2	InChI=1S/C69H134O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-33-35-37-39-41-43-45-48-51-54-57-69(74)85-66(61-79-67(72)55-52-49-47-44-42-40-38-36-34-32-29-27-25-23-21-19-17-14-11-8-5-2)63-83-87(77,78)81-60-64(71)59-80-86(75,76)82-62-65(58-70)84-68(73)56-53-50-46-15-12-9-6-3/h33,35,64-66,70-71H,4-32,34,36-63H2,1-3H3,(H,75,76)(H,77,78)/b35-33-/t64-,65-,66-/m1/s1	HAAZWMKPOOMZNF-VCCTWRRQSA-N	1280.914712			
BASm0037871	PC(24:0/24:0)	PC(24:0/24:0) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(24:0/24:0), in particular, consists of two chains of lignoceric acid at the C-1 and C-2 positions. The lignoceric acid moieties are derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC	C56H112NO8P	InChI=1S/C56H112NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-42-44-46-48-55(58)62-52-54(53-64-66(60,61)63-51-50-57(3,4)5)65-56(59)49-47-45-43-41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h54H,6-53H2,1-5H3/t54-/m1/s1	XOAMGMFHUNHBEM-AXAMJWTMSA-N	957.8125561		HMDB0008782	
BASm0037872	LysoPC(24:0/0:0)	LysoPC(24:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(24:0), in particular, consists of one chain of lignoceric acid at the C-1 position. The lignoceric acid moiety is derived from groundnut oil. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling. In blood plasma significant amounts of lysophosphatidylcholine are formed by a specific enzyme system, lecithin:cholesterol acyltransferase (LCAT), which is secreted from the liver. The enzyme catalyzes the transfer of the fatty acids of position sn-2 of phosphatidylcholine to the free cholesterol in plasma, with formation of cholesterol esters and lysophosphatidylcholine. Lysophospholipids have a role in lipid signaling by acting on lysophospholipid receptors (LPL-R). LPL-R's are members of the G protein-coupled receptor family of integral membrane proteins.			[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C32H66NO7P	InChI=1S/C32H66NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-32(35)38-29-31(34)30-40-41(36,37)39-28-27-33(2,3)4/h31,34H,5-30H2,1-4H3/t31-/m1/s1	SKJMUADLQLZAGH-WJOKGBTCSA-N	607.45769		HMDB0010405	
BASm0037873	CL(10:0/24:0/26:1(9Z)/26:1(9Z))	CL(10:0/24:0/26:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C95H182O17P2		OLPQTRMXZWKMLB-XKSIKLFCSA-N	1657.285228			
BASm0037874	MLCL(0:0/10:0/24:0/26:1(9Z))	MLCL(0:0/10:0/24:0/26:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/24:0/26:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of lignoceric acid at the C-3 position, and one chain of (9Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C69H134O16P2	InChI=1S/C69H134O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-33-35-37-39-41-43-45-48-51-54-57-69(74)85-66(61-79-67(72)55-52-49-47-44-42-40-38-36-34-32-29-27-25-23-21-19-17-14-11-8-5-2)63-83-87(77,78)81-60-64(71)59-80-86(75,76)82-62-65(58-70)84-68(73)56-53-50-46-15-12-9-6-3/h37,39,64-66,70-71H,4-36,38,40-63H2,1-3H3,(H,75,76)(H,77,78)/b39-37-/t64-,65-,66-/m1/s1	UDYNVTKMXHMRAZ-UEASOGNFSA-N	1280.914712			
BASm0037875	CL(10:0/24:0/28:1(11Z)/28:1(11Z))	CL(10:0/24:0/28:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C99H190O17P2		SRRLESXSAPRQJS-FQTIHMGYSA-N	1713.347829			
BASm0037876	MLCL(0:0/10:0/24:0/28:1(11Z))	MLCL(0:0/10:0/24:0/28:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/24:0/28:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of lignoceric acid at the C-3 position, and one chain of (11Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C71H138O16P2	InChI=1S/C71H138O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-32-33-35-37-39-41-43-45-47-50-53-56-59-71(76)87-68(63-81-69(74)57-54-51-49-46-44-42-40-38-36-34-29-27-25-23-21-19-17-14-11-8-5-2)65-85-89(79,80)83-62-66(73)61-82-88(77,78)84-64-67(60-72)86-70(75)58-55-52-48-15-12-9-6-3/h35,37,66-68,72-73H,4-34,36,38-65H2,1-3H3,(H,77,78)(H,79,80)/b37-35-/t66-,67-,68-/m1/s1	OOPSKAZQLQDBCW-YTXISRSCSA-N	1308.946012			
BASm0037877	CL(10:0/24:0/28:1(9Z)/28:1(9Z))	CL(10:0/24:0/28:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C99H190O17P2		RJKZTELUSDOLGM-XNNSAMROSA-N	1713.347829			
BASm0037878	MLCL(0:0/10:0/24:0/28:1(9Z))	MLCL(0:0/10:0/24:0/28:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/24:0/28:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of lignoceric acid at the C-3 position, and one chain of (9Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C71H138O16P2	InChI=1S/C71H138O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-32-33-35-37-39-41-43-45-47-50-53-56-59-71(76)87-68(63-81-69(74)57-54-51-49-46-44-42-40-38-36-34-29-27-25-23-21-19-17-14-11-8-5-2)65-85-89(79,80)83-62-66(73)61-82-88(77,78)84-64-67(60-72)86-70(75)58-55-52-48-15-12-9-6-3/h39,41,66-68,72-73H,4-38,40,42-65H2,1-3H3,(H,77,78)(H,79,80)/b41-39-/t66-,67-,68-/m1/s1	SJZNPERRZPDUPE-OLGQYNNDSA-N	1308.946012			
BASm0037879	Nervonoyl-CoA	Nervonoyl-CoA, also known as tetracosenoyl-CoA or CoA(24:1(15Z)), belongs to the class of organic compounds known as very long-chain fatty acyl coas. These are acyl CoAs where the group acylated to the coenzyme A moiety is a very long aliphatic chain of 22 carbon atoms or more. Thus, nervonoyl-CoA is considered to be a fatty ester lipid molecule. Nervonoyl-CoA is considered to be a practically insoluble (in water) and relatively neutral molecule. Nervonoyl-CoA has been primarily detected in urine. Within the cell, nervonoyl-CoA is primarily located in the membrane (predicted from logP) and cytoplasm. In humans, nervonoyl-CoA is involved in several metabolic disorders, some of which include de novo triacylglycerol biosynthesis TG(20:3(5Z,8Z,11Z)/20:4(8Z,11Z,14Z,17Z)/24:1(15Z)) pathway, de novo triacylglycerol biosynthesis TG(20:3(8Z,11Z,14Z)/24:1(15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) pathway, de novo triacylglycerol biosynthesis TG(24:0/24:1(15Z)/18:1(11Z)) pathway, and de novo triacylglycerol biosynthesis TG(20:3(5Z,8Z,11Z)/15:0/24:1(15Z)) pathway. Outside of the human body, nervonoyl-CoA can be found in a number of food items such as common hazelnut, common grape, spearmint, and wild rice. This makes nervonoyl-CoA a potential biomarker for the consumption of these food products. A long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of nervonic acid.			CCCCCCCC\C=C/CCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C45H80N7O17P3S	InChI=1S/C45H80N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-36(54)73-29-28-47-35(53)26-27-48-43(57)40(56)45(2,3)31-66-72(63,64)69-71(61,62)65-30-34-39(68-70(58,59)60)38(55)44(67-34)52-33-51-37-41(46)49-32-50-42(37)52/h11-12,32-34,38-40,44,55-56H,4-10,13-31H2,1-3H3,(H,47,53)(H,48,57)(H,61,62)(H,63,64)(H2,46,49,50)(H2,58,59,60)/b12-11-/t34-,38-,39-,40+,44-/m1/s1	QHZAQVTVYPHLKK-YVBAAGQKSA-N	1115.454426	74142	HMDB0062221	
BASm0037880	CL(10:0/24:1(11Z)/24:0/24:0)	CL(10:0/24:1(11Z)/24:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C91H176O17P2		GMRBJWJWKWJGHO-CQWMYBSBSA-N	1603.238278			
BASm0037881	MLCL(0:0/10:0/24:1(11Z)/24:0)	MLCL(0:0/10:0/24:1(11Z)/24:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/24:1(11Z)/24:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-tetracosenoic acid at the C-3 position, and one chain of lignoceric acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C67H130O16P2	InChI=1S/C67H130O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-32-34-36-38-40-42-45-47-50-53-65(70)77-59-64(83-67(72)55-52-49-46-43-41-39-37-35-33-31-29-27-25-23-21-19-17-14-11-8-5-2)61-81-85(75,76)79-58-62(69)57-78-84(73,74)80-60-63(56-68)82-66(71)54-51-48-44-15-12-9-6-3/h30,32,62-64,68-69H,4-29,31,33-61H2,1-3H3,(H,73,74)(H,75,76)/b32-30-/t62-,63-,64-/m1/s1	BXBNYJZWPZZTRI-DBOXDFBRSA-N	1252.883412			
BASm0037882	PC(24:0/24:1(11Z))	PC(24:0/24:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols				C56H110NO8P		FLSXAEYQGDDTMS-USXQKVGWSA-N	955.7969065			
BASm0037883	CL(10:0/24:1(11Z)/26:0/26:0)	CL(10:0/24:1(11Z)/26:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C95H184O17P2		PXOSHAWJXSUQIQ-WEFSHXFRSA-N	1659.300878			
BASm0037884	MLCL(0:0/10:0/24:1(11Z)/26:0)	MLCL(0:0/10:0/24:1(11Z)/26:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/24:1(11Z)/26:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-tetracosenoic acid at the C-3 position, and one chain of cerotic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C69H134O16P2	InChI=1S/C69H134O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-33-35-37-39-41-43-45-48-51-54-57-69(74)85-66(61-79-67(72)55-52-49-47-44-42-40-38-36-34-32-29-27-25-23-21-19-17-14-11-8-5-2)63-83-87(77,78)81-60-64(71)59-80-86(75,76)82-62-65(58-70)84-68(73)56-53-50-46-15-12-9-6-3/h32,34,64-66,70-71H,4-31,33,35-63H2,1-3H3,(H,75,76)(H,77,78)/b34-32-/t64-,65-,66-/m1/s1	CJJVXNQFAOCWBM-HYGUMVNESA-N	1280.914712			
BASm0037885	CL(10:0/24:1(11Z)/26:1(11Z)/26:1(11Z))	CL(10:0/24:1(11Z)/26:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C95H180O17P2		PUYKBFWVDCSBNE-VMNDANDZSA-N	1655.269578			
BASm0037886	MLCL(0:0/10:0/24:1(11Z)/26:1(11Z))	MLCL(0:0/10:0/24:1(11Z)/26:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/24:1(11Z)/26:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-tetracosenoic acid at the C-3 position, and one chain of (11Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C69H132O16P2	InChI=1S/C69H132O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-33-35-37-39-41-43-45-48-51-54-57-69(74)85-66(61-79-67(72)55-52-49-47-44-42-40-38-36-34-32-29-27-25-23-21-19-17-14-11-8-5-2)63-83-87(77,78)81-60-64(71)59-80-86(75,76)82-62-65(58-70)84-68(73)56-53-50-46-15-12-9-6-3/h32-35,64-66,70-71H,4-31,36-63H2,1-3H3,(H,75,76)(H,77,78)/b34-32-,35-33-/t64-,65-,66-/m1/s1	LXRYWSRCAXITCP-XNKMIXDESA-N	1278.899062			
BASm0037887	CL(10:0/24:1(11Z)/26:1(9Z)/26:1(9Z))	CL(10:0/24:1(11Z)/26:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C95H180O17P2		HCDMFHIOXRFDQB-TXKGLSGTSA-N	1655.269578			
BASm0037888	MLCL(0:0/10:0/24:1(11Z)/26:1(9Z))	MLCL(0:0/10:0/24:1(11Z)/26:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/24:1(11Z)/26:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-tetracosenoic acid at the C-3 position, and one chain of (9Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C69H132O16P2	InChI=1S/C69H132O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-33-35-37-39-41-43-45-48-51-54-57-69(74)85-66(61-79-67(72)55-52-49-47-44-42-40-38-36-34-32-29-27-25-23-21-19-17-14-11-8-5-2)63-83-87(77,78)81-60-64(71)59-80-86(75,76)82-62-65(58-70)84-68(73)56-53-50-46-15-12-9-6-3/h32,34,37,39,64-66,70-71H,4-31,33,35-36,38,40-63H2,1-3H3,(H,75,76)(H,77,78)/b34-32-,39-37-/t64-,65-,66-/m1/s1	VWPKPKVEZRQUBJ-AYPPZWJTSA-N	1278.899062			
BASm0037889	CL(10:0/24:1(11Z)/28:0/28:0)	CL(10:0/24:1(11Z)/28:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C99H192O17P2		NGNGFSAXTWERLZ-PMMXGDBZSA-N	1715.363479			
BASm0037890	MLCL(0:0/10:0/24:1(11Z)/28:0)	MLCL(0:0/10:0/24:1(11Z)/28:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/24:1(11Z)/28:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-tetracosenoic acid at the C-3 position, and one chain of montanic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C71H138O16P2	InChI=1S/C71H138O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-32-33-35-37-39-41-43-45-47-50-53-56-59-71(76)87-68(63-81-69(74)57-54-51-49-46-44-42-40-38-36-34-29-27-25-23-21-19-17-14-11-8-5-2)65-85-89(79,80)83-62-66(73)61-82-88(77,78)84-64-67(60-72)86-70(75)58-55-52-48-15-12-9-6-3/h34,36,66-68,72-73H,4-33,35,37-65H2,1-3H3,(H,77,78)(H,79,80)/b36-34-/t66-,67-,68-/m1/s1	TZSKWLKEEPZKKS-QCEOCWLSSA-N	1308.946012			
BASm0037891	CL(10:0/24:1(11Z)/28:1(11Z)/28:1(11Z))	CL(10:0/24:1(11Z)/28:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C99H188O17P2		UEYZCOTZTMAUFP-XGACQCGXSA-N	1711.332179			
BASm0037892	MLCL(0:0/10:0/24:1(11Z)/28:1(11Z))	MLCL(0:0/10:0/24:1(11Z)/28:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/24:1(11Z)/28:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-tetracosenoic acid at the C-3 position, and one chain of (11Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C71H136O16P2	InChI=1S/C71H136O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-32-33-35-37-39-41-43-45-47-50-53-56-59-71(76)87-68(63-81-69(74)57-54-51-49-46-44-42-40-38-36-34-29-27-25-23-21-19-17-14-11-8-5-2)65-85-89(79,80)83-62-66(73)61-82-88(77,78)84-64-67(60-72)86-70(75)58-55-52-48-15-12-9-6-3/h34-37,66-68,72-73H,4-33,38-65H2,1-3H3,(H,77,78)(H,79,80)/b36-34-,37-35-/t66-,67-,68-/m1/s1	ZQFOZQNKYAEYRO-CMNXPWODSA-N	1306.930362			
BASm0037893	CL(10:0/24:1(11Z)/28:1(9Z)/28:1(9Z))	CL(10:0/24:1(11Z)/28:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C99H188O17P2		MMNCTAVWLYVJPK-GAPLZXAJSA-N	1711.332179			
BASm0037894	MLCL(0:0/10:0/24:1(11Z)/28:1(9Z))	MLCL(0:0/10:0/24:1(11Z)/28:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/24:1(11Z)/28:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-tetracosenoic acid at the C-3 position, and one chain of (9Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C71H136O16P2	InChI=1S/C71H136O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-32-33-35-37-39-41-43-45-47-50-53-56-59-71(76)87-68(63-81-69(74)57-54-51-49-46-44-42-40-38-36-34-29-27-25-23-21-19-17-14-11-8-5-2)65-85-89(79,80)83-62-66(73)61-82-88(77,78)84-64-67(60-72)86-70(75)58-55-52-48-15-12-9-6-3/h34,36,39,41,66-68,72-73H,4-33,35,37-38,40,42-65H2,1-3H3,(H,77,78)(H,79,80)/b36-34-,41-39-/t66-,67-,68-/m1/s1	DAPAVIIPWLQBDM-JMOIBFTBSA-N	1306.930362			
BASm0037895	cis-9-tetracosenoyl-CoA					C42H74N7O17P3S		AKSRXGKBEKDKRT-VXQNFMBQSA-N	1073.407476			
BASm0037896	CL(10:0/24:1(9Z)/24:0/24:0)	CL(10:0/24:1(9Z)/24:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C91H176O17P2		KPVXHAZAIYWVTD-XAJNLHRRSA-N	1603.238278			
BASm0037897	MLCL(0:0/10:0/24:1(9Z)/24:0)	MLCL(0:0/10:0/24:1(9Z)/24:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/24:1(9Z)/24:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-tetracosenoic acid at the C-3 position, and one chain of lignoceric acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C67H130O16P2	InChI=1S/C67H130O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-32-34-36-38-40-42-45-47-50-53-65(70)77-59-64(83-67(72)55-52-49-46-43-41-39-37-35-33-31-29-27-25-23-21-19-17-14-11-8-5-2)61-81-85(75,76)79-58-62(69)57-78-84(73,74)80-60-63(56-68)82-66(71)54-51-48-44-15-12-9-6-3/h34,36,62-64,68-69H,4-33,35,37-61H2,1-3H3,(H,73,74)(H,75,76)/b36-34-/t62-,63-,64-/m1/s1	BGKDBODXQGKSJZ-AKAIJFEVSA-N	1252.883412			
BASm0037898	PC(24:0/24:1(9Z))	PC(24:0/24:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols				C56H110NO8P		YLDZKTOZEYLADK-BXRQOVNSSA-N	955.7969065			
BASm0037899	CL(10:0/24:1(9Z)/26:0/26:0)	CL(10:0/24:1(9Z)/26:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C95H184O17P2		HVLLSIDWZOEJOF-DQRKASBJSA-N	1659.300878			
BASm0037900	MLCL(0:0/10:0/24:1(9Z)/26:0)	MLCL(0:0/10:0/24:1(9Z)/26:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/24:1(9Z)/26:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-tetracosenoic acid at the C-3 position, and one chain of cerotic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C69H134O16P2	InChI=1S/C69H134O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-33-35-37-39-41-43-45-48-51-54-57-69(74)85-66(61-79-67(72)55-52-49-47-44-42-40-38-36-34-32-29-27-25-23-21-19-17-14-11-8-5-2)63-83-87(77,78)81-60-64(71)59-80-86(75,76)82-62-65(58-70)84-68(73)56-53-50-46-15-12-9-6-3/h36,38,64-66,70-71H,4-35,37,39-63H2,1-3H3,(H,75,76)(H,77,78)/b38-36-/t64-,65-,66-/m1/s1	LJLFSUMJEOIKIF-POGLOKPESA-N	1280.914712			
BASm0037901	CL(10:0/24:1(9Z)/26:1(11Z)/26:1(11Z))	CL(10:0/24:1(9Z)/26:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C95H180O17P2		BVVMIXMZWNYZBZ-FRAYAPQCSA-N	1655.269578			
BASm0037902	MLCL(0:0/10:0/24:1(9Z)/26:1(11Z))	MLCL(0:0/10:0/24:1(9Z)/26:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/24:1(9Z)/26:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-tetracosenoic acid at the C-3 position, and one chain of (11Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C69H132O16P2	InChI=1S/C69H132O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-33-35-37-39-41-43-45-48-51-54-57-69(74)85-66(61-79-67(72)55-52-49-47-44-42-40-38-36-34-32-29-27-25-23-21-19-17-14-11-8-5-2)63-83-87(77,78)81-60-64(71)59-80-86(75,76)82-62-65(58-70)84-68(73)56-53-50-46-15-12-9-6-3/h33,35-36,38,64-66,70-71H,4-32,34,37,39-63H2,1-3H3,(H,75,76)(H,77,78)/b35-33-,38-36-/t64-,65-,66-/m1/s1	KNWDJFXNBFDCEQ-VNQKLUHBSA-N	1278.899062			
BASm0037903	CL(10:0/24:1(9Z)/26:1(9Z)/26:1(9Z))	CL(10:0/24:1(9Z)/26:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C95H180O17P2		SDKGBPYGHQONKE-VYBMDPSYSA-N	1655.269578			
BASm0037904	MLCL(0:0/10:0/24:1(9Z)/26:1(9Z))	MLCL(0:0/10:0/24:1(9Z)/26:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/24:1(9Z)/26:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-tetracosenoic acid at the C-3 position, and one chain of (9Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C69H132O16P2	InChI=1S/C69H132O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-33-35-37-39-41-43-45-48-51-54-57-69(74)85-66(61-79-67(72)55-52-49-47-44-42-40-38-36-34-32-29-27-25-23-21-19-17-14-11-8-5-2)63-83-87(77,78)81-60-64(71)59-80-86(75,76)82-62-65(58-70)84-68(73)56-53-50-46-15-12-9-6-3/h36-39,64-66,70-71H,4-35,40-63H2,1-3H3,(H,75,76)(H,77,78)/b38-36-,39-37-/t64-,65-,66-/m1/s1	RYRHWAGGBWHYBJ-KGDBPDKDSA-N	1278.899062			
BASm0037905	CL(10:0/24:1(9Z)/28:0/28:0)	CL(10:0/24:1(9Z)/28:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C99H192O17P2		GMQADFNDLRMLNL-LOIFLPFMSA-N	1715.363479			
BASm0037906	MLCL(0:0/10:0/24:1(9Z)/28:0)	MLCL(0:0/10:0/24:1(9Z)/28:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/24:1(9Z)/28:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-tetracosenoic acid at the C-3 position, and one chain of montanic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C71H138O16P2	InChI=1S/C71H138O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-32-33-35-37-39-41-43-45-47-50-53-56-59-71(76)87-68(63-81-69(74)57-54-51-49-46-44-42-40-38-36-34-29-27-25-23-21-19-17-14-11-8-5-2)65-85-89(79,80)83-62-66(73)61-82-88(77,78)84-64-67(60-72)86-70(75)58-55-52-48-15-12-9-6-3/h38,40,66-68,72-73H,4-37,39,41-65H2,1-3H3,(H,77,78)(H,79,80)/b40-38-/t66-,67-,68-/m1/s1	YAIOIJCMIZNARW-IVSVAAROSA-N	1308.946012			
BASm0037907	CL(10:0/24:1(9Z)/28:1(11Z)/28:1(11Z))	CL(10:0/24:1(9Z)/28:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C99H188O17P2		WRISVODXNAQXPE-WEBRDFEPSA-N	1711.332179			
BASm0037908	MLCL(0:0/10:0/24:1(9Z)/28:1(11Z))	MLCL(0:0/10:0/24:1(9Z)/28:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/24:1(9Z)/28:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-tetracosenoic acid at the C-3 position, and one chain of (11Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C71H136O16P2	InChI=1S/C71H136O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-32-33-35-37-39-41-43-45-47-50-53-56-59-71(76)87-68(63-81-69(74)57-54-51-49-46-44-42-40-38-36-34-29-27-25-23-21-19-17-14-11-8-5-2)65-85-89(79,80)83-62-66(73)61-82-88(77,78)84-64-67(60-72)86-70(75)58-55-52-48-15-12-9-6-3/h35,37-38,40,66-68,72-73H,4-34,36,39,41-65H2,1-3H3,(H,77,78)(H,79,80)/b37-35-,40-38-/t66-,67-,68-/m1/s1	NGJVPSXYFFRGRX-WESLWENXSA-N	1306.930362			
BASm0037909	CL(10:0/24:1(9Z)/28:1(9Z)/28:1(9Z))	CL(10:0/24:1(9Z)/28:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C99H188O17P2		OSRBGYKIUQEGIH-KVSUQLPUSA-N	1711.332179			
BASm0037910	MLCL(0:0/10:0/24:1(9Z)/28:1(9Z))	MLCL(0:0/10:0/24:1(9Z)/28:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/24:1(9Z)/28:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-tetracosenoic acid at the C-3 position, and one chain of (9Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C71H136O16P2	InChI=1S/C71H136O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-31-32-33-35-37-39-41-43-45-47-50-53-56-59-71(76)87-68(63-81-69(74)57-54-51-49-46-44-42-40-38-36-34-29-27-25-23-21-19-17-14-11-8-5-2)65-85-89(79,80)83-62-66(73)61-82-88(77,78)84-64-67(60-72)86-70(75)58-55-52-48-15-12-9-6-3/h38-41,66-68,72-73H,4-37,42-65H2,1-3H3,(H,77,78)(H,79,80)/b40-38-,41-39-/t66-,67-,68-/m1/s1	RDBZRRXCKDSSMJ-HDZUOTFPSA-N	1306.930362			
BASm0037911	Pentacosanoyl-CoA	Pentacosanoyl-CoA is a fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of pentacosanoic acid.			CCCCCCCCCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C46H84N7O17P3S	InChI=1S/C46H84N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-37(55)74-30-29-48-36(54)27-28-49-44(58)41(57)46(2,3)32-67-73(64,65)70-72(62,63)66-31-35-40(69-71(59,60)61)39(56)45(68-35)53-34-52-38-42(47)50-33-51-43(38)53/h33-35,39-41,45,56-57H,4-32H2,1-3H3,(H,48,54)(H,49,58)(H,62,63)(H,64,65)(H2,47,50,51)(H2,59,60,61)/t35-,39-,40-,41+,45-/m1/s1	OOYYVSZGLPEVRI-YMMHZNAKSA-N	1131.485726			
BASm0037912	PA(10:0/25:0)	PA(10:0/25:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/25:0), in particular, consists of one chain of capric acid at the C-1 position and one chain of pentacosanoic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC	C38H75O8P	InChI=1S/C38H75O8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-38(40)46-36(35-45-47(41,42)43)34-44-37(39)32-30-28-26-10-8-6-4-2/h36H,3-35H2,1-2H3,(H2,41,42,43)/t36-/m1/s1	XLPUJXXDUUIKFJ-PSXMRANNSA-N	690.5199564			
BASm0037913	CL(10:0/25:0/25:1(11Z)/25:1(11Z))	CL(10:0/25:0/25:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C94H180O17P2		YVLBSLDZBOIAPJ-VCBSYENESA-N	1643.269578			
BASm0037914	MLCL(0:0/10:0/25:0/25:1(11Z))	MLCL(0:0/10:0/25:0/25:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/25:0/25:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of pentacosanoic acid at the C-3 position, and one chain of (11Z)-pentacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C69H134O16P2	InChI=1S/C69H134O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-32-34-36-38-40-42-44-47-49-52-55-67(72)79-61-66(85-69(74)57-54-51-48-45-43-41-39-37-35-33-31-29-27-25-23-21-19-17-14-11-8-5-2)63-83-87(77,78)81-60-64(71)59-80-86(75,76)82-62-65(58-70)84-68(73)56-53-50-46-15-12-9-6-3/h33,35,64-66,70-71H,4-32,34,36-63H2,1-3H3,(H,75,76)(H,77,78)/b35-33-/t64-,65-,66-/m1/s1	UZKHJRDUDKMKFR-VCCTWRRQSA-N	1280.914712			
BASm0037915	PC(25:0/25:0)	PC(25:0/25:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols				C58H116NO8P		UNILETGTPHNPDL-LXXIDKMWSA-N	985.8438567			
BASm0037916	LysoPC(25:0/0:0)	LysoPC(25:0/0:0) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. LysoPC(25:0/0:0), in particular, consists of one pentacosanoyl chain. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(20:3(5Z,8Z,11Z)), in particular, consists of one chain of mead acid at the C-1 position. The mead acid moiety is derived from fish oils, liver and kidney. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling.				C33H68NO7P		VRHCICCFIYHSOF-JGCGQSQUSA-N	621.4733405			
BASm0037917	CL(10:0/25:0/25:1(9Z)/25:1(9Z))	CL(10:0/25:0/25:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C94H180O17P2		VWRVPDNIZCMUDI-UHDBTIOTSA-N	1643.269578			
BASm0037918	MLCL(0:0/10:0/25:0/25:1(9Z))	MLCL(0:0/10:0/25:0/25:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/25:0/25:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of pentacosanoic acid at the C-3 position, and one chain of (9Z)-pentacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C69H134O16P2	InChI=1S/C69H134O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-32-34-36-38-40-42-44-47-49-52-55-67(72)79-61-66(85-69(74)57-54-51-48-45-43-41-39-37-35-33-31-29-27-25-23-21-19-17-14-11-8-5-2)63-83-87(77,78)81-60-64(71)59-80-86(75,76)82-62-65(58-70)84-68(73)56-53-50-46-15-12-9-6-3/h37,39,64-66,70-71H,4-36,38,40-63H2,1-3H3,(H,75,76)(H,77,78)/b39-37-/t64-,65-,66-/m1/s1	YHLCNPIKYQCFJT-UEASOGNFSA-N	1280.914712			
BASm0037919	CL(10:0/25:0/27:1(11Z)/27:1(11Z))	CL(10:0/25:0/27:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C98H188O17P2		BMMVLYQJPCAPNS-IPSMWACFSA-N	1699.332179			
BASm0037920	MLCL(0:0/10:0/25:0/27:1(11Z))	MLCL(0:0/10:0/25:0/27:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/25:0/27:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of pentacosanoic acid at the C-3 position, and one chain of (11Z)-heptacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C71H138O16P2	InChI=1S/C71H138O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-32-33-35-37-39-41-43-45-47-50-53-56-59-71(76)87-68(63-81-69(74)57-54-51-49-46-44-42-40-38-36-34-31-29-27-25-23-21-19-17-14-11-8-5-2)65-85-89(79,80)83-62-66(73)61-82-88(77,78)84-64-67(60-72)86-70(75)58-55-52-48-15-12-9-6-3/h35,37,66-68,72-73H,4-34,36,38-65H2,1-3H3,(H,77,78)(H,79,80)/b37-35-/t66-,67-,68-/m1/s1	TVTVSYCEDAHGOL-YTXISRSCSA-N	1308.946012			
BASm0037921	CL(10:0/25:0/27:1(9Z)/27:1(9Z))	CL(10:0/25:0/27:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C98H188O17P2		MQEQJHKSHJMCNQ-QJCVHKOYSA-N	1699.332179			
BASm0037922	MLCL(0:0/10:0/25:0/27:1(9Z))	MLCL(0:0/10:0/25:0/27:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/25:0/27:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of pentacosanoic acid at the C-3 position, and one chain of (9Z)-heptacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C71H138O16P2	InChI=1S/C71H138O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-32-33-35-37-39-41-43-45-47-50-53-56-59-71(76)87-68(63-81-69(74)57-54-51-49-46-44-42-40-38-36-34-31-29-27-25-23-21-19-17-14-11-8-5-2)65-85-89(79,80)83-62-66(73)61-82-88(77,78)84-64-67(60-72)86-70(75)58-55-52-48-15-12-9-6-3/h39,41,66-68,72-73H,4-38,40,42-65H2,1-3H3,(H,77,78)(H,79,80)/b41-39-/t66-,67-,68-/m1/s1	QQDVNRDAQPQOEX-OLGQYNNDSA-N	1308.946012			
BASm0037923	CL(10:0/25:1(11Z)/27:0/27:0)	CL(10:0/25:1(11Z)/27:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C98H190O17P2		UYABTWOIVGTUTE-XTAGWANUSA-N	1701.347829			
BASm0037924	MLCL(0:0/10:0/25:1(11Z)/27:0)	MLCL(0:0/10:0/25:1(11Z)/27:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/25:1(11Z)/27:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-pentacosenoic acid at the C-3 position, and one chain of carboceric acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C71H138O16P2	InChI=1S/C71H138O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-32-33-35-37-39-41-43-45-47-50-53-56-59-71(76)87-68(63-81-69(74)57-54-51-49-46-44-42-40-38-36-34-31-29-27-25-23-21-19-17-14-11-8-5-2)65-85-89(79,80)83-62-66(73)61-82-88(77,78)84-64-67(60-72)86-70(75)58-55-52-48-15-12-9-6-3/h34,36,66-68,72-73H,4-33,35,37-65H2,1-3H3,(H,77,78)(H,79,80)/b36-34-/t66-,67-,68-/m1/s1	VMAGYDNJHAOYRG-QCEOCWLSSA-N	1308.946012			
BASm0037925	PC(25:0/25:1(11Z))	PC(25:0/25:1(11Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols				C58H114NO8P		BZXCXKLVNJPKHA-DCQWHZKJSA-N	983.8282066			
BASm0037926	CL(10:0/25:1(11Z)/27:1(11Z)/27:1(11Z))	CL(10:0/25:1(11Z)/27:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C98H186O17P2		NTIGARDCTMTBBL-IUCSRMFZSA-N	1697.316529			
BASm0037927	MLCL(0:0/10:0/25:1(11Z)/27:1(11Z))	MLCL(0:0/10:0/25:1(11Z)/27:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/25:1(11Z)/27:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-pentacosenoic acid at the C-3 position, and one chain of (11Z)-heptacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C71H136O16P2	InChI=1S/C71H136O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-32-33-35-37-39-41-43-45-47-50-53-56-59-71(76)87-68(63-81-69(74)57-54-51-49-46-44-42-40-38-36-34-31-29-27-25-23-21-19-17-14-11-8-5-2)65-85-89(79,80)83-62-66(73)61-82-88(77,78)84-64-67(60-72)86-70(75)58-55-52-48-15-12-9-6-3/h34-37,66-68,72-73H,4-33,38-65H2,1-3H3,(H,77,78)(H,79,80)/b36-34-,37-35-/t66-,67-,68-/m1/s1	DTSVTCOAZOJMLC-CMNXPWODSA-N	1306.930362			
BASm0037928	CL(10:0/25:1(11Z)/27:1(9Z)/27:1(9Z))	CL(10:0/25:1(11Z)/27:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C98H186O17P2		RHDGNWHFCVKDKB-JQMRISNJSA-N	1697.316529			
BASm0037929	MLCL(0:0/10:0/25:1(11Z)/27:1(9Z))	MLCL(0:0/10:0/25:1(11Z)/27:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/25:1(11Z)/27:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (11Z)-pentacosenoic acid at the C-3 position, and one chain of (9Z)-heptacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C71H136O16P2	InChI=1S/C71H136O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-32-33-35-37-39-41-43-45-47-50-53-56-59-71(76)87-68(63-81-69(74)57-54-51-49-46-44-42-40-38-36-34-31-29-27-25-23-21-19-17-14-11-8-5-2)65-85-89(79,80)83-62-66(73)61-82-88(77,78)84-64-67(60-72)86-70(75)58-55-52-48-15-12-9-6-3/h34,36,39,41,66-68,72-73H,4-33,35,37-38,40,42-65H2,1-3H3,(H,77,78)(H,79,80)/b36-34-,41-39-/t66-,67-,68-/m1/s1	RFJASYAFRGQEGX-JMOIBFTBSA-N	1306.930362			
BASm0037930	cis-9-pentacosenoyl-CoA					C44H78N7O17P3S		DHFCBRRXFFONRO-BNBKYGKPSA-N	1101.438776			
BASm0037931	MLCL(0:0/10:0/25:1(9Z)/27:0)	MLCL(0:0/10:0/25:1(9Z)/27:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/25:1(9Z)/27:0), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-pentacosenoic acid at the C-3 position, and one chain of carboceric acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C71H138O16P2	InChI=1S/C71H138O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-32-33-35-37-39-41-43-45-47-50-53-56-59-71(76)87-68(63-81-69(74)57-54-51-49-46-44-42-40-38-36-34-31-29-27-25-23-21-19-17-14-11-8-5-2)65-85-89(79,80)83-62-66(73)61-82-88(77,78)84-64-67(60-72)86-70(75)58-55-52-48-15-12-9-6-3/h38,40,66-68,72-73H,4-37,39,41-65H2,1-3H3,(H,77,78)(H,79,80)/b40-38-/t66-,67-,68-/m1/s1	LQSSKUXLSPLRMY-IVSVAAROSA-N	1308.946012			
BASm0037932	PC(25:0/25:1(9Z))	PC(25:0/25:1(9Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols				C58H114NO8P		GRQGJPJKGCSDTG-VYJHYOHNSA-N	983.8282066			
BASm0037933	CL(10:0/25:1(9Z)/27:1(11Z)/27:1(11Z))	CL(10:0/25:1(9Z)/27:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C98H186O17P2		NAAWTAQGSNBNKM-DVEGLQDZSA-N	1697.316529			
BASm0037934	MLCL(0:0/10:0/25:1(9Z)/27:1(11Z))	MLCL(0:0/10:0/25:1(9Z)/27:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/25:1(9Z)/27:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-pentacosenoic acid at the C-3 position, and one chain of (11Z)-heptacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C71H136O16P2	InChI=1S/C71H136O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-32-33-35-37-39-41-43-45-47-50-53-56-59-71(76)87-68(63-81-69(74)57-54-51-49-46-44-42-40-38-36-34-31-29-27-25-23-21-19-17-14-11-8-5-2)65-85-89(79,80)83-62-66(73)61-82-88(77,78)84-64-67(60-72)86-70(75)58-55-52-48-15-12-9-6-3/h35,37-38,40,66-68,72-73H,4-34,36,39,41-65H2,1-3H3,(H,77,78)(H,79,80)/b37-35-,40-38-/t66-,67-,68-/m1/s1	IRRQSSKHWSBPEQ-WESLWENXSA-N	1306.930362			
BASm0037935	CL(10:0/25:1(9Z)/27:1(9Z)/27:1(9Z))	CL(10:0/25:1(9Z)/27:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C98H186O17P2		QPBMSFGNRUNKIQ-UINBFGQLSA-N	1697.316529			
BASm0037936	MLCL(0:0/10:0/25:1(9Z)/27:1(9Z))	MLCL(0:0/10:0/25:1(9Z)/27:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/25:1(9Z)/27:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of (9Z)-pentacosenoic acid at the C-3 position, and one chain of (9Z)-heptacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C71H136O16P2	InChI=1S/C71H136O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-32-33-35-37-39-41-43-45-47-50-53-56-59-71(76)87-68(63-81-69(74)57-54-51-49-46-44-42-40-38-36-34-31-29-27-25-23-21-19-17-14-11-8-5-2)65-85-89(79,80)83-62-66(73)61-82-88(77,78)84-64-67(60-72)86-70(75)58-55-52-48-15-12-9-6-3/h38-41,66-68,72-73H,4-37,42-65H2,1-3H3,(H,77,78)(H,79,80)/b40-38-,41-39-/t66-,67-,68-/m1/s1	YJBOXBNUGIMQFP-HDZUOTFPSA-N	1306.930362			
BASm0037937	PA(10:0/26:0)	PA(10:0/26:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(10:0/26:0), in particular, consists of one chain of capric acid at the C-1 position and one chain of cerotic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC	C39H77O8P	InChI=1S/C39H77O8P/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-39(41)47-37(36-46-48(42,43)44)35-45-38(40)33-31-29-27-10-8-6-4-2/h37H,3-36H2,1-2H3,(H2,42,43,44)/t37-/m1/s1	FZPQCKUIOUNRRN-DIPNUNPCSA-N	704.5356064			
BASm0037938	CL(10:0/26:0/26:1(11Z)/26:1(11Z))	CL(10:0/26:0/26:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C97H186O17P2		SFOTVBFENHINEW-JFRMLNBHSA-N	1685.316529			
BASm0037939	MLCL(0:0/10:0/26:0/26:1(11Z))	MLCL(0:0/10:0/26:0/26:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/26:0/26:1(11Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of cerotic acid at the C-3 position, and one chain of (11Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C71H138O16P2	InChI=1S/C71H138O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-32-34-36-38-40-42-44-46-49-51-54-57-69(74)81-63-68(87-71(76)59-56-53-50-47-45-43-41-39-37-35-33-31-29-27-25-23-21-19-17-14-11-8-5-2)65-85-89(79,80)83-62-66(73)61-82-88(77,78)84-64-67(60-72)86-70(75)58-55-52-48-15-12-9-6-3/h35,37,66-68,72-73H,4-34,36,38-65H2,1-3H3,(H,77,78)(H,79,80)/b37-35-/t66-,67-,68-/m1/s1	NJEIDVWPBKGMAY-YTXISRSCSA-N	1308.946012			
BASm0037940	PC(26:0/26:0)	PC(26:0/26:0) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols				C60H120NO8P		OMKCPUXMNAEJHZ-QPUWJJAWSA-N	1013.875157			
BASm0037941	LysoPC(26:0/0:0)				[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C	C34H70NO7P	InChI=1S/C34H70NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-34(37)40-31-33(36)32-42-43(38,39)41-30-29-35(2,3)4/h33,36H,5-32H2,1-4H3/t33-/m1/s1	WSDKRPCAPHRNNZ-MGBGTMOVSA-N	635.4889901		HMDB0029205	
BASm0037942	CL(10:0/26:0/26:1(9Z)/26:1(9Z))	CL(10:0/26:0/26:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C97H186O17P2		QSXXVAOWCUBHIW-QDFDQKPFSA-N	1685.316529			
BASm0037943	MLCL(0:0/10:0/26:0/26:1(9Z))	MLCL(0:0/10:0/26:0/26:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/10:0/26:0/26:1(9Z)), in particular, consists of one chain of capric acid at the C-2 position, one chain of cerotic acid at the C-3 position, and one chain of (9Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC	C71H138O16P2	InChI=1S/C71H138O16P2/c1-4-7-10-13-16-18-20-22-24-26-28-30-32-34-36-38-40-42-44-46-49-51-54-57-69(74)81-63-68(87-71(76)59-56-53-50-47-45-43-41-39-37-35-33-31-29-27-25-23-21-19-17-14-11-8-5-2)65-85-89(79,80)83-62-66(73)61-82-88(77,78)84-64-67(60-72)86-70(75)58-55-52-48-15-12-9-6-3/h39,41,66-68,72-73H,4-38,40,42-65H2,1-3H3,(H,77,78)(H,79,80)/b41-39-/t66-,67-,68-/m1/s1	KJBLGMHEVQYZRO-OLGQYNNDSA-N	1308.946012			
BASm0037944	CL(12:0/12:0/26:1(11Z)/26:1(11Z))	CL(12:0/12:0/26:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C85H162O17P2		RDNVQNNSBULLKS-NDNWSXIESA-N	1517.128728			
BASm0037945	MLCL(0:0/12:0/12:0/26:1(11Z))	MLCL(0:0/12:0/12:0/26:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/12:0/26:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of lauric acid at the C-3 position, and one chain of (11Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-29-30-31-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-33-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-34-18-15-12-9-6-3/h27-28,54-56,60-61H,4-26,29-53H2,1-3H3,(H,65,66)(H,67,68)/b28-27-/t54-,55-,56-/m1/s1	NSBXTZBTJRBCPT-FXXPSUJDSA-N	1140.758212			
BASm0037946	CL(12:0/12:0/26:1(9Z)/26:1(9Z))	CL(12:0/12:0/26:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C85H162O17P2		VHFQMPMTUFNHQD-QXCMWTNQSA-N	1517.128728			
BASm0037947	MLCL(0:0/12:0/12:0/26:1(9Z))	MLCL(0:0/12:0/12:0/26:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/12:0/26:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of lauric acid at the C-3 position, and one chain of (9Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-29-30-31-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-33-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-34-18-15-12-9-6-3/h29-30,54-56,60-61H,4-28,31-53H2,1-3H3,(H,65,66)(H,67,68)/b30-29-/t54-,55-,56-/m1/s1	JCLCYUWQCNINJR-WADVFRGOSA-N	1140.758212			
BASm0037948	CL(12:0/12:0/28:1(11Z)/28:1(11Z))	CL(12:0/12:0/28:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H170O17P2		NCOJETFJMDSEPQ-ZGQXRPEYSA-N	1573.191328			
BASm0037949	MLCL(0:0/12:0/12:0/28:1(11Z))	MLCL(0:0/12:0/12:0/28:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/12:0/28:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of lauric acid at the C-3 position, and one chain of (11Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-35-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-36-18-15-12-9-6-3/h29-30,56-58,62-63H,4-28,31-55H2,1-3H3,(H,67,68)(H,69,70)/b30-29-/t56-,57-,58-/m1/s1	CRLQROAANCNXLJ-GWNVNOEDSA-N	1168.789512			
BASm0037950	CL(12:0/12:0/28:1(9Z)/28:1(9Z))	CL(12:0/12:0/28:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H170O17P2		MDQASTHHMQMPIT-GHMOTRDJSA-N	1573.191328			
BASm0037951	MLCL(0:0/12:0/12:0/28:1(9Z))	MLCL(0:0/12:0/12:0/28:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/12:0/28:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of lauric acid at the C-3 position, and one chain of (9Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-35-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-36-18-15-12-9-6-3/h31-32,56-58,62-63H,4-30,33-55H2,1-3H3,(H,67,68)(H,69,70)/b32-31-/t56-,57-,58-/m1/s1	OHLLXUVCHGFATI-ATLXMGRASA-N	1168.789512			
BASm0037952	CL(12:0/14:0/24:1(11Z)/24:1(11Z))	CL(12:0/14:0/24:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C83H158O17P2		RBKASKGDCXWSEX-SDROOMMASA-N	1489.097428			
BASm0037953	MLCL(0:0/12:0/14:0/24:1(11Z))	MLCL(0:0/12:0/14:0/24:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/14:0/24:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of myristic acid at the C-3 position, and one chain of (11Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-34-31-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-33-18-15-12-9-6-3/h26-27,54-56,60-61H,4-25,28-53H2,1-3H3,(H,65,66)(H,67,68)/b27-26-/t54-,55-,56-/m1/s1	FSRZANRUESYELV-YIQSNYCQSA-N	1140.758212			
BASm0037954	CL(12:0/14:0/24:1(9Z)/24:1(9Z))	CL(12:0/14:0/24:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C83H158O17P2		ZUWNXJPNMZAZAG-OXAGBBOUSA-N	1489.097428			
BASm0037955	MLCL(0:0/12:0/14:0/24:1(9Z))	MLCL(0:0/12:0/14:0/24:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/14:0/24:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of myristic acid at the C-3 position, and one chain of (9Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-34-31-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-33-18-15-12-9-6-3/h28-29,54-56,60-61H,4-27,30-53H2,1-3H3,(H,65,66)(H,67,68)/b29-28-/t54-,55-,56-/m1/s1	AZOZNYTYQZHLKA-IQYIWDLPSA-N	1140.758212			
BASm0037956	CL(12:0/14:0/26:1(11Z)/26:1(11Z))	CL(12:0/14:0/26:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C87H166O17P2		IPWQRQXCJMPVQN-CNZHUMEVSA-N	1545.160028			
BASm0037957	MLCL(0:0/12:0/14:0/26:1(11Z))	MLCL(0:0/12:0/14:0/26:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/14:0/26:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of myristic acid at the C-3 position, and one chain of (11Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h28-29,56-58,62-63H,4-27,30-55H2,1-3H3,(H,67,68)(H,69,70)/b29-28-/t56-,57-,58-/m1/s1	XVKQTNLFJWIWBC-JRRUQBOCSA-N	1168.789512			
BASm0037958	CL(12:0/14:0/26:1(9Z)/26:1(9Z))	CL(12:0/14:0/26:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C87H166O17P2		GJMLRUSUMUCRBJ-IXVRGDFOSA-N	1545.160028			
BASm0037959	MLCL(0:0/12:0/14:0/26:1(9Z))	MLCL(0:0/12:0/14:0/26:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/14:0/26:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of myristic acid at the C-3 position, and one chain of (9Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h30-31,56-58,62-63H,4-29,32-55H2,1-3H3,(H,67,68)(H,69,70)/b31-30-/t56-,57-,58-/m1/s1	UIBPOPVRUVDJSD-GFGCAVTOSA-N	1168.789512			
BASm0037960	CL(12:0/14:0/28:1(11Z)/28:1(11Z))	CL(12:0/14:0/28:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C91H174O17P2		XXIWNXBEIUQQEM-UBUWEWNRSA-N	1601.222628			
BASm0037961	MLCL(0:0/12:0/14:0/28:1(11Z))	MLCL(0:0/12:0/14:0/28:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/14:0/28:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of myristic acid at the C-3 position, and one chain of (11Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-33-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h30-31,58-60,64-65H,4-29,32-57H2,1-3H3,(H,69,70)(H,71,72)/b31-30-/t58-,59-,60-/m1/s1	GARXVQSEBBHFDW-IVUACTFLSA-N	1196.820812			
BASm0037962	CL(12:0/14:0/28:1(9Z)/28:1(9Z))	CL(12:0/14:0/28:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C91H174O17P2		MOANLFUCZLLCLK-MLMNFRLJSA-N	1601.222628			
BASm0037963	MLCL(0:0/12:0/14:0/28:1(9Z))	MLCL(0:0/12:0/14:0/28:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/14:0/28:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of myristic acid at the C-3 position, and one chain of (9Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-33-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h32-33,58-60,64-65H,4-31,34-57H2,1-3H3,(H,69,70)(H,71,72)/b33-32-/t58-,59-,60-/m1/s1	DDRLFTTWJNGEJW-NCPHPVNGSA-N	1196.820812			
BASm0037964	CL(12:0/14:1(11Z)/24:0/24:0)	CL(12:0/14:1(11Z)/24:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C83H160O17P2		JPVIOINJKZNZAG-PUUDVUCSSA-N	1491.113078			
BASm0037965	MLCL(0:0/12:0/14:1(11Z)/24:0)	MLCL(0:0/12:0/14:1(11Z)/24:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/14:1(11Z)/24:0), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-tetradecenoic acid at the C-3 position, and one chain of lignoceric acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-34-31-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-33-18-15-12-9-6-3/h8,11,54-56,60-61H,4-7,9-10,12-53H2,1-3H3,(H,65,66)(H,67,68)/b11-8-/t54-,55-,56-/m1/s1	NVWPDRXTSFOZLI-AGLJGCODSA-N	1140.758212			
BASm0037966	CL(12:0/14:1(11Z)/24:1(11Z)/24:1(11Z))	CL(12:0/14:1(11Z)/24:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C83H156O17P2		IWESSUOEEVLRFJ-MWGZQNMHSA-N	1487.081778			
BASm0037967	MLCL(0:0/12:0/14:1(11Z)/24:1(11Z))	MLCL(0:0/12:0/14:1(11Z)/24:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/14:1(11Z)/24:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-tetradecenoic acid at the C-3 position, and one chain of (11Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C59H112O16P2	InChI=1S/C59H112O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-34-31-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-33-18-15-12-9-6-3/h8,11,26-27,54-56,60-61H,4-7,9-10,12-25,28-53H2,1-3H3,(H,65,66)(H,67,68)/b11-8-,27-26-/t54-,55-,56-/m1/s1	VPUSCGDKHXVZEK-RNTPQGROSA-N	1138.742562			
BASm0037968	CL(12:0/14:1(11Z)/24:1(9Z)/24:1(9Z))	CL(12:0/14:1(11Z)/24:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C83H156O17P2		VEWDUDZMGBHPDY-LMHVADDESA-N	1487.081778			
BASm0037969	MLCL(0:0/12:0/14:1(11Z)/24:1(9Z))	MLCL(0:0/12:0/14:1(11Z)/24:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/14:1(11Z)/24:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-tetradecenoic acid at the C-3 position, and one chain of (9Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C59H112O16P2	InChI=1S/C59H112O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-34-31-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-33-18-15-12-9-6-3/h8,11,28-29,54-56,60-61H,4-7,9-10,12-27,30-53H2,1-3H3,(H,65,66)(H,67,68)/b11-8-,29-28-/t54-,55-,56-/m1/s1	LGCTXSURJSLPPX-IOQFHFGASA-N	1138.742562			
BASm0037970	CL(12:0/14:1(11Z)/26:0/26:0)	CL(12:0/14:1(11Z)/26:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C87H168O17P2		GEUNSJOOJAHRFW-OJZRBMGSSA-N	1547.175678			
BASm0037971	MLCL(0:0/12:0/14:1(11Z)/26:0)	MLCL(0:0/12:0/14:1(11Z)/26:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/14:1(11Z)/26:0), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-tetradecenoic acid at the C-3 position, and one chain of cerotic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h8,11,56-58,62-63H,4-7,9-10,12-55H2,1-3H3,(H,67,68)(H,69,70)/b11-8-/t56-,57-,58-/m1/s1	OKJFEXDEFBPSRZ-BGMJFCESSA-N	1168.789512			
BASm0037972	CL(12:0/14:1(11Z)/26:1(11Z)/26:1(11Z))	CL(12:0/14:1(11Z)/26:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C87H164O17P2		HYRMONQIKCQLPW-JGIGPNFGSA-N	1543.144378			
BASm0037973	MLCL(0:0/12:0/14:1(11Z)/26:1(11Z))	MLCL(0:0/12:0/14:1(11Z)/26:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/14:1(11Z)/26:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-tetradecenoic acid at the C-3 position, and one chain of (11Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h8,11,28-29,56-58,62-63H,4-7,9-10,12-27,30-55H2,1-3H3,(H,67,68)(H,69,70)/b11-8-,29-28-/t56-,57-,58-/m1/s1	YXUNLCGAYYEQBV-IUEAZEOZSA-N	1166.773862			
BASm0037974	CL(12:0/14:1(11Z)/26:1(9Z)/26:1(9Z))	CL(12:0/14:1(11Z)/26:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C87H164O17P2		XLYPLYKHTMMIDD-JCMMZXDZSA-N	1543.144378			
BASm0037975	MLCL(0:0/12:0/14:1(11Z)/26:1(9Z))	MLCL(0:0/12:0/14:1(11Z)/26:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/14:1(11Z)/26:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-tetradecenoic acid at the C-3 position, and one chain of (9Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h8,11,30-31,56-58,62-63H,4-7,9-10,12-29,32-55H2,1-3H3,(H,67,68)(H,69,70)/b11-8-,31-30-/t56-,57-,58-/m1/s1	GMXFXKQKAQSFPM-ODDHLTDJSA-N	1166.773862			
BASm0037976	CL(12:0/14:1(11Z)/28:0/28:0)	CL(12:0/14:1(11Z)/28:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C91H176O17P2		LBYQONQAHBAALA-AXVJISHTSA-N	1603.238278			
BASm0037977	MLCL(0:0/12:0/14:1(11Z)/28:0)	MLCL(0:0/12:0/14:1(11Z)/28:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/14:1(11Z)/28:0), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-tetradecenoic acid at the C-3 position, and one chain of montanic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-33-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h8,11,58-60,64-65H,4-7,9-10,12-57H2,1-3H3,(H,69,70)(H,71,72)/b11-8-/t58-,59-,60-/m1/s1	DDUXCVCPLKHEOC-POHYDFTBSA-N	1196.820812			
BASm0037978	CL(12:0/14:1(11Z)/28:1(11Z)/28:1(11Z))	CL(12:0/14:1(11Z)/28:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C91H172O17P2		PFCGQOUENHQHQB-XTFHOQQRSA-N	1599.206978			
BASm0037979	MLCL(0:0/12:0/14:1(11Z)/28:1(11Z))	MLCL(0:0/12:0/14:1(11Z)/28:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/14:1(11Z)/28:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-tetradecenoic acid at the C-3 position, and one chain of (11Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H120O16P2	InChI=1S/C63H120O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-33-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h8,11,30-31,58-60,64-65H,4-7,9-10,12-29,32-57H2,1-3H3,(H,69,70)(H,71,72)/b11-8-,31-30-/t58-,59-,60-/m1/s1	BLVLHEIJZIIZNN-ZYLHEDDYSA-N	1194.805162			
BASm0037980	CL(12:0/14:1(11Z)/28:1(9Z)/28:1(9Z))	CL(12:0/14:1(11Z)/28:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C91H172O17P2		PALVQJQPVRMHHL-VMHSFKCJSA-N	1599.206978			
BASm0037981	MLCL(0:0/12:0/14:1(11Z)/28:1(9Z))	MLCL(0:0/12:0/14:1(11Z)/28:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/14:1(11Z)/28:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-tetradecenoic acid at the C-3 position, and one chain of (9Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H120O16P2	InChI=1S/C63H120O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-33-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h8,11,32-33,58-60,64-65H,4-7,9-10,12-31,34-57H2,1-3H3,(H,69,70)(H,71,72)/b11-8-,33-32-/t58-,59-,60-/m1/s1	XHZKTNHGEYONFO-RIXOJXLXSA-N	1194.805162			
BASm0037982	CL(12:0/14:1(11Z)/30:0/30:0)	CL(12:0/14:1(11Z)/30:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C95H184O17P2		FKVPSCWAIKAXQG-SRAOPNRUSA-N	1659.300878			
BASm0037983	MLCL(0:0/12:0/14:1(11Z)/30:0)	MLCL(0:0/12:0/14:1(11Z)/30:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/14:1(11Z)/30:0), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-tetradecenoic acid at the C-3 position, and one chain of melissic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C65H126O16P2	InChI=1S/C65H126O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-38-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-42-40-37-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-39-18-15-12-9-6-3/h8,11,60-62,66-67H,4-7,9-10,12-59H2,1-3H3,(H,71,72)(H,73,74)/b11-8-/t60-,61-,62-/m1/s1	PKUZJNZFKOAWJR-PBLPRBNQSA-N	1224.852112			
BASm0037984	cis-9-tetradecenoyl-CoA					C33H56N7O17P3S		RCVJZGBRLGUTKT-WOABMHMMSA-N	947.2666255			
BASm0037985	CL(12:0/14:1(9Z)/24:0/24:0)	CL(12:0/14:1(9Z)/24:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C83H160O17P2		CDFOAFZAJZGSGO-KQSJVFHLSA-N	1491.113078			
BASm0037986	MLCL(0:0/12:0/14:1(9Z)/24:0)	MLCL(0:0/12:0/14:1(9Z)/24:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/14:1(9Z)/24:0), in particular, consists of one chain of lauric acid at the C-2 position, one chain of myristoleic acid at the C-3 position, and one chain of lignoceric acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-34-31-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-33-18-15-12-9-6-3/h14,17,54-56,60-61H,4-13,15-16,18-53H2,1-3H3,(H,65,66)(H,67,68)/b17-14-/t54-,55-,56-/m1/s1	RFFGGFDPEPQGIX-XBLXVXGISA-N	1140.758212			
BASm0037987	CL(12:0/14:1(9Z)/24:1(11Z)/24:1(11Z))	CL(12:0/14:1(9Z)/24:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C83H156O17P2		MWKWWSZTJIVVSC-XGDOXHODSA-N	1487.081778			
BASm0037988	MLCL(0:0/12:0/14:1(9Z)/24:1(11Z))	MLCL(0:0/12:0/14:1(9Z)/24:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/14:1(9Z)/24:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of myristoleic acid at the C-3 position, and one chain of (11Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C59H112O16P2	InChI=1S/C59H112O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-34-31-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-33-18-15-12-9-6-3/h14,17,26-27,54-56,60-61H,4-13,15-16,18-25,28-53H2,1-3H3,(H,65,66)(H,67,68)/b17-14-,27-26-/t54-,55-,56-/m1/s1	CORWDQWJUIQZOY-FWFZRCSFSA-N	1138.742562			
BASm0037989	CL(12:0/14:1(9Z)/24:1(9Z)/24:1(9Z))	CL(12:0/14:1(9Z)/24:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C83H156O17P2		YJDGIZKNCSFTMG-HBKSVIPFSA-N	1487.081778			
BASm0037990	MLCL(0:0/12:0/14:1(9Z)/24:1(9Z))	MLCL(0:0/12:0/14:1(9Z)/24:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/14:1(9Z)/24:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of myristoleic acid at the C-3 position, and one chain of (9Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C59H112O16P2	InChI=1S/C59H112O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-34-31-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-33-18-15-12-9-6-3/h14,17,28-29,54-56,60-61H,4-13,15-16,18-27,30-53H2,1-3H3,(H,65,66)(H,67,68)/b17-14-,29-28-/t54-,55-,56-/m1/s1	KPMONYMNUGDHLK-TZJBNFMESA-N	1138.742562			
BASm0037991	CL(12:0/14:1(9Z)/26:0/26:0)	CL(12:0/14:1(9Z)/26:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C87H168O17P2		CNYPJOBYJYVUOT-YNTKFGCWSA-N	1547.175678			
BASm0037992	MLCL(0:0/12:0/14:1(9Z)/26:0)	MLCL(0:0/12:0/14:1(9Z)/26:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/14:1(9Z)/26:0), in particular, consists of one chain of lauric acid at the C-2 position, one chain of myristoleic acid at the C-3 position, and one chain of cerotic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h14,17,56-58,62-63H,4-13,15-16,18-55H2,1-3H3,(H,67,68)(H,69,70)/b17-14-/t56-,57-,58-/m1/s1	DVKMHEHUMFPLAK-VDZCCMPFSA-N	1168.789512			
BASm0037993	CL(12:0/14:1(9Z)/26:1(11Z)/26:1(11Z))	CL(12:0/14:1(9Z)/26:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C87H164O17P2		BZANMEUQUOQKIW-WYTHQWCLSA-N	1543.144378			
BASm0037994	MLCL(0:0/12:0/14:1(9Z)/26:1(11Z))	MLCL(0:0/12:0/14:1(9Z)/26:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/14:1(9Z)/26:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of myristoleic acid at the C-3 position, and one chain of (11Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h14,17,28-29,56-58,62-63H,4-13,15-16,18-27,30-55H2,1-3H3,(H,67,68)(H,69,70)/b17-14-,29-28-/t56-,57-,58-/m1/s1	SDKPGBPVGKRXPC-BXCOYPMPSA-N	1166.773862			
BASm0037995	CL(12:0/14:1(9Z)/26:1(9Z)/26:1(9Z))	CL(12:0/14:1(9Z)/26:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C87H164O17P2		UBODQJZACSYBCM-ZFLQJXKISA-N	1543.144378			
BASm0037996	MLCL(0:0/12:0/14:1(9Z)/26:1(9Z))	MLCL(0:0/12:0/14:1(9Z)/26:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/14:1(9Z)/26:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of myristoleic acid at the C-3 position, and one chain of (9Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h14,17,30-31,56-58,62-63H,4-13,15-16,18-29,32-55H2,1-3H3,(H,67,68)(H,69,70)/b17-14-,31-30-/t56-,57-,58-/m1/s1	WAVSVXHTPFKWBX-DUZBLWJQSA-N	1166.773862			
BASm0037997	CL(12:0/14:1(9Z)/28:0/28:0)	CL(12:0/14:1(9Z)/28:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C91H176O17P2		IAYNGMVUSMMPRT-XRCCFOCBSA-N	1603.238278			
BASm0037998	MLCL(0:0/12:0/14:1(9Z)/28:0)	MLCL(0:0/12:0/14:1(9Z)/28:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/14:1(9Z)/28:0), in particular, consists of one chain of lauric acid at the C-2 position, one chain of myristoleic acid at the C-3 position, and one chain of montanic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-33-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h14,17,58-60,64-65H,4-13,15-16,18-57H2,1-3H3,(H,69,70)(H,71,72)/b17-14-/t58-,59-,60-/m1/s1	KVRGZBWLRSYLRU-YMPBEUNDSA-N	1196.820812			
BASm0037999	CL(12:0/14:1(9Z)/28:1(11Z)/28:1(11Z))	CL(12:0/14:1(9Z)/28:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C91H172O17P2		XRJLBYWCKAVIBZ-MQVDQJBESA-N	1599.206978			
BASm0038000	MLCL(0:0/12:0/14:1(9Z)/28:1(11Z))	MLCL(0:0/12:0/14:1(9Z)/28:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/14:1(9Z)/28:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of myristoleic acid at the C-3 position, and one chain of (11Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H120O16P2	InChI=1S/C63H120O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-33-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h14,17,30-31,58-60,64-65H,4-13,15-16,18-29,32-57H2,1-3H3,(H,69,70)(H,71,72)/b17-14-,31-30-/t58-,59-,60-/m1/s1	AAEKLGSSYXLZQA-PUTSMYJCSA-N	1194.805162			
BASm0038001	CL(12:0/14:1(9Z)/28:1(9Z)/28:1(9Z))	CL(12:0/14:1(9Z)/28:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C91H172O17P2		OEFBRNIVHPKHQR-OZUFJNHGSA-N	1599.206978			
BASm0038002	MLCL(0:0/12:0/14:1(9Z)/28:1(9Z))	MLCL(0:0/12:0/14:1(9Z)/28:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/14:1(9Z)/28:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of myristoleic acid at the C-3 position, and one chain of (9Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H120O16P2	InChI=1S/C63H120O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-33-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h14,17,32-33,58-60,64-65H,4-13,15-16,18-31,34-57H2,1-3H3,(H,69,70)(H,71,72)/b17-14-,33-32-/t58-,59-,60-/m1/s1	FHEUHXDMWWPXQT-HJWVINKFSA-N	1194.805162			
BASm0038003	CL(12:0/14:1(9Z)/30:0/30:0)	CL(12:0/14:1(9Z)/30:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C95H184O17P2		HMEUCEGVMRPUEA-PGBSAZHBSA-N	1659.300878			
BASm0038004	MLCL(0:0/12:0/14:1(9Z)/30:0)	MLCL(0:0/12:0/14:1(9Z)/30:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/14:1(9Z)/30:0), in particular, consists of one chain of lauric acid at the C-2 position, one chain of myristoleic acid at the C-3 position, and one chain of melissic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C65H126O16P2	InChI=1S/C65H126O16P2/c1-4-7-10-13-16-19-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-38-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-42-40-37-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-39-18-15-12-9-6-3/h14,17,60-62,66-67H,4-13,15-16,18-59H2,1-3H3,(H,71,72)(H,73,74)/b17-14-/t60-,61-,62-/m1/s1	POFDOZVRSSPEKU-JYIVWUOWSA-N	1224.852112			
BASm0038005	CL(12:0/15:0/23:1(11Z)/23:1(11Z))	CL(12:0/15:0/23:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C82H156O17P2		SIGKXFPNJCZRKO-FLNSSZQKSA-N	1475.081778			
BASm0038006	MLCL(0:0/12:0/15:0/23:1(11Z))	MLCL(0:0/12:0/15:0/23:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/15:0/23:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of pentadecanoic acid at the C-3 position, and one chain of (11Z)-tricosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-34-31-22-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-33-18-15-12-9-6-3/h26-27,54-56,60-61H,4-25,28-53H2,1-3H3,(H,65,66)(H,67,68)/b27-26-/t54-,55-,56-/m1/s1	HFSQYNVFXZEQHJ-YIQSNYCQSA-N	1140.758212			
BASm0038007	CL(12:0/15:0/23:1(9Z)/23:1(9Z))	CL(12:0/15:0/23:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C82H156O17P2		MNWBACRBHWSQAJ-CVSABVFWSA-N	1475.081778			
BASm0038008	MLCL(0:0/12:0/15:0/23:1(9Z))	MLCL(0:0/12:0/15:0/23:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/15:0/23:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of pentadecanoic acid at the C-3 position, and one chain of (9Z)-tricosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-34-31-22-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-33-18-15-12-9-6-3/h28-29,54-56,60-61H,4-27,30-53H2,1-3H3,(H,65,66)(H,67,68)/b29-28-/t54-,55-,56-/m1/s1	FXZRKSPWUPUEKF-IQYIWDLPSA-N	1140.758212			
BASm0038009	CL(12:0/15:0/25:1(11Z)/25:1(11Z))	CL(12:0/15:0/25:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C86H164O17P2		VODCHPQAZBOMSQ-YZGBAXRKSA-N	1531.144378			
BASm0038010	MLCL(0:0/12:0/15:0/25:1(11Z))	MLCL(0:0/12:0/15:0/25:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/15:0/25:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of pentadecanoic acid at the C-3 position, and one chain of (11Z)-pentacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-22-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h28-29,56-58,62-63H,4-27,30-55H2,1-3H3,(H,67,68)(H,69,70)/b29-28-/t56-,57-,58-/m1/s1	OTSGKBXUFHYTRU-JRRUQBOCSA-N	1168.789512			
BASm0038011	CL(12:0/15:0/25:1(9Z)/25:1(9Z))	CL(12:0/15:0/25:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C86H164O17P2		CQLVFZKVABSXGC-FTPPISPDSA-N	1531.144378			
BASm0038012	MLCL(0:0/12:0/15:0/25:1(9Z))	MLCL(0:0/12:0/15:0/25:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/15:0/25:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of pentadecanoic acid at the C-3 position, and one chain of (9Z)-pentacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-22-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h30-31,56-58,62-63H,4-29,32-55H2,1-3H3,(H,67,68)(H,69,70)/b31-30-/t56-,57-,58-/m1/s1	DGCUWLPOVZWUAQ-GFGCAVTOSA-N	1168.789512			
BASm0038013	CL(12:0/15:0/27:1(11Z)/27:1(11Z))	CL(12:0/15:0/27:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C90H172O17P2		QFWLSBJRPUHSON-DZVAVXJUSA-N	1587.206978			
BASm0038014	MLCL(0:0/12:0/15:0/27:1(11Z))	MLCL(0:0/12:0/15:0/27:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/15:0/27:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of pentadecanoic acid at the C-3 position, and one chain of (11Z)-heptacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-22-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h30-31,58-60,64-65H,4-29,32-57H2,1-3H3,(H,69,70)(H,71,72)/b31-30-/t58-,59-,60-/m1/s1	JUAHKSWBWKSPJZ-IVUACTFLSA-N	1196.820812			
BASm0038015	CL(12:0/15:0/27:1(9Z)/27:1(9Z))	CL(12:0/15:0/27:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C90H172O17P2		CHWLYKIDCHYMOZ-YPTUYQQZSA-N	1587.206978			
BASm0038016	MLCL(0:0/12:0/15:0/27:1(9Z))	MLCL(0:0/12:0/15:0/27:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/15:0/27:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of pentadecanoic acid at the C-3 position, and one chain of (9Z)-heptacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-22-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h32-33,58-60,64-65H,4-31,34-57H2,1-3H3,(H,69,70)(H,71,72)/b33-32-/t58-,59-,60-/m1/s1	IMCMZYBHKWBGHB-NCPHPVNGSA-N	1196.820812			
BASm0038017	CL(12:0/15:1(11Z)/23:1(11Z)/23:1(11Z))	CL(12:0/15:1(11Z)/23:1(11Z)/23:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C82H154O17P2		UYDCVCBQRIYSRD-TWMPUMNVSA-N	1473.066127			
BASm0038018	MLCL(0:0/12:0/15:1(11Z)/23:1(11Z))	MLCL(0:0/12:0/15:1(11Z)/23:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/15:1(11Z)/23:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-pentadecenoic acid at the C-3 position, and one chain of (11Z)-tricosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C59H112O16P2	InChI=1S/C59H112O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-34-31-22-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-33-18-15-12-9-6-3/h11,14,26-27,54-56,60-61H,4-10,12-13,15-25,28-53H2,1-3H3,(H,65,66)(H,67,68)/b14-11-,27-26-/t54-,55-,56-/m1/s1	LHUBMMDWMZCHNU-VWAYQOSKSA-N	1138.742562			
BASm0038019	CL(12:0/15:1(11Z)/23:1(9Z)/23:1(9Z))	CL(12:0/15:1(11Z)/23:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C82H154O17P2		IBIHKCSUYPLJMY-BQZBWFKZSA-N	1473.066127			
BASm0038020	MLCL(0:0/12:0/15:1(11Z)/23:1(9Z))	MLCL(0:0/12:0/15:1(11Z)/23:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/15:1(11Z)/23:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-pentadecenoic acid at the C-3 position, and one chain of (9Z)-tricosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C59H112O16P2	InChI=1S/C59H112O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-34-31-22-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-33-18-15-12-9-6-3/h11,14,28-29,54-56,60-61H,4-10,12-13,15-27,30-53H2,1-3H3,(H,65,66)(H,67,68)/b14-11-,29-28-/t54-,55-,56-/m1/s1	FNZCFZLEHQTVPS-VQSJATQVSA-N	1138.742562			
BASm0038021	CL(12:0/15:1(11Z)/25:0/25:0)	CL(12:0/15:1(11Z)/25:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C86H166O17P2		UVZMHYJVAKXUQG-YIZCYPJRSA-N	1533.160028			
BASm0038022	MLCL(0:0/12:0/15:1(11Z)/25:0)	MLCL(0:0/12:0/15:1(11Z)/25:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/15:1(11Z)/25:0), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-pentadecenoic acid at the C-3 position, and one chain of pentacosanoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-22-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h11,14,56-58,62-63H,4-10,12-13,15-55H2,1-3H3,(H,67,68)(H,69,70)/b14-11-/t56-,57-,58-/m1/s1	OAQRZBYOYYVGBX-YLOHETHNSA-N	1168.789512			
BASm0038023	CL(12:0/15:1(11Z)/25:1(11Z)/25:1(11Z))	CL(12:0/15:1(11Z)/25:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C86H162O17P2		PTBOOHXNVLSVEK-WHDPUPPDSA-N	1529.128728			
BASm0038024	MLCL(0:0/12:0/15:1(11Z)/25:1(11Z))	MLCL(0:0/12:0/15:1(11Z)/25:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/15:1(11Z)/25:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-pentadecenoic acid at the C-3 position, and one chain of (11Z)-pentacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-22-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h11,14,28-29,56-58,62-63H,4-10,12-13,15-27,30-55H2,1-3H3,(H,67,68)(H,69,70)/b14-11-,29-28-/t56-,57-,58-/m1/s1	UBQQJOCWLZDNOR-SRJJIUSYSA-N	1166.773862			
BASm0038025	CL(12:0/15:1(11Z)/25:1(9Z)/25:1(9Z))	CL(12:0/15:1(11Z)/25:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C86H162O17P2		YUPHDOZAWWHXOU-FGOFSEFQSA-N	1529.128728			
BASm0038026	MLCL(0:0/12:0/15:1(11Z)/25:1(9Z))	MLCL(0:0/12:0/15:1(11Z)/25:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/15:1(11Z)/25:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-pentadecenoic acid at the C-3 position, and one chain of (9Z)-pentacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-22-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h11,14,30-31,56-58,62-63H,4-10,12-13,15-29,32-55H2,1-3H3,(H,67,68)(H,69,70)/b14-11-,31-30-/t56-,57-,58-/m1/s1	SVJRSDKZECGCQB-AZWMWFDBSA-N	1166.773862			
BASm0038027	CL(12:0/15:1(11Z)/27:0/27:0)	CL(12:0/15:1(11Z)/27:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C90H174O17P2		PAFILZKGKJLQFJ-OEHYLHHNSA-N	1589.222628			
BASm0038028	MLCL(0:0/12:0/15:1(11Z)/27:0)	MLCL(0:0/12:0/15:1(11Z)/27:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/15:1(11Z)/27:0), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-pentadecenoic acid at the C-3 position, and one chain of carboceric acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-22-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h11,14,58-60,64-65H,4-10,12-13,15-57H2,1-3H3,(H,69,70)(H,71,72)/b14-11-/t58-,59-,60-/m1/s1	HXDYMWIQZWVARL-ZUSBNTOISA-N	1196.820812			
BASm0038029	CL(12:0/15:1(11Z)/27:1(11Z)/27:1(11Z))	CL(12:0/15:1(11Z)/27:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C90H170O17P2		UKCSSTLRBBWQOG-FYSQOOTASA-N	1585.191328			
BASm0038030	MLCL(0:0/12:0/15:1(11Z)/27:1(11Z))	MLCL(0:0/12:0/15:1(11Z)/27:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/15:1(11Z)/27:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-pentadecenoic acid at the C-3 position, and one chain of (11Z)-heptacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H120O16P2	InChI=1S/C63H120O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-22-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h11,14,30-31,58-60,64-65H,4-10,12-13,15-29,32-57H2,1-3H3,(H,69,70)(H,71,72)/b14-11-,31-30-/t58-,59-,60-/m1/s1	HNNURSBHQRGJKA-BPBRUSIBSA-N	1194.805162			
BASm0038031	CL(12:0/15:1(11Z)/27:1(9Z)/27:1(9Z))	CL(12:0/15:1(11Z)/27:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C90H170O17P2		HHXQCZPFBZPUOH-QYUGHKEBSA-N	1585.191328			
BASm0038032	MLCL(0:0/12:0/15:1(11Z)/27:1(9Z))	MLCL(0:0/12:0/15:1(11Z)/27:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/15:1(11Z)/27:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-pentadecenoic acid at the C-3 position, and one chain of (9Z)-heptacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H120O16P2	InChI=1S/C63H120O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-22-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h11,14,32-33,58-60,64-65H,4-10,12-13,15-31,34-57H2,1-3H3,(H,69,70)(H,71,72)/b14-11-,33-32-/t58-,59-,60-/m1/s1	XQRJGACICHTVQX-YPMIUSCKSA-N	1194.805162			
BASm0038033	CL(12:0/15:1(11Z)/29:0/29:0)	CL(12:0/15:1(11Z)/29:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C94H182O17P2		XDPFMOWUAGVJBG-UPKRDHFUSA-N	1645.285228			
BASm0038034	MLCL(0:0/12:0/15:1(11Z)/29:0)	MLCL(0:0/12:0/15:1(11Z)/29:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/15:1(11Z)/29:0), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-pentadecenoic acid at the C-3 position, and one chain of nonacosanoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C65H126O16P2	InChI=1S/C65H126O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-35-36-38-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-42-40-37-22-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-39-18-15-12-9-6-3/h11,14,60-62,66-67H,4-10,12-13,15-59H2,1-3H3,(H,71,72)(H,73,74)/b14-11-/t60-,61-,62-/m1/s1	WDAGBMRVFRHEEM-PJWZSISASA-N	1224.852112			
BASm0038035	CL(12:0/15:1(9Z)/23:1(9Z)/23:1(9Z))	CL(12:0/15:1(9Z)/23:1(9Z)/23:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C82H154O17P2		BVSUGSKMUIVROF-IASGZNFHSA-N	1473.066127			
BASm0038036	MLCL(0:0/12:0/15:1(9Z)/23:1(9Z))	MLCL(0:0/12:0/15:1(9Z)/23:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/15:1(9Z)/23:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (9Z)-pentadecenoic acid at the C-3 position, and one chain of (9Z)-tricosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C59H112O16P2	InChI=1S/C59H112O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-34-31-22-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-33-18-15-12-9-6-3/h17,20,28-29,54-56,60-61H,4-16,18-19,21-27,30-53H2,1-3H3,(H,65,66)(H,67,68)/b20-17-,29-28-/t54-,55-,56-/m1/s1	AAAWYOGCPGWFIL-ZLQJEEFKSA-N	1138.742562			
BASm0038037	CL(12:0/15:1(9Z)/25:0/25:0)	CL(12:0/15:1(9Z)/25:0/25:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C86H166O17P2		JQEVYAOKNSQPBE-NNXNHEBFSA-N	1533.160028			
BASm0038038	MLCL(0:0/12:0/15:1(9Z)/25:0)	MLCL(0:0/12:0/15:1(9Z)/25:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/15:1(9Z)/25:0), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (9Z)-pentadecenoic acid at the C-3 position, and one chain of pentacosanoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-22-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h17,20,56-58,62-63H,4-16,18-19,21-55H2,1-3H3,(H,67,68)(H,69,70)/b20-17-/t56-,57-,58-/m1/s1	YEBWEWYGZBTCTQ-RHXSTSGSSA-N	1168.789512			
BASm0038039	CL(12:0/15:1(9Z)/25:1(11Z)/25:1(11Z))	CL(12:0/15:1(9Z)/25:1(11Z)/25:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C86H162O17P2		CQIFMAJHKMUREO-LAIHXORBSA-N	1529.128728			
BASm0038040	MLCL(0:0/12:0/15:1(9Z)/25:1(11Z))	MLCL(0:0/12:0/15:1(9Z)/25:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/15:1(9Z)/25:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (9Z)-pentadecenoic acid at the C-3 position, and one chain of (11Z)-pentacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-22-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h17,20,28-29,56-58,62-63H,4-16,18-19,21-27,30-55H2,1-3H3,(H,67,68)(H,69,70)/b20-17-,29-28-/t56-,57-,58-/m1/s1	QBFIXHLVZZSBGZ-XJKRVJEOSA-N	1166.773862			
BASm0038041	CL(12:0/15:1(9Z)/25:1(9Z)/25:1(9Z))	CL(12:0/15:1(9Z)/25:1(9Z)/25:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C86H162O17P2		WKWWQMLPAHJKRN-YLBSCKSESA-N	1529.128728			
BASm0038042	MLCL(0:0/12:0/15:1(9Z)/25:1(9Z))	MLCL(0:0/12:0/15:1(9Z)/25:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/15:1(9Z)/25:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (9Z)-pentadecenoic acid at the C-3 position, and one chain of (9Z)-pentacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-22-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h17,20,30-31,56-58,62-63H,4-16,18-19,21-29,32-55H2,1-3H3,(H,67,68)(H,69,70)/b20-17-,31-30-/t56-,57-,58-/m1/s1	MHZUSXVNQVGQIK-OXEDKHLESA-N	1166.773862			
BASm0038043	CL(12:0/15:1(9Z)/27:0/27:0)	CL(12:0/15:1(9Z)/27:0/27:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C90H174O17P2		COHCIHVNMNKOBP-VJNZLXPESA-N	1589.222628			
BASm0038044	MLCL(0:0/12:0/15:1(9Z)/27:0)	MLCL(0:0/12:0/15:1(9Z)/27:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/15:1(9Z)/27:0), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (9Z)-pentadecenoic acid at the C-3 position, and one chain of carboceric acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-22-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h17,20,58-60,64-65H,4-16,18-19,21-57H2,1-3H3,(H,69,70)(H,71,72)/b20-17-/t58-,59-,60-/m1/s1	ZVVVPLMFBMVHOI-ODSQKTNISA-N	1196.820812			
BASm0038045	CL(12:0/15:1(9Z)/27:1(11Z)/27:1(11Z))	CL(12:0/15:1(9Z)/27:1(11Z)/27:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C90H170O17P2		CRYQGHAJPGRUSF-DDCZSSCFSA-N	1585.191328			
BASm0038046	MLCL(0:0/12:0/15:1(9Z)/27:1(11Z))	MLCL(0:0/12:0/15:1(9Z)/27:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/15:1(9Z)/27:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (9Z)-pentadecenoic acid at the C-3 position, and one chain of (11Z)-heptacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H120O16P2	InChI=1S/C63H120O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-22-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h17,20,30-31,58-60,64-65H,4-16,18-19,21-29,32-57H2,1-3H3,(H,69,70)(H,71,72)/b20-17-,31-30-/t58-,59-,60-/m1/s1	IZDRBWFOILCAFS-DXCOLCKNSA-N	1194.805162			
BASm0038047	CL(12:0/15:1(9Z)/27:1(9Z)/27:1(9Z))	CL(12:0/15:1(9Z)/27:1(9Z)/27:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C90H170O17P2		VRGAHUNKFYLUFR-OKMDVOMNSA-N	1585.191328			
BASm0038048	MLCL(0:0/12:0/15:1(9Z)/27:1(9Z))	MLCL(0:0/12:0/15:1(9Z)/27:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/15:1(9Z)/27:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (9Z)-pentadecenoic acid at the C-3 position, and one chain of (9Z)-heptacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H120O16P2	InChI=1S/C63H120O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-22-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h17,20,32-33,58-60,64-65H,4-16,18-19,21-31,34-57H2,1-3H3,(H,69,70)(H,71,72)/b20-17-,33-32-/t58-,59-,60-/m1/s1	UWLWLSRWNXPJSV-PIUWEAOASA-N	1194.805162			
BASm0038049	CL(12:0/15:1(9Z)/29:0/29:0)	CL(12:0/15:1(9Z)/29:0/29:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C94H182O17P2		OVXUOHRYUJCZDI-MAGGCMCRSA-N	1645.285228			
BASm0038050	MLCL(0:0/12:0/15:1(9Z)/29:0)	MLCL(0:0/12:0/15:1(9Z)/29:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/15:1(9Z)/29:0), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (9Z)-pentadecenoic acid at the C-3 position, and one chain of nonacosanoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C65H126O16P2	InChI=1S/C65H126O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-35-36-38-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-42-40-37-22-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-39-18-15-12-9-6-3/h17,20,60-62,66-67H,4-16,18-19,21-59H2,1-3H3,(H,71,72)(H,73,74)/b20-17-/t60-,61-,62-/m1/s1	ZNLOKOBXGQLMHQ-VVMQCKFDSA-N	1224.852112			
BASm0038051	MLCL(0:0/12:0/16:0/22:1(11Z))	MLCL(0:0/12:0/16:0/22:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:0/22:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of palmitic acid at the C-3 position, and one chain of (11Z)-docosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-30-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-34-31-29-22-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-33-18-15-12-9-6-3/h25-26,54-56,60-61H,4-24,27-53H2,1-3H3,(H,65,66)(H,67,68)/b26-25-/t54-,55-,56-/m1/s1	PUJBIOBYTWSOCQ-UBVWIANPSA-N	1140.758212			
BASm0038052	MLCL(0:0/12:0/16:0/22:1(9Z))	MLCL(0:0/12:0/16:0/22:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:0/22:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of palmitic acid at the C-3 position, and one chain of (9Z)-docosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-30-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-34-31-29-22-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-33-18-15-12-9-6-3/h27-28,54-56,60-61H,4-26,29-53H2,1-3H3,(H,65,66)(H,67,68)/b28-27-/t54-,55-,56-/m1/s1	RRHYNHDPBZZPIW-FXXPSUJDSA-N	1140.758212			
BASm0038053	CL(12:0/16:0/24:1(11Z)/24:1(11Z))	CL(12:0/16:0/24:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C85H162O17P2		SKVUSXXWNJWNHW-QWIHCNBISA-N	1517.128728			
BASm0038054	MLCL(0:0/12:0/16:0/24:1(11Z))	MLCL(0:0/12:0/16:0/24:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:0/24:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of palmitic acid at the C-3 position, and one chain of (11Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-31-22-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h27-28,56-58,62-63H,4-26,29-55H2,1-3H3,(H,67,68)(H,69,70)/b28-27-/t56-,57-,58-/m1/s1	ICMMGXGOQGGOJX-NKFDFYEESA-N	1168.789512			
BASm0038055	CL(12:0/16:0/24:1(9Z)/24:1(9Z))	CL(12:0/16:0/24:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C85H162O17P2		KUGIGJVQPJMNLO-ZCLKVMOGSA-N	1517.128728			
BASm0038056	MLCL(0:0/12:0/16:0/24:1(9Z))	MLCL(0:0/12:0/16:0/24:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:0/24:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of palmitic acid at the C-3 position, and one chain of (9Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-31-22-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h29-30,56-58,62-63H,4-28,31-55H2,1-3H3,(H,67,68)(H,69,70)/b30-29-/t56-,57-,58-/m1/s1	AAQRBIMLLLLHGM-GWNVNOEDSA-N	1168.789512			
BASm0038057	CL(12:0/16:0/26:1(11Z)/26:1(11Z))	CL(12:0/16:0/26:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H170O17P2		BNMPMBSHVYVJRY-NCUPBMNRSA-N	1573.191328			
BASm0038058	MLCL(0:0/12:0/16:0/26:1(11Z))	MLCL(0:0/12:0/16:0/26:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:0/26:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of palmitic acid at the C-3 position, and one chain of (11Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-33-22-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h29-30,58-60,64-65H,4-28,31-57H2,1-3H3,(H,69,70)(H,71,72)/b30-29-/t58-,59-,60-/m1/s1	VSUGLODKXWRIFL-RHACXCOASA-N	1196.820812			
BASm0038059	CL(12:0/16:0/26:1(9Z)/26:1(9Z))	CL(12:0/16:0/26:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H170O17P2		LETROGXPOHHAID-HEORONKVSA-N	1573.191328			
BASm0038060	MLCL(0:0/12:0/16:0/26:1(9Z))	MLCL(0:0/12:0/16:0/26:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:0/26:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of palmitic acid at the C-3 position, and one chain of (9Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-33-22-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h31-32,58-60,64-65H,4-30,33-57H2,1-3H3,(H,69,70)(H,71,72)/b32-31-/t58-,59-,60-/m1/s1	PCMLZCQWUUVNQL-PIGARQGYSA-N	1196.820812			
BASm0038061	CL(12:0/16:0/28:1(11Z)/28:1(11Z))	CL(12:0/16:0/28:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C93H178O17P2		JFEOUFCPEWISGG-XCBKWZHASA-N	1629.253928			
BASm0038062	MLCL(0:0/12:0/16:0/28:1(11Z))	MLCL(0:0/12:0/16:0/28:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:0/28:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of palmitic acid at the C-3 position, and one chain of (11Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C65H126O16P2	InChI=1S/C65H126O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-36-38-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-42-40-37-35-22-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-39-18-15-12-9-6-3/h31-32,60-62,66-67H,4-30,33-59H2,1-3H3,(H,71,72)(H,73,74)/b32-31-/t60-,61-,62-/m1/s1	GEKVVELSTHZRAD-JYQKPBQSSA-N	1224.852112			
BASm0038063	CL(12:0/16:0/28:1(9Z)/28:1(9Z))	CL(12:0/16:0/28:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C93H178O17P2		NPRCKWQMADADRL-QJAGSCLLSA-N	1629.253928			
BASm0038064	MLCL(0:0/12:0/16:0/28:1(9Z))	MLCL(0:0/12:0/16:0/28:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:0/28:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of palmitic acid at the C-3 position, and one chain of (9Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C65H126O16P2	InChI=1S/C65H126O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-36-38-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-42-40-37-35-22-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-39-18-15-12-9-6-3/h33-34,60-62,66-67H,4-32,35-59H2,1-3H3,(H,71,72)(H,73,74)/b34-33-/t60-,61-,62-/m1/s1	WDAQZKCVORBBNM-FORXMPSHSA-N	1224.852112			
BASm0038065	MLCL(0:0/12:0/16:1(11Z)/22:0)	MLCL(0:0/12:0/16:1(11Z)/22:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:1(11Z)/22:0), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-hexadecenoic acid at the C-3 position, and one chain of behenic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-30-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-34-31-29-22-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-33-18-15-12-9-6-3/h14,17,54-56,60-61H,4-13,15-16,18-53H2,1-3H3,(H,65,66)(H,67,68)/b17-14-/t54-,55-,56-/m1/s1	XCVDOCUOSBSXEV-XBLXVXGISA-N	1140.758212			
BASm0038066	MLCL(0:0/12:0/16:1(11Z)/22:1(11Z))	MLCL(0:0/12:0/16:1(11Z)/22:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:1(11Z)/22:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-hexadecenoic acid at the C-3 position, and one chain of (11Z)-docosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCC	C59H112O16P2	InChI=1S/C59H112O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-30-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-34-31-29-22-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-33-18-15-12-9-6-3/h14,17,25-26,54-56,60-61H,4-13,15-16,18-24,27-53H2,1-3H3,(H,65,66)(H,67,68)/b17-14-,26-25-/t54-,55-,56-/m1/s1	BPHLXPSTMPLWDW-QYKQVRSHSA-N	1138.742562			
BASm0038067	MLCL(0:0/12:0/16:1(11Z)/22:1(9Z))	MLCL(0:0/12:0/16:1(11Z)/22:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:1(11Z)/22:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-hexadecenoic acid at the C-3 position, and one chain of (9Z)-docosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C59H112O16P2	InChI=1S/C59H112O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-30-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-34-31-29-22-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-33-18-15-12-9-6-3/h14,17,27-28,54-56,60-61H,4-13,15-16,18-26,29-53H2,1-3H3,(H,65,66)(H,67,68)/b17-14-,28-27-/t54-,55-,56-/m1/s1	REMGOSZCBYUPSI-DOXWJVLCSA-N	1138.742562			
BASm0038068	CL(12:0/16:1(11Z)/24:0/24:0)	CL(12:0/16:1(11Z)/24:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C85H164O17P2		OIDVDUSPENPCCK-JTDGDEBISA-N	1519.144378			
BASm0038069	MLCL(0:0/12:0/16:1(11Z)/24:0)	MLCL(0:0/12:0/16:1(11Z)/24:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:1(11Z)/24:0), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-hexadecenoic acid at the C-3 position, and one chain of lignoceric acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-31-22-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h14,17,56-58,62-63H,4-13,15-16,18-55H2,1-3H3,(H,67,68)(H,69,70)/b17-14-/t56-,57-,58-/m1/s1	RPDMHAMVCUMECJ-VDZCCMPFSA-N	1168.789512			
BASm0038070	CL(12:0/16:1(11Z)/24:1(11Z)/24:1(11Z))	CL(12:0/16:1(11Z)/24:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C85H160O17P2		FIEVCAWANVEFMD-MXQSDPEKSA-N	1515.113078			
BASm0038071	MLCL(0:0/12:0/16:1(11Z)/24:1(11Z))	MLCL(0:0/12:0/16:1(11Z)/24:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:1(11Z)/24:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-hexadecenoic acid at the C-3 position, and one chain of (11Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-31-22-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h14,17,27-28,56-58,62-63H,4-13,15-16,18-26,29-55H2,1-3H3,(H,67,68)(H,69,70)/b17-14-,28-27-/t56-,57-,58-/m1/s1	JRGZPNMSPCXSPP-QVEQXFQRSA-N	1166.773862			
BASm0038072	CL(12:0/16:1(11Z)/24:1(9Z)/24:1(9z))	CL(12:0/16:1(11Z)/24:1(9Z)/24:1(9z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C85H160O17P2		AUSWVHLCAMIUPY-BXHJIIRSSA-N	1515.113078			
BASm0038073	MLCL(0:0/12:0/16:1(11Z)/24:1(9Z))	MLCL(0:0/12:0/16:1(11Z)/24:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:1(11Z)/24:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-hexadecenoic acid at the C-3 position, and one chain of (9Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-31-22-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h14,17,29-30,56-58,62-63H,4-13,15-16,18-28,31-55H2,1-3H3,(H,67,68)(H,69,70)/b17-14-,30-29-/t56-,57-,58-/m1/s1	XIXLMFDZQOWCIL-SHZKTTPISA-N	1166.773862			
BASm0038074	CL(12:0/16:1(11Z)/26:1(11Z)/26:1(11Z))	CL(12:0/16:1(11Z)/26:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H168O17P2		SOLCOQLXMLKNOA-WJUOIXHZSA-N	1571.175678			
BASm0038075	MLCL(0:0/12:0/16:1(11Z)/26:1(11Z))	MLCL(0:0/12:0/16:1(11Z)/26:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:1(11Z)/26:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-hexadecenoic acid at the C-3 position, and one chain of (11Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H120O16P2	InChI=1S/C63H120O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-33-22-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h14,17,29-30,58-60,64-65H,4-13,15-16,18-28,31-57H2,1-3H3,(H,69,70)(H,71,72)/b17-14-,30-29-/t58-,59-,60-/m1/s1	NCTWCOBSTBFBKE-QDDDYXJLSA-N	1194.805162			
BASm0038076	CL(12:0/16:1(11Z)/26:1(9Z)/26:1(9Z))	CL(12:0/16:1(11Z)/26:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H168O17P2		PLVNHDTUEUPZHW-FCOFFSLDSA-N	1571.175678			
BASm0038077	MLCL(0:0/12:0/16:1(11Z)/26:1(9Z))	MLCL(0:0/12:0/16:1(11Z)/26:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:1(11Z)/26:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-hexadecenoic acid at the C-3 position, and one chain of (9Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H120O16P2	InChI=1S/C63H120O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-33-22-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h14,17,31-32,58-60,64-65H,4-13,15-16,18-30,33-57H2,1-3H3,(H,69,70)(H,71,72)/b17-14-,32-31-/t58-,59-,60-/m1/s1	GYHZKQSWIUPHJY-CHFOPIOXSA-N	1194.805162			
BASm0038078	CL(12:0/16:1(11Z)/28:0/28:0)	CL(12:0/16:1(11Z)/28:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C93H180O17P2		ARUVWNSWWTVISD-FZBKHEOGSA-N	1631.269578			
BASm0038079	MLCL(0:0/12:0/16:1(11Z)/28:0)	MLCL(0:0/12:0/16:1(11Z)/28:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:1(11Z)/28:0), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-hexadecenoic acid at the C-3 position, and one chain of montanic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C65H126O16P2	InChI=1S/C65H126O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-36-38-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-42-40-37-35-22-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-39-18-15-12-9-6-3/h14,17,60-62,66-67H,4-13,15-16,18-59H2,1-3H3,(H,71,72)(H,73,74)/b17-14-/t60-,61-,62-/m1/s1	IGOXCMBMUYOLAR-JYIVWUOWSA-N	1224.852112			
BASm0038080	CL(12:0/16:1(11Z)/28:1(11Z)/28:1(11Z))	CL(12:0/16:1(11Z)/28:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C93H176O17P2		ZXGOORXOONILFW-HSLLJDPSSA-N	1627.238278			
BASm0038081	MLCL(0:0/12:0/16:1(11Z)/28:1(11Z))	MLCL(0:0/12:0/16:1(11Z)/28:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:1(11Z)/28:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-hexadecenoic acid at the C-3 position, and one chain of (11Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C65H124O16P2	InChI=1S/C65H124O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-36-38-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-42-40-37-35-22-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-39-18-15-12-9-6-3/h14,17,31-32,60-62,66-67H,4-13,15-16,18-30,33-59H2,1-3H3,(H,71,72)(H,73,74)/b17-14-,32-31-/t60-,61-,62-/m1/s1	SESHDIXBXGRXNC-GLNVWFGUSA-N	1222.836462			
BASm0038082	CL(12:0/16:1(11Z)/28:1(9Z)/28:1(9Z))	CL(12:0/16:1(11Z)/28:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C93H176O17P2		HIQVDJDXXGLJTF-ZUYCJKNQSA-N	1627.238278			
BASm0038083	MLCL(0:0/12:0/16:1(11Z)/28:1(9Z))	MLCL(0:0/12:0/16:1(11Z)/28:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:1(11Z)/28:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-hexadecenoic acid at the C-3 position, and one chain of (9Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C65H124O16P2	InChI=1S/C65H124O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-36-38-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-42-40-37-35-22-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-39-18-15-12-9-6-3/h14,17,33-34,60-62,66-67H,4-13,15-16,18-32,35-59H2,1-3H3,(H,71,72)(H,73,74)/b17-14-,34-33-/t60-,61-,62-/m1/s1	MVSNSATTYWTJIL-BFENCONBSA-N	1222.836462			
BASm0038084	CL(12:0/16:1(11Z)/30:0/30:0)	CL(12:0/16:1(11Z)/30:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C97H188O17P2		QBFRBTABKAMPDO-QDYUOENKSA-N	1687.332179			
BASm0038085	MLCL(0:0/12:0/16:1(11Z)/30:0)	MLCL(0:0/12:0/16:1(11Z)/30:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:1(11Z)/30:0), in particular, consists of one chain of lauric acid at the C-2 position, one chain of (11Z)-hexadecenoic acid at the C-3 position, and one chain of melissic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C67H130O16P2	InChI=1S/C67H130O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-35-36-38-40-43-46-49-52-55-67(72)83-64(59-77-65(70)53-50-47-44-42-39-37-22-20-17-14-11-8-5-2)61-81-85(75,76)79-58-62(69)57-78-84(73,74)80-60-63(56-68)82-66(71)54-51-48-45-41-18-15-12-9-6-3/h14,17,62-64,68-69H,4-13,15-16,18-61H2,1-3H3,(H,73,74)(H,75,76)/b17-14-/t62-,63-,64-/m1/s1	IVWRMPFCTDLSRL-JFEGGTLTSA-N	1252.883412			
BASm0038086	MLCL(0:0/12:0/16:1(9Z)/22:0)	MLCL(0:0/12:0/16:1(9Z)/22:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:1(9Z)/22:0), in particular, consists of one chain of lauric acid at the C-2 position, one chain of palmitoleic acid at the C-3 position, and one chain of behenic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-30-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-34-31-29-22-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-33-18-15-12-9-6-3/h20,22,54-56,60-61H,4-19,21,23-53H2,1-3H3,(H,65,66)(H,67,68)/b22-20-/t54-,55-,56-/m1/s1	RRRMZZJHEMGHHT-XTVXFEOISA-N	1140.758212			
BASm0038087	MLCL(0:0/12:0/16:1(9Z)/22:1(11Z))	MLCL(0:0/12:0/16:1(9Z)/22:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:1(9Z)/22:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of palmitoleic acid at the C-3 position, and one chain of (11Z)-docosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCC	C59H112O16P2	InChI=1S/C59H112O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-30-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-34-31-29-22-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-33-18-15-12-9-6-3/h20,22,25-26,54-56,60-61H,4-19,21,23-24,27-53H2,1-3H3,(H,65,66)(H,67,68)/b22-20-,26-25-/t54-,55-,56-/m1/s1	AZGOVLUCHFQGHY-VRSSLLKWSA-N	1138.742562			
BASm0038088	CL(12:0/16:1(9Z)/24:0/24:0)	CL(12:0/16:1(9Z)/24:0/24:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C85H164O17P2		INGQEMQNKANAON-SFQCQKFKSA-N	1519.144378			
BASm0038089	MLCL(0:0/12:0/16:1(9Z)/24:0)	MLCL(0:0/12:0/16:1(9Z)/24:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:1(9Z)/24:0), in particular, consists of one chain of lauric acid at the C-2 position, one chain of palmitoleic acid at the C-3 position, and one chain of lignoceric acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-31-22-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h20,22,56-58,62-63H,4-19,21,23-55H2,1-3H3,(H,67,68)(H,69,70)/b22-20-/t56-,57-,58-/m1/s1	OHABAGXRZZDVCA-YQKQKZHFSA-N	1168.789512			
BASm0038090	CL(12:0/16:1(9Z)/24:1(11Z)/24:1(11Z))	CL(12:0/16:1(9Z)/24:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C85H160O17P2		PRCJETZJOSYHBK-NYIFDNOQSA-N	1515.113078			
BASm0038091	MLCL(0:0/12:0/16:1(9Z)/24:1(11Z))	MLCL(0:0/12:0/16:1(9Z)/24:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:1(9Z)/24:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of palmitoleic acid at the C-3 position, and one chain of (11Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-31-22-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h20,22,27-28,56-58,62-63H,4-19,21,23-26,29-55H2,1-3H3,(H,67,68)(H,69,70)/b22-20-,28-27-/t56-,57-,58-/m1/s1	GLHXOBXVAVWWAQ-VQRGRWTISA-N	1166.773862			
BASm0038092	CL(12:0/16:1(9Z)/24:1(9Z)/24:1(9Z))	CL(12:0/16:1(9Z)/24:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C85H160O17P2		GQJBIEOORIAHIL-NYNWHAGHSA-N	1515.113078			
BASm0038093	MLCL(0:0/12:0/16:1(9Z)/24:1(9Z))	MLCL(0:0/12:0/16:1(9Z)/24:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:1(9Z)/24:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of palmitoleic acid at the C-3 position, and one chain of (9Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H116O16P2	InChI=1S/C61H116O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-31-22-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h20,22,29-30,56-58,62-63H,4-19,21,23-28,31-55H2,1-3H3,(H,67,68)(H,69,70)/b22-20-,30-29-/t56-,57-,58-/m1/s1	VFUHHUDZONJQGT-OOCXHDFWSA-N	1166.773862			
BASm0038094	CL(12:0/16:1(9Z)/26:0/26:0)	CL(12:0/16:1(9Z)/26:0/26:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H172O17P2		VAPVNVBXUJWVML-WQRLMXOVSA-N	1575.206978			
BASm0038095	MLCL(0:0/12:0/16:1(9Z)/26:0)	MLCL(0:0/12:0/16:1(9Z)/26:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:1(9Z)/26:0), in particular, consists of one chain of lauric acid at the C-2 position, one chain of palmitoleic acid at the C-3 position, and one chain of cerotic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-33-22-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h20,22,58-60,64-65H,4-19,21,23-57H2,1-3H3,(H,69,70)(H,71,72)/b22-20-/t58-,59-,60-/m1/s1	LAICHAXXENEOTG-XJUGNOJVSA-N	1196.820812			
BASm0038096	CL(12:0/16:1(9Z)/26:1(11Z)/26:1(11Z))	CL(12:0/16:1(9Z)/26:1(11Z)/26:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H168O17P2		XAKPIEUXYFTBNM-CZZJUXSUSA-N	1571.175678			
BASm0038097	MLCL(0:0/12:0/16:1(9Z)/26:1(11Z))	MLCL(0:0/12:0/16:1(9Z)/26:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:1(9Z)/26:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of palmitoleic acid at the C-3 position, and one chain of (11Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H120O16P2	InChI=1S/C63H120O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-33-22-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h20,22,29-30,58-60,64-65H,4-19,21,23-28,31-57H2,1-3H3,(H,69,70)(H,71,72)/b22-20-,30-29-/t58-,59-,60-/m1/s1	BZPBXWFVRKDBOF-PDPHYBGKSA-N	1194.805162			
BASm0038098	CL(12:0/16:1(9Z)/26:1(9Z)/26:1(9Z))	CL(12:0/16:1(9Z)/26:1(9Z)/26:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C89H168O17P2		WDQZEMJWAZJXDU-VBARKGHJSA-N	1571.175678			
BASm0038099	MLCL(0:0/12:0/16:1(9Z)/26:1(9Z))	MLCL(0:0/12:0/16:1(9Z)/26:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:1(9Z)/26:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of palmitoleic acid at the C-3 position, and one chain of (9Z)-hexacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H120O16P2	InChI=1S/C63H120O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-33-22-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h20,22,31-32,58-60,64-65H,4-19,21,23-30,33-57H2,1-3H3,(H,69,70)(H,71,72)/b22-20-,32-31-/t58-,59-,60-/m1/s1	AIFHFLFYYWOYRI-LPMOTFLOSA-N	1194.805162			
BASm0038100	CL(12:0/16:1(9Z)/28:0/28:0)	CL(12:0/16:1(9Z)/28:0/28:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C93H180O17P2		OHZZZNIYTPRFLT-NSQHKUMNSA-N	1631.269578			
BASm0038101	MLCL(0:0/12:0/16:1(9Z)/28:0)	MLCL(0:0/12:0/16:1(9Z)/28:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:1(9Z)/28:0), in particular, consists of one chain of lauric acid at the C-2 position, one chain of palmitoleic acid at the C-3 position, and one chain of montanic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C65H126O16P2	InChI=1S/C65H126O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-36-38-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-42-40-37-35-22-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-39-18-15-12-9-6-3/h20,22,60-62,66-67H,4-19,21,23-59H2,1-3H3,(H,71,72)(H,73,74)/b22-20-/t60-,61-,62-/m1/s1	LMBBLIYWORRLOO-MYBQVJCXSA-N	1224.852112			
BASm0038102	CL(12:0/16:1(9Z)/28:1(11Z)/28:1(11Z))	CL(12:0/16:1(9Z)/28:1(11Z)/28:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C93H176O17P2		VIVBFHYFFXWXRC-NXWNCRBVSA-N	1627.238278			
BASm0038103	MLCL(0:0/12:0/16:1(9Z)/28:1(11Z))	MLCL(0:0/12:0/16:1(9Z)/28:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:1(9Z)/28:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of palmitoleic acid at the C-3 position, and one chain of (11Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C65H124O16P2	InChI=1S/C65H124O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-36-38-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-42-40-37-35-22-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-39-18-15-12-9-6-3/h20,22,31-32,60-62,66-67H,4-19,21,23-30,33-59H2,1-3H3,(H,71,72)(H,73,74)/b22-20-,32-31-/t60-,61-,62-/m1/s1	BAIRLERUNBPCSS-GOXICPFRSA-N	1222.836462			
BASm0038104	CL(12:0/16:1(9Z)/28:1(9Z)/28:1(9Z))	CL(12:0/16:1(9Z)/28:1(9Z)/28:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C93H176O17P2		IKQUKIDZEBOFDU-SKFXSHOTSA-N	1627.238278			
BASm0038105	MLCL(0:0/12:0/16:1(9Z)/28:1(9Z))	MLCL(0:0/12:0/16:1(9Z)/28:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:1(9Z)/28:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of palmitoleic acid at the C-3 position, and one chain of (9Z)-octacosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C65H124O16P2	InChI=1S/C65H124O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-36-38-41-44-47-50-53-65(70)81-62(57-75-63(68)51-48-45-42-40-37-35-22-20-17-14-11-8-5-2)59-79-83(73,74)77-56-60(67)55-76-82(71,72)78-58-61(54-66)80-64(69)52-49-46-43-39-18-15-12-9-6-3/h20,22,33-34,60-62,66-67H,4-19,21,23-32,35-59H2,1-3H3,(H,71,72)(H,73,74)/b22-20-,34-33-/t60-,61-,62-/m1/s1	BUJMMKVNQYJCRP-FCZQGIRNSA-N	1222.836462			
BASm0038106	CL(12:0/16:1(9Z)/30:0/30:0)	CL(12:0/16:1(9Z)/30:0/30:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C97H188O17P2		GEFNNBVZUSFXJR-JOPKLDEISA-N	1687.332179			
BASm0038107	MLCL(0:0/12:0/16:1(9Z)/30:0)	MLCL(0:0/12:0/16:1(9Z)/30:0) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/16:1(9Z)/30:0), in particular, consists of one chain of lauric acid at the C-2 position, one chain of palmitoleic acid at the C-3 position, and one chain of melissic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C67H130O16P2	InChI=1S/C67H130O16P2/c1-4-7-10-13-16-19-21-23-24-25-26-27-28-29-30-31-32-33-34-35-36-38-40-43-46-49-52-55-67(72)83-64(59-77-65(70)53-50-47-44-42-39-37-22-20-17-14-11-8-5-2)61-81-85(75,76)79-58-62(69)57-78-84(73,74)80-60-63(56-68)82-66(71)54-51-48-45-41-18-15-12-9-6-3/h20,22,62-64,68-69H,4-19,21,23-61H2,1-3H3,(H,73,74)(H,75,76)/b22-20-/t62-,63-,64-/m1/s1	XZSGBBMMCWDIJN-FQEHPBPGSA-N	1252.883412			
BASm0038108	MLCL(0:0/12:0/18:0/20:1(11Z))	MLCL(0:0/12:0/18:0/20:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/18:0/20:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of stearic acid at the C-3 position, and one chain of eicosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-19-21-23-25-26-28-30-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-34-31-29-27-24-22-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-33-18-15-12-9-6-3/h23,25,54-56,60-61H,4-22,24,26-53H2,1-3H3,(H,65,66)(H,67,68)/b25-23-/t54-,55-,56-/m1/s1	MVFWLSPNBOECDK-FRPTUBEZSA-N	1140.758212			
BASm0038109	MLCL(0:0/12:0/18:0/20:1(13Z))	MLCL(0:0/12:0/18:0/20:1(13Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/18:0/20:1(13Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of stearic acid at the C-3 position, and one chain of paullinic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCC	C59H114O16P2	InChI=1S/C59H114O16P2/c1-4-7-10-13-16-19-21-23-25-26-28-30-32-35-38-41-44-47-59(64)75-56(51-69-57(62)45-42-39-36-34-31-29-27-24-22-20-17-14-11-8-5-2)53-73-77(67,68)71-50-54(61)49-70-76(65,66)72-52-55(48-60)74-58(63)46-43-40-37-33-18-15-12-9-6-3/h19,21,54-56,60-61H,4-18,20,22-53H2,1-3H3,(H,65,66)(H,67,68)/b21-19-/t54-,55-,56-/m1/s1	RTORQGANHXZZQE-AVCNIDQDSA-N	1140.758212			
BASm0038110	CL(12:0/18:0/22:1(11Z)/22:1(11Z))	CL(12:0/18:0/22:1(11Z)/22:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C83H158O17P2		KUPXXJQFORRWAJ-GTWQBGLKSA-N	1489.097428			
BASm0038111	MLCL(0:0/12:0/18:0/22:1(11Z))	MLCL(0:0/12:0/18:0/22:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/18:0/22:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of stearic acid at the C-3 position, and one chain of (11Z)-docosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-19-21-23-25-26-27-28-30-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-31-29-24-22-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h26-27,56-58,62-63H,4-25,28-55H2,1-3H3,(H,67,68)(H,69,70)/b27-26-/t56-,57-,58-/m1/s1	JQOARJPHHAXHKS-GGLHLLKKSA-N	1168.789512			
BASm0038112	CL(12:0/18:0/22:1(9Z)/22:1(9Z))	CL(12:0/18:0/22:1(9Z)/22:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C83H158O17P2		RZMPYWIBMHHQLO-UJSUJBLBSA-N	1489.097428			
BASm0038113	MLCL(0:0/12:0/18:0/22:1(9Z))	MLCL(0:0/12:0/18:0/22:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/18:0/22:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of stearic acid at the C-3 position, and one chain of (9Z)-docosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C61H118O16P2	InChI=1S/C61H118O16P2/c1-4-7-10-13-16-19-21-23-25-26-27-28-30-32-34-37-40-43-46-49-61(66)77-58(53-71-59(64)47-44-41-38-36-33-31-29-24-22-20-17-14-11-8-5-2)55-75-79(69,70)73-52-56(63)51-72-78(67,68)74-54-57(50-62)76-60(65)48-45-42-39-35-18-15-12-9-6-3/h28,30,56-58,62-63H,4-27,29,31-55H2,1-3H3,(H,67,68)(H,69,70)/b30-28-/t56-,57-,58-/m1/s1	PIOXPWRKAQUSFP-YJDMTIQDSA-N	1168.789512			
BASm0038114	CL(12:0/18:0/24:1(11Z)/24:1(11Z))	CL(12:0/18:0/24:1(11Z)/24:1(11Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C87H166O17P2		KYRLSFFOISNEAB-DYHQKIHSSA-N	1545.160028			
BASm0038115	MLCL(0:0/12:0/18:0/24:1(11Z))	MLCL(0:0/12:0/18:0/24:1(11Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/18:0/24:1(11Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of stearic acid at the C-3 position, and one chain of (11Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-19-21-23-25-26-27-28-29-30-32-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-33-31-24-22-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h28-29,58-60,64-65H,4-27,30-57H2,1-3H3,(H,69,70)(H,71,72)/b29-28-/t58-,59-,60-/m1/s1	UKKKKHHVRCGEPP-PXQQUVRFSA-N	1196.820812			
BASm0038116	CL(12:0/18:0/24:1(9Z)/24:1(9Z))	CL(12:0/18:0/24:1(9Z)/24:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails				C87H166O17P2		YETDGBKEJZZPQI-OZQHTIBBSA-N	1545.160028			
BASm0038117	MLCL(0:0/12:0/18:0/24:1(9Z))	MLCL(0:0/12:0/18:0/24:1(9Z)) is a monolysocardiolipin (MLCL). MLCL is a phospholipid with three fatty acid chains that is located in the inner mitochondrial membrane (IMM). As part of cardiolipin remodelling, one acyl chain is removed by a lipase enzyme to generate MLCL. Enzymes such as tafazzin, monolysocardiolipin acyltransferase, or lysocardiolipin acyltransferase transfer a fourth fatty acid chain to MLCL to reform cardiolipin. MLCL(0:0/12:0/18:0/24:1(9Z)), in particular, consists of one chain of lauric acid at the C-2 position, one chain of stearic acid at the C-3 position, and one chain of (9Z)-tetracosenoic acid at the C-4 position.			[H][C@@](CO)(COP(O)(=O)OC[C@@H](O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCC	C63H122O16P2	InChI=1S/C63H122O16P2/c1-4-7-10-13-16-19-21-23-25-26-27-28-29-30-32-34-36-39-42-45-48-51-63(68)79-60(55-73-61(66)49-46-43-40-38-35-33-31-24-22-20-17-14-11-8-5-2)57-77-81(71,72)75-54-58(65)53-74-80(69,70)76-56-59(52-64)78-62(67)50-47-44-41-37-18-15-12-9-6-3/h30,32,58-60,64-65H,4-29,31,33-57H2,1-3H3,(H,69,70)(H,71,72)/b32-30-/t58-,59-,60-/m1/s1	OXBIRQPFIFKSDC-KDRBWUJUSA-N	1196.820812			
BASm0038118	MG(15:1(9Z)/0:0/0:0)	MG(15:1(9Z)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups: 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(15:1(9Z)/0:0/0:0), in particular, consists of one chain of (9Z)-pentadecenoic acid at the C-1 position.			CCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)CO	C18H34O4	InChI=1S/C18H34O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-18(21)22-16-17(20)15-19/h6-7,17,19-20H,2-5,8-16H2,1H3/b7-6-/t17-/m0/s1	XRWNOCDEVOKWAS-TUYSUELWSA-N	314.2457096			
BASm0038119	Pentadecenoic acid				CCCCCCCCCCCCC=CC(O)=O	C15H28O2	InChI=1S/C15H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15(16)17/h13-14H,2-12H2,1H3,(H,16,17)	HOGWBMWOBRRKCD-UHFFFAOYSA-N	240.2089301			
BASm0038120	LysoPA(18:4(6Z,9Z,12Z,15Z)/0:0)	LPA(18:4(6Z,9Z,12Z,15Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common. LPA(18:4(6Z,9Z,12Z,15Z)/0:0), in particular, consists of one chain of stearidonic acid at the C-1 position. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.			CC\C=C/C\C=C/C\C=C/C\C=C/CCCCC(=O)OCC(O)COP(O)(O)=O	C21H35O7P	InChI=1S/C21H35O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h3-4,6-7,9-10,12-13,20,22H,2,5,8,11,14-19H2,1H3,(H2,24,25,26)/b4-3-,7-6-,10-9-,13-12-	AHLQLKDUCYXYLC-LTKCOYKYSA-N	430.2120405	16975	HMDB0114745	
BASm0038121	CDP-DG(18:0/20:4(5Z,8Z,11Z,14Z))	CDP-DG(18:0/20:4(5Z,8Z,11Z,14Z)) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol. CDP-diacylglycerol (CDP-DG) is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(18:0/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The stearic acid moiety is derived from animal fats, coco butter and sesame oil, while the arachidonic acid moiety is derived from animal fats and eggs. CDP-diacylglycerols are intermediates in the synthesis of phosphatidylglycerols (PG, PC, PS, PI), which is catalyzed by CDP-diacyl synthase, synthase, phosphatidylglycerolphosphate (PGP) synthase, phosphatidylinositol (PI) synthase, and phosphatidylserine (PS) synthase. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts, perhaps only 0.05% or so of the total phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC	C50H85N3O15P2	InChI=1S/C50H85N3O15P2/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-46(55)66-42(39-63-45(54)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)40-64-69(59,60)68-70(61,62)65-41-43-47(56)48(57)49(67-43)53-38-37-44(51)52-50(53)58/h11,13,17,19,22,24,28,30,37-38,42-43,47-49,56-57H,3-10,12,14-16,18,20-21,23,25-27,29,31-36,39-41H2,1-2H3,(H,59,60)(H,61,62)(H2,51,52,58)/b13-11-,19-17-,24-22-,30-28-/t42-,43-,47+,48?,49-/m1/s1	MXWMCLVKMTUATQ-WZAFUEAISA-N	1029.545592	17962	HMDB0006982	
BASm0038122	Pentadecenoyl-CoA				[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)CCCCCCCCCCCCCC)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O	C36H60N7O17P3S	InChI=1S/C36H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-27(45)64-20-19-38-26(44)17-18-39-34(48)31(47)36(2,3)22-57-63(54,55)60-62(52,53)56-21-25-30(59-61(49,50)51)29(46)35(58-25)43-24-42-28-32(37)40-23-41-33(28)43/h23-25,29-31,35,46-47H,4-22H2,1-3H3,(H,38,44)(H,39,48)(H,52,53)(H,54,55)(H2,37,40,41)(H2,49,50,51)/p-4/t25-,29-,30-,31+,35-/m1/s1	VLBCUOVMSMAIJC-VTINEICCSA-J	987.30012			
BASm0038123	(11Z)-Hexacosenoyl-CoA	(11Z)-Hexacosenoyl-CoA is a fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (11Z)-hexacosenoic acid.			CCCCCCCCCCCCCC\C=C/CCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C47H84N7O17P3S	InChI=1S/C47H84N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-38(56)75-31-30-49-37(55)28-29-50-45(59)42(58)47(2,3)33-68-74(65,66)71-73(63,64)67-32-36-41(70-72(60,61)62)40(57)46(69-36)54-35-53-39-43(48)51-34-52-44(39)54/h17-18,34-36,40-42,46,57-58H,4-16,19-33H2,1-3H3,(H,49,55)(H,50,59)(H,63,64)(H,65,66)(H2,48,51,52)(H2,60,61,62)/b18-17-/t36-,40-,41-,42+,46-/m1/s1	VNPDPVSIGJWIAM-CRORSOTDSA-N	1143.485726			
BASm0038124	(9Z)-Hexacosenoyl-CoA	(9Z)-Hexacosenoyl-CoA is a fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (9Z)-hexacosenoic acid.			CCCCCCCCCCCCCCCC\C=C/CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C47H84N7O17P3S	InChI=1S/C47H84N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-38(56)75-31-30-49-37(55)28-29-50-45(59)42(58)47(2,3)33-68-74(65,66)71-73(63,64)67-32-36-41(70-72(60,61)62)40(57)46(69-36)54-35-53-39-43(48)51-34-52-44(39)54/h19-20,34-36,40-42,46,57-58H,4-18,21-33H2,1-3H3,(H,49,55)(H,50,59)(H,63,64)(H,65,66)(H2,48,51,52)(H2,60,61,62)/b20-19-/t36-,40-,41-,42+,46-/m1/s1	AVVSFUNLMLMTTP-VXFIXEMRSA-N	1143.485726			
BASm0038125	PI(14:1(11Z)/0:0)	PI(14:1(11Z)/0:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(14:1(11Z)/0:0), in particular, consists of two 11Z-tetradecenoyl chains at positions C-1 and C-2 to the C-2 atom. The inositol group that is part of every phosphatidylinositol lipid is covalently linked to the phosphate group that acts as a bridge to the lipid tail. In most organisms, the stereochemical form of this inositol is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial), although other forms can be found in certain plant phosphatidylinositols. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.				C23H43O12P		KKABYZFGZMVWDG-RKWNFIBTSA-N	542.2492138			
BASm0038126	PI(15:0/0:0)	PI(15:0/0:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:0/0:0), in particular, consists of two pentadecanoyl chains at positions C-1 and C-2 to the C-2 atom. The inositol group that is part of every phosphatidylinositol lipid is covalently linked to the phosphate group that acts as a bridge to the lipid tail. In most organisms, the stereochemical form of this inositol is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial), although other forms can be found in certain plant phosphatidylinositols. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.				C24H47O12P		YTPSPOLSRATOLZ-ZZVDUULKSA-N	558.280514			
BASm0038127	PI(15:1(11Z)/0:0)	PI(15:1(11Z)/0:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:1(11Z)/0:0), in particular, consists of two 11Z-pentadecenoyl chains at positions C-1 and C-2 to the C-2 atom. The inositol group that is part of every phosphatidylinositol lipid is covalently linked to the phosphate group that acts as a bridge to the lipid tail. In most organisms, the stereochemical form of this inositol is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial), although other forms can be found in certain plant phosphatidylinositols. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.				C24H45O12P		OZOIGNPDLKQDAF-AJAUVPDDSA-N	556.2648639			
BASm0038128	PI(15:1(9Z)/0:0)	PI(15:1(9Z)/0:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:1(9Z)/0:0), in particular, consists of two 9Z-pentadecenoyl chains at positions C-1 and C-2 to the C-2 atom. The inositol group that is part of every phosphatidylinositol lipid is covalently linked to the phosphate group that acts as a bridge to the lipid tail. In most organisms, the stereochemical form of this inositol is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial), although other forms can be found in certain plant phosphatidylinositols. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.				C24H45O12P		DLFXHPMRXIYGJD-BYJPVALRSA-N	556.2648639			
BASm0038129	PI(16:1(11Z)/0:0)	PI(16:1(11Z)/0:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(16:1(11Z)/0:0), in particular, consists of two 11Z-hexadecenoyl chains at positions C-1 and C-2 to the C-2 atom. The inositol group that is part of every phosphatidylinositol lipid is covalently linked to the phosphate group that acts as a bridge to the lipid tail. In most organisms, the stereochemical form of this inositol is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial), although other forms can be found in certain plant phosphatidylinositols. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.				C25H47O12P		DSBWXISOMYVSMD-AFTJEECXSA-N	570.280514			
BASm0038130	PI(18:1(11Z)/0:0)	PI(18:1(11Z)/0:0)is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(18:1(11Z)/0:0), in particular, consists of two 11Z-octadecenoyl chains at positions C-1 and C-2 to the C-2 atom. The inositol group that is part of every phosphatidylinositol lipid is covalently linked to the phosphate group that acts as a bridge to the lipid tail. In most organisms, the stereochemical form of this inositol is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial), although other forms can be found in certain plant phosphatidylinositols. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.				C27H51O12P		OHYSVSPLHBLFJY-QYLFIUQQSA-N	598.3118141			
BASm0038131	Ribosyl hopane					C35H60O4		AGSPYXOEGPQCDH-FUINJVNZSA-N	544.4491604			
BASm0038132	Bacteriohopane-tetrol					C35H62O4		JMKBTQYGOKJMBJ-ZQPPIKFSSA-N	546.4648105			
BASm0038133	BHT-glucosamine					C41H73NO8		BDUDNTRWKFDSBE-GAXZCFOGSA-N	707.5336183			
BASm0038134	BHT-cyclitol ether					C41H73NO8		AGAUYSZNDYQXOM-BERMTUFZSA-N	707.5336183			
BASm0038135	LysoPE(15:0/0:0)	LysoPE(15:0/0:0) is a lysophosphatidylethanolamine or a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce. They are also approved for indoor use to preserve stored crops and commercial cut flowers. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms.			[H][C@@](O)(COC(=O)CCCCCCCCCCCCCC)COP(O)(=O)OCCN	C20H42NO7P	InChI=1S/C20H42NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-20(23)26-17-19(22)18-28-29(24,25)27-16-15-21/h19,22H,2-18,21H2,1H3,(H,24,25)/t19-/m1/s1	FGHPDPYCRTXYNZ-LJQANCHMSA-N	439.2698892		HMDB0011502	
BASm0038136	3-Hydroxylauroyl-CoA					C33H58N7O18P3S		IJFLXRCJWPKGKJ-IGYWURMESA-N	965.2771902			
BASm0038137	LysoPE(10:0(3-OH)/0:0)	is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.LysoPE(10:0(3-OH)/0:0), in particular, consists of one 3-hydroxydecanoyl chain. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce.				C15H32NO8P		BDUJZAIYSJSSLS-ARLHGKGLSA-N	385.186554			
BASm0038138	3-Hydroxycapric acid	3-Hydroxycapric acid is a normally occurring carboxylic acid in human blood plasma. Medium- and long-chain 3-hydroxymonocarboxylic acids represent intermediates in the beta-oxidation of fatty acids. They accumulate in the plasma of patients with an inherited deficiency of long-chain 3-hydroxyacyl-CoA dehydrogenase (EC 1.1.1.35) (PMID: 1912723). 3-Hydroxyacyl-CoA dehydrogenase (HADH) deficiency has been described in diverse clinical cases: juvenile-onset recurrent myoglobinuria, hypoketotic hypoglycemic encephalopathy, hypertrophic/dilatative cardiomyopathy, sudden infant death, and fulminant hepatic failure (OMIM: 231530). 3-Hydroxycapric acid has some shape-transforming action on the membrane of intact human erythrocytes (PMID: 7318031).			CCCCCCC[C@H](O)CC(O)=O	C10H20O3	InChI=1S/C10H20O3/c1-2-3-4-5-6-7-9(11)8-10(12)13/h9,11H,2-8H2,1H3,(H,12,13)/t9-/m0/s1	FYSSBMZUBSBFJL-VIFPVBQESA-N	188.1412445	132983	HMDB0002203	
BASm0038139	LysoPE(12:0(3-OH)/0:0)	is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.LysoPE(12:0(3-OH)/0:0), in particular, consists of one 3-hydroxydodecanoyl chain. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce.				C17H36NO8P		CXBVCUFZYFIRDD-OEMAIJDKSA-N	413.2178541			
BASm0038140	LysoPE(12:0/0:0)				CCCCCCCCCCCC(=O)OC[C@@H](O)COP(O)(=O)OCCN	C17H36NO7P	InChI=1S/C17H36NO7P/c1-2-3-4-5-6-7-8-9-10-11-17(20)23-14-16(19)15-25-26(21,22)24-13-12-18/h16,19H,2-15,18H2,1H3,(H,21,22)/t16-/m1/s1	IZDRGPDUDLWAGR-MRXNPFEDSA-N	397.222939			
BASm0038141	LysoPE(14:0(3-OH)/0:0)	is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.LysoPE(14:0(3-OH)/0:0), in particular, consists of one 3-hydroxytetradecanoyl chain. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce.				C19H40NO8P		OPERDJRCMSTMHD-QRWMCTBCSA-N	441.2491543			
BASm0038142	3-Hydroxymyristic acid				CCCCCCCCCCC[C@H](O)CC(O)=O	C14H28O3	InChI=1S/C14H28O3/c1-2-3-4-5-6-7-8-9-10-11-13(15)12-14(16)17/h13,15H,2-12H2,1H3,(H,16,17)/t13-/m0/s1	ATRNZOYKSNPPBF-ZDUSSCGKSA-N	244.2038448		HMDB0061656	
BASm0038143	LysoPE(14:1(11Z)/0:0)	is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.LysoPE(14:1(11Z)/0:0), in particular, consists of one 11Z-tetradecenoyl chain. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce.				C19H38NO7P		ABPMOWWYHPEUMP-DDKKJVIOSA-N	423.2385896			
BASm0038144	LysoPE(14:1(9Z)/0:0)	LysoPE(14:1(9Z)/0:0) is a lysophosphatidylethanolamine or a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce. They are also approved for indoor use to preserve stored crops and commercial cut flowers. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms.			[H][C@@](O)(COC(=O)CCCCCCC\C=C/CCCC)COP(O)(=O)OCCN	C19H38NO7P	InChI=1S/C19H38NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-19(22)25-16-18(21)17-27-28(23,24)26-15-14-20/h5-6,18,21H,2-4,7-17,20H2,1H3,(H,23,24)/b6-5-/t18-/m1/s1	ADNZOMZMSANELY-OOFWQKGWSA-N	423.2385891		HMDB0011501	
BASm0038145	LysoPE(15:1(11Z)/0:0)	is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.LysoPE(15:1(11Z)/0:0), in particular, consists of one 11Z-pentadecenoyl chain. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce.				C20H40NO7P		IPZGMXYLQSRWLB-PHWHVTFISA-N	437.2542396			
BASm0038146	LysoPE(15:1(9Z)/0:0)	is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.LysoPE(15:1(9Z)/0:0), in particular, consists of one 9Z-pentadecenoyl chain. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce.				C20H40NO7P		MTAKQPCXFDXVHS-LIXSYLKWSA-N	437.2542396			
BASm0038147	LysoPE(16:1(11Z)/0:0)	is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position.LysoPE(16:1(11Z)/0:0), in particular, consists of one 11Z-hexadecenoyl chain. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce.				C21H42NO7P		BJJVZVYLFCGHQC-KKHYBRAUSA-N	451.2698897			
BASm0038148	PA(12:0/17:0)	PA(12:0/17:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(12:0/17:0), in particular, consists of one dodecanoyl chain to the C-1 atom, and one heptadecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C32H63O8P		YGGDERMVNQITHI-SSEXGKCCSA-N	606.426056			
BASm0038149	CDP-DG(12:0/17:0)	CDP-DG(12:0/17:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(12:0/17:0), in particular, consists of two dodecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(12:0/17:0) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C41H75N3O15P2		WTASEVNGNVCGGZ-KWZPHBTHSA-N	911.4673427			
BASm0038150	PS(12:0/17:0)	PS(12:0/17:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(12:0/17:0), in particular, consists of one dodecanoyl chain to the C-1 atom, and one heptadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C35H68NO10P		DXYHDRAUYOBNGW-ZWXJPIIXSA-N	693.4580844			
BASm0038151	PE(12:0/17:0)	PE(12:0/17:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(12:0/17:0), in particular, consists of one dodecanoyl chain to the C-1 atom, and one heptadecanoyl to the C-2 atom. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C34H68NO8P		MDUJIPFQELYEQS-JGCGQSQUSA-N	649.4682552			
BASm0038152	LysoPE(18:1(11Z)/0:0)	LysoPE(18:1(11Z)/0:0) is a lysophosphatidylethanolamine or a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce. They are also approved for indoor use to preserve stored crops and commercial cut flowers. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms.			[H][C@@](O)(COC(=O)CCCCCCCCC\C=C/CCCCCC)COP(O)(=O)OCCN	C23H46NO7P	InChI=1S/C23H46NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)29-20-22(25)21-31-32(27,28)30-19-18-24/h7-8,22,25H,2-6,9-21,24H2,1H3,(H,27,28)/b8-7-/t22-/m1/s1	WAYKKNOEMJFLDI-KOIKXXGWSA-N	479.3011893		HMDB0011505	
BASm0038153	16:0 Lysyl PG					C44H89Cl2N2O11P		CDKVLSICTGSTLD-WEQCYVBHSA-N	922.5581041			
BASm0038154	Lysyl-PG(16:0/17:0)					C45H91Cl2N2O11P		FXPQTIXSDQKMFU-YYXAJKJXSA-N	936.5737542			
BASm0038155	Lysyl-PG(16:0/18:0)					C46H93Cl2N2O11P		FEDSVIFVWKVWFT-ANQOTDQNSA-N	950.5894042			
BASm0038156	Lysyl-PG(16:0/18:1(9z))					C47H93Cl2N2O11P		HITRQORTVJLKOW-UHYOBPGESA-N	962.5894042			
BASm0038157	PA(17:0/18:0)	PA(17:0/18:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(17:0/18:0), in particular, consists of one heptadecanoyl chain to the C-1 atom, and one octadecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C38H75O8P		VEIHRUNGGHIRIO-PSXMRANNSA-N	690.5199564			
BASm0038158	PGP(17:0/18:0)	PGP(17:0/18:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(17:0/18:0), in particular, consists of one heptadecanoyl chain to the C-1 atom, and one octadecanoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C41H82O13P2		YAWGXACFSVVYSB-ZESVVUHVSA-N	844.5230667			
BASm0038159	PG(17:0/18:0)	PG(17:0/18:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(17:0/18:0), in particular, consists of one heptadecanoyl chain to the C-1 atom, and one octadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C41H81O10P		ZZYYYXJLEUWJEX-ZESVVUHVSA-N	764.5567358			
BASm0038160	Lysyl-PG(17:0/18:0)					C47H95Cl2N2O11P		ORTIDSJVZYSFHZ-UHYOBPGESA-N	964.6050543			
BASm0038161	PA(17:0/18:1(9z))	PA(17:0/18:1(9z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(17:0/18:1(9z)), in particular, consists of one heptadecanoyl chain to the C-1 atom, and one 9Z-octadecenoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C38H73O8P		NSSGSPXMZNTFGQ-QJEXQQAGSA-N	688.5043063			
BASm0038162	PGP(17:0/18:1(9z))	PGP(17:0/18:1(9z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(17:0/18:1(9z)), in particular, consists of one heptadecanoyl chain to the C-1 atom, and one 9Z-octadecenoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C41H80O13P2		IFJMKOSDWMXZDA-KOXHLKJNSA-N	842.5074166			
BASm0038163	PG(17:0/18:1(9z))	PG(17:0/18:1(9z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(17:0/18:1(9z)), in particular, consists of one heptadecanoyl chain to the C-1 atom, and one 9Z-octadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C41H79O10P		STEDXSJDFPVFJC-KOXHLKJNSA-N	762.5410857			
BASm0038164	Lysyl-PG(17:0/18:1(9z))					C48H95Cl2N2O11P		HTBRFXLOIZLZDQ-HEOBSOEGSA-N	976.6050543			
BASm0038165	Lysyl-PG(18:0/18:1(9z))					C49H97Cl2N2O11P		YDPRKQYOTQNXRA-LDXFYQMJSA-N	990.6207043			
BASm0038166	Lysyl-PG(18:1(9z)/18:1(9z))					C50H97Cl2N2O11P		UGGLGBBWTLFFQX-SZALERLUSA-N	1002.620704			
BASm0038167	Alanyl-PG(16:0/16:0)					C44H87ClNO11P		NPBIURQHDSTGFB-DESWHQOPSA-N	871.5705273			
BASm0038168	Arginyl-PG(16:0/16:0)					C47H94ClN4O11P		XOMABAMPGYQPQC-LZCYOLDRSA-N	956.6345246			
BASm0038169	Alanyl-PG(16:0/17:0)					C45H89ClNO11P		ABECZGNHNBPIMR-LQJNSEGUSA-N	885.5861774			
BASm0038170	Alanyl-PG(16:0/18:0)					C46H91ClNO11P		POPONHSSIYBQNR-PHRAGTJKSA-N	899.6018275			
BASm0038171	Alanyl-PG(16:0/18:1(9Z))					C45H87ClNO11P		RLLDKQDPHLGRDL-LQJNSEGUSA-N	883.5705273			
BASm0038172	Alanyl-PG(17:0/18:0)					C47H93ClNO11P		BAFXFJUMCBTHEV-XDTHMUOKSA-N	913.6174775			
BASm0038173	Alanyl-PG(17:0/18:1(9Z))					C46H89ClNO11P		WYOSYIDBLDKCCO-PHRAGTJKSA-N	897.5861774			
BASm0038174	Alanyl-PG(18:0/18:1(9Z))					C47H91ClNO11P		CFNZEZLATDIFOU-XDTHMUOKSA-N	911.6018275			
BASm0038175	Alanyl-PG(18:1(9Z)/18:1(9Z))					C46H87ClNO11P		UKKXJWYWZPJAJF-PHRAGTJKSA-N	895.5705273			
BASm0038176	Arginyl-PG(16:0/17:0)					C48H96ClN4O11P		KEPNBKPHZWVWHN-WWIFAPPCSA-N	970.6501746			
BASm0038177	Arginyl-PG(16:0/18:0)					C49H98ClN4O11P		YJNJURWKAKYXEI-ZSRLIZIVSA-N	984.6658247			
BASm0038178	Arginyl-PG(16:0/18:1(9Z))					C48H94ClN4O11P		YTEXLWPZNSHMES-WWIFAPPCSA-N	968.6345246			
BASm0038179	Arginyl-PG(17:0/18:0)					C50H100ClN4O11P		VZHQRMLJIORTGI-KFOMGSLISA-N	998.6814748			
BASm0038180	Arginyl-PG(17:0/18:1(9Z))					C49H96ClN4O11P		GXWVMBOYOCMOCS-ZSRLIZIVSA-N	982.6501746			
BASm0038181	Arginyl-PG(18:0/18:1(9Z))					C50H98ClN4O11P		DKNMHPRAZRXDOU-KFOMGSLISA-N	996.6658247			
BASm0038182	Arginyl-PG(18:1(9Z)/18:1(9Z))					C49H94ClN4O11P		YCHISFBTBBJCLG-ZSRLIZIVSA-N	980.6345246			
BASm0038183	PIM1(16:0/16:1(11Z))					C47H87O18P		JILUDSPUTYYCFF-XFSHLXGMSA-N	970.563003			
BASm0038184	PIM2(16:0/16:1(11Z))					C53H97O23P		HWBMELBBFJFYKW-LWJFLURMSA-N	1132.615826			
BASm0038185	Ac1PIM2(16:0/16:1(11Z))					C68H126O23P		HXEQMMYURBWFCR-NYHUZBMNSA-N	1341.842752			
BASm0038186	Ac2PIM2(16:0/16:1(11Z))					C84H157O24P		JQGYUANIAQJKIG-MTZIWDOMSA-N	1581.080243			
BASm0038187	OL(14:0(3-OH)/18:1(11Z))					C39H73NO7		DHFUENLQVWULGB-ANFSKJGWSA-N	667.5387037			
BASm0038188	OL(3-OH-14:0/18:1(11Z)-hydroxyornithine)					C39H73NO8		PZNNMDUXHBORQT-FARMOMQVSA-N	683.5336183			
BASm0038189	OL(3-OH-14:0/18:1(11Z)-hydroxyornithine-P1)					C39H73NO9		POSIYQSMTLAPLY-XNCNDPBWSA-N	699.5285329			
BASm0038190	OL(16:0(3-OH)/18:1-hydroxyornithine)					C41H77NO8		FRRHTWADANBLCF-VTCSJNBGSA-N	711.5649184			
BASm0038191	OL(16:0(3-OH)/18:1-hydroxyornithine-P1)					C41H77NO9		HLXGSGOUBOQLLI-LGEZBVFJSA-N	727.5598331			
BASm0038192	OL(18:0(3-OH)/18:1)					C42H79NO7		HKORLUOQPNDTAC-FBJFHHDMSA-N	709.5856539			
BASm0038193	OL(18:0(3-OH)/18:1-hydroxyornithine)					C42H79NO8		QVUUEACMBVYDDY-QZNTWYKASA-N	725.5805685			
BASm0038194	OL(18:0(3-OH)/18:1-hydroxyornithine-P1)					C42H79NO9		UIUZYNWIWUKAIY-YOMMDFRTSA-N	741.5754831			
BASm0038195	GlcDG(16:0/16:0/0:0)					C40H76O10		LHNZQTNGFFGAIP-XUVMCJOPSA-N	716.5438486			
BASm0038196	MGDG(16:0/16:0/0:0)					C40H76O10		LHNZQTNGFFGAIP-YAQHVWCZSA-N	716.5438486			
BASm0038197	DGDG(16:0/16:0/0:0)					C45H84O15		FKRBCXVSPFTTJI-UHFFFAOYNA-N	864.581022			
BASm0038198	SQDG(16:0/16:0)					C41H78O12S		RVUUQPKXGDTQPG-IMFIKRDPNA-N	794.5213991			
BASm0038199	Cer(d18:0/16:0)-PI					C40H80NO11P		QUSABYONMFSWQO-FLTMMBLOSA-N	781.5468994			
BASm0038200	DGHS(16:0/18:0/0:0)					C41H79NO7		REYVFSNQQKBWAM-UWXQCODUSA-N	697.5856539			
BASm0038201	DGTS(16:0/18:0/0:0)					C44H86NO7		JJCJBYWLAHUQRC-YATWDLPUSA-N	740.6398805			
BASm0038202	Phytofluene	Phytofluene is a carotenoid pigment with an orange color found naturally in tomatoes and other vegetables. It is the second product of carotenoid biosynthesis.(Wikipedia).			CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\C=C/C=C(\C)/C=C/C=C(\C)CC\C=C(/C)CCC=C(C)C	C40H62	InChI=1S/C40H62/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15,19-22,25,27-30H,13-14,16-18,23-24,26,31-32H2,1-10H3/b12-11-,25-15+,35-21+,36-22+,37-27+,38-28+,39-29+,40-30+	OVSVTCFNLSGAMM-DGFSHVNOSA-N	542.485152	35165	HMDB0002871	
BASm0038203	PtdThr(16:0/18:0)					C42H82NO11P		HRFJPEZSIVFSJL-SRGIUSCESA-N	807.5625495			
BASm0038204	PlsPE(14:0/15:0cycw5)					C26H50NO7P		ATMCQGAVIKVREC-UHFFFAOYNA-N	519.33249			
BASm0038205	(5Z)-Pentadec-5-enoyl-CoA				CCCCCCCCCC=CCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C36H62N7O17P3S	InChI=1S/C36H62N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-27(45)64-20-19-38-26(44)17-18-39-34(48)31(47)36(2,3)22-57-63(54,55)60-62(52,53)56-21-25-30(59-61(49,50)51)29(46)35(58-25)43-24-42-28-32(37)40-23-41-33(28)43/h12-13,23-25,29-31,35,46-47H,4-11,14-22H2,1-3H3,(H,38,44)(H,39,48)(H,52,53)(H,54,55)(H2,37,40,41)(H2,49,50,51)	YJDHFEONCFLVTE-UHFFFAOYSA-N	989.3135757			
BASm0038206	PlsPE(14:0/14:0)					C36H72NO8P		KHWCVAOIPOVSHH-URGPHPNLNA-N	677.4995553			
BASm0038207	PlsPE(14:0/15:0)					C37H74NO8P		YJHAFUWHEVYZMT-TVKQRKNINA-N	691.5152053			
BASm0038208	PlsPE(14:0/16:0)					C38H76NO8P		XRZMBVQYZQJRQP-VEWQFJOQNA-N	705.5308554			
BASm0038209	PlsPE(14:0/17:0)					C39H78NO8P		PKRSBVUUCQMWMF-XPXRSFDGNA-N	719.5465055			
BASm0038210	PlsPE(14:0/18:0)					C40H80NO8P		NFRHEZZMFYYDMC-VBMGMRCRNA-N	733.5621555			
BASm0038211	Pentadecanedioyl-CoA				CC(C)(COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCCCCCCCCC(O)=O	C36H62N7O19P3S	InChI=1S/C36H62N7O19P3S/c1-36(2,31(49)34(50)39-17-16-25(44)38-18-19-66-27(47)15-13-11-9-7-5-3-4-6-8-10-12-14-26(45)46)21-59-65(56,57)62-64(54,55)58-20-24-30(61-63(51,52)53)29(48)35(60-24)43-23-42-28-32(37)40-22-41-33(28)43/h22-24,29-31,35,48-49H,3-21H2,1-2H3,(H,38,44)(H,39,50)(H,45,46)(H,54,55)(H,56,57)(H2,37,40,41)(H2,51,52,53)	YFTGQRMCTIPMFW-UHFFFAOYSA-N	1021.303405			
BASm0038212	PA(14:0/17:1(9z))	PA(14:0/17:1(9z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/17:1(9z)), in particular, consists of one tetradecanoyl chain to the C-1 atom, and one 9Z-heptadecenoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C34H65O8P		AHPCVHWDUMCHAJ-RODWKEFJSA-N	632.4417061			
BASm0038213	CDP-DG(14:0/17:1(9z))	CDP-DG(14:0/17:1(9z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:0/17:1(9z)), in particular, consists of two tetradecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:0/17:1(9z)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C43H77N3O15P2		GWWDVOGPCDMMKZ-BRHJZKGKSA-N	937.4829928			
BASm0038214	PS(14:0/17:1(9z))	PS(14:0/17:1(9z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(14:0/17:1(9z)), in particular, consists of one tetradecanoyl chain to the C-1 atom, and one 9Z-heptadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C37H70NO10P		WAKCKVHVNQRNCT-XTLYTWRUSA-N	719.4737345			
BASm0038215	PE(14:0/17:1(9z))	PE(14:0/17:1(9z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(14:0/17:1(9z)), in particular, consists of one tetradecanoyl chain to the C-1 atom, and one 9Z-heptadecenoyl to the C-2 atom. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C36H70NO8P		CVEAMSIVRDDSIL-YFGVOLTDSA-N	675.4839052			
BASm0038216	heptadecenoyl-CoA					C27H51N2O9PS		YWVTZIJOSCHQPH-FPLPWBNLNA-N	610.3052894			
BASm0038217	PA(14:0/17:0cycw7)	PA(14:0/17:0cycw7) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/17:0cycw7), in particular, consists of one tetradecanoyl chain to the C-1 atom, and one heptadec-9-10-cyclo-anoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C34H65O8P		UBSFFWGUPVGHQP-DQZOQLMQSA-N	632.4417061			
BASm0038218	PlsPE(14:0/17:0cycw7)					C39H76NO8P		CNDCCHSQTNNBDP-BGABXYSRNA-N	717.5308554			
BASm0038219	17-Cycloheptadecanoyl-CoA					C45H80N7O17P3S		WMUUFXSYJWWGBJ-WJFHXMHZSA-N	1115.454426			
BASm0038220	PA(14:0/19:0cycw8)	PA(14:0/19:0cycw8) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(14:0/19:0cycw8), in particular, consists of one tetradecanoyl chain to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C36H69O8P		CIQUXXVTCWAAMU-NGYOKKRJSA-N	660.4730062			
BASm0038221	PlsPE(14:0/19:0cycw8)					C41H80NO8P		QCASVVHDYHXNEL-HMZBKAONNA-N	745.5621555			
BASm0038222	19-Cyclooctylnonadecanoyl-CoA					C48H86N7O17P3S		SAJWTNBHDUVEKG-QLISBNKDSA-N	1157.501377			
BASm0038223	PlsPE(16:0/14:0)					C38H76NO8P		OXSSQOHCVRHIIN-VEWQFJOQNA-N	705.5308554			
BASm0038224	PlsPE(16:0/15:0)					C39H78NO8P		YQRJXWTUPLJLOM-XPXRSFDGNA-N	719.5465055			
BASm0038225	PlsPE(16:0/16:0)					C40H80NO8P		SFXFQXWXIUJWEB-VBMGMRCRNA-N	733.5621555			
BASm0038226	PlsPE(16:0/17:0)					C41H82NO8P		FNBWPHCBWJUXAA-JSLDZMDGNA-N	747.5778056			
BASm0038227	PlsPE(16:0/18:0)					C42H84NO8P		OERSMEWFBLMVFC-WIKZRCHHNA-N	761.5934557			
BASm0038228	PA(16:0/14:1(9Z))	PA(16:0/14:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/14:1(9Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCC	C33H63O8P	InChI=1S/C33H63O8P/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-32(34)39-29-31(30-40-42(36,37)38)41-33(35)28-26-24-22-20-17-14-12-10-8-6-4-2/h10,12,31H,3-9,11,13-30H2,1-2H3,(H2,36,37,38)/b12-10-/t31-/m1/s1	WWPWSEAZVHALEM-QPLOXXCYSA-N	618.426056	16337	HMDB0114834	
BASm0038229	PA(16:0/15:1(9z))	PA(16:0/15:1(9z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/15:1(9z)), in particular, consists of one hexadecanoyl chain to the C-1 atom, and one 9Z-pentadecenoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C34H65O8P		FPBYDEWCXNEJPA-AXLWDLOMSA-N	632.4417061			
BASm0038230	PA(16:0/17:1(9z))	PA(16:0/17:1(9z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/17:1(9z)), in particular, consists of one hexadecanoyl chain to the C-1 atom, and one 9Z-heptadecenoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C36H69O8P		ZTSPZXCCNTZUNO-SGBZAWJXSA-N	660.4730062			
BASm0038231	CDP-DG(16:0/17:1(9z))	CDP-DG(16:0/17:1(9z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:0/17:1(9z)), in particular, consists of two hexadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:0/17:1(9z)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C45H81N3O15P2		JWMAPGHMJJVXOQ-RCIRNOGTSA-N	965.5142929			
BASm0038232	PS(16:0/17:1(9z))	PS(16:0/17:1(9z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:0/17:1(9z)), in particular, consists of one hexadecanoyl chain to the C-1 atom, and one 9Z-heptadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C39H74NO10P		FKPVIHZCEKQRBR-MMYIGARHSA-N	747.5050346			
BASm0038233	PE(16:0/17:1(9z))	PE(16:0/17:1(9z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:0/17:1(9z)), in particular, consists of one hexadecanoyl chain to the C-1 atom, and one 9Z-heptadecenoyl to the C-2 atom. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C38H74NO8P		CBDUTJYWWDMHBN-HZVSPZAISA-N	703.5152053			
BASm0038234	PlsPE(16:0/15:0cycw5)					C39H76NO8P		FJNXANOKXBPPCE-BGABXYSRNA-N	717.5308554			
BASm0038235	PlsPE(16:0/17:0cycw7)					C41H80NO8P		RJOHRPDHYCOIBO-HMZBKAONNA-N	745.5621555			
BASm0038236	PlsPE(16:0/19:0cycw8)					C43H84NO8P		KZKVPXHZLRIEMJ-CDSHQWRTNA-N	773.5934557			
BASm0038237	PA(16:1(9Z)/14:1(9Z))	PA(16:1(9Z)/14:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(9Z)/14:1(9Z)), in particular, consists of one chain of palmitoleic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCC	C33H61O8P	InChI=1S/C33H61O8P/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-32(34)39-29-31(30-40-42(36,37)38)41-33(35)28-26-24-22-20-17-14-12-10-8-6-4-2/h10,12-13,15,31H,3-9,11,14,16-30H2,1-2H3,(H2,36,37,38)/b12-10-,15-13-/t31-/m1/s1	QKJBYEDABOQTKS-XCVQYDNVSA-N	616.4104059	16337	HMDB0114853	
BASm0038238	PA(16:1(9z)/15:1(9z))	PA(16:1(9z)/15:1(9z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(9z)/15:1(9z)), in particular, consists of one 9Z-hexadecenoyl chain to the C-1 atom, and one 9Z-pentadecenoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C34H63O8P		GVAZEPXFSIVOEM-NGKIIBJKSA-N	630.426056			
BASm0038239	PA(16:1(9z)/17:1(9z))	PA(16:1(9z)/17:1(9z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(9z)/17:1(9z)), in particular, consists of one 9Z-hexadecenoyl chain to the C-1 atom, and one 9Z-heptadecenoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C36H67O8P		CVEPCACJGGTKFS-ZIAJIZSESA-N	658.4573561			
BASm0038240	CDP-DG(16:1(9z)/17:1(9z))	CDP-DG(16:1(9z)/17:1(9z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(16:1(9z)/17:1(9z)), in particular, consists of two 9Z-hexadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(16:1(9z)/17:1(9z)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C45H79N3O15P2		RIMROAKDBILXDP-URMRISHCSA-N	963.4986429			
BASm0038241	PS(16:1(9z)/17:1(9z))	PS(16:1(9z)/17:1(9z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(16:1(9z)/17:1(9z)), in particular, consists of one 9Z-hexadecenoyl chain to the C-1 atom, and one 9Z-heptadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C39H72NO10P		UVYOHSXASRPXRA-OYFLIDIVSA-N	745.4893845			
BASm0038242	PE(16:1(9z)/17:1(9z))	PE(16:1(9z)/17:1(9z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(16:1(9z)/17:1(9z)), in particular, consists of one 9Z-hexadecenoyl chain to the C-1 atom, and one 9Z-heptadecenoyl to the C-2 atom. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C38H72NO8P		WRAPIMBVEFZRSV-UYKOKAMASA-N	701.4995553			
BASm0038243	PA(16:1(9Z)/19:0cycw8)	PA(16:1(9Z)/19:0cycw8) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(9Z)/19:0cycw8), in particular, consists of one 9Z-hexadecenoyl chain to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C38H71O8P		CKSGXMHECLZEQF-HLULIINISA-N	686.4886562			
BASm0038244	PlsPE(18:0/14:0)					C40H80NO8P		HTEZPDUYOAYHAR-VBMGMRCRNA-N	733.5621555			
BASm0038245	PlsPE(18:0/15:0)					C41H82NO8P		YGRBOBUUCPKENJ-JSLDZMDGNA-N	747.5778056			
BASm0038246	PlsPE(18:0/16:0)					C42H84NO8P		KNKICHNYFBVBRN-WIKZRCHHNA-N	761.5934557			
BASm0038247	PA(18:0/17:0)	PA(18:0/17:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:0/17:0), in particular, consists of one octadecanoyl chain to the C-1 atom, and one heptadecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C38H75O8P		QARUBQKSWASZMK-PSXMRANNSA-N	690.5199564			
BASm0038248	CDP-DG(18:0/17:0)	CDP-DG(18:0/17:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/17:0), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/17:0) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C47H87N3O15P2		HPYDSPUAGZTJFY-GNXRCVHRSA-N	995.5612431			
BASm0038249	PS(18:0/17:0)	PS(18:0/17:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:0/17:0), in particular, consists of one octadecanoyl chain to the C-1 atom, and one heptadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C41H80NO10P		ZWEJKPNJCSNAKM-AMAPPZPBSA-N	777.5519848			
BASm0038250	PE(18:0/17:0)	PE(18:0/17:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:0/17:0), in particular, consists of one octadecanoyl chain to the C-1 atom, and one heptadecanoyl to the C-2 atom. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C40H80NO8P		GLKTZWLMPCVLAJ-KXQOOQHDSA-N	733.5621555			
BASm0038251	PlsPE(18:0/17:0)					C43H86NO8P		DFUAHKKGPFGLDN-LAWMERGMNA-N	775.6091057			
BASm0038252	PlsPE(18:0/18:0)					C44H88NO8P		AXSCGMWTHBLPTO-XCWGLRIONA-N	789.6247558			
BASm0038253	PA(18:0/14:1(9Z))	PA(18:0/14:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:0/14:1(9Z)), in particular, consists of one chain of stearic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCC	C35H67O8P	InChI=1S/C35H67O8P/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-34(36)41-31-33(32-42-44(38,39)40)43-35(37)30-28-26-24-22-19-14-12-10-8-6-4-2/h10,12,33H,3-9,11,13-32H2,1-2H3,(H2,38,39,40)/b12-10-/t33-/m1/s1	RMBKFNCPLWFMRA-ALMVXPMNSA-N	646.4573561	16337	HMDB0114874	
BASm0038254	PA(18:0/15:1(9z))	PA(18:0/15:1(9z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:0/15:1(9z)), in particular, consists of one octadecanoyl chain to the C-1 atom, and one 9Z-pentadecenoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C36H69O8P		ABNWOVPWHYIDRG-XBEBLRSGSA-N	660.4730062			
BASm0038255	PA(18:0/17:1(9z))	PA(18:0/17:1(9z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:0/17:1(9z)), in particular, consists of one octadecanoyl chain to the C-1 atom, and one 9Z-heptadecenoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C38H73O8P		GZFIFIBAAUTLED-IZNHTBNISA-N	688.5043063			
BASm0038256	CDP-DG(18:0/17:1(9z))	CDP-DG(18:0/17:1(9z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/17:1(9z)), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/17:1(9z)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C47H85N3O15P2		XUIOEVJAXICTAZ-BUEVLMLHSA-N	993.545593			
BASm0038257	PS(18:0/17:1(9z))	PS(18:0/17:1(9z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:0/17:1(9z)), in particular, consists of one octadecanoyl chain to the C-1 atom, and one 9Z-heptadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C41H78NO10P		IVFDQSWMLAYCDF-HWLCBUQASA-N	775.5363347			
BASm0038258	PE(18:0/17:1(9z))	PE(18:0/17:1(9z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:0/17:1(9z)), in particular, consists of one octadecanoyl chain to the C-1 atom, and one 9Z-heptadecenoyl to the C-2 atom. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C40H78NO8P		CSGIGSOZYMYFOM-WYRBGLKBSA-N	731.5465055			
BASm0038259	PA(18:0/15:0cycw5)	PA(18:0/15:0cycw5) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:0/15:0cycw5), in particular, consists of one octadecanoyl chain to the C-1 atom, and one cis-9,10-Methylenetetradecanoic acid to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C36H69O8P		VSQFFOTXHVFODB-NGYOKKRJSA-N	660.4730062			
BASm0038260	CDP-DG(18:0/15:0cycw5)	CDP-DG(18:0/15:0cycw5) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/15:0cycw5), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/15:0cycw5) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C45H81N3O15P2		NWBNRJYCHKVJRU-HSUAQQGESA-N	965.5142929			
BASm0038261	PS(18:0/15:0cycw5)	PS(18:0/15:0cycw5) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:0/15:0cycw5), in particular, consists of one octadecanoyl chain to the C-1 atom, and one cis-9,10-Methylenetetradecanoic acid to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C39H74NO10P		SVZBUIUGVVQLHL-UOPWBEJQSA-N	747.5050346			
BASm0038262	PE(18:0/15:0cycw5)	PE(18:0/15:0cycw5) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:0/15:0cycw5), in particular, consists of one octadecanoyl chain to the C-1 atom, and one cis-9,10-Methylenetetradecanoic acid to the C-2 atom. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C38H74NO8P		FLWKVTQMAIRLOQ-QAVQJDDCSA-N	703.5152053			
BASm0038263	PlsPE(18:0/15:0cycw5)					C41H80NO8P		QVOWBTLUHMWUKR-HMZBKAONNA-N	745.5621555			
BASm0038264	PA(18:0/17:0cycw7)	PA(18:0/17:0cycw7) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:0/17:0cycw7), in particular, consists of one octadecanoyl chain to the C-1 atom, and one heptadec-9-10-cyclo-anoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C38H73O8P		IPQPVJIBRYAMRM-QAVQJDDCSA-N	688.5043063			
BASm0038265	CDP-DG(18:0/17:0cycw7)	CDP-DG(18:0/17:0cycw7) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/17:0cycw7), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/17:0cycw7) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C47H85N3O15P2		LGTBCYILNSCDFR-DZHRIVNQSA-N	993.545593			
BASm0038266	PS(18:0/17:0cycw7)	PS(18:0/17:0cycw7) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:0/17:0cycw7), in particular, consists of one octadecanoyl chain to the C-1 atom, and one heptadec-9-10-cyclo-anoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C41H78NO10P		DGILHHSFWFAHSQ-KBTHPEDISA-N	775.5363347			
BASm0038267	PE(18:0/17:0cycw7)	(2-Aminoethoxy)[(2R)-3-(heptadecanoyloxy)-2-{[8-(2-heptylcyclopropyl)octanoyl]oxy}propoxy]phosphinic acid is considered to be a practically insoluble (in water) and relatively neutral molecule. PE(18:0/17:0CYCW7C) has the chemical formula C40H78NO8P, and an average molecular weight of 732.037. PE(18:0/17:0CYCW7C) is involved in multiple pathways, some of which are Phospholipid Biosynthesis CL(16:0/16:0/18:1(9Z)/17:0cycw7c) Pathway, Phospholipid Biosynthesis CL(16:0/18:1(9Z)/16:0/17:0cycw7c) Pathway, Phospholipid Biosynthesis CL(16:0/16:0/17:0cycw7c/18:1(9Z)) Pathway, and Phospholipid Biosynthesis CL(18:1(9Z)/18:1(9Z)/18:1(9Z)/17:0cycw7c) Pathway.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1([H])CC1([H])CCCCCCC	C40H78NO8P	InChI=1S/C40H78NO8P/c1-3-5-7-9-10-11-12-13-14-15-16-17-21-25-29-39(42)46-34-38(35-48-50(44,45)47-32-31-41)49-40(43)30-26-22-18-20-24-28-37-33-36(37)27-23-19-8-6-4-2/h36-38H,3-35,41H2,1-2H3,(H,44,45)/t36?,37?,38-/m1/s1	KSMLTOWBJSKOIT-QYZZXKJTSA-N	731.5465055			
BASm0038268	PlsPE(18:0/17:0cycw7)					C43H84NO8P		CZJXQDMTGBSLJQ-CDSHQWRTNA-N	773.5934557			
BASm0038269	PA(18:0/19:0cycw8)	PA(18:0/19:0cycw8) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:0/19:0cycw8), in particular, consists of one octadecanoyl chain to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C40H77O8P		SSSAPZWYHLABOJ-QYZZXKJTSA-N	716.5356064			
BASm0038270	CDP-DG(18:0/19:0cycw8)	CDP-DG(18:0/19:0cycw8) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:0/19:0cycw8), in particular, consists of two octadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:0/19:0cycw8) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C49H89N3O15P2		XXOCJCGSIMRZCX-IJNPTBOESA-N	1021.576893			
BASm0038271	PS(18:0/19:0cycw8)	PS(18:0/19:0cycw8) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:0/19:0cycw8), in particular, consists of one octadecanoyl chain to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C43H82NO10P		DKFPHUZZZJXKJB-OAXGCPEXSA-N	803.5676348			
BASm0038272	PE(18:0/19:0cycw8)	PE(18:0/19:0cycw8) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:0/19:0cycw8), in particular, consists of one octadecanoyl chain to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C42H82NO8P		IWSCPJRYKDZDGI-QJTYWPRCSA-N	759.5778056			
BASm0038273	PlsPE(18:0/19:0cycw8)					C45H88NO8P		RALRHWAMMMYDAN-FMIFUCRQNA-N	801.6247558			
BASm0038274	PA(18:1(9z)/17:0)	PA(18:1(9z)/17:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9z)/17:0), in particular, consists of one 9Z-octadecenoyl chain to the C-1 atom, and one heptadecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C38H73O8P		PWVGZLUPKLWHNU-QJEXQQAGSA-N	688.5043063			
BASm0038275	CDP-DG(18:1(9z)/17:0)	CDP-DG(18:1(9z)/17:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9z)/17:0), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9z)/17:0) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C47H85N3O15P2		OSNQJKNNPRNCCQ-KMNPYNHKSA-N	993.545593			
BASm0038276	PS(18:1(9z)/17:0)	PS(18:1(9z)/17:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:1(9z)/17:0), in particular, consists of one 9Z-octadecenoyl chain to the C-1 atom, and one heptadecanoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C41H78NO10P		JFVUEWLLCUCKNX-LWWJFRCZSA-N	775.5363347			
BASm0038277	PE(18:1(9z)/17:0)	PE(18:1(9z)/17:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9z)/17:0), in particular, consists of one 9Z-octadecenoyl chain to the C-1 atom, and one heptadecanoyl to the C-2 atom. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C40H78NO8P		NXPWVJBMFDJBSO-NPBIGWJUSA-N	731.5465055			
BASm0038278	PA(18:1(9Z)/14:1(9Z))	PA(18:1(9Z)/14:1(9Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9Z)/14:1(9Z)), in particular, consists of one chain of oleic acid at the C-1 position and one chain of myristoleic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCC	C35H65O8P	InChI=1S/C35H65O8P/c1-3-5-7-9-11-13-15-16-17-18-20-21-23-25-27-29-34(36)41-31-33(32-42-44(38,39)40)43-35(37)30-28-26-24-22-19-14-12-10-8-6-4-2/h10,12,16-17,33H,3-9,11,13-15,18-32H2,1-2H3,(H2,38,39,40)/b12-10-,17-16-/t33-/m1/s1	NAUWXCHWHRXPMR-DBEXYCMZSA-N	644.4417061	16337	HMDB0114922	
BASm0038279	PA(18:1(9z)/15:1(9z))	PA(18:1(9z)/15:1(9z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9z)/15:1(9z)), in particular, consists of one 9Z-octadecenoyl chain to the C-1 atom, and one 9Z-pentadecenoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C36H67O8P		VTYMTVVGVWZCTN-GCQYLTBSSA-N	658.4573561			
BASm0038280	PA(18:1(9z)/17:1(9z))	PA(18:1(9z)/17:1(9z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9z)/17:1(9z)), in particular, consists of one 9Z-octadecenoyl chain to the C-1 atom, and one 9Z-heptadecenoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C38H71O8P		KFJXBKXMZTWOBB-RVBXBWATSA-N	686.4886562			
BASm0038281	CDP-DG(18:1(9z)/17:1(9z))	CDP-DG(18:1(9z)/17:1(9z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(18:1(9z)/17:1(9z)), in particular, consists of two 9Z-octadecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(18:1(9z)/17:1(9z)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C47H83N3O15P2		VRHOMXDRMLMOOI-WUKGLCNASA-N	991.529943			
BASm0038282	PS(18:1(9z)/17:1(9z))	PS(18:1(9z)/17:1(9z)) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PS(18:1(9z)/17:1(9z)), in particular, consists of one 9Z-octadecenoyl chain to the C-1 atom, and one 9Z-heptadecenoyl to the C-2 atom. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.				C41H76NO10P		XPEVHUSHYUPQFH-VAPGISNMSA-N	773.5206846			
BASm0038283	PE(18:1(9z)/17:1(9z))	PE(18:1(9z)/17:1(9z)) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(18:1(9z)/17:1(9z)), in particular, consists of one 9Z-octadecenoyl chain to the C-1 atom, and one 9Z-heptadecenoyl to the C-2 atom. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.				C40H76NO8P		ONRWCJHQRGLPDZ-VHQDNGOZSA-N	729.5308554			
BASm0038284	PA(18:1(9z)/19:0cycw8)	PA(18:1(9z)/19:0cycw8) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9z)/19:0cycw8), in particular, consists of one 9Z-octadecenoyl chain to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C40H75O8P		DVAGLCOBDMNZDU-REWKPPRKSA-N	714.5199564			
BASm0038285	(11Z)-Tetradecenoyl-CoA	(11Z)-Tetradecenoyl-CoA is a fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (11Z)-tetradecenoic acid.			CC\C=C/CCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C35H60N7O17P3S	InChI=1S/C35H60N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h5-6,22-24,28-30,34,45-46H,4,7-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/b6-5-/t24-,28-,29-,30+,34-/m1/s1	WFGNMSCJASVFQK-UQEDNJKXSA-N	975.2979257			
BASm0038286	9Z-octadecenoyl-CoA					C39H68N7O17P3S		XDUHQPOXLUAVEE-WMYPVZJFSA-N	1031.360526		HMDB0062512	
BASm0038287	11-Eicosenoyl-CoA				[H]\C(CCCCCCCC)=C(/[H])CCCCCCCCCC(=O)SCCN=C(O)CCN=C(O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)C([H])(O)C1([H])OP(O)(O)=O	C41H72N7O17P3S	InChI=1S/C41H72N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h11-12,28-30,34-36,40,51-52H,4-10,13-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/b12-11-/t30-,34?,35?,36+,40-/m1/s1	ZDRKXADSROCWCG-WWGPTAPKSA-N	1059.391826			
BASm0038288	(11Z)-Pentadecenoyl-CoA	(11Z)-Pentadecenoyl-CoA is a fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (11Z)-pentadecenoic acid.			CCC\C=C/CCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C36H62N7O17P3S	InChI=1S/C36H62N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-27(45)64-20-19-38-26(44)17-18-39-34(48)31(47)36(2,3)22-57-63(54,55)60-62(52,53)56-21-25-30(59-61(49,50)51)29(46)35(58-25)43-24-42-28-32(37)40-23-41-33(28)43/h6-7,23-25,29-31,35,46-47H,4-5,8-22H2,1-3H3,(H,38,44)(H,39,48)(H,52,53)(H,54,55)(H2,37,40,41)(H2,49,50,51)/b7-6-/t25-,29-,30-,31+,35-/m1/s1	NSVNAVIPEVGHNU-JOFLEHOCSA-N	989.3135757			
BASm0038289	(9Z)-Pentadec-9-enoyl-CoA				CCCCCC=CCCCCCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	C36H62N7O17P3S	InChI=1S/C36H62N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-27(45)64-20-19-38-26(44)17-18-39-34(48)31(47)36(2,3)22-57-63(54,55)60-62(52,53)56-21-25-30(59-61(49,50)51)29(46)35(58-25)43-24-42-28-32(37)40-23-41-33(28)43/h8-9,23-25,29-31,35,46-47H,4-7,10-22H2,1-3H3,(H,38,44)(H,39,48)(H,52,53)(H,54,55)(H2,37,40,41)(H2,49,50,51)	XMPFXBHKBOCKOI-UHFFFAOYSA-N	989.3135757			
BASm0038290	PS(16:0/20:0)	PS(16:0/20:0) is a phosphatidylserine. It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PS(16:0/20:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of arachidic acid at the C-2 position. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants, and microorganisms. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups (i.e. the phosphate moiety, the amino group and the carboxyl group). As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have a palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.			[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCCCC)C(O)=O	C42H82NO10P	InChI=1S/C42H82NO10P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-41(45)53-38(36-51-54(48,49)52-37-39(43)42(46)47)35-50-40(44)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h38-39H,3-37,43H2,1-2H3,(H,46,47)(H,48,49)/t38-,39+/m1/s1	GJYVTUCBLWPUAE-RGULYWFUSA-N	791.5676348	18303	HMDB0112345	
BASm0038291	PE(16:0/20:0)	PE(16:0/20:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(16:0/20:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of arachidic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the arachidic acid moiety is derived from peanut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.			[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCCCC	C41H82NO8P	InChI=1S/C41H82NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-41(44)50-39(38-49-51(45,46)48-36-35-42)37-47-40(43)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h39H,3-38,42H2,1-2H3,(H,45,46)/t39-/m1/s1	ZFCOGJGXPSVFIM-LDLOPFEMSA-N	747.5778051		HMDB0008932	
BASm0038292	PA(16:0/20:0)	PA(16:0/20:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:0/20:0), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of arachidic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCCCC	C39H77O8P	InChI=1S/C39H77O8P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(41)47-37(36-46-48(42,43)44)35-45-38(40)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h37H,3-36H2,1-2H3,(H2,42,43,44)/t37-/m1/s1	MNVMSCIWUXXDOR-DIPNUNPCSA-N	704.5356064	16337	HMDB0114839	
BASm0038293	CDP-DG(16:1(11Z)/14:0)	1-(11Z-hexadecenoyl)-2-tetradecanoyl-sn-glycero-3-cytidine-5'-diphosphate				C42H75N3O15P2		QDFFHAVVVQDNEZ-VWFMRLNJSA-N	923.4673427			
BASm0038294	PS(16:1(11Z)/14:0)	1-(11Z-hexadecenoyl)-2-tetradecanoyl-sn-glycero-3-phosphoserine				C36H68NO10P		GDOKITCVYWWFJF-VSOGUXFOSA-N	705.4580844			
BASm0038295	PE(16:1(11Z)/14:0)	1-(11Z-hexadecenoyl)-2-tetradecanoyl-sn-glycero-3-phosphoethanolamine				C35H68NO8P		DPJAXQZIBWGDHM-RKKHQOQASA-N	661.4682552			
BASm0038296	PGP(16:1(11Z)/14:0)	PGP(16:1(11Z)/14:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(16:1(11Z)/14:0), in particular, consists of one 11Z-hexadecenoyl chain to the C-1 atom, and one tetradecanoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C36H70O13P2		QLDXMVOYMXPCBR-DUBLSGDASA-N	772.4291663			
BASm0038297	PG(16:1(11Z)/14:0)	PG(16:1(11Z)/14:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(16:1(11Z)/14:0), in particular, consists of one 11Z-hexadecenoyl chain to the C-1 atom, and one tetradecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C36H69O10P		KQRAOUSWXHRHST-DUBLSGDASA-N	692.4628354			
BASm0038298	PA(16:1(11Z)/14:0)	PA(16:1(11Z)/14:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(16:1(11Z)/14:0), in particular, consists of one 11Z-hexadecenoyl chain to the C-1 atom, and one tetradecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C33H63O8P		QWGMKORBTJWBJC-HEDIVAJHSA-N	618.426056			
BASm0038299	CL(14:0/16:1(9Z)/14:0/19:0cycw8)	CL(14:0/16:1(9Z)/14:0/19:0cycw8) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(14:0/16:1(9Z)/14:0/19:0cycw8) contains two chains of tetradecanoic acid at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of 9-(2-heptylcyclopropyl)nonanoic acid at the C4 position fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C72H136O17P2		NVYNDBJOIGSECT-WNEBOLGTSA-N	1334.925277			
BASm0038300	CL(14:0/18:1(9Z)/14:0/19:0cycw8)	CL(14:0/18:1(9Z)/14:0/19:0cycw8) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(14:0/18:1(9Z)/14:0/19:0cycw8) contains two chains of tetradecanoic acid at the C1 and C3 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of 9-(2-heptylcyclopropyl)nonanoic acid at the C4 position fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C74H140O17P2		MOKKKDJYUJXFAI-KFCYSXJZSA-N	1362.956577			
BASm0038301	CDP-DG(15:0/14:1(11Z))	1-pentadecanoyl-2-(11Z-tetradecenoyl)-sn-glycero-3-cytidine-5'-diphosphate				C41H73N3O15P2		YGTJEWSALVFKNK-JGMMZKOMSA-N	909.4516927			
BASm0038302	PS(15:0/14:1(11Z))	1-pentadecanoyl-2-(11Z-tetradecenoyl)-sn-glycero-3-phosphoserine				C35H66NO10P		QZPJODRIMWYWRW-IFKLRJAKSA-N	691.4424343			
BASm0038303	PE(15:0/14:1(11Z))	1-pentadecanoyl-2-(11Z-tetradecenoyl)-sn-glycero-3-phosphoethanolamine				C34H66NO8P		SOPNTTWXHBIQHE-WNBFUOMJSA-N	647.4526051			
BASm0038304	PGP(15:0/14:1(11Z))	PGP(15:0/14:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/14:1(11Z)), in particular, consists of one pentadecanoyl chain to the C-1 atom, and one 11Z-tetradecenoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C35H68O13P2		HFDGLKYQTLSMCS-UFNDLYBUSA-N	758.4135162			
BASm0038305	PG(15:0/14:1(11Z))	PG(15:0/14:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/14:1(11Z)), in particular, consists of one pentadecanoyl chain to the C-1 atom, and one 11Z-tetradecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C35H67O10P		XGIJWERDUPBKMT-UFNDLYBUSA-N	678.4471854			
BASm0038306	CL(14:1(11Z)/15:0/14:1(11Z)/15:0)	CL(14:1(11Z)/15:0/14:1(11Z)/15:0) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(14:1(11Z)/15:0/14:1(11Z)/15:0) contains two chains of (11Z-tetradecenoyl) at the C1 and C3 positions, two chains of pentadecanoic acid at the C2 and C4 positions fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C67H126O17P2		SODLGDMTJOZSQS-QJWNQFTLSA-N	1264.847027			
BASm0038307	PA(15:0/14:1(11Z))	PA(15:0/14:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0/14:1(11Z)), in particular, consists of one pentadecanoyl chain to the C-1 atom, and one 11Z-tetradecenoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C32H61O8P		RPAKIIPXXWENPW-VKKDWNSXSA-N	604.4104059			
BASm0038308	CL(17:0cycw7/15:0cyclo/17:0cycw7/16:1(9Z))	CL(17:0cycw7/15:0cyclo/17:0cycw7/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(17:0cycw7/15:0cyclo/17:0cycw7/16:1(9Z)) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C3 positions, one chain of cyclo-pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C4 position fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C74H136O17P2		MISPVELAJBAMEB-NJXMGVJPSA-N	1358.925277			
BASm0038309	CL(17:0cycw7/15:0cyclo/17:0cycw7/18:1(9Z))	CL(17:0cycw7/15:0cyclo/17:0cycw7/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(17:0cycw7/15:0cyclo/17:0cycw7/18:1(9Z)) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C3 positions, one chain of cyclo-pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C76H140O17P2		IEHWVCSKIQWLCO-QRHNVOPKSA-N	1386.956577			
BASm0038310	CL(17:0cycw7/16:1(9Z)/17:0cycw7/19:0cycw8)	CL(17:0cycw7/16:1(9Z)/17:0cycw7/19:0cycw8) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(17:0cycw7/16:1(9Z)/17:0cycw7/19:0cycw8) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of 9-(2-heptylcyclopropyl)nonanoic acid at the C4 position fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C78H144O17P2		PAKRZNINZWQUHR-TXVZMXNYSA-N	1414.987877			
BASm0038311	CL(17:0cycw7/18:1(9Z)/17:0cycw7/19:0cycw8)	CL(17:0cycw7/18:1(9Z)/17:0cycw7/19:0cycw8) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(17:0cycw7/18:1(9Z)/17:0cycw7/19:0cycw8) contains two chains of (heptadec-9-10-cyclo-anoyl) at the C1 and C3 positions, one chain of (9Z-octadecenoyl) at the C2 position, one chain of 9-(2-heptylcyclopropyl)nonanoic acid at the C4 position fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C80H148O17P2		PGPVKMKONAJUSO-KAOXBABOSA-N	1443.019177			
BASm0038312	PA(19:0/19:0)	PA(19:0/19:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:0/19:0), in particular, consists of one chain of nonadecylic acid at the C-1 position and one chain of nonadecylic acid at the C-2 position. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.			[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCCC	C41H81O8P	InChI=1S/C41H81O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-40(42)47-37-39(38-48-50(44,45)46)49-41(43)36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h39H,3-38H2,1-2H3,(H2,44,45,46)/t39-/m1/s1	SMKCHYSMGXTRHL-LDLOPFEMSA-N	732.5669066	16337	HMDB0115054	
BASm0038313	CL(18:1(9Z)/15:0cyclo/17:0cycw7/15:0cyclo)	CL(18:1(9Z)/15:0cyclo/17:0cycw7/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(18:1(9Z)/15:0cyclo/17:0cycw7/15:0cyclo) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of cyclo-pentadecanoic acid at the C2 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C74H136O17P2		XYURMMHAYBECBN-ORGASYKUSA-N	1358.925277			
BASm0038314	CL(18:1(9Z)/15:0cyclo/19:0cycw8/15:0cyclo)	CL(18:1(9Z)/15:0cyclo/19:0cycw8/15:0cyclo) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(18:1(9Z)/15:0cyclo/19:0cycw8/15:0cyclo) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of cyclo-pentadecanoic acid at the C2 and C4 positions, one chain of 9-(2-heptylcyclopropyl)nonanoic acid at the C3 position fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C76H140O17P2		RLXIMKHNCZTHNY-DMZORUMKSA-N	1386.956577			
BASm0038315	PA(15:0cyclo/19:0cycw8)	PA(15:0cyclo/19:0cycw8) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0cyclo/19:0cycw8), in particular, consists of one cyclo-pentadecanoic acid chain to the C-1 atom, and one 9-(2-heptylcyclopropyl)nonanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C37H69O8P		JQLDUMKRJAWNJF-UASZDJHLSA-N	672.4730062			
BASm0038316	CL(18:1(9Z)/16:1(9Z)/19:0cycw8/16:1(9Z))	CL(18:1(9Z)/16:1(9Z)/19:0cycw8/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(18:1(9Z)/16:1(9Z)/19:0cycw8/16:1(9Z)) contains one chain of (9Z-octadecenoyl) at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions, one chain of 9-(2-heptylcyclopropyl)nonanoic acid at the C3 position fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C78H144O17P2		OVFUSCPGGLCSPD-GNSYOAPHSA-N	1414.987877			
BASm0038317	CL(19:0cycw8/15:0cyclo/19:0cycw8/16:1(9Z))	CL(19:0cycw8/15:0cyclo/19:0cycw8/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(19:0cycw8/15:0cyclo/19:0cycw8/16:1(9Z)) contains two chains of 9-(2-heptylcyclopropyl)nonanoic acid at the C1 and C3 positions, one chain of cyclo-pentadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C4 position fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C78H144O17P2		HIMJZWJXSITLPD-HMHRBUGSSA-N	1414.987877			
BASm0038318	CL(19:0cycw8/15:0cyclo/19:0cycw8/18:1(9Z))	CL(19:0cycw8/15:0cyclo/19:0cycw8/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(19:0cycw8/15:0cyclo/19:0cycw8/18:1(9Z)) contains two chains of 9-(2-heptylcyclopropyl)nonanoic acid at the C1 and C3 positions, one chain of cyclo-pentadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C80H148O17P2		TYBYJJUKXKFYNG-JZFNJMAJSA-N	1443.019177			
BASm0038319	CL(19:0cycw8/16:0/19:0cycw8/16:1(9Z))	CL(19:0cycw8/16:0/19:0cycw8/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(19:0cycw8/16:0/19:0cycw8/16:1(9Z)) contains two chains of 9-(2-heptylcyclopropyl)nonanoic acid at the C1 and C3 positions, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-hexadecenoyl) at the C4 position fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C79H148O17P2		IPFVPIWMYDIXJL-QOAWPGLGSA-N	1431.019177			
BASm0038320	CL(19:0cycw8/16:0/19:0cycw8/18:1(9Z))	CL(19:0cycw8/16:0/19:0cycw8/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(19:0cycw8/16:0/19:0cycw8/18:1(9Z)) contains two chains of 9-(2-heptylcyclopropyl)nonanoic acid at the C1 and C3 positions, one chain of hexadecanoic acid at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C81H152O17P2		VNFNOZRPFXLUCN-YXSMQJCISA-N	1459.050477			
BASm0038321	CL(19:0cycw8/16:1(9Z)/14:0/16:1(9Z))	CL(19:0cycw8/16:1(9Z)/14:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(19:0cycw8/16:1(9Z)/14:0/16:1(9Z)) contains one chain of 9-(2-heptylcyclopropyl)nonanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions, one chain of tetradecanoic acid at the C3 position fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C74H138O17P2		PEDSZVCMSZNYSM-NDDZNKEYSA-N	1360.940927			
BASm0038322	CL(19:0cycw8/16:1(9Z)/17:0cycw7/16:1(9Z))	CL(19:0cycw8/16:1(9Z)/17:0cycw7/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(19:0cycw8/16:1(9Z)/17:0cycw7/16:1(9Z)) contains one chain of 9-(2-heptylcyclopropyl)nonanoic acid at the C1 position, two chains of (9Z-hexadecenoyl) at the C2 and C4 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C77H142O17P2		LJGZYNJWXKOISY-UKYJCRHLSA-N	1400.972227			
BASm0038323	CL(19:0cycw8/16:1(9Z)/19:0cycw8/18:1(9Z))	CL(19:0cycw8/16:1(9Z)/19:0cycw8/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(19:0cycw8/16:1(9Z)/19:0cycw8/18:1(9Z)) contains two chains of 9-(2-heptylcyclopropyl)nonanoic acid at the C1 and C3 positions, one chain of (9Z-hexadecenoyl) at the C2 position, one chain of (9Z-octadecenoyl) at the C4 position fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C81H150O17P2		QTGXLMPRXIPUFI-VNAOGGNCSA-N	1457.034827			
BASm0038324	CL(19:0cycw8/19:0cycw8/14:0/16:1(9Z))	CL(19:0cycw8/19:0cycw8/14:0/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(19:0cycw8/19:0cycw8/14:0/16:1(9Z)) contains two chains of 9-(2-heptylcyclopropyl)nonanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C77H144O17P2		AAFVETXUQZSFRY-ZFEFGUEISA-N	1402.987877			
BASm0038325	PA(19:0cycw8/14:0)	PA(19:0cycw8/14:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:0cycw8/14:0), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one tetradecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C36H69O8P		HJUJWGPDUWVLHP-NGYOKKRJSA-N	660.4730062			
BASm0038326	CL(19:0cycw8/19:0cycw8/14:0/18:1(9Z))	CL(19:0cycw8/19:0cycw8/14:0/18:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(19:0cycw8/19:0cycw8/14:0/18:1(9Z)) contains two chains of 9-(2-heptylcyclopropyl)nonanoic acid at the C1 and C2 positions, one chain of tetradecanoic acid at the C3 position, one chain of (9Z-octadecenoyl) at the C4 position fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C79H148O17P2		PBVMZEVOSFREPB-GYIHHWMUSA-N	1431.019177			
BASm0038327	CL(19:0cycw8/19:0cycw8/17:0cycw7/16:1(9Z))	CL(19:0cycw8/19:0cycw8/17:0cycw7/16:1(9Z)) is a cardiolipin (CL). Cardiolipins are sometimes called 'double' phospholipids because they have four fatty acid tails, instead of the usual two. They are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,3-diacylglyerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. CL(19:0cycw8/19:0cycw8/17:0cycw7/16:1(9Z)) contains two chains of 9-(2-heptylcyclopropyl)nonanoic acid at the C1 and C2 positions, one chain of (heptadec-9-10-cyclo-anoyl) at the C3 position, one chain of (9Z-hexadecenoyl) at the C4 position fatty acids. Cardiolipins are known to be present in all mammalian cells, especially cells with a high number of mitochondria. De novo synthesis of Cardiolipins begins with condensing phosphatidic acid (PA) with cytidine-5’-triphosphate (CTP) to form cytidine-diphosphate-1,2-diacyl-sn-glycerol (CDP-DG). Glycerol-3-phosphate is subsequently added to this newly formed CDP-DG molecule to form phosphatidylglycerol phosphate (PGP), which is immediately dephosphorylated to form PG. The final step is the process of condensing the PG molecule with another CDP-DG molecule to form a new cardiolipin, which is catalyzed by cardiolipin synthase. All new cardiolipins immediately undergo a series remodeling resulting in the common cardiolipin compositions. (PMID: 16442164). Cardiolipin synthase shows no selectivity for fatty acyl chains used in the de novo synthesis of cardiolipin (PMID: 16442164). Cardiolipins (bisphosphatidyl glycerol) are an important component of the inner mitochondrial membrane, where they constitute about 20% of the total lipid. While most lipids are made in the endoplasmic reticulum, cardiolipin is synthesized on the matrix side of the inner mitochondrial membrane and are important for mitochondrial respiratory capacity. They are highly abundant in metabolically active cells (heart, muscle) and play an important role in the blood clotting process. Tafazzin is an important enzyme in the remodeling of cardiolipins, and in contrast to cardiolipin synthase, it shows strong acyl specificity. This suggests that the specificity in cardiolipin composition is achieved through the remodeling steps. Mutation in the tafazzin gene disrupts the remodeling of cardiolipins and is the cause of Barth syndrome (BTHS), an X-linked human disease (PMID: 16973164). BTHS patients seem to lack acyl specificity. As a result, there are many potential cardiolipin species that can exist (PMID: 16226238).				C80H148O17P2		SRJOMNJYZBDXSL-ODPHMIISSA-N	1443.019177			
BASm0038328	PA(19:0cycw8/17:0cycw7)	PA(19:0cycw8/17:0cycw7) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(19:0cycw8/17:0cycw7), in particular, consists of one 9-(2-heptylcyclopropyl)nonanoyl chain to the C-1 atom, and one heptadec-9-10-cyclo-anoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C39H73O8P		WGPFAYPECOLLES-GGTDZKDPSA-N	700.5043063			
BASm0038329	Lysyl-PG(14:0/14:0)					C37H72NO12P		QYTOBWFGRXMZCI-DHWXLLNHSA-N	753.4792138			
BASm0038330	Lysyl-PG(14:0/15:0)					C38H74NO12P		TWQYPOYRAFHORW-PUPDPRJKSA-N	767.4948638			
BASm0038331	Lysyl-PG(14:0/16:0)					C39H76NO12P		AHSGBTVMCVZMDY-QGBCWPEESA-N	781.5105139			
BASm0038332	Lysyl-PG(14:0/16:1(9z))					C39H74NO12P		IRKPLKDNMIZYIQ-HHHVKSORSA-N	779.4948638			
BASm0038333	Lysyl-PG(14:0/17:0)					C40H78NO12P		WRKCPJYKDYGFGG-AGSXMJPOSA-N	795.526164			
BASm0038334	Lysyl-PG(14:0/18:0)					C41H80NO12P		GDWSYALYERQMAR-XEZIGOATSA-N	809.541814			
BASm0038335	Lysyl-PG(14:0/18:1(9z))					C41H78NO12P		QGZUKQQMYJVBPH-KWEXGPIYSA-N	807.526164			
BASm0038336	Lysyl-PG(14:0/19:0cycw8)					C42H80NO12P		QHMRHBSSRFBYFL-ATWBCRSMSA-N	821.541814			
BASm0038337	Lysyl-PG(15:0/15:0)					C39H76NO12P		KOGUZUUVFDXSSL-QGBCWPEESA-N	781.5105139			
BASm0038338	Lysyl-PG(15:0/16:0)					C40H78NO12P		XIMIDAVSOAHHAO-AGSXMJPOSA-N	795.526164			
BASm0038339	Lysyl-PG(15:0/16:1(9z))					C40H76NO12P		QOLSPUSKCMDFSL-WRECMSSASA-N	793.5105139			
BASm0038340	PA(15:0/17:0)	PA(15:0/17:0) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(15:0/17:0), in particular, consists of one pentadecanoyl chain to the C-1 atom, and one heptadecanoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids.				C35H69O8P		UMXXJKHTIKKBMH-MGBGTMOVSA-N	648.4730062			
BASm0038341	CDP-DG(15:0/17:0)	CDP-DG(15:0/17:0) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(15:0/17:0), in particular, consists of two pentadecanoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(15:0/17:0) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway.				C44H81N3O15P2		HCAULGZMJPGMOT-BQUKFSKHSA-N	953.5142929			
BASm0038342	PGP(15:0/17:0)	PGP(15:0/17:0) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(15:0/17:0), in particular, consists of one pentadecanoyl chain to the C-1 atom, and one heptadecanoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase.				C38H76O13P2		CYBOEAPODPKSAS-MPQUPPDSSA-N	802.4761165			
BASm0038343	PG(15:0/17:0)	PG(15:0/17:0) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/17:0), in particular, consists of one pentadecanoyl chain to the C-1 atom, and one heptadecanoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes.				C38H75O10P		MLMUQPVUWKHGQY-MPQUPPDSSA-N	722.5097856			
BASm0038344	Lysyl-PG(15:0/17:0)					C41H80NO12P		AQGNAYPZDDHNOD-XEZIGOATSA-N	809.541814			
BASm0038345	Lysyl-PG(15:0/18:0)					C42H82NO12P		AGLBJLKIUDPVCT-VDYROPKHSA-N	823.5574641			
BASm0038346	Lysyl-PG(15:0/18:1(9z))					C42H80NO12P		RLNPVWMNEJDKJJ-FDENMXRMSA-N	821.541814			
BASm0038347	PA(15:0/19:0cycw8)	PA(15:0/19:0cycw8) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols				C37H71O8P		GEMNEWKAMLZEMZ-KOZIHUGVSA-N	674.4886562			
BASm0038348	CDP-DG(15:0/19:0cycw8)	CDP-DG(15:0/19:0cycw8) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol				C46H83N3O15P2		ZJYAARRSZOEWAI-QSDZREPESA-N	979.529943			
BASm0038349	PGP(15:0/19:0cycw8)	PGP(15:0/19:0cycw8) belongs to the class of glycerophosphoglycerophosphates				C40H78O13P2		WECDITCKYGONSX-FKTBZTESSA-N	828.4917666			
BASm0038350	PG(15:0/19:0cycw8)	PG(15:0/19:0cycw8) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols				C40H77O10P		VFIDLFRQJZNTIU-FKTBZTESSA-N	748.5254357			
BASm0038351	Lysyl-PG(15:0/19:0cycw8)					C43H82NO12P		LLDDZHQXPBSMEC-TVHJFYRRSA-N	835.5574641			
BASm0038352	Lysyl-PG(16:0/16:0)					C41H80NO12P		WKXHOGNEWJHULA-XEZIGOATSA-N	809.541814			
BASm0038353	Lysyl-PG(16:0/16:1(9z))					C41H78NO12P		JUGIKLWIJPKUBW-WZBGLIDVSA-N	807.526164			
BASm0038354	Lysyl-PG(16:0/19:0cycw8)					C45H86NO12P		KFNMXYQAVGRCEC-GYWJBRSJSA-N	863.5887642			
BASm0038355	Lysyl-PG(16:1(9z)/16:1(9z))					C41H76NO12P		IOZLOWYGRNMIPK-XUDVFEKYSA-N	805.5105139			
BASm0038356	Lysyl-PG(16:1(9z)/17:0)					C42H80NO12P		VQBBJCIILUABLX-RNXJCWOVSA-N	821.541814			
BASm0038357	Lysyl-PG(16:1(9z)/18:0)					C43H82NO12P		BLSLQPOEINXVSM-WOPBAKPWSA-N	835.5574641			
BASm0038358	Lysyl-PG(16:1(9z)/18:1(9z))					C43H80NO12P		UNMFUYJALNEZMD-AROINGBISA-N	833.541814			
BASm0038359	Lysyl-PG(16:1(9z)/19:0cycw8)					C44H82NO12P		LTERFANGZLLVOP-PDCDYHCTSA-N	847.5574641			
BASm0038360	Lysyl-PG(17:0/17:0)					C43H84NO12P		LVWGQIKRFSPHEH-UCHUAQGBSA-N	837.5731141			
BASm0038361	Lysyl-PG(18:0/18:0)					C45H88NO12P		SRLSWBWQUVBLCE-WTQYMLSTSA-N	865.6044143			
BASm0038362	PGP(18:0/19:0cycw8)	PGP(18:0/19:0cycw8) belongs to the class of glycerophosphoglycerophosphates				C43H84O13P2		URHIMGRRJTWUMI-HZBKMZFUSA-N	870.5387168			
BASm0038363	PG(18:0/19:0cycw8)	PG(18:0/19:0cycw8) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols				C43H83O10P		KOZKRRJMZIHMJF-HZBKMZFUSA-N	790.5723859			
BASm0038364	Lysyl-PG(18:0/19:0cycw8)					C46H88NO12P		QQSXXNRIVRTHFF-DRPNRHTJSA-N	877.6044143			
BASm0038365	Lysyl-PG(18:1(9z)/19:0cycw8)					C46H86NO12P		CWLWEIRWGTUHRK-WKPFAHPVSA-N	875.5887642			
BASm0038366	Lysyl-PG(19:0cycw8/19:0cycw8)					C47H88NO12P		XIDDONAXIKCAEY-FCULCBJBSA-N	889.6044143			
BASm0038367	N-Acetyl-β-D-mannosaminyl-(1->4)-N-acetyl-alpha-D-glucosaminyl-diphospho-ditrans,octacis-undecaprenol					C71H118N2O17P2		CALMUTCFVFZDOC-BHUBDZAQSA-N	1332.790574			
BASm0038368	4-O-[(2R)-1-Glycerophospho]-N-acetyl-beta-D-mannosaminyl-(1->4)-N-acetyl-alpha-D-glucosaminyl-diphospho-ditrans,octacis-undecaprenol					C74H125N2O22P3		VALAJJHDWQFMQN-JBWDJCDQSA-N	1486.793685			
BASm0038369	4-O-{Poly[(2R)-glycerophospho]-(2R)-glycerophospho}-N-acetyl-beta-D-mannosaminyl-(1->4)-N-acetyl-alpha-D-glucosaminyl-diphospho-ditrans,octacis-undecaprenol					C74H125N2O22P3(C3H7O5P)n		XTZSKDGCELJMAX-RVJRVLLYSA-N				
BASm0038370	4-O-{Poly[(2R)-2-alpha-D-glucosyl-1-glycerophospho]-(2R)-glycerophospho}-N-acetyl-beta-D-mannosaminyl-(1->4)-N-acetyl-alpha-D-glucosaminyl-diphospho-ditrans,octacis-undecaprenol;					C74H125N2O22P3(C9H17O10P)n		PHJBVOZAIVTFTI-PCXIQRECSA-N				
BASm0038371	PolyGrop-WTA-peptidoglycan					C19H34NO12P2		LKLONUJQAIZEMM-FVVUREQNSA-L	530.1567217			
BASm0038372	4-O-[1-D-Ribitylphospho-(2R)-1-glycerophospho]-N-acetyl-beta-D-mannosaminyl-(1->4)-N-acetyl-alpha-D-glucosaminyl-diphospho-ditrans,octacis-undecaprenol					C79H136N2O29P4		KFPAGFLTIOIHLD-XLMJWGDZSA-N	1700.817924			
BASm0038373	4-O-[(1-D-Ribitylphospho)n-(1-D-ribitylphospho)-(2R)-1-glycerophospho]-N-acetyl-beta-D-mannosaminyl-(1->4)-N-acetyl-alpha-D-glucosaminyl-diphospho-ditrans,octacis-undecaprenol					C79H136N2O29P4(C5H11O7P)n		LSINQFDXOXFDJL-HHRRFLMKSA-N				
BASm0038374	4-O-[(2-beta-D-Glucosyl-1-D-ribitylphospho)n-(1-D-ribitylphospho)-(2R)-1-glycerophospho]-N-acetyl-beta-D-mannosaminyl-(1->4)-N-acetyl-alpha-D-glucosaminyl-diphospho-ditrans,octacis-undecaprenol					C79H136N2O29P4(C11H21O12P)n		WXIJINYZLXBCSY-WQKIZEBTSA-N				
BASm0038375	PolyRboP-WTA-peptidoglycan					C32H66O31P4		PLIPESHRKCPDQI-NXBWEAGSSA-N	1070.253853			
BASm0038376	4-O-(D-Ribitylphospho)n-di[(2R)-1-glycerophospho]-N-acetyl-beta-D-mannosaminyl-(1->4)-N-acetyl-alpha-D-glucosaminyl-diphospho-ditrans,octacis-undecaprenol					C77H132N2O27P4(C5H11O7P)n		WAOFXEGPSUNZBC-OWZWOMBPSA-N				
BASm0038377	4-O-(2-N-Acetyl-alpha-D-glucosaminyl-D-ribitylphospho)n-di[(2R)-1-glycerophospho]-N-acetyl-beta-D-mannosaminyl-(1->4)-N-acetyl-alpha-D-glucosaminyl-diphospho-ditrans,octacis-undecaprenol					C77H132N2O27P4(C13H24NO12P)n		CGWVOSJMYGNKHF-FTUBNCOMSA-N				
BASm0038378	4-O-(2-N-Acetyl-beta-D-glucosaminyl-D-ribitylphospho)n-di[(2R)-1-glycerophospho]-N-acetyl-beta-D-mannosaminyl-(1->4)-N-acetyl-alpha-D-glucosaminyl-diphospho-ditrans,octacis-undecaprenol					C77H132N2O27P4(C13H24NO12P)n		CGWVOSJMYGNKHF-ZZMNTGOUSA-N				
BASm0038379	Poly(ribitol-phosphate)-WTA-peptidoglycan					C69H129N4O40P5		ZQXHCSGLSSPCLY-IWSCKEEOSA-N	1808.68712			
BASm0038380	4-O-(2-N-Acetyl-beta-D-glucosaminyl-D-ribitylphospho)n-di[(2R)-1-glycerophospho]-N-acetyl-beta-D-mannosaminyl-(1->4)-N-acetyl-alpha-D-glucopyranosyl-diphospho-ditrans,octacis-undecaprenol					C64H118N3O38P5		OZGDUEDCKIXQJD-ZNOOMQJMSA-N	1691.608141			
BASm0038381	Alaninated Poly(RboP)-WTA-peptidoglycan (Tarp product)					C70H127N4O40P5		BFJPCEPCXMQSAW-RDIKKHKHSA-N	1818.67147			
BASm0038382	GroP-DGlcDG(16:0/16:0)					C53H103O23P		OGMMQDLWOCRKRO-HCRFAFQUSA-N	1138.662777			
BASm0038383	GlcDG(16:0/16:0)					C41H78O10		DFUALJIUMYYHRG-KAXIARAUSA-N	730.5594987			
BASm0038384	Glc2-DG(16:0/16:0)					C47H88O15		TUUXXJDESDKYDH-HWISEDEOSA-N	892.6123221			
BASm0038385	D-Ala-GroP-DGlcDG(16:0/16:0)					C53H100NO21P		SPKMXGHQAPBLRQ-CIHBBSGZSA-N	1117.652546			
BASm0038386	D-Ala-GroP2-DGlcDG(16:0/16:0)					C56H107NO26P2		DBQCXAXBEYFJIH-IAMVRIHWSA-N	1271.655657			
BASm0038387	D-Ala2-GroP2-DGlcDG(16:0/16:0)					C59H112N2O27P2		BKKBXIFBSHKGDW-SORONAODSA-N	1342.69277			
BASm0038388	D-Ala2-GroP3-DGlcDG(16:0/16:0)					C62H119N2O32P3		OLJLJHCTKZAMII-ITUZQWSSSA-N	1496.695881			
BASm0038389	Und-P-GlcNAc					C38H64NO9P		LCZKWSNRXIGISK-WFGAWLSZSA-N	709.4318696			
BASm0038390	D-Ala2-GlcNAc-GroP3-DGlcDG(16:0/16:0)					C70H132N3O37P3		ROUPUYLXTUHUDQ-GJUMONBBSA-N	1699.775253			
BASm0038391	D-Ala2-GlcNAc-GroP4-DGlcDG(16:0/16:0)					C73H139N3O42P4		LBWMRFCYHPGZKO-CLKBMSEFSA-N	1853.778364			
BASm0038392	D-Ala2-GlcNAc-GroP5-DGlcDG(16:0/16:0)					C76H146N3O47P5		SCPGXGBBIXZREK-VUAFPWINSA-N	2007.781474			
BASm0038393	D-Ala2-GlcNAc2-GroP5-DGlcDG(16:0/16:0)					C84H159N4O52P5		OIMDWDDSYYXZBO-HUHABCCTSA-N	2210.860846			
BASm0038394	KDO2​-palmitoleoyl-myristoyl-lipid A					C345H626N6O117P6		JCDIGCBVEGMNIL-AQFSASNBSA-N	6912.164497			
BASm0038395	(KDO)2-[(3R)-3-hydroxymyristoyl]-acylated-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-lipid IVA					C98H180N2O39P2		XILGUTJIKMWHLL-QXZBEVDVSA-N	2071.163848			
BASm0038396	(KDO)2-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A					C108H198N2O40P2		CKKQBNVHSHPZPR-SNJKQJGJSA-N	2225.299613			
BASm0038397	(KDO)2-[(3R)-3-hydroxymyristoyl, lauroyl]-hexa-acylated lipid A					C110H202N2O40P2		DBNUAOMJVGIXOB-TYAFSEFQSA-N	2253.330913			
BASm0038398	(KDO)2-[(3R)-3-hydroxymyristoyl, palmitoyl]-hexa-acylated lipid A					C114H210N2O40P2		ITPIYKWUNCNWAE-MMQYJDQWSA-N	2309.393514			
BASm0038399	(KDO)2-[(3R)-3-hydroxymyristoyl, palmitoleoyl]-hexa-acylated lipid A					C114H208N2O40P2		CCADOSMMQYWCQR-MMQYJDQWSA-N	2307.377864			
BASm0038400	(KDO)2-[decanoyl]-acylated-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-lipid IVA					C94H172N2O38P2		VLKRFOLFTMXILT-SNFVFYCASA-N	1999.106333			
BASm0038401	(KDO)2-[decanoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A					C108H198N2O40P2		AHEAKKOPTNSXNY-SNJKQJGJSA-N	2225.299613			
BASm0038402	(KDO)2-[decanoyl, decanoyl]-hexa-acylated lipid A					C104H190N2O39P2		WFAQOOOTIWORGB-MCMQNEQFSA-N	2153.242098			
BASm0038403	(KDO)2-[decanoyl, lauroyl]-hexa-acylated lipid A					C106H194N2O39P2		DOSLIFZIBJVQDZ-FFHPDPBISA-N	2181.273398			
BASm0038404	(KDO)2-[decanoyl, palmitoyl]-hexa-acylated lipid A					C110H202N2O39P2		AYAQEYJRPUSTCZ-UZSRVSLSSA-N	2237.335999			
BASm0038405	(KDO)2-[decanoyl, palmitoleoyl]-hexa-acylated lipid A					C110H200N2O39P2		KHGNPBIWXLGOHN-UZSRVSLSSA-N	2235.320349			
BASm0038406	(KDO)2-[lauroyl]-acylated-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-lipid IVA					C96H176N2O38P2		JVUUYJGQIVCMIU-OOKKYFIDSA-N	2027.137633			
BASm0038407	(KDO)2-[lauroyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A					C110H202N2O40P2		QWJDDJREHRURPM-TYAFSEFQSA-N	2253.330913			
BASm0038408	(KDO)2-[lauroyl, decanoyl]-hexa-acylated lipid A					C106H194N2O39P2		WOXHWZQEPRHHNT-FFHPDPBISA-N	2181.273398			
BASm0038409	(KDO)2-[lauroyl, lauroyl]-hexa-acylated lipid A					C108H198N2O39P2		XGXMBZSUKFNHBA-JHUSYNKNSA-N	2209.304699			
BASm0038410	(KDO)2-[lauroyl, palmitoyl]-hexa-acylated lipid A					C112H206N2O39P2		ZVMCHYNHPTXRTN-KAAZSKPDSA-N	2265.367299			
BASm0038411	(KDO)2-[lauroyl, palmitoleoyl]-hexa-acylated lipid A					C112H204N2O39P2		GCRXABJAPCCGPX-KAAZSKPDSA-N	2263.351649			
BASm0038412	(KDO)2-[palmitoyl]-acylated-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-lipid IVA					C100H184N2O38P2		LDKYKDQAKNLWER-QKERJXAESA-N	2083.200233			
BASm0038413	(KDO)2-[palmitoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A					C114H210N2O40P2		ZZRBOHPFMSPQLX-MMQYJDQWSA-N	2309.393514			
BASm0038414	(KDO)2-[palmitoyl, decanoyl]-hexa-acylated lipid A					C110H202N2O39P2		GFEVUEDYQCKNGC-UZSRVSLSSA-N	2237.335999			
BASm0038415	(KDO)2-[palmitoyl, lauroyl]-hexa-acylated lipid A					C112H206N2O39P2		IYLQDCSXPMYFEB-KAAZSKPDSA-N	2265.367299			
BASm0038416	(KDO)2-[palmitoyl, palmitoyl]-hexa-acylated lipid A					C116H214N2O39P2		JHTZACMTVZXPJZ-KVRHWBPPSA-N	2321.429899			
BASm0038417	(KDO)2-[palmitoyl, palmitoleoyl]-hexa-acylated lipid A					C116H212N2O39P2		UMPFCVXGJIACPZ-KVRHWBPPSA-N	2319.414249			
BASm0038418	(KDO)2-[palmitoleoyl]-acylated-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-lipid IVA					C100H182N2O38P2		GUGOELZTMNFFOJ-QKERJXAESA-N	2081.184583			
BASm0038419	(KDO)2-[palmitoleoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A					C114H208N2O40P2		BNTLMHIDLNDBFB-MMQYJDQWSA-N	2307.377864			
BASm0038420	(KDO)2-[palmitoleoyl, decanoyl]-hexa-acylated lipid A					C110H200N2O39P2		LJSHHCXIAHFBQU-UZSRVSLSSA-N	2235.320349			
BASm0038421	(KDO)2-[palmitoleoyl, lauroyl]-hexa-acylated lipid A					C112H204N2O39P2		SMZFLDMYZNZBKQ-KAAZSKPDSA-N	2263.351649			
BASm0038422	(KDO)2-[palmitoleoyl, palmitoyl]-hexa-acylated lipid A					C116H212N2O39P2		JPAZKHMXEYPZQL-KVRHWBPPSA-N	2319.414249			
BASm0038423	(KDO)2-[palmitoleoyl, palmitoleoyl]-hexa-acylated lipid A					C116H210N2O39P2		OHRBEPNHADXZOP-KVRHWBPPSA-N	2317.398599			
BASm0038424	Hep-(Kdo)2-phosphate-[lauroyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A					C117H215N2O48P3		OYSUVVMWZNDRTF-JZCUPFJHSA-N	2509.365718			
BASm0038425	(Hep)2-(Kdo)2-phosphate-[lauroyl, myristoyl]-hexa-acylated lipid A					C124H227N2O54P3		QQDKROYPLTZMSD-JBCPIXSXSA-N	2701.429106			
BASm0038426	(Hep)2-(Kdo)2-bisphosphate-[lauroyl, myristoyl]-hexa-acylated lipid A					C124H228N2O57P4		RYUKNTBFNWYIBD-JMMAVVSISA-N	2781.395437			
BASm0038427	(Hep)3-(Kdo)2-bisphosphate-[lauroyl, myristoyl]-hexa-acylated lipid A					C131H240N2O63P4		DNVCFPZDRMBOAP-YHXJXLDMSA-N	2973.458825			
BASm0038428	Glc-(Hep)3-(Kdo)2-bisphosphate-[lauroyl, myristoyl]-hexa-acylated lipid A					C137H250N2O68P4		VKFIYUJABNUDBU-PMRUGKOBSA-N	3135.511648			
BASm0038429	Gal-Glc-(Hep)3-(Kdo)2-bisphosphate-[lauroyl, myristoyl]-hexa-acylated lipid A					C143H260N2O73P4		CVVNTYVOGWDJEK-GGAQDKMGSA-N	3297.564472			
BASm0038430	Gal-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[lauroyl, myristoyl]-hexa-acylated lipid A					C149H270N2O78P4		PGAHJQJNDTVAFY-GXUWYVERSA-N	3459.617295			
BASm0038431	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[lauroyl, myristoyl]-hexa-acylated lipid A core					C155H280N2O83P4		DKKKKYKQUGCIFS-OFIVXNJOSA-N	3621.670118			
BASm0038432	O1A					C34H58N2O23		RENWTGZTMRAMPA-AVYAGNKFSA-N	862.3430361			
BASm0038433	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[lauroyl, myristoyl]-hexa-acylated O1A:1 lipopolysaccharide					C189H336N4O105P4		RJRXXIQQXFTEMF-GWTJDIQPSA-N	4466.00259			
BASm0038434	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl,  (3R)-3-hydroxymyristoyl]-hexa-acylated O1A:2 lipopolysaccharide					C257H448N8O149P4		IBDFTRCGHBGOQX-UHFFFAOYSA-N	6154.667533			
BASm0038435	(KDO)2-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A					C112H206N2O41P2		LYDUYWLQEVCPDH-QENUBEJMSA-N	2297.357128			
BASm0038436	Hep-(Kdo)2-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A					C119H218N2O47P2		AWAAEDHIKPYRKY-JBYUAYTOSA-N	2489.420516			
BASm0038437	Hep-(Kdo)2-phosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A					C119H219N2O50P3		UBOBRWBWOWAWMX-CXDYVFBESA-N	2569.386847			
BASm0038438	(Hep)2-(Kdo)2-phosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A					C126H231N2O56P3		JVPGNIMSEUCZRE-RYQDSKSYSA-N	2761.450235			
BASm0038439	(Hep)2-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A					C126H232N2O59P4		ZJOLBNOFNLYIIB-QYTWQKQESA-N	2841.416566			
BASm0038440	(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A					C133H244N2O65P4		VXCKGKRLUAWBRE-GCPSXCDOSA-N	3033.479954			
BASm0038441	Glc-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A					C139H254N2O70P4		XLVWONKTMXPZPA-UUHKPLQJSA-N	3195.532778			
BASm0038442	Gal-Glc-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A					C145H264N2O75P4		JKHNUMUQLKTAPM-NLURGQPISA-N	3357.585601			
BASm0038443	Gal-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A					C151H274N2O80P4		DUTFHVDRZULNNG-OUWDSSFDSA-N	3519.638424			
BASm0038444	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A core					C157H284N2O85P4		RZHKGLXCTIUCNF-GFGACJFPSA-N	3681.691248			
BASm0038445	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O10:1 lipopolysaccharide					C193H344N4O108P4		ALUYEVRHOUYPMA-KXCROZFDSA-N	4570.049934			
BASm0038446	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O10-O10:2 lipopolysaccharide					C265H464N8O154P4		FUPVJEBQCOYHPY-UHFFFAOYSA-N	6346.767306			
BASm0038447	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O1A:1 lipopolysaccharide					C191H340N4O107P4		ZUQNNNWQGPNNFE-UHFFFAOYSA-N	4526.023719			
BASm0038448	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O1A:2 lipopolysaccharide					C259H452N8O151P4		OOZUJBCKJXDONZ-UHFFFAOYSA-N	6214.688662			
BASm0038449	O1B					C34H58N2O24		NHXRBSWGPLDSHV-LMVKWYKASA-N	878.3379508			
BASm0038450	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O1B:1 lipopolysaccharide					C191H340N4O108P4		FSDCLMKVOFSJIN-UZTXEECFSA-N	4542.018634			
BASm0038451	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O1B:2 lipopolysaccharide					C259H452N8O154P4		AETAKIKYLFCOPQ-UHFFFAOYSA-N	6262.673406			
BASm0038452	O1C					C34H58N2O24		UAAUXOFLRVTKIH-MOQNPBJFSA-N	878.3379508			
BASm0038453	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O1C:1 lipopolysaccharide					C191H340N4O108P4		YIEOVUVENIREAB-HQRATFOUSA-N	4542.018634			
BASm0038454	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O2:1 lipopolysaccharide					C191H340N4O106P4		YRXVPNSTNIYBEN-BLOVHYDGSA-N	4510.028805			
BASm0038455	O3					C36H61N3O25		JTATVSFJBZZCDX-LVRUWSPRSA-N	935.3594145			
BASm0038456	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O3:1 lipopolysaccharide					C193H343N5O109P4		RGFHROIZHABDEZ-UJICGEFESA-N	4599.040098			
BASm0038457	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O3:2 lipopolysaccharide					C265H461N11O157P4		KXQZVLSACFXVJD-UHFFFAOYSA-N	6433.737797			
BASm0038458	O4					C28H48N2O19		WJLBSXRMGHPJLJ-TWMQBWQSSA-N	716.2851273			
BASm0038459	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O4:2 lipopolysaccharide					C241H422N8O139P4		UNQIOACVYHYRKH-UHFFFAOYSA-N	5776.514936			
BASm0038460	O4A					C34H58N2O24		APBNWZOOXJFCFJ-SZDJOWQESA-N	878.3379508			
BASm0038461	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O4A:1 lipopolysaccharide					C191H340N4O108P4		QCJUCCHPFIMPKT-WYASNEMPSA-N	4542.018634			
BASm0038462	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O4A:2 lipopolysaccharide					C259H452N8O154P4		SNTSCSIVKVVFFY-UHFFFAOYSA-N	6262.673406			
BASm0038463	O5ab					C27H46N2O19		XLUWRGSDBQHBCS-SSFNZKQYSA-N	702.2694773			
BASm0038464	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O5ab:1 lipopolysaccharide					C184H328N4O103P4		KCQGJBCBYQYMBX-NBIODGECSA-N	4365.95016			
BASm0038465	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O5ab:2 lipopolysaccharide					C238H416N8O139P4		SBGWPKVHMSCVJU-UHFFFAOYSA-N	5734.467986			
BASm0038466	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O5ac:2 lipopolysaccharide					C238H416N8O139P4		ZMESYMTVGGVSRT-UHFFFAOYSA-N	5734.467986			
BASm0038467	O6					C34H58N2O26		JLSLGRFWNNDXQC-CMSVXEBXSA-N	910.32778			
BASm0038468	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O6:1 lipopolysaccharide					C191H340N4O110P4		TUMRFGKNAUHRTK-MTTQOMODSA-N	4574.008463			
BASm0038469	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O6:2 lipopolysaccharide					C259H452N8O160P4		VSUJYLCUXNRQQV-UHFFFAOYSA-N	6358.642894			
BASm0038470	O6A					C36H61N3O26		VUTDKYWSYAMKOW-XAFKLXTKSA-N	951.3543291			
BASm0038471	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O6A:1 lipopolysaccharide					C193H343N5O110P4		GLADKVBUIXAXRE-DZMJXRAWSA-N	4615.035012			
BASm0038472	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O6A:2 lipopolysaccharide					C265H461N11O160P4		DXWKTMHJHKLHDU-UHFFFAOYSA-N	6481.722541			
BASm0038473	O7					C34H58N2O24		ORIQVAUBDQEKSO-YYWCQEQCSA-N	878.3379508			
BASm0038474	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O7:1 lipopolysaccharide					C191H340N4O108P4		OWUDKWCDDWUZBN-WIIULXFESA-N	4542.018634			
BASm0038475	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O7:2 lipopolysaccharide					C259H452N8O154P4		NKIFYPDOAUBHOU-UHFFFAOYSA-N	6262.673406			
BASm0038476	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O8:1 lipopolysaccharide					C175H314N2O100P4		IDQSSBMZXOREPN-ZHNAVZKWSA-N	4167.849718			
BASm0038477	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O8:2 lipopolysaccharide					C211H374N2O130P4		YYQFNEZFMRRQPD-UHFFFAOYSA-N	5140.166659			
BASm0038478	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O9:1 lipopolysaccharide					C187H334N2O110P4		XYOCVBQDNGFJND-NBXRWQEXSA-N	4491.955365			
BASm0038479	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O9:2 lipopolysaccharide					C247H434N2O160P4		RKGSXODQJKICBY-UHFFFAOYSA-N	6112.483599			
BASm0038480	O9a					C24H42O21		NXPDEZAEUSDDQF-FXWJUQKKSA-N	666.2218584			
BASm0038481	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O9a:1 lipopolysaccharide					C181H324N2O105P4		IRHUIOFEXYMRKD-ZNGXHKINSA-N	4329.902542			
BASm0038482	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O9a:2 lipopolysaccharide					C229H404N2O145P4		GSCUCFRJVVXJDB-UHFFFAOYSA-N	5626.325129			
BASm0038483	O10					C36H62N2O24		AFOHFHFZLUITKL-NEOATPTDSA-N	906.3692509			
BASm0038484	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O10:2 lipopolysaccharide					C265H464N8O154P4		AWRSEIJRTVEHMW-UHFFFAOYSA-N	6346.767306			
BASm0038485	O11					C34H58N2O24		HPDAZJFIKKUGAY-QGUSJHRTSA-N	878.3379508			
BASm0038486	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O11:1 lipopolysaccharide					C191H340N4O108P4		HNSIWLZLAHZICX-AQJVLMAISA-N	4542.018634			
BASm0038487	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O11:2 lipopolysaccharide					C259H452N8O154P4		XZFBQPPLRYOVEW-UHFFFAOYSA-N	6262.673406			
BASm0038488	O12					C30H51N3O20		RYMCGYAKPWLKRR-SLDDXHHQSA-N	773.3065911			
BASm0038489	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O12:1 lipopolysaccharide					C187H333N5O104P4		GAAWZQPDOBADOG-XFNPEAQXSA-N	4436.987274			
BASm0038490	O13					C32H55NO23		UEXWRHLSEBCABW-LGFMTLJBSA-N	821.316487			
BASm0038491	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O13:1 lipopolysaccharide					C189H337N3O107P4		PCAPJTUWRAUABI-CDFRLHCASA-N	4484.99717			
BASm0038492	O15					C22H38N2O15		FTGVNHMEJZCJPC-YTFZEMQPSA-N	570.2272185			
BASm0038493	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O15:1 lipopolysaccharide					C179H320N4O99P4		YCHHYMPZEXCMIO-UQFUPBPSSA-N	4233.907902			
BASm0038494	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O15:2 lipopolysaccharide					C223H392N8O127P4		IHWLPMVANUTDDP-UHFFFAOYSA-N	5338.341209			
BASm0038495	O16A					C34H57NO26		RRMZOPPRKSGJNU-PTTFOKMUSA-N	895.316881			
BASm0038496	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O16A:1 lipopolysaccharide					C191H339N3O110P4		LPJKZPYVJWTFMR-ZLSVHRJMSA-N	4558.997564			
BASm0038497	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O16A:2 lipopolysaccharide					C259H449N5O160P4		PKCLBOHCVDCGLT-UHFFFAOYSA-N	6313.610197			
BASm0038498	O16B					C26H45NO20		VTGXTQXNFRHKJT-OHTKOJFVSA-N	691.2534929			
BASm0038499	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O16B:1 lipopolysaccharide					C183H327N3O104P4		QGAIGWAJMGHUOW-WVVCNXIBSA-N	4354.934176			
BASm0038500	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O16B:2 lipopolysaccharide					C235H413N5O142P4		HNDHSNNXCKIELM-UHFFFAOYSA-N	5701.420032			
BASm0038501	O16C					C28H47NO21		LNQKLDUUKBENAO-PPHSUMSXSA-N	733.2640575			
BASm0038502	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O16C:1 lipopolysaccharide					C185H329N3O105P4		RFYFSVFHFBYABT-SXUXZVTPSA-N	4396.944741			
BASm0038503	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O16C:2 lipopolysaccharide					C241H419N5O145P4		IEJQFPJIIAPCNP-UHFFFAOYSA-N	5827.451726			
BASm0038504	O17					C32H55NO26		LVGDXYQFZSODBY-LVOKKFAQSA-N	869.3012309			
BASm0038505	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O17:1 lipopolysaccharide					C189H337N3O110P4		VHFMBIPZESFWNK-XVJPBJGCSA-N	4532.981914			
BASm0038506	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O17:2 lipopolysaccharide					C253H443N5O160P4		ZCOTUOKMRKJZIT-UHFFFAOYSA-N	6235.563246			
BASm0038507	O18A					C34H58N2O25		BNZVKCALTNKRQS-UCHGCWCISA-N	894.3328654			
BASm0038508	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O18A:1 lipopolysaccharide					C191H340N4O109P4		JSFBZVHQWWZEJH-QZUIRMJYSA-N	4558.013549			
BASm0038509	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O18A:2 lipopolysaccharide					C259H452N8O157P4		KONZBEREXNSAIM-UHFFFAOYSA-N	6310.65815			
BASm0038510	O18A1					C40H68N2O30		CHKMQRILXVKQHF-AXGIXPIWSA-N	1056.385689			
BASm0038511	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O18A1:1 lipopolysaccharide					C197H350N4O114P4		MXWIQAZTEBUGON-UHFFFAOYSA-N	4720.066372			
BASm0038512	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O18A1:2 lipopolysaccharide					C277H482N8O172P4		RURXBTPQCNSZDF-UHFFFAOYSA-N	6796.81662			
BASm0038513	O18A1A2					C38H65NO30		DTLKFANOFWFJOF-PQSOUMHZSA-N	1015.35914			
BASm0038514	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O18A1A2:1 lipopolysaccharide					C195H347N3O114P4		LDEBUXREYNUCQD-UHFFFAOYSA-N	4679.039823			
BASm0038515	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O18A1A2:2 lipopolysaccharide					C271H473N5O172P4		BGXYDGKTEJHTHA-UHFFFAOYSA-N	6673.736973			
BASm0038516	O18ab					C32H55NO25		NXGSCCMIYNESNL-JLKVYEACSA-N	853.3063163			
BASm0038517	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O18ab:1 lipopolysaccharide					C189H337N3O109P4		IFQPEPSCSKZKER-UHFFFAOYSA-N	4516.986999			
BASm0038518	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O18B:2 lipopolysaccharide					C253H443N5O157P4		XGVGJGIJGYVDHV-UHFFFAOYSA-N	6187.578503			
BASm0038519	O18B1					C38H65NO30		GAMLDVXKAWNOHC-XPTYMFNNSA-N	1015.35914			
BASm0038520	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O18B1:1 lipopolysaccharide					C195H347N3O114P4		BVPYQGYCVFPFHV-UDQRBCSISA-N	4679.039823			
BASm0038521	O19ab					C34H57NO24		CSYALURTUWJMEH-FJUXHVTPSA-N	863.3270517			
BASm0038522	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O19ab:1 lipopolysaccharide					C191H339N3O108P4		UDXQBICCWBHZDZ-UIMILNKESA-N	4527.007735			
BASm0038523	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O19ab:2 lipopolysaccharide					C259H449N5O154P4		ADXVKCPLEYZCMO-UHFFFAOYSA-N	6217.640709			
BASm0038524	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O20ab:1 lipopolysaccharide					C168H302N2O94P4		MWIYSVAQHDUSHK-YSCIHJQTSA-N	3975.78633			
BASm0038525	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O20ab:2 lipopolysaccharide					C190H338N2O112P4		VCTQWGOABMCPOS-KDSKZLFQSA-N	4563.976494			
BASm0038526	O20ac					C17H30O15		SNOFCJYOIJDFPY-PHVGDLRESA-N	474.1584703			
BASm0038527	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O20ac:1 lipopolysaccharide					C174H312N2O99P4		MVDHSCJRNQNBRS-UHFFFAOYSA-N	4137.839153			
BASm0038528	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O20ac:2 lipopolysaccharide					C208H368N2O127P4		ULDZGRFFJARZRK-AINNKTKGSA-N	5050.134965			
BASm0038529	O21					C34H58N2O26		MBUKHIOANFZSMX-BGASZYBJSA-N	910.32778			
BASm0038530	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O21:1 lipopolysaccharide					C191H340N4O110P4		GAKNOAASCQSVCA-NQZADXSJSA-N	4574.008463			
BASm0038531	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O21:2 lipopolysaccharide					C259H452N8O160P4		ZPYDKFISNBHULV-UHFFFAOYSA-N	6358.642894			
BASm0038532	O22					C36H58N2O28		UJTKIYYCIFWCAU-WEVHHCHOSA-N	966.3176092			
BASm0038533	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O22:1 lipopolysaccharide					C193H340N4O112P4		IQLGXFNBIZXGOQ-IEZNFIKQSA-N	4629.998292			
BASm0038534	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O22:2 lipopolysaccharide					C265H452N8O166P4		XOLUFTBWDSWMAG-UHFFFAOYSA-N	6526.612381			
BASm0038535	O23A					C42H71N3O31		CCIKUZFDQDMCGZ-GERVDLQLSA-N	1113.407153			
BASm0038536	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O23A:1 lipopolysaccharide					C199H353N5O115P4		OJMWKGSVAKMBLJ-IPEYHBDYSA-N	4777.087836			
BASm0038537	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O23A:2 lipopolysaccharide					C283H491N11O175P4		LECOMFPSTIOADB-UHFFFAOYSA-N	6967.881011			
BASm0038538	O24					C31H52N2O24		YKPOWGRXGQIXHG-MLHMPRBCSA-N	836.2910006			
BASm0038539	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O24:1 lipopolysaccharide					C188H334N4O108P4		YZGZNWDHMRLKKY-UHFFFAOYSA-N	4499.971684			
BASm0038540	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O24:2 lipopolysaccharide					C250H434N8O154P4		IRMBLIPWUAJYBX-UHFFFAOYSA-N	6136.532555			
BASm0038541	O25					C34H58N2O24		YURXZWLJWAITDV-VNFPEWBWSA-N	878.3379508			
BASm0038542	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O25:1 lipopolysaccharide					C191H340N4O108P4		CRRKFSVDVCWTCC-XQUFCDDNSA-N	4542.018634			
BASm0038543	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O25:2 lipopolysaccharide					C259H452N8O154P4		MVFQOEWPGUZIKY-UHFFFAOYSA-N	6262.673406			
BASm0038544	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O25B:1 lipopolysaccharide					C191H339N3O109P4		UTMHVNPRXBQGLZ-GVHNSQSASA-N	4543.00265			
BASm0038545	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O25B:2 lipopolysaccharide					C259H449N5O157P4		SDRDLFUOSHOGID-UHFFFAOYSA-N	6265.625453			
BASm0038546	O26					C22H38N2O14		QMLILRVNCXYBAU-IVDKDGCCSA-N	554.2323039			
BASm0038547	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O26:1 lipopolysaccharide					C179H320N4O98P4		UQJMBEAUFHGYBC-ULTHSPMGSA-N	4217.912987			
BASm0038548	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O26:2 lipopolysaccharide					C223H392N8O124P4		BAQWJENGOSATLF-UHFFFAOYSA-N	5290.356466			
BASm0038549	O27A					C34H55NO28		LHBQSOZQLNXKGA-QKYDWBEYSA-N	925.2910601			
BASm0038550	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O27A:2 lipopolysaccharide					C259H443N5O166P4		VCILFONKIOABSZ-UHFFFAOYSA-N	6403.532734			
BASm0038551	O27B					C40H65NO33		DTIAXTOYOPIHHO-FFIGGDRZSA-N	1087.343884			
BASm0038552	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O27B:1 lipopolysaccharide					C197H347N3O117P4		LVQRAPNNVGNJCW-CAYXEFAASA-N	4751.024567			
BASm0038553	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O27B:2 lipopolysaccharide					C277H473N5O181P4		VQUKVSAFJUNRET-UHFFFAOYSA-N	6889.691204			
BASm0038554	O28ab					C25H45N2O21P		ORLOKPGVBHGTIY-AYGGTZSQSA-N	740.2252435			
BASm0038555	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O28ab:1 lipopolysaccharide					C182H327N4O105P5		DOJJFGPIRVYZDM-PEYSXALISA-N	4403.905927			
BASm0038556	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O28ab:2 lipopolysaccharide					C232H413N8O145P7		JFFHKLIVGAOJNU-UHFFFAOYSA-N	5848.335284			
BASm0038557	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O28ac:1 lipopolysaccharide					C184H329N4O106P5		RANGHNUJJFNPJM-SIUOIHSJSA-N	4445.916491			
BASm0038558	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O28ac:2 lipopolysaccharide					C238H419N8O148P7		CBYOQJBEUWTDGA-UHFFFAOYSA-N	5974.366978			
BASm0038559	O29					C37H65N2O30P		FNUQQIZNMSQFFI-AIONAFCLSA-N	1048.335976			
BASm0038560	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O29:1 lipopolysaccharide					C194H347N4O114P5		XOBVDSJEOXHCFN-VVTQUQGLSA-N	4712.016659			
BASm0038561	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O29:2 lipopolysaccharide					C268H473N8O172P7		QBMYQQVCBHTWLD-UHFFFAOYSA-N	6772.667481			
BASm0038562	O30					C28H46N2O22		FDBMYAWVXGXUSB-XIJNOLKSSA-N	762.2542211			
BASm0038563	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O30:1 lipopolysaccharide					C185H328N4O106P4		ZBEZRFXLIYIPBB-UHFFFAOYSA-N	4425.934904			
BASm0038564	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O30:2 lipopolysaccharide					C241H416N8O148P4		VRUOQWXMNLXPOR-UHFFFAOYSA-N	5914.422217			
BASm0038565	O32					C36H57NO29		DQJXPPNERNUJCN-IXWFNPOUSA-N	967.3016248			
BASm0038566	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O32:1 lipopolysaccharide					C193H339N3O113P4		ORFZBZWPEZBXMC-ONEBRILMSA-N	4630.982308			
BASm0038567	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O32:2 lipopolysaccharide					C265H449N5O169P4		QZJRJCMKDNPLFV-UHFFFAOYSA-N	6529.564428			
BASm0038568	O33					C31H55N2O26P		GXCVJHHICZHFAE-DKKVHTJWSA-N	902.2780669			
BASm0038569	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O33:1 lipopolysaccharide					C188H337N4O110P5		TXFZCXZHCNWQAQ-FKEAKVBMSA-N	4565.95875			
BASm0038570	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O33:2 lipopolysaccharide					C250H443N8O160P7		UOIIBEZZPJRXAU-UHFFFAOYSA-N	6334.493754			
BASm0038571	O35					C40H67N3O27		NPZOUAVSDQOOQA-ZMJILXTASA-N	1021.396194			
BASm0038572	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O35:1 lipopolysaccharide					C197H349N5O111P4		DUERRJWSGIVKJJ-UHFFFAOYSA-N	4685.076877			
BASm0038573	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O35:2 lipopolysaccharide					C277H479N11O163P4		CFYDLJNIBPNEKQ-UHFFFAOYSA-N	6691.848136			
BASm0038574	O36					C32H55NO23		MOPSKFSNQBTEBT-LFHXSSSTSA-N	821.316487			
BASm0038575	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O36:1 lipopolysaccharide					C189H337N3O107P4		JVBKOVBEJXUREJ-IGFODCCFSA-N	4484.99717			
BASm0038576	O37					C31H55N2O26P		UKEBRAIJUVTLJG-KPIQMXRESA-N	902.2780669			
BASm0038577	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O37:1 lipopolysaccharide					C188H337N4O110P5		IVMSPYZWQXRUTP-IIYKVLKJSA-N	4565.95875			
BASm0038578	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O37:2 lipopolysaccharide					C250H443N8O160P7		AVMJFZLABDJZSY-UHFFFAOYSA-N	6334.493754			
BASm0038579	O38					C38H62N4O27		OBJSNTZJTDWCDJ-CDHLOTDMSA-N	1006.360143			
BASm0038580	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O38:1 lipopolysaccharide					C195H344N6O111P4		LSKBZKMNILPYNY-PGDLBOHCSA-N	4670.040826			
BASm0038581	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O38:2 lipopolysaccharide					C271H464N14O163P4		ABMJXRDJAUTXIL-UHFFFAOYSA-N	6646.739982			
BASm0038582	O39					C36H62N2O25		WYJISABTPOHSED-UKHVISOHSA-N	922.3641655			
BASm0038583	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O39:1 lipopolysaccharide					C193H344N4O109P4		XQPVAFXSAKAVTA-DEIVVIQWSA-N	4586.044849			
BASm0038584	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O39:2 lipopolysaccharide					C265H464N8O157P4		JUPDRSPAIRKTST-MJTWKUNISA-N	6394.75205			
BASm0038585	O40					C26H45NO21		MYDQRNJYUNBGIJ-NGVWCQBFSA-N	707.2484075			
BASm0038586	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O40:1 lipopolysaccharide					C183H327N3O105P4		GQHZVBCDOGRJOG-JVXSXTAUSA-N	4370.929091			
BASm0038587	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O40:2 lipopolysaccharide					C235H413N5O145P4		CFEVPRGRZWWKFN-UHFFFAOYSA-N	5749.404776			
BASm0038588	O41					C40H68N2O29		QFJGSRANGXFENX-RVFUKAEFSA-N	1040.390774			
BASm0038589	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O41:1 lipopolysaccharide					C197H350N4O113P4		LZYXYAIZWDBBFX-UAGNVINMSA-N	4704.071457			
BASm0038590	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O41:2 lipopolysaccharide					C277H482N8O169P4		ITDDRDKQTLOYCX-UHFFFAOYSA-N	6748.831876			
BASm0038591	O42					C33H57N2O27P		NTBIPEYFSVOMLS-NHNJTUCLSA-N	944.2886316			
BASm0038592	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O42:1 lipopolysaccharide					C190H339N4O111P5		AUKFZEZWKZILTL-XTVUSGQFSA-N	4607.969315			
BASm0038593	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O42:2 lipopolysaccharide					C256H449N8O163P7		ATIBWFWIPROCOU-BEYDHLDYSA-N	6460.525449			
BASm0038594	O43					C34H58N2O24		YFKHHYPNJIOSLS-WKVZIQBNSA-N	878.3379508			
BASm0038595	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O43:1 lipopolysaccharide					C191H340N4O108P4		VMVWADIYBJNAKH-JNEXZMMXSA-N	4542.018634			
BASm0038596	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O43:2 lipopolysaccharide					C259H452N8O154P4		MBBHMBWUZDNRCG-UHFFFAOYSA-N	6262.673406			
BASm0038597	O44					C32H55NO26		FJYIXORWTVLXPE-UTKDXAACSA-N	869.3012309			
BASm0038598	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O44:1 lipopolysaccharide					C189H337N3O110P4		LCJODEZFSIVQMS-RQBPTTTOSA-N	4532.981914			
BASm0038599	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O44:2 lipopolysaccharide					C253H443N5O160P4		GEGNILMNWBAAMO-UHFFFAOYSA-N	6235.563246			
BASm0038600	O45					C22H37NO15		KJPZMUVIDFUHAQ-MTKVVDTISA-N	555.2163195			
BASm0038601	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O45:1 lipopolysaccharide					C179H319N3O99P4		IUTZLYSCUTXGCC-ZJJZXNQYSA-N	4218.897003			
BASm0038602	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O45:2 lipopolysaccharide					C223H389N5O127P4		YTKMYTZRBXPYDJ-UHFFFAOYSA-N	5293.308512			
BASm0038603	O45rel					C22H37NO16		GZZQGGNYXVJTPB-YHMVKISCSA-N	571.2112341			
BASm0038604	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O45rel:1 lipopolysaccharide					C179H319N3O100P4		YPMGUPKWJFGPKV-IWUMIIOYSA-N	4234.891917			
BASm0038605	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O45rel:2 lipopolysaccharide					C223H389N5O130P4		XPJPDEVFJWFFOY-UHFFFAOYSA-N	5341.293256			
BASm0038606	O46					C30H50N2O24		DHQXABUQKWMWMJ-ZUVUOPHLSA-N	822.2753505			
BASm0038607	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O46:1 lipopolysaccharide					C187H332N4O108P4		TVZBUVUSANSDQH-AQTQXLKLSA-N	4485.956034			
BASm0038608	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O46:2 lipopolysaccharide					C247H428N8O154P4		WUYUDTGSJBFBAZ-HVVWKRFNSA-N	6094.485605			
BASm0038609	O48					C34H56N2O26		UUDULPGEQRIKIS-QYLNCHALSA-N	908.3121299			
BASm0038610	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O48:1 lipopolysaccharide					C191H338N4O110P4		JJJLWOIIUCVWHJ-USWXQYSGSA-N	4571.992813			
BASm0038611	O49					C34H57N3O21		UOCGKDJSABONFK-TYCPORADSA-N	843.3484559			
BASm0038612	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O49:1 lipopolysaccharide					C191H339N5O105P4		URHGFKCPEHJFSS-NDQKMYQCSA-N	4507.029139			
BASm0038613	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O49:2 lipopolysaccharide					C259H449N11O145P4		HDZIPNAROPCWKE-UHFFFAOYSA-N	6157.704921			
BASm0038614	O50					C26H45NO18		PNXDKHVNTNKIJK-MFAXZTGVSA-N	659.2636636			
BASm0038615	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O50:1 lipopolysaccharide					C183H327N3O102P4		FJDSBIGZGGUBHN-VCNQOEBYSA-N	4322.944347			
BASm0038616	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O50:2 lipopolysaccharide					C235H413N5O136P4		PWQFGFOCKCVNJL-UHFFFAOYSA-N	5605.450545			
BASm0038617	O51					C34H58N2O24		XBZXWWZHXYMSSM-JQTJYBLSSA-N	878.3379508			
BASm0038618	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O51:1 lipopolysaccharide					C191H340N4O108P4		DBIVVYOFRVZSJZ-UCNVPVPZSA-N	4542.018634			
BASm0038619	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O51:2 lipopolysaccharide					C259H452N8O154P4		HCRHOZLDQKGNAI-UHFFFAOYSA-N	6262.673406			
BASm0038620	O52					C15H26O11		KLJNESAVMMJOMD-OEWMTXATSA-N	382.1475117			
BASm0038621	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O52:1 lipopolysaccharide					C172H308N2O95P4		CWLAUFWPKOOEHQ-DEPUYCRRSA-N	4045.828195			
BASm0038622	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O52:2 lipopolysaccharide					C202H356N2O115P4		GCESUTJBNAOPQM-UHFFFAOYSA-N	4774.102089			
BASm0038623	O53					C32H53NO25		XPSOTLFDVZIVRI-JBWDDTHTSA-N	851.2906662			
BASm0038624	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O53:1 lipopolysaccharide					C189H335N3O109P4		BPCOZJXBISEXJT-GLLVTLFQSA-N	4514.971349			
BASm0038625	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O53:2 lipopolysaccharide					C253H437N5O157P4		CKJCXBNOEQQVIL-UHFFFAOYSA-N	6181.531552			
BASm0038626	O54					C31H51NO25		CRXBVRCZEASMJW-SCRKJIPTSA-N	837.2750161			
BASm0038627	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O54:1 lipopolysaccharide					C188H333N3O109P4		SBVKOVUSOZECMK-AOVLAWJNSA-N	4500.955699			
BASm0038628	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O54:2 lipopolysaccharide					C250H431N5O157P4		BNQTWUCNESHLDM-UHFFFAOYSA-N	6139.484602			
BASm0038629	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O57:1 lipopolysaccharide					C195H342N4O112P4		NBRVTVNXJZSJSC-OIQZJIJVSA-N	4656.013942			
BASm0038630	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O57:2 lipopolysaccharide					C271H458N8O166P4		BNBMBHONIHFGPB-UHFFFAOYSA-N	6604.659332			
BASm0038631	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O58:1 lipopolysaccharide					C188H333N3O107P4		QLOVVRRLUOENOJ-DWBOJQSKSA-N	4468.96587			
BASm0038632	O59					C32H53NO27		ISTAEUZMRHFOCL-IHORAKAPSA-N	883.2804955			
BASm0038633	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O59:1 lipopolysaccharide					C189H335N3O111P4		SUQJIXJGGZGGHM-DKTNVLOZSA-N	4546.961179			
BASm0038634	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O59:2 lipopolysaccharide					C253H437N5O163P4		UWGMHLCQOLLXHX-UHFFFAOYSA-N	6277.50104			
BASm0038635	O60					C24H42O19		BZHLHVYPKPPAHG-LCLXJWAASA-N	634.2320291			
BASm0038636	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O60:1 lipopolysaccharide					C181H324N2O103P4		JVLHFQWSBMGWCN-YJVVJSLLSA-N	4297.912712			
BASm0038637	O61					C29H47N3O19		UNDVGMQYNJHPPS-AKYJPJDVSA-N	741.2803763			
BASm0038638	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O61:1 lipopolysaccharide					C186H329N5O103P4		LBKUWVVUTVLPOK-GFZAAQFASA-N	4404.961059			
BASm0038639	O62					C30H52O26		WKBHPZROGASVPN-VOALEOONSA-N	828.2746818			
BASm0038640	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O62:1 lipopolysaccharide					C187H334N2O110P4		YSHMCYCABKXZPH-GXTRQXSESA-N	4491.955365			
BASm0038641	O63					C31H53N3O21		MXRWBIBPSXZMMU-ULBBCAOHSA-N	803.3171557			
BASm0038642	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O63:1 lipopolysaccharide					C188H335N5O105P4		HTKZZMFVDLIDHF-KWIYIGNQSA-N	4466.997839			
BASm0038643	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O63:2 lipopolysaccharide					C250H437N11O145P4		VWUCDQRXPILMNV-UHFFFAOYSA-N	6037.611021			
BASm0038644	O64					C34H56N2O27		SRKMMMIHJSFVIZ-CXJHBGJPSA-N	924.3070446			
BASm0038645	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O64:1 lipopolysaccharide					C191H338N4O111P4		JFWAHAUBNJQJDF-RBMAUHDWSA-N	4587.987728			
BASm0038646	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O64:2 lipopolysaccharide					C259H446N8O163P4		CWRZPAUABBUSKQ-CIEWZYARSA-N	6400.580687			
BASm0038647	O65					C36H58N4O26		KMKGSUJUDMITRL-MIWUHCRJSA-N	962.333928			
BASm0038648	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O65:1 lipopolysaccharide					C193H340N6O110P4		FILJHAWLOSJZIN-LKLUFVLQSA-N	4626.014611			
BASm0038649	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O65:2 lipopolysaccharide					C265H452N14O160P4		MTWIPLTZTAZPPE-UHFFFAOYSA-N	6514.661338			
BASm0038650	O66					C36H60N2O26		NQMBIFKUYQTULH-NGJQLHKBSA-N	936.3434301			
BASm0038651	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O66:1 lipopolysaccharide					C193H342N4O110P4		XQMMNFZSYNOTNT-RPQXLXMTSA-N	4600.024113			
BASm0038652	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O66:2 lipopolysaccharide					C265H458N8O160P4		KZPXBVNORONXFS-UHFFFAOYSA-N	6436.689844			
BASm0038653	O68					C44H75NO35		DCCUKTDYULCTBP-OAQBTXPDSA-N	1177.411963			
BASm0038654	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O68:1 lipopolysaccharide					C201H357N3O119P4		MLFGZZSJRSYJAA-UHFFFAOYSA-N	4841.092646			
BASm0038655	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O68:2 lipopolysaccharide					C289H503N5O187P4		ZNHMFSXHUQFINP-UHFFFAOYSA-N	7159.895443			
BASm0038656	O69					C37H62N2O26		DTNFNLYHFWODNN-USWGXJJGSA-N	950.3590801			
BASm0038657	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O69:1 lipopolysaccharide					C194H344N4O110P4		JJFVVKWOBBQGQZ-UHFFFAOYSA-N	4614.039763			
BASm0038658	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O69:2 lipopolysaccharide					C268H464N8O160P4		BBTURZXPWFUVOZ-UHFFFAOYSA-N	6478.736794			
BASm0038659	O70					C34H58N2O24		XNTXAEZCVCZPBG-BHOHUYSESA-N	878.3379508			
BASm0038660	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O70:1 lipopolysaccharide					C191H340N4O108P4		WANACNDZQKTNOB-UHFFFAOYSA-N	4542.018634			
BASm0038661	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O70:2 lipopolysaccharide					C259H452N8O154P4		TUKYWSJWBLMBTR-UHFFFAOYSA-N	6262.673406			
BASm0038662	O71					C28H48N2O19		KJVYHCYRJKWSCG-PTXSNLAESA-N	716.2851273			
BASm0038663	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O71:1 lipopolysaccharide					C185H330N4O103P4		RNWZGPOTYLSUBZ-QTPDBQHVSA-N	4379.96581			
BASm0038664	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O71:2 lipopolysaccharide					C241H422N8O139P4		WMAYPNVKSCMNIP-UHFFFAOYSA-N	5776.514936			
BASm0038665	O73					C38H65NO31		CIZOCUSIXLBPAJ-WMTNULEQSA-N	1031.354054			
BASm0038666	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O73:1 lipopolysaccharide					C195H347N3O115P4		ZBQSISDAYXPQOS-UHFFFAOYSA-N	4695.034737			
BASm0038667	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O73:2 lipopolysaccharide					C271H473N5O175P4		LQWQSLACVCVNKZ-UHFFFAOYSA-N	6721.721717			
BASm0038668	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O73ab:1 lipopolysaccharide					C189H337N3O110P4		ZDXPHYKQZXQVHJ-FYNKRDKLSA-N	4532.981914			
BASm0038669	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O73ab:2 lipopolysaccharide					C253H443N5O160P4		WLEIWHUXYYRTDM-UHFFFAOYSA-N	6235.563246			
BASm0038670	O74					C30H49N3O21		RRPLGYYVPSQWJB-QKQXEZBWSA-N	787.2858556			
BASm0038671	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O74:1 lipopolysaccharide					C187H331N5O105P4		GGUIVZKMWGBHOY-FANCBNAXSA-N	4450.966539			
BASm0038672	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O74:2 lipopolysaccharide					C247H425N11O145P4		HANRLNSNYDVPCR-UHFFFAOYSA-N	5989.517121			
BASm0038673	O75					C26H45NO20		ZARWHJDSEJYEBG-DMMQVKRRSA-N	691.2534929			
BASm0038674	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O75:1 lipopolysaccharide					C183H327N3O104P4		XGMWFUXTYMWTAJ-LERVIBMLSA-N	4354.934176			
BASm0038675	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O75:2 lipopolysaccharide					C235H413N5O142P4		MQVZOTJJTJZGQB-UHFFFAOYSA-N	5701.420032			
BASm0038676	O76					C32H51N3O23		QGEJORGMSGCBHU-DFTZJXQDSA-N	845.2913349			
BASm0038677	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O76:1 lipopolysaccharide					C189H333N5O107P4		ZOZBVUWJRFDBER-RYDPAURKSA-N	4508.972018			
BASm0038678	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O76:2 lipopolysaccharide					C253H431N11O151P4		ZNKVCNSMACWJQB-UHFFFAOYSA-N	6163.533559			
BASm0038679	O77					C26H45NO21		SKPJUNOTTXNFEX-SHYLFXLQSA-N	707.2484075			
BASm0038680	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O77:1 lipopolysaccharide					C183H327N3O105P4		ZRGIZVKCFGIJSL-HJPOMDFXSA-N	4370.929091			
BASm0038681	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O77:2 lipopolysaccharide					C235H413N5O145P4		KPZUURGHFNWJIS-UHFFFAOYSA-N	5749.404776			
BASm0038682	O78					C28H48N2O21		ZBOARGIPRCBCFV-MBPFPZPESA-N	748.2749566			
BASm0038683	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O78:1 lipopolysaccharide					C185H330N4O105P4		HWHWBIVSXRNHEZ-VOLOWAHFSA-N	4411.95564			
BASm0038684	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O78:2 lipopolysaccharide					C241H422N8O145P4		ZXAUQVCTGQTSJN-UHFFFAOYSA-N	5872.484424			
BASm0038685	O79					C40H65NO32		BQBYTGHWHPWURM-LLIHTSMMSA-N	1071.348969			
BASm0038686	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O79:1 lipopolysaccharide					C197H347N3O116P4		ZSSFUMKOZGDRHT-LJPFEILVSA-N	4735.029652			
BASm0038687	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O79:2 lipopolysaccharide					C277H473N5O178P4		ARAQHKZUWCAFQY-UHFFFAOYSA-N	6841.706461			
BASm0038688	O80					C40H66N2O30		AWIBPKNHXZEIQD-LLZMJVCLSA-N	1054.370039			
BASm0038689	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O80:1 lipopolysaccharide					C197H348N4O114P4		WSLQKQHJSMPION-UHFFFAOYSA-N	4718.050722			
BASm0038690	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O80:2 lipopolysaccharide					C277H476N8O172P4		RJDRIDBSDMPVAK-UHFFFAOYSA-N	6790.76967			
BASm0038691	O81					C39H68N3O31P		LWZDEQVLIXLNRA-HIHUSJDBSA-N	1105.357439			
BASm0038692	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O81:1 lipopolysaccharide					C196H350N5O115P5		KGONXTWNCUDBJV-ZEMIXPJFSA-N	4769.038123			
BASm0038693	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O81:2 lipopolysaccharide					C274H482N11O175P7		APZZITUGTYMWQD-UHFFFAOYSA-N	6943.731872			
BASm0038694	O82					C29H50NO27P		LIRWZBLBKCAPDM-DCWOZCHVSA-N	875.2307824			
BASm0038695	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O82:1 lipopolysaccharide					C186H332N3O111P5		ARIMWOIAPYECPM-VCJJROHFSA-N	4538.911466			
BASm0038696	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O82:2 lipopolysaccharide					C244H428N5O163P7		HGKOZUDSTIIHHN-QTHXSARYSA-N	6253.351901			
BASm0038697	O83					C32H53NO27		BMMQQGTZMXHHQX-PRQUTCKUSA-N	883.2804955			
BASm0038698	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O83:1 lipopolysaccharide					C189H335N3O111P4		FUTWIAHAVYNEBC-HGRVSXBKSA-N	4546.961179			
BASm0038699	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O83:2 lipopolysaccharide					C253H437N5O163P4		PTMBPDQRBKKJDI-UHFFFAOYSA-N	6277.50104			
BASm0038700	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O84:1 lipopolysaccharide					C195H344N3O113P5		OJOYMBSDSBXWHX-UHFFFAOYSA-N	4690.995195			
BASm0038701	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O84:2 lipopolysaccharide					C271H464N5O169P7		AQQHIBGGFNPILW-UHFFFAOYSA-N	6709.60309			
BASm0038702	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O85:1 lipopolysaccharide					C191H340N4O110P4		KXJOBCHIZVCCGQ-OIUWGJSXSA-N	4574.008463			
BASm0038703	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O85:2 lipopolysaccharide					C259H452N8O160P4		IWGMWSUYEUULGK-UHFFFAOYSA-N	6358.642894			
BASm0038704	O86A					C34H58N2O25		ZVNHTKRAGCIGNI-MMQJMBMBSA-N	894.3328654			
BASm0038705	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O86A:2 lipopolysaccharide					C259H452N8O157P4		FGJVDVBUTGOZKY-UHFFFAOYSA-N	6310.65815			
BASm0038706	O86B					C34H58N2O25		ZVNHTKRAGCIGNI-KRDAZXDOSA-N	894.3328654			
BASm0038707	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O86B:1 lipopolysaccharide					C191H340N4O109P4		JWVMYQUOIBMWGA-JYPMEDPOSA-N	4558.013549			
BASm0038708	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O86B:2 lipopolysaccharide					C259H452N8O157P4		GJJPBYYHMFTWJQ-UHFFFAOYSA-N	6310.65815			
BASm0038709	O87					C28H45NO23		GFRGEGJDBBSSMS-FAEOVPACSA-N	763.2382367			
BASm0038710	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O87:1 lipopolysaccharide					C185H327N3O107P4		CYHGIGKMAHLSHK-UHFFFAOYSA-N	4426.91892			
BASm0038711	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O87:2 lipopolysaccharide					C241H413N5O151P4		HGAJUCHZTGUMAW-UHFFFAOYSA-N	5917.374264			
BASm0038712	O88					C26H45NO20		DVAYSQNWBHTCEI-ZGRNCYEUSA-N	691.2534929			
BASm0038713	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O88:1 lipopolysaccharide					C183H327N3O104P4		QMCUXFDBJVNJPA-OPGOOHKRSA-N	4354.934176			
BASm0038714	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O88:2 lipopolysaccharide					C235H413N5O142P4		LUVCTMBBGVWQEB-UHFFFAOYSA-N	5701.420032			
BASm0038715	O90					C32H52N2O22		XCALJFMNAJSZNZ-YLHRGFKDSA-N	816.3011713			
BASm0038716	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O90:1 lipopolysaccharide					C189H334N4O106P4		YEZMLJZXKQQUQN-UHFFFAOYSA-N	4479.981854			
BASm0038717	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O90:2 lipopolysaccharide					C253H434N8O148P4		GCXMXHVHUPPGKV-UHFFFAOYSA-N	6076.563068			
BASm0038718	O91					C40H66N4O28		BRZKINYAWILYJZ-XSSYSVKXSA-N	1050.386358			
BASm0038719	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O91:1 lipopolysaccharide					C197H348N6O112P4		HXIPDKYMAGYQCU-RFKPXPLJSA-N	4714.067041			
BASm0038720	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O91:2 lipopolysaccharide					C277H476N14O166P4		OVKGLCAXIYLEPS-LXBNVKHSSA-N	6778.818626			
BASm0038721	O92					C14H24O12		LDAGRJGSFAZIOB-OUOJTXQUSA-N	384.1267762			
BASm0038722	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O92:1 lipopolysaccharide					C171H306N2O96P4		NJKMYMQSMWXPNZ-KGXGPRFQSA-N	4047.807459			
BASm0038723	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O92:2 lipopolysaccharide					C199H350N2O118P4		YWSNHZVKIANKIO-UHFFFAOYSA-N	4780.039882			
BASm0038724	O93					C30H47NO24		LZOCHCHCFOQOTO-SAUDDNDLSA-N	805.2488014			
BASm0038725	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O93:1 lipopolysaccharide					C187H329N3O108P4		HGNZNNIUCYGDQP-QALMDCBASA-N	4468.929485			
BASm0038726	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O93:2 lipopolysaccharide					C247H419N5O154P4		CQZSRFLRVKZSRT-UHFFFAOYSA-N	6043.405958			
BASm0038727	O95					C11H20O9		DBSCWIQVJOESRG-ITYYVFIGSA-N	296.1107322			
BASm0038728	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O95:1 lipopolysaccharide					C168H302N2O93P4		PPDYEZAVINEYHO-SECMRHLXSA-N	3959.791415			
BASm0038729	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O95:2 lipopolysaccharide					C190H338N2O109P4		ULWQNCCEFXBRNG-RNHFKPQSSA-N	4515.99175			
BASm0038730	O96					C34H56N2O27		BLYGCBBEXHUVEK-ABDDZFQCSA-N	924.3070446			
BASm0038731	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O96:1 lipopolysaccharide					C191H338N4O111P4		DTFDEMVTFLVTRC-UHFFFAOYSA-N	4587.987728			
BASm0038732	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O96:2 lipopolysaccharide					C259H446N8O163P4		UUINYZCIMROQLV-UHFFFAOYSA-N	6400.580687			
BASm0038733	O97					C22H38O17		KAONLYYZCVKLBT-LTTFSCHPSA-N	574.2108998			
BASm0038734	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O97:1 lipopolysaccharide					C179H320N2O101P4		VMLSJBJIJHVBSK-GVURGOGTSA-N	4237.891583			
BASm0038735	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O97:2 lipopolysaccharide					C223H392N2O133P4		VFATVQLAURUPBA-UHFFFAOYSA-N	5350.292253			
BASm0038736	O98					C32H52N4O20		GZBGGGGOCYZHAD-PWAXTMJLSA-N	812.3174901			
BASm0038737	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O98:1 lipopolysaccharide					C189H334N6O104P4		IZKPYIUKGISAQZ-FYEFQFRKSA-N	4475.998173			
BASm0038738	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O98:2 lipopolysaccharide					C253H434N14O142P4		CHZSSYIQNMFUQF-UHFFFAOYSA-N	6064.612024			
BASm0038739	O99					C36H62O27		FKRGJIYJXIDHPZ-RNEGDFDISA-N	926.3478467			
BASm0038740	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O99:1 lipopolysaccharide					C193H344N2O111P4		WNNLYIPDUZOSFV-BNUZLIIGSA-N	4590.02853			
BASm0038741	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O99:2 lipopolysaccharide					C265H464N2O163P4		LBCYOCUGEAMLKS-UHFFFAOYSA-N	6406.703094			
BASm0038742	O100					C29H52NO24P		DKQKHCMBGGPKMS-AVICRJGHSA-N	829.2616886			
BASm0038743	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O100:1 lipopolysaccharide					C186H334N3O108P5		RDMXUZHLGWRUFD-UHFFFAOYSA-N	4492.942372			
BASm0038744	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O100:2 lipopolysaccharide					C244H434N5O154P7		WYBLDOHHXXSVDC-UHFFFAOYSA-N	6115.444619			
BASm0038745	O101A					C16H28N2O11		CDOJPCSDOXYJJF-JSCVLIECSA-N	424.1693097			
BASm0038746	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O101A:1 lipopolysaccharide					C173H310N4O95P4		MCZSELHDKMMIRR-VXXZEMSQSA-N	4087.849993			
BASm0038747	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O101A:2 lipopolysaccharide					C205H362N8O115P4		HKABMHLNMFUQLH-UHFFFAOYSA-N	4900.167483			
BASm0038748	O101B					C16H28N2O11		CDOJPCSDOXYJJF-VESODNSYSA-N	424.1693097			
BASm0038749	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O101B:1 lipopolysaccharide					C173H310N4O95P4		MCZSELHDKMMIRR-UHFFFAOYSA-N	4087.849993			
BASm0038750	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O101B:2 lipopolysaccharide					C205H362N8O115P4		SRPUWTPWNCXLOB-UHFFFAOYSA-N	4900.167483			
BASm0038751	O102					C34H58N2O25		HGLKVCGKUWAHBO-JIWQZSJGSA-N	894.3328654			
BASm0038752	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O102:1 lipopolysaccharide					C191H340N4O109P4		LDBRJWNJPMLSBK-UHFFFAOYSA-N	4558.013549			
BASm0038753	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O102:2 lipopolysaccharide					C259H452N8O157P4		SRHAIIIYSPDIED-MWBPLARQSA-N	6310.65815			
BASm0038754	O103					C40H68N4O26		ZDKXBCQYHNEXHJ-HRJMXYESSA-N	1020.412178			
BASm0038755	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O103:1 lipopolysaccharide					C197H350N6O110P4		BKYNIGXZLLIQRK-WGUBFDIOSA-N	4684.092861			
BASm0038756	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O103:2 lipopolysaccharide					C277H482N14O160P4		KWCAWBRFWDJVJQ-FOMGKSAKSA-N	6688.896089			
BASm0038757	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O104:1 lipopolysaccharide					C192H338N4O110P4		MYLHDBQHMHGSEJ-UHFFFAOYSA-N	4583.992813			
BASm0038758	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O104:2 lipopolysaccharide					C262H446N8O160P4		QYPDWNPSKLEXMN-UHFFFAOYSA-N	6388.595944			
BASm0038759	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O105:1 lipopolysaccharide					C194H343N3O112P4		FYOIKWCKKIWQCB-UHFFFAOYSA-N	4631.018693			
BASm0038760	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O105:2 lipopolysaccharide					C268H461N5O166P4		DEWQNLGBXWNGHK-UHFFFAOYSA-N	6529.673585			
BASm0038761	O106					C38H65NO31		HMZYGSZBDJNUND-WTTBJWEVSA-N	1031.354054			
BASm0038762	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O106:1 lipopolysaccharide					C195H347N3O115P4		SRWHHKSSFRXQRX-GKNLRMGGSA-N	4695.034737			
BASm0038763	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O106:2 lipopolysaccharide					C271H473N5O175P4		QYCMQHRDTFXMPO-UHFFFAOYSA-N	6721.721717			
BASm0038764	O107					C36H61N3O25		GWLIZOYYGFOKDQ-IJGJKISUSA-N	935.3594145			
BASm0038765	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O107:1 lipopolysaccharide					C193H343N5O109P4		CJZVBYOGSNFDKC-ISJPBKQGSA-N	4599.040098			
BASm0038766	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O107:2 lipopolysaccharide					C265H461N11O157P4		ZMYKRHDVZLFPRX-UHFFFAOYSA-N	6433.737797			
BASm0038767	O108					C35H58N4O22		RZFOXHJBWPZQKJ-YSBZFJPHSA-N	886.3542695			
BASm0038768	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O108:1 lipopolysaccharide					C192H340N6O106P4		DTZILROVVJFXNY-UHFFFAOYSA-N	4550.034953			
BASm0038769	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O108:2 lipopolysaccharide					C262H452N14O148P4		PCJCICBCSHRPTQ-UHFFFAOYSA-N	6286.722362			
BASm0038770	O109					C34H54N2O22		JQFHTHDUIBDZCD-ZKSKGVLMSA-N	842.3168214			
BASm0038771	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O109:1 lipopolysaccharide					C191H336N4O106P4		WGHPEVZOMKWNDC-UHFFFAOYSA-N	4505.997505			
BASm0038772	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O109:2 lipopolysaccharide					C259H440N8O148P4		APSWDAVMWJIALD-UHFFFAOYSA-N	6154.610018			
BASm0038773	O110					C30H50N2O24		QREGWOXOXPLDBY-SLTIFNTGSA-N	822.2753505			
BASm0038774	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O110:1 lipopolysaccharide					C187H332N4O108P4		XYPMAAAQYJYSNQ-XNHNMHIASA-N	4485.956034			
BASm0038775	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O110:2 lipopolysaccharide					C247H428N8O154P4		PNSDMIVEKHHJLZ-UHFFFAOYSA-N	6094.485605			
BASm0038776	O111					C32H55NO22		WYQWQTCCLYPJHQ-IACXMCJOSA-N	805.3215724			
BASm0038777	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O111:1 lipopolysaccharide					C189H337N3O106P4		JKNUKGQGBCYQNW-LCQJQIBVSA-N	4469.002256			
BASm0038778	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O111:2 lipopolysaccharide					C253H443N5O148P4		NZUAFBRQNIBXJY-UHFFFAOYSA-N	6043.624271			
BASm0038779	O112ab					C36H59N3O27		UAMOKMUNNNEZHA-VXDWZEDESA-N	965.3335937			
BASm0038780	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O112ab:1 lipopolysaccharide					C193H341N5O111P4		IOSUGSXMVIWHOC-AZHPQQPJSA-N	4629.014277			
BASm0038781	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O112ab:2 lipopolysaccharide					C265H455N11O163P4		GESADKRGCLABCP-JZVUCAJKSA-N	6523.660335			
BASm0038782	O112ac					C39H63N3O28		QPUINMYWFKSILZ-KXLOCBJPSA-N	1021.359808			
BASm0038783	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O112ac:1 lipopolysaccharide					C196H345N5O112P4		CWFKLNDPOLXWSY-UHFFFAOYSA-N	4685.040492			
BASm0038784	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O112ac:2 lipopolysaccharide					C274H467N11O166P4		NCYVRTUHUIDJRW-UHFFFAOYSA-N	6691.738979			
BASm0038785	O113					C34H56N2O27		GHGIQXBLEQEEMR-DSUUCULKSA-N	924.3070446			
BASm0038786	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O113:1 lipopolysaccharide					C191H338N4O111P4		WHKJZFDDBJWODM-BEVVAJIXSA-N	4587.987728			
BASm0038787	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O113:2 lipopolysaccharide					C259H446N8O163P4		GSJPNUVDVXYTLH-UHFFFAOYSA-N	6400.580687			
BASm0038788	O114					C30H51N3O21		OMGCLDWRJUVICI-BYYPCIDWSA-N	789.3015057			
BASm0038789	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O114:1 lipopolysaccharide					C187H333N5O105P4		NITPCAYAYSMNGE-UHFFFAOYSA-N	4452.982189			
BASm0038790	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O114:2 lipopolysaccharide					C247H431N11O145P4		FNIMQWLMQKUIQG-UHFFFAOYSA-N	5995.564071			
BASm0038791	O115					C34H56N2O26		RPZKIAXYODMKNV-APFKRQGSSA-N	908.3121299			
BASm0038792	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O115:1 lipopolysaccharide					C191H338N4O110P4		QZTDCBVMNTVXRN-NSZXVVQCSA-N	4571.992813			
BASm0038793	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O115:2 lipopolysaccharide					C259H446N8O160P4		FELSXVZMDUKAND-UHFFFAOYSA-N	6352.595944			
BASm0038794	O116					C38H62N4O26		FOIOXLSKRWAMDQ-HDBYQGFKSA-N	990.3652281			
BASm0038795	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O116:1 lipopolysaccharide					C195H344N6O110P4		KJTBZSLQBDQQPI-XUPAIQGBSA-N	4654.045911			
BASm0038796	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O116:2 lipopolysaccharide					C271H464N14O160P4		MRGPFPYMAAWVSV-UHFFFAOYSA-N	6598.755238			
BASm0038797	O117					C34H58N2O25		RRUFLJRQDAHMSW-YPGOASPQSA-N	894.3328654			
BASm0038798	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O117:1 lipopolysaccharide					C191H340N4O109P4		OEWBBNDAGFUFAK-UHFFFAOYSA-N	4558.013549			
BASm0038799	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O117:2 lipopolysaccharide					C259H452N8O157P4		IXKCXOAXIHOJMW-UHFFFAOYSA-N	6310.65815			
BASm0038800	O118					C27H50N3O21P		VGYMYUMRHXIWMZ-WWESPUAZSA-N	783.2674426			
BASm0038801	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O118:1 lipopolysaccharide					C184H332N5O105P5		NGQZXQLLKLCMTA-UHFFFAOYSA-N	4446.948126			
BASm0038802	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O118:2 lipopolysaccharide					C238H428N11O145P7		GMLBDJOIIFAULI-UHFFFAOYSA-N	5977.461882			
BASm0038803	O119					C35H59N3O24		UDTNYOYCXBEQSI-FIAVGFGPSA-N	905.3488498			
BASm0038804	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O119:1 lipopolysaccharide					C192H341N5O108P4		GBZTXSXKOBZRPM-PGKKUCDDSA-N	4569.029533			
BASm0038805	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O119:2 lipopolysaccharide					C262H455N11O154P4		YCUGQSOKEBEKPG-UHFFFAOYSA-N	6343.706103			
BASm0038806	O120					C38H65NO28		DUIBPRBJSQQJSH-IXQANDRYSA-N	983.3693105			
BASm0038807	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O120:1 lipopolysaccharide					C195H347N3O112P4		KKHDBTYGSYLCSI-UHFFFAOYSA-N	4647.049994			
BASm0038808	O121					C34H54N6O22		ACHKRCYEXCPZCR-ZHUJKJKCSA-N	898.3291174			
BASm0038809	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O121:1 lipopolysaccharide					C191H336N8O106P4		RWOXUACVSXMWCL-UHFFFAOYSA-N	4562.009801			
BASm0038810	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O121:2 lipopolysaccharide					C259H440N20O148P4		IVMTWZHKBMKEMX-VWPISACTSA-N	6322.646906			
BASm0038811	O123					C37H63N5O21		CMKWZNPKKNPEMF-XLCWXRRJSA-N	913.4015541			
BASm0038812	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O123:1 lipopolysaccharide					C194H345N7O105P4		QYGSPUAJWFLERH-UHFFFAOYSA-N	4577.082237			
BASm0038813	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O123:2 lipopolysaccharide					C268H467N17O145P4		QPWIEFVWDNQKAZ-UHFFFAOYSA-N	6367.864216			
BASm0038814	O124					C35H59NO28		NJGGWGRYDYWNIC-MGRIIWIJSA-N	941.3223603			
BASm0038815	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O124:1 lipopolysaccharide					C192H341N3O112P4		AHSLRAZDSQJLIK-DDYVXCTPSA-N	4605.003043			
BASm0038816	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O124:2 lipopolysaccharide					C262H455N5O166P4		NXHKVPPXYOOWAR-JCJDKSRDSA-N	6451.626635			
BASm0038817	O125ab					C40H68N2O30		YIFOSTNKBGCOOZ-DZGFYJSYSA-N	1056.385689			
BASm0038818	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O125ab:1 lipopolysaccharide					C197H350N4O114P4		RZOQTQKVQOPOKN-UHFFFAOYSA-N	4720.066372			
BASm0038819	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O125ab:2 lipopolysaccharide					C277H482N8O172P4		ZIRAXCOQFBWYCM-UHFFFAOYSA-N	6796.81662			
BASm0038820	O125ac					C34H58N2O25		OWLKJPRFEUZLCT-VWSJYXFJSA-N	894.3328654			
BASm0038821	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O125ac:1 lipopolysaccharide					C191H340N4O109P4		TVKOGIAVNHOSHL-IFUSEUDUSA-N	4558.013549			
BASm0038822	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O125ac:2 lipopolysaccharide					C259H452N8O157P4		PIFCKWUPDAHMNP-UHFFFAOYSA-N	6310.65815			
BASm0038823	O126a					C34H58N2O25		ZVNHTKRAGCIGNI-CYJGRDCTSA-N	894.3328654			
BASm0038824	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O126a:1 lipopolysaccharide					C191H340N4O109P4		JWVMYQUOIBMWGA-KKICAAHHSA-N	4558.013549			
BASm0038825	O127b					C26H45NO20		UTKJZGYXPDLBQS-QOHNETJCSA-N	691.2534929			
BASm0038826	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O127b:1 lipopolysaccharide					C183H327N3O104P4		PBBPGWDGFDUKII-GXDFPMHOSA-N	4354.934176			
BASm0038827	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O127b:2 lipopolysaccharide					C235H413N5O142P4		HHOBBUZJUVXNFN-UHFFFAOYSA-N	5701.420032			
BASm0038828	O127					C28H48N2O20		FABCCDZRYMJMQT-XWOBAXAGSA-N	732.280042			
BASm0038829	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O127:1 lipopolysaccharide					C185H330N4O104P4		ISVRNWMGJYIMLR-WZTGADNHSA-N	4395.960725			
BASm0038830	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O127:2 lipopolysaccharide					C241H422N8O142P4		MLPGZYUMUYOVIW-LTWZEOTPSA-N	5824.49968			
BASm0038831	O128ab					C36H61N3O25		YVUDNGJZNGOGCA-AIOZDEQKSA-N	935.3594145			
BASm0038832	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O128ab:1 lipopolysaccharide					C193H343N5O109P4		NWQICKVXSNQTME-JFFZLSHXSA-N	4599.040098			
BASm0038833	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O128ab:2 lipopolysaccharide					C265H461N11O157P4		AJQFRSMHXJLYGH-UHFFFAOYSA-N	6433.737797			
BASm0038834	O128ac					C34H58N2O25		YMQHANXWOPAYQA-PSPQGRDMSA-N	894.3328654			
BASm0038835	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O128ac:1 lipopolysaccharide					C191H340N4O109P4		SSRNKVAFXIEDPA-VJWQFTAGSA-N	4558.013549			
BASm0038836	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O128ac:2 lipopolysaccharide					C259H452N8O157P4		GSRNAIANMGBSHU-UHFFFAOYSA-N	6310.65815			
BASm0038837	O129					C36H59NO25		DATZXERWZGIRDY-ILJFNJKASA-N	905.3376164			
BASm0038838	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O129:1 lipopolysaccharide					C193H341N3O109P4		NRJHDYWMHYHFAG-SLXYVNJVSA-N	4569.0183			
BASm0038839	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O129:2 lipopolysaccharide					C265H455N5O157P4		MJYOVWOCDHPWHM-UHFFFAOYSA-N	6343.672403			
BASm0038840	O130					C31H55N2O26P		FVGUDTJIPBSAOU-LCLBVCAUSA-N	902.2780669			
BASm0038841	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O130:1 lipopolysaccharide					C188H337N4O110P5		GABUCCYENXOCGG-ZFQFTOQKSA-N	4565.95875			
BASm0038842	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O130:2 lipopolysaccharide					C250H443N8O160P7		BLXGIEHEEBGUFZ-UHFFFAOYSA-N	6334.493754			
BASm0038843	O132					C34H57NO25		QMHPOQSXNCLKAC-DWSZKYMCSA-N	879.3219663			
BASm0038844	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O132:1 lipopolysaccharide					C191H339N3O109P4		WVQUOHPHKYQCKG-CTQRDSMUSA-N	4543.00265			
BASm0038845	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O132:2 lipopolysaccharide					C259H449N5O157P4		TWYFHNRFIGIHJY-UHFFFAOYSA-N	6265.625453			
BASm0038846	O133					C38H63NO29		BTOLGYDOVKZNLG-UJZMBTMYSA-N	997.348575			
BASm0038847	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O133:1 lipopolysaccharide					C195H345N3O113P4		SAXMDEFBWVIXKY-UHFFFAOYSA-N	4661.029258			
BASm0038848	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O133:2 lipopolysaccharide					C271H467N5O169P4		TWPFNTDGLWUVSR-BLZOHHBISA-N	6619.705279			
BASm0038849	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O134:1 lipopolysaccharide					C187H332N4O108P4		IRDUNXYKQUELRK-AOPIYRFISA-N	4485.956034			
BASm0038850	O135					C34H57NO24		DJZCBZKPDQTJKA-UQUUMYHFSA-N	863.3270517			
BASm0038851	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O135:1 lipopolysaccharide					C191H339N3O108P4		XHAFFILLVYXQCN-RPCPPCBQSA-N	4527.007735			
BASm0038852	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O135:2 lipopolysaccharide					C259H449N5O154P4		JDURGKXQDHCWIB-UHFFFAOYSA-N	6217.640709			
BASm0038853	O136					C23H41N3O16		VKMBPISBKYYHSN-KRWCXWMSSA-N	615.2486823			
BASm0038854	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O136:1 lipopolysaccharide					C180H323N5O100P4		KVCCRXWTWVVTFR-ZIDPOZLISA-N	4278.929365			
BASm0038855	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O136:2 lipopolysaccharide					C226H401N11O130P4		AEMWTKBGNFIWNA-UHFFFAOYSA-N	5473.405601			
BASm0038856	O137					C28H46N2O22		QULBJJCGXQZION-KYPUBDGKSA-N	762.2542211			
BASm0038857	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O137:1 lipopolysaccharide					C185H328N4O106P4		FOOCZEKXNSDFFW-MILAJWLASA-N	4425.934904			
BASm0038858	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O137:2 lipopolysaccharide					C241H416N8O148P4		ACWGWFOSQLHZJU-UHFFFAOYSA-N	5914.422217			
BASm0038859	O138					C28H46N2O20		AQMKARLUWMSERX-VEJRFFLYSA-N	730.2643919			
BASm0038860	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O138:1 lipopolysaccharide					C185H328N4O104P4		CXDQCZBZHOBKOR-CROPQZTKSA-N	4393.945075			
BASm0038861	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O138:2 lipopolysaccharide					C241H416N8O142P4		SXZVYCSYNRLXGX-UHFFFAOYSA-N	5818.452729			
BASm0038862	O139					C44H73NO33		WXLYRKAWDSWWSU-ROBIUYQJSA-N	1143.406484			
BASm0038863	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O139:1 lipopolysaccharide					C201H355N3O117P4		MCTILYWBSVVZEZ-UHFFFAOYSA-N	4807.087167			
BASm0038864	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O139:2 lipopolysaccharide					C289H497N5O181P4		KXGQPMIYORFBDE-UHFFFAOYSA-N	7057.879005			
BASm0038865	O140					C38H63NO31		NOJWWGREWBNZNA-FXPIMCRFSA-N	1029.338404			
BASm0038866	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O140:1 lipopolysaccharide					C195H345N3O115P4		ZZSBJMIFLZGKQN-AJESTSLFSA-N	4693.019087			
BASm0038867	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O140:2 lipopolysaccharide					C271H467N5O175P4		VAPMKCBFWBKNGV-UHFFFAOYSA-N	6715.674767			
BASm0038868	O141					C34H55NO27		GQQGAKKHHWIEQH-IIMOCFPKSA-N	909.2961455			
BASm0038869	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O141:1 lipopolysaccharide					C191H337N3O111P4		TUCTUOQOUUKKBY-UHFFFAOYSA-N	4572.976829			
BASm0038870	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O141:2 lipopolysaccharide					C259H443N5O163P4		RJCAENSCFDHAHO-UHFFFAOYSA-N	6355.54799			
BASm0038871	O142					C38H64N4O25		OWGPSFNCGZVVII-ZABXQEIOSA-N	976.3859636			
BASm0038872	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O142:1 lipopolysaccharide					C195H346N6O109P4		MVTYZPUXUVBBBT-RGNPYCRWSA-N	4640.066647			
BASm0038873	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O142:2 lipopolysaccharide					C271H470N14O157P4		YVCLYARETQHXCC-DBPYGPNTSA-N	6556.817445			
BASm0038874	O143					C31H51N3O24		KPMPPQUFEFTHLE-SQBJKBNKSA-N	849.2862495			
BASm0038875	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O143:1 lipopolysaccharide					C188H333N5O108P4		AQXILJZQHBHKER-HAKIISKYSA-N	4512.966933			
BASm0038876	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O143:2 lipopolysaccharide					C250H431N11O154P4		ZYAPDTOJVDKVAJ-UHFFFAOYSA-N	6175.518302			
BASm0038877	O145					C27H46N4O17		KVYIEKAALAJJER-QUUKHDMVSA-N	698.285796			
BASm0038878	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O145:1 lipopolysaccharide					C184H328N6O101P4		WAIJAIMFGRNEEM-UHFFFAOYSA-N	4361.966479			
BASm0038879	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O145:2 lipopolysaccharide					C238H416N14O133P4		DBMACCWWNUKIIM-UHFFFAOYSA-N	5722.516942			
BASm0038880	O146					C35H59NO26		AOKBNNOYNKETRU-KMLJLFCISA-N	909.332531			
BASm0038881	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O146:1 lipopolysaccharide					C192H341N3O110P4		KTAOAMHCLWPVKH-UGMHLTCVSA-N	4573.013214			
BASm0038882	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O146:2 lipopolysaccharide					C262H455N5O160P4		NTZQSQBRPJCPQH-UHFFFAOYSA-N	6355.657147			
BASm0038883	O147					C26H43NO20		FPXWMKYCISQXKB-CPSHKBPYSA-N	689.2378428			
BASm0038884	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O147:1 lipopolysaccharide					C183H325N3O104P4		FPMFHRCBMKHSSI-WLODKGDYSA-N	4352.918526			
BASm0038885	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O147:2 lipopolysaccharide					C235H407N5O142P4		RMTQUYDURULASR-UKAKGASRSA-N	5695.373082			
BASm0038886	O148					C26H45NO19		DGEWPDXZWTZQME-NRFUXWFLSA-N	675.2585782			
BASm0038887	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O148:1 lipopolysaccharide					C183H327N3O103P4		VDWSTFJWEDGVHZ-CPUNROTPSA-N	4338.939261			
BASm0038888	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O148:2 lipopolysaccharide					C235H413N5O139P4		CHVMVKWXLUUHPP-UHFFFAOYSA-N	5653.435288			
BASm0038889	O149					C25H40N2O17		QEPIRTYAGPIWKJ-ZOVUHNGFSA-N	640.2326978			
BASm0038890	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O149:1 lipopolysaccharide					C182H322N4O101P4		DIPTZFTUZXUENL-TYZUSISWSA-N	4303.913381			
BASm0038891	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O149:2 lipopolysaccharide					C232H398N8O133P4		FXIZOODLRUOPBN-UHFFFAOYSA-N	5548.357647			
BASm0038892	O150					C43H72N2O30		APSXKCUTAWRMQB-JGMLCFLGSA-N	1096.416989			
BASm0038893	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O150:1 lipopolysaccharide					C200H354N4O114P4		XXYSXHPTZYWBBN-TVIBOCKWSA-N	4760.097672			
BASm0038894	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O150:2 lipopolysaccharide					C286H494N8O172P4		MSENLZDOSLQXFQ-UHFFFAOYSA-N	6916.910521			
BASm0038895	O151					C35H63N4O26P		XPBNLQKYCCSLPO-GMJGEVNUSA-N	986.3468152			
BASm0038896	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O151:1 lipopolysaccharide					C192H345N6O110P5		MQOITZUFVVBHJZ-YWHLTRGDSA-N	4650.027498			
BASm0038897	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O151:2 lipopolysaccharide					C262H467N14O160P7		NUDJDVCEEWCLQO-UHFFFAOYSA-N	6586.699999			
BASm0038898	O152					C34H59N2O28P		VLWMTAQKVDHORJ-NPQMUURDSA-N	974.2991963			
BASm0038899	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O152:1 lipopolysaccharide					C191H341N4O112P5		SOMJPTDKHHJRQJ-OIXFWEKISA-N	4637.979879			
BASm0038900	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O152:2 lipopolysaccharide					C259H455N8O166P7		JMXICRCVBWSDPF-UHFFFAOYSA-N	6550.557143			
BASm0038901	O153					C33H56N2O25		NYRFECFQOZPICD-PJGYHINESA-N	880.3172153			
BASm0038902	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O153:1 lipopolysaccharide					C190H338N4O109P4		STFBKONLWVJLBE-DEEQAQHBSA-N	4543.997898			
BASm0038903	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O153:2 lipopolysaccharide					C256H446N8O157P4		FZKHYNVRQDOMJK-HRRWQIQOSA-N	6268.6112			
BASm0038904	O154					C34H58N2O23		ZYFRZNAJGLLAIR-FTBLQSEOSA-N	862.3430361			
BASm0038905	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O154:1 lipopolysaccharide					C191H340N4O107P4		MJYGGOWNXXUKQV-GAHUBDCKSA-N	4526.023719			
BASm0038906	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O154:2 lipopolysaccharide					C259H452N8O151P4		PHOSSGZDUPQVFW-UHFFFAOYSA-N	6214.688662			
BASm0038907	O155					C32H53NO27		MTELTGICRLLOKP-YMNNANTLSA-N	883.2804955			
BASm0038908	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O155:1 lipopolysaccharide					C189H335N3O111P4		KHUBWAYKYJDDID-RTDJFEETSA-N	4546.961179			
BASm0038909	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O155:2 lipopolysaccharide					C253H437N5O163P4		IURFBQCRCRBYDH-UHFFFAOYSA-N	6277.50104			
BASm0038910	O156					C35H57NO26		YXRJRNCCMWDSAA-QDVJWCHPSA-N	907.316881			
BASm0038911	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O156:1 lipopolysaccharide					C192H339N3O110P4		AFJVTYIMEBYPKT-MNPXMESASA-N	4570.997564			
BASm0038912	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O156:2 lipopolysaccharide					C262H449N5O160P4		BTMQIIUXSMMVHQ-UHFFFAOYSA-N	6349.610197			
BASm0038913	O157					C28H48N2O19		MFBJHNNJXQIUBV-YRYAQPPSSA-N	716.2851273			
BASm0038914	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O157:1 lipopolysaccharide					C185H330N4O103P4		OVCCANPYGHWDGM-PQOCUGSSSA-N	4379.96581			
BASm0038915	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O157:2 lipopolysaccharide					C241H422N8O139P4		CNBBFPNWVSMWTI-UHFFFAOYSA-N	5776.514936			
BASm0038916	O158ab					C34H58N2O25		HCGGKWFYMZTVCL-KSVIMOAPSA-N	894.3328654			
BASm0038917	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O158ab:1 lipopolysaccharide					C191H340N4O109P4		MHEXQTKQUWQACS-CBNRKMCTSA-N	4558.013549			
BASm0038918	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O158ab:2 lipopolysaccharide					C259H452N8O157P4		XSWVHQUZXQETTG-UHFFFAOYSA-N	6310.65815			
BASm0038919	O158ac					C34H56N2O26		DLOLTKCBVSQSJC-NPLRALRCSA-N	908.3121299			
BASm0038920	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O158ac:1 lipopolysaccharide					C191H338N4O110P4		SGSJFWYRMDMWCB-YYAORELASA-N	4571.992813			
BASm0038921	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O158ac:2 lipopolysaccharide					C259H446N8O160P4		IUUKOOVYZHIDFL-UHFFFAOYSA-N	6352.595944			
BASm0038922	O159					C34H56N2O25		RMZKZUYEONFGHQ-LQURRHANSA-N	892.3172153			
BASm0038923	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O159:1 lipopolysaccharide					C191H338N4O109P4		GBQSDKCZCWAYEM-BLQPJBJPSA-N	4555.997898			
BASm0038924	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O159:2 lipopolysaccharide					C259H446N8O157P4		GSDJYBQFVLIAFM-VCZZGLPDSA-N	6304.6112			
BASm0038925	O160					C34H59N2O29P		XTVQOKFVXMBEGM-IHRDCVNMSA-N	990.2941109			
BASm0038926	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O160:1 lipopolysaccharide					C191H341N4O113P5		IOIFKVQNSSPPPM-AMISPQETSA-N	4653.974794			
BASm0038927	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O160:2 lipopolysaccharide					C259H455N8O169P7		IECQNFNFEPMWLL-UHFFFAOYSA-N	6598.541886			
BASm0038928	O162A					C22H38N2O15		RGDWJTKXBMAEJU-HFAGRPQYSA-N	570.2272185			
BASm0038929	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O162A:1 lipopolysaccharide					C179H320N4O99P4		FXVVMVQMRMCUOB-VLDSSWNRSA-N	4233.907902			
BASm0038930	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O162A:2 lipopolysaccharide					C223H392N8O127P4		XCHCWLMKVBTVDD-UHFFFAOYSA-N	5338.341209			
BASm0038931	O162C					C22H38N2O15		RGDWJTKXBMAEJU-NAHKPXLFSA-N	570.2272185			
BASm0038932	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O162C:1 lipopolysaccharide					C179H320N4O99P4		FXVVMVQMRMCUOB-ULIGXTNKSA-N	4233.907902			
BASm0038933	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O162C:2 lipopolysaccharide					C223H392N8O127P4		HZXNXDCXLLOADB-UHFFFAOYSA-N	5338.341209			
BASm0038934	O163					C28H46N2O21		SNLBNNYAIDDNBJ-ZIJCUTKNSA-N	746.2593065			
BASm0038935	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O163:1 lipopolysaccharide					C185H328N4O105P4		BOHRJKNFQJSBFS-VIDCBPJUSA-N	4409.93999			
BASm0038936	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O163:2 lipopolysaccharide					C241H416N8O145P4		VOYTXXVISONYLI-UHFFFAOYSA-N	5866.437473			
BASm0038937	O164					C32H55NO26		VPQYGLGIBCETBS-JSFBYSBLSA-N	869.3012309			
BASm0038938	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O164:1 lipopolysaccharide					C189H337N3O110P4		WJBNRCHUFGBICZ-UHFFFAOYSA-N	4532.981914			
BASm0038939	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O164:2 lipopolysaccharide					C253H443N5O160P4		ANOCCRWYIFSWTG-UHFFFAOYSA-N	6235.563246			
BASm0038940	O166					C34H58N2O26		HOLBBZGCTBNZBV-XOFQDPRKSA-N	910.32778			
BASm0038941	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O166:1 lipopolysaccharide					C191H340N4O110P4		PHSADAYDLKVUPL-MJOXWQSISA-N	4574.008463			
BASm0038942	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O166:2 lipopolysaccharide					C259H452N8O160P4		HCIZZRWGTHDMRX-UHFFFAOYSA-N	6358.642894			
BASm0038943	O167					C43H71N3O33		MBWVEFGHEJIOKP-REUSLZOTSA-N	1157.396982			
BASm0038944	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O167:1 lipopolysaccharide					C200H353N5O117P4		TUQOBLUUEACZOE-UHFFFAOYSA-N	4821.077665			
BASm0038945	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O167:2 lipopolysaccharide					C286H491N11O181P4		YARRXQHCPFQCGC-UHFFFAOYSA-N	7099.850499			
BASm0038946	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O168:1 lipopolysaccharide					C191H338N4O109P4		RLJKRZNEUVKUCK-MHYQCUQXSA-N	4555.997898			
BASm0038947	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O168:2 lipopolysaccharide					C259H446N8O157P4		YZCHCERXYSRJPN-UHFFFAOYSA-N	6304.6112			
BASm0038948	O169					C38H63NO32		OERKBYDLJDYBIJ-YZVNUYBWSA-N	1045.333319			
BASm0038949	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O169:1 lipopolysaccharide					C195H345N3O116P4		KVNBATBLEOWTNX-BZAAVXCUSA-N	4709.014002			
BASm0038950	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O169:2 lipopolysaccharide					C271H467N5O178P4		ZVGDPJCDAMRFLD-LWJMMXBJSA-N	6763.65951			
BASm0038951	O170					C34H56N2O27		IZDMIGNXJOMVIG-UMYOREKBSA-N	924.3070446			
BASm0038952	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O170:1 lipopolysaccharide					C191H338N4O111P4		RPPOAMPDVFQXKE-UHFFFAOYSA-N	4587.987728			
BASm0038953	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O170:2 lipopolysaccharide					C259H446N8O163P4		KVEBAHFQJVNPMY-UHFFFAOYSA-N	6400.580687			
BASm0038954	O171					C41H66N2O31		SFBQPYOGQRRRIJ-ODRQLGKVSA-N	1082.364953			
BASm0038955	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O171:1 lipopolysaccharide					C198H348N4O115P4		ZDQGPEGHGNNYSH-SBZRDXASSA-N	4746.045637			
BASm0038956	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O171:2 lipopolysaccharide					C280H476N8O175P4		OUYBVNGJYBIBLN-UHFFFAOYSA-N	6874.754414			
BASm0038957	O172					C38H64N3O28P		CRBLEDXTJAZABY-VWEHADRXSA-N	1041.341395			
BASm0038958	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O172:1 lipopolysaccharide					C195H346N5O112P5		PUEIYISTYBLGOK-VYOYKKHLSA-N	4705.022079			
BASm0038959	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O172:2 lipopolysaccharide					C271H470N11O166P7		XFWATWJBSWKZLF-UNBKYXJGSA-N	6751.68374			
BASm0038960	O173					C32H56NO28P		XCPRDLSZHKFCAS-ZAKKGJHLSA-N	933.2726472			
BASm0038961	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O173:1 lipopolysaccharide					C189H338N3O112P5		IUWSINHUVZMWJI-UWHZAIQFSA-N	4596.95333			
BASm0038962	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O173:2 lipopolysaccharide					C253H446N5O166P7		AOFRDSZUFQCNHK-UHFFFAOYSA-N	6427.477495			
BASm0038963	O174ab					C28H46N2O22		HUAJXCWDLNHJCJ-VDVMRTDSSA-N	762.2542211			
BASm0038964	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O174ab:1 lipopolysaccharide					C185H328N4O106P4		RAUQIBDNBBTSKP-FUWHTKIESA-N	4425.934904			
BASm0038965	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O174ab:2 lipopolysaccharide					C241H416N8O148P4		USEZBHMACMKNGP-UHFFFAOYSA-N	5914.422217			
BASm0038966	O174ac					C28H46N2O22		HUAJXCWDLNHJCJ-ONGAIVFNSA-N	762.2542211			
BASm0038967	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O174ac:1 lipopolysaccharide					C185H328N4O106P4		RAUQIBDNBBTSKP-ZZQSWBLCSA-N	4425.934904			
BASm0038968	O175					C32H53NO27		ILZZJVGQUIZJJH-PDDKXUCJSA-N	883.2804955			
BASm0038969	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O175:1 lipopolysaccharide					C189H335N3O111P4		XFWDCIWRRBXTDM-UUVYQVRVSA-N	4546.961179			
BASm0038970	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O175:2 lipopolysaccharide					C253H437N5O163P4		JBLCSEOZSNIIHC-UHFFFAOYSA-N	6277.50104			
BASm0038971	O176					C26H45NO21		SKPJUNOTTXNFEX-GMRZKWABSA-N	707.2484075			
BASm0038972	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O176:1 lipopolysaccharide					C183H327N3O105P4		HSHKJOQMZSTCHB-QULJONLBSA-N	4370.929091			
BASm0038973	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O176:2 lipopolysaccharide					C235H413N5O145P4		RONDQUXXACDLBT-UHFFFAOYSA-N	5749.404776			
BASm0038974	O177					C30H51N3O18		NIXPYXGPQILUMI-DHCISOCNSA-N	741.3167618			
BASm0038975	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O177:1 lipopolysaccharide					C187H333N5O102P4		ZCYSPQDEQVEGJX-UHFFFAOYSA-N	4404.997445			
BASm0038976	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O177:2 lipopolysaccharide					C247H431N11O136P4		KPOQJPOOCWJIEN-UHFFFAOYSA-N	5851.609839			
BASm0038977	O178					C33H54N2O26		QRTRUUTZVVPRFI-WHNGXIBISA-N	894.2964799			
BASm0038978	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O178:1 lipopolysaccharide					C190H336N4O110P4		XPGUHOHJIFKWKE-UHFFFAOYSA-N	4557.977163			
BASm0038979	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O178:2 lipopolysaccharide					C256H440N8O160P4		NVOKYUBECOIZAV-NDSXLVIZSA-N	6310.548993			
BASm0038980	O179					C32H53NO27		GKYZSMWAJSUBRA-DHYBFSKSSA-N	883.2804955			
BASm0038981	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O179:1 lipopolysaccharide					C189H335N3O111P4		AJXWUKKRTPBINM-UHFFFAOYSA-N	4546.961179			
BASm0038982	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O179:2 lipopolysaccharide					C253H437N5O163P4		YPJKCTFAXGQHDO-UHFFFAOYSA-N	6277.50104			
BASm0038983	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O180:1 lipopolysaccharide					C187H331N5O104P4		ASLWNNJLZMQVNL-YRMIMRKXSA-N	4434.971624			
BASm0038984	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O180:2 lipopolysaccharide					C247H425N11O142P4		WBTMBKZZGZKKJY-UHFFFAOYSA-N	5941.532377			
BASm0038985	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O181:1 lipopolysaccharide					C199H352N7O112P5		CAIHQCFYYDINCP-VVXDIAMWSA-N	4787.075177			
BASm0038986	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O181:2 lipopolysaccharide					C283H488N17O166P7		XSOMMZXMHZKTBS-UHFFFAOYSA-N	6997.843035			
BASm0038987	O182					C32H52N4O21		JCZGGFJPUOLLLG-ZCLUSPIGSA-N	828.3124047			
BASm0038988	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O182:2 lipopolysaccharide					C253H434N14O145P4		IOUOUDOAPHYDES-UHFFFAOYSA-N	6112.596768			
BASm0038989	O183					C37H61NO31		AAMISBMLDBJIRS-KLPFRPMNSA-N	1015.322754			
BASm0038990	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O183:2 lipopolysaccharide					C268H461N5O175P4		GAYFPWKCVNTYQB-UHFFFAOYSA-N	6673.627816			
BASm0038991	O185					C33H54N2O26		FYSDTTJLUYTLBR-GYIIENHXSA-N	894.2964799			
BASm0038992	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O185:1 lipopolysaccharide					C190H336N4O110P4		ZIPLAFDPNSFSRQ-MHQRVJLISA-N	4557.977163			
BASm0038993	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O185:2 lipopolysaccharide					C256H440N8O160P4		CAXQQUNASFWJNT-UHFFFAOYSA-N	6310.548993			
BASm0038994	O186					C37H62N4O22		OUABWOJNUISVRV-RBUXDEIBSA-N	914.3855697			
BASm0038995	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O186:1 lipopolysaccharide					C194H344N6O106P4		WKLALPRINXXKHZ-UHFFFAOYSA-N	4578.066253			
BASm0038996	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O186:2 lipopolysaccharide					C268H464N14O148P4		DCOBVHMLZVSXDI-UHFFFAOYSA-N	6370.816263			
BASm0038997	O187					C42H69N3O31		ZJVASMGLNDWEBO-CKEOZRDASA-N	1111.391502			
BASm0038998	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O187:1 lipopolysaccharide					C199H351N5O115P4		MMWOGTSBALSIMU-YDFYHHPFSA-N	4775.072186			
BASm0038999	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O187:2 lipopolysaccharide					C283H485N11O175P4		OUSYKXAJYYYTTD-UHFFFAOYSA-N	6961.834061			
BASm0039000	O188					C26H43NO22		MGZUWCOBPZTDPL-FBNNBOALSA-N	721.227672			
BASm0039001	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O188:1 lipopolysaccharide					C183H325N3O106P4		ADQISJKZNMZTNI-UHFFFAOYSA-N	4384.908355			
BASm0039002	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, (3R)-3-hydroxymyristoyl]-hexa-acylated lipid A O188:2 lipopolysaccharide					C235H407N5O148P4		BMMXIFDGYNXKKV-SZZQUUNWSA-N	5791.34257			
BASm0039003	Hep-(Kdo)2-phosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A					C115H211N2O49P3		FJNJYOGCTDTDBA-YGWNZUBOSA-N	2497.329332			
BASm0039004	(Hep)2-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A					C122H224N2O58P4		CABXCZVWINOBQY-OYEYPRPASA-N	2769.359051			
BASm0039005	(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A					C129H236N2O64P4		VGHQAJQPSDAMGA-BJJZWCEGSA-N	2961.422439			
BASm0039006	Glc-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A					C135H246N2O69P4		ABQXTZUDYDNKCN-NWCQNJAOSA-N	3123.475263			
BASm0039007	Gal-Glc-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A					C141H256N2O74P4		YPUNKZIUQPSUJY-BFRKFRFBSA-N	3285.528086			
BASm0039008	Gal-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A					C147H266N2O79P4		ZUAYDJFORWAXJS-ALCBHAOMSA-N	3447.58091			
BASm0039009	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A core					C153H276N2O84P4		JWKVJFLBLZZKGX-SHOGCPNTSA-N	3609.633733			
BASm0039010	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O1B:1 lipopolysaccharide					C187H332N4O107P4		WGVCXCKAGWACEA-UHFFFAOYSA-N	4469.961119			
BASm0039011	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O4:1 lipopolysaccharide					C181H322N4O102P4		BGBUQRFIZVKCJL-UHFFFAOYSA-N	4307.908296			
BASm0039012	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O4:2 lipopolysaccharide					C237H414N8O138P4		MWLAWUOWKMPERQ-UHFFFAOYSA-N	5704.457421			
BASm0039013	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O4A:1 lipopolysaccharide					C187H332N4O107P4		LELYGUYRAWAQKW-UHFFFAOYSA-N	4469.961119			
BASm0039014	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O5ac:2 lipopolysaccharide					C234H408N8O138P4		ZVGRCMIPDKVNKI-UHFFFAOYSA-N	5662.410471			
BASm0039015	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O6:1 lipopolysaccharide					C187H332N4O109P4		SPKUKTVKVJFAIS-DSCXWKBLSA-N	4501.950948			
BASm0039016	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O6:2 lipopolysaccharide					C255H444N8O159P4		QPDDQMGOBOPTAF-UHFFFAOYSA-N	6286.585379			
BASm0039017	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O6A:1 lipopolysaccharide					C189H335N5O109P4		GATCZTXHQQSQAL-WDEAXUPSSA-N	4542.977497			
BASm0039018	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O6A:2 lipopolysaccharide					C261H453N11O159P4		MCRABHYLBVWMHW-UHFFFAOYSA-N	6409.665026			
BASm0039019	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O7:1 lipopolysaccharide					C187H332N4O107P4		YZUNQWIXLGYGLB-UHFFFAOYSA-N	4469.961119			
BASm0039020	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O7:2 lipopolysaccharide					C255H444N8O153P4		GQIXWXSYBHNYDL-UHFFFAOYSA-N	6190.615891			
BASm0039021	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O8:1 lipopolysaccharide					C171H306N2O99P4		YOPBAIMKUILDDX-OPXCKVOMSA-N	4095.792203			
BASm0039022	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O8:2 lipopolysaccharide					C207H366N2O129P4		OIZDROLFVRVYKC-UHFFFAOYSA-N	5068.109144			
BASm0039023	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O9:1 lipopolysaccharide					C183H326N2O109P4		NDXXIAZBBGYKSY-UHFFFAOYSA-N	4419.89785			
BASm0039024	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O9:2 lipopolysaccharide					C243H426N2O159P4		TUSLREDEIMHGRB-UHFFFAOYSA-N	6040.426084			
BASm0039025	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O9a:1 lipopolysaccharide					C177H316N2O104P4		WPYAUNZCLGRGAT-ZHASVUEOSA-N	4257.845027			
BASm0039026	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O10:1 lipopolysaccharide					C189H336N4O107P4		KYZGYJQEUYSRRT-XHWFJAPUSA-N	4497.992419			
BASm0039027	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O10:2 lipopolysaccharide					C261H456N8O153P4		OAHGWBVOKHBQRM-UHFFFAOYSA-N	6274.709792			
BASm0039028	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O11:1 lipopolysaccharide					C187H332N4O107P4		SZRJIVLXFCJIGD-UHFFFAOYSA-N	4469.961119			
BASm0039029	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O11:2 lipopolysaccharide					C255H444N8O153P4		LNLUFANPVKPKRK-UHFFFAOYSA-N	6190.615891			
BASm0039030	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O12:1 lipopolysaccharide					C183H325N5O103P4		KRYFVMWNYZOAAF-XDVUCLQCSA-N	4364.929759			
BASm0039031	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O12:2 lipopolysaccharide					C243H423N11O141P4		LNLKQHDNMGOCNP-UHFFFAOYSA-N	5875.521812			
BASm0039032	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O13:1 lipopolysaccharide					C185H329N3O106P4		PHTOIBXUURTEJI-JCJIFMOTSA-N	4412.939655			
BASm0039033	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O15:1 lipopolysaccharide					C175H312N4O98P4		PPKZRWDOOGZDSN-UHFFFAOYSA-N	4161.850387			
BASm0039034	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O16A:1 lipopolysaccharide					C187H331N3O109P4		CBSRSUDFLFLYPA-SKJQHWDASA-N	4486.940049			
BASm0039035	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O16A:2 lipopolysaccharide					C255H441N5O159P4		ARJSRJPZOUEZPM-UHFFFAOYSA-N	6241.552682			
BASm0039036	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O16B:1 lipopolysaccharide					C179H319N3O103P4		CQNXJVGPWOEOJK-XZDZVNDFSA-N	4282.876661			
BASm0039037	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O16B:2 lipopolysaccharide					C231H405N5O141P4		CBDXFVVLZUWLRF-UHFFFAOYSA-N	5629.362517			
BASm0039038	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O16C:1 lipopolysaccharide					C181H321N3O104P4		KGORJUQBTOFREL-PJLOGVHLSA-N	4324.887226			
BASm0039039	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O16C:2 lipopolysaccharide					C237H411N5O144P4		UJGRVQZYYVZGEX-UHFFFAOYSA-N	5755.394212			
BASm0039040	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O17:1 lipopolysaccharide					C185H329N3O109P4		IEWNVDPFAFSGNT-NKWVLOSHSA-N	4460.924399			
BASm0039041	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O17:2 lipopolysaccharide					C249H435N5O159P4		QDHQMAJILIUTQN-UHFFFAOYSA-N	6163.505732			
BASm0039042	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O18A:1 lipopolysaccharide					C187H332N4O108P4		MUSRWPRMDBIEDQ-AWLVISEASA-N	4485.956034			
BASm0039043	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O18A:2 lipopolysaccharide					C255H444N8O156P4		IKHNXWFTSMUBKE-UHFFFAOYSA-N	6238.600635			
BASm0039044	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O18A1:1 lipopolysaccharide					C193H342N4O113P4		CQJONEUUKRAWSF-UHFFFAOYSA-N	4648.008857			
BASm0039045	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O18A1:2 lipopolysaccharide					C273H474N8O171P4		VUZSQKGRZLOFHO-UHFFFAOYSA-N	6724.759105			
BASm0039046	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O18A1A2:1 lipopolysaccharide					C191H339N3O113P4		JOFOHXXTKKDKPT-COJNQQMQSA-N	4606.982308			
BASm0039047	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O18A1A2:2 lipopolysaccharide					C267H465N5O171P4		KMYITZGCQLJPMA-UHFFFAOYSA-N	6601.679458			
BASm0039048	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O18ab:1 lipopolysaccharide					C185H329N3O108P4		DONVLLVUPNHCIS-RJPMMYCFSA-N	4444.929485			
BASm0039049	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O18ab:2 lipopolysaccharide					C249H435N5O156P4		MUTHHZLPPUQDAJ-UHFFFAOYSA-N	6115.520988			
BASm0039050	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O18B1:1 lipopolysaccharide					C191H339N3O113P4		XLTHQLFXDJJVHI-DNQJPKKYSA-N	4606.982308			
BASm0039051	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O18B1:2 lipopolysaccharide					C267H465N5O171P4		HKBPVTHLNJRILL-UHFFFAOYSA-N	6601.679458			
BASm0039052	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O19ab:1 lipopolysaccharide					C187H331N3O107P4		RTTZZSPIHIELFG-ICLIHQBHSA-N	4454.95022			
BASm0039053	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O19ab:2 lipopolysaccharide					C255H441N5O153P4		VPGGOGSGVFMAHG-UHFFFAOYSA-N	6145.583194			
BASm0039054	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O20ab:1 lipopolysaccharide					C164H294N2O93P4		FCGRZBIPVZKTCF-YHDVQXTQSA-N	3903.728815			
BASm0039055	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O20ab:2 lipopolysaccharide					C186H330N2O111P4		HWQDLJMSHQKCSU-FYMDXUEFSA-N	4491.918979			
BASm0039056	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O20ac:1 lipopolysaccharide					C170H304N2O98P4		PPEGMERHEIUEFW-MNTNFKRUSA-N	4065.781639			
BASm0039057	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O20ac:2 lipopolysaccharide					C204H360N2O126P4		YQVSHTAWDKFXLM-BDMRBIKISA-N	4978.07745			
BASm0039058	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O21:1 lipopolysaccharide					C187H332N4O109P4		OIKGGVAQCBBRJU-SIFQHOLMSA-N	4501.950948			
BASm0039059	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O21:2 lipopolysaccharide					C255H444N8O159P4		SZGJWRWUGKOOTJ-UHFFFAOYSA-N	6286.585379			
BASm0039060	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O22:1 lipopolysaccharide					C189H332N4O111P4		GYEGACSFUJJKIW-HFAKAMJYSA-N	4557.940778			
BASm0039061	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O22:2 lipopolysaccharide					C261H444N8O165P4		LFSDQVQDEFTVEN-UHFFFAOYSA-N	6454.554867			
BASm0039062	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O23A:1 lipopolysaccharide					C195H345N5O114P4		VFFMKAAAQXIMFZ-QTRKZRRZSA-N	4705.030321			
BASm0039063	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O23A:2 lipopolysaccharide					C279H483N11O174P4		WRQZEHGTTYFUBP-UHFFFAOYSA-N	6895.823496			
BASm0039064	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O24:1 lipopolysaccharide					C184H326N4O107P4		RNLOZEPZQNFMAG-UHFFFAOYSA-N	4427.914169			
BASm0039065	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O24:2 lipopolysaccharide					C246H426N8O153P4		ZIEPTVVALAVBFH-UHFFFAOYSA-N	6064.475041			
BASm0039066	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O25:1 lipopolysaccharide					C187H332N4O107P4		AIMJLXUVOOBSPR-NAVNMXIZSA-N	4469.961119			
BASm0039067	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O25:2 lipopolysaccharide					C255H444N8O153P4		OHVNBDDBNKFAIN-UHFFFAOYSA-N	6190.615891			
BASm0039068	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O25B:1 lipopolysaccharide					C187H331N3O108P4		INMKDDKOWGNTIA-OXYFYJRESA-N	4470.945135			
BASm0039069	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O25B:2 lipopolysaccharide					C255H441N5O156P4		XJWKIKVIRACOCL-UHFFFAOYSA-N	6193.567938			
BASm0039070	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O26:1 lipopolysaccharide					C175H312N4O97P4		CHAKQGNBAFXQTO-AGZLKXANSA-N	4145.855472			
BASm0039071	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O26:2 lipopolysaccharide					C219H384N8O123P4		JHOXAEQDHROSCD-UHFFFAOYSA-N	5218.298951			
BASm0039072	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O27A:1 lipopolysaccharide					C187H329N3O111P4		LISPSCZIVDJFCG-UEPNJSELSA-N	4516.914228			
BASm0039073	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O27A:2 lipopolysaccharide					C255H435N5O165P4		WUXIBGMFJBPVQF-UHFFFAOYSA-N	6331.475219			
BASm0039074	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O27B:1 lipopolysaccharide					C193H339N3O116P4		AXJJDEJBXHDADA-SHJIJSOGSA-N	4678.967052			
BASm0039075	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O27B:2 lipopolysaccharide					C273H465N5O180P4		GZXWRZNDGXHKBH-UHFFFAOYSA-N	6817.63369			
BASm0039076	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O28ab:1 lipopolysaccharide					C178H319N4O104P5		ABBLFCHQKYCEKX-BPAKHVKUSA-N	4331.848412			
BASm0039077	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O28ab:2 lipopolysaccharide					C228H405N8O144P7		ZSKZROGKFIJABN-UHFFFAOYSA-N	5776.277769			
BASm0039078	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O28ac:1 lipopolysaccharide					C180H321N4O105P5		KNSGVOAAXKDCHR-NLTYQYEOSA-N	4373.858976			
BASm0039079	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O28ac:2 lipopolysaccharide					C234H411N8O147P7		JXSUMGWYHQNRJV-UHFFFAOYSA-N	5902.309463			
BASm0039080	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O29:1 lipopolysaccharide					C190H339N4O113P5		LGAYAERMYJXSKY-UHFFFAOYSA-N	4639.959144			
BASm0039081	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O29:2 lipopolysaccharide					C264H465N8O171P7		BJRNUFZRAGQRFJ-UHFFFAOYSA-N	6700.609966			
BASm0039082	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O30:1 lipopolysaccharide					C181H320N4O105P4		AYXWGBJYMMORPO-XSYAROMJSA-N	4353.877389			
BASm0039083	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O30:2 lipopolysaccharide					C237H408N8O147P4		ZBJLTITYSXBWFL-UHFFFAOYSA-N	5842.364702			
BASm0039084	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O32:1 lipopolysaccharide					C189H331N3O112P4		KDWPSRMXPAPTJP-BWOJZSOCSA-N	4558.924793			
BASm0039085	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O32:2 lipopolysaccharide					C261H441N5O168P4		MLLPYAKUERRIFH-UHFFFAOYSA-N	6457.506913			
BASm0039086	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O33:1 lipopolysaccharide					C184H329N4O109P5		HMQKMSXQZFIHMS-SVYJKKTOSA-N	4493.901235			
BASm0039087	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O33:2 lipopolysaccharide					C246H435N8O159P7		IKTNJEWESOYJHW-UHFFFAOYSA-N	6262.43624			
BASm0039088	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O35:1 lipopolysaccharide					C193H341N5O110P4		FSGUTOFRQQRLAJ-CEBZMXSHSA-N	4613.019362			
BASm0039089	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O35:2 lipopolysaccharide					C273H471N11O162P4		GCNSGYDFQVYQSS-UHFFFAOYSA-N	6619.790621			
BASm0039090	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O36:1 lipopolysaccharide					C185H329N3O106P4		HTDDNOLKMBLTAZ-SKTLJONWSA-N	4412.939655			
BASm0039091	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O36:2 lipopolysaccharide					C249H435N5O150P4		JHJUOZWYVVBQSH-UHFFFAOYSA-N	6019.5515			
BASm0039092	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O37:1 lipopolysaccharide					C184H329N4O109P5		RUCYBHSXYQTUFO-RIQSBFOWSA-N	4493.901235			
BASm0039093	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O37:2 lipopolysaccharide					C246H435N8O159P7		HAAJWEVPRBZXIA-UHFFFAOYSA-N	6262.43624			
BASm0039094	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O38:1 lipopolysaccharide					C191H336N6O110P4		VJPBWDZZOXWENG-RQMXTQRBSA-N	4597.983311			
BASm0039095	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O38:2 lipopolysaccharide					C267H456N14O162P4		OSKTZAHGERKEGK-UHFFFAOYSA-N	6574.682467			
BASm0039096	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O39:1 lipopolysaccharide					C189H336N4O108P4		FASBILSGGCEPFM-UHFFFAOYSA-N	4513.987334			
BASm0039097	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O39:2 lipopolysaccharide					C261H456N8O156P4		MUGWRKISMFFARE-FLPYTDCASA-N	6322.694535			
BASm0039098	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O40:1 lipopolysaccharide					C179H319N3O104P4		OPAVCKUJGWIRLW-UHFFFAOYSA-N	4298.871576			
BASm0039099	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O40:2 lipopolysaccharide					C231H405N5O144P4		VTHYVUWCXKNGQM-UHFFFAOYSA-N	5677.347261			
BASm0039100	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O41:1 lipopolysaccharide					C193H342N4O112P4		GDZMTEJEKBEFCT-RONRDHKZSA-N	4632.013942			
BASm0039101	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O41:2 lipopolysaccharide					C273H474N8O168P4		RWZVZFLJWJADQK-UHFFFAOYSA-N	6676.774361			
BASm0039102	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O42:1 lipopolysaccharide					C186H331N4O110P5		FXOCVKGCRFISNH-UHFFFAOYSA-N	4535.9118			
BASm0039103	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O42:2 lipopolysaccharide					C252H441N8O162P7		KGOWTNKUMBPAEY-CANDEERLSA-N	6388.467934			
BASm0039104	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O43:1 lipopolysaccharide					C187H332N4O107P4		ZVMPJTQYPHUMFQ-HXVVMWHNSA-N	4469.961119			
BASm0039105	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O43:2 lipopolysaccharide					C255H444N8O153P4		VDJPVWIUPBGZFU-UHFFFAOYSA-N	6190.615891			
BASm0039106	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O44:1 lipopolysaccharide					C185H329N3O109P4		PAUQNKYHAIASBM-OQPBBKJVSA-N	4460.924399			
BASm0039107	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O44:2 lipopolysaccharide					C249H435N5O159P4		VOQSEHJTVKVIFF-UHFFFAOYSA-N	6163.505732			
BASm0039108	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O45:1 lipopolysaccharide					C175H311N3O98P4		ABXUTCJRBWBEGF-FLXDDRKUSA-N	4146.839488			
BASm0039109	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O45:2 lipopolysaccharide					C219H381N5O126P4		ADXNAEQOBFDEIY-UHFFFAOYSA-N	5221.250997			
BASm0039110	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O45rel:1 lipopolysaccharide					C175H311N3O99P4		NFVAUDINSKXUJV-LQYGHPJYSA-N	4162.834402			
BASm0039111	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O45rel:2 lipopolysaccharide					C219H381N5O129P4		XWBLJWVGYFNKRW-AZOOSKERSA-N	5269.235741			
BASm0039112	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O46:1 lipopolysaccharide					C183H324N4O107P4		BVHGJBFSBGWIEZ-VNDPRJOYSA-N	4413.898519			
BASm0039113	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O46:2 lipopolysaccharide					C243H420N8O153P4		VNRRUVFIZXYCSG-FWTBNYJGSA-N	6022.42809			
BASm0039114	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O48:1 lipopolysaccharide					C187H330N4O109P4		JJGQILDCTRHSOL-ITSBGGNYSA-N	4499.935298			
BASm0039115	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O48:2 lipopolysaccharide					C255H438N8O159P4		NEEQRLMJVZDVIM-UHFFFAOYSA-N	6280.538429			
BASm0039116	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O49:1 lipopolysaccharide					C187H331N5O104P4		TZHAJQDWQDGITP-NIQMNUJUSA-N	4434.971624			
BASm0039117	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O49:2 lipopolysaccharide					C255H441N11O144P4		SVIZBUDDPIPXBW-UHFFFAOYSA-N	6085.647407			
BASm0039118	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O50:1 lipopolysaccharide					C179H319N3O101P4		ZKHIQGZAQSINRF-UHFFFAOYSA-N	4250.886832			
BASm0039119	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O50:2 lipopolysaccharide					C231H405N5O135P4		ANWLYZYVLNYILZ-UHFFFAOYSA-N	5533.39303			
BASm0039120	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O51:1 lipopolysaccharide					C187H332N4O107P4		JYIDBJKHISXWRD-NXQITZGCSA-N	4469.961119			
BASm0039121	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O51:2 lipopolysaccharide					C255H444N8O153P4		USWZOXDSYBYOTB-UHFFFAOYSA-N	6190.615891			
BASm0039122	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O52:1 lipopolysaccharide					C168H300N2O94P4		HXOWQPIEFUJXHM-VPLSJMGXSA-N	3973.77068			
BASm0039123	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O52:2 lipopolysaccharide					C198H348N2O114P4		QWCUZQVIYJLEEB-GUYHUEBVSA-N	4702.044574			
BASm0039124	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O53:1 lipopolysaccharide					C185H327N3O108P4		YZPOVQAHRBXKMZ-LAVZGUJYSA-N	4442.913834			
BASm0039125	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O53:2 lipopolysaccharide					C249H429N5O156P4		FFTKITRRQUOLNU-UHFFFAOYSA-N	6109.474038			
BASm0039126	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O54:1 lipopolysaccharide					C184H325N3O108P4		TXCWZRTWSGFKKQ-FZLRWLEUSA-N	4428.898184			
BASm0039127	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O54:2 lipopolysaccharide					C246H423N5O156P4		GSVJISYUCJFEND-UHFFFAOYSA-N	6067.427087			
BASm0039128	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O57:1 lipopolysaccharide					C191H334N4O111P4		AQHDQHQVCYCTHS-KTDMKTJMSA-N	4583.956428			
BASm0039129	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O57:2 lipopolysaccharide					C267H450N8O165P4		MFGYFBXKKJYNER-UHFFFAOYSA-N	6532.601817			
BASm0039130	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O58:1 lipopolysaccharide					C184H325N3O106P4		XVEQGGSYWVNZIX-UAVHGABNSA-N	4396.908355			
BASm0039131	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O58:2 lipopolysaccharide					C246H423N5O150P4		QSTMJTMEMFTPMP-UHFFFAOYSA-N	5971.4576			
BASm0039132	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O59:1 lipopolysaccharide					C185H327N3O110P4		LDMDFUPTVRULSE-AZMJKEAKSA-N	4474.903664			
BASm0039133	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O59:2 lipopolysaccharide					C249H429N5O162P4		MRAHRBMDZSEXIB-UHFFFAOYSA-N	6205.443525			
BASm0039134	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O60:1 lipopolysaccharide					C177H316N2O102P4		YHIBMSGPUNOHJQ-JUXTYSFCSA-N	4225.855197			
BASm0039135	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O60:2 lipopolysaccharide					C225H396N2O138P4		JEJBLXMJTRJEGM-UHFFFAOYSA-N	5458.298126			
BASm0039136	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O61:1 lipopolysaccharide					C182H321N5O102P4		KPBZMJCMHPJJPD-CUXMMCSUSA-N	4332.903545			
BASm0039137	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O61:2 lipopolysaccharide					C240H411N11O138P4		FEKAOPSDIYWNOK-UHFFFAOYSA-N	5779.443168			
BASm0039138	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O62:1 lipopolysaccharide					C183H326N2O109P4		DVQBRSGOOGFBOI-WDSSWIAJSA-N	4419.89785			
BASm0039139	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O62:2 lipopolysaccharide					C243H426N2O159P4		UMAXAXOIKXFOIT-UHFFFAOYSA-N	6040.426084			
BASm0039140	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O63:1 lipopolysaccharide					C184H327N5O104P4		UULXLONAKTZJEJ-JFWNVYTMSA-N	4394.940324			
BASm0039141	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O63:2 lipopolysaccharide					C246H429N11O144P4		JSKAEWKSDCPKHN-UHFFFAOYSA-N	5965.553506			
BASm0039142	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O64:1 lipopolysaccharide					C187H330N4O110P4		NEIXGKBRVHQXNM-QZBKLWRKSA-N	4515.930213			
BASm0039143	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O64:2 lipopolysaccharide					C255H438N8O162P4		DGIVEPBKCXFYQJ-XLZJYNCTSA-N	6328.523173			
BASm0039144	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O65:1 lipopolysaccharide					C189H332N6O109P4		KQNFMXUTMQUUAJ-NZSKGBLGSA-N	4553.957096			
BASm0039145	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O65:2 lipopolysaccharide					C261H444N14O159P4		VESSZYMZVYQEJD-UHFFFAOYSA-N	6442.603823			
BASm0039146	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O66:1 lipopolysaccharide					C189H334N4O109P4		IIXOQZFHLIKQDF-YKEJZNRGSA-N	4527.966598			
BASm0039147	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O66:2 lipopolysaccharide					C261H450N8O159P4		HSMRKSMPWASMBJ-UHFFFAOYSA-N	6364.632329			
BASm0039148	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O68:1 lipopolysaccharide					C197H349N3O118P4		ADJJGEFCQDBBEV-VRLOQRKOSA-N	4769.035131			
BASm0039149	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O68:2 lipopolysaccharide					C285H495N5O186P4		MXLBKAGAZNQNBV-UHFFFAOYSA-N	7087.837928			
BASm0039150	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O69:1 lipopolysaccharide					C190H336N4O109P4		IXRMLPLRWGDLIF-CZEFCRMVSA-N	4541.982248			
BASm0039151	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O69:2 lipopolysaccharide					C264H456N8O159P4		OAPLNRVBVBHEHJ-UHFFFAOYSA-N	6406.679279			
BASm0039152	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O70:1 lipopolysaccharide					C187H332N4O107P4		NJHOYGPAIKZBSP-RQCHJPOHSA-N	4469.961119			
BASm0039153	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O70:2 lipopolysaccharide					C255H444N8O153P4		UNJBNPBBKTWBAJ-UHFFFAOYSA-N	6190.615891			
BASm0039154	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O71:1 lipopolysaccharide					C181H322N4O102P4		NLHPCIGCOZRYLT-DHKFUTPUSA-N	4307.908296			
BASm0039155	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O71:2 lipopolysaccharide					C237H414N8O138P4		XTCAFBDRYFUUHY-UHFFFAOYSA-N	5704.457421			
BASm0039156	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O73:1 lipopolysaccharide					C191H339N3O114P4		PZUHXNSJEFQPQJ-JBNCNIKASA-N	4622.977223			
BASm0039157	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O73:2 lipopolysaccharide					C267H465N5O174P4		PCDVZKYHUKTQCN-UHFFFAOYSA-N	6649.664202			
BASm0039158	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O73ab:1 lipopolysaccharide					C185H329N3O109P4		LOGZBQFRKDQTET-XGLXBRBFSA-N	4460.924399			
BASm0039159	(Gal)2-(Glc)2-(Hep)3-(Kdo)2-bisphosphate-[(3R)-3-hydroxymyristoyl, decanoyl]-hexa-acylated lipid A O73ab:2 lipopolysaccharide					C249H435N5O159P4		DSEAXLRDNTXZNM-UHFFFAOYSA-N	6163.505732